file_name stringlengths 11 11 | content stringlengths 1.16k 56.6M |
|---|---|
1501757.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501757.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501757
loop_
_publ_author_name
'Frommen, C.'
'S\/orby, M.H.'
'Ravindran, P.'
'Vajeeston, P.'
'Fjellv\%ag, H.'
'Hauback, B.C.'
_publ_section_title
;
Synthesis, Crystal Structure, and Thermal Properties of the First
Mixed-Metal and Anion-Substituted Rare Earth Borohydride LiCe(BH4)3Cl
;
_journal_issue 47
_journal_name_full 'The Journal of Physical Chemistry C'
_journal_page_first 23591
_journal_paper_doi 10.1021/jp205105j
_journal_volume 115
_journal_year 2011
_chemical_formula_sum 'B3 Ce Cl D12 Li'
_chemical_formula_weight 239.111
_space_group_IT_number 217
_symmetry_Int_Tables_number 217
_symmetry_space_group_name_Hall 'I -4 2 3'
_symmetry_space_group_name_H-M 'I -4 3 m'
_audit_creation_date 2011-01-26
_audit_creation_method
'Created with CONVERT.DLL (www.crystalimpact.com)'
_audit_update_record 2011-01-26
_cell_angle_alpha 90.000
_cell_angle_beta 90.000
_cell_angle_gamma 90.000
_cell_formula_units_Z 8
_cell_length_a 11.5917(1)
_cell_length_b 11.5917(1)
_cell_length_c 11.5917(1)
_cell_volume 1557.55(2)
_cod_data_source_file jp205105j_si_001.cif
_cod_data_source_block LI-CE-B-CL-COMB
_cod_original_cell_volume 1557.5(0)
_cod_original_sg_symbol_Hall I_-4_2_3
_cod_original_formula_sum 'Ce B3 D12 Cl Li'
_cod_database_code 1501757
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 y,-x,-z
3 -x,-y,z
4 -y,x,-z
5 -x,z,-y
6 x,-y,-z
7 -x,-z,y
8 -z,-y,x
9 -x,y,-z
10 z,-y,-x
11 z,x,y
12 y,z,x
13 -y,-z,x
14 z,-x,-y
15 -y,z,-x
16 -z,-x,y
17 -z,x,-y
18 y,-z,-x
19 -y,-x,z
20 y,x,z
21 x,-z,-y
22 x,z,y
23 -z,y,-x
24 z,y,x
25 0.500+x,0.500+y,0.500+z
26 0.500+y,0.500-x,0.500-z
27 0.500-x,0.500-y,0.500+z
28 0.500-y,0.500+x,0.500-z
29 0.500-x,0.500+z,0.500-y
30 0.500+x,0.500-y,0.500-z
31 0.500-x,0.500-z,0.500+y
32 0.500-z,0.500-y,0.500+x
33 0.500-x,0.500+y,0.500-z
34 0.500+z,0.500-y,0.500-x
35 0.500+z,0.500+x,0.500+y
36 0.500+y,0.500+z,0.500+x
37 0.500-y,0.500-z,0.500+x
38 0.500+z,0.500-x,0.500-y
39 0.500-y,0.500+z,0.500-x
40 0.500-z,0.500-x,0.500+y
41 0.500-z,0.500+x,0.500-y
42 0.500+y,0.500-z,0.500-x
43 0.500-y,0.500-x,0.500+z
44 0.500+y,0.500+x,0.500+z
45 0.500+x,0.500-z,0.500-y
46 0.500+x,0.500+z,0.500+y
47 0.500-z,0.500+y,0.500-x
48 0.500+z,0.500+y,0.500+x
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_thermal_displace_type
_atom_site_U_iso_or_equiv
Ce1 Ce 0.8576(7) 0.8576(7) 0.8576(7) 1.000 8 c d Biso 1.27(2)
B B 0.1295(9) 0.6237(8) 0.6237(8) 1.000 24 g d Biso 1.34(2)
D1 D 0.0273(15) 0.6163(12) 0.6163(12) 1.000 24 g d Biso 7.68(2)
D2 D 0.1747(8) 0.6417(14) 0.5357(11) 1.000 48 h d Biso 7.68(2)
D3 D 0.1548(13) 0.6888(12) 0.6888(12) 1.000 24 g d Biso 7.68(2)
Cl1 Cl 0.8902(8) 0.1098(8) 0.8902(8) 1.000 8 c d Biso 1.02(2)
Li1 Li 0.0000 0.5000 0.5000 1.000 6 b d Biso 1.30(2)
Li2 Li 0.0000 0.0000 0.0000 1.000 2 a d Uiso 1.30(2)
loop_
_atom_type_symbol
_atom_type_radius_bond
Ce 1.200
B 1.200
D 1.200
Cl 1.200
Li 1.200
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Ce1 Li2 Ce1 2_466 1_444 109.47(23) no
Cl1 Li2 Cl1 4_546 1_454 109.47(34) no
Cl1 Ce1 Cl1 3_765 4_657 74.55(32) no
Cl1 Ce1 Cl1 3_765 1_565 74.55(32) no
Cl1 Ce1 Cl1 4_657 1_565 74.55(32) no
Ce1 Cl1 Ce1 3_765 2_567 103.53(36) no
Ce1 Cl1 Ce1 1_545 3_765 103.53(36) no
Ce1 Cl1 Ce1 2_567 1_545 103.53(36) no
D2 B D3 22 . 110.83(129) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ce1 Ce1 4_757 4.6688(115) no
Ce1 Li1 24_656 8.6809(81) no
Ce1 Cl1 25 9.1914(123) no
Ce1 Li1 27_565 4.7573(81) no
Ce1 Li1 4_666 6.0901(81) no
Ce1 Cl1 3_765 2.9719(123) no
Ce1 Cl1 4_657 2.9719(123) no
Ce1 B 32_665 2.6618(123) no
Ce1 B 28_656 2.6618(123) no
Ce1 B 45_566 2.6618(132) no
Ce1 Li2 2_666 2.8590(81) no
Ce1 Cl1 1_565 2.9719(123) no
Ce1 Li2 1_666 2.8590(81) no
Ce1 Li2 3_666 2.8590(81) no
Ce1 Li2 4_666 2.8590(81) no
Ce1 Li1 48 4.7573(81) no
Ce1 Li2 3_566 10.2114(81) no
Ce1 Li1 28_656 4.7573(81) no
Ce1 Li1 26_566 7.8038(81) no
Ce1 Li1 15_656 6.0901(81) no
Ce1 Li2 26 7.1797(81) no
Ce1 B 37_665 2.6618(123) no
Ce1 Ce1 28_646 6.7851(115) no
Ce1 Ce1 3_775 4.6688(115) no
Ce1 Ce1 28_656 6.7851(115) no
Ce1 Ce1 26_566 6.7851(115) no
Ce1 Ce1 27_665 6.7851(115) no
Cl1 Cl1 3_755 3.5999(131) no
Cl1 Cl1 2_667 3.5999(131) no
Cl1 Cl1 28_646 7.3974(131) no
Ce1 B 1_655 4.9635(127) no
Ce1 Li1 25 4.7573(81) no
Ce1 B 23_756 6.5974(131) no
Ce1 B 16_765 6.5974(131) no
Ce1 B 36 5.1010(127) no
Ce1 D1 23_756 6.8406(186) no
|
1501758.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501758.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501758
loop_
_publ_author_name
'Frommen, C.'
'S\/orby, M.H.'
'Ravindran, P.'
'Vajeeston, P.'
'Fjellv\%ag, H.'
'Hauback, B.C.'
_publ_section_title
;
Synthesis, Crystal Structure, and Thermal Properties of the First
Mixed-Metal and Anion-Substituted Rare Earth Borohydride LiCe(BH4)3Cl
;
_journal_issue 47
_journal_name_full 'The Journal of Physical Chemistry C'
_journal_page_first 23591
_journal_paper_doi 10.1021/jp205105j
_journal_volume 115
_journal_year 2011
_chemical_formula_sum 'B3 Ce Cl D12 Li'
_chemical_formula_weight 239.111
_space_group_IT_number 217
_symmetry_Int_Tables_number 217
_symmetry_space_group_name_Hall 'I -4 2 3'
_symmetry_space_group_name_H-M 'I -4 3 m'
_audit_creation_date 2011-05-30
_audit_creation_method
'Created with CONVERT.DLL (www.crystalimpact.com)'
_audit_update_record 2011-05-30
_cell_angle_alpha 90.000
_cell_angle_beta 90.000
_cell_angle_gamma 90.000
_cell_formula_units_Z 8
_cell_length_a 11.665(1)
_cell_length_b 11.665(1)
_cell_length_c 11.665(1)
_cell_volume 1587.3(2)
_cod_data_source_file jp205105j_si_002.cif
_cod_data_source_block LI-CE-B-CL-COMB
_cod_original_cell_volume 1587.3(4)
_cod_original_sg_symbol_Hall I_-4_2_3
_cod_original_formula_sum 'Ce B3 D12 Cl Li'
_cod_database_code 1501758
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 y,-x,-z
3 -x,-y,z
4 -y,x,-z
5 -x,z,-y
6 x,-y,-z
7 -x,-z,y
8 -z,-y,x
9 -x,y,-z
10 z,-y,-x
11 z,x,y
12 y,z,x
13 -y,-z,x
14 z,-x,-y
15 -y,z,-x
16 -z,-x,y
17 -z,x,-y
18 y,-z,-x
19 -y,-x,z
20 y,x,z
21 x,-z,-y
22 x,z,y
23 -z,y,-x
24 z,y,x
25 0.500+x,0.500+y,0.500+z
26 0.500+y,0.500-x,0.500-z
27 0.500-x,0.500-y,0.500+z
28 0.500-y,0.500+x,0.500-z
29 0.500-x,0.500+z,0.500-y
30 0.500+x,0.500-y,0.500-z
31 0.500-x,0.500-z,0.500+y
32 0.500-z,0.500-y,0.500+x
33 0.500-x,0.500+y,0.500-z
34 0.500+z,0.500-y,0.500-x
35 0.500+z,0.500+x,0.500+y
36 0.500+y,0.500+z,0.500+x
37 0.500-y,0.500-z,0.500+x
38 0.500+z,0.500-x,0.500-y
39 0.500-y,0.500+z,0.500-x
40 0.500-z,0.500-x,0.500+y
41 0.500-z,0.500+x,0.500-y
42 0.500+y,0.500-z,0.500-x
43 0.500-y,0.500-x,0.500+z
44 0.500+y,0.500+x,0.500+z
45 0.500+x,0.500-z,0.500-y
46 0.500+x,0.500+z,0.500+y
47 0.500-z,0.500+y,0.500-x
48 0.500+z,0.500+y,0.500+x
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_thermal_displace_type
_atom_site_U_iso_or_equiv
Ce1 Ce 0.8484 0.8484 0.8484 1.000 8 c d Biso 1.27(2)
B B 0.1305 0.6208 0.6208 1.000 24 g d Biso 1.34(2)
D1 D 0.0267 0.6142 0.6142 1.000 24 g d Biso 7.68(2)
D2 D 0.1759 0.6519 0.5297 1.000 48 h d Biso 7.68(2)
D3 D 0.1527 0.6945 0.6945 1.000 24 g d Biso 7.68(2)
Cl1 Cl 0.8927 0.1073 0.8927 1.000 8 c d Biso 1.02(2)
Li1 Li 0.0000 0.5000 0.5000 1.000 6 b d Biso 1.30(2)
Li2 Li 0.0000 0.0000 0.0000 1.000 2 a d Uiso 1.30(2)
loop_
_atom_type_symbol
_atom_type_radius_bond
Ce 1.200
B 1.200
D 1.200
Cl 1.200
Li 1.200
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Ce1 Li2 Ce1 2_466 1_444 109.47(0) no
Cl1 Li2 Cl1 4_546 1_454 109.47(0) no
Cl1 Ce1 Cl1 3_765 4_657 69.45(0) no
Cl1 Ce1 Cl1 3_765 1_565 69.45(0) no
Cl1 Ce1 Cl1 4_657 1_565 69.45(0) no
Ce1 Cl1 Ce1 3_765 2_567 107.2() no
Ce1 Cl1 Ce1 1_545 3_765 107.2() no
Ce1 Cl1 Ce1 2_567 1_545 107.2() no
D2 B D3 22 . 107.52(1) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ce1 Ce1 4_757 5.0018(3) no
Ce1 Li1 24_656 8.7987(6) no
Ce1 Cl1 25 9.4094(5) no
Ce1 Li1 27_565 4.7719(3) no
Ce1 Li1 4_666 6.0134(3) no
Ce1 Cl1 3_765 3.1072(3) no
Ce1 Cl1 4_657 3.1072(3) no
Ce1 B 32_665 2.5921(2) no
Ce1 B 28_656 2.5921(2) no
Ce1 B 45_566 2.5921(2) no
Ce1 Li2 2_666 3.0630(2) no
Ce1 Cl1 1_565 3.1072(3) no
Ce1 Li2 1_666 3.0630(2) no
Ce1 Li2 3_666 3.0630(2) no
Ce1 Li2 4_666 3.0630(2) no
Ce1 Li1 48 4.7719(3) no
Ce1 Li2 3_566 10.2077(8) no
Ce1 Li1 28_656 4.7719(3) no
Ce1 Li1 26_566 8.0018(6) no
Ce1 Li1 15_656 6.0134(3) no
Ce1 Li2 26 7.0392(3) no
Ce1 B 37_665 2.5921(2) no
Ce1 Ce1 28_646 6.6752(4) no
Ce1 Ce1 3_775 5.0018(3) no
Ce1 Ce1 28_656 6.6752(4) no
Ce1 Ce1 26_566 6.6752(4) no
Ce1 Ce1 27_665 6.6752(4) no
Cl1 Cl1 3_755 3.5402(2) no
Cl1 Cl1 2_667 3.5402(2) no
Cl1 Cl1 28_646 7.4957(4) no
Ce1 B 1_655 4.9926(3) no
Ce1 Li1 25 4.7719(3) no
Ce1 B 23_756 6.7415(5) no
Ce1 B 16_765 6.7415(5) no
Ce1 B 36 5.1628(3) no
Ce1 D1 23_756 6.9917(5) no
|
1501759.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501759.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501759
loop_
_publ_author_name
'Lee, Jong Hoon'
'Naumov, Pance'
'Chung, Ihn Hee'
'Lee, Sang Cheol'
_publ_section_title
;
Solid-state thermochromism and phase transitions of charge transfer
1,3-diamino-4,6-dinitrobenzene dyes.
;
_journal_issue 35
_journal_name_full 'The journal of physical chemistry. A'
_journal_page_first 10087
_journal_page_last 10096
_journal_paper_doi 10.1021/jp205793b
_journal_volume 115
_journal_year 2011
_chemical_formula_sum 'C10 H16 N6 O4'
_chemical_formula_weight 284.29
_chemical_name_systematic
;
?
;
_space_group_IT_number 61
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_Hall '-P 2ac 2ab'
_symmetry_space_group_name_H-M 'P b c a'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 8
_cell_length_a 16.138(3)
_cell_length_b 7.0036(12)
_cell_length_c 22.750(4)
_cell_measurement_temperature 293(2)
_cell_volume 2571.3(8)
_computing_cell_refinement 'APEX2 software (Bruker, 2007)'
_computing_data_collection 'APEX2 software (Bruker, 2007)'
_computing_data_reduction 'SAINT (Bruker, 2007)'
_computing_molecular_graphics 'DIAMOND (Brandenburg, 2005)'
_computing_publication_material 'WinGX (Farrugia, 1999)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 293(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type 'Bruker SMART APEX2 diffractometer'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator 'multilayer confocal TXS mirror'
_diffrn_radiation_source 'rotating anode'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0354
_diffrn_reflns_av_sigmaI/netI 0.0325
_diffrn_reflns_limit_h_max 21
_diffrn_reflns_limit_h_min -21
_diffrn_reflns_limit_k_max 9
_diffrn_reflns_limit_k_min -8
_diffrn_reflns_limit_l_max 19
_diffrn_reflns_limit_l_min -30
_diffrn_reflns_number 11217
_diffrn_reflns_theta_full 28.86
_diffrn_reflns_theta_max 28.86
_diffrn_reflns_theta_min 6.84
_exptl_absorpt_coefficient_mu 0.116
_exptl_absorpt_correction_T_max 0.9942
_exptl_absorpt_correction_T_min 0.9738
_exptl_absorpt_correction_type empirical
_exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.469
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 1200
_exptl_crystal_size_max 0.23
_exptl_crystal_size_mid 0.06
_exptl_crystal_size_min 0.05
_refine_diff_density_max 0.222
_refine_diff_density_min -0.191
_refine_diff_density_rms 0.037
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.042
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 201
_refine_ls_number_reflns 3311
_refine_ls_number_restraints 5
_refine_ls_restrained_S_all 1.043
_refine_ls_R_factor_all 0.0743
_refine_ls_R_factor_gt 0.0477
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0454P)^2^+0.9529P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1118
_refine_ls_wR_factor_ref 0.1258
_reflns_number_gt 2317
_reflns_number_total 3311
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file jp205793b_si_002.cif
_cod_data_source_block babd1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_cell_volume 2571.4(8)
_cod_original_sg_symbol_H-M Pbca
_cod_original_formula_sum C10H16N6O4
_cod_database_code 1501759
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C6 C 0.70196(9) 0.0711(2) 0.67689(7) 0.0332(3) Uani 1 1 d .
N4 N 0.79470(8) 0.1290(2) 0.75911(6) 0.0410(3) Uani 1 1 d .
C2 C 0.76042(9) -0.0110(2) 0.58322(6) 0.0328(3) Uani 1 1 d .
N2 N 0.62727(8) 0.0975(2) 0.70995(6) 0.0425(3) Uani 1 1 d .
O1 O 0.79942(9) -0.0925(3) 0.48914(6) 0.0668(4) Uani 1 1 d .
C3 C 0.84370(9) 0.0051(2) 0.60573(7) 0.0327(3) Uani 1 1 d .
C5 C 0.78316(9) 0.0877(2) 0.70253(7) 0.0318(3) Uani 1 1 d .
N1 N 0.74228(9) -0.0638(2) 0.52384(6) 0.0412(3) Uani 1 1 d .
C4 C 0.85064(9) 0.0581(2) 0.66484(7) 0.0344(3) Uani 1 1 d .
H4 H 0.9036 0.0747 0.6801 0.041 Uiso 1 1 calc R
N3 N 0.91112(8) -0.0293(2) 0.57308(6) 0.0392(3) Uani 1 1 d .
O2 O 0.66967(8) -0.0829(2) 0.50825(6) 0.0646(4) Uani 1 1 d .
O4 O 0.63085(7) 0.1444(2) 0.76203(6) 0.0565(4) Uani 1 1 d .
C1 C 0.69329(9) 0.0219(2) 0.61897(7) 0.0342(3) Uani 1 1 d .
H1 H 0.6403 0.0103 0.6033 0.041 Uiso 1 1 calc R
O3 O 0.56085(8) 0.0729(3) 0.68507(7) 0.0776(5) Uani 1 1 d .
C7 C 0.99612(10) -0.0151(3) 0.59460(8) 0.0411(4) Uani 1 1 d .
H7A H 1.0316 -0.0936 0.5701 0.049 Uiso 1 1 calc R
H7B H 0.9984 -0.0662 0.6342 0.049 Uiso 1 1 calc R
N5 N 1.02670(11) 0.2673(3) 0.53614(8) 0.0538(4) Uani 1 1 d D
N6 N 0.79901(11) 0.2639(3) 0.87215(7) 0.0583(4) Uani 1 1 d D
C9 C 0.87424(10) 0.1314(3) 0.78906(7) 0.0418(4) Uani 1 1 d .
H9A H 0.9039 0.2480 0.7797 0.050 Uiso 1 1 calc R
H9B H 0.9076 0.0238 0.7764 0.050 Uiso 1 1 calc R
C10 C 0.85884(10) 0.1200(3) 0.85436(7) 0.0436(4) Uani 1 1 d .
H10A H 0.8380 -0.0059 0.8643 0.052 Uiso 1 1 calc R
H10B H 0.9105 0.1396 0.8753 0.052 Uiso 1 1 calc R
C8 C 1.02971(10) 0.1862(3) 0.59517(8) 0.0474(4) Uani 1 1 d .
H8A H 0.9971 0.2642 0.6217 0.057 Uiso 1 1 calc R
H8B H 1.0865 0.1854 0.6092 0.057 Uiso 1 1 calc R
H3N H 0.9039(12) -0.070(3) 0.5396(9) 0.046(5) Uiso 1 1 d .
H4N H 0.7525(13) 0.160(3) 0.7797(8) 0.049(5) Uiso 1 1 d .
H5A H 0.9733(10) 0.309(3) 0.5298(9) 0.058 Uiso 1 1 d D
H5B H 1.0565(12) 0.376(3) 0.5345(9) 0.058 Uiso 1 1 d D
H6A H 0.7853(12) 0.253(3) 0.9115(6) 0.058 Uiso 1 1 d D
H6B H 0.8234(13) 0.383(2) 0.8664(9) 0.058 Uiso 1 1 d D
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C6 0.0260(7) 0.0336(8) 0.0399(8) 0.0004(6) 0.0011(6) 0.0020(6)
N4 0.0281(6) 0.0599(9) 0.0351(7) -0.0060(7) -0.0007(5) 0.0046(6)
C2 0.0334(7) 0.0319(7) 0.0330(7) 0.0001(6) -0.0030(6) -0.0004(6)
N2 0.0283(6) 0.0524(8) 0.0468(8) -0.0028(7) 0.0033(5) 0.0006(6)
O1 0.0484(7) 0.1116(13) 0.0403(7) -0.0196(8) 0.0019(6) 0.0031(8)
C3 0.0301(7) 0.0302(7) 0.0380(8) 0.0016(6) 0.0017(6) 0.0004(6)
C5 0.0296(7) 0.0307(7) 0.0350(7) -0.0005(6) -0.0005(5) 0.0013(6)
N1 0.0402(7) 0.0451(8) 0.0382(7) -0.0010(6) -0.0059(6) 0.0017(6)
C4 0.0265(7) 0.0386(8) 0.0381(8) -0.0012(6) -0.0022(6) 0.0006(6)
N3 0.0320(7) 0.0505(8) 0.0352(7) -0.0056(6) 0.0020(5) -0.0013(6)
O2 0.0444(7) 0.1016(12) 0.0478(7) -0.0125(8) -0.0139(6) -0.0010(7)
O4 0.0384(6) 0.0828(10) 0.0482(7) -0.0110(7) 0.0071(5) 0.0060(6)
C1 0.0274(7) 0.0333(7) 0.0420(8) 0.0024(6) -0.0050(6) -0.0001(6)
O3 0.0261(6) 0.1368(15) 0.0700(10) -0.0246(10) -0.0004(6) -0.0027(8)
C7 0.0292(7) 0.0527(10) 0.0414(9) -0.0010(8) 0.0038(6) 0.0057(7)
N5 0.0501(9) 0.0537(10) 0.0577(10) 0.0030(8) 0.0068(8) -0.0069(8)
N6 0.0589(10) 0.0756(12) 0.0405(8) -0.0042(9) 0.0011(7) 0.0121(9)
C9 0.0304(7) 0.0550(10) 0.0398(9) -0.0037(8) -0.0048(6) 0.0016(7)
C10 0.0401(8) 0.0496(10) 0.0412(9) 0.0039(8) -0.0061(7) -0.0019(7)
C8 0.0356(8) 0.0597(11) 0.0469(10) -0.0070(8) 0.0031(7) -0.0044(8)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 C6 N2 116.85(13)
C1 C6 C5 120.23(13)
N2 C6 C5 122.88(13)
C5 N4 C9 125.38(14)
C1 C2 N1 116.15(13)
C1 C2 C3 120.74(13)
N1 C2 C3 123.10(14)
O3 N2 O4 121.58(14)
O3 N2 C6 118.41(14)
O4 N2 C6 120.01(13)
N3 C3 C4 121.05(14)
N3 C3 C2 123.07(14)
C4 C3 C2 115.88(13)
N4 C5 C4 120.96(13)
N4 C5 C6 122.44(13)
C4 C5 C6 116.59(14)
O1 N1 O2 120.71(14)
O1 N1 C2 119.64(14)
O2 N1 C2 119.65(14)
C3 C4 C5 124.40(14)
C3 N3 C7 124.41(14)
C6 C1 C2 122.09(13)
N3 C7 C8 113.78(14)
N4 C9 C10 108.40(13)
N6 C10 C9 110.29(14)
N5 C8 C7 110.10(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C6 C1 1.369(2)
C6 N2 1.4327(19)
C6 C5 1.439(2)
N4 C5 1.332(2)
N4 C9 1.453(2)
C2 C1 1.374(2)
C2 N1 1.431(2)
C2 C3 1.443(2)
N2 O3 1.2244(18)
N2 O4 1.2311(18)
O1 N1 1.2305(19)
C3 N3 1.3393(19)
C3 C4 1.399(2)
C5 C4 1.401(2)
N1 O2 1.2314(18)
N3 C7 1.460(2)
C7 C8 1.511(3)
N5 C8 1.459(2)
N6 C10 1.453(2)
C9 C10 1.508(2)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N4 H4N O4 0.85(2) 2.01(2) 2.6473(19) 130.9(16) .
N3 H3N O1 0.82(2) 2.05(2) 2.663(2) 131.6(18) .
N3 H3N N5 0.82(2) 2.48(2) 3.156(2) 140.7(17) 5_756
N5 H5A O2 0.921(15) 2.478(16) 3.398(2) 177.5(18) 8_765
N5 H5B O2 0.901(16) 2.526(17) 3.351(2) 152.4(18) 4_556
N6 H6A O1 0.925(12) 2.500(15) 3.324(2) 148.4(17) 2_655
N6 H6A O2 0.925(12) 2.606(16) 3.384(2) 142.1(17) 2_655
|
1501760.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/17/1501760.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501760
loop_
_publ_author_name
'Lee, Jong Hoon'
'Naumov, Pance'
'Chung, Ihn Hee'
'Lee, Sang Cheol'
_publ_section_title
;
Solid-state thermochromism and phase transitions of charge transfer
1,3-diamino-4,6-dinitrobenzene dyes.
;
_journal_issue 35
_journal_name_full 'The journal of physical chemistry. A'
_journal_page_first 10087
_journal_page_last 10096
_journal_paper_doi 10.1021/jp205793b
_journal_volume 115
_journal_year 2011
_chemical_formula_sum 'C18 H14 N4 O4'
_chemical_formula_weight 350.33
_chemical_name_systematic
;
?
;
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2ybc'
_symmetry_space_group_name_H-M 'P 1 21/c 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 109.838(2)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 10.9187(3)
_cell_length_b 10.9859(3)
_cell_length_c 14.7065(4)
_cell_measurement_temperature 293(2)
_cell_volume 1659.38(8)
_computing_cell_refinement 'APEX2 software (Bruker, 2007)'
_computing_data_collection 'APEX2 software (Bruker, 2007)'
_computing_data_reduction 'SAINT (Bruker, 2007)'
_computing_molecular_graphics 'DIAMOND (Brandenburg, 2005)'
_computing_publication_material 'WinGX (Farrugia, 1999)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 293(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type 'Bruker SMART APEX2 diffractometer'
_diffrn_measurement_method '\w scans'
_diffrn_radiation_monochromator 'multilayer confocal TXS mirror'
_diffrn_radiation_source 'rotating anode'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0236
_diffrn_reflns_av_sigmaI/netI 0.0268
_diffrn_reflns_limit_h_max 14
_diffrn_reflns_limit_h_min -11
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_l_max 19
_diffrn_reflns_limit_l_min -19
_diffrn_reflns_number 12818
_diffrn_reflns_theta_full 28.28
_diffrn_reflns_theta_max 28.28
_diffrn_reflns_theta_min 2.37
_exptl_absorpt_coefficient_mu 0.102
_exptl_absorpt_correction_T_max 0.9957
_exptl_absorpt_correction_T_min 0.9765
_exptl_absorpt_correction_type empirical
_exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour orange
_exptl_crystal_density_diffrn 1.402
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 728
_exptl_crystal_size_max 0.23
_exptl_crystal_size_mid 0.09
_exptl_crystal_size_min 0.04
_refine_diff_density_max 0.183
_refine_diff_density_min -0.186
_refine_diff_density_rms 0.038
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.031
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 243
_refine_ls_number_reflns 4067
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.031
_refine_ls_R_factor_all 0.0774
_refine_ls_R_factor_gt 0.0477
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0556P)^2^+0.3390P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1140
_refine_ls_wR_factor_ref 0.1328
_reflns_number_gt 2713
_reflns_number_total 4067
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file jp205793b_si_003.cif
_cod_data_source_block lee5_1_0m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P21/c
_cod_database_code 1501760
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
H2N H 0.5940(16) 0.8824(16) 0.0833(13) 0.051(5) Uiso 1 1 d .
H1N H 0.5228(19) 0.3592(18) 0.2175(14) 0.070(6) Uiso 1 1 d .
C5 C 0.44298(14) 0.70241(13) 0.02967(11) 0.0413(3) Uani 1 1 d .
N3 N 0.39453(12) 0.79009(12) -0.04690(9) 0.0470(3) Uani 1 1 d .
N2 N 0.62982(13) 0.82335(13) 0.12276(10) 0.0494(3) Uani 1 1 d .
O1 O 0.44870(12) 0.88974(11) -0.03979(9) 0.0634(4) Uani 1 1 d .
C6 C 0.55899(14) 0.71995(14) 0.11112(11) 0.0417(3) Uani 1 1 d .
N1 N 0.56561(15) 0.42537(14) 0.23540(11) 0.0550(4) Uani 1 1 d .
O2 O 0.30070(12) 0.76326(12) -0.11773(9) 0.0684(4) Uani 1 1 d .
C2 C 0.52613(15) 0.51623(14) 0.16926(11) 0.0453(4) Uani 1 1 d .
N4 N 0.33022(15) 0.39697(13) 0.06588(11) 0.0573(4) Uani 1 1 d .
C4 C 0.37289(14) 0.59682(14) 0.01993(11) 0.0443(4) Uani 1 1 d .
H4 H 0.2974 0.5874 -0.0333 0.053 Uiso 1 1 calc R
C1 C 0.59482(15) 0.62516(14) 0.17824(11) 0.0455(4) Uani 1 1 d .
H1 H 0.6691 0.6353 0.2323 0.055 Uiso 1 1 calc R
C3 C 0.41069(15) 0.50476(14) 0.08632(11) 0.0462(4) Uani 1 1 d .
O3 O 0.22556(14) 0.39966(13) -0.00020(11) 0.0806(4) Uani 1 1 d .
C13 C 0.75255(14) 0.84703(15) 0.19422(11) 0.0459(4) Uani 1 1 d .
C7 C 0.67301(17) 0.42501(15) 0.32283(12) 0.0507(4) Uani 1 1 d .
O4 O 0.36971(15) 0.30480(12) 0.11445(11) 0.0778(4) Uani 1 1 d .
C12 C 0.7530(2) 0.32415(18) 0.34427(15) 0.0679(5) Uani 1 1 d .
H12 H 0.7394 0.2609 0.2999 0.081 Uiso 1 1 calc R
C8 C 0.6945(2) 0.51723(18) 0.38954(13) 0.0635(5) Uani 1 1 d .
H8 H 0.6402 0.5849 0.3763 0.076 Uiso 1 1 calc R
C18 C 0.85512(16) 0.76710(18) 0.21232(13) 0.0602(5) Uani 1 1 d .
H18 H 0.8444 0.6934 0.1794 0.072 Uiso 1 1 calc R
C14 C 0.76923(18) 0.95712(17) 0.24130(13) 0.0622(5) Uani 1 1 d .
H14 H 0.7002 1.0116 0.2282 0.075 Uiso 1 1 calc R
C11 C 0.8532(2) 0.3175(2) 0.43164(17) 0.0821(6) Uani 1 1 d .
H11 H 0.9066 0.2491 0.4462 0.099 Uiso 1 1 calc R
C17 C 0.97383(19) 0.7972(2) 0.27970(17) 0.0804(6) Uani 1 1 d .
H17 H 1.0434 0.7434 0.2926 0.096 Uiso 1 1 calc R
C16 C 0.9899(2) 0.9057(2) 0.32768(18) 0.0947(8) Uani 1 1 d .
H16 H 1.0698 0.9249 0.3739 0.114 Uiso 1 1 calc R
C9 C 0.7959(2) 0.5097(2) 0.47560(15) 0.0762(6) Uani 1 1 d .
H9 H 0.8109 0.5733 0.5198 0.091 Uiso 1 1 calc R
C10 C 0.8750(2) 0.4098(2) 0.49694(15) 0.0785(6) Uani 1 1 d .
H10 H 0.9432 0.4049 0.5556 0.094 Uiso 1 1 calc R
C15 C 0.8886(2) 0.9861(2) 0.30784(17) 0.0889(7) Uani 1 1 d .
H15 H 0.9004 1.0608 0.3395 0.107 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C5 0.0395(7) 0.0381(8) 0.0435(8) 0.0013(6) 0.0104(6) 0.0040(6)
N3 0.0431(7) 0.0454(8) 0.0476(7) 0.0018(6) 0.0090(6) 0.0042(6)
N2 0.0445(7) 0.0407(8) 0.0519(8) 0.0111(6) 0.0017(6) -0.0032(6)
O1 0.0587(7) 0.0461(7) 0.0689(8) 0.0159(6) 0.0002(6) -0.0040(6)
C6 0.0388(7) 0.0383(8) 0.0464(8) -0.0003(6) 0.0125(6) 0.0016(6)
N1 0.0640(9) 0.0370(8) 0.0601(9) 0.0089(7) 0.0160(7) -0.0002(7)
O2 0.0670(8) 0.0644(8) 0.0528(7) 0.0038(6) -0.0071(6) -0.0063(7)
C2 0.0494(9) 0.0385(8) 0.0499(9) 0.0016(7) 0.0194(7) 0.0041(7)
N4 0.0665(10) 0.0434(9) 0.0639(9) -0.0067(7) 0.0248(8) -0.0096(7)
C4 0.0403(8) 0.0434(9) 0.0471(8) -0.0048(7) 0.0121(7) 0.0000(7)
C1 0.0423(8) 0.0439(9) 0.0467(8) 0.0032(7) 0.0103(7) 0.0013(7)
C3 0.0486(9) 0.0366(8) 0.0550(9) -0.0056(7) 0.0197(7) -0.0030(7)
O3 0.0749(9) 0.0687(9) 0.0808(10) -0.0044(7) 0.0037(8) -0.0277(7)
C13 0.0421(8) 0.0458(9) 0.0436(8) 0.0088(7) 0.0066(7) -0.0064(7)
C7 0.0610(10) 0.0435(9) 0.0503(9) 0.0099(7) 0.0225(8) 0.0029(8)
O4 0.0926(10) 0.0397(7) 0.0940(10) 0.0040(7) 0.0223(8) -0.0126(7)
C12 0.0825(13) 0.0512(11) 0.0652(12) 0.0050(9) 0.0191(10) 0.0151(10)
C8 0.0844(13) 0.0519(11) 0.0592(11) 0.0039(9) 0.0307(10) 0.0101(9)
C18 0.0487(9) 0.0591(11) 0.0655(11) 0.0001(9) 0.0098(8) -0.0001(8)
C14 0.0603(11) 0.0474(10) 0.0657(11) 0.0029(9) 0.0041(9) -0.0031(8)
C11 0.0834(15) 0.0747(15) 0.0786(14) 0.0171(12) 0.0150(12) 0.0228(12)
C17 0.0482(10) 0.0837(16) 0.0919(16) 0.0088(13) 0.0010(10) 0.0031(10)
C16 0.0623(13) 0.0931(19) 0.0930(17) -0.0007(14) -0.0203(12) -0.0154(13)
C9 0.1003(16) 0.0744(14) 0.0557(11) -0.0039(10) 0.0289(11) -0.0094(13)
C10 0.0788(14) 0.0915(17) 0.0580(12) 0.0144(12) 0.0138(10) -0.0044(13)
C15 0.0846(16) 0.0656(14) 0.0870(15) -0.0125(12) -0.0094(12) -0.0145(12)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C4 C5 C6 120.40(14)
C4 C5 N3 116.16(13)
C6 C5 N3 123.43(13)
O2 N3 O1 121.70(13)
O2 N3 C5 118.95(14)
O1 N3 C5 119.34(13)
C6 N2 C13 127.15(14)
N2 C6 C1 121.74(14)
N2 C6 C5 121.68(14)
C1 C6 C5 116.59(14)
C2 N1 C7 128.05(15)
N1 C2 C1 122.22(15)
N1 C2 C3 121.29(15)
C1 C2 C3 116.49(14)
O3 N4 O4 122.01(15)
O3 N4 C3 118.93(15)
O4 N4 C3 119.05(15)
C3 C4 C5 121.90(14)
C2 C1 C6 124.08(14)
C4 C3 C2 120.53(14)
C4 C3 N4 116.27(14)
C2 C3 N4 123.17(14)
C14 C13 C18 120.26(15)
C14 C13 N2 117.70(15)
C18 C13 N2 121.90(15)
C8 C7 C12 119.18(18)
C8 C7 N1 122.31(16)
C12 C7 N1 118.35(16)
C11 C12 C7 119.76(19)
C9 C8 C7 120.19(19)
C13 C18 C17 119.39(18)
C13 C14 C15 119.58(19)
C10 C11 C12 120.8(2)
C16 C17 C18 120.4(2)
C17 C16 C15 120.0(2)
C10 C9 C8 120.7(2)
C11 C10 C9 119.4(2)
C16 C15 C14 120.3(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C5 C4 1.370(2)
C5 C6 1.431(2)
C5 N3 1.439(2)
N3 O2 1.2237(16)
N3 O1 1.2317(17)
N2 C6 1.3520(19)
N2 C13 1.4185(19)
C6 C1 1.396(2)
N1 C2 1.358(2)
N1 C7 1.416(2)
C2 C1 1.395(2)
C2 C3 1.431(2)
N4 O3 1.2237(19)
N4 O4 1.2298(19)
N4 C3 1.444(2)
C4 C3 1.369(2)
C13 C14 1.375(2)
C13 C18 1.376(2)
C7 C8 1.374(3)
C7 C12 1.380(2)
C12 C11 1.378(3)
C8 C9 1.372(3)
C18 C17 1.378(3)
C14 C15 1.376(3)
C11 C10 1.361(3)
C17 C16 1.365(3)
C16 C15 1.368(3)
C9 C10 1.366(3)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1N O4 0.86(2) 1.93(2) 2.629(2) 137.8(18)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 2642589
|
1501761.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/17/1501761.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501761
loop_
_publ_author_name
'Lee, Jong Hoon'
'Naumov, Pance'
'Chung, Ihn Hee'
'Lee, Sang Cheol'
_publ_section_title
;
Solid-state thermochromism and phase transitions of charge transfer
1,3-diamino-4,6-dinitrobenzene dyes.
;
_journal_issue 35
_journal_name_full 'The journal of physical chemistry. A'
_journal_page_first 10087
_journal_page_last 10096
_journal_paper_doi 10.1021/jp205793b
_journal_volume 115
_journal_year 2011
_chemical_formula_sum 'C18 H14 N4 O4'
_chemical_formula_weight 350.33
_chemical_name_systematic
;
?
;
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2yn'
_symmetry_space_group_name_H-M 'P 1 21/n 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 102.4450(10)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 9.2057(2)
_cell_length_b 9.0165(2)
_cell_length_c 21.1691(5)
_cell_measurement_temperature 293(2)
_cell_volume 1715.82(7)
_computing_cell_refinement 'APEX2 software (Bruker, 2007)'
_computing_data_collection 'APEX2 software (Bruker, 2007)'
_computing_data_reduction 'SAINT (Bruker, 2007)'
_computing_molecular_graphics 'DIAMOND (Brandenburg, 2005)'
_computing_publication_material 'WinGX (Farrugia, 1999)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 293(2)
_diffrn_measured_fraction_theta_full 0.958
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_device_type 'Bruker SMART APEX2 diffractometer'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator 'multilayer confocal TXS mirror'
_diffrn_radiation_source 'rotating anode'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0275
_diffrn_reflns_av_sigmaI/netI 0.0226
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 29
_diffrn_reflns_limit_l_min -28
_diffrn_reflns_number 25658
_diffrn_reflns_theta_full 29.98
_diffrn_reflns_theta_max 29.98
_diffrn_reflns_theta_min 2.46
_exptl_absorpt_coefficient_mu 0.099
_exptl_absorpt_correction_T_max 0.9970
_exptl_absorpt_correction_T_min 0.9606
_exptl_absorpt_correction_type empirical
_exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour 'bright yellow'
_exptl_crystal_density_diffrn 1.356
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description plate
_exptl_crystal_F_000 728
_exptl_crystal_size_max 0.41
_exptl_crystal_size_mid 0.15
_exptl_crystal_size_min 0.03
_refine_diff_density_max 0.197
_refine_diff_density_min -0.199
_refine_diff_density_rms 0.032
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.046
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 243
_refine_ls_number_reflns 4780
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.046
_refine_ls_R_factor_all 0.0880
_refine_ls_R_factor_gt 0.0527
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0638P)^2^+0.3590P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1388
_refine_ls_wR_factor_ref 0.1572
_reflns_number_gt 2969
_reflns_number_total 4780
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file jp205793b_si_004.cif
_cod_data_source_block lee5_2_0m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P21/n
_cod_original_formula_sum C18H14N4O4
_cod_database_code 1501761
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C3 C 0.58710(16) 0.17446(16) 0.02523(7) 0.0455(3) Uani 1 1 d .
C2 C 0.51625(16) 0.24418(16) -0.03385(7) 0.0455(3) Uani 1 1 d .
C5 C 0.35423(17) 0.15041(16) 0.05750(7) 0.0458(3) Uani 1 1 d .
N4 N 0.74393(15) 0.14584(16) 0.04241(7) 0.0551(3) Uani 1 1 d .
C1 C 0.36347(16) 0.26434(17) -0.04400(7) 0.0482(4) Uani 1 1 d .
H1 H 0.3156 0.3104 -0.0821 0.058 Uiso 1 1 calc R
C6 C 0.27722(16) 0.21987(16) -0.00067(7) 0.0459(3) Uani 1 1 d .
N1 N 0.59116(17) 0.28961(18) -0.07908(6) 0.0582(4) Uani 1 1 d .
C4 C 0.50486(18) 0.12926(16) 0.06880(7) 0.0471(3) Uani 1 1 d .
H4 H 0.5528 0.0832 0.1069 0.057 Uiso 1 1 calc R
N3 N 0.27987(17) 0.10132(15) 0.10722(7) 0.0572(4) Uani 1 1 d .
N2 N 0.12896(15) 0.24246(17) -0.01494(7) 0.0574(4) Uani 1 1 d .
C7 C 0.05269(17) 0.31796(19) -0.07178(8) 0.0531(4) Uani 1 1 d .
O2 O 0.79807(14) 0.09228(18) 0.09498(6) 0.0800(4) Uani 1 1 d .
C13 C 0.52191(19) 0.3651(2) -0.13697(8) 0.0560(4) Uani 1 1 d .
O1 O 0.82088(13) 0.17556(18) 0.00272(6) 0.0756(4) Uani 1 1 d .
O4 O 0.14439(15) 0.11261(16) 0.09841(7) 0.0777(4) Uani 1 1 d .
O3 O 0.35396(16) 0.0494(2) 0.15684(7) 0.0918(5) Uani 1 1 d .
C8 C -0.0281(2) 0.2402(2) -0.12256(9) 0.0694(5) Uani 1 1 d .
H8 H -0.0328 0.1373 -0.1208 0.083 Uiso 1 1 calc R
C12 C 0.0596(2) 0.4703(2) -0.07437(10) 0.0734(5) Uani 1 1 d .
H12 H 0.1143 0.5233 -0.0395 0.088 Uiso 1 1 calc R
C11 C -0.0145(3) 0.5435(3) -0.12862(12) 0.0921(7) Uani 1 1 d .
H11 H -0.0095 0.6464 -0.1306 0.111 Uiso 1 1 calc R
C9 C -0.1031(3) 0.3154(3) -0.17673(10) 0.0911(7) Uani 1 1 d .
H9 H -0.1590 0.2629 -0.2114 0.109 Uiso 1 1 calc R
C18 C 0.4914(4) 0.5098(3) -0.13574(11) 0.1096(9) Uani 1 1 d .
H18 H 0.5143 0.5613 -0.0968 0.132 Uiso 1 1 calc R
C14 C 0.4876(3) 0.2912(3) -0.19391(10) 0.1032(9) Uani 1 1 d .
H14 H 0.5073 0.1902 -0.1954 0.124 Uiso 1 1 calc R
C10 C -0.0955(3) 0.4664(3) -0.17954(12) 0.0946(8) Uani 1 1 d .
H10 H -0.1455 0.5165 -0.2162 0.113 Uiso 1 1 calc R
C15 C 0.4234(4) 0.3660(4) -0.24955(11) 0.1255(12) Uani 1 1 d .
H15 H 0.3996 0.3146 -0.2885 0.151 Uiso 1 1 calc R
C17 C 0.4260(4) 0.5832(3) -0.19185(13) 0.1326(13) Uani 1 1 d .
H17 H 0.4035 0.6835 -0.1902 0.159 Uiso 1 1 calc R
C16 C 0.3945(3) 0.5121(3) -0.24873(11) 0.0963(7) Uani 1 1 d .
H16 H 0.3535 0.5625 -0.2867 0.116 Uiso 1 1 calc R
H2N H 0.079(2) 0.203(2) 0.0105(9) 0.070(6) Uiso 1 1 d .
H1N H 0.684(2) 0.271(2) -0.0703(9) 0.070(6) Uiso 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C3 0.0439(8) 0.0499(8) 0.0418(8) -0.0070(6) 0.0076(6) -0.0014(6)
C2 0.0496(8) 0.0474(8) 0.0408(8) -0.0062(6) 0.0128(6) -0.0058(6)
C5 0.0522(8) 0.0463(8) 0.0413(8) 0.0007(6) 0.0155(6) -0.0002(6)
N4 0.0487(7) 0.0659(9) 0.0493(8) -0.0064(6) 0.0076(6) -0.0021(6)
C1 0.0500(8) 0.0546(9) 0.0401(8) 0.0048(6) 0.0101(6) 0.0002(7)
C6 0.0478(8) 0.0458(8) 0.0448(8) -0.0005(6) 0.0120(6) -0.0007(6)
N1 0.0498(8) 0.0799(10) 0.0469(8) 0.0065(7) 0.0150(6) -0.0021(7)
C4 0.0554(9) 0.0461(8) 0.0388(8) -0.0021(6) 0.0077(7) 0.0011(6)
N3 0.0647(9) 0.0594(8) 0.0519(8) 0.0108(6) 0.0223(7) 0.0057(7)
N2 0.0474(7) 0.0711(9) 0.0566(8) 0.0161(7) 0.0173(6) 0.0036(7)
C7 0.0467(8) 0.0626(10) 0.0521(9) 0.0085(7) 0.0157(7) 0.0062(7)
O2 0.0563(7) 0.1226(12) 0.0559(8) 0.0132(7) 0.0004(6) 0.0087(7)
C13 0.0574(9) 0.0678(11) 0.0456(9) 0.0034(7) 0.0175(7) -0.0074(8)
O1 0.0474(7) 0.1127(11) 0.0693(8) 0.0114(7) 0.0182(6) 0.0007(7)
O4 0.0622(8) 0.0980(10) 0.0817(9) 0.0316(7) 0.0351(7) 0.0119(7)
O3 0.0804(9) 0.1376(14) 0.0614(8) 0.0422(9) 0.0240(7) 0.0185(9)
C8 0.0713(12) 0.0700(12) 0.0668(12) 0.0004(9) 0.0149(10) -0.0019(9)
C12 0.0899(14) 0.0646(12) 0.0646(12) 0.0037(9) 0.0140(10) 0.0068(10)
C11 0.124(2) 0.0735(14) 0.0818(16) 0.0203(12) 0.0293(15) 0.0285(13)
C9 0.0857(15) 0.122(2) 0.0589(13) -0.0005(13) 0.0011(11) 0.0023(14)
C18 0.193(3) 0.0617(13) 0.0606(13) -0.0026(10) -0.0021(15) -0.0088(16)
C14 0.151(2) 0.0902(16) 0.0575(13) -0.0097(11) -0.0001(14) 0.0370(16)
C10 0.0987(17) 0.116(2) 0.0687(14) 0.0284(14) 0.0184(13) 0.0403(15)
C15 0.187(3) 0.126(2) 0.0501(13) -0.0108(13) -0.0043(16) 0.049(2)
C17 0.236(4) 0.0616(14) 0.0817(18) 0.0116(12) -0.007(2) -0.0022(18)
C16 0.125(2) 0.1001(18) 0.0579(13) 0.0224(12) 0.0077(13) 0.0020(15)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C4 C3 C2 120.34(14)
C4 C3 N4 116.50(14)
C2 C3 N4 123.16(13)
N1 C2 C1 120.18(14)
N1 C2 C3 123.06(14)
C1 C2 C3 116.76(13)
C4 C5 C6 120.55(13)
C4 C5 N3 116.85(13)
C6 C5 N3 122.59(13)
O2 N4 O1 121.63(14)
O2 N4 C3 119.66(13)
O1 N4 C3 118.71(14)
C2 C1 C6 124.17(14)
N2 C6 C1 120.09(14)
N2 C6 C5 123.40(13)
C1 C6 C5 116.51(13)
C2 N1 C13 123.28(14)
C5 C4 C3 121.67(14)
O3 N3 O4 121.78(14)
O3 N3 C5 118.83(14)
O4 N3 C5 119.40(13)
C6 N2 C7 123.43(13)
C8 C7 C12 120.28(17)
C8 C7 N2 120.34(16)
C12 C7 N2 119.37(16)
C18 C13 C14 119.23(19)
C18 C13 N1 120.40(17)
C14 C13 N1 120.36(18)
C7 C8 C9 119.5(2)
C11 C12 C7 119.6(2)
C10 C11 C12 120.4(2)
C10 C9 C8 120.3(2)
C13 C18 C17 120.4(2)
C13 C14 C15 119.7(2)
C11 C10 C9 119.9(2)
C16 C15 C14 121.3(2)
C16 C17 C18 120.9(2)
C17 C16 C15 118.4(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C3 C4 1.375(2)
C3 C2 1.426(2)
C3 N4 1.434(2)
C2 N1 1.3582(19)
C2 C1 1.388(2)
C5 C4 1.369(2)
C5 C6 1.426(2)
C5 N3 1.4433(19)
N4 O2 1.2170(18)
N4 O1 1.2393(17)
C1 C6 1.395(2)
C6 N2 1.348(2)
N1 C13 1.426(2)
N3 O3 1.2160(18)
N3 O4 1.2249(19)
N2 C7 1.428(2)
C7 C8 1.362(3)
C7 C12 1.376(3)
C13 C18 1.336(3)
C13 C14 1.354(3)
C8 C9 1.382(3)
C12 C11 1.372(3)
C11 C10 1.362(3)
C9 C10 1.365(4)
C18 C17 1.380(3)
C14 C15 1.375(3)
C15 C16 1.345(4)
C17 C16 1.340(3)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2N O4 0.86(2) 2.00(2) 2.6462(18) 131.2(17) .
N2 H2N O1 0.86(2) 2.359(19) 3.0007(18) 132.0(16) 1_455
N1 H1N O1 0.85(2) 1.97(2) 2.636(2) 134.3(17) .
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 2642589 ChemSpider
|
1501762.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/17/1501762.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501762
loop_
_publ_author_name
'Lee, Jong Hoon'
'Naumov, Pance'
'Chung, Ihn Hee'
'Lee, Sang Cheol'
_publ_section_title
;
Solid-state thermochromism and phase transitions of charge transfer
1,3-diamino-4,6-dinitrobenzene dyes.
;
_journal_issue 35
_journal_name_full 'The journal of physical chemistry. A'
_journal_page_first 10087
_journal_page_last 10096
_journal_paper_doi 10.1021/jp205793b
_journal_volume 115
_journal_year 2011
_chemical_formula_sum 'C18 H14 N4 O4'
_chemical_formula_weight 350.33
_chemical_name_systematic
;
?
;
_space_group_IT_number 2
_symmetry_cell_setting triclinic
_symmetry_space_group_name_Hall '-P 1'
_symmetry_space_group_name_H-M 'P -1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 89.9010(10)
_cell_angle_beta 88.7770(10)
_cell_angle_gamma 70.8770(10)
_cell_formula_units_Z 4
_cell_length_a 7.8650(2)
_cell_length_b 9.6359(2)
_cell_length_c 23.3040(5)
_cell_measurement_temperature 293(2)
_cell_volume 1668.26(7)
_computing_cell_refinement 'APEX2 software (Bruker, 2007)'
_computing_data_collection 'APEX2 software (Bruker, 2007)'
_computing_data_reduction 'SAINT (Bruker, 2007)'
_computing_molecular_graphics 'DIAMOND (Brandenburg, 2005)'
_computing_publication_material 'WinGX (Farrugia, 1999)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 293(2)
_diffrn_measured_fraction_theta_full 0.957
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_device_type 'Bruker SMART APEX2 diffractometer'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator 'multilayer confocal TXS mirror'
_diffrn_radiation_source 'rotating anode'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0265
_diffrn_reflns_av_sigmaI/netI 0.0390
_diffrn_reflns_limit_h_max 6
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_l_max 28
_diffrn_reflns_limit_l_min -28
_diffrn_reflns_number 12637
_diffrn_reflns_theta_full 26.02
_diffrn_reflns_theta_max 26.02
_diffrn_reflns_theta_min 0.87
_exptl_absorpt_coefficient_mu 0.102
_exptl_absorpt_correction_T_max 0.9919
_exptl_absorpt_correction_T_min 0.9557
_exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour orange
_exptl_crystal_density_diffrn 1.395
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 728
_exptl_crystal_size_max 0.45
_exptl_crystal_size_mid 0.11
_exptl_crystal_size_min 0.08
_refine_diff_density_max 0.300
_refine_diff_density_min -0.318
_refine_diff_density_rms 0.119
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.045
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 485
_refine_ls_number_reflns 6297
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.045
_refine_ls_R_factor_all 0.0800
_refine_ls_R_factor_gt 0.0463
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0816P)^2^+0.0596P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1280
_refine_ls_wR_factor_ref 0.1532
_reflns_number_gt 4091
_reflns_number_total 6297
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file jp205793b_si_005.cif
_cod_data_source_block lee5_3_0m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P-1
_cod_database_code 1501762
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
H2N H 0.347(3) 0.154(3) 0.6008(9) 0.082(8) Uiso 1 1 d .
H5N H 0.645(3) 0.348(3) -0.0430(10) 0.089(8) Uiso 1 1 d .
H6N H 0.983(3) -0.325(3) -0.0416(9) 0.076(8) Uiso 1 1 d .
H1N H 0.175(3) -0.369(2) 0.5036(9) 0.064(7) Uiso 1 1 d .
N3 N 0.2921(2) 0.21287(17) 0.49458(8) 0.0574(4) Uani 1 1 d .
N2 N 0.3486(2) 0.0691(2) 0.60726(7) 0.0598(5) Uani 1 1 d .
C5 C 0.2703(2) 0.07352(19) 0.50616(8) 0.0480(4) Uani 1 1 d .
C6 C 0.3001(2) 0.00558(19) 0.56131(7) 0.0472(4) Uani 1 1 d .
C2 C 0.2270(2) -0.20263(19) 0.52110(8) 0.0494(5) Uani 1 1 d .
N1 N 0.2107(3) -0.33642(19) 0.52982(9) 0.0625(5) Uani 1 1 d .
C3 C 0.1969(2) -0.1297(2) 0.46735(8) 0.0512(5) Uani 1 1 d .
O3 O 0.2504(2) 0.27001(17) 0.44761(7) 0.0807(5) Uani 1 1 d .
C1 C 0.2741(2) -0.12933(19) 0.56638(8) 0.0494(4) Uani 1 1 d .
H1 H 0.2891 -0.1737 0.6022 0.059 Uiso 1 1 calc R
N4 N 0.1456(2) -0.1920(2) 0.41721(8) 0.0649(5) Uani 1 1 d .
C13 C 0.2611(3) -0.4205(2) 0.58034(9) 0.0575(5) Uani 1 1 d .
O4 O 0.3572(2) 0.27094(16) 0.53143(7) 0.0825(5) Uani 1 1 d .
O2 O 0.1442(2) -0.1315(2) 0.37094(7) 0.0909(5) Uani 1 1 d .
C4 C 0.2187(2) 0.0052(2) 0.46120(8) 0.0511(5) Uani 1 1 d .
H4 H 0.1981 0.0515 0.4258 0.061 Uiso 1 1 calc R
C7 C 0.3787(3) 0.0086(2) 0.66324(8) 0.0580(5) Uani 1 1 d .
O1 O 0.1021(2) -0.3032(2) 0.42201(7) 0.0848(5) Uani 1 1 d .
C18 C 0.4369(3) -0.4635(2) 0.59820(10) 0.0685(6) Uani 1 1 d .
H18 H 0.5226 -0.4345 0.5779 0.082 Uiso 1 1 calc R
C14 C 0.1355(3) -0.4654(2) 0.60990(10) 0.0695(6) Uani 1 1 d .
H14 H 0.0168 -0.4361 0.5981 0.083 Uiso 1 1 calc R
C17 C 0.4840(3) -0.5493(2) 0.64607(11) 0.0797(7) Uani 1 1 d .
H17 H 0.6016 -0.5766 0.6587 0.096 Uiso 1 1 calc R
C16 C 0.3598(4) -0.5953(2) 0.67541(11) 0.0837(7) Uani 1 1 d .
H16 H 0.3931 -0.6543 0.7076 0.100 Uiso 1 1 calc R
C9 C 0.5540(4) -0.1637(4) 0.72968(14) 0.1092(10) Uani 1 1 d .
H9 H 0.6515 -0.2468 0.7376 0.131 Uiso 1 1 calc R
C12 C 0.2644(4) 0.0766(3) 0.70741(10) 0.0818(7) Uani 1 1 d .
H12 H 0.1634 0.1571 0.6998 0.098 Uiso 1 1 calc R
C11 C 0.2965(5) 0.0280(4) 0.76221(12) 0.1126(10) Uani 1 1 d .
H11 H 0.2198 0.0767 0.7920 0.135 Uiso 1 1 calc R
C15 C 0.1862(4) -0.5540(3) 0.65699(11) 0.0838(7) Uani 1 1 d .
H15 H 0.1019 -0.5862 0.6766 0.101 Uiso 1 1 calc R
C8 C 0.5240(3) -0.1134(3) 0.67395(11) 0.0854(7) Uani 1 1 d .
H8 H 0.6013 -0.1616 0.6442 0.102 Uiso 1 1 calc R
C10 C 0.4402(6) -0.0913(4) 0.77318(12) 0.1111(11) Uani 1 1 d .
H10 H 0.4620 -0.1244 0.8107 0.133 Uiso 1 1 calc R
O5 O 0.4945(2) 0.38013(17) 0.02937(6) 0.0902(6) Uani 1 1 d .
C21 C 0.6428(3) 0.1320(2) 0.02012(8) 0.0540(5) Uani 1 1 d .
N8 N 0.5193(2) 0.25666(19) 0.04934(7) 0.0628(5) Uani 1 1 d .
O6 O 0.4410(2) 0.23798(17) 0.09307(6) 0.0806(5) Uani 1 1 d .
N6 N 0.9664(3) -0.2528(2) -0.06151(8) 0.0669(5) Uani 1 1 d .
N5 N 0.6964(3) 0.2704(2) -0.06218(7) 0.0674(5) Uani 1 1 d .
C20 C 0.7233(3) 0.1416(2) -0.03476(8) 0.0547(5) Uani 1 1 d .
C19 C 0.8340(3) 0.0097(2) -0.05872(8) 0.0559(5) Uani 1 1 d .
H19 H 0.8926 0.0139 -0.0934 0.067 Uiso 1 1 calc R
C23 C 0.7809(3) -0.1299(2) 0.02069(8) 0.0571(5) Uani 1 1 d .
O8 O 0.8909(3) -0.38176(18) 0.03159(7) 0.0932(5) Uani 1 1 d .
C22 C 0.6753(3) -0.0017(2) 0.04622(8) 0.0564(5) Uani 1 1 d .
H22 H 0.6241 -0.0054 0.0823 0.068 Uiso 1 1 calc R
C24 C 0.8630(3) -0.1282(2) -0.03441(8) 0.0562(5) Uani 1 1 d .
N7 N 0.7970(3) -0.2631(2) 0.05195(9) 0.0734(5) Uani 1 1 d .
C31 C 0.7401(3) 0.2882(2) -0.12097(8) 0.0598(5) Uani 1 1 d .
C25 C 1.0342(3) -0.2680(2) -0.11845(10) 0.0635(5) Uani 1 1 d .
O7 O 0.7174(3) -0.2549(2) 0.09784(9) 0.1091(7) Uani 1 1 d .
C35 C 0.7388(3) 0.2308(3) -0.22056(9) 0.0801(7) Uani 1 1 d .
H35 H 0.7119 0.1760 -0.2497 0.096 Uiso 1 1 calc R
C30 C 0.9365(3) -0.1926(2) -0.16348(10) 0.0740(6) Uani 1 1 d .
H30 H 0.8203 -0.1284 -0.1569 0.089 Uiso 1 1 calc R
C32 C 0.8189(3) 0.3925(2) -0.13438(10) 0.0729(6) Uani 1 1 d .
H32 H 0.8453 0.4482 -0.1055 0.087 Uiso 1 1 calc R
C36 C 0.6963(3) 0.2093(2) -0.16394(9) 0.0702(6) Uani 1 1 d .
H36 H 0.6383 0.1417 -0.1551 0.084 Uiso 1 1 calc R
C34 C 0.8204(4) 0.3326(3) -0.23362(11) 0.0901(8) Uani 1 1 d .
H34 H 0.8500 0.3464 -0.2716 0.108 Uiso 1 1 calc R
C28 C 1.1778(4) -0.3075(3) -0.22905(13) 0.0990(9) Uani 1 1 d .
H28 H 1.2278 -0.3179 -0.2660 0.119 Uiso 1 1 calc R
C26 C 1.2032(3) -0.3698(2) -0.12951(12) 0.0808(7) Uani 1 1 d .
H26 H 1.2691 -0.4250 -0.0998 0.097 Uiso 1 1 calc R
C29 C 1.0099(4) -0.2117(3) -0.21841(11) 0.0867(7) Uani 1 1 d .
H29 H 0.9436 -0.1584 -0.2485 0.104 Uiso 1 1 calc R
C33 C 0.8583(3) 0.4138(3) -0.19102(12) 0.0885(8) Uani 1 1 d .
H33 H 0.9115 0.4843 -0.2002 0.106 Uiso 1 1 calc R
C27 C 1.2727(4) -0.3884(3) -0.18484(15) 0.1013(9) Uani 1 1 d .
H27 H 1.3856 -0.4570 -0.1923 0.122 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N3 0.0555(10) 0.0487(9) 0.0624(11) 0.0005(8) 0.0086(8) -0.0100(8)
N2 0.0838(13) 0.0478(10) 0.0518(10) -0.0040(8) -0.0024(8) -0.0269(9)
C5 0.0444(11) 0.0430(10) 0.0521(10) -0.0007(8) 0.0065(8) -0.0088(8)
C6 0.0443(11) 0.0441(10) 0.0497(10) -0.0071(8) 0.0043(8) -0.0100(8)
C2 0.0407(10) 0.0478(11) 0.0579(11) -0.0068(8) 0.0027(8) -0.0124(8)
N1 0.0729(13) 0.0538(10) 0.0670(12) -0.0080(9) -0.0065(10) -0.0286(9)
C3 0.0432(11) 0.0566(11) 0.0506(11) -0.0114(8) 0.0013(8) -0.0121(8)
O3 0.0844(11) 0.0757(10) 0.0832(11) 0.0291(9) -0.0148(8) -0.0270(8)
C1 0.0490(11) 0.0466(10) 0.0502(10) -0.0019(8) 0.0013(8) -0.0127(8)
N4 0.0556(11) 0.0761(13) 0.0587(11) -0.0161(9) -0.0025(8) -0.0153(9)
C13 0.0598(14) 0.0389(10) 0.0723(13) -0.0096(9) -0.0008(10) -0.0144(9)
O4 0.1253(14) 0.0616(9) 0.0710(10) -0.0082(7) 0.0057(9) -0.0451(9)
O2 0.1166(15) 0.1002(13) 0.0544(10) -0.0101(9) -0.0105(9) -0.0330(10)
C4 0.0397(10) 0.0590(12) 0.0482(10) -0.0021(8) 0.0034(8) -0.0078(8)
C7 0.0714(14) 0.0601(12) 0.0505(11) -0.0024(9) -0.0040(10) -0.0322(11)
O1 0.0939(12) 0.0897(12) 0.0840(11) -0.0207(9) -0.0114(9) -0.0475(10)
C18 0.0593(14) 0.0545(12) 0.0890(16) -0.0073(11) 0.0004(12) -0.0153(10)
C14 0.0589(14) 0.0549(12) 0.0941(16) 0.0006(11) 0.0012(12) -0.0180(10)
C17 0.0743(17) 0.0538(13) 0.1040(19) -0.0058(12) -0.0203(14) -0.0104(11)
C16 0.107(2) 0.0528(13) 0.0857(17) 0.0042(11) -0.0134(16) -0.0179(14)
C9 0.102(2) 0.123(3) 0.105(2) 0.037(2) -0.0395(19) -0.0381(19)
C12 0.113(2) 0.0690(15) 0.0633(14) -0.0022(11) 0.0135(13) -0.0311(13)
C11 0.175(3) 0.110(2) 0.0615(17) 0.0007(16) 0.0157(18) -0.059(2)
C15 0.0858(19) 0.0653(15) 0.0982(18) 0.0087(13) 0.0084(15) -0.0227(13)
C8 0.0787(17) 0.0969(19) 0.0738(16) 0.0117(13) -0.0067(13) -0.0194(14)
C10 0.167(3) 0.142(3) 0.0562(16) 0.0216(18) -0.0238(19) -0.093(3)
O5 0.1322(15) 0.0529(9) 0.0640(9) 0.0005(7) 0.0144(9) -0.0020(9)
C21 0.0606(13) 0.0523(11) 0.0461(10) -0.0029(8) -0.0075(9) -0.0139(9)
N8 0.0757(12) 0.0591(11) 0.0487(10) -0.0031(8) -0.0053(9) -0.0153(9)
O6 0.0926(12) 0.0786(11) 0.0641(10) -0.0071(8) 0.0165(8) -0.0202(8)
N6 0.0737(13) 0.0508(11) 0.0693(12) -0.0024(9) -0.0050(9) -0.0106(9)
N5 0.0947(14) 0.0493(10) 0.0505(10) -0.0011(8) 0.0021(9) -0.0134(9)
C20 0.0638(13) 0.0517(11) 0.0484(11) -0.0005(8) -0.0090(9) -0.0179(9)
C19 0.0621(13) 0.0548(12) 0.0492(10) -0.0034(8) -0.0024(9) -0.0167(9)
C23 0.0618(13) 0.0504(11) 0.0589(12) 0.0051(9) -0.0114(10) -0.0176(9)
O8 0.1251(15) 0.0514(10) 0.0925(12) 0.0077(8) -0.0054(10) -0.0142(9)
C22 0.0606(13) 0.0619(12) 0.0481(10) 0.0024(9) -0.0075(9) -0.0214(10)
C24 0.0547(12) 0.0549(12) 0.0577(12) -0.0019(9) -0.0111(9) -0.0155(9)
N7 0.0835(14) 0.0600(12) 0.0744(13) 0.0111(10) -0.0069(11) -0.0202(10)
C31 0.0673(13) 0.0527(12) 0.0496(11) 0.0025(9) -0.0001(9) -0.0063(10)
C25 0.0646(14) 0.0514(12) 0.0753(14) -0.0114(10) 0.0011(11) -0.0201(10)
O7 0.1326(16) 0.0768(12) 0.1053(14) 0.0258(10) 0.0301(12) -0.0191(11)
C35 0.0868(18) 0.0864(17) 0.0516(13) -0.0035(11) -0.0065(12) -0.0070(14)
C30 0.0755(15) 0.0691(14) 0.0711(14) -0.0185(11) 0.0025(12) -0.0151(11)
C32 0.0848(17) 0.0649(14) 0.0670(14) 0.0089(11) -0.0068(12) -0.0215(12)
C36 0.0814(16) 0.0679(14) 0.0568(13) 0.0033(10) -0.0078(11) -0.0182(11)
C34 0.0805(18) 0.114(2) 0.0613(15) 0.0215(15) 0.0086(13) -0.0138(16)
C28 0.116(2) 0.0828(19) 0.101(2) -0.0279(16) 0.0358(19) -0.0377(17)
C26 0.0718(16) 0.0545(13) 0.112(2) -0.0139(12) 0.0004(14) -0.0149(11)
C29 0.109(2) 0.0789(17) 0.0738(16) -0.0179(12) 0.0090(14) -0.0330(15)
C33 0.0863(19) 0.099(2) 0.0820(18) 0.0251(15) -0.0003(14) -0.0329(15)
C27 0.0821(19) 0.0800(19) 0.133(3) -0.0316(18) 0.0379(19) -0.0174(14)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O3 N3 O4 121.30(17)
O3 N3 C5 119.32(18)
O4 N3 C5 119.34(16)
C6 N2 C7 125.57(18)
C4 C5 C6 120.27(17)
C4 C5 N3 116.84(16)
C6 C5 N3 122.89(17)
N2 C6 C1 120.62(17)
N2 C6 C5 122.65(17)
C1 C6 C5 116.72(16)
N1 C2 C1 119.72(18)
N1 C2 C3 123.31(18)
C1 C2 C3 116.96(17)
C2 N1 C13 124.89(19)
C4 C3 C2 120.31(17)
C4 C3 N4 116.92(17)
C2 C3 N4 122.76(18)
C6 C1 C2 124.05(17)
O2 N4 O1 121.80(19)
O2 N4 C3 118.8(2)
O1 N4 C3 119.41(18)
C14 C13 C18 120.1(2)
C14 C13 N1 119.4(2)
C18 C13 N1 120.44(19)
C3 C4 C5 121.62(17)
C12 C7 C8 119.7(2)
C12 C7 N2 119.3(2)
C8 C7 N2 121.0(2)
C17 C18 C13 119.4(2)
C15 C14 C13 119.6(2)
C16 C17 C18 120.8(2)
C17 C16 C15 119.5(2)
C10 C9 C8 119.9(3)
C11 C12 C7 120.8(3)
C10 C11 C12 119.8(3)
C16 C15 C14 120.6(2)
C7 C8 C9 119.1(3)
C11 C10 C9 120.6(3)
C22 C21 C20 120.26(17)
C22 C21 N8 116.53(17)
C20 C21 N8 123.14(17)
O6 N8 O5 121.73(17)
O6 N8 C21 119.45(17)
O5 N8 C21 118.82(17)
C24 N6 C25 127.76(19)
C20 N5 C31 126.28(18)
N5 C20 C19 121.10(18)
N5 C20 C21 122.63(17)
C19 C20 C21 116.26(17)
C24 C19 C20 124.68(18)
C22 C23 C24 120.57(17)
C22 C23 N7 115.99(18)
C24 C23 N7 123.41(18)
C23 C22 C21 121.95(18)
N6 C24 C19 121.43(19)
N6 C24 C23 122.40(18)
C19 C24 C23 116.16(17)
O7 N7 O8 121.65(19)
O7 N7 C23 119.13(19)
O8 N7 C23 119.22(19)
C32 C31 C36 120.02(19)
C32 C31 N5 118.6(2)
C36 C31 N5 121.3(2)
C30 C25 C26 119.0(2)
C30 C25 N6 122.79(19)
C26 C25 N6 118.1(2)
C34 C35 C36 120.0(2)
C25 C30 C29 120.3(2)
C31 C32 C33 119.5(2)
C31 C36 C35 119.7(2)
C33 C34 C35 119.9(2)
C29 C28 C27 119.3(3)
C27 C26 C25 119.5(2)
C28 C29 C30 120.7(3)
C34 C33 C32 120.8(3)
C28 C27 C26 121.0(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N3 O3 1.226(2)
N3 O4 1.234(2)
N3 C5 1.433(2)
N2 C6 1.356(2)
N2 C7 1.421(2)
C5 C4 1.375(3)
C5 C6 1.430(2)
C6 C1 1.385(2)
C2 N1 1.351(2)
C2 C1 1.393(3)
C2 C3 1.421(3)
N1 C13 1.416(3)
C3 C4 1.372(3)
C3 N4 1.439(3)
N4 O2 1.224(2)
N4 O1 1.231(2)
C13 C14 1.374(3)
C13 C18 1.380(3)
C7 C12 1.369(3)
C7 C8 1.372(3)
C18 C17 1.371(3)
C14 C15 1.373(3)
C17 C16 1.368(3)
C16 C15 1.370(4)
C9 C10 1.368(5)
C9 C8 1.383(4)
C12 C11 1.360(4)
C11 C10 1.351(4)
O5 N8 1.233(2)
C21 C22 1.372(3)
C21 C20 1.431(3)
C21 N8 1.435(2)
N8 O6 1.223(2)
N6 C24 1.358(3)
N6 C25 1.409(3)
N5 C20 1.351(2)
N5 C31 1.429(2)
C20 C19 1.393(3)
C19 C24 1.393(3)
C23 C22 1.371(3)
C23 C24 1.427(3)
C23 N7 1.445(3)
O8 N7 1.229(2)
N7 O7 1.217(2)
C31 C32 1.374(3)
C31 C36 1.375(3)
C25 C30 1.373(3)
C25 C26 1.388(3)
C35 C34 1.368(4)
C35 C36 1.386(3)
C30 C29 1.380(3)
C32 C33 1.380(3)
C34 C33 1.362(4)
C28 C29 1.358(4)
C28 C27 1.369(4)
C26 C27 1.378(4)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N5 H5N O5 0.84(3) 2.00(2) 2.637(2) 131(2) .
N5 H5N O5 0.84(3) 2.51(3) 3.290(2) 154(2) 2_665
N6 H6N O8 0.81(2) 1.98(2) 2.650(3) 139(2) .
N6 H6N N7 0.81(2) 2.56(2) 2.951(3) 111.3(19) .
N1 H1N O1 0.79(2) 2.04(2) 2.656(3) 135(2) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 2642589
|
1501763.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501763.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501763
loop_
_publ_author_name
'Lee, Jong Hoon'
'Naumov, Pance'
'Chung, Ihn Hee'
'Lee, Sang Cheol'
_publ_section_title
;
Solid-state thermochromism and phase transitions of charge transfer
1,3-diamino-4,6-dinitrobenzene dyes.
;
_journal_issue 35
_journal_name_full 'The journal of physical chemistry. A'
_journal_page_first 10087
_journal_page_last 10096
_journal_paper_doi 10.1021/jp205793b
_journal_volume 115
_journal_year 2011
_chemical_formula_sum 'C20 H18 N4 O4'
_chemical_formula_weight 378.38
_chemical_name_systematic
;
?
;
_space_group_IT_number 2
_symmetry_cell_setting triclinic
_symmetry_space_group_name_Hall '-P 1'
_symmetry_space_group_name_H-M 'P -1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 108.1400(10)
_cell_angle_beta 97.4150(10)
_cell_angle_gamma 104.5810(10)
_cell_formula_units_Z 2
_cell_length_a 9.6792(13)
_cell_length_b 10.0246(13)
_cell_length_c 10.2564(14)
_cell_measurement_temperature 293(2)
_cell_volume 891.7(2)
_computing_cell_refinement 'APEX2 software (Bruker, 2007)'
_computing_data_collection 'APEX2 software (Bruker, 2007)'
_computing_data_reduction 'SAINT (Bruker, 2007)'
_computing_molecular_graphics 'DIAMOND (Brandenburg, 2005)'
_computing_publication_material 'WinGX (Farrugia, 1999)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 293(2)
_diffrn_measured_fraction_theta_full 0.956
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_device_type 'Bruker SMART APEX2 diffractometer'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator 'multilayer confocal TXS mirror'
_diffrn_radiation_source 'rotating anode'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0114
_diffrn_reflns_av_sigmaI/netI 0.0209
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_l_max 13
_diffrn_reflns_limit_l_min -13
_diffrn_reflns_number 5963
_diffrn_reflns_theta_full 27.50
_diffrn_reflns_theta_max 27.50
_diffrn_reflns_theta_min 2.23
_exptl_absorpt_coefficient_mu 0.101
_exptl_absorpt_correction_T_max 0.9960
_exptl_absorpt_correction_T_min 0.9811
_exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.409
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 396
_exptl_crystal_size_max 0.19
_exptl_crystal_size_mid 0.09
_exptl_crystal_size_min 0.04
_refine_diff_density_max 0.467
_refine_diff_density_min -0.212
_refine_diff_density_rms 0.051
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.018
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 261
_refine_ls_number_reflns 3915
_refine_ls_number_restraints 2
_refine_ls_restrained_S_all 1.020
_refine_ls_R_factor_all 0.0700
_refine_ls_R_factor_gt 0.0562
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0779P)^2^+0.3776P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1499
_refine_ls_wR_factor_ref 0.1603
_reflns_number_gt 3095
_reflns_number_total 3915
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file jp205793b_si_006.cif
_cod_data_source_block lee2_1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P-1
_cod_original_formula_sum C20H18N4O4
_cod_database_code 1501763
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C3 C 0.15667(18) 0.82809(17) 0.48013(16) 0.0347(4) Uani 1 1 d .
N4 N 0.04548(17) 0.77690(16) 0.54845(15) 0.0402(3) Uani 1 1 d .
C1 C 0.32610(19) 0.79896(18) 0.32876(17) 0.0379(4) Uani 1 1 d .
H1 H 0.3685 0.7390 0.2690 0.045 Uiso 1 1 calc R
N1 N 0.18701(18) 0.58703(15) 0.36872(16) 0.0405(3) Uani 1 1 d D
C5 C 0.3060(2) 1.03952(18) 0.44549(17) 0.0392(4) Uani 1 1 d .
C2 C 0.22243(18) 0.73234(17) 0.39116(16) 0.0340(3) Uani 1 1 d .
N2 N 0.46953(19) 1.00464(19) 0.28429(16) 0.0497(4) Uani 1 1 d D
C4 C 0.20216(19) 0.97729(18) 0.50628(17) 0.0376(4) Uani 1 1 d .
H4 H 0.1611 1.0378 0.5671 0.045 Uiso 1 1 calc R
O4 O -0.00601(16) 0.64290(15) 0.52188(16) 0.0547(4) Uani 1 1 d .
C6 C 0.37029(19) 0.94934(19) 0.35018(16) 0.0385(4) Uani 1 1 d .
N3 N 0.3477(2) 1.19752(17) 0.48512(17) 0.0509(4) Uani 1 1 d .
O3 O 0.00384(18) 0.86672(16) 0.63245(16) 0.0605(4) Uani 1 1 d .
O1 O 0.4277(2) 1.25774(16) 0.42189(19) 0.0705(5) Uani 1 1 d .
O2 O 0.3056(2) 1.26916(16) 0.58262(19) 0.0748(5) Uani 1 1 d .
C7 C 0.2659(2) 0.4876(2) 0.30334(19) 0.0456(4) Uani 1 1 d .
H7A H 0.2729 0.4238 0.3565 0.055 Uiso 1 1 calc R
H7B H 0.3648 0.5460 0.3097 0.055 Uiso 1 1 calc R
C14 C 0.5371(2) 0.9169(2) 0.1885(2) 0.0537(5) Uani 1 1 d .
H14A H 0.5716 0.8544 0.2318 0.064 Uiso 1 1 calc R
H14B H 0.6221 0.9826 0.1753 0.064 Uiso 1 1 calc R
C8 C 0.1968(2) 0.3922(2) 0.15050(19) 0.0434(4) Uani 1 1 d .
C15 C 0.4384(2) 0.8202(2) 0.04527(19) 0.0518(5) Uani 1 1 d .
C20 C 0.3062(3) 0.8367(3) -0.0033(2) 0.0591(5) Uani 1 1 d .
H20 H 0.2730 0.9081 0.0542 0.071 Uiso 1 1 calc R
C19 C 0.2227(3) 0.7481(3) -0.1368(2) 0.0709(7) Uani 1 1 d .
H19 H 0.1326 0.7581 -0.1677 0.085 Uiso 1 1 calc R
C10 C 0.1109(3) 0.1514(3) -0.0319(3) 0.0725(7) Uani 1 1 d .
H10 H 0.0945 0.0501 -0.0593 0.087 Uiso 1 1 calc R
C11 C 0.0773(3) 0.2116(3) -0.1303(2) 0.0680(6) Uani 1 1 d .
H11 H 0.0379 0.1518 -0.2243 0.082 Uiso 1 1 calc R
C9 C 0.1692(3) 0.2409(2) 0.1084(2) 0.0614(6) Uani 1 1 d .
H9 H 0.1899 0.1989 0.1747 0.074 Uiso 1 1 calc R
C18 C 0.2725(3) 0.6459(3) -0.2230(3) 0.0828(9) Uani 1 1 d .
H18 H 0.2185 0.5893 -0.3142 0.099 Uiso 1 1 calc R
C12 C 0.1019(4) 0.3572(3) -0.0892(3) 0.0862(9) Uani 1 1 d .
H12 H 0.0793 0.3986 -0.1555 0.103 Uiso 1 1 calc R
C13 C 0.1604(3) 0.4478(3) 0.0503(3) 0.0760(8) Uani 1 1 d .
H13 H 0.1751 0.5487 0.0761 0.091 Uiso 1 1 calc R
C17 C 0.4006(4) 0.6268(4) -0.1758(3) 0.1167(15) Uani 1 1 d .
H17 H 0.4335 0.5558 -0.2342 0.140 Uiso 1 1 calc R
C16 C 0.4827(3) 0.7123(4) -0.0411(3) 0.0997(12) Uani 1 1 d .
H16 H 0.5692 0.6964 -0.0088 0.120 Uiso 1 1 calc R
H1N H 0.112(2) 0.552(2) 0.403(2) 0.058(6) Uiso 1 1 d D
H2N H 0.485(3) 1.1006(19) 0.302(3) 0.066(7) Uiso 1 1 d D
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C3 0.0407(9) 0.0311(8) 0.0299(7) 0.0079(6) 0.0059(6) 0.0120(7)
N4 0.0454(8) 0.0379(8) 0.0376(7) 0.0113(6) 0.0118(6) 0.0152(6)
C1 0.0441(9) 0.0348(9) 0.0309(8) 0.0064(6) 0.0089(7) 0.0122(7)
N1 0.0519(9) 0.0287(7) 0.0415(8) 0.0099(6) 0.0172(7) 0.0137(6)
C5 0.0491(10) 0.0269(8) 0.0351(8) 0.0086(6) 0.0002(7) 0.0085(7)
C2 0.0411(9) 0.0288(8) 0.0278(7) 0.0058(6) 0.0042(6) 0.0108(7)
N2 0.0586(10) 0.0411(9) 0.0398(8) 0.0131(7) 0.0107(7) 0.0010(8)
C4 0.0457(9) 0.0315(8) 0.0311(8) 0.0047(6) 0.0029(7) 0.0154(7)
O4 0.0612(9) 0.0391(7) 0.0672(9) 0.0201(6) 0.0291(7) 0.0126(6)
C6 0.0431(9) 0.0358(9) 0.0295(8) 0.0104(7) 0.0018(7) 0.0054(7)
N3 0.0643(11) 0.0307(8) 0.0482(9) 0.0113(7) -0.0014(8) 0.0094(7)
O3 0.0732(10) 0.0519(8) 0.0621(9) 0.0134(7) 0.0370(8) 0.0271(7)
O1 0.0928(12) 0.0399(8) 0.0783(11) 0.0296(8) 0.0200(9) 0.0090(8)
O2 0.1057(14) 0.0323(7) 0.0753(11) 0.0042(7) 0.0243(10) 0.0193(8)
C7 0.0576(11) 0.0339(9) 0.0448(10) 0.0091(7) 0.0103(8) 0.0202(8)
C14 0.0454(11) 0.0634(13) 0.0414(10) 0.0156(9) 0.0119(8) 0.0014(9)
C8 0.0481(10) 0.0373(9) 0.0442(9) 0.0084(7) 0.0155(8) 0.0178(8)
C15 0.0451(10) 0.0620(12) 0.0386(9) 0.0148(9) 0.0149(8) 0.0017(9)
C20 0.0690(14) 0.0585(13) 0.0473(11) 0.0202(10) 0.0050(10) 0.0180(11)
C19 0.0715(15) 0.0781(17) 0.0529(13) 0.0270(12) -0.0035(11) 0.0101(13)
C10 0.0888(18) 0.0396(11) 0.0700(15) -0.0001(10) 0.0167(13) 0.0130(11)
C11 0.0732(15) 0.0613(14) 0.0485(12) -0.0015(10) 0.0065(11) 0.0155(12)
C9 0.0816(16) 0.0396(11) 0.0581(12) 0.0126(9) 0.0187(11) 0.0150(10)
C18 0.0735(17) 0.099(2) 0.0432(12) 0.0069(13) 0.0068(11) -0.0032(15)
C12 0.123(3) 0.0619(15) 0.0562(14) 0.0193(12) -0.0067(15) 0.0155(16)
C13 0.112(2) 0.0390(11) 0.0597(14) 0.0121(10) -0.0064(14) 0.0147(13)
C17 0.076(2) 0.143(3) 0.0760(19) -0.0326(19) 0.0173(16) 0.032(2)
C16 0.0498(14) 0.135(3) 0.0723(17) -0.0191(17) 0.0103(12) 0.0294(16)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C4 C3 N4 116.44(14)
C4 C3 C2 120.30(15)
N4 C3 C2 123.24(14)
O3 N4 O4 121.35(15)
O3 N4 C3 119.47(15)
O4 N4 C3 119.18(14)
C6 C1 C2 124.43(15)
C2 N1 C7 126.08(16)
C4 C5 C6 120.43(15)
C4 C5 N3 116.65(16)
C6 C5 N3 122.91(16)
N1 C2 C1 121.54(15)
N1 C2 C3 122.35(15)
C1 C2 C3 116.12(14)
C6 N2 C14 124.01(17)
C5 C4 C3 122.05(15)
N2 C6 C1 120.77(16)
N2 C6 C5 122.68(16)
C1 C6 C5 116.55(15)
O2 N3 O1 121.46(17)
O2 N3 C5 119.13(17)
O1 N3 C5 119.40(17)
N1 C7 C8 114.62(15)
N2 C14 C15 114.95(18)
C13 C8 C9 117.49(19)
C13 C8 C7 123.20(18)
C9 C8 C7 119.31(18)
C16 C15 C20 118.2(2)
C16 C15 C14 118.7(2)
C20 C15 C14 123.1(2)
C15 C20 C19 120.6(2)
C18 C19 C20 120.0(3)
C11 C10 C9 120.3(2)
C12 C11 C10 119.1(2)
C8 C9 C10 120.5(2)
C17 C18 C19 120.0(2)
C11 C12 C13 121.2(3)
C8 C13 C12 121.4(2)
C18 C17 C16 120.3(3)
C15 C16 C17 120.9(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C3 C4 1.375(2)
C3 N4 1.433(2)
C3 C2 1.439(2)
N4 O3 1.2267(18)
N4 O4 1.2357(19)
C1 C6 1.396(2)
C1 C2 1.399(2)
N1 C2 1.346(2)
N1 C7 1.458(2)
C5 C4 1.370(3)
C5 C6 1.432(2)
C5 N3 1.439(2)
N2 C6 1.349(2)
N2 C14 1.444(3)
N3 O2 1.219(2)
N3 O1 1.234(2)
C7 C8 1.514(3)
C14 C15 1.515(3)
C8 C13 1.361(3)
C8 C9 1.384(3)
C15 C16 1.369(3)
C15 C20 1.381(3)
C20 C19 1.383(3)
C19 C18 1.363(4)
C10 C11 1.372(4)
C10 C9 1.388(3)
C11 C12 1.335(4)
C18 C17 1.352(5)
C12 C13 1.384(3)
C17 C16 1.383(4)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1N O4 0.890(16) 1.95(2) 2.647(2) 133.7(19) .
N2 H2N O1 0.889(16) 1.93(2) 2.651(2) 138(2) .
N1 H1N O4 0.890(16) 2.361(19) 3.119(2) 143.0(19) 2_566
|
1501764.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501764.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501764
loop_
_publ_author_name
'Lee, Jong Hoon'
'Naumov, Pance'
'Chung, Ihn Hee'
'Lee, Sang Cheol'
_publ_section_title
;
Solid-state thermochromism and phase transitions of charge transfer
1,3-diamino-4,6-dinitrobenzene dyes.
;
_journal_issue 35
_journal_name_full 'The journal of physical chemistry. A'
_journal_page_first 10087
_journal_page_last 10096
_journal_paper_doi 10.1021/jp205793b
_journal_volume 115
_journal_year 2011
_chemical_formula_sum 'C20 H30 N4 O4'
_chemical_formula_weight 390.48
_chemical_name_systematic
;
?
;
_space_group_IT_number 62
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_Hall '-P 2ac 2n'
_symmetry_space_group_name_H-M 'P n m a'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 11.6274(11)
_cell_length_b 6.7904(7)
_cell_length_c 26.582(3)
_cell_measurement_temperature 293(2)
_cell_volume 2098.8(4)
_computing_cell_refinement 'APEX2 software (Bruker, 2007)'
_computing_data_collection 'APEX2 software (Bruker, 2007)'
_computing_data_reduction 'SAINT (Bruker, 2007)'
_computing_molecular_graphics 'DIAMOND (Brandenburg, 2005)'
_computing_publication_material 'WinGX (Farrugia, 1999)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type 'Bruker SMART APEX2 diffractometer'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator 'multilayer confocal TXS mirror'
_diffrn_radiation_source 'rotating anode'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0245
_diffrn_reflns_av_sigmaI/netI 0.0127
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_k_max 7
_diffrn_reflns_limit_k_min -7
_diffrn_reflns_limit_l_max 29
_diffrn_reflns_limit_l_min -29
_diffrn_reflns_number 16578
_diffrn_reflns_theta_full 23.15
_diffrn_reflns_theta_max 23.15
_diffrn_reflns_theta_min 2.89
_exptl_absorpt_coefficient_mu 0.087
_exptl_absorpt_correction_T_max 0.9948
_exptl_absorpt_correction_T_min 0.9710
_exptl_absorpt_correction_type empirical
_exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.236
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 840
_exptl_crystal_size_max 0.34
_exptl_crystal_size_mid 0.10
_exptl_crystal_size_min 0.06
_refine_diff_density_max 0.217
_refine_diff_density_min -0.273
_refine_diff_density_rms 0.069
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.061
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 222
_refine_ls_number_reflns 1631
_refine_ls_number_restraints 22
_refine_ls_restrained_S_all 1.155
_refine_ls_R_factor_all 0.0701
_refine_ls_R_factor_gt 0.0620
_refine_ls_shift/su_max 0.478
_refine_ls_shift/su_mean 0.027
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0955P)^2^+1.0075P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1721
_refine_ls_wR_factor_ref 0.1847
_reflns_number_gt 1350
_reflns_number_total 1631
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file jp205793b_si_007.cif
_cod_data_source_block lee3
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M Pnma
_cod_database_code 1501764
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O3 O 0.7695(2) 0.2500 0.48532(13) 0.0930(11) Uani 1 2 d S . .
C10 C 0.5727(3) 0.2500 0.47759(15) 0.0560(9) Uani 1 2 d S . .
N3 N 0.6873(3) 0.2500 0.45655(16) 0.0726(10) Uani 1 2 d S . .
N4 N 0.4753(3) 0.2500 0.39676(12) 0.0634(9) Uani 1 2 d SD . .
C11 C 0.4717(3) 0.2500 0.44712(14) 0.0532(9) Uani 1 2 d S . .
O4 O 0.6994(2) 0.2500 0.41051(13) 0.0977(11) Uani 1 2 d S . .
C12 C 0.3729(4) 0.2500 0.36542(16) 0.0909(16) Uani 1 2 d S . .
C13 C 0.4009(5) 0.2500 0.3105(3) 0.146(4) Uani 1 2 d SD . .
N2 N 0.2513(3) 0.2500 0.54660(12) 0.0648(9) Uani 1 2 d SD . .
C2 C 0.4600(3) 0.2500 0.55321(13) 0.0567(9) Uani 1 2 d S . .
O1 O 0.5556(3) 0.2500 0.62839(12) 0.0933(10) Uani 1 2 d S . .
C3 C 0.3558(3) 0.2500 0.52485(13) 0.0544(9) Uani 1 2 d S . .
N1 N 0.4621(3) 0.2500 0.60712(14) 0.0725(10) Uani 1 2 d S . .
C4 C 0.3666(3) 0.2500 0.47265(13) 0.0543(9) Uani 1 2 d S . .
H4 H 0.2996 0.2500 0.4536 0.065 Uiso 1 2 calc SR . .
C1 C 0.5641(3) 0.2500 0.52890(15) 0.0586(10) Uani 1 2 d S . .
H1 H 0.6311 0.2500 0.5480 0.070 Uiso 1 2 calc SR . .
C5 C 0.1442(3) 0.2500 0.51827(16) 0.0715(12) Uani 1 2 d S . .
O2 O 0.3720(3) 0.2500 0.63092(11) 0.1020(12) Uani 1 2 d S . .
C6 C 0.0387(3) 0.2500 0.55200(15) 0.0700(11) Uani 1 2 d SD . .
C7 C 0.0284(3) 0.0668(5) 0.58405(11) 0.0799(9) Uani 1 1 d . . .
H7A H 0.0918 0.0619 0.6078 0.096 Uiso 1 1 calc R . .
H7B H 0.0329 -0.0490 0.5628 0.096 Uiso 1 1 calc R . .
C8 C -0.0982(5) 0.2500 0.6444(2) 0.1050(17) Uani 1 2 d S . .
C9 C -0.0850(3) 0.0658(6) 0.61257(14) 0.0956(11) Uani 1 1 d . . .
H9A H -0.1481 0.0579 0.5888 0.115 Uiso 1 1 calc R . .
H9B H -0.0883 -0.0493 0.6341 0.115 Uiso 1 1 calc R . .
C16 C 0.3622(10) 0.2500 0.2061(3) 0.195(5) Uani 1 2 d SD . .
C14 C 0.2986(9) 0.129(2) 0.2826(3) 0.138(4) Uani 0.50 1 d PD . 1
C15 C 0.3137(10) 0.0983(19) 0.2270(3) 0.136(4) Uani 0.50 1 d PD . 1
C14' C 0.4538(13) 0.118(2) 0.2882(3) 0.114(3) Uani 0.50 1 d PD . 2
C15' C 0.4700(12) 0.1466(19) 0.2320(3) 0.160(5) Uani 0.50 1 d PD . 2
H14A H 0.283(9) -0.004(6) 0.292(4) 0.192 Uiso 0.50 1 d PD A 1
H14B H 0.236(6) 0.185(13) 0.264(4) 0.192 Uiso 0.50 1 d PD B 1
H15A H 0.369(7) -0.009(13) 0.223(5) 0.192 Uiso 0.50 1 d PD C 1
H15B H 0.243(5) 0.060(15) 0.210(4) 0.192 Uiso 0.50 1 d PD D 1
H44A H 0.501(8) 0.08(2) 0.311(5) 0.192 Uiso 0.50 1 d PD E 2
H44B H 0.387(7) 0.035(16) 0.281(5) 0.192 Uiso 0.50 1 d PD F 2
H55A H 0.549(4) 0.148(13) 0.220(4) 0.192 Uiso 0.50 1 d PD G 2
H55B H 0.452(8) 0.010(7) 0.240(5) 0.192 Uiso 0.50 1 d PD H 2
H5A H 0.143(4) 0.118(8) 0.494(2) 0.192 Uiso 1 1 d . . .
H12 H 0.322(4) 0.133(7) 0.3718(19) 0.192 Uiso 1 1 d . . .
H5N H 0.249(7) 0.2500 0.5821(9) 0.192 Uiso 1 2 d SD . .
H4N H 0.551(3) 0.2500 0.383(3) 0.192 Uiso 1 2 d SD . .
H6 H -0.028(4) 0.2500 0.530(2) 0.192 Uiso 1 2 d SD . .
H8A H -0.041(6) 0.2500 0.671(3) 0.192 Uiso 1 2 d SD . .
H8B H -0.175(6) 0.2500 0.663(3) 0.192 Uiso 1 2 d SD . .
H13 H 0.459(15) 0.15(3) 0.299(8) 0.192 Uiso 0.50 1 d P . .
H16 H 0.345(4) 0.175(6) 0.1766(12) 0.192 Uiso 1 1 d D . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O3 0.0509(17) 0.113(3) 0.115(2) 0.000 -0.0187(16) 0.000
C10 0.0493(19) 0.0414(19) 0.077(3) 0.000 -0.0043(17) 0.000
N3 0.053(2) 0.065(2) 0.100(3) 0.000 -0.006(2) 0.000
N4 0.0530(18) 0.075(2) 0.0626(19) 0.000 0.0026(14) 0.000
C11 0.052(2) 0.0388(19) 0.069(2) 0.000 -0.0021(16) 0.000
O4 0.0591(18) 0.148(3) 0.086(2) 0.000 0.0081(16) 0.000
C12 0.057(2) 0.158(5) 0.057(2) 0.000 -0.0030(19) 0.000
C13 0.064(3) 0.310(14) 0.065(3) 0.000 0.006(3) 0.000
N2 0.0593(19) 0.075(2) 0.0603(18) 0.000 0.0007(15) 0.000
C2 0.066(2) 0.041(2) 0.063(2) 0.000 -0.0113(18) 0.000
O1 0.097(2) 0.099(2) 0.084(2) 0.000 -0.0342(18) 0.000
C3 0.058(2) 0.0428(19) 0.062(2) 0.000 -0.0028(17) 0.000
N1 0.081(3) 0.063(2) 0.073(2) 0.000 -0.021(2) 0.000
C4 0.052(2) 0.048(2) 0.063(2) 0.000 -0.0053(16) 0.000
C1 0.060(2) 0.0385(19) 0.078(3) 0.000 -0.0179(19) 0.000
C5 0.052(2) 0.099(3) 0.064(2) 0.000 -0.0026(18) 0.000
O2 0.094(2) 0.149(3) 0.0627(19) 0.000 -0.0059(17) 0.000
C6 0.056(2) 0.087(3) 0.067(2) 0.000 0.0011(18) 0.000
C7 0.0736(18) 0.078(2) 0.088(2) -0.0032(17) 0.0112(15) -0.0056(16)
C8 0.100(4) 0.123(5) 0.092(3) 0.000 0.033(3) 0.000
C9 0.087(2) 0.099(3) 0.101(2) 0.005(2) 0.0232(18) -0.0133(19)
C16 0.179(8) 0.342(17) 0.063(4) 0.000 -0.020(5) 0.000
C14 0.122(6) 0.222(12) 0.071(4) 0.005(5) -0.004(4) -0.085(7)
C15 0.152(8) 0.183(10) 0.073(5) -0.005(6) 0.010(5) -0.073(7)
C14' 0.143(8) 0.115(8) 0.085(6) -0.004(5) 0.008(6) 0.034(7)
C15' 0.216(11) 0.192(11) 0.073(5) -0.007(6) 0.037(6) 0.091(9)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C1 C10 C11 120.4(3) . .
C1 C10 N3 117.0(3) . .
C11 C10 N3 122.6(3) . .
O3 N3 O4 122.1(4) . .
O3 N3 C10 118.6(4) . .
O4 N3 C10 119.3(3) . .
C11 N4 C12 123.2(3) . .
N4 C11 C4 120.8(3) . .
N4 C11 C10 122.8(3) . .
C4 C11 C10 116.3(3) . .
N4 C12 C13 112.4(4) . .
C14' C13 C14' 92.7(13) 7_565 .
C14' C13 C12 125.2(6) 7_565 .
C14' C13 C12 125.2(6) . .
C14' C13 C14 120.7(8) 7_565 .
C14' C13 C14 77.2(9) . .
C12 C13 C14 106.7(4) . .
C14' C13 C14 77.2(9) 7_565 7_565
C14' C13 C14 120.7(8) . 7_565
C12 C13 C14 106.7(4) . 7_565
C14 C13 C14 60.8(12) . 7_565
C3 N2 C5 123.4(3) . .
C1 C2 C3 120.0(3) . .
C1 C2 N1 117.1(3) . .
C3 C2 N1 122.9(3) . .
N2 C3 C4 120.6(3) . .
N2 C3 C2 122.7(3) . .
C4 C3 C2 116.7(3) . .
O2 N1 O1 121.4(4) . .
O2 N1 C2 120.1(3) . .
O1 N1 C2 118.5(4) . .
C3 C4 C11 124.2(3) . .
C10 C1 C2 122.3(3) . .
N2 C5 C6 112.7(3) . .
C7 C6 C7 110.7(3) . 7_565
C7 C6 C5 113.3(2) . .
C7 C6 C5 113.3(2) 7_565 .
C6 C7 C9 110.7(3) . .
C9 C8 C9 111.1(4) 7_565 .
C8 C9 C7 111.2(3) . .
C15 C16 C15 104.9(13) . 7_565
C15 C16 C15' 78.9(8) . .
C15 C16 C15' 120.4(8) 7_565 .
C15 C16 C15' 120.4(8) . 7_565
C15 C16 C15' 78.9(8) 7_565 7_565
C15' C16 C15' 52.3(11) . 7_565
C15 C14 C13 115.7(7) . .
C15 C14 C14 97.9(7) . 7_565
C13 C14 C14 59.6(6) . 7_565
C16 C15 C14 111.2(9) . .
C13 C14' C15' 116.1(10) . .
C13 C14' C14' 43.7(7) . 7_565
C15' C14' C14' 82.6(7) . 7_565
C15' C15' C14' 97.4(7) 7_565 .
C15' C15' C16 63.8(6) 7_565 .
C14' C15' C16 112.6(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O3 N3 1.224(4) .
C10 C1 1.368(5) .
C10 C11 1.426(5) .
C10 N3 1.445(5) .
N3 O4 1.232(4) .
N4 C11 1.339(5) .
N4 C12 1.453(5) .
C11 C4 1.398(5) .
C12 C13 1.495(8) .
C13 C14' 1.240(11) 7_565
C13 C14' 1.240(11) .
C13 C14 1.625(9) .
C13 C14 1.625(9) 7_565
N2 C3 1.345(5) .
N2 C5 1.455(5) .
C2 C1 1.372(5) .
C2 C3 1.427(5) .
C2 N1 1.433(5) .
O1 N1 1.225(4) .
C3 C4 1.393(5) .
N1 O2 1.224(5) .
C5 C6 1.519(5) .
C6 C7 1.513(4) .
C6 C7 1.513(4) 7_565
C7 C9 1.521(4) .
C8 C9 1.517(5) 7_565
C8 C9 1.517(5) .
C16 C15 1.299(9) .
C16 C15 1.299(9) 7_565
C16 C15' 1.593(12) .
C16 C15' 1.593(12) 7_565
C14 C15 1.504(11) .
C14 C14 1.65(3) 7_565
C14' C15' 1.518(12) .
C14' C14' 1.79(3) 7_565
C15' C15' 1.40(3) 7_565
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N2 H5N O2 0.94(2) 1.93(7) 2.644(4) 130(7)
N4 H4N O4 0.95(2) 1.88(6) 2.632(4) 135(7)
|
1501765.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501765.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501765
loop_
_publ_author_name
'Lee, Jong Hoon'
'Naumov, Pance'
'Chung, Ihn Hee'
'Lee, Sang Cheol'
_publ_section_title
;
Solid-state thermochromism and phase transitions of charge transfer
1,3-diamino-4,6-dinitrobenzene dyes.
;
_journal_issue 35
_journal_name_full 'The journal of physical chemistry. A'
_journal_page_first 10087
_journal_page_last 10096
_journal_paper_doi 10.1021/jp205793b
_journal_volume 115
_journal_year 2011
_chemical_formula_sum 'C12 H18 N4 O4'
_chemical_formula_weight 282.30
_chemical_name_systematic
;
?
;
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2ybc'
_symmetry_space_group_name_H-M 'P 1 21/c 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 92.707(9)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 8.3647(12)
_cell_length_b 21.533(3)
_cell_length_c 7.7900(11)
_cell_measurement_temperature 293(2)
_cell_volume 1401.5(3)
_computing_cell_refinement 'APEX2 software (Bruker, 2007)'
_computing_data_collection 'APEX2 software (Bruker, 2007)'
_computing_data_reduction 'SAINT (Bruker, 2007)'
_computing_molecular_graphics 'DIAMOND (Brandenburg, 2005)'
_computing_publication_material 'WinGX (Farrugia, 1999)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 293(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type 'Bruker SMART APEX2 diffractometer'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator 'multilayer confocal TXS mirror'
_diffrn_radiation_source 'rotating anode'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0305
_diffrn_reflns_av_sigmaI/netI 0.0462
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_k_max 22
_diffrn_reflns_limit_k_min -25
_diffrn_reflns_limit_l_max 8
_diffrn_reflns_limit_l_min -9
_diffrn_reflns_number 5569
_diffrn_reflns_theta_full 25.07
_diffrn_reflns_theta_max 25.07
_diffrn_reflns_theta_min 2.78
_exptl_absorpt_coefficient_mu 0.102
_exptl_absorpt_correction_T_max 0.9969
_exptl_absorpt_correction_T_min 0.9376
_exptl_absorpt_correction_type empirical
_exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.338
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description 'thin plate'
_exptl_crystal_F_000 600
_exptl_crystal_size_max 0.64
_exptl_crystal_size_mid 0.12
_exptl_crystal_size_min 0.03
_refine_diff_density_max 0.414
_refine_diff_density_min -0.386
_refine_diff_density_rms 0.043
_refine_ls_extinction_coef 0.001(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 1.012
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 191
_refine_ls_number_reflns 2457
_refine_ls_number_restraints 6
_refine_ls_restrained_S_all 1.042
_refine_ls_R_factor_all 0.1203
_refine_ls_R_factor_gt 0.0621
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0998P)^2^+0.4018P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1623
_refine_ls_wR_factor_ref 0.2001
_reflns_number_gt 1348
_reflns_number_total 2457
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file jp205793b_si_008.cif
_cod_data_source_block lee6_2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_cell_volume 1401.6(3)
_cod_original_sg_symbol_H-M P21/c
_cod_database_code 1501765
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.5173(4) 0.33671(13) 0.1795(4) 0.0554(8) Uani 1 1 d . . .
N4 N 0.5651(3) 0.20209(14) 0.1977(4) 0.0664(9) Uani 1 1 d . . .
C1 C 0.2633(4) 0.31825(15) 0.0347(4) 0.0518(9) Uani 1 1 d . . .
H1 H 0.2476 0.3609 0.0275 0.062 Uiso 1 1 calc R . .
O3 O 0.1087(3) 0.11547(11) -0.1151(3) 0.0725(8) Uani 1 1 d . . .
C2 C 0.4072(4) 0.29735(14) 0.1116(4) 0.0453(8) Uani 1 1 d . . .
C5 C 0.1738(4) 0.21471(15) -0.0312(4) 0.0469(8) Uani 1 1 d . . .
O4 O -0.0681(3) 0.18593(12) -0.1588(4) 0.0835(10) Uani 1 1 d . . .
C3 C 0.4280(4) 0.23099(15) 0.1165(4) 0.0475(8) Uani 1 1 d . . .
O2 O 0.5708(4) 0.14555(13) 0.2061(4) 0.0958(11) Uani 1 1 d . . .
C7 C 0.5030(4) 0.40331(15) 0.1802(5) 0.0592(10) Uani 1 1 d . . .
H7A H 0.4000 0.4149 0.2228 0.071 Uiso 1 1 calc R . .
H7B H 0.5080 0.4189 0.0637 0.071 Uiso 1 1 calc R . .
C6 C 0.1411(4) 0.28007(15) -0.0322(4) 0.0497(9) Uani 1 1 d . A .
N2 N 0.0011(4) 0.30328(15) -0.0943(5) 0.0783(12) Uani 1 1 d D . .
C4 C 0.3131(4) 0.19268(15) 0.0438(4) 0.0496(9) Uani 1 1 d . . .
H4 H 0.3307 0.1500 0.0456 0.060 Uiso 1 1 calc R . .
N3 N 0.0662(4) 0.16955(14) -0.1051(4) 0.0574(8) Uani 1 1 d . . .
O1 O 0.6727(3) 0.23401(13) 0.2621(5) 0.0996(11) Uani 1 1 d . . .
C9 C 0.6291(6) 0.50217(18) 0.2911(6) 0.0911(15) Uani 1 1 d . . .
H9A H 0.7156 0.5180 0.3638 0.137 Uiso 1 1 calc R . .
H9B H 0.5290 0.5159 0.3331 0.137 Uiso 1 1 calc R . .
H9C H 0.6394 0.5171 0.1760 0.137 Uiso 1 1 calc R . .
C8 C 0.6341(4) 0.43236(16) 0.2914(5) 0.0634(11) Uani 1 1 d . . .
H8A H 0.7367 0.4189 0.2517 0.076 Uiso 1 1 calc R . .
H8B H 0.6260 0.4177 0.4084 0.076 Uiso 1 1 calc R . .
C10 C -0.0602(6) 0.3675(2) -0.0676(6) 0.0589(16) Uani 0.758(7) 1 d PD A 1
H10A H -0.1726 0.3665 -0.0423 0.071 Uiso 0.758(7) 1 calc PR A 1
H10B H -0.0010 0.3875 0.0273 0.071 Uiso 0.758(7) 1 calc PR A 1
C11 C -0.0374(7) 0.4013(3) -0.2292(7) 0.0790(17) Uiso 0.758(7) 1 d PD A 1
H11A H -0.0874 0.3795 -0.3266 0.095 Uiso 0.758(7) 1 calc PR A 1
H11B H 0.0753 0.4071 -0.2484 0.095 Uiso 0.758(7) 1 calc PR A 1
C12 C -0.1251(9) 0.4674(3) -0.1978(10) 0.096(2) Uiso 0.758(7) 1 d PD A 1
H12A H -0.2332 0.4602 -0.1665 0.143 Uiso 0.758(7) 1 calc PR A 1
H12B H -0.1258 0.4916 -0.3013 0.143 Uiso 0.758(7) 1 calc PR A 1
H12C H -0.0683 0.4895 -0.1069 0.143 Uiso 0.758(7) 1 calc PR A 1
C12' C -0.080(3) 0.4615(10) -0.258(3) 0.096(2) Uiso 0.242(7) 1 d PD A 2
H12D H -0.0294 0.4422 -0.3520 0.143 Uiso 0.242(7) 1 calc PR A 2
H12E H -0.0206 0.4976 -0.2213 0.143 Uiso 0.242(7) 1 calc PR A 2
H12F H -0.1872 0.4735 -0.2937 0.143 Uiso 0.242(7) 1 calc PR A 2
C11' C -0.087(2) 0.4105(8) -0.092(2) 0.0790(17) Uiso 0.242(7) 1 d PD A 2
H11C H -0.0288 0.4247 0.0117 0.095 Uiso 0.242(7) 1 calc PR A 2
H11D H -0.1943 0.3978 -0.0670 0.095 Uiso 0.242(7) 1 calc PR A 2
C10' C 0.000(2) 0.3642(6) -0.187(2) 0.066(5) Uiso 0.242(7) 1 d PD A 2
H10C H 0.1092 0.3780 -0.1999 0.079 Uiso 0.242(7) 1 calc PR A 2
H10D H -0.0504 0.3591 -0.3008 0.079 Uiso 0.242(7) 1 calc PR A 2
H1N H 0.605(5) 0.3170(17) 0.224(5) 0.079 Uiso 1 1 d . . .
H2N H -0.064(5) 0.2748(19) -0.135(5) 0.079 Uiso 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0496(17) 0.0404(17) 0.075(2) -0.0044(14) -0.0160(15) -0.0026(13)
N4 0.0517(19) 0.0468(19) 0.098(3) -0.0087(17) -0.0216(17) 0.0088(15)
C1 0.054(2) 0.0366(18) 0.063(2) 0.0010(16) -0.0123(17) 0.0032(15)
O3 0.0814(19) 0.0416(16) 0.093(2) -0.0108(13) -0.0132(15) -0.0064(13)
C2 0.0473(19) 0.0405(19) 0.0475(19) -0.0007(15) -0.0029(15) 0.0014(15)
C5 0.050(2) 0.0407(19) 0.049(2) -0.0017(15) -0.0033(15) -0.0038(15)
O4 0.0605(19) 0.0668(18) 0.120(2) -0.0068(16) -0.0336(17) -0.0094(14)
C3 0.0431(19) 0.0428(19) 0.056(2) -0.0038(16) -0.0063(15) 0.0051(15)
O2 0.089(2) 0.0484(17) 0.145(3) -0.0083(17) -0.0453(19) 0.0199(15)
C7 0.057(2) 0.044(2) 0.075(3) 0.0005(18) -0.0119(18) -0.0042(16)
C6 0.0465(19) 0.046(2) 0.055(2) -0.0013(16) -0.0101(15) -0.0004(16)
N2 0.064(2) 0.047(2) 0.120(3) -0.0044(19) -0.043(2) 0.0038(16)
C4 0.053(2) 0.0379(19) 0.058(2) -0.0003(16) -0.0025(17) 0.0028(15)
N3 0.057(2) 0.050(2) 0.064(2) -0.0024(15) -0.0071(15) -0.0072(15)
O1 0.0662(19) 0.0644(19) 0.162(3) -0.0106(19) -0.0567(19) 0.0080(14)
C9 0.092(3) 0.053(3) 0.126(4) -0.004(3) -0.025(3) -0.012(2)
C8 0.060(2) 0.050(2) 0.079(3) -0.007(2) -0.0083(19) -0.0042(17)
C10 0.053(3) 0.063(4) 0.059(3) -0.003(3) -0.015(2) 0.003(2)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 N1 C7 125.1(3)
O2 N4 O1 120.9(3)
O2 N4 C3 119.2(3)
O1 N4 C3 119.9(3)
C2 C1 C6 125.0(3)
N1 C2 C1 121.9(3)
N1 C2 C3 122.5(3)
C1 C2 C3 115.6(3)
C4 C5 N3 116.5(3)
C4 C5 C6 120.2(3)
N3 C5 C6 123.4(3)
C4 C3 N4 117.0(3)
C4 C3 C2 120.4(3)
N4 C3 C2 122.6(3)
N1 C7 C8 111.0(3)
N2 C6 C1 121.8(3)
N2 C6 C5 122.0(3)
C1 C6 C5 116.2(3)
C6 N2 C10 126.5(3)
C6 N2 C10' 119.0(7)
C10 N2 C10' 42.4(6)
C5 C4 C3 122.5(3)
O3 N3 O4 121.0(3)
O3 N3 C5 119.7(3)
O4 N3 C5 119.3(3)
C7 C8 C9 113.3(3)
C11 C10 N2 106.2(4)
C10 C11 C12 103.1(5)
C10' C11' C12' 91.2(13)
C11' C10' N2 110.3(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C2 1.342(4)
N1 C7 1.439(4)
N4 O2 1.220(4)
N4 O1 1.221(4)
N4 C3 1.426(4)
C1 C2 1.394(4)
C1 C6 1.394(4)
O3 N3 1.221(3)
C2 C3 1.440(4)
C5 C4 1.364(4)
C5 N3 1.428(4)
C5 C6 1.434(5)
O4 N3 1.231(4)
C3 C4 1.369(4)
C7 C8 1.502(5)
C6 N2 1.342(4)
N2 C10 1.493(6)
N2 C10' 1.496(14)
C9 C8 1.504(5)
C10 C11 1.474(8)
C11 C12 1.625(8)
C12' C11' 1.698(17)
C11' C10' 1.457(17)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1N O1 0.90(4) 1.89(4) 2.630(4) 137(3) .
N2 H2N O4 0.87(4) 1.92(4) 2.635(4) 138(4) .
N2 H2N O1 0.87(4) 2.32(4) 3.025(4) 139(3) 4_465
|
1501766.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501766.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501766
loop_
_publ_author_name
'Lee, Jong Hoon'
'Naumov, Pance'
'Chung, Ihn Hee'
'Lee, Sang Cheol'
_publ_section_title
;
Solid-state thermochromism and phase transitions of charge transfer
1,3-diamino-4,6-dinitrobenzene dyes.
;
_journal_issue 35
_journal_name_full 'The journal of physical chemistry. A'
_journal_page_first 10087
_journal_page_last 10096
_journal_paper_doi 10.1021/jp205793b
_journal_volume 115
_journal_year 2011
_chemical_formula_sum 'C14 H24 N6 O4'
_chemical_formula_weight 340.39
_chemical_name_systematic
;
?
;
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2ybc'
_symmetry_space_group_name_H-M 'P 1 21/c 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 110.8430(10)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 12.7313(6)
_cell_length_b 15.6701(8)
_cell_length_c 9.4477(4)
_cell_measurement_temperature 293(2)
_cell_volume 1761.48(14)
_computing_cell_refinement 'APEX2 software (Bruker, 2007)'
_computing_data_collection 'APEX2 software (Bruker, 2007)'
_computing_data_reduction 'SAINT (Bruker, 2007)'
_computing_molecular_graphics 'DIAMOND (Brandenburg, 2005)'
_computing_publication_material 'WinGX (Farrugia, 1999)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 293(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type 'Bruker SMART APEX2 diffractometer'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator 'multilayer confocal TXS mirror'
_diffrn_radiation_source 'rotating anode'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0265
_diffrn_reflns_av_sigmaI/netI 0.0192
_diffrn_reflns_limit_h_max 14
_diffrn_reflns_limit_h_min -15
_diffrn_reflns_limit_k_max 18
_diffrn_reflns_limit_k_min -19
_diffrn_reflns_limit_l_max 11
_diffrn_reflns_limit_l_min -11
_diffrn_reflns_number 14683
_diffrn_reflns_theta_full 26.01
_diffrn_reflns_theta_max 26.01
_diffrn_reflns_theta_min 2.65
_exptl_absorpt_coefficient_mu 0.096
_exptl_absorpt_correction_T_max 0.9943
_exptl_absorpt_correction_T_min 0.9708
_exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.284
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 728
_exptl_crystal_size_max 0.31
_exptl_crystal_size_mid 0.22
_exptl_crystal_size_min 0.06
_refine_diff_density_max 0.507
_refine_diff_density_min -0.261
_refine_diff_density_rms 0.048
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.051
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 227
_refine_ls_number_reflns 3422
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.051
_refine_ls_R_factor_all 0.0660
_refine_ls_R_factor_gt 0.0557
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0845P)^2^+0.6240P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1567
_refine_ls_wR_factor_ref 0.1657
_reflns_number_gt 2777
_reflns_number_total 3422
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file jp205793b_si_009.cif
_cod_data_source_block lee8
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P21/c
_cod_database_code 1501766
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
N5 N 0.19135(14) 0.12268(11) -0.58133(19) 0.0571(4) Uani 1 1 d .
C14 C 0.0977(2) 0.1170(2) -0.5318(4) 0.0938(9) Uani 1 1 d .
H14A H 0.1244 0.1105 -0.4237 0.141 Uiso 1 1 calc R
H14B H 0.0523 0.0687 -0.5786 0.141 Uiso 1 1 calc R
H14C H 0.0534 0.1681 -0.5598 0.141 Uiso 1 1 calc R
C13 C 0.1529(3) 0.1291(2) -0.7452(3) 0.1073(11) Uani 1 1 d .
H13A H 0.1070 0.0806 -0.7897 0.161 Uiso 1 1 calc R
H13B H 0.2166 0.1307 -0.7770 0.161 Uiso 1 1 calc R
H13C H 0.1097 0.1804 -0.7774 0.161 Uiso 1 1 calc R
H2N H 0.749(3) 0.163(2) 0.191(4) 0.129 Uiso 1 1 d .
H1N H 0.360(3) 0.060(2) -0.394(4) 0.129 Uiso 1 1 d .
N2 N 0.68649(14) 0.17617(10) 0.12531(17) 0.0495(4) Uani 1 1 d .
C1 C 0.53479(14) 0.13461(11) -0.0975(2) 0.0420(4) Uani 1 1 d .
H1 H 0.5020 0.1878 -0.0987 0.050 Uiso 1 1 calc R
C6 C 0.63475(14) 0.11645(11) 0.02163(19) 0.0407(4) Uani 1 1 d .
C5 C 0.67957(15) 0.03217(11) 0.0254(2) 0.0447(4) Uani 1 1 d .
N1 N 0.38817(14) 0.09984(10) -0.3306(2) 0.0552(5) Uani 1 1 d .
C2 C 0.48099(14) 0.07780(11) -0.2151(2) 0.0423(4) Uani 1 1 d .
O3 O 0.81489(16) -0.06872(11) 0.1339(2) 0.0856(6) Uani 1 1 d .
N3 N 0.78159(15) 0.00378(11) 0.1407(2) 0.0605(5) Uani 1 1 d .
C4 C 0.62682(16) -0.02532(11) -0.0862(2) 0.0468(4) Uani 1 1 d .
H4 H 0.6567 -0.0799 -0.0810 0.056 Uiso 1 1 calc R
O2 O 0.53144(16) -0.13970(10) -0.2993(2) 0.0921(7) Uani 1 1 d .
C3 C 0.53113(15) -0.00488(11) -0.2056(2) 0.0461(4) Uani 1 1 d .
N4 N 0.48703(15) -0.06939(10) -0.3182(2) 0.0650(5) Uani 1 1 d .
O1 O 0.40530(17) -0.05335(11) -0.4327(2) 0.1018(8) Uani 1 1 d .
O4 O 0.83266(16) 0.05238(12) 0.2435(2) 0.0953(7) Uani 1 1 d .
C7 C 0.33130(18) 0.18126(12) -0.3492(2) 0.0585(5) Uani 1 1 d .
H7A H 0.3859 0.2268 -0.3117 0.070 Uiso 1 1 calc R
H7B H 0.2814 0.1820 -0.2919 0.070 Uiso 1 1 calc R
N6 N 0.84711(14) 0.31143(12) 0.2482(2) 0.0620(5) Uani 1 1 d .
C10 C 0.73197(16) 0.31581(12) 0.2411(2) 0.0516(5) Uani 1 1 d .
H10A H 0.7081 0.3750 0.2291 0.062 Uiso 1 1 calc R
H10B H 0.7285 0.2957 0.3365 0.062 Uiso 1 1 calc R
C9 C 0.65093(16) 0.26435(12) 0.1141(2) 0.0508(5) Uani 1 1 d .
H9A H 0.5763 0.2678 0.1192 0.061 Uiso 1 1 calc R
H9B H 0.6476 0.2876 0.0175 0.061 Uiso 1 1 calc R
C8 C 0.2645(2) 0.19467(14) -0.5159(3) 0.0664(6) Uani 1 1 d .
H8A H 0.2195 0.2460 -0.5283 0.080 Uiso 1 1 calc R
H8B H 0.3160 0.2028 -0.5697 0.080 Uiso 1 1 calc R
C12 C 0.9212(2) 0.3474(2) 0.3908(3) 0.0923(9) Uani 1 1 d .
H12A H 0.9977 0.3438 0.3956 0.138 Uiso 1 1 calc R
H12B H 0.9130 0.3160 0.4736 0.138 Uiso 1 1 calc R
H12C H 0.9018 0.4061 0.3974 0.138 Uiso 1 1 calc R
C11 C 0.8609(3) 0.3567(2) 0.1219(4) 0.0963(9) Uani 1 1 d .
H11A H 0.8128 0.3319 0.0285 0.144 Uiso 1 1 calc R
H11B H 0.9377 0.3526 0.1284 0.144 Uiso 1 1 calc R
H11C H 0.8414 0.4157 0.1255 0.144 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N5 0.0503(9) 0.0573(10) 0.0501(9) 0.0001(7) 0.0012(7) 0.0031(7)
C14 0.0635(16) 0.108(2) 0.103(2) 0.0157(17) 0.0217(15) -0.0036(15)
C13 0.122(3) 0.123(3) 0.0585(16) -0.0054(16) 0.0099(16) 0.004(2)
N2 0.0497(9) 0.0447(8) 0.0435(8) -0.0007(6) 0.0037(7) 0.0018(7)
C1 0.0407(9) 0.0344(8) 0.0482(10) 0.0003(7) 0.0125(7) 0.0013(7)
C6 0.0421(9) 0.0400(9) 0.0392(8) 0.0038(7) 0.0134(7) -0.0020(7)
C5 0.0435(9) 0.0418(9) 0.0454(9) 0.0098(7) 0.0118(8) 0.0035(7)
N1 0.0481(9) 0.0403(8) 0.0598(10) -0.0078(7) -0.0022(7) 0.0050(7)
C2 0.0373(9) 0.0375(9) 0.0486(10) 0.0012(7) 0.0108(7) -0.0020(7)
O3 0.0852(12) 0.0677(11) 0.0797(11) 0.0036(8) -0.0005(9) 0.0351(9)
N3 0.0571(10) 0.0539(10) 0.0568(10) 0.0080(8) 0.0036(8) 0.0100(8)
C4 0.0479(10) 0.0354(8) 0.0559(10) 0.0057(8) 0.0168(8) 0.0031(7)
O2 0.0917(13) 0.0421(8) 0.1079(14) -0.0208(8) -0.0069(10) 0.0158(8)
C3 0.0447(10) 0.0356(9) 0.0537(10) -0.0022(7) 0.0122(8) -0.0032(7)
N4 0.0590(11) 0.0395(9) 0.0779(12) -0.0113(8) 0.0017(9) 0.0024(7)
O1 0.0927(13) 0.0573(9) 0.1014(14) -0.0306(9) -0.0319(11) 0.0152(9)
O4 0.0841(12) 0.0699(11) 0.0836(12) -0.0049(9) -0.0295(10) 0.0159(9)
C7 0.0508(11) 0.0432(10) 0.0636(12) -0.0067(9) -0.0016(9) 0.0060(8)
N6 0.0495(10) 0.0577(10) 0.0729(12) -0.0129(9) 0.0147(9) -0.0029(8)
C10 0.0526(11) 0.0503(11) 0.0487(10) -0.0084(8) 0.0141(9) 0.0006(8)
C9 0.0494(10) 0.0461(10) 0.0502(10) -0.0052(8) 0.0095(8) 0.0033(8)
C8 0.0622(13) 0.0544(12) 0.0707(14) 0.0061(10) 0.0092(11) 0.0027(10)
C12 0.0655(15) 0.0922(19) 0.0912(19) -0.0111(15) -0.0064(14) -0.0149(14)
C11 0.097(2) 0.109(2) 0.102(2) -0.0167(18) 0.0579(18) -0.0270(18)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C14 N5 C13 110.5(2)
C14 N5 C8 113.1(2)
C13 N5 C8 108.7(2)
C6 N2 C9 123.50(15)
C6 C1 C2 124.01(16)
N2 C6 C1 121.00(16)
N2 C6 C5 122.34(16)
C1 C6 C5 116.65(15)
C4 C5 C6 120.36(16)
C4 C5 N3 116.36(16)
C6 C5 N3 123.26(16)
C2 N1 C7 125.85(16)
N1 C2 C1 121.65(16)
N1 C2 C3 121.95(16)
C1 C2 C3 116.40(15)
O3 N3 O4 121.60(18)
O3 N3 C5 119.00(18)
O4 N3 C5 119.40(17)
C5 C4 C3 121.94(17)
C4 C3 N4 116.46(16)
C4 C3 C2 120.54(16)
N4 C3 C2 122.99(16)
O2 N4 O1 121.00(18)
O2 N4 C3 119.32(17)
O1 N4 C3 119.68(16)
N1 C7 C8 108.66(17)
C10 N6 C11 110.8(2)
C10 N6 C12 109.72(19)
C11 N6 C12 110.1(2)
N6 C10 C9 114.04(16)
N2 C9 C10 110.18(15)
N5 C8 C7 111.85(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N5 C14 1.431(3)
N5 C13 1.452(3)
N5 C8 1.454(3)
N2 C6 1.345(2)
N2 C9 1.446(2)
C1 C6 1.396(2)
C1 C2 1.398(2)
C6 C5 1.434(2)
C5 C4 1.368(3)
C5 N3 1.437(2)
N1 C2 1.337(2)
N1 C7 1.446(2)
C2 C3 1.433(2)
O3 N3 1.222(2)
N3 O4 1.223(2)
C4 C3 1.371(3)
O2 N4 1.222(2)
C3 N4 1.430(2)
N4 O1 1.231(2)
C7 C8 1.515(3)
N6 C10 1.445(3)
N6 C11 1.452(3)
N6 C12 1.455(3)
C10 C9 1.508(3)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N2 H2N O4 0.84(4) 2.01(4) 2.645(2) 132(3)
N1 H1N O1 0.86(4) 1.94(4) 2.625(2) 137(3)
|
1501767.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501767.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501767
loop_
_publ_author_name
'Lee, Jong Hoon'
'Naumov, Pance'
'Chung, Ihn Hee'
'Lee, Sang Cheol'
_publ_section_title
;
Solid-state thermochromism and phase transitions of charge transfer
1,3-diamino-4,6-dinitrobenzene dyes.
;
_journal_issue 35
_journal_name_full 'The journal of physical chemistry. A'
_journal_page_first 10087
_journal_page_last 10096
_journal_paper_doi 10.1021/jp205793b
_journal_volume 115
_journal_year 2011
_chemical_formula_sum 'C10 H12 Cl2 N4 O6'
_chemical_formula_weight 355.14
_chemical_name_systematic
;
?
;
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2yn'
_symmetry_space_group_name_H-M 'P 1 21/n 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 97.7700(10)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 10.3054(3)
_cell_length_b 4.43420(10)
_cell_length_c 32.6413(9)
_cell_measurement_temperature 293(2)
_cell_volume 1477.89(7)
_computing_cell_refinement 'APEX2 software (Bruker, 2007)'
_computing_data_collection 'APEX2 software (Bruker, 2007)'
_computing_data_reduction 'SAINT (Bruker, 2007)'
_computing_molecular_graphics 'DIAMOND (Brandenburg, 2005)'
_computing_publication_material 'WinGX (Farrugia, 1999)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type 'Bruker SMART APEX2 diffractometer'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator 'multilayer confocal TXS mirror'
_diffrn_radiation_source 'rotating anode'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0171
_diffrn_reflns_av_sigmaI/netI 0.0174
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_k_max 5
_diffrn_reflns_limit_k_min -5
_diffrn_reflns_limit_l_max 37
_diffrn_reflns_limit_l_min -40
_diffrn_reflns_number 8167
_diffrn_reflns_theta_full 25.99
_diffrn_reflns_theta_max 25.99
_diffrn_reflns_theta_min 2.52
_exptl_absorpt_coefficient_mu 0.474
_exptl_absorpt_correction_T_max 0.9813
_exptl_absorpt_correction_T_min 0.8708
_exptl_absorpt_correction_type empirical
_exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.596
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 728
_exptl_crystal_size_max 0.30
_exptl_crystal_size_mid 0.06
_exptl_crystal_size_min 0.04
_refine_diff_density_max 0.650
_refine_diff_density_min -0.456
_refine_diff_density_rms 0.070
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.055
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 207
_refine_ls_number_reflns 2911
_refine_ls_number_restraints 1
_refine_ls_restrained_S_all 1.057
_refine_ls_R_factor_all 0.0492
_refine_ls_R_factor_gt 0.0457
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0679P)^2^+1.9818P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1285
_refine_ls_wR_factor_ref 0.1315
_reflns_number_gt 2651
_reflns_number_total 2911
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file jp205793b_si_010.cif
_cod_data_source_block lee9_0m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P2(1)/n
_cod_database_code 1501767
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cl2 Cl 1.07862(6) 0.14950(15) -0.047049(18) 0.0357(2) Uani 1 1 d .
O5 O 0.1792(2) 0.6273(5) -0.10442(6) 0.0445(5) Uani 1 1 d .
O6 O 0.6841(2) 0.5511(6) -0.00657(6) 0.0483(5) Uani 1 1 d .
Cl1 Cl 0.56021(6) 0.11048(15) 0.056385(19) 0.0373(2) Uani 1 1 d .
N4 N 0.4606(2) -0.0259(5) -0.24438(6) 0.0283(4) Uani 1 1 d .
N2 N 0.80725(19) 0.3761(5) -0.10719(6) 0.0279(4) Uani 1 1 d D
O2 O 0.49819(19) -0.2384(4) -0.26333(6) 0.0393(5) Uani 1 1 d .
N1 N 0.38200(19) 0.4331(5) -0.18768(6) 0.0279(4) Uani 1 1 d .
N3 N 0.88660(19) -0.0568(5) -0.16755(6) 0.0286(4) Uani 1 1 d .
C4 C 0.6700(2) -0.0144(5) -0.20324(7) 0.0259(5) Uani 1 1 d .
H4 H 0.6957 -0.1542 -0.2218 0.031 Uiso 1 1 calc R
C6 C 0.7220(2) 0.2827(5) -0.14004(7) 0.0230(4) Uani 1 1 d .
C5 C 0.7591(2) 0.0764(5) -0.17017(7) 0.0245(5) Uani 1 1 d .
C3 C 0.5452(2) 0.0955(5) -0.20942(6) 0.0239(5) Uani 1 1 d .
C2 C 0.5020(2) 0.3102(5) -0.18115(7) 0.0226(4) Uani 1 1 d .
O4 O 0.97509(17) 0.0401(5) -0.14151(6) 0.0410(5) Uani 1 1 d .
C1 C 0.5917(2) 0.3848(5) -0.14639(7) 0.0243(5) Uani 1 1 d .
H1 H 0.5634 0.5089 -0.1264 0.029 Uiso 1 1 calc R
O3 O 0.90584(19) -0.2644(5) -0.19065(6) 0.0437(5) Uani 1 1 d .
O1 O 0.35082(18) 0.0858(5) -0.25364(6) 0.0440(5) Uani 1 1 d .
C9 C 0.7752(2) 0.5616(5) -0.07339(7) 0.0266(5) Uani 1 1 d .
H9A H 0.7075 0.7049 -0.0837 0.032 Uiso 1 1 calc R
H9B H 0.8521 0.6741 -0.0616 0.032 Uiso 1 1 calc R
C7 C 0.3231(2) 0.6270(5) -0.15969(7) 0.0257(5) Uani 1 1 d .
H7A H 0.2643 0.7689 -0.1754 0.031 Uiso 1 1 calc R
H7B H 0.3908 0.7408 -0.1428 0.031 Uiso 1 1 calc R
C8 C 0.2480(2) 0.4382(6) -0.13230(8) 0.0311(5) Uani 1 1 d .
H8A H 0.1844 0.3154 -0.1495 0.037 Uiso 1 1 calc R
H8B H 0.3082 0.3036 -0.1158 0.037 Uiso 1 1 calc R
C10 C 0.7279(2) 0.3655(6) -0.04023(7) 0.0305(5) Uani 1 1 d .
H10A H 0.6557 0.2409 -0.0526 0.037 Uiso 1 1 calc R
H10B H 0.7982 0.2330 -0.0286 0.037 Uiso 1 1 calc R
H1N H 0.342(3) 0.379(7) -0.2074(10) 0.035(8) Uiso 1 1 d .
H2N H 0.881(2) 0.283(7) -0.1044(10) 0.045(9) Uiso 1 1 d D
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cl2 0.0317(3) 0.0431(4) 0.0319(3) 0.0006(3) 0.0033(2) -0.0041(3)
O5 0.0408(11) 0.0491(12) 0.0449(11) -0.0009(9) 0.0102(9) 0.0024(9)
O6 0.0467(12) 0.0586(13) 0.0400(11) -0.0025(10) 0.0079(9) -0.0022(10)
Cl1 0.0299(3) 0.0430(4) 0.0369(3) 0.0034(3) -0.0026(2) -0.0047(3)
N4 0.0333(11) 0.0308(10) 0.0207(9) -0.0009(8) 0.0031(8) -0.0082(9)
N2 0.0207(9) 0.0356(11) 0.0263(10) -0.0043(8) -0.0007(8) 0.0041(8)
O2 0.0499(11) 0.0374(10) 0.0303(9) -0.0118(8) 0.0041(8) -0.0063(9)
N1 0.0243(10) 0.0376(12) 0.0205(10) -0.0031(9) -0.0013(8) 0.0017(9)
N3 0.0280(10) 0.0311(10) 0.0276(10) 0.0028(8) 0.0073(8) 0.0036(8)
C4 0.0313(12) 0.0243(11) 0.0234(11) -0.0023(9) 0.0077(9) -0.0011(9)
C6 0.0233(10) 0.0241(11) 0.0217(10) 0.0013(9) 0.0029(8) -0.0023(9)
C5 0.0229(11) 0.0254(11) 0.0257(11) 0.0018(9) 0.0049(8) 0.0012(9)
C3 0.0258(11) 0.0264(11) 0.0191(10) 0.0002(9) 0.0016(8) -0.0045(9)
C2 0.0220(10) 0.0240(11) 0.0220(10) 0.0024(9) 0.0035(8) -0.0021(9)
O4 0.0260(9) 0.0565(12) 0.0389(10) -0.0080(9) -0.0020(7) 0.0111(9)
C1 0.0240(11) 0.0272(11) 0.0215(10) -0.0028(9) 0.0030(8) 0.0013(9)
O3 0.0399(10) 0.0423(11) 0.0506(11) -0.0114(9) 0.0124(9) 0.0116(9)
O1 0.0331(10) 0.0574(13) 0.0374(10) -0.0131(9) -0.0101(8) 0.0008(9)
C9 0.0244(11) 0.0279(11) 0.0266(11) -0.0036(9) -0.0001(9) -0.0025(9)
C7 0.0225(10) 0.0269(11) 0.0274(11) 0.0014(9) 0.0017(8) 0.0030(9)
C8 0.0303(12) 0.0266(12) 0.0376(13) 0.0005(10) 0.0087(10) -0.0010(10)
C10 0.0306(12) 0.0318(13) 0.0286(12) -0.0010(10) 0.0027(9) -0.0036(10)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O2 N4 O1 122.0(2)
O2 N4 C3 119.4(2)
O1 N4 C3 118.6(2)
C6 N2 C9 125.82(19)
C2 N1 C7 126.7(2)
O3 N3 O4 121.3(2)
O3 N3 C5 119.8(2)
O4 N3 C5 118.9(2)
C3 C4 C5 121.7(2)
N2 C6 C1 121.5(2)
N2 C6 C5 122.2(2)
C1 C6 C5 116.3(2)
C4 C5 N3 115.8(2)
C4 C5 C6 120.8(2)
N3 C5 C6 123.4(2)
C4 C3 C2 120.6(2)
C4 C3 N4 116.1(2)
C2 C3 N4 123.2(2)
N1 C2 C1 121.7(2)
N1 C2 C3 121.7(2)
C1 C2 C3 116.6(2)
C2 C1 C6 123.8(2)
N2 C9 C10 110.2(2)
N1 C7 C8 109.6(2)
O5 C8 C7 112.0(2)
O6 C10 C9 111.6(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O5 C8 1.486(3)
O6 C10 1.490(3)
N4 O2 1.218(3)
N4 O1 1.235(3)
N4 C3 1.443(3)
N2 C6 1.356(3)
N2 C9 1.449(3)
N1 C2 1.342(3)
N1 C7 1.446(3)
N3 O3 1.223(3)
N3 O4 1.237(3)
N3 C5 1.432(3)
C4 C3 1.365(3)
C4 C5 1.379(3)
C6 C1 1.405(3)
C6 C5 1.433(3)
C3 C2 1.438(3)
C2 C1 1.403(3)
C9 C10 1.519(3)
C7 C8 1.512(3)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1N O1 0.75(3) 2.00(3) 2.631(3) 141(3) .
N1 H1N O1 0.75(3) 2.39(3) 2.940(3) 130(3) 2_554
N2 H2N O4 0.857(18) 1.97(3) 2.644(3) 134(3) .
N2 H2N Cl2 0.857(18) 2.64(2) 3.347(2) 140(3) .
|
1501768.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/17/1501768.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501768
loop_
_publ_author_name
'Herrera-Ambriz, Victor-Manuel'
'Maldonado, Jos\'e-Luis'
'Rodr\'iguez, Mario'
'Castro-Beltr\'an, Rigoberto'
'Ramos-Ort\'iz, Gabriel'
'Maga\~na-Vergara, Nancy-Evelyn'
'Meneses-Nava, Marco-Antonio'
'Barbosa-Garc\'ia, Oracio'
'Santillan, Rosa'
'Farf\'an, Norberto'
'Dang, Florian-Xuan'
'Lacroix, Pascal G.'
'Ledoux-Rak, Isabelle'
_publ_contact_author
;
J. L. Maldonado
Centro de Investigaciones en \'Optica
Apartado Postal 1-948
37000 Le\'on, Guanajuato
M\'exico
;
_publ_section_title
;
Highly Efficient Photorefractive Organic Polymers Based on Benzonitrile
Shiff Bases Nonlinear Chromophores
;
_journal_issue 48
_journal_name_full 'The Journal of Physical Chemistry C'
_journal_page_first 23955
_journal_paper_doi 10.1021/jp206204p
_journal_volume 115
_journal_year 2011
_chemical_formula_moiety 'C18 H19 N3 O1'
_chemical_formula_sum 'C18 H19 N3 O'
_chemical_formula_weight 293.36
_chemical_name_systematic
;
?
;
_space_group_IT_number 2
_symmetry_cell_setting triclinic
_symmetry_Int_Tables_number 2
_symmetry_space_group_name_Hall '-P 1'
_symmetry_space_group_name_H-M 'P -1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method 'WinGX routine CIF_UPDATE'
_cell_angle_alpha 93.7540(10)
_cell_angle_beta 97.2560(10)
_cell_angle_gamma 116.531(2)
_cell_formula_units_Z 2
_cell_length_a 6.5560(2)
_cell_length_b 7.6970(2)
_cell_length_c 17.4380(8)
_cell_measurement_reflns_used 5753
_cell_measurement_temperature 566(2)
_cell_measurement_theta_max 27.485
_cell_measurement_theta_min 0.814
_cell_measurement_wavelength 0.71073
_cell_volume 773.58(5)
_computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material 'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 566(2)
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.949
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_device '95mm CCD camera on \k-goniostat'
_diffrn_measurement_device_type KappaCCD
_diffrn_measurement_method 'CCD rotation images, thick slices'
_diffrn_orient_matrix_type 'by Bruker AXS Collect from scalepack cell'
_diffrn_orient_matrix_UB_11 -0.164903
_diffrn_orient_matrix_UB_12 -0.609176E-1
_diffrn_orient_matrix_UB_13 -0.270036E-1
_diffrn_orient_matrix_UB_21 -0.397133E-1
_diffrn_orient_matrix_UB_22 -0.108515
_diffrn_orient_matrix_UB_23 0.328651E-1
_diffrn_orient_matrix_UB_31 -0.34713E-1
_diffrn_orient_matrix_UB_32 0.77485E-1
_diffrn_orient_matrix_UB_33 0.399622E-1
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0562
_diffrn_reflns_av_unetI/netI 0.0764
_diffrn_reflns_limit_h_max 8
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_k_max 10
_diffrn_reflns_limit_k_min -9
_diffrn_reflns_limit_l_max 20
_diffrn_reflns_limit_l_min -22
_diffrn_reflns_number 8703
_diffrn_reflns_reduction_process
;
Scaled and merged with Sortav
R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;
_diffrn_reflns_theta_full 27.58
_diffrn_reflns_theta_max 27.58
_diffrn_reflns_theta_min 2.38
_diffrn_source 'Enraf Nonius FR590'
_exptl_absorpt_coefficient_mu 0.08
_exptl_absorpt_correction_type none
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.259
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 312
_exptl_crystal_size_max 0.375
_exptl_crystal_size_mid 0.2
_exptl_crystal_size_min 0.125
_refine_diff_density_max 0.193
_refine_diff_density_min -0.183
_refine_diff_density_rms 0.045
_refine_ls_extinction_coef 0.13(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 1.045
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 206
_refine_ls_number_reflns 3402
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.045
_refine_ls_R_factor_all 0.1178
_refine_ls_R_factor_gt 0.0683
_refine_ls_shift/su_max 0
_refine_ls_shift/su_mean 0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0718P)^2^+0.1023P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1374
_refine_ls_wR_factor_ref 0.1654
_reflns_number_gt 2117
_reflns_number_total 3402
_reflns_threshold_expression >2\s(I)
_cod_data_source_file jp206204p_si_001.cif
_cod_data_source_block san446
_cod_original_formula_sum 'C18 H19 N3 O1'
_cod_database_code 1501768
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.6652(3) 0.5921(3) 0.81935(11) 0.0534(5) Uani 1 1 d .
C2 C 0.5584(3) 0.5104(3) 0.73969(10) 0.0456(4) Uani 1 1 d .
C3 C 0.3522(3) 0.5095(3) 0.70917(10) 0.0540(5) Uani 1 1 d .
H3 H 0.2837 0.5636 0.7402 0.065 Uiso 1 1 calc R
C4 C 0.2486(3) 0.4290(3) 0.63322(10) 0.0503(5) Uani 1 1 d .
H4 H 0.1109 0.4303 0.6132 0.06 Uiso 1 1 calc R
C5 C 0.3452(3) 0.3460(2) 0.58589(9) 0.0399(4) Uani 1 1 d .
C6 C 0.5537(3) 0.3483(3) 0.61678(10) 0.0516(5) Uani 1 1 d .
H6 H 0.6223 0.2944 0.5858 0.062 Uiso 1 1 calc R
C7 C 0.6583(3) 0.4298(3) 0.69271(10) 0.0530(5) Uani 1 1 d .
H7 H 0.7973 0.4307 0.7126 0.064 Uiso 1 1 calc R
C8 C 0.2948(3) 0.1854(2) 0.45885(9) 0.0426(4) Uani 1 1 d .
H8 H 0.4338 0.181 0.4732 0.051 Uiso 1 1 calc R
C9 C 0.1695(3) 0.1051(2) 0.38185(9) 0.0384(4) Uani 1 1 d .
C10 C -0.0435(3) 0.1059(2) 0.35570(9) 0.0396(4) Uani 1 1 d .
C11 C -0.1566(3) 0.0349(2) 0.27961(9) 0.0402(4) Uani 1 1 d .
H11 H -0.2952 0.0389 0.2638 0.048 Uiso 1 1 calc R
C12 C -0.0677(3) -0.0429(2) 0.22553(9) 0.0382(4) Uani 1 1 d .
C13 C 0.1442(3) -0.0467(3) 0.25234(10) 0.0457(4) Uani 1 1 d .
H13 H 0.207 -0.0994 0.2183 0.055 Uiso 1 1 calc R
C14 C 0.2563(3) 0.0262(3) 0.32740(10) 0.0454(4) Uani 1 1 d .
H14 H 0.3956 0.0234 0.343 0.054 Uiso 1 1 calc R
C15 C -0.0727(3) -0.1694(3) 0.09096(10) 0.0511(5) Uani 1 1 d .
H15A H 0.0932 -0.0852 0.1023 0.061 Uiso 1 1 calc R
H15B H -0.1311 -0.1473 0.0405 0.061 Uiso 1 1 calc R
C16 C -0.1181(5) -0.3800(4) 0.08625(13) 0.0762(7) Uani 1 1 d .
H16A H -0.0611 -0.4032 0.136 0.114 Uiso 1 1 calc R
H16B H -0.0406 -0.4064 0.0473 0.114 Uiso 1 1 calc R
H16C H -0.2816 -0.4645 0.0724 0.114 Uiso 1 1 calc R
C17 C -0.3949(3) -0.1069(3) 0.12191(10) 0.0493(5) Uani 1 1 d .
H17A H -0.4914 -0.1397 0.1619 0.059 Uiso 1 1 calc R
H17B H -0.478 -0.2045 0.0763 0.059 Uiso 1 1 calc R
C18 C -0.3544(4) 0.0924(3) 0.10075(12) 0.0618(6) Uani 1 1 d .
H18A H -0.2757 0.1894 0.146 0.093 Uiso 1 1 calc R
H18B H -0.5005 0.0894 0.0823 0.093 Uiso 1 1 calc R
H18C H -0.2615 0.1248 0.0605 0.093 Uiso 1 1 calc R
N1 N 0.7458(3) 0.6554(3) 0.88329(10) 0.0723(6) Uani 1 1 d .
N2 N 0.2223(2) 0.2645(2) 0.50978(7) 0.0429(4) Uani 1 1 d .
N3 N -0.1796(2) -0.1144(2) 0.15036(8) 0.0444(4) Uani 1 1 d .
O1 O -0.1381(2) 0.1785(2) 0.40501(7) 0.0555(4) Uani 1 1 d .
H1 H -0.023(5) 0.233(4) 0.4564(16) 0.101(8) Uiso 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0572(11) 0.0505(11) 0.0448(10) 0.0041(8) 0.0036(9) 0.0198(9)
C2 0.0487(9) 0.0394(10) 0.0403(9) 0.0038(7) 0.0032(7) 0.0143(8)
C3 0.0568(11) 0.0589(12) 0.0463(10) -0.0050(8) 0.0068(8) 0.0287(9)
C4 0.0463(10) 0.0572(12) 0.0481(10) -0.0002(8) 0.0012(8) 0.0271(9)
C5 0.0421(9) 0.0373(9) 0.0370(8) 0.0065(7) 0.0047(7) 0.0157(7)
C6 0.0548(11) 0.0601(12) 0.0444(10) 0.0002(8) 0.0041(8) 0.0325(10)
C7 0.0495(10) 0.0623(12) 0.0466(10) 0.0037(9) -0.0026(8) 0.0285(9)
C8 0.0416(9) 0.0450(10) 0.0425(9) 0.0071(7) 0.0042(7) 0.0216(8)
C9 0.0387(8) 0.0383(9) 0.0395(8) 0.0066(7) 0.0076(6) 0.0186(7)
C10 0.0433(9) 0.0424(9) 0.0392(8) 0.0052(7) 0.0108(7) 0.0242(8)
C11 0.0394(8) 0.0473(10) 0.0391(9) 0.0044(7) 0.0052(7) 0.0252(8)
C12 0.0424(8) 0.0367(9) 0.0372(8) 0.0051(6) 0.0081(7) 0.0194(7)
C13 0.0485(9) 0.0534(11) 0.0431(9) 0.0028(8) 0.0117(7) 0.0299(9)
C14 0.0429(9) 0.0535(11) 0.0470(10) 0.0048(8) 0.0067(7) 0.0290(8)
C15 0.0596(11) 0.0574(12) 0.0383(9) 0.0011(8) 0.0116(8) 0.0286(9)
C16 0.1046(18) 0.0704(15) 0.0684(14) -0.0032(11) 0.0235(12) 0.0526(14)
C17 0.0478(10) 0.0538(11) 0.0417(9) -0.0028(8) -0.0014(7) 0.0228(9)
C18 0.0647(12) 0.0657(14) 0.0597(12) 0.0085(9) -0.0004(9) 0.0371(11)
N1 0.0770(12) 0.0748(13) 0.0477(10) -0.0028(8) -0.0028(8) 0.0247(10)
N2 0.0460(8) 0.0449(9) 0.0368(7) 0.0042(6) 0.0047(6) 0.0208(7)
N3 0.0501(8) 0.0509(9) 0.0359(7) -0.0009(6) 0.0057(6) 0.0279(7)
O1 0.0553(8) 0.0812(10) 0.0421(7) -0.0069(6) 0.0040(6) 0.0450(7)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N1 C1 C2 178.6(2)
C7 C2 C3 119.19(15)
C7 C2 C1 120.60(16)
C3 C2 C1 120.20(16)
C4 C3 C2 120.14(16)
C4 C3 H3 119.9
C2 C3 H3 119.9
C3 C4 C5 121.25(16)
C3 C4 H4 119.4
C5 C4 H4 119.4
C4 C5 C6 118.37(15)
C4 C5 N2 116.43(14)
C6 C5 N2 125.21(15)
C7 C6 C5 120.46(16)
C7 C6 H6 119.8
C5 C6 H6 119.8
C6 C7 C2 120.58(16)
C6 C7 H7 119.7
C2 C7 H7 119.7
N2 C8 C9 122.34(14)
N2 C8 H8 118.8
C9 C8 H8 118.8
C14 C9 C10 116.90(14)
C14 C9 C8 120.94(14)
C10 C9 C8 122.14(14)
O1 C10 C11 118.80(13)
O1 C10 C9 120.19(14)
C11 C10 C9 121.01(14)
C10 C11 C12 121.60(13)
C10 C11 H11 119.2
C12 C11 H11 119.2
N3 C12 C11 121.84(13)
N3 C12 C13 120.91(14)
C11 C12 C13 117.25(14)
C14 C13 C12 120.71(15)
C14 C13 H13 119.6
C12 C13 H13 119.6
C13 C14 C9 122.52(14)
C13 C14 H14 118.7
C9 C14 H14 118.7
N3 C15 C16 113.29(16)
N3 C15 H15A 108.9
C16 C15 H15A 108.9
N3 C15 H15B 108.9
C16 C15 H15B 108.9
H15A C15 H15B 107.7
C15 C16 H16A 109.5
C15 C16 H16B 109.5
H16A C16 H16B 109.5
C15 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
N3 C17 C18 112.83(15)
N3 C17 H17A 109
C18 C17 H17A 109
N3 C17 H17B 109
C18 C17 H17B 109
H17A C17 H17B 107.8
C17 C18 H18A 109.5
C17 C18 H18B 109.5
H18A C18 H18B 109.5
C17 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C8 N2 C5 122.98(14)
C12 N3 C15 122.00(13)
C12 N3 C17 121.17(13)
C15 N3 C17 115.96(13)
C10 O1 H1 106.6(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.145(2)
C1 C2 1.436(2)
C2 C7 1.384(2)
C2 C3 1.386(2)
C3 C4 1.374(2)
C3 H3 0.93
C4 C5 1.384(2)
C4 H4 0.93
C5 C6 1.396(2)
C5 N2 1.4050(19)
C6 C7 1.376(2)
C6 H6 0.93
C7 H7 0.93
C8 N2 1.296(2)
C8 C9 1.421(2)
C8 H8 0.93
C9 C14 1.401(2)
C9 C10 1.416(2)
C10 O1 1.3487(18)
C10 C11 1.380(2)
C11 C12 1.402(2)
C11 H11 0.93
C12 N3 1.3643(19)
C12 C13 1.422(2)
C13 C14 1.364(2)
C13 H13 0.93
C14 H14 0.93
C15 N3 1.461(2)
C15 C16 1.506(3)
C15 H15A 0.97
C15 H15B 0.97
C16 H16A 0.96
C16 H16B 0.96
C16 H16C 0.96
C17 N3 1.464(2)
C17 C18 1.515(3)
C17 H17A 0.97
C17 H17B 0.97
C18 H18A 0.96
C18 H18B 0.96
C18 H18C 0.96
O1 H1 1.02(3)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
N1 C1 C2 C7 -137(8)
N1 C1 C2 C3 42(8)
C7 C2 C3 C4 0.2(3)
C1 C2 C3 C4 -179.14(18)
C2 C3 C4 C5 0.6(3)
C3 C4 C5 C6 -0.9(3)
C3 C4 C5 N2 178.77(16)
C4 C5 C6 C7 0.6(3)
N2 C5 C6 C7 -179.08(17)
C5 C6 C7 C2 0.1(3)
C3 C2 C7 C6 -0.5(3)
C1 C2 C7 C6 178.81(18)
N2 C8 C9 C14 177.95(16)
N2 C8 C9 C10 -0.2(3)
C14 C9 C10 O1 179.63(15)
C8 C9 C10 O1 -2.2(3)
C14 C9 C10 C11 -1.1(2)
C8 C9 C10 C11 177.06(16)
O1 C10 C11 C12 -179.85(15)
C9 C10 C11 C12 0.9(3)
C10 C11 C12 N3 179.55(16)
C10 C11 C12 C13 0.2(3)
N3 C12 C13 C14 179.57(16)
C11 C12 C13 C14 -1.1(3)
C12 C13 C14 C9 0.9(3)
C10 C9 C14 C13 0.2(3)
C8 C9 C14 C13 -177.97(16)
C9 C8 N2 C5 -179.43(15)
C4 C5 N2 C8 178.67(17)
C6 C5 N2 C8 -1.7(3)
C11 C12 N3 C15 171.00(16)
C13 C12 N3 C15 -9.7(3)
C11 C12 N3 C17 2.1(3)
C13 C12 N3 C17 -178.57(16)
C16 C15 N3 C12 89.4(2)
C16 C15 N3 C17 -101.1(2)
C18 C17 N3 C12 80.3(2)
C18 C17 N3 C15 -89.19(19)
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 22812718 ChemSpider
|
1501769.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/17/1501769.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501769
loop_
_publ_author_name
'Herrera-Ambriz, Victor-Manuel'
'Maldonado, Jos\'e-Luis'
'Rodr\'iguez, Mario'
'Castro-Beltr\'an, Rigoberto'
'Ramos-Ort\'iz, Gabriel'
'Maga\~na-Vergara, Nancy-Evelyn'
'Meneses-Nava, Marco-Antonio'
'Barbosa-Garc\'ia, Oracio'
'Santillan, Rosa'
'Farf\'an, Norberto'
'Dang, Florian-Xuan'
'Lacroix, Pascal G.'
'Ledoux-Rak, Isabelle'
_publ_contact_author
;
J. L. Maldonado
Centro de Investigaciones en \'Optica
Apartado Postal 1-948
37000 Le\'on, Guanajuato
M\'exico
;
_publ_section_title
;
Highly Efficient Photorefractive Organic Polymers Based on Benzonitrile
Shiff Bases Nonlinear Chromophores
;
_journal_issue 48
_journal_name_full 'The Journal of Physical Chemistry C'
_journal_page_first 23955
_journal_paper_doi 10.1021/jp206204p
_journal_volume 115
_journal_year 2011
_chemical_formula_moiety 'C18 H19 N3'
_chemical_formula_sum 'C18 H19 N3'
_chemical_formula_weight 277.36
_chemical_name_common 'Compound X'
_chemical_name_systematic
;
San341 (Mario)
;
_space_group_IT_number 2
_symmetry_cell_setting triclinic
_symmetry_Int_Tables_number 2
_symmetry_space_group_name_Hall '-P 1'
_symmetry_space_group_name_H-M 'P -1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method 'WinGX routine CIF_UPDATE'
_cell_angle_alpha 84.5760(10)
_cell_angle_beta 73.338(2)
_cell_angle_gamma 75.8810(10)
_cell_formula_units_Z 2
_cell_length_a 7.6934(2)
_cell_length_b 9.7091(3)
_cell_length_c 11.3685(3)
_cell_measurement_reflns_used 6375
_cell_measurement_temperature 293(2)
_cell_measurement_theta_max 27.485
_cell_measurement_theta_min 0.814
_cell_measurement_wavelength 0.71073
_cell_volume 788.67(4)
_computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material 'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SIR2004 (Giacovazzo et al, 2004)'
_diffrn_ambient_temperature 293(2)
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device '95mm CCD camera on \k-goniostat'
_diffrn_measurement_device_type KappaCCD
_diffrn_measurement_method 'CCD rotation images, thick slices'
_diffrn_orient_matrix_type 'by Bruker AXS Collect from scalepack cell'
_diffrn_orient_matrix_UB_11 -0.782037E-1
_diffrn_orient_matrix_UB_12 0.5745E-2
_diffrn_orient_matrix_UB_13 -0.57785E-1
_diffrn_orient_matrix_UB_21 0.115277
_diffrn_orient_matrix_UB_22 -0.228717E-1
_diffrn_orient_matrix_UB_23 -0.698625E-1
_diffrn_orient_matrix_UB_31 0.26987E-2
_diffrn_orient_matrix_UB_32 -0.103592
_diffrn_orient_matrix_UB_33 0.147133E-1
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0504
_diffrn_reflns_av_unetI/netI 0.052
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_l_max 14
_diffrn_reflns_limit_l_min -13
_diffrn_reflns_number 12077
_diffrn_reflns_reduction_process
;
Scaled and merged with Sortav
R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;
_diffrn_reflns_theta_full 27.48
_diffrn_reflns_theta_max 27.48
_diffrn_reflns_theta_min 2.16
_diffrn_source 'Enraf Nonius FR590'
_exptl_absorpt_coefficient_mu 0.070
_exptl_absorpt_correction_type none
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.168
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 296
_exptl_crystal_size_max 0.3
_exptl_crystal_size_mid 0.275
_exptl_crystal_size_min 0.075
_refine_diff_density_max 0.175
_refine_diff_density_min -0.212
_refine_diff_density_rms 0.059
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.081
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 192
_refine_ls_number_reflns 3545
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.081
_refine_ls_R_factor_all 0.1025
_refine_ls_R_factor_gt 0.0564
_refine_ls_shift/su_max 0.002
_refine_ls_shift/su_mean 0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0904P)^2^+0.0176P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1418
_refine_ls_wR_factor_ref 0.1731
_reflns_number_gt 2182
_reflns_number_total 3545
_reflns_threshold_expression >2\s(I)
_cod_data_source_file jp206204p_si_002.cif
_cod_data_source_block 341p-1
_cod_original_cell_volume 788.68(4)
_cod_original_sg_symbol_H-M P-1
_cod_database_code 1501769
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C -0.0947(2) 0.19553(19) 0.54491(17) 0.0680(5) Uani 1 1 d .
C2 C 0.0230(2) 0.25491(17) 0.59317(14) 0.0583(4) Uani 1 1 d .
C3 C 0.1908(2) 0.17199(18) 0.60929(16) 0.0645(4) Uani 1 1 d .
H3 H 0.2276 0.0766 0.5891 0.077 Uiso 1 1 calc R
C4 C 0.3014(2) 0.23215(17) 0.65516(16) 0.0633(4) Uani 1 1 d .
H4 H 0.4121 0.1762 0.667 0.076 Uiso 1 1 calc R
C5 C 0.2509(2) 0.37497(17) 0.68417(14) 0.0565(4) Uani 1 1 d .
C6 C 0.0813(2) 0.45565(18) 0.67043(16) 0.0656(5) Uani 1 1 d .
H6 H 0.0433 0.5506 0.6918 0.079 Uiso 1 1 calc R
C7 C -0.0307(2) 0.39585(19) 0.62547(16) 0.0665(5) Uani 1 1 d .
H7 H -0.1437 0.4509 0.6167 0.08 Uiso 1 1 calc R
C8 C 0.3987(2) 0.55233(18) 0.69413(15) 0.0602(4) Uani 1 1 d .
H8 H 0.3522 0.5962 0.6296 0.072 Uiso 1 1 calc R
C9 C 0.5034(2) 0.62574(16) 0.74397(14) 0.0552(4) Uani 1 1 d .
C10 C 0.5719(2) 0.57186(16) 0.84445(14) 0.0564(4) Uani 1 1 d .
H10 H 0.552 0.4847 0.8799 0.068 Uiso 1 1 calc R
C11 C 0.6672(2) 0.64380(16) 0.89202(14) 0.0563(4) Uani 1 1 d .
H11 H 0.7093 0.6051 0.9596 0.068 Uiso 1 1 calc R
C12 C 0.7032(2) 0.77586(15) 0.84074(14) 0.0533(4) Uani 1 1 d .
C13 C 0.6355(2) 0.82881(18) 0.73858(15) 0.0641(4) Uani 1 1 d .
H13 H 0.6573 0.9148 0.7013 0.077 Uiso 1 1 calc R
C14 C 0.5382(2) 0.75578(18) 0.69324(15) 0.0642(5) Uani 1 1 d .
H14 H 0.494 0.7944 0.6264 0.077 Uiso 1 1 calc R
C15 C 0.8508(2) 0.80147(19) 1.00225(15) 0.0674(5) Uani 1 1 d .
H15A H 0.7593 0.7529 1.0547 0.081 Uiso 1 1 calc R
H15B H 0.8472 0.8846 1.0447 0.081 Uiso 1 1 calc R
C16 C 1.0406(3) 0.7044(2) 0.9822(2) 0.0951(7) Uani 1 1 d .
H16A H 1.0431 0.6194 0.9444 0.143 Uiso 1 1 calc R
H16B H 1.0685 0.6805 1.0597 0.143 Uiso 1 1 calc R
H16C H 1.1318 0.7514 0.9295 0.143 Uiso 1 1 calc R
C17 C 0.8467(2) 0.97977(18) 0.83098(17) 0.0687(5) Uani 1 1 d .
H17A H 0.8756 0.974 0.7425 0.082 Uiso 1 1 calc R
H17B H 0.9573 0.9906 0.8504 0.082 Uiso 1 1 calc R
C18 C 0.6923(3) 1.1086(2) 0.8726(2) 0.0936(6) Uani 1 1 d .
H18A H 0.583 1.0996 0.852 0.14 Uiso 1 1 calc R
H18B H 0.7305 1.1921 0.8323 0.14 Uiso 1 1 calc R
H18C H 0.6649 1.1163 0.9599 0.14 Uiso 1 1 calc R
N1 N 0.36626(19) 0.43072(15) 0.73359(13) 0.0631(4) Uani 1 1 d .
N2 N 0.79955(19) 0.84735(15) 0.88804(13) 0.0639(4) Uani 1 1 d .
N3 N -0.1914(2) 0.15048(18) 0.50701(18) 0.0915(6) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0671(10) 0.0728(11) 0.0711(11) 0.0010(8) -0.0288(9) -0.0181(9)
C2 0.0594(9) 0.0686(10) 0.0518(9) 0.0030(7) -0.0196(7) -0.0203(8)
C3 0.0694(10) 0.0618(9) 0.0674(11) -0.0039(8) -0.0255(9) -0.0157(8)
C4 0.0631(10) 0.0636(10) 0.0685(11) -0.0012(8) -0.0293(8) -0.0111(8)
C5 0.0614(9) 0.0660(10) 0.0464(8) -0.0010(7) -0.0183(7) -0.0182(8)
C6 0.0678(10) 0.0615(10) 0.0673(11) -0.0078(8) -0.0209(9) -0.0095(8)
C7 0.0562(9) 0.0751(11) 0.0687(11) -0.0040(8) -0.0211(8) -0.0104(8)
C8 0.0618(9) 0.0693(10) 0.0522(9) -0.0006(7) -0.0199(8) -0.0150(8)
C9 0.0565(8) 0.0610(9) 0.0490(9) 0.0003(7) -0.0159(7) -0.0137(7)
C10 0.0616(9) 0.0557(9) 0.0533(9) 0.0050(7) -0.0174(7) -0.0163(7)
C11 0.0605(9) 0.0594(9) 0.0523(9) 0.0072(7) -0.0232(7) -0.0138(7)
C12 0.0533(8) 0.0572(9) 0.0501(9) 0.0001(7) -0.0144(7) -0.0136(7)
C13 0.0778(11) 0.0627(9) 0.0583(10) 0.0131(7) -0.0271(9) -0.0237(8)
C14 0.0750(10) 0.0703(10) 0.0544(9) 0.0095(8) -0.0288(8) -0.0206(8)
C15 0.0753(11) 0.0771(11) 0.0606(10) -0.0005(8) -0.0282(9) -0.0263(9)
C16 0.0803(13) 0.1100(16) 0.1024(16) 0.0067(13) -0.0431(12) -0.0171(12)
C17 0.0757(11) 0.0713(11) 0.0677(11) 0.0049(8) -0.0218(9) -0.0323(9)
C18 0.1164(16) 0.0687(12) 0.0955(16) -0.0016(10) -0.0277(13) -0.0223(12)
N1 0.0706(8) 0.0663(9) 0.0602(8) -0.0018(7) -0.0264(7) -0.0197(7)
N2 0.0741(9) 0.0672(8) 0.0623(8) 0.0087(6) -0.0298(7) -0.0284(7)
N3 0.0877(11) 0.0867(12) 0.1195(15) -0.0066(10) -0.0552(11) -0.0222(9)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N3 C1 C2 178.64(18)
C7 C2 C3 119.35(14)
C7 C2 C1 119.72(14)
C3 C2 C1 120.92(15)
C4 C3 C2 119.61(15)
C4 C3 H3 120.2
C2 C3 H3 120.2
C3 C4 C5 121.28(15)
C3 C4 H4 119.4
C5 C4 H4 119.4
C4 C5 C6 118.53(14)
C4 C5 N1 119.17(14)
C6 C5 N1 122.17(14)
C7 C6 C5 120.44(15)
C7 C6 H6 119.8
C5 C6 H6 119.8
C6 C7 C2 120.74(15)
C6 C7 H7 119.6
C2 C7 H7 119.6
N1 C8 C9 123.92(14)
N1 C8 H8 118
C9 C8 H8 118
C14 C9 C10 117.06(14)
C14 C9 C8 120.49(13)
C10 C9 C8 122.45(14)
C11 C10 C9 121.77(14)
C11 C10 H10 119.1
C9 C10 H10 119.1
C10 C11 C12 121.43(13)
C10 C11 H11 119.3
C12 C11 H11 119.3
N2 C12 C13 122.15(13)
N2 C12 C11 121.36(13)
C13 C12 C11 116.49(13)
C14 C13 C12 121.14(14)
C14 C13 H13 119.4
C12 C13 H13 119.4
C13 C14 C9 122.11(13)
C13 C14 H14 118.9
C9 C14 H14 118.9
N2 C15 C16 113.12(16)
N2 C15 H15A 109
C16 C15 H15A 109
N2 C15 H15B 109
C16 C15 H15B 109
H15A C15 H15B 107.8
C15 C16 H16A 109.5
C15 C16 H16B 109.5
H16A C16 H16B 109.5
C15 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
N2 C17 C18 113.00(15)
N2 C17 H17A 109
C18 C17 H17A 109
N2 C17 H17B 109
C18 C17 H17B 109
H17A C17 H17B 107.8
C17 C18 H18A 109.5
C17 C18 H18B 109.5
H18A C18 H18B 109.5
C17 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C8 N1 C5 118.68(13)
C12 N2 C15 122.23(12)
C12 N2 C17 121.55(13)
C15 N2 C17 116.11(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N3 1.144(2)
C1 C2 1.433(2)
C2 C7 1.382(2)
C2 C3 1.396(2)
C3 C4 1.376(2)
C3 H3 0.93
C4 C5 1.390(2)
C4 H4 0.93
C5 C6 1.392(2)
C5 N1 1.4048(19)
C6 C7 1.376(2)
C6 H6 0.93
C7 H7 0.93
C8 N1 1.279(2)
C8 C9 1.448(2)
C8 H8 0.93
C9 C14 1.392(2)
C9 C10 1.398(2)
C10 C11 1.366(2)
C10 H10 0.93
C11 C12 1.414(2)
C11 H11 0.93
C12 N2 1.3675(18)
C12 C13 1.410(2)
C13 C14 1.371(2)
C13 H13 0.93
C14 H14 0.93
C15 N2 1.462(2)
C15 C16 1.500(3)
C15 H15A 0.97
C15 H15B 0.97
C16 H16A 0.96
C16 H16B 0.96
C16 H16C 0.96
C17 N2 1.463(2)
C17 C18 1.504(3)
C17 H17A 0.97
C17 H17B 0.97
C18 H18A 0.96
C18 H18B 0.96
C18 H18C 0.96
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C7 C2 C3 C4 -1.0(2)
C1 C2 C3 C4 179.62(15)
C2 C3 C4 C5 -1.0(3)
C3 C4 C5 C6 2.5(2)
C3 C4 C5 N1 178.45(15)
C4 C5 C6 C7 -2.0(2)
N1 C5 C6 C7 -177.81(15)
C5 C6 C7 C2 0.0(3)
C3 C2 C7 C6 1.5(3)
C1 C2 C7 C6 -179.11(16)
N1 C8 C9 C14 177.81(16)
N1 C8 C9 C10 -2.9(3)
C14 C9 C10 C11 0.6(2)
C8 C9 C10 C11 -178.64(14)
C9 C10 C11 C12 -0.8(2)
C10 C11 C12 N2 -179.64(14)
C10 C11 C12 C13 0.1(2)
N2 C12 C13 C14 -179.54(15)
C11 C12 C13 C14 0.7(2)
C12 C13 C14 C9 -0.9(3)
C10 C9 C14 C13 0.2(3)
C8 C9 C14 C13 179.49(15)
C9 C8 N1 C5 175.20(14)
C4 C5 N1 C8 137.24(17)
C6 C5 N1 C8 -47.0(2)
C13 C12 N2 C15 172.63(16)
C11 C12 N2 C15 -7.7(2)
C13 C12 N2 C17 -3.3(2)
C11 C12 N2 C17 176.36(14)
C16 C15 N2 C12 92.40(19)
C16 C15 N2 C17 -91.42(19)
C18 C17 N2 C12 85.0(2)
C18 C17 N2 C15 -91.22(19)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 593505
|
1501770.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501770.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501770
loop_
_publ_author_name
'Carlotto, Silvia'
'Zerbetto, Mirco'
'Shabestari, Maryam Hashemi'
'Moretto, Alessandro'
'Formaggio, Fernando'
'Crisma, Marco'
'Toniolo, Claudio'
'Huber, Martina'
'Polimeno, Antonino'
_publ_section_title
;
In silico interpretation of cw-ESR at 9 and 95 GHz of mono- and bis-
TOAC-labeled Aib-homopeptides in fluid and frozen acetonitrile.
;
_journal_issue 44
_journal_name_full 'The journal of physical chemistry. B'
_journal_page_first 13026
_journal_page_last 13036
_journal_paper_doi 10.1021/jp2063645
_journal_volume 115
_journal_year 2011
_chemical_formula_sum 'C54 H80 N9 O12'
_chemical_formula_weight 1047.27
_chemical_name_systematic
;
Fmoc-TOAC-(Aib)7-OMe
;
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2ybc'
_symmetry_space_group_name_H-M 'P 1 21/c 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 100.27(7)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 16.086(3)
_cell_length_b 21.066(3)
_cell_length_c 18.104(3)
_cell_measurement_reflns_used 48
_cell_measurement_temperature 293(2)
_cell_measurement_theta_max 20
_cell_measurement_theta_min 12
_cell_volume 6037(2)
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SIR2002 (Burla et al., 2003)'
_diffrn_ambient_temperature 293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type 'Philips PW1100 diffractometer'
_diffrn_measurement_method '\q-2\q scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0362
_diffrn_reflns_av_sigmaI/netI 0.0463
_diffrn_reflns_limit_h_max 16
_diffrn_reflns_limit_h_min -16
_diffrn_reflns_limit_k_max 22
_diffrn_reflns_limit_k_min -1
_diffrn_reflns_limit_l_max 19
_diffrn_reflns_limit_l_min 0
_diffrn_reflns_number 8121
_diffrn_reflns_theta_full 54.24
_diffrn_reflns_theta_max 54.24
_diffrn_reflns_theta_min 3.25
_diffrn_standards_decay_% negligible
_diffrn_standards_interval_count 100
_diffrn_standards_number 3
_exptl_absorpt_coefficient_mu 0.670
_exptl_absorpt_correction_type none
_exptl_crystal_colour 'pale yellow'
_exptl_crystal_density_diffrn 1.152
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 2252
_exptl_crystal_size_max 0.40
_exptl_crystal_size_mid 0.25
_exptl_crystal_size_min 0.15
_refine_diff_density_max 0.307
_refine_diff_density_min -0.314
_refine_diff_density_rms 0.064
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.213
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type fullcycle
_refine_ls_number_parameters 652
_refine_ls_number_reflns 7362
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.213
_refine_ls_R_factor_all 0.1233
_refine_ls_R_factor_gt 0.0864
_refine_ls_shift/su_max 0.054
_refine_ls_shift/su_mean 0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0846P)^2^+8.6383P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.2244
_refine_ls_wR_factor_ref 0.2382
_reflns_number_gt 4832
_reflns_number_total 7362
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file jp2063645_si_001.cif
_cod_data_source_block mc144
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_cell_volume 6036.6(17)
_cod_original_sg_symbol_H-M P2(1)/c
_cod_database_code 1501770
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C01 C 0.98687(19) 0.11903(18) 0.7168(2) 0.0648(17) Uani 1 1 d G
C02 C 1.0360(3) 0.1353(2) 0.7853(2) 0.087(2) Uani 1 1 d G
H02 H 1.0103 0.1465 0.8256 0.104 Uiso 1 1 calc R
C03 C 1.1236(3) 0.1347(2) 0.7937(2) 0.108(3) Uani 1 1 d G
H03 H 1.1565 0.1456 0.8396 0.129 Uiso 1 1 calc R
C04 C 1.16206(18) 0.1180(2) 0.7336(3) 0.109(3) Uani 1 1 d G
H04 H 1.2207 0.1177 0.7392 0.131 Uiso 1 1 calc R
C05 C 1.1129(3) 0.1018(2) 0.6651(3) 0.092(2) Uani 1 1 d G
H05 H 1.1386 0.0906 0.6248 0.110 Uiso 1 1 calc R
C06 C 1.0253(2) 0.10229(18) 0.6567(2) 0.0705(18) Uani 1 1 d G
C07 C 0.9604(2) 0.0900(2) 0.5932(2) 0.0709(18) Uani 1 1 d G
C08 C 0.9662(2) 0.0748(2) 0.5196(3) 0.094(2) Uani 1 1 d G
H08 H 1.0190 0.0708 0.5057 0.113 Uiso 1 1 calc R
C09 C 0.8933(3) 0.0655(2) 0.4667(2) 0.101(3) Uani 1 1 d G
H09 H 0.8972 0.0553 0.4174 0.121 Uiso 1 1 calc R
C010 C 0.8145(3) 0.0714(2) 0.4873(2) 0.102(2) Uani 1 1 d G
H010 H 0.7657 0.0652 0.4519 0.123 Uiso 1 1 calc R
C011 C 0.8086(2) 0.0866(2) 0.5609(3) 0.085(2) Uani 1 1 d G
H011 H 0.7559 0.0906 0.5748 0.102 Uiso 1 1 calc R
C012 C 0.8815(3) 0.09596(19) 0.61384(19) 0.0658(17) Uani 1 1 d G
C013 C 0.8932(4) 0.1103(3) 0.6967(3) 0.0637(17) Uani 1 1 d .
H013 H 0.8802 0.0708 0.7211 0.076 Uiso 1 1 calc R
C014 C 0.8375(4) 0.1610(3) 0.7216(4) 0.0717(18) Uani 1 1 d .
H01A H 0.7789 0.1480 0.7085 0.086 Uiso 1 1 calc R
H01B H 0.8511 0.1652 0.7758 0.086 Uiso 1 1 calc R
OU O 0.8480(2) 0.22212(17) 0.6874(2) 0.0650(11) Uani 1 1 d .
C0 C 0.7765(3) 0.2500(3) 0.6516(3) 0.0544(15) Uani 1 1 d .
O0 O 0.7080(2) 0.22486(17) 0.6388(2) 0.0656(11) Uani 1 1 d .
N1 N 0.7925(3) 0.31014(19) 0.6318(3) 0.0552(12) Uani 1 1 d .
H1 H 0.8434 0.3242 0.6401 0.066 Uiso 1 1 calc R
C1A C 0.7229(3) 0.3517(2) 0.5963(3) 0.0499(14) Uani 1 1 d .
C1B1 C 0.7631(3) 0.4115(2) 0.5686(3) 0.0536(15) Uani 1 1 d .
H1B1 H 0.8177 0.4181 0.6003 0.064 Uiso 1 1 calc R
H1B2 H 0.7730 0.4035 0.5181 0.064 Uiso 1 1 calc R
C1G1 C 0.7118(3) 0.4730(2) 0.5676(3) 0.0566(15) Uani 1 1 d .
N1D N 0.6915(3) 0.4827(2) 0.6425(3) 0.0635(13) Uani 1 1 d .
O1D O 0.6773(4) 0.53918(19) 0.6633(3) 0.1007(17) Uani 1 1 d .
C1G2 C 0.6847(4) 0.4305(3) 0.6959(3) 0.0645(17) Uani 1 1 d .
C1B2 C 0.6637(3) 0.3687(2) 0.6497(3) 0.0542(15) Uani 1 1 d .
H1B3 H 0.6633 0.3337 0.6845 0.065 Uiso 1 1 calc R
H1B4 H 0.6070 0.3725 0.6209 0.065 Uiso 1 1 calc R
C1D1 C 0.7671(4) 0.5280(3) 0.5494(4) 0.0759(19) Uani 1 1 d .
H1D1 H 0.7413 0.5676 0.5586 0.114 Uiso 1 1 calc R
H1D2 H 0.7728 0.5257 0.4975 0.114 Uiso 1 1 calc R
H1D3 H 0.8219 0.5251 0.5805 0.114 Uiso 1 1 calc R
C1D2 C 0.6292(4) 0.4718(3) 0.5108(4) 0.0721(18) Uani 1 1 d .
H1D4 H 0.5975 0.4347 0.5189 0.108 Uiso 1 1 calc R
H1D5 H 0.6415 0.4711 0.4608 0.108 Uiso 1 1 calc R
H1D6 H 0.5967 0.5091 0.5171 0.108 Uiso 1 1 calc R
C1D3 C 0.7682(5) 0.4266(3) 0.7512(4) 0.093(2) Uani 1 1 d .
H1D7 H 0.8128 0.4157 0.7247 0.140 Uiso 1 1 calc R
H1D8 H 0.7640 0.3948 0.7884 0.140 Uiso 1 1 calc R
H1D9 H 0.7802 0.4670 0.7753 0.140 Uiso 1 1 calc R
C1D4 C 0.6130(5) 0.4443(3) 0.7368(4) 0.104(3) Uani 1 1 d .
H1DX H 0.6275 0.4799 0.7697 0.156 Uiso 1 1 calc R
H1DY H 0.6028 0.4079 0.7658 0.156 Uiso 1 1 calc R
H1DZ H 0.5630 0.4540 0.7011 0.156 Uiso 1 1 calc R
C1 C 0.6755(3) 0.3159(2) 0.5260(3) 0.0507(14) Uani 1 1 d .
O1 O 0.5981(2) 0.31781(17) 0.5092(2) 0.0604(10) Uani 1 1 d .
N2 N 0.7246(3) 0.2857(2) 0.4851(2) 0.0519(12) Uani 1 1 d .
H2 H 0.7773 0.2819 0.5040 0.062 Uiso 1 1 calc R
C2A C 0.6951(3) 0.2588(3) 0.4106(3) 0.0542(15) Uani 1 1 d .
C2B1 C 0.7699(4) 0.2267(3) 0.3857(4) 0.0745(19) Uani 1 1 d .
H2B1 H 0.8154 0.2566 0.3881 0.112 Uiso 1 1 calc R
H2B2 H 0.7536 0.2118 0.3351 0.112 Uiso 1 1 calc R
H2B3 H 0.7881 0.1915 0.4182 0.112 Uiso 1 1 calc R
C2B2 C 0.6600(5) 0.3115(3) 0.3556(4) 0.082(2) Uani 1 1 d .
H2B4 H 0.6050 0.3237 0.3643 0.122 Uiso 1 1 calc R
H2B5 H 0.6557 0.2963 0.3051 0.122 Uiso 1 1 calc R
H2B6 H 0.6971 0.3475 0.3631 0.122 Uiso 1 1 calc R
C2 C 0.6269(3) 0.2078(2) 0.4124(3) 0.0499(14) Uani 1 1 d .
O2 O 0.5821(2) 0.19215(18) 0.3529(2) 0.0617(11) Uani 1 1 d .
N3 N 0.6196(3) 0.1820(2) 0.4776(2) 0.0504(11) Uani 1 1 d .
H3 H 0.6561 0.1917 0.5167 0.060 Uiso 1 1 calc R
C3A C 0.5510(3) 0.1369(2) 0.4861(3) 0.0554(15) Uani 1 1 d .
C3B1 C 0.5471(4) 0.1307(3) 0.5685(3) 0.0732(19) Uani 1 1 d .
H3B1 H 0.5994 0.1135 0.5947 0.110 Uiso 1 1 calc R
H3B2 H 0.5016 0.1028 0.5746 0.110 Uiso 1 1 calc R
H3B3 H 0.5378 0.1717 0.5887 0.110 Uiso 1 1 calc R
C3B2 C 0.5661(4) 0.0722(3) 0.4517(4) 0.078(2) Uani 1 1 d .
H3B4 H 0.5733 0.0780 0.4006 0.118 Uiso 1 1 calc R
H3B5 H 0.5184 0.0451 0.4530 0.118 Uiso 1 1 calc R
H3B6 H 0.6160 0.0531 0.4800 0.118 Uiso 1 1 calc R
C3 C 0.4663(3) 0.1638(3) 0.4473(3) 0.0550(15) Uani 1 1 d .
O3 O 0.4095(2) 0.1284(2) 0.4167(2) 0.0728(12) Uani 1 1 d .
N4 N 0.4551(3) 0.2264(2) 0.4512(2) 0.0581(13) Uani 1 1 d .
H4 H 0.4965 0.2490 0.4736 0.070 Uiso 1 1 calc R
C4A C 0.3757(4) 0.2591(3) 0.4194(3) 0.0721(19) Uani 1 1 d .
C4B1 C 0.3963(5) 0.3303(3) 0.4178(5) 0.113(3) Uani 1 1 d .
H4B1 H 0.4159 0.3451 0.4680 0.169 Uiso 1 1 calc R
H4B2 H 0.3463 0.3533 0.3962 0.169 Uiso 1 1 calc R
H4B3 H 0.4394 0.3371 0.3881 0.169 Uiso 1 1 calc R
C4B2 C 0.3104(5) 0.2476(6) 0.4659(4) 0.140(4) Uani 1 1 d .
H4B4 H 0.3083 0.2031 0.4770 0.211 Uiso 1 1 calc R
H4B5 H 0.2564 0.2610 0.4390 0.211 Uiso 1 1 calc R
H4B6 H 0.3240 0.2711 0.5119 0.211 Uiso 1 1 calc R
C4 C 0.3449(3) 0.2375(3) 0.3388(3) 0.0526(14) Uani 1 1 d .
O4 O 0.2683(2) 0.2321(2) 0.3147(2) 0.0695(12) Uani 1 1 d .
N5 N 0.4022(3) 0.2299(2) 0.2955(2) 0.0522(12) Uani 1 1 d .
H5 H 0.4548 0.2317 0.3156 0.063 Uiso 1 1 calc R
C5A C 0.3798(4) 0.2187(3) 0.2156(3) 0.0583(16) Uani 1 1 d .
C5B1 C 0.4607(4) 0.2060(3) 0.1854(3) 0.0760(19) Uani 1 1 d .
H5B1 H 0.4971 0.2423 0.1944 0.114 Uiso 1 1 calc R
H5B2 H 0.4472 0.1979 0.1324 0.114 Uiso 1 1 calc R
H5B3 H 0.4889 0.1697 0.2104 0.114 Uiso 1 1 calc R
C5B2 C 0.3322(5) 0.2770(3) 0.1773(4) 0.095(2) Uani 1 1 d .
H5B4 H 0.2804 0.2826 0.1959 0.142 Uiso 1 1 calc R
H5B5 H 0.3198 0.2704 0.1240 0.142 Uiso 1 1 calc R
H5B6 H 0.3667 0.3142 0.1882 0.142 Uiso 1 1 calc R
C5 C 0.3243(3) 0.1587(3) 0.1990(3) 0.0602(16) Uani 1 1 d .
O5 O 0.2733(2) 0.1533(2) 0.1401(2) 0.0772(13) Uani 1 1 d .
N6 N 0.3368(3) 0.1129(2) 0.2508(3) 0.0580(13) Uani 1 1 d .
H6 H 0.3711 0.1201 0.2921 0.070 Uiso 1 1 calc R
C6A C 0.2946(4) 0.0511(3) 0.2407(4) 0.0675(18) Uani 1 1 d .
C6B1 C 0.3177(4) 0.0153(3) 0.3156(4) 0.095(2) Uani 1 1 d .
H6B1 H 0.3654 0.0354 0.3461 0.143 Uiso 1 1 calc R
H6B2 H 0.3316 -0.0279 0.3061 0.143 Uiso 1 1 calc R
H6B3 H 0.2705 0.0161 0.3414 0.143 Uiso 1 1 calc R
C6B2 C 0.3231(5) 0.0155(4) 0.1764(5) 0.104(3) Uani 1 1 d .
H6B4 H 0.3262 0.0444 0.1360 0.156 Uiso 1 1 calc R
H6B5 H 0.2832 -0.0175 0.1590 0.156 Uiso 1 1 calc R
H6B6 H 0.3777 -0.0029 0.1935 0.156 Uiso 1 1 calc R
C6 C 0.1987(4) 0.0589(3) 0.2262(3) 0.0604(16) Uani 1 1 d .
O6 O 0.1538(3) 0.0175(2) 0.1912(3) 0.0814(13) Uani 1 1 d .
N7 N 0.1657(3) 0.1091(2) 0.2557(3) 0.0590(13) Uani 1 1 d .
H7 H 0.2002 0.1362 0.2799 0.071 Uiso 1 1 calc R
C7A C 0.0759(3) 0.1212(3) 0.2502(3) 0.0602(16) Uani 1 1 d .
C7B1 C 0.0673(4) 0.1828(4) 0.2934(4) 0.091(2) Uani 1 1 d .
H7B1 H 0.1051 0.1816 0.3408 0.137 Uiso 1 1 calc R
H7B2 H 0.0102 0.1870 0.3017 0.137 Uiso 1 1 calc R
H7B3 H 0.0811 0.2184 0.2647 0.137 Uiso 1 1 calc R
C7B2 C 0.0314(4) 0.0661(4) 0.2830(4) 0.090(2) Uani 1 1 d .
H7B4 H 0.0208 0.0324 0.2469 0.135 Uiso 1 1 calc R
H7B5 H -0.0211 0.0808 0.2950 0.135 Uiso 1 1 calc R
H7B6 H 0.0669 0.0508 0.3278 0.135 Uiso 1 1 calc R
C7 C 0.0321(3) 0.1347(2) 0.1692(3) 0.0531(14) Uani 1 1 d .
O7 O -0.0452(2) 0.13101(19) 0.1526(2) 0.0678(11) Uani 1 1 d .
N8 N 0.0791(3) 0.1544(2) 0.1212(3) 0.0566(12) Uani 1 1 d .
H8 H 0.1327 0.1480 0.1316 0.068 Uiso 1 1 calc R
C8A C 0.0442(3) 0.1872(3) 0.0500(3) 0.0566(15) Uani 1 1 d .
C8B1 C 0.1138(4) 0.1950(3) 0.0051(4) 0.0743(19) Uani 1 1 d .
H8B1 H 0.1535 0.2261 0.0287 0.111 Uiso 1 1 calc R
H8B2 H 0.0902 0.2088 -0.0448 0.111 Uiso 1 1 calc R
H8B3 H 0.1421 0.1552 0.0027 0.111 Uiso 1 1 calc R
C8B2 C 0.0091(4) 0.2516(3) 0.0681(4) 0.083(2) Uani 1 1 d .
H8B4 H -0.0369 0.2454 0.0946 0.124 Uiso 1 1 calc R
H8B5 H -0.0107 0.2742 0.0223 0.124 Uiso 1 1 calc R
H8B6 H 0.0528 0.2757 0.0988 0.124 Uiso 1 1 calc R
C8 C -0.0269(3) 0.1480(3) 0.0032(3) 0.0593(16) Uani 1 1 d .
O8 O -0.0944(2) 0.1688(2) -0.0238(3) 0.0824(14) Uani 1 1 d .
OT O -0.0009(3) 0.09031(18) -0.0093(2) 0.0754(12) Uani 1 1 d .
CT C -0.0591(4) 0.0515(3) -0.0628(4) 0.092(2) Uani 1 1 d .
HT1 H -0.1040 0.0362 -0.0391 0.138 Uiso 1 1 calc R
HT2 H -0.0290 0.0162 -0.0787 0.138 Uiso 1 1 calc R
HT3 H -0.0822 0.0769 -0.1056 0.138 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C01 0.064(4) 0.040(3) 0.086(5) 0.015(3) -0.001(4) 0.003(3)
C02 0.094(5) 0.061(4) 0.097(6) 0.019(4) -0.005(4) -0.003(4)
C03 0.075(6) 0.084(6) 0.146(8) 0.034(5) -0.029(5) -0.014(4)
C04 0.073(6) 0.077(5) 0.165(9) 0.042(6) -0.009(5) -0.001(4)
C05 0.072(5) 0.065(5) 0.138(7) 0.023(5) 0.017(5) 0.007(4)
C06 0.057(4) 0.042(4) 0.108(6) 0.016(4) 0.004(4) 0.005(3)
C07 0.073(5) 0.044(4) 0.097(5) 0.006(4) 0.019(4) 0.014(3)
C08 0.092(6) 0.066(5) 0.126(7) 0.004(5) 0.027(5) 0.024(4)
C09 0.125(7) 0.086(6) 0.093(6) -0.011(4) 0.021(5) 0.023(5)
C010 0.109(6) 0.096(6) 0.094(6) -0.008(5) 0.000(5) 0.007(5)
C011 0.068(5) 0.076(5) 0.105(6) 0.003(4) 0.001(4) 0.013(4)
C012 0.063(4) 0.045(4) 0.089(5) 0.009(3) 0.012(4) 0.012(3)
C013 0.066(4) 0.047(4) 0.077(5) 0.015(3) 0.012(3) 0.007(3)
C014 0.077(4) 0.059(4) 0.080(5) 0.019(3) 0.017(4) 0.008(3)
OU 0.057(2) 0.049(2) 0.085(3) 0.009(2) 0.001(2) 0.0068(19)
C0 0.052(4) 0.045(4) 0.063(4) -0.001(3) 0.000(3) 0.004(3)
O0 0.056(2) 0.050(2) 0.085(3) 0.006(2) -0.004(2) -0.010(2)
N1 0.040(3) 0.042(3) 0.078(3) -0.003(2) -0.004(2) -0.002(2)
C1A 0.042(3) 0.037(3) 0.068(4) 0.000(3) 0.001(3) -0.004(3)
C1B1 0.045(3) 0.042(3) 0.072(4) -0.004(3) 0.006(3) -0.003(3)
C1G1 0.058(4) 0.038(3) 0.076(4) 0.004(3) 0.016(3) 0.007(3)
N1D 0.072(3) 0.044(3) 0.075(4) -0.003(3) 0.016(3) 0.008(2)
O1D 0.155(5) 0.043(3) 0.113(4) -0.006(3) 0.048(3) 0.017(3)
C1G2 0.087(5) 0.045(4) 0.062(4) 0.002(3) 0.014(4) -0.005(3)
C1B2 0.057(4) 0.042(3) 0.064(4) 0.004(3) 0.009(3) -0.003(3)
C1D1 0.082(5) 0.043(4) 0.104(5) 0.007(3) 0.021(4) -0.001(3)
C1D2 0.066(4) 0.062(4) 0.084(5) 0.014(3) 0.002(4) 0.008(3)
C1D3 0.128(6) 0.064(4) 0.074(5) -0.003(4) -0.017(4) -0.013(4)
C1D4 0.150(7) 0.073(5) 0.107(6) -0.019(4) 0.073(6) -0.012(5)
C1 0.037(3) 0.037(3) 0.074(4) 0.003(3) -0.001(3) -0.004(3)
O1 0.045(2) 0.049(2) 0.082(3) -0.006(2) 0.000(2) 0.0005(18)
N2 0.041(3) 0.047(3) 0.066(3) -0.006(2) 0.004(2) 0.001(2)
C2A 0.056(4) 0.054(4) 0.052(4) -0.004(3) 0.009(3) -0.005(3)
C2B1 0.064(4) 0.078(5) 0.086(5) -0.025(4) 0.024(4) -0.019(4)
C2B2 0.106(5) 0.064(4) 0.071(4) 0.014(4) 0.005(4) -0.013(4)
C2 0.050(3) 0.048(3) 0.051(4) -0.007(3) 0.007(3) 0.004(3)
O2 0.059(2) 0.064(3) 0.058(2) -0.009(2) -0.001(2) -0.007(2)
N3 0.047(3) 0.050(3) 0.050(3) -0.003(2) -0.003(2) -0.006(2)
C3A 0.049(3) 0.043(3) 0.071(4) 0.003(3) 0.001(3) -0.011(3)
C3B1 0.068(4) 0.081(5) 0.065(4) 0.016(3) -0.004(3) -0.011(3)
C3B2 0.079(5) 0.043(4) 0.109(5) -0.003(4) 0.004(4) -0.006(3)
C3 0.050(4) 0.067(4) 0.044(3) 0.006(3) -0.001(3) -0.009(3)
O3 0.061(3) 0.076(3) 0.073(3) 0.007(2) -0.012(2) -0.025(2)
N4 0.046(3) 0.062(3) 0.060(3) -0.008(2) -0.005(2) 0.004(2)
C4A 0.055(4) 0.096(5) 0.063(4) -0.011(4) 0.002(3) 0.027(4)
C4B1 0.115(6) 0.069(5) 0.131(7) -0.035(5) -0.039(5) 0.042(5)
C4B2 0.069(5) 0.280(13) 0.071(5) -0.024(7) 0.007(4) 0.048(7)
C4 0.051(4) 0.054(4) 0.049(4) -0.001(3) 0.001(3) 0.012(3)
O4 0.047(2) 0.083(3) 0.073(3) -0.011(2) -0.004(2) 0.014(2)
N5 0.045(3) 0.058(3) 0.052(3) -0.003(2) 0.006(2) 0.003(2)
C5A 0.060(4) 0.067(4) 0.046(4) 0.007(3) 0.004(3) 0.004(3)
C5B1 0.070(4) 0.102(5) 0.058(4) -0.001(4) 0.018(3) -0.010(4)
C5B2 0.118(6) 0.083(5) 0.072(5) 0.014(4) -0.009(4) 0.014(5)
C5 0.048(4) 0.076(4) 0.055(4) -0.006(3) 0.006(3) 0.008(3)
O5 0.064(3) 0.109(4) 0.051(2) -0.007(2) -0.012(2) -0.002(2)
N6 0.049(3) 0.059(3) 0.060(3) -0.007(3) -0.007(2) 0.002(2)
C6A 0.054(4) 0.050(4) 0.093(5) -0.013(3) -0.003(3) -0.002(3)
C6B1 0.083(5) 0.055(4) 0.130(7) 0.016(4) -0.031(5) -0.003(4)
C6B2 0.088(5) 0.090(6) 0.135(7) -0.056(5) 0.021(5) 0.009(4)
C6 0.058(4) 0.054(4) 0.066(4) -0.003(3) 0.000(3) 0.003(3)
O6 0.069(3) 0.065(3) 0.101(3) -0.021(3) -0.011(2) -0.011(2)
N7 0.047(3) 0.060(3) 0.066(3) -0.011(3) -0.002(2) 0.000(2)
C7A 0.045(4) 0.070(4) 0.066(4) -0.002(3) 0.010(3) 0.001(3)
C7B1 0.071(5) 0.103(6) 0.100(6) -0.029(5) 0.017(4) 0.016(4)
C7B2 0.063(4) 0.106(6) 0.100(6) 0.030(5) 0.014(4) -0.005(4)
C7 0.043(3) 0.042(3) 0.075(4) -0.004(3) 0.013(3) -0.003(3)
O7 0.039(2) 0.067(3) 0.095(3) 0.010(2) 0.003(2) -0.0022(19)
N8 0.040(3) 0.057(3) 0.069(3) -0.001(3) -0.001(2) 0.001(2)
C8A 0.048(3) 0.046(3) 0.072(4) 0.001(3) 0.000(3) -0.003(3)
C8B1 0.056(4) 0.084(5) 0.082(5) 0.008(4) 0.011(3) -0.013(3)
C8B2 0.095(5) 0.046(4) 0.104(5) -0.003(4) 0.007(4) 0.002(4)
C8 0.050(4) 0.055(4) 0.069(4) 0.006(3) 0.000(3) -0.004(3)
O8 0.055(3) 0.076(3) 0.105(4) 0.006(3) -0.016(2) 0.009(2)
OT 0.072(3) 0.048(2) 0.095(3) -0.011(2) -0.014(2) 0.002(2)
CT 0.096(5) 0.068(5) 0.100(6) -0.017(4) -0.018(4) -0.018(4)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C02 C01 C06 120.0
C02 C01 C013 129.4(4)
C06 C01 C013 110.3(4)
C03 C02 C01 120.0
C02 C03 C04 120.0
C05 C04 C03 120.0
C06 C05 C04 120.0
C05 C06 C01 120.0
C05 C06 C07 131.8(3)
C01 C06 C07 108.2(3)
C08 C07 C012 120.0
C08 C07 C06 130.3(4)
C012 C07 C06 109.7(4)
C07 C08 C09 120.0
C010 C09 C08 120.0
C09 C010 C011 120.0
C012 C011 C010 120.0
C011 C012 C07 120.0
C011 C012 C013 130.8(4)
C07 C012 C013 109.2(4)
C01 C013 C012 101.9(4)
C01 C013 C014 117.6(5)
C012 C013 C014 117.5(5)
OU C014 C013 112.3(5)
C0 OU C014 115.9(4)
O0 C0 OU 125.0(5)
O0 C0 N1 124.6(5)
OU C0 N1 110.4(5)
C0 N1 C1A 120.4(4)
N1 C1A C1B2 112.0(4)
N1 C1A C1B1 107.3(4)
C1B2 C1A C1B1 111.3(4)
N1 C1A C1 107.0(4)
C1B2 C1A C1 111.3(4)
C1B1 C1A C1 107.7(4)
C1G1 C1B1 C1A 116.0(4)
N1D C1G1 C1D2 108.4(5)
N1D C1G1 C1D1 109.2(5)
C1D2 C1G1 C1D1 109.7(5)
N1D C1G1 C1B1 108.3(4)
C1D2 C1G1 C1B1 113.3(5)
C1D1 C1G1 C1B1 108.0(4)
O1D N1D C1G1 118.9(5)
O1D N1D C1G2 117.4(5)
C1G1 N1D C1G2 123.8(4)
N1D C1G2 C1D4 109.2(5)
N1D C1G2 C1D3 108.0(5)
C1D4 C1G2 C1D3 110.4(6)
N1D C1G2 C1B2 107.8(5)
C1D4 C1G2 C1B2 108.4(5)
C1D3 C1G2 C1B2 113.0(5)
C1A C1B2 C1G2 116.1(5)
O1 C1 N2 123.5(5)
O1 C1 C1A 120.9(5)
N2 C1 C1A 115.5(4)
C1 N2 C2A 124.7(4)
N2 C2A C2B1 107.6(4)
N2 C2A C2B2 109.8(5)
C2B1 C2A C2B2 110.5(5)
N2 C2A C2 111.5(4)
C2B1 C2A C2 107.6(4)
C2B2 C2A C2 109.7(5)
O2 C2 N3 122.7(5)
O2 C2 C2A 118.5(5)
N3 C2 C2A 118.8(5)
C2 N3 C3A 122.7(4)
N3 C3A C3B1 108.6(4)
N3 C3A C3 109.6(4)
C3B1 C3A C3 107.2(5)
N3 C3A C3B2 110.6(5)
C3B1 C3A C3B2 111.1(5)
C3 C3A C3B2 109.6(5)
O3 C3 N4 121.7(5)
O3 C3 C3A 120.8(5)
N4 C3 C3A 117.4(5)
C3 N4 C4A 123.8(5)
N4 C4A C4B2 110.8(6)
N4 C4A C4 110.3(5)
C4B2 C4A C4 110.7(6)
N4 C4A C4B1 106.8(5)
C4B2 C4A C4B1 110.3(7)
C4 C4A C4B1 107.9(5)
O4 C4 N5 122.5(5)
O4 C4 C4A 119.9(5)
N5 C4 C4A 117.5(5)
C4 N5 C5A 122.4(4)
N5 C5A C5B1 108.1(5)
N5 C5A C5B2 109.5(5)
C5B1 C5A C5B2 111.5(5)
N5 C5A C5 111.1(5)
C5B1 C5A C5 106.7(5)
C5B2 C5A C5 109.9(5)
O5 C5 N6 122.5(6)
O5 C5 C5A 121.1(5)
N6 C5 C5A 116.4(5)
C5 N6 C6A 123.1(5)
N6 C6A C6B2 109.8(5)
N6 C6A C6 110.8(5)
C6B2 C6A C6 110.7(5)
N6 C6A C6B1 107.0(5)
C6B2 C6A C6B1 112.1(6)
C6 C6A C6B1 106.4(5)
O6 C6 N7 121.7(5)
O6 C6 C6A 119.6(5)
N7 C6 C6A 118.6(5)
C6 N7 C7A 125.0(5)
N7 C7A C7B1 107.0(5)
N7 C7A C7 112.3(5)
C7B1 C7A C7 105.2(5)
N7 C7A C7B2 111.5(5)
C7B1 C7A C7B2 110.5(5)
C7 C7A C7B2 110.1(5)
O7 C7 N8 122.2(5)
O7 C7 C7A 119.6(5)
N8 C7 C7A 118.0(5)
C7 N8 C8A 123.2(4)
N8 C8A C8B1 108.5(4)
N8 C8A C8B2 109.0(5)
C8B1 C8A C8B2 110.9(5)
N8 C8A C8 111.0(4)
C8B1 C8A C8 108.2(5)
C8B2 C8A C8 109.2(5)
O8 C8 OT 124.3(5)
O8 C8 C8A 124.2(5)
OT C8 C8A 111.2(5)
C8 OT CT 116.1(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C01 C02 1.3900
C01 C06 1.3900
C01 C013 1.498(6)
C02 C03 1.3900
C03 C04 1.3900
C04 C05 1.3900
C05 C06 1.3900
C06 C07 1.432(5)
C07 C08 1.3900
C07 C012 1.3900
C08 C09 1.3900
C09 C010 1.3900
C010 C011 1.3900
C011 C012 1.3900
C012 C013 1.509(7)
C013 C014 1.513(8)
C014 OU 1.452(7)
OU C0 1.349(6)
C0 O0 1.208(6)
C0 N1 1.354(7)
N1 C1A 1.475(6)
C1A C1B2 1.517(7)
C1A C1B1 1.539(7)
C1A C1 1.557(7)
C1B1 C1G1 1.536(7)
C1G1 N1D 1.465(7)
C1G1 C1D2 1.528(8)
C1G1 C1D1 1.531(8)
N1D O1D 1.281(6)
N1D C1G2 1.482(7)
C1G2 C1D4 1.507(9)
C1G2 C1D3 1.527(9)
C1G2 C1B2 1.551(8)
C1 O1 1.228(5)
C1 N2 1.335(6)
N2 C2A 1.462(7)
C2A C2B1 1.517(8)
C2A C2B2 1.531(8)
C2A C2 1.540(7)
C2 O2 1.230(6)
C2 N3 1.325(6)
N3 C3A 1.483(6)
C3A C3B1 1.511(8)
C3A C3 1.526(8)
C3A C3B2 1.535(8)
C3 O3 1.231(6)
C3 N4 1.336(7)
N4 C4A 1.473(7)
C4A C4B2 1.480(10)
C4A C4 1.525(8)
C4A C4B1 1.539(10)
C4 O4 1.238(6)
C4 N5 1.321(6)
N5 C5A 1.446(7)
C5A C5B1 1.523(8)
C5A C5B2 1.544(8)
C5A C5 1.546(8)
C5 O5 1.229(6)
C5 N6 1.335(7)
N6 C6A 1.466(7)
C6A C6B2 1.522(9)
C6A C6 1.527(8)
C6A C6B1 1.538(9)
C6 O6 1.233(6)
C6 N7 1.337(7)
N7 C7A 1.453(7)
C7A C7B1 1.534(9)
C7A C7 1.535(8)
C7A C7B2 1.537(8)
C7 O7 1.230(6)
C7 N8 1.317(7)
N8 C8A 1.481(7)
C8A C8B1 1.507(8)
C8A C8B2 1.527(8)
C8A C8 1.537(8)
C8 O8 1.191(6)
C8 OT 1.319(7)
OT CT 1.469(7)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O0 0.86 2.33 3.141(6) 158.5 .
N4 H4 O1 0.86 2.19 3.040(6) 168.2 .
N5 H5 O2 0.86 2.20 3.002(6) 154.6 .
N6 H6 O3 0.86 2.24 3.040(6) 155.4 .
N7 H7 O4 0.86 2.33 3.155(6) 160.6 .
N8 H8 O5 0.86 2.24 3.081(6) 165.1 .
N1 H1 O7 0.86 2.00 2.854(6) 171.5 4_666
N2 H2 O8 0.86 2.44 3.097(6) 133.5 4_666
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
C06 C01 C02 C03 0.0 ?
C013 C01 C02 C03 173.6(4) ?
C01 C02 C03 C04 0.0 ?
C02 C03 C04 C05 0.0 ?
C03 C04 C05 C06 0.0 ?
C04 C05 C06 C01 0.0 ?
C04 C05 C06 C07 177.6(4) ?
C02 C01 C06 C05 0.0 ?
C013 C01 C06 C05 -174.7(4) ?
C02 C01 C06 C07 -178.1(3) ?
C013 C01 C06 C07 7.2(4) ?
C05 C06 C07 C08 -1.3(6) ?
C01 C06 C07 C08 176.6(3) ?
C05 C06 C07 C012 179.3(3) ?
C01 C06 C07 C012 -2.8(3) ?
C012 C07 C08 C09 0.0 ?
C06 C07 C08 C09 -179.4(4) ?
C07 C08 C09 C010 0.0 ?
C08 C09 C010 C011 0.0 ?
C09 C010 C011 C012 0.0 ?
C010 C011 C012 C07 0.0 ?
C010 C011 C012 C013 -177.5(5) ?
C08 C07 C012 C011 0.0 ?
C06 C07 C012 C011 179.5(4) ?
C08 C07 C012 C013 178.0(4) ?
C06 C07 C012 C013 -2.5(4) ?
C02 C01 C013 C012 177.7(3) ?
C06 C01 C013 C012 -8.2(4) ?
C02 C01 C013 C014 47.6(6) ?
C06 C01 C013 C014 -138.3(4) ?
C011 C012 C013 C01 -175.9(3) ?
C07 C012 C013 C01 6.4(4) ?
C011 C012 C013 C014 -45.8(7) ?
C07 C012 C013 C014 136.5(4) ?
C01 C013 C014 OU 63.2(7) y
C012 C013 C014 OU -59.2(7) y
C013 C014 OU C0 126.7(5) y
C014 OU C0 O0 -9.2(8) ?
C014 OU C0 N1 171.0(5) y
O0 C0 N1 C1A 4.1(9) ?
OU C0 N1 C1A -176.0(4) y
C0 N1 C1A C1B2 67.4(6) ?
C0 N1 C1A C1B1 -170.2(5) ?
C0 N1 C1A C1 -54.9(6) y
N1 C1A C1B1 C1G1 -149.6(5) ?
C1B2 C1A C1B1 C1G1 -26.8(7) ?
C1 C1A C1B1 C1G1 95.5(5) ?
C1A C1B1 C1G1 N1D 54.1(6) ?
C1A C1B1 C1G1 C1D2 -66.2(7) ?
C1A C1B1 C1G1 C1D1 172.1(5) ?
C1D2 C1G1 N1D O1D -81.8(6) ?
C1D1 C1G1 N1D O1D 37.6(7) ?
C1B1 C1G1 N1D O1D 155.0(5) ?
C1D2 C1G1 N1D C1G2 96.9(6) ?
C1D1 C1G1 N1D C1G2 -143.7(5) ?
C1B1 C1G1 N1D C1G2 -26.3(7) ?
O1D N1D C1G2 C1D4 37.1(7) ?
C1G1 N1D C1G2 C1D4 -141.6(6) ?
O1D N1D C1G2 C1D3 -83.0(7) ?
C1G1 N1D C1G2 C1D3 98.3(6) ?
O1D N1D C1G2 C1B2 154.6(5) ?
C1G1 N1D C1G2 C1B2 -24.1(7) ?
N1 C1A C1B2 C1G2 91.5(5) ?
C1B1 C1A C1B2 C1G2 -28.6(6) ?
C1 C1A C1B2 C1G2 -148.8(5) ?
N1D C1G2 C1B2 C1A 53.9(6) ?
C1D4 C1G2 C1B2 C1A 171.9(5) ?
C1D3 C1G2 C1B2 C1A -65.4(7) ?
N1 C1A C1 O1 140.6(5) ?
C1B2 C1A C1 O1 17.9(7) ?
C1B1 C1A C1 O1 -104.3(6) ?
N1 C1A C1 N2 -41.7(6) y
C1B2 C1A C1 N2 -164.4(4) ?
C1B1 C1A C1 N2 73.3(5) ?
O1 C1 N2 C2A 8.9(8) ?
C1A C1 N2 C2A -168.7(4) y
C1 N2 C2A C2B1 -177.7(5) ?
C1 N2 C2A C2B2 61.9(7) ?
C1 N2 C2A C2 -60.0(6) y
N2 C2A C2 O2 162.6(5) ?
C2B1 C2A C2 O2 -79.6(6) ?
C2B2 C2A C2 O2 40.7(7) ?
N2 C2A C2 N3 -18.3(7) y
C2B1 C2A C2 N3 99.5(6) ?
C2B2 C2A C2 N3 -140.2(5) ?
O2 C2 N3 C3A -6.6(8) ?
C2A C2 N3 C3A 174.3(5) y
C2 N3 C3A C3B1 -164.9(5) ?
C2 N3 C3A C3 -48.1(7) y
C2 N3 C3A C3B2 72.8(6) ?
N3 C3A C3 O3 146.5(5) ?
C3B1 C3A C3 O3 -95.8(6) ?
C3B2 C3A C3 O3 24.9(7) ?
N3 C3A C3 N4 -36.7(7) y
C3B1 C3A C3 N4 81.1(6) ?
C3B2 C3A C3 N4 -158.2(5) ?
O3 C3 N4 C4A -0.6(9) ?
C3A C3 N4 C4A -177.4(5) y
C3 N4 C4A C4B2 74.1(8) ?
C3 N4 C4A C4 -48.8(8) y
C3 N4 C4A C4B1 -165.7(6) ?
N4 C4A C4 O4 144.4(5) ?
C4B2 C4A C4 O4 21.5(9) ?
C4B1 C4A C4 O4 -99.3(7) ?
N4 C4A C4 N5 -40.7(7) ?
C4B2 C4A C4 N5 -163.6(6) ?
C4B1 C4A C4 N5 75.6(6) ?
O4 C4 N5 C5A 4.0(8) ?
C4A C4 N5 C5A -170.8(5) y
C4 N5 C5A C5B1 -174.6(5) ?
C4 N5 C5A C5B2 63.7(7) ?
C4 N5 C5A C5 -57.8(7) y
N5 C5A C5 O5 152.0(5) ?
C5B1 C5A C5 O5 -90.3(6) ?
C5B2 C5A C5 O5 30.7(8) ?
N5 C5A C5 N6 -29.9(7) y
C5B1 C5A C5 N6 87.7(6) ?
C5B2 C5A C5 N6 -151.2(5) ?
O5 C5 N6 C6A 3.5(9) ?
C5A C5 N6 C6A -174.6(5) y
C5 N6 C6A C6B2 64.5(7) ?
C5 N6 C6A C6 -58.1(7) y
C5 N6 C6A C6B1 -173.7(5) ?
N6 C6A C6 O6 154.4(6) ?
C6B2 C6A C6 O6 32.3(8) ?
C6B1 C6A C6 O6 -89.6(7) ?
N6 C6A C6 N7 -29.4(8) y
C6B2 C6A C6 N7 -151.4(6) ?
C6B1 C6A C6 N7 86.6(6) ?
O6 C6 N7 C7A -0.5(9) ?
C6A C6 N7 C7A -176.6(5) y
C6 N7 C7A C7B1 178.8(6) ?
C6 N7 C7A C7 -66.2(7) y
C6 N7 C7A C7B2 57.9(7) ?
N7 C7A C7 O7 162.9(5) ?
C7B1 C7A C7 O7 -81.1(6) ?
C7B2 C7A C7 O7 38.0(7) ?
N7 C7A C7 N8 -21.9(7) y
C7B1 C7A C7 N8 94.1(6) ?
C7B2 C7A C7 N8 -146.8(5) ?
O7 C7 N8 C8A 14.2(8) ?
C7A C7 N8 C8A -160.9(5) y
C7 N8 C8A C8B1 -172.7(5) ?
C7 N8 C8A C8B2 66.4(6) ?
C7 N8 C8A C8 -54.0(7) y
N8 C8A C8 O8 130.8(6) ?
C8B1 C8A C8 O8 -110.3(7) ?
C8B2 C8A C8 O8 10.6(8) ?
N8 C8A C8 OT -55.4(6) y
C8B1 C8A C8 OT 63.5(6) ?
C8B2 C8A C8 OT -175.7(5) ?
O8 C8 OT CT 2.6(9) ?
C8A C8 OT CT -171.1(5) y
|
1501771.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501771.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501771
loop_
_publ_author_name
'Larsen, Randy W.'
'Miksovska, Jaroslava'
'Musselman, Ronald L.'
'Wojtas, Lukasz'
_publ_section_title
;
Ground- and excited-state properties of Zn(II)
tetrakis(4-tetramethylpyridyl) pophyrin specifically encapsulated within
a Zn(II) HKUST metal-organic framework.
;
_journal_issue 42
_journal_name_full 'The journal of physical chemistry. A'
_journal_page_first 11519
_journal_page_last 11524
_journal_paper_doi 10.1021/jp2064408
_journal_volume 115
_journal_year 2011
_chemical_formula_sum 'C463.98 H239.98 N32 O313.66 Zn52'
_chemical_formula_weight 14680.42
_chemical_name_systematic
;
?
;
_space_group_IT_number 225
_symmetry_cell_setting cubic
_symmetry_space_group_name_Hall '-F 4 2 3'
_symmetry_space_group_name_H-M 'F m -3 m'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 1
_cell_length_a 26.4461(4)
_cell_length_b 26.4461(4)
_cell_length_c 26.4461(4)
_cell_measurement_temperature 100(2)
_cell_volume 18496.3(5)
_computing_cell_refinement 'APEX2 (Bruker, 2010); SAINT (Bruker, 2009)'
_computing_data_collection 'APEX2 (Bruker, 2010)'
_computing_data_reduction 'SAINT (Bruker, 2009);XPREP(Sheldrick,2008)'
_computing_publication_material 'APEX2 (Bruker, 2010)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 100(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type 'BRUKER SMART APEXII CCD'
_diffrn_measurement_method 'omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0717
_diffrn_reflns_av_sigmaI/netI 0.0339
_diffrn_reflns_limit_h_max 26
_diffrn_reflns_limit_h_min -23
_diffrn_reflns_limit_k_max 25
_diffrn_reflns_limit_k_min -27
_diffrn_reflns_limit_l_max 30
_diffrn_reflns_limit_l_min -27
_diffrn_reflns_number 8540
_diffrn_reflns_theta_full 65.08
_diffrn_reflns_theta_max 65.08
_diffrn_reflns_theta_min 4.73
_exptl_absorpt_coefficient_mu 2.540
_exptl_absorpt_correction_T_max 0.8835
_exptl_absorpt_correction_T_min 0.8835
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SADABS; (Sheldrick, 2003)'
_exptl_crystal_colour green-yellow
_exptl_crystal_density_diffrn 1.318
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description octahedron
_exptl_crystal_F_000 7317
_exptl_crystal_size_max 0.05
_exptl_crystal_size_mid 0.05
_exptl_crystal_size_min 0.05
_refine_diff_density_max 0.560
_refine_diff_density_min -0.705
_refine_diff_density_rms 0.112
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.080
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 76
_refine_ls_number_reflns 834
_refine_ls_number_restraints 17
_refine_ls_restrained_S_all 1.073
_refine_ls_R_factor_all 0.0992
_refine_ls_R_factor_gt 0.0857
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1221P)^2^+250.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.2352
_refine_ls_wR_factor_ref 0.2476
_reflns_number_gt 662
_reflns_number_total 834
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file jp2064408_si_002.cif
_cod_data_source_block ZnT4MPyP-HKUST(Zn)
_cod_original_sg_symbol_H-M Fm-3m
_cod_database_code 1501771
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x, y, -z'
'x, -y, -z'
'z, x, y'
'z, -x, -y'
'-z, -x, y'
'-z, x, -y'
'y, z, x'
'-y, z, -x'
'y, -z, -x'
'-y, -z, x'
'y, x, -z'
'-y, -x, -z'
'y, -x, z'
'-y, x, z'
'x, z, -y'
'-x, z, y'
'-x, -z, -y'
'x, -z, y'
'z, y, -x'
'z, -y, x'
'-z, y, x'
'-z, -y, -x'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x, y+1/2, -z+1/2'
'x, -y+1/2, -z+1/2'
'z, x+1/2, y+1/2'
'z, -x+1/2, -y+1/2'
'-z, -x+1/2, y+1/2'
'-z, x+1/2, -y+1/2'
'y, z+1/2, x+1/2'
'-y, z+1/2, -x+1/2'
'y, -z+1/2, -x+1/2'
'-y, -z+1/2, x+1/2'
'y, x+1/2, -z+1/2'
'-y, -x+1/2, -z+1/2'
'y, -x+1/2, z+1/2'
'-y, x+1/2, z+1/2'
'x, z+1/2, -y+1/2'
'-x, z+1/2, y+1/2'
'-x, -z+1/2, -y+1/2'
'x, -z+1/2, y+1/2'
'z, y+1/2, -x+1/2'
'z, -y+1/2, x+1/2'
'-z, y+1/2, x+1/2'
'-z, -y+1/2, -x+1/2'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'-x+1/2, y, -z+1/2'
'x+1/2, -y, -z+1/2'
'z+1/2, x, y+1/2'
'z+1/2, -x, -y+1/2'
'-z+1/2, -x, y+1/2'
'-z+1/2, x, -y+1/2'
'y+1/2, z, x+1/2'
'-y+1/2, z, -x+1/2'
'y+1/2, -z, -x+1/2'
'-y+1/2, -z, x+1/2'
'y+1/2, x, -z+1/2'
'-y+1/2, -x, -z+1/2'
'y+1/2, -x, z+1/2'
'-y+1/2, x, z+1/2'
'x+1/2, z, -y+1/2'
'-x+1/2, z, y+1/2'
'-x+1/2, -z, -y+1/2'
'x+1/2, -z, y+1/2'
'z+1/2, y, -x+1/2'
'z+1/2, -y, x+1/2'
'-z+1/2, y, x+1/2'
'-z+1/2, -y, -x+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'
'z+1/2, x+1/2, y'
'z+1/2, -x+1/2, -y'
'-z+1/2, -x+1/2, y'
'-z+1/2, x+1/2, -y'
'y+1/2, z+1/2, x'
'-y+1/2, z+1/2, -x'
'y+1/2, -z+1/2, -x'
'-y+1/2, -z+1/2, x'
'y+1/2, x+1/2, -z'
'-y+1/2, -x+1/2, -z'
'y+1/2, -x+1/2, z'
'-y+1/2, x+1/2, z'
'x+1/2, z+1/2, -y'
'-x+1/2, z+1/2, y'
'-x+1/2, -z+1/2, -y'
'x+1/2, -z+1/2, y'
'z+1/2, y+1/2, -x'
'z+1/2, -y+1/2, x'
'-z+1/2, y+1/2, x'
'-z+1/2, -y+1/2, -x'
'-x, -y, -z'
'x, y, -z'
'x, -y, z'
'-x, y, z'
'-z, -x, -y'
'-z, x, y'
'z, x, -y'
'z, -x, y'
'-y, -z, -x'
'y, -z, x'
'-y, z, x'
'y, z, -x'
'-y, -x, z'
'y, x, z'
'-y, x, -z'
'y, -x, -z'
'-x, -z, y'
'x, -z, -y'
'x, z, y'
'-x, z, -y'
'-z, -y, x'
'-z, y, -x'
'z, -y, -x'
'z, y, x'
'-x, -y+1/2, -z+1/2'
'x, y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'
'-x, y+1/2, z+1/2'
'-z, -x+1/2, -y+1/2'
'-z, x+1/2, y+1/2'
'z, x+1/2, -y+1/2'
'z, -x+1/2, y+1/2'
'-y, -z+1/2, -x+1/2'
'y, -z+1/2, x+1/2'
'-y, z+1/2, x+1/2'
'y, z+1/2, -x+1/2'
'-y, -x+1/2, z+1/2'
'y, x+1/2, z+1/2'
'-y, x+1/2, -z+1/2'
'y, -x+1/2, -z+1/2'
'-x, -z+1/2, y+1/2'
'x, -z+1/2, -y+1/2'
'x, z+1/2, y+1/2'
'-x, z+1/2, -y+1/2'
'-z, -y+1/2, x+1/2'
'-z, y+1/2, -x+1/2'
'z, -y+1/2, -x+1/2'
'z, y+1/2, x+1/2'
'-x+1/2, -y, -z+1/2'
'x+1/2, y, -z+1/2'
'x+1/2, -y, z+1/2'
'-x+1/2, y, z+1/2'
'-z+1/2, -x, -y+1/2'
'-z+1/2, x, y+1/2'
'z+1/2, x, -y+1/2'
'z+1/2, -x, y+1/2'
'-y+1/2, -z, -x+1/2'
'y+1/2, -z, x+1/2'
'-y+1/2, z, x+1/2'
'y+1/2, z, -x+1/2'
'-y+1/2, -x, z+1/2'
'y+1/2, x, z+1/2'
'-y+1/2, x, -z+1/2'
'y+1/2, -x, -z+1/2'
'-x+1/2, -z, y+1/2'
'x+1/2, -z, -y+1/2'
'x+1/2, z, y+1/2'
'-x+1/2, z, -y+1/2'
'-z+1/2, -y, x+1/2'
'-z+1/2, y, -x+1/2'
'z+1/2, -y, -x+1/2'
'z+1/2, y, x+1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z'
'-z+1/2, -x+1/2, -y'
'-z+1/2, x+1/2, y'
'z+1/2, x+1/2, -y'
'z+1/2, -x+1/2, y'
'-y+1/2, -z+1/2, -x'
'y+1/2, -z+1/2, x'
'-y+1/2, z+1/2, x'
'y+1/2, z+1/2, -x'
'-y+1/2, -x+1/2, z'
'y+1/2, x+1/2, z'
'-y+1/2, x+1/2, -z'
'y+1/2, -x+1/2, -z'
'-x+1/2, -z+1/2, y'
'x+1/2, -z+1/2, -y'
'x+1/2, z+1/2, y'
'-x+1/2, z+1/2, -y'
'-z+1/2, -y+1/2, x'
'-z+1/2, y+1/2, -x'
'z+1/2, -y+1/2, -x'
'z+1/2, y+1/2, x'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.71020(4) 0.0000 0.21020(4) 0.0673(8) Uani 1 4 d S . .
C1 C 0.6782(3) -0.1136(3) 0.3218(3) 0.072(3) Uani 1 2 d S . .
C2 C 0.6350(3) -0.1350(3) 0.3003(4) 0.071(2) Uani 1 2 d S . .
H2 H 0.6201 -0.1201 0.2711 0.086 Uiso 1 2 calc SR . .
C3 C 0.7027(3) -0.0692(4) 0.2973(3) 0.080(3) Uani 1 2 d S . .
O1 O 0.6829(2) -0.0526(2) 0.2580(2) 0.0982(19) Uani 1 1 d . . .
O2 O 0.6550(3) 0.0000 0.1550(3) 0.141(6) Uani 1 4 d S . .
Zn11 Zn 0.5000 0.0000 0.5000 0.217(8) Uani 1 48 d SD . .
C11 C 0.5000 -0.1293(7) 0.5000 0.16(2) Uiso 0.6667 8 d SPD . .
C12 C 0.5000 -0.1848(10) 0.5000 0.27(5) Uiso 0.6667 8 d SPD . .
C13 C 0.5441(9) -0.2109(16) 0.509(4) 0.22(4) Uiso 0.1667 1 d PD A -1
H13 H 0.5749 -0.1934 0.5147 0.259 Uiso 0.1667 1 calc PR A -1
C14 C 0.5425(9) -0.2618(17) 0.508(4) 0.19(4) Uiso 0.1667 1 d PD A -1
H14 H 0.5726 -0.2804 0.5143 0.233 Uiso 0.1667 1 calc PR A -1
N11 N 0.5000(17) -0.287(2) 0.500(3) 0.338 Uiso 0.6667 8 d SPD A -1
C15 C 0.4528(9) -0.1065(9) 0.5000 0.145(17) Uiso 0.3333 2 d SPD A .
C16 C 0.4053(10) -0.1307(10) 0.5000 0.18(3) Uiso 0.3333 2 d SPD . .
H16 H 0.4000 -0.1657 0.5000 0.220 Uiso 0.3333 2 d SPR A .
N12 N 0.4450(5) -0.0550(5) 0.5000 0.15(2) Uiso 0.3333 4 d SPD . .
C17 C 0.5000 -0.342(2) 0.5000 0.279 Uiso 0.6667 8 d SPD . .
H17A H 0.5000 -0.3545 0.4655 0.418 Uiso 0.1667 2 d SPR A .
H17B H 0.4701 -0.3545 0.5172 0.418 Uiso 0.0833 1 d PR . .
H17C H 0.5299 -0.3545 0.5173 0.418 Uiso 0.0833 1 d PR . .
O22 O 0.193(3) -0.193(3) 0.693(3) 0.26(5) Uiso 0.3333 6 d SP . .
O31 O 0.5000 -0.5000 0.5000 0.06(3) Uiso 0.25 48 d SP . .
O32 O 0.1717(14) -0.154(3) 0.6717(14) 0.16(2) Uiso 0.25 2 d SP . .
O33 O 0.1603(18) -0.116(2) 0.636(2) 0.15(2) Uiso 0.125 1 d P . .
O34 O 0.5000 -0.5000 0.545(5) 0.19(5) Uiso 0.25 8 d SP . .
O35 O 0.466(2) -0.466(2) 0.534(2) 0.18(4) Uiso 0.25 6 d SP . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0731(9) 0.0555(11) 0.0731(9) 0.000 -0.0348(8) 0.000
C1 0.078(4) 0.059(5) 0.078(4) -0.004(3) 0.000(5) 0.004(3)
C2 0.068(3) 0.068(3) 0.077(6) 0.002(3) -0.002(3) 0.005(4)
C3 0.090(5) 0.059(6) 0.090(5) -0.001(4) -0.008(6) 0.001(4)
O1 0.114(5) 0.078(3) 0.102(4) 0.019(3) -0.020(3) -0.017(3)
O2 0.105(6) 0.215(17) 0.105(6) 0.000 -0.042(8) 0.000
Zn11 0.217(8) 0.217(8) 0.217(8) 0.000 0.000 0.000
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Zn1 O1 87.4(4) 99 .
O1 Zn1 O1 88.5(4) 99 70_554
O1 Zn1 O1 158.1(3) . 70_554
O1 Zn1 O1 158.1(3) 99 168_554
O1 Zn1 O1 88.5(4) . 168_554
O1 Zn1 O1 87.4(4) 70_554 168_554
O1 Zn1 O2 100.93(17) 99 .
O1 Zn1 O2 100.93(17) . .
O1 Zn1 O2 100.93(17) 70_554 .
O1 Zn1 O2 100.93(17) 168_554 .
O1 Zn1 Zn1 79.07(17) 99 145_655
O1 Zn1 Zn1 79.07(17) . 145_655
O1 Zn1 Zn1 79.07(17) 70_554 145_655
O1 Zn1 Zn1 79.07(17) 168_554 145_655
O2 Zn1 Zn1 180.0(3) . 145_655
C2 C1 C2 120.2(10) . 31_655
C2 C1 C3 119.9(5) . .
C2 C1 C3 119.9(5) 31_655 .
C1 C2 C1 119.8(10) . 82_546
C1 C2 H2 120.1 . .
C1 C2 H2 120.1 82_546 .
O1 C3 O1 125.5(10) . 118_656
O1 C3 C1 117.3(5) . .
O1 C3 C1 117.3(5) 118_656 .
C3 O1 Zn1 128.0(6) . .
N12 Zn11 N12 90.000(2) 81_545 83_556
N12 Zn11 N12 60.0 81_545 99
N12 Zn11 N12 60.0 83_556 99
N12 Zn11 N12 120.000(1) 81_545 125_655
N12 Zn11 N12 60.0 83_556 125_655
N12 Zn11 N12 60.000(1) 99 125_655
N12 Zn11 N12 60.000(1) 81_545 29_545
N12 Zn11 N12 120.000(1) 83_556 29_545
N12 Zn11 N12 120.000(1) 99 29_545
N12 Zn11 N12 180.0(5) 125_655 29_545
N12 Zn11 N12 60.000(1) 81_545 .
N12 Zn11 N12 60.000(1) 83_556 .
N12 Zn11 N12 90.000(2) 99 .
N12 Zn11 N12 120.000(1) 125_655 .
N12 Zn11 N12 60.000(1) 29_545 .
N12 Zn11 N12 120.000(1) 81_545 127_545
N12 Zn11 N12 60.000(1) 83_556 127_545
N12 Zn11 N12 120.000(1) 99 127_545
N12 Zn11 N12 90.000(1) 125_655 127_545
N12 Zn11 N12 90.000(2) 29_545 127_545
N12 Zn11 N12 60.000(1) . 127_545
N12 Zn11 N12 60.000(1) 81_545 31_655
N12 Zn11 N12 120.000(1) 83_556 31_655
N12 Zn11 N12 60.000(1) 99 31_655
N12 Zn11 N12 90.000(2) 125_655 31_655
N12 Zn11 N12 90.000(1) 29_545 31_655
N12 Zn11 N12 120.000(1) . 31_655
N12 Zn11 N12 180.0(5) 127_545 31_655
N12 Zn11 N12 120.000(1) 81_545 97_656
N12 Zn11 N12 120.000(1) 83_556 97_656
N12 Zn11 N12 90.000(2) 99 97_656
N12 Zn11 N12 60.000(1) 125_655 97_656
N12 Zn11 N12 120.000(1) 29_545 97_656
N12 Zn11 N12 180.0(11) . 97_656
N12 Zn11 N12 120.000(1) 127_545 97_656
N12 Zn11 N12 60.000(1) 31_655 97_656
N12 Zn11 N12 180.000(2) 81_545 177_556
N12 Zn11 N12 90.000(1) 83_556 177_556
N12 Zn11 N12 120.000(1) 99 177_556
N12 Zn11 N12 60.000(1) 125_655 177_556
N12 Zn11 N12 120.000(1) 29_545 177_556
N12 Zn11 N12 120.0 . 177_556
N12 Zn11 N12 60.000(1) 127_545 177_556
N12 Zn11 N12 120.000(1) 31_655 177_556
N12 Zn11 N12 60.0 97_656 177_556
N12 Zn11 N12 90.000(1) 81_545 179_545
N12 Zn11 N12 180.000(2) 83_556 179_545
N12 Zn11 N12 120.000(1) 99 179_545
N12 Zn11 N12 120.000(1) 125_655 179_545
N12 Zn11 N12 60.0 29_545 179_545
N12 Zn11 N12 120.000(1) . 179_545
N12 Zn11 N12 120.000(1) 127_545 179_545
N12 Zn11 N12 60.000(1) 31_655 179_545
N12 Zn11 N12 60.000(1) 97_656 179_545
N12 Zn11 N12 90.000(2) 177_556 179_545
N12 Zn11 N12 120.000(1) 81_545 3_656
N12 Zn11 N12 120.000(1) 83_556 3_656
N12 Zn11 N12 180.000(2) 99 3_656
N12 Zn11 N12 120.000(1) 125_655 3_656
N12 Zn11 N12 90.000(1) . 3_656
N12 Zn11 N12 60.0 127_545 3_656
N12 Zn11 N12 120.000(1) 31_655 3_656
N12 Zn11 N12 90.000(1) 97_656 3_656
N12 Zn11 N12 60.0 177_556 3_656
N12 Zn11 N12 60.0 179_545 3_656
C15 C11 C15 79.1(11) 21_556 .
C15 C11 C15 79.1(11) 21_556 3_656
C15 C11 C15 128(3) . 3_656
C15 C11 C15 128(3) 21_556 23_655
C15 C11 C15 79.1(11) . 23_655
C15 C11 C15 79.1(11) 3_656 23_655
C15 C11 C12 115.8(14) 21_556 .
C15 C11 C12 115.8(14) . .
C15 C11 C12 115.8(14) 3_656 .
C15 C11 C12 115.8(14) 23_655 .
C13 C12 C11 120.1(15) . .
C14 C13 C12 118.3(17) . .
C14 C13 H13 120.9 . .
C12 C13 H13 120.9 . .
N11 C14 C13 121(3) . .
N11 C14 H14 119.5 . .
C13 C14 H14 119.5 . .
C14 N11 C17 118(4) . .
N12 C15 C11 125(2) . .
N12 C15 C16 108.3(18) . .
C11 C15 C16 127.1(17) . .
N12 C15 C15 96.2(8) . 21_556
C16 C15 C15 129.0(4) . 21_556
N12 C15 C15 96.2(8) . 23_655
C16 C15 C15 129.0(4) . 23_655
C15 C15 C15 90.000(6) 21_556 23_655
C16 C16 C15 108.0(9) 85_546 .
C16 C16 H16 126.4 85_546 .
C15 C16 H16 125.6 . .
C15 N12 C15 107(2) 85_546 .
C15 N12 Zn11 126.3(12) 85_546 .
C15 N12 Zn11 126.3(12) . .
N11 C17 H17A 109.4 . .
N11 C17 H17B 108.5 . .
H17A C17 H17B 109.5 . .
N11 C17 H17C 110.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 2.014(6) 99
Zn1 O1 2.014(5) .
Zn1 O1 2.014(6) 70_554
Zn1 O1 2.014(5) 168_554
Zn1 O2 2.066(12) .
Zn1 Zn1 2.977(3) 145_655
C1 C2 1.396(7) .
C1 C2 1.396(7) 31_655
C1 C3 1.488(14) .
C2 C1 1.396(7) 82_546
C2 H2 0.9500 .
C3 O1 1.245(7) .
C3 O1 1.245(7) 118_656
Zn11 N12 2.059(19) 81_545
Zn11 N12 2.059(19) 83_556
Zn11 N12 2.059(19) 99
Zn11 N12 2.06(2) 125_655
Zn11 N12 2.059(19) 29_545
Zn11 N12 2.059(19) .
Zn11 N12 2.059(19) 127_545
Zn11 N12 2.06(2) 31_655
Zn11 N12 2.06(2) 97_656
Zn11 N12 2.06(2) 177_556
Zn11 N12 2.06(2) 179_545
Zn11 N12 2.059(19) 3_656
C11 C15 1.385(19) 21_556
C11 C15 1.385(19) .
C11 C15 1.385(19) 3_656
C11 C15 1.385(19) 23_655
C11 C12 1.47(2) .
C12 C13 1.374(18) .
C13 C14 1.35(2) .
C13 H13 0.9500 .
C14 N11 1.35(2) .
C14 H14 0.9500 .
N11 C17 1.47(2) .
C15 N12 1.375(19) .
C15 C16 1.41(2) .
C15 C15 1.76(4) 21_556
C15 C15 1.76(4) 23_655
C16 C16 1.35(2) 85_546
C16 H16 0.9375 .
N12 C15 1.375(19) 85_546
C17 H17A 0.9677 .
C17 H17B 0.9677 .
C17 H17C 0.9677 .
O22 O32 1.30(12) 36
O22 O32 1.30(12) .
O22 O32 1.30(12) 54_455
O31 O34 1.19(12) 105_556
O31 O34 1.19(12) 9_645
O31 O34 1.19(12) 101_655
O31 O34 1.19(12) .
O31 O34 1.19(12) 97_646
O31 O34 1.19(12) 5_546
O31 O35 1.56(11) 99_545
O31 O35 1.56(11) 4_546
O31 O35 1.56(11) .
O31 O35 1.56(11) 98_556
O31 O35 1.56(11) 100_655
O31 O35 1.56(11) 2_645
O32 O32 0.67(13) 36
O32 O32 0.67(13) 54_455
O32 O33 1.40(6) 168_455
O32 O33 1.40(6) .
O32 O33 1.57(6) 36
O32 O33 1.57(6) 138
O32 O33 1.75(7) 109
O32 O33 1.75(7) 54_455
O33 O33 0.73(12) 138
O33 O33 0.92(11) 168_455
O33 O33 1.42(9) 36
O33 O33 1.42(9) 54_455
O33 O32 1.57(6) 54_455
O33 O33 1.64(10) 109
O33 O32 1.75(7) 36
O34 O35 1.31(6) 99_545
O34 O35 1.31(6) .
O34 O35 1.31(6) 100_655
O34 O35 1.31(6) 2_645
O34 O34 1.69(18) 101_655
O34 O34 1.69(17) 105_556
O34 O34 1.69(18) 9_645
O34 O34 1.69(18) 5_546
O35 O34 1.31(6) 101_655
O35 O34 1.31(6) 9_645
O35 O35 1.81(13) 99_545
O35 O35 1.81(13) 100_655
O35 O35 1.81(13) 98_556
|
1501772.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501772.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501772
loop_
_publ_author_name
'de la Viuda, M\'onica'
'Yus, Miguel'
'Guijarro, Albert'
_publ_section_title
;
On the nature of lithium biphenyl in ethereal solvents. A critical
analysis unifying DFT calculations, physicochemical data in solution, and
a X-ray structure.
;
_journal_issue 49
_journal_name_full 'The journal of physical chemistry. B'
_journal_page_first 14610
_journal_page_last 14616
_journal_paper_doi 10.1021/jp2074573
_journal_volume 115
_journal_year 2011
_chemical_formula_moiety 'C20 H40 Li O4, C12 H10'
_chemical_formula_sum 'C32 H50 Li O4'
_chemical_formula_weight 505.66
_chemical_name_systematic
;
?
;
_space_group_IT_number 15
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-C 2yc'
_symmetry_space_group_name_H-M 'C 1 2/c 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 110.442(2)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 19.191(2)
_cell_length_b 9.8248(11)
_cell_length_c 17.327(2)
_cell_measurement_reflns_used 1637
_cell_measurement_temperature 173(1)
_cell_measurement_theta_max 19.15
_cell_measurement_theta_min 2.25
_cell_volume 3061.2(6)
_computing_cell_refinement 'Bruker SMART V5.625'
_computing_data_collection 'Bruker SMART V5.625'
_computing_data_reduction 'Bruker SAINT V6.28A'
_computing_molecular_graphics 'SHELXTL Rel. 6.12/V (Siemens, 1996)'
_computing_publication_material 'SHELX-97 (Sheldrick, 1997)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature 173(1)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type 'CCD area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0430
_diffrn_reflns_av_sigmaI/netI 0.0377
_diffrn_reflns_limit_h_max 22
_diffrn_reflns_limit_h_min -22
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_l_max 20
_diffrn_reflns_limit_l_min -20
_diffrn_reflns_number 12510
_diffrn_reflns_theta_full 25.06
_diffrn_reflns_theta_max 25.06
_diffrn_reflns_theta_min 2.27
_exptl_absorpt_coefficient_mu 0.069
_exptl_absorpt_correction_T_max 0.9904
_exptl_absorpt_correction_T_min 0.9205
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'Bruker/Siemens SADABS V2.03'
_exptl_crystal_colour red
_exptl_crystal_density_diffrn 1.097
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 1108
_exptl_crystal_size_max 0.38
_exptl_crystal_size_mid 0.26
_exptl_crystal_size_min 0.14
_refine_diff_density_max 0.125
_refine_diff_density_min -0.133
_refine_diff_density_rms 0.026
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.000
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 168
_refine_ls_number_reflns 2720
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.000
_refine_ls_R_factor_all 0.0799
_refine_ls_R_factor_gt 0.0444
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0487P)^2^+0.8294P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1015
_refine_ls_wR_factor_ref 0.1166
_reflns_number_gt 1762
_reflns_number_total 2720
_reflns_threshold_expression I>2\s(I)
_cod_data_source_file jp2074573_si_002.cif
_cod_data_source_block x
_cod_original_sg_symbol_H-M 'C 2/c'
_cod_database_code 1501772
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.03414(10) 0.03691(17) 0.01064(11) 0.0484(5) Uani 1 1 d .
C2 C 0.05308(12) 0.1467(2) 0.06844(12) 0.0601(5) Uani 1 1 d .
H2 H 0.0183 0.1755 0.0911 0.072 Uiso 1 1 calc R
C3 C 0.12065(14) 0.2112(2) 0.09164(14) 0.0729(6) Uani 1 1 d .
H3 H 0.1306 0.2808 0.1304 0.088 Uiso 1 1 calc R
C4 C 0.17452(13) 0.1754(2) 0.05898(15) 0.0753(7) Uani 1 1 d .
H4 H 0.2206 0.2182 0.0759 0.090 Uiso 1 1 calc R
C5 C 0.15702(12) 0.0737(2) 0.00025(14) 0.0680(6) Uani 1 1 d .
H5 H 0.1917 0.0496 -0.0238 0.082 Uiso 1 1 calc R
C6 C 0.09010(11) 0.0071(2) -0.02353(12) 0.0580(5) Uani 1 1 d .
H6 H 0.0808 -0.0602 -0.0636 0.070 Uiso 1 1 calc R
Li1 Li 0.0000 0.6679(4) 0.2500 0.0460(10) Uani 1 2 d S
O1 O -0.05882(7) 0.54137(12) 0.16785(8) 0.0561(4) Uani 1 1 d .
C7 C -0.10195(14) 0.4467(2) 0.19577(16) 0.0791(7) Uani 1 1 d .
H7A H -0.1487 0.4887 0.1924 0.095 Uiso 1 1 calc R
H7B H -0.0752 0.4235 0.2529 0.095 Uiso 1 1 calc R
C8 C -0.11708(12) 0.3199(2) 0.14432(14) 0.0703(6) Uani 1 1 d .
H8A H -0.1484 0.2593 0.1622 0.084 Uiso 1 1 calc R
H8B H -0.0706 0.2733 0.1520 0.084 Uiso 1 1 calc R
C9 C -0.15504(14) 0.3530(2) 0.05446(17) 0.0938(9) Uani 1 1 d .
H9A H -0.2052 0.3845 0.0451 0.113 Uiso 1 1 calc R
H9B H -0.1581 0.2716 0.0217 0.113 Uiso 1 1 calc R
C10 C -0.11225(14) 0.4618(2) 0.02814(14) 0.0820(8) Uani 1 1 d .
H10A H -0.0653 0.4246 0.0286 0.098 Uiso 1 1 calc R
H10B H -0.1404 0.4903 -0.0277 0.098 Uiso 1 1 calc R
C11 C -0.09776(11) 0.5826(2) 0.08436(13) 0.0650(6) Uani 1 1 d .
H11A H -0.0683 0.6490 0.0678 0.078 Uiso 1 1 calc R
H11B H -0.1446 0.6248 0.0804 0.078 Uiso 1 1 calc R
O2 O 0.06776(6) 0.77258(12) 0.21643(7) 0.0485(3) Uani 1 1 d .
C12 C 0.09018(11) 0.90820(19) 0.24453(13) 0.0596(5) Uani 1 1 d .
H12A H 0.0700 0.9323 0.2868 0.072 Uiso 1 1 calc R
H12B H 0.0703 0.9713 0.1991 0.072 Uiso 1 1 calc R
C13 C 0.17336(11) 0.9205(2) 0.27878(14) 0.0703(6) Uani 1 1 d .
H13A H 0.1929 0.8645 0.3278 0.084 Uiso 1 1 calc R
H13B H 0.1870 1.0143 0.2945 0.084 Uiso 1 1 calc R
C14 C 0.20748(11) 0.8761(2) 0.21606(14) 0.0673(6) Uani 1 1 d .
H14A H 0.1940 0.9400 0.1705 0.081 Uiso 1 1 calc R
H14B H 0.2613 0.8752 0.2413 0.081 Uiso 1 1 calc R
C15 C 0.17993(10) 0.7358(2) 0.18468(12) 0.0573(5) Uani 1 1 d .
H15A H 0.1994 0.6701 0.2287 0.069 Uiso 1 1 calc R
H15B H 0.1977 0.7114 0.1406 0.069 Uiso 1 1 calc R
C16 C 0.09593(10) 0.7320(2) 0.15329(11) 0.0534(5) Uani 1 1 d .
H16A H 0.0766 0.7925 0.1064 0.064 Uiso 1 1 calc R
H16B H 0.0791 0.6405 0.1351 0.064 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0595(12) 0.0429(11) 0.0431(10) 0.0101(9) 0.0182(10) 0.0172(9)
C2 0.0733(15) 0.0520(12) 0.0577(12) 0.0062(10) 0.0260(11) 0.0146(11)
C3 0.0815(18) 0.0604(14) 0.0659(15) -0.0011(11) 0.0118(13) -0.0040(13)
C4 0.0650(15) 0.0717(16) 0.0816(17) 0.0166(13) 0.0159(13) 0.0005(12)
C5 0.0634(15) 0.0710(15) 0.0740(15) 0.0222(12) 0.0296(12) 0.0190(12)
C6 0.0664(14) 0.0550(12) 0.0553(12) 0.0107(10) 0.0245(11) 0.0160(11)
Li1 0.051(3) 0.044(2) 0.050(3) 0.000 0.026(2) 0.000
O1 0.0641(9) 0.0553(8) 0.0574(8) -0.0129(6) 0.0318(7) -0.0194(7)
C7 0.0950(17) 0.0590(14) 0.1135(19) -0.0265(13) 0.0744(16) -0.0303(12)
C8 0.0743(15) 0.0477(12) 0.1006(19) -0.0183(12) 0.0454(14) -0.0124(11)
C9 0.0804(18) 0.0467(13) 0.119(2) -0.0230(14) -0.0094(16) 0.0014(12)
C10 0.1013(19) 0.0567(14) 0.0616(14) -0.0109(11) -0.0048(13) 0.0062(13)
C11 0.0545(13) 0.0520(12) 0.0782(16) -0.0071(11) 0.0103(11) -0.0002(10)
O2 0.0473(7) 0.0504(7) 0.0548(7) -0.0013(6) 0.0266(6) -0.0071(6)
C12 0.0590(13) 0.0479(11) 0.0807(15) -0.0020(10) 0.0354(11) -0.0053(10)
C13 0.0583(14) 0.0664(14) 0.0915(17) -0.0137(12) 0.0330(12) -0.0203(11)
C14 0.0479(12) 0.0748(15) 0.0848(16) 0.0145(12) 0.0304(11) -0.0054(11)
C15 0.0507(12) 0.0673(13) 0.0615(12) 0.0151(10) 0.0291(10) 0.0103(10)
C16 0.0524(12) 0.0649(12) 0.0493(11) 0.0015(10) 0.0256(10) -0.0007(10)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C6 C1 C1 123.0(2) . 5
C6 C1 C2 113.66(18) . .
C1 C1 C2 123.3(2) 5 .
C3 C2 C1 122.5(2) . .
C3 C2 H2 118.8 . .
C1 C2 H2 118.8 . .
C2 C3 C4 121.8(2) . .
C2 C3 H3 119.1 . .
C4 C3 H3 119.1 . .
C5 C4 C3 117.4(2) . .
C5 C4 H4 121.3 . .
C3 C4 H4 121.3 . .
C6 C5 C4 121.9(2) . .
C6 C5 H5 119.1 . .
C4 C5 H5 119.1 . .
C5 C6 C1 122.7(2) . .
C5 C6 H6 118.7 . .
C1 C6 H6 118.7 . .
O2 Li1 O2 114.5(2) 2 .
O2 Li1 O1 106.72(6) 2 .
O2 Li1 O1 114.16(5) . .
O2 Li1 O1 114.16(5) 2 2
O2 Li1 O1 106.72(6) . 2
O1 Li1 O1 99.8(2) . 2
C11 O1 C7 111.32(16) . .
C11 O1 Li1 121.77(14) . .
C7 O1 Li1 115.21(13) . .
O1 C7 C8 110.62(16) . .
O1 C7 H7A 109.5 . .
C8 C7 H7A 109.5 . .
O1 C7 H7B 109.5 . .
C8 C7 H7B 109.5 . .
H7A C7 H7B 108.1 . .
C7 C8 C9 111.01(19) . .
C7 C8 H8A 109.4 . .
C9 C8 H8A 109.4 . .
C7 C8 H8B 109.4 . .
C9 C8 H8B 109.4 . .
H8A C8 H8B 108.0 . .
C8 C9 C10 110.28(19) . .
C8 C9 H9A 109.6 . .
C10 C9 H9A 109.6 . .
C8 C9 H9B 109.6 . .
C10 C9 H9B 109.6 . .
H9A C9 H9B 108.1 . .
C11 C10 C9 111.2(2) . .
C11 C10 H10A 109.4 . .
C9 C10 H10A 109.4 . .
C11 C10 H10B 109.4 . .
C9 C10 H10B 109.4 . .
H10A C10 H10B 108.0 . .
O1 C11 C10 110.18(16) . .
O1 C11 H11A 109.6 . .
C10 C11 H11A 109.6 . .
O1 C11 H11B 109.6 . .
C10 C11 H11B 109.6 . .
H11A C11 H11B 108.1 . .
C12 O2 C16 111.66(13) . .
C12 O2 Li1 123.76(14) . .
C16 O2 Li1 124.23(14) . .
O2 C12 C13 111.17(16) . .
O2 C12 H12A 109.4 . .
C13 C12 H12A 109.4 . .
O2 C12 H12B 109.4 . .
C13 C12 H12B 109.4 . .
H12A C12 H12B 108.0 . .
C12 C13 C14 111.07(18) . .
C12 C13 H13A 109.4 . .
C14 C13 H13A 109.4 . .
C12 C13 H13B 109.4 . .
C14 C13 H13B 109.4 . .
H13A C13 H13B 108.0 . .
C15 C14 C13 109.68(16) . .
C15 C14 H14A 109.7 . .
C13 C14 H14A 109.7 . .
C15 C14 H14B 109.7 . .
C13 C14 H14B 109.7 . .
H14A C14 H14B 108.2 . .
C14 C15 C16 110.38(17) . .
C14 C15 H15A 109.6 . .
C16 C15 H15A 109.6 . .
C14 C15 H15B 109.6 . .
C16 C15 H15B 109.6 . .
H15A C15 H15B 108.1 . .
O2 C16 C15 110.93(15) . .
O2 C16 H16A 109.5 . .
C15 C16 H16A 109.5 . .
O2 C16 H16B 109.5 . .
C15 C16 H16B 109.5 . .
H16A C16 H16B 108.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C6 1.426(3) .
C1 C1 1.429(4) 5
C1 C2 1.430(3) .
C2 C3 1.371(3) .
C2 H2 0.9300 .
C3 C4 1.386(3) .
C3 H3 0.9300 .
C4 C5 1.382(3) .
C4 H4 0.9300 .
C5 C6 1.370(3) .
C5 H5 0.9300 .
C6 H6 0.9300 .
Li1 O2 1.902(2) 2
Li1 O2 1.902(2) .
Li1 O1 1.929(3) .
Li1 O1 1.929(3) 2
O1 C11 1.435(2) .
O1 C7 1.436(2) .
C7 C8 1.500(3) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 C9 1.506(3) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 C10 1.512(3) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 C11 1.498(3) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
O2 C12 1.432(2) .
O2 C16 1.4357(19) .
C12 C13 1.501(3) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 C14 1.516(3) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 C15 1.508(3) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C15 C16 1.511(2) .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
C16 H16A 0.9700 .
C16 H16B 0.9700 .
|
1501773.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501773.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501773
loop_
_publ_author_name
'Chen, Huajie'
'Cui, Qingyu'
'Yu, Gui'
'Guo, Yunlong'
'Huang, Jianyao'
'Zhu, Minliang'
'Guo, Xiaojun'
'Liu, Yunqi'
_publ_section_title
;
Synthesis and Characterization of Novel Semiconductors Based on
Thieno[3,2-b][1]benzothiophene Cores and Their Applications in the
Organic Thin-Film Transistors
;
_journal_issue 48
_journal_name_full 'The Journal of Physical Chemistry C'
_journal_page_first 23984
_journal_paper_doi 10.1021/jp2081484
_journal_volume 115
_journal_year 2011
_chemical_formula_sum 'C22 H12 S4'
_chemical_formula_weight 404.56
_chemical_name_systematic
;
?
;
_space_group_IT_number 15
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-C 2yc'
_symmetry_space_group_name_H-M 'C 1 2/c 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 93.77(3)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 38.113(8)
_cell_length_b 5.8256(12)
_cell_length_c 7.8705(16)
_cell_measurement_reflns_used 2741
_cell_measurement_temperature 173(2)
_cell_measurement_theta_max 27.4726
_cell_measurement_theta_min 2.5935
_cell_volume 1743.7(6)
_computing_cell_refinement 'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection 'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction 'CrystalClear (Rigaku Inc., 2008)'
_computing_molecular_graphics
;
Mercury: visualization and analysis of crystal structures, C. F. Macrae,
P. R. Edgington, P. McCabe, E. Pidcock, G. P. Shields, R. Taylor,
M. Towler and J. van de Streek, J. Appl. Cryst., 39, 453-457, 2006.
;
_computing_publication_material 'SHELX-97 (Sheldrick, 1997)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 173(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type 'MM007HF + CCD (Saturn724+)'
_diffrn_measurement_method '\w scans at fixed \c = 45\%'
_diffrn_radiation_monochromator Confocal
_diffrn_radiation_source 'Rotating Anode'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0521
_diffrn_reflns_av_sigmaI/netI 0.0470
_diffrn_reflns_limit_h_max 44
_diffrn_reflns_limit_h_min -48
_diffrn_reflns_limit_k_max 7
_diffrn_reflns_limit_k_min -6
_diffrn_reflns_limit_l_max 10
_diffrn_reflns_limit_l_min -10
_diffrn_reflns_number 6835
_diffrn_reflns_theta_full 27.47
_diffrn_reflns_theta_max 27.47
_diffrn_reflns_theta_min 1.07
_exptl_absorpt_coefficient_mu 0.548
_exptl_absorpt_correction_T_max 0.9503
_exptl_absorpt_correction_T_min 0.9377
_exptl_absorpt_correction_type numerical
_exptl_absorpt_process_details 'CrystalClear (Rigaku Inc., 2008)'
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.541
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 832
_exptl_crystal_size_max 0.12
_exptl_crystal_size_mid 0.11
_exptl_crystal_size_min 0.09
_refine_diff_density_max 0.375
_refine_diff_density_min -0.298
_refine_diff_density_rms 0.080
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.229
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 118
_refine_ls_number_reflns 1996
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.229
_refine_ls_R_factor_all 0.0676
_refine_ls_R_factor_gt 0.0560
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0404P)^2^+4.7319P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1157
_refine_ls_wR_factor_ref 0.1308
_reflns_number_gt 1776
_reflns_number_total 1996
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file jp2081484_si_001.cif
_cod_data_source_block a
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Numerical' changed to
'numerical' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M C2/c
_cod_database_code 1501773
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S 0.123561(19) 0.05249(13) 0.24531(10) 0.0229(2) Uani 1 1 d .
S2 S 0.076160(19) -0.52178(13) 0.01378(10) 0.0217(2) Uani 1 1 d .
C1 C 0.15763(7) -0.1282(5) 0.1908(4) 0.0201(6) Uani 1 1 d .
C2 C 0.19343(8) -0.0831(6) 0.2187(4) 0.0252(7) Uani 1 1 d .
H2A H 0.2014 0.0536 0.2745 0.030 Uiso 1 1 calc R
C3 C 0.21696(8) -0.2416(6) 0.1633(4) 0.0268(7) Uani 1 1 d .
H3A H 0.2415 -0.2134 0.1813 0.032 Uiso 1 1 calc R
C4 C 0.20547(8) -0.4423(6) 0.0815(4) 0.0254(7) Uani 1 1 d .
H4A H 0.2222 -0.5476 0.0430 0.031 Uiso 1 1 calc R
C5 C 0.16991(8) -0.4909(5) 0.0555(4) 0.0215(6) Uani 1 1 d .
H5A H 0.1623 -0.6293 0.0010 0.026 Uiso 1 1 calc R
C6 C 0.14542(7) -0.3330(5) 0.1107(4) 0.0187(6) Uani 1 1 d .
C7 C 0.10760(7) -0.3356(5) 0.0985(4) 0.0184(6) Uani 1 1 d .
C8 C 0.09245(7) -0.1407(5) 0.1609(4) 0.0187(6) Uani 1 1 d .
C9 C 0.05524(7) -0.1401(5) 0.1434(4) 0.0214(6) Uani 1 1 d .
H9A H 0.0409 -0.0188 0.1805 0.026 Uiso 1 1 calc R
C10 C 0.04248(7) -0.3364(5) 0.0662(4) 0.0204(6) Uani 1 1 d .
C11 C 0.00589(7) -0.4011(5) 0.0333(4) 0.0219(6) Uani 1 1 d .
H11A H -0.0113 -0.2920 0.0621 0.026 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0195(4) 0.0197(4) 0.0292(4) -0.0057(3) 0.0004(3) -0.0019(3)
S2 0.0154(4) 0.0212(4) 0.0282(4) -0.0053(3) -0.0007(3) -0.0017(3)
C1 0.0186(14) 0.0221(16) 0.0194(14) 0.0026(12) -0.0001(11) -0.0008(12)
C2 0.0212(15) 0.0248(16) 0.0288(16) 0.0010(14) -0.0057(12) -0.0075(13)
C3 0.0152(14) 0.0347(19) 0.0298(17) 0.0043(14) -0.0037(12) -0.0031(13)
C4 0.0193(15) 0.0290(18) 0.0283(17) 0.0009(14) 0.0037(12) 0.0036(13)
C5 0.0198(14) 0.0224(16) 0.0225(15) 0.0005(12) 0.0021(11) -0.0010(12)
C6 0.0192(14) 0.0196(15) 0.0172(14) 0.0026(11) -0.0002(11) -0.0023(11)
C7 0.0182(14) 0.0198(15) 0.0173(14) -0.0003(11) 0.0014(11) -0.0020(11)
C8 0.0172(14) 0.0191(15) 0.0199(14) 0.0012(12) 0.0009(11) -0.0017(12)
C9 0.0159(14) 0.0212(16) 0.0273(16) 0.0000(13) 0.0037(12) 0.0015(12)
C10 0.0162(14) 0.0233(16) 0.0217(15) 0.0028(12) 0.0007(11) 0.0005(12)
C11 0.0139(13) 0.0252(16) 0.0265(16) 0.0015(13) 0.0013(11) 0.0015(12)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
C8 S1 C1 90.89(14) .
C7 S2 C10 91.30(14) .
C2 C1 C6 121.3(3) .
C2 C1 S1 125.8(3) .
C6 C1 S1 112.9(2) .
C3 C2 C1 118.4(3) .
C3 C2 H2A 120.8 .
C1 C2 H2A 120.8 .
C2 C3 C4 121.2(3) .
C2 C3 H3A 119.4 .
C4 C3 H3A 119.4 .
C5 C4 C3 121.0(3) .
C5 C4 H4A 119.5 .
C3 C4 H4A 119.5 .
C4 C5 C6 119.0(3) .
C4 C5 H5A 120.5 .
C6 C5 H5A 120.5 .
C5 C6 C1 119.1(3) .
C5 C6 C7 131.2(3) .
C1 C6 C7 109.7(3) .
C8 C7 C6 114.1(3) .
C8 C7 S2 111.1(2) .
C6 C7 S2 134.7(2) .
C7 C8 C9 114.0(3) .
C7 C8 S1 112.3(2) .
C9 C8 S1 133.7(2) .
C10 C9 C8 111.4(3) .
C10 C9 H9A 124.3 .
C8 C9 H9A 124.3 .
C9 C10 C11 127.2(3) .
C9 C10 S2 112.1(2) .
C11 C10 S2 120.6(2) .
C11 C11 C10 126.2(4) 5_545
C11 C11 H11A 116.9 5_545
C10 C11 H11A 116.9 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C8 1.735(3) .
S1 C1 1.747(3) .
S2 C7 1.718(3) .
S2 C10 1.748(3) .
C1 C2 1.392(4) .
C1 C6 1.414(4) .
C2 C3 1.378(5) .
C2 H2A 0.9500 .
C3 C4 1.391(5) .
C3 H3A 0.9500 .
C4 C5 1.386(4) .
C4 H4A 0.9500 .
C5 C6 1.400(4) .
C5 H5A 0.9500 .
C6 C7 1.438(4) .
C7 C8 1.379(4) .
C8 C9 1.416(4) .
C9 C10 1.369(4) .
C9 H9A 0.9500 .
C10 C11 1.451(4) .
C11 C11 1.332(6) 5_545
C11 H11A 0.9500 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_4
C8 S1 C1 C2 179.0(3) .
C8 S1 C1 C6 -0.4(2) .
C6 C1 C2 C3 1.2(5) .
S1 C1 C2 C3 -178.2(2) .
C1 C2 C3 C4 0.0(5) .
C2 C3 C4 C5 -1.0(5) .
C3 C4 C5 C6 0.9(5) .
C4 C5 C6 C1 0.2(4) .
C4 C5 C6 C7 178.8(3) .
C2 C1 C6 C5 -1.3(4) .
S1 C1 C6 C5 178.2(2) .
C2 C1 C6 C7 179.9(3) .
S1 C1 C6 C7 -0.7(3) .
C5 C6 C7 C8 -176.8(3) .
C1 C6 C7 C8 1.9(4) .
C5 C6 C7 S2 -0.6(5) .
C1 C6 C7 S2 178.1(2) .
C10 S2 C7 C8 -0.8(2) .
C10 S2 C7 C6 -177.1(3) .
C6 C7 C8 C9 177.9(3) .
S2 C7 C8 C9 0.8(3) .
C6 C7 C8 S1 -2.2(3) .
S2 C7 C8 S1 -179.33(15) .
C1 S1 C8 C7 1.5(2) .
C1 S1 C8 C9 -178.7(3) .
C7 C8 C9 C10 -0.3(4) .
S1 C8 C9 C10 179.9(2) .
C8 C9 C10 C11 177.2(3) .
C8 C9 C10 S2 -0.3(3) .
C7 S2 C10 C9 0.7(2) .
C7 S2 C10 C11 -177.0(3) .
C9 C10 C11 C11 -175.9(4) 5_545
S2 C10 C11 C11 1.4(6) 5_545
|
1501774.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501774.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501774
loop_
_publ_author_name
'von Eschwege, Karel G.'
'Conradie, Jeanet'
'Kuhn, Annemarie'
_publ_section_title
;
Dithizone and Its oxidation products: a DFT, spectroscopic, and X-ray
structural study.
;
_journal_issue 51
_journal_name_full 'The journal of physical chemistry. A'
_journal_page_first 14637
_journal_page_last 14646
_journal_paper_doi 10.1021/jp208212e
_journal_volume 115
_journal_year 2011
_chemical_formula_sum 'C29 H25 F4 N8 S2'
_chemical_formula_weight 627.70
_chemical_name_systematic
;
?
;
_space_group_IT_number 2
_symmetry_space_group_name_Hall '-P 1'
_symmetry_space_group_name_H-M 'P -1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 73.674(2)
_cell_angle_beta 85.270(2)
_cell_angle_gamma 76.176(2)
_cell_formula_units_Z 2
_cell_length_a 7.6537(3)
_cell_length_b 12.4352(6)
_cell_length_c 16.3279(7)
_cell_measurement_temperature 100(2)
_cell_volume 1447.96(11)
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature 100(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0536
_diffrn_reflns_av_sigmaI/netI 0.0668
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_k_min -16
_diffrn_reflns_limit_l_max 21
_diffrn_reflns_limit_l_min -21
_diffrn_reflns_number 26267
_diffrn_reflns_theta_full 28.30
_diffrn_reflns_theta_max 28.30
_diffrn_reflns_theta_min 1.30
_exptl_absorpt_coefficient_mu 0.245
_exptl_absorpt_correction_T_max 0.9878
_exptl_absorpt_correction_T_min 0.9190
_exptl_crystal_density_diffrn 1.440
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 650
_exptl_crystal_size_max 0.35
_exptl_crystal_size_mid 0.30
_exptl_crystal_size_min 0.05
_refine_diff_density_max 0.730
_refine_diff_density_min -0.508
_refine_diff_density_rms 0.161
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.102
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 388
_refine_ls_number_reflns 7145
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.102
_refine_ls_R_factor_all 0.1060
_refine_ls_R_factor_gt 0.0626
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1221P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1716
_refine_ls_wR_factor_ref 0.2182
_reflns_number_gt 4637
_reflns_number_total 7145
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file jp208212e_si_002.cif
_cod_data_source_block 9lak1_0m
_cod_original_formula_sum 'C14.50 H13.50 F2 N4 S'
_cod_database_code 1501774
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S 0.94896(10) 0.73992(7) 0.15784(5) 0.0277(2) Uani 1 1 d .
S2 S 1.18017(10) 0.60789(6) 0.17684(4) 0.0249(2) Uani 1 1 d .
F1 F 1.1280(2) 0.46370(15) -0.05985(10) 0.0278(4) Uani 1 1 d .
F2 F 1.3764(3) 0.80589(18) 0.34847(11) 0.0403(5) Uani 1 1 d .
N3 N 1.2858(3) 0.5989(2) -0.00156(15) 0.0243(5) Uani 1 1 d .
H3 H 1.2088 0.5631 0.0315 0.029 Uiso 1 1 calc R
F4 F 0.9097(3) 0.40164(17) 0.37816(12) 0.0476(6) Uani 1 1 d .
F5 F 1.1636(3) 1.06392(19) 0.03038(12) 0.0504(6) Uani 1 1 d .
N6 N 1.3878(3) 0.7717(2) 0.19237(15) 0.0257(5) Uani 1 1 d .
N7 N 1.3664(3) 0.6647(2) 0.02545(15) 0.0249(5) Uani 1 1 d .
C8 C 1.3313(4) 0.6767(3) 0.10282(18) 0.0245(6) Uani 1 1 d .
N9 N 0.8949(3) 0.7315(2) 0.33085(16) 0.0298(6) Uani 1 1 d .
N10 N 0.9762(3) 0.8904(2) 0.24916(15) 0.0290(6) Uani 1 1 d .
C11 C 1.2441(4) 0.5185(3) -0.11424(17) 0.0229(6) Uani 1 1 d .
N12 N 1.4191(3) 0.7546(2) 0.11862(15) 0.0250(5) Uani 1 1 d .
C13 C 1.5361(4) 0.9372(3) 0.13710(19) 0.0270(6) Uani 1 1 d .
H13 H 1.5500 0.9265 0.0814 0.032 Uiso 1 1 calc R
N14 N 1.0276(3) 0.9518(2) 0.17606(15) 0.0293(6) Uani 1 1 d .
H14 H 1.0430 0.9251 0.1309 0.035 Uiso 1 1 calc R
N15 N 0.8743(3) 0.6326(2) 0.33567(16) 0.0302(6) Uani 1 1 d .
C16 C 1.3261(4) 0.5877(3) -0.08424(17) 0.0231(6) Uani 1 1 d .
C17 C 1.4626(4) 0.8608(3) 0.20291(18) 0.0254(6) Uani 1 1 d .
C18 C 1.2753(4) 0.5026(3) -0.19436(18) 0.0259(6) Uani 1 1 d .
H18 H 1.2152 0.4552 -0.2128 0.031 Uiso 1 1 calc R
C19 C 1.4820(4) 0.6267(3) -0.21943(19) 0.0302(7) Uani 1 1 d .
H19 H 1.5658 0.6635 -0.2561 0.036 Uiso 1 1 calc R
C20 C 1.4469(4) 0.6431(3) -0.13862(18) 0.0261(6) Uani 1 1 d .
H20 H 1.5048 0.6918 -0.1204 0.031 Uiso 1 1 calc R
C21 C 1.5887(4) 1.0282(3) 0.1532(2) 0.0314(7) Uani 1 1 d .
H21 H 1.6380 1.0802 0.1082 0.038 Uiso 1 1 calc R
C22 C 1.0585(4) 1.0622(3) 0.1702(2) 0.0305(7) Uani 1 1 d .
C23 C 0.9442(4) 0.7910(3) 0.2511(2) 0.0276(7) Uani 1 1 d .
C24 C 1.3963(4) 0.5571(3) -0.24775(18) 0.0286(7) Uani 1 1 d .
H24 H 1.4208 0.5471 -0.3035 0.034 Uiso 1 1 calc R
C25 C 1.4472(4) 0.8787(3) 0.28338(19) 0.0283(7) Uani 1 1 d .
C26 C 1.5699(4) 1.0441(3) 0.2343(2) 0.0312(7) Uani 1 1 d .
H26 H 1.6055 1.1073 0.2445 0.037 Uiso 1 1 calc R
C27 C 0.7106(4) 0.4493(3) 0.5768(2) 0.0376(8) Uani 1 1 d .
H27 H 0.6726 0.4070 0.6305 0.045 Uiso 1 1 calc R
C28 C 0.8180(4) 0.5740(3) 0.41917(18) 0.0292(7) Uani 1 1 d .
C29 C 1.1631(5) 1.2250(3) 0.0806(2) 0.0418(9) Uani 1 1 d .
H29 H 1.2121 1.2610 0.0274 0.050 Uiso 1 1 calc R
C30 C 1.4997(4) 0.9688(3) 0.3007(2) 0.0321(7) Uani 1 1 d .
H30 H 1.4879 0.9787 0.3566 0.039 Uiso 1 1 calc R
C31 C 0.8339(4) 0.4576(3) 0.4371(2) 0.0346(8) Uani 1 1 d .
C32 C 1.1258(4) 1.1188(3) 0.0947(2) 0.0329(7) Uani 1 1 d .
C34 C 0.6951(5) 0.5659(3) 0.5604(2) 0.0433(9) Uani 1 1 d .
H34 H 0.6482 0.6035 0.6033 0.052 Uiso 1 1 calc R
C35 C 1.0594(5) 1.2234(3) 0.2230(3) 0.0446(9) Uani 1 1 d .
H35 H 1.0363 1.2599 0.2679 0.054 Uiso 1 1 calc R
C36 C 0.7814(5) 0.3936(3) 0.5151(2) 0.0395(8) Uani 1 1 d .
H36 H 0.7937 0.3130 0.5260 0.047 Uiso 1 1 calc R
C38 C 0.7474(5) 0.6293(3) 0.4815(2) 0.0383(8) Uani 1 1 d .
H38 H 0.7350 0.7100 0.4704 0.046 Uiso 1 1 calc R
C39 C 1.0245(4) 1.1149(3) 0.2355(2) 0.0386(8) Uani 1 1 d .
H39 H 0.9775 1.0774 0.2888 0.046 Uiso 1 1 calc R
C40 C 1.1275(4) 1.2782(3) 0.1455(3) 0.0458(10) Uani 1 1 d .
H40 H 1.1498 1.3526 0.1371 0.055 Uiso 1 1 calc R
C1 C 0.7535(5) 1.0418(3) 0.4588(2) 0.0406(8) Uani 1 1 d .
H1A H 0.7806 1.0085 0.4096 0.049 Uiso 1 1 calc R
H1B H 0.7011 0.9875 0.5051 0.049 Uiso 1 1 calc R
C2 C 0.9288(5) 1.0554(3) 0.4896(2) 0.0415(8) Uani 1 1 d .
H2A H 0.9764 1.1138 0.4448 0.050 Uiso 1 1 calc R
H2B H 0.9025 1.0839 0.5412 0.050 Uiso 1 1 calc R
C3 C 0.6164(5) 1.1554(3) 0.4327(2) 0.0478(9) Uani 1 1 d .
H3A H 0.5070 1.1426 0.4134 0.072 Uiso 1 1 calc R
H3B H 0.6667 1.2091 0.3861 0.072 Uiso 1 1 calc R
H3C H 0.5869 1.1879 0.4816 0.072 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0246(4) 0.0264(4) 0.0313(4) -0.0055(3) -0.0021(3) -0.0062(3)
S2 0.0270(4) 0.0219(4) 0.0262(4) -0.0073(3) 0.0008(3) -0.0059(3)
F1 0.0309(9) 0.0297(10) 0.0261(8) -0.0074(7) 0.0074(7) -0.0162(8)
F2 0.0504(12) 0.0491(13) 0.0308(10) -0.0163(9) 0.0088(8) -0.0256(10)
N3 0.0246(13) 0.0238(14) 0.0275(12) -0.0088(10) 0.0015(9) -0.0095(11)
F4 0.0748(15) 0.0379(12) 0.0341(10) -0.0127(9) -0.0003(10) -0.0173(11)
F5 0.0601(14) 0.0457(14) 0.0392(11) -0.0003(10) 0.0085(10) -0.0166(11)
N6 0.0270(13) 0.0232(14) 0.0267(12) -0.0070(10) -0.0019(10) -0.0047(11)
N7 0.0234(12) 0.0232(14) 0.0297(13) -0.0089(10) -0.0019(10) -0.0058(11)
C8 0.0241(14) 0.0213(16) 0.0274(14) -0.0062(12) -0.0024(11) -0.0037(12)
N9 0.0216(13) 0.0272(15) 0.0376(14) -0.0067(12) -0.0008(10) -0.0021(11)
N10 0.0248(13) 0.0281(15) 0.0296(13) -0.0036(11) 0.0024(10) -0.0035(11)
C11 0.0227(14) 0.0198(15) 0.0253(14) -0.0033(12) 0.0019(11) -0.0068(12)
N12 0.0214(12) 0.0267(14) 0.0277(13) -0.0087(11) -0.0003(9) -0.0052(11)
C13 0.0231(15) 0.0269(17) 0.0303(15) -0.0085(13) -0.0023(11) -0.0030(13)
N14 0.0269(13) 0.0310(15) 0.0262(12) -0.0044(11) 0.0046(10) -0.0048(11)
N15 0.0279(14) 0.0285(16) 0.0357(14) -0.0101(12) -0.0005(10) -0.0074(12)
C16 0.0212(14) 0.0236(16) 0.0230(14) -0.0053(12) 0.0002(10) -0.0032(12)
C17 0.0214(14) 0.0225(16) 0.0334(16) -0.0099(13) -0.0039(11) -0.0033(12)
C18 0.0240(15) 0.0265(17) 0.0295(15) -0.0109(13) 0.0010(11) -0.0065(13)
C19 0.0223(15) 0.0347(19) 0.0339(16) -0.0086(14) 0.0063(12) -0.0102(14)
C20 0.0229(14) 0.0255(17) 0.0300(15) -0.0062(12) 0.0006(11) -0.0075(13)
C21 0.0248(16) 0.0246(17) 0.0424(18) -0.0050(14) -0.0037(13) -0.0049(13)
C22 0.0208(15) 0.0228(17) 0.0446(18) -0.0049(14) 0.0006(12) -0.0041(13)
C23 0.0202(14) 0.0214(16) 0.0403(17) -0.0088(13) -0.0007(12) -0.0023(12)
C24 0.0281(16) 0.0342(19) 0.0241(14) -0.0120(13) 0.0082(11) -0.0060(14)
C25 0.0266(15) 0.0274(18) 0.0312(15) -0.0087(13) 0.0004(12) -0.0061(13)
C26 0.0256(16) 0.0235(17) 0.0480(19) -0.0132(14) -0.0033(13) -0.0074(13)
C27 0.0290(17) 0.040(2) 0.0379(18) -0.0001(16) 0.0045(13) -0.0115(16)
C28 0.0243(15) 0.0350(19) 0.0272(15) -0.0066(13) -0.0009(11) -0.0063(14)
C29 0.0325(18) 0.0275(19) 0.057(2) 0.0060(17) -0.0034(15) -0.0098(15)
C30 0.0289(16) 0.0326(19) 0.0401(18) -0.0195(15) -0.0019(13) -0.0047(14)
C31 0.0348(18) 0.035(2) 0.0368(17) -0.0109(15) -0.0036(13) -0.0098(15)
C32 0.0303(17) 0.0267(18) 0.0371(17) -0.0016(14) -0.0020(13) -0.0055(14)
C34 0.040(2) 0.048(2) 0.0382(19) -0.0107(17) 0.0173(15) -0.0098(17)
C35 0.0352(19) 0.036(2) 0.064(2) -0.0191(19) -0.0038(17) -0.0043(16)
C36 0.044(2) 0.038(2) 0.0384(18) -0.0038(15) -0.0073(15) -0.0194(17)
C38 0.0354(18) 0.031(2) 0.047(2) -0.0090(16) 0.0068(14) -0.0068(15)
C39 0.0292(18) 0.031(2) 0.053(2) -0.0097(16) 0.0033(14) -0.0066(15)
C40 0.0260(18) 0.0231(19) 0.084(3) -0.0061(19) -0.0061(17) -0.0058(15)
C1 0.042(2) 0.041(2) 0.0430(19) -0.0148(16) 0.0001(15) -0.0132(17)
C2 0.049(2) 0.035(2) 0.045(2) -0.0143(16) -0.0055(16) -0.0112(16)
C3 0.049(2) 0.046(2) 0.051(2) -0.0150(18) -0.0082(17) -0.0117(19)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
C23 S1 S2 101.96(10) .
C8 S2 S1 100.24(10) .
N7 N3 C16 118.0(2) .
N12 N6 C17 113.2(2) .
C8 N7 N3 119.4(2) .
N7 C8 N12 111.6(2) .
N7 C8 S2 124.4(2) .
N12 C8 S2 124.0(2) .
N15 N9 C23 114.7(3) .
C23 N10 N14 117.6(3) .
F1 C11 C18 119.6(2) .
F1 C11 C16 117.1(2) .
C18 C11 C16 123.3(3) .
N6 N12 C8 114.7(2) .
C21 C13 C17 120.0(3) .
N10 N14 C22 119.6(3) .
N9 N15 C28 113.3(3) .
C11 C16 C20 117.9(3) .
C11 C16 N3 119.3(3) .
C20 C16 N3 122.8(3) .
C25 C17 C13 118.1(3) .
C25 C17 N6 116.8(3) .
C13 C17 N6 125.0(3) .
C11 C18 C24 118.6(3) .
C20 C19 C24 121.1(3) .
C19 C20 C16 119.6(3) .
C13 C21 C26 120.4(3) .
C32 C22 C39 118.4(3) .
C32 C22 N14 117.3(3) .
C39 C22 N14 124.3(3) .
N10 C23 N9 113.4(3) .
N10 C23 S1 123.7(2) .
N9 C23 S1 122.7(2) .
C18 C24 C19 119.6(3) .
F2 C25 C30 117.9(3) .
F2 C25 C17 119.3(3) .
C30 C25 C17 122.8(3) .
C30 C26 C21 120.5(3) .
C34 C27 C36 120.0(3) .
C31 C28 C38 118.8(3) .
C31 C28 N15 117.7(3) .
C38 C28 N15 123.5(3) .
C32 C29 C40 118.2(3) .
C25 C30 C26 118.2(3) .
F4 C31 C28 119.4(3) .
F4 C31 C36 118.3(3) .
C28 C31 C36 122.2(3) .
C22 C32 C29 123.4(3) .
C22 C32 F5 117.9(3) .
C29 C32 F5 118.7(3) .
C27 C34 C38 120.7(3) .
C40 C35 C39 120.3(4) .
C27 C36 C31 118.7(3) .
C28 C38 C34 119.6(3) .
C22 C39 C35 119.6(3) .
C29 C40 C35 120.0(3) .
C3 C1 C2 112.4(3) .
C2 C2 C1 113.1(4) 2_776
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C23 1.802(3) .
S1 S2 2.0830(11) .
S2 C8 1.787(3) .
F1 C11 1.364(3) .
F2 C25 1.357(4) .
N3 N7 1.317(3) .
N3 C16 1.398(3) .
F4 C31 1.357(4) .
F5 C32 1.382(4) .
N6 N12 1.275(3) .
N6 C17 1.419(4) .
N7 C8 1.312(4) .
C8 N12 1.391(4) .
N9 N15 1.258(4) .
N9 C23 1.377(4) .
N10 C23 1.307(4) .
N10 N14 1.311(3) .
C11 C18 1.370(4) .
C11 C16 1.386(4) .
C13 C21 1.384(4) .
C13 C17 1.398(4) .
N14 C22 1.423(4) .
N15 C28 1.438(4) .
C16 C20 1.394(4) .
C17 C25 1.384(4) .
C18 C24 1.382(4) .
C19 C20 1.386(4) .
C19 C24 1.393(4) .
C21 C26 1.385(4) .
C22 C32 1.365(4) .
C22 C39 1.378(5) .
C25 C30 1.381(4) .
C26 C30 1.384(4) .
C27 C34 1.376(5) .
C27 C36 1.382(5) .
C28 C31 1.371(5) .
C28 C38 1.388(4) .
C29 C32 1.369(5) .
C29 C40 1.378(5) .
C31 C36 1.384(5) .
C34 C38 1.391(5) .
C35 C40 1.383(5) .
C35 C39 1.394(5) .
C1 C3 1.518(5) .
C1 C2 1.533(5) .
C2 C2 1.510(7) 2_776
|
1501775.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501775.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501775
loop_
_publ_author_name
'Chahine, Joe'
'Saffon, Nathalie'
'Cantuel, Martine'
'Fery-Forgues, Suzanne'
_publ_section_title
;
Spontaneous formation of fluorescent nanofibers and reticulated solid
from berberine palmitate: a new example of aggregation-induced emission
enhancement in organic ion pairs.
;
_journal_issue 6
_journal_name_full
'Langmuir : the ACS journal of surfaces and colloids'
_journal_page_first 2844
_journal_page_last 2853
_journal_paper_doi 10.1021/la104302d
_journal_volume 27
_journal_year 2011
_chemical_formula_sum 'C36 H53 N O8'
_chemical_formula_weight 627.79
_chemical_name_systematic
;
?
;
_space_group_IT_number 2
_symmetry_cell_setting triclinic
_symmetry_space_group_name_Hall '-P 1'
_symmetry_space_group_name_H-M 'P -1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 98.166(14)
_cell_angle_beta 90.558(15)
_cell_angle_gamma 91.150(13)
_cell_formula_units_Z 2
_cell_length_a 6.430(2)
_cell_length_b 10.419(4)
_cell_length_c 26.210(10)
_cell_measurement_reflns_used 961
_cell_measurement_temperature 193(2)
_cell_measurement_theta_max 20.880
_cell_measurement_theta_min 2.355
_cell_volume 1737.6(11)
_computing_cell_refinement 'Bruker SMART'
_computing_data_collection 'Bruker SMART'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 193(2)
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type 'CCD area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.2827
_diffrn_reflns_av_sigmaI/netI 0.3801
_diffrn_reflns_limit_h_max 6
_diffrn_reflns_limit_h_min -6
_diffrn_reflns_limit_k_max 10
_diffrn_reflns_limit_k_min -10
_diffrn_reflns_limit_l_max 27
_diffrn_reflns_limit_l_min -26
_diffrn_reflns_number 13893
_diffrn_reflns_theta_full 21.97
_diffrn_reflns_theta_max 21.97
_diffrn_reflns_theta_min 5.10
_exptl_absorpt_coefficient_mu 0.084
_exptl_absorpt_correction_type none
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.200
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description needle
_exptl_crystal_F_000 680
_exptl_crystal_size_max 0.40
_exptl_crystal_size_mid 0.20
_exptl_crystal_size_min 0.02
_refine_diff_density_max 0.683
_refine_diff_density_min -0.600
_refine_diff_density_rms 0.200
_refine_ls_extinction_coef 0.41(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 0.999
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 425
_refine_ls_number_reflns 4102
_refine_ls_number_restraints 218
_refine_ls_restrained_S_all 0.976
_refine_ls_R_factor_all 0.3188
_refine_ls_R_factor_gt 0.1377
_refine_ls_shift/su_max 0.004
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.3269
_refine_ls_wR_factor_ref 0.4222
_reflns_number_gt 1243
_reflns_number_total 4102
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file la104302d_si_001.cif
_cod_data_source_block 1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
Adding full bibliography for 1501775.cif.
;
_cod_original_sg_symbol_H-M P-1
_cod_database_code 1501775
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O -0.3314(10) 0.4036(7) -0.0010(4) 0.062(2) Uani 1 1 d U
O2 O -0.4704(10) 0.1946(7) -0.0103(4) 0.062(2) Uani 1 1 d U
N1 N 0.3834(12) 0.1894(8) 0.1151(4) 0.0534(19) Uani 1 1 d U
C1 C -0.4870(17) 0.3194(11) -0.0287(6) 0.063(2) Uani 1 1 d U
H1A H -0.4619 0.3102 -0.0663 0.076 Uiso 1 1 calc R
H1B H -0.6274 0.3548 -0.0220 0.076 Uiso 1 1 calc R
C2 C -0.2027(16) 0.3227(11) 0.0234(5) 0.058(2) Uani 1 1 d U
C3 C -0.2851(16) 0.2030(11) 0.0176(6) 0.059(2) Uani 1 1 d U
C4 C -0.1925(15) 0.1055(11) 0.0381(5) 0.057(2) Uani 1 1 d U
H4 H -0.2482 0.0195 0.0329 0.068 Uiso 1 1 calc R
C5 C -0.0109(15) 0.1388(11) 0.0671(5) 0.0540(19) Uani 1 1 d U
C6 C 0.0955(15) 0.0367(11) 0.0928(5) 0.057(2) Uani 1 1 d U
H6A H 0.0494 0.0417 0.1289 0.069 Uiso 1 1 calc R
H6B H 0.0576 -0.0506 0.0746 0.069 Uiso 1 1 calc R
C7 C 0.3255(15) 0.0577(11) 0.0916(5) 0.057(2) Uani 1 1 d U
H7A H 0.3950 -0.0055 0.1106 0.068 Uiso 1 1 calc R
H7B H 0.3731 0.0432 0.0555 0.068 Uiso 1 1 calc R
C8 C 0.5590(15) 0.2078(11) 0.1430(5) 0.054(2) Uani 1 1 d U
H8 H 0.6323 0.1344 0.1505 0.065 Uiso 1 1 calc R
C9 C 0.6381(16) 0.3312(11) 0.1616(5) 0.055(2) Uani 1 1 d U
C10 C 0.8273(16) 0.3513(12) 0.1902(5) 0.059(2) Uani 1 1 d U
C11 C 1.002(3) 0.2183(16) 0.2462(8) 0.123(7) Uani 1 1 d .
H11A H 1.1482 0.2465 0.2504 0.185 Uiso 1 1 calc R
H11B H 0.9887 0.1267 0.2506 0.185 Uiso 1 1 calc R
H11C H 0.9183 0.2705 0.2721 0.185 Uiso 1 1 calc R
C12 C 0.8981(17) 0.4715(12) 0.2077(6) 0.063(2) Uani 1 1 d U
C13 C 1.163(2) 0.6021(13) 0.2538(7) 0.095(6) Uani 1 1 d .
H13A H 1.1824 0.6539 0.2257 0.143 Uiso 1 1 calc R
H13B H 1.2971 0.5947 0.2713 0.143 Uiso 1 1 calc R
H13C H 1.0640 0.6445 0.2785 0.143 Uiso 1 1 calc R
C14 C 0.7864(17) 0.5773(12) 0.1973(5) 0.063(2) Uani 1 1 d U
H14 H 0.8389 0.6619 0.2099 0.075 Uiso 1 1 calc R
C15 C 0.6048(18) 0.5653(12) 0.1697(6) 0.060(2) Uani 1 1 d U
H15 H 0.510(16) 0.630(11) 0.162(4) 0.072 Uiso 1 1 d .
C16 C 0.5240(15) 0.4418(11) 0.1508(5) 0.055(2) Uani 1 1 d U
C17 C 0.3385(15) 0.4163(11) 0.1219(5) 0.052(2) Uani 1 1 d U
H17 H 0.2607 0.4885 0.1150 0.063 Uiso 1 1 calc R
C18 C 0.2618(15) 0.2952(10) 0.1030(5) 0.0517(19) Uani 1 1 d U
C19 C 0.0756(15) 0.2599(11) 0.0718(5) 0.0521(19) Uani 1 1 d U
C20 C -0.0250(15) 0.3610(11) 0.0509(5) 0.055(2) Uani 1 1 d U
H20 H 0.0268 0.4480 0.0556 0.066 Uiso 1 1 calc R
O3 O 1.0873(13) 0.4789(9) 0.2338(4) 0.081(3) Uani 1 1 d .
O4 O 0.9300(12) 0.2347(8) 0.1957(5) 0.077(3) Uani 1 1 d .
O5 O -0.6787(14) 0.8472(10) 0.1779(5) 0.088(4) Uani 1 1 d .
O6 O -0.9570(14) 0.8972(9) 0.2237(4) 0.085(4) Uani 1 1 d .
C21 C -0.769(3) 0.9045(14) 0.2185(8) 0.077(5) Uani 1 1 d .
C22 C -0.633(3) 0.9722(15) 0.2611(7) 0.102(6) Uani 1 1 d .
H22A H -0.7211 1.0236 0.2868 0.123 Uiso 1 1 calc R
H22B H -0.5375 1.0333 0.2467 0.123 Uiso 1 1 calc R
C23 C -0.506(2) 0.8798(15) 0.2877(7) 0.095(6) Uani 1 1 d .
H23A H -0.6035 0.8225 0.3035 0.114 Uiso 1 1 calc R
H23B H -0.4273 0.8243 0.2612 0.114 Uiso 1 1 calc R
C24 C -0.355(2) 0.9413(16) 0.3288(7) 0.097(6) Uani 1 1 d .
H24A H -0.2610 1.0017 0.3136 0.116 Uiso 1 1 calc R
H24B H -0.4338 0.9929 0.3565 0.116 Uiso 1 1 calc R
C25 C -0.226(3) 0.8466(17) 0.3522(7) 0.099(6) Uani 1 1 d .
H25A H -0.1584 0.7905 0.3237 0.119 Uiso 1 1 calc R
H25B H -0.3219 0.7903 0.3690 0.119 Uiso 1 1 calc R
C26 C -0.061(2) 0.8972(18) 0.3908(7) 0.097(6) Uani 1 1 d .
H26A H 0.0350 0.9549 0.3747 0.116 Uiso 1 1 calc R
H26B H -0.1271 0.9506 0.4202 0.116 Uiso 1 1 calc R
C27 C 0.065(3) 0.7961(17) 0.4112(7) 0.101(6) Uani 1 1 d .
H27A H 0.1228 0.7392 0.3815 0.121 Uiso 1 1 calc R
H27B H -0.0303 0.7419 0.4290 0.121 Uiso 1 1 calc R
C28 C 0.242(2) 0.8424(17) 0.4476(7) 0.100(6) Uani 1 1 d .
H28A H 0.3361 0.8978 0.4301 0.120 Uiso 1 1 calc R
H28B H 0.1838 0.8978 0.4777 0.120 Uiso 1 1 calc R
C29 C 0.369(3) 0.7399(18) 0.4671(7) 0.107(6) Uani 1 1 d .
H29A H 0.2745 0.6836 0.4842 0.129 Uiso 1 1 calc R
H29B H 0.4292 0.6855 0.4371 0.129 Uiso 1 1 calc R
C30 C 0.543(2) 0.7862(18) 0.5040(7) 0.102(6) Uani 1 1 d .
H30A H 0.4825 0.8406 0.5341 0.123 Uiso 1 1 calc R
H30B H 0.6370 0.8428 0.4870 0.123 Uiso 1 1 calc R
C31 C 0.672(3) 0.6833(18) 0.5237(7) 0.105(6) Uani 1 1 d .
H31A H 0.5781 0.6280 0.5416 0.126 Uiso 1 1 calc R
H31B H 0.7294 0.6276 0.4937 0.126 Uiso 1 1 calc R
C32 C 0.846(2) 0.7311(18) 0.5595(7) 0.099(6) Uani 1 1 d .
H32A H 0.7892 0.7876 0.5894 0.119 Uiso 1 1 calc R
H32B H 0.9413 0.7854 0.5415 0.119 Uiso 1 1 calc R
C33 C 0.974(3) 0.6255(18) 0.5795(7) 0.108(6) Uani 1 1 d .
H33A H 0.8801 0.5734 0.5986 0.129 Uiso 1 1 calc R
H33B H 1.0265 0.5670 0.5495 0.129 Uiso 1 1 calc R
C34 C 1.156(2) 0.6725(19) 0.6141(7) 0.106(6) Uani 1 1 d .
H34A H 1.2538 0.7200 0.5941 0.127 Uiso 1 1 calc R
H34B H 1.1045 0.7358 0.6427 0.127 Uiso 1 1 calc R
C35 C 1.276(3) 0.573(2) 0.6371(8) 0.137(8) Uani 1 1 d .
H35A H 1.3295 0.5099 0.6087 0.164 Uiso 1 1 calc R
H35B H 1.1801 0.5259 0.6574 0.164 Uiso 1 1 calc R
C36 C 1.456(3) 0.625(3) 0.6711(9) 0.170(10) Uani 1 1 d .
H36A H 1.5650 0.6580 0.6503 0.255 Uiso 1 1 calc R
H36B H 1.5116 0.5551 0.6884 0.255 Uiso 1 1 calc R
H36C H 1.4092 0.6952 0.6970 0.255 Uiso 1 1 calc R
O7 O 0.0719(14) 0.6979(9) 0.1053(4) 0.093(4) Uani 1 1 d D
H7C H -0.052(12) 0.737(14) 0.106(5) 0.139 Uiso 1 1 d D
H7D H 0.134(18) 0.739(15) 0.135(4) 0.139 Uiso 1 1 d D
O8 O 0.7271(12) 0.8853(10) 0.1473(4) 0.087(4) Uani 1 1 d D
H8C H 0.808(17) 0.935(14) 0.170(4) 0.130 Uiso 1 1 d D
H8D H 0.623(16) 0.860(14) 0.166(4) 0.130 Uiso 1 1 d D
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.034(3) 0.036(3) 0.119(5) 0.021(3) -0.006(3) 0.002(3)
O2 0.036(3) 0.036(3) 0.118(5) 0.018(3) -0.008(3) 0.001(3)
N1 0.030(3) 0.027(3) 0.106(4) 0.017(3) -0.001(3) 0.006(2)
C1 0.037(4) 0.035(4) 0.120(5) 0.020(4) -0.008(3) -0.001(3)
C2 0.029(3) 0.034(3) 0.114(5) 0.023(3) 0.000(3) 0.002(3)
C3 0.031(3) 0.035(3) 0.113(5) 0.020(3) -0.002(3) 0.000(3)
C4 0.031(3) 0.033(3) 0.109(5) 0.018(4) 0.000(3) 0.000(3)
C5 0.027(3) 0.030(3) 0.108(4) 0.019(3) 0.002(3) 0.003(3)
C6 0.033(3) 0.031(3) 0.111(5) 0.019(4) -0.001(3) 0.003(3)
C7 0.033(3) 0.030(3) 0.110(5) 0.018(4) -0.002(3) 0.002(3)
C8 0.030(3) 0.032(3) 0.104(5) 0.019(4) -0.001(3) 0.005(3)
C9 0.030(3) 0.033(3) 0.104(5) 0.019(3) 0.000(3) 0.001(3)
C10 0.033(4) 0.039(4) 0.107(5) 0.017(4) -0.003(3) 0.002(3)
C11 0.163(18) 0.075(13) 0.133(18) 0.021(13) -0.042(15) 0.005(12)
C12 0.036(4) 0.043(4) 0.110(5) 0.015(4) -0.002(4) -0.004(3)
C13 0.077(10) 0.044(9) 0.159(16) -0.001(10) -0.038(10) -0.014(8)
C14 0.039(4) 0.039(4) 0.110(6) 0.015(4) 0.000(4) -0.006(3)
C15 0.037(4) 0.035(3) 0.109(5) 0.016(4) 0.002(4) -0.003(3)
C16 0.030(3) 0.032(3) 0.105(5) 0.020(3) 0.002(3) 0.001(3)
C17 0.027(3) 0.028(3) 0.105(5) 0.020(4) 0.003(3) 0.003(3)
C18 0.025(3) 0.027(3) 0.106(4) 0.018(3) 0.004(3) 0.006(2)
C19 0.024(3) 0.029(3) 0.107(4) 0.020(3) 0.004(3) 0.005(2)
C20 0.025(3) 0.033(3) 0.111(5) 0.022(4) 0.004(3) 0.004(3)
O3 0.057(6) 0.060(7) 0.124(9) 0.010(6) -0.018(6) -0.001(5)
O4 0.057(6) 0.054(6) 0.119(9) 0.009(6) -0.017(6) 0.013(5)
O5 0.038(5) 0.086(8) 0.142(11) 0.022(8) -0.004(6) -0.018(5)
O6 0.047(6) 0.070(7) 0.139(10) 0.020(6) -0.001(6) -0.001(5)
C21 0.048(10) 0.048(10) 0.140(19) 0.029(11) -0.003(11) -0.010(8)
C22 0.096(11) 0.062(11) 0.152(17) 0.032(11) -0.043(12) -0.019(9)
C23 0.073(10) 0.070(11) 0.142(16) 0.021(11) -0.020(10) -0.011(9)
C24 0.076(10) 0.102(13) 0.112(14) 0.020(12) -0.031(10) -0.039(10)
C25 0.097(12) 0.109(14) 0.102(14) 0.045(12) -0.015(11) 0.016(11)
C26 0.067(10) 0.124(15) 0.099(14) 0.016(12) -0.022(10) -0.014(10)
C27 0.098(12) 0.098(14) 0.107(15) 0.019(12) -0.009(11) 0.006(11)
C28 0.059(10) 0.117(15) 0.123(16) 0.017(13) -0.018(10) -0.010(10)
C29 0.126(15) 0.104(14) 0.093(15) 0.016(12) -0.001(12) 0.006(12)
C30 0.068(10) 0.127(16) 0.109(15) 0.014(13) -0.019(10) -0.020(11)
C31 0.097(12) 0.127(16) 0.092(14) 0.018(13) -0.004(11) 0.000(12)
C32 0.075(11) 0.120(15) 0.100(14) 0.010(13) 0.000(10) -0.012(11)
C33 0.083(12) 0.121(15) 0.121(16) 0.027(13) 0.005(11) 0.009(11)
C34 0.066(10) 0.152(18) 0.100(14) 0.020(13) -0.002(10) 0.008(11)
C35 0.109(15) 0.152(19) 0.152(19) 0.027(16) -0.025(14) 0.040(14)
C36 0.086(13) 0.25(3) 0.18(2) 0.08(2) -0.014(15) 0.017(15)
O7 0.074(7) 0.055(7) 0.148(11) 0.008(7) 0.007(6) 0.002(5)
O8 0.046(6) 0.061(7) 0.160(10) 0.038(7) 0.002(6) -0.003(5)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 O1 C1 105.8(8)
C3 O2 C1 104.9(8)
C8 N1 C18 122.3(9)
C8 N1 C7 118.5(9)
C18 N1 C7 118.9(9)
O1 C1 O2 106.4(9)
C3 C2 C20 124.7(12)
C3 C2 O1 109.5(10)
C20 C2 O1 125.7(11)
C2 C3 C4 121.6(11)
C2 C3 O2 111.7(11)
C4 C3 O2 126.7(11)
C3 C4 C5 116.4(11)
C19 C5 C4 121.7(11)
C19 C5 C6 118.9(10)
C4 C5 C6 119.3(10)
C7 C6 C5 109.5(10)
N1 C7 C6 110.6(9)
N1 C8 C9 122.1(11)
C8 C9 C10 122.4(11)
C8 C9 C16 118.5(10)
C10 C9 C16 119.1(11)
C12 C10 O4 125.7(11)
C12 C10 C9 120.7(12)
O4 C10 C9 113.5(10)
C10 C12 C14 119.7(12)
C10 C12 O3 115.4(11)
C14 C12 O3 124.9(11)
C15 C14 C12 122.8(12)
C14 C15 C16 119.7(12)
C15 C16 C17 125.3(11)
C15 C16 C9 118.0(11)
C17 C16 C9 116.7(10)
C18 C17 C16 125.0(10)
C17 C18 N1 115.3(10)
C17 C18 C19 128.7(10)
N1 C18 C19 116.0(9)
C5 C19 C20 120.9(10)
C5 C19 C18 121.7(11)
C20 C19 C18 117.0(10)
C2 C20 C19 114.3(11)
C12 O3 C13 117.1(10)
C10 O4 C11 117.7(11)
O6 C21 O5 121.7(15)
O6 C21 C22 120.7(18)
O5 C21 C22 117.4(14)
C21 C22 C23 113.0(12)
C24 C23 C22 116.1(13)
C25 C24 C23 114.2(14)
C24 C25 C26 118.8(15)
C27 C26 C25 115.3(15)
C26 C27 C28 117.2(15)
C29 C28 C27 116.8(15)
C30 C29 C28 116.7(15)
C29 C30 C31 116.8(15)
C32 C31 C30 116.1(15)
C31 C32 C33 115.4(15)
C34 C33 C32 115.9(15)
C35 C34 C33 117.5(17)
C34 C35 C36 115.5(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C2 1.405(13)
O1 C1 1.438(12)
O2 C3 1.387(12)
O2 C1 1.454(13)
N1 C8 1.336(12)
N1 C18 1.434(13)
N1 C7 1.461(13)
C2 C3 1.334(14)
C2 C20 1.367(14)
C3 C4 1.359(15)
C4 C5 1.399(14)
C5 C19 1.359(14)
C5 C6 1.509(15)
C6 C7 1.492(13)
C8 C9 1.392(14)
C9 C10 1.419(15)
C9 C16 1.437(14)
C10 C12 1.340(15)
C10 O4 1.419(13)
C11 O4 1.431(18)
C12 C14 1.385(16)
C12 O3 1.386(13)
C13 O3 1.393(13)
C14 C15 1.361(15)
C15 C16 1.399(15)
C16 C17 1.407(14)
C17 C18 1.368(14)
C18 C19 1.453(14)
C19 C20 1.418(15)
O5 C21 1.294(18)
O6 C21 1.218(16)
C21 C22 1.497(19)
C22 C23 1.514(19)
C23 C24 1.509(17)
C24 C25 1.494(19)
C25 C26 1.497(18)
C26 C27 1.49(2)
C27 C28 1.503(18)
C28 C29 1.50(2)
C29 C30 1.495(19)
C30 C31 1.51(2)
C31 C32 1.489(19)
C32 C33 1.54(2)
C33 C34 1.504(19)
C34 C35 1.49(2)
C35 C36 1.50(2)
|
1501776.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501776.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501776
loop_
_publ_author_name
'Nishiyama, Yoshiharu'
'Noishiki, Yasutomo'
'Wada, Masahisa'
_publ_section_title
;
X-ray Structure of Anhydrous \b-Chitin at 1 \%A Resolution
;
_journal_issue 4
_journal_name_full Macromolecules
_journal_page_first 950
_journal_paper_doi 10.1021/ma102240r
_journal_volume 44
_journal_year 2011
_chemical_formula_sum 'C8 H13 N O5'
_chemical_formula_weight 203.19
_chemical_name_common chitin
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'P 2c'
_symmetry_space_group_name_H-M 'P 1 1 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_audit_update_record
;
2010-09-14 # Formatted by publCIF
;
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 97.16(5)
_cell_formula_units_Z 2
_cell_length_a 4.8190(10)
_cell_length_b 9.239(2)
_cell_length_c 10.384(2)
_cell_measurement_reflns_used 25
_cell_measurement_temperature 293(2)
_cell_measurement_theta_max 10
_cell_measurement_theta_min 3
_cell_volume 458.72(17)
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 293(2)
_diffrn_detector_area_resol_mean 100
_diffrn_measured_fraction_theta_full 0.424
_diffrn_measured_fraction_theta_max 0.424
_diffrn_measurement_device_type 'image plate'
_diffrn_measurement_method 'two dimensional peak fitting'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source synchrotron
_diffrn_radiation_type synchrotron
_diffrn_radiation_wavelength 0.72930
_diffrn_reflns_av_R_equivalents 0.0000
_diffrn_reflns_av_sigmaI/netI 2.2052
_diffrn_reflns_limit_h_max 4
_diffrn_reflns_limit_h_min 0
_diffrn_reflns_limit_k_max 9
_diffrn_reflns_limit_k_min -9
_diffrn_reflns_limit_l_max 10
_diffrn_reflns_limit_l_min 0
_diffrn_reflns_number 216
_diffrn_reflns_theta_full 21.35
_diffrn_reflns_theta_max 21.35
_diffrn_reflns_theta_min 2.28
_exptl_absorpt_coefficient_mu 0.123
_exptl_absorpt_correction_type none
_exptl_crystal_colour white
_exptl_crystal_density_diffrn 1.471
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description 'uniaxially oriented whiskers'
_exptl_crystal_F_000 216
_exptl_crystal_size_max 0.01
_exptl_crystal_size_mid 0.0001
_exptl_crystal_size_min 0.00003
_refine_diff_density_max 0.127
_refine_diff_density_min -0.103
_refine_diff_density_rms 0.037
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0(10)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 0.983
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 130
_refine_ls_number_reflns 216
_refine_ls_number_restraints 283
_refine_ls_restrained_S_all 0.501
_refine_ls_R_factor_all 0.1431
_refine_ls_R_factor_gt 0.0701
_refine_ls_shift/su_max 0.120
_refine_ls_shift/su_mean 0.010
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1785P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1723
_refine_ls_wR_factor_ref 0.2099
_reflns_number_gt 105
_reflns_number_total 216
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file ma102240r_si_001.cif
_cod_data_source_block betachitin
_cod_original_cell_volume 458.72(16)
_cod_database_code 1501776
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C -0.042(8) -0.036(4) 0.373(2) 0.062(4) Uani 1 1 d U
H1 H 0.1569 -0.0469 0.3808 0.074 Uiso 1 1 calc R
C2 C -0.152(8) -0.156(4) 0.2886(17) 0.063(3) Uani 1 1 d DU
H2 H -0.3502 -0.1427 0.2826 0.076 Uiso 1 1 calc R
C3 C -0.052(8) -0.124(3) 0.1531(16) 0.064(4) Uani 1 1 d DU
H3 H 0.1446 -0.1406 0.1563 0.076 Uiso 1 1 calc R
C4 C -0.036(8) 0.033(3) 0.112(3) 0.068(4) Uani 1 1 d DU
H4 H -0.2222 0.0566 0.0894 0.081 Uiso 1 1 calc R
C5 C 0.095(8) 0.138(4) 0.214(2) 0.062(4) Uani 1 1 d U
H5 H 0.2922 0.1242 0.2222 0.074 Uiso 1 1 calc R
C6 C 0.078(8) 0.293(4) 0.181(3) 0.065(4) Uani 1 1 d U
H6A H 0.1536 0.3557 0.2502 0.078 Uiso 1 1 calc R
H6B H 0.1845 0.3194 0.1032 0.078 Uiso 1 1 calc R
C7 C -0.384(9) -0.391(4) 0.387(3) 0.073(5) Uani 1 1 d DU
C8 C -0.330(8) -0.533(3) 0.443(3) 0.073(6) Uani 1 1 d DU
H8A H -0.4713 -0.5642 0.5059 0.109 Uiso 1 1 calc R
H8B H -0.1496 -0.5216 0.4842 0.109 Uiso 1 1 calc R
H8C H -0.3331 -0.6045 0.3762 0.109 Uiso 1 1 calc R
N1 N -0.167(7) -0.306(3) 0.327(2) 0.070(4) Uani 1 1 d U
H1A H -0.0214 -0.3477 0.3112 0.084 Uiso 1 1 calc R
O1 O -0.152(5) -0.062(2) 0.5035(17) 0.062(4) Uani 1 1 d U
O3 O -0.168(6) -0.224(3) 0.0607(15) 0.072(5) Uani 1 1 d U
H3A H -0.0970 -0.2035 -0.0097 0.109 Uiso 1 1 calc R
O5 O -0.044(5) 0.100(3) 0.3369(14) 0.065(3) Uani 1 1 d U
O6 O -0.209(6) 0.308(3) 0.1610(19) 0.076(5) Uani 1 1 d U
H6 H -0.2331 0.3298 0.0858 0.114 Uiso 1 1 calc R
O7 O -0.627(6) -0.341(3) 0.386(2) 0.078(5) Uani 1 1 d U
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.080(9) 0.076(5) 0.025(4) 0.002(4) 0.004(6) -0.007(7)
C2 0.072(8) 0.081(4) 0.032(4) 0.001(4) -0.004(6) -0.008(6)
C3 0.076(9) 0.082(5) 0.030(4) -0.006(4) -0.003(7) -0.003(8)
C4 0.087(9) 0.085(5) 0.026(4) -0.000(4) -0.004(7) -0.008(8)
C5 0.085(9) 0.079(5) 0.017(5) 0.000(5) 0.006(6) -0.005(8)
C6 0.092(9) 0.081(5) 0.017(8) 0.008(5) -0.001(10) -0.010(11)
C7 0.076(8) 0.081(9) 0.053(10) -0.004(8) -0.007(11) -0.022(9)
C8 0.064(12) 0.074(10) 0.069(11) -0.003(9) -0.021(12) -0.037(10)
N1 0.077(7) 0.079(4) 0.049(7) 0.001(5) -0.004(8) -0.015(7)
O1 0.075(10) 0.078(9) 0.027(4) 0.008(5) 0.003(8) -0.021(9)
O3 0.078(11) 0.093(7) 0.041(5) -0.016(7) 0.005(9) -0.013(10)
O5 0.087(8) 0.078(4) 0.023(4) 0.008(4) 0.008(6) -0.010(8)
O6 0.096(9) 0.094(10) 0.037(8) 0.005(9) 0.012(10) 0.010(9)
O7 0.071(8) 0.091(11) 0.064(8) 0.005(10) -0.013(10) -0.025(10)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O5 C1 C2 121(2) . .
O5 C1 O1 112(3) . .
C2 C1 O1 110(3) . .
O5 C1 H1 104.1 . .
C2 C1 H1 104.1 . .
O1 C1 H1 104.1 . .
N1 C2 C1 122(3) . .
N1 C2 C3 116(3) . .
C1 C2 C3 109(2) . .
N1 C2 H2 102.1 . .
C1 C2 H2 102.0 . .
C3 C2 H2 102.0 . .
C4 C3 O3 114(2) . .
C4 C3 C2 116(2) . .
O3 C3 C2 114(2) . .
C4 C3 H3 103.3 . .
O3 C3 H3 103.2 . .
C2 C3 H3 103.2 . .
C3 C4 O1 111(3) . 2_554
C3 C4 C5 113(2) . .
O1 C4 C5 103(2) 2_554 .
C3 C4 H4 110.0 . .
O1 C4 H4 110.1 2_554 .
C5 C4 H4 110.1 . .
O5 C5 C6 110(3) . .
O5 C5 C4 109(2) . .
C6 C5 C4 113(3) . .
O5 C5 H5 108.3 . .
C6 C5 H5 108.3 . .
C4 C5 H5 108.3 . .
O6 C6 C5 107(3) . .
O6 C6 H6A 110.2 . .
C5 C6 H6A 110.3 . .
O6 C6 H6B 110.3 . .
C5 C6 H6B 110.3 . .
H6A C6 H6B 108.5 . .
O7 C7 N1 117(3) . .
O7 C7 C8 125(4) . .
N1 C7 C8 118(4) . .
C7 C8 H8A 109.5 . .
C7 C8 H8B 109.4 . .
H8A C8 H8B 109.5 . .
C7 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C7 N1 C2 128(3) . .
C7 N1 H1A 115.8 . .
C2 N1 H1A 115.8 . .
C4 O1 C1 119(3) 2 .
C3 O3 H3A 109.5 . .
C1 O5 C5 114(3) . .
C6 O6 H6 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O5 1.32(4) .
C1 C2 1.46(4) .
C1 O1 1.47(3) .
C1 H1 0.9800 .
C2 N1 1.43(4) .
C2 C3 1.506(15) .
C2 H2 0.9800 .
C3 C4 1.500(15) .
C3 O3 1.40(3) .
C3 H3 0.9800 .
C4 O1 1.45(4) 2_554
C4 C5 1.51(4) .
C4 H4 0.9800 .
C5 O5 1.47(3) .
C5 C6 1.48(5) .
C5 H5 0.9800 .
C6 O6 1.42(5) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C7 O7 1.31(4) .
C7 N1 1.38(4) .
C7 C8 1.490(15) .
C8 H8A 0.9600 .
C8 H8B 0.9600 .
C8 H8C 0.9600 .
N1 H1A 0.8600 .
O1 C4 1.45(4) 2
O3 H3A 0.8200 .
O6 H6 0.8202 .
|
1501777.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/17/1501777.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501777
loop_
_publ_author_name
'Liu, Jianzhao'
'Lam, Jacky W. Y.'
'Jim, Cathy K. W.'
'Ng, Jason C. Y.'
'Shi, Jianbing'
'Su, Huimin'
'Yeung, Kwok Fai'
'Hong, Yuning'
'Faisal, Mahtab'
'Yu, Yong'
'Wong, Kam Sing'
'Tang, Ben Zhong'
_publ_section_title
;
Thiol−Yne Click Polymerization: Regio- and Stereoselective
Synthesis of Sulfur-Rich Acetylenic Polymers with Controllable Chain
Conformations and Tunable Optical Properties
;
_journal_issue 1
_journal_name_full Macromolecules
_journal_page_first 68
_journal_paper_doi 10.1021/ma1023473
_journal_volume 44
_journal_year 2011
_chemical_formula_sum 'C18 H16 Si'
_chemical_formula_weight 260.40
_chemical_name_systematic
;
?
;
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2ybc'
_symmetry_space_group_name_H-M 'P 1 21/c 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 98.365(8)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 13.613(8)
_cell_length_b 18.074(12)
_cell_length_c 6.101(4)
_cell_measurement_reflns_used 263
_cell_measurement_temperature 100(2)
_cell_measurement_theta_max 24.37
_cell_measurement_theta_min 3.56
_cell_volume 1485.1(16)
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 100(2)
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.969
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0456
_diffrn_reflns_av_sigmaI/netI 0.0600
_diffrn_reflns_limit_h_max 17
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_k_max 21
_diffrn_reflns_limit_k_min -23
_diffrn_reflns_limit_l_max 7
_diffrn_reflns_limit_l_min -7
_diffrn_reflns_number 8036
_diffrn_reflns_theta_full 25.00
_diffrn_reflns_theta_max 26.99
_diffrn_reflns_theta_min 1.51
_exptl_absorpt_coefficient_mu 0.142
_exptl_absorpt_correction_T_max 1.00
_exptl_absorpt_correction_T_min 0.89
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details SADABS
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.165
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description bar
_exptl_crystal_F_000 552
_exptl_crystal_size_max 0.40
_exptl_crystal_size_mid 0.20
_exptl_crystal_size_min 0.10
_refine_diff_density_max 0.448
_refine_diff_density_min -0.175
_refine_diff_density_rms 0.053
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.025
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 174
_refine_ls_number_reflns 3137
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.025
_refine_ls_R_factor_all 0.0649
_refine_ls_R_factor_gt 0.0465
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0500P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1011
_refine_ls_wR_factor_ref 0.1071
_reflns_number_gt 2434
_reflns_number_total 3137
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file ma1023473_si_002.cif
_cod_data_source_block jian8
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P2(1)/c
_cod_database_code 1501777
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Si1 Si 0.20587(3) 0.39991(3) 0.09852(7) 0.01973(14) Uani 1 1 d .
C1 C 0.31649(12) 0.39720(9) 0.3248(3) 0.0211(4) Uani 1 1 d .
C2 C 0.34057(12) 0.45527(9) 0.4745(3) 0.0237(4) Uani 1 1 d .
H2A H 0.3038 0.5000 0.4539 0.028 Uiso 1 1 calc R
C3 C 0.41646(12) 0.44966(10) 0.6521(3) 0.0245(4) Uani 1 1 d .
H3A H 0.4308 0.4902 0.7508 0.029 Uiso 1 1 calc R
C4 C 0.47191(12) 0.38438(9) 0.6859(3) 0.0223(4) Uani 1 1 d .
C5 C 0.45195(12) 0.32683(9) 0.5338(3) 0.0233(4) Uani 1 1 d .
H5A H 0.4907 0.2829 0.5511 0.028 Uiso 1 1 calc R
C6 C 0.37570(12) 0.33333(9) 0.3573(3) 0.0232(4) Uani 1 1 d .
H6A H 0.3632 0.2935 0.2555 0.028 Uiso 1 1 calc R
C7 C 0.54656(12) 0.37512(10) 0.8769(3) 0.0248(4) Uani 1 1 d .
C8 C 0.60760(13) 0.36508(11) 1.0343(3) 0.0306(4) Uani 1 1 d .
H8 H 0.6564 0.3571 1.1601 0.037 Uiso 1 1 calc R
C10 C 0.22014(13) 0.32738(9) -0.1113(3) 0.0249(4) Uani 1 1 d .
H10A H 0.2802 0.3372 -0.1778 0.037 Uiso 1 1 calc R
H10B H 0.1621 0.3280 -0.2270 0.037 Uiso 1 1 calc R
H10C H 0.2257 0.2788 -0.0395 0.037 Uiso 1 1 calc R
C11 C 0.09017(12) 0.37973(9) 0.2240(3) 0.0208(4) Uani 1 1 d .
C12 C 0.01391(13) 0.33473(10) 0.1202(3) 0.0265(4) Uani 1 1 d .
H12A H 0.0224 0.3107 -0.0142 0.032 Uiso 1 1 calc R
C13 C -0.07353(13) 0.32400(9) 0.2064(3) 0.0261(4) Uani 1 1 d .
H13A H -0.1244 0.2936 0.1304 0.031 Uiso 1 1 calc R
C14 C -0.08661(12) 0.35797(9) 0.4053(3) 0.0212(4) Uani 1 1 d .
C15 C -0.01134(13) 0.40276(10) 0.5125(3) 0.0257(4) Uani 1 1 d .
H15A H -0.0193 0.4262 0.6481 0.031 Uiso 1 1 calc R
C16 C 0.07511(12) 0.41321(10) 0.4218(3) 0.0243(4) Uani 1 1 d .
H16A H 0.1256 0.4441 0.4969 0.029 Uiso 1 1 calc R
C17 C -0.17693(12) 0.34790(9) 0.4987(3) 0.0239(4) Uani 1 1 d .
C18 C -0.24937(13) 0.33994(10) 0.5830(3) 0.0294(4) Uani 1 1 d .
H18 H -0.3074 0.3336 0.6505 0.035 Uiso 1 1 calc R
C20 C 0.19223(13) 0.49518(9) -0.0211(3) 0.0247(4) Uani 1 1 d .
H20A H 0.2486 0.5060 -0.0993 0.037 Uiso 1 1 calc R
H20B H 0.1906 0.5312 0.0983 0.037 Uiso 1 1 calc R
H20C H 0.1303 0.4983 -0.1252 0.037 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Si1 0.0176(3) 0.0209(3) 0.0212(3) -0.00028(19) 0.00471(18) -0.00025(17)
C1 0.0180(8) 0.0220(9) 0.0247(9) -0.0003(7) 0.0080(7) -0.0038(6)
C2 0.0176(9) 0.0228(9) 0.0310(9) 0.0008(8) 0.0047(7) 0.0011(7)
C3 0.0198(9) 0.0259(9) 0.0284(9) -0.0051(8) 0.0059(7) -0.0038(7)
C4 0.0125(8) 0.0289(10) 0.0261(9) 0.0024(8) 0.0049(7) -0.0026(6)
C5 0.0174(9) 0.0237(9) 0.0299(9) 0.0018(8) 0.0068(7) 0.0008(6)
C6 0.0196(9) 0.0234(9) 0.0274(9) -0.0022(8) 0.0065(7) -0.0021(7)
C7 0.0168(9) 0.0284(10) 0.0302(10) -0.0005(8) 0.0067(8) -0.0019(7)
C8 0.0228(10) 0.0346(11) 0.0337(10) -0.0001(9) 0.0015(8) -0.0007(7)
C10 0.0242(9) 0.0253(10) 0.0262(9) -0.0007(8) 0.0067(7) 0.0009(7)
C11 0.0206(9) 0.0204(9) 0.0217(9) 0.0030(7) 0.0039(7) 0.0014(6)
C12 0.0245(9) 0.0272(10) 0.0285(10) -0.0064(8) 0.0061(7) -0.0017(7)
C13 0.0231(9) 0.0231(9) 0.0325(10) -0.0036(8) 0.0050(8) -0.0041(7)
C14 0.0165(8) 0.0219(9) 0.0253(9) 0.0057(7) 0.0031(7) 0.0038(6)
C15 0.0222(9) 0.0339(10) 0.0212(9) -0.0018(8) 0.0036(7) 0.0006(7)
C16 0.0181(9) 0.0304(10) 0.0236(9) -0.0029(8) 0.0008(7) -0.0036(7)
C17 0.0218(9) 0.0210(9) 0.0285(9) 0.0016(8) 0.0022(7) 0.0016(7)
C18 0.0219(9) 0.0320(10) 0.0353(10) 0.0025(9) 0.0079(8) 0.0023(8)
C20 0.0279(10) 0.0232(9) 0.0232(9) 0.0004(8) 0.0048(7) 0.0000(7)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C10 Si1 C20 113.24(9)
C10 Si1 C11 108.66(8)
C20 Si1 C11 107.19(8)
C10 Si1 C1 109.40(8)
C20 Si1 C1 109.42(8)
C11 Si1 C1 108.83(8)
C2 C1 C6 116.69(16)
C2 C1 Si1 122.94(13)
C6 C1 Si1 120.27(13)
C3 C2 C1 122.15(16)
C2 C3 C4 120.06(16)
C5 C4 C3 118.83(16)
C5 C4 C7 119.87(16)
C3 C4 C7 121.27(16)
C6 C5 C4 120.31(16)
C5 C6 C1 121.86(16)
C8 C7 C4 177.9(2)
C16 C11 C12 116.93(16)
C16 C11 Si1 120.36(13)
C12 C11 Si1 122.62(13)
C13 C12 C11 122.27(16)
C12 C13 C14 119.66(16)
C15 C14 C13 119.10(16)
C15 C14 C17 120.01(15)
C13 C14 C17 120.88(16)
C16 C15 C14 120.15(16)
C15 C16 C11 121.88(16)
C18 C17 C14 177.64(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Si1 C10 1.8619(19)
Si1 C20 1.869(2)
Si1 C11 1.8843(19)
Si1 C1 1.890(2)
C1 C2 1.398(2)
C1 C6 1.405(2)
C2 C3 1.388(2)
C3 C4 1.400(2)
C4 C5 1.394(2)
C4 C7 1.440(3)
C5 C6 1.388(2)
C7 C8 1.189(2)
C11 C16 1.392(2)
C11 C12 1.396(2)
C12 C13 1.383(2)
C13 C14 1.395(2)
C14 C15 1.392(2)
C14 C17 1.440(2)
C15 C16 1.384(2)
C17 C18 1.185(2)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C10 Si1 C1 C2 163.41(13)
C20 Si1 C1 C2 38.82(16)
C11 Si1 C1 C2 -78.01(15)
C10 Si1 C1 C6 -20.34(15)
C20 Si1 C1 C6 -144.92(13)
C11 Si1 C1 C6 98.25(14)
C6 C1 C2 C3 -2.5(2)
Si1 C1 C2 C3 173.88(13)
C1 C2 C3 C4 0.1(2)
C2 C3 C4 C5 2.4(2)
C2 C3 C4 C7 -175.76(16)
C3 C4 C5 C6 -2.5(2)
C7 C4 C5 C6 175.69(15)
C4 C5 C6 C1 0.1(2)
C2 C1 C6 C5 2.4(2)
Si1 C1 C6 C5 -174.08(12)
C5 C4 C7 C8 -28(5)
C3 C4 C7 C8 150(5)
C10 Si1 C11 C16 163.49(13)
C20 Si1 C11 C16 -73.80(16)
C1 Si1 C11 C16 44.44(16)
C10 Si1 C11 C12 -20.13(17)
C20 Si1 C11 C12 102.58(15)
C1 Si1 C11 C12 -139.18(14)
C16 C11 C12 C13 0.7(3)
Si1 C11 C12 C13 -175.75(13)
C11 C12 C13 C14 -1.0(3)
C12 C13 C14 C15 0.6(3)
C12 C13 C14 C17 179.89(15)
C13 C14 C15 C16 0.0(3)
C17 C14 C15 C16 -179.29(15)
C14 C15 C16 C11 -0.2(3)
C12 C11 C16 C15 -0.1(2)
Si1 C11 C16 C15 176.46(13)
C15 C14 C17 C18 -30(5)
C13 C14 C17 C18 150(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 26995169
|
1501778.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501778.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501778
loop_
_publ_author_name
'Li, Haiyan'
'Sundararaman, Anand'
'Pakkirisamy, Thilagar'
'Venkatasubbaiah, Krishnan'
'Sch\"odel, Frauke'
'J\"akle, Frieder'
_publ_section_title
;
Synthesis and Electronic Structure of Ferrocenylborane-Modified
Quaterthiophenes and Polythiophenes
;
_journal_issue 1
_journal_name_full Macromolecules
_journal_page_first 95
_journal_paper_doi 10.1021/ma1023654
_journal_volume 44
_journal_year 2011
_chemical_formula_moiety 'C56 H52 B2 Fe2 S4'
_chemical_formula_sum 'C56 H52 B2 Fe2 S4'
_chemical_formula_weight 986.54
_chemical_name_systematic
;
?
;
_space_group_IT_number 2
_symmetry_cell_setting triclinic
_symmetry_space_group_name_Hall '-P 1'
_symmetry_space_group_name_H-M 'P -1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 102.0280(10)
_cell_angle_beta 93.0150(10)
_cell_angle_gamma 106.9520(10)
_cell_formula_units_Z 1
_cell_length_a 7.7902(2)
_cell_length_b 10.2879(3)
_cell_length_c 15.8076(4)
_cell_measurement_reflns_used 7187
_cell_measurement_temperature 100(2)
_cell_measurement_theta_max 64.60
_cell_measurement_theta_min 2.88
_cell_volume 1176.51(6)
_computing_cell_refinement SMART
_computing_data_collection 'SMART (Bruker, 2000)'
_computing_data_reduction 'SAINT-Plus (Bruker, 2000)'
_computing_molecular_graphics 'SHELXTL (Bruker, 2000)'
_computing_publication_material SHELXTL
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature 100(2)
_diffrn_measured_fraction_theta_full 0.940
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measurement_device_type 'Bruker SMART CCD area-detector'
_diffrn_measurement_method '\f and \w'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0168
_diffrn_reflns_av_sigmaI/netI 0.0193
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 15
_diffrn_reflns_limit_l_min -18
_diffrn_reflns_number 9374
_diffrn_reflns_theta_full 64.87
_diffrn_reflns_theta_max 64.87
_diffrn_reflns_theta_min 2.88
_exptl_absorpt_coefficient_mu 6.887
_exptl_absorpt_correction_T_max 0.5179
_exptl_absorpt_correction_T_min 0.3126
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details '(SADABS; Blessing, 1995)'
_exptl_crystal_colour red
_exptl_crystal_density_diffrn 1.392
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description needle
_exptl_crystal_F_000 514
_exptl_crystal_size_max 0.22
_exptl_crystal_size_mid 0.12
_exptl_crystal_size_min 0.11
_refine_diff_density_max 0.305
_refine_diff_density_min -0.243
_refine_diff_density_rms 0.049
_refine_ls_extinction_coef 0.00016(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 1.030
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 294
_refine_ls_number_reflns 3974
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.030
_refine_ls_R_factor_all 0.0265
_refine_ls_R_factor_gt 0.0257
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0396P)^2^+0.6491P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0678
_refine_ls_wR_factor_ref 0.0683
_reflns_number_gt 3644
_reflns_number_total 3974
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file ma1023654_si_002.cif
_cod_data_source_block 102705
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_cell_volume 1176.51(5)
_cod_original_sg_symbol_H-M P-1
_cod_database_code 1501778
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Fe1 Fe 1.06801(3) 1.29722(3) 0.366084(17) 0.01471(10) Uani 1 1 d .
C23 C 1.0347(2) 1.23278(19) 0.23300(11) 0.0173(4) Uani 1 1 d .
H23 H 1.1049 1.1782 0.1981 0.021 Uiso 1 1 calc R
C26 C 1.1969(3) 1.4219(2) 0.48431(12) 0.0243(4) Uani 1 1 d .
H26 H 1.1995 1.5205 0.5082 0.029 Uiso 1 1 calc R
C25 C 1.0667(3) 1.2995(2) 0.49667(12) 0.0227(4) Uani 1 1 d .
H25 H 0.9612 1.2971 0.5304 0.027 Uiso 1 1 calc R
C12 C 0.8747(2) 0.83292(19) 0.03424(12) 0.0201(4) Uani 1 1 d .
H12 H 0.8461 0.8340 -0.0247 0.024 Uiso 1 1 calc R
C27 C 1.3223(3) 1.3791(2) 0.43218(12) 0.0253(4) Uani 1 1 d .
H27 H 1.4290 1.4425 0.4131 0.030 Uiso 1 1 calc R
B1 B 0.7887(2) 1.0141(2) 0.26127(13) 0.0147(4) Uani 1 1 d .
C20 C 0.8203(2) 1.29177(18) 0.31397(11) 0.0161(4) Uani 1 1 d .
H20 H 0.7120 1.2862 0.3460 0.019 Uiso 1 1 calc R
C11 C 0.8074(2) 0.91049(18) 0.09938(12) 0.0165(4) Uani 1 1 d .
C15 C 0.9619(2) 0.83442(18) 0.20685(12) 0.0166(4) Uani 1 1 d .
C22 C 1.0842(2) 1.38123(19) 0.25791(12) 0.0193(4) Uani 1 1 d .
H22 H 1.1941 1.4482 0.2436 0.023 Uiso 1 1 calc R
C10 C 0.8526(2) 0.91464(18) 0.18810(11) 0.0154(4) Uani 1 1 d .
C28 C 1.2708(3) 1.2305(2) 0.41199(13) 0.0250(4) Uani 1 1 d .
H28 H 1.3343 1.1710 0.3763 0.030 Uiso 1 1 calc R
C19 C 0.8688(2) 1.17324(18) 0.26737(11) 0.0152(4) Uani 1 1 d .
C21 C 0.9514(2) 1.41731(19) 0.30749(12) 0.0190(4) Uani 1 1 d .
H21 H 0.9514 1.5143 0.3343 0.023 Uiso 1 1 calc R
C24 C 1.1122(3) 1.1818(2) 0.45215(12) 0.0235(4) Uani 1 1 d .
H24 H 1.0441 1.0818 0.4489 0.028 Uiso 1 1 calc R
C14 C 1.0231(2) 0.75480(19) 0.13980(13) 0.0207(4) Uani 1 1 d .
H14 H 1.0944 0.6997 0.1539 0.025 Uiso 1 1 calc R
C13 C 0.9828(3) 0.75372(19) 0.05291(13) 0.0214(4) Uani 1 1 d .
C17 C 0.6799(3) 0.98497(19) 0.07297(12) 0.0218(4) Uani 1 1 d .
H17A H 0.6998 1.0017 0.0149 0.033 Uiso 1 1 calc R
H17B H 0.7024 1.0745 0.1151 0.033 Uiso 1 1 calc R
H17C H 0.5548 0.9270 0.0717 0.033 Uiso 1 1 calc R
C18 C 1.0551(3) 0.6719(2) -0.01947(14) 0.0310(5) Uani 1 1 d .
H18A H 1.1508 0.6419 0.0054 0.047 Uiso 1 1 calc R
H18B H 1.1043 0.7311 -0.0592 0.047 Uiso 1 1 calc R
H18C H 0.9570 0.5897 -0.0516 0.047 Uiso 1 1 calc R
S2 S 0.59390(6) 0.55553(4) 0.26885(3) 0.01779(12) Uani 1 1 d .
C7 C 0.4514(2) 0.5318(2) 0.11579(12) 0.0214(4) Uani 1 1 d .
H7 H 0.4037 0.4960 0.0561 0.026 Uiso 1 1 calc R
C6 C 0.4571(2) 0.66619(19) 0.16321(12) 0.0181(4) Uani 1 1 d .
H6 H 0.4147 0.7295 0.1386 0.022 Uiso 1 1 calc R
C4 C 0.5543(2) 0.81932(18) 0.31828(11) 0.0141(3) Uani 1 1 d .
C2 C 0.6328(2) 1.04248(18) 0.40626(11) 0.0156(4) Uani 1 1 d .
H2 H 0.6903 1.1406 0.4227 0.019 Uiso 1 1 calc R
C3 C 0.6547(2) 0.95768(18) 0.32559(11) 0.0148(4) Uani 1 1 d .
C1 C 0.5237(2) 0.97249(17) 0.45761(11) 0.0145(4) Uani 1 1 d .
C9 C 0.5355(3) 0.3145(2) 0.13582(14) 0.0290(5) Uani 1 1 d .
H9A H 0.4505 0.2513 0.1640 0.044 Uiso 1 1 calc R
H9B H 0.6591 0.3164 0.1531 0.044 Uiso 1 1 calc R
H9C H 0.5070 0.2814 0.0724 0.044 Uiso 1 1 calc R
C5 C 0.5302(2) 0.69515(18) 0.24828(11) 0.0152(4) Uani 1 1 d .
C8 C 0.5201(2) 0.45845(19) 0.16318(12) 0.0203(4) Uani 1 1 d .
S1 S 0.44140(5) 0.79588(4) 0.40819(3) 0.01498(11) Uani 1 1 d .
C16 C 1.0235(2) 0.83697(19) 0.29973(12) 0.0210(4) Uani 1 1 d .
H16A H 1.0570 0.7526 0.3009 0.032 Uiso 1 1 calc R
H16B H 0.9251 0.8403 0.3354 0.032 Uiso 1 1 calc R
H16C H 1.1284 0.9198 0.3230 0.032 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Fe1 0.01500(16) 0.01539(15) 0.01083(15) 0.00337(11) -0.00081(11) 0.00051(11)
C23 0.0177(9) 0.0202(9) 0.0118(8) 0.0044(7) 0.0013(7) 0.0024(7)
C26 0.0282(10) 0.0229(10) 0.0147(9) 0.0021(8) -0.0070(8) 0.0003(8)
C25 0.0249(10) 0.0283(10) 0.0107(9) 0.0054(8) -0.0023(7) 0.0022(8)
C12 0.0255(10) 0.0196(9) 0.0134(9) 0.0041(7) 0.0040(7) 0.0038(7)
C27 0.0182(9) 0.0323(11) 0.0182(9) 0.0078(9) -0.0069(7) -0.0027(8)
B1 0.0119(9) 0.0182(10) 0.0118(9) 0.0037(8) -0.0035(7) 0.0023(7)
C20 0.0163(8) 0.0178(9) 0.0129(8) 0.0033(7) -0.0012(7) 0.0038(7)
C11 0.0177(9) 0.0146(8) 0.0150(9) 0.0035(7) 0.0023(7) 0.0014(7)
C15 0.0143(8) 0.0162(8) 0.0178(9) 0.0054(7) 0.0033(7) 0.0010(7)
C22 0.0195(9) 0.0204(9) 0.0140(9) 0.0068(7) -0.0016(7) -0.0010(7)
C10 0.0130(8) 0.0148(8) 0.0160(9) 0.0047(7) 0.0027(7) -0.0003(7)
C28 0.0225(10) 0.0333(11) 0.0196(10) 0.0075(9) -0.0044(8) 0.0092(8)
C19 0.0159(8) 0.0183(9) 0.0091(8) 0.0030(7) -0.0006(6) 0.0026(7)
C21 0.0228(9) 0.0173(9) 0.0146(9) 0.0045(7) -0.0032(7) 0.0029(7)
C24 0.0265(10) 0.0243(10) 0.0166(9) 0.0085(8) -0.0059(8) 0.0021(8)
C14 0.0181(9) 0.0203(9) 0.0258(10) 0.0073(8) 0.0061(7) 0.0069(7)
C13 0.0226(9) 0.0198(9) 0.0213(10) 0.0042(8) 0.0085(8) 0.0053(7)
C17 0.0296(10) 0.0208(9) 0.0152(9) 0.0032(8) -0.0011(8) 0.0092(8)
C18 0.0404(12) 0.0303(11) 0.0272(11) 0.0069(9) 0.0159(9) 0.0158(9)
S2 0.0188(2) 0.0155(2) 0.0171(2) 0.00024(17) 0.00099(17) 0.00482(16)
C7 0.0181(9) 0.0259(10) 0.0137(9) -0.0013(8) 0.0038(7) 0.0010(7)
C6 0.0159(9) 0.0203(9) 0.0164(9) 0.0045(7) 0.0036(7) 0.0025(7)
C4 0.0130(8) 0.0172(8) 0.0124(8) 0.0037(7) 0.0022(6) 0.0046(7)
C2 0.0153(8) 0.0135(8) 0.0154(9) 0.0018(7) 0.0014(7) 0.0020(7)
C3 0.0141(8) 0.0162(8) 0.0135(8) 0.0029(7) 0.0015(7) 0.0041(7)
C1 0.0135(8) 0.0147(8) 0.0141(9) 0.0022(7) 0.0004(6) 0.0037(7)
C9 0.0276(11) 0.0223(10) 0.0314(11) -0.0075(9) 0.0031(9) 0.0088(8)
C5 0.0133(8) 0.0156(8) 0.0152(9) 0.0034(7) 0.0039(7) 0.0019(7)
C8 0.0162(9) 0.0200(9) 0.0184(9) -0.0031(8) 0.0045(7) 0.0011(7)
S1 0.0160(2) 0.0138(2) 0.0129(2) 0.00208(16) 0.00367(15) 0.00154(16)
C16 0.0208(9) 0.0229(9) 0.0203(9) 0.0070(8) 0.0001(7) 0.0073(7)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C20 Fe1 C27 158.63(8) . .
C20 Fe1 C23 68.49(7) . .
C27 Fe1 C23 119.79(8) . .
C20 Fe1 C26 124.01(8) . .
C27 Fe1 C26 40.57(8) . .
C23 Fe1 C26 154.73(8) . .
C20 Fe1 C28 160.13(8) . .
C27 Fe1 C28 40.69(8) . .
C23 Fe1 C28 107.22(8) . .
C26 Fe1 C28 68.34(8) . .
C20 Fe1 C19 41.40(7) . .
C27 Fe1 C19 156.85(8) . .
C23 Fe1 C19 41.25(7) . .
C26 Fe1 C19 161.97(8) . .
C28 Fe1 C19 122.56(8) . .
C20 Fe1 C24 125.13(8) . .
C27 Fe1 C24 68.16(8) . .
C23 Fe1 C24 125.74(8) . .
C26 Fe1 C24 68.04(8) . .
C28 Fe1 C24 40.58(8) . .
C19 Fe1 C24 109.83(7) . .
C20 Fe1 C25 109.94(8) . .
C27 Fe1 C25 68.17(8) . .
C23 Fe1 C25 162.96(8) . .
C26 Fe1 C25 40.57(8) . .
C28 Fe1 C25 68.15(8) . .
C19 Fe1 C25 126.24(7) . .
C24 Fe1 C25 40.25(8) . .
C20 Fe1 C21 40.54(7) . .
C27 Fe1 C21 121.14(8) . .
C23 Fe1 C21 67.97(7) . .
C26 Fe1 C21 106.17(8) . .
C28 Fe1 C21 157.63(8) . .
C19 Fe1 C21 69.21(7) . .
C24 Fe1 C21 159.42(8) . .
C25 Fe1 C21 122.66(8) . .
C20 Fe1 C22 68.17(7) . .
C27 Fe1 C22 104.50(8) . .
C23 Fe1 C22 40.50(7) . .
C26 Fe1 C22 119.19(8) . .
C28 Fe1 C22 122.00(8) . .
C19 Fe1 C22 69.24(7) . .
C24 Fe1 C22 160.12(8) . .
C25 Fe1 C22 156.06(8) . .
C21 Fe1 C22 40.20(8) . .
C22 C23 C19 109.38(16) . .
C22 C23 Fe1 70.38(10) . .
C19 C23 Fe1 69.72(9) . .
C27 C26 C25 107.93(18) . .
C27 C26 Fe1 69.44(10) . .
C25 C26 Fe1 70.13(10) . .
C24 C25 C26 107.96(17) . .
C24 C25 Fe1 69.86(10) . .
C26 C25 Fe1 69.30(10) . .
C11 C12 C13 121.86(18) . .
C26 C27 C28 108.31(17) . .
C26 C27 Fe1 69.99(11) . .
C28 C27 Fe1 70.05(10) . .
C19 B1 C3 121.21(16) . .
C19 B1 C10 116.03(15) . .
C3 B1 C10 122.75(15) . .
C21 C20 C19 109.29(16) . .
C21 C20 Fe1 70.63(10) . .
C19 C20 Fe1 69.99(10) . .
C12 C11 C10 120.37(17) . .
C12 C11 C17 118.39(16) . .
C10 C11 C17 121.20(16) . .
C14 C15 C10 120.47(17) . .
C14 C15 C16 118.07(16) . .
C10 C15 C16 121.40(16) . .
C21 C22 C23 107.91(16) . .
C21 C22 Fe1 69.82(10) . .
C23 C22 Fe1 69.12(10) . .
C15 C10 C11 117.66(16) . .
C15 C10 B1 122.92(16) . .
C11 C10 B1 119.34(15) . .
C27 C28 C24 107.53(18) . .
C27 C28 Fe1 69.26(11) . .
C24 C28 Fe1 69.98(11) . .
C23 C19 C20 105.23(15) . .
C23 C19 B1 122.70(16) . .
C20 C19 B1 131.58(16) . .
C23 C19 Fe1 69.03(10) . .
C20 C19 Fe1 68.61(9) . .
B1 C19 Fe1 120.42(12) . .
C22 C21 C20 108.19(16) . .
C22 C21 Fe1 69.98(11) . .
C20 C21 Fe1 68.83(10) . .
C25 C24 C28 108.26(17) . .
C25 C24 Fe1 69.90(11) . .
C28 C24 Fe1 69.44(11) . .
C13 C14 C15 121.86(17) . .
C14 C13 C12 117.73(17) . .
C14 C13 C18 121.86(18) . .
C12 C13 C18 120.40(18) . .
C8 S2 C5 92.50(9) . .
C8 C7 C6 114.08(16) . .
C5 C6 C7 112.84(17) . .
C3 C4 C5 130.51(16) . .
C3 C4 S1 112.39(13) . .
C5 C4 S1 117.09(13) . .
C1 C2 C3 115.42(15) . .
C4 C3 C2 109.86(15) . .
C4 C3 B1 126.09(16) . .
C2 C3 B1 123.79(15) . .
C2 C1 C1 128.7(2) . 2_676
C2 C1 S1 110.24(13) . .
C1 C1 S1 121.08(17) 2_676 .
C6 C5 C4 129.50(16) . .
C6 C5 S2 110.32(13) . .
C4 C5 S2 120.16(13) . .
C7 C8 C9 129.26(18) . .
C7 C8 S2 110.26(14) . .
C9 C8 S2 120.48(15) . .
C1 S1 C4 92.08(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 C20 2.0384(17) .
Fe1 C27 2.0418(18) .
Fe1 C23 2.0477(17) .
Fe1 C26 2.0490(18) .
Fe1 C28 2.0523(19) .
Fe1 C19 2.0570(17) .
Fe1 C24 2.0596(19) .
Fe1 C25 2.0601(18) .
Fe1 C21 2.0622(18) .
Fe1 C22 2.0644(18) .
C23 C22 1.423(3) .
C23 C19 1.446(2) .
C26 C27 1.418(3) .
C26 C25 1.425(3) .
C25 C24 1.417(3) .
C12 C11 1.389(3) .
C12 C13 1.391(3) .
C27 C28 1.423(3) .
B1 C19 1.553(3) .
B1 C3 1.570(3) .
B1 C10 1.580(3) .
C20 C21 1.421(2) .
C20 C19 1.448(3) .
C11 C10 1.417(2) .
C11 C17 1.510(3) .
C15 C14 1.393(3) .
C15 C10 1.407(3) .
C15 C16 1.513(2) .
C22 C21 1.418(3) .
C28 C24 1.426(3) .
C14 C13 1.390(3) .
C13 C18 1.509(3) .
S2 C8 1.7284(18) .
S2 C5 1.7346(18) .
C7 C8 1.359(3) .
C7 C6 1.416(3) .
C6 C5 1.369(3) .
C4 C3 1.387(2) .
C4 C5 1.463(2) .
C4 S1 1.7328(17) .
C2 C1 1.363(2) .
C2 C3 1.436(2) .
C1 C1 1.453(3) 2_676
C1 S1 1.7318(17) .
C9 C8 1.496(3) .
|
1501779.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501779.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501779
loop_
_publ_author_name
'Li, Haiyan'
'Sundararaman, Anand'
'Pakkirisamy, Thilagar'
'Venkatasubbaiah, Krishnan'
'Sch\"odel, Frauke'
'J\"akle, Frieder'
_publ_section_title
;
Synthesis and Electronic Structure of Ferrocenylborane-Modified
Quaterthiophenes and Polythiophenes
;
_journal_issue 1
_journal_name_full Macromolecules
_journal_page_first 95
_journal_paper_doi 10.1021/ma1023654
_journal_volume 44
_journal_year 2011
_chemical_formula_moiety 'C68 H76 B2 Fe2 S4, 2(C7 H8)'
_chemical_formula_sum 'C82 H92 B2 Fe2 S4'
_chemical_formula_weight 1339.12
_chemical_name_systematic
;
?
;
_space_group_IT_number 2
_symmetry_cell_setting triclinic
_symmetry_space_group_name_Hall '-P 1'
_symmetry_space_group_name_H-M 'P -1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 81.645(2)
_cell_angle_beta 75.3130(10)
_cell_angle_gamma 83.325(2)
_cell_formula_units_Z 1
_cell_length_a 9.7770(3)
_cell_length_b 11.5826(4)
_cell_length_c 16.0262(5)
_cell_measurement_reflns_used 4554
_cell_measurement_temperature 100(2)
_cell_measurement_theta_max 66.75
_cell_measurement_theta_min 2.87
_cell_volume 1730.94(10)
_computing_cell_refinement 'Bruker SMART'
_computing_data_collection 'Bruker SMART'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 100(2)
_diffrn_measured_fraction_theta_full 0.914
_diffrn_measured_fraction_theta_max 0.914
_diffrn_measurement_device_type 'CCD area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0458
_diffrn_reflns_av_sigmaI/netI 0.0664
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_h_min -11
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_l_max 19
_diffrn_reflns_limit_l_min -17
_diffrn_reflns_number 13131
_diffrn_reflns_theta_full 66.97
_diffrn_reflns_theta_max 66.97
_diffrn_reflns_theta_min 2.87
_exptl_absorpt_coefficient_mu 4.818
_exptl_absorpt_correction_T_max 0.6992
_exptl_absorpt_correction_T_min 0.6444
_exptl_absorpt_correction_type numerical
_exptl_absorpt_process_details sadabs
_exptl_crystal_colour red
_exptl_crystal_density_diffrn 1.285
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 710
_exptl_crystal_size_max 0.10
_exptl_crystal_size_mid 0.09
_exptl_crystal_size_min 0.08
_refine_diff_density_max 0.500
_refine_diff_density_min -0.273
_refine_diff_density_rms 0.065
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 0.999
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 414
_refine_ls_number_reflns 6157
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 0.999
_refine_ls_R_factor_all 0.0761
_refine_ls_R_factor_gt 0.0475
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0653P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1073
_refine_ls_wR_factor_ref 0.1197
_reflns_number_gt 4132
_reflns_number_total 6157
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file ma1023654_si_003.cif
_cod_data_source_block test_0m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P-1
_cod_database_code 1501779
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Fe1 Fe 0.62268(6) 0.34588(4) 0.68270(3) 0.02254(16) Uani 1 1 d .
S1 S 0.23902(9) 0.90533(7) 0.90267(6) 0.0280(2) Uani 1 1 d .
S2 S 0.34870(9) 0.65296(7) 0.98931(5) 0.0236(2) Uani 1 1 d .
B1 B 0.3982(4) 0.5742(3) 0.7391(3) 0.0212(8) Uani 1 1 d .
C1 C 0.0459(4) 1.0993(3) 0.8826(3) 0.0374(9) Uani 1 1 d .
H1A H -0.0374 1.1231 0.8610 0.056 Uiso 1 1 calc R
H1B H 0.1211 1.1465 0.8508 0.056 Uiso 1 1 calc R
H1C H 0.0254 1.1091 0.9431 0.056 Uiso 1 1 calc R
C2 C 0.0905(4) 0.9737(3) 0.8714(2) 0.0268(8) Uani 1 1 d .
C3 C 0.0286(4) 0.8982(3) 0.8379(2) 0.0271(8) Uani 1 1 d .
H3 H -0.0527 0.9194 0.8174 0.033 Uiso 1 1 calc R
C4 C 0.0996(3) 0.7839(3) 0.8372(2) 0.0222(7) Uani 1 1 d .
H4 H 0.0691 0.7229 0.8165 0.027 Uiso 1 1 calc R
C5 C 0.2171(3) 0.7728(3) 0.8699(2) 0.0226(7) Uani 1 1 d .
C6 C 0.3132(3) 0.6706(3) 0.8867(2) 0.0206(7) Uani 1 1 d .
C7 C 0.3904(3) 0.5860(3) 0.8364(2) 0.0196(7) Uani 1 1 d .
C8 C 0.4746(3) 0.5076(3) 0.8852(2) 0.0201(7) Uani 1 1 d .
H8 H 0.5323 0.4447 0.8619 0.024 Uiso 1 1 calc R
C9 C 0.4651(3) 0.5305(3) 0.9675(2) 0.0203(7) Uani 1 1 d .
C10 C 0.5330(3) 0.5173(3) 0.6811(2) 0.0207(7) Uani 1 1 d .
C11 C 0.6775(3) 0.5086(3) 0.6883(2) 0.0217(7) Uani 1 1 d .
H11 H 0.7087 0.5318 0.7365 0.026 Uiso 1 1 calc R
C12 C 0.7680(4) 0.4611(3) 0.6153(2) 0.0249(8) Uani 1 1 d .
H12 H 0.8714 0.4464 0.6044 0.030 Uiso 1 1 calc R
C13 C 0.6826(3) 0.4372(3) 0.5609(2) 0.0235(8) Uani 1 1 d .
H13 H 0.7165 0.4034 0.5060 0.028 Uiso 1 1 calc R
C14 C 0.5396(4) 0.4716(3) 0.6006(2) 0.0225(8) Uani 1 1 d .
H14 H 0.4576 0.4640 0.5777 0.027 Uiso 1 1 calc R
C15 C 0.5067(4) 0.2390(3) 0.7834(2) 0.0340(9) Uani 1 1 d .
H15 H 0.4214 0.2633 0.8264 0.041 Uiso 1 1 calc R
C16 C 0.5110(4) 0.2018(3) 0.7016(2) 0.0329(9) Uani 1 1 d .
H16 H 0.4287 0.1958 0.6786 0.040 Uiso 1 1 calc R
C17 C 0.6552(4) 0.1750(3) 0.6595(2) 0.0291(8) Uani 1 1 d .
H17 H 0.6899 0.1468 0.6024 0.035 Uiso 1 1 calc R
C18 C 0.7401(4) 0.1955(3) 0.7150(2) 0.0299(8) Uani 1 1 d .
H18 H 0.8439 0.1844 0.7029 0.036 Uiso 1 1 calc R
C19 C 0.6483(4) 0.2347(3) 0.7910(2) 0.0316(9) Uani 1 1 d .
H19 H 0.6780 0.2564 0.8402 0.038 Uiso 1 1 calc R
C20 C 0.2741(3) 0.6270(3) 0.6940(2) 0.0198(7) Uani 1 1 d .
C21 C 0.2827(3) 0.7392(3) 0.6452(2) 0.0219(7) Uani 1 1 d .
C22 C 0.1696(4) 0.7887(3) 0.6102(2) 0.0247(8) Uani 1 1 d .
H22 H 0.1757 0.8625 0.5783 0.030 Uiso 1 1 calc R
C23 C 0.0472(3) 0.7309(3) 0.6214(2) 0.0236(8) Uani 1 1 d .
C24 C 0.0432(3) 0.6197(3) 0.6663(2) 0.0231(8) Uani 1 1 d .
H24 H -0.0362 0.5790 0.6731 0.028 Uiso 1 1 calc R
C25 C 0.1550(3) 0.5661(3) 0.7020(2) 0.0208(7) Uani 1 1 d .
C26 C 0.4127(4) 0.8054(3) 0.6336(2) 0.0268(8) Uani 1 1 d .
H26 H 0.4627 0.7683 0.6776 0.032 Uiso 1 1 calc R
C27 C 0.3778(4) 0.9341(3) 0.6477(2) 0.0343(9) Uani 1 1 d .
H27A H 0.3357 0.9749 0.6026 0.051 Uiso 1 1 calc R
H27B H 0.4633 0.9684 0.6463 0.051 Uiso 1 1 calc R
H27C H 0.3124 0.9400 0.7032 0.051 Uiso 1 1 calc R
C28 C 0.5149(4) 0.7938(3) 0.5446(2) 0.0343(9) Uani 1 1 d .
H28A H 0.5387 0.7124 0.5376 0.051 Uiso 1 1 calc R
H28B H 0.5997 0.8306 0.5408 0.051 Uiso 1 1 calc R
H28C H 0.4704 0.8311 0.4996 0.051 Uiso 1 1 calc R
C29 C -0.0780(4) 0.7853(3) 0.5851(2) 0.0282(8) Uani 1 1 d .
H29 H -0.1582 0.7389 0.6139 0.034 Uiso 1 1 calc R
C30 C -0.1235(4) 0.9100(3) 0.6045(2) 0.0332(9) Uani 1 1 d .
H30A H -0.1440 0.9126 0.6660 0.050 Uiso 1 1 calc R
H30B H -0.2069 0.9375 0.5838 0.050 Uiso 1 1 calc R
H30C H -0.0485 0.9591 0.5758 0.050 Uiso 1 1 calc R
C31 C -0.0485(4) 0.7753(3) 0.4880(2) 0.0402(10) Uani 1 1 d .
H31A H 0.0351 0.8137 0.4579 0.060 Uiso 1 1 calc R
H31B H -0.1278 0.8117 0.4661 0.060 Uiso 1 1 calc R
H31C H -0.0342 0.6941 0.4790 0.060 Uiso 1 1 calc R
C32 C 0.1438(3) 0.4429(3) 0.7496(2) 0.0238(8) Uani 1 1 d .
H32 H 0.2256 0.4233 0.7754 0.029 Uiso 1 1 calc R
C33 C 0.0092(4) 0.4338(3) 0.8234(2) 0.0321(9) Uani 1 1 d .
H33A H 0.0072 0.4895 0.8627 0.048 Uiso 1 1 calc R
H33B H 0.0089 0.3562 0.8540 0.048 Uiso 1 1 calc R
H33C H -0.0727 0.4501 0.7996 0.048 Uiso 1 1 calc R
C34 C 0.1507(4) 0.3539(3) 0.6861(2) 0.0307(9) Uani 1 1 d .
H34A H 0.0687 0.3684 0.6623 0.046 Uiso 1 1 calc R
H34B H 0.1529 0.2761 0.7164 0.046 Uiso 1 1 calc R
H34C H 0.2349 0.3617 0.6400 0.046 Uiso 1 1 calc R
C35 C 0.2575(4) 0.2556(3) 0.0506(2) 0.0284(8) Uani 1 1 d .
C36 C 0.3084(4) 0.1432(3) 0.0304(2) 0.0341(9) Uani 1 1 d .
H36 H 0.3014 0.1210 -0.0217 0.041 Uiso 1 1 calc R
C37 C 0.3695(4) 0.0639(3) 0.0867(3) 0.0370(9) Uani 1 1 d .
H37 H 0.4015 -0.0113 0.0726 0.044 Uiso 1 1 calc R
C38 C 0.3827(4) 0.0961(3) 0.1634(3) 0.0365(9) Uani 1 1 d .
H38 H 0.4231 0.0428 0.2014 0.044 Uiso 1 1 calc R
C39 C 0.3360(4) 0.2078(3) 0.1836(2) 0.0355(9) Uani 1 1 d .
H39 H 0.3474 0.2305 0.2346 0.043 Uiso 1 1 calc R
C40 C 0.2724(4) 0.2862(3) 0.1284(2) 0.0303(8) Uani 1 1 d .
H40 H 0.2390 0.3607 0.1435 0.036 Uiso 1 1 calc R
C41 C 0.1813(4) 0.3391(3) -0.0064(2) 0.0337(9) Uani 1 1 d .
H41A H 0.0822 0.3266 0.0098 0.050 Uiso 1 1 calc R
H41B H 0.2199 0.3261 -0.0660 0.050 Uiso 1 1 calc R
H41C H 0.1931 0.4181 0.0004 0.050 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Fe1 0.0268(3) 0.0242(3) 0.0179(3) -0.0048(2) -0.0078(2) 0.0007(2)
S1 0.0320(5) 0.0252(4) 0.0298(5) -0.0069(4) -0.0120(4) 0.0009(4)
S2 0.0287(5) 0.0275(4) 0.0159(5) -0.0061(4) -0.0090(4) 0.0044(4)
B1 0.023(2) 0.0175(18) 0.023(2) -0.0004(16) -0.0050(17) -0.0061(16)
C1 0.048(3) 0.0288(19) 0.035(2) 0.0003(17) -0.0153(19) 0.0042(18)
C2 0.029(2) 0.0286(18) 0.020(2) -0.0030(16) -0.0030(15) -0.0001(15)
C3 0.0207(19) 0.038(2) 0.021(2) 0.0017(16) -0.0055(15) 0.0024(15)
C4 0.0241(19) 0.0266(17) 0.0163(19) -0.0068(15) -0.0045(14) 0.0013(14)
C5 0.0258(19) 0.0255(17) 0.0150(18) -0.0016(14) -0.0028(14) -0.0025(14)
C6 0.0234(19) 0.0253(17) 0.0150(18) -0.0018(14) -0.0067(14) -0.0053(14)
C7 0.0226(18) 0.0229(17) 0.0156(18) -0.0011(14) -0.0074(14) -0.0065(14)
C8 0.0252(19) 0.0208(16) 0.0161(18) -0.0044(14) -0.0069(14) -0.0018(14)
C9 0.0262(19) 0.0198(16) 0.0163(18) -0.0043(14) -0.0059(14) -0.0034(14)
C10 0.0278(19) 0.0186(16) 0.0155(18) 0.0010(14) -0.0071(14) -0.0010(14)
C11 0.0238(19) 0.0239(17) 0.0204(19) -0.0066(15) -0.0087(14) -0.0014(14)
C12 0.0179(18) 0.0284(18) 0.027(2) -0.0019(15) -0.0038(15) -0.0018(14)
C13 0.029(2) 0.0266(18) 0.0144(19) -0.0024(15) -0.0063(15) 0.0002(15)
C14 0.029(2) 0.0256(17) 0.0137(18) -0.0004(14) -0.0080(15) -0.0006(15)
C15 0.043(2) 0.0254(18) 0.026(2) 0.0022(16) 0.0024(17) -0.0031(17)
C16 0.038(2) 0.0186(17) 0.045(3) -0.0037(17) -0.0148(19) -0.0033(16)
C17 0.042(2) 0.0223(18) 0.025(2) -0.0085(16) -0.0102(17) 0.0029(16)
C18 0.034(2) 0.0247(18) 0.031(2) -0.0038(16) -0.0123(17) 0.0078(16)
C19 0.050(3) 0.0242(18) 0.020(2) -0.0025(16) -0.0106(17) 0.0036(17)
C20 0.0231(19) 0.0249(17) 0.0114(18) -0.0072(14) -0.0031(13) 0.0020(14)
C21 0.0234(19) 0.0266(17) 0.0162(19) -0.0069(15) -0.0045(14) 0.0004(14)
C22 0.037(2) 0.0216(17) 0.0156(19) -0.0034(14) -0.0071(15) 0.0006(15)
C23 0.0249(19) 0.0282(18) 0.0197(19) -0.0122(15) -0.0068(15) 0.0052(15)
C24 0.0216(19) 0.0273(18) 0.023(2) -0.0104(15) -0.0063(14) -0.0002(14)
C25 0.0235(19) 0.0230(16) 0.0183(19) -0.0090(14) -0.0075(14) 0.0017(14)
C26 0.032(2) 0.0278(18) 0.023(2) -0.0007(15) -0.0124(16) -0.0044(15)
C27 0.044(2) 0.0305(19) 0.031(2) -0.0027(17) -0.0098(18) -0.0130(17)
C28 0.029(2) 0.040(2) 0.033(2) -0.0055(18) -0.0027(17) -0.0079(17)
C29 0.025(2) 0.0307(19) 0.031(2) -0.0048(16) -0.0130(16) 0.0043(15)
C30 0.037(2) 0.033(2) 0.030(2) -0.0026(17) -0.0110(17) 0.0035(17)
C31 0.042(2) 0.049(2) 0.033(2) -0.0129(19) -0.0181(19) 0.0123(19)
C32 0.0223(19) 0.0273(18) 0.024(2) -0.0023(15) -0.0109(15) -0.0015(15)
C33 0.039(2) 0.0263(19) 0.030(2) 0.0000(17) -0.0093(18) -0.0006(16)
C34 0.037(2) 0.0247(18) 0.032(2) -0.0025(16) -0.0130(17) -0.0019(16)
C35 0.0206(19) 0.038(2) 0.025(2) -0.0023(16) -0.0024(15) -0.0042(16)
C36 0.035(2) 0.040(2) 0.025(2) -0.0053(18) -0.0022(17) -0.0052(18)
C37 0.030(2) 0.034(2) 0.040(3) -0.0014(18) 0.0005(18) 0.0023(17)
C38 0.026(2) 0.046(2) 0.033(2) 0.0006(19) -0.0028(17) -0.0003(17)
C39 0.033(2) 0.043(2) 0.031(2) -0.0082(19) -0.0053(17) -0.0094(18)
C40 0.030(2) 0.0300(19) 0.032(2) -0.0072(17) -0.0059(16) -0.0033(16)
C41 0.035(2) 0.039(2) 0.026(2) -0.0012(17) -0.0063(17) -0.0058(17)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C11 Fe1 C17 156.61(14) . .
C11 Fe1 C16 162.26(14) . .
C17 Fe1 C16 40.68(14) . .
C11 Fe1 C18 122.80(14) . .
C17 Fe1 C18 40.69(13) . .
C16 Fe1 C18 68.26(14) . .
C11 Fe1 C12 40.50(13) . .
C17 Fe1 C12 119.28(14) . .
C16 Fe1 C12 155.68(15) . .
C18 Fe1 C12 105.41(14) . .
C11 Fe1 C14 68.06(12) . .
C17 Fe1 C14 120.68(13) . .
C16 Fe1 C14 107.80(14) . .
C18 Fe1 C14 155.83(14) . .
C12 Fe1 C14 67.84(13) . .
C11 Fe1 C19 110.43(14) . .
C17 Fe1 C19 68.10(14) . .
C16 Fe1 C19 67.94(15) . .
C18 Fe1 C19 40.35(13) . .
C12 Fe1 C19 123.31(14) . .
C14 Fe1 C19 162.32(14) . .
C11 Fe1 C13 68.27(13) . .
C17 Fe1 C13 103.56(14) . .
C16 Fe1 C13 120.56(14) . .
C18 Fe1 C13 119.50(14) . .
C12 Fe1 C13 40.51(12) . .
C14 Fe1 C13 40.36(12) . .
C19 Fe1 C13 156.92(14) . .
C11 Fe1 C15 126.59(14) . .
C17 Fe1 C15 68.43(14) . .
C16 Fe1 C15 40.71(14) . .
C18 Fe1 C15 68.08(15) . .
C12 Fe1 C15 160.70(14) . .
C14 Fe1 C15 125.49(14) . .
C19 Fe1 C15 40.19(14) . .
C13 Fe1 C15 158.66(14) . .
C11 Fe1 C10 40.90(12) . .
C17 Fe1 C10 158.65(13) . .
C16 Fe1 C10 124.66(14) . .
C18 Fe1 C10 160.39(13) . .
C12 Fe1 C10 68.83(13) . .
C14 Fe1 C10 41.06(12) . .
C19 Fe1 C10 126.11(13) . .
C13 Fe1 C10 69.06(13) . .
C15 Fe1 C10 110.87(14) . .
C2 S1 C5 92.46(16) . .
C9 S2 C6 92.66(15) . .
C10 B1 C7 120.8(3) . .
C10 B1 C20 117.0(3) . .
C7 B1 C20 122.1(3) . .
C2 C1 H1A 109.5 . .
C2 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
C2 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
C3 C2 C1 128.7(3) . .
C3 C2 S1 110.6(3) . .
C1 C2 S1 120.7(3) . .
C2 C3 C4 113.8(3) . .
C2 C3 H3 123.1 . .
C4 C3 H3 123.1 . .
C5 C4 C3 113.1(3) . .
C5 C4 H4 123.5 . .
C3 C4 H4 123.5 . .
C4 C5 C6 131.0(3) . .
C4 C5 S1 110.0(2) . .
C6 C5 S1 118.8(2) . .
C7 C6 C5 133.6(3) . .
C7 C6 S2 111.5(2) . .
C5 C6 S2 114.7(2) . .
C6 C7 C8 110.0(3) . .
C6 C7 B1 128.4(3) . .
C8 C7 B1 121.5(3) . .
C9 C8 C7 116.2(3) . .
C9 C8 H8 121.9 . .
C7 C8 H8 121.9 . .
C8 C9 C9 129.9(4) . 2_667
C8 C9 S2 109.6(2) . .
C9 C9 S2 120.5(3) 2_667 .
C11 C10 C14 105.1(3) . .
C11 C10 B1 129.3(3) . .
C14 C10 B1 125.4(3) . .
C11 C10 Fe1 68.19(17) . .
C14 C10 Fe1 68.72(17) . .
B1 C10 Fe1 131.8(2) . .
C12 C11 C10 109.7(3) . .
C12 C11 Fe1 70.26(18) . .
C10 C11 Fe1 70.91(17) . .
C12 C11 H11 125.2 . .
C10 C11 H11 125.2 . .
Fe1 C11 H11 125.2 . .
C11 C12 C13 108.2(3) . .
C11 C12 Fe1 69.25(18) . .
C13 C12 Fe1 69.98(19) . .
C11 C12 H12 125.9 . .
C13 C12 H12 125.9 . .
Fe1 C12 H12 125.9 . .
C14 C13 C12 107.5(3) . .
C14 C13 Fe1 69.68(18) . .
C12 C13 Fe1 69.51(18) . .
C14 C13 H13 126.3 . .
C12 C13 H13 126.3 . .
Fe1 C13 H13 126.3 . .
C13 C14 C10 109.6(3) . .
C13 C14 Fe1 69.96(18) . .
C10 C14 Fe1 70.23(17) . .
C13 C14 H14 125.2 . .
C10 C14 H14 125.2 . .
Fe1 C14 H14 125.2 . .
C19 C15 C16 107.5(3) . .
C19 C15 Fe1 69.8(2) . .
C16 C15 Fe1 69.1(2) . .
C19 C15 H15 126.3 . .
C16 C15 H15 126.3 . .
Fe1 C15 H15 126.3 . .
C17 C16 C15 108.2(3) . .
C17 C16 Fe1 69.5(2) . .
C15 C16 Fe1 70.2(2) . .
C17 C16 H16 125.9 . .
C15 C16 H16 125.9 . .
Fe1 C16 H16 125.9 . .
C16 C17 C18 107.8(3) . .
C16 C17 Fe1 69.78(19) . .
C18 C17 Fe1 69.94(19) . .
C16 C17 H17 126.1 . .
C18 C17 H17 126.1 . .
Fe1 C17 H17 126.1 . .
C19 C18 C17 107.9(3) . .
C19 C18 Fe1 70.11(19) . .
C17 C18 Fe1 69.36(19) . .
C19 C18 H18 126.1 . .
C17 C18 H18 126.1 . .
Fe1 C18 H18 126.1 . .
C15 C19 C18 108.7(3) . .
C15 C19 Fe1 70.0(2) . .
C18 C19 Fe1 69.5(2) . .
C15 C19 H19 125.7 . .
C18 C19 H19 125.7 . .
Fe1 C19 H19 125.7 . .
C25 C20 C21 118.9(3) . .
C25 C20 B1 121.7(3) . .
C21 C20 B1 119.4(3) . .
C22 C21 C20 119.4(3) . .
C22 C21 C26 120.8(3) . .
C20 C21 C26 119.8(3) . .
C21 C22 C23 122.1(3) . .
C21 C22 H22 119.0 . .
C23 C22 H22 119.0 . .
C24 C23 C22 117.7(3) . .
C24 C23 C29 119.9(3) . .
C22 C23 C29 122.4(3) . .
C23 C24 C25 122.1(3) . .
C23 C24 H24 118.9 . .
C25 C24 H24 118.9 . .
C20 C25 C24 119.7(3) . .
C20 C25 C32 121.2(3) . .
C24 C25 C32 119.1(3) . .
C21 C26 C27 113.7(3) . .
C21 C26 C28 111.1(3) . .
C27 C26 C28 110.5(3) . .
C21 C26 H26 107.1 . .
C27 C26 H26 107.1 . .
C28 C26 H26 107.1 . .
C26 C27 H27A 109.5 . .
C26 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C26 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C26 C28 H28A 109.5 . .
C26 C28 H28B 109.5 . .
H28A C28 H28B 109.5 . .
C26 C28 H28C 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
C30 C29 C23 113.4(3) . .
C30 C29 C31 111.8(3) . .
C23 C29 C31 110.8(3) . .
C30 C29 H29 106.8 . .
C23 C29 H29 106.8 . .
C31 C29 H29 106.8 . .
C29 C30 H30A 109.5 . .
C29 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C29 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
C29 C31 H31A 109.5 . .
C29 C31 H31B 109.5 . .
H31A C31 H31B 109.5 . .
C29 C31 H31C 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
C25 C32 C33 112.0(3) . .
C25 C32 C34 110.8(3) . .
C33 C32 C34 110.6(3) . .
C25 C32 H32 107.7 . .
C33 C32 H32 107.7 . .
C34 C32 H32 107.7 . .
C32 C33 H33A 109.5 . .
C32 C33 H33B 109.5 . .
H33A C33 H33B 109.5 . .
C32 C33 H33C 109.5 . .
H33A C33 H33C 109.5 . .
H33B C33 H33C 109.5 . .
C32 C34 H34A 109.5 . .
C32 C34 H34B 109.5 . .
H34A C34 H34B 109.5 . .
C32 C34 H34C 109.5 . .
H34A C34 H34C 109.5 . .
H34B C34 H34C 109.5 . .
C40 C35 C36 117.7(3) . .
C40 C35 C41 120.6(3) . .
C36 C35 C41 121.6(3) . .
C37 C36 C35 121.1(3) . .
C37 C36 H36 119.4 . .
C35 C36 H36 119.4 . .
C38 C37 C36 120.1(4) . .
C38 C37 H37 120.0 . .
C36 C37 H37 120.0 . .
C37 C38 C39 119.7(4) . .
C37 C38 H38 120.2 . .
C39 C38 H38 120.2 . .
C38 C39 C40 120.3(4) . .
C38 C39 H39 119.9 . .
C40 C39 H39 119.9 . .
C39 C40 C35 121.1(3) . .
C39 C40 H40 119.5 . .
C35 C40 H40 119.5 . .
C35 C41 H41A 109.5 . .
C35 C41 H41B 109.5 . .
H41A C41 H41B 109.5 . .
C35 C41 H41C 109.5 . .
H41A C41 H41C 109.5 . .
H41B C41 H41C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 C11 2.039(3) .
Fe1 C17 2.041(3) .
Fe1 C16 2.044(3) .
Fe1 C18 2.049(3) .
Fe1 C12 2.052(3) .
Fe1 C14 2.054(3) .
Fe1 C19 2.056(3) .
Fe1 C13 2.058(3) .
Fe1 C15 2.059(3) .
Fe1 C10 2.075(3) .
S1 C2 1.724(3) .
S1 C5 1.745(3) .
S2 C9 1.731(3) .
S2 C6 1.744(3) .
B1 C10 1.546(5) .
B1 C7 1.566(5) .
B1 C20 1.584(5) .
C1 C2 1.493(4) .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C1 H1C 0.9600 .
C2 C3 1.356(5) .
C3 C4 1.423(4) .
C3 H3 0.9300 .
C4 C5 1.364(4) .
C4 H4 0.9300 .
C5 C6 1.461(4) .
C6 C7 1.389(4) .
C7 C8 1.436(4) .
C8 C9 1.361(4) .
C8 H8 0.9300 .
C9 C9 1.445(6) 2_667
C10 C11 1.438(4) .
C10 C14 1.448(4) .
C11 C12 1.416(4) .
C11 H11 0.9800 .
C12 C13 1.423(4) .
C12 H12 0.9800 .
C13 C14 1.419(4) .
C13 H13 0.9800 .
C14 H14 0.9800 .
C15 C19 1.414(5) .
C15 C16 1.427(5) .
C15 H15 0.9800 .
C16 C17 1.420(5) .
C16 H16 0.9800 .
C17 C18 1.422(5) .
C17 H17 0.9800 .
C18 C19 1.416(5) .
C18 H18 0.9800 .
C19 H19 0.9800 .
C20 C25 1.400(4) .
C20 C21 1.415(4) .
C21 C22 1.393(4) .
C21 C26 1.518(4) .
C22 C23 1.398(5) .
C22 H22 0.9300 .
C23 C24 1.380(4) .
C23 C29 1.520(4) .
C24 C25 1.401(4) .
C24 H24 0.9300 .
C25 C32 1.520(4) .
C26 C27 1.527(4) .
C26 C28 1.534(5) .
C26 H26 0.9800 .
C27 H27A 0.9600 .
C27 H27B 0.9600 .
C27 H27C 0.9600 .
C28 H28A 0.9600 .
C28 H28B 0.9600 .
C28 H28C 0.9600 .
C29 C30 1.513(4) .
C29 C31 1.528(5) .
C29 H29 0.9800 .
C30 H30A 0.9600 .
C30 H30B 0.9600 .
C30 H30C 0.9600 .
C31 H31A 0.9600 .
C31 H31B 0.9600 .
C31 H31C 0.9600 .
C32 C33 1.532(5) .
C32 C34 1.535(4) .
C32 H32 0.9800 .
C33 H33A 0.9600 .
C33 H33B 0.9600 .
C33 H33C 0.9600 .
C34 H34A 0.9600 .
C34 H34B 0.9600 .
C34 H34C 0.9600 .
C35 C40 1.390(5) .
C35 C36 1.391(5) .
C35 C41 1.499(5) .
C36 C37 1.385(5) .
C36 H36 0.9300 .
C37 C38 1.376(5) .
C37 H37 0.9300 .
C38 C39 1.377(5) .
C38 H38 0.9300 .
C39 C40 1.381(5) .
C39 H39 0.9300 .
C40 H40 0.9300 .
C41 H41A 0.9600 .
C41 H41B 0.9600 .
C41 H41C 0.9600 .
|
1501780.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501780.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501780
loop_
_publ_author_name
'Theaker, Giles W.'
'Morton, Colin'
'Scott, Peter'
_publ_section_title
;
Zirconium-Catalyzed Polymerization of a Styrene: Catalyst Reactivation
Mechanisms Using Alkenes and Dihydrogen
;
_journal_issue 6
_journal_name_full Macromolecules
_journal_page_first 1393
_journal_paper_doi 10.1021/ma102835p
_journal_volume 44
_journal_year 2011
_chemical_formula_sum 'C36 H40 Cl2 N2 O4 Zr'
_chemical_formula_weight 726.82
_chemical_name_systematic
;
?
;
_space_group_IT_number 15
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-C 2yc'
_symmetry_space_group_name_H-M 'C 1 2/c 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 93.635(3)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 23.2628(8)
_cell_length_b 8.7389(3)
_cell_length_c 16.6065(6)
_cell_measurement_reflns_used 7076
_cell_measurement_temperature 100(2)
_cell_measurement_theta_max 29.16
_cell_measurement_theta_min 2.90
_cell_volume 3369.2(2)
_computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd'
_computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd'
_computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd'
_computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)'
_computing_publication_material 'SHELXTL (Sheldrick, 1997)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 100(2)
_diffrn_detector_area_resol_mean 10.2833
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.903
_diffrn_measurement_device_type 'Oxford Diffraction Gemini R'
_diffrn_measurement_method '\f & \w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'Enhance (Mo) X-ray Source'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0378
_diffrn_reflns_av_sigmaI/netI 0.0470
_diffrn_reflns_limit_h_max 31
_diffrn_reflns_limit_h_min -29
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_l_max 13
_diffrn_reflns_limit_l_min -21
_diffrn_reflns_number 15077
_diffrn_reflns_theta_full 27.00
_diffrn_reflns_theta_max 29.24
_diffrn_reflns_theta_min 2.80
_diffrn_standards_decay_% nil
_exptl_absorpt_coefficient_mu 0.526
_exptl_absorpt_correction_T_max 1.00
_exptl_absorpt_correction_T_min 0.96
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'ABSPACK(CrysAlis, Oxford Diffraction)'
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.433
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 1504
_exptl_crystal_size_max 0.15
_exptl_crystal_size_mid 0.08
_exptl_crystal_size_min 0.02
_refine_diff_density_max 0.434
_refine_diff_density_min -0.267
_refine_diff_density_rms 0.067
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 0.996
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 208
_refine_ls_number_reflns 4122
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 0.996
_refine_ls_R_factor_all 0.0437
_refine_ls_R_factor_gt 0.0301
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0340P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0644
_refine_ls_wR_factor_ref 0.0670
_reflns_number_gt 3328
_reflns_number_total 4122
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file ma102835p_si_002.cif
_cod_data_source_block gt2
_cod_depositor_comments 'Adding full bibliography for 1501780.cif.'
_cod_original_sg_symbol_H-M C2/c
_cod_database_code 1501780
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Zr1 Zr 0.0000 -0.29034(2) 0.2500 0.01272(7) Uani 1 2 d S
O1 O -0.05066(4) -0.31495(12) 0.34131(6) 0.0148(2) Uani 1 1 d .
C1 C -0.06666(7) -0.40546(19) 0.40080(9) 0.0146(3) Uani 1 1 d .
Cl2 Cl 0.066112(17) -0.11319(5) 0.32086(2) 0.01932(10) Uani 1 1 d .
C2 C -0.10966(7) -0.3600(2) 0.45269(9) 0.0160(3) Uani 1 1 d .
C3 C -0.12762(7) -0.4709(2) 0.50554(10) 0.0194(4) Uani 1 1 d .
H3A H -0.1578 -0.4461 0.5392 0.023 Uiso 1 1 calc R
C4 C -0.10347(7) -0.6168(2) 0.51165(10) 0.0202(4) Uani 1 1 d .
H4A H -0.1185 -0.6904 0.5468 0.024 Uiso 1 1 calc R
C5 C -0.05805(7) -0.6535(2) 0.46673(10) 0.0189(4) Uani 1 1 d .
H5A H -0.0397 -0.7502 0.4733 0.023 Uiso 1 1 calc R
C6 C -0.03871(7) -0.54791(19) 0.41114(9) 0.0152(3) Uani 1 1 d .
C7 C 0.01195(7) -0.58735(19) 0.37000(9) 0.0155(3) Uani 1 1 d .
H7A H 0.0284 -0.6844 0.3831 0.019 Uiso 1 1 calc R
N1 N 0.03810(5) -0.50747(15) 0.31740(8) 0.0142(3) Uani 1 1 d .
C8 C 0.08809(7) -0.57647(19) 0.28608(9) 0.0146(3) Uani 1 1 d .
C9 C 0.08864(7) -0.7300(2) 0.26305(10) 0.0169(4) Uani 1 1 d .
H9A H 0.0563 -0.7933 0.2713 0.020 Uiso 1 1 calc R
C10 C 0.13597(7) -0.7897(2) 0.22833(10) 0.0202(4) Uani 1 1 d .
H10A H 0.1363 -0.8944 0.2130 0.024 Uiso 1 1 calc R
C11 C 0.18313(7) -0.6978(2) 0.21569(10) 0.0206(4) Uani 1 1 d .
C12 C 0.18393(7) -0.5465(2) 0.24072(10) 0.0194(4) Uani 1 1 d .
H12A H 0.2168 -0.4845 0.2341 0.023 Uiso 1 1 calc R
C13 C 0.13615(7) -0.4864(2) 0.27563(9) 0.0171(4) Uani 1 1 d .
H13A H 0.1364 -0.3825 0.2925 0.020 Uiso 1 1 calc R
O2 O 0.22704(5) -0.76591(15) 0.17687(8) 0.0294(3) Uani 1 1 d .
C14 C 0.26689(8) -0.6664(2) 0.14218(13) 0.0343(5) Uani 1 1 d .
H14A H 0.2901 -0.7247 0.1056 0.052 Uiso 1 1 calc R
H14B H 0.2922 -0.6206 0.1850 0.052 Uiso 1 1 calc R
H14C H 0.2459 -0.5855 0.1119 0.052 Uiso 1 1 calc R
C15 C -0.13504(7) -0.1976(2) 0.44999(10) 0.0181(4) Uani 1 1 d .
C16 C -0.17159(8) -0.1678(2) 0.52238(11) 0.0268(4) Uani 1 1 d .
H16A H -0.1477 -0.1812 0.5726 0.040 Uiso 1 1 calc R
H16B H -0.2038 -0.2403 0.5211 0.040 Uiso 1 1 calc R
H16C H -0.1866 -0.0631 0.5195 0.040 Uiso 1 1 calc R
C17 C -0.17401(7) -0.1779(2) 0.37207(10) 0.0221(4) Uani 1 1 d .
H17A H -0.1510 -0.1913 0.3251 0.033 Uiso 1 1 calc R
H17B H -0.1910 -0.0752 0.3709 0.033 Uiso 1 1 calc R
H17C H -0.2048 -0.2546 0.3707 0.033 Uiso 1 1 calc R
C18 C -0.08739(7) -0.0760(2) 0.45394(11) 0.0241(4) Uani 1 1 d .
H18A H -0.0632 -0.0886 0.5040 0.036 Uiso 1 1 calc R
H18B H -0.1048 0.0262 0.4528 0.036 Uiso 1 1 calc R
H18C H -0.0637 -0.0878 0.4076 0.036 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zr1 0.01595(12) 0.00969(13) 0.01304(12) 0.000 0.00504(8) 0.000
O1 0.0172(6) 0.0136(6) 0.0140(6) 0.0005(5) 0.0046(4) -0.0002(5)
C1 0.0154(8) 0.0161(9) 0.0123(8) -0.0015(7) 0.0008(6) -0.0054(7)
Cl2 0.0235(2) 0.0144(2) 0.0203(2) -0.00172(16) 0.00359(16) -0.00450(17)
C2 0.0155(8) 0.0198(9) 0.0126(8) -0.0026(7) 0.0004(6) -0.0037(7)
C3 0.0157(8) 0.0278(10) 0.0151(8) -0.0023(7) 0.0045(6) -0.0048(7)
C4 0.0228(9) 0.0223(10) 0.0155(9) 0.0040(7) 0.0023(7) -0.0086(7)
C5 0.0233(9) 0.0163(9) 0.0169(9) 0.0004(7) -0.0011(7) -0.0054(7)
C6 0.0170(8) 0.0147(9) 0.0137(8) -0.0019(7) -0.0003(6) -0.0049(7)
C7 0.0195(8) 0.0129(8) 0.0138(8) -0.0003(7) -0.0012(6) -0.0012(7)
N1 0.0170(7) 0.0131(7) 0.0125(7) -0.0021(5) 0.0016(5) -0.0003(6)
C8 0.0169(8) 0.0157(9) 0.0111(8) 0.0022(7) 0.0003(6) 0.0033(7)
C9 0.0185(8) 0.0148(9) 0.0176(8) 0.0029(7) 0.0022(6) -0.0013(7)
C10 0.0269(9) 0.0130(9) 0.0210(9) 0.0002(7) 0.0032(7) 0.0037(8)
C11 0.0188(9) 0.0229(10) 0.0207(9) 0.0054(8) 0.0049(7) 0.0067(8)
C12 0.0159(8) 0.0190(10) 0.0235(9) 0.0059(7) 0.0031(7) -0.0013(7)
C13 0.0211(9) 0.0141(9) 0.0159(8) 0.0019(7) 0.0003(6) 0.0001(7)
O2 0.0252(7) 0.0252(7) 0.0396(8) 0.0035(6) 0.0163(6) 0.0077(6)
C14 0.0258(10) 0.0369(12) 0.0422(12) 0.0086(10) 0.0169(9) 0.0072(9)
C15 0.0178(8) 0.0206(9) 0.0165(8) -0.0035(7) 0.0051(6) 0.0011(7)
C16 0.0261(10) 0.0316(11) 0.0238(10) -0.0039(8) 0.0110(8) 0.0036(8)
C17 0.0245(9) 0.0199(10) 0.0222(9) -0.0012(7) 0.0033(7) 0.0033(7)
C18 0.0250(9) 0.0182(9) 0.0298(10) -0.0090(8) 0.0071(8) -0.0013(8)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Zr1 O1 167.59(6) 2 .
O1 Zr1 N1 76.90(4) 2 2
O1 Zr1 N1 92.98(4) . 2
O1 Zr1 N1 92.98(4) 2 .
O1 Zr1 N1 76.90(4) . .
N1 Zr1 N1 72.17(6) 2 .
O1 Zr1 Cl2 92.90(3) 2 .
O1 Zr1 Cl2 94.99(3) . .
N1 Zr1 Cl2 162.34(3) 2 .
N1 Zr1 Cl2 94.35(3) . .
O1 Zr1 Cl2 94.99(3) 2 2
O1 Zr1 Cl2 92.90(3) . 2
N1 Zr1 Cl2 94.35(3) 2 2
N1 Zr1 Cl2 162.34(3) . 2
Cl2 Zr1 Cl2 100.95(2) . 2
C1 O1 Zr1 146.42(10) . 2
C1 O1 Zr1 146.42(10) . .
O1 C1 C6 117.68(14) . .
O1 C1 C2 121.57(15) . .
C6 C1 C2 120.74(15) . .
C3 C2 C1 116.13(15) . .
C3 C2 C15 122.16(14) . .
C1 C2 C15 121.72(14) . .
C2 C3 C4 123.22(15) . .
C2 C3 H3A 118.4 . .
C4 C3 H3A 118.4 . .
C5 C4 C3 119.70(16) . .
C5 C4 H4A 120.1 . .
C3 C4 H4A 120.1 . .
C4 C5 C6 119.77(16) . .
C4 C5 H5A 120.1 . .
C6 C5 H5A 120.1 . .
C5 C6 C1 119.82(15) . .
C5 C6 C7 117.51(15) . .
C1 C6 C7 122.56(14) . .
N1 C7 C6 128.47(15) . .
N1 C7 H7A 115.8 . .
C6 C7 H7A 115.8 . .
C7 N1 C8 116.25(14) . .
C7 N1 Zr1 125.18(11) . 2
C8 N1 Zr1 117.16(10) . 2
C7 N1 Zr1 125.18(11) . .
C8 N1 Zr1 117.16(10) . .
C13 C8 C9 119.34(15) . .
C13 C8 N1 118.98(15) . .
C9 C8 N1 121.63(15) . .
C10 C9 C8 120.03(16) . .
C10 C9 H9A 120.0 . .
C8 C9 H9A 120.0 . .
C9 C10 C11 120.33(16) . .
C9 C10 H10A 119.8 . .
C11 C10 H10A 119.8 . .
O2 C11 C10 116.00(16) . .
O2 C11 C12 123.79(16) . .
C10 C11 C12 120.21(16) . .
C11 C12 C13 119.34(16) . .
C11 C12 H12A 120.3 . .
C13 C12 H12A 120.3 . .
C8 C13 C12 120.68(16) . .
C8 C13 H13A 119.7 . .
C12 C13 H13A 119.7 . .
C11 O2 C14 116.65(14) . .
O2 C14 H14A 109.5 . .
O2 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
O2 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C18 C15 C2 111.31(13) . .
C18 C15 C16 106.44(14) . .
C2 C15 C16 111.33(14) . .
C18 C15 C17 110.07(14) . .
C2 C15 C17 109.40(13) . .
C16 C15 C17 108.21(14) . .
C15 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C15 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C15 C17 H17A 109.5 . .
C15 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C15 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C15 C18 H18A 109.5 . .
C15 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C15 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Zr1 O1 1.9902(10)
Zr1 N1 2.3480(13)
Zr1 Cl2 2.4325(4)
O1 C1 1.3368(19)
C1 C6 1.410(2)
C1 C2 1.418(2)
C2 C3 1.390(2)
C2 C15 1.537(2)
C3 C4 1.394(2)
C3 H3A 0.9500
C4 C5 1.370(2)
C4 H4A 0.9500
C5 C6 1.399(2)
C5 H5A 0.9500
C6 C7 1.441(2)
C7 N1 1.299(2)
C7 H7A 0.9500
N1 C8 1.436(2)
C8 C13 1.387(2)
C8 C9 1.395(2)
C9 C10 1.378(2)
C9 H9A 0.9500
C10 C11 1.386(2)
C10 H10A 0.9500
C11 O2 1.377(2)
C11 C12 1.386(3)
C12 C13 1.389(2)
C12 H12A 0.9500
C13 H13A 0.9500
O2 C14 1.419(2)
C14 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
C15 C18 1.534(2)
C15 C16 1.538(2)
C15 C17 1.542(2)
C16 H16A 0.9800
C16 H16B 0.9800
C16 H16C 0.9800
C17 H17A 0.9800
C17 H17B 0.9800
C17 H17C 0.9800
C18 H18A 0.9800
C18 H18B 0.9800
C18 H18C 0.9800
|
1501781.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501781.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501781
loop_
_publ_author_name
'Annunziata, Liana'
'Pragliola, Stefania'
'Pappalardo, Daniela'
'Tedesco, Consiglia'
'Pellecchia, Claudio'
_publ_section_title
;
New (Anilidomethyl)pyridine Titanium(IV) and Zirconium(IV) Catalyst
Precursors for the Highly Chemo- and
Stereoselectivecis-1,4-Polymerization of 1,3-Butadiene
;
_journal_issue 7
_journal_name_full Macromolecules
_journal_page_first 1934
_journal_paper_doi 10.1021/ma1028455
_journal_volume 44
_journal_year 2011
_chemical_formula_moiety '? C24 H40 N5 Zr'
_chemical_formula_sum 'C24 H40 N5 Zr'
_chemical_formula_weight 489.83
_chemical_name_systematic
;
?
;
_space_group_IT_number 2
_symmetry_cell_setting triclinic
_symmetry_space_group_name_Hall '-P 1'
_symmetry_space_group_name_H-M 'P -1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 75.473(11)
_cell_angle_beta 75.003(10)
_cell_angle_gamma 75.112(10)
_cell_formula_units_Z 2
_cell_length_a 8.8164(12)
_cell_length_b 9.4888(15)
_cell_length_c 16.959(2)
_cell_measurement_temperature 100(1)
_cell_volume 1298.3(3)
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 100(1)
_diffrn_measured_fraction_theta_full 0.954
_diffrn_measured_fraction_theta_max 0.954
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71070
_diffrn_reflns_av_R_equivalents 0.0320
_diffrn_reflns_av_sigmaI/netI 0.0535
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_h_min -11
_diffrn_reflns_limit_k_max 10
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_l_max 21
_diffrn_reflns_limit_l_min -15
_diffrn_reflns_number 9757
_diffrn_reflns_theta_full 26.37
_diffrn_reflns_theta_max 26.37
_diffrn_reflns_theta_min 2.27
_exptl_absorpt_coefficient_mu 0.442
_exptl_absorpt_correction_T_max 1.0000
_exptl_absorpt_correction_T_min 0.7411
_exptl_absorpt_correction_type multi-scan
_exptl_crystal_density_diffrn 1.253
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 518
_exptl_crystal_size_max 0.43
_exptl_crystal_size_mid 0.27
_exptl_crystal_size_min 0.20
_refine_diff_density_max 0.791
_refine_diff_density_min -1.311
_refine_diff_density_rms 0.177
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.124
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 271
_refine_ls_number_reflns 5055
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.124
_refine_ls_R_factor_all 0.0511
_refine_ls_R_factor_gt 0.0447
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0773P)^2^+0.5325P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1208
_refine_ls_wR_factor_ref 0.1369
_reflns_number_gt 4625
_reflns_number_total 5055
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file ma1028455_si_001.cif
_cod_data_source_block bis5
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_cell_volume 1298.4(3)
_cod_database_code 1501781
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Zr1 Zr 0.24291(3) 0.18340(3) 0.164648(14) 0.01662(13) Uani 1 1 d .
N1 N 0.4230(3) -0.0397(3) 0.21512(15) 0.0210(5) Uani 1 1 d .
N2 N 0.1910(3) 0.1351(3) 0.29778(14) 0.0179(5) Uani 1 1 d .
N3 N 0.0858(3) 0.3867(3) 0.13984(16) 0.0212(5) Uani 1 1 d .
N4 N 0.1542(3) 0.0631(3) 0.10725(15) 0.0212(5) Uani 1 1 d .
N5 N 0.4486(3) 0.2519(3) 0.09460(15) 0.0239(6) Uani 1 1 d .
C1 C 0.4033(3) -0.0894(3) 0.29770(17) 0.0189(6) Uani 1 1 d .
C2 C 0.5009(4) -0.2179(3) 0.33254(18) 0.0224(6) Uani 1 1 d .
H2 H 0.4836 -0.2504 0.3900 0.027 Uiso 1 1 calc R
C3 C 0.6233(4) -0.2966(4) 0.2813(2) 0.0286(7) Uani 1 1 d .
H3 H 0.6897 -0.3824 0.3036 0.034 Uiso 1 1 calc R
C4 C 0.6453(4) -0.2448(4) 0.1955(2) 0.0334(8) Uani 1 1 d .
H4 H 0.7267 -0.2955 0.1594 0.040 Uiso 1 1 calc R
C5 C 0.5445(4) -0.1176(4) 0.16549(19) 0.0300(7) Uani 1 1 d .
H5 H 0.5602 -0.0829 0.1082 0.036 Uiso 1 1 calc R
C6 C 0.2697(4) 0.0037(3) 0.34925(17) 0.0207(6) Uani 1 1 d .
H6 H 0.2407 -0.0197 0.4070 0.025 Uiso 1 1 calc R
C7 C 0.0545(3) 0.2164(3) 0.34683(16) 0.0185(6) Uani 1 1 d .
C8 C 0.0623(4) 0.3529(3) 0.36388(17) 0.0202(6) Uani 1 1 d .
C9 C -0.0720(4) 0.4252(3) 0.41449(18) 0.0239(6) Uani 1 1 d .
H9 H -0.0686 0.5145 0.4266 0.029 Uiso 1 1 calc R
C10 C -0.2094(4) 0.3679(4) 0.44698(19) 0.0253(7) Uani 1 1 d .
H10 H -0.2956 0.4168 0.4818 0.030 Uiso 1 1 calc R
C11 C -0.2181(4) 0.2375(4) 0.42745(18) 0.0226(6) Uani 1 1 d .
H11 H -0.3121 0.2011 0.4478 0.027 Uiso 1 1 calc R
C12 C -0.0880(4) 0.1599(3) 0.37775(17) 0.0199(6) Uani 1 1 d .
C13 C 0.2106(4) 0.4195(3) 0.32895(18) 0.0232(6) Uani 1 1 d .
H13 H 0.2556 0.3977 0.2731 0.028 Uiso 1 1 calc R
C14 C 0.1771(5) 0.5884(4) 0.3204(2) 0.0327(8) Uani 1 1 d .
H14A H 0.2757 0.6230 0.2978 0.049 Uiso 1 1 calc R
H14B H 0.1310 0.6137 0.3741 0.049 Uiso 1 1 calc R
H14C H 0.1037 0.6345 0.2838 0.049 Uiso 1 1 calc R
C15 C 0.3402(4) 0.3486(4) 0.3812(2) 0.0325(8) Uani 1 1 d .
H15A H 0.4321 0.3934 0.3572 0.049 Uiso 1 1 calc R
H15B H 0.3711 0.2437 0.3817 0.049 Uiso 1 1 calc R
H15C H 0.2981 0.3644 0.4371 0.049 Uiso 1 1 calc R
C16 C -0.1062(4) 0.0201(3) 0.35549(18) 0.0209(6) Uani 1 1 d .
H16 H -0.0040 -0.0201 0.3211 0.025 Uiso 1 1 calc R
C17 C -0.2363(4) 0.0557(4) 0.3043(2) 0.0320(8) Uani 1 1 d .
H17A H -0.2451 -0.0341 0.2910 0.048 Uiso 1 1 calc R
H17B H -0.2081 0.1251 0.2537 0.048 Uiso 1 1 calc R
H17C H -0.3372 0.0983 0.3360 0.048 Uiso 1 1 calc R
C18 C -0.1435(4) -0.1002(4) 0.4326(2) 0.0302(7) Uani 1 1 d .
H18A H -0.1536 -0.1861 0.4158 0.045 Uiso 1 1 calc R
H18B H -0.2423 -0.0627 0.4680 0.045 Uiso 1 1 calc R
H18C H -0.0582 -0.1272 0.4625 0.045 Uiso 1 1 calc R
C19 C 0.1187(4) 0.5350(4) 0.1199(2) 0.0326(8) Uani 1 1 d .
H19A H 0.2313 0.5284 0.1145 0.049 Uiso 1 1 calc R
H19B H 0.0591 0.5874 0.1636 0.049 Uiso 1 1 calc R
H19C H 0.0876 0.5876 0.0684 0.049 Uiso 1 1 calc R
C20 C -0.0847(4) 0.3973(4) 0.1480(3) 0.0367(8) Uani 1 1 d .
H20A H -0.1068 0.2991 0.1612 0.055 Uiso 1 1 calc R
H20B H -0.1157 0.4501 0.0966 0.055 Uiso 1 1 calc R
H20C H -0.1442 0.4496 0.1918 0.055 Uiso 1 1 calc R
C21 C 0.1056(4) 0.1253(4) 0.02780(19) 0.0276(7) Uani 1 1 d .
H21A H 0.1326 0.2214 0.0060 0.041 Uiso 1 1 calc R
H21B H -0.0081 0.1350 0.0357 0.041 Uiso 1 1 calc R
H21C H 0.1603 0.0605 -0.0107 0.041 Uiso 1 1 calc R
C22 C 0.1156(4) -0.0834(4) 0.14096(19) 0.0271(7) Uani 1 1 d .
H22A H 0.1488 -0.1235 0.1931 0.041 Uiso 1 1 calc R
H22B H 0.1704 -0.1482 0.1025 0.041 Uiso 1 1 calc R
H22C H 0.0019 -0.0751 0.1495 0.041 Uiso 1 1 calc R
C23 C 0.5848(4) 0.2557(4) 0.1261(2) 0.0377(8) Uani 1 1 d .
H23A H 0.5595 0.2334 0.1859 0.057 Uiso 1 1 calc R
H23B H 0.6097 0.3530 0.1072 0.057 Uiso 1 1 calc R
H23C H 0.6757 0.1833 0.1062 0.057 Uiso 1 1 calc R
C24 C 0.4807(5) 0.2862(5) 0.0046(2) 0.0450(10) Uani 1 1 d .
H24A H 0.3882 0.2829 -0.0143 0.067 Uiso 1 1 calc R
H24B H 0.5709 0.2145 -0.0167 0.067 Uiso 1 1 calc R
H24C H 0.5043 0.3838 -0.0150 0.067 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zr1 0.01723(19) 0.0153(2) 0.01643(18) -0.00234(13) -0.00366(12) -0.00241(13)
N1 0.0226(13) 0.0166(13) 0.0203(12) -0.0036(10) -0.0040(10) 0.0017(10)
N2 0.0183(12) 0.0168(12) 0.0162(11) -0.0031(10) -0.0023(9) -0.0008(10)
N3 0.0200(13) 0.0152(13) 0.0277(13) -0.0036(11) -0.0073(10) -0.0008(10)
N4 0.0260(14) 0.0161(13) 0.0223(12) -0.0023(10) -0.0077(10) -0.0043(10)
N5 0.0189(13) 0.0290(15) 0.0226(12) -0.0028(11) -0.0054(10) -0.0038(11)
C1 0.0197(14) 0.0168(14) 0.0202(13) -0.0023(12) -0.0057(11) -0.0034(11)
C2 0.0231(15) 0.0206(16) 0.0209(14) -0.0004(12) -0.0050(11) -0.0030(12)
C3 0.0288(17) 0.0195(16) 0.0332(17) -0.0035(14) -0.0100(14) 0.0041(13)
C4 0.035(2) 0.0287(19) 0.0283(16) -0.0089(15) -0.0043(14) 0.0083(15)
C5 0.0347(19) 0.0283(18) 0.0206(14) -0.0072(14) -0.0046(13) 0.0059(14)
C6 0.0232(15) 0.0195(15) 0.0146(12) -0.0016(12) -0.0024(11) 0.0008(12)
C7 0.0203(15) 0.0189(15) 0.0139(12) -0.0025(11) -0.0050(10) 0.0008(12)
C8 0.0239(15) 0.0183(15) 0.0179(13) -0.0052(12) -0.0054(11) -0.0010(12)
C9 0.0295(17) 0.0179(16) 0.0222(14) -0.0055(12) -0.0043(12) -0.0011(13)
C10 0.0232(16) 0.0227(16) 0.0238(14) -0.0080(13) 0.0005(12) 0.0039(13)
C11 0.0177(14) 0.0264(17) 0.0208(13) -0.0016(13) -0.0031(11) -0.0032(12)
C12 0.0217(15) 0.0199(16) 0.0158(12) -0.0005(12) -0.0050(11) -0.0025(12)
C13 0.0308(17) 0.0182(16) 0.0215(14) -0.0058(12) -0.0031(12) -0.0070(13)
C14 0.041(2) 0.0255(18) 0.0340(17) -0.0034(15) -0.0098(15) -0.0114(15)
C15 0.0271(17) 0.0283(19) 0.0433(19) -0.0023(16) -0.0101(15) -0.0091(14)
C16 0.0220(15) 0.0200(16) 0.0217(14) -0.0049(12) -0.0055(11) -0.0045(12)
C17 0.0323(18) 0.037(2) 0.0325(17) -0.0081(16) -0.0105(14) -0.0122(15)
C18 0.040(2) 0.0238(17) 0.0266(16) -0.0042(14) -0.0036(14) -0.0099(15)
C19 0.038(2) 0.0171(16) 0.0447(19) 0.0001(15) -0.0189(16) -0.0053(14)
C20 0.0243(18) 0.0204(17) 0.059(2) -0.0049(17) -0.0050(16) 0.0009(14)
C21 0.0287(17) 0.0307(18) 0.0263(15) -0.0038(14) -0.0123(13) -0.0063(14)
C22 0.0356(18) 0.0208(16) 0.0270(15) -0.0054(13) -0.0054(13) -0.0098(14)
C23 0.0280(18) 0.040(2) 0.048(2) 0.0006(18) -0.0165(16) -0.0119(16)
C24 0.036(2) 0.071(3) 0.0255(17) 0.0024(18) -0.0014(15) -0.023(2)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N5 Zr1 N4 113.60(10)
N5 Zr1 N3 96.78(11)
N4 Zr1 N3 98.12(10)
N5 Zr1 N2 123.02(9)
N4 Zr1 N2 116.43(9)
N3 Zr1 N2 101.42(9)
N5 Zr1 N1 84.79(10)
N4 Zr1 N1 89.99(9)
N3 Zr1 N1 170.26(9)
N2 Zr1 N1 69.94(9)
C1 N1 C5 117.8(3)
C1 N1 Zr1 117.97(19)
C5 N1 Zr1 124.3(2)
C7 N2 C6 111.4(2)
C7 N2 Zr1 122.87(18)
C6 N2 Zr1 124.97(17)
C19 N3 C20 109.3(3)
C19 N3 Zr1 128.4(2)
C20 N3 Zr1 122.1(2)
C21 N4 C22 110.2(2)
C21 N4 Zr1 122.2(2)
C22 N4 Zr1 127.27(19)
C24 N5 C23 111.5(3)
C24 N5 Zr1 122.3(2)
C23 N5 Zr1 125.8(2)
N1 C1 C2 122.0(3)
N1 C1 C6 115.2(3)
C2 C1 C6 122.8(3)
C3 C2 C1 119.6(3)
C3 C2 H2 120.2
C1 C2 H2 120.2
C2 C3 C4 118.6(3)
C2 C3 H3 120.7
C4 C3 H3 120.7
C5 C4 C3 118.6(3)
C5 C4 H4 120.7
C3 C4 H4 120.7
N1 C5 C4 123.3(3)
N1 C5 H5 118.3
C4 C5 H5 118.3
N2 C6 C1 111.8(2)
N2 C6 H6 124.1
C1 C6 H6 124.1
C8 C7 C12 120.2(3)
C8 C7 N2 120.1(3)
C12 C7 N2 119.7(3)
C9 C8 C7 117.9(3)
C9 C8 C13 120.5(3)
C7 C8 C13 121.6(3)
C10 C9 C8 122.0(3)
C10 C9 H9 119.0
C8 C9 H9 119.0
C9 C10 C11 119.6(3)
C9 C10 H10 120.2
C11 C10 H10 120.2
C10 C11 C12 121.0(3)
C10 C11 H11 119.5
C12 C11 H11 119.5
C11 C12 C7 119.1(3)
C11 C12 C16 118.9(3)
C7 C12 C16 122.0(3)
C8 C13 C14 113.9(3)
C8 C13 C15 111.8(3)
C14 C13 C15 108.6(3)
C8 C13 H13 107.4
C14 C13 H13 107.4
C15 C13 H13 107.4
C13 C14 H14A 109.5
C13 C14 H14B 109.5
H14A C14 H14B 109.5
C13 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C13 C15 H15A 109.5
C13 C15 H15B 109.5
H15A C15 H15B 109.5
C13 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
C12 C16 C18 112.3(2)
C12 C16 C17 111.2(3)
C18 C16 C17 109.7(3)
C12 C16 H16 107.8
C18 C16 H16 107.8
C17 C16 H16 107.8
C16 C17 H17A 109.5
C16 C17 H17B 109.5
H17A C17 H17B 109.5
C16 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C16 C18 H18A 109.5
C16 C18 H18B 109.5
H18A C18 H18B 109.5
C16 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
N3 C19 H19A 109.5
N3 C19 H19B 109.5
H19A C19 H19B 109.5
N3 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
N3 C20 H20A 109.5
N3 C20 H20B 109.5
H20A C20 H20B 109.5
N3 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
N4 C21 H21A 109.5
N4 C21 H21B 109.5
H21A C21 H21B 109.5
N4 C21 H21C 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
N4 C22 H22A 109.5
N4 C22 H22B 109.5
H22A C22 H22B 109.5
N4 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
N5 C23 H23A 109.5
N5 C23 H23B 109.5
H23A C23 H23B 109.5
N5 C23 H23C 109.5
H23A C23 H23C 109.5
H23B C23 H23C 109.5
N5 C24 H24A 109.5
N5 C24 H24B 109.5
H24A C24 H24B 109.5
N5 C24 H24C 109.5
H24A C24 H24C 109.5
H24B C24 H24C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Zr1 N5 2.056(3)
Zr1 N4 2.067(2)
Zr1 N3 2.083(3)
Zr1 N2 2.138(2)
Zr1 N1 2.409(3)
N1 C1 1.341(4)
N1 C5 1.357(4)
N2 C7 1.436(4)
N2 C6 1.457(4)
N3 C19 1.449(4)
N3 C20 1.452(4)
N4 C21 1.455(4)
N4 C22 1.456(4)
N5 C24 1.446(4)
N5 C23 1.447(4)
C1 C2 1.392(4)
C1 C6 1.500(4)
C2 C3 1.379(4)
C2 H2 0.9300
C3 C4 1.393(5)
C3 H3 0.9300
C4 C5 1.372(5)
C4 H4 0.9300
C5 H5 0.9300
C6 H6 0.9300
C7 C8 1.417(4)
C7 C12 1.417(4)
C8 C9 1.401(4)
C8 C13 1.515(4)
C9 C10 1.382(4)
C9 H9 0.9300
C10 C11 1.383(5)
C10 H10 0.9300
C11 C12 1.395(4)
C11 H11 0.9300
C12 C16 1.523(4)
C13 C14 1.529(4)
C13 C15 1.540(4)
C13 H13 0.9800
C14 H14A 0.9600
C14 H14B 0.9600
C14 H14C 0.9600
C15 H15A 0.9600
C15 H15B 0.9600
C15 H15C 0.9600
C16 C18 1.531(4)
C16 C17 1.534(4)
C16 H16 0.9800
C17 H17A 0.9600
C17 H17B 0.9600
C17 H17C 0.9600
C18 H18A 0.9600
C18 H18B 0.9600
C18 H18C 0.9600
C19 H19A 0.9600
C19 H19B 0.9600
C19 H19C 0.9600
C20 H20A 0.9600
C20 H20B 0.9600
C20 H20C 0.9600
C21 H21A 0.9600
C21 H21B 0.9600
C21 H21C 0.9600
C22 H22A 0.9600
C22 H22B 0.9600
C22 H22C 0.9600
C23 H23A 0.9600
C23 H23B 0.9600
C23 H23C 0.9600
C24 H24A 0.9600
C24 H24B 0.9600
C24 H24C 0.9600
|
1501782.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501782.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501782
loop_
_publ_author_name
'Annunziata, Liana'
'Pragliola, Stefania'
'Pappalardo, Daniela'
'Tedesco, Consiglia'
'Pellecchia, Claudio'
_publ_section_title
;
New (Anilidomethyl)pyridine Titanium(IV) and Zirconium(IV) Catalyst
Precursors for the Highly Chemo- and
Stereoselectivecis-1,4-Polymerization of 1,3-Butadiene
;
_journal_issue 7
_journal_name_full Macromolecules
_journal_page_first 1934
_journal_paper_doi 10.1021/ma1028455
_journal_volume 44
_journal_year 2011
_chemical_formula_moiety '? C24 H40 N5 Ti'
_chemical_formula_sum 'C24 H40 N5 Ti'
_chemical_formula_weight 446.51
_chemical_name_systematic
;
?
;
_space_group_IT_number 2
_symmetry_cell_setting triclinic
_symmetry_space_group_name_Hall '-P 1'
_symmetry_space_group_name_H-M 'P -1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 96.416(3)
_cell_angle_beta 104.720(5)
_cell_angle_gamma 105.838(6)
_cell_formula_units_Z 2
_cell_length_a 8.743(3)
_cell_length_b 9.440(3)
_cell_length_c 16.825(5)
_cell_measurement_temperature 100(1)
_cell_volume 1267.4(7)
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 100(1)
_diffrn_measured_fraction_theta_full 0.899
_diffrn_measured_fraction_theta_max 0.899
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0871
_diffrn_reflns_av_sigmaI/netI 0.1999
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_k_max 9
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 21
_diffrn_reflns_limit_l_min -21
_diffrn_reflns_number 12014
_diffrn_reflns_theta_full 28.27
_diffrn_reflns_theta_max 28.27
_diffrn_reflns_theta_min 2.29
_exptl_absorpt_coefficient_mu 0.356
_exptl_absorpt_correction_T_max 1.0000
_exptl_absorpt_correction_T_min 0.5815
_exptl_absorpt_correction_type multi-scan
_exptl_crystal_density_diffrn 1.170
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 482
_exptl_crystal_size_max 0.5800
_exptl_crystal_size_mid 0.5900
_exptl_crystal_size_min 0.2000
_refine_diff_density_max 0.560
_refine_diff_density_min -0.489
_refine_diff_density_rms 0.077
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 0.964
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 271
_refine_ls_number_reflns 5663
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 0.964
_refine_ls_R_factor_all 0.1673
_refine_ls_R_factor_gt 0.0814
_refine_ls_shift/su_max 0.002
_refine_ls_shift/su_mean 0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0512P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1620
_refine_ls_wR_factor_ref 0.2005
_reflns_number_gt 2691
_reflns_number_total 5663
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file ma1028455_si_001.cif
_cod_data_source_block ti_n25
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_database_code 1501782
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ti1 Ti 0.09349(9) 0.17481(9) 0.83221(5) 0.0308(2) Uani 1 1 d .
N1 N -0.1249(4) -0.0409(4) 0.7894(2) 0.0338(9) Uani 1 1 d .
N2 N 0.0227(4) 0.1367(4) 0.7073(2) 0.0285(8) Uani 1 1 d .
N3 N 0.2688(4) 0.3653(4) 0.8567(2) 0.0317(9) Uani 1 1 d .
N4 N 0.2321(4) 0.0672(4) 0.8897(2) 0.0317(9) Uani 1 1 d .
N5 N -0.0325(4) 0.2449(4) 0.8956(2) 0.0358(9) Uani 1 1 d .
C1 C -0.1917(5) -0.0908(5) 0.7068(3) 0.0300(10) Uani 1 1 d .
C2 C -0.3269(5) -0.2224(5) 0.6727(3) 0.0338(11) Uani 1 1 d .
H2 H -0.3700 -0.2552 0.6149 0.041 Uiso 1 1 calc R
C3 C -0.3951(5) -0.3026(5) 0.7255(3) 0.0414(12) Uani 1 1 d .
H3 H -0.4840 -0.3910 0.7046 0.050 Uiso 1 1 calc R
C4 C -0.3261(6) -0.2466(6) 0.8121(3) 0.0475(13) Uani 1 1 d .
H4 H -0.3708 -0.2966 0.8495 0.057 Uiso 1 1 calc R
C5 C -0.1934(6) -0.1186(6) 0.8410(3) 0.0474(13) Uani 1 1 d .
H5 H -0.1485 -0.0835 0.8986 0.057 Uiso 1 1 calc R
C6 C -0.1096(5) 0.0049(5) 0.6555(3) 0.0347(11) Uani 1 1 d .
H6 H -0.1395 -0.0171 0.5973 0.042 Uiso 1 1 calc R
C7 C 0.1084(5) 0.2187(5) 0.6575(3) 0.0274(10) Uani 1 1 d .
C8 C 0.0838(5) 0.3554(5) 0.6388(3) 0.0316(10) Uani 1 1 d .
C9 C 0.1662(5) 0.4296(5) 0.5872(3) 0.0365(11) Uani 1 1 d .
H9 H 0.1487 0.5185 0.5747 0.044 Uiso 1 1 calc R
C10 C 0.2734(5) 0.3749(5) 0.5540(3) 0.0367(11) Uani 1 1 d .
H10 H 0.3288 0.4271 0.5205 0.044 Uiso 1 1 calc R
C11 C 0.2966(5) 0.2405(5) 0.5717(3) 0.0385(12) Uani 1 1 d .
H11 H 0.3656 0.2016 0.5482 0.046 Uiso 1 1 calc R
C12 C 0.2194(5) 0.1626(5) 0.6236(3) 0.0330(11) Uani 1 1 d .
C13 C -0.0312(5) 0.4206(5) 0.6754(3) 0.0359(11) Uani 1 1 d .
H13 H -0.0230 0.3954 0.7310 0.043 Uiso 1 1 calc R
C14 C 0.0126(6) 0.5893(5) 0.6854(3) 0.0481(13) Uani 1 1 d .
H14A H -0.0629 0.6228 0.7095 0.072 Uiso 1 1 calc R
H14B H 0.0040 0.6166 0.6315 0.072 Uiso 1 1 calc R
H14C H 0.1245 0.6355 0.7214 0.072 Uiso 1 1 calc R
C15 C -0.2138(5) 0.3498(5) 0.6207(3) 0.0442(13) Uani 1 1 d .
H15A H -0.2840 0.3910 0.6453 0.066 Uiso 1 1 calc R
H15B H -0.2465 0.2431 0.6174 0.066 Uiso 1 1 calc R
H15C H -0.2246 0.3713 0.5655 0.066 Uiso 1 1 calc R
C16 C 0.2563(5) 0.0185(5) 0.6426(3) 0.0316(10) Uani 1 1 d .
H16 H 0.1914 -0.0213 0.6794 0.038 Uiso 1 1 calc R
C17 C 0.2043(6) -0.1011(5) 0.5646(3) 0.0399(12) Uani 1 1 d .
H17A H 0.2285 -0.1895 0.5796 0.060 Uiso 1 1 calc R
H17B H 0.2645 -0.0645 0.5267 0.060 Uiso 1 1 calc R
H17C H 0.0870 -0.1251 0.5378 0.060 Uiso 1 1 calc R
C18 C 0.4378(5) 0.0476(5) 0.6885(3) 0.0472(13) Uani 1 1 d .
H18A H 0.4701 0.1223 0.7384 0.071 Uiso 1 1 calc R
H18B H 0.5044 0.0827 0.6530 0.071 Uiso 1 1 calc R
H18C H 0.4542 -0.0436 0.7032 0.071 Uiso 1 1 calc R
C19 C 0.2614(6) 0.5145(5) 0.8798(3) 0.0489(13) Uani 1 1 d .
H19A H 0.1547 0.5082 0.8874 0.073 Uiso 1 1 calc R
H19B H 0.2770 0.5695 0.8363 0.073 Uiso 1 1 calc R
H19C H 0.3475 0.5650 0.9312 0.073 Uiso 1 1 calc R
C20 C 0.4316(5) 0.3759(5) 0.8443(3) 0.0482(13) Uani 1 1 d .
H20A H 0.4379 0.2769 0.8297 0.072 Uiso 1 1 calc R
H20B H 0.5183 0.4284 0.8950 0.072 Uiso 1 1 calc R
H20C H 0.4450 0.4295 0.7999 0.072 Uiso 1 1 calc R
C21 C 0.3646(5) 0.1281(5) 0.9666(3) 0.0423(12) Uani 1 1 d .
H21A H 0.3650 0.2264 0.9889 0.063 Uiso 1 1 calc R
H21B H 0.4691 0.1346 0.9562 0.063 Uiso 1 1 calc R
H21C H 0.3484 0.0639 1.0062 0.063 Uiso 1 1 calc R
C22 C 0.2310(5) -0.0830(5) 0.8565(3) 0.0392(12) Uani 1 1 d .
H22A H 0.1429 -0.1239 0.8048 0.059 Uiso 1 1 calc R
H22B H 0.2136 -0.1466 0.8963 0.059 Uiso 1 1 calc R
H22C H 0.3359 -0.0772 0.8468 0.059 Uiso 1 1 calc R
C23 C -0.2001(5) 0.2484(6) 0.8605(3) 0.0515(14) Uani 1 1 d .
H23A H -0.2321 0.2203 0.8006 0.077 Uiso 1 1 calc R
H23B H -0.2045 0.3479 0.8758 0.077 Uiso 1 1 calc R
H23C H -0.2751 0.1792 0.8818 0.077 Uiso 1 1 calc R
C24 C 0.0221(6) 0.2869(6) 0.9874(3) 0.0549(15) Uani 1 1 d .
H24A H 0.1334 0.2830 1.0088 0.082 Uiso 1 1 calc R
H24B H -0.0513 0.2183 1.0097 0.082 Uiso 1 1 calc R
H24C H 0.0200 0.3869 1.0038 0.082 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ti1 0.0333(5) 0.0313(5) 0.0253(5) 0.0047(4) 0.0083(4) 0.0070(4)
N1 0.033(2) 0.036(2) 0.031(2) 0.0109(19) 0.0101(17) 0.0060(18)
N2 0.032(2) 0.023(2) 0.024(2) -0.0012(17) 0.0045(16) 0.0022(16)
N3 0.032(2) 0.031(2) 0.030(2) 0.0052(18) 0.0073(16) 0.0071(17)
N4 0.036(2) 0.029(2) 0.026(2) 0.0061(18) 0.0043(17) 0.0068(17)
N5 0.030(2) 0.044(2) 0.033(2) 0.005(2) 0.0102(17) 0.0116(18)
C1 0.034(2) 0.027(3) 0.026(3) -0.002(2) 0.004(2) 0.013(2)
C2 0.032(2) 0.037(3) 0.026(3) -0.002(2) 0.004(2) 0.010(2)
C3 0.037(3) 0.033(3) 0.039(3) -0.003(2) 0.005(2) -0.003(2)
C4 0.050(3) 0.040(3) 0.034(3) 0.004(3) 0.007(2) -0.007(3)
C5 0.056(3) 0.048(3) 0.025(3) 0.004(3) 0.009(2) -0.002(3)
C6 0.041(3) 0.034(3) 0.016(3) -0.001(2) 0.004(2) -0.002(2)
C7 0.028(2) 0.024(2) 0.017(2) -0.0059(19) -0.0019(18) -0.0016(19)
C8 0.031(2) 0.031(3) 0.026(3) 0.001(2) 0.005(2) 0.004(2)
C9 0.043(3) 0.025(3) 0.031(3) 0.003(2) 0.004(2) 0.002(2)
C10 0.037(3) 0.033(3) 0.035(3) 0.005(2) 0.012(2) 0.002(2)
C11 0.039(3) 0.041(3) 0.034(3) 0.005(2) 0.015(2) 0.008(2)
C12 0.028(2) 0.038(3) 0.030(3) 0.007(2) 0.007(2) 0.008(2)
C13 0.045(3) 0.032(3) 0.030(3) 0.004(2) 0.010(2) 0.012(2)
C14 0.055(3) 0.042(3) 0.050(4) 0.006(3) 0.016(3) 0.021(3)
C15 0.042(3) 0.035(3) 0.051(4) -0.005(3) 0.013(2) 0.011(2)
C16 0.036(3) 0.027(2) 0.028(3) -0.001(2) 0.010(2) 0.007(2)
C17 0.051(3) 0.034(3) 0.032(3) 0.001(2) 0.012(2) 0.012(2)
C18 0.045(3) 0.047(3) 0.052(4) 0.008(3) 0.012(3) 0.020(3)
C19 0.051(3) 0.038(3) 0.044(4) 0.000(3) 0.005(2) 0.004(3)
C20 0.046(3) 0.041(3) 0.055(4) 0.006(3) 0.019(3) 0.007(2)
C21 0.043(3) 0.041(3) 0.037(3) 0.003(2) 0.004(2) 0.011(2)
C22 0.040(3) 0.036(3) 0.039(3) 0.004(2) 0.013(2) 0.010(2)
C23 0.042(3) 0.059(4) 0.048(4) 0.004(3) 0.012(3) 0.012(3)
C24 0.057(3) 0.075(4) 0.028(3) -0.009(3) 0.006(2) 0.026(3)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ti Ti 0.2776 0.4457 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N5 Ti1 N4 114.18(16)
N5 Ti1 N3 95.29(15)
N4 Ti1 N3 96.00(15)
N5 Ti1 N2 122.09(15)
N4 Ti1 N2 119.04(14)
N3 Ti1 N2 100.19(15)
N5 Ti1 N1 85.59(14)
N4 Ti1 N1 89.58(14)
N3 Ti1 N1 173.40(15)
N2 Ti1 N1 73.92(14)
C1 N1 C5 118.4(4)
C1 N1 Ti1 116.8(3)
C5 N1 Ti1 124.8(3)
C7 N2 C6 110.6(3)
C7 N2 Ti1 125.4(3)
C6 N2 Ti1 123.3(3)
C19 N3 C20 109.1(4)
C19 N3 Ti1 128.7(3)
C20 N3 Ti1 121.9(3)
C21 N4 C22 109.2(3)
C21 N4 Ti1 125.4(3)
C22 N4 Ti1 125.0(3)
C23 N5 C24 111.5(3)
C23 N5 Ti1 124.3(3)
C24 N5 Ti1 123.9(3)
N1 C1 C2 122.2(4)
N1 C1 C6 114.1(4)
C2 C1 C6 123.7(4)
C3 C2 C1 119.3(4)
C3 C2 H2 120.3
C1 C2 H2 120.3
C2 C3 C4 117.7(4)
C2 C3 H3 121.1
C4 C3 H3 121.1
C5 C4 C3 119.9(5)
C5 C4 H4 120.1
C3 C4 H4 120.1
N1 C5 C4 122.5(5)
N1 C5 H5 118.8
C4 C5 H5 118.8
N2 C6 C1 111.8(4)
N2 C6 H6 124.1
C1 C6 H6 124.1
N2 C7 C8 121.3(3)
N2 C7 C12 120.0(4)
C8 C7 C12 118.7(4)
C9 C8 C7 119.4(4)
C9 C8 C13 120.4(4)
C7 C8 C13 120.2(4)
C10 C9 C8 122.0(4)
C10 C9 H9 119.0
C8 C9 H9 119.0
C11 C10 C9 118.7(4)
C11 C10 H10 120.6
C9 C10 H10 120.6
C10 C11 C12 121.8(4)
C10 C11 H11 119.1
C12 C11 H11 119.1
C11 C12 C7 119.4(4)
C11 C12 C16 118.6(4)
C7 C12 C16 122.0(4)
C14 C13 C8 113.8(4)
C14 C13 C15 108.3(4)
C8 C13 C15 110.8(4)
C14 C13 H13 107.9
C8 C13 H13 107.9
C15 C13 H13 107.9
C13 C14 H14A 109.5
C13 C14 H14B 109.5
H14A C14 H14B 109.5
C13 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C13 C15 H15A 109.5
C13 C15 H15B 109.5
H15A C15 H15B 109.5
C13 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
C18 C16 C17 109.6(3)
C18 C16 C12 112.0(4)
C17 C16 C12 112.5(4)
C18 C16 H16 107.5
C17 C16 H16 107.5
C12 C16 H16 107.5
C16 C17 H17A 109.5
C16 C17 H17B 109.5
H17A C17 H17B 109.5
C16 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C16 C18 H18A 109.5
C16 C18 H18B 109.5
H18A C18 H18B 109.5
C16 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
N3 C19 H19A 109.5
N3 C19 H19B 109.5
H19A C19 H19B 109.5
N3 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
N3 C20 H20A 109.5
N3 C20 H20B 109.5
H20A C20 H20B 109.5
N3 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
N4 C21 H21A 109.5
N4 C21 H21B 109.5
H21A C21 H21B 109.5
N4 C21 H21C 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
N4 C22 H22A 109.5
N4 C22 H22B 109.5
H22A C22 H22B 109.5
N4 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
N5 C23 H23A 109.5
N5 C23 H23B 109.5
H23A C23 H23B 109.5
N5 C23 H23C 109.5
H23A C23 H23C 109.5
H23B C23 H23C 109.5
N5 C24 H24A 109.5
N5 C24 H24B 109.5
H24A C24 H24B 109.5
N5 C24 H24C 109.5
H24A C24 H24C 109.5
H24B C24 H24C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ti1 N5 1.905(3)
Ti1 N4 1.931(3)
Ti1 N3 1.939(4)
Ti1 N2 1.995(4)
Ti1 N1 2.272(4)
N1 C1 1.337(5)
N1 C5 1.349(6)
N2 C7 1.417(5)
N2 C6 1.451(5)
N3 C19 1.442(5)
N3 C20 1.469(5)
N4 C21 1.434(6)
N4 C22 1.462(5)
N5 C23 1.445(5)
N5 C24 1.468(6)
C1 C2 1.402(6)
C1 C6 1.486(6)
C2 C3 1.376(6)
C2 H2 0.9300
C3 C4 1.405(7)
C3 H3 0.9300
C4 C5 1.363(7)
C4 H4 0.9300
C5 H5 0.9300
C6 H6 0.9300
C7 C8 1.421(6)
C7 C12 1.429(5)
C8 C9 1.393(6)
C8 C13 1.528(5)
C9 C10 1.388(6)
C9 H9 0.9300
C10 C11 1.390(6)
C10 H10 0.9300
C11 C12 1.390(6)
C11 H11 0.9300
C12 C16 1.530(6)
C13 C14 1.512(6)
C13 C15 1.541(6)
C13 H13 0.9800
C14 H14A 0.9600
C14 H14B 0.9600
C14 H14C 0.9600
C15 H15A 0.9600
C15 H15B 0.9600
C15 H15C 0.9600
C16 C18 1.510(6)
C16 C17 1.514(6)
C16 H16 0.9800
C17 H17A 0.9600
C17 H17B 0.9600
C17 H17C 0.9600
C18 H18A 0.9600
C18 H18B 0.9600
C18 H18C 0.9600
C19 H19A 0.9600
C19 H19B 0.9600
C19 H19C 0.9600
C20 H20A 0.9600
C20 H20B 0.9600
C20 H20C 0.9600
C21 H21A 0.9600
C21 H21B 0.9600
C21 H21C 0.9600
C22 H22A 0.9600
C22 H22B 0.9600
C22 H22C 0.9600
C23 H23A 0.9600
C23 H23B 0.9600
C23 H23C 0.9600
C24 H24A 0.9600
C24 H24B 0.9600
C24 H24C 0.9600
|
1501783.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501783.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501783
loop_
_publ_author_name
'Annunziata, Liana'
'Pragliola, Stefania'
'Pappalardo, Daniela'
'Tedesco, Consiglia'
'Pellecchia, Claudio'
_publ_section_title
;
New (Anilidomethyl)pyridine Titanium(IV) and Zirconium(IV) Catalyst
Precursors for the Highly Chemo- and
Stereoselectivecis-1,4-Polymerization of 1,3-Butadiene
;
_journal_issue 7
_journal_name_full Macromolecules
_journal_page_first 1934
_journal_paper_doi 10.1021/ma1028455
_journal_volume 44
_journal_year 2011
_chemical_formula_moiety 'C20 H32 N5 Ti'
_chemical_formula_sum 'C20 H32 N5 Ti'
_chemical_formula_weight 390.41
_chemical_name_systematic
;
?
;
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2yn'
_symmetry_space_group_name_H-M 'P 1 21/n 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 98.326(10)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 13.614(7)
_cell_length_b 10.374(5)
_cell_length_c 15.394(8)
_cell_measurement_temperature 100(1)
_cell_volume 2151.2(19)
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 100(1)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.943
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.1002
_diffrn_reflns_av_sigmaI/netI 0.1348
_diffrn_reflns_limit_h_max 18
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_k_max 10
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_l_max 20
_diffrn_reflns_limit_l_min -19
_diffrn_reflns_number 16599
_diffrn_reflns_theta_full 25.00
_diffrn_reflns_theta_max 28.19
_diffrn_reflns_theta_min 1.87
_exptl_absorpt_coefficient_mu 0.411
_exptl_absorpt_correction_T_max 0.910
_exptl_absorpt_correction_T_min 0.843
_exptl_absorpt_correction_type multi-scan
_exptl_crystal_density_diffrn 1.205
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 836
_exptl_crystal_size_max 0.45
_exptl_crystal_size_mid 0.33
_exptl_crystal_size_min 0.24
_refine_diff_density_max 1.243
_refine_diff_density_min -0.724
_refine_diff_density_rms 0.099
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.054
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 237
_refine_ls_number_reflns 5000
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.054
_refine_ls_R_factor_all 0.1447
_refine_ls_R_factor_gt 0.0888
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1120P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.2129
_refine_ls_wR_factor_ref 0.2466
_reflns_number_gt 3010
_reflns_number_total 5000
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file ma1028455_si_001.cif
_cod_data_source_block ti_nme8
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M 'P 21/n'
_cod_database_code 1501783
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ti1 Ti 0.24292(5) 0.16780(6) 0.41851(4) 0.0257(3) Uani 1 1 d .
N1 N 0.3858(2) 0.1880(3) 0.3566(2) 0.0270(7) Uani 1 1 d .
N2 N 0.3213(2) 0.3101(3) 0.4816(2) 0.0281(7) Uani 1 1 d .
N3 N 0.1238(3) 0.1870(3) 0.4723(2) 0.0291(7) Uani 1 1 d .
N4 N 0.2752(2) -0.0045(3) 0.4601(2) 0.0307(8) Uani 1 1 d .
N5 N 0.1774(2) 0.1745(3) 0.2993(2) 0.0280(7) Uani 1 1 d .
C1 C 0.4470(3) 0.2847(3) 0.3872(2) 0.0259(8) Uani 1 1 d .
C2 C 0.5329(3) 0.3135(3) 0.3515(3) 0.0304(9) Uani 1 1 d .
H2 H 0.5733 0.3820 0.3731 0.037 Uiso 1 1 calc R
C3 C 0.5568(3) 0.2385(4) 0.2839(3) 0.0340(10) Uani 1 1 d .
H3 H 0.6144 0.2546 0.2598 0.041 Uiso 1 1 calc R
C4 C 0.4940(3) 0.1387(4) 0.2520(3) 0.0364(10) Uani 1 1 d .
H4 H 0.5089 0.0874 0.2061 0.044 Uiso 1 1 calc R
C5 C 0.4109(3) 0.1169(4) 0.2884(3) 0.0343(9) Uani 1 1 d .
H5 H 0.3688 0.0504 0.2660 0.041 Uiso 1 1 calc R
C6 C 0.4154(3) 0.3583(4) 0.4620(3) 0.0293(9) Uani 1 1 d .
H6 H 0.4510 0.4255 0.4916 0.035 Uiso 1 1 calc R
C7 C 0.2938(3) 0.3746(4) 0.5578(3) 0.0292(9) Uani 1 1 d .
C8 C 0.3322(3) 0.3298(4) 0.6426(3) 0.0314(9) Uani 1 1 d .
C9 C 0.3069(3) 0.3939(4) 0.7157(3) 0.0362(10) Uani 1 1 d .
H9 H 0.3315 0.3650 0.7718 0.043 Uiso 1 1 calc R
C10 C 0.2452(3) 0.5004(4) 0.7050(3) 0.0392(10) Uani 1 1 d .
H10 H 0.2298 0.5438 0.7541 0.047 Uiso 1 1 calc R
C11 C 0.2065(3) 0.5430(4) 0.6225(3) 0.0384(10) Uani 1 1 d .
H11 H 0.1638 0.6134 0.6168 0.046 Uiso 1 1 calc R
C12 C 0.2305(3) 0.4816(4) 0.5459(3) 0.0316(9) Uani 1 1 d .
C13 C 0.1888(3) 0.5278(4) 0.4557(3) 0.0394(11) Uani 1 1 d .
H13A H 0.2412 0.5637 0.4277 0.059 Uiso 1 1 calc R
H13B H 0.1394 0.5925 0.4600 0.059 Uiso 1 1 calc R
H13C H 0.1593 0.4566 0.4215 0.059 Uiso 1 1 calc R
C14 C 0.3961(3) 0.2100(4) 0.6537(3) 0.0354(10) Uani 1 1 d .
H14A H 0.4145 0.1923 0.7151 0.053 Uiso 1 1 calc R
H14B H 0.4548 0.2234 0.6270 0.053 Uiso 1 1 calc R
H14C H 0.3594 0.1384 0.6260 0.053 Uiso 1 1 calc R
C15 C 0.1205(4) 0.1573(4) 0.5650(3) 0.0413(11) Uani 1 1 d .
H15A H 0.1820 0.1183 0.5902 0.062 Uiso 1 1 calc R
H15B H 0.0668 0.0988 0.5695 0.062 Uiso 1 1 calc R
H15C H 0.1105 0.2354 0.5960 0.062 Uiso 1 1 calc R
C16 C 0.0297(3) 0.2465(4) 0.4338(3) 0.0412(11) Uani 1 1 d .
H16A H 0.0320 0.2663 0.3732 0.062 Uiso 1 1 calc R
H16B H 0.0194 0.3243 0.4650 0.062 Uiso 1 1 calc R
H16C H -0.0239 0.1877 0.4379 0.062 Uiso 1 1 calc R
C17 C 0.2028(3) -0.1050(4) 0.4728(3) 0.0405(11) Uani 1 1 d .
H17A H 0.1369 -0.0735 0.4537 0.061 Uiso 1 1 calc R
H17B H 0.2094 -0.1275 0.5339 0.061 Uiso 1 1 calc R
H17C H 0.2147 -0.1798 0.4391 0.061 Uiso 1 1 calc R
C18 C 0.3764(3) -0.0490(4) 0.4889(3) 0.0393(10) Uani 1 1 d .
H18A H 0.4224 0.0182 0.4801 0.059 Uiso 1 1 calc R
H18B H 0.3895 -0.1235 0.4554 0.059 Uiso 1 1 calc R
H18C H 0.3838 -0.0711 0.5500 0.059 Uiso 1 1 calc R
C19 C 0.1918(3) 0.2721(4) 0.2343(3) 0.0387(10) Uani 1 1 d .
H19A H 0.2349 0.3384 0.2614 0.058 Uiso 1 1 calc R
H19B H 0.1288 0.3090 0.2109 0.058 Uiso 1 1 calc R
H19C H 0.2211 0.2331 0.1876 0.058 Uiso 1 1 calc R
C20 C 0.1113(3) 0.0724(4) 0.2599(3) 0.0394(11) Uani 1 1 d .
H20A H 0.1023 0.0095 0.3038 0.059 Uiso 1 1 calc R
H20B H 0.1400 0.0319 0.2135 0.059 Uiso 1 1 calc R
H20C H 0.0482 0.1089 0.2366 0.059 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ti1 0.0238(4) 0.0284(4) 0.0244(4) 0.0000(2) 0.0020(3) -0.0018(3)
N1 0.0284(19) 0.0292(17) 0.0227(18) -0.0011(12) 0.0010(14) -0.0028(13)
N2 0.0252(19) 0.0332(17) 0.0259(18) -0.0001(13) 0.0034(14) -0.0026(13)
N3 0.0241(19) 0.0346(18) 0.0284(19) -0.0008(13) 0.0035(14) -0.0002(13)
N4 0.029(2) 0.0292(17) 0.0338(19) 0.0046(13) 0.0056(15) -0.0009(13)
N5 0.0255(19) 0.0292(17) 0.0276(18) -0.0006(12) -0.0016(14) -0.0025(13)
C1 0.022(2) 0.034(2) 0.021(2) 0.0044(15) 0.0019(15) 0.0024(15)
C2 0.030(2) 0.032(2) 0.030(2) 0.0035(15) 0.0065(18) -0.0014(16)
C3 0.030(2) 0.042(2) 0.033(2) 0.0038(17) 0.0129(19) 0.0013(17)
C4 0.035(3) 0.042(2) 0.033(2) -0.0015(18) 0.0087(19) 0.0032(18)
C5 0.033(2) 0.033(2) 0.038(2) -0.0037(17) 0.0084(19) -0.0032(17)
C6 0.029(2) 0.030(2) 0.029(2) -0.0051(15) 0.0040(17) -0.0075(15)
C7 0.025(2) 0.033(2) 0.031(2) -0.0087(16) 0.0091(17) -0.0067(16)
C8 0.026(2) 0.040(2) 0.028(2) -0.0017(16) 0.0022(17) -0.0040(16)
C9 0.027(2) 0.057(3) 0.025(2) -0.0059(18) 0.0033(17) -0.0120(19)
C10 0.030(3) 0.051(3) 0.038(3) -0.0153(19) 0.011(2) -0.0053(19)
C11 0.027(2) 0.044(2) 0.045(3) -0.0105(18) 0.009(2) -0.0014(18)
C12 0.030(2) 0.034(2) 0.032(2) -0.0029(16) 0.0043(17) -0.0044(16)
C13 0.039(3) 0.029(2) 0.050(3) -0.0001(18) 0.004(2) 0.0006(17)
C14 0.029(2) 0.041(2) 0.034(2) 0.0024(17) -0.0026(18) -0.0083(18)
C15 0.034(3) 0.054(3) 0.037(3) 0.0004(19) 0.008(2) -0.0037(19)
C16 0.030(3) 0.049(3) 0.044(3) 0.0029(19) 0.007(2) 0.0076(19)
C17 0.043(3) 0.039(2) 0.041(3) 0.0016(18) 0.010(2) -0.0074(19)
C18 0.037(3) 0.042(2) 0.037(2) 0.0047(18) 0.0020(19) 0.0083(19)
C19 0.040(3) 0.038(2) 0.036(3) 0.0054(18) -0.002(2) 0.0019(18)
C20 0.039(3) 0.037(2) 0.039(3) -0.0058(18) -0.008(2) -0.0042(18)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ti Ti 0.2776 0.4457 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N5 Ti1 N4 113.74(13)
N5 Ti1 N3 95.87(15)
N4 Ti1 N3 96.79(13)
N5 Ti1 N2 125.55(13)
N4 Ti1 N2 116.42(14)
N3 Ti1 N2 97.95(14)
N5 Ti1 N1 84.54(13)
N4 Ti1 N1 93.24(12)
N3 Ti1 N1 168.82(12)
N2 Ti1 N1 73.04(12)
C1 N1 C5 117.4(3)
C1 N1 Ti1 116.3(2)
C5 N1 Ti1 126.2(3)
C7 N2 C6 110.6(3)
C7 N2 Ti1 123.7(3)
C6 N2 Ti1 125.6(2)
C16 N3 C15 109.5(3)
C16 N3 Ti1 127.4(3)
C15 N3 Ti1 122.7(3)
C18 N4 C17 110.9(3)
C18 N4 Ti1 123.6(3)
C17 N4 Ti1 125.3(3)
C19 N5 C20 110.7(3)
C19 N5 Ti1 126.2(3)
C20 N5 Ti1 122.9(2)
N1 C1 C2 122.3(4)
N1 C1 C6 114.6(3)
C2 C1 C6 123.0(3)
C3 C2 C1 118.7(4)
C3 C2 H2 120.6
C1 C2 H2 120.6
C2 C3 C4 119.3(4)
C2 C3 H3 120.3
C4 C3 H3 120.3
C5 C4 C3 119.2(4)
C5 C4 H4 120.4
C3 C4 H4 120.4
C4 C5 N1 123.0(4)
C4 C5 H5 118.5
N1 C5 H5 118.5
N2 C6 C1 110.3(3)
N2 C6 H6 124.8
C1 C6 H6 124.8
C12 C7 C8 121.3(4)
C12 C7 N2 119.2(4)
C8 C7 N2 119.5(4)
C9 C8 C7 119.2(4)
C9 C8 C14 120.5(4)
C7 C8 C14 120.3(4)
C10 C9 C8 120.2(4)
C10 C9 H9 119.9
C8 C9 H9 119.9
C11 C10 C9 120.8(4)
C11 C10 H10 119.6
C9 C10 H10 119.6
C10 C11 C12 121.3(4)
C10 C11 H11 119.4
C12 C11 H11 119.4
C7 C12 C11 117.3(4)
C7 C12 C13 121.1(3)
C11 C12 C13 121.6(4)
C12 C13 H13A 109.5
C12 C13 H13B 109.5
H13A C13 H13B 109.5
C12 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C8 C14 H14A 109.5
C8 C14 H14B 109.5
H14A C14 H14B 109.5
C8 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
N3 C15 H15A 109.5
N3 C15 H15B 109.5
H15A C15 H15B 109.5
N3 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
N3 C16 H16A 109.5
N3 C16 H16B 109.5
H16A C16 H16B 109.5
N3 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
N4 C17 H17A 109.5
N4 C17 H17B 109.5
H17A C17 H17B 109.5
N4 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
N4 C18 H18A 109.5
N4 C18 H18B 109.5
H18A C18 H18B 109.5
N4 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
N5 C19 H19A 109.5
N5 C19 H19B 109.5
H19A C19 H19B 109.5
N5 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
N5 C20 H20A 109.5
N5 C20 H20B 109.5
H20A C20 H20B 109.5
N5 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ti1 N5 1.922(3)
Ti1 N4 1.928(3)
Ti1 N3 1.935(4)
Ti1 N2 1.991(3)
Ti1 N1 2.296(4)
N1 C1 1.345(5)
N1 C5 1.366(5)
N2 C7 1.445(5)
N2 C6 1.446(5)
N3 C16 1.467(5)
N3 C15 1.467(5)
N4 C18 1.459(5)
N4 C17 1.467(5)
N5 C19 1.457(5)
N5 C20 1.463(5)
C1 C2 1.394(5)
C1 C6 1.497(5)
C2 C3 1.376(5)
C2 H2 0.9300
C3 C4 1.386(6)
C3 H3 0.9300
C4 C5 1.354(6)
C4 H4 0.9300
C5 H5 0.9300
C6 H6 0.9300
C7 C12 1.401(6)
C7 C8 1.413(6)
C8 C9 1.392(6)
C8 C14 1.512(6)
C9 C10 1.383(6)
C9 H9 0.9300
C10 C11 1.375(6)
C10 H10 0.9300
C11 C12 1.419(5)
C11 H11 0.9300
C12 C13 1.501(6)
C13 H13A 0.9600
C13 H13B 0.9600
C13 H13C 0.9600
C14 H14A 0.9600
C14 H14B 0.9600
C14 H14C 0.9600
C15 H15A 0.9600
C15 H15B 0.9600
C15 H15C 0.9600
C16 H16A 0.9600
C16 H16B 0.9600
C16 H16C 0.9600
C17 H17A 0.9600
C17 H17B 0.9600
C17 H17C 0.9600
C18 H18A 0.9600
C18 H18B 0.9600
C18 H18C 0.9600
C19 H19A 0.9600
C19 H19B 0.9600
C19 H19C 0.9600
C20 H20A 0.9600
C20 H20B 0.9600
C20 H20C 0.9600
|
1501784.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501784.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501784
loop_
_publ_author_name
'Nomura, Kotohiro'
'Fukuda, Hiroya'
'Katao, Shohei'
'Fujiki, Michiya'
'Kim, Hyun Joon'
'Kim, Dong-Hyun'
'Saeed, Irfan'
_publ_section_title
;
Olefin Polymerization by Half-Titanocenes Containing \h2-Pyrazolato
Ligands−MAO Catalyst Systems
;
_journal_issue 7
_journal_name_full Macromolecules
_journal_page_first 1986
_journal_paper_doi 10.1021/ma200018z
_journal_volume 44
_journal_year 2011
_chemical_formula_moiety 'C14 H20 Cl2 N2 Ti '
_chemical_formula_sum 'C14 H20 Cl2 N2 Ti'
_chemical_formula_weight 335.13
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_Int_Tables_number 14
_symmetry_space_group_name_Hall '-P 2ybc'
_symmetry_space_group_name_H-M 'P 1 21/c 1'
_cell_angle_alpha 90.0000
_cell_angle_beta 96.8486(7)
_cell_angle_gamma 90.0000
_cell_formula_units_Z 12
_cell_length_a 12.4924(2)
_cell_length_b 15.1082(3)
_cell_length_c 25.6216(5)
_cell_measurement_reflns_used 31389
_cell_measurement_temperature 123.1
_cell_measurement_theta_max 25.3
_cell_measurement_theta_min 3.1
_cell_volume 4801.26(15)
_computing_cell_refinement PROCESS-AUTO
_computing_data_collection PROCESS-AUTO
_computing_data_reduction CrystalStructure
_computing_publication_material 'CrystalStructure 3.8'
_computing_structure_refinement SHELXL
_computing_structure_solution SIR92
_diffrn_ambient_temperature 123.1
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type 'Rigaku RAXIS-RAPID'
_diffrn_measurement_method \w
_diffrn_radiation_type 'Mo K\a'
_diffrn_radiation_wavelength 0.71075
_diffrn_reflns_av_R_equivalents 0.021
_diffrn_reflns_limit_h_max 15
_diffrn_reflns_limit_h_min -15
_diffrn_reflns_limit_k_max 17
_diffrn_reflns_limit_k_min -18
_diffrn_reflns_limit_l_max 30
_diffrn_reflns_limit_l_min -30
_diffrn_reflns_number 38819
_diffrn_reflns_theta_full 25.32
_diffrn_reflns_theta_max 25.32
_exptl_absorpt_coefficient_mu 0.857
_exptl_absorpt_correction_T_max 0.887
_exptl_absorpt_correction_T_min 0.730
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
Higashi, T. (1995). Program for Absorption Correction.
Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.391
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 2088.00
_exptl_crystal_size_max 0.28
_exptl_crystal_size_mid 0.20
_exptl_crystal_size_min 0.14
_refine_diff_density_max 0.74
_refine_diff_density_min -0.33
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.050
_refine_ls_hydrogen_treatment refall
_refine_ls_number_parameters 515
_refine_ls_number_reflns 8747
_refine_ls_R_factor_gt 0.0256
_refine_ls_shift/su_max 0.0010
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0299P)^2^+2.8479P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_ref 0.0660
_reflns_number_gt 8058
_reflns_number_total 8747
_reflns_threshold_expression F^2^>2.0\s(F^2^)
_cod_data_source_file ma200018z_si_003.cif
_cod_data_source_block '_CpTiCl2(35iPr2N2C3H)'
_cod_original_cell_volume 4801.25(15)
_cod_original_formula_sum 'C14 H20 Cl2 N2 Ti '
_cod_database_code 1501784
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,1/2-Y,1/2+Z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ti(1) Ti 0.25811(2) 0.385210(18) 0.264925(10) 0.01581(6) Uani 1.00 1 d .
Ti(2) Ti 0.06159(2) 0.653472(17) 0.402787(10) 0.01441(6) Uani 1.00 1 d .
Ti(3) Ti 0.42239(2) 0.639018(17) 0.069260(10) 0.01420(6) Uani 1.00 1 d .
Cl(1) Cl 0.38613(4) 0.49436(3) 0.28423(2) 0.03817(11) Uani 1.00 1 d .
Cl(2) Cl 0.21448(3) 0.36460(3) 0.347823(14) 0.02807(10) Uani 1.00 1 d .
Cl(3) Cl 0.09184(3) 0.66374(3) 0.316596(14) 0.02472(8) Uani 1.00 1 d .
Cl(4) Cl -0.07216(3) 0.54765(3) 0.391073(16) 0.02789(10) Uani 1.00 1 d .
Cl(5) Cl 0.44380(3) 0.65193(3) -0.017602(14) 0.02488(8) Uani 1.00 1 d .
Cl(6) Cl 0.30596(3) 0.52027(2) 0.059908(15) 0.02305(8) Uani 1.00 1 d .
N(1) N 0.36986(10) 0.30474(9) 0.24096(5) 0.0195(2) Uani 1.00 1 d .
N(2) N 0.28369(10) 0.25564(8) 0.25347(5) 0.0170(2) Uani 1.00 1 d .
N(3) N 0.03826(9) 0.78509(8) 0.40760(5) 0.0154(2) Uani 1.00 1 d .
N(4) N -0.03879(10) 0.73977(8) 0.43110(5) 0.0165(2) Uani 1.00 1 d .
N(5) N 0.38050(10) 0.76735(8) 0.07499(5) 0.0167(2) Uani 1.00 1 d .
N(6) N 0.31138(10) 0.71386(8) 0.09865(5) 0.0165(2) Uani 1.00 1 d .
C(1) C 0.15518(14) 0.37172(11) 0.18271(6) 0.0268(3) Uani 1.00 1 d .
C(2) C 0.19905(14) 0.45701(12) 0.18573(6) 0.0264(3) Uani 1.00 1 d .
C(3) C 0.15420(14) 0.50282(10) 0.22620(6) 0.0254(3) Uani 1.00 1 d .
C(4) C 0.08319(13) 0.44600(11) 0.24753(6) 0.0254(3) Uani 1.00 1 d .
C(5) C 0.08435(13) 0.36413(11) 0.22127(6) 0.0255(3) Uani 1.00 1 d .
C(6) C 0.43458(12) 0.25224(11) 0.21630(6) 0.0220(3) Uani 1.00 1 d .
C(7) C 0.38960(13) 0.16779(11) 0.21367(6) 0.0233(3) Uani 1.00 1 d .
C(8) C 0.29323(12) 0.17254(10) 0.23667(6) 0.0184(3) Uani 1.00 1 d .
C(9) C 0.53907(13) 0.28658(12) 0.20031(7) 0.0301(3) Uani 1.00 1 d .
C(10) C 0.56914(17) 0.24046(18) 0.15251(8) 0.0531(6) Uani 1.00 1 d .
C(11) C 0.62835(16) 0.27590(19) 0.24563(8) 0.0564(6) Uani 1.00 1 d .
C(12) C 0.20920(13) 0.10372(10) 0.24319(6) 0.0224(3) Uani 1.00 1 d .
C(13) C 0.25655(16) 0.01093(11) 0.24082(7) 0.0330(4) Uani 1.00 1 d .
C(14) C 0.15811(14) 0.11818(11) 0.29380(7) 0.0272(3) Uani 1.00 1 d .
C(15) C 0.17615(14) 0.67017(12) 0.48153(6) 0.0292(3) Uani 1.00 1 d .
C(16) C 0.24043(13) 0.67253(11) 0.44014(7) 0.0284(3) Uani 1.00 1 d .
C(17) C 0.23490(13) 0.58838(12) 0.41571(6) 0.0273(3) Uani 1.00 1 d .
C(18) C 0.16645(14) 0.53579(10) 0.44133(7) 0.0262(3) Uani 1.00 1 d .
C(19) C 0.12944(14) 0.58617(12) 0.48212(6) 0.0280(3) Uani 1.00 1 d .
C(20) C 0.02655(11) 0.87190(9) 0.41561(5) 0.0150(2) Uani 1.00 1 d .
C(21) C -0.06048(12) 0.88280(10) 0.44491(6) 0.0173(3) Uani 1.00 1 d .
C(22) C -0.09904(12) 0.79866(10) 0.45419(5) 0.0173(3) Uani 1.00 1 d .
C(23) C 0.09403(11) 0.94058(9) 0.39238(6) 0.0162(2) Uani 1.00 1 d .
C(24) C 0.19303(13) 0.90021(10) 0.37217(7) 0.0241(3) Uani 1.00 1 d .
C(25) C 0.12576(13) 1.01439(10) 0.43210(6) 0.0225(3) Uani 1.00 1 d .
C(26) C -0.19565(13) 0.77056(11) 0.48014(6) 0.0241(3) Uani 1.00 1 d .
C(27) C -0.17363(15) 0.68547(13) 0.51175(7) 0.0361(4) Uani 1.00 1 d .
C(28) C -0.29308(13) 0.75950(12) 0.43886(7) 0.0323(4) Uani 1.00 1 d .
C(29) C 0.55248(13) 0.67469(12) 0.14017(7) 0.0293(3) Uani 1.00 1 d .
C(30) C 0.60542(13) 0.66604(12) 0.09506(7) 0.0306(3) Uani 1.00 1 d .
C(31) C 0.59650(13) 0.57664(13) 0.07851(7) 0.0322(4) Uani 1.00 1 d .
C(32) C 0.53750(14) 0.53149(11) 0.11279(7) 0.0319(4) Uani 1.00 1 d .
C(33) C 0.50897(14) 0.59186(13) 0.15073(6) 0.0310(3) Uani 1.00 1 d .
C(34) C 0.35502(12) 0.85204(10) 0.08240(6) 0.0175(3) Uani 1.00 1 d .
C(35) C 0.26688(12) 0.85334(10) 0.11144(6) 0.0177(3) Uani 1.00 1 d .
C(36) C 0.24181(11) 0.76533(10) 0.12119(5) 0.0165(3) Uani 1.00 1 d .
C(37) C 0.41180(13) 0.92709(10) 0.05846(6) 0.0215(3) Uani 1.00 1 d .
C(38) C 0.52828(14) 0.90361(12) 0.05298(8) 0.0341(4) Uani 1.00 1 d .
C(39) C 0.40338(16) 1.01228(11) 0.08924(8) 0.0357(4) Uani 1.00 1 d .
C(40) C 0.15439(12) 0.72570(10) 0.14929(6) 0.0225(3) Uani 1.00 1 d .
C(41) C 0.08286(14) 0.66448(12) 0.11312(7) 0.0318(4) Uani 1.00 1 d .
C(42) C 0.08813(15) 0.79697(13) 0.17262(8) 0.0384(4) Uani 1.00 1 d .
H(1) H 0.1707 0.3261 0.1585 0.033 Uiso 1.00 1 c R
H(2) H 0.2505 0.4805 0.1642 0.032 Uiso 1.00 1 c R
H(3) H 0.1698 0.5642 0.2374 0.031 Uiso 1.00 1 c R
H(4) H 0.0396 0.4604 0.2759 0.031 Uiso 1.00 1 c R
H(5) H 0.0440 0.3115 0.2287 0.031 Uiso 1.00 1 c R
H(6) H 0.4187 0.1166 0.1991 0.028 Uiso 1.00 1 c R
H(7) H 0.5303 0.3511 0.1922 0.036 Uiso 1.00 1 c R
H(8) H 0.6356 0.2663 0.1424 0.064 Uiso 1.00 1 c R
H(9) H 0.5110 0.2474 0.1236 0.064 Uiso 1.00 1 c R
H(10) H 0.5805 0.1774 0.1602 0.064 Uiso 1.00 1 c R
H(11) H 0.6964 0.2978 0.2350 0.068 Uiso 1.00 1 c R
H(12) H 0.6360 0.2132 0.2551 0.068 Uiso 1.00 1 c R
H(13) H 0.6103 0.3099 0.2760 0.068 Uiso 1.00 1 c R
H(14) H 0.1510 0.1098 0.2130 0.027 Uiso 1.00 1 c R
H(15) H 0.2026 -0.0328 0.2484 0.040 Uiso 1.00 1 c R
H(16) H 0.3204 0.0058 0.2669 0.040 Uiso 1.00 1 c R
H(17) H 0.2771 0.0002 0.2056 0.040 Uiso 1.00 1 c R
H(18) H 0.1029 0.0729 0.2967 0.033 Uiso 1.00 1 c R
H(19) H 0.1249 0.1770 0.2931 0.033 Uiso 1.00 1 c R
H(20) H 0.2138 0.1139 0.3241 0.033 Uiso 1.00 1 c R
H(21) H 0.1662 0.7182 0.5053 0.035 Uiso 1.00 1 c R
H(22) H 0.2810 0.7227 0.4301 0.034 Uiso 1.00 1 c R
H(23) H 0.2725 0.5706 0.3862 0.033 Uiso 1.00 1 c R
H(24) H 0.1477 0.4752 0.4328 0.031 Uiso 1.00 1 c R
H(25) H 0.0794 0.5655 0.5064 0.034 Uiso 1.00 1 c R
H(26) H -0.0878 0.9373 0.4562 0.021 Uiso 1.00 1 c R
H(27) H 0.0487 0.9677 0.3617 0.019 Uiso 1.00 1 c R
H(28) H 0.2410 0.8759 0.4018 0.029 Uiso 1.00 1 c R
H(29) H 0.2313 0.9460 0.3546 0.029 Uiso 1.00 1 c R
H(30) H 0.1705 0.8528 0.3472 0.029 Uiso 1.00 1 c R
H(31) H 0.1738 0.9905 0.4618 0.027 Uiso 1.00 1 c R
H(32) H 0.0608 1.0385 0.4448 0.027 Uiso 1.00 1 c R
H(33) H 0.1630 1.0615 0.4151 0.027 Uiso 1.00 1 c R
H(34) H -0.2121 0.8185 0.5049 0.029 Uiso 1.00 1 c R
H(35) H -0.1572 0.6375 0.4882 0.043 Uiso 1.00 1 c R
H(36) H -0.2374 0.6697 0.5286 0.043 Uiso 1.00 1 c R
H(37) H -0.1121 0.6945 0.5387 0.043 Uiso 1.00 1 c R
H(38) H -0.2780 0.7136 0.4138 0.039 Uiso 1.00 1 c R
H(39) H -0.3080 0.8156 0.4202 0.039 Uiso 1.00 1 c R
H(40) H -0.3559 0.7422 0.4561 0.039 Uiso 1.00 1 c R
H(41) H 0.5467 0.7282 0.1603 0.035 Uiso 1.00 1 c R
H(42) H 0.6412 0.7124 0.0781 0.038 Uiso 1.00 1 c R
H(43) H 0.6278 0.5500 0.0474 0.039 Uiso 1.00 1 c R
H(44) H 0.5191 0.4696 0.1108 0.038 Uiso 1.00 1 c R
H(45) H 0.4648 0.5777 0.1805 0.037 Uiso 1.00 1 c R
H(46) H 0.2311 0.9043 0.1224 0.021 Uiso 1.00 1 c R
H(47) H 0.3741 0.9371 0.0223 0.026 Uiso 1.00 1 c R
H(48) H 0.5623 0.9527 0.0362 0.041 Uiso 1.00 1 c R
H(49) H 0.5303 0.8502 0.0314 0.041 Uiso 1.00 1 c R
H(50) H 0.5674 0.8928 0.0879 0.041 Uiso 1.00 1 c R
H(51) H 0.4391 1.0603 0.0723 0.043 Uiso 1.00 1 c R
H(52) H 0.4383 1.0043 0.1253 0.043 Uiso 1.00 1 c R
H(53) H 0.3272 1.0272 0.0900 0.043 Uiso 1.00 1 c R
H(54) H 0.1899 0.6892 0.1790 0.027 Uiso 1.00 1 c R
H(55) H 0.0423 0.6993 0.0852 0.038 Uiso 1.00 1 c R
H(56) H 0.0325 0.6337 0.1334 0.038 Uiso 1.00 1 c R
H(57) H 0.1278 0.6210 0.0975 0.038 Uiso 1.00 1 c R
H(58) H 0.0345 0.7690 0.1923 0.046 Uiso 1.00 1 c R
H(59) H 0.0514 0.8333 0.1443 0.046 Uiso 1.00 1 c R
H(60) H 0.1359 0.8345 0.1964 0.046 Uiso 1.00 1 c R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Ti(1) 0.01653(14) 0.01665(14) 0.01387(13) -0.00134(10) 0.00028(10) -0.00015(10)
Ti(2) 0.01642(14) 0.01236(13) 0.01417(13) -0.00035(10) 0.00069(10) 0.00025(10)
Ti(3) 0.01282(13) 0.01467(13) 0.01494(13) 0.00141(10) 0.00090(10) -0.00159(10)
Cl(1) 0.0319(2) 0.0302(2) 0.0504(2) -0.01337(18) -0.0033(2) -0.0075(2)
Cl(2) 0.0363(2) 0.0345(2) 0.01350(18) 0.00566(18) 0.00331(16) 0.00010(15)
Cl(3) 0.0347(2) 0.02410(19) 0.01583(18) 0.00475(16) 0.00493(15) -0.00109(15)
Cl(4) 0.0287(2) 0.02146(19) 0.0319(2) -0.00992(16) -0.00321(17) 0.00029(16)
Cl(5) 0.0298(2) 0.0282(2) 0.01751(18) 0.00343(16) 0.00649(15) 0.00038(15)
Cl(6) 0.02330(19) 0.01854(18) 0.0273(2) -0.00466(15) 0.00277(15) -0.00366(15)
N(1) 0.0158(6) 0.0229(6) 0.0202(6) -0.0009(5) 0.0037(5) 0.0043(5)
N(2) 0.0147(6) 0.0199(6) 0.0170(5) 0.0002(5) 0.0040(4) 0.0022(5)
N(3) 0.0144(5) 0.0158(6) 0.0165(5) -0.0006(4) 0.0034(4) 0.0014(4)
N(4) 0.0155(6) 0.0174(6) 0.0173(6) -0.0024(4) 0.0042(4) 0.0012(5)
N(5) 0.0143(5) 0.0168(6) 0.0197(6) -0.0011(4) 0.0044(4) -0.0003(5)
N(6) 0.0146(6) 0.0157(6) 0.0196(6) -0.0011(4) 0.0036(4) 0.0007(5)
C(1) 0.0333(9) 0.0287(8) 0.0159(7) 0.0086(7) -0.0075(6) -0.0032(6)
C(2) 0.0296(8) 0.0332(9) 0.0164(7) 0.0033(7) 0.0028(6) 0.0094(6)
C(3) 0.0324(9) 0.0186(7) 0.0241(8) 0.0058(6) -0.0008(6) 0.0035(6)
C(4) 0.0222(8) 0.0330(9) 0.0208(7) 0.0099(6) 0.0017(6) 0.0039(6)
C(5) 0.0205(8) 0.0277(8) 0.0258(8) -0.0025(6) -0.0080(6) 0.0057(6)
C(6) 0.0191(7) 0.0302(8) 0.0172(7) 0.0036(6) 0.0044(6) 0.0038(6)
C(7) 0.0231(8) 0.0282(8) 0.0191(7) 0.0063(6) 0.0049(6) -0.0009(6)
C(8) 0.0195(7) 0.0207(7) 0.0143(6) 0.0030(6) -0.0009(5) 0.0000(5)
C(9) 0.0219(8) 0.0358(9) 0.0344(9) 0.0001(7) 0.0106(7) 0.0064(7)
C(10) 0.0364(11) 0.0849(17) 0.0417(11) -0.0144(11) 0.0197(9) -0.0099(11)
C(11) 0.0283(10) 0.101(2) 0.0391(11) -0.0241(11) 0.0019(8) 0.0045(12)
C(12) 0.0224(8) 0.0228(8) 0.0210(7) -0.0030(6) -0.0021(6) -0.0005(6)
C(13) 0.0430(10) 0.0209(8) 0.0360(9) -0.0043(7) 0.0080(8) -0.0083(7)
C(14) 0.0279(8) 0.0208(8) 0.0344(9) -0.0045(6) 0.0104(7) 0.0021(7)
C(15) 0.0321(9) 0.0298(8) 0.0221(8) 0.0092(7) -0.0114(7) -0.0055(7)
C(16) 0.0190(8) 0.0260(8) 0.0370(9) -0.0029(6) -0.0098(6) 0.0093(7)
C(17) 0.0206(8) 0.0331(9) 0.0274(8) 0.0106(7) -0.0007(6) 0.0032(7)
C(18) 0.0294(8) 0.0173(7) 0.0297(8) 0.0050(6) -0.0053(7) 0.0041(6)
C(19) 0.0272(8) 0.0367(9) 0.0195(7) 0.0043(7) -0.0004(6) 0.0100(7)
C(20) 0.0150(6) 0.0155(6) 0.0137(6) 0.0006(5) -0.0018(5) -0.0000(5)
C(21) 0.0186(7) 0.0180(7) 0.0155(7) 0.0017(5) 0.0027(5) -0.0018(5)
C(22) 0.0165(7) 0.0217(7) 0.0139(6) 0.0011(6) 0.0025(5) -0.0005(5)
C(23) 0.0173(7) 0.0152(6) 0.0158(6) -0.0002(5) 0.0007(5) 0.0011(5)
C(24) 0.0220(8) 0.0190(7) 0.0333(8) -0.0018(6) 0.0113(6) 0.0018(6)
C(25) 0.0255(8) 0.0195(7) 0.0219(7) -0.0038(6) -0.0001(6) -0.0016(6)
C(26) 0.0238(8) 0.0246(8) 0.0265(8) -0.0013(6) 0.0133(6) -0.0018(6)
C(27) 0.0306(9) 0.0474(11) 0.0322(9) -0.0021(8) 0.0117(7) 0.0159(8)
C(28) 0.0181(8) 0.0330(9) 0.0465(10) -0.0019(7) 0.0070(7) 0.0092(8)
C(29) 0.0231(8) 0.0331(9) 0.0283(8) 0.0059(7) -0.0113(6) -0.0108(7)
C(30) 0.0132(7) 0.0399(10) 0.0366(9) -0.0018(7) -0.0055(6) 0.0017(8)
C(31) 0.0185(8) 0.0437(10) 0.0323(9) 0.0156(7) -0.0052(6) -0.0115(8)
C(32) 0.0284(9) 0.0248(8) 0.0382(9) 0.0082(7) -0.0139(7) 0.0008(7)
C(33) 0.0266(8) 0.0426(10) 0.0214(8) 0.0053(7) -0.0070(6) 0.0043(7)
C(34) 0.0181(7) 0.0166(7) 0.0172(7) 0.0003(5) -0.0004(5) -0.0011(5)
C(35) 0.0182(7) 0.0165(7) 0.0185(7) 0.0018(5) 0.0022(5) -0.0029(5)
C(36) 0.0150(7) 0.0195(7) 0.0148(6) 0.0019(5) 0.0007(5) -0.0021(5)
C(37) 0.0236(8) 0.0185(7) 0.0222(7) -0.0020(6) 0.0019(6) 0.0020(6)
C(38) 0.0252(9) 0.0288(9) 0.0504(11) -0.0029(7) 0.0133(8) 0.0106(8)
C(39) 0.0464(11) 0.0192(8) 0.0436(10) -0.0068(7) 0.0139(8) -0.0032(7)
C(40) 0.0210(7) 0.0227(8) 0.0252(8) -0.0029(6) 0.0087(6) -0.0010(6)
C(41) 0.0247(8) 0.0326(9) 0.0399(10) -0.0092(7) 0.0111(7) -0.0081(8)
C(42) 0.0306(9) 0.0374(10) 0.0526(11) -0.0082(8) 0.0274(8) -0.0164(9)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.006 0.003
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.148 0.159
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Ti Ti 0.278 0.446
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
Cl(1) Ti(1) Cl(2) 97.735(19) yes
Cl(1) Ti(1) N(1) 90.51(4) yes
Cl(1) Ti(1) N(2) 127.48(3) yes
Cl(1) Ti(1) C(1) 123.14(4) yes
Cl(1) Ti(1) C(2) 89.62(4) yes
Cl(1) Ti(1) C(3) 83.34(4) yes
Cl(1) Ti(1) C(4) 111.35(4) yes
Cl(1) Ti(1) C(5) 141.09(4) yes
Cl(2) Ti(1) N(1) 117.16(4) yes
Cl(2) Ti(1) N(2) 93.61(4) yes
Cl(2) Ti(1) C(1) 131.33(4) yes
Cl(2) Ti(1) C(2) 141.84(4) yes
Cl(2) Ti(1) C(3) 108.41(4) yes
Cl(2) Ti(1) C(4) 84.85(4) yes
Cl(2) Ti(1) C(5) 96.64(4) yes
N(1) Ti(1) N(2) 40.12(5) yes
N(1) Ti(1) C(1) 89.97(5) yes
N(1) Ti(1) C(2) 100.06(5) yes
N(1) Ti(1) C(3) 134.43(5) yes
N(1) Ti(1) C(4) 147.25(5) yes
N(1) Ti(1) C(5) 114.29(5) yes
N(2) Ti(1) C(1) 82.17(5) yes
N(2) Ti(1) C(2) 111.33(5) yes
N(2) Ti(1) C(3) 139.83(5) yes
N(2) Ti(1) C(4) 120.69(5) yes
N(2) Ti(1) C(5) 87.26(5) yes
C(1) Ti(1) C(2) 34.76(5) yes
C(1) Ti(1) C(3) 57.97(5) yes
C(1) Ti(1) C(4) 57.87(5) yes
C(1) Ti(1) C(5) 34.97(5) yes
C(2) Ti(1) C(3) 35.16(5) yes
C(2) Ti(1) C(4) 57.84(5) yes
C(2) Ti(1) C(5) 58.05(5) yes
C(3) Ti(1) C(4) 34.36(5) yes
C(3) Ti(1) C(5) 57.81(5) yes
C(4) Ti(1) C(5) 34.84(5) yes
Cl(3) Ti(2) Cl(4) 96.995(17) yes
Cl(3) Ti(2) N(3) 91.94(3) yes
Cl(3) Ti(2) N(4) 119.17(3) yes
Cl(3) Ti(2) C(15) 131.98(4) yes
Cl(3) Ti(2) C(16) 97.28(4) yes
Cl(3) Ti(2) C(17) 84.81(4) yes
Cl(3) Ti(2) C(18) 107.95(4) yes
Cl(3) Ti(2) C(19) 141.54(4) yes
Cl(4) Ti(2) N(3) 125.74(3) yes
Cl(4) Ti(2) N(4) 91.33(3) yes
Cl(4) Ti(2) C(15) 123.04(4) yes
Cl(4) Ti(2) C(16) 141.24(4) yes
Cl(4) Ti(2) C(17) 111.52(4) yes
Cl(4) Ti(2) C(18) 83.64(4) yes
Cl(4) Ti(2) C(19) 89.63(4) yes
N(3) Ti(2) N(4) 40.07(5) yes
N(3) Ti(2) C(15) 85.36(5) yes
N(3) Ti(2) C(16) 89.52(5) yes
N(3) Ti(2) C(17) 122.57(5) yes
N(3) Ti(2) C(18) 142.80(5) yes
N(3) Ti(2) C(19) 114.56(5) yes
N(4) Ti(2) C(15) 87.86(5) yes
N(4) Ti(2) C(16) 112.33(5) yes
N(4) Ti(2) C(17) 145.27(5) yes
N(4) Ti(2) C(18) 132.87(5) yes
N(4) Ti(2) C(19) 98.38(5) yes
C(15) Ti(2) C(16) 34.90(6) yes
C(15) Ti(2) C(17) 57.96(5) yes
C(15) Ti(2) C(18) 57.87(5) yes
C(15) Ti(2) C(19) 34.73(6) yes
C(16) Ti(2) C(17) 35.00(5) yes
C(16) Ti(2) C(18) 57.68(5) yes
C(16) Ti(2) C(19) 57.93(6) yes
C(17) Ti(2) C(18) 34.21(6) yes
C(17) Ti(2) C(19) 57.78(5) yes
C(18) Ti(2) C(19) 35.07(6) yes
Cl(5) Ti(3) Cl(6) 96.380(17) yes
Cl(5) Ti(3) N(5) 92.89(3) yes
Cl(5) Ti(3) N(6) 119.02(3) yes
Cl(5) Ti(3) C(29) 125.70(4) yes
Cl(5) Ti(3) C(30) 92.09(4) yes
Cl(5) Ti(3) C(31) 85.30(4) yes
Cl(5) Ti(3) C(32) 112.60(4) yes
Cl(5) Ti(3) C(33) 143.06(4) yes
Cl(6) Ti(3) N(5) 126.14(3) yes
Cl(6) Ti(3) N(6) 91.25(3) yes
Cl(6) Ti(3) C(29) 128.94(4) yes
Cl(6) Ti(3) C(30) 138.50(4) yes
Cl(6) Ti(3) C(31) 105.23(4) yes
Cl(6) Ti(3) C(32) 81.64(4) yes
Cl(6) Ti(3) C(33) 94.27(4) yes
N(5) Ti(3) N(6) 39.98(5) yes
N(5) Ti(3) C(29) 83.39(5) yes
N(5) Ti(3) C(30) 93.73(5) yes
N(5) Ti(3) C(31) 128.40(5) yes
N(5) Ti(3) C(32) 140.87(5) yes
N(5) Ti(3) C(33) 108.86(5) yes
N(6) Ti(3) C(29) 91.48(5) yes
N(6) Ti(3) C(30) 119.48(5) yes
N(6) Ti(3) C(31) 149.26(5) yes
N(6) Ti(3) C(32) 128.37(5) yes
N(6) Ti(3) C(33) 95.93(5) yes
C(29) Ti(3) C(30) 34.85(6) yes
C(29) Ti(3) C(31) 57.95(6) yes
C(29) Ti(3) C(32) 57.76(5) yes
C(29) Ti(3) C(33) 34.78(6) yes
C(30) Ti(3) C(31) 35.10(6) yes
C(30) Ti(3) C(32) 57.76(6) yes
C(30) Ti(3) C(33) 57.98(6) yes
C(31) Ti(3) C(32) 34.30(6) yes
C(31) Ti(3) C(33) 57.76(6) yes
C(32) Ti(3) C(33) 34.87(6) yes
Ti(1) N(1) N(2) 70.28(7) yes
Ti(1) N(1) C(6) 169.66(10) yes
N(2) N(1) C(6) 108.83(12) yes
Ti(1) N(2) N(1) 69.61(7) yes
Ti(1) N(2) C(8) 169.40(10) yes
N(1) N(2) C(8) 109.20(12) yes
Ti(2) N(3) N(4) 69.51(7) yes
Ti(2) N(3) C(20) 174.56(10) yes
N(4) N(3) C(20) 108.99(11) yes
Ti(2) N(4) N(3) 70.43(7) yes
Ti(2) N(4) C(22) 174.47(10) yes
N(3) N(4) C(22) 108.66(11) yes
Ti(3) N(5) N(6) 69.47(7) yes
Ti(3) N(5) C(34) 175.99(10) yes
N(6) N(5) C(34) 109.09(12) yes
Ti(3) N(6) N(5) 70.55(7) yes
Ti(3) N(6) C(36) 176.12(10) yes
N(5) N(6) C(36) 108.72(11) yes
Ti(1) C(1) C(2) 72.58(8) yes
Ti(1) C(1) C(5) 72.51(8) yes
C(2) C(1) C(5) 108.13(14) yes
Ti(1) C(2) C(1) 72.66(9) yes
Ti(1) C(2) C(3) 72.74(8) yes
C(1) C(2) C(3) 107.70(15) yes
Ti(1) C(3) C(2) 72.11(9) yes
Ti(1) C(3) C(4) 73.36(9) yes
C(2) C(3) C(4) 108.19(14) yes
Ti(1) C(4) C(3) 72.27(9) yes
Ti(1) C(4) C(5) 71.76(9) yes
C(3) C(4) C(5) 108.09(14) yes
Ti(1) C(5) C(1) 72.52(9) yes
Ti(1) C(5) C(4) 73.40(8) yes
C(1) C(5) C(4) 107.87(14) yes
N(1) C(6) C(7) 107.57(13) yes
N(1) C(6) C(9) 120.96(14) yes
C(7) C(6) C(9) 131.32(15) yes
C(6) C(7) C(8) 107.11(14) yes
N(2) C(8) C(7) 107.27(13) yes
N(2) C(8) C(12) 121.62(13) yes
C(7) C(8) C(12) 131.11(14) yes
C(6) C(9) C(10) 111.89(15) yes
C(6) C(9) C(11) 109.66(15) yes
C(10) C(9) C(11) 110.07(15) yes
C(8) C(12) C(13) 110.64(13) yes
C(8) C(12) C(14) 111.34(12) yes
C(13) C(12) C(14) 111.62(13) yes
Ti(2) C(15) C(16) 72.44(8) yes
Ti(2) C(15) C(19) 72.47(8) yes
C(16) C(15) C(19) 107.95(14) yes
Ti(2) C(16) C(15) 72.66(9) yes
Ti(2) C(16) C(17) 73.43(9) yes
C(15) C(16) C(17) 107.99(14) yes
Ti(2) C(17) C(16) 71.58(9) yes
Ti(2) C(17) C(18) 72.48(9) yes
C(16) C(17) C(18) 107.78(14) yes
Ti(2) C(18) C(17) 73.31(9) yes
Ti(2) C(18) C(19) 71.88(9) yes
C(17) C(18) C(19) 108.39(14) yes
Ti(2) C(19) C(15) 72.81(9) yes
Ti(2) C(19) C(18) 73.05(9) yes
C(15) C(19) C(18) 107.88(15) yes
N(3) C(20) C(21) 107.64(12) yes
N(3) C(20) C(23) 122.61(12) yes
C(21) C(20) C(23) 129.62(12) yes
C(20) C(21) C(22) 106.90(13) yes
N(4) C(22) C(21) 107.81(13) yes
N(4) C(22) C(26) 121.78(13) yes
C(21) C(22) C(26) 130.19(14) yes
C(20) C(23) C(24) 111.98(11) yes
C(20) C(23) C(25) 110.65(12) yes
C(24) C(23) C(25) 111.19(11) yes
C(22) C(26) C(27) 111.60(13) yes
C(22) C(26) C(28) 109.89(12) yes
C(27) C(26) C(28) 110.76(13) yes
Ti(3) C(29) C(30) 72.10(9) yes
Ti(3) C(29) C(33) 72.34(9) yes
C(30) C(29) C(33) 107.87(15) yes
Ti(3) C(30) C(29) 73.05(9) yes
Ti(3) C(30) C(31) 73.11(9) yes
C(29) C(30) C(31) 107.89(15) yes
Ti(3) C(31) C(30) 71.78(9) yes
Ti(3) C(31) C(32) 72.98(9) yes
C(30) C(31) C(32) 107.90(15) yes
Ti(3) C(32) C(31) 72.71(9) yes
Ti(3) C(32) C(33) 71.97(9) yes
C(31) C(32) C(33) 108.35(15) yes
Ti(3) C(33) C(29) 72.87(9) yes
Ti(3) C(33) C(32) 73.16(9) yes
C(29) C(33) C(32) 107.97(15) yes
N(5) C(34) C(35) 107.72(13) yes
N(5) C(34) C(37) 122.06(14) yes
C(35) C(34) C(37) 130.09(13) yes
C(34) C(35) C(36) 106.81(13) yes
N(6) C(36) C(35) 107.66(12) yes
N(6) C(36) C(40) 121.24(13) yes
C(35) C(36) C(40) 131.08(13) yes
C(34) C(37) C(38) 111.37(13) yes
C(34) C(37) C(39) 111.17(14) yes
C(38) C(37) C(39) 111.82(13) yes
C(36) C(40) C(41) 110.98(13) yes
C(36) C(40) C(42) 111.50(13) yes
C(41) C(40) C(42) 111.20(13) yes
Ti(1) C(1) H(1) 120.7 no
C(2) C(1) H(1) 126.0 no
C(5) C(1) H(1) 125.9 no
Ti(1) C(2) H(2) 120.3 no
C(1) C(2) H(2) 126.2 no
C(3) C(2) H(2) 126.1 no
Ti(1) C(3) H(3) 120.7 no
C(2) C(3) H(3) 126.3 no
C(4) C(3) H(3) 125.5 no
Ti(1) C(4) H(4) 121.9 no
C(3) C(4) H(4) 126.1 no
C(5) C(4) H(4) 125.8 no
Ti(1) C(5) H(5) 119.4 no
C(1) C(5) H(5) 126.0 no
C(4) C(5) H(5) 126.1 no
C(6) C(7) H(6) 126.4 no
C(8) C(7) H(6) 126.4 no
C(6) C(9) H(7) 108.4 no
C(10) C(9) H(7) 108.4 no
C(11) C(9) H(7) 108.4 no
C(9) C(10) H(8) 109.5 no
C(9) C(10) H(9) 109.5 no
C(9) C(10) H(10) 109.5 no
H(8) C(10) H(9) 109.5 no
H(8) C(10) H(10) 109.5 no
H(9) C(10) H(10) 109.5 no
C(9) C(11) H(11) 109.5 no
C(9) C(11) H(12) 109.5 no
C(9) C(11) H(13) 109.5 no
H(11) C(11) H(12) 109.5 no
H(11) C(11) H(13) 109.5 no
H(12) C(11) H(13) 109.5 no
C(8) C(12) H(14) 107.7 no
C(13) C(12) H(14) 107.7 no
C(14) C(12) H(14) 107.7 no
C(12) C(13) H(15) 109.5 no
C(12) C(13) H(16) 109.5 no
C(12) C(13) H(17) 109.5 no
H(15) C(13) H(16) 109.5 no
H(15) C(13) H(17) 109.5 no
H(16) C(13) H(17) 109.5 no
C(12) C(14) H(18) 109.5 no
C(12) C(14) H(19) 109.5 no
C(12) C(14) H(20) 109.5 no
H(18) C(14) H(19) 109.5 no
H(18) C(14) H(20) 109.5 no
H(19) C(14) H(20) 109.5 no
Ti(2) C(15) H(21) 120.8 no
C(16) C(15) H(21) 125.9 no
C(19) C(15) H(21) 126.2 no
Ti(2) C(16) H(22) 119.7 no
C(15) C(16) H(22) 125.9 no
C(17) C(16) H(22) 126.1 no
Ti(2) C(17) H(23) 121.6 no
C(16) C(17) H(23) 126.1 no
C(18) C(17) H(23) 126.2 no
Ti(2) C(18) H(24) 120.9 no
C(17) C(18) H(24) 125.7 no
C(19) C(18) H(24) 125.9 no
Ti(2) C(19) H(25) 119.7 no
C(15) C(19) H(25) 126.3 no
C(18) C(19) H(25) 125.8 no
C(20) C(21) H(26) 126.6 no
C(22) C(21) H(26) 126.5 no
C(20) C(23) H(27) 107.6 no
C(24) C(23) H(27) 107.6 no
C(25) C(23) H(27) 107.6 no
C(23) C(24) H(28) 109.5 no
C(23) C(24) H(29) 109.5 no
C(23) C(24) H(30) 109.5 no
H(28) C(24) H(29) 109.5 no
H(28) C(24) H(30) 109.5 no
H(29) C(24) H(30) 109.5 no
C(23) C(25) H(31) 109.5 no
C(23) C(25) H(32) 109.5 no
C(23) C(25) H(33) 109.5 no
H(31) C(25) H(32) 109.5 no
H(31) C(25) H(33) 109.5 no
H(32) C(25) H(33) 109.5 no
C(22) C(26) H(34) 108.2 no
C(27) C(26) H(34) 108.2 no
C(28) C(26) H(34) 108.2 no
C(26) C(27) H(35) 109.5 no
C(26) C(27) H(36) 109.5 no
C(26) C(27) H(37) 109.5 no
H(35) C(27) H(36) 109.5 no
H(35) C(27) H(37) 109.5 no
H(36) C(27) H(37) 109.5 no
C(26) C(28) H(38) 109.5 no
C(26) C(28) H(39) 109.5 no
C(26) C(28) H(40) 109.5 no
H(38) C(28) H(39) 109.5 no
H(38) C(28) H(40) 109.5 no
H(39) C(28) H(40) 109.5 no
Ti(3) C(29) H(41) 121.0 no
C(30) C(29) H(41) 126.2 no
C(33) C(29) H(41) 126.0 no
Ti(3) C(30) H(42) 119.4 no
C(29) C(30) H(42) 126.5 no
C(31) C(30) H(42) 125.6 no
Ti(3) C(31) H(43) 121.3 no
C(30) C(31) H(43) 126.3 no
C(32) C(31) H(43) 125.8 no
Ti(3) C(32) H(44) 121.0 no
C(31) C(32) H(44) 125.7 no
C(33) C(32) H(44) 126.0 no
Ti(3) C(33) H(45) 119.9 no
C(29) C(33) H(45) 126.2 no
C(32) C(33) H(45) 125.8 no
C(34) C(35) H(46) 126.6 no
C(36) C(35) H(46) 126.6 no
C(34) C(37) H(47) 107.4 no
C(38) C(37) H(47) 107.4 no
C(39) C(37) H(47) 107.4 no
C(37) C(38) H(48) 109.5 no
C(37) C(38) H(49) 109.5 no
C(37) C(38) H(50) 109.5 no
H(48) C(38) H(49) 109.5 no
H(48) C(38) H(50) 109.5 no
H(49) C(38) H(50) 109.5 no
C(37) C(39) H(51) 109.5 no
C(37) C(39) H(52) 109.5 no
C(37) C(39) H(53) 109.5 no
H(51) C(39) H(52) 109.5 no
H(51) C(39) H(53) 109.5 no
H(52) C(39) H(53) 109.5 no
C(36) C(40) H(54) 107.7 no
C(41) C(40) H(54) 107.7 no
C(42) C(40) H(54) 107.7 no
C(40) C(41) H(55) 109.5 no
C(40) C(41) H(56) 109.5 no
C(40) C(41) H(57) 109.5 no
H(55) C(41) H(56) 109.5 no
H(55) C(41) H(57) 109.5 no
H(56) C(41) H(57) 109.5 no
C(40) C(42) H(58) 109.5 no
C(40) C(42) H(59) 109.5 no
C(40) C(42) H(60) 109.5 no
H(58) C(42) H(59) 109.5 no
H(58) C(42) H(60) 109.5 no
H(59) C(42) H(60) 109.5 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Ti(1) Cl(1) 2.3093(5) yes
Ti(1) Cl(2) 2.2763(4) yes
Ti(1) N(1) 2.0021(13) yes
Ti(1) N(2) 2.0106(12) yes
Ti(1) C(1) 2.3423(15) yes
Ti(1) C(2) 2.3412(15) yes
Ti(1) C(3) 2.3494(15) yes
Ti(1) C(4) 2.3632(16) yes
Ti(1) C(5) 2.3421(15) yes
Ti(2) Cl(3) 2.2897(4) yes
Ti(2) Cl(4) 2.3062(4) yes
Ti(2) N(3) 2.0157(12) yes
Ti(2) N(4) 2.0039(13) yes
Ti(2) C(15) 2.3438(15) yes
Ti(2) C(16) 2.3410(15) yes
Ti(2) C(17) 2.3650(16) yes
Ti(2) C(18) 2.3545(15) yes
Ti(2) C(19) 2.3395(15) yes
Ti(3) Cl(5) 2.2814(4) yes
Ti(3) Cl(6) 2.3040(4) yes
Ti(3) N(5) 2.0181(12) yes
Ti(3) N(6) 2.0044(13) yes
Ti(3) C(29) 2.3512(16) yes
Ti(3) C(30) 2.3390(16) yes
Ti(3) C(31) 2.3563(16) yes
Ti(3) C(32) 2.3598(16) yes
Ti(3) C(33) 2.3444(15) yes
N(1) N(2) 1.3763(18) yes
N(1) C(6) 1.343(2) yes
N(2) C(8) 1.3372(19) yes
N(3) N(4) 1.3770(17) yes
N(3) C(20) 1.3382(18) yes
N(4) C(22) 1.3470(19) yes
N(5) N(6) 1.3751(18) yes
N(5) C(34) 1.3375(19) yes
N(6) C(36) 1.3466(19) yes
C(1) C(2) 1.399(2) yes
C(1) C(5) 1.407(2) yes
C(2) C(3) 1.417(2) yes
C(3) C(4) 1.392(2) yes
C(4) C(5) 1.409(2) yes
C(6) C(7) 1.393(2) yes
C(6) C(9) 1.506(2) yes
C(7) C(8) 1.404(2) yes
C(8) C(12) 1.501(2) yes
C(9) C(10) 1.495(2) yes
C(9) C(11) 1.520(2) yes
C(12) C(13) 1.526(2) yes
C(12) C(14) 1.528(2) yes
C(15) C(16) 1.405(2) yes
C(15) C(19) 1.398(2) yes
C(16) C(17) 1.415(2) yes
C(17) C(18) 1.388(2) yes
C(18) C(19) 1.414(2) yes
C(20) C(21) 1.403(2) yes
C(20) C(23) 1.504(2) yes
C(21) C(22) 1.390(2) yes
C(22) C(26) 1.507(2) yes
C(23) C(24) 1.524(2) yes
C(23) C(25) 1.530(2) yes
C(26) C(27) 1.527(2) yes
C(26) C(28) 1.523(2) yes
C(29) C(30) 1.404(2) yes
C(29) C(33) 1.403(2) yes
C(30) C(31) 1.416(2) yes
C(31) C(32) 1.391(2) yes
C(32) C(33) 1.409(2) yes
C(34) C(35) 1.401(2) yes
C(34) C(37) 1.506(2) yes
C(35) C(36) 1.395(2) yes
C(36) C(40) 1.502(2) yes
C(37) C(38) 1.520(2) yes
C(37) C(39) 1.520(2) yes
C(40) C(41) 1.522(2) yes
C(40) C(42) 1.523(2) yes
C(1) H(1) 0.964 no
C(2) H(2) 0.963 no
C(3) H(3) 0.983 no
C(4) H(4) 0.983 no
C(5) H(5) 0.973 no
C(7) H(6) 0.950 no
C(9) H(7) 1.000 no
C(10) H(8) 0.980 no
C(10) H(9) 0.980 no
C(10) H(10) 0.980 no
C(11) H(11) 0.980 no
C(11) H(12) 0.980 no
C(11) H(13) 0.980 no
C(12) H(14) 1.000 no
C(13) H(15) 0.980 no
C(13) H(16) 0.980 no
C(13) H(17) 0.980 no
C(14) H(18) 0.980 no
C(14) H(19) 0.980 no
C(14) H(20) 0.980 no
C(15) H(21) 0.964 no
C(16) H(22) 0.963 no
C(17) H(23) 0.973 no
C(18) H(24) 0.964 no
C(19) H(25) 0.984 no
C(21) H(26) 0.950 no
C(23) H(27) 1.000 no
C(24) H(28) 0.980 no
C(24) H(29) 0.980 no
C(24) H(30) 0.980 no
C(25) H(31) 0.980 no
C(25) H(32) 0.980 no
C(25) H(33) 0.980 no
C(26) H(34) 1.000 no
C(27) H(35) 0.980 no
C(27) H(36) 0.980 no
C(27) H(37) 0.980 no
C(28) H(38) 0.980 no
C(28) H(39) 0.980 no
C(28) H(40) 0.980 no
C(29) H(41) 0.967 no
C(30) H(42) 0.962 no
C(31) H(43) 1.011 no
C(32) H(44) 0.963 no
C(33) H(45) 1.016 no
C(35) H(46) 0.950 no
C(37) H(47) 1.000 no
C(38) H(48) 0.980 no
C(38) H(49) 0.980 no
C(38) H(50) 0.980 no
C(39) H(51) 0.980 no
C(39) H(52) 0.980 no
C(39) H(53) 0.980 no
C(40) H(54) 1.000 no
C(41) H(55) 0.980 no
C(41) H(56) 0.980 no
C(41) H(57) 0.980 no
C(42) H(58) 0.980 no
C(42) H(59) 0.980 no
C(42) H(60) 0.980 no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
Cl(3) C(3) 3.5089(16) .
N(2) C(29) 3.432(2) 2_645
N(3) C(1) 3.4019(19) 2_555
N(5) C(15) 3.4182(19) 4_564
C(1) N(3) 3.4019(19) 2_545
C(1) C(20) 3.1837(19) 2_545
C(1) C(21) 3.346(2) 2_545
C(3) Cl(3) 3.5089(16) .
C(8) C(29) 3.496(2) 2_645
C(15) N(5) 3.4182(19) 4_565
C(15) C(34) 3.226(2) 4_565
C(15) C(35) 3.404(2) 4_565
C(18) C(27) 3.550(2) 3_566
C(20) C(1) 3.1837(19) 2_555
C(21) C(1) 3.346(2) 2_555
C(25) C(41) 3.543(2) 2_555
C(27) C(18) 3.550(2) 3_566
C(29) N(2) 3.432(2) 2_655
C(29) C(8) 3.496(2) 2_655
C(34) C(15) 3.226(2) 4_564
C(35) C(15) 3.404(2) 4_564
C(41) C(25) 3.543(2) 2_545
Cl(1) H(6) 3.048 2_655
Cl(1) H(10) 3.115 2_655
Cl(1) H(12) 3.458 2_655
Cl(1) H(23) 3.325 .
Cl(1) H(45) 3.200 .
Cl(1) H(52) 2.999 2_645
Cl(2) H(23) 3.318 .
Cl(2) H(24) 2.943 .
Cl(2) H(36) 3.188 3_566
Cl(2) H(37) 3.430 3_566
Cl(2) H(42) 3.366 2_645
Cl(2) H(50) 3.042 2_645
Cl(2) H(58) 3.472 2_545
Cl(2) H(59) 3.384 2_545
Cl(3) H(3) 2.794 .
Cl(3) H(4) 3.285 .
Cl(3) H(5) 2.956 2_555
Cl(3) H(14) 3.145 2_555
Cl(3) H(58) 3.556 .
Cl(4) H(14) 2.888 2_555
Cl(4) H(17) 3.419 2_555
Cl(4) H(25) 3.145 3_566
Cl(4) H(46) 2.930 2_545
Cl(4) H(53) 3.294 2_545
Cl(4) H(59) 3.381 2_545
Cl(5) H(8) 3.462 3_665
Cl(5) H(9) 3.220 3_665
Cl(5) H(22) 2.978 4_564
Cl(5) H(28) 3.101 4_564
Cl(5) H(40) 3.111 4_664
Cl(5) H(43) 3.244 3_665
Cl(5) H(44) 3.090 3_665
Cl(6) H(2) 2.902 .
Cl(6) H(26) 2.983 2_545
Cl(6) H(31) 2.843 4_564
Cl(6) H(34) 3.599 2_545
Cl(6) H(39) 3.133 2_545
Cl(6) H(43) 3.150 3_665
N(1) H(41) 2.862 2_645
N(2) H(41) 2.902 2_645
N(3) H(1) 3.001 2_555
N(3) H(5) 3.543 2_555
N(4) H(1) 2.963 2_555
N(5) H(21) 3.044 4_564
N(6) H(13) 3.554 2_655
N(6) H(21) 3.005 4_564
C(1) H(27) 3.032 2_545
C(1) H(39) 3.538 2_545
C(2) H(27) 3.192 2_545
C(2) H(54) 3.513 .
C(2) H(56) 3.548 .
C(2) H(57) 3.400 .
C(3) H(18) 3.367 2_555
C(3) H(27) 3.228 2_545
C(3) H(54) 3.117 .
C(3) H(56) 3.319 .
C(4) H(15) 3.599 2_555
C(4) H(18) 3.121 2_555
C(4) H(27) 3.091 2_545
C(4) H(58) 3.498 2_545
C(5) H(27) 2.981 2_545
C(5) H(30) 3.451 2_545
C(5) H(58) 3.157 2_545
C(6) H(41) 3.162 2_645
C(7) H(38) 3.463 2_545
C(7) H(41) 3.358 2_645
C(7) H(45) 3.368 2_645
C(7) H(52) 3.455 1_545
C(8) H(41) 3.227 2_645
C(9) H(44) 3.582 .
C(10) H(22) 3.001 2_645
C(10) H(23) 3.458 2_645
C(10) H(28) 3.540 2_645
C(11) H(15) 3.571 2_655
C(11) H(16) 3.553 2_655
C(11) H(41) 3.516 2_645
C(11) H(54) 3.091 2_645
C(11) H(60) 3.259 2_645
C(13) H(11) 3.319 2_645
C(13) H(13) 3.515 2_645
C(13) H(29) 3.127 1_545
C(13) H(46) 3.416 1_545
C(13) H(60) 3.204 1_545
C(14) H(27) 3.260 1_545
C(14) H(29) 3.113 1_545
C(14) H(33) 3.218 1_545
C(14) H(56) 3.203 2_545
C(14) H(58) 3.364 2_545
C(15) H(47) 3.036 4_565
C(16) H(8) 3.109 2_655
C(16) H(47) 3.020 4_565
C(17) H(8) 3.555 2_655
C(17) H(10) 3.461 2_655
C(17) H(47) 3.081 4_565
C(17) H(48) 3.376 2_645
C(18) H(35) 3.191 3_566
C(18) H(36) 3.295 3_566
C(18) H(37) 3.593 3_566
C(18) H(47) 3.149 4_565
C(18) H(48) 3.596 2_645
C(19) H(25) 3.511 3_566
C(19) H(35) 3.473 3_566
C(19) H(47) 3.127 4_565
C(20) H(1) 3.006 2_555
C(21) H(1) 2.962 2_555
C(21) H(31) 3.492 3_576
C(21) H(32) 3.065 3_576
C(22) H(1) 2.947 2_555
C(22) H(32) 3.561 3_576
C(23) H(18) 3.176 1_565
C(23) H(20) 3.576 1_565
C(23) H(56) 3.346 2_555
C(24) H(8) 3.001 2_655
C(24) H(11) 3.571 2_655
C(24) H(15) 3.344 1_565
C(24) H(18) 3.361 1_565
C(24) H(20) 3.477 1_565
C(25) H(18) 3.558 1_565
C(25) H(20) 3.444 1_565
C(25) H(26) 3.044 3_576
C(25) H(34) 3.119 3_576
C(25) H(43) 3.108 2_655
C(25) H(55) 3.491 2_555
C(25) H(56) 3.030 2_555
C(25) H(57) 3.553 2_555
C(26) H(42) 3.426 4_465
C(27) H(24) 2.811 3_566
C(27) H(42) 3.400 4_465
C(27) H(55) 3.554 4_565
C(28) H(1) 3.236 2_555
C(28) H(9) 2.994 2_555
C(28) H(51) 3.513 2_545
C(29) H(20) 3.094 2_655
C(30) H(20) 2.983 2_655
C(30) H(33) 3.334 2_645
C(30) H(34) 3.442 4_664
C(31) H(20) 3.279 2_655
C(31) H(29) 3.253 2_645
C(31) H(31) 3.421 2_645
C(31) H(33) 2.998 2_645
C(31) H(34) 3.586 4_664
C(32) H(7) 3.408 .
C(32) H(16) 3.392 2_655
C(32) H(20) 3.553 2_655
C(32) H(29) 3.184 2_645
C(33) H(16) 3.101 2_655
C(33) H(20) 3.463 2_655
C(34) H(21) 3.079 4_564
C(35) H(13) 3.170 2_655
C(35) H(17) 3.270 1_565
C(35) H(21) 3.055 4_564
C(35) H(25) 3.568 4_564
C(36) H(12) 3.440 2_655
C(36) H(13) 3.106 2_655
C(36) H(21) 3.017 4_564
C(37) H(48) 3.077 3_675
C(38) H(36) 3.259 4_664
C(38) H(47) 3.399 3_675
C(38) H(48) 3.254 3_675
C(38) H(51) 3.328 3_675
C(39) H(6) 3.211 1_565
C(39) H(17) 3.541 1_565
C(39) H(38) 3.417 2_555
C(39) H(48) 3.334 3_675
C(40) H(3) 3.313 .
C(40) H(11) 3.483 2_655
C(40) H(12) 3.371 2_655
C(40) H(13) 3.547 2_655
C(41) H(3) 3.575 .
C(41) H(21) 3.542 4_564
C(41) H(27) 3.495 2_545
C(41) H(32) 2.901 2_545
C(41) H(33) 3.442 2_545
C(42) H(4) 3.299 2_555
C(42) H(5) 3.187 2_555
C(42) H(11) 3.366 2_655
C(42) H(15) 3.430 1_565
C(42) H(19) 3.420 2_555
H(1) N(3) 3.001 2_545
H(1) N(4) 2.963 2_545
H(1) C(20) 3.006 2_545
H(1) C(21) 2.962 2_545
H(1) C(22) 2.947 2_545
H(1) C(28) 3.236 2_545
H(1) H(26) 3.436 2_545
H(1) H(27) 3.467 2_545
H(1) H(38) 2.949 2_545
H(1) H(39) 2.803 2_545
H(2) Cl(6) 2.902 .
H(2) H(26) 3.547 2_545
H(2) H(39) 3.431 2_545
H(2) H(45) 3.039 .
H(2) H(54) 3.275 .
H(2) H(56) 3.590 .
H(2) H(57) 3.025 .
H(3) Cl(3) 2.794 .
H(3) C(40) 3.313 .
H(3) C(41) 3.575 .
H(3) H(12) 3.299 2_655
H(3) H(18) 3.417 2_555
H(3) H(54) 2.440 .
H(3) H(56) 3.170 .
H(4) Cl(3) 3.285 .
H(4) C(42) 3.299 2_545
H(4) H(14) 3.318 2_555
H(4) H(15) 3.017 2_555
H(4) H(18) 2.955 2_555
H(4) H(27) 3.568 2_545
H(4) H(58) 3.172 2_545
H(4) H(59) 3.117 2_545
H(4) H(60) 3.049 2_545
H(5) Cl(3) 2.956 2_545
H(5) N(3) 3.543 2_545
H(5) C(42) 3.187 2_545
H(5) H(27) 3.411 2_545
H(5) H(30) 3.179 2_545
H(5) H(58) 2.439 2_545
H(5) H(60) 3.143 2_545
H(6) Cl(1) 3.048 2_645
H(6) C(39) 3.211 1_545
H(6) H(38) 3.518 2_545
H(6) H(45) 3.305 2_645
H(6) H(51) 3.397 1_545
H(6) H(52) 2.574 1_545
H(6) H(53) 3.189 1_545
H(7) C(32) 3.408 .
H(7) H(16) 3.095 2_655
H(7) H(44) 2.739 .
H(7) H(45) 3.524 .
H(8) Cl(5) 3.462 3_665
H(8) C(16) 3.109 2_645
H(8) C(17) 3.555 2_645
H(8) C(24) 3.001 2_645
H(8) H(22) 2.333 2_645
H(8) H(23) 3.287 2_645
H(8) H(28) 2.610 2_645
H(8) H(29) 3.179 2_645
H(8) H(30) 2.737 2_645
H(8) H(44) 3.453 .
H(9) Cl(5) 3.220 3_665
H(9) C(28) 2.994 2_545
H(9) H(22) 3.105 2_645
H(9) H(38) 2.997 2_545
H(9) H(39) 2.841 2_545
H(9) H(40) 2.642 2_545
H(9) H(44) 3.375 .
H(9) H(51) 3.201 1_545
H(10) Cl(1) 3.115 2_645
H(10) C(17) 3.461 2_645
H(10) H(22) 3.126 2_645
H(10) H(23) 2.813 2_645
H(10) H(51) 3.221 1_545
H(10) H(52) 3.228 1_545
H(11) C(13) 3.319 2_655
H(11) C(24) 3.571 2_645
H(11) C(40) 3.483 2_645
H(11) C(42) 3.366 2_645
H(11) H(15) 2.862 2_655
H(11) H(16) 3.150 2_655
H(11) H(17) 3.415 2_655
H(11) H(29) 3.406 2_645
H(11) H(30) 2.953 2_645
H(11) H(54) 2.969 2_645
H(11) H(60) 2.629 2_645
H(12) Cl(1) 3.458 2_645
H(12) C(36) 3.440 2_645
H(12) C(40) 3.371 2_645
H(12) H(3) 3.299 2_645
H(12) H(41) 3.335 2_645
H(12) H(45) 2.999 2_645
H(12) H(54) 2.615 2_645
H(12) H(60) 3.490 2_645
H(13) N(6) 3.554 2_645
H(13) C(13) 3.515 2_655
H(13) C(35) 3.170 2_645
H(13) C(36) 3.106 2_645
H(13) C(40) 3.547 2_645
H(13) H(15) 3.442 2_655
H(13) H(16) 3.309 2_655
H(13) H(17) 3.212 2_655
H(13) H(41) 2.965 2_645
H(13) H(46) 3.393 2_645
H(13) H(54) 3.194 2_645
H(13) H(60) 3.187 2_645
H(14) Cl(3) 3.145 2_545
H(14) Cl(4) 2.888 2_545
H(14) H(4) 3.318 2_545
H(15) C(4) 3.599 2_545
H(15) C(11) 3.571 2_645
H(15) C(24) 3.344 1_545
H(15) C(42) 3.430 1_545
H(15) H(4) 3.017 2_545
H(15) H(11) 2.862 2_645
H(15) H(13) 3.442 2_645
H(15) H(29) 2.720 1_545
H(15) H(30) 3.128 1_545
H(15) H(46) 3.425 1_545
H(15) H(60) 2.496 1_545
H(16) C(11) 3.553 2_645
H(16) C(32) 3.392 2_645
H(16) C(33) 3.101 2_645
H(16) H(7) 3.095 2_645
H(16) H(11) 3.150 2_645
H(16) H(13) 3.309 2_645
H(16) H(29) 2.775 1_545
H(16) H(44) 3.557 2_645
H(16) H(45) 3.056 2_645
H(17) Cl(4) 3.419 2_545
H(17) C(35) 3.270 1_545
H(17) C(39) 3.541 1_545
H(17) H(11) 3.415 2_645
H(17) H(13) 3.212 2_645
H(17) H(46) 2.586 1_545
H(17) H(52) 3.048 1_545
H(17) H(53) 3.126 1_545
H(17) H(60) 3.056 1_545
H(18) C(3) 3.367 2_545
H(18) C(4) 3.121 2_545
H(18) C(23) 3.176 1_545
H(18) C(24) 3.361 1_545
H(18) C(25) 3.558 1_545
H(18) H(3) 3.417 2_545
H(18) H(4) 2.955 2_545
H(18) H(27) 2.455 1_545
H(18) H(29) 2.807 1_545
H(18) H(33) 3.042 1_545
H(18) H(56) 2.763 2_545
H(18) H(58) 3.453 2_545
H(19) C(42) 3.420 2_545
H(19) H(33) 3.562 1_545
H(19) H(56) 2.953 2_545
H(19) H(58) 2.493 2_545
H(20) C(23) 3.576 1_545
H(20) C(24) 3.477 1_545
H(20) C(25) 3.444 1_545
H(20) C(29) 3.094 2_645
H(20) C(30) 2.983 2_645
H(20) C(31) 3.279 2_645
H(20) C(32) 3.553 2_645
H(20) C(33) 3.463 2_645
H(20) H(27) 3.246 1_545
H(20) H(29) 2.656 1_545
H(20) H(33) 2.613 1_545
H(20) H(41) 3.437 2_645
H(20) H(42) 3.271 2_645
H(20) H(56) 3.397 2_545
H(21) N(5) 3.044 4_565
H(21) N(6) 3.005 4_565
H(21) C(34) 3.079 4_565
H(21) C(35) 3.055 4_565
H(21) C(36) 3.017 4_565
H(21) C(41) 3.542 4_565
H(21) H(46) 3.536 4_565
H(21) H(47) 3.489 4_565
H(21) H(55) 2.982 4_565
H(21) H(57) 3.463 4_565
H(22) Cl(5) 2.978 4_565
H(22) C(10) 3.001 2_655
H(22) H(8) 2.333 2_655
H(22) H(9) 3.105 2_655
H(22) H(10) 3.126 2_655
H(22) H(47) 3.478 4_565
H(23) Cl(1) 3.325 .
H(23) Cl(2) 3.318 .
H(23) C(10) 3.458 2_655
H(23) H(8) 3.287 2_655
H(23) H(10) 2.813 2_655
H(23) H(47) 3.566 4_565
H(23) H(48) 3.226 2_645
H(23) H(50) 3.368 2_645
H(24) Cl(2) 2.943 .
H(24) C(27) 2.811 3_566
H(24) H(25) 3.450 3_566
H(24) H(35) 2.637 3_566
H(24) H(36) 2.600 3_566
H(24) H(37) 2.716 3_566
H(25) Cl(4) 3.145 3_566
H(25) C(19) 3.511 3_566
H(25) C(35) 3.568 4_565
H(25) H(24) 3.450 3_566
H(25) H(25) 2.794 3_566
H(25) H(35) 3.216 3_566
H(25) H(46) 3.360 4_565
H(26) Cl(6) 2.983 2_555
H(26) C(25) 3.044 3_576
H(26) H(1) 3.436 2_555
H(26) H(2) 3.547 2_555
H(26) H(26) 3.502 3_576
H(26) H(31) 2.701 3_576
H(26) H(32) 2.543 3_576
H(26) H(33) 3.533 3_576
H(26) H(57) 3.112 2_555
H(27) C(1) 3.032 2_555
H(27) C(2) 3.192 2_555
H(27) C(3) 3.228 2_555
H(27) C(4) 3.091 2_555
H(27) C(5) 2.981 2_555
H(27) C(14) 3.260 1_565
H(27) C(41) 3.495 2_555
H(27) H(1) 3.467 2_555
H(27) H(4) 3.568 2_555
H(27) H(5) 3.411 2_555
H(27) H(18) 2.455 1_565
H(27) H(20) 3.246 1_565
H(27) H(56) 2.715 2_555
H(27) H(57) 3.445 2_555
H(28) Cl(5) 3.101 4_565
H(28) C(10) 3.540 2_655
H(28) H(8) 2.610 2_655
H(28) H(43) 3.285 2_655
H(28) H(44) 3.364 2_655
H(29) C(13) 3.127 1_565
H(29) C(14) 3.113 1_565
H(29) C(31) 3.253 2_655
H(29) C(32) 3.184 2_655
H(29) H(8) 3.179 2_655
H(29) H(11) 3.406 2_655
H(29) H(15) 2.720 1_565
H(29) H(16) 2.775 1_565
H(29) H(18) 2.807 1_565
H(29) H(20) 2.656 1_565
H(29) H(43) 3.288 2_655
H(29) H(44) 3.159 2_655
H(30) C(5) 3.451 2_555
H(30) H(5) 3.179 2_555
H(30) H(8) 2.737 2_655
H(30) H(11) 2.953 2_655
H(30) H(15) 3.128 1_565
H(31) Cl(6) 2.843 4_565
H(31) C(21) 3.492 3_576
H(31) C(31) 3.421 2_655
H(31) H(26) 2.701 3_576
H(31) H(34) 3.032 3_576
H(31) H(43) 2.673 2_655
H(32) C(21) 3.065 3_576
H(32) C(22) 3.561 3_576
H(32) C(41) 2.901 2_555
H(32) H(26) 2.543 3_576
H(32) H(32) 3.560 3_576
H(32) H(34) 3.053 3_576
H(32) H(55) 2.814 2_555
H(32) H(56) 2.625 2_555
H(32) H(57) 2.769 2_555
H(33) C(14) 3.218 1_565
H(33) C(30) 3.334 2_655
H(33) C(31) 2.998 2_655
H(33) C(41) 3.442 2_555
H(33) H(18) 3.042 1_565
H(33) H(19) 3.562 1_565
H(33) H(20) 2.613 1_565
H(33) H(26) 3.533 3_576
H(33) H(34) 2.750 3_576
H(33) H(42) 3.333 2_655
H(33) H(43) 2.681 2_655
H(33) H(55) 3.303 2_555
H(33) H(56) 2.823 2_555
H(34) Cl(6) 3.599 2_555
H(34) C(25) 3.119 3_576
H(34) C(30) 3.442 4_465
H(34) C(31) 3.586 4_465
H(34) H(31) 3.032 3_576
H(34) H(32) 3.053 3_576
H(34) H(33) 2.750 3_576
H(34) H(42) 2.813 4_465
H(34) H(43) 3.108 4_465
H(34) H(55) 3.584 4_565
H(35) C(18) 3.191 3_566
H(35) C(19) 3.473 3_566
H(35) H(24) 2.637 3_566
H(35) H(25) 3.216 3_566
H(35) H(53) 3.209 2_545
H(36) Cl(2) 3.188 3_566
H(36) C(18) 3.295 3_566
H(36) C(38) 3.259 4_465
H(36) H(24) 2.600 3_566
H(36) H(42) 2.746 4_465
H(36) H(48) 3.136 4_465
H(36) H(49) 2.927 4_465
H(36) H(50) 3.166 4_465
H(37) Cl(2) 3.430 3_566
H(37) C(18) 3.593 3_566
H(37) H(24) 2.716 3_566
H(37) H(55) 2.676 4_565
H(37) H(59) 3.215 4_565
H(38) C(7) 3.463 2_555
H(38) C(39) 3.417 2_545
H(38) H(1) 2.949 2_555
H(38) H(6) 3.518 2_555
H(38) H(9) 2.997 2_555
H(38) H(51) 3.116 2_545
H(38) H(53) 2.881 2_545
H(39) Cl(6) 3.133 2_555
H(39) C(1) 3.538 2_555
H(39) H(1) 2.803 2_555
H(39) H(2) 3.431 2_555
H(39) H(9) 2.841 2_555
H(39) H(44) 3.535 2_555
H(40) Cl(5) 3.111 4_465
H(40) H(9) 2.642 2_555
H(40) H(42) 3.205 4_465
H(40) H(49) 2.890 4_465
H(40) H(51) 2.997 2_545
H(40) H(53) 3.489 2_545
H(41) N(1) 2.862 2_655
H(41) N(2) 2.902 2_655
H(41) C(6) 3.162 2_655
H(41) C(7) 3.358 2_655
H(41) C(8) 3.227 2_655
H(41) C(11) 3.516 2_655
H(41) H(12) 3.335 2_655
H(41) H(13) 2.965 2_655
H(41) H(20) 3.437 2_655
H(42) Cl(2) 3.366 2_655
H(42) C(26) 3.426 4_664
H(42) C(27) 3.400 4_664
H(42) H(20) 3.271 2_655
H(42) H(33) 3.333 2_645
H(42) H(34) 2.813 4_664
H(42) H(36) 2.746 4_664
H(42) H(40) 3.205 4_664
H(43) Cl(5) 3.244 3_665
H(43) Cl(6) 3.150 3_665
H(43) C(25) 3.108 2_645
H(43) H(28) 3.285 2_645
H(43) H(29) 3.288 2_645
H(43) H(31) 2.673 2_645
H(43) H(33) 2.681 2_645
H(43) H(34) 3.108 4_664
H(44) Cl(5) 3.090 3_665
H(44) C(9) 3.582 .
H(44) H(7) 2.739 .
H(44) H(8) 3.453 .
H(44) H(9) 3.375 .
H(44) H(16) 3.557 2_655
H(44) H(28) 3.364 2_645
H(44) H(29) 3.159 2_645
H(44) H(39) 3.535 2_545
H(45) Cl(1) 3.200 .
H(45) C(7) 3.368 2_655
H(45) H(2) 3.039 .
H(45) H(6) 3.305 2_655
H(45) H(7) 3.524 .
H(45) H(12) 2.999 2_655
H(45) H(16) 3.056 2_655
H(46) Cl(4) 2.930 2_555
H(46) C(13) 3.416 1_565
H(46) H(13) 3.393 2_655
H(46) H(15) 3.425 1_565
H(46) H(17) 2.586 1_565
H(46) H(21) 3.536 4_564
H(46) H(25) 3.360 4_564
H(47) C(15) 3.036 4_564
H(47) C(16) 3.020 4_564
H(47) C(17) 3.081 4_564
H(47) C(18) 3.149 4_564
H(47) C(19) 3.127 4_564
H(47) C(38) 3.399 3_675
H(47) H(21) 3.489 4_564
H(47) H(22) 3.478 4_564
H(47) H(23) 3.566 4_564
H(47) H(48) 2.434 3_675
H(47) H(51) 3.558 3_675
H(48) C(17) 3.376 2_655
H(48) C(18) 3.596 2_655
H(48) C(37) 3.077 3_675
H(48) C(38) 3.254 3_675
H(48) C(39) 3.334 3_675
H(48) H(23) 3.226 2_655
H(48) H(36) 3.136 4_664
H(48) H(47) 2.434 3_675
H(48) H(48) 2.684 3_675
H(48) H(49) 3.566 3_675
H(48) H(51) 2.783 3_675
H(49) H(36) 2.927 4_664
H(49) H(40) 2.890 4_664
H(49) H(48) 3.566 3_675
H(49) H(51) 3.045 3_675
H(50) Cl(2) 3.042 2_655
H(50) H(23) 3.368 2_655
H(50) H(36) 3.166 4_664
H(51) C(28) 3.513 2_555
H(51) C(38) 3.328 3_675
H(51) H(6) 3.397 1_565
H(51) H(9) 3.201 1_565
H(51) H(10) 3.221 1_565
H(51) H(38) 3.116 2_555
H(51) H(40) 2.997 2_555
H(51) H(47) 3.558 3_675
H(51) H(48) 2.783 3_675
H(51) H(49) 3.045 3_675
H(52) Cl(1) 2.999 2_655
H(52) C(7) 3.455 1_565
H(52) H(6) 2.574 1_565
H(52) H(10) 3.228 1_565
H(52) H(17) 3.048 1_565
H(53) Cl(4) 3.294 2_555
H(53) H(6) 3.189 1_565
H(53) H(17) 3.126 1_565
H(53) H(35) 3.209 2_555
H(53) H(38) 2.881 2_555
H(53) H(40) 3.489 2_555
H(54) C(2) 3.513 .
H(54) C(3) 3.117 .
H(54) C(11) 3.091 2_655
H(54) H(2) 3.275 .
H(54) H(3) 2.440 .
H(54) H(11) 2.969 2_655
H(54) H(12) 2.615 2_655
H(54) H(13) 3.194 2_655
H(55) C(25) 3.491 2_545
H(55) C(27) 3.554 4_564
H(55) H(21) 2.982 4_564
H(55) H(32) 2.814 2_545
H(55) H(33) 3.303 2_545
H(55) H(34) 3.584 4_564
H(55) H(37) 2.676 4_564
H(56) C(2) 3.548 .
H(56) C(3) 3.319 .
H(56) C(14) 3.203 2_555
H(56) C(23) 3.346 2_545
H(56) C(25) 3.030 2_545
H(56) H(2) 3.590 .
H(56) H(3) 3.170 .
H(56) H(18) 2.763 2_555
H(56) H(19) 2.953 2_555
H(56) H(20) 3.397 2_555
H(56) H(27) 2.715 2_545
H(56) H(32) 2.625 2_545
H(56) H(33) 2.823 2_545
H(57) C(2) 3.400 .
H(57) C(25) 3.553 2_545
H(57) H(2) 3.025 .
H(57) H(21) 3.463 4_564
H(57) H(26) 3.112 2_545
H(57) H(27) 3.445 2_545
H(57) H(32) 2.769 2_545
H(58) Cl(2) 3.472 2_555
H(58) Cl(3) 3.556 .
H(58) C(4) 3.498 2_555
H(58) C(5) 3.157 2_555
H(58) C(14) 3.364 2_555
H(58) H(4) 3.172 2_555
H(58) H(5) 2.439 2_555
H(58) H(18) 3.453 2_555
H(58) H(19) 2.493 2_555
H(59) Cl(2) 3.384 2_555
H(59) Cl(4) 3.381 2_555
H(59) H(4) 3.117 2_555
H(59) H(37) 3.215 4_564
H(60) C(11) 3.259 2_655
H(60) C(13) 3.204 1_565
H(60) H(4) 3.049 2_555
H(60) H(5) 3.143 2_555
H(60) H(11) 2.629 2_655
H(60) H(12) 3.490 2_655
H(60) H(13) 3.187 2_655
H(60) H(15) 2.496 1_565
H(60) H(17) 3.056 1_565
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
Cl(1) Ti(1) N(1) N(2) 159.03(6)
Cl(1) Ti(1) N(1) C(6) -114.1(6)
Cl(1) Ti(1) N(2) N(1) -26.81(8)
Cl(1) Ti(1) N(2) C(8) -112.3(6)
Cl(1) Ti(1) C(1) C(2) -17.31(11)
Cl(1) Ti(1) C(1) C(5) -133.47(8)
Cl(1) Ti(1) C(2) C(1) 165.57(9)
Cl(1) Ti(1) C(2) C(3) -78.93(9)
Cl(1) Ti(1) C(3) C(2) 98.87(9)
Cl(1) Ti(1) C(3) C(4) -145.09(8)
Cl(1) Ti(1) C(4) C(3) 37.61(9)
Cl(1) Ti(1) C(4) C(5) 154.26(8)
Cl(1) Ti(1) C(5) C(1) 75.36(11)
Cl(1) Ti(1) C(5) C(4) -40.08(12)
Cl(2) Ti(1) N(1) N(2) 60.06(7)
Cl(2) Ti(1) N(1) C(6) 146.9(6)
Cl(2) Ti(1) N(2) N(1) -129.41(6)
Cl(2) Ti(1) N(2) C(8) 145.1(6)
Cl(2) Ti(1) C(1) C(2) 124.70(9)
Cl(2) Ti(1) C(1) C(5) 8.55(11)
Cl(2) Ti(1) C(2) C(1) -92.34(11)
Cl(2) Ti(1) C(2) C(3) 23.16(13)
Cl(2) Ti(1) C(3) C(2) -165.16(8)
Cl(2) Ti(1) C(3) C(4) -49.13(9)
Cl(2) Ti(1) C(4) C(3) 133.92(8)
Cl(2) Ti(1) C(4) C(5) -109.43(9)
Cl(2) Ti(1) C(5) C(1) -173.55(9)
Cl(2) Ti(1) C(5) C(4) 71.01(9)
N(1) Ti(1) N(2) C(8) -85.5(6)
N(2) Ti(1) N(1) C(6) 86.8(6)
N(1) Ti(1) C(1) C(2) -107.90(10)
N(1) Ti(1) C(1) C(5) 135.94(9)
C(1) Ti(1) N(1) N(2) -77.83(8)
C(1) Ti(1) N(1) C(6) 9.0(6)
N(1) Ti(1) C(2) C(1) 75.12(10)
N(1) Ti(1) C(2) C(3) -169.38(9)
C(2) Ti(1) N(1) N(2) -111.27(8)
C(2) Ti(1) N(1) C(6) -24.4(6)
N(1) Ti(1) C(3) C(2) 14.72(13)
N(1) Ti(1) C(3) C(4) 130.76(9)
C(3) Ti(1) N(1) N(2) -119.81(8)
C(3) Ti(1) N(1) C(6) -33.0(6)
N(1) Ti(1) C(4) C(3) -91.10(13)
N(1) Ti(1) C(4) C(5) 25.56(15)
C(4) Ti(1) N(1) N(2) -67.60(12)
C(4) Ti(1) N(1) C(6) 19.2(7)
N(1) Ti(1) C(5) C(1) -49.72(10)
N(1) Ti(1) C(5) C(4) -165.16(9)
C(5) Ti(1) N(1) N(2) -51.90(8)
C(5) Ti(1) N(1) C(6) 34.9(6)
N(2) Ti(1) C(1) C(2) -147.38(10)
N(2) Ti(1) C(1) C(5) 96.46(9)
C(1) Ti(1) N(2) N(1) 99.34(8)
C(1) Ti(1) N(2) C(8) 13.9(6)
N(2) Ti(1) C(2) C(1) 34.98(11)
N(2) Ti(1) C(2) C(3) 150.48(9)
C(2) Ti(1) N(2) N(1) 80.08(8)
C(2) Ti(1) N(2) C(8) -5.4(6)
N(2) Ti(1) C(3) C(2) -45.35(14)
N(2) Ti(1) C(3) C(4) 70.68(12)
C(3) Ti(1) N(2) N(1) 106.17(10)
C(3) Ti(1) N(2) C(8) 20.7(6)
N(2) Ti(1) C(4) C(3) -134.94(9)
N(2) Ti(1) C(4) C(5) -18.28(11)
C(4) Ti(1) N(2) N(1) 144.44(7)
C(4) Ti(1) N(2) C(8) 59.0(6)
N(2) Ti(1) C(5) C(1) -80.23(9)
N(2) Ti(1) C(5) C(4) 164.33(9)
C(5) Ti(1) N(2) N(1) 134.10(8)
C(5) Ti(1) N(2) C(8) 48.6(6)
C(1) Ti(1) C(2) C(3) 115.50(14)
C(2) Ti(1) C(1) C(5) -116.16(14)
C(1) Ti(1) C(3) C(2) -37.37(9)
C(1) Ti(1) C(3) C(4) 78.66(10)
C(3) Ti(1) C(1) C(2) 37.81(10)
C(3) Ti(1) C(1) C(5) -78.35(10)
C(1) Ti(1) C(4) C(3) -78.98(9)
C(1) Ti(1) C(4) C(5) 37.67(9)
C(4) Ti(1) C(1) C(2) 78.62(10)
C(4) Ti(1) C(1) C(5) -37.54(9)
C(1) Ti(1) C(5) C(4) -115.44(13)
C(5) Ti(1) C(1) C(2) 116.16(14)
C(2) Ti(1) C(3) C(4) 116.03(13)
C(3) Ti(1) C(2) C(1) -115.50(14)
C(2) Ti(1) C(4) C(3) -37.67(9)
C(2) Ti(1) C(4) C(5) 78.99(10)
C(4) Ti(1) C(2) C(1) -78.70(10)
C(4) Ti(1) C(2) C(3) 36.80(9)
C(2) Ti(1) C(5) C(1) 37.09(9)
C(2) Ti(1) C(5) C(4) -78.35(10)
C(5) Ti(1) C(2) C(1) -37.32(10)
C(5) Ti(1) C(2) C(3) 78.18(10)
C(3) Ti(1) C(4) C(5) 116.66(13)
C(4) Ti(1) C(3) C(2) -116.03(13)
C(3) Ti(1) C(5) C(1) 78.85(10)
C(3) Ti(1) C(5) C(4) -36.59(9)
C(5) Ti(1) C(3) C(2) -78.92(10)
C(5) Ti(1) C(3) C(4) 37.11(9)
C(4) Ti(1) C(5) C(1) 115.44(13)
C(5) Ti(1) C(4) C(3) -116.66(13)
Cl(3) Ti(2) N(3) N(4) 135.84(6)
Cl(3) Ti(2) N(3) C(20) -149.3(10)
Cl(3) Ti(2) N(4) N(3) -52.88(7)
Cl(3) Ti(2) N(4) C(22) -134.3(11)
Cl(3) Ti(2) C(15) C(16) -7.40(12)
Cl(3) Ti(2) C(15) C(19) -123.44(9)
Cl(3) Ti(2) C(16) C(15) 174.46(9)
Cl(3) Ti(2) C(16) C(17) -70.04(9)
Cl(3) Ti(2) C(17) C(16) 110.58(9)
Cl(3) Ti(2) C(17) C(18) -133.14(9)
Cl(3) Ti(2) C(18) C(17) 49.80(9)
Cl(3) Ti(2) C(18) C(19) 166.20(8)
Cl(3) Ti(2) C(19) C(15) 94.09(11)
Cl(3) Ti(2) C(19) C(18) -21.39(13)
Cl(4) Ti(2) N(3) N(4) 35.79(8)
Cl(4) Ti(2) N(3) C(20) 110.7(10)
Cl(4) Ti(2) N(4) N(3) -151.65(6)
Cl(4) Ti(2) N(4) C(22) 126.9(11)
Cl(4) Ti(2) C(15) C(16) 133.91(8)
Cl(4) Ti(2) C(15) C(19) 17.87(11)
Cl(4) Ti(2) C(16) C(15) -74.73(12)
Cl(4) Ti(2) C(16) C(17) 40.77(13)
Cl(4) Ti(2) C(17) C(16) -153.93(9)
Cl(4) Ti(2) C(17) C(18) -37.65(10)
Cl(4) Ti(2) C(18) C(17) 145.13(9)
Cl(4) Ti(2) C(18) C(19) -98.48(9)
Cl(4) Ti(2) C(19) C(15) -165.09(10)
Cl(4) Ti(2) C(19) C(18) 79.43(9)
N(3) Ti(2) N(4) C(22) -81.5(11)
N(4) Ti(2) N(3) C(20) 74.9(10)
N(3) Ti(2) C(15) C(16) -95.83(10)
N(3) Ti(2) C(15) C(19) 148.13(10)
C(15) Ti(2) N(3) N(4) -92.19(7)
C(15) Ti(2) N(3) C(20) -17.3(10)
N(3) Ti(2) C(16) C(15) 82.57(10)
N(3) Ti(2) C(16) C(17) -161.93(10)
C(16) Ti(2) N(3) N(4) -126.89(8)
C(16) Ti(2) N(3) C(20) -52.0(10)
N(3) Ti(2) C(17) C(16) 21.59(11)
N(3) Ti(2) C(17) C(18) 137.87(9)
C(17) Ti(2) N(3) N(4) -139.07(7)
C(17) Ti(2) N(3) C(20) -64.2(11)
N(3) Ti(2) C(18) C(17) -69.25(13)
N(3) Ti(2) C(18) C(19) 47.15(14)
C(18) Ti(2) N(3) N(4) -100.47(10)
C(18) Ti(2) N(3) C(20) -25.6(11)
N(3) Ti(2) C(19) C(15) -35.35(11)
N(3) Ti(2) C(19) C(18) -150.84(9)
C(19) Ti(2) N(3) N(4) -72.88(8)
C(19) Ti(2) N(3) C(20) 2.0(11)
N(4) Ti(2) C(15) C(16) -135.90(10)
N(4) Ti(2) C(15) C(19) 108.07(10)
C(15) Ti(2) N(4) N(3) 85.34(7)
C(15) Ti(2) N(4) C(22) 3.9(11)
N(4) Ti(2) C(16) C(15) 48.75(11)
N(4) Ti(2) C(16) C(17) 164.25(9)
C(16) Ti(2) N(4) N(3) 59.84(8)
C(16) Ti(2) N(4) C(22) -21.6(11)
N(4) Ti(2) C(17) C(16) -26.14(15)
N(4) Ti(2) C(17) C(18) 90.13(13)
C(17) Ti(2) N(4) N(3) 75.69(11)
C(17) Ti(2) N(4) C(22) -5.8(11)
N(4) Ti(2) C(18) C(17) -128.97(9)
N(4) Ti(2) C(18) C(19) -12.58(13)
C(18) Ti(2) N(4) N(3) 125.79(8)
C(18) Ti(2) N(4) C(22) 44.3(11)
N(4) Ti(2) C(19) C(15) -73.80(10)
N(4) Ti(2) C(19) C(18) 170.72(9)
C(19) Ti(2) N(4) N(3) 118.53(7)
C(19) Ti(2) N(4) C(22) 37.1(11)
C(15) Ti(2) C(16) C(17) 115.50(14)
C(16) Ti(2) C(15) C(19) -116.04(14)
C(15) Ti(2) C(17) C(16) -37.53(10)
C(15) Ti(2) C(17) C(18) 78.74(10)
C(17) Ti(2) C(15) C(16) 37.64(9)
C(17) Ti(2) C(15) C(19) -78.40(11)
C(15) Ti(2) C(18) C(17) -79.01(10)
C(15) Ti(2) C(18) C(19) 37.39(9)
C(18) Ti(2) C(15) C(16) 78.27(10)
C(18) Ti(2) C(15) C(19) -37.77(10)
C(15) Ti(2) C(19) C(18) -115.48(14)
C(19) Ti(2) C(15) C(16) 116.04(14)
C(16) Ti(2) C(17) C(18) 116.28(14)
C(17) Ti(2) C(16) C(15) -115.50(14)
C(16) Ti(2) C(18) C(17) -37.49(9)
C(16) Ti(2) C(18) C(19) 78.91(10)
C(18) Ti(2) C(16) C(15) -78.88(11)
C(18) Ti(2) C(16) C(17) 36.63(9)
C(16) Ti(2) C(19) C(15) 37.35(10)
C(16) Ti(2) C(19) C(18) -78.13(10)
C(19) Ti(2) C(16) C(15) -37.16(10)
C(19) Ti(2) C(16) C(17) 78.34(10)
C(17) Ti(2) C(18) C(19) 116.40(14)
C(18) Ti(2) C(17) C(16) -116.28(14)
C(17) Ti(2) C(19) C(15) 78.95(11)
C(17) Ti(2) C(19) C(18) -36.53(9)
C(19) Ti(2) C(17) C(16) -78.80(10)
C(19) Ti(2) C(17) C(18) 37.47(9)
C(18) Ti(2) C(19) C(15) 115.48(14)
C(19) Ti(2) C(18) C(17) -116.40(14)
Cl(5) Ti(3) N(5) N(6) 134.09(6)
Cl(5) Ti(3) N(5) C(34) -156.2(16)
Cl(5) Ti(3) N(6) N(5) -55.12(7)
Cl(5) Ti(3) N(6) C(36) -134.9(16)
Cl(5) Ti(3) C(29) C(30) -17.50(12)
Cl(5) Ti(3) C(29) C(33) -133.69(9)
Cl(5) Ti(3) C(30) C(29) 165.85(9)
Cl(5) Ti(3) C(30) C(31) -78.80(10)
Cl(5) Ti(3) C(31) C(30) 100.39(10)
Cl(5) Ti(3) C(31) C(32) -143.56(10)
Cl(5) Ti(3) C(32) C(31) 39.89(10)
Cl(5) Ti(3) C(32) C(33) 156.50(9)
Cl(5) Ti(3) C(33) C(29) 77.73(12)
Cl(5) Ti(3) C(33) C(32) -37.77(14)
Cl(6) Ti(3) N(5) N(6) 34.03(8)
Cl(6) Ti(3) N(5) C(34) 103.8(16)
Cl(6) Ti(3) N(6) N(5) -153.12(6)
Cl(6) Ti(3) N(6) C(36) 127.1(16)
Cl(6) Ti(3) C(29) C(30) 121.65(9)
Cl(6) Ti(3) C(29) C(33) 5.47(12)
Cl(6) Ti(3) C(30) C(29) -92.08(11)
Cl(6) Ti(3) C(30) C(31) 23.27(13)
Cl(6) Ti(3) C(31) C(30) -164.26(9)
Cl(6) Ti(3) C(31) C(32) -48.21(10)
Cl(6) Ti(3) C(32) C(31) 133.35(10)
Cl(6) Ti(3) C(32) C(33) -110.03(10)
Cl(6) Ti(3) C(33) C(29) -175.73(9)
Cl(6) Ti(3) C(33) C(32) 68.77(9)
N(5) Ti(3) N(6) C(36) -79.8(16)
N(6) Ti(3) N(5) C(34) 69.7(16)
N(5) Ti(3) C(29) C(30) -106.31(10)
N(5) Ti(3) C(29) C(33) 137.51(10)
C(29) Ti(3) N(5) N(6) -100.29(8)
C(29) Ti(3) N(5) C(34) -30.6(16)
N(5) Ti(3) C(30) C(29) 72.82(10)
N(5) Ti(3) C(30) C(31) -171.83(10)
C(30) Ti(3) N(5) N(6) -133.63(8)
C(30) Ti(3) N(5) C(34) -63.9(16)
N(5) Ti(3) C(31) C(30) 10.43(13)
N(5) Ti(3) C(31) C(32) 126.48(10)
C(31) Ti(3) N(5) N(6) -139.61(8)
C(31) Ti(3) N(5) C(34) -69.9(16)
N(5) Ti(3) C(32) C(31) -86.84(13)
N(5) Ti(3) C(32) C(33) 29.77(15)
C(32) Ti(3) N(5) N(6) -93.72(10)
C(32) Ti(3) N(5) C(34) -24.0(16)
N(5) Ti(3) C(33) C(29) -45.16(11)
N(5) Ti(3) C(33) C(32) -160.66(9)
C(33) Ti(3) N(5) N(6) -76.26(8)
C(33) Ti(3) N(5) C(34) -6.5(16)
N(6) Ti(3) C(29) C(30) -145.54(10)
N(6) Ti(3) C(29) C(33) 98.28(10)
C(29) Ti(3) N(6) N(5) 77.88(8)
C(29) Ti(3) N(6) C(36) -2.0(16)
N(6) Ti(3) C(30) C(29) 40.53(12)
N(6) Ti(3) C(30) C(31) 155.88(9)
C(30) Ti(3) N(6) N(5) 56.07(9)
C(30) Ti(3) N(6) C(36) -23.8(16)
N(6) Ti(3) C(31) C(30) -44.11(17)
N(6) Ti(3) C(31) C(32) 71.94(15)
C(31) Ti(3) N(6) N(5) 83.45(13)
C(31) Ti(3) N(6) C(36) 3.6(16)
N(6) Ti(3) C(32) C(31) -141.70(10)
N(6) Ti(3) C(32) C(33) -25.08(12)
C(32) Ti(3) N(6) N(5) 126.56(8)
C(32) Ti(3) N(6) C(36) 46.7(16)
N(6) Ti(3) C(33) C(29) -84.03(10)
N(6) Ti(3) C(33) C(32) 160.48(10)
C(33) Ti(3) N(6) N(5) 112.46(8)
C(33) Ti(3) N(6) C(36) 32.6(16)
C(29) Ti(3) C(30) C(31) 115.35(15)
C(30) Ti(3) C(29) C(33) -116.18(15)
C(29) Ti(3) C(31) C(30) -37.54(10)
C(29) Ti(3) C(31) C(32) 78.52(11)
C(31) Ti(3) C(29) C(30) 37.82(10)
C(31) Ti(3) C(29) C(33) -78.36(11)
C(29) Ti(3) C(32) C(31) -79.12(11)
C(29) Ti(3) C(32) C(33) 37.50(10)
C(32) Ti(3) C(29) C(30) 78.59(11)
C(32) Ti(3) C(29) C(33) -37.59(10)
C(29) Ti(3) C(33) C(32) -115.50(15)
C(33) Ti(3) C(29) C(30) 116.18(15)
C(30) Ti(3) C(31) C(32) 116.05(15)
C(31) Ti(3) C(30) C(29) -115.35(15)
C(30) Ti(3) C(32) C(31) -37.65(10)
C(30) Ti(3) C(32) C(33) 78.97(11)
C(32) Ti(3) C(30) C(29) -78.58(11)
C(32) Ti(3) C(30) C(31) 36.77(10)
C(30) Ti(3) C(33) C(29) 37.21(10)
C(30) Ti(3) C(33) C(32) -78.28(11)
C(33) Ti(3) C(30) C(29) -37.14(10)
C(33) Ti(3) C(30) C(31) 78.21(11)
C(31) Ti(3) C(32) C(33) 116.62(14)
C(32) Ti(3) C(31) C(30) -116.05(15)
C(31) Ti(3) C(33) C(29) 78.94(11)
C(31) Ti(3) C(33) C(32) -36.56(10)
C(33) Ti(3) C(31) C(30) -78.88(11)
C(33) Ti(3) C(31) C(32) 37.17(10)
C(32) Ti(3) C(33) C(29) 115.50(15)
C(33) Ti(3) C(32) C(31) -116.62(14)
Ti(1) N(1) N(2) C(8) 168.81(11)
Ti(1) N(1) C(6) C(7) -84.0(6)
Ti(1) N(1) C(6) C(9) 100.0(6)
N(2) N(1) C(6) C(7) -0.81(15)
N(2) N(1) C(6) C(9) -176.73(12)
C(6) N(1) N(2) Ti(1) -169.09(11)
C(6) N(1) N(2) C(8) -0.28(15)
Ti(1) N(2) C(8) C(7) 82.9(6)
Ti(1) N(2) C(8) C(12) -96.4(6)
N(1) N(2) C(8) C(7) 1.24(15)
N(1) N(2) C(8) C(12) -178.08(12)
Ti(2) N(3) N(4) C(22) 174.23(10)
Ti(2) N(3) C(20) C(21) -73.2(11)
Ti(2) N(3) C(20) C(23) 110.6(10)
N(4) N(3) C(20) C(21) -0.16(14)
N(4) N(3) C(20) C(23) -176.38(11)
C(20) N(3) N(4) Ti(2) -174.45(10)
C(20) N(3) N(4) C(22) -0.22(14)
Ti(2) N(4) C(22) C(21) 80.1(11)
Ti(2) N(4) C(22) C(26) -104.8(11)
N(3) N(4) C(22) C(21) 0.51(14)
N(3) N(4) C(22) C(26) 175.60(11)
Ti(3) N(5) N(6) C(36) 175.97(10)
Ti(3) N(5) C(34) C(35) -68.6(16)
Ti(3) N(5) C(34) C(37) 115.3(15)
N(6) N(5) C(34) C(35) -0.22(15)
N(6) N(5) C(34) C(37) -176.32(12)
C(34) N(5) N(6) Ti(3) -176.01(11)
C(34) N(5) N(6) C(36) -0.04(12)
Ti(3) N(6) C(36) C(35) 78.8(16)
Ti(3) N(6) C(36) C(40) -102.8(16)
N(5) N(6) C(36) C(35) 0.29(14)
N(5) N(6) C(36) C(40) 178.68(11)
Ti(1) C(1) C(2) C(3) -64.79(10)
Ti(1) C(1) C(5) C(4) 65.40(10)
C(2) C(1) C(5) Ti(1) -64.31(11)
C(2) C(1) C(5) C(4) 1.09(17)
C(5) C(1) C(2) Ti(1) 64.26(10)
C(5) C(1) C(2) C(3) -0.52(18)
Ti(1) C(2) C(3) C(4) -64.99(10)
C(1) C(2) C(3) Ti(1) 64.74(11)
C(1) C(2) C(3) C(4) -0.25(18)
Ti(1) C(3) C(4) C(5) -63.25(10)
C(2) C(3) C(4) Ti(1) 64.17(11)
C(2) C(3) C(4) C(5) 0.92(17)
Ti(1) C(4) C(5) C(1) -64.83(10)
C(3) C(4) C(5) Ti(1) 63.58(11)
C(3) C(4) C(5) C(1) -1.25(17)
N(1) C(6) C(7) C(8) 1.55(16)
N(1) C(6) C(9) C(10) -150.53(15)
N(1) C(6) C(9) C(11) 87.04(19)
C(7) C(6) C(9) C(10) 34.6(2)
C(7) C(6) C(9) C(11) -87.8(2)
C(9) C(6) C(7) C(8) 176.89(15)
C(6) C(7) C(8) N(2) -1.72(16)
C(6) C(7) C(8) C(12) 177.52(14)
N(2) C(8) C(12) C(13) -158.35(13)
N(2) C(8) C(12) C(14) -33.61(19)
C(7) C(8) C(12) C(13) 22.5(2)
C(7) C(8) C(12) C(14) 147.25(16)
Ti(2) C(15) C(16) C(17) -65.45(11)
Ti(2) C(15) C(19) C(18) 65.13(11)
C(16) C(15) C(19) Ti(2) -64.22(11)
C(16) C(15) C(19) C(18) 0.92(18)
C(19) C(15) C(16) Ti(2) 64.23(11)
C(19) C(15) C(16) C(17) -1.21(18)
Ti(2) C(16) C(17) C(18) -63.89(11)
C(15) C(16) C(17) Ti(2) 64.94(11)
C(15) C(16) C(17) C(18) 1.04(18)
Ti(2) C(17) C(18) C(19) -63.78(11)
C(16) C(17) C(18) Ti(2) 63.30(11)
C(16) C(17) C(18) C(19) -0.48(18)
Ti(2) C(18) C(19) C(15) -64.98(11)
C(17) C(18) C(19) Ti(2) 64.71(11)
C(17) C(18) C(19) C(15) -0.27(18)
N(3) C(20) C(21) C(22) 0.46(15)
N(3) C(20) C(23) C(24) -15.14(18)
N(3) C(20) C(23) C(25) -139.79(12)
C(21) C(20) C(23) C(24) 169.54(13)
C(21) C(20) C(23) C(25) 44.88(18)
C(23) C(20) C(21) C(22) 176.33(12)
C(20) C(21) C(22) N(4) -0.60(15)
C(20) C(21) C(22) C(26) -175.13(13)
N(4) C(22) C(26) C(27) 41.51(18)
N(4) C(22) C(26) C(28) -81.76(17)
C(21) C(22) C(26) C(27) -144.61(15)
C(21) C(22) C(26) C(28) 92.11(18)
Ti(3) C(29) C(30) C(31) -65.32(11)
Ti(3) C(29) C(33) C(32) 65.26(11)
C(30) C(29) C(33) Ti(3) -63.80(11)
C(30) C(29) C(33) C(32) 1.45(18)
C(33) C(29) C(30) Ti(3) 63.96(11)
C(33) C(29) C(30) C(31) -1.37(18)
Ti(3) C(30) C(31) C(32) -64.53(11)
C(29) C(30) C(31) Ti(3) 65.28(11)
C(29) C(30) C(31) C(32) 0.76(18)
Ti(3) C(31) C(32) C(33) -63.59(11)
C(30) C(31) C(32) Ti(3) 63.74(11)
C(30) C(31) C(32) C(33) 0.15(18)
Ti(3) C(32) C(33) C(29) -65.07(11)
C(31) C(32) C(33) Ti(3) 64.07(11)
C(31) C(32) C(33) C(29) -0.99(18)
N(5) C(34) C(35) C(36) 0.39(15)
N(5) C(34) C(37) C(38) -31.04(19)
N(5) C(34) C(37) C(39) -156.46(14)
C(35) C(34) C(37) C(38) 153.82(15)
C(35) C(34) C(37) C(39) 28.4(2)
C(37) C(34) C(35) C(36) 176.07(14)
C(34) C(35) C(36) N(6) -0.42(15)
C(34) C(35) C(36) C(40) -178.59(13)
N(6) C(36) C(40) C(41) -56.92(17)
N(6) C(36) C(40) C(42) 178.52(12)
C(35) C(36) C(40) C(41) 121.04(16)
C(35) C(36) C(40) C(42) -3.5(2)
|
1501785.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501785.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501785
loop_
_publ_author_name
'Nomura, Kotohiro'
'Fukuda, Hiroya'
'Katao, Shohei'
'Fujiki, Michiya'
'Kim, Hyun Joon'
'Kim, Dong-Hyun'
'Saeed, Irfan'
_publ_section_title
;
Olefin Polymerization by Half-Titanocenes Containing \h2-Pyrazolato
Ligands−MAO Catalyst Systems
;
_journal_issue 7
_journal_name_full Macromolecules
_journal_page_first 1986
_journal_paper_doi 10.1021/ma200018z
_journal_volume 44
_journal_year 2011
_chemical_formula_moiety 'C20 H11 Cl2 N2 Ti'
_chemical_formula_sum 'C20 H11 Cl2 N2 Ti'
_chemical_formula_weight 398.13
_space_group_IT_number 61
_symmetry_cell_setting orthorhombic
_symmetry_Int_Tables_number 61
_symmetry_space_group_name_Hall '-P 2ac 2ab'
_symmetry_space_group_name_H-M 'P b c a'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_cell_angle_alpha 90.0000
_cell_angle_beta 90.0000
_cell_angle_gamma 90.0000
_cell_formula_units_Z 8
_cell_length_a 14.6060(3)
_cell_length_b 12.1974(3)
_cell_length_c 20.7330(4)
_cell_measurement_reflns_used 20646
_cell_measurement_temperature 123
_cell_measurement_theta_max 25.30
_cell_measurement_theta_min 3.25
_cell_volume 3693.69(14)
_computing_cell_refinement 'RAPID AUTO'
_computing_data_collection 'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction 'RAPID AUTO'
_computing_molecular_graphics 'CrystalStructure 4.0'
_computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution 'SIR92 (Altomare, et al., 1994)'
_diffrn_ambient_temperature 123
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type 'Rigaku R-AXIS RAPID'
_diffrn_measurement_method \w
_diffrn_radiation_type 'Mo K\a'
_diffrn_radiation_wavelength 0.71075
_diffrn_reflns_av_R_equivalents 0.0300
_diffrn_reflns_limit_h_max 17
_diffrn_reflns_limit_h_min -17
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_l_max 24
_diffrn_reflns_limit_l_min -24
_diffrn_reflns_number 28278
_diffrn_reflns_theta_full 25.30
_diffrn_reflns_theta_max 25.30
_diffrn_standards_number 0
_exptl_absorpt_coefficient_mu 0.756
_exptl_absorpt_correction_T_max 0.927
_exptl_absorpt_correction_T_min 0.681
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour orange
_exptl_crystal_density_diffrn 1.432
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 1608.00
_exptl_crystal_size_max 0.250
_exptl_crystal_size_mid 0.150
_exptl_crystal_size_min 0.100
_refine_diff_density_max 0.710
_refine_diff_density_min -0.370
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.051
_refine_ls_hydrogen_treatment constr
_refine_ls_number_parameters 221
_refine_ls_number_reflns 3362
_refine_ls_number_restraints 0
_refine_ls_R_factor_gt 0.0382
_refine_ls_shift/su_max 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0528P)^2^+4.7677P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_ref 0.1054
_reflns_number_gt 2999
_reflns_number_total 3362
_reflns_threshold_expression F^2^>2.0\s(F^2^)
_cod_data_source_file ma200018z_si_003.cif
_cod_data_source_block CpTiCl2(35Ph2N2C3H)
_cod_original_cell_volume 3693.68(14)
_cod_database_code 1501785
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,+Z
3 +X,1/2-Y,1/2+Z
4 1/2-X,-Y,1/2+Z
5 -X,-Y,-Z
6 1/2+X,1/2-Y,-Z
7 -X,1/2+Y,1/2-Z
8 1/2+X,+Y,1/2-Z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ti(1) Ti 0.43875(3) 0.15396(4) 0.398558(19) 0.02444(14) Uani 1.0 8 d .
Cl(1) Cl 0.56445(4) 0.22681(5) 0.44872(3) 0.03024(17) Uani 1.0 8 d .
Cl(2) Cl 0.50666(5) -0.00744(5) 0.36923(3) 0.03551(18) Uani 1.0 8 d .
N(1) N 0.42361(15) 0.28357(16) 0.33882(9) 0.0275(5) Uani 1.0 8 d .
N(2) N 0.40495(15) 0.18790(16) 0.30660(9) 0.0260(5) Uani 1.0 8 d .
C(1) C 0.2853(4) 0.1970(5) 0.4228(3) 0.0315(11) Uiso 0.5334 8 d .
C(2) C 0.3383(4) 0.2380(5) 0.4729(3) 0.0333(12) Uiso 0.5334 8 d .
C(3) C 0.3814(4) 0.1455(6) 0.5042(3) 0.0255(13) Uiso 0.5334 8 d .
C(4) C 0.3584(5) 0.0447(6) 0.4720(4) 0.0374(15) Uiso 0.5334 8 d .
C(5) C 0.2949(4) 0.0800(7) 0.4184(3) 0.0335(12) Uiso 0.5334 8 d .
C(6) C 0.39567(16) 0.36875(19) 0.30245(11) 0.0239(5) Uani 1.0 8 d .
C(7) C 0.35972(16) 0.32643(18) 0.24504(11) 0.0233(5) Uani 1.0 8 d .
C(8) C 0.36557(16) 0.21222(18) 0.24963(11) 0.0232(5) Uani 1.0 8 d .
C(9) C 0.40733(16) 0.48245(19) 0.32439(12) 0.0256(5) Uani 1.0 8 d .
C(10) C 0.38597(17) 0.57005(19) 0.28351(12) 0.0285(6) Uani 1.0 8 d .
C(11) C 0.40163(19) 0.6770(2) 0.30387(14) 0.0363(7) Uani 1.0 8 d .
C(12) C 0.43752(18) 0.6977(3) 0.36439(15) 0.0395(7) Uani 1.0 8 d .
C(13) C 0.45788(19) 0.6112(3) 0.40525(14) 0.0386(7) Uani 1.0 8 d .
C(14) C 0.44338(18) 0.5043(3) 0.38558(13) 0.0320(6) Uani 1.0 8 d .
C(15) C 0.33975(16) 0.12624(18) 0.20335(10) 0.0222(5) Uani 1.0 8 d .
C(16) C 0.36826(16) 0.01815(19) 0.21272(11) 0.0258(5) Uani 1.0 8 d .
C(17) C 0.34771(17) -0.06160(19) 0.16734(12) 0.0283(6) Uani 1.0 8 d .
C(18) C 0.29788(17) -0.0351(2) 0.11266(12) 0.0288(6) Uani 1.0 8 d .
C(19) C 0.26730(17) 0.0719(2) 0.10399(12) 0.0297(6) Uani 1.0 8 d .
C(20) C 0.28860(17) 0.15202(19) 0.14866(11) 0.0271(5) Uani 1.0 8 d .
C(21) C 0.3082(7) 0.2151(7) 0.4535(5) 0.0539(19) Uiso 0.4666 8 d .
C(22) C 0.2801(5) 0.1335(9) 0.4145(4) 0.0407(15) Uiso 0.4666 8 d .
C(23) C 0.3210(6) 0.0335(7) 0.4360(4) 0.0439(15) Uiso 0.4666 8 d .
C(24) C 0.3722(5) 0.0716(7) 0.4899(4) 0.0354(17) Uiso 0.4666 8 d .
C(25) C 0.3650(6) 0.1811(8) 0.4994(4) 0.044(2) Uiso 0.4666 8 d .
H(1) H 0.3360 0.3673 0.2098 0.0279 Uiso 1.0 8 calc R
H(2) H 0.3609 0.5565 0.2420 0.0342 Uiso 1.0 8 calc R
H(3) H 0.3875 0.7364 0.2760 0.0436 Uiso 1.0 8 calc R
H(4) H 0.4482 0.7710 0.3779 0.0474 Uiso 1.0 8 calc R
H(5) H 0.4819 0.6255 0.4470 0.0464 Uiso 1.0 8 calc R
H(6) H 0.4580 0.4454 0.4137 0.0384 Uiso 1.0 8 calc R
H(7) H 0.4019 -0.0008 0.2503 0.0310 Uiso 1.0 8 calc R
H(8) H 0.3679 -0.1348 0.1738 0.0339 Uiso 1.0 8 calc R
H(9) H 0.2847 -0.0896 0.0813 0.0346 Uiso 1.0 8 calc R
H(10) H 0.2316 0.0900 0.0672 0.0357 Uiso 1.0 8 calc R
H(11) H 0.2682 0.2251 0.1421 0.0326 Uiso 1.0 8 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Ti(1) 0.0319(3) 0.0248(3) 0.0166(3) 0.00215(17) -0.00188(16) 0.00291(16)
Cl(1) 0.0348(4) 0.0295(4) 0.0264(3) 0.0020(3) -0.0049(3) -0.0008(3)
Cl(2) 0.0558(4) 0.0206(3) 0.0301(4) 0.0050(3) -0.0019(3) 0.0036(3)
N(1) 0.0418(12) 0.0206(10) 0.0201(10) 0.0020(9) -0.0051(9) -0.0032(8)
N(2) 0.0395(12) 0.0185(10) 0.0199(10) 0.0012(9) -0.0033(9) 0.0004(8)
C(6) 0.0287(12) 0.0214(12) 0.0217(12) 0.0030(10) -0.0023(10) 0.0013(9)
C(7) 0.0283(12) 0.0207(11) 0.0209(11) 0.0004(10) -0.0038(9) 0.0013(9)
C(8) 0.0277(12) 0.0232(12) 0.0187(11) -0.0007(10) -0.0003(9) 0.0010(10)
C(9) 0.0262(12) 0.0221(12) 0.0285(12) 0.0024(10) -0.0012(10) -0.0031(10)
C(10) 0.0306(13) 0.0236(12) 0.0314(13) 0.0032(10) 0.0013(11) -0.0001(10)
C(11) 0.0368(14) 0.0217(13) 0.0505(17) 0.0027(11) 0.0090(13) 0.0013(12)
C(12) 0.0355(15) 0.0239(14) 0.0592(19) -0.0009(11) 0.0040(13) -0.0136(13)
C(13) 0.0335(14) 0.0380(16) 0.0444(16) 0.0030(12) -0.0070(12) -0.0183(13)
C(14) 0.0352(14) 0.0289(14) 0.0320(13) 0.0066(11) -0.0070(11) -0.0070(11)
C(15) 0.0261(11) 0.0210(12) 0.0196(11) -0.0037(9) 0.0018(9) 0.0002(9)
C(16) 0.0301(12) 0.0234(12) 0.0241(12) -0.0028(10) -0.0035(10) 0.0027(10)
C(17) 0.0326(13) 0.0202(12) 0.0320(13) -0.0031(10) -0.0027(11) 0.0006(10)
C(18) 0.0324(13) 0.0251(12) 0.0290(12) -0.0069(11) -0.0056(11) -0.0027(10)
C(19) 0.0328(13) 0.0301(13) 0.0263(12) -0.0018(11) -0.0094(10) -0.0003(10)
C(20) 0.0328(13) 0.0227(12) 0.0259(12) 0.0017(10) -0.0028(10) 0.0019(10)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Ti Ti 0.2776 0.4457
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
Cl(1) Ti(1) Cl(2) 96.15(3) yes
Cl(1) Ti(1) N(1) 93.59(7) yes
Cl(1) Ti(1) N(2) 123.18(7) yes
Cl(1) Ti(1) C(1) 125.42(15) yes
Cl(1) Ti(1) C(2) 91.91(15) yes
Cl(1) Ti(1) C(3) 83.09(14) yes
Cl(1) Ti(1) C(4) 109.13(18) yes
Cl(1) Ti(1) C(5) 142.70(14) yes
Cl(1) Ti(1) C(21) 107.9(3) yes
Cl(1) Ti(1) C(22) 140.06(19) yes
Cl(1) Ti(1) C(23) 131.87(19) yes
Cl(1) Ti(1) C(24) 97.54(18) yes
Cl(1) Ti(1) C(25) 84.8(2) yes
Cl(2) Ti(1) N(1) 123.92(6) yes
Cl(2) Ti(1) N(2) 91.81(6) yes
Cl(2) Ti(1) C(1) 131.38(16) yes
Cl(2) Ti(1) C(2) 144.74(14) yes
Cl(2) Ti(1) C(3) 111.42(17) yes
Cl(2) Ti(1) C(4) 84.27(17) yes
Cl(2) Ti(1) C(5) 96.04(18) yes
Cl(2) Ti(1) C(21) 139.1(3) yes
Cl(2) Ti(1) C(22) 111.9(3) yes
Cl(2) Ti(1) C(23) 82.50(19) yes
Cl(2) Ti(1) C(24) 91.5(2) yes
Cl(2) Ti(1) C(25) 123.4(3) yes
N(1) Ti(1) N(2) 39.78(8) yes
N(1) Ti(1) C(1) 81.50(17) yes
N(1) Ti(1) C(2) 89.56(16) yes
N(1) Ti(1) C(3) 124.56(18) yes
N(1) Ti(1) C(4) 142.18(18) yes
N(1) Ti(1) C(5) 108.26(18) yes
N(1) Ti(1) C(21) 87.7(3) yes
N(1) Ti(1) C(22) 93.5(3) yes
N(1) Ti(1) C(23) 127.0(2) yes
N(1) Ti(1) C(24) 141.4(2) yes
N(1) Ti(1) C(25) 112.4(3) yes
N(2) Ti(1) C(1) 85.57(16) yes
N(2) Ti(1) C(2) 112.11(16) yes
N(2) Ti(1) C(3) 143.64(15) yes
N(2) Ti(1) C(4) 127.64(19) yes
N(2) Ti(1) C(5) 91.47(15) yes
N(2) Ti(1) C(21) 101.3(3) yes
N(2) Ti(1) C(22) 85.03(18) yes
N(2) Ti(1) C(23) 104.9(2) yes
N(2) Ti(1) C(24) 138.48(19) yes
N(2) Ti(1) C(25) 134.0(2) yes
C(1) Ti(1) C(2) 34.2(2) yes
C(1) Ti(1) C(3) 58.1(2) yes
C(1) Ti(1) C(4) 60.7(3) yes
C(1) Ti(1) C(5) 35.7(3) yes
C(2) Ti(1) C(3) 35.8(2) yes
C(2) Ti(1) C(4) 60.7(3) yes
C(2) Ti(1) C(5) 59.4(3) yes
C(3) Ti(1) C(4) 35.8(3) yes
C(3) Ti(1) C(5) 59.7(2) yes
C(4) Ti(1) C(5) 37.8(3) yes
C(21) Ti(1) C(22) 33.3(3) yes
C(21) Ti(1) C(23) 56.8(3) yes
C(21) Ti(1) C(24) 53.7(3) yes
C(21) Ti(1) C(25) 32.7(4) yes
C(22) Ti(1) C(23) 35.1(3) yes
C(22) Ti(1) C(24) 55.6(3) yes
C(22) Ti(1) C(25) 56.3(3) yes
C(23) Ti(1) C(24) 34.9(3) yes
C(23) Ti(1) C(25) 58.2(3) yes
C(24) Ti(1) C(25) 33.3(3) yes
Ti(1) N(1) N(2) 69.80(12) yes
Ti(1) N(1) C(6) 168.46(19) yes
N(2) N(1) C(6) 108.86(19) yes
Ti(1) N(2) N(1) 70.42(12) yes
Ti(1) N(2) C(8) 168.78(19) yes
N(1) N(2) C(8) 108.94(19) yes
Ti(1) C(1) C(2) 73.1(4) yes
Ti(1) C(1) C(5) 70.8(4) yes
C(2) C(1) C(5) 110.5(5) yes
Ti(1) C(2) C(1) 72.7(4) yes
Ti(1) C(2) C(3) 71.6(3) yes
C(1) C(2) C(3) 107.3(5) yes
Ti(1) C(3) C(2) 72.7(4) yes
Ti(1) C(3) C(4) 71.8(4) yes
C(2) C(3) C(4) 110.9(5) yes
Ti(1) C(4) C(3) 72.4(4) yes
Ti(1) C(4) C(5) 70.5(4) yes
C(3) C(4) C(5) 103.9(6) yes
Ti(1) C(5) C(1) 73.4(4) yes
Ti(1) C(5) C(4) 71.7(4) yes
C(1) C(5) C(4) 107.3(6) yes
N(1) C(6) C(7) 107.8(2) yes
N(1) C(6) C(9) 121.3(2) yes
C(7) C(6) C(9) 130.9(3) yes
C(6) C(7) C(8) 106.6(2) yes
N(2) C(8) C(7) 107.8(2) yes
N(2) C(8) C(15) 121.6(2) yes
C(7) C(8) C(15) 130.5(2) yes
C(6) C(9) C(10) 120.5(3) yes
C(6) C(9) C(14) 120.3(3) yes
C(10) C(9) C(14) 119.2(3) yes
C(9) C(10) C(11) 119.7(3) yes
C(10) C(11) C(12) 120.6(3) yes
C(11) C(12) C(13) 119.8(3) yes
C(12) C(13) C(14) 120.3(3) yes
C(9) C(14) C(13) 120.3(3) yes
C(8) C(15) C(16) 120.4(2) yes
C(8) C(15) C(20) 120.5(2) yes
C(16) C(15) C(20) 119.1(2) yes
C(15) C(16) C(17) 120.2(2) yes
C(16) C(17) C(18) 120.4(3) yes
C(17) C(18) C(19) 119.6(3) yes
C(18) C(19) C(20) 120.3(3) yes
C(15) C(20) C(19) 120.4(3) yes
Ti(1) C(21) C(22) 73.8(5) yes
Ti(1) C(21) C(25) 75.0(6) yes
C(22) C(21) C(25) 113.0(9) yes
Ti(1) C(22) C(21) 72.9(5) yes
Ti(1) C(22) C(23) 73.9(5) yes
C(21) C(22) C(23) 108.4(7) yes
Ti(1) C(23) C(22) 71.0(5) yes
Ti(1) C(23) C(24) 71.1(5) yes
C(22) C(23) C(24) 100.7(7) yes
Ti(1) C(24) C(23) 74.0(5) yes
Ti(1) C(24) C(25) 74.2(5) yes
C(23) C(24) C(25) 113.3(7) yes
Ti(1) C(25) C(21) 72.3(6) yes
Ti(1) C(25) C(24) 72.5(5) yes
C(21) C(25) C(24) 104.6(8) yes
C(6) C(7) H(1) 126.670 no
C(8) C(7) H(1) 126.682 no
C(9) C(10) H(2) 120.135 no
C(11) C(10) H(2) 120.124 no
C(10) C(11) H(3) 119.708 no
C(12) C(11) H(3) 119.705 no
C(11) C(12) H(4) 120.074 no
C(13) C(12) H(4) 120.076 no
C(12) C(13) H(5) 119.836 no
C(14) C(13) H(5) 119.843 no
C(9) C(14) H(6) 119.850 no
C(13) C(14) H(6) 119.861 no
C(15) C(16) H(7) 119.883 no
C(17) C(16) H(7) 119.877 no
C(16) C(17) H(8) 119.836 no
C(18) C(17) H(8) 119.813 no
C(17) C(18) H(9) 120.220 no
C(19) C(18) H(9) 120.214 no
C(18) C(19) H(10) 119.857 no
C(20) C(19) H(10) 119.847 no
C(15) C(20) H(11) 119.780 no
C(19) C(20) H(11) 119.788 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Ti(1) Cl(1) 2.2895(8) yes
Ti(1) Cl(2) 2.2867(8) yes
Ti(1) N(1) 2.020(2) yes
Ti(1) N(2) 2.012(2) yes
Ti(1) C(1) 2.356(6) yes
Ti(1) C(2) 2.362(6) yes
Ti(1) C(3) 2.347(5) yes
Ti(1) C(4) 2.340(7) yes
Ti(1) C(5) 2.323(7) yes
Ti(1) C(21) 2.343(10) yes
Ti(1) C(22) 2.354(7) yes
Ti(1) C(23) 2.391(8) yes
Ti(1) C(24) 2.354(8) yes
Ti(1) C(25) 2.376(8) yes
N(1) N(2) 1.372(3) yes
N(1) C(6) 1.347(3) yes
N(2) C(8) 1.347(3) yes
C(1) C(2) 1.389(9) yes
C(1) C(5) 1.436(10) yes
C(2) C(3) 1.446(9) yes
C(3) C(4) 1.439(10) yes
C(4) C(5) 1.510(9) yes
C(6) C(7) 1.400(4) yes
C(6) C(9) 1.469(4) yes
C(7) C(8) 1.399(3) yes
C(8) C(15) 1.471(3) yes
C(9) C(10) 1.399(4) yes
C(9) C(14) 1.399(4) yes
C(10) C(11) 1.390(4) yes
C(11) C(12) 1.383(5) yes
C(12) C(13) 1.385(4) yes
C(13) C(14) 1.383(4) yes
C(15) C(16) 1.396(4) yes
C(15) C(20) 1.394(4) yes
C(16) C(17) 1.386(4) yes
C(17) C(18) 1.385(4) yes
C(18) C(19) 1.391(4) yes
C(19) C(20) 1.382(4) yes
C(21) C(22) 1.346(13) yes
C(21) C(25) 1.329(13) yes
C(22) C(23) 1.430(12) yes
C(23) C(24) 1.422(11) yes
C(24) C(25) 1.353(13) yes
C(7) H(1) 0.950 no
C(10) H(2) 0.950 no
C(11) H(3) 0.950 no
C(12) H(4) 0.950 no
C(13) H(5) 0.950 no
C(14) H(6) 0.950 no
C(16) H(7) 0.950 no
C(17) H(8) 0.950 no
C(18) H(9) 0.950 no
C(19) H(10) 0.950 no
C(20) H(11) 0.950 no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_2
N(1) C(14) 2.876(4) no .
N(2) C(16) 2.892(3) no .
C(7) C(10) 3.100(4) no .
C(7) C(20) 3.098(4) no .
C(9) C(12) 2.788(4) no .
C(10) C(13) 2.780(4) no .
C(11) C(14) 2.771(4) no .
C(15) C(18) 2.789(4) no .
C(16) C(19) 2.772(4) no .
C(17) C(20) 2.772(4) no .
Cl(2) C(3) 3.521(6) no 5_656
Cl(2) C(24) 3.503(8) no 5_656
C(1) C(12) 3.472(6) no 2_545
C(3) Cl(2) 3.521(6) no 5_656
C(4) C(19) 3.589(8) no 4_555
C(9) C(16) 3.395(4) no 7_655
C(11) C(22) 3.548(8) no 2_555
C(12) C(1) 3.472(6) no 2_555
C(12) C(22) 3.435(8) no 2_555
C(13) C(22) 3.492(8) no 2_555
C(14) C(16) 3.428(4) no 7_655
C(14) C(17) 3.341(4) no 7_655
C(16) C(9) 3.395(4) no 7_645
C(16) C(14) 3.428(4) no 7_645
C(17) C(14) 3.341(4) no 7_645
C(18) C(24) 3.584(8) no 4_554
C(19) C(4) 3.589(8) no 4_554
C(19) C(24) 3.579(8) no 4_554
C(22) C(11) 3.548(8) no 2_545
C(22) C(12) 3.435(8) no 2_545
C(22) C(13) 3.492(8) no 2_545
C(24) Cl(2) 3.503(8) no 5_656
C(24) C(18) 3.584(8) no 4_555
C(24) C(19) 3.579(8) no 4_555
Ti(1) H(6) 3.5792 no .
Cl(1) H(6) 3.1704 no .
Cl(2) H(7) 2.9027 no .
N(1) H(1) 3.1363 no .
N(1) H(6) 2.5610 no .
N(2) H(1) 3.1355 no .
N(2) H(7) 2.5809 no .
C(2) H(6) 3.3100 no .
C(6) H(2) 2.6596 no .
C(6) H(6) 2.6505 no .
C(7) H(2) 2.8070 no .
C(7) H(11) 2.8053 no .
C(8) H(7) 2.6521 no .
C(8) H(11) 2.6494 no .
C(9) H(1) 2.9499 no .
C(9) H(3) 3.2694 no .
C(9) H(5) 3.2698 no .
C(10) H(1) 2.9971 no .
C(10) H(4) 3.2654 no .
C(10) H(6) 3.2725 no .
C(11) H(5) 3.2520 no .
C(12) H(2) 3.2645 no .
C(12) H(6) 3.2569 no .
C(13) H(3) 3.2515 no .
C(14) H(2) 3.2741 no .
C(14) H(4) 3.2580 no .
C(15) H(1) 2.9441 no .
C(15) H(8) 3.2689 no .
C(15) H(10) 3.2649 no .
C(16) H(9) 3.2624 no .
C(16) H(11) 3.2641 no .
C(17) H(10) 3.2569 no .
C(18) H(7) 3.2603 no .
C(18) H(11) 3.2608 no .
C(19) H(8) 3.2575 no .
C(20) H(1) 2.9971 no .
C(20) H(7) 3.2644 no .
C(20) H(9) 3.2620 no .
H(1) H(2) 2.4295 no .
H(1) H(11) 2.4411 no .
H(2) H(3) 2.3377 no .
H(3) H(4) 2.3299 no .
H(4) H(5) 2.3335 no .
H(5) H(6) 2.3290 no .
H(7) H(8) 2.3321 no .
H(8) H(9) 2.3360 no .
H(9) H(10) 2.3424 no .
H(10) H(11) 2.3264 no .
Cl(1) H(4) 3.5995 no 5_666
Cl(1) H(5) 2.8948 no 5_666
Cl(1) H(8) 3.2052 no 7_655
Cl(1) H(9) 3.2027 no 7_655
Cl(1) H(10) 2.9755 no 8_555
Cl(1) H(11) 3.5219 no 8_555
Cl(2) H(1) 3.2097 no 7_645
Cl(2) H(2) 3.1096 no 7_645
Cl(2) H(4) 2.8399 no 1_545
N(1) H(8) 3.2145 no 7_655
N(2) H(3) 3.5309 no 7_645
C(2) H(5) 3.5254 no 5_666
C(2) H(9) 3.3991 no 4_555
C(2) H(10) 3.2638 no 3_555
C(3) H(5) 3.5801 no 5_666
C(3) H(9) 2.9834 no 4_555
C(3) H(10) 3.5609 no 4_555
C(4) H(9) 3.1303 no 4_555
C(4) H(10) 2.8843 no 4_555
C(5) H(9) 3.5739 no 4_555
C(6) H(7) 3.5319 no 7_655
C(6) H(8) 3.4888 no 7_655
C(9) H(7) 3.1952 no 7_655
C(9) H(8) 3.5815 no 7_655
C(10) H(7) 3.2929 no 7_655
C(11) H(8) 3.5759 no 1_565
C(14) H(8) 3.4628 no 7_655
C(15) H(2) 3.1548 no 2_545
C(16) H(1) 3.5052 no 2_545
C(16) H(2) 3.4334 no 2_545
C(17) H(1) 2.9537 no 2_545
C(17) H(3) 3.3881 no 1_545
C(17) H(6) 3.2999 no 7_645
C(17) H(11) 3.1480 no 2_545
C(18) H(1) 3.0490 no 2_545
C(18) H(11) 3.1398 no 2_545
C(19) H(2) 3.4246 no 2_545
C(20) H(2) 3.1416 no 2_545
C(20) H(8) 3.5006 no 2_555
C(21) H(9) 3.3469 no 4_555
C(21) H(10) 3.5296 no 3_555
C(23) H(9) 3.4526 no 4_555
C(23) H(10) 3.2025 no 4_555
C(24) H(9) 2.9808 no 4_555
C(24) H(10) 2.9584 no 4_555
C(25) H(5) 3.4350 no 5_666
C(25) H(9) 2.9843 no 4_555
C(25) H(11) 3.4714 no 3_555
H(1) Cl(2) 3.2097 no 7_655
H(1) C(16) 3.5052 no 2_555
H(1) C(17) 2.9537 no 2_555
H(1) C(18) 3.0490 no 2_555
H(1) H(8) 3.0701 no 2_555
H(1) H(9) 3.2375 no 2_555
H(2) Cl(2) 3.1096 no 7_655
H(2) C(15) 3.1548 no 2_555
H(2) C(16) 3.4334 no 2_555
H(2) C(19) 3.4246 no 2_555
H(2) C(20) 3.1416 no 2_555
H(2) H(7) 3.5388 no 7_655
H(2) H(11) 3.4759 no 2_555
H(3) N(2) 3.5309 no 7_655
H(3) C(17) 3.3881 no 1_565
H(3) H(7) 3.2552 no 1_565
H(3) H(8) 2.6530 no 1_565
H(3) H(11) 3.5923 no 2_555
H(4) Cl(1) 3.5995 no 5_666
H(4) Cl(2) 2.8399 no 1_565
H(5) Cl(1) 2.8948 no 5_666
H(5) C(2) 3.5254 no 5_666
H(5) C(3) 3.5801 no 5_666
H(5) C(25) 3.4350 no 5_666
H(5) H(6) 3.1393 no 5_666
H(6) C(17) 3.2999 no 7_655
H(6) H(5) 3.1393 no 5_666
H(6) H(8) 3.2738 no 7_655
H(7) C(6) 3.5319 no 7_645
H(7) C(9) 3.1952 no 7_645
H(7) C(10) 3.2929 no 7_645
H(7) H(2) 3.5388 no 7_645
H(7) H(3) 3.2552 no 1_545
H(8) Cl(1) 3.2052 no 7_645
H(8) N(1) 3.2145 no 7_645
H(8) C(6) 3.4888 no 7_645
H(8) C(9) 3.5814 no 7_645
H(8) C(11) 3.5759 no 1_545
H(8) C(14) 3.4628 no 7_645
H(8) C(20) 3.5006 no 2_545
H(8) H(1) 3.0701 no 2_545
H(8) H(3) 2.6530 no 1_545
H(8) H(6) 3.2738 no 7_645
H(8) H(11) 2.7024 no 2_545
H(9) Cl(1) 3.2027 no 7_645
H(9) C(2) 3.3991 no 4_554
H(9) C(3) 2.9834 no 4_554
H(9) C(4) 3.1303 no 4_554
H(9) C(5) 3.5739 no 4_554
H(9) C(21) 3.3469 no 4_554
H(9) C(23) 3.4526 no 4_554
H(9) C(24) 2.9808 no 4_554
H(9) C(25) 2.9843 no 4_554
H(9) H(1) 3.2375 no 2_545
H(9) H(11) 2.7001 no 2_545
H(10) Cl(1) 2.9755 no 8_455
H(10) C(2) 3.2638 no 3_554
H(10) C(3) 3.5609 no 4_554
H(10) C(4) 2.8843 no 4_554
H(10) C(21) 3.5296 no 3_554
H(10) C(23) 3.2025 no 4_554
H(10) C(24) 2.9584 no 4_554
H(11) Cl(1) 3.5219 no 8_455
H(11) C(17) 3.1480 no 2_555
H(11) C(18) 3.1398 no 2_555
H(11) C(25) 3.4714 no 3_554
H(11) H(2) 3.4759 no 2_545
H(11) H(3) 3.5923 no 2_545
H(11) H(8) 2.7024 no 2_555
H(11) H(9) 2.7001 no 2_555
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
Cl(1) Ti(1) N(1) N(2) 141.42(8) no
Cl(1) Ti(1) N(2) N(1) -48.04(11) no
Cl(1) Ti(1) C(1) C(2) -13.5(4) no
Cl(1) Ti(1) C(1) C(5) -133.07(16) no
Cl(1) Ti(1) C(2) C(1) 169.0(2) no
Cl(1) Ti(1) C(2) C(3) -75.4(2) no
Cl(1) Ti(1) C(3) C(2) 103.1(2) no
Cl(1) Ti(1) C(3) C(4) -137.2(2) no
Cl(1) Ti(1) C(4) C(3) 45.6(3) no
Cl(1) Ti(1) C(4) C(5) 157.90(17) no
Cl(1) Ti(1) C(5) C(1) 79.2(4) no
Cl(1) Ti(1) C(5) C(4) -35.9(5) no
Cl(1) Ti(1) C(21) C(22) -167.1(3) no
Cl(1) Ti(1) C(21) C(25) -47.1(4) no
Cl(1) Ti(1) C(22) C(21) 19.4(6) no
Cl(1) Ti(1) C(22) C(23) -96.2(4) no
Cl(1) Ti(1) C(23) C(22) 121.0(3) no
Cl(1) Ti(1) C(23) C(24) 12.0(5) no
Cl(1) Ti(1) C(24) C(23) -171.0(3) no
Cl(1) Ti(1) C(24) C(25) 68.4(3) no
Cl(1) Ti(1) C(25) C(21) 135.5(4) no
Cl(1) Ti(1) C(25) C(24) -112.3(3) no
Cl(2) Ti(1) N(1) N(2) 41.54(12) no
Cl(2) Ti(1) N(2) N(1) -146.59(8) no
Cl(2) Ti(1) C(1) C(2) 129.77(18) no
Cl(2) Ti(1) C(1) C(5) 10.2(4) no
Cl(2) Ti(1) C(2) C(1) -87.5(3) no
Cl(2) Ti(1) C(2) C(3) 28.1(4) no
Cl(2) Ti(1) C(3) C(2) -163.03(16) no
Cl(2) Ti(1) C(3) C(4) -43.3(3) no
Cl(2) Ti(1) C(4) C(3) 140.1(3) no
Cl(2) Ti(1) C(4) C(5) -107.6(3) no
Cl(2) Ti(1) C(5) C(1) -172.31(18) no
Cl(2) Ti(1) C(5) C(4) 72.5(3) no
Cl(2) Ti(1) C(21) C(22) -43.9(6) no
Cl(2) Ti(1) C(21) C(25) 76.0(5) no
Cl(2) Ti(1) C(22) C(21) 150.7(3) no
Cl(2) Ti(1) C(22) C(23) 35.1(3) no
Cl(2) Ti(1) C(23) C(22) -147.4(3) no
Cl(2) Ti(1) C(23) C(24) 103.6(3) no
Cl(2) Ti(1) C(24) C(23) -74.6(3) no
Cl(2) Ti(1) C(24) C(25) 164.8(3) no
Cl(2) Ti(1) C(25) C(21) -130.5(3) no
Cl(2) Ti(1) C(25) C(24) -18.3(5) no
N(1) Ti(1) N(2) N(1) 0.00(10) no
N(2) Ti(1) N(1) N(2) 0.00(10) no
N(1) Ti(1) C(1) C(2) -101.9(3) no
N(1) Ti(1) C(1) C(5) 138.6(3) no
C(1) Ti(1) N(1) N(2) -93.29(17) no
N(1) Ti(1) C(2) C(1) 75.4(3) no
N(1) Ti(1) C(2) C(3) -169.0(2) no
C(2) Ti(1) N(1) N(2) -126.70(16) no
N(1) Ti(1) C(3) C(2) 13.5(3) no
N(1) Ti(1) C(3) C(4) 133.22(18) no
C(3) Ti(1) N(1) N(2) -134.51(18) no
N(1) Ti(1) C(4) C(3) -78.1(4) no
N(1) Ti(1) C(4) C(5) 34.2(5) no
C(4) Ti(1) N(1) N(2) -90.5(3) no
N(1) Ti(1) C(5) C(1) -43.6(3) no
N(1) Ti(1) C(5) C(4) -158.72(19) no
C(5) Ti(1) N(1) N(2) -69.27(19) no
N(1) Ti(1) C(21) C(22) 99.9(4) no
N(1) Ti(1) C(21) C(25) -140.2(4) no
C(21) Ti(1) N(1) N(2) -110.7(3) no
N(1) Ti(1) C(22) C(21) -80.4(3) no
N(1) Ti(1) C(22) C(23) 164.0(3) no
C(22) Ti(1) N(1) N(2) -77.9(3) no
N(1) Ti(1) C(23) C(22) -20.2(4) no
N(1) Ti(1) C(23) C(24) -129.2(3) no
C(23) Ti(1) N(1) N(2) -66.5(3) no
N(1) Ti(1) C(24) C(23) 83.5(4) no
N(1) Ti(1) C(24) C(25) -37.1(5) no
C(24) Ti(1) N(1) N(2) -111.8(3) no
N(1) Ti(1) C(25) C(21) 43.8(5) no
N(1) Ti(1) C(25) C(24) 156.0(3) no
C(25) Ti(1) N(1) N(2) -132.7(3) no
N(2) Ti(1) C(1) C(2) -141.7(3) no
N(2) Ti(1) C(1) C(5) 98.7(3) no
C(1) Ti(1) N(2) N(1) 82.03(17) no
N(2) Ti(1) C(2) C(1) 41.8(3) no
N(2) Ti(1) C(2) C(3) 157.42(16) no
C(2) Ti(1) N(2) N(1) 59.94(18) no
N(2) Ti(1) C(3) C(2) -36.9(5) no
N(2) Ti(1) C(3) C(4) 82.9(4) no
C(3) Ti(1) N(2) N(1) 82.2(3) no
N(2) Ti(1) C(4) C(3) -132.0(2) no
N(2) Ti(1) C(4) C(5) -19.7(4) no
C(4) Ti(1) N(2) N(1) 129.2(3) no
N(2) Ti(1) C(5) C(1) -80.3(2) no
N(2) Ti(1) C(5) C(4) 164.5(3) no
C(5) Ti(1) N(2) N(1) 117.3(2) no
N(2) Ti(1) C(21) C(22) 62.3(4) no
N(2) Ti(1) C(21) C(25) -177.8(3) no
C(21) Ti(1) N(2) N(1) 72.3(3) no
N(2) Ti(1) C(22) C(21) -119.3(4) no
N(2) Ti(1) C(22) C(23) 125.1(3) no
C(22) Ti(1) N(2) N(1) 101.6(3) no
N(2) Ti(1) C(23) C(22) -57.6(3) no
N(2) Ti(1) C(23) C(24) -166.6(3) no
C(23) Ti(1) N(2) N(1) 130.7(2) no
N(2) Ti(1) C(24) C(23) 19.8(5) no
N(2) Ti(1) C(24) C(25) -100.8(4) no
C(24) Ti(1) N(2) N(1) 119.1(3) no
N(2) Ti(1) C(25) C(21) 3.0(6) no
N(2) Ti(1) C(25) C(24) 115.2(3) no
C(25) Ti(1) N(2) N(1) 70.7(4) no
C(1) Ti(1) C(2) C(1) 0.0(3) no
C(1) Ti(1) C(2) C(3) 115.6(5) no
C(2) Ti(1) C(1) C(2) 0.0(3) no
C(2) Ti(1) C(1) C(5) -119.6(5) no
C(1) Ti(1) C(3) C(2) -36.7(3) no
C(1) Ti(1) C(3) C(4) 83.1(3) no
C(3) Ti(1) C(1) C(2) 38.4(3) no
C(3) Ti(1) C(1) C(5) -81.2(3) no
C(1) Ti(1) C(4) C(3) -75.0(3) no
C(1) Ti(1) C(4) C(5) 37.3(3) no
C(4) Ti(1) C(1) C(2) 80.1(3) no
C(4) Ti(1) C(1) C(5) -39.5(3) no
C(1) Ti(1) C(5) C(1) 0.0(3) no
C(1) Ti(1) C(5) C(4) -115.2(5) no
C(5) Ti(1) C(1) C(2) 119.6(5) no
C(5) Ti(1) C(1) C(5) 0.0(3) no
C(1) Ti(1) C(23) C(22) 14.4(3) no
C(1) Ti(1) C(23) C(24) -94.6(4) no
C(23) Ti(1) C(1) C(2) 105.4(4) no
C(23) Ti(1) C(1) C(5) -14.2(3) no
C(1) Ti(1) C(24) C(23) 62.7(3) no
C(1) Ti(1) C(24) C(25) -57.9(3) no
C(24) Ti(1) C(1) C(2) 65.2(3) no
C(24) Ti(1) C(1) C(5) -54.4(3) no
C(1) Ti(1) C(25) C(21) -11.9(3) no
C(1) Ti(1) C(25) C(24) 100.2(5) no
C(25) Ti(1) C(1) C(2) 27.5(4) no
C(25) Ti(1) C(1) C(5) -92.0(4) no
C(2) Ti(1) C(3) C(2) 0.0(3) no
C(2) Ti(1) C(3) C(4) 119.8(4) no
C(3) Ti(1) C(2) C(1) -115.6(5) no
C(3) Ti(1) C(2) C(3) 0.0(3) no
C(2) Ti(1) C(4) C(3) -35.6(3) no
C(2) Ti(1) C(4) C(5) 76.8(3) no
C(4) Ti(1) C(2) C(1) -80.1(3) no
C(4) Ti(1) C(2) C(3) 35.6(3) no
C(2) Ti(1) C(5) C(1) 34.6(3) no
C(2) Ti(1) C(5) C(4) -80.5(3) no
C(5) Ti(1) C(2) C(1) -36.2(3) no
C(5) Ti(1) C(2) C(3) 79.4(3) no
C(2) Ti(1) C(22) C(21) 5.9(3) no
C(2) Ti(1) C(22) C(23) -109.7(4) no
C(22) Ti(1) C(2) C(1) -19.6(3) no
C(22) Ti(1) C(2) C(3) 96.0(4) no
C(2) Ti(1) C(23) C(22) 50.5(3) no
C(2) Ti(1) C(23) C(24) -58.5(3) no
C(23) Ti(1) C(2) C(1) -55.6(3) no
C(23) Ti(1) C(2) C(3) 60.0(3) no
C(2) Ti(1) C(24) C(23) 102.2(4) no
C(2) Ti(1) C(24) C(25) -18.4(3) no
C(24) Ti(1) C(2) C(1) -93.0(4) no
C(24) Ti(1) C(2) C(3) 22.6(3) no
C(2) Ti(1) C(25) C(21) 28.6(5) no
C(2) Ti(1) C(25) C(24) 140.8(8) no
C(25) Ti(1) C(2) C(1) -118.6(7) no
C(25) Ti(1) C(2) C(3) -3.0(6) no
C(3) Ti(1) C(4) C(3) -0.0(3) no
C(3) Ti(1) C(4) C(5) 112.3(5) no
C(4) Ti(1) C(3) C(2) -119.8(5) no
C(4) Ti(1) C(3) C(4) 0.0(3) no
C(3) Ti(1) C(5) C(1) 76.4(3) no
C(3) Ti(1) C(5) C(4) -38.8(3) no
C(5) Ti(1) C(3) C(2) -78.7(3) no
C(5) Ti(1) C(3) C(4) 41.1(3) no
C(3) Ti(1) C(21) C(22) -109.2(6) no
C(3) Ti(1) C(21) C(25) 10.7(3) no
C(21) Ti(1) C(3) C(2) -22.7(4) no
C(21) Ti(1) C(3) C(4) 97.1(4) no
C(3) Ti(1) C(22) C(21) 47.6(3) no
C(3) Ti(1) C(22) C(23) -68.0(3) no
C(22) Ti(1) C(3) C(2) -59.1(4) no
C(22) Ti(1) C(3) C(4) 60.6(4) no
C(3) Ti(1) C(23) C(22) 89.2(4) no
C(3) Ti(1) C(23) C(24) -19.8(3) no
C(23) Ti(1) C(3) C(2) -100.3(4) no
C(23) Ti(1) C(3) C(4) 19.5(3) no
C(3) Ti(1) C(24) C(23) 136.5(7) no
C(3) Ti(1) C(24) C(25) 15.9(4) no
C(24) Ti(1) C(3) C(2) -129.3(6) no
C(24) Ti(1) C(3) C(4) -9.6(5) no
C(4) Ti(1) C(5) C(1) 115.2(5) no
C(4) Ti(1) C(5) C(4) 0.0(3) no
C(5) Ti(1) C(4) C(3) -112.3(5) no
C(5) Ti(1) C(4) C(5) 0.0(3) no
C(4) Ti(1) C(21) C(22) -65.5(4) no
C(4) Ti(1) C(21) C(25) 54.4(4) no
C(21) Ti(1) C(4) C(3) -53.8(4) no
C(21) Ti(1) C(4) C(5) 58.5(4) no
C(4) Ti(1) C(22) C(21) 89.4(4) no
C(4) Ti(1) C(22) C(23) -26.1(3) no
C(22) Ti(1) C(4) C(3) -94.7(4) no
C(22) Ti(1) C(4) C(5) 17.6(3) no
C(4) Ti(1) C(23) C(22) 119.5(8) no
C(4) Ti(1) C(23) C(24) 10.5(5) no
C(23) Ti(1) C(4) C(3) -135.6(8) no
C(23) Ti(1) C(4) C(5) -23.3(6) no
C(4) Ti(1) C(25) C(21) -99.7(5) no
C(4) Ti(1) C(25) C(24) 12.5(3) no
C(25) Ti(1) C(4) C(3) -14.5(3) no
C(25) Ti(1) C(4) C(5) 97.9(4) no
C(5) Ti(1) C(21) C(22) -18.6(3) no
C(5) Ti(1) C(21) C(25) 101.3(5) no
C(21) Ti(1) C(5) C(1) 24.1(4) no
C(21) Ti(1) C(5) C(4) -91.1(4) no
C(5) Ti(1) C(24) C(23) 22.3(3) no
C(5) Ti(1) C(24) C(25) -98.3(4) no
C(24) Ti(1) C(5) C(1) 101.3(4) no
C(24) Ti(1) C(5) C(4) -13.9(3) no
C(5) Ti(1) C(25) C(21) -54.8(4) no
C(5) Ti(1) C(25) C(24) 57.4(4) no
C(25) Ti(1) C(5) C(1) 62.1(3) no
C(25) Ti(1) C(5) C(4) -53.0(3) no
C(21) Ti(1) C(22) C(21) 0.0(5) no
C(21) Ti(1) C(22) C(23) -115.6(6) no
C(22) Ti(1) C(21) C(22) 0.0(4) no
C(22) Ti(1) C(21) C(25) 119.9(7) no
C(21) Ti(1) C(23) C(22) 36.3(4) no
C(21) Ti(1) C(23) C(24) -72.7(4) no
C(23) Ti(1) C(21) C(22) -38.3(4) no
C(23) Ti(1) C(21) C(25) 81.6(5) no
C(21) Ti(1) C(24) C(23) 82.2(4) no
C(21) Ti(1) C(24) C(25) -38.4(4) no
C(24) Ti(1) C(21) C(22) -80.9(5) no
C(24) Ti(1) C(21) C(25) 39.0(4) no
C(21) Ti(1) C(25) C(21) 0.0(4) no
C(21) Ti(1) C(25) C(24) 112.2(7) no
C(25) Ti(1) C(21) C(22) -119.9(7) no
C(25) Ti(1) C(21) C(25) 0.0(4) no
C(22) Ti(1) C(23) C(22) 0.0(3) no
C(22) Ti(1) C(23) C(24) -109.0(6) no
C(23) Ti(1) C(22) C(21) 115.6(6) no
C(23) Ti(1) C(22) C(23) 0.0(4) no
C(22) Ti(1) C(24) C(23) 41.2(4) no
C(22) Ti(1) C(24) C(25) -79.4(4) no
C(24) Ti(1) C(22) C(21) 74.7(4) no
C(24) Ti(1) C(22) C(23) -40.9(3) no
C(22) Ti(1) C(25) C(21) -34.9(4) no
C(22) Ti(1) C(25) C(24) 77.3(5) no
C(25) Ti(1) C(22) C(21) 34.3(4) no
C(25) Ti(1) C(22) C(23) -81.3(4) no
C(23) Ti(1) C(24) C(23) 0.0(4) no
C(23) Ti(1) C(24) C(25) -120.6(6) no
C(24) Ti(1) C(23) C(22) 109.0(6) no
C(24) Ti(1) C(23) C(24) 0.0(4) no
C(23) Ti(1) C(25) C(21) -76.8(4) no
C(23) Ti(1) C(25) C(24) 35.4(3) no
C(25) Ti(1) C(23) C(22) 75.3(4) no
C(25) Ti(1) C(23) C(24) -33.7(3) no
C(24) Ti(1) C(25) C(21) -112.2(6) no
C(24) Ti(1) C(25) C(24) 0.0(3) no
C(25) Ti(1) C(24) C(23) 120.6(6) no
C(25) Ti(1) C(24) C(25) 0.0(4) no
Ti(1) N(1) N(2) Ti(1) 0.000(14) no
Ti(1) N(1) N(2) C(8) 168.14(16) no
N(2) N(1) C(6) C(7) -1.1(3) no
N(2) N(1) C(6) C(9) -179.59(18) no
C(6) N(1) N(2) Ti(1) -167.84(19) no
C(6) N(1) N(2) C(8) 0.3(3) no
N(1) N(2) C(8) C(7) 0.6(3) no
N(1) N(2) C(8) C(15) 178.38(18) no
Ti(1) C(1) C(2) Ti(1) 0.000(12) no
Ti(1) C(1) C(2) C(3) -63.7(4) no
Ti(1) C(1) C(5) Ti(1) 0.000(11) no
Ti(1) C(1) C(5) C(4) 64.2(3) no
C(2) C(1) C(5) Ti(1) -62.7(5) no
C(2) C(1) C(5) C(4) 1.5(6) no
C(5) C(1) C(2) Ti(1) 61.3(4) no
C(5) C(1) C(2) C(3) -2.3(7) no
Ti(1) C(2) C(3) Ti(1) 0.000(12) no
Ti(1) C(2) C(3) C(4) -62.0(3) no
C(1) C(2) C(3) Ti(1) 64.4(4) no
C(1) C(2) C(3) C(4) 2.3(6) no
Ti(1) C(3) C(4) Ti(1) 0.000(12) no
Ti(1) C(3) C(4) C(5) -63.9(4) no
C(2) C(3) C(4) Ti(1) 62.5(4) no
C(2) C(3) C(4) C(5) -1.4(7) no
Ti(1) C(4) C(5) Ti(1) -0.000(12) no
Ti(1) C(4) C(5) C(1) -65.3(4) no
C(3) C(4) C(5) Ti(1) 65.3(4) no
C(3) C(4) C(5) C(1) -0.0(6) no
N(1) C(6) C(7) C(8) 1.4(3) no
N(1) C(6) C(9) C(10) 173.9(2) no
N(1) C(6) C(9) C(14) -3.6(4) no
C(7) C(6) C(9) C(10) -4.3(4) no
C(7) C(6) C(9) C(14) 178.3(3) no
C(9) C(6) C(7) C(8) 179.7(3) no
C(6) C(7) C(8) N(2) -1.2(3) no
C(6) C(7) C(8) C(15) -178.7(2) no
N(2) C(8) C(15) C(16) -10.1(4) no
N(2) C(8) C(15) C(20) 171.7(2) no
C(7) C(8) C(15) C(16) 167.2(3) no
C(7) C(8) C(15) C(20) -11.1(4) no
C(6) C(9) C(10) C(11) -176.85(19) no
C(6) C(9) C(14) C(13) 177.3(2) no
C(10) C(9) C(14) C(13) -0.2(4) no
C(14) C(9) C(10) C(11) 0.6(4) no
C(9) C(10) C(11) C(12) -0.5(4) no
C(10) C(11) C(12) C(13) -0.2(4) no
C(11) C(12) C(13) C(14) 0.7(4) no
C(12) C(13) C(14) C(9) -0.5(4) no
C(8) C(15) C(16) C(17) -176.74(19) no
C(8) C(15) C(20) C(19) 177.57(19) no
C(16) C(15) C(20) C(19) -0.7(4) no
C(20) C(15) C(16) C(17) 1.5(4) no
C(15) C(16) C(17) C(18) -0.7(4) no
C(16) C(17) C(18) C(19) -1.0(4) no
C(17) C(18) C(19) C(20) 1.8(4) no
C(18) C(19) C(20) C(15) -1.0(4) no
Ti(1) C(21) C(22) Ti(1) 0.000(12) no
Ti(1) C(21) C(22) C(23) 65.9(5) no
Ti(1) C(21) C(25) Ti(1) 0.000(13) no
Ti(1) C(21) C(25) C(24) -65.9(5) no
C(22) C(21) C(25) Ti(1) 64.7(7) no
C(22) C(21) C(25) C(24) -1.2(10) no
C(25) C(21) C(22) Ti(1) -65.4(8) no
C(25) C(21) C(22) C(23) 0.5(10) no
Ti(1) C(22) C(23) Ti(1) 0.000(11) no
Ti(1) C(22) C(23) C(24) 65.6(4) no
C(21) C(22) C(23) Ti(1) -65.3(6) no
C(21) C(22) C(23) C(24) 0.3(8) no
Ti(1) C(23) C(24) Ti(1) 0.000(12) no
Ti(1) C(23) C(24) C(25) 64.4(5) no
C(22) C(23) C(24) Ti(1) -65.5(5) no
C(22) C(23) C(24) C(25) -1.1(8) no
Ti(1) C(24) C(25) Ti(1) 0.000(11) no
Ti(1) C(24) C(25) C(21) 65.7(5) no
C(23) C(24) C(25) Ti(1) -64.3(6) no
C(23) C(24) C(25) C(21) 1.4(9) no
|
1501786.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501786.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501786
loop_
_publ_author_name
'Nomura, Kotohiro'
'Fukuda, Hiroya'
'Katao, Shohei'
'Fujiki, Michiya'
'Kim, Hyun Joon'
'Kim, Dong-Hyun'
'Saeed, Irfan'
_publ_section_title
;
Olefin Polymerization by Half-Titanocenes Containing \h2-Pyrazolato
Ligands−MAO Catalyst Systems
;
_journal_issue 7
_journal_name_full Macromolecules
_journal_page_first 1986
_journal_paper_doi 10.1021/ma200018z
_journal_volume 44
_journal_year 2011
_chemical_formula_moiety 'C19 H26 Cl2 N2 Ti'
_chemical_formula_sum 'C19 H26 Cl2 N2 Ti'
_chemical_formula_weight 401.23
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_Int_Tables_number 14
_symmetry_space_group_name_Hall '-P 2ybc'
_symmetry_space_group_name_H-M 'P 1 21/c 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_cell_angle_alpha 90.0000
_cell_angle_beta 93.3214(12)
_cell_angle_gamma 90.0000
_cell_formula_units_Z 4
_cell_length_a 6.6940(3)
_cell_length_b 17.8966(8)
_cell_length_c 17.2184(7)
_cell_measurement_reflns_used 12322
_cell_measurement_temperature 123
_cell_measurement_theta_max 25.31
_cell_measurement_theta_min 3.05
_cell_volume 2059.30(15)
_computing_cell_refinement 'RAPID AUTO'
_computing_data_collection 'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction 'RAPID AUTO'
_computing_molecular_graphics 'CrystalStructure 4.0'
_computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution 'SIR92 (Altomare, et al., 1994)'
_diffrn_ambient_temperature 123
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type 'Rigaku R-AXIS RAPID'
_diffrn_measurement_method \w
_diffrn_radiation_type 'Mo K\a'
_diffrn_radiation_wavelength 0.71075
_diffrn_reflns_av_R_equivalents 0.0354
_diffrn_reflns_limit_h_max 8
_diffrn_reflns_limit_h_min -7
_diffrn_reflns_limit_k_max 21
_diffrn_reflns_limit_k_min -21
_diffrn_reflns_limit_l_max 20
_diffrn_reflns_limit_l_min -20
_diffrn_reflns_number 16689
_diffrn_reflns_theta_full 25.31
_diffrn_reflns_theta_max 25.31
_diffrn_standards_number 0
_exptl_absorpt_coefficient_mu 0.678
_exptl_absorpt_correction_T_max 0.934
_exptl_absorpt_correction_T_min 0.723
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour orange
_exptl_crystal_density_diffrn 1.294
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 840.00
_exptl_crystal_size_max 0.200
_exptl_crystal_size_mid 0.120
_exptl_crystal_size_min 0.100
_refine_diff_density_max 0.570
_refine_diff_density_min -0.340
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.099
_refine_ls_hydrogen_treatment constr
_refine_ls_number_parameters 235
_refine_ls_number_reflns 3734
_refine_ls_number_restraints 3
_refine_ls_R_factor_gt 0.0346
_refine_ls_shift/su_max 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0490P)^2^+1.9795P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_ref 0.1039
_reflns_number_gt 3232
_reflns_number_total 3734
_reflns_threshold_expression F^2^>2.0\s(F^2^)
_cod_data_source_file ma200018z_si_003.cif
_cod_data_source_block (C5Me5)TiCl2(35iprN2C3H)
_cod_original_cell_volume 2059.29(15)
_cod_database_code 1501786
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,1/2-Y,1/2+Z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ti(1) Ti 0.30169(6) 0.16829(2) 0.21297(2) 0.01828(14) Uani 1.0 4 d .
Cl(1) Cl 0.46755(9) 0.10189(3) 0.31249(4) 0.02810(17) Uani 1.0 4 d .
Cl(2) Cl 0.47389(10) 0.11674(4) 0.11544(4) 0.03190(17) Uani 1.0 4 d .
N(1) N 0.3804(3) 0.26894(11) 0.25943(10) 0.0208(5) Uani 1.0 4 d .
N(2) N 0.3651(3) 0.27446(10) 0.17967(11) 0.0203(4) Uani 1.0 4 d .
C(1) C -0.0299(4) 0.21111(14) 0.22126(15) 0.0261(6) Uani 1.0 4 d .
C(2) C 0.0005(4) 0.15195(15) 0.27528(14) 0.0264(6) Uani 1.0 4 d .
C(3) C 0.0317(4) 0.08506(14) 0.23331(15) 0.0255(6) Uani 1.0 4 d .
C(4) C 0.0225(4) 0.10336(14) 0.15278(15) 0.0278(6) Uani 1.0 4 d .
C(5) C -0.0110(4) 0.18124(15) 0.14566(14) 0.0274(6) Uani 1.0 4 d .
C(6) C -0.0809(5) 0.29069(16) 0.23888(19) 0.0405(7) Uani 1.0 4 d .
C(7) C -0.0100(5) 0.1575(2) 0.36205(16) 0.0424(8) Uani 1.0 4 d .
C(8) C 0.0552(5) 0.00799(16) 0.26597(19) 0.0424(8) Uani 1.0 4 d .
C(9) C 0.0247(5) 0.05001(18) 0.08635(18) 0.0467(8) Uani 1.0 4 d .
C(10) C -0.0369(5) 0.22295(18) 0.06980(16) 0.0425(8) Uani 1.0 4 d .
C(11) C 0.4110(4) 0.33763(13) 0.28937(14) 0.0246(6) Uani 1.0 4 d .
C(12) C 0.4200(4) 0.38779(13) 0.22791(14) 0.0238(5) Uani 1.0 4 d .
C(13) C 0.3870(4) 0.34614(13) 0.15947(13) 0.0208(5) Uani 1.0 4 d .
C(14) C 0.4286(6) 0.35091(15) 0.37632(15) 0.0404(8) Uani 1.0 4 d .
C(15) C 0.4745(6) 0.28112(17) 0.42218(16) 0.0467(8) Uani 1.0 4 d .
C(16) C 0.512(4) 0.4242(8) 0.3947(12) 0.060(7) Uani 0.3000 4 d .
C(17) C 0.3786(4) 0.37102(13) 0.07575(14) 0.0248(6) Uani 1.0 4 d .
C(18) C 0.2213(5) 0.43218(15) 0.06072(15) 0.0332(6) Uani 1.0 4 d .
C(19) C 0.5823(5) 0.39852(17) 0.05247(17) 0.0389(7) Uani 1.0 4 d .
C(20) C 0.337(3) 0.4165(9) 0.3992(6) 0.076(6) Uani 0.3000 4 d .
C(21) C 0.5901(18) 0.4056(6) 0.4005(8) 0.034(3) Uani 0.4000 4 d .
H(1) H -0.0097 0.3241 0.2048 0.0485 Uiso 1.0 4 calc R
H(2) H -0.0409 0.3018 0.2933 0.0485 Uiso 1.0 4 calc R
H(3) H -0.2254 0.2982 0.2300 0.0485 Uiso 1.0 4 calc R
H(4) H -0.1332 0.1337 0.3777 0.0508 Uiso 1.0 4 calc R
H(5) H -0.0096 0.2102 0.3775 0.0508 Uiso 1.0 4 calc R
H(6) H 0.1059 0.1322 0.3876 0.0508 Uiso 1.0 4 calc R
H(7) H -0.0746 -0.0175 0.2625 0.0509 Uiso 1.0 4 calc R
H(8) H 0.1046 0.0110 0.3206 0.0509 Uiso 1.0 4 calc R
H(9) H 0.1509 -0.0200 0.2363 0.0509 Uiso 1.0 4 calc R
H(10) H -0.1130 0.0366 0.0695 0.0560 Uiso 1.0 4 calc R
H(11) H 0.0985 0.0049 0.1028 0.0560 Uiso 1.0 4 calc R
H(12) H 0.0899 0.0735 0.0431 0.0560 Uiso 1.0 4 calc R
H(13) H -0.0159 0.2765 0.0792 0.0510 Uiso 1.0 4 calc R
H(14) H -0.1726 0.2148 0.0468 0.0510 Uiso 1.0 4 calc R
H(15) H 0.0608 0.2048 0.0340 0.0510 Uiso 1.0 4 calc R
H(16) H 0.4439 0.4400 0.2316 0.0285 Uiso 1.0 4 calc R
H(18) H 0.3754 0.2426 0.4074 0.0560 Uiso 1.0 4 calc R
H(19) H 0.4699 0.2919 0.4778 0.0560 Uiso 1.0 4 calc R
H(20) H 0.6084 0.2632 0.4113 0.0560 Uiso 1.0 4 calc R
H(24) H 0.3395 0.3271 0.0424 0.0297 Uiso 1.0 4 calc R
H(25) H 0.2541 0.4752 0.0943 0.0398 Uiso 1.0 4 calc R
H(26) H 0.0892 0.4128 0.0721 0.0398 Uiso 1.0 4 calc R
H(27) H 0.2198 0.4477 0.0061 0.0398 Uiso 1.0 4 calc R
H(28) H 0.6803 0.3580 0.0592 0.0467 Uiso 1.0 4 calc R
H(29) H 0.6251 0.4409 0.0854 0.0467 Uiso 1.0 4 calc R
H(30) H 0.5724 0.4143 -0.0021 0.0467 Uiso 1.0 4 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Ti(1) 0.0182(3) 0.0167(3) 0.0199(3) -0.00010(16) 0.00086(16) 0.00150(15)
Cl(1) 0.0268(4) 0.0235(3) 0.0331(4) -0.0009(3) -0.0062(3) 0.0080(3)
Cl(2) 0.0364(4) 0.0278(4) 0.0328(4) 0.0013(3) 0.0129(3) -0.0044(3)
N(1) 0.0242(11) 0.0214(11) 0.0170(10) 0.0008(9) 0.0013(8) 0.0021(8)
N(2) 0.0204(10) 0.0202(10) 0.0201(10) 0.0001(8) 0.0004(8) 0.0009(8)
C(1) 0.0163(12) 0.0253(13) 0.0364(14) -0.0009(10) 0.0004(10) -0.0012(11)
C(2) 0.0158(12) 0.0362(15) 0.0273(13) -0.0059(11) 0.0016(10) 0.0005(11)
C(3) 0.0177(12) 0.0258(13) 0.0329(14) -0.0068(10) 0.0001(10) 0.0046(11)
C(4) 0.0205(13) 0.0303(14) 0.0320(14) -0.0031(11) -0.0041(10) -0.0049(11)
C(5) 0.0209(13) 0.0315(14) 0.0291(14) -0.0031(11) -0.0053(10) 0.0038(11)
C(6) 0.0252(15) 0.0329(16) 0.063(2) 0.0056(12) 0.0021(13) -0.0072(14)
C(7) 0.0280(16) 0.071(3) 0.0284(15) -0.0093(15) 0.0048(12) -0.0003(14)
C(8) 0.0358(17) 0.0293(15) 0.061(2) -0.0115(13) -0.0073(14) 0.0136(14)
C(9) 0.0407(18) 0.0490(19) 0.0490(18) -0.0031(15) -0.0082(14) -0.0226(15)
C(10) 0.0372(17) 0.0513(19) 0.0374(16) -0.0023(14) -0.0123(13) 0.0164(14)
C(11) 0.0280(14) 0.0192(12) 0.0265(13) 0.0028(10) -0.0001(10) -0.0013(10)
C(12) 0.0261(13) 0.0170(12) 0.0280(13) 0.0007(10) -0.0005(10) 0.0001(10)
C(13) 0.0180(12) 0.0191(12) 0.0253(12) 0.0006(9) 0.0027(10) 0.0015(10)
C(14) 0.072(3) 0.0255(14) 0.0232(14) 0.0050(14) -0.0041(13) -0.0038(11)
C(15) 0.073(3) 0.0376(17) 0.0284(15) 0.0028(16) -0.0070(14) -0.0020(13)
C(16) 0.12(2) 0.024(8) 0.030(7) 0.002(10) -0.021(12) -0.011(6)
C(17) 0.0336(14) 0.0187(12) 0.0222(12) -0.0016(11) 0.0026(10) 0.0015(10)
C(18) 0.0389(16) 0.0316(15) 0.0286(14) 0.0027(12) -0.0022(12) 0.0075(11)
C(19) 0.0377(17) 0.0423(17) 0.0379(16) 0.0011(13) 0.0126(13) 0.0124(13)
C(20) 0.120(13) 0.088(11) 0.019(6) 0.077(11) -0.006(7) -0.016(6)
C(21) 0.059(7) 0.017(5) 0.024(5) -0.015(5) -0.009(5) 0.007(4)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Ti Ti 0.2776 0.4457
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
Cl(1) Ti(1) Cl(2) 95.51(3) yes
Cl(1) Ti(1) N(1) 93.53(6) yes
Cl(1) Ti(1) N(2) 126.04(6) yes
Cl(1) Ti(1) C(1) 122.29(7) yes
Cl(1) Ti(1) C(2) 89.17(7) yes
Cl(1) Ti(1) C(3) 84.59(7) yes
Cl(1) Ti(1) C(4) 113.67(7) yes
Cl(1) Ti(1) C(5) 142.44(7) yes
Cl(2) Ti(1) N(1) 121.19(6) yes
Cl(2) Ti(1) N(2) 92.72(6) yes
Cl(2) Ti(1) C(1) 133.75(7) yes
Cl(2) Ti(1) C(2) 139.97(7) yes
Cl(2) Ti(1) C(3) 105.94(7) yes
Cl(2) Ti(1) C(4) 84.26(7) yes
Cl(2) Ti(1) C(5) 98.65(7) yes
N(1) Ti(1) N(2) 39.54(8) yes
N(1) Ti(1) C(1) 84.91(9) yes
N(1) Ti(1) C(2) 98.05(9) yes
N(1) Ti(1) C(3) 132.75(9) yes
N(1) Ti(1) C(4) 141.52(9) yes
N(1) Ti(1) C(5) 108.13(9) yes
N(2) Ti(1) C(1) 85.77(9) yes
N(2) Ti(1) C(2) 116.22(9) yes
N(2) Ti(1) C(3) 142.81(8) yes
N(2) Ti(1) C(4) 120.19(8) yes
N(2) Ti(1) C(5) 87.90(9) yes
C(1) Ti(1) C(2) 34.95(9) yes
C(1) Ti(1) C(3) 58.01(9) yes
C(1) Ti(1) C(4) 57.90(9) yes
C(1) Ti(1) C(5) 35.12(9) yes
C(2) Ti(1) C(3) 34.86(9) yes
C(2) Ti(1) C(4) 57.86(9) yes
C(2) Ti(1) C(5) 58.30(9) yes
C(3) Ti(1) C(4) 34.71(9) yes
C(3) Ti(1) C(5) 58.10(9) yes
C(4) Ti(1) C(5) 34.82(9) yes
Ti(1) N(1) N(2) 70.57(11) yes
Ti(1) N(1) C(11) 173.68(18) yes
N(2) N(1) C(11) 108.56(19) yes
Ti(1) N(2) N(1) 69.90(12) yes
Ti(1) N(2) C(13) 173.93(17) yes
N(1) N(2) C(13) 108.99(18) yes
Ti(1) C(1) C(2) 72.37(14) yes
Ti(1) C(1) C(5) 71.83(14) yes
Ti(1) C(1) C(6) 123.13(17) yes
C(2) C(1) C(5) 107.7(3) yes
C(2) C(1) C(6) 127.1(3) yes
C(5) C(1) C(6) 125.2(3) yes
Ti(1) C(2) C(1) 72.68(14) yes
Ti(1) C(2) C(3) 73.62(14) yes
Ti(1) C(2) C(7) 122.35(17) yes
C(1) C(2) C(3) 108.4(3) yes
C(1) C(2) C(7) 126.2(3) yes
C(3) C(2) C(7) 125.3(3) yes
Ti(1) C(3) C(2) 71.52(14) yes
Ti(1) C(3) C(4) 72.75(15) yes
Ti(1) C(3) C(8) 124.60(18) yes
C(2) C(3) C(4) 107.6(3) yes
C(2) C(3) C(8) 127.0(3) yes
C(4) C(3) C(8) 125.2(3) yes
Ti(1) C(4) C(3) 72.55(14) yes
Ti(1) C(4) C(5) 70.98(14) yes
Ti(1) C(4) C(9) 127.08(19) yes
C(3) C(4) C(5) 108.0(3) yes
C(3) C(4) C(9) 126.8(3) yes
C(5) C(4) C(9) 124.9(3) yes
Ti(1) C(5) C(1) 73.05(14) yes
Ti(1) C(5) C(4) 74.21(15) yes
Ti(1) C(5) C(10) 122.19(19) yes
C(1) C(5) C(4) 108.3(3) yes
C(1) C(5) C(10) 126.6(3) yes
C(4) C(5) C(10) 125.0(3) yes
N(1) C(11) C(12) 108.1(2) yes
N(1) C(11) C(14) 121.6(2) yes
C(12) C(11) C(14) 130.3(3) yes
C(11) C(12) C(13) 106.5(2) yes
N(2) C(13) C(12) 107.8(2) yes
N(2) C(13) C(17) 122.2(2) yes
C(12) C(13) C(17) 130.0(3) yes
C(11) C(14) C(15) 113.1(3) yes
C(11) C(14) C(16) 111.4(8) yes
C(11) C(14) C(20) 113.6(5) yes
C(11) C(14) C(21) 113.0(6) yes
C(15) C(14) C(16) 124.9(8) yes
C(15) C(14) C(20) 129.3(6) yes
C(15) C(14) C(21) 105.9(5) yes
C(13) C(17) C(18) 111.1(2) yes
C(13) C(17) C(19) 111.3(2) yes
C(18) C(17) C(19) 110.0(2) yes
C(1) C(6) H(1) 109.478 no
C(1) C(6) H(2) 109.474 no
C(1) C(6) H(3) 109.470 no
H(1) C(6) H(2) 109.467 no
H(1) C(6) H(3) 109.473 no
H(2) C(6) H(3) 109.465 no
C(2) C(7) H(4) 109.472 no
C(2) C(7) H(5) 109.474 no
C(2) C(7) H(6) 109.467 no
H(4) C(7) H(5) 109.471 no
H(4) C(7) H(6) 109.477 no
H(5) C(7) H(6) 109.467 no
C(3) C(8) H(7) 109.471 no
C(3) C(8) H(8) 109.481 no
C(3) C(8) H(9) 109.477 no
H(7) C(8) H(8) 109.467 no
H(7) C(8) H(9) 109.465 no
H(8) C(8) H(9) 109.467 no
C(4) C(9) H(10) 109.469 no
C(4) C(9) H(11) 109.468 no
C(4) C(9) H(12) 109.465 no
H(10) C(9) H(11) 109.473 no
H(10) C(9) H(12) 109.472 no
H(11) C(9) H(12) 109.481 no
C(5) C(10) H(13) 109.469 no
C(5) C(10) H(14) 109.475 no
C(5) C(10) H(15) 109.480 no
H(13) C(10) H(14) 109.473 no
H(13) C(10) H(15) 109.464 no
H(14) C(10) H(15) 109.467 no
C(11) C(12) H(16) 126.721 no
C(13) C(12) H(16) 126.737 no
C(14) C(15) H(18) 109.468 no
C(14) C(15) H(19) 109.465 no
C(14) C(15) H(20) 109.461 no
H(18) C(15) H(19) 109.475 no
H(18) C(15) H(20) 109.477 no
H(19) C(15) H(20) 109.482 no
C(13) C(17) H(24) 108.119 no
C(18) C(17) H(24) 108.124 no
C(19) C(17) H(24) 108.128 no
C(17) C(18) H(25) 109.470 no
C(17) C(18) H(26) 109.483 no
C(17) C(18) H(27) 109.474 no
H(25) C(18) H(26) 109.466 no
H(25) C(18) H(27) 109.463 no
H(26) C(18) H(27) 109.472 no
C(17) C(19) H(28) 109.468 no
C(17) C(19) H(29) 109.472 no
C(17) C(19) H(30) 109.468 no
H(28) C(19) H(29) 109.474 no
H(28) C(19) H(30) 109.469 no
H(29) C(19) H(30) 109.476 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Ti(1) Cl(1) 2.3153(8) yes
Ti(1) Cl(2) 2.2857(8) yes
Ti(1) N(1) 2.028(2) yes
Ti(1) N(2) 2.0366(19) yes
Ti(1) C(1) 2.360(3) yes
Ti(1) C(2) 2.356(3) yes
Ti(1) C(3) 2.384(3) yes
Ti(1) C(4) 2.386(3) yes
Ti(1) C(5) 2.344(3) yes
N(1) N(2) 1.375(3) yes
N(1) C(11) 1.344(3) yes
N(2) C(13) 1.339(3) yes
C(1) C(2) 1.416(4) yes
C(1) C(5) 1.420(4) yes
C(1) C(6) 1.500(4) yes
C(2) C(3) 1.420(4) yes
C(2) C(7) 1.503(4) yes
C(3) C(4) 1.423(4) yes
C(3) C(8) 1.494(4) yes
C(4) C(5) 1.416(4) yes
C(4) C(9) 1.491(4) yes
C(5) C(10) 1.506(4) yes
C(11) C(12) 1.392(4) yes
C(11) C(14) 1.514(4) yes
C(12) C(13) 1.401(4) yes
C(13) C(17) 1.507(4) yes
C(14) C(15) 1.500(4) yes
C(14) C(16) 1.454(16) yes
C(14) C(20) 1.394(17) yes
C(14) C(21) 1.500(12) yes
C(17) C(18) 1.530(4) yes
C(17) C(19) 1.525(4) yes
C(6) H(1) 0.980 no
C(6) H(2) 0.980 no
C(6) H(3) 0.980 no
C(7) H(4) 0.980 no
C(7) H(5) 0.980 no
C(7) H(6) 0.980 no
C(8) H(7) 0.980 no
C(8) H(8) 0.980 no
C(8) H(9) 0.980 no
C(9) H(10) 0.980 no
C(9) H(11) 0.980 no
C(9) H(12) 0.980 no
C(10) H(13) 0.980 no
C(10) H(14) 0.980 no
C(10) H(15) 0.980 no
C(12) H(16) 0.950 no
C(15) H(18) 0.980 no
C(15) H(19) 0.980 no
C(15) H(20) 0.980 no
C(17) H(24) 1.000 no
C(18) H(25) 0.980 no
C(18) H(26) 0.980 no
C(18) H(27) 0.980 no
C(19) H(28) 0.980 no
C(19) H(29) 0.980 no
C(19) H(30) 0.980 no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_2
Cl(1) C(7) 3.501(3) no .
Cl(1) C(8) 3.291(3) no .
Cl(2) C(9) 3.247(4) no .
N(1) C(6) 3.112(4) no .
N(1) C(15) 2.845(4) no .
N(1) C(20) 3.596(14) no .
N(2) C(6) 3.223(4) no .
N(2) C(10) 3.329(4) no .
N(2) C(18) 3.586(4) no .
N(2) C(19) 3.494(4) no .
C(6) C(7) 3.207(5) no .
C(6) C(10) 3.183(5) no .
C(6) C(11) 3.460(4) no .
C(7) C(8) 3.189(5) no .
C(8) C(9) 3.178(5) no .
C(9) C(10) 3.133(5) no .
C(12) C(16) 2.98(2) no .
C(12) C(18) 3.201(4) no .
C(12) C(19) 3.275(4) no .
C(12) C(20) 3.076(12) no .
C(12) C(21) 3.137(13) no .
Cl(2) C(16) 3.451(14) no 2_645
C(9) C(9) 3.470(5) no 3_555
C(9) C(20) 3.418(18) no 2_545
C(16) Cl(2) 3.451(14) no 2_655
C(20) C(9) 3.418(18) no 2_555
Ti(1) H(1) 3.4789 no .
Ti(1) H(6) 3.4097 no .
Ti(1) H(9) 3.5474 no .
Ti(1) H(15) 3.4564 no .
Cl(1) H(6) 2.8614 no .
Cl(1) H(8) 2.9341 no .
Cl(1) H(9) 3.2637 no .
Cl(1) H(18) 3.0841 no .
Cl(1) H(20) 3.4542 no .
Cl(2) H(11) 3.2098 no .
Cl(2) H(12) 2.8961 no .
Cl(2) H(15) 3.4126 no .
N(1) H(1) 2.8964 no .
N(1) H(2) 2.9714 no .
N(1) H(5) 3.5589 no .
N(1) H(16) 3.1319 no .
N(1) H(18) 2.5929 no .
N(1) H(20) 2.9517 no .
N(2) H(1) 2.7196 no .
N(2) H(2) 3.4745 no .
N(2) H(13) 2.9985 no .
N(2) H(15) 3.3769 no .
N(2) H(16) 3.1311 no .
N(2) H(24) 2.5408 no .
N(2) H(26) 3.5465 no .
N(2) H(28) 3.3913 no .
C(1) H(4) 3.1418 no .
C(1) H(5) 2.6853 no .
C(1) H(6) 3.2735 no .
C(1) H(13) 2.7181 no .
C(1) H(14) 3.0990 no .
C(1) H(15) 3.3173 no .
C(2) H(1) 3.3099 no .
C(2) H(2) 2.7158 no .
C(2) H(3) 3.1000 no .
C(2) H(7) 3.0803 no .
C(2) H(8) 2.7200 no .
C(2) H(9) 3.3186 no .
C(3) H(4) 2.9112 no .
C(3) H(5) 3.3666 no .
C(3) H(6) 2.8035 no .
C(3) H(10) 3.0543 no .
C(3) H(11) 2.7250 no .
C(3) H(12) 3.3275 no .
C(4) H(7) 2.9684 no .
C(4) H(8) 3.3467 no .
C(4) H(9) 2.7456 no .
C(4) H(13) 3.3515 no .
C(4) H(14) 2.9546 no .
C(4) H(15) 2.7577 no .
C(5) H(1) 2.7515 no .
C(5) H(2) 3.3493 no .
C(5) H(3) 2.9657 no .
C(5) H(10) 2.9641 no .
C(5) H(11) 3.3323 no .
C(5) H(12) 2.7261 no .
C(6) H(5) 2.8044 no .
C(6) H(13) 2.8202 no .
C(6) H(14) 3.5947 no .
C(7) H(2) 2.8433 no .
C(7) H(7) 3.5852 no .
C(7) H(8) 2.8358 no .
C(7) H(18) 3.0583 no .
C(8) H(4) 3.2608 no .
C(8) H(6) 3.0593 no .
C(8) H(10) 3.5397 no .
C(8) H(11) 2.8419 no .
C(9) H(7) 3.3661 no .
C(9) H(9) 2.9490 no .
C(9) H(14) 3.2854 no .
C(9) H(15) 2.9274 no .
C(10) H(1) 2.9435 no .
C(10) H(3) 3.3795 no .
C(10) H(10) 3.3744 no .
C(10) H(12) 2.8514 no .
C(10) H(24) 3.1907 no .
C(10) H(26) 3.5015 no .
C(11) H(1) 3.1036 no .
C(11) H(2) 3.0968 no .
C(11) H(18) 2.6708 no .
C(11) H(19) 3.3477 no .
C(11) H(20) 2.7574 no .
C(12) H(1) 3.0981 no .
C(12) H(24) 3.3877 no .
C(12) H(25) 2.9455 no .
C(12) H(26) 3.4074 no .
C(12) H(28) 3.5143 no .
C(12) H(29) 3.0329 no .
C(13) H(1) 2.8382 no .
C(13) H(13) 3.2107 no .
C(13) H(25) 2.6961 no .
C(13) H(26) 2.7042 no .
C(13) H(27) 3.3445 no .
C(13) H(28) 2.6977 no .
C(13) H(29) 2.6978 no .
C(13) H(30) 3.3422 no .
C(14) H(2) 3.4888 no .
C(14) H(16) 2.9647 no .
C(15) H(5) 3.5240 no .
C(16) H(16) 2.8330 no .
C(16) H(18) 3.3865 no .
C(16) H(19) 2.7892 no .
C(16) H(20) 2.9631 no .
C(17) H(13) 3.1399 no .
C(17) H(16) 2.9640 no .
C(18) H(1) 3.5685 no .
C(18) H(13) 3.2322 no .
C(18) H(16) 3.2237 no .
C(18) H(28) 3.3488 no .
C(18) H(29) 2.7162 no .
C(18) H(30) 2.6632 no .
C(19) H(16) 3.3555 no .
C(19) H(25) 2.7222 no .
C(19) H(26) 3.3475 no .
C(19) H(27) 2.6600 no .
C(20) H(16) 3.0419 no .
C(20) H(18) 3.1258 no .
C(20) H(19) 2.7323 no .
C(20) H(20) 3.2925 no .
C(21) H(16) 3.0765 no .
C(21) H(18) 3.2574 no .
C(21) H(19) 2.5855 no .
C(21) H(20) 2.5579 no .
H(1) H(13) 2.3231 no .
H(1) H(14) 3.4745 no .
H(1) H(26) 2.8908 no .
H(2) H(4) 3.4132 no .
H(2) H(5) 2.1898 no .
H(2) H(6) 3.5530 no .
H(2) H(18) 3.4801 no .
H(3) H(5) 3.2537 no .
H(3) H(13) 3.0473 no .
H(3) H(14) 3.5263 no .
H(4) H(7) 3.3919 no .
H(4) H(8) 2.9170 no .
H(5) H(18) 2.6629 no .
H(6) H(8) 2.4577 no .
H(6) H(18) 2.6838 no .
H(7) H(10) 3.4555 no .
H(7) H(11) 3.0711 no .
H(9) H(10) 3.4356 no .
H(9) H(11) 2.3478 no .
H(10) H(14) 3.2346 no .
H(10) H(15) 3.2978 no .
H(12) H(14) 3.0811 no .
H(12) H(15) 2.3619 no .
H(13) H(24) 2.6563 no .
H(13) H(26) 2.5450 no .
H(15) H(24) 2.8734 no .
H(16) H(25) 2.6931 no .
H(16) H(26) 3.5581 no .
H(16) H(29) 2.8575 no .
H(24) H(25) 2.8660 no .
H(24) H(26) 2.3509 no .
H(24) H(27) 2.3738 no .
H(24) H(28) 2.3495 no .
H(24) H(29) 2.8621 no .
H(24) H(30) 2.3653 no .
H(25) H(29) 2.5707 no .
H(25) H(30) 2.9821 no .
H(26) H(30) 3.5465 no .
H(27) H(28) 3.5478 no .
H(27) H(29) 2.9682 no .
H(27) H(30) 2.4469 no .
Cl(1) H(4) 2.8945 no 1_655
Cl(1) H(16) 3.0614 no 2_645
Cl(1) H(25) 3.2925 no 2_645
Cl(1) H(29) 3.4498 no 2_645
Cl(1) H(30) 3.2414 no 4_555
Cl(2) H(10) 3.2533 no 1_655
Cl(2) H(14) 3.2245 no 1_655
Cl(2) H(19) 2.8772 no 4_554
N(1) H(3) 2.7657 no 1_655
N(2) H(3) 2.8582 no 1_655
C(6) H(7) 3.5869 no 2_555
C(6) H(9) 3.4500 no 2_555
C(7) H(20) 3.3276 no 1_455
C(7) H(27) 3.4088 no 4_555
C(8) H(1) 3.3463 no 2_545
C(8) H(16) 3.5576 no 2_545
C(8) H(16) 3.5652 no 2_645
C(8) H(25) 3.3163 no 2_545
C(8) H(26) 3.4519 no 2_545
C(8) H(29) 3.4549 no 2_645
C(9) H(10) 3.1839 no 3_555
C(9) H(11) 3.4555 no 3_555
C(9) H(12) 3.2004 no 3_555
C(10) H(5) 3.5357 no 4_554
C(10) H(19) 3.5878 no 4_454
C(10) H(20) 3.5212 no 4_454
C(10) H(28) 3.0690 no 1_455
C(11) H(3) 2.7845 no 1_655
C(11) H(7) 3.5149 no 2_555
C(12) H(3) 2.8627 no 1_655
C(12) H(7) 2.8792 no 2_555
C(12) H(9) 3.3391 no 2_655
C(13) H(3) 2.9289 no 1_655
C(13) H(7) 3.5297 no 2_555
C(15) H(14) 3.0993 no 4_655
C(15) H(15) 3.4725 no 4_555
C(15) H(24) 3.0110 no 4_555
C(16) H(9) 3.4309 no 2_655
C(16) H(10) 3.4265 no 2_555
C(16) H(11) 2.9786 no 2_655
C(17) H(18) 3.5403 no 4_554
C(17) H(19) 3.4409 no 4_554
C(18) H(6) 3.2479 no 4_554
C(18) H(7) 3.3750 no 2_555
C(18) H(8) 3.3826 no 2_555
C(18) H(29) 3.5843 no 3_665
C(18) H(30) 3.2614 no 3_665
C(19) H(8) 3.5621 no 2_655
C(19) H(13) 3.4744 no 1_655
C(19) H(26) 3.4001 no 1_655
C(19) H(27) 3.2409 no 3_665
C(19) H(30) 3.5976 no 3_665
C(20) H(7) 3.4126 no 2_555
C(20) H(10) 2.6900 no 2_555
C(20) H(11) 3.3124 no 2_555
C(20) H(12) 3.0613 no 4_555
C(21) H(9) 3.2864 no 2_655
C(21) H(10) 3.5797 no 4_655
C(21) H(11) 2.7415 no 2_655
H(1) C(8) 3.3463 no 2_555
H(1) H(7) 2.9385 no 2_555
H(1) H(8) 3.4277 no 2_555
H(1) H(9) 3.1336 no 2_555
H(1) H(28) 3.2191 no 1_455
H(2) H(7) 3.4728 no 2_555
H(2) H(9) 3.3057 no 2_555
H(2) H(20) 3.2657 no 1_455
H(3) N(1) 2.7657 no 1_455
H(3) N(2) 2.8582 no 1_455
H(3) C(11) 2.7845 no 1_455
H(3) C(12) 2.8627 no 1_455
H(3) C(13) 2.9289 no 1_455
H(3) H(9) 3.3370 no 2_555
H(3) H(16) 3.3691 no 1_455
H(3) H(20) 3.4306 no 1_455
H(3) H(28) 3.1599 no 1_455
H(4) Cl(1) 2.8945 no 1_455
H(4) H(20) 2.9691 no 1_455
H(4) H(25) 2.9962 no 2_545
H(4) H(27) 3.4623 no 4_555
H(4) H(28) 3.4342 no 4_455
H(4) H(30) 3.0617 no 4_455
H(5) C(10) 3.5357 no 4_555
H(5) H(13) 3.4840 no 4_555
H(5) H(14) 3.4447 no 4_555
H(5) H(15) 3.1070 no 4_555
H(5) H(20) 2.8193 no 1_455
H(6) C(18) 3.2479 no 4_555
H(6) H(24) 3.0985 no 4_555
H(6) H(26) 3.2873 no 4_555
H(6) H(27) 2.5715 no 4_555
H(7) C(6) 3.5869 no 2_545
H(7) C(11) 3.5149 no 2_545
H(7) C(12) 2.8792 no 2_545
H(7) C(13) 3.5297 no 2_545
H(7) C(18) 3.3750 no 2_545
H(7) C(20) 3.4126 no 2_545
H(7) H(1) 2.9385 no 2_545
H(7) H(2) 3.4728 no 2_545
H(7) H(16) 2.5937 no 2_545
H(7) H(25) 2.8087 no 2_545
H(7) H(26) 3.1153 no 2_545
H(8) C(18) 3.3826 no 2_545
H(8) C(19) 3.5621 no 2_645
H(8) H(1) 3.4277 no 2_545
H(8) H(16) 3.4451 no 2_645
H(8) H(25) 2.9554 no 2_545
H(8) H(26) 2.9080 no 2_545
H(8) H(27) 3.3260 no 4_555
H(8) H(29) 2.6695 no 2_645
H(9) C(6) 3.4500 no 2_545
H(9) C(12) 3.3391 no 2_645
H(9) C(16) 3.4309 no 2_645
H(9) C(21) 3.2864 no 2_645
H(9) H(1) 3.1336 no 2_545
H(9) H(2) 3.3057 no 2_545
H(9) H(3) 3.3370 no 2_545
H(9) H(16) 2.8289 no 2_645
H(9) H(29) 3.4103 no 2_645
H(10) Cl(2) 3.2533 no 1_455
H(10) C(9) 3.1839 no 3_555
H(10) C(16) 3.4265 no 2_545
H(10) C(20) 2.6900 no 2_545
H(10) C(21) 3.5797 no 4_454
H(10) H(10) 3.1864 no 3_555
H(10) H(11) 3.0652 no 3_555
H(10) H(12) 2.7744 no 3_555
H(11) C(9) 3.4555 no 3_555
H(11) C(16) 2.9786 no 2_645
H(11) C(20) 3.3124 no 2_545
H(11) C(21) 2.7415 no 2_645
H(11) H(10) 3.0652 no 3_555
H(11) H(12) 3.0823 no 3_555
H(12) C(9) 3.2004 no 3_555
H(12) C(20) 3.0613 no 4_554
H(12) H(10) 2.7744 no 3_555
H(12) H(11) 3.0823 no 3_555
H(12) H(12) 3.2194 no 3_555
H(13) C(19) 3.4744 no 1_455
H(13) H(5) 3.4840 no 4_554
H(13) H(28) 2.5102 no 1_455
H(14) Cl(2) 3.2245 no 1_455
H(14) C(15) 3.0993 no 4_454
H(14) H(5) 3.4447 no 4_554
H(14) H(19) 2.6126 no 4_454
H(14) H(20) 2.7127 no 4_454
H(14) H(28) 2.7592 no 1_455
H(15) C(15) 3.4725 no 4_554
H(15) H(5) 3.1070 no 4_554
H(15) H(18) 3.2563 no 4_554
H(15) H(19) 2.9568 no 4_554
H(16) Cl(1) 3.0614 no 2_655
H(16) C(8) 3.5576 no 2_555
H(16) C(8) 3.5652 no 2_655
H(16) H(3) 3.3691 no 1_655
H(16) H(7) 2.5937 no 2_555
H(16) H(8) 3.4451 no 2_655
H(16) H(9) 2.8289 no 2_655
H(18) C(17) 3.5403 no 4_555
H(18) H(15) 3.2563 no 4_555
H(18) H(24) 2.6610 no 4_555
H(18) H(30) 3.4374 no 4_555
H(19) Cl(2) 2.8772 no 4_555
H(19) C(10) 3.5878 no 4_655
H(19) C(17) 3.4409 no 4_555
H(19) H(14) 2.6126 no 4_655
H(19) H(15) 2.9568 no 4_555
H(19) H(24) 2.5775 no 4_555
H(19) H(28) 3.3043 no 4_555
H(20) C(7) 3.3276 no 1_655
H(20) C(10) 3.5212 no 4_655
H(20) H(2) 3.2657 no 1_655
H(20) H(3) 3.4306 no 1_655
H(20) H(4) 2.9691 no 1_655
H(20) H(5) 2.8193 no 1_655
H(20) H(14) 2.7127 no 4_655
H(20) H(24) 3.3792 no 4_555
H(20) H(28) 3.3590 no 4_555
H(20) H(30) 3.5237 no 4_555
H(24) C(15) 3.0110 no 4_554
H(24) H(6) 3.0985 no 4_554
H(24) H(18) 2.6610 no 4_554
H(24) H(19) 2.5775 no 4_554
H(24) H(20) 3.3792 no 4_554
H(25) Cl(1) 3.2925 no 2_655
H(25) C(8) 3.3163 no 2_555
H(25) H(4) 2.9962 no 2_555
H(25) H(7) 2.8087 no 2_555
H(25) H(8) 2.9554 no 2_555
H(25) H(29) 3.5739 no 3_665
H(25) H(30) 2.8270 no 3_665
H(26) C(8) 3.4519 no 2_555
H(26) C(19) 3.4001 no 1_455
H(26) H(6) 3.2873 no 4_554
H(26) H(7) 3.1153 no 2_555
H(26) H(8) 2.9080 no 2_555
H(26) H(27) 3.4641 no 3_565
H(26) H(28) 2.9039 no 1_455
H(26) H(29) 3.1685 no 1_455
H(27) C(7) 3.4088 no 4_554
H(27) C(19) 3.2409 no 3_665
H(27) H(4) 3.4623 no 4_554
H(27) H(6) 2.5715 no 4_554
H(27) H(8) 3.3260 no 4_554
H(27) H(26) 3.4641 no 3_565
H(27) H(27) 3.4840 no 3_565
H(27) H(29) 2.7796 no 3_665
H(27) H(30) 2.8378 no 3_665
H(28) C(10) 3.0690 no 1_655
H(28) H(1) 3.2191 no 1_655
H(28) H(3) 3.1599 no 1_655
H(28) H(4) 3.4342 no 4_654
H(28) H(13) 2.5102 no 1_655
H(28) H(14) 2.7592 no 1_655
H(28) H(19) 3.3043 no 4_554
H(28) H(20) 3.3590 no 4_554
H(28) H(26) 2.9039 no 1_655
H(29) Cl(1) 3.4498 no 2_655
H(29) C(8) 3.4549 no 2_655
H(29) C(18) 3.5843 no 3_665
H(29) H(8) 2.6695 no 2_655
H(29) H(9) 3.4103 no 2_655
H(29) H(25) 3.5739 no 3_665
H(29) H(26) 3.1685 no 1_655
H(29) H(27) 2.7796 no 3_665
H(29) H(30) 3.2093 no 3_665
H(30) Cl(1) 3.2414 no 4_554
H(30) C(18) 3.2614 no 3_665
H(30) C(19) 3.5976 no 3_665
H(30) H(4) 3.0617 no 4_654
H(30) H(18) 3.4374 no 4_554
H(30) H(20) 3.5237 no 4_554
H(30) H(25) 2.8270 no 3_665
H(30) H(27) 2.8378 no 3_665
H(30) H(29) 3.2093 no 3_665
H(30) H(30) 3.2195 no 3_665
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
Cl(1) Ti(1) N(1) N(2) 148.36(7) no
Cl(1) Ti(1) N(2) N(1) -40.36(10) no
Cl(1) Ti(1) C(1) C(2) -20.93(13) no
Cl(1) Ti(1) C(1) C(5) -137.01(7) no
Cl(1) Ti(1) C(1) C(6) 102.30(16) no
Cl(1) Ti(1) C(2) C(1) 162.42(9) no
Cl(1) Ti(1) C(2) C(3) -81.70(9) no
Cl(1) Ti(1) C(2) C(7) 40.13(17) no
Cl(1) Ti(1) C(3) C(2) 96.35(9) no
Cl(1) Ti(1) C(3) C(4) -147.68(10) no
Cl(1) Ti(1) C(3) C(8) -26.37(16) no
Cl(1) Ti(1) C(4) C(3) 35.53(12) no
Cl(1) Ti(1) C(4) C(5) 152.32(8) no
Cl(1) Ti(1) C(4) C(9) -87.76(18) no
Cl(1) Ti(1) C(5) C(1) 71.00(15) no
Cl(1) Ti(1) C(5) C(4) -44.25(16) no
Cl(1) Ti(1) C(5) C(10) -165.95(9) no
Cl(2) Ti(1) N(1) N(2) 49.75(10) no
Cl(2) Ti(1) N(2) N(1) -139.19(7) no
Cl(2) Ti(1) C(1) C(2) 118.72(9) no
Cl(2) Ti(1) C(1) C(5) 2.64(15) no
Cl(2) Ti(1) C(1) C(6) -118.05(15) no
Cl(2) Ti(1) C(2) C(1) -99.99(12) no
Cl(2) Ti(1) C(2) C(3) 15.88(16) no
Cl(2) Ti(1) C(2) C(7) 137.71(12) no
Cl(2) Ti(1) C(3) C(2) -169.45(8) no
Cl(2) Ti(1) C(3) C(4) -53.48(10) no
Cl(2) Ti(1) C(3) C(8) 67.83(18) no
Cl(2) Ti(1) C(4) C(3) 129.05(10) no
Cl(2) Ti(1) C(4) C(5) -114.16(10) no
Cl(2) Ti(1) C(4) C(9) 5.75(17) no
Cl(2) Ti(1) C(5) C(1) -178.07(9) no
Cl(2) Ti(1) C(5) C(4) 66.67(10) no
Cl(2) Ti(1) C(5) C(10) -55.02(17) no
N(1) Ti(1) N(2) N(1) 0.00(9) no
N(2) Ti(1) N(1) N(2) 0.00(9) no
N(1) Ti(1) C(1) C(2) -111.89(11) no
N(1) Ti(1) C(1) C(5) 132.03(11) no
N(1) Ti(1) C(1) C(6) 11.34(17) no
C(1) Ti(1) N(1) N(2) -89.52(10) no
N(1) Ti(1) C(2) C(1) 68.98(11) no
N(1) Ti(1) C(2) C(3) -175.15(10) no
N(1) Ti(1) C(2) C(7) -53.32(18) no
C(2) Ti(1) N(1) N(2) -121.98(9) no
N(1) Ti(1) C(3) C(2) 6.55(16) no
N(1) Ti(1) C(3) C(4) 122.52(11) no
N(1) Ti(1) C(3) C(8) -116.17(17) no
C(3) Ti(1) N(1) N(2) -125.76(10) no
N(1) Ti(1) C(4) C(3) -95.72(14) no
N(1) Ti(1) C(4) C(5) 21.07(19) no
N(1) Ti(1) C(4) C(9) 140.98(15) no
C(4) Ti(1) N(1) N(2) -75.26(15) no
N(1) Ti(1) C(5) C(1) -51.13(12) no
N(1) Ti(1) C(5) C(4) -166.38(9) no
N(1) Ti(1) C(5) C(10) 71.92(18) no
C(5) Ti(1) N(1) N(2) -62.79(10) no
N(2) Ti(1) C(1) C(2) -151.56(11) no
N(2) Ti(1) C(1) C(5) 92.36(11) no
N(2) Ti(1) C(1) C(6) -28.33(17) no
C(1) Ti(1) N(2) N(1) 87.13(9) no
N(2) Ti(1) C(2) C(1) 31.97(13) no
N(2) Ti(1) C(2) C(3) 147.84(9) no
N(2) Ti(1) C(2) C(7) -90.33(18) no
C(2) Ti(1) N(2) N(1) 69.42(10) no
N(2) Ti(1) C(3) C(2) -52.18(18) no
N(2) Ti(1) C(3) C(4) 63.79(17) no
N(2) Ti(1) C(3) C(8) -174.90(13) no
C(3) Ti(1) N(2) N(1) 99.64(14) no
N(2) Ti(1) C(4) C(3) -141.14(9) no
N(2) Ti(1) C(4) C(5) -24.35(14) no
N(2) Ti(1) C(4) C(9) 95.56(18) no
C(4) Ti(1) N(2) N(1) 135.87(9) no
N(2) Ti(1) C(5) C(1) -85.64(11) no
N(2) Ti(1) C(5) C(4) 159.11(11) no
N(2) Ti(1) C(5) C(10) 37.41(17) no
C(5) Ti(1) N(2) N(1) 122.25(9) no
C(1) Ti(1) C(2) C(1) 0.00(11) no
C(1) Ti(1) C(2) C(3) 115.87(18) no
C(1) Ti(1) C(2) C(7) -122.3(3) no
C(2) Ti(1) C(1) C(2) 0.00(11) no
C(2) Ti(1) C(1) C(5) -116.08(18) no
C(2) Ti(1) C(1) C(6) 123.2(3) no
C(1) Ti(1) C(3) C(2) -37.42(10) no
C(1) Ti(1) C(3) C(4) 78.55(12) no
C(1) Ti(1) C(3) C(8) -160.1(3) no
C(3) Ti(1) C(1) C(2) 37.32(10) no
C(3) Ti(1) C(1) C(5) -78.76(12) no
C(3) Ti(1) C(1) C(6) 160.6(2) no
C(1) Ti(1) C(4) C(3) -78.89(12) no
C(1) Ti(1) C(4) C(5) 37.90(10) no
C(1) Ti(1) C(4) C(9) 157.8(3) no
C(4) Ti(1) C(1) C(2) 78.53(12) no
C(4) Ti(1) C(1) C(5) -37.56(10) no
C(4) Ti(1) C(1) C(6) -158.2(2) no
C(1) Ti(1) C(5) C(1) 0.00(11) no
C(1) Ti(1) C(5) C(4) -115.26(19) no
C(1) Ti(1) C(5) C(10) 123.0(3) no
C(5) Ti(1) C(1) C(2) 116.08(19) no
C(5) Ti(1) C(1) C(5) 0.00(12) no
C(5) Ti(1) C(1) C(6) -120.7(3) no
C(2) Ti(1) C(3) C(2) 0.00(11) no
C(2) Ti(1) C(3) C(4) 115.97(18) no
C(2) Ti(1) C(3) C(8) -122.7(3) no
C(3) Ti(1) C(2) C(1) -115.87(18) no
C(3) Ti(1) C(2) C(3) 0.00(11) no
C(3) Ti(1) C(2) C(7) 121.8(3) no
C(2) Ti(1) C(4) C(3) -37.36(10) no
C(2) Ti(1) C(4) C(5) 79.43(12) no
C(2) Ti(1) C(4) C(9) -160.7(3) no
C(4) Ti(1) C(2) C(1) -78.68(11) no
C(4) Ti(1) C(2) C(3) 37.20(10) no
C(4) Ti(1) C(2) C(7) 159.0(3) no
C(2) Ti(1) C(5) C(1) 37.21(10) no
C(2) Ti(1) C(5) C(4) -78.05(12) no
C(2) Ti(1) C(5) C(10) 160.3(3) no
C(5) Ti(1) C(2) C(1) -37.40(10) no
C(5) Ti(1) C(2) C(3) 78.47(12) no
C(5) Ti(1) C(2) C(7) -159.7(3) no
C(3) Ti(1) C(4) C(3) 0.00(11) no
C(3) Ti(1) C(4) C(5) 116.79(19) no
C(3) Ti(1) C(4) C(9) -123.3(3) no
C(4) Ti(1) C(3) C(2) -115.97(18) no
C(4) Ti(1) C(3) C(4) 0.00(11) no
C(4) Ti(1) C(3) C(8) 121.3(3) no
C(3) Ti(1) C(5) C(1) 78.48(12) no
C(3) Ti(1) C(5) C(4) -36.77(10) no
C(3) Ti(1) C(5) C(10) -158.5(2) no
C(5) Ti(1) C(3) C(2) -79.08(12) no
C(5) Ti(1) C(3) C(4) 36.89(10) no
C(5) Ti(1) C(3) C(8) 158.2(3) no
C(4) Ti(1) C(5) C(1) 115.26(19) no
C(4) Ti(1) C(5) C(4) 0.00(11) no
C(4) Ti(1) C(5) C(10) -121.7(3) no
C(5) Ti(1) C(4) C(3) -116.79(19) no
C(5) Ti(1) C(4) C(5) 0.00(11) no
C(5) Ti(1) C(4) C(9) 119.9(3) no
Ti(1) N(1) N(2) Ti(1) 0.000(12) no
Ti(1) N(1) N(2) C(13) 173.67(14) no
N(2) N(1) C(11) C(12) -1.3(3) no
N(2) N(1) C(11) C(14) 178.29(18) no
C(11) N(1) N(2) Ti(1) -173.38(19) no
C(11) N(1) N(2) C(13) 0.3(3) no
N(1) N(2) C(13) C(12) 0.9(3) no
N(1) N(2) C(13) C(17) 179.82(17) no
Ti(1) C(1) C(2) Ti(1) 0.0 no
Ti(1) C(1) C(2) C(3) -65.48(14) no
Ti(1) C(1) C(2) C(7) 117.8(2) no
Ti(1) C(1) C(5) Ti(1) 0.0 no
Ti(1) C(1) C(5) C(4) 66.41(14) no
Ti(1) C(1) C(5) C(10) -117.9(3) no
C(2) C(1) C(5) Ti(1) -63.95(17) no
C(2) C(1) C(5) C(4) 2.5(3) no
C(2) C(1) C(5) C(10) 178.2(2) no
C(5) C(1) C(2) Ti(1) 63.60(17) no
C(5) C(1) C(2) C(3) -1.9(3) no
C(5) C(1) C(2) C(7) -178.6(2) no
C(6) C(1) C(2) Ti(1) -118.6(3) no
C(6) C(1) C(2) C(3) 175.9(3) no
C(6) C(1) C(2) C(7) -0.8(4) no
C(6) C(1) C(5) Ti(1) 118.2(3) no
C(6) C(1) C(5) C(4) -175.4(2) no
C(6) C(1) C(5) C(10) 0.3(4) no
Ti(1) C(2) C(3) Ti(1) 0.0 no
Ti(1) C(2) C(3) C(4) -64.26(14) no
Ti(1) C(2) C(3) C(8) 119.9(2) no
C(1) C(2) C(3) Ti(1) 64.86(17) no
C(1) C(2) C(3) C(4) 0.6(3) no
C(1) C(2) C(3) C(8) -175.3(2) no
C(7) C(2) C(3) Ti(1) -118.4(3) no
C(7) C(2) C(3) C(4) 177.4(2) no
C(7) C(2) C(3) C(8) 1.5(4) no
Ti(1) C(3) C(4) Ti(1) 0.0 no
Ti(1) C(3) C(4) C(5) -62.53(14) no
Ti(1) C(3) C(4) C(9) 123.6(3) no
C(2) C(3) C(4) Ti(1) 63.46(17) no
C(2) C(3) C(4) C(5) 0.9(3) no
C(2) C(3) C(4) C(9) -172.9(2) no
C(8) C(3) C(4) Ti(1) -120.6(3) no
C(8) C(3) C(4) C(5) 176.9(3) no
C(8) C(3) C(4) C(9) 3.1(4) no
Ti(1) C(4) C(5) Ti(1) 0.0 no
Ti(1) C(4) C(5) C(1) -65.64(14) no
Ti(1) C(4) C(5) C(10) 118.5(3) no
C(3) C(4) C(5) Ti(1) 63.55(17) no
C(3) C(4) C(5) C(1) -2.1(3) no
C(3) C(4) C(5) C(10) -177.9(2) no
C(9) C(4) C(5) Ti(1) -122.5(3) no
C(9) C(4) C(5) C(1) 171.9(3) no
C(9) C(4) C(5) C(10) -3.9(4) no
N(1) C(11) C(12) C(13) 1.8(3) no
N(1) C(11) C(14) C(15) 18.5(4) no
N(1) C(11) C(14) C(16) 165.1(3) no
N(1) C(11) C(14) C(20) -141.3(3) no
N(1) C(11) C(14) C(21) 138.9(3) no
C(12) C(11) C(14) C(15) -162.0(3) no
C(12) C(11) C(14) C(16) -15.4(5) no
C(12) C(11) C(14) C(20) 38.2(5) no
C(12) C(11) C(14) C(21) -41.6(4) no
C(14) C(11) C(12) C(13) -177.8(3) no
C(11) C(12) C(13) N(2) -1.6(3) no
C(11) C(12) C(13) C(17) 179.5(2) no
N(2) C(13) C(17) C(18) 125.0(2) no
N(2) C(13) C(17) C(19) -112.1(3) no
C(12) C(13) C(17) C(18) -56.3(4) no
C(12) C(13) C(17) C(19) 66.6(3) no
|
1501787.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501787.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501787
loop_
_publ_author_name
'Nomura, Kotohiro'
'Fukuda, Hiroya'
'Katao, Shohei'
'Fujiki, Michiya'
'Kim, Hyun Joon'
'Kim, Dong-Hyun'
'Saeed, Irfan'
_publ_section_title
;
Olefin Polymerization by Half-Titanocenes Containing \h2-Pyrazolato
Ligands−MAO Catalyst Systems
;
_journal_issue 7
_journal_name_full Macromolecules
_journal_page_first 1986
_journal_paper_doi 10.1021/ma200018z
_journal_volume 44
_journal_year 2011
_chemical_formula_moiety 'C14 H20 Cl2 N2 Ti '
_chemical_formula_sum 'C14 H20 Cl2 N2 Ti'
_chemical_formula_weight 335.13
_space_group_IT_number 2
_symmetry_cell_setting triclinic
_symmetry_Int_Tables_number 2
_symmetry_space_group_name_Hall '-P 1'
_symmetry_space_group_name_H-M 'P -1'
_cell_angle_alpha 88.7370(15)
_cell_angle_beta 83.4290(16)
_cell_angle_gamma 79.4303(15)
_cell_formula_units_Z 2
_cell_length_a 6.6559(4)
_cell_length_b 10.1468(5)
_cell_length_c 11.8754(6)
_cell_measurement_reflns_used 6021
_cell_measurement_temperature 123.1
_cell_measurement_theta_max 25.3
_cell_measurement_theta_min 3.1
_cell_volume 783.23(7)
_computing_cell_refinement PROCESS-AUTO
_computing_data_collection PROCESS-AUTO
_computing_data_reduction CrystalStructure
_computing_publication_material 'CrystalStructure 3.8'
_computing_structure_refinement SHELXL
_computing_structure_solution SIR92
_diffrn_ambient_temperature 123.1
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type 'Rigaku RAXIS-RAPID'
_diffrn_measurement_method \w
_diffrn_radiation_type 'Mo K\a'
_diffrn_radiation_wavelength 0.71075
_diffrn_reflns_av_R_equivalents 0.015
_diffrn_reflns_limit_h_max 7
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 14
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_number 6448
_diffrn_reflns_theta_full 25.34
_diffrn_reflns_theta_max 25.34
_exptl_absorpt_coefficient_mu 0.875
_exptl_absorpt_correction_T_max 0.974
_exptl_absorpt_correction_T_min 0.870
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
Higashi, T. (1995). Program for Absorption Correction.
Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.421
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 348.00
_exptl_crystal_size_max 0.10
_exptl_crystal_size_mid 0.10
_exptl_crystal_size_min 0.03
_refine_diff_density_max 0.42
_refine_diff_density_min -0.27
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.126
_refine_ls_hydrogen_treatment refall
_refine_ls_number_parameters 173
_refine_ls_number_reflns 2844
_refine_ls_R_factor_gt 0.0247
_refine_ls_shift/su_max 0.0010
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0347P)^2^+0.3466P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_ref 0.0701
_reflns_number_gt 2638
_reflns_number_total 2844
_reflns_threshold_expression F^2^>2.0\s(F^2^)
_cod_data_source_file ma200018z_si_003.cif
_cod_data_source_block '_tBuCpTi(35Me2N2C3H)'
_cod_original_cell_volume 783.22(7)
_cod_original_formula_sum 'C14 H20 Cl2 N2 Ti '
_cod_database_code 1501787
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ti(1) Ti 0.02460(4) 0.22709(3) 0.80604(2) 0.01747(10) Uani 1.00 1 d .
Cl(1) Cl -0.21518(6) 0.36543(4) 0.71091(3) 0.02438(11) Uani 1.00 1 d .
Cl(2) Cl -0.21968(6) 0.13945(4) 0.92268(3) 0.02841(12) Uani 1.00 1 d .
N(1) N 0.1401(2) 0.38227(13) 0.85605(11) 0.0220(2) Uani 1.00 1 d .
N(2) N 0.1467(2) 0.28429(14) 0.93802(11) 0.0225(2) Uani 1.00 1 d .
C(1) C 0.2383(2) 0.16900(15) 0.62907(13) 0.0192(3) Uani 1.00 1 d .
C(2) C 0.0933(2) 0.08131(16) 0.64667(14) 0.0244(3) Uani 1.00 1 d .
C(3) C 0.1315(2) 0.00479(16) 0.74504(16) 0.0304(4) Uani 1.00 1 d .
C(4) C 0.2954(2) 0.04608(17) 0.79110(15) 0.0289(3) Uani 1.00 1 d .
C(5) C 0.3608(2) 0.14690(16) 0.71964(14) 0.0225(3) Uani 1.00 1 d .
C(6) C 0.2724(2) 0.25869(16) 0.52696(13) 0.0231(3) Uani 1.00 1 d .
C(7) C 0.2834(2) 0.40105(16) 0.56323(15) 0.0267(3) Uani 1.00 1 d .
C(8) C 0.1037(3) 0.2645(2) 0.44891(15) 0.0333(4) Uani 1.00 1 d .
C(9) C 0.4809(3) 0.1970(2) 0.46168(16) 0.0368(4) Uani 1.00 1 d .
C(10) C 0.2248(2) 0.48236(17) 0.89198(15) 0.0245(3) Uani 1.00 1 d .
C(11) C 0.2811(2) 0.44779(18) 0.99993(15) 0.0270(3) Uani 1.00 1 d .
C(12) C 0.2349(2) 0.32142(18) 1.02476(14) 0.0255(3) Uani 1.00 1 d .
C(13) C 0.2508(2) 0.60211(17) 0.82136(16) 0.0306(3) Uani 1.00 1 d .
C(14) C 0.2743(2) 0.2323(2) 1.12449(15) 0.0346(4) Uani 1.00 1 d .
H(1) H -0.0147 0.0754 0.5982 0.030 Uiso 1.00 1 c R
H(2) H 0.0577 -0.0638 0.7757 0.036 Uiso 1.00 1 c R
H(3) H 0.3550 0.0113 0.8615 0.035 Uiso 1.00 1 c R
H(4) H 0.4713 0.1930 0.7304 0.027 Uiso 1.00 1 c R
H(5) H 0.1519 0.4418 0.6050 0.032 Uiso 1.00 1 c R
H(6) H 0.3119 0.4551 0.4959 0.032 Uiso 1.00 1 c R
H(7) H 0.3936 0.3973 0.6120 0.032 Uiso 1.00 1 c R
H(8) H -0.0302 0.2995 0.4910 0.040 Uiso 1.00 1 c R
H(9) H 0.1038 0.1742 0.4212 0.040 Uiso 1.00 1 c R
H(10) H 0.1292 0.3235 0.3845 0.040 Uiso 1.00 1 c R
H(11) H 0.4772 0.1054 0.4388 0.044 Uiso 1.00 1 c R
H(12) H 0.5904 0.1954 0.5106 0.044 Uiso 1.00 1 c R
H(13) H 0.5076 0.2511 0.3941 0.044 Uiso 1.00 1 c R
H(14) H 0.3400 0.5007 1.0475 0.032 Uiso 1.00 1 c R
H(15) H 0.1536 0.6136 0.7643 0.037 Uiso 1.00 1 c R
H(16) H 0.3917 0.5899 0.7835 0.037 Uiso 1.00 1 c R
H(17) H 0.2242 0.6818 0.8697 0.037 Uiso 1.00 1 c R
H(18) H 0.4222 0.2130 1.1312 0.042 Uiso 1.00 1 c R
H(19) H 0.2257 0.1483 1.1143 0.042 Uiso 1.00 1 c R
H(20) H 0.2009 0.2772 1.1935 0.042 Uiso 1.00 1 c R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Ti(1) 0.01596(16) 0.01929(16) 0.01687(16) -0.00295(11) -0.00099(11)
-0.00037(11)
Cl(1) 0.0186(2) 0.0277(2) 0.0260(2) -0.00078(15) -0.00497(15) 0.00184(16)
Cl(2) 0.0251(2) 0.0342(2) 0.0259(2) -0.01002(17) 0.00423(16) 0.00274(17)
N(1) 0.0203(6) 0.0228(6) 0.0228(6) -0.0039(5) -0.0020(5) -0.0025(5)
N(2) 0.0204(6) 0.0257(7) 0.0210(6) -0.0038(5) -0.0019(5) -0.0002(5)
C(1) 0.0187(7) 0.0175(7) 0.0198(7) -0.0011(5) 0.0018(6) -0.0026(6)
C(2) 0.0248(8) 0.0223(8) 0.0256(8) -0.0058(6) 0.0029(6) -0.0065(6)
C(3) 0.0374(10) 0.0164(7) 0.0333(9) -0.0035(6) 0.0107(7) -0.0012(7)
C(4) 0.0309(9) 0.0236(8) 0.0259(8) 0.0079(6) 0.0024(7) 0.0041(7)
C(5) 0.0158(7) 0.0251(8) 0.0238(8) 0.0011(6) 0.0017(6) -0.0007(6)
C(6) 0.0262(8) 0.0233(8) 0.0183(7) -0.0030(6) 0.0016(6) 0.0019(6)
C(7) 0.0289(9) 0.0224(8) 0.0291(8) -0.0071(6) -0.0022(7) 0.0067(7)
C(8) 0.0441(11) 0.0357(10) 0.0206(8) -0.0063(8) -0.0076(7) -0.0004(7)
C(9) 0.0381(10) 0.0362(10) 0.0289(9) 0.0011(8) 0.0127(8) 0.0059(8)
C(10) 0.0166(7) 0.0266(8) 0.0297(8) -0.0039(6) 0.0015(6) -0.0088(7)
C(11) 0.0170(8) 0.0375(9) 0.0270(8) -0.0063(6) -0.0006(6) -0.0110(7)
C(12) 0.0165(7) 0.0379(9) 0.0213(8) -0.0026(6) -0.0010(6) -0.0059(7)
C(13) 0.0309(9) 0.0253(8) 0.0365(9) -0.0083(7) -0.0018(7) -0.0056(7)
C(14) 0.0301(9) 0.0504(11) 0.0236(8) -0.0062(8) -0.0060(7) 0.0007(8)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.006 0.003
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.148 0.159
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Ti Ti 0.278 0.446
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
Cl(1) Ti(1) Cl(2) 93.823(16) yes
Cl(1) Ti(1) N(1) 92.22(3) yes
Cl(1) Ti(1) N(2) 124.09(4) yes
Cl(1) Ti(1) C(1) 90.36(3) yes
Cl(1) Ti(1) C(2) 88.46(4) yes
Cl(1) Ti(1) C(3) 118.38(5) yes
Cl(1) Ti(1) C(4) 145.61(4) yes
Cl(1) Ti(1) C(5) 121.64(4) yes
Cl(2) Ti(1) N(1) 120.95(3) yes
Cl(2) Ti(1) N(2) 91.85(4) yes
Cl(2) Ti(1) C(1) 137.58(4) yes
Cl(2) Ti(1) C(2) 103.36(4) yes
Cl(2) Ti(1) C(3) 83.67(4) yes
Cl(2) Ti(1) C(4) 101.03(4) yes
Cl(2) Ti(1) C(5) 136.08(4) yes
N(1) Ti(1) N(2) 40.27(5) yes
N(1) Ti(1) C(1) 101.00(5) yes
N(1) Ti(1) C(2) 135.51(5) yes
N(1) Ti(1) C(3) 140.45(6) yes
N(1) Ti(1) C(4) 105.91(6) yes
N(1) Ti(1) C(5) 85.43(5) yes
N(2) Ti(1) C(1) 119.98(5) yes
N(2) Ti(1) C(2) 143.31(5) yes
N(2) Ti(1) C(3) 117.53(6) yes
N(2) Ti(1) C(4) 86.52(6) yes
N(2) Ti(1) C(5) 88.54(5) yes
C(1) Ti(1) C(2) 34.52(5) yes
C(1) Ti(1) C(3) 57.74(5) yes
C(1) Ti(1) C(4) 58.04(5) yes
C(1) Ti(1) C(5) 34.36(5) yes
C(2) Ti(1) C(3) 34.75(6) yes
C(2) Ti(1) C(4) 58.08(6) yes
C(2) Ti(1) C(5) 57.40(6) yes
C(3) Ti(1) C(4) 35.12(6) yes
C(3) Ti(1) C(5) 57.92(6) yes
C(4) Ti(1) C(5) 35.15(5) yes
Ti(1) N(1) N(2) 69.33(8) yes
Ti(1) N(1) C(10) 177.21(11) yes
N(2) N(1) C(10) 108.47(13) yes
Ti(1) N(2) N(1) 70.40(8) yes
Ti(1) N(2) C(12) 178.09(11) yes
N(1) N(2) C(12) 109.28(14) yes
Ti(1) C(1) C(2) 71.19(8) yes
Ti(1) C(1) C(5) 70.52(8) yes
Ti(1) C(1) C(6) 128.08(9) yes
C(2) C(1) C(5) 106.68(13) yes
C(2) C(1) C(6) 127.33(15) yes
C(5) C(1) C(6) 125.69(15) yes
Ti(1) C(2) C(1) 74.29(9) yes
Ti(1) C(2) C(3) 71.21(9) yes
C(1) C(2) C(3) 108.48(15) yes
Ti(1) C(3) C(2) 74.04(9) yes
Ti(1) C(3) C(4) 71.57(9) yes
C(2) C(3) C(4) 108.16(15) yes
Ti(1) C(4) C(3) 73.30(9) yes
Ti(1) C(4) C(5) 73.96(8) yes
C(3) C(4) C(5) 107.67(15) yes
Ti(1) C(5) C(1) 75.12(8) yes
Ti(1) C(5) C(4) 70.89(9) yes
C(1) C(5) C(4) 108.97(15) yes
C(1) C(6) C(7) 111.44(13) yes
C(1) C(6) C(8) 111.41(14) yes
C(1) C(6) C(9) 106.86(12) yes
C(7) C(6) C(8) 109.59(13) yes
C(7) C(6) C(9) 108.40(15) yes
C(8) C(6) C(9) 109.04(13) yes
N(1) C(10) C(11) 107.38(15) yes
N(1) C(10) C(13) 122.59(16) yes
C(11) C(10) C(13) 130.01(17) yes
C(10) C(11) C(12) 107.17(16) yes
N(2) C(12) C(11) 107.63(15) yes
N(2) C(12) C(14) 121.94(17) yes
C(11) C(12) C(14) 130.41(17) yes
Ti(1) C(2) H(1) 120.5 no
C(1) C(2) H(1) 125.5 no
C(3) C(2) H(1) 126.0 no
Ti(1) C(3) H(2) 120.1 no
C(2) C(3) H(2) 125.9 no
C(4) C(3) H(2) 125.9 no
Ti(1) C(4) H(3) 118.4 no
C(3) C(4) H(3) 126.5 no
C(5) C(4) H(3) 125.8 no
Ti(1) C(5) H(4) 120.5 no
C(1) C(5) H(4) 125.3 no
C(4) C(5) H(4) 125.8 no
C(6) C(7) H(5) 109.5 no
C(6) C(7) H(6) 109.5 no
C(6) C(7) H(7) 109.5 no
H(5) C(7) H(6) 109.5 no
H(5) C(7) H(7) 109.5 no
H(6) C(7) H(7) 109.5 no
C(6) C(8) H(8) 109.5 no
C(6) C(8) H(9) 109.5 no
C(6) C(8) H(10) 109.5 no
H(8) C(8) H(9) 109.5 no
H(8) C(8) H(10) 109.5 no
H(9) C(8) H(10) 109.5 no
C(6) C(9) H(11) 109.5 no
C(6) C(9) H(12) 109.5 no
C(6) C(9) H(13) 109.5 no
H(11) C(9) H(12) 109.5 no
H(11) C(9) H(13) 109.5 no
H(12) C(9) H(13) 109.5 no
C(10) C(11) H(14) 126.4 no
C(12) C(11) H(14) 126.4 no
C(10) C(13) H(15) 109.5 no
C(10) C(13) H(16) 109.5 no
C(10) C(13) H(17) 109.5 no
H(15) C(13) H(16) 109.5 no
H(15) C(13) H(17) 109.5 no
H(16) C(13) H(17) 109.5 no
C(12) C(14) H(18) 109.5 no
C(12) C(14) H(19) 109.5 no
C(12) C(14) H(20) 109.5 no
H(18) C(14) H(19) 109.5 no
H(18) C(14) H(20) 109.5 no
H(19) C(14) H(20) 109.5 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Ti(1) Cl(1) 2.3053(4) yes
Ti(1) Cl(2) 2.3051(4) yes
Ti(1) N(1) 2.0031(14) yes
Ti(1) N(2) 1.9895(14) yes
Ti(1) C(1) 2.4186(14) yes
Ti(1) C(2) 2.3783(16) yes
Ti(1) C(3) 2.3418(16) yes
Ti(1) C(4) 2.3195(16) yes
Ti(1) C(5) 2.3592(14) yes
N(1) N(2) 1.3744(18) yes
N(1) C(10) 1.347(2) yes
N(2) C(12) 1.336(2) yes
C(1) C(2) 1.424(2) yes
C(1) C(5) 1.413(2) yes
C(1) C(6) 1.521(2) yes
C(2) C(3) 1.410(2) yes
C(3) C(4) 1.407(2) yes
C(4) C(5) 1.413(2) yes
C(6) C(7) 1.533(2) yes
C(6) C(8) 1.528(2) yes
C(6) C(9) 1.541(2) yes
C(10) C(11) 1.396(2) yes
C(10) C(13) 1.486(2) yes
C(11) C(12) 1.390(2) yes
C(12) C(14) 1.492(2) yes
C(2) H(1) 0.982 no
C(3) H(2) 0.965 no
C(4) H(3) 0.996 no
C(5) H(4) 0.962 no
C(7) H(5) 0.980 no
C(7) H(6) 0.980 no
C(7) H(7) 0.980 no
C(8) H(8) 0.980 no
C(8) H(9) 0.980 no
C(8) H(10) 0.980 no
C(9) H(11) 0.980 no
C(9) H(12) 0.980 no
C(9) H(13) 0.980 no
C(11) H(14) 0.950 no
C(13) H(15) 0.980 no
C(13) H(16) 0.980 no
C(13) H(17) 0.980 no
C(14) H(18) 0.980 no
C(14) H(19) 0.980 no
C(14) H(20) 0.980 no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
N(1) C(11) 3.3192(19) 2_567
N(2) C(10) 3.5660(19) 2_567
N(2) C(11) 3.579(2) 2_567
C(10) N(2) 3.5660(19) 2_567
C(10) C(11) 3.415(2) 2_567
C(10) C(12) 3.386(2) 2_567
C(11) N(1) 3.3192(19) 2_567
C(11) N(2) 3.579(2) 2_567
C(11) C(10) 3.415(2) 2_567
C(11) C(11) 3.278(2) 2_667
C(12) C(10) 3.386(2) 2_567
C(12) C(13) 3.490(2) 2_567
C(13) C(12) 3.490(2) 2_567
C(13) C(14) 3.582(2) 2_567
C(14) C(13) 3.582(2) 2_567
Cl(1) H(4) 2.946 1_455
Cl(1) H(6) 3.081 2_566
Cl(1) H(7) 2.939 1_455
Cl(1) H(10) 3.454 2_566
Cl(1) H(12) 3.467 1_455
Cl(1) H(14) 3.159 2_567
Cl(1) H(16) 3.188 1_455
Cl(2) H(3) 3.478 1_455
Cl(2) H(3) 3.086 2_557
Cl(2) H(4) 3.217 1_455
Cl(2) H(17) 3.087 2_567
Cl(2) H(18) 3.233 1_455
Cl(2) H(19) 2.971 2_557
N(1) H(14) 3.281 2_567
N(2) H(14) 3.547 2_567
N(2) H(17) 3.140 2_567
C(1) H(11) 3.131 2_656
C(2) H(1) 3.480 2_556
C(2) H(9) 3.267 2_556
C(2) H(11) 3.197 2_656
C(3) H(9) 3.400 2_556
C(3) H(11) 3.246 2_656
C(3) H(13) 3.498 2_656
C(3) H(17) 3.545 1_545
C(3) H(19) 3.345 2_557
C(4) H(11) 3.239 2_656
C(4) H(18) 3.126 2_657
C(5) H(11) 3.161 2_656
C(7) H(6) 3.293 2_666
C(7) H(8) 3.282 2_566
C(7) H(10) 3.551 2_566
C(8) H(5) 3.239 2_566
C(8) H(6) 3.600 2_566
C(8) H(15) 3.309 2_566
C(8) H(20) 3.033 1_554
C(9) H(11) 3.239 2_656
C(10) H(14) 3.098 2_667
C(11) H(14) 2.664 2_667
C(11) H(16) 3.527 2_667
C(12) H(15) 3.370 2_567
C(12) H(17) 3.173 2_567
C(13) H(2) 3.453 1_565
C(13) H(13) 3.335 2_666
C(13) H(14) 3.285 2_667
C(13) H(18) 3.225 2_667
C(13) H(20) 3.054 2_567
C(14) H(2) 3.148 2_557
C(14) H(3) 3.172 2_657
C(14) H(10) 3.230 1_556
C(14) H(15) 3.146 2_567
C(14) H(16) 3.392 2_667
C(14) H(17) 3.265 2_567
H(1) C(2) 3.480 2_556
H(1) H(1) 2.785 2_556
H(1) H(4) 3.598 1_455
H(1) H(9) 2.725 2_556
H(1) H(12) 2.978 1_455
H(2) C(13) 3.453 1_545
H(2) C(14) 3.148 2_557
H(2) H(9) 3.002 2_556
H(2) H(13) 3.587 2_656
H(2) H(15) 3.222 1_545
H(2) H(17) 2.872 1_545
H(2) H(19) 2.446 2_557
H(2) H(20) 2.996 2_557
H(3) Cl(2) 3.478 1_655
H(3) Cl(2) 3.086 2_557
H(3) C(14) 3.172 2_657
H(3) H(18) 2.483 2_657
H(3) H(19) 3.000 2_657
H(4) Cl(1) 2.946 1_655
H(4) Cl(2) 3.217 1_655
H(4) H(1) 3.598 1_655
H(5) C(8) 3.239 2_566
H(5) H(5) 3.442 2_566
H(5) H(6) 3.415 2_566
H(5) H(8) 2.854 2_566
H(5) H(10) 2.741 2_566
H(6) Cl(1) 3.081 2_566
H(6) C(7) 3.293 2_666
H(6) C(8) 3.600 2_566
H(6) H(5) 3.415 2_566
H(6) H(6) 2.831 2_666
H(6) H(7) 2.854 2_666
H(6) H(8) 2.825 2_566
H(6) H(10) 3.529 2_566
H(7) Cl(1) 2.939 1_655
H(7) H(6) 2.854 2_666
H(8) C(7) 3.282 2_566
H(8) H(5) 2.854 2_566
H(8) H(6) 2.825 2_566
H(8) H(12) 2.895 1_455
H(8) H(13) 3.523 1_455
H(8) H(15) 3.291 2_566
H(9) C(2) 3.267 2_556
H(9) C(3) 3.400 2_556
H(9) H(1) 2.725 2_556
H(9) H(2) 3.002 2_556
H(9) H(12) 3.430 1_455
H(9) H(15) 3.424 2_566
H(9) H(20) 2.923 1_554
H(10) Cl(1) 3.454 2_566
H(10) C(7) 3.551 2_566
H(10) C(14) 3.230 1_554
H(10) H(5) 2.741 2_566
H(10) H(6) 3.529 2_566
H(10) H(15) 2.709 2_566
H(10) H(18) 3.480 1_554
H(10) H(20) 2.304 1_554
H(11) C(1) 3.131 2_656
H(11) C(2) 3.197 2_656
H(11) C(3) 3.246 2_656
H(11) C(4) 3.239 2_656
H(11) C(5) 3.161 2_656
H(11) C(9) 3.239 2_656
H(11) H(11) 2.549 2_656
H(11) H(12) 3.199 2_656
H(12) Cl(1) 3.467 1_655
H(12) H(1) 2.978 1_655
H(12) H(8) 2.895 1_655
H(12) H(9) 3.430 1_655
H(12) H(11) 3.199 2_656
H(13) C(3) 3.498 2_656
H(13) C(13) 3.335 2_666
H(13) H(2) 3.587 2_656
H(13) H(8) 3.523 1_655
H(13) H(15) 3.250 2_666
H(13) H(16) 2.724 2_666
H(13) H(17) 3.541 2_666
H(13) H(18) 3.280 1_554
H(13) H(20) 3.287 1_554
H(14) Cl(1) 3.159 2_567
H(14) N(1) 3.281 2_567
H(14) N(2) 3.547 2_567
H(14) C(10) 3.098 2_667
H(14) C(11) 2.664 2_667
H(14) C(13) 3.285 2_667
H(14) H(14) 2.291 2_667
H(14) H(16) 2.864 2_667
H(14) H(17) 3.378 2_667
H(15) C(8) 3.309 2_566
H(15) C(12) 3.370 2_567
H(15) C(14) 3.146 2_567
H(15) H(2) 3.222 1_565
H(15) H(8) 3.291 2_566
H(15) H(9) 3.424 2_566
H(15) H(10) 2.709 2_566
H(15) H(13) 3.250 2_666
H(15) H(19) 3.372 2_567
H(15) H(20) 2.417 2_567
H(16) Cl(1) 3.188 1_655
H(16) C(11) 3.527 2_667
H(16) C(14) 3.392 2_667
H(16) H(13) 2.724 2_666
H(16) H(14) 2.864 2_667
H(16) H(18) 2.801 2_667
H(16) H(20) 3.283 2_667
H(17) Cl(2) 3.087 2_567
H(17) N(2) 3.140 2_567
H(17) C(3) 3.545 1_565
H(17) C(12) 3.173 2_567
H(17) C(14) 3.265 2_567
H(17) H(2) 2.872 1_565
H(17) H(13) 3.541 2_666
H(17) H(14) 3.378 2_667
H(17) H(18) 2.756 2_667
H(17) H(19) 3.157 2_567
H(17) H(20) 2.963 2_567
H(18) Cl(2) 3.233 1_655
H(18) C(4) 3.126 2_657
H(18) C(13) 3.225 2_667
H(18) H(3) 2.483 2_657
H(18) H(10) 3.480 1_556
H(18) H(13) 3.280 1_556
H(18) H(16) 2.801 2_667
H(18) H(17) 2.756 2_667
H(19) Cl(2) 2.971 2_557
H(19) C(3) 3.345 2_557
H(19) H(2) 2.446 2_557
H(19) H(3) 3.000 2_657
H(19) H(15) 3.372 2_567
H(19) H(17) 3.157 2_567
H(20) C(8) 3.033 1_556
H(20) C(13) 3.054 2_567
H(20) H(2) 2.996 2_557
H(20) H(9) 2.923 1_556
H(20) H(10) 2.304 1_556
H(20) H(13) 3.287 1_556
H(20) H(15) 2.417 2_567
H(20) H(16) 3.283 2_667
H(20) H(17) 2.963 2_567
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
Cl(1) Ti(1) N(1) N(2) 145.28(6)
Cl(1) Ti(1) N(1) C(10) -176(2)
Cl(1) Ti(1) N(2) N(1) -43.41(8)
Cl(1) Ti(1) N(2) C(12) -124(3)
Cl(1) Ti(1) C(1) C(2) -86.77(8)
Cl(1) Ti(1) C(1) C(5) 156.99(9)
Cl(1) Ti(1) C(1) C(6) 36.39(14)
Cl(1) Ti(1) C(2) C(1) 92.87(8)
Cl(1) Ti(1) C(2) C(3) -150.80(10)
Cl(1) Ti(1) C(3) C(2) 33.66(11)
Cl(1) Ti(1) C(3) C(4) 149.57(8)
Cl(1) Ti(1) C(4) C(3) -52.08(14)
Cl(1) Ti(1) C(4) C(5) 62.49(14)
Cl(1) Ti(1) C(5) C(1) -27.33(10)
Cl(1) Ti(1) C(5) C(4) -143.96(9)
Cl(2) Ti(1) N(1) N(2) 49.48(8)
Cl(2) Ti(1) N(1) C(10) 88(2)
Cl(2) Ti(1) N(2) N(1) -139.28(6)
Cl(2) Ti(1) N(2) C(12) 140(3)
Cl(2) Ti(1) C(1) C(2) 9.30(11)
Cl(2) Ti(1) C(1) C(5) -106.95(9)
Cl(2) Ti(1) C(1) C(6) 132.45(12)
Cl(2) Ti(1) C(2) C(1) -173.57(7)
Cl(2) Ti(1) C(2) C(3) -57.24(10)
Cl(2) Ti(1) C(3) C(2) 124.59(10)
Cl(2) Ti(1) C(3) C(4) -119.49(10)
Cl(2) Ti(1) C(4) C(3) 61.82(10)
Cl(2) Ti(1) C(4) C(5) 176.39(9)
Cl(2) Ti(1) C(5) C(1) 111.52(9)
Cl(2) Ti(1) C(5) C(4) -5.11(13)
N(1) Ti(1) N(2) C(12) -80(3)
N(2) Ti(1) N(1) C(10) 39(2)
N(1) Ti(1) C(1) C(2) -179.10(9)
N(1) Ti(1) C(1) C(5) 64.65(9)
N(1) Ti(1) C(1) C(6) -55.94(14)
C(1) Ti(1) N(1) N(2) -123.92(7)
C(1) Ti(1) N(1) C(10) -85(2)
N(1) Ti(1) C(2) C(1) 1.26(12)
N(1) Ti(1) C(2) C(3) 117.59(11)
C(2) Ti(1) N(1) N(2) -124.65(8)
C(2) Ti(1) N(1) C(10) -86(2)
N(1) Ti(1) C(3) C(2) -102.69(12)
N(1) Ti(1) C(3) C(4) 13.23(15)
C(3) Ti(1) N(1) N(2) -72.15(11)
C(3) Ti(1) N(1) C(10) -34(2)
N(1) Ti(1) C(4) C(3) -171.29(10)
N(1) Ti(1) C(4) C(5) -56.71(11)
C(4) Ti(1) N(1) N(2) -64.28(8)
C(4) Ti(1) N(1) C(10) -26(2)
N(1) Ti(1) C(5) C(1) -117.13(9)
N(1) Ti(1) C(5) C(4) 126.25(11)
C(5) Ti(1) N(1) N(2) -93.14(8)
C(5) Ti(1) N(1) C(10) -55(2)
N(2) Ti(1) C(1) C(2) 142.64(9)
N(2) Ti(1) C(1) C(5) 26.40(11)
N(2) Ti(1) C(1) C(6) -94.20(14)
C(1) Ti(1) N(2) N(1) 70.11(8)
C(1) Ti(1) N(2) C(12) -10(3)
N(2) Ti(1) C(2) C(1) -61.60(13)
N(2) Ti(1) C(2) C(3) 54.73(15)
C(2) Ti(1) N(2) N(1) 105.24(10)
C(2) Ti(1) N(2) C(12) 25(3)
N(2) Ti(1) C(3) C(2) -146.62(10)
N(2) Ti(1) C(3) C(4) -30.70(12)
C(3) Ti(1) N(2) N(1) 136.89(8)
C(3) Ti(1) N(2) C(12) 56(3)
N(2) Ti(1) C(4) C(3) 153.02(10)
N(2) Ti(1) C(4) C(5) -92.40(10)
C(4) Ti(1) N(2) N(1) 119.77(8)
C(4) Ti(1) N(2) C(12) 39(3)
N(2) Ti(1) C(5) C(1) -157.34(9)
N(2) Ti(1) C(5) C(4) 86.04(11)
C(5) Ti(1) N(2) N(1) 84.65(7)
C(5) Ti(1) N(2) C(12) 4(3)
C(1) Ti(1) C(2) C(3) 116.33(14)
C(2) Ti(1) C(1) C(5) -116.25(13)
C(2) Ti(1) C(1) C(6) 123.16(18)
C(1) Ti(1) C(3) C(2) -36.91(9)
C(1) Ti(1) C(3) C(4) 79.01(10)
C(3) Ti(1) C(1) C(2) 37.16(9)
C(3) Ti(1) C(1) C(5) -79.08(10)
C(3) Ti(1) C(1) C(6) 160.32(17)
C(1) Ti(1) C(4) C(3) -78.08(11)
C(1) Ti(1) C(4) C(5) 36.50(9)
C(4) Ti(1) C(1) C(2) 78.90(10)
C(4) Ti(1) C(1) C(5) -37.34(9)
C(4) Ti(1) C(1) C(6) -157.94(17)
C(1) Ti(1) C(5) C(4) -116.62(14)
C(5) Ti(1) C(1) C(2) 116.25(13)
C(5) Ti(1) C(1) C(6) -120.60(18)
C(2) Ti(1) C(3) C(4) 115.92(15)
C(3) Ti(1) C(2) C(1) -116.33(14)
C(2) Ti(1) C(4) C(3) -37.15(10)
C(2) Ti(1) C(4) C(5) 77.42(11)
C(4) Ti(1) C(2) C(1) -78.76(10)
C(4) Ti(1) C(2) C(3) 37.57(10)
C(2) Ti(1) C(5) C(1) 37.10(9)
C(2) Ti(1) C(5) C(4) -79.52(11)
C(5) Ti(1) C(2) C(1) -36.93(8)
C(5) Ti(1) C(2) C(3) 79.39(11)
C(3) Ti(1) C(4) C(5) 114.58(15)
C(4) Ti(1) C(3) C(2) -115.92(15)
C(3) Ti(1) C(5) C(1) 78.49(10)
C(3) Ti(1) C(5) C(4) -38.13(10)
C(5) Ti(1) C(3) C(2) -77.76(11)
C(5) Ti(1) C(3) C(4) 38.16(10)
C(4) Ti(1) C(5) C(1) 116.62(14)
C(5) Ti(1) C(4) C(3) -114.58(15)
Ti(1) N(1) N(2) C(12) 178.01(11)
Ti(1) N(1) C(10) C(11) -39(2)
Ti(1) N(1) C(10) C(13) 139(2)
N(2) N(1) C(10) C(11) -1.44(16)
N(2) N(1) C(10) C(13) 177.26(13)
C(10) N(1) N(2) Ti(1) -178.16(11)
C(10) N(1) N(2) C(12) -0.15(15)
Ti(1) N(2) C(12) C(11) 82(3)
Ti(1) N(2) C(12) C(14) -97(3)
N(1) N(2) C(12) C(11) 1.70(16)
N(1) N(2) C(12) C(14) -176.69(13)
Ti(1) C(1) C(2) C(3) -63.47(10)
Ti(1) C(1) C(5) C(4) 63.29(10)
Ti(1) C(1) C(6) C(7) 38.05(19)
Ti(1) C(1) C(6) C(8) -84.68(16)
Ti(1) C(1) C(6) C(9) 156.30(12)
C(2) C(1) C(5) Ti(1) -62.41(10)
C(2) C(1) C(5) C(4) 0.87(16)
C(5) C(1) C(2) Ti(1) 61.97(10)
C(5) C(1) C(2) C(3) -1.50(16)
C(2) C(1) C(6) C(7) 132.78(16)
C(2) C(1) C(6) C(8) 10.0(2)
C(2) C(1) C(6) C(9) -108.97(17)
C(6) C(1) C(2) Ti(1) -124.04(14)
C(6) C(1) C(2) C(3) 172.50(13)
C(5) C(1) C(6) C(7) -54.31(19)
C(5) C(1) C(6) C(8) -177.04(14)
C(5) C(1) C(6) C(9) 63.94(19)
C(6) C(1) C(5) Ti(1) 123.47(13)
C(6) C(1) C(5) C(4) -173.25(13)
Ti(1) C(2) C(3) C(4) -63.90(11)
C(1) C(2) C(3) Ti(1) 65.47(10)
C(1) C(2) C(3) C(4) 1.56(17)
Ti(1) C(3) C(4) C(5) -66.53(11)
C(2) C(3) C(4) Ti(1) 65.52(11)
C(2) C(3) C(4) C(5) -1.01(18)
Ti(1) C(4) C(5) C(1) -66.02(10)
C(3) C(4) C(5) Ti(1) 66.09(11)
C(3) C(4) C(5) C(1) 0.08(17)
N(1) C(10) C(11) C(12) 2.45(17)
C(13) C(10) C(11) C(12) -176.12(15)
C(10) C(11) C(12) N(2) -2.55(17)
C(10) C(11) C(12) C(14) 175.65(15)
|
1501788.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501788.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501788
loop_
_publ_author_name
'Nomura, Kotohiro'
'Fukuda, Hiroya'
'Katao, Shohei'
'Fujiki, Michiya'
'Kim, Hyun Joon'
'Kim, Dong-Hyun'
'Saeed, Irfan'
_publ_section_title
;
Olefin Polymerization by Half-Titanocenes Containing \h2-Pyrazolato
Ligands−MAO Catalyst Systems
;
_journal_issue 7
_journal_name_full Macromolecules
_journal_page_first 1986
_journal_paper_doi 10.1021/ma200018z
_journal_volume 44
_journal_year 2011
_chemical_formula_moiety 'C18 H28 Cl2 N2 Ti '
_chemical_formula_sum 'C18 H28 Cl2 N2 Ti'
_chemical_formula_weight 391.24
_space_group_IT_number 15
_symmetry_cell_setting monoclinic
_symmetry_Int_Tables_number 15
_symmetry_space_group_name_Hall '-C 2yc'
_symmetry_space_group_name_H-M 'C 1 2/c 1'
_cell_angle_alpha 90.0000
_cell_angle_beta 92.5986(9)
_cell_angle_gamma 90.0000
_cell_formula_units_Z 8
_cell_length_a 30.9170(8)
_cell_length_b 10.5621(3)
_cell_length_c 12.0811(3)
_cell_measurement_reflns_used 11085
_cell_measurement_temperature 123.1
_cell_measurement_theta_max 25.3
_cell_measurement_theta_min 3.2
_cell_volume 3941.01(18)
_computing_cell_refinement PROCESS-AUTO
_computing_data_collection PROCESS-AUTO
_computing_data_reduction CrystalStructure
_computing_publication_material 'CrystalStructure 3.8'
_computing_structure_refinement SHELXL
_computing_structure_solution SIR92
_diffrn_ambient_temperature 123.1
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type 'Rigaku RAXIS-RAPID'
_diffrn_measurement_method \w
_diffrn_radiation_type 'Mo K\a'
_diffrn_radiation_wavelength 0.71075
_diffrn_reflns_av_R_equivalents 0.028
_diffrn_reflns_limit_h_max 37
_diffrn_reflns_limit_h_min -37
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 14
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_number 14607
_diffrn_reflns_theta_full 25.31
_diffrn_reflns_theta_max 25.31
_exptl_absorpt_coefficient_mu 0.706
_exptl_absorpt_correction_T_max 0.952
_exptl_absorpt_correction_T_min 0.865
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
Higashi, T. (1995). Program for Absorption Correction.
Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour orange
_exptl_crystal_density_diffrn 1.319
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 1648.00
_exptl_crystal_size_max 0.12
_exptl_crystal_size_mid 0.10
_exptl_crystal_size_min 0.07
_refine_diff_density_max 0.45
_refine_diff_density_min -0.41
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.097
_refine_ls_hydrogen_treatment refall
_refine_ls_number_parameters 209
_refine_ls_number_reflns 3594
_refine_ls_R_factor_gt 0.0283
_refine_ls_shift/su_max 0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0251P)^2^+7.2175P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_ref 0.0748
_reflns_number_gt 3025
_reflns_number_total 3594
_reflns_threshold_expression F^2^>2.0\s(F^2^)
_cod_data_source_file ma200018z_si_003.cif
_cod_data_source_block '_tBuCpTi(35iPr2N2C3H)'
_cod_original_cell_volume 3941.00(18)
_cod_original_formula_sum 'C18 H28 Cl2 N2 Ti '
_cod_database_code 1501788
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-Y,1/2+Z
5 1/2+X,1/2+Y,+Z
6 1/2-X,1/2+Y,1/2-Z
7 1/2-X,1/2-Y,-Z
8 1/2+X,1/2-Y,1/2+Z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ti(1) Ti 0.368253(11) 0.33878(3) 0.15654(3) 0.01616(10) Uani 1.00 1 d .
Cl(1) Cl 0.336388(16) 0.28612(5) 0.31844(4) 0.02320(13) Uani 1.00 1 d .
Cl(2) Cl 0.397224(16) 0.52944(5) 0.21152(5) 0.02771(14) Uani 1.00 1 d .
N(1) N 0.40462(5) 0.17906(16) 0.16341(14) 0.0193(3) Uani 1.00 1 d .
N(2) N 0.42687(5) 0.27617(16) 0.11680(14) 0.0194(3) Uani 1.00 1 d .
C(1) C 0.30094(6) 0.42249(19) 0.07381(16) 0.0173(4) Uani 1.00 1 d .
C(2) C 0.33597(6) 0.4573(2) 0.00813(17) 0.0214(4) Uani 1.00 1 d .
C(3) C 0.35480(7) 0.3465(2) -0.03340(17) 0.0252(4) Uani 1.00 1 d .
C(4) C 0.33233(7) 0.2414(2) 0.00708(17) 0.0233(4) Uani 1.00 1 d .
C(5) C 0.29943(6) 0.28847(19) 0.07322(17) 0.0194(4) Uani 1.00 1 d .
C(6) C 0.26780(6) 0.51368(19) 0.11924(17) 0.0197(4) Uani 1.00 1 d .
C(7) C 0.24097(7) 0.5631(2) 0.01742(18) 0.0249(4) Uani 1.00 1 d .
C(8) C 0.23761(7) 0.4456(2) 0.19687(18) 0.0257(4) Uani 1.00 1 d .
C(9) C 0.28893(7) 0.6254(2) 0.1797(2) 0.0326(5) Uani 1.00 1 d .
C(10) C 0.42890(6) 0.0736(2) 0.16118(18) 0.0221(4) Uani 1.00 1 d .
C(11) C 0.46766(7) 0.1056(2) 0.11311(19) 0.0258(4) Uani 1.00 1 d .
C(12) C 0.46519(6) 0.2337(2) 0.08501(17) 0.0201(4) Uani 1.00 1 d .
C(13) C 0.41351(7) -0.0502(2) 0.2054(2) 0.0320(5) Uani 1.00 1 d .
C(14) C 0.40297(8) -0.0393(2) 0.3276(2) 0.0443(6) Uani 1.00 1 d .
C(15) C 0.37489(9) -0.1001(2) 0.1362(2) 0.0504(7) Uani 1.00 1 d .
C(16) C 0.49615(7) 0.3198(2) 0.02858(18) 0.0258(4) Uani 1.00 1 d .
C(17) C 0.54202(9) 0.2997(3) 0.0719(2) 0.0712(11) Uani 1.00 1 d .
C(18) C 0.49201(9) 0.3042(2) -0.0964(2) 0.0458(7) Uani 1.00 1 d .
H(1) H 0.3455 0.5430 -0.0056 0.026 Uiso 1.00 1 c R
H(2) H 0.3790 0.3429 -0.0818 0.031 Uiso 1.00 1 c R
H(3) H 0.3390 0.1460 -0.0083 0.029 Uiso 1.00 1 c R
H(4) H 0.2794 0.2382 0.1113 0.023 Uiso 1.00 1 c R
H(5) H 0.2597 0.6117 -0.0301 0.030 Uiso 1.00 1 c R
H(6) H 0.2285 0.4913 -0.0243 0.030 Uiso 1.00 1 c R
H(7) H 0.2176 0.6176 0.0420 0.030 Uiso 1.00 1 c R
H(8) H 0.2221 0.3780 0.1562 0.031 Uiso 1.00 1 c R
H(9) H 0.2547 0.4089 0.2592 0.031 Uiso 1.00 1 c R
H(10) H 0.2168 0.5062 0.2249 0.031 Uiso 1.00 1 c R
H(11) H 0.3047 0.5953 0.2468 0.039 Uiso 1.00 1 c R
H(12) H 0.3091 0.6671 0.1312 0.039 Uiso 1.00 1 c R
H(13) H 0.2666 0.6858 0.2001 0.039 Uiso 1.00 1 c R
H(14) H 0.4913 0.0505 0.1017 0.031 Uiso 1.00 1 c R
H(15) H 0.4376 -0.1128 0.2001 0.038 Uiso 1.00 1 c R
H(16) H 0.3784 0.0180 0.3349 0.053 Uiso 1.00 1 c R
H(17) H 0.3956 -0.1231 0.3561 0.053 Uiso 1.00 1 c R
H(18) H 0.4282 -0.0059 0.3701 0.053 Uiso 1.00 1 c R
H(19) H 0.3502 -0.0432 0.1436 0.060 Uiso 1.00 1 c R
H(20) H 0.3823 -0.1045 0.0583 0.060 Uiso 1.00 1 c R
H(21) H 0.3673 -0.1848 0.1621 0.060 Uiso 1.00 1 c R
H(22) H 0.4880 0.4089 0.0461 0.031 Uiso 1.00 1 c R
H(23) H 0.5602 0.3694 0.0474 0.085 Uiso 1.00 1 c R
H(24) H 0.5429 0.2972 0.1530 0.085 Uiso 1.00 1 c R
H(25) H 0.5529 0.2194 0.0435 0.085 Uiso 1.00 1 c R
H(26) H 0.5134 0.3579 -0.1310 0.055 Uiso 1.00 1 c R
H(27) H 0.4971 0.2155 -0.1157 0.055 Uiso 1.00 1 c R
H(28) H 0.4628 0.3292 -0.1231 0.055 Uiso 1.00 1 c R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Ti(1) 0.01646(18) 0.0157(2) 0.01633(19) -0.00075(14) 0.00138(14) 0.00014(15)
Cl(1) 0.0239(2) 0.0286(2) 0.0173(2) 0.0003(2) 0.00370(19) 0.0014(2)
Cl(2) 0.0247(2) 0.0216(2) 0.0366(3) -0.0047(2) -0.0003(2) -0.0061(2)
N(1) 0.0177(8) 0.0190(9) 0.0213(9) -0.0024(6) 0.0031(6) 0.0028(7)
N(2) 0.0190(8) 0.0185(9) 0.0208(9) -0.0023(6) 0.0021(6) 0.0023(7)
C(1) 0.0192(9) 0.0188(10) 0.0135(9) 0.0003(7) -0.0022(7) 0.0011(8)
C(2) 0.0235(10) 0.0223(11) 0.0183(10) 0.0005(8) -0.0002(8) 0.0054(8)
C(3) 0.0245(10) 0.0368(13) 0.0143(10) 0.0069(9) 0.0025(8) -0.0005(9)
C(4) 0.0251(10) 0.0256(11) 0.0188(11) 0.0036(8) -0.0041(8) -0.0070(9)
C(5) 0.0181(9) 0.0192(10) 0.0205(10) -0.0021(7) -0.0027(8) -0.0013(8)
C(6) 0.0208(10) 0.0183(10) 0.0200(10) 0.0023(8) 0.0004(8) -0.0022(8)
C(7) 0.0260(11) 0.0227(11) 0.0261(12) 0.0051(8) 0.0005(8) 0.0046(9)
C(8) 0.0257(11) 0.0306(12) 0.0212(11) 0.0058(9) 0.0056(8) 0.0031(9)
C(9) 0.0288(11) 0.0270(12) 0.0415(14) 0.0061(9) -0.0034(10) -0.0147(10)
C(10) 0.0179(9) 0.0209(11) 0.0276(11) 0.0018(8) 0.0020(8) 0.0025(9)
C(11) 0.0180(10) 0.0263(12) 0.0337(12) 0.0031(8) 0.0056(9) 0.0013(9)
C(12) 0.0185(9) 0.0236(11) 0.0182(10) -0.0014(8) 0.0010(8) -0.0019(8)
C(13) 0.0249(11) 0.0200(12) 0.0523(15) 0.0062(9) 0.0130(10) 0.0103(10)
C(14) 0.0399(14) 0.0428(16) 0.0511(17) 0.0007(11) 0.0114(12) 0.0254(13)
C(15) 0.0494(16) 0.0283(14) 0.074(2) -0.0151(12) 0.0080(14) 0.0002(13)
C(16) 0.0240(10) 0.0257(12) 0.0283(12) -0.0049(8) 0.0075(9) 0.0019(9)
C(17) 0.0324(14) 0.114(3) 0.065(2) -0.0370(17) -0.0134(14) 0.043(2)
C(18) 0.0445(15) 0.0593(18) 0.0342(14) -0.0177(13) 0.0069(11) 0.0083(13)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.006 0.003
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.148 0.159
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Ti Ti 0.278 0.446
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
Cl(1) Ti(1) Cl(2) 98.23(2) yes
Cl(1) Ti(1) N(1) 91.27(5) yes
Cl(1) Ti(1) N(2) 123.39(5) yes
Cl(1) Ti(1) C(1) 92.63(4) yes
Cl(1) Ti(1) C(2) 126.14(5) yes
Cl(1) Ti(1) C(3) 141.96(5) yes
Cl(1) Ti(1) C(4) 110.30(5) yes
Cl(1) Ti(1) C(5) 84.03(5) yes
Cl(2) Ti(1) N(1) 120.73(4) yes
Cl(2) Ti(1) N(2) 90.78(5) yes
Cl(2) Ti(1) C(1) 96.64(4) yes
Cl(2) Ti(1) C(2) 84.31(5) yes
Cl(2) Ti(1) C(3) 107.88(6) yes
Cl(2) Ti(1) C(4) 141.59(5) yes
Cl(2) Ti(1) C(5) 130.65(5) yes
N(1) Ti(1) N(2) 39.70(6) yes
N(1) Ti(1) C(1) 141.41(6) yes
N(1) Ti(1) C(2) 133.19(7) yes
N(1) Ti(1) C(3) 98.29(7) yes
N(1) Ti(1) C(4) 84.72(7) yes
N(1) Ti(1) C(5) 108.43(6) yes
N(2) Ti(1) C(1) 141.79(6) yes
N(2) Ti(1) C(2) 110.29(6) yes
N(2) Ti(1) C(3) 84.15(7) yes
N(2) Ti(1) C(4) 94.21(7) yes
N(2) Ti(1) C(5) 128.80(6) yes
C(1) Ti(1) C(2) 34.35(6) yes
C(1) Ti(1) C(3) 57.88(7) yes
C(1) Ti(1) C(4) 58.03(7) yes
C(1) Ti(1) C(5) 34.25(6) yes
C(2) Ti(1) C(3) 35.00(7) yes
C(2) Ti(1) C(4) 58.28(7) yes
C(2) Ti(1) C(5) 57.21(6) yes
C(3) Ti(1) C(4) 35.41(7) yes
C(3) Ti(1) C(5) 57.99(7) yes
C(4) Ti(1) C(5) 35.02(7) yes
Ti(1) N(1) N(2) 69.39(9) yes
Ti(1) N(1) C(10) 176.48(15) yes
N(2) N(1) C(10) 108.72(15) yes
Ti(1) N(2) N(1) 70.90(9) yes
Ti(1) N(2) C(12) 177.11(14) yes
N(1) N(2) C(12) 109.53(16) yes
Ti(1) C(1) C(2) 70.35(10) yes
Ti(1) C(1) C(5) 70.51(10) yes
Ti(1) C(1) C(6) 131.07(12) yes
C(2) C(1) C(5) 106.36(17) yes
C(2) C(1) C(6) 125.40(17) yes
C(5) C(1) C(6) 127.59(17) yes
Ti(1) C(2) C(1) 75.30(11) yes
Ti(1) C(2) C(3) 70.38(11) yes
C(1) C(2) C(3) 108.79(18) yes
Ti(1) C(3) C(2) 74.62(11) yes
Ti(1) C(3) C(4) 72.39(11) yes
C(2) C(3) C(4) 108.20(18) yes
Ti(1) C(4) C(3) 72.20(12) yes
Ti(1) C(4) C(5) 74.63(11) yes
C(3) C(4) C(5) 107.36(18) yes
Ti(1) C(5) C(1) 75.24(10) yes
Ti(1) C(5) C(4) 70.35(11) yes
C(1) C(5) C(4) 109.28(17) yes
C(1) C(6) C(7) 105.78(16) yes
C(1) C(6) C(8) 111.17(16) yes
C(1) C(6) C(9) 112.44(15) yes
C(7) C(6) C(8) 109.05(16) yes
C(7) C(6) C(9) 108.94(17) yes
C(8) C(6) C(9) 109.33(17) yes
N(1) C(10) C(11) 107.34(18) yes
N(1) C(10) C(13) 121.96(17) yes
C(11) C(10) C(13) 130.70(19) yes
C(10) C(11) C(12) 107.30(18) yes
N(2) C(12) C(11) 107.11(17) yes
N(2) C(12) C(16) 121.09(18) yes
C(11) C(12) C(16) 131.79(18) yes
C(10) C(13) C(14) 111.33(19) yes
C(10) C(13) C(15) 111.1(2) yes
C(14) C(13) C(15) 111.1(2) yes
C(12) C(16) C(17) 111.5(2) yes
C(12) C(16) C(18) 110.99(19) yes
C(17) C(16) C(18) 111.5(2) yes
Ti(1) C(2) H(1) 120.2 no
C(1) C(2) H(1) 125.6 no
C(3) C(2) H(1) 125.6 no
Ti(1) C(3) H(2) 119.1 no
C(2) C(3) H(2) 126.1 no
C(4) C(3) H(2) 125.7 no
Ti(1) C(4) H(3) 118.3 no
C(3) C(4) H(3) 126.3 no
C(5) C(4) H(3) 126.3 no
Ti(1) C(5) H(4) 120.7 no
C(1) C(5) H(4) 125.3 no
C(4) C(5) H(4) 125.4 no
C(6) C(7) H(5) 109.5 no
C(6) C(7) H(6) 109.5 no
C(6) C(7) H(7) 109.5 no
H(5) C(7) H(6) 109.5 no
H(5) C(7) H(7) 109.5 no
H(6) C(7) H(7) 109.5 no
C(6) C(8) H(8) 109.5 no
C(6) C(8) H(9) 109.5 no
C(6) C(8) H(10) 109.5 no
H(8) C(8) H(9) 109.5 no
H(8) C(8) H(10) 109.5 no
H(9) C(8) H(10) 109.5 no
C(6) C(9) H(11) 109.5 no
C(6) C(9) H(12) 109.5 no
C(6) C(9) H(13) 109.5 no
H(11) C(9) H(12) 109.5 no
H(11) C(9) H(13) 109.5 no
H(12) C(9) H(13) 109.5 no
C(10) C(11) H(14) 126.4 no
C(12) C(11) H(14) 126.4 no
C(10) C(13) H(15) 107.7 no
C(14) C(13) H(15) 107.7 no
C(15) C(13) H(15) 107.7 no
C(13) C(14) H(16) 109.5 no
C(13) C(14) H(17) 109.5 no
C(13) C(14) H(18) 109.5 no
H(16) C(14) H(17) 109.5 no
H(16) C(14) H(18) 109.5 no
H(17) C(14) H(18) 109.5 no
C(13) C(15) H(19) 109.5 no
C(13) C(15) H(20) 109.5 no
C(13) C(15) H(21) 109.5 no
H(19) C(15) H(20) 109.5 no
H(19) C(15) H(21) 109.5 no
H(20) C(15) H(21) 109.5 no
C(12) C(16) H(22) 107.5 no
C(17) C(16) H(22) 107.6 no
C(18) C(16) H(22) 107.6 no
C(16) C(17) H(23) 109.5 no
C(16) C(17) H(24) 109.5 no
C(16) C(17) H(25) 109.5 no
H(23) C(17) H(24) 109.5 no
H(23) C(17) H(25) 109.5 no
H(24) C(17) H(25) 109.5 no
C(16) C(18) H(26) 109.5 no
C(16) C(18) H(27) 109.5 no
C(16) C(18) H(28) 109.5 no
H(26) C(18) H(27) 109.5 no
H(26) C(18) H(28) 109.5 no
H(27) C(18) H(28) 109.5 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Ti(1) Cl(1) 2.2979(6) yes
Ti(1) Cl(2) 2.2902(6) yes
Ti(1) N(1) 2.0269(16) yes
Ti(1) N(2) 2.0077(16) yes
Ti(1) C(1) 2.4337(18) yes
Ti(1) C(2) 2.370(2) yes
Ti(1) C(3) 2.315(2) yes
Ti(1) C(4) 2.317(2) yes
Ti(1) C(5) 2.3725(18) yes
N(1) N(2) 1.370(2) yes
N(1) C(10) 1.344(2) yes
N(2) C(12) 1.339(2) yes
C(1) C(2) 1.420(2) yes
C(1) C(5) 1.416(2) yes
C(1) C(6) 1.526(2) yes
C(2) C(3) 1.409(3) yes
C(3) C(4) 1.409(3) yes
C(4) C(5) 1.412(2) yes
C(6) C(7) 1.543(2) yes
C(6) C(8) 1.532(3) yes
C(6) C(9) 1.519(3) yes
C(10) C(11) 1.397(2) yes
C(10) C(13) 1.498(3) yes
C(11) C(12) 1.396(3) yes
C(12) C(16) 1.506(3) yes
C(13) C(14) 1.530(3) yes
C(13) C(15) 1.521(3) yes
C(16) C(17) 1.504(3) yes
C(16) C(18) 1.518(3) yes
C(2) H(1) 0.968 no
C(3) H(2) 0.972 no
C(4) H(3) 1.047 no
C(5) H(4) 0.950 no
C(7) H(5) 0.980 no
C(7) H(6) 0.980 no
C(7) H(7) 0.980 no
C(8) H(8) 0.980 no
C(8) H(9) 0.980 no
C(8) H(10) 0.980 no
C(9) H(11) 0.980 no
C(9) H(12) 0.980 no
C(9) H(13) 0.980 no
C(11) H(14) 0.950 no
C(13) H(15) 1.000 no
C(14) H(16) 0.980 no
C(14) H(17) 0.980 no
C(14) H(18) 0.980 no
C(15) H(19) 0.980 no
C(15) H(20) 0.980 no
C(15) H(21) 0.980 no
C(16) H(22) 1.000 no
C(17) H(23) 0.980 no
C(17) H(24) 0.980 no
C(17) H(25) 0.980 no
C(18) H(26) 0.980 no
C(18) H(27) 0.980 no
C(18) H(28) 0.980 no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
Cl(1) C(2) 3.550(2) 4_565
C(2) Cl(1) 3.550(2) 4_564
C(5) C(5) 3.556(2) 7_555
Ti(1) H(24) 3.531 2_655
Cl(1) H(1) 2.793 4_565
Cl(1) H(5) 3.244 4_565
Cl(1) H(7) 3.009 6_545
Cl(1) H(10) 3.411 6_545
Cl(1) H(13) 3.353 6_545
Cl(2) H(2) 2.915 4_565
Cl(2) H(21) 3.204 1_565
Cl(2) H(23) 3.568 2_655
Cl(2) H(24) 3.443 2_655
Cl(2) H(26) 3.199 3_665
Cl(2) H(28) 3.158 4_565
N(1) H(24) 2.964 2_655
N(2) H(24) 2.902 2_655
C(2) H(11) 3.306 4_564
C(3) H(11) 3.075 4_564
C(3) H(17) 3.016 4_554
C(4) H(6) 3.107 7_555
C(4) H(8) 2.830 7_555
C(4) H(17) 3.007 4_554
C(5) H(4) 3.240 7_555
C(5) H(6) 3.127 7_555
C(5) H(8) 3.324 7_555
C(7) H(3) 3.313 7_555
C(7) H(4) 3.585 7_555
C(7) H(5) 3.439 7_565
C(7) H(9) 3.181 4_564
C(7) H(19) 3.357 7_555
C(8) H(3) 3.354 7_555
C(8) H(5) 3.392 4_565
C(8) H(6) 3.458 4_565
C(8) H(13) 3.019 6_545
C(8) H(19) 3.401 6_555
C(9) H(4) 3.570 6_555
C(9) H(8) 3.351 6_555
C(9) H(9) 3.380 6_555
C(9) H(21) 3.160 1_565
C(10) H(18) 3.587 4_554
C(10) H(24) 3.347 2_655
C(11) H(14) 3.370 3_655
C(11) H(18) 3.426 2_655
C(11) H(18) 3.300 4_554
C(11) H(24) 3.502 2_655
C(11) H(27) 3.562 3_655
C(12) H(24) 3.255 2_655
C(13) H(27) 3.484 3_655
C(14) H(2) 3.478 4_555
C(14) H(3) 3.076 4_555
C(14) H(14) 3.472 2_655
C(14) H(20) 3.262 4_555
C(14) H(25) 3.400 2_655
C(14) H(27) 3.495 4_555
C(15) H(7) 3.507 7_555
C(15) H(10) 3.540 6_545
C(15) H(12) 3.189 1_545
C(15) H(25) 3.424 3_655
C(16) H(22) 3.050 3_665
C(17) H(18) 3.420 2_655
C(17) H(20) 3.541 3_655
C(17) H(22) 3.499 3_665
C(18) H(15) 3.262 3_655
C(18) H(15) 3.548 4_554
C(18) H(17) 3.566 4_554
C(18) H(22) 3.146 3_665
C(18) H(26) 3.340 2_654
H(1) Cl(1) 2.793 4_564
H(1) H(11) 3.512 4_564
H(1) H(21) 3.564 1_565
H(1) H(23) 3.123 3_665
H(2) Cl(2) 2.915 4_564
H(2) C(14) 3.478 4_554
H(2) H(11) 3.092 4_564
H(2) H(17) 2.500 4_554
H(2) H(21) 3.520 4_554
H(2) H(23) 3.588 3_665
H(3) C(7) 3.313 7_555
H(3) C(8) 3.354 7_555
H(3) C(14) 3.076 4_554
H(3) H(6) 2.586 7_555
H(3) H(7) 3.305 7_555
H(3) H(8) 2.552 7_555
H(3) H(10) 3.463 7_555
H(3) H(16) 2.877 4_554
H(3) H(17) 2.463 4_554
H(3) H(18) 3.509 4_554
H(4) C(5) 3.240 7_555
H(4) C(7) 3.585 7_555
H(4) C(9) 3.570 6_545
H(4) H(4) 3.188 7_555
H(4) H(6) 2.648 7_555
H(4) H(8) 3.455 7_555
H(4) H(10) 3.148 6_545
H(4) H(11) 3.519 6_545
H(4) H(13) 2.796 6_545
H(5) Cl(1) 3.244 4_564
H(5) C(7) 3.439 7_565
H(5) C(8) 3.392 4_564
H(5) H(5) 3.078 7_565
H(5) H(7) 2.949 7_565
H(5) H(9) 2.552 4_564
H(5) H(10) 3.423 4_564
H(5) H(12) 3.354 7_565
H(5) H(13) 3.050 7_565
H(6) C(4) 3.107 7_555
H(6) C(5) 3.127 7_555
H(6) C(8) 3.458 4_564
H(6) H(3) 2.586 7_555
H(6) H(4) 2.648 7_555
H(6) H(9) 2.967 4_564
H(6) H(10) 3.035 4_564
H(6) H(19) 2.824 7_555
H(7) Cl(1) 3.009 6_555
H(7) C(15) 3.507 7_555
H(7) H(3) 3.305 7_555
H(7) H(5) 2.949 7_565
H(7) H(12) 3.175 7_565
H(7) H(16) 3.539 6_555
H(7) H(19) 3.101 7_555
H(7) H(20) 3.270 7_555
H(7) H(21) 3.592 7_555
H(8) C(4) 2.830 7_555
H(8) C(5) 3.324 7_555
H(8) C(9) 3.351 6_545
H(8) H(3) 2.552 7_555
H(8) H(4) 3.455 7_555
H(8) H(11) 3.326 6_545
H(8) H(12) 3.567 6_545
H(8) H(13) 2.685 6_545
H(8) H(16) 3.445 6_555
H(8) H(19) 3.467 6_555
H(9) C(7) 3.181 4_565
H(9) C(9) 3.380 6_545
H(9) H(5) 2.552 4_565
H(9) H(6) 2.967 4_565
H(9) H(12) 3.523 6_545
H(9) H(13) 2.502 6_545
H(9) H(19) 3.535 6_555
H(10) Cl(1) 3.411 6_555
H(10) C(15) 3.540 6_555
H(10) H(3) 3.463 7_555
H(10) H(4) 3.148 6_555
H(10) H(5) 3.423 4_565
H(10) H(6) 3.035 4_565
H(10) H(13) 3.535 6_545
H(10) H(16) 2.998 6_555
H(10) H(19) 2.715 6_555
H(11) C(2) 3.306 4_565
H(11) C(3) 3.075 4_565
H(11) H(1) 3.512 4_565
H(11) H(2) 3.092 4_565
H(11) H(4) 3.519 6_555
H(11) H(8) 3.326 6_555
H(11) H(21) 3.220 1_565
H(12) C(15) 3.189 1_565
H(12) H(5) 3.354 7_565
H(12) H(7) 3.175 7_565
H(12) H(8) 3.567 6_555
H(12) H(9) 3.523 6_555
H(12) H(19) 3.314 1_565
H(12) H(20) 3.449 1_565
H(12) H(21) 2.401 1_565
H(13) Cl(1) 3.353 6_555
H(13) C(8) 3.019 6_555
H(13) H(4) 2.796 6_555
H(13) H(5) 3.050 7_565
H(13) H(8) 2.685 6_555
H(13) H(9) 2.502 6_555
H(13) H(10) 3.535 6_555
H(13) H(21) 3.451 1_565
H(14) C(11) 3.370 3_655
H(14) C(14) 3.472 2_655
H(14) H(14) 3.600 2_655
H(14) H(14) 2.753 3_655
H(14) H(18) 2.566 2_655
H(14) H(18) 3.370 4_554
H(14) H(25) 3.585 3_655
H(14) H(27) 2.836 3_655
H(15) C(18) 3.262 3_655
H(15) C(18) 3.548 4_555
H(15) H(25) 3.177 3_655
H(15) H(26) 3.132 3_655
H(15) H(27) 2.546 3_655
H(15) H(27) 3.023 4_555
H(15) H(28) 3.201 4_555
H(16) H(3) 2.877 4_555
H(16) H(7) 3.539 6_545
H(16) H(8) 3.445 6_545
H(16) H(10) 2.998 6_545
H(16) H(20) 2.846 4_555
H(16) H(25) 3.304 2_655
H(17) C(3) 3.016 4_555
H(17) C(4) 3.007 4_555
H(17) C(18) 3.566 4_555
H(17) H(2) 2.500 4_555
H(17) H(3) 2.463 4_555
H(17) H(20) 3.465 4_555
H(17) H(27) 3.288 4_555
H(17) H(28) 3.012 4_555
H(18) C(10) 3.587 4_555
H(18) C(11) 3.426 2_655
H(18) C(11) 3.300 4_555
H(18) C(17) 3.420 2_655
H(18) H(3) 3.509 4_555
H(18) H(14) 2.566 2_655
H(18) H(14) 3.370 4_555
H(18) H(20) 2.972 4_555
H(18) H(24) 3.339 2_655
H(18) H(25) 2.653 2_655
H(18) H(27) 3.071 4_555
H(18) H(28) 3.579 4_555
H(19) C(7) 3.357 7_555
H(19) C(8) 3.401 6_545
H(19) H(6) 2.824 7_555
H(19) H(7) 3.101 7_555
H(19) H(8) 3.467 6_545
H(19) H(9) 3.535 6_545
H(19) H(10) 2.715 6_545
H(19) H(12) 3.314 1_545
H(20) C(14) 3.262 4_554
H(20) C(17) 3.541 3_655
H(20) H(7) 3.270 7_555
H(20) H(12) 3.449 1_545
H(20) H(16) 2.846 4_554
H(20) H(17) 3.465 4_554
H(20) H(18) 2.972 4_554
H(20) H(23) 3.582 3_655
H(20) H(25) 2.688 3_655
H(21) Cl(2) 3.204 1_545
H(21) C(9) 3.160 1_545
H(21) H(1) 3.564 1_545
H(21) H(2) 3.520 4_555
H(21) H(7) 3.592 7_555
H(21) H(11) 3.220 1_545
H(21) H(12) 2.401 1_545
H(21) H(13) 3.451 1_545
H(21) H(25) 3.597 3_655
H(22) C(16) 3.050 3_665
H(22) C(17) 3.499 3_665
H(22) C(18) 3.146 3_665
H(22) H(22) 2.359 3_665
H(22) H(23) 2.971 3_665
H(22) H(26) 2.669 3_665
H(22) H(28) 3.270 3_665
H(23) Cl(2) 3.568 2_655
H(23) H(1) 3.123 3_665
H(23) H(2) 3.588 3_665
H(23) H(20) 3.582 3_655
H(23) H(22) 2.971 3_665
H(23) H(28) 3.397 3_665
H(24) Ti(1) 3.531 2_655
H(24) Cl(2) 3.443 2_655
H(24) N(1) 2.964 2_655
H(24) N(2) 2.902 2_655
H(24) C(10) 3.347 2_655
H(24) C(11) 3.502 2_655
H(24) C(12) 3.255 2_655
H(24) H(18) 3.339 2_655
H(25) C(14) 3.400 2_655
H(25) C(15) 3.424 3_655
H(25) H(14) 3.585 3_655
H(25) H(15) 3.177 3_655
H(25) H(16) 3.304 2_655
H(25) H(18) 2.653 2_655
H(25) H(20) 2.688 3_655
H(25) H(21) 3.597 3_655
H(26) Cl(2) 3.199 3_665
H(26) C(18) 3.340 2_654
H(26) H(15) 3.132 3_655
H(26) H(22) 2.669 3_665
H(26) H(26) 2.958 2_654
H(26) H(27) 3.413 2_654
H(26) H(28) 3.108 2_654
H(27) C(11) 3.562 3_655
H(27) C(13) 3.484 3_655
H(27) C(14) 3.495 4_554
H(27) H(14) 2.836 3_655
H(27) H(15) 2.546 3_655
H(27) H(15) 3.023 4_554
H(27) H(17) 3.288 4_554
H(27) H(18) 3.071 4_554
H(27) H(26) 3.413 2_654
H(27) H(27) 3.259 2_654
H(28) Cl(2) 3.158 4_564
H(28) H(15) 3.201 4_554
H(28) H(17) 3.012 4_554
H(28) H(18) 3.579 4_554
H(28) H(22) 3.270 3_665
H(28) H(23) 3.397 3_665
H(28) H(26) 3.108 2_654
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
Cl(1) Ti(1) N(1) N(2) -146.62(9)
Cl(1) Ti(1) N(1) C(10) 155(2)
Cl(1) Ti(1) N(2) N(1) 41.21(11)
Cl(1) Ti(1) N(2) C(12) 140(2)
Cl(1) Ti(1) C(1) C(2) 168.28(11)
Cl(1) Ti(1) C(1) C(5) -75.38(11)
Cl(1) Ti(1) C(1) C(6) 47.97(17)
Cl(1) Ti(1) C(2) C(1) -14.55(13)
Cl(1) Ti(1) C(2) C(3) -131.09(11)
Cl(1) Ti(1) C(3) C(2) 80.98(14)
Cl(1) Ti(1) C(3) C(4) -34.31(17)
Cl(1) Ti(1) C(4) C(3) 158.26(11)
Cl(1) Ti(1) C(4) C(5) 43.85(12)
Cl(1) Ti(1) C(5) C(1) 103.62(11)
Cl(1) Ti(1) C(5) C(4) -139.21(12)
Cl(2) Ti(1) N(1) N(2) -46.26(11)
Cl(2) Ti(1) N(1) C(10) -104(2)
Cl(2) Ti(1) N(2) N(1) 141.60(9)
Cl(2) Ti(1) N(2) C(12) -119(2)
Cl(2) Ti(1) C(1) C(2) 69.68(11)
Cl(2) Ti(1) C(1) C(5) -173.99(10)
Cl(2) Ti(1) C(1) C(6) -50.63(17)
Cl(2) Ti(1) C(2) C(1) -110.59(11)
Cl(2) Ti(1) C(2) C(3) 132.86(11)
Cl(2) Ti(1) C(3) C(2) -50.03(12)
Cl(2) Ti(1) C(3) C(4) -165.32(11)
Cl(2) Ti(1) C(4) C(3) 22.85(17)
Cl(2) Ti(1) C(4) C(5) -91.56(13)
Cl(2) Ti(1) C(5) C(1) 7.89(14)
Cl(2) Ti(1) C(5) C(4) 125.06(11)
N(1) Ti(1) N(2) C(12) 99(2)
N(2) Ti(1) N(1) C(10) -58(2)
N(1) Ti(1) C(1) C(2) -96.38(14)
N(1) Ti(1) C(1) C(5) 19.95(17)
N(1) Ti(1) C(1) C(6) 143.31(16)
C(1) Ti(1) N(1) N(2) 117.57(12)
C(1) Ti(1) N(1) C(10) 60(2)
N(1) Ti(1) C(2) C(1) 121.76(12)
N(1) Ti(1) C(2) C(3) 5.21(15)
C(2) Ti(1) N(1) N(2) 67.30(12)
C(2) Ti(1) N(1) C(10) 9(2)
N(1) Ti(1) C(3) C(2) -176.16(11)
N(1) Ti(1) C(3) C(4) 68.55(13)
C(3) Ti(1) N(1) N(2) 70.32(10)
C(3) Ti(1) N(1) C(10) 12(2)
N(1) Ti(1) C(4) C(3) -112.34(13)
N(1) Ti(1) C(4) C(5) 133.25(12)
C(4) Ti(1) N(1) N(2) 103.11(10)
C(4) Ti(1) N(1) C(10) 45(2)
N(1) Ti(1) C(5) C(1) -167.03(11)
N(1) Ti(1) C(5) C(4) -49.86(13)
C(5) Ti(1) N(1) N(2) 129.25(10)
C(5) Ti(1) N(1) C(10) 71(2)
N(2) Ti(1) C(1) C(2) -30.10(17)
N(2) Ti(1) C(1) C(5) 86.23(15)
N(2) Ti(1) C(1) C(6) -150.41(15)
C(1) Ti(1) N(2) N(1) -116.62(12)
C(1) Ti(1) N(2) C(12) -18(3)
N(2) Ti(1) C(2) C(1) 160.69(11)
N(2) Ti(1) C(2) C(3) 44.14(13)
C(2) Ti(1) N(2) N(1) -134.18(10)
C(2) Ti(1) N(2) C(12) -35(2)
N(2) Ti(1) C(3) C(2) -138.96(12)
N(2) Ti(1) C(3) C(4) 105.75(13)
C(3) Ti(1) N(2) N(1) -110.51(11)
C(3) Ti(1) N(2) C(12) -11(2)
N(2) Ti(1) C(4) C(3) -73.74(13)
N(2) Ti(1) C(4) C(5) 171.85(12)
C(4) Ti(1) N(2) N(1) -76.51(10)
C(4) Ti(1) N(2) C(12) 23(2)
N(2) Ti(1) C(5) C(1) -127.63(11)
N(2) Ti(1) C(5) C(4) -10.46(15)
C(5) Ti(1) N(2) N(1) -70.52(12)
C(5) Ti(1) N(2) C(12) 29(2)
C(1) Ti(1) C(2) C(3) -116.55(17)
C(2) Ti(1) C(1) C(5) 116.33(17)
C(2) Ti(1) C(1) C(6) -120.3(2)
C(1) Ti(1) C(3) C(2) 36.58(11)
C(1) Ti(1) C(3) C(4) -78.71(13)
C(3) Ti(1) C(1) C(2) -37.28(12)
C(3) Ti(1) C(1) C(5) 79.05(13)
C(3) Ti(1) C(1) C(6) -157.6(2)
C(1) Ti(1) C(4) C(3) 78.24(13)
C(1) Ti(1) C(4) C(5) -36.17(11)
C(4) Ti(1) C(1) C(2) -79.33(12)
C(4) Ti(1) C(1) C(5) 37.00(11)
C(4) Ti(1) C(1) C(6) 160.4(2)
C(1) Ti(1) C(5) C(4) 117.17(17)
C(5) Ti(1) C(1) C(2) -116.33(17)
C(5) Ti(1) C(1) C(6) 123.4(2)
C(2) Ti(1) C(3) C(4) -115.29(17)
C(3) Ti(1) C(2) C(1) 116.55(17)
C(2) Ti(1) C(4) C(3) 37.56(12)
C(2) Ti(1) C(4) C(5) -76.85(12)
C(4) Ti(1) C(2) C(1) 78.53(12)
C(4) Ti(1) C(2) C(3) -38.01(12)
C(2) Ti(1) C(5) C(1) -36.98(11)
C(2) Ti(1) C(5) C(4) 80.19(13)
C(5) Ti(1) C(2) C(1) 36.87(11)
C(5) Ti(1) C(2) C(3) -79.68(13)
C(3) Ti(1) C(4) C(5) -114.41(18)
C(4) Ti(1) C(3) C(2) 115.29(17)
C(3) Ti(1) C(5) C(1) -78.70(12)
C(3) Ti(1) C(5) C(4) 38.48(12)
C(5) Ti(1) C(3) C(2) 77.24(12)
C(5) Ti(1) C(3) C(4) -38.05(12)
C(4) Ti(1) C(5) C(1) -117.17(17)
C(5) Ti(1) C(4) C(3) 114.41(18)
Ti(1) N(1) N(2) C(12) -176.97(15)
Ti(1) N(1) C(10) C(11) 58(2)
Ti(1) N(1) C(10) C(13) -123(2)
N(2) N(1) C(10) C(11) 0.7(2)
N(2) N(1) C(10) C(13) -179.53(18)
C(10) N(1) N(2) Ti(1) 176.85(15)
C(10) N(1) N(2) C(12) -0.1(2)
Ti(1) N(2) C(12) C(11) -99(2)
Ti(1) N(2) C(12) C(16) 81(2)
N(1) N(2) C(12) C(11) -0.5(2)
N(1) N(2) C(12) C(16) 178.62(17)
Ti(1) C(1) C(2) C(3) 62.88(13)
Ti(1) C(1) C(5) C(4) -62.58(13)
Ti(1) C(1) C(6) C(7) 162.09(14)
Ti(1) C(1) C(6) C(8) -79.7(2)
Ti(1) C(1) C(6) C(9) 43.3(2)
C(2) C(1) C(5) Ti(1) 61.60(13)
C(2) C(1) C(5) C(4) -1.0(2)
C(5) C(1) C(2) Ti(1) -61.70(13)
C(5) C(1) C(2) C(3) 1.2(2)
C(2) C(1) C(6) C(7) 68.0(2)
C(2) C(1) C(6) C(8) -173.81(18)
C(2) C(1) C(6) C(9) -50.8(2)
C(6) C(1) C(2) Ti(1) 127.02(18)
C(6) C(1) C(2) C(3) -170.10(17)
C(5) C(1) C(6) C(7) -101.5(2)
C(5) C(1) C(6) C(8) 16.8(2)
C(5) C(1) C(6) C(9) 139.7(2)
C(6) C(1) C(5) Ti(1) -127.38(19)
C(6) C(1) C(5) C(4) 170.04(18)
Ti(1) C(2) C(3) C(4) 65.12(14)
C(1) C(2) C(3) Ti(1) -66.06(14)
C(1) C(2) C(3) C(4) -0.9(2)
Ti(1) C(3) C(4) C(5) 66.92(14)
C(2) C(3) C(4) Ti(1) -66.60(14)
C(2) C(3) C(4) C(5) 0.3(2)
Ti(1) C(4) C(5) C(1) 65.70(13)
C(3) C(4) C(5) Ti(1) -65.29(14)
C(3) C(4) C(5) C(1) 0.4(2)
N(1) C(10) C(11) C(12) -1.0(2)
N(1) C(10) C(13) C(14) -58.1(2)
N(1) C(10) C(13) C(15) 66.3(2)
C(11) C(10) C(13) C(14) 121.6(2)
C(11) C(10) C(13) C(15) -114.0(2)
C(13) C(10) C(11) C(12) 179.2(2)
C(10) C(11) C(12) N(2) 1.0(2)
C(10) C(11) C(12) C(16) -178.1(2)
N(2) C(12) C(16) C(17) 137.8(2)
N(2) C(12) C(16) C(18) -97.2(2)
C(11) C(12) C(16) C(17) -43.2(3)
C(11) C(12) C(16) C(18) 81.7(2)
|
1501789.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501789.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501789
loop_
_publ_author_name
'Roll, Mark F.'
'Kampf, Jeffrey W.'
'Laine, Richard M.'
_publ_section_title
;
Crystalline Hybrid Polyphenylene Macromolecules from
Octaalkynylsilsesquioxanes, Crystal Structures, and a Potential Route to
3-D Graphenes
;
_journal_issue 9
_journal_name_full Macromolecules
_journal_page_first 3425
_journal_paper_doi 10.1021/ma200081q
_journal_volume 44
_journal_year 2011
_chemical_formula_moiety 'C336 H232 O12 Si8, 18(C7 H8)'
_chemical_formula_sum 'C462 H376 O12 Si8'
_chemical_formula_weight 6344.35
_chemical_name_systematic
;
?
;
_space_group_IT_number 2
_symmetry_cell_setting triclinic
_symmetry_space_group_name_Hall '-P 1'
_symmetry_space_group_name_H-M 'P -1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 70.874(1)
_cell_angle_beta 88.818(1)
_cell_angle_gamma 64.954(1)
_cell_formula_units_Z 1
_cell_length_a 21.6705(18)
_cell_length_b 22.7273(19)
_cell_length_c 27.648(2)
_cell_measurement_reflns_used 9619
_cell_measurement_temperature 85(2)
_cell_measurement_theta_max 286.24
_cell_measurement_theta_min 2.39
_cell_volume 11544.1(16)
_computing_cell_refinement 'Bruker SAINT'
_computing_data_collection 'Bruker SMART-APEX'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 85(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type 'CCD area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0521
_diffrn_reflns_av_sigmaI/netI 0.0414
_diffrn_reflns_limit_h_max 27
_diffrn_reflns_limit_h_min -27
_diffrn_reflns_limit_k_max 29
_diffrn_reflns_limit_k_min -29
_diffrn_reflns_limit_l_max 35
_diffrn_reflns_limit_l_min -35
_diffrn_reflns_number 350341
_diffrn_reflns_theta_full 27.15
_diffrn_reflns_theta_max 27.15
_diffrn_reflns_theta_min 1.05
_exptl_absorpt_coefficient_mu 0.073
_exptl_absorpt_correction_T_max 0.9877
_exptl_absorpt_correction_T_min 0.9743
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
Blessing, R. Acta Cryst. (1995) A51 33-38.
Sheldrick, G. SADABS (Version 2008/1) Bruker AXS area
detector absorption and other corrections, University of
Gottingen, Germany 2008.
;
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 0.913
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 3356
_exptl_crystal_size_max 0.36
_exptl_crystal_size_mid 0.35
_exptl_crystal_size_min 0.17
_refine_diff_density_max 0.478
_refine_diff_density_min -0.284
_refine_diff_density_rms 0.059
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.040
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 1603
_refine_ls_number_reflns 51117
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.040
_refine_ls_R_factor_all 0.0755
_refine_ls_R_factor_gt 0.0566
_refine_ls_shift/su_max 0.003
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1051P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1577
_refine_ls_wR_factor_ref 0.1655
_reflns_number_gt 36764
_reflns_number_total 51117
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file ma200081q_si_003.cif
_cod_data_source_block hpb
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_cell_volume 11544.0(16)
_cod_original_sg_symbol_H-M P-1
_cod_database_code 1501789
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Si1 Si 0.940179(17) 0.018764(18) 0.583269(14) 0.01969(8) Uani 1 1 d .
Si2 Si 0.903074(17) 0.131057(18) 0.471978(14) 0.01973(8) Uani 1 1 d .
Si3 Si 1.058033(17) 0.087166(18) 0.463664(14) 0.01991(8) Uani 1 1 d .
Si4 Si 0.905262(17) 0.024722(18) 0.425054(14) 0.02052(8) Uani 1 1 d .
O1 O 1.02049(5) -0.00245(5) 0.59516(4) 0.0290(2) Uani 1 1 d .
O2 O 0.90604(5) 0.08574(5) 0.53121(4) 0.0272(2) Uani 1 1 d .
O3 O 0.97652(5) 0.13137(5) 0.46207(4) 0.0284(2) Uani 1 1 d .
O4 O 1.06951(5) 0.04389(5) 0.42550(4) 0.0273(2) Uani 1 1 d .
O5 O 1.09035(5) 0.03533(5) 0.52212(4) 0.0273(2) Uani 1 1 d .
O6 O 0.88528(5) 0.09634(5) 0.43530(4) 0.0276(2) Uani 1 1 d .
C1 C 0.89565(7) 0.03973(7) 0.63655(5) 0.0226(3) Uani 1 1 d .
C2 C 0.82362(7) 0.07358(7) 0.62834(5) 0.0254(3) Uani 1 1 d .
H2A H 0.7997 0.0851 0.5957 0.031 Uiso 1 1 calc R
C3 C 0.78683(7) 0.09046(7) 0.66720(5) 0.0264(3) Uani 1 1 d .
H3A H 0.7380 0.1134 0.6610 0.032 Uiso 1 1 calc R
C4 C 0.82087(7) 0.07407(7) 0.71536(5) 0.0253(3) Uani 1 1 d .
C5 C 0.89206(7) 0.04201(7) 0.72362(5) 0.0268(3) Uani 1 1 d .
H5B H 0.9157 0.0317 0.7561 0.032 Uiso 1 1 calc R
C6 C 0.92927(7) 0.02473(7) 0.68463(6) 0.0268(3) Uani 1 1 d .
H6A H 0.9781 0.0025 0.6908 0.032 Uiso 1 1 calc R
C7 C 0.77833(7) 0.09223(7) 0.75635(5) 0.0258(3) Uani 1 1 d .
C8 C 0.73174(7) 0.06376(7) 0.77177(5) 0.0273(3) Uani 1 1 d .
C9 C 0.68496(8) 0.08750(8) 0.80449(6) 0.0339(3) Uani 1 1 d .
C10 C 0.68761(8) 0.13607(8) 0.82401(6) 0.0337(3) Uani 1 1 d .
C11 C 0.73800(7) 0.15929(7) 0.81250(5) 0.0286(3) Uani 1 1 d .
C12 C 0.78356(7) 0.13811(7) 0.77762(5) 0.0260(3) Uani 1 1 d .
C13 C 0.73282(8) 0.00922(7) 0.75247(5) 0.0295(3) Uani 1 1 d .
C14 C 0.79327(9) -0.05127(8) 0.76227(6) 0.0375(4) Uani 1 1 d .
H14D H 0.8321 -0.0584 0.7829 0.045 Uiso 1 1 calc R
C15 C 0.79799(10) -0.10160(9) 0.74243(7) 0.0455(4) Uani 1 1 d .
H15A H 0.8398 -0.1426 0.7493 0.055 Uiso 1 1 calc R
C16 C 0.74151(9) -0.09181(9) 0.71262(7) 0.0432(4) Uani 1 1 d .
H16A H 0.7446 -0.1258 0.6986 0.052 Uiso 1 1 calc R
C17 C 0.68118(9) -0.03295(9) 0.70347(6) 0.0392(4) Uani 1 1 d .
H17A H 0.6423 -0.0264 0.6833 0.047 Uiso 1 1 calc R
C18 C 0.67647(8) 0.01734(8) 0.72340(6) 0.0333(3) Uani 1 1 d .
H18A H 0.6342 0.0577 0.7170 0.040 Uiso 1 1 calc R
C19 C 0.63230(10) 0.06062(10) 0.82033(7) 0.0430(4) Uani 1 1 d .
C20 C 0.65079(12) -0.00558(11) 0.85495(8) 0.0551(5) Uani 1 1 d .
H20A H 0.6979 -0.0364 0.8672 0.066 Uiso 1 1 calc R
C21 C 0.60004(15) -0.02733(13) 0.87196(9) 0.0691(7) Uani 1 1 d .
H21A H 0.6130 -0.0729 0.8960 0.083 Uiso 1 1 calc R
C22 C 0.53278(15) 0.01587(15) 0.85453(10) 0.0745(8) Uani 1 1 d .
H22A H 0.4988 0.0007 0.8665 0.089 Uiso 1 1 calc R
C23 C 0.51320(12) 0.08275(14) 0.81892(9) 0.0667(7) Uani 1 1 d .
H23A H 0.4660 0.1130 0.8062 0.080 Uiso 1 1 calc R
C24 C 0.56317(10) 0.10450(12) 0.80240(8) 0.0527(5) Uani 1 1 d .
H24A H 0.5500 0.1501 0.7785 0.063 Uiso 1 1 calc R
C25 C 0.63480(9) 0.16397(10) 0.85692(7) 0.0425(4) Uani 1 1 d .
C26 C 0.63925(12) 0.12461(13) 0.90812(8) 0.0594(6) Uani 1 1 d .
H26A H 0.6763 0.0797 0.9233 0.071 Uiso 1 1 calc R
C27 C 0.58843(15) 0.15192(17) 0.93708(9) 0.0767(8) Uani 1 1 d .
H27A H 0.5922 0.1257 0.9725 0.092 Uiso 1 1 calc R
C28 C 0.53359(15) 0.21533(16) 0.91571(12) 0.0832(9) Uani 1 1 d .
H28A H 0.4990 0.2325 0.9358 0.100 Uiso 1 1 calc R
C29 C 0.52895(14) 0.25382(13) 0.86518(12) 0.0842(9) Uani 1 1 d .
H29A H 0.4909 0.2981 0.8499 0.101 Uiso 1 1 calc R
C30 C 0.58000(11) 0.22828(11) 0.83586(9) 0.0602(6) Uani 1 1 d .
H30A H 0.5768 0.2557 0.8008 0.072 Uiso 1 1 calc R
C31 C 0.74435(7) 0.20556(8) 0.83803(6) 0.0292(3) Uani 1 1 d .
C32 C 0.77725(9) 0.17681(9) 0.88834(6) 0.0378(4) Uani 1 1 d .
H32A H 0.7946 0.1283 0.9063 0.045 Uiso 1 1 calc R
C33 C 0.78511(10) 0.21825(10) 0.91278(7) 0.0460(4) Uani 1 1 d .
H33A H 0.8076 0.1980 0.9473 0.055 Uiso 1 1 calc R
C34 C 0.76056(9) 0.28817(9) 0.88725(7) 0.0427(4) Uani 1 1 d .
H34A H 0.7669 0.3164 0.9036 0.051 Uiso 1 1 calc R
C35 C 0.72653(9) 0.31735(9) 0.83746(7) 0.0415(4) Uani 1 1 d .
H35A H 0.7085 0.3661 0.8200 0.050 Uiso 1 1 calc R
C36 C 0.71838(8) 0.27661(8) 0.81273(6) 0.0361(3) Uani 1 1 d .
H36A H 0.6950 0.2973 0.7784 0.043 Uiso 1 1 calc R
C37 C 0.83392(7) 0.16779(7) 0.76239(6) 0.0284(3) Uani 1 1 d .
C38 C 0.88613(8) 0.15365(9) 0.79869(7) 0.0397(4) Uani 1 1 d .
H38A H 0.8903 0.1244 0.8333 0.048 Uiso 1 1 calc R
C39 C 0.93283(9) 0.18184(11) 0.78512(8) 0.0503(5) Uani 1 1 d .
H39A H 0.9683 0.1720 0.8103 0.060 Uiso 1 1 calc R
C40 C 0.92679(9) 0.22463(10) 0.73411(8) 0.0511(5) Uani 1 1 d .
H40A H 0.9580 0.2444 0.7245 0.061 Uiso 1 1 calc R
C41 C 0.87567(9) 0.23805(9) 0.69789(8) 0.0465(4) Uani 1 1 d .
H41A H 0.8719 0.2668 0.6632 0.056 Uiso 1 1 calc R
C42 C 0.82919(8) 0.20984(8) 0.71162(6) 0.0353(3) Uani 1 1 d .
H42A H 0.7941 0.2193 0.6862 0.042 Uiso 1 1 calc R
C43 C 0.83631(6) 0.21989(7) 0.45757(5) 0.0242(3) Uani 1 1 d .
C44 C 0.78261(7) 0.23366(7) 0.48757(6) 0.0297(3) Uani 1 1 d .
H44A H 0.7829 0.1972 0.5170 0.036 Uiso 1 1 calc R
C45 C 0.72926(7) 0.29954(7) 0.47491(6) 0.0323(3) Uani 1 1 d .
H45A H 0.6938 0.3081 0.4962 0.039 Uiso 1 1 calc R
C46 C 0.72691(7) 0.35342(7) 0.43137(6) 0.0285(3) Uani 1 1 d .
C47 C 0.78089(7) 0.34114(7) 0.40272(6) 0.0307(3) Uani 1 1 d .
H47A H 0.7809 0.3780 0.3738 0.037 Uiso 1 1 calc R
C48 C 0.83552(7) 0.27478(7) 0.41600(6) 0.0305(3) Uani 1 1 d .
H48A H 0.8727 0.2672 0.3962 0.037 Uiso 1 1 calc R
C49 C 0.66440(7) 0.42164(7) 0.41464(6) 0.0293(3) Uani 1 1 d .
C50 C 0.65010(7) 0.46461(6) 0.44432(6) 0.0268(3) Uani 1 1 d .
C51 C 0.58822(7) 0.52876(7) 0.42775(6) 0.0279(3) Uani 1 1 d .
C52 C 0.54546(7) 0.54875(7) 0.38217(6) 0.0283(3) Uani 1 1 d .
C53 C 0.56073(7) 0.50362(7) 0.35371(6) 0.0290(3) Uani 1 1 d .
C54 C 0.62021(7) 0.44024(7) 0.37030(6) 0.0306(3) Uani 1 1 d .
C55 C 0.69711(7) 0.44362(7) 0.49033(6) 0.0308(3) Uani 1 1 d .
C56 C 0.75629(7) 0.45342(8) 0.48551(6) 0.0350(3) Uani 1 1 d .
H56A H 0.7654 0.4745 0.4522 0.042 Uiso 1 1 calc R
C57 C 0.80218(8) 0.43298(8) 0.52856(7) 0.0396(4) Uani 1 1 d .
H57A H 0.8418 0.4411 0.5247 0.048 Uiso 1 1 calc R
C58 C 0.79053(8) 0.40123(8) 0.57644(7) 0.0379(4) Uani 1 1 d .
H58A H 0.8221 0.3870 0.6060 0.046 Uiso 1 1 calc R
C59 C 0.73231(8) 0.38959(8) 0.58213(7) 0.0382(4) Uani 1 1 d .
H59A H 0.7246 0.3668 0.6155 0.046 Uiso 1 1 calc R
C60 C 0.68575(8) 0.41090(8) 0.53961(6) 0.0337(3) Uani 1 1 d .
H60A H 0.6458 0.4033 0.5438 0.040 Uiso 1 1 calc R
C61 C 0.56836(7) 0.56959(7) 0.46306(6) 0.0301(3) Uani 1 1 d .
C62 C 0.60956(8) 0.59551(7) 0.47770(6) 0.0347(3) Uani 1 1 d .
H62A H 0.6497 0.5923 0.4620 0.042 Uiso 1 1 calc R
C63 C 0.59250(9) 0.62601(8) 0.51498(7) 0.0418(4) Uani 1 1 d .
H63A H 0.6208 0.6441 0.5243 0.050 Uiso 1 1 calc R
C64 C 0.53507(9) 0.63045(8) 0.53882(7) 0.0437(4) Uani 1 1 d .
H64A H 0.5247 0.6500 0.5652 0.052 Uiso 1 1 calc R
C65 C 0.49237(9) 0.60594(8) 0.52387(7) 0.0405(4) Uani 1 1 d .
H65A H 0.4523 0.6092 0.5398 0.049 Uiso 1 1 calc R
C66 C 0.50855(8) 0.57687(7) 0.48581(6) 0.0328(3) Uani 1 1 d .
H66A H 0.4785 0.5616 0.4749 0.039 Uiso 1 1 calc R
C67 C 0.48532(7) 0.61849(7) 0.36227(6) 0.0291(3) Uani 1 1 d .
C68 C 0.41972(7) 0.62776(8) 0.34972(6) 0.0328(3) Uani 1 1 d .
H68A H 0.4110 0.5884 0.3566 0.039 Uiso 1 1 calc R
C69 C 0.36622(8) 0.69386(8) 0.32711(6) 0.0366(4) Uani 1 1 d .
H69A H 0.3214 0.6994 0.3184 0.044 Uiso 1 1 calc R
C70 C 0.37824(8) 0.75163(8) 0.31722(6) 0.0391(4) Uani 1 1 d .
H70A H 0.3419 0.7968 0.3012 0.047 Uiso 1 1 calc R
C71 C 0.44250(9) 0.74333(8) 0.33060(6) 0.0385(4) Uani 1 1 d .
H71A H 0.4503 0.7831 0.3245 0.046 Uiso 1 1 calc R
C72 C 0.49658(8) 0.67756(7) 0.35305(6) 0.0327(3) Uani 1 1 d .
H72A H 0.5410 0.6725 0.3621 0.039 Uiso 1 1 calc R
C73 C 0.51538(7) 0.52057(7) 0.30683(6) 0.0306(3) Uani 1 1 d .
C74 C 0.50914(8) 0.57209(8) 0.26066(7) 0.0396(4) Uani 1 1 d .
H74A H 0.5311 0.6009 0.2590 0.048 Uiso 1 1 calc R
C75 C 0.47066(9) 0.58168(9) 0.21673(7) 0.0472(4) Uani 1 1 d .
H75A H 0.4671 0.6168 0.1851 0.057 Uiso 1 1 calc R
C76 C 0.43793(9) 0.54155(10) 0.21834(8) 0.0489(4) Uani 1 1 d .
H76A H 0.4121 0.5484 0.1880 0.059 Uiso 1 1 calc R
C77 C 0.44270(9) 0.49096(9) 0.26435(7) 0.0437(4) Uani 1 1 d .
H77A H 0.4195 0.4632 0.2658 0.052 Uiso 1 1 calc R
C78 C 0.48088(8) 0.48040(8) 0.30817(7) 0.0373(4) Uani 1 1 d .
H78A H 0.4838 0.4454 0.3397 0.045 Uiso 1 1 calc R
C79 C 0.63726(8) 0.39159(8) 0.34098(6) 0.0359(3) Uani 1 1 d .
C80 C 0.63756(9) 0.32744(8) 0.36307(8) 0.0449(4) Uani 1 1 d .
H80A H 0.6244 0.3149 0.3965 0.054 Uiso 1 1 calc R
C81 C 0.65694(10) 0.28121(10) 0.33681(10) 0.0600(6) Uani 1 1 d .
H81A H 0.6585 0.2366 0.3531 0.072 Uiso 1 1 calc R
C82 C 0.67360(11) 0.29853(12) 0.28846(10) 0.0698(7) Uani 1 1 d .
H82A H 0.6861 0.2665 0.2708 0.084 Uiso 1 1 calc R
C83 C 0.67250(12) 0.36362(12) 0.26447(9) 0.0709(7) Uani 1 1 d .
H83A H 0.6833 0.3766 0.2303 0.085 Uiso 1 1 calc R
C84 C 0.65511(9) 0.40952(10) 0.29189(7) 0.0502(5) Uani 1 1 d .
H84A H 0.6557 0.4533 0.2765 0.060 Uiso 1 1 calc R
C85 C 1.09719(6) 0.14691(7) 0.44197(5) 0.0240(3) Uani 1 1 d .
C86 C 1.12290(7) 0.15864(7) 0.39492(6) 0.0280(3) Uani 1 1 d .
H86A H 1.1237 0.1323 0.3742 0.034 Uiso 1 1 calc R
C87 C 1.14739(7) 0.20826(7) 0.37800(6) 0.0310(3) Uani 1 1 d .
H87A H 1.1652 0.2152 0.3460 0.037 Uiso 1 1 calc R
C88 C 1.14613(7) 0.24785(7) 0.40742(6) 0.0318(3) Uani 1 1 d .
C89 C 1.12280(8) 0.23497(8) 0.45516(6) 0.0351(3) Uani 1 1 d .
H89A H 1.1234 0.2604 0.4763 0.042 Uiso 1 1 calc R
C90 C 1.09862(7) 0.18505(8) 0.47217(6) 0.0304(3) Uani 1 1 d .
H90A H 1.0828 0.1767 0.5049 0.036 Uiso 1 1 calc R
C91 C 1.16789(8) 0.30444(8) 0.38744(6) 0.0334(3) Uani 1 1 d .
C92 C 1.11891(8) 0.37360(8) 0.37663(7) 0.0364(4) Uani 1 1 d .
C93 C 1.13841(8) 0.42768(8) 0.35765(6) 0.0334(3) Uani 1 1 d .
C94 C 1.20732(7) 0.41168(7) 0.34914(6) 0.0308(3) Uani 1 1 d .
C95 C 1.25570(8) 0.34300(8) 0.36001(6) 0.0306(3) Uani 1 1 d .
C96 C 1.23564(8) 0.28918(7) 0.37963(6) 0.0295(3) Uani 1 1 d .
C97 C 1.04662(9) 0.38823(9) 0.38670(8) 0.0498(5) Uani 1 1 d .
C98 C 1.00691(9) 0.37214(10) 0.35957(9) 0.0571(5) Uani 1 1 d .
H98A H 1.0247 0.3535 0.3334 0.069 Uiso 1 1 calc R
C99 C 0.94056(11) 0.38340(13) 0.37078(13) 0.0876(9) Uani 1 1 d .
H99A H 0.9131 0.3726 0.3520 0.105 Uiso 1 1 calc R
C100 C 0.91496(14) 0.40969(17) 0.40833(16) 0.1125(12) Uani 1 1 d .
H10G H 0.8703 0.4159 0.4164 0.135 Uiso 1 1 calc R
C101 C 0.95372(15) 0.42751(15) 0.43489(15) 0.1030(11) Uani 1 1 d .
H10H H 0.9349 0.4474 0.4602 0.124 Uiso 1 1 calc R
C102 C 1.01985(12) 0.41647(11) 0.42468(11) 0.0719(7) Uani 1 1 d .
H10F H 1.0467 0.4280 0.4433 0.086 Uiso 1 1 calc R
C103 C 1.08692(8) 0.50056(8) 0.34861(7) 0.0368(4) Uani 1 1 d .
C104 C 1.02767(9) 0.53153(9) 0.31380(8) 0.0472(4) Uani 1 1 d .
H10A H 1.0204 0.5073 0.2939 0.057 Uiso 1 1 calc R
C105 C 0.97815(10) 0.59902(10) 0.30790(9) 0.0580(5) Uani 1 1 d .
H10E H 0.9374 0.6203 0.2841 0.070 Uiso 1 1 calc R
C106 C 0.98843(10) 0.63427(10) 0.33639(9) 0.0568(5) Uani 1 1 d .
H10B H 0.9546 0.6796 0.3324 0.068 Uiso 1 1 calc R
C107 C 1.04742(9) 0.60424(9) 0.37053(8) 0.0491(4) Uani 1 1 d .
H10C H 1.0548 0.6292 0.3896 0.059 Uiso 1 1 calc R
C108 C 1.09621(9) 0.53774(9) 0.37719(7) 0.0411(4) Uani 1 1 d .
H10D H 1.1365 0.5170 0.4014 0.049 Uiso 1 1 calc R
C109 C 1.22862(8) 0.46927(7) 0.33004(6) 0.0318(3) Uani 1 1 d .
C110 C 1.19722(8) 0.52420(8) 0.28429(7) 0.0374(4) Uani 1 1 d .
H11D H 1.1608 0.5264 0.2642 0.045 Uiso 1 1 calc R
C111 C 1.21864(9) 0.57658(9) 0.26744(7) 0.0434(4) Uani 1 1 d .
H11I H 1.1963 0.6146 0.2361 0.052 Uiso 1 1 calc R
C112 C 1.27181(10) 0.57351(9) 0.29584(8) 0.0465(4) Uani 1 1 d .
H11H H 1.2864 0.6092 0.2839 0.056 Uiso 1 1 calc R
C113 C 1.30457(9) 0.51834(8) 0.34202(7) 0.0395(4) Uani 1 1 d .
H11E H 1.3416 0.5159 0.3617 0.047 Uiso 1 1 calc R
C114 C 1.28212(8) 0.46697(8) 0.35872(6) 0.0348(3) Uani 1 1 d .
H11C H 1.3038 0.4295 0.3904 0.042 Uiso 1 1 calc R
C115 C 1.32847(7) 0.32682(7) 0.34990(6) 0.0314(3) Uani 1 1 d .
C116 C 1.34310(8) 0.35035(8) 0.30041(7) 0.0361(4) Uani 1 1 d .
H11A H 1.3069 0.3766 0.2722 0.043 Uiso 1 1 calc R
C117 C 1.41060(9) 0.33578(9) 0.29152(8) 0.0465(4) Uani 1 1 d .
H11F H 1.4202 0.3522 0.2573 0.056 Uiso 1 1 calc R
C118 C 1.46367(9) 0.29762(9) 0.33207(9) 0.0514(5) Uani 1 1 d .
H11G H 1.5096 0.2883 0.3259 0.062 Uiso 1 1 calc R
C119 C 1.44981(9) 0.27303(9) 0.38171(8) 0.0478(4) Uani 1 1 d .
H11B H 1.4863 0.2462 0.4097 0.057 Uiso 1 1 calc R
C120 C 1.38238(8) 0.28765(8) 0.39066(7) 0.0387(4) Uani 1 1 d .
H12C H 1.3730 0.2708 0.4248 0.046 Uiso 1 1 calc R
C121 C 1.28882(7) 0.21496(7) 0.39357(6) 0.0303(3) Uani 1 1 d .
C122 C 1.32675(8) 0.19059(8) 0.35757(7) 0.0348(3) Uani 1 1 d .
H12D H 1.3177 0.2208 0.3226 0.042 Uiso 1 1 calc R
C123 C 1.37775(9) 0.12281(9) 0.37160(7) 0.0429(4) Uani 1 1 d .
H12A H 1.4038 0.1071 0.3465 0.051 Uiso 1 1 calc R
C124 C 1.39047(9) 0.07824(9) 0.42230(8) 0.0483(4) Uani 1 1 d .
H12G H 1.4256 0.0320 0.4322 0.058 Uiso 1 1 calc R
C125 C 1.35235(9) 0.10087(9) 0.45824(8) 0.0469(4) Uani 1 1 d .
H12H H 1.3604 0.0699 0.4928 0.056 Uiso 1 1 calc R
C126 C 1.30183(8) 0.16911(8) 0.44423(7) 0.0383(4) Uani 1 1 d .
H12F H 1.2760 0.1845 0.4695 0.046 Uiso 1 1 calc R
C127 C 0.84114(6) 0.03833(7) 0.37530(5) 0.0233(3) Uani 1 1 d .
C128 C 0.82305(8) 0.09454(8) 0.32960(6) 0.0329(3) Uani 1 1 d .
H12E H 0.8421 0.1263 0.3257 0.039 Uiso 1 1 calc R
C129 C 0.77746(8) 0.10517(8) 0.28933(6) 0.0334(3) Uani 1 1 d .
H12B H 0.7662 0.1436 0.2581 0.040 Uiso 1 1 calc R
C130 C 0.74841(7) 0.05946(8) 0.29491(6) 0.0285(3) Uani 1 1 d .
C131 C 0.76626(7) 0.00320(8) 0.34048(6) 0.0299(3) Uani 1 1 d .
H13A H 0.7470 -0.0284 0.3445 0.036 Uiso 1 1 calc R
C132 C 0.81205(7) -0.00723(7) 0.38027(6) 0.0269(3) Uani 1 1 d .
H13B H 0.8238 -0.0460 0.4113 0.032 Uiso 1 1 calc R
C133 C 0.69908(8) 0.07294(8) 0.25106(6) 0.0317(3) Uani 1 1 d .
C134 C 0.62995(7) 0.08981(8) 0.25670(6) 0.0300(3) Uani 1 1 d .
C135 C 0.58260(7) 0.10955(7) 0.21386(6) 0.0288(3) Uani 1 1 d .
C136 C 0.60506(7) 0.11024(8) 0.16600(6) 0.0316(3) Uani 1 1 d .
C137 C 0.67573(8) 0.08931(8) 0.16110(6) 0.0329(3) Uani 1 1 d .
C138 C 0.72182(8) 0.07170(8) 0.20334(6) 0.0323(3) Uani 1 1 d .
C139 C 0.60808(7) 0.08439(8) 0.30927(6) 0.0336(3) Uani 1 1 d .
C140 C 0.60943(8) 0.12841(9) 0.33351(7) 0.0417(4) Uani 1 1 d .
H14F H 0.6218 0.1646 0.3160 0.050 Uiso 1 1 calc R
C141 C 0.59299(9) 0.12010(10) 0.38283(7) 0.0507(5) Uani 1 1 d .
H14I H 0.5940 0.1507 0.3990 0.061 Uiso 1 1 calc R
C142 C 0.57517(9) 0.06812(11) 0.40895(7) 0.0552(5) Uani 1 1 d .
H14J H 0.5646 0.0623 0.4432 0.066 Uiso 1 1 calc R
C143 C 0.57277(9) 0.02441(11) 0.38514(7) 0.0503(5) Uani 1 1 d .
H14G H 0.5598 -0.0112 0.4029 0.060 Uiso 1 1 calc R
C144 C 0.58898(8) 0.03195(9) 0.33578(6) 0.0402(4) Uani 1 1 d .
H14H H 0.5872 0.0015 0.3197 0.048 Uiso 1 1 calc R
C145 C 0.50840(7) 0.13032(8) 0.21986(5) 0.0295(3) Uani 1 1 d .
C146 C 0.47018(8) 0.18839(8) 0.23296(6) 0.0340(3) Uani 1 1 d .
H14A H 0.4920 0.2138 0.2399 0.041 Uiso 1 1 calc R
C147 C 0.40074(8) 0.20943(9) 0.23598(6) 0.0388(4) Uani 1 1 d .
H14C H 0.3748 0.2499 0.2441 0.047 Uiso 1 1 calc R
C148 C 0.36873(8) 0.17147(9) 0.22720(6) 0.0401(4) Uani 1 1 d .
H14E H 0.3211 0.1857 0.2293 0.048 Uiso 1 1 calc R
C149 C 0.40655(8) 0.11345(9) 0.21552(6) 0.0386(4) Uani 1 1 d .
H14B H 0.3850 0.0870 0.2102 0.046 Uiso 1 1 calc R
C150 C 0.47577(8) 0.09262(8) 0.21134(6) 0.0326(3) Uani 1 1 d .
H15B H 0.5011 0.0526 0.2027 0.039 Uiso 1 1 calc R
C151 C 0.55406(8) 0.13448(9) 0.11977(6) 0.0353(3) Uani 1 1 d .
C152 C 0.50180(9) 0.20089(10) 0.10274(7) 0.0470(4) Uani 1 1 d .
H15G H 0.4994 0.2321 0.1195 0.056 Uiso 1 1 calc R
C153 C 0.45203(10) 0.22304(13) 0.06082(7) 0.0602(6) Uani 1 1 d .
H15H H 0.4162 0.2690 0.0492 0.072 Uiso 1 1 calc R
C154 C 0.45542(10) 0.17737(13) 0.03638(7) 0.0576(5) Uani 1 1 d .
H15F H 0.4212 0.1916 0.0086 0.069 Uiso 1 1 calc R
C155 C 0.50759(10) 0.11279(13) 0.05232(7) 0.0544(5) Uani 1 1 d .
H15E H 0.5105 0.0821 0.0349 0.065 Uiso 1 1 calc R
C156 C 0.55678(9) 0.09056(11) 0.09353(6) 0.0432(4) Uani 1 1 d .
H15C H 0.5930 0.0448 0.1042 0.052 Uiso 1 1 calc R
C157 C 0.70156(8) 0.08458(9) 0.11126(6) 0.0388(4) Uani 1 1 d .
C158 C 0.68517(9) 0.14309(11) 0.06838(7) 0.0477(4) Uani 1 1 d .
H15D H 0.6555 0.1873 0.0698 0.057 Uiso 1 1 calc R
C159 C 0.71177(10) 0.13826(14) 0.02252(8) 0.0646(6) Uani 1 1 d .
H15I H 0.7010 0.1789 -0.0069 0.078 Uiso 1 1 calc R
C160 C 0.75424(11) 0.07309(14) 0.02052(8) 0.0679(7) Uani 1 1 d .
H16I H 0.7720 0.0692 -0.0106 0.081 Uiso 1 1 calc R
C161 C 0.77057(10) 0.01420(12) 0.06343(8) 0.0573(5) Uani 1 1 d .
H16F H 0.7994 -0.0302 0.0619 0.069 Uiso 1 1 calc R
C162 C 0.74474(9) 0.02007(10) 0.10884(7) 0.0446(4) Uani 1 1 d .
H16B H 0.7567 -0.0205 0.1386 0.053 Uiso 1 1 calc R
C163 C 0.79688(8) 0.05047(9) 0.19868(6) 0.0394(4) Uani 1 1 d .
C164 C 0.84530(9) -0.01642(11) 0.22747(7) 0.0515(5) Uani 1 1 d .
H16D H 0.8307 -0.0484 0.2498 0.062 Uiso 1 1 calc R
C165 C 0.91506(10) -0.03688(15) 0.22386(9) 0.0731(7) Uani 1 1 d .
H16E H 0.9479 -0.0825 0.2438 0.088 Uiso 1 1 calc R
C166 C 0.93600(11) 0.00903(18) 0.19152(10) 0.0799(8) Uani 1 1 d .
H16G H 0.9835 -0.0049 0.1887 0.096 Uiso 1 1 calc R
C167 C 0.88950(12) 0.07393(16) 0.16363(9) 0.0714(7) Uani 1 1 d .
H16H H 0.9046 0.1057 0.1417 0.086 Uiso 1 1 calc R
C168 C 0.81938(10) 0.09507(11) 0.16649(8) 0.0520(5) Uani 1 1 d .
H16C H 0.7871 0.1407 0.1460 0.062 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Si1 0.01820(16) 0.02128(17) 0.02461(19) -0.01219(15) 0.00834(14) -0.01040(14)
Si2 0.01678(16) 0.01910(17) 0.02571(19) -0.01093(14) 0.00653(14) -0.00797(13)
Si3 0.01848(17) 0.02035(17) 0.02612(19) -0.01150(15) 0.00810(14) -0.01100(14)
Si4 0.01761(16) 0.02248(17) 0.02564(19) -0.01213(15) 0.00624(14) -0.01000(14)
O1 0.0216(5) 0.0393(6) 0.0325(5) -0.0194(5) 0.0094(4) -0.0142(4)
O2 0.0281(5) 0.0245(5) 0.0268(5) -0.0109(4) 0.0105(4) -0.0084(4)
O3 0.0206(5) 0.0249(5) 0.0422(6) -0.0136(4) 0.0105(4) -0.0111(4)
O4 0.0329(5) 0.0285(5) 0.0339(5) -0.0193(4) 0.0146(4) -0.0198(4)
O5 0.0260(5) 0.0299(5) 0.0295(5) -0.0093(4) 0.0029(4) -0.0164(4)
O6 0.0262(5) 0.0235(5) 0.0348(5) -0.0154(4) 0.0018(4) -0.0085(4)
C1 0.0234(6) 0.0226(6) 0.0283(7) -0.0137(6) 0.0106(5) -0.0128(5)
C2 0.0246(7) 0.0283(7) 0.0256(7) -0.0110(6) 0.0075(5) -0.0126(5)
C3 0.0206(6) 0.0284(7) 0.0301(7) -0.0104(6) 0.0067(5) -0.0107(5)
C4 0.0275(7) 0.0259(7) 0.0272(7) -0.0129(6) 0.0127(6) -0.0138(6)
C5 0.0285(7) 0.0289(7) 0.0256(7) -0.0136(6) 0.0046(6) -0.0120(6)
C6 0.0219(6) 0.0284(7) 0.0331(8) -0.0145(6) 0.0079(6) -0.0113(5)
C7 0.0254(7) 0.0279(7) 0.0237(7) -0.0099(6) 0.0077(5) -0.0109(6)
C8 0.0330(7) 0.0303(7) 0.0228(7) -0.0110(6) 0.0079(6) -0.0169(6)
C9 0.0444(9) 0.0417(8) 0.0306(8) -0.0186(7) 0.0172(7) -0.0287(7)
C10 0.0422(8) 0.0425(8) 0.0313(8) -0.0210(7) 0.0201(7) -0.0267(7)
C11 0.0348(8) 0.0312(7) 0.0251(7) -0.0123(6) 0.0117(6) -0.0178(6)
C12 0.0274(7) 0.0282(7) 0.0233(7) -0.0087(6) 0.0086(5) -0.0136(6)
C13 0.0399(8) 0.0322(7) 0.0242(7) -0.0120(6) 0.0140(6) -0.0219(6)
C14 0.0441(9) 0.0332(8) 0.0392(9) -0.0121(7) 0.0045(7) -0.0209(7)
C15 0.0502(10) 0.0314(8) 0.0592(11) -0.0214(8) 0.0148(9) -0.0182(7)
C16 0.0517(10) 0.0429(9) 0.0545(11) -0.0296(8) 0.0194(8) -0.0296(8)
C17 0.0491(9) 0.0515(10) 0.0375(9) -0.0247(8) 0.0171(7) -0.0345(8)
C18 0.0375(8) 0.0381(8) 0.0331(8) -0.0165(7) 0.0165(7) -0.0220(7)
C19 0.0614(11) 0.0631(11) 0.0417(9) -0.0384(9) 0.0337(8) -0.0473(10)
C20 0.0871(15) 0.0671(12) 0.0519(11) -0.0378(10) 0.0415(11) -0.0595(12)
C21 0.112(2) 0.0830(15) 0.0727(14) -0.0551(13) 0.0656(14) -0.0795(16)
C22 0.105(2) 0.112(2) 0.0922(17) -0.0820(16) 0.0785(16) -0.0935(18)
C23 0.0704(14) 0.1136(19) 0.0779(15) -0.0701(15) 0.0507(12) -0.0708(14)
C24 0.0598(12) 0.0835(14) 0.0553(11) -0.0474(11) 0.0340(9) -0.0520(11)
C25 0.0538(10) 0.0636(11) 0.0469(10) -0.0393(9) 0.0336(8) -0.0454(9)
C26 0.0746(14) 0.0995(16) 0.0471(11) -0.0450(11) 0.0382(10) -0.0642(13)
C27 0.1023(19) 0.136(2) 0.0593(14) -0.0660(16) 0.0586(14) -0.091(2)
C28 0.100(2) 0.115(2) 0.112(2) -0.0909(19) 0.0863(18) -0.0828(19)
C29 0.0918(17) 0.0779(15) 0.134(2) -0.0724(17) 0.0876(17) -0.0607(14)
C30 0.0681(13) 0.0582(12) 0.0847(15) -0.0445(11) 0.0539(12) -0.0426(11)
C31 0.0311(7) 0.0363(8) 0.0292(8) -0.0164(6) 0.0144(6) -0.0197(6)
C32 0.0461(9) 0.0366(8) 0.0337(9) -0.0152(7) 0.0088(7) -0.0189(7)
C33 0.0571(11) 0.0546(11) 0.0332(9) -0.0220(8) 0.0053(8) -0.0260(9)
C34 0.0513(10) 0.0505(10) 0.0469(10) -0.0331(9) 0.0185(8) -0.0297(8)
C35 0.0498(10) 0.0358(8) 0.0470(10) -0.0192(8) 0.0113(8) -0.0230(8)
C36 0.0418(9) 0.0359(8) 0.0349(8) -0.0134(7) 0.0055(7) -0.0204(7)
C37 0.0290(7) 0.0287(7) 0.0336(8) -0.0160(6) 0.0117(6) -0.0147(6)
C38 0.0390(9) 0.0519(10) 0.0399(9) -0.0239(8) 0.0148(7) -0.0252(8)
C39 0.0398(9) 0.0714(13) 0.0622(12) -0.0374(11) 0.0189(9) -0.0351(9)
C40 0.0411(10) 0.0485(10) 0.0767(14) -0.0252(10) 0.0280(9) -0.0301(8)
C41 0.0385(9) 0.0351(9) 0.0604(12) -0.0103(8) 0.0222(8) -0.0168(7)
C42 0.0289(7) 0.0294(7) 0.0418(9) -0.0091(7) 0.0107(6) -0.0104(6)
C43 0.0192(6) 0.0214(6) 0.0333(8) -0.0128(6) 0.0058(5) -0.0077(5)
C44 0.0285(7) 0.0225(7) 0.0354(8) -0.0095(6) 0.0108(6) -0.0097(6)
C45 0.0247(7) 0.0275(7) 0.0434(9) -0.0153(7) 0.0143(6) -0.0086(6)
C46 0.0233(7) 0.0234(7) 0.0387(8) -0.0129(6) 0.0053(6) -0.0088(5)
C47 0.0307(7) 0.0222(7) 0.0357(8) -0.0078(6) 0.0096(6) -0.0106(6)
C48 0.0240(7) 0.0267(7) 0.0394(8) -0.0126(6) 0.0115(6) -0.0094(6)
C49 0.0263(7) 0.0232(7) 0.0369(8) -0.0107(6) 0.0098(6) -0.0098(6)
C50 0.0293(7) 0.0158(6) 0.0377(8) -0.0120(6) 0.0158(6) -0.0107(5)
C51 0.0234(7) 0.0224(7) 0.0362(8) -0.0106(6) 0.0062(6) -0.0086(5)
C52 0.0260(7) 0.0225(7) 0.0369(8) -0.0118(6) 0.0091(6) -0.0105(6)
C53 0.0256(7) 0.0247(7) 0.0368(8) -0.0128(6) 0.0094(6) -0.0100(6)
C54 0.0277(7) 0.0228(7) 0.0411(9) -0.0140(6) 0.0086(6) -0.0091(6)
C55 0.0262(7) 0.0194(6) 0.0458(9) -0.0149(6) 0.0082(6) -0.0067(5)
C56 0.0279(7) 0.0313(8) 0.0424(9) -0.0125(7) 0.0078(6) -0.0103(6)
C57 0.0271(7) 0.0403(9) 0.0563(11) -0.0219(8) 0.0064(7) -0.0155(7)
C58 0.0357(8) 0.0318(8) 0.0425(9) -0.0147(7) -0.0044(7) -0.0098(7)
C59 0.0441(9) 0.0330(8) 0.0379(9) -0.0116(7) 0.0050(7) -0.0180(7)
C60 0.0316(8) 0.0307(8) 0.0419(9) -0.0132(7) 0.0085(7) -0.0163(6)
C61 0.0282(7) 0.0185(6) 0.0370(8) -0.0092(6) 0.0015(6) -0.0045(5)
C62 0.0316(8) 0.0250(7) 0.0411(9) -0.0097(7) -0.0005(6) -0.0080(6)
C63 0.0470(10) 0.0280(8) 0.0476(10) -0.0140(7) -0.0056(8) -0.0130(7)
C64 0.0557(11) 0.0325(8) 0.0400(9) -0.0182(7) 0.0042(8) -0.0127(8)
C65 0.0445(9) 0.0336(8) 0.0411(9) -0.0159(7) 0.0121(7) -0.0133(7)
C66 0.0317(7) 0.0230(7) 0.0417(9) -0.0129(6) 0.0044(6) -0.0092(6)
C67 0.0272(7) 0.0239(7) 0.0322(8) -0.0121(6) 0.0079(6) -0.0061(6)
C68 0.0307(7) 0.0311(7) 0.0337(8) -0.0132(6) 0.0073(6) -0.0098(6)
C69 0.0278(7) 0.0382(8) 0.0356(9) -0.0152(7) 0.0051(6) -0.0057(6)
C70 0.0389(9) 0.0291(8) 0.0327(8) -0.0100(7) 0.0021(7) -0.0005(7)
C71 0.0474(9) 0.0268(7) 0.0365(9) -0.0127(7) 0.0082(7) -0.0110(7)
C72 0.0346(8) 0.0277(7) 0.0334(8) -0.0115(6) 0.0053(6) -0.0112(6)
C73 0.0267(7) 0.0244(7) 0.0392(8) -0.0156(6) 0.0091(6) -0.0068(6)
C74 0.0372(8) 0.0340(8) 0.0421(9) -0.0101(7) 0.0026(7) -0.0131(7)
C75 0.0502(10) 0.0427(10) 0.0414(10) -0.0116(8) 0.0008(8) -0.0160(8)
C76 0.0453(10) 0.0511(11) 0.0487(11) -0.0240(9) -0.0003(8) -0.0148(8)
C77 0.0399(9) 0.0437(9) 0.0534(11) -0.0236(8) 0.0058(8) -0.0189(8)
C78 0.0371(8) 0.0332(8) 0.0442(9) -0.0165(7) 0.0084(7) -0.0159(7)
C79 0.0289(7) 0.0293(8) 0.0432(9) -0.0181(7) 0.0009(7) -0.0031(6)
C80 0.0395(9) 0.0327(8) 0.0614(12) -0.0227(8) -0.0013(8) -0.0101(7)
C81 0.0527(11) 0.0425(10) 0.0883(17) -0.0380(11) -0.0057(11) -0.0123(9)
C82 0.0619(13) 0.0551(13) 0.0878(17) -0.0509(13) 0.0003(12) -0.0019(10)
C83 0.0692(14) 0.0700(15) 0.0629(14) -0.0436(12) 0.0103(11) -0.0062(11)
C84 0.0489(10) 0.0420(10) 0.0482(11) -0.0251(8) 0.0067(8) -0.0028(8)
C85 0.0187(6) 0.0240(6) 0.0336(8) -0.0129(6) 0.0088(5) -0.0113(5)
C86 0.0307(7) 0.0287(7) 0.0353(8) -0.0166(6) 0.0124(6) -0.0191(6)
C87 0.0331(7) 0.0326(7) 0.0374(8) -0.0165(7) 0.0174(6) -0.0209(6)
C88 0.0309(7) 0.0290(7) 0.0467(9) -0.0179(7) 0.0158(7) -0.0204(6)
C89 0.0434(9) 0.0411(8) 0.0450(9) -0.0284(7) 0.0219(7) -0.0314(7)
C90 0.0333(7) 0.0344(8) 0.0364(8) -0.0187(7) 0.0161(6) -0.0224(6)
C91 0.0381(8) 0.0348(8) 0.0432(9) -0.0210(7) 0.0193(7) -0.0254(7)
C92 0.0334(8) 0.0348(8) 0.0541(10) -0.0224(7) 0.0195(7) -0.0224(7)
C93 0.0301(7) 0.0299(7) 0.0470(9) -0.0178(7) 0.0123(7) -0.0164(6)
C94 0.0319(7) 0.0306(7) 0.0391(8) -0.0145(7) 0.0117(6) -0.0209(6)
C95 0.0329(7) 0.0329(7) 0.0374(8) -0.0164(7) 0.0123(6) -0.0220(6)
C96 0.0362(8) 0.0292(7) 0.0357(8) -0.0164(6) 0.0134(6) -0.0224(6)
C97 0.0386(9) 0.0363(9) 0.0847(14) -0.0257(9) 0.0319(9) -0.0235(7)
C98 0.0346(9) 0.0448(10) 0.0946(16) -0.0209(10) 0.0185(10) -0.0230(8)
C99 0.0412(12) 0.0704(15) 0.157(3) -0.0384(17) 0.0306(15) -0.0320(11)
C100 0.0575(15) 0.101(2) 0.203(4) -0.073(2) 0.074(2) -0.0454(15)
C101 0.0880(19) 0.097(2) 0.164(3) -0.077(2) 0.089(2) -0.0568(17)
C102 0.0716(14) 0.0610(13) 0.1154(19) -0.0532(13) 0.0653(14) -0.0442(11)
C103 0.0341(8) 0.0321(8) 0.0527(10) -0.0187(7) 0.0189(7) -0.0202(7)
C104 0.0360(9) 0.0420(9) 0.0698(13) -0.0271(9) 0.0120(8) -0.0176(7)
C105 0.0353(9) 0.0505(11) 0.0853(15) -0.0316(11) 0.0079(9) -0.0106(8)
C106 0.0443(10) 0.0383(10) 0.0878(15) -0.0292(10) 0.0205(10) -0.0135(8)
C107 0.0460(10) 0.0431(10) 0.0712(13) -0.0322(9) 0.0213(9) -0.0231(8)
C108 0.0360(8) 0.0385(9) 0.0606(11) -0.0267(8) 0.0195(8) -0.0209(7)
C109 0.0330(8) 0.0288(7) 0.0437(9) -0.0178(7) 0.0164(7) -0.0194(6)
C110 0.0342(8) 0.0315(8) 0.0513(10) -0.0158(7) 0.0126(7) -0.0183(7)
C111 0.0467(10) 0.0325(8) 0.0512(11) -0.0105(8) 0.0115(8) -0.0208(7)
C112 0.0550(11) 0.0392(9) 0.0624(12) -0.0227(9) 0.0203(9) -0.0330(8)
C113 0.0397(9) 0.0369(8) 0.0564(11) -0.0237(8) 0.0158(8) -0.0248(7)
C114 0.0375(8) 0.0314(8) 0.0434(9) -0.0187(7) 0.0135(7) -0.0187(7)
C115 0.0292(7) 0.0265(7) 0.0477(9) -0.0174(7) 0.0109(7) -0.0174(6)
C116 0.0381(8) 0.0296(7) 0.0505(10) -0.0191(7) 0.0191(7) -0.0206(7)
C117 0.0481(10) 0.0405(9) 0.0690(12) -0.0285(9) 0.0324(9) -0.0299(8)
C118 0.0348(9) 0.0441(10) 0.0922(15) -0.0371(10) 0.0276(10) -0.0238(8)
C119 0.0325(8) 0.0394(9) 0.0797(14) -0.0308(9) 0.0072(9) -0.0160(7)
C120 0.0387(8) 0.0338(8) 0.0544(10) -0.0216(8) 0.0114(8) -0.0214(7)
C121 0.0316(7) 0.0309(7) 0.0404(9) -0.0174(7) 0.0119(6) -0.0213(6)
C122 0.0372(8) 0.0361(8) 0.0431(9) -0.0186(7) 0.0107(7) -0.0237(7)
C123 0.0405(9) 0.0387(9) 0.0608(11) -0.0290(9) 0.0151(8) -0.0195(7)
C124 0.0413(9) 0.0346(9) 0.0653(13) -0.0161(9) 0.0041(9) -0.0144(7)
C125 0.0469(10) 0.0373(9) 0.0510(11) -0.0060(8) 0.0014(8) -0.0206(8)
C126 0.0415(9) 0.0389(9) 0.0435(9) -0.0167(7) 0.0102(7) -0.0245(7)
C127 0.0187(6) 0.0279(7) 0.0277(7) -0.0150(6) 0.0065(5) -0.0103(5)
C128 0.0334(8) 0.0365(8) 0.0346(8) -0.0126(7) 0.0007(6) -0.0204(7)
C129 0.0395(8) 0.0329(8) 0.0307(8) -0.0085(6) 0.0021(6) -0.0203(7)
C130 0.0243(7) 0.0342(7) 0.0304(8) -0.0150(6) 0.0028(6) -0.0132(6)
C131 0.0278(7) 0.0328(7) 0.0360(8) -0.0142(6) 0.0044(6) -0.0179(6)
C132 0.0230(6) 0.0289(7) 0.0311(8) -0.0104(6) 0.0047(6) -0.0136(6)
C133 0.0322(7) 0.0309(7) 0.0336(8) -0.0114(6) 0.0038(6) -0.0153(6)
C134 0.0316(7) 0.0342(8) 0.0284(8) -0.0121(6) 0.0015(6) -0.0171(6)
C135 0.0272(7) 0.0326(7) 0.0295(8) -0.0115(6) 0.0015(6) -0.0155(6)
C136 0.0295(7) 0.0398(8) 0.0299(8) -0.0124(7) 0.0031(6) -0.0191(6)
C137 0.0313(8) 0.0387(8) 0.0333(8) -0.0134(7) 0.0064(6) -0.0190(6)
C138 0.0304(7) 0.0377(8) 0.0337(8) -0.0127(7) 0.0070(6) -0.0194(6)
C139 0.0257(7) 0.0428(9) 0.0309(8) -0.0147(7) 0.0001(6) -0.0125(6)
C140 0.0318(8) 0.0452(9) 0.0442(10) -0.0233(8) 0.0008(7) -0.0076(7)
C141 0.0406(9) 0.0579(11) 0.0458(11) -0.0304(9) -0.0039(8) -0.0052(8)
C142 0.0413(10) 0.0721(13) 0.0356(10) -0.0218(10) 0.0073(8) -0.0082(9)
C143 0.0427(10) 0.0615(12) 0.0373(10) -0.0089(9) 0.0062(8) -0.0210(9)
C144 0.0356(8) 0.0492(10) 0.0341(9) -0.0124(7) 0.0039(7) -0.0189(7)
C145 0.0292(7) 0.0387(8) 0.0248(7) -0.0114(6) 0.0041(6) -0.0186(6)
C146 0.0334(8) 0.0375(8) 0.0373(9) -0.0163(7) 0.0051(6) -0.0189(7)
C147 0.0369(8) 0.0439(9) 0.0424(9) -0.0235(8) 0.0120(7) -0.0180(7)
C148 0.0303(8) 0.0570(10) 0.0405(9) -0.0210(8) 0.0121(7) -0.0235(7)
C149 0.0383(8) 0.0555(10) 0.0377(9) -0.0210(8) 0.0119(7) -0.0316(8)
C150 0.0345(8) 0.0403(8) 0.0311(8) -0.0176(7) 0.0095(6) -0.0201(7)
C151 0.0299(8) 0.0548(10) 0.0241(7) -0.0093(7) 0.0054(6) -0.0249(7)
C152 0.0385(9) 0.0613(11) 0.0366(9) -0.0078(8) 0.0050(7) -0.0249(8)
C153 0.0375(10) 0.0814(15) 0.0394(10) 0.0041(10) 0.0001(8) -0.0246(10)
C154 0.0479(11) 0.1025(17) 0.0312(9) -0.0175(11) 0.0083(8) -0.0457(12)
C155 0.0441(10) 0.1036(17) 0.0364(10) -0.0307(11) 0.0139(8) -0.0471(12)
C156 0.0397(9) 0.0744(12) 0.0328(9) -0.0254(9) 0.0125(7) -0.0362(9)
C157 0.0303(8) 0.0594(10) 0.0338(9) -0.0165(8) 0.0053(6) -0.0261(8)
C158 0.0329(8) 0.0673(12) 0.0367(9) -0.0107(9) 0.0080(7) -0.0225(8)
C159 0.0436(11) 0.0975(17) 0.0368(10) -0.0097(11) 0.0118(8) -0.0273(11)
C160 0.0460(11) 0.1101(19) 0.0366(11) -0.0239(12) 0.0156(9) -0.0264(12)
C161 0.0396(10) 0.0847(15) 0.0478(11) -0.0333(11) 0.0106(8) -0.0204(10)
C162 0.0387(9) 0.0612(11) 0.0402(10) -0.0239(9) 0.0087(7) -0.0235(8)
C163 0.0303(8) 0.0562(10) 0.0377(9) -0.0220(8) 0.0052(7) -0.0204(7)
C164 0.0361(9) 0.0669(12) 0.0435(10) -0.0252(9) 0.0055(8) -0.0113(9)
C165 0.0342(10) 0.113(2) 0.0541(13) -0.0387(13) 0.0029(9) -0.0088(11)
C166 0.0326(10) 0.154(3) 0.0621(14) -0.0506(17) 0.0123(10) -0.0401(14)
C167 0.0510(13) 0.125(2) 0.0624(14) -0.0387(15) 0.0195(11) -0.0572(15)
C168 0.0434(10) 0.0735(13) 0.0492(11) -0.0198(10) 0.0083(8) -0.0360(10)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Si1 O2 110.08(5) . .
O1 Si1 O4 110.06(5) . 2_756
O2 Si1 O4 107.72(5) . 2_756
O1 Si1 C1 110.17(6) . .
O2 Si1 C1 108.55(5) . .
O4 Si1 C1 110.20(5) 2_756 .
O2 Si2 O6 108.47(5) . .
O2 Si2 O3 110.25(5) . .
O6 Si2 O3 108.79(5) . .
O2 Si2 C43 109.24(6) . .
O6 Si2 C43 110.06(6) . .
O3 Si2 C43 110.02(6) . .
O5 Si3 O3 108.49(5) . .
O5 Si3 O4 110.47(5) . .
O3 Si3 O4 108.70(5) . .
O5 Si3 C85 110.38(6) . .
O3 Si3 C85 108.96(5) . .
O4 Si3 C85 109.79(6) . .
O5 Si4 O1 109.45(5) 2_756 2_756
O5 Si4 O6 110.05(5) 2_756 .
O1 Si4 O6 107.99(5) 2_756 .
O5 Si4 C127 110.42(6) 2_756 .
O1 Si4 C127 109.18(6) 2_756 .
O6 Si4 C127 109.71(6) . .
Si1 O1 Si4 147.22(7) . 2_756
Si2 O2 Si1 154.24(6) . .
Si2 O3 Si3 147.87(7) . .
Si3 O4 Si1 144.19(7) . 2_756
Si3 O5 Si4 153.52(7) . 2_756
Si2 O6 Si4 144.89(7) . .
C6 C1 C2 118.21(12) . .
C6 C1 Si1 123.77(10) . .
C2 C1 Si1 118.01(10) . .
C3 C2 C1 120.88(13) . .
C2 C3 C4 120.44(12) . .
C5 C4 C3 119.28(12) . .
C5 C4 C7 122.61(13) . .
C3 C4 C7 118.11(12) . .
C4 C5 C6 120.41(13) . .
C5 C6 C1 120.76(12) . .
C12 C7 C8 120.82(12) . .
C12 C7 C4 120.54(12) . .
C8 C7 C4 118.61(12) . .
C9 C8 C7 119.33(13) . .
C9 C8 C13 121.40(13) . .
C7 C8 C13 119.27(12) . .
C8 C9 C10 119.96(13) . .
C8 C9 C19 121.24(13) . .
C10 C9 C19 118.79(13) . .
C11 C10 C9 120.45(13) . .
C11 C10 C25 120.05(13) . .
C9 C10 C25 119.49(13) . .
C10 C11 C12 120.02(13) . .
C10 C11 C31 119.51(12) . .
C12 C11 C31 120.46(12) . .
C7 C12 C11 118.99(12) . .
C7 C12 C37 121.48(12) . .
C11 C12 C37 119.46(12) . .
C18 C13 C14 118.17(14) . .
C18 C13 C8 122.78(13) . .
C14 C13 C8 119.01(14) . .
C13 C14 C15 121.08(16) . .
C16 C15 C14 119.80(16) . .
C17 C16 C15 119.69(15) . .
C16 C17 C18 120.48(16) . .
C13 C18 C17 120.75(15) . .
C20 C19 C24 119.02(17) . .
C20 C19 C9 121.31(18) . .
C24 C19 C9 119.55(17) . .
C19 C20 C21 120.0(2) . .
C22 C21 C20 120.6(2) . .
C21 C22 C23 120.14(19) . .
C24 C23 C22 119.3(2) . .
C23 C24 C19 120.9(2) . .
C30 C25 C26 119.08(17) . .
C30 C25 C10 120.09(16) . .
C26 C25 C10 120.80(18) . .
C25 C26 C27 119.0(2) . .
C28 C27 C26 121.6(2) . .
C29 C28 C27 119.3(2) . .
C28 C29 C30 120.0(3) . .
C25 C30 C29 120.9(2) . .
C36 C31 C32 118.84(14) . .
C36 C31 C11 121.83(13) . .
C32 C31 C11 119.32(13) . .
C31 C32 C33 120.69(15) . .
C34 C33 C32 120.19(16) . .
C33 C34 C35 119.42(15) . .
C34 C35 C36 120.89(16) . .
C35 C36 C31 119.94(15) . .
C38 C37 C42 118.94(14) . .
C38 C37 C12 120.40(13) . .
C42 C37 C12 120.67(13) . .
C37 C38 C39 120.92(16) . .
C38 C39 C40 119.35(17) . .
C41 C40 C39 119.91(16) . .
C40 C41 C42 120.53(17) . .
C37 C42 C41 120.34(16) . .
C48 C43 C44 118.00(12) . .
C48 C43 Si2 121.72(10) . .
C44 C43 Si2 120.23(10) . .
C45 C44 C43 120.85(13) . .
C44 C45 C46 120.67(13) . .
C47 C46 C45 118.94(12) . .
C47 C46 C49 121.35(13) . .
C45 C46 C49 119.59(12) . .
C46 C47 C48 120.38(13) . .
C43 C48 C47 121.00(13) . .
C54 C49 C50 121.63(12) . .
C54 C49 C46 118.70(13) . .
C50 C49 C46 119.64(13) . .
C49 C50 C51 117.80(13) . .
C49 C50 C55 120.23(12) . .
C51 C50 C55 121.97(12) . .
C52 C51 C50 120.56(13) . .
C52 C51 C61 121.66(12) . .
C50 C51 C61 117.56(13) . .
C51 C52 C53 120.08(12) . .
C51 C52 C67 120.32(12) . .
C53 C52 C67 119.56(13) . .
C54 C53 C52 119.56(14) . .
C54 C53 C73 118.15(13) . .
C52 C53 C73 122.29(12) . .
C49 C54 C53 120.26(13) . .
C49 C54 C79 119.22(12) . .
C53 C54 C79 120.51(14) . .
C56 C55 C60 118.38(14) . .
C56 C55 C50 119.99(14) . .
C60 C55 C50 121.57(13) . .
C57 C56 C55 121.04(15) . .
C58 C57 C56 120.05(15) . .
C57 C58 C59 119.93(15) . .
C60 C59 C58 120.38(15) . .
C59 C60 C55 120.18(14) . .
C62 C61 C66 118.36(14) . .
C62 C61 C51 122.89(13) . .
C66 C61 C51 118.52(13) . .
C63 C62 C61 120.42(15) . .
C64 C63 C62 120.97(16) . .
C63 C64 C65 119.38(16) . .
C66 C65 C64 119.67(16) . .
C65 C66 C61 121.12(15) . .
C68 C67 C72 118.51(13) . .
C68 C67 C52 122.80(13) . .
C72 C67 C52 118.58(13) . .
C67 C68 C69 120.96(15) . .
C70 C69 C68 120.00(15) . .
C71 C70 C69 119.71(14) . .
C70 C71 C72 120.95(15) . .
C71 C72 C67 119.83(15) . .
C74 C73 C78 118.40(15) . .
C74 C73 C53 122.44(14) . .
C78 C73 C53 119.03(14) . .
C73 C74 C75 119.98(16) . .
C76 C75 C74 121.10(17) . .
C75 C76 C77 119.41(17) . .
C78 C77 C76 120.36(17) . .
C77 C78 C73 120.74(16) . .
C80 C79 C84 118.96(16) . .
C80 C79 C54 120.78(15) . .
C84 C79 C54 120.23(15) . .
C79 C80 C81 120.48(19) . .
C82 C81 C80 121.1(2) . .
C81 C82 C83 119.97(19) . .
C82 C83 C84 118.8(2) . .
C79 C84 C83 120.6(2) . .
C86 C85 C90 118.16(12) . .
C86 C85 Si3 122.52(10) . .
C90 C85 Si3 119.25(10) . .
C87 C86 C85 120.80(13) . .
C86 C87 C88 120.60(13) . .
C89 C88 C87 119.05(13) . .
C89 C88 C91 120.51(13) . .
C87 C88 C91 120.43(13) . .
C90 C89 C88 120.24(13) . .
C89 C90 C85 121.07(13) . .
C96 C91 C92 120.38(13) . .
C96 C91 C88 120.47(13) . .
C92 C91 C88 119.15(13) . .
C93 C92 C91 119.99(13) . .
C93 C92 C97 120.90(13) . .
C91 C92 C97 119.10(13) . .
C92 C93 C94 119.20(13) . .
C92 C93 C103 119.63(13) . .
C94 C93 C103 121.14(13) . .
C95 C94 C93 120.57(13) . .
C95 C94 C109 120.14(13) . .
C93 C94 C109 119.25(13) . .
C94 C95 C96 119.64(13) . .
C94 C95 C115 120.02(12) . .
C96 C95 C115 120.33(13) . .
C91 C96 C95 120.21(13) . .
C91 C96 C121 120.41(12) . .
C95 C96 C121 119.35(12) . .
C98 C97 C102 119.82(18) . .
C98 C97 C92 120.27(17) . .
C102 C97 C92 119.89(18) . .
C97 C98 C99 119.7(2) . .
C100 C99 C98 120.5(3) . .
C99 C100 C101 120.2(2) . .
C100 C101 C102 120.4(3) . .
C101 C102 C97 119.3(3) . .
C104 C103 C108 118.74(15) . .
C104 C103 C93 120.75(15) . .
C108 C103 C93 120.44(15) . .
C103 C104 C105 119.75(17) . .
C106 C105 C104 120.38(19) . .
C107 C106 C105 120.22(17) . .
C106 C107 C108 120.12(18) . .
C107 C108 C103 120.78(17) . .
C110 C109 C114 118.80(14) . .
C110 C109 C94 121.82(14) . .
C114 C109 C94 119.37(14) . .
C109 C110 C111 120.37(16) . .
C112 C111 C110 120.33(17) . .
C111 C112 C113 120.34(15) . .
C114 C113 C112 118.75(16) . .
C113 C114 C109 121.41(16) . .
C116 C115 C120 118.96(14) . .
C116 C115 C95 120.84(14) . .
C120 C115 C95 120.21(14) . .
C115 C116 C117 120.41(17) . .
C118 C117 C116 120.38(17) . .
C117 C118 C119 119.79(16) . .
C118 C119 C120 119.88(18) . .
C119 C120 C115 120.58(17) . .
C122 C121 C126 118.19(14) . .
C122 C121 C96 121.98(14) . .
C126 C121 C96 119.82(13) . .
C121 C122 C123 121.22(16) . .
C124 C123 C122 119.71(16) . .
C125 C124 C123 119.96(16) . .
C124 C125 C126 120.21(17) . .
C121 C126 C125 120.68(16) . .
C128 C127 C132 118.31(13) . .
C128 C127 Si4 118.70(10) . .
C132 C127 Si4 122.91(11) . .
C127 C128 C129 121.09(14) . .
C128 C129 C130 120.03(14) . .
C131 C130 C129 119.16(13) . .
C131 C130 C133 122.30(13) . .
C129 C130 C133 118.53(13) . .
C130 C131 C132 120.42(13) . .
C131 C132 C127 120.98(13) . .
C134 C133 C138 119.98(13) . .
C134 C133 C130 120.39(13) . .
C138 C133 C130 119.57(13) . .
C133 C134 C135 119.96(13) . .
C133 C134 C139 119.04(13) . .
C135 C134 C139 120.98(13) . .
C136 C135 C134 119.83(13) . .
C136 C135 C145 120.69(12) . .
C134 C135 C145 119.47(13) . .
C135 C136 C137 120.06(13) . .
C135 C136 C151 119.80(13) . .
C137 C136 C151 120.13(13) . .
C138 C137 C136 119.60(14) . .
C138 C137 C157 119.52(13) . .
C136 C137 C157 120.87(13) . .
C137 C138 C133 120.42(13) . .
C137 C138 C163 120.41(13) . .
C133 C138 C163 119.17(13) . .
C140 C139 C144 118.68(15) . .
C140 C139 C134 121.25(15) . .
C144 C139 C134 119.99(14) . .
C141 C140 C139 120.39(18) . .
C142 C141 C140 120.80(18) . .
C141 C142 C143 119.53(17) . .
C144 C143 C142 120.52(19) . .
C143 C144 C139 120.07(17) . .
C146 C145 C150 118.68(13) . .
C146 C145 C135 120.78(13) . .
C150 C145 C135 120.53(13) . .
C147 C146 C145 120.61(14) . .
C146 C147 C148 120.10(15) . .
C149 C148 C147 119.36(15) . .
C148 C149 C150 121.12(15) . .
C149 C150 C145 120.09(14) . .
C152 C151 C156 118.09(15) . .
C152 C151 C136 120.29(15) . .
C156 C151 C136 121.61(15) . .
C151 C152 C153 120.6(2) . .
C154 C153 C152 119.7(2) . .
C155 C154 C153 119.61(18) . .
C154 C155 C156 121.0(2) . .
C155 C156 C151 120.88(19) . .
C158 C157 C162 119.44(16) . .
C158 C157 C137 121.11(16) . .
C162 C157 C137 119.41(15) . .
C157 C158 C159 120.64(19) . .
C160 C159 C158 119.2(2) . .
C161 C160 C159 120.33(18) . .
C160 C161 C162 119.7(2) . .
C161 C162 C157 120.70(18) . .
C168 C163 C164 118.42(17) . .
C168 C163 C138 121.83(16) . .
C164 C163 C138 119.75(16) . .
C163 C164 C165 120.5(2) . .
C166 C165 C164 119.7(2) . .
C167 C166 C165 120.2(2) . .
C166 C167 C168 120.9(2) . .
C163 C168 C167 120.3(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Si1 O1 1.6060(10) .
Si1 O2 1.6096(10) .
Si1 O4 1.6161(10) 2_756
Si1 C1 1.8275(13) .
Si2 O2 1.6092(10) .
Si2 O6 1.6117(10) .
Si2 O3 1.6120(10) .
Si2 C43 1.8307(13) .
Si3 O5 1.6096(10) .
Si3 O3 1.6134(9) .
Si3 O4 1.6140(10) .
Si3 C85 1.8289(14) .
Si4 O5 1.6108(10) 2_756
Si4 O1 1.6174(9) 2_756
Si4 O6 1.6178(10) .
Si4 C127 1.8316(14) .
O1 Si4 1.6174(10) 2_756
O4 Si1 1.6161(10) 2_756
O5 Si4 1.6108(10) 2_756
C1 C6 1.395(2) .
C1 C2 1.4011(18) .
C2 C3 1.3829(18) .
C3 C4 1.392(2) .
C4 C5 1.3845(19) .
C4 C7 1.4986(18) .
C5 C6 1.3928(19) .
C7 C12 1.3966(19) .
C7 C8 1.4052(19) .
C8 C9 1.3986(19) .
C8 C13 1.4933(19) .
C9 C10 1.399(2) .
C9 C19 1.504(2) .
C10 C11 1.392(2) .
C10 C25 1.504(2) .
C11 C12 1.4138(18) .
C11 C31 1.495(2) .
C12 C37 1.4971(19) .
C13 C18 1.387(2) .
C13 C14 1.388(2) .
C14 C15 1.389(2) .
C15 C16 1.385(3) .
C16 C17 1.369(2) .
C17 C18 1.390(2) .
C19 C20 1.379(3) .
C19 C24 1.388(3) .
C20 C21 1.401(3) .
C21 C22 1.352(4) .
C22 C23 1.396(4) .
C23 C24 1.382(3) .
C25 C30 1.374(3) .
C25 C26 1.384(3) .
C26 C27 1.396(3) .
C27 C28 1.364(4) .
C28 C29 1.363(4) .
C29 C30 1.395(3) .
C31 C36 1.386(2) .
C31 C32 1.386(2) .
C32 C33 1.389(2) .
C33 C34 1.368(3) .
C34 C35 1.381(3) .
C35 C36 1.384(2) .
C37 C38 1.385(2) .
C37 C42 1.392(2) .
C38 C39 1.397(2) .
C39 C40 1.397(3) .
C40 C41 1.372(3) .
C41 C42 1.393(2) .
C43 C48 1.386(2) .
C43 C44 1.4009(18) .
C44 C45 1.3816(19) .
C45 C46 1.391(2) .
C46 C47 1.380(2) .
C46 C49 1.4935(19) .
C47 C48 1.3979(19) .
C49 C54 1.402(2) .
C49 C50 1.4077(19) .
C50 C51 1.4373(18) .
C50 C55 1.459(2) .
C51 C52 1.404(2) .
C51 C61 1.496(2) .
C52 C53 1.4182(19) .
C52 C67 1.4908(19) .
C53 C54 1.4021(19) .
C53 C73 1.483(2) .
C54 C79 1.499(2) .
C55 C56 1.388(2) .
C55 C60 1.395(2) .
C56 C57 1.384(2) .
C57 C58 1.361(2) .
C58 C59 1.390(2) .
C59 C60 1.377(2) .
C61 C62 1.387(2) .
C61 C66 1.399(2) .
C62 C63 1.384(2) .
C63 C64 1.377(3) .
C64 C65 1.393(3) .
C65 C66 1.382(2) .
C67 C68 1.380(2) .
C67 C72 1.406(2) .
C68 C69 1.390(2) .
C69 C70 1.385(2) .
C70 C71 1.366(2) .
C71 C72 1.390(2) .
C73 C74 1.383(2) .
C73 C78 1.396(2) .
C74 C75 1.390(2) .
C75 C76 1.363(3) .
C76 C77 1.377(3) .
C77 C78 1.376(2) .
C79 C80 1.381(2) .
C79 C84 1.381(2) .
C80 C81 1.386(2) .
C81 C82 1.352(3) .
C82 C83 1.399(4) .
C83 C84 1.407(3) .
C85 C86 1.3936(19) .
C85 C90 1.3953(19) .
C86 C87 1.3866(19) .
C87 C88 1.389(2) .
C88 C89 1.389(2) .
C88 C91 1.4896(19) .
C89 C90 1.388(2) .
C91 C96 1.388(2) .
C91 C92 1.407(2) .
C92 C93 1.405(2) .
C92 C97 1.498(2) .
C93 C94 1.414(2) .
C93 C103 1.492(2) .
C94 C95 1.395(2) .
C94 C109 1.5011(19) .
C95 C96 1.4090(19) .
C95 C115 1.5026(19) .
C96 C121 1.506(2) .
C97 C98 1.382(3) .
C97 C102 1.397(3) .
C98 C99 1.397(3) .
C99 C100 1.358(4) .
C100 C101 1.384(5) .
C101 C102 1.386(3) .
C103 C104 1.383(2) .
C103 C108 1.402(2) .
C104 C105 1.407(2) .
C105 C106 1.373(3) .
C106 C107 1.371(3) .
C107 C108 1.381(2) .
C109 C110 1.379(2) .
C109 C114 1.391(2) .
C110 C111 1.395(2) .
C111 C112 1.372(3) .
C112 C113 1.393(3) .
C113 C114 1.390(2) .
C115 C116 1.380(2) .
C115 C120 1.394(2) .
C116 C117 1.392(2) .
C117 C118 1.380(3) .
C118 C119 1.381(3) .
C119 C120 1.391(2) .
C121 C122 1.384(2) .
C121 C126 1.392(2) .
C122 C123 1.389(2) .
C123 C124 1.384(3) .
C124 C125 1.370(3) .
C125 C126 1.393(2) .
C127 C128 1.386(2) .
C127 C132 1.3946(19) .
C128 C129 1.393(2) .
C129 C130 1.394(2) .
C130 C131 1.385(2) .
C130 C133 1.496(2) .
C131 C132 1.388(2) .
C133 C134 1.400(2) .
C133 C138 1.404(2) .
C134 C135 1.403(2) .
C134 C139 1.502(2) .
C135 C136 1.398(2) .
C135 C145 1.4946(19) .
C136 C137 1.417(2) .
C136 C151 1.497(2) .
C137 C138 1.388(2) .
C137 C157 1.496(2) .
C138 C163 1.504(2) .
C139 C140 1.384(2) .
C139 C144 1.401(2) .
C140 C141 1.375(3) .
C141 C142 1.372(3) .
C142 C143 1.377(3) .
C143 C144 1.376(2) .
C145 C146 1.391(2) .
C145 C150 1.393(2) .
C146 C147 1.383(2) .
C147 C148 1.391(2) .
C148 C149 1.367(2) .
C149 C150 1.384(2) .
C151 C152 1.375(3) .
C151 C156 1.396(2) .
C152 C153 1.403(3) .
C153 C154 1.390(3) .
C154 C155 1.349(3) .
C155 C156 1.381(2) .
C157 C158 1.373(2) .
C157 C162 1.389(3) .
C158 C159 1.400(3) .
C159 C160 1.393(3) .
C160 C161 1.378(3) .
C161 C162 1.388(2) .
C163 C168 1.366(3) .
C163 C164 1.392(3) .
C164 C165 1.393(3) .
C165 C166 1.366(4) .
C166 C167 1.347(4) .
C167 C168 1.396(3) .
|
1501790.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501790.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501790
loop_
_publ_author_name
'Roll, Mark F.'
'Kampf, Jeffrey W.'
'Laine, Richard M.'
_publ_section_title
;
Crystalline Hybrid Polyphenylene Macromolecules from
Octaalkynylsilsesquioxanes, Crystal Structures, and a Potential Route to
3-D Graphenes
;
_journal_issue 9
_journal_name_full Macromolecules
_journal_page_first 3425
_journal_paper_doi 10.1021/ma200081q
_journal_volume 44
_journal_year 2011
_chemical_formula_moiety
;
'C368 H296 O12 Si8, 9(C8 H10), C7 H8, (solvent)'
;
_chemical_formula_sum 'C447 H394 O12 Si8'
_chemical_formula_weight 6182.34
_chemical_name_systematic
;
?
;
_space_group_IT_number 85
_symmetry_cell_setting tetragonal
_symmetry_space_group_name_Hall '-P 4a'
_symmetry_space_group_name_H-M 'P 4/n :2'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 32.6146(19)
_cell_length_b 32.6146(19)
_cell_length_c 41.178(5)
_cell_measurement_reflns_used 9674
_cell_measurement_temperature 85(2)
_cell_measurement_theta_max 20.60
_cell_measurement_theta_min 2.21
_cell_volume 43802(6)
_computing_cell_refinement 'Bruker SMART'
_computing_data_collection 'Bruker SMART-APEX'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 85(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type 'CCD area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0828
_diffrn_reflns_av_sigmaI/netI 0.0309
_diffrn_reflns_limit_h_max 32
_diffrn_reflns_limit_h_min -32
_diffrn_reflns_limit_k_max 32
_diffrn_reflns_limit_k_min -32
_diffrn_reflns_limit_l_max 40
_diffrn_reflns_limit_l_min -40
_diffrn_reflns_number 511019
_diffrn_reflns_theta_full 20.76
_diffrn_reflns_theta_max 20.76
_diffrn_reflns_theta_min 1.59
_exptl_absorpt_coefficient_mu 0.075
_exptl_absorpt_correction_T_max 0.9896
_exptl_absorpt_correction_T_min 0.9764
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
Blessing, R. Acta Cryst. (1995) A51 33-38.
Sheldrick, G. SADABS (Version 2008/1) Bruker AXS area
detector absorption and other corrections, University of
Gottingen, Germany 2008.
;
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 0.937
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description plate
_exptl_crystal_F_000 13136
_exptl_crystal_size_max 0.32
_exptl_crystal_size_mid 0.32
_exptl_crystal_size_min 0.14
_refine_diff_density_max 0.980
_refine_diff_density_min -0.619
_refine_diff_density_rms 0.111
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.971
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 2514
_refine_ls_number_reflns 22627
_refine_ls_number_restraints 1717
_refine_ls_restrained_S_all 1.979
_refine_ls_R_factor_all 0.1385
_refine_ls_R_factor_gt 0.1193
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+2.1667P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.3056
_refine_ls_wR_factor_ref 0.3139
_reflns_number_gt 17779
_reflns_number_total 22627
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file ma200081q_si_004.cif
_cod_data_source_block whpb
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P4/n
_cod_database_code 1501790
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y+1/2, x, z'
'y, -x+1/2, z'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y-1/2, -x, -z'
'-y, x-1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.73659(4) 0.68440(3) 0.10021(3) 0.0393(3) Uani 1 1 d . . .
Si2 Si 0.73537(3) 0.68446(3) 0.17666(3) 0.0386(3) Uani 1 1 d . . .
Si3 Si 0.31402(3) 0.22969(3) 0.41933(3) 0.0361(3) Uani 1 1 d . . .
Si4 Si 0.31446(3) 0.23104(3) 0.34280(3) 0.0356(3) Uani 1 1 d . . .
O1 O 0.70236(8) 0.71890(8) 0.09180(7) 0.0473(9) Uani 1 1 d . . .
O2 O 0.73284(9) 0.67464(8) 0.13824(7) 0.0481(9) Uani 1 1 d . . .
O3 O 0.70185(8) 0.71965(8) 0.18508(7) 0.0471(9) Uani 1 1 d . . .
O4 O 0.30042(8) 0.27611(8) 0.42779(7) 0.0422(8) Uani 1 1 d . . .
O5 O 0.32440(8) 0.22714(8) 0.38101(6) 0.0403(8) Uani 1 1 d . . .
O6 O 0.30051(8) 0.27736(8) 0.33482(6) 0.0396(8) Uani 1 1 d . . .
C1 C 0.72413(12) 0.63796(12) 0.20006(11) 0.0426(13) Uani 1 1 d . . .
C2 C 0.74915(14) 0.62207(13) 0.22348(12) 0.0518(14) Uani 1 1 d . . .
H2A H 0.7747 0.6350 0.2277 0.062 Uiso 1 1 calc R . .
C3 C 0.73825(15) 0.58729(14) 0.24137(13) 0.0600(15) Uani 1 1 d . . .
H3B H 0.7565 0.5767 0.2573 0.072 Uiso 1 1 calc R . .
C4 C 0.70107(14) 0.56827(13) 0.23594(12) 0.0522(14) Uani 1 1 d . . .
C5 C 0.67586(15) 0.58377(15) 0.21236(14) 0.0672(17) Uani 1 1 d . . .
H5A H 0.6504 0.5707 0.2081 0.081 Uiso 1 1 calc R . .
C6 C 0.68681(14) 0.61812(14) 0.19454(12) 0.0583(15) Uani 1 1 d . . .
H6A H 0.6687 0.6283 0.1784 0.070 Uiso 1 1 calc R . .
C7 C 0.68739(14) 0.53280(14) 0.25621(12) 0.0556(15) Uani 1 1 d . . .
C8 C 0.70623(14) 0.49435(14) 0.25272(12) 0.0556(15) Uani 1 1 d . B .
C9 C 0.69196(14) 0.46088(14) 0.27036(12) 0.0551(15) Uani 1 1 d . . .
C10 C 0.65883(14) 0.46566(14) 0.29187(12) 0.0551(15) Uani 1 1 d . B .
C11 C 0.63995(15) 0.50434(15) 0.29616(13) 0.0634(16) Uani 1 1 d . . .
C12 C 0.65492(17) 0.53812(15) 0.27794(14) 0.0740(18) Uani 1 1 d . A .
C13 C 0.6236(3) 0.5718(3) 0.2728(4) 0.093(3) Uani 0.404(4) 1 d PDU A 1
C14 C 0.5837(3) 0.5710(4) 0.2616(4) 0.108(3) Uani 0.404(4) 1 d PDU A 1
H14 H 0.5723 0.5453 0.2557 0.130 Uiso 0.404(4) 1 calc PR A 1
C15 C 0.5590(4) 0.6059(3) 0.2584(5) 0.125(3) Uani 0.404(4) 1 d PDU A 1
H15 H 0.5313 0.6045 0.2512 0.150 Uiso 0.404(4) 1 calc PR A 1
C16 C 0.5776(4) 0.6425(4) 0.2666(5) 0.125(3) Uani 0.404(4) 1 d PDU A 1
H16 H 0.5631 0.6676 0.2641 0.150 Uiso 0.404(4) 1 calc PR A 1
C17 C 0.6164(4) 0.6428(4) 0.2780(4) 0.111(3) Uani 0.404(4) 1 d PDU A 1
H17 H 0.6279 0.6684 0.2843 0.133 Uiso 0.404(4) 1 calc PR A 1
C18 C 0.6405(4) 0.6081(3) 0.2811(4) 0.099(3) Uani 0.404(4) 1 d PDU A 1
H18 H 0.6679 0.6098 0.2888 0.119 Uiso 0.404(4) 1 calc PR A 1
C13A C 0.6415(2) 0.5832(2) 0.2864(2) 0.0536(19) Uani 0.596(4) 1 d PDU A 2
C14A C 0.6032(2) 0.5956(2) 0.2766(2) 0.061(2) Uani 0.596(4) 1 d PDU A 2
H14A H 0.5856 0.5762 0.2666 0.073 Uiso 0.596(4) 1 calc PR A 2
C15A C 0.5892(3) 0.6358(3) 0.2809(2) 0.079(2) Uani 0.596(4) 1 d PDU A 2
H15A H 0.5625 0.6439 0.2742 0.095 Uiso 0.596(4) 1 calc PR A 2
C16A C 0.6159(3) 0.6631(3) 0.2951(2) 0.088(2) Uani 0.596(4) 1 d PDU A 2
H16A H 0.6077 0.6908 0.2980 0.106 Uiso 0.596(4) 1 calc PR A 2
C17A C 0.6534(3) 0.6511(2) 0.3049(2) 0.086(2) Uani 0.596(4) 1 d PDU A 2
H17A H 0.6710 0.6704 0.3151 0.103 Uiso 0.596(4) 1 calc PR A 2
C18A C 0.6671(3) 0.6111(2) 0.3004(2) 0.070(2) Uani 0.596(4) 1 d PDU A 2
H18A H 0.6939 0.6034 0.3069 0.084 Uiso 0.596(4) 1 calc PR A 2
C19 C 0.60500(15) 0.50964(15) 0.31885(14) 0.0683(17) Uani 1 1 d . B .
C20 C 0.56889(17) 0.48671(18) 0.31527(14) 0.0816(19) Uani 1 1 d . . .
H20A H 0.5668 0.4672 0.2982 0.098 Uiso 1 1 calc R B .
C21 C 0.53575(17) 0.4921(2) 0.33663(15) 0.090(2) Uani 1 1 d . B .
H21A H 0.5113 0.4768 0.3335 0.108 Uiso 1 1 calc R . .
C22 C 0.53843(18) 0.5201(2) 0.36257(15) 0.085(2) Uani 1 1 d . . .
C23 C 0.57402(18) 0.54258(18) 0.36572(16) 0.088(2) Uani 1 1 d . B .
H23A H 0.5763 0.5619 0.3829 0.105 Uiso 1 1 calc R . .
C24 C 0.60636(18) 0.53771(17) 0.34443(15) 0.0810(19) Uani 1 1 d . . .
H24A H 0.6303 0.5539 0.3473 0.097 Uiso 1 1 calc R B .
C25 C 0.50255(19) 0.5252(2) 0.38453(17) 0.110(3) Uani 1 1 d . B .
H25A H 0.5117 0.5241 0.4072 0.165 Uiso 1 1 calc R . .
H25B H 0.4828 0.5031 0.3805 0.165 Uiso 1 1 calc R . .
H25C H 0.4895 0.5517 0.3803 0.165 Uiso 1 1 calc R . .
C26 C 0.64657(15) 0.42913(15) 0.31201(12) 0.0567(15) Uani 1 1 d . . .
C27 C 0.62082(15) 0.39881(15) 0.30049(13) 0.0653(16) Uani 1 1 d . B .
H27A H 0.6094 0.4012 0.2793 0.078 Uiso 1 1 calc R . .
C28 C 0.61137(16) 0.36478(16) 0.31957(13) 0.0687(17) Uani 1 1 d . . .
H28A H 0.5937 0.3442 0.3112 0.082 Uiso 1 1 calc R B .
C29 C 0.62726(15) 0.36055(14) 0.35038(12) 0.0561(15) Uani 1 1 d . B .
C30 C 0.65367(16) 0.39082(15) 0.36145(13) 0.0634(16) Uani 1 1 d . . .
H30A H 0.6657 0.3883 0.3824 0.076 Uiso 1 1 calc R B .
C31 C 0.66271(15) 0.42444(15) 0.34254(13) 0.0611(16) Uani 1 1 d . B .
H31A H 0.6806 0.4449 0.3509 0.073 Uiso 1 1 calc R . .
C32 C 0.61670(15) 0.32441(13) 0.37163(12) 0.0724(18) Uani 1 1 d . . .
H32A H 0.5973 0.3331 0.3885 0.109 Uiso 1 1 calc R B .
H32B H 0.6417 0.3139 0.3819 0.109 Uiso 1 1 calc R . .
H32C H 0.6042 0.3028 0.3584 0.109 Uiso 1 1 calc R . .
C33 C 0.7129(2) 0.41847(16) 0.2684(2) 0.116(3) Uani 0.396(9) 1 d PRDU B 1
C34 C 0.74591(17) 0.4079(2) 0.2890(2) 0.122(3) Uani 0.396(9) 1 d PRDU B 1
H34 H 0.7547 0.4267 0.3052 0.147 Uiso 0.396(9) 1 calc PR B 1
C35 C 0.76549(19) 0.37066(19) 0.2859(2) 0.126(3) Uani 0.396(9) 1 d PRDU B 1
H35 H 0.7875 0.3636 0.2999 0.151 Uiso 0.396(9) 1 calc PR B 1
C36 C 0.7526(2) 0.34372(16) 0.2621(2) 0.139(3) Uani 0.396(9) 1 d PRDU B 1
C37 C 0.7200(3) 0.35425(14) 0.24168(17) 0.135(3) Uani 0.396(9) 1 d PRDU B 1
H37 H 0.7114 0.3356 0.2253 0.163 Uiso 0.396(9) 1 calc PR B 1
C38 C 0.6999(3) 0.39184(13) 0.24499(16) 0.124(3) Uani 0.396(9) 1 d PRDU B 1
H38 H 0.6776 0.3987 0.2312 0.149 Uiso 0.396(9) 1 calc PR B 1
C39 C 0.76603(12) 0.30104(9) 0.25086(9) 0.162(4) Uani 0.396(9) 1 d PDU B 1
H39A H 0.7922 0.3031 0.2393 0.243 Uiso 0.396(9) 1 calc PR B 1
H39B H 0.7452 0.2896 0.2363 0.243 Uiso 0.396(9) 1 calc PR B 1
H39C H 0.7692 0.2831 0.2698 0.243 Uiso 0.396(9) 1 calc PR B 1
C33A C 0.71124(13) 0.42008(10) 0.26609(10) 0.0424(17) Uani 0.604(9) 1 d PRDU B
2
C34A C 0.74144(14) 0.40514(10) 0.28660(11) 0.0565(18) Uani 0.604(9) 1 d PRDU B
2
H34A H 0.7514 0.4217 0.3039 0.068 Uiso 0.604(9) 1 calc PR B 2
C35A C 0.75728(14) 0.36589(10) 0.28200(11) 0.0757(19) Uani 0.604(9) 1 d PRDU B
2
H35A H 0.7773 0.3553 0.2965 0.091 Uiso 0.604(9) 1 calc PR B 2
C36A C 0.74351(12) 0.34224(10) 0.25600(10) 0.0846(19) Uani 0.604(9) 1 d PRDU B
2
C37A C 0.71345(13) 0.35741(10) 0.23567(10) 0.082(2) Uani 0.604(9) 1 d PRDU B 2
H37A H 0.7037 0.3412 0.2181 0.098 Uiso 0.604(9) 1 calc PR B 2
C38A C 0.69735(13) 0.39634(10) 0.24081(10) 0.066(2) Uani 0.604(9) 1 d PRDU B 2
H38A H 0.6766 0.4066 0.2268 0.079 Uiso 0.604(9) 1 calc PR B 2
C39A C 0.7677(3) 0.3019(2) 0.2512(3) 0.128(3) Uani 0.604(9) 1 d PDU B 2
H39D H 0.7485 0.2795 0.2466 0.192 Uiso 0.604(9) 1 calc PR B 2
H39E H 0.7831 0.2956 0.2710 0.192 Uiso 0.604(9) 1 calc PR B 2
H39F H 0.7867 0.3049 0.2329 0.192 Uiso 0.604(9) 1 calc PR B 2
C40 C 0.74190(14) 0.48939(13) 0.23008(12) 0.0541(15) Uani 1 1 d . . .
C41 C 0.73737(16) 0.48963(16) 0.19619(13) 0.0652(16) Uani 1 1 d . B .
H41A H 0.7112 0.4943 0.1868 0.078 Uiso 1 1 calc R . .
C42 C 0.77119(16) 0.48310(16) 0.17648(14) 0.0698(17) Uani 1 1 d . . .
H42A H 0.7674 0.4829 0.1536 0.084 Uiso 1 1 calc R B .
C43 C 0.81064(16) 0.47677(15) 0.18871(13) 0.0631(16) Uani 1 1 d . B .
C44 C 0.81495(15) 0.47772(15) 0.22256(14) 0.0636(16) Uani 1 1 d . . .
H44A H 0.8414 0.4741 0.2319 0.076 Uiso 1 1 calc R B .
C45 C 0.78157(15) 0.48380(14) 0.24272(13) 0.0613(16) Uani 1 1 d . B .
H45A H 0.7855 0.4842 0.2656 0.074 Uiso 1 1 calc R . .
C46 C 0.84686(16) 0.46892(18) 0.16743(14) 0.0786(19) Uani 1 1 d . . .
H46A H 0.8375 0.4608 0.1458 0.118 Uiso 1 1 calc R B .
H46B H 0.8635 0.4469 0.1768 0.118 Uiso 1 1 calc R . .
H46C H 0.8634 0.4939 0.1658 0.118 Uiso 1 1 calc R . .
C47 C 0.72773(12) 0.63812(12) 0.07634(10) 0.0365(12) Uani 1 1 d . . .
C48 C 0.75015(13) 0.62922(13) 0.04872(11) 0.0464(13) Uani 1 1 d . . .
H48A H 0.7719 0.6469 0.0426 0.056 Uiso 1 1 calc R . .
C49 C 0.74158(13) 0.59484(13) 0.02962(12) 0.0463(13) Uani 1 1 d . . .
H49A H 0.7578 0.5892 0.0110 0.056 Uiso 1 1 calc R . .
C50 C 0.70982(12) 0.56928(12) 0.03781(11) 0.0424(13) Uani 1 1 d . . .
C51 C 0.68795(13) 0.57698(13) 0.06568(12) 0.0502(14) Uani 1 1 d . . .
H51A H 0.6664 0.5590 0.0718 0.060 Uiso 1 1 calc R . .
C52 C 0.69699(13) 0.61095(13) 0.08515(12) 0.0475(13) Uani 1 1 d . . .
H52A H 0.6819 0.6154 0.1046 0.057 Uiso 1 1 calc R . .
C53 C 0.69712(13) 0.53409(12) 0.01643(11) 0.0447(13) Uani 1 1 d . . .
C54 C 0.72147(13) 0.49890(13) 0.01303(11) 0.0472(13) Uani 1 1 d . . .
C55 C 0.70647(13) 0.46586(13) -0.00599(11) 0.0471(13) Uani 1 1 d . . .
C56 C 0.66799(13) 0.46903(13) -0.02146(11) 0.0468(13) Uani 1 1 d . . .
C57 C 0.64438(13) 0.50432(13) -0.01788(11) 0.0473(13) Uani 1 1 d . . .
C58 C 0.65894(13) 0.53701(13) 0.00108(12) 0.0478(14) Uani 1 1 d . . .
C59 C 0.63323(14) 0.57491(14) 0.00571(13) 0.0566(15) Uani 1 1 d . . .
C60 C 0.59658(15) 0.57277(15) 0.02240(13) 0.0637(16) Uani 1 1 d . . .
H60A H 0.5870 0.5471 0.0302 0.076 Uiso 1 1 calc R . .
C61 C 0.57378(17) 0.60806(16) 0.02778(17) 0.090(2) Uani 1 1 d . . .
H61A H 0.5489 0.6068 0.0397 0.108 Uiso 1 1 calc R . .
C62 C 0.58763(17) 0.64510(15) 0.01555(18) 0.093(2) Uani 1 1 d . . .
H62A H 0.5717 0.6692 0.0186 0.112 Uiso 1 1 calc R . .
C63 C 0.62364(16) 0.64740(16) -0.00074(16) 0.081(2) Uani 1 1 d . . .
H63A H 0.6332 0.6732 -0.0084 0.098 Uiso 1 1 calc R . .
C64 C 0.64646(15) 0.61277(14) -0.00625(13) 0.0601(16) Uani 1 1 d . . .
H64A H 0.6713 0.6145 -0.0182 0.072 Uiso 1 1 calc R . .
C65 C 0.60203(14) 0.50688(13) -0.03194(12) 0.0519(14) Uani 1 1 d . . .
C66 C 0.57211(14) 0.47916(14) -0.02231(12) 0.0534(14) Uani 1 1 d . . .
H66A H 0.5794 0.4567 -0.0088 0.064 Uiso 1 1 calc R . .
C67 C 0.53140(15) 0.48401(15) -0.03222(13) 0.0618(16) Uani 1 1 d . . .
H67A H 0.5113 0.4651 -0.0249 0.074 Uiso 1 1 calc R . .
C68 C 0.51981(15) 0.51570(16) -0.05243(13) 0.0659(16) Uani 1 1 d . . .
C69 C 0.55035(16) 0.54267(16) -0.06293(13) 0.0681(17) Uani 1 1 d . . .
H69A H 0.5435 0.5645 -0.0772 0.082 Uiso 1 1 calc R . .
C70 C 0.59029(16) 0.53796(15) -0.05281(13) 0.0657(17) Uani 1 1 d . . .
H70A H 0.6105 0.5567 -0.0604 0.079 Uiso 1 1 calc R . .
C71 C 0.47552(16) 0.5202(2) -0.06224(16) 0.092(2) Uani 1 1 d . . .
H71A H 0.4645 0.4933 -0.0683 0.138 Uiso 1 1 calc R . .
H71B H 0.4735 0.5389 -0.0808 0.138 Uiso 1 1 calc R . .
H71C H 0.4597 0.5313 -0.0440 0.138 Uiso 1 1 calc R . .
C72 C 0.65324(13) 0.43368(13) -0.04110(11) 0.0468(13) Uani 1 1 d . . .
C73 C 0.64335(13) 0.39657(13) -0.02606(12) 0.0488(14) Uani 1 1 d . . .
H73A H 0.6459 0.3942 -0.0032 0.059 Uiso 1 1 calc R . .
C74 C 0.63004(14) 0.36347(14) -0.04384(13) 0.0569(15) Uani 1 1 d . . .
H74A H 0.6230 0.3386 -0.0332 0.068 Uiso 1 1 calc R . .
C75 C 0.62682(14) 0.36660(14) -0.07776(13) 0.0595(15) Uani 1 1 d . . .
C76 C 0.63534(15) 0.40306(15) -0.09236(13) 0.0626(16) Uani 1 1 d . . .
H76A H 0.6325 0.4057 -0.1152 0.075 Uiso 1 1 calc R . .
C77 C 0.64803(14) 0.43619(14) -0.07420(12) 0.0557(15) Uani 1 1 d . . .
H77A H 0.6533 0.4615 -0.0848 0.067 Uiso 1 1 calc R . .
C78 C 0.61390(17) 0.32870(16) -0.09753(15) 0.0831(19) Uani 1 1 d . . .
H78A H 0.6045 0.3373 -0.1191 0.125 Uiso 1 1 calc R . .
H78B H 0.5916 0.3145 -0.0863 0.125 Uiso 1 1 calc R . .
H78C H 0.6374 0.3101 -0.0998 0.125 Uiso 1 1 calc R . .
C79 C 0.73017(13) 0.42730(13) -0.00891(13) 0.0518(14) Uani 1 1 d . . .
C80 C 0.73758(13) 0.40335(13) 0.01822(14) 0.0537(15) Uani 1 1 d . . .
H80A H 0.7276 0.4119 0.0388 0.064 Uiso 1 1 calc R . .
C81 C 0.75952(14) 0.36675(15) 0.01557(15) 0.0697(17) Uani 1 1 d . . .
H81A H 0.7646 0.3504 0.0342 0.084 Uiso 1 1 calc R . .
C82 C 0.77410(14) 0.35424(15) -0.01536(16) 0.0725(18) Uani 1 1 d . . .
C83 C 0.76628(16) 0.37829(16) -0.04212(15) 0.0704(17) Uani 1 1 d . . .
H83A H 0.7757 0.3697 -0.0629 0.084 Uiso 1 1 calc R . .
C84 C 0.74541(14) 0.41406(14) -0.03929(14) 0.0611(16) Uani 1 1 d . . .
H84A H 0.7410 0.4305 -0.0580 0.073 Uiso 1 1 calc R . .
C85 C 0.79803(18) 0.31362(16) -0.01680(19) 0.103(2) Uani 1 1 d . . .
H85A H 0.7801 0.2919 -0.0250 0.154 Uiso 1 1 calc R . .
H85B H 0.8076 0.3064 0.0050 0.154 Uiso 1 1 calc R . .
H85C H 0.8216 0.3167 -0.0313 0.154 Uiso 1 1 calc R . .
C86 C 0.76229(13) 0.49540(12) 0.02979(12) 0.0448(13) Uani 1 1 d . . .
C87 C 0.76666(13) 0.50182(13) 0.06255(12) 0.0481(14) Uani 1 1 d . . .
H87A H 0.7434 0.5094 0.0750 0.058 Uiso 1 1 calc R . .
C88 C 0.80385(14) 0.49755(13) 0.07771(12) 0.0525(14) Uani 1 1 d . . .
H88A H 0.8057 0.5023 0.1004 0.063 Uiso 1 1 calc R . .
C89 C 0.83901(14) 0.48633(13) 0.06057(13) 0.0532(14) Uani 1 1 d . . .
C90 C 0.83480(14) 0.47969(13) 0.02775(13) 0.0556(15) Uani 1 1 d . . .
H90A H 0.8581 0.4718 0.0154 0.067 Uiso 1 1 calc R . .
C91 C 0.79704(13) 0.48431(13) 0.01225(12) 0.0476(13) Uani 1 1 d . . .
H91A H 0.7950 0.4799 -0.0105 0.057 Uiso 1 1 calc R . .
C92 C 0.87982(14) 0.48097(15) 0.07774(13) 0.0642(16) Uani 1 1 d . . .
H92A H 0.9011 0.4745 0.0617 0.096 Uiso 1 1 calc R . .
H92B H 0.8777 0.4585 0.0935 0.096 Uiso 1 1 calc R . .
H92C H 0.8870 0.5064 0.0891 0.096 Uiso 1 1 calc R . .
C93 C 0.36008(13) 0.21811(13) 0.31908(10) 0.0404(12) Uani 1 1 d . . .
C94 C 0.38315(14) 0.24741(14) 0.30309(11) 0.0526(14) Uani 1 1 d . . .
H94A H 0.3745 0.2752 0.3035 0.063 Uiso 1 1 calc R . .
C95 C 0.41896(14) 0.23682(15) 0.28635(12) 0.0584(15) Uani 1 1 d . . .
H95A H 0.4338 0.2573 0.2749 0.070 Uiso 1 1 calc R . .
C96 C 0.43286(14) 0.19712(14) 0.28636(12) 0.0523(14) Uani 1 1 d . . .
C97 C 0.41015(14) 0.16737(14) 0.30171(12) 0.0536(14) Uani 1 1 d . . .
H97A H 0.4192 0.1397 0.3012 0.064 Uiso 1 1 calc R . .
C98 C 0.37441(14) 0.17720(14) 0.31791(11) 0.0498(14) Uani 1 1 d . . .
H98A H 0.3592 0.1562 0.3284 0.060 Uiso 1 1 calc R . .
C99 C 0.47349(14) 0.18645(15) 0.27083(12) 0.0556(15) Uani 1 1 d . . .
C100 C 0.50928(14) 0.20452(14) 0.28301(12) 0.0547(15) Uani 1 1 d . . .
C101 C 0.54715(14) 0.19581(15) 0.26798(12) 0.0551(15) Uani 1 1 d . . .
C102 C 0.54900(15) 0.16825(15) 0.24223(12) 0.0580(15) Uani 1 1 d . . .
C103 C 0.51308(14) 0.14878(15) 0.23084(12) 0.0575(15) Uani 1 1 d . . .
C104 C 0.47523(14) 0.15887(15) 0.24494(13) 0.0591(15) Uani 1 1 d . . .
C105 C 0.43683(15) 0.13900(18) 0.23242(14) 0.0696(17) Uani 1 1 d . D .
C106 C 0.42977(18) 0.0975(2) 0.23504(16) 0.091(2) Uani 1 1 d . . .
H10B H 0.4508 0.0807 0.2439 0.110 Uiso 1 1 calc R . .
C107 C 0.39414(19) 0.0795(3) 0.22553(19) 0.118(3) Uani 1 1 d D D .
H10C H 0.3906 0.0508 0.2282 0.142 Uiso 1 1 calc R . .
C108 C 0.3647(2) 0.1013(3) 0.2128(2) 0.154(4) Uani 1 1 d D . .
H10D H 0.3399 0.0884 0.2063 0.185 Uiso 0.50 1 calc PR C 1
C38B C 0.3238(5) 0.0864(5) 0.2042(4) 0.132(6) Uiso 0.50 1 d P D 2
H38B H 0.3251 0.0718 0.1834 0.199 Uiso 0.50 1 calc PR D 2
H38C H 0.3049 0.1096 0.2023 0.199 Uiso 0.50 1 calc PR D 2
H38D H 0.3140 0.0676 0.2211 0.199 Uiso 0.50 1 calc PR D 2
C109 C 0.3696(2) 0.1450(3) 0.2086(2) 0.139(3) Uani 1 1 d . D .
H10A H 0.3485 0.1613 0.1993 0.167 Uiso 1 1 calc R . .
C110 C 0.40672(19) 0.1626(2) 0.21868(17) 0.104(2) Uani 1 1 d . . .
H11I H 0.4110 0.1912 0.2160 0.125 Uiso 1 1 calc R D .
C111 C 0.51680(14) 0.11849(15) 0.20478(13) 0.0585(15) Uani 1 1 d . . .
C112 C 0.49974(16) 0.12496(17) 0.17403(14) 0.0723(18) Uani 1 1 d . . .
H11B H 0.4850 0.1495 0.1696 0.087 Uiso 1 1 calc R . .
C113 C 0.50454(17) 0.09459(19) 0.14918(14) 0.0789(19) Uani 1 1 d . . .
H11H H 0.4926 0.0986 0.1284 0.095 Uiso 1 1 calc R . .
C114 C 0.52705(16) 0.05878(17) 0.15580(14) 0.0707(17) Uani 1 1 d . . .
C115 C 0.54291(16) 0.05304(17) 0.18563(13) 0.0698(17) Uani 1 1 d . . .
H11C H 0.5573 0.0284 0.1904 0.084 Uiso 1 1 calc R . .
C116 C 0.53856(15) 0.08216(17) 0.20918(14) 0.0677(17) Uani 1 1 d . . .
H11D H 0.5510 0.0774 0.2297 0.081 Uiso 1 1 calc R . .
C117 C 0.53103(18) 0.0271(2) 0.12872(15) 0.093(2) Uani 1 1 d . . .
H11E H 0.5561 0.0111 0.1319 0.139 Uiso 1 1 calc R . .
H11F H 0.5323 0.0412 0.1077 0.139 Uiso 1 1 calc R . .
H11G H 0.5072 0.0088 0.1291 0.139 Uiso 1 1 calc R . .
C118 C 0.58969(14) 0.15892(15) 0.22666(13) 0.0577(15) Uani 1 1 d . . .
C119 C 0.61854(14) 0.13603(15) 0.24284(13) 0.0600(15) Uani 1 1 d . . .
H11A H 0.6130 0.1264 0.2642 0.072 Uiso 1 1 calc R . .
C120 C 0.65606(16) 0.12677(16) 0.22815(13) 0.0657(16) Uani 1 1 d . . .
H12A H 0.6757 0.1109 0.2396 0.079 Uiso 1 1 calc R . .
C121 C 0.66482(14) 0.14042(16) 0.19720(14) 0.0658(17) Uani 1 1 d . . .
C122 C 0.63551(15) 0.16280(17) 0.18088(13) 0.0688(17) Uani 1 1 d . . .
H12F H 0.6409 0.1719 0.1594 0.083 Uiso 1 1 calc R . .
C123 C 0.59810(15) 0.17231(16) 0.19548(13) 0.0645(16) Uani 1 1 d . . .
H12C H 0.5783 0.1880 0.1840 0.077 Uiso 1 1 calc R . .
C124 C 0.70607(15) 0.1311(2) 0.18093(15) 0.085(2) Uani 1 1 d . . .
H12G H 0.7214 0.1566 0.1779 0.128 Uiso 1 1 calc R . .
H12H H 0.7013 0.1181 0.1598 0.128 Uiso 1 1 calc R . .
H12I H 0.7219 0.1124 0.1947 0.128 Uiso 1 1 calc R . .
C125 C 0.58549(14) 0.21636(14) 0.28034(13) 0.0568(15) Uani 1 1 d . . .
C126 C 0.60504(14) 0.24596(14) 0.26186(13) 0.0581(15) Uani 1 1 d . . .
H12B H 0.5951 0.2527 0.2408 0.070 Uiso 1 1 calc R . .
C127 C 0.63953(17) 0.26572(16) 0.27446(14) 0.0724(18) Uani 1 1 d . . .
H12D H 0.6526 0.2863 0.2618 0.087 Uiso 1 1 calc R . .
C128 C 0.65551(15) 0.25644(16) 0.30486(13) 0.0637(16) Uani 1 1 d . . .
C129 C 0.63585(17) 0.22594(16) 0.32260(14) 0.0727(18) Uani 1 1 d . . .
H12E H 0.6465 0.2184 0.3432 0.087 Uiso 1 1 calc R . .
C130 C 0.60131(15) 0.20644(16) 0.31098(13) 0.0635(16) Uani 1 1 d . . .
H13D H 0.5882 0.1862 0.3238 0.076 Uiso 1 1 calc R . .
C131 C 0.69202(18) 0.27869(19) 0.31791(16) 0.090(2) Uani 1 1 d . . .
H13I H 0.6849 0.3075 0.3217 0.135 Uiso 1 1 calc R . .
H13J H 0.7145 0.2771 0.3022 0.135 Uiso 1 1 calc R . .
H13K H 0.7006 0.2661 0.3384 0.135 Uiso 1 1 calc R . .
C132 C 0.50722(14) 0.23000(16) 0.31256(13) 0.0619(16) Uani 1 1 d . F .
C133 C 0.51996(15) 0.27087(18) 0.31287(14) 0.0732(18) Uani 1 1 d . . .
H13E H 0.5303 0.2831 0.2936 0.088 Uiso 1 1 calc R . .
C134 C 0.51749(18) 0.2939(2) 0.34143(16) 0.090(2) Uani 1 1 d . F .
H13F H 0.5264 0.3217 0.3416 0.108 Uiso 1 1 calc R . .
C135 C 0.50184(18) 0.2761(2) 0.36960(15) 0.092(2) Uani 1 1 d D . .
H13L H 0.4993 0.2919 0.3889 0.111 Uiso 0.50 1 calc PR E 2
C136 C 0.49018(17) 0.2358(2) 0.36944(16) 0.086(2) Uani 1 1 d . F .
H13G H 0.4802 0.2234 0.3888 0.104 Uiso 1 1 calc R . .
C137 C 0.49280(15) 0.21308(19) 0.34131(13) 0.0688(17) Uani 1 1 d . . .
H13H H 0.4845 0.1851 0.3416 0.083 Uiso 1 1 calc R F .
C138 C 0.4982(4) 0.2997(4) 0.3990(3) 0.107(5) Uani 0.50 1 d PD F 1
H13A H 0.5218 0.2940 0.4131 0.161 Uiso 0.50 1 calc PR F 1
H13B H 0.4729 0.2921 0.4103 0.161 Uiso 0.50 1 calc PR F 1
H13C H 0.4976 0.3289 0.3936 0.161 Uiso 0.50 1 calc PR F 1
C139 C 0.35938(12) 0.21614(12) 0.44315(10) 0.0374(12) Uani 1 1 d . . .
C140 C 0.39885(14) 0.22146(16) 0.43130(12) 0.0566(15) Uani 1 1 d . . .
H14B H 0.4023 0.2281 0.4090 0.068 Uiso 1 1 calc R . .
C141 C 0.43334(14) 0.21758(15) 0.45044(11) 0.0556(15) Uani 1 1 d . . .
H14C H 0.4597 0.2218 0.4412 0.067 Uiso 1 1 calc R . .
C142 C 0.42968(12) 0.20767(13) 0.48284(11) 0.0421(13) Uani 1 1 d . . .
C143 C 0.39110(14) 0.19883(15) 0.49494(12) 0.0587(15) Uani 1 1 d . . .
H14E H 0.3881 0.1899 0.5168 0.070 Uiso 1 1 calc R . .
C144 C 0.35689(14) 0.20302(16) 0.47538(12) 0.0602(16) Uani 1 1 d . . .
H14D H 0.3307 0.1968 0.4842 0.072 Uiso 1 1 calc R . .
C145 C 0.46647(13) 0.21118(13) 0.50490(11) 0.0436(13) Uani 1 1 d . . .
C146 C 0.48738(12) 0.17700(13) 0.51677(10) 0.0408(12) Uani 1 1 d . . .
C147 C 0.52174(13) 0.18248(14) 0.53685(11) 0.0477(13) Uani 1 1 d . . .
C148 C 0.53539(12) 0.22223(13) 0.54477(11) 0.0428(13) Uani 1 1 d . . .
C149 C 0.51504(13) 0.25672(13) 0.53228(11) 0.0463(13) Uani 1 1 d . . .
C150 C 0.47982(13) 0.25079(13) 0.51277(11) 0.0478(13) Uani 1 1 d . . .
C151 C 0.45633(14) 0.28786(14) 0.50126(12) 0.0542(15) Uani 1 1 d . . .
C152 C 0.41836(16) 0.29677(16) 0.51539(13) 0.0666(17) Uani 1 1 d . . .
H15D H 0.4081 0.2796 0.5321 0.080 Uiso 1 1 calc R . .
C153 C 0.39579(17) 0.32973(16) 0.50556(15) 0.0776(19) Uani 1 1 d . . .
H15F H 0.3700 0.3351 0.5154 0.093 Uiso 1 1 calc R . .
C154 C 0.41016(16) 0.35496(16) 0.48173(15) 0.0752(18) Uani 1 1 d . . .
H15H H 0.3947 0.3782 0.4753 0.090 Uiso 1 1 calc R . .
C155 C 0.44735(17) 0.34658(16) 0.46698(15) 0.0790(19) Uani 1 1 d . . .
H15E H 0.4572 0.3637 0.4500 0.095 Uiso 1 1 calc R . .
C156 C 0.47013(15) 0.31311(15) 0.47707(13) 0.0663(17) Uani 1 1 d . . .
H15G H 0.4958 0.3076 0.4670 0.080 Uiso 1 1 calc R . .
C157 C 0.52997(14) 0.29879(14) 0.53901(12) 0.0521(14) Uani 1 1 d . . .
C158 C 0.56691(15) 0.31203(15) 0.52625(13) 0.0604(15) Uani 1 1 d . . .
H15C H 0.5827 0.2938 0.5133 0.072 Uiso 1 1 calc R . .
C159 C 0.58135(17) 0.35100(16) 0.53195(14) 0.0730(18) Uani 1 1 d . . .
H15B H 0.6070 0.3591 0.5230 0.088 Uiso 1 1 calc R . .
C160 C 0.55964(17) 0.37827(15) 0.55018(14) 0.0715(18) Uani 1 1 d . . .
C161 C 0.52287(18) 0.36522(17) 0.56344(15) 0.082(2) Uani 1 1 d . . .
H16I H 0.5074 0.3834 0.5767 0.098 Uiso 1 1 calc R . .
C162 C 0.50833(16) 0.32585(15) 0.55755(14) 0.0691(17) Uani 1 1 d . . .
H16H H 0.4828 0.3176 0.5666 0.083 Uiso 1 1 calc R . .
C163 C 0.5755(2) 0.42201(17) 0.55624(19) 0.108(3) Uani 1 1 d . . .
H16E H 0.6055 0.4222 0.5551 0.162 Uiso 1 1 calc R . .
H16F H 0.5668 0.4312 0.5778 0.162 Uiso 1 1 calc R . .
H16G H 0.5644 0.4405 0.5397 0.162 Uiso 1 1 calc R . .
C164 C 0.57136(13) 0.22927(13) 0.56607(12) 0.0481(14) Uani 1 1 d . . .
C165 C 0.61112(15) 0.21863(15) 0.55603(13) 0.0649(16) Uani 1 1 d . . .
H16B H 0.6151 0.2040 0.5363 0.078 Uiso 1 1 calc R . .
C166 C 0.64483(16) 0.22967(17) 0.57515(15) 0.0761(19) Uani 1 1 d . . .
H16J H 0.6717 0.2232 0.5679 0.091 Uiso 1 1 calc R . .
C167 C 0.63971(16) 0.24987(16) 0.60450(14) 0.0676(17) Uani 1 1 d . . .
C168 C 0.60052(16) 0.25917(15) 0.61437(13) 0.0642(16) Uani 1 1 d . . .
H16C H 0.5964 0.2728 0.6345 0.077 Uiso 1 1 calc R . .
C169 C 0.56735(15) 0.24897(14) 0.59555(12) 0.0552(15) Uani 1 1 d . . .
H16D H 0.5407 0.2557 0.6031 0.066 Uiso 1 1 calc R . .
C170 C 0.67685(19) 0.2622(2) 0.62470(17) 0.106(2) Uani 1 1 d . . .
H17J H 0.6775 0.2921 0.6270 0.158 Uiso 1 1 calc R . .
H17K H 0.7019 0.2529 0.6139 0.158 Uiso 1 1 calc R . .
H17L H 0.6750 0.2495 0.6462 0.158 Uiso 1 1 calc R . .
C171 C 0.54269(13) 0.14541(13) 0.55094(11) 0.0437(13) Uani 1 1 d . . .
C172 C 0.53451(15) 0.13344(15) 0.58235(12) 0.0595(15) Uani 1 1 d . . .
H17B H 0.5162 0.1492 0.5953 0.071 Uiso 1 1 calc R . .
C173 C 0.55285(15) 0.09825(15) 0.59546(14) 0.0633(16) Uani 1 1 d . . .
H17F H 0.5467 0.0904 0.6171 0.076 Uiso 1 1 calc R . .
C174 C 0.57936(15) 0.07509(14) 0.57755(12) 0.0550(15) Uani 1 1 d . . .
C175 C 0.58766(15) 0.08687(15) 0.54620(13) 0.0627(16) Uani 1 1 d . . .
H17D H 0.6063 0.0712 0.5336 0.075 Uiso 1 1 calc R . .
C176 C 0.56919(14) 0.12142(14) 0.53260(12) 0.0553(15) Uani 1 1 d . . .
H17E H 0.5748 0.1286 0.5107 0.066 Uiso 1 1 calc R . .
C177 C 0.59924(18) 0.03722(16) 0.59233(16) 0.085(2) Uani 1 1 d . . .
H17G H 0.6097 0.0439 0.6140 0.127 Uiso 1 1 calc R . .
H17H H 0.6219 0.0282 0.5785 0.127 Uiso 1 1 calc R . .
H17I H 0.5789 0.0152 0.5940 0.127 Uiso 1 1 calc R . .
C178 C 0.47363(13) 0.13454(14) 0.50878(11) 0.0450(13) Uani 1 1 d . . .
C179 C 0.45685(15) 0.10864(15) 0.53231(13) 0.0640(16) Uani 1 1 d . . .
H17C H 0.4522 0.1189 0.5536 0.077 Uiso 1 1 calc R . .
C180 C 0.44684(16) 0.06848(15) 0.52527(13) 0.0659(16) Uani 1 1 d . . .
H18D H 0.4352 0.0518 0.5418 0.079 Uiso 1 1 calc R . .
C181 C 0.45313(15) 0.05207(15) 0.49529(15) 0.0649(17) Uani 1 1 d . . .
C182 C 0.46895(14) 0.07705(16) 0.47136(14) 0.0660(17) Uani 1 1 d . . .
H18C H 0.4731 0.0664 0.4501 0.079 Uiso 1 1 calc R . .
C183 C 0.47900(14) 0.11795(15) 0.47807(13) 0.0595(16) Uani 1 1 d . . .
H18B H 0.4897 0.1347 0.4612 0.071 Uiso 1 1 calc R . .
C184 C 0.44321(18) 0.00745(15) 0.48788(17) 0.088(2) Uani 1 1 d . . .
H18E H 0.4602 -0.0104 0.5015 0.132 Uiso 1 1 calc R . .
H18F H 0.4488 0.0018 0.4649 0.132 Uiso 1 1 calc R . .
H18G H 0.4142 0.0022 0.4925 0.132 Uiso 1 1 calc R . .
C185 C 0.7366(3) 0.2553(4) 0.1523(2) 0.118(7) Uani 0.50 1 d PD G -1
H18H H 0.7499 0.2639 0.1716 0.142 Uiso 0.50 1 calc PR G -1
C186 C 0.6937(3) 0.2526(3) 0.1505(2) 0.081(3) Uani 0.50 1 d PDU G -1
C187 C 0.6776(3) 0.2392(3) 0.1222(2) 0.086(2) Uani 0.50 1 d PDU G -1
H18J H 0.6486 0.2380 0.1204 0.103 Uiso 0.50 1 calc PR G -1
C188 C 0.6991(3) 0.2278(3) 0.0971(2) 0.101(2) Uani 0.50 1 d PDU G -1
H18K H 0.6858 0.2172 0.0784 0.121 Uiso 0.50 1 calc PR G -1
C189 C 0.7404(3) 0.2312(4) 0.0979(2) 0.114(3) Uani 0.50 1 d PDU G -1
H18I H 0.7566 0.2239 0.0796 0.137 Uiso 0.50 1 calc PR G -1
C190 C 0.7581(4) 0.2451(6) 0.1255(2) 0.127(4) Uani 0.50 1 d PDU G -1
H19A H 0.7871 0.2479 0.1261 0.153 Uiso 0.50 1 calc PR G -1
C191 C 0.6676(5) 0.2636(4) 0.1807(3) 0.113(4) Uani 0.50 1 d PU G -1
H19B H 0.6385 0.2622 0.1751 0.170 Uiso 0.50 1 calc PR G -1
H19C H 0.6744 0.2914 0.1879 0.170 Uiso 0.50 1 calc PR G -1
H19D H 0.6735 0.2441 0.1982 0.170 Uiso 0.50 1 calc PR G -1
C192 C 0.5982(2) 0.0981(2) 0.34957(19) 0.0598(17) Uani 0.50 1 d PDU . .
C193 C 0.6089(3) 0.0635(2) 0.3315(2) 0.0693(19) Uani 0.50 1 d PDU . .
H19E H 0.6353 0.0513 0.3335 0.083 Uiso 0.50 1 calc PR . .
C194 C 0.5791(2) 0.0470(2) 0.3101(2) 0.0654(18) Uani 0.50 1 d PDU . .
C195 C 0.5436(2) 0.0659(2) 0.3066(2) 0.0585(18) Uani 0.50 1 d PDU . .
H19G H 0.5252 0.0556 0.2907 0.070 Uiso 0.50 1 calc PR . .
C196 C 0.5317(3) 0.0989(3) 0.3238(2) 0.0680(19) Uani 0.50 1 d PDU . .
H19H H 0.5055 0.1113 0.3218 0.082 Uiso 0.50 1 calc PR . .
C197 C 0.5609(2) 0.1119(3) 0.3438(2) 0.0608(19) Uani 0.50 1 d PDU . .
H19I H 0.5535 0.1354 0.3563 0.073 Uiso 0.50 1 calc PR . .
C198 C 0.5897(4) 0.0108(3) 0.2914(3) 0.090(2) Uani 0.50 1 d PDU . .
H19J H 0.5738 -0.0127 0.2992 0.135 Uiso 0.50 1 calc PR . .
H19K H 0.6190 0.0050 0.2939 0.135 Uiso 0.50 1 calc PR . .
H19L H 0.5836 0.0157 0.2684 0.135 Uiso 0.50 1 calc PR . .
C199 C 0.6281(2) 0.1194(3) 0.3720(2) 0.056(2) Uani 0.50 1 d PDU . .
H19M H 0.6499 0.1323 0.3592 0.085 Uiso 0.50 1 calc PR . .
H19N H 0.6402 0.0993 0.3869 0.085 Uiso 0.50 1 calc PR . .
H19O H 0.6136 0.1405 0.3846 0.085 Uiso 0.50 1 calc PR . .
C200 C 0.2198(3) 0.5439(3) 0.16084(19) 0.0763(16) Uani 0.50 1 d PDU . .
C201 C 0.1880(3) 0.5584(3) 0.18183(18) 0.0711(15) Uani 0.50 1 d PDU . .
H20B H 0.1707 0.5804 0.1753 0.085 Uiso 0.50 1 calc PR . .
C202 C 0.1830(2) 0.5401(2) 0.21135(18) 0.0632(15) Uani 0.50 1 d PDU . .
C203 C 0.2077(3) 0.5100(3) 0.2197(2) 0.0809(17) Uani 0.50 1 d PDU . .
H20C H 0.2029 0.4968 0.2399 0.097 Uiso 0.50 1 calc PR . .
C204 C 0.2394(3) 0.4967(3) 0.2013(2) 0.0833(18) Uani 0.50 1 d PDU . .
H20D H 0.2579 0.4762 0.2086 0.100 Uiso 0.50 1 calc PR . .
C205 C 0.2429(3) 0.5141(2) 0.1722(2) 0.0669(16) Uani 0.50 1 d PDU . .
H20E H 0.2640 0.5041 0.1584 0.080 Uiso 0.50 1 calc PR . .
C206 C 0.1489(3) 0.5560(3) 0.2321(2) 0.076(2) Uani 0.50 1 d PDU . .
H20F H 0.1265 0.5359 0.2326 0.113 Uiso 0.50 1 calc PR . .
H20G H 0.1387 0.5818 0.2230 0.113 Uiso 0.50 1 calc PR . .
H20H H 0.1590 0.5607 0.2542 0.113 Uiso 0.50 1 calc PR . .
C207 C 0.2264(5) 0.5648(4) 0.1294(2) 0.119(3) Uani 0.50 1 d PDU . .
H20I H 0.2433 0.5474 0.1153 0.179 Uiso 0.50 1 calc PR . .
H20J H 0.2404 0.5910 0.1331 0.179 Uiso 0.50 1 calc PR . .
H20K H 0.1999 0.5698 0.1190 0.179 Uiso 0.50 1 calc PR . .
C208 C 0.0514(2) 0.19479(18) 0.63626(16) 0.0390(14) Uani 0.50 1 d PDU . .
C209 C 0.0659(2) 0.22407(17) 0.61366(17) 0.0337(13) Uani 0.50 1 d PDU . .
H20L H 0.0821 0.2154 0.5958 0.040 Uiso 0.50 1 calc PR . .
C210 C 0.05663(19) 0.26523(17) 0.61735(14) 0.0192(12) Uani 0.50 1 d PDU . .
C211 C 0.03412(19) 0.27621(19) 0.64288(14) 0.0218(13) Uani 0.50 1 d PDU . .
H21B H 0.0272 0.3043 0.6455 0.026 Uiso 0.50 1 calc PR . .
C212 C 0.0207(2) 0.24860(18) 0.66538(16) 0.0254(13) Uani 0.50 1 d PDU . .
H21C H 0.0055 0.2576 0.6837 0.030 Uiso 0.50 1 calc PR . .
C213 C 0.0291(2) 0.20885(19) 0.66140(17) 0.0353(13) Uani 0.50 1 d PDU . .
H21D H 0.0189 0.1898 0.6769 0.042 Uiso 0.50 1 calc PR . .
C214 C 0.0712(2) 0.2954(2) 0.59255(16) 0.0266(13) Uani 0.50 1 d PDU . .
H21E H 0.0534 0.2942 0.5734 0.040 Uiso 0.50 1 calc PR . .
H21F H 0.0994 0.2887 0.5862 0.040 Uiso 0.50 1 calc PR . .
H21G H 0.0705 0.3231 0.6018 0.040 Uiso 0.50 1 calc PR . .
C215 C 0.0612(3) 0.1502(2) 0.6313(2) 0.0522(15) Uani 0.50 1 d PDU . .
H21H H 0.0815 0.1414 0.6474 0.078 Uiso 0.50 1 calc PR . .
H21I H 0.0722 0.1462 0.6094 0.078 Uiso 0.50 1 calc PR . .
H21J H 0.0361 0.1339 0.6338 0.078 Uiso 0.50 1 calc PR . .
C216 C 0.67054(19) 0.2019(2) 0.46617(17) 0.0402(12) Uani 0.50 1 d PDU . .
C217 C 0.62794(18) 0.1974(2) 0.46671(19) 0.0406(13) Uani 0.50 1 d PDU . .
H21K H 0.6161 0.1807 0.4831 0.049 Uiso 0.50 1 calc PR . .
C218 C 0.60218(18) 0.2160(2) 0.44448(16) 0.0343(13) Uani 0.50 1 d PDU . .
C219 C 0.6207(2) 0.2356(2) 0.4201(2) 0.0502(15) Uani 0.50 1 d PDU . .
H21L H 0.6044 0.2471 0.4033 0.060 Uiso 0.50 1 calc PR . .
C220 C 0.6626(2) 0.2397(3) 0.4183(2) 0.0546(15) Uani 0.50 1 d PDU . .
H22A H 0.6750 0.2541 0.4008 0.065 Uiso 0.50 1 calc PR . .
C221 C 0.6861(2) 0.2228(2) 0.44211(18) 0.0516(14) Uani 0.50 1 d PDU . .
H22B H 0.7150 0.2264 0.4412 0.062 Uiso 0.50 1 calc PR . .
C222 C 0.55743(19) 0.2091(3) 0.4450(2) 0.0443(19) Uani 0.50 1 d PDU . .
H22C H 0.5432 0.2349 0.4401 0.066 Uiso 0.50 1 calc PR . .
H22D H 0.5492 0.1994 0.4665 0.066 Uiso 0.50 1 calc PR . .
H22E H 0.5502 0.1886 0.4286 0.066 Uiso 0.50 1 calc PR . .
C223 C 0.6964(2) 0.1826(3) 0.49362(19) 0.0491(18) Uani 0.50 1 d PDU . .
H22F H 0.7155 0.1625 0.4843 0.074 Uiso 0.50 1 calc PR . .
H22G H 0.6782 0.1688 0.5091 0.074 Uiso 0.50 1 calc PR . .
H22H H 0.7119 0.2041 0.5048 0.074 Uiso 0.50 1 calc PR . .
C224 C 0.5884(3) 0.6535(2) 0.14424(17) 0.0395(14) Uani 0.50 1 d PDU . .
C225 C 0.5915(2) 0.61735(19) 0.12579(17) 0.0392(14) Uani 0.50 1 d PDU . .
H22I H 0.5977 0.6179 0.1033 0.047 Uiso 0.50 1 calc PR . .
C226 C 0.5850(2) 0.58078(19) 0.14219(16) 0.0366(14) Uani 0.50 1 d PDU . .
C227 C 0.5726(2) 0.5819(2) 0.17230(15) 0.0305(13) Uani 0.50 1 d PDU . .
H22J H 0.5663 0.5567 0.1828 0.037 Uiso 0.50 1 calc PR . .
C228 C 0.5682(2) 0.61661(19) 0.18909(18) 0.0396(14) Uani 0.50 1 d PDU . .
H22K H 0.5593 0.6156 0.2110 0.047 Uiso 0.50 1 calc PR . .
C229 C 0.5760(2) 0.6523(2) 0.17555(17) 0.0423(14) Uani 0.50 1 d PDU . .
H22L H 0.5731 0.6769 0.1877 0.051 Uiso 0.50 1 calc PR . .
C230 C 0.5920(3) 0.5416(2) 0.1254(2) 0.0629(16) Uani 0.50 1 d PDU . .
H23B H 0.5785 0.5195 0.1375 0.094 Uiso 0.50 1 calc PR . .
H23C H 0.6215 0.5362 0.1243 0.094 Uiso 0.50 1 calc PR . .
H23D H 0.5806 0.5431 0.1034 0.094 Uiso 0.50 1 calc PR . .
C231 C 0.5960(3) 0.6964(3) 0.1290(3) 0.076(3) Uani 0.50 1 d PU . .
H23E H 0.5735 0.7149 0.1350 0.114 Uiso 0.50 1 calc PR . .
H23F H 0.5972 0.6938 0.1053 0.114 Uiso 0.50 1 calc PR . .
H23G H 0.6219 0.7075 0.1371 0.114 Uiso 0.50 1 calc PR . .
C232 C 0.10510(15) 0.61960(15) 0.07013(14) 0.0791(15) Uani 1 1 d DU . .
C233 C 0.12642(17) 0.64350(16) 0.09271(14) 0.0848(15) Uani 1 1 d DU . .
H23H H 0.1544 0.6375 0.0972 0.102 Uiso 1 1 calc R . .
C234 C 0.10741(16) 0.67584(16) 0.10867(15) 0.0849(16) Uani 1 1 d DU . .
C235 C 0.06758(16) 0.68342(17) 0.10244(14) 0.0804(15) Uani 1 1 d DU . .
H23I H 0.0541 0.7050 0.1137 0.097 Uiso 1 1 calc R . .
C236 C 0.04625(16) 0.66079(16) 0.08043(14) 0.0797(16) Uani 1 1 d DU . .
H23J H 0.0183 0.6669 0.0761 0.096 Uiso 1 1 calc R . .
C237 C 0.06508(15) 0.62920(15) 0.06451(14) 0.0749(15) Uani 1 1 d DU . .
H23K H 0.0499 0.6136 0.0492 0.090 Uiso 1 1 calc R . .
C238 C 0.1308(2) 0.7013(2) 0.1322(2) 0.145(3) Uani 1 1 d DU . .
H23L H 0.1520 0.7169 0.1206 0.217 Uiso 1 1 calc R . .
H23M H 0.1438 0.6835 0.1484 0.217 Uiso 1 1 calc R . .
H23N H 0.1121 0.7204 0.1431 0.217 Uiso 1 1 calc R . .
C239 C 0.12662(19) 0.58516(17) 0.05257(16) 0.100(2) Uani 1 1 d DU . .
H23O H 0.1074 0.5718 0.0376 0.150 Uiso 1 1 calc R . .
H23P H 0.1366 0.5651 0.0684 0.150 Uiso 1 1 calc R . .
H23Q H 0.1498 0.5962 0.0403 0.150 Uiso 1 1 calc R . .
C240 C 0.0566(2) 0.1002(2) 0.33956(17) 0.050(2) Uani 0.50 1 d PDU . .
C241 C 0.0706(2) 0.1370(2) 0.35129(16) 0.0369(18) Uani 0.50 1 d PDU . .
H24B H 0.0631 0.1620 0.3410 0.044 Uiso 0.50 1 calc PR . .
C242 C 0.0967(2) 0.13703(19) 0.37933(16) 0.0369(17) Uani 0.50 1 d PDU . .
C243 C 0.1073(2) 0.10101(19) 0.39109(18) 0.0352(18) Uani 0.50 1 d PDU . .
H24C H 0.1253 0.1007 0.4093 0.042 Uiso 0.50 1 calc PR . .
C244 C 0.0947(2) 0.0643(2) 0.37935(18) 0.050(2) Uani 0.50 1 d PDU . .
H24D H 0.1039 0.0393 0.3886 0.060 Uiso 0.50 1 calc PR . .
C245 C 0.0682(2) 0.0649(2) 0.35336(18) 0.048(2) Uani 0.50 1 d PDU . .
H24E H 0.0578 0.0398 0.3451 0.058 Uiso 0.50 1 calc PR . .
C246 C 0.1110(2) 0.1758(2) 0.3906(2) 0.045(2) Uani 0.50 1 d PDU . .
H24F H 0.1389 0.1806 0.3826 0.068 Uiso 0.50 1 calc PR . .
H24G H 0.1111 0.1761 0.4144 0.068 Uiso 0.50 1 calc PR . .
H24H H 0.0928 0.1975 0.3826 0.068 Uiso 0.50 1 calc PR . .
C247 C 0.0266(3) 0.1029(3) 0.3106(2) 0.064(2) Uani 0.50 1 d PDU . .
H24I H 0.0323 0.0805 0.2954 0.096 Uiso 0.50 1 calc PR . .
H24J H 0.0302 0.1292 0.2995 0.096 Uiso 0.50 1 calc PR . .
H24K H -0.0016 0.1006 0.3185 0.096 Uiso 0.50 1 calc PR . .
C248 C 0.0701(3) 0.5356(2) 0.1651(2) 0.077(2) Uani 0.50 1 d PDU . .
C249 C 0.0493(2) 0.5175(3) 0.19070(18) 0.068(2) Uani 0.50 1 d PDU . .
H24L H 0.0485 0.4885 0.1926 0.082 Uiso 0.50 1 calc PR . .
C250 C 0.0294(3) 0.5419(2) 0.21369(19) 0.066(2) Uani 0.50 1 d PDU . .
C251 C 0.0309(3) 0.5819(2) 0.2112(2) 0.078(2) Uani 0.50 1 d PDU . .
H25D H 0.0195 0.5984 0.2280 0.093 Uiso 0.50 1 calc PR . .
C252 C 0.0487(3) 0.6001(3) 0.1850(2) 0.086(3) Uani 0.50 1 d PDU . .
H25E H 0.0479 0.6290 0.1820 0.103 Uiso 0.50 1 calc PR . .
C253 C 0.0676(3) 0.5749(2) 0.1631(2) 0.081(2) Uani 0.50 1 d PDU . .
H25F H 0.0800 0.5875 0.1448 0.098 Uiso 0.50 1 calc PR . .
C254 C 0.0116(4) 0.5192(4) 0.2401(2) 0.105(3) Uani 0.50 1 d PDU . .
H25G H 0.0318 0.5162 0.2575 0.157 Uiso 0.50 1 calc PR . .
H25H H 0.0032 0.4921 0.2324 0.157 Uiso 0.50 1 calc PR . .
H25I H -0.0124 0.5340 0.2483 0.157 Uiso 0.50 1 calc PR . .
C255 C 0.0922(3) 0.5057(3) 0.1426(3) 0.099(3) Uani 0.50 1 d PDU . .
H25J H 0.0852 0.5120 0.1200 0.148 Uiso 0.50 1 calc PR . .
H25K H 0.0838 0.4776 0.1477 0.148 Uiso 0.50 1 calc PR . .
H25L H 0.1219 0.5084 0.1456 0.148 Uiso 0.50 1 calc PR . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Si1 0.0333(7) 0.0335(7) 0.0512(8) -0.0012(6) 0.0016(6) -0.0016(5)
Si2 0.0325(6) 0.0337(7) 0.0498(8) 0.0026(6) 0.0004(6) 0.0002(5)
Si3 0.0351(6) 0.0348(7) 0.0384(7) 0.0003(6) -0.0001(6) -0.0001(5)
Si4 0.0335(6) 0.0331(6) 0.0403(7) -0.0003(6) 0.0014(6) 0.0006(5)
O1 0.0422(17) 0.0370(16) 0.063(2) -0.0071(15) -0.0015(15) 0.0009(14)
O2 0.0479(17) 0.0377(16) 0.059(2) -0.0050(15) 0.0035(15) -0.0079(14)
O3 0.0447(17) 0.0369(16) 0.060(2) -0.0001(15) 0.0034(15) -0.0006(14)
O4 0.0426(16) 0.0369(16) 0.0471(18) -0.0036(14) -0.0042(14) 0.0013(14)
O5 0.0395(16) 0.0397(16) 0.0418(18) 0.0003(14) -0.0032(14) 0.0022(13)
O6 0.0398(16) 0.0401(16) 0.0389(17) 0.0020(13) 0.0040(14) 0.0000(13)
C1 0.035(2) 0.037(2) 0.056(3) 0.001(2) 0.004(2) 0.001(2)
C2 0.050(3) 0.039(3) 0.066(3) 0.006(2) -0.005(3) 0.003(2)
C3 0.058(3) 0.048(3) 0.074(4) 0.012(3) -0.012(3) 0.006(2)
C4 0.049(3) 0.041(3) 0.067(3) 0.011(2) 0.006(3) 0.004(2)
C5 0.042(3) 0.058(3) 0.102(4) 0.025(3) 0.000(3) -0.005(3)
C6 0.052(3) 0.054(3) 0.069(3) 0.025(3) -0.003(3) -0.003(3)
C7 0.052(3) 0.050(3) 0.065(3) 0.012(3) 0.009(3) 0.004(2)
C8 0.049(3) 0.047(3) 0.070(3) 0.007(3) 0.009(3) -0.003(2)
C9 0.055(3) 0.045(3) 0.065(3) 0.014(3) 0.004(3) -0.004(2)
C10 0.052(3) 0.044(3) 0.069(3) 0.014(3) 0.007(3) -0.007(2)
C11 0.051(3) 0.057(3) 0.082(4) 0.016(3) 0.005(3) 0.003(3)
C12 0.072(3) 0.055(3) 0.095(4) 0.035(3) 0.024(3) 0.010(3)
C13 0.081(3) 0.076(3) 0.121(8) 0.028(6) 0.052(5) 0.024(4)
C14 0.086(4) 0.087(3) 0.152(9) 0.038(6) 0.038(5) 0.032(3)
C15 0.112(4) 0.094(4) 0.167(9) 0.039(6) 0.022(6) 0.043(3)
C16 0.125(4) 0.091(4) 0.158(9) 0.029(7) 0.039(5) 0.044(4)
C17 0.123(4) 0.080(3) 0.130(9) 0.018(6) 0.048(6) 0.036(4)
C18 0.104(5) 0.076(4) 0.118(8) 0.020(6) 0.049(6) 0.026(3)
C13A 0.066(3) 0.039(3) 0.056(5) 0.007(3) 0.007(3) 0.005(2)
C14A 0.065(3) 0.049(3) 0.069(5) 0.006(4) 0.012(3) 0.011(3)
C15A 0.102(4) 0.059(3) 0.077(6) 0.017(4) 0.016(4) 0.032(3)
C16A 0.135(4) 0.039(3) 0.091(6) 0.008(4) 0.026(4) 0.022(3)
C17A 0.128(4) 0.040(3) 0.091(6) -0.001(4) 0.008(4) -0.002(3)
C18A 0.090(4) 0.041(3) 0.078(5) 0.005(4) -0.008(4) -0.002(3)
C19 0.049(3) 0.062(3) 0.094(4) 0.033(3) 0.017(3) 0.009(3)
C20 0.069(4) 0.095(4) 0.081(4) 0.026(3) 0.003(3) 0.015(3)
C21 0.053(3) 0.122(5) 0.095(4) 0.030(4) 0.010(3) 0.011(3)
C22 0.071(4) 0.099(4) 0.086(4) 0.017(4) 0.014(3) 0.020(3)
C23 0.077(4) 0.073(4) 0.114(5) 0.024(4) 0.025(4) 0.017(3)
C24 0.071(4) 0.061(3) 0.111(5) 0.022(3) 0.025(4) 0.011(3)
C25 0.083(4) 0.129(6) 0.117(5) 0.016(4) 0.045(4) 0.014(4)
C26 0.054(3) 0.053(3) 0.062(3) 0.004(3) 0.003(3) 0.003(3)
C27 0.065(3) 0.066(3) 0.065(3) 0.002(3) -0.002(3) -0.022(3)
C28 0.070(3) 0.058(3) 0.077(4) -0.002(3) 0.007(3) -0.023(3)
C29 0.062(3) 0.051(3) 0.055(3) 0.006(3) 0.003(3) -0.010(3)
C30 0.065(3) 0.057(3) 0.068(4) 0.004(3) -0.006(3) -0.002(3)
C31 0.059(3) 0.049(3) 0.076(4) 0.010(3) -0.005(3) -0.013(3)
C32 0.078(4) 0.062(3) 0.078(4) 0.006(3) 0.012(3) -0.010(3)
C33 0.119(5) 0.107(4) 0.121(6) 0.006(3) 0.016(4) 0.002(4)
C34 0.123(6) 0.112(4) 0.131(6) 0.012(4) 0.014(4) 0.010(4)
C35 0.125(6) 0.113(4) 0.140(5) 0.014(4) 0.024(4) 0.011(4)
C36 0.143(5) 0.119(4) 0.154(6) 0.000(3) 0.030(4) 0.009(4)
C37 0.149(5) 0.113(4) 0.145(6) -0.005(4) 0.023(4) -0.004(4)
C38 0.132(6) 0.110(5) 0.131(6) 0.001(5) 0.020(5) -0.007(4)
C39 0.177(8) 0.127(4) 0.182(9) -0.009(5) 0.032(9) 0.020(5)
C33A 0.052(4) 0.027(3) 0.048(4) 0.011(2) 0.021(3) -0.007(3)
C34A 0.063(4) 0.046(3) 0.061(4) 0.020(3) 0.021(3) 0.014(3)
C35A 0.095(5) 0.050(3) 0.082(4) 0.031(3) 0.038(3) 0.024(3)
C36A 0.125(4) 0.032(3) 0.097(4) 0.019(3) 0.063(3) 0.005(3)
C37A 0.115(5) 0.044(3) 0.086(4) -0.009(3) 0.043(3) -0.016(3)
C38A 0.083(5) 0.046(3) 0.068(4) -0.007(3) 0.019(3) -0.013(3)
C39A 0.181(7) 0.039(4) 0.164(8) 0.019(4) 0.086(6) 0.024(4)
C40 0.051(3) 0.035(3) 0.076(4) 0.008(2) 0.010(3) -0.002(2)
C41 0.057(3) 0.074(3) 0.065(4) 0.014(3) 0.000(3) -0.007(3)
C42 0.066(3) 0.077(4) 0.066(4) 0.013(3) 0.003(3) -0.006(3)
C43 0.064(3) 0.059(3) 0.067(3) 0.017(3) 0.009(3) -0.005(3)
C44 0.049(3) 0.055(3) 0.087(4) 0.005(3) 0.002(3) 0.006(2)
C45 0.056(3) 0.057(3) 0.071(4) 0.007(3) 0.000(3) 0.005(3)
C46 0.065(3) 0.084(4) 0.086(4) 0.008(3) 0.021(3) 0.004(3)
C47 0.029(2) 0.036(2) 0.044(3) 0.003(2) 0.001(2) 0.0038(19)
C48 0.040(3) 0.036(3) 0.063(3) -0.003(2) 0.000(2) -0.002(2)
C49 0.037(2) 0.040(3) 0.062(3) -0.012(2) 0.007(2) 0.003(2)
C50 0.033(2) 0.034(2) 0.060(3) -0.008(2) 0.003(2) 0.003(2)
C51 0.040(3) 0.039(3) 0.071(3) -0.006(2) 0.001(3) -0.008(2)
C52 0.041(3) 0.042(3) 0.059(3) 0.001(2) 0.010(2) 0.003(2)
C53 0.039(3) 0.033(2) 0.062(3) -0.005(2) 0.000(2) 0.000(2)
C54 0.039(3) 0.037(3) 0.066(3) -0.006(2) 0.006(2) 0.000(2)
C55 0.046(3) 0.032(2) 0.063(3) -0.007(2) -0.002(2) 0.000(2)
C56 0.046(3) 0.037(3) 0.058(3) 0.003(2) -0.004(2) -0.002(2)
C57 0.047(3) 0.033(2) 0.062(3) -0.003(2) -0.004(2) 0.003(2)
C58 0.040(3) 0.030(2) 0.074(3) -0.002(2) -0.001(2) 0.001(2)
C59 0.047(3) 0.043(3) 0.080(4) -0.011(3) -0.007(3) 0.001(2)
C60 0.049(3) 0.045(3) 0.097(4) -0.010(3) 0.003(3) 0.003(2)
C61 0.057(3) 0.056(3) 0.158(6) -0.021(4) 0.009(4) 0.004(3)
C62 0.063(4) 0.029(3) 0.188(7) -0.011(4) -0.002(4) 0.006(3)
C63 0.053(3) 0.041(3) 0.150(6) 0.001(3) 0.001(4) 0.001(3)
C64 0.046(3) 0.037(3) 0.098(4) 0.003(3) -0.011(3) 0.000(2)
C65 0.048(3) 0.029(2) 0.079(3) -0.009(2) -0.007(3) -0.001(2)
C66 0.047(3) 0.044(3) 0.069(3) -0.007(2) -0.008(3) 0.004(2)
C67 0.051(3) 0.056(3) 0.078(4) -0.013(3) -0.003(3) -0.002(3)
C68 0.057(3) 0.065(3) 0.075(4) -0.001(3) -0.016(3) 0.006(3)
C69 0.062(3) 0.061(3) 0.081(4) 0.007(3) -0.014(3) 0.004(3)
C70 0.057(3) 0.053(3) 0.087(4) 0.001(3) -0.018(3) -0.001(3)
C71 0.052(3) 0.120(5) 0.104(5) -0.003(4) -0.015(3) 0.016(3)
C72 0.040(3) 0.041(3) 0.059(3) -0.010(2) -0.006(2) 0.005(2)
C73 0.048(3) 0.034(3) 0.064(3) -0.010(2) -0.014(2) 0.004(2)
C74 0.046(3) 0.041(3) 0.083(4) -0.011(3) -0.010(3) 0.007(2)
C75 0.049(3) 0.050(3) 0.080(4) -0.026(3) -0.013(3) 0.007(2)
C76 0.066(3) 0.054(3) 0.067(3) -0.009(3) -0.012(3) 0.006(3)
C77 0.058(3) 0.042(3) 0.067(3) -0.003(3) -0.007(3) 0.003(2)
C78 0.068(4) 0.070(4) 0.111(5) -0.040(3) -0.015(3) 0.009(3)
C79 0.035(2) 0.035(3) 0.085(4) -0.013(3) -0.007(3) -0.007(2)
C80 0.033(2) 0.035(3) 0.093(4) -0.007(3) -0.006(3) -0.002(2)
C81 0.041(3) 0.054(3) 0.114(5) 0.008(3) -0.015(3) -0.012(3)
C82 0.037(3) 0.046(3) 0.134(5) -0.030(3) 0.004(3) -0.001(2)
C83 0.059(3) 0.056(3) 0.096(4) -0.017(3) 0.009(3) 0.002(3)
C84 0.056(3) 0.046(3) 0.081(4) -0.021(3) 0.001(3) 0.001(3)
C85 0.066(4) 0.055(3) 0.187(7) -0.040(4) -0.003(4) 0.012(3)
C86 0.038(3) 0.030(2) 0.066(3) -0.010(2) -0.006(2) 0.002(2)
C87 0.034(2) 0.044(3) 0.066(3) -0.008(2) 0.005(2) 0.007(2)
C88 0.047(3) 0.046(3) 0.065(3) -0.008(2) 0.001(3) 0.005(2)
C89 0.043(3) 0.038(3) 0.079(4) -0.001(3) 0.001(3) -0.003(2)
C90 0.047(3) 0.039(3) 0.081(4) -0.015(3) 0.010(3) -0.001(2)
C91 0.035(3) 0.045(3) 0.062(3) -0.012(2) -0.003(2) -0.004(2)
C92 0.040(3) 0.061(3) 0.091(4) 0.001(3) -0.008(3) 0.005(2)
C93 0.040(2) 0.042(3) 0.039(3) 0.006(2) 0.003(2) -0.002(2)
C94 0.055(3) 0.041(3) 0.062(3) 0.004(2) 0.010(3) 0.004(2)
C95 0.041(3) 0.057(3) 0.077(4) 0.012(3) 0.018(3) -0.001(2)
C96 0.044(3) 0.052(3) 0.060(3) 0.005(3) 0.012(2) 0.007(2)
C97 0.047(3) 0.043(3) 0.071(3) -0.004(3) 0.016(3) 0.005(2)
C98 0.047(3) 0.043(3) 0.060(3) 0.003(2) 0.005(2) 0.000(2)
C99 0.041(3) 0.059(3) 0.067(3) -0.002(3) 0.010(3) 0.006(2)
C100 0.049(3) 0.055(3) 0.060(3) 0.003(3) 0.015(3) 0.008(2)
C101 0.045(3) 0.060(3) 0.061(3) 0.008(3) 0.007(3) 0.004(2)
C102 0.054(3) 0.059(3) 0.060(3) 0.001(3) 0.009(3) 0.007(3)
C103 0.045(3) 0.064(3) 0.064(3) -0.002(3) 0.004(3) 0.005(3)
C104 0.036(3) 0.065(3) 0.076(4) 0.003(3) 0.016(3) 0.006(2)
C105 0.044(3) 0.085(4) 0.079(4) -0.004(3) 0.013(3) 0.003(3)
C106 0.063(4) 0.102(5) 0.109(5) -0.027(4) 0.021(3) -0.018(3)
C107 0.064(4) 0.147(6) 0.144(6) -0.021(5) 0.008(4) -0.040(4)
C108 0.075(5) 0.209(9) 0.179(8) -0.032(7) -0.027(5) -0.064(5)
C109 0.062(4) 0.195(8) 0.161(8) -0.007(7) -0.019(5) -0.020(5)
C110 0.065(4) 0.132(6) 0.114(5) 0.001(5) 0.001(4) 0.002(4)
C111 0.044(3) 0.066(3) 0.065(3) -0.004(3) 0.006(3) 0.004(3)
C112 0.054(3) 0.074(4) 0.089(4) -0.002(3) 0.010(3) 0.004(3)
C113 0.064(3) 0.105(5) 0.068(4) -0.005(4) 0.008(3) -0.012(3)
C114 0.052(3) 0.080(4) 0.081(4) -0.018(3) 0.016(3) -0.003(3)
C115 0.063(3) 0.077(4) 0.069(4) -0.019(3) 0.011(3) 0.002(3)
C116 0.050(3) 0.079(4) 0.074(4) 0.000(3) 0.014(3) -0.004(3)
C117 0.071(4) 0.109(5) 0.099(5) -0.036(4) 0.018(3) -0.006(4)
C118 0.041(3) 0.058(3) 0.075(4) 0.003(3) 0.017(3) 0.004(2)
C119 0.049(3) 0.059(3) 0.073(4) 0.001(3) 0.009(3) 0.011(3)
C120 0.058(3) 0.071(3) 0.067(4) -0.006(3) -0.001(3) 0.014(3)
C121 0.040(3) 0.071(3) 0.086(4) -0.021(3) 0.008(3) 0.008(3)
C122 0.055(3) 0.094(4) 0.058(3) 0.000(3) 0.016(3) -0.008(3)
C123 0.047(3) 0.079(4) 0.068(4) 0.007(3) 0.018(3) 0.008(3)
C124 0.049(3) 0.119(5) 0.088(4) -0.030(4) 0.013(3) 0.003(3)
C125 0.046(3) 0.054(3) 0.070(3) -0.007(3) 0.012(3) 0.004(2)
C126 0.057(3) 0.053(3) 0.064(3) 0.008(3) 0.018(3) -0.002(3)
C127 0.076(4) 0.057(3) 0.084(4) 0.005(3) 0.019(3) -0.008(3)
C128 0.055(3) 0.069(3) 0.068(4) -0.003(3) 0.004(3) -0.006(3)
C129 0.072(4) 0.066(3) 0.080(4) 0.008(3) 0.000(3) 0.004(3)
C130 0.056(3) 0.062(3) 0.073(4) 0.008(3) 0.001(3) -0.008(3)
C131 0.075(4) 0.092(4) 0.103(5) -0.006(4) -0.003(4) -0.018(3)
C132 0.044(3) 0.074(3) 0.068(3) 0.000(3) 0.010(3) -0.004(3)
C133 0.057(3) 0.086(4) 0.077(4) -0.016(3) 0.018(3) -0.001(3)
C134 0.068(4) 0.092(4) 0.110(5) -0.022(4) 0.012(4) -0.004(3)
C135 0.062(4) 0.138(6) 0.077(4) -0.024(4) 0.019(3) 0.006(4)
C136 0.054(3) 0.121(5) 0.085(4) 0.006(4) 0.011(3) -0.012(4)
C137 0.050(3) 0.095(4) 0.061(4) 0.001(3) 0.013(3) -0.004(3)
C138 0.097(9) 0.135(11) 0.088(9) -0.032(9) 0.015(8) -0.031(8)
C139 0.036(2) 0.039(2) 0.037(3) -0.002(2) 0.003(2) 0.001(2)
C140 0.044(3) 0.083(4) 0.043(3) 0.003(3) 0.000(2) 0.008(3)
C141 0.031(2) 0.088(4) 0.048(3) -0.006(3) -0.002(2) 0.003(2)
C142 0.035(2) 0.040(2) 0.051(3) -0.003(2) -0.010(2) -0.001(2)
C143 0.044(3) 0.079(3) 0.054(3) 0.019(3) -0.007(2) -0.012(3)
C144 0.036(3) 0.079(4) 0.066(4) 0.008(3) 0.001(3) -0.008(3)
C145 0.038(2) 0.043(3) 0.050(3) 0.004(2) -0.005(2) -0.007(2)
C146 0.034(2) 0.045(3) 0.044(3) 0.002(2) -0.004(2) -0.003(2)
C147 0.039(3) 0.051(3) 0.054(3) 0.000(2) -0.001(2) -0.004(2)
C148 0.037(2) 0.040(3) 0.052(3) 0.003(2) -0.005(2) -0.003(2)
C149 0.039(3) 0.046(3) 0.055(3) 0.000(2) -0.003(2) -0.009(2)
C150 0.040(3) 0.045(3) 0.059(3) 0.011(2) -0.001(2) -0.001(2)
C151 0.044(3) 0.043(3) 0.075(3) 0.005(3) -0.008(3) -0.007(2)
C152 0.067(3) 0.060(3) 0.073(4) 0.008(3) -0.007(3) 0.004(3)
C153 0.065(3) 0.065(4) 0.103(5) 0.018(3) -0.008(3) 0.015(3)
C154 0.057(3) 0.049(3) 0.119(5) 0.018(3) -0.025(3) 0.001(3)
C155 0.072(4) 0.058(3) 0.106(5) 0.030(3) -0.012(3) -0.008(3)
C156 0.046(3) 0.063(3) 0.090(4) 0.017(3) -0.015(3) -0.003(3)
C157 0.053(3) 0.042(3) 0.062(3) 0.005(2) -0.008(3) -0.006(2)
C158 0.060(3) 0.049(3) 0.073(4) 0.010(3) -0.003(3) -0.015(3)
C159 0.074(4) 0.063(3) 0.082(4) 0.010(3) -0.006(3) -0.023(3)
C160 0.076(4) 0.048(3) 0.091(4) 0.010(3) -0.009(3) -0.013(3)
C161 0.078(4) 0.065(4) 0.103(5) -0.008(3) 0.001(4) -0.010(3)
C162 0.065(3) 0.047(3) 0.095(4) -0.011(3) -0.001(3) -0.018(3)
C163 0.111(5) 0.057(4) 0.155(6) 0.013(4) -0.029(5) -0.030(3)
C164 0.045(3) 0.036(3) 0.062(3) 0.005(2) -0.007(2) -0.007(2)
C165 0.052(3) 0.063(3) 0.080(4) -0.003(3) -0.014(3) -0.013(3)
C166 0.049(3) 0.072(4) 0.107(5) 0.003(3) -0.015(3) -0.006(3)
C167 0.064(3) 0.063(3) 0.076(4) -0.005(3) -0.026(3) -0.001(3)
C168 0.077(4) 0.054(3) 0.062(3) 0.002(3) -0.015(3) -0.010(3)
C169 0.057(3) 0.053(3) 0.056(3) 0.001(3) -0.011(3) -0.009(2)
C170 0.084(4) 0.095(5) 0.137(6) -0.016(4) -0.053(4) -0.002(4)
C171 0.039(2) 0.042(3) 0.050(3) -0.003(2) -0.011(2) 0.000(2)
C172 0.053(3) 0.068(3) 0.057(3) 0.006(3) 0.004(3) 0.008(3)
C173 0.065(3) 0.053(3) 0.073(4) 0.008(3) 0.001(3) 0.004(3)
C174 0.057(3) 0.043(3) 0.065(3) 0.002(3) -0.009(3) 0.001(2)
C175 0.059(3) 0.050(3) 0.079(4) -0.011(3) -0.001(3) 0.012(3)
C176 0.058(3) 0.056(3) 0.052(3) 0.000(3) -0.004(3) 0.003(3)
C177 0.084(4) 0.060(3) 0.111(5) 0.002(3) -0.022(4) 0.011(3)
C178 0.034(2) 0.050(3) 0.052(3) -0.003(2) -0.004(2) 0.000(2)
C179 0.068(3) 0.060(3) 0.064(3) -0.001(3) -0.002(3) -0.017(3)
C180 0.075(3) 0.056(3) 0.067(4) 0.003(3) -0.002(3) -0.018(3)
C181 0.045(3) 0.048(3) 0.101(4) 0.000(3) -0.018(3) 0.000(2)
C182 0.046(3) 0.062(3) 0.090(4) -0.020(3) -0.006(3) 0.001(3)
C183 0.047(3) 0.055(3) 0.076(4) -0.004(3) 0.004(3) -0.004(2)
C184 0.077(4) 0.042(3) 0.145(6) -0.017(3) -0.027(4) 0.001(3)
C185 0.179(19) 0.052(8) 0.123(10) 0.011(8) -0.057(10) 0.007(10)
C186 0.098(6) 0.037(5) 0.109(3) 0.003(4) -0.009(3) -0.002(5)
C187 0.124(4) 0.049(5) 0.084(3) 0.016(4) -0.012(3) 0.033(5)
C188 0.138(3) 0.068(6) 0.097(4) 0.011(5) -0.003(4) 0.031(6)
C189 0.142(3) 0.084(7) 0.116(5) -0.026(5) 0.015(4) 0.009(7)
C190 0.149(7) 0.097(9) 0.135(7) -0.037(8) 0.007(6) -0.003(8)
C191 0.154(10) 0.101(9) 0.085(5) 0.004(6) 0.002(5) -0.018(9)
C192 0.061(3) 0.056(3) 0.062(3) 0.030(3) 0.007(3) -0.020(3)
C193 0.069(3) 0.075(3) 0.064(3) 0.024(3) 0.018(3) -0.013(3)
C194 0.068(3) 0.068(3) 0.060(3) 0.023(3) 0.019(3) -0.007(3)
C195 0.064(3) 0.056(3) 0.056(3) 0.029(3) 0.019(3) -0.016(3)
C196 0.068(3) 0.066(3) 0.070(4) 0.028(3) 0.008(3) -0.012(3)
C197 0.062(3) 0.060(3) 0.061(3) 0.034(3) -0.003(3) -0.022(3)
C198 0.092(4) 0.087(4) 0.090(4) 0.010(3) 0.011(4) -0.004(4)
C199 0.051(4) 0.059(4) 0.060(4) 0.021(3) 0.002(3) -0.005(3)
C200 0.064(3) 0.088(3) 0.077(2) -0.004(2) -0.007(2) -0.017(3)
C201 0.054(3) 0.081(4) 0.078(2) -0.007(2) -0.012(2) -0.022(3)
C202 0.059(3) 0.075(3) 0.055(2) -0.030(2) -0.025(2) -0.017(2)
C203 0.091(3) 0.089(4) 0.062(3) -0.022(3) -0.021(2) 0.004(3)
C204 0.077(3) 0.096(4) 0.077(3) -0.014(3) -0.025(3) 0.006(3)
C205 0.050(4) 0.073(4) 0.078(3) -0.022(2) -0.020(3) -0.029(2)
C206 0.063(3) 0.098(5) 0.066(3) -0.032(4) -0.017(2) -0.013(3)
C207 0.129(7) 0.132(6) 0.097(3) 0.022(3) 0.023(3) 0.005(7)
C208 0.042(2) 0.0361(19) 0.039(2) -0.0016(16) -0.0018(16) 0.0002(16)
C209 0.036(2) 0.0340(19) 0.031(2) -0.0028(16) 0.0001(16) 0.0006(16)
C210 0.0195(19) 0.0200(18) 0.0180(19) -0.0019(15) -0.0049(15) -0.0023(16)
C211 0.0197(19) 0.0221(19) 0.024(2) 0.0003(16) -0.0053(16) -0.0002(16)
C212 0.025(2) 0.0272(19) 0.024(2) 0.0001(16) -0.0013(16) 0.0006(16)
C213 0.037(2) 0.035(2) 0.033(2) 0.0040(16) -0.0019(16) -0.0019(16)
C214 0.028(2) 0.028(2) 0.025(2) -0.0016(16) -0.0013(16) 0.0002(16)
C215 0.057(2) 0.049(2) 0.051(2) -0.0002(17) 0.0004(17) 0.0006(17)
C216 0.0319(16) 0.036(3) 0.053(2) -0.0061(19) 0.0012(18) 0.006(2)
C217 0.0348(14) 0.027(3) 0.060(3) 0.009(2) -0.0062(17) -0.003(2)
C218 0.0307(15) 0.029(3) 0.043(3) 0.004(2) 0.0050(16) 0.005(2)
C219 0.0418(16) 0.044(4) 0.064(3) 0.021(2) 0.007(2) 0.001(3)
C220 0.0427(19) 0.053(4) 0.068(3) 0.016(2) 0.013(2) -0.001(3)
C221 0.037(2) 0.047(4) 0.070(3) 0.003(2) 0.0063(19) 0.001(3)
C222 0.0328(17) 0.049(4) 0.052(4) 0.018(4) -0.001(2) 0.001(3)
C223 0.035(3) 0.056(4) 0.057(3) -0.010(3) -0.007(3) 0.007(3)
C224 0.035(2) 0.042(2) 0.041(2) -0.0025(16) -0.0017(17) -0.0026(17)
C225 0.034(2) 0.0437(19) 0.040(2) 0.0032(16) -0.0006(17) -0.0022(17)
C226 0.033(2) 0.039(2) 0.037(2) 0.0028(16) -0.0012(17) 0.0004(17)
C227 0.027(2) 0.033(2) 0.032(2) 0.0060(16) -0.0018(16) 0.0018(16)
C228 0.038(2) 0.042(2) 0.039(2) 0.0019(16) -0.0023(17) 0.0017(17)
C229 0.040(2) 0.044(2) 0.044(2) -0.0017(16) -0.0030(17) 0.0017(17)
C230 0.062(2) 0.063(2) 0.064(2) -0.0057(17) 0.0016(18) -0.0006(18)
C231 0.042(5) 0.069(4) 0.116(7) 0.039(5) -0.024(5) -0.023(5)
C232 0.069(2) 0.068(3) 0.100(4) -0.012(2) -0.001(3) -0.001(2)
C233 0.064(3) 0.076(3) 0.115(4) -0.014(2) -0.008(2) 0.002(2)
C234 0.074(2) 0.076(3) 0.104(4) -0.020(2) -0.012(3) 0.001(3)
C235 0.076(2) 0.070(3) 0.095(4) -0.012(2) -0.005(3) 0.011(2)
C236 0.067(3) 0.076(3) 0.097(4) -0.004(3) -0.002(2) 0.000(2)
C237 0.068(2) 0.062(3) 0.095(4) -0.005(2) -0.005(3) -0.009(2)
C238 0.122(4) 0.123(5) 0.189(6) -0.071(4) -0.054(4) 0.004(4)
C239 0.096(4) 0.079(3) 0.125(5) -0.018(3) 0.006(4) 0.012(3)
C240 0.044(4) 0.062(4) 0.044(4) -0.005(3) 0.015(3) -0.001(3)
C241 0.017(3) 0.045(3) 0.048(3) 0.012(3) 0.014(3) 0.002(3)
C242 0.021(3) 0.051(3) 0.039(3) -0.002(3) 0.024(3) -0.001(3)
C243 0.020(3) 0.051(3) 0.035(4) 0.003(3) 0.013(3) -0.002(3)
C244 0.049(4) 0.054(3) 0.046(4) 0.008(3) 0.015(3) 0.001(3)
C245 0.038(4) 0.054(3) 0.052(4) -0.009(3) 0.007(3) -0.007(3)
C246 0.027(4) 0.057(3) 0.053(4) -0.001(3) 0.015(3) -0.006(3)
C247 0.059(4) 0.075(5) 0.056(4) -0.007(4) -0.007(3) 0.001(4)
C248 0.059(4) 0.105(4) 0.068(4) -0.020(3) -0.029(3) -0.003(4)
C249 0.046(4) 0.083(4) 0.076(4) -0.021(3) -0.036(3) -0.009(3)
C250 0.049(4) 0.085(4) 0.064(4) -0.019(3) -0.028(3) -0.014(3)
C251 0.065(4) 0.088(4) 0.080(4) -0.022(3) -0.025(3) -0.004(4)
C252 0.082(5) 0.095(4) 0.079(4) -0.009(3) -0.027(4) -0.005(4)
C253 0.069(4) 0.104(4) 0.071(4) -0.002(4) -0.024(4) 0.001(4)
C254 0.107(5) 0.108(5) 0.099(5) -0.013(4) -0.007(4) -0.017(4)
C255 0.084(5) 0.120(5) 0.092(5) -0.023(4) -0.016(4) 0.011(4)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O2 Si1 O1 110.65(16) . 3_655
O2 Si1 O1 107.07(16) . .
O1 Si1 O1 108.9(2) 3_655 .
O2 Si1 C47 110.49(17) . .
O1 Si1 C47 109.24(17) 3_655 .
O1 Si1 C47 110.49(17) . .
O3 Si2 O2 109.10(16) 3_655 .
O3 Si2 O3 108.6(2) 3_655 .
O2 Si2 O3 108.37(16) . .
O3 Si2 C1 111.11(18) 3_655 .
O2 Si2 C1 109.88(18) . .
O3 Si2 C1 109.75(18) . .
O4 Si3 O5 108.43(15) . .
O4 Si3 O4 108.2(2) . 4
O5 Si3 O4 109.82(15) . 4
O4 Si3 C139 109.46(17) . .
O5 Si3 C139 109.98(17) . .
O4 Si3 C139 110.88(17) 4 .
O6 Si4 O5 109.27(15) . .
O6 Si4 O6 110.0(2) . 4
O5 Si4 O6 107.34(15) . 4
O6 Si4 C93 109.67(17) . .
O5 Si4 C93 109.85(17) . .
O6 Si4 C93 110.62(17) 4 .
Si1 O1 Si1 146.4(2) 4_565 .
Si1 O2 Si2 155.9(2) . .
Si2 O3 Si2 146.7(2) 4_565 .
Si3 O4 Si3 146.8(2) . 3
Si4 O5 Si3 155.12(19) . .
Si4 O6 Si4 146.81(19) . 3
C2 C1 C6 117.4(4) . .
C2 C1 Si2 124.4(3) . .
C6 C1 Si2 118.2(3) . .
C1 C2 C3 121.9(4) . .
C4 C3 C2 120.2(4) . .
C5 C4 C3 118.5(4) . .
C5 C4 C7 120.2(4) . .
C3 C4 C7 121.3(4) . .
C4 C5 C6 121.3(5) . .
C5 C6 C1 120.8(4) . .
C12 C7 C8 120.5(4) . .
C12 C7 C4 119.2(4) . .
C8 C7 C4 120.2(4) . .
C9 C8 C7 120.1(4) . .
C9 C8 C40 120.0(4) . .
C7 C8 C40 120.0(4) . .
C8 C9 C10 119.9(4) . .
C8 C9 C33A 120.0(4) . .
C10 C9 C33A 120.0(4) . .
C8 C9 C33 121.9(4) . .
C10 C9 C33 118.1(4) . .
C9 C10 C11 120.8(4) . .
C9 C10 C26 117.6(4) . .
C11 C10 C26 121.4(4) . .
C10 C11 C12 118.4(5) . .
C10 C11 C19 121.1(4) . .
C12 C11 C19 120.4(4) . .
C7 C12 C11 120.2(5) . .
C7 C12 C13 120.8(7) . .
C11 C12 C13 113.9(6) . .
C7 C12 C13A 117.9(5) . .
C11 C12 C13A 120.8(5) . .
C18 C13 C14 118.9(11) . .
C18 C13 C12 109.0(9) . .
C14 C13 C12 132.1(10) . .
C13 C14 C15 124.0(12) . .
C16 C15 C14 115.3(12) . .
C17 C16 C15 120.2(12) . .
C16 C17 C18 123.9(12) . .
C13 C18 C17 117.6(12) . .
C18A C13A C14A 118.9(7) . .
C18A C13A C12 123.3(7) . .
C14A C13A C12 117.5(7) . .
C13A C14A C15A 122.4(8) . .
C16A C15A C14A 117.0(9) . .
C17A C16A C15A 120.9(8) . .
C16A C17A C18A 121.6(9) . .
C13A C18A C17A 119.2(9) . .
C24 C19 C20 117.1(5) . .
C24 C19 C11 121.8(5) . .
C20 C19 C11 121.1(5) . .
C19 C20 C21 120.9(6) . .
C20 C21 C22 120.6(6) . .
C23 C22 C21 117.9(6) . .
C23 C22 C25 123.0(6) . .
C21 C22 C25 119.0(6) . .
C22 C23 C24 121.4(6) . .
C23 C24 C19 122.0(6) . .
C31 C26 C27 117.9(5) . .
C31 C26 C10 119.4(4) . .
C27 C26 C10 122.6(5) . .
C26 C27 C28 120.7(5) . .
C29 C28 C27 121.0(5) . .
C28 C29 C30 117.7(5) . .
C28 C29 C32 121.8(4) . .
C30 C29 C32 120.5(5) . .
C31 C30 C29 120.9(5) . .
C26 C31 C30 121.7(5) . .
C38 C33 C34 120.3 . .
C38 C33 C9 118.1(4) . .
C34 C33 C9 121.6(4) . .
C35 C34 C33 120.77(7) . .
C34 C35 C36 119.12(8) . .
C35 C36 C37 120.1 . .
C35 C36 C39 135.0(5) . .
C37 C36 C39 105.0(5) . .
C38 C37 C36 120.91(8) . .
C33 C38 C37 118.83(10) . .
C38A C33A C34A 119.8 . .
C38A C33A C9 117.1(2) . .
C34A C33A C9 123.0(2) . .
C33A C34A C35A 120.2 . .
C34A C35A C36A 119.6 . .
C37A C36A C35A 119.7 . .
C37A C36A C39A 126.1(5) . .
C35A C36A C39A 113.9(5) . .
C36A C37A C38A 120.2 . .
C33A C38A C37A 120.4 . .
C41 C40 C45 117.7(5) . .
C41 C40 C8 122.4(4) . .
C45 C40 C8 119.8(5) . .
C42 C41 C40 119.8(5) . .
C41 C42 C43 123.0(5) . .
C42 C43 C44 116.6(5) . .
C42 C43 C46 122.8(5) . .
C44 C43 C46 120.6(5) . .
C45 C44 C43 121.4(5) . .
C44 C45 C40 121.4(5) . .
C48 C47 C52 117.6(4) . .
C48 C47 Si1 122.2(3) . .
C52 C47 Si1 120.2(3) . .
C47 C48 C49 121.7(4) . .
C50 C49 C48 120.0(4) . .
C49 C50 C51 119.1(4) . .
C49 C50 C53 121.8(4) . .
C51 C50 C53 119.0(4) . .
C50 C51 C52 120.9(4) . .
C47 C52 C51 120.6(4) . .
C58 C53 C54 121.0(4) . .
C58 C53 C50 117.2(4) . .
C54 C53 C50 121.8(4) . .
C53 C54 C55 118.8(4) . .
C53 C54 C86 121.2(4) . .
C55 C54 C86 120.1(4) . .
C56 C55 C54 120.0(4) . .
C56 C55 C79 119.3(4) . .
C54 C55 C79 120.6(4) . .
C57 C56 C55 120.3(4) . .
C57 C56 C72 121.3(4) . .
C55 C56 C72 118.4(4) . .
C56 C57 C58 120.0(4) . .
C56 C57 C65 120.9(4) . .
C58 C57 C65 118.9(4) . .
C53 C58 C57 120.0(4) . .
C53 C58 C59 119.6(4) . .
C57 C58 C59 120.4(4) . .
C60 C59 C64 119.2(4) . .
C60 C59 C58 120.2(4) . .
C64 C59 C58 120.6(4) . .
C59 C60 C61 120.1(5) . .
C62 C61 C60 119.4(5) . .
C63 C62 C61 120.8(5) . .
C62 C63 C64 120.4(5) . .
C63 C64 C59 120.1(5) . .
C70 C65 C66 117.4(4) . .
C70 C65 C57 122.4(4) . .
C66 C65 C57 120.1(4) . .
C65 C66 C67 120.7(4) . .
C68 C67 C66 121.4(5) . .
C67 C68 C69 117.6(5) . .
C67 C68 C71 119.8(5) . .
C69 C68 C71 122.6(5) . .
C70 C69 C68 120.7(5) . .
C69 C70 C65 122.1(5) . .
C77 C72 C73 117.5(4) . .
C77 C72 C56 122.1(4) . .
C73 C72 C56 120.3(4) . .
C74 C73 C72 121.1(5) . .
C73 C74 C75 119.8(5) . .
C76 C75 C74 119.2(4) . .
C76 C75 C78 121.6(5) . .
C74 C75 C78 119.2(5) . .
C75 C76 C77 120.4(5) . .
C72 C77 C76 121.9(5) . .
C80 C79 C84 118.7(4) . .
C80 C79 C55 120.3(4) . .
C84 C79 C55 121.0(4) . .
C79 C80 C81 120.6(5) . .
C80 C81 C82 119.2(5) . .
C83 C82 C81 119.5(5) . .
C83 C82 C85 123.6(6) . .
C81 C82 C85 116.9(6) . .
C84 C83 C82 121.0(5) . .
C83 C84 C79 121.0(5) . .
C87 C86 C91 117.7(4) . .
C87 C86 C54 122.1(4) . .
C91 C86 C54 120.2(4) . .
C88 C87 C86 121.6(4) . .
C87 C88 C89 121.5(5) . .
C90 C89 C88 117.2(4) . .
C90 C89 C92 121.8(4) . .
C88 C89 C92 121.0(5) . .
C89 C90 C91 121.3(4) . .
C86 C91 C90 120.6(5) . .
C94 C93 C98 117.1(4) . .
C94 C93 Si4 122.5(3) . .
C98 C93 Si4 120.3(3) . .
C93 C94 C95 121.2(4) . .
C96 C95 C94 120.6(4) . .
C95 C96 C97 119.2(4) . .
C95 C96 C99 120.4(4) . .
C97 C96 C99 120.3(4) . .
C96 C97 C98 120.9(4) . .
C97 C98 C93 121.0(4) . .
C104 C99 C100 120.7(4) . .
C104 C99 C96 120.5(4) . .
C100 C99 C96 118.8(4) . .
C99 C100 C101 119.2(4) . .
C99 C100 C132 119.6(4) . .
C101 C100 C132 121.0(4) . .
C102 C101 C100 120.2(4) . .
C102 C101 C125 120.6(4) . .
C100 C101 C125 119.3(4) . .
C101 C102 C103 120.5(4) . .
C101 C102 C118 119.6(4) . .
C103 C102 C118 119.9(4) . .
C104 C103 C102 119.1(5) . .
C104 C103 C111 122.3(4) . .
C102 C103 C111 118.6(4) . .
C99 C104 C103 120.2(4) . .
C99 C104 C105 120.4(4) . .
C103 C104 C105 119.4(5) . .
C110 C105 C106 117.6(6) . .
C110 C105 C104 119.9(5) . .
C106 C105 C104 122.5(5) . .
C107 C106 C105 123.0(6) . .
C108 C107 C106 120.6(8) . .
C107 C108 C109 120.3(7) . .
C107 C108 C38B 125.8(11) . .
C109 C108 C38B 113.6(10) . .
C110 C109 C108 117.5(7) . .
C105 C110 C109 120.9(7) . .
C116 C111 C112 116.7(5) . .
C116 C111 C103 121.4(5) . .
C112 C111 C103 121.9(5) . .
C111 C112 C113 119.9(5) . .
C114 C113 C112 119.5(5) . .
C115 C114 C113 119.5(5) . .
C115 C114 C117 122.7(5) . .
C113 C114 C117 117.7(5) . .
C114 C115 C116 120.8(5) . .
C115 C116 C111 123.5(5) . .
C119 C118 C123 119.1(4) . .
C119 C118 C102 120.5(5) . .
C123 C118 C102 120.4(4) . .
C118 C119 C120 120.5(5) . .
C121 C120 C119 120.8(5) . .
C122 C121 C120 118.5(5) . .
C122 C121 C124 120.1(5) . .
C120 C121 C124 121.4(5) . .
C121 C122 C123 120.9(5) . .
C118 C123 C122 120.2(5) . .
C126 C125 C130 119.1(5) . .
C126 C125 C101 120.4(5) . .
C130 C125 C101 120.5(4) . .
C125 C126 C127 119.3(5) . .
C128 C127 C126 122.4(5) . .
C127 C128 C129 117.1(5) . .
C127 C128 C131 121.1(5) . .
C129 C128 C131 121.7(5) . .
C130 C129 C128 121.6(5) . .
C129 C130 C125 120.4(5) . .
C137 C132 C133 118.2(5) . .
C137 C132 C100 119.7(5) . .
C133 C132 C100 122.1(5) . .
C132 C133 C134 120.3(5) . .
C135 C134 C133 119.8(6) . .
C136 C135 C134 119.9(6) . .
C136 C135 C138 119.6(8) . .
C134 C135 C138 120.5(8) . .
C135 C136 C137 120.2(6) . .
C136 C137 C132 121.6(6) . .
C140 C139 C144 115.2(4) . .
C140 C139 Si3 122.1(3) . .
C144 C139 Si3 122.4(3) . .
C141 C140 C139 123.0(4) . .
C142 C141 C140 120.3(4) . .
C141 C142 C143 118.4(4) . .
C141 C142 C145 119.7(4) . .
C143 C142 C145 121.5(4) . .
C144 C143 C142 120.2(5) . .
C143 C144 C139 122.5(4) . .
C146 C145 C150 120.2(4) . .
C146 C145 C142 122.6(4) . .
C150 C145 C142 117.1(4) . .
C145 C146 C147 119.7(4) . .
C145 C146 C178 121.2(4) . .
C147 C146 C178 119.2(4) . .
C146 C147 C148 120.4(4) . .
C146 C147 C171 119.2(4) . .
C148 C147 C171 120.4(4) . .
C149 C148 C147 120.2(4) . .
C149 C148 C164 117.8(4) . .
C147 C148 C164 122.0(4) . .
C148 C149 C150 118.9(4) . .
C148 C149 C157 121.2(4) . .
C150 C149 C157 120.0(4) . .
C145 C150 C149 120.6(4) . .
C145 C150 C151 120.6(4) . .
C149 C150 C151 118.8(4) . .
C156 C151 C152 118.0(4) . .
C156 C151 C150 123.0(4) . .
C152 C151 C150 119.1(4) . .
C153 C152 C151 121.2(5) . .
C154 C153 C152 120.2(5) . .
C153 C154 C155 119.9(5) . .
C154 C155 C156 119.6(5) . .
C151 C156 C155 121.1(5) . .
C162 C157 C158 117.5(4) . .
C162 C157 C149 122.3(4) . .
C158 C157 C149 120.3(4) . .
C159 C158 C157 121.4(5) . .
C160 C159 C158 121.3(5) . .
C159 C160 C161 117.8(5) . .
C159 C160 C163 121.3(5) . .
C161 C160 C163 120.8(5) . .
C160 C161 C162 120.7(5) . .
C157 C162 C161 121.3(5) . .
C169 C164 C165 117.5(4) . .
C169 C164 C148 121.2(4) . .
C165 C164 C148 121.2(4) . .
C166 C165 C164 119.7(5) . .
C167 C166 C165 121.2(5) . .
C168 C167 C166 118.3(5) . .
C168 C167 C170 121.3(5) . .
C166 C167 C170 120.4(5) . .
C169 C168 C167 120.8(5) . .
C168 C169 C164 122.4(5) . .
C172 C171 C176 118.1(4) . .
C172 C171 C147 120.1(4) . .
C176 C171 C147 121.7(4) . .
C171 C172 C173 120.7(5) . .
C174 C173 C172 121.0(5) . .
C173 C174 C175 118.6(5) . .
C173 C174 C177 120.2(5) . .
C175 C174 C177 121.3(5) . .
C174 C175 C176 121.2(5) . .
C171 C176 C175 120.4(5) . .
C183 C178 C179 116.5(4) . .
C183 C178 C146 121.7(4) . .
C179 C178 C146 121.7(4) . .
C180 C179 C178 121.4(5) . .
C181 C180 C179 121.9(5) . .
C180 C181 C182 118.2(5) . .
C180 C181 C184 121.7(5) . .
C182 C181 C184 120.1(5) . .
C181 C182 C183 120.6(5) . .
C178 C183 C182 121.5(5) . .
C190 C185 C186 117.4(9) . .
C187 C186 C185 117.0(9) . .
C187 C186 C191 123.7(9) . .
C185 C186 C191 119.3(9) . .
C188 C187 C186 124.6(9) . .
C187 C188 C189 119.6(10) . .
C190 C189 C188 118.0(10) . .
C185 C190 C189 123.3(11) . .
C197 C192 C193 114.3(7) . .
C197 C192 C199 123.2(7) . .
C193 C192 C199 122.4(7) . .
C192 C193 C194 117.7(7) . .
C195 C194 C193 119.5(7) . .
C195 C194 C198 122.1(8) . .
C193 C194 C198 118.3(8) . .
C194 C195 C196 124.8(8) . .
C197 C196 C195 112.1(8) . .
C192 C197 C196 131.5(8) . .
C205 C200 C201 116.3(7) . .
C205 C200 C207 124.7(9) . .
C201 C200 C207 118.8(8) . .
C202 C201 C200 118.8(8) . .
C203 C202 C201 119.1(8) . .
C203 C202 C206 124.4(8) . .
C201 C202 C206 116.5(7) . .
C202 C203 C204 124.0(9) . .
C205 C204 C203 115.6(9) . .
C200 C205 C204 126.0(8) . .
C213 C208 C209 117.2(6) . .
C213 C208 C215 123.3(6) . .
C209 C208 C215 119.6(6) . .
C210 C209 C208 120.7(6) . .
C211 C210 C209 117.9(6) . .
C211 C210 C214 122.5(5) . .
C209 C210 C214 119.6(5) . .
C210 C211 C212 122.4(6) . .
C213 C212 C211 119.4(6) . .
C212 C213 C208 122.4(6) . .
C221 C216 C217 117.0(6) . .
C221 C216 C223 123.8(6) . .
C217 C216 C223 119.2(6) . .
C218 C217 C216 123.2(6) . .
C219 C218 C217 115.7(6) . .
C219 C218 C222 122.1(6) . .
C217 C218 C222 121.6(6) . .
C218 C219 C220 122.4(7) . .
C221 C220 C219 118.9(7) . .
C216 C221 C220 122.5(7) . .
C229 C224 C225 120.7(7) . .
C229 C224 C231 117.4(7) . .
C225 C224 C231 121.7(7) . .
C226 C225 C224 116.6(6) . .
C227 C226 C225 119.1(6) . .
C227 C226 C230 121.2(7) . .
C225 C226 C230 119.7(7) . .
C226 C227 C228 123.3(6) . .
C229 C228 C227 120.6(7) . .
C228 C229 C224 119.3(7) . .
C237 C232 C233 117.5(5) . .
C237 C232 C239 122.4(5) . .
C233 C232 C239 120.1(5) . .
C234 C233 C232 121.1(5) . .
C235 C234 C233 118.7(5) . .
C235 C234 C238 121.1(5) . .
C233 C234 C238 120.2(5) . .
C234 C235 C236 121.4(5) . .
C235 C236 C237 119.9(5) . .
C232 C237 C236 121.5(5) . .
C245 C240 C241 120.6(7) . .
C245 C240 C247 123.7(7) . .
C241 C240 C247 115.7(7) . .
C240 C241 C242 118.8(6) . .
C243 C242 C246 125.9(7) . .
C243 C242 C241 116.8(6) . .
C246 C242 C241 117.1(6) . .
C242 C243 C244 125.2(7) . .
C243 C244 C245 117.1(7) . .
C240 C245 C244 121.3(7) . .
C253 C248 C249 116.2(8) . .
C253 C248 C255 128.8(9) . .
C249 C248 C255 115.0(8) . .
C248 C249 C250 120.0(8) . .
C251 C250 C249 119.9(8) . .
C251 C250 C254 125.9(8) . .
C249 C250 C254 114.0(8) . .
C250 C251 C252 120.8(8) . .
C251 C252 C253 116.9(9) . .
C248 C253 C252 125.9(9) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Si1 O2 1.603(3) .
Si1 O1 1.603(3) 3_655
Si1 O1 1.623(3) .
Si1 C47 1.824(4) .
Si2 O3 1.611(3) 3_655
Si2 O2 1.616(3) .
Si2 O3 1.622(3) .
Si2 C1 1.834(4) .
Si3 O4 1.616(3) .
Si3 O5 1.616(3) .
Si3 O4 1.617(3) 4
Si3 C139 1.829(4) .
Si4 O6 1.612(3) .
Si4 O5 1.611(3) .
Si4 O6 1.622(3) 4
Si4 C93 1.829(4) .
O1 Si1 1.603(3) 4_565
O3 Si2 1.611(3) 4_565
O4 Si3 1.617(3) 3
O6 Si4 1.622(3) 3
C1 C2 1.366(6) .
C1 C6 1.397(6) .
C2 C3 1.398(6) .
C3 C4 1.380(6) .
C4 C5 1.369(7) .
C4 C7 1.495(6) .
C5 C6 1.386(7) .
C7 C12 1.397(7) .
C7 C8 1.404(6) .
C8 C9 1.391(6) .
C8 C40 1.499(7) .
C9 C10 1.406(7) .
C9 C33A 1.482(6) .
C9 C33 1.544(6) .
C10 C11 1.415(7) .
C10 C26 1.506(7) .
C11 C12 1.420(7) .
C11 C19 1.484(7) .
C12 C13 1.514(12) .
C12 C13A 1.573(9) .
C13 C18 1.351(15) .
C13 C14 1.383(14) .
C14 C15 1.399(14) .
C15 C16 1.382(16) .
C16 C17 1.350(16) .
C17 C18 1.383(14) .
C13A C18A 1.362(11) .
C13A C14A 1.375(10) .
C14A C15A 1.400(11) .
C15A C16A 1.376(13) .
C16A C17A 1.347(13) .
C17A C18A 1.390(10) .
C19 C24 1.396(8) .
C19 C20 1.403(7) .
C20 C21 1.405(8) .
C21 C22 1.406(9) .
C22 C23 1.380(8) .
C22 C25 1.488(8) .
C23 C24 1.381(8) .
C26 C31 1.372(7) .
C26 C27 1.381(7) .
C27 C28 1.394(7) .
C28 C29 1.378(7) .
C29 C30 1.387(7) .
C29 C32 1.508(6) .
C30 C31 1.377(7) .
C33 C38 1.365(2) .
C33 C34 1.414(2) .
C34 C35 1.3788 .
C35 C36 1.3801 .
C36 C37 1.3993 .
C36 C39 1.531(6) .
C37 C38 1.3968 .
C33A C38A 1.3743 .
C33A C34A 1.3860 .
C34A C35A 1.3934 .
C35A C36A 1.3938 .
C36A C37A 1.3810 .
C36A C39A 1.547(8) .
C37A C38A 1.3900 .
C40 C41 1.404(7) .
C40 C45 1.407(7) .
C41 C42 1.386(7) .
C42 C43 1.397(7) .
C43 C44 1.401(7) .
C43 C46 1.493(7) .
C44 C45 1.383(7) .
C47 C48 1.383(6) .
C47 C52 1.386(6) .
C48 C49 1.398(6) .
C49 C50 1.372(6) .
C50 C51 1.374(6) .
C50 C53 1.505(6) .
C51 C52 1.399(6) .
C53 C58 1.400(6) .
C53 C54 1.403(6) .
C54 C55 1.419(6) .
C54 C86 1.504(6) .
C55 C56 1.411(6) .
C55 C79 1.481(6) .
C56 C57 1.393(6) .
C56 C72 1.488(6) .
C57 C58 1.404(6) .
C57 C65 1.500(6) .
C58 C59 1.506(6) .
C59 C60 1.380(7) .
C59 C64 1.398(6) .
C60 C61 1.388(7) .
C61 C62 1.384(8) .
C62 C63 1.355(8) .
C63 C64 1.371(7) .
C65 C70 1.383(7) .
C65 C66 1.388(6) .
C66 C67 1.398(7) .
C67 C68 1.380(7) .
C68 C69 1.397(7) .
C68 C71 1.507(7) .
C69 C70 1.376(7) .
C72 C77 1.376(7) .
C72 C73 1.397(6) .
C73 C74 1.375(6) .
C74 C75 1.404(7) .
C75 C76 1.361(7) .
C75 C78 1.539(7) .
C76 C77 1.378(7) .
C79 C80 1.384(7) .
C79 C84 1.414(7) .
C80 C81 1.396(7) .
C81 C82 1.419(8) .
C82 C83 1.377(8) .
C82 C85 1.539(7) .
C83 C84 1.356(7) .
C86 C87 1.373(6) .
C86 C91 1.392(6) .
C87 C88 1.371(6) .
C88 C89 1.395(6) .
C89 C90 1.376(7) .
C89 C92 1.517(7) .
C90 C91 1.395(6) .
C93 C94 1.383(6) .
C93 C98 1.415(6) .
C94 C95 1.399(6) .
C95 C96 1.372(6) .
C96 C97 1.375(6) .
C96 C99 1.512(6) .
C97 C98 1.381(6) .
C99 C104 1.396(7) .
C99 C100 1.401(7) .
C100 C101 1.410(6) .
C100 C132 1.475(7) .
C101 C102 1.391(7) .
C101 C125 1.507(7) .
C102 C103 1.413(7) .
C102 C118 1.505(7) .
C103 C104 1.403(6) .
C103 C111 1.464(7) .
C104 C105 1.501(7) .
C105 C110 1.370(8) .
C105 C106 1.377(8) .
C106 C107 1.359(8) .
C107 C108 1.305(11) .
C108 C109 1.445(13) .
C108 C38B 1.464(17) .
C109 C110 1.402(10) .
C111 C116 1.393(7) .
C111 C112 1.399(7) .
C112 C113 1.433(8) .
C113 C114 1.406(8) .
C114 C115 1.346(7) .
C114 C117 1.525(8) .
C115 C116 1.365(7) .
C118 C119 1.374(7) .
C118 C123 1.383(7) .
C119 C120 1.398(7) .
C120 C121 1.380(7) .
C121 C122 1.378(7) .
C121 C124 1.534(7) .
C122 C123 1.395(7) .
C125 C126 1.385(7) .
C125 C130 1.401(7) .
C126 C127 1.396(7) .
C127 C128 1.389(7) .
C128 C129 1.391(7) .
C128 C131 1.495(8) .
C129 C130 1.379(7) .
C132 C137 1.388(7) .
C132 C133 1.397(7) .
C133 C134 1.398(8) .
C134 C135 1.394(9) .
C135 C136 1.370(9) .
C135 C138 1.438(11) .
C136 C137 1.377(8) .
C139 C140 1.387(6) .
C139 C144 1.397(6) .
C140 C141 1.379(6) .
C141 C142 1.378(6) .
C142 C143 1.384(6) .
C142 C145 1.509(6) .
C143 C144 1.383(7) .
C145 C146 1.395(6) .
C145 C150 1.402(6) .
C146 C147 1.404(6) .
C146 C178 1.492(6) .
C147 C148 1.409(6) .
C147 C171 1.505(6) .
C148 C149 1.404(6) .
C148 C164 1.483(6) .
C149 C150 1.415(6) .
C149 C157 1.482(6) .
C150 C151 1.508(6) .
C151 C156 1.369(7) .
C151 C152 1.398(7) .
C152 C153 1.364(7) .
C153 C154 1.364(8) .
C154 C155 1.384(8) .
C155 C156 1.384(7) .
C157 C162 1.364(7) .
C157 C158 1.384(7) .
C158 C159 1.376(7) .
C159 C160 1.362(8) .
C160 C161 1.385(8) .
C160 C163 1.538(8) .
C161 C162 1.390(7) .
C164 C169 1.379(7) .
C164 C165 1.405(7) .
C165 C166 1.399(7) .
C166 C167 1.387(8) .
C167 C168 1.375(7) .
C167 C170 1.523(8) .
C168 C169 1.372(7) .
C171 C172 1.377(6) .
C171 C176 1.389(6) .
C172 C173 1.402(7) .
C173 C174 1.365(7) .
C174 C175 1.374(7) .
C174 C177 1.522(7) .
C175 C176 1.395(7) .
C178 C183 1.386(7) .
C178 C179 1.397(7) .
C179 C180 1.381(7) .
C180 C181 1.361(7) .
C181 C182 1.379(7) .
C181 C184 1.522(7) .
C182 C183 1.401(7) .
C185 C190 1.346(11) .
C185 C186 1.402(10) .
C186 C187 1.351(10) .
C186 C191 1.551(16) .
C187 C188 1.300(10) .
C188 C189 1.354(11) .
C189 C190 1.354(11) .
C192 C197 1.320(9) .
C192 C193 1.397(9) .
C192 C199 1.512(9) .
C193 C194 1.420(9) .
C194 C195 1.319(9) .
C194 C198 1.452(10) .
C195 C196 1.344(10) .
C196 C197 1.331(10) .
C200 C205 1.316(10) .
C200 C201 1.430(10) .
C200 C207 1.478(10) .
C201 C202 1.364(9) .
C202 C203 1.315(10) .
C202 C206 1.496(10) .
C203 C204 1.356(10) .
C204 C205 1.329(10) .
C208 C213 1.347(8) .
C208 C209 1.414(8) .
C208 C215 1.503(8) .
C209 C210 1.384(8) .
C210 C211 1.331(7) .
C210 C214 1.495(8) .
C211 C212 1.365(8) .
C212 C213 1.335(8) .
C216 C221 1.307(9) .
C216 C217 1.397(8) .
C216 C223 1.545(9) .
C217 C218 1.383(8) .
C218 C219 1.335(9) .
C218 C222 1.477(8) .
C219 C220 1.376(9) .
C220 C221 1.360(9) .
C224 C229 1.351(9) .
C224 C225 1.407(9) .
C224 C231 1.551(12) .
C225 C226 1.387(8) .
C226 C227 1.305(8) .
C226 C230 1.469(9) .
C227 C228 1.334(8) .
C228 C229 1.315(9) .
C232 C237 1.362(6) .
C232 C233 1.398(7) .
C232 C239 1.509(7) .
C233 C234 1.389(7) .
C234 C235 1.347(7) .
C234 C238 1.487(8) .
C235 C236 1.360(7) .
C236 C237 1.367(7) .
C240 C245 1.339(9) .
C240 C241 1.371(8) .
C240 C247 1.543(9) .
C241 C242 1.435(8) .
C242 C243 1.317(8) .
C242 C246 1.427(8) .
C243 C244 1.354(9) .
C244 C245 1.377(9) .
C248 C253 1.288(9) .
C248 C249 1.385(10) .
C248 C255 1.525(10) .
C249 C250 1.397(9) .
C250 C251 1.308(9) .
C250 C254 1.437(10) .
C251 C252 1.363(10) .
C252 C253 1.366(10) .
|
1501791.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501791.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501791
loop_
_publ_author_name
'Darensbourg, Donald J.'
'Moncada, Adriana I.'
'Wei, Sheng-Hsuan'
_publ_section_title
;
Aliphatic Polycarbonates Produced from the Coupling of Carbon Dioxide and
Oxetanes and Their Depolymerization via Cyclic Carbonate Formation
;
_journal_issue 8
_journal_name_full Macromolecules
_journal_page_first 2568
_journal_paper_doi 10.1021/ma2002323
_journal_volume 44
_journal_year 2011
_chemical_formula_sum 'C7 H12 O4'
_chemical_formula_weight 160.17
_chemical_name_systematic
;
?
;
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2ybc'
_symmetry_space_group_name_H-M 'P 1 21/c 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 101.943(19)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 6.446(2)
_cell_length_b 5.5780(19)
_cell_length_c 22.186(7)
_cell_measurement_reflns_used 549
_cell_measurement_temperature 110(2)
_cell_measurement_theta_max 52.46
_cell_measurement_theta_min 7.02
_cell_volume 780.4(4)
_computing_cell_refinement
;
CELL-NOW (Sheldrick, 2003) and SAINT (BRUKER-NONIUS, 2003)
;
_computing_data_collection 'FRAMBO (BRUKER-NONIUS, 2003)'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'X-SEED (Barbour, 2001)'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 110(2)
_diffrn_measured_fraction_theta_full 0.940
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measurement_device_type 'BRUKER GADDS D8 Discover'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0762
_diffrn_reflns_av_sigmaI/netI 0.0723
_diffrn_reflns_limit_h_max 7
_diffrn_reflns_limit_h_min -7
_diffrn_reflns_limit_k_max 5
_diffrn_reflns_limit_k_min -6
_diffrn_reflns_limit_l_max 23
_diffrn_reflns_limit_l_min -24
_diffrn_reflns_number 4639
_diffrn_reflns_theta_full 57.98
_diffrn_reflns_theta_max 57.98
_diffrn_reflns_theta_min 7.02
_exptl_absorpt_coefficient_mu 0.950
_exptl_absorpt_correction_T_max 0.9953
_exptl_absorpt_correction_T_min 0.8328
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SADABS; (Sheldrick, 2006)'
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.363
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description plate
_exptl_crystal_F_000 344
_exptl_crystal_size_max 0.20
_exptl_crystal_size_mid 0.20
_exptl_crystal_size_min 0.01
_refine_diff_density_max 0.554
_refine_diff_density_min -0.455
_refine_diff_density_rms 0.117
_refine_ls_extinction_coef 0.019(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 1.214
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 101
_refine_ls_number_reflns 1023
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.214
_refine_ls_R_factor_all 0.1702
_refine_ls_R_factor_gt 0.1500
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0424P)^2^+14.3585P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.3127
_refine_ls_wR_factor_ref 0.3205
_reflns_number_gt 793
_reflns_number_total 1023
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file ma2002323_si_002.cif
_cod_data_source_block dtt-14
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P2(1)/c
_cod_database_code 1501791
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.6461(11) 0.3017(13) 0.7795(3) 0.027(2) Uani 1 1 d .
O2 O 0.8271(13) -0.0390(14) 0.7602(3) 0.035(2) Uani 1 1 d .
O3 O 0.7102(11) 0.2274(14) 0.6883(3) 0.030(2) Uani 1 1 d .
O4 O 1.0252(11) 0.3520(13) 0.9294(3) 0.028(2) Uani 1 1 d .
C1 C 0.7297(16) 0.1632(19) 0.7402(5) 0.022(3) Uani 1 1 d .
C2 C 0.8079(18) -0.145(2) 0.8199(5) 0.026(3) Uani 1 1 d .
H2A H 0.9265 -0.2580 0.8339 0.031 Uiso 1 1 calc R
H2B H 0.6736 -0.2362 0.8147 0.031 Uiso 1 1 calc R
C3 C 0.8113(15) 0.0468(19) 0.8681(4) 0.020(2) Uani 1 1 d .
C4 C 0.6344(17) 0.2191(19) 0.8411(5) 0.025(3) Uani 1 1 d .
H4A H 0.4963 0.1388 0.8393 0.029 Uiso 1 1 calc R
H4B H 0.6408 0.3596 0.8687 0.029 Uiso 1 1 calc R
C5 C 1.0258(17) 0.1738(19) 0.8840(5) 0.028(3) Uani 1 1 d .
H5A H 1.1386 0.0551 0.8994 0.034 Uiso 1 1 calc R
H5B H 1.0570 0.2488 0.8464 0.034 Uiso 1 1 calc R
C6 C 1.2287(18) 0.456(2) 0.9487(5) 0.034(3) Uani 1 1 d .
H6A H 1.2237 0.5776 0.9803 0.051 Uiso 1 1 calc R
H6B H 1.2719 0.5320 0.9133 0.051 Uiso 1 1 calc R
H6C H 1.3314 0.3317 0.9657 0.051 Uiso 1 1 calc R
C7 C 0.7575(18) -0.071(2) 0.9259(5) 0.032(3) Uani 1 1 d .
H7A H 0.6196 -0.1515 0.9148 0.047 Uiso 1 1 calc R
H7B H 0.7517 0.0519 0.9570 0.047 Uiso 1 1 calc R
H7C H 0.8670 -0.1892 0.9427 0.047 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.035(4) 0.020(4) 0.026(4) 0.003(3) 0.008(3) 0.000(4)
O2 0.046(5) 0.026(5) 0.030(5) -0.002(4) 0.003(4) 0.005(4)
O3 0.023(4) 0.042(5) 0.025(5) 0.001(4) 0.008(3) -0.002(4)
O4 0.026(4) 0.025(4) 0.031(4) -0.006(3) 0.004(3) -0.007(3)
C1 0.029(6) 0.024(6) 0.014(6) -0.003(5) 0.008(4) -0.009(5)
C2 0.030(6) 0.024(6) 0.023(6) 0.010(5) 0.002(5) -0.004(5)
C3 0.022(5) 0.020(6) 0.019(5) 0.000(5) 0.003(4) -0.008(5)
C4 0.032(6) 0.013(6) 0.033(6) 0.003(5) 0.018(5) -0.004(5)
C5 0.036(7) 0.019(6) 0.027(6) -0.003(5) -0.001(5) 0.002(5)
C6 0.039(7) 0.028(6) 0.032(7) -0.009(5) 0.003(5) -0.018(6)
C7 0.033(6) 0.030(7) 0.031(7) 0.002(5) 0.005(5) -0.006(6)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 O1 C4 121.7(8)
C1 O2 C2 121.2(8)
C5 O4 C6 111.4(8)
O3 C1 O2 122.0(10)
O3 C1 O1 118.3(10)
O2 C1 O1 119.7(9)
O2 C2 C3 111.1(8)
O2 C2 H2A 109.4
C3 C2 H2A 109.4
O2 C2 H2B 109.4
C3 C2 H2B 109.4
H2A C2 H2B 108.0
C2 C3 C4 105.6(8)
C2 C3 C5 111.8(9)
C4 C3 C5 111.6(9)
C2 C3 C7 108.2(9)
C4 C3 C7 108.6(8)
C5 C3 C7 110.8(8)
O1 C4 C3 113.0(8)
O1 C4 H4A 109.0
C3 C4 H4A 109.0
O1 C4 H4B 109.0
C3 C4 H4B 109.0
H4A C4 H4B 107.8
O4 C5 C3 110.7(9)
O4 C5 H5A 109.5
C3 C5 H5A 109.5
O4 C5 H5B 109.5
C3 C5 H5B 109.5
H5A C5 H5B 108.1
O4 C6 H6A 109.5
O4 C6 H6B 109.5
H6A C6 H6B 109.5
O4 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
C3 C7 H7A 109.5
C3 C7 H7B 109.5
H7A C7 H7B 109.5
C3 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.357(12)
O1 C4 1.460(12)
O2 C1 1.322(13)
O2 C2 1.481(13)
O3 C1 1.187(12)
O4 C5 1.416(13)
O4 C6 1.418(13)
C2 C3 1.510(15)
C2 H2A 0.9900
C2 H2B 0.9900
C3 C4 1.516(15)
C3 C5 1.529(14)
C3 C7 1.543(14)
C4 H4A 0.9900
C4 H4B 0.9900
C5 H5A 0.9900
C5 H5B 0.9900
C6 H6A 0.9800
C6 H6B 0.9800
C6 H6C 0.9800
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C2 O2 C1 O3 -165.7(10)
C2 O2 C1 O1 13.3(14)
C4 O1 C1 O3 170.6(9)
C4 O1 C1 O2 -8.5(14)
C1 O2 C2 C3 -39.2(13)
O2 C2 C3 C4 55.5(11)
O2 C2 C3 C5 -66.0(11)
O2 C2 C3 C7 171.7(8)
C1 O1 C4 C3 29.9(13)
C2 C3 C4 O1 -51.7(10)
C5 C3 C4 O1 69.9(11)
C7 C3 C4 O1 -167.7(8)
C6 O4 C5 C3 174.6(9)
C2 C3 C5 O4 -179.8(8)
C4 C3 C5 O4 62.2(11)
C7 C3 C5 O4 -58.9(11)
|
1501792.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501792.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501792
loop_
_publ_author_name
'Darensbourg, Donald J.'
'Moncada, Adriana I.'
'Wei, Sheng-Hsuan'
_publ_section_title
;
Aliphatic Polycarbonates Produced from the Coupling of Carbon Dioxide and
Oxetanes and Their Depolymerization via Cyclic Carbonate Formation
;
_journal_issue 8
_journal_name_full Macromolecules
_journal_page_first 2568
_journal_paper_doi 10.1021/ma2002323
_journal_volume 44
_journal_year 2011
_chemical_formula_sum 'C36 H36 Cl Cr N2 O6'
_chemical_formula_weight 680.12
_chemical_name_systematic
;
?
;
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2ybc'
_symmetry_space_group_name_H-M 'P 1 21/c 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 106.48(2)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 17.268(9)
_cell_length_b 18.138(10)
_cell_length_c 11.499(5)
_cell_measurement_reflns_used 371
_cell_measurement_temperature 110(2)
_cell_measurement_theta_max 48.83
_cell_measurement_theta_min 2.64
_cell_volume 3454(3)
_computing_cell_refinement 'Bruker FRAMBO'
_computing_data_collection 'Bruker FRAMBO'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 110(2)
_diffrn_measured_fraction_theta_full 0.869
_diffrn_measured_fraction_theta_max 0.869
_diffrn_measurement_device_type 'MWPC area detector'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54184
_diffrn_reflns_av_R_equivalents 0.2681
_diffrn_reflns_av_sigmaI/netI 0.3196
_diffrn_reflns_limit_h_max 19
_diffrn_reflns_limit_h_min -18
_diffrn_reflns_limit_k_max 20
_diffrn_reflns_limit_k_min -19
_diffrn_reflns_limit_l_max 12
_diffrn_reflns_limit_l_min -10
_diffrn_reflns_number 16688
_diffrn_reflns_theta_full 60.00
_diffrn_reflns_theta_max 60.00
_diffrn_reflns_theta_min 2.44
_exptl_absorpt_coefficient_mu 3.819
_exptl_absorpt_correction_T_max 0.9962
_exptl_absorpt_correction_T_min 0.7013
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details sadabs
_exptl_crystal_colour red
_exptl_crystal_density_diffrn 1.308
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description plate
_exptl_crystal_F_000 1420
_exptl_crystal_size_max 0.10
_exptl_crystal_size_mid 0.10
_exptl_crystal_size_min 0.001
_refine_diff_density_max 0.070
_refine_diff_density_min -0.065
_refine_diff_density_rms 0.014
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.002
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 418
_refine_ls_number_reflns 4447
_refine_ls_number_restraints 5
_refine_ls_restrained_S_all 1.002
_refine_ls_R_factor_all 0.2425
_refine_ls_R_factor_gt 0.0839
_refine_ls_shift/su_max 0.067
_refine_ls_shift/su_mean 0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
; calc
[0.00000+1.00000exp(3.10(sin\q/\l)^2^)]/
[\s^2^(Fo^2^)+0.0000+0.0000*P+(0.0000P)^2^+0.0000sin\q/\l]
where P = 0.33333Fo^2^ + 0.66667Fc^2^
;
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1144
_refine_ls_wR_factor_ref 0.1654
_reflns_number_gt 1264
_reflns_number_total 4447
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file ma2002323_si_003.cif
_cod_data_source_block dda
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_cell_volume 3453(3)
_cod_original_sg_symbol_H-M P2(1)/c
_cod_database_code 1501792
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cr1 Cr 0.83532(10) 0.45600(9) 0.11921(14) 0.0845(14) Uani 1 1 d .
Cl1 Cl 0.92203(14) 0.54340(14) 0.2284(2) 0.0898(14) Uani 1 1 d .
O1 O 0.7615(4) 0.3766(4) 0.0166(8) 0.111(3) Uani 1 1 d D
O2 O 0.5653(8) 0.2362(8) 0.0012(13) 0.183(5) Uani 1 1 d D
O3 O 0.7793(4) 0.5229(3) 0.0012(5) 0.097(3) Uani 1 1 d .
O4 O 0.8362(6) 0.6249(4) -0.4220(6) 0.126(3) Uani 1 1 d .
O5 O 0.7599(4) 0.4636(4) 0.2154(6) 0.096(2) Uani 1 1 d .
O6 O 0.7858(4) 0.3720(4) 0.6779(6) 0.111(3) Uani 1 1 d .
N1 N 0.9103(4) 0.4286(4) 0.0176(7) 0.088(3) Uani 1 1 d .
N2 N 0.9001(5) 0.3769(4) 0.2287(7) 0.089(3) Uani 1 1 d .
C1 C 0.7143(10) 0.3232(10) 0.0537(10) 0.223(9) Uani 1 1 d D
H1A H 0.6880 0.3430 0.1100 0.267 Uiso 1 1 d R
H1B H 0.7440 0.2796 0.0866 0.267 Uiso 1 1 d R
C2 C 0.6531(8) 0.3161(8) -0.0743(8) 0.105(4) Uani 1 1 d D
C3 C 0.6991(8) 0.3870(9) -0.0917(10) 0.185(8) Uani 1 1 d D
H3A H 0.7195 0.3856 -0.1612 0.222 Uiso 1 1 d R
H3B H 0.6675 0.4307 -0.0934 0.222 Uiso 1 1 d R
C4 C 0.5678(14) 0.2897(13) -0.072(2) 0.43(3) Uani 1 1 d D
H4A H 0.5389 0.3324 -0.0504 0.516 Uiso 1 1 calc R
H4B H 0.5376 0.2743 -0.1551 0.516 Uiso 1 1 calc R
C5 C 0.5017(13) 0.2031(15) 0.013(2) 0.37(2) Uani 1 1 d D
H5A H 0.5178 0.1586 0.0622 0.552 Uiso 1 1 calc R
H5B H 0.4668 0.1894 -0.0673 0.552 Uiso 1 1 calc R
H5C H 0.4723 0.2362 0.0528 0.552 Uiso 1 1 calc R
C6 C 0.6580(10) 0.2565(9) -0.1644(16) 0.213(8) Uani 1 1 d .
H6A H 0.7137 0.2527 -0.1689 0.319 Uiso 1 1 calc R
H6B H 0.6222 0.2692 -0.2445 0.319 Uiso 1 1 calc R
H6C H 0.6414 0.2093 -0.1379 0.319 Uiso 1 1 calc R
C7 C 0.8600(6) 0.5178(5) -0.1445(8) 0.096(4) Uani 1 1 d .
C8 C 0.8016(6) 0.5490(6) -0.1032(8) 0.093(3) Uani 1 1 d .
C9 C 0.7545(7) 0.6085(5) -0.1643(9) 0.099(4) Uani 1 1 d .
C10 C 0.7633(6) 0.6282(6) -0.2729(9) 0.093(3) Uani 1 1 d .
C11 C 0.8277(8) 0.5980(7) -0.3147(11) 0.123(5) Uani 1 1 d .
C12 C 0.8772(6) 0.5440(5) -0.2496(8) 0.086(3) Uani 1 1 d .
C13 C 0.8858(6) 0.5886(6) -0.4781(8) 0.102(4) Uani 1 1 d .
H13A H 0.8836 0.6133 -0.5548 0.153 Uiso 1 1 calc R
H13B H 0.8677 0.5375 -0.4941 0.153 Uiso 1 1 calc R
H13C H 0.9414 0.5894 -0.4252 0.153 Uiso 1 1 calc R
C14 C 0.6816(9) 0.6462(7) -0.1206(11) 0.126(5) Uani 1 1 d .
C15 C 0.7275(8) 0.6841(6) 0.0060(8) 0.134(5) Uani 1 1 d .
H15A H 0.6880 0.7079 0.0403 0.201 Uiso 1 1 calc R
H15B H 0.7655 0.7211 -0.0072 0.201 Uiso 1 1 calc R
H15C H 0.7571 0.6464 0.0624 0.201 Uiso 1 1 calc R
C16 C 0.6179(8) 0.5951(9) -0.1059(10) 0.148(5) Uani 1 1 d .
H16A H 0.5908 0.5725 -0.1842 0.222 Uiso 1 1 calc R
H16B H 0.5784 0.6226 -0.0763 0.222 Uiso 1 1 calc R
H16C H 0.6425 0.5565 -0.0474 0.222 Uiso 1 1 calc R
C17 C 0.6407(8) 0.7086(6) -0.2028(10) 0.147(5) Uani 1 1 d .
H17A H 0.6091 0.6885 -0.2810 0.220 Uiso 1 1 calc R
H17B H 0.6817 0.7425 -0.2155 0.220 Uiso 1 1 calc R
H17C H 0.6047 0.7352 -0.1650 0.220 Uiso 1 1 calc R
C18 C 0.9179(6) 0.4639(5) -0.0762(8) 0.085(3) Uani 1 1 d .
C19 C 0.9649(5) 0.3698(5) 0.0690(6) 0.067(3) Uani 1 1 d .
C20 C 0.9552(5) 0.3448(5) 0.1761(7) 0.071(3) Uani 1 1 d .
C21 C 1.0051(6) 0.2819(5) 0.2356(8) 0.088(3) Uani 1 1 d .
C22 C 1.0597(6) 0.2531(6) 0.1825(11) 0.096(3) Uani 1 1 d .
C23 C 1.0702(7) 0.2788(6) 0.0751(8) 0.097(4) Uani 1 1 d .
C24 C 1.0213(6) 0.3406(5) 0.0153(8) 0.084(3) Uani 1 1 d .
C25 C 0.8919(5) 0.3591(6) 0.3370(8) 0.088(3) Uani 1 1 d .
C26 C 0.8347(5) 0.3907(5) 0.3911(8) 0.071(3) Uani 1 1 d .
C27 C 0.7695(6) 0.4396(7) 0.3295(10) 0.105(4) Uani 1 1 d .
C28 C 0.7143(6) 0.4621(8) 0.3909(11) 0.122(4) Uani 1 1 d .
C29 C 0.7275(7) 0.4388(8) 0.5092(11) 0.123(4) Uani 1 1 d .
C30 C 0.7887(7) 0.3902(6) 0.5615(10) 0.100(3) Uani 1 1 d .
C31 C 0.8413(6) 0.3678(5) 0.5066(9) 0.083(3) Uani 1 1 d .
C32 C 0.8513(7) 0.3249(6) 0.7432(9) 0.117(4) Uani 1 1 d .
H32A H 0.8464 0.3154 0.8247 0.175 Uiso 1 1 calc R
H32B H 0.9029 0.3492 0.7494 0.175 Uiso 1 1 calc R
H32C H 0.8488 0.2781 0.6997 0.175 Uiso 1 1 calc R
C33 C 0.6451(8) 0.5140(8) 0.3216(12) 0.118(4) Uani 1 1 d .
C34 C 0.6790(7) 0.5862(8) 0.2956(9) 0.134(5) Uani 1 1 d .
H34A H 0.7086 0.5789 0.2354 0.201 Uiso 1 1 calc R
H34B H 0.7158 0.6058 0.3705 0.201 Uiso 1 1 calc R
H34C H 0.6348 0.6213 0.2640 0.201 Uiso 1 1 calc R
C35 C 0.5908(8) 0.5311(8) 0.4083(11) 0.189(7) Uani 1 1 d .
H35A H 0.5483 0.5661 0.3686 0.283 Uiso 1 1 calc R
H35B H 0.6243 0.5525 0.4841 0.283 Uiso 1 1 calc R
H35C H 0.5662 0.4853 0.4259 0.283 Uiso 1 1 calc R
C36 C 0.5909(7) 0.4826(7) 0.2089(13) 0.152(6) Uani 1 1 d .
H36A H 0.6216 0.4735 0.1506 0.229 Uiso 1 1 calc R
H36B H 0.5471 0.5175 0.1739 0.229 Uiso 1 1 calc R
H36C H 0.5680 0.4361 0.2275 0.229 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cr1 0.0899(17) 0.0740(16) 0.0856(17) 0.0063(9) 0.0181(9) 0.0129(9)
Cl1 0.108(2) 0.084(2) 0.083(2) -0.0002(13) 0.0355(14) 0.0085(14)
O1 0.079(5) 0.094(6) 0.148(7) 0.020(5) 0.012(5) 0.026(4)
O2 0.181(11) 0.196(13) 0.203(13) -0.029(9) 0.105(10) -0.035(8)
O3 0.101(5) 0.104(6) 0.075(4) 0.005(4) 0.006(4) 0.050(4)
O4 0.222(9) 0.087(6) 0.073(5) 0.005(4) 0.049(5) 0.018(5)
O5 0.081(5) 0.116(6) 0.096(5) 0.010(4) 0.031(4) 0.016(4)
O6 0.129(6) 0.117(6) 0.094(5) 0.021(4) 0.043(5) 0.024(5)
N1 0.073(6) 0.071(5) 0.118(7) -0.004(5) 0.023(5) 0.015(4)
N2 0.091(6) 0.080(6) 0.103(6) 0.007(5) 0.040(5) 0.001(4)
C1 0.28(2) 0.29(2) 0.076(10) 0.004(12) 0.009(12) -0.059(19)
C2 0.145(11) 0.128(11) 0.047(6) -0.027(6) 0.037(7) -0.016(8)
C3 0.116(12) 0.30(2) 0.107(11) -0.037(13) -0.012(9) 0.046(15)
C4 0.70(7) 0.42(5) 0.28(3) -0.24(3) 0.32(4) -0.26(5)
C5 0.27(3) 0.47(5) 0.30(3) 0.02(3) -0.01(2) -0.18(3)
C6 0.173(16) 0.111(12) 0.34(2) -0.032(14) 0.043(15) -0.015(11)
C7 0.119(9) 0.083(7) 0.070(7) 0.005(5) 0.000(6) 0.048(6)
C8 0.089(7) 0.125(9) 0.060(6) 0.010(6) 0.015(5) 0.036(7)
C9 0.126(9) 0.079(7) 0.087(7) 0.013(6) 0.023(7) 0.046(6)
C10 0.118(8) 0.087(7) 0.071(7) -0.003(6) 0.026(6) -0.002(6)
C11 0.165(12) 0.100(9) 0.092(9) -0.023(7) 0.017(9) 0.041(9)
C12 0.133(9) 0.067(6) 0.053(6) 0.015(5) 0.017(5) 0.023(6)
C13 0.122(9) 0.109(9) 0.085(7) -0.030(6) 0.044(6) 0.001(6)
C14 0.164(14) 0.102(10) 0.092(9) 0.013(8) 0.007(9) 0.038(9)
C15 0.226(15) 0.108(9) 0.068(7) 0.006(6) 0.044(8) 0.064(9)
C16 0.166(14) 0.179(15) 0.099(10) 0.006(9) 0.037(9) 0.063(12)
C17 0.182(13) 0.115(11) 0.149(11) 0.041(8) 0.056(9) 0.075(9)
C18 0.116(8) 0.059(6) 0.072(6) 0.018(5) 0.015(5) 0.015(5)
C19 0.085(7) 0.073(6) 0.033(5) -0.004(4) 0.003(4) 0.000(5)
C20 0.074(6) 0.090(7) 0.051(5) -0.002(5) 0.022(5) 0.005(5)
C21 0.102(8) 0.081(7) 0.078(7) 0.029(5) 0.018(6) 0.025(6)
C22 0.068(7) 0.083(7) 0.136(10) 0.013(7) 0.028(7) 0.017(5)
C23 0.136(10) 0.101(8) 0.051(6) -0.010(5) 0.022(6) 0.022(7)
C24 0.104(7) 0.068(6) 0.082(7) -0.033(5) 0.029(6) -0.001(5)
C25 0.095(7) 0.108(8) 0.078(7) 0.009(6) 0.055(6) 0.003(6)
C26 0.069(6) 0.069(6) 0.072(6) 0.017(5) 0.015(5) 0.009(4)
C27 0.096(8) 0.131(10) 0.108(9) -0.009(8) 0.062(7) 0.000(7)
C28 0.081(8) 0.186(13) 0.103(9) 0.013(9) 0.030(7) 0.025(8)
C29 0.116(10) 0.157(12) 0.117(10) 0.046(9) 0.066(8) 0.017(8)
C30 0.113(9) 0.093(8) 0.090(8) 0.014(6) 0.022(7) 0.013(7)
C31 0.092(7) 0.078(7) 0.078(7) 0.000(5) 0.023(6) 0.002(5)
C32 0.170(12) 0.085(8) 0.103(9) 0.003(6) 0.050(8) 0.016(8)
C33 0.122(11) 0.115(10) 0.126(10) 0.005(8) 0.053(9) 0.051(8)
C34 0.146(12) 0.136(12) 0.097(9) 0.033(8) -0.002(8) 0.014(9)
C35 0.174(14) 0.230(18) 0.173(13) 0.061(12) 0.069(11) 0.131(13)
C36 0.092(10) 0.107(10) 0.233(16) -0.012(10) 0.004(10) 0.021(7)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cr Cr -0.1635 2.4439 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O3 Cr1 O5 94.3(3)
O3 Cr1 N2 172.4(3)
O5 Cr1 N2 92.2(3)
O3 Cr1 N1 91.4(3)
O5 Cr1 N1 169.8(3)
N2 Cr1 N1 81.6(3)
O3 Cr1 O1 86.0(3)
O5 Cr1 O1 88.3(3)
N2 Cr1 O1 90.2(3)
N1 Cr1 O1 83.7(3)
O3 Cr1 Cl1 94.1(2)
O5 Cr1 Cl1 94.5(2)
N2 Cr1 Cl1 89.4(2)
N1 Cr1 Cl1 93.5(2)
O1 Cr1 Cl1 177.2(2)
C1 O1 C3 89.8(10)
C1 O1 Cr1 128.7(8)
C3 O1 Cr1 127.3(8)
C5 O2 C4 127(2)
C8 O3 Cr1 127.7(5)
C11 O4 C13 119.4(9)
C27 O5 Cr1 128.0(6)
C30 O6 C32 113.7(8)
C18 N1 C19 120.1(8)
C18 N1 Cr1 126.1(7)
C19 N1 Cr1 113.3(6)
C25 N2 C20 124.9(8)
C25 N2 Cr1 124.5(6)
C20 N2 Cr1 110.6(6)
O1 C1 C2 93.8(8)
O1 C1 H1A 111.8
C2 C1 H1A 110.1
O1 C1 H1B 113.3
C2 C1 H1B 116.7
H1A C1 H1B 110.2
C6 C2 C3 111.8(11)
C6 C2 C1 123.4(13)
C3 C2 C1 79.5(9)
C6 C2 C4 91.7(13)
C3 C2 C4 141.0(14)
C1 C2 C4 113.7(12)
O1 C3 C2 93.8(8)
O1 C3 H3A 111.3
C2 C3 H3A 114.0
O1 C3 H3B 114.6
C2 C3 H3B 112.2
H3A C3 H3B 110.2
O2 C4 C2 117(2)
O2 C4 H4A 108.1
C2 C4 H4A 108.1
O2 C4 H4B 108.1
C2 C4 H4B 108.1
H4A C4 H4B 107.3
O2 C5 H5A 109.5
O2 C5 H5B 109.5
H5A C5 H5B 109.5
O2 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
C2 C6 H6A 109.5
C2 C6 H6B 109.5
H6A C6 H6B 109.5
C2 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
C8 C7 C12 121.3(9)
C8 C7 C18 123.8(10)
C12 C7 C18 114.2(9)
C7 C8 C9 121.7(9)
C7 C8 O3 123.9(9)
C9 C8 O3 114.3(8)
C10 C9 C8 117.5(10)
C10 C9 C14 118.3(9)
C8 C9 C14 123.5(10)
C9 C10 C11 120.7(10)
O4 C11 C12 122.3(11)
O4 C11 C10 117.1(10)
C12 C11 C10 120.6(12)
C11 C12 C7 117.3(10)
O4 C13 H13A 109.5
O4 C13 H13B 109.5
H13A C13 H13B 109.5
O4 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C16 C14 C17 108.0(12)
C16 C14 C15 110.9(12)
C17 C14 C15 105.6(10)
C16 C14 C9 115.8(11)
C17 C14 C9 112.6(11)
C15 C14 C9 103.5(10)
C14 C15 H15A 109.5
C14 C15 H15B 109.5
H15A C15 H15B 109.5
C14 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
C14 C16 H16A 109.5
C14 C16 H16B 109.5
H16A C16 H16B 109.5
C14 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
C14 C17 H17A 109.5
C14 C17 H17B 109.5
H17A C17 H17B 109.5
C14 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
N1 C18 C7 124.4(10)
C20 C19 C24 123.5(8)
C20 C19 N1 112.5(8)
C24 C19 N1 124.0(8)
C19 C20 N2 121.8(8)
C19 C20 C21 118.0(8)
N2 C20 C21 120.3(8)
C22 C21 C20 118.4(9)
C21 C22 C23 123.7(9)
C22 C23 C24 118.6(9)
C19 C24 C23 117.9(9)
N2 C25 C26 125.5(9)
C31 C26 C25 115.2(8)
C31 C26 C27 120.0(9)
C25 C26 C27 124.7(8)
O5 C27 C28 118.9(11)
O5 C27 C26 122.5(8)
C28 C27 C26 118.6(10)
C29 C28 C27 117.5(11)
C29 C28 C33 125.5(11)
C27 C28 C33 117.0(11)
C30 C29 C28 121.3(11)
C31 C30 C29 122.6(11)
C31 C30 O6 127.5(10)
C29 C30 O6 109.8(11)
C30 C31 C26 119.8(10)
O6 C32 H32A 109.5
O6 C32 H32B 109.5
H32A C32 H32B 109.5
O6 C32 H32C 109.5
H32A C32 H32C 109.5
H32B C32 H32C 109.5
C36 C33 C34 110.3(11)
C36 C33 C28 114.9(11)
C34 C33 C28 110.1(11)
C36 C33 C35 106.7(12)
C34 C33 C35 106.8(11)
C28 C33 C35 107.6(10)
C33 C34 H34A 109.5
C33 C34 H34B 109.5
H34A C34 H34B 109.5
C33 C34 H34C 109.5
H34A C34 H34C 109.5
H34B C34 H34C 109.5
C33 C35 H35A 109.5
C33 C35 H35B 109.5
H35A C35 H35B 109.5
C33 C35 H35C 109.5
H35A C35 H35C 109.5
H35B C35 H35C 109.5
C33 C36 H36A 109.5
C33 C36 H36B 109.5
H36A C36 H36B 109.5
C33 C36 H36C 109.5
H36A C36 H36C 109.5
H36B C36 H36C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cr1 O3 1.873(6)
Cr1 O5 1.938(7)
Cr1 N2 2.024(7)
Cr1 N1 2.037(8)
Cr1 O1 2.059(8)
Cr1 Cl1 2.295(3)
O1 C1 1.408(10)
O1 C3 1.409(9)
O2 C5 1.292(17)
O2 C4 1.293(17)
O3 C8 1.441(10)
O4 C11 1.373(13)
O4 C13 1.377(10)
O5 C27 1.348(11)
O6 C30 1.393(11)
O6 C32 1.446(11)
N1 C18 1.292(10)
N1 C19 1.435(10)
N2 C25 1.332(9)
N2 C20 1.391(10)
C1 C2 1.555(11)
C1 H1A 0.9599
C1 H1B 0.9601
C2 C6 1.515(18)
C2 C3 1.555(11)
C2 C4 1.555(11)
C3 H3A 0.9599
C3 H3B 0.9601
C4 H4A 0.9900
C4 H4B 0.9900
C5 H5A 0.9800
C5 H5B 0.9800
C5 H5C 0.9800
C6 H6A 0.9800
C6 H6B 0.9800
C6 H6C 0.9800
C7 C8 1.354(12)
C7 C12 1.407(12)
C7 C18 1.459(11)
C8 C9 1.413(12)
C9 C10 1.349(12)
C9 C14 1.632(16)
C10 C11 1.438(15)
C11 C12 1.374(13)
C13 H13A 0.9800
C13 H13B 0.9800
C13 H13C 0.9800
C14 C16 1.484(17)
C14 C17 1.515(13)
C14 C15 1.601(14)
C15 H15A 0.9800
C15 H15B 0.9800
C15 H15C 0.9800
C16 H16A 0.9800
C16 H16B 0.9800
C16 H16C 0.9800
C17 H17A 0.9800
C17 H17B 0.9800
C17 H17C 0.9800
C19 C20 1.367(10)
C19 C24 1.396(12)
C20 C21 1.476(11)
C21 C22 1.363(13)
C22 C23 1.379(12)
C23 C24 1.452(12)
C25 C26 1.429(12)
C26 C31 1.365(11)
C26 C27 1.450(13)
C27 C28 1.399(13)
C28 C29 1.380(13)
C28 C33 1.552(15)
C29 C30 1.376(14)
C30 C31 1.309(13)
C32 H32A 0.9800
C32 H32B 0.9800
C32 H32C 0.9800
C33 C36 1.480(15)
C33 C34 1.500(16)
C33 C35 1.580(15)
C34 H34A 0.9800
C34 H34B 0.9800
C34 H34C 0.9800
C35 H35A 0.9800
C35 H35B 0.9800
C35 H35C 0.9800
C36 H36A 0.9800
C36 H36B 0.9800
C36 H36C 0.9800
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
O3 Cr1 O1 C1 -128.5(13)
O5 Cr1 O1 C1 -34.1(13)
N2 Cr1 O1 C1 58.0(13)
N1 Cr1 O1 C1 139.6(13)
Cl1 Cr1 O1 C1 140(5)
O3 Cr1 O1 C3 -1.2(10)
O5 Cr1 O1 C3 93.2(10)
N2 Cr1 O1 C3 -174.6(10)
N1 Cr1 O1 C3 -93.1(10)
Cl1 Cr1 O1 C3 -93(5)
O5 Cr1 O3 C8 177.4(8)
N2 Cr1 O3 C8 -35(3)
N1 Cr1 O3 C8 -11.0(8)
O1 Cr1 O3 C8 -94.6(8)
Cl1 Cr1 O3 C8 82.6(8)
O3 Cr1 O5 C27 -166.7(9)
N2 Cr1 O5 C27 17.3(9)
N1 Cr1 O5 C27 69(2)
O1 Cr1 O5 C27 107.4(9)
Cl1 Cr1 O5 C27 -72.3(9)
O3 Cr1 N1 C18 13.2(8)
O5 Cr1 N1 C18 137.3(16)
N2 Cr1 N1 C18 -169.9(8)
O1 Cr1 N1 C18 99.0(8)
Cl1 Cr1 N1 C18 -81.0(8)
O3 Cr1 N1 C19 -175.0(6)
O5 Cr1 N1 C19 -51(2)
N2 Cr1 N1 C19 1.9(6)
O1 Cr1 N1 C19 -89.2(6)
Cl1 Cr1 N1 C19 90.8(6)
O3 Cr1 N2 C25 -160(2)
O5 Cr1 N2 C25 -12.4(8)
N1 Cr1 N2 C25 175.7(8)
O1 Cr1 N2 C25 -100.6(8)
Cl1 Cr1 N2 C25 82.1(7)
O3 Cr1 N2 C20 21(3)
O5 Cr1 N2 C20 168.8(6)
N1 Cr1 N2 C20 -3.1(6)
O1 Cr1 N2 C20 80.5(6)
Cl1 Cr1 N2 C20 -96.7(6)
C3 O1 C1 C2 13.7(12)
Cr1 O1 C1 C2 154.5(7)
O1 C1 C2 C6 96.7(16)
O1 C1 C2 C3 -12.6(11)
O1 C1 C2 C4 -154.1(14)
C1 O1 C3 C2 -13.7(12)
Cr1 O1 C3 C2 -155.3(7)
C6 C2 C3 O1 -109.3(11)
C1 C2 C3 O1 12.6(11)
C4 C2 C3 O1 127.5(17)
C5 O2 C4 C2 -176(2)
C6 C2 C4 O2 85(2)
C3 C2 C4 O2 -146.5(17)
C1 C2 C4 O2 -43(2)
C12 C7 C8 C9 0.9(18)
C18 C7 C8 C9 170.7(10)
C12 C7 C8 O3 177.7(9)
C18 C7 C8 O3 -12.6(18)
Cr1 O3 C8 C7 13.2(15)
Cr1 O3 C8 C9 -169.8(7)
C7 C8 C9 C10 7.2(18)
O3 C8 C9 C10 -169.8(9)
C7 C8 C9 C14 178.0(12)
O3 C8 C9 C14 0.9(16)
C8 C9 C10 C11 -10.2(17)
C14 C9 C10 C11 178.6(11)
C13 O4 C11 C12 11.8(17)
C13 O4 C11 C10 -167.5(10)
C9 C10 C11 O4 -175.3(10)
C9 C10 C11 C12 5.4(18)
O4 C11 C12 C7 -176.5(10)
C10 C11 C12 C7 2.7(17)
C8 C7 C12 C11 -5.8(16)
C18 C7 C12 C11 -176.4(10)
C10 C9 C14 C16 115.9(13)
C8 C9 C14 C16 -54.7(16)
C10 C9 C14 C17 -9.0(17)
C8 C9 C14 C17 -179.6(11)
C10 C9 C14 C15 -122.5(11)
C8 C9 C14 C15 66.8(15)
C19 N1 C18 C7 171.8(8)
Cr1 N1 C18 C7 -16.8(14)
C8 C7 C18 N1 15.2(17)
C12 C7 C18 N1 -174.4(9)
C18 N1 C19 C20 172.1(8)
Cr1 N1 C19 C20 -0.3(9)
C18 N1 C19 C24 -8.6(13)
Cr1 N1 C19 C24 179.1(7)
C24 C19 C20 N2 178.0(8)
N1 C19 C20 N2 -2.7(11)
C24 C19 C20 C21 -2.2(13)
N1 C19 C20 C21 177.1(7)
C25 N2 C20 C19 -174.6(8)
Cr1 N2 C20 C19 4.2(10)
C25 N2 C20 C21 5.6(14)
Cr1 N2 C20 C21 -175.6(7)
C19 C20 C21 C22 1.6(14)
N2 C20 C21 C22 -178.5(9)
C20 C21 C22 C23 -1.0(17)
C21 C22 C23 C24 0.8(17)
C20 C19 C24 C23 2.0(13)
N1 C19 C24 C23 -177.3(8)
C22 C23 C24 C19 -1.2(14)
C20 N2 C25 C26 -178.9(9)
Cr1 N2 C25 C26 2.4(14)
N2 C25 C26 C31 -175.4(9)
N2 C25 C26 C27 8.9(16)
Cr1 O5 C27 C28 168.4(9)
Cr1 O5 C27 C26 -12.1(15)
C31 C26 C27 O5 -179.7(9)
C25 C26 C27 O5 -4.2(16)
C31 C26 C27 C28 -0.1(16)
C25 C26 C27 C28 175.4(11)
O5 C27 C28 C29 -177.7(11)
C26 C27 C28 C29 2.8(19)
O5 C27 C28 C33 0.0(18)
C26 C27 C28 C33 -179.6(10)
C27 C28 C29 C30 -5(2)
C33 C28 C29 C30 177.2(12)
C28 C29 C30 C31 6(2)
C28 C29 C30 O6 -176.2(11)
C32 O6 C30 C31 2.2(16)
C32 O6 C30 C29 -176.0(10)
C29 C30 C31 C26 -2.6(18)
O6 C30 C31 C26 179.4(9)
C25 C26 C31 C30 -175.9(10)
C27 C26 C31 C30 0.0(15)
C29 C28 C33 C36 -121.7(15)
C27 C28 C33 C36 60.9(17)
C29 C28 C33 C34 113.1(15)
C27 C28 C33 C34 -64.4(16)
C29 C28 C33 C35 -3(2)
C27 C28 C33 C35 179.6(13)
|
1501793.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501793.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501793
loop_
_publ_author_name
'Stempfle, Florian'
'Quinzler, Dorothee'
'Heckler, Ilona'
'Mecking, Stefan'
_publ_section_title
;
Long-Chain Linear C19and C23Monomers and Polycondensates from Unsaturated
Fatty Acid Esters
;
_journal_issue 11
_journal_name_full Macromolecules
_journal_page_first 4159
_journal_paper_doi 10.1021/ma200627e
_journal_volume 44
_journal_year 2011
_chemical_formula_moiety 'C25 H44 F3 O3 P2 Pd S, C F3 O3 S'
_chemical_formula_sum 'C26 H44 F6 O6 P2 Pd S2'
_chemical_formula_weight 799.07
_chemical_name_systematic
;
?
;
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_Int_Tables_number 19
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary heavy
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 9.1472(3)
_cell_length_b 11.3899(5)
_cell_length_c 32.6773(10)
_cell_measurement_reflns_used 62270
_cell_measurement_temperature 100(2)
_cell_measurement_theta_max 28.41
_cell_measurement_theta_min 1.78
_cell_volume 3404.5(2)
_computing_cell_refinement 'STOE X-AREA'
_computing_data_collection 'STOE X-AREA'
_computing_data_reduction 'STOE X-RED'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 100(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type 'STOE IPDS 2T'
_diffrn_measurement_method 'rotation method'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0578
_diffrn_reflns_av_sigmaI/netI 0.0685
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_l_max 42
_diffrn_reflns_limit_l_min -42
_diffrn_reflns_number 43569
_diffrn_reflns_theta_full 27.96
_diffrn_reflns_theta_max 27.96
_diffrn_reflns_theta_min 1.89
_exptl_absorpt_coefficient_mu 0.831
_exptl_absorpt_correction_T_max 0.8377
_exptl_absorpt_correction_T_min 0.7002
_exptl_absorpt_correction_type integration
_exptl_absorpt_process_details 'STOE X-RED32'
_exptl_crystal_colour orange
_exptl_crystal_density_diffrn 1.559
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description fragment
_exptl_crystal_F_000 1640
_exptl_crystal_size_max 0.450
_exptl_crystal_size_mid 0.320
_exptl_crystal_size_min 0.210
_refine_diff_density_max 0.581
_refine_diff_density_min -0.703
_refine_diff_density_rms 0.061
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.368(16)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.034
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 401
_refine_ls_number_reflns 8123
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.034
_refine_ls_R_factor_all 0.0290
_refine_ls_R_factor_gt 0.0253
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0277P)^2^+2.7175P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0601
_refine_ls_wR_factor_ref 0.0607
_reflns_number_gt 7865
_reflns_number_total 8123
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file ma200627e_si_001.cif
_cod_data_source_block f:\x_ray\gs10_058\platon\gs10_058
_cod_database_code 1501793
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.8235(4) -0.3156(2) 0.14585(8) 0.0316(6) Uani 1 1 d .
H1C H 0.9173 -0.3537 0.1401 0.038 Uiso 1 1 calc R
H1B H 0.7469 -0.3754 0.1481 0.038 Uiso 1 1 calc R
H1A H 0.8303 -0.2720 0.1716 0.038 Uiso 1 1 calc R
C2 C 0.9148(3) -0.1467(2) 0.10456(9) 0.0290(6) Uani 1 1 d .
H2C H 1.0006 -0.1914 0.0956 0.035 Uiso 1 1 calc R
H2B H 0.9371 -0.1066 0.1304 0.035 Uiso 1 1 calc R
H2A H 0.8893 -0.0885 0.0837 0.035 Uiso 1 1 calc R
C3 C 0.7661(3) -0.3034(2) 0.07122(8) 0.0288(6) Uani 1 1 d .
H3A H 0.7660 -0.2506 0.0475 0.035 Uiso 1 1 calc R
H3B H 0.6730 -0.3459 0.0724 0.035 Uiso 1 1 calc R
H3C H 0.8466 -0.3596 0.0686 0.035 Uiso 1 1 calc R
C4 C 0.7858(3) -0.2306(2) 0.11095(7) 0.0236(5) Uani 1 1 d .
C5 C 0.5087(3) -0.2569(3) 0.19166(8) 0.0320(6) Uani 1 1 d .
H5A H 0.5393 -0.1881 0.2075 0.038 Uiso 1 1 calc R
H5B H 0.5892 -0.3135 0.1904 0.038 Uiso 1 1 calc R
H5C H 0.4239 -0.2935 0.2049 0.038 Uiso 1 1 calc R
C6 C 0.4249(3) -0.3269(2) 0.12289(8) 0.0330(6) Uani 1 1 d .
H6A H 0.5096 -0.3792 0.1203 0.040 Uiso 1 1 calc R
H6B H 0.3932 -0.3018 0.0956 0.040 Uiso 1 1 calc R
H6C H 0.3450 -0.3688 0.1365 0.040 Uiso 1 1 calc R
C7 C 0.3349(3) -0.1375(2) 0.15234(8) 0.0295(6) Uani 1 1 d .
H7A H 0.3072 -0.1081 0.1252 0.035 Uiso 1 1 calc R
H7B H 0.3599 -0.0712 0.1701 0.035 Uiso 1 1 calc R
H7C H 0.2528 -0.1811 0.1642 0.035 Uiso 1 1 calc R
C8 C 0.4673(3) -0.2190(2) 0.14829(7) 0.0238(5) Uani 1 1 d .
C9 C 0.5598(3) -0.1029(2) 0.06954(7) 0.0199(4) Uani 1 1 d .
H9A H 0.6429 -0.0627 0.0561 0.024 Uiso 1 1 calc R
H9B H 0.5477 -0.1792 0.0554 0.024 Uiso 1 1 calc R
C10 C 0.4256(3) -0.03167(18) 0.06001(6) 0.0169(4) Uani 1 1 d .
C11 C 0.3042(3) -0.08953(19) 0.04411(7) 0.0232(5) Uani 1 1 d .
H11A H 0.3035 -0.1729 0.0432 0.028 Uiso 1 1 calc R
C12 C 0.1845(3) -0.0279(2) 0.02964(7) 0.0248(5) Uani 1 1 d .
H12A H 0.1015 -0.0689 0.0195 0.030 Uiso 1 1 calc R
C13 C 0.1863(3) 0.0943(2) 0.02995(7) 0.0257(5) Uani 1 1 d .
H13A H 0.1055 0.1374 0.0196 0.031 Uiso 1 1 calc R
C14 C 0.3070(3) 0.15229(19) 0.04552(7) 0.0234(4) Uani 1 1 d .
H14A H 0.3083 0.2357 0.0456 0.028 Uiso 1 1 calc R
C15 C 0.4265(3) 0.09142(19) 0.06112(7) 0.0183(4) Uani 1 1 d .
C16 C 0.5581(3) 0.16033(19) 0.07456(6) 0.0177(4) Uani 1 1 d .
H16B H 0.5423 0.2423 0.0655 0.021 Uiso 1 1 calc R
H16A H 0.6423 0.1301 0.0587 0.021 Uiso 1 1 calc R
C17 C 0.7894(3) 0.2581(2) 0.12355(7) 0.0207(5) Uani 1 1 d .
C18 C 0.9116(3) 0.1742(2) 0.10905(8) 0.0250(5) Uani 1 1 d .
H18A H 0.8811 0.1353 0.0837 0.030 Uiso 1 1 calc R
H18B H 0.9299 0.1150 0.1302 0.030 Uiso 1 1 calc R
H18C H 1.0012 0.2191 0.1041 0.030 Uiso 1 1 calc R
C19 C 0.8377(3) 0.3135(2) 0.16412(8) 0.0278(5) Uani 1 1 d .
H19A H 0.8442 0.2525 0.1852 0.033 Uiso 1 1 calc R
H19B H 0.7662 0.3729 0.1725 0.033 Uiso 1 1 calc R
H19C H 0.9336 0.3505 0.1606 0.033 Uiso 1 1 calc R
C20 C 0.7733(3) 0.3549(2) 0.09061(8) 0.0252(5) Uani 1 1 d .
H20C H 0.8592 0.4063 0.0913 0.030 Uiso 1 1 calc R
H20B H 0.6852 0.4012 0.0961 0.030 Uiso 1 1 calc R
H20A H 0.7653 0.3185 0.0635 0.030 Uiso 1 1 calc R
C21 C 0.4701(3) 0.2448(2) 0.15845(7) 0.0212(5) Uani 1 1 d .
C22 C 0.4952(3) 0.2297(3) 0.20469(7) 0.0293(6) Uani 1 1 d .
H22A H 0.5907 0.2624 0.2121 0.035 Uiso 1 1 calc R
H22B H 0.4926 0.1461 0.2117 0.035 Uiso 1 1 calc R
H22C H 0.4182 0.2711 0.2198 0.035 Uiso 1 1 calc R
C23 C 0.4633(3) 0.3762(2) 0.14812(8) 0.0274(5) Uani 1 1 d .
H23A H 0.4512 0.3860 0.1185 0.033 Uiso 1 1 calc R
H23B H 0.5540 0.4144 0.1569 0.033 Uiso 1 1 calc R
H23C H 0.3802 0.4120 0.1623 0.033 Uiso 1 1 calc R
C24 C 0.3200(3) 0.1914(2) 0.14815(8) 0.0309(5) Uani 1 1 d .
H24A H 0.3257 0.1057 0.1499 0.037 Uiso 1 1 calc R
H24B H 0.2916 0.2144 0.1204 0.037 Uiso 1 1 calc R
H24C H 0.2470 0.2202 0.1677 0.037 Uiso 1 1 calc R
C25 C 1.0324(3) -0.0061(3) 0.23379(7) 0.0364(6) Uani 1 1 d .
C26 C 0.6532(2) 0.0014(3) -0.04608(7) 0.0288(5) Uani 1 1 d .
F1 F 1.06608(17) 0.01809(19) 0.19515(5) 0.0412(4) Uani 1 1 d .
F2 F 1.0948(3) -0.1078(2) 0.24336(7) 0.0591(6) Uani 1 1 d .
F3 F 1.0869(3) 0.0764(2) 0.25742(7) 0.0652(7) Uani 1 1 d .
F4 F 0.5566(2) -0.0613(2) -0.02588(6) 0.0563(6) Uani 1 1 d .
F5 F 0.6046(2) 0.11041(18) -0.04568(9) 0.0732(8) Uani 1 1 d .
F6 F 0.65187(19) -0.0386(2) -0.08402(5) 0.0510(6) Uani 1 1 d .
O1 O 0.7903(2) -0.11013(16) 0.21213(6) 0.0300(4) Uani 1 1 d .
O2 O 0.7796(2) 0.09464(16) 0.22308(5) 0.0276(4) Uani 1 1 d .
O3 O 0.8131(2) -0.0352(2) 0.28259(5) 0.0429(5) Uani 1 1 d .
O4 O 0.9260(2) 0.05534(16) -0.05045(5) 0.0281(4) Uani 1 1 d .
O5 O 0.8614(2) -0.13225(16) -0.02043(6) 0.0355(5) Uani 1 1 d .
O6 O 0.8127(2) 0.04813(16) 0.01629(5) 0.0306(4) Uani 1 1 d .
P1 P 0.61843(7) -0.13622(5) 0.121798(18) 0.01766(12) Uani 1 1 d .
P2 P 0.61683(7) 0.16704(5) 0.128445(17) 0.01649(12) Uani 1 1 d .
S1 S 0.83423(6) -0.01549(6) 0.240118(16) 0.02585(12) Uani 1 1 d .
S2 S 0.83432(5) -0.00803(5) -0.022583(14) 0.01857(10) Uani 1 1 d .
Pd1 Pd 0.688826(17) 0.007229(15) 0.165359(4) 0.01772(4) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0372(15) 0.0306(12) 0.0271(12) 0.0045(10) -0.0019(13) 0.0120(12)
C2 0.0225(14) 0.0319(13) 0.0327(13) -0.0007(11) 0.0024(11) 0.0044(11)
C3 0.0354(15) 0.0258(12) 0.0253(12) 0.0001(10) 0.0031(11) 0.0120(10)
C4 0.0256(13) 0.0245(11) 0.0206(11) 0.0040(9) 0.0013(9) 0.0070(9)
C5 0.0372(16) 0.0377(15) 0.0210(12) 0.0050(10) 0.0027(11) -0.0086(12)
C6 0.0436(17) 0.0267(13) 0.0287(13) -0.0015(10) -0.0002(12) -0.0084(12)
C7 0.0242(14) 0.0333(12) 0.0310(12) 0.0013(10) 0.0072(10) -0.0050(11)
C8 0.0290(14) 0.0246(11) 0.0177(11) -0.0005(9) 0.0011(10) -0.0045(10)
C9 0.0253(12) 0.0171(10) 0.0173(10) -0.0007(8) 0.0013(9) 0.0031(9)
C10 0.0185(10) 0.0184(10) 0.0137(9) -0.0014(7) -0.0006(8) 0.0005(8)
C11 0.0284(13) 0.0195(9) 0.0216(10) -0.0018(8) -0.0006(10) -0.0022(10)
C12 0.0219(11) 0.0276(11) 0.0249(10) -0.0023(8) -0.0056(9) -0.0022(10)
C13 0.0237(12) 0.0269(11) 0.0264(11) -0.0014(9) -0.0049(10) 0.0029(11)
C14 0.0231(12) 0.0210(10) 0.0261(11) -0.0023(8) -0.0042(10) 0.0015(10)
C15 0.0213(11) 0.0180(10) 0.0157(9) -0.0016(8) -0.0004(8) 0.0003(9)
C16 0.0195(11) 0.0185(10) 0.0152(9) 0.0004(8) -0.0010(8) -0.0001(8)
C17 0.0200(12) 0.0239(10) 0.0183(10) -0.0003(8) -0.0021(9) -0.0042(9)
C18 0.0211(13) 0.0297(12) 0.0241(12) 0.0007(10) 0.0017(10) -0.0007(10)
C19 0.0321(14) 0.0293(11) 0.0219(11) -0.0022(10) -0.0044(11) -0.0093(10)
C20 0.0245(12) 0.0256(11) 0.0254(11) 0.0024(9) 0.0010(10) -0.0042(9)
C21 0.0212(12) 0.0238(11) 0.0185(11) -0.0026(8) 0.0038(9) 0.0012(9)
C22 0.0312(15) 0.0383(15) 0.0184(11) 0.0009(10) 0.0033(10) 0.0081(11)
C23 0.0322(14) 0.0252(12) 0.0247(11) 0.0000(10) 0.0067(10) 0.0056(10)
C24 0.0236(13) 0.0351(13) 0.0342(13) -0.0062(11) 0.0065(12) -0.0008(12)
C25 0.0305(12) 0.0555(17) 0.0232(10) 0.0064(14) -0.0048(9) -0.0008(16)
C26 0.0240(11) 0.0347(12) 0.0278(10) -0.0025(12) -0.0025(8) -0.0050(12)
F1 0.0288(7) 0.0658(12) 0.0289(7) 0.0136(8) 0.0037(6) -0.0001(9)
F2 0.0409(12) 0.0849(16) 0.0514(12) 0.0274(11) -0.0031(10) 0.0221(11)
F3 0.0381(12) 0.1029(18) 0.0545(13) -0.0225(12) -0.0081(10) -0.0241(12)
F4 0.0321(10) 0.1036(17) 0.0333(9) 0.0004(10) -0.0014(8) -0.0341(11)
F5 0.0400(12) 0.0446(11) 0.135(2) -0.0130(13) -0.0406(14) 0.0135(9)
F6 0.0290(8) 0.1035(17) 0.0204(7) -0.0124(8) -0.0055(6) 0.0017(9)
O1 0.0360(12) 0.0274(9) 0.0266(9) 0.0057(7) -0.0097(8) -0.0025(8)
O2 0.0295(11) 0.0324(9) 0.0210(8) -0.0043(7) -0.0065(7) 0.0003(8)
O3 0.0355(10) 0.0748(15) 0.0185(8) 0.0093(8) -0.0001(8) -0.0059(11)
O4 0.0234(9) 0.0367(9) 0.0243(8) 0.0069(7) 0.0028(7) -0.0061(7)
O5 0.0491(13) 0.0186(8) 0.0388(11) 0.0015(7) -0.0157(9) -0.0005(8)
O6 0.0237(9) 0.0425(10) 0.0256(8) -0.0143(7) 0.0028(8) -0.0062(8)
P1 0.0209(3) 0.0175(3) 0.0146(3) 0.0006(2) -0.0001(2) 0.0010(2)
P2 0.0184(3) 0.0176(3) 0.0135(2) -0.0009(2) 0.0003(2) -0.0003(2)
S1 0.0242(3) 0.0373(3) 0.0160(2) 0.0044(2) -0.00261(19) -0.0022(3)
S2 0.0198(2) 0.0195(2) 0.0165(2) -0.0009(2) -0.00038(17) -0.0014(2)
Pd1 0.01955(7) 0.01963(7) 0.01399(7) 0.00075(6) -0.00122(5) -0.00038(7)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C4 C1 108.8(2)
C2 C4 C3 108.0(2)
C1 C4 C3 108.1(2)
C2 C4 P1 107.03(17)
C1 C4 P1 113.45(18)
C3 C4 P1 111.32(18)
C5 C8 C7 106.7(2)
C5 C8 C6 109.7(2)
C7 C8 C6 109.4(2)
C5 C8 P1 112.7(2)
C7 C8 P1 108.47(17)
C6 C8 P1 109.77(18)
C10 C9 P1 122.98(16)
C11 C10 C15 119.2(2)
C11 C10 C9 118.24(19)
C15 C10 C9 121.9(2)
C12 C11 C10 121.2(2)
C11 C12 C13 119.7(2)
C14 C13 C12 119.3(3)
C13 C14 C15 121.6(2)
C14 C15 C10 118.9(2)
C14 C15 C16 118.4(2)
C10 C15 C16 122.3(2)
C15 C16 P2 122.31(16)
C19 C17 C18 108.1(2)
C19 C17 C20 109.60(19)
C18 C17 C20 107.23(19)
C19 C17 P2 113.09(17)
C18 C17 P2 106.84(16)
C20 C17 P2 111.66(17)
C23 C21 C22 109.3(2)
C23 C21 C24 107.5(2)
C22 C21 C24 107.7(2)
C23 C21 P2 111.90(17)
C22 C21 P2 110.66(18)
C24 C21 P2 109.65(16)
F3 C25 F1 108.8(3)
F3 C25 F2 108.8(2)
F1 C25 F2 107.7(3)
F3 C25 S1 110.6(2)
F1 C25 S1 110.48(16)
F2 C25 S1 110.4(2)
F4 C26 F5 106.3(3)
F4 C26 F6 106.1(2)
F5 C26 F6 109.3(2)
F4 C26 S2 111.48(18)
F5 C26 S2 110.90(18)
F6 C26 S2 112.45(17)
S1 O1 Pd1 95.77(9)
S1 O2 Pd1 93.71(9)
C9 P1 C8 108.53(12)
C9 P1 C4 100.31(11)
C8 P1 C4 113.15(11)
C9 P1 Pd1 121.41(8)
C8 P1 Pd1 106.34(8)
C4 P1 Pd1 107.22(8)
C16 P2 C21 108.03(11)
C16 P2 C17 100.64(10)
C21 P2 C17 112.34(11)
C16 P2 Pd1 123.81(7)
C21 P2 Pd1 107.80(8)
C17 P2 Pd1 103.93(8)
O3 S1 O2 117.51(13)
O3 S1 O1 117.11(13)
O2 S1 O1 107.41(9)
O3 S1 C25 104.78(12)
O2 S1 C25 104.22(14)
O1 S1 C25 104.09(14)
O3 S1 Pd1 143.62(9)
O2 S1 Pd1 54.84(7)
O1 S1 Pd1 52.67(7)
C25 S1 Pd1 111.58(8)
O4 S2 O6 114.74(11)
O4 S2 O5 115.20(12)
O6 S2 O5 114.75(12)
O4 S2 C26 103.52(11)
O6 S2 C26 102.72(11)
O5 S2 C26 103.57(13)
O1 Pd1 P1 96.71(5)
O1 Pd1 P2 163.72(5)
P1 Pd1 P2 99.30(2)
O1 Pd1 O2 62.96(7)
P1 Pd1 O2 159.50(5)
P2 Pd1 O2 101.15(5)
O1 Pd1 S1 31.56(5)
P1 Pd1 S1 128.27(2)
P2 Pd1 S1 132.37(2)
O2 Pd1 S1 31.45(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C4 1.535(3)
C2 C4 1.532(4)
C3 C4 1.551(3)
C4 P1 1.904(3)
C5 C8 1.529(3)
C6 C8 1.533(3)
C7 C8 1.532(4)
C8 P1 1.884(3)
C9 C10 1.504(3)
C9 P1 1.830(2)
C10 C11 1.392(3)
C10 C15 1.402(3)
C11 C12 1.383(4)
C12 C13 1.392(3)
C13 C14 1.384(4)
C14 C15 1.391(3)
C15 C16 1.503(3)
C16 P2 1.842(2)
C17 C19 1.533(3)
C17 C18 1.545(4)
C17 C20 1.548(3)
C17 P2 1.896(3)
C21 C23 1.535(3)
C21 C22 1.538(3)
C21 C24 1.539(4)
C21 P2 1.883(3)
C25 F3 1.314(4)
C25 F1 1.328(3)
C25 F2 1.329(4)
C25 S1 1.827(3)
C26 F4 1.314(3)
C26 F5 1.318(4)
C26 F6 1.321(3)
C26 S2 1.829(2)
O1 S1 1.4696(19)
O1 Pd1 2.2327(18)
O2 S1 1.460(2)
O2 Pd1 2.2888(18)
O3 S1 1.4189(18)
O4 S2 1.4331(18)
O5 S2 1.4382(18)
O6 S2 1.4359(17)
P1 Pd1 2.2607(6)
P2 Pd1 2.2808(6)
S1 Pd1 2.7936(5)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
P1 C9 C10 C11 -107.8(2)
P1 C9 C10 C15 81.4(3)
C15 C10 C11 C12 -0.3(3)
C9 C10 C11 C12 -171.4(2)
C10 C11 C12 C13 1.6(4)
C11 C12 C13 C14 -1.2(4)
C12 C13 C14 C15 -0.4(4)
C13 C14 C15 C10 1.6(4)
C13 C14 C15 C16 175.5(2)
C11 C10 C15 C14 -1.3(3)
C9 C10 C15 C14 169.4(2)
C11 C10 C15 C16 -174.8(2)
C9 C10 C15 C16 -4.2(3)
C14 C15 C16 P2 114.1(2)
C10 C15 C16 P2 -72.3(3)
C10 C9 P1 C8 59.2(2)
C10 C9 P1 C4 178.09(19)
C10 C9 P1 Pd1 -64.3(2)
C5 C8 P1 C9 176.96(18)
C7 C8 P1 C9 -65.18(19)
C6 C8 P1 C9 54.3(2)
C5 C8 P1 C4 66.6(2)
C7 C8 P1 C4 -175.58(17)
C6 C8 P1 C4 -56.1(2)
C5 C8 P1 Pd1 -50.9(2)
C7 C8 P1 Pd1 66.98(18)
C6 C8 P1 Pd1 -173.54(17)
C2 C4 P1 C9 84.93(18)
C1 C4 P1 C9 -155.1(2)
C3 C4 P1 C9 -32.9(2)
C2 C4 P1 C8 -159.67(17)
C1 C4 P1 C8 -39.7(2)
C3 C4 P1 C8 82.53(19)
C2 C4 P1 Pd1 -42.74(18)
C1 C4 P1 Pd1 77.2(2)
C3 C4 P1 Pd1 -160.54(15)
C15 C16 P2 C21 -65.1(2)
C15 C16 P2 C17 177.00(19)
C15 C16 P2 Pd1 62.1(2)
C23 C21 P2 C16 -70.3(2)
C22 C21 P2 C16 167.47(18)
C24 C21 P2 C16 48.83(19)
C23 C21 P2 C17 39.8(2)
C22 C21 P2 C17 -82.4(2)
C24 C21 P2 C17 158.94(17)
C23 C21 P2 Pd1 153.70(16)
C22 C21 P2 Pd1 31.5(2)
C24 C21 P2 Pd1 -87.15(17)
C19 C17 P2 C16 161.02(17)
C18 C17 P2 C16 -80.11(17)
C20 C17 P2 C16 36.84(18)
C19 C17 P2 C21 46.3(2)
C18 C17 P2 C21 165.20(15)
C20 C17 P2 C21 -77.85(18)
C19 C17 P2 Pd1 -69.93(18)
C18 C17 P2 Pd1 48.94(16)
C20 C17 P2 Pd1 165.89(15)
Pd1 O2 S1 O3 -138.02(11)
Pd1 O2 S1 O1 -3.45(11)
Pd1 O2 S1 C25 106.59(11)
Pd1 O1 S1 O3 138.33(11)
Pd1 O1 S1 O2 3.55(12)
Pd1 O1 S1 C25 -106.59(12)
F3 C25 S1 O3 -56.5(3)
F1 C25 S1 O3 -177.0(2)
F2 C25 S1 O3 63.9(2)
F3 C25 S1 O2 67.6(2)
F1 C25 S1 O2 -53.0(3)
F2 C25 S1 O2 -172.03(18)
F3 C25 S1 O1 -180.0(2)
F1 C25 S1 O1 59.5(3)
F2 C25 S1 O1 -59.6(2)
F3 C25 S1 Pd1 124.97(19)
F1 C25 S1 Pd1 4.5(3)
F2 C25 S1 Pd1 -114.61(17)
F4 C26 S2 O4 174.7(2)
F5 C26 S2 O4 -67.1(2)
F6 C26 S2 O4 55.7(2)
F4 C26 S2 O6 -65.6(2)
F5 C26 S2 O6 52.6(2)
F6 C26 S2 O6 175.4(2)
F4 C26 S2 O5 54.2(2)
F5 C26 S2 O5 172.4(2)
F6 C26 S2 O5 -64.9(2)
S1 O1 Pd1 P1 -179.65(9)
S1 O1 Pd1 P2 10.9(3)
S1 O1 Pd1 O2 -2.42(8)
C9 P1 Pd1 O1 -166.48(11)
C8 P1 Pd1 O1 68.97(11)
C4 P1 Pd1 O1 -52.34(10)
C9 P1 Pd1 P2 10.55(10)
C8 P1 Pd1 P2 -114.00(9)
C4 P1 Pd1 P2 124.68(8)
C9 P1 Pd1 O2 -173.55(17)
C8 P1 Pd1 O2 61.90(18)
C4 P1 Pd1 O2 -59.41(17)
C9 P1 Pd1 S1 -166.71(10)
C8 P1 Pd1 S1 68.74(9)
C4 P1 Pd1 S1 -52.58(8)
C16 P2 Pd1 O1 158.3(2)
C21 P2 Pd1 O1 -74.4(2)
C17 P2 Pd1 O1 45.0(2)
C16 P2 Pd1 P1 -11.08(10)
C21 P2 Pd1 P1 116.24(9)
C17 P2 Pd1 P1 -124.36(8)
C16 P2 Pd1 O2 170.38(11)
C21 P2 Pd1 O2 -62.30(10)
C17 P2 Pd1 O2 57.10(9)
C16 P2 Pd1 S1 166.00(9)
C21 P2 Pd1 S1 -66.67(9)
C17 P2 Pd1 S1 52.73(8)
S1 O2 Pd1 O1 2.43(8)
S1 O2 Pd1 P1 10.3(2)
S1 O2 Pd1 P2 -173.80(8)
O3 S1 Pd1 O1 -86.1(2)
O2 S1 Pd1 O1 -175.86(14)
C25 S1 Pd1 O1 91.58(18)
O3 S1 Pd1 P1 -85.61(18)
O2 S1 Pd1 P1 -175.42(10)
O1 S1 Pd1 P1 0.44(11)
C25 S1 Pd1 P1 92.03(14)
O3 S1 Pd1 P2 98.05(18)
O2 S1 Pd1 P2 8.25(10)
O1 S1 Pd1 P2 -175.90(11)
C25 S1 Pd1 P2 -84.31(14)
O3 S1 Pd1 O2 89.8(2)
O1 S1 Pd1 O2 175.86(14)
C25 S1 Pd1 O2 -92.56(17)
|
1501794.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501794.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501794
loop_
_publ_author_name
'Smith, Adam J.'
'Kavuru, Padmini'
'Wojtas, Lukasz'
'Zaworotko, Michael J.'
'Shytle, R. Douglas'
_publ_section_title
;
Cocrystals of quercetin with improved solubility and oral
bioavailability.
;
_journal_issue 5
_journal_name_full 'Molecular pharmaceutics'
_journal_page_first 1867
_journal_page_last 1876
_journal_paper_doi 10.1021/mp200209j
_journal_volume 8
_journal_year 2011
_chemical_formula_moiety 'C15 H10 O7, C8 H10 N4 O2, C H4 O'
_chemical_formula_sum 'C24 H24 N4 O10'
_chemical_formula_weight 528.47
_chemical_name_systematic
;
?
;
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2ybc'
_symmetry_space_group_name_H-M 'P 1 21/c 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 100.612(2)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 10.3089(3)
_cell_length_b 14.8531(4)
_cell_length_c 15.1994(5)
_cell_measurement_reflns_used 2966
_cell_measurement_temperature 100(2)
_cell_measurement_theta_max 66
_cell_measurement_theta_min 4.4
_cell_volume 2287.51(12)
_computing_cell_refinement 'APEX2 (Bruker, 2010); SAINT (Bruker, 2009)'
_computing_data_collection 'APEX2 (Bruker, 2010)'
_computing_data_reduction 'SAINT (Bruker, 2009);XPREP(Sheldrick,2008)'
_computing_publication_material 'APEX2 (Bruker, 2010)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 100(2)
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type 'BRUKER SMART APEX CCD'
_diffrn_measurement_method 'omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0637
_diffrn_reflns_av_sigmaI/netI 0.0509
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_h_min -11
_diffrn_reflns_limit_k_max 17
_diffrn_reflns_limit_k_min -16
_diffrn_reflns_limit_l_max 18
_diffrn_reflns_limit_l_min -17
_diffrn_reflns_number 18630
_diffrn_reflns_theta_full 67.88
_diffrn_reflns_theta_max 67.88
_diffrn_reflns_theta_min 4.20
_exptl_absorpt_coefficient_mu 1.033
_exptl_absorpt_correction_T_max 0.9796
_exptl_absorpt_correction_T_min 0.8201
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SADABS; (Sheldrick, 2003)'
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.535
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description plate-like
_exptl_crystal_F_000 1104
_exptl_crystal_size_max 0.20
_exptl_crystal_size_mid 0.05
_exptl_crystal_size_min 0.02
_refine_diff_density_max 0.255
_refine_diff_density_min -0.284
_refine_diff_density_rms 0.066
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.035
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 353
_refine_ls_number_reflns 4031
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.035
_refine_ls_R_factor_all 0.0620
_refine_ls_R_factor_gt 0.0434
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0675P)^2^+0.0467P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1090
_refine_ls_wR_factor_ref 0.1225
_reflns_number_gt 3061
_reflns_number_total 4031
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file mp200209j_si_001.cif
_cod_data_source_block kp05_02_0m
_cod_original_sg_symbol_Hall '-P 2ybc '
_cod_original_sg_symbol_H-M P21/c
_cod_database_code 1501794
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.28269(13) 0.31535(9) 0.03219(10) 0.0193(3) Uani 1 1 d .
O2 O 0.11897(14) 0.10614(9) -0.04362(11) 0.0221(3) Uani 1 1 d .
H2 H 0.0506 0.0992 -0.0827 0.033 Uiso 1 1 calc R
O3 O -0.05387(13) 0.22954(9) -0.12783(11) 0.0235(4) Uani 1 1 d .
O5 O -0.11235(14) 0.39602(9) -0.17022(11) 0.0234(4) Uani 1 1 d .
H5 H -0.1207 0.3398 -0.1701 0.035 Uiso 1 1 calc R
O7 O 0.19410(14) 0.61865(9) -0.03874(11) 0.0252(4) Uani 1 1 d .
H7 H 0.1354 0.6522 -0.0673 0.038 Uiso 1 1 calc R
O12 O 0.67298(14) 0.20729(10) 0.23735(11) 0.0271(4) Uani 1 1 d .
H12 H 0.6413 0.2404 0.2729 0.041 Uiso 1 1 calc R
O13 O 0.67680(14) 0.02317(10) 0.21802(11) 0.0261(4) Uani 1 1 d .
H13 H 0.7321 0.0573 0.2490 0.039 Uiso 1 1 calc R
C1 C 0.2588(2) 0.22434(13) 0.02052(15) 0.0176(4) Uani 1 1 d .
C2 C 0.14596(19) 0.19537(13) -0.03252(14) 0.0177(4) Uani 1 1 d .
C3 C 0.05024(19) 0.25765(14) -0.07955(15) 0.0186(5) Uani 1 1 d .
C4 C 0.08235(19) 0.35151(14) -0.06874(14) 0.0181(4) Uani 1 1 d .
C5 C 0.00068(19) 0.41958(14) -0.11494(15) 0.0188(4) Uani 1 1 d .
C6 C 0.03629(19) 0.50862(13) -0.10562(14) 0.0188(5) Uani 1 1 d .
H6 H -0.0183 0.5539 -0.1374 0.023 Uiso 1 1 calc R
C7 C 0.1542(2) 0.53160(14) -0.04870(15) 0.0205(5) Uani 1 1 d .
C8 C 0.2365(2) 0.46731(13) -0.00125(15) 0.0202(5) Uani 1 1 d .
H8 H 0.3157 0.4841 0.0378 0.024 Uiso 1 1 calc R
C9 C 0.19938(19) 0.37818(14) -0.01278(14) 0.0186(5) Uani 1 1 d .
C10 C 0.36730(19) 0.17104(13) 0.07115(14) 0.0180(4) Uani 1 1 d .
C11 C 0.46855(19) 0.21455(13) 0.13056(15) 0.0192(5) Uani 1 1 d .
H11 H 0.4655 0.2781 0.1372 0.023 Uiso 1 1 calc R
C12 C 0.57262(19) 0.16677(14) 0.17958(15) 0.0207(5) Uani 1 1 d .
C13 C 0.57874(19) 0.07346(14) 0.16943(15) 0.0192(4) Uani 1 1 d .
C14 C 0.4803(2) 0.03030(14) 0.11019(16) 0.0239(5) Uani 1 1 d .
H14 H 0.4847 -0.0331 0.1028 0.029 Uiso 1 1 calc R
C15 C 0.3755(2) 0.07764(14) 0.06154(15) 0.0219(5) Uani 1 1 d .
H15 H 0.3089 0.0466 0.0214 0.026 Uiso 1 1 calc R
O21 O 0.63426(14) 0.81960(10) 0.66810(11) 0.0240(4) Uani 1 1 d .
O22 O 1.00228(15) 0.71717(10) 0.85742(11) 0.0260(4) Uani 1 1 d .
N21 N 0.91844(17) 1.02723(11) 0.82831(13) 0.0208(4) Uani 1 1 d .
N22 N 0.72674(17) 1.00906(12) 0.73249(13) 0.0221(4) Uani 1 1 d .
N23 N 0.81927(16) 0.76870(11) 0.76401(12) 0.0197(4) Uani 1 1 d .
N24 N 0.97556(17) 0.86844(11) 0.84627(12) 0.0200(4) Uani 1 1 d .
C21 C 0.8137(2) 1.06702(14) 0.77842(15) 0.0231(5) Uani 1 1 d .
H21 H 0.8019 1.1305 0.7757 0.028 Uiso 1 1 calc R
C22 C 0.77841(19) 0.92396(13) 0.75366(15) 0.0188(4) Uani 1 1 d .
C23 C 0.7339(2) 0.83670(14) 0.72336(15) 0.0192(5) Uani 1 1 d .
C24 C 0.9366(2) 0.78201(13) 0.82519(15) 0.0198(5) Uani 1 1 d .
C25 C 0.89492(19) 0.93875(13) 0.81164(14) 0.0187(4) Uani 1 1 d .
C26 C 0.6012(2) 1.03208(15) 0.67609(17) 0.0269(5) Uani 1 1 d .
H26A H 0.5358 1.0447 0.7138 0.040 Uiso 1 1 calc R
H26B H 0.5708 0.9815 0.6361 0.040 Uiso 1 1 calc R
H26C H 0.6124 1.0855 0.6404 0.040 Uiso 1 1 calc R
C27 C 0.7841(2) 0.67431(14) 0.74305(16) 0.0253(5) Uani 1 1 d .
H27A H 0.8615 0.6419 0.7307 0.038 Uiso 1 1 calc R
H27B H 0.7133 0.6716 0.6904 0.038 Uiso 1 1 calc R
H27C H 0.7539 0.6464 0.7942 0.038 Uiso 1 1 calc R
C28 C 1.1023(2) 0.88423(15) 0.90513(16) 0.0252(5) Uani 1 1 d .
H28A H 1.0916 0.8788 0.9677 0.038 Uiso 1 1 calc R
H28B H 1.1338 0.9448 0.8946 0.038 Uiso 1 1 calc R
H28C H 1.1666 0.8396 0.8926 0.038 Uiso 1 1 calc R
O31 O 0.56096(15) 0.30494(10) 0.34682(11) 0.0286(4) Uani 1 1 d .
H31 H 0.4946 0.2716 0.3445 0.043 Uiso 1 1 calc R
C31 C 0.6400(2) 0.30086(18) 0.43456(17) 0.0353(6) Uani 1 1 d .
H31A H 0.7261 0.3285 0.4338 0.053 Uiso 1 1 calc R
H31B H 0.6525 0.2378 0.4533 0.053 Uiso 1 1 calc R
H31C H 0.5956 0.3334 0.4766 0.053 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0177(7) 0.0131(7) 0.0248(9) 0.0002(6) -0.0017(6) 0.0001(5)
O2 0.0202(7) 0.0148(7) 0.0281(9) -0.0017(6) -0.0037(6) -0.0017(5)
O3 0.0189(7) 0.0186(7) 0.0299(9) -0.0020(7) -0.0032(6) -0.0013(5)
O5 0.0192(7) 0.0169(7) 0.0306(9) -0.0004(7) -0.0048(6) -0.0013(6)
O7 0.0232(8) 0.0121(7) 0.0366(10) 0.0010(7) -0.0044(7) 0.0004(5)
O12 0.0203(8) 0.0227(8) 0.0345(10) -0.0059(7) -0.0047(7) 0.0008(6)
O13 0.0202(8) 0.0176(7) 0.0357(10) 0.0006(7) -0.0075(7) 0.0022(6)
C1 0.0198(10) 0.0131(9) 0.0208(12) -0.0004(9) 0.0058(8) -0.0002(7)
C2 0.0178(10) 0.0154(10) 0.0198(12) -0.0005(9) 0.0033(8) 0.0005(7)
C3 0.0160(10) 0.0199(10) 0.0201(12) -0.0015(9) 0.0036(8) -0.0008(8)
C4 0.0161(10) 0.0182(10) 0.0199(12) -0.0018(9) 0.0030(8) -0.0001(8)
C5 0.0146(10) 0.0216(10) 0.0199(12) -0.0021(9) 0.0021(8) -0.0001(8)
C6 0.0189(10) 0.0167(10) 0.0204(12) 0.0012(9) 0.0026(8) 0.0024(8)
C7 0.0194(10) 0.0163(10) 0.0261(13) -0.0005(9) 0.0046(9) -0.0003(8)
C8 0.0175(10) 0.0157(10) 0.0255(13) -0.0026(9) -0.0007(9) -0.0015(8)
C9 0.0163(10) 0.0190(10) 0.0202(12) 0.0011(9) 0.0023(8) 0.0030(7)
C10 0.0178(10) 0.0176(10) 0.0192(12) 0.0016(9) 0.0053(8) 0.0008(7)
C11 0.0188(10) 0.0141(10) 0.0240(12) 0.0014(9) 0.0025(9) 0.0017(7)
C12 0.0167(10) 0.0210(10) 0.0237(12) -0.0019(9) 0.0022(9) -0.0008(8)
C13 0.0158(10) 0.0201(10) 0.0214(12) 0.0028(9) 0.0024(8) 0.0023(8)
C14 0.0232(11) 0.0138(10) 0.0326(14) -0.0017(9) 0.0001(9) 0.0002(8)
C15 0.0181(10) 0.0198(10) 0.0258(13) -0.0025(9) -0.0010(9) -0.0023(8)
O21 0.0208(8) 0.0215(7) 0.0274(9) 0.0005(7) -0.0012(7) -0.0030(6)
O22 0.0275(8) 0.0177(7) 0.0309(10) 0.0025(7) 0.0002(7) 0.0045(6)
N21 0.0200(9) 0.0164(8) 0.0245(11) -0.0016(8) -0.0003(7) -0.0008(7)
N22 0.0196(9) 0.0192(9) 0.0260(11) 0.0014(8) 0.0009(8) 0.0024(7)
N23 0.0206(9) 0.0149(8) 0.0230(10) 0.0002(8) 0.0022(7) 0.0005(6)
N24 0.0201(9) 0.0159(8) 0.0228(10) 0.0006(7) 0.0006(7) 0.0008(6)
C21 0.0227(11) 0.0167(10) 0.0290(13) -0.0015(9) 0.0024(9) 0.0011(8)
C22 0.0177(10) 0.0162(10) 0.0223(12) 0.0009(9) 0.0032(8) 0.0023(7)
C23 0.0189(10) 0.0199(10) 0.0199(12) 0.0012(9) 0.0059(9) 0.0000(8)
C24 0.0209(10) 0.0180(10) 0.0210(12) 0.0026(9) 0.0056(9) 0.0014(8)
C25 0.0188(10) 0.0169(10) 0.0203(12) 0.0018(9) 0.0036(8) 0.0009(8)
C26 0.0227(11) 0.0233(11) 0.0322(14) 0.0010(10) -0.0016(10) 0.0055(8)
C27 0.0286(12) 0.0159(10) 0.0306(14) -0.0002(10) 0.0036(10) -0.0014(8)
C28 0.0201(11) 0.0235(11) 0.0294(13) 0.0017(10) -0.0018(9) 0.0011(8)
O31 0.0229(8) 0.0254(8) 0.0347(10) -0.0016(7) -0.0022(7) -0.0032(6)
C31 0.0303(13) 0.0414(14) 0.0320(15) -0.0017(12) 0.0002(11) 0.0047(10)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C9 O1 C1 121.69(16)
C2 O2 H2 109.5
C5 O5 H5 109.5
C7 O7 H7 109.5
C12 O12 H12 109.5
C13 O13 H13 109.5
C2 C1 O1 119.98(18)
C2 C1 C10 128.86(18)
O1 C1 C10 111.15(17)
C1 C2 O2 121.10(18)
C1 C2 C3 121.62(18)
O2 C2 C3 117.28(17)
O3 C3 C4 122.99(19)
O3 C3 C2 120.64(18)
C4 C3 C2 116.36(18)
C9 C4 C5 117.81(19)
C9 C4 C3 119.96(19)
C5 C4 C3 122.22(18)
O5 C5 C6 119.82(18)
O5 C5 C4 119.29(18)
C6 C5 C4 120.88(19)
C5 C6 C7 118.98(19)
C5 C6 H6 120.5
C7 C6 H6 120.5
O7 C7 C8 117.02(18)
O7 C7 C6 120.84(18)
C8 C7 C6 122.14(19)
C9 C8 C7 117.74(19)
C9 C8 H8 121.1
C7 C8 H8 121.1
O1 C9 C8 117.29(18)
O1 C9 C4 120.26(18)
C8 C9 C4 122.45(19)
C15 C10 C11 118.09(19)
C15 C10 C1 122.37(19)
C11 C10 C1 119.53(18)
C12 C11 C10 121.36(19)
C12 C11 H11 119.3
C10 C11 H11 119.3
O12 C12 C11 122.68(18)
O12 C12 C13 117.61(18)
C11 C12 C13 119.71(19)
O13 C13 C14 118.79(19)
O13 C13 C12 121.93(19)
C14 C13 C12 119.25(19)
C15 C14 C13 121.3(2)
C15 C14 H14 119.4
C13 C14 H14 119.4
C14 C15 C10 120.3(2)
C14 C15 H15 119.8
C10 C15 H15 119.8
C21 N21 C25 103.01(17)
C21 N22 C22 105.84(17)
C21 N22 C26 126.29(18)
C22 N22 C26 127.80(18)
C24 N23 C23 125.88(17)
C24 N23 C27 115.38(17)
C23 N23 C27 118.74(17)
C24 N24 C25 119.49(18)
C24 N24 C28 119.09(17)
C25 N24 C28 121.42(17)
N21 C21 N22 113.80(19)
N21 C21 H21 123.1
N22 C21 H21 123.1
C25 C22 N22 104.89(17)
C25 C22 C23 123.13(19)
N22 C22 C23 131.92(19)
O21 C23 N23 121.96(18)
O21 C23 C22 126.10(19)
N23 C23 C22 111.94(18)
O22 C24 N24 121.8(2)
O22 C24 N23 120.10(19)
N24 C24 N23 118.06(18)
N21 C25 C22 112.46(18)
N21 C25 N24 126.20(19)
C22 C25 N24 121.33(18)
N22 C26 H26A 109.5
N22 C26 H26B 109.5
H26A C26 H26B 109.5
N22 C26 H26C 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
N23 C27 H27A 109.5
N23 C27 H27B 109.5
H27A C27 H27B 109.5
N23 C27 H27C 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
N24 C28 H28A 109.5
N24 C28 H28B 109.5
H28A C28 H28B 109.5
N24 C28 H28C 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
C31 O31 H31 109.5
O31 C31 H31A 109.5
O31 C31 H31B 109.5
H31A C31 H31B 109.5
O31 C31 H31C 109.5
H31A C31 H31C 109.5
H31B C31 H31C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C9 1.364(2)
O1 C1 1.380(2)
O2 C2 1.358(2)
O2 H2 0.8400
O3 C3 1.255(2)
O5 C5 1.351(3)
O5 H5 0.8400
O7 C7 1.357(2)
O7 H7 0.8400
O12 C12 1.367(3)
O12 H12 0.8400
O13 C13 1.360(2)
O13 H13 0.8400
C1 C2 1.358(3)
C1 C10 1.467(3)
C2 C3 1.442(3)
C3 C4 1.435(3)
C4 C9 1.399(3)
C4 C5 1.417(3)
C5 C6 1.373(3)
C6 C7 1.399(3)
C6 H6 0.9500
C7 C8 1.388(3)
C8 C9 1.380(3)
C8 H8 0.9500
C10 C15 1.399(3)
C10 C11 1.406(3)
C11 C12 1.384(3)
C11 H11 0.9500
C12 C13 1.397(3)
C13 C14 1.384(3)
C14 C15 1.383(3)
C14 H14 0.9500
C15 H15 0.9500
O21 C23 1.228(3)
O22 C24 1.226(3)
N21 C21 1.338(3)
N21 C25 1.352(3)
N22 C21 1.342(3)
N22 C22 1.386(3)
N22 C26 1.456(3)
N23 C24 1.397(3)
N23 C23 1.406(3)
N23 C27 1.468(3)
N24 C24 1.366(3)
N24 C25 1.377(3)
N24 C28 1.460(3)
C21 H21 0.9500
C22 C25 1.370(3)
C22 C23 1.423(3)
C26 H26A 0.9800
C26 H26B 0.9800
C26 H26C 0.9800
C27 H27A 0.9800
C27 H27B 0.9800
C27 H27C 0.9800
C28 H28A 0.9800
C28 H28B 0.9800
C28 H28C 0.9800
O31 C31 1.430(3)
O31 H31 0.8400
C31 H31A 0.9800
C31 H31B 0.9800
C31 H31C 0.9800
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2 N21 0.84 2.04 2.820(2) 154.8 1_444
O2 H2 O3 0.84 2.26 2.708(2) 113.6 .
O5 H5 O12 0.84 2.43 2.843(2) 111.4 4_465
O5 H5 O3 0.84 1.85 2.598(2) 148.4 .
O7 H7 O22 0.84 1.88 2.719(2) 173.1 1_454
O13 H13 O5 0.84 1.96 2.773(2) 163.5 4_666
O12 H12 O31 0.84 1.79 2.629(2) 174.9 .
O13 H13 O12 0.84 2.31 2.751(2) 113.4 .
O31 H31 O21 0.84 1.88 2.712(2) 169.4 3_666
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C9 O1 C1 C2 -4.2(3)
C9 O1 C1 C10 175.87(18)
O1 C1 C2 O2 -178.65(18)
C10 C1 C2 O2 1.3(4)
O1 C1 C2 C3 1.6(3)
C10 C1 C2 C3 -178.5(2)
C1 C2 C3 O3 -179.6(2)
O2 C2 C3 O3 0.7(3)
C1 C2 C3 C4 1.4(3)
O2 C2 C3 C4 -178.42(18)
O3 C3 C4 C9 179.1(2)
C2 C3 C4 C9 -1.9(3)
O3 C3 C4 C5 -2.6(3)
C2 C3 C4 C5 176.5(2)
C9 C4 C5 O5 179.33(19)
C3 C4 C5 O5 1.0(3)
C9 C4 C5 C6 0.7(3)
C3 C4 C5 C6 -177.7(2)
O5 C5 C6 C7 -179.44(19)
C4 C5 C6 C7 -0.8(3)
C5 C6 C7 O7 178.9(2)
C5 C6 C7 C8 0.0(3)
O7 C7 C8 C9 -178.04(19)
C6 C7 C8 C9 0.9(3)
C1 O1 C9 C8 -175.62(18)
C1 O1 C9 C4 3.7(3)
C7 C8 C9 O1 178.21(19)
C7 C8 C9 C4 -1.0(3)
C5 C4 C9 O1 -178.95(19)
C3 C4 C9 O1 -0.5(3)
C5 C4 C9 C8 0.3(3)
C3 C4 C9 C8 178.7(2)
C2 C1 C10 C15 8.6(4)
O1 C1 C10 C15 -171.46(19)
C2 C1 C10 C11 -172.5(2)
O1 C1 C10 C11 7.4(3)
C15 C10 C11 C12 -1.1(3)
C1 C10 C11 C12 179.99(19)
C10 C11 C12 O12 179.50(19)
C10 C11 C12 C13 0.8(3)
O12 C12 C13 O13 3.2(3)
C11 C12 C13 O13 -178.0(2)
O12 C12 C13 C14 -178.7(2)
C11 C12 C13 C14 0.1(3)
O13 C13 C14 C15 177.6(2)
C12 C13 C14 C15 -0.6(3)
C13 C14 C15 C10 0.2(3)
C11 C10 C15 C14 0.6(3)
C1 C10 C15 C14 179.5(2)
C25 N21 C21 N22 0.4(3)
C22 N22 C21 N21 -0.1(3)
C26 N22 C21 N21 177.0(2)
C21 N22 C22 C25 -0.2(2)
C26 N22 C22 C25 -177.2(2)
C21 N22 C22 C23 -177.3(2)
C26 N22 C22 C23 5.7(4)
C24 N23 C23 O21 177.83(19)
C27 N23 C23 O21 -3.3(3)
C24 N23 C23 C22 -1.7(3)
C27 N23 C23 C22 177.19(19)
C25 C22 C23 O21 -176.0(2)
N22 C22 C23 O21 0.6(4)
C25 C22 C23 N23 3.5(3)
N22 C22 C23 N23 -179.9(2)
C25 N24 C24 O22 -176.8(2)
C28 N24 C24 O22 3.3(3)
C25 N24 C24 N23 4.2(3)
C28 N24 C24 N23 -175.74(18)
C23 N23 C24 O22 178.9(2)
C27 N23 C24 O22 0.0(3)
C23 N23 C24 N24 -2.1(3)
C27 N23 C24 N24 179.00(19)
C21 N21 C25 C22 -0.5(2)
C21 N21 C25 N24 178.9(2)
N22 C22 C25 N21 0.4(2)
C23 C22 C25 N21 177.8(2)
N22 C22 C25 N24 -179.02(19)
C23 C22 C25 N24 -1.6(3)
C24 N24 C25 N21 178.1(2)
C28 N24 C25 N21 -1.9(3)
C24 N24 C25 C22 -2.5(3)
C28 N24 C25 C22 177.4(2)
|
1501795.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501795.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501795
loop_
_publ_author_name
'Smith, Adam J.'
'Kavuru, Padmini'
'Wojtas, Lukasz'
'Zaworotko, Michael J.'
'Shytle, R. Douglas'
_publ_section_title
;
Cocrystals of quercetin with improved solubility and oral
bioavailability.
;
_journal_issue 5
_journal_name_full 'Molecular pharmaceutics'
_journal_page_first 1867
_journal_page_last 1876
_journal_paper_doi 10.1021/mp200209j
_journal_volume 8
_journal_year 2011
_chemical_formula_moiety 'C15 H10 O7, C6 H6 N2 O'
_chemical_formula_sum 'C21 H16 N2 O8'
_chemical_formula_weight 424.36
_chemical_name_systematic
;
?
;
_space_group_IT_number 2
_symmetry_cell_setting triclinic
_symmetry_space_group_name_Hall '-P 1'
_symmetry_space_group_name_H-M 'P -1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 110.53(3)
_cell_angle_beta 97.63(3)
_cell_angle_gamma 99.39(3)
_cell_formula_units_Z 2
_cell_length_a 4.9780(10)
_cell_length_b 12.636(3)
_cell_length_c 15.571(3)
_cell_measurement_reflns_used 1423
_cell_measurement_temperature 100(2)
_cell_measurement_theta_max 27.8
_cell_measurement_theta_min 2.65
_cell_volume 885.6(4)
_computing_cell_refinement 'APEX2 (Bruker, 2010); SAINT (Bruker, 2009)'
_computing_data_collection 'APEX2 (Bruker, 2010)'
_computing_data_reduction 'SAINT (Bruker, 2009);XPREP(Sheldrick,2008)'
_computing_publication_material 'APEX2 (Bruker, 2010)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 100(2)
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type 'BRUKER SMART APEX CCD'
_diffrn_measurement_method 'omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0381
_diffrn_reflns_av_sigmaI/netI 0.0934
_diffrn_reflns_limit_h_max 5
_diffrn_reflns_limit_h_min -3
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_limit_l_min -18
_diffrn_reflns_number 4146
_diffrn_reflns_theta_full 24.93
_diffrn_reflns_theta_max 24.93
_diffrn_reflns_theta_min 2.66
_exptl_absorpt_coefficient_mu 0.124
_exptl_absorpt_correction_T_max 0.9756
_exptl_absorpt_correction_T_min 0.9519
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SADABS; (Sheldrick, 2003)'
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.591
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 440
_exptl_crystal_size_max 0.40
_exptl_crystal_size_mid 0.20
_exptl_crystal_size_min 0.20
_refine_diff_density_max 0.414
_refine_diff_density_min -0.482
_refine_diff_density_rms 0.095
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.091
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 292
_refine_ls_number_reflns 2999
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.091
_refine_ls_R_factor_all 0.0890
_refine_ls_R_factor_gt 0.0592
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0519P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1267
_refine_ls_wR_factor_ref 0.1418
_reflns_number_gt 1921
_reflns_number_total 2999
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file mp200209j_si_002.cif
_cod_data_source_block QUEINM_(kp10)
_cod_original_cell_volume 885.7(3)
_cod_original_sg_symbol_H-M P-1
_cod_database_code 1501795
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O8 O 0.3076(5) 0.60362(18) 0.47914(15) 0.0214(6) Uani 1 1 d .
H8 H 0.2252 0.6554 0.5050 0.032 Uiso 1 1 calc R
O10 O -0.5807(5) 0.86514(18) 0.80856(16) 0.0227(6) Uani 1 1 d .
C1 C -0.2513(7) 0.7540(3) 0.6926(2) 0.0171(8) Uani 1 1 d .
H1 H -0.3495 0.7121 0.7233 0.021 Uiso 1 1 calc R
C2 C -0.1040(7) 0.7008(3) 0.6271(2) 0.0186(8) Uani 1 1 d .
H2 H -0.1046 0.6213 0.6137 0.022 Uiso 1 1 calc R
C3 C 0.0316(7) 0.8656(3) 0.5996(2) 0.0225(9) Uani 1 1 d .
H3 H 0.1299 0.9049 0.5671 0.027 Uiso 1 1 calc R
C4 C -0.1141(7) 0.9263(3) 0.6638(2) 0.0210(9) Uani 1 1 d .
H4 H -0.1180 1.0047 0.6739 0.025 Uiso 1 1 calc R
C5 C -0.2531(7) 0.8697(3) 0.7126(2) 0.0156(8) Uani 1 1 d .
C6 C -0.4072(7) 0.9273(3) 0.7866(2) 0.0168(8) Uani 1 1 d .
C11 C 0.4293(7) 0.7371(3) 0.4051(2) 0.0173(8) Uani 1 1 d .
H11 H 0.3259 0.7881 0.4392 0.021 Uiso 1 1 calc R
C12 C 0.4436(7) 0.6340(3) 0.4193(2) 0.0160(8) Uani 1 1 d .
C13 C 0.5946(7) 0.5586(3) 0.3700(2) 0.0152(8) Uani 1 1 d .
H13 H 0.6067 0.4896 0.3804 0.018 Uiso 1 1 calc R
C14 C 0.7257(7) 0.5863(3) 0.3060(2) 0.0145(8) Uani 1 1 d .
C15 C 0.7204(7) 0.6891(3) 0.2896(2) 0.0130(8) Uani 1 1 d .
C16 C 0.5643(7) 0.7636(3) 0.3421(2) 0.0146(8) Uani 1 1 d .
C17 C 0.8656(7) 0.7117(3) 0.2234(2) 0.0157(8) Uani 1 1 d .
C18 C 1.0074(7) 0.6265(3) 0.1742(2) 0.0154(8) Uani 1 1 d .
C19 C 0.9970(7) 0.5257(3) 0.1882(2) 0.0145(8) Uani 1 1 d .
C20 C 1.0949(7) 0.4237(3) 0.1352(2) 0.0150(8) Uani 1 1 d .
C21 C 1.2970(7) 0.4289(3) 0.0814(2) 0.0158(8) Uani 1 1 d .
H21 H 1.3847 0.5016 0.0815 0.019 Uiso 1 1 calc R
C22 C 1.3702(7) 0.3283(3) 0.0277(2) 0.0177(8) Uani 1 1 d .
H22 H 1.5071 0.3325 -0.0088 0.021 Uiso 1 1 calc R
C23 C 1.2445(7) 0.2224(3) 0.0274(2) 0.0167(8) Uani 1 1 d .
C24 C 1.0418(7) 0.2162(3) 0.0807(2) 0.0167(8) Uani 1 1 d .
C25 C 0.9691(7) 0.3158(3) 0.1344(2) 0.0170(8) Uani 1 1 d .
H25 H 0.8328 0.3111 0.1711 0.020 Uiso 1 1 calc R
O1 O 0.5473(5) 0.86298(19) 0.32840(16) 0.0244(6) Uani 1 1 d .
H1A H 0.6459 0.8704 0.2902 0.037 Uiso 1 1 calc R
O2 O 0.8681(5) 0.80222(18) 0.20410(15) 0.0212(6) Uani 1 1 d .
O3 O 1.1478(5) 0.64844(18) 0.10986(14) 0.0196(6) Uani 1 1 d .
H3A H 1.1351 0.7137 0.1093 0.029 Uiso 1 1 calc R
O4 O 1.3203(5) 0.12396(17) -0.02507(15) 0.0209(6) Uani 1 1 d .
H4A H 1.2070 0.0653 -0.0277 0.031 Uiso 1 1 calc R
O5 O 0.9281(5) 0.10787(18) 0.07791(16) 0.0231(6) Uani 1 1 d .
H5 H 0.8037 0.1127 0.1097 0.035 Uiso 1 1 calc R
O6 O 0.8651(5) 0.50844(17) 0.25611(14) 0.0160(6) Uani 1 1 d .
N1 N 0.0391(6) 0.7544(2) 0.58159(18) 0.0195(7) Uani 1 1 d .
N2 N -0.3465(7) 1.0423(3) 0.8249(2) 0.0216(8) Uani 1 1 d .
H23 H -0.437(7) 1.074(3) 0.869(2) 0.022(10) Uiso 1 1 d .
H24 H -0.209(8) 1.085(3) 0.817(2) 0.027(11) Uiso 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O8 0.0317(16) 0.0209(13) 0.0230(13) 0.0123(11) 0.0201(12) 0.0160(12)
O10 0.0291(16) 0.0188(13) 0.0265(13) 0.0096(10) 0.0187(12) 0.0097(11)
C1 0.025(2) 0.0135(18) 0.0177(18) 0.0075(14) 0.0099(16) 0.0081(15)
C2 0.026(2) 0.0134(17) 0.0198(18) 0.0075(14) 0.0100(16) 0.0077(15)
C3 0.030(2) 0.023(2) 0.0203(19) 0.0111(15) 0.0134(17) 0.0083(17)
C4 0.029(2) 0.0166(18) 0.0230(19) 0.0084(15) 0.0157(17) 0.0102(16)
C5 0.016(2) 0.0198(19) 0.0138(17) 0.0072(14) 0.0062(15) 0.0085(15)
C6 0.017(2) 0.020(2) 0.0175(18) 0.0090(15) 0.0075(16) 0.0075(16)
C11 0.023(2) 0.0144(18) 0.0173(18) 0.0043(14) 0.0096(16) 0.0111(15)
C12 0.017(2) 0.0218(19) 0.0120(17) 0.0067(14) 0.0087(15) 0.0074(15)
C13 0.020(2) 0.0143(18) 0.0158(17) 0.0074(14) 0.0069(15) 0.0086(15)
C14 0.017(2) 0.0153(18) 0.0122(17) 0.0022(13) 0.0082(15) 0.0086(15)
C15 0.015(2) 0.0146(18) 0.0139(17) 0.0077(13) 0.0064(14) 0.0076(14)
C16 0.020(2) 0.0123(18) 0.0153(17) 0.0065(14) 0.0049(15) 0.0098(15)
C17 0.021(2) 0.0112(18) 0.0154(17) 0.0047(14) 0.0055(15) 0.0046(15)
C18 0.015(2) 0.0204(19) 0.0117(17) 0.0051(14) 0.0078(15) 0.0057(15)
C19 0.016(2) 0.0151(18) 0.0127(17) 0.0033(13) 0.0072(15) 0.0065(15)
C20 0.018(2) 0.0138(17) 0.0134(17) 0.0026(13) 0.0075(15) 0.0062(15)
C21 0.019(2) 0.0122(17) 0.0165(17) 0.0037(13) 0.0053(15) 0.0061(14)
C22 0.021(2) 0.0194(19) 0.0147(17) 0.0050(14) 0.0120(16) 0.0076(15)
C23 0.021(2) 0.0169(18) 0.0142(17) 0.0024(14) 0.0090(16) 0.0121(15)
C24 0.019(2) 0.0135(17) 0.0172(17) 0.0044(14) 0.0073(16) 0.0045(15)
C25 0.022(2) 0.0198(18) 0.0129(17) 0.0049(14) 0.0117(15) 0.0108(15)
O1 0.0383(18) 0.0203(13) 0.0271(14) 0.0141(11) 0.0220(12) 0.0163(12)
O2 0.0299(16) 0.0196(13) 0.0204(13) 0.0101(10) 0.0134(11) 0.0103(11)
O3 0.0313(16) 0.0151(12) 0.0227(13) 0.0116(10) 0.0183(12) 0.0123(11)
O4 0.0302(16) 0.0145(12) 0.0246(13) 0.0070(11) 0.0193(12) 0.0127(11)
O5 0.0327(17) 0.0182(13) 0.0258(14) 0.0096(10) 0.0225(12) 0.0095(11)
O6 0.0236(15) 0.0161(12) 0.0149(12) 0.0071(9) 0.0143(11) 0.0110(10)
N1 0.0267(19) 0.0168(16) 0.0166(15) 0.0056(12) 0.0096(14) 0.0069(13)
N2 0.030(2) 0.0183(18) 0.0239(17) 0.0098(14) 0.0207(16) 0.0105(15)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C12 O8 H8 109.5
C2 C1 C5 118.7(3)
C2 C1 H1 120.6
C5 C1 H1 120.6
N1 C2 C1 123.8(3)
N1 C2 H2 118.1
C1 C2 H2 118.1
N1 C3 C4 123.0(3)
N1 C3 H3 118.5
C4 C3 H3 118.5
C5 C4 C3 118.5(3)
C5 C4 H4 120.7
C3 C4 H4 120.7
C1 C5 C4 118.6(3)
C1 C5 C6 117.9(3)
C4 C5 C6 123.5(3)
O10 C6 N2 123.8(3)
O10 C6 C5 118.4(3)
N2 C6 C5 117.8(3)
C16 C11 C12 119.7(3)
C16 C11 H11 120.2
C12 C11 H11 120.2
O8 C12 C13 117.8(3)
O8 C12 C11 121.4(3)
C13 C12 C11 120.9(3)
C14 C13 C12 118.4(3)
C14 C13 H13 120.8
C12 C13 H13 120.8
O6 C14 C13 117.1(3)
O6 C14 C15 119.8(3)
C13 C14 C15 123.0(3)
C14 C15 C17 119.2(3)
C14 C15 C16 116.4(3)
C17 C15 C16 124.4(3)
O1 C16 C11 119.2(3)
O1 C16 C15 119.2(3)
C11 C16 C15 121.6(3)
O2 C17 C15 122.9(3)
O2 C17 C18 119.3(3)
C15 C17 C18 117.8(3)
C19 C18 O3 120.8(3)
C19 C18 C17 121.5(3)
O3 C18 C17 117.7(3)
C18 C19 O6 119.4(3)
C18 C19 C20 128.4(3)
O6 C19 C20 112.1(3)
C25 C20 C21 118.9(3)
C25 C20 C19 118.2(3)
C21 C20 C19 122.8(3)
C22 C21 C20 120.5(3)
C22 C21 H21 119.8
C20 C21 H21 119.8
C23 C22 C21 120.1(3)
C23 C22 H22 119.9
C21 C22 H22 119.9
O4 C23 C22 119.6(3)
O4 C23 C24 120.5(3)
C22 C23 C24 119.9(3)
O5 C24 C25 123.1(3)
O5 C24 C23 116.7(3)
C25 C24 C23 120.2(3)
C24 C25 C20 120.4(3)
C24 C25 H25 119.8
C20 C25 H25 119.8
C16 O1 H1A 109.5
C18 O3 H3A 109.5
C23 O4 H4A 109.5
C24 O5 H5 109.5
C14 O6 C19 122.0(3)
C2 N1 C3 117.3(3)
C6 N2 H23 116(2)
C6 N2 H24 124(2)
H23 N2 H24 118(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O8 C12 1.345(4)
O8 H8 0.8400
O10 C6 1.235(4)
C1 C2 1.381(4)
C1 C5 1.386(4)
C1 H1 0.9500
C2 N1 1.335(4)
C2 H2 0.9500
C3 N1 1.341(4)
C3 C4 1.397(4)
C3 H3 0.9500
C4 C5 1.388(4)
C4 H4 0.9500
C5 C6 1.508(4)
C6 N2 1.327(4)
C11 C16 1.362(4)
C11 C12 1.408(5)
C11 H11 0.9500
C12 C13 1.391(4)
C13 C14 1.373(4)
C13 H13 0.9500
C14 O6 1.372(3)
C14 C15 1.413(5)
C15 C17 1.416(4)
C15 C16 1.423(4)
C16 O1 1.359(4)
C17 O2 1.279(4)
C17 C18 1.434(4)
C18 C19 1.359(5)
C18 O3 1.374(4)
C19 O6 1.376(4)
C19 C20 1.465(4)
C20 C25 1.400(4)
C20 C21 1.399(4)
C21 C22 1.391(4)
C21 H21 0.9500
C22 C23 1.379(4)
C22 H22 0.9500
C23 O4 1.371(3)
C23 C24 1.398(4)
C24 O5 1.377(4)
C24 C25 1.381(4)
C25 H25 0.9500
O1 H1A 0.8400
O3 H3A 0.8400
O4 H4A 0.8400
O5 H5 0.8400
N2 H23 0.88(3)
N2 H24 0.85(4)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O8 H8 N1 0.84 1.86 2.688(3) 167.2 .
O1 H1A O2 0.84 1.91 2.658(3) 147.2 .
O3 H3A O2 0.84 2.25 2.701(3) 114.1 .
O4 H4A O5 0.84 2.01 2.765(3) 149.5 2_755
O4 H4A O5 0.84 2.27 2.712(3) 113.2 .
O5 H5 O10 0.84 1.78 2.610(3) 171.6 2_566
N2 H23 O4 0.88(3) 2.15(4) 3.028(4) 170(3) 1_366
N2 H24 O2 0.85(4) 2.17(4) 3.019(4) 178(4) 2_676
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C5 C1 C2 N1 0.2(5)
N1 C3 C4 C5 1.3(5)
C2 C1 C5 C4 2.1(5)
C2 C1 C5 C6 -178.0(3)
C3 C4 C5 C1 -2.7(5)
C3 C4 C5 C6 177.3(3)
C1 C5 C6 O10 -18.3(5)
C4 C5 C6 O10 161.6(3)
C1 C5 C6 N2 161.2(3)
C4 C5 C6 N2 -18.8(5)
C16 C11 C12 O8 -178.4(3)
C16 C11 C12 C13 0.2(5)
O8 C12 C13 C14 177.6(3)
C11 C12 C13 C14 -1.1(5)
C12 C13 C14 O6 -177.8(3)
C12 C13 C14 C15 1.7(5)
O6 C14 C15 C17 -1.6(5)
C13 C14 C15 C17 178.9(3)
O6 C14 C15 C16 178.1(3)
C13 C14 C15 C16 -1.4(5)
C12 C11 C16 O1 179.5(3)
C12 C11 C16 C15 0.2(5)
C14 C15 C16 O1 -178.9(3)
C17 C15 C16 O1 0.8(5)
C14 C15 C16 C11 0.4(5)
C17 C15 C16 C11 -179.9(3)
C14 C15 C17 O2 179.3(3)
C16 C15 C17 O2 -0.5(5)
C14 C15 C17 C18 1.4(5)
C16 C15 C17 C18 -178.3(3)
O2 C17 C18 C19 -176.1(3)
C15 C17 C18 C19 1.9(5)
O2 C17 C18 O3 1.9(4)
C15 C17 C18 O3 179.9(3)
O3 C18 C19 O6 177.2(3)
C17 C18 C19 O6 -4.9(5)
O3 C18 C19 C20 -7.3(5)
C17 C18 C19 C20 170.6(3)
C18 C19 C20 C25 -154.1(3)
O6 C19 C20 C25 21.7(4)
C18 C19 C20 C21 22.2(5)
O6 C19 C20 C21 -162.0(3)
C25 C20 C21 C22 0.3(5)
C19 C20 C21 C22 -176.0(3)
C20 C21 C22 C23 -0.2(5)
C21 C22 C23 O4 -179.4(3)
C21 C22 C23 C24 0.4(5)
O4 C23 C24 O5 0.6(5)
C22 C23 C24 O5 -179.1(3)
O4 C23 C24 C25 179.1(3)
C22 C23 C24 C25 -0.7(5)
O5 C24 C25 C20 179.1(3)
C23 C24 C25 C20 0.8(5)
C21 C20 C25 C24 -0.6(5)
C19 C20 C25 C24 175.9(3)
C13 C14 O6 C19 178.1(3)
C15 C14 O6 C19 -1.5(4)
C18 C19 O6 C14 4.7(4)
C20 C19 O6 C14 -171.5(3)
C1 C2 N1 C3 -1.7(5)
C4 C3 N1 C2 0.9(5)
|
1501796.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/17/1501796.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501796
loop_
_publ_author_name
'Lu, Yi'
'Li, Po-Ju'
'Hung, Wen-Yu'
'Su, Jui-Hsin'
'Wen, Zhi-Hong'
'Hsu, Chi-Hsin'
'Dai, Chang-Feng'
'Chiang, Michael Y.'
'Sheu, Jyh-Horng'
_publ_section_title
;
Nardosinane sesquiterpenoids from the Formosan soft coral Lemnalia flava.
;
_journal_issue 2
_journal_name_full 'Journal of natural products'
_journal_page_first 169
_journal_page_last 174
_journal_paper_doi 10.1021/np100541a
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration unk
_chemical_formula_moiety 'C15 H22 O3'
_chemical_formula_sum 'C15 H22 O3'
_chemical_formula_weight 250.33
_chemical_name_systematic
;
?
;
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 107.7460(10)
_cell_angle_gamma 90.00
_cell_formula_units_Z 2
_cell_length_a 6.7198(2)
_cell_length_b 12.2064(4)
_cell_length_c 8.2198(2)
_cell_measurement_reflns_used 3947
_cell_measurement_temperature 150(2)
_cell_measurement_theta_max 25.05
_cell_measurement_theta_min 2.60
_cell_volume 642.14(3)
_computing_cell_refinement 'Bruker SMART'
_computing_data_collection 'Bruker SMART'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material 'WINGX publication routines (Farrugia, 1999)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SIR92 (Altomare et al., 1993)'
_diffrn_ambient_temperature 150(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type 'CCD area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0185
_diffrn_reflns_av_sigmaI/netI 0.0215
_diffrn_reflns_limit_h_max 8
_diffrn_reflns_limit_h_min -7
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 9
_diffrn_reflns_limit_l_min -9
_diffrn_reflns_number 4275
_diffrn_reflns_theta_full 25.05
_diffrn_reflns_theta_max 25.05
_diffrn_reflns_theta_min 2.60
_exptl_absorpt_coefficient_mu 0.088
_exptl_absorpt_correction_T_max 0.7452
_exptl_absorpt_correction_T_min 0.6900
_exptl_absorpt_correction_type psi-scan
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.295
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 272
_exptl_crystal_size_max 0.5
_exptl_crystal_size_mid 0.4
_exptl_crystal_size_min 0.3
_refine_diff_density_max 0.193
_refine_diff_density_min -0.182
_refine_diff_density_rms 0.045
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack -0.4(8)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.100
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 168
_refine_ls_number_reflns 2100
_refine_ls_number_restraints 1
_refine_ls_restrained_S_all 1.100
_refine_ls_R_factor_all 0.0273
_refine_ls_R_factor_gt 0.0271
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0412P)^2^+0.1370P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0739
_refine_ls_wR_factor_ref 0.0740
_reflns_number_gt 2088
_reflns_number_total 2100
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np100541a_si_003.cif
_cod_data_source_block ocean87
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M 'P2(1) '
_cod_database_code 1501796
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.07643(15) 0.76612(8) 0.14135(12) 0.0140(2) Uani 1 1 d .
O2 O -0.10020(15) 0.63910(9) -0.04988(12) 0.0173(2) Uani 1 1 d .
H99 H -0.1692 0.6203 0.0122 0.038(6) Uiso 1 1 calc R
O3 O 0.69033(16) 0.58458(9) 0.18288(13) 0.0194(2) Uani 1 1 d .
C1 C 0.1903(2) 0.91113(12) 0.33245(18) 0.0168(3) Uani 1 1 d .
H1 H 0.1627 0.9758 0.2698 0.020 Uiso 1 1 calc R
C2 C 0.1607(2) 0.90908(13) 0.48442(18) 0.0183(3) Uani 1 1 d .
H2 H 0.1133 0.9726 0.5231 0.022 Uiso 1 1 calc R
C3 C 0.1992(2) 0.80990(13) 0.59788(18) 0.0176(3) Uani 1 1 d .
H3A H 0.0821 0.8000 0.6422 0.021 Uiso 1 1 calc R
H3B H 0.3233 0.8219 0.6942 0.021 Uiso 1 1 calc R
C4 C 0.2281(2) 0.70563(12) 0.50399(18) 0.0146(3) Uani 1 1 d .
H4 H 0.0911 0.6869 0.4245 0.018 Uiso 1 1 calc R
C5 C 0.3760(2) 0.72859(12) 0.39473(17) 0.0131(3) Uani 1 1 d .
C6 C 0.4157(2) 0.62612(12) 0.29896(17) 0.0125(3) Uani 1 1 d .
H6 H 0.4794 0.5694 0.3831 0.015 Uiso 1 1 calc R
C7 C 0.5645(2) 0.65283(12) 0.19806(17) 0.0148(3) Uani 1 1 d .
C8 C 0.5496(2) 0.76254(12) 0.10951(17) 0.0165(3) Uani 1 1 d .
H8A H 0.4963 0.7500 -0.0127 0.020 Uiso 1 1 calc R
H8B H 0.6900 0.7915 0.1333 0.020 Uiso 1 1 calc R
C9 C 0.4135(2) 0.85155(13) 0.15577(18) 0.0157(3) Uani 1 1 d .
H9A H 0.5054 0.9075 0.2224 0.019 Uiso 1 1 calc R
H9B H 0.3294 0.8857 0.0508 0.019 Uiso 1 1 calc R
C10 C 0.2668(2) 0.81325(12) 0.25608(17) 0.0137(3) Uani 1 1 d .
C11 C 0.2107(2) 0.57988(12) 0.17386(17) 0.0135(3) Uani 1 1 d .
H12 H 0.1195 0.5589 0.2417 0.016 Uiso 1 1 calc R
C12 C 0.0987(2) 0.66979(11) 0.04975(17) 0.0136(3) Uani 1 1 d .
H11 H 0.1823 0.6878 -0.0257 0.016 Uiso 1 1 calc R
C13 C 0.2464(2) 0.47799(12) 0.07883(19) 0.0176(3) Uani 1 1 d .
H13A H 0.1144 0.4446 0.0210 0.026 Uiso 1 1 calc R
H13B H 0.3319 0.4269 0.1589 0.026 Uiso 1 1 calc R
H13C H 0.3154 0.4983 -0.0032 0.026 Uiso 1 1 calc R
C14 C 0.2956(3) 0.60956(13) 0.62775(19) 0.0198(3) Uani 1 1 d .
H14A H 0.4342 0.6226 0.7026 0.030 Uiso 1 1 calc R
H14B H 0.2944 0.5433 0.5644 0.030 Uiso 1 1 calc R
H14C H 0.2008 0.6024 0.6940 0.030 Uiso 1 1 calc R
C15 C 0.5891(2) 0.77173(13) 0.50884(18) 0.0169(3) Uani 1 1 d .
H15A H 0.6454 0.7218 0.6017 0.025 Uiso 1 1 calc R
H15B H 0.5706 0.8424 0.5534 0.025 Uiso 1 1 calc R
H15C H 0.6839 0.7778 0.4423 0.025 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0123(5) 0.0140(5) 0.0141(5) -0.0021(4) 0.0015(4) 0.0010(4)
O2 0.0133(5) 0.0217(6) 0.0158(5) -0.0026(4) 0.0029(4) -0.0013(4)
O3 0.0172(5) 0.0187(6) 0.0242(5) 0.0033(5) 0.0091(4) 0.0043(4)
C1 0.0165(7) 0.0117(7) 0.0197(7) -0.0009(6) 0.0020(5) 0.0017(6)
C2 0.0174(7) 0.0152(8) 0.0212(7) -0.0051(6) 0.0042(6) 0.0010(6)
C3 0.0176(7) 0.0205(8) 0.0142(7) -0.0033(6) 0.0041(5) -0.0002(6)
C4 0.0143(7) 0.0177(8) 0.0117(7) -0.0008(5) 0.0039(5) -0.0009(6)
C5 0.0130(7) 0.0132(7) 0.0131(6) -0.0004(5) 0.0040(5) -0.0011(6)
C6 0.0119(7) 0.0121(7) 0.0128(6) 0.0021(5) 0.0029(5) 0.0009(5)
C7 0.0118(7) 0.0167(8) 0.0137(6) -0.0028(6) 0.0007(5) -0.0021(6)
C8 0.0146(7) 0.0174(8) 0.0186(7) 0.0041(6) 0.0069(5) -0.0002(6)
C9 0.0172(7) 0.0125(7) 0.0176(7) 0.0018(5) 0.0055(5) -0.0017(6)
C10 0.0123(7) 0.0132(7) 0.0148(6) -0.0021(5) 0.0028(5) -0.0015(6)
C11 0.0130(7) 0.0133(7) 0.0145(6) -0.0017(6) 0.0049(5) -0.0018(6)
C12 0.0127(7) 0.0138(8) 0.0141(6) -0.0020(5) 0.0039(5) -0.0007(6)
C13 0.0191(8) 0.0154(8) 0.0180(7) -0.0009(6) 0.0054(6) 0.0010(6)
C14 0.0237(8) 0.0212(9) 0.0161(7) 0.0014(6) 0.0084(6) -0.0007(6)
C15 0.0155(7) 0.0173(8) 0.0159(6) -0.0021(6) 0.0018(5) -0.0015(6)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C12 O1 C10 117.01(10)
C12 O2 H99 109.5
C2 C1 C10 123.04(13)
C2 C1 H1 118.5
C10 C1 H1 118.5
C1 C2 C3 123.65(13)
C1 C2 H2 118.2
C3 C2 H2 118.2
C2 C3 C4 112.43(11)
C2 C3 H3A 109.1
C4 C3 H3A 109.1
C2 C3 H3B 109.1
C4 C3 H3B 109.1
H3A C3 H3B 107.9
C14 C4 C3 111.10(11)
C14 C4 C5 114.22(12)
C3 C4 C5 110.04(12)
C14 C4 H4 107.0
C3 C4 H4 107.0
C5 C4 H4 107.0
C6 C5 C15 108.25(11)
C6 C5 C10 106.40(11)
C15 C5 C10 111.30(12)
C6 C5 C4 112.88(12)
C15 C5 C4 110.38(11)
C10 C5 C4 107.60(11)
C7 C6 C5 110.49(12)
C7 C6 C11 108.41(10)
C5 C6 C11 112.07(11)
C7 C6 H6 108.6
C5 C6 H6 108.6
C11 C6 H6 108.6
O3 C7 C8 120.11(13)
O3 C7 C6 120.14(14)
C8 C7 C6 119.70(12)
C7 C8 C9 117.58(12)
C7 C8 H8A 107.9
C9 C8 H8A 107.9
C7 C8 H8B 107.9
C9 C8 H8B 107.9
H8A C8 H8B 107.2
C10 C9 C8 116.33(12)
C10 C9 H9A 108.2
C8 C9 H9A 108.2
C10 C9 H9B 108.2
C8 C9 H9B 108.2
H9A C9 H9B 107.4
O1 C10 C1 103.80(11)
O1 C10 C9 110.66(11)
C1 C10 C9 109.70(12)
O1 C10 C5 109.82(11)
C1 C10 C5 111.54(11)
C9 C10 C5 111.10(11)
C13 C11 C12 111.43(11)
C13 C11 C6 112.90(12)
C12 C11 C6 109.73(12)
C13 C11 H12 107.5
C12 C11 H12 107.5
C6 C11 H12 107.5
O2 C12 O1 107.24(11)
O2 C12 C11 112.88(11)
O1 C12 C11 110.37(10)
O2 C12 H11 108.8
O1 C12 H11 108.8
C11 C12 H11 108.8
C11 C13 H13A 109.5
C11 C13 H13B 109.5
H13A C13 H13B 109.5
C11 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C4 C14 H14A 109.5
C4 C14 H14B 109.5
H14A C14 H14B 109.5
C4 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C5 C15 H15A 109.5
C5 C15 H15B 109.5
H15A C15 H15B 109.5
C5 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C12 1.4284(17)
O1 C10 1.4563(16)
O2 C12 1.3891(16)
O2 H99 0.8200
O3 C7 1.2202(18)
C1 C2 1.324(2)
C1 C10 1.511(2)
C1 H1 0.9300
C2 C3 1.502(2)
C2 H2 0.9300
C3 C4 1.531(2)
C3 H3A 0.9700
C3 H3B 0.9700
C4 C14 1.528(2)
C4 C5 1.5551(19)
C4 H4 0.9800
C5 C6 1.5439(19)
C5 C15 1.5458(19)
C5 C10 1.548(2)
C6 C7 1.5161(18)
C6 C11 1.5526(19)
C6 H6 0.9800
C7 C8 1.513(2)
C8 C9 1.540(2)
C8 H8A 0.9700
C8 H8B 0.9700
C9 C10 1.5384(19)
C9 H9A 0.9700
C9 H9B 0.9700
C11 C13 1.526(2)
C11 C12 1.5310(19)
C11 H12 0.9800
C12 H11 0.9800
C13 H13A 0.9600
C13 H13B 0.9600
C13 H13C 0.9600
C14 H14A 0.9600
C14 H14B 0.9600
C14 H14C 0.9600
C15 H15A 0.9600
C15 H15B 0.9600
C15 H15C 0.9600
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C10 C1 C2 C3 0.0(2)
C1 C2 C3 C4 -12.9(2)
C2 C3 C4 C14 172.41(12)
C2 C3 C4 C5 44.90(16)
C14 C4 C5 C6 53.12(16)
C3 C4 C5 C6 178.87(11)
C14 C4 C5 C15 -68.17(16)
C3 C4 C5 C15 57.58(15)
C14 C4 C5 C10 170.20(12)
C3 C4 C5 C10 -64.04(14)
C15 C5 C6 C7 -56.24(14)
C10 C5 C6 C7 63.47(14)
C4 C5 C6 C7 -178.73(12)
C15 C5 C6 C11 -177.26(11)
C10 C5 C6 C11 -57.55(14)
C4 C5 C6 C11 60.25(15)
C5 C6 C7 O3 144.86(13)
C11 C6 C7 O3 -91.97(15)
C5 C6 C7 C8 -37.95(16)
C11 C6 C7 C8 85.22(15)
O3 C7 C8 C9 -170.60(13)
C6 C7 C8 C9 12.21(19)
C7 C8 C9 C10 -13.37(19)
C12 O1 C10 C1 -179.47(11)
C12 O1 C10 C9 62.91(15)
C12 O1 C10 C5 -60.10(14)
C2 C1 C10 O1 98.37(15)
C2 C1 C10 C9 -143.34(14)
C2 C1 C10 C5 -19.81(19)
C8 C9 C10 O1 -81.44(15)
C8 C9 C10 C1 164.61(12)
C8 C9 C10 C5 40.82(16)
C6 C5 C10 O1 56.99(14)
C15 C5 C10 O1 174.71(11)
C4 C5 C10 O1 -64.25(14)
C6 C5 C10 C1 171.50(11)
C15 C5 C10 C1 -70.78(14)
C4 C5 C10 C1 50.26(15)
C6 C5 C10 C9 -65.77(14)
C15 C5 C10 C9 51.95(15)
C4 C5 C10 C9 173.00(12)
C7 C6 C11 C13 58.22(15)
C5 C6 C11 C13 -179.57(11)
C7 C6 C11 C12 -66.73(14)
C5 C6 C11 C12 55.49(14)
C10 O1 C12 O2 179.67(10)
C10 O1 C12 C11 56.34(15)
C13 C11 C12 O2 62.91(14)
C6 C11 C12 O2 -171.30(10)
C13 C11 C12 O1 -177.10(11)
C6 C11 C12 O1 -51.31(14)
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 29216901 ChemSpider
|
1501797.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501797.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501797
loop_
_publ_author_name
'Ma, Cheng'
'Li, Yan'
'Niu, Shubin'
'Zhang, Hua'
'Liu, Xingzhong'
'Che, Yongsheng'
_publ_section_title
;
N-hydroxypyridones, phenylhydrazones, and a quinazolinone from Isaria
farinosa.
;
_journal_issue 1
_journal_name_full 'Journal of natural products'
_journal_page_first 32
_journal_page_last 37
_journal_paper_doi 10.1021/np100568w
_journal_volume 74
_journal_year 2011
_chemical_formula_moiety 'C12 H13 N3 O5, 2(H2 O)'
_chemical_formula_sum 'C12 H17 N3 O7'
_chemical_formula_weight 315.29
_chemical_name_systematic
;
?
;
_space_group_IT_number 2
_symmetry_cell_setting triclinic
_symmetry_space_group_name_Hall '-P 1'
_symmetry_space_group_name_H-M 'P -1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 116.449(7)
_cell_angle_beta 100.762(11)
_cell_angle_gamma 92.763(12)
_cell_formula_units_Z 2
_cell_length_a 8.933(2)
_cell_length_b 9.339(2)
_cell_length_c 9.9444(18)
_cell_measurement_reflns_used 324
_cell_measurement_temperature 173(2)
_cell_measurement_theta_max 27.48
_cell_measurement_theta_min 2.17
_cell_volume 721.5(3)
_computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection 'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics 'XP in Siemens SHELXTL (Sheldrick, 1994)'
_computing_publication_material 'SHELX97 (Sheldrick, 1997)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 173(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type 'Saturn724+ CCD'
_diffrn_measurement_method '\w scans at fixed \c = 45\%'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0371
_diffrn_reflns_av_sigmaI/netI 0.0275
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_h_min -11
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 12
_diffrn_reflns_limit_l_min -12
_diffrn_reflns_number 11847
_diffrn_reflns_theta_full 27.49
_diffrn_reflns_theta_max 27.49
_diffrn_reflns_theta_min 2.35
_exptl_absorpt_coefficient_mu 0.121
_exptl_absorpt_correction_T_max 0.9821
_exptl_absorpt_correction_T_min 0.9728
_exptl_absorpt_correction_type numerical
_exptl_absorpt_process_details 'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.451
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 332
_exptl_crystal_size_max 0.23
_exptl_crystal_size_mid 0.15
_exptl_crystal_size_min 0.15
_refine_diff_density_max 0.282
_refine_diff_density_min -0.284
_refine_diff_density_rms 0.098
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.222
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 202
_refine_ls_number_reflns 3304
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.222
_refine_ls_R_factor_all 0.0564
_refine_ls_R_factor_gt 0.0531
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0672P)^2^+0.1884P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1448
_refine_ls_wR_factor_ref 0.1472
_reflns_number_gt 3115
_reflns_number_total 3304
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np100568w_si_001.cif
_cod_data_source_block a
_cod_original_sg_symbol_H-M P-1
_cod_database_code 1501797
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.35378(14) 0.54373(14) 0.72075(13) 0.0317(3) Uani 1 1 d .
O1W O 0.05580(14) 0.21857(15) 0.59464(15) 0.0362(3) Uani 1 1 d .
H1WA H 0.0893 0.1540 0.5200 0.062(8) Uiso 1 1 d R
H1WB H 0.0031 0.1625 0.6207 0.070(8) Uiso 1 1 d R
O2 O 0.23271(14) 0.45549(14) 0.85250(14) 0.0334(3) Uani 1 1 d .
H2 H 0.1922 0.3804 0.7638 0.040 Uiso 1 1 d R
O2W O 0.20358(16) 0.66237(17) 0.51625(15) 0.0434(3) Uani 1 1 d .
H2WA H 0.2224 0.6220 0.5770 0.052 Uiso 1 1 d R
H2WB H 0.1243 0.7070 0.5283 0.052 Uiso 1 1 d R
O3 O 0.88674(14) 1.02172(15) 0.67637(14) 0.0344(3) Uani 1 1 d .
O4 O 0.98270(15) 1.30916(15) 1.23510(14) 0.0355(3) Uani 1 1 d .
O5 O 1.15080(15) 1.48459(16) 1.22002(14) 0.0385(3) Uani 1 1 d .
H5 H 1.1696 1.5322 1.3170 0.046 Uiso 1 1 d R
N8 N 0.58300(16) 0.78835(16) 0.87892(15) 0.0270(3) Uani 1 1 d .
H8A H 0.5344 0.7112 0.7874 0.032 Uiso 1 1 calc R
N9 N 0.69357(15) 0.89913(16) 0.89094(15) 0.0250(3) Uani 1 1 d .
N12 N 0.90626(16) 1.12334(17) 0.93348(16) 0.0289(3) Uani 1 1 d .
H12A H 0.8758 1.1054 1.0045 0.035 Uiso 1 1 calc R
C1 C 0.54554(18) 0.79563(19) 1.01068(18) 0.0240(3) Uani 1 1 d .
C2 C 0.62527(19) 0.9142(2) 1.15794(18) 0.0286(4) Uani 1 1 d .
H2A H 0.7053 0.9917 1.1681 0.034 Uiso 1 1 calc R
C3 C 0.5877(2) 0.9187(2) 1.28830(19) 0.0330(4) Uani 1 1 d .
H3A H 0.6428 0.9989 1.3876 0.040 Uiso 1 1 calc R
C4 C 0.4702(2) 0.8071(2) 1.2759(2) 0.0334(4) Uani 1 1 d .
H4A H 0.4439 0.8120 1.3660 0.040 Uiso 1 1 calc R
C5 C 0.39206(19) 0.6891(2) 1.13145(19) 0.0292(4) Uani 1 1 d .
H5A H 0.3131 0.6117 1.1232 0.035 Uiso 1 1 calc R
C6 C 0.42671(17) 0.68116(18) 0.99725(18) 0.0241(3) Uani 1 1 d .
C7 C 0.33677(18) 0.55559(19) 0.84442(19) 0.0260(3) Uani 1 1 d .
C10 C 0.72400(18) 0.88690(19) 0.76474(18) 0.0258(3) Uani 1 1 d .
C11 C 0.84657(18) 1.01622(19) 0.78742(18) 0.0255(3) Uani 1 1 d .
C13 C 1.01621(18) 1.26617(19) 0.98679(19) 0.0279(3) Uani 1 1 d .
H13A H 0.9744 1.3364 0.9428 0.033 Uiso 1 1 calc R
H13B H 1.1130 1.2359 0.9540 0.033 Uiso 1 1 calc R
C14 C 1.04705(18) 1.3546(2) 1.16120(19) 0.0282(3) Uani 1 1 d .
C15 C 0.6481(2) 0.7580(2) 0.60636(19) 0.0338(4) Uani 1 1 d .
H15A H 0.5361 0.7546 0.5903 0.051 Uiso 1 1 calc R
H15B H 0.6746 0.6531 0.5949 0.051 Uiso 1 1 calc R
H15C H 0.6837 0.7814 0.5299 0.051 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0355(6) 0.0323(6) 0.0248(6) 0.0117(5) 0.0070(5) -0.0029(5)
O1W 0.0387(7) 0.0318(6) 0.0376(7) 0.0135(6) 0.0159(6) -0.0015(5)
O2 0.0348(6) 0.0315(6) 0.0320(6) 0.0142(5) 0.0075(5) -0.0057(5)
O2W 0.0457(8) 0.0451(8) 0.0346(7) 0.0161(6) 0.0052(6) 0.0040(6)
O3 0.0405(7) 0.0352(6) 0.0299(6) 0.0153(5) 0.0149(5) -0.0018(5)
O4 0.0408(7) 0.0371(7) 0.0315(6) 0.0172(5) 0.0127(5) 0.0000(5)
O5 0.0427(7) 0.0381(7) 0.0285(6) 0.0128(5) 0.0057(5) -0.0113(6)
N8 0.0310(7) 0.0260(7) 0.0216(6) 0.0097(5) 0.0062(5) -0.0049(5)
N9 0.0255(6) 0.0249(6) 0.0264(7) 0.0129(5) 0.0079(5) 0.0012(5)
N12 0.0315(7) 0.0305(7) 0.0263(7) 0.0149(6) 0.0080(6) -0.0028(6)
C1 0.0260(7) 0.0248(7) 0.0241(7) 0.0128(6) 0.0080(6) 0.0055(6)
C2 0.0307(8) 0.0269(8) 0.0255(8) 0.0101(7) 0.0066(6) 0.0013(6)
C3 0.0356(9) 0.0349(9) 0.0249(8) 0.0110(7) 0.0063(7) 0.0067(7)
C4 0.0366(9) 0.0442(10) 0.0263(8) 0.0198(8) 0.0125(7) 0.0115(8)
C5 0.0290(8) 0.0350(9) 0.0315(8) 0.0207(7) 0.0110(7) 0.0059(6)
C6 0.0245(7) 0.0256(8) 0.0249(8) 0.0132(6) 0.0078(6) 0.0056(6)
C7 0.0264(7) 0.0247(7) 0.0294(8) 0.0141(7) 0.0083(6) 0.0029(6)
C10 0.0264(8) 0.0266(8) 0.0259(8) 0.0127(6) 0.0080(6) 0.0039(6)
C11 0.0260(7) 0.0268(8) 0.0271(8) 0.0140(6) 0.0097(6) 0.0045(6)
C13 0.0277(8) 0.0278(8) 0.0293(8) 0.0144(7) 0.0076(6) -0.0010(6)
C14 0.0270(8) 0.0292(8) 0.0322(8) 0.0166(7) 0.0097(6) 0.0038(6)
C15 0.0382(9) 0.0356(9) 0.0244(8) 0.0120(7) 0.0068(7) -0.0031(7)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
H1WA O1W H1WB 107.0
C7 O2 H2 110.2
H2WA O2W H2WB 109.6
C14 O5 H5 111.6
N9 N8 C1 120.01(13)
N9 N8 H8A 120.0
C1 N8 H8A 120.0
C10 N9 N8 117.54(13)
C11 N12 C13 126.19(13)
C11 N12 H12A 116.9
C13 N12 H12A 116.9
N8 C1 C2 120.88(14)
N8 C1 C6 119.79(14)
C2 C1 C6 119.32(14)
C3 C2 C1 120.16(16)
C3 C2 H2A 119.9
C1 C2 H2A 119.9
C2 C3 C4 120.84(16)
C2 C3 H3A 119.6
C4 C3 H3A 119.6
C5 C4 C3 119.36(15)
C5 C4 H4A 120.3
C3 C4 H4A 120.3
C4 C5 C6 121.37(15)
C4 C5 H5A 119.3
C6 C5 H5A 119.3
C5 C6 C1 118.95(15)
C5 C6 C7 119.57(14)
C1 C6 C7 121.47(14)
O1 C7 O2 121.97(15)
O1 C7 C6 124.31(14)
O2 C7 C6 113.71(14)
N9 C10 C15 125.22(15)
N9 C10 C11 114.40(14)
C15 C10 C11 120.38(14)
O3 C11 N12 123.40(15)
O3 C11 C10 121.78(14)
N12 C11 C10 114.82(13)
N12 C13 C14 107.74(13)
N12 C13 H13A 110.2
C14 C13 H13A 110.2
N12 C13 H13B 110.2
C14 C13 H13B 110.2
H13A C13 H13B 108.5
O4 C14 O5 125.17(16)
O4 C14 C13 123.14(15)
O5 C14 C13 111.70(14)
C10 C15 H15A 109.5
C10 C15 H15B 109.5
H15A C15 H15B 109.5
C10 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C7 1.2239(19)
O1W H1WA 0.8399
O1W H1WB 0.8400
O2 C7 1.3249(19)
O2 H2 0.8400
O2W H2WA 0.8400
O2W H2WB 0.8400
O3 C11 1.2440(19)
O4 C14 1.209(2)
O5 C14 1.316(2)
O5 H5 0.8400
N8 N9 1.3444(18)
N8 C1 1.386(2)
N8 H8A 0.8800
N9 C10 1.290(2)
N12 C11 1.327(2)
N12 C13 1.440(2)
N12 H12A 0.8800
C1 C2 1.403(2)
C1 C6 1.413(2)
C2 C3 1.383(2)
C2 H2A 0.9500
C3 C4 1.391(3)
C3 H3A 0.9500
C4 C5 1.381(3)
C4 H4A 0.9500
C5 C6 1.397(2)
C5 H5A 0.9500
C6 C7 1.482(2)
C10 C15 1.491(2)
C10 C11 1.499(2)
C13 C14 1.513(2)
C13 H13A 0.9900
C13 H13B 0.9900
C15 H15A 0.9800
C15 H15B 0.9800
C15 H15C 0.9800
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C1 N8 N9 C10 180.00(14)
N9 N8 C1 C2 -2.2(2)
N9 N8 C1 C6 178.51(13)
N8 C1 C2 C3 -179.24(15)
C6 C1 C2 C3 0.0(2)
C1 C2 C3 C4 -0.4(3)
C2 C3 C4 C5 1.0(3)
C3 C4 C5 C6 -1.2(3)
C4 C5 C6 C1 0.7(2)
C4 C5 C6 C7 -178.14(14)
N8 C1 C6 C5 179.12(14)
C2 C1 C6 C5 -0.1(2)
N8 C1 C6 C7 -2.0(2)
C2 C1 C6 C7 178.70(14)
C5 C6 C7 O1 176.49(15)
C1 C6 C7 O1 -2.3(2)
C5 C6 C7 O2 -2.9(2)
C1 C6 C7 O2 178.30(13)
N8 N9 C10 C15 -1.1(2)
N8 N9 C10 C11 179.03(13)
C13 N12 C11 O3 4.6(3)
C13 N12 C11 C10 -174.76(15)
N9 C10 C11 O3 -178.94(14)
C15 C10 C11 O3 1.2(2)
N9 C10 C11 N12 0.4(2)
C15 C10 C11 N12 -179.51(14)
C11 N12 C13 C14 178.06(15)
N12 C13 C14 O4 -2.2(2)
N12 C13 C14 O5 177.90(14)
|
1501798.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501798.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501798
loop_
_publ_author_name
'He, Li'
'Zhang, Yuan-Hu'
'Guan, Huan-Yu'
'Zhang, Jian-Xin'
'Sun, Qian-Yun'
'Hao, Xiao-Jiang'
_publ_section_title
;
Cepharatines A-D, hasubanan-type alkaloids from Stephania cepharantha.
;
_journal_issue 2
_journal_name_full 'Journal of natural products'
_journal_page_first 181
_journal_page_last 184
_journal_paper_doi 10.1021/np1005696
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration ad
_chemical_formula_moiety 'C18 H19 N O4,C H4 O'
_chemical_formula_sum 'C19 H23 N O5'
_chemical_formula_weight 345
_chemical_name_systematic
;
?
;
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.46(3)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 11.916(2)
_cell_length_b 6.6730(13)
_cell_length_c 21.319(4)
_cell_measurement_temperature 293(2)
_cell_volume 1695.1(5)
_computing_cell_refinement 'SCALE(Otwinowski & Minor,1996)'
_computing_data_collection 'DENZO(Otwinowski & Minor,1996)'
_computing_data_reduction 'SCALE(Otwinowski & Minor,1996)'
_computing_molecular_graphics 'ORTEPII(Johnson,1976) and PLUTON(Spek,1990)'
_computing_publication_material 'SHELXL97(Sheldrick, 1997)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 296(2)
_diffrn_detector_area_resol_mean 0
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device_type 'MAC DIP 2030K'
_diffrn_measurement_method \w
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0424
_diffrn_reflns_av_sigmaI/netI 0.0407
_diffrn_reflns_limit_h_max 13
_diffrn_reflns_limit_h_min -14
_diffrn_reflns_limit_k_max 8
_diffrn_reflns_limit_k_min -7
_diffrn_reflns_limit_l_max 22
_diffrn_reflns_limit_l_min -26
_diffrn_reflns_number 16494
_diffrn_reflns_theta_full 72.45
_diffrn_reflns_theta_max 72.45
_diffrn_reflns_theta_min 2.07
_diffrn_standards_decay_% 0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time 0
_diffrn_standards_number 0
_exptl_absorpt_coefficient_mu 0.806
_exptl_absorpt_correction_T_max 0.923
_exptl_absorpt_correction_T_min 0.713
_exptl_absorpt_correction_type multi-scan
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.353
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description plate
_exptl_crystal_F_000 736
_exptl_crystal_size_max 0.42
_exptl_crystal_size_mid 0.22
_exptl_crystal_size_min 0.10
_refine_diff_density_max 0.446
_refine_diff_density_min -0.395
_refine_diff_density_rms 0.049
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.1(2)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.037
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 455
_refine_ls_number_reflns 5940
_refine_ls_number_restraints 3
_refine_ls_restrained_S_all 1.048
_refine_ls_R_factor_all 0.0609
_refine_ls_R_factor_gt 0.0551
_refine_ls_shift/su_max 0.081
_refine_ls_shift/su_mean 0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1229P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1610
_refine_ls_wR_factor_ref 0.1684
_reflns_number_gt 4928
_reflns_number_total 5940
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np1005696_si_002.cif
_cod_data_source_block a
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_cell_volume 1695.1(6)
_cod_original_sg_symbol_Hall 'P 2yb '
_cod_original_sg_symbol_H-M 'P 21 '
_cod_database_code 1501798
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
N1B N 0.11692(19) 0.2949(4) 0.46427(10) 0.0500(6) Uani 1 1 d .
N1A N 0.62381(17) 0.7537(4) 0.97202(10) 0.0474(5) Uani 1 1 d .
O1B O 0.05828(15) 0.2602(4) 0.65990(8) 0.0578(5) Uani 1 1 d .
H1BA H 0.0132 0.3131 0.6836 0.087 Uiso 1 1 calc R
O1A O 0.31247(16) 0.7684(4) 0.87615(8) 0.0589(5) Uani 1 1 d .
H1AA H 0.2458 0.7424 0.8808 0.088 Uiso 1 1 calc R
O1W O 0.1337(2) 0.7058(8) 0.94324(12) 0.1135(15) Uani 1 1 d D
H1W H 0.1559 0.6461 0.9746 0.170 Uiso 1 1 calc R
O2A O 0.14365(17) 0.7591(4) 0.79651(10) 0.0609(5) Uani 1 1 d .
O2B O 0.06859(19) 0.2630(4) 0.78318(8) 0.0604(5) Uani 1 1 d .
O2W O 0.8580(3) 0.3575(13) 0.69597(14) 0.181(3) Uani 1 1 d D
H2W H 0.8278 0.4201 0.6674 0.271 Uiso 1 1 calc R
O3A O 0.80635(17) 1.0902(4) 0.93773(10) 0.0638(6) Uani 1 1 d .
O3B O 0.27711(18) -0.0330(4) 0.40288(10) 0.0676(6) Uani 1 1 d .
C1W C 0.0226(3) 0.7472(10) 0.9490(2) 0.0965(14) Uani 1 1 d D
H1W1 H 0.0101 0.8163 0.9878 0.145 Uiso 1 1 calc R
H1W2 H -0.0194 0.6243 0.9486 0.145 Uiso 1 1 calc R
H1W3 H -0.0015 0.8301 0.9146 0.145 Uiso 1 1 calc R
O4A O 0.60236(16) 1.1031(4) 0.98910(9) 0.0546(5) Uani 1 1 d .
H4AA H 0.5430 1.0818 1.0072 0.082 Uiso 1 1 calc R
O4B O 0.07747(16) -0.0517(4) 0.46068(9) 0.0575(5) Uani 1 1 d .
H4BA H 0.0154 -0.0304 0.4756 0.086 Uiso 1 1 calc R
C2W C 0.7927(5) 0.3458(11) 0.7412(3) 0.0587(16) Uani 0.50 1 d PD
H2W1 H 0.8133 0.4436 0.7722 0.088 Uiso 0.50 1 calc PR
H2W2 H 0.7972 0.2141 0.7592 0.088 Uiso 0.50 1 calc PR
H2W3 H 0.7174 0.3707 0.7269 0.088 Uiso 0.50 1 calc PR
C1B C 0.1695(2) 0.2643(4) 0.75372(11) 0.0488(6) Uani 1 1 d .
C1A C 0.2476(2) 0.7646(4) 0.77003(12) 0.0485(6) Uani 1 1 d .
C2A C 0.2699(3) 0.7584(5) 0.70664(13) 0.0576(7) Uani 1 1 d .
H2AA H 0.2117 0.7514 0.6774 0.069 Uiso 1 1 calc R
C2B C 0.2727(3) 0.2710(5) 0.78300(13) 0.0582(7) Uani 1 1 d .
H2BA H 0.2781 0.2750 0.8265 0.070 Uiso 1 1 calc R
C3B C 0.3687(3) 0.2717(5) 0.74660(14) 0.0568(7) Uani 1 1 d .
H3BA H 0.4385 0.2825 0.7661 0.068 Uiso 1 1 calc R
C3A C 0.3801(3) 0.7628(5) 0.68744(12) 0.0591(7) Uani 1 1 d .
H3AA H 0.3957 0.7550 0.6448 0.071 Uiso 1 1 calc R
C4B C 0.3630(2) 0.2566(4) 0.68173(13) 0.0495(6) Uani 1 1 d .
C4A C 0.4681(3) 0.7783(5) 0.72991(11) 0.0516(6) Uani 1 1 d .
C5B C 0.4633(2) 0.2560(5) 0.64584(16) 0.0596(7) Uani 1 1 d .
H5BA H 0.5309 0.2830 0.6662 0.072 Uiso 1 1 calc R
C5A C 0.5811(3) 0.7860(6) 0.70774(13) 0.0686(9) Uani 1 1 d .
H5AA H 0.5943 0.7636 0.6654 0.082 Uiso 1 1 calc R
C6B C 0.4651(2) 0.2185(5) 0.58427(16) 0.0569(7) Uani 1 1 d .
H6BA H 0.5333 0.2171 0.5634 0.068 Uiso 1 1 calc R
C6A C 0.6690(3) 0.8242(6) 0.74580(15) 0.0708(10) Uani 1 1 d .
H6AA H 0.7410 0.8270 0.7293 0.085 Uiso 1 1 calc R
C7B C 0.3621(2) 0.1799(4) 0.54966(14) 0.0482(6) Uani 1 1 d .
C7A C 0.6537(3) 0.8611(5) 0.81171(13) 0.0515(6) Uani 1 1 d .
C8A C 0.7381(2) 0.9435(5) 0.84576(13) 0.0553(7) Uani 1 1 d .
H8AA H 0.8070 0.9616 0.8263 0.066 Uiso 1 1 calc R
C8B C 0.3654(2) 0.0999(5) 0.49110(14) 0.0538(7) Uani 1 1 d .
H8BA H 0.4355 0.0804 0.4732 0.065 Uiso 1 1 calc R
C9B C 0.2690(2) 0.0436(5) 0.45510(13) 0.0485(6) Uani 1 1 d .
C9A C 0.7280(2) 1.0054(5) 0.91074(13) 0.0485(6) Uani 1 1 d .
C10A C 0.6181(2) 0.9574(4) 0.94246(11) 0.0418(5) Uani 1 1 d .
C10B C 0.1541(2) 0.0904(5) 0.48382(11) 0.0449(6) Uani 1 1 d .
C11A C 0.5229(2) 0.9574(4) 0.89496(11) 0.0410(5) Uani 1 1 d .
H11A H 0.5153 1.0902 0.8770 0.049 Uiso 1 1 calc R
H11B H 0.4533 0.9247 0.9159 0.049 Uiso 1 1 calc R
C11B C 0.1622(2) 0.0849(4) 0.55456(11) 0.0407(5) Uani 1 1 d .
H11C H 0.1822 -0.0493 0.5680 0.049 Uiso 1 1 calc R
H11D H 0.0897 0.1174 0.5722 0.049 Uiso 1 1 calc R
C12B C 0.1953(3) 0.4510(5) 0.48448(14) 0.0560(7) Uani 1 1 d .
H12A H 0.1652 0.5810 0.4729 0.067 Uiso 1 1 calc R
H12B H 0.2659 0.4334 0.4628 0.067 Uiso 1 1 calc R
C12A C 0.6457(2) 0.5949(5) 0.92607(14) 0.0542(7) Uani 1 1 d .
H12C H 0.6446 0.4659 0.9470 0.065 Uiso 1 1 calc R
H12D H 0.7199 0.6138 0.9086 0.065 Uiso 1 1 calc R
C13B C 0.2168(2) 0.4465(4) 0.55492(13) 0.0477(6) Uani 1 1 d .
H13A H 0.1494 0.4896 0.5763 0.057 Uiso 1 1 calc R
H13B H 0.2761 0.5409 0.5652 0.057 Uiso 1 1 calc R
C13A C 0.5592(2) 0.5952(4) 0.87340(13) 0.0481(6) Uani 1 1 d .
H13C H 0.4877 0.5515 0.8899 0.058 Uiso 1 1 calc R
H13D H 0.5818 0.4995 0.8417 0.058 Uiso 1 1 calc R
C14A C 0.5439(2) 0.8045(4) 0.84217(11) 0.0419(5) Uani 1 1 d .
C14B C 0.2508(2) 0.2349(4) 0.57930(12) 0.0412(5) Uani 1 1 d .
C15B C 0.2569(2) 0.2450(4) 0.65093(12) 0.0428(5) Uani 1 1 d .
C15A C 0.4467(2) 0.7902(4) 0.79485(11) 0.0432(5) Uani 1 1 d .
C16B C 0.1617(2) 0.2570(4) 0.68777(11) 0.0443(5) Uani 1 1 d .
C16A C 0.3362(2) 0.7744(4) 0.81416(11) 0.0437(5) Uani 1 1 d .
C17A C 0.7064(2) 0.7443(6) 1.02328(14) 0.0624(8) Uani 1 1 d .
H17A H 0.7072 0.6118 1.0408 0.094 Uiso 1 1 calc R
H17B H 0.6866 0.8391 1.0552 0.094 Uiso 1 1 calc R
H17C H 0.7794 0.7760 1.0074 0.094 Uiso 1 1 calc R
C17B C 0.0948(3) 0.3082(7) 0.39667(13) 0.0705(10) Uani 1 1 d .
H17D H 0.0711 0.4417 0.3863 0.106 Uiso 1 1 calc R
H17E H 0.0367 0.2150 0.3853 0.106 Uiso 1 1 calc R
H17F H 0.1620 0.2766 0.3742 0.106 Uiso 1 1 calc R
C18A C 0.0490(3) 0.7578(6) 0.75577(18) 0.0705(9) Uani 1 1 d .
H18A H -0.0183 0.7540 0.7801 0.106 Uiso 1 1 calc R
H18B H 0.0521 0.6417 0.7292 0.106 Uiso 1 1 calc R
H18C H 0.0494 0.8766 0.7304 0.106 Uiso 1 1 calc R
C18B C 0.0686(4) 0.2578(8) 0.85001(13) 0.0800(10) Uani 1 1 d .
H18D H -0.0073 0.2582 0.8647 0.120 Uiso 1 1 calc R
H18E H 0.1074 0.3734 0.8661 0.120 Uiso 1 1 calc R
H18F H 0.1059 0.1385 0.8643 0.120 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1B 0.0485(11) 0.0646(16) 0.0370(10) 0.0077(10) 0.0037(8) 0.0152(11)
N1A 0.0406(10) 0.0575(13) 0.0441(10) 0.0086(11) -0.0038(8) -0.0041(10)
O1B 0.0464(10) 0.0837(15) 0.0432(8) -0.0091(11) -0.0025(7) 0.0046(11)
O1A 0.0458(9) 0.0911(16) 0.0399(8) -0.0008(11) -0.0017(7) -0.0099(11)
O1W 0.0538(13) 0.223(5) 0.0633(14) 0.032(2) 0.0089(11) 0.019(2)
O2A 0.0538(11) 0.0670(13) 0.0615(11) -0.0031(12) -0.0195(9) -0.0011(11)
O2B 0.0806(14) 0.0617(12) 0.0390(8) -0.0052(9) -0.0012(9) -0.0029(12)
O2W 0.0747(18) 0.403(11) 0.0644(16) 0.020(3) 0.0050(14) 0.081(4)
O3A 0.0502(11) 0.0834(15) 0.0578(11) -0.0035(11) 0.0024(9) -0.0204(11)
O3B 0.0533(12) 0.0960(18) 0.0537(11) -0.0172(12) 0.0050(9) 0.0124(12)
C1W 0.068(2) 0.113(4) 0.108(3) 0.018(3) 0.013(2) 0.025(3)
O4A 0.0506(10) 0.0686(13) 0.0445(9) -0.0156(10) 0.0000(8) -0.0042(10)
O4B 0.0474(10) 0.0808(15) 0.0443(9) -0.0134(10) -0.0006(8) -0.0118(10)
C2W 0.042(3) 0.082(4) 0.052(3) 0.031(3) 0.017(2) 0.006(3)
C1B 0.0680(16) 0.0351(12) 0.0432(12) 0.0002(11) -0.0112(12) -0.0003(13)
C1A 0.0599(15) 0.0361(12) 0.0494(13) -0.0005(12) -0.0124(12) -0.0008(12)
C2A 0.083(2) 0.0440(14) 0.0454(13) 0.0031(13) -0.0219(13) -0.0036(15)
C2B 0.081(2) 0.0444(14) 0.0490(13) -0.0019(14) -0.0207(14) -0.0010(15)
C3B 0.0688(17) 0.0398(13) 0.0613(15) 0.0018(14) -0.0308(14) -0.0046(13)
C3A 0.092(2) 0.0469(15) 0.0386(11) -0.0058(13) -0.0071(13) -0.0065(16)
C4B 0.0535(14) 0.0343(12) 0.0605(14) -0.0006(12) -0.0186(12) -0.0014(12)
C4A 0.0734(17) 0.0421(14) 0.0394(11) -0.0025(12) 0.0010(11) -0.0031(14)
C5B 0.0492(15) 0.0496(15) 0.0797(19) 0.0030(16) -0.0199(14) -0.0083(13)
C5A 0.088(2) 0.077(2) 0.0417(13) -0.0134(15) 0.0127(14) -0.0017(19)
C6B 0.0397(13) 0.0513(17) 0.0797(19) 0.0034(14) -0.0061(13) -0.0067(11)
C6A 0.072(2) 0.092(3) 0.0485(15) -0.0131(16) 0.0205(15) -0.0095(18)
C7B 0.0399(12) 0.0429(13) 0.0616(15) 0.0023(12) -0.0027(12) 0.0014(10)
C7A 0.0590(16) 0.0500(15) 0.0457(14) -0.0045(12) 0.0105(12) 0.0006(12)
C8A 0.0500(15) 0.0673(18) 0.0489(14) 0.0004(14) 0.0119(12) -0.0076(14)
C8B 0.0384(13) 0.0592(16) 0.0639(16) -0.0020(14) 0.0064(12) 0.0080(12)
C9B 0.0452(13) 0.0531(15) 0.0472(13) -0.0026(11) 0.0036(11) 0.0051(11)
C9A 0.0455(14) 0.0513(15) 0.0488(13) 0.0031(12) 0.0021(11) -0.0039(11)
C10A 0.0390(12) 0.0486(14) 0.0378(11) -0.0018(11) 0.0008(10) 0.0004(11)
C10B 0.0408(13) 0.0558(15) 0.0381(12) -0.0012(11) 0.0018(10) 0.0027(11)
C11A 0.0449(13) 0.0418(12) 0.0364(11) -0.0020(10) -0.0004(10) 0.0030(10)
C11B 0.0409(12) 0.0431(12) 0.0381(11) 0.0008(10) -0.0011(10) -0.0033(10)
C12B 0.0621(17) 0.0507(15) 0.0553(15) 0.0144(13) 0.0109(13) 0.0132(14)
C12A 0.0504(15) 0.0483(15) 0.0639(16) 0.0128(14) 0.0031(13) 0.0065(12)
C13B 0.0513(14) 0.0385(13) 0.0532(14) 0.0043(11) -0.0001(11) 0.0021(11)
C13A 0.0513(14) 0.0403(13) 0.0525(14) -0.0004(12) 0.0015(12) 0.0023(11)
C14A 0.0486(13) 0.0397(14) 0.0374(10) -0.0011(10) 0.0014(10) 0.0032(10)
C14B 0.0385(11) 0.0371(13) 0.0479(12) 0.0028(10) -0.0042(10) -0.0001(10)
C15B 0.0487(13) 0.0313(11) 0.0482(12) -0.0007(11) -0.0117(10) -0.0009(10)
C15A 0.0568(14) 0.0359(12) 0.0369(11) -0.0010(10) -0.0024(10) -0.0016(11)
C16B 0.0507(13) 0.0410(12) 0.0411(11) -0.0027(11) -0.0120(10) -0.0032(12)
C16A 0.0528(13) 0.0411(12) 0.0373(10) -0.0004(11) -0.0077(10) 0.0010(11)
C17A 0.0506(15) 0.082(2) 0.0543(14) 0.0198(17) -0.0116(13) -0.0072(16)
C17B 0.074(2) 0.097(3) 0.0398(13) 0.0103(16) 0.0042(13) 0.029(2)
C18A 0.0617(17) 0.0627(19) 0.087(2) -0.009(2) -0.0306(16) 0.0033(17)
C18B 0.117(3) 0.085(2) 0.0385(13) -0.0002(17) 0.0010(16) -0.008(3)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C12B N1B C17B 110.9(3)
C12B N1B C10B 112.4(2)
C17B N1B C10B 112.4(2)
C17A N1A C12A 110.2(2)
C17A N1A C10A 112.3(2)
C12A N1A C10A 112.44(19)
C16B O1B H1BA 109.5
C16A O1A H1AA 109.5
C1W O1W H1W 109.5
C1A O2A C18A 117.8(2)
C1B O2B C18B 117.9(2)
C2W O2W H2W 109.5
O1W C1W H1W1 109.5
O1W C1W H1W2 109.5
H1W1 C1W H1W2 109.5
O1W C1W H1W3 109.5
H1W1 C1W H1W3 109.5
H1W2 C1W H1W3 109.5
C10A O4A H4AA 109.5
C10B O4B H4BA 109.5
O2W C2W H2W1 109.5
O2W C2W H2W2 109.5
H2W1 C2W H2W2 109.5
O2W C2W H2W3 109.5
H2W1 C2W H2W3 109.5
H2W2 C2W H2W3 109.5
O2B C1B C2B 125.5(2)
O2B C1B C16B 114.1(2)
C2B C1B C16B 120.3(3)
O2A C1A C2A 125.9(2)
O2A C1A C16A 113.7(2)
C2A C1A C16A 120.4(3)
C3A C2A C1A 118.8(2)
C3A C2A H2AA 120.6
C1A C2A H2AA 120.6
C1B C2B C3B 119.0(2)
C1B C2B H2BA 120.5
C3B C2B H2BA 120.5
C2B C3B C4B 121.6(2)
C2B C3B H3BA 119.2
C4B C3B H3BA 119.2
C2A C3A C4A 121.7(2)
C2A C3A H3AA 119.1
C4A C3A H3AA 119.1
C3B C4B C15B 120.0(3)
C3B C4B C5B 120.1(2)
C15B C4B C5B 119.9(2)
C3A C4A C15A 120.2(3)
C3A C4A C5A 119.8(2)
C15A C4A C5A 120.0(3)
C6B C5B C4B 123.3(2)
C6B C5B H5BA 118.4
C4B C5B H5BA 118.4
C6A C5A C4A 122.5(3)
C6A C5A H5AA 118.7
C4A C5A H5AA 118.7
C5B C6B C7B 120.9(3)
C5B C6B H6BA 119.6
C7B C6B H6BA 119.6
C5A C6A C7A 121.2(3)
C5A C6A H6AA 119.4
C7A C6A H6AA 119.4
C8B C7B C6B 120.5(3)
C8B C7B C14B 120.6(2)
C6B C7B C14B 118.9(3)
C8A C7A C6A 119.6(3)
C8A C7A C14A 120.8(2)
C6A C7A C14A 119.5(3)
C7A C8A C9A 124.1(3)
C7A C8A H8AA 117.9
C9A C8A H8AA 117.9
C7B C8B C9B 124.6(2)
C7B C8B H8BA 117.7
C9B C8B H8BA 117.7
O3B C9B C8B 121.8(3)
O3B C9B C10B 121.5(2)
C8B C9B C10B 116.6(2)
O3A C9A C8A 120.6(2)
O3A C9A C10A 123.0(2)
C8A C9A C10A 116.4(2)
O4A C10A N1A 109.6(2)
O4A C10A C9A 106.9(2)
N1A C10A C9A 110.1(2)
O4A C10A C11A 111.7(2)
N1A C10A C11A 108.2(2)
C9A C10A C11A 110.3(2)
O4B C10B N1B 109.2(2)
O4B C10B C11B 111.8(2)
N1B C10B C11B 108.5(2)
O4B C10B C9B 107.6(2)
N1B C10B C9B 109.7(2)
C11B C10B C9B 110.0(2)
C10A C11A C14A 111.3(2)
C10A C11A H11A 109.4
C14A C11A H11A 109.4
C10A C11A H11B 109.4
C14A C11A H11B 109.4
H11A C11A H11B 108.0
C10B C11B C14B 111.3(2)
C10B C11B H11C 109.4
C14B C11B H11C 109.4
C10B C11B H11D 109.4
C14B C11B H11D 109.4
H11C C11B H11D 108.0
N1B C12B C13B 112.3(2)
N1B C12B H12A 109.1
C13B C12B H12A 109.1
N1B C12B H12B 109.1
C13B C12B H12B 109.1
H12A C12B H12B 107.9
N1A C12A C13A 111.7(2)
N1A C12A H12C 109.3
C13A C12A H12C 109.3
N1A C12A H12D 109.3
C13A C12A H12D 109.3
H12C C12A H12D 107.9
C12B C13B C14B 112.9(2)
C12B C13B H13A 109.0
C14B C13B H13A 109.0
C12B C13B H13B 109.0
C14B C13B H13B 109.0
H13A C13B H13B 107.8
C12A C13A C14A 113.2(2)
C12A C13A H13C 108.9
C14A C13A H13C 108.9
C12A C13A H13D 108.9
C14A C13A H13D 108.9
H13C C13A H13D 107.8
C7A C14A C15A 112.6(2)
C7A C14A C11A 107.1(2)
C15A C14A C11A 113.3(2)
C7A C14A C13A 108.0(2)
C15A C14A C13A 108.1(2)
C11A C14A C13A 107.5(2)
C7B C14B C15B 113.1(2)
C7B C14B C11B 107.4(2)
C15B C14B C11B 113.3(2)
C7B C14B C13B 107.8(2)
C15B C14B C13B 107.7(2)
C11B C14B C13B 107.3(2)
C16B C15B C4B 117.6(2)
C16B C15B C14B 122.4(2)
C4B C15B C14B 119.9(2)
C16A C15A C4A 117.8(2)
C16A C15A C14A 121.6(2)
C4A C15A C14A 120.5(2)
O1B C16B C15B 119.6(2)
O1B C16B C1B 119.1(2)
C15B C16B C1B 121.3(2)
O1A C16A C15A 119.9(2)
O1A C16A C1A 119.3(2)
C15A C16A C1A 120.9(2)
N1A C17A H17A 109.5
N1A C17A H17B 109.5
H17A C17A H17B 109.5
N1A C17A H17C 109.5
H17A C17A H17C 109.5
H17B C17A H17C 109.5
N1B C17B H17D 109.5
N1B C17B H17E 109.5
H17D C17B H17E 109.5
N1B C17B H17F 109.5
H17D C17B H17F 109.5
H17E C17B H17F 109.5
O2A C18A H18A 109.5
O2A C18A H18B 109.5
H18A C18A H18B 109.5
O2A C18A H18C 109.5
H18A C18A H18C 109.5
H18B C18A H18C 109.5
O2B C18B H18D 109.5
O2B C18B H18E 109.5
H18D C18B H18E 109.5
O2B C18B H18F 109.5
H18D C18B H18F 109.5
H18E C18B H18F 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1B C12B 1.462(4)
N1B C17B 1.466(3)
N1B C10B 1.493(4)
N1A C17A 1.466(3)
N1A C12A 1.468(4)
N1A C10A 1.499(4)
O1B C16B 1.364(3)
O1B H1BA 0.8200
O1A C16A 1.354(3)
O1A H1AA 0.8200
O1W C1W 1.359(4)
O1W H1W 0.8200
O2A C1A 1.366(4)
O2A C18A 1.418(3)
O2B C1B 1.361(4)
O2B C18B 1.425(3)
O2W C2W 1.246(6)
O2W H2W 0.8200
O3A C9A 1.231(4)
O3B C9B 1.229(3)
C1W H1W1 0.9600
C1W H1W2 0.9600
C1W H1W3 0.9600
O4A C10A 1.405(3)
O4A H4AA 0.8200
O4B C10B 1.403(4)
O4B H4BA 0.8200
C2W H2W1 0.9600
C2W H2W2 0.9600
C2W H2W3 0.9600
C1B C2B 1.376(4)
C1B C16B 1.409(3)
C1A C2A 1.380(4)
C1A C16A 1.410(4)
C2A C3A 1.379(5)
C2A H2AA 0.9300
C2B C3B 1.387(5)
C2B H2BA 0.9300
C3B C4B 1.388(4)
C3B H3BA 0.9300
C3A C4A 1.384(4)
C3A H3AA 0.9300
C4B C15B 1.422(4)
C4B C5B 1.424(4)
C4A C15A 1.412(3)
C4A C5A 1.432(5)
C5B C6B 1.337(5)
C5B H5BA 0.9300
C5A C6A 1.344(5)
C5A H5AA 0.9300
C6B C7B 1.450(4)
C6B H6BA 0.9300
C6A C7A 1.439(4)
C6A H6AA 0.9300
C7B C8B 1.359(4)
C7B C14B 1.518(4)
C7A C8A 1.352(4)
C7A C14A 1.513(4)
C8A C9A 1.451(4)
C8A H8AA 0.9300
C8B C9B 1.427(4)
C8B H8BA 0.9300
C9B C10B 1.537(4)
C9A C10A 1.513(4)
C10A C11A 1.515(3)
C10B C11B 1.511(3)
C11A C14A 1.541(3)
C11A H11A 0.9700
C11A H11B 0.9700
C11B C14B 1.545(3)
C11B H11C 0.9700
C11B H11D 0.9700
C12B C13B 1.522(4)
C12B H12A 0.9700
C12B H12B 0.9700
C12A C13A 1.518(4)
C12A H12C 0.9700
C12A H12D 0.9700
C13B C14B 1.557(4)
C13B H13A 0.9700
C13B H13B 0.9700
C13A C14A 1.558(4)
C13A H13C 0.9700
C13A H13D 0.9700
C14A C15A 1.533(4)
C14B C15B 1.530(3)
C15B C16B 1.387(4)
C15A C16A 1.387(4)
C17A H17A 0.9600
C17A H17B 0.9600
C17A H17C 0.9600
C17B H17D 0.9600
C17B H17E 0.9600
C17B H17F 0.9600
C18A H18A 0.9600
C18A H18B 0.9600
C18A H18C 0.9600
C18B H18D 0.9600
C18B H18E 0.9600
C18B H18F 0.9600
|
1501799.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/17/1501799.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501799
loop_
_publ_author_name
'Tang, Wen-Zhao'
'Ma, Shuang-Gang'
'Qu, Jing'
'Yu, Shi-Shan'
'Liu, Yun-Bao'
'Su, Dong-Min'
'Liu, Jing'
_publ_section_title
;
Dimeric prenylated C6-C3 compounds from the stem bark of Illicium
oligandrum.
;
_journal_issue 5
_journal_name_full 'Journal of natural products'
_journal_page_first 1268
_journal_page_last 1271
_journal_paper_doi 10.1021/np100651n
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration unk
_chemical_formula_moiety 'C28 H36 O8, H2 O'
_chemical_formula_sum 'C28 H38 O9'
_chemical_formula_weight 518.58
_chemical_name_systematic
;
?
;
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 9.393(1)
_cell_length_b 14.905(1)
_cell_length_c 19.192(1)
_cell_measurement_reflns_used 2755
_cell_measurement_temperature 295(2)
_cell_measurement_theta_max 25.44
_cell_measurement_theta_min 2.12
_cell_volume 2686.9(4)
_computing_cell_refinement 'SCALE(Otwinowski & Minor,1996)'
_computing_data_collection 'DENZO(Otwinowski & Minor,1996)'
_computing_data_reduction 'SCALE(Otwinowski & Minor,1996)'
_computing_molecular_graphics 'ORTEPII(Johnson,1976) and PLUTON(Spek,1990)'
_computing_publication_material 'SHELXL97(Sheldrick, 1997)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 295(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type 'MAC DIP 2030K '
_diffrn_measurement_method \w
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0000
_diffrn_reflns_av_sigmaI/netI 0.0169
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_h_min 0
_diffrn_reflns_limit_k_max 18
_diffrn_reflns_limit_k_min 0
_diffrn_reflns_limit_l_max 23
_diffrn_reflns_limit_l_min 0
_diffrn_reflns_number 2755
_diffrn_reflns_theta_full 25.44
_diffrn_reflns_theta_max 25.44
_diffrn_reflns_theta_min 2.12
_exptl_absorpt_coefficient_mu 0.095
_exptl_absorpt_correction_type none
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.282
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description plate
_exptl_crystal_F_000 1112
_exptl_crystal_size_max 0.50
_exptl_crystal_size_mid 0.30
_exptl_crystal_size_min 0.10
_refine_diff_density_max 0.481
_refine_diff_density_min -0.418
_refine_diff_density_rms 0.051
_refine_ls_extinction_coef 0.0158(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 1.041
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 335
_refine_ls_number_reflns 2755
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.040
_refine_ls_R_factor_all 0.0484
_refine_ls_R_factor_gt 0.0463
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0873P)^2^+0.6333P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1237
_refine_ls_wR_factor_ref 0.1264
_reflns_number_gt 2619
_reflns_number_total 2755
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np100651n_si_002.cif
_cod_data_source_block a
_cod_database_code 1501799
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.3707(2) 0.39735(15) 1.01877(11) 0.0463(5) Uani 1 1 d .
O2 O -0.1707(2) 0.55047(15) 0.73986(10) 0.0450(5) Uani 1 1 d .
HO2 H -0.1442 0.5504 0.6992 0.068 Uiso 1 1 calc R
O3 O 0.0983(2) 0.40506(14) 0.82530(11) 0.0443(5) Uani 1 1 d .
O4 O 0.0074(2) 0.60611(17) 0.96546(13) 0.0547(6) Uani 1 1 d .
O5 O 0.1912(2) 0.71676(14) 0.91161(11) 0.0474(5) Uani 1 1 d .
HO5 H 0.1043 0.7119 0.9112 0.071 Uiso 1 1 calc R
O6 O 0.5083(3) 0.39593(16) 0.76968(12) 0.0563(6) Uani 1 1 d .
O7 O 0.6182(3) 0.44513(15) 1.09791(10) 0.0490(5) Uani 1 1 d .
HO7 H 0.6641 0.4865 1.0810 0.073 Uiso 1 1 calc R
O8 O 0.5893(2) 0.58599(15) 0.81092(11) 0.0450(5) Uani 1 1 d .
HO8 H 0.6541 0.5703 0.7850 0.068 Uiso 1 1 calc R
OW O 0.7784(4) 0.5922(2) 1.06385(19) 0.0868(10) Uani 1 1 d D
C1 C 0.1310(3) 0.5780(2) 0.96909(15) 0.0441(7) Uani 1 1 d .
C2 C 0.1738(3) 0.4954(2) 1.00080(16) 0.0476(7) Uani 1 1 d .
H2 H 0.1137 0.4643 1.0308 0.057 Uiso 1 1 calc R
C3 C 0.3044(3) 0.46472(19) 0.98535(15) 0.0399(6) Uani 1 1 d .
C4 C 0.5168(3) 0.3864(2) 0.99118(14) 0.0383(6) Uani 1 1 d .
H4 H 0.5184 0.3341 0.9602 0.046 Uiso 1 1 calc R
C5 C 0.5416(3) 0.4701(2) 0.94787(14) 0.0385(6) Uani 1 1 d .
H5A H 0.6024 0.4574 0.9082 0.046 Uiso 1 1 calc R
H5B H 0.5845 0.5173 0.9756 0.046 Uiso 1 1 calc R
C6 C 0.3909(3) 0.49634(18) 0.92418(13) 0.0348(6) Uani 1 1 d .
C7 C 0.3687(3) 0.59681(18) 0.90350(14) 0.0357(6) Uani 1 1 d .
H7 H 0.4584 0.6285 0.9119 0.043 Uiso 1 1 calc R
C8 C 0.2519(3) 0.6423(2) 0.94839(15) 0.0399(6) Uani 1 1 d .
C9 C 0.3432(3) 0.43581(18) 0.86082(14) 0.0358(6) Uani 1 1 d .
H9 H 0.3405 0.3721 0.8734 0.043 Uiso 1 1 calc R
C10 C 0.4449(3) 0.4536(2) 0.80070(14) 0.0386(6) Uani 1 1 d .
C11 C 0.4568(3) 0.5547(2) 0.78391(14) 0.0366(6) Uani 1 1 d .
C12 C 0.3367(3) 0.60173(18) 0.82430(14) 0.0339(5) Uani 1 1 d .
H12 H 0.3287 0.6644 0.8095 0.041 Uiso 1 1 calc R
C13 C 0.1993(3) 0.55215(18) 0.80947(14) 0.0349(6) Uani 1 1 d .
C14 C 0.2030(3) 0.46737(19) 0.83111(14) 0.0370(6) Uani 1 1 d .
C15 C -0.0138(3) 0.4276(2) 0.77473(15) 0.0428(6) Uani 1 1 d .
C16 C -0.0544(3) 0.5270(2) 0.78406(14) 0.0395(6) Uani 1 1 d .
H16 H -0.0870 0.5343 0.8322 0.047 Uiso 1 1 calc R
C17 C 0.0711(3) 0.5901(2) 0.77407(15) 0.0396(6) Uani 1 1 d .
H17A H 0.0902 0.5977 0.7247 0.047 Uiso 1 1 calc R
H17B H 0.0487 0.6485 0.7936 0.047 Uiso 1 1 calc R
C18 C 0.4492(3) 0.5686(2) 0.70462(14) 0.0441(7) Uani 1 1 d .
H18A H 0.5270 0.5364 0.6826 0.053 Uiso 1 1 calc R
H18B H 0.3607 0.5437 0.6872 0.053 Uiso 1 1 calc R
C19 C 0.4576(4) 0.6654(2) 0.68512(16) 0.0501(7) Uani 1 1 d .
H19 H 0.5320 0.6990 0.7036 0.060 Uiso 1 1 calc R
C20 C 0.3680(4) 0.7063(2) 0.64393(18) 0.0583(9) Uani 1 1 d .
H20A H 0.2924 0.6747 0.6245 0.070 Uiso 1 1 calc R
H20B H 0.3798 0.7669 0.6340 0.070 Uiso 1 1 calc R
C21 C 0.3222(4) 0.6785(2) 1.01672(17) 0.0517(8) Uani 1 1 d .
H21A H 0.3648 0.6285 1.0414 0.062 Uiso 1 1 calc R
H21B H 0.3982 0.7195 1.0041 0.062 Uiso 1 1 calc R
C22 C 0.2206(5) 0.7267(4) 1.0659(2) 0.0811(13) Uani 1 1 d .
H22 H 0.2038 0.7864 1.0545 0.097 Uiso 1 1 calc R
C23 C 0.1586(7) 0.7011(5) 1.1167(3) 0.116(2) Uani 1 1 d .
H23A H 0.1695 0.6422 1.1317 0.139 Uiso 1 1 calc R
H23B H 0.0996 0.7402 1.1411 0.139 Uiso 1 1 calc R
C24 C 0.6207(3) 0.3699(2) 1.05131(14) 0.0424(6) Uani 1 1 d .
C25 C 0.7698(4) 0.3574(3) 1.02098(19) 0.0562(9) Uani 1 1 d .
H25A H 0.8363 0.3468 1.0581 0.084 Uiso 1 1 calc R
H25B H 0.7969 0.4104 0.9959 0.084 Uiso 1 1 calc R
H25C H 0.7699 0.3069 0.9899 0.084 Uiso 1 1 calc R
C26 C 0.5750(5) 0.2892(2) 1.09400(19) 0.0610(9) Uani 1 1 d .
H26A H 0.4813 0.2993 1.1123 0.092 Uiso 1 1 calc R
H26B H 0.6407 0.2805 1.1317 0.092 Uiso 1 1 calc R
H26C H 0.5742 0.2368 1.0649 0.092 Uiso 1 1 calc R
C27 C -0.1367(4) 0.3671(3) 0.7936(2) 0.0609(9) Uani 1 1 d .
H27A H -0.1091 0.3056 0.7873 0.091 Uiso 1 1 calc R
H27B H -0.2165 0.3803 0.7641 0.091 Uiso 1 1 calc R
H27C H -0.1627 0.3769 0.8414 0.091 Uiso 1 1 calc R
C28 C 0.0442(4) 0.4066(2) 0.70225(18) 0.0567(8) Uani 1 1 d .
H28A H 0.0674 0.3440 0.6994 0.085 Uiso 1 1 calc R
H28B H 0.1282 0.4417 0.6939 0.085 Uiso 1 1 calc R
H28C H -0.0265 0.4209 0.6679 0.085 Uiso 1 1 calc R
HOW2 H 0.843(5) 0.598(4) 1.034(2) 0.11(2) Uiso 1 1 d D
HOW1 H 0.747(7) 0.643(2) 1.075(3) 0.15(3) Uiso 1 1 d D
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0377(11) 0.0542(12) 0.0471(11) 0.0140(10) 0.0056(9) 0.0030(9)
O2 0.0290(9) 0.0707(14) 0.0355(9) 0.0044(9) -0.0015(8) 0.0075(9)
O3 0.0359(10) 0.0448(10) 0.0521(11) 0.0121(9) -0.0114(9) -0.0063(9)
O4 0.0329(11) 0.0654(15) 0.0658(14) 0.0033(11) 0.0077(10) 0.0106(10)
O5 0.0474(12) 0.0446(11) 0.0501(11) -0.0010(9) 0.0010(10) 0.0124(9)
O6 0.0631(14) 0.0522(13) 0.0537(13) -0.0005(10) 0.0098(12) 0.0176(12)
O7 0.0609(13) 0.0527(12) 0.0332(9) -0.0009(9) 0.0025(9) -0.0031(11)
O8 0.0281(10) 0.0630(13) 0.0439(11) -0.0027(10) 0.0022(8) -0.0017(9)
OW 0.096(2) 0.0656(18) 0.099(2) -0.0035(16) 0.040(2) -0.0193(18)
C1 0.0348(15) 0.0557(17) 0.0418(14) -0.0005(13) 0.0048(11) 0.0018(13)
C2 0.0357(14) 0.0570(17) 0.0501(17) 0.0076(14) 0.0098(13) 0.0000(13)
C3 0.0354(14) 0.0445(14) 0.0400(14) 0.0087(12) 0.0004(12) -0.0007(12)
C4 0.0341(14) 0.0473(15) 0.0335(13) 0.0015(11) -0.0004(11) 0.0055(12)
C5 0.0302(14) 0.0499(15) 0.0353(13) 0.0048(12) -0.0028(11) 0.0036(11)
C6 0.0308(13) 0.0405(13) 0.0331(12) 0.0033(11) -0.0010(10) 0.0014(11)
C7 0.0281(12) 0.0414(13) 0.0374(13) 0.0026(11) 0.0007(10) 0.0013(11)
C8 0.0344(14) 0.0471(16) 0.0382(14) 0.0004(12) 0.0000(11) 0.0025(12)
C9 0.0321(13) 0.0360(13) 0.0392(13) 0.0041(11) -0.0041(11) 0.0018(11)
C10 0.0307(13) 0.0467(15) 0.0384(14) 0.0013(12) -0.0041(11) 0.0059(11)
C11 0.0281(12) 0.0466(15) 0.0351(14) 0.0028(11) 0.0002(10) 0.0012(11)
C12 0.0286(12) 0.0357(12) 0.0374(13) 0.0037(11) 0.0013(10) 0.0020(10)
C13 0.0279(13) 0.0422(14) 0.0347(13) 0.0046(11) -0.0014(10) 0.0009(11)
C14 0.0289(13) 0.0433(14) 0.0389(13) 0.0042(11) -0.0002(11) 0.0006(11)
C15 0.0334(14) 0.0501(16) 0.0450(15) 0.0063(13) -0.0072(12) -0.0005(12)
C16 0.0289(13) 0.0571(17) 0.0326(13) 0.0055(12) -0.0017(11) 0.0024(12)
C17 0.0312(13) 0.0448(15) 0.0427(14) 0.0071(12) -0.0019(11) 0.0033(11)
C18 0.0431(15) 0.0544(17) 0.0348(13) 0.0030(13) 0.0029(12) 0.0034(13)
C19 0.0527(18) 0.0562(17) 0.0413(15) 0.0064(13) 0.0055(14) -0.0086(15)
C20 0.068(2) 0.0536(18) 0.0532(18) 0.0084(15) 0.0067(17) 0.0092(17)
C21 0.0484(17) 0.0635(19) 0.0432(15) -0.0072(14) -0.0018(14) 0.0002(15)
C22 0.067(2) 0.120(4) 0.057(2) -0.020(2) 0.005(2) 0.009(3)
C23 0.117(4) 0.171(6) 0.059(3) -0.006(3) 0.005(3) 0.065(5)
C24 0.0471(16) 0.0473(15) 0.0328(13) 0.0019(12) -0.0061(12) 0.0087(13)
C25 0.0447(18) 0.073(2) 0.0512(17) -0.0016(16) -0.0073(15) 0.0187(16)
C26 0.075(2) 0.0539(19) 0.0541(18) 0.0156(16) -0.0123(17) 0.0022(17)
C27 0.0411(17) 0.063(2) 0.079(2) 0.0131(18) -0.0110(17) -0.0132(15)
C28 0.060(2) 0.0589(19) 0.0512(17) -0.0055(15) -0.0053(16) 0.0109(16)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C3 O1 C4 110.0(2)
C16 O2 HO2 109.5
C14 O3 C15 114.6(2)
C8 O5 HO5 109.5
C24 O7 HO7 109.5
C11 O8 HO8 109.5
HOW2 OW HOW1 109(3)
O4 C1 C2 125.4(3)
O4 C1 C8 117.8(3)
C2 C1 C8 116.1(3)
C3 C2 C1 117.1(3)
C3 C2 H2 121.5
C1 C2 H2 121.5
C2 C3 O1 124.9(3)
C2 C3 C6 124.0(3)
O1 C3 C6 110.9(2)
O1 C4 C5 104.3(2)
O1 C4 C24 109.8(2)
C5 C4 C24 116.6(2)
O1 C4 H4 108.6
C5 C4 H4 108.6
C24 C4 H4 108.6
C4 C5 C6 103.3(2)
C4 C5 H5A 111.1
C6 C5 H5A 111.1
C4 C5 H5B 111.1
C6 C5 H5B 111.1
H5A C5 H5B 109.1
C3 C6 C5 100.8(2)
C3 C6 C7 115.2(2)
C5 C6 C7 116.2(2)
C3 C6 C9 105.6(2)
C5 C6 C9 110.1(2)
C7 C6 C9 108.3(2)
C8 C7 C12 112.8(2)
C8 C7 C6 111.9(2)
C12 C7 C6 108.7(2)
C8 C7 H7 107.8
C12 C7 H7 107.8
C6 C7 H7 107.8
O5 C8 C1 108.4(2)
O5 C8 C7 110.3(2)
C1 C8 C7 113.1(2)
O5 C8 C21 108.3(2)
C1 C8 C21 108.1(2)
C7 C8 C21 108.6(2)
C14 C9 C10 101.9(2)
C14 C9 C6 111.1(2)
C10 C9 C6 107.8(2)
C14 C9 H9 111.8
C10 C9 H9 111.8
C6 C9 H9 111.8
O6 C10 C9 124.1(3)
O6 C10 C11 123.9(3)
C9 C10 C11 112.0(2)
O8 C11 C18 110.9(2)
O8 C11 C12 107.9(2)
C18 C11 C12 113.8(2)
O8 C11 C10 107.9(2)
C18 C11 C10 109.6(2)
C12 C11 C10 106.6(2)
C13 C12 C11 107.9(2)
C13 C12 C7 109.0(2)
C11 C12 C7 109.3(2)
C13 C12 H12 110.2
C11 C12 H12 110.2
C7 C12 H12 110.2
C14 C13 C17 121.5(3)
C14 C13 C12 112.5(2)
C17 C13 C12 126.0(2)
C13 C14 O3 127.3(2)
C13 C14 C9 115.9(2)
O3 C14 C9 116.7(2)
O3 C15 C27 104.7(2)
O3 C15 C28 107.4(2)
C27 C15 C28 111.7(3)
O3 C15 C16 108.6(2)
C27 C15 C16 111.0(3)
C28 C15 C16 113.1(3)
O2 C16 C17 111.5(2)
O2 C16 C15 110.8(2)
C17 C16 C15 112.9(2)
O2 C16 H16 107.1
C17 C16 H16 107.1
C15 C16 H16 107.1
C13 C17 C16 109.4(2)
C13 C17 H17A 109.8
C16 C17 H17A 109.8
C13 C17 H17B 109.8
C16 C17 H17B 109.8
H17A C17 H17B 108.2
C19 C18 C11 112.1(3)
C19 C18 H18A 109.2
C11 C18 H18A 109.2
C19 C18 H18B 109.2
C11 C18 H18B 109.2
H18A C18 H18B 107.9
C20 C19 C18 124.7(3)
C20 C19 H19 117.7
C18 C19 H19 117.7
C19 C20 H20A 120.0
C19 C20 H20B 120.0
H20A C20 H20B 120.0
C22 C21 C8 114.7(3)
C22 C21 H21A 108.6
C8 C21 H21A 108.6
C22 C21 H21B 108.6
C8 C21 H21B 108.6
H21A C21 H21B 107.6
C23 C22 C21 131.2(6)
C23 C22 H22 114.4
C21 C22 H22 114.4
C22 C23 H23A 120.0
C22 C23 H23B 120.0
H23A C23 H23B 120.0
O7 C24 C26 106.2(2)
O7 C24 C25 110.3(3)
C26 C24 C25 111.6(3)
O7 C24 C4 109.5(2)
C26 C24 C4 110.8(3)
C25 C24 C4 108.5(2)
C24 C25 H25A 109.5
C24 C25 H25B 109.5
H25A C25 H25B 109.5
C24 C25 H25C 109.5
H25A C25 H25C 109.5
H25B C25 H25C 109.5
C24 C26 H26A 109.5
C24 C26 H26B 109.5
H26A C26 H26B 109.5
C24 C26 H26C 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
C15 C27 H27A 109.5
C15 C27 H27B 109.5
H27A C27 H27B 109.5
C15 C27 H27C 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
C15 C28 H28A 109.5
C15 C28 H28B 109.5
H28A C28 H28B 109.5
C15 C28 H28C 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C3 1.345(3)
O1 C4 1.479(3)
O2 C16 1.427(3)
O2 HO2 0.8200
O3 C14 1.357(3)
O3 C15 1.471(3)
O4 C1 1.237(4)
O5 C8 1.433(4)
O5 HO5 0.8200
O6 C10 1.203(4)
O7 C24 1.435(4)
O7 HO7 0.8200
O8 C11 1.426(3)
O8 HO8 0.8200
OW HOW2 0.84(2)
OW HOW1 0.84(2)
C1 C2 1.431(5)
C1 C8 1.539(4)
C2 C3 1.343(4)
C2 H2 0.9300
C3 C6 1.504(4)
C4 C5 1.517(4)
C4 C24 1.531(4)
C4 H4 0.9800
C5 C6 1.537(4)
C5 H5A 0.9700
C5 H5B 0.9700
C6 C7 1.563(4)
C6 C9 1.579(4)
C7 C8 1.551(4)
C7 C12 1.551(4)
C7 H7 0.9800
C8 C21 1.564(4)
C9 C14 1.511(4)
C9 C10 1.521(4)
C9 H9 0.9800
C10 C11 1.544(4)
C11 C18 1.537(4)
C11 C12 1.538(4)
C12 C13 1.514(4)
C12 H12 0.9800
C13 C14 1.331(4)
C13 C17 1.494(4)
C15 C27 1.509(4)
C15 C28 1.527(5)
C15 C16 1.540(4)
C16 C17 1.520(4)
C16 H16 0.9800
C17 H17A 0.9700
C17 H17B 0.9700
C18 C19 1.492(5)
C18 H18A 0.9700
C18 H18B 0.9700
C19 C20 1.306(5)
C19 H19 0.9300
C20 H20A 0.9300
C20 H20B 0.9300
C21 C22 1.521(5)
C21 H21A 0.9700
C21 H21B 0.9700
C22 C23 1.198(7)
C22 H22 0.9300
C23 H23A 0.9300
C23 H23B 0.9300
C24 C26 1.516(5)
C24 C25 1.528(5)
C25 H25A 0.9600
C25 H25B 0.9600
C25 H25C 0.9600
C26 H26A 0.9600
C26 H26B 0.9600
C26 H26C 0.9600
C27 H27A 0.9600
C27 H27B 0.9600
C27 H27C 0.9600
C28 H28A 0.9600
C28 H28B 0.9600
C28 H28C 0.9600
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 HO2 O7 0.82 1.96 2.769(3) 169.3 2_564
O5 HO5 O4 0.82 2.10 2.602(3) 119.5 .
O7 HO7 OW 0.82 1.93 2.738(4) 166.5 .
O8 HO8 O2 0.82 1.88 2.687(3) 166.5 1_655
OW HOW1 O5 0.84(2) 2.17(3) 3.000(4) 170(6) 3_567
OW HOW2 O4 0.84(2) 2.04(2) 2.870(4) 176(6) 1_655
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
O4 C1 C2 C3 164.0(3)
C8 C1 C2 C3 -25.9(4)
C1 C2 C3 O1 168.3(3)
C1 C2 C3 C6 -17.1(5)
C4 O1 C3 C2 -175.8(3)
C4 O1 C3 C6 9.0(3)
C3 O1 C4 C5 12.6(3)
C3 O1 C4 C24 138.2(3)
O1 C4 C5 C6 -28.0(3)
C24 C4 C5 C6 -149.2(2)
C2 C3 C6 C5 158.7(3)
O1 C3 C6 C5 -26.1(3)
C2 C3 C6 C7 32.7(4)
O1 C3 C6 C7 -152.0(2)
C2 C3 C6 C9 -86.7(3)
O1 C3 C6 C9 88.5(3)
C4 C5 C6 C3 31.9(3)
C4 C5 C6 C7 157.2(2)
C4 C5 C6 C9 -79.2(3)
C3 C6 C7 C8 -3.8(3)
C5 C6 C7 C8 -121.4(2)
C9 C6 C7 C8 114.1(2)
C3 C6 C7 C12 -129.0(2)
C5 C6 C7 C12 113.5(2)
C9 C6 C7 C12 -11.0(3)
O4 C1 C8 O5 -14.7(4)
C2 C1 C8 O5 174.4(2)
O4 C1 C8 C7 -137.3(3)
C2 C1 C8 C7 51.8(3)
O4 C1 C8 C21 102.5(3)
C2 C1 C8 C21 -68.4(3)
C12 C7 C8 O5 -32.4(3)
C6 C7 C8 O5 -155.3(2)
C12 C7 C8 C1 89.2(3)
C6 C7 C8 C1 -33.7(3)
C12 C7 C8 C21 -150.9(2)
C6 C7 C8 C21 86.2(3)
C3 C6 C9 C14 78.7(3)
C5 C6 C9 C14 -173.3(2)
C7 C6 C9 C14 -45.2(3)
C3 C6 C9 C10 -170.4(2)
C5 C6 C9 C10 -62.4(3)
C7 C6 C9 C10 65.7(3)
C14 C9 C10 O6 -115.7(3)
C6 C9 C10 O6 127.3(3)
C14 C9 C10 C11 64.1(3)
C6 C9 C10 C11 -53.0(3)
O6 C10 C11 O8 -76.2(3)
C9 C10 C11 O8 104.0(2)
O6 C10 C11 C18 44.6(4)
C9 C10 C11 C18 -135.2(2)
O6 C10 C11 C12 168.1(3)
C9 C10 C11 C12 -11.6(3)
O8 C11 C12 C13 -165.6(2)
C18 C11 C12 C13 71.0(3)
C10 C11 C12 C13 -49.9(3)
O8 C11 C12 C7 -47.1(3)
C18 C11 C12 C7 -170.6(2)
C10 C11 C12 C7 68.5(3)
C8 C7 C12 C13 -61.9(3)
C6 C7 C12 C13 62.8(3)
C8 C7 C12 C11 -179.7(2)
C6 C7 C12 C11 -55.0(3)
C11 C12 C13 C14 62.0(3)
C7 C12 C13 C14 -56.6(3)
C11 C12 C13 C17 -117.4(3)
C7 C12 C13 C17 124.0(3)
C17 C13 C14 O3 -0.1(5)
C12 C13 C14 O3 -179.5(3)
C17 C13 C14 C9 175.3(2)
C12 C13 C14 C9 -4.1(3)
C15 O3 C14 C13 16.5(4)
C15 O3 C14 C9 -158.8(2)
C10 C9 C14 C13 -57.2(3)
C6 C9 C14 C13 57.4(3)
C10 C9 C14 O3 118.7(2)
C6 C9 C14 O3 -126.7(3)
C14 O3 C15 C27 -162.4(3)
C14 O3 C15 C28 78.8(3)
C14 O3 C15 C16 -43.8(3)
O3 C15 C16 O2 -175.4(2)
C27 C15 C16 O2 -60.9(3)
C28 C15 C16 O2 65.5(3)
O3 C15 C16 C17 58.6(3)
C27 C15 C16 C17 173.1(3)
C28 C15 C16 C17 -60.5(3)
C14 C13 C17 C16 13.7(4)
C12 C13 C17 C16 -167.0(2)
O2 C16 C17 C13 -168.1(2)
C15 C16 C17 C13 -42.5(3)
O8 C11 C18 C19 -62.1(3)
C12 C11 C18 C19 59.8(4)
C10 C11 C18 C19 179.0(2)
C11 C18 C19 C20 -128.9(3)
O5 C8 C21 C22 59.3(4)
C1 C8 C21 C22 -58.0(4)
C7 C8 C21 C22 179.0(3)
C8 C21 C22 C23 97.7(7)
O1 C4 C24 O7 -60.4(3)
C5 C4 C24 O7 57.9(3)
O1 C4 C24 C26 56.3(3)
C5 C4 C24 C26 174.6(3)
O1 C4 C24 C25 179.1(3)
C5 C4 C24 C25 -62.6(3)
|
1501800.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501800.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501800
loop_
_publ_author_name
'McNulty, James'
'Thorat, Amol'
'Vurgun, Nesrin'
'Nair, Jerald J.'
'Makaji, Emilija'
'Crankshaw, Denis J.'
'Holloway, Alison C.'
'Pandey, Siyaram'
_publ_section_title
;
Human cytochrome P450 liability studies of trans-dihydronarciclasine: a
readily available, potent, and selective cancer cell growth inhibitor.
;
_journal_issue 1
_journal_name_full 'Journal of natural products'
_journal_page_first 106
_journal_page_last 108
_journal_paper_doi 10.1021/np100657w
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration ad
_chemical_formula_moiety 'C14 H15 N O7'
_chemical_formula_sum 'C14 H15 N O7'
_chemical_formula_weight 309.27
_chemical_name_systematic
;
?
;
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 112.279(2)
_cell_angle_gamma 90.00
_cell_formula_units_Z 2
_cell_length_a 9.2997(3)
_cell_length_b 6.9294(3)
_cell_length_c 10.8143(5)
_cell_measurement_reflns_used 1161
_cell_measurement_temperature 295(2)
_cell_measurement_theta_max 68.09
_cell_measurement_theta_min 4.42
_cell_volume 644.86(5)
_computing_cell_refinement 'Bruker SMART'
_computing_data_collection 'Bruker SMART'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 295(2)
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device_type 'CCD area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0262
_diffrn_reflns_av_sigmaI/netI 0.0334
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_h_min -11
_diffrn_reflns_limit_k_max 8
_diffrn_reflns_limit_k_min -7
_diffrn_reflns_limit_l_max 13
_diffrn_reflns_limit_l_min -12
_diffrn_reflns_number 4107
_diffrn_reflns_theta_full 68.23
_diffrn_reflns_theta_max 68.23
_diffrn_reflns_theta_min 4.42
_exptl_absorpt_coefficient_mu 1.107
_exptl_absorpt_correction_T_max 0.8974
_exptl_absorpt_correction_T_min 0.6075
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details SADABS
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.593
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description plate
_exptl_crystal_F_000 324
_exptl_crystal_size_max 0.50
_exptl_crystal_size_mid 0.20
_exptl_crystal_size_min 0.10
_refine_diff_density_max 0.135
_refine_diff_density_min -0.149
_refine_diff_density_rms 0.035
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack -0.05(19)
_refine_ls_extinction_coef 0.0081(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 1.007
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 260
_refine_ls_number_reflns 1926
_refine_ls_number_restraints 1
_refine_ls_restrained_S_all 1.006
_refine_ls_R_factor_all 0.0317
_refine_ls_R_factor_gt 0.0309
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0627P)^2^+0.0567P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0852
_refine_ls_wR_factor_ref 0.0859
_reflns_number_gt 1853
_reflns_number_total 1926
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np100657w_si_002.cif
_cod_data_source_block an02810m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
The following automatic conversions were performed:
'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.
Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas
;
_cod_original_sg_symbol_H-M P2(1)
_cod_database_code 1501800
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
N5 N -0.11572(18) 0.8129(3) 0.83845(16) 0.0313(4) Uani 1 1 d
H5 H -0.209(3) 0.784(4) 0.847(2) 0.045(7) Uiso 1 1 d
O2 O -0.26061(19) 1.2853(2) 0.51987(16) 0.0401(4) Uani 1 1 d
H2A H -0.337(4) 1.289(6) 0.529(3) 0.075(11) Uiso 1 1 d
O3 O -0.46079(16) 0.9493(2) 0.45420(16) 0.0416(4) Uani 1 1 d
H3A H -0.450(3) 0.892(5) 0.385(3) 0.063(9) Uiso 1 1 d
O4 O -0.23047(18) 0.6784(3) 0.48413(14) 0.0386(4) Uani 1 1 d
H4B H -0.233(4) 0.560(6) 0.484(3) 0.061(10) Uiso 1 1 d
O6 O -0.01222(14) 0.8739(3) 1.06012(13) 0.0398(4) Uani 1 1 d
O7 O 0.28305(16) 0.8749(3) 1.18539(13) 0.0426(4) Uani 1 1 d
H7 H 0.182(4) 0.885(6) 1.171(3) 0.071(9) Uiso 1 1 d
O11 O 0.57559(15) 0.8876(3) 1.15344(13) 0.0439(4) Uani 1 1 d
O13 O 0.59899(14) 0.8905(3) 0.94674(14) 0.0440(4) Uani 1 1 d
C1 C -0.0441(2) 1.0908(3) 0.65814(19) 0.0292(4) Uani 1 1 d
H1B H 0.025(3) 1.171(4) 0.639(2) 0.040(6) Uiso 1 1 d
H1A H -0.050(3) 1.149(3) 0.739(2) 0.033(6) Uiso 1 1 d
C2 C -0.2016(2) 1.0917(3) 0.54088(19) 0.0303(4) Uani 1 1 d
H2 H -0.188(2) 1.054(3) 0.459(2) 0.017(5) Uiso 1 1 d
C3 C -0.3156(2) 0.9554(3) 0.56513(19) 0.0306(4) Uani 1 1 d
H3 H -0.342(2) 1.011(3) 0.644(2) 0.028(5) Uiso 1 1 d
C4 C -0.2501(2) 0.7525(3) 0.59957(18) 0.0298(4) Uani 1 1 d
H4A H -0.328(3) 0.676(4) 0.622(2) 0.031(5) Uiso 1 1 d
C4A C -0.0938(2) 0.7523(3) 0.71692(19) 0.0288(4) Uani 1 1 d
H4AA H -0.055(3) 0.621(4) 0.724(2) 0.027(5) Uiso 1 1 d
C6A C 0.15799(19) 0.8756(3) 0.94266(17) 0.0273(4) Uani 1 1 d
C6 C 0.0051(2) 0.8550(3) 0.95161(18) 0.0293(4) Uani 1 1 d
C7 C 0.2898(2) 0.8799(3) 1.06271(18) 0.0302(4) Uani 1 1 d
C8 C 0.43218(19) 0.8863(4) 1.05123(18) 0.0307(4) Uani 1 1 d
C9 C 0.4450(2) 0.8893(3) 0.92880(19) 0.0312(4) Uani 1 1 d
C10 C 0.3182(2) 0.8913(3) 0.80962(18) 0.0305(4) Uani 1 1 d
H10 H 0.332(2) 0.895(3) 0.7279(19) 0.021(4) Uiso 1 1 d
C10A C 0.17215(19) 0.8843(3) 0.81740(17) 0.0269(4) Uani 1 1 d
C10B C 0.0239(2) 0.8860(3) 0.69356(17) 0.0269(4) Uani 1 1 d
H10B H 0.046(2) 0.832(3) 0.6160(19) 0.019(5) Uiso 1 1 d
C12 C 0.6849(2) 0.8870(4) 1.0895(2) 0.0368(4) Uani 1 1 d
H12B H 0.746(3) 0.767(4) 1.117(2) 0.041(6) Uiso 1 1 d
H12A H 0.746(3) 1.008(4) 1.113(3) 0.044(7) Uiso 1 1 d
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N5 0.0238(7) 0.0408(10) 0.0295(8) 0.0013(7) 0.0104(7) -0.0036(7)
O2 0.0398(8) 0.0300(8) 0.0509(9) 0.0098(7) 0.0175(7) 0.0057(7)
O3 0.0277(7) 0.0457(9) 0.0412(8) 0.0007(7) 0.0016(6) 0.0023(6)
O4 0.0475(9) 0.0322(9) 0.0328(8) -0.0049(6) 0.0115(7) -0.0026(7)
O6 0.0317(7) 0.0601(10) 0.0299(7) -0.0019(7) 0.0142(6) -0.0025(7)
O7 0.0330(7) 0.0694(11) 0.0249(6) -0.0022(7) 0.0102(6) -0.0015(8)
O11 0.0242(6) 0.0680(11) 0.0341(7) -0.0005(8) 0.0049(6) -0.0002(8)
O13 0.0236(6) 0.0689(11) 0.0398(8) 0.0014(8) 0.0123(6) -0.0004(7)
C1 0.0293(9) 0.0271(10) 0.0302(9) 0.0010(8) 0.0102(8) -0.0039(8)
C2 0.0332(9) 0.0279(10) 0.0296(9) 0.0004(8) 0.0117(8) 0.0032(8)
C3 0.0248(8) 0.0315(11) 0.0311(9) -0.0008(8) 0.0057(8) 0.0006(8)
C4 0.0290(9) 0.0292(10) 0.0272(9) -0.0012(7) 0.0063(8) -0.0035(8)
C4A 0.0291(9) 0.0280(10) 0.0277(9) 0.0015(7) 0.0089(8) 0.0003(8)
C6A 0.0241(8) 0.0286(9) 0.0281(9) 0.0001(8) 0.0088(7) -0.0006(8)
C6 0.0286(9) 0.0286(11) 0.0308(9) 0.0028(7) 0.0113(8) 0.0010(8)
C7 0.0296(9) 0.0332(10) 0.0274(9) -0.0015(9) 0.0105(8) -0.0001(9)
C8 0.0230(8) 0.0347(10) 0.0291(9) -0.0003(9) 0.0038(7) 0.0013(9)
C9 0.0253(8) 0.0314(10) 0.0369(10) 0.0022(9) 0.0117(8) 0.0006(9)
C10 0.0287(9) 0.0355(11) 0.0286(9) 0.0017(9) 0.0123(8) 0.0004(9)
C10A 0.0257(8) 0.0261(9) 0.0276(8) 0.0012(8) 0.0087(7) 0.0023(8)
C10B 0.0264(8) 0.0298(9) 0.0240(8) -0.0006(8) 0.0091(7) 0.0012(8)
C12 0.0230(8) 0.0437(12) 0.0413(10) 0.0017(10) 0.0097(8) 0.0014(10)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C6 N5 C4A 121.79(16)
C6 N5 H5 116.2(15)
C4A N5 H5 119.1(16)
C2 O2 H2A 109(3)
C3 O3 H3A 110.2(18)
C4 O4 H4B 110(2)
C7 O7 H7 105.4(19)
C8 O11 C12 105.23(14)
C9 O13 C12 106.03(14)
C2 C1 C10B 112.54(16)
C2 C1 H1B 109.8(15)
C10B C1 H1B 110.4(16)
C2 C1 H1A 112.1(14)
C10B C1 H1A 108.1(14)
H1B C1 H1A 104(2)
O2 C2 C3 111.09(17)
O2 C2 C1 108.88(17)
C3 C2 C1 111.49(16)
O2 C2 H2 106.4(12)
C3 C2 H2 109.2(12)
C1 C2 H2 109.6(11)
O3 C3 C2 111.98(16)
O3 C3 C4 109.98(16)
C2 C3 C4 112.17(17)
O3 C3 H3 104.8(11)
C2 C3 H3 107.7(12)
C4 C3 H3 109.8(12)
O4 C4 C3 106.91(15)
O4 C4 C4A 109.30(15)
C3 C4 C4A 111.81(16)
O4 C4 H4A 111.7(13)
C3 C4 H4A 106.9(14)
C4A C4 H4A 110.2(13)
N5 C4A C4 109.44(15)
N5 C4A C10B 109.07(15)
C4 C4A C10B 112.27(15)
N5 C4A H4AA 111.8(13)
C4 C4A H4AA 105.8(13)
C10B C4A H4AA 108.4(14)
C7 C6A C10A 121.26(16)
C7 C6A C6 117.87(15)
C10A C6A C6 120.83(15)
O6 C6 N5 121.16(16)
O6 C6 C6A 121.61(16)
N5 C6 C6A 117.23(16)
O7 C7 C8 119.55(16)
O7 C7 C6A 123.81(16)
C8 C7 C6A 116.63(16)
O11 C8 C9 111.30(15)
O11 C8 C7 127.00(16)
C9 C8 C7 121.69(16)
O13 C9 C8 109.36(16)
O13 C9 C10 127.59(17)
C8 C9 C10 123.04(16)
C9 C10 C10A 116.82(16)
C9 C10 H10 120.2(11)
C10A C10 H10 123.0(11)
C10 C10A C6A 120.49(16)
C10 C10A C10B 121.84(15)
C6A C10A C10B 117.67(15)
C10A C10B C4A 108.55(15)
C10A C10B C1 112.16(17)
C4A C10B C1 110.34(15)
C10A C10B H10B 109.1(11)
C4A C10B H10B 107.5(12)
C1 C10B H10B 109.1(12)
O11 C12 O13 108.06(14)
O11 C12 H12B 106.7(15)
O13 C12 H12B 111.2(15)
O11 C12 H12A 108.5(16)
O13 C12 H12A 106.9(15)
H12B C12 H12A 115.3(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N5 C6 1.343(2)
N5 C4A 1.466(2)
N5 H5 0.93(3)
O2 C2 1.434(3)
O2 H2A 0.76(4)
O3 C3 1.427(2)
O3 H3A 0.88(3)
O4 C4 1.424(2)
O4 H4B 0.82(4)
O6 C6 1.250(2)
O7 C7 1.352(2)
O7 H7 0.90(3)
O11 C8 1.372(2)
O11 C12 1.430(2)
O13 C9 1.370(2)
O13 C12 1.445(2)
C1 C2 1.532(3)
C1 C10B 1.541(3)
C1 H1B 0.93(3)
C1 H1A 0.98(2)
C2 C3 1.515(3)
C2 H2 0.97(2)
C3 C4 1.521(3)
C3 H3 1.04(2)
C4 C4A 1.525(3)
C4 H4A 1.00(3)
C4A C10B 1.527(3)
C4A H4AA 0.97(3)
C6A C7 1.408(2)
C6A C10A 1.411(2)
C6A C6 1.469(2)
C7 C8 1.377(2)
C8 C9 1.374(3)
C9 C10 1.378(3)
C10 C10A 1.393(2)
C10 H10 0.942(19)
C10A C10B 1.514(2)
C10B H10B 1.01(2)
C12 H12B 0.98(3)
C12 H12A 0.99(3)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C10B C1 C2 O2 176.56(15)
C10B C1 C2 C3 53.6(2)
O2 C2 C3 O3 60.7(2)
C1 C2 C3 O3 -177.65(17)
O2 C2 C3 C4 -175.07(15)
C1 C2 C3 C4 -53.4(2)
O3 C3 C4 O4 59.8(2)
C2 C3 C4 O4 -65.5(2)
O3 C3 C4 C4A 179.41(15)
C2 C3 C4 C4A 54.1(2)
C6 N5 C4A C4 -169.17(18)
C6 N5 C4A C10B -46.0(2)
O4 C4 C4A N5 -175.23(16)
C3 C4 C4A N5 66.6(2)
O4 C4 C4A C10B 63.5(2)
C3 C4 C4A C10B -54.7(2)
C4A N5 C6 O6 -167.5(2)
C4A N5 C6 C6A 11.8(3)
C7 C6A C6 O6 12.1(3)
C10A C6A C6 O6 -169.9(2)
C7 C6A C6 N5 -167.14(19)
C10A C6A C6 N5 10.8(3)
C10A C6A C7 O7 179.0(2)
C6 C6A C7 O7 -3.0(3)
C10A C6A C7 C8 -2.2(3)
C6 C6A C7 C8 175.8(2)
C12 O11 C8 C9 -1.4(3)
C12 O11 C8 C7 177.7(2)
O7 C7 C8 O11 0.2(4)
C6A C7 C8 O11 -178.6(2)
O7 C7 C8 C9 179.2(2)
C6A C7 C8 C9 0.4(3)
C12 O13 C9 C8 0.3(3)
C12 O13 C9 C10 -179.9(2)
O11 C8 C9 O13 0.7(3)
C7 C8 C9 O13 -178.5(2)
O11 C8 C9 C10 -179.1(2)
C7 C8 C9 C10 1.7(4)
O13 C9 C10 C10A 178.3(2)
C8 C9 C10 C10A -1.8(3)
C9 C10 C10A C6A 0.0(3)
C9 C10 C10A C10B 179.9(2)
C7 C6A C10A C10 2.1(3)
C6 C6A C10A C10 -175.9(2)
C7 C6A C10A C10B -177.8(2)
C6 C6A C10A C10B 4.2(3)
C10 C10A C10B C4A 142.6(2)
C6A C10A C10B C4A -37.5(3)
C10 C10A C10B C1 -95.2(2)
C6A C10A C10B C1 84.7(2)
N5 C4A C10B C10A 55.7(2)
C4 C4A C10B C10A 177.16(16)
N5 C4A C10B C1 -67.59(19)
C4 C4A C10B C1 53.9(2)
C2 C1 C10B C10A -174.70(14)
C2 C1 C10B C4A -53.6(2)
C8 O11 C12 O13 1.5(3)
C9 O13 C12 O11 -1.1(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 20017238
|
1501801.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501801.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501801
loop_
_publ_author_name
'Ioannou, Efstathia'
'Quesada, Antonio'
'Rahman, M. Mukhlesur'
'Gibbons, Simon'
'Vagias, Constantinos'
'Roussis, Vassilios'
_publ_section_title
;
Dolabellanes with antibacterial activity from the brown alga Dilophus
spiralis.
;
_journal_issue 2
_journal_name_full 'Journal of natural products'
_journal_page_first 213
_journal_page_last 222
_journal_paper_doi 10.1021/np1006586
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration rm
_chemical_compound_source
;
'natural product isolated from the brown alga Dilophus Spiralis'
;
_chemical_formula_moiety 'C20 H30 O2'
_chemical_formula_sum 'C20 H30 O2'
_chemical_formula_weight 302.4
_chemical_name_common
;
(1R,3E,7S,8S,11S,12S)-7,8-epoxy-14-oxo-3,18-dolabelladiene
;
_chemical_name_systematic
;
(1aS,4E,6aR,9S,9aS,11aS)-9-isopropenyl-4,6a,11a-trimethyl-2,3,6,6a,8,9,9a,
10,11,11a-decahydrocyclopenta[5,6]cycloundeca[1,2-b]oxiren-7(1aH)-one
;
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_Int_Tables_number 19
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_date 2009-12-16T18:25:53-00:00
_audit_creation_method
'from SHELXL-97 with WinGX routine CIF_UPDATE'
_audit_update_record
;
november 12, 2009 assembled
;
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_formula_units_Z 4
_cell_length_a 7.7877(11)
_cell_length_b 13.9979(13)
_cell_length_c 15.5830(16)
_cell_measurement_reflns_used 67
_cell_measurement_temperature 120(2)
_cell_measurement_theta_max 27.5
_cell_measurement_theta_min 3.02
_cell_volume 1698.7(3)
_computing_cell_refinement
'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_molecular_graphics 'Platon for Windows , (Speck, 2006)'
_computing_publication_material
;
WinGX publication routines (Farrugia, 1999), EnCIFer v 1.2 (CCDC, 2005)'
;
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature 120(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device '95mm CCD camera on \k-goniostat'
_diffrn_measurement_device_type KappaCCD
_diffrn_measurement_method CCD
_diffrn_radiation_monochromator graphite
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0467
_diffrn_reflns_av_unetI/netI 0.0483
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 18
_diffrn_reflns_limit_k_min -16
_diffrn_reflns_limit_l_max 19
_diffrn_reflns_limit_l_min -20
_diffrn_reflns_number 16541
_diffrn_reflns_theta_full 27.5
_diffrn_reflns_theta_max 27.5
_diffrn_reflns_theta_min 2.99
_exptl_absorpt_coefficient_mu 0.074
_exptl_absorpt_correction_T_max 0.9839
_exptl_absorpt_correction_T_min 0.9626
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SADABS 2.10 (Sheldrick, G.M. 2003)'
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.183
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 664
_exptl_crystal_preparation
;
Crystals suitable for x-ray diffraction were obtained by slow
evaporation from a mixture (1:1) of CH~2~Cl/CH~3~CO~2~Et)
;
_exptl_crystal_size_max 0.52
_exptl_crystal_size_mid 0.24
_exptl_crystal_size_min 0.22
_refine_diff_density_max 0.182
_refine_diff_density_min -0.179
_refine_diff_density_rms 0.045
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 0.994
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 201
_refine_ls_number_reflns 3865
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 0.994
_refine_ls_R_factor_all 0.0722
_refine_ls_R_factor_gt 0.045
_refine_ls_shift/su_max 0.032
_refine_ls_shift/su_mean 0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0492P)^2^+0.5117P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0939
_refine_ls_wR_factor_ref 0.108
_reflns_number_gt 2997
_reflns_number_total 3866
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np1006586_si_002.cif
_cod_data_source_block DIL37
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_database_code 1501801
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.4410(3) 0.65548(13) 0.39024(11) 0.0234(4) Uani 1 1 d .
C2 C 0.2798(2) 0.61620(14) 0.34485(13) 0.0303(4) Uani 1 1 d .
H2A H 0.2934 0.5467 0.3354 0.036 Uiso 1 1 calc R
H2B H 0.1783 0.6261 0.3821 0.036 Uiso 1 1 calc R
C3 C 0.2512(2) 0.66438(15) 0.26104(13) 0.0299(5) Uani 1 1 d .
H3 H 0.1953 0.7246 0.2637 0.036 Uiso 1 1 calc R
C4 C 0.2930(3) 0.63485(14) 0.18391(13) 0.0303(5) Uani 1 1 d .
C5 C 0.2810(3) 0.70244(16) 0.10921(13) 0.0359(5) Uani 1 1 d .
H5A H 0.2005 0.7548 0.1237 0.043 Uiso 1 1 calc R
H5B H 0.2339 0.6679 0.059 0.043 Uiso 1 1 calc R
C6 C 0.4551(3) 0.74507(15) 0.08553(12) 0.0304(4) Uani 1 1 d .
H6A H 0.5286 0.6946 0.0604 0.036 Uiso 1 1 calc R
H6B H 0.4387 0.7954 0.0416 0.036 Uiso 1 1 calc R
C7 C 0.5428(2) 0.78698(12) 0.16198(12) 0.0236(4) Uani 1 1 d .
H7 H 0.4628 0.8125 0.2066 0.028 Uiso 1 1 calc R
C8 C 0.7098(2) 0.75777(13) 0.19490(11) 0.0229(4) Uani 1 1 d .
C9 C 0.7543(3) 0.77600(13) 0.28712(12) 0.0264(4) Uani 1 1 d .
H9A H 0.6691 0.8212 0.311 0.032 Uiso 1 1 calc R
H9B H 0.8678 0.8077 0.2892 0.032 Uiso 1 1 calc R
C10 C 0.7603(2) 0.68789(12) 0.34501(12) 0.0226(4) Uani 1 1 d .
H10A H 0.8628 0.6499 0.3293 0.027 Uiso 1 1 calc R
H10B H 0.7763 0.7097 0.4049 0.027 Uiso 1 1 calc R
C11 C 0.6046(2) 0.62242(12) 0.34230(11) 0.0189(4) Uani 1 1 d .
H11 H 0.5738 0.6114 0.2808 0.023 Uiso 1 1 calc R
C12 C 0.6414(2) 0.52310(13) 0.38456(12) 0.0240(4) Uani 1 1 d .
H12 H 0.5534 0.4779 0.3614 0.029 Uiso 1 1 calc R
C13 C 0.5977(3) 0.53859(15) 0.47800(13) 0.0328(5) Uani 1 1 d .
H13A H 0.5654 0.4776 0.5059 0.039 Uiso 1 1 calc R
H13B H 0.6962 0.5667 0.5092 0.039 Uiso 1 1 calc R
C14 C 0.4509(3) 0.60538(14) 0.47653(12) 0.0303(5) Uani 1 1 d .
C15 C 0.4217(3) 0.76223(13) 0.40697(13) 0.0335(5) Uani 1 1 d .
H15A H 0.314 0.7741 0.4377 0.05 Uiso 1 1 calc R
H15B H 0.4203 0.7966 0.3522 0.05 Uiso 1 1 calc R
H15C H 0.5184 0.7847 0.4418 0.05 Uiso 1 1 calc R
C16 C 0.3629(3) 0.53811(15) 0.16347(14) 0.0393(5) Uani 1 1 d .
H16A H 0.3684 0.4998 0.2161 0.059 Uiso 1 1 calc R
H16B H 0.4784 0.5446 0.1392 0.059 Uiso 1 1 calc R
H16C H 0.2878 0.5065 0.1218 0.059 Uiso 1 1 calc R
C17 C 0.8125(3) 0.68362(16) 0.14904(13) 0.0345(5) Uani 1 1 d .
H17A H 0.8042 0.694 0.087 0.052 Uiso 1 1 calc R
H17B H 0.7679 0.6201 0.1632 0.052 Uiso 1 1 calc R
H17C H 0.933 0.6881 0.1668 0.052 Uiso 1 1 calc R
C18 C 0.8128(3) 0.47957(14) 0.36612(15) 0.0341(5) Uani 1 1 d .
C19 C 0.8485(3) 0.45492(17) 0.27644(16) 0.0465(6) Uani 1 1 d .
H19A H 0.8789 0.5129 0.2446 0.07 Uiso 1 1 calc R
H19B H 0.7463 0.4258 0.2507 0.07 Uiso 1 1 calc R
H19C H 0.9443 0.4096 0.274 0.07 Uiso 1 1 calc R
C20 C 0.9280(3) 0.46141(18) 0.42768(19) 0.0495(6) Uani 1 1 d .
H20A H 1.0345 0.4322 0.4135 0.059 Uiso 1 1 calc R
H20B H 0.9034 0.4777 0.4856 0.059 Uiso 1 1 calc R
O7 O 0.69014(18) 0.84592(9) 0.14631(9) 0.0310(3) Uani 1 1 d .
O14 O 0.3525(2) 0.61947(11) 0.53458(9) 0.0484(5) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0287(10) 0.0201(9) 0.0215(9) 0.0003(7) 0.0077(8) 0.0023(8)
C2 0.0210(10) 0.0313(10) 0.0387(11) 0.0083(9) 0.0092(9) 0.0009(9)
C3 0.0154(9) 0.0313(10) 0.0431(12) 0.0084(9) 0.0000(8) 0.0005(9)
C4 0.0230(10) 0.0298(10) 0.0381(12) 0.0080(9) -0.0119(9) -0.0079(9)
C5 0.0335(12) 0.0396(12) 0.0347(11) 0.0062(9) -0.0137(9) -0.0061(10)
C6 0.0346(11) 0.0334(10) 0.0232(9) 0.0069(8) -0.0069(9) 0.0012(10)
C7 0.0246(9) 0.0219(9) 0.0244(9) 0.0047(7) 0.0004(8) -0.0009(8)
C8 0.0222(9) 0.0236(9) 0.0227(9) 0.0072(8) 0.0019(8) -0.0049(8)
C9 0.0301(10) 0.0229(9) 0.0263(9) 0.0063(8) -0.0039(8) -0.0084(8)
C10 0.0248(10) 0.0213(9) 0.0218(9) 0.0027(7) -0.0056(8) -0.0044(8)
C11 0.0222(9) 0.0164(8) 0.0181(8) -0.0009(7) 0.0014(7) -0.0007(7)
C12 0.0250(10) 0.0170(9) 0.0299(10) 0.0032(7) 0.0048(8) -0.0024(8)
C13 0.0447(13) 0.0253(10) 0.0284(11) 0.0089(8) 0.0028(9) 0.0005(10)
C14 0.0448(13) 0.0217(9) 0.0244(10) 0.0014(8) 0.0091(10) 0.0015(10)
C15 0.0501(13) 0.0237(10) 0.0266(10) 0.0015(8) 0.0130(10) 0.0092(10)
C16 0.0530(14) 0.0298(11) 0.0350(12) -0.0025(9) -0.0131(11) -0.0080(11)
C17 0.0294(11) 0.0471(12) 0.0270(10) 0.0051(9) 0.0071(9) 0.0072(10)
C18 0.0283(11) 0.0197(9) 0.0543(14) 0.0098(9) 0.0107(10) 0.0018(9)
C19 0.0464(14) 0.0298(12) 0.0633(16) 0.0040(11) 0.0246(12) 0.0125(11)
C20 0.0284(12) 0.0473(14) 0.0728(18) 0.0221(13) -0.0019(12) 0.0037(12)
O7 0.0320(8) 0.0292(7) 0.0316(7) 0.0139(6) -0.0025(6) -0.0086(6)
O14 0.0781(13) 0.0342(8) 0.0329(8) 0.0071(7) 0.0306(9) 0.0107(9)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.03
-1 0 0 0.12
0 1 0 0.26
0 -1 0 0.16
0 0 1 0.11
0 0 -1 0.09
0 2 -3 0.129
0 1 2 0.164
-2 3 0 0.175
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C14 C1 C15 107.83(15)
C14 C1 C2 106.44(16)
C15 C1 C2 110.36(18)
C14 C1 C11 104.33(16)
C15 C1 C11 117.16(16)
C2 C1 C11 110.01(14)
C3 C2 C1 111.29(16)
C3 C2 H2A 109.4
C1 C2 H2A 109.4
C3 C2 H2B 109.4
C1 C2 H2B 109.4
H2A C2 H2B 108
C4 C3 C2 128.66(19)
C4 C3 H3 115.7
C2 C3 H3 115.7
C3 C4 C16 124.85(19)
C3 C4 C5 119.71(19)
C16 C4 C5 115.35(19)
C4 C5 C6 112.21(17)
C4 C5 H5A 109.2
C6 C5 H5A 109.2
C4 C5 H5B 109.2
C6 C5 H5B 109.2
H5A C5 H5B 107.9
C7 C6 C5 111.53(17)
C7 C6 H6A 109.3
C5 C6 H6A 109.3
C7 C6 H6B 109.3
C5 C6 H6B 109.3
H6A C6 H6B 108
O7 C7 C8 60.46(11)
O7 C7 C6 117.14(16)
C8 C7 C6 125.39(18)
O7 C7 H7 114.3
C8 C7 H7 114.3
C6 C7 H7 114.3
O7 C8 C7 59.00(11)
O7 C8 C17 113.37(15)
C7 C8 C17 120.33(17)
O7 C8 C9 112.24(15)
C7 C8 C9 119.73(17)
C17 C8 C9 116.95(16)
C8 C9 C10 115.79(15)
C8 C9 H9A 108.3
C10 C9 H9A 108.3
C8 C9 H9B 108.3
C10 C9 H9B 108.3
H9A C9 H9B 107.4
C11 C10 C9 116.46(15)
C11 C10 H10A 108.2
C9 C10 H10A 108.2
C11 C10 H10B 108.2
C9 C10 H10B 108.2
H10A C10 H10B 107.3
C10 C11 C1 117.58(14)
C10 C11 C12 112.23(14)
C1 C11 C12 102.29(14)
C10 C11 H11 108.1
C1 C11 H11 108.1
C12 C11 H11 108.1
C18 C12 C13 116.40(18)
C18 C12 C11 116.37(15)
C13 C12 C11 103.70(15)
C18 C12 H12 106.5
C13 C12 H12 106.5
C11 C12 H12 106.5
C14 C13 C12 104.49(16)
C14 C13 H13A 110.9
C12 C13 H13A 110.9
C14 C13 H13B 110.9
C12 C13 H13B 110.9
H13A C13 H13B 108.9
O14 C14 C13 125.84(19)
O14 C14 C1 124.0(2)
C13 C14 C1 110.20(16)
C1 C15 H15A 109.5
C1 C15 H15B 109.5
H15A C15 H15B 109.5
C1 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
C4 C16 H16A 109.5
C4 C16 H16B 109.5
H16A C16 H16B 109.5
C4 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
C8 C17 H17A 109.5
C8 C17 H17B 109.5
H17A C17 H17B 109.5
C8 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C20 C18 C19 120.8(2)
C20 C18 C12 122.6(2)
C19 C18 C12 116.6(2)
C18 C19 H19A 109.5
C18 C19 H19B 109.5
H19A C19 H19B 109.5
C18 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C18 C20 H20A 120
C18 C20 H20B 120
H20A C20 H20B 120
C7 O7 C8 60.54(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C14 1.518(3)
C1 C15 1.524(3)
C1 C2 1.542(3)
C1 C11 1.548(2)
C2 C3 1.487(3)
C2 H2A 0.99
C2 H2B 0.99
C3 C4 1.312(3)
C3 H3 0.95
C4 C16 1.494(3)
C4 C5 1.503(3)
C5 C6 1.527(3)
C5 H5A 0.99
C5 H5B 0.99
C6 C7 1.493(3)
C6 H6A 0.99
C6 H6B 0.99
C7 O7 1.434(2)
C7 C8 1.457(3)
C7 H7 1
C8 O7 1.456(2)
C8 C17 1.493(3)
C8 C9 1.500(3)
C9 C10 1.529(2)
C9 H9A 0.99
C9 H9B 0.99
C10 C11 1.520(2)
C10 H10A 0.99
C10 H10B 0.99
C11 C12 1.565(2)
C11 H11 1
C12 C18 1.496(3)
C12 C13 1.511(3)
C12 H12 1
C13 C14 1.477(3)
C13 H13A 0.99
C13 H13B 0.99
C14 O14 1.202(2)
C15 H15A 0.98
C15 H15B 0.98
C15 H15C 0.98
C16 H16A 0.98
C16 H16B 0.98
C16 H16C 0.98
C17 H17A 0.98
C17 H17B 0.98
C17 H17C 0.98
C18 C20 1.338(3)
C18 C19 1.466(3)
C19 H19A 0.98
C19 H19B 0.98
C19 H19C 0.98
C20 H20A 0.95
C20 H20B 0.95
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 26392537
|
1501802.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501802.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501802
loop_
_publ_author_name
'Gawas, Dnyaneshwar'
'Garcia, Ronald'
'Huch, Volker'
'M\"uller, Rolf'
_publ_section_title
;
A highly conjugated dihydroxylated C28 steroid from a myxobacterium.
;
_journal_issue 5
_journal_name_full 'Journal of natural products'
_journal_page_first 1281
_journal_page_last 1283
_journal_paper_doi 10.1021/np100682c
_journal_volume 74
_journal_year 2011
_chemical_formula_sum 'C30 H46 O4 S'
_chemical_formula_weight 502.73
_chemical_name_systematic
;
?
;
_space_group_IT_number 5
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'I 2y'
_symmetry_space_group_name_H-M 'I 1 2 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 93.203(9)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 11.5246(11)
_cell_length_b 5.8509(6)
_cell_length_c 42.613(4)
_cell_measurement_reflns_used 5481
_cell_measurement_temperature 152(2)
_cell_measurement_theta_max 24.88
_cell_measurement_theta_min 2.87
_cell_volume 2868.9(5)
_computing_cell_refinement 'Bruker SAINT'
_computing_data_collection 'Bruker APEX2'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 152(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0888
_diffrn_reflns_av_sigmaI/netI 0.0881
_diffrn_reflns_limit_h_max 15
_diffrn_reflns_limit_h_min -15
_diffrn_reflns_limit_k_max 6
_diffrn_reflns_limit_k_min -7
_diffrn_reflns_limit_l_max 55
_diffrn_reflns_limit_l_min -55
_diffrn_reflns_number 23818
_diffrn_reflns_theta_full 27.87
_diffrn_reflns_theta_max 27.87
_diffrn_reflns_theta_min 1.81
_exptl_absorpt_coefficient_mu 0.144
_exptl_absorpt_correction_T_max 0.9945
_exptl_absorpt_correction_T_min 0.8442
_exptl_absorpt_correction_type none
_exptl_crystal_density_diffrn 1.164
_exptl_crystal_density_meas 0
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1096
_exptl_crystal_size_max 1.21
_exptl_crystal_size_mid 0.28
_exptl_crystal_size_min 0.04
_refine_diff_density_max 2.296
_refine_diff_density_min -0.509
_refine_diff_density_rms 0.135
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.1(2)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 2.395
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 326
_refine_ls_number_reflns 6367
_refine_ls_number_restraints 1
_refine_ls_restrained_S_all 2.395
_refine_ls_R_factor_all 0.1385
_refine_ls_R_factor_gt 0.1174
_refine_ls_shift/su_max 0.118
_refine_ls_shift/su_mean 0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0500P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.2733
_refine_ls_wR_factor_ref 0.2785
_reflns_number_gt 5151
_reflns_number_total 6367
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np100682c_si_002.cif
_cod_data_source_block sh2957
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M I2
_cod_database_code 1501802
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.9156(3) 0.2176(8) 0.94957(8) 0.0228(9) Uani 1 1 d . . .
H1 H 0.9474 0.3457 0.9523 0.034 Uiso 1 1 calc R . .
O2 O 0.8302(4) 0.5662(6) 0.91327(9) 0.0193(9) Uani 1 1 d . . .
H2 H 0.8489 0.5604 0.9326 0.029 Uiso 1 1 calc R . .
O3 O 0.3690(4) 0.4819(11) 0.94514(13) 0.0525(16) Uani 1 1 d . . .
C1 C 0.6592(5) 0.2525(12) 0.94286(13) 0.0273(14) Uani 1 1 d . . .
H1A H 0.6916 0.3906 0.9535 0.033 Uiso 1 1 calc R . .
H1B H 0.7013 0.1182 0.9519 0.033 Uiso 1 1 calc R . .
C2 C 0.5299(5) 0.2317(14) 0.94938(15) 0.0357(16) Uani 1 1 d . . .
H2A H 0.5007 0.0815 0.9417 0.043 Uiso 1 1 calc R . .
H2B H 0.5215 0.2374 0.9724 0.043 Uiso 1 1 calc R . .
C3 C 0.4578(6) 0.4159(13) 0.93404(17) 0.0344(16) Uani 1 1 d . . .
C4 C 0.4980(5) 0.5088(11) 0.90502(15) 0.0261(14) Uani 1 1 d . . .
H4 H 0.4510 0.6200 0.8942 0.031 Uiso 1 1 calc R . .
C5 C 0.5983(5) 0.4462(10) 0.89259(14) 0.0206(13) Uani 1 1 d . . .
C6 C 0.6256(5) 0.5330(10) 0.86197(13) 0.0192(12) Uani 1 1 d . . .
H6 H 0.5689 0.6210 0.8503 0.023 Uiso 1 1 calc R . .
C7 C 0.7282(5) 0.4933(10) 0.84957(13) 0.0198(12) Uani 1 1 d . . .
H7 H 0.7411 0.5523 0.8293 0.024 Uiso 1 1 calc R . .
C8 C 0.8204(5) 0.3632(10) 0.86605(12) 0.0160(11) Uani 1 1 d . . .
C9 C 0.8090(5) 0.3409(10) 0.90165(12) 0.0150(11) Uani 1 1 d . . .
C10 C 0.6801(5) 0.2678(10) 0.90766(13) 0.0200(12) Uani 1 1 d . . .
C11 C 0.8982(5) 0.1732(10) 0.91631(12) 0.0207(13) Uani 1 1 d . . .
H11 H 0.8695 0.0132 0.9130 0.025 Uiso 1 1 calc R . .
C12 C 1.0171(5) 0.2001(12) 0.90187(12) 0.0214(12) Uani 1 1 d . . .
H12A H 1.0739 0.0960 0.9127 0.026 Uiso 1 1 calc R . .
H12B H 1.0452 0.3586 0.9052 0.026 Uiso 1 1 calc R . .
C13 C 1.0108(5) 0.1466(9) 0.86628(13) 0.0174(12) Uani 1 1 d . . .
C14 C 0.9117(5) 0.2807(9) 0.85110(12) 0.0162(12) Uani 1 1 d . . .
C15 C 0.9349(6) 0.3219(12) 0.81728(13) 0.0287(15) Uani 1 1 d . . .
H15A H 0.9167 0.4819 0.8113 0.034 Uiso 1 1 calc R . .
H15B H 0.8874 0.2184 0.8034 0.034 Uiso 1 1 calc R . .
C16 C 1.0665(5) 0.2720(14) 0.81482(13) 0.0322(17) Uani 1 1 d . . .
H16A H 1.0778 0.1321 0.8023 0.039 Uiso 1 1 calc R . .
H16B H 1.1051 0.4014 0.8047 0.039 Uiso 1 1 calc R . .
C17 C 1.1167(5) 0.2393(12) 0.84865(12) 0.0216(12) Uani 1 1 d . . .
H17 H 1.1372 0.3935 0.8574 0.026 Uiso 1 1 calc R . .
C18 C 0.9900(6) -0.1087(11) 0.86040(16) 0.0280(14) Uani 1 1 d . . .
H18A H 0.9148 -0.1526 0.8682 0.042 Uiso 1 1 calc R . .
H18B H 1.0520 -0.1971 0.8714 0.042 Uiso 1 1 calc R . .
H18C H 0.9900 -0.1398 0.8378 0.042 Uiso 1 1 calc R . .
C19 C 0.6505(5) 0.0386(11) 0.89151(15) 0.0241(13) Uani 1 1 d . . .
H19A H 0.5695 -0.0012 0.8947 0.036 Uiso 1 1 calc R . .
H19B H 0.7018 -0.0810 0.9005 0.036 Uiso 1 1 calc R . .
H19C H 0.6616 0.0517 0.8689 0.036 Uiso 1 1 calc R . .
C20 C 1.2268(5) 0.0944(11) 0.85017(14) 0.0245(14) Uani 1 1 d . . .
H20 H 1.2079 -0.0535 0.8393 0.029 Uiso 1 1 calc R . .
C21 C 1.2763(5) 0.0384(14) 0.88299(15) 0.0356(17) Uani 1 1 d . . .
H21A H 1.3552 -0.0222 0.8818 0.053 Uiso 1 1 calc R . .
H21B H 1.2271 -0.0762 0.8925 0.053 Uiso 1 1 calc R . .
H21C H 1.2785 0.1773 0.8959 0.053 Uiso 1 1 calc R . .
C22 C 1.3186(5) 0.2120(13) 0.83228(14) 0.0282(13) Uani 1 1 d . . .
H22 H 1.3545 0.3411 0.8422 0.034 Uiso 1 1 calc R . .
C23 C 1.3550(5) 0.1576(11) 0.80459(14) 0.0267(14) Uani 1 1 d . . .
H23 H 1.3238 0.0232 0.7948 0.032 Uiso 1 1 calc R . .
C24 C 1.4436(5) 0.2935(11) 0.78683(13) 0.0239(13) Uani 1 1 d . . .
H24 H 1.4904 0.3887 0.8024 0.029 Uiso 1 1 calc R . .
C25 C 1.5271(6) 0.1356(12) 0.77012(14) 0.0298(15) Uani 1 1 d . . .
H25 H 1.4806 0.0423 0.7543 0.036 Uiso 1 1 calc R . .
C26 C 1.6184(6) 0.2725(14) 0.75282(17) 0.0422(19) Uani 1 1 d . . .
H26A H 1.6610 0.3735 0.7678 0.063 Uiso 1 1 calc R . .
H26B H 1.5793 0.3642 0.7361 0.063 Uiso 1 1 calc R . .
H26C H 1.6729 0.1666 0.7436 0.063 Uiso 1 1 calc R . .
C27 C 1.5910(6) -0.0287(15) 0.79348(18) 0.0429(19) Uani 1 1 d . . .
H27A H 1.6397 -0.1334 0.7820 0.064 Uiso 1 1 calc R . .
H27B H 1.5340 -0.1168 0.8047 0.064 Uiso 1 1 calc R . .
H27C H 1.6400 0.0595 0.8086 0.064 Uiso 1 1 calc R . .
C28 C 1.3773(7) 0.4548(15) 0.7637(2) 0.050(2) Uani 1 1 d . . .
H28A H 1.3332 0.3645 0.7478 0.075 Uiso 1 1 calc R . .
H28B H 1.4327 0.5532 0.7535 0.075 Uiso 1 1 calc R . .
H28C H 1.3237 0.5496 0.7751 0.075 Uiso 1 1 calc R . .
S S 0.21938(13) 0.7178(3) 0.99954(3) 0.0298(4) Uani 1 1 d . A 1
O4 O 0.1496(4) 0.8046(8) 1.02612(10) 0.0374(12) Uani 1 1 d . A 1
C29 C 0.2335(10) 0.9581(17) 0.9741(2) 0.067(3) Uani 1 1 d . A 1
H29A H 0.1572 1.0288 0.9699 0.100 Uiso 1 1 calc R A 1
H29B H 0.2644 0.9073 0.9543 0.100 Uiso 1 1 calc R A 1
H29C H 0.2868 1.0697 0.9843 0.100 Uiso 1 1 calc R A 1
C30 C 0.1225(7) 0.567(2) 0.9743(2) 0.069(3) Uani 1 1 d . A 1
H30A H 0.0828 0.4505 0.9863 0.103 Uiso 1 1 calc R A 1
H30B H 0.1652 0.4937 0.9579 0.103 Uiso 1 1 calc R A 1
H30C H 0.0649 0.6731 0.9647 0.103 Uiso 1 1 calc R A 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.030(2) 0.027(2) 0.0118(17) -0.0019(19) 0.0010(14) -0.002(2)
O2 0.028(2) 0.012(2) 0.018(2) -0.0018(16) -0.0008(17) -0.0009(17)
O3 0.035(3) 0.062(4) 0.062(4) -0.005(3) 0.022(3) 0.022(3)
C1 0.027(3) 0.032(4) 0.023(3) 0.002(3) 0.007(2) -0.008(3)
C2 0.029(3) 0.041(4) 0.039(3) 0.016(4) 0.017(3) 0.005(4)
C3 0.031(4) 0.032(4) 0.041(4) -0.013(3) 0.008(3) 0.001(3)
C4 0.027(3) 0.013(3) 0.038(4) -0.002(3) 0.001(3) 0.002(3)
C5 0.020(3) 0.016(3) 0.027(3) -0.003(2) 0.004(2) -0.003(2)
C6 0.021(3) 0.013(3) 0.023(3) -0.002(2) -0.006(2) 0.004(2)
C7 0.030(3) 0.016(3) 0.014(3) 0.001(2) 0.001(2) -0.004(3)
C8 0.019(3) 0.012(3) 0.016(3) -0.002(2) -0.003(2) -0.006(2)
C9 0.014(2) 0.015(3) 0.015(3) -0.003(2) -0.001(2) -0.003(2)
C10 0.022(3) 0.015(3) 0.023(3) 0.000(2) 0.002(2) -0.001(2)
C11 0.027(3) 0.023(3) 0.013(2) -0.003(2) 0.003(2) -0.003(3)
C12 0.024(3) 0.022(3) 0.019(3) 0.003(3) -0.001(2) 0.000(3)
C13 0.014(3) 0.011(3) 0.027(3) 0.001(2) -0.001(2) -0.002(2)
C14 0.020(3) 0.015(3) 0.013(2) -0.003(2) -0.003(2) -0.006(2)
C15 0.047(4) 0.029(4) 0.010(3) 0.005(2) -0.001(2) 0.000(3)
C16 0.028(3) 0.049(5) 0.020(3) 0.005(3) 0.010(2) 0.004(3)
C17 0.023(3) 0.025(3) 0.017(3) 0.007(3) 0.003(2) -0.002(3)
C18 0.030(3) 0.017(3) 0.038(4) -0.006(3) 0.013(3) -0.003(3)
C19 0.018(3) 0.015(3) 0.039(4) -0.001(3) -0.001(3) 0.005(3)
C20 0.020(3) 0.026(4) 0.029(3) 0.002(3) 0.005(2) 0.002(3)
C21 0.022(3) 0.046(4) 0.039(4) 0.018(3) 0.003(3) 0.016(3)
C22 0.025(3) 0.024(3) 0.036(3) -0.009(3) 0.005(2) -0.004(3)
C23 0.022(3) 0.025(4) 0.033(3) -0.002(3) 0.003(3) -0.002(3)
C24 0.025(3) 0.031(3) 0.016(3) 0.001(2) 0.005(2) -0.002(3)
C25 0.032(3) 0.035(4) 0.024(3) -0.004(3) 0.010(3) -0.004(3)
C26 0.035(4) 0.050(5) 0.042(4) -0.004(4) 0.014(3) -0.002(4)
C27 0.039(4) 0.047(5) 0.044(4) 0.004(4) 0.012(3) 0.011(4)
C28 0.057(5) 0.042(5) 0.051(5) 0.021(4) 0.004(4) 0.005(4)
S 0.0300(8) 0.0364(9) 0.0230(7) 0.0002(8) 0.0027(6) -0.0007(8)
O4 0.057(3) 0.034(3) 0.023(2) -0.009(2) 0.010(2) -0.006(2)
C29 0.110(8) 0.052(6) 0.040(5) 0.003(4) 0.029(5) -0.014(6)
C30 0.047(5) 0.096(8) 0.066(6) -0.054(6) 0.019(4) -0.009(5)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C10 C1 C2 112.8(5)
C3 C2 C1 112.8(6)
O3 C3 C4 122.0(7)
O3 C3 C2 121.4(7)
C4 C3 C2 116.6(5)
C5 C4 C3 123.7(6)
C4 C5 C6 119.4(6)
C4 C5 C10 122.9(6)
C6 C5 C10 117.3(5)
C7 C6 C5 122.2(5)
C6 C7 C8 122.4(5)
C14 C8 C7 121.8(5)
C14 C8 C9 123.2(5)
C7 C8 C9 114.8(5)
O2 C9 C11 110.7(4)
O2 C9 C8 104.0(4)
C11 C9 C8 111.4(4)
O2 C9 C10 109.8(4)
C11 C9 C10 112.1(4)
C8 C9 C10 108.4(4)
C5 C10 C1 109.0(5)
C5 C10 C19 107.0(5)
C1 C10 C19 110.1(5)
C5 C10 C9 108.1(4)
C1 C10 C9 112.0(4)
C19 C10 C9 110.5(4)
O1 C11 C9 109.8(4)
O1 C11 C12 107.2(4)
C9 C11 C12 111.3(5)
C11 C12 C13 112.1(4)
C14 C13 C18 109.3(5)
C14 C13 C12 108.1(5)
C18 C13 C12 110.9(5)
C14 C13 C17 101.9(4)
C18 C13 C17 112.2(5)
C12 C13 C17 113.9(5)
C8 C14 C15 125.5(5)
C8 C14 C13 125.3(5)
C15 C14 C13 109.0(5)
C14 C15 C16 105.2(5)
C17 C16 C15 106.2(4)
C20 C17 C16 112.2(5)
C20 C17 C13 117.2(5)
C16 C17 C13 103.3(4)
C22 C20 C21 109.1(5)
C22 C20 C17 109.3(5)
C21 C20 C17 115.4(5)
C23 C22 C20 127.8(6)
C22 C23 C24 125.1(6)
C23 C24 C28 108.4(5)
C23 C24 C25 111.7(5)
C28 C24 C25 112.0(5)
C24 C25 C27 111.4(5)
C24 C25 C26 111.8(6)
C27 C25 C26 108.6(6)
O4 S C30 106.3(3)
O4 S C29 105.1(4)
C30 S C29 95.8(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C11 1.444(6)
O2 C9 1.424(7)
O3 C3 1.213(8)
C1 C10 1.535(7)
C1 C2 1.536(8)
C2 C3 1.489(10)
C3 C4 1.450(9)
C4 C5 1.350(8)
C5 C6 1.451(8)
C5 C10 1.524(8)
C6 C7 1.342(8)
C7 C8 1.456(8)
C8 C14 1.349(8)
C8 C9 1.536(7)
C9 C11 1.529(8)
C9 C10 1.581(7)
C10 C19 1.537(8)
C11 C12 1.542(7)
C12 C13 1.546(7)
C13 C14 1.501(8)
C13 C18 1.531(8)
C13 C17 1.566(7)
C14 C15 1.500(7)
C15 C16 1.554(9)
C16 C17 1.535(7)
C17 C20 1.524(8)
C20 C22 1.504(8)
C20 C21 1.517(8)
C22 C23 1.314(8)
C23 C24 1.528(8)
C24 C28 1.536(10)
C24 C25 1.538(8)
C25 C27 1.541(10)
C25 C26 1.542(9)
S O4 1.513(4)
S C30 1.744(9)
S C29 1.787(9)
|
1501803.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501803.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501803
loop_
_publ_author_name
'Montaser, Rana'
'Abboud, Khalil A.'
'Paul, Valerie J.'
'Luesch, Hendrik'
_publ_section_title
;
Pitiprolamide, a proline-rich dolastatin 16 analogue from the marine
cyanobacterium Lyngbya majuscula from Guam.
;
_journal_issue 1
_journal_name_full 'Journal of natural products'
_journal_page_first 109
_journal_page_last 112
_journal_paper_doi 10.1021/np1006839
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration rm
_chemical_formula_sum 'C49 H79 N6 O13.5'
_chemical_formula_weight 968.18
_chemical_name_systematic
;
?
;
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_audit_update_record
;
2010-07-16 # Formatted by publCIF
;
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 10.534(2)
_cell_length_b 14.952(3)
_cell_length_c 33.511(7)
_cell_measurement_reflns_used 3973
_cell_measurement_temperature 100(2)
_cell_measurement_theta_max 24.50
_cell_measurement_theta_min 2.28
_cell_volume 5278.1(18)
_computing_cell_refinement 'Bruker SAINT'
_computing_data_collection 'Bruker APEX2'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.1990
_diffrn_reflns_av_sigmaI/netI 0.2665
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_k_max 17
_diffrn_reflns_limit_k_min -17
_diffrn_reflns_limit_l_max 39
_diffrn_reflns_limit_l_min -39
_diffrn_reflns_number 39870
_diffrn_reflns_theta_full 25.00
_diffrn_reflns_theta_max 25.00
_diffrn_reflns_theta_min 1.22
_exptl_absorpt_coefficient_mu 0.089
_exptl_absorpt_correction_T_max 0.9968
_exptl_absorpt_correction_T_min 0.9883
_exptl_absorpt_correction_type numerical
_exptl_absorpt_process_details
'based on measured indexed crystal faces, Bruker SHELXTL v6.14 (Bruker 2008)'
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.218
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description needles
_exptl_crystal_F_000 2092
_exptl_crystal_size_max 0.13
_exptl_crystal_size_mid 0.09
_exptl_crystal_size_min 0.04
_refine_diff_density_max 0.336
_refine_diff_density_min -0.443
_refine_diff_density_rms 0.048
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack -0.4(13)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 0.727
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 622
_refine_ls_number_reflns 9317
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 0.727
_refine_ls_R_factor_all 0.1639
_refine_ls_R_factor_gt 0.0499
_refine_ls_shift/su_max 0.005
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0102P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0626
_refine_ls_wR_factor_ref 0.0812
_reflns_number_gt 3819
_reflns_number_total 9317
_reflns_threshold_expression >2\s(I)
_cod_data_source_file np1006839_si_002.cif
_cod_data_source_block rana1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_cell_volume 5278.0(19)
_cod_original_sg_symbol_H-M P212121
_cod_original_formula_sum 'C49 H79 N6 O13.50'
_cod_database_code 1501803
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.1119(3) 0.2625(2) 0.31697(10) 0.0310(10) Uani 1 1 d .
O2 O 0.1880(3) 0.42649(19) 0.39678(8) 0.0210(8) Uani 1 1 d .
O3 O 0.1540(3) 0.6532(2) 0.40945(9) 0.0282(9) Uani 1 1 d .
O4 O 0.5591(3) 0.8418(2) 0.32940(9) 0.0287(9) Uani 1 1 d .
O5 O 0.5986(3) 0.6446(2) 0.36135(9) 0.0221(9) Uani 1 1 d .
O6 O 0.8194(3) 0.54704(18) 0.37746(8) 0.0193(8) Uani 1 1 d .
O7 O 0.7624(3) 0.5907(2) 0.43909(9) 0.0265(9) Uani 1 1 d .
O8 O 0.6020(3) 0.39802(19) 0.37823(8) 0.0200(8) Uani 1 1 d .
O9 O 0.6487(3) 0.1162(2) 0.32049(10) 0.0321(9) Uani 1 1 d .
O10 O 0.3167(3) 0.28522(18) 0.33587(8) 0.0192(8) Uani 1 1 d .
O11 O 0.0538(3) 0.7403(2) 0.47616(9) 0.0402(10) Uani 1 1 d .
H11 H 0.0606 0.7222 0.4481 0.060 Uiso 1 1 d R
H11" H 0.1397 0.7770 0.4803 0.060 Uiso 1 1 d R
O12 O 0.7851(3) 0.9570(2) 0.32725(9) 0.0418(10) Uani 1 1 d .
H12' H 0.7270 1.0130 0.3209 0.063 Uiso 1 1 d R
H12" H 0.7118 0.9180 0.3271 0.063 Uiso 1 1 d R
O13 O 0.0398(5) 0.0373(4) 0.32013(19) 0.035(2) Uani 0.50 1 d P
H13' H 0.0575 0.0927 0.3191 0.053 Uiso 0.50 1 d PR
H13" H -0.0368 -0.0080 0.3248 0.053 Uiso 0.50 1 d PR
O14 O 0.8247(4) 0.6738(2) 0.51254(9) 0.0469(11) Uani 1 1 d .
H14' H 0.8000 0.6346 0.4912 0.070 Uiso 1 1 d R
H14" H 0.9247 0.6993 0.5100 0.070 Uiso 1 1 d R
N1 N 0.2803(3) 0.4662(2) 0.33972(11) 0.0147(9) Uani 1 1 d .
N2 N 0.3521(4) 0.6246(2) 0.38640(10) 0.0208(10) Uani 1 1 d .
H2 H 0.4238 0.6477 0.3816 0.025 Uiso 1 1 d R
N3 N 0.3725(4) 0.7991(2) 0.35621(12) 0.0237(11) Uani 1 1 d .
N4 N 0.6892(4) 0.7616(2) 0.39272(11) 0.0211(10) Uani 1 1 d .
N5 N 0.8056(3) 0.3712(2) 0.39578(11) 0.0143(9) Uani 1 1 d .
N6 N 0.5924(3) 0.2607(2) 0.32662(10) 0.0205(10) Uani 1 1 d .
H6 H 0.5294 0.2966 0.3314 0.025 Uiso 1 1 d R
C1 C 0.1975(5) 0.3114(3) 0.32356(13) 0.0221(13) Uani 1 1 d .
C2 C 0.1915(5) 0.4118(3) 0.31687(12) 0.0191(12) Uani 1 1 d .
H2A H 0.1035 0.4324 0.3233 0.023 Uiso 1 1 calc R
C3 C 0.2195(4) 0.4357(3) 0.27283(13) 0.0262(13) Uani 1 1 d .
H3A H 0.2064 0.3834 0.2552 0.031 Uiso 1 1 calc R
H3B H 0.1650 0.4855 0.2636 0.031 Uiso 1 1 calc R
C4 C 0.3589(4) 0.4633(3) 0.27392(13) 0.0284(13) Uani 1 1 d .
H4A H 0.4149 0.4102 0.2728 0.034 Uiso 1 1 calc R
H4B H 0.3795 0.5033 0.2513 0.034 Uiso 1 1 calc R
C5 C 0.3739(4) 0.5120(3) 0.31359(13) 0.0252(13) Uani 1 1 d .
H5A H 0.4612 0.5056 0.3241 0.030 Uiso 1 1 calc R
H5B H 0.3537 0.5764 0.3108 0.030 Uiso 1 1 calc R
C6 C 0.2683(4) 0.4700(3) 0.37942(14) 0.0169(12) Uani 1 1 d .
C7 C 0.3631(4) 0.5321(3) 0.40098(13) 0.0181(12) Uani 1 1 d .
H7A H 0.4503 0.5108 0.3940 0.022 Uiso 1 1 calc R
C8 C 0.3507(4) 0.5260(3) 0.44687(12) 0.0207(12) Uani 1 1 d .
H8A H 0.2592 0.5316 0.4544 0.025 Uiso 1 1 calc R
C9 C 0.4018(4) 0.4339(3) 0.46117(13) 0.0218(13) Uani 1 1 d .
H9A H 0.3651 0.3859 0.4444 0.026 Uiso 1 1 calc R
H9B H 0.4952 0.4323 0.4580 0.026 Uiso 1 1 calc R
C10 C 0.3681(5) 0.4174(3) 0.50415(14) 0.0214(13) Uani 1 1 d .
C11 C 0.2456(5) 0.3917(3) 0.51390(15) 0.0273(14) Uani 1 1 d .
H11A H 0.1863 0.3802 0.4932 0.033 Uiso 1 1 calc R
C12 C 0.2076(5) 0.3823(3) 0.55357(17) 0.0410(16) Uani 1 1 d .
H12A H 0.1239 0.3630 0.5596 0.049 Uiso 1 1 calc R
C13 C 0.2924(7) 0.4014(3) 0.58419(16) 0.0492(19) Uani 1 1 d .
H13A H 0.2659 0.3972 0.6112 0.059 Uiso 1 1 calc R
C14 C 0.4152(6) 0.4264(3) 0.57519(16) 0.0432(17) Uani 1 1 d .
H14A H 0.4737 0.4393 0.5960 0.052 Uiso 1 1 calc R
C15 C 0.4530(5) 0.4326(3) 0.53515(15) 0.0297(14) Uani 1 1 d .
H15A H 0.5386 0.4475 0.5291 0.036 Uiso 1 1 calc R
C16 C 0.4274(4) 0.6021(3) 0.46735(13) 0.0269(14) Uani 1 1 d .
H16A H 0.4179 0.5974 0.4964 0.040 Uiso 1 1 calc R
H16B H 0.3953 0.6602 0.4583 0.040 Uiso 1 1 calc R
H16C H 0.5173 0.5965 0.4603 0.040 Uiso 1 1 calc R
C17 C 0.2550(5) 0.6792(3) 0.39533(15) 0.0258(14) Uani 1 1 d .
C18 C 0.2830(5) 0.7807(3) 0.38874(15) 0.0252(13) Uani 1 1 d .
H18A H 0.3151 0.8079 0.4141 0.030 Uiso 1 1 calc R
C19 C 0.1628(5) 0.8312(3) 0.37457(14) 0.0389(16) Uani 1 1 d .
H19A H 0.0846 0.8031 0.3852 0.047 Uiso 1 1 calc R
H19B H 0.1651 0.8948 0.3826 0.047 Uiso 1 1 calc R
C20 C 0.1716(5) 0.8211(5) 0.32954(17) 0.087(3) Uani 1 1 d .
H20A H 0.1296 0.7651 0.3210 0.105 Uiso 1 1 calc R
H20B H 0.1289 0.8720 0.3162 0.105 Uiso 1 1 calc R
C21 C 0.3068(5) 0.8191(3) 0.31855(14) 0.0429(16) Uani 1 1 d .
H21A H 0.3234 0.7720 0.2984 0.052 Uiso 1 1 calc R
H21B H 0.3343 0.8775 0.3077 0.052 Uiso 1 1 calc R
C22 C 0.4988(5) 0.8162(3) 0.35880(16) 0.0250(13) Uani 1 1 d .
C23 C 0.5636(5) 0.8031(3) 0.39870(14) 0.0219(13) Uani 1 1 d .
H23A H 0.5100 0.7650 0.4166 0.026 Uiso 1 1 calc R
C24 C 0.5937(5) 0.8930(3) 0.41905(13) 0.0272(14) Uani 1 1 d .
H24A H 0.6079 0.9409 0.3991 0.033 Uiso 1 1 calc R
H24B H 0.5246 0.9113 0.4374 0.033 Uiso 1 1 calc R
C25 C 0.7158(4) 0.8713(3) 0.44201(13) 0.0267(13) Uani 1 1 d .
H25A H 0.6966 0.8387 0.4670 0.032 Uiso 1 1 calc R
H25B H 0.7630 0.9266 0.4486 0.032 Uiso 1 1 calc R
C26 C 0.7922(4) 0.8123(3) 0.41308(13) 0.0276(13) Uani 1 1 d .
H26A H 0.8415 0.8488 0.3939 0.033 Uiso 1 1 calc R
H26B H 0.8505 0.7718 0.4276 0.033 Uiso 1 1 calc R
C27 C 0.6946(5) 0.6825(3) 0.37392(13) 0.0241(13) Uani 1 1 d .
C28 C 0.8246(4) 0.6417(3) 0.36580(13) 0.0197(12) Uani 1 1 d .
H28A H 0.8929 0.6743 0.3806 0.024 Uiso 1 1 calc R
C29 C 0.8499(4) 0.6417(3) 0.32135(14) 0.0243(13) Uani 1 1 d .
H29A H 0.7795 0.6084 0.3079 0.029 Uiso 1 1 calc R
C30 C 0.9753(4) 0.5940(3) 0.31176(14) 0.0409(17) Uani 1 1 d .
H30A H 0.9714 0.5322 0.3214 0.061 Uiso 1 1 calc R
H30B H 1.0455 0.6253 0.3249 0.061 Uiso 1 1 calc R
H30C H 0.9890 0.5941 0.2828 0.061 Uiso 1 1 calc R
C31 C 0.8502(5) 0.7385(3) 0.30545(12) 0.0286(13) Uani 1 1 d .
H31A H 0.8635 0.7379 0.2765 0.043 Uiso 1 1 calc R
H31B H 0.9187 0.7723 0.3183 0.043 Uiso 1 1 calc R
H31C H 0.7685 0.7668 0.3115 0.043 Uiso 1 1 calc R
C32 C 0.7894(4) 0.5335(3) 0.41580(15) 0.0202(12) Uani 1 1 d .
C33 C 0.7997(4) 0.4359(3) 0.42833(12) 0.0182(12) Uani 1 1 d .
H33A H 0.7278 0.4205 0.4465 0.022 Uiso 1 1 calc R
C34 C 0.9272(4) 0.4225(3) 0.45044(12) 0.0196(13) Uani 1 1 d .
H34A H 0.9928 0.4640 0.4402 0.023 Uiso 1 1 calc R
H34B H 0.9171 0.4320 0.4795 0.023 Uiso 1 1 calc R
C35 C 0.9618(4) 0.3252(3) 0.44122(13) 0.0214(13) Uani 1 1 d .
H35A H 1.0535 0.3140 0.4452 0.026 Uiso 1 1 calc R
H35B H 0.9123 0.2831 0.4579 0.026 Uiso 1 1 calc R
C36 C 0.9255(4) 0.3177(3) 0.39754(12) 0.0176(12) Uani 1 1 d .
H36A H 0.9918 0.3435 0.3801 0.021 Uiso 1 1 calc R
H36B H 0.9104 0.2547 0.3898 0.021 Uiso 1 1 calc R
C37 C 0.7017(5) 0.3565(3) 0.37326(13) 0.0184(12) Uani 1 1 d .
C38 C 0.7168(4) 0.2891(3) 0.33955(13) 0.0171(12) Uani 1 1 d .
H38A H 0.7626 0.2357 0.3503 0.021 Uiso 1 1 calc R
C39 C 0.7971(4) 0.3290(3) 0.30488(13) 0.0246(13) Uani 1 1 d .
H39A H 0.8777 0.3524 0.3167 0.030 Uiso 1 1 calc R
C40 C 0.7293(4) 0.4079(3) 0.28471(13) 0.0328(15) Uani 1 1 d .
H40A H 0.7830 0.4318 0.2633 0.049 Uiso 1 1 calc R
H40B H 0.7131 0.4548 0.3045 0.049 Uiso 1 1 calc R
H40C H 0.6486 0.3874 0.2734 0.049 Uiso 1 1 calc R
C41 C 0.8332(4) 0.2555(3) 0.27508(13) 0.0365(15) Uani 1 1 d .
H41A H 0.8824 0.2816 0.2532 0.055 Uiso 1 1 calc R
H41B H 0.7559 0.2279 0.2644 0.055 Uiso 1 1 calc R
H41C H 0.8843 0.2099 0.2886 0.055 Uiso 1 1 calc R
C42 C 0.5650(5) 0.1728(3) 0.32074(13) 0.0209(13) Uani 1 1 d .
C43 C 0.4258(4) 0.1489(3) 0.31167(14) 0.0219(13) Uani 1 1 d .
C44 C 0.3322(5) 0.1876(3) 0.34255(13) 0.0211(13) Uani 1 1 d .
H44A H 0.2479 0.1583 0.3385 0.025 Uiso 1 1 calc R
C45 C 0.3692(5) 0.1770(3) 0.38605(12) 0.0252(13) Uani 1 1 d .
H45A H 0.4408 0.2177 0.3920 0.030 Uiso 1 1 calc R
H45B H 0.3987 0.1150 0.3906 0.030 Uiso 1 1 calc R
C46 C 0.2599(4) 0.1972(3) 0.41457(13) 0.0279(14) Uani 1 1 d .
H46A H 0.1850 0.1612 0.4068 0.033 Uiso 1 1 calc R
H46B H 0.2367 0.2611 0.4123 0.033 Uiso 1 1 calc R
C47 C 0.2945(4) 0.1763(3) 0.45781(12) 0.0329(14) Uani 1 1 d .
H47A H 0.2217 0.1892 0.4751 0.049 Uiso 1 1 calc R
H47B H 0.3668 0.2133 0.4659 0.049 Uiso 1 1 calc R
H47C H 0.3172 0.1129 0.4602 0.049 Uiso 1 1 calc R
C48 C 0.3917(4) 0.1812(3) 0.26930(12) 0.0284(14) Uani 1 1 d .
H48A H 0.4521 0.1562 0.2501 0.043 Uiso 1 1 calc R
H48B H 0.3955 0.2467 0.2683 0.043 Uiso 1 1 calc R
H48C H 0.3056 0.1614 0.2625 0.043 Uiso 1 1 calc R
C49 C 0.4078(4) 0.0465(3) 0.31341(14) 0.0335(15) Uani 1 1 d .
H49A H 0.4288 0.0249 0.3402 0.050 Uiso 1 1 calc R
H49B H 0.4639 0.0179 0.2939 0.050 Uiso 1 1 calc R
H49C H 0.3194 0.0317 0.3072 0.050 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.016(2) 0.019(2) 0.058(3) -0.007(2) -0.010(2) -0.0030(18)
O2 0.021(2) 0.0184(19) 0.024(2) 0.0002(16) 0.0058(18) -0.0085(17)
O3 0.015(2) 0.024(2) 0.046(2) -0.0071(18) 0.005(2) 0.0052(18)
O4 0.040(2) 0.024(2) 0.022(2) 0.0035(18) 0.0062(19) 0.0012(19)
O5 0.026(2) 0.0132(19) 0.027(2) -0.0022(17) 0.0031(19) -0.0044(18)
O6 0.024(2) 0.0101(18) 0.024(2) 0.0024(16) -0.0013(18) 0.0025(17)
O7 0.040(2) 0.019(2) 0.020(2) -0.0085(17) 0.0005(18) -0.0007(19)
O8 0.016(2) 0.0170(19) 0.027(2) -0.0031(16) 0.0018(17) 0.0083(17)
O9 0.019(2) 0.022(2) 0.055(2) -0.0072(19) -0.005(2) 0.0101(19)
O10 0.016(2) 0.019(2) 0.0222(19) -0.0039(16) -0.0033(17) 0.0022(16)
O11 0.040(2) 0.051(3) 0.030(2) -0.010(2) -0.0004(19) 0.008(2)
O12 0.038(2) 0.038(2) 0.049(2) -0.002(2) -0.003(2) 0.011(2)
O13 0.012(4) 0.023(4) 0.071(6) 0.004(4) 0.010(4) 0.004(3)
O14 0.064(3) 0.048(2) 0.029(2) -0.0180(19) 0.008(2) -0.010(2)
N1 0.015(2) 0.012(2) 0.017(2) -0.0008(19) 0.000(2) 0.0013(19)
N2 0.021(2) 0.018(2) 0.024(2) -0.002(2) 0.001(2) -0.007(2)
N3 0.034(3) 0.012(2) 0.025(3) 0.005(2) -0.010(3) -0.001(2)
N4 0.023(3) 0.017(2) 0.024(2) -0.002(2) -0.003(2) 0.005(2)
N5 0.009(2) 0.010(2) 0.024(2) 0.0004(19) -0.001(2) 0.002(2)
N6 0.016(2) 0.018(2) 0.027(3) -0.009(2) 0.002(2) 0.004(2)
C1 0.025(3) 0.029(3) 0.012(3) 0.001(3) 0.011(3) 0.012(3)
C2 0.021(3) 0.017(3) 0.020(3) -0.001(2) 0.003(3) 0.004(3)
C3 0.033(3) 0.019(3) 0.027(3) -0.003(3) -0.003(3) 0.002(3)
C4 0.031(3) 0.032(3) 0.023(3) -0.001(3) 0.002(3) 0.000(3)
C5 0.030(3) 0.020(3) 0.025(3) 0.000(3) 0.006(3) 0.005(3)
C6 0.015(3) 0.016(3) 0.019(3) -0.006(2) -0.004(3) 0.015(3)
C7 0.019(3) 0.010(3) 0.025(3) 0.003(2) 0.000(3) 0.000(2)
C8 0.017(3) 0.021(3) 0.024(3) 0.004(3) 0.005(3) 0.003(3)
C9 0.021(3) 0.020(3) 0.024(3) -0.004(3) -0.006(3) 0.010(3)
C10 0.027(3) 0.016(3) 0.021(3) -0.001(2) 0.001(3) 0.009(3)
C11 0.035(4) 0.013(3) 0.034(4) -0.004(3) 0.012(3) -0.005(3)
C12 0.047(4) 0.023(3) 0.053(4) 0.004(3) 0.029(4) -0.002(3)
C13 0.097(6) 0.025(4) 0.026(4) 0.012(3) 0.022(4) 0.029(4)
C14 0.072(5) 0.033(4) 0.024(4) -0.002(3) -0.012(4) 0.023(4)
C15 0.027(3) 0.025(3) 0.038(4) 0.000(3) 0.001(3) 0.010(3)
C16 0.037(3) 0.026(3) 0.018(3) 0.005(3) 0.000(3) -0.005(3)
C17 0.025(4) 0.029(3) 0.023(3) -0.009(3) -0.011(3) 0.001(3)
C18 0.018(3) 0.017(3) 0.041(4) -0.002(3) -0.003(3) 0.004(3)
C19 0.028(4) 0.034(4) 0.055(4) -0.016(3) -0.026(3) 0.017(3)
C20 0.035(4) 0.144(7) 0.083(6) 0.079(5) -0.020(4) -0.024(5)
C21 0.060(5) 0.028(3) 0.041(4) -0.003(3) -0.022(4) -0.010(3)
C22 0.035(4) 0.007(3) 0.032(4) -0.006(3) -0.006(3) 0.003(3)
C23 0.031(3) 0.011(3) 0.023(3) 0.000(2) -0.001(3) 0.002(3)
C24 0.043(4) 0.019(3) 0.020(3) -0.004(3) -0.001(3) 0.002(3)
C25 0.043(4) 0.015(3) 0.022(3) -0.008(2) -0.006(3) -0.003(3)
C26 0.033(3) 0.020(3) 0.030(3) -0.006(3) 0.001(3) -0.005(3)
C27 0.036(4) 0.020(3) 0.016(3) 0.007(3) 0.003(3) 0.006(3)
C28 0.027(3) 0.005(3) 0.027(3) 0.003(2) -0.002(3) 0.003(3)
C29 0.019(3) 0.019(3) 0.035(3) 0.004(3) 0.008(3) 0.004(3)
C30 0.041(4) 0.033(4) 0.049(4) 0.016(3) 0.021(3) 0.011(3)
C31 0.032(3) 0.024(3) 0.030(3) 0.006(3) 0.004(3) 0.004(3)
C32 0.012(3) 0.023(3) 0.026(3) 0.007(3) -0.001(3) -0.004(3)
C33 0.024(3) 0.017(3) 0.014(3) -0.002(2) 0.002(3) -0.001(3)
C34 0.021(3) 0.025(3) 0.013(3) 0.000(2) 0.001(3) 0.004(3)
C35 0.019(3) 0.023(3) 0.022(3) 0.005(3) -0.003(3) 0.005(3)
C36 0.019(3) 0.015(3) 0.019(3) -0.001(2) 0.000(3) -0.001(3)
C37 0.025(3) 0.011(3) 0.019(3) 0.007(2) 0.002(3) -0.009(3)
C38 0.013(3) 0.017(3) 0.021(3) -0.003(2) -0.009(3) 0.009(2)
C39 0.017(3) 0.034(3) 0.023(3) -0.005(3) 0.006(3) -0.008(3)
C40 0.030(3) 0.036(3) 0.032(3) 0.004(3) 0.008(3) -0.008(3)
C41 0.026(3) 0.058(4) 0.026(3) -0.014(3) 0.001(3) 0.006(3)
C42 0.018(3) 0.026(3) 0.018(3) -0.002(3) 0.003(3) -0.011(3)
C43 0.013(3) 0.021(3) 0.032(3) -0.006(3) -0.004(3) -0.004(3)
C44 0.018(3) 0.011(3) 0.035(3) 0.002(2) 0.003(3) 0.003(3)
C45 0.032(3) 0.012(3) 0.031(3) 0.004(3) -0.006(3) -0.002(3)
C46 0.026(3) 0.028(3) 0.029(3) -0.004(3) 0.007(3) -0.004(3)
C47 0.035(4) 0.032(3) 0.032(3) 0.004(3) 0.005(3) 0.005(3)
C48 0.032(3) 0.027(3) 0.025(3) -0.015(3) 0.000(3) 0.006(3)
C49 0.029(3) 0.023(3) 0.048(4) -0.011(3) -0.002(3) 0.006(3)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C32 O6 C28 114.2(3)
C1 O10 C44 115.1(4)
H11 O11 H11" 101.7
H12' O12 H12" 90.9
H13' O13 H13" 142.4
H14' O14 H14" 113.9
C6 N1 C2 119.1(4)
C6 N1 C5 129.0(4)
C2 N1 C5 111.9(3)
C17 N2 C7 123.9(4)
C17 N2 H2 118.3
C7 N2 H2 112.2
C22 N3 C18 128.1(4)
C22 N3 C21 118.6(4)
C18 N3 C21 111.9(4)
C27 N4 C23 118.2(4)
C27 N4 C26 129.3(4)
C23 N4 C26 112.2(3)
C37 N5 C33 119.5(4)
C37 N5 C36 128.3(4)
C33 N5 C36 111.2(3)
C42 N6 C38 121.3(4)
C42 N6 H6 117.5
C38 N6 H6 117.2
O1 C1 O10 125.2(4)
O1 C1 C2 123.5(5)
O10 C1 C2 111.2(4)
N1 C2 C1 116.5(4)
N1 C2 C3 104.5(4)
C1 C2 C3 111.2(4)
N1 C2 H2A 108.1
C1 C2 H2A 108.1
C3 C2 H2A 108.1
C4 C3 C2 102.9(4)
C4 C3 H3A 111.2
C2 C3 H3A 111.2
C4 C3 H3B 111.2
C2 C3 H3B 111.2
H3A C3 H3B 109.1
C5 C4 C3 104.5(4)
C5 C4 H4A 110.9
C3 C4 H4A 110.9
C5 C4 H4B 110.9
C3 C4 H4B 110.9
H4A C4 H4B 108.9
N1 C5 C4 103.0(4)
N1 C5 H5A 111.2
C4 C5 H5A 111.2
N1 C5 H5B 111.2
C4 C5 H5B 111.2
H5A C5 H5B 109.1
O2 C6 N1 121.2(4)
O2 C6 C7 123.3(4)
N1 C6 C7 115.5(4)
N2 C7 C6 111.1(4)
N2 C7 C8 112.2(4)
C6 C7 C8 112.1(4)
N2 C7 H7A 107.0
C6 C7 H7A 107.0
C8 C7 H7A 107.0
C7 C8 C16 110.6(4)
C7 C8 C9 109.2(4)
C16 C8 C9 109.4(4)
C7 C8 H8A 109.2
C16 C8 H8A 109.2
C9 C8 H8A 109.2
C10 C9 C8 111.0(4)
C10 C9 H9A 109.4
C8 C9 H9A 109.4
C10 C9 H9B 109.4
C8 C9 H9B 109.4
H9A C9 H9B 108.0
C11 C10 C15 117.9(5)
C11 C10 C9 119.4(5)
C15 C10 C9 122.5(5)
C10 C11 C12 121.3(5)
C10 C11 H11A 119.4
C12 C11 H11A 119.4
C13 C12 C11 119.9(5)
C13 C12 H12A 120.0
C11 C12 H12A 120.0
C14 C13 C12 119.7(5)
C14 C13 H13A 120.1
C12 C13 H13A 120.1
C13 C14 C15 119.6(6)
C13 C14 H14A 120.2
C15 C14 H14A 120.2
C10 C15 C14 121.4(5)
C10 C15 H15A 119.3
C14 C15 H15A 119.3
C8 C16 H16A 109.5
C8 C16 H16B 109.5
H16A C16 H16B 109.5
C8 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
O3 C17 N2 123.7(5)
O3 C17 C18 121.7(5)
N2 C17 C18 114.5(4)
N3 C18 C19 101.9(4)
N3 C18 C17 114.1(4)
C19 C18 C17 111.2(4)
N3 C18 H18A 109.8
C19 C18 H18A 109.8
C17 C18 H18A 109.8
C20 C19 C18 101.9(4)
C20 C19 H19A 111.4
C18 C19 H19A 111.4
C20 C19 H19B 111.4
C18 C19 H19B 111.4
H19A C19 H19B 109.3
C21 C20 C19 108.1(5)
C21 C20 H20A 110.1
C19 C20 H20A 110.1
C21 C20 H20B 110.1
C19 C20 H20B 110.1
H20A C20 H20B 108.4
N3 C21 C20 104.2(4)
N3 C21 H21A 110.9
C20 C21 H21A 110.9
N3 C21 H21B 110.9
C20 C21 H21B 110.9
H21A C21 H21B 108.9
O4 C22 N3 120.8(5)
O4 C22 C23 120.9(5)
N3 C22 C23 118.3(5)
N4 C23 C22 109.8(4)
N4 C23 C24 104.0(4)
C22 C23 C24 111.8(4)
N4 C23 H23A 110.4
C22 C23 H23A 110.4
C24 C23 H23A 110.4
C25 C24 C23 102.2(4)
C25 C24 H24A 111.3
C23 C24 H24A 111.3
C25 C24 H24B 111.3
C23 C24 H24B 111.3
H24A C24 H24B 109.2
C24 C25 C26 104.1(4)
C24 C25 H25A 110.9
C26 C25 H25A 110.9
C24 C25 H25B 110.9
C26 C25 H25B 110.9
H25A C25 H25B 109.0
N4 C26 C25 101.5(4)
N4 C26 H26A 111.5
C25 C26 H26A 111.5
N4 C26 H26B 111.5
C25 C26 H26B 111.5
H26A C26 H26B 109.3
O5 C27 N4 122.1(5)
O5 C27 C28 119.5(4)
N4 C27 C28 118.3(5)
O6 C28 C29 105.5(4)
O6 C28 C27 107.7(4)
C29 C28 C27 109.5(4)
O6 C28 H28A 111.3
C29 C28 H28A 111.3
C27 C28 H28A 111.3
C28 C29 C30 111.0(4)
C28 C29 C31 109.9(4)
C30 C29 C31 111.2(4)
C28 C29 H29A 108.2
C30 C29 H29A 108.2
C31 C29 H29A 108.2
C29 C30 H30A 109.5
C29 C30 H30B 109.5
H30A C30 H30B 109.5
C29 C30 H30C 109.5
H30A C30 H30C 109.5
H30B C30 H30C 109.5
C29 C31 H31A 109.5
C29 C31 H31B 109.5
H31A C31 H31B 109.5
C29 C31 H31C 109.5
H31A C31 H31C 109.5
H31B C31 H31C 109.5
O7 C32 O6 125.1(4)
O7 C32 C33 121.6(4)
O6 C32 C33 113.1(4)
N5 C33 C32 115.6(4)
N5 C33 C34 103.6(4)
C32 C33 C34 108.6(4)
N5 C33 H33A 109.6
C32 C33 H33A 109.6
C34 C33 H33A 109.6
C35 C34 C33 103.4(4)
C35 C34 H34A 111.1
C33 C34 H34A 111.1
C35 C34 H34B 111.1
C33 C34 H34B 111.1
H34A C34 H34B 109.0
C36 C35 C34 101.8(4)
C36 C35 H35A 111.4
C34 C35 H35A 111.4
C36 C35 H35B 111.4
C34 C35 H35B 111.4
H35A C35 H35B 109.3
N5 C36 C35 102.2(3)
N5 C36 H36A 111.3
C35 C36 H36A 111.3
N5 C36 H36B 111.3
C35 C36 H36B 111.3
H36A C36 H36B 109.2
O8 C37 N5 122.3(4)
O8 C37 C38 121.6(4)
N5 C37 C38 116.0(4)
N6 C38 C37 108.8(4)
N6 C38 C39 112.5(4)
C37 C38 C39 110.9(4)
N6 C38 H38A 108.2
C37 C38 H38A 108.2
C39 C38 H38A 108.2
C41 C39 C40 112.3(4)
C41 C39 C38 110.3(4)
C40 C39 C38 111.7(4)
C41 C39 H39A 107.4
C40 C39 H39A 107.4
C38 C39 H39A 107.4
C39 C40 H40A 109.5
C39 C40 H40B 109.5
H40A C40 H40B 109.5
C39 C40 H40C 109.5
H40A C40 H40C 109.5
H40B C40 H40C 109.5
C39 C41 H41A 109.5
C39 C41 H41B 109.5
H41A C41 H41B 109.5
C39 C41 H41C 109.5
H41A C41 H41C 109.5
H41B C41 H41C 109.5
O9 C42 N6 121.2(4)
O9 C42 C43 121.6(4)
N6 C42 C43 117.1(4)
C42 C43 C44 112.9(4)
C42 C43 C48 109.3(4)
C44 C43 C48 110.5(4)
C42 C43 C49 109.9(4)
C44 C43 C49 105.6(4)
C48 C43 C49 108.5(4)
O10 C44 C45 106.0(3)
O10 C44 C43 109.8(4)
C45 C44 C43 116.2(4)
O10 C44 H44A 108.2
C45 C44 H44A 108.2
C43 C44 H44A 108.2
C44 C45 C46 112.8(4)
C44 C45 H45A 109.0
C46 C45 H45A 109.0
C44 C45 H45B 109.0
C46 C45 H45B 109.0
H45A C45 H45B 107.8
C45 C46 C47 112.0(4)
C45 C46 H46A 109.2
C47 C46 H46A 109.2
C45 C46 H46B 109.2
C47 C46 H46B 109.2
H46A C46 H46B 107.9
C46 C47 H47A 109.5
C46 C47 H47B 109.5
H47A C47 H47B 109.5
C46 C47 H47C 109.5
H47A C47 H47C 109.5
H47B C47 H47C 109.5
C43 C48 H48A 109.5
C43 C48 H48B 109.5
H48A C48 H48B 109.5
C43 C48 H48C 109.5
H48A C48 H48C 109.5
H48B C48 H48C 109.5
C43 C49 H49A 109.5
C43 C49 H49B 109.5
H49A C49 H49B 109.5
C43 C49 H49C 109.5
H49A C49 H49C 109.5
H49B C49 H49C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.180(5)
O2 C6 1.216(5)
O3 C17 1.227(5)
O4 C22 1.234(5)
O5 C27 1.233(5)
O6 C32 1.339(5)
O6 C28 1.470(5)
O7 C32 1.192(5)
O8 C37 1.230(5)
O9 C42 1.222(5)
O10 C1 1.379(5)
O10 C44 1.485(4)
O11 H11 0.9822
O11 H11" 1.0679
O12 H12' 1.0586
O12 H12" 0.9670
O13 H13' 0.8499
O13 H13" 1.0648
O14 H14' 0.9605
O14 H14" 1.1233
N1 C6 1.338(5)
N1 C2 1.457(5)
N1 C5 1.486(5)
N2 C17 1.342(5)
N2 C7 1.472(5)
N2 H2 0.8454
N3 C22 1.357(6)
N3 C18 1.467(6)
N3 C21 1.470(5)
N4 C27 1.341(5)
N4 C23 1.475(5)
N4 C26 1.489(5)
N5 C37 1.348(5)
N5 C33 1.459(5)
N5 C36 1.496(5)
N6 C42 1.360(5)
N6 C38 1.443(5)
N6 H6 0.8684
C1 C2 1.519(6)
C2 C3 1.547(5)
C2 H2A 1.0000
C3 C4 1.526(6)
C3 H3A 0.9900
C3 H3B 0.9900
C4 C5 1.524(5)
C4 H4A 0.9900
C4 H4B 0.9900
C5 H5A 0.9900
C5 H5B 0.9900
C6 C7 1.542(6)
C7 C8 1.546(5)
C7 H7A 1.0000
C8 C16 1.554(5)
C8 C9 1.555(5)
C8 H8A 1.0000
C9 C10 1.504(6)
C9 H9A 0.9900
C9 H9B 0.9900
C10 C11 1.386(6)
C10 C15 1.390(6)
C11 C12 1.395(6)
C11 H11A 0.9500
C12 C13 1.390(7)
C12 H12A 0.9500
C13 C14 1.380(7)
C13 H13A 0.9500
C14 C15 1.403(6)
C14 H14A 0.9500
C15 H15A 0.9500
C16 H16A 0.9800
C16 H16B 0.9800
C16 H16C 0.9800
C17 C18 1.562(6)
C18 C19 1.549(6)
C18 H18A 1.0000
C19 C20 1.520(6)
C19 H19A 0.9900
C19 H19B 0.9900
C20 C21 1.471(7)
C20 H20A 0.9900
C20 H20B 0.9900
C21 H21A 0.9900
C21 H21B 0.9900
C22 C23 1.514(6)
C23 C24 1.540(6)
C23 H23A 1.0000
C24 C25 1.533(6)
C24 H24A 0.9900
C24 H24B 0.9900
C25 C26 1.538(5)
C25 H25A 0.9900
C25 H25B 0.9900
C26 H26A 0.9900
C26 H26B 0.9900
C27 C28 1.524(6)
C28 C29 1.513(5)
C28 H28A 1.0000
C29 C30 1.535(6)
C29 C31 1.542(5)
C29 H29A 1.0000
C30 H30A 0.9800
C30 H30B 0.9800
C30 H30C 0.9800
C31 H31A 0.9800
C31 H31B 0.9800
C31 H31C 0.9800
C32 C33 1.522(6)
C33 C34 1.546(6)
C33 H33A 1.0000
C34 C35 1.532(6)
C34 H34A 0.9900
C34 H34B 0.9900
C35 C36 1.517(5)
C35 H35A 0.9900
C35 H35B 0.9900
C36 H36A 0.9900
C36 H36B 0.9900
C37 C38 1.523(5)
C38 C39 1.556(6)
C38 H38A 1.0000
C39 C41 1.533(5)
C39 C40 1.536(5)
C39 H39A 1.0000
C40 H40A 0.9800
C40 H40B 0.9800
C40 H40C 0.9800
C41 H41A 0.9800
C41 H41B 0.9800
C41 H41C 0.9800
C42 C43 1.540(6)
C43 C44 1.542(6)
C43 C48 1.542(6)
C43 C49 1.543(6)
C44 C45 1.517(5)
C44 H44A 1.0000
C45 C46 1.526(6)
C45 H45A 0.9900
C45 H45B 0.9900
C46 C47 1.526(5)
C46 H46A 0.9900
C46 H46B 0.9900
C47 H47A 0.9800
C47 H47B 0.9800
C47 H47C 0.9800
C48 H48A 0.9800
C48 H48B 0.9800
C48 H48C 0.9800
C49 H49A 0.9800
C49 H49B 0.9800
C49 H49C 0.9800
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O11 H11 O3 0.98 1.93 2.794(4) 146.0 .
O12 H12" O4 0.97 1.97 2.939(5) 177.0 .
O13 H13' O1 0.85 2.60 3.454(7) 179.4 .
O14 H14' O7 0.96 1.91 2.834(4) 161.4 .
N2 H2 O5 0.85 1.96 2.745(5) 153.4 .
N6 H6 O10 0.87 2.25 2.943(5) 136.6 .
O11 H11" O14 1.07 2.10 3.153(5) 169.4 4_466
O12 H12' O9 1.06 1.75 2.790(4) 166.4 1_565
O13 H13" O12 1.06 1.95 2.949(7) 154.9 1_445
O14 H14" O11 1.12 1.87 2.880(5) 146.8 1_655
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C44 O10 C1 O1 -2.7(7)
C44 O10 C1 C2 -179.1(3)
C6 N1 C2 C1 -66.0(5)
C5 N1 C2 C1 114.8(4)
C6 N1 C2 C3 170.9(4)
C5 N1 C2 C3 -8.3(5)
O1 C1 C2 N1 157.1(5)
O10 C1 C2 N1 -26.5(5)
O1 C1 C2 C3 -83.4(6)
O10 C1 C2 C3 93.1(5)
N1 C2 C3 C4 27.4(4)
C1 C2 C3 C4 -99.1(5)
C2 C3 C4 C5 -36.6(4)
C6 N1 C5 C4 166.6(4)
C2 N1 C5 C4 -14.4(5)
C3 C4 C5 N1 31.4(5)
C2 N1 C6 O2 2.8(6)
C5 N1 C6 O2 -178.2(4)
C2 N1 C6 C7 -177.7(3)
C5 N1 C6 C7 1.3(6)
C17 N2 C7 C6 73.2(5)
C17 N2 C7 C8 -53.1(6)
O2 C6 C7 N2 -121.7(5)
N1 C6 C7 N2 58.7(5)
O2 C6 C7 C8 4.7(6)
N1 C6 C7 C8 -174.8(4)
N2 C7 C8 C16 -43.0(5)
C6 C7 C8 C16 -168.8(3)
N2 C7 C8 C9 -163.5(4)
C6 C7 C8 C9 70.8(5)
C7 C8 C9 C10 -168.7(4)
C16 C8 C9 C10 70.1(5)
C8 C9 C10 C11 77.2(5)
C8 C9 C10 C15 -98.4(5)
C15 C10 C11 C12 0.8(7)
C9 C10 C11 C12 -175.0(4)
C10 C11 C12 C13 1.8(8)
C11 C12 C13 C14 -2.3(8)
C12 C13 C14 C15 0.2(8)
C11 C10 C15 C14 -3.0(7)
C9 C10 C15 C14 172.7(4)
C13 C14 C15 C10 2.5(8)
C7 N2 C17 O3 -15.5(8)
C7 N2 C17 C18 161.0(4)
C22 N3 C18 C19 141.5(5)
C21 N3 C18 C19 -24.8(5)
C22 N3 C18 C17 -98.6(6)
C21 N3 C18 C17 95.2(5)
O3 C17 C18 N3 -152.4(4)
N2 C17 C18 N3 31.1(6)
O3 C17 C18 C19 -37.8(7)
N2 C17 C18 C19 145.7(4)
N3 C18 C19 C20 33.2(5)
C17 C18 C19 C20 -88.8(5)
C18 C19 C20 C21 -32.0(6)
C22 N3 C21 C20 -162.4(5)
C18 N3 C21 C20 5.3(6)
C19 C20 C21 N3 17.4(6)
C18 N3 C22 O4 -170.5(4)
C21 N3 C22 O4 -5.1(7)
C18 N3 C22 C23 9.3(7)
C21 N3 C22 C23 174.8(4)
C27 N4 C23 C22 -57.8(5)
C26 N4 C23 C22 128.3(4)
C27 N4 C23 C24 -177.6(4)
C26 N4 C23 C24 8.5(5)
O4 C22 C23 N4 -40.5(6)
N3 C22 C23 N4 139.6(4)
O4 C22 C23 C24 74.4(6)
N3 C22 C23 C24 -105.5(5)
N4 C23 C24 C25 -29.7(5)
C22 C23 C24 C25 -148.1(4)
C23 C24 C25 C26 40.3(5)
C27 N4 C26 C25 -156.9(4)
C23 N4 C26 C25 16.2(5)
C24 C25 C26 N4 -34.6(4)
C23 N4 C27 O5 0.7(7)
C26 N4 C27 O5 173.4(4)
C23 N4 C27 C28 176.9(4)
C26 N4 C27 C28 -10.4(7)
C32 O6 C28 C29 -175.9(4)
C32 O6 C28 C27 -58.9(5)
O5 C27 C28 O6 -50.1(5)
N4 C27 C28 O6 133.6(4)
O5 C27 C28 C29 64.3(6)
N4 C27 C28 C29 -112.0(5)
O6 C28 C29 C30 -59.6(5)
C27 C28 C29 C30 -175.3(4)
O6 C28 C29 C31 177.0(4)
C27 C28 C29 C31 61.3(5)
C28 O6 C32 O7 3.5(7)
C28 O6 C32 C33 -173.2(4)
C37 N5 C33 C32 -70.0(5)
C36 N5 C33 C32 120.6(4)
C37 N5 C33 C34 171.4(4)
C36 N5 C33 C34 2.0(4)
O7 C32 C33 N5 167.1(4)
O6 C32 C33 N5 -16.1(6)
O7 C32 C33 C34 -77.0(6)
O6 C32 C33 C34 99.8(4)
N5 C33 C34 C35 -26.6(4)
C32 C33 C34 C35 -150.0(4)
C33 C34 C35 C36 40.9(4)
C37 N5 C36 C35 -144.7(4)
C33 N5 C36 C35 23.5(4)
C34 C35 C36 N5 -38.9(4)
C33 N5 C37 O8 2.5(6)
C36 N5 C37 O8 169.9(4)
C33 N5 C37 C38 179.1(3)
C36 N5 C37 C38 -13.5(6)
C42 N6 C38 C37 -133.6(4)
C42 N6 C38 C39 103.1(5)
O8 C37 C38 N6 -20.7(6)
N5 C37 C38 N6 162.6(4)
O8 C37 C38 C39 103.5(5)
N5 C37 C38 C39 -73.2(5)
N6 C38 C39 C41 -68.8(5)
C37 C38 C39 C41 169.1(4)
N6 C38 C39 C40 56.8(5)
C37 C38 C39 C40 -65.3(5)
C38 N6 C42 O9 -10.8(7)
C38 N6 C42 C43 173.1(4)
O9 C42 C43 C44 131.7(5)
N6 C42 C43 C44 -52.3(6)
O9 C42 C43 C48 -104.8(5)
N6 C42 C43 C48 71.2(5)
O9 C42 C43 C49 14.1(6)
N6 C42 C43 C49 -169.8(4)
C1 O10 C44 C45 -119.9(4)
C1 O10 C44 C43 113.8(4)
C42 C43 C44 O10 74.9(5)
C48 C43 C44 O10 -47.9(5)
C49 C43 C44 O10 -165.0(4)
C42 C43 C44 C45 -45.4(5)
C48 C43 C44 C45 -168.1(4)
C49 C43 C44 C45 74.7(5)
O10 C44 C45 C46 70.9(5)
C43 C44 C45 C46 -166.8(4)
C44 C45 C46 C47 173.7(4)
|
1501804.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501804.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501804
loop_
_publ_author_name
'Li, Guohong'
'Liu, Fangfang'
'Shen, Lan'
'Zhu, Huajie'
'Zhang, Keqin'
_publ_section_title
;
Stereumins H-J, stereumane-type sesquiterpenes from the fungus Stereum
sp.
;
_journal_issue 2
_journal_name_full 'Journal of natural products'
_journal_page_first 296
_journal_page_last 299
_journal_paper_doi 10.1021/np100813f
_journal_volume 74
_journal_year 2011
_chemical_formula_sum 'C15 H23.5 O5'
_chemical_formula_weight 283.84
_chemical_name_systematic
;
?
;
_space_group_IT_number 1
_symmetry_cell_setting triclinic
_symmetry_space_group_name_Hall 'P 1'
_symmetry_space_group_name_H-M 'P 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 73.568(4)
_cell_angle_beta 69.697(3)
_cell_angle_gamma 67.017(4)
_cell_formula_units_Z 2
_cell_length_a 8.583(2)
_cell_length_b 9.549(3)
_cell_length_c 11.107(3)
_cell_measurement_reflns_used 506
_cell_measurement_temperature 293(2)
_cell_measurement_theta_max 28.46
_cell_measurement_theta_min 1.98
_cell_volume 774.5(4)
_computing_cell_refinement 'Bruker apex II'
_computing_data_collection 'Bruker apex II'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 293(2)
_diffrn_measured_fraction_theta_full 0.952
_diffrn_measured_fraction_theta_max 0.932
_diffrn_measurement_device_type 'CCD area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0253
_diffrn_reflns_av_sigmaI/netI 0.1527
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_h_min -11
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 14
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_number 5574
_diffrn_reflns_theta_full 28.46
_diffrn_reflns_theta_max 28.46
_diffrn_reflns_theta_min 1.98
_exptl_absorpt_coefficient_mu 0.090
_exptl_absorpt_correction_T_max 1.0000
_exptl_absorpt_correction_T_min 0.0916
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details Sadabs
_exptl_crystal_colour coloulrss
_exptl_crystal_density_diffrn 1.217
_exptl_crystal_density_meas 0
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 307
_exptl_crystal_size_max 0.31
_exptl_crystal_size_mid 0.18
_exptl_crystal_size_min 0.09
_refine_diff_density_max 0.299
_refine_diff_density_min -0.272
_refine_diff_density_rms 0.070
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack -3(3)
_refine_ls_extinction_coef 0.027(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 1.044
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 372
_refine_ls_number_reflns 5312
_refine_ls_number_restraints 3
_refine_ls_restrained_S_all 1.044
_refine_ls_R_factor_all 0.2028
_refine_ls_R_factor_gt 0.0875
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1952
_refine_ls_wR_factor_ref 0.2622
_reflns_number_gt 2153
_reflns_number_total 5312
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np100813f_si_002.cif
_cod_data_source_block 090608b
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.
'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P1
_cod_original_formula_sum 'C15 H23.50 O5'
_cod_database_code 1501804
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.9974(8) -0.0787(7) 1.1678(5) 0.0628(17) Uani 1 1 d .
H1 H 1.0479 -0.1636 1.2045 0.094 Uiso 1 1 calc R
O2 O 1.2833(8) -0.2854(8) 0.8173(5) 0.0662(18) Uani 1 1 d .
H2 H 1.3788 -0.2713 0.7899 0.099 Uiso 1 1 calc R
O3 O 0.8710(10) 0.4566(9) 0.8367(7) 0.089(2) Uani 1 1 d .
O4 O 1.1804(8) 0.2299(7) 0.7981(5) 0.0610(17) Uani 1 1 d .
H4 H 1.2413 0.1646 0.7513 0.092 Uiso 1 1 calc R
O5 O 0.8570(8) 1.0356(7) 0.3989(5) 0.0658(18) Uani 1 1 d .
H5 H 0.8835 0.9905 0.3382 0.099 Uiso 1 1 calc R
O6 O 0.2809(8) 1.1743(7) 0.5409(6) 0.0639(17) Uani 1 1 d .
H6 H 0.2618 1.0932 0.5519 0.096 Uiso 1 1 calc R
O7 O 0.7708(10) 0.4541(8) 0.5989(7) 0.086(2) Uani 1 1 d .
O8 O 0.6308(8) 0.7015(7) 0.7102(5) 0.0569(16) Uani 1 1 d .
H8 H 0.6753 0.7456 0.7358 0.085 Uiso 1 1 calc R
O9 O 0.9902(9) 0.1951(8) 0.4782(7) 0.092(2) Uani 1 1 d .
H1W H 1.0146 0.2720 0.4161 0.138 Uiso 1 1 d R
H2W H 0.8983 0.1794 0.4713 0.138 Uiso 1 1 d R
O10 O 0.2256(12) 0.5109(9) 0.7250(8) 0.115(3) Uani 1 1 d .
H4W H 0.2348 0.4145 0.7260 0.173 Uiso 1 1 d R
H3W H 0.1466 0.5765 0.6831 0.173 Uiso 1 1 d R
C1 C 1.1222(11) -0.0215(10) 1.0648(8) 0.053(2) Uani 1 1 d .
H1A H 1.2278 -0.0472 1.0930 0.064 Uiso 1 1 calc R
C2 C 1.1737(11) -0.0821(10) 0.9394(8) 0.052(2) Uani 1 1 d .
H2A H 1.2876 -0.0686 0.8896 0.063 Uiso 1 1 calc R
C3 C 1.1968(11) -0.2446(11) 0.9475(8) 0.058(3) Uani 1 1 d .
C4 C 1.0204(12) -0.2755(11) 0.9806(9) 0.063(3) Uani 1 1 d .
H4A H 1.0444 -0.3773 0.9638 0.075 Uiso 1 1 calc R
H4B H 0.9623 -0.2745 1.0726 0.075 Uiso 1 1 calc R
C5 C 0.8979(11) -0.1554(11) 0.9009(9) 0.064(3) Uani 1 1 d .
H5A H 0.9513 -0.1625 0.8093 0.077 Uiso 1 1 calc R
H5B H 0.7882 -0.1768 0.9268 0.077 Uiso 1 1 calc R
C6 C 0.8612(13) 0.0062(11) 0.9202(9) 0.067(3) Uani 1 1 d .
H6A H 0.8197 0.0075 1.0141 0.080 Uiso 1 1 calc R
C7 C 1.0438(11) 0.0325(11) 0.8685(7) 0.049(2) Uani 1 1 d .
H7 H 1.0906 0.0259 0.7756 0.059 Uiso 1 1 calc R
C8 C 1.0285(12) 0.1863(11) 0.8869(8) 0.056(2) Uani 1 1 d .
C9 C 1.0448(12) 0.1575(11) 1.0285(8) 0.059(3) Uani 1 1 d .
C10 C 0.8630(12) 0.3190(13) 0.8703(8) 0.060(3) Uani 1 1 d .
C11 C 0.7005(12) 0.2812(12) 0.9005(9) 0.072(3) Uani 1 1 d .
H11A H 0.6184 0.3665 0.8587 0.087 Uiso 1 1 calc R
H11B H 0.6476 0.2720 0.9938 0.087 Uiso 1 1 calc R
C12 C 0.7259(12) 0.1314(11) 0.8576(9) 0.065(3) Uani 1 1 d .
H12 H 0.7729 0.1421 0.7627 0.077 Uiso 1 1 calc R
C13 C 0.5507(13) 0.1149(14) 0.8942(10) 0.096(4) Uani 1 1 d .
H13A H 0.5596 0.0273 0.8630 0.144 Uiso 1 1 calc R
H13B H 0.4726 0.2064 0.8562 0.144 Uiso 1 1 calc R
H13C H 0.5058 0.1002 0.9874 0.144 Uiso 1 1 calc R
C14 C 1.0006(14) 0.2646(12) 1.1006(10) 0.075(3) Uani 1 1 d .
H14A H 1.0150 0.2353 1.1844 0.090 Uiso 1 1 calc R
H14B H 0.9555 0.3686 1.0671 0.090 Uiso 1 1 calc R
C15 C 1.3074(14) -0.3513(10) 1.0393(10) 0.073(3) Uani 1 1 d .
H15A H 1.3117 -0.4555 1.0473 0.110 Uiso 1 1 calc R
H15B H 1.2561 -0.3205 1.1234 0.110 Uiso 1 1 calc R
H15C H 1.4243 -0.3455 1.0052 0.110 Uiso 1 1 calc R
C16 C 0.7665(11) 0.9546(11) 0.5177(7) 0.053(2) Uani 1 1 d .
H16 H 0.7856 0.9801 0.5899 0.063 Uiso 1 1 calc R
C17 C 0.5717(10) 0.9993(9) 0.5437(7) 0.046(2) Uani 1 1 d .
H17 H 0.5222 1.0001 0.6374 0.055 Uiso 1 1 calc R
C18 C 0.4679(12) 1.1527(10) 0.4751(8) 0.057(2) Uani 1 1 d .
C19 C 0.4797(14) 1.1485(11) 0.3334(8) 0.075(3) Uani 1 1 d .
H19A H 0.3929 1.2401 0.3021 0.091 Uiso 1 1 calc R
H19B H 0.5948 1.1503 0.2780 0.091 Uiso 1 1 calc R
C20 C 0.4515(13) 1.0153(11) 0.3235(8) 0.062(3) Uani 1 1 d .
H20 H 0.3638 1.0199 0.2902 0.074 Uiso 1 1 calc R
C21 C 0.5782(11) 0.8662(9) 0.3725(7) 0.044(2) Uani 1 1 d .
H21 H 0.6975 0.8698 0.3284 0.052 Uiso 1 1 calc R
C22 C 0.5475(11) 0.8564(9) 0.5169(7) 0.045(2) Uani 1 1 d .
H22 H 0.4302 0.8499 0.5650 0.054 Uiso 1 1 calc R
C23 C 0.6861(11) 0.7226(10) 0.5710(8) 0.054(2) Uani 1 1 d .
C24 C 0.8459(12) 0.7859(11) 0.5271(8) 0.050(2) Uani 1 1 d .
C25 C 0.7332(12) 0.5781(12) 0.5254(9) 0.060(2) Uani 1 1 d .
C26 C 0.7403(14) 0.5815(12) 0.3881(9) 0.082(3) Uani 1 1 d .
H26A H 0.7435 0.4823 0.3788 0.099 Uiso 1 1 calc R
H26B H 0.8453 0.6025 0.3289 0.099 Uiso 1 1 calc R
C27 C 0.5699(13) 0.7135(11) 0.3543(8) 0.064(3) Uani 1 1 d .
H27 H 0.4658 0.6929 0.4184 0.077 Uiso 1 1 calc R
C28 C 0.5673(14) 0.7048(13) 0.2205(9) 0.082(3) Uani 1 1 d .
H28A H 0.4551 0.7689 0.2057 0.123 Uiso 1 1 calc R
H28B H 0.5872 0.6000 0.2163 0.123 Uiso 1 1 calc R
H28C H 0.6580 0.7402 0.1551 0.123 Uiso 1 1 calc R
C29 C 1.0101(14) 0.7039(14) 0.4935(10) 0.081(3) Uani 1 1 d .
H29A H 1.0957 0.7519 0.4580 0.097 Uiso 1 1 calc R
H29B H 1.0424 0.5970 0.5049 0.097 Uiso 1 1 calc R
C30 C 0.5010(17) 1.2926(11) 0.4843(10) 0.088(4) Uani 1 1 d .
H30A H 0.4220 1.3842 0.4471 0.131 Uiso 1 1 calc R
H30B H 0.6200 1.2871 0.4375 0.131 Uiso 1 1 calc R
H30C H 0.4820 1.2956 0.5741 0.131 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.081(5) 0.068(4) 0.047(4) -0.001(3) -0.016(3) -0.040(4)
O2 0.068(4) 0.083(5) 0.054(4) -0.023(3) -0.007(3) -0.032(4)
O3 0.100(6) 0.078(6) 0.087(5) 0.008(4) -0.050(4) -0.020(5)
O4 0.055(4) 0.080(5) 0.045(4) -0.007(3) -0.005(3) -0.029(4)
O5 0.082(5) 0.084(5) 0.040(3) -0.018(3) 0.007(3) -0.051(4)
O6 0.060(4) 0.066(4) 0.069(4) -0.012(3) -0.020(3) -0.021(3)
O7 0.115(6) 0.058(5) 0.070(5) 0.001(4) -0.032(4) -0.016(4)
O8 0.072(4) 0.059(4) 0.039(3) -0.001(3) -0.015(3) -0.026(3)
O9 0.081(5) 0.089(5) 0.116(6) -0.038(4) -0.030(4) -0.020(4)
O10 0.152(8) 0.075(6) 0.139(7) -0.026(5) -0.050(6) -0.043(5)
C1 0.050(6) 0.053(6) 0.048(5) -0.014(4) -0.012(4) -0.006(5)
C2 0.047(5) 0.052(6) 0.050(5) -0.008(4) -0.014(4) -0.007(4)
C3 0.048(6) 0.074(7) 0.040(5) -0.013(4) -0.003(4) -0.014(5)
C4 0.072(7) 0.060(6) 0.064(6) -0.014(5) -0.011(5) -0.033(5)
C5 0.047(6) 0.084(8) 0.066(6) -0.020(5) -0.002(5) -0.032(5)
C6 0.071(7) 0.072(7) 0.048(5) -0.010(5) -0.015(5) -0.015(6)
C7 0.042(5) 0.067(6) 0.035(4) -0.016(4) -0.004(4) -0.016(5)
C8 0.055(6) 0.060(6) 0.041(5) -0.005(4) -0.016(4) -0.008(5)
C9 0.054(6) 0.083(8) 0.046(5) -0.008(5) -0.002(4) -0.039(5)
C10 0.044(6) 0.083(8) 0.047(5) -0.008(5) -0.009(4) -0.018(6)
C11 0.049(6) 0.096(9) 0.053(6) 0.009(5) -0.015(5) -0.017(6)
C12 0.053(6) 0.073(7) 0.064(6) 0.006(5) -0.030(5) -0.017(5)
C13 0.063(7) 0.149(12) 0.093(8) 0.002(7) -0.037(6) -0.054(7)
C14 0.102(8) 0.075(7) 0.059(6) -0.017(5) -0.022(6) -0.033(6)
C15 0.084(7) 0.057(7) 0.077(7) -0.012(5) -0.018(6) -0.024(6)
C16 0.051(6) 0.082(7) 0.037(5) -0.017(4) 0.002(4) -0.042(5)
C17 0.047(5) 0.048(5) 0.042(5) -0.009(4) -0.001(4) -0.021(4)
C18 0.058(6) 0.056(6) 0.049(5) 0.002(4) -0.006(5) -0.024(5)
C19 0.089(8) 0.052(7) 0.054(6) 0.002(5) -0.018(6) 0.001(6)
C20 0.081(7) 0.058(7) 0.064(6) -0.002(5) -0.033(5) -0.033(6)
C21 0.053(5) 0.044(5) 0.047(5) -0.011(4) -0.019(4) -0.022(4)
C22 0.053(5) 0.058(5) 0.043(5) -0.007(4) -0.022(4) -0.032(5)
C23 0.058(6) 0.057(6) 0.040(5) -0.004(4) -0.004(4) -0.022(5)
C24 0.034(5) 0.073(7) 0.043(5) -0.015(4) -0.010(4) -0.015(5)
C25 0.064(6) 0.062(7) 0.067(6) -0.006(5) -0.021(5) -0.034(5)
C26 0.089(8) 0.083(8) 0.054(6) -0.016(5) -0.021(6) -0.003(7)
C27 0.076(7) 0.087(7) 0.039(5) -0.012(4) -0.012(5) -0.039(6)
C28 0.094(8) 0.115(9) 0.060(6) -0.020(6) -0.030(6) -0.046(7)
C29 0.066(8) 0.097(9) 0.091(8) -0.008(6) -0.016(6) -0.050(7)
C30 0.142(11) 0.051(7) 0.083(7) -0.009(5) -0.045(7) -0.033(7)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 O1 H1 109.5
C3 O2 H2 109.5
C8 O4 H4 109.5
C16 O5 H5 109.5
C18 O6 H6 109.5
C23 O8 H8 109.5
H1W O9 H2W 109.5
H4W O10 H3W 109.5
O1 C1 C2 114.2(8)
O1 C1 C9 110.0(6)
C2 C1 C9 105.3(7)
O1 C1 H1A 109.1
C2 C1 H1A 109.1
C9 C1 H1A 109.1
C3 C2 C7 115.6(7)
C3 C2 C1 118.6(7)
C7 C2 C1 103.5(6)
C3 C2 H2A 106.1
C7 C2 H2A 106.1
C1 C2 H2A 106.1
O2 C3 C2 108.8(7)
O2 C3 C15 109.0(7)
C2 C3 C15 112.0(8)
O2 C3 C4 101.7(7)
C2 C3 C4 113.1(7)
C15 C3 C4 111.7(8)
C5 C4 C3 112.1(7)
C5 C4 H4A 109.2
C3 C4 H4A 109.2
C5 C4 H4B 109.2
C3 C4 H4B 109.2
H4A C4 H4B 107.9
C6 C5 C4 111.3(7)
C6 C5 H5A 109.4
C4 C5 H5A 109.4
C6 C5 H5B 109.4
C4 C5 H5B 109.4
H5A C5 H5B 108.0
C12 C6 C5 115.3(8)
C12 C6 C7 112.2(8)
C5 C6 C7 105.4(7)
C12 C6 H6A 107.9
C5 C6 H6A 107.9
C7 C6 H6A 107.9
C8 C7 C2 105.4(7)
C8 C7 C6 111.3(7)
C2 C7 C6 112.7(7)
C8 C7 H7 109.1
C2 C7 H7 109.1
C6 C7 H7 109.1
O4 C8 C7 109.2(7)
O4 C8 C10 108.4(7)
C7 C8 C10 117.3(8)
O4 C8 C9 107.1(7)
C7 C8 C9 104.1(7)
C10 C8 C9 110.3(7)
C14 C9 C1 128.6(8)
C14 C9 C8 126.7(9)
C1 C9 C8 104.8(7)
O3 C10 C11 124.3(9)
O3 C10 C8 118.2(9)
C11 C10 C8 117.4(10)
C10 C11 C12 115.1(8)
C10 C11 H11A 108.5
C12 C11 H11A 108.5
C10 C11 H11B 108.5
C12 C11 H11B 108.5
H11A C11 H11B 107.5
C13 C12 C6 117.1(8)
C13 C12 C11 106.9(9)
C6 C12 C11 105.5(7)
C13 C12 H12 109.0
C6 C12 H12 109.0
C11 C12 H12 109.0
C12 C13 H13A 109.5
C12 C13 H13B 109.5
H13A C13 H13B 109.5
C12 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C9 C14 H14A 120.0
C9 C14 H14B 120.0
H14A C14 H14B 120.0
C3 C15 H15A 109.5
C3 C15 H15B 109.5
H15A C15 H15B 109.5
C3 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
O5 C16 C24 111.8(7)
O5 C16 C17 116.7(7)
C24 C16 C17 109.7(7)
O5 C16 H16 106.0
C24 C16 H16 106.0
C17 C16 H16 106.0
C16 C17 C18 120.8(7)
C16 C17 C22 103.2(6)
C18 C17 C22 112.3(7)
C16 C17 H17 106.6
C18 C17 H17 106.6
C22 C17 H17 106.6
O6 C18 C30 106.3(8)
O6 C18 C17 106.6(6)
C30 C18 C17 115.0(8)
O6 C18 C19 102.3(7)
C30 C18 C19 112.2(8)
C17 C18 C19 113.2(7)
C20 C19 C18 112.6(8)
C20 C19 H19A 109.1
C18 C19 H19A 109.1
C20 C19 H19B 109.1
C18 C19 H19B 109.1
H19A C19 H19B 107.8
C19 C20 C21 113.2(8)
C19 C20 H20 123.4
C21 C20 H20 123.4
C20 C21 C22 108.4(6)
C20 C21 C27 117.3(7)
C22 C21 C27 107.1(6)
C20 C21 H21 107.9
C22 C21 H21 107.9
C27 C21 H21 107.9
C23 C22 C21 112.3(7)
C23 C22 C17 102.1(6)
C21 C22 C17 110.8(6)
C23 C22 H22 110.5
C21 C22 H22 110.5
C17 C22 H22 110.5
O8 C23 C25 110.9(7)
O8 C23 C22 109.2(6)
C25 C23 C22 114.6(8)
O8 C23 C24 106.4(7)
C25 C23 C24 112.4(7)
C22 C23 C24 102.7(7)
C29 C24 C16 128.9(9)
C29 C24 C23 125.3(9)
C16 C24 C23 105.4(7)
O7 C25 C23 120.0(8)
O7 C25 C26 120.1(9)
C23 C25 C26 119.9(9)
C25 C26 C27 108.5(8)
C25 C26 H26A 110.0
C27 C26 H26A 110.0
C25 C26 H26B 110.0
C27 C26 H26B 110.0
H26A C26 H26B 108.4
C28 C27 C21 117.5(8)
C28 C27 C26 108.2(8)
C21 C27 C26 105.5(7)
C28 C27 H27 108.4
C21 C27 H27 108.4
C26 C27 H27 108.4
C27 C28 H28A 109.5
C27 C28 H28B 109.5
H28A C28 H28B 109.5
C27 C28 H28C 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
C24 C29 H29A 120.0
C24 C29 H29B 120.0
H29A C29 H29B 120.0
C18 C30 H30A 109.5
C18 C30 H30B 109.5
H30A C30 H30B 109.5
C18 C30 H30C 109.5
H30A C30 H30C 109.5
H30B C30 H30C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.417(10)
O1 H1 0.8200
O2 C3 1.463(9)
O2 H2 0.8200
O3 C10 1.283(11)
O4 C8 1.465(10)
O4 H4 0.8200
O5 C16 1.458(9)
O5 H5 0.8200
O6 C18 1.471(11)
O6 H6 0.8200
O7 C25 1.229(10)
O8 C23 1.431(9)
O8 H8 0.8200
O9 H1W 0.8900
O9 H2W 0.8900
O10 H4W 0.8900
O10 H3W 0.8900
C1 C2 1.516(11)
C1 C9 1.560(12)
C1 H1A 0.9800
C2 C3 1.466(12)
C2 C7 1.493(11)
C2 H2A 0.9800
C3 C15 1.519(12)
C3 C4 1.554(12)
C4 C5 1.528(12)
C4 H4A 0.9700
C4 H4B 0.9700
C5 C6 1.512(13)
C5 H5A 0.9700
C5 H5B 0.9700
C6 C12 1.506(12)
C6 C7 1.566(13)
C6 H6A 0.9800
C7 C8 1.489(12)
C7 H7 0.9800
C8 C10 1.517(13)
C8 C9 1.565(11)
C9 C14 1.334(12)
C10 C11 1.480(13)
C11 C12 1.546(12)
C11 H11A 0.9700
C11 H11B 0.9700
C12 C13 1.475(12)
C12 H12 0.9800
C13 H13A 0.9600
C13 H13B 0.9600
C13 H13C 0.9600
C14 H14A 0.9300
C14 H14B 0.9300
C15 H15A 0.9600
C15 H15B 0.9600
C15 H15C 0.9600
C16 C24 1.473(12)
C16 C17 1.496(11)
C16 H16 0.9800
C17 C18 1.530(11)
C17 C22 1.577(10)
C17 H17 0.9800
C18 C30 1.506(12)
C18 C19 1.553(12)
C19 C20 1.423(12)
C19 H19A 0.9700
C19 H19B 0.9700
C20 C21 1.506(12)
C20 H20 0.9300
C21 C22 1.515(10)
C21 C27 1.559(11)
C21 H21 0.9800
C22 C23 1.511(11)
C22 H22 0.9800
C23 C25 1.463(12)
C23 C24 1.581(12)
C24 C29 1.295(12)
C25 C26 1.496(13)
C26 C27 1.595(13)
C26 H26A 0.9700
C26 H26B 0.9700
C27 C28 1.519(12)
C27 H27 0.9800
C28 H28A 0.9600
C28 H28B 0.9600
C28 H28C 0.9600
C29 H29A 0.9300
C29 H29B 0.9300
C30 H30A 0.9600
C30 H30B 0.9600
C30 H30C 0.9600
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
O1 C1 C2 C3 -39.6(10)
C9 C1 C2 C3 -160.4(8)
O1 C1 C2 C7 89.9(8)
C9 C1 C2 C7 -30.9(9)
C7 C2 C3 O2 68.9(9)
C1 C2 C3 O2 -167.4(7)
C7 C2 C3 C15 -170.6(7)
C1 C2 C3 C15 -46.9(10)
C7 C2 C3 C4 -43.3(9)
C1 C2 C3 C4 80.4(9)
O2 C3 C4 C5 -71.5(9)
C2 C3 C4 C5 45.0(10)
C15 C3 C4 C5 172.5(8)
C3 C4 C5 C6 -57.0(10)
C4 C5 C6 C12 -173.5(8)
C4 C5 C6 C7 62.2(9)
C3 C2 C7 C8 173.6(7)
C1 C2 C7 C8 42.3(8)
C3 C2 C7 C6 52.1(9)
C1 C2 C7 C6 -79.2(9)
C12 C6 C7 C8 56.2(9)
C5 C6 C7 C8 -177.6(7)
C12 C6 C7 C2 174.3(8)
C5 C6 C7 C2 -59.5(9)
C2 C7 C8 O4 78.1(8)
C6 C7 C8 O4 -159.5(6)
C2 C7 C8 C10 -158.2(7)
C6 C7 C8 C10 -35.7(10)
C2 C7 C8 C9 -36.0(8)
C6 C7 C8 C9 86.4(8)
O1 C1 C9 C14 65.4(13)
C2 C1 C9 C14 -171.1(9)
O1 C1 C9 C8 -114.3(7)
C2 C1 C9 C8 9.2(9)
O4 C8 C9 C14 80.6(11)
C7 C8 C9 C14 -163.8(9)
C10 C8 C9 C14 -37.1(13)
O4 C8 C9 C1 -99.7(8)
C7 C8 C9 C1 15.9(9)
C10 C8 C9 C1 142.6(8)
O4 C8 C10 O3 -30.0(10)
C7 C8 C10 O3 -154.1(8)
C9 C8 C10 O3 86.9(10)
O4 C8 C10 C11 153.0(8)
C7 C8 C10 C11 28.9(11)
C9 C8 C10 C11 -90.0(10)
O3 C10 C11 C12 144.3(9)
C8 C10 C11 C12 -38.9(11)
C5 C6 C12 C13 56.5(12)
C7 C6 C12 C13 177.2(9)
C5 C6 C12 C11 175.3(8)
C7 C6 C12 C11 -64.0(9)
C10 C11 C12 C13 -179.3(8)
C10 C11 C12 C6 55.4(10)
O5 C16 C17 C18 -18.8(11)
C24 C16 C17 C18 -147.1(7)
O5 C16 C17 C22 107.6(8)
C24 C16 C17 C22 -20.7(8)
C16 C17 C18 O6 -168.9(7)
C22 C17 C18 O6 69.0(8)
C16 C17 C18 C30 -51.4(11)
C22 C17 C18 C30 -173.5(8)
C16 C17 C18 C19 79.5(10)
C22 C17 C18 C19 -42.7(10)
O6 C18 C19 C20 -67.4(9)
C30 C18 C19 C20 179.0(10)
C17 C18 C19 C20 46.9(11)
C18 C19 C20 C21 -57.7(10)
C19 C20 C21 C22 64.1(9)
C19 C20 C21 C27 -174.5(8)
C20 C21 C22 C23 -171.4(7)
C27 C21 C22 C23 61.1(9)
C20 C21 C22 C17 -58.0(8)
C27 C21 C22 C17 174.5(7)
C16 C17 C22 C23 37.9(7)
C18 C17 C22 C23 169.5(6)
C16 C17 C22 C21 -81.8(8)
C18 C17 C22 C21 49.8(9)
C21 C22 C23 O8 -168.5(6)
C17 C22 C23 O8 72.8(8)
C21 C22 C23 C25 -43.4(9)
C17 C22 C23 C25 -162.0(7)
C21 C22 C23 C24 78.9(7)
C17 C22 C23 C24 -39.8(7)
O5 C16 C24 C29 38.0(13)
C17 C16 C24 C29 169.0(9)
O5 C16 C24 C23 -134.8(7)
C17 C16 C24 C23 -3.9(9)
O8 C23 C24 C29 100.2(10)
C25 C23 C24 C29 -21.4(12)
C22 C23 C24 C29 -145.2(9)
O8 C23 C24 C16 -86.7(7)
C25 C23 C24 C16 151.7(7)
C22 C23 C24 C16 28.0(8)
O8 C23 C25 O7 -20.8(12)
C22 C23 C25 O7 -145.0(8)
C24 C23 C25 O7 98.2(10)
O8 C23 C25 C26 160.9(8)
C22 C23 C25 C26 36.7(11)
C24 C23 C25 C26 -80.1(10)
O7 C25 C26 C27 136.4(9)
C23 C25 C26 C27 -45.3(12)
C20 C21 C27 C28 48.3(11)
C22 C21 C27 C28 170.4(8)
C20 C21 C27 C26 169.0(7)
C22 C21 C27 C26 -68.9(8)
C25 C26 C27 C28 -173.8(9)
C25 C26 C27 C21 59.6(10)
|
1501805.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501805.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501805
loop_
_publ_author_name
'Kavala, Miroslav'
'Mathia, Franti\<sek'
'Ko\<z\'i\<sek, Jozef'
'Szolcs\'anyi, Peter'
_publ_section_title
;
Efficient total synthesis of (+)-dihydropinidine, (-)-epidihydropinidine,
and (-)-pinidinone.
;
_journal_issue 4
_journal_name_full 'Journal of natural products'
_journal_page_first 803
_journal_page_last 808
_journal_paper_doi 10.1021/np100852p
_journal_volume 74
_journal_year 2011
_chemical_formula_sum 'C9 H20 Cl N'
_chemical_formula_weight 177.71
_chemical_name_systematic
;
?
;
_space_group_IT_number 21
_symmetry_space_group_name_Hall 'C 2 2'
_symmetry_space_group_name_H-M 'C 2 2 2'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 16
_cell_length_a 9.90868(12)
_cell_length_b 34.4359(6)
_cell_length_c 14.35610(16)
_cell_measurement_temperature 293(2)
_cell_volume 4898.51(12)
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 293(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54184
_diffrn_reflns_av_R_equivalents 0.0201
_diffrn_reflns_av_sigmaI/netI 0.0081
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 39
_diffrn_reflns_limit_k_min -42
_diffrn_reflns_limit_l_max 17
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_number 42033
_diffrn_reflns_theta_full 75.04
_diffrn_reflns_theta_max 75.03
_diffrn_reflns_theta_min 3.08
_exptl_absorpt_coefficient_mu 2.363
_exptl_crystal_density_diffrn 0.964
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1568
_refine_diff_density_max 0.932
_refine_diff_density_min -0.259
_refine_diff_density_rms 0.110
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.03(2)
_refine_ls_extinction_coef 0.0011(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 1.130
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 212
_refine_ls_number_reflns 4914
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.130
_refine_ls_R_factor_all 0.0684
_refine_ls_R_factor_gt 0.0655
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1748P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.2134
_refine_ls_wR_factor_ref 0.2177
_reflns_number_gt 4415
_reflns_number_total 4914
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np100852p_si_003.cif
_cod_data_source_block f:\data_f~1\szolcs~1\exp_707\stoe\exp_707
_cod_original_cell_volume 4898.51(11)
_cod_database_code 1501805
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x, -y, -z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C2 C -0.2830(3) -0.42054(10) -0.8680(2) 0.0765(8) Uani 1 1 d .
H2A H -0.2919 -0.4215 -0.8001 0.092 Uiso 1 1 calc R
C3 C -0.1352(4) -0.42001(14) -0.8925(3) 0.0930(11) Uani 1 1 d .
H3B H -0.1252 -0.4208 -0.9597 0.112 Uiso 1 1 calc R
H3A H -0.0920 -0.4429 -0.8669 0.112 Uiso 1 1 calc R
C4 C -0.0658(4) -0.38384(15) -0.8547(3) 0.1033(13) Uani 1 1 d .
H4B H -0.0667 -0.3844 -0.7872 0.124 Uiso 1 1 calc R
H4A H 0.0275 -0.3834 -0.8752 0.124 Uiso 1 1 calc R
C5 C -0.1372(5) -0.34794(16) -0.8888(4) 0.1052(13) Uani 1 1 d .
H5B H -0.1271 -0.3462 -0.9558 0.126 Uiso 1 1 calc R
H5A H -0.0942 -0.3253 -0.8617 0.126 Uiso 1 1 calc R
C6 C -0.2877(4) -0.34713(11) -0.8647(2) 0.0830(9) Uani 1 1 d .
H6A H -0.3289 -0.3253 -0.8980 0.100 Uiso 1 1 calc R
C7 C -0.3598(6) -0.45491(13) -0.9099(3) 0.1065(13) Uani 1 1 d .
H7C H -0.4526 -0.4538 -0.8907 0.128 Uiso 1 1 calc R
H7B H -0.3203 -0.4788 -0.8885 0.128 Uiso 1 1 calc R
H7A H -0.3549 -0.4537 -0.9766 0.128 Uiso 1 1 calc R
C8 C -0.3272(5) -0.34397(10) -0.7610(2) 0.0852(9) Uani 1 1 d .
H8B H -0.4215 -0.3510 -0.7544 0.102 Uiso 1 1 calc R
H8A H -0.2745 -0.3626 -0.7257 0.102 Uiso 1 1 calc R
C9 C -0.3065(8) -0.30521(15) -0.7210(4) 0.1321(19) Uani 1 1 d .
H9B H -0.3558 -0.2862 -0.7575 0.159 Uiso 1 1 calc R
H9A H -0.2114 -0.2986 -0.7240 0.159 Uiso 1 1 calc R
C10 C -0.3541(7) -0.30320(17) -0.6191(4) 0.1282(17) Uani 1 1 d .
H10C H -0.3375 -0.2777 -0.5948 0.154 Uiso 1 1 calc R
H10B H -0.3055 -0.3220 -0.5827 0.154 Uiso 1 1 calc R
H10A H -0.4490 -0.3087 -0.6161 0.154 Uiso 1 1 calc R
C12 C -0.2013(3) -0.46360(7) -0.3679(2) 0.0628(6) Uani 1 1 d .
H12A H -0.1565 -0.4841 -0.4037 0.075 Uiso 1 1 calc R
C13 C -0.3514(3) -0.46494(9) -0.3910(3) 0.0788(8) Uani 1 1 d .
H13B H -0.3900 -0.4885 -0.3654 0.095 Uiso 1 1 calc R
H13A H -0.3625 -0.4658 -0.4581 0.095 Uiso 1 1 calc R
C14 C -0.4277(3) -0.42986(12) -0.3524(3) 0.0812(8) Uani 1 1 d .
H14B H -0.5211 -0.4309 -0.3724 0.097 Uiso 1 1 calc R
H14A H -0.4262 -0.4306 -0.2848 0.097 Uiso 1 1 calc R
C15 C -0.3634(3) -0.39231(10) -0.3863(3) 0.0755(7) Uani 1 1 d .
H15B H -0.3732 -0.3905 -0.4534 0.091 Uiso 1 1 calc R
H15A H -0.4100 -0.3704 -0.3587 0.091 Uiso 1 1 calc R
C16 C -0.2146(3) -0.39028(7) -0.36124(18) 0.0590(6) Uani 1 1 d .
H16A H -0.2061 -0.3912 -0.2933 0.071 Uiso 1 1 calc R
C17 C -0.1678(4) -0.46972(9) -0.2667(2) 0.0777(8) Uani 1 1 d .
H17C H -0.0717 -0.4686 -0.2584 0.093 Uiso 1 1 calc R
H17B H -0.2003 -0.4947 -0.2471 0.093 Uiso 1 1 calc R
H17A H -0.2098 -0.4498 -0.2300 0.093 Uiso 1 1 calc R
C18 C -0.1392(4) -0.35442(9) -0.3971(3) 0.0768(8) Uani 1 1 d .
H18B H -0.0430 -0.3582 -0.3880 0.092 Uiso 1 1 calc R
H18A H -0.1552 -0.3517 -0.4634 0.092 Uiso 1 1 calc R
C19 C -0.1821(5) -0.31766(11) -0.3487(5) 0.1288(19) Uani 1 1 d .
H19B H -0.2742 -0.3118 -0.3670 0.155 Uiso 1 1 calc R
H19A H -0.1823 -0.3224 -0.2821 0.155 Uiso 1 1 calc R
C20 C -0.0990(6) -0.28349(14) -0.3672(6) 0.146(2) Uani 1 1 d .
H20C H -0.1334 -0.2618 -0.3327 0.175 Uiso 1 1 calc R
H20B H -0.1011 -0.2777 -0.4326 0.175 Uiso 1 1 calc R
H20A H -0.0077 -0.2886 -0.3485 0.175 Uiso 1 1 calc R
N1 N -0.3466(3) -0.38389(8) -0.90252(18) 0.0697(6) Uani 1 1 d .
H1B H -0.440(5) -0.3818(11) -0.880(3) 0.084 Uiso 1 1 d .
H1A H -0.339(5) -0.3856(11) -0.962(3) 0.084 Uiso 1 1 d .
N11 N -0.1471(2) -0.42519(6) -0.40101(15) 0.0534(4) Uani 1 1 d .
H11B H -0.051(4) -0.4252(8) -0.385(2) 0.064 Uiso 1 1 d .
H11A H -0.155(4) -0.4215(9) -0.465(2) 0.064 Uiso 1 1 d .
Cl1 Cl -0.16759(6) -0.429471(19) -0.61822(4) 0.0621(2) Uani 1 1 d .
Cl2 Cl 0.33921(8) -0.37759(3) -0.88181(5) 0.0910(3) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C2 0.0694(17) 0.102(2) 0.0584(16) 0.0082(13) -0.0100(14) 0.0038(14)
C3 0.0697(18) 0.135(3) 0.074(2) 0.0057(19) -0.0048(16) 0.0234(19)
C4 0.0534(16) 0.164(4) 0.092(3) 0.019(3) -0.0032(17) -0.007(2)
C5 0.086(2) 0.139(3) 0.091(2) 0.025(2) -0.004(2) -0.034(2)
C6 0.084(2) 0.0962(19) 0.0692(19) 0.0132(15) -0.0067(16) -0.0072(16)
C7 0.115(3) 0.101(2) 0.103(3) 0.004(2) -0.032(3) -0.004(2)
C8 0.086(2) 0.098(2) 0.0717(19) 0.0088(15) -0.0025(16) -0.0116(18)
C9 0.174(6) 0.114(3) 0.109(3) -0.006(2) -0.008(4) -0.023(4)
C10 0.156(5) 0.115(3) 0.114(3) -0.025(3) 0.000(4) 0.010(3)
C12 0.0547(13) 0.0630(12) 0.0707(16) -0.0028(10) 0.0047(12) -0.0024(9)
C13 0.0547(15) 0.0878(17) 0.094(2) -0.0128(15) 0.0016(16) -0.0187(13)
C14 0.0404(12) 0.117(2) 0.087(2) -0.0100(18) 0.0067(13) -0.0070(14)
C15 0.0498(14) 0.0934(17) 0.0834(19) -0.0047(15) 0.0041(14) 0.0148(12)
C16 0.0507(12) 0.0698(13) 0.0565(13) -0.0043(10) 0.0049(10) 0.0031(10)
C17 0.0764(19) 0.0841(15) 0.0725(17) 0.0163(13) -0.0004(15) -0.0017(16)
C18 0.0691(17) 0.0715(14) 0.090(2) 0.0032(13) 0.0048(16) -0.0015(12)
C19 0.107(3) 0.0751(18) 0.205(5) -0.019(2) 0.031(4) 0.003(2)
C20 0.135(5) 0.089(2) 0.214(7) 0.007(3) 0.005(5) -0.010(3)
N1 0.0581(14) 0.1007(16) 0.0504(12) 0.0094(10) -0.0029(10) 0.0015(12)
N11 0.0416(10) 0.0676(10) 0.0509(11) -0.0036(8) 0.0030(8) -0.0020(8)
Cl1 0.0464(3) 0.0861(4) 0.0537(3) 0.0024(3) -0.0023(2) -0.0010(2)
Cl2 0.0585(4) 0.1625(8) 0.0521(4) -0.0001(4) 0.0027(4) -0.0008(4)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N1 C2 C3 108.8(3)
N1 C2 C7 108.3(3)
C3 C2 C7 113.7(4)
N1 C2 H2A 108.7
C3 C2 H2A 108.7
C7 C2 H2A 108.7
C2 C3 C4 111.5(4)
C2 C3 H3B 109.3
C4 C3 H3B 109.3
C2 C3 H3A 109.3
C4 C3 H3A 109.3
H3B C3 H3A 108.0
C5 C4 C3 110.1(3)
C5 C4 H4B 109.6
C3 C4 H4B 109.6
C5 C4 H4A 109.6
C3 C4 H4A 109.6
H4B C4 H4A 108.2
C4 C5 C6 113.6(3)
C4 C5 H5B 108.9
C6 C5 H5B 108.9
C4 C5 H5A 108.9
C6 C5 H5A 108.9
H5B C5 H5A 107.7
N1 C6 C5 106.4(4)
N1 C6 C8 108.1(3)
C5 C6 C8 117.8(4)
N1 C6 H6A 108.1
C5 C6 H6A 108.1
C8 C6 H6A 108.1
C2 C7 H7C 109.5
C2 C7 H7B 109.5
H7C C7 H7B 109.5
C2 C7 H7A 109.5
H7C C7 H7A 109.5
H7B C7 H7A 109.5
C9 C8 C6 114.0(4)
C9 C8 H8B 108.8
C6 C8 H8B 108.8
C9 C8 H8A 108.8
C6 C8 H8A 108.8
H8B C8 H8A 107.6
C8 C9 C10 111.8(5)
C8 C9 H9B 109.3
C10 C9 H9B 109.3
C8 C9 H9A 109.3
C10 C9 H9A 109.3
H9B C9 H9A 107.9
C9 C10 H10C 109.5
C9 C10 H10B 109.5
H10C C10 H10B 109.5
C9 C10 H10A 109.5
H10C C10 H10A 109.5
H10B C10 H10A 109.5
N11 C12 C17 110.4(2)
N11 C12 C13 107.8(2)
C17 C12 C13 114.9(3)
N11 C12 H12A 107.8
C17 C12 H12A 107.8
C13 C12 H12A 107.8
C12 C13 C14 112.3(2)
C12 C13 H13B 109.1
C14 C13 H13B 109.1
C12 C13 H13A 109.1
C14 C13 H13A 109.1
H13B C13 H13A 107.9
C15 C14 C13 110.3(2)
C15 C14 H14B 109.6
C13 C14 H14B 109.6
C15 C14 H14A 109.6
C13 C14 H14A 109.6
H14B C14 H14A 108.1
C16 C15 C14 111.7(3)
C16 C15 H15B 109.3
C14 C15 H15B 109.3
C16 C15 H15A 109.3
C14 C15 H15A 109.3
H15B C15 H15A 107.9
N11 C16 C15 107.9(2)
N11 C16 C18 107.6(2)
C15 C16 C18 115.5(3)
N11 C16 H16A 108.5
C15 C16 H16A 108.5
C18 C16 H16A 108.5
C12 C17 H17C 109.5
C12 C17 H17B 109.5
H17C C17 H17B 109.5
C12 C17 H17A 109.5
H17C C17 H17A 109.5
H17B C17 H17A 109.5
C19 C18 C16 112.6(3)
C19 C18 H18B 109.1
C16 C18 H18B 109.1
C19 C18 H18A 109.1
C16 C18 H18A 109.1
H18B C18 H18A 107.8
C20 C19 C18 115.7(5)
C20 C19 H19B 108.3
C18 C19 H19B 108.3
C20 C19 H19A 108.3
C18 C19 H19A 108.3
H19B C19 H19A 107.4
C19 C20 H20C 109.5
C19 C20 H20B 109.5
H20C C20 H20B 109.5
C19 C20 H20A 109.5
H20C C20 H20A 109.5
H20B C20 H20A 109.5
C2 N1 C6 115.5(3)
C2 N1 H1B 111(2)
C6 N1 H1B 101(2)
C2 N1 H1A 104(3)
C6 N1 H1A 113(3)
H1B N1 H1A 114(4)
C16 N11 C12 115.33(19)
C16 N11 H11B 110.5(17)
C12 N11 H11B 106.0(17)
C16 N11 H11A 103(2)
C12 N11 H11A 113.8(19)
H11B N11 H11A 108(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C2 N1 1.495(4)
C2 C3 1.506(5)
C2 C7 1.530(6)
C2 H2A 0.9800
C3 C4 1.523(7)
C3 H3B 0.9700
C3 H3A 0.9700
C4 C5 1.506(7)
C4 H4B 0.9700
C4 H4A 0.9700
C5 C6 1.531(6)
C5 H5B 0.9700
C5 H5A 0.9700
C6 N1 1.496(5)
C6 C8 1.543(5)
C6 H6A 0.9800
C7 H7C 0.9600
C7 H7B 0.9600
C7 H7A 0.9600
C8 C9 1.468(6)
C8 H8B 0.9700
C8 H8A 0.9700
C9 C10 1.539(8)
C9 H9B 0.9700
C9 H9A 0.9700
C10 H10C 0.9600
C10 H10B 0.9600
C10 H10A 0.9600
C12 N11 1.505(3)
C12 C17 1.505(4)
C12 C13 1.524(4)
C12 H12A 0.9800
C13 C14 1.530(5)
C13 H13B 0.9700
C13 H13A 0.9700
C14 C15 1.522(5)
C14 H14B 0.9700
C14 H14A 0.9700
C15 C16 1.519(4)
C15 H15B 0.9700
C15 H15A 0.9700
C16 N11 1.489(3)
C16 C18 1.532(4)
C16 H16A 0.9800
C17 H17C 0.9600
C17 H17B 0.9600
C17 H17A 0.9600
C18 C19 1.505(5)
C18 H18B 0.9700
C18 H18A 0.9700
C19 C20 1.461(6)
C19 H19B 0.9700
C19 H19A 0.9700
C20 H20C 0.9600
C20 H20B 0.9600
C20 H20A 0.9600
N1 H1B 0.99(5)
N1 H1A 0.86(4)
N11 H11B 0.97(4)
N11 H11A 0.92(3)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
N1 C2 C3 C4 55.4(4)
C7 C2 C3 C4 176.1(3)
C2 C3 C4 C5 -55.3(5)
C3 C4 C5 C6 56.0(5)
C4 C5 C6 N1 -54.8(5)
C4 C5 C6 C8 66.6(6)
N1 C6 C8 C9 -165.3(4)
C5 C6 C8 C9 74.2(6)
C6 C8 C9 C10 177.1(5)
N11 C12 C13 C14 -53.9(4)
C17 C12 C13 C14 69.7(4)
C12 C13 C14 C15 55.1(4)
C13 C14 C15 C16 -56.1(4)
C14 C15 C16 N11 56.5(3)
C14 C15 C16 C18 176.9(3)
N11 C16 C18 C19 -169.9(4)
C15 C16 C18 C19 69.5(4)
C16 C18 C19 C20 169.7(5)
C3 C2 N1 C6 -58.7(4)
C7 C2 N1 C6 177.2(3)
C5 C6 N1 C2 56.9(4)
C8 C6 N1 C2 -70.5(4)
C15 C16 N11 C12 -58.9(3)
C18 C16 N11 C12 175.8(2)
C17 C12 N11 C16 -68.7(3)
C13 C12 N11 C16 57.6(3)
|
1501806.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501806.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501806
loop_
_publ_author_name
'Wong, Su-Ling'
'Chang, Hsun-Shuo'
'Wang, Guei-Jane'
'Chiang, Michael Y.'
'Huang, Hung-Yi'
'Chen, Chu-Huang'
'Tsai, Shiow-Chwen'
'Lin, Chu-Hung'
'Chen, Ih-Sheng'
_publ_section_title
;
Secondary metabolites from the roots of Neolitsea daibuensis and their
anti-inflammatory activity.
;
_journal_issue 12
_journal_name_full 'Journal of natural products'
_journal_page_first 2489
_journal_page_last 2496
_journal_paper_doi 10.1021/np100874f
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration unk
_chemical_formula_moiety 'C17 H18 O5'
_chemical_formula_sum 'C17 H18 O5'
_chemical_formula_weight 302.31
_chemical_name_systematic
;
?
;
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 107.807(2)
_cell_angle_gamma 90.00
_cell_formula_units_Z 2
_cell_length_a 7.3433(3)
_cell_length_b 11.4642(4)
_cell_length_c 9.1189(3)
_cell_measurement_reflns_used 3914
_cell_measurement_temperature 150(2)
_cell_measurement_theta_max 24.97
_cell_measurement_theta_min 2.35
_cell_volume 730.90(5)
_computing_cell_refinement 'Bruker SMART'
_computing_data_collection 'Bruker SMART'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material 'WINGX publication routines (Farrugia, 1999)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SIR92 (Altomare et al., 1993)'
_diffrn_ambient_temperature 150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type 'CCD area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0148
_diffrn_reflns_av_sigmaI/netI 0.0193
_diffrn_reflns_limit_h_max 7
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 10
_diffrn_reflns_limit_l_min -10
_diffrn_reflns_number 4751
_diffrn_reflns_theta_full 24.98
_diffrn_reflns_theta_max 24.98
_diffrn_reflns_theta_min 2.35
_exptl_absorpt_coefficient_mu 0.101
_exptl_absorpt_correction_T_max 0.7452
_exptl_absorpt_correction_T_min 0.6422
_exptl_absorpt_correction_type psi-scan
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.374
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 320
_exptl_crystal_size_max 0.32
_exptl_crystal_size_mid 0.32
_exptl_crystal_size_min 0.2
_refine_diff_density_max 0.201
_refine_diff_density_min -0.165
_refine_diff_density_rms 0.034
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.5(7)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.068
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 202
_refine_ls_number_reflns 2404
_refine_ls_number_restraints 1
_refine_ls_restrained_S_all 1.068
_refine_ls_R_factor_all 0.0260
_refine_ls_R_factor_gt 0.0254
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0335P)^2^+0.1693P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0633
_refine_ls_wR_factor_ref 0.0637
_reflns_number_gt 2362
_reflns_number_total 2404
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np100874f_si_002.cif
_cod_data_source_block i12452
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M 'P2(1) '
_cod_database_code 1501806
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 1.08227(15) 0.66018(10) 0.76055(12) 0.0204(2) Uani 1 1 d .
O2 O 0.74669(14) 0.33956(9) 0.76841(11) 0.0180(2) Uani 1 1 d .
O3 O 0.69763(16) 0.18492(10) 0.61004(13) 0.0247(3) Uani 1 1 d .
O4 O 0.44007(15) 0.38728(9) 0.10405(12) 0.0184(2) Uani 1 1 d .
O5 O 0.44326(16) 0.19170(10) 0.07992(13) 0.0242(3) Uani 1 1 d .
C1 C 0.8155(2) 0.50948(13) 0.41769(15) 0.0142(3) Uani 1 1 d .
C2 C 0.6424(2) 0.49397(13) 0.31727(16) 0.0154(3) Uani 1 1 d .
H10 H 0.5696 0.5597 0.2783 0.018 Uiso 1 1 calc R
C3 C 0.5590(2) 0.37751(13) 0.26387(17) 0.0160(3) Uani 1 1 d .
H9 H 0.6602 0.3195 0.2741 0.019 Uiso 1 1 calc R
C4 C 0.4273(2) 0.34195(14) 0.36212(16) 0.0179(3) Uani 1 1 d .
H8A H 0.3083 0.3853 0.3276 0.022 Uiso 1 1 calc R
H8B H 0.3973 0.2595 0.3481 0.022 Uiso 1 1 calc R
C5 C 0.5244(2) 0.36645(13) 0.52972(17) 0.0160(3) Uani 1 1 d .
C6 C 0.5345(2) 0.46699(13) 0.60400(17) 0.0149(3) Uani 1 1 d .
H5 H 0.4595 0.5320 0.5652 0.018 Uiso 1 1 calc R
C7 C 0.6823(2) 0.46147(13) 0.75793(17) 0.0158(3) Uani 1 1 d .
H4 H 0.6217 0.4765 0.8381 0.019 Uiso 1 1 calc R
C8 C 0.8512(2) 0.54093(13) 0.78189(16) 0.0150(3) Uani 1 1 d .
C9 C 0.9190(2) 0.60184(13) 0.68016(17) 0.0153(3) Uani 1 1 d .
C10 C 0.8654(2) 0.62144(13) 0.50847(17) 0.0158(3) Uani 1 1 d .
H12A H 0.9714 0.6586 0.4845 0.019 Uiso 1 1 calc R
H12B H 0.7567 0.6739 0.4773 0.019 Uiso 1 1 calc R
C11 C 0.9808(2) 0.56379(13) 0.93387(18) 0.0173(3) Uani 1 1 d .
C12 C 1.1154(2) 0.63517(14) 0.91393(18) 0.0217(3) Uani 1 1 d .
H1 H 1.2177 0.6640 0.9933 0.026 Uiso 1 1 calc R
C13 C 0.9661(2) 0.51402(16) 1.08135(17) 0.0222(3) Uani 1 1 d .
H14A H 0.9872 0.4313 1.0828 0.033 Uiso 1 1 calc R
H14B H 0.8410 0.5293 1.0894 0.033 Uiso 1 1 calc R
H14C H 1.0607 0.5495 1.1666 0.033 Uiso 1 1 calc R
C14 C 0.9704(2) 0.41855(13) 0.45989(17) 0.0180(3) Uani 1 1 d .
H15A H 0.9713 0.3815 0.5545 0.027 Uiso 1 1 calc R
H15B H 1.0921 0.4549 0.4726 0.027 Uiso 1 1 calc R
H15C H 0.9468 0.3612 0.3795 0.027 Uiso 1 1 calc R
C15 C 0.6601(2) 0.28468(14) 0.63271(16) 0.0166(3) Uani 1 1 d .
C16 C 0.3897(2) 0.28603(15) 0.02586(17) 0.0186(3) Uani 1 1 d .
C17 C 0.2603(2) 0.30818(16) -0.13394(18) 0.0266(4) Uani 1 1 d .
H17A H 0.2982 0.2598 -0.2054 0.040 Uiso 1 1 calc R
H17B H 0.2689 0.3887 -0.1600 0.040 Uiso 1 1 calc R
H17C H 0.1308 0.2903 -0.1388 0.040 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0217(6) 0.0221(6) 0.0163(5) -0.0010(4) 0.0042(4) -0.0080(4)
O2 0.0209(5) 0.0142(6) 0.0161(5) 0.0021(4) 0.0014(4) -0.0020(5)
O3 0.0259(6) 0.0155(6) 0.0287(6) -0.0008(5) 0.0027(5) -0.0017(5)
O4 0.0206(6) 0.0195(6) 0.0132(5) -0.0007(4) 0.0022(4) -0.0004(4)
O5 0.0226(6) 0.0218(7) 0.0249(6) -0.0044(5) 0.0026(5) -0.0009(5)
C1 0.0182(8) 0.0141(8) 0.0120(7) 0.0022(6) 0.0071(6) -0.0012(6)
C2 0.0201(8) 0.0141(8) 0.0134(7) 0.0033(6) 0.0072(6) 0.0022(6)
C3 0.0152(7) 0.0173(8) 0.0137(7) 0.0009(6) 0.0015(6) 0.0008(5)
C4 0.0167(7) 0.0196(8) 0.0156(7) 0.0005(6) 0.0021(6) -0.0031(6)
C5 0.0135(7) 0.0195(9) 0.0163(7) 0.0030(6) 0.0068(6) -0.0042(6)
C6 0.0115(7) 0.0168(8) 0.0170(7) 0.0029(6) 0.0054(6) -0.0005(6)
C7 0.0180(8) 0.0148(8) 0.0151(7) 0.0018(6) 0.0059(6) -0.0008(6)
C8 0.0162(8) 0.0134(8) 0.0158(7) 0.0009(6) 0.0056(6) 0.0028(6)
C9 0.0157(7) 0.0119(7) 0.0183(8) -0.0021(6) 0.0052(6) -0.0012(6)
C10 0.0180(7) 0.0143(8) 0.0166(8) 0.0010(6) 0.0077(6) -0.0022(6)
C11 0.0178(8) 0.0174(8) 0.0155(7) 0.0003(6) 0.0035(6) 0.0018(6)
C12 0.0219(8) 0.0255(9) 0.0142(8) -0.0012(6) 0.0003(6) -0.0057(7)
C13 0.0242(9) 0.0269(9) 0.0140(7) 0.0014(6) 0.0035(6) -0.0042(7)
C14 0.0168(8) 0.0184(9) 0.0180(7) -0.0026(6) 0.0040(6) 0.0011(6)
C15 0.0152(7) 0.0168(8) 0.0172(7) 0.0017(6) 0.0042(6) -0.0056(6)
C16 0.0148(7) 0.0243(9) 0.0185(7) -0.0052(6) 0.0079(6) -0.0015(7)
C17 0.0239(9) 0.0343(11) 0.0181(8) -0.0058(7) 0.0013(7) -0.0032(7)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C9 O1 C12 107.20(12)
C15 O2 C7 109.22(11)
C16 O4 C3 116.42(12)
C2 C1 C14 124.86(14)
C2 C1 C10 120.72(13)
C14 C1 C10 114.27(12)
C1 C2 C3 123.78(14)
C1 C2 H10 118.1
C3 C2 H10 118.1
O4 C3 C2 108.64(12)
O4 C3 C4 107.92(11)
C2 C3 C4 108.19(12)
O4 C3 H9 110.7
C2 C3 H9 110.7
C4 C3 H9 110.7
C5 C4 C3 110.53(12)
C5 C4 H8A 109.5
C3 C4 H8A 109.5
C5 C4 H8B 109.5
C3 C4 H8B 109.5
H8A C4 H8B 108.1
C6 C5 C15 107.76(13)
C6 C5 C4 128.07(14)
C15 C5 C4 123.11(13)
C5 C6 C7 110.78(13)
C5 C6 H5 124.6
C7 C6 H5 124.6
O2 C7 C6 103.23(11)
O2 C7 C8 109.44(11)
C6 C7 C8 116.30(12)
O2 C7 H4 109.2
C6 C7 H4 109.2
C8 C7 H4 109.2
C9 C8 C11 106.73(13)
C9 C8 C7 131.76(14)
C11 C8 C7 121.49(13)
C8 C9 O1 108.99(13)
C8 C9 C10 138.09(14)
O1 C9 C10 112.92(12)
C9 C10 C1 112.61(12)
C9 C10 H12A 109.1
C1 C10 H12A 109.1
C9 C10 H12B 109.1
C1 C10 H12B 109.1
H12A C10 H12B 107.8
C12 C11 C8 106.13(14)
C12 C11 C13 127.97(15)
C8 C11 C13 125.89(14)
C11 C12 O1 110.95(14)
C11 C12 H1 124.5
O1 C12 H1 124.5
C11 C13 H14A 109.5
C11 C13 H14B 109.5
H14A C13 H14B 109.5
C11 C13 H14C 109.5
H14A C13 H14C 109.5
H14B C13 H14C 109.5
C1 C14 H15A 109.5
C1 C14 H15B 109.5
H15A C14 H15B 109.5
C1 C14 H15C 109.5
H15A C14 H15C 109.5
H15B C14 H15C 109.5
O3 C15 O2 121.70(14)
O3 C15 C5 129.53(14)
O2 C15 C5 108.76(13)
O5 C16 O4 123.53(14)
O5 C16 C17 125.55(15)
O4 C16 C17 110.92(14)
C16 C17 H17A 109.5
C16 C17 H17B 109.5
H17A C17 H17B 109.5
C16 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C9 1.3728(18)
O1 C12 1.3746(18)
O2 C15 1.3603(18)
O2 C7 1.4691(18)
O3 C15 1.209(2)
O4 C16 1.353(2)
O4 C3 1.4562(17)
O5 C16 1.204(2)
C1 C2 1.332(2)
C1 C14 1.504(2)
C1 C10 1.510(2)
C2 C3 1.488(2)
C2 H10 0.9300
C3 C4 1.560(2)
C3 H9 0.9800
C4 C5 1.502(2)
C4 H8A 0.9700
C4 H8B 0.9700
C5 C6 1.327(2)
C5 C15 1.477(2)
C6 C7 1.490(2)
C6 H5 0.9300
C7 C8 1.500(2)
C7 H4 0.9800
C8 C9 1.371(2)
C8 C11 1.445(2)
C9 C10 1.510(2)
C10 H12A 0.9700
C10 H12B 0.9700
C11 C12 1.338(2)
C11 C13 1.495(2)
C12 H1 0.9300
C13 H14A 0.9600
C13 H14B 0.9600
C13 H14C 0.9600
C14 H15A 0.9600
C14 H15B 0.9600
C14 H15C 0.9600
C16 C17 1.498(2)
C17 H17A 0.9600
C17 H17B 0.9600
C17 H17C 0.9600
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C14 C1 C2 C3 16.9(2)
C10 C1 C2 C3 -158.47(13)
C16 O4 C3 C2 164.85(12)
C16 O4 C3 C4 -78.07(15)
C1 C2 C3 O4 -146.18(13)
C1 C2 C3 C4 96.92(16)
O4 C3 C4 C5 -162.27(12)
C2 C3 C4 C5 -44.89(17)
C3 C4 C5 C6 82.37(19)
C3 C4 C5 C15 -84.39(17)
C15 C5 C6 C7 2.44(16)
C4 C5 C6 C7 -165.95(13)
C15 O2 C7 C6 4.87(14)
C15 O2 C7 C8 -119.58(12)
C5 C6 C7 O2 -4.48(16)
C5 C6 C7 C8 115.37(14)
O2 C7 C8 C9 100.72(18)
C6 C7 C8 C9 -15.7(2)
O2 C7 C8 C11 -77.93(16)
C6 C7 C8 C11 165.63(13)
C11 C8 C9 O1 0.20(17)
C7 C8 C9 O1 -178.60(14)
C11 C8 C9 C10 179.84(17)
C7 C8 C9 C10 1.0(3)
C12 O1 C9 C8 -0.15(16)
C12 O1 C9 C10 -179.89(13)
C8 C9 C10 C1 -46.4(2)
O1 C9 C10 C1 133.27(12)
C2 C1 C10 C9 119.29(15)
C14 C1 C10 C9 -56.57(16)
C9 C8 C11 C12 -0.17(17)
C7 C8 C11 C12 178.78(14)
C9 C8 C11 C13 -178.84(15)
C7 C8 C11 C13 0.1(2)
C8 C11 C12 O1 0.08(18)
C13 C11 C12 O1 178.71(15)
C9 O1 C12 C11 0.04(18)
C7 O2 C15 O3 176.09(13)
C7 O2 C15 C5 -3.67(14)
C6 C5 C15 O3 -178.96(15)
C4 C5 C15 O3 -9.9(2)
C6 C5 C15 O2 0.78(16)
C4 C5 C15 O2 169.87(12)
C3 O4 C16 O5 -2.69(19)
C3 O4 C16 C17 177.24(12)
|
1501807.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501807.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501807
loop_
_publ_author_name
'Pettit, George R.'
'Smith, Thomas H.'
'Xu, Jun-Ping'
'Herald, Delbert L.'
'Flahive, Erik J.'
'Anderson, Collin R.'
'Belcher, Paul E.'
'Knight, John C.'
_publ_section_title
;
Antineoplastic agents. 590. X-ray crystal structure of dolastatin 16 and
syntheses of the dolamethylleuine and dolaphenvaline units.
;
_journal_issue 5
_journal_name_full 'Journal of natural products'
_journal_page_first 1003
_journal_page_last 1008
_journal_paper_doi 10.1021/np100877h
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration
'AD-absolute structure could not be determined'
_chemical_formula_sum 'C15 H19 N O4'
_chemical_formula_weight 277.31
_chemical_name_common Cbz-dolamethylleuine
_chemical_name_systematic
;
?
;
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 99.722(2)
_cell_angle_gamma 90.00
_cell_formula_units_Z 2
_cell_length_a 7.2182(2)
_cell_length_b 8.5374(3)
_cell_length_c 12.1649(4)
_cell_measurement_reflns_used 1673
_cell_measurement_temperature 123(2)
_cell_measurement_theta_max 68.48
_cell_measurement_theta_min 6.22
_cell_volume 738.89(4)
_computing_cell_refinement 'Bruker SMART'
_computing_data_collection 'Bruker SMART'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 123(2)
_diffrn_measured_fraction_theta_full 0.839
_diffrn_measured_fraction_theta_max 0.839
_diffrn_measurement_device_type 'Bruker CCD area detector'
_diffrn_measurement_method 'Phi and omega scans'
_diffrn_radiation_monochromator Graphite
_diffrn_radiation_source 'Fine-focus sealed tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0585
_diffrn_reflns_av_sigmaI/netI 0.0686
_diffrn_reflns_limit_h_max 8
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_k_max 8
_diffrn_reflns_limit_k_min -9
_diffrn_reflns_limit_l_max 14
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_number 4091
_diffrn_reflns_theta_full 69.67
_diffrn_reflns_theta_max 69.67
_diffrn_reflns_theta_min 6.22
_diffrn_standards_decay_% -0.032
_exptl_absorpt_coefficient_mu 0.744
_exptl_absorpt_correction_T_max 0.957
_exptl_absorpt_correction_T_min 0.558
_exptl_absorpt_correction_type empirical
_exptl_absorpt_process_details 'SADABS- Acta Cryst. A51 (1995)'
_exptl_crystal_colour Colorless
_exptl_crystal_density_diffrn 1.246
_exptl_crystal_density_meas ?
_exptl_crystal_description Needles
_exptl_crystal_F_000 296
_exptl_crystal_size_max 0.64
_exptl_crystal_size_mid 0.09
_exptl_crystal_size_min 0.06
_refine_diff_density_max 0.366
_refine_diff_density_min -0.345
_refine_diff_density_rms 0.089
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 1.1(5)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.084
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type 'Full-matrix least-squares on F^2'
_refine_ls_number_parameters 184
_refine_ls_number_reflns 1851
_refine_ls_number_restraints 1
_refine_ls_restrained_S_all 1.084
_refine_ls_R_factor_all 0.0877
_refine_ls_R_factor_gt 0.0597
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1611P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1574
_refine_ls_wR_factor_ref 0.2262
_reflns_number_gt 1469
_reflns_number_total 1851
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np100877h_si_004.cif
_cod_data_source_block p21
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.
'_atom_sites_solution_hydrogens' value 'Geom' changed to
'geom' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.
'_atom_sites_solution_primary' value 'Direct' changed to
'direct' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.
'_atom_sites_solution_secondary' value 'Difmap' changed
to 'difmap' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.
'_exptl_absorpt_correction_type' value 'Empirical'
changed to 'empirical' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.
'_refine_ls_weighting_scheme' value 'Calc' changed to
'calc' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
The following automatic conversions were performed:
'_exptl_crystal_density_meas' value 'Not measured' was changed to '?'
- the value is perceived as not measured.
Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas
;
_cod_original_sg_symbol_H-M P2(1)
_cod_database_code 1501807
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C -0.1994(6) 0.5567(6) 0.8411(4) 0.0370(11) Uani 1 1 d .
H1 H -0.2077 0.4998 0.7733 0.044 Uiso 1 1 calc R
C2 C -0.3456(6) 0.5493(7) 0.9049(5) 0.0437(13) Uani 1 1 d .
H2 H -0.4534 0.4869 0.8796 0.052 Uiso 1 1 calc R
C3 C -0.3339(7) 0.6293(8) 1.0006(5) 0.0500(14) Uani 1 1 d .
H3 H -0.4330 0.6220 1.0428 0.060 Uiso 1 1 calc R
C4 C -0.1787(8) 0.7227(7) 1.0391(4) 0.0477(13) Uani 1 1 d .
H4 H -0.1726 0.7812 1.1061 0.057 Uiso 1 1 calc R
C5 C -0.0325(7) 0.7290(7) 0.9779(4) 0.0408(12) Uani 1 1 d .
H5 H 0.0760 0.7896 1.0048 0.049 Uiso 1 1 calc R
C6 C -0.0426(6) 0.6493(6) 0.8796(4) 0.0330(10) Uani 1 1 d .
C7 C 0.1121(6) 0.6565(6) 0.8111(4) 0.0371(11) Uani 1 1 d .
H7A H 0.2314 0.6186 0.8554 0.045 Uiso 1 1 calc R
H7B H 0.0806 0.5895 0.7441 0.045 Uiso 1 1 calc R
O8 O 0.1319(4) 0.8192(4) 0.7782(3) 0.0366(8) Uani 1 1 d .
C9 C 0.2608(5) 0.8457(6) 0.7132(4) 0.0320(10) Uani 1 1 d .
O10 O 0.3421(5) 0.7427(4) 0.6702(3) 0.0395(8) Uani 1 1 d .
N11 N 0.2861(5) 1.0006(5) 0.6996(3) 0.0315(9) Uani 1 1 d .
C12 C 0.4310(5) 1.0593(6) 0.6398(4) 0.0298(10) Uani 1 1 d .
H12 H 0.4693 0.9709 0.5947 0.036 Uiso 1 1 calc R
C13 C 0.6068(6) 1.1115(6) 0.7224(4) 0.0378(11) Uani 1 1 d .
H13 H 0.5700 1.2002 0.7680 0.045 Uiso 1 1 calc R
C14 C 0.6831(7) 0.9809(7) 0.8008(5) 0.0460(13) Uani 1 1 d .
H14A H 0.7191 0.8923 0.7577 0.069 Uiso 1 1 calc R
H14B H 0.5863 0.9472 0.8433 0.069 Uiso 1 1 calc R
H14C H 0.7934 1.0183 0.8523 0.069 Uiso 1 1 calc R
C15 C 0.7626(7) 1.1687(8) 0.6617(5) 0.0482(13) Uani 1 1 d .
H15A H 0.8721 1.1998 0.7164 0.072 Uiso 1 1 calc R
H15B H 0.7175 1.2588 0.6148 0.072 Uiso 1 1 calc R
H15C H 0.7982 1.0842 0.6149 0.072 Uiso 1 1 calc R
C16 C 0.3497(6) 1.1899(6) 0.5581(4) 0.0352(11) Uani 1 1 d .
H16 H 0.4472 1.2170 0.5118 0.042 Uiso 1 1 calc R
C17 C 0.1736(6) 1.1406(7) 0.4795(4) 0.0440(12) Uani 1 1 d .
H17A H 0.2073 1.0687 0.4233 0.066 Uiso 1 1 calc R
H17B H 0.1119 1.2334 0.4424 0.066 Uiso 1 1 calc R
H17C H 0.0876 1.0880 0.5218 0.066 Uiso 1 1 calc R
C18 C 0.3098(5) 1.3387(6) 0.6219(3) 0.0331(10) Uani 1 1 d .
O19 O 0.2139(5) 1.3342(5) 0.6947(3) 0.0476(10) Uani 1 1 d .
O20 O 0.3892(5) 1.4633(4) 0.5924(3) 0.0452(9) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.035(2) 0.035(3) 0.043(3) 0.004(2) 0.0094(17) -0.0017(18)
C2 0.034(2) 0.049(3) 0.050(3) 0.012(2) 0.0137(18) 0.000(2)
C3 0.048(3) 0.054(4) 0.054(3) 0.018(3) 0.025(2) 0.009(2)
C4 0.065(3) 0.044(3) 0.037(3) 0.000(2) 0.018(2) 0.009(2)
C5 0.042(2) 0.039(3) 0.042(3) 0.002(2) 0.0079(19) -0.0019(19)
C6 0.0340(19) 0.027(2) 0.040(2) 0.0077(18) 0.0105(16) 0.0029(16)
C7 0.040(2) 0.024(3) 0.052(3) 0.008(2) 0.0206(19) 0.0037(19)
O8 0.0382(14) 0.030(2) 0.0458(18) 0.0060(14) 0.0204(12) -0.0007(13)
C9 0.0334(19) 0.028(3) 0.037(2) -0.0037(18) 0.0112(15) -0.0013(17)
O10 0.0448(16) 0.0234(19) 0.055(2) -0.0035(14) 0.0208(14) 0.0010(13)
N11 0.0350(17) 0.021(2) 0.041(2) 0.0025(15) 0.0151(14) -0.0035(14)
C12 0.0344(19) 0.025(2) 0.034(2) 0.0004(16) 0.0164(16) -0.0008(16)
C13 0.033(2) 0.033(3) 0.049(3) -0.002(2) 0.0098(17) 0.0000(18)
C14 0.043(2) 0.035(3) 0.059(3) 0.007(2) 0.003(2) 0.005(2)
C15 0.042(2) 0.054(4) 0.052(3) -0.004(3) 0.016(2) -0.010(2)
C16 0.040(2) 0.032(3) 0.037(2) -0.0008(19) 0.0171(18) 0.0010(18)
C17 0.046(2) 0.045(3) 0.041(2) -0.001(2) 0.0067(19) -0.001(2)
C18 0.0340(18) 0.038(3) 0.029(2) -0.0003(18) 0.0095(14) 0.0026(18)
O19 0.0599(19) 0.039(2) 0.052(2) 0.0022(17) 0.0334(16) 0.0048(17)
O20 0.0632(19) 0.029(2) 0.051(2) 0.0000(15) 0.0309(16) -0.0034(14)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C6 C1 C2 118.7(5)
C3 C2 C1 120.7(5)
C2 C3 C4 121.0(5)
C3 C4 C5 118.8(5)
C6 C5 C4 121.1(5)
C5 C6 C1 119.7(4)
C5 C6 C7 122.0(4)
C1 C6 C7 118.3(4)
O8 C7 C6 107.9(4)
C9 O8 C7 115.7(4)
O10 C9 O8 124.3(5)
O10 C9 N11 124.6(4)
O8 C9 N11 111.1(4)
C9 N11 C12 121.4(4)
N11 C12 C16 110.0(3)
N11 C12 C13 110.7(4)
C16 C12 C13 113.1(4)
C14 C13 C15 108.8(4)
C14 C13 C12 111.7(4)
C15 C13 C12 111.6(4)
C17 C16 C18 109.8(4)
C17 C16 C12 113.2(4)
C18 C16 C12 110.8(4)
O19 C18 O20 124.4(5)
O19 C18 C16 121.3(5)
O20 C18 C16 114.2(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C6 1.396(7)
C1 C2 1.413(7)
C2 C3 1.340(9)
C3 C4 1.390(9)
C4 C5 1.392(8)
C5 C6 1.367(7)
C6 C7 1.503(6)
C7 O8 1.459(6)
O8 C9 1.338(5)
C9 O10 1.222(6)
C9 N11 1.349(7)
N11 C12 1.460(6)
C12 C16 1.542(6)
C12 C13 1.545(6)
C13 C14 1.509(7)
C13 C15 1.526(7)
C16 C17 1.516(7)
C16 C18 1.541(7)
C18 O19 1.213(6)
C18 O20 1.288(6)
|
1501808.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501808.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501808
loop_
_publ_author_name
'Pettit, George R.'
'Smith, Thomas H.'
'Xu, Jun-Ping'
'Herald, Delbert L.'
'Flahive, Erik J.'
'Anderson, Collin R.'
'Belcher, Paul E.'
'Knight, John C.'
_publ_section_title
;
Antineoplastic agents. 590. X-ray crystal structure of dolastatin 16 and
syntheses of the dolamethylleuine and dolaphenvaline units.
;
_journal_issue 5
_journal_name_full 'Journal of natural products'
_journal_page_first 1003
_journal_page_last 1008
_journal_paper_doi 10.1021/np100877h
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration ad
_chemical_formula_sum 'C49 H79 N7 O13'
_chemical_formula_weight 974.19
_chemical_name_common Dolastatin-16
_chemical_name_systematic
;
?
;
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.000(5)
_cell_angle_beta 104.062(5)
_cell_angle_gamma 90.000(5)
_cell_formula_units_Z 2
_cell_length_a 10.844(5)
_cell_length_b 16.113(5)
_cell_length_c 16.050(5)
_cell_measurement_reflns_used 7475
_cell_measurement_temperature 173(2)
_cell_measurement_theta_max 68.74
_cell_measurement_theta_min 5.02
_cell_volume 2720.4(17)
_computing_cell_refinement 'Bruker SMART'
_computing_data_collection 'Bruker SMART'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 173(2)
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type 'Bruker CCD area detector'
_diffrn_measurement_method 'Phi and omega scans'
_diffrn_radiation_monochromator Graphite
_diffrn_radiation_source 'Fine-focus sealed tube'
_diffrn_radiation_type 'Cu K\a'
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0357
_diffrn_reflns_av_sigmaI/netI 0.0467
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_k_max 19
_diffrn_reflns_limit_k_min -19
_diffrn_reflns_limit_l_max 19
_diffrn_reflns_limit_l_min -19
_diffrn_reflns_number 21708
_diffrn_reflns_theta_full 69.07
_diffrn_reflns_theta_max 69.07
_diffrn_reflns_theta_min 5.02
_diffrn_standards_decay_% -0.0167
_exptl_absorpt_coefficient_mu 0.707
_exptl_absorpt_correction_T_max 0.9315
_exptl_absorpt_correction_T_min 0.6113
_exptl_absorpt_correction_type empirical
_exptl_absorpt_process_details 'SADABS- Acta Cryst. A51 (1995)'
_exptl_crystal_colour Colorless
_exptl_crystal_density_diffrn 1.189
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description Plate
_exptl_crystal_F_000 1052
_exptl_crystal_size_max 0.38
_exptl_crystal_size_mid 0.32
_exptl_crystal_size_min 0.10
_refine_diff_density_max 0.263
_refine_diff_density_min -0.226
_refine_diff_density_rms 0.056
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.06(16)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.085
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 643
_refine_ls_number_reflns 9326
_refine_ls_number_restraints 1
_refine_ls_restrained_S_all 1.085
_refine_ls_R_factor_all 0.0510
_refine_ls_R_factor_gt 0.0429
_refine_ls_shift/su_max 7.325
_refine_ls_shift/su_mean 0.229
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1041P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1144
_refine_ls_wR_factor_ref 0.1485
_reflns_number_gt 8272
_reflns_number_total 9326
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np100877h_si_005.cif
_cod_data_source_block p21
_cod_depositor_comments
;
The following automatic conversions were performed:
'_chemical_absolute_configuration' value 'AD' changed to 'ad'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.
'_symmetry_cell_setting' value 'Monoclinic' changed to
'monoclinic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.
'_atom_sites_solution_hydrogens' value 'Geom' changed to
'geom' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.
'_atom_sites_solution_primary' value 'Direct' changed to
'direct' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.
'_atom_sites_solution_secondary' value 'Difmap' changed
to 'difmap' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.
'_exptl_absorpt_correction_type' value 'Empirical'
changed to 'empirical' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.
'_refine_ls_hydrogen_treatment' value 'Mixed' changed to
'mixed' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.
'_refine_ls_matrix_type' value 'Full' changed to 'full'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.
'_refine_ls_weighting_scheme' value 'Calc' changed to
'calc' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P2(1)
_cod_database_code 1501808
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O7 O 0.32621(17) 0.50076(11) 0.72642(11) 0.0290(4) Uani 1 1 d .
O9 O 0.12390(17) 0.56010(12) 0.61171(11) 0.0299(4) Uani 1 1 d .
O18 O 0.05208(19) 0.31050(11) 0.82348(11) 0.0333(4) Uani 1 1 d .
O12 O -0.26476(18) 0.41064(11) 0.63204(12) 0.0333(4) Uani 1 1 d .
N16 N -0.0506(2) 0.24735(13) 0.66374(13) 0.0296(5) Uani 1 1 d .
H16A H -0.0048 0.2922 0.6622 0.035 Uiso 1 1 calc R
O6 O 0.22731(18) 0.38707(11) 0.66112(12) 0.0329(4) Uani 1 1 d .
N10 N -0.0149(2) 0.51775(13) 0.68876(13) 0.0261(4) Uani 1 1 d .
O15 O -0.21971(19) 0.17182(12) 0.59554(12) 0.0358(4) Uani 1 1 d .
N13 N -0.1272(2) 0.38057(13) 0.55207(13) 0.0248(4) Uani 1 1 d .
N22 N 0.2165(2) 0.28713(17) 0.99796(14) 0.0381(5) Uani 1 1 d .
H22A H 0.1907 0.3138 0.9490 0.046 Uiso 1 1 calc R
O25 O 0.3542(2) 0.33994(14) 0.86660(13) 0.0426(5) Uani 1 1 d .
O1 O 0.5630(2) 0.31590(16) 0.90674(13) 0.0453(5) Uani 1 1 d .
C12 C -0.1809(2) 0.43335(15) 0.59909(14) 0.0251(5) Uani 1 1 d .
C9 C 0.1026(3) 0.53376(14) 0.67921(16) 0.0262(5) Uani 1 1 d .
C15 C -0.1529(2) 0.23455(15) 0.60082(15) 0.0261(5) Uani 1 1 d .
C25 C 0.4435(3) 0.30774(19) 0.91456(16) 0.0357(6) Uani 1 1 d .
O21 O 0.1537(2) 0.20562(16) 1.09510(13) 0.0497(6) Uani 1 1 d .
C34 C -0.2249(3) 0.58567(16) 0.62100(17) 0.0314(6) Uani 1 1 d .
H34A H -0.2709 0.5654 0.6641 0.038 Uiso 1 1 calc R
N4 N 0.4830(2) 0.32657(14) 0.67715(14) 0.0320(5) Uani 1 1 d .
O3 O 0.5650(3) 0.22259(17) 0.76699(16) 0.0599(7) Uani 1 1 d .
C33 C -0.0438(3) 0.49488(17) 0.77029(16) 0.0315(5) Uani 1 1 d .
H33A H 0.0350 0.4941 0.8159 0.047 Uiso 1 1 calc R
H33B H -0.0829 0.4397 0.7650 0.047 Uiso 1 1 calc R
H33C H -0.1027 0.5355 0.7845 0.047 Uiso 1 1 calc R
C17 C -0.0107(3) 0.19000(15) 0.73574(15) 0.0283(5) Uani 1 1 d .
H17A H -0.0805 0.1489 0.7339 0.034 Uiso 1 1 calc R
C5 C 0.4446(3) 0.41258(16) 0.65530(16) 0.0297(5) Uani 1 1 d .
H5A H 0.5125 0.4524 0.6837 0.036 Uiso 1 1 calc R
C8 C 0.2134(2) 0.51746(15) 0.75664(16) 0.0278(5) Uani 1 1 d .
H8A H 0.1934 0.4677 0.7882 0.033 Uiso 1 1 calc R
C11 C -0.1242(2) 0.52160(15) 0.61340(15) 0.0266(5) Uani 1 1 d .
H11A H -0.0914 0.5365 0.5623 0.032 Uiso 1 1 calc R
C3 C 0.5378(3) 0.2960(2) 0.75485(18) 0.0388(6) Uani 1 1 d .
C42 C 0.0844(3) 0.07088(17) 0.66669(18) 0.0362(6) Uani 1 1 d .
H42A H 0.0264 0.0916 0.6133 0.043 Uiso 1 1 calc R
H42B H 0.1648 0.0540 0.6526 0.043 Uiso 1 1 calc R
C37 C -0.0374(3) 0.40257(16) 0.49973(17) 0.0310(6) Uani 1 1 d .
H37A H 0.0410 0.4280 0.5353 0.037 Uiso 1 1 calc R
H37B H -0.0766 0.4411 0.4527 0.037 Uiso 1 1 calc R
C48 C -0.1020(3) -0.02479(18) 0.6669(2) 0.0433(7) Uani 1 1 d .
H48A H -0.1549 0.0086 0.6239 0.052 Uiso 1 1 calc R
C23 C 0.3519(3) 0.2928(2) 1.04341(17) 0.0383(6) Uani 1 1 d .
H23A H 0.3633 0.2594 1.0973 0.046 Uiso 1 1 calc R
C29 C 0.4243(3) 0.41421(18) 0.55706(17) 0.0367(6) Uani 1 1 d .
H29A H 0.3573 0.4546 0.5307 0.044 Uiso 1 1 calc R
H29B H 0.5040 0.4292 0.5409 0.044 Uiso 1 1 calc R
C14 C -0.1862(2) 0.29928(15) 0.52920(15) 0.0269(5) Uani 1 1 d .
H14A H -0.2806 0.3059 0.5110 0.032 Uiso 1 1 calc R
C6 C 0.3194(3) 0.43032(15) 0.68024(15) 0.0279(5) Uani 1 1 d .
C30 C 0.2432(3) 0.59110(17) 0.81910(16) 0.0319(6) Uani 1 1 d .
H30A H 0.1674 0.5992 0.8434 0.038 Uiso 1 1 calc R
C18 C 0.0094(2) 0.23933(16) 0.81886(15) 0.0280(5) Uani 1 1 d .
C40 C 0.1125(3) 0.14203(16) 0.73327(16) 0.0314(6) Uani 1 1 d .
H40A H 0.1461 0.1165 0.7911 0.038 Uiso 1 1 calc R
C2 C 0.5757(3) 0.3580(2) 0.82908(18) 0.0433(7) Uani 1 1 d .
H2A H 0.5197 0.4081 0.8179 0.052 Uiso 1 1 calc R
C35 C -0.1641(3) 0.66837(18) 0.6508(2) 0.0469(7) Uani 1 1 d .
H35A H -0.1030 0.6614 0.7064 0.070 Uiso 1 1 calc R
H35B H -0.2299 0.7080 0.6568 0.070 Uiso 1 1 calc R
H35C H -0.1199 0.6893 0.6086 0.070 Uiso 1 1 calc R
C27 C 0.4606(3) 0.27241(18) 0.60104(18) 0.0386(6) Uani 1 1 d .
H27A H 0.4123 0.2223 0.6094 0.046 Uiso 1 1 calc R
H27B H 0.5420 0.2551 0.5888 0.046 Uiso 1 1 calc R
N19 N -0.0137(2) 0.19991(14) 0.88767(14) 0.0344(5) Uani 1 1 d .
C39 C -0.1360(3) 0.27298(17) 0.45115(16) 0.0345(6) Uani 1 1 d .
H39A H -0.1235 0.2121 0.4503 0.041 Uiso 1 1 calc R
H39B H -0.1951 0.2902 0.3967 0.041 Uiso 1 1 calc R
C52 C 0.3887(4) 0.1673(2) 0.9553(2) 0.0495(8) Uani 1 1 d .
H52A H 0.4460 0.1451 0.9220 0.074 Uiso 1 1 calc R
H52B H 0.3025 0.1717 0.9183 0.074 Uiso 1 1 calc R
H52C H 0.3881 0.1300 1.0035 0.074 Uiso 1 1 calc R
C21 C 0.1308(3) 0.24369(19) 1.02713(17) 0.0365(6) Uani 1 1 d .
C20 C -0.0048(3) 0.2456(2) 0.96894(17) 0.0373(6) Uani 1 1 d .
H20A H -0.0325 0.3044 0.9562 0.045 Uiso 1 1 calc R
C43 C 0.0250(3) -0.00417(17) 0.69802(18) 0.0357(6) Uani 1 1 d .
C24 C 0.4344(3) 0.2527(2) 0.98958(17) 0.0379(6) Uani 1 1 d .
H24A H 0.5221 0.2463 1.0272 0.045 Uiso 1 1 calc R
C38 C -0.0100(3) 0.31851(17) 0.46481(18) 0.0357(6) Uani 1 1 d .
H38A H 0.0579 0.2889 0.5066 0.043 Uiso 1 1 calc R
H38B H 0.0159 0.3247 0.4101 0.043 Uiso 1 1 calc R
C28 C 0.3837(3) 0.3260(2) 0.52857(18) 0.0396(6) Uani 1 1 d .
H28A H 0.2913 0.3183 0.5223 0.047 Uiso 1 1 calc R
H28B H 0.4045 0.3127 0.4733 0.047 Uiso 1 1 calc R
C49 C 0.3874(3) 0.3820(2) 1.07017(19) 0.0462(7) Uani 1 1 d .
H49A H 0.3701 0.4171 1.0172 0.055 Uiso 1 1 calc R
C41 C 0.2157(3) 0.19926(18) 0.71554(19) 0.0368(6) Uani 1 1 d .
H41A H 0.2323 0.2441 0.7581 0.055 Uiso 1 1 calc R
H41B H 0.1870 0.2230 0.6579 0.055 Uiso 1 1 calc R
H41C H 0.2938 0.1674 0.7193 0.055 Uiso 1 1 calc R
C54 C -0.0822(4) 0.1204(2) 0.8855(2) 0.0494(8) Uani 1 1 d .
H54A H -0.0336 0.0741 0.8685 0.059 Uiso 1 1 calc R
H54B H -0.1673 0.1230 0.8453 0.059 Uiso 1 1 calc R
C31 C 0.3546(3) 0.5710(2) 0.8937(2) 0.0501(8) Uani 1 1 d .
H31A H 0.3725 0.6187 0.9327 0.075 Uiso 1 1 calc R
H31B H 0.4296 0.5587 0.8720 0.075 Uiso 1 1 calc R
H31C H 0.3337 0.5227 0.9247 0.075 Uiso 1 1 calc R
C36 C -0.3194(3) 0.5932(2) 0.5342(2) 0.0430(7) Uani 1 1 d .
H36A H -0.3846 0.6342 0.5379 0.064 Uiso 1 1 calc R
H36B H -0.3598 0.5393 0.5177 0.064 Uiso 1 1 calc R
H36C H -0.2748 0.6110 0.4909 0.064 Uiso 1 1 calc R
C32 C 0.2639(4) 0.67184(19) 0.7758(2) 0.0498(8) Uani 1 1 d .
H32A H 0.2834 0.7162 0.8188 0.075 Uiso 1 1 calc R
H32B H 0.1868 0.6861 0.7321 0.075 Uiso 1 1 calc R
H32C H 0.3351 0.6654 0.7486 0.075 Uiso 1 1 calc R
C46 C -0.0776(4) -0.1431(2) 0.7607(2) 0.0576(10) Uani 1 1 d .
H46A H -0.1128 -0.1901 0.7823 0.069 Uiso 1 1 calc R
C59 C -0.1009(4) 0.1998(2) 1.0085(2) 0.0514(8) Uani 1 1 d .
H59A H -0.0769 0.2036 1.0720 0.062 Uiso 1 1 calc R
H59B H -0.1876 0.2224 0.9869 0.062 Uiso 1 1 calc R
C50 C 0.3101(4) 0.4159(3) 1.1293(2) 0.0652(10) Uani 1 1 d .
H50A H 0.2193 0.4114 1.1013 0.098 Uiso 1 1 calc R
H50B H 0.3320 0.4744 1.1419 0.098 Uiso 1 1 calc R
H50C H 0.3288 0.3841 1.1829 0.098 Uiso 1 1 calc R
C45 C 0.0503(5) -0.1230(2) 0.7915(3) 0.0620(10) Uani 1 1 d .
H45A H 0.1033 -0.1567 0.8341 0.074 Uiso 1 1 calc R
C47 C -0.1520(4) -0.0936(2) 0.6983(2) 0.0501(8) Uani 1 1 d .
H47A H -0.2392 -0.1070 0.6764 0.060 Uiso 1 1 calc R
C63 C -0.0926(4) 0.1106(3) 0.9787(2) 0.0588(10) Uani 1 1 d .
H63A H -0.1696 0.0788 0.9815 0.071 Uiso 1 1 calc R
H63B H -0.0168 0.0822 1.0141 0.071 Uiso 1 1 calc R
C64 C 0.4896(5) -0.0256(3) 0.6519(3) 0.0662(11) Uani 1 1 d .
C44 C 0.0998(4) -0.0548(2) 0.7606(2) 0.0548(9) Uani 1 1 d .
H44A H 0.1871 -0.0417 0.7823 0.066 Uiso 1 1 calc R
C66 C 0.5655(4) 0.0490(3) 0.6611(3) 0.0684(11) Uani 1 1 d .
H66A H 0.6458 0.0399 0.7039 0.103 Uiso 1 1 calc R
H66B H 0.5190 0.0947 0.6799 0.103 Uiso 1 1 calc R
H66C H 0.5833 0.0631 0.6058 0.103 Uiso 1 1 calc R
C26 C 0.7130(4) 0.3825(4) 0.8423(2) 0.0733(14) Uani 1 1 d .
H26A H 0.7355 0.4225 0.8896 0.110 Uiso 1 1 calc R
H26B H 0.7261 0.4079 0.7897 0.110 Uiso 1 1 calc R
H26C H 0.7668 0.3332 0.8563 0.110 Uiso 1 1 calc R
C51 C 0.5294(4) 0.3898(3) 1.1150(3) 0.0661(11) Uani 1 1 d .
H51A H 0.5491 0.4478 1.1317 0.099 Uiso 1 1 calc R
H51B H 0.5806 0.3722 1.0756 0.099 Uiso 1 1 calc R
H51C H 0.5490 0.3546 1.1663 0.099 Uiso 1 1 calc R
N69 N 0.4335(6) -0.0860(3) 0.6448(3) 0.1077(18) Uani 1 1 d .
O100 O 0.6495(2) 0.11518(14) 0.43472(14) 0.0438(5) Uani 1 1 d .
O101 O 0.3620(3) 0.1079(2) 0.1946(2) 0.0805(9) Uani 1 1 d .
O102 O 0.5181(3) 0.7265(3) 0.6684(2) 0.0803(9) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O7 0.0260(10) 0.0296(8) 0.0310(8) -0.0039(7) 0.0057(7) -0.0006(7)
O9 0.0251(9) 0.0341(9) 0.0313(9) 0.0031(7) 0.0085(7) -0.0040(7)
O18 0.0380(11) 0.0288(9) 0.0310(9) -0.0010(7) 0.0041(7) -0.0034(8)
O12 0.0323(11) 0.0313(9) 0.0401(10) -0.0040(7) 0.0161(8) -0.0065(8)
N16 0.0372(13) 0.0243(10) 0.0254(10) 0.0024(8) 0.0041(9) -0.0049(9)
O6 0.0287(10) 0.0296(9) 0.0404(10) -0.0035(7) 0.0084(8) -0.0032(8)
N10 0.0254(11) 0.0278(10) 0.0256(9) -0.0017(7) 0.0071(8) -0.0010(8)
O15 0.0372(11) 0.0351(10) 0.0327(9) 0.0023(7) 0.0041(8) -0.0117(8)
N13 0.0248(11) 0.0246(9) 0.0250(9) 0.0001(8) 0.0062(8) -0.0032(8)
N22 0.0319(13) 0.0520(14) 0.0289(11) 0.0066(10) 0.0047(9) -0.0048(11)
O25 0.0321(11) 0.0607(13) 0.0320(10) 0.0117(9) 0.0021(8) -0.0020(9)
O1 0.0322(12) 0.0704(15) 0.0323(10) 0.0140(9) 0.0059(8) 0.0026(10)
C12 0.0245(13) 0.0268(12) 0.0228(11) 0.0014(9) 0.0032(9) -0.0005(9)
C9 0.0296(14) 0.0192(10) 0.0302(12) -0.0005(9) 0.0084(10) -0.0008(9)
C15 0.0325(14) 0.0225(11) 0.0243(11) -0.0026(8) 0.0092(10) -0.0011(10)
C25 0.0321(15) 0.0462(15) 0.0265(12) 0.0012(11) 0.0027(11) -0.0044(12)
O21 0.0452(13) 0.0708(15) 0.0313(10) 0.0116(10) 0.0056(9) -0.0128(11)
C34 0.0321(14) 0.0271(12) 0.0351(13) -0.0021(10) 0.0082(11) 0.0029(11)
N4 0.0295(12) 0.0356(11) 0.0320(11) 0.0007(9) 0.0099(9) 0.0054(9)
O3 0.0738(18) 0.0553(14) 0.0540(14) 0.0172(11) 0.0220(12) 0.0287(13)
C33 0.0289(14) 0.0381(13) 0.0287(12) 0.0018(10) 0.0093(10) -0.0030(11)
C17 0.0321(14) 0.0271(12) 0.0241(11) 0.0024(9) 0.0039(10) -0.0044(10)
C5 0.0289(14) 0.0289(12) 0.0313(12) 0.0011(10) 0.0073(10) 0.0001(10)
C8 0.0271(14) 0.0288(12) 0.0279(11) -0.0019(9) 0.0076(10) -0.0027(10)
C11 0.0240(13) 0.0271(12) 0.0284(11) -0.0007(9) 0.0061(10) -0.0006(10)
C3 0.0276(15) 0.0515(17) 0.0396(14) 0.0118(13) 0.0124(11) 0.0105(13)
C42 0.0448(17) 0.0318(13) 0.0338(13) -0.0022(11) 0.0133(12) -0.0021(12)
C37 0.0358(15) 0.0296(13) 0.0314(12) -0.0023(10) 0.0153(11) -0.0044(11)
C48 0.056(2) 0.0336(14) 0.0455(16) -0.0034(12) 0.0229(15) 0.0016(13)
C23 0.0347(16) 0.0508(16) 0.0273(12) 0.0081(11) 0.0034(11) -0.0070(13)
C29 0.0404(16) 0.0391(14) 0.0320(13) 0.0040(11) 0.0116(11) 0.0034(12)
C14 0.0268(13) 0.0268(11) 0.0254(11) -0.0017(9) 0.0031(9) -0.0041(10)
C6 0.0298(14) 0.0270(12) 0.0250(11) 0.0011(9) 0.0029(10) 0.0006(10)
C30 0.0295(14) 0.0363(13) 0.0306(12) -0.0103(10) 0.0086(10) -0.0047(11)
C18 0.0261(13) 0.0314(12) 0.0261(12) 0.0006(9) 0.0056(10) 0.0006(10)
C40 0.0356(15) 0.0293(13) 0.0282(12) 0.0006(9) 0.0060(10) -0.0018(11)
C2 0.0302(16) 0.068(2) 0.0317(14) 0.0089(13) 0.0066(11) -0.0074(14)
C35 0.0434(18) 0.0282(14) 0.068(2) -0.0070(13) 0.0109(15) -0.0011(12)
C27 0.0495(18) 0.0322(13) 0.0377(14) -0.0011(11) 0.0174(13) 0.0050(12)
N19 0.0406(14) 0.0369(12) 0.0268(10) -0.0024(9) 0.0101(9) -0.0088(10)
C39 0.0481(18) 0.0288(12) 0.0262(12) -0.0032(10) 0.0082(11) -0.0046(11)
C52 0.053(2) 0.0475(17) 0.0415(16) 0.0070(13) -0.0007(14) -0.0013(15)
C21 0.0395(16) 0.0443(15) 0.0259(12) -0.0022(11) 0.0086(11) -0.0048(13)
C20 0.0393(17) 0.0464(16) 0.0277(12) -0.0070(11) 0.0110(11) -0.0054(13)
C43 0.0475(18) 0.0282(12) 0.0349(13) -0.0045(10) 0.0169(12) -0.0020(12)
C24 0.0285(15) 0.0500(16) 0.0307(13) 0.0078(12) -0.0013(11) -0.0036(12)
C38 0.0436(16) 0.0330(14) 0.0355(13) -0.0025(10) 0.0193(12) 0.0006(12)
C28 0.0408(17) 0.0486(16) 0.0307(13) -0.0047(12) 0.0113(12) 0.0003(13)
C49 0.0428(18) 0.0573(18) 0.0364(15) -0.0006(13) 0.0057(13) -0.0123(14)
C41 0.0294(15) 0.0381(14) 0.0429(15) -0.0008(11) 0.0089(12) -0.0040(11)
C54 0.065(2) 0.0509(18) 0.0361(15) -0.0021(13) 0.0194(15) -0.0233(16)
C31 0.051(2) 0.0531(18) 0.0375(15) -0.0107(13) -0.0055(14) -0.0025(15)
C36 0.0372(17) 0.0421(15) 0.0462(16) 0.0032(12) 0.0034(13) 0.0092(13)
C32 0.066(2) 0.0340(15) 0.0485(17) -0.0110(13) 0.0113(15) -0.0088(15)
C46 0.095(3) 0.0302(15) 0.062(2) -0.0050(14) 0.046(2) -0.0094(17)
C59 0.053(2) 0.070(2) 0.0357(15) -0.0068(14) 0.0193(14) -0.0173(17)
C50 0.071(3) 0.078(3) 0.0472(19) -0.0180(18) 0.0148(18) -0.003(2)
C45 0.090(3) 0.0350(16) 0.060(2) 0.0104(15) 0.017(2) 0.0044(18)
C47 0.050(2) 0.0422(16) 0.068(2) -0.0124(15) 0.0336(17) -0.0076(14)
C63 0.074(3) 0.069(2) 0.0376(16) -0.0009(15) 0.0220(16) -0.034(2)
C64 0.077(3) 0.064(2) 0.053(2) 0.0116(17) 0.006(2) -0.008(2)
C44 0.068(2) 0.0373(16) 0.0550(19) 0.0042(14) 0.0071(17) 0.0000(16)
C66 0.073(3) 0.049(2) 0.076(3) 0.0113(18) 0.003(2) 0.0092(19)
C26 0.032(2) 0.137(4) 0.0487(19) 0.015(2) 0.0048(15) -0.023(2)
C51 0.041(2) 0.088(3) 0.069(2) -0.029(2) 0.0116(17) -0.0221(19)
N69 0.147(5) 0.093(3) 0.072(3) 0.012(2) 0.005(3) -0.043(3)
O100 0.0382(12) 0.0490(12) 0.0448(11) -0.0094(9) 0.0112(9) -0.0076(9)
O101 0.077(2) 0.098(2) 0.0674(18) 0.0154(16) 0.0210(16) 0.0087(18)
O102 0.0539(18) 0.109(3) 0.0755(19) 0.0005(18) 0.0113(14) -0.0107(17)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C6 O7 C8 113.8(2)
C15 N16 C17 122.5(2)
C9 N10 C33 124.3(2)
C9 N10 C11 119.6(2)
C33 N10 C11 116.1(2)
C12 N13 C14 118.6(2)
C12 N13 C37 126.7(2)
C14 N13 C37 112.4(2)
C21 N22 C23 123.5(2)
C25 O1 C2 114.9(2)
O12 C12 N13 121.4(2)
O12 C12 C11 121.7(2)
N13 C12 C11 116.8(2)
O9 C9 N10 123.3(2)
O9 C9 C8 119.7(2)
N10 C9 C8 117.0(2)
O15 C15 N16 123.3(2)
O15 C15 C14 118.6(2)
N16 C15 C14 118.0(2)
O25 C25 O1 123.1(3)
O25 C25 C24 124.3(3)
O1 C25 C24 112.5(2)
C35 C34 C36 111.4(2)
C35 C34 C11 110.8(2)
C36 C34 C11 108.4(2)
C3 N4 C5 127.4(2)
C3 N4 C27 120.1(2)
C5 N4 C27 112.5(2)
N16 C17 C18 108.3(2)
N16 C17 C40 112.7(2)
C18 C17 C40 110.0(2)
N4 C5 C29 102.9(2)
N4 C5 C6 109.4(2)
C29 C5 C6 110.5(2)
O7 C8 C30 107.6(2)
O7 C8 C9 108.7(2)
C30 C8 C9 113.4(2)
N10 C11 C34 114.2(2)
N10 C11 C12 107.14(19)
C34 C11 C12 111.6(2)
O3 C3 N4 122.7(3)
O3 C3 C2 119.9(3)
N4 C3 C2 117.3(3)
C43 C42 C40 113.0(2)
N13 C37 C38 102.2(2)
C43 C48 C47 120.3(3)
N22 C23 C49 110.6(3)
N22 C23 C24 110.1(2)
C49 C23 C24 114.5(3)
C28 C29 C5 104.5(2)
N13 C14 C15 114.35(19)
N13 C14 C39 103.3(2)
C15 C14 C39 111.0(2)
O6 C6 O7 124.2(2)
O6 C6 C5 124.2(2)
O7 C6 C5 111.6(2)
C32 C30 C31 111.5(3)
C32 C30 C8 113.3(2)
C31 C30 C8 110.6(2)
O18 C18 N19 122.1(2)
O18 C18 C17 120.7(2)
N19 C18 C17 117.1(2)
C41 C40 C17 112.2(2)
C41 C40 C42 110.4(2)
C17 C40 C42 111.1(2)
O1 C2 C26 107.3(3)
O1 C2 C3 107.4(3)
C26 C2 C3 110.5(3)
N4 C27 C28 104.3(2)
C18 N19 C20 120.1(2)
C18 N19 C54 125.6(2)
C20 N19 C54 112.2(2)
C38 C39 C14 103.5(2)
O21 C21 N22 124.6(3)
O21 C21 C20 120.5(3)
N22 C21 C20 114.8(2)
N19 C20 C59 102.7(2)
N19 C20 C21 111.9(2)
C59 C20 C21 112.6(3)
C48 C43 C44 118.2(3)
C48 C43 C42 122.5(3)
C44 C43 C42 119.2(3)
C25 C24 C23 111.2(3)
C25 C24 C52 108.7(2)
C23 C24 C52 113.7(3)
C37 C38 C39 103.5(2)
C27 C28 C29 103.6(2)
C50 C49 C23 112.2(3)
C50 C49 C51 108.7(3)
C23 C49 C51 111.4(3)
N19 C54 C63 102.8(2)
C47 C46 C45 118.7(3)
C63 C59 C20 103.1(3)
C44 C45 C46 120.2(4)
C46 C47 C48 121.1(4)
C59 C63 C54 103.5(3)
N69 C64 C66 177.7(6)
C45 C44 C43 121.5(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O7 C6 1.348(3)
O7 C8 1.446(3)
O9 C9 1.236(3)
O18 C18 1.232(3)
O12 C12 1.214(3)
N16 C15 1.322(3)
N16 C17 1.461(3)
O6 C6 1.195(3)
N10 C9 1.345(4)
N10 C33 1.465(3)
N10 C11 1.475(3)
O15 C15 1.235(3)
N13 C12 1.358(3)
N13 C14 1.465(3)
N13 C37 1.476(3)
N22 C21 1.335(4)
N22 C23 1.475(4)
O25 C25 1.199(4)
O1 C25 1.338(4)
O1 C2 1.455(3)
C12 C11 1.544(3)
C9 C8 1.527(4)
C15 C14 1.529(3)
C25 C24 1.518(4)
O21 C21 1.223(4)
C34 C35 1.512(4)
C34 C36 1.521(4)
C34 C11 1.529(4)
N4 C3 1.338(4)
N4 C5 1.465(4)
N4 C27 1.473(4)
O3 C3 1.223(4)
C17 C18 1.522(3)
C17 C40 1.553(4)
C5 C29 1.538(4)
C5 C6 1.532(4)
C8 C30 1.536(3)
C3 C2 1.533(5)
C42 C43 1.512(4)
C42 C40 1.546(4)
C37 C38 1.523(4)
C48 C43 1.387(5)
C48 C47 1.382(5)
C23 C49 1.523(5)
C23 C24 1.530(5)
C29 C28 1.525(4)
C14 C39 1.542(4)
C30 C32 1.517(4)
C30 C31 1.514(4)
C18 N19 1.349(3)
C40 C41 1.529(4)
C2 C26 1.505(5)
C27 C28 1.524(4)
N19 C20 1.480(3)
N19 C54 1.477(4)
C39 C38 1.519(4)
C52 C24 1.520(5)
C21 C20 1.538(4)
C20 C59 1.535(4)
C43 C44 1.391(5)
C49 C50 1.513(5)
C49 C51 1.538(5)
C54 C63 1.535(4)
C46 C47 1.379(6)
C46 C45 1.393(6)
C59 C63 1.523(6)
C45 C44 1.367(6)
C64 N69 1.138(6)
C64 C66 1.445(6)
|
1501809.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501809.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501809
loop_
_publ_author_name
'Pettit, George R.'
'Smith, Thomas H.'
'Xu, Jun-Ping'
'Herald, Delbert L.'
'Flahive, Erik J.'
'Anderson, Collin R.'
'Belcher, Paul E.'
'Knight, John C.'
_publ_section_title
;
Antineoplastic agents. 590. X-ray crystal structure of dolastatin 16 and
syntheses of the dolamethylleuine and dolaphenvaline units.
;
_journal_issue 5
_journal_name_full 'Journal of natural products'
_journal_page_first 1003
_journal_page_last 1008
_journal_paper_doi 10.1021/np100877h
_journal_volume 74
_journal_year 2011
_chemical_formula_sum 'C13 H14 F3 N O3'
_chemical_formula_weight 289.25
_chemical_name_common ?'TFA-dolaphenvaline'
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method 'APEX2 v2009.3-0'
_cell_angle_alpha 90
_cell_angle_beta 103.1810(10)
_cell_angle_gamma 90
_cell_formula_units_Z 2
_cell_length_a 7.9918(5)
_cell_length_b 6.3850(5)
_cell_length_c 13.4458(11)
_cell_measurement_reflns_used 4295
_cell_measurement_temperature 123.(2)
_cell_measurement_theta_max 27.5247
_cell_measurement_theta_min 2.6176
_cell_volume 668.03(9)
_computing_cell_refinement 'SAINT V7.60A (Bruker AXS, 2008)'
_computing_data_collection
'Bruker Instrument Service v2008, 7, 0, 0 (Bruker AXS, 2008)'
_computing_data_reduction 'SAINT V7.60A (Bruker AXS, 2008)'
_computing_molecular_graphics 'XShell Version 6.3.1 (Bruker AXS, 2004)'
_computing_publication_material 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 123.(2)
_diffrn_detector_area_resol_mean 8.3330
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type 'Bruker APEX CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0179
_diffrn_reflns_av_sigmaI/netI 0.0217
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_k_max 7
_diffrn_reflns_limit_k_min -7
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_number 5366
_diffrn_reflns_theta_full 25.02
_diffrn_reflns_theta_max 25.02
_diffrn_reflns_theta_min 2.62
_exptl_absorpt_coefficient_mu 0.129
_exptl_absorpt_correction_T_max 0.9807
_exptl_absorpt_correction_T_min 0.8497
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
'Sadabs Version 2008/1 (Bruker AXS, 2008; Sheldrick, 2008)'
_exptl_crystal_colour 'clear colourless'
_exptl_crystal_density_diffrn 1.438
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 300
_exptl_crystal_size_max 0.42
_exptl_crystal_size_mid 0.17
_exptl_crystal_size_min 0.15
_refine_diff_density_max 0.201
_refine_diff_density_min -0.262
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack -0.2(6)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.106
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 183
_refine_ls_number_reflns 2359
_refine_ls_number_restraints 1
_refine_ls_restrained_S_all 1.106
_refine_ls_R_factor_all 0.0289
_refine_ls_R_factor_gt 0.0284
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0396P)^2^+0.1300P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0721
_refine_ls_wR_factor_ref 0.0726
_reflns_number_gt 2327
_reflns_number_total 2359
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np100877h_si_006.cif
_cod_data_source_block I
_cod_original_sg_symbol_Hall ' P 2yb'
_cod_database_code 1501809
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
F F1 1.55286(12) 0.33933(18) 0.45470(9) 0.0435(2) Uani d . 1
F F2 1.36166(17) 0.15207(16) 0.35833(9) 0.0438(2) Uani d . 1
F F3 1.31433(14) 0.2794(2) 0.49580(8) 0.0463(2) Uani d . 1
O O1 1.39041(13) 0.5952(2) 0.29969(9) 0.0306(2) Uani d . 1
O O2 0.95109(14) 1.08170(17) 0.35939(8) 0.0267(2) Uani d . 1
H H2A 0.9343 1.1601 0.4064 0.04 Uiso calc R 1
O O3 1.04150(12) 0.86321(16) 0.48961(6) 0.0201(2) Uani d . 1
N N1 1.15828(14) 0.5788(2) 0.37166(9) 0.0172(2) Uani d . 1
H H1 1.1085 0.5067 0.4127 0.021 Uiso calc R 1
C C1 0.8409(2) 0.5476(2) 0.05499(11) 0.0225(2) Uani d . 1
C C2 0.7528(2) 0.3591(2) 0.03591(12) 0.0280(2) Uani d . 1
H H2 0.7797 0.2486 0.0843 0.034 Uiso calc R 1
C C3 0.6256(2) 0.3288(2) -0.05291(12) 0.0316(4) Uani d . 1
H H3 0.5671 0.1985 -0.065 0.038 Uiso calc R 1
C C4 0.5849(2) 0.4894(2) -0.12336(12) 0.0328(4) Uani d . 1
H H4 0.499 0.4692 -0.1843 0.039 Uiso calc R 1
C C5 0.6695(2) 0.6800(2) -0.10498(12) 0.0326(4) Uani d . 1
H H5 0.6406 0.791 -0.1529 0.039 Uiso calc R 1
C C6 0.7971(2) 0.7086(2) -0.01616(12) 0.0273(4) Uani d . 1
H H6 0.8549 0.8394 -0.004 0.033 Uiso calc R 1
C C7 0.9801(2) 0.5803(2) 0.15084(11) 0.0240(2) Uani d . 1
H H7A 1.0793 0.6509 0.1326 0.029 Uiso calc R 1
H H7B 1.0197 0.4423 0.1807 0.029 Uiso calc R 1
C C8 0.91836(18) 0.7128(2) 0.23149(11) 0.0184(2) Uani d . 1
H H8 0.8727 0.848 0.1986 0.022 Uiso calc R 1
C C9 0.7736(2) 0.6059(2) 0.26913(12) 0.0240(2) Uani d . 1
H H9A 0.6751 0.5845 0.2115 0.036 Uiso calc R 1
H H9B 0.739 0.6944 0.3206 0.036 Uiso calc R 1
H H9C 0.8136 0.4702 0.2995 0.036 Uiso calc R 1
C C10 1.07376(18) 0.7643(2) 0.32044(11) 0.0177(2) Uani d . 1
H H10 1.1599 0.8421 0.2911 0.021 Uiso calc R 1
C C11 1.02200(18) 0.9046(2) 0.39906(11) 0.0174(2) Uani d . 1
C C12 1.3109(2) 0.5168(2) 0.35707(12) 0.0201(2) Uani d . 1
C C13 1.38549(18) 0.3202(2) 0.41801(11) 0.0231(2) Uani d . 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
F1 0.0212(5) 0.0383(5) 0.0631(7) 0.0016(5) -0.0067(5) 0.0118(5)
F2 0.0622(7) 0.0224(5) 0.0406(5) 0.0022(5) -0.0008(5) -0.0040(5)
F3 0.0519(7) 0.0542(7) 0.0402(5) 0.0279(5) 0.0256(5) 0.0258(5)
O1 0.0241(5) 0.0354(7) 0.0357(5) 0.0026(5) 0.0141(5) 0.0089(5)
O2 0.0416(7) 0.0176(5) 0.0202(5) 0.0074(5) 0.0061(5) -0.0002(5)
O3 0.0260(5) 0.0173(5) 0.0176(5) -0.0008(4) 0.0062(4) 0.0001(4)
N1 0.0174(5) 0.0168(5) 0.0181(5) -0.0017(5) 0.0055(5) 0.0006(5)
C1 0.0198(7) 0.0292(9) 0.0200(7) 0.0001(7) 0.0078(5) -0.0064(7)
C2 0.0308(8) 0.0276(8) 0.0260(8) -0.0003(7) 0.0071(5) -0.0034(7)
C3 0.0302(8) 0.0326(10) 0.0312(9) -0.0065(8) 0.0053(7) -0.0098(8)
C4 0.0278(8) 0.0478(11) 0.0205(8) -0.0035(8) 0.0010(7) -0.0088(8)
C5 0.0362(9) 0.0409(11) 0.0207(8) -0.0015(8) 0.0065(7) 0.0027(8)
C6 0.0302(8) 0.0302(9) 0.0235(8) -0.0071(7) 0.0101(5) -0.0031(7)
C7 0.0210(7) 0.0291(8) 0.0221(7) 0.0006(7) 0.0055(5) -0.0047(7)
C8 0.0205(7) 0.0180(7) 0.0163(7) 0.0017(5) 0.0032(5) -0.0007(5)
C9 0.0186(7) 0.0313(9) 0.0211(7) -0.0007(5) 0.0025(5) 0.0005(7)
C10 0.0190(7) 0.0171(7) 0.0173(7) 0.0001(5) 0.0049(5) 0.0008(5)
C11 0.0162(7) 0.0151(7) 0.0203(7) -0.0028(5) 0.0030(5) -0.0010(5)
C12 0.0183(7) 0.0216(8) 0.0193(7) -0.0025(5) 0.0020(5) -0.0034(5)
C13 0.0194(7) 0.0256(9) 0.0244(8) 0.0019(7) 0.0052(5) -0.0006(7)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C11 O2 H2A 109.5
C12 N1 C10 120.74(12)
C12 N1 H1 119.6
C10 N1 H1 119.6
C2 C1 C6 118.40(14)
C2 C1 C7 121.38(15)
C6 C1 C7 120.22(15)
C1 C2 C3 121.22(17)
C1 C2 H2 119.4
C3 C2 H2 119.4
C4 C3 C2 119.70(16)
C4 C3 H3 120.1
C2 C3 H3 120.1
C3 C4 C5 119.96(15)
C3 C4 H4 120.0
C5 C4 H4 120.0
C4 C5 C6 119.97(17)
C4 C5 H5 120.0
C6 C5 H5 120.0
C1 C6 C5 120.74(16)
C1 C6 H6 119.6
C5 C6 H6 119.6
C1 C7 C8 112.56(12)
C1 C7 H7A 109.1
C8 C7 H7A 109.1
C1 C7 H7B 109.1
C8 C7 H7B 109.1
H7A C7 H7B 107.8
C9 C8 C7 112.12(13)
C9 C8 C10 111.95(12)
C7 C8 C10 109.29(12)
C9 C8 H8 107.8
C7 C8 H8 107.8
C10 C8 H8 107.8
C8 C9 H9A 109.5
C8 C9 H9B 109.5
H9A C9 H9B 109.5
C8 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
N1 C10 C11 108.80(12)
N1 C10 C8 113.31(12)
C11 C10 C8 111.47(12)
N1 C10 H10 107.7
C11 C10 H10 107.7
C8 C10 H10 107.7
O3 C11 O2 122.24(13)
O3 C11 C10 125.12(13)
O2 C11 C10 112.64(12)
O1 C12 N1 126.70(15)
O1 C12 C13 118.58(14)
N1 C12 C13 114.68(13)
F1 C13 F3 107.67(13)
F1 C13 F2 107.08(13)
F3 C13 F2 106.84(14)
F1 C13 C12 111.03(13)
F3 C13 C12 113.32(13)
F2 C13 C12 110.61(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
F1 C13 1.3216(17)
F2 C13 1.328(2)
F3 C13 1.3253(18)
O1 C12 1.214(2)
O2 C11 1.3213(18)
O2 H2A 0.84
O3 C11 1.2207(18)
N1 C12 1.339(2)
N1 C10 1.457(2)
N1 H1 0.88
C1 C2 1.388(2)
C1 C6 1.394(2)
C1 C7 1.513(2)
C2 C3 1.394(2)
C2 H2 0.95
C3 C4 1.384(3)
C3 H3 0.95
C4 C5 1.387(3)
C4 H4 0.95
C5 C6 1.394(2)
C5 H5 0.95
C6 H6 0.95
C7 C8 1.542(2)
C7 H7A 0.99
C7 H7B 0.99
C8 C9 1.526(2)
C8 C10 1.550(2)
C8 H8 1.0
C9 H9A 0.98
C9 H9B 0.98
C9 H9C 0.98
C10 C11 1.513(2)
C10 H10 1.0
C12 C13 1.542(2)
|
1501810.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501810.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501810
loop_
_publ_author_name
'Huang, Hongbo'
'Feng, Xiaojun'
'Xiao, Ze'en'
'Liu, Lan'
'Li, Hanxiang'
'Ma, Lin'
'Lu, Yongjun'
'Ju, Jianhua'
'She, Zhigang'
'Lin, Yongcheng'
_publ_section_title
;
Azaphilones and p-terphenyls from the mangrove endophytic fungus
Penicillium chermesinum (ZH4-E2) isolated from the South China Sea.
;
_journal_issue 5
_journal_name_full 'Journal of natural products'
_journal_page_first 997
_journal_page_last 1002
_journal_paper_doi 10.1021/np100889v
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration ad
_chemical_formula_moiety 'C17 H22 O4'
_chemical_formula_sum 'C17 H22 O4'
_chemical_formula_weight 290.35
_chemical_name_systematic
;
?
;
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 100.6710(10)
_cell_angle_gamma 90.00
_cell_formula_units_Z 2
_cell_length_a 5.88250(10)
_cell_length_b 8.9553(2)
_cell_length_c 14.63630(15)
_cell_measurement_reflns_used 9108
_cell_measurement_temperature 123(2)
_cell_measurement_theta_max 71.3301
_cell_measurement_theta_min 3.0699
_cell_volume 757.70(2)
_computing_cell_refinement 'Bruker FRAMBO'
_computing_data_collection 'Bruker FRAMBO'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 123(2)
_diffrn_detector_area_resol_mean 8.2417
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type 'Xcalibur, Onyx, Nova'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator mirror
_diffrn_radiation_source 'Nova (Cu) X-ray Source'
_diffrn_radiation_type 'Cu K\a'
_diffrn_radiation_wavelength 1.5418
_diffrn_reflns_av_R_equivalents 0.0311
_diffrn_reflns_av_sigmaI/netI 0.0193
_diffrn_reflns_limit_h_max 7
_diffrn_reflns_limit_h_min -7
_diffrn_reflns_limit_k_max 10
_diffrn_reflns_limit_k_min -10
_diffrn_reflns_limit_l_max 17
_diffrn_reflns_limit_l_min -17
_diffrn_reflns_number 14768
_diffrn_reflns_theta_full 68.64
_diffrn_reflns_theta_max 68.64
_diffrn_reflns_theta_min 3.07
_exptl_absorpt_coefficient_mu 0.728
_exptl_absorpt_correction_T_max 0.9307
_exptl_absorpt_correction_T_min 0.8389
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.273
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description plate
_exptl_crystal_F_000 312
_exptl_crystal_size_max 0.25
_exptl_crystal_size_mid 0.20
_exptl_crystal_size_min 0.10
_refine_diff_density_max 0.107
_refine_diff_density_min -0.188
_refine_diff_density_rms 0.035
_refine_ls_abs_structure_details
'Flack H D (1983), Acta Cryst. A39, 876-881,1290 Friedel pairs'
_refine_ls_abs_structure_Flack 0.07(2)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.077
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 195
_refine_ls_number_reflns 2777
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.077
_refine_ls_R_factor_all 0.0344
_refine_ls_R_factor_gt 0.0308
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0429P)^2^+0.0919P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0744
_refine_ls_wR_factor_ref 0.0772
_reflns_number_gt 2625
_reflns_number_total 2777
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np100889v_si_002.cif
_cod_data_source_block jl_9_110127_2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P2(1)
_cod_database_code 1501810
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.5453(3) 0.60087(17) 0.76092(10) 0.0240(3) Uani 1 1 d .
H1 H 0.5182 0.6517 0.8149 0.029 Uiso 1 1 calc R
C2 C 0.4440(3) 0.40770(18) 0.65295(11) 0.0274(3) Uani 1 1 d .
C3 C 0.6161(3) 0.44596(19) 0.60944(11) 0.0287(3) Uani 1 1 d .
H3 H 0.6432 0.3878 0.5582 0.034 Uiso 1 1 calc R
C4 C 0.7615(3) 0.57312(17) 0.63826(10) 0.0248(3) Uani 1 1 d .
C5 C 0.9271(3) 0.62246(19) 0.59104(11) 0.0275(3) Uani 1 1 d .
H5 H 0.9599 0.5660 0.5401 0.033 Uiso 1 1 calc R
C6 C 1.0513(3) 0.7574(2) 0.61712(10) 0.0286(3) Uani 1 1 d .
C7 C 0.9759(2) 0.85527(18) 0.69233(10) 0.0260(3) Uani 1 1 d .
C8 C 0.9031(2) 0.75682(17) 0.76836(10) 0.0224(3) Uani 1 1 d .
H8 H 1.0430 0.6980 0.7967 0.027 Uiso 1 1 calc R
C9 C 0.7244(2) 0.64489(16) 0.72349(10) 0.0223(3) Uani 1 1 d .
C10 C 0.8345(3) 0.84849(18) 0.84696(10) 0.0246(3) Uani 1 1 d .
H10A H 0.9427 0.9336 0.8609 0.030 Uiso 1 1 calc R
H10B H 0.6778 0.8900 0.8252 0.030 Uiso 1 1 calc R
C11 C 0.8343(2) 0.76182(17) 0.93624(10) 0.0228(3) Uani 1 1 d .
C12 C 0.7150(3) 0.83567(18) 1.00800(11) 0.0270(3) Uani 1 1 d .
H12 H 0.7637 0.9428 1.0137 0.032 Uiso 1 1 calc R
C13 C 0.7797(3) 0.7630(2) 1.10380(11) 0.0328(4) Uani 1 1 d .
H13A H 0.6781 0.8040 1.1446 0.039 Uiso 1 1 calc R
H13B H 0.7488 0.6545 1.0973 0.039 Uiso 1 1 calc R
C14 C 1.0295(3) 0.7854(2) 1.15092(12) 0.0413(4) Uani 1 1 d .
H14A H 1.1317 0.7355 1.1147 0.062 Uiso 1 1 calc R
H14B H 1.0534 0.7427 1.2136 0.062 Uiso 1 1 calc R
H14C H 1.0648 0.8924 1.1549 0.062 Uiso 1 1 calc R
C15 C 0.2831(3) 0.2797(2) 0.63078(12) 0.0371(4) Uani 1 1 d .
H15A H 0.3244 0.2225 0.5792 0.056 Uiso 1 1 calc R
H15B H 0.1244 0.3169 0.6130 0.056 Uiso 1 1 calc R
H15C H 0.2943 0.2152 0.6855 0.056 Uiso 1 1 calc R
C16 C 0.7811(3) 0.95884(19) 0.64508(11) 0.0305(4) Uani 1 1 d .
H16A H 0.7409 1.0290 0.6910 0.046 Uiso 1 1 calc R
H16B H 0.6449 0.8991 0.6190 0.046 Uiso 1 1 calc R
H16C H 0.8331 1.0145 0.5951 0.046 Uiso 1 1 calc R
C17 C 0.4514(3) 0.8302(2) 0.97368(12) 0.0366(4) Uani 1 1 d .
H17A H 0.4134 0.8739 0.9113 0.055 Uiso 1 1 calc R
H17B H 0.3742 0.8871 1.0163 0.055 Uiso 1 1 calc R
H17C H 0.3988 0.7262 0.9715 0.055 Uiso 1 1 calc R
O1 O 0.39842(18) 0.48780(11) 0.72700(7) 0.0278(2) Uani 1 1 d .
O2 O 1.21064(19) 0.80457(14) 0.58020(8) 0.0383(3) Uani 1 1 d .
O3 O 1.17098(18) 0.94283(14) 0.73455(8) 0.0333(3) Uani 1 1 d .
H3A H 1.2690 0.9448 0.6995 0.050 Uiso 1 1 calc R
O4 O 0.92393(19) 0.63953(12) 0.94869(7) 0.0302(3) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0265(7) 0.0246(8) 0.0205(7) -0.0025(6) 0.0034(6) -0.0019(6)
C2 0.0326(8) 0.0262(8) 0.0213(8) -0.0014(6) -0.0008(6) -0.0004(7)
C3 0.0368(8) 0.0277(8) 0.0208(7) -0.0030(6) 0.0029(6) 0.0027(7)
C4 0.0271(8) 0.0265(8) 0.0203(8) 0.0030(6) 0.0029(6) 0.0047(6)
C5 0.0322(8) 0.0322(8) 0.0197(7) 0.0019(6) 0.0085(6) 0.0046(7)
C6 0.0258(7) 0.0371(9) 0.0231(8) 0.0075(7) 0.0051(6) 0.0039(7)
C7 0.0244(7) 0.0289(8) 0.0247(8) 0.0022(7) 0.0045(6) -0.0038(6)
C8 0.0231(7) 0.0230(7) 0.0209(7) 0.0021(6) 0.0041(5) 0.0017(6)
C9 0.0241(7) 0.0226(7) 0.0196(7) 0.0022(6) 0.0026(6) 0.0032(6)
C10 0.0260(7) 0.0232(7) 0.0248(8) 0.0000(6) 0.0051(6) -0.0021(6)
C11 0.0216(7) 0.0227(7) 0.0230(7) -0.0024(6) 0.0013(5) -0.0034(6)
C12 0.0318(8) 0.0233(8) 0.0267(8) -0.0012(6) 0.0072(6) -0.0006(7)
C13 0.0432(9) 0.0322(8) 0.0249(8) -0.0017(7) 0.0115(7) -0.0004(8)
C14 0.0558(11) 0.0367(10) 0.0282(8) 0.0019(8) -0.0012(8) -0.0076(9)
C15 0.0447(9) 0.0305(9) 0.0340(9) -0.0035(8) 0.0022(7) -0.0081(8)
C16 0.0336(8) 0.0289(9) 0.0295(9) 0.0063(7) 0.0070(7) 0.0006(7)
C17 0.0319(8) 0.0424(10) 0.0380(10) -0.0013(8) 0.0128(7) 0.0036(8)
O1 0.0296(5) 0.0277(6) 0.0265(6) -0.0026(5) 0.0059(4) -0.0059(5)
O2 0.0340(6) 0.0527(8) 0.0317(6) 0.0067(5) 0.0152(5) -0.0039(6)
O3 0.0282(6) 0.0393(7) 0.0332(6) 0.0013(5) 0.0075(5) -0.0118(5)
O4 0.0383(6) 0.0276(6) 0.0248(6) 0.0010(5) 0.0062(5) 0.0060(5)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C9 C1 O1 124.42(14)
C9 C1 H1 117.8
O1 C1 H1 117.8
C3 C2 O1 121.35(14)
C3 C2 C15 127.06(15)
O1 C2 C15 111.60(13)
C2 C3 C4 121.62(14)
C2 C3 H3 119.2
C4 C3 H3 119.2
C5 C4 C3 123.18(14)
C5 C4 C9 121.62(14)
C3 C4 C9 115.19(13)
C4 C5 C6 121.04(14)
C4 C5 H5 119.5
C6 C5 H5 119.5
O2 C6 C5 124.27(15)
O2 C6 C7 117.38(15)
C5 C6 C7 118.28(13)
O3 C7 C6 107.90(12)
O3 C7 C16 109.58(14)
C6 C7 C16 108.21(13)
O3 C7 C8 108.01(12)
C6 C7 C8 110.29(13)
C16 C7 C8 112.75(12)
C9 C8 C10 115.10(12)
C9 C8 C7 109.23(12)
C10 C8 C7 112.58(12)
C9 C8 H8 106.5
C10 C8 H8 106.5
C7 C8 H8 106.5
C1 C9 C4 118.47(14)
C1 C9 C8 123.78(13)
C4 C9 C8 117.57(12)
C11 C10 C8 114.55(13)
C11 C10 H10A 108.6
C8 C10 H10A 108.6
C11 C10 H10B 108.6
C8 C10 H10B 108.6
H10A C10 H10B 107.6
O4 C11 C12 122.17(14)
O4 C11 C10 121.33(13)
C12 C11 C10 116.50(13)
C11 C12 C13 112.37(13)
C11 C12 C17 109.09(12)
C13 C12 C17 110.51(13)
C11 C12 H12 108.3
C13 C12 H12 108.3
C17 C12 H12 108.3
C14 C13 C12 114.61(14)
C14 C13 H13A 108.6
C12 C13 H13A 108.6
C14 C13 H13B 108.6
C12 C13 H13B 108.6
H13A C13 H13B 107.6
C13 C14 H14A 109.5
C13 C14 H14B 109.5
H14A C14 H14B 109.5
C13 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C2 C15 H15A 109.5
C2 C15 H15B 109.5
H15A C15 H15B 109.5
C2 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
C7 C16 H16A 109.5
C7 C16 H16B 109.5
H16A C16 H16B 109.5
C7 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
C12 C17 H17A 109.5
C12 C17 H17B 109.5
H17A C17 H17B 109.5
C12 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C1 O1 C2 118.31(12)
C7 O3 H3A 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C9 1.334(2)
C1 O1 1.3637(18)
C1 H1 0.9500
C2 C3 1.337(2)
C2 O1 1.3670(19)
C2 C15 1.484(2)
C3 C4 1.439(2)
C3 H3 0.9500
C4 C5 1.368(2)
C4 C9 1.455(2)
C5 C6 1.427(2)
C5 H5 0.9500
C6 O2 1.2398(19)
C6 C7 1.535(2)
C7 O3 1.4320(18)
C7 C16 1.536(2)
C7 C8 1.541(2)
C8 C9 1.512(2)
C8 C10 1.527(2)
C8 H8 1.0000
C10 C11 1.520(2)
C10 H10A 0.9900
C10 H10B 0.9900
C11 O4 1.2144(19)
C11 C12 1.519(2)
C12 C13 1.529(2)
C12 C17 1.540(2)
C12 H12 1.0000
C13 C14 1.517(2)
C13 H13A 0.9900
C13 H13B 0.9900
C14 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
C15 H15A 0.9800
C15 H15B 0.9800
C15 H15C 0.9800
C16 H16A 0.9800
C16 H16B 0.9800
C16 H16C 0.9800
C17 H17A 0.9800
C17 H17B 0.9800
C17 H17C 0.9800
O3 H3A 0.8400
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O3 H3A O2 0.84 2.13 2.6242(17) 117.7
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
O1 C2 C3 C4 -0.1(2)
C15 C2 C3 C4 -179.66(15)
C2 C3 C4 C5 -174.70(15)
C2 C3 C4 C9 6.8(2)
C3 C4 C5 C6 173.85(14)
C9 C4 C5 C6 -7.7(2)
C4 C5 C6 O2 176.43(15)
C4 C5 C6 C7 -6.8(2)
O2 C6 C7 O3 -27.44(18)
C5 C6 C7 O3 155.60(13)
O2 C6 C7 C16 91.05(16)
C5 C6 C7 C16 -85.91(16)
O2 C6 C7 C8 -145.20(14)
C5 C6 C7 C8 37.84(18)
O3 C7 C8 C9 -170.58(12)
C6 C7 C8 C9 -52.89(15)
C16 C7 C8 C9 68.20(16)
O3 C7 C8 C10 60.25(16)
C6 C7 C8 C10 177.95(11)
C16 C7 C8 C10 -60.97(16)
O1 C1 C9 C4 3.0(2)
O1 C1 C9 C8 -172.00(14)
C5 C4 C9 C1 173.38(15)
C3 C4 C9 C1 -8.1(2)
C5 C4 C9 C8 -11.3(2)
C3 C4 C9 C8 167.24(13)
C10 C8 C9 C1 -15.5(2)
C7 C8 C9 C1 -143.22(15)
C10 C8 C9 C4 169.51(12)
C7 C8 C9 C4 41.74(17)
C9 C8 C10 C11 72.15(16)
C7 C8 C10 C11 -161.78(12)
C8 C10 C11 O4 13.4(2)
C8 C10 C11 C12 -166.10(12)
O4 C11 C12 C13 16.3(2)
C10 C11 C12 C13 -164.23(12)
O4 C11 C12 C17 -106.65(16)
C10 C11 C12 C17 72.86(16)
C11 C12 C13 C14 67.68(18)
C17 C12 C13 C14 -170.21(15)
C9 C1 O1 C2 4.0(2)
C3 C2 O1 C1 -5.5(2)
C15 C2 O1 C1 174.13(13)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 26629971
|
1501811.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501811.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501811
loop_
_publ_author_name
'Chou, Bo-Hon'
'Yang, Li-Ming'
'Chang, Shwu-Fen'
'Hsu, Feng-Lin'
'Wang, Li-Hsuan'
'Lin, Wen-Kuang'
'Liu, Pan-Chun'
'Lin, Shwu-Jiuan'
_publ_section_title
;
Transformation of isosteviol lactam by fungi and the suppressive effects
of its transformed products on LPS-induced iNOS expression in
macrophages.
;
_journal_issue 6
_journal_name_full 'Journal of natural products'
_journal_page_first 1379
_journal_page_last 1385
_journal_paper_doi 10.1021/np100915q
_journal_volume 74
_journal_year 2011
_chemical_formula_sum 'C22 H33 N O3'
_chemical_formula_weight 359.49
_chemical_name_systematic
;
?
;
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 7.7118(12)
_cell_length_b 10.430(3)
_cell_length_c 25.351(7)
_cell_measurement_reflns_used 2526
_cell_measurement_temperature 295(2)
_cell_measurement_theta_max 70.5500
_cell_measurement_theta_min 3.4843
_cell_volume 2039.1(9)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.31 (release 08-01-2009 CrysAlis171 .NET)
(compiled Jan 8 2009,16:24:04)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_computing_data_collection
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.31 (release 08-01-2009 CrysAlis171 .NET)
(compiled Jan 8 2009,16:24:04)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.31 (release 08-01-2009 CrysAlis171 .NET)
(compiled Jan 8 2009,16:24:04)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_computing_molecular_graphics SHELXTL
_computing_publication_material SHELXTL
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 295(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type 'Oxford Diffraction Gemini A'
_diffrn_measurement_method CCD
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0731
_diffrn_reflns_av_sigmaI/netI 0.0860
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 28
_diffrn_reflns_limit_l_min -30
_diffrn_reflns_number 15060
_diffrn_reflns_theta_full 67.99
_diffrn_reflns_theta_max 67.99
_diffrn_reflns_theta_min 3.49
_exptl_absorpt_coefficient_mu 0.605
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.60314
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.31 (release 08-01-2009 CrysAlis171 .NET)
(compiled Jan 8 2009,16:24:04)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn 1.171
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 784
_exptl_crystal_size_max 0.25
_exptl_crystal_size_mid 0.20
_exptl_crystal_size_min 0.10
_refine_diff_density_max 0.162
_refine_diff_density_min -0.165
_refine_diff_density_rms 0.040
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.8(5)
_refine_ls_extinction_coef 0.0042(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 0.976
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 245
_refine_ls_number_reflns 3716
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 0.976
_refine_ls_R_factor_all 0.1530
_refine_ls_R_factor_gt 0.0611
_refine_ls_shift/su_max 0.073
_refine_ls_shift/su_mean 0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0741P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1239
_refine_ls_wR_factor_ref 0.1650
_reflns_number_gt 1736
_reflns_number_total 3716
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np100915q_si_002.cif
_cod_data_source_block ic13623
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_cell_volume 2039.2(8)
_cod_original_sg_symbol_H-M P2(1)2(1)2(1)
_cod_database_code 1501811
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.0975(5) -0.2534(3) 0.07428(14) 0.0875(11) Uani 1 1 d . . .
O2 O 0.3167(4) -0.1218(3) 0.09385(13) 0.0789(10) Uani 1 1 d . . .
N1 N 0.3131(6) 0.4175(5) 0.23719(19) 0.1113(17) Uani 1 1 d . . .
C1 C -0.2393(5) 0.0510(4) 0.06266(19) 0.0664(13) Uani 1 1 d . . .
H1A H -0.3387 0.0482 0.0861 0.080 Uiso 1 1 calc R . .
H1B H -0.2634 0.1137 0.0354 0.080 Uiso 1 1 calc R . .
C2 C -0.2170(5) -0.0814(4) 0.0368(2) 0.0765(14) Uani 1 1 d . . .
H2A H -0.2097 -0.1467 0.0639 0.092 Uiso 1 1 calc R . .
H2B H -0.3173 -0.1000 0.0150 0.092 Uiso 1 1 calc R . .
C3 C -0.0533(5) -0.0851(4) 0.00284(17) 0.0691(13) Uani 1 1 d . . .
H3B H -0.0698 -0.0287 -0.0271 0.083 Uiso 1 1 calc R . .
H3C H -0.0390 -0.1714 -0.0107 0.083 Uiso 1 1 calc R . .
C4 C 0.1142(5) -0.0461(4) 0.03116(17) 0.0557(11) Uani 1 1 d . . .
C5 C 0.0825(5) 0.0878(4) 0.05838(15) 0.0533(11) Uani 1 1 d . . .
H5A H 0.0556 0.1457 0.0291 0.064 Uiso 1 1 calc R . .
C6 C 0.2429(5) 0.1483(4) 0.08476(18) 0.0617(12) Uani 1 1 d . . .
H6A H 0.2689 0.1033 0.1173 0.074 Uiso 1 1 calc R . .
H6B H 0.3423 0.1406 0.0615 0.074 Uiso 1 1 calc R . .
C7 C 0.2078(5) 0.2901(4) 0.09657(17) 0.0598(12) Uani 1 1 d . . .
H7A H 0.3098 0.3267 0.1131 0.072 Uiso 1 1 calc R . .
H7B H 0.1894 0.3348 0.0635 0.072 Uiso 1 1 calc R . .
C8 C 0.0519(5) 0.3131(4) 0.13222(17) 0.0529(11) Uani 1 1 d . . .
C9 C -0.1068(5) 0.2393(4) 0.10952(16) 0.0543(11) Uani 1 1 d . . .
H9A H -0.1305 0.2818 0.0758 0.065 Uiso 1 1 calc R . .
C10 C -0.0790(5) 0.0950(4) 0.09436(16) 0.0517(10) Uani 1 1 d . . .
C11 C -0.2707(5) 0.2643(4) 0.1426(2) 0.0716(14) Uani 1 1 d . . .
H11A H -0.3720 0.2420 0.1218 0.086 Uiso 1 1 calc R . .
H11B H -0.2689 0.2089 0.1733 0.086 Uiso 1 1 calc R . .
C12 C -0.2863(6) 0.4006(5) 0.1603(2) 0.0787(14) Uani 1 1 d . . .
H12A H -0.3914 0.4264 0.1749 0.094 Uiso 1 1 calc R . .
C13 C -0.1628(6) 0.4864(4) 0.15674(18) 0.0683(13) Uani 1 1 d . . .
C14 C 0.0081(5) 0.4545(4) 0.13150(18) 0.0643(13) Uani 1 1 d . . .
H14A H 0.0991 0.5011 0.1497 0.077 Uiso 1 1 calc R . .
H14B H 0.0063 0.4838 0.0952 0.077 Uiso 1 1 calc R . .
C15 C 0.0903(6) 0.2714(4) 0.18961(17) 0.0681(13) Uani 1 1 d . . .
H15A H -0.0172 0.2713 0.2095 0.082 Uiso 1 1 calc R . .
H15B H 0.1348 0.1844 0.1894 0.082 Uiso 1 1 calc R . .
C16 C 0.2144(7) 0.3538(5) 0.21602(19) 0.0766(15) Uani 1 1 d . . .
C17 C -0.1870(7) 0.6219(4) 0.1757(2) 0.1010(18) Uani 1 1 d . . .
H17A H -0.3009 0.6312 0.1905 0.151 Uiso 1 1 calc R . .
H17B H -0.1738 0.6800 0.1466 0.151 Uiso 1 1 calc R . .
H17C H -0.1017 0.6410 0.2022 0.151 Uiso 1 1 calc R . .
C18 C 0.2597(6) -0.0340(4) -0.01065(18) 0.0750(14) Uani 1 1 d . . .
H18A H 0.3657 -0.0087 0.0063 0.113 Uiso 1 1 calc R . .
H18B H 0.2276 0.0293 -0.0363 0.113 Uiso 1 1 calc R . .
H18C H 0.2761 -0.1152 -0.0278 0.113 Uiso 1 1 calc R . .
C19 C 0.1679(6) -0.1515(5) 0.06903(19) 0.0646(12) Uani 1 1 d . . .
C20 C -0.0636(6) 0.0066(4) 0.14277(16) 0.0693(13) Uani 1 1 d . . .
H20A H -0.0476 -0.0803 0.1313 0.104 Uiso 1 1 calc R . .
H20B H -0.1675 0.0125 0.1635 0.104 Uiso 1 1 calc R . .
H20C H 0.0339 0.0326 0.1637 0.104 Uiso 1 1 calc R . .
C21 C 0.3870(8) -0.2120(5) 0.1318(2) 0.1022(19) Uani 1 1 d . . .
H21A H 0.3453 -0.2976 0.1238 0.123 Uiso 1 1 calc R A 1
H21B H 0.5125 -0.2126 0.1293 0.123 Uiso 1 1 calc R A 1
O3 O 0.400(3) -0.039(2) 0.1946(10) 0.113(8) Uani 0.50 1 d P B 1
H3A H 0.3719 -0.0182 0.2245 0.170 Uiso 0.50 1 calc PR B 1
C22 C 0.3365(11) -0.1777(8) 0.1836(4) 0.140(3) Uani 0.50 1 d P B 1
H22C H 0.3872 -0.2366 0.2088 0.168 Uiso 0.50 1 calc PR B 1
H22D H 0.2113 -0.1819 0.1869 0.168 Uiso 0.50 1 calc PR B 1
O3' O 0.337(3) -0.072(2) 0.2044(9) 0.139(10) Uani 0.50 1 d P B 2
H3'A H 0.2949 -0.0776 0.2340 0.209 Uiso 0.50 1 calc PR B 2
C22' C 0.3365(11) -0.1777(8) 0.1836(4) 0.140(3) Uani 0.50 1 d P B 2
H22A H 0.2182 -0.2081 0.1870 0.168 Uiso 0.50 1 calc PR B 2
H22B H 0.4057 -0.2317 0.2065 0.168 Uiso 0.50 1 calc PR B 2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.090(2) 0.0583(19) 0.114(3) 0.006(2) 0.002(2) -0.001(2)
O2 0.079(2) 0.069(2) 0.089(2) 0.006(2) -0.0142(19) 0.0135(18)
N1 0.087(3) 0.154(4) 0.093(3) -0.023(3) -0.008(3) -0.025(3)
C1 0.044(2) 0.073(3) 0.082(3) -0.013(3) -0.006(2) -0.001(2)
C2 0.052(3) 0.078(3) 0.099(4) -0.015(3) -0.008(3) -0.009(3)
C3 0.069(3) 0.062(3) 0.077(3) -0.006(3) -0.006(3) -0.002(3)
C4 0.052(2) 0.053(3) 0.062(3) -0.003(2) 0.007(2) -0.001(2)
C5 0.041(2) 0.057(3) 0.062(3) -0.001(2) 0.002(2) 0.000(2)
C6 0.043(2) 0.062(3) 0.079(3) -0.005(3) 0.005(2) -0.007(2)
C7 0.045(2) 0.056(3) 0.079(3) -0.007(3) 0.000(2) 0.000(2)
C8 0.042(2) 0.056(3) 0.061(3) -0.004(2) 0.002(2) -0.002(2)
C9 0.042(2) 0.057(3) 0.064(3) -0.005(2) -0.003(2) 0.003(2)
C10 0.038(2) 0.057(3) 0.060(3) 0.002(2) 0.000(2) 0.001(2)
C11 0.042(2) 0.077(3) 0.096(4) -0.010(3) 0.004(2) 0.007(2)
C12 0.059(3) 0.081(4) 0.097(4) -0.022(3) 0.014(3) 0.011(3)
C13 0.068(3) 0.063(3) 0.073(3) -0.010(3) -0.002(3) 0.012(3)
C14 0.061(3) 0.062(3) 0.070(3) -0.004(3) -0.007(2) -0.001(2)
C15 0.059(3) 0.077(3) 0.069(3) 0.000(3) -0.008(3) -0.004(3)
C16 0.068(3) 0.096(4) 0.066(3) -0.001(3) -0.001(3) -0.005(3)
C17 0.105(4) 0.069(4) 0.129(5) -0.016(4) 0.016(4) 0.018(3)
C18 0.078(3) 0.075(3) 0.072(3) -0.003(3) 0.021(3) 0.007(3)
C19 0.066(3) 0.061(3) 0.067(3) -0.012(3) 0.005(3) 0.008(3)
C20 0.064(3) 0.064(3) 0.080(3) -0.006(3) 0.013(3) -0.006(3)
C21 0.112(4) 0.093(4) 0.102(4) 0.017(4) -0.019(4) 0.038(4)
O3 0.150(18) 0.073(7) 0.118(12) -0.001(7) -0.030(11) 0.021(9)
C22 0.161(7) 0.150(8) 0.108(7) 0.009(6) -0.013(6) 0.070(7)
O3' 0.121(15) 0.22(3) 0.078(9) -0.041(14) -0.040(10) 0.087(16)
C22' 0.161(7) 0.150(8) 0.108(7) 0.009(6) -0.013(6) 0.070(7)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C19 O2 C21 118.6(4)
C2 C1 C10 113.5(3)
C3 C2 C1 110.8(4)
C2 C3 C4 115.2(3)
C19 C4 C3 109.5(3)
C19 C4 C18 107.1(3)
C3 C4 C18 108.2(3)
C19 C4 C5 114.0(3)
C3 C4 C5 108.0(3)
C18 C4 C5 109.8(3)
C6 C5 C10 111.8(3)
C6 C5 C4 115.4(3)
C10 C5 C4 115.2(3)
C7 C6 C5 109.8(3)
C8 C7 C6 114.0(3)
C14 C8 C7 108.8(3)
C14 C8 C15 109.2(4)
C7 C8 C15 111.2(3)
C14 C8 C9 107.6(3)
C7 C8 C9 108.9(3)
C15 C8 C9 111.0(3)
C11 C9 C8 111.2(3)
C11 C9 C10 114.1(3)
C8 C9 C10 117.2(3)
C20 C10 C1 107.4(3)
C20 C10 C5 112.3(3)
C1 C10 C5 108.9(3)
C20 C10 C9 112.9(3)
C1 C10 C9 107.7(3)
C5 C10 C9 107.5(3)
C12 C11 C9 113.0(4)
C13 C12 C11 124.7(4)
C12 C13 C14 121.1(4)
C12 C13 C17 121.9(5)
C14 C13 C17 116.9(4)
C13 C14 C8 114.0(4)
C16 C15 C8 113.2(4)
N1 C16 C15 179.1(6)
O1 C19 O2 122.5(5)
O1 C19 C4 126.0(5)
O2 C19 C4 111.2(4)
C22 C21 O2 110.3(5)
C21 C22 O3 108.4(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C19 1.201(5)
O2 C19 1.345(5)
O2 C21 1.450(5)
N1 C16 1.144(6)
C1 C2 1.538(5)
C1 C10 1.544(5)
C2 C3 1.528(6)
C3 C4 1.532(5)
C4 C19 1.517(6)
C4 C18 1.549(5)
C4 C5 1.577(5)
C5 C6 1.540(5)
C5 C10 1.546(5)
C6 C7 1.533(5)
C7 C8 1.523(5)
C8 C14 1.513(5)
C8 C15 1.547(6)
C8 C9 1.556(5)
C9 C11 1.539(5)
C9 C10 1.569(5)
C10 C20 1.539(5)
C11 C12 1.497(6)
C12 C13 1.310(6)
C13 C14 1.503(6)
C13 C17 1.505(6)
C15 C16 1.450(6)
C21 C22 1.416(9)
O3 C22 1.55(3)
|
1501812.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501812.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501812
loop_
_publ_author_name
'Wu, Hankui'
'Fronczek, Frank R.'
'Ferreira, Daneel'
'Burandt, Jr, Charles L'
'Zjawiony, Jordan K.'
_publ_section_title
;
Labdane diterpenoids from Leonurus sibiricus.
;
_journal_issue 4
_journal_name_full 'Journal of natural products'
_journal_page_first 831
_journal_page_last 836
_journal_paper_doi 10.1021/np100956k
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration ad
_chemical_formula_moiety 'C22 H32 O6'
_chemical_formula_sum 'C22 H32 O6'
_chemical_formula_weight 392.48
_chemical_name_systematic
;
?
;
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90
_cell_angle_beta 90.176(5)
_cell_angle_gamma 90
_cell_formula_units_Z 4
_cell_length_a 12.1972(10)
_cell_length_b 8.9304(5)
_cell_length_c 18.0154(14)
_cell_measurement_reflns_used 9886
_cell_measurement_temperature 90.0(5)
_cell_measurement_theta_max 67.8
_cell_measurement_theta_min 4.3
_cell_volume 1962.3(2)
_computing_cell_refinement 'Bruker (2006) Apex-II '
_computing_data_collection 'Bruker (2006) Apex-II'
_computing_data_reduction 'Bruker (2006) Apex-II '
_computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material 'Bruker SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SIR2002 (Burla et al., 2003)'
_diffrn_ambient_temperature 90.0(5)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.024
_diffrn_reflns_av_sigmaI/netI 0.0269
_diffrn_reflns_limit_h_max 14
_diffrn_reflns_limit_h_min -14
_diffrn_reflns_limit_k_max 10
_diffrn_reflns_limit_k_min -10
_diffrn_reflns_limit_l_max 18
_diffrn_reflns_limit_l_min -21
_diffrn_reflns_number 18784
_diffrn_reflns_theta_full 66.6
_diffrn_reflns_theta_max 68.1
_diffrn_reflns_theta_min 3.6
_exptl_absorpt_coefficient_mu 0.779
_exptl_absorpt_correction_T_max 0.835
_exptl_absorpt_correction_T_min 0.783
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SADABS (Sheldrick, 2002)'
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.328
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description fragment
_exptl_crystal_F_000 848
_exptl_crystal_size_max 0.33
_exptl_crystal_size_mid 0.33
_exptl_crystal_size_min 0.24
_refine_diff_density_max 0.17
_refine_diff_density_min -0.14
_refine_diff_density_rms 0.030
_refine_ls_abs_structure_details '3106 Bijvoet pairs, (Flack, 1983)'
_refine_ls_abs_structure_Flack 0.02(10)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.052
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 553
_refine_ls_number_reflns 6870
_refine_ls_number_restraints 1
_refine_ls_restrained_S_all 1.052
_refine_ls_R_factor_all 0.0282
_refine_ls_R_factor_gt 0.0279
_refine_ls_shift/su_max 0.002
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0414P)^2^+0.3233P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0742
_refine_ls_wR_factor_ref 0.0747
_reflns_number_gt 6795
_reflns_number_total 6870
_reflns_threshold_expression I>2\s(I)
_cod_data_source_file np100956k_si_002.cif
_cod_data_source_block LS-1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M 'P 21 '
_cod_database_code 1501812
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.44510(17) 0.8011(2) 0.81755(12) 0.0293(4) Uani 1 1 d . . .
H10H H 0.432(3) 0.865(5) 0.784(2) 0.044 Uiso 1 1 d . . .
O2 O 0.18988(16) 0.7968(2) 0.86749(11) 0.0290(4) Uani 1 1 d . . .
O3 O 0.23984(15) 0.4441(2) 0.92449(10) 0.0221(4) Uani 1 1 d . A .
O4 O 0.02624(17) 0.2353(3) 0.94108(13) 0.0368(5) Uani 1 1 d . . .
O5 O 0.34215(17) 0.2555(2) 0.73657(11) 0.0251(4) Uani 1 1 d . . .
O6 O 0.4032(2) 0.0246(2) 0.71217(12) 0.0337(5) Uani 1 1 d . . .
C1 C 0.4469(2) 0.3087(3) 0.87846(15) 0.0235(6) Uani 1 1 d . . .
H1A H 0.4862 0.2717 0.9230 0.028 Uiso 1 1 calc R . .
H1B H 0.3741 0.2597 0.8772 0.028 Uiso 1 1 calc R . .
C2 C 0.5101(2) 0.2628(3) 0.81011(15) 0.0253(6) Uani 1 1 d . . .
H2A H 0.5171 0.1523 0.8091 0.030 Uiso 1 1 calc R . .
H2B H 0.5848 0.3058 0.8125 0.030 Uiso 1 1 calc R . .
C3 C 0.4540(2) 0.3151(3) 0.73957(15) 0.0237(6) Uani 1 1 d . . .
H3 H 0.4962 0.2798 0.6954 0.028 Uiso 1 1 calc R . .
C4 C 0.4423(2) 0.4872(3) 0.73699(15) 0.0228(6) Uani 1 1 d . . .
C5 C 0.3830(2) 0.5367(3) 0.80895(14) 0.0198(5) Uani 1 1 d . . .
H5 H 0.3102 0.4855 0.8053 0.024 Uiso 1 1 calc R . .
C6 C 0.3524(2) 0.7050(3) 0.81048(15) 0.0224(5) Uani 1 1 d . . .
H6 H 0.3126 0.7305 0.7635 0.027 Uiso 1 1 calc R . .
C7 C 0.2774(2) 0.7349(3) 0.87551(15) 0.0243(6) Uani 1 1 d . . .
C8 C 0.3210(2) 0.6850(3) 0.95113(16) 0.0264(6) Uani 1 1 d . . .
H8 H 0.3935 0.7350 0.9588 0.032 Uiso 1 1 calc R . .
C9 C 0.3426(2) 0.5135(3) 0.94606(15) 0.0222(5) Uani 1 1 d . A .
C10 C 0.4305(2) 0.4792(3) 0.88584(14) 0.0199(5) Uani 1 1 d . . .
C11 C 0.3694(2) 0.4461(3) 1.02318(14) 0.0236(6) Uani 1 1 d . . .
H11A H 0.4248 0.3656 1.0189 0.028 Uiso 0.889(7) 1 calc PR A 1
H11B H 0.3975 0.5241 1.0573 0.028 Uiso 0.889(7) 1 calc PR A 1
H11C H 0.4454 0.4072 1.0235 0.028 Uiso 0.111(7) 1 calc PR A 2
H11D H 0.3638 0.5249 1.0616 0.024 Uiso 0.111(7) 1 calc PR A 2
C12 C 0.2604(3) 0.3834(4) 1.05098(17) 0.0255(8) Uani 0.889(7) 1 d P A 1
H12A H 0.2721 0.2938 1.0824 0.031 Uiso 0.889(7) 1 calc PR A 1
H12B H 0.2197 0.4594 1.0799 0.031 Uiso 0.889(7) 1 calc PR A 1
C13 C 0.1988(2) 0.3429(3) 0.97983(14) 0.0234(6) Uani 1 1 d . . .
C14 C 0.2073(3) 0.1792(4) 0.95453(18) 0.0239(8) Uani 0.889(7) 1 d P A 1
H14 H 0.2718 0.1197 0.9553 0.029 Uiso 0.889(7) 1 calc PR A 1
C15 C 0.1090(3) 0.1348(4) 0.93138(18) 0.0280(8) Uani 0.889(7) 1 d P A 1
H15 H 0.0973 0.0393 0.9095 0.034 Uiso 0.889(7) 1 calc PR A 1
C16 C 0.0726(3) 0.3547(4) 0.98384(19) 0.0250(8) Uani 0.889(7) 1 d P A 1
H16A H 0.0482 0.3472 1.0361 0.030 Uiso 0.889(7) 1 calc PR A 1
H16B H 0.0481 0.4524 0.9638 0.030 Uiso 0.889(7) 1 calc PR A 1
C12A C 0.305(3) 0.344(4) 1.037(2) 0.052(5) Uiso 0.111(7) 1 d P A 2
H12C H 0.2783 0.3551 1.0890 0.063 Uiso 0.111(7) 1 calc PR A 2
H12D H 0.3438 0.2466 1.0340 0.063 Uiso 0.111(7) 1 calc PR A 2
C14A C 0.101(3) 0.409(4) 1.017(2) 0.052(5) Uiso 0.111(7) 1 d P A 2
H14A H 0.1002 0.5042 1.0404 0.063 Uiso 0.111(7) 1 calc PR A 2
C15A C 0.023(3) 0.327(4) 1.014(2) 0.052(5) Uiso 0.111(7) 1 d P A 2
H15A H -0.0327 0.3191 1.0513 0.063 Uiso 0.111(7) 1 calc PR A 2
C16A C 0.161(4) 0.199(5) 0.940(2) 0.052(5) Uiso 0.111(7) 1 d P A 2
H16C H 0.1800 0.1077 0.9683 0.063 Uiso 0.111(7) 1 calc PR A 2
H16D H 0.1904 0.1920 0.8889 0.063 Uiso 0.111(7) 1 calc PR A 2
C17 C 0.2458(3) 0.7373(3) 1.01311(16) 0.0309(6) Uani 1 1 d . . .
H17A H 0.2373 0.8463 1.0105 0.046 Uiso 1 1 calc R . .
H17B H 0.2777 0.7097 1.0612 0.046 Uiso 1 1 calc R . .
H17C H 0.1739 0.6895 1.0076 0.046 Uiso 1 1 calc R . .
C18 C 0.3723(2) 0.5281(3) 0.66833(15) 0.0261(6) Uani 1 1 d . . .
H18A H 0.3796 0.6353 0.6579 0.039 Uiso 1 1 calc R . .
H18B H 0.2952 0.5044 0.6781 0.039 Uiso 1 1 calc R . .
H18C H 0.3975 0.4704 0.6254 0.039 Uiso 1 1 calc R . .
C19 C 0.5568(2) 0.5540(3) 0.72432(16) 0.0276(6) Uani 1 1 d . . .
H19A H 0.5873 0.5142 0.6781 0.041 Uiso 1 1 calc R . .
H19B H 0.6049 0.5271 0.7659 0.041 Uiso 1 1 calc R . .
H19C H 0.5513 0.6632 0.7209 0.041 Uiso 1 1 calc R . .
C20 C 0.5411(2) 0.5503(3) 0.90953(15) 0.0236(5) Uani 1 1 d . . .
H20A H 0.5504 0.5403 0.9634 0.035 Uiso 1 1 calc R . .
H20B H 0.5415 0.6566 0.8960 0.035 Uiso 1 1 calc R . .
H20C H 0.6013 0.4989 0.8842 0.035 Uiso 1 1 calc R . .
C21 C 0.3281(3) 0.1106(4) 0.72498(15) 0.0277(6) Uani 1 1 d . . .
C22 C 0.2105(3) 0.0664(4) 0.73176(19) 0.0378(7) Uani 1 1 d . . .
H22A H 0.2010 -0.0363 0.7137 0.057 Uiso 1 1 calc R . .
H22B H 0.1651 0.1345 0.7021 0.057 Uiso 1 1 calc R . .
H22C H 0.1883 0.0719 0.7839 0.057 Uiso 1 1 calc R . .
O7 O 0.94570(18) 0.2223(2) 0.68607(13) 0.0346(5) Uani 1 1 d . . .
H70H H 0.946(3) 0.162(5) 0.724(2) 0.052 Uiso 1 1 d . . .
O8 O 0.6949(2) 0.2184(3) 0.62899(13) 0.0430(6) Uani 1 1 d . . .
O9 O 0.74003(16) 0.5713(2) 0.57396(11) 0.0264(4) Uani 1 1 d . B .
O10 O 0.52483(19) 0.7819(3) 0.55657(15) 0.0449(6) Uani 1 1 d . . .
O11 O 0.84075(16) 0.7679(2) 0.76271(11) 0.0276(4) Uani 1 1 d . . .
O12 O 0.90234(19) 0.9993(2) 0.79055(12) 0.0327(5) Uani 1 1 d . . .
C23 C 0.9453(2) 0.7147(3) 0.62139(15) 0.0253(6) Uani 1 1 d . . .
H23A H 0.9846 0.7504 0.5768 0.030 Uiso 1 1 calc R . .
H23B H 0.8720 0.7624 0.6217 0.030 Uiso 1 1 calc R . .
C24 C 1.0090(2) 0.7646(3) 0.69111(15) 0.0271(6) Uani 1 1 d . . .
H24A H 1.0846 0.7246 0.6890 0.033 Uiso 1 1 calc R . .
H24B H 1.0134 0.8752 0.6922 0.033 Uiso 1 1 calc R . .
C25 C 0.9538(2) 0.7096(3) 0.76101(15) 0.0269(6) Uani 1 1 d . . .
H25 H 0.9952 0.7454 0.8056 0.032 Uiso 1 1 calc R . .
C26 C 0.9415(2) 0.5382(3) 0.76380(15) 0.0242(6) Uani 1 1 d . . .
C27 C 0.8826(2) 0.4865(3) 0.69023(15) 0.0224(6) Uani 1 1 d . . .
H27 H 0.8099 0.5381 0.6928 0.027 Uiso 1 1 calc R . .
C28 C 0.8521(2) 0.3219(3) 0.68995(16) 0.0275(6) Uani 1 1 d . . .
H28 H 0.8097 0.2990 0.7360 0.033 Uiso 1 1 calc R . .
C29 C 0.7813(2) 0.2838(3) 0.62207(16) 0.0296(6) Uani 1 1 d . . .
C30 C 0.8254(3) 0.3334(3) 0.54894(15) 0.0269(6) Uani 1 1 d . . .
H30 H 0.8989 0.2857 0.5425 0.032 Uiso 1 1 calc R . .
C31 C 0.8435(2) 0.5076(3) 0.55297(16) 0.0244(6) Uani 1 1 d . B .
C32 C 0.9309(2) 0.5433(3) 0.61614(16) 0.0242(6) Uani 1 1 d . . .
C33 C 0.8700(2) 0.5785(4) 0.47686(16) 0.0325(7) Uani 1 1 d . . .
H33A H 0.8986 0.5027 0.4418 0.039 Uiso 0.632(6) 1 calc PR B 1
H33B H 0.9243 0.6602 0.4820 0.039 Uiso 0.632(6) 1 calc PR B 1
H33C H 0.9479 0.6092 0.4744 0.039 Uiso 0.368(6) 1 calc PR B 2
H33D H 0.8546 0.5073 0.4360 0.039 Uiso 0.368(6) 1 calc PR B 2
C34 C 0.7561(4) 0.6405(5) 0.4503(2) 0.0281(11) Uani 0.632(6) 1 d P B 1
H34A H 0.7658 0.7305 0.4189 0.034 Uiso 0.632(6) 1 calc PR B 1
H34B H 0.7158 0.5637 0.4215 0.034 Uiso 0.632(6) 1 calc PR B 1
C35 C 0.6969(2) 0.6781(3) 0.51876(16) 0.0305(7) Uani 1 1 d . . .
C36 C 0.7026(4) 0.8401(5) 0.5470(3) 0.0280(11) Uani 0.632(6) 1 d P B 1
H36 H 0.7667 0.9004 0.5470 0.034 Uiso 0.632(6) 1 calc PR B 1
C37 C 0.6048(4) 0.8840(6) 0.5715(3) 0.0340(13) Uani 0.632(6) 1 d P B 1
H37 H 0.5922 0.9761 0.5965 0.041 Uiso 0.632(6) 1 calc PR B 1
C38 C 0.5723(4) 0.6626(6) 0.5152(3) 0.0315(12) Uani 0.632(6) 1 d P B 1
H38A H 0.5471 0.6671 0.4629 0.038 Uiso 0.632(6) 1 calc PR B 1
H38B H 0.5496 0.5651 0.5363 0.038 Uiso 0.632(6) 1 calc PR B 1
C34A C 0.7973(6) 0.7091(8) 0.4724(4) 0.0323(17) Uiso 0.368(6) 1 d P B 2
H34C H 0.7757 0.7275 0.4202 0.039 Uiso 0.368(6) 1 calc PR B 2
H34D H 0.8356 0.7992 0.4912 0.039 Uiso 0.368(6) 1 calc PR B 2
C36A C 0.6044(6) 0.6044(9) 0.4723(4) 0.0341(18) Uiso 0.368(6) 1 d P B 2
H36A H 0.6104 0.5270 0.4364 0.041 Uiso 0.368(6) 1 calc PR B 2
C37A C 0.5137(9) 0.6760(10) 0.4950(6) 0.045(2) Uiso 0.368(6) 1 d P B 2
H37A H 0.4448 0.6585 0.4719 0.054 Uiso 0.368(6) 1 calc PR B 2
C38A C 0.6441(7) 0.7974(10) 0.5586(4) 0.0312(17) Uiso 0.368(6) 1 d P B 2
H38C H 0.6651 0.8946 0.5364 0.037 Uiso 0.368(6) 1 calc PR B 2
H38D H 0.6694 0.7967 0.6109 0.037 Uiso 0.368(6) 1 calc PR B 2
C39 C 0.7523(3) 0.2808(4) 0.48446(17) 0.0423(8) Uani 1 1 d . . .
H39A H 0.7399 0.1727 0.4886 0.063 Uiso 1 1 calc R . .
H39B H 0.7886 0.3028 0.4372 0.063 Uiso 1 1 calc R . .
H39C H 0.6819 0.3333 0.4864 0.063 Uiso 1 1 calc R . .
C40 C 0.8714(2) 0.4968(4) 0.83105(16) 0.0295(6) Uani 1 1 d . . .
H40A H 0.8987 0.5497 0.8750 0.044 Uiso 1 1 calc R . .
H40B H 0.8754 0.3885 0.8395 0.044 Uiso 1 1 calc R . .
H40C H 0.7950 0.5256 0.8217 0.044 Uiso 1 1 calc R . .
C41 C 1.0566(2) 0.4722(4) 0.77712(16) 0.0302(6) Uani 1 1 d . . .
H41A H 1.0906 0.5217 0.8199 0.045 Uiso 1 1 calc R . .
H41B H 1.1019 0.4883 0.7330 0.045 Uiso 1 1 calc R . .
H41C H 1.0504 0.3646 0.7869 0.045 Uiso 1 1 calc R . .
C42 C 1.0420(2) 0.4748(4) 0.59344(16) 0.0308(6) Uani 1 1 d . . .
H42A H 1.0515 0.4844 0.5396 0.046 Uiso 1 1 calc R . .
H42B H 1.0437 0.3686 0.6073 0.046 Uiso 1 1 calc R . .
H42C H 1.1015 0.5277 0.6190 0.046 Uiso 1 1 calc R . .
C43 C 0.8276(3) 0.9159(3) 0.77530(15) 0.0273(6) Uani 1 1 d . . .
C44 C 0.7106(3) 0.9611(4) 0.76813(17) 0.0331(7) Uani 1 1 d . . .
H44A H 0.6933 1.0360 0.8061 0.050 Uiso 1 1 calc R . .
H44B H 0.6636 0.8732 0.7748 0.050 Uiso 1 1 calc R . .
H44C H 0.6979 1.0039 0.7187 0.050 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0300(10) 0.0200(10) 0.0378(11) 0.0060(9) 0.0026(9) -0.0042(8)
O2 0.0236(9) 0.0280(10) 0.0353(10) 0.0000(8) -0.0012(8) 0.0066(8)
O3 0.0228(9) 0.0225(9) 0.0212(9) 0.0033(7) -0.0016(7) 0.0003(8)
O4 0.0259(10) 0.0345(11) 0.0501(12) -0.0074(10) 0.0053(10) -0.0048(9)
O5 0.0276(10) 0.0213(9) 0.0265(9) 0.0005(8) -0.0021(8) -0.0023(8)
O6 0.0459(14) 0.0245(10) 0.0307(11) 0.0002(9) -0.0008(9) -0.0004(10)
C1 0.0213(12) 0.0222(14) 0.0271(14) 0.0046(11) -0.0007(11) -0.0008(11)
C2 0.0247(13) 0.0224(14) 0.0288(13) -0.0003(11) -0.0024(11) 0.0017(11)
C3 0.0158(12) 0.0275(15) 0.0280(14) -0.0014(12) 0.0034(10) -0.0003(11)
C4 0.0239(14) 0.0230(13) 0.0216(12) 0.0030(11) -0.0031(11) -0.0032(11)
C5 0.0180(12) 0.0216(13) 0.0199(12) 0.0024(11) -0.0022(10) 0.0012(11)
C6 0.0249(13) 0.0152(12) 0.0272(13) 0.0032(11) -0.0053(10) 0.0014(11)
C7 0.0281(13) 0.0142(12) 0.0306(13) 0.0022(11) -0.0062(11) -0.0026(11)
C8 0.0253(13) 0.0250(13) 0.0290(14) 0.0022(11) 0.0006(11) 0.0007(11)
C9 0.0236(13) 0.0221(14) 0.0208(13) 0.0020(11) -0.0027(10) 0.0007(11)
C10 0.0213(12) 0.0189(12) 0.0196(11) 0.0033(10) -0.0038(10) 0.0002(10)
C11 0.0305(15) 0.0216(13) 0.0186(12) 0.0008(11) -0.0022(10) 0.0074(12)
C12 0.0251(16) 0.0314(17) 0.0199(15) 0.0003(12) -0.0006(12) 0.0045(13)
C13 0.0277(14) 0.0203(12) 0.0221(13) 0.0026(10) 0.0002(10) 0.0020(11)
C14 0.0227(15) 0.0226(16) 0.0264(16) 0.0080(13) 0.0088(13) -0.0012(13)
C15 0.0292(17) 0.0248(16) 0.0300(17) -0.0054(13) 0.0095(13) -0.0071(14)
C16 0.0270(16) 0.0251(16) 0.0228(15) -0.0014(14) -0.0012(13) 0.0018(13)
C17 0.0402(16) 0.0222(13) 0.0302(14) 0.0004(11) 0.0004(12) 0.0026(12)
C18 0.0269(14) 0.0304(15) 0.0211(13) 0.0037(12) -0.0026(11) -0.0026(12)
C19 0.0250(14) 0.0276(14) 0.0303(14) 0.0008(12) 0.0070(12) -0.0036(12)
C20 0.0196(12) 0.0273(13) 0.0240(12) -0.0012(11) -0.0022(10) -0.0011(11)
C21 0.0359(16) 0.0305(15) 0.0167(12) 0.0020(11) -0.0051(11) -0.0054(13)
C22 0.0437(18) 0.0309(16) 0.0387(16) 0.0052(13) -0.0100(14) -0.0143(14)
O7 0.0320(11) 0.0293(11) 0.0426(12) 0.0048(10) -0.0005(9) 0.0065(9)
O8 0.0476(13) 0.0346(12) 0.0467(12) 0.0098(10) -0.0128(10) -0.0193(11)
O9 0.0221(9) 0.0301(10) 0.0271(10) 0.0077(8) -0.0031(8) -0.0004(8)
O10 0.0298(11) 0.0445(13) 0.0604(15) -0.0053(12) -0.0086(11) 0.0049(10)
O11 0.0228(9) 0.0287(10) 0.0312(10) -0.0037(9) 0.0011(8) -0.0003(8)
O12 0.0395(13) 0.0262(10) 0.0323(11) -0.0017(9) -0.0006(9) -0.0024(10)
C23 0.0262(13) 0.0264(15) 0.0234(13) 0.0008(12) 0.0013(11) -0.0080(12)
C24 0.0231(13) 0.0281(15) 0.0303(14) -0.0039(12) -0.0005(11) -0.0064(12)
C25 0.0259(13) 0.0304(15) 0.0243(13) -0.0032(12) -0.0008(11) -0.0008(12)
C26 0.0191(13) 0.0263(13) 0.0272(13) -0.0004(12) -0.0042(11) -0.0009(11)
C27 0.0198(12) 0.0226(14) 0.0247(13) 0.0000(11) -0.0032(11) 0.0029(11)
C28 0.0237(13) 0.0304(15) 0.0282(14) 0.0026(12) -0.0033(11) 0.0024(12)
C29 0.0294(13) 0.0217(13) 0.0376(15) -0.0016(12) -0.0095(12) -0.0004(12)
C30 0.0343(14) 0.0199(13) 0.0265(13) -0.0060(11) -0.0066(12) -0.0007(12)
C31 0.0226(13) 0.0240(14) 0.0265(14) -0.0005(11) -0.0021(11) -0.0038(11)
C32 0.0212(12) 0.0271(14) 0.0243(13) -0.0020(12) -0.0017(11) -0.0018(11)
C33 0.0279(15) 0.0447(18) 0.0248(14) -0.0015(13) -0.0012(12) -0.0029(14)
C34 0.035(2) 0.025(2) 0.024(2) 0.0068(18) -0.0116(18) -0.005(2)
C35 0.0296(15) 0.0346(15) 0.0272(14) 0.0137(12) -0.0100(12) -0.0051(13)
C36 0.030(2) 0.025(2) 0.029(2) 0.0037(19) -0.0015(19) -0.003(2)
C37 0.029(2) 0.033(3) 0.040(3) 0.005(2) -0.011(2) 0.000(2)
C38 0.027(2) 0.031(3) 0.037(3) 0.009(2) -0.015(2) -0.002(2)
C39 0.0502(19) 0.0405(18) 0.0361(17) -0.0072(14) -0.0157(14) -0.0124(15)
C40 0.0279(14) 0.0331(16) 0.0274(14) 0.0020(13) -0.0042(12) -0.0016(12)
C41 0.0231(14) 0.0408(17) 0.0265(14) 0.0001(13) -0.0027(11) 0.0011(12)
C42 0.0265(14) 0.0340(16) 0.0319(14) -0.0036(13) 0.0025(12) -0.0030(12)
C43 0.0396(16) 0.0203(13) 0.0219(13) 0.0016(11) -0.0002(12) -0.0003(13)
C44 0.0376(16) 0.0313(15) 0.0304(14) 0.0011(13) 0.0018(13) 0.0043(13)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C6 O1 H10H 101(3)
C13 O3 C9 112.67(19)
C15 O4 C16 105.6(2)
C15 O4 C15A 118.6(12)
C15A O4 C16A 98.2(19)
C21 O5 C3 118.8(2)
C2 C1 C10 113.9(2)
C2 C1 H1A 108.8
C10 C1 H1A 108.8
C2 C1 H1B 108.8
C10 C1 H1B 108.8
H1A C1 H1B 107.7
C1 C2 C3 111.7(2)
C1 C2 H2A 109.3
C3 C2 H2A 109.3
C1 C2 H2B 109.3
C3 C2 H2B 109.3
H2A C2 H2B 108.0
O5 C3 C2 109.7(2)
O5 C3 C4 106.0(2)
C2 C3 C4 111.9(2)
O5 C3 H3 109.7
C2 C3 H3 109.7
C4 C3 H3 109.7
C19 C4 C3 107.9(2)
C19 C4 C18 106.9(2)
C3 C4 C18 108.0(2)
C19 C4 C5 116.1(2)
C3 C4 C5 107.5(2)
C18 C4 C5 110.1(2)
C6 C5 C4 113.9(2)
C6 C5 C10 112.7(2)
C4 C5 C10 117.9(2)
C6 C5 H5 103.4
C4 C5 H5 103.4
C10 C5 H5 103.4
O1 C6 C7 107.8(2)
O1 C6 C5 113.2(2)
C7 C6 C5 109.4(2)
O1 C6 H6 108.8
C7 C6 H6 108.8
C5 C6 H6 108.8
O2 C7 C6 121.6(2)
O2 C7 C8 123.0(3)
C6 C7 C8 115.5(2)
C17 C8 C7 110.9(2)
C17 C8 C9 116.6(2)
C7 C8 C9 107.1(2)
C17 C8 H8 107.3
C7 C8 H8 107.3
C9 C8 H8 107.3
O3 C9 C11 104.7(2)
O3 C9 C8 106.8(2)
C11 C9 C8 111.4(2)
O3 C9 C10 109.0(2)
C11 C9 C10 113.9(2)
C8 C9 C10 110.6(2)
C1 C10 C20 108.4(2)
C1 C10 C9 110.1(2)
C20 C10 C9 109.2(2)
C1 C10 C5 106.9(2)
C20 C10 C5 115.1(2)
C9 C10 C5 107.1(2)
C12A C11 C9 110.1(16)
C12 C11 C9 104.8(2)
C12 C11 H11A 110.8
C9 C11 H11A 110.8
C12 C11 H11B 110.8
C9 C11 H11B 110.8
H11A C11 H11B 108.9
C12A C11 H11C 109.6
C9 C11 H11C 109.6
C12A C11 H11D 109.6
C9 C11 H11D 109.6
H11C C11 H11D 108.2
C13 C12 C11 103.7(2)
C13 C12 H12A 111.0
C11 C12 H12A 111.0
C13 C12 H12B 111.0
C11 C12 H12B 111.0
H12A C12 H12B 109.0
O3 C13 C14A 110.3(14)
O3 C13 C12 105.2(2)
O3 C13 C14 111.7(2)
C12 C13 C14 116.2(2)
O3 C13 C16A 107.7(15)
C14A C13 C16A 107(2)
O3 C13 C16 109.8(2)
C12 C13 C16 115.6(2)
C14 C13 C16 98.4(2)
O3 C13 C12A 99.2(13)
C14A C13 C12A 110(2)
C14 C13 C12A 97.9(14)
C16A C13 C12A 122(2)
C16 C13 C12A 138.3(15)
C15 C14 C13 108.5(3)
C15 C14 H14 125.8
C13 C14 H14 125.8
C14 C15 O4 115.5(3)
C14 C15 H15 122.2
O4 C15 H15 122.2
O4 C16 C13 108.4(2)
O4 C16 H16A 110.0
C13 C16 H16A 110.0
O4 C16 H16B 110.0
C13 C16 H16B 110.0
H16A C16 H16B 108.4
C11 C12A C13 112(2)
C11 C12A H12C 109.3
C13 C12A H12C 109.3
C11 C12A H12D 109.3
C13 C12A H12D 109.3
H12C C12A H12D 108.0
C15A C14A C13 112(4)
C15A C14A H14A 123.9
C13 C14A H14A 123.9
C14A C15A O4 109(4)
C14A C15A H15A 125.4
O4 C15A H15A 125.4
C13 C16A H16C 112.3
O4 C16A H16C 112.3
C13 C16A H16D 112.3
O4 C16A H16D 112.3
H16C C16A H16D 109.9
C8 C17 H17A 109.5
C8 C17 H17B 109.5
H17A C17 H17B 109.5
C8 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C4 C18 H18A 109.5
C4 C18 H18B 109.5
H18A C18 H18B 109.5
C4 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C4 C19 H19A 109.5
C4 C19 H19B 109.5
H19A C19 H19B 109.5
C4 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C10 C20 H20A 109.5
C10 C20 H20B 109.5
H20A C20 H20B 109.5
C10 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
O6 C21 O5 123.4(3)
O6 C21 C22 124.9(3)
O5 C21 C22 111.7(3)
C21 C22 H22A 109.5
C21 C22 H22B 109.5
H22A C22 H22B 109.5
C21 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
C28 O7 H70H 110(3)
C31 O9 C35 113.0(2)
C37 O10 C38 108.2(4)
C38A O10 C37A 99.8(6)
C43 O11 C25 117.4(2)
C24 C23 C32 113.2(2)
C24 C23 H23A 108.9
C32 C23 H23A 108.9
C24 C23 H23B 108.9
C32 C23 H23B 108.9
H23A C23 H23B 107.8
C25 C24 C23 111.2(2)
C25 C24 H24A 109.4
C23 C24 H24A 109.4
C25 C24 H24B 109.4
C23 C24 H24B 109.4
H24A C24 H24B 108.0
O11 C25 C24 108.7(2)
O11 C25 C26 105.0(2)
C24 C25 C26 113.2(2)
O11 C25 H25 109.9
C24 C25 H25 109.9
C26 C25 H25 109.9
C40 C26 C25 108.7(2)
C40 C26 C41 107.2(2)
C25 C26 C41 107.3(2)
C40 C26 C27 109.9(2)
C25 C26 C27 108.0(2)
C41 C26 C27 115.6(2)
C28 C27 C32 114.2(2)
C28 C27 C26 113.5(2)
C32 C27 C26 117.1(2)
C28 C27 H27 103.2
C32 C27 H27 103.2
C26 C27 H27 103.2
O7 C28 C27 113.7(2)
O7 C28 C29 105.5(2)
C27 C28 C29 110.8(2)
O7 C28 H28 108.9
C27 C28 H28 108.9
C29 C28 H28 108.9
O8 C29 C30 123.3(3)
O8 C29 C28 120.9(3)
C30 C29 C28 115.8(2)
C29 C30 C39 111.6(3)
C29 C30 C31 107.7(2)
C39 C30 C31 114.7(3)
C29 C30 H30 107.5
C39 C30 H30 107.5
C31 C30 H30 107.5
O9 C31 C33 104.9(2)
O9 C31 C30 106.3(2)
C33 C31 C30 113.2(2)
O9 C31 C32 108.7(2)
C33 C31 C32 114.3(2)
C30 C31 C32 109.0(2)
C42 C32 C23 108.1(2)
C42 C32 C27 115.9(2)
C23 C32 C27 108.4(2)
C42 C32 C31 108.6(2)
C23 C32 C31 108.6(2)
C27 C32 C31 107.1(2)
C34A C33 C31 104.3(3)
C31 C33 C34 103.2(3)
C31 C33 H33A 111.1
C34 C33 H33A 111.1
C31 C33 H33B 111.1
C34 C33 H33B 111.1
H33A C33 H33B 109.1
C34A C33 H33C 110.9
C31 C33 H33C 110.9
C34A C33 H33D 110.9
C31 C33 H33D 110.9
H33C C33 H33D 108.9
C35 C34 C33 105.2(3)
C35 C34 H34A 110.7
C33 C34 H34A 110.7
C35 C34 H34B 110.7
C33 C34 H34B 110.7
H34A C34 H34B 108.8
C38A C35 O9 107.6(4)
C34 C35 O9 104.1(3)
C38A C35 C34A 120.4(5)
O9 C35 C34A 101.7(3)
C34 C35 C38 115.8(3)
O9 C35 C38 108.8(3)
C34 C35 C36 118.1(3)
O9 C35 C36 111.8(3)
C38 C35 C36 98.3(3)
C38A C35 C36A 104.9(5)
O9 C35 C36A 110.3(4)
C34A C35 C36A 111.7(4)
C37 C36 C35 110.4(4)
C37 C36 H36 124.8
C35 C36 H36 124.8
C36 C37 O10 112.3(5)
C36 C37 H37 123.9
O10 C37 H37 123.9
O10 C38 C35 108.4(4)
O10 C38 H38A 110.0
C35 C38 H38A 110.0
O10 C38 H38B 110.0
C35 C38 H38B 110.0
H38A C38 H38B 108.4
C33 C34A C35 108.3(5)
C33 C34A H34C 110.0
C35 C34A H34C 110.0
C33 C34A H34D 110.0
C35 C34A H34D 110.0
H34C C34A H34D 108.4
C37A C36A C35 103.4(7)
C37A C36A H36A 128.3
C35 C36A H36A 128.3
C36A C37A O10 117.7(9)
C36A C37A H37A 121.2
O10 C37A H37A 121.2
C35 C38A O10 111.4(5)
C35 C38A H38C 109.3
O10 C38A H38C 109.3
C35 C38A H38D 109.3
O10 C38A H38D 109.3
H38C C38A H38D 108.0
C30 C39 H39A 109.5
C30 C39 H39B 109.5
H39A C39 H39B 109.5
C30 C39 H39C 109.5
H39A C39 H39C 109.5
H39B C39 H39C 109.5
C26 C40 H40A 109.5
C26 C40 H40B 109.5
H40A C40 H40B 109.5
C26 C40 H40C 109.5
H40A C40 H40C 109.5
H40B C40 H40C 109.5
C26 C41 H41A 109.5
C26 C41 H41B 109.5
H41A C41 H41B 109.5
C26 C41 H41C 109.5
H41A C41 H41C 109.5
H41B C41 H41C 109.5
C32 C42 H42A 109.5
C32 C42 H42B 109.5
H42A C42 H42B 109.5
C32 C42 H42C 109.5
H42A C42 H42C 109.5
H42B C42 H42C 109.5
O12 C43 O11 123.5(3)
O12 C43 C44 125.1(3)
O11 C43 C44 111.4(3)
C43 C44 H44A 109.5
C43 C44 H44B 109.5
H44A C44 H44B 109.5
C43 C44 H44C 109.5
H44A C44 H44C 109.5
H44B C44 H44C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C6 1.425(3)
O1 H10H 0.84(4)
O2 C7 1.211(4)
O3 C13 1.437(3)
O3 C9 1.450(3)
O4 C15 1.363(4)
O4 C16 1.431(4)
O4 C15A 1.55(3)
O4 C16A 1.68(4)
O5 C21 1.322(4)
O5 C3 1.465(3)
O6 C21 1.218(4)
C1 C2 1.512(4)
C1 C10 1.542(4)
C1 H1A 0.9900
C1 H1B 0.9900
C2 C3 1.515(4)
C2 H2A 0.9900
C2 H2B 0.9900
C3 C4 1.544(4)
C3 H3 1.0000
C4 C19 1.536(4)
C4 C18 1.545(4)
C4 C5 1.551(4)
C5 C6 1.549(4)
C5 C10 1.585(3)
C5 H5 1.0000
C6 C7 1.512(4)
C6 H6 1.0000
C7 C8 1.527(4)
C8 C17 1.520(4)
C8 C9 1.557(4)
C8 H8 1.0000
C9 C11 1.548(3)
C9 C10 1.557(4)
C10 C20 1.550(4)
C11 C12A 1.23(4)
C11 C12 1.528(4)
C11 H11A 0.9900
C11 H11B 0.9900
C11 H11C 0.9900
C11 H11D 0.9900
C12 C13 1.527(4)
C12 H12A 0.9900
C12 H12B 0.9900
C13 C14A 1.49(4)
C13 C14 1.535(4)
C13 C16A 1.54(5)
C13 C16 1.545(4)
C13 C12A 1.66(3)
C14 C15 1.328(5)
C14 H14 0.9500
C15 H15 0.9500
C16 H16A 0.9900
C16 H16B 0.9900
C12A H12C 0.9900
C12A H12D 0.9900
C14A C15A 1.20(5)
C14A H14A 0.9500
C15A H15A 0.9500
C16A H16C 0.9900
C16A H16D 0.9900
C17 H17A 0.9800
C17 H17B 0.9800
C17 H17C 0.9800
C18 H18A 0.9800
C18 H18B 0.9800
C18 H18C 0.9800
C19 H19A 0.9800
C19 H19B 0.9800
C19 H19C 0.9800
C20 H20A 0.9800
C20 H20B 0.9800
C20 H20C 0.9800
C21 C22 1.493(4)
C22 H22A 0.9800
C22 H22B 0.9800
C22 H22C 0.9800
O7 C28 1.449(4)
O7 H70H 0.87(4)
O8 C29 1.212(4)
O9 C31 1.436(4)
O9 C35 1.474(3)
O10 C37 1.361(6)
O10 C38 1.425(6)
O10 C38A 1.461(8)
O10 C37A 1.464(10)
O11 C43 1.351(4)
O11 C25 1.474(3)
O12 C43 1.209(4)
C23 C24 1.540(4)
C23 C32 1.544(4)
C23 H23A 0.9900
C23 H23B 0.9900
C24 C25 1.512(4)
C24 H24A 0.9900
C24 H24B 0.9900
C25 C26 1.538(4)
C25 H25 1.0000
C26 C40 1.531(4)
C26 C41 1.540(4)
C26 C27 1.575(4)
C27 C28 1.516(4)
C27 C32 1.547(4)
C27 H27 1.0000
C28 C29 1.533(4)
C28 H28 1.0000
C29 C30 1.492(4)
C30 C39 1.535(4)
C30 C31 1.573(4)
C30 H30 1.0000
C31 C33 1.545(4)
C31 C32 1.590(4)
C32 C42 1.543(4)
C33 C34A 1.467(8)
C33 C34 1.568(5)
C33 H33A 0.9900
C33 H33B 0.9900
C33 H33C 0.9900
C33 H33D 0.9900
C34 C35 1.471(6)
C34 H34A 0.9900
C34 H34B 0.9900
C35 C38A 1.438(9)
C35 C34A 1.510(8)
C35 C38 1.527(5)
C35 C36 1.535(6)
C35 C36A 1.550(8)
C36 C37 1.332(8)
C36 H36 0.9500
C37 H37 0.9500
C38 H38A 0.9900
C38 H38B 0.9900
C34A H34C 0.9900
C34A H34D 0.9900
C36A C37A 1.342(13)
C36A H36A 0.9500
C37A H37A 0.9500
C38A H38C 0.9900
C38A H38D 0.9900
C39 H39A 0.9800
C39 H39B 0.9800
C39 H39C 0.9800
C40 H40A 0.9800
C40 H40B 0.9800
C40 H40C 0.9800
C41 H41A 0.9800
C41 H41B 0.9800
C41 H41C 0.9800
C42 H42A 0.9800
C42 H42B 0.9800
C42 H42C 0.9800
C43 C44 1.488(4)
C44 H44A 0.9800
C44 H44B 0.9800
C44 H44C 0.9800
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H10H O6 0.84(4) 1.96(4) 2.801(3) 176(4) 1_565
O7 H70H O12 0.87(4) 1.96(5) 2.792(3) 160(3) 1_545
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C10 C1 C2 C3 -58.8(3)
C21 O5 C3 C2 -70.6(3)
C21 O5 C3 C4 168.4(2)
C1 C2 C3 O5 -57.3(3)
C1 C2 C3 C4 60.0(3)
O5 C3 C4 C19 -168.9(2)
C2 C3 C4 C19 71.6(3)
O5 C3 C4 C18 -53.7(3)
C2 C3 C4 C18 -173.2(2)
O5 C3 C4 C5 65.1(3)
C2 C3 C4 C5 -54.4(3)
C19 C4 C5 C6 66.1(3)
C3 C4 C5 C6 -173.0(2)
C18 C4 C5 C6 -55.5(3)
C19 C4 C5 C10 -69.3(3)
C3 C4 C5 C10 51.6(3)
C18 C4 C5 C10 169.1(2)
C4 C5 C6 O1 -70.1(3)
C10 C5 C6 O1 67.6(3)
C4 C5 C6 C7 169.6(2)
C10 C5 C6 C7 -52.7(3)
O1 C6 C7 O2 109.8(3)
C5 C6 C7 O2 -126.6(3)
O1 C6 C7 C8 -68.9(3)
C5 C6 C7 C8 54.6(3)
O2 C7 C8 C17 -5.6(4)
C6 C7 C8 C17 173.1(2)
O2 C7 C8 C9 122.6(3)
C6 C7 C8 C9 -58.7(3)
C13 O3 C9 C11 0.8(3)
C13 O3 C9 C8 -117.4(2)
C13 O3 C9 C10 123.1(2)
C17 C8 C9 O3 67.7(3)
C7 C8 C9 O3 -57.1(3)
C17 C8 C9 C11 -46.1(3)
C7 C8 C9 C11 -170.9(2)
C17 C8 C9 C10 -173.8(2)
C7 C8 C9 C10 61.4(3)
C2 C1 C10 C20 -74.1(3)
C2 C1 C10 C9 166.6(2)
C2 C1 C10 C5 50.5(3)
O3 C9 C10 C1 -59.9(3)
C11 C9 C10 C1 56.6(3)
C8 C9 C10 C1 -177.1(2)
O3 C9 C10 C20 -178.8(2)
C11 C9 C10 C20 -62.3(3)
C8 C9 C10 C20 64.1(3)
O3 C9 C10 C5 56.0(3)
C11 C9 C10 C5 172.5(2)
C8 C9 C10 C5 -61.1(3)
C6 C5 C10 C1 174.8(2)
C4 C5 C10 C1 -49.4(3)
C6 C5 C10 C20 -64.8(3)
C4 C5 C10 C20 71.1(3)
C6 C5 C10 C9 56.8(3)
C4 C5 C10 C9 -167.4(2)
O3 C9 C11 C12A 8(2)
C8 C9 C11 C12A 124(2)
C10 C9 C11 C12A -111(2)
O3 C9 C11 C12 -18.7(3)
C8 C9 C11 C12 96.4(3)
C10 C9 C11 C12 -137.7(2)
C12A C11 C12 C13 -77(4)
C9 C11 C12 C13 28.7(3)
C9 O3 C13 C14A 108.2(18)
C9 O3 C13 C12 17.5(3)
C9 O3 C13 C14 -109.4(3)
C9 O3 C13 C16A -134.8(16)
C9 O3 C13 C16 142.5(2)
C9 O3 C13 C12A -7.1(15)
C11 C12 C13 O3 -28.3(3)
C11 C12 C13 C14A -138.1(15)
C11 C12 C13 C14 95.8(3)
C11 C12 C13 C16A 111(2)
C11 C12 C13 C16 -149.6(3)
C11 C12 C13 C12A 50(3)
O3 C13 C14 C15 -101.0(3)
C14A C13 C14 C15 35.1(18)
C12 C13 C14 C15 138.3(3)
C16A C13 C14 C15 -16(4)
C16 C13 C14 C15 14.3(3)
C12A C13 C14 C15 155.8(14)
C13 C14 C15 O4 -5.3(4)
C16 O4 C15 C14 -7.5(4)
C15A O4 C15 C14 -40.6(17)
C16A O4 C15 C14 13(3)
C15 O4 C16 C13 16.9(3)
C15A O4 C16 C13 136(2)
C16A O4 C16 C13 6.0(15)
O3 C13 C16 O4 98.1(3)
C14A C13 C16 O4 -165(3)
C12 C13 C16 O4 -143.1(3)
C14 C13 C16 O4 -18.7(3)
C16A C13 C16 O4 -6.5(16)
C12A C13 C16 O4 -131(2)
C12 C11 C12A C13 70(3)
C9 C11 C12A C13 -13(3)
O3 C13 C12A C11 13(3)
C14A C13 C12A C11 -102(3)
C12 C13 C12A C11 -93(4)
C14 C13 C12A C11 127(3)
C16A C13 C12A C11 131(3)
C16 C13 C12A C11 -121(2)
O3 C13 C14A C15A 125(3)
C12 C13 C14A C15A -130(3)
C14 C13 C14A C15A -11(4)
C16A C13 C14A C15A 8(4)
C16 C13 C14A C15A 30(2)
C12A C13 C14A C15A -126(3)
C13 C14A C15A O4 -32(4)
C15 O4 C15A C14A 66(3)
C16 O4 C15A C14A -8.2(19)
C16A O4 C15A C14A 41(3)
O3 C13 C16A O4 -101.8(16)
C14A C13 C16A O4 17(2)
C12 C13 C16A O4 119.5(17)
C14 C13 C16A O4 155(5)
C16 C13 C16A O4 5.3(13)
C12A C13 C16A O4 144.9(18)
C15 O4 C16A C13 -165(4)
C16 O4 C16A C13 -5.7(14)
C15A O4 C16A C13 -31(2)
C3 O5 C21 O6 -4.6(4)
C3 O5 C21 C22 173.8(2)
C32 C23 C24 C25 -57.3(3)
C43 O11 C25 C24 -71.1(3)
C43 O11 C25 C26 167.5(2)
C23 C24 C25 O11 -58.1(3)
C23 C24 C25 C26 58.2(3)
O11 C25 C26 C40 -53.8(3)
C24 C25 C26 C40 -172.3(2)
O11 C25 C26 C41 -169.5(2)
C24 C25 C26 C41 72.0(3)
O11 C25 C26 C27 65.3(3)
C24 C25 C26 C27 -53.2(3)
C40 C26 C27 C28 -54.2(3)
C25 C26 C27 C28 -172.6(2)
C41 C26 C27 C28 67.3(3)
C40 C26 C27 C32 169.5(2)
C25 C26 C27 C32 51.1(3)
C41 C26 C27 C32 -69.1(3)
C32 C27 C28 O7 68.4(3)
C26 C27 C28 O7 -69.3(3)
C32 C27 C28 C29 -50.2(3)
C26 C27 C28 C29 172.1(2)
O7 C28 C29 O8 108.2(3)
C27 C28 C29 O8 -128.3(3)
O7 C28 C29 C30 -72.4(3)
C27 C28 C29 C30 51.1(3)
O8 C29 C30 C39 -4.3(4)
C28 C29 C30 C39 176.2(3)
O8 C29 C30 C31 122.4(3)
C28 C29 C30 C31 -57.0(3)
C35 O9 C31 C33 -0.4(3)
C35 O9 C31 C30 -120.6(2)
C35 O9 C31 C32 122.2(2)
C29 C30 C31 O9 -55.4(3)
C39 C30 C31 O9 69.5(3)
C29 C30 C31 C33 -170.1(2)
C39 C30 C31 C33 -45.2(4)
C29 C30 C31 C32 61.6(3)
C39 C30 C31 C32 -173.5(2)
C24 C23 C32 C42 -74.6(3)
C24 C23 C32 C27 51.7(3)
C24 C23 C32 C31 167.8(2)
C28 C27 C32 C42 -64.9(3)
C26 C27 C32 C42 71.2(3)
C28 C27 C32 C23 173.5(2)
C26 C27 C32 C23 -50.5(3)
C28 C27 C32 C31 56.5(3)
C26 C27 C32 C31 -167.5(2)
O9 C31 C32 C42 -180.0(2)
C33 C31 C32 C42 -63.2(3)
C30 C31 C32 C42 64.6(3)
O9 C31 C32 C23 -62.7(3)
C33 C31 C32 C23 54.1(3)
C30 C31 C32 C23 -178.2(2)
O9 C31 C32 C27 54.2(3)
C33 C31 C32 C27 171.0(2)
C30 C31 C32 C27 -61.3(3)
O9 C31 C33 C34A 17.0(4)
C30 C31 C33 C34A 132.5(4)
C32 C31 C33 C34A -101.9(4)
O9 C31 C33 C34 -17.7(3)
C30 C31 C33 C34 97.8(3)
C32 C31 C33 C34 -136.6(3)
C34A C33 C34 C35 -66.2(6)
C31 C33 C34 C35 29.9(4)
C33 C34 C35 C38A 121.4(7)
C33 C34 C35 O9 -29.9(4)
C33 C34 C35 C34A 60.5(5)
C33 C34 C35 C38 -149.3(3)
C33 C34 C35 C36 94.7(4)
C33 C34 C35 C36A -138.3(4)
C31 O9 C35 C38A -143.2(4)
C31 O9 C35 C34 19.6(3)
C31 O9 C35 C34A -15.8(4)
C31 O9 C35 C38 143.6(3)
C31 O9 C35 C36 -108.9(3)
C31 O9 C35 C36A 102.9(4)
C38A C35 C36 C37 -11.6(6)
C34 C35 C36 C37 139.0(4)
O9 C35 C36 C37 -100.3(4)
C34A C35 C36 C37 157.6(5)
C38 C35 C36 C37 13.8(4)
C36A C35 C36 C37 41.0(6)
C35 C36 C37 O10 -7.6(5)
C38 O10 C37 C36 -3.2(5)
C38A O10 C37 C36 14.5(5)
C37A O10 C37 C36 -30.9(8)
C37 O10 C38 C35 12.5(5)
C38A O10 C38 C35 1.0(4)
C37A O10 C38 C35 151.2(9)
C38A C35 C38 O10 -1.0(4)
C34 C35 C38 O10 -142.1(3)
O9 C35 C38 O10 101.1(4)
C34A C35 C38 O10 -114.0(7)
C36 C35 C38 O10 -15.3(4)
C36A C35 C38 O10 -159.7(7)
C31 C33 C34A C35 -27.5(6)
C34 C33 C34A C35 64.9(6)
C38A C35 C34A C33 145.4(5)
C34 C35 C34A C33 -71.0(6)
O9 C35 C34A C33 26.7(5)
C38 C35 C34A C33 -119.4(6)
C36 C35 C34A C33 138.7(5)
C36A C35 C34A C33 -90.9(6)
C38A C35 C36A C37A -5.4(7)
C34 C35 C36A C37A -148.7(7)
O9 C35 C36A C37A 110.2(6)
C34A C35 C36A C37A -137.4(6)
C38 C35 C36A C37A 15.2(5)
C36 C35 C36A C37A -31.6(9)
C35 C36A C37A O10 -5.7(9)
C37 O10 C37A C36A 40.8(11)
C38 O10 C37A C36A -14.5(6)
C38A O10 C37A C36A 14.0(9)
C34 C35 C38A O10 106.3(7)
O9 C35 C38A O10 -103.0(5)
C34A C35 C38A O10 141.4(5)
C38 C35 C38A O10 1.0(4)
C36 C35 C38A O10 153.9(10)
C36A C35 C38A O10 14.5(6)
C37 O10 C38A C35 -163.4(9)
C38 O10 C38A C35 -1.1(4)
C37A O10 C38A C35 -16.8(7)
C25 O11 C43 O12 -5.7(4)
C25 O11 C43 C44 174.4(2)
|
1501813.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501813.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501813
loop_
_publ_author_name
'Wu, Hankui'
'Fronczek, Frank R.'
'Ferreira, Daneel'
'Burandt, Jr, Charles L'
'Zjawiony, Jordan K.'
_publ_section_title
;
Labdane diterpenoids from Leonurus sibiricus.
;
_journal_issue 4
_journal_name_full 'Journal of natural products'
_journal_page_first 831
_journal_page_last 836
_journal_paper_doi 10.1021/np100956k
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration rm
_chemical_formula_moiety 'C22 H34 O7'
_chemical_formula_sum 'C22 H34 O7'
_chemical_formula_weight 410.49
_chemical_name_systematic
;
?
;
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_formula_units_Z 4
_cell_length_a 11.373(3)
_cell_length_b 11.703(2)
_cell_length_c 15.508(3)
_cell_measurement_reflns_used 3152
_cell_measurement_temperature 90.0(5)
_cell_measurement_theta_max 57.7
_cell_measurement_theta_min 4.7
_cell_volume 2064.1(8)
_computing_cell_refinement 'Bruker (2006) Apex-II '
_computing_data_collection 'Bruker (2006) Apex-II'
_computing_data_reduction 'Bruker (2006) Apex-II '
_computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material 'Bruker SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SIR2002 (Burla et al., 2003)'
_diffrn_ambient_temperature 90.0(5)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0878
_diffrn_reflns_av_sigmaI/netI 0.0794
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_number 10577
_diffrn_reflns_theta_full 58.3
_diffrn_reflns_theta_max 58.3
_diffrn_reflns_theta_min 4.7
_exptl_absorpt_coefficient_mu 0.800
_exptl_absorpt_correction_T_max 0.896
_exptl_absorpt_correction_T_min 0.869
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SADABS (Sheldrick, 2002)'
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.321
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description fragment
_exptl_crystal_F_000 888
_exptl_crystal_size_max 0.18
_exptl_crystal_size_mid 0.17
_exptl_crystal_size_min 0.14
_refine_diff_density_max 0.40
_refine_diff_density_min -0.23
_refine_diff_density_rms 0.050
_refine_ls_abs_structure_details '1210 Friedel pairs (Flack, 1983) '
_refine_ls_abs_structure_Flack 0.0(4)
_refine_ls_extinction_coef 0.0014(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 1.049
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 270
_refine_ls_number_reflns 2873
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.049
_refine_ls_R_factor_all 0.075
_refine_ls_R_factor_gt 0.052
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0569P)^2^+0.7951P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.119
_refine_ls_wR_factor_ref 0.131
_reflns_number_gt 2236
_reflns_number_total 2873
_reflns_threshold_expression I>2\s(I)
_cod_data_source_file np100956k_si_003.cif
_cod_data_source_block LS-2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_Hall 'P 2ac 2ab '
_cod_original_sg_symbol_H-M 'P 21 21 21 '
_cod_database_code 1501813
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.3668(2) 0.3592(2) 0.25647(18) 0.0293(7) Uani 1 1 d .
O2 O 0.2512(3) 0.2126(2) 0.35903(18) 0.0327(7) Uani 1 1 d .
H2 H 0.2295 0.2365 0.3105 0.049 Uiso 1 1 calc R
O3 O 0.4301(2) 0.3903(2) 0.54952(17) 0.0270(7) Uani 1 1 d .
O4 O 0.5411(3) 0.4316(3) 0.76473(19) 0.0437(9) Uani 1 1 d .
O5 O 0.6010(3) 0.2428(3) 0.7796(2) 0.0455(9) Uani 1 1 d .
H5 H 0.6372 0.2603 0.8249 0.068 Uiso 1 1 calc R
O6 O 0.7145(2) 0.5191(2) 0.41521(18) 0.0294(7) Uani 1 1 d .
O7 O 0.8414(3) 0.6633(3) 0.43688(18) 0.0317(7) Uani 1 1 d .
C1 C 0.4932(4) 0.6127(4) 0.4813(3) 0.0284(10) Uani 1 1 d .
H1A H 0.4513 0.6698 0.5169 0.034 Uiso 1 1 calc R
H1B H 0.5426 0.5661 0.5203 0.034 Uiso 1 1 calc R
C2 C 0.5736(4) 0.6758(3) 0.4170(3) 0.0295(10) Uani 1 1 d .
H2A H 0.5255 0.7270 0.3804 0.035 Uiso 1 1 calc R
H2B H 0.6306 0.7234 0.4492 0.035 Uiso 1 1 calc R
C3 C 0.6397(3) 0.5921(4) 0.3603(3) 0.0280(10) Uani 1 1 d .
H3 H 0.6905 0.6355 0.3191 0.034 Uiso 1 1 calc R
C4 C 0.5593(4) 0.5109(4) 0.3092(3) 0.0275(10) Uani 1 1 d .
C5 C 0.4715(4) 0.4538(3) 0.3735(3) 0.0248(10) Uani 1 1 d .
H5A H 0.5224 0.4061 0.4119 0.030 Uiso 1 1 calc R
C6 C 0.3871(4) 0.3697(4) 0.3333(3) 0.0272(10) Uani 1 1 d .
C7 C 0.3237(4) 0.2961(3) 0.3991(3) 0.0276(10) Uani 1 1 d .
H7 H 0.3850 0.2544 0.4330 0.033 Uiso 1 1 calc R
C8 C 0.2547(4) 0.3714(4) 0.4627(3) 0.0274(10) Uani 1 1 d .
H8 H 0.1962 0.4166 0.4287 0.033 Uiso 1 1 calc R
C9 C 0.3403(3) 0.4576(4) 0.5067(3) 0.0255(10) Uani 1 1 d .
C10 C 0.4019(3) 0.5342(3) 0.4375(3) 0.0262(10) Uani 1 1 d .
C11 C 0.2791(4) 0.5261(4) 0.5793(3) 0.0312(10) Uani 1 1 d .
H11A H 0.3086 0.6057 0.5810 0.037 Uiso 1 1 calc R
H11B H 0.1929 0.5276 0.5705 0.037 Uiso 1 1 calc R
C12 C 0.3101(4) 0.4633(4) 0.6621(3) 0.0346(11) Uani 1 1 d .
H12A H 0.3202 0.5177 0.7105 0.042 Uiso 1 1 calc R
H12B H 0.2479 0.4077 0.6775 0.042 Uiso 1 1 calc R
C13 C 0.4252(4) 0.4025(4) 0.6422(2) 0.0282(10) Uani 1 1 d .
C14 C 0.4425(4) 0.2869(4) 0.6862(3) 0.0339(11) Uani 1 1 d .
H14A H 0.3658 0.2497 0.6976 0.041 Uiso 1 1 calc R
H14B H 0.4908 0.2355 0.6499 0.041 Uiso 1 1 calc R
C15 C 0.5048(4) 0.3147(4) 0.7694(3) 0.0316(10) Uani 1 1 d .
H15 H 0.4495 0.3045 0.8189 0.038 Uiso 1 1 calc R
C16 C 0.5335(4) 0.4669(4) 0.6767(3) 0.0303(10) Uani 1 1 d .
H16A H 0.6052 0.4452 0.6444 0.036 Uiso 1 1 calc R
H16B H 0.5223 0.5506 0.6724 0.036 Uiso 1 1 calc R
C17 C 0.1863(4) 0.2955(4) 0.5254(3) 0.0334(11) Uani 1 1 d .
H17A H 0.1348 0.2440 0.4928 0.050 Uiso 1 1 calc R
H17B H 0.1386 0.3434 0.5636 0.050 Uiso 1 1 calc R
H17C H 0.2416 0.2503 0.5598 0.050 Uiso 1 1 calc R
C18 C 0.6340(3) 0.4184(4) 0.2665(3) 0.0309(10) Uani 1 1 d .
H18A H 0.7019 0.4537 0.2383 0.046 Uiso 1 1 calc R
H18B H 0.5866 0.3778 0.2235 0.046 Uiso 1 1 calc R
H18C H 0.6612 0.3642 0.3104 0.046 Uiso 1 1 calc R
C19 C 0.5023(4) 0.5814(4) 0.2364(3) 0.0302(10) Uani 1 1 d .
H19A H 0.5630 0.6060 0.1956 0.045 Uiso 1 1 calc R
H19B H 0.4635 0.6486 0.2611 0.045 Uiso 1 1 calc R
H19C H 0.4440 0.5344 0.2063 0.045 Uiso 1 1 calc R
C20 C 0.3070(4) 0.6076(4) 0.3914(3) 0.0291(10) Uani 1 1 d .
H20A H 0.2497 0.6350 0.4339 0.044 Uiso 1 1 calc R
H20B H 0.2667 0.5611 0.3480 0.044 Uiso 1 1 calc R
H20C H 0.3446 0.6731 0.3634 0.044 Uiso 1 1 calc R
C21 C 0.8118(4) 0.5653(4) 0.4477(3) 0.0290(10) Uani 1 1 d .
C22 C 0.8800(4) 0.4817(4) 0.5010(3) 0.0386(12) Uani 1 1 d .
H22A H 0.9137 0.4228 0.4634 0.058 Uiso 1 1 calc R
H22B H 0.8276 0.4458 0.5432 0.058 Uiso 1 1 calc R
H22C H 0.9435 0.5217 0.5313 0.058 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0350(16) 0.0308(16) 0.0222(18) -0.0010(14) 0.0014(13) -0.0004(13)
O2 0.0348(17) 0.0374(17) 0.0260(16) 0.0021(15) -0.0030(13) -0.0092(14)
O3 0.0299(16) 0.0310(15) 0.0201(14) 0.0041(13) -0.0009(12) 0.0025(13)
O4 0.061(2) 0.0423(18) 0.0274(17) 0.0001(16) -0.0136(15) -0.0085(16)
O5 0.043(2) 0.054(2) 0.039(2) -0.0050(17) -0.0010(15) 0.0018(17)
O6 0.0301(16) 0.0300(16) 0.0281(16) 0.0023(14) -0.0043(12) 0.0013(13)
O7 0.0379(18) 0.0301(17) 0.0271(16) -0.0048(15) -0.0018(13) -0.0049(14)
C1 0.030(2) 0.031(2) 0.024(2) -0.003(2) 0.0006(18) 0.0025(19)
C2 0.032(2) 0.025(2) 0.032(2) 0.001(2) 0.000(2) -0.0034(19)
C3 0.028(2) 0.033(2) 0.023(2) 0.002(2) -0.0055(18) 0.003(2)
C4 0.030(2) 0.033(2) 0.020(2) 0.000(2) 0.0018(18) -0.004(2)
C5 0.028(2) 0.026(2) 0.020(2) -0.0004(19) 0.0006(17) 0.0040(19)
C6 0.027(2) 0.026(2) 0.029(3) -0.001(2) 0.0001(18) -0.0002(19)
C7 0.030(2) 0.030(2) 0.023(2) -0.001(2) -0.0005(19) -0.011(2)
C8 0.025(2) 0.032(2) 0.025(2) -0.002(2) 0.0024(18) 0.0028(19)
C9 0.022(2) 0.027(2) 0.028(2) 0.004(2) -0.0025(18) 0.0001(18)
C10 0.028(2) 0.028(2) 0.023(2) -0.001(2) 0.0026(17) 0.0003(18)
C11 0.032(2) 0.045(3) 0.017(2) -0.004(2) 0.0025(17) 0.001(2)
C12 0.034(2) 0.046(3) 0.023(2) -0.002(2) -0.0002(18) 0.001(2)
C13 0.035(2) 0.032(2) 0.018(2) 0.000(2) 0.0024(17) 0.003(2)
C14 0.041(3) 0.036(3) 0.026(2) 0.004(2) 0.003(2) 0.005(2)
C15 0.035(2) 0.036(3) 0.024(2) 0.000(2) -0.007(2) 0.004(2)
C16 0.033(2) 0.041(3) 0.017(2) 0.002(2) -0.0071(17) -0.002(2)
C17 0.032(2) 0.041(3) 0.028(2) 0.002(2) 0.0036(19) -0.003(2)
C18 0.030(2) 0.034(2) 0.029(2) -0.002(2) -0.0004(18) 0.0032(19)
C19 0.034(2) 0.035(2) 0.022(2) 0.005(2) -0.0032(18) -0.004(2)
C20 0.033(2) 0.029(2) 0.025(2) 0.000(2) -0.0013(18) 0.002(2)
C21 0.034(3) 0.033(3) 0.021(2) -0.004(2) -0.0016(18) -0.001(2)
C22 0.034(3) 0.037(3) 0.044(3) 0.008(2) -0.013(2) -0.001(2)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C7 O2 H2 109.5
C13 O3 C9 112.0(3)
C16 O4 C15 107.9(3)
C15 O5 H5 109.5
C21 O6 C3 117.5(3)
C2 C1 C10 113.6(3)
C2 C1 H1A 108.8
C10 C1 H1A 108.8
C2 C1 H1B 108.8
C10 C1 H1B 108.8
H1A C1 H1B 107.7
C3 C2 C1 111.1(3)
C3 C2 H2A 109.4
C1 C2 H2A 109.4
C3 C2 H2B 109.4
C1 C2 H2B 109.4
H2A C2 H2B 108.0
O6 C3 C2 108.9(3)
O6 C3 C4 106.4(3)
C2 C3 C4 113.8(3)
O6 C3 H3 109.2
C2 C3 H3 109.2
C4 C3 H3 109.2
C18 C4 C3 109.3(3)
C18 C4 C19 107.2(3)
C3 C4 C19 107.2(3)
C18 C4 C5 109.2(3)
C3 C4 C5 108.4(3)
C19 C4 C5 115.3(3)
C6 C5 C4 114.9(3)
C6 C5 C10 109.2(3)
C4 C5 C10 117.9(3)
C6 C5 H5A 104.4
C4 C5 H5A 104.4
C10 C5 H5A 104.4
O1 C6 C5 126.1(4)
O1 C6 C7 120.7(4)
C5 C6 C7 113.2(4)
O2 C7 C6 111.8(3)
O2 C7 C8 112.2(3)
C6 C7 C8 110.4(3)
O2 C7 H7 107.4
C6 C7 H7 107.4
C8 C7 H7 107.4
C17 C8 C7 109.5(3)
C17 C8 C9 114.6(3)
C7 C8 C9 109.4(3)
C17 C8 H8 107.7
C7 C8 H8 107.7
C9 C8 H8 107.7
O3 C9 C11 105.4(3)
O3 C9 C8 106.8(3)
C11 C9 C8 111.9(3)
O3 C9 C10 108.1(3)
C11 C9 C10 113.8(3)
C8 C9 C10 110.5(3)
C1 C10 C20 109.9(3)
C1 C10 C9 109.9(3)
C20 C10 C9 108.8(3)
C1 C10 C5 107.0(3)
C20 C10 C5 112.9(3)
C9 C10 C5 108.3(3)
C12 C11 C9 105.0(3)
C12 C11 H11A 110.7
C9 C11 H11A 110.7
C12 C11 H11B 110.7
C9 C11 H11B 110.7
H11A C11 H11B 108.8
C13 C12 C11 104.7(3)
C13 C12 H12A 110.8
C11 C12 H12A 110.8
C13 C12 H12B 110.8
C11 C12 H12B 110.8
H12A C12 H12B 108.9
O3 C13 C12 106.3(3)
O3 C13 C14 110.6(3)
C12 C13 C14 115.8(4)
O3 C13 C16 111.2(3)
C12 C13 C16 112.8(3)
C14 C13 C16 100.2(3)
C15 C14 C13 104.5(4)
C15 C14 H14A 110.8
C13 C14 H14A 110.8
C15 C14 H14B 110.8
C13 C14 H14B 110.8
H14A C14 H14B 108.9
O5 C15 O4 111.0(4)
O5 C15 C14 109.7(3)
O4 C15 C14 107.4(3)
O5 C15 H15 109.6
O4 C15 H15 109.6
C14 C15 H15 109.6
O4 C16 C13 103.8(3)
O4 C16 H16A 111.0
C13 C16 H16A 111.0
O4 C16 H16B 111.0
C13 C16 H16B 111.0
H16A C16 H16B 109.0
C8 C17 H17A 109.5
C8 C17 H17B 109.5
H17A C17 H17B 109.5
C8 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C4 C18 H18A 109.5
C4 C18 H18B 109.5
H18A C18 H18B 109.5
C4 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C4 C19 H19A 109.5
C4 C19 H19B 109.5
H19A C19 H19B 109.5
C4 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C10 C20 H20A 109.5
C10 C20 H20B 109.5
H20A C20 H20B 109.5
C10 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
O7 C21 O6 124.5(4)
O7 C21 C22 123.6(4)
O6 C21 C22 112.0(4)
C21 C22 H22A 109.5
C21 C22 H22B 109.5
H22A C22 H22B 109.5
C21 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C6 1.220(5)
O2 C7 1.421(5)
O2 H2 0.8400
O3 C13 1.446(5)
O3 C9 1.451(5)
O4 C16 1.430(5)
O4 C15 1.430(5)
O5 C15 1.389(5)
O5 H5 0.8400
O6 C21 1.330(5)
O6 C3 1.477(5)
O7 C21 1.206(5)
C1 C2 1.541(6)
C1 C10 1.544(6)
C1 H1A 0.9900
C1 H1B 0.9900
C2 C3 1.516(6)
C2 H2A 0.9900
C2 H2B 0.9900
C3 C4 1.538(6)
C3 H3 1.0000
C4 C18 1.527(6)
C4 C19 1.542(6)
C4 C5 1.561(6)
C5 C6 1.511(6)
C5 C10 1.580(6)
C5 H5A 1.0000
C6 C7 1.518(6)
C7 C8 1.538(6)
C7 H7 1.0000
C8 C17 1.530(6)
C8 C9 1.559(6)
C8 H8 1.0000
C9 C11 1.548(6)
C9 C10 1.563(6)
C10 C20 1.554(6)
C11 C12 1.521(6)
C11 H11A 0.9900
C11 H11B 0.9900
C12 C13 1.522(6)
C12 H12A 0.9900
C12 H12B 0.9900
C13 C14 1.527(6)
C13 C16 1.540(6)
C14 C15 1.508(6)
C14 H14A 0.9900
C14 H14B 0.9900
C15 H15 1.0000
C16 H16A 0.9900
C16 H16B 0.9900
C17 H17A 0.9800
C17 H17B 0.9800
C17 H17C 0.9800
C18 H18A 0.9800
C18 H18B 0.9800
C18 H18C 0.9800
C19 H19A 0.9800
C19 H19B 0.9800
C19 H19C 0.9800
C20 H20A 0.9800
C20 H20B 0.9800
C20 H20C 0.9800
C21 C22 1.498(6)
C22 H22A 0.9800
C22 H22B 0.9800
C22 H22C 0.9800
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2 O5 0.84 2.04 2.794(4) 149.9 4_456
O5 H5 O7 0.84 1.97 2.755(5) 155.4 2_665
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C10 C1 C2 C3 -58.2(5)
C21 O6 C3 C2 -74.7(4)
C21 O6 C3 C4 162.2(3)
C1 C2 C3 O6 -61.2(4)
C1 C2 C3 C4 57.3(4)
O6 C3 C4 C18 -50.7(4)
C2 C3 C4 C18 -170.6(3)
O6 C3 C4 C19 -166.6(3)
C2 C3 C4 C19 73.4(4)
O6 C3 C4 C5 68.3(4)
C2 C3 C4 C5 -51.7(4)
C18 C4 C5 C6 -60.1(4)
C3 C4 C5 C6 -179.1(3)
C19 C4 C5 C6 60.7(5)
C18 C4 C5 C10 168.9(3)
C3 C4 C5 C10 49.9(5)
C19 C4 C5 C10 -70.3(5)
C4 C5 C6 O1 -14.8(6)
C10 C5 C6 O1 120.3(4)
C4 C5 C6 C7 166.4(3)
C10 C5 C6 C7 -58.6(4)
O1 C6 C7 O2 5.1(6)
C5 C6 C7 O2 -175.9(3)
O1 C6 C7 C8 -120.5(4)
C5 C6 C7 C8 58.4(5)
O2 C7 C8 C17 51.5(4)
C6 C7 C8 C17 177.0(3)
O2 C7 C8 C9 177.9(3)
C6 C7 C8 C9 -56.7(4)
C13 O3 C9 C11 4.7(4)
C13 O3 C9 C8 -114.4(3)
C13 O3 C9 C10 126.7(3)
C17 C8 C9 O3 65.0(4)
C7 C8 C9 O3 -58.4(4)
C17 C8 C9 C11 -49.8(5)
C7 C8 C9 C11 -173.2(3)
C17 C8 C9 C10 -177.7(3)
C7 C8 C9 C10 58.9(4)
C2 C1 C10 C20 -70.6(4)
C2 C1 C10 C9 169.7(3)
C2 C1 C10 C5 52.3(4)
O3 C9 C10 C1 -59.2(4)
C11 C9 C10 C1 57.4(4)
C8 C9 C10 C1 -175.7(3)
O3 C9 C10 C20 -179.6(3)
C11 C9 C10 C20 -62.9(4)
C8 C9 C10 C20 63.9(4)
O3 C9 C10 C5 57.4(4)
C11 C9 C10 C5 174.1(3)
C8 C9 C10 C5 -59.1(4)
C6 C5 C10 C1 176.3(3)
C4 C5 C10 C1 -50.2(5)
C6 C5 C10 C20 -62.7(4)
C4 C5 C10 C20 70.8(4)
C6 C5 C10 C9 57.8(4)
C4 C5 C10 C9 -168.7(3)
O3 C9 C11 C12 -19.0(4)
C8 C9 C11 C12 96.7(4)
C10 C9 C11 C12 -137.2(4)
C9 C11 C12 C13 25.5(4)
C9 O3 C13 C12 11.5(4)
C9 O3 C13 C14 137.9(3)
C9 O3 C13 C16 -111.8(4)
C11 C12 C13 O3 -23.0(4)
C11 C12 C13 C14 -146.2(4)
C11 C12 C13 C16 99.2(4)
O3 C13 C14 C15 147.7(3)
C12 C13 C14 C15 -91.4(4)
C16 C13 C14 C15 30.3(4)
C16 O4 C15 O5 104.5(4)
C16 O4 C15 C14 -15.4(5)
C13 C14 C15 O5 -131.5(4)
C13 C14 C15 O4 -10.8(5)
C15 O4 C16 C13 35.2(4)
O3 C13 C16 O4 -156.9(3)
C12 C13 C16 O4 83.7(4)
C14 C13 C16 O4 -40.0(4)
C3 O6 C21 O7 1.7(6)
C3 O6 C21 C22 -179.2(4)
|
1501814.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501814.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501814
loop_
_publ_author_name
'Wu, Hankui'
'Fronczek, Frank R.'
'Ferreira, Daneel'
'Burandt, Jr, Charles L'
'Zjawiony, Jordan K.'
_publ_section_title
;
Labdane diterpenoids from Leonurus sibiricus.
;
_journal_issue 4
_journal_name_full 'Journal of natural products'
_journal_page_first 831
_journal_page_last 836
_journal_paper_doi 10.1021/np100956k
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration ad
_chemical_formula_moiety 'C22 H34 O7'
_chemical_formula_sum 'C22 H34 O7'
_chemical_formula_weight 410.49
_chemical_name_systematic
;
?
;
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_formula_units_Z 4
_cell_length_a 11.3687(9)
_cell_length_b 11.7108(9)
_cell_length_c 15.5053(11)
_cell_measurement_reflns_used 9864
_cell_measurement_temperature 90.0(5)
_cell_measurement_theta_max 67.80
_cell_measurement_theta_min 4.74
_cell_volume 2064.3(3)
_computing_cell_refinement 'Bruker (2006) Apex-II '
_computing_data_collection 'Bruker (2006) Apex-II'
_computing_data_reduction 'Bruker (2006) Apex-II '
_computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material 'Bruker SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SIR2002 (Burla et al., 2003)'
_diffrn_ambient_temperature 90.0(5)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0346
_diffrn_reflns_av_sigmaI/netI 0.0208
_diffrn_reflns_limit_h_max 13
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_l_max 18
_diffrn_reflns_limit_l_min -18
_diffrn_reflns_number 22499
_diffrn_reflns_theta_full 66.6
_diffrn_reflns_theta_max 68.27
_diffrn_reflns_theta_min 4.73
_exptl_absorpt_coefficient_mu 0.800
_exptl_absorpt_correction_T_max 0.883
_exptl_absorpt_correction_T_min 0.813
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SADABS (Sheldrick, 2002)'
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.321
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 888
_exptl_crystal_size_max 0.27
_exptl_crystal_size_mid 0.23
_exptl_crystal_size_min 0.16
_refine_diff_density_max 0.378
_refine_diff_density_min -0.325
_refine_diff_density_rms 0.035
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.09(15)
_refine_ls_extinction_coef 0.00076(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 1.099
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 281
_refine_ls_number_reflns 3706
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.099
_refine_ls_R_factor_all 0.0315
_refine_ls_R_factor_gt 0.0313
_refine_ls_shift/su_max 0.003
_refine_ls_shift/su_mean 0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0217P)^2^+0.9772P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0735
_refine_ls_wR_factor_ref 0.0736
_reflns_number_gt 3684
_reflns_number_total 3706
_reflns_threshold_expression I>2\s(I)
_cod_data_source_file np100956k_si_004.cif
_cod_data_source_block Jordan10
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_Hall 'P 2ac 2ab '
_cod_original_sg_symbol_H-M 'P 21 21 21 '
_cod_database_code 1501814
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.63331(10) 0.36038(10) 0.74246(7) 0.0185(3) Uani 1 1 d . . .
O2 O 0.74967(10) 0.21558(10) 0.64047(7) 0.0209(3) Uani 1 1 d . . .
H20H H 0.7714 0.2401 0.6888 0.031 Uiso 1 1 calc R . .
O3 O 0.56869(9) 0.39017(9) 0.45009(7) 0.0160(2) Uani 1 1 d . . .
O4 O 0.45484(14) 0.43063(12) 0.23570(9) 0.0395(4) Uani 1 1 d . A .
O5 O 0.39877(13) 0.24284(13) 0.21928(10) 0.0215(5) Uani 0.781(4) 1 d P A 1
H50H H 0.3655 0.2570 0.1721 0.032 Uiso 0.781(4) 1 calc PR A 1
O5A O 0.5552(5) 0.3120(5) 0.1662(3) 0.0250(17) Uani 0.219(4) 1 d P A 2
H5A H 0.5897 0.2487 0.1637 0.038 Uiso 0.219(4) 1 calc PR A 2
O6 O 0.28443(9) 0.51877(9) 0.58458(7) 0.0169(2) Uani 1 1 d . . .
O7 O 0.15655(10) 0.66252(10) 0.56295(7) 0.0207(3) Uani 1 1 d . . .
C1 C 0.50526(14) 0.61385(13) 0.51862(10) 0.0171(3) Uani 1 1 d . . .
H1A H 0.5471 0.6716 0.4835 0.021 Uiso 1 1 calc R . .
H1B H 0.4563 0.5675 0.4790 0.021 Uiso 1 1 calc R . .
C2 C 0.42487(15) 0.67513(13) 0.58236(11) 0.0187(3) Uani 1 1 d . . .
H2A H 0.4726 0.7266 0.6190 0.022 Uiso 1 1 calc R . .
H2B H 0.3678 0.7226 0.5501 0.022 Uiso 1 1 calc R . .
C3 C 0.35850(13) 0.59215(13) 0.63939(10) 0.0165(3) Uani 1 1 d . . .
H3 H 0.3076 0.6356 0.6805 0.020 Uiso 1 1 calc R . .
C4 C 0.44027(14) 0.51179(13) 0.69020(10) 0.0152(3) Uani 1 1 d . . .
C5 C 0.52746(13) 0.45487(13) 0.62614(10) 0.0138(3) Uani 1 1 d . . .
H5 H 0.4765 0.4071 0.5879 0.017 Uiso 1 1 calc R . .
C6 C 0.61267(13) 0.37100(13) 0.66593(10) 0.0148(3) Uani 1 1 d . . .
C7 C 0.67635(14) 0.29737(13) 0.60051(10) 0.0164(3) Uani 1 1 d . . .
H7 H 0.6153 0.2548 0.5670 0.020 Uiso 1 1 calc R . .
C8 C 0.74463(14) 0.37300(14) 0.53631(10) 0.0168(3) Uani 1 1 d . . .
H8 H 0.8029 0.4190 0.5699 0.020 Uiso 1 1 calc R . .
C9 C 0.65811(14) 0.45723(14) 0.49261(10) 0.0157(3) Uani 1 1 d . . .
C10 C 0.59687(13) 0.53528(13) 0.56196(10) 0.0148(3) Uani 1 1 d . . .
C11 C 0.71823(15) 0.52662(14) 0.42005(11) 0.0202(4) Uani 1 1 d . . .
H11A H 0.6877 0.6058 0.4184 0.024 Uiso 1 1 calc R . .
H11B H 0.8045 0.5291 0.4286 0.024 Uiso 1 1 calc R . .
C12 C 0.68739(15) 0.46291(16) 0.33707(11) 0.0228(4) Uani 1 1 d . . .
H12A H 0.6774 0.5168 0.2884 0.027 Uiso 1 1 calc R . .
H12B H 0.7494 0.4070 0.3221 0.027 Uiso 1 1 calc R . .
C13 C 0.57172(15) 0.40260(14) 0.35780(10) 0.0189(3) Uani 1 1 d . A .
C14 C 0.55460(17) 0.28618(15) 0.31438(11) 0.0236(4) Uani 1 1 d . A .
H14A H 0.6312 0.2488 0.3033 0.028 Uiso 1 1 calc R . .
H14B H 0.5059 0.2352 0.3507 0.028 Uiso 1 1 calc R . .
C15 C 0.49188(17) 0.31454(15) 0.22990(11) 0.0247(4) Uani 1 1 d . . .
H15A H 0.5478 0.3055 0.1806 0.037 Uiso 0.781(4) 1 calc PR A 1
H15B H 0.4224 0.2633 0.2217 0.037 Uiso 0.219(4) 1 calc PR A 2
C16 C 0.46388(15) 0.46639(14) 0.32364(11) 0.0204(4) Uani 1 1 d . . .
H16A H 0.3924 0.4452 0.3564 0.024 Uiso 1 1 calc R A .
H16B H 0.4753 0.5500 0.3275 0.024 Uiso 1 1 calc R . .
C17 C 0.81315(15) 0.29696(15) 0.47403(11) 0.0214(4) Uani 1 1 d . . .
H17A H 0.8623 0.2437 0.5069 0.032 Uiso 1 1 calc R . .
H17B H 0.8632 0.3445 0.4372 0.032 Uiso 1 1 calc R . .
H17C H 0.7579 0.2539 0.4380 0.032 Uiso 1 1 calc R . .
C18 C 0.36534(14) 0.41848(14) 0.73400(11) 0.0187(3) Uani 1 1 d . . .
H18A H 0.2986 0.4540 0.7636 0.028 Uiso 1 1 calc R . .
H18B H 0.4137 0.3770 0.7759 0.028 Uiso 1 1 calc R . .
H18C H 0.3362 0.3652 0.6902 0.028 Uiso 1 1 calc R . .
C19 C 0.49725(14) 0.58288(14) 0.76291(10) 0.0180(3) Uani 1 1 d . . .
H19A H 0.5391 0.6481 0.7378 0.027 Uiso 1 1 calc R . .
H19B H 0.5529 0.5351 0.7950 0.027 Uiso 1 1 calc R . .
H19C H 0.4360 0.6106 0.8021 0.027 Uiso 1 1 calc R . .
C20 C 0.69172(15) 0.60811(14) 0.60674(11) 0.0186(3) Uani 1 1 d . . .
H20A H 0.7488 0.6346 0.5638 0.028 Uiso 1 1 calc R . .
H20B H 0.7321 0.5619 0.6504 0.028 Uiso 1 1 calc R . .
H20C H 0.6546 0.6741 0.6345 0.028 Uiso 1 1 calc R . .
C21 C 0.18682(14) 0.56438(14) 0.55170(10) 0.0184(3) Uani 1 1 d . . .
C22 C 0.11941(16) 0.47985(16) 0.49888(13) 0.0281(4) Uani 1 1 d . . .
H22A H 0.0856 0.4215 0.5368 0.042 Uiso 1 1 calc R . .
H22B H 0.1724 0.4435 0.4573 0.042 Uiso 1 1 calc R . .
H22C H 0.0561 0.5192 0.4679 0.042 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0201(6) 0.0174(6) 0.0178(6) 0.0008(4) -0.0010(5) 0.0012(4)
O2 0.0200(6) 0.0209(6) 0.0218(6) 0.0007(5) -0.0029(5) 0.0069(5)
O3 0.0161(5) 0.0178(5) 0.0142(5) -0.0016(4) 0.0003(4) -0.0027(4)
O4 0.0651(10) 0.0278(7) 0.0256(7) -0.0070(6) -0.0195(7) 0.0164(7)
O5 0.0198(8) 0.0217(8) 0.0230(8) -0.0001(6) -0.0033(6) -0.0005(6)
O5A 0.020(3) 0.033(3) 0.022(3) -0.002(2) 0.005(2) 0.001(2)
O6 0.0162(5) 0.0145(5) 0.0202(6) -0.0014(4) -0.0027(4) 0.0016(4)
O7 0.0236(6) 0.0171(6) 0.0215(6) 0.0008(5) 0.0001(5) 0.0068(5)
C1 0.0177(8) 0.0142(8) 0.0194(8) 0.0034(6) 0.0005(6) -0.0014(6)
C2 0.0202(8) 0.0126(7) 0.0233(8) 0.0006(6) -0.0008(7) 0.0017(6)
C3 0.0165(8) 0.0142(8) 0.0188(8) -0.0032(6) -0.0018(6) 0.0009(6)
C4 0.0162(8) 0.0147(7) 0.0148(7) -0.0001(6) -0.0002(6) 0.0002(7)
C5 0.0143(7) 0.0120(7) 0.0152(7) -0.0007(6) -0.0005(6) -0.0010(6)
C6 0.0126(7) 0.0124(7) 0.0195(8) 0.0015(6) -0.0001(6) -0.0043(6)
C7 0.0144(8) 0.0148(8) 0.0201(8) -0.0010(6) -0.0014(6) 0.0011(6)
C8 0.0145(7) 0.0170(8) 0.0188(8) -0.0014(6) 0.0008(6) -0.0005(6)
C9 0.0134(7) 0.0158(8) 0.0178(8) -0.0011(6) 0.0001(6) -0.0038(6)
C10 0.0151(7) 0.0140(8) 0.0154(7) 0.0003(6) 0.0009(6) -0.0003(6)
C11 0.0199(8) 0.0222(8) 0.0184(8) 0.0017(7) 0.0019(6) -0.0001(7)
C12 0.0232(9) 0.0273(9) 0.0180(8) 0.0010(7) 0.0035(7) 0.0004(7)
C13 0.0216(8) 0.0214(8) 0.0136(7) 0.0001(6) 0.0011(6) 0.0010(7)
C14 0.0277(9) 0.0223(9) 0.0208(8) -0.0033(7) -0.0035(7) 0.0060(8)
C15 0.0300(9) 0.0231(9) 0.0211(9) -0.0057(7) -0.0022(8) 0.0045(7)
C16 0.0228(8) 0.0191(8) 0.0191(8) -0.0021(6) -0.0037(7) 0.0007(7)
C17 0.0190(8) 0.0240(9) 0.0211(8) -0.0014(7) 0.0018(7) 0.0039(7)
C18 0.0175(8) 0.0194(8) 0.0193(8) 0.0008(7) 0.0021(6) 0.0013(6)
C19 0.0195(7) 0.0183(8) 0.0162(8) -0.0027(6) -0.0015(6) 0.0019(7)
C20 0.0199(8) 0.0158(8) 0.0199(8) -0.0004(6) 0.0009(6) -0.0026(7)
C21 0.0181(8) 0.0202(9) 0.0169(8) 0.0025(6) 0.0003(6) 0.0034(7)
C22 0.0242(9) 0.0267(10) 0.0333(10) -0.0046(8) -0.0110(8) 0.0031(8)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C7 O2 H20H 109.5
C13 O3 C9 112.47(12)
C15 O4 C16 108.54(13)
C15 O5 H50H 109.5
C15 O5A H5A 109.5
C21 O6 C3 117.57(12)
C2 C1 C10 113.74(13)
C2 C1 H1A 108.8
C10 C1 H1A 108.8
C2 C1 H1B 108.8
C10 C1 H1B 108.8
H1A C1 H1B 107.7
C3 C2 C1 112.01(13)
C3 C2 H2A 109.2
C1 C2 H2A 109.2
C3 C2 H2B 109.2
C1 C2 H2B 109.2
H2A C2 H2B 107.9
O6 C3 C2 108.79(13)
O6 C3 C4 106.49(12)
C2 C3 C4 112.95(13)
O6 C3 H3 109.5
C2 C3 H3 109.5
C4 C3 H3 109.5
C3 C4 C18 108.95(13)
C3 C4 C19 107.30(12)
C18 C4 C19 106.99(12)
C3 C4 C5 108.69(12)
C18 C4 C5 109.25(12)
C19 C4 C5 115.50(13)
C6 C5 C4 115.27(13)
C6 C5 C10 108.91(12)
C4 C5 C10 117.73(12)
C6 C5 H5 104.4
C4 C5 H5 104.4
C10 C5 H5 104.4
O1 C6 C5 126.06(15)
O1 C6 C7 120.18(14)
C5 C6 C7 113.75(13)
O2 C7 C6 111.97(13)
O2 C7 C8 112.05(13)
C6 C7 C8 110.23(13)
O2 C7 H7 107.4
C6 C7 H7 107.4
C8 C7 H7 107.4
C17 C8 C7 109.27(13)
C17 C8 C9 114.74(13)
C7 C8 C9 109.18(12)
C17 C8 H8 107.8
C7 C8 H8 107.8
C9 C8 H8 107.8
O3 C9 C11 105.35(12)
O3 C9 C8 107.49(12)
C11 C9 C8 111.84(13)
O3 C9 C10 108.44(12)
C11 C9 C10 112.79(13)
C8 C9 C10 110.60(12)
C20 C10 C1 109.79(13)
C20 C10 C9 108.66(12)
C1 C10 C9 110.32(13)
C20 C10 C5 113.30(13)
C1 C10 C5 107.00(12)
C9 C10 C5 107.76(12)
C12 C11 C9 104.74(13)
C12 C11 H11A 110.8
C9 C11 H11A 110.8
C12 C11 H11B 110.8
C9 C11 H11B 110.8
H11A C11 H11B 108.9
C13 C12 C11 104.26(13)
C13 C12 H12A 110.9
C11 C12 H12A 110.9
C13 C12 H12B 110.9
C11 C12 H12B 110.9
H12A C12 H12B 108.9
O3 C13 C12 106.07(13)
O3 C13 C16 111.99(13)
C12 C13 C16 113.04(14)
O3 C13 C14 110.11(13)
C12 C13 C14 115.36(14)
C16 C13 C14 100.39(13)
C15 C14 C13 104.03(14)
C15 C14 H14A 111.0
C13 C14 H14A 111.0
C15 C14 H14B 111.0
C13 C14 H14B 111.0
H14A C14 H14B 109.0
O5A C15 O5 110.2(3)
O5A C15 O4 104.3(3)
O5 C15 O4 111.47(16)
O5A C15 C14 114.4(3)
O5 C15 C14 109.43(15)
O4 C15 C14 106.92(14)
O5 C15 H15A 109.7
O4 C15 H15A 109.7
C14 C15 H15A 109.7
O5A C15 H15B 110.3
O4 C15 H15B 110.3
C14 C15 H15B 110.3
H15A C15 H15B 109.9
O4 C16 C13 104.16(13)
O4 C16 H16A 110.9
C13 C16 H16A 110.9
O4 C16 H16B 110.9
C13 C16 H16B 110.9
H16A C16 H16B 108.9
C8 C17 H17A 109.5
C8 C17 H17B 109.5
H17A C17 H17B 109.5
C8 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C4 C18 H18A 109.5
C4 C18 H18B 109.5
H18A C18 H18B 109.5
C4 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C4 C19 H19A 109.5
C4 C19 H19B 109.5
H19A C19 H19B 109.5
C4 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C10 C20 H20A 109.5
C10 C20 H20B 109.5
H20A C20 H20B 109.5
C10 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
O7 C21 O6 124.14(15)
O7 C21 C22 124.09(15)
O6 C21 C22 111.76(14)
C21 C22 H22A 109.5
C21 C22 H22B 109.5
H22A C22 H22B 109.5
C21 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C6 1.216(2)
O2 C7 1.4128(19)
O2 H20H 0.8400
O3 C13 1.4388(19)
O3 C9 1.4438(19)
O4 C15 1.426(2)
O4 C16 1.430(2)
O5 C15 1.361(2)
O5 H50H 0.8400
O5A C15 1.223(6)
O5A H5A 0.8400
O6 C21 1.3328(19)
O6 C3 1.4730(19)
O7 C21 1.212(2)
C1 C2 1.525(2)
C1 C10 1.544(2)
C1 H1A 0.9900
C1 H1B 0.9900
C2 C3 1.515(2)
C2 H2A 0.9900
C2 H2B 0.9900
C3 C4 1.540(2)
C3 H3 1.0000
C4 C18 1.543(2)
C4 C19 1.544(2)
C4 C5 1.554(2)
C5 C6 1.511(2)
C5 C10 1.581(2)
C5 H5 1.0000
C6 C7 1.515(2)
C7 C8 1.542(2)
C7 H7 1.0000
C8 C17 1.527(2)
C8 C9 1.549(2)
C8 H8 1.0000
C9 C11 1.547(2)
C9 C10 1.574(2)
C10 C20 1.540(2)
C11 C12 1.528(2)
C11 H11A 0.9900
C11 H11B 0.9900
C12 C13 1.527(2)
C12 H12A 0.9900
C12 H12B 0.9900
C13 C16 1.530(2)
C13 C14 1.533(2)
C14 C15 1.528(2)
C14 H14A 0.9900
C14 H14B 0.9900
C15 H15A 1.0000
C15 H15B 1.0000
C16 H16A 0.9900
C16 H16B 0.9900
C17 H17A 0.9800
C17 H17B 0.9800
C17 H17C 0.9800
C18 H18A 0.9800
C18 H18B 0.9800
C18 H18C 0.9800
C19 H19A 0.9800
C19 H19B 0.9800
C19 H19C 0.9800
C20 H20A 0.9800
C20 H20B 0.9800
C20 H20C 0.9800
C21 C22 1.496(2)
C22 H22A 0.9800
C22 H22B 0.9800
C22 H22C 0.9800
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C10 C1 C2 C3 -57.88(18)
C21 O6 C3 C2 -75.18(16)
C21 O6 C3 C4 162.79(12)
C1 C2 C3 O6 -60.92(16)
C1 C2 C3 C4 57.09(18)
O6 C3 C4 C18 -51.31(15)
C2 C3 C4 C18 -170.66(13)
O6 C3 C4 C19 -166.80(12)
C2 C3 C4 C19 73.85(16)
O6 C3 C4 C5 67.65(15)
C2 C3 C4 C5 -51.70(17)
C3 C4 C5 C6 -178.77(13)
C18 C4 C5 C6 -60.01(17)
C19 C4 C5 C6 60.62(17)
C3 C4 C5 C10 50.46(17)
C18 C4 C5 C10 169.22(12)
C19 C4 C5 C10 -70.15(17)
C4 C5 C6 O1 -14.4(2)
C10 C5 C6 O1 120.49(17)
C4 C5 C6 C7 166.54(13)
C10 C5 C6 C7 -58.58(16)
O1 C6 C7 O2 4.5(2)
C5 C6 C7 O2 -176.41(12)
O1 C6 C7 C8 -121.00(16)
C5 C6 C7 C8 58.13(17)
O2 C7 C8 C17 51.64(17)
C6 C7 C8 C17 177.06(13)
O2 C7 C8 C9 177.88(13)
C6 C7 C8 C9 -56.71(16)
C13 O3 C9 C11 4.62(16)
C13 O3 C9 C8 -114.78(13)
C13 O3 C9 C10 125.62(13)
C17 C8 C9 O3 64.54(16)
C7 C8 C9 O3 -58.50(15)
C17 C8 C9 C11 -50.64(18)
C7 C8 C9 C11 -173.67(13)
C17 C8 C9 C10 -177.25(13)
C7 C8 C9 C10 59.72(16)
C2 C1 C10 C20 -71.77(16)
C2 C1 C10 C9 168.51(12)
C2 C1 C10 C5 51.56(17)
O3 C9 C10 C20 -179.30(12)
C11 C9 C10 C20 -63.02(16)
C8 C9 C10 C20 63.07(16)
O3 C9 C10 C1 -58.91(15)
C11 C9 C10 C1 57.38(16)
C8 C9 C10 C1 -176.53(13)
O3 C9 C10 C5 57.57(15)
C11 C9 C10 C5 173.85(12)
C8 C9 C10 C5 -60.06(15)
C6 C5 C10 C20 -62.50(17)
C4 C5 C10 C20 71.11(17)
C6 C5 C10 C1 176.36(12)
C4 C5 C10 C1 -50.02(17)
C6 C5 C10 C9 57.74(16)
C4 C5 C10 C9 -168.65(12)
O3 C9 C11 C12 -19.53(16)
C8 C9 C11 C12 96.94(15)
C10 C9 C11 C12 -137.64(13)
C9 C11 C12 C13 26.45(16)
C9 O3 C13 C12 12.29(17)
C9 O3 C13 C16 -111.46(14)
C9 O3 C13 C14 137.74(14)
C11 C12 C13 O3 -24.02(16)
C11 C12 C13 C16 99.07(15)
C11 C12 C13 C14 -146.19(14)
O3 C13 C14 C15 148.90(14)
C12 C13 C14 C15 -91.12(17)
C16 C13 C14 C15 30.70(17)
C16 O4 C15 O5A -135.6(3)
C16 O4 C15 O5 105.48(17)
C16 O4 C15 C14 -14.1(2)
C13 C14 C15 O5A 103.2(4)
C13 C14 C15 O5 -132.65(15)
C13 C14 C15 O4 -11.78(19)
C15 O4 C16 C13 34.46(19)
O3 C13 C16 O4 -156.64(14)
C12 C13 C16 O4 83.62(16)
C14 C13 C16 O4 -39.82(16)
C3 O6 C21 O7 1.3(2)
C3 O6 C21 C22 -178.98(14)
|
1501815.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501815.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501815
loop_
_publ_author_name
'Najmuldeen, Ibrahim A.'
'Hadi, A Hamid A'
'Awang, Khalijah'
'Mohamad, Khalit'
'Ketuly, Kamal Aziz'
'Mukhtar, Mat Ropi'
'Chong, Soon-Lim'
'Chan, Gomathi'
'Nafiah, Mohd Azlan'
'Weng, Ng Seik'
'Shirota, Osamu'
'Hosoya, Takahiro'
'Nugroho, Alfarius E.'
'Morita, Hiroshi'
_publ_section_title
;
Chisomicines A-C, limonoids from Chisocheton ceramicus.
;
_journal_issue 5
_journal_name_full 'Journal of natural products'
_journal_page_first 1313
_journal_page_last 1317
_journal_paper_doi 10.1021/np200013g
_journal_volume 74
_journal_year 2011
_chemical_formula_sum 'C32 H40 O9'
_chemical_formula_weight 568.64
_chemical_name_systematic
;
?
;
_space_group_IT_number 19
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 8
_cell_length_a 12.4910(2)
_cell_length_b 13.4647(2)
_cell_length_c 34.3327(5)
_cell_measurement_temperature 100(2)
_cell_volume 5774.33(15)
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0556
_diffrn_reflns_av_sigmaI/netI 0.0326
_diffrn_reflns_limit_h_max 16
_diffrn_reflns_limit_h_min -16
_diffrn_reflns_limit_k_max 17
_diffrn_reflns_limit_k_min -17
_diffrn_reflns_limit_l_max 44
_diffrn_reflns_limit_l_min -44
_diffrn_reflns_number 55933
_diffrn_reflns_theta_full 27.50
_diffrn_reflns_theta_max 27.50
_diffrn_reflns_theta_min 1.62
_exptl_absorpt_coefficient_mu 0.095
_exptl_crystal_density_diffrn 1.308
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 2432
_refine_diff_density_max 1.578
_refine_diff_density_min -0.210
_refine_diff_density_rms 0.050
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0(10)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.019
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 753
_refine_ls_number_reflns 7315
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.019
_refine_ls_R_factor_all 0.0573
_refine_ls_R_factor_gt 0.0479
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0810P)^2^+1.4774P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1220
_refine_ls_wR_factor_ref 0.1288
_reflns_number_gt 6388
_reflns_number_total 7315
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np200013g_si_001.cif
_cod_data_source_block a
_cod_database_code 1501815
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 1.0917(2) 0.1801(2) 0.36051(6) 0.0427(6) Uani 1 1 d .
O2 O 0.96755(16) 0.17789(15) 0.48186(5) 0.0199(4) Uani 1 1 d .
O3 O 0.96948(19) 0.18163(18) 0.54547(6) 0.0308(5) Uani 1 1 d .
O4 O 0.61733(18) 0.10130(18) 0.50214(6) 0.0303(5) Uani 1 1 d .
O5 O 0.47853(19) -0.0460(2) 0.47043(7) 0.0412(6) Uani 1 1 d .
H5 H 0.4814 0.0069 0.4833 0.062 Uiso 1 1 calc R
O6 O 0.9006(2) -0.1282(2) 0.52302(7) 0.0396(6) Uani 1 1 d .
O7 O 0.86199(18) -0.09041(16) 0.46084(6) 0.0260(5) Uani 1 1 d .
O8 O 0.89887(19) -0.0782(2) 0.35355(7) 0.0387(6) Uani 1 1 d .
O9 O 0.80140(19) -0.16179(17) 0.30945(6) 0.0316(5) Uani 1 1 d .
O10 O 1.04176(18) -0.07511(17) 0.16805(7) 0.0337(5) Uani 1 1 d .
O11 O 0.86670(17) 0.21172(15) 0.18149(6) 0.0221(4) Uani 1 1 d .
O12 O 0.8207(2) 0.35816(17) 0.20423(7) 0.0351(5) Uani 1 1 d .
O13 O 0.51330(17) 0.22114(16) 0.15040(6) 0.0255(5) Uani 1 1 d .
O14 O 0.34001(16) 0.08861(17) 0.16422(7) 0.0289(5) Uani 1 1 d .
H14 H 0.3591 0.1421 0.1537 0.043 Uiso 1 1 calc R
O15 O 0.65802(15) 0.06269(15) 0.24338(5) 0.0193(4) Uani 1 1 d .
O16 O 0.63180(19) 0.19063(17) 0.28420(6) 0.0317(5) Uani 1 1 d .
O17 O 0.66192(19) -0.33262(16) 0.19983(7) 0.0352(6) Uani 1 1 d .
O18 O 0.75737(18) -0.19279(17) 0.20704(7) 0.0298(5) Uani 1 1 d .
C1 C 1.1334(3) 0.2571(3) 0.38154(10) 0.0375(8) Uani 1 1 d .
H1 H 1.1938 0.2953 0.3739 0.045 Uiso 1 1 calc R
C2 C 1.0774(3) 0.2714(3) 0.41439(9) 0.0289(7) Uani 1 1 d .
H2 H 1.0906 0.3201 0.4338 0.035 Uiso 1 1 calc R
C3 C 0.9938(2) 0.1987(2) 0.41449(8) 0.0233(6) Uani 1 1 d .
C4 C 1.0069(3) 0.1452(3) 0.38149(9) 0.0330(7) Uani 1 1 d .
H4 H 0.9632 0.0908 0.3740 0.040 Uiso 1 1 calc R
C5 C 0.9104(2) 0.1819(2) 0.44441(7) 0.0189(5) Uani 1 1 d .
H5A H 0.8779 0.1152 0.4396 0.023 Uiso 1 1 calc R
C6 C 0.8192(3) 0.2588(2) 0.44580(8) 0.0232(6) Uani 1 1 d .
C7 C 0.7437(2) 0.2249(2) 0.47835(8) 0.0241(6) Uani 1 1 d .
H7 H 0.6850 0.2752 0.4800 0.029 Uiso 1 1 calc R
C8 C 0.8041(2) 0.2284(2) 0.51744(8) 0.0257(6) Uani 1 1 d .
H8A H 0.8034 0.2977 0.5271 0.031 Uiso 1 1 calc R
H8B H 0.7647 0.1873 0.5366 0.031 Uiso 1 1 calc R
C9 C 0.9181(2) 0.1933(2) 0.51606(8) 0.0216(6) Uani 1 1 d .
C10 C 0.8614(3) 0.3644(2) 0.45318(10) 0.0313(7) Uani 1 1 d .
H10A H 0.8014 0.4084 0.4595 0.047 Uiso 1 1 calc R
H10B H 0.8977 0.3888 0.4298 0.047 Uiso 1 1 calc R
H10C H 0.9120 0.3633 0.4750 0.047 Uiso 1 1 calc R
C11 C 0.7545(3) 0.2609(2) 0.40785(9) 0.0304(7) Uani 1 1 d .
H11A H 0.6959 0.3098 0.4105 0.037 Uiso 1 1 calc R
H11B H 0.8017 0.2836 0.3865 0.037 Uiso 1 1 calc R
C12 C 0.7068(3) 0.1608(2) 0.39682(9) 0.0296(7) Uani 1 1 d .
H12A H 0.7656 0.1153 0.3894 0.036 Uiso 1 1 calc R
H12B H 0.6604 0.1698 0.3737 0.036 Uiso 1 1 calc R
C13 C 0.6401(2) 0.1116(2) 0.42967(9) 0.0259(6) Uani 1 1 d .
H13 H 0.5707 0.1485 0.4305 0.031 Uiso 1 1 calc R
C14 C 0.6907(2) 0.1250(2) 0.47001(8) 0.0238(6) Uani 1 1 d .
C15 C 0.7090(2) 0.0368(2) 0.49511(8) 0.0256(6) Uani 1 1 d .
H15 H 0.7693 0.0410 0.5142 0.031 Uiso 1 1 calc R
C16 C 0.6724(3) -0.0649(2) 0.48388(9) 0.0272(7) Uani 1 1 d .
H16 H 0.6451 -0.0980 0.5080 0.033 Uiso 1 1 calc R
C17 C 0.5802(3) -0.0654(3) 0.45361(9) 0.0295(7) Uani 1 1 d .
C18 C 0.6110(3) 0.0016(3) 0.41840(9) 0.0279(7) Uani 1 1 d .
C19 C 0.5142(3) 0.0080(3) 0.39024(10) 0.0361(8) Uani 1 1 d .
H19A H 0.4511 0.0313 0.4045 0.054 Uiso 1 1 calc R
H19B H 0.4997 -0.0579 0.3793 0.054 Uiso 1 1 calc R
H19C H 0.5306 0.0546 0.3691 0.054 Uiso 1 1 calc R
C20 C 0.7091(2) -0.0592(2) 0.40153(8) 0.0248(6) Uani 1 1 d .
H20 H 0.7761 -0.0223 0.4081 0.030 Uiso 1 1 calc R
C21 C 0.7090(3) -0.1584(2) 0.42523(9) 0.0280(7) Uani 1 1 d .
C22 C 0.5915(3) -0.1703(3) 0.43711(10) 0.0336(8) Uani 1 1 d .
H22A H 0.5810 -0.2224 0.4571 0.040 Uiso 1 1 calc R
H22B H 0.5438 -0.1824 0.4146 0.040 Uiso 1 1 calc R
C23 C 0.7061(3) -0.0744(3) 0.35717(9) 0.0308(7) Uani 1 1 d .
H23A H 0.6530 -0.1266 0.3509 0.037 Uiso 1 1 calc R
H23B H 0.6825 -0.0120 0.3446 0.037 Uiso 1 1 calc R
C24 C 0.8139(3) -0.1041(3) 0.34080(8) 0.0293(7) Uani 1 1 d .
C25 C 0.8987(3) -0.1957(3) 0.29004(9) 0.0361(8) Uani 1 1 d .
H25A H 0.8885 -0.1932 0.2618 0.054 Uiso 1 1 calc R
H25B H 0.9144 -0.2640 0.2980 0.054 Uiso 1 1 calc R
H25C H 0.9586 -0.1525 0.2974 0.054 Uiso 1 1 calc R
C26 C 0.7647(3) -0.2468(3) 0.40684(10) 0.0354(8) Uani 1 1 d .
H26A H 0.7534 -0.3058 0.4231 0.053 Uiso 1 1 calc R
H26B H 0.8415 -0.2333 0.4048 0.053 Uiso 1 1 calc R
H26C H 0.7351 -0.2586 0.3808 0.053 Uiso 1 1 calc R
C27 C 0.7569(3) -0.1349(2) 0.46551(9) 0.0261(6) Uani 1 1 d .
H27 H 0.7627 -0.1972 0.4812 0.031 Uiso 1 1 calc R
C28 C 0.9289(3) -0.0970(2) 0.49155(9) 0.0286(7) Uani 1 1 d .
C29 C 1.0385(3) -0.0594(2) 0.48281(10) 0.0319(7) Uani 1 1 d .
C30 C 1.1079(3) -0.0426(3) 0.51832(11) 0.0438(9) Uani 1 1 d .
H30A H 1.1834 -0.0491 0.5111 0.066 Uiso 1 1 calc R
H30B H 1.0903 -0.0921 0.5383 0.066 Uiso 1 1 calc R
H30C H 1.0949 0.0241 0.5286 0.066 Uiso 1 1 calc R
C31 C 1.0691(3) -0.0429(2) 0.44660(11) 0.0337(8) Uani 1 1 d .
H31 H 1.0197 -0.0570 0.4263 0.040 Uiso 1 1 calc R
C32 C 1.1780(3) -0.0027(3) 0.43541(13) 0.0472(10) Uani 1 1 d .
H32A H 1.1829 0.0024 0.4070 0.071 Uiso 1 1 calc R
H32B H 1.2338 -0.0477 0.4450 0.071 Uiso 1 1 calc R
H32C H 1.1879 0.0631 0.4470 0.071 Uiso 1 1 calc R
C33 C 1.1046(3) 0.0001(3) 0.15469(10) 0.0325(7) Uani 1 1 d .
H33 H 1.1795 -0.0050 0.1503 0.039 Uiso 1 1 calc R
C34 C 1.0463(2) 0.0826(2) 0.14855(9) 0.0274(7) Uani 1 1 d .
H34 H 1.0716 0.1445 0.1390 0.033 Uiso 1 1 calc R
C35 C 0.9379(2) 0.0586(2) 0.15939(8) 0.0201(6) Uani 1 1 d .
C36 C 0.9410(2) -0.0374(2) 0.17114(9) 0.0260(6) Uani 1 1 d .
H36 H 0.8808 -0.0737 0.1803 0.031 Uiso 1 1 calc R
C37 C 0.8398(2) 0.1222(2) 0.15866(8) 0.0177(5) Uani 1 1 d .
H37 H 0.7819 0.0859 0.1729 0.021 Uiso 1 1 calc R
C38 C 0.7966(2) 0.1498(2) 0.11828(8) 0.0210(6) Uani 1 1 d .
C39 C 0.6958(2) 0.2130(2) 0.12574(8) 0.0225(6) Uani 1 1 d .
H39 H 0.6679 0.2337 0.0997 0.027 Uiso 1 1 calc R
C40 C 0.7274(3) 0.3079(2) 0.14723(9) 0.0254(6) Uani 1 1 d .
H40A H 0.7585 0.3548 0.1281 0.030 Uiso 1 1 calc R
H40B H 0.6616 0.3389 0.1578 0.030 Uiso 1 1 calc R
C41 C 0.8059(2) 0.2947(2) 0.18010(9) 0.0228(6) Uani 1 1 d .
C42 C 0.8790(3) 0.2076(3) 0.09404(9) 0.0296(7) Uani 1 1 d .
H42A H 0.9355 0.1622 0.0853 0.044 Uiso 1 1 calc R
H42B H 0.9107 0.2602 0.1100 0.044 Uiso 1 1 calc R
H42C H 0.8436 0.2371 0.0714 0.044 Uiso 1 1 calc R
C43 C 0.7631(2) 0.0582(2) 0.09514(8) 0.0233(6) Uani 1 1 d .
H43A H 0.8271 0.0165 0.0905 0.028 Uiso 1 1 calc R
H43B H 0.7356 0.0797 0.0695 0.028 Uiso 1 1 calc R
C44 C 0.6777(2) -0.0051(2) 0.11516(8) 0.0216(6) Uani 1 1 d .
H44A H 0.7105 -0.0385 0.1379 0.026 Uiso 1 1 calc R
H44B H 0.6541 -0.0574 0.0968 0.026 Uiso 1 1 calc R
C45 C 0.5779(2) 0.0533(2) 0.12918(7) 0.0186(5) Uani 1 1 d .
H45 H 0.5344 0.0666 0.1053 0.022 Uiso 1 1 calc R
C46 C 0.6058(2) 0.1549(2) 0.14590(8) 0.0184(5) Uani 1 1 d .
C47 C 0.5667(2) 0.1822(2) 0.18501(8) 0.0190(5) Uani 1 1 d .
H47 H 0.6117 0.2302 0.2001 0.023 Uiso 1 1 calc R
C48 C 0.4922(2) 0.1187(2) 0.20814(8) 0.0186(5) Uani 1 1 d .
H48 H 0.4395 0.1634 0.2213 0.022 Uiso 1 1 calc R
C49 C 0.4290(2) 0.0445(2) 0.18304(8) 0.0201(6) Uani 1 1 d .
C50 C 0.3982(2) -0.0343(2) 0.21341(8) 0.0199(6) Uani 1 1 d .
H50A H 0.3644 -0.0937 0.2017 0.024 Uiso 1 1 calc R
H50B H 0.3525 -0.0075 0.2345 0.024 Uiso 1 1 calc R
C51 C 0.5145(2) -0.0532(2) 0.22662(7) 0.0169(5) Uani 1 1 d .
C52 C 0.5724(2) -0.07373(19) 0.18725(7) 0.0149(5) Uani 1 1 d .
H52 H 0.6461 -0.0450 0.1887 0.018 Uiso 1 1 calc R
C53 C 0.5064(2) -0.0133(2) 0.15575(8) 0.0174(5) Uani 1 1 d .
C54 C 0.4396(2) -0.0793(2) 0.12862(8) 0.0240(6) Uani 1 1 d .
H54A H 0.3855 -0.0387 0.1154 0.036 Uiso 1 1 calc R
H54B H 0.4041 -0.1311 0.1439 0.036 Uiso 1 1 calc R
H54C H 0.4865 -0.1102 0.1092 0.036 Uiso 1 1 calc R
C55 C 0.5312(2) -0.1287(2) 0.25879(8) 0.0242(6) Uani 1 1 d .
H55A H 0.4935 -0.1068 0.2823 0.036 Uiso 1 1 calc R
H55B H 0.6078 -0.1349 0.2644 0.036 Uiso 1 1 calc R
H55C H 0.5029 -0.1932 0.2505 0.036 Uiso 1 1 calc R
C56 C 0.5431(2) 0.0520(2) 0.23963(8) 0.0179(5) Uani 1 1 d .
H56 H 0.5085 0.0660 0.2653 0.021 Uiso 1 1 calc R
C57 C 0.6920(2) 0.1341(2) 0.26831(8) 0.0198(6) Uani 1 1 d .
C58 C 0.8100(2) 0.1354(2) 0.27346(8) 0.0248(6) Uani 1 1 d .
C59 C 0.8522(3) 0.2292(3) 0.29205(10) 0.0394(8) Uani 1 1 d .
H59A H 0.9282 0.2208 0.2983 0.059 Uiso 1 1 calc R
H59B H 0.8121 0.2428 0.3160 0.059 Uiso 1 1 calc R
H59C H 0.8435 0.2848 0.2739 0.059 Uiso 1 1 calc R
C60 C 0.8693(2) 0.0592(3) 0.26212(9) 0.0296(7) Uani 1 1 d .
H60 H 0.8334 0.0040 0.2509 0.036 Uiso 1 1 calc R
C61 C 0.9888(3) 0.0533(4) 0.26566(11) 0.0433(9) Uani 1 1 d .
H61A H 1.0172 0.0102 0.2451 0.065 Uiso 1 1 calc R
H61B H 1.0078 0.0260 0.2912 0.065 Uiso 1 1 calc R
H61C H 1.0195 0.1200 0.2630 0.065 Uiso 1 1 calc R
C62 C 0.5821(2) -0.1849(2) 0.17773(8) 0.0194(5) Uani 1 1 d .
H62A H 0.5157 -0.2191 0.1860 0.023 Uiso 1 1 calc R
H62B H 0.5888 -0.1931 0.1492 0.023 Uiso 1 1 calc R
C63 C 0.6764(2) -0.2337(2) 0.19720(8) 0.0231(6) Uani 1 1 d .
C64 C 0.7541(3) -0.3883(3) 0.21362(13) 0.0457(10) Uani 1 1 d .
H64A H 0.7412 -0.4595 0.2101 0.069 Uiso 1 1 calc R
H64B H 0.7656 -0.3743 0.2413 0.069 Uiso 1 1 calc R
H64C H 0.8177 -0.3685 0.1988 0.069 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0462(15) 0.0594(16) 0.0226(11) -0.0093(11) 0.0110(10) -0.0183(14)
O2 0.0210(10) 0.0254(10) 0.0133(8) 0.0008(8) -0.0036(7) 0.0018(8)
O3 0.0336(12) 0.0433(13) 0.0154(9) 0.0016(9) -0.0039(9) -0.0013(11)
O4 0.0233(11) 0.0380(12) 0.0297(11) -0.0129(10) 0.0053(9) -0.0008(10)
O5 0.0273(12) 0.0518(16) 0.0444(14) -0.0198(13) 0.0099(11) -0.0078(12)
O6 0.0440(14) 0.0499(15) 0.0249(11) 0.0000(11) -0.0028(11) 0.0063(13)
O7 0.0262(11) 0.0279(11) 0.0238(10) -0.0037(9) -0.0004(9) -0.0019(10)
O8 0.0320(13) 0.0575(16) 0.0266(11) -0.0140(11) 0.0014(10) -0.0103(12)
O9 0.0367(12) 0.0368(13) 0.0214(10) -0.0101(9) -0.0051(9) 0.0055(11)
O10 0.0214(11) 0.0292(12) 0.0505(14) 0.0011(11) -0.0051(10) 0.0019(10)
O11 0.0237(10) 0.0185(10) 0.0242(10) -0.0022(8) -0.0033(8) -0.0027(9)
O12 0.0375(13) 0.0273(11) 0.0405(13) -0.0087(10) -0.0034(11) -0.0008(11)
O13 0.0207(10) 0.0224(10) 0.0333(11) 0.0083(9) -0.0064(9) 0.0038(9)
O14 0.0159(10) 0.0259(11) 0.0451(13) 0.0031(10) -0.0094(9) 0.0023(9)
O15 0.0169(9) 0.0216(10) 0.0195(9) -0.0040(8) -0.0011(7) -0.0023(8)
O16 0.0301(12) 0.0292(11) 0.0358(12) -0.0130(10) -0.0036(10) 0.0018(10)
O17 0.0302(12) 0.0185(10) 0.0570(15) 0.0082(10) 0.0173(11) 0.0075(9)
O18 0.0236(11) 0.0309(12) 0.0349(12) 0.0112(10) 0.0022(9) 0.0011(10)
C1 0.0387(19) 0.045(2) 0.0284(16) 0.0011(15) 0.0026(15) -0.0144(17)
C2 0.0284(16) 0.0331(17) 0.0253(15) 0.0004(13) -0.0006(12) -0.0063(14)
C3 0.0255(14) 0.0266(15) 0.0178(13) 0.0017(11) -0.0044(11) -0.0017(13)
C4 0.0321(17) 0.0439(19) 0.0230(15) -0.0080(14) 0.0031(13) -0.0091(16)
C5 0.0218(14) 0.0218(13) 0.0132(11) -0.0024(10) -0.0046(10) 0.0003(12)
C6 0.0259(15) 0.0202(14) 0.0235(14) -0.0005(11) -0.0092(12) 0.0030(12)
C7 0.0195(14) 0.0271(15) 0.0258(14) -0.0071(12) -0.0015(12) 0.0051(12)
C8 0.0244(15) 0.0290(16) 0.0237(14) -0.0086(12) 0.0003(12) 0.0002(13)
C9 0.0248(14) 0.0209(13) 0.0191(13) -0.0027(11) -0.0033(11) -0.0031(12)
C10 0.0328(17) 0.0233(15) 0.0377(17) -0.0003(14) -0.0097(14) 0.0041(14)
C11 0.0329(18) 0.0285(16) 0.0298(16) 0.0034(13) -0.0135(14) 0.0051(14)
C12 0.0308(17) 0.0350(17) 0.0230(14) -0.0028(13) -0.0125(13) 0.0046(14)
C13 0.0209(14) 0.0314(16) 0.0253(14) -0.0065(13) -0.0054(12) 0.0039(13)
C14 0.0184(13) 0.0306(16) 0.0224(14) -0.0092(12) 0.0004(11) 0.0030(13)
C15 0.0251(15) 0.0325(16) 0.0193(13) -0.0081(12) 0.0017(11) -0.0011(13)
C16 0.0277(15) 0.0320(16) 0.0219(14) -0.0048(13) 0.0011(12) -0.0024(14)
C17 0.0229(15) 0.0360(18) 0.0294(15) -0.0116(14) 0.0030(12) -0.0037(14)
C18 0.0216(14) 0.0342(17) 0.0278(15) -0.0111(13) -0.0041(12) 0.0002(13)
C19 0.0252(16) 0.046(2) 0.0367(17) -0.0142(16) -0.0074(14) -0.0011(16)
C20 0.0232(14) 0.0303(16) 0.0209(13) -0.0078(12) -0.0029(11) -0.0032(13)
C21 0.0289(16) 0.0283(16) 0.0268(15) -0.0109(13) 0.0020(13) -0.0046(14)
C22 0.0316(17) 0.0357(18) 0.0336(17) -0.0112(14) 0.0054(14) -0.0097(15)
C23 0.0291(16) 0.0409(18) 0.0224(14) -0.0109(13) -0.0046(13) -0.0037(15)
C24 0.0367(18) 0.0337(17) 0.0175(13) -0.0059(12) -0.0015(13) -0.0030(15)
C25 0.0424(19) 0.0415(19) 0.0243(15) -0.0077(14) -0.0031(14) 0.0171(17)
C26 0.040(2) 0.0298(17) 0.0360(18) -0.0133(14) 0.0041(15) -0.0059(15)
C27 0.0283(15) 0.0273(15) 0.0227(14) -0.0058(12) 0.0016(12) -0.0047(14)
C28 0.0326(17) 0.0265(15) 0.0267(16) -0.0086(13) -0.0040(13) 0.0072(14)
C29 0.0272(16) 0.0251(16) 0.0432(19) -0.0134(14) -0.0051(14) 0.0072(14)
C30 0.0349(19) 0.045(2) 0.051(2) -0.0100(18) -0.0171(17) 0.0085(18)
C31 0.0307(17) 0.0251(16) 0.0453(19) -0.0154(15) 0.0024(14) 0.0020(14)
C32 0.035(2) 0.038(2) 0.068(3) -0.0120(19) 0.0085(19) -0.0057(17)
C33 0.0187(15) 0.0356(17) 0.0432(18) -0.0043(15) -0.0005(13) -0.0047(14)
C34 0.0225(15) 0.0277(15) 0.0319(16) -0.0026(13) 0.0020(12) -0.0078(13)
C35 0.0196(13) 0.0211(13) 0.0194(13) -0.0009(11) 0.0012(10) -0.0047(12)
C36 0.0190(14) 0.0243(15) 0.0347(16) 0.0037(13) -0.0032(12) 0.0006(12)
C37 0.0196(13) 0.0179(13) 0.0156(12) 0.0015(10) 0.0002(10) -0.0048(11)
C38 0.0222(14) 0.0246(14) 0.0161(12) 0.0047(11) -0.0009(11) -0.0029(12)
C39 0.0256(14) 0.0207(13) 0.0212(13) 0.0080(11) -0.0053(11) -0.0025(12)
C40 0.0275(15) 0.0187(13) 0.0299(15) 0.0060(12) -0.0010(12) -0.0035(12)
C41 0.0234(14) 0.0163(13) 0.0287(14) 0.0022(12) 0.0015(12) -0.0047(12)
C42 0.0325(17) 0.0314(16) 0.0250(15) 0.0084(13) 0.0039(13) -0.0067(14)
C43 0.0258(14) 0.0306(16) 0.0136(12) -0.0002(11) 0.0018(11) -0.0038(13)
C44 0.0234(14) 0.0252(14) 0.0161(12) -0.0033(11) -0.0002(11) -0.0026(13)
C45 0.0193(13) 0.0227(13) 0.0138(12) -0.0014(10) -0.0038(10) -0.0007(12)
C46 0.0169(13) 0.0172(13) 0.0210(13) 0.0029(11) -0.0047(10) 0.0010(11)
C47 0.0177(13) 0.0160(12) 0.0233(13) 0.0012(11) -0.0023(11) 0.0014(11)
C48 0.0170(13) 0.0147(12) 0.0241(13) -0.0027(11) 0.0022(11) -0.0001(11)
C49 0.0155(13) 0.0183(13) 0.0264(14) -0.0026(11) -0.0019(11) 0.0010(11)
C50 0.0144(12) 0.0205(13) 0.0247(13) -0.0031(11) 0.0018(11) -0.0021(11)
C51 0.0156(12) 0.0177(13) 0.0174(12) -0.0012(10) 0.0032(10) -0.0009(11)
C52 0.0148(12) 0.0141(12) 0.0160(12) -0.0015(10) -0.0002(10) -0.0013(10)
C53 0.0165(12) 0.0166(12) 0.0190(12) -0.0011(11) -0.0032(10) -0.0020(11)
C54 0.0225(14) 0.0272(15) 0.0222(14) -0.0049(12) -0.0046(11) -0.0059(12)
C55 0.0273(15) 0.0238(14) 0.0214(14) 0.0027(12) 0.0043(12) -0.0017(13)
C56 0.0161(12) 0.0192(13) 0.0184(12) -0.0033(10) 0.0017(10) -0.0015(11)
C57 0.0229(14) 0.0196(13) 0.0169(12) 0.0006(11) -0.0049(11) -0.0023(12)
C58 0.0245(15) 0.0317(16) 0.0181(13) 0.0053(12) -0.0060(11) -0.0063(13)
C59 0.0398(19) 0.045(2) 0.0333(17) -0.0013(16) -0.0136(15) -0.0151(17)
C60 0.0235(15) 0.0422(19) 0.0233(14) 0.0062(14) -0.0030(12) -0.0016(15)
C61 0.0201(16) 0.069(3) 0.0403(19) 0.0060(19) -0.0017(14) 0.0044(18)
C62 0.0203(13) 0.0141(12) 0.0238(13) -0.0029(11) 0.0035(11) -0.0016(11)
C63 0.0228(15) 0.0192(14) 0.0273(15) 0.0061(11) 0.0121(12) 0.0035(12)
C64 0.0364(19) 0.0324(18) 0.068(3) 0.0292(18) 0.0278(19) 0.0188(16)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C4 O1 C1 106.2(3)
C9 O2 C5 122.4(2)
C15 O4 C14 61.00(19)
C28 O7 C27 116.5(2)
C24 O9 C25 116.9(3)
C33 O10 C36 106.4(3)
C41 O11 C37 121.9(2)
C47 O13 C46 60.54(17)
C57 O15 C56 115.9(2)
C63 O17 C64 115.2(3)
C2 C1 O1 110.7(3)
C1 C2 C3 106.6(3)
C4 C3 C2 105.9(3)
C4 C3 C5 125.8(3)
C2 C3 C5 128.3(3)
C3 C4 O1 110.6(3)
O2 C5 C3 105.7(2)
O2 C5 C6 110.9(2)
C3 C5 C6 116.1(2)
C7 C6 C11 107.5(3)
C7 C6 C10 111.5(3)
C11 C6 C10 107.7(2)
C7 C6 C5 106.1(2)
C11 C6 C5 112.1(2)
C10 C6 C5 111.9(2)
C14 C7 C6 113.1(2)
C14 C7 C8 113.8(3)
C6 C7 C8 108.9(2)
C9 C8 C7 115.3(2)
O3 C9 O2 117.8(3)
O3 C9 C8 121.3(3)
O2 C9 C8 120.8(2)
C12 C11 C6 113.7(3)
C11 C12 C13 114.1(3)
C14 C13 C12 112.7(3)
C14 C13 C18 115.3(3)
C12 C13 C18 110.3(2)
O4 C14 C15 59.10(19)
O4 C14 C7 108.7(2)
C15 C14 C7 121.9(2)
O4 C14 C13 113.3(2)
C15 C14 C13 119.6(3)
C7 C14 C13 116.9(3)
O4 C15 C14 59.91(19)
O4 C15 C16 110.4(3)
C14 C15 C16 122.4(3)
C15 C16 C17 113.8(3)
C15 C16 C27 117.0(3)
C17 C16 C27 103.3(2)
O5 C17 C22 113.8(3)
O5 C17 C16 113.0(2)
C22 C17 C16 100.6(3)
O5 C17 C18 115.5(3)
C22 C17 C18 103.0(2)
C16 C17 C18 109.5(3)
C19 C18 C17 108.9(3)
C19 C18 C13 106.3(3)
C17 C18 C13 114.3(2)
C19 C18 C20 113.8(2)
C17 C18 C20 100.1(3)
C13 C18 C20 113.5(3)
C23 C20 C21 113.7(3)
C23 C20 C18 114.4(3)
C21 C20 C18 104.6(2)
C26 C21 C22 117.9(3)
C26 C21 C27 111.0(3)
C22 C21 C27 98.9(2)
C26 C21 C20 117.0(3)
C22 C21 C20 103.2(3)
C27 C21 C20 106.9(2)
C21 C22 C17 95.2(3)
C24 C23 C20 112.5(3)
O8 C24 O9 124.5(3)
O8 C24 C23 125.1(3)
O9 C24 C23 110.4(3)
O7 C27 C21 109.7(2)
O7 C27 C16 114.2(2)
C21 C27 C16 103.1(3)
O6 C28 O7 122.6(3)
O6 C28 C29 124.4(3)
O7 C28 C29 112.9(3)
C31 C29 C28 120.9(3)
C31 C29 C30 124.6(3)
C28 C29 C30 114.5(3)
C29 C31 C32 124.0(3)
C34 C33 O10 110.8(3)
C33 C34 C35 106.5(3)
C36 C35 C34 105.3(3)
C36 C35 C37 125.1(3)
C34 C35 C37 129.6(3)
C35 C36 O10 111.0(3)
O11 C37 C35 105.8(2)
O11 C37 C38 111.2(2)
C35 C37 C38 116.3(2)
C43 C38 C37 111.8(2)
C43 C38 C42 108.1(2)
C37 C38 C42 112.1(2)
C43 C38 C39 108.0(2)
C37 C38 C39 105.7(2)
C42 C38 C39 111.0(2)
C40 C39 C46 113.4(2)
C40 C39 C38 109.3(2)
C46 C39 C38 113.1(2)
C41 C40 C39 115.6(2)
O12 C41 O11 118.4(3)
O12 C41 C40 122.1(3)
O11 C41 C40 119.3(3)
C38 C43 C44 114.1(2)
C43 C44 C45 114.8(2)
C46 C45 C44 112.8(2)
C46 C45 C53 115.3(2)
C44 C45 C53 110.5(2)
O13 C46 C47 59.47(17)
O13 C46 C45 113.9(2)
C47 C46 C45 119.4(2)
O13 C46 C39 108.3(2)
C47 C46 C39 121.7(2)
C45 C46 C39 117.1(2)
O13 C47 C46 59.99(17)
O13 C47 C48 110.7(2)
C46 C47 C48 123.2(2)
C47 C48 C49 113.2(2)
C47 C48 C56 116.7(2)
C49 C48 C56 103.1(2)
O14 C49 C50 113.8(2)
O14 C49 C48 112.7(2)
C50 C49 C48 101.3(2)
O14 C49 C53 115.0(2)
C50 C49 C53 102.7(2)
C48 C49 C53 110.1(2)
C49 C50 C51 94.5(2)
C55 C51 C56 112.1(2)
C55 C51 C50 117.0(2)
C56 C51 C50 98.9(2)
C55 C51 C52 116.7(2)
C56 C51 C52 108.0(2)
C50 C51 C52 102.2(2)
C62 C52 C51 113.2(2)
C62 C52 C53 113.3(2)
C51 C52 C53 105.0(2)
C54 C53 C49 108.5(2)
C54 C53 C45 106.8(2)
C49 C53 C45 114.9(2)
C54 C53 C52 113.6(2)
C49 C53 C52 99.7(2)
C45 C53 C52 113.4(2)
O15 C56 C51 110.5(2)
O15 C56 C48 114.4(2)
C51 C56 C48 103.8(2)
O16 C57 O15 122.7(3)
O16 C57 C58 124.1(3)
O15 C57 C58 113.2(3)
C60 C58 C57 120.8(3)
C60 C58 C59 125.3(3)
C57 C58 C59 113.9(3)
C58 C60 C61 125.0(4)
C63 C62 C52 113.1(2)
O18 C63 O17 123.2(3)
O18 C63 C62 125.7(3)
O17 C63 C62 110.9(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C4 1.364(4)
O1 C1 1.367(4)
O2 C9 1.343(3)
O2 C5 1.471(3)
O3 C9 1.207(4)
O4 C15 1.457(4)
O4 C14 1.469(4)
O5 C17 1.419(4)
O6 C28 1.212(4)
O7 C28 1.348(4)
O7 C27 1.452(4)
O8 C24 1.200(4)
O9 C24 1.336(4)
O9 C25 1.459(4)
O10 C33 1.361(4)
O10 C36 1.361(4)
O11 C41 1.351(4)
O11 C37 1.476(3)
O12 C41 1.205(4)
O13 C47 1.460(3)
O13 C46 1.467(3)
O14 C49 1.416(3)
O15 C57 1.356(3)
O15 C56 1.448(3)
O16 C57 1.201(4)
O17 C63 1.347(4)
O17 C64 1.453(4)
O18 C63 1.200(4)
C1 C2 1.341(5)
C2 C3 1.431(4)
C3 C4 1.353(4)
C3 C5 1.480(4)
C5 C6 1.541(4)
C6 C7 1.532(4)
C6 C11 1.533(4)
C6 C10 1.538(4)
C7 C14 1.526(4)
C7 C8 1.541(4)
C8 C9 1.501(4)
C11 C12 1.521(5)
C12 C13 1.550(5)
C13 C14 1.533(4)
C13 C18 1.574(4)
C14 C15 1.485(5)
C15 C16 1.495(4)
C16 C17 1.552(4)
C16 C27 1.549(4)
C17 C22 1.528(5)
C17 C18 1.557(5)
C18 C19 1.551(4)
C18 C20 1.583(4)
C20 C23 1.537(4)
C20 C21 1.564(5)
C21 C26 1.516(5)
C21 C22 1.532(5)
C21 C27 1.540(4)
C23 C24 1.512(5)
C28 C29 1.490(5)
C29 C31 1.320(5)
C29 C30 1.513(5)
C31 C32 1.514(5)
C33 C34 1.345(5)
C34 C35 1.441(4)
C35 C36 1.355(4)
C35 C37 1.494(4)
C37 C38 1.534(4)
C38 C43 1.526(4)
C38 C42 1.535(4)
C38 C39 1.541(4)
C39 C40 1.527(4)
C39 C46 1.535(4)
C40 C41 1.506(4)
C43 C44 1.528(4)
C44 C45 1.550(4)
C45 C46 1.524(4)
C45 C53 1.559(4)
C46 C47 1.475(4)
C47 C48 1.493(4)
C48 C49 1.538(4)
C48 C56 1.542(4)
C49 C50 1.536(4)
C49 C53 1.555(4)
C50 C51 1.542(4)
C51 C55 1.516(4)
C51 C56 1.528(4)
C51 C52 1.558(4)
C52 C62 1.537(4)
C52 C53 1.585(4)
C53 C54 1.534(4)
C57 C58 1.484(4)
C58 C60 1.324(5)
C58 C59 1.510(5)
C60 C61 1.500(4)
C62 C63 1.505(4)
|
1501816.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501816.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501816
loop_
_publ_author_name
'Lhinhatrakool, Thitima'
'Prabpai, Samran'
'Kongsaeree, Palangpon'
'Sutthivaiyakit, Somyote'
_publ_section_title
;
Antiplasmodial sesquiterpene alkaloids from the roots of Maytenus
mekongensis.
;
_journal_issue 6
_journal_name_full 'Journal of natural products'
_journal_page_first 1386
_journal_page_last 1391
_journal_paper_doi 10.1021/np200014k
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration unk
_chemical_compound_source 'Maytenus mekongensis'
_chemical_formula_moiety 'C45 H51 N O20'
_chemical_formula_sum 'C45 H51 N O20'
_chemical_formula_weight 925.89
_chemical_name_common '7-epi-mekongensine '
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_Int_Tables_number 4
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_cell_angle_alpha 90.00
_cell_angle_beta 93.2976(12)
_cell_angle_gamma 90.00
_cell_formula_units_Z 2
_cell_length_a 10.3372(3)
_cell_length_b 16.3424(3)
_cell_length_c 13.1251(4)
_cell_measurement_reflns_used 7451
_cell_measurement_temperature 150
_cell_measurement_theta_max 33.728
_cell_measurement_theta_min 0.998
_cell_volume 2213.61(10)
_computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection KappaCCD
_computing_data_reduction
'Denzo and Scalepak (Otwinowski & Minor, 1997)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
'SIR97(Cascarano al.,Acta Cryst.,1996,A52,C-79)'
_diffrn_ambient_temperature 150
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device KappaCCD
_diffrn_measurement_method CCD
_diffrn_orient_matrix_type X=UH
_diffrn_orient_matrix_UB_11 -0.02942
_diffrn_orient_matrix_UB_12 0.00831
_diffrn_orient_matrix_UB_13 0.09195
_diffrn_orient_matrix_UB_21 -0.02862
_diffrn_orient_matrix_UB_22 -0.05391
_diffrn_orient_matrix_UB_23 -0.00428
_diffrn_orient_matrix_UB_31 0.06191
_diffrn_orient_matrix_UB_32 -0.03506
_diffrn_orient_matrix_UB_33 0.02760
_diffrn_radiation_probe x-ray
_diffrn_radiation_type ' MoK\a'
_diffrn_radiation_wavelength_id all
_diffrn_reflns_limit_h_max 16
_diffrn_reflns_limit_h_min -16
_diffrn_reflns_limit_k_max 22
_diffrn_reflns_limit_k_min -25
_diffrn_reflns_limit_l_max 20
_diffrn_reflns_limit_l_min -20
_diffrn_reflns_number 15631
_diffrn_reflns_theta_full 33.71
_diffrn_reflns_theta_max 33.71
_diffrn_reflns_theta_min 1.25
_diffrn_source 'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu 0.110
_exptl_absorpt_correction_type none
_exptl_crystal_colour Colourless
_exptl_crystal_density_diffrn 1.389
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description Prism
_exptl_crystal_F_000 976
_exptl_crystal_size_max 0.20
_exptl_crystal_size_mid 0.10
_exptl_crystal_size_min 0.10
_refine_diff_density_max 0.543
_refine_diff_density_min -0.361
_refine_diff_density_rms 0.070
_refine_ls_extinction_coef 0.0060(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 1.032
_refine_ls_hydrogen_treatment refxyz
_refine_ls_matrix_type full
_refine_ls_number_parameters 605
_refine_ls_number_reflns 15613
_refine_ls_number_restraints 1
_refine_ls_restrained_S_all 1.032
_refine_ls_R_factor_all 0.0898
_refine_ls_R_factor_gt 0.0604
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0892P)^2^+0.3199P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1419
_refine_ls_wR_factor_ref 0.1584
_reflns_number_gt 11705
_reflns_number_total 15613
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np200014k_si_003.cif
_cod_data_source_block global
_cod_original_sg_symbol_H-M 'P 21'
_cod_database_code 1501816
loop_
_symmetry_equiv_pos_as_xyz
+X,+Y,+Z
'-X,+Y+ 1/2,-Z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O3 O -0.21338(14) 0.16637(8) 0.18341(11) 0.0199(3) Uani 1 1 d .
O10 O 0.04520(13) 0.20633(8) 0.22522(11) 0.0182(3) Uani 1 1 d .
O8 O 0.08407(14) 0.44420(8) 0.34227(11) 0.0206(3) Uani 1 1 d .
O24 O -0.31566(15) 0.07215(9) 0.33570(12) 0.0246(3) Uani 1 1 d .
O11 O 0.10034(14) 0.46902(8) 0.13969(11) 0.0217(3) Uani 1 1 d .
O1 O -0.18271(13) 0.40020(8) 0.31509(11) 0.0200(3) Uani 1 1 d .
O5 O 0.20261(14) 0.24571(8) 0.03030(11) 0.0208(3) Uani 1 1 d .
O2 O -0.28600(14) 0.37452(9) 0.11048(12) 0.0239(3) Uani 1 1 d .
O7 O 0.30118(14) 0.32929(9) 0.38343(12) 0.0236(3) Uani 1 1 d .
C10 C 0.02950(18) 0.27316(11) 0.15173(14) 0.0176(3) Uani 1 1 d .
C1 C -0.14403(18) 0.33013(11) 0.25700(15) 0.0176(3) Uani 1 1 d .
H1 H -0.1345 0.2836 0.3014 0.021 Uiso 1 1 d R
C5 C 0.16793(19) 0.29174(11) 0.11857(15) 0.0184(3) Uani 1 1 d .
H5 H 0.1745 0.3485 0.1010 0.022 Uiso 1 1 d R
O4 O -0.03790(14) 0.15995(9) 0.04176(12) 0.0242(3) Uani 1 1 d .
H4 H -0.0167 0.1282 0.1020 0.029 Uiso 1 1 d R
O39 O 0.36689(17) 0.46111(10) 0.39688(14) 0.0329(4) Uani 1 1 d .
C11 C -0.02378(19) 0.43121(12) 0.15096(17) 0.0209(4) Uani 1 1 d .
H11A H -0.0778 0.4683 0.1861 0.025 Uiso 1 1 d R
H11B H -0.0637 0.4191 0.0848 0.025 Uiso 1 1 d R
C4 C -0.07472(19) 0.24072(12) 0.07005(15) 0.0199(3) Uani 1 1 d .
C9 C -0.01167(18) 0.35053(11) 0.21344(15) 0.0170(3) Uani 1 1 d .
O28 O -0.28541(18) 0.31783(10) 0.42209(14) 0.0344(4) Uani 1 1 d .
O43 O 0.02681(18) 0.58799(9) 0.20178(14) 0.0323(4) Uani 1 1 d .
C18 C 0.1351(2) -0.09339(12) 0.26594(18) 0.0255(4) Uani 1 1 d .
C32 C 0.3053(2) 0.27671(12) -0.01690(17) 0.0241(4) Uani 1 1 d .
O45 O -0.47324(15) 0.15319(11) 0.26620(15) 0.0330(4) Uani 1 1 d .
O26 O -0.33880(18) 0.09278(11) 0.06988(13) 0.0336(4) Uani 1 1 d .
O15 O 0.15197(15) 0.04437(9) 0.20679(13) 0.0267(3) Uani 1 1 d .
C17 C 0.0052(2) -0.10653(12) 0.23373(16) 0.0232(4) Uani 1 1 d .
C33 C 0.3349(2) 0.22969(13) -0.10910(16) 0.0229(4) Uani 1 1 d .
C28 C -0.2556(2) 0.38524(13) 0.39607(16) 0.0234(4) Uani 1 1 d .
O32 O 0.36476(19) 0.33629(11) 0.01408(16) 0.0419(5) Uani 1 1 d .
C24 C -0.2857(2) 0.03678(12) 0.23753(16) 0.0219(4) Uani 1 1 d .
C45 C -0.4139(2) 0.12629(13) 0.34049(19) 0.0268(4) Uani 1 1 d .
C23 C -0.1483(2) 0.00521(12) 0.26304(17) 0.0233(4) Uani 1 1 d .
H23A H -0.0913 0.0507 0.2771 0.028 Uiso 1 1 d R
H23B H -0.1484 -0.0296 0.3219 0.028 Uiso 1 1 d R
C8 C 0.08901(19) 0.36103(11) 0.30670(15) 0.0185(3) Uani 1 1 d .
H8 H 0.0672 0.3242 0.3601 0.022 Uiso 1 1 d R
C34 C 0.2510(2) 0.17035(13) -0.15069(18) 0.0259(4) Uani 1 1 d .
H34 H 0.1718 0.1582 -0.1189 0.031 Uiso 1 1 d R
C14 C 0.1925(2) 0.16712(13) 0.36383(16) 0.0245(4) Uani 1 1 d .
H14A H 0.2814 0.1555 0.3839 0.029 Uiso 1 1 calc R
H14B H 0.1406 0.1196 0.3750 0.029 Uiso 1 1 calc R
H14C H 0.1627 0.2119 0.4036 0.029 Uiso 1 1 calc R
O30 O -0.45344(19) 0.40748(13) 0.20604(16) 0.0434(5) Uani 1 1 d .
C15 C 0.2272(2) 0.11768(12) 0.18677(18) 0.0232(4) Uani 1 1 d .
H15A H 0.3172 0.1075 0.2044 0.028 Uiso 1 1 d R
H15B H 0.2163 0.1315 0.1157 0.028 Uiso 1 1 d R
C13 C 0.18110(19) 0.18993(11) 0.25083(16) 0.0201(4) Uani 1 1 d .
C6 C 0.24829(19) 0.26920(12) 0.21683(15) 0.0194(3) Uani 1 1 d .
H6 H 0.3388 0.2587 0.2101 0.023 Uiso 1 1 d R
C41 C 0.0606(2) 0.45880(13) 0.44059(16) 0.0251(4) Uani 1 1 d .
O41 O 0.0402(2) 0.40597(12) 0.50146(14) 0.0436(5) Uani 1 1 d .
C12 C -0.0842(2) 0.28946(13) -0.02955(16) 0.0245(4) Uani 1 1 d .
H12A H -0.1267 0.2569 -0.0824 0.029 Uiso 1 1 calc R
H12B H 0.0013 0.3035 -0.0487 0.029 Uiso 1 1 calc R
H12C H -0.1330 0.3386 -0.0201 0.029 Uiso 1 1 calc R
C3 C -0.21058(19) 0.23495(12) 0.11359(15) 0.0194(3) Uani 1 1 d .
H3 H -0.2748 0.2288 0.0583 0.023 Uiso 1 1 d R
C39 C 0.3631(2) 0.39349(14) 0.43085(17) 0.0258(4) Uani 1 1 d .
C7 C 0.23151(19) 0.34361(11) 0.28549(15) 0.0194(4) Uani 1 1 d .
H7 H 0.2668 0.3900 0.2519 0.023 Uiso 1 1 d R
C2 C -0.25207(19) 0.30741(12) 0.17823(16) 0.0207(4) Uani 1 1 d .
H2 H -0.3281 0.2925 0.2126 0.025 Uiso 1 1 d R
C27 C 0.2139(2) -0.01712(14) 0.2553(2) 0.0304(5) Uani 1 1 d .
C22 C -0.0855(2) -0.04533(13) 0.17971(16) 0.0232(4) Uani 1 1 d .
H22A H -0.0373 -0.0105 0.1367 0.028 Uiso 1 1 d R
H22B H -0.1505 -0.0742 0.1388 0.028 Uiso 1 1 d R
C25 C -0.3823(2) -0.03075(14) 0.20921(19) 0.0290(4) Uani 1 1 d .
H25A H -0.3628 -0.0539 0.1446 0.035 Uiso 1 1 calc R
H25B H -0.4684 -0.0084 0.2045 0.035 Uiso 1 1 calc R
H25C H -0.3768 -0.0726 0.2607 0.035 Uiso 1 1 calc R
C29 C -0.2945(2) 0.46392(14) 0.44385(19) 0.0309(5) Uani 1 1 d .
H29A H -0.3008 0.4561 0.5159 0.037 Uiso 1 1 calc R
H29B H -0.3770 0.4811 0.4139 0.037 Uiso 1 1 calc R
H29C H -0.2308 0.5051 0.4324 0.037 Uiso 1 1 calc R
C43 C 0.1143(2) 0.54775(12) 0.17283(16) 0.0241(4) Uani 1 1 d .
C44 C 0.2514(3) 0.57490(15) 0.1692(2) 0.0363(5) Uani 1 1 d .
H44A H 0.2575 0.6321 0.1853 0.044 Uiso 1 1 calc R
H44B H 0.2806 0.5658 0.1020 0.044 Uiso 1 1 calc R
H44C H 0.3046 0.5443 0.2180 0.044 Uiso 1 1 calc R
N16 N -0.0558(2) -0.17659(11) 0.25451(16) 0.0306(4) Uani 1 1 d .
C37 C 0.4779(3) 0.20742(16) -0.2447(2) 0.0351(5) Uani 1 1 d .
H37 H 0.5554 0.2213 -0.2778 0.042 Uiso 1 1 d R
C36 C 0.3963(3) 0.14854(17) -0.2845(2) 0.0400(6) Uani 1 1 d .
H36 H 0.4182 0.1197 -0.3449 0.048 Uiso 1 1 d R
C26 C -0.2875(2) 0.10157(12) 0.15342(16) 0.0211(4) Uani 1 1 d .
C35 C 0.2819(3) 0.12946(16) -0.2388(2) 0.0370(6) Uani 1 1 d .
H35 H 0.2248 0.0881 -0.2674 0.044 Uiso 1 1 d R
C20 C 0.1377(3) -0.22815(14) 0.3393(2) 0.0356(5) Uani 1 1 d .
H20 H 0.1821 -0.2708 0.3775 0.043 Uiso 1 1 d R
C38 C 0.4494(2) 0.24858(14) -0.15640(19) 0.0299(5) Uani 1 1 d .
H38 H 0.5074 0.2893 -0.1272 0.036 Uiso 1 1 d R
C30 C -0.3930(2) 0.41928(14) 0.13285(19) 0.0295(5) Uani 1 1 d .
C46 C -0.4348(3) 0.14696(15) 0.4496(2) 0.0334(5) Uani 1 1 d .
H46A H -0.5135 0.1777 0.4531 0.040 Uiso 1 1 calc R
H46B H -0.3632 0.1790 0.4772 0.040 Uiso 1 1 calc R
H46C H -0.4410 0.0974 0.4883 0.040 Uiso 1 1 calc R
O27 O 0.32368(19) -0.00996(12) 0.29405(17) 0.0449(5) Uani 1 1 d .
C31 C -0.4203(3) 0.48325(16) 0.0529(2) 0.0408(6) Uani 1 1 d .
H31A H -0.4636 0.5288 0.0822 0.049 Uiso 1 1 calc R
H31B H -0.4745 0.4606 -0.0018 0.049 Uiso 1 1 calc R
H31C H -0.3402 0.5015 0.0270 0.049 Uiso 1 1 calc R
C40 C 0.4228(3) 0.36581(17) 0.53227(19) 0.0352(5) Uani 1 1 d .
H40A H 0.4543 0.4125 0.5705 0.042 Uiso 1 1 calc R
H40B H 0.4934 0.3293 0.5215 0.042 Uiso 1 1 calc R
H40C H 0.3588 0.3380 0.5695 0.042 Uiso 1 1 calc R
C42 C 0.0667(3) 0.54878(15) 0.4617(2) 0.0340(5) Uani 1 1 d .
H42A H 0.0141 0.5614 0.5176 0.041 Uiso 1 1 calc R
H42B H 0.0350 0.5783 0.4021 0.041 Uiso 1 1 calc R
H42C H 0.1548 0.5644 0.4790 0.041 Uiso 1 1 calc R
C19 C 0.2012(3) -0.15672(13) 0.3189(2) 0.0324(5) Uani 1 1 d .
H19 H 0.2915 -0.1509 0.3390 0.039 Uiso 1 1 d R
C21 C 0.0090(3) -0.23471(14) 0.3058(2) 0.0343(5) Uani 1 1 d .
H21 H -0.0327 -0.2854 0.3211 0.041 Uiso 1 1 d R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O3 0.0195(7) 0.0208(6) 0.0195(7) 0.0020(5) 0.0013(5) -0.0040(5)
O10 0.0149(6) 0.0196(6) 0.0204(7) 0.0020(5) 0.0032(5) -0.0007(5)
O8 0.0199(7) 0.0192(6) 0.0231(7) -0.0026(5) 0.0045(5) 0.0006(5)
O24 0.0236(8) 0.0283(7) 0.0226(7) 0.0002(6) 0.0063(6) 0.0036(6)
O11 0.0217(7) 0.0189(6) 0.0255(7) 0.0016(5) 0.0087(6) -0.0020(5)
O1 0.0178(6) 0.0234(6) 0.0193(7) -0.0004(5) 0.0067(5) 0.0016(5)
O5 0.0195(7) 0.0224(6) 0.0213(7) -0.0031(5) 0.0092(5) -0.0030(5)
O2 0.0198(7) 0.0245(6) 0.0272(8) 0.0041(5) -0.0008(6) 0.0021(5)
O7 0.0188(7) 0.0281(7) 0.0237(7) -0.0020(6) -0.0015(5) -0.0010(5)
C10 0.0162(8) 0.0194(7) 0.0175(9) 0.0019(6) 0.0033(7) -0.0006(6)
C1 0.0157(8) 0.0198(7) 0.0176(9) -0.0008(6) 0.0041(7) 0.0000(6)
C5 0.0184(9) 0.0198(8) 0.0176(9) -0.0001(6) 0.0069(7) -0.0007(6)
O4 0.0234(7) 0.0230(6) 0.0265(8) -0.0061(6) 0.0046(6) -0.0011(6)
O39 0.0313(9) 0.0287(7) 0.0383(10) -0.0062(7) -0.0010(7) -0.0047(6)
C11 0.0176(9) 0.0218(8) 0.0237(10) 0.0028(7) 0.0046(7) -0.0010(7)
C4 0.0214(9) 0.0203(8) 0.0183(9) -0.0006(7) 0.0042(7) -0.0018(7)
C9 0.0141(8) 0.0193(7) 0.0180(9) 0.0008(6) 0.0050(6) -0.0005(6)
O28 0.0409(10) 0.0286(7) 0.0356(9) 0.0022(7) 0.0186(8) -0.0027(7)
O43 0.0367(9) 0.0217(7) 0.0388(10) -0.0016(6) 0.0065(7) 0.0044(6)
C18 0.0255(10) 0.0210(8) 0.0304(11) -0.0005(7) 0.0053(9) 0.0029(7)
C32 0.0225(10) 0.0245(9) 0.0261(10) -0.0021(7) 0.0084(8) -0.0034(7)
O45 0.0187(7) 0.0363(8) 0.0441(10) 0.0043(7) 0.0022(7) 0.0037(6)
O26 0.0386(10) 0.0326(8) 0.0289(9) 0.0026(6) -0.0049(7) -0.0136(7)
O15 0.0213(7) 0.0206(6) 0.0383(9) 0.0025(6) 0.0022(6) 0.0002(5)
C17 0.0279(10) 0.0217(8) 0.0208(9) -0.0054(7) 0.0075(8) 0.0022(7)
C33 0.0222(10) 0.0265(9) 0.0208(10) 0.0020(7) 0.0082(7) 0.0035(7)
C28 0.0199(9) 0.0299(10) 0.0209(10) -0.0015(7) 0.0053(7) -0.0005(7)
O32 0.0408(10) 0.0405(10) 0.0466(11) -0.0159(8) 0.0233(9) -0.0235(8)
C24 0.0206(10) 0.0227(8) 0.0227(10) 0.0003(7) 0.0045(8) -0.0008(7)
C45 0.0172(9) 0.0254(9) 0.0388(13) -0.0003(8) 0.0100(9) -0.0021(7)
C23 0.0217(10) 0.0245(9) 0.0239(10) -0.0012(7) 0.0037(8) 0.0033(7)
C8 0.0169(8) 0.0197(8) 0.0193(9) -0.0013(6) 0.0036(7) -0.0004(6)
C34 0.0231(10) 0.0286(9) 0.0267(11) -0.0038(8) 0.0077(8) -0.0005(8)
C14 0.0231(10) 0.0263(9) 0.0241(10) 0.0036(7) 0.0020(8) 0.0010(8)
O30 0.0335(10) 0.0566(12) 0.0404(11) 0.0000(9) 0.0059(9) 0.0182(9)
C15 0.0190(9) 0.0205(8) 0.0306(11) -0.0005(7) 0.0049(8) 0.0004(7)
C13 0.0138(8) 0.0217(8) 0.0249(10) 0.0007(7) 0.0022(7) 0.0018(6)
C6 0.0140(8) 0.0227(8) 0.0220(9) -0.0009(7) 0.0050(7) -0.0014(6)
C41 0.0244(10) 0.0302(10) 0.0209(10) -0.0052(8) 0.0023(8) 0.0029(8)
O41 0.0701(14) 0.0372(9) 0.0247(9) -0.0021(7) 0.0118(9) -0.0021(9)
C12 0.0272(10) 0.0296(9) 0.0169(9) 0.0013(7) 0.0022(8) -0.0045(8)
C3 0.0165(8) 0.0225(8) 0.0193(9) 0.0012(7) 0.0013(7) -0.0020(7)
C39 0.0168(9) 0.0326(10) 0.0283(11) -0.0091(8) 0.0044(8) -0.0001(8)
C7 0.0165(9) 0.0210(8) 0.0211(9) -0.0016(7) 0.0039(7) -0.0002(6)
C2 0.0157(8) 0.0233(8) 0.0234(9) 0.0019(7) 0.0040(7) 0.0001(7)
C27 0.0231(11) 0.0273(10) 0.0413(14) 0.0055(9) 0.0070(9) 0.0023(8)
C22 0.0218(10) 0.0258(9) 0.0224(10) -0.0018(7) 0.0044(8) -0.0002(7)
C25 0.0262(11) 0.0283(10) 0.0331(12) 0.0004(8) 0.0069(9) -0.0076(8)
C29 0.0336(12) 0.0293(10) 0.0312(12) -0.0039(9) 0.0147(10) 0.0013(9)
C43 0.0287(11) 0.0214(8) 0.0225(10) 0.0039(7) 0.0024(8) -0.0027(7)
C44 0.0340(13) 0.0298(11) 0.0451(15) 0.0062(10) 0.0034(11) -0.0108(9)
N16 0.0356(11) 0.0218(8) 0.0348(11) -0.0025(7) 0.0054(8) -0.0018(7)
C37 0.0308(12) 0.0406(12) 0.0358(13) -0.0008(10) 0.0191(10) 0.0024(10)
C36 0.0451(15) 0.0434(14) 0.0334(14) -0.0088(10) 0.0192(12) 0.0029(11)
C26 0.0185(9) 0.0231(8) 0.0222(10) 0.0005(7) 0.0040(7) -0.0017(7)
C35 0.0418(14) 0.0401(12) 0.0303(13) -0.0105(10) 0.0125(11) -0.0047(10)
C20 0.0451(15) 0.0219(9) 0.0394(14) 0.0030(9) -0.0018(11) 0.0048(9)
C38 0.0252(11) 0.0312(10) 0.0345(12) 0.0010(9) 0.0123(9) -0.0011(8)
C30 0.0217(10) 0.0318(10) 0.0342(13) -0.0013(8) -0.0054(9) 0.0045(8)
C46 0.0331(12) 0.0328(11) 0.0360(13) -0.0042(9) 0.0165(10) 0.0022(9)
O27 0.0276(9) 0.0434(10) 0.0634(14) 0.0153(9) 0.0003(9) -0.0013(8)
C31 0.0352(14) 0.0325(12) 0.0531(17) 0.0057(11) -0.0112(12) 0.0077(10)
C40 0.0326(12) 0.0449(13) 0.0276(12) -0.0063(10) -0.0025(9) -0.0026(10)
C42 0.0396(14) 0.0318(11) 0.0305(12) -0.0085(9) 0.0012(10) 0.0051(10)
C19 0.0320(12) 0.0244(10) 0.0405(13) -0.0011(9) -0.0002(10) 0.0055(8)
C21 0.0407(14) 0.0222(9) 0.0406(14) -0.0009(9) 0.0065(11) -0.0014(9)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_diffrn_radiation_wavelength
0.71073
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C26 O3 C3 116.94(15)
C13 O10 C10 111.14(14)
C41 O8 C8 119.30(16)
C45 O24 C24 119.87(18)
C43 O11 C11 116.81(16)
C28 O1 C1 116.91(15)
C32 O5 C5 114.12(15)
C30 O2 C2 116.34(17)
C39 O7 C7 118.40(16)
O10 C10 C5 105.23(15)
O10 C10 C4 104.17(14)
C5 C10 C4 118.92(16)
O10 C10 C9 106.50(14)
C5 C10 C9 105.59(14)
C4 C10 C9 115.35(15)
O1 C1 C2 109.69(15)
O1 C1 C9 107.54(14)
C2 C1 C9 115.50(16)
O1 C1 H1 109.2
C2 C1 H1 105.4
C9 C1 H1 109.4
O5 C5 C6 113.64(15)
O5 C5 C10 113.54(15)
C6 C5 C10 100.40(15)
O5 C5 H5 106.7
C6 C5 H5 113.0
C10 C5 H5 109.7
C4 O4 H4 109.7
O11 C11 C9 111.92(16)
O11 C11 H11A 109.0
C9 C11 H11A 108.3
O11 C11 H11B 109.6
C9 C11 H11B 108.6
H11A C11 H11B 109.5
O4 C4 C12 105.31(16)
O4 C4 C3 107.47(15)
C12 C4 C3 109.42(17)
O4 C4 C10 107.89(16)
C12 C4 C10 114.58(16)
C3 C4 C10 111.73(16)
C1 C9 C11 109.34(15)
C1 C9 C8 107.20(15)
C11 C9 C8 110.39(15)
C1 C9 C10 106.73(14)
C11 C9 C10 115.22(16)
C8 C9 C10 107.61(14)
C17 C18 C19 117.9(2)
C17 C18 C27 128.01(19)
C19 C18 C27 114.0(2)
O32 C32 O5 122.9(2)
O32 C32 C33 124.6(2)
O5 C32 C33 112.53(17)
C27 O15 C15 117.24(17)
N16 C17 C18 121.5(2)
N16 C17 C22 111.8(2)
C18 C17 C22 126.53(19)
C34 C33 C38 120.2(2)
C34 C33 C32 121.93(19)
C38 C33 C32 117.8(2)
O28 C28 O1 123.42(19)
O28 C28 C29 126.2(2)
O1 C28 C29 110.35(18)
O24 C24 C25 109.44(17)
O24 C24 C26 111.60(16)
C25 C24 C26 110.21(18)
O24 C24 C23 100.46(16)
C25 C24 C23 113.41(17)
C26 C24 C23 111.38(17)
O45 C45 O24 123.4(2)
O45 C45 C46 126.6(2)
O24 C45 C46 110.0(2)
C24 C23 C22 116.66(18)
C24 C23 H23A 109.4
C22 C23 H23A 105.7
C24 C23 H23B 109.4
C22 C23 H23B 105.8
H23A C23 H23B 109.5
O8 C8 C7 106.57(15)
O8 C8 C9 108.78(15)
C7 C8 C9 115.89(16)
O8 C8 H8 110.0
C7 C8 H8 106.4
C9 C8 H8 109.1
C35 C34 C33 119.6(2)
C35 C34 H34 120.4
C33 C34 H34 120.1
C13 C14 H14A 109.5
C13 C14 H14B 109.5
H14A C14 H14B 109.5
C13 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
O15 C15 C13 110.21(16)
O15 C15 H15A 109.4
C13 C15 H15A 109.1
O15 C15 H15B 109.5
C13 C15 H15B 109.1
H15A C15 H15B 109.5
O10 C13 C14 106.85(16)
O10 C13 C15 109.95(16)
C14 C13 C15 109.51(16)
O10 C13 C6 102.90(14)
C14 C13 C6 118.25(17)
C15 C13 C6 109.02(16)
C7 C6 C5 103.27(15)
C7 C6 C13 115.32(16)
C5 C6 C13 102.27(15)
C7 C6 H6 109.9
C5 C6 H6 116.6
C13 C6 H6 109.4
O41 C41 O8 123.8(2)
O41 C41 C42 126.1(2)
O8 C41 C42 110.07(19)
C4 C12 H12A 109.5
C4 C12 H12B 109.5
H12A C12 H12B 109.5
C4 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
O3 C3 C2 103.37(15)
O3 C3 C4 109.38(15)
C2 C3 C4 116.47(16)
O3 C3 H3 111.0
C2 C3 H3 107.2
C4 C3 H3 109.2
O39 C39 O7 124.6(2)
O39 C39 C40 126.0(2)
O7 C39 C40 109.33(19)
O7 C7 C6 108.99(15)
O7 C7 C8 107.43(16)
C6 C7 C8 113.28(15)
O7 C7 H7 110.5
C6 C7 H7 107.4
C8 C7 H7 109.3
O2 C2 C1 112.07(16)
O2 C2 C3 108.19(16)
C1 C2 C3 110.27(16)
O2 C2 H2 107.8
C1 C2 H2 109.3
C3 C2 H2 109.1
O27 C27 O15 122.4(2)
O27 C27 C18 122.5(2)
O15 C27 C18 115.0(2)
C17 C22 C23 107.19(17)
C17 C22 H22A 109.7
C23 C22 H22A 110.7
C17 C22 H22B 109.3
C23 C22 H22B 110.4
H22A C22 H22B 109.5
C24 C25 H25A 109.5
C24 C25 H25B 109.5
H25A C25 H25B 109.5
C24 C25 H25C 109.5
H25A C25 H25C 109.5
H25B C25 H25C 109.5
C28 C29 H29A 109.5
C28 C29 H29B 109.5
H29A C29 H29B 109.5
C28 C29 H29C 109.5
H29A C29 H29C 109.5
H29B C29 H29C 109.5
O43 C43 O11 123.5(2)
O43 C43 C44 125.8(2)
O11 C43 C44 110.77(19)
C43 C44 H44A 109.5
C43 C44 H44B 109.5
H44A C44 H44B 109.5
C43 C44 H44C 109.5
H44A C44 H44C 109.5
H44B C44 H44C 109.5
C21 N16 C17 119.0(2)
C36 C37 C38 120.4(2)
C36 C37 H37 120.5
C38 C37 H37 119.1
C37 C36 C35 121.0(2)
C37 C36 H36 119.5
C35 C36 H36 119.5
O26 C26 O3 124.99(18)
O26 C26 C24 124.33(18)
O3 C26 C24 110.41(17)
C34 C35 C36 119.6(2)
C34 C35 H35 119.9
C36 C35 H35 120.5
C19 C20 C21 117.8(2)
C19 C20 H20 120.0
C21 C20 H20 122.2
C37 C38 C33 119.3(2)
C37 C38 H38 120.8
C33 C38 H38 120.0
O30 C30 O2 123.6(2)
O30 C30 C31 126.3(2)
O2 C30 C31 110.1(2)
C45 C46 H46A 109.5
C45 C46 H46B 109.5
H46A C46 H46B 109.5
C45 C46 H46C 109.5
H46A C46 H46C 109.5
H46B C46 H46C 109.5
C30 C31 H31A 109.5
C30 C31 H31B 109.5
H31A C31 H31B 109.5
C30 C31 H31C 109.5
H31A C31 H31C 109.5
H31B C31 H31C 109.5
C39 C40 H40A 109.5
C39 C40 H40B 109.5
H40A C40 H40B 109.5
C39 C40 H40C 109.5
H40A C40 H40C 109.5
H40B C40 H40C 109.5
C41 C42 H42A 109.5
C41 C42 H42B 109.5
H42A C42 H42B 109.5
C41 C42 H42C 109.5
H42A C42 H42C 109.5
H42B C42 H42C 109.5
C20 C19 C18 120.0(2)
C20 C19 H19 119.9
C18 C19 H19 120.1
N16 C21 C20 123.8(2)
N16 C21 H21 120.3
C20 C21 H21 115.9
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O3 C26 1.352(2)
O3 C3 1.449(2)
O10 C13 1.451(2)
O10 C10 1.460(2)
O8 C41 1.348(3)
O8 C8 1.439(2)
O24 C45 1.351(3)
O24 C24 1.462(3)
O11 C43 1.363(2)
O11 C11 1.439(2)
O1 C28 1.360(3)
O1 C1 1.445(2)
O5 C32 1.358(3)
O5 C5 1.444(2)
O2 C30 1.372(3)
O2 C2 1.442(2)
O7 C39 1.361(3)
O7 C7 1.456(2)
C10 C5 1.549(3)
C10 C4 1.568(3)
C10 C9 1.573(3)
C1 C2 1.524(3)
C1 C9 1.549(3)
C1 H1 0.9601
C5 C6 1.538(3)
C5 H5 0.9600
O4 C4 1.429(2)
O4 H4 0.9600
O39 C39 1.193(3)
C11 C9 1.554(3)
C11 H11A 0.9598
C11 H11B 0.9601
C4 C12 1.529(3)
C4 C3 1.549(3)
C9 C8 1.570(3)
O28 C28 1.199(3)
O43 C43 1.198(3)
C18 C17 1.400(3)
C18 C19 1.403(3)
C18 C27 1.500(3)
C32 O32 1.209(3)
C32 C33 1.480(3)
O45 C45 1.205(3)
O26 C26 1.199(3)
O15 C27 1.333(3)
O15 C15 1.461(2)
C17 N16 1.343(3)
C17 C22 1.518(3)
C33 C34 1.392(3)
C33 C38 1.402(3)
C28 C29 1.496(3)
C24 C25 1.520(3)
C24 C26 1.529(3)
C24 C23 1.529(3)
C45 C46 1.498(3)
C23 C22 1.544(3)
C23 H23A 0.9601
C23 H23B 0.9600
C8 C7 1.541(3)
C8 H8 0.9600
C34 C35 1.388(3)
C34 H34 0.9600
C14 C13 1.527(3)
C14 H14A 0.9600
C14 H14B 0.9600
C14 H14C 0.9600
O30 C30 1.191(3)
C15 C13 1.541(3)
C15 H15A 0.9600
C15 H15B 0.9600
C13 C6 1.548(3)
C6 C7 1.529(3)
C6 H6 0.9600
C41 O41 1.203(3)
C41 C42 1.497(3)
C12 H12A 0.9600
C12 H12B 0.9600
C12 H12C 0.9600
C3 C2 1.532(3)
C3 H3 0.9600
C39 C40 1.504(3)
C7 H7 0.9599
C2 H2 0.9600
C27 O27 1.222(3)
C22 H22A 0.9601
C22 H22B 0.9600
C25 H25A 0.9600
C25 H25B 0.9600
C25 H25C 0.9600
C29 H29A 0.9600
C29 H29B 0.9600
C29 H29C 0.9600
C43 C44 1.488(3)
C44 H44A 0.9600
C44 H44B 0.9600
C44 H44C 0.9600
N16 C21 1.324(3)
C37 C36 1.364(4)
C37 C38 1.387(3)
C37 H37 0.9600
C36 C35 1.392(4)
C36 H36 0.9599
C35 H35 0.9598
C20 C19 1.373(3)
C20 C21 1.381(4)
C20 H20 0.9600
C38 H38 0.9600
C30 C31 1.496(4)
C46 H46A 0.9600
C46 H46B 0.9600
C46 H46C 0.9600
C31 H31A 0.9600
C31 H31B 0.9600
C31 H31C 0.9600
C40 H40A 0.9600
C40 H40B 0.9600
C40 H40C 0.9600
C42 H42A 0.9600
C42 H42B 0.9600
C42 H42C 0.9600
C19 H19 0.9600
C21 H21 0.9600
|
1501817.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501817.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501817
loop_
_publ_author_name
'Li, Chun-Shun'
'An, Chun-Yan'
'Li, Xiao-Ming'
'Gao, Shu-Shan'
'Cui, Chuan-Ming'
'Sun, Hao-Fen'
'Wang, Bin-Gui'
_publ_section_title
;
Triazole and dihydroimidazole alkaloids from the marine sediment-derived
fungus Penicillium paneum SD-44.
;
_journal_issue 5
_journal_name_full 'Journal of natural products'
_journal_page_first 1331
_journal_page_last 1334
_journal_paper_doi 10.1021/np200037z
_journal_volume 74
_journal_year 2011
_chemical_formula_moiety 'C16 H13 N3 O3'
_chemical_formula_sum 'C16 H13 N3 O3'
_chemical_formula_weight 295.29
_chemical_melting_point 212¨C214
_chemical_name_common 'Penipanoid A'
_chemical_name_systematic
;
2-(5-(4-hydroxybenzyl)-1H-1,2,4-triazol-1-yl)benzoic acid
;
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2yn'
_symmetry_space_group_name_H-M 'P 1 21/n 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 114.91(3)
_cell_angle_gamma 90.00
_cell_formula_units_Z 8
_cell_length_a 15.595(3)
_cell_length_b 11.656(2)
_cell_length_c 17.393(4)
_cell_measurement_reflns_used 24500
_cell_measurement_temperature 293(2)
_cell_measurement_theta_max 27.47
_cell_measurement_theta_min 3.12
_cell_volume 2867.5(12)
_computing_cell_refinement 'Siemens SMART & SAINT'
_computing_data_collection 'Siemens SMART'
_computing_data_reduction 'Siemens XPREP'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'Siemens SHELXTL'
_computing_structure_solution 'Siemens SHELXTL'
_diffrn_ambient_temperature 293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type 'Bruker P4'
_diffrn_measurement_method '\w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0466
_diffrn_reflns_av_sigmaI/netI 0.0426
_diffrn_reflns_limit_h_max 20
_diffrn_reflns_limit_h_min -17
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_l_max 22
_diffrn_reflns_limit_l_min -22
_diffrn_reflns_number 24977
_diffrn_reflns_theta_full 27.47
_diffrn_reflns_theta_max 27.47
_diffrn_reflns_theta_min 3.12
_diffrn_standards_decay_% none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time none
_diffrn_standards_number none
_exptl_absorpt_coefficient_mu 0.097
_exptl_absorpt_correction_T_max 1.0000
_exptl_absorpt_correction_T_min .7860
_exptl_absorpt_correction_type empirical
_exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.368
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description cube
_exptl_crystal_F_000 1232
_exptl_crystal_size_max .10
_exptl_crystal_size_mid .10
_exptl_crystal_size_min .10
_refine_diff_density_max 0.255
_refine_diff_density_min -0.353
_refine_diff_density_rms 0.066
_refine_ls_extinction_coef 0.0154(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 1.000
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 414
_refine_ls_number_reflns 6535
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.000
_refine_ls_R_factor_gt 0.0481
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0765P)^2^+0.5392P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1222
_refine_ls_wR_factor_ref 0.1290
_reflns_number_gt 5534
_reflns_number_total 6535
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np200037z_si_002.cif
_cod_data_source_block LSD-20
_cod_original_sg_symbol_Hall -P2yn
_cod_original_sg_symbol_H-M P2(1)/n
_cod_database_code 1501817
_refine_ls_r_factor_ref 0.0556
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
N1 N 0.77993(7) 0.63610(9) 0.16266(6) 0.0313(2) Uani 1 1 d .
N2 N 0.87231(8) 0.66065(10) 0.18078(7) 0.0379(3) Uani 1 1 d .
N3 N 0.81196(8) 0.53659(9) 0.07241(7) 0.0347(2) Uani 1 1 d .
N4 N 0.37682(8) 0.90673(10) 0.16631(8) 0.0380(3) Uani 1 1 d .
N5 N 0.30639(8) 1.01631(10) 0.04957(7) 0.0371(3) Uani 1 1 d .
N6 N 0.28044(7) 0.90984(8) 0.14031(7) 0.0301(2) Uani 1 1 d .
O4 O 0.59597(9) 0.92017(11) 0.08517(8) 0.0585(3) Uani 1 1 d .
O4A O 0.22443(10) 0.73652(10) 0.02269(7) 0.0605(4) Uani 1 1 d .
O5 O 0.42531(10) 0.59634(13) -0.28607(8) 0.0663(4) Uani 1 1 d .
H5B H 0.406(2) 0.671(3) -0.299(2) 0.122(11) Uiso 1 1 d .
O5A O 0.03160(8) 1.39876(9) 0.14844(8) 0.0468(3) Uani 1 1 d .
H5D H 0.0492(17) 1.390(2) 0.2050(16) 0.084(7) Uiso 1 1 d .
O6 O 0.71927(8) 0.83630(9) 0.07645(7) 0.0434(3) Uani 1 1 d .
H6B H 0.7067(19) 0.894(2) 0.0325(17) 0.102(8) Uiso 1 1 d .
O6A O 0.18389(9) 0.57282(9) 0.06263(8) 0.0517(3) Uani 1 1 d .
H6C H 0.1895(15) 0.5424(18) 0.0135(14) 0.069(6) Uiso 1 1 d .
C1 C 0.64825(10) 0.51051(14) 0.06432(9) 0.0437(3) Uani 1 1 d .
H1B H 0.6152 0.5405 0.0964 0.052 Uiso 1 1 calc R
H1A H 0.6538 0.4281 0.0728 0.052 Uiso 1 1 calc R
C1A C 0.13583(9) 0.99580(11) 0.02406(9) 0.0366(3) Uani 1 1 d .
H1D H 0.1019 0.9295 0.0305 0.044 Uiso 1 1 calc R
H1C H 0.1199 1.0050 -0.0359 0.044 Uiso 1 1 calc R
C2A C 0.58962(9) 0.53486(12) -0.02925(9) 0.0377(3) Uani 1 1 d .
C2 C 0.74502(9) 0.56143(10) 0.09817(8) 0.0310(3) Uani 1 1 d .
C2C C 0.10396(9) 1.10152(11) 0.05585(8) 0.0335(3) Uani 1 1 d .
C2B C 0.23965(9) 0.97464(10) 0.07034(8) 0.0305(3) Uani 1 1 d .
C3 C 0.57137(11) 0.44973(13) -0.08944(10) 0.0446(3) Uani 1 1 d .
H3A H 0.5969 0.3770 -0.0727 0.054 Uiso 1 1 calc R
C3A C 0.09039(11) 1.09904(12) 0.12980(10) 0.0439(3) Uani 1 1 d .
H3B H 0.0978 1.0301 0.1589 0.053 Uiso 1 1 calc R
C4B C 0.51537(12) 0.47122(14) -0.17469(10) 0.0492(4) Uani 1 1 d .
H4A H 0.5027 0.4125 -0.2142 0.059 Uiso 1 1 calc R
C4A C 0.68111(9) 0.78358(11) 0.19013(8) 0.0315(3) Uani 1 1 d .
C4 C 0.66046(9) 0.85287(11) 0.11141(8) 0.0337(3) Uani 1 1 d .
C4E C 0.06613(11) 1.19690(13) 0.16110(10) 0.0443(3) Uani 1 1 d .
H4B H 0.0584 1.1935 0.2112 0.053 Uiso 1 1 calc R
C4D C 0.19636(8) 0.73313(10) 0.14776(7) 0.0291(2) Uani 1 1 d .
C4C C 0.20279(9) 0.68305(11) 0.07068(8) 0.0334(3) Uani 1 1 d .
C5A C 0.47838(11) 0.57968(14) -0.20106(9) 0.0437(3) Uani 1 1 d .
C5 C 0.64338(10) 0.82350(12) 0.24521(9) 0.0397(3) Uani 1 1 d .
H5A H 0.6043 0.8877 0.2300 0.048 Uiso 1 1 calc R
C5C C 0.05336(9) 1.29924(11) 0.11818(9) 0.0362(3) Uani 1 1 d .
C5B C 0.15166(9) 0.67184(11) 0.18952(9) 0.0348(3) Uani 1 1 d .
H5C H 0.1240 0.6014 0.1680 0.042 Uiso 1 1 calc R
C6A C 0.49487(11) 0.66531(13) -0.14158(10) 0.0455(3) Uani 1 1 d .
H6F H 0.4693 0.7380 -0.1584 0.055 Uiso 1 1 calc R
C6 C 0.66256(12) 0.77014(14) 0.32148(9) 0.0461(3) Uani 1 1 d .
H6A H 0.6369 0.7986 0.3572 0.055 Uiso 1 1 calc R
C6C C 0.06322(13) 1.30321(13) 0.04320(10) 0.0490(4) Uani 1 1 d .
H6D H 0.0527 1.3715 0.0129 0.059 Uiso 1 1 calc R
C6B C 0.14775(10) 0.71399(12) 0.26219(9) 0.0410(3) Uani 1 1 d .
H6E H 0.1168 0.6724 0.2885 0.049 Uiso 1 1 calc R
C7A C 0.55001(11) 0.64195(13) -0.05642(10) 0.0442(3) Uani 1 1 d .
H7B H 0.5606 0.6998 -0.0166 0.053 Uiso 1 1 calc R
C7 C 0.71977(14) 0.67459(15) 0.34474(10) 0.0556(4) Uani 1 1 d .
H7A H 0.7337 0.6392 0.3965 0.067 Uiso 1 1 calc R
C7C C 0.08897(12) 1.20495(13) 0.01285(10) 0.0464(4) Uani 1 1 d .
H7D H 0.0963 1.2087 -0.0375 0.056 Uiso 1 1 calc R
C7B C 0.18958(10) 0.81757(13) 0.29593(9) 0.0406(3) Uani 1 1 d .
H7C H 0.1886 0.8446 0.3459 0.049 Uiso 1 1 calc R
C8A C 0.88716(9) 0.59838(11) 0.12478(8) 0.0353(3) Uani 1 1 d .
H8B H 0.9451 0.5969 0.1214 0.042 Uiso 1 1 calc R
C8 C 0.75658(13) 0.63138(14) 0.29077(10) 0.0514(4) Uani 1 1 d .
H8A H 0.7943 0.5660 0.3060 0.062 Uiso 1 1 calc R
C8C C 0.38768(10) 0.97164(12) 0.10901(9) 0.0405(3) Uani 1 1 d .
H8D H 0.4465 0.9858 0.1093 0.049 Uiso 1 1 calc R
C8B C 0.23300(9) 0.88103(12) 0.25497(8) 0.0355(3) Uani 1 1 d .
H8C H 0.2605 0.9514 0.2770 0.043 Uiso 1 1 calc R
C9 C 0.73753(10) 0.68496(11) 0.21442(8) 0.0341(3) Uani 1 1 d .
C9A C 0.23558(8) 0.83994(10) 0.18112(8) 0.0287(2) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0349(5) 0.0314(5) 0.0305(5) 0.0002(4) 0.0167(4) 0.0044(4)
N2 0.0367(6) 0.0410(6) 0.0373(6) -0.0056(5) 0.0169(5) -0.0017(4)
N3 0.0401(6) 0.0320(6) 0.0365(6) -0.0040(4) 0.0206(5) 0.0015(4)
N4 0.0319(6) 0.0425(6) 0.0428(6) 0.0066(5) 0.0190(5) 0.0016(4)
N5 0.0425(6) 0.0364(6) 0.0388(6) 0.0058(5) 0.0234(5) 0.0007(4)
N6 0.0321(5) 0.0289(5) 0.0329(5) 0.0012(4) 0.0171(4) -0.0011(4)
O4 0.0602(7) 0.0650(7) 0.0574(7) 0.0231(6) 0.0316(6) 0.0284(6)
O4A 0.1144(11) 0.0400(6) 0.0492(6) -0.0056(5) 0.0561(7) -0.0121(6)
O5 0.0758(9) 0.0740(9) 0.0370(6) 0.0042(6) 0.0120(6) 0.0111(7)
O5A 0.0552(6) 0.0410(6) 0.0495(6) -0.0005(5) 0.0272(5) 0.0094(4)
O6 0.0501(6) 0.0471(6) 0.0419(5) 0.0148(4) 0.0282(5) 0.0092(4)
O6A 0.0851(8) 0.0334(5) 0.0552(7) -0.0133(5) 0.0477(6) -0.0125(5)
C1 0.0392(7) 0.0555(9) 0.0372(7) 0.0016(6) 0.0170(6) -0.0086(6)
C1A 0.0358(7) 0.0339(6) 0.0376(7) 0.0006(5) 0.0129(5) 0.0006(5)
C2A 0.0317(6) 0.0468(7) 0.0359(7) -0.0015(6) 0.0154(5) -0.0047(5)
C2 0.0366(6) 0.0304(6) 0.0276(6) 0.0029(5) 0.0151(5) 0.0026(5)
C2C 0.0295(6) 0.0343(6) 0.0358(6) 0.0024(5) 0.0129(5) 0.0009(5)
C2B 0.0385(7) 0.0253(6) 0.0310(6) -0.0009(4) 0.0178(5) 0.0006(4)
C3 0.0428(8) 0.0451(8) 0.0461(8) -0.0015(6) 0.0188(6) 0.0096(6)
C3A 0.0520(8) 0.0381(7) 0.0512(8) 0.0142(6) 0.0310(7) 0.0083(6)
C4B 0.0538(9) 0.0524(9) 0.0407(8) -0.0110(7) 0.0191(7) 0.0077(7)
C4A 0.0369(6) 0.0309(6) 0.0304(6) -0.0014(5) 0.0178(5) 0.0005(5)
C4 0.0382(7) 0.0314(6) 0.0326(6) -0.0011(5) 0.0159(5) 0.0003(5)
C4E 0.0523(8) 0.0473(8) 0.0447(8) 0.0085(6) 0.0316(7) 0.0061(6)
C4D 0.0325(6) 0.0282(6) 0.0292(6) 0.0024(5) 0.0155(5) 0.0031(4)
C4C 0.0409(7) 0.0301(6) 0.0323(6) -0.0011(5) 0.0184(5) 0.0005(5)
C5A 0.0407(7) 0.0541(9) 0.0364(7) 0.0011(6) 0.0163(6) 0.0021(6)
C5 0.0471(8) 0.0381(7) 0.0409(7) -0.0029(6) 0.0254(6) 0.0050(5)
C5C 0.0332(6) 0.0381(7) 0.0389(7) 0.0001(5) 0.0170(5) 0.0031(5)
C5B 0.0391(7) 0.0287(6) 0.0417(7) 0.0018(5) 0.0222(6) -0.0013(5)
C6A 0.0481(8) 0.0387(7) 0.0486(8) 0.0027(6) 0.0193(7) -0.0003(6)
C6 0.0598(9) 0.0510(9) 0.0400(7) -0.0054(6) 0.0333(7) 0.0010(7)
C6C 0.0729(11) 0.0358(7) 0.0467(8) 0.0109(6) 0.0335(8) 0.0104(7)
C6B 0.0478(8) 0.0423(7) 0.0460(8) 0.0066(6) 0.0325(6) 0.0000(6)
C7A 0.0482(8) 0.0396(7) 0.0438(7) -0.0087(6) 0.0185(6) -0.0087(6)
C7 0.0848(13) 0.0562(9) 0.0396(8) 0.0112(7) 0.0397(8) 0.0125(8)
C7C 0.0680(10) 0.0400(8) 0.0386(7) 0.0063(6) 0.0297(7) 0.0080(6)
C7B 0.0476(8) 0.0480(8) 0.0353(7) -0.0031(6) 0.0263(6) 0.0027(6)
C8A 0.0339(6) 0.0371(7) 0.0381(7) 0.0002(5) 0.0183(5) 0.0045(5)
C8 0.0763(11) 0.0445(8) 0.0442(8) 0.0136(7) 0.0359(8) 0.0209(7)
C8C 0.0369(7) 0.0456(8) 0.0462(8) 0.0067(6) 0.0246(6) -0.0003(5)
C8B 0.0389(7) 0.0356(6) 0.0357(6) -0.0067(5) 0.0193(5) -0.0024(5)
C9 0.0436(7) 0.0339(6) 0.0311(6) -0.0004(5) 0.0219(5) 0.0035(5)
C9A 0.0309(6) 0.0286(6) 0.0301(6) 0.0022(5) 0.0163(5) 0.0010(4)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 N1 N2 110.20(10)
C2 N1 C9 130.41(11)
N2 N1 C9 119.29(10)
C8A N2 N1 102.20(11)
C2 N3 C8A 103.81(11)
C8C N4 N6 101.95(11)
C2B N5 C8C 103.88(11)
C2B N6 N4 110.33(10)
C2B N6 C9A 128.43(11)
N4 N6 C9A 120.88(10)
C5A O5 H5B 113(2)
C5C O5A H5D 107.8(15)
C4 O6 H6B 108.3(15)
C4C O6A H6C 110.8(12)
C2 C1 C2A 113.59(11)
C2 C1 H1B 108.8
C2A C1 H1B 108.8
C2 C1 H1A 108.8
C2A C1 H1A 108.8
H1B C1 H1A 107.7
C2B C1A C2C 112.63(11)
C2B C1A H1D 109.1
C2C C1A H1D 109.1
C2B C1A H1C 109.1
C2C C1A H1C 109.1
H1D C1A H1C 107.8
C3 C2A C7A 117.96(13)
C3 C2A C1 121.05(14)
C7A C2A C1 120.95(13)
N3 C2 N1 108.87(11)
N3 C2 C1 125.97(12)
N1 C2 C1 125.09(12)
C7C C2C C3A 117.46(13)
C7C C2C C1A 121.10(12)
C3A C2C C1A 121.43(12)
N5 C2B N6 109.00(11)
N5 C2B C1A 126.03(12)
N6 C2B C1A 124.97(11)
C2A C3 C4B 120.98(14)
C2A C3 H3A 119.5
C4B C3 H3A 119.5
C4E C3A C2C 121.38(13)
C4E C3A H3B 119.3
C2C C3A H3B 119.3
C5A C4B C3 120.30(14)
C5A C4B H4A 119.9
C3 C4B H4A 119.9
C5 C4A C9 117.30(12)
C5 C4A C4 117.05(11)
C9 C4A C4 125.60(11)
O4 C4 O6 123.81(13)
O4 C4 C4A 121.31(12)
O6 C4 C4A 114.84(11)
C5C C4E C3A 120.15(13)
C5C C4E H4B 119.9
C3A C4E H4B 119.9
C5B C4D C9A 117.76(11)
C5B C4D C4C 120.03(11)
C9A C4D C4C 122.20(11)
O4A C4C O6A 123.46(12)
O4A C4C C4D 124.27(12)
O6A C4C C4D 112.26(11)
O5 C5A C6A 122.88(15)
O5 C5A C4B 117.69(14)
C6A C5A C4B 119.42(14)
C6 C5 C4A 121.71(13)
C6 C5 H5A 119.1
C4A C5 H5A 119.1
O5A C5C C4E 121.77(13)
O5A C5C C6C 118.60(13)
C4E C5C C6C 119.63(13)
C6B C5B C4D 121.21(12)
C6B C5B H5C 119.4
C4D C5B H5C 119.4
C5A C6A C7A 119.51(14)
C5A C6A H6F 120.2
C7A C6A H6F 120.2
C7 C6 C5 119.91(13)
C7 C6 H6A 120.0
C5 C6 H6A 120.0
C5C C6C C7C 119.85(13)
C5C C6C H6D 120.1
C7C C6C H6D 120.1
C7B C6B C5B 120.33(12)
C7B C6B H6E 119.8
C5B C6B H6E 119.8
C2A C7A C6A 121.79(14)
C2A C7A H7B 119.1
C6A C7A H7B 119.1
C6 C7 C8 119.82(14)
C6 C7 H7A 120.1
C8 C7 H7A 120.1
C2C C7C C6C 121.48(13)
C2C C7C H7D 119.3
C6C C7C H7D 119.3
C6B C7B C8B 119.62(12)
C6B C7B H7C 120.2
C8B C7B H7C 120.2
N2 C8A N3 114.91(11)
N2 C8A H8B 122.5
N3 C8A H8B 122.5
C9 C8 C7 120.29(14)
C9 C8 H8A 119.9
C7 C8 H8A 119.9
N4 C8C N5 114.83(12)
N4 C8C H8D 122.6
N5 C8C H8D 122.6
C7B C8B C9A 120.19(12)
C7B C8B H8C 119.9
C9A C8B H8C 119.9
C8 C9 C4A 120.95(12)
C8 C9 N1 116.91(12)
C4A C9 N1 122.13(11)
C8B C9A C4D 120.83(11)
C8B C9A N6 118.06(11)
C4D C9A N6 121.11(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C2 1.3408(16)
N1 N2 1.3689(15)
N1 C9 1.4399(15)
N2 C8A 1.3112(17)
N3 C2 1.3298(16)
N3 C8A 1.3505(18)
N4 C8C 1.3178(17)
N4 N6 1.3756(15)
N5 C2B 1.3290(16)
N5 C8C 1.3576(19)
N6 C2B 1.3431(16)
N6 C9A 1.4406(15)
O4 C4 1.2035(17)
O4A C4C 1.1985(16)
O5 C5A 1.3703(19)
O5 H5B 0.92(3)
O5A C5C 1.3741(17)
O5A H5D 0.91(3)
O6 C4 1.3108(16)
O6 H6B 0.97(3)
O6A C4C 1.3124(16)
O6A H6C 0.96(2)
C1 C2 1.4926(19)
C1 C2A 1.520(2)
C1 H1B 0.9700
C1 H1A 0.9700
C1A C2B 1.4940(19)
C1A C2C 1.5175(18)
C1A H1D 0.9700
C1A H1C 0.9700
C2A C3 1.382(2)
C2A C7A 1.385(2)
C2C C7C 1.3857(19)
C2C C3A 1.389(2)
C3 C4B 1.390(2)
C3 H3A 0.9300
C3A C4E 1.383(2)
C3A H3B 0.9300
C4B C5A 1.385(2)
C4B H4A 0.9300
C4A C5 1.3983(17)
C4A C9 1.4004(18)
C4A C4 1.5031(18)
C4E C5C 1.376(2)
C4E H4B 0.9300
C4D C5B 1.3966(17)
C4D C9A 1.4006(17)
C4D C4C 1.5038(17)
C5A C6A 1.382(2)
C5 C6 1.379(2)
C5 H5A 0.9300
C5C C6C 1.377(2)
C5B C6B 1.3812(19)
C5B H5C 0.9300
C6A C7A 1.391(2)
C6A H6F 0.9300
C6 C7 1.377(2)
C6 H6A 0.9300
C6C C7C 1.389(2)
C6C H6D 0.9300
C6B C7B 1.380(2)
C6B H6E 0.9300
C7A H7B 0.9300
C7 C8 1.385(2)
C7 H7A 0.9300
C7C H7D 0.9300
C7B C8B 1.3855(19)
C7B H7C 0.9300
C8A H8B 0.9300
C8 C9 1.3819(19)
C8 H8A 0.9300
C8C H8D 0.9300
C8B C9A 1.3873(17)
C8B H8C 0.9300
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H5B N2 0.92(3) 2.02(3) 2.939(2) 175(3) 4_575
O5A H5D N4 0.91(3) 2.05(3) 2.925(2) 161(2) 2
O6 H6B N5 0.97(3) 1.71(3) 2.6789(15) 172(2) 3_675
O6A H6C N3 0.96(2) 1.75(2) 2.6973(15) 168.5(19) 3_665
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 26631118
|
1501818.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501818.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501818
loop_
_publ_author_name
'Chao, Chih-Hua'
'Chou, Kuei-Ju'
'Wen, Zhi-Hong'
'Wang, Guey-Horng'
'Wu, Yang-Chang'
'Dai, Chang-Feng'
'Sheu, Jyh-Horng'
_publ_section_title
;
Paraminabeolides A-F, cytotoxic and anti-inflammatory marine withanolides
from the soft coral Paraminabea acronocephala.
;
_journal_issue 5
_journal_name_full 'Journal of natural products'
_journal_page_first 1132
_journal_page_last 1141
_journal_paper_doi 10.1021/np2000705
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration unk
_chemical_formula_moiety 'C29 H42 O5'
_chemical_formula_sum 'C29 H42 O5'
_chemical_formula_weight 470.65
_chemical_name_systematic
;
?
;
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_date 2010-07-06
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 105.886(15)
_cell_angle_gamma 90.00
_cell_formula_units_Z 2
_cell_length_a 13.846(4)
_cell_length_b 6.1634(17)
_cell_length_c 15.497(4)
_cell_measurement_reflns_used 6590
_cell_measurement_temperature 150(2)
_cell_measurement_theta_max 25.16
_cell_measurement_theta_min 2.31
_cell_volume 1272.0(6)
_computing_cell_refinement 'Bruker SMART'
_computing_data_collection 'Bruker SMART'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material 'WINGX publication routines (Farrugia, 1999)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SIR92 (Altomare et al., 1993)'
_diffrn_ambient_temperature 150(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type 'CCD area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0170
_diffrn_reflns_av_sigmaI/netI 0.0217
_diffrn_reflns_limit_h_max 13
_diffrn_reflns_limit_h_min -16
_diffrn_reflns_limit_k_max 7
_diffrn_reflns_limit_k_min -7
_diffrn_reflns_limit_l_max 18
_diffrn_reflns_limit_l_min -18
_diffrn_reflns_number 8917
_diffrn_reflns_theta_full 25.16
_diffrn_reflns_theta_max 25.16
_diffrn_reflns_theta_min 1.37
_exptl_absorpt_coefficient_mu 0.082
_exptl_absorpt_correction_T_max 0.7452
_exptl_absorpt_correction_T_min 0.6758
_exptl_absorpt_correction_type psi-scan
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.229
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 512
_exptl_crystal_size_max 0.6
_exptl_crystal_size_mid 0.5
_exptl_crystal_size_min 0.4
_refine_diff_density_max 0.241
_refine_diff_density_min -0.153
_refine_diff_density_rms 0.034
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack -0.5(9)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.065
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 312
_refine_ls_number_reflns 3933
_refine_ls_number_restraints 1
_refine_ls_restrained_S_all 1.065
_refine_ls_R_factor_all 0.0301
_refine_ls_R_factor_gt 0.0285
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0324P)^2^+0.3357P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0692
_refine_ls_wR_factor_ref 0.0725
_reflns_number_gt 3795
_reflns_number_total 3933
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np2000705_si_002.cif
_cod_data_source_block i11996
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_cell_volume 1272.1(6)
_cod_original_sg_symbol_H-M 'P2(1) '
_cod_database_code 1501818
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O -1.07614(9) 0.0804(3) 0.11078(8) 0.0386(3) Uani 1 1 d .
O2 O -0.06699(8) -0.01030(17) 0.35358(7) 0.0209(3) Uani 1 1 d .
O3 O 0.09222(8) -0.0289(2) 0.42488(8) 0.0270(3) Uani 1 1 d .
O4 O -0.64176(8) -0.0642(2) 0.34757(7) 0.0219(3) Uani 1 1 d .
O5 O -0.58398(10) -0.3684(2) 0.42452(9) 0.0418(4) Uani 1 1 d .
C1 C -0.83243(11) -0.1251(3) 0.22616(10) 0.0209(4) Uani 1 1 d .
H1A H -0.8053 -0.2371 0.2701 0.025 Uiso 1 1 calc R
H1B H -0.8199 0.0140 0.2565 0.025 Uiso 1 1 calc R
C2 C -0.94583(12) -0.1579(3) 0.18979(10) 0.0235(4) Uani 1 1 d .
H2A H -0.9590 -0.3011 0.1632 0.028 Uiso 1 1 calc R
H2B H -0.9767 -0.1495 0.2388 0.028 Uiso 1 1 calc R
C3 C -0.99115(12) 0.0091(3) 0.12125(10) 0.0250(4) Uani 1 1 d .
C4 C -0.92947(12) 0.0733(3) 0.06261(10) 0.0230(4) Uani 1 1 d .
H4 H -0.9567 0.1701 0.0163 0.028 Uiso 1 1 calc R
C5 C -0.83602(12) 0.0007(2) 0.07158(10) 0.0194(3) Uani 1 1 d .
C6 C -0.78603(12) 0.0399(3) -0.00136(10) 0.0229(4) Uani 1 1 d .
H6A H -0.8239 0.1485 -0.0422 0.027 Uiso 1 1 calc R
H6B H -0.7874 -0.0932 -0.0351 0.027 Uiso 1 1 calc R
C7 C -0.67707(11) 0.1163(3) 0.03385(10) 0.0202(3) Uani 1 1 d .
H7A H -0.6454 0.1121 -0.0148 0.024 Uiso 1 1 calc R
H7B H -0.6766 0.2657 0.0537 0.024 Uiso 1 1 calc R
C8 C -0.61576(11) -0.0220(3) 0.11158(9) 0.0170(3) Uani 1 1 d .
H8 H -0.6116 -0.1700 0.0898 0.020 Uiso 1 1 calc R
C9 C -0.66975(11) -0.0291(3) 0.18697(9) 0.0163(3) Uani 1 1 d .
H9 H -0.6801 0.1223 0.2016 0.020 Uiso 1 1 calc R
C10 C -0.77732(12) -0.1321(3) 0.15248(10) 0.0176(3) Uani 1 1 d .
C11 C -0.60225(11) -0.1313(3) 0.27393(10) 0.0189(3) Uani 1 1 d .
H11 H -0.6042 -0.2898 0.2688 0.023 Uiso 1 1 calc R
C12 C -0.49341(11) -0.0534(3) 0.30142(10) 0.0199(3) Uani 1 1 d .
H12A H -0.4916 0.0958 0.3218 0.024 Uiso 1 1 calc R
H12B H -0.4556 -0.1405 0.3514 0.024 Uiso 1 1 calc R
C13 C -0.44284(11) -0.0665(2) 0.22598(10) 0.0171(3) Uani 1 1 d .
C14 C -0.50987(12) 0.0666(3) 0.14769(10) 0.0176(3) Uani 1 1 d .
H14 H -0.5169 0.2105 0.1721 0.021 Uiso 1 1 calc R
C15 C -0.44500(12) 0.0972(3) 0.08328(10) 0.0221(4) Uani 1 1 d .
H15A H -0.4637 0.2282 0.0480 0.027 Uiso 1 1 calc R
H15B H -0.4513 -0.0259 0.0431 0.027 Uiso 1 1 calc R
C16 C -0.33693(12) 0.1147(3) 0.14562(10) 0.0209(3) Uani 1 1 d .
H16A H -0.3110 0.2603 0.1437 0.025 Uiso 1 1 calc R
H16B H -0.2929 0.0133 0.1270 0.025 Uiso 1 1 calc R
C17 C -0.34275(11) 0.0598(3) 0.24197(10) 0.0179(3) Uani 1 1 d .
H17 H -0.3514 0.1974 0.2706 0.022 Uiso 1 1 calc R
C18 C -0.43049(12) -0.3015(3) 0.20000(11) 0.0212(4) Uani 1 1 d .
H18A H -0.3967 -0.3052 0.1536 0.032 Uiso 1 1 calc R
H18B H -0.4954 -0.3678 0.1786 0.032 Uiso 1 1 calc R
H18C H -0.3916 -0.3794 0.2515 0.032 Uiso 1 1 calc R
C19 C -0.77188(13) -0.3682(3) 0.12227(11) 0.0232(4) Uani 1 1 d .
H19A H -0.7296 -0.4506 0.1706 0.035 Uiso 1 1 calc R
H19B H -0.7446 -0.3717 0.0716 0.035 Uiso 1 1 calc R
H19C H -0.8381 -0.4299 0.1057 0.035 Uiso 1 1 calc R
C20 C -0.24522(11) -0.0438(3) 0.29972(10) 0.0193(3) Uani 1 1 d .
H20 H -0.2342 -0.1769 0.2692 0.023 Uiso 1 1 calc R
C21 C -0.24983(13) -0.1084(3) 0.39363(11) 0.0277(4) Uani 1 1 d .
H21A H -0.2986 -0.2215 0.3892 0.042 Uiso 1 1 calc R
H21B H -0.2686 0.0152 0.4231 0.042 Uiso 1 1 calc R
H21C H -0.1851 -0.1596 0.4277 0.042 Uiso 1 1 calc R
C22 C -0.15679(11) 0.1070(3) 0.30278(10) 0.0192(3) Uani 1 1 d .
H22 H -0.1521 0.1254 0.2413 0.023 Uiso 1 1 calc R
C23 C -0.15872(12) 0.3284(3) 0.34248(12) 0.0259(4) Uani 1 1 d .
H23A H -0.1609 0.3164 0.4043 0.031 Uiso 1 1 calc R
H23B H -0.2176 0.4075 0.3090 0.031 Uiso 1 1 calc R
C24 C -0.06410(12) 0.4461(3) 0.33775(12) 0.0292(4) Uani 1 1 d .
H24A H -0.0653 0.5933 0.3596 0.035 Uiso 1 1 calc R
H24B H -0.0618 0.4534 0.2758 0.035 Uiso 1 1 calc R
C25 C 0.02940(12) 0.3303(3) 0.39376(11) 0.0217(4) Uani 1 1 d .
H25 H 0.0369 0.3726 0.4562 0.026 Uiso 1 1 calc R
C26 C 0.02164(12) 0.0862(3) 0.39080(10) 0.0193(3) Uani 1 1 d .
C27 C 0.12436(13) 0.4057(3) 0.37098(11) 0.0255(4) Uani 1 1 d .
H27A H 0.1349 0.5572 0.3847 0.038 Uiso 1 1 calc R
H27B H 0.1172 0.3830 0.3083 0.038 Uiso 1 1 calc R
H27C H 0.1808 0.3243 0.4056 0.038 Uiso 1 1 calc R
C28 C -0.62107(13) -0.1922(3) 0.42138(11) 0.0281(4) Uani 1 1 d .
C29 C -0.65125(14) -0.0821(4) 0.49534(11) 0.0366(5) Uani 1 1 d .
H29A H -0.7228 -0.0631 0.4785 0.055 Uiso 1 1 calc R
H29B H -0.6191 0.0570 0.5066 0.055 Uiso 1 1 calc R
H29C H -0.6314 -0.1692 0.5486 0.055 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0206(7) 0.0618(9) 0.0358(7) 0.0095(7) 0.0116(5) 0.0138(7)
O2 0.0142(6) 0.0176(6) 0.0295(6) 0.0008(5) 0.0035(5) 0.0007(5)
O3 0.0168(6) 0.0248(6) 0.0368(6) 0.0060(5) 0.0030(5) 0.0011(5)
O4 0.0173(6) 0.0338(7) 0.0156(5) 0.0031(5) 0.0058(4) 0.0032(5)
O5 0.0422(9) 0.0496(9) 0.0375(7) 0.0215(7) 0.0175(6) 0.0130(7)
C1 0.0168(8) 0.0265(9) 0.0188(7) 0.0021(7) 0.0039(6) -0.0007(7)
C2 0.0179(9) 0.0322(9) 0.0219(8) -0.0005(7) 0.0080(7) -0.0027(7)
C3 0.0179(9) 0.0339(10) 0.0222(8) -0.0041(7) 0.0037(7) 0.0022(7)
C4 0.0203(9) 0.0267(9) 0.0207(8) 0.0026(7) 0.0034(6) 0.0016(7)
C5 0.0189(8) 0.0191(8) 0.0190(7) -0.0032(6) 0.0032(6) -0.0024(7)
C6 0.0170(8) 0.0320(9) 0.0187(8) 0.0016(7) 0.0032(6) 0.0015(7)
C7 0.0175(8) 0.0251(8) 0.0189(7) 0.0022(7) 0.0064(6) 0.0011(7)
C8 0.0167(8) 0.0178(7) 0.0165(7) -0.0006(6) 0.0045(6) 0.0008(7)
C9 0.0150(8) 0.0156(7) 0.0190(7) -0.0005(6) 0.0056(6) 0.0008(6)
C10 0.0157(8) 0.0185(8) 0.0192(7) 0.0002(6) 0.0057(6) -0.0004(6)
C11 0.0166(8) 0.0227(8) 0.0187(7) 0.0009(6) 0.0070(6) 0.0021(7)
C12 0.0173(8) 0.0244(8) 0.0173(7) 0.0017(7) 0.0036(6) 0.0008(7)
C13 0.0141(8) 0.0186(8) 0.0184(7) 0.0002(6) 0.0042(6) -0.0002(6)
C14 0.0180(8) 0.0166(7) 0.0183(7) 0.0002(6) 0.0053(6) -0.0004(6)
C15 0.0185(8) 0.0278(9) 0.0206(8) 0.0035(7) 0.0063(6) -0.0009(7)
C16 0.0175(8) 0.0241(8) 0.0223(8) 0.0025(7) 0.0075(7) -0.0010(7)
C17 0.0149(8) 0.0168(8) 0.0223(8) -0.0004(6) 0.0054(6) -0.0009(6)
C18 0.0181(9) 0.0191(8) 0.0266(8) 0.0015(7) 0.0067(7) 0.0013(7)
C19 0.0189(9) 0.0211(8) 0.0291(8) -0.0041(7) 0.0059(7) -0.0019(7)
C20 0.0162(8) 0.0189(8) 0.0223(8) 0.0008(7) 0.0046(6) 0.0002(7)
C21 0.0169(9) 0.0361(10) 0.0290(9) 0.0089(8) 0.0044(7) -0.0003(7)
C22 0.0141(8) 0.0204(8) 0.0217(7) 0.0013(7) 0.0026(6) 0.0020(7)
C23 0.0165(9) 0.0205(8) 0.0378(9) -0.0019(7) 0.0025(7) 0.0031(7)
C24 0.0207(9) 0.0179(8) 0.0451(10) 0.0000(8) 0.0023(8) 0.0002(7)
C25 0.0180(9) 0.0213(8) 0.0251(8) -0.0029(7) 0.0045(7) -0.0025(7)
C26 0.0151(9) 0.0242(9) 0.0198(7) 0.0009(7) 0.0069(7) 0.0000(7)
C27 0.0229(9) 0.0235(9) 0.0299(8) 0.0020(7) 0.0071(7) -0.0030(7)
C28 0.0153(9) 0.0478(12) 0.0208(8) 0.0082(8) 0.0043(7) -0.0003(9)
C29 0.0224(9) 0.0683(14) 0.0198(8) 0.0048(9) 0.0068(7) -0.0017(10)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C26 O2 C22 123.55(13)
C28 O4 C11 117.32(13)
C2 C1 C10 112.99(13)
C2 C1 H1A 109.0
C10 C1 H1A 109.0
C2 C1 H1B 109.0
C10 C1 H1B 109.0
H1A C1 H1B 107.8
C3 C2 C1 111.17(14)
C3 C2 H2A 109.4
C1 C2 H2A 109.4
C3 C2 H2B 109.4
C1 C2 H2B 109.4
H2A C2 H2B 108.0
O1 C3 C4 121.62(15)
O1 C3 C2 123.01(15)
C4 C3 C2 115.25(14)
C5 C4 C3 123.87(15)
C5 C4 H4 118.1
C3 C4 H4 118.1
C4 C5 C6 120.03(14)
C4 C5 C10 122.99(14)
C6 C5 C10 116.93(13)
C5 C6 C7 113.23(13)
C5 C6 H6A 108.9
C7 C6 H6A 108.9
C5 C6 H6B 108.9
C7 C6 H6B 108.9
H6A C6 H6B 107.7
C8 C7 C6 112.94(13)
C8 C7 H7A 109.0
C6 C7 H7A 109.0
C8 C7 H7B 109.0
C6 C7 H7B 109.0
H7A C7 H7B 107.8
C14 C8 C7 111.18(13)
C14 C8 C9 110.37(12)
C7 C8 C9 109.33(12)
C14 C8 H8 108.6
C7 C8 H8 108.6
C9 C8 H8 108.6
C11 C9 C8 111.51(12)
C11 C9 C10 114.95(13)
C8 C9 C10 111.26(12)
C11 C9 H9 106.2
C8 C9 H9 106.2
C10 C9 H9 106.2
C5 C10 C19 108.43(13)
C5 C10 C1 109.43(13)
C19 C10 C1 109.19(13)
C5 C10 C9 107.67(12)
C19 C10 C9 111.42(13)
C1 C10 C9 110.64(12)
O4 C11 C12 104.26(12)
O4 C11 C9 107.48(12)
C12 C11 C9 115.44(13)
O4 C11 H11 109.8
C12 C11 H11 109.8
C9 C11 H11 109.8
C13 C12 C11 113.32(12)
C13 C12 H12A 108.9
C11 C12 H12A 108.9
C13 C12 H12B 108.9
C11 C12 H12B 108.9
H12A C12 H12B 107.7
C12 C13 C18 111.22(13)
C12 C13 C14 105.74(12)
C18 C13 C14 112.53(13)
C12 C13 C17 115.50(12)
C18 C13 C17 111.05(13)
C14 C13 C17 100.24(12)
C8 C14 C15 118.98(12)
C8 C14 C13 114.19(13)
C15 C14 C13 104.15(12)
C8 C14 H14 106.2
C15 C14 H14 106.2
C13 C14 H14 106.2
C14 C15 C16 104.01(12)
C14 C15 H15A 111.0
C16 C15 H15A 111.0
C14 C15 H15B 111.0
C16 C15 H15B 111.0
H15A C15 H15B 109.0
C15 C16 C17 106.80(12)
C15 C16 H16A 110.4
C17 C16 H16A 110.4
C15 C16 H16B 110.4
C17 C16 H16B 110.4
H16A C16 H16B 108.6
C20 C17 C13 119.25(13)
C20 C17 C16 112.38(12)
C13 C17 C16 103.59(12)
C20 C17 H17 107.0
C13 C17 H17 107.0
C16 C17 H17 107.0
C13 C18 H18A 109.5
C13 C18 H18B 109.5
H18A C18 H18B 109.5
C13 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C10 C19 H19A 109.5
C10 C19 H19B 109.5
H19A C19 H19B 109.5
C10 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C21 C20 C22 111.80(13)
C21 C20 C17 113.78(13)
C22 C20 C17 109.51(13)
C21 C20 H20 107.1
C22 C20 H20 107.1
C17 C20 H20 107.1
C20 C21 H21A 109.5
C20 C21 H21B 109.5
H21A C21 H21B 109.5
C20 C21 H21C 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
O2 C22 C23 109.62(13)
O2 C22 C20 105.75(12)
C23 C22 C20 117.52(14)
O2 C22 H22 107.9
C23 C22 H22 107.9
C20 C22 H22 107.9
C22 C23 C24 107.62(14)
C22 C23 H23A 110.2
C24 C23 H23A 110.2
C22 C23 H23B 110.2
C24 C23 H23B 110.2
H23A C23 H23B 108.5
C23 C24 C25 111.04(15)
C23 C24 H24A 109.4
C25 C24 H24A 109.4
C23 C24 H24B 109.4
C25 C24 H24B 109.4
H24A C24 H24B 108.0
C26 C25 C27 110.84(14)
C26 C25 C24 114.03(14)
C27 C25 C24 112.19(14)
C26 C25 H25 106.4
C27 C25 H25 106.4
C24 C25 H25 106.4
O3 C26 O2 117.58(15)
O3 C26 C25 122.07(15)
O2 C26 C25 120.25(14)
C25 C27 H27A 109.5
C25 C27 H27B 109.5
H27A C27 H27B 109.5
C25 C27 H27C 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
O5 C28 O4 123.54(16)
O5 C28 C29 126.22(16)
O4 C28 C29 110.24(17)
C28 C29 H29A 109.5
C28 C29 H29B 109.5
H29A C29 H29B 109.5
C28 C29 H29C 109.5
H29A C29 H29C 109.5
H29B C29 H29C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C3 1.225(2)
O2 C26 1.3436(19)
O2 C22 1.4671(19)
O3 C26 1.2060(19)
O4 C28 1.354(2)
O4 C11 1.4542(18)
O5 C28 1.196(2)
C1 C2 1.530(2)
C1 C10 1.538(2)
C1 H1A 0.9700
C1 H1B 0.9700
C2 C3 1.489(2)
C2 H2A 0.9700
C2 H2B 0.9700
C3 C4 1.462(2)
C4 C5 1.340(2)
C4 H4 0.9300
C5 C6 1.498(2)
C5 C10 1.531(2)
C6 C7 1.531(2)
C6 H6A 0.9700
C6 H6B 0.9700
C7 C8 1.529(2)
C7 H7A 0.9700
C7 H7B 0.9700
C8 C14 1.520(2)
C8 C9 1.551(2)
C8 H8 0.9800
C9 C11 1.548(2)
C9 C10 1.572(2)
C9 H9 0.9800
C10 C19 1.537(2)
C11 C12 1.527(2)
C11 H11 0.9800
C12 C13 1.520(2)
C12 H12A 0.9700
C12 H12B 0.9700
C13 C18 1.525(2)
C13 C14 1.546(2)
C13 C17 1.549(2)
C14 C15 1.526(2)
C14 H14 0.9800
C15 C16 1.547(2)
C15 H15A 0.9700
C15 H15B 0.9700
C16 C17 1.554(2)
C16 H16A 0.9700
C16 H16B 0.9700
C17 C20 1.540(2)
C17 H17 0.9800
C18 H18A 0.9600
C18 H18B 0.9600
C18 H18C 0.9600
C19 H19A 0.9600
C19 H19B 0.9600
C19 H19C 0.9600
C20 C21 1.527(2)
C20 C22 1.527(2)
C20 H20 0.9800
C21 H21A 0.9600
C21 H21B 0.9600
C21 H21C 0.9600
C22 C23 1.500(2)
C22 H22 0.9800
C23 C24 1.517(2)
C23 H23A 0.9700
C23 H23B 0.9700
C24 C25 1.524(2)
C24 H24A 0.9700
C24 H24B 0.9700
C25 C26 1.508(2)
C25 C27 1.524(2)
C25 H25 0.9800
C27 H27A 0.9600
C27 H27B 0.9600
C27 H27C 0.9600
C28 C29 1.487(3)
C29 H29A 0.9600
C29 H29B 0.9600
C29 H29C 0.9600
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C10 C1 C2 C3 -58.13(18)
C1 C2 C3 O1 -147.13(17)
C1 C2 C3 C4 36.7(2)
O1 C3 C4 C5 179.65(16)
C2 C3 C4 C5 -4.1(2)
C3 C4 C5 C6 168.05(15)
C3 C4 C5 C10 -9.2(2)
C4 C5 C6 C7 135.38(16)
C10 C5 C6 C7 -47.23(19)
C5 C6 C7 C8 47.97(19)
C6 C7 C8 C14 -176.95(13)
C6 C7 C8 C9 -54.84(17)
C14 C8 C9 C11 -47.10(17)
C7 C8 C9 C11 -169.70(13)
C14 C8 C9 C10 -176.88(13)
C7 C8 C9 C10 60.53(16)
C4 C5 C10 C19 107.46(17)
C6 C5 C10 C19 -69.84(17)
C4 C5 C10 C1 -11.6(2)
C6 C5 C10 C1 171.15(13)
C4 C5 C10 C9 -131.87(15)
C6 C5 C10 C9 50.83(17)
C2 C1 C10 C5 44.22(18)
C2 C1 C10 C19 -74.32(17)
C2 C1 C10 C9 162.70(13)
C11 C9 C10 C5 175.14(12)
C8 C9 C10 C5 -56.91(16)
C11 C9 C10 C19 -66.08(17)
C8 C9 C10 C19 61.86(16)
C11 C9 C10 C1 55.60(17)
C8 C9 C10 C1 -176.46(13)
C28 O4 C11 C12 -81.33(16)
C28 O4 C11 C9 155.67(14)
C8 C9 C11 O4 160.37(12)
C10 C9 C11 O4 -71.82(16)
C8 C9 C11 C12 44.54(18)
C10 C9 C11 C12 172.35(12)
O4 C11 C12 C13 -168.60(13)
C9 C11 C12 C13 -50.95(19)
C11 C12 C13 C18 -66.45(17)
C11 C12 C13 C14 55.99(17)
C11 C12 C13 C17 165.81(13)
C7 C8 C14 C15 -55.68(19)
C9 C8 C14 C15 -177.19(13)
C7 C8 C14 C13 -179.40(12)
C9 C8 C14 C13 59.09(17)
C12 C13 C14 C8 -62.18(16)
C18 C13 C14 C8 59.42(17)
C17 C13 C14 C8 177.46(12)
C12 C13 C14 C15 166.45(12)
C18 C13 C14 C15 -71.95(16)
C17 C13 C14 C15 46.09(14)
C8 C14 C15 C16 -162.21(14)
C13 C14 C15 C16 -33.70(16)
C14 C15 C16 C17 8.09(17)
C12 C13 C17 C20 81.23(17)
C18 C13 C17 C20 -46.58(18)
C14 C13 C17 C20 -165.71(13)
C12 C13 C17 C16 -153.01(13)
C18 C13 C17 C16 79.17(15)
C14 C13 C17 C16 -39.95(14)
C15 C16 C17 C20 150.27(14)
C15 C16 C17 C13 20.24(16)
C13 C17 C20 C21 -56.15(19)
C16 C17 C20 C21 -177.61(14)
C13 C17 C20 C22 177.92(13)
C16 C17 C20 C22 56.46(17)
C26 O2 C22 C23 -34.41(19)
C26 O2 C22 C20 -162.01(13)
C21 C20 C22 O2 56.73(17)
C17 C20 C22 O2 -176.22(12)
C21 C20 C22 C23 -65.98(18)
C17 C20 C22 C23 61.08(18)
O2 C22 C23 C24 59.43(17)
C20 C22 C23 C24 -179.86(13)
C22 C23 C24 C25 -62.65(18)
C23 C24 C25 C26 37.4(2)
C23 C24 C25 C27 164.46(14)
C22 O2 C26 O3 -174.27(13)
C22 O2 C26 C25 9.1(2)
C27 C25 C26 O3 45.5(2)
C24 C25 C26 O3 173.24(14)
C27 C25 C26 O2 -138.08(14)
C24 C25 C26 O2 -10.3(2)
C11 O4 C28 O5 -10.0(2)
C11 O4 C28 C29 170.21(13)
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 10255902 ChemSpider
|
1501819.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501819.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501819
loop_
_publ_author_name
'Chao, Chih-Hua'
'Chou, Kuei-Ju'
'Wen, Zhi-Hong'
'Wang, Guey-Horng'
'Wu, Yang-Chang'
'Dai, Chang-Feng'
'Sheu, Jyh-Horng'
_publ_section_title
;
Paraminabeolides A-F, cytotoxic and anti-inflammatory marine withanolides
from the soft coral Paraminabea acronocephala.
;
_journal_issue 5
_journal_name_full 'Journal of natural products'
_journal_page_first 1132
_journal_page_last 1141
_journal_paper_doi 10.1021/np2000705
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration unk
_chemical_formula_moiety 'C27 H38 O3'
_chemical_formula_sum 'C27 H38 O3'
_chemical_formula_weight 410.57
_chemical_name_systematic
;
?
;
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_date 2010-07-06
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 6.5336(5)
_cell_length_b 14.5778(10)
_cell_length_c 23.6095(16)
_cell_measurement_reflns_used 7703
_cell_measurement_temperature 298(2)
_cell_measurement_theta_max 24.98
_cell_measurement_theta_min 2.79
_cell_volume 2248.7(3)
_computing_cell_refinement 'Bruker SMART'
_computing_data_collection 'Bruker SMART'
_computing_molecular_graphics 'Ortep-3 for windows (farrugia, 1997)'
_computing_publication_material 'wingx publication routines (farrugia, 1999)'
_computing_structure_refinement 'Shelxl-97 (sheldrick, 1997)'
_computing_structure_solution 'Sir92 (altomare et al., 1993)'
_diffrn_ambient_temperature 298(2)
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type 'ccd area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type mok\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0277
_diffrn_reflns_av_sigmaI/netI 0.0383
_diffrn_reflns_limit_h_max 6
_diffrn_reflns_limit_h_min -7
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_k_min -17
_diffrn_reflns_limit_l_max 28
_diffrn_reflns_limit_l_min -27
_diffrn_reflns_number 8990
_diffrn_reflns_theta_full 25.00
_diffrn_reflns_theta_max 25.00
_diffrn_reflns_theta_min 2.22
_exptl_absorpt_coefficient_mu 0.077
_exptl_absorpt_correction_T_max 0.7452
_exptl_absorpt_correction_T_min 0.6631
_exptl_absorpt_correction_type psi-scan
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.213
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 896
_exptl_crystal_size_max 0.50
_exptl_crystal_size_mid 0.30
_exptl_crystal_size_min 0.30
_refine_diff_density_max 0.198
_refine_diff_density_min -0.175
_refine_diff_density_rms 0.036
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack -1.4(12)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.046
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 275
_refine_ls_number_reflns 3586
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.046
_refine_ls_R_factor_all 0.0385
_refine_ls_R_factor_gt 0.0370
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0309P)^2^+0.8742P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0886
_refine_ls_wR_factor_ref 0.0894
_reflns_number_gt 3433
_reflns_number_total 3586
_reflns_threshold_expression >2sigma(i)
_cod_data_source_file np2000705_si_003.cif
_cod_data_source_block i12178
_cod_original_sg_symbol_H-M 'P 2(1)2(1)2(1) '
_cod_database_code 1501819
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.1627(2) 0.60353(9) 0.22384(6) 0.0337(4) Uani 1 1 d .
O2 O 0.7782(2) -0.13098(9) -0.04118(5) 0.0278(3) Uani 1 1 d .
O3 O 0.8879(2) -0.24861(10) -0.08970(7) 0.0387(4) Uani 1 1 d .
C1 C 0.5816(3) 0.46775(12) 0.17736(8) 0.0278(5) Uani 1 1 d .
H1 H 0.6988 0.4748 0.1554 0.033 Uiso 1 1 calc R
C2 C 0.4626(3) 0.54084(13) 0.18415(8) 0.0293(5) Uani 1 1 d .
H2 H 0.4989 0.5959 0.1670 0.035 Uiso 1 1 calc R
C3 C 0.2760(3) 0.53628(13) 0.21801(8) 0.0258(4) Uani 1 1 d .
C4 C 0.2323(3) 0.44836(12) 0.24451(7) 0.0218(4) Uani 1 1 d .
H4 H 0.1171 0.4437 0.2675 0.026 Uiso 1 1 calc R
C5 C 0.3492(3) 0.37366(12) 0.23758(7) 0.0209(4) Uani 1 1 d .
C6 C 0.2898(3) 0.28246(12) 0.26230(8) 0.0238(4) Uani 1 1 d .
H6A H 0.1612 0.2882 0.2825 0.029 Uiso 1 1 calc R
H6B H 0.3936 0.2625 0.2890 0.029 Uiso 1 1 calc R
C7 C 0.2679(3) 0.21151(12) 0.21477(8) 0.0229(4) Uani 1 1 d .
H7A H 0.2417 0.1517 0.2313 0.027 Uiso 1 1 calc R
H7B H 0.1515 0.2275 0.1913 0.027 Uiso 1 1 calc R
C8 C 0.4588(3) 0.20641(12) 0.17809(8) 0.0196(4) Uani 1 1 d .
H8 H 0.5733 0.1857 0.2017 0.023 Uiso 1 1 calc R
C9 C 0.5118(3) 0.30160(12) 0.15367(8) 0.0195(4) Uani 1 1 d .
H9 H 0.3925 0.3214 0.1317 0.023 Uiso 1 1 calc R
C10 C 0.5415(3) 0.37460(12) 0.20234(7) 0.0219(4) Uani 1 1 d .
C11 C 0.6922(3) 0.29686(12) 0.11205(8) 0.0226(4) Uani 1 1 d .
H11A H 0.7090 0.3563 0.0942 0.027 Uiso 1 1 calc R
H11B H 0.8164 0.2837 0.1330 0.027 Uiso 1 1 calc R
C12 C 0.6645(3) 0.22385(11) 0.06584(8) 0.0225(4) Uani 1 1 d .
H12A H 0.5518 0.2414 0.0414 0.027 Uiso 1 1 calc R
H12B H 0.7874 0.2210 0.0429 0.027 Uiso 1 1 calc R
C13 C 0.6214(3) 0.12893(12) 0.09102(7) 0.0192(4) Uani 1 1 d .
C14 C 0.4325(3) 0.13905(12) 0.12928(7) 0.0188(4) Uani 1 1 d .
H14 H 0.3228 0.1636 0.1054 0.023 Uiso 1 1 calc R
C15 C 0.3724(3) 0.04050(12) 0.14367(7) 0.0218(4) Uani 1 1 d .
H15A H 0.2273 0.0361 0.1520 0.026 Uiso 1 1 calc R
H15B H 0.4493 0.0182 0.1760 0.026 Uiso 1 1 calc R
C16 C 0.4265(3) -0.01371(12) 0.09000(8) 0.0240(4) Uani 1 1 d .
H16A H 0.3031 -0.0360 0.0718 0.029 Uiso 1 1 calc R
H16B H 0.5122 -0.0659 0.0994 0.029 Uiso 1 1 calc R
C17 C 0.5428(3) 0.05302(11) 0.05008(8) 0.0215(4) Uani 1 1 d .
H17 H 0.4414 0.0813 0.0250 0.026 Uiso 1 1 calc R
C18 C 0.8102(3) 0.09402(12) 0.12326(8) 0.0235(4) Uani 1 1 d .
H18A H 0.7861 0.0324 0.1360 0.035 Uiso 1 1 calc R
H18B H 0.8356 0.1329 0.1553 0.035 Uiso 1 1 calc R
H18C H 0.9270 0.0949 0.0986 0.035 Uiso 1 1 calc R
C19 C 0.7273(3) 0.35066(14) 0.24006(9) 0.0296(5) Uani 1 1 d .
H19A H 0.8505 0.3546 0.2181 0.044 Uiso 1 1 calc R
H19B H 0.7121 0.2894 0.2545 0.044 Uiso 1 1 calc R
H19C H 0.7345 0.3931 0.2711 0.044 Uiso 1 1 calc R
C20 C 0.7011(3) 0.00396(12) 0.01236(8) 0.0237(4) Uani 1 1 d .
H20 H 0.8115 -0.0173 0.0372 0.028 Uiso 1 1 calc R
C21 C 0.7975(4) 0.06689(14) -0.03177(9) 0.0406(6) Uani 1 1 d .
H21A H 0.8916 0.1080 -0.0135 0.061 Uiso 1 1 calc R
H21B H 0.6922 0.1017 -0.0503 0.061 Uiso 1 1 calc R
H21C H 0.8694 0.0306 -0.0593 0.061 Uiso 1 1 calc R
C22 C 0.6061(3) -0.08127(12) -0.01519(8) 0.0248(4) Uani 1 1 d .
H22 H 0.5499 -0.1198 0.0150 0.030 Uiso 1 1 calc R
C23 C 0.4408(4) -0.06604(14) -0.05816(10) 0.0394(6) Uani 1 1 d .
H23A H 0.4947 -0.0325 -0.0904 0.047 Uiso 1 1 calc R
H23B H 0.3303 -0.0306 -0.0417 0.047 Uiso 1 1 calc R
C24 C 0.3623(4) -0.15954(15) -0.07702(11) 0.0442(6) Uani 1 1 d .
H24A H 0.3035 -0.1913 -0.0448 0.053 Uiso 1 1 calc R
H24B H 0.2553 -0.1513 -0.1050 0.053 Uiso 1 1 calc R
C25 C 0.5320(3) -0.21712(13) -0.10197(9) 0.0316(5) Uani 1 1 d .
H25 H 0.5424 -0.1992 -0.1419 0.038 Uiso 1 1 calc R
C26 C 0.7434(3) -0.20195(12) -0.07647(8) 0.0272(5) Uani 1 1 d .
C27 C 0.4816(4) -0.31849(13) -0.10175(9) 0.0309(5) Uani 1 1 d .
H27A H 0.3469 -0.3276 -0.1170 0.046 Uiso 1 1 calc R
H27B H 0.4864 -0.3412 -0.0636 0.046 Uiso 1 1 calc R
H27C H 0.5796 -0.3509 -0.1245 0.046 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0375(9) 0.0287(8) 0.0350(8) -0.0013(6) -0.0039(7) 0.0115(7)
O2 0.0285(8) 0.0213(6) 0.0336(7) -0.0048(6) 0.0000(6) 0.0023(6)
O3 0.0335(9) 0.0259(7) 0.0568(10) -0.0094(7) 0.0055(8) 0.0021(7)
C1 0.0303(12) 0.0241(9) 0.0291(10) -0.0083(8) 0.0079(9) -0.0099(9)
C2 0.0427(13) 0.0186(9) 0.0266(10) -0.0031(8) 0.0024(10) -0.0050(9)
C3 0.0284(12) 0.0250(9) 0.0239(9) -0.0065(8) -0.0074(9) 0.0018(9)
C4 0.0170(11) 0.0284(10) 0.0199(9) -0.0050(7) -0.0016(8) -0.0016(8)
C5 0.0210(11) 0.0233(9) 0.0185(8) -0.0024(7) -0.0040(8) -0.0048(8)
C6 0.0245(11) 0.0255(9) 0.0213(9) 0.0027(7) 0.0028(9) 0.0010(8)
C7 0.0220(11) 0.0206(9) 0.0260(9) 0.0031(7) 0.0003(9) -0.0034(8)
C8 0.0177(10) 0.0196(8) 0.0214(8) 0.0029(7) -0.0027(8) 0.0001(8)
C9 0.0175(10) 0.0174(8) 0.0234(9) 0.0004(7) -0.0010(8) -0.0011(7)
C10 0.0194(10) 0.0206(9) 0.0257(9) -0.0030(8) -0.0008(8) -0.0008(8)
C11 0.0257(11) 0.0175(8) 0.0247(9) 0.0000(7) 0.0024(9) -0.0042(8)
C12 0.0258(11) 0.0183(9) 0.0234(9) 0.0013(7) 0.0040(8) -0.0023(8)
C13 0.0214(10) 0.0161(8) 0.0203(8) 0.0007(7) -0.0017(8) -0.0018(8)
C14 0.0178(10) 0.0164(9) 0.0222(9) 0.0040(7) -0.0043(8) -0.0014(7)
C15 0.0213(10) 0.0187(9) 0.0254(9) 0.0040(7) -0.0015(8) -0.0030(8)
C16 0.0239(11) 0.0179(9) 0.0302(10) 0.0013(8) -0.0005(9) -0.0032(8)
C17 0.0242(11) 0.0166(8) 0.0237(9) 0.0018(7) -0.0031(8) 0.0004(8)
C18 0.0204(11) 0.0237(9) 0.0264(9) 0.0000(8) -0.0010(9) -0.0012(8)
C19 0.0237(12) 0.0321(11) 0.0329(10) -0.0133(8) -0.0036(9) -0.0007(9)
C20 0.0280(11) 0.0176(8) 0.0256(9) 0.0001(7) 0.0022(9) -0.0006(8)
C21 0.0571(16) 0.0250(10) 0.0397(12) -0.0030(9) 0.0210(12) -0.0056(11)
C22 0.0276(12) 0.0209(9) 0.0259(9) 0.0001(8) -0.0004(9) 0.0047(8)
C23 0.0464(15) 0.0303(11) 0.0415(12) -0.0081(10) -0.0167(12) 0.0152(10)
C24 0.0400(14) 0.0406(12) 0.0521(14) -0.0158(11) -0.0205(13) 0.0070(11)
C25 0.0381(13) 0.0254(10) 0.0312(10) -0.0004(9) -0.0020(10) 0.0003(9)
C26 0.0363(13) 0.0169(9) 0.0285(10) 0.0016(8) 0.0052(9) -0.0007(9)
C27 0.0386(13) 0.0258(10) 0.0282(10) 0.0021(8) -0.0044(10) -0.0043(9)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
c c 0.0033 0.0016 'international tables vol c tables 4.2.6.8 and 6.1.1.4'
h h 0.0000 0.0000 'international tables vol c tables 4.2.6.8 and 6.1.1.4'
o o 0.0106 0.0060 'international tables vol c tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C26 O2 C22 120.42(16)
C2 C1 C10 125.11(19)
C2 C1 H1 117.4
C10 C1 H1 117.4
C1 C2 C3 121.22(18)
C1 C2 H2 119.4
C3 C2 H2 119.4
O1 C3 C4 122.25(19)
O1 C3 C2 121.67(18)
C4 C3 C2 116.08(16)
C5 C4 C3 123.50(18)
C5 C4 H4 118.3
C3 C4 H4 118.3
C4 C5 C6 121.64(18)
C4 C5 C10 122.34(17)
C6 C5 C10 115.95(16)
C5 C6 C7 109.69(14)
C5 C6 H6A 109.7
C7 C6 H6A 109.7
C5 C6 H6B 109.7
C7 C6 H6B 109.7
H6A C6 H6B 108.2
C8 C7 C6 111.92(15)
C8 C7 H7A 109.2
C6 C7 H7A 109.2
C8 C7 H7B 109.2
C6 C7 H7B 109.2
H7A C7 H7B 107.9
C7 C8 C14 111.70(15)
C7 C8 C9 110.69(14)
C14 C8 C9 108.81(14)
C7 C8 H8 108.5
C14 C8 H8 108.5
C9 C8 H8 108.5
C11 C9 C8 111.78(14)
C11 C9 C10 113.69(15)
C8 C9 C10 111.23(14)
C11 C9 H9 106.5
C8 C9 H9 106.5
C10 C9 H9 106.5
C1 C10 C5 111.72(16)
C1 C10 C19 107.05(16)
C5 C10 C19 109.55(15)
C1 C10 C9 110.17(14)
C5 C10 C9 107.06(15)
C19 C10 C9 111.34(15)
C12 C11 C9 113.28(15)
C12 C11 H11A 108.9
C9 C11 H11A 108.9
C12 C11 H11B 108.9
C9 C11 H11B 108.9
H11A C11 H11B 107.7
C13 C12 C11 111.85(14)
C13 C12 H12A 109.2
C11 C12 H12A 109.2
C13 C12 H12B 109.2
C11 C12 H12B 109.2
H12A C12 H12B 107.9
C12 C13 C18 110.11(15)
C12 C13 C14 106.79(14)
C18 C13 C14 112.69(14)
C12 C13 C17 117.50(14)
C18 C13 C17 109.70(15)
C14 C13 C17 99.69(14)
C8 C14 C15 117.83(15)
C8 C14 C13 114.57(15)
C15 C14 C13 104.29(14)
C8 C14 H14 106.5
C15 C14 H14 106.5
C13 C14 H14 106.5
C14 C15 C16 103.97(14)
C14 C15 H15A 111.0
C16 C15 H15A 111.0
C14 C15 H15B 111.0
C16 C15 H15B 111.0
H15A C15 H15B 109.0
C15 C16 C17 106.94(14)
C15 C16 H16A 110.3
C17 C16 H16A 110.3
C15 C16 H16B 110.3
C17 C16 H16B 110.3
H16A C16 H16B 108.6
C20 C17 C16 112.86(14)
C20 C17 C13 117.88(16)
C16 C17 C13 103.28(14)
C20 C17 H17 107.4
C16 C17 H17 107.4
C13 C17 H17 107.4
C13 C18 H18A 109.5
C13 C18 H18B 109.5
H18A C18 H18B 109.5
C13 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C10 C19 H19A 109.5
C10 C19 H19B 109.5
H19A C19 H19B 109.5
C10 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C21 C20 C22 111.40(15)
C21 C20 C17 113.14(16)
C22 C20 C17 110.46(16)
C21 C20 H20 107.2
C22 C20 H20 107.2
C17 C20 H20 107.2
C20 C21 H21A 109.5
C20 C21 H21B 109.5
H21A C21 H21B 109.5
C20 C21 H21C 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
O2 C22 C23 109.96(16)
O2 C22 C20 105.45(16)
C23 C22 C20 117.31(16)
O2 C22 H22 107.9
C23 C22 H22 107.9
C20 C22 H22 107.9
C22 C23 C24 107.95(17)
C22 C23 H23A 110.1
C24 C23 H23A 110.1
C22 C23 H23B 110.1
C24 C23 H23B 110.1
H23A C23 H23B 108.4
C25 C24 C23 111.4(2)
C25 C24 H24A 109.4
C23 C24 H24A 109.4
C25 C24 H24B 109.4
C23 C24 H24B 109.4
H24A C24 H24B 108.0
C24 C25 C27 112.44(19)
C24 C25 C26 115.51(17)
C27 C25 C26 109.72(17)
C24 C25 H25 106.2
C27 C25 H25 106.2
C26 C25 H25 106.2
O3 C26 O2 117.44(19)
O3 C26 C25 121.77(17)
O2 C26 C25 120.62(17)
C25 C27 H27A 109.5
C25 C27 H27B 109.5
H27A C27 H27B 109.5
C25 C27 H27C 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C3 1.236(2)
O2 C26 1.348(2)
O2 C22 1.472(2)
O3 C26 1.205(3)
C1 C2 1.328(3)
C1 C10 1.503(3)
C1 H1 0.9300
C2 C3 1.460(3)
C2 H2 0.9300
C3 C4 1.454(3)
C4 C5 1.340(3)
C4 H4 0.9300
C5 C6 1.503(2)
C5 C10 1.507(3)
C6 C7 1.533(2)
C6 H6A 0.9700
C6 H6B 0.9700
C7 C8 1.520(3)
C7 H7A 0.9700
C7 H7B 0.9700
C8 C14 1.524(2)
C8 C9 1.542(2)
C8 H8 0.9800
C9 C11 1.536(3)
C9 C10 1.578(2)
C9 H9 0.9800
C10 C19 1.545(3)
C11 C12 1.535(2)
C11 H11A 0.9700
C11 H11B 0.9700
C12 C13 1.532(2)
C12 H12A 0.9700
C12 H12B 0.9700
C13 C18 1.536(3)
C13 C14 1.537(3)
C13 C17 1.556(2)
C14 C15 1.528(2)
C14 H14 0.9800
C15 C16 1.535(3)
C15 H15A 0.9700
C15 H15B 0.9700
C16 C17 1.553(3)
C16 H16A 0.9700
C16 H16B 0.9700
C17 C20 1.541(3)
C17 H17 0.9800
C18 H18A 0.9600
C18 H18B 0.9600
C18 H18C 0.9600
C19 H19A 0.9600
C19 H19B 0.9600
C19 H19C 0.9600
C20 C21 1.524(3)
C20 C22 1.534(3)
C20 H20 0.9800
C21 H21A 0.9600
C21 H21B 0.9600
C21 H21C 0.9600
C22 C23 1.498(3)
C22 H22 0.9800
C23 C24 1.523(3)
C23 H23A 0.9700
C23 H23B 0.9700
C24 C25 1.510(3)
C24 H24A 0.9700
C24 H24B 0.9700
C25 C27 1.514(3)
C25 C26 1.523(3)
C25 H25 0.9800
C27 H27A 0.9600
C27 H27B 0.9600
C27 H27C 0.9600
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C10 C1 C2 C3 0.2(3)
C1 C2 C3 O1 -178.9(2)
C1 C2 C3 C4 1.4(3)
O1 C3 C4 C5 178.01(19)
C2 C3 C4 C5 -2.3(3)
C3 C4 C5 C6 -175.42(16)
C3 C4 C5 C10 1.5(3)
C4 C5 C6 C7 120.57(19)
C10 C5 C6 C7 -56.5(2)
C5 C6 C7 C8 53.8(2)
C6 C7 C8 C14 -177.33(15)
C6 C7 C8 C9 -55.92(19)
C7 C8 C9 C11 -174.72(15)
C14 C8 C9 C11 -51.6(2)
C7 C8 C9 C10 57.0(2)
C14 C8 C9 C10 -179.89(15)
C2 C1 C10 C5 -1.0(3)
C2 C1 C10 C19 -121.0(2)
C2 C1 C10 C9 117.8(2)
C4 C5 C10 C1 0.2(2)
C6 C5 C10 C1 177.24(16)
C4 C5 C10 C19 118.65(19)
C6 C5 C10 C19 -64.3(2)
C4 C5 C10 C9 -120.49(18)
C6 C5 C10 C9 56.55(19)
C11 C9 C10 C1 55.9(2)
C8 C9 C10 C1 -176.91(16)
C11 C9 C10 C5 177.53(15)
C8 C9 C10 C5 -55.23(19)
C11 C9 C10 C19 -62.76(19)
C8 C9 C10 C19 64.5(2)
C8 C9 C11 C12 51.5(2)
C10 C9 C11 C12 178.42(15)
C9 C11 C12 C13 -54.5(2)
C11 C12 C13 C18 -66.7(2)
C11 C12 C13 C14 56.0(2)
C11 C12 C13 C17 166.80(17)
C7 C8 C14 C15 -55.6(2)
C9 C8 C14 C15 -178.11(16)
C7 C8 C14 C13 -178.86(14)
C9 C8 C14 C13 58.6(2)
C12 C13 C14 C8 -60.45(18)
C18 C13 C14 C8 60.58(19)
C17 C13 C14 C8 176.81(14)
C12 C13 C14 C15 169.30(14)
C18 C13 C14 C15 -69.67(18)
C17 C13 C14 C15 46.56(16)
C8 C14 C15 C16 -162.32(16)
C13 C14 C15 C16 -34.03(18)
C14 C15 C16 C17 7.7(2)
C15 C16 C17 C20 149.26(16)
C15 C16 C17 C13 20.87(19)
C12 C13 C17 C20 79.4(2)
C18 C13 C17 C20 -47.3(2)
C14 C13 C17 C20 -165.80(15)
C12 C13 C17 C16 -155.38(16)
C18 C13 C17 C16 77.88(18)
C14 C13 C17 C16 -40.60(17)
C16 C17 C20 C21 173.10(18)
C13 C17 C20 C21 -66.6(2)
C16 C17 C20 C22 47.4(2)
C13 C17 C20 C22 167.79(15)
C26 O2 C22 C23 -42.3(2)
C26 O2 C22 C20 -169.65(15)
C21 C20 C22 O2 63.4(2)
C17 C20 C22 O2 -169.95(14)
C21 C20 C22 C23 -59.4(3)
C17 C20 C22 C23 67.3(2)
O2 C22 C23 C24 62.7(2)
C20 C22 C23 C24 -176.88(19)
C22 C23 C24 C25 -58.8(3)
C23 C24 C25 C27 159.59(19)
C23 C24 C25 C26 32.6(3)
C22 O2 C26 O3 -169.07(17)
C22 O2 C26 C25 15.7(2)
C24 C25 C26 O3 174.2(2)
C27 C25 C26 O3 45.9(3)
C24 C25 C26 O2 -10.7(3)
C27 C25 C26 O2 -139.07(18)
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 10255899 ChemSpider
|
1501820.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501820.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501820
loop_
_publ_author_name
'Fang, Ping-Lei'
'Cao, Ying-Li'
'Yan, Huan'
'Pan, Li-Li'
'Liu, Shu-Cong'
'Gong, Ning-Bo'
'L\"u, Yang'
'Chen, Chang-Xiang'
'Zhong, Hui-Min'
'Guo, Ying'
'Liu, Hai-Yang'
_publ_section_title
;
Lindenane disesquiterpenoids with anti-HIV-1 activity from Chloranthus
japonicus.
;
_journal_issue 6
_journal_name_full 'Journal of natural products'
_journal_page_first 1408
_journal_page_last 1413
_journal_paper_doi 10.1021/np200087d
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration ad
_chemical_formula_moiety 'C40 H44 O14'
_chemical_formula_sum 'C40 H44 O14'
_chemical_formula_weight 748.75
_chemical_name_systematic
;
?
;
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 101.518(16)
_cell_angle_gamma 90.00
_cell_formula_units_Z 2
_cell_length_a 9.840(5)
_cell_length_b 18.655(7)
_cell_length_c 10.168(5)
_cell_measurement_reflns_used 6120
_cell_measurement_temperature 293(2)
_cell_measurement_theta_max 72.42
_cell_measurement_theta_min 5.03
_cell_volume 1828.9(15)
_computing_cell_refinement 'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection 'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction 'CrystalClear (Rigaku Inc., 2008)'
_computing_molecular_graphics 'ORTEPII(Johnson,1976) and PLUTON(Spek,1990)'
_computing_publication_material 'SHELXL97(Sheldrick, 1997)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 293(2)
_diffrn_detector_area_resol_mean 0
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type CCD
_diffrn_measurement_method \w
_diffrn_radiation_monochromator Confocal
_diffrn_radiation_source 'Sealed Tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54187
_diffrn_reflns_av_R_equivalents 0.0385
_diffrn_reflns_av_sigmaI/netI 0.0357
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 22
_diffrn_reflns_limit_k_min -23
_diffrn_reflns_limit_l_max 11
_diffrn_reflns_limit_l_min -12
_diffrn_reflns_number 18475
_diffrn_reflns_theta_full 72.42
_diffrn_reflns_theta_max 72.42
_diffrn_reflns_theta_min 5.03
_diffrn_standards_decay_% 0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time 0
_diffrn_standards_number 0
_exptl_absorpt_coefficient_mu 0.862
_exptl_absorpt_correction_T_max 0.946
_exptl_absorpt_correction_T_min 0.869
_exptl_absorpt_correction_type none
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.360
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 792
_exptl_crystal_size_max 0.206
_exptl_crystal_size_mid 0.136
_exptl_crystal_size_min 0.065
_refine_diff_density_max 0.688
_refine_diff_density_min -0.352
_refine_diff_density_rms 0.071
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.1(2)
_refine_ls_extinction_coef 0.0051(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 1.053
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 479
_refine_ls_number_reflns 6672
_refine_ls_number_restraints 6
_refine_ls_restrained_S_all 1.088
_refine_ls_R_factor_all 0.0700
_refine_ls_R_factor_gt 0.0673
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1434P)^2^+0.1982P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1852
_refine_ls_wR_factor_ref 0.1909
_reflns_number_gt 6120
_reflns_number_total 6672
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np200087d_si_002.cif
_cod_data_source_block a
_cod_original_sg_symbol_Hall 'P 2yb '
_cod_original_sg_symbol_H-M 'P 21'
_cod_database_code 1501820
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.2323(2) 0.11220(17) 0.8155(3) 0.0689(7) Uani 1 1 d . . .
O2 O 0.0111(3) 0.0807(3) 0.7517(4) 0.0987(12) Uani 1 1 d . . .
O3 O 0.3289(3) -0.04381(17) 0.4804(3) 0.0725(7) Uani 1 1 d . . .
O4 O 0.3547(4) -0.1593(2) 0.5204(4) 0.0931(10) Uani 1 1 d . . .
O5 O 0.5141(5) -0.0643(3) 0.7795(5) 0.0937(12) Uiso 0.80 1 d PD A 1
O6 O 0.7082(8) -0.0670(4) 0.8187(8) 0.0629(16) Uiso 0.35 1 d PD A 1
O7 O 0.9915(2) -0.00418(12) 1.1155(3) 0.0576(6) Uani 1 1 d . . .
O8 O 0.87293(18) 0.09758(10) 1.1243(2) 0.0435(4) Uani 1 1 d . . .
O9 O 0.9724(2) 0.23043(12) 1.0815(3) 0.0537(5) Uani 1 1 d . . .
H9A H 0.9810 0.1881 1.1034 0.081 Uiso 1 1 calc R . .
O10 O 0.6482(5) 0.37857(17) 0.7949(3) 0.0966(12) Uani 1 1 d . . .
O11 O 0.4402(3) 0.28418(16) 0.7898(3) 0.0735(8) Uani 1 1 d . . .
O12 O 0.3611(4) 0.2254(2) 0.5975(3) 0.1021(12) Uani 1 1 d . . .
O13 O 0.2491(2) 0.04792(15) 1.0710(3) 0.0703(8) Uani 1 1 d . . .
H13A H 0.1690 0.0479 1.0826 0.105 Uiso 1 1 calc R . .
O5' O 0.525(2) -0.1298(11) 0.789(2) 0.092(5) Uiso 0.20 1 d P A 2
O6' O 0.7305(4) -0.1022(2) 0.8694(4) 0.0529(7) Uiso 0.65 1 d P A 2
C1 C 0.8345(4) 0.37872(16) 1.0607(4) 0.0563(8) Uani 1 1 d . . .
H33A H 0.7978 0.4261 1.0306 0.068 Uiso 1 1 calc R . .
C2 C 0.9436(4) 0.37453(18) 1.1855(4) 0.0586(8) Uani 1 1 d . . .
H34A H 0.9737 0.4191 1.2315 0.070 Uiso 1 1 calc R . .
H34B H 1.0159 0.3389 1.1889 0.070 Uiso 1 1 calc R . .
C3 C 0.7997(3) 0.34839(17) 1.1892(3) 0.0518(7) Uani 1 1 d . . .
H35A H 0.7412 0.3762 1.2379 0.062 Uiso 1 1 calc R . .
C4 C 0.7712(3) 0.27132(15) 1.1645(3) 0.0421(6) Uani 1 1 d . . .
C5 C 0.8269(3) 0.24783(14) 1.0425(3) 0.0408(6) Uani 1 1 d . . .
C6 C 0.7493(3) 0.18236(14) 0.9706(3) 0.0395(5) Uani 1 1 d . . .
H15A H 0.8109 0.1617 0.9160 0.047 Uiso 1 1 calc R . .
C7 C 0.6219(3) 0.20595(16) 0.8741(3) 0.0460(6) Uani 1 1 d . . .
C8 C 0.5606(4) 0.27807(18) 0.8944(3) 0.0560(8) Uani 1 1 d . . .
H36A H 0.5379 0.2824 0.9836 0.067 Uiso 1 1 calc R . .
C9 C 0.6725(4) 0.33085(18) 0.8748(4) 0.0615(9) Uani 1 1 d . . .
C10 C 0.8191(4) 0.31833(15) 0.9577(3) 0.0520(7) Uani 1 1 d . . .
C11 C 0.5620(4) 0.18154(19) 0.7541(3) 0.0579(8) Uani 1 1 d . . .
C12 C 0.4445(5) 0.2301(2) 0.7001(4) 0.0760(11) Uani 1 1 d . . .
C13 C 0.5961(6) 0.1196(3) 0.6734(4) 0.0787(12) Uani 1 1 d . . .
H39A H 0.6753 0.0947 0.7230 0.118 Uiso 1 1 calc R . .
H39B H 0.6166 0.1368 0.5905 0.118 Uiso 1 1 calc R . .
H39C H 0.5183 0.0875 0.6546 0.118 Uiso 1 1 calc R . .
C14 C 0.9216(5) 0.3205(2) 0.8644(5) 0.0761(11) Uani 1 1 d . . .
H32A H 0.9120 0.3650 0.8161 0.114 Uiso 1 1 calc R . .
H32B H 0.9034 0.2813 0.8021 0.114 Uiso 1 1 calc R . .
H32C H 1.0143 0.3164 0.9160 0.114 Uiso 1 1 calc R . .
C15 C 0.6992(3) 0.22804(16) 1.2297(3) 0.0449(6) Uani 1 1 d . . .
H27A H 0.6602 0.2483 1.2970 0.054 Uiso 1 1 calc R . .
C1' C 0.4303(3) 0.1679(2) 1.2654(4) 0.0603(9) Uani 1 1 d . . .
H23A H 0.4670 0.2134 1.3056 0.072 Uiso 1 1 calc R . .
C2' C 0.3097(4) 0.1349(3) 1.3122(4) 0.0799(13) Uani 1 1 d . . .
H22A H 0.3066 0.0830 1.3176 0.096 Uiso 1 1 calc R . .
H22B H 0.2727 0.1600 1.3809 0.096 Uiso 1 1 calc R . .
C3' C 0.2883(3) 0.1676(2) 1.1771(4) 0.0661(11) Uani 1 1 d . . .
H21A H 0.2374 0.2130 1.1618 0.079 Uiso 1 1 calc R . .
C4' C 0.2916(3) 0.1186(2) 1.0556(4) 0.0561(8) Uani 1 1 d . . .
C5' C 0.4471(3) 0.11643(15) 1.0550(3) 0.0415(6) Uani 1 1 d . . .
H19A H 0.4679 0.1615 1.0137 0.050 Uiso 1 1 calc R . .
C6' C 0.5019(3) 0.05709(15) 0.9766(3) 0.0445(6) Uani 1 1 d . . .
H18A H 0.4658 0.0110 0.9976 0.053 Uiso 1 1 calc R . .
H18B H 0.4729 0.0654 0.8809 0.053 Uiso 1 1 calc R . .
C7' C 0.6561(3) 0.05735(14) 1.0151(3) 0.0403(5) Uani 1 1 d . . .
C8' C 0.7317(2) 0.12342(14) 1.0761(3) 0.0384(5) Uani 1 1 d . . .
C9' C 0.6761(3) 0.14946(15) 1.2035(3) 0.0405(5) Uani 1 1 d . . .
H26A H 0.7358 0.1256 1.2796 0.049 Uiso 1 1 calc R . .
C10' C 0.5269(3) 0.11962(17) 1.2024(3) 0.0453(6) Uani 1 1 d . . .
C11' C 0.7450(3) 0.00260(16) 1.0212(3) 0.0450(6) Uani 1 1 d . A .
C12' C 0.8822(3) 0.02795(14) 1.0879(3) 0.0427(6) Uani 1 1 d . . .
C13' C 0.7148(4) -0.07442(19) 0.9896(4) 0.0659(10) Uani 1 1 d . . .
H11A H 0.6271 -0.0896 1.0102 0.079 Uiso 1 1 calc R A 1
H11B H 0.7888 -0.1058 1.0334 0.079 Uiso 1 1 calc R A 1
C14' C 0.5457(4) 0.04616(19) 1.2717(4) 0.0601(8) Uani 1 1 d . . .
H25A H 0.4564 0.0259 1.2733 0.090 Uiso 1 1 calc R . .
H25B H 0.5968 0.0518 1.3620 0.090 Uiso 1 1 calc R . .
H25C H 0.5956 0.0149 1.2232 0.090 Uiso 1 1 calc R . .
C15' C 0.2061(3) 0.1514(2) 0.9297(4) 0.0673(10) Uani 1 1 d . . .
H1A H 0.1083 0.1490 0.9328 0.081 Uiso 1 1 calc R . .
H1B H 0.2313 0.2013 0.9230 0.081 Uiso 1 1 calc R . .
C1'' C 0.1277(3) 0.0759(2) 0.7375(4) 0.0603(8) Uani 1 1 d . . .
C2'' C 0.1855(4) 0.0315(2) 0.6415(3) 0.0580(8) Uani 1 1 d . . .
H3A H 0.2814 0.0269 0.6564 0.070 Uiso 1 1 calc R . .
C3'' C 0.1119(4) -0.0025(2) 0.5352(3) 0.0611(8) Uani 1 1 d . . .
C4'' C 0.1801(5) -0.0491(3) 0.4481(4) 0.0739(10) Uani 1 1 d . . .
H6A H 0.1534 -0.0986 0.4581 0.089 Uiso 1 1 calc R . .
H6B H 0.1476 -0.0356 0.3551 0.089 Uiso 1 1 calc R . .
C5'' C -0.0421(5) 0.0002(4) 0.4912(5) 0.0952(16) Uani 1 1 d . . .
H5A H -0.0803 0.0307 0.5506 0.143 Uiso 1 1 calc R . .
H5B H -0.0795 -0.0472 0.4933 0.143 Uiso 1 1 calc R . .
H5C H -0.0654 0.0187 0.4015 0.143 Uiso 1 1 calc R . .
C6'' C 0.4031(5) -0.1022(3) 0.5090(4) 0.0735(11) Uani 1 1 d . . .
C7'' C 0.5569(5) -0.0870(2) 0.5250(5) 0.0763(11) Uani 1 1 d . . .
H8A H 0.5852 -0.0987 0.4415 0.092 Uiso 1 1 calc R . .
H8B H 0.5721 -0.0361 0.5406 0.092 Uiso 1 1 calc R . .
C8'' C 0.6466(5) -0.1271(3) 0.6357(5) 0.0806(11) Uani 1 1 d . A .
H9B H 0.7433 -0.1226 0.6297 0.097 Uiso 1 1 calc R . .
H9C H 0.6221 -0.1775 0.6315 0.097 Uiso 1 1 calc R . .
C9'' C 0.6223(4) -0.0948(3) 0.7633(5) 0.0701(10) Uani 1 1 d . . .
O1M O -0.1040(16) -0.1928(8) 0.4292(15) 0.116(4) Uiso 0.35 1 d PD . .
H2MA H -0.1218 -0.1976 0.3474 0.139 Uiso 0.35 1 calc PRD . .
C1M C -0.0113(15) -0.2530(7) 0.4913(14) 0.091(3) Uiso 0.45 1 d PD . .
H1MC H -0.0089 -0.2895 0.4252 0.109 Uiso 0.45 1 calc PRD . .
H1MA H -0.0465 -0.2730 0.5648 0.109 Uiso 0.45 1 calc PRD . .
H1MB H 0.0808 -0.2350 0.5234 0.109 Uiso 0.45 1 calc PRD . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0364(11) 0.0925(18) 0.0735(15) -0.0292(14) 0.0005(10) 0.0054(11)
O2 0.0402(14) 0.136(3) 0.116(3) -0.051(2) 0.0059(14) -0.0031(16)
O3 0.0768(17) 0.0794(17) 0.0612(14) -0.0101(12) 0.0131(12) 0.0017(14)
O4 0.093(2) 0.082(2) 0.102(2) 0.0155(18) 0.0127(19) -0.0091(18)
O7 0.0339(10) 0.0484(11) 0.0879(16) -0.0002(10) 0.0062(10) 0.0098(8)
O8 0.0264(9) 0.0402(9) 0.0619(12) -0.0017(8) 0.0039(7) 0.0017(7)
O9 0.0294(10) 0.0484(11) 0.0840(15) -0.0021(10) 0.0128(9) -0.0008(8)
O10 0.124(3) 0.0635(17) 0.085(2) 0.0253(16) -0.0220(19) -0.0090(17)
O11 0.0662(16) 0.0731(16) 0.0674(15) 0.0004(12) -0.0196(12) 0.0152(13)
O12 0.103(3) 0.111(3) 0.0698(18) -0.0019(18) -0.0360(17) 0.004(2)
O13 0.0427(12) 0.0697(15) 0.103(2) -0.0283(14) 0.0270(12) -0.0192(11)
C1 0.068(2) 0.0373(13) 0.0622(18) -0.0021(12) 0.0107(15) -0.0041(13)
C2 0.0554(18) 0.0476(15) 0.071(2) -0.0086(14) 0.0082(15) -0.0131(14)
C3 0.0499(16) 0.0475(15) 0.0582(17) -0.0131(12) 0.0114(12) -0.0067(12)
C4 0.0368(13) 0.0431(13) 0.0448(13) -0.0068(11) 0.0040(10) -0.0029(10)
C5 0.0339(13) 0.0388(12) 0.0501(14) -0.0020(10) 0.0097(10) 0.0003(10)
C6 0.0349(12) 0.0392(12) 0.0457(14) -0.0033(10) 0.0113(10) 0.0006(10)
C7 0.0450(15) 0.0482(14) 0.0436(14) -0.0001(11) 0.0058(11) 0.0036(12)
C8 0.0567(18) 0.0524(15) 0.0507(15) -0.0018(13) -0.0088(13) 0.0132(14)
C9 0.078(2) 0.0481(16) 0.0529(17) 0.0019(13) 0.0002(15) 0.0042(15)
C10 0.0616(19) 0.0387(13) 0.0561(17) 0.0017(12) 0.0125(13) -0.0042(12)
C11 0.062(2) 0.0573(17) 0.0498(17) -0.0040(13) 0.0000(14) -0.0002(14)
C12 0.076(2) 0.073(2) 0.063(2) -0.0013(18) -0.0228(18) 0.005(2)
C13 0.103(3) 0.081(2) 0.0503(18) -0.0209(18) 0.0100(19) -0.005(2)
C14 0.094(3) 0.064(2) 0.080(3) 0.0013(18) 0.039(2) -0.018(2)
C15 0.0380(13) 0.0521(14) 0.0451(14) -0.0118(11) 0.0097(10) -0.0046(11)
C1' 0.0435(16) 0.080(2) 0.0603(19) -0.0246(16) 0.0172(14) -0.0096(15)
C2' 0.0540(19) 0.122(4) 0.072(2) -0.034(2) 0.0316(17) -0.025(2)
C3' 0.0347(15) 0.080(2) 0.088(3) -0.041(2) 0.0219(15) -0.0086(14)
C4' 0.0289(13) 0.0707(19) 0.0697(19) -0.0297(16) 0.0121(12) -0.0058(13)
C5' 0.0258(12) 0.0461(12) 0.0521(14) -0.0118(11) 0.0071(10) 0.0002(10)
C6' 0.0311(12) 0.0466(13) 0.0545(15) -0.0134(12) 0.0056(10) 0.0006(10)
C7' 0.0334(12) 0.0417(12) 0.0457(13) -0.0062(10) 0.0078(10) 0.0011(10)
C8' 0.0258(11) 0.0409(12) 0.0474(13) -0.0029(10) 0.0044(9) 0.0015(9)
C9' 0.0339(12) 0.0454(13) 0.0409(13) -0.0027(10) 0.0045(9) -0.0016(10)
C10' 0.0374(13) 0.0533(14) 0.0460(14) -0.0082(11) 0.0105(10) -0.0088(11)
C11' 0.0344(13) 0.0467(14) 0.0520(15) -0.0051(11) 0.0038(11) 0.0029(11)
C12' 0.0332(13) 0.0383(12) 0.0558(15) 0.0009(11) 0.0069(11) 0.0042(10)
C13' 0.0527(18) 0.0505(17) 0.088(3) -0.0237(16) -0.0024(16) 0.0091(14)
C14' 0.0626(19) 0.0616(18) 0.0567(17) 0.0022(14) 0.0138(14) -0.0192(16)
C15' 0.0364(15) 0.081(2) 0.080(2) -0.0288(19) -0.0003(14) 0.0136(16)
C1'' 0.0420(17) 0.070(2) 0.0627(19) -0.0086(15) -0.0037(13) 0.0015(14)
C2'' 0.0471(17) 0.0671(18) 0.0559(17) -0.0031(15) 0.0007(13) -0.0004(14)
C3'' 0.0552(19) 0.069(2) 0.0525(17) 0.0032(15) -0.0054(13) -0.0040(16)
C4'' 0.074(2) 0.085(3) 0.0559(19) -0.0122(18) -0.0027(16) -0.003(2)
C5'' 0.063(3) 0.131(4) 0.079(3) -0.016(3) -0.017(2) 0.006(3)
C6'' 0.096(3) 0.078(2) 0.0506(18) 0.0109(17) 0.0238(18) -0.008(2)
C7'' 0.085(3) 0.069(2) 0.082(3) 0.000(2) 0.035(2) -0.008(2)
C8'' 0.076(3) 0.093(3) 0.076(3) -0.007(2) 0.024(2) -0.009(2)
C9'' 0.0495(19) 0.083(2) 0.080(2) -0.005(2) 0.0178(17) -0.0024(18)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1'' O1 C15' 119.4(3)
C6'' O3 C4'' 119.3(4)
C9'' O6 C13' 111.3(6)
C12' O8 C8' 109.6(2)
C5 O9 H9A 109.5
C12 O11 C8 107.8(3)
C4' O13 H13A 109.5
C9'' O6' C13' 117.4(3)
C2 C1 C3 59.9(2)
C2 C1 C10 120.1(3)
C3 C1 C10 107.8(2)
C2 C1 H33A 118.1
C3 C1 H33A 118.1
C10 C1 H33A 118.1
C1 C2 C3 61.2(2)
C1 C2 H34A 117.7
C3 C2 H34A 117.7
C1 C2 H34B 117.7
C3 C2 H34B 117.7
H34A C2 H34B 114.8
C4 C3 C2 117.3(3)
C4 C3 C1 106.4(2)
C2 C3 C1 59.0(2)
C4 C3 H35A 119.4
C2 C3 H35A 119.4
C1 C3 H35A 119.4
C15 C4 C3 127.3(3)
C15 C4 C5 123.1(3)
C3 C4 C5 109.4(2)
O9 C5 C4 109.9(2)
O9 C5 C6 108.8(2)
C4 C5 C6 112.9(2)
O9 C5 C10 106.1(2)
C4 C5 C10 102.8(2)
C6 C5 C10 116.0(2)
C7 C6 C5 110.4(2)
C7 C6 C8' 117.6(2)
C5 C6 C8' 110.0(2)
C7 C6 H15A 106.0
C5 C6 H15A 106.0
C8' C6 H15A 106.0
C11 C7 C6 131.6(3)
C11 C7 C8 108.4(3)
C6 C7 C8 118.6(2)
O11 C8 C7 105.4(3)
O11 C8 C9 111.4(3)
C7 C8 C9 103.9(3)
O11 C8 H36A 111.9
C7 C8 H36A 111.9
C9 C8 H36A 111.9
O10 C9 C8 121.3(4)
O10 C9 C10 121.6(4)
C8 C9 C10 117.1(3)
C14 C10 C1 115.0(3)
C14 C10 C9 108.7(3)
C1 C10 C9 102.6(3)
C14 C10 C5 113.6(3)
C1 C10 C5 104.8(2)
C9 C10 C5 111.5(3)
C7 C11 C12 107.5(3)
C7 C11 C13 131.7(3)
C12 C11 C13 120.8(3)
O12 C12 O11 122.0(4)
O12 C12 C11 128.8(4)
O11 C12 C11 109.2(3)
C11 C13 H39A 109.5
C11 C13 H39B 109.5
H39A C13 H39B 109.5
C11 C13 H39C 109.5
H39A C13 H39C 109.5
H39B C13 H39C 109.5
C10 C14 H32A 109.5
C10 C14 H32B 109.5
H32A C14 H32B 109.5
C10 C14 H32C 109.5
H32A C14 H32C 109.5
H32B C14 H32C 109.5
C4 C15 C9' 125.5(3)
C4 C15 H27A 117.3
C9' C15 H27A 117.3
C2' C1' C3' 59.1(3)
C2' C1' C10' 119.1(4)
C3' C1' C10' 109.1(3)
C2' C1' H23A 118.3
C3' C1' H23A 118.3
C10' C1' H23A 118.3
C3' C2' C1' 60.6(3)
C3' C2' H22A 117.7
C1' C2' H22A 117.7
C3' C2' H22B 117.7
C1' C2' H22B 117.7
H22A C2' H22B 114.8
C2' C3' C1' 60.2(3)
C2' C3' C4' 118.5(4)
C1' C3' C4' 108.3(3)
C2' C3' H21A 118.5
C1' C3' H21A 118.5
C4' C3' H21A 118.5
O13 C4' C15' 110.3(3)
O13 C4' C5' 107.2(3)
C15' C4' C5' 113.2(3)
O13 C4' C3' 114.4(3)
C15' C4' C3' 109.9(3)
C5' C4' C3' 101.5(2)
C6' C5' C4' 118.6(2)
C6' C5' C10' 111.7(2)
C4' C5' C10' 108.0(2)
C6' C5' H19A 105.8
C4' C5' H19A 105.8
C10' C5' H19A 105.8
C7' C6' C5' 108.0(2)
C7' C6' H18A 110.1
C5' C6' H18A 110.1
C7' C6' H18B 110.1
C5' C6' H18B 110.1
H18A C6' H18B 108.4
C11' C7' C6' 129.2(3)
C11' C7' C8' 109.9(2)
C6' C7' C8' 120.3(2)
O8 C8' C7' 103.1(2)
O8 C8' C6 103.5(2)
C7' C8' C6 113.8(2)
O8 C8' C9' 106.8(2)
C7' C8' C9' 111.4(2)
C6 C8' C9' 116.6(2)
C15 C9' C10' 117.2(2)
C15 C9' C8' 112.4(2)
C10' C9' C8' 111.2(2)
C15 C9' H26A 104.9
C10' C9' H26A 104.9
C8' C9' H26A 104.9
C14' C10' C1' 111.0(3)
C14' C10' C5' 113.7(3)
C1' C10' C5' 100.9(2)
C14' C10' C9' 106.7(3)
C1' C10' C9' 116.4(2)
C5' C10' C9' 108.3(2)
C7' C11' C12' 108.0(2)
C7' C11' C13' 128.7(3)
C12' C11' C13' 122.6(3)
O7 C12' O8 120.9(3)
O7 C12' C11' 129.8(3)
O8 C12' C11' 109.3(2)
O6' C13' C11' 120.5(4)
O6' C13' O6 28.3(3)
C11' C13' O6 96.1(4)
O6' C13' H11A 110.3
C11' C13' H11A 112.5
O6 C13' H11A 112.5
O6' C13' H11B 88.5
C11' C13' H11B 112.5
O6 C13' H11B 112.5
H11A C13' H11B 110.1
C10' C14' H25A 109.5
C10' C14' H25B 109.5
H25A C14' H25B 109.5
C10' C14' H25C 109.5
H25A C14' H25C 109.5
H25B C14' H25C 109.5
O1 C15' C4' 108.6(3)
O1 C15' H1A 110.0
C4' C15' H1A 110.0
O1 C15' H1B 110.0
C4' C15' H1B 110.0
H1A C15' H1B 108.4
O2 C1'' O1 122.2(4)
O2 C1'' C2'' 129.1(3)
O1 C1'' C2'' 108.7(3)
C3'' C2'' C1'' 125.7(3)
C3'' C2'' H3A 117.2
C1'' C2'' H3A 117.2
C2'' C3'' C5'' 125.5(4)
C2'' C3'' C4'' 121.5(3)
C5'' C3'' C4'' 113.1(4)
O3 C4'' C3'' 112.5(3)
O3 C4'' H6A 109.1
C3'' C4'' H6A 109.1
O3 C4'' H6B 109.1
C3'' C4'' H6B 109.1
H6A C4'' H6B 107.8
C3'' C5'' H5A 109.5
C3'' C5'' H5B 109.5
H5A C5'' H5B 109.5
C3'' C5'' H5C 109.5
H5A C5'' H5C 109.5
H5B C5'' H5C 109.5
O4 C6'' O3 123.6(5)
O4 C6'' C7'' 124.9(5)
O3 C6'' C7'' 111.5(4)
C8'' C7'' C6'' 114.6(4)
C8'' C7'' H8A 108.6
C6'' C7'' H8A 108.6
C8'' C7'' H8B 108.6
C6'' C7'' H8B 108.6
H8A C7'' H8B 107.6
C7'' C8'' C9'' 106.3(4)
C7'' C8'' H9B 110.5
C9'' C8'' H9B 110.5
C7'' C8'' H9C 110.5
C9'' C8'' H9C 110.5
H9B C8'' H9C 108.7
O6 C9'' O5' 136.3(11)
O6 C9'' O5 108.7(6)
O5' C9'' O5 59.5(9)
O6 C9'' O6' 37.8(5)
O5' C9'' O6' 107.2(10)
O5 C9'' O6' 119.6(4)
O6 C9'' C8'' 114.4(6)
O5' C9'' C8'' 103.7(10)
O5 C9'' C8'' 126.0(4)
O6' C9'' C8'' 114.3(4)
C1M O1M H2MA 109.5
O1M C1M H1MC 109.5
O1M C1M H1MA 109.5
H1MC C1M H1MA 109.5
O1M C1M H1MB 109.5
H1MC C1M H1MB 109.5
H1MA C1M H1MB 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1'' 1.350(4)
O1 C15' 1.438(4)
O2 C1'' 1.187(5)
O3 C6'' 1.312(6)
O3 C4'' 1.438(5)
O4 C6'' 1.181(6)
O5 C9'' 1.246(6)
O6 C9'' 1.053(8)
O6 C13' 1.731(9)
O7 C12' 1.215(3)
O8 C12' 1.359(3)
O8 C8' 1.460(3)
O9 C5 1.444(3)
O9 H9A 0.8200
O10 C9 1.196(5)
O11 C12 1.366(5)
O11 C8 1.430(4)
O12 C12 1.195(5)
O13 C4' 1.401(5)
O13 H13A 0.8200
O5' C9'' 1.23(2)
O6' C9'' 1.364(6)
O6' C13' 1.364(5)
C1 C2 1.491(5)
C1 C3 1.524(5)
C1 C10 1.525(4)
C1 H33A 0.9800
C2 C3 1.505(5)
C2 H34A 0.9700
C2 H34B 0.9700
C3 C4 1.477(4)
C3 H35A 0.9800
C4 C15 1.334(4)
C4 C5 1.517(4)
C5 C6 1.545(4)
C5 C10 1.566(4)
C6 C7 1.495(4)
C6 C8' 1.569(4)
C6 H15A 0.9800
C7 C11 1.325(5)
C7 C8 1.505(4)
C8 C9 1.519(6)
C8 H36A 0.9800
C9 C10 1.537(5)
C10 C14 1.517(5)
C11 C12 1.486(6)
C11 C13 1.494(5)
C13 H39A 0.9600
C13 H39B 0.9600
C13 H39C 0.9600
C14 H32A 0.9600
C14 H32B 0.9600
C14 H32C 0.9600
C15 C9' 1.499(4)
C15 H27A 0.9300
C1' C2' 1.497(5)
C1' C3' 1.502(5)
C1' C10' 1.539(4)
C1' H23A 0.9800
C2' C3' 1.479(7)
C2' H22A 0.9700
C2' H22B 0.9700
C3' C4' 1.542(4)
C3' H21A 0.9800
C4' C15' 1.514(6)
C4' C5' 1.531(4)
C5' C6' 1.525(4)
C5' C10' 1.548(4)
C5' H19A 0.9800
C6' C7' 1.489(4)
C6' H18A 0.9700
C6' H18B 0.9700
C7' C11' 1.338(4)
C7' C8' 1.508(4)
C8' C9' 1.579(4)
C9' C10' 1.569(4)
C9' H26A 0.9800
C10' C14' 1.535(5)
C11' C12' 1.463(4)
C11' C13' 1.489(4)
C13' H11A 0.9700
C13' H11B 0.9700
C14' H25A 0.9600
C14' H25B 0.9600
C14' H25C 0.9600
C15' H1A 0.9700
C15' H1B 0.9700
C1'' C2'' 1.477(5)
C2'' C3'' 1.335(5)
C2'' H3A 0.9300
C3'' C5'' 1.492(5)
C3'' C4'' 1.493(6)
C4'' H6A 0.9700
C4'' H6B 0.9700
C5'' H5A 0.9600
C5'' H5B 0.9600
C5'' H5C 0.9600
C6'' C7'' 1.516(7)
C7'' C8'' 1.487(7)
C7'' H8A 0.9700
C7'' H8B 0.9700
C8'' C9'' 1.492(6)
C8'' H9B 0.9700
C8'' H9C 0.9700
O1M C1M 1.504(19)
O1M H2MA 0.8200
C1M H1MC 0.9600
C1M H1MA 0.9600
C1M H1MB 0.9600
|
1501821.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501821.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501821
loop_
_publ_author_name
'Challinor, Victoria L.'
'Stuthe, Julia M. U.'
'Bernhardt, Paul V.'
'Lehmann, Reginald P.'
'Kitching, William'
'De Voss, James J.'
_publ_section_title
;
Structure and absolute configuration of helosides A and B, new saponins
from Chamaelirium luteum.
;
_journal_issue 7
_journal_name_full 'Journal of natural products'
_journal_page_first 1557
_journal_page_last 1560
_journal_paper_doi 10.1021/np200100a
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration ad
_chemical_compound_source 'synthesis as described'
_chemical_formula_moiety '(C27 H46 O5), 0.5(C H4 O)'
_chemical_formula_sum 'C27.5 H48 O5.5'
_chemical_formula_weight 466.66
_chemical_name_systematic
;
?
;
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_Int_Tables_number 19
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name cif_core.dic
_audit_conform_dict_version 2.3
_audit_creation_date 2010-04-20T14:33:32-00:00
_audit_creation_method 'WinGX routine CIF_UPDATE'
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_formula_units_Z 4
_cell_length_a 6.10590(10)
_cell_length_b 12.3606(2)
_cell_length_c 34.9384(6)
_cell_measurement_reflns_used 16195
_cell_measurement_temperature 293(2)
_cell_measurement_theta_max 60.4386
_cell_measurement_theta_min 3.5709
_cell_measurement_wavelength 1.5418
_cell_volume 2636.89(8)
_computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material 'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature 293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54184
_diffrn_reflns_av_R_equivalents 0.029
_diffrn_reflns_av_unetI/netI 0.0158
_diffrn_reflns_limit_h_max 6
_diffrn_reflns_limit_h_min -6
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_l_max 39
_diffrn_reflns_limit_l_min -39
_diffrn_reflns_number 35496
_diffrn_reflns_theta_full 60.53
_diffrn_reflns_theta_max 60.53
_diffrn_reflns_theta_min 3.79
_exptl_absorpt_coefficient_mu 0.633
_exptl_absorpt_correction_type none
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.175
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 1028
_exptl_crystal_size_max 0.2
_exptl_crystal_size_mid 0.2
_exptl_crystal_size_min 0.08
_refine_diff_density_max 0.739
_refine_diff_density_min -0.269
_refine_diff_density_rms 0.066
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack -0.1(4)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.04
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 312
_refine_ls_number_reflns 3965
_refine_ls_number_restraints 2
_refine_ls_restrained_S_all 1.042
_refine_ls_R_factor_all 0.0637
_refine_ls_R_factor_gt 0.0593
_refine_ls_shift/su_max 0
_refine_ls_shift/su_mean 0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1599P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1813
_refine_ls_wR_factor_ref 0.1866
_reflns_number_gt 3522
_reflns_number_total 3965
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np200100a_si_002.cif
_cod_data_source_block 379vc1
_cod_database_code 1501821
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.0081(6) 0.1039(2) 0.06587(9) 0.0547(8) Uani 1 1 d . . .
H1A H 0.0853 0.1649 0.0597 0.066 Uiso 1 1 calc R . .
H1B H -0.1584 0.1259 0.0613 0.066 Uiso 1 1 calc R . .
C2 C 0.0182(8) 0.0779(3) 0.10819(10) 0.0685(10) Uani 1 1 d . . .
H2A H 0.1704 0.0617 0.1136 0.082 Uiso 1 1 calc R . .
H2B H -0.0241 0.1402 0.1234 0.082 Uiso 1 1 calc R . .
C3 C -0.1208(9) -0.0165(3) 0.11872(9) 0.0771(12) Uani 1 1 d . . .
H3 H -0.2737 0.0006 0.1128 0.093 Uiso 1 1 calc R . .
C4 C -0.0524(9) -0.1138(3) 0.09537(10) 0.0715(11) Uani 1 1 d . . .
H4A H 0.0972 -0.1331 0.1018 0.086 Uiso 1 1 calc R . .
H4B H -0.1456 -0.1747 0.1018 0.086 Uiso 1 1 calc R . .
C5 C -0.0679(5) -0.0915(2) 0.05319(8) 0.0479(7) Uani 1 1 d . . .
C6 C -0.1812(6) -0.1590(2) 0.03108(9) 0.0526(7) Uani 1 1 d . . .
H6 H -0.2501 -0.2173 0.0428 0.063 Uiso 1 1 calc R . .
C7 C -0.2053(6) -0.1478(2) -0.01122(9) 0.0490(7) Uani 1 1 d . . .
H7A H -0.3535 -0.1248 -0.017 0.059 Uiso 1 1 calc R . .
H7B H -0.1828 -0.2179 -0.0231 0.059 Uiso 1 1 calc R . .
C8 C -0.0453(4) -0.0673(2) -0.02832(8) 0.0386(6) Uani 1 1 d . . .
H8 H 0.0995 -0.1013 -0.0297 0.046 Uiso 1 1 calc R . .
C9 C -0.0284(5) 0.0354(2) -0.00327(8) 0.0394(6) Uani 1 1 d . . .
H9 H -0.1774 0.0641 -0.001 0.047 Uiso 1 1 calc R . .
C10 C 0.0485(5) 0.0083(2) 0.03828(8) 0.0443(7) Uani 1 1 d . . .
C11 C 0.1062(6) 0.1222(2) -0.02444(9) 0.0493(7) Uani 1 1 d . . .
H11 H 0.2577 0.0961 -0.0256 0.059 Uiso 1 1 calc R . .
C12 C 0.0334(6) 0.1441(2) -0.06553(8) 0.0492(7) Uani 1 1 d . . .
H12A H 0.1307 0.1972 -0.0769 0.059 Uiso 1 1 calc R . .
H12B H -0.1129 0.1746 -0.0652 0.059 Uiso 1 1 calc R . .
C13 C 0.0331(4) 0.0419(2) -0.09033(8) 0.0405(6) Uani 1 1 d . . .
C14 C -0.1182(5) -0.0379(2) -0.06878(8) 0.0400(6) Uani 1 1 d . . .
H14 H -0.259 -0.0007 -0.0659 0.048 Uiso 1 1 calc R . .
C15 C -0.1578(6) -0.1287(2) -0.09743(9) 0.0524(7) Uani 1 1 d . . .
H15A H -0.0416 -0.1821 -0.0961 0.063 Uiso 1 1 calc R . .
H15B H -0.2966 -0.1642 -0.0925 0.063 Uiso 1 1 calc R . .
C16 C -0.1599(5) -0.0732(2) -0.13622(8) 0.0479(7) Uani 1 1 d . . .
H16 H -0.3087 -0.0748 -0.1467 0.058 Uiso 1 1 calc R . .
C17 C -0.0895(5) 0.0465(2) -0.12944(8) 0.0414(6) Uani 1 1 d . . .
H17 H -0.2251 0.0866 -0.1246 0.05 Uiso 1 1 calc R . .
C18 C 0.2653(5) -0.0030(3) -0.09571(9) 0.0558(8) Uani 1 1 d . . .
H18A H 0.2598 -0.0664 -0.1115 0.084 Uiso 1 1 calc R . .
H18B H 0.3261 -0.0214 -0.0712 0.084 Uiso 1 1 calc R . .
H18C H 0.3555 0.0508 -0.1078 0.084 Uiso 1 1 calc R . .
C19 C 0.2965(6) -0.0126(3) 0.03980(11) 0.0649(9) Uani 1 1 d . . .
H19A H 0.3732 0.0501 0.0306 0.097 Uiso 1 1 calc R . .
H19B H 0.3318 -0.0737 0.024 0.097 Uiso 1 1 calc R . .
H19C H 0.3395 -0.0272 0.0657 0.097 Uiso 1 1 calc R . .
C20 C 0.0224(5) 0.1041(3) -0.16350(9) 0.0505(7) Uani 1 1 d . . .
H20 H 0.1575 0.064 -0.1689 0.061 Uiso 1 1 calc R . .
C21 C 0.0905(7) 0.2201(3) -0.15382(11) 0.0706(10) Uani 1 1 d . . .
H21A H 0.16 0.2523 -0.1757 0.106 Uiso 1 1 calc R . .
H21B H 0.1911 0.2193 -0.1327 0.106 Uiso 1 1 calc R . .
H21C H -0.0368 0.2614 -0.147 0.106 Uiso 1 1 calc R . .
C22 C -0.1107(5) 0.1061(3) -0.20126(9) 0.0522(7) Uani 1 1 d . . .
H22 H -0.0343 0.1552 -0.2188 0.063 Uiso 1 1 calc R . .
C23 C -0.3433(5) 0.1479(3) -0.19722(9) 0.0545(8) Uani 1 1 d . . .
H23A H -0.343 0.2084 -0.1795 0.065 Uiso 1 1 calc R . .
H23B H -0.433 0.0913 -0.1861 0.065 Uiso 1 1 calc R . .
C24 C -0.4497(6) 0.1849(3) -0.23517(9) 0.0560(8) Uani 1 1 d . . .
H24A H -0.4351 0.1268 -0.2537 0.067 Uiso 1 1 calc R . .
H24B H -0.6049 0.1957 -0.2307 0.067 Uiso 1 1 calc R . .
C25 C -0.3570(6) 0.2876(2) -0.25284(9) 0.0594(8) Uani 1 1 d . . .
H25 H -0.1997 0.276 -0.2567 0.071 Uiso 1 1 calc R . .
C26 C -0.3825(8) 0.3864(3) -0.22870(12) 0.0723(10) Uani 1 1 d . . .
H26A H -0.314 0.3746 -0.204 0.087 Uiso 1 1 calc R . .
H26B H -0.3098 0.4469 -0.2409 0.087 Uiso 1 1 calc R . .
C27 C -0.4601(9) 0.3077(4) -0.29252(11) 0.0779(12) Uani 1 1 d . . .
H27A H -0.6167 0.3089 -0.2902 0.117 Uiso 1 1 calc R . .
H27B H -0.4175 0.2509 -0.3097 0.117 Uiso 1 1 calc R . .
H27C H -0.4102 0.376 -0.3023 0.117 Uiso 1 1 calc R . .
O1 O -0.1033(11) -0.0395(3) 0.15889(7) 0.1311(19) Uani 1 1 d . . .
H1 H -0.0706 -0.1033 0.1619 0.157 Uiso 1 1 calc R . .
O2 O 0.1093(5) 0.22411(17) -0.00436(7) 0.0742(8) Uani 1 1 d . . .
H2 H -0.0155 0.24 0.0022 0.089 Uiso 1 1 calc R . .
O3 O -0.0158(4) -0.13140(18) -0.16118(6) 0.0606(6) Uani 1 1 d . . .
H3A H -0.0347 -0.1111 -0.1833 0.073 Uiso 1 1 calc R . .
O4 O -0.1062(4) 0.00105(19) -0.21841(6) 0.0645(6) Uani 1 1 d . . .
H4 H -0.202 -0.0029 -0.2348 0.077 Uiso 1 1 calc R . .
O5 O -0.6109(6) 0.4114(3) -0.22335(8) 0.0866(9) Uani 1 1 d . . .
H5A H -0.6233 0.459 -0.2071 0.104 Uiso 1 1 calc R . .
C28A C -0.536(18) -0.054(5) 0.1922(19) 0.34(4) Uiso 0.239(9) 1 d PD A 1
H28A H -0.5714 -0.0767 0.2177 0.508 Uiso 0.239(9) 1 calc PR A 1
H28B H -0.626 0.0066 0.1852 0.508 Uiso 0.239(9) 1 calc PR A 1
H28C H -0.3843 -0.0328 0.1912 0.508 Uiso 0.239(9) 1 calc PR A 1
O6A O -0.5725(17) -0.1409(7) 0.1661(2) 0.048(3) Uiso 0.239(9) 1 d PD A 1
H6A H -0.4549 -0.1623 0.1577 0.071 Uiso 0.239(9) 1 calc PR A 1
C28B C -0.6035(16) -0.1021(9) 0.1847(3) 0.045(3) Uiso 0.261(9) 1 d PD A 2
H28D H -0.6488 -0.1414 0.207 0.067 Uiso 0.261(9) 1 calc PR A 2
H28E H -0.7251 -0.0948 0.1674 0.067 Uiso 0.261(9) 1 calc PR A 2
H28F H -0.553 -0.0316 0.1921 0.067 Uiso 0.261(9) 1 calc PR A 2
O6B O -0.4325(15) -0.1584(6) 0.1663(2) 0.052(3) Uiso 0.261(9) 1 d PD A 2
H6B H -0.3232 -0.1577 0.1799 0.078 Uiso 0.261(9) 1 calc PR A 2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.077(2) 0.0366(14) 0.0509(16) -0.0095(12) -0.0084(15) 0.0019(15)
C2 0.107(3) 0.0442(16) 0.0547(18) -0.0100(14) -0.0151(19) 0.0029(18)
C3 0.135(4) 0.0574(19) 0.0391(16) -0.0025(14) -0.004(2) -0.003(2)
C4 0.115(3) 0.0466(17) 0.0530(19) 0.0022(14) -0.018(2) -0.001(2)
C5 0.0615(18) 0.0324(13) 0.0498(15) -0.0053(12) -0.0031(14) 0.0059(13)
C6 0.062(2) 0.0434(15) 0.0524(17) -0.0036(13) 0.0030(14) -0.0048(14)
C7 0.0552(18) 0.0410(14) 0.0509(16) -0.0059(12) 0.0010(14) -0.0085(13)
C8 0.0345(14) 0.0350(13) 0.0464(14) -0.0071(11) 0.0002(12) 0.0009(11)
C9 0.0371(14) 0.0355(13) 0.0455(14) -0.0065(11) -0.0016(11) 0.0040(11)
C10 0.0469(16) 0.0376(13) 0.0486(15) -0.0102(12) -0.0032(12) 0.0051(12)
C11 0.0547(18) 0.0396(15) 0.0538(16) -0.0143(12) 0.0012(14) -0.0111(13)
C12 0.0563(18) 0.0391(14) 0.0523(16) -0.0050(12) 0.0049(14) -0.0134(14)
C13 0.0345(14) 0.0401(13) 0.0468(15) -0.0038(11) 0.0025(11) -0.0038(12)
C14 0.0350(14) 0.0357(13) 0.0492(15) -0.0062(11) -0.0021(11) -0.0013(11)
C15 0.0588(19) 0.0439(15) 0.0546(17) -0.0086(12) -0.0050(15) -0.0070(14)
C16 0.0473(16) 0.0500(15) 0.0466(15) -0.0092(13) -0.0040(13) 0.0030(13)
C17 0.0321(13) 0.0472(15) 0.0449(15) -0.0052(11) 0.0017(11) 0.0024(12)
C18 0.0356(15) 0.074(2) 0.0576(18) -0.0056(16) -0.0003(13) 0.0036(15)
C19 0.0471(18) 0.073(2) 0.074(2) -0.0049(18) -0.0155(16) 0.0051(16)
C20 0.0411(16) 0.0587(17) 0.0516(16) -0.0015(14) 0.0050(13) -0.0019(14)
C21 0.081(3) 0.069(2) 0.062(2) 0.0075(16) 0.0055(19) -0.026(2)
C22 0.0497(17) 0.0588(17) 0.0481(16) 0.0053(13) 0.0076(13) 0.0028(15)
C23 0.0499(18) 0.0618(18) 0.0518(16) 0.0071(15) 0.0042(14) 0.0033(15)
C24 0.057(2) 0.0523(17) 0.0588(18) 0.0019(14) -0.0067(15) 0.0046(15)
C25 0.066(2) 0.0588(18) 0.0530(17) 0.0053(14) 0.0008(16) 0.0107(16)
C26 0.087(3) 0.056(2) 0.073(2) 0.0045(16) -0.004(2) -0.001(2)
C27 0.100(3) 0.076(2) 0.058(2) 0.0055(18) -0.002(2) 0.022(2)
O1 0.272(6) 0.0787(18) 0.0424(14) -0.0031(12) -0.015(2) -0.033(3)
O2 0.119(2) 0.0424(13) 0.0613(14) -0.0143(10) 0.0044(15) -0.0279(14)
O3 0.0748(16) 0.0570(13) 0.0499(12) -0.0130(9) 0.0000(11) 0.0138(11)
O4 0.0715(16) 0.0678(14) 0.0543(13) -0.0091(11) -0.0073(11) 0.0110(12)
O5 0.109(2) 0.0850(19) 0.0659(15) -0.0167(14) 0.0042(16) 0.0175(17)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C1 C10 114.6(2)
C3 C2 C1 110.2(3)
O1 C3 C2 110.8(3)
O1 C3 C4 110.5(3)
C2 C3 C4 109.4(3)
C5 C4 C3 111.5(3)
C6 C5 C4 119.2(3)
C6 C5 C10 123.7(3)
C4 C5 C10 117.2(3)
C5 C6 C7 124.6(3)
C6 C7 C8 112.8(2)
C7 C8 C14 109.5(2)
C7 C8 C9 111.0(2)
C14 C8 C9 110.4(2)
C11 C9 C8 109.6(2)
C11 C9 C10 115.8(2)
C8 C9 C10 111.7(2)
C5 C10 C19 108.2(3)
C5 C10 C9 110.7(2)
C19 C10 C9 111.4(3)
C5 C10 C1 107.4(2)
C19 C10 C1 108.9(3)
C9 C10 C1 110.2(2)
O2 C11 C12 107.8(2)
O2 C11 C9 112.4(2)
C12 C11 C9 114.8(2)
C11 C12 C13 112.7(2)
C12 C13 C18 111.5(2)
C12 C13 C14 104.6(2)
C18 C13 C14 112.4(2)
C12 C13 C17 117.8(2)
C18 C13 C17 110.5(2)
C14 C13 C17 99.4(2)
C15 C14 C8 118.7(2)
C15 C14 C13 104.2(2)
C8 C14 C13 115.4(2)
C16 C15 C14 104.7(2)
O3 C16 C15 108.1(2)
O3 C16 C17 113.6(2)
C15 C16 C17 106.9(2)
C20 C17 C16 116.2(2)
C20 C17 C13 118.6(2)
C16 C17 C13 103.3(2)
C21 C20 C17 112.4(2)
C21 C20 C22 108.4(3)
C17 C20 C22 115.5(2)
O4 C22 C23 111.5(3)
O4 C22 C20 109.4(3)
C23 C22 C20 114.6(3)
C22 C23 C24 114.5(3)
C25 C24 C23 116.0(3)
C26 C25 C24 114.5(3)
C26 C25 C27 109.4(3)
C24 C25 C27 110.4(3)
O5 C26 C25 110.5(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.522(5)
C1 C10 1.564(4)
C2 C3 1.489(6)
C3 O1 1.436(4)
C3 C4 1.512(5)
C4 C5 1.502(5)
C5 C6 1.331(4)
C5 C10 1.516(4)
C6 C7 1.492(4)
C7 C8 1.517(4)
C8 C14 1.526(4)
C8 C9 1.545(3)
C9 C11 1.541(4)
C9 C10 1.562(4)
C10 C19 1.537(5)
C11 O2 1.442(3)
C11 C12 1.527(4)
C12 C13 1.532(4)
C13 C18 1.534(4)
C13 C14 1.547(4)
C13 C17 1.559(4)
C14 C15 1.523(4)
C15 C16 1.519(4)
C16 O3 1.433(4)
C16 C17 1.559(4)
C17 C20 1.545(4)
C20 C21 1.531(5)
C20 C22 1.550(4)
C22 O4 1.430(4)
C22 C23 1.518(5)
C23 C24 1.545(4)
C24 C25 1.521(5)
C25 C26 1.492(5)
C25 C27 1.543(5)
C26 O5 1.441(6)
C28A O6A 1.428(5)
C28B O6B 1.410(5)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2 O2 0.82 2.33 3.1342(9) 165.2 3_455
O3 H3A O4 0.82 1.9 2.642(3) 149.6 .
O4 H4 O5 0.82 2.14 2.890(4) 152.8 4_444
O5 H5A O1 0.82 1.96 2.753(4) 162.2 3_455
O6A H6A O1 0.82 2.63 3.137(12) 121.5 .
|
1501822.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501822.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501822
loop_
_publ_author_name
'Tsukada, Mariko'
'Fukai, Miyuki'
'Miki, Kazuhiko'
'Shiraishi, Takeshi'
'Suzuki, Toshihiro'
'Nishio, Kazuto'
'Sugita, Takashi'
'Ishino, Masahiro'
'Kinoshita, Kaoru'
'Takahashi, Kunio'
'Shiro, Motoo'
'Koyama, Kiyotaka'
_publ_section_title
;
Chemical constituents of a marine fungus, Arthrinium sacchari.
;
_journal_issue 7
_journal_name_full 'Journal of natural products'
_journal_page_first 1645
_journal_page_last 1649
_journal_paper_doi 10.1021/np200108h
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration ad
_chemical_formula_moiety 'C20 H26 O5'
_chemical_formula_sum 'C20 H26 O5'
_chemical_formula_weight 346.42
_chemical_melting_point 235.5(15)
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_Int_Tables_number 19
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_cell_angle_alpha 90.0000
_cell_angle_beta 90.0000
_cell_angle_gamma 90.0000
_cell_formula_units_Z 4
_cell_length_a 11.9928(3)
_cell_length_b 12.0355(3)
_cell_length_c 12.1352(9)
_cell_measurement_reflns_used 13495
_cell_measurement_temperature 153
_cell_measurement_theta_max 68.21
_cell_measurement_theta_min 3.64
_cell_volume 1751.59(14)
_computing_cell_refinement 'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_collection 'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction 'CrystalStructure (Rigaku & RAC 2007)'
_computing_molecular_graphics 'ORTEP (Johnson, 1976)'
_computing_publication_material 'CrystalStructure (Rigaku & RAC 2007)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature 153
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type 'VariMax with RAPID'
_diffrn_measurement_method \w
_diffrn_radiation_type 'Cu K\a'
_diffrn_radiation_wavelength 1.54187
_diffrn_reflns_av_R_equivalents 0.0365
_diffrn_reflns_limit_h_max 14
_diffrn_reflns_limit_h_min -14
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_l_max 14
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_number 33917
_diffrn_reflns_theta_full 68.21
_diffrn_reflns_theta_max 68.21
_diffrn_standards_number 0
_exptl_absorpt_coefficient_mu 0.764
_exptl_absorpt_correction_T_max 0.970
_exptl_absorpt_correction_T_min 0.811
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.314
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description needle
_exptl_crystal_F_000 744.00
_exptl_crystal_size_max 0.200
_exptl_crystal_size_mid 0.060
_exptl_crystal_size_min 0.040
_refine_diff_density_max 0.350
_refine_diff_density_min -0.180
_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881. 1366 Friedel Pairs'
_refine_ls_abs_structure_Flack 0.02(16)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.045
_refine_ls_hydrogen_treatment constr
_refine_ls_number_parameters 232
_refine_ls_number_reflns 3196
_refine_ls_number_restraints 0
_refine_ls_R_factor_gt 0.0425
_refine_ls_shift/su_max 0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0760P)^2^+0.2687P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_ref 0.1015
_reflns_number_gt 3145
_reflns_number_total 3196
_reflns_threshold_expression F^2^>2.0\s(F^2^)
_cod_data_source_file np200108h_si_002.cif
_cod_data_source_block Libertellenone_E
_cod_depositor_comments
;
The following automatic conversions were performed:
'_chemical_melting_point' value '234-237' was changed to '235.5(15)'
- the average value was taken and precision was estimated.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_cell_volume 1751.58(14)
_cod_database_code 1501822
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2+X,1/2-Y,-Z
3 -X,1/2+Y,1/2-Z
4 1/2-X,-Y,1/2+Z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.50406(10) 0.25939(10) 0.46340(11) 0.0375(3) Uani 1.0 4 d .
O2 O 0.88879(9) 0.14000(9) 0.75873(10) 0.0302(3) Uani 1.0 4 d .
O3 O 0.94420(9) 0.36632(9) 0.78739(9) 0.0289(3) Uani 1.0 4 d .
O4 O 0.80720(9) 0.34254(9) 0.47102(9) 0.0271(3) Uani 1.0 4 d .
O5 O 0.91999(11) 0.02057(10) 0.61314(10) 0.0346(3) Uani 1.0 4 d .
C1 C 0.60974(13) 0.21405(14) 0.49491(14) 0.0277(4) Uani 1.0 4 d .
C2 C 0.58806(14) 0.08991(13) 0.51247(15) 0.0321(4) Uani 1.0 4 d .
C3 C 0.69177(15) 0.02697(14) 0.55065(15) 0.0325(4) Uani 1.0 4 d .
C4 C 0.72849(13) 0.07084(12) 0.66355(14) 0.0255(4) Uani 1.0 4 d .
C5 C 0.73879(13) 0.19641(12) 0.65701(12) 0.0220(3) Uani 1.0 4 d .
C6 C 0.83011(13) 0.22650(13) 0.71287(12) 0.0233(3) Uani 1.0 4 d .
C7 C 0.86798(12) 0.34082(13) 0.72473(12) 0.0227(3) Uani 1.0 4 d .
C8 C 0.80689(12) 0.42127(12) 0.65369(12) 0.0216(3) Uani 1.0 4 d .
C9 C 0.73518(13) 0.37673(12) 0.55857(12) 0.0222(3) Uani 1.0 4 d .
C10 C 0.66155(12) 0.27487(12) 0.59732(12) 0.0222(3) Uani 1.0 4 d .
C11 C 0.66482(14) 0.47103(13) 0.50974(13) 0.0280(4) Uani 1.0 4 d .
C12 C 0.73301(15) 0.57759(13) 0.49416(13) 0.0289(4) Uani 1.0 4 d .
C13 C 0.77626(14) 0.62314(13) 0.60392(13) 0.0269(4) Uani 1.0 4 d .
C14 C 0.82468(13) 0.52963(13) 0.67091(12) 0.0249(4) Uani 1.0 4 d .
C15 C 0.86699(16) 0.70979(14) 0.58779(15) 0.0340(4) Uani 1.0 4 d .
C16 C 0.8962(2) 0.75680(18) 0.4958(2) 0.0497(6) Uani 1.0 4 d .
C17 C 0.68165(17) 0.67763(15) 0.67257(16) 0.0376(4) Uani 1.0 4 d .
C18 C 0.84878(14) 0.04116(13) 0.70005(14) 0.0280(4) Uani 1.0 4 d .
C19 C 0.64927(15) 0.03376(15) 0.75638(16) 0.0349(4) Uani 1.0 4 d .
C20 C 0.56971(14) 0.31116(13) 0.67846(14) 0.0290(4) Uani 1.0 4 d .
H1A H 0.6623 0.2225 0.4314 0.0332 Uiso 1.0 4 calc R
H2A H 0.5284 0.0808 0.5681 0.0385 Uiso 1.0 4 calc R
H2B H 0.5612 0.0570 0.4426 0.0385 Uiso 1.0 4 calc R
H3A H 0.7527 0.0372 0.4965 0.0390 Uiso 1.0 4 calc R
H3B H 0.6750 -0.0534 0.5558 0.0390 Uiso 1.0 4 calc R
H1O H 0.5128 0.3249 0.4410 0.0450 Uiso 1.0 4 d .
H4O H 0.8618 0.3077 0.4972 0.0325 Uiso 1.0 4 d .
H5O H 0.9697 -0.0243 0.6332 0.0415 Uiso 1.0 4 d .
H11A H 0.6011 0.4865 0.5593 0.0335 Uiso 1.0 4 calc R
H11B H 0.6345 0.4472 0.4376 0.0335 Uiso 1.0 4 calc R
H12A H 0.7970 0.5620 0.4450 0.0346 Uiso 1.0 4 calc R
H12B H 0.6859 0.6345 0.4581 0.0346 Uiso 1.0 4 calc R
H14 H 0.8720 0.5493 0.7306 0.0299 Uiso 1.0 4 calc R
H15 H 0.9067 0.7320 0.6519 0.0408 Uiso 1.0 4 calc R
H16A H 0.8592 0.7377 0.4292 0.0597 Uiso 1.0 4 calc R
H16B H 0.9544 0.8103 0.4951 0.0597 Uiso 1.0 4 calc R
H17A H 0.7112 0.7013 0.7441 0.0451 Uiso 1.0 4 calc R
H17B H 0.6216 0.6237 0.6840 0.0451 Uiso 1.0 4 calc R
H17C H 0.6524 0.7423 0.6329 0.0451 Uiso 1.0 4 calc R
H18 H 0.8474 -0.0241 0.7510 0.0336 Uiso 1.0 4 calc R
H19A H 0.6527 -0.0472 0.7642 0.0419 Uiso 1.0 4 calc R
H19B H 0.5729 0.0561 0.7382 0.0419 Uiso 1.0 4 calc R
H19C H 0.6718 0.0688 0.8258 0.0419 Uiso 1.0 4 calc R
H20A H 0.6027 0.3567 0.7370 0.0347 Uiso 1.0 4 calc R
H20B H 0.5347 0.2452 0.7109 0.0347 Uiso 1.0 4 calc R
H20C H 0.5133 0.3547 0.6391 0.0347 Uiso 1.0 4 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.0292(7) 0.0308(6) 0.0523(8) -0.0073(5) -0.0182(6) 0.0102(6)
O2 0.0263(6) 0.0259(6) 0.0385(6) 0.0014(5) -0.0090(5) 0.0040(5)
O3 0.0253(6) 0.0299(6) 0.0314(6) -0.0016(5) -0.0094(5) -0.0001(5)
O4 0.0238(6) 0.0345(6) 0.0231(5) -0.0028(5) 0.0028(5) -0.0009(5)
O5 0.0272(6) 0.0316(6) 0.0449(7) 0.0069(5) 0.0009(5) 0.0042(5)
C1 0.0211(8) 0.0322(8) 0.0297(8) -0.0041(6) -0.0047(7) 0.0007(7)
C2 0.0279(9) 0.0285(8) 0.0397(9) -0.0033(7) -0.0076(8) -0.0046(7)
C3 0.0282(9) 0.0277(8) 0.0416(9) 0.0013(7) -0.0050(7) -0.0052(7)
C4 0.0207(8) 0.0231(7) 0.0325(8) -0.0002(6) -0.0008(7) 0.0026(6)
C5 0.0182(7) 0.0244(7) 0.0233(7) -0.0010(6) 0.0045(6) 0.0005(6)
C6 0.0202(7) 0.0260(7) 0.0237(7) 0.0021(6) 0.0010(6) 0.0025(6)
C7 0.0173(7) 0.0286(8) 0.0221(7) 0.0007(6) 0.0004(6) -0.0013(6)
C8 0.0171(7) 0.0257(7) 0.0221(7) -0.0011(6) 0.0013(6) 0.0004(6)
C9 0.0187(7) 0.0259(7) 0.0220(7) -0.0013(6) -0.0013(6) 0.0003(6)
C10 0.0160(7) 0.0251(7) 0.0255(7) -0.0004(6) -0.0003(6) 0.0009(6)
C11 0.0263(8) 0.0271(8) 0.0305(8) -0.0024(7) -0.0073(7) 0.0028(7)
C12 0.0317(9) 0.0258(7) 0.0291(8) -0.0028(7) -0.0079(7) 0.0046(7)
C13 0.0281(9) 0.0241(7) 0.0287(8) -0.0012(6) -0.0040(7) 0.0031(6)
C14 0.0236(8) 0.0291(8) 0.0219(7) -0.0010(6) -0.0041(6) 0.0011(6)
C15 0.0353(10) 0.0254(8) 0.0413(10) -0.0054(7) -0.0087(8) -0.0006(7)
C16 0.0589(14) 0.0438(11) 0.0465(11) -0.0251(10) 0.0018(10) -0.0022(9)
C17 0.0386(10) 0.0328(9) 0.0416(10) 0.0083(8) 0.0010(9) -0.0006(7)
C18 0.0235(8) 0.0240(7) 0.0365(9) 0.0008(6) -0.0029(7) 0.0053(7)
C19 0.0281(8) 0.0317(8) 0.0450(10) -0.0013(7) 0.0066(8) 0.0081(8)
C20 0.0227(8) 0.0294(8) 0.0348(8) 0.0028(6) 0.0061(7) 0.0039(7)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C6 O2 C18 104.49(12) yes
O1 C1 C2 104.99(13) yes
O1 C1 C10 112.57(13) yes
C2 C1 C10 114.32(14) yes
C1 C2 C3 112.81(14) yes
C2 C3 C4 109.51(14) yes
C3 C4 C5 108.63(13) yes
C3 C4 C18 116.31(14) yes
C3 C4 C19 112.14(14) yes
C5 C4 C18 99.70(12) yes
C5 C4 C19 112.14(14) yes
C18 C4 C19 107.35(14) yes
C4 C5 C6 108.03(14) yes
C4 C5 C10 126.75(14) yes
C6 C5 C10 125.21(14) yes
O2 C6 C5 114.79(14) yes
O2 C6 C7 121.07(13) yes
C5 C6 C7 124.14(14) yes
O3 C7 C6 121.98(14) yes
O3 C7 C8 124.21(14) yes
C6 C7 C8 113.81(13) yes
C7 C8 C9 118.92(13) yes
C7 C8 C14 117.71(14) yes
C9 C8 C14 123.15(14) yes
O4 C9 C8 108.70(12) yes
O4 C9 C10 109.57(12) yes
O4 C9 C11 104.97(12) yes
C8 C9 C10 111.07(12) yes
C8 C9 C11 109.89(12) yes
C10 C9 C11 112.41(13) yes
C1 C10 C5 109.34(12) yes
C1 C10 C9 110.29(12) yes
C1 C10 C20 110.80(13) yes
C5 C10 C9 106.56(12) yes
C5 C10 C20 108.04(13) yes
C9 C10 C20 111.67(12) yes
C9 C11 C12 111.92(14) yes
C11 C12 C13 111.91(13) yes
C12 C13 C14 109.45(13) yes
C12 C13 C15 112.10(14) yes
C12 C13 C17 111.74(15) yes
C14 C13 C15 107.85(14) yes
C14 C13 C17 107.94(14) yes
C15 C13 C17 107.60(14) yes
C8 C14 C13 125.67(14) yes
C13 C15 C16 127.02(18) yes
O2 C18 O5 108.32(13) yes
O2 C18 C4 104.84(12) yes
O5 C18 C4 113.51(14) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 1.432(2) yes
O2 C6 1.3743(19) yes
O2 C18 1.467(2) yes
O3 C7 1.2280(19) yes
O4 C9 1.4297(19) yes
O5 C18 1.380(2) yes
C1 C2 1.531(3) yes
C1 C10 1.570(3) yes
C2 C3 1.528(3) yes
C3 C4 1.533(3) yes
C4 C5 1.518(2) yes
C4 C18 1.551(3) yes
C4 C19 1.540(3) yes
C5 C6 1.338(3) yes
C5 C10 1.508(2) yes
C6 C7 1.456(3) yes
C7 C8 1.489(2) yes
C8 C9 1.536(2) yes
C8 C14 1.338(3) yes
C9 C10 1.582(2) yes
C9 C11 1.533(3) yes
C10 C20 1.541(3) yes
C11 C12 1.533(3) yes
C12 C13 1.531(3) yes
C13 C14 1.505(3) yes
C13 C15 1.520(3) yes
C13 C17 1.553(3) yes
C15 C16 1.300(3) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1 H1O O5 2_456 2.9821(18) 0.840 2.265 143.41 no
O4 H4O O1 2_556 2.7771(17) 0.840 1.947 169.38 no
O5 H5O O3 3_746 2.7489(17) 0.840 1.931 164.16 no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 26628790
|
1501823.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501823.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501823
loop_
_publ_author_name
'Tsukada, Mariko'
'Fukai, Miyuki'
'Miki, Kazuhiko'
'Shiraishi, Takeshi'
'Suzuki, Toshihiro'
'Nishio, Kazuto'
'Sugita, Takashi'
'Ishino, Masahiro'
'Kinoshita, Kaoru'
'Takahashi, Kunio'
'Shiro, Motoo'
'Koyama, Kiyotaka'
_publ_section_title
;
Chemical constituents of a marine fungus, Arthrinium sacchari.
;
_journal_issue 7
_journal_name_full 'Journal of natural products'
_journal_page_first 1645
_journal_page_last 1649
_journal_paper_doi 10.1021/np200108h
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration ad
_chemical_formula_moiety 'C20 H26 O4'
_chemical_formula_sum 'C20 H26 O4'
_chemical_formula_weight 330.42
_chemical_melting_point 234.5(15)
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_Int_Tables_number 19
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_cell_angle_alpha 90.0000
_cell_angle_beta 90.0000
_cell_angle_gamma 90.0000
_cell_formula_units_Z 4
_cell_length_a 11.3885(3)
_cell_length_b 11.8068(5)
_cell_length_c 12.5872(9)
_cell_measurement_reflns_used 5103
_cell_measurement_temperature 153
_cell_measurement_theta_max 70.20
_cell_measurement_theta_min 5.13
_cell_volume 1692.50(15)
_computing_cell_refinement 'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_collection 'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction 'CrystalStructure (Rigaku & RAC 2007)'
_computing_molecular_graphics 'ORTEP (Johnson, 1976)'
_computing_publication_material 'CrystalStructure (Rigaku & RAC 2007)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature 153
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type 'Rigaku R-AXIS RAPID'
_diffrn_measurement_method \w
_diffrn_radiation_type 'Cu K\a'
_diffrn_radiation_wavelength 1.54187
_diffrn_reflns_av_R_equivalents 0.0411
_diffrn_reflns_limit_h_max 13
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_l_max 15
_diffrn_reflns_limit_l_min -15
_diffrn_reflns_number 19799
_diffrn_reflns_theta_full 68.24
_diffrn_reflns_theta_max 68.24
_diffrn_standards_number 0
_exptl_absorpt_coefficient_mu 0.718
_exptl_absorpt_correction_T_max 0.972
_exptl_absorpt_correction_T_min 0.783
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.297
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description needle
_exptl_crystal_F_000 712.00
_exptl_crystal_size_max 0.200
_exptl_crystal_size_mid 0.070
_exptl_crystal_size_min 0.040
_refine_diff_density_max 0.350
_refine_diff_density_min -0.180
_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881. 1309 Friedel Pairs'
_refine_ls_abs_structure_Flack 0.08(17)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.117
_refine_ls_hydrogen_treatment constr
_refine_ls_number_parameters 222
_refine_ls_number_reflns 3091
_refine_ls_number_restraints 0
_refine_ls_R_factor_gt 0.0415
_refine_ls_shift/su_max 0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0698P)^2^+0.1091P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_ref 0.1015
_reflns_number_gt 3015
_reflns_number_total 3091
_reflns_threshold_expression F^2^>2.0\s(F^2^)
_cod_data_source_file np200108h_si_003.cif
_cod_data_source_block Libertellenone_F
_cod_depositor_comments
;
The following automatic conversions were performed:
'_chemical_melting_point' value '233-236' was changed to '234.5(15)'
- the average value was taken and precision was estimated.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_cell_volume 1692.49(15)
_cod_database_code 1501823
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2+X,1/2-Y,-Z
3 -X,1/2+Y,1/2-Z
4 1/2-X,-Y,1/2+Z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.53656(9) 0.25660(10) 0.62599(10) 0.0354(3) Uani 1.0 4 d .
O2 O 0.05379(10) 0.44643(9) 0.66166(9) 0.0327(3) Uani 1.0 4 d .
O3 O -0.03737(9) 0.22272(9) 0.64485(8) 0.0284(3) Uani 1.0 4 d .
O4 O 0.25818(9) 0.22518(9) 0.47753(8) 0.0255(3) Uani 1.0 4 d .
C1 C 0.44162(12) 0.33268(13) 0.61001(12) 0.0268(4) Uani 1.0 4 d .
C2 C 0.46788(14) 0.44995(14) 0.65737(13) 0.0328(4) Uani 1.0 4 d .
C3 C 0.36701(15) 0.53309(14) 0.63952(15) 0.0351(4) Uani 1.0 4 d .
C4 C 0.25596(15) 0.49055(13) 0.69568(14) 0.0310(4) Uani 1.0 4 d .
C5 C 0.23673(13) 0.36686(12) 0.66785(11) 0.0252(4) Uani 1.0 4 d .
C6 C 0.12167(14) 0.35046(13) 0.65342(12) 0.0265(4) Uani 1.0 4 d .
C7 C 0.06915(13) 0.23934(13) 0.63921(11) 0.0247(4) Uani 1.0 4 d .
C8 C 0.15623(13) 0.14660(12) 0.62004(11) 0.0239(3) Uani 1.0 4 d .
C9 C 0.27931(12) 0.18062(12) 0.58303(12) 0.0234(3) Uani 1.0 4 d .
C10 C 0.32987(12) 0.27692(13) 0.65795(12) 0.0244(4) Uani 1.0 4 d .
C11 C 0.36055(13) 0.07750(12) 0.57500(13) 0.0285(4) Uani 1.0 4 d .
C12 C 0.29637(14) -0.02668(13) 0.53266(13) 0.0310(4) Uani 1.0 4 d .
C13 C 0.19486(15) -0.06325(13) 0.60584(12) 0.0295(4) Uani 1.0 4 d .
C14 C 0.12052(13) 0.03973(13) 0.62922(11) 0.0262(4) Uani 1.0 4 d .
C15 C 0.12328(18) -0.15405(16) 0.55076(15) 0.0437(5) Uani 1.0 4 d .
C16 C 0.01858(18) -0.18738(17) 0.56734(19) 0.0516(6) Uani 1.0 4 d .
C17 C 0.23924(16) -0.11200(14) 0.71208(14) 0.0388(4) Uani 1.0 4 d .
C18 C 0.13975(15) 0.53865(14) 0.65387(15) 0.0349(4) Uani 1.0 4 d .
C19 C 0.26396(17) 0.51012(16) 0.81708(14) 0.0411(5) Uani 1.0 4 d .
C20 C 0.35545(14) 0.22958(14) 0.76989(12) 0.0305(4) Uani 1.0 4 d .
H1O H 0.5967 0.2816 0.5953 0.0425 Uiso 1.0 4 calc R
H1 H 0.4294 0.3417 0.5318 0.0322 Uiso 1.0 4 calc R
H2A H 0.4823 0.4421 0.7346 0.0393 Uiso 1.0 4 calc R
H2B H 0.5402 0.4806 0.6245 0.0393 Uiso 1.0 4 calc R
H3A H 0.3517 0.5409 0.5625 0.0421 Uiso 1.0 4 calc R
H3B H 0.3888 0.6085 0.6677 0.0421 Uiso 1.0 4 calc R
H4O H 0.3226 0.2408 0.4485 0.0306 Uiso 1.0 4 calc R
H11A H 0.4270 0.0957 0.5273 0.0342 Uiso 1.0 4 calc R
H11B H 0.3930 0.0603 0.6461 0.0342 Uiso 1.0 4 calc R
H12A H 0.3528 -0.0900 0.5257 0.0372 Uiso 1.0 4 calc R
H12B H 0.2648 -0.0098 0.4611 0.0372 Uiso 1.0 4 calc R
H14 H 0.0422 0.0272 0.6523 0.0315 Uiso 1.0 4 calc R
H15 H 0.1629 -0.1923 0.4949 0.0525 Uiso 1.0 4 calc R
H16A H -0.0270 -0.1534 0.6219 0.0620 Uiso 1.0 4 calc R
H16B H -0.0140 -0.2462 0.5251 0.0620 Uiso 1.0 4 calc R
H17A H 0.2852 -0.0543 0.7496 0.0466 Uiso 1.0 4 calc R
H17B H 0.2887 -0.1783 0.6983 0.0466 Uiso 1.0 4 calc R
H17C H 0.1720 -0.1344 0.7559 0.0466 Uiso 1.0 4 calc R
H18A H 0.1146 0.6042 0.6973 0.0419 Uiso 1.0 4 calc R
H18B H 0.1484 0.5636 0.5792 0.0419 Uiso 1.0 4 calc R
H19A H 0.1954 0.4763 0.8519 0.0493 Uiso 1.0 4 calc R
H19B H 0.2658 0.5916 0.8317 0.0493 Uiso 1.0 4 calc R
H19C H 0.3357 0.4749 0.8445 0.0493 Uiso 1.0 4 calc R
H20A H 0.4206 0.1755 0.7660 0.0366 Uiso 1.0 4 calc R
H20B H 0.2853 0.1913 0.7972 0.0366 Uiso 1.0 4 calc R
H20C H 0.3767 0.2919 0.8176 0.0366 Uiso 1.0 4 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.0189(6) 0.0398(7) 0.0476(7) 0.0006(5) 0.0032(5) 0.0037(6)
O2 0.0255(6) 0.0276(6) 0.0450(7) 0.0029(5) 0.0021(5) -0.0028(5)
O3 0.0192(6) 0.0345(6) 0.0315(6) -0.0000(5) 0.0009(4) 0.0004(5)
O4 0.0197(5) 0.0327(6) 0.0242(5) -0.0014(5) 0.0011(4) 0.0022(5)
C1 0.0197(8) 0.0321(8) 0.0287(7) -0.0020(6) -0.0001(6) -0.0006(7)
C2 0.0254(8) 0.0368(9) 0.0361(8) -0.0087(7) 0.0024(7) -0.0054(8)
C3 0.0323(9) 0.0282(8) 0.0448(10) -0.0070(7) 0.0038(8) -0.0036(8)
C4 0.0307(8) 0.0266(8) 0.0356(8) -0.0018(7) 0.0029(8) -0.0061(7)
C5 0.0249(8) 0.0278(8) 0.0230(7) -0.0021(6) 0.0007(6) -0.0001(6)
C6 0.0247(8) 0.0276(8) 0.0272(7) 0.0047(6) 0.0025(6) -0.0015(6)
C7 0.0210(7) 0.0315(8) 0.0218(7) -0.0000(6) 0.0002(6) -0.0001(6)
C8 0.0203(7) 0.0292(8) 0.0223(7) 0.0005(6) -0.0004(6) -0.0005(6)
C9 0.0196(7) 0.0259(7) 0.0246(7) -0.0008(6) 0.0012(6) 0.0015(6)
C10 0.0192(7) 0.0283(7) 0.0259(7) -0.0006(6) 0.0002(6) -0.0010(6)
C11 0.0223(8) 0.0264(8) 0.0368(8) 0.0021(7) 0.0023(7) 0.0025(7)
C12 0.0320(9) 0.0250(8) 0.0359(9) 0.0009(7) 0.0057(7) -0.0020(7)
C13 0.0307(9) 0.0252(8) 0.0327(9) -0.0016(7) 0.0030(7) 0.0013(7)
C14 0.0224(8) 0.0311(8) 0.0253(7) -0.0022(6) 0.0001(6) -0.0004(7)
C15 0.0519(11) 0.0374(10) 0.0419(10) -0.0117(9) 0.0091(9) -0.0104(8)
C16 0.0437(11) 0.0404(10) 0.0707(14) -0.0089(9) -0.0067(10) -0.0161(10)
C17 0.0411(10) 0.0342(9) 0.0413(10) 0.0004(8) 0.0008(9) 0.0088(8)
C18 0.0331(9) 0.0249(8) 0.0467(10) 0.0007(7) 0.0051(8) -0.0036(8)
C19 0.0391(9) 0.0441(10) 0.0401(10) -0.0031(8) 0.0044(8) -0.0149(8)
C20 0.0279(8) 0.0357(8) 0.0280(8) -0.0003(7) -0.0022(6) 0.0023(7)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.018 0.009
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.049 0.032
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C6 O2 C18 103.37(12) yes
O1 C1 C2 111.52(12) yes
O1 C1 C10 107.48(12) yes
C2 C1 C10 112.97(13) yes
C1 C2 C3 112.06(13) yes
C2 C3 C4 109.99(14) yes
C3 C4 C5 109.13(14) yes
C3 C4 C18 115.62(14) yes
C3 C4 C19 110.95(15) yes
C5 C4 C18 98.78(13) yes
C5 C4 C19 112.33(14) yes
C18 C4 C19 109.53(15) yes
C4 C5 C6 108.19(14) yes
C4 C5 C10 126.58(13) yes
C6 C5 C10 125.23(14) yes
O2 C6 C5 114.91(14) yes
O2 C6 C7 121.45(14) yes
C5 C6 C7 123.43(14) yes
O3 C7 C6 122.86(14) yes
O3 C7 C8 123.07(14) yes
C6 C7 C8 114.06(13) yes
C7 C8 C9 117.63(12) yes
C7 C8 C14 118.50(14) yes
C9 C8 C14 123.72(14) yes
O4 C9 C8 102.84(11) yes
O4 C9 C10 110.19(12) yes
O4 C9 C11 109.17(12) yes
C8 C9 C10 109.86(12) yes
C8 C9 C11 111.37(12) yes
C10 C9 C11 112.94(12) yes
C1 C10 C5 108.06(13) yes
C1 C10 C9 111.72(12) yes
C1 C10 C20 110.68(12) yes
C5 C10 C9 107.40(12) yes
C5 C10 C20 108.22(12) yes
C9 C10 C20 110.60(13) yes
C9 C11 C12 111.96(13) yes
C11 C12 C13 112.12(13) yes
C12 C13 C14 108.16(13) yes
C12 C13 C15 109.19(14) yes
C12 C13 C17 112.18(14) yes
C14 C13 C15 110.93(15) yes
C14 C13 C17 108.38(13) yes
C15 C13 C17 108.02(14) yes
C8 C14 C13 125.10(14) yes
C13 C15 C16 130.38(19) yes
O2 C18 C4 106.14(13) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 1.4200(18) yes
O2 C6 1.3756(19) yes
O2 C18 1.467(2) yes
O3 C7 1.2309(18) yes
O4 C9 1.4485(18) yes
C1 C2 1.537(3) yes
C1 C10 1.555(2) yes
C2 C3 1.528(3) yes
C3 C4 1.533(3) yes
C4 C5 1.518(2) yes
C4 C18 1.533(3) yes
C4 C19 1.548(3) yes
C5 C6 1.337(3) yes
C5 C10 1.506(2) yes
C6 C7 1.453(3) yes
C7 C8 1.497(2) yes
C8 C9 1.531(2) yes
C8 C14 1.331(2) yes
C9 C10 1.585(2) yes
C9 C11 1.533(2) yes
C10 C20 1.544(3) yes
C11 C12 1.527(3) yes
C12 C13 1.540(3) yes
C13 C14 1.511(3) yes
C13 C15 1.515(3) yes
C13 C17 1.541(3) yes
C15 C16 1.273(3) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1 H1O O4 2_556 2.8486(15) 0.840 2.056 157.0 no
O4 H4O O3 2_556 2.8588(15) 0.840 2.027 170.3 no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 26628244
|
1501824.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501824.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501824
loop_
_publ_author_name
'Tsukada, Mariko'
'Fukai, Miyuki'
'Miki, Kazuhiko'
'Shiraishi, Takeshi'
'Suzuki, Toshihiro'
'Nishio, Kazuto'
'Sugita, Takashi'
'Ishino, Masahiro'
'Kinoshita, Kaoru'
'Takahashi, Kunio'
'Shiro, Motoo'
'Koyama, Kiyotaka'
_publ_section_title
;
Chemical constituents of a marine fungus, Arthrinium sacchari.
;
_journal_issue 7
_journal_name_full 'Journal of natural products'
_journal_page_first 1645
_journal_page_last 1649
_journal_paper_doi 10.1021/np200108h
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration ad
_chemical_formula_moiety 'C20 H24 O5 '
_chemical_formula_sum 'C20 H24 O5'
_chemical_formula_weight 344.41
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_Int_Tables_number 4
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 1'
_cell_angle_alpha 90.0000
_cell_angle_beta 98.851(7)
_cell_angle_gamma 90.0000
_cell_formula_units_Z 2
_cell_length_a 10.5854(7)
_cell_length_b 7.81311(15)
_cell_length_c 10.6146(8)
_cell_measurement_reflns_used 8537
_cell_measurement_temperature 93.1
_cell_measurement_theta_max 68.3
_cell_measurement_theta_min 4.2
_cell_volume 867.43(9)
_computing_cell_refinement 'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_collection 'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction 'CrystalStructure (Rigaku & RAC 2007)'
_computing_molecular_graphics 'ORTEP (Johnson, 1976)'
_computing_publication_material 'CrystalStructure (Rigaku & RAC 2007)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature 93.1
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type 'Rigaku RAXIS-RAPID'
_diffrn_measurement_method \w
_diffrn_radiation_type 'Cu K\a'
_diffrn_radiation_wavelength 1.54187
_diffrn_reflns_av_R_equivalents 0.048
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_k_max 9
_diffrn_reflns_limit_k_min -9
_diffrn_reflns_limit_l_max 12
_diffrn_reflns_limit_l_min -12
_diffrn_reflns_number 10044
_diffrn_reflns_theta_full 68.16
_diffrn_reflns_theta_max 68.16
_exptl_absorpt_coefficient_mu 0.771
_exptl_absorpt_correction_T_max 0.995
_exptl_absorpt_correction_T_min 0.788
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
Higashi, T. (1995). Program for Absorption Correction.
Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.319
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description needle
_exptl_crystal_F_000 368.00
_exptl_crystal_size_max 0.25
_exptl_crystal_size_mid 0.02
_exptl_crystal_size_min 0.01
_refine_diff_density_max 0.25
_refine_diff_density_min -0.27
_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881. 1313 Friedel Pairs'
_refine_ls_abs_structure_Flack 0.0(2)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.126
_refine_ls_hydrogen_treatment constr
_refine_ls_number_parameters 229
_refine_ls_number_reflns 3023
_refine_ls_R_factor_gt 0.0509
_refine_ls_shift/su_max 0.0080
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0521P)^2^+0.2921P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_ref 0.1374
_reflns_number_gt 2261
_reflns_number_total 3023
_reflns_threshold_expression F^2^>2.0\s(F^2^)
_cod_data_source_file np200108h_si_004.cif
_cod_data_source_block '_Myrocin_D'
_cod_original_formula_sum 'C20 H24 O5 '
_cod_database_code 1501824
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,-Z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.6001(2) 0.7650(3) 0.2046(2) 0.0265(6) Uani 1.00 1 d .
O2 O 0.6318(2) 0.1615(3) 0.2176(2) 0.0265(6) Uani 1.00 1 d .
O3 O 0.6435(2) 0.0100(3) 0.3978(2) 0.0316(6) Uani 1.00 1 d .
O4 O 0.6265(2) 0.3091(3) -0.0438(2) 0.0293(6) Uani 1.00 1 d .
O5 O 0.8724(2) 0.9230(3) 0.2420(2) 0.0336(6) Uani 1.00 1 d .
C1 C 0.8689(3) 0.6224(5) 0.4119(3) 0.0290(8) Uani 1.00 1 d .
C2 C 0.8651(3) 0.5063(4) 0.5260(3) 0.0306(8) Uani 1.00 1 d .
C3 C 0.8257(3) 0.3206(5) 0.4934(3) 0.0300(8) Uani 1.00 1 d .
C4 C 0.6934(3) 0.3161(5) 0.4114(3) 0.0259(8) Uani 1.00 1 d .
C5 C 0.6858(3) 0.4352(4) 0.2958(3) 0.0249(8) Uani 1.00 1 d .
C6 C 0.6901(3) 0.3192(4) 0.1830(3) 0.0242(7) Uani 1.00 1 d .
C7 C 0.6223(3) 0.4103(4) 0.0665(3) 0.0258(8) Uani 1.00 1 d .
C8 C 0.6921(3) 0.5842(4) 0.0600(3) 0.0252(8) Uani 1.00 1 d .
C9 C 0.7212(3) 0.6966(4) 0.1795(3) 0.0235(8) Uani 1.00 1 d .
C10 C 0.7803(3) 0.5800(4) 0.2898(3) 0.0254(8) Uani 1.00 1 d .
C11 C 0.8006(3) 0.8546(4) 0.1554(3) 0.0254(8) Uani 1.00 1 d .
C12 C 0.7756(3) 0.9259(4) 0.0237(3) 0.0256(8) Uani 1.00 1 d .
C13 C 0.8017(3) 0.7912(4) -0.0727(3) 0.0273(8) Uani 1.00 1 d .
C14 C 0.7332(3) 0.6271(4) -0.0489(3) 0.0289(9) Uani 1.00 1 d .
C15 C 0.7570(3) 0.8479(5) -0.2090(3) 0.0315(9) Uani 1.00 1 d .
C16 C 0.7103(3) 0.9990(5) -0.2484(3) 0.0356(9) Uani 1.00 1 d .
C17 C 0.9465(3) 0.7541(5) -0.0597(4) 0.0365(9) Uani 1.00 1 d .
C18 C 0.5898(3) 0.3601(5) 0.4929(3) 0.0342(9) Uani 1.00 1 d .
C19 C 0.6557(3) 0.1468(4) 0.3471(3) 0.0263(8) Uani 1.00 1 d .
C20 C 0.9220(3) 0.5438(4) 0.3023(3) 0.0280(8) Uani 1.00 1 d .
H1O H 0.6131 0.8330 0.2666 0.0318 Uiso 1.00 1 d R
H2 H 0.8880 0.7461 0.4299 0.035 Uiso 1.00 1 c R
H3 H 0.8047 0.5555 0.5787 0.037 Uiso 1.00 1 c R
H4O H 0.5626 0.3312 -0.0987 0.0352 Uiso 1.00 1 d R
H5 H 0.9509 0.5057 0.5785 0.037 Uiso 1.00 1 c R
H6 H 0.8891 0.2663 0.4466 0.036 Uiso 1.00 1 c R
H7 H 0.8237 0.2552 0.5730 0.036 Uiso 1.00 1 c R
H8 H 0.5988 0.4881 0.2837 0.030 Uiso 1.00 1 c R
H9 H 0.7811 0.2972 0.1728 0.029 Uiso 1.00 1 c R
H10 H 0.5312 0.4313 0.0767 0.031 Uiso 1.00 1 c R
H11 H 0.8311 1.0266 0.0177 0.031 Uiso 1.00 1 c R
H12 H 0.6855 0.9639 0.0041 0.031 Uiso 1.00 1 c R
H13 H 0.7633 0.7653 -0.2734 0.038 Uiso 1.00 1 c R
H14 H 0.7018 1.0866 -0.1882 0.043 Uiso 1.00 1 c R
H15 H 0.6852 1.0199 -0.3368 0.043 Uiso 1.00 1 c R
H16 H 0.9785 0.7173 0.0276 0.044 Uiso 1.00 1 c R
H17 H 0.9915 0.8581 -0.0791 0.044 Uiso 1.00 1 c R
H18 H 0.5999 0.4793 0.5214 0.041 Uiso 1.00 1 c R
H19 H 0.5983 0.2842 0.5673 0.041 Uiso 1.00 1 c R
H20 H 0.5051 0.3447 0.4420 0.041 Uiso 1.00 1 c R
H21 H 0.9499 0.4228 0.3105 0.034 Uiso 1.00 1 c R
H22 H 0.9737 0.6176 0.2541 0.034 Uiso 1.00 1 c R
H23 H 0.9612 0.6632 -0.1194 0.044 Uiso 1.00 1 c R
H24 H 0.7179 0.5475 -0.1172 0.035 Uiso 1.00 1 c R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.0240(13) 0.0270(14) 0.0280(13) 0.0032(11) 0.0021(10) -0.0030(11)
O2 0.0310(14) 0.0232(13) 0.0237(13) -0.0032(11) -0.0009(10) 0.0029(11)
O3 0.0364(15) 0.0287(15) 0.0303(14) -0.0013(12) 0.0070(11) 0.0026(12)
O4 0.0290(13) 0.0310(14) 0.0256(13) 0.0006(12) -0.0035(10) -0.0041(11)
O5 0.0292(14) 0.0369(16) 0.0320(14) -0.0059(12) -0.0039(11) 0.0007(13)
C1 0.0269(19) 0.029(2) 0.0282(19) 0.0024(16) -0.0035(16) -0.0027(16)
C2 0.030(2) 0.033(2) 0.027(2) -0.0008(18) -0.0020(16) 0.0006(17)
C3 0.0287(19) 0.034(2) 0.0250(19) 0.0018(18) -0.0044(15) 0.0031(17)
C4 0.0237(18) 0.029(2) 0.0245(18) 0.0014(17) 0.0027(14) -0.0021(16)
C5 0.0269(19) 0.0198(18) 0.0262(18) 0.0047(16) -0.0013(15) -0.0004(16)
C6 0.0238(18) 0.0238(19) 0.0233(18) -0.0033(16) -0.0014(14) -0.0002(15)
C7 0.026(2) 0.0220(19) 0.0271(19) -0.0049(16) -0.0023(15) -0.0037(15)
C8 0.0237(18) 0.0215(18) 0.027(2) 0.0019(16) -0.0057(15) -0.0017(15)
C9 0.0204(18) 0.022(2) 0.027(2) 0.0010(14) 0.0009(15) -0.0028(15)
C10 0.0218(18) 0.026(2) 0.0267(19) 0.0040(16) -0.0006(15) -0.0040(16)
C11 0.0218(18) 0.026(2) 0.0284(19) 0.0045(16) 0.0034(15) 0.0022(16)
C12 0.0257(19) 0.0237(19) 0.0261(18) 0.0005(16) -0.0003(14) -0.0024(16)
C13 0.0279(19) 0.024(2) 0.0296(19) 0.0039(16) 0.0026(15) 0.0047(16)
C14 0.031(2) 0.028(2) 0.0266(19) -0.0011(17) 0.0022(16) 0.0048(16)
C15 0.037(2) 0.032(2) 0.0249(19) 0.0009(18) 0.0022(16) 0.0046(17)
C16 0.039(2) 0.039(2) 0.027(2) -0.002(2) 0.0008(17) 0.0037(18)
C17 0.037(2) 0.036(2) 0.039(2) 0.0047(19) 0.0114(18) 0.0075(19)
C18 0.033(2) 0.033(2) 0.035(2) 0.0071(18) 0.0009(17) -0.0014(18)
C19 0.0249(19) 0.024(2) 0.0282(19) -0.0019(16) -0.0008(15) -0.0017(17)
C20 0.0250(19) 0.026(2) 0.032(2) 0.0011(15) 0.0024(16) -0.0006(16)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.018 0.009
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.049 0.032
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C6 O2 C19 107.8(2) yes
C2 C1 C10 117.6(3) yes
C2 C1 C20 115.7(3) yes
C10 C1 C20 60.2(2) yes
C1 C2 C3 115.1(2) yes
C2 C3 C4 110.1(3) yes
C3 C4 C5 111.8(3) yes
C3 C4 C18 110.1(2) yes
C3 C4 C19 115.5(3) yes
C5 C4 C18 111.2(3) yes
C5 C4 C19 101.0(2) yes
C18 C4 C19 106.8(3) yes
C4 C5 C6 105.5(2) yes
C4 C5 C10 122.2(2) yes
C6 C5 C10 108.3(3) yes
O2 C6 C5 104.1(2) yes
O2 C6 C7 116.1(2) yes
C5 C6 C7 107.4(2) yes
O4 C7 C6 110.0(2) yes
O4 C7 C8 112.0(2) yes
C6 C7 C8 106.2(2) yes
C7 C8 C9 120.0(3) yes
C7 C8 C14 118.5(3) yes
C9 C8 C14 121.3(3) yes
O1 C9 C8 107.0(2) yes
O1 C9 C10 110.2(2) yes
O1 C9 C11 104.8(2) yes
C8 C9 C10 107.3(2) yes
C8 C9 C11 111.6(2) yes
C10 C9 C11 115.7(2) yes
C1 C10 C5 116.9(2) yes
C1 C10 C9 130.4(3) yes
C1 C10 C20 59.4(2) yes
C5 C10 C9 106.2(2) yes
C5 C10 C20 120.5(3) yes
C9 C10 C20 117.3(3) yes
O5 C11 C9 121.3(3) yes
O5 C11 C12 122.9(3) yes
C9 C11 C12 115.7(2) yes
C11 C12 C13 110.3(2) yes
C12 C13 C14 109.4(3) yes
C12 C13 C15 112.1(3) yes
C12 C13 C17 110.5(2) yes
C14 C13 C15 108.6(2) yes
C14 C13 C17 108.7(3) yes
C15 C13 C17 107.4(3) yes
C8 C14 C13 125.7(3) yes
C13 C15 C16 127.5(3) yes
O2 C19 O3 120.4(3) yes
O2 C19 C4 112.1(2) yes
O3 C19 C4 127.5(3) yes
C1 C20 C10 60.4(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C9 1.452(4) yes
O2 C6 1.450(4) yes
O2 C19 1.363(4) yes
O3 C19 1.213(4) yes
O4 C7 1.419(4) yes
O5 C11 1.222(4) yes
C1 C2 1.518(5) yes
C1 C10 1.515(4) yes
C1 C20 1.500(5) yes
C2 C3 1.534(5) yes
C3 C4 1.531(4) yes
C4 C5 1.532(4) yes
C4 C18 1.536(5) yes
C4 C19 1.514(5) yes
C5 C6 1.507(4) yes
C5 C10 1.518(5) yes
C6 C7 1.510(4) yes
C7 C8 1.554(5) yes
C8 C9 1.534(4) yes
C8 C14 1.338(5) yes
C9 C10 1.538(4) yes
C9 C11 1.537(5) yes
C10 C20 1.511(4) yes
C11 C12 1.491(4) yes
C12 C13 1.522(5) yes
C13 C14 1.514(5) yes
C13 C15 1.518(5) yes
C13 C17 1.544(5) yes
C15 C16 1.323(5) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O(1) H(1O) O(3) 1_565 2.791(3) 0.840 1.955 174.13 no
O(4) H(4O) O(1) 2_645 2.743(3) 0.840 1.975 151.57 no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 26630431
|
1501825.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501825.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501825
loop_
_publ_author_name
'Li, Hanxiang'
'Huang, Hongbo'
'Shao, Changlun'
'Huang, Huarong'
'Jiang, Jieyi'
'Zhu, Xun'
'Liu, Yayue'
'Liu, Lan'
'Lu, Yongjun'
'Li, Mengfeng'
'Lin, Yongcheng'
'She, Zhigang'
_publ_section_title
;
Cytotoxic norsesquiterpene peroxides from the endophytic fungus
Talaromyces flavus isolated from the mangrove plant Sonneratia apetala.
;
_journal_issue 5
_journal_name_full 'Journal of natural products'
_journal_page_first 1230
_journal_page_last 1235
_journal_paper_doi 10.1021/np200164k
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration ad
_chemical_formula_sum 'C16 H24 O5'
_chemical_formula_weight 296.35
_chemical_name_systematic
;
?
;
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 8
_cell_length_a 10.9434(2)
_cell_length_b 12.4201(2)
_cell_length_c 22.1019(4)
_cell_measurement_reflns_used 2912
_cell_measurement_temperature 123(2)
_cell_measurement_theta_max 62.4414
_cell_measurement_theta_min 3.5557
_cell_volume 3004.05(9)
_computing_cell_refinement 'Bruker FRAMBO'
_computing_data_collection 'Bruker FRAMBO'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 123(2)
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device_type 'Xcalibur, Onyx, Nova'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator mirror
_diffrn_radiation_source 'Nova (Cu) X-ray Source'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0229
_diffrn_reflns_av_sigmaI/netI 0.0299
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_l_max 24
_diffrn_reflns_limit_l_min -24
_diffrn_reflns_number 8459
_diffrn_reflns_theta_full 62.53
_diffrn_reflns_theta_max 62.53
_diffrn_reflns_theta_min 4.00
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time 0
_diffrn_standards_number 0
_exptl_absorpt_coefficient_mu 0.792
_exptl_absorpt_correction_T_max 0.8087
_exptl_absorpt_correction_T_min 0.7024
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details SADABS
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.311
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 1280
_exptl_crystal_size_max 0.48
_exptl_crystal_size_mid 0.35
_exptl_crystal_size_min 0.28
_refine_diff_density_max 0.201
_refine_diff_density_min -0.175
_refine_diff_density_rms 0.041
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.002(16)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.054
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 387
_refine_ls_number_reflns 4524
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.054
_refine_ls_R_factor_all 0.0391
_refine_ls_R_factor_gt 0.0361
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0602P)^2^+0.1220P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0912
_refine_ls_wR_factor_ref 0.0928
_reflns_number_gt 4202
_reflns_number_total 4524
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np200164k_si_002.cif
_cod_data_source_block talaperoxide_A
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P2(1)2(1)2(1)
_cod_database_code 1501825
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.91583(18) 0.28029(16) 0.82643(9) 0.0296(4) Uani 1 1 d .
H1A H 0.9896 0.2377 0.8166 0.036 Uiso 1 1 calc R
H1B H 0.8545 0.2676 0.7943 0.036 Uiso 1 1 calc R
C2 C 0.94809(19) 0.39797(18) 0.82829(10) 0.0335(5) Uani 1 1 d .
H2 H 0.9797 0.4182 0.7874 0.040 Uiso 1 1 calc R
C3 C 0.8335(2) 0.46540(18) 0.84009(10) 0.0337(5) Uani 1 1 d .
H3 H 0.7806 0.4620 0.8033 0.040 Uiso 1 1 calc R
C4 C 0.75751(19) 0.42961(17) 0.89448(10) 0.0342(5) Uani 1 1 d .
H4A H 0.6751 0.4622 0.8917 0.041 Uiso 1 1 calc R
H4B H 0.7965 0.4562 0.9320 0.041 Uiso 1 1 calc R
C5 C 0.74495(18) 0.30694(17) 0.89802(10) 0.0305(4) Uani 1 1 d .
H5A H 0.6842 0.2836 0.8675 0.037 Uiso 1 1 calc R
H5B H 0.7122 0.2879 0.9384 0.037 Uiso 1 1 calc R
C6 C 0.86406(17) 0.24324(16) 0.88768(9) 0.0266(4) Uani 1 1 d .
C7 C 0.96341(17) 0.27638(18) 0.93660(9) 0.0293(4) Uani 1 1 d .
C8 C 1.07606(18) 0.2033(2) 0.93308(9) 0.0344(5) Uani 1 1 d .
C9 C 1.0492(2) 0.0860(2) 0.93635(11) 0.0417(5) Uani 1 1 d .
H9A H 1.0123 0.0685 0.9761 0.050 Uiso 1 1 calc R
H9B H 1.1260 0.0445 0.9323 0.050 Uiso 1 1 calc R
C10 C 0.9614(2) 0.05487(18) 0.88580(11) 0.0389(5) Uani 1 1 d .
H10A H 0.9432 -0.0230 0.8891 0.047 Uiso 1 1 calc R
H10B H 1.0024 0.0668 0.8465 0.047 Uiso 1 1 calc R
C11 C 0.83941(19) 0.11777(17) 0.88607(9) 0.0313(5) Uani 1 1 d .
C14 C 0.9232(2) 0.2769(2) 1.00321(9) 0.0371(5) Uani 1 1 d .
H14A H 0.9879 0.3085 1.0281 0.056 Uiso 1 1 calc R
H14B H 0.9077 0.2028 1.0165 0.056 Uiso 1 1 calc R
H14C H 0.8483 0.3195 1.0075 0.056 Uiso 1 1 calc R
C13 C 0.7589(2) 0.07961(18) 0.93882(10) 0.0368(5) Uani 1 1 d .
H13A H 0.6754 0.1062 0.9331 0.055 Uiso 1 1 calc R
H13B H 0.7918 0.1075 0.9770 0.055 Uiso 1 1 calc R
H13C H 0.7582 0.0007 0.9400 0.055 Uiso 1 1 calc R
C12 C 0.7726(2) 0.08462(19) 0.82785(11) 0.0433(5) Uani 1 1 d .
H12A H 0.7503 0.0083 0.8302 0.065 Uiso 1 1 calc R
H12B H 0.8264 0.0962 0.7930 0.065 Uiso 1 1 calc R
H12C H 0.6986 0.1282 0.8232 0.065 Uiso 1 1 calc R
C15 C 0.8879(2) 0.63910(19) 0.80202(10) 0.0353(5) Uani 1 1 d .
C16 C 0.9230(2) 0.75043(19) 0.81986(11) 0.0412(5) Uani 1 1 d .
H16A H 1.0050 0.7665 0.8045 0.062 Uiso 1 1 calc R
H16B H 0.9227 0.7564 0.8641 0.062 Uiso 1 1 calc R
H16C H 0.8644 0.8018 0.8028 0.062 Uiso 1 1 calc R
C17 C 0.72181(18) 0.17197(17) 0.59634(9) 0.0299(4) Uani 1 1 d .
H17A H 0.7463 0.1983 0.5558 0.036 Uiso 1 1 calc R
H17B H 0.7908 0.1842 0.6245 0.036 Uiso 1 1 calc R
C18 C 0.69345(19) 0.05357(17) 0.59317(9) 0.0321(5) Uani 1 1 d .
H18 H 0.7686 0.0158 0.5786 0.039 Uiso 1 1 calc R
C19 C 0.6634(2) 0.01003(18) 0.65574(9) 0.0322(5) Uani 1 1 d .
H19 H 0.7400 0.0110 0.6804 0.039 Uiso 1 1 calc R
C20 C 0.5659(2) 0.07280(17) 0.68994(9) 0.0316(5) Uani 1 1 d .
H20A H 0.5695 0.0533 0.7333 0.038 Uiso 1 1 calc R
H20B H 0.4843 0.0522 0.6744 0.038 Uiso 1 1 calc R
C21 C 0.58241(19) 0.19493(17) 0.68344(9) 0.0304(4) Uani 1 1 d .
H21A H 0.6509 0.2177 0.7097 0.037 Uiso 1 1 calc R
H21B H 0.5076 0.2308 0.6985 0.037 Uiso 1 1 calc R
C22 C 0.60787(17) 0.23502(16) 0.61854(9) 0.0255(4) Uani 1 1 d .
C23 C 0.50029(18) 0.20359(16) 0.57483(9) 0.0288(4) Uani 1 1 d .
C24 C 0.51396(19) 0.25215(18) 0.51116(10) 0.0346(5) Uani 1 1 d .
C25 C 0.5439(2) 0.3707(2) 0.50920(10) 0.0410(5) Uani 1 1 d .
H25A H 0.4707 0.4125 0.5211 0.049 Uiso 1 1 calc R
H25B H 0.5656 0.3911 0.4672 0.049 Uiso 1 1 calc R
C26 C 0.6500(2) 0.39949(18) 0.55142(10) 0.0370(5) Uani 1 1 d .
H26A H 0.6597 0.4787 0.5518 0.044 Uiso 1 1 calc R
H26B H 0.7261 0.3683 0.5347 0.044 Uiso 1 1 calc R
C27 C 0.63504(18) 0.36025(16) 0.61702(10) 0.0307(4) Uani 1 1 d .
C30 C 0.3699(2) 0.23192(19) 0.59615(11) 0.0389(5) Uani 1 1 d .
H30A H 0.3104 0.1889 0.5735 0.058 Uiso 1 1 calc R
H30B H 0.3544 0.3086 0.5891 0.058 Uiso 1 1 calc R
H30C H 0.3621 0.2163 0.6394 0.058 Uiso 1 1 calc R
C29 C 0.5352(2) 0.42705(19) 0.64816(12) 0.0447(6) Uani 1 1 d .
H29A H 0.5545 0.5038 0.6443 0.067 Uiso 1 1 calc R
H29B H 0.5311 0.4076 0.6911 0.067 Uiso 1 1 calc R
H29C H 0.4562 0.4124 0.6290 0.067 Uiso 1 1 calc R
C28 C 0.7559(2) 0.3870(2) 0.64992(11) 0.0426(5) Uani 1 1 d .
H28A H 0.7673 0.4652 0.6511 0.064 Uiso 1 1 calc R
H28B H 0.8244 0.3538 0.6282 0.064 Uiso 1 1 calc R
H28C H 0.7529 0.3588 0.6913 0.064 Uiso 1 1 calc R
C31 C 0.6530(2) -0.16971(19) 0.69279(10) 0.0368(5) Uani 1 1 d .
C32 C 0.6176(2) -0.28209(18) 0.67672(11) 0.0403(5) Uani 1 1 d .
H32A H 0.6442 -0.3312 0.7088 0.061 Uiso 1 1 calc R
H32B H 0.6568 -0.3025 0.6385 0.061 Uiso 1 1 calc R
H32C H 0.5287 -0.2864 0.6723 0.061 Uiso 1 1 calc R
O1 O 1.04447(13) 0.41475(14) 0.87057(7) 0.0392(4) Uani 1 1 d .
O2 O 0.99723(13) 0.38759(12) 0.93071(6) 0.0360(3) Uani 1 1 d .
O3 O 1.17793(13) 0.24027(16) 0.92913(8) 0.0508(5) Uani 1 1 d .
O4 O 0.87937(18) 0.60661(14) 0.75107(7) 0.0516(4) Uani 1 1 d .
O5 O 0.86532(14) 0.57730(12) 0.85084(6) 0.0361(3) Uani 1 1 d .
O6 O 0.59943(13) 0.03695(12) 0.54897(6) 0.0340(3) Uani 1 1 d .
O7 O 0.48781(12) 0.08820(11) 0.57086(6) 0.0310(3) Uani 1 1 d .
O8 O 0.49534(17) 0.19951(14) 0.46624(7) 0.0483(4) Uani 1 1 d .
O9 O 0.6976(2) -0.14291(14) 0.74028(8) 0.0554(5) Uani 1 1 d .
O10 O 0.62637(14) -0.10139(12) 0.64794(6) 0.0358(3) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0373(11) 0.0201(10) 0.0314(10) -0.0013(8) 0.0008(8) 0.0038(8)
C2 0.0407(11) 0.0281(12) 0.0316(11) -0.0020(9) 0.0080(9) 0.0005(9)
C3 0.0427(12) 0.0216(11) 0.0369(11) -0.0018(9) 0.0004(9) 0.0011(9)
C4 0.0361(11) 0.0248(11) 0.0418(12) 0.0018(9) 0.0050(9) 0.0043(8)
C5 0.0299(10) 0.0245(11) 0.0370(11) 0.0001(9) -0.0014(8) 0.0004(8)
C6 0.0285(9) 0.0254(11) 0.0259(9) -0.0006(8) 0.0002(8) 0.0004(8)
C7 0.0275(9) 0.0311(11) 0.0294(10) -0.0025(9) 0.0011(8) -0.0026(8)
C8 0.0281(11) 0.0482(14) 0.0270(10) 0.0045(9) -0.0010(8) 0.0044(10)
C9 0.0352(11) 0.0446(14) 0.0454(13) 0.0110(11) 0.0022(10) 0.0180(10)
C10 0.0444(12) 0.0255(12) 0.0467(12) 0.0034(10) 0.0068(10) 0.0064(9)
C11 0.0351(11) 0.0249(11) 0.0340(10) -0.0013(9) -0.0017(8) 0.0005(8)
C14 0.0372(11) 0.0444(14) 0.0296(11) -0.0058(10) 0.0004(8) -0.0034(10)
C13 0.0388(11) 0.0248(11) 0.0468(12) 0.0031(9) 0.0012(9) -0.0024(9)
C12 0.0554(13) 0.0276(12) 0.0470(13) -0.0054(10) -0.0079(11) -0.0060(10)
C15 0.0417(12) 0.0311(12) 0.0330(12) 0.0010(9) 0.0048(9) 0.0022(9)
C16 0.0505(13) 0.0342(13) 0.0391(12) 0.0045(10) 0.0003(10) -0.0052(10)
C17 0.0298(10) 0.0247(11) 0.0351(11) -0.0017(9) 0.0010(8) -0.0020(8)
C18 0.0329(11) 0.0277(11) 0.0357(11) -0.0035(9) 0.0015(8) 0.0024(9)
C19 0.0415(11) 0.0230(11) 0.0320(11) -0.0023(8) -0.0048(8) -0.0031(8)
C20 0.0446(11) 0.0254(11) 0.0248(10) 0.0003(8) 0.0009(9) -0.0027(9)
C21 0.0403(11) 0.0222(11) 0.0288(10) -0.0037(8) 0.0005(8) 0.0002(8)
C22 0.0301(9) 0.0184(10) 0.0281(9) -0.0025(8) 0.0008(8) -0.0009(8)
C23 0.0345(10) 0.0187(10) 0.0332(11) 0.0005(8) 0.0003(8) -0.0031(8)
C24 0.0364(11) 0.0317(12) 0.0357(12) 0.0038(10) -0.0031(9) -0.0023(9)
C25 0.0515(13) 0.0340(13) 0.0375(12) 0.0093(10) -0.0042(10) -0.0057(10)
C26 0.0442(12) 0.0240(11) 0.0429(12) 0.0029(10) 0.0013(9) -0.0033(9)
C27 0.0354(11) 0.0175(10) 0.0392(11) -0.0027(9) 0.0023(9) -0.0043(8)
C30 0.0341(11) 0.0331(12) 0.0496(13) 0.0005(10) 0.0013(9) -0.0024(9)
C29 0.0547(14) 0.0228(12) 0.0566(14) -0.0047(10) 0.0119(11) -0.0015(10)
C28 0.0489(13) 0.0329(13) 0.0460(12) -0.0012(10) -0.0055(10) -0.0110(10)
C31 0.0493(13) 0.0278(12) 0.0331(12) -0.0002(9) 0.0015(10) 0.0036(9)
C32 0.0549(13) 0.0272(12) 0.0390(12) 0.0020(10) 0.0045(10) 0.0030(10)
O1 0.0361(8) 0.0397(9) 0.0419(8) 0.0011(7) 0.0067(6) -0.0086(7)
O2 0.0377(7) 0.0341(8) 0.0361(8) -0.0063(7) 0.0031(6) -0.0088(6)
O3 0.0260(8) 0.0732(13) 0.0533(10) 0.0024(9) -0.0032(7) 0.0007(8)
O4 0.0840(13) 0.0374(10) 0.0334(9) 0.0008(7) 0.0070(8) -0.0085(9)
O5 0.0521(9) 0.0241(8) 0.0323(7) 0.0000(6) 0.0032(6) -0.0017(7)
O6 0.0423(8) 0.0292(8) 0.0303(7) -0.0061(6) 0.0007(6) 0.0032(6)
O7 0.0346(7) 0.0224(7) 0.0360(7) -0.0014(6) -0.0007(6) -0.0047(6)
O8 0.0718(11) 0.0406(10) 0.0325(9) 0.0022(7) -0.0099(7) -0.0064(9)
O9 0.0935(14) 0.0317(9) 0.0409(9) 0.0012(7) -0.0195(9) 0.0028(9)
O10 0.0480(8) 0.0219(8) 0.0373(8) -0.0001(6) -0.0064(7) -0.0009(7)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C1 C6 110.67(16)
C2 C1 H1A 109.5
C6 C1 H1A 109.5
C2 C1 H1B 109.5
C6 C1 H1B 109.5
H1A C1 H1B 108.1
O1 C2 C1 109.51(18)
O1 C2 C3 114.51(17)
C1 C2 C3 110.12(17)
O1 C2 H2 107.5
C1 C2 H2 107.5
C3 C2 H2 107.5
O5 C3 C4 106.27(16)
O5 C3 C2 110.80(17)
C4 C3 C2 114.88(18)
O5 C3 H3 108.2
C4 C3 H3 108.2
C2 C3 H3 108.2
C3 C4 C5 112.24(18)
C3 C4 H4A 109.2
C5 C4 H4A 109.2
C3 C4 H4B 109.2
C5 C4 H4B 109.2
H4A C4 H4B 107.9
C4 C5 C6 115.28(17)
C4 C5 H5A 108.5
C6 C5 H5A 108.5
C4 C5 H5B 108.5
C6 C5 H5B 108.5
H5A C5 H5B 107.5
C1 C6 C5 106.75(16)
C1 C6 C11 109.74(16)
C5 C6 C11 111.39(16)
C1 C6 C7 105.64(15)
C5 C6 C7 110.18(16)
C11 C6 C7 112.80(16)
O2 C7 C8 110.97(16)
O2 C7 C14 99.03(17)
C8 C7 C14 106.33(17)
O2 C7 C6 111.36(16)
C8 C7 C6 111.26(17)
C14 C7 C6 117.22(16)
O3 C8 C9 123.9(2)
O3 C8 C7 121.3(2)
C9 C8 C7 114.75(18)
C8 C9 C10 109.70(18)
C8 C9 H9A 109.7
C10 C9 H9A 109.7
C8 C9 H9B 109.7
C10 C9 H9B 109.7
H9A C9 H9B 108.2
C9 C10 C11 114.43(18)
C9 C10 H10A 108.7
C11 C10 H10A 108.7
C9 C10 H10B 108.7
C11 C10 H10B 108.7
H10A C10 H10B 107.6
C12 C11 C13 106.28(18)
C12 C11 C10 105.77(18)
C13 C11 C10 110.00(18)
C12 C11 C6 111.35(18)
C13 C11 C6 112.62(17)
C10 C11 C6 110.52(17)
C7 C14 H14A 109.5
C7 C14 H14B 109.5
H14A C14 H14B 109.5
C7 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C11 C13 H13A 109.5
C11 C13 H13B 109.5
H13A C13 H13B 109.5
C11 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C11 C12 H12A 109.5
C11 C12 H12B 109.5
H12A C12 H12B 109.5
C11 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
O4 C15 O5 123.1(2)
O4 C15 C16 125.5(2)
O5 C15 C16 111.37(18)
C15 C16 H16A 109.5
C15 C16 H16B 109.5
H16A C16 H16B 109.5
C15 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
C18 C17 C22 110.01(16)
C18 C17 H17A 109.7
C22 C17 H17A 109.7
C18 C17 H17B 109.7
C22 C17 H17B 109.7
H17A C17 H17B 108.2
O6 C18 C17 108.69(17)
O6 C18 C19 114.42(17)
C17 C18 C19 110.47(17)
O6 C18 H18 107.7
C17 C18 H18 107.7
C19 C18 H18 107.7
O10 C19 C18 106.93(16)
O10 C19 C20 110.56(17)
C18 C19 C20 114.88(18)
O10 C19 H19 108.1
C18 C19 H19 108.1
C20 C19 H19 108.1
C19 C20 C21 112.18(17)
C19 C20 H20A 109.2
C21 C20 H20A 109.2
C19 C20 H20B 109.2
C21 C20 H20B 109.2
H20A C20 H20B 107.9
C20 C21 C22 115.28(16)
C20 C21 H21A 108.5
C22 C21 H21A 108.5
C20 C21 H21B 108.5
C22 C21 H21B 108.5
H21A C21 H21B 107.5
C21 C22 C17 106.02(16)
C21 C22 C23 110.84(15)
C17 C22 C23 106.39(15)
C21 C22 C27 111.73(16)
C17 C22 C27 109.75(16)
C23 C22 C27 111.80(16)
O7 C23 C24 110.06(16)
O7 C23 C30 99.06(15)
C24 C23 C30 106.25(17)
O7 C23 C22 110.80(15)
C24 C23 C22 113.08(16)
C30 C23 C22 116.63(17)
O8 C24 C25 122.8(2)
O8 C24 C23 121.61(19)
C25 C24 C23 115.46(18)
C24 C25 C26 112.02(18)
C24 C25 H25A 109.2
C26 C25 H25A 109.2
C24 C25 H25B 109.2
C26 C25 H25B 109.2
H25A C25 H25B 107.9
C25 C26 C27 114.80(18)
C25 C26 H26A 108.6
C27 C26 H26A 108.6
C25 C26 H26B 108.6
C27 C26 H26B 108.6
H26A C26 H26B 107.5
C29 C27 C26 109.10(18)
C29 C27 C28 106.40(18)
C26 C27 C28 106.51(17)
C29 C27 C22 112.81(17)
C26 C27 C22 110.55(16)
C28 C27 C22 111.18(17)
C23 C30 H30A 109.5
C23 C30 H30B 109.5
H30A C30 H30B 109.5
C23 C30 H30C 109.5
H30A C30 H30C 109.5
H30B C30 H30C 109.5
C27 C29 H29A 109.5
C27 C29 H29B 109.5
H29A C29 H29B 109.5
C27 C29 H29C 109.5
H29A C29 H29C 109.5
H29B C29 H29C 109.5
C27 C28 H28A 109.5
C27 C28 H28B 109.5
H28A C28 H28B 109.5
C27 C28 H28C 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
O9 C31 O10 124.0(2)
O9 C31 C32 124.8(2)
O10 C31 C32 111.14(19)
C31 C32 H32A 109.5
C31 C32 H32B 109.5
H32A C32 H32B 109.5
C31 C32 H32C 109.5
H32A C32 H32C 109.5
H32B C32 H32C 109.5
C2 O1 O2 107.46(13)
C7 O2 O1 113.24(14)
C15 O5 C3 117.27(16)
C18 O6 O7 108.17(13)
C23 O7 O6 111.97(13)
C31 O10 C19 117.10(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.504(3)
C1 C6 1.538(3)
C1 H1A 0.9900
C1 H1B 0.9900
C2 O1 1.425(3)
C2 C3 1.530(3)
C2 H2 1.0000
C3 O5 1.452(3)
C3 C4 1.528(3)
C3 H3 1.0000
C4 C5 1.532(3)
C4 H4A 0.9900
C4 H4B 0.9900
C5 C6 1.542(3)
C5 H5A 0.9900
C5 H5B 0.9900
C6 C11 1.582(3)
C6 C7 1.587(3)
C7 O2 1.436(3)
C7 C8 1.533(3)
C7 C14 1.537(3)
C8 O3 1.209(3)
C8 C9 1.488(4)
C9 C10 1.524(4)
C9 H9A 0.9900
C9 H9B 0.9900
C10 C11 1.546(3)
C10 H10A 0.9900
C10 H10B 0.9900
C11 C12 1.536(3)
C11 C13 1.536(3)
C14 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
C13 H13A 0.9800
C13 H13B 0.9800
C13 H13C 0.9800
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
C15 O4 1.200(3)
C15 O5 1.347(3)
C15 C16 1.488(3)
C16 H16A 0.9800
C16 H16B 0.9800
C16 H16C 0.9800
C17 C18 1.505(3)
C17 C22 1.552(3)
C17 H17A 0.9900
C17 H17B 0.9900
C18 O6 1.434(3)
C18 C19 1.521(3)
C18 H18 1.0000
C19 O10 1.452(3)
C19 C20 1.522(3)
C19 H19 1.0000
C20 C21 1.534(3)
C20 H20A 0.9900
C20 H20B 0.9900
C21 C22 1.544(3)
C21 H21A 0.9900
C21 H21B 0.9900
C22 C23 1.572(3)
C22 C27 1.584(3)
C23 O7 1.442(2)
C23 C24 1.538(3)
C23 C30 1.543(3)
C24 O8 1.206(3)
C24 C25 1.509(3)
C25 C26 1.532(3)
C25 H25A 0.9900
C25 H25B 0.9900
C26 C27 1.538(3)
C26 H26A 0.9900
C26 H26B 0.9900
C27 C29 1.535(3)
C27 C28 1.546(3)
C30 H30A 0.9800
C30 H30B 0.9800
C30 H30C 0.9800
C29 H29A 0.9800
C29 H29B 0.9800
C29 H29C 0.9800
C28 H28A 0.9800
C28 H28B 0.9800
C28 H28C 0.9800
C31 O9 1.204(3)
C31 O10 1.337(3)
C31 C32 1.492(3)
C32 H32A 0.9800
C32 H32B 0.9800
C32 H32C 0.9800
O1 O2 1.465(2)
O6 O7 1.460(2)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C6 C1 C2 O1 64.6(2)
C6 C1 C2 C3 -62.2(2)
O1 C2 C3 O5 47.7(2)
C1 C2 C3 O5 171.64(16)
O1 C2 C3 C4 -72.7(2)
C1 C2 C3 C4 51.2(2)
O5 C3 C4 C5 -165.17(16)
C2 C3 C4 C5 -42.3(3)
C3 C4 C5 C6 45.3(2)
C2 C1 C6 C5 63.1(2)
C2 C1 C6 C11 -176.11(17)
C2 C1 C6 C7 -54.2(2)
C4 C5 C6 C1 -54.8(2)
C4 C5 C6 C11 -174.62(17)
C4 C5 C6 C7 59.4(2)
C1 C6 C7 O2 51.3(2)
C5 C6 C7 O2 -63.6(2)
C11 C6 C7 O2 171.18(15)
C1 C6 C7 C8 -73.1(2)
C5 C6 C7 C8 171.98(16)
C11 C6 C7 C8 46.8(2)
C1 C6 C7 C14 164.29(18)
C5 C6 C7 C14 49.3(3)
C11 C6 C7 C14 -75.8(2)
O2 C7 C8 O3 3.6(3)
C14 C7 C8 O3 -103.1(2)
C6 C7 C8 O3 128.2(2)
O2 C7 C8 C9 -177.72(17)
C14 C7 C8 C9 75.6(2)
C6 C7 C8 C9 -53.1(2)
O3 C8 C9 C10 -124.0(2)
C7 C8 C9 C10 57.4(2)
C8 C9 C10 C11 -57.3(2)
C9 C10 C11 C12 173.17(19)
C9 C10 C11 C13 -72.5(2)
C9 C10 C11 C6 52.5(2)
C1 C6 C11 C12 -46.4(2)
C5 C6 C11 C12 71.6(2)
C7 C6 C11 C12 -163.85(17)
C1 C6 C11 C13 -165.63(17)
C5 C6 C11 C13 -47.6(2)
C7 C6 C11 C13 76.9(2)
C1 C6 C11 C10 70.9(2)
C5 C6 C11 C10 -171.11(17)
C7 C6 C11 C10 -46.6(2)
C22 C17 C18 O6 63.4(2)
C22 C17 C18 C19 -62.9(2)
O6 C18 C19 O10 51.8(2)
C17 C18 C19 O10 174.82(16)
O6 C18 C19 C20 -71.3(2)
C17 C18 C19 C20 51.7(2)
O10 C19 C20 C21 -163.45(16)
C18 C19 C20 C21 -42.3(2)
C19 C20 C21 C22 45.8(2)
C20 C21 C22 C17 -55.5(2)
C20 C21 C22 C23 59.6(2)
C20 C21 C22 C27 -175.00(17)
C18 C17 C22 C21 63.5(2)
C18 C17 C22 C23 -54.6(2)
C18 C17 C22 C27 -175.72(17)
C21 C22 C23 O7 -62.2(2)
C17 C22 C23 O7 52.6(2)
C27 C22 C23 O7 172.41(15)
C21 C22 C23 C24 173.68(16)
C17 C22 C23 C24 -71.5(2)
C27 C22 C23 C24 48.3(2)
C21 C22 C23 C30 50.1(2)
C17 C22 C23 C30 164.87(17)
C27 C22 C23 C30 -75.3(2)
O7 C23 C24 O8 11.3(3)
C30 C23 C24 O8 -95.1(2)
C22 C23 C24 O8 135.8(2)
O7 C23 C24 C25 -172.51(17)
C30 C23 C24 C25 81.2(2)
C22 C23 C24 C25 -48.0(2)
O8 C24 C25 C26 -135.2(2)
C23 C24 C25 C26 48.6(3)
C24 C25 C26 C27 -52.1(3)
C25 C26 C27 C29 -71.1(2)
C25 C26 C27 C28 174.39(19)
C25 C26 C27 C22 53.5(2)
C21 C22 C27 C29 -53.1(2)
C17 C22 C27 C29 -170.39(18)
C23 C22 C27 C29 71.8(2)
C21 C22 C27 C26 -175.55(17)
C17 C22 C27 C26 67.1(2)
C23 C22 C27 C26 -50.7(2)
C21 C22 C27 C28 66.4(2)
C17 C22 C27 C28 -50.9(2)
C23 C22 C27 C28 -168.75(17)
C1 C2 O1 O2 -64.87(19)
C3 C2 O1 O2 59.4(2)
C8 C7 O2 O1 67.05(19)
C14 C7 O2 O1 178.50(14)
C6 C7 O2 O1 -57.48(19)
C2 O1 O2 C7 63.5(2)
O4 C15 O5 C3 2.2(3)
C16 C15 O5 C3 -178.21(18)
C4 C3 O5 C15 -154.10(18)
C2 C3 O5 C15 80.5(2)
C17 C18 O6 O7 -65.80(19)
C19 C18 O6 O7 58.2(2)
C24 C23 O7 O6 66.89(19)
C30 C23 O7 O6 177.98(14)
C22 C23 O7 O6 -58.92(18)
C18 O6 O7 C23 65.23(19)
O9 C31 O10 C19 5.4(3)
C32 C31 O10 C19 -175.99(18)
C18 C19 O10 C31 147.72(18)
C20 C19 O10 C31 -86.6(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 29214400
|
1501826.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501826.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501826
loop_
_publ_author_name
'Li, Hanxiang'
'Huang, Hongbo'
'Shao, Changlun'
'Huang, Huarong'
'Jiang, Jieyi'
'Zhu, Xun'
'Liu, Yayue'
'Liu, Lan'
'Lu, Yongjun'
'Li, Mengfeng'
'Lin, Yongcheng'
'She, Zhigang'
_publ_section_title
;
Cytotoxic norsesquiterpene peroxides from the endophytic fungus
Talaromyces flavus isolated from the mangrove plant Sonneratia apetala.
;
_journal_issue 5
_journal_name_full 'Journal of natural products'
_journal_page_first 1230
_journal_page_last 1235
_journal_paper_doi 10.1021/np200164k
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration ad
_chemical_formula_moiety 'C16 H24 O5'
_chemical_formula_sum 'C16 H24 O5'
_chemical_formula_weight 296.35
_chemical_name_systematic
;
?
;
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 97.1630(10)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 8.73800(10)
_cell_length_b 12.27280(10)
_cell_length_c 14.31590(10)
_cell_measurement_reflns_used 17070
_cell_measurement_temperature 123(2)
_cell_measurement_theta_max 71.3920
_cell_measurement_theta_min 3.1086
_cell_volume 1523.25(2)
_computing_cell_refinement 'Bruker FRAMBO'
_computing_data_collection 'Bruker FRAMBO'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 123(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type 'Xcalibur, Onyx, Nova'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator mirror
_diffrn_radiation_source 'Nova (Cu) X-ray Source'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0400
_diffrn_reflns_av_sigmaI/netI 0.0241
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_l_max 17
_diffrn_reflns_limit_l_min -17
_diffrn_reflns_number 27925
_diffrn_reflns_theta_full 71.53
_diffrn_reflns_theta_max 71.53
_diffrn_reflns_theta_min 3.11
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time 0
_diffrn_standards_number 0
_exptl_absorpt_coefficient_mu 0.781
_exptl_absorpt_correction_T_max 0.9260
_exptl_absorpt_correction_T_min 0.8594
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details SADABS
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.292
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 640
_exptl_crystal_size_max 0.20
_exptl_crystal_size_mid 0.15
_exptl_crystal_size_min 0.10
_refine_diff_density_max 0.174
_refine_diff_density_min -0.154
_refine_diff_density_rms 0.031
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.05(11)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.044
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 387
_refine_ls_number_reflns 5761
_refine_ls_number_restraints 1
_refine_ls_restrained_S_all 1.044
_refine_ls_R_factor_all 0.0312
_refine_ls_R_factor_gt 0.0293
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0385P)^2^+0.1809P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0736
_refine_ls_wR_factor_ref 0.0751
_reflns_number_gt 5497
_reflns_number_total 5761
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np200164k_si_003.cif
_cod_data_source_block talaperoxide_B
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P2(1)
_cod_database_code 1501826
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.46531(16) 0.43485(11) 0.40757(10) 0.0263(3) Uani 1 1 d .
H1A H 0.4486 0.4545 0.3400 0.032 Uiso 1 1 calc R
H1B H 0.4528 0.3550 0.4131 0.032 Uiso 1 1 calc R
C2 C 0.34815(16) 0.49369(11) 0.46019(10) 0.0284(3) Uani 1 1 d .
H2 H 0.2433 0.4758 0.4275 0.034 Uiso 1 1 calc R
C3 C 0.35650(16) 0.45068(11) 0.55943(10) 0.0278(3) Uani 1 1 d .
H3 H 0.3230 0.3727 0.5572 0.033 Uiso 1 1 calc R
C4 C 0.51717(16) 0.45870(12) 0.61405(10) 0.0292(3) Uani 1 1 d .
H4A H 0.5234 0.4096 0.6693 0.035 Uiso 1 1 calc R
H4B H 0.5342 0.5341 0.6377 0.035 Uiso 1 1 calc R
C5 C 0.64562(16) 0.42847(11) 0.55434(10) 0.0275(3) Uani 1 1 d .
H5A H 0.6547 0.3481 0.5540 0.033 Uiso 1 1 calc R
H5B H 0.7441 0.4575 0.5864 0.033 Uiso 1 1 calc R
C6 C 0.62763(15) 0.46852(11) 0.45026(9) 0.0234(3) Uani 1 1 d .
C7 C 0.63206(16) 0.59681(11) 0.44748(9) 0.0255(3) Uani 1 1 d .
C8 C 0.78806(17) 0.63409(11) 0.49682(10) 0.0307(3) Uani 1 1 d .
C9 C 0.92468(18) 0.58647(13) 0.45593(12) 0.0372(3) Uani 1 1 d .
H9A H 1.0204 0.6062 0.4969 0.045 Uiso 1 1 calc R
H9B H 0.9302 0.6190 0.3932 0.045 Uiso 1 1 calc R
C10 C 0.91591(17) 0.46107(13) 0.44602(12) 0.0364(3) Uani 1 1 d .
H10A H 0.9982 0.4366 0.4092 0.044 Uiso 1 1 calc R
H10B H 0.9368 0.4282 0.5095 0.044 Uiso 1 1 calc R
C11 C 0.76000(16) 0.41821(11) 0.39819(10) 0.0291(3) Uani 1 1 d .
C12 C 0.74616(19) 0.44270(14) 0.29195(11) 0.0387(4) Uani 1 1 d .
H12A H 0.7697 0.5197 0.2824 0.058 Uiso 1 1 calc R
H12B H 0.6409 0.4270 0.2630 0.058 Uiso 1 1 calc R
H12C H 0.8191 0.3970 0.2628 0.058 Uiso 1 1 calc R
C13 C 0.7638(2) 0.29254(13) 0.40590(14) 0.0440(4) Uani 1 1 d .
H13A H 0.8479 0.2640 0.3736 0.066 Uiso 1 1 calc R
H13B H 0.6654 0.2626 0.3766 0.066 Uiso 1 1 calc R
H13C H 0.7807 0.2713 0.4724 0.066 Uiso 1 1 calc R
C14 C 0.60119(18) 0.65260(12) 0.35073(10) 0.0324(3) Uani 1 1 d .
H14A H 0.5285 0.6086 0.3088 0.049 Uiso 1 1 calc R
H14B H 0.6983 0.6597 0.3236 0.049 Uiso 1 1 calc R
H14C H 0.5571 0.7251 0.3581 0.049 Uiso 1 1 calc R
C15 C 0.18261(17) 0.46221(13) 0.67520(11) 0.0335(3) Uani 1 1 d .
C16 C 0.0976(2) 0.53996(15) 0.73030(13) 0.0453(4) Uani 1 1 d .
H16A H 0.0276 0.4993 0.7659 0.068 Uiso 1 1 calc R
H16B H 0.0379 0.5906 0.6871 0.068 Uiso 1 1 calc R
H16C H 0.1715 0.5809 0.7740 0.068 Uiso 1 1 calc R
C17 C 0.69608(18) 0.82320(12) 1.06943(10) 0.0312(3) Uani 1 1 d .
H17A H 0.8046 0.8059 1.0932 0.037 Uiso 1 1 calc R
H17B H 0.6814 0.9029 1.0740 0.037 Uiso 1 1 calc R
C18 C 0.58790(19) 0.76384(12) 1.12768(10) 0.0347(3) Uani 1 1 d .
H18 H 0.6187 0.7842 1.1950 0.042 Uiso 1 1 calc R
C19 C 0.42459(19) 0.80263(12) 1.10093(11) 0.0348(3) Uani 1 1 d .
H19 H 0.4199 0.8822 1.1155 0.042 Uiso 1 1 calc R
C20 C 0.36634(18) 0.78594(13) 0.99791(11) 0.0347(3) Uani 1 1 d .
H20A H 0.2716 0.8296 0.9812 0.042 Uiso 1 1 calc R
H20B H 0.3396 0.7082 0.9867 0.042 Uiso 1 1 calc R
C21 C 0.48906(16) 0.81999(12) 0.93453(10) 0.0296(3) Uani 1 1 d .
H21A H 0.4856 0.9003 0.9281 0.036 Uiso 1 1 calc R
H21B H 0.4587 0.7890 0.8711 0.036 Uiso 1 1 calc R
C22 C 0.65968(16) 0.78640(11) 0.96688(9) 0.0250(3) Uani 1 1 d .
C23 C 0.67281(17) 0.65799(11) 0.96658(10) 0.0279(3) Uani 1 1 d .
C24 C 0.62020(19) 0.62180(12) 0.86616(11) 0.0345(3) Uani 1 1 d .
C25 C 0.7203(2) 0.66590(14) 0.79597(12) 0.0430(4) Uani 1 1 d .
H25A H 0.6786 0.6418 0.7318 0.052 Uiso 1 1 calc R
H25B H 0.8260 0.6364 0.8103 0.052 Uiso 1 1 calc R
C26 C 0.7258(2) 0.79108(14) 0.79926(10) 0.0376(3) Uani 1 1 d .
H26A H 0.6239 0.8196 0.7722 0.045 Uiso 1 1 calc R
H26B H 0.8026 0.8165 0.7588 0.045 Uiso 1 1 calc R
C27 C 0.76698(17) 0.83990(12) 0.89828(10) 0.0303(3) Uani 1 1 d .
C28 C 0.94060(19) 0.82563(15) 0.92942(12) 0.0419(4) Uani 1 1 d .
H28A H 0.9679 0.7484 0.9261 0.063 Uiso 1 1 calc R
H28B H 0.9656 0.8515 0.9943 0.063 Uiso 1 1 calc R
H28C H 0.9990 0.8679 0.8878 0.063 Uiso 1 1 calc R
C29 C 0.7408(2) 0.96413(13) 0.88999(14) 0.0464(4) Uani 1 1 d .
H29A H 0.7583 0.9972 0.9527 0.070 Uiso 1 1 calc R
H29B H 0.6346 0.9785 0.8619 0.070 Uiso 1 1 calc R
H29C H 0.8127 0.9955 0.8501 0.070 Uiso 1 1 calc R
C30 C 0.8276(2) 0.60363(14) 1.00358(12) 0.0408(4) Uani 1 1 d .
H30A H 0.8788 0.6459 1.0566 0.061 Uiso 1 1 calc R
H30B H 0.8938 0.6011 0.9531 0.061 Uiso 1 1 calc R
H30C H 0.8087 0.5293 1.0245 0.061 Uiso 1 1 calc R
C31 C 0.20898(19) 0.79807(13) 1.18816(11) 0.0361(3) Uani 1 1 d .
C32 C 0.1253(2) 0.72911(15) 1.25197(12) 0.0439(4) Uani 1 1 d .
H32A H 0.0390 0.7706 1.2717 0.066 Uiso 1 1 calc R
H32B H 0.1963 0.7083 1.3075 0.066 Uiso 1 1 calc R
H32C H 0.0858 0.6634 1.2183 0.066 Uiso 1 1 calc R
O1 O 0.36696(11) 0.60945(8) 0.45489(7) 0.0313(2) Uani 1 1 d .
O2 O 0.51947(11) 0.63803(7) 0.50412(7) 0.0289(2) Uani 1 1 d .
O3 O 0.79988(14) 0.69766(10) 0.56202(8) 0.0426(3) Uani 1 1 d .
O4 O 0.25080(12) 0.51400(8) 0.60865(7) 0.0323(2) Uani 1 1 d .
O5 O 0.19202(15) 0.36577(10) 0.68839(9) 0.0466(3) Uani 1 1 d .
O6 O 0.60594(13) 0.64788(9) 1.12051(7) 0.0371(2) Uani 1 1 d .
O7 O 0.55978(12) 0.61519(8) 1.02193(7) 0.0327(2) Uani 1 1 d .
O8 O 0.50643(14) 0.56631(9) 0.84474(8) 0.0444(3) Uani 1 1 d .
O9 O 0.32862(13) 0.74413(9) 1.16057(8) 0.0401(3) Uani 1 1 d .
O10 O 0.17517(17) 0.88987(11) 1.16475(11) 0.0556(4) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0237(7) 0.0277(7) 0.0281(7) -0.0045(5) 0.0057(5) -0.0033(5)
C2 0.0206(7) 0.0320(7) 0.0330(7) -0.0018(6) 0.0049(5) -0.0026(5)
C3 0.0251(7) 0.0264(6) 0.0339(7) -0.0016(5) 0.0114(5) 0.0000(5)
C4 0.0314(7) 0.0318(7) 0.0251(6) 0.0018(5) 0.0061(5) -0.0012(6)
C5 0.0241(7) 0.0287(7) 0.0299(7) 0.0041(5) 0.0041(5) 0.0003(5)
C6 0.0225(6) 0.0223(6) 0.0264(6) -0.0022(5) 0.0066(5) -0.0023(5)
C7 0.0269(7) 0.0235(6) 0.0273(6) -0.0010(5) 0.0083(5) -0.0001(5)
C8 0.0353(8) 0.0249(7) 0.0328(7) 0.0010(6) 0.0080(6) -0.0077(6)
C9 0.0272(8) 0.0399(8) 0.0457(8) -0.0047(7) 0.0089(6) -0.0104(6)
C10 0.0229(7) 0.0401(8) 0.0480(9) -0.0018(7) 0.0111(6) -0.0007(6)
C11 0.0261(7) 0.0254(7) 0.0381(8) -0.0034(6) 0.0125(6) -0.0006(5)
C12 0.0382(8) 0.0425(9) 0.0387(8) -0.0091(7) 0.0175(7) -0.0018(7)
C13 0.0416(9) 0.0275(7) 0.0683(11) -0.0043(7) 0.0278(8) 0.0030(7)
C14 0.0379(8) 0.0288(7) 0.0321(7) 0.0057(6) 0.0101(6) 0.0019(6)
C15 0.0298(7) 0.0354(8) 0.0375(8) 0.0073(6) 0.0134(6) 0.0023(6)
C16 0.0493(10) 0.0433(9) 0.0496(9) 0.0055(7) 0.0304(8) 0.0085(7)
C17 0.0316(8) 0.0334(7) 0.0292(7) -0.0042(6) 0.0060(6) -0.0023(6)
C18 0.0424(9) 0.0359(8) 0.0271(7) -0.0029(6) 0.0086(6) 0.0000(6)
C19 0.0401(9) 0.0277(7) 0.0404(8) 0.0002(6) 0.0198(7) 0.0002(6)
C20 0.0272(7) 0.0331(7) 0.0450(8) 0.0060(6) 0.0094(6) 0.0052(6)
C21 0.0268(7) 0.0289(7) 0.0330(7) 0.0060(5) 0.0028(6) 0.0043(5)
C22 0.0266(7) 0.0222(6) 0.0267(7) 0.0008(5) 0.0049(5) 0.0008(5)
C23 0.0292(7) 0.0235(6) 0.0328(7) 0.0031(5) 0.0105(5) 0.0022(5)
C24 0.0413(8) 0.0248(7) 0.0390(8) -0.0047(6) 0.0113(6) -0.0009(6)
C25 0.0515(10) 0.0463(9) 0.0337(8) -0.0103(7) 0.0146(7) -0.0098(8)
C26 0.0396(9) 0.0448(9) 0.0296(7) 0.0041(6) 0.0095(6) -0.0056(7)
C27 0.0298(7) 0.0300(7) 0.0324(7) 0.0022(6) 0.0091(6) -0.0020(6)
C28 0.0303(8) 0.0493(10) 0.0469(9) 0.0032(7) 0.0082(7) -0.0070(7)
C29 0.0529(10) 0.0302(8) 0.0601(11) 0.0104(7) 0.0234(8) -0.0039(7)
C30 0.0402(9) 0.0333(8) 0.0507(9) 0.0095(7) 0.0126(7) 0.0118(7)
C31 0.0365(8) 0.0384(8) 0.0358(8) -0.0017(6) 0.0141(6) 0.0037(6)
C32 0.0430(9) 0.0465(9) 0.0464(9) 0.0008(7) 0.0218(7) 0.0022(7)
O1 0.0251(5) 0.0323(5) 0.0368(5) 0.0029(4) 0.0056(4) 0.0054(4)
O2 0.0281(5) 0.0273(5) 0.0322(5) -0.0038(4) 0.0079(4) 0.0001(4)
O3 0.0431(6) 0.0412(6) 0.0438(6) -0.0132(5) 0.0063(5) -0.0112(5)
O4 0.0327(5) 0.0304(5) 0.0374(5) 0.0016(4) 0.0186(4) 0.0025(4)
O5 0.0488(7) 0.0381(6) 0.0590(7) 0.0139(5) 0.0310(6) 0.0096(5)
O6 0.0464(6) 0.0378(6) 0.0282(5) 0.0086(4) 0.0091(4) 0.0071(5)
O7 0.0395(6) 0.0273(5) 0.0333(5) 0.0026(4) 0.0127(4) -0.0011(4)
O8 0.0497(7) 0.0353(6) 0.0490(7) -0.0103(5) 0.0097(5) -0.0096(5)
O9 0.0447(6) 0.0320(5) 0.0488(6) 0.0024(5) 0.0269(5) 0.0033(5)
O10 0.0559(8) 0.0452(7) 0.0722(9) 0.0134(6) 0.0341(7) 0.0182(6)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C1 C6 108.70(11)
C2 C1 H1A 109.9
C6 C1 H1A 109.9
C2 C1 H1B 109.9
C6 C1 H1B 109.9
H1A C1 H1B 108.3
O1 C2 C3 113.84(11)
O1 C2 C1 110.76(11)
C3 C2 C1 110.04(11)
O1 C2 H2 107.3
C3 C2 H2 107.3
C1 C2 H2 107.3
O4 C3 C2 108.07(11)
O4 C3 C4 108.50(11)
C2 C3 C4 113.21(12)
O4 C3 H3 109.0
C2 C3 H3 109.0
C4 C3 H3 109.0
C3 C4 C5 112.89(11)
C3 C4 H4A 109.0
C5 C4 H4A 109.0
C3 C4 H4B 109.0
C5 C4 H4B 109.0
H4A C4 H4B 107.8
C4 C5 C6 117.49(11)
C4 C5 H5A 107.9
C6 C5 H5A 107.9
C4 C5 H5B 107.9
C6 C5 H5B 107.9
H5A C5 H5B 107.2
C1 C6 C5 105.95(11)
C1 C6 C7 106.52(11)
C5 C6 C7 109.84(11)
C1 C6 C11 113.79(11)
C5 C6 C11 109.62(11)
C7 C6 C11 110.94(10)
O2 C7 C8 105.51(10)
O2 C7 C14 107.14(11)
C8 C7 C14 109.25(12)
O2 C7 C6 108.40(10)
C8 C7 C6 108.14(11)
C14 C7 C6 117.73(11)
O3 C8 C9 123.51(14)
O3 C8 C7 122.39(14)
C9 C8 C7 114.09(12)
C8 C9 C10 112.82(12)
C8 C9 H9A 109.0
C10 C9 H9A 109.0
C8 C9 H9B 109.0
C10 C9 H9B 109.0
H9A C9 H9B 107.8
C11 C10 C9 114.32(13)
C11 C10 H10A 108.7
C9 C10 H10A 108.7
C11 C10 H10B 108.7
C9 C10 H10B 108.7
H10A C10 H10B 107.6
C10 C11 C12 109.19(12)
C10 C11 C13 107.39(13)
C12 C11 C13 105.27(13)
C10 C11 C6 108.45(11)
C12 C11 C6 114.72(12)
C13 C11 C6 111.55(11)
C11 C12 H12A 109.5
C11 C12 H12B 109.5
H12A C12 H12B 109.5
C11 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C11 C13 H13A 109.5
C11 C13 H13B 109.5
H13A C13 H13B 109.5
C11 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C7 C14 H14A 109.5
C7 C14 H14B 109.5
H14A C14 H14B 109.5
C7 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
O5 C15 O4 123.38(14)
O5 C15 C16 125.16(14)
O4 C15 C16 111.45(13)
C15 C16 H16A 109.5
C15 C16 H16B 109.5
H16A C16 H16B 109.5
C15 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
C18 C17 C22 108.37(12)
C18 C17 H17A 110.0
C22 C17 H17A 110.0
C18 C17 H17B 110.0
C22 C17 H17B 110.0
H17A C17 H17B 108.4
O6 C18 C19 113.79(13)
O6 C18 C17 110.72(12)
C19 C18 C17 110.03(12)
O6 C18 H18 107.3
C19 C18 H18 107.3
C17 C18 H18 107.3
O9 C19 C18 106.92(12)
O9 C19 C20 110.85(13)
C18 C19 C20 113.42(12)
O9 C19 H19 108.5
C18 C19 H19 108.5
C20 C19 H19 108.5
C19 C20 C21 111.21(13)
C19 C20 H20A 109.4
C21 C20 H20A 109.4
C19 C20 H20B 109.4
C21 C20 H20B 109.4
H20A C20 H20B 108.0
C20 C21 C22 117.47(11)
C20 C21 H21A 107.9
C22 C21 H21A 107.9
C20 C21 H21B 107.9
C22 C21 H21B 107.9
H21A C21 H21B 107.2
C17 C22 C21 106.46(11)
C17 C22 C23 106.88(11)
C21 C22 C23 109.25(11)
C17 C22 C27 113.85(11)
C21 C22 C27 108.92(11)
C23 C22 C27 111.30(11)
O7 C23 C24 105.46(11)
O7 C23 C30 106.60(11)
C24 C23 C30 110.33(12)
O7 C23 C22 107.89(11)
C24 C23 C22 106.29(11)
C30 C23 C22 119.44(13)
O8 C24 C25 123.83(14)
O8 C24 C23 123.03(14)
C25 C24 C23 113.09(13)
C24 C25 C26 110.85(13)
C24 C25 H25A 109.5
C26 C25 H25A 109.5
C24 C25 H25B 109.5
C26 C25 H25B 109.5
H25A C25 H25B 108.1
C25 C26 C27 114.83(13)
C25 C26 H26A 108.6
C27 C26 H26A 108.6
C25 C26 H26B 108.6
C27 C26 H26B 108.6
H26A C26 H26B 107.5
C28 C27 C26 109.36(13)
C28 C27 C29 105.46(13)
C26 C27 C29 107.34(13)
C28 C27 C22 114.36(12)
C26 C27 C22 108.75(12)
C29 C27 C22 111.32(12)
C27 C28 H28A 109.5
C27 C28 H28B 109.5
H28A C28 H28B 109.5
C27 C28 H28C 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
C27 C29 H29A 109.5
C27 C29 H29B 109.5
H29A C29 H29B 109.5
C27 C29 H29C 109.5
H29A C29 H29C 109.5
H29B C29 H29C 109.5
C23 C30 H30A 109.5
C23 C30 H30B 109.5
H30A C30 H30B 109.5
C23 C30 H30C 109.5
H30A C30 H30C 109.5
H30B C30 H30C 109.5
O10 C31 O9 123.75(15)
O10 C31 C32 125.23(15)
O9 C31 C32 111.03(14)
C31 C32 H32A 109.5
C31 C32 H32B 109.5
H32A C32 H32B 109.5
C31 C32 H32C 109.5
H32A C32 H32C 109.5
H32B C32 H32C 109.5
C2 O1 O2 108.31(9)
C7 O2 O1 106.73(9)
C15 O4 C3 117.05(11)
C18 O6 O7 108.57(10)
C23 O7 O6 107.63(10)
C31 O9 C19 117.18(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.5262(19)
C1 C6 1.5296(18)
C1 H1A 0.9900
C1 H1B 0.9900
C2 O1 1.4332(17)
C2 C3 1.5089(19)
C2 H2 1.0000
C3 O4 1.4545(17)
C3 C4 1.5226(19)
C3 H3 1.0000
C4 C5 1.539(2)
C4 H4A 0.9900
C4 H4B 0.9900
C5 C6 1.5582(18)
C5 H5A 0.9900
C5 H5B 0.9900
C6 C7 1.5757(17)
C6 C11 1.5778(18)
C7 O2 1.4422(16)
C7 C8 1.525(2)
C7 C14 1.5385(19)
C8 O3 1.2110(18)
C8 C9 1.511(2)
C9 C10 1.547(2)
C9 H9A 0.9900
C9 H9B 0.9900
C10 C11 1.539(2)
C10 H10A 0.9900
C10 H10B 0.9900
C11 C12 1.540(2)
C11 C13 1.546(2)
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
C13 H13A 0.9800
C13 H13B 0.9800
C13 H13C 0.9800
C14 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
C15 O5 1.200(2)
C15 O4 1.3447(18)
C15 C16 1.494(2)
C16 H16A 0.9800
C16 H16B 0.9800
C16 H16C 0.9800
C17 C18 1.522(2)
C17 C22 1.5309(19)
C17 H17A 0.9900
C17 H17B 0.9900
C18 O6 1.4369(18)
C18 C19 1.508(2)
C18 H18 1.0000
C19 O9 1.4581(18)
C19 C20 1.513(2)
C19 H19 1.0000
C20 C21 1.546(2)
C20 H20A 0.9900
C20 H20B 0.9900
C21 C22 1.5604(19)
C21 H21A 0.9900
C21 H21B 0.9900
C22 C23 1.5802(18)
C22 C27 1.5826(19)
C23 O7 1.4403(17)
C23 C24 1.520(2)
C23 C30 1.542(2)
C24 O8 1.213(2)
C24 C25 1.512(2)
C25 C26 1.538(2)
C25 H25A 0.9900
C25 H25B 0.9900
C26 C27 1.540(2)
C26 H26A 0.9900
C26 H26B 0.9900
C27 C28 1.537(2)
C27 C29 1.544(2)
C28 H28A 0.9800
C28 H28B 0.9800
C28 H28C 0.9800
C29 H29A 0.9800
C29 H29B 0.9800
C29 H29C 0.9800
C30 H30A 0.9800
C30 H30B 0.9800
C30 H30C 0.9800
C31 O10 1.202(2)
C31 O9 1.3379(19)
C31 C32 1.501(2)
C32 H32A 0.9800
C32 H32B 0.9800
C32 H32C 0.9800
O1 O2 1.4702(14)
O6 O7 1.4742(14)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C6 C1 C2 O1 58.18(14)
C6 C1 C2 C3 -68.57(14)
O1 C2 C3 O4 51.16(15)
C1 C2 C3 O4 176.16(10)
O1 C2 C3 C4 -69.04(15)
C1 C2 C3 C4 55.96(15)
O4 C3 C4 C5 -160.94(11)
C2 C3 C4 C5 -40.99(17)
C3 C4 C5 C6 39.92(17)
C2 C1 C6 C5 62.75(14)
C2 C1 C6 C7 -54.18(14)
C2 C1 C6 C11 -176.74(11)
C4 C5 C6 C1 -50.37(15)
C4 C5 C6 C7 64.31(15)
C4 C5 C6 C11 -173.55(11)
C1 C6 C7 O2 61.51(13)
C5 C6 C7 O2 -52.81(14)
C11 C6 C7 O2 -174.16(10)
C1 C6 C7 C8 175.44(11)
C5 C6 C7 C8 61.12(14)
C11 C6 C7 C8 -60.23(14)
C1 C6 C7 C14 -60.22(15)
C5 C6 C7 C14 -174.53(12)
C11 C6 C7 C14 64.11(16)
O2 C7 C8 O3 -8.94(18)
C14 C7 C8 O3 105.96(16)
C6 C7 C8 O3 -124.77(14)
O2 C7 C8 C9 172.18(11)
C14 C7 C8 C9 -72.93(15)
C6 C7 C8 C9 56.35(15)
O3 C8 C9 C10 130.21(16)
C7 C8 C9 C10 -50.92(17)
C8 C9 C10 C11 48.78(19)
C9 C10 C11 C12 73.66(16)
C9 C10 C11 C13 -172.68(13)
C9 C10 C11 C6 -52.00(17)
C1 C6 C11 C10 178.32(12)
C5 C6 C11 C10 -63.26(14)
C7 C6 C11 C10 58.22(14)
C1 C6 C11 C12 55.96(16)
C5 C6 C11 C12 174.38(12)
C7 C6 C11 C12 -64.13(15)
C1 C6 C11 C13 -63.61(16)
C5 C6 C11 C13 54.81(16)
C7 C6 C11 C13 176.29(13)
C22 C17 C18 O6 58.74(16)
C22 C17 C18 C19 -67.92(15)
O6 C18 C19 O9 56.20(15)
C17 C18 C19 O9 -178.89(11)
O6 C18 C19 C20 -66.30(16)
C17 C18 C19 C20 58.61(16)
O9 C19 C20 C21 -164.50(12)
C18 C19 C20 C21 -44.20(17)
C19 C20 C21 C22 42.13(17)
C18 C17 C22 C21 61.38(14)
C18 C17 C22 C23 -55.29(15)
C18 C17 C22 C27 -178.60(12)
C20 C21 C22 C17 -50.84(16)
C20 C21 C22 C23 64.24(15)
C20 C21 C22 C27 -174.00(12)
C17 C22 C23 O7 61.51(14)
C21 C22 C23 O7 -53.30(14)
C27 C22 C23 O7 -173.62(11)
C17 C22 C23 C24 174.22(11)
C21 C22 C23 C24 59.42(14)
C27 C22 C23 C24 -60.90(14)
C17 C22 C23 C30 -60.29(16)
C21 C22 C23 C30 -175.09(12)
C27 C22 C23 C30 64.59(16)
O7 C23 C24 O8 -1.43(19)
C30 C23 C24 O8 113.31(17)
C22 C23 C24 O8 -115.81(15)
O7 C23 C24 C25 176.20(12)
C30 C23 C24 C25 -69.06(16)
C22 C23 C24 C25 61.82(16)
O8 C24 C25 C26 120.38(17)
C23 C24 C25 C26 -57.23(19)
C24 C25 C26 C27 51.0(2)
C25 C26 C27 C28 75.26(17)
C25 C26 C27 C29 -170.81(15)
C25 C26 C27 C22 -50.26(18)
C17 C22 C27 C28 53.91(16)
C21 C22 C27 C28 172.52(12)
C23 C22 C27 C28 -66.97(16)
C17 C22 C27 C26 176.45(12)
C21 C22 C27 C26 -64.93(15)
C23 C22 C27 C26 55.58(15)
C17 C22 C27 C29 -65.49(16)
C21 C22 C27 C29 53.13(16)
C23 C22 C27 C29 173.64(13)
C3 C2 O1 O2 60.36(13)
C1 C2 O1 O2 -64.26(13)
C8 C7 O2 O1 176.38(9)
C14 C7 O2 O1 60.04(12)
C6 C7 O2 O1 -67.97(12)
C2 O1 O2 C7 69.55(12)
O5 C15 O4 C3 -8.1(2)
C16 C15 O4 C3 170.93(13)
C2 C3 O4 C15 147.97(12)
C4 C3 O4 C15 -88.92(15)
C19 C18 O6 O7 60.81(14)
C17 C18 O6 O7 -63.73(15)
C24 C23 O7 O6 179.83(10)
C30 C23 O7 O6 62.53(13)
C22 C23 O7 O6 -66.90(12)
C18 O6 O7 C23 68.61(13)
O10 C31 O9 C19 1.8(2)
C32 C31 O9 C19 -177.74(14)
C18 C19 O9 C31 145.09(13)
C20 C19 O9 C31 -90.82(16)
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 29214401 ChemSpider
|
1501827.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501827.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501827
loop_
_publ_author_name
'Li, Hanxiang'
'Huang, Hongbo'
'Shao, Changlun'
'Huang, Huarong'
'Jiang, Jieyi'
'Zhu, Xun'
'Liu, Yayue'
'Liu, Lan'
'Lu, Yongjun'
'Li, Mengfeng'
'Lin, Yongcheng'
'She, Zhigang'
_publ_section_title
;
Cytotoxic norsesquiterpene peroxides from the endophytic fungus
Talaromyces flavus isolated from the mangrove plant Sonneratia apetala.
;
_journal_issue 5
_journal_name_full 'Journal of natural products'
_journal_page_first 1230
_journal_page_last 1235
_journal_paper_doi 10.1021/np200164k
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration ad
_chemical_formula_moiety 'C14 H22 O4 '
_chemical_formula_sum 'C14 H22 O4'
_chemical_formula_weight 254.32
_chemical_name_systematic
;
?
;
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 7.3125(2)
_cell_length_b 12.4303(5)
_cell_length_c 13.9596(7)
_cell_measurement_reflns_used 3128
_cell_measurement_temperature 123(2)
_cell_measurement_theta_max 61.68
_cell_measurement_theta_min 2.79
_cell_volume 1268.88(9)
_computing_cell_refinement 'Bruker FRAMBO'
_computing_data_collection 'Bruker FRAMBO'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 123(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type 'Xcalibur, Onyx, Nova'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator mirror
_diffrn_radiation_source 'Nova (Cu) X-ray Source'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0210
_diffrn_reflns_av_sigmaI/netI 0.0159
_diffrn_reflns_limit_h_max 8
_diffrn_reflns_limit_h_min -7
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_l_max 15
_diffrn_reflns_limit_l_min -12
_diffrn_reflns_number 6747
_diffrn_reflns_theta_full 63.10
_diffrn_reflns_theta_max 63.10
_diffrn_reflns_theta_min 6.83
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time 0
_diffrn_standards_number 0
_exptl_absorpt_coefficient_mu 0.785
_exptl_absorpt_correction_T_max 0.7443
_exptl_absorpt_correction_T_min 0.7045
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details SADABS
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.331
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 552
_exptl_crystal_size_max 0.48
_exptl_crystal_size_mid 0.46
_exptl_crystal_size_min 0.40
_refine_diff_density_max 0.147
_refine_diff_density_min -0.135
_refine_diff_density_rms 0.029
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.03(7)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.049
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 167
_refine_ls_number_reflns 1984
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.049
_refine_ls_R_factor_all 0.0265
_refine_ls_R_factor_gt 0.0258
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0352P)^2^+0.2769P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0661
_refine_ls_wR_factor_ref 0.0666
_reflns_number_gt 1939
_reflns_number_total 1984
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np200164k_si_004.cif
_cod_data_source_block 5
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P2(1)2(1)2(1)
_cod_database_code 1501827
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.5137(2) 0.79405(10) 0.81512(9) 0.0198(3) Uani 1 1 d .
H1A H 0.4497 0.7310 0.7876 0.024 Uiso 1 1 calc R
H1B H 0.6463 0.7856 0.8030 0.024 Uiso 1 1 calc R
C2 C 0.47866(19) 0.79947(11) 0.92237(9) 0.0199(3) Uani 1 1 d .
H2 H 0.5243 0.7306 0.9507 0.024 Uiso 1 1 calc R
C3 C 0.5889(2) 0.89063(11) 0.96771(9) 0.0226(3) Uani 1 1 d .
H3 H 0.7215 0.8720 0.9621 0.027 Uiso 1 1 calc R
C4 C 0.5591(2) 0.99942(11) 0.91878(10) 0.0266(3) Uani 1 1 d .
H4A H 0.6566 1.0497 0.9392 0.032 Uiso 1 1 calc R
H4B H 0.4404 1.0296 0.9398 0.032 Uiso 1 1 calc R
C5 C 0.5603(2) 0.99067(11) 0.80861(10) 0.0232(3) Uani 1 1 d .
H5A H 0.6882 0.9811 0.7871 0.028 Uiso 1 1 calc R
H5B H 0.5155 1.0594 0.7816 0.028 Uiso 1 1 calc R
C6 C 0.44392(19) 0.89816(11) 0.76683(9) 0.0175(3) Uani 1 1 d .
C7 C 0.23652(19) 0.91028(11) 0.79582(9) 0.0202(3) Uani 1 1 d .
C8 C 0.1174(2) 0.82582(12) 0.74590(10) 0.0246(3) Uani 1 1 d .
C9 C 0.1374(2) 0.82168(13) 0.63870(10) 0.0290(3) Uani 1 1 d .
H9A H 0.0925 0.8897 0.6103 0.035 Uiso 1 1 calc R
H9B H 0.0630 0.7619 0.6127 0.035 Uiso 1 1 calc R
C10 C 0.3381(2) 0.80502(12) 0.61205(10) 0.0247(3) Uani 1 1 d .
H10A H 0.3490 0.8058 0.5414 0.030 Uiso 1 1 calc R
H10B H 0.3767 0.7330 0.6346 0.030 Uiso 1 1 calc R
C11 C 0.4698(2) 0.88960(11) 0.65369(10) 0.0198(3) Uani 1 1 d .
C14 C 0.1466(2) 1.02075(12) 0.77911(11) 0.0304(4) Uani 1 1 d .
H14A H 0.0280 1.0231 0.8118 0.046 Uiso 1 1 calc R
H14B H 0.1286 1.0320 0.7103 0.046 Uiso 1 1 calc R
H14C H 0.2259 1.0775 0.8046 0.046 Uiso 1 1 calc R
C13 C 0.4424(2) 0.99752(12) 0.60107(10) 0.0271(3) Uani 1 1 d .
H13A H 0.4574 0.9866 0.5320 0.041 Uiso 1 1 calc R
H13B H 0.5333 1.0496 0.6237 0.041 Uiso 1 1 calc R
H13C H 0.3193 1.0249 0.6141 0.041 Uiso 1 1 calc R
C12 C 0.6645(2) 0.85247(13) 0.62788(11) 0.0295(4) Uani 1 1 d .
H12A H 0.6758 0.8466 0.5581 0.044 Uiso 1 1 calc R
H12B H 0.6882 0.7822 0.6572 0.044 Uiso 1 1 calc R
H12C H 0.7533 0.9050 0.6519 0.044 Uiso 1 1 calc R
O1 O 0.28595(14) 0.80322(8) 0.93854(7) 0.0256(2) Uani 1 1 d .
O2 O 0.21481(14) 0.90382(9) 0.89841(7) 0.0264(2) Uani 1 1 d .
O3 O 0.01264(15) 0.76800(10) 0.78959(8) 0.0368(3) Uani 1 1 d .
O4 O 0.54798(16) 0.90441(8) 1.06702(7) 0.0296(3) Uani 1 1 d .
H4 H 0.5639 0.8459 1.0959 0.044 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0241(7) 0.0175(7) 0.0177(7) -0.0002(5) -0.0013(6) 0.0013(6)
C2 0.0230(7) 0.0192(7) 0.0176(7) 0.0034(5) -0.0010(6) 0.0018(6)
C3 0.0298(8) 0.0235(7) 0.0144(6) 0.0003(6) -0.0031(6) -0.0002(6)
C4 0.0396(9) 0.0188(7) 0.0213(7) 0.0008(6) -0.0083(6) -0.0054(7)
C5 0.0292(8) 0.0206(7) 0.0199(7) 0.0039(6) -0.0054(6) -0.0054(6)
C6 0.0207(7) 0.0173(6) 0.0143(6) 0.0012(5) 0.0003(5) 0.0007(6)
C7 0.0235(7) 0.0243(7) 0.0127(6) 0.0004(6) 0.0007(5) 0.0017(6)
C8 0.0189(7) 0.0303(7) 0.0245(7) 0.0048(6) -0.0020(6) 0.0011(6)
C9 0.0289(8) 0.0368(8) 0.0214(7) -0.0022(7) -0.0042(6) -0.0086(7)
C10 0.0321(8) 0.0264(8) 0.0157(7) -0.0019(6) -0.0003(6) -0.0001(7)
C11 0.0225(7) 0.0223(7) 0.0144(6) 0.0018(5) 0.0013(6) -0.0001(6)
C14 0.0348(9) 0.0323(8) 0.0240(8) 0.0002(6) -0.0001(7) 0.0114(7)
C13 0.0349(8) 0.0289(8) 0.0176(7) 0.0069(6) -0.0006(6) -0.0013(7)
C12 0.0281(8) 0.0411(9) 0.0192(7) 0.0020(6) 0.0056(6) 0.0049(7)
O1 0.0282(6) 0.0285(6) 0.0201(5) 0.0088(4) 0.0011(4) -0.0024(4)
O2 0.0310(6) 0.0324(6) 0.0158(5) 0.0031(4) 0.0028(4) 0.0085(5)
O3 0.0296(6) 0.0496(7) 0.0313(6) 0.0141(5) -0.0044(5) -0.0139(5)
O4 0.0469(7) 0.0279(5) 0.0140(5) 0.0014(4) -0.0033(5) 0.0032(5)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C1 C6 109.68(11)
C2 C1 H1A 109.7
C6 C1 H1A 109.7
C2 C1 H1B 109.7
C6 C1 H1B 109.7
H1A C1 H1B 108.2
O1 C2 C1 108.86(11)
O1 C2 C3 115.52(12)
C1 C2 C3 110.60(11)
O1 C2 H2 107.2
C1 C2 H2 107.2
C3 C2 H2 107.2
O4 C3 C2 112.37(12)
O4 C3 C4 107.30(11)
C2 C3 C4 113.30(11)
O4 C3 H3 107.9
C2 C3 H3 107.9
C4 C3 H3 107.9
C3 C4 C5 112.46(12)
C3 C4 H4A 109.1
C5 C4 H4A 109.1
C3 C4 H4B 109.1
C5 C4 H4B 109.1
H4A C4 H4B 107.8
C4 C5 C6 115.21(11)
C4 C5 H5A 108.5
C6 C5 H5A 108.5
C4 C5 H5B 108.5
C6 C5 H5B 108.5
H5A C5 H5B 107.5
C5 C6 C1 106.07(11)
C5 C6 C7 111.21(11)
C1 C6 C7 106.59(11)
C5 C6 C11 111.00(11)
C1 C6 C11 109.70(11)
C7 C6 C11 112.01(11)
O2 C7 C8 110.54(11)
O2 C7 C14 98.80(11)
C8 C7 C14 107.43(11)
O2 C7 C6 110.80(11)
C8 C7 C6 111.38(11)
C14 C7 C6 117.19(12)
O3 C8 C9 122.71(14)
O3 C8 C7 122.39(13)
C9 C8 C7 114.89(12)
C8 C9 C10 109.88(12)
C8 C9 H9A 109.7
C10 C9 H9A 109.7
C8 C9 H9B 109.7
C10 C9 H9B 109.7
H9A C9 H9B 108.2
C9 C10 C11 114.61(12)
C9 C10 H10A 108.6
C11 C10 H10A 108.6
C9 C10 H10B 108.6
C11 C10 H10B 108.6
H10A C10 H10B 107.6
C12 C11 C10 106.59(12)
C12 C11 C13 105.62(12)
C10 C11 C13 109.45(11)
C12 C11 C6 111.20(11)
C10 C11 C6 110.20(11)
C13 C11 C6 113.47(11)
C7 C14 H14A 109.5
C7 C14 H14B 109.5
H14A C14 H14B 109.5
C7 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C11 C13 H13A 109.5
C11 C13 H13B 109.5
H13A C13 H13B 109.5
C11 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C11 C12 H12A 109.5
C11 C12 H12B 109.5
H12A C12 H12B 109.5
C11 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C2 O1 O2 108.52(9)
C7 O2 O1 112.82(9)
C3 O4 H4 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.5204(18)
C1 C6 1.5457(18)
C1 H1A 0.9900
C1 H1B 0.9900
C2 O1 1.4280(18)
C2 C3 1.5278(19)
C2 H2 1.0000
C3 O4 1.4286(16)
C3 C4 1.5305(19)
C3 H3 1.0000
C4 C5 1.5418(19)
C4 H4A 0.9900
C4 H4B 0.9900
C5 C6 1.5449(19)
C5 H5A 0.9900
C5 H5B 0.9900
C6 C7 1.5768(19)
C6 C11 1.5943(17)
C7 O2 1.4431(15)
C7 C8 1.532(2)
C7 C14 1.540(2)
C8 O3 1.2149(18)
C8 C9 1.504(2)
C9 C10 1.528(2)
C9 H9A 0.9900
C9 H9B 0.9900
C10 C11 1.540(2)
C10 H10A 0.9900
C10 H10B 0.9900
C11 C12 1.539(2)
C11 C13 1.5425(19)
C14 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
C13 H13A 0.9800
C13 H13B 0.9800
C13 H13C 0.9800
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
O1 O2 1.4656(14)
O4 H4 0.8400
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4 O1 0.84 2.51 3.1137(15) 129.6 4_567
O4 H4 O3 0.84 2.17 2.9438(15) 153.6 4_567
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C6 C1 C2 O1 63.83(14)
C6 C1 C2 C3 -64.11(14)
O1 C2 C3 O4 50.77(15)
C1 C2 C3 O4 174.97(11)
O1 C2 C3 C4 -71.06(16)
C1 C2 C3 C4 53.15(16)
O4 C3 C4 C5 -168.31(12)
C2 C3 C4 C5 -43.70(18)
C3 C4 C5 C6 46.68(18)
C4 C5 C6 C1 -55.54(16)
C4 C5 C6 C7 59.96(16)
C4 C5 C6 C11 -174.63(12)
C2 C1 C6 C5 63.40(14)
C2 C1 C6 C7 -55.20(14)
C2 C1 C6 C11 -176.66(11)
C5 C6 C7 O2 -62.60(14)
C1 C6 C7 O2 52.58(14)
C11 C6 C7 O2 172.56(10)
C5 C6 C7 C8 173.91(10)
C1 C6 C7 C8 -70.91(13)
C11 C6 C7 C8 49.07(15)
C5 C6 C7 C14 49.68(16)
C1 C6 C7 C14 164.85(12)
C11 C6 C7 C14 -75.17(14)
O2 C7 C8 O3 4.33(19)
C14 C7 C8 O3 -102.45(16)
C6 C7 C8 O3 127.97(15)
O2 C7 C8 C9 -176.90(12)
C14 C7 C8 C9 76.32(15)
C6 C7 C8 C9 -53.26(16)
O3 C8 C9 C10 -125.91(16)
C7 C8 C9 C10 55.32(17)
C8 C9 C10 C11 -55.87(17)
C9 C10 C11 C12 174.24(12)
C9 C10 C11 C13 -71.99(15)
C9 C10 C11 C6 53.46(16)
C5 C6 C11 C12 67.90(15)
C1 C6 C11 C12 -48.99(15)
C7 C6 C11 C12 -167.14(11)
C5 C6 C11 C10 -174.13(11)
C1 C6 C11 C10 68.98(14)
C7 C6 C11 C10 -49.16(15)
C5 C6 C11 C13 -51.00(16)
C1 C6 C11 C13 -167.88(12)
C7 C6 C11 C13 73.97(15)
C1 C2 O1 O2 -64.83(13)
C3 C2 O1 O2 60.28(13)
C8 C7 O2 O1 66.43(13)
C14 C7 O2 O1 178.86(10)
C6 C7 O2 O1 -57.54(13)
C2 O1 O2 C7 63.73(13)
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 29214914 ChemSpider
|
1501828.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501828.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501828
loop_
_publ_author_name
'Wei, Lu-Xia'
'Zhang, Hui-Xiang'
'Tan, Jian-Lin'
'Chu, Yan-Sheng'
'Li, Nan'
'Xue, Hua-Xi'
'Wang, Yan-Li'
'Niu, Xue-Mei'
'Zhang, Ying'
'Zhang, Ke-Qin'
_publ_section_title
;
Arthrobotrisins A-C, oligosporons from the nematode-trapping fungus
Arthrobotrys oligospora.
;
_journal_issue 6
_journal_name_full 'Journal of natural products'
_journal_page_first 1526
_journal_page_last 1530
_journal_paper_doi 10.1021/np200187z
_journal_volume 74
_journal_year 2011
_chemical_formula_sum 'C22 H33 O7'
_chemical_formula_weight 409.48
_chemical_name_systematic
;
?
;
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 93.20(2)
_cell_angle_gamma 90.00
_cell_formula_units_Z 2
_cell_length_a 7.726(13)
_cell_length_b 6.353(10)
_cell_length_c 23.42(4)
_cell_measurement_reflns_used 808
_cell_measurement_temperature 298(2)
_cell_measurement_theta_max 19.88
_cell_measurement_theta_min 2.61
_cell_volume 1148(3)
_computing_cell_refinement 'Bruker apex II'
_computing_data_collection 'Bruker apex II'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 298(2)
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.912
_diffrn_measurement_device_type 'CCD area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0528
_diffrn_reflns_av_sigmaI/netI 0.1155
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 8
_diffrn_reflns_limit_k_min -8
_diffrn_reflns_limit_l_max 31
_diffrn_reflns_limit_l_min -30
_diffrn_reflns_number 8256
_diffrn_reflns_theta_full 28.50
_diffrn_reflns_theta_max 28.50
_diffrn_reflns_theta_min 1.74
_exptl_absorpt_coefficient_mu 0.087
_exptl_absorpt_correction_T_max 0.9922
_exptl_absorpt_correction_T_min 0.9802
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details sadabs
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.185
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 442
_exptl_crystal_size_max 0.23
_exptl_crystal_size_mid 0.17
_exptl_crystal_size_min 0.09
_refine_diff_density_max 0.372
_refine_diff_density_min -0.228
_refine_diff_density_rms 0.051
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 3(2)
_refine_ls_extinction_coef 0.023(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 0.998
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 280
_refine_ls_number_reflns 4934
_refine_ls_number_restraints 4
_refine_ls_restrained_S_all 0.997
_refine_ls_R_factor_all 0.1500
_refine_ls_R_factor_gt 0.0714
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0758P)^2^+0.0200P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1497
_refine_ls_wR_factor_ref 0.1917
_reflns_number_gt 2530
_reflns_number_total 4934
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np200187z_si_002.cif
_cod_data_source_block 100913d_0m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P2(1)
_cod_database_code 1501828
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C6 C -0.2517(5) 0.5564(7) 0.83277(19) 0.0360(10) Uani 1 1 d .
H1 H -0.2156 0.5787 0.7938 0.043 Uiso 1 1 calc R
O4 O -0.1152(3) 0.4916(5) 0.87370(12) 0.0413(8) Uani 1 1 d .
C1 C -0.4206(5) 0.4431(8) 0.83691(17) 0.0385(11) Uani 1 1 d .
O1 O -0.5384(4) 0.5034(5) 0.79057(14) 0.0506(9) Uani 1 1 d .
H2 H -0.5434 0.6322 0.7887 0.076 Uiso 1 1 calc R
C2 C -0.5011(5) 0.4756(7) 0.89300(18) 0.0353(10) Uani 1 1 d .
O2 O -0.6477(4) 0.1316(5) 0.88987(14) 0.0448(8) Uani 1 1 d .
H3 H -0.5593 0.0855 0.9064 0.067 Uiso 1 1 calc R
C16' C -0.6644(6) 0.3541(7) 0.9025(2) 0.0439(12) Uani 1 1 d .
H4A H -0.6936 0.3705 0.9420 0.053 Uiso 1 1 calc R
H4B H -0.7588 0.4125 0.8784 0.053 Uiso 1 1 calc R
O3 O -0.3381(4) 0.9616(5) 0.93037(13) 0.0450(8) Uani 1 1 d .
H4 H -0.2714 1.0315 0.9512 0.067 Uiso 1 1 calc R
C3 C -0.4359(5) 0.6062(7) 0.93327(19) 0.0398(11) Uani 1 1 d .
H5 H -0.4928 0.6108 0.9672 0.048 Uiso 1 1 calc R
O5 O 0.0723(4) 0.8796(6) 0.90977(14) 0.0581(10) Uani 1 1 d .
H5A H 0.1534 0.9567 0.9026 0.087 Uiso 1 1 calc R
C4 C -0.2796(5) 0.7474(7) 0.92969(18) 0.0364(11) Uani 1 1 d .
O6 O 0.4558(4) 0.9381(6) 0.78526(14) 0.0533(9) Uani 1 1 d .
H6 H 0.3958 0.9794 0.8108 0.080 Uiso 1 1 calc R
C5 C -0.1804(5) 0.7078(7) 0.87555(17) 0.0324(9) Uani 1 1 d .
O7 O 0.8932(5) 0.2298(7) 0.9797(2) 0.0719(11) Uani 1 1 d D
C1' C -0.0499(5) 0.8710(7) 0.86081(18) 0.0392(11) Uani 1 1 d .
H8 H -0.1079 1.0076 0.8563 0.047 Uiso 1 1 calc R
C2' C 0.0483(5) 0.8261(7) 0.80837(18) 0.0374(11) Uani 1 1 d .
H9 H 0.0942 0.6914 0.8054 0.045 Uiso 1 1 calc R
C3' C 0.0766(5) 0.9591(8) 0.76556(18) 0.0411(11) Uani 1 1 d .
C13' C 0.0012(8) 1.1761(9) 0.7605(3) 0.0756(18) Uani 1 1 d .
H11A H -0.0605 1.2071 0.7940 0.113 Uiso 1 1 calc R
H11B H -0.0770 1.1835 0.7272 0.113 Uiso 1 1 calc R
H11C H 0.0928 1.2766 0.7571 0.113 Uiso 1 1 calc R
C4' C 0.1988(6) 0.8988(8) 0.72053(19) 0.0465(12) Uani 1 1 d .
H12 H 0.1695 0.8085 0.6903 0.056 Uiso 1 1 calc R
C5' C 0.3779(5) 1.0032(8) 0.73019(19) 0.0441(11) Uani 1 1 d .
H13 H 0.3654 1.1567 0.7292 0.053 Uiso 1 1 calc R
C6' C 0.4977(6) 0.9345(9) 0.68585(19) 0.0518(13) Uani 1 1 d .
H14 H 0.5113 0.7900 0.6817 0.062 Uiso 1 1 calc R
C7' C 0.5868(6) 1.0538(8) 0.6518(2) 0.0541(14) Uani 1 1 d .
C14' C 0.5819(8) 1.2922(9) 0.6519(3) 0.0767(19) Uani 1 1 d .
H16A H 0.5307 1.3405 0.6860 0.115 Uiso 1 1 calc R
H16B H 0.5141 1.3410 0.6189 0.115 Uiso 1 1 calc R
H16C H 0.6978 1.3461 0.6509 0.115 Uiso 1 1 calc R
C8' C 0.6983(7) 0.9578(10) 0.6078(2) 0.0645(15) Uani 1 1 d .
H17A H 0.6982 0.8060 0.6124 0.077 Uiso 1 1 calc R
H17B H 0.8166 1.0064 0.6149 0.077 Uiso 1 1 calc R
C9' C 0.6381(7) 1.0117(13) 0.5465(2) 0.093(2) Uani 1 1 d .
H18A H 0.5160 0.9776 0.5407 0.111 Uiso 1 1 calc R
H18B H 0.6508 1.1619 0.5407 0.111 Uiso 1 1 calc R
C10' C 0.7385(7) 0.8950(11) 0.5023(3) 0.0828(19) Uani 1 1 d .
H19 H 0.7509 0.7506 0.5076 0.099 Uiso 1 1 calc R
C11' C 0.8096(7) 0.9747(13) 0.4576(3) 0.0771(18) Uani 1 1 d .
C15' C 0.8104(10) 1.2044(15) 0.4434(3) 0.120(3) Uani 1 1 d .
H21A H 0.7735 1.2837 0.4754 0.179 Uiso 1 1 calc R
H21B H 0.7327 1.2302 0.4107 0.179 Uiso 1 1 calc R
H21C H 0.9255 1.2466 0.4350 0.179 Uiso 1 1 calc R
C12' C 0.9040(11) 0.8436(14) 0.4160(3) 0.127(3) Uani 1 1 d .
H22A H 0.8416 0.8458 0.3794 0.190 Uiso 1 1 calc R
H22B H 0.9126 0.7013 0.4297 0.190 Uiso 1 1 calc R
H22C H 1.0182 0.8999 0.4124 0.190 Uiso 1 1 calc R
H7AW H 0.848(15) 0.293(13) 0.950(2) 0.32(8) Uiso 1 1 d D
H7BW H 0.896(9) 0.291(9) 1.0119(13) 0.11(3) Uiso 1 1 d D
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C6 0.036(2) 0.039(3) 0.033(2) -0.0028(19) 0.008(2) -0.003(2)
O4 0.0352(15) 0.0397(18) 0.0493(19) -0.0012(15) 0.0064(14) 0.0017(14)
C1 0.032(2) 0.053(3) 0.030(2) -0.004(2) -0.0018(18) -0.004(2)
O1 0.0457(18) 0.055(2) 0.050(2) -0.0036(17) -0.0034(15) -0.0098(17)
C2 0.0251(18) 0.035(2) 0.046(3) -0.002(2) 0.0054(18) -0.007(2)
O2 0.0365(18) 0.048(2) 0.050(2) 0.0001(16) 0.0027(15) -0.0080(14)
C16' 0.040(2) 0.036(3) 0.056(3) -0.003(2) 0.005(2) -0.008(2)
O3 0.0381(16) 0.0396(19) 0.058(2) -0.0125(16) 0.0066(14) -0.0055(15)
C3 0.031(2) 0.047(3) 0.042(3) 0.002(2) 0.011(2) -0.001(2)
O5 0.0460(19) 0.084(3) 0.045(2) 0.0003(19) 0.0071(16) -0.0292(19)
C4 0.031(2) 0.034(3) 0.045(3) 0.000(2) 0.014(2) -0.006(2)
O6 0.0490(18) 0.065(2) 0.047(2) -0.0071(18) 0.0091(15) -0.0073(18)
C5 0.031(2) 0.032(2) 0.034(2) -0.0024(19) 0.0020(18) 0.0001(19)
O7 0.082(3) 0.064(3) 0.067(3) -0.015(3) -0.013(2) -0.014(2)
C1' 0.038(2) 0.040(3) 0.040(3) 0.000(2) 0.011(2) -0.006(2)
C2' 0.030(2) 0.037(3) 0.046(3) -0.001(2) 0.010(2) -0.0011(19)
C3' 0.038(2) 0.052(3) 0.034(2) 0.001(2) 0.0046(19) 0.003(2)
C13' 0.102(4) 0.054(4) 0.073(4) 0.020(3) 0.035(3) 0.028(3)
C4' 0.048(3) 0.060(3) 0.032(3) -0.013(2) 0.008(2) -0.006(2)
C5' 0.049(3) 0.045(3) 0.039(3) -0.004(2) 0.013(2) -0.006(2)
C6' 0.059(3) 0.050(3) 0.048(3) 0.001(2) 0.023(2) -0.002(3)
C7' 0.051(3) 0.064(4) 0.049(3) 0.001(3) 0.022(3) -0.006(3)
C14' 0.085(4) 0.074(5) 0.073(4) -0.002(3) 0.028(4) -0.020(3)
C8' 0.058(3) 0.076(4) 0.062(3) 0.003(3) 0.026(3) -0.002(3)
C9' 0.070(4) 0.155(7) 0.055(4) -0.007(4) 0.022(3) 0.015(5)
C10' 0.084(4) 0.091(5) 0.076(4) -0.016(4) 0.022(4) -0.005(4)
C11' 0.071(4) 0.105(5) 0.057(4) -0.004(4) 0.022(3) 0.000(4)
C15' 0.126(6) 0.137(8) 0.096(6) 0.038(6) 0.010(5) 0.030(6)
C12' 0.154(8) 0.150(8) 0.082(5) -0.010(5) 0.048(5) 0.036(6)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O4 C6 C5 60.2(3)
O4 C6 C1 115.2(4)
C5 C6 C1 124.3(4)
O4 C6 H1 115.1
C5 C6 H1 115.1
C1 C6 H1 115.1
C6 O4 C5 60.8(3)
O1 C1 C6 110.0(4)
O1 C1 C2 110.5(3)
C6 C1 C2 113.4(3)
C1 O1 H2 109.5
C3 C2 C1 123.1(4)
C3 C2 C16' 120.1(4)
C1 C2 C16' 116.8(4)
C16' O2 H3 109.5
O2 C16' C2 112.6(4)
O2 C16' H4A 109.1
C2 C16' H4A 109.1
O2 C16' H4B 109.1
C2 C16' H4B 109.1
H4A C16' H4B 107.8
C4 O3 H4 109.5
C2 C3 C4 127.0(4)
C2 C3 H5 116.5
C4 C3 H5 116.5
C1' O5 H5A 109.5
O3 C4 C3 108.0(3)
O3 C4 C5 109.6(3)
C3 C4 C5 112.6(4)
C5' O6 H6 109.5
O4 C5 C6 58.9(3)
O4 C5 C1' 113.9(3)
C6 C5 C1' 121.7(4)
O4 C5 C4 111.5(3)
C6 C5 C4 118.9(4)
C1' C5 C4 116.7(4)
H7AW O7 H7BW 119(3)
O5 C1' C5 105.2(3)
O5 C1' C2' 108.5(4)
C5 C1' C2' 115.6(4)
O5 C1' H8 109.1
C5 C1' H8 109.1
C2' C1' H8 109.1
C3' C2' C1' 127.0(4)
C3' C2' H9 116.5
C1' C2' H9 116.5
C2' C3' C13' 124.1(4)
C2' C3' C4' 120.0(4)
C13' C3' C4' 115.8(4)
C3' C13' H11A 109.5
C3' C13' H11B 109.5
H11A C13' H11B 109.5
C3' C13' H11C 109.5
H11A C13' H11C 109.5
H11B C13' H11C 109.5
C3' C4' C5' 112.4(4)
C3' C4' H12 123.8
C5' C4' H12 123.8
O6 C5' C6' 107.0(4)
O6 C5' C4' 109.4(4)
C6' C5' C4' 111.0(4)
O6 C5' H13 109.8
C6' C5' H13 109.8
C4' C5' H13 109.8
C7' C6' C5' 128.0(5)
C7' C6' H14 116.0
C5' C6' H14 116.0
C6' C7' C8' 121.1(5)
C6' C7' C14' 123.9(5)
C8' C7' C14' 114.9(5)
C7' C14' H16A 109.5
C7' C14' H16B 109.5
H16A C14' H16B 109.5
C7' C14' H16C 109.5
H16A C14' H16C 109.5
H16B C14' H16C 109.5
C7' C8' C9' 113.4(5)
C7' C8' H17A 108.9
C9' C8' H17A 108.9
C7' C8' H17B 108.9
C9' C8' H17B 108.9
H17A C8' H17B 107.7
C10' C9' C8' 113.1(6)
C10' C9' H18A 109.0
C8' C9' H18A 109.0
C10' C9' H18B 109.0
C8' C9' H18B 109.0
H18A C9' H18B 107.8
C11' C10' C9' 127.4(7)
C11' C10' H19 116.3
C9' C10' H19 116.3
C10' C11' C15' 124.2(7)
C10' C11' C12' 123.0(7)
C15' C11' C12' 112.9(6)
C11' C15' H21A 109.5
C11' C15' H21B 109.5
H21A C15' H21B 109.5
C11' C15' H21C 109.5
H21A C15' H21C 109.5
H21B C15' H21C 109.5
C11' C12' H22A 109.5
C11' C12' H22B 109.5
H22A C12' H22B 109.5
C11' C12' H22C 109.5
H22A C12' H22C 109.5
H22B C12' H22C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C6 O4 1.445(5)
C6 C5 1.473(6)
C6 C1 1.497(6)
C6 H1 0.9800
O4 C5 1.465(6)
C1 O1 1.429(5)
C1 C2 1.499(6)
O1 H2 0.8200
C2 C3 1.334(6)
C2 C16' 1.506(6)
O2 C16' 1.451(6)
O2 H3 0.8200
C16' H4A 0.9700
C16' H4B 0.9700
O3 C4 1.434(6)
O3 H4 0.8200
C3 C4 1.511(6)
C3 H5 0.9300
O5 C1' 1.445(5)
O5 H5A 0.8200
C4 C5 1.539(6)
O6 C5' 1.453(6)
O6 H6 0.8200
C5 C1' 1.500(6)
O7 H7AW 0.852(10)
O7 H7BW 0.849(10)
C1' C2' 1.507(6)
C1' H8 0.9800
C2' C3' 1.339(6)
C2' H9 0.9300
C3' C13' 1.498(7)
C3' C4' 1.504(6)
C13' H11A 0.9600
C13' H11B 0.9600
C13' H11C 0.9600
C4' C5' 1.540(6)
C4' H12 0.9300
C5' C6' 1.494(6)
C5' H13 0.9800
C6' C7' 1.322(6)
C6' H14 0.9300
C7' C8' 1.507(7)
C7' C14' 1.515(8)
C14' H16A 0.9600
C14' H16B 0.9600
C14' H16C 0.9600
C8' C9' 1.524(8)
C8' H17A 0.9700
C8' H17B 0.9700
C9' C10' 1.521(8)
C9' H18A 0.9700
C9' H18B 0.9700
C10' C11' 1.311(8)
C10' H19 0.9300
C11' C15' 1.496(11)
C11' C12' 1.502(9)
C15' H21A 0.9600
C15' H21B 0.9600
C15' H21C 0.9600
C12' H22A 0.9600
C12' H22B 0.9600
C12' H22C 0.9600
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O7 H7BW O5 0.849(10) 1.921(17) 2.758(7) 168(6) 2_647
O7 H7AW O4 0.852(10) 2.23(7) 2.985(7) 148(12) 1_655
O6 H6 O2 0.82 2.13 2.894(6) 154.3 1_665
O5 H5A O2 0.82 1.93 2.752(5) 176.5 1_665
O3 H4 O7 0.82 1.89 2.683(6) 164.0 1_465
O2 H3 O3 0.82 1.94 2.745(5) 168.7 1_545
O1 H2 O6 0.82 1.95 2.765(7) 177.4 1_455
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C1 C6 O4 C5 -116.6(4)
O4 C6 C1 O1 -173.5(3)
C5 C6 C1 O1 116.5(5)
O4 C6 C1 C2 62.2(5)
C5 C6 C1 C2 -7.8(6)
O1 C1 C2 C3 -118.8(5)
C6 C1 C2 C3 5.2(6)
O1 C1 C2 C16' 60.5(5)
C6 C1 C2 C16' -175.5(4)
C3 C2 C16' O2 -130.9(4)
C1 C2 C16' O2 49.8(5)
C1 C2 C3 C4 2.6(7)
C16' C2 C3 C4 -176.7(4)
C2 C3 C4 O3 113.7(5)
C2 C3 C4 C5 -7.6(6)
C6 O4 C5 C1' -113.9(4)
C6 O4 C5 C4 111.6(4)
C1 C6 C5 O4 101.8(5)
O4 C6 C5 C1' 100.5(4)
C1 C6 C5 C1' -157.7(4)
O4 C6 C5 C4 -99.0(4)
C1 C6 C5 C4 2.8(6)
O3 C4 C5 O4 178.8(3)
C3 C4 C5 O4 -60.8(4)
O3 C4 C5 C6 -115.8(4)
C3 C4 C5 C6 4.6(5)
O3 C4 C5 C1' 45.7(5)
C3 C4 C5 C1' 166.0(4)
O4 C5 C1' O5 -73.0(4)
C6 C5 C1' O5 -140.1(4)
C4 C5 C1' O5 59.0(5)
O4 C5 C1' C2' 46.6(5)
C6 C5 C1' C2' -20.4(6)
C4 C5 C1' C2' 178.7(4)
O5 C1' C2' C3' -109.5(5)
C5 C1' C2' C3' 132.7(5)
C1' C2' C3' C13' -5.0(8)
C1' C2' C3' C4' 171.2(4)
C2' C3' C4' C5' -101.1(5)
C13' C3' C4' C5' 75.5(6)
C3' C4' C5' O6 60.3(5)
C3' C4' C5' C6' 178.2(4)
O6 C5' C6' C7' -114.8(6)
C4' C5' C6' C7' 125.9(6)
C5' C6' C7' C8' -178.1(5)
C5' C6' C7' C14' -0.1(9)
C6' C7' C8' C9' 116.6(6)
C14' C7' C8' C9' -61.6(7)
C7' C8' C9' C10' -173.6(5)
C8' C9' C10' C11' -131.3(8)
C9' C10' C11' C15' 2.9(11)
C9' C10' C11' C12' -179.0(6)
|
1501829.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501829.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501829
loop_
_publ_author_name
'Cheng, Shi-Yie'
'Wang, Chao-Min'
'Hsu, Yuan-Man'
'Huang, Tsurng-Juhn'
'Chou, Shen-Chieh'
'Lin, En-Hung'
'Chou, Chang-Hung'
_publ_section_title
;
Oleanane-type triterpenoids from the leaves and twigs of Fatsia
polycarpa.
;
_journal_issue 8
_journal_name_full 'Journal of natural products'
_journal_page_first 1744
_journal_page_last 1750
_journal_paper_doi 10.1021/np2002435
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration unk
_chemical_formula_moiety 'C30 H46 O4'
_chemical_formula_sum 'C30 H46 O4'
_chemical_formula_weight 470.67
_chemical_name_systematic
;
?
;
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_Int_Tables_number 19
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_date 2010-05-28'
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 8.0495(3)
_cell_length_b 17.7248(6)
_cell_length_c 19.2463(7)
_cell_measurement_reflns_used 7352
_cell_measurement_temperature 110(2)
_cell_measurement_theta_max 29.2405
_cell_measurement_theta_min 2.9656
_cell_volume 2745.98(17)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
;
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 110(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.894
_diffrn_measurement_device_type 'CCD detector'
_diffrn_measurement_method '\w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0296
_diffrn_reflns_av_sigmaI/netI 0.0589
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 24
_diffrn_reflns_limit_k_min -24
_diffrn_reflns_limit_l_max 26
_diffrn_reflns_limit_l_min -13
_diffrn_reflns_number 14549
_diffrn_reflns_theta_full 26.00
_diffrn_reflns_theta_max 29.32
_diffrn_reflns_theta_min 2.97
_diffrn_source 'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu 0.073
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.73371
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET)
(compiled Aug 27 2009,17:19:36)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.138
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description parallelepiped
_exptl_crystal_F_000 1032
_exptl_crystal_size_max 0.58
_exptl_crystal_size_mid 0.42
_exptl_crystal_size_min 0.36
_refine_diff_density_max 0.284
_refine_diff_density_min -0.254
_refine_diff_density_rms 0.050
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack -0.2(10)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 0.934
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 331
_refine_ls_number_reflns 6412
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 0.934
_refine_ls_R_factor_all 0.0569
_refine_ls_R_factor_gt 0.0444
_refine_ls_shift/su_max 0.002
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0716P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1066
_refine_ls_wR_factor_ref 0.1109
_reflns_number_gt 5076
_reflns_number_total 6412
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np2002435_si_001.cif
_cod_data_source_block 3a,24-dihydroxyolean-11,13(18)-dien-28-oic_acid
_cod_database_code 1501829
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O -0.13695(18) 1.40936(8) 0.64961(7) 0.0194(3) Uani 1 1 d .
H1A H -0.210(3) 1.4340(15) 0.6454(14) 0.040(8) Uiso 1 1 d .
C1 C -0.2256(2) 1.27234(12) 0.73211(10) 0.0195(4) Uani 1 1 d .
H1B H -0.3096 1.2447 0.7597 0.023 Uiso 1 1 calc R
H1C H -0.1931 1.3178 0.7588 0.023 Uiso 1 1 calc R
O2 O 0.17416(19) 1.40576(8) 0.60982(8) 0.0218(3) Uani 1 1 d .
H2A H 0.109(4) 1.4213(16) 0.6275(15) 0.041(9) Uiso 1 1 d .
C2 C -0.3031(2) 1.29676(12) 0.66375(11) 0.0218(4) Uani 1 1 d .
H2B H -0.3994 1.3299 0.6734 0.026 Uiso 1 1 calc R
H2C H -0.3445 1.2517 0.6388 0.026 Uiso 1 1 calc R
O3 O 0.64847(17) 1.00184(8) 0.96482(8) 0.0254(3) Uani 1 1 d .
H3A H 0.693(3) 0.9709(15) 0.9426(14) 0.040(8) Uiso 1 1 d .
C3 C -0.1799(2) 1.33866(10) 0.61758(10) 0.0171(4) Uani 1 1 d .
H3B H -0.2336 1.3490 0.5717 0.021 Uiso 1 1 calc R
O4 O 0.43270(16) 0.97444(7) 0.89742(7) 0.0207(3) Uani 1 1 d .
C4 C -0.0177(2) 1.29452(10) 0.60518(10) 0.0153(4) Uani 1 1 d .
C5 C 0.0525(2) 1.26712(10) 0.67611(9) 0.0131(4) Uani 1 1 d .
H5A H 0.0747 1.3144 0.7029 0.016 Uiso 1 1 calc R
C6 C 0.2213(2) 1.22810(11) 0.67065(9) 0.0149(4) Uani 1 1 d .
H6A H 0.2949 1.2577 0.6397 0.018 Uiso 1 1 calc R
H6B H 0.2067 1.1774 0.6499 0.018 Uiso 1 1 calc R
C7 C 0.3029(2) 1.22035(10) 0.74254(9) 0.0128(4) Uani 1 1 d .
H7A H 0.4098 1.1932 0.7375 0.015 Uiso 1 1 calc R
H7B H 0.3274 1.2713 0.7610 0.015 Uiso 1 1 calc R
C8 C 0.1939(2) 1.17817(10) 0.79456(9) 0.0115(4) Uani 1 1 d .
C9 C 0.0165(2) 1.21276(10) 0.79448(9) 0.0133(4) Uani 1 1 d .
H9A H 0.0320 1.2656 0.8116 0.016 Uiso 1 1 calc R
C10 C -0.0713(2) 1.22152(10) 0.72229(10) 0.0144(4) Uani 1 1 d .
C11 C -0.0853(2) 1.17495(11) 0.84951(10) 0.0193(4) Uani 1 1 d .
H11A H -0.2029 1.1771 0.8456 0.023 Uiso 1 1 calc R
C12 C -0.0207(2) 1.13862(11) 0.90345(10) 0.0183(4) Uani 1 1 d .
H12A H -0.0945 1.1154 0.9354 0.022 Uiso 1 1 calc R
C13 C 0.1598(2) 1.13232(10) 0.91657(9) 0.0123(4) Uani 1 1 d .
C14 C 0.2608(2) 1.18636(10) 0.87184(9) 0.0114(4) Uani 1 1 d .
C15 C 0.4477(2) 1.16866(10) 0.87611(9) 0.0132(4) Uani 1 1 d .
H15A H 0.4735 1.1249 0.8460 0.016 Uiso 1 1 calc R
H15B H 0.5120 1.2125 0.8590 0.016 Uiso 1 1 calc R
C16 C 0.4984(2) 1.15098(10) 0.95059(9) 0.0134(4) Uani 1 1 d .
H16A H 0.4708 1.1945 0.9807 0.016 Uiso 1 1 calc R
H16B H 0.6201 1.1432 0.9526 0.016 Uiso 1 1 calc R
C17 C 0.4100(2) 1.08014(10) 0.97819(9) 0.0119(4) Uani 1 1 d .
C18 C 0.2249(2) 1.08192(10) 0.96073(9) 0.0113(3) Uani 1 1 d .
C19 C 0.1259(2) 1.02186(10) 0.99786(9) 0.0147(4) Uani 1 1 d .
H19A H 0.1595 0.9719 0.9796 0.018 Uiso 1 1 calc R
H19B H 0.0068 1.0290 0.9868 0.018 Uiso 1 1 calc R
C20 C 0.1464(2) 1.02143(10) 1.07747(9) 0.0153(4) Uani 1 1 d .
C21 C 0.3324(2) 1.01502(10) 1.09304(10) 0.0180(4) Uani 1 1 d .
H21A H 0.3497 1.0181 1.1439 0.022 Uiso 1 1 calc R
H21B H 0.3727 0.9651 1.0773 0.022 Uiso 1 1 calc R
C22 C 0.4340(2) 1.07632(10) 1.05779(9) 0.0148(4) Uani 1 1 d .
H22A H 0.5530 1.0676 1.0678 0.018 Uiso 1 1 calc R
H22B H 0.4032 1.1257 1.0781 0.018 Uiso 1 1 calc R
C23 C -0.0500(3) 1.23149(12) 0.55211(10) 0.0250(4) Uani 1 1 d .
H23A H -0.0938 1.2534 0.5091 0.037 Uiso 1 1 calc R
H23B H -0.1309 1.1958 0.5712 0.037 Uiso 1 1 calc R
H23C H 0.0542 1.2050 0.5422 0.037 Uiso 1 1 calc R
C24 C 0.1072(2) 1.34635(11) 0.56779(10) 0.0187(4) Uani 1 1 d .
H24A H 0.2001 1.3151 0.5503 0.022 Uiso 1 1 calc R
H24B H 0.0515 1.3691 0.5270 0.022 Uiso 1 1 calc R
C25 C -0.1264(3) 1.14444(12) 0.69371(12) 0.0232(5) Uani 1 1 d .
H25A H -0.166(3) 1.1111(12) 0.7332(11) 0.017(5) Uiso 1 1 d .
H25B H -0.048(4) 1.1220(18) 0.6663(17) 0.070(11) Uiso 1 1 d .
H25C H -0.225(3) 1.1483(12) 0.6622(12) 0.030(6) Uiso 1 1 d .
C26 C 0.1943(2) 1.09379(10) 0.77475(10) 0.0156(4) Uani 1 1 d .
H26A H 0.1532 1.0879 0.7271 0.023 Uiso 1 1 calc R
H26B H 0.1221 1.0659 0.8067 0.023 Uiso 1 1 calc R
H26C H 0.3077 1.0740 0.7779 0.023 Uiso 1 1 calc R
C27 C 0.2367(2) 1.26707(10) 0.90077(10) 0.0157(4) Uani 1 1 d .
H27A H 0.2795 1.2695 0.9484 0.024 Uiso 1 1 calc R
H27B H 0.1182 1.2797 0.9007 0.024 Uiso 1 1 calc R
H27C H 0.2971 1.3031 0.8715 0.024 Uiso 1 1 calc R
C28 C 0.4940(2) 1.01262(10) 0.94273(10) 0.0145(4) Uani 1 1 d .
C29 C 0.0705(3) 1.09332(11) 1.10813(11) 0.0242(4) Uani 1 1 d .
H29C H 0.0838 1.0929 1.1587 0.036 Uiso 1 1 calc R
H29D H -0.0479 1.0955 1.0965 0.036 Uiso 1 1 calc R
H29A H 0.1272 1.1375 1.0888 0.036 Uiso 1 1 calc R
C30 C 0.0520(2) 0.95355(11) 1.10655(11) 0.0210(4) Uani 1 1 d .
H30D H 0.0636 0.9524 1.1572 0.032 Uiso 1 1 calc R
H30A H 0.0976 0.9070 1.0867 0.032 Uiso 1 1 calc R
H30B H -0.0659 0.9578 1.0943 0.032 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0146(6) 0.0194(7) 0.0241(8) 0.0034(6) 0.0001(6) 0.0019(6)
C1 0.0096(9) 0.0270(10) 0.0221(10) 0.0096(9) 0.0021(8) -0.0004(8)
O2 0.0156(7) 0.0230(7) 0.0268(8) 0.0052(7) 0.0032(7) -0.0024(6)
C2 0.0103(9) 0.0280(10) 0.0271(11) 0.0132(9) -0.0017(8) -0.0006(8)
O3 0.0145(7) 0.0284(7) 0.0334(9) -0.0137(7) -0.0046(6) 0.0096(6)
C3 0.0138(9) 0.0199(9) 0.0176(10) 0.0041(8) -0.0045(8) -0.0007(7)
O4 0.0167(6) 0.0217(6) 0.0236(7) -0.0092(6) -0.0008(6) 0.0002(6)
C4 0.0136(9) 0.0178(8) 0.0144(9) 0.0028(8) -0.0001(8) -0.0011(7)
C5 0.0127(8) 0.0164(8) 0.0103(8) 0.0003(7) -0.0012(7) -0.0013(7)
C6 0.0139(9) 0.0190(9) 0.0118(8) 0.0031(8) 0.0028(7) 0.0005(7)
C7 0.0089(8) 0.0165(8) 0.0130(9) 0.0006(8) 0.0009(7) 0.0023(7)
C8 0.0114(8) 0.0121(8) 0.0110(8) 0.0010(7) -0.0013(7) -0.0001(7)
C9 0.0118(9) 0.0151(8) 0.0129(9) 0.0039(7) 0.0012(7) 0.0013(7)
C10 0.0112(8) 0.0176(8) 0.0143(9) 0.0031(8) -0.0005(7) -0.0009(7)
C11 0.0096(9) 0.0267(10) 0.0217(10) 0.0044(9) 0.0012(8) 0.0001(8)
C12 0.0119(9) 0.0259(9) 0.0171(10) 0.0067(9) 0.0048(8) -0.0016(8)
C13 0.0107(8) 0.0162(8) 0.0102(8) -0.0015(7) 0.0026(7) 0.0012(7)
C14 0.0082(8) 0.0155(8) 0.0104(8) 0.0023(7) 0.0015(7) 0.0013(6)
C15 0.0110(8) 0.0154(8) 0.0131(8) -0.0005(8) 0.0025(7) -0.0020(7)
C16 0.0092(8) 0.0162(8) 0.0149(9) -0.0001(8) -0.0028(7) -0.0023(7)
C17 0.0100(8) 0.0140(8) 0.0118(8) -0.0002(7) -0.0013(7) -0.0007(7)
C18 0.0105(8) 0.0163(8) 0.0071(8) -0.0036(8) 0.0014(7) 0.0001(7)
C19 0.0131(8) 0.0155(8) 0.0154(9) 0.0015(8) -0.0009(7) -0.0001(7)
C20 0.0169(9) 0.0155(8) 0.0136(9) 0.0000(8) 0.0019(8) 0.0000(7)
C21 0.0209(10) 0.0183(9) 0.0148(9) 0.0036(8) -0.0034(8) 0.0002(8)
C22 0.0134(8) 0.0172(8) 0.0139(9) -0.0009(8) -0.0011(8) -0.0013(7)
C23 0.0315(11) 0.0278(10) 0.0157(10) 0.0001(9) -0.0057(9) 0.0003(9)
C24 0.0188(10) 0.0223(9) 0.0148(9) 0.0065(8) 0.0005(8) 0.0016(8)
C25 0.0215(11) 0.0223(10) 0.0258(11) 0.0071(10) -0.0114(10) -0.0089(9)
C26 0.0169(9) 0.0142(8) 0.0157(9) -0.0001(8) -0.0034(8) -0.0011(7)
C27 0.0150(9) 0.0186(8) 0.0136(9) -0.0005(8) -0.0025(8) 0.0013(7)
C28 0.0128(8) 0.0139(8) 0.0167(9) 0.0013(8) 0.0025(7) -0.0007(7)
C29 0.0259(10) 0.0237(10) 0.0229(10) -0.0041(9) 0.0057(9) 0.0039(9)
C30 0.0214(10) 0.0243(9) 0.0174(9) 0.0053(9) -0.0013(8) -0.0020(8)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C3 O1 H1A 106(2)
C2 C1 C10 112.97(16)
C2 C1 H1B 109.0
C10 C1 H1B 109.0
C2 C1 H1C 109.0
C10 C1 H1C 109.0
H1B C1 H1C 107.8
C24 O2 H2A 107(2)
C1 C2 C3 112.09(15)
C1 C2 H2B 109.2
C3 C2 H2B 109.2
C1 C2 H2C 109.2
C3 C2 H2C 109.2
H2B C2 H2C 107.9
C28 O3 H3A 111(2)
O1 C3 C2 109.32(15)
O1 C3 C4 107.77(14)
C2 C3 C4 113.22(15)
O1 C3 H3B 108.8
C2 C3 H3B 108.8
C4 C3 H3B 108.8
C23 C4 C24 103.50(15)
C23 C4 C3 109.22(15)
C24 C4 C3 108.81(15)
C23 C4 C5 114.71(15)
C24 C4 C5 111.06(14)
C3 C4 C5 109.30(15)
C6 C5 C4 113.82(15)
C6 C5 C10 111.88(14)
C4 C5 C10 115.43(14)
C6 C5 H5A 104.8
C4 C5 H5A 104.8
C10 C5 H5A 104.8
C5 C6 C7 111.00(14)
C5 C6 H6A 109.4
C7 C6 H6A 109.4
C5 C6 H6B 109.4
C7 C6 H6B 109.4
H6A C6 H6B 108.0
C8 C7 C6 112.85(14)
C8 C7 H7A 109.0
C6 C7 H7A 109.0
C8 C7 H7B 109.0
C6 C7 H7B 109.0
H7A C7 H7B 107.8
C7 C8 C26 108.15(14)
C7 C8 C9 109.52(13)
C26 C8 C9 112.56(14)
C7 C8 C14 111.99(14)
C26 C8 C14 108.62(14)
C9 C8 C14 106.04(14)
C11 C9 C8 109.01(14)
C11 C9 C10 115.11(15)
C8 C9 C10 117.05(14)
C11 C9 H9A 104.8
C8 C9 H9A 104.8
C10 C9 H9A 104.8
C25 C10 C1 109.25(16)
C25 C10 C5 116.13(16)
C1 C10 C5 106.31(14)
C25 C10 C9 111.05(15)
C1 C10 C9 108.18(15)
C5 C10 C9 105.54(14)
C12 C11 C9 123.73(17)
C12 C11 H11A 118.1
C9 C11 H11A 118.1
C11 C12 C13 123.73(16)
C11 C12 H12A 118.1
C13 C12 H12A 118.1
C18 C13 C12 122.86(16)
C18 C13 C14 124.72(16)
C12 C13 C14 112.35(15)
C13 C14 C15 111.30(14)
C13 C14 C27 108.13(14)
C15 C14 C27 106.97(14)
C13 C14 C8 106.91(14)
C15 C14 C8 111.27(14)
C27 C14 C8 112.27(14)
C16 C15 C14 110.76(14)
C16 C15 H15A 109.5
C14 C15 H15A 109.5
C16 C15 H15B 109.5
C14 C15 H15B 109.5
H15A C15 H15B 108.1
C15 C16 C17 111.66(14)
C15 C16 H16A 109.3
C17 C16 H16A 109.3
C15 C16 H16B 109.3
C17 C16 H16B 109.3
H16A C16 H16B 107.9
C18 C17 C28 110.37(14)
C18 C17 C16 111.00(14)
C28 C17 C16 106.21(14)
C18 C17 C22 109.91(14)
C28 C17 C22 110.59(14)
C16 C17 C22 108.69(14)
C13 C18 C19 124.37(15)
C13 C18 C17 122.31(16)
C19 C18 C17 113.32(14)
C18 C19 C20 114.69(15)
C18 C19 H19A 108.6
C20 C19 H19A 108.6
C18 C19 H19B 108.6
C20 C19 H19B 108.6
H19A C19 H19B 107.6
C30 C20 C21 110.87(15)
C30 C20 C29 108.38(15)
C21 C20 C29 112.11(16)
C30 C20 C19 108.33(15)
C21 C20 C19 107.44(14)
C29 C20 C19 109.64(15)
C22 C21 C20 112.68(15)
C22 C21 H21A 109.1
C20 C21 H21A 109.1
C22 C21 H21B 109.1
C20 C21 H21B 109.1
H21A C21 H21B 107.8
C21 C22 C17 114.01(15)
C21 C22 H22A 108.8
C17 C22 H22A 108.8
C21 C22 H22B 108.8
C17 C22 H22B 108.8
H22A C22 H22B 107.6
C4 C23 H23A 109.5
C4 C23 H23B 109.5
H23A C23 H23B 109.5
C4 C23 H23C 109.5
H23A C23 H23C 109.5
H23B C23 H23C 109.5
O2 C24 C4 114.84(15)
O2 C24 H24A 108.6
C4 C24 H24A 108.6
O2 C24 H24B 108.6
C4 C24 H24B 108.6
H24A C24 H24B 107.5
C10 C25 H25A 109.9(11)
C10 C25 H25B 113(2)
H25A C25 H25B 113(2)
C10 C25 H25C 112.6(13)
H25A C25 H25C 104.3(17)
H25B C25 H25C 103(2)
C8 C26 H26A 109.5
C8 C26 H26B 109.5
H26A C26 H26B 109.5
C8 C26 H26C 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
C14 C27 H27A 109.5
C14 C27 H27B 109.5
H27A C27 H27B 109.5
C14 C27 H27C 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
O4 C28 O3 122.20(17)
O4 C28 C17 125.25(16)
O3 C28 C17 112.48(15)
C20 C29 H29C 109.5
C20 C29 H29D 109.5
H29C C29 H29D 109.5
C20 C29 H29A 109.5
H29C C29 H29A 109.5
H29D C29 H29A 109.5
C20 C30 H30D 109.5
C20 C30 H30A 109.5
H30D C30 H30A 109.5
C20 C30 H30B 109.5
H30D C30 H30B 109.5
H30A C30 H30B 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C3 1.439(2)
O1 H1A 0.74(3)
C1 C2 1.519(3)
C1 C10 1.546(3)
C1 H1B 0.9900
C1 H1C 0.9900
O2 C24 1.433(2)
O2 H2A 0.68(3)
C2 C3 1.525(3)
C2 H2B 0.9900
C2 H2C 0.9900
O3 C28 1.328(2)
O3 H3A 0.78(3)
C3 C4 1.540(2)
C3 H3B 1.0000
O4 C28 1.209(2)
C4 C23 1.536(3)
C4 C24 1.540(3)
C4 C5 1.555(2)
C5 C6 1.529(2)
C5 C10 1.561(2)
C5 H5A 1.0000
C6 C7 1.538(2)
C6 H6A 0.9900
C6 H6B 0.9900
C7 C8 1.527(2)
C7 H7A 0.9900
C7 H7B 0.9900
C8 C26 1.544(2)
C8 C9 1.554(2)
C8 C14 1.588(2)
C9 C11 1.498(3)
C9 C10 1.567(2)
C9 H9A 1.0000
C10 C25 1.538(3)
C11 C12 1.328(3)
C11 H11A 0.9500
C12 C13 1.479(2)
C12 H12A 0.9500
C13 C18 1.339(2)
C13 C14 1.523(2)
C14 C15 1.539(2)
C14 C27 1.547(2)
C15 C16 1.523(2)
C15 H15A 0.9900
C15 H15B 0.9900
C16 C17 1.538(2)
C16 H16A 0.9900
C16 H16B 0.9900
C17 C18 1.528(2)
C17 C28 1.535(2)
C17 C22 1.545(2)
C18 C19 1.509(2)
C19 C20 1.541(2)
C19 H19A 0.9900
C19 H19B 0.9900
C20 C30 1.529(3)
C20 C21 1.531(3)
C20 C29 1.531(2)
C21 C22 1.520(2)
C21 H21A 0.9900
C21 H21B 0.9900
C22 H22A 0.9900
C22 H22B 0.9900
C23 H23A 0.9800
C23 H23B 0.9800
C23 H23C 0.9800
C24 H24A 0.9900
C24 H24B 0.9900
C25 H25A 1.01(2)
C25 H25B 0.91(3)
C25 H25C 1.00(2)
C26 H26A 0.9800
C26 H26B 0.9800
C26 H26C 0.9800
C27 H27A 0.9800
C27 H27B 0.9800
C27 H27C 0.9800
C29 H29C 0.9800
C29 H29D 0.9800
C29 H29A 0.9800
C30 H30D 0.9800
C30 H30A 0.9800
C30 H30B 0.9800
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 26620757 ChemSpider
|
1501830.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501830.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501830
loop_
_publ_author_name
'Cheng, Shi-Yie'
'Wang, Chao-Min'
'Hsu, Yuan-Man'
'Huang, Tsurng-Juhn'
'Chou, Shen-Chieh'
'Lin, En-Hung'
'Chou, Chang-Hung'
_publ_section_title
;
Oleanane-type triterpenoids from the leaves and twigs of Fatsia
polycarpa.
;
_journal_issue 8
_journal_name_full 'Journal of natural products'
_journal_page_first 1744
_journal_page_last 1750
_journal_paper_doi 10.1021/np2002435
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration unk
_chemical_formula_moiety 'C30 H46 O3'
_chemical_formula_sum 'C30 H46 O3'
_chemical_formula_weight 454.67
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_Int_Tables_number 19
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_date 2010-05-28'
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 11.1004(2)
_cell_length_b 12.7518(3)
_cell_length_c 20.9205(4)
_cell_measurement_reflns_used 5807
_cell_measurement_temperature 110(2)
_cell_measurement_theta_max 29.0352
_cell_measurement_theta_min 3.1059
_cell_volume 2961.30(10)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
;
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 110(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.865
_diffrn_measurement_device_type 'CCD detector'
_diffrn_measurement_method '\w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0196
_diffrn_reflns_av_sigmaI/netI 0.0556
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_h_min -14
_diffrn_reflns_limit_k_max 8
_diffrn_reflns_limit_k_min -17
_diffrn_reflns_limit_l_max 28
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_number 10319
_diffrn_reflns_theta_full 26.00
_diffrn_reflns_theta_max 29.12
_diffrn_reflns_theta_min 3.12
_diffrn_source 'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu 0.064
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.99368
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET)
(compiled Aug 27 2009,17:19:36)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.020
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description parallelepiped
_exptl_crystal_F_000 1000
_exptl_crystal_size_max 0.62
_exptl_crystal_size_mid 0.50
_exptl_crystal_size_min 0.43
_platon_squeeze_details ' '
_refine_diff_density_max 0.421
_refine_diff_density_min -0.340
_refine_diff_density_rms 0.062
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack -0.5(14)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.009
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 306
_refine_ls_number_reflns 6419
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.009
_refine_ls_R_factor_all 0.0616
_refine_ls_R_factor_gt 0.0519
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1022P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1487
_refine_ls_wR_factor_ref 0.1534
_reflns_number_gt 5164
_reflns_number_total 6419
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np2002435_si_002.cif
_cod_data_source_block 3a-hydroxyolean-11,13(18)-dien-28-oic_acid
_cod_database_code 1501830
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.05109(15) 0.16464(15) 0.06769(8) 0.0198(4) Uani 1 1 d .
H1A H 0.072(3) 0.225(3) 0.0510(18) 0.050(11) Uiso 1 1 d .
O2 O 0.48386(14) -0.05030(15) 0.46628(8) 0.0217(4) Uani 1 1 d .
H2A H 0.477(5) -0.095(4) 0.498(3) 0.105(18) Uiso 1 1 d .
O3 O 0.66642(17) -0.11927(16) 0.47310(9) 0.0335(5) Uani 1 1 d .
C1 C 0.11101(19) 0.25893(17) 0.19461(11) 0.0146(5) Uani 1 1 d .
H1B H 0.1768 0.2578 0.1627 0.018 Uiso 1 1 calc R
H1C H 0.1221 0.3220 0.2216 0.018 Uiso 1 1 calc R
C2 C -0.0108(2) 0.26736(19) 0.15937(11) 0.0170(5) Uani 1 1 d .
H2B H -0.0761 0.2764 0.1911 0.020 Uiso 1 1 calc R
H2C H -0.0099 0.3301 0.1315 0.020 Uiso 1 1 calc R
C3 C -0.03649(19) 0.17100(18) 0.11907(11) 0.0152(5) Uani 1 1 d .
H3A H -0.1186 0.1783 0.0999 0.018 Uiso 1 1 calc R
C4 C -0.03237(19) 0.06866(18) 0.15830(11) 0.0149(4) Uani 1 1 d .
C5 C 0.08908(18) 0.06405(17) 0.19421(10) 0.0120(4) Uani 1 1 d .
H5A H 0.1512 0.0651 0.1596 0.014 Uiso 1 1 calc R
C6 C 0.11178(19) -0.03815(18) 0.22964(11) 0.0152(5) Uani 1 1 d .
H6A H 0.0856 -0.0978 0.2027 0.018 Uiso 1 1 calc R
H6B H 0.0636 -0.0392 0.2695 0.018 Uiso 1 1 calc R
C7 C 0.24657(19) -0.05057(17) 0.24621(11) 0.0142(4) Uani 1 1 d .
H7A H 0.2585 -0.1171 0.2698 0.017 Uiso 1 1 calc R
H7B H 0.2939 -0.0545 0.2062 0.017 Uiso 1 1 calc R
C8 C 0.29324(18) 0.04048(17) 0.28683(10) 0.0120(4) Uani 1 1 d .
C9 C 0.25743(18) 0.14576(16) 0.25531(10) 0.0113(4) Uani 1 1 d .
H9A H 0.3012 0.1464 0.2135 0.014 Uiso 1 1 calc R
C10 C 0.12080(18) 0.16042(17) 0.23706(10) 0.0120(4) Uani 1 1 d .
C11 C 0.31209(19) 0.23470(18) 0.29304(11) 0.0146(5) Uani 1 1 d .
H11A H 0.2762 0.3022 0.2899 0.018 Uiso 1 1 calc R
C12 C 0.4086(2) 0.22306(19) 0.33063(11) 0.0160(5) Uani 1 1 d .
H12A H 0.4370 0.2825 0.3535 0.019 Uiso 1 1 calc R
C13 C 0.47316(19) 0.12316(18) 0.33851(11) 0.0147(5) Uani 1 1 d .
C14 C 0.43702(18) 0.04011(18) 0.28966(10) 0.0133(4) Uani 1 1 d .
C15 C 0.4839(2) -0.06911(19) 0.30814(11) 0.0183(5) Uani 1 1 d .
H15A H 0.4327 -0.0984 0.3425 0.022 Uiso 1 1 calc R
H15B H 0.4782 -0.1163 0.2707 0.022 Uiso 1 1 calc R
C16 C 0.6146(2) -0.0647(2) 0.33103(11) 0.0193(5) Uani 1 1 d .
H16A H 0.6661 -0.0389 0.2958 0.023 Uiso 1 1 calc R
H16B H 0.6416 -0.1364 0.3421 0.023 Uiso 1 1 calc R
C17 C 0.63072(19) 0.0071(2) 0.38951(11) 0.0174(5) Uani 1 1 d .
C18 C 0.55456(19) 0.10623(18) 0.38533(11) 0.0151(5) Uani 1 1 d .
C19 C 0.5801(2) 0.18188(19) 0.43979(11) 0.0166(5) Uani 1 1 d .
H19A H 0.5520 0.1498 0.4802 0.020 Uiso 1 1 calc R
H19B H 0.5325 0.2466 0.4328 0.020 Uiso 1 1 calc R
C20 C 0.7134(2) 0.2122(2) 0.44736(12) 0.0204(5) Uani 1 1 d .
C21 C 0.7895(2) 0.1112(2) 0.45025(12) 0.0241(6) Uani 1 1 d .
H21A H 0.8759 0.1304 0.4502 0.029 Uiso 1 1 calc R
H21B H 0.7724 0.0744 0.4909 0.029 Uiso 1 1 calc R
C22 C 0.76499(19) 0.0366(2) 0.39453(12) 0.0204(5) Uani 1 1 d .
H22A H 0.8133 -0.0279 0.4003 0.024 Uiso 1 1 calc R
H22B H 0.7909 0.0703 0.3542 0.024 Uiso 1 1 calc R
C23 C -0.0438(2) -0.02484(19) 0.11244(12) 0.0186(5) Uani 1 1 d .
H23A H 0.0257 -0.0262 0.0836 0.028 Uiso 1 1 calc R
H23B H -0.1180 -0.0179 0.0874 0.028 Uiso 1 1 calc R
H23C H -0.0465 -0.0901 0.1371 0.028 Uiso 1 1 calc R
C24 C -0.14517(19) 0.0641(2) 0.20148(12) 0.0202(5) Uani 1 1 d .
H24A H -0.2178 0.0674 0.1749 0.030 Uiso 1 1 calc R
H24B H -0.1443 0.1236 0.2311 0.030 Uiso 1 1 calc R
H24C H -0.1449 -0.0016 0.2258 0.030 Uiso 1 1 calc R
C25 C 0.0415(2) 0.17511(19) 0.29672(11) 0.0175(5) Uani 1 1 d .
H25A H -0.0427 0.1840 0.2837 0.026 Uiso 1 1 calc R
H25B H 0.0681 0.2374 0.3202 0.026 Uiso 1 1 calc R
H25C H 0.0486 0.1133 0.3243 0.026 Uiso 1 1 calc R
C26 C 0.24384(19) 0.02852(18) 0.35521(10) 0.0138(4) Uani 1 1 d .
H26A H 0.1556 0.0286 0.3541 0.021 Uiso 1 1 calc R
H26B H 0.2722 0.0871 0.3816 0.021 Uiso 1 1 calc R
H26C H 0.2723 -0.0377 0.3735 0.021 Uiso 1 1 calc R
C27 C 0.49477(19) 0.0694(2) 0.22450(10) 0.0187(5) Uani 1 1 d .
H27A H 0.5827 0.0682 0.2285 0.028 Uiso 1 1 calc R
H27B H 0.4685 0.1398 0.2119 0.028 Uiso 1 1 calc R
H27C H 0.4695 0.0187 0.1919 0.028 Uiso 1 1 calc R
C28 C 0.5965(2) -0.0595(2) 0.44750(11) 0.0193(5) Uani 1 1 d .
C29 C 0.7520(3) 0.2813(2) 0.39133(13) 0.0286(6) Uani 1 1 d .
H29A H 0.7024 0.3449 0.3905 0.043 Uiso 1 1 calc R
H29D H 0.7415 0.2427 0.3512 0.043 Uiso 1 1 calc R
H29B H 0.8369 0.3007 0.3963 0.043 Uiso 1 1 calc R
C30 C 0.7280(2) 0.2734(2) 0.50980(12) 0.0256(6) Uani 1 1 d .
H30D H 0.6795 0.3376 0.5079 0.038 Uiso 1 1 calc R
H30A H 0.8129 0.2918 0.5158 0.038 Uiso 1 1 calc R
H30B H 0.7008 0.2300 0.5457 0.038 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0248(9) 0.0211(9) 0.0135(8) -0.0011(8) 0.0023(7) -0.0048(8)
O2 0.0177(8) 0.0282(10) 0.0194(8) 0.0090(8) 0.0022(6) -0.0036(8)
O3 0.0316(10) 0.0377(12) 0.0310(10) 0.0160(9) 0.0050(8) 0.0157(9)
C1 0.0160(10) 0.0102(10) 0.0176(11) -0.0033(9) -0.0027(9) 0.0009(9)
C2 0.0165(11) 0.0155(11) 0.0191(11) -0.0007(10) -0.0020(9) 0.0007(9)
C3 0.0131(10) 0.0164(11) 0.0162(11) -0.0014(10) -0.0025(8) -0.0005(9)
C4 0.0143(10) 0.0147(11) 0.0158(10) -0.0005(10) -0.0012(8) -0.0004(10)
C5 0.0119(9) 0.0124(10) 0.0117(10) 0.0012(9) 0.0018(8) -0.0004(9)
C6 0.0174(11) 0.0119(11) 0.0162(11) -0.0008(9) -0.0016(8) -0.0034(9)
C7 0.0147(10) 0.0095(10) 0.0184(11) -0.0013(9) -0.0008(8) 0.0009(9)
C8 0.0126(9) 0.0115(10) 0.0118(10) 0.0000(9) 0.0002(8) 0.0011(9)
C9 0.0111(9) 0.0111(10) 0.0117(10) -0.0014(9) 0.0002(8) -0.0011(9)
C10 0.0106(10) 0.0111(10) 0.0142(10) 0.0003(9) 0.0005(8) -0.0009(9)
C11 0.0177(10) 0.0108(10) 0.0154(11) -0.0004(10) -0.0011(9) -0.0023(9)
C12 0.0180(11) 0.0146(11) 0.0154(11) -0.0005(9) -0.0013(9) -0.0053(10)
C13 0.0147(10) 0.0153(11) 0.0142(10) 0.0004(9) 0.0030(8) -0.0035(9)
C14 0.0127(9) 0.0154(11) 0.0117(10) -0.0015(9) -0.0003(8) 0.0000(9)
C15 0.0197(11) 0.0186(11) 0.0166(11) -0.0023(10) -0.0009(9) 0.0015(10)
C16 0.0188(11) 0.0232(12) 0.0160(11) -0.0031(11) -0.0001(8) 0.0071(11)
C17 0.0142(10) 0.0219(12) 0.0160(11) 0.0021(10) 0.0015(9) -0.0006(10)
C18 0.0146(10) 0.0154(11) 0.0152(10) 0.0004(10) 0.0032(8) -0.0035(9)
C19 0.0185(11) 0.0183(11) 0.0130(10) 0.0011(10) 0.0004(9) -0.0018(10)
C20 0.0201(11) 0.0251(13) 0.0160(11) 0.0011(11) -0.0018(9) -0.0036(10)
C21 0.0153(11) 0.0343(15) 0.0227(12) 0.0047(12) -0.0042(9) -0.0004(11)
C22 0.0130(10) 0.0276(13) 0.0206(12) 0.0020(11) 0.0009(9) 0.0026(10)
C23 0.0203(11) 0.0163(11) 0.0191(11) 0.0019(10) -0.0055(9) -0.0007(10)
C24 0.0140(10) 0.0244(12) 0.0221(12) 0.0001(11) -0.0013(9) -0.0055(10)
C25 0.0200(11) 0.0201(11) 0.0125(10) -0.0010(10) 0.0024(9) 0.0008(10)
C26 0.0142(10) 0.0147(10) 0.0123(10) 0.0006(9) 0.0011(8) -0.0008(9)
C27 0.0140(10) 0.0277(13) 0.0143(11) 0.0017(10) 0.0005(8) 0.0015(10)
C28 0.0220(11) 0.0184(12) 0.0175(11) -0.0007(11) -0.0010(9) -0.0013(11)
C29 0.0340(13) 0.0287(14) 0.0231(13) 0.0018(12) 0.0019(11) -0.0098(13)
C30 0.0262(13) 0.0305(14) 0.0202(13) -0.0005(12) -0.0080(10) -0.0069(12)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C3 O1 H1A 115(2)
C28 O2 H2A 104(4)
C10 C1 C2 113.17(18)
C10 C1 H1B 108.9
C2 C1 H1B 108.9
C10 C1 H1C 108.9
C2 C1 H1C 108.9
H1B C1 H1C 107.8
C3 C2 C1 111.95(18)
C3 C2 H2B 109.2
C1 C2 H2B 109.2
C3 C2 H2C 109.2
C1 C2 H2C 109.2
H2B C2 H2C 107.9
O1 C3 C2 109.31(18)
O1 C3 C4 109.08(18)
C2 C3 C4 112.58(18)
O1 C3 H3A 108.6
C2 C3 H3A 108.6
C4 C3 H3A 108.6
C23 C4 C3 108.79(18)
C23 C4 C5 110.28(18)
C3 C4 C5 108.48(17)
C23 C4 C24 105.60(18)
C3 C4 C24 108.60(18)
C5 C4 C24 114.93(18)
C6 C5 C4 114.49(18)
C6 C5 C10 110.94(17)
C4 C5 C10 116.50(17)
C6 C5 H5A 104.5
C4 C5 H5A 104.5
C10 C5 H5A 104.5
C5 C6 C7 110.98(17)
C5 C6 H6A 109.4
C7 C6 H6A 109.4
C5 C6 H6B 109.4
C7 C6 H6B 109.4
H6A C6 H6B 108.0
C8 C7 C6 112.03(18)
C8 C7 H7A 109.2
C6 C7 H7A 109.2
C8 C7 H7B 109.2
C6 C7 H7B 109.2
H7A C7 H7B 107.9
C7 C8 C26 108.69(18)
C7 C8 C9 109.56(17)
C26 C8 C9 112.98(18)
C7 C8 C14 110.91(17)
C26 C8 C14 108.73(17)
C9 C8 C14 105.96(16)
C11 C9 C8 109.01(17)
C11 C9 C10 115.13(17)
C8 C9 C10 116.97(17)
C11 C9 H9A 104.8
C8 C9 H9A 104.8
C10 C9 H9A 104.8
C25 C10 C1 109.12(18)
C25 C10 C5 115.62(18)
C1 C10 C5 107.13(17)
C25 C10 C9 111.64(17)
C1 C10 C9 107.70(16)
C5 C10 C9 105.24(16)
C12 C11 C9 123.1(2)
C12 C11 H11A 118.4
C9 C11 H11A 118.4
C11 C12 C13 123.5(2)
C11 C12 H12A 118.2
C13 C12 H12A 118.2
C18 C13 C12 123.1(2)
C18 C13 C14 123.4(2)
C12 C13 C14 113.46(19)
C13 C14 C15 111.82(18)
C13 C14 C27 108.22(18)
C15 C14 C27 107.42(18)
C13 C14 C8 106.59(17)
C15 C14 C8 110.53(17)
C27 C14 C8 112.30(17)
C16 C15 C14 111.54(19)
C16 C15 H15A 109.3
C14 C15 H15A 109.3
C16 C15 H15B 109.3
C14 C15 H15B 109.3
H15A C15 H15B 108.0
C15 C16 C17 112.44(18)
C15 C16 H16A 109.1
C17 C16 H16A 109.1
C15 C16 H16B 109.1
C17 C16 H16B 109.1
H16A C16 H16B 107.8
C18 C17 C28 111.62(19)
C18 C17 C16 112.55(19)
C28 C17 C16 105.78(19)
C18 C17 C22 109.72(19)
C28 C17 C22 108.80(19)
C16 C17 C22 108.22(18)
C13 C18 C19 124.6(2)
C13 C18 C17 123.1(2)
C19 C18 C17 112.36(19)
C18 C19 C20 114.60(19)
C18 C19 H19A 108.6
C20 C19 H19A 108.6
C18 C19 H19B 108.6
C20 C19 H19B 108.6
H19A C19 H19B 107.6
C29 C20 C30 109.3(2)
C29 C20 C19 109.6(2)
C30 C20 C19 108.5(2)
C29 C20 C21 111.0(2)
C30 C20 C21 109.6(2)
C19 C20 C21 108.8(2)
C22 C21 C20 113.1(2)
C22 C21 H21A 109.0
C20 C21 H21A 109.0
C22 C21 H21B 109.0
C20 C21 H21B 109.0
H21A C21 H21B 107.8
C21 C22 C17 112.12(19)
C21 C22 H22A 109.2
C17 C22 H22A 109.2
C21 C22 H22B 109.2
C17 C22 H22B 109.2
H22A C22 H22B 107.9
C4 C23 H23A 109.5
C4 C23 H23B 109.5
H23A C23 H23B 109.5
C4 C23 H23C 109.5
H23A C23 H23C 109.5
H23B C23 H23C 109.5
C4 C24 H24A 109.5
C4 C24 H24B 109.5
H24A C24 H24B 109.5
C4 C24 H24C 109.5
H24A C24 H24C 109.5
H24B C24 H24C 109.5
C10 C25 H25A 109.5
C10 C25 H25B 109.5
H25A C25 H25B 109.5
C10 C25 H25C 109.5
H25A C25 H25C 109.5
H25B C25 H25C 109.5
C8 C26 H26A 109.5
C8 C26 H26B 109.5
H26A C26 H26B 109.5
C8 C26 H26C 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
C14 C27 H27A 109.5
C14 C27 H27B 109.5
H27A C27 H27B 109.5
C14 C27 H27C 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
O3 C28 O2 122.2(2)
O3 C28 C17 122.7(2)
O2 C28 C17 115.1(2)
C20 C29 H29A 109.5
C20 C29 H29D 109.5
H29A C29 H29D 109.5
C20 C29 H29B 109.5
H29A C29 H29B 109.5
H29D C29 H29B 109.5
C20 C30 H30D 109.5
C20 C30 H30A 109.5
H30D C30 H30A 109.5
C20 C30 H30B 109.5
H30D C30 H30B 109.5
H30A C30 H30B 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C3 1.452(3)
O1 H1A 0.88(4)
O2 C28 1.316(3)
O2 H2A 0.88(6)
O3 C28 1.212(3)
C1 C10 1.542(3)
C1 C2 1.544(3)
C1 H1B 0.9900
C1 H1C 0.9900
C2 C3 1.517(3)
C2 H2B 0.9900
C2 H2C 0.9900
C3 C4 1.542(3)
C3 H3A 1.0000
C4 C23 1.536(3)
C4 C5 1.544(3)
C4 C24 1.545(3)
C5 C6 1.520(3)
C5 C10 1.561(3)
C5 H5A 1.0000
C6 C7 1.544(3)
C6 H6A 0.9900
C6 H6B 0.9900
C7 C8 1.529(3)
C7 H7A 0.9900
C7 H7B 0.9900
C8 C26 1.540(3)
C8 C9 1.548(3)
C8 C14 1.597(3)
C9 C11 1.509(3)
C9 C10 1.575(3)
C9 H9A 1.0000
C10 C25 1.539(3)
C11 C12 1.337(3)
C11 H11A 0.9500
C12 C13 1.471(3)
C12 H12A 0.9500
C13 C18 1.350(3)
C13 C14 1.525(3)
C14 C15 1.536(3)
C14 C27 1.552(3)
C15 C16 1.528(3)
C15 H15A 0.9900
C15 H15B 0.9900
C16 C17 1.538(3)
C16 H16A 0.9900
C16 H16B 0.9900
C17 C18 1.524(3)
C17 C28 1.529(3)
C17 C22 1.541(3)
C18 C19 1.520(3)
C19 C20 1.538(3)
C19 H19A 0.9900
C19 H19B 0.9900
C20 C29 1.528(4)
C20 C30 1.530(3)
C20 C21 1.541(4)
C21 C22 1.529(4)
C21 H21A 0.9900
C21 H21B 0.9900
C22 H22A 0.9900
C22 H22B 0.9900
C23 H23A 0.9800
C23 H23B 0.9800
C23 H23C 0.9800
C24 H24A 0.9800
C24 H24B 0.9800
C24 H24C 0.9800
C25 H25A 0.9800
C25 H25B 0.9800
C25 H25C 0.9800
C26 H26A 0.9800
C26 H26B 0.9800
C26 H26C 0.9800
C27 H27A 0.9800
C27 H27B 0.9800
C27 H27C 0.9800
C29 H29A 0.9800
C29 H29D 0.9800
C29 H29B 0.9800
C30 H30D 0.9800
C30 H30A 0.9800
C30 H30B 0.9800
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.011 -0.250 0.500 392 43 ' '
2 0.067 0.250 1.000 392 43 ' '
3 0.164 0.269 0.731 5 0 ' '
4 0.335 0.731 0.231 5 0 ' '
5 0.664 0.231 0.269 6 1 ' '
6 0.835 0.769 0.769 6 1 ' '
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 8941477
|
1501831.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501831.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501831
loop_
_publ_author_name
'Cheng, Shi-Yie'
'Wang, Chao-Min'
'Hsu, Yuan-Man'
'Huang, Tsurng-Juhn'
'Chou, Shen-Chieh'
'Lin, En-Hung'
'Chou, Chang-Hung'
_publ_section_title
;
Oleanane-type triterpenoids from the leaves and twigs of Fatsia
polycarpa.
;
_journal_issue 8
_journal_name_full 'Journal of natural products'
_journal_page_first 1744
_journal_page_last 1750
_journal_paper_doi 10.1021/np2002435
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration unk
_chemical_formula_moiety 'C30 H46 O3'
_chemical_formula_sum 'C30 H46 O3'
_chemical_formula_weight 454.67
_space_group_IT_number 1
_symmetry_cell_setting triclinic
_symmetry_Int_Tables_number 1
_symmetry_space_group_name_Hall 'P 1'
_symmetry_space_group_name_H-M 'P 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_date 2010-05-28'
_audit_creation_method SHELXL-97
_cell_angle_alpha 78.885(7)
_cell_angle_beta 81.171(7)
_cell_angle_gamma 63.150(8)
_cell_formula_units_Z 1
_cell_length_a 6.7903(6)
_cell_length_b 7.0914(5)
_cell_length_c 14.7228(13)
_cell_measurement_reflns_used 2639
_cell_measurement_temperature 110(2)
_cell_measurement_theta_max 29.1142
_cell_measurement_theta_min 2.8140
_cell_volume 618.86(10)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
;
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 110(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.855
_diffrn_measurement_device_type 'CCD detector'
_diffrn_measurement_method '\w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0412
_diffrn_reflns_av_sigmaI/netI 0.0711
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_k_max 8
_diffrn_reflns_limit_k_min -9
_diffrn_reflns_limit_l_max 19
_diffrn_reflns_limit_l_min -18
_diffrn_reflns_number 5421
_diffrn_reflns_theta_full 26.00
_diffrn_reflns_theta_max 29.18
_diffrn_reflns_theta_min 2.83
_diffrn_source 'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu 0.076
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.74007
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET)
(compiled Aug 27 2009,17:19:36)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.220
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description parallelepiped
_exptl_crystal_F_000 250
_exptl_crystal_size_max 0.60
_exptl_crystal_size_mid 0.28
_exptl_crystal_size_min 0.18
_refine_diff_density_max 0.361
_refine_diff_density_min -0.306
_refine_diff_density_rms 0.067
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack -0.5(18)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 0.921
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 301
_refine_ls_number_reflns 4439
_refine_ls_number_restraints 3
_refine_ls_restrained_S_all 0.921
_refine_ls_R_factor_all 0.0849
_refine_ls_R_factor_gt 0.0631
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0962P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1479
_refine_ls_wR_factor_ref 0.1561
_reflns_number_gt 3072
_reflns_number_total 4439
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np2002435_si_003.cif
_cod_data_source_block 3a-hydroxyolean-11-en-28,13b-olide
_cod_original_cell_volume 618.86(9)
_cod_database_code 1501831
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.3879(4) 0.2508(4) -0.07628(18) 0.0375(7) Uani 1 1 d .
H1A H 0.4142 0.1295 -0.0874 0.056 Uiso 1 1 calc R
O2 O 0.7526(4) 0.4535(4) 0.40956(17) 0.0280(6) Uani 1 1 d .
O3 O 0.7572(4) 0.6535(4) 0.50887(18) 0.0328(6) Uani 1 1 d .
C1 C 0.7275(6) 0.1080(6) 0.0607(2) 0.0301(8) Uani 1 1 d .
H1B H 0.8516 -0.0133 0.0925 0.036 Uiso 1 1 calc R
H1C H 0.5903 0.0920 0.0840 0.036 Uiso 1 1 calc R
C2 C 0.7676(6) 0.0974(6) -0.0440(3) 0.0302(8) Uani 1 1 d .
H2A H 0.9116 0.0999 -0.0665 0.036 Uiso 1 1 calc R
H2B H 0.7756 -0.0389 -0.0556 0.036 Uiso 1 1 calc R
C3 C 0.5851(6) 0.2827(6) -0.0981(2) 0.0279(8) Uani 1 1 d .
H3A H 0.6288 0.2748 -0.1657 0.033 Uiso 1 1 calc R
C4 C 0.5510(6) 0.5010(5) -0.0793(2) 0.0254(8) Uani 1 1 d .
C5 C 0.5233(5) 0.5047(5) 0.0280(2) 0.0233(8) Uani 1 1 d .
H5A H 0.3860 0.4845 0.0491 0.028 Uiso 1 1 calc R
C6 C 0.4713(6) 0.7200(5) 0.0550(2) 0.0274(8) Uani 1 1 d .
H6A H 0.6068 0.7432 0.0435 0.033 Uiso 1 1 calc R
H6B H 0.3582 0.8345 0.0155 0.033 Uiso 1 1 calc R
C7 C 0.3869(6) 0.7349(5) 0.1565(2) 0.0241(8) Uani 1 1 d .
H7A H 0.2408 0.7317 0.1660 0.029 Uiso 1 1 calc R
H7B H 0.3659 0.8732 0.1715 0.029 Uiso 1 1 calc R
C8 C 0.5448(5) 0.5529(5) 0.2234(2) 0.0216(7) Uani 1 1 d .
C9 C 0.6135(6) 0.3352(5) 0.1891(2) 0.0220(7) Uani 1 1 d .
H9A H 0.4716 0.3224 0.1926 0.026 Uiso 1 1 calc R
C10 C 0.7062(6) 0.3171(5) 0.0859(2) 0.0253(8) Uani 1 1 d .
C11 C 0.7503(5) 0.1531(5) 0.2591(2) 0.0271(8) Uani 1 1 d .
H11A H 0.8488 0.0212 0.2380 0.033 Uiso 1 1 calc R
C12 C 0.7404(6) 0.1673(5) 0.3487(2) 0.0284(8) Uani 1 1 d .
H12A H 0.8271 0.0426 0.3882 0.034 Uiso 1 1 calc R
C13 C 0.6019(6) 0.3662(5) 0.3911(2) 0.0228(7) Uani 1 1 d .
C14 C 0.4278(6) 0.5386(5) 0.3248(2) 0.0226(7) Uani 1 1 d .
C15 C 0.3292(6) 0.7516(5) 0.3638(2) 0.0261(8) Uani 1 1 d .
H15A H 0.1953 0.8535 0.3316 0.031 Uiso 1 1 calc R
H15B H 0.4380 0.8123 0.3511 0.031 Uiso 1 1 calc R
C16 C 0.2675(6) 0.7255(5) 0.4689(2) 0.0248(8) Uani 1 1 d .
H16A H 0.1354 0.6968 0.4803 0.030 Uiso 1 1 calc R
H16B H 0.2284 0.8608 0.4923 0.030 Uiso 1 1 calc R
C17 C 0.4580(6) 0.5418(5) 0.5233(2) 0.0238(8) Uani 1 1 d .
C18 C 0.5126(5) 0.3286(5) 0.4932(2) 0.0244(8) Uani 1 1 d .
H18A H 0.6465 0.2240 0.5261 0.029 Uiso 1 1 calc R
C19 C 0.3365(6) 0.2450(6) 0.5277(2) 0.0272(8) Uani 1 1 d .
H19A H 0.3875 0.1016 0.5099 0.033 Uiso 1 1 calc R
H19B H 0.1963 0.3419 0.4988 0.033 Uiso 1 1 calc R
C20 C 0.2977(6) 0.2329(6) 0.6346(2) 0.0289(8) Uani 1 1 d .
C21 C 0.2407(6) 0.4477(6) 0.6637(2) 0.0291(8) Uani 1 1 d .
H21A H 0.2233 0.4333 0.7323 0.035 Uiso 1 1 calc R
H21B H 0.0963 0.5529 0.6404 0.035 Uiso 1 1 calc R
C22 C 0.4116(6) 0.5349(6) 0.6290(2) 0.0296(8) Uani 1 1 d .
H22A H 0.3556 0.6804 0.6454 0.035 Uiso 1 1 calc R
H22B H 0.5507 0.4429 0.6596 0.035 Uiso 1 1 calc R
C23 C 0.3372(6) 0.6728(6) -0.1225(3) 0.0331(9) Uani 1 1 d .
H23A H 0.2105 0.6477 -0.0923 0.050 Uiso 1 1 calc R
H23B H 0.3495 0.6653 -0.1890 0.050 Uiso 1 1 calc R
H23C H 0.3159 0.8144 -0.1136 0.050 Uiso 1 1 calc R
C24 C 0.7413(6) 0.5487(6) -0.1304(3) 0.0317(9) Uani 1 1 d .
H24A H 0.7474 0.5428 -0.1968 0.048 Uiso 1 1 calc R
H24B H 0.8814 0.4424 -0.1055 0.048 Uiso 1 1 calc R
H24C H 0.7167 0.6914 -0.1215 0.048 Uiso 1 1 calc R
C25 C 0.9384(6) 0.3135(6) 0.0686(3) 0.0288(8) Uani 1 1 d .
H25A H 0.9229 0.4602 0.0557 0.074(16) Uiso 1 1 calc R
H25B H 1.0184 0.2388 0.0153 0.014(8) Uiso 1 1 calc R
H25C H 1.0211 0.2392 0.1237 0.075(16) Uiso 1 1 calc R
C26 C 0.7468(6) 0.5979(6) 0.2226(2) 0.0258(8) Uani 1 1 d .
H26A H 0.8143 0.6057 0.1590 0.039 Uiso 1 1 calc R
H26B H 0.8552 0.4827 0.2626 0.039 Uiso 1 1 calc R
H26C H 0.6994 0.7338 0.2456 0.039 Uiso 1 1 calc R
C27 C 0.2404(6) 0.4753(6) 0.3237(3) 0.0287(8) Uani 1 1 d .
H27A H 0.1693 0.4667 0.3865 0.043 Uiso 1 1 calc R
H27B H 0.3010 0.3361 0.3020 0.043 Uiso 1 1 calc R
H27C H 0.1309 0.5827 0.2819 0.043 Uiso 1 1 calc R
C28 C 0.6690(6) 0.5623(5) 0.4838(2) 0.0250(8) Uani 1 1 d .
C29 C 0.1024(6) 0.1772(6) 0.6657(3) 0.0362(9) Uani 1 1 d .
H29A H -0.0302 0.2887 0.6369 0.054 Uiso 1 1 calc R
H29B H 0.0759 0.1672 0.7334 0.054 Uiso 1 1 calc R
H29C H 0.1364 0.0400 0.6467 0.054 Uiso 1 1 calc R
C30 C 0.5022(6) 0.0536(6) 0.6818(3) 0.0344(9) Uani 1 1 d .
H30A H 0.6305 0.0846 0.6629 0.052 Uiso 1 1 calc R
H30B H 0.5330 -0.0831 0.6631 0.052 Uiso 1 1 calc R
H30C H 0.4727 0.0455 0.7494 0.052 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0399(17) 0.0409(17) 0.0384(16) -0.0065(12) 0.0011(12) -0.0242(14)
O2 0.0227(13) 0.0301(14) 0.0272(13) -0.0007(10) -0.0034(10) -0.0088(10)
O3 0.0299(15) 0.0355(15) 0.0315(14) -0.0017(11) -0.0051(11) -0.0132(12)
C1 0.030(2) 0.030(2) 0.026(2) 0.0039(15) -0.0012(15) -0.0126(16)
C2 0.032(2) 0.026(2) 0.031(2) -0.0070(16) 0.0048(16) -0.0130(16)
C3 0.030(2) 0.036(2) 0.0175(17) 0.0002(15) 0.0000(14) -0.0160(16)
C4 0.027(2) 0.028(2) 0.0183(18) -0.0009(15) 0.0031(14) -0.0114(16)
C5 0.0167(19) 0.0237(19) 0.0236(17) 0.0005(14) -0.0009(14) -0.0053(14)
C6 0.025(2) 0.0253(19) 0.0263(19) 0.0023(14) -0.0048(15) -0.0078(15)
C7 0.0200(19) 0.0199(17) 0.0258(19) 0.0002(14) -0.0033(14) -0.0039(14)
C8 0.0179(18) 0.0204(18) 0.0211(17) 0.0005(13) 0.0000(13) -0.0053(14)
C9 0.0196(19) 0.0189(17) 0.0256(19) 0.0002(14) -0.0032(14) -0.0076(14)
C10 0.024(2) 0.0196(18) 0.0278(19) 0.0023(14) -0.0056(15) -0.0065(15)
C11 0.0210(19) 0.0217(18) 0.031(2) -0.0026(14) 0.0022(15) -0.0044(14)
C12 0.021(2) 0.0239(19) 0.033(2) 0.0022(15) -0.0031(15) -0.0058(15)
C13 0.0217(18) 0.0258(19) 0.0193(17) -0.0004(14) -0.0018(13) -0.0100(15)
C14 0.0204(19) 0.0212(17) 0.0218(17) -0.0001(13) -0.0041(14) -0.0055(14)
C15 0.0208(19) 0.0229(19) 0.028(2) -0.0016(14) -0.0020(15) -0.0048(15)
C16 0.0216(19) 0.0226(19) 0.0273(19) -0.0035(14) -0.0027(14) -0.0066(15)
C17 0.024(2) 0.0235(18) 0.0237(18) 0.0021(14) -0.0050(14) -0.0113(15)
C18 0.0181(19) 0.029(2) 0.0216(19) -0.0016(15) -0.0018(14) -0.0069(15)
C19 0.024(2) 0.029(2) 0.0267(19) -0.0015(15) -0.0027(15) -0.0104(16)
C20 0.0215(19) 0.033(2) 0.0255(19) 0.0002(15) 0.0009(14) -0.0081(15)
C21 0.031(2) 0.031(2) 0.0188(18) 0.0004(14) -0.0008(14) -0.0101(16)
C22 0.032(2) 0.0237(19) 0.030(2) -0.0026(15) -0.0048(16) -0.0085(16)
C23 0.036(2) 0.037(2) 0.0230(18) -0.0033(15) -0.0022(16) -0.0125(17)
C24 0.035(2) 0.0237(19) 0.032(2) 0.0012(15) 0.0004(16) -0.0117(16)
C25 0.0191(19) 0.027(2) 0.032(2) -0.0007(16) -0.0012(15) -0.0040(15)
C26 0.0209(19) 0.0261(19) 0.0269(19) -0.0012(15) 0.0005(15) -0.0089(15)
C27 0.024(2) 0.030(2) 0.0262(19) 0.0017(15) -0.0065(15) -0.0081(16)
C28 0.025(2) 0.0252(19) 0.0219(18) 0.0003(14) -0.0047(14) -0.0083(15)
C29 0.037(2) 0.037(2) 0.028(2) -0.0006(16) 0.0035(16) -0.0137(18)
C30 0.035(2) 0.033(2) 0.026(2) 0.0061(16) -0.0032(16) -0.0099(17)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C3 O1 H1A 109.5
C28 O2 C13 110.4(2)
C2 C1 C10 113.3(3)
C2 C1 H1B 108.9
C10 C1 H1B 108.9
C2 C1 H1C 108.9
C10 C1 H1C 108.9
H1B C1 H1C 107.7
C3 C2 C1 112.0(3)
C3 C2 H2A 109.2
C1 C2 H2A 109.2
C3 C2 H2B 109.2
C1 C2 H2B 109.2
H2A C2 H2B 107.9
O1 C3 C2 107.5(3)
O1 C3 C4 112.7(3)
C2 C3 C4 112.8(3)
O1 C3 H3A 107.9
C2 C3 H3A 107.9
C4 C3 H3A 107.9
C3 C4 C24 108.9(3)
C3 C4 C23 108.2(3)
C24 C4 C23 106.5(3)
C3 C4 C5 109.4(3)
C24 C4 C5 114.7(3)
C23 C4 C5 109.0(3)
C6 C5 C10 111.8(3)
C6 C5 C4 114.1(3)
C10 C5 C4 116.3(3)
C6 C5 H5A 104.4
C10 C5 H5A 104.4
C4 C5 H5A 104.4
C7 C6 C5 112.3(3)
C7 C6 H6A 109.2
C5 C6 H6A 109.2
C7 C6 H6B 109.2
C5 C6 H6B 109.2
H6A C6 H6B 107.9
C6 C7 C8 113.0(3)
C6 C7 H7A 109.0
C8 C7 H7A 109.0
C6 C7 H7B 109.0
C8 C7 H7B 109.0
H7A C7 H7B 107.8
C7 C8 C26 106.5(3)
C7 C8 C9 109.4(3)
C26 C8 C9 111.2(3)
C7 C8 C14 111.6(3)
C26 C8 C14 111.8(3)
C9 C8 C14 106.4(2)
C11 C9 C10 115.1(3)
C11 C9 C8 110.0(3)
C10 C9 C8 116.9(3)
C11 C9 H9A 104.4
C10 C9 H9A 104.4
C8 C9 H9A 104.4
C1 C10 C25 107.6(3)
C1 C10 C5 107.4(3)
C25 C10 C5 115.3(3)
C1 C10 C9 109.3(3)
C25 C10 C9 112.1(3)
C5 C10 C9 105.1(3)
C12 C11 C9 123.7(3)
C12 C11 H11A 118.1
C9 C11 H11A 118.1
C11 C12 C13 124.2(3)
C11 C12 H12A 117.9
C13 C12 H12A 117.9
C12 C13 O2 107.7(3)
C12 C13 C18 114.5(3)
O2 C13 C18 97.3(2)
C12 C13 C14 111.8(3)
O2 C13 C14 108.5(2)
C18 C13 C14 115.6(3)
C27 C14 C15 108.1(3)
C27 C14 C13 109.1(3)
C15 C14 C13 108.2(3)
C27 C14 C8 110.0(3)
C15 C14 C8 112.2(3)
C13 C14 C8 109.1(2)
C14 C15 C16 112.2(3)
C14 C15 H15A 109.2
C16 C15 H15A 109.2
C14 C15 H15B 109.2
C16 C15 H15B 109.2
H15A C15 H15B 107.9
C15 C16 C17 112.6(3)
C15 C16 H16A 109.1
C17 C16 H16A 109.1
C15 C16 H16B 109.1
C17 C16 H16B 109.1
H16A C16 H16B 107.8
C28 C17 C18 98.9(3)
C28 C17 C22 115.3(3)
C18 C17 C22 111.7(3)
C28 C17 C16 106.5(3)
C18 C17 C16 110.5(3)
C22 C17 C16 113.1(3)
C17 C18 C19 114.1(3)
C17 C18 C13 99.9(3)
C19 C18 C13 126.8(3)
C17 C18 H18A 104.7
C19 C18 H18A 104.7
C13 C18 H18A 104.7
C18 C19 C20 109.2(3)
C18 C19 H19A 109.8
C20 C19 H19A 109.8
C18 C19 H19B 109.8
C20 C19 H19B 109.8
H19A C19 H19B 108.3
C21 C20 C29 108.7(3)
C21 C20 C19 110.5(3)
C29 C20 C19 108.1(3)
C21 C20 C30 111.2(3)
C29 C20 C30 107.6(3)
C19 C20 C30 110.7(3)
C20 C21 C22 114.7(3)
C20 C21 H21A 108.6
C22 C21 H21A 108.6
C20 C21 H21B 108.6
C22 C21 H21B 108.6
H21A C21 H21B 107.6
C17 C22 C21 110.2(3)
C17 C22 H22A 109.6
C21 C22 H22A 109.6
C17 C22 H22B 109.6
C21 C22 H22B 109.6
H22A C22 H22B 108.1
C4 C23 H23A 109.5
C4 C23 H23B 109.5
H23A C23 H23B 109.5
C4 C23 H23C 109.5
H23A C23 H23C 109.5
H23B C23 H23C 109.5
C4 C24 H24A 109.5
C4 C24 H24B 109.5
H24A C24 H24B 109.5
C4 C24 H24C 109.5
H24A C24 H24C 109.5
H24B C24 H24C 109.5
C10 C25 H25A 109.5
C10 C25 H25B 109.5
H25A C25 H25B 109.5
C10 C25 H25C 109.5
H25A C25 H25C 109.5
H25B C25 H25C 109.5
C8 C26 H26A 109.5
C8 C26 H26B 109.5
H26A C26 H26B 109.5
C8 C26 H26C 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
C14 C27 H27A 109.5
C14 C27 H27B 109.5
H27A C27 H27B 109.5
C14 C27 H27C 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
O3 C28 O2 122.2(3)
O3 C28 C17 129.8(3)
O2 C28 C17 108.0(3)
C20 C29 H29A 109.5
C20 C29 H29B 109.5
H29A C29 H29B 109.5
C20 C29 H29C 109.5
H29A C29 H29C 109.5
H29B C29 H29C 109.5
C20 C30 H30A 109.5
C20 C30 H30B 109.5
H30A C30 H30B 109.5
C20 C30 H30C 109.5
H30A C30 H30C 109.5
H30B C30 H30C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C3 1.436(4)
O1 H1A 0.8400
O2 C28 1.361(4)
O2 C13 1.492(4)
O3 C28 1.193(4)
C1 C2 1.534(5)
C1 C10 1.536(5)
C1 H1B 0.9900
C1 H1C 0.9900
C2 C3 1.525(5)
C2 H2A 0.9900
C2 H2B 0.9900
C3 C4 1.532(5)
C3 H3A 1.0000
C4 C24 1.532(5)
C4 C23 1.544(5)
C4 C5 1.565(5)
C5 C6 1.523(5)
C5 C10 1.561(4)
C5 H5A 1.0000
C6 C7 1.521(5)
C6 H6A 0.9900
C6 H6B 0.9900
C7 C8 1.539(4)
C7 H7A 0.9900
C7 H7B 0.9900
C8 C26 1.540(5)
C8 C9 1.560(5)
C8 C14 1.588(4)
C9 C11 1.513(4)
C9 C10 1.559(5)
C9 H9A 1.0000
C10 C25 1.547(5)
C11 C12 1.331(5)
C11 H11A 0.9500
C12 C13 1.492(5)
C12 H12A 0.9500
C13 C18 1.552(4)
C13 C14 1.560(4)
C14 C27 1.532(5)
C14 C15 1.537(5)
C15 C16 1.537(5)
C15 H15A 0.9900
C15 H15B 0.9900
C16 C17 1.551(5)
C16 H16A 0.9900
C16 H16B 0.9900
C17 C28 1.520(5)
C17 C18 1.524(5)
C17 C22 1.536(5)
C18 C19 1.541(5)
C18 H18A 1.0000
C19 C20 1.547(5)
C19 H19A 0.9900
C19 H19B 0.9900
C20 C21 1.523(5)
C20 C29 1.531(5)
C20 C30 1.546(5)
C21 C22 1.529(5)
C21 H21A 0.9900
C21 H21B 0.9900
C22 H22A 0.9900
C22 H22B 0.9900
C23 H23A 0.9800
C23 H23B 0.9800
C23 H23C 0.9800
C24 H24A 0.9800
C24 H24B 0.9800
C24 H24C 0.9800
C25 H25A 0.9800
C25 H25B 0.9800
C25 H25C 0.9800
C26 H26A 0.9800
C26 H26B 0.9800
C26 H26C 0.9800
C27 H27A 0.9800
C27 H27B 0.9800
C27 H27C 0.9800
C29 H29A 0.9800
C29 H29B 0.9800
C29 H29C 0.9800
C30 H30A 0.9800
C30 H30B 0.9800
C30 H30C 0.9800
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 8941476 ChemSpider
|
1501832.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501832.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501832
loop_
_publ_author_name
'Rateb, Mostafa E.'
'Houssen, Wael E.'
'Arnold, Markus'
'Abdelrahman, Mostafa H.'
'Deng, Hai'
'Harrison, William T. A.'
'Okoro, Chinyere K.'
'Asenjo, Juan A.'
'Andrews, Barbara A.'
'Ferguson, Gail'
'Bull, Alan T.'
'Goodfellow, Michael'
'Ebel, Rainer'
'Jaspars, Marcel'
_publ_section_title
;
Chaxamycins A-D, bioactive ansamycins from a hyper-arid desert
Streptomyces sp.
;
_journal_issue 6
_journal_name_full 'Journal of natural products'
_journal_page_first 1491
_journal_page_last 1499
_journal_paper_doi 10.1021/np200320u
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration unk
_chemical_formula_moiety 'C35 H45 N O10, 4.5(H2 O)'
_chemical_formula_sum 'C35 H54 N O14.5'
_chemical_formula_weight 720.79
_chemical_name_systematic
;
?
;
_space_group_IT_number 18
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_Hall 'P 2 2ab'
_symmetry_space_group_name_H-M 'P 21 21 2'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 24.5968(6)
_cell_length_b 10.0636(2)
_cell_length_c 14.6630(4)
_cell_measurement_reflns_used 42613
_cell_measurement_temperature 120(2)
_cell_measurement_theta_max 27.48
_cell_measurement_theta_min 2.91
_cell_volume 3629.57(15)
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 120(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type 'Nonius KappaCCD'
_diffrn_measurement_method '\w and \f'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0822
_diffrn_reflns_av_sigmaI/netI 0.0578
_diffrn_reflns_limit_h_max 20
_diffrn_reflns_limit_h_min -30
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 18
_diffrn_reflns_limit_l_min -18
_diffrn_reflns_number 26648
_diffrn_reflns_theta_full 26.00
_diffrn_reflns_theta_max 26.00
_diffrn_reflns_theta_min 2.96
_diffrn_standards_decay_% 0
_exptl_absorpt_coefficient_mu 0.102
_exptl_absorpt_correction_type none
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.319
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description lath
_exptl_crystal_F_000 1548
_exptl_crystal_size_max 0.20
_exptl_crystal_size_mid 0.05
_exptl_crystal_size_min 0.04
_refine_diff_density_max 0.829
_refine_diff_density_min -0.716
_refine_diff_density_rms 0.173
_refine_ls_abs_structure_details none
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.165
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 217
_refine_ls_number_reflns 4000
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.165
_refine_ls_R_factor_all 0.2172
_refine_ls_R_factor_gt 0.1986
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0298P)^2^+80.5298P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.3998
_refine_ls_wR_factor_ref 0.4102
_reflns_number_gt 3438
_reflns_number_total 4000
_reflns_threshold_expression I>2sigma(I)
_cod_data_source_file np200320u_si_003.cif
_cod_data_source_block c34istz
_cod_original_formula_sum 'C35 H54 N O14.50'
_cod_database_code 1501832
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4392(7) 0.8952(18) 0.3035(12) 0.037(4) Uiso 1 1 d . . .
C2 C 0.4392(7) 0.7532(16) 0.3244(11) 0.028(4) Uiso 1 1 d . . .
C3 C 0.4347(7) 0.6577(16) 0.2673(11) 0.026(3) Uiso 1 1 d . . .
C4 C 0.4335(6) 0.6946(16) 0.1658(10) 0.025(3) Uiso 1 1 d . . .
C5 C 0.4193(7) 0.8749(17) 0.0528(12) 0.031(4) Uiso 1 1 d . . .
C6 C 0.4180(6) 1.0146(17) 0.0212(11) 0.028(3) Uiso 1 1 d . . .
C7 C 0.4245(8) 1.1123(19) 0.0933(13) 0.040(4) Uiso 1 1 d . . .
C8 C 0.4314(7) 1.0701(18) 0.1794(13) 0.037(4) Uiso 1 1 d . . .
C9 C 0.4335(7) 0.9347(16) 0.2113(11) 0.030(4) Uiso 1 1 d . . .
C10 C 0.4292(6) 0.8431(16) 0.1395(11) 0.026(3) Uiso 1 1 d . . .
C11 C 0.4074(7) 0.7776(17) -0.0255(12) 0.031(4) Uiso 1 1 d . . .
C12 C 0.3563(7) 0.6952(17) -0.0190(11) 0.029(4) Uiso 1 1 d . . .
C13 C 0.3547(7) 0.5782(18) -0.0852(12) 0.037(4) Uiso 1 1 d . . .
H13A H 0.3894 0.5725 -0.1178 0.056 Uiso 1 1 calc R . .
H13B H 0.3252 0.5913 -0.1291 0.056 Uiso 1 1 calc R . .
H13C H 0.3486 0.4958 -0.0511 0.056 Uiso 1 1 calc R . .
C14 C 0.4223(10) 1.256(3) 0.0645(18) 0.067(7) Uiso 1 1 d . . .
H14A H 0.4406 1.2669 0.0056 0.101 Uiso 1 1 calc R . .
H14B H 0.4405 1.3114 0.1104 0.101 Uiso 1 1 calc R . .
H14C H 0.3843 1.2844 0.0588 0.101 Uiso 1 1 calc R . .
C15 C 0.4065(6) 0.6609(16) 0.4637(11) 0.027(3) Uiso 1 1 d . . .
C16 C 0.4238(6) 0.6104(15) 0.5562(10) 0.026(3) Uiso 1 1 d . . .
H16 H 0.4618 0.6050 0.5674 0.032 Uiso 1 1 calc R . .
C17 C 0.3906(6) 0.5722(16) 0.6247(11) 0.028(4) Uiso 1 1 d . . .
H17 H 0.4060 0.5324 0.6774 0.034 Uiso 1 1 calc R . .
C18 C 0.3320(6) 0.5898(16) 0.6204(11) 0.027(3) Uiso 1 1 d . . .
H18 H 0.3170 0.6456 0.5747 0.032 Uiso 1 1 calc R . .
C19 C 0.2973(6) 0.5266(15) 0.6822(11) 0.025(3) Uiso 1 1 d . . .
H19 H 0.3119 0.4644 0.7243 0.030 Uiso 1 1 calc R . .
C20 C 0.2369(7) 0.5549(17) 0.6833(11) 0.031(4) Uiso 1 1 d . . .
H20 H 0.2321 0.6492 0.6633 0.037 Uiso 1 1 calc R . .
C21 C 0.2051(6) 0.4634(14) 0.6108(10) 0.022(3) Uiso 1 1 d . . .
H21 H 0.1660 0.4895 0.6150 0.026 Uiso 1 1 calc R . .
C22 C 0.2212(6) 0.4796(16) 0.5095(10) 0.024(3) Uiso 1 1 d . . .
H22 H 0.2387 0.5684 0.5006 0.028 Uiso 1 1 calc R . .
C23 C 0.1674(5) 0.4752(14) 0.4566(9) 0.017(3) Uiso 1 1 d . . .
H23 H 0.1455 0.3983 0.4793 0.021 Uiso 1 1 calc R . .
C24 C 0.1757(5) 0.4587(13) 0.3492(9) 0.013(3) Uiso 1 1 d . . .
H24 H 0.1936 0.3703 0.3403 0.016 Uiso 1 1 calc R . .
C25 C 0.2134(6) 0.5590(14) 0.3089(10) 0.020(3) Uiso 1 1 d . . .
H25 H 0.2490 0.5535 0.3417 0.024 Uiso 1 1 calc R . .
C26 C 0.2243(6) 0.5423(14) 0.2048(10) 0.020(3) Uiso 1 1 d . . .
H26 H 0.1891 0.5518 0.1711 0.024 Uiso 1 1 calc R . .
C27 C 0.2635(7) 0.6460(18) 0.1711(11) 0.032(4) Uiso 1 1 d . . .
H27 H 0.2486 0.7350 0.1885 0.038 Uiso 1 1 calc R . .
C28 C 0.2705(6) 0.6444(17) 0.0674(11) 0.028(3) Uiso 1 1 d . . .
H28 H 0.2772 0.5510 0.0469 0.033 Uiso 1 1 calc R . .
C29 C 0.3190(6) 0.7285(17) 0.0429(11) 0.029(4) Uiso 1 1 d . . .
H29 H 0.3234 0.8109 0.0737 0.034 Uiso 1 1 calc R . .
C30 C 0.4311(6) 0.5118(14) 0.2784(10) 0.022(3) Uiso 1 1 d . . .
H30A H 0.4533 0.4683 0.2316 0.033 Uiso 1 1 calc R . .
H30B H 0.3932 0.4837 0.2721 0.033 Uiso 1 1 calc R . .
H30C H 0.4446 0.4869 0.3390 0.033 Uiso 1 1 calc R . .
C31 C 0.2139(7) 0.5446(19) 0.7735(12) 0.038(4) Uiso 1 1 d . . .
H31A H 0.1742 0.5434 0.7692 0.056 Uiso 1 1 calc R . .
H31B H 0.2254 0.6209 0.8102 0.056 Uiso 1 1 calc R . .
H31C H 0.2266 0.4624 0.8024 0.056 Uiso 1 1 calc R . .
C32 C 0.2615(7) 0.3706(17) 0.4831(12) 0.035(4) Uiso 1 1 d . . .
H32A H 0.2772 0.3908 0.4233 0.053 Uiso 1 1 calc R . .
H32B H 0.2425 0.2850 0.4804 0.053 Uiso 1 1 calc R . .
H32C H 0.2905 0.3660 0.5287 0.053 Uiso 1 1 calc R . .
C33 C 0.1207(7) 0.4492(18) 0.3033(12) 0.034(4) Uiso 1 1 d . . .
H33A H 0.0964 0.3943 0.3405 0.050 Uiso 1 1 calc R . .
H33B H 0.1249 0.4088 0.2429 0.050 Uiso 1 1 calc R . .
H33C H 0.1052 0.5384 0.2968 0.050 Uiso 1 1 calc R . .
C34 C 0.2468(8) 0.397(2) 0.1903(15) 0.048(5) Uiso 1 1 d . . .
H34A H 0.2245 0.3340 0.2247 0.072 Uiso 1 1 calc R . .
H34B H 0.2845 0.3924 0.2118 0.072 Uiso 1 1 calc R . .
H34C H 0.2455 0.3746 0.1253 0.072 Uiso 1 1 calc R . .
C35 C 0.2191(8) 0.698(2) 0.0191(14) 0.044(5) Uiso 1 1 d . . .
H35A H 0.2292 0.7364 -0.0400 0.066 Uiso 1 1 calc R . .
H35B H 0.2023 0.7673 0.0570 0.066 Uiso 1 1 calc R . .
H35C H 0.1932 0.6257 0.0097 0.066 Uiso 1 1 calc R . .
N1 N 0.4446(6) 0.7211(14) 0.4193(9) 0.029(3) Uiso 1 1 d . . .
H1 H 0.4747 0.7431 0.4481 0.035 Uiso 1 1 calc R . .
O1 O 0.4413(6) 0.9778(15) 0.3645(10) 0.053(4) Uiso 1 1 d . . .
O4 O 0.4418(5) 0.6111(13) 0.1071(9) 0.042(3) Uiso 1 1 d . . .
O6 O 0.4088(6) 1.0426(16) -0.0617(10) 0.062(4) Uiso 1 1 d . . .
H6 H 0.4072 1.1254 -0.0679 0.093 Uiso 1 1 calc R . .
O8 O 0.4357(6) 1.1687(15) 0.2450(10) 0.058(4) Uiso 1 1 d . . .
H8 H 0.4395 1.1337 0.2966 0.087 Uiso 1 1 calc R . .
O11 O 0.4394(6) 0.7658(15) -0.0927(10) 0.051(4) Uiso 1 1 d . . .
O15 O 0.3610(4) 0.6434(10) 0.4298(7) 0.024(2) Uiso 1 1 d . . .
O21 O 0.2082(4) 0.3281(11) 0.6441(8) 0.030(3) Uiso 1 1 d . . .
H21A H 0.1991 0.3260 0.6993 0.045 Uiso 1 1 calc R . .
O23 O 0.1381(4) 0.5942(10) 0.4747(7) 0.025(2) Uiso 1 1 d . . .
H23A H 0.1087 0.5934 0.4456 0.038 Uiso 1 1 calc R . .
O25 O 0.1910(4) 0.6938(11) 0.3222(7) 0.026(2) Uiso 1 1 d . . .
H25A H 0.1613 0.6887 0.3505 0.040 Uiso 1 1 calc R . .
O27 O 0.3176(5) 0.6356(13) 0.2085(8) 0.039(3) Uiso 1 1 d . . .
H27A H 0.3191 0.5705 0.2443 0.058 Uiso 1 1 calc R . .
O1W O 0.5237(5) 0.8666(12) 0.5309(8) 0.036(3) Uiso 1 1 d . . .
O2W O 0.5209(6) 0.7660(17) 0.7073(12) 0.068(5) Uiso 1 1 d . . .
O3W O 0.4919(14) 0.474(3) -0.0542(17) 0.053(8) Uiso 0.50 1 d P . .
O4WA O 0.0838(11) 0.784(3) 0.125(2) 0.050(7) Uiso 0.50 1 d P A 1
O4WB O 0.1089(9) 0.758(2) 0.1828(16) 0.033(5) Uiso 0.50 1 d P B 2
O5W O 0.0000 0.5000 0.1881(14) 0.050(5) Uiso 1 2 d S . .
O6W O 0.5000 0.5000 0.7612(15) 0.057(6) Uiso 1 2 d S . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O1 C1 C9 120.8(17)
O1 C1 C2 120.8(17)
C9 C1 C2 118.3(16)
C3 C2 N1 118.3(15)
C3 C2 C1 126.7(16)
N1 C2 C1 115.0(14)
C2 C3 C30 132.7(16)
C2 C3 C4 117.0(15)
C30 C3 C4 110.2(13)
O4 C4 C3 121.0(14)
O4 C4 C10 120.0(14)
C3 C4 C10 118.5(13)
C10 C5 C6 122.0(15)
C10 C5 C11 126.5(16)
C6 C5 C11 111.5(14)
O6 C6 C7 124.5(17)
O6 C6 C5 121.0(16)
C7 C6 C5 114.4(15)
C8 C7 C6 118.9(17)
C8 C7 C14 124.8(19)
C6 C7 C14 116.3(18)
C7 C8 O8 115.8(17)
C7 C8 C9 127.5(17)
O8 C8 C9 116.6(15)
C10 C9 C1 122.7(15)
C10 C9 C8 112.0(15)
C1 C9 C8 125.4(15)
C5 C10 C9 124.9(16)
C5 C10 C4 118.9(14)
C9 C10 C4 116.2(14)
O11 C11 C12 121.0(16)
O11 C11 C5 121.6(15)
C12 C11 C5 117.4(14)
C29 C12 C11 118.5(15)
C29 C12 C13 127.6(16)
C11 C12 C13 113.9(14)
C12 C13 H13A 109.5
C12 C13 H13B 109.5
H13A C13 H13B 109.5
C12 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C7 C14 H14A 109.5
C7 C14 H14B 109.5
H14A C14 H14B 109.5
C7 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
O15 C15 N1 121.4(15)
O15 C15 C16 124.7(14)
N1 C15 C16 113.9(14)
C17 C16 C15 126.3(14)
C17 C16 H16 116.9
C15 C16 H16 116.9
C16 C17 C18 122.3(16)
C16 C17 H17 118.9
C18 C17 H17 118.9
C19 C18 C17 121.5(15)
C19 C18 H18 119.3
C17 C18 H18 119.3
C18 C19 C20 121.4(15)
C18 C19 H19 119.3
C20 C19 H19 119.3
C31 C20 C19 112.4(15)
C31 C20 C21 111.9(14)
C19 C20 C21 111.2(13)
C31 C20 H20 107.0
C19 C20 H20 107.0
C21 C20 H20 107.0
O21 C21 C22 114.2(12)
O21 C21 C20 106.8(11)
C22 C21 C20 116.8(12)
O21 C21 H21 106.1
C22 C21 H21 106.1
C20 C21 H21 106.1
C32 C22 C23 114.2(13)
C32 C22 C21 109.5(13)
C23 C22 C21 105.2(11)
C32 C22 H22 109.3
C23 C22 H22 109.3
C21 C22 H22 109.3
O23 C23 C22 108.5(11)
O23 C23 C24 109.7(11)
C22 C23 C24 113.0(11)
O23 C23 H23 108.5
C22 C23 H23 108.5
C24 C23 H23 108.5
C25 C24 C33 114.9(12)
C25 C24 C23 113.5(11)
C33 C24 C23 109.3(11)
C25 C24 H24 106.1
C33 C24 H24 106.1
C23 C24 H24 106.1
O25 C25 C24 109.7(11)
O25 C25 C26 107.0(11)
C24 C25 C26 114.9(12)
O25 C25 H25 108.3
C24 C25 H25 108.3
C26 C25 H25 108.3
C27 C26 C25 110.9(12)
C27 C26 C34 111.9(13)
C25 C26 C34 107.0(13)
C27 C26 H26 109.0
C25 C26 H26 109.0
C34 C26 H26 109.0
O27 C27 C26 114.6(14)
O27 C27 C28 105.8(13)
C26 C27 C28 113.0(14)
O27 C27 H27 107.7
C26 C27 H27 107.7
C28 C27 H27 107.7
C29 C28 C27 108.7(14)
C29 C28 C35 109.9(14)
C27 C28 C35 111.0(14)
C29 C28 H28 109.1
C27 C28 H28 109.1
C35 C28 H28 109.1
C12 C29 C28 124.4(15)
C12 C29 H29 117.8
C28 C29 H29 117.8
C3 C30 H30A 109.5
C3 C30 H30B 109.5
H30A C30 H30B 109.5
C3 C30 H30C 109.5
H30A C30 H30C 109.5
H30B C30 H30C 109.5
C20 C31 H31A 109.5
C20 C31 H31B 109.5
H31A C31 H31B 109.5
C20 C31 H31C 109.5
H31A C31 H31C 109.5
H31B C31 H31C 109.5
C22 C32 H32A 109.5
C22 C32 H32B 109.5
H32A C32 H32B 109.5
C22 C32 H32C 109.5
H32A C32 H32C 109.5
H32B C32 H32C 109.5
C24 C33 H33A 109.5
C24 C33 H33B 109.5
H33A C33 H33B 109.5
C24 C33 H33C 109.5
H33A C33 H33C 109.5
H33B C33 H33C 109.5
C26 C34 H34A 109.5
C26 C34 H34B 109.5
H34A C34 H34B 109.5
C26 C34 H34C 109.5
H34A C34 H34C 109.5
H34B C34 H34C 109.5
C28 C35 H35A 109.5
C28 C35 H35B 109.5
H35A C35 H35B 109.5
C28 C35 H35C 109.5
H35A C35 H35C 109.5
H35B C35 H35C 109.5
C15 N1 C2 121.8(14)
C15 N1 H1 119.1
C2 N1 H1 119.1
C6 O6 H6 109.5
C8 O8 H8 109.5
C21 O21 H21A 109.5
C23 O23 H23A 109.5
C25 O25 H25A 109.5
C27 O27 H27A 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.22(2) .
C1 C9 1.42(2) .
C1 C2 1.46(2) .
C2 C3 1.28(2) .
C2 N1 1.43(2) .
C3 C30 1.48(2) .
C3 C4 1.53(2) .
C4 O4 1.220(19) .
C4 C10 1.55(2) .
C5 C10 1.33(2) .
C5 C6 1.48(2) .
C5 C11 1.54(2) .
C6 O6 1.27(2) .
C6 C7 1.45(2) .
C7 C8 1.34(3) .
C7 C14 1.51(3) .
C8 O8 1.39(2) .
C8 C9 1.44(2) .
C9 C10 1.40(2) .
C11 O11 1.27(2) .
C11 C12 1.51(2) .
C12 C29 1.33(2) .
C12 C13 1.53(2) .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 O15 1.236(18) .
C15 N1 1.29(2) .
C15 C16 1.51(2) .
C16 C17 1.35(2) .
C16 H16 0.9500 .
C17 C18 1.45(2) .
C17 H17 0.9500 .
C18 C19 1.40(2) .
C18 H18 0.9500 .
C19 C20 1.51(2) .
C19 H19 0.9500 .
C20 C31 1.44(2) .
C20 C21 1.61(2) .
C20 H20 1.0000 .
C21 O21 1.449(18) .
C21 C22 1.54(2) .
C21 H21 1.0000 .
C22 C32 1.53(2) .
C22 C23 1.535(19) .
C22 H22 1.0000 .
C23 O23 1.422(17) .
C23 C24 1.597(18) .
C23 H23 1.0000 .
C24 C25 1.493(19) .
C24 C33 1.52(2) .
C24 H24 1.0000 .
C25 O25 1.477(17) .
C25 C26 1.56(2) .
C25 H25 1.0000 .
C26 C27 1.50(2) .
C26 C34 1.58(2) .
C26 H26 1.0000 .
C27 O27 1.44(2) .
C27 C28 1.53(2) .
C27 H27 1.0000 .
C28 C29 1.51(2) .
C28 C35 1.55(2) .
C28 H28 1.0000 .
C29 H29 0.9500 .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
C32 H32A 0.9800 .
C32 H32B 0.9800 .
C32 H32C 0.9800 .
C33 H33A 0.9800 .
C33 H33B 0.9800 .
C33 H33C 0.9800 .
C34 H34A 0.9800 .
C34 H34B 0.9800 .
C34 H34C 0.9800 .
C35 H35A 0.9800 .
C35 H35B 0.9800 .
C35 H35C 0.9800 .
N1 H1 0.8800 .
O6 H6 0.8400 .
O8 H8 0.8400 .
O21 H21A 0.8400 .
O23 H23A 0.8400 .
O25 H25A 0.8400 .
O27 H27A 0.8400 .
O3W O3W 0.66(6) 2_665
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1 O1W . 0.88 2.11 2.934(19) 154
O6 H6 O4WA 3_555 0.84 1.82 2.61(3) 156
O6 H6 O4WB 3_555 0.84 2.19 2.84(3) 134
O8 H8 O1 . 0.84 1.86 2.60(2) 147
O21 H21A O27 3_546 0.84 2.38 2.971(17) 128
O23 H23A O1W 4_466 0.84 2.16 2.843(16) 139
O25 H25A O23 . 0.84 2.13 2.775(14) 133
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
O1 C1 C2 C3 176.7(18)
C9 C1 C2 C3 0(3)
O1 C1 C2 N1 -3(3)
C9 C1 C2 N1 -179.4(15)
N1 C2 C3 C30 3(3)
C1 C2 C3 C30 -176.1(18)
N1 C2 C3 C4 -175.4(14)
C1 C2 C3 C4 5(3)
C2 C3 C4 O4 163.1(16)
C30 C3 C4 O4 -16(2)
C2 C3 C4 C10 -9(2)
C30 C3 C4 C10 172.0(14)
C10 C5 C6 O6 179.6(17)
C11 C5 C6 O6 -1(2)
C10 C5 C6 C7 -4(2)
C11 C5 C6 C7 175.2(14)
O6 C6 C7 C8 176.7(18)
C5 C6 C7 C8 1(2)
O6 C6 C7 C14 -3(3)
C5 C6 C7 C14 -178.7(17)
C6 C7 C8 O8 -178.2(16)
C14 C7 C8 O8 1(3)
C6 C7 C8 C9 0(3)
C14 C7 C8 C9 180(2)
O1 C1 C9 C10 -178.0(17)
C2 C1 C9 C10 -1(3)
O1 C1 C9 C8 2(3)
C2 C1 C9 C8 178.5(17)
C7 C8 C9 C10 2(3)
O8 C8 C9 C10 -179.6(15)
C7 C8 C9 C1 -177.9(19)
O8 C8 C9 C1 0(3)
C6 C5 C10 C9 7(3)
C11 C5 C10 C9 -172.1(16)
C6 C5 C10 C4 -176.0(15)
C11 C5 C10 C4 5(3)
C1 C9 C10 C5 174.1(18)
C8 C9 C10 C5 -6(2)
C1 C9 C10 C4 -3(2)
C8 C9 C10 C4 177.4(14)
O4 C4 C10 C5 19(2)
C3 C4 C10 C5 -169.3(15)
O4 C4 C10 C9 -164.4(15)
C3 C4 C10 C9 8(2)
C10 C5 C11 O11 -115(2)
C6 C5 C11 O11 65(2)
C10 C5 C11 C12 64(2)
C6 C5 C11 C12 -115.5(16)
O11 C11 C12 C29 -167.3(17)
C5 C11 C12 C29 13(2)
O11 C11 C12 C13 14(2)
C5 C11 C12 C13 -165.2(14)
O15 C15 C16 C17 -19(3)
N1 C15 C16 C17 163.7(16)
C15 C16 C17 C18 -7(3)
C16 C17 C18 C19 166.8(16)
C17 C18 C19 C20 174.2(15)
C18 C19 C20 C31 -147.8(16)
C18 C19 C20 C21 85.8(18)
C31 C20 C21 O21 -58.4(17)
C19 C20 C21 O21 68.3(16)
C31 C20 C21 C22 172.4(14)
C19 C20 C21 C22 -60.9(18)
O21 C21 C22 C32 -27.9(17)
C20 C21 C22 C32 97.7(16)
O21 C21 C22 C23 95.3(14)
C20 C21 C22 C23 -139.1(13)
C32 C22 C23 O23 -169.3(12)
C21 C22 C23 O23 70.6(14)
C32 C22 C23 C24 -47.3(17)
C21 C22 C23 C24 -167.5(12)
O23 C23 C24 C25 68.5(14)
C22 C23 C24 C25 -52.8(16)
O23 C23 C24 C33 -61.2(15)
C22 C23 C24 C33 177.5(12)
C33 C24 C25 O25 65.1(15)
C23 C24 C25 O25 -61.7(14)
C33 C24 C25 C26 -55.5(17)
C23 C24 C25 C26 177.7(11)
O25 C25 C26 C27 59.1(15)
C24 C25 C26 C27 -178.8(12)
O25 C25 C26 C34 -178.6(12)
C24 C25 C26 C34 -56.5(16)
C25 C26 C27 O27 65.3(17)
C34 C26 C27 O27 -54.1(18)
C25 C26 C27 C28 -173.3(13)
C34 C26 C27 C28 67.3(18)
O27 C27 C28 C29 -41.1(18)
C26 C27 C28 C29 -167.3(13)
O27 C27 C28 C35 -162.1(14)
C26 C27 C28 C35 71.7(19)
C11 C12 C29 C28 -170.1(14)
C13 C12 C29 C28 8(3)
C27 C28 C29 C12 137.5(17)
C35 C28 C29 C12 -101(2)
O15 C15 N1 C2 -10(2)
C16 C15 N1 C2 167.8(14)
C3 C2 N1 C15 -63(2)
C1 C2 N1 C15 116.2(18)
|
1501833.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501833.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501833
loop_
_publ_author_name
'Ciavatta, Maria Letizia'
'Manzo, Emiliano'
'Mollo, Ernesto'
'Mattia, Carlo Andrea'
'Tedesco, Consiglia'
'Irace, Carlo'
'Guo, Yue-Wei'
'Li, Xiu-Bao'
'Cimino, Guido'
'Gavagnin, Margherita'
_publ_section_title
;
Tritoniopsins A-D, cladiellane-based diterpenes from the South China Sea
nudibranch Tritoniopsis elegans and its prey Cladiella krempfi.
;
_journal_issue 9
_journal_name_full 'Journal of natural products'
_journal_page_first 1902
_journal_page_last 1907
_journal_paper_doi 10.1021/np200342k
_journal_volume 74
_journal_year 2011
_chemical_formula_moiety 'C24 H38 O5'
_chemical_formula_sum 'C24 H38 O5'
_chemical_formula_weight 406.54
_chemical_name_systematic
;
?
;
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 9.873(2)
_cell_length_b 14.759(4)
_cell_length_c 15.008(3)
_cell_measurement_reflns_used 429
_cell_measurement_temperature 100(2)
_cell_measurement_theta_max 26.8626
_cell_measurement_theta_min 2.9445
_cell_volume 2186.9(9)
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SIR2002 (Burla et al., 2000)'
_diffrn_ambient_temperature 100(2)
_diffrn_detector_area_resol_mean 22.2222
_diffrn_measured_fraction_theta_full 0.872
_diffrn_measured_fraction_theta_max 0.872
_diffrn_measurement_device
;
Saturn944 (2x2 bin mode)
;
_diffrn_radiation_detector CCD
_diffrn_radiation_monochromator Confocal
_diffrn_radiation_source 'rotating anode'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0420
_diffrn_reflns_av_sigmaI/netI 0.0359
_diffrn_reflns_limit_h_max 7
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 16
_diffrn_reflns_limit_k_min -7
_diffrn_reflns_limit_l_max 13
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_number 6026
_diffrn_reflns_theta_full 62.30
_diffrn_reflns_theta_max 62.30
_diffrn_reflns_theta_min 5.90
_exptl_absorpt_coefficient_mu 0.677
_exptl_absorpt_correction_T_max 1.0000
_exptl_absorpt_correction_T_min 0.7733
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'Blessing, 1995'
_exptl_crystal_density_diffrn 1.235
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 888
_exptl_crystal_size_max 0.27
_exptl_crystal_size_mid 0.24
_exptl_crystal_size_min 0.12
_refine_diff_density_max 0.556
_refine_diff_density_min -0.648
_refine_diff_density_rms 0.144
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.0(7)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.119
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 262
_refine_ls_number_reflns 2460
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.119
_refine_ls_R_factor_all 0.0985
_refine_ls_R_factor_gt 0.0691
_refine_ls_shift/su_max 0.002
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1837P)^2^+5.3848P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1886
_refine_ls_wR_factor_ref 0.2781
_reflns_number_gt 2213
_reflns_number_total 2460
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np200342k_si_002.cif
_cod_data_source_block mat2xs6i_3
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_database_code 1501833
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.6995(5) 0.9446(3) 0.3876(3) 0.0261(11) Uani 1 1 d .
O2 O 0.4777(5) 1.0844(3) 0.4111(3) 0.0300(12) Uani 1 1 d .
H2B H 0.5426 1.0860 0.4451 0.045 Uiso 1 1 calc R
O3 O 0.1656(5) 0.9559(3) 0.3796(3) 0.0285(12) Uani 1 1 d .
O4 O 0.6471(5) 0.9179(3) 0.1506(3) 0.0255(11) Uani 1 1 d .
O5 O 0.8040(5) 0.8784(3) 0.0480(3) 0.0290(12) Uani 1 1 d .
C1 C 0.4959(7) 0.8904(4) 0.3223(5) 0.0279(16) Uani 1 1 d .
H1 H 0.5100 0.8247 0.3210 0.033 Uiso 1 1 calc R
C2 C 0.6343(7) 0.9362(4) 0.3028(4) 0.0237(15) Uani 1 1 d .
H2 H 0.6148 0.9977 0.2820 0.028 Uiso 1 1 calc R
C3 C 0.7256(7) 0.8905(4) 0.2307(4) 0.0232(15) Uani 1 1 d .
C4 C 0.7323(8) 0.7849(4) 0.2254(5) 0.0295(17) Uani 1 1 d .
H4A H 0.7642 0.7685 0.1664 0.035 Uiso 1 1 calc R
H4B H 0.6408 0.7617 0.2312 0.035 Uiso 1 1 calc R
C5 C 0.8231(7) 0.7353(4) 0.2952(5) 0.0253(15) Uani 1 1 d .
H5A H 0.8036 0.6709 0.2938 0.030 Uiso 1 1 calc R
H5B H 0.9176 0.7435 0.2794 0.030 Uiso 1 1 calc R
C6 C 0.7994(8) 0.7712(4) 0.3891(4) 0.0262(16) Uani 1 1 d .
H6 H 0.8690 0.8051 0.4142 0.031 Uiso 1 1 calc R
C7 C 0.6904(7) 0.7592(4) 0.4385(4) 0.0260(16) Uani 1 1 d .
C8 C 0.6635(8) 0.8326(4) 0.5071(4) 0.0270(16) Uani 1 1 d .
H8A H 0.7461 0.8453 0.5398 0.032 Uiso 1 1 calc R
H8B H 0.5958 0.8117 0.5492 0.032 Uiso 1 1 calc R
C9 C 0.6129(7) 0.9206(4) 0.4611(4) 0.0252(15) Uani 1 1 d .
H9 H 0.6160 0.9698 0.5048 0.030 Uiso 1 1 calc R
C10 C 0.4683(6) 0.9178(4) 0.4202(4) 0.0193(14) Uani 1 1 d .
H10 H 0.4163 0.8696 0.4493 0.023 Uiso 1 1 calc R
C11 C 0.3932(7) 1.0093(4) 0.4334(5) 0.0290(17) Uani 1 1 d .
C12 C 0.2786(8) 1.0177(4) 0.3642(5) 0.0292(17) Uani 1 1 d .
H12 H 0.2421 1.0791 0.3702 0.035 Uiso 1 1 calc R
C13 C 0.3293(8) 1.0098(4) 0.2708(4) 0.0274(16) Uani 1 1 d .
H13A H 0.4024 1.0525 0.2609 0.033 Uiso 1 1 calc R
H13B H 0.2569 1.0234 0.2292 0.033 Uiso 1 1 calc R
C14 C 0.3801(7) 0.9128(4) 0.2559(5) 0.0257(15) Uani 1 1 d .
H14 H 0.4156 0.9081 0.1951 0.031 Uiso 1 1 calc R
C15 C 0.8628(8) 0.9352(5) 0.2314(5) 0.0332(17) Uani 1 1 d .
H15A H 0.8518 0.9997 0.2354 0.050 Uiso 1 1 calc R
H15B H 0.9103 0.9204 0.1776 0.050 Uiso 1 1 calc R
H15C H 0.9136 0.9141 0.2818 0.050 Uiso 1 1 calc R
C16 C 0.5842(8) 0.6868(4) 0.4232(5) 0.0322(17) Uani 1 1 d .
H16A H 0.5139 0.6926 0.4671 0.048 Uiso 1 1 calc R
H16B H 0.6252 0.6280 0.4281 0.048 Uiso 1 1 calc R
H16C H 0.5460 0.6938 0.3648 0.048 Uiso 1 1 calc R
C17 C 0.3392(8) 1.0178(5) 0.5292(4) 0.0302(17) Uani 1 1 d .
H17A H 0.4131 1.0131 0.5704 0.045 Uiso 1 1 calc R
H17B H 0.2752 0.9702 0.5405 0.045 Uiso 1 1 calc R
H17C H 0.2955 1.0755 0.5364 0.045 Uiso 1 1 calc R
C18 C 0.2556(7) 0.8516(4) 0.2639(5) 0.0266(16) Uani 1 1 d .
H18 H 0.1910 0.8708 0.2181 0.032 Uiso 1 1 calc R
C19 C 0.2865(8) 0.7512(5) 0.2475(5) 0.0331(18) Uani 1 1 d .
H19A H 0.3287 0.7442 0.1903 0.050 Uiso 1 1 calc R
H19B H 0.2038 0.7171 0.2490 0.050 Uiso 1 1 calc R
H19C H 0.3465 0.7293 0.2931 0.050 Uiso 1 1 calc R
C20 C 0.1875(8) 0.8635(4) 0.3526(5) 0.0283(16) Uani 1 1 d .
H20A H 0.1006 0.8329 0.3508 0.034 Uiso 1 1 calc R
H20B H 0.2421 0.8337 0.3977 0.034 Uiso 1 1 calc R
C21 C 0.6950(8) 0.9076(4) 0.0678(4) 0.0284(17) Uani 1 1 d .
C22 C 0.5876(8) 0.9386(5) -0.0003(5) 0.0299(17) Uani 1 1 d .
H22A H 0.4990 0.9378 0.0277 0.036 Uiso 1 1 calc R
H22B H 0.6067 1.0005 -0.0181 0.036 Uiso 1 1 calc R
C23 C 0.5849(8) 0.8798(4) -0.0810(5) 0.0303(16) Uani 1 1 d .
H23A H 0.6752 0.8770 -0.1063 0.036 Uiso 1 1 calc R
H23B H 0.5255 0.9068 -0.1252 0.036 Uiso 1 1 calc R
C24 C 0.5363(9) 0.7838(5) -0.0608(6) 0.044(2) Uani 1 1 d .
H24A H 0.5379 0.7484 -0.1144 0.066 Uiso 1 1 calc R
H24B H 0.4455 0.7860 -0.0380 0.066 Uiso 1 1 calc R
H24C H 0.5949 0.7567 -0.0173 0.066 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.028(3) 0.022(2) 0.028(2) -0.0019(18) 0.000(2) -0.001(2)
O2 0.025(3) 0.020(2) 0.045(3) -0.002(2) 0.000(2) -0.001(2)
O3 0.029(3) 0.026(2) 0.031(3) -0.0033(19) 0.001(2) -0.004(2)
O4 0.028(3) 0.025(2) 0.024(2) 0.001(2) 0.005(2) 0.003(2)
O5 0.023(3) 0.024(2) 0.041(3) 0.001(2) 0.010(2) 0.005(2)
C1 0.026(4) 0.018(3) 0.040(4) -0.004(3) 0.001(3) 0.003(3)
C2 0.024(4) 0.016(3) 0.031(4) 0.002(3) -0.006(3) -0.004(3)
C3 0.022(4) 0.023(3) 0.025(3) -0.007(3) 0.004(3) -0.005(3)
C4 0.037(5) 0.024(3) 0.028(4) -0.010(3) 0.008(3) -0.001(3)
C5 0.016(4) 0.022(3) 0.038(4) -0.001(3) -0.001(3) 0.000(3)
C6 0.033(4) 0.021(3) 0.025(4) 0.000(3) -0.009(3) 0.000(3)
C7 0.031(4) 0.015(3) 0.031(4) 0.010(3) -0.007(3) -0.001(3)
C8 0.034(4) 0.022(3) 0.025(3) 0.007(3) 0.000(3) 0.001(3)
C9 0.028(4) 0.016(3) 0.032(4) 0.001(3) 0.002(3) -0.002(3)
C10 0.024(4) 0.022(3) 0.012(3) -0.001(3) 0.006(2) -0.002(3)
C11 0.034(4) 0.021(3) 0.031(4) -0.007(3) 0.004(3) 0.003(3)
C12 0.029(4) 0.017(3) 0.042(4) 0.002(3) 0.002(3) -0.006(3)
C13 0.030(4) 0.025(3) 0.027(4) 0.003(3) -0.007(3) 0.001(3)
C14 0.020(4) 0.022(3) 0.035(4) -0.003(3) 0.005(3) -0.001(3)
C15 0.027(4) 0.028(3) 0.045(4) 0.005(3) -0.003(3) -0.007(3)
C16 0.043(5) 0.023(3) 0.030(4) 0.007(3) 0.000(3) -0.001(3)
C17 0.037(4) 0.034(4) 0.020(3) -0.008(3) -0.001(3) -0.003(3)
C18 0.025(4) 0.029(3) 0.026(4) -0.009(3) -0.008(3) 0.000(3)
C19 0.028(4) 0.029(3) 0.042(5) -0.005(3) -0.001(3) -0.009(3)
C20 0.027(4) 0.021(3) 0.036(4) -0.002(3) -0.010(3) -0.007(3)
C21 0.039(5) 0.020(3) 0.027(4) -0.007(3) 0.009(3) -0.013(3)
C22 0.032(4) 0.029(3) 0.029(4) -0.002(3) 0.005(3) 0.000(3)
C23 0.027(4) 0.027(3) 0.037(4) -0.007(3) 0.001(3) 0.000(3)
C24 0.047(5) 0.030(4) 0.054(5) -0.002(4) -0.011(4) -0.001(4)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 O1 C9 113.1(5)
C11 O2 H2B 109.5
C20 O3 C12 115.7(5)
C21 O4 C3 122.3(5)
C2 C1 C14 115.8(5)
C2 C1 C10 102.7(5)
C14 C1 C10 115.1(6)
C2 C1 H1 107.6
C14 C1 H1 107.6
C10 C1 H1 107.6
O1 C2 C1 105.5(5)
O1 C2 C3 113.2(5)
C1 C2 C3 116.8(5)
O1 C2 H2 106.9
C1 C2 H2 106.9
C3 C2 H2 106.9
O4 C3 C15 110.8(5)
O4 C3 C4 104.6(5)
C15 C3 C4 113.6(6)
O4 C3 C2 98.2(5)
C15 C3 C2 108.9(5)
C4 C3 C2 119.4(6)
C3 C4 C5 117.3(6)
C3 C4 H4A 108.0
C5 C4 H4A 108.0
C3 C4 H4B 108.0
C5 C4 H4B 108.0
H4A C4 H4B 107.2
C6 C5 C4 111.7(5)
C6 C5 H5A 109.3
C4 C5 H5A 109.3
C6 C5 H5B 109.3
C4 C5 H5B 109.3
H5A C5 H5B 107.9
C7 C6 C5 126.8(6)
C7 C6 H6 116.6
C5 C6 H6 116.6
C6 C7 C16 125.0(6)
C6 C7 C8 115.3(6)
C16 C7 C8 119.1(6)
C7 C8 C9 110.6(5)
C7 C8 H8A 109.5
C9 C8 H8A 109.5
C7 C8 H8B 109.5
C9 C8 H8B 109.5
H8A C8 H8B 108.1
O1 C9 C8 110.9(5)
O1 C9 C10 104.5(5)
C8 C9 C10 116.7(5)
O1 C9 H9 108.2
C8 C9 H9 108.2
C10 C9 H9 108.2
C9 C10 C11 111.4(5)
C9 C10 C1 102.7(5)
C11 C10 C1 115.6(5)
C9 C10 H10 109.0
C11 C10 H10 109.0
C1 C10 H10 109.0
O2 C11 C12 102.0(5)
O2 C11 C10 111.5(5)
C12 C11 C10 109.5(5)
O2 C11 C17 111.0(5)
C12 C11 C17 111.6(6)
C10 C11 C17 110.8(5)
O3 C12 C13 110.9(5)
O3 C12 C11 113.8(5)
C13 C12 C11 112.4(6)
O3 C12 H12 106.4
C13 C12 H12 106.4
C11 C12 H12 106.4
C12 C13 C14 108.6(5)
C12 C13 H13A 110.0
C14 C13 H13A 110.0
C12 C13 H13B 110.0
C14 C13 H13B 110.0
H13A C13 H13B 108.3
C13 C14 C18 106.0(5)
C13 C14 C1 110.3(5)
C18 C14 C1 114.6(5)
C13 C14 H14 108.6
C18 C14 H14 108.6
C1 C14 H14 108.6
C3 C15 H15A 109.5
C3 C15 H15B 109.5
H15A C15 H15B 109.5
C3 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
C7 C16 H16A 109.5
C7 C16 H16B 109.5
H16A C16 H16B 109.5
C7 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
C11 C17 H17A 109.5
C11 C17 H17B 109.5
H17A C17 H17B 109.5
C11 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C20 C18 C14 111.1(5)
C20 C18 C19 110.1(6)
C14 C18 C19 113.4(6)
C20 C18 H18 107.3
C14 C18 H18 107.3
C19 C18 H18 107.3
C18 C19 H19A 109.5
C18 C19 H19B 109.5
H19A C19 H19B 109.5
C18 C19 H19A 109.5
H19A C19 H19A 109.5
H19B C19 H19A 109.5
O3 C20 C18 115.3(5)
O3 C20 H20A 108.5
C18 C20 H20A 108.5
O3 C20 H20B 108.5
C18 C20 H20B 108.5
H20A C20 H20B 107.5
O5 C21 O4 126.2(7)
O5 C21 C22 124.1(6)
O4 C21 C22 109.8(6)
C23 C22 C21 112.2(6)
C23 C22 H22A 109.2
C21 C22 H22A 109.2
C23 C22 H22B 109.2
C21 C22 H22B 109.2
H22A C22 H22B 107.9
C22 C23 C24 112.6(6)
C22 C23 H23A 109.1
C24 C23 H23A 109.1
C22 C23 H23B 109.1
C24 C23 H23B 109.1
H23A C23 H23B 107.8
C23 C24 H24A 109.5
C23 C24 H24B 109.5
H24A C24 H24B 109.5
C23 C24 H24C 109.5
H24A C24 H24C 109.5
H24B C24 H24C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C2 1.431(8)
O1 C9 1.440(8)
O2 C11 1.427(8)
O2 H2B 0.8200
O3 C20 1.440(8)
O3 C12 1.459(8)
O4 C21 1.337(8)
O4 C3 1.487(8)
O5 C21 1.197(9)
C1 C2 1.552(10)
C1 C14 1.551(10)
C1 C10 1.549(9)
C1 H1 0.9800
C2 C3 1.562(9)
C2 H2 0.9800
C3 C15 1.507(10)
C3 C4 1.561(9)
C4 C5 1.561(10)
C4 H4A 0.9700
C4 H4B 0.9700
C5 C6 1.524(9)
C5 H5A 0.9700
C5 H5B 0.9700
C6 C7 1.319(10)
C6 H6 0.9300
C7 C16 1.515(10)
C7 C8 1.518(9)
C8 C9 1.552(9)
C8 H8A 0.9700
C8 H8B 0.9700
C9 C10 1.555(9)
C9 H9 0.9800
C10 C11 1.553(9)
C10 H10 0.9800
C11 C12 1.541(10)
C11 C17 1.538(10)
C12 C13 1.493(10)
C12 H12 0.9800
C13 C14 1.533(9)
C13 H13A 0.9700
C13 H13B 0.9700
C14 C18 1.530(10)
C14 H14 0.9800
C15 H15A 0.9600
C15 H15B 0.9600
C15 H15C 0.9600
C16 H16A 0.9600
C16 H16B 0.9600
C16 H16C 0.9600
C17 H17A 0.9600
C17 H17B 0.9600
C17 H17C 0.9600
C18 C20 1.502(10)
C18 C19 1.533(9)
C18 H18 0.9800
C19 H19A 0.9600
C19 H19B 0.9600
C19 H19A 0.9600
C20 H20A 0.9700
C20 H20B 0.9700
C21 C22 1.543(10)
C22 C23 1.491(9)
C22 H22A 0.9700
C22 H22B 0.9700
C23 C24 1.526(10)
C23 H23A 0.9700
C23 H23B 0.9700
C24 H24A 0.9600
C24 H24B 0.9600
C24 H24C 0.9600
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C9 O1 C2 C1 -7.6(6)
C9 O1 C2 C3 -136.4(5)
C14 C1 C2 O1 152.2(5)
C10 C1 C2 O1 25.9(6)
C14 C1 C2 C3 -81.1(7)
C10 C1 C2 C3 152.6(5)
C21 O4 C3 C15 55.2(7)
C21 O4 C3 C4 -67.6(7)
C21 O4 C3 C2 169.1(5)
O1 C2 C3 O4 -163.8(5)
C1 C2 C3 O4 73.4(6)
O1 C2 C3 C15 -48.4(7)
C1 C2 C3 C15 -171.2(6)
O1 C2 C3 C4 84.3(7)
C1 C2 C3 C4 -38.6(9)
O4 C3 C4 C5 173.2(5)
C15 C3 C4 C5 52.2(8)
C2 C3 C4 C5 -78.4(8)
C3 C4 C5 C6 46.4(8)
C4 C5 C6 C7 70.4(8)
C5 C6 C7 C16 18.1(10)
C5 C6 C7 C8 -153.2(6)
C6 C7 C8 C9 72.8(8)
C16 C7 C8 C9 -99.1(7)
C2 O1 C9 C8 112.4(6)
C2 O1 C9 C10 -14.1(6)
C7 C8 C9 O1 -49.2(7)
C7 C8 C9 C10 70.2(8)
O1 C9 C10 C11 -94.8(6)
C8 C9 C10 C11 142.5(6)
O1 C9 C10 C1 29.5(6)
C8 C9 C10 C1 -93.2(6)
C2 C1 C10 C9 -33.4(6)
C14 C1 C10 C9 -160.2(5)
C2 C1 C10 C11 88.1(6)
C14 C1 C10 C11 -38.7(8)
C9 C10 C11 O2 46.2(7)
C1 C10 C11 O2 -70.4(7)
C9 C10 C11 C12 158.4(6)
C1 C10 C11 C12 41.8(8)
C9 C10 C11 C17 -77.9(7)
C1 C10 C11 C17 165.4(6)
C20 O3 C12 C13 49.9(7)
C20 O3 C12 C11 -78.0(7)
O2 C11 C12 O3 -171.6(5)
C10 C11 C12 O3 70.1(7)
C17 C11 C12 O3 -53.0(7)
O2 C11 C12 C13 61.3(6)
C10 C11 C12 C13 -57.0(7)
C17 C11 C12 C13 179.9(5)
O3 C12 C13 C14 -61.4(7)
C11 C12 C13 C14 67.2(7)
C12 C13 C14 C18 65.0(7)
C12 C13 C14 C1 -59.6(7)
C2 C1 C14 C13 -73.4(7)
C10 C1 C14 C13 46.4(7)
C2 C1 C14 C18 167.1(6)
C10 C1 C14 C18 -73.1(7)
C13 C14 C18 C20 -57.3(7)
C1 C14 C18 C20 64.5(7)
C13 C14 C18 C19 177.9(6)
C1 C14 C18 C19 -60.2(8)
C12 O3 C20 C18 -43.1(8)
C14 C18 C20 O3 47.4(8)
C19 C18 C20 O3 174.0(6)
C3 O4 C21 O5 -2.0(9)
C3 O4 C21 C22 177.6(5)
O5 C21 C22 C23 37.6(9)
O4 C21 C22 C23 -142.0(6)
C21 C22 C23 C24 66.8(8)
|
1501834.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501834.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501834
loop_
_publ_author_name
'Huang, Hongbo'
'Yao, Yueliang'
'He, Zhengxiang'
'Yang, Tingting'
'Ma, Junying'
'Tian, Xinpeng'
'Li, Yayong'
'Huang, Caiguo'
'Chen, Xiaoping'
'Li, Wenjun'
'Zhang, Si'
'Zhang, Changsheng'
'Ju, Jianhua'
_publ_section_title
;
Antimalarial \b-carboline and indolactam alkaloids from Marinactinospora
thermotolerans, a deep sea isolate.
;
_journal_issue 10
_journal_name_full 'Journal of natural products'
_journal_page_first 2122
_journal_page_last 2127
_journal_paper_doi 10.1021/np200399t
_journal_volume 74
_journal_year 2011
_chemical_formula_moiety 'C23 H21 N3 O3'
_chemical_formula_sum 'C23 H21 N3 O3'
_chemical_formula_weight 387.43
_chemical_name_systematic
;
?
;
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2ybc'
_symmetry_space_group_name_H-M 'P 1 21/c 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 116.5630(10)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 16.0472(10)
_cell_length_b 8.5891(5)
_cell_length_c 15.6785(9)
_cell_measurement_reflns_used 3927
_cell_measurement_temperature 110(2)
_cell_measurement_theta_max 27.14
_cell_measurement_theta_min 2.60
_cell_volume 1932.9(2)
_computing_cell_refinement 'SAINT-PLUS (Bruker, 2003)'
_computing_data_collection 'SMART (Bruker, 2001)'
_computing_data_reduction SAINT-PLUS
_computing_molecular_graphics SHELXTL
_computing_publication_material SHELXTL
_computing_structure_refinement SHELXTL
_computing_structure_solution 'SHELXTL (Bruker, 2005)'
_diffrn_ambient_temperature 110(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type 'Bruker AXS SMART 1000 CCD diffractometer'
_diffrn_measurement_method '\w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0243
_diffrn_reflns_av_sigmaI/netI 0.0340
_diffrn_reflns_limit_h_max 20
_diffrn_reflns_limit_h_min -7
_diffrn_reflns_limit_k_max 10
_diffrn_reflns_limit_k_min -10
_diffrn_reflns_limit_l_max 15
_diffrn_reflns_limit_l_min -20
_diffrn_reflns_number 9626
_diffrn_reflns_theta_full 27.14
_diffrn_reflns_theta_max 27.14
_diffrn_reflns_theta_min 2.60
_diffrn_standards_number 0
_exptl_absorpt_coefficient_mu 0.090
_exptl_absorpt_correction_T_max 0.9753
_exptl_absorpt_correction_T_min 0.9607
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)'
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.331
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 816
_exptl_crystal_size_max 0.45
_exptl_crystal_size_mid 0.43
_exptl_crystal_size_min 0.28
_refine_diff_density_max 0.281
_refine_diff_density_min -0.276
_refine_diff_density_rms 0.047
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.043
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 264
_refine_ls_number_reflns 4188
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.043
_refine_ls_R_factor_all 0.0644
_refine_ls_R_factor_gt 0.0431
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0510P)^2^+0.8551P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1061
_refine_ls_wR_factor_ref 0.1179
_reflns_number_gt 3081
_reflns_number_total 4188
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np200399t_si_002.cif
_cod_data_source_block 04291m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P2(1)/c
_cod_database_code 1501834
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.91499(10) 0.27885(17) 0.51020(11) 0.0190(3) Uani 1 1 d .
N2 N 0.90064(9) 0.36965(15) 0.43584(9) 0.0190(3) Uani 1 1 d .
C3 C 0.96584(11) 0.37708(18) 0.40446(11) 0.0199(3) Uani 1 1 d .
C4 C 1.05014(10) 0.29712(18) 0.44597(11) 0.0200(3) Uani 1 1 d .
H4 H 1.0946 0.3068 0.4217 0.024 Uiso 1 1 calc R
C4A C 1.06710(10) 0.20288(18) 0.52391(11) 0.0197(3) Uani 1 1 d .
C4B C 1.14267(11) 0.10308(18) 0.58536(11) 0.0210(3) Uani 1 1 d .
C5 C 1.23034(11) 0.0657(2) 0.59203(12) 0.0251(4) Uani 1 1 d .
H5 H 1.2517 0.1121 0.5504 0.030 Uiso 1 1 calc R
C6 C 1.28499(11) -0.0401(2) 0.66053(12) 0.0294(4) Uani 1 1 d .
H6 H 1.3445 -0.0669 0.6658 0.035 Uiso 1 1 calc R
C7 C 1.25412(12) -0.1086(2) 0.72238(12) 0.0282(4) Uani 1 1 d .
H7 H 1.2930 -0.1822 0.7681 0.034 Uiso 1 1 calc R
C8 C 1.16895(11) -0.07235(19) 0.71889(11) 0.0245(4) Uani 1 1 d .
H8 H 1.1487 -0.1184 0.7615 0.029 Uiso 1 1 calc R
C8A C 1.11394(10) 0.03518(19) 0.64991(11) 0.0205(3) Uani 1 1 d .
N9 N 1.02635(9) 0.09143(15) 0.63102(9) 0.0207(3) Uani 1 1 d .
H9 H 0.9946 0.0664 0.6625 0.025 Uiso 1 1 calc R
C9A C 0.99754(10) 0.19145(18) 0.55604(10) 0.0185(3) Uani 1 1 d .
C10 C 0.94589(11) 0.47948(18) 0.32007(11) 0.0201(3) Uani 1 1 d .
O11 O 1.00505(8) 0.50110(13) 0.29103(7) 0.0249(3) Uani 1 1 d .
C12 C 0.84256(11) 0.27656(18) 0.54480(11) 0.0213(3) Uani 1 1 d .
C13 C 0.76012(11) 0.3834(2) 0.49784(12) 0.0284(4) Uani 1 1 d .
H13A H 0.7196 0.3728 0.5293 0.043 Uiso 1 1 calc R
H13B H 0.7252 0.3558 0.4303 0.043 Uiso 1 1 calc R
H13C H 0.7819 0.4913 0.5034 0.043 Uiso 1 1 calc R
O14 O 0.85078(8) 0.19040(13) 0.60982(8) 0.0259(3) Uani 1 1 d .
N15 N 0.86145(9) 0.54407(16) 0.28009(9) 0.0235(3) Uani 1 1 d .
H15 H 0.8233 0.5275 0.3056 0.028 Uiso 1 1 calc R
O16 O 0.46387(10) 0.2493(2) 0.12617(12) 0.0646(5) Uani 1 1 d .
C17 C 0.45619(17) 0.1139(3) 0.07249(19) 0.0710(8) Uani 1 1 d .
H17A H 0.4323 0.1415 0.0050 0.107 Uiso 1 1 calc R
H17B H 0.4133 0.0407 0.0803 0.107 Uiso 1 1 calc R
H17C H 0.5176 0.0653 0.0948 0.107 Uiso 1 1 calc R
C1' C 0.66089(12) 0.5864(2) 0.15387(12) 0.0294(4) Uani 1 1 d .
C2' C 0.64037(12) 0.4686(2) 0.08697(13) 0.0301(4) Uani 1 1 d .
H2' H 0.6722 0.4661 0.0484 0.036 Uiso 1 1 calc R
C3' C 0.57488(12) 0.3544(2) 0.07466(13) 0.0331(4) Uani 1 1 d .
H3' H 0.5616 0.2754 0.0279 0.040 Uiso 1 1 calc R
C4' C 0.52905(12) 0.3570(3) 0.13145(15) 0.0417(5) Uani 1 1 d .
C5' C 0.54736(14) 0.4739(3) 0.19749(16) 0.0521(6) Uani 1 1 d .
H5' H 0.5150 0.4768 0.2355 0.063 Uiso 1 1 calc R
C6' C 0.61270(13) 0.5869(3) 0.20867(14) 0.0421(5) Uani 1 1 d .
H6' H 0.6249 0.6666 0.2548 0.050 Uiso 1 1 calc R
C7' C 0.73397(13) 0.7079(2) 0.16857(13) 0.0319(4) Uani 1 1 d .
H7'1 H 0.7380 0.7799 0.2196 0.038 Uiso 1 1 calc R
H7'2 H 0.7139 0.7693 0.1092 0.038 Uiso 1 1 calc R
C8' C 0.83064(12) 0.6413(2) 0.19534(11) 0.0260(4) Uani 1 1 d .
H8'1 H 0.8290 0.5786 0.1416 0.031 Uiso 1 1 calc R
H8'2 H 0.8754 0.7276 0.2074 0.031 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0204(7) 0.0176(8) 0.0199(8) -0.0042(6) 0.0098(6) -0.0030(6)
N2 0.0213(6) 0.0189(7) 0.0170(6) -0.0032(5) 0.0087(5) -0.0034(5)
C3 0.0223(7) 0.0196(8) 0.0185(8) -0.0046(6) 0.0098(6) -0.0041(6)
C4 0.0210(7) 0.0218(8) 0.0194(8) -0.0061(6) 0.0110(6) -0.0048(6)
C4A 0.0199(7) 0.0204(8) 0.0195(8) -0.0060(6) 0.0094(6) -0.0034(6)
C4B 0.0209(7) 0.0225(8) 0.0184(8) -0.0055(6) 0.0078(6) -0.0018(6)
C5 0.0230(8) 0.0281(9) 0.0254(9) -0.0050(7) 0.0118(7) -0.0015(7)
C6 0.0203(8) 0.0319(10) 0.0330(9) -0.0060(8) 0.0091(7) 0.0036(7)
C7 0.0259(8) 0.0258(9) 0.0263(9) -0.0018(7) 0.0057(7) 0.0027(7)
C8 0.0265(8) 0.0231(8) 0.0211(8) -0.0013(7) 0.0082(7) -0.0004(7)
C8A 0.0199(7) 0.0218(8) 0.0185(8) -0.0057(6) 0.0074(6) -0.0015(6)
N9 0.0214(6) 0.0217(7) 0.0209(7) 0.0001(5) 0.0113(6) -0.0007(5)
C9A 0.0219(7) 0.0189(8) 0.0150(7) -0.0045(6) 0.0084(6) -0.0039(6)
C10 0.0241(8) 0.0196(8) 0.0168(7) -0.0056(6) 0.0092(6) -0.0049(6)
O11 0.0266(6) 0.0307(7) 0.0209(6) -0.0013(5) 0.0136(5) -0.0040(5)
C12 0.0231(8) 0.0192(8) 0.0239(8) -0.0032(7) 0.0126(7) -0.0033(6)
C13 0.0248(8) 0.0311(10) 0.0336(9) 0.0048(8) 0.0169(7) 0.0046(7)
O14 0.0276(6) 0.0272(6) 0.0279(6) 0.0037(5) 0.0170(5) 0.0007(5)
N15 0.0265(7) 0.0254(7) 0.0201(7) 0.0012(6) 0.0118(6) -0.0025(6)
O16 0.0353(8) 0.0910(14) 0.0683(11) 0.0080(10) 0.0240(8) -0.0192(9)
C17 0.0481(14) 0.089(2) 0.0568(16) 0.0072(15) 0.0067(12) -0.0392(14)
C1' 0.0256(8) 0.0326(10) 0.0250(9) 0.0053(7) 0.0069(7) 0.0103(7)
C2' 0.0294(9) 0.0317(10) 0.0311(9) 0.0054(8) 0.0152(8) 0.0054(8)
C3' 0.0261(9) 0.0364(10) 0.0310(10) 0.0055(8) 0.0076(8) 0.0046(8)
C4' 0.0204(9) 0.0585(14) 0.0435(12) 0.0129(10) 0.0119(8) 0.0006(9)
C5' 0.0339(11) 0.0869(18) 0.0440(12) -0.0003(12) 0.0249(10) 0.0043(11)
C6' 0.0316(10) 0.0603(14) 0.0338(11) -0.0074(10) 0.0142(8) 0.0079(9)
C7' 0.0392(10) 0.0250(9) 0.0271(9) 0.0034(7) 0.0110(8) 0.0069(8)
C8' 0.0336(9) 0.0222(8) 0.0216(8) 0.0003(7) 0.0119(7) -0.0018(7)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N2 C1 C9A 120.86(14)
N2 C1 C12 117.97(14)
C9A C1 C12 121.15(14)
C1 N2 C3 119.33(13)
N2 C3 C4 123.99(14)
N2 C3 C10 117.23(14)
C4 C3 C10 118.78(14)
C4A C4 C3 117.81(14)
C4A C4 H4 121.1
C3 C4 H4 121.1
C4 C4A C9A 118.52(14)
C4 C4A C4B 135.14(14)
C9A C4A C4B 106.33(13)
C5 C4B C8A 119.40(15)
C5 C4B C4A 134.51(15)
C8A C4B C4A 106.09(13)
C6 C5 C4B 118.45(16)
C6 C5 H5 120.8
C4B C5 H5 120.8
C5 C6 C7 121.12(15)
C5 C6 H6 119.4
C7 C6 H6 119.4
C8 C7 C6 121.92(16)
C8 C7 H7 119.0
C6 C7 H7 119.0
C7 C8 C8A 116.91(16)
C7 C8 H8 121.5
C8A C8 H8 121.5
N9 C8A C8 128.71(15)
N9 C8A C4B 109.12(14)
C8 C8A C4B 122.17(14)
C9A N9 C8A 108.97(13)
C9A N9 H9 125.5
C8A N9 H9 125.5
N9 C9A C1 131.05(14)
N9 C9A C4A 109.48(13)
C1 C9A C4A 119.46(14)
O11 C10 N15 123.40(15)
O11 C10 C3 121.12(14)
N15 C10 C3 115.48(13)
O14 C12 C1 120.25(14)
O14 C12 C13 121.50(14)
C1 C12 C13 118.25(13)
C12 C13 H13A 109.5
C12 C13 H13B 109.5
H13A C13 H13B 109.5
C12 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C10 N15 C8' 121.79(14)
C10 N15 H15 119.1
C8' N15 H15 119.1
C4' O16 C17 116.99(18)
O16 C17 H17A 109.5
O16 C17 H17B 109.5
H17A C17 H17B 109.5
O16 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C2' C1' C6' 117.40(18)
C2' C1' C7' 121.71(16)
C6' C1' C7' 120.88(17)
C1' C2' C3' 122.03(17)
C1' C2' H2' 119.0
C3' C2' H2' 119.0
C4' C3' C2' 119.08(19)
C4' C3' H3' 120.5
C2' C3' H3' 120.5
O16 C4' C5' 115.99(19)
O16 C4' C3' 124.1(2)
C5' C4' C3' 119.94(19)
C4' C5' C6' 120.18(19)
C4' C5' H5' 119.9
C6' C5' H5' 119.9
C5' C6' C1' 121.4(2)
C5' C6' H6' 119.3
C1' C6' H6' 119.3
C1' C7' C8' 114.09(14)
C1' C7' H7'1 108.7
C8' C7' H7'1 108.7
C1' C7' H7'2 108.7
C8' C7' H7'2 108.7
H7'1 C7' H7'2 107.6
N15 C8' C7' 110.77(14)
N15 C8' H8'1 109.5
C7' C8' H8'1 109.5
N15 C8' H8'2 109.5
C7' C8' H8'2 109.5
H8'1 C8' H8'2 108.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N2 1.334(2)
C1 C9A 1.408(2)
C1 C12 1.486(2)
N2 C3 1.342(2)
C3 C4 1.392(2)
C3 C10 1.499(2)
C4 C4A 1.387(2)
C4 H4 0.9500
C4A C9A 1.419(2)
C4A C4B 1.445(2)
C4B C5 1.401(2)
C4B C8A 1.412(2)
C5 C6 1.381(2)
C5 H5 0.9500
C6 C7 1.401(2)
C6 H6 0.9500
C7 C8 1.379(2)
C7 H7 0.9500
C8 C8A 1.396(2)
C8 H8 0.9500
C8A N9 1.3872(19)
N9 C9A 1.359(2)
N9 H9 0.8800
C10 O11 1.2369(18)
C10 N15 1.333(2)
C12 O14 1.2182(19)
C12 C13 1.505(2)
C13 H13A 0.9800
C13 H13B 0.9800
C13 H13C 0.9800
N15 C8' 1.456(2)
N15 H15 0.8800
O16 C4' 1.371(2)
O16 C17 1.408(3)
C17 H17A 0.9800
C17 H17B 0.9800
C17 H17C 0.9800
C1' C2' 1.387(3)
C1' C6' 1.389(3)
C1' C7' 1.508(3)
C2' C3' 1.387(3)
C2' H2' 0.9500
C3' C4' 1.386(3)
C3' H3' 0.9500
C4' C5' 1.376(3)
C5' C6' 1.382(3)
C5' H5' 0.9500
C6' H6' 0.9500
C7' C8' 1.526(2)
C7' H7'1 0.9900
C7' H7'2 0.9900
C8' H8'1 0.9900
C8' H8'2 0.9900
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N9 H9 O11 0.88 2.03 2.7945(16) 144.5 4_566
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C9A C1 N2 C3 0.2(2)
C12 C1 N2 C3 178.38(13)
C1 N2 C3 C4 -1.2(2)
C1 N2 C3 C10 179.37(13)
N2 C3 C4 C4A 0.7(2)
C10 C3 C4 C4A -179.92(13)
C3 C4 C4A C9A 0.9(2)
C3 C4 C4A C4B 179.66(16)
C4 C4A C4B C5 2.3(3)
C9A C4A C4B C5 -178.80(17)
C4 C4A C4B C8A -177.94(17)
C9A C4A C4B C8A 0.96(16)
C8A C4B C5 C6 1.6(2)
C4A C4B C5 C6 -178.63(16)
C4B C5 C6 C7 -0.2(2)
C5 C6 C7 C8 -1.0(3)
C6 C7 C8 C8A 0.6(2)
C7 C8 C8A N9 179.88(15)
C7 C8 C8A C4B 0.8(2)
C5 C4B C8A N9 178.78(14)
C4A C4B C8A N9 -1.02(17)
C5 C4B C8A C8 -2.0(2)
C4A C4B C8A C8 178.19(14)
C8 C8A N9 C9A -178.46(15)
C4B C8A N9 C9A 0.69(17)
C8A N9 C9A C1 -179.60(15)
C8A N9 C9A C4A -0.06(17)
N2 C1 C9A N9 -179.13(15)
C12 C1 C9A N9 2.7(2)
N2 C1 C9A C4A 1.4(2)
C12 C1 C9A C4A -176.79(13)
C4 C4A C9A N9 178.54(13)
C4B C4A C9A N9 -0.57(17)
C4 C4A C9A C1 -1.9(2)
C4B C4A C9A C1 179.03(13)
N2 C3 C10 O11 174.89(14)
C4 C3 C10 O11 -4.5(2)
N2 C3 C10 N15 -4.9(2)
C4 C3 C10 N15 175.66(14)
N2 C1 C12 O14 176.84(14)
C9A C1 C12 O14 -5.0(2)
N2 C1 C12 C13 -3.5(2)
C9A C1 C12 C13 174.70(14)
O11 C10 N15 C8' 2.7(2)
C3 C10 N15 C8' -177.50(13)
C6' C1' C2' C3' -0.3(3)
C7' C1' C2' C3' 178.40(16)
C1' C2' C3' C4' -0.6(3)
C17 O16 C4' C5' -168.6(2)
C17 O16 C4' C3' 12.0(3)
C2' C3' C4' O16 -179.31(17)
C2' C3' C4' C5' 1.4(3)
O16 C4' C5' C6' 179.36(19)
C3' C4' C5' C6' -1.3(3)
C4' C5' C6' C1' 0.4(3)
C2' C1' C6' C5' 0.5(3)
C7' C1' C6' C5' -178.29(18)
C2' C1' C7' C8' -58.0(2)
C6' C1' C7' C8' 120.71(18)
C10 N15 C8' C7' -176.48(14)
C1' C7' C8' N15 -55.9(2)
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 27025730 ChemSpider
|
1501835.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501835.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501835
loop_
_publ_author_name
'Elsebai, Mahmoud Fahmi'
'Natesan, Lavanya'
'Kehraus, Stefan'
'Mohamed, Ietidal E.'
'Schnakenburg, Gregor'
'Sasse, Florenz'
'Shaaban, Saad'
'G\"utschow, Michael'
'K\"onig, Gabriele M'
_publ_section_title
;
HLE-inhibitory alkaloids with a polyketide skeleton from the
marine-derived fungus Coniothyrium cereale.
;
_journal_issue 10
_journal_name_full 'Journal of natural products'
_journal_page_first 2282
_journal_page_last 2285
_journal_paper_doi 10.1021/np2004227
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration unk
_chemical_formula_moiety 'C16 H16 O4'
_chemical_formula_sum 'C16 H16 O4'
_chemical_formula_weight 272.29
_chemical_name_common (-)cereotrypethelone
_chemical_name_systematic
;
?
;
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 97.446(2)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 7.2659(5)
_cell_length_b 14.0034(9)
_cell_length_c 13.9617(9)
_cell_measurement_reflns_used 4657
_cell_measurement_temperature 123(2)
_cell_measurement_theta_max 28.93
_cell_measurement_theta_min 2.83
_cell_volume 1408.59(16)
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 123(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type 'Bruker X8-KappaApexII'
_diffrn_measurement_method ccd
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0446
_diffrn_reflns_av_sigmaI/netI 0.0241
_diffrn_reflns_limit_h_max 8
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_k_max 17
_diffrn_reflns_limit_k_min 0
_diffrn_reflns_limit_l_max 17
_diffrn_reflns_limit_l_min 0
_diffrn_reflns_number 7990
_diffrn_reflns_theta_full 26.00
_diffrn_reflns_theta_max 26.00
_diffrn_reflns_theta_min 2.83
_exptl_absorpt_coefficient_mu 0.092
_exptl_absorpt_correction_T_max 0.9927
_exptl_absorpt_correction_T_min 0.9469
_exptl_absorpt_correction_type empirical
_exptl_absorpt_process_details 'TwinAbs 2009/2'
_exptl_crystal_colour red
_exptl_crystal_density_diffrn 1.284
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description 'flat rod'
_exptl_crystal_F_000 576
_exptl_crystal_size_max 0.60
_exptl_crystal_size_mid 0.30
_exptl_crystal_size_min 0.08
_refine_diff_density_max 0.250
_refine_diff_density_min -0.208
_refine_diff_density_rms 0.050
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_extinction_coef 0.014(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 1.074
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 374
_refine_ls_number_reflns 4342
_refine_ls_number_restraints 1
_refine_ls_restrained_S_all 1.073
_refine_ls_R_factor_all 0.0479
_refine_ls_R_factor_gt 0.0399
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0662P)^2^+0.1698P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1045
_refine_ls_wR_factor_ref 0.1102
_reflns_number_gt 3836
_reflns_number_total 4342
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np2004227_si_001.cif
_cod_data_source_block Greg1395_0t
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.
'_exptl_absorpt_correction_type' value 'Empirical'
changed to 'empirical' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M 'P 21'
_cod_database_code 1501835
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.2466(4) -0.05750(19) 0.66887(19) 0.0248(6) Uani 1 1 d .
C2 C 0.1395(4) -0.0399(2) 0.57955(19) 0.0261(6) Uani 1 1 d .
C3 C 0.0929(4) 0.0657(2) 0.55489(18) 0.0236(6) Uani 1 1 d .
C4 C 0.1570(4) 0.1406(2) 0.6278(2) 0.0209(6) Uani 1 1 d .
C5 C 0.1203(4) 0.2347(2) 0.60231(19) 0.0222(6) Uani 1 1 d .
H5A H 0.0609 0.2502 0.5396 0.027 Uiso 1 1 calc R
C6 C 0.1714(4) 0.3067(2) 0.6696(2) 0.0222(6) Uani 1 1 d .
C7 C 0.2585(4) 0.2821(2) 0.7608(2) 0.0256(6) Uani 1 1 d .
H7A H 0.2927 0.3316 0.8062 0.031 Uiso 1 1 calc R
C8 C 0.2977(3) 0.1880(2) 0.78844(19) 0.0212(6) Uani 1 1 d .
C9 C 0.3873(4) 0.1685(2) 0.8903(2) 0.0267(6) Uani 1 1 d .
H9C H 0.3081 0.1255 0.9223 0.032 Uiso 1 1 calc R
H9B H 0.4030 0.2288 0.9261 0.032 Uiso 1 1 calc R
H9A H 0.5088 0.1387 0.8886 0.032 Uiso 1 1 calc R
C10 C 0.2484(4) 0.1158(2) 0.7195(2) 0.0211(6) Uani 1 1 d .
C11 C 0.2900(3) 0.0146(2) 0.73418(18) 0.0215(6) Uani 1 1 d .
C12 C 0.4398(4) -0.1164(2) 0.80368(19) 0.0334(6) Uani 1 1 d .
H12A H 0.5711 -0.1159 0.7892 0.040 Uiso 1 1 calc R
C13 C 0.4360(7) -0.1678(3) 0.8966(2) 0.0548(11) Uani 1 1 d .
H13C H 0.5166 -0.1349 0.9480 0.066 Uiso 1 1 calc R
H13B H 0.4803 -0.2334 0.8905 0.066 Uiso 1 1 calc R
H13A H 0.3087 -0.1691 0.9127 0.066 Uiso 1 1 calc R
C14 C 0.3158(4) -0.1519(2) 0.71233(19) 0.0279(6) Uani 1 1 d .
C15 C 0.4384(5) -0.2045(3) 0.6477(2) 0.0476(9) Uani 1 1 d .
H15A H 0.5371 -0.1618 0.6322 0.057 Uiso 1 1 calc R
H15B H 0.3625 -0.2246 0.5879 0.057 Uiso 1 1 calc R
H15C H 0.4937 -0.2608 0.6818 0.057 Uiso 1 1 calc R
C16 C 0.1543(5) -0.2156(2) 0.7317(3) 0.0445(8) Uani 1 1 d .
H16A H 0.0803 -0.2325 0.6703 0.053 Uiso 1 1 calc R
H16B H 0.0762 -0.1814 0.7725 0.053 Uiso 1 1 calc R
H16C H 0.2027 -0.2739 0.7647 0.053 Uiso 1 1 calc R
C17 C 0.2047(4) 0.9100(2) 0.1801(2) 0.0260(6) Uani 1 1 d .
C18 C 0.1183(4) 0.8927(2) 0.0863(2) 0.0277(6) Uani 1 1 d .
C19 C 0.0686(4) 0.7878(2) 0.06062(19) 0.0250(6) Uani 1 1 d .
C20 C 0.1307(3) 0.7116(2) 0.13255(18) 0.0201(6) Uani 1 1 d .
C21 C 0.0949(4) 0.6182(2) 0.10541(18) 0.0216(6) Uani 1 1 d .
H21A H 0.0365 0.6036 0.0423 0.026 Uiso 1 1 calc R
C22 C 0.1458(3) 0.5449(2) 0.17208(19) 0.0223(6) Uani 1 1 d .
C23 C 0.2316(4) 0.5681(2) 0.26367(19) 0.0225(6) Uani 1 1 d .
H23A H 0.2659 0.5180 0.3083 0.027 Uiso 1 1 calc R
C24 C 0.2695(3) 0.6624(2) 0.29280(19) 0.0211(6) Uani 1 1 d .
C25 C 0.3595(4) 0.6801(2) 0.39451(18) 0.0256(6) Uani 1 1 d .
H25C H 0.4767 0.7143 0.3931 0.031 Uiso 1 1 calc R
H25B H 0.3840 0.6188 0.4277 0.031 Uiso 1 1 calc R
H25A H 0.2764 0.7185 0.4290 0.031 Uiso 1 1 calc R
C26 C 0.2193(4) 0.73590(19) 0.2250(2) 0.0204(6) Uani 1 1 d .
C27 C 0.2488(4) 0.8372(2) 0.24454(18) 0.0227(6) Uani 1 1 d .
C28 C 0.3051(4) 0.97248(18) 0.33256(18) 0.0282(6) Uani 1 1 d .
H28A H 0.1894 0.9865 0.3617 0.034 Uiso 1 1 calc R
C29 C 0.4655(4) 1.0131(2) 0.3983(2) 0.0376(7) Uani 1 1 d .
H29C H 0.4724 0.9826 0.4618 0.045 Uiso 1 1 calc R
H29B H 0.4481 1.0820 0.4052 0.045 Uiso 1 1 calc R
H29A H 0.5809 1.0012 0.3709 0.045 Uiso 1 1 calc R
C30 C 0.2725(4) 1.0046(2) 0.2255(2) 0.0295(7) Uani 1 1 d .
C31 C 0.1293(5) 1.0846(2) 0.2136(2) 0.0433(8) Uani 1 1 d .
H31A H 0.0105 1.0606 0.2298 0.052 Uiso 1 1 calc R
H31B H 0.1136 1.1070 0.1466 0.052 Uiso 1 1 calc R
H31C H 0.1717 1.1375 0.2569 0.052 Uiso 1 1 calc R
C32 C 0.4505(5) 1.0346(2) 0.1853(2) 0.0392(7) Uani 1 1 d .
H32A H 0.4249 1.0414 0.1150 0.047 Uiso 1 1 calc R
H32B H 0.5464 0.9859 0.2014 0.047 Uiso 1 1 calc R
H32C H 0.4941 1.0958 0.2139 0.047 Uiso 1 1 calc R
O1 O 0.0801(3) -0.10143(15) 0.51927(14) 0.0379(5) Uani 1 1 d .
O2 O 0.0051(3) 0.08396(16) 0.47769(14) 0.0362(5) Uani 1 1 d .
O3 O 0.1386(3) 0.40006(15) 0.65087(15) 0.0313(5) Uani 1 1 d .
H3 H 0.0842 0.4064 0.5944 0.047 Uiso 1 1 calc R
O4 O 0.3833(3) -0.01575(14) 0.81729(13) 0.0268(4) Uani 1 1 d .
O5 O 0.0804(3) 0.95432(16) 0.02245(14) 0.0418(6) Uani 1 1 d .
O6 O -0.0217(3) 0.77025(16) -0.01637(15) 0.0393(5) Uani 1 1 d .
O7 O 0.1151(3) 0.45176(14) 0.15187(14) 0.0294(5) Uani 1 1 d .
H7 H 0.0533 0.4463 0.0970 0.044 Uiso 1 1 calc R
O8 O 0.3275(3) 0.86667(14) 0.33024(13) 0.0272(4) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0318(13) 0.0199(14) 0.0219(12) 0.0015(11) 0.0006(11) -0.0017(11)
C2 0.0338(14) 0.0195(14) 0.0242(13) -0.0001(11) 0.0005(11) -0.0002(12)
C3 0.0263(13) 0.0231(15) 0.0199(13) 0.0000(11) -0.0020(10) 0.0001(11)
C4 0.0198(11) 0.0191(14) 0.0237(13) -0.0013(11) 0.0027(10) -0.0024(10)
C5 0.0209(12) 0.0255(15) 0.0190(13) 0.0031(11) -0.0017(10) -0.0011(11)
C6 0.0217(12) 0.0166(14) 0.0287(14) 0.0007(11) 0.0041(11) -0.0001(10)
C7 0.0237(12) 0.0233(15) 0.0289(14) -0.0078(12) -0.0001(11) -0.0014(11)
C8 0.0177(11) 0.0242(15) 0.0211(12) 0.0005(11) 0.0004(10) 0.0007(11)
C9 0.0315(14) 0.0227(15) 0.0243(14) -0.0044(12) -0.0025(12) 0.0016(12)
C10 0.0185(11) 0.0232(14) 0.0210(13) 0.0023(11) 0.0001(10) -0.0021(11)
C11 0.0216(12) 0.0222(14) 0.0206(13) 0.0055(11) 0.0025(10) -0.0024(11)
C12 0.0436(16) 0.0221(14) 0.0321(14) 0.0021(12) -0.0044(12) 0.0003(12)
C13 0.103(3) 0.0296(18) 0.0265(16) 0.0050(14) -0.0099(18) -0.004(2)
C14 0.0409(15) 0.0170(14) 0.0236(13) 0.0029(11) -0.0037(12) -0.0007(12)
C15 0.070(2) 0.0380(19) 0.0341(16) 0.0056(14) 0.0047(15) 0.0208(17)
C16 0.0515(19) 0.0257(17) 0.054(2) 0.0118(15) -0.0030(16) -0.0070(15)
C17 0.0298(13) 0.0161(13) 0.0308(14) -0.0067(11) -0.0011(11) -0.0004(11)
C18 0.0354(14) 0.0199(15) 0.0255(14) -0.0010(12) -0.0050(11) 0.0033(12)
C19 0.0313(13) 0.0221(15) 0.0206(13) -0.0001(12) -0.0001(11) 0.0041(12)
C20 0.0197(11) 0.0203(14) 0.0198(13) 0.0002(11) 0.0002(10) 0.0021(10)
C21 0.0218(12) 0.0228(14) 0.0186(13) -0.0035(11) -0.0034(10) 0.0003(11)
C22 0.0221(12) 0.0203(14) 0.0235(13) -0.0007(11) -0.0008(10) 0.0005(10)
C23 0.0226(12) 0.0186(14) 0.0255(13) 0.0017(11) -0.0002(10) -0.0001(11)
C24 0.0185(12) 0.0235(14) 0.0208(13) -0.0008(11) 0.0010(10) 0.0036(10)
C25 0.0299(13) 0.0262(16) 0.0195(13) -0.0005(12) -0.0016(11) -0.0008(12)
C26 0.0196(12) 0.0194(14) 0.0218(13) -0.0038(11) 0.0015(10) 0.0017(11)
C27 0.0236(12) 0.0241(15) 0.0200(13) -0.0012(11) 0.0016(11) 0.0013(11)
C28 0.0367(14) 0.0157(12) 0.0303(13) -0.0077(10) -0.0029(11) 0.0013(11)
C29 0.0428(17) 0.0296(18) 0.0375(17) -0.0100(14) -0.0055(14) -0.0072(14)
C30 0.0386(15) 0.0178(15) 0.0294(14) -0.0072(12) -0.0058(12) 0.0013(13)
C31 0.058(2) 0.0251(16) 0.0429(17) -0.0073(14) -0.0100(15) 0.0113(15)
C32 0.0543(18) 0.0266(15) 0.0369(16) -0.0044(12) 0.0061(15) -0.0063(14)
O1 0.0578(13) 0.0226(12) 0.0280(11) -0.0034(9) -0.0143(10) -0.0028(10)
O2 0.0517(12) 0.0271(11) 0.0251(11) -0.0028(9) -0.0133(9) 0.0053(10)
O3 0.0364(11) 0.0210(11) 0.0331(11) -0.0008(9) -0.0082(9) 0.0016(9)
O4 0.0376(10) 0.0193(10) 0.0211(9) 0.0029(8) -0.0051(8) 0.0015(8)
O5 0.0671(14) 0.0225(12) 0.0297(11) 0.0013(10) -0.0162(10) 0.0034(11)
O6 0.0601(13) 0.0251(12) 0.0268(11) -0.0001(9) -0.0168(10) -0.0026(10)
O7 0.0420(11) 0.0178(10) 0.0246(10) -0.0017(8) -0.0100(9) -0.0025(9)
O8 0.0372(10) 0.0192(10) 0.0223(9) -0.0034(7) -0.0069(8) 0.0020(8)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C11 C1 C2 121.0(3)
C11 C1 C14 109.9(2)
C2 C1 C14 128.8(3)
O1 C2 C1 125.7(3)
O1 C2 C3 117.8(2)
C1 C2 C3 116.5(2)
O2 C3 C4 122.8(3)
O2 C3 C2 118.5(2)
C4 C3 C2 118.7(2)
C5 C4 C10 121.4(3)
C5 C4 C3 117.5(2)
C10 C4 C3 121.1(2)
C4 C5 C6 119.4(2)
C4 C5 H5A 120.3
C6 C5 H5A 120.3
O3 C6 C7 117.7(3)
O3 C6 C5 123.1(2)
C7 C6 C5 119.2(3)
C6 C7 C8 122.7(3)
C6 C7 H7A 118.6
C8 C7 H7A 118.6
C7 C8 C10 117.7(2)
C7 C8 C9 118.6(3)
C10 C8 C9 123.7(3)
C8 C9 H9C 109.5
C8 C9 H9B 109.5
H9C C9 H9B 109.5
C8 C9 H9A 109.5
H9C C9 H9A 109.5
H9B C9 H9A 109.5
C4 C10 C8 119.6(3)
C4 C10 C11 115.6(3)
C8 C10 C11 124.8(2)
O4 C11 C1 113.0(2)
O4 C11 C10 120.3(2)
C1 C11 C10 126.7(2)
O4 C12 C13 108.1(2)
O4 C12 C14 105.6(2)
C13 C12 C14 119.3(3)
O4 C12 H12A 107.8
C13 C12 H12A 107.8
C14 C12 H12A 107.8
C12 C13 H13C 109.5
C12 C13 H13B 109.5
H13C C13 H13B 109.5
C12 C13 H13A 109.5
H13C C13 H13A 109.5
H13B C13 H13A 109.5
C1 C14 C16 111.0(2)
C1 C14 C15 111.8(2)
C16 C14 C15 109.9(3)
C1 C14 C12 100.3(2)
C16 C14 C12 114.9(2)
C15 C14 C12 108.6(2)
C14 C15 H15A 109.5
C14 C15 H15B 109.5
H15A C15 H15B 109.5
C14 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
C14 C16 H16A 109.5
C14 C16 H16B 109.5
H16A C16 H16B 109.5
C14 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
C27 C17 C18 121.6(3)
C27 C17 C30 109.8(2)
C18 C17 C30 128.5(3)
O5 C18 C17 125.5(3)
O5 C18 C19 118.0(2)
C17 C18 C19 116.5(2)
O6 C19 C20 122.2(3)
O6 C19 C18 118.9(3)
C20 C19 C18 118.8(2)
C21 C20 C26 122.0(2)
C21 C20 C19 117.6(2)
C26 C20 C19 120.4(2)
C20 C21 C22 119.2(2)
C20 C21 H21A 120.4
C22 C21 H21A 120.4
O7 C22 C23 117.5(2)
O7 C22 C21 123.2(2)
C23 C22 C21 119.3(2)
C22 C23 C24 122.5(3)
C22 C23 H23A 118.8
C24 C23 H23A 118.8
C23 C24 C26 117.9(2)
C23 C24 C25 118.3(3)
C26 C24 C25 123.8(3)
C24 C25 H25C 109.5
C24 C25 H25B 109.5
H25C C25 H25B 109.5
C24 C25 H25A 109.5
H25C C25 H25A 109.5
H25B C25 H25A 109.5
C20 C26 C24 119.1(2)
C20 C26 C27 116.5(2)
C24 C26 C27 124.4(2)
O8 C27 C17 113.5(2)
O8 C27 C26 120.6(2)
C17 C27 C26 125.9(2)
O8 C28 C29 108.2(2)
O8 C28 C30 105.7(2)
C29 C28 C30 119.4(3)
O8 C28 H28A 107.7
C29 C28 H28A 107.7
C30 C28 H28A 107.7
C28 C29 H29C 109.5
C28 C29 H29B 109.5
H29C C29 H29B 109.5
C28 C29 H29A 109.5
H29C C29 H29A 109.5
H29B C29 H29A 109.5
C17 C30 C31 114.5(2)
C17 C30 C32 109.2(2)
C31 C30 C32 110.8(3)
C17 C30 C28 98.6(2)
C31 C30 C28 109.6(2)
C32 C30 C28 113.7(2)
C30 C31 H31A 109.5
C30 C31 H31B 109.5
H31A C31 H31B 109.5
C30 C31 H31C 109.5
H31A C31 H31C 109.5
H31B C31 H31C 109.5
C30 C32 H32A 109.5
C30 C32 H32B 109.5
H32A C32 H32B 109.5
C30 C32 H32C 109.5
H32A C32 H32C 109.5
H32B C32 H32C 109.5
C6 O3 H3 109.5
C11 O4 C12 107.9(2)
C22 O7 H7 109.5
C27 O8 C28 107.1(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C11 1.370(4)
C1 C2 1.404(4)
C1 C14 1.513(4)
C2 O1 1.242(3)
C2 C3 1.545(4)
C3 O2 1.207(3)
C3 C4 1.493(4)
C4 C5 1.382(4)
C4 C10 1.407(4)
C5 C6 1.395(4)
C5 H5A 0.9500
C6 O3 1.349(3)
C6 C7 1.390(4)
C7 C8 1.392(4)
C7 H7A 0.9500
C8 C10 1.410(4)
C8 C9 1.510(4)
C9 H9C 0.9800
C9 H9B 0.9800
C9 H9A 0.9800
C10 C11 1.458(4)
C11 O4 1.335(3)
C12 O4 1.487(3)
C12 C13 1.487(4)
C12 C14 1.545(4)
C12 H12A 1.0000
C13 H13C 0.9800
C13 H13B 0.9800
C13 H13A 0.9800
C14 C16 1.526(4)
C14 C15 1.536(4)
C15 H15A 0.9800
C15 H15B 0.9800
C15 H15C 0.9800
C16 H16A 0.9800
C16 H16B 0.9800
C16 H16C 0.9800
C17 C27 1.370(4)
C17 C18 1.398(4)
C17 C30 1.523(4)
C18 O5 1.246(3)
C18 C19 1.543(4)
C19 O6 1.210(3)
C19 C20 1.495(4)
C20 C21 1.377(4)
C20 C26 1.407(4)
C21 C22 1.403(4)
C21 H21A 0.9500
C22 O7 1.347(4)
C22 C23 1.387(4)
C23 C24 1.399(4)
C23 H23A 0.9500
C24 C26 1.414(4)
C24 C25 1.505(4)
C25 H25C 0.9800
C25 H25B 0.9800
C25 H25A 0.9800
C26 C27 1.455(4)
C27 O8 1.324(3)
C28 O8 1.491(3)
C28 C29 1.499(4)
C28 C30 1.550(4)
C28 H28A 1.0000
C29 H29C 0.9800
C29 H29B 0.9800
C29 H29A 0.9800
C30 C31 1.523(4)
C30 C32 1.534(4)
C31 H31A 0.9800
C31 H31B 0.9800
C31 H31C 0.9800
C32 H32A 0.9800
C32 H32B 0.9800
C32 H32C 0.9800
O3 H3 0.8400
O7 H7 0.8400
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3 O1 0.84 1.86 2.681(3) 165.1 2_556
O7 H7 O5 0.84 1.82 2.654(3) 171.3 2_545
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C11 C1 C2 O1 -173.6(3)
C14 C1 C2 O1 0.6(5)
C11 C1 C2 C3 6.6(4)
C14 C1 C2 C3 -179.2(3)
O1 C2 C3 O2 -1.7(4)
C1 C2 C3 O2 178.1(3)
O1 C2 C3 C4 177.8(2)
C1 C2 C3 C4 -2.3(4)
O2 C3 C4 C5 -3.1(4)
C2 C3 C4 C5 177.3(2)
O2 C3 C4 C10 175.8(3)
C2 C3 C4 C10 -3.8(4)
C10 C4 C5 C6 -1.4(4)
C3 C4 C5 C6 177.5(2)
C4 C5 C6 O3 -179.2(2)
C4 C5 C6 C7 0.1(4)
O3 C6 C7 C8 179.4(3)
C5 C6 C7 C8 0.1(4)
C6 C7 C8 C10 1.0(4)
C6 C7 C8 C9 -178.1(2)
C5 C4 C10 C8 2.4(4)
C3 C4 C10 C8 -176.4(2)
C5 C4 C10 C11 -175.8(2)
C3 C4 C10 C11 5.4(3)
C7 C8 C10 C4 -2.2(4)
C9 C8 C10 C4 176.8(2)
C7 C8 C10 C11 175.8(3)
C9 C8 C10 C11 -5.2(4)
C2 C1 C11 O4 176.3(2)
C14 C1 C11 O4 1.1(3)
C2 C1 C11 C10 -5.2(4)
C14 C1 C11 C10 179.5(2)
C4 C10 C11 O4 177.2(2)
C8 C10 C11 O4 -0.9(4)
C4 C10 C11 C1 -1.1(4)
C8 C10 C11 C1 -179.2(2)
C11 C1 C14 C16 110.5(3)
C2 C1 C14 C16 -64.3(4)
C11 C1 C14 C15 -126.3(3)
C2 C1 C14 C15 58.9(4)
C11 C1 C14 C12 -11.4(3)
C2 C1 C14 C12 173.8(3)
O4 C12 C14 C1 16.7(3)
C13 C12 C14 C1 138.5(3)
O4 C12 C14 C16 -102.4(3)
C13 C12 C14 C16 19.4(4)
O4 C12 C14 C15 134.1(2)
C13 C12 C14 C15 -104.1(3)
C27 C17 C18 O5 -177.0(3)
C30 C17 C18 O5 -0.5(5)
C27 C17 C18 C19 2.3(4)
C30 C17 C18 C19 178.8(3)
O5 C18 C19 O6 -7.6(4)
C17 C18 C19 O6 173.1(3)
O5 C18 C19 C20 173.6(3)
C17 C18 C19 C20 -5.7(4)
O6 C19 C20 C21 5.2(4)
C18 C19 C20 C21 -176.0(2)
O6 C19 C20 C26 -173.6(3)
C18 C19 C20 C26 5.2(4)
C26 C20 C21 C22 0.8(4)
C19 C20 C21 C22 -178.0(2)
C20 C21 C22 O7 179.6(3)
C20 C21 C22 C23 -0.2(4)
O7 C22 C23 C24 -179.6(3)
C21 C22 C23 C24 0.2(4)
C22 C23 C24 C26 -0.7(4)
C22 C23 C24 C25 178.7(2)
C21 C20 C26 C24 -1.4(4)
C19 C20 C26 C24 177.4(2)
C21 C20 C26 C27 -180.0(3)
C19 C20 C26 C27 -1.2(4)
C23 C24 C26 C20 1.3(4)
C25 C24 C26 C20 -178.1(2)
C23 C24 C26 C27 179.7(2)
C25 C24 C26 C27 0.3(4)
C18 C17 C27 O8 -179.1(3)
C30 C17 C27 O8 3.8(3)
C18 C17 C27 C26 2.0(4)
C30 C17 C27 C26 -175.1(3)
C20 C26 C27 O8 178.6(2)
C24 C26 C27 O8 0.1(4)
C20 C26 C27 C17 -2.6(4)
C24 C26 C27 C17 178.9(3)
C27 C17 C30 C31 -132.3(3)
C18 C17 C30 C31 50.9(4)
C27 C17 C30 C32 102.7(3)
C18 C17 C30 C32 -74.1(4)
C27 C17 C30 C28 -16.2(3)
C18 C17 C30 C28 167.0(3)
O8 C28 C30 C17 21.8(3)
C29 C28 C30 C17 143.8(3)
O8 C28 C30 C31 141.7(3)
C29 C28 C30 C31 -96.3(3)
O8 C28 C30 C32 -93.6(3)
C29 C28 C30 C32 28.4(4)
C1 C11 O4 C12 10.6(3)
C10 C11 O4 C12 -168.0(2)
C13 C12 O4 C11 -146.3(3)
C14 C12 O4 C11 -17.5(3)
C17 C27 O8 C28 11.5(3)
C26 C27 O8 C28 -169.6(2)
C29 C28 O8 C27 -150.6(2)
C30 C28 O8 C27 -21.6(3)
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 26635892 ChemSpider
|
1501836.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501836.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501836
loop_
_publ_author_name
'Yu, Yang'
'Song, Weixia'
'Zhu, Chenggen'
'Lin, Sheng'
'Zhao, Feng'
'Wu, Xiuli'
'Yue, Zhenggang'
'Liu, Bo'
'Wang, Sujuan'
'Yuan, Shaopeng'
'Hou, Qi'
'Shi, Jiangong'
_publ_section_title
;
Homosecoiridoids from the flower buds of Lonicera japonica.
;
_journal_issue 10
_journal_name_full 'Journal of natural products'
_journal_page_first 2151
_journal_page_last 2160
_journal_paper_doi 10.1021/np2004566
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration ad
_chemical_formula_moiety 'C16 H22 O10'
_chemical_formula_sum 'C16 H22 O10'
_chemical_formula_weight 374.34
_chemical_name_systematic
;
?
;
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 8.4601(17)
_cell_length_b 11.033(2)
_cell_length_c 18.202(4)
_cell_measurement_temperature 293(2)
_cell_volume 1699.0(6)
_computing_cell_refinement 'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection 'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction 'CrystalClear (Rigaku Inc., 2008)'
_computing_molecular_graphics ORTEPII(Johnson,1976)andPLUTON(Spek,1990)
_computing_publication_material 'SHELXL97(Sheldrick, 1997)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 293(2)
_diffrn_detector_area_resol_mean 0
_diffrn_measured_fraction_theta_full 0.956
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_device_type 'MicroMax 002+'
_diffrn_measurement_method \f\k
_diffrn_radiation_monochromator confocal
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0616
_diffrn_reflns_av_sigmaI/netI 0.0629
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_h_min -7
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 20
_diffrn_reflns_limit_l_min -21
_diffrn_reflns_number 6600
_diffrn_reflns_theta_full 70.87
_diffrn_reflns_theta_max 70.87
_diffrn_reflns_theta_min 4.69
_diffrn_standards_decay_% 0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time 0
_diffrn_standards_number 0
_exptl_absorpt_coefficient_mu 1.058
_exptl_absorpt_correction_type none
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.463
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 792
_exptl_crystal_size_max 0.58
_exptl_crystal_size_mid 0.47
_exptl_crystal_size_min 0.34
_refine_diff_density_max 0.260
_refine_diff_density_min -0.217
_refine_diff_density_rms 0.052
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.2(4)
_refine_ls_extinction_coef 0.0017(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 1.050
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 241
_refine_ls_number_reflns 2966
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.050
_refine_ls_R_factor_all 0.0864
_refine_ls_R_factor_gt 0.0658
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0982P)^2^+0.0355P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1517
_refine_ls_wR_factor_ref 0.1682
_reflns_number_gt 2211
_reflns_number_total 2966
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np2004566_si_002.cif
_cod_data_source_block a
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P212121
_cod_database_code 1501836
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.1247(4) -0.3993(3) -0.21123(17) 0.0669(10) Uani 1 1 d . C .
O2 O -0.6041(3) -0.3517(3) -0.22508(15) 0.0483(7) Uani 1 1 d . C .
O3 O -0.1207(4) -0.0522(3) -0.27964(17) 0.0636(9) Uani 1 1 d . C .
H3A H -0.0426 -0.0094 -0.2857 0.095 Uiso 1 1 calc R . .
O4 O -0.0718(3) -0.2575(3) -0.29269(18) 0.0623(9) Uani 1 1 d . C .
O1' O -0.6441(3) -0.1463(2) -0.20414(14) 0.0434(7) Uani 1 1 d . C .
O2' O -0.4764(3) -0.1872(3) -0.07293(17) 0.0607(9) Uani 1 1 d . . .
H2A H -0.4021 -0.1508 -0.0916 0.091 Uiso 1 1 calc R . .
O3' O -0.6019(4) -0.0606(3) 0.05003(17) 0.0721(10) Uani 1 1 d . . .
H3B H -0.6285 -0.0837 0.0910 0.098 Uiso 1 1 calc R . .
O4' O -0.9456(4) -0.0629(3) 0.05701(16) 0.0602(9) Uani 1 1 d . . .
H4A H -0.9610 -0.1343 0.0672 0.090 Uiso 1 1 calc R . .
O5' O -0.8642(3) -0.0915(2) -0.14013(13) 0.0429(7) Uani 1 1 d . . .
O6' O -1.2139(3) -0.0919(3) -0.13481(17) 0.0601(9) Uani 1 1 d . . .
H6A H -1.1802 -0.0854 -0.1769 0.090 Uiso 1 1 calc R . .
C1' C -0.7221(4) -0.1597(4) -0.1367(2) 0.0429(9) Uani 1 1 d . . .
H1A H -0.7467 -0.2454 -0.1284 0.051 Uiso 1 1 calc R . .
C2' C -0.6150(5) -0.1140(4) -0.0767(2) 0.0456(10) Uani 1 1 d . . .
H2B H -0.5842 -0.0304 -0.0878 0.055 Uiso 1 1 calc R . .
C3' C -0.6997(5) -0.1163(4) -0.0038(2) 0.0452(10) Uani 1 1 d . . .
H3C H -0.7166 -0.2011 0.0103 0.054 Uiso 1 1 calc R . .
C4' C -0.8588(5) -0.0551(4) -0.0099(2) 0.0485(11) Uani 1 1 d . . .
H4B H -0.8391 0.0310 -0.0193 0.058 Uiso 1 1 calc R . .
C5' C -0.9542(4) -0.1032(4) -0.0743(2) 0.0434(10) Uani 1 1 d . . .
H5A H -0.9778 -0.1891 -0.0659 0.052 Uiso 1 1 calc R . .
C6' C -1.1068(5) -0.0352(5) -0.0851(2) 0.0561(12) Uani 1 1 d . . .
H6B H -1.1585 -0.0263 -0.0379 0.067 Uiso 1 1 calc R . .
H6C H -1.0827 0.0454 -0.1032 0.067 Uiso 1 1 calc R . .
C1 C -0.6628(5) -0.2403(4) -0.2556(2) 0.0448(10) Uani 1 1 d . . .
H1B H -0.7752 -0.2495 -0.2673 0.067 Uiso 1 1 calc R A 1
C3 C -0.4463(5) -0.3627(4) -0.2244(2) 0.0473(10) Uani 1 1 d . . .
H3D H -0.4046 -0.4283 -0.1989 0.057 Uiso 1 1 calc R C .
C4 C -0.3429(5) -0.2880(4) -0.2573(2) 0.0417(9) Uani 1 1 d . C .
C5 C -0.3980(4) -0.1816(3) -0.3015(2) 0.0396(9) Uani 1 1 d . . .
H5B H -0.3970 -0.1102 -0.2696 0.048 Uiso 1 1 calc R B 1
C6 C -0.2819(5) -0.1598(5) -0.3632(2) 0.0508(11) Uani 1 1 d . C .
H6D H -0.2832 -0.2277 -0.3970 0.061 Uiso 1 1 calc R . .
H6E H -0.3108 -0.0872 -0.3900 0.061 Uiso 1 1 calc R . .
C7 C -0.1199(5) -0.1455(5) -0.3307(3) 0.0562(12) Uani 1 1 d . . .
H7A H -0.0440 -0.1270 -0.3698 0.067 Uiso 1 1 calc R C .
C8 C -0.5885(5) -0.3018(4) -0.3816(2) 0.0539(11) Uani 0.64(4) 1 d P C 1
H8A H -0.5590 -0.3794 -0.3671 0.065 Uiso 0.64(4) 1 calc PR C 1
C9 C -0.5726(5) -0.2054(4) -0.3252(2) 0.0431(9) Uani 0.64(4) 1 d P C 1
H9A H -0.6173 -0.1300 -0.3447 0.052 Uiso 0.64(4) 1 calc PR C 1
C10 C -0.637(4) -0.2910(17) -0.4472(8) 0.070(8) Uani 0.64(4) 1 d P C 1
H10B H -0.6686 -0.2156 -0.4648 0.085 Uiso 0.64(4) 1 calc PR C 1
H10A H -0.6422 -0.3586 -0.4776 0.085 Uiso 0.64(4) 1 calc PR C 1
C11 C -0.1769(5) -0.3183(4) -0.2511(2) 0.0504(11) Uani 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.059(2) 0.079(2) 0.0632(19) 0.0041(18) -0.0073(16) 0.0285(19)
O2 0.0472(17) 0.0410(15) 0.0568(17) 0.0032(14) 0.0087(13) 0.0000(13)
O3 0.054(2) 0.070(2) 0.067(2) -0.0090(17) 0.0051(16) -0.0184(18)
O4 0.0371(17) 0.081(2) 0.069(2) -0.0031(19) 0.0033(15) 0.0092(16)
O1' 0.0415(15) 0.0414(15) 0.0473(15) -0.0023(13) 0.0104(12) -0.0017(12)
O2' 0.0390(17) 0.073(2) 0.070(2) 0.0185(18) -0.0036(15) 0.0033(15)
O3' 0.064(2) 0.098(3) 0.0547(18) 0.0005(18) -0.0089(16) -0.020(2)
O4' 0.069(2) 0.067(2) 0.0445(16) -0.0021(16) 0.0118(15) 0.0083(17)
O5' 0.0370(15) 0.0521(16) 0.0397(14) -0.0005(13) 0.0017(11) 0.0085(13)
O6' 0.0367(17) 0.088(2) 0.0553(17) -0.0049(18) 0.0029(13) -0.0065(16)
C1' 0.034(2) 0.047(2) 0.048(2) -0.001(2) 0.0013(17) 0.0022(18)
C2' 0.035(2) 0.051(2) 0.051(2) 0.008(2) -0.0036(18) -0.0015(19)
C3' 0.034(2) 0.054(3) 0.047(2) 0.002(2) -0.0003(17) -0.0023(19)
C4' 0.048(3) 0.056(3) 0.042(2) -0.002(2) 0.0048(19) -0.004(2)
C5' 0.033(2) 0.052(3) 0.046(2) -0.003(2) 0.0023(17) 0.0008(18)
C6' 0.038(2) 0.076(3) 0.054(3) -0.006(2) 0.004(2) 0.019(2)
C1 0.033(2) 0.045(2) 0.057(2) -0.002(2) -0.0017(19) -0.0050(17)
C3 0.049(3) 0.048(2) 0.046(2) 0.000(2) 0.0040(19) 0.006(2)
C4 0.034(2) 0.050(2) 0.041(2) -0.004(2) 0.0028(17) 0.0055(18)
C5 0.041(2) 0.038(2) 0.0401(19) 0.0010(18) -0.0017(16) 0.0010(18)
C6 0.041(2) 0.068(3) 0.043(2) 0.005(2) 0.0012(18) -0.003(2)
C7 0.044(3) 0.074(3) 0.051(2) 0.006(3) 0.0083(19) 0.003(2)
C8 0.054(3) 0.054(3) 0.053(3) -0.005(2) 0.000(2) -0.008(2)
C9 0.042(2) 0.041(2) 0.047(2) 0.001(2) -0.0007(18) 0.0036(18)
C10 0.22(2) 0.074(7) 0.056(7) 0.014(5) -0.053(10) -0.078(11)
C11 0.047(3) 0.057(3) 0.048(2) -0.005(2) -0.003(2) 0.007(2)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C3 O2 C1 115.1(3)
C7 O3 H3A 109.5
C11 O4 C7 119.9(3)
C1' O1' C1 116.9(3)
C2' O2' H2A 109.5
C3' O3' H3B 109.5
C4' O4' H4A 109.5
C1' O5' C5' 111.6(3)
C6' O6' H6A 109.5
O1' C1' O5' 107.7(3)
O1' C1' C2' 108.5(3)
O5' C1' C2' 111.4(3)
O1' C1' H1A 109.7
O5' C1' H1A 109.7
C2' C1' H1A 109.7
O2' C2' C1' 109.9(3)
O2' C2' C3' 109.8(3)
C1' C2' C3' 110.3(3)
O2' C2' H2B 108.9
C1' C2' H2B 108.9
C3' C2' H2B 108.9
O3' C3' C2' 108.8(3)
O3' C3' C4' 112.1(4)
C2' C3' C4' 110.6(3)
O3' C3' H3C 108.4
C2' C3' H3C 108.4
C4' C3' H3C 108.4
O4' C4' C3' 111.7(4)
O4' C4' C5' 111.4(3)
C3' C4' C5' 112.0(3)
O4' C4' H4B 107.1
C3' C4' H4B 107.1
C5' C4' H4B 107.1
O5' C5' C6' 107.6(3)
O5' C5' C4' 109.5(3)
C6' C5' C4' 112.5(4)
O5' C5' H5A 109.1
C6' C5' H5A 109.1
C4' C5' H5A 109.1
O6' C6' C5' 114.2(4)
O6' C6' H6B 108.7
C5' C6' H6B 108.7
O6' C6' H6C 108.7
C5' C6' H6C 108.7
H6D C6' H6C 107.6
O1' C1 O2 109.6(3)
O1' C1 C9 108.1(3)
O2 C1 C9 111.3(3)
O1' C1 H1B 109.3
O2 C1 H1B 109.3
C9 C1 H1B 109.3
O2 C3 C4 126.1(4)
O2 C3 H3D 116.9
C4 C3 H3D 116.9
C3 C4 C11 117.1(4)
C3 C4 C5 121.2(4)
C11 C4 C5 121.6(4)
C4 C5 C6 108.8(3)
C4 C5 C9 108.1(3)
C6 C5 C9 115.9(3)
C4 C5 H5B 107.9
C6 C5 H5B 107.9
C9 C5 H5B 107.9
C7 C6 C5 108.5(3)
C7 C6 H6D 110.0
C5 C6 H6D 110.0
C7 C6 H6E 110.0
C5 C6 H6E 110.0
H6B C6 H6E 108.4
O3 C7 O4 108.0(3)
O3 C7 C6 109.7(4)
O4 C7 C6 110.5(4)
O3 C7 H7A 109.5
O4 C7 H7A 109.5
C6 C7 H7A 109.5
C10 C8 C9 127.8(12)
C10 C8 H8A 116.1
C9 C8 H8A 116.1
C8 C9 C1 110.4(4)
C8 C9 C5 113.4(3)
C1 C9 C5 106.6(3)
C8 C9 H9A 108.8
C1 C9 H9A 108.8
C5 C9 H9A 108.8
C8 C10 H10B 120.0
C8 C10 H10A 120.0
H10B C10 H10A 120.0
O1 C11 O4 117.1(4)
O1 C11 C4 124.1(4)
O4 C11 C4 118.8(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C11 1.233(5)
O2 C3 1.341(5)
O2 C1 1.437(5)
O3 C7 1.387(6)
O3 H3A 0.8200
O4 C11 1.348(5)
O4 C7 1.473(6)
O1' C1' 1.401(5)
O1' C1 1.406(5)
O2' C2' 1.425(5)
O2' H2A 0.8200
O3' C3' 1.422(5)
O3' H3B 0.8200
O4' C4' 1.425(5)
O4' H4A 0.8200
O5' C1' 1.420(5)
O5' C5' 1.425(4)
O6' C6' 1.424(6)
O6' H6A 0.8200
C1' C2' 1.506(6)
C1' H1A 0.9800
C2' C3' 1.508(6)
C2' H2B 0.9800
C3' C4' 1.510(6)
C3' H3C 0.9800
C4' C5' 1.518(6)
C4' H4B 0.9800
C5' C6' 1.507(6)
C5' H5A 0.9800
C6' H6B 0.9700
C6' H6C 0.9700
C1 C9 1.528(6)
C1 H1B 0.9800
C3 C4 1.342(6)
C3 H3D 0.9300
C4 C11 1.448(6)
C4 C5 1.499(6)
C5 C6 1.510(5)
C5 C9 1.560(6)
C5 H5B 0.9800
C6 C7 1.501(6)
C6 H6D 0.9700
C6 H6E 0.9700
C7 H7A 0.9800
C8 C10 1.269(13)
C8 C9 1.484(6)
C8 H8A 0.9300
C9 H9A 0.9800
C10 H10B 0.9300
C10 H10A 0.9300
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3A O1 0.82 1.87 2.680(4) 172.1 3_554
O6' H6A O3 0.82 1.97 2.786(4) 172.2 1_455
O2' H2B O6' 0.82 1.89 2.703(4) 170.6 1_655
O4' H4B O2' 0.82 1.98 2.785(5) 168.5 4_445
|
1501837.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501837.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501837
loop_
_publ_author_name
'Rateb, Mostafa E.'
'Houssen, Wael E.'
'Harrison, William T. A.'
'Deng, Hai'
'Okoro, Chinyere K.'
'Asenjo, Juan A.'
'Andrews, Barbara A.'
'Bull, Alan T.'
'Goodfellow, Michael'
'Ebel, Rainer'
'Jaspars, Marcel'
_publ_section_title
;
Diverse metabolic profiles of a Streptomyces strain isolated from a
hyper-arid environment.
;
_journal_issue 9
_journal_name_full 'Journal of natural products'
_journal_page_first 1965
_journal_page_last 1971
_journal_paper_doi 10.1021/np200470u
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration unk
_chemical_formula_moiety 'C28 H40 O4'
_chemical_formula_sum 'C28 H40 O4'
_chemical_formula_weight 440.60
_chemical_name_systematic
;
?
;
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 8.8119(5)
_cell_length_b 11.8088(4)
_cell_length_c 25.8659(15)
_cell_measurement_temperature 120(2)
_cell_volume 2691.6(2)
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 120(2)
_diffrn_measured_fraction_theta_full 0.967
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type 'Nonius KappaCCD'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0667
_diffrn_reflns_av_sigmaI/netI 0.0474
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_l_max 31
_diffrn_reflns_limit_l_min -31
_diffrn_reflns_number 20760
_diffrn_reflns_theta_full 26.00
_diffrn_reflns_theta_max 26.00
_diffrn_reflns_theta_min 2.93
_diffrn_standards_decay_% 0
_exptl_absorpt_coefficient_mu 0.071
_exptl_absorpt_correction_type none
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.087
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 960
_exptl_crystal_size_max 0.38
_exptl_crystal_size_mid 0.28
_exptl_crystal_size_min 0.18
_refine_diff_density_max 0.184
_refine_diff_density_min -0.162
_refine_diff_density_rms 0.038
_refine_ls_abs_structure_details none
_refine_ls_extinction_coef 0.0097(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 1.046
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 296
_refine_ls_number_reflns 2908
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.046
_refine_ls_R_factor_all 0.0627
_refine_ls_R_factor_gt 0.0444
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0312P)^2^+0.8486P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0863
_refine_ls_wR_factor_ref 0.0939
_reflns_number_gt 2367
_reflns_number_total 2908
_reflns_threshold_expression I>2sigma(I)
_cod_data_source_file np200470u_si_002.cif
_cod_data_source_block C34D-64
_cod_database_code 1501837
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.4009(4) 0.1080(2) 0.54481(10) 0.0306(7) Uani 1 1 d .
C2 C 0.4202(4) 0.0874(2) 0.48941(10) 0.0316(7) Uani 1 1 d .
H2A H 0.3956 0.0152 0.4756 0.038 Uiso 1 1 calc R
C3 C 0.4718(3) 0.1685(2) 0.45775(10) 0.0304(7) Uani 1 1 d .
H3 H 0.4963 0.2390 0.4733 0.037 Uiso 1 1 calc R
C4 C 0.4944(3) 0.1603(2) 0.40237(10) 0.0298(6) Uani 1 1 d .
C5 C 0.5361(3) 0.2559(2) 0.37735(10) 0.0307(7) Uani 1 1 d .
H5 H 0.5462 0.3214 0.3984 0.037 Uiso 1 1 calc R
C6 C 0.5675(3) 0.2725(2) 0.32297(10) 0.0304(7) Uani 1 1 d .
H6 H 0.5591 0.2102 0.2999 0.036 Uiso 1 1 calc R
C7 C 0.6079(3) 0.3736(2) 0.30459(10) 0.0288(7) Uani 1 1 d .
H7 H 0.6158 0.4329 0.3293 0.035 Uiso 1 1 calc R
C8 C 0.6423(3) 0.4053(2) 0.24973(10) 0.0292(6) Uani 1 1 d .
H8 H 0.5525 0.4476 0.2361 0.035 Uiso 1 1 calc R
C9 C 0.7790(3) 0.4872(2) 0.24854(10) 0.0298(7) Uani 1 1 d .
H9A H 0.8664 0.4500 0.2656 0.036 Uiso 1 1 calc R
H9B H 0.8074 0.5010 0.2121 0.036 Uiso 1 1 calc R
C10 C 0.7513(3) 0.5987(2) 0.27426(10) 0.0299(7) Uani 1 1 d .
H10 H 0.6835 0.6494 0.2575 0.036 Uiso 1 1 calc R
C11 C 0.8125(3) 0.6332(2) 0.31829(10) 0.0294(7) Uani 1 1 d .
H11 H 0.8774 0.5812 0.3355 0.035 Uiso 1 1 calc R
C12 C 0.7900(3) 0.7460(2) 0.34381(10) 0.0291(7) Uani 1 1 d .
H12 H 0.7089 0.7874 0.3245 0.035 Uiso 1 1 calc R
C13 C 0.7395(3) 0.7356(2) 0.40053(10) 0.0279(6) Uani 1 1 d .
H13 H 0.7313 0.8141 0.4148 0.033 Uiso 1 1 calc R
C14 C 0.5849(3) 0.6795(2) 0.40682(10) 0.0285(6) Uani 1 1 d .
H14A H 0.5929 0.5992 0.3961 0.034 Uiso 1 1 calc R
H14B H 0.5116 0.7171 0.3834 0.034 Uiso 1 1 calc R
C15 C 0.5233(4) 0.6843(2) 0.46187(10) 0.0301(7) Uani 1 1 d .
H15 H 0.6008 0.6537 0.4864 0.036 Uiso 1 1 calc R
C16 C 0.3774(3) 0.6209(2) 0.46816(10) 0.0318(7) Uani 1 1 d .
H16 H 0.2970 0.6414 0.4456 0.038 Uiso 1 1 calc R
C17 C 0.3481(4) 0.5381(2) 0.50236(10) 0.0335(7) Uani 1 1 d .
H17 H 0.2469 0.5103 0.5030 0.040 Uiso 1 1 calc R
C18 C 0.4535(4) 0.4862(2) 0.53855(10) 0.0326(7) Uani 1 1 d .
H18 H 0.5585 0.5032 0.5352 0.039 Uiso 1 1 calc R
C19 C 0.4102(4) 0.4161(2) 0.57611(10) 0.0340(7) Uani 1 1 d .
H19 H 0.3042 0.4032 0.5792 0.041 Uiso 1 1 calc R
C20 C 0.5094(4) 0.3558(2) 0.61377(10) 0.0353(7) Uani 1 1 d .
H20A H 0.4949 0.3884 0.6487 0.042 Uiso 1 1 calc R
H20B H 0.6171 0.3663 0.6039 0.042 Uiso 1 1 calc R
C21 C 0.4723(4) 0.2295(2) 0.61503(10) 0.0317(7) Uani 1 1 d .
H21 H 0.3639 0.2198 0.6256 0.038 Uiso 1 1 calc R
C22 C 0.5706(4) 0.1596(2) 0.65011(10) 0.0330(7) Uani 1 1 d .
H22 H 0.5731 0.1806 0.6856 0.040 Uiso 1 1 calc R
C23 C 0.6538(4) 0.0718(2) 0.63631(11) 0.0371(7) Uani 1 1 d .
H23 H 0.6565 0.0552 0.6004 0.044 Uiso 1 1 calc R
C24 C 0.7449(4) -0.0052(3) 0.67068(12) 0.0423(8) Uani 1 1 d .
H24A H 0.8527 -0.0007 0.6601 0.051 Uiso 1 1 calc R
H24B H 0.7107 -0.0840 0.6649 0.051 Uiso 1 1 calc R
C25 C 0.7351(4) 0.0200(3) 0.72779(12) 0.0474(8) Uani 1 1 d .
H25A H 0.7954 -0.0356 0.7470 0.071 Uiso 1 1 calc R
H25B H 0.6290 0.0157 0.7390 0.071 Uiso 1 1 calc R
H25C H 0.7746 0.0962 0.7345 0.071 Uiso 1 1 calc R
C26 C 0.9363(4) 0.8153(2) 0.34011(11) 0.0404(8) Uani 1 1 d .
H26A H 0.9195 0.8905 0.3551 0.061 Uiso 1 1 calc R
H26B H 0.9657 0.8232 0.3038 0.061 Uiso 1 1 calc R
H26C H 1.0173 0.7767 0.3591 0.061 Uiso 1 1 calc R
C27 C 0.6681(4) 0.3042(2) 0.21424(10) 0.0377(7) Uani 1 1 d .
H27A H 0.6876 0.3310 0.1790 0.057 Uiso 1 1 calc R
H27B H 0.5776 0.2559 0.2143 0.057 Uiso 1 1 calc R
H27C H 0.7555 0.2606 0.2265 0.057 Uiso 1 1 calc R
C28 C 0.4721(4) 0.0471(2) 0.37673(11) 0.0413(8) Uani 1 1 d .
H28A H 0.5285 -0.0110 0.3958 0.062 Uiso 1 1 calc R
H28B H 0.5094 0.0506 0.3411 0.062 Uiso 1 1 calc R
H28C H 0.3639 0.0279 0.3766 0.062 Uiso 1 1 calc R
O1 O 0.4891(2) 0.19289(14) 0.56181(7) 0.0317(5) Uani 1 1 d .
O2 O 0.3154(2) 0.05560(15) 0.57314(7) 0.0388(5) Uani 1 1 d .
O3 O 0.4954(3) 0.80228(14) 0.47318(7) 0.0401(5) Uani 1 1 d .
H1 H 0.4648 0.8010 0.5059 0.075(13) Uiso 1 1 d R
O4 O 0.8522(2) 0.67706(15) 0.43018(7) 0.0320(5) Uani 1 1 d .
H2 H 0.8255 0.5966 0.4311 0.074(12) Uiso 1 1 d R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0409(19) 0.0201(14) 0.0309(15) 0.0019(12) -0.0002(14) 0.0006(13)
C2 0.0421(19) 0.0239(14) 0.0287(14) 0.0001(11) -0.0005(14) -0.0009(13)
C3 0.0351(18) 0.0285(14) 0.0278(14) -0.0031(11) -0.0032(13) 0.0015(13)
C4 0.0331(17) 0.0307(14) 0.0257(14) -0.0025(12) -0.0039(13) -0.0002(13)
C5 0.0363(18) 0.0327(15) 0.0229(14) -0.0016(11) -0.0049(13) 0.0004(13)
C6 0.0361(18) 0.0335(15) 0.0216(13) -0.0030(11) -0.0019(13) -0.0005(13)
C7 0.0324(18) 0.0316(15) 0.0225(13) -0.0023(11) 0.0009(12) 0.0011(13)
C8 0.0329(17) 0.0354(15) 0.0193(12) -0.0001(11) 0.0011(13) 0.0027(12)
C9 0.0367(17) 0.0356(15) 0.0172(13) -0.0007(12) 0.0008(12) 0.0000(13)
C10 0.0364(18) 0.0303(15) 0.0232(14) 0.0037(11) 0.0042(13) 0.0053(13)
C11 0.0333(18) 0.0315(15) 0.0234(14) 0.0036(11) 0.0037(13) 0.0050(13)
C12 0.0370(18) 0.0263(14) 0.0240(13) 0.0018(11) -0.0003(13) 0.0019(13)
C13 0.0369(18) 0.0236(13) 0.0230(13) -0.0011(11) -0.0042(13) 0.0035(13)
C14 0.0379(18) 0.0259(13) 0.0216(13) 0.0005(11) -0.0031(13) 0.0010(13)
C15 0.0450(19) 0.0230(14) 0.0223(13) 0.0006(11) 0.0017(13) 0.0027(13)
C16 0.0358(19) 0.0317(15) 0.0278(14) -0.0021(12) 0.0022(13) -0.0009(13)
C17 0.0380(18) 0.0310(15) 0.0316(15) -0.0016(12) 0.0041(14) -0.0032(13)
C18 0.0388(18) 0.0285(14) 0.0304(14) -0.0018(12) 0.0017(13) -0.0038(13)
C19 0.0426(19) 0.0263(14) 0.0329(15) -0.0014(12) 0.0036(15) -0.0023(13)
C20 0.051(2) 0.0283(14) 0.0268(14) 0.0005(11) 0.0015(14) -0.0059(14)
C21 0.0443(19) 0.0287(14) 0.0220(14) 0.0020(11) 0.0053(13) -0.0039(13)
C22 0.0426(18) 0.0318(15) 0.0246(14) 0.0015(12) 0.0043(13) -0.0075(14)
C23 0.0426(19) 0.0385(17) 0.0300(15) 0.0020(13) 0.0043(15) -0.0027(15)
C24 0.0373(19) 0.0394(16) 0.0502(19) -0.0018(15) -0.0040(16) 0.0014(15)
C25 0.040(2) 0.057(2) 0.0451(19) 0.0073(16) -0.0066(16) 0.0005(17)
C26 0.048(2) 0.0357(16) 0.0373(17) -0.0022(13) 0.0106(16) -0.0056(15)
C27 0.046(2) 0.0451(18) 0.0223(14) -0.0041(12) 0.0049(14) -0.0083(16)
C28 0.059(2) 0.0357(16) 0.0291(15) -0.0061(13) 0.0004(15) -0.0058(15)
O1 0.0446(12) 0.0284(9) 0.0220(9) 0.0012(7) 0.0043(9) -0.0078(9)
O2 0.0530(14) 0.0270(10) 0.0363(11) 0.0011(9) 0.0108(11) -0.0062(10)
O3 0.0611(15) 0.0260(10) 0.0332(11) -0.0039(8) 0.0183(11) -0.0010(10)
O4 0.0407(12) 0.0286(10) 0.0267(10) -0.0015(8) -0.0058(9) 0.0041(9)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O2 C1 O1 122.7(2)
O2 C1 C2 125.1(3)
O1 C1 C2 112.2(2)
C3 C2 C1 121.3(2)
C3 C2 H2A 119.4
C1 C2 H2A 119.4
C2 C3 C4 127.1(3)
C2 C3 H3 116.4
C4 C3 H3 116.4
C5 C4 C3 117.1(2)
C5 C4 C28 124.5(2)
C3 C4 C28 118.4(2)
C4 C5 C6 129.1(3)
C4 C5 H5 115.5
C6 C5 H5 115.5
C7 C6 C5 121.3(3)
C7 C6 H6 119.4
C5 C6 H6 119.4
C6 C7 C8 127.9(2)
C6 C7 H7 116.0
C8 C7 H7 116.0
C7 C8 C27 113.9(2)
C7 C8 C9 109.4(2)
C27 C8 C9 111.3(2)
C7 C8 H8 107.3
C27 C8 H8 107.3
C9 C8 H8 107.3
C10 C9 C8 114.5(2)
C10 C9 H9A 108.6
C8 C9 H9A 108.6
C10 C9 H9B 108.6
C8 C9 H9B 108.6
H9A C9 H9B 107.6
C11 C10 C9 125.9(3)
C11 C10 H10 117.0
C9 C10 H10 117.0
C10 C11 C12 126.7(3)
C10 C11 H11 116.6
C12 C11 H11 116.6
C11 C12 C26 109.7(2)
C11 C12 C13 112.8(2)
C26 C12 C13 110.3(2)
C11 C12 H12 108.0
C26 C12 H12 108.0
C13 C12 H12 108.0
O4 C13 C14 110.6(2)
O4 C13 C12 110.4(2)
C14 C13 C12 113.3(2)
O4 C13 H13 107.4
C14 C13 H13 107.4
C12 C13 H13 107.4
C13 C14 C15 113.7(2)
C13 C14 H14A 108.8
C15 C14 H14A 108.8
C13 C14 H14B 108.8
C15 C14 H14B 108.8
H14A C14 H14B 107.7
O3 C15 C16 108.3(2)
O3 C15 C14 106.6(2)
C16 C15 C14 112.9(2)
O3 C15 H15 109.7
C16 C15 H15 109.7
C14 C15 H15 109.7
C17 C16 C15 126.9(3)
C17 C16 H16 116.5
C15 C16 H16 116.5
C16 C17 C18 127.4(3)
C16 C17 H17 116.3
C18 C17 H17 116.3
C19 C18 C17 123.2(3)
C19 C18 H18 118.4
C17 C18 H18 118.4
C18 C19 C20 127.3(3)
C18 C19 H19 116.4
C20 C19 H19 116.4
C19 C20 C21 110.8(2)
C19 C20 H20A 109.5
C21 C20 H20A 109.5
C19 C20 H20B 109.5
C21 C20 H20B 109.5
H20A C20 H20B 108.1
O1 C21 C22 110.5(2)
O1 C21 C20 104.4(2)
C22 C21 C20 115.2(2)
O1 C21 H21 108.8
C22 C21 H21 108.8
C20 C21 H21 108.8
C23 C22 C21 126.1(3)
C23 C22 H22 116.9
C21 C22 H22 116.9
C22 C23 C24 127.7(3)
C22 C23 H23 116.1
C24 C23 H23 116.1
C23 C24 C25 115.4(3)
C23 C24 H24A 108.4
C25 C24 H24A 108.4
C23 C24 H24B 108.4
C25 C24 H24B 108.4
H24A C24 H24B 107.5
C24 C25 H25A 109.5
C24 C25 H25B 109.5
H25A C25 H25B 109.5
C24 C25 H25C 109.5
H25A C25 H25C 109.5
H25B C25 H25C 109.5
C12 C26 H26A 109.5
C12 C26 H26B 109.5
H26A C26 H26B 109.5
C12 C26 H26C 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
C8 C27 H27A 109.5
C8 C27 H27B 109.5
H27A C27 H27B 109.5
C8 C27 H27C 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
C4 C28 H28A 109.5
C4 C28 H28B 109.5
H28A C28 H28B 109.5
C4 C28 H28C 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
C1 O1 C21 118.3(2)
C15 O3 H1 103.2
C13 O4 H2 108.3
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O2 1.220(3)
C1 O1 1.343(3)
C1 C2 1.463(4)
C2 C3 1.339(4)
C2 H2A 0.9500
C3 C4 1.449(3)
C3 H3 0.9500
C4 C5 1.352(4)
C4 C28 1.506(4)
C5 C6 1.447(4)
C5 H5 0.9500
C6 C7 1.333(4)
C6 H6 0.9500
C7 C8 1.498(4)
C7 H7 0.9500
C8 C27 1.523(4)
C8 C9 1.545(4)
C8 H8 1.0000
C9 C10 1.496(4)
C9 H9A 0.9900
C9 H9B 0.9900
C10 C11 1.325(4)
C10 H10 0.9500
C11 C12 1.499(4)
C11 H11 0.9500
C12 C26 1.530(4)
C12 C13 1.538(4)
C12 H12 1.0000
C13 O4 1.433(3)
C13 C14 1.524(4)
C13 H13 1.0000
C14 C15 1.525(3)
C14 H14A 0.9900
C14 H14B 0.9900
C15 O3 1.445(3)
C15 C16 1.497(4)
C15 H15 1.0000
C16 C17 1.344(4)
C16 H16 0.9500
C17 C18 1.454(4)
C17 H17 0.9500
C18 C19 1.332(4)
C18 H18 0.9500
C19 C20 1.490(4)
C19 H19 0.9500
C20 C21 1.527(4)
C20 H20A 0.9900
C20 H20B 0.9900
C21 O1 1.450(3)
C21 C22 1.502(4)
C21 H21 1.0000
C22 C23 1.320(4)
C22 H22 0.9500
C23 C24 1.504(4)
C23 H23 0.9500
C24 C25 1.509(4)
C24 H24A 0.9900
C24 H24B 0.9900
C25 H25A 0.9800
C25 H25B 0.9800
C25 H25C 0.9800
C26 H26A 0.9800
C26 H26B 0.9800
C26 H26C 0.9800
C27 H27A 0.9800
C27 H27B 0.9800
C27 H27C 0.9800
C28 H28A 0.9800
C28 H28B 0.9800
C28 H28C 0.9800
O3 H1 0.8886
O4 H2 0.9790
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H1 O4 0.89 1.95 2.811(3) 164 3_466
O4 H2 O2 0.98 1.80 2.768(3) 168 3_556
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
O2 C1 C2 C3 156.6(3)
O1 C1 C2 C3 -23.4(4)
C1 C2 C3 C4 -179.1(3)
C2 C3 C4 C5 174.7(3)
C2 C3 C4 C28 -6.0(5)
C3 C4 C5 C6 179.4(3)
C28 C4 C5 C6 0.2(5)
C4 C5 C6 C7 -179.9(3)
C5 C6 C7 C8 -179.2(3)
C6 C7 C8 C27 -14.9(4)
C6 C7 C8 C9 -140.2(3)
C7 C8 C9 C10 -64.2(3)
C27 C8 C9 C10 169.0(2)
C8 C9 C10 C11 109.8(3)
C9 C10 C11 C12 177.9(3)
C10 C11 C12 C26 -109.6(3)
C10 C11 C12 C13 127.1(3)
C11 C12 C13 O4 60.9(3)
C26 C12 C13 O4 -62.0(3)
C11 C12 C13 C14 -63.8(3)
C26 C12 C13 C14 173.3(2)
O4 C13 C14 C15 63.9(3)
C12 C13 C14 C15 -171.5(2)
C13 C14 C15 O3 65.8(3)
C13 C14 C15 C16 -175.5(2)
O3 C15 C16 C17 -117.2(3)
C14 C15 C16 C17 125.0(3)
C15 C16 C17 C18 -4.4(5)
C16 C17 C18 C19 170.1(3)
C17 C18 C19 C20 177.7(2)
C18 C19 C20 C21 -129.1(3)
C19 C20 C21 O1 56.0(3)
C19 C20 C21 C22 177.4(2)
O1 C21 C22 C23 -4.4(4)
C20 C21 C22 C23 -122.4(3)
C21 C22 C23 C24 -175.4(3)
C22 C23 C24 C25 2.0(5)
O2 C1 O1 C21 -5.4(4)
C2 C1 O1 C21 174.6(2)
C22 C21 O1 C1 86.9(3)
C20 C21 O1 C1 -148.6(2)
|
1501838.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501838.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501838
loop_
_publ_author_name
'Xu, Jing'
'Guo, Yuanqiang'
'Xie, Chunfeng'
'Li, Yushan'
'Gao, Jie'
'Zhang, Tiejun'
'Hou, Wenbin'
'Fang, Lingzhi'
'Gui, Liping'
_publ_section_title
;
Bioactive myrsinol diterpenoids from the roots of Euphorbia prolifera.
;
_journal_issue 10
_journal_name_full 'Journal of natural products'
_journal_page_first 2224
_journal_page_last 2230
_journal_paper_doi 10.1021/np200591h
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration ad
_chemical_formula_moiety 'C39 H56 O15'
_chemical_formula_sum 'C39 H56 O15'
_chemical_formula_weight 764.84
_chemical_name_systematic
;
?
;
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 10.2388(5)
_cell_length_b 12.9739(8)
_cell_length_c 30.5211(16)
_cell_measurement_reflns_used 5122
_cell_measurement_temperature 113(2)
_cell_measurement_theta_max 72.40
_cell_measurement_theta_min 27.60
_cell_volume 4054.3(4)
_computing_cell_refinement 'CrystalClear-SM Expert 2.0 r5'
_computing_data_collection
'CrystalClear-SM Expert 2.0 r5 (Rigaku, 2010)'
_computing_data_reduction 'CrystalClear-SM Expert 2.0 r5'
_computing_molecular_graphics 'CrystalStructure 4.0'
_computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2009)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 113(2)
_diffrn_detector_area_resol_mean 11.11
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type 'Rigaku Saturn944 CCD'
_diffrn_measurement_method \w
_diffrn_radiation_monochromator multilayer
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54187
_diffrn_reflns_av_R_equivalents 0.0600
_diffrn_reflns_av_sigmaI/netI 0.0442
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -16
_diffrn_reflns_limit_l_max 37
_diffrn_reflns_limit_l_min -34
_diffrn_reflns_number 34134
_diffrn_reflns_theta_full 72.65
_diffrn_reflns_theta_max 72.65
_diffrn_reflns_theta_min 2.90
_diffrn_standards_decay_% 0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time 0
_diffrn_standards_number 0
_exptl_absorpt_coefficient_mu 0.799
_exptl_absorpt_correction_T_max 0.9243
_exptl_absorpt_correction_T_min 0.8827
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details CrystalClear
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.253
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 1640
_exptl_crystal_size_max 0.16
_exptl_crystal_size_mid 0.14
_exptl_crystal_size_min 0.10
_refine_diff_density_max 0.369
_refine_diff_density_min -0.530
_refine_diff_density_rms 0.112
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack -0.01(11)
_refine_ls_extinction_coef 0.0113(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 1.113
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 501
_refine_ls_number_reflns 7899
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.113
_refine_ls_R_factor_all 0.0520
_refine_ls_R_factor_gt 0.0503
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0757P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1106
_refine_ls_wR_factor_ref 0.1132
_reflns_number_gt 7519
_reflns_number_total 7899
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np200591h_si_002.cif
_cod_data_source_block shelxl
_cod_database_code 1501838
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.88600(11) 0.69144(9) 0.72254(4) 0.0299(3) Uani 1 1 d .
O2 O 0.81237(13) 0.74145(10) 0.78897(4) 0.0368(3) Uani 1 1 d .
O3 O 0.74958(12) 0.78369(9) 0.62109(4) 0.0332(3) Uani 1 1 d .
O4 O 0.93435(15) 0.86684(12) 0.60255(5) 0.0502(4) Uani 1 1 d .
O5 O 0.88190(11) 0.57220(9) 0.58520(4) 0.0318(3) Uani 1 1 d .
O6 O 0.81171(14) 0.68375(11) 0.53329(4) 0.0431(3) Uani 1 1 d .
O7 O 0.68110(12) 0.46916(10) 0.52638(4) 0.0360(3) Uani 1 1 d .
O8 O 0.85248(15) 0.45588(13) 0.48036(5) 0.0486(4) Uani 1 1 d .
O9 O 0.32137(11) 0.40572(9) 0.63049(4) 0.0327(3) Uani 1 1 d .
O10 O 0.11845(13) 0.42376(15) 0.60235(5) 0.0549(4) Uani 1 1 d .
O11 O 0.75824(11) 0.40198(9) 0.67825(4) 0.0300(3) Uani 1 1 d .
O12 O 0.64468(11) 0.52013(9) 0.74024(4) 0.0305(3) Uani 1 1 d .
O13 O 0.44850(14) 0.51062(14) 0.77346(5) 0.0497(4) Uani 1 1 d .
O14 O 0.53291(10) 0.64666(9) 0.64031(4) 0.0286(2) Uani 1 1 d .
O15 O 0.37423(12) 0.68562(10) 0.68912(4) 0.0376(3) Uani 1 1 d .
C1 C 0.64997(15) 0.71597(13) 0.70491(6) 0.0289(3) Uani 1 1 d .
H1A H 0.5875 0.7715 0.6975 0.035 Uiso 1 1 calc R
H1B H 0.6364 0.6962 0.7359 0.035 Uiso 1 1 calc R
C2 C 0.79115(16) 0.75310(13) 0.69783(6) 0.0293(3) Uani 1 1 d .
C3 C 0.81958(16) 0.71765(12) 0.65081(5) 0.0293(3) Uani 1 1 d .
H3 H 0.9153 0.7164 0.6444 0.035 Uiso 1 1 calc R
C4 C 0.75987(15) 0.61028(12) 0.64955(5) 0.0262(3) Uani 1 1 d .
H4 H 0.8171 0.5650 0.6679 0.031 Uiso 1 1 calc R
C5 C 0.75215(15) 0.56046(13) 0.60424(5) 0.0281(3) Uani 1 1 d .
H5 H 0.6864 0.5976 0.5858 0.034 Uiso 1 1 calc R
C6 C 0.72269(15) 0.44272(13) 0.60398(5) 0.0278(3) Uani 1 1 d .
C7 C 0.74442(17) 0.40058(13) 0.55787(6) 0.0322(4) Uani 1 1 d .
H7 H 0.8403 0.3988 0.5517 0.039 Uiso 1 1 calc R
C8 C 0.68902(19) 0.29558(15) 0.55110(6) 0.0389(4) Uani 1 1 d .
H8 H 0.7297 0.2508 0.5306 0.047 Uiso 1 1 calc R
C9 C 0.58470(19) 0.26249(14) 0.57273(6) 0.0372(4) Uani 1 1 d .
H9 H 0.5523 0.1959 0.5657 0.045 Uiso 1 1 calc R
C10 C 0.37201(17) 0.34738(14) 0.59237(6) 0.0346(4) Uani 1 1 d .
C11 C 0.51409(16) 0.32277(13) 0.60748(6) 0.0312(4) Uani 1 1 d .
H11 H 0.5056 0.2755 0.6332 0.037 Uiso 1 1 calc R
C12 C 0.58631(15) 0.42037(12) 0.62460(5) 0.0268(3) Uani 1 1 d .
H12 H 0.5291 0.4814 0.6191 0.032 Uiso 1 1 calc R
C13 C 0.61873(15) 0.41704(13) 0.67521(5) 0.0277(3) Uani 1 1 d .
C14 C 0.58387(15) 0.52120(13) 0.69740(5) 0.0271(3) Uani 1 1 d .
H14 H 0.4870 0.5243 0.7014 0.033 Uiso 1 1 calc R
C15 C 0.62858(15) 0.62125(13) 0.67447(5) 0.0269(3) Uani 1 1 d .
C16 C 0.81318(18) 0.86714(13) 0.70600(6) 0.0356(4) Uani 1 1 d .
H16A H 0.7856 0.8844 0.7359 0.043 Uiso 1 1 calc R
H16B H 0.7621 0.9075 0.6849 0.043 Uiso 1 1 calc R
H16C H 0.9061 0.8832 0.7025 0.043 Uiso 1 1 calc R
C17 C 0.81239(16) 0.38632(13) 0.63585(5) 0.0315(4) Uani 1 1 d .
H17A H 0.8157 0.3119 0.6288 0.038 Uiso 1 1 calc R
H17B H 0.9020 0.4147 0.6343 0.038 Uiso 1 1 calc R
C18 C 0.2929(2) 0.24815(17) 0.58773(8) 0.0480(5) Uani 1 1 d .
H18A H 0.2853 0.2147 0.6164 0.058 Uiso 1 1 calc R
H18B H 0.3372 0.2016 0.5672 0.058 Uiso 1 1 calc R
H18C H 0.2056 0.2645 0.5766 0.058 Uiso 1 1 calc R
C19 C 0.36847(19) 0.41384(18) 0.55161(6) 0.0429(4) Uani 1 1 d .
H19A H 0.2776 0.4294 0.5441 0.052 Uiso 1 1 calc R
H19B H 0.4098 0.3769 0.5273 0.052 Uiso 1 1 calc R
H19C H 0.4158 0.4782 0.5571 0.052 Uiso 1 1 calc R
C20 C 0.55587(17) 0.33054(13) 0.70181(6) 0.0325(4) Uani 1 1 d .
H20A H 0.5857 0.2638 0.6906 0.039 Uiso 1 1 calc R
H20B H 0.4606 0.3349 0.6992 0.039 Uiso 1 1 calc R
H20C H 0.5810 0.3374 0.7327 0.039 Uiso 1 1 calc R
C21 C 0.88963(16) 0.69507(13) 0.76659(6) 0.0303(3) Uani 1 1 d .
C22 C 1.00480(17) 0.63338(14) 0.78358(6) 0.0364(4) Uani 1 1 d .
H22 H 0.9976 0.5617 0.7718 0.044 Uiso 1 1 calc R
C23 C 1.0022(2) 0.62730(17) 0.83354(7) 0.0463(5) Uani 1 1 d .
H23A H 1.0050 0.6971 0.8458 0.056 Uiso 1 1 calc R
H23B H 1.0780 0.5881 0.8438 0.056 Uiso 1 1 calc R
H23C H 0.9218 0.5928 0.8430 0.056 Uiso 1 1 calc R
C24 C 1.13335(19) 0.67995(18) 0.76692(7) 0.0444(5) Uani 1 1 d .
H24A H 1.1318 0.6830 0.7348 0.053 Uiso 1 1 calc R
H24B H 1.2066 0.6369 0.7765 0.053 Uiso 1 1 calc R
H24C H 1.1437 0.7497 0.7788 0.053 Uiso 1 1 calc R
C25 C 0.8189(2) 0.85465(14) 0.59875(6) 0.0385(4) Uani 1 1 d .
C26 C 0.7314(3) 0.91321(19) 0.56796(9) 0.0590(6) Uani 1 1 d .
H26A H 0.7270 0.8754 0.5398 0.071 Uiso 1 1 calc R
H26B H 0.6422 0.9149 0.5804 0.071 Uiso 1 1 calc R
C27 C 0.7727(4) 1.0177(3) 0.55931(14) 0.0924(11) Uani 1 1 d .
H27A H 0.7614 1.0595 0.5858 0.111 Uiso 1 1 calc R
H27B H 0.7197 1.0467 0.5356 0.111 Uiso 1 1 calc R
H27C H 0.8649 1.0180 0.5507 0.111 Uiso 1 1 calc R
C28 C 0.89777(19) 0.63533(14) 0.55038(6) 0.0366(4) Uani 1 1 d .
C29 C 1.0378(2) 0.6357(2) 0.53610(7) 0.0544(6) Uani 1 1 d .
H29A H 1.0426 0.6511 0.5047 0.065 Uiso 1 1 calc R
H29B H 1.0765 0.5679 0.5417 0.065 Uiso 1 1 calc R
H29C H 1.0858 0.6884 0.5525 0.065 Uiso 1 1 calc R
C30 C 0.7454(2) 0.48833(15) 0.48869(6) 0.0389(4) Uani 1 1 d .
C31 C 0.6649(3) 0.5540(2) 0.45882(7) 0.0564(6) Uani 1 1 d .
H31A H 0.7221 0.6005 0.4424 0.068 Uiso 1 1 calc R
H31B H 0.6028 0.5945 0.4762 0.068 Uiso 1 1 calc R
H31C H 0.6168 0.5099 0.4383 0.068 Uiso 1 1 calc R
C32 C 0.19495(17) 0.43470(15) 0.63192(6) 0.0369(4) Uani 1 1 d .
C33 C 0.16151(19) 0.48346(16) 0.67491(7) 0.0407(4) Uani 1 1 d .
H33A H 0.1131 0.5475 0.6698 0.049 Uiso 1 1 calc R
H33B H 0.2420 0.4988 0.6910 0.049 Uiso 1 1 calc R
H33C H 0.1075 0.4360 0.6921 0.049 Uiso 1 1 calc R
C34 C 0.56527(18) 0.51465(14) 0.77575(6) 0.0354(4) Uani 1 1 d .
C35 C 0.6450(2) 0.51291(16) 0.81731(6) 0.0449(5) Uani 1 1 d .
H35 H 0.6881 0.5817 0.8203 0.054 Uiso 1 1 calc R
C36 C 0.5554(3) 0.4985(2) 0.85691(7) 0.0617(7) Uani 1 1 d .
H36A H 0.4862 0.5506 0.8562 0.074 Uiso 1 1 calc R
H36B H 0.6064 0.5062 0.8839 0.074 Uiso 1 1 calc R
H36C H 0.5164 0.4296 0.8560 0.074 Uiso 1 1 calc R
C37 C 0.7521(2) 0.43186(17) 0.81537(7) 0.0504(5) Uani 1 1 d .
H37A H 0.7129 0.3638 0.8107 0.061 Uiso 1 1 calc R
H37B H 0.8008 0.4319 0.8430 0.061 Uiso 1 1 calc R
H37C H 0.8116 0.4476 0.7911 0.061 Uiso 1 1 calc R
C38 C 0.41144(16) 0.67823(13) 0.65196(6) 0.0332(4) Uani 1 1 d .
C39 C 0.33260(19) 0.70109(17) 0.61179(7) 0.0439(5) Uani 1 1 d .
H39A H 0.3177 0.6372 0.5954 0.053 Uiso 1 1 calc R
H39B H 0.3801 0.7501 0.5933 0.053 Uiso 1 1 calc R
H39C H 0.2485 0.7309 0.6204 0.053 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0269(5) 0.0302(6) 0.0327(6) 0.0011(5) -0.0034(4) 0.0008(5)
O2 0.0374(6) 0.0366(6) 0.0365(6) -0.0014(5) 0.0000(5) 0.0016(5)
O3 0.0331(6) 0.0305(6) 0.0361(6) 0.0078(5) -0.0020(5) -0.0008(5)
O4 0.0470(8) 0.0519(9) 0.0516(8) 0.0168(7) -0.0003(6) -0.0159(7)
O5 0.0261(6) 0.0367(6) 0.0327(6) 0.0016(5) 0.0063(4) 0.0001(5)
O6 0.0496(8) 0.0437(7) 0.0360(6) 0.0064(6) 0.0050(6) -0.0020(6)
O7 0.0367(6) 0.0392(7) 0.0320(6) 0.0012(5) 0.0011(5) 0.0025(5)
O8 0.0518(8) 0.0551(9) 0.0389(7) -0.0045(6) 0.0119(6) 0.0011(7)
O9 0.0247(5) 0.0358(6) 0.0375(6) -0.0058(5) 0.0009(4) 0.0006(5)
O10 0.0282(6) 0.0829(11) 0.0537(8) -0.0112(8) -0.0063(6) 0.0067(7)
O11 0.0240(5) 0.0324(6) 0.0336(6) 0.0031(5) 0.0002(4) 0.0041(5)
O12 0.0294(5) 0.0350(6) 0.0272(5) 0.0029(5) -0.0007(4) -0.0041(5)
O13 0.0380(7) 0.0704(10) 0.0406(7) 0.0003(7) 0.0104(6) -0.0071(7)
O14 0.0234(5) 0.0300(6) 0.0324(6) 0.0010(5) -0.0016(4) 0.0038(4)
O15 0.0298(6) 0.0393(7) 0.0437(7) -0.0022(6) 0.0047(5) 0.0055(5)
C1 0.0247(7) 0.0283(8) 0.0336(8) -0.0009(6) 0.0009(6) 0.0010(6)
C2 0.0260(7) 0.0278(8) 0.0340(8) 0.0018(6) -0.0020(6) 0.0002(6)
C3 0.0266(7) 0.0285(8) 0.0328(8) 0.0073(6) -0.0006(6) -0.0005(6)
C4 0.0231(7) 0.0260(7) 0.0293(7) 0.0025(6) 0.0018(6) 0.0018(6)
C5 0.0220(7) 0.0311(8) 0.0313(8) 0.0031(6) 0.0037(6) 0.0001(6)
C6 0.0241(7) 0.0286(8) 0.0308(8) 0.0011(6) 0.0022(6) 0.0022(6)
C7 0.0309(8) 0.0334(9) 0.0325(8) 0.0012(7) 0.0038(6) 0.0043(7)
C8 0.0407(9) 0.0356(9) 0.0406(10) -0.0076(8) 0.0065(8) 0.0046(8)
C9 0.0380(9) 0.0301(9) 0.0435(9) -0.0059(7) 0.0020(7) 0.0010(7)
C10 0.0291(8) 0.0372(9) 0.0376(9) -0.0068(7) -0.0008(7) -0.0001(7)
C11 0.0290(8) 0.0294(8) 0.0354(8) -0.0015(7) 0.0007(6) -0.0004(7)
C12 0.0240(7) 0.0266(8) 0.0297(7) -0.0009(6) 0.0015(6) 0.0012(6)
C13 0.0232(7) 0.0266(8) 0.0331(8) 0.0016(6) 0.0009(6) 0.0009(6)
C14 0.0235(7) 0.0290(8) 0.0288(7) 0.0015(6) -0.0009(6) 0.0002(6)
C15 0.0228(7) 0.0292(8) 0.0287(7) 0.0021(6) -0.0020(6) 0.0018(6)
C16 0.0360(9) 0.0299(9) 0.0408(9) 0.0003(7) -0.0004(7) -0.0023(7)
C17 0.0272(8) 0.0308(8) 0.0367(9) 0.0040(7) 0.0030(7) 0.0048(6)
C18 0.0370(9) 0.0454(11) 0.0615(12) -0.0163(10) -0.0022(9) -0.0061(9)
C19 0.0365(9) 0.0555(12) 0.0368(9) -0.0030(9) -0.0025(7) 0.0063(9)
C20 0.0335(8) 0.0278(8) 0.0361(9) 0.0045(7) 0.0017(7) -0.0030(7)
C21 0.0291(8) 0.0265(8) 0.0353(8) -0.0001(7) -0.0040(6) -0.0064(7)
C22 0.0348(9) 0.0320(9) 0.0424(9) -0.0021(7) -0.0090(7) -0.0002(7)
C23 0.0480(11) 0.0469(11) 0.0440(10) 0.0012(9) -0.0139(8) -0.0014(9)
C24 0.0292(8) 0.0517(11) 0.0524(11) -0.0112(9) -0.0033(8) -0.0007(8)
C25 0.0484(11) 0.0307(9) 0.0364(9) 0.0077(7) -0.0011(8) -0.0060(8)
C26 0.0679(15) 0.0493(12) 0.0598(13) 0.0218(11) -0.0154(11) -0.0029(11)
C27 0.088(2) 0.0652(18) 0.124(3) 0.0505(19) -0.021(2) -0.0037(16)
C28 0.0413(9) 0.0378(9) 0.0306(8) 0.0000(7) 0.0076(7) -0.0061(8)
C29 0.0406(11) 0.0763(16) 0.0464(11) 0.0058(11) 0.0124(9) -0.0143(11)
C30 0.0459(10) 0.0408(10) 0.0300(8) -0.0046(7) 0.0029(7) -0.0067(8)
C31 0.0639(14) 0.0685(15) 0.0369(10) 0.0109(10) -0.0043(9) -0.0028(12)
C32 0.0254(8) 0.0399(9) 0.0454(10) -0.0003(8) 0.0019(7) -0.0002(7)
C33 0.0327(9) 0.0413(10) 0.0481(10) -0.0018(8) 0.0069(7) 0.0018(8)
C34 0.0406(9) 0.0328(9) 0.0328(9) 0.0004(7) 0.0052(7) -0.0087(7)
C35 0.0615(12) 0.0440(11) 0.0292(9) 0.0032(8) -0.0047(8) -0.0203(9)
C36 0.0840(17) 0.0677(15) 0.0333(10) -0.0004(10) 0.0059(10) -0.0274(13)
C37 0.0610(12) 0.0450(11) 0.0452(11) 0.0109(9) -0.0184(10) -0.0159(10)
C38 0.0250(7) 0.0282(8) 0.0464(10) 0.0003(7) -0.0015(7) 0.0039(6)
C39 0.0356(9) 0.0460(11) 0.0501(11) -0.0030(9) -0.0117(8) 0.0100(8)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C21 O1 C2 120.84(13)
C25 O3 C3 117.61(13)
C28 O5 C5 119.10(14)
C30 O7 C7 117.19(14)
C32 O9 C10 120.26(13)
C17 O11 C13 110.25(12)
C34 O12 C14 117.65(13)
C38 O14 C15 119.56(13)
C2 C1 C15 107.19(13)
C2 C1 H1A 110.3
C15 C1 H1A 110.3
C2 C1 H1B 110.3
C15 C1 H1B 110.3
H1A C1 H1B 108.5
O1 C2 C16 110.42(13)
O1 C2 C3 101.05(12)
C16 C2 C3 114.68(14)
O1 C2 C1 112.28(13)
C16 C2 C1 114.95(14)
C3 C2 C1 102.45(13)
O3 C3 C4 109.21(13)
O3 C3 C2 108.45(13)
C4 C3 C2 102.81(13)
O3 C3 H3 112.0
C4 C3 H3 112.0
C2 C3 H3 112.0
C3 C4 C5 115.52(13)
C3 C4 C15 104.58(13)
C5 C4 C15 115.95(13)
C3 C4 H4 106.7
C5 C4 H4 106.7
C15 C4 H4 106.7
O5 C5 C4 105.63(13)
O5 C5 C6 106.08(12)
C4 C5 C6 115.44(13)
O5 C5 H5 109.8
C4 C5 H5 109.8
C6 C5 H5 109.8
C17 C6 C7 109.18(13)
C17 C6 C5 110.54(14)
C7 C6 C5 109.14(13)
C17 C6 C12 101.12(13)
C7 C6 C12 115.86(14)
C5 C6 C12 110.74(13)
O7 C7 C8 107.25(14)
O7 C7 C6 108.88(13)
C8 C7 C6 113.57(14)
O7 C7 H7 109.0
C8 C7 H7 109.0
C6 C7 H7 109.0
C9 C8 C7 122.22(17)
C9 C8 H8 118.9
C7 C8 H8 118.9
C8 C9 C11 124.74(17)
C8 C9 H9 117.6
C11 C9 H9 117.6
O9 C10 C19 110.23(14)
O9 C10 C18 108.54(15)
C19 C10 C18 113.02(17)
O9 C10 C11 101.48(13)
C19 C10 C11 112.46(15)
C18 C10 C11 110.45(15)
C9 C11 C12 115.57(14)
C9 C11 C10 110.29(14)
C12 C11 C10 112.08(14)
C9 C11 H11 106.1
C12 C11 H11 106.1
C10 C11 H11 106.1
C11 C12 C6 116.20(13)
C11 C12 C13 113.93(13)
C6 C12 C13 102.21(12)
C11 C12 H12 108.0
C6 C12 H12 108.0
C13 C12 H12 108.0
O11 C13 C20 106.44(13)
O11 C13 C14 108.47(13)
C20 C13 C14 108.09(13)
O11 C13 C12 105.92(12)
C20 C13 C12 116.81(14)
C14 C13 C12 110.75(13)
O12 C14 C15 106.85(12)
O12 C14 C13 106.66(12)
C15 C14 C13 117.74(13)
O12 C14 H14 108.4
C15 C14 H14 108.4
C13 C14 H14 108.4
O14 C15 C14 108.23(12)
O14 C15 C4 104.52(12)
C14 C15 C4 113.71(13)
O14 C15 C1 109.92(13)
C14 C15 C1 115.77(13)
C4 C15 C1 104.08(13)
C2 C16 H16A 109.5
C2 C16 H16B 109.5
H16A C16 H16B 109.5
C2 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
O11 C17 C6 106.08(13)
O11 C17 H17A 110.5
C6 C17 H17A 110.5
O11 C17 H17B 110.5
C6 C17 H17B 110.5
H17A C17 H17B 108.7
C10 C18 H18A 109.5
C10 C18 H18B 109.5
H18A C18 H18B 109.5
C10 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C10 C19 H19A 109.5
C10 C19 H19B 109.5
H19A C19 H19B 109.5
C10 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C13 C20 H20A 109.5
C13 C20 H20B 109.5
H20A C20 H20B 109.5
C13 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
O2 C21 O1 124.41(15)
O2 C21 C22 125.43(16)
O1 C21 C22 110.16(15)
C21 C22 C23 110.79(16)
C21 C22 C24 110.23(16)
C23 C22 C24 111.48(16)
C21 C22 H22 108.1
C23 C22 H22 108.1
C24 C22 H22 108.1
C22 C23 H23A 109.5
C22 C23 H23B 109.5
H23A C23 H23B 109.5
C22 C23 H23C 109.5
H23A C23 H23C 109.5
H23B C23 H23C 109.5
C22 C24 H24A 109.5
C22 C24 H24B 109.5
H24A C24 H24B 109.5
C22 C24 H24C 109.5
H24A C24 H24C 109.5
H24B C24 H24C 109.5
O4 C25 O3 124.09(17)
O4 C25 C26 125.53(19)
O3 C25 C26 110.36(18)
C27 C26 C25 114.5(2)
C27 C26 H26A 108.6
C25 C26 H26A 108.6
C27 C26 H26B 108.6
C25 C26 H26B 108.6
H26A C26 H26B 107.6
C26 C27 H27A 109.5
C26 C27 H27B 109.5
H27A C27 H27B 109.5
C26 C27 H27C 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
O6 C28 O5 124.76(17)
O6 C28 C29 125.00(18)
O5 C28 C29 110.24(18)
C28 C29 H29A 109.5
C28 C29 H29B 109.5
H29A C29 H29B 109.5
C28 C29 H29C 109.5
H29A C29 H29C 109.5
H29B C29 H29C 109.5
O8 C30 O7 124.13(18)
O8 C30 C31 125.00(19)
O7 C30 C31 110.87(18)
C30 C31 H31A 109.5
C30 C31 H31B 109.5
H31A C31 H31B 109.5
C30 C31 H31C 109.5
H31A C31 H31C 109.5
H31B C31 H31C 109.5
O10 C32 O9 124.58(17)
O10 C32 C33 123.95(17)
O9 C32 C33 111.47(15)
C32 C33 H33A 109.5
C32 C33 H33B 109.5
H33A C33 H33B 109.5
C32 C33 H33C 109.5
H33A C33 H33C 109.5
H33B C33 H33C 109.5
O13 C34 O12 123.60(17)
O13 C34 C35 126.00(17)
O12 C34 C35 110.39(16)
C34 C35 C37 111.59(17)
C34 C35 C36 110.04(19)
C37 C35 C36 112.3(2)
C34 C35 H35 107.6
C37 C35 H35 107.6
C36 C35 H35 107.6
C35 C36 H36A 109.5
C35 C36 H36B 109.5
H36A C36 H36B 109.5
C35 C36 H36C 109.5
H36A C36 H36C 109.5
H36B C36 H36C 109.5
C35 C37 H37A 109.5
C35 C37 H37B 109.5
H37A C37 H37B 109.5
C35 C37 H37C 109.5
H37A C37 H37C 109.5
H37B C37 H37C 109.5
O15 C38 O14 124.23(16)
O15 C38 C39 125.93(16)
O14 C38 C39 109.84(16)
C38 C39 H39A 109.5
C38 C39 H39B 109.5
H39A C39 H39B 109.5
C38 C39 H39C 109.5
H39A C39 H39C 109.5
H39B C39 H39C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C21 1.346(2)
O1 C2 1.467(2)
O2 C21 1.206(2)
O3 C25 1.348(2)
O3 C3 1.439(2)
O4 C25 1.198(3)
O5 C28 1.351(2)
O5 C5 1.4580(18)
O6 C28 1.201(2)
O7 C30 1.349(2)
O7 C7 1.461(2)
O8 C30 1.202(3)
O9 C32 1.349(2)
O9 C10 1.482(2)
O10 C32 1.203(2)
O11 C17 1.423(2)
O11 C13 1.4447(18)
O12 C34 1.357(2)
O12 C14 1.4482(19)
O13 C34 1.199(2)
O14 C38 1.357(2)
O14 C15 1.4680(18)
O15 C38 1.201(2)
C1 C2 1.539(2)
C1 C15 1.556(2)
C1 H1A 0.9900
C1 H1B 0.9900
C2 C16 1.517(2)
C2 C3 1.535(2)
C3 C4 1.522(2)
C3 H3 1.0000
C4 C5 1.528(2)
C4 C15 1.551(2)
C4 H4 1.0000
C5 C6 1.557(2)
C5 H5 1.0000
C6 C17 1.525(2)
C6 C7 1.526(2)
C6 C12 1.559(2)
C7 C8 1.490(3)
C7 H7 1.0000
C8 C9 1.327(3)
C8 H8 0.9500
C9 C11 1.503(2)
C9 H9 0.9500
C10 C19 1.514(3)
C10 C18 1.527(3)
C10 C11 1.559(2)
C11 C12 1.557(2)
C11 H11 1.0000
C12 C13 1.581(2)
C12 H12 1.0000
C13 C20 1.527(2)
C13 C14 1.553(2)
C14 C15 1.544(2)
C14 H14 1.0000
C16 H16A 0.9800
C16 H16B 0.9800
C16 H16C 0.9800
C17 H17A 0.9900
C17 H17B 0.9900
C18 H18A 0.9800
C18 H18B 0.9800
C18 H18C 0.9800
C19 H19A 0.9800
C19 H19B 0.9800
C19 H19C 0.9800
C20 H20A 0.9800
C20 H20B 0.9800
C20 H20C 0.9800
C21 C22 1.517(2)
C22 C23 1.527(3)
C22 C24 1.535(3)
C22 H22 1.0000
C23 H23A 0.9800
C23 H23B 0.9800
C23 H23C 0.9800
C24 H24A 0.9800
C24 H24B 0.9800
C24 H24C 0.9800
C25 C26 1.504(3)
C26 C27 1.445(4)
C26 H26A 0.9900
C26 H26B 0.9900
C27 H27A 0.9800
C27 H27B 0.9800
C27 H27C 0.9800
C28 C29 1.498(3)
C29 H29A 0.9800
C29 H29B 0.9800
C29 H29C 0.9800
C30 C31 1.495(3)
C31 H31A 0.9800
C31 H31B 0.9800
C31 H31C 0.9800
C32 C33 1.496(3)
C33 H33A 0.9800
C33 H33B 0.9800
C33 H33C 0.9800
C34 C35 1.508(3)
C35 C37 1.521(3)
C35 C36 1.528(3)
C35 H35 1.0000
C36 H36A 0.9800
C36 H36B 0.9800
C36 H36C 0.9800
C37 H37A 0.9800
C37 H37B 0.9800
C37 H37C 0.9800
C38 C39 1.497(3)
C39 H39A 0.9800
C39 H39B 0.9800
C39 H39C 0.9800
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C21 O1 C2 C16 61.72(19)
C21 O1 C2 C3 -176.50(13)
C21 O1 C2 C1 -68.00(18)
C15 C1 C2 O1 -80.72(17)
C15 C1 C2 C16 151.95(14)
C15 C1 C2 C3 26.89(16)
C25 O3 C3 C4 -143.38(15)
C25 O3 C3 C2 105.29(16)
O1 C2 C3 O3 -170.36(12)
C16 C2 C3 O3 -51.61(18)
C1 C2 C3 O3 73.62(15)
O1 C2 C3 C4 74.07(14)
C16 C2 C3 C4 -167.18(14)
C1 C2 C3 C4 -41.95(15)
O3 C3 C4 C5 55.24(17)
C2 C3 C4 C5 170.26(13)
O3 C3 C4 C15 -73.46(15)
C2 C3 C4 C15 41.56(15)
C28 O5 C5 C4 -112.19(15)
C28 O5 C5 C6 124.80(15)
C3 C4 C5 O5 49.22(17)
C15 C4 C5 O5 172.08(13)
C3 C4 C5 C6 166.07(13)
C15 C4 C5 C6 -71.07(17)
O5 C5 C6 C17 67.69(16)
C4 C5 C6 C17 -48.90(17)
O5 C5 C6 C7 -52.40(16)
C4 C5 C6 C7 -168.99(13)
O5 C5 C6 C12 178.92(12)
C4 C5 C6 C12 62.33(18)
C30 O7 C7 C8 -96.80(17)
C30 O7 C7 C6 139.92(15)
C17 C6 C7 O7 -167.53(13)
C5 C6 C7 O7 -46.61(17)
C12 C6 C7 O7 79.18(17)
C17 C6 C7 C8 73.05(18)
C5 C6 C7 C8 -166.02(14)
C12 C6 C7 C8 -40.2(2)
O7 C7 C8 C9 -90.6(2)
C6 C7 C8 C9 29.7(3)
C7 C8 C9 C11 -2.9(3)
C32 O9 C10 C19 66.0(2)
C32 O9 C10 C18 -58.2(2)
C32 O9 C10 C11 -174.62(14)
C8 C9 C11 C12 -12.2(3)
C8 C9 C11 C10 116.2(2)
O9 C10 C11 C9 -179.95(14)
C19 C10 C11 C9 -62.2(2)
C18 C10 C11 C9 65.09(19)
O9 C10 C11 C12 -49.68(17)
C19 C10 C11 C12 68.08(19)
C18 C10 C11 C12 -164.64(16)
C9 C11 C12 C6 -0.5(2)
C10 C11 C12 C6 -128.05(15)
C9 C11 C12 C13 -118.97(16)
C10 C11 C12 C13 113.52(15)
C17 C6 C12 C11 -91.61(16)
C7 C6 C12 C11 26.3(2)
C5 C6 C12 C11 151.22(14)
C17 C6 C12 C13 33.06(15)
C7 C6 C12 C13 150.92(14)
C5 C6 C12 C13 -84.11(15)
C17 O11 C13 C20 119.64(14)
C17 O11 C13 C14 -124.26(14)
C17 O11 C13 C12 -5.34(17)
C11 C12 C13 O11 107.89(14)
C6 C12 C13 O11 -18.28(16)
C11 C12 C13 C20 -10.40(19)
C6 C12 C13 C20 -136.56(14)
C11 C12 C13 C14 -134.70(14)
C6 C12 C13 C14 99.14(14)
C34 O12 C14 C15 122.01(15)
C34 O12 C14 C13 -111.25(15)
O11 C13 C14 O12 -50.72(16)
C20 C13 C14 O12 64.31(15)
C12 C13 C14 O12 -166.55(12)
O11 C13 C14 C15 69.23(17)
C20 C13 C14 C15 -175.74(14)
C12 C13 C14 C15 -46.60(17)
C38 O14 C15 C14 69.36(17)
C38 O14 C15 C4 -169.13(13)
C38 O14 C15 C1 -57.96(18)
O12 C14 C15 O14 -157.44(12)
C13 C14 C15 O14 82.71(16)
O12 C14 C15 C4 86.90(15)
C13 C14 C15 C4 -32.95(18)
O12 C14 C15 C1 -33.57(17)
C13 C14 C15 C1 -153.42(13)
C3 C4 C15 O14 91.06(14)
C5 C4 C15 O14 -37.38(17)
C3 C4 C15 C14 -151.12(13)
C5 C4 C15 C14 80.45(16)
C3 C4 C15 C1 -24.26(15)
C5 C4 C15 C1 -152.70(13)
C2 C1 C15 O14 -113.36(14)
C2 C1 C15 C14 123.65(14)
C2 C1 C15 C4 -1.90(16)
C13 O11 C17 C6 27.80(17)
C7 C6 C17 O11 -160.59(13)
C5 C6 C17 O11 79.34(16)
C12 C6 C17 O11 -37.98(16)
C2 O1 C21 O2 5.5(2)
C2 O1 C21 C22 -174.09(13)
O2 C21 C22 C23 6.4(2)
O1 C21 C22 C23 -174.05(15)
O2 C21 C22 C24 -117.5(2)
O1 C21 C22 C24 62.08(18)
C3 O3 C25 O4 -1.0(3)
C3 O3 C25 C26 177.48(17)
O4 C25 C26 C27 -30.9(4)
O3 C25 C26 C27 150.6(3)
C5 O5 C28 O6 -0.1(3)
C5 O5 C28 C29 -179.85(16)
C7 O7 C30 O8 -3.0(3)
C7 O7 C30 C31 176.39(16)
C10 O9 C32 O10 -6.1(3)
C10 O9 C32 C33 174.51(15)
C14 O12 C34 O13 0.1(3)
C14 O12 C34 C35 179.25(15)
O13 C34 C35 C37 128.7(2)
O12 C34 C35 C37 -50.4(2)
O13 C34 C35 C36 3.4(3)
O12 C34 C35 C36 -175.74(18)
C15 O14 C38 O15 -1.3(2)
C15 O14 C38 C42 179.11(15)
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 28429440 ChemSpider
|
1501839.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501839.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501839
loop_
_publ_author_name
'Barrett, Tim N.'
'Braddock, D. Christopher'
'Monta, Anna'
'Webb, Michael R.'
'White, Andrew J. P.'
_publ_section_title
;
Total synthesis of the marine metabolite (+-)-polysiphenol via highly
regioselective intramolecular oxidative coupling.
;
_journal_issue 9
_journal_name_full 'Journal of natural products'
_journal_page_first 1980
_journal_page_last 1984
_journal_paper_doi 10.1021/np200596q
_journal_volume 74
_journal_year 2011
_chemical_formula_moiety 'C18 H22 O4'
_chemical_formula_sum 'C18 H22 O4'
_chemical_formula_weight 302.36
_chemical_name_systematic
;
?
;
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2ybc'
_symmetry_space_group_name_H-M 'P 1 21/c 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 101.1093(16)
_cell_angle_gamma 90.00
_cell_formula_units_Z 2
_cell_length_a 5.63332(9)
_cell_length_b 10.58166(16)
_cell_length_c 13.6258(2)
_cell_measurement_reflns_used 5041
_cell_measurement_temperature 173(2)
_cell_measurement_theta_max 72.1353
_cell_measurement_theta_min 3.3027
_cell_volume 797.01(2)
_computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd'
_computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd'
_computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 173(2)
_diffrn_detector_area_resol_mean 8.2556
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type 'OD Xcalibur PX Ultra'
_diffrn_measurement_method 'omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54184
_diffrn_reflns_av_R_equivalents 0.0127
_diffrn_reflns_av_sigmaI/netI 0.0089
_diffrn_reflns_limit_h_max 4
_diffrn_reflns_limit_h_min -6
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_number 6321
_diffrn_reflns_theta_full 72.28
_diffrn_reflns_theta_max 72.28
_diffrn_reflns_theta_min 5.33
_diffrn_standards_number 0
_exptl_absorpt_coefficient_mu 0.715
_exptl_absorpt_correction_T_max 0.923
_exptl_absorpt_correction_T_min 0.879
_exptl_absorpt_correction_type analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour Colourless
_exptl_crystal_density_diffrn 1.260
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description 'blocky needles'
_exptl_crystal_F_000 324
_exptl_crystal_size_max 0.27
_exptl_crystal_size_mid 0.17
_exptl_crystal_size_min 0.14
_refine_diff_density_max 0.164
_refine_diff_density_min -0.145
_refine_diff_density_rms 0.030
_refine_ls_extinction_coef 0.0118(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 1.089
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 103
_refine_ls_number_reflns 1556
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.089
_refine_ls_R_factor_all 0.0354
_refine_ls_R_factor_gt 0.0337
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0501P)^2^+0.1361P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0946
_refine_ls_wR_factor_ref 0.0962
_reflns_number_gt 1463
_reflns_number_total 1556
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np200596q_si_002.cif
_cod_data_source_block 6
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P2(1)/c
_cod_database_code 1501839
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.44452(19) 0.43577(10) 0.48264(8) 0.0373(3) Uani 1 1 d .
H1A H 0.4545 0.3795 0.5414 0.045 Uiso 1 1 calc R
H1B H 0.2714 0.4475 0.4527 0.045 Uiso 1 1 calc R
C2 C 0.57033(18) 0.37327(9) 0.40693(7) 0.0326(3) Uani 1 1 d .
C3 C 0.49202(18) 0.39479(10) 0.30446(7) 0.0339(3) Uani 1 1 d .
H3A H 0.3553 0.4472 0.2824 0.041 Uiso 1 1 calc R
C4 C 0.61068(19) 0.34084(9) 0.23463(7) 0.0331(3) Uani 1 1 d .
C5 C 0.81322(18) 0.26352(9) 0.26683(7) 0.0320(3) Uani 1 1 d .
C6 C 0.8926(2) 0.24339(10) 0.36795(8) 0.0357(3) Uani 1 1 d .
H6A H 1.0315 0.1926 0.3904 0.043 Uiso 1 1 calc R
C7 C 0.7702(2) 0.29726(10) 0.43754(7) 0.0367(3) Uani 1 1 d .
H7A H 0.8252 0.2814 0.5068 0.044 Uiso 1 1 calc R
O8 O 0.54725(16) 0.35593(8) 0.13310(5) 0.0478(3) Uani 1 1 d .
C9 C 0.3361(2) 0.42795(14) 0.09621(9) 0.0547(4) Uani 1 1 d .
H9A H 0.1967 0.3890 0.1177 0.082 Uiso 1 1 calc R
H9B H 0.3081 0.4303 0.0230 0.082 Uiso 1 1 calc R
H9C H 0.3578 0.5142 0.1225 0.082 Uiso 1 1 calc R
O10 O 0.91678(15) 0.21337(8) 0.19246(5) 0.0431(3) Uani 1 1 d .
C11 C 1.1018(2) 0.12135(11) 0.22050(9) 0.0431(3) Uani 1 1 d .
H11A H 1.2432 0.1611 0.2623 0.065 Uiso 1 1 calc R
H11B H 1.1477 0.0861 0.1603 0.065 Uiso 1 1 calc R
H11C H 1.0418 0.0535 0.2582 0.065 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0440(6) 0.0381(6) 0.0349(5) -0.0103(4) 0.0206(4) -0.0091(4)
C2 0.0397(5) 0.0312(5) 0.0306(5) -0.0078(4) 0.0160(4) -0.0089(4)
C3 0.0353(5) 0.0340(5) 0.0337(5) -0.0069(4) 0.0101(4) -0.0002(4)
C4 0.0414(6) 0.0333(5) 0.0253(5) -0.0041(4) 0.0085(4) -0.0011(4)
C5 0.0395(5) 0.0313(5) 0.0282(5) -0.0049(4) 0.0145(4) -0.0009(4)
C6 0.0416(5) 0.0358(5) 0.0307(5) -0.0013(4) 0.0091(4) 0.0034(4)
C7 0.0491(6) 0.0375(5) 0.0250(5) -0.0029(4) 0.0112(4) -0.0029(4)
O8 0.0617(5) 0.0563(5) 0.0250(4) -0.0026(3) 0.0073(3) 0.0186(4)
C9 0.0605(8) 0.0635(8) 0.0362(6) 0.0027(6) -0.0007(5) 0.0141(6)
O10 0.0532(5) 0.0491(5) 0.0311(4) -0.0031(3) 0.0180(3) 0.0145(3)
C11 0.0440(6) 0.0423(6) 0.0471(6) -0.0056(5) 0.0191(5) 0.0072(5)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_3
C2 C1 C1 112.44(10) 3_666
C7 C2 C3 118.54(9) .
C7 C2 C1 120.72(9) .
C3 C2 C1 120.70(9) .
C4 C3 C2 121.11(9) .
O8 C4 C3 125.34(9) .
O8 C4 C5 114.94(9) .
C3 C4 C5 119.71(9) .
O10 C5 C6 125.18(9) .
O10 C5 C4 115.53(9) .
C6 C5 C4 119.29(9) .
C5 C6 C7 120.46(10) .
C2 C7 C6 120.87(9) .
C4 O8 C9 117.23(9) .
C5 O10 C11 117.42(8) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.5118(13) .
C1 C1 1.5324(19) 3_666
C2 C7 1.3813(15) .
C2 C3 1.3995(14) .
C3 C4 1.3868(14) .
C4 O8 1.3698(12) .
C4 C5 1.4038(15) .
C5 O10 1.3698(11) .
C5 C6 1.3808(14) .
C6 C7 1.3969(14) .
O8 C9 1.4205(14) .
O10 C11 1.4237(13) .
|
1501840.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501840.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501840
loop_
_publ_author_name
'Barrett, Tim N.'
'Braddock, D. Christopher'
'Monta, Anna'
'Webb, Michael R.'
'White, Andrew J. P.'
_publ_section_title
;
Total synthesis of the marine metabolite (+-)-polysiphenol via highly
regioselective intramolecular oxidative coupling.
;
_journal_issue 9
_journal_name_full 'Journal of natural products'
_journal_page_first 1980
_journal_page_last 1984
_journal_paper_doi 10.1021/np200596q
_journal_volume 74
_journal_year 2011
_chemical_formula_moiety 'C18 H20 Br2 O4'
_chemical_formula_sum 'C18 H20 Br2 O4'
_chemical_formula_weight 460.16
_chemical_name_systematic
;
?
;
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2ybc'
_symmetry_space_group_name_H-M 'P 1 21/c 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 94.269(4)
_cell_angle_gamma 90.00
_cell_formula_units_Z 2
_cell_length_a 4.58461(19)
_cell_length_b 7.2511(2)
_cell_length_c 27.3156(9)
_cell_measurement_reflns_used 3735
_cell_measurement_temperature 173(2)
_cell_measurement_theta_max 31.3235
_cell_measurement_theta_min 3.1756
_cell_volume 905.55(5)
_computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd'
_computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd'
_computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 173(2)
_diffrn_detector_area_resol_mean 15.9825
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.897
_diffrn_measurement_device_type 'OD Xcalibur 3'
_diffrn_measurement_method 'omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'Enhance (Mo) X-ray Source'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0231
_diffrn_reflns_av_sigmaI/netI 0.0336
_diffrn_reflns_limit_h_max 6
_diffrn_reflns_limit_h_min -6
_diffrn_reflns_limit_k_max 10
_diffrn_reflns_limit_k_min -9
_diffrn_reflns_limit_l_max 35
_diffrn_reflns_limit_l_min -39
_diffrn_reflns_number 7473
_diffrn_reflns_theta_full 29.50
_diffrn_reflns_theta_max 31.41
_diffrn_reflns_theta_min 3.18
_diffrn_standards_number 0
_exptl_absorpt_coefficient_mu 4.494
_exptl_absorpt_correction_T_max 0.758
_exptl_absorpt_correction_T_min 0.327
_exptl_absorpt_correction_type analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.48 (release 15-09-2009 CrysAlis171 .NET)
(compiled Sep 15 2009,11:49:04)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour Colourless
_exptl_crystal_density_diffrn 1.688
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description 'blocky needles'
_exptl_crystal_F_000 460
_exptl_crystal_size_max 0.38
_exptl_crystal_size_mid 0.24
_exptl_crystal_size_min 0.06
_refine_diff_density_max 0.428
_refine_diff_density_min -0.466
_refine_diff_density_rms 0.063
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.043
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 109
_refine_ls_number_reflns 2693
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.043
_refine_ls_R_factor_all 0.0535
_refine_ls_R_factor_gt 0.0315
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0393P)^2^+0.0143P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0723
_refine_ls_wR_factor_ref 0.0756
_reflns_number_gt 1977
_reflns_number_total 2693
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np200596q_si_002.cif
_cod_data_source_block 10
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P2(1)/c
_cod_database_code 1501840
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.5347(4) 0.5348(3) 0.43058(7) 0.0284(4) Uani 1 1 d .
C2 C 0.7093(4) 0.6739(3) 0.41486(7) 0.0280(4) Uani 1 1 d .
Br2 Br 0.78061(6) 0.89000(3) 0.453419(8) 0.04917(11) Uani 1 1 d .
C3 C 0.8424(4) 0.6642(3) 0.37065(7) 0.0265(4) Uani 1 1 d .
H3A H 0.9627 0.7625 0.3610 0.032 Uiso 1 1 calc R
C4 C 0.7988(4) 0.5117(2) 0.34101(6) 0.0226(4) Uani 1 1 d .
C5 C 0.6176(4) 0.3682(2) 0.35536(6) 0.0225(4) Uani 1 1 d .
C6 C 0.4905(4) 0.3804(3) 0.39961(7) 0.0262(4) Uani 1 1 d .
H6A H 0.3704 0.2822 0.4094 0.031 Uiso 1 1 calc R
C7 C 0.3955(5) 0.5359(3) 0.47899(7) 0.0370(5) Uani 1 1 d .
H7A H 0.2177 0.4580 0.4762 0.044 Uiso 1 1 calc R
H7B H 0.3354 0.6632 0.4865 0.044 Uiso 1 1 calc R
O8 O 0.9177(3) 0.48680(18) 0.29713(5) 0.0285(3) Uani 1 1 d .
C9 C 1.0930(5) 0.6336(3) 0.28047(8) 0.0362(5) Uani 1 1 d .
H9A H 1.1651 0.6004 0.2487 0.054 Uiso 1 1 calc R
H9B H 1.2593 0.6551 0.3045 0.054 Uiso 1 1 calc R
H9C H 0.9748 0.7461 0.2768 0.054 Uiso 1 1 calc R
O10 O 0.5824(3) 0.22522(18) 0.32305(5) 0.0307(3) Uani 1 1 d .
C11 C 0.3693(5) 0.0885(3) 0.33285(8) 0.0330(5) Uani 1 1 d .
H11A H 0.3630 -0.0058 0.3071 0.050 Uiso 1 1 calc R
H11B H 0.1767 0.1467 0.3334 0.050 Uiso 1 1 calc R
H11C H 0.4224 0.0310 0.3647 0.050 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0283(11) 0.0377(11) 0.0188(9) -0.0032(8) -0.0008(8) 0.0143(9)
C2 0.0322(11) 0.0264(9) 0.0241(9) -0.0114(7) -0.0071(8) 0.0110(8)
Br2 0.06632(19) 0.03617(14) 0.04172(14) -0.02296(10) -0.01792(11) 0.01682(11)
C3 0.0302(11) 0.0200(9) 0.0283(9) -0.0020(7) -0.0050(8) -0.0008(7)
C4 0.0262(10) 0.0227(9) 0.0187(8) -0.0013(7) 0.0004(8) 0.0018(7)
C5 0.0262(10) 0.0199(9) 0.0214(8) -0.0028(6) 0.0013(8) 0.0010(7)
C6 0.0265(10) 0.0291(10) 0.0235(9) 0.0010(7) 0.0053(8) 0.0032(8)
C7 0.0372(12) 0.0530(14) 0.0210(9) -0.0033(9) 0.0026(9) 0.0208(10)
O8 0.0388(8) 0.0262(7) 0.0218(6) -0.0024(5) 0.0098(6) -0.0086(6)
C9 0.0419(13) 0.0348(12) 0.0328(10) 0.0068(9) 0.0084(10) -0.0116(9)
O10 0.0385(8) 0.0231(7) 0.0317(7) -0.0095(5) 0.0113(6) -0.0103(6)
C11 0.0354(12) 0.0234(10) 0.0400(12) 0.0001(8) 0.0012(10) -0.0086(8)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_3
C2 C1 C6 117.12(16) .
C2 C1 C7 124.27(19) .
C6 C1 C7 118.6(2) .
C1 C2 C3 122.40(17) .
C1 C2 Br2 120.71(14) .
C3 C2 Br2 116.89(15) .
C4 C3 C2 119.72(18) .
O8 C4 C3 124.94(17) .
O8 C4 C5 115.46(15) .
C3 C4 C5 119.60(16) .
O10 C5 C6 125.24(16) .
O10 C5 C4 115.25(15) .
C6 C5 C4 119.51(16) .
C5 C6 C1 121.64(18) .
C1 C7 C7 111.9(2) 3_666
C4 O8 C9 116.87(15) .
C5 O10 C11 117.09(15) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.376(3) .
C1 C6 1.409(3) .
C1 C7 1.510(3) .
C2 C3 1.395(3) .
C2 Br2 1.9028(19) .
C3 C4 1.377(2) .
C4 O8 1.365(2) .
C4 C5 1.405(2) .
C5 O10 1.363(2) .
C5 C6 1.383(3) .
C7 C7 1.530(4) 3_666
O8 C9 1.428(2) .
O10 C11 1.431(2) .
|
1501841.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501841.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501841
loop_
_publ_author_name
'Barrett, Tim N.'
'Braddock, D. Christopher'
'Monta, Anna'
'Webb, Michael R.'
'White, Andrew J. P.'
_publ_section_title
;
Total synthesis of the marine metabolite (+-)-polysiphenol via highly
regioselective intramolecular oxidative coupling.
;
_journal_issue 9
_journal_name_full 'Journal of natural products'
_journal_page_first 1980
_journal_page_last 1984
_journal_paper_doi 10.1021/np200596q
_journal_volume 74
_journal_year 2011
_chemical_formula_moiety 'C18 H18 Br2 O4'
_chemical_formula_sum 'C18 H18 Br2 O4'
_chemical_formula_weight 458.14
_chemical_name_systematic
;
?
;
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2yn'
_symmetry_space_group_name_H-M 'P 1 21/n 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 94.203(2)
_cell_angle_gamma 90.00
_cell_formula_units_Z 2
_cell_length_a 4.39738(9)
_cell_length_b 13.7231(3)
_cell_length_c 14.4505(4)
_cell_measurement_reflns_used 3966
_cell_measurement_temperature 173(2)
_cell_measurement_theta_max 72.3609
_cell_measurement_theta_min 3.0638
_cell_volume 869.68(4)
_computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd'
_computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd'
_computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 173(2)
_diffrn_detector_area_resol_mean 8.2556
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type 'OD Xcalibur PX Ultra'
_diffrn_measurement_method 'omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54184
_diffrn_reflns_av_R_equivalents 0.0311
_diffrn_reflns_av_sigmaI/netI 0.0258
_diffrn_reflns_limit_h_max 5
_diffrn_reflns_limit_h_min -5
_diffrn_reflns_limit_k_max 16
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_l_max 17
_diffrn_reflns_limit_l_min -17
_diffrn_reflns_number 6489
_diffrn_reflns_theta_full 72.51
_diffrn_reflns_theta_max 72.51
_diffrn_reflns_theta_min 4.45
_diffrn_standards_number 0
_exptl_absorpt_coefficient_mu 6.082
_exptl_absorpt_correction_T_max 0.903
_exptl_absorpt_correction_T_min 0.577
_exptl_absorpt_correction_type analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour Colourless
_exptl_crystal_density_diffrn 1.750
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description needles
_exptl_crystal_F_000 456
_exptl_crystal_size_max 0.19
_exptl_crystal_size_mid 0.03
_exptl_crystal_size_min 0.02
_refine_diff_density_max 0.335
_refine_diff_density_min -0.838
_refine_diff_density_rms 0.074
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.078
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 109
_refine_ls_number_reflns 1709
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.078
_refine_ls_R_factor_all 0.0368
_refine_ls_R_factor_gt 0.0302
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0424P)^2^+0.4730P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0781
_refine_ls_wR_factor_ref 0.0813
_reflns_number_gt 1480
_reflns_number_total 1709
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np200596q_si_002.cif
_cod_data_source_block E-13
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P2(1)/n
_cod_database_code 1501841
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.4337(6) 0.45622(19) 0.4955(2) 0.0315(6) Uani 1 1 d .
H1A H 0.3139 0.4443 0.4392 0.038 Uiso 1 1 calc R
C2 C 0.4545(6) 0.37656(19) 0.5638(2) 0.0300(6) Uani 1 1 d .
C3 C 0.3084(6) 0.2890(2) 0.5393(2) 0.0331(6) Uani 1 1 d .
H3A H 0.2002 0.2819 0.4804 0.040 Uiso 1 1 calc R
C4 C 0.3231(6) 0.21268(18) 0.6019(2) 0.0311(6) Uani 1 1 d .
Br4 Br 0.11815(8) 0.09458(2) 0.56792(2) 0.04137(14) Uani 1 1 d .
C5 C 0.4799(6) 0.21859(18) 0.6877(2) 0.0295(6) Uani 1 1 d .
C6 C 0.6236(6) 0.30727(18) 0.71327(19) 0.0282(5) Uani 1 1 d .
C7 C 0.6111(6) 0.38541(19) 0.6512(2) 0.0298(6) Uani 1 1 d .
H7A H 0.7096 0.4450 0.6685 0.036 Uiso 1 1 calc R
O8 O 0.5101(4) 0.13977(12) 0.74618(15) 0.0322(4) Uani 1 1 d .
C9 C 0.2802(7) 0.1335(2) 0.8115(2) 0.0383(7) Uani 1 1 d .
H9A H 0.3175 0.0759 0.8508 0.058 Uiso 1 1 calc R
H9B H 0.0790 0.1282 0.7779 0.058 Uiso 1 1 calc R
H9C H 0.2871 0.1921 0.8503 0.058 Uiso 1 1 calc R
O10 O 0.7665(5) 0.30905(13) 0.79973(14) 0.0355(4) Uani 1 1 d .
C11 C 0.9375(7) 0.3933(2) 0.8269(2) 0.0371(6) Uani 1 1 d .
H11A H 1.0278 0.3848 0.8904 0.056 Uiso 1 1 calc R
H11B H 0.8030 0.4503 0.8242 0.056 Uiso 1 1 calc R
H11C H 1.0999 0.4028 0.7848 0.056 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0376(14) 0.0260(12) 0.0309(14) 0.0013(10) 0.0027(11) 0.0003(10)
C2 0.0346(14) 0.0231(12) 0.0322(14) 0.0013(11) 0.0032(11) 0.0012(10)
C3 0.0392(14) 0.0259(12) 0.0334(15) 0.0006(11) -0.0018(12) -0.0008(11)
C4 0.0345(13) 0.0206(11) 0.0385(15) -0.0007(11) 0.0037(11) -0.0018(10)
Br4 0.0531(2) 0.02444(19) 0.0456(2) -0.00157(12) -0.00353(14) -0.01054(12)
C5 0.0302(13) 0.0202(11) 0.0383(15) 0.0041(10) 0.0041(11) 0.0030(10)
C6 0.0318(13) 0.0222(11) 0.0306(14) 0.0014(10) 0.0022(11) 0.0014(10)
C7 0.0345(14) 0.0197(11) 0.0352(15) 0.0012(10) 0.0034(11) -0.0013(10)
O8 0.0328(9) 0.0215(9) 0.0423(12) 0.0091(8) 0.0033(8) 0.0013(7)
C9 0.0357(14) 0.0377(15) 0.0419(17) 0.0137(13) 0.0041(13) 0.0001(12)
O10 0.0438(11) 0.0255(9) 0.0359(11) 0.0038(8) -0.0048(9) -0.0038(8)
C11 0.0410(15) 0.0317(14) 0.0376(16) -0.0086(12) -0.0043(12) -0.0010(12)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
C1 C1 C2 126.6(4) 3_666
C3 C2 C7 119.3(2) .
C3 C2 C1 117.7(3) .
C7 C2 C1 122.9(2) .
C4 C3 C2 119.2(3) .
C5 C4 C3 122.8(2) .
C5 C4 Br4 118.7(2) .
C3 C4 Br4 118.5(2) .
O8 C5 C4 121.9(2) .
O8 C5 C6 119.8(2) .
C4 C5 C6 118.3(2) .
O10 C6 C7 124.8(2) .
O10 C6 C5 115.2(2) .
C7 C6 C5 119.9(3) .
C6 C7 C2 120.5(2) .
C5 O8 C9 114.3(2) .
C6 O10 C11 118.0(2) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C1 1.338(5) 3_666
C1 C2 1.471(4) .
C2 C3 1.396(4) .
C2 C7 1.399(4) .
C3 C4 1.382(4) .
C4 C5 1.375(4) .
C4 Br4 1.902(3) .
C5 O8 1.373(3) .
C5 C6 1.408(4) .
C6 O10 1.357(3) .
C6 C7 1.396(4) .
O8 C9 1.435(4) .
O10 C11 1.418(3) .
|
1501842.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501842.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501842
loop_
_publ_author_name
'Fu, Peng'
'Liu, Peipei'
'Qu, Haijun'
'Wang, Yi'
'Chen, Dianfeng'
'Wang, Hui'
'Li, Jing'
'Zhu, Weiming'
_publ_section_title
;
\A-pyrones and diketopiperazine derivatives from the marine-derived
actinomycete Nocardiopsis dassonvillei HR10-5.
;
_journal_issue 10
_journal_name_full 'Journal of natural products'
_journal_page_first 2219
_journal_page_last 2223
_journal_paper_doi 10.1021/np200597m
_journal_volume 74
_journal_year 2011
_chemical_formula_sum 'C22 H22 N2 O4'
_chemical_formula_weight 378.42
_chemical_name_systematic
;
?
;
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2ybc'
_symmetry_space_group_name_H-M 'P 1 21/c 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 123.880(2)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 7.1550(8)
_cell_length_b 25.307(2)
_cell_length_c 12.83410(11)
_cell_measurement_reflns_used 772
_cell_measurement_temperature 298(2)
_cell_measurement_theta_max 20.462
_cell_measurement_theta_min 2.501
_cell_volume 1929.3(3)
_computing_cell_refinement 'Bruker SMART'
_computing_data_collection 'Bruker SMART'
_computing_data_reduction 'Bruker SHELXTL'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 298(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type 'CCD area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0608
_diffrn_reflns_av_sigmaI/netI 0.1136
_diffrn_reflns_limit_h_max 8
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_k_max 30
_diffrn_reflns_limit_k_min -23
_diffrn_reflns_limit_l_max 15
_diffrn_reflns_limit_l_min -10
_diffrn_reflns_number 7444
_diffrn_reflns_theta_full 25.02
_diffrn_reflns_theta_max 25.02
_diffrn_reflns_theta_min 2.50
_exptl_absorpt_coefficient_mu 0.090
_exptl_absorpt_correction_T_max 0.9866
_exptl_absorpt_correction_T_min 0.9751
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details sadabs
_exptl_crystal_density_diffrn 1.303
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 800
_exptl_crystal_size_max 0.28
_exptl_crystal_size_mid 0.17
_exptl_crystal_size_min 0.15
_refine_diff_density_max 0.212
_refine_diff_density_min -0.197
_refine_diff_density_rms 0.040
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.019
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 257
_refine_ls_number_reflns 3413
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.019
_refine_ls_R_factor_all 0.1468
_refine_ls_R_factor_gt 0.0525
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0050P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0764
_refine_ls_wR_factor_ref 0.0882
_reflns_number_gt 1415
_reflns_number_total 3413
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np200597m_si_002.cif
_cod_data_source_block 101029f
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P2(1)/n
_cod_database_code 1501842
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
N1 N 0.4334(5) 0.91187(9) 0.3223(2) 0.0458(8) Uani 1 1 d .
N2 N 0.7664(5) 0.83327(9) 0.4101(2) 0.0435(7) Uani 1 1 d .
O1 O 0.7015(4) 0.97467(8) 0.4227(2) 0.0737(8) Uani 1 1 d .
O2 O 0.4919(4) 0.77051(8) 0.3277(2) 0.0530(7) Uani 1 1 d .
O3 O -0.6992(4) 0.93703(9) -0.1029(3) 0.0797(8) Uani 1 1 d .
O4 O 1.8512(5) 0.78778(8) 0.6926(2) 0.0744(8) Uani 1 1 d .
C1 C 0.3652(6) 0.85858(12) 0.2834(3) 0.0419(9) Uani 1 1 d .
C2 C 0.5587(6) 0.82152(12) 0.3475(3) 0.0413(9) Uani 1 1 d .
C3 C 0.8294(6) 0.88670(12) 0.4299(3) 0.0426(9) Uani 1 1 d .
C4 C 0.6549(6) 0.92832(13) 0.3923(3) 0.0495(10) Uani 1 1 d .
C5 C 0.2667(5) 0.95187(11) 0.3009(3) 0.0611(11) Uani 1 1 d .
H5A H 0.3355 0.9770 0.3684 0.092 Uiso 1 1 calc R
H5B H 0.1431 0.9350 0.2974 0.092 Uiso 1 1 calc R
H5C H 0.2125 0.9697 0.2231 0.092 Uiso 1 1 calc R
C6 C 0.1565(6) 0.84142(12) 0.2032(3) 0.0517(10) Uani 1 1 d .
H6 H 0.1452 0.8048 0.1971 0.062 Uiso 1 1 calc R
C7 C -0.0611(6) 0.86874(12) 0.1219(3) 0.0479(10) Uani 1 1 d .
C8 C -0.1060(6) 0.90369(13) 0.0280(3) 0.0610(11) Uani 1 1 d .
H8 H 0.0078 0.9116 0.0161 0.073 Uiso 1 1 calc R
C9 C -0.3151(7) 0.92740(12) -0.0492(3) 0.0630(11) Uani 1 1 d .
H9 H -0.3395 0.9508 -0.1115 0.076 Uiso 1 1 calc R
C10 C -0.4861(6) 0.91623(14) -0.0336(4) 0.0559(10) Uani 1 1 d .
C11 C -0.4464(6) 0.88053(14) 0.0591(4) 0.0598(11) Uani 1 1 d .
H11 H -0.5606 0.8725 0.0706 0.072 Uiso 1 1 calc R
C12 C -0.2377(6) 0.85703(12) 0.1341(3) 0.0530(10) Uani 1 1 d .
H12 H -0.2148 0.8327 0.1944 0.064 Uiso 1 1 calc R
C13 C -0.7521(7) 0.97150(13) -0.2048(4) 0.0949(15) Uani 1 1 d .
H13A H -0.6539 1.0016 -0.1727 0.142 Uiso 1 1 calc R
H13B H -0.9055 0.9831 -0.2467 0.142 Uiso 1 1 calc R
H13C H -0.7322 0.9529 -0.2631 0.142 Uiso 1 1 calc R
C14 C 1.0440(6) 0.90185(11) 0.4858(3) 0.0479(9) Uani 1 1 d .
H14 H 1.0661 0.9382 0.4941 0.057 Uiso 1 1 calc R
C15 C 1.2494(6) 0.87080(12) 0.5359(3) 0.0432(9) Uani 1 1 d .
C16 C 1.2581(6) 0.81578(12) 0.5271(3) 0.0526(10) Uani 1 1 d .
H16 H 1.1251 0.7964 0.4855 0.063 Uiso 1 1 calc R
C17 C 1.4600(6) 0.79016(12) 0.5791(3) 0.0543(10) Uani 1 1 d .
H17 H 1.4627 0.7536 0.5733 0.065 Uiso 1 1 calc R
C18 C 1.6585(6) 0.81801(14) 0.6399(3) 0.0486(10) Uani 1 1 d .
C19 C 1.6589(6) 0.87194(12) 0.6506(3) 0.0530(10) Uani 1 1 d .
H19 H 1.7933 0.8908 0.6926 0.064 Uiso 1 1 calc R
C20 C 1.4553(6) 0.89750(12) 0.5974(3) 0.0517(10) Uani 1 1 d .
H20 H 1.4548 0.9341 0.6027 0.062 Uiso 1 1 calc R
C21 C 2.0676(6) 0.81437(15) 0.7646(4) 0.1048(16) Uani 1 1 d .
H21A H 2.0836 0.8372 0.7103 0.157 Uiso 1 1 calc R
H21B H 2.1860 0.7886 0.8010 0.157 Uiso 1 1 calc R
H21C H 2.0763 0.8349 0.8301 0.157 Uiso 1 1 calc R
C22 C 0.6720(6) 0.73207(10) 0.3935(3) 0.0600(11) Uani 1 1 d .
H22A H 0.7751 0.7361 0.3684 0.090 Uiso 1 1 calc R
H22B H 0.6098 0.6971 0.3731 0.090 Uiso 1 1 calc R
H22C H 0.7503 0.7376 0.4823 0.090 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.040(2) 0.0368(17) 0.058(2) 0.0011(14) 0.0264(17) 0.0053(14)
N2 0.045(2) 0.0376(17) 0.050(2) -0.0040(13) 0.0277(17) -0.0049(14)
O1 0.0533(18) 0.0349(14) 0.120(2) -0.0107(14) 0.0401(18) -0.0041(12)
O2 0.0494(17) 0.0346(13) 0.0682(18) -0.0009(11) 0.0286(15) -0.0009(11)
O3 0.058(2) 0.0871(19) 0.083(2) 0.0110(15) 0.0323(19) 0.0213(15)
O4 0.060(2) 0.0738(17) 0.086(2) -0.0045(14) 0.0383(18) 0.0047(15)
C1 0.046(3) 0.043(2) 0.041(2) 0.0003(17) 0.026(2) 0.0003(17)
C2 0.046(3) 0.035(2) 0.047(3) -0.0054(17) 0.029(2) -0.0019(18)
C3 0.040(2) 0.042(2) 0.045(3) 0.0006(16) 0.023(2) 0.0023(17)
C4 0.040(3) 0.047(2) 0.059(3) 0.0038(19) 0.027(2) 0.0028(19)
C5 0.045(3) 0.047(2) 0.081(3) 0.0001(18) 0.029(2) 0.0080(17)
C6 0.045(3) 0.042(2) 0.057(3) -0.0009(18) 0.022(2) -0.0038(18)
C7 0.040(3) 0.046(2) 0.047(3) -0.0060(18) 0.018(2) -0.0060(17)
C8 0.052(3) 0.066(2) 0.065(3) 0.011(2) 0.033(3) 0.003(2)
C9 0.060(3) 0.062(2) 0.056(3) 0.0140(19) 0.025(3) 0.006(2)
C10 0.042(3) 0.065(3) 0.052(3) -0.003(2) 0.021(2) 0.009(2)
C11 0.051(3) 0.070(3) 0.064(3) -0.006(2) 0.036(3) -0.005(2)
C12 0.052(3) 0.053(2) 0.052(3) 0.0014(17) 0.028(2) -0.0013(19)
C13 0.091(4) 0.089(3) 0.080(4) 0.016(3) 0.032(3) 0.038(3)
C14 0.051(3) 0.0345(19) 0.061(3) -0.0003(17) 0.033(2) -0.0006(18)
C15 0.039(2) 0.042(2) 0.049(2) -0.0002(17) 0.025(2) 0.0007(17)
C16 0.047(3) 0.045(2) 0.062(3) -0.0038(18) 0.028(2) -0.0062(18)
C17 0.047(3) 0.042(2) 0.069(3) -0.0020(18) 0.029(2) 0.0035(19)
C18 0.035(2) 0.059(2) 0.051(3) 0.0075(19) 0.024(2) 0.0170(19)
C19 0.038(2) 0.049(2) 0.066(3) -0.0050(19) 0.026(2) 0.0002(17)
C20 0.050(3) 0.041(2) 0.066(3) -0.0010(18) 0.034(2) 0.0008(19)
C21 0.046(3) 0.103(3) 0.136(5) -0.006(3) 0.033(3) 0.010(2)
C22 0.066(3) 0.037(2) 0.074(3) 0.0047(18) 0.037(2) 0.0077(18)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C4 N1 C1 123.9(3)
C4 N1 C5 115.6(3)
C1 N1 C5 120.2(3)
C2 N2 C3 119.0(3)
C2 O2 C22 115.1(3)
C10 O3 C13 117.1(3)
C18 O4 C21 118.3(3)
C6 C1 N1 126.7(3)
C6 C1 C2 121.4(3)
N1 C1 C2 111.9(3)
N2 C2 O2 120.6(3)
N2 C2 C1 127.2(3)
O2 C2 C1 112.1(3)
C14 C3 N2 122.0(3)
C14 C3 C4 118.3(3)
N2 C3 C4 119.7(3)
O1 C4 N1 120.5(3)
O1 C4 C3 122.9(3)
N1 C4 C3 116.6(3)
N1 C5 H5A 109.5
N1 C5 H5B 109.5
H5A C5 H5B 109.5
N1 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
C1 C6 C7 133.0(3)
C1 C6 H6 113.5
C7 C6 H6 113.5
C8 C7 C12 116.8(3)
C8 C7 C6 123.9(4)
C12 C7 C6 119.2(3)
C7 C8 C9 122.3(4)
C7 C8 H8 118.9
C9 C8 H8 118.9
C10 C9 C8 120.0(4)
C10 C9 H9 120.0
C8 C9 H9 120.0
O3 C10 C9 125.8(4)
O3 C10 C11 115.2(4)
C9 C10 C11 119.0(4)
C12 C11 C10 120.1(4)
C12 C11 H11 120.0
C10 C11 H11 120.0
C11 C12 C7 121.9(3)
C11 C12 H12 119.1
C7 C12 H12 119.1
O3 C13 H13A 109.5
O3 C13 H13B 109.5
H13A C13 H13B 109.5
O3 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C3 C14 C15 130.8(3)
C3 C14 H14 114.6
C15 C14 H14 114.6
C20 C15 C16 116.5(3)
C20 C15 C14 118.2(3)
C16 C15 C14 125.3(3)
C17 C16 C15 120.9(3)
C17 C16 H16 119.6
C15 C16 H16 119.6
C16 C17 C18 120.6(3)
C16 C17 H17 119.7
C18 C17 H17 119.7
C19 C18 C17 120.8(3)
C19 C18 O4 123.8(3)
C17 C18 O4 115.3(3)
C18 C19 C20 118.4(3)
C18 C19 H19 120.8
C20 C19 H19 120.8
C19 C20 C15 122.9(3)
C19 C20 H20 118.5
C15 C20 H20 118.5
O4 C21 H21A 109.5
O4 C21 H21B 109.5
H21A C21 H21B 109.5
O4 C21 H21C 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
O2 C22 H22A 109.5
O2 C22 H22B 109.5
H22A C22 H22B 109.5
O2 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C4 1.380(4)
N1 C1 1.426(3)
N1 C5 1.469(3)
N2 C2 1.270(4)
N2 C3 1.403(3)
O1 C4 1.222(3)
O2 C2 1.351(3)
O2 C22 1.452(3)
O3 C10 1.372(4)
O3 C13 1.437(4)
O4 C18 1.380(4)
O4 C21 1.452(4)
C1 C6 1.328(4)
C1 C2 1.484(4)
C3 C14 1.338(4)
C3 C4 1.493(4)
C5 H5A 0.9600
C5 H5B 0.9600
C5 H5C 0.9600
C6 C7 1.477(4)
C6 H6 0.9300
C7 C8 1.381(4)
C7 C12 1.389(4)
C8 C9 1.388(4)
C8 H8 0.9300
C9 C10 1.375(5)
C9 H9 0.9300
C10 C11 1.392(4)
C11 C12 1.381(4)
C11 H11 0.9300
C12 H12 0.9300
C13 H13A 0.9600
C13 H13B 0.9600
C13 H13C 0.9600
C14 C15 1.462(4)
C14 H14 0.9300
C15 C20 1.397(4)
C15 C16 1.401(3)
C16 C17 1.370(4)
C16 H16 0.9300
C17 C18 1.374(4)
C17 H17 0.9300
C18 C19 1.371(4)
C19 C20 1.378(4)
C19 H19 0.9300
C20 H20 0.9300
C21 H21A 0.9600
C21 H21B 0.9600
C21 H21C 0.9600
C22 H22A 0.9600
C22 H22B 0.9600
C22 H22C 0.9600
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C4 N1 C1 C6 -170.8(4)
C5 N1 C1 C6 16.4(5)
C4 N1 C1 C2 11.3(4)
C5 N1 C1 C2 -161.5(3)
C3 N2 C2 O2 -179.3(2)
C3 N2 C2 C1 4.0(5)
C22 O2 C2 N2 6.1(4)
C22 O2 C2 C1 -176.7(3)
C6 C1 C2 N2 168.4(4)
N1 C1 C2 N2 -13.6(5)
C6 C1 C2 O2 -8.6(5)
N1 C1 C2 O2 169.5(2)
C2 N2 C3 C14 -174.2(3)
C2 N2 C3 C4 8.1(4)
C1 N1 C4 O1 -179.8(3)
C5 N1 C4 O1 -6.7(5)
C1 N1 C4 C3 -1.1(5)
C5 N1 C4 C3 172.0(3)
C14 C3 C4 O1 -8.5(5)
N2 C3 C4 O1 169.2(3)
C14 C3 C4 N1 172.8(3)
N2 C3 C4 N1 -9.5(5)
N1 C1 C6 C7 6.6(7)
C2 C1 C6 C7 -175.7(4)
C1 C6 C7 C8 60.5(6)
C1 C6 C7 C12 -123.3(4)
C12 C7 C8 C9 1.7(5)
C6 C7 C8 C9 177.9(3)
C7 C8 C9 C10 -0.1(6)
C13 O3 C10 C9 3.3(5)
C13 O3 C10 C11 -176.2(3)
C8 C9 C10 O3 179.7(3)
C8 C9 C10 C11 -0.8(6)
O3 C10 C11 C12 179.7(3)
C9 C10 C11 C12 0.2(5)
C10 C11 C12 C7 1.4(5)
C8 C7 C12 C11 -2.3(5)
C6 C7 C12 C11 -178.7(3)
N2 C3 C14 C15 0.2(6)
C4 C3 C14 C15 177.9(3)
C3 C14 C15 C20 -175.9(4)
C3 C14 C15 C16 4.4(6)
C20 C15 C16 C17 1.3(5)
C14 C15 C16 C17 -178.9(3)
C15 C16 C17 C18 -0.7(6)
C16 C17 C18 C19 0.5(6)
C16 C17 C18 O4 177.6(3)
C21 O4 C18 C19 0.6(5)
C21 O4 C18 C17 -176.5(3)
C17 C18 C19 C20 -0.9(5)
O4 C18 C19 C20 -177.7(3)
C18 C19 C20 C15 1.6(5)
C16 C15 C20 C19 -1.8(5)
C14 C15 C20 C19 178.4(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 26616175
|
1501843.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501843.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501843
loop_
_publ_author_name
'Huang, Hong-Li'
'Wang, Chun-Ming'
'Wang, Zhen-Hua'
'Yao, Ming-Jun'
'Han, Guang-Tian'
'Yuan, Ji-Cheng'
'Gao, Kun'
'Yuan, Cheng-Shan'
_publ_section_title
;
Tirucallane-type triterpenoids from Dysoxylum lenticellatum.
;
_journal_issue 10
_journal_name_full 'Journal of natural products'
_journal_page_first 2235
_journal_page_last 2242
_journal_paper_doi 10.1021/np2006296
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration none
_chemical_formula_sum 'C30 H48 O5'
_chemical_formula_weight 488.68
_chemical_name_systematic
;
?
;
_space_group_IT_number 5
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'C 2y'
_symmetry_space_group_name_H-M 'C 1 2 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 103.261(6)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 31.391(14)
_cell_length_b 7.212(3)
_cell_length_c 12.407(5)
_cell_measurement_reflns_used 603
_cell_measurement_temperature 296(2)
_cell_measurement_theta_max 16.85
_cell_measurement_theta_min 2.67
_cell_volume 2734(2)
_computing_cell_refinement 'Bruker SAINT'
_computing_data_collection 'Bruker APEX2'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 296(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0428
_diffrn_reflns_av_sigmaI/netI 0.1226
_diffrn_reflns_limit_h_max 37
_diffrn_reflns_limit_h_min -24
_diffrn_reflns_limit_k_max 8
_diffrn_reflns_limit_k_min -8
_diffrn_reflns_limit_l_max 12
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_number 6524
_diffrn_reflns_theta_full 25.19
_diffrn_reflns_theta_max 25.19
_diffrn_reflns_theta_min 2.38
_exptl_absorpt_coefficient_mu 0.079
_exptl_absorpt_correction_T_max 0.9798
_exptl_absorpt_correction_T_min 0.9753
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details SADABS
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.187
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 1072
_exptl_crystal_size_max 0.32
_exptl_crystal_size_mid 0.30
_exptl_crystal_size_min 0.26
_refine_diff_density_max 0.186
_refine_diff_density_min -0.157
_refine_diff_density_rms 0.036
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 1(2)
_refine_ls_extinction_coef 0.0037(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 0.948
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 333
_refine_ls_number_reflns 4752
_refine_ls_number_restraints 2
_refine_ls_restrained_S_all 0.947
_refine_ls_R_factor_all 0.1492
_refine_ls_R_factor_gt 0.0649
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0792P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1406
_refine_ls_wR_factor_ref 0.1886
_reflns_number_gt 2340
_reflns_number_total 4752
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np2006296_si_002.cif
_cod_data_source_block c2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M C2
_cod_database_code 1501843
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.39430(17) 0.4896(8) 0.4609(4) 0.0671(16) Uani 1 1 d .
H1A H 0.3966 0.5401 0.3900 0.081 Uiso 1 1 calc R
H1B H 0.3717 0.5585 0.4854 0.081 Uiso 1 1 calc R
C2 C 0.43759(17) 0.5175(9) 0.5439(4) 0.0759(17) Uani 1 1 d .
H2A H 0.4606 0.4534 0.5184 0.091 Uiso 1 1 calc R
H2B H 0.4447 0.6485 0.5495 0.091 Uiso 1 1 calc R
C3 C 0.43522(17) 0.4444(8) 0.6564(4) 0.0677(16) Uani 1 1 d .
H3 H 0.4634 0.4650 0.7087 0.081 Uiso 1 1 calc R
C4 C 0.42433(15) 0.2373(8) 0.6522(4) 0.0581(14) Uani 1 1 d .
C5 C 0.38204(15) 0.2026(7) 0.5624(4) 0.0517(12) Uani 1 1 d .
H5 H 0.3590 0.2673 0.5890 0.062 Uiso 1 1 calc R
C6 C 0.36812(17) 0.0008(8) 0.5535(5) 0.0735(17) Uani 1 1 d .
H6A H 0.3610 -0.0367 0.6224 0.088 Uiso 1 1 calc R
H6B H 0.3925 -0.0746 0.5435 0.088 Uiso 1 1 calc R
C7 C 0.32900(16) -0.0364(8) 0.4589(5) 0.0660(15) Uani 1 1 d .
H7 H 0.3160 -0.1529 0.4549 0.079 Uiso 1 1 calc R
C8 C 0.31220(15) 0.0862(7) 0.3818(4) 0.0521(13) Uani 1 1 d .
C9 C 0.33096(15) 0.2802(7) 0.3828(4) 0.0520(13) Uani 1 1 d .
H9 H 0.3153 0.3561 0.4266 0.062 Uiso 1 1 calc R
C10 C 0.38039(15) 0.2864(7) 0.4452(4) 0.0551(14) Uani 1 1 d .
C11 C 0.32147(16) 0.3671(8) 0.2673(4) 0.0654(15) Uani 1 1 d .
H11A H 0.3308 0.4956 0.2742 0.078 Uiso 1 1 calc R
H11B H 0.3389 0.3038 0.2234 0.078 Uiso 1 1 calc R
C12 C 0.27307(15) 0.3601(8) 0.2045(4) 0.0605(14) Uani 1 1 d .
H12A H 0.2599 0.4800 0.2109 0.073 Uiso 1 1 calc R
H12B H 0.2718 0.3387 0.1266 0.073 Uiso 1 1 calc R
C13 C 0.24586(14) 0.2109(7) 0.2452(3) 0.0473(12) Uani 1 1 d .
C14 C 0.27505(15) 0.0369(7) 0.2850(4) 0.0557(13) Uani 1 1 d .
C15 C 0.24124(15) -0.1025(7) 0.3048(4) 0.0642(15) Uani 1 1 d .
H15A H 0.2347 -0.0830 0.3766 0.077 Uiso 1 1 calc R
H15B H 0.2516 -0.2284 0.3011 0.077 Uiso 1 1 calc R
C16 C 0.20043(16) -0.0652(7) 0.2104(4) 0.0673(15) Uani 1 1 d .
H16A H 0.1743 -0.0623 0.2395 0.081 Uiso 1 1 calc R
H16B H 0.1971 -0.1621 0.1549 0.081 Uiso 1 1 calc R
C17 C 0.20751(15) 0.1258(6) 0.1587(4) 0.0526(13) Uani 1 1 d .
H17 H 0.2181 0.1015 0.0916 0.063 Uiso 1 1 calc R
C18 C 0.22789(15) 0.2870(7) 0.3430(4) 0.0586(14) Uani 1 1 d .
H18A H 0.2142 0.4051 0.3231 0.088 Uiso 1 1 calc R
H18B H 0.2515 0.3013 0.4070 0.088 Uiso 1 1 calc R
H18C H 0.2068 0.2018 0.3595 0.088 Uiso 1 1 calc R
C19 C 0.40804(15) 0.1801(9) 0.3791(4) 0.0751(17) Uani 1 1 d .
H19A H 0.4031 0.2303 0.3056 0.113 Uiso 1 1 calc R
H19B H 0.3999 0.0516 0.3752 0.113 Uiso 1 1 calc R
H19C H 0.4384 0.1918 0.4150 0.113 Uiso 1 1 calc R
C20 C 0.16469(15) 0.2341(7) 0.1242(4) 0.0511(12) Uani 1 1 d .
H20 H 0.1516 0.2480 0.1883 0.061 Uiso 1 1 calc R
C22 C 0.13249(16) 0.1355(7) 0.0321(4) 0.0594(14) Uani 1 1 d .
H22A H 0.1281 0.0097 0.0550 0.071 Uiso 1 1 calc R
H22B H 0.1445 0.1290 -0.0333 0.071 Uiso 1 1 calc R
C23 C 0.08878(16) 0.2360(7) 0.0037(4) 0.0515(13) Uani 1 1 d .
C24 C 0.0940(2) 0.4450(8) -0.0048(5) 0.0718(16) Uani 1 1 d .
C21 C 0.17228(17) 0.4229(7) 0.0806(4) 0.0655(15) Uani 1 1 d .
H21A H 0.1889 0.4966 0.1412 0.079 Uiso 1 1 calc R
H21B H 0.1900 0.4091 0.0265 0.079 Uiso 1 1 calc R
C25 C 0.05803(17) 0.1658(7) -0.1045(4) 0.0617(14) Uani 1 1 d .
C26 C 0.0741(2) 0.2209(13) -0.2068(4) 0.109(3) Uani 1 1 d .
H26A H 0.0523 0.1892 -0.2721 0.163 Uiso 1 1 calc R
H26B H 0.1008 0.1562 -0.2071 0.163 Uiso 1 1 calc R
H26C H 0.0793 0.3521 -0.2057 0.163 Uiso 1 1 calc R
C27 C 0.0504(2) -0.0385(9) -0.0993(7) 0.115(3) Uani 1 1 d .
H27A H 0.0392 -0.0662 -0.0353 0.172 Uiso 1 1 calc R
H27B H 0.0774 -0.1033 -0.0946 0.172 Uiso 1 1 calc R
H27C H 0.0295 -0.0770 -0.1648 0.172 Uiso 1 1 calc R
C29 C 0.46483(16) 0.1275(9) 0.6388(5) 0.0807(18) Uani 1 1 d .
H29B H 0.4888 0.1526 0.7005 0.121 Uiso 1 1 calc R
H29A H 0.4726 0.1641 0.5714 0.121 Uiso 1 1 calc R
H29C H 0.4583 -0.0028 0.6361 0.121 Uiso 1 1 calc R
C28 C 0.41609(18) 0.1801(10) 0.7656(4) 0.0855(19) Uani 1 1 d .
H28A H 0.3892 0.2346 0.7747 0.128 Uiso 1 1 calc R
H28B H 0.4399 0.2225 0.8236 0.128 Uiso 1 1 calc R
H28C H 0.4140 0.0475 0.7690 0.128 Uiso 1 1 calc R
C30 C 0.29507(17) -0.0440(9) 0.1910(5) 0.0837(19) Uani 1 1 d .
H30A H 0.3133 -0.1481 0.2189 0.126 Uiso 1 1 calc R
H30B H 0.3122 0.0496 0.1658 0.126 Uiso 1 1 calc R
H30C H 0.2719 -0.0833 0.1305 0.126 Uiso 1 1 calc R
O1 O 0.40176(13) 0.5499(7) 0.6908(3) 0.0923(14) Uani 1 1 d .
H1 H 0.4108 0.5841 0.7550 0.138 Uiso 1 1 calc R
O4 O 0.06917(13) 0.2080(7) 0.0941(3) 0.0800(12) Uani 1 1 d .
O5 O 0.01556(12) 0.2511(6) -0.1146(3) 0.0679(10) Uani 1 1 d D
O3 O 0.06393(16) 0.5449(6) -0.0414(5) 0.130(2) Uani 1 1 d .
O2 O 0.13294(14) 0.5228(5) 0.0300(3) 0.0809(12) Uani 1 1 d .
H4 H 0.042(3) 0.168(18) 0.086(8) 0.24(5) Uiso 1 1 d .
H5B H 0.021(2) 0.370(6) -0.106(7) 0.16(4) Uiso 1 1 d D
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.066(4) 0.072(4) 0.060(3) 0.000(3) 0.007(3) -0.019(3)
C2 0.063(4) 0.075(4) 0.081(4) -0.009(3) -0.001(3) -0.018(3)
C3 0.051(3) 0.080(4) 0.062(4) -0.006(3) -0.007(3) 0.005(3)
C4 0.044(3) 0.070(4) 0.057(3) 0.001(3) 0.004(2) 0.003(3)
C5 0.052(3) 0.056(3) 0.049(3) 0.008(3) 0.015(2) -0.001(3)
C6 0.059(3) 0.073(4) 0.083(4) 0.018(3) 0.003(3) -0.007(3)
C7 0.054(3) 0.063(4) 0.076(4) 0.003(3) 0.005(3) -0.010(3)
C8 0.051(3) 0.055(3) 0.051(3) 0.005(3) 0.013(2) -0.003(3)
C9 0.052(3) 0.062(3) 0.044(3) -0.002(2) 0.013(2) -0.008(2)
C10 0.053(3) 0.062(3) 0.054(3) -0.003(3) 0.018(3) -0.012(2)
C11 0.059(3) 0.080(4) 0.052(3) 0.007(3) 0.002(3) -0.022(3)
C12 0.065(3) 0.065(3) 0.050(3) 0.006(3) 0.012(3) -0.008(3)
C13 0.049(3) 0.046(3) 0.047(3) -0.012(2) 0.012(2) -0.008(3)
C14 0.052(3) 0.055(3) 0.060(3) -0.007(3) 0.014(3) -0.001(3)
C15 0.056(3) 0.042(3) 0.089(4) 0.002(3) 0.006(3) -0.008(3)
C16 0.066(4) 0.053(3) 0.077(4) -0.003(3) 0.004(3) -0.012(3)
C17 0.048(3) 0.054(3) 0.055(3) -0.009(3) 0.011(2) -0.001(2)
C18 0.060(3) 0.065(4) 0.052(3) -0.006(3) 0.013(3) -0.001(3)
C19 0.058(3) 0.104(5) 0.066(3) -0.019(3) 0.020(3) -0.002(3)
C20 0.056(3) 0.054(3) 0.044(3) -0.007(2) 0.013(2) -0.005(3)
C22 0.069(3) 0.051(3) 0.055(3) -0.005(3) 0.007(3) -0.002(3)
C23 0.058(3) 0.052(3) 0.045(3) 0.001(2) 0.011(3) 0.002(3)
C24 0.078(4) 0.060(4) 0.070(4) -0.011(3) 0.000(3) -0.007(4)
C21 0.068(4) 0.059(4) 0.067(4) 0.007(3) 0.010(3) -0.004(3)
C25 0.058(3) 0.065(4) 0.056(3) 0.001(3) -0.001(3) 0.008(3)
C26 0.090(4) 0.185(8) 0.052(3) -0.009(5) 0.018(3) 0.023(5)
C27 0.089(5) 0.077(5) 0.148(6) -0.027(4) -0.036(5) -0.007(4)
C29 0.055(3) 0.090(5) 0.091(4) -0.008(4) 0.005(3) 0.011(3)
C28 0.081(4) 0.111(5) 0.060(4) 0.001(4) 0.006(3) 0.008(4)
C30 0.064(4) 0.106(5) 0.081(4) -0.032(4) 0.017(3) 0.011(3)
O1 0.089(3) 0.104(3) 0.071(3) -0.027(3) -0.008(2) 0.030(3)
O4 0.070(3) 0.121(4) 0.051(2) 0.020(2) 0.0165(19) 0.013(3)
O5 0.055(2) 0.079(3) 0.067(2) 0.007(2) 0.0082(18) 0.007(2)
O3 0.097(4) 0.066(3) 0.196(6) -0.002(3) -0.032(3) 0.019(3)
O2 0.083(3) 0.059(2) 0.092(3) 0.008(2) 0.003(2) -0.006(2)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C1 C10 113.5(5)
C2 C1 H1A 108.9
C10 C1 H1A 108.9
C2 C1 H1B 108.9
C10 C1 H1B 108.9
H1A C1 H1B 107.7
C3 C2 C1 110.8(4)
C3 C2 H2A 109.5
C1 C2 H2A 109.5
C3 C2 H2B 109.5
C1 C2 H2B 109.5
H2A C2 H2B 108.1
O1 C3 C2 106.5(5)
O1 C3 C4 110.7(5)
C2 C3 C4 111.5(5)
O1 C3 H3 109.3
C2 C3 H3 109.3
C4 C3 H3 109.3
C3 C4 C29 108.8(4)
C3 C4 C28 108.2(5)
C29 C4 C28 106.0(4)
C3 C4 C5 109.3(4)
C29 C4 C5 115.7(4)
C28 C4 C5 108.5(4)
C6 C5 C4 113.2(4)
C6 C5 C10 110.8(4)
C4 C5 C10 116.5(4)
C6 C5 H5 105.0
C4 C5 H5 105.0
C10 C5 H5 105.0
C5 C6 C7 113.3(5)
C5 C6 H6A 108.9
C7 C6 H6A 108.9
C5 C6 H6B 108.9
C7 C6 H6B 108.9
H6A C6 H6B 107.7
C8 C7 C6 124.1(5)
C8 C7 H7 118.0
C6 C7 H7 118.0
C7 C8 C9 121.5(5)
C7 C8 C14 121.7(5)
C9 C8 C14 116.8(4)
C8 C9 C11 112.3(4)
C8 C9 C10 111.6(4)
C11 C9 C10 114.1(4)
C8 C9 H9 106.0
C11 C9 H9 106.0
C10 C9 H9 106.0
C19 C10 C1 111.6(4)
C19 C10 C5 113.8(4)
C1 C10 C5 107.7(4)
C19 C10 C9 109.9(4)
C1 C10 C9 108.2(4)
C5 C10 C9 105.4(3)
C12 C11 C9 114.7(4)
C12 C11 H11A 108.6
C9 C11 H11A 108.6
C12 C11 H11B 108.6
C9 C11 H11B 108.6
H11A C11 H11B 107.6
C13 C12 C11 114.6(4)
C13 C12 H12A 108.6
C11 C12 H12A 108.6
C13 C12 H12B 108.6
C11 C12 H12B 108.6
H12A C12 H12B 107.6
C12 C13 C14 109.7(4)
C12 C13 C18 109.9(4)
C14 C13 C18 109.2(4)
C12 C13 C17 117.1(4)
C14 C13 C17 101.9(4)
C18 C13 C17 108.6(4)
C8 C14 C15 117.8(4)
C8 C14 C13 110.6(4)
C15 C14 C13 101.6(4)
C8 C14 C30 108.2(4)
C15 C14 C30 106.8(4)
C13 C14 C30 111.8(4)
C14 C15 C16 104.5(4)
C14 C15 H15A 110.9
C16 C15 H15A 110.9
C14 C15 H15B 110.9
C16 C15 H15B 110.9
H15A C15 H15B 108.9
C15 C16 C17 107.1(4)
C15 C16 H16A 110.3
C17 C16 H16A 110.3
C15 C16 H16B 110.3
C17 C16 H16B 110.3
H16A C16 H16B 108.6
C20 C17 C13 119.1(4)
C20 C17 C16 111.6(4)
C13 C17 C16 103.2(4)
C20 C17 H17 107.5
C13 C17 H17 107.5
C16 C17 H17 107.5
C13 C18 H18A 109.5
C13 C18 H18B 109.5
H18A C18 H18B 109.5
C13 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C10 C19 H19A 109.5
C10 C19 H19B 109.5
H19A C19 H19B 109.5
C10 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C21 C20 C22 106.6(4)
C21 C20 C17 111.2(4)
C22 C20 C17 111.3(4)
C21 C20 H20 109.2
C22 C20 H20 109.2
C17 C20 H20 109.2
C20 C22 C23 111.1(4)
C20 C22 H22A 109.4
C23 C22 H22A 109.4
C20 C22 H22B 109.4
C23 C22 H22B 109.4
H22A C22 H22B 108.0
O4 C23 C24 105.7(4)
O4 C23 C22 106.4(4)
C24 C23 C22 112.4(5)
O4 C23 C25 110.1(4)
C24 C23 C25 108.6(4)
C22 C23 C25 113.3(4)
O3 C24 O2 117.4(5)
O3 C24 C23 122.4(6)
O2 C24 C23 120.2(5)
O2 C21 C20 114.7(4)
O2 C21 H21A 108.6
C20 C21 H21A 108.6
O2 C21 H21B 108.6
C20 C21 H21B 108.6
H21A C21 H21B 107.6
O5 C25 C27 105.6(5)
O5 C25 C26 107.0(4)
C27 C25 C26 112.4(6)
O5 C25 C23 108.3(4)
C27 C25 C23 111.1(5)
C26 C25 C23 112.2(5)
C25 C26 H26A 109.5
C25 C26 H26B 109.5
H26A C26 H26B 109.5
C25 C26 H26C 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
C25 C27 H27A 109.5
C25 C27 H27B 109.5
H27A C27 H27B 109.5
C25 C27 H27C 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
C4 C29 H29B 109.5
C4 C29 H29A 109.5
H29B C29 H29A 109.5
C4 C29 H29C 109.5
H29B C29 H29C 109.5
H29A C29 H29C 109.5
C4 C28 H28A 109.5
C4 C28 H28B 109.5
H28A C28 H28B 109.5
C4 C28 H28C 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
C14 C30 H30A 109.5
C14 C30 H30B 109.5
H30A C30 H30B 109.5
C14 C30 H30C 109.5
H30A C30 H30C 109.5
H30B C30 H30C 109.5
C3 O1 H1 109.5
C23 O4 H4 123(7)
C25 O5 H5B 106(5)
C24 O2 C21 124.3(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.518(6)
C1 C10 1.529(7)
C1 H1A 0.9700
C1 H1B 0.9700
C2 C3 1.510(7)
C2 H2A 0.9700
C2 H2B 0.9700
C3 O1 1.439(6)
C3 C4 1.530(8)
C3 H3 0.9800
C4 C29 1.539(7)
C4 C28 1.545(7)
C4 C5 1.545(6)
C5 C6 1.516(7)
C5 C10 1.565(6)
C5 H5 0.9800
C6 C7 1.516(7)
C6 H6A 0.9700
C6 H6B 0.9700
C7 C8 1.320(7)
C7 H7 0.9300
C8 C9 1.517(7)
C8 C14 1.512(7)
C9 C11 1.530(6)
C9 C10 1.568(6)
C9 H9 0.9800
C10 C19 1.530(6)
C11 C12 1.541(6)
C11 H11A 0.9700
C11 H11B 0.9700
C12 C13 1.529(7)
C12 H12A 0.9700
C12 H12B 0.9700
C13 C14 1.565(7)
C13 C18 1.551(6)
C13 C17 1.545(6)
C14 C15 1.522(7)
C14 C30 1.559(7)
C15 C16 1.548(6)
C15 H15A 0.9700
C15 H15B 0.9700
C16 C17 1.557(7)
C16 H16A 0.9700
C16 H16B 0.9700
C17 C20 1.528(6)
C17 H17 0.9800
C18 H18A 0.9600
C18 H18B 0.9600
C18 H18C 0.9600
C19 H19A 0.9600
C19 H19B 0.9600
C19 H19C 0.9600
C20 C21 1.504(7)
C20 C22 1.518(6)
C20 H20 0.9800
C22 C23 1.520(6)
C22 H22A 0.9700
C22 H22B 0.9700
C23 O4 1.412(6)
C23 C24 1.523(8)
C23 C25 1.548(6)
C24 O3 1.192(6)
C24 O2 1.323(6)
C21 O2 1.443(6)
C21 H21A 0.9700
C21 H21B 0.9700
C25 O5 1.448(6)
C25 C27 1.496(8)
C25 C26 1.521(8)
C26 H26A 0.9600
C26 H26B 0.9600
C26 H26C 0.9600
C27 H27A 0.9600
C27 H27B 0.9600
C27 H27C 0.9600
C29 H29B 0.9600
C29 H29A 0.9600
C29 H29C 0.9600
C28 H28A 0.9600
C28 H28B 0.9600
C28 H28C 0.9600
C30 H30A 0.9600
C30 H30B 0.9600
C30 H30C 0.9600
O1 H1 0.8200
O4 H4 0.90(10)
O5 H5B 0.87(4)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C10 C1 C2 C3 -59.8(6)
C1 C2 C3 O1 -61.3(6)
C1 C2 C3 C4 59.5(6)
O1 C3 C4 C29 -168.5(4)
C2 C3 C4 C29 73.1(5)
O1 C3 C4 C28 -53.7(5)
C2 C3 C4 C28 -172.1(4)
O1 C3 C4 C5 64.3(5)
C2 C3 C4 C5 -54.1(6)
C3 C4 C5 C6 -178.9(5)
C29 C4 C5 C6 57.8(6)
C28 C4 C5 C6 -61.1(6)
C3 C4 C5 C10 50.8(6)
C29 C4 C5 C10 -72.5(6)
C28 C4 C5 C10 168.6(4)
C4 C5 C6 C7 -174.9(4)
C10 C5 C6 C7 -41.8(6)
C5 C6 C7 C8 9.2(8)
C6 C7 C8 C9 -0.8(8)
C6 C7 C8 C14 175.8(5)
C7 C8 C9 C11 154.9(5)
C14 C8 C9 C11 -21.8(6)
C7 C8 C9 C10 25.3(7)
C14 C8 C9 C10 -151.4(4)
C2 C1 C10 C19 -73.2(5)
C2 C1 C10 C5 52.3(6)
C2 C1 C10 C9 165.8(4)
C6 C5 C10 C19 -56.4(5)
C4 C5 C10 C19 75.0(5)
C6 C5 C10 C1 179.4(4)
C4 C5 C10 C1 -49.2(6)
C6 C5 C10 C9 64.1(5)
C4 C5 C10 C9 -164.6(4)
C8 C9 C10 C19 68.2(5)
C11 C9 C10 C19 -60.4(6)
C8 C9 C10 C1 -169.8(4)
C11 C9 C10 C1 61.6(5)
C8 C9 C10 C5 -54.8(5)
C11 C9 C10 C5 176.6(4)
C8 C9 C11 C12 51.1(6)
C10 C9 C11 C12 179.4(4)
C9 C11 C12 C13 -21.6(7)
C11 C12 C13 C14 -33.8(6)
C11 C12 C13 C18 86.3(5)
C11 C12 C13 C17 -149.2(4)
C7 C8 C14 C15 33.7(7)
C9 C8 C14 C15 -149.6(4)
C7 C8 C14 C13 149.8(5)
C9 C8 C14 C13 -33.5(6)
C7 C8 C14 C30 -87.5(6)
C9 C8 C14 C30 89.2(5)
C12 C13 C14 C8 62.4(5)
C18 C13 C14 C8 -58.1(5)
C17 C13 C14 C8 -172.8(4)
C12 C13 C14 C15 -171.8(4)
C18 C13 C14 C15 67.7(4)
C17 C13 C14 C15 -47.0(4)
C12 C13 C14 C30 -58.2(5)
C18 C13 C14 C30 -178.7(4)
C17 C13 C14 C30 66.5(5)
C8 C14 C15 C16 158.5(4)
C13 C14 C15 C16 37.7(5)
C30 C14 C15 C16 -79.6(5)
C14 C15 C16 C17 -14.8(5)
C12 C13 C17 C20 -78.7(5)
C14 C13 C17 C20 161.6(4)
C18 C13 C17 C20 46.4(6)
C12 C13 C17 C16 157.0(4)
C14 C13 C17 C16 37.3(5)
C18 C13 C17 C16 -77.9(5)
C15 C16 C17 C20 -143.5(4)
C15 C16 C17 C13 -14.5(5)
C13 C17 C20 C21 56.6(6)
C16 C17 C20 C21 176.6(4)
C13 C17 C20 C22 175.3(4)
C16 C17 C20 C22 -64.7(5)
C21 C20 C22 C23 -62.7(5)
C17 C20 C22 C23 175.8(4)
C20 C22 C23 O4 -70.6(5)
C20 C22 C23 C24 44.6(6)
C20 C22 C23 C25 168.3(4)
O4 C23 C24 O3 -75.2(7)
C22 C23 C24 O3 169.1(6)
C25 C23 C24 O3 42.9(8)
O4 C23 C24 O2 104.1(6)
C22 C23 C24 O2 -11.6(7)
C25 C23 C24 O2 -137.8(5)
C22 C20 C21 O2 49.1(6)
C17 C20 C21 O2 170.6(4)
O4 C23 C25 O5 52.8(5)
C24 C23 C25 O5 -62.5(6)
C22 C23 C25 O5 171.8(4)
O4 C23 C25 C27 -62.7(6)
C24 C23 C25 C27 -178.0(6)
C22 C23 C25 C27 56.3(6)
O4 C23 C25 C26 170.6(5)
C24 C23 C25 C26 55.3(6)
C22 C23 C25 C26 -70.4(6)
O3 C24 O2 C21 177.3(6)
C23 C24 O2 C21 -2.1(8)
C20 C21 O2 C24 -18.1(7)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 26615844
|
1501844.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501844.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501844
loop_
_publ_author_name
'Huang, Hong-Li'
'Wang, Chun-Ming'
'Wang, Zhen-Hua'
'Yao, Ming-Jun'
'Han, Guang-Tian'
'Yuan, Ji-Cheng'
'Gao, Kun'
'Yuan, Cheng-Shan'
_publ_section_title
;
Tirucallane-type triterpenoids from Dysoxylum lenticellatum.
;
_journal_issue 10
_journal_name_full 'Journal of natural products'
_journal_page_first 2235
_journal_page_last 2242
_journal_paper_doi 10.1021/np2006296
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration none
_chemical_formula_sum 'C27 H38 O5'
_chemical_formula_weight 442.57
_chemical_name_systematic
;
?
;
_space_group_IT_number 5
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'C 2y'
_symmetry_space_group_name_H-M 'C 1 2 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 111.429(2)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 31.267(6)
_cell_length_b 6.8755(14)
_cell_length_c 14.753(3)
_cell_measurement_reflns_used 3140
_cell_measurement_temperature 296(2)
_cell_measurement_theta_max 22.44
_cell_measurement_theta_min 2.38
_cell_volume 2952.3(10)
_computing_cell_refinement 'Bruker SAINT'
_computing_data_collection 'Bruker APEX2'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 296(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0222
_diffrn_reflns_av_sigmaI/netI 0.0368
_diffrn_reflns_limit_h_max 37
_diffrn_reflns_limit_h_min -33
_diffrn_reflns_limit_k_max 8
_diffrn_reflns_limit_k_min -8
_diffrn_reflns_limit_l_max 17
_diffrn_reflns_limit_l_min -17
_diffrn_reflns_number 10336
_diffrn_reflns_theta_full 25.50
_diffrn_reflns_theta_max 25.50
_diffrn_reflns_theta_min 2.38
_exptl_absorpt_coefficient_mu 0.067
_exptl_absorpt_correction_T_max 0.9867
_exptl_absorpt_correction_T_min 0.9834
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details SADABS
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 0.996
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 960
_exptl_crystal_size_max 0.25
_exptl_crystal_size_mid 0.22
_exptl_crystal_size_min 0.20
_platon_squeeze_details
;
;
_refine_diff_density_max 0.812
_refine_diff_density_min -0.210
_refine_diff_density_rms 0.064
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 2.0(19)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.049
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 299
_refine_ls_number_reflns 5338
_refine_ls_number_restraints 2
_refine_ls_restrained_S_all 1.049
_refine_ls_R_factor_all 0.0924
_refine_ls_R_factor_gt 0.0749
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1527P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.2065
_refine_ls_wR_factor_ref 0.2240
_reflns_number_gt 3903
_reflns_number_total 5338
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np2006296_si_003.cif
_cod_data_source_block c2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M C2
_cod_database_code 1501844
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.34624(15) 0.6628(5) 1.1567(2) 0.0580(9) Uani 1 1 d .
H1A H 0.3137 0.6321 1.1287 0.070 Uiso 1 1 calc R
H1B H 0.3623 0.5733 1.1294 0.070 Uiso 1 1 calc R
C2 C 0.36313(18) 0.6325(6) 1.2669(3) 0.0761(13) Uani 1 1 d .
H2A H 0.3453 0.7126 1.2943 0.091 Uiso 1 1 calc R
H2B H 0.3590 0.4975 1.2810 0.091 Uiso 1 1 calc R
C3 C 0.41320(19) 0.6863(8) 1.3121(3) 0.0828(14) Uani 1 1 d .
C4 C 0.42620(15) 0.8926(7) 1.2955(3) 0.0732(12) Uani 1 1 d .
C5 C 0.40340(13) 0.9337(6) 1.1828(2) 0.0573(9) Uani 1 1 d .
H5 H 0.4212 0.8544 1.1541 0.069 Uiso 1 1 calc R
C6 C 0.41155(15) 1.1418(6) 1.1578(3) 0.0677(11) Uani 1 1 d .
H6A H 0.4004 1.2306 1.1952 0.081 Uiso 1 1 calc R
H6B H 0.4443 1.1632 1.1763 0.081 Uiso 1 1 calc R
C7 C 0.38788(12) 1.1865(5) 1.0507(2) 0.0548(8) Uani 1 1 d .
H7 H 0.3949 1.3037 1.0279 0.066 Uiso 1 1 calc R
C8 C 0.35772(11) 1.0703(5) 0.9865(2) 0.0430(7) Uani 1 1 d .
C9 C 0.34549(11) 0.8713(5) 1.0177(2) 0.0455(7) Uani 1 1 d .
H9 H 0.3681 0.7801 1.0104 0.055 Uiso 1 1 calc R
C10 C 0.35362(11) 0.8721(5) 1.1279(2) 0.0469(7) Uani 1 1 d .
C11 C 0.29930(12) 0.7975(5) 0.9504(2) 0.0518(8) Uani 1 1 d .
H11A H 0.2755 0.8732 0.9617 0.062 Uiso 1 1 calc R
H11B H 0.2959 0.6638 0.9677 0.062 Uiso 1 1 calc R
C12 C 0.29077(13) 0.8052(5) 0.8393(2) 0.0510(8) Uani 1 1 d .
H12A H 0.2949 0.6759 0.8176 0.061 Uiso 1 1 calc R
H12B H 0.2592 0.8434 0.8039 0.061 Uiso 1 1 calc R
C13 C 0.32274(10) 0.9468(4) 0.8141(2) 0.0417(7) Uani 1 1 d .
C14 C 0.33169(11) 1.1284(4) 0.8820(2) 0.0446(7) Uani 1 1 d .
C15 C 0.35565(14) 1.2667(5) 0.8340(2) 0.0591(9) Uani 1 1 d .
H15A H 0.3879 1.2338 0.8526 0.071 Uiso 1 1 calc R
H15B H 0.3531 1.4006 0.8521 0.071 Uiso 1 1 calc R
C16 C 0.32950(16) 1.2350(6) 0.7232(3) 0.0677(11) Uani 1 1 d .
H16A H 0.3085 1.3420 0.6959 0.081 Uiso 1 1 calc R
H16B H 0.3510 1.2275 0.6897 0.081 Uiso 1 1 calc R
C17 C 0.30297(12) 1.0445(5) 0.7116(2) 0.0487(8) Uani 1 1 d .
H17 H 0.2708 1.0778 0.6991 0.058 Uiso 1 1 calc R
C18 C 0.36774(12) 0.8446(5) 0.8233(2) 0.0508(8) Uani 1 1 d .
H18A H 0.3837 0.8060 0.8897 0.076 Uiso 1 1 calc R
H18B H 0.3867 0.9321 0.8037 0.076 Uiso 1 1 calc R
H18C H 0.3610 0.7316 0.7822 0.076 Uiso 1 1 calc R
C19 C 0.31785(13) 1.0060(6) 1.1479(3) 0.0588(9) Uani 1 1 d .
H19A H 0.2876 0.9760 1.1025 0.088 Uiso 1 1 calc R
H19B H 0.3249 1.1396 1.1404 0.088 Uiso 1 1 calc R
H19C H 0.3190 0.9850 1.2131 0.088 Uiso 1 1 calc R
C20 C 0.30363(12) 0.9202(5) 0.6281(2) 0.0499(8) Uani 1 1 d .
C21 C 0.27122(14) 0.7586(6) 0.5900(3) 0.0605(9) Uani 1 1 d .
C22 C 0.32911(13) 0.9259(6) 0.5745(2) 0.0585(9) Uani 1 1 d .
H22 H 0.3528 1.0143 0.5833 0.070 Uiso 1 1 calc R
C23 C 0.31519(13) 0.7720(6) 0.4976(2) 0.0617(10) Uani 1 1 d .
C24 C 0.3538(2) 0.6209(8) 0.5045(3) 0.1017(19) Uani 1 1 d .
H24A H 0.3408 0.5142 0.4598 0.122 Uiso 1 1 calc R
H24B H 0.3773 0.6826 0.4862 0.122 Uiso 1 1 calc R
C28 C 0.47669(18) 0.9125(12) 1.3285(4) 0.115(2) Uani 1 1 d .
H28A H 0.4900 0.8939 1.3977 0.173 Uiso 1 1 calc R
H28B H 0.4843 1.0400 1.3125 0.173 Uiso 1 1 calc R
H28C H 0.4886 0.8165 1.2967 0.173 Uiso 1 1 calc R
C29 C 0.4089(2) 1.0270(8) 1.3583(3) 0.0924(16) Uani 1 1 d .
H29A H 0.4191 0.9778 1.4237 0.139 Uiso 1 1 calc R
H29B H 0.3760 1.0314 1.3317 0.139 Uiso 1 1 calc R
H29C H 0.4210 1.1555 1.3587 0.139 Uiso 1 1 calc R
C30 C 0.28695(13) 1.2280(6) 0.8770(3) 0.0608(9) Uani 1 1 d .
H30A H 0.2697 1.1412 0.9015 0.091 Uiso 1 1 calc R
H30B H 0.2691 1.2609 0.8106 0.091 Uiso 1 1 calc R
H30C H 0.2941 1.3442 0.9158 0.091 Uiso 1 1 calc R
O1 O 0.44047(18) 0.5653(8) 1.3569(4) 0.1431(18) Uani 1 1 d .
O2 O 0.24073(11) 0.7032(5) 0.61705(19) 0.0753(8) Uani 1 1 d .
O3 O 0.27816(10) 0.6751(4) 0.51398(17) 0.0660(7) Uani 1 1 d .
O4 O 0.30073(10) 0.8432(4) 0.40287(16) 0.0689(8) Uani 1 1 d .
H4 H 0.2832 0.9349 0.3972 0.103 Uiso 1 1 calc R
O5 O 0.37248(15) 0.5523(8) 0.5961(3) 0.1213(16) Uani 1 1 d D
H5A H 0.4020(3) 0.538(8) 0.625(3) 0.089(15) Uiso 1 1 d D
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.089(2) 0.045(2) 0.0473(17) 0.0049(15) 0.0340(17) -0.0001(19)
C2 0.126(4) 0.055(2) 0.059(2) 0.0078(18) 0.048(2) -0.001(2)
C3 0.124(4) 0.074(3) 0.0465(19) 0.014(2) 0.026(2) 0.021(3)
C4 0.083(3) 0.085(3) 0.0454(19) 0.0037(19) 0.0163(18) 0.006(2)
C5 0.070(2) 0.061(2) 0.0415(16) -0.0015(15) 0.0210(15) -0.0031(18)
C6 0.081(3) 0.069(3) 0.0462(18) -0.0097(18) 0.0161(17) -0.021(2)
C7 0.072(2) 0.0428(19) 0.0497(17) -0.0036(15) 0.0219(16) -0.0147(17)
C8 0.0512(17) 0.0362(16) 0.0428(15) 0.0012(13) 0.0184(13) -0.0004(14)
C9 0.0603(18) 0.0377(17) 0.0428(16) -0.0003(13) 0.0241(13) 0.0012(15)
C10 0.0622(19) 0.0401(17) 0.0423(16) -0.0030(14) 0.0237(14) 0.0004(15)
C11 0.065(2) 0.0434(19) 0.0495(18) -0.0036(14) 0.0235(15) -0.0182(16)
C12 0.073(2) 0.0391(18) 0.0424(16) -0.0005(13) 0.0223(15) -0.0077(16)
C13 0.0504(16) 0.0333(15) 0.0389(15) 0.0027(12) 0.0133(12) -0.0004(13)
C14 0.0559(18) 0.0312(16) 0.0453(16) -0.0016(12) 0.0169(14) -0.0050(13)
C15 0.084(2) 0.0371(18) 0.0509(19) 0.0052(14) 0.0183(17) -0.0125(18)
C16 0.103(3) 0.045(2) 0.0489(19) 0.0079(16) 0.0197(19) -0.013(2)
C17 0.0616(19) 0.0416(17) 0.0392(15) 0.0033(13) 0.0141(13) 0.0028(15)
C18 0.0627(19) 0.0479(19) 0.0466(16) 0.0030(14) 0.0257(14) 0.0082(16)
C19 0.069(2) 0.058(2) 0.0585(19) -0.0070(17) 0.0341(17) -0.0003(18)
C20 0.0613(18) 0.0435(19) 0.0410(15) 0.0079(13) 0.0141(14) 0.0002(15)
C21 0.077(2) 0.057(2) 0.0444(18) -0.0022(15) 0.0179(17) -0.0072(19)
C22 0.070(2) 0.062(2) 0.0421(17) 0.0057(15) 0.0194(15) -0.0065(18)
C23 0.074(2) 0.069(2) 0.0436(17) 0.0048(16) 0.0235(16) 0.005(2)
C24 0.158(5) 0.090(4) 0.056(2) 0.020(2) 0.038(3) 0.050(4)
C28 0.088(3) 0.156(6) 0.072(3) 0.029(3) -0.008(2) -0.008(4)
C29 0.141(4) 0.088(3) 0.044(2) -0.009(2) 0.030(2) -0.011(3)
C30 0.067(2) 0.044(2) 0.067(2) -0.0061(16) 0.0194(17) 0.0068(16)
O1 0.140(3) 0.123(4) 0.125(3) 0.054(3) -0.001(3) 0.033(3)
O2 0.0898(18) 0.082(2) 0.0620(15) -0.0203(14) 0.0367(14) -0.0258(17)
O3 0.0896(18) 0.0639(17) 0.0465(13) -0.0118(12) 0.0273(12) -0.0107(15)
O4 0.0898(19) 0.074(2) 0.0430(13) 0.0091(12) 0.0247(12) 0.0177(16)
O5 0.107(3) 0.152(4) 0.110(3) 0.057(3) 0.045(2) 0.055(3)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C1 C10 113.1(3)
C2 C1 H1A 109.0
C10 C1 H1A 109.0
C2 C1 H1B 109.0
C10 C1 H1B 109.0
H1A C1 H1B 107.8
C3 C2 C1 109.7(3)
C3 C2 H2A 109.7
C1 C2 H2A 109.7
C3 C2 H2B 109.7
C1 C2 H2B 109.7
H2A C2 H2B 108.2
O1 C3 C2 119.1(5)
O1 C3 C4 123.9(5)
C2 C3 C4 117.0(4)
C28 C4 C3 110.5(5)
C28 C4 C29 108.3(5)
C3 C4 C29 106.9(4)
C28 C4 C5 110.3(4)
C3 C4 C5 107.0(3)
C29 C4 C5 113.8(4)
C6 C5 C10 111.1(3)
C6 C5 C4 111.9(3)
C10 C5 C4 119.3(3)
C6 C5 H5 104.3
C10 C5 H5 104.3
C4 C5 H5 104.3
C7 C6 C5 112.5(3)
C7 C6 H6A 109.1
C5 C6 H6A 109.1
C7 C6 H6B 109.1
C5 C6 H6B 109.1
H6A C6 H6B 107.8
C8 C7 C6 124.8(3)
C8 C7 H7 117.6
C6 C7 H7 117.6
C7 C8 C14 123.0(3)
C7 C8 C9 120.8(3)
C14 C8 C9 116.2(3)
C11 C9 C8 112.7(3)
C11 C9 C10 116.2(3)
C8 C9 C10 110.3(3)
C11 C9 H9 105.6
C8 C9 H9 105.6
C10 C9 H9 105.6
C5 C10 C1 109.8(3)
C5 C10 C19 113.5(3)
C1 C10 C19 108.0(3)
C5 C10 C9 107.5(3)
C1 C10 C9 107.6(3)
C19 C10 C9 110.3(3)
C9 C11 C12 115.7(3)
C9 C11 H11A 108.4
C12 C11 H11A 108.4
C9 C11 H11B 108.4
C12 C11 H11B 108.4
H11A C11 H11B 107.4
C13 C12 C11 113.5(3)
C13 C12 H12A 108.9
C11 C12 H12A 108.9
C13 C12 H12B 108.9
C11 C12 H12B 108.9
H12A C12 H12B 107.7
C12 C13 C18 110.2(3)
C12 C13 C14 109.4(2)
C18 C13 C14 111.5(3)
C12 C13 C17 116.4(3)
C18 C13 C17 108.0(2)
C14 C13 C17 101.1(2)
C8 C14 C30 107.9(3)
C8 C14 C15 117.6(3)
C30 C14 C15 107.0(3)
C8 C14 C13 110.3(2)
C30 C14 C13 112.3(3)
C15 C14 C13 101.7(2)
C14 C15 C16 103.9(3)
C14 C15 H15A 111.0
C16 C15 H15A 111.0
C14 C15 H15B 111.0
C16 C15 H15B 111.0
H15A C15 H15B 109.0
C17 C16 C15 107.1(3)
C17 C16 H16A 110.3
C15 C16 H16A 110.3
C17 C16 H16B 110.3
C15 C16 H16B 110.3
H16A C16 H16B 108.6
C20 C17 C16 114.1(3)
C20 C17 C13 115.4(3)
C16 C17 C13 104.7(3)
C20 C17 H17 107.4
C16 C17 H17 107.4
C13 C17 H17 107.4
C13 C18 H18A 109.5
C13 C18 H18B 109.5
H18A C18 H18B 109.5
C13 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C10 C19 H19A 109.5
C10 C19 H19B 109.5
H19A C19 H19B 109.5
C10 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C22 C20 C21 106.1(3)
C22 C20 C17 132.0(3)
C21 C20 C17 121.9(3)
O2 C21 O3 121.5(4)
O2 C21 C20 128.5(4)
O3 C21 C20 110.0(3)
C20 C22 C23 111.3(3)
C20 C22 H22 124.3
C23 C22 H22 124.3
O4 C23 O3 110.3(3)
O4 C23 C22 114.2(3)
O3 C23 C22 103.4(3)
O4 C23 C24 104.9(3)
O3 C23 C24 109.4(4)
C22 C23 C24 114.6(3)
O5 C24 C23 109.8(4)
O5 C24 H24A 109.7
C23 C24 H24A 109.7
O5 C24 H24B 109.7
C23 C24 H24B 109.7
H24A C24 H24B 108.2
C4 C28 H28A 109.5
C4 C28 H28B 109.5
H28A C28 H28B 109.5
C4 C28 H28C 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
C4 C29 H29A 109.5
C4 C29 H29B 109.5
H29A C29 H29B 109.5
C4 C29 H29C 109.5
H29A C29 H29C 109.5
H29B C29 H29C 109.5
C14 C30 H30A 109.5
C14 C30 H30B 109.5
H30A C30 H30B 109.5
C14 C30 H30C 109.5
H30A C30 H30C 109.5
H30B C30 H30C 109.5
C21 O3 C23 109.2(3)
C23 O4 H4 109.5
H5A O5 C24 122(3)
H5A O5 H5A 0(9)
C24 O5 H5A 122(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.528(5)
C1 C10 1.542(5)
C1 H1A 0.9700
C1 H1B 0.9700
C2 C3 1.507(7)
C2 H2A 0.9700
C2 H2B 0.9700
C3 O1 1.201(6)
C3 C4 1.520(7)
C4 C28 1.479(7)
C4 C29 1.539(7)
C4 C5 1.578(5)
C5 C6 1.522(6)
C5 C10 1.529(5)
C5 H5 0.9800
C6 C7 1.512(5)
C6 H6A 0.9700
C6 H6B 0.9700
C7 C8 1.331(5)
C7 H7 0.9300
C8 C14 1.512(4)
C8 C9 1.535(4)
C9 C11 1.510(5)
C9 C10 1.551(4)
C9 H9 0.9800
C10 C19 1.558(5)
C11 C12 1.562(4)
C11 H11A 0.9700
C11 H11B 0.9700
C12 C13 1.535(4)
C12 H12A 0.9700
C12 H12B 0.9700
C13 C18 1.534(5)
C13 C14 1.561(4)
C13 C17 1.561(4)
C14 C30 1.535(5)
C14 C15 1.534(5)
C15 C16 1.553(5)
C15 H15A 0.9700
C15 H15B 0.9700
C16 C17 1.526(5)
C16 H16A 0.9700
C16 H16B 0.9700
C17 C20 1.506(5)
C17 H17 0.9800
C18 H18A 0.9600
C18 H18B 0.9600
C18 H18C 0.9600
C19 H19A 0.9600
C19 H19B 0.9600
C19 H19C 0.9600
C20 C22 1.312(5)
C20 C21 1.470(5)
C21 O2 1.221(5)
C21 O3 1.346(5)
C22 C23 1.495(5)
C22 H22 0.9300
C23 O4 1.392(4)
C23 O3 1.430(5)
C23 C24 1.567(6)
C24 O5 1.346(6)
C24 H24A 0.9700
C24 H24B 0.9700
C28 H28A 0.9600
C28 H28B 0.9600
C28 H28C 0.9600
C29 H29A 0.9600
C29 H29B 0.9600
C29 H29C 0.9600
C30 H30A 0.9600
C30 H30B 0.9600
C30 H30C 0.9600
O4 H4 0.8200
O5 H5A 0.870(5)
O5 H5A 0.870(5)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C10 C1 C2 C3 -56.7(5)
C1 C2 C3 O1 -120.3(5)
C1 C2 C3 C4 58.2(5)
O1 C3 C4 C28 8.6(7)
C2 C3 C4 C28 -169.8(4)
O1 C3 C4 C29 -109.0(6)
C2 C3 C4 C29 72.7(4)
O1 C3 C4 C5 128.7(6)
C2 C3 C4 C5 -49.6(5)
C28 C4 C5 C6 -63.4(5)
C3 C4 C5 C6 176.4(4)
C29 C4 C5 C6 58.6(5)
C28 C4 C5 C10 164.5(5)
C3 C4 C5 C10 44.3(5)
C29 C4 C5 C10 -73.6(5)
C10 C5 C6 C7 -41.0(4)
C4 C5 C6 C7 -177.1(3)
C5 C6 C7 C8 9.5(6)
C6 C7 C8 C14 174.4(3)
C6 C7 C8 C9 -2.0(6)
C7 C8 C9 C11 157.2(3)
C14 C8 C9 C11 -19.4(4)
C7 C8 C9 C10 25.6(4)
C14 C8 C9 C10 -151.1(3)
C6 C5 C10 C1 -178.6(3)
C4 C5 C10 C1 -46.1(4)
C6 C5 C10 C19 -57.6(4)
C4 C5 C10 C19 74.8(4)
C6 C5 C10 C9 64.6(4)
C4 C5 C10 C9 -162.9(3)
C2 C1 C10 C5 50.7(4)
C2 C1 C10 C19 -73.5(4)
C2 C1 C10 C9 167.5(3)
C11 C9 C10 C5 175.0(3)
C8 C9 C10 C5 -55.3(3)
C11 C9 C10 C1 56.7(4)
C8 C9 C10 C1 -173.5(3)
C11 C9 C10 C19 -60.8(4)
C8 C9 C10 C19 69.0(3)
C8 C9 C11 C12 49.0(4)
C10 C9 C11 C12 177.6(3)
C9 C11 C12 C13 -19.7(4)
C11 C12 C13 C18 87.0(3)
C11 C12 C13 C14 -35.9(4)
C11 C12 C13 C17 -149.7(3)
C7 C8 C14 C30 -89.7(4)
C9 C8 C14 C30 86.9(3)
C7 C8 C14 C15 31.4(5)
C9 C8 C14 C15 -152.1(3)
C7 C8 C14 C13 147.3(3)
C9 C8 C14 C13 -36.1(3)
C12 C13 C14 C8 64.9(3)
C18 C13 C14 C8 -57.2(3)
C17 C13 C14 C8 -171.7(2)
C12 C13 C14 C30 -55.5(3)
C18 C13 C14 C30 -177.6(3)
C17 C13 C14 C30 67.8(3)
C12 C13 C14 C15 -169.5(3)
C18 C13 C14 C15 68.3(3)
C17 C13 C14 C15 -46.2(3)
C8 C14 C15 C16 159.5(3)
C30 C14 C15 C16 -78.9(4)
C13 C14 C15 C16 39.0(3)
C14 C15 C16 C17 -16.8(4)
C15 C16 C17 C20 -139.3(3)
C15 C16 C17 C13 -12.1(4)
C12 C13 C17 C20 -79.5(4)
C18 C13 C17 C20 45.0(4)
C14 C13 C17 C20 162.2(3)
C12 C13 C17 C16 154.1(3)
C18 C13 C17 C16 -81.3(3)
C14 C13 C17 C16 35.8(3)
C16 C17 C20 C22 14.5(6)
C13 C17 C20 C22 -107.0(4)
C16 C17 C20 C21 -164.3(3)
C13 C17 C20 C21 74.3(4)
C22 C20 C21 O2 -178.7(4)
C17 C20 C21 O2 0.4(6)
C22 C20 C21 O3 -0.8(4)
C17 C20 C21 O3 178.2(3)
C21 C20 C22 C23 0.6(4)
C17 C20 C22 C23 -178.3(3)
C20 C22 C23 O4 119.7(3)
C20 C22 C23 O3 -0.2(4)
C20 C22 C23 C24 -119.2(4)
O4 C23 C24 O5 175.8(5)
O3 C23 C24 O5 -65.8(6)
C22 C23 C24 O5 49.7(6)
O2 C21 O3 C23 178.7(4)
C20 C21 O3 C23 0.7(4)
O4 C23 O3 C21 -122.9(3)
C22 C23 O3 C21 -0.3(4)
C24 C23 O3 C21 122.2(3)
C23 C24 O5 H5A -137(5)
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 -0.053 0.000 355 48 ' '
2 0.500 0.036 0.874 355 48 ' '
|
1501845.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501845.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501845
loop_
_publ_author_name
'Huang, Hong-Li'
'Wang, Chun-Ming'
'Wang, Zhen-Hua'
'Yao, Ming-Jun'
'Han, Guang-Tian'
'Yuan, Ji-Cheng'
'Gao, Kun'
'Yuan, Cheng-Shan'
_publ_section_title
;
Tirucallane-type triterpenoids from Dysoxylum lenticellatum.
;
_journal_issue 10
_journal_name_full 'Journal of natural products'
_journal_page_first 2235
_journal_page_last 2242
_journal_paper_doi 10.1021/np2006296
_journal_volume 74
_journal_year 2011
_chemical_formula_sum 'C30 H46 O4'
_chemical_formula_weight 470.67
_chemical_name_systematic
;
?
;
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 98.773(9)
_cell_angle_gamma 90.00
_cell_formula_units_Z 2
_cell_length_a 7.500(7)
_cell_length_b 17.596(16)
_cell_length_c 10.344(9)
_cell_measurement_reflns_used 3169
_cell_measurement_temperature 296(2)
_cell_measurement_theta_max 23.00
_cell_measurement_theta_min 2.30
_cell_volume 1349(2)
_computing_cell_refinement 'Bruker SAINT'
_computing_data_collection 'Bruker APEX2'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 296(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0211
_diffrn_reflns_av_sigmaI/netI 0.0364
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_h_min -4
_diffrn_reflns_limit_k_max 21
_diffrn_reflns_limit_k_min -17
_diffrn_reflns_limit_l_max 12
_diffrn_reflns_limit_l_min -12
_diffrn_reflns_number 6579
_diffrn_reflns_theta_full 25.50
_diffrn_reflns_theta_max 25.50
_diffrn_reflns_theta_min 2.30
_exptl_absorpt_coefficient_mu 0.075
_exptl_absorpt_correction_T_max 0.9860
_exptl_absorpt_correction_T_min 0.9816
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details SADABS
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.159
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 516
_exptl_crystal_size_max 0.25
_exptl_crystal_size_mid 0.23
_exptl_crystal_size_min 0.19
_refine_diff_density_max 0.140
_refine_diff_density_min -0.143
_refine_diff_density_rms 0.029
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack -0.1(14)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.027
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 315
_refine_ls_number_reflns 4312
_refine_ls_number_restraints 1
_refine_ls_restrained_S_all 1.027
_refine_ls_R_factor_all 0.0573
_refine_ls_R_factor_gt 0.0434
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0567P)^2^+0.1056P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1014
_refine_ls_wR_factor_ref 0.1095
_reflns_number_gt 3460
_reflns_number_total 4312
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np2006296_si_004.cif
_cod_data_source_block p21
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P2(1)
_cod_database_code 1501845
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.4809(4) 0.3813(2) 0.6516(3) 0.0642(8) Uani 1 1 d .
H1A H 0.4456 0.3393 0.5926 0.077 Uiso 1 1 calc R
H1B H 0.3760 0.4134 0.6526 0.077 Uiso 1 1 calc R
C2 C 0.5420(4) 0.3505(2) 0.7884(3) 0.0766(10) Uani 1 1 d .
H2A H 0.5618 0.3927 0.8492 0.092 Uiso 1 1 calc R
H2B H 0.4467 0.3192 0.8139 0.092 Uiso 1 1 calc R
C3 C 0.7092(5) 0.30494(18) 0.7987(3) 0.0659(9) Uani 1 1 d .
C4 C 0.8644(4) 0.33243(15) 0.7346(2) 0.0501(7) Uani 1 1 d .
C5 C 0.7949(3) 0.37527(14) 0.6046(2) 0.0423(6) Uani 1 1 d .
H5 H 0.7563 0.3350 0.5411 0.051 Uiso 1 1 calc R
C6 C 0.9481(3) 0.41498(16) 0.5516(3) 0.0512(7) Uani 1 1 d .
H6A H 1.0181 0.4438 0.6216 0.061 Uiso 1 1 calc R
H6B H 1.0270 0.3769 0.5228 0.061 Uiso 1 1 calc R
C7 C 0.8860(3) 0.46720(15) 0.4407(2) 0.0438(6) Uani 1 1 d .
H7 H 0.9740 0.4899 0.3992 0.053 Uiso 1 1 calc R
C8 C 0.7165(3) 0.48384(13) 0.3965(2) 0.0353(5) Uani 1 1 d .
C9 C 0.5658(3) 0.44555(15) 0.4546(2) 0.0392(6) Uani 1 1 d .
H9 H 0.5449 0.3966 0.4098 0.047 Uiso 1 1 calc R
C10 C 0.6279(3) 0.42687(15) 0.6011(2) 0.0413(6) Uani 1 1 d .
C11 C 0.3879(3) 0.48886(19) 0.4268(2) 0.0560(8) Uani 1 1 d .
H11A H 0.3954 0.5325 0.4847 0.067 Uiso 1 1 calc R
H11B H 0.2929 0.4562 0.4490 0.067 Uiso 1 1 calc R
C12 C 0.3325(3) 0.51697(17) 0.2858(2) 0.0458(6) Uani 1 1 d .
H12A H 0.2388 0.4839 0.2421 0.055 Uiso 1 1 calc R
H12B H 0.2816 0.5675 0.2882 0.055 Uiso 1 1 calc R
C13 C 0.4864(3) 0.51966(13) 0.2054(2) 0.0369(5) Uani 1 1 d .
C14 C 0.6628(3) 0.54303(13) 0.2937(2) 0.0379(6) Uani 1 1 d .
C15 C 0.7911(3) 0.55578(17) 0.1932(2) 0.0512(7) Uani 1 1 d .
H15A H 0.8874 0.5905 0.2270 0.061 Uiso 1 1 calc R
H15B H 0.8436 0.5082 0.1705 0.061 Uiso 1 1 calc R
C16 C 0.6707(3) 0.58999(17) 0.0745(3) 0.0530(7) Uani 1 1 d .
H16A H 0.6894 0.5638 -0.0048 0.064 Uiso 1 1 calc R
H16B H 0.6987 0.6434 0.0656 0.064 Uiso 1 1 calc R
C17 C 0.4737(3) 0.58040(14) 0.0982(2) 0.0391(5) Uani 1 1 d .
H17 H 0.4381 0.6280 0.1363 0.047 Uiso 1 1 calc R
C18 C 0.5065(4) 0.44150(15) 0.1443(3) 0.0489(6) Uani 1 1 d .
H18A H 0.3939 0.4270 0.0931 0.073 Uiso 1 1 calc R
H18B H 0.5396 0.4048 0.2123 0.073 Uiso 1 1 calc R
H18C H 0.5984 0.4437 0.0892 0.073 Uiso 1 1 calc R
C19 C 0.6675(4) 0.49973(16) 0.6790(2) 0.0552(7) Uani 1 1 d .
H19A H 0.5592 0.5294 0.6738 0.083 Uiso 1 1 calc R
H19B H 0.7577 0.5284 0.6436 0.083 Uiso 1 1 calc R
H19C H 0.7107 0.4875 0.7687 0.083 Uiso 1 1 calc R
C20 C 0.3439(3) 0.56726(14) -0.0278(2) 0.0414(6) Uani 1 1 d .
H20 H 0.3794 0.5211 -0.0703 0.050 Uiso 1 1 calc R
C21 C 0.1473(3) 0.56140(16) -0.0121(2) 0.0462(6) Uani 1 1 d .
H21A H 0.1185 0.5100 0.0116 0.055 Uiso 1 1 calc R
H21B H 0.1203 0.5958 0.0556 0.055 Uiso 1 1 calc R
C22 C 0.3336(3) 0.63292(16) -0.1235(2) 0.0462(6) Uani 1 1 d .
H22A H 0.3281 0.6813 -0.0795 0.055 Uiso 1 1 calc R
H22B H 0.4359 0.6330 -0.1707 0.055 Uiso 1 1 calc R
C23 C 0.1593(4) 0.61631(16) -0.2139(2) 0.0482(7) Uani 1 1 d .
C24 C 0.0575(4) 0.68599(18) -0.2731(2) 0.0567(7) Uani 1 1 d .
C25 C -0.0171(4) 0.74198(17) -0.1886(3) 0.0636(8) Uani 1 1 d .
H25 H 0.0175 0.7266 -0.0971 0.076 Uiso 1 1 calc R
C26 C -0.2189(6) 0.7406(4) -0.2206(6) 0.150(2) Uani 1 1 d .
H26A H -0.2546 0.7539 -0.3109 0.225 Uiso 1 1 calc R
H26B H -0.2692 0.7765 -0.1663 0.225 Uiso 1 1 calc R
H26C H -0.2622 0.6906 -0.2053 0.225 Uiso 1 1 calc R
C27 C 0.0568(9) 0.8198(3) -0.2057(5) 0.143(2) Uani 1 1 d .
H27A H 0.1860 0.8186 -0.1858 0.214 Uiso 1 1 calc R
H27B H 0.0100 0.8547 -0.1478 0.214 Uiso 1 1 calc R
H27C H 0.0216 0.8361 -0.2945 0.214 Uiso 1 1 calc R
C28 C 0.9828(7) 0.2670(2) 0.7063(4) 0.1011(14) Uani 1 1 d .
H28A H 1.0260 0.2406 0.7862 0.152 Uiso 1 1 calc R
H28B H 1.0835 0.2861 0.6689 0.152 Uiso 1 1 calc R
H28C H 0.9143 0.2327 0.6458 0.152 Uiso 1 1 calc R
C29 C 0.9771(4) 0.3819(2) 0.8400(3) 0.0696(9) Uani 1 1 d .
H29A H 0.9040 0.4227 0.8642 0.104 Uiso 1 1 calc R
H29B H 1.0790 0.4024 0.8059 0.104 Uiso 1 1 calc R
H29C H 1.0184 0.3513 0.9155 0.104 Uiso 1 1 calc R
C30 C 0.6456(4) 0.62000(15) 0.3619(3) 0.0556(7) Uani 1 1 d .
H30A H 0.5491 0.6174 0.4130 0.083 Uiso 1 1 calc R
H30B H 0.6204 0.6592 0.2972 0.083 Uiso 1 1 calc R
H30C H 0.7565 0.6313 0.4181 0.083 Uiso 1 1 calc R
O1 O 0.7228(4) 0.24754(17) 0.8627(3) 0.1196(11) Uani 1 1 d .
O2 O 0.0464(2) 0.58157(10) -0.13558(16) 0.0518(5) Uani 1 1 d .
O3 O 0.1909(3) 0.56747(14) -0.31232(18) 0.0749(6) Uani 1 1 d .
H3 H 0.1377 0.5828 -0.3826 0.112 Uiso 1 1 calc R
O4 O 0.0357(4) 0.69288(18) -0.3897(2) 0.1168(10) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0487(16) 0.096(2) 0.0488(15) 0.0171(16) 0.0115(12) -0.0097(16)
C2 0.069(2) 0.106(3) 0.0568(18) 0.0282(18) 0.0143(15) -0.013(2)
C3 0.082(2) 0.0586(19) 0.0508(16) 0.0146(15) -0.0092(15) -0.0218(18)
C4 0.0611(17) 0.0430(15) 0.0441(14) 0.0045(12) 0.0018(12) 0.0021(14)
C5 0.0460(14) 0.0430(15) 0.0363(12) -0.0011(11) 0.0007(11) -0.0005(12)
C6 0.0388(15) 0.0618(19) 0.0527(15) 0.0106(13) 0.0064(11) 0.0084(13)
C7 0.0322(13) 0.0563(17) 0.0445(13) 0.0094(12) 0.0111(10) 0.0027(12)
C8 0.0304(12) 0.0426(14) 0.0337(11) -0.0011(10) 0.0074(9) 0.0005(11)
C9 0.0315(12) 0.0485(15) 0.0374(12) 0.0010(10) 0.0049(10) -0.0026(11)
C10 0.0351(13) 0.0521(16) 0.0367(12) 0.0024(11) 0.0059(10) -0.0013(11)
C11 0.0312(13) 0.091(2) 0.0467(14) 0.0114(14) 0.0097(11) 0.0055(14)
C12 0.0323(13) 0.0649(18) 0.0401(12) 0.0042(12) 0.0052(10) 0.0035(12)
C13 0.0307(12) 0.0427(14) 0.0372(11) -0.0009(11) 0.0051(9) 0.0010(11)
C14 0.0303(12) 0.0444(15) 0.0388(12) -0.0004(10) 0.0045(10) -0.0025(11)
C15 0.0347(13) 0.0644(19) 0.0548(15) 0.0153(13) 0.0081(11) -0.0050(13)
C16 0.0418(14) 0.0645(19) 0.0523(14) 0.0135(13) 0.0060(12) -0.0073(13)
C17 0.0368(12) 0.0404(14) 0.0396(12) -0.0008(11) 0.0040(10) 0.0007(11)
C18 0.0520(16) 0.0450(16) 0.0483(14) -0.0053(12) 0.0029(12) 0.0001(13)
C19 0.0565(17) 0.0603(19) 0.0468(14) -0.0061(13) 0.0017(12) 0.0126(14)
C20 0.0451(14) 0.0418(15) 0.0367(12) -0.0026(11) 0.0045(10) 0.0021(12)
C21 0.0451(14) 0.0522(16) 0.0396(13) 0.0020(12) 0.0013(11) -0.0066(13)
C22 0.0419(14) 0.0577(18) 0.0392(13) 0.0029(12) 0.0070(10) -0.0003(13)
C23 0.0509(15) 0.0543(17) 0.0371(13) -0.0055(12) -0.0008(11) -0.0032(13)
C24 0.0562(17) 0.069(2) 0.0415(15) 0.0108(14) -0.0022(12) -0.0033(15)
C25 0.070(2) 0.056(2) 0.0639(18) 0.0133(15) 0.0089(15) 0.0045(16)
C26 0.072(3) 0.177(6) 0.200(6) -0.001(4) 0.019(3) 0.035(3)
C27 0.247(7) 0.069(3) 0.121(4) -0.002(3) 0.055(4) -0.045(4)
C28 0.145(4) 0.077(3) 0.080(3) 0.0184(19) 0.014(2) 0.053(3)
C29 0.067(2) 0.083(2) 0.0513(16) 0.0106(16) -0.0139(14) -0.0133(18)
C30 0.0581(17) 0.0484(17) 0.0544(15) -0.0054(13) -0.0100(13) -0.0053(14)
O1 0.119(2) 0.104(2) 0.131(2) 0.069(2) 0.0009(19) -0.0254(18)
O2 0.0417(10) 0.0592(12) 0.0506(10) 0.0072(9) -0.0056(8) -0.0083(9)
O3 0.0842(15) 0.0865(16) 0.0505(11) -0.0226(11) -0.0009(11) 0.0126(13)
O4 0.166(3) 0.130(3) 0.0487(13) 0.0141(15) -0.0019(14) 0.042(2)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C10 C1 C2 112.2(2)
C10 C1 H1A 109.2
C2 C1 H1A 109.2
C10 C1 H1B 109.2
C2 C1 H1B 109.2
H1A C1 H1B 107.9
C3 C2 C1 113.1(3)
C3 C2 H2A 109.0
C1 C2 H2A 109.0
C3 C2 H2B 109.0
C1 C2 H2B 109.0
H2A C2 H2B 107.8
O1 C3 C2 119.7(3)
O1 C3 C4 120.4(3)
C2 C3 C4 119.9(3)
C3 C4 C28 111.0(3)
C3 C4 C29 104.3(2)
C28 C4 C29 107.0(3)
C3 C4 C5 110.9(2)
C28 C4 C5 109.3(2)
C29 C4 C5 114.3(2)
C6 C5 C10 112.2(2)
C6 C5 C4 111.2(2)
C10 C5 C4 117.91(19)
C6 C5 H5 104.7
C10 C5 H5 104.7
C4 C5 H5 104.7
C7 C6 C5 113.4(2)
C7 C6 H6A 108.9
C5 C6 H6A 108.9
C7 C6 H6B 108.9
C5 C6 H6B 108.9
H6A C6 H6B 107.7
C8 C7 C6 125.2(2)
C8 C7 H7 117.4
C6 C7 H7 117.4
C7 C8 C14 122.8(2)
C7 C8 C9 120.1(2)
C14 C8 C9 117.01(19)
C8 C9 C11 112.8(2)
C8 C9 C10 110.51(18)
C11 C9 C10 114.43(19)
C8 C9 H9 106.2
C11 C9 H9 106.2
C10 C9 H9 106.2
C1 C10 C19 110.9(2)
C1 C10 C5 108.1(2)
C19 C10 C5 113.1(2)
C1 C10 C9 108.8(2)
C19 C10 C9 110.1(2)
C5 C10 C9 105.65(18)
C9 C11 C12 116.22(19)
C9 C11 H11A 108.2
C12 C11 H11A 108.2
C9 C11 H11B 108.2
C12 C11 H11B 108.2
H11A C11 H11B 107.4
C13 C12 C11 114.25(19)
C13 C12 H12A 108.7
C11 C12 H12A 108.7
C13 C12 H12B 108.7
C11 C12 H12B 108.7
H12A C12 H12B 107.6
C12 C13 C18 109.1(2)
C12 C13 C17 116.62(19)
C18 C13 C17 109.11(19)
C12 C13 C14 109.72(18)
C18 C13 C14 110.74(19)
C17 C13 C14 101.27(18)
C8 C14 C15 116.95(19)
C8 C14 C30 108.6(2)
C15 C14 C30 106.6(2)
C8 C14 C13 110.35(19)
C15 C14 C13 101.93(19)
C30 C14 C13 112.36(19)
C16 C15 C14 104.3(2)
C16 C15 H15A 110.9
C14 C15 H15A 110.9
C16 C15 H15B 110.9
C14 C15 H15B 110.9
H15A C15 H15B 108.9
C15 C16 C17 106.9(2)
C15 C16 H16A 110.3
C17 C16 H16A 110.3
C15 C16 H16B 110.3
C17 C16 H16B 110.3
H16A C16 H16B 108.6
C20 C17 C13 118.4(2)
C20 C17 C16 112.6(2)
C13 C17 C16 103.65(18)
C20 C17 H17 107.2
C13 C17 H17 107.2
C16 C17 H17 107.2
C13 C18 H18A 109.5
C13 C18 H18B 109.5
H18A C18 H18B 109.5
C13 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C10 C19 H19A 109.5
C10 C19 H19B 109.5
H19A C19 H19B 109.5
C10 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C21 C20 C22 99.74(19)
C21 C20 C17 115.20(19)
C22 C20 C17 114.0(2)
C21 C20 H20 109.2
C22 C20 H20 109.2
C17 C20 H20 109.2
O2 C21 C20 106.26(19)
O2 C21 H21A 110.5
C20 C21 H21A 110.5
O2 C21 H21B 110.5
C20 C21 H21B 110.5
H21A C21 H21B 108.7
C23 C22 C20 102.1(2)
C23 C22 H22A 111.4
C20 C22 H22A 111.4
C23 C22 H22B 111.4
C20 C22 H22B 111.4
H22A C22 H22B 109.2
O3 C23 O2 110.0(2)
O3 C23 C22 110.2(2)
O2 C23 C22 105.61(19)
O3 C23 C24 109.7(2)
O2 C23 C24 105.9(2)
C22 C23 C24 115.2(2)
O4 C24 C25 121.4(3)
O4 C24 C23 118.0(3)
C25 C24 C23 120.6(2)
C24 C25 C27 111.0(3)
C24 C25 C26 108.5(3)
C27 C25 C26 111.6(4)
C24 C25 H25 108.6
C27 C25 H25 108.6
C26 C25 H25 108.6
C25 C26 H26A 109.5
C25 C26 H26B 109.5
H26A C26 H26B 109.5
C25 C26 H26C 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
C25 C27 H27A 109.5
C25 C27 H27B 109.5
H27A C27 H27B 109.5
C25 C27 H27C 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
C4 C28 H28A 109.5
C4 C28 H28B 109.5
H28A C28 H28B 109.5
C4 C28 H28C 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
C4 C29 H29A 109.5
C4 C29 H29B 109.5
H29A C29 H29B 109.5
C4 C29 H29C 109.5
H29A C29 H29C 109.5
H29B C29 H29C 109.5
C14 C30 H30A 109.5
C14 C30 H30B 109.5
H30A C30 H30B 109.5
C14 C30 H30C 109.5
H30A C30 H30C 109.5
H30B C30 H30C 109.5
C23 O2 C21 109.96(18)
C23 O3 H3 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C10 1.519(4)
C1 C2 1.520(4)
C1 H1A 0.9700
C1 H1B 0.9700
C2 C3 1.478(5)
C2 H2A 0.9700
C2 H2B 0.9700
C3 O1 1.203(4)
C3 C4 1.504(4)
C4 C28 1.510(5)
C4 C29 1.542(4)
C4 C5 1.560(3)
C5 C6 1.517(4)
C5 C10 1.543(3)
C5 H5 0.9800
C6 C7 1.489(4)
C6 H6A 0.9700
C6 H6B 0.9700
C7 C8 1.317(3)
C7 H7 0.9300
C8 C14 1.498(3)
C8 C9 1.517(3)
C9 C11 1.525(4)
C9 C10 1.551(3)
C9 H9 0.9800
C10 C19 1.519(4)
C11 C12 1.537(3)
C11 H11A 0.9700
C11 H11B 0.9700
C12 C13 1.523(3)
C12 H12A 0.9700
C12 H12B 0.9700
C13 C18 1.530(4)
C13 C17 1.532(3)
C13 C14 1.545(3)
C14 C15 1.537(3)
C14 C30 1.542(4)
C15 C16 1.532(4)
C15 H15A 0.9700
C15 H15B 0.9700
C16 C17 1.543(4)
C16 H16A 0.9700
C16 H16B 0.9700
C17 C20 1.521(3)
C17 H17 0.9800
C18 H18A 0.9600
C18 H18B 0.9600
C18 H18C 0.9600
C19 H19A 0.9600
C19 H19B 0.9600
C19 H19C 0.9600
C20 C21 1.511(4)
C20 C22 1.516(4)
C20 H20 0.9800
C21 O2 1.427(3)
C21 H21A 0.9700
C21 H21B 0.9700
C22 C23 1.515(4)
C22 H22A 0.9700
C22 H22B 0.9700
C23 O3 1.381(3)
C23 O2 1.399(3)
C23 C24 1.523(4)
C24 O4 1.199(3)
C24 C25 1.482(4)
C25 C27 1.498(5)
C25 C26 1.500(5)
C25 H25 0.9800
C26 H26A 0.9600
C26 H26B 0.9600
C26 H26C 0.9600
C27 H27A 0.9600
C27 H27B 0.9600
C27 H27C 0.9600
C28 H28A 0.9600
C28 H28B 0.9600
C28 H28C 0.9600
C29 H29A 0.9600
C29 H29B 0.9600
C29 H29C 0.9600
C30 H30A 0.9600
C30 H30B 0.9600
C30 H30C 0.9600
O3 H3 0.8200
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C10 C1 C2 C3 -54.9(4)
C1 C2 C3 O1 -139.3(3)
C1 C2 C3 C4 43.6(4)
O1 C3 C4 C28 27.0(4)
C2 C3 C4 C28 -155.9(3)
O1 C3 C4 C29 -87.8(4)
C2 C3 C4 C29 89.3(3)
O1 C3 C4 C5 148.7(3)
C2 C3 C4 C5 -34.2(4)
C3 C4 C5 C6 170.1(2)
C28 C4 C5 C6 -67.3(3)
C29 C4 C5 C6 52.5(3)
C3 C4 C5 C10 38.4(3)
C28 C4 C5 C10 161.1(3)
C29 C4 C5 C10 -79.1(3)
C10 C5 C6 C7 -35.8(3)
C4 C5 C6 C7 -170.3(2)
C5 C6 C7 C8 5.3(4)
C6 C7 C8 C14 173.4(2)
C6 C7 C8 C9 -3.3(4)
C7 C8 C9 C11 160.7(2)
C14 C8 C9 C11 -16.2(3)
C7 C8 C9 C10 31.2(3)
C14 C8 C9 C10 -145.7(2)
C2 C1 C10 C19 -67.3(3)
C2 C1 C10 C5 57.1(3)
C2 C1 C10 C9 171.4(3)
C6 C5 C10 C1 178.2(2)
C4 C5 C10 C1 -50.7(3)
C6 C5 C10 C19 -58.7(3)
C4 C5 C10 C19 72.5(3)
C6 C5 C10 C9 61.8(2)
C4 C5 C10 C9 -167.0(2)
C8 C9 C10 C1 -174.1(2)
C11 C9 C10 C1 57.4(3)
C8 C9 C10 C19 64.2(3)
C11 C9 C10 C19 -64.4(3)
C8 C9 C10 C5 -58.2(3)
C11 C9 C10 C5 173.2(2)
C8 C9 C11 C12 45.5(3)
C10 C9 C11 C12 172.9(2)
C9 C11 C12 C13 -18.2(4)
C11 C12 C13 C18 85.9(3)
C11 C12 C13 C17 -149.9(2)
C11 C12 C13 C14 -35.6(3)
C7 C8 C14 C15 30.0(3)
C9 C8 C14 C15 -153.1(2)
C7 C8 C14 C30 -90.6(3)
C9 C8 C14 C30 86.2(2)
C7 C8 C14 C13 145.9(2)
C9 C8 C14 C13 -37.3(3)
C12 C13 C14 C8 64.3(2)
C18 C13 C14 C8 -56.2(2)
C17 C13 C14 C8 -171.83(18)
C12 C13 C14 C15 -170.7(2)
C18 C13 C14 C15 68.7(2)
C17 C13 C14 C15 -46.9(2)
C12 C13 C14 C30 -57.0(2)
C18 C13 C14 C30 -177.5(2)
C17 C13 C14 C30 66.9(2)
C8 C14 C15 C16 156.4(2)
C30 C14 C15 C16 -82.0(2)
C13 C14 C15 C16 36.0(3)
C14 C15 C16 C17 -11.6(3)
C12 C13 C17 C20 -76.1(3)
C18 C13 C17 C20 48.1(3)
C14 C13 C17 C20 164.91(19)
C12 C13 C17 C16 158.5(2)
C18 C13 C17 C16 -77.3(2)
C14 C13 C17 C16 39.5(2)
C15 C16 C17 C20 -146.6(2)
C15 C16 C17 C13 -17.5(3)
C13 C17 C20 C21 62.0(3)
C16 C17 C20 C21 -177.0(2)
C13 C17 C20 C22 176.5(2)
C16 C17 C20 C22 -62.6(3)
C22 C20 C21 O2 33.5(2)
C17 C20 C21 O2 155.9(2)
C21 C20 C22 C23 -39.2(2)
C17 C20 C22 C23 -162.5(2)
C20 C22 C23 O3 -86.1(3)
C20 C22 C23 O2 32.7(2)
C20 C22 C23 C24 149.2(2)
O3 C23 C24 O4 -7.1(4)
O2 C23 C24 O4 -125.8(3)
C22 C23 C24 O4 117.9(3)
O3 C23 C24 C25 170.9(3)
O2 C23 C24 C25 52.3(3)
C22 C23 C24 C25 -64.1(3)
O4 C24 C25 C27 -59.7(5)
C23 C24 C25 C27 122.3(4)
O4 C24 C25 C26 63.3(5)
C23 C24 C25 C26 -114.7(4)
O3 C23 O2 C21 107.2(2)
C22 C23 O2 C21 -11.7(3)
C24 C23 O2 C21 -134.4(2)
C20 C21 O2 C23 -14.2(3)
|
1501846.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501846.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501846
loop_
_publ_author_name
'Huang, Hong-Li'
'Wang, Chun-Ming'
'Wang, Zhen-Hua'
'Yao, Ming-Jun'
'Han, Guang-Tian'
'Yuan, Ji-Cheng'
'Gao, Kun'
'Yuan, Cheng-Shan'
_publ_section_title
;
Tirucallane-type triterpenoids from Dysoxylum lenticellatum.
;
_journal_issue 10
_journal_name_full 'Journal of natural products'
_journal_page_first 2235
_journal_page_last 2242
_journal_paper_doi 10.1021/np2006296
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration none
_chemical_formula_sum 'C32 H52 O4'
_chemical_formula_weight 500.74
_chemical_name_systematic
;
?
;
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 7.541(8)
_cell_length_b 10.852(11)
_cell_length_c 36.43(4)
_cell_measurement_reflns_used 3047
_cell_measurement_temperature 296(2)
_cell_measurement_theta_max 19.20
_cell_measurement_theta_min 2.24
_cell_volume 2981(5)
_computing_cell_refinement 'Bruker SAINT'
_computing_data_collection 'Bruker APEX2'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 296(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0866
_diffrn_reflns_av_sigmaI/netI 0.0878
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_l_max 43
_diffrn_reflns_limit_l_min -39
_diffrn_reflns_number 21048
_diffrn_reflns_theta_full 25.30
_diffrn_reflns_theta_max 25.30
_diffrn_reflns_theta_min 2.24
_exptl_absorpt_coefficient_mu 0.071
_exptl_absorpt_correction_T_max 0.9845
_exptl_absorpt_correction_T_min 0.9824
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details SADABS
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.116
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 1104
_exptl_crystal_size_max 0.25
_exptl_crystal_size_mid 0.23
_exptl_crystal_size_min 0.22
_refine_diff_density_max 0.233
_refine_diff_density_min -0.232
_refine_diff_density_rms 0.049
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 1(3)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.021
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 334
_refine_ls_number_reflns 5390
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.021
_refine_ls_R_factor_all 0.1295
_refine_ls_R_factor_gt 0.0833
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1100P)^2^+1.9653P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.2153
_refine_ls_wR_factor_ref 0.2472
_reflns_number_gt 3328
_reflns_number_total 5390
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np2006296_si_005.cif
_cod_data_source_block p212121
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_H-M P2(1)2(1)2(1)
_cod_database_code 1501846
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.4079(7) 0.5235(7) 0.34511(15) 0.0753(17) Uani 1 1 d .
H1A H 0.4260 0.6073 0.3366 0.090 Uiso 1 1 calc R
H1B H 0.5153 0.4774 0.3400 0.090 Uiso 1 1 calc R
C2 C 0.3772(9) 0.5258(7) 0.38679(16) 0.086(2) Uani 1 1 d .
H2A H 0.3687 0.4421 0.3959 0.103 Uiso 1 1 calc R
H2B H 0.4773 0.5652 0.3987 0.103 Uiso 1 1 calc R
C3 C 0.2079(8) 0.5956(6) 0.39608(15) 0.0712(17) Uani 1 1 d .
H3 H 0.1916 0.5944 0.4228 0.085 Uiso 1 1 calc R
C4 C 0.0474(7) 0.5376(5) 0.37835(15) 0.0631(14) Uani 1 1 d .
C5 C 0.0780(6) 0.5252(4) 0.33635(13) 0.0493(11) Uani 1 1 d .
H5 H 0.0858 0.6106 0.3277 0.059 Uiso 1 1 calc R
C6 C -0.0816(6) 0.4721(5) 0.31558(14) 0.0556(13) Uani 1 1 d .
H6A H -0.1160 0.3948 0.3269 0.067 Uiso 1 1 calc R
H6B H -0.1806 0.5286 0.3178 0.067 Uiso 1 1 calc R
C7 C -0.0459(6) 0.4502(5) 0.27620(15) 0.0527(12) Uani 1 1 d .
H7 H -0.1415 0.4285 0.2614 0.063 Uiso 1 1 calc R
C8 C 0.1123(6) 0.4592(4) 0.26019(13) 0.0440(11) Uani 1 1 d .
C9 C 0.2759(6) 0.4980(4) 0.28252(12) 0.0479(11) Uani 1 1 d .
H9 H 0.2782 0.5882 0.2814 0.057 Uiso 1 1 calc R
C10 C 0.2542(6) 0.4660(4) 0.32356(13) 0.0485(11) Uani 1 1 d .
C11 C 0.4497(6) 0.4558(6) 0.26493(14) 0.0637(15) Uani 1 1 d .
H11A H 0.4654 0.3690 0.2704 0.076 Uiso 1 1 calc R
H11B H 0.5461 0.4999 0.2767 0.076 Uiso 1 1 calc R
C12 C 0.4688(6) 0.4729(5) 0.22286(14) 0.0557(13) Uani 1 1 d .
H12A H 0.5512 0.5398 0.2182 0.067 Uiso 1 1 calc R
H12B H 0.5196 0.3985 0.2125 0.067 Uiso 1 1 calc R
C13 C 0.2949(6) 0.5007(4) 0.20302(12) 0.0445(11) Uani 1 1 d .
C14 C 0.1436(6) 0.4241(4) 0.22087(14) 0.0487(12) Uani 1 1 d .
C15 C -0.0119(7) 0.4478(6) 0.19392(14) 0.0633(15) Uani 1 1 d .
H15A H -0.0927 0.3783 0.1937 0.076 Uiso 1 1 calc R
H15B H -0.0772 0.5211 0.2009 0.076 Uiso 1 1 calc R
C16 C 0.0754(7) 0.4652(6) 0.15577(15) 0.0696(16) Uani 1 1 d .
H16A H 0.0409 0.3992 0.1393 0.083 Uiso 1 1 calc R
H16B H 0.0402 0.5432 0.1450 0.083 Uiso 1 1 calc R
C17 C 0.2794(6) 0.4625(5) 0.16279(13) 0.0525(12) Uani 1 1 d .
H17 H 0.3159 0.3759 0.1615 0.063 Uiso 1 1 calc R
C18 C 0.2529(7) 0.6392(4) 0.20623(14) 0.0574(13) Uani 1 1 d .
H18A H 0.3543 0.6863 0.1987 0.086 Uiso 1 1 calc R
H18B H 0.2244 0.6587 0.2313 0.086 Uiso 1 1 calc R
H18C H 0.1537 0.6589 0.1908 0.086 Uiso 1 1 calc R
C19 C 0.2558(9) 0.3236(5) 0.32832(17) 0.0754(17) Uani 1 1 d .
H19A H 0.1409 0.2910 0.3224 0.113 Uiso 1 1 calc R
H19B H 0.2844 0.3034 0.3533 0.113 Uiso 1 1 calc R
H19C H 0.3430 0.2883 0.3122 0.113 Uiso 1 1 calc R
C20 C 0.3838(7) 0.5306(5) 0.13345(13) 0.0563(13) Uani 1 1 d .
H20 H 0.3531 0.6183 0.1342 0.068 Uiso 1 1 calc R
C21 C 0.5833(6) 0.5166(5) 0.13554(13) 0.0524(12) Uani 1 1 d .
H21A H 0.6331 0.5797 0.1513 0.063 Uiso 1 1 calc R
H21B H 0.6137 0.4365 0.1456 0.063 Uiso 1 1 calc R
C22 C 0.3516(7) 0.4807(7) 0.09462(14) 0.0718(17) Uani 1 1 d .
H22A H 0.3421 0.3916 0.0947 0.086 Uiso 1 1 calc R
H22B H 0.2445 0.5154 0.0841 0.086 Uiso 1 1 calc R
C23 C 0.5160(7) 0.5227(5) 0.07338(14) 0.0613(14) Uani 1 1 d .
C24 C 0.5604(8) 0.4407(5) 0.04166(14) 0.0600(14) Uani 1 1 d .
H24 H 0.4699 0.4425 0.0224 0.072 Uiso 1 1 calc R
C25 C 0.7318(9) 0.3993(5) 0.02827(14) 0.0654(15) Uani 1 1 d .
C26 C 0.9076(8) 0.4311(6) 0.04585(17) 0.0804(18) Uani 1 1 d .
H26A H 0.9559 0.5032 0.0343 0.121 Uiso 1 1 calc R
H26B H 0.9884 0.3635 0.0429 0.121 Uiso 1 1 calc R
H26C H 0.8902 0.4469 0.0715 0.121 Uiso 1 1 calc R
C27 C 0.7456(11) 0.3618(7) -0.01187(17) 0.101(2) Uani 1 1 d .
H27A H 0.6294 0.3444 -0.0213 0.152 Uiso 1 1 calc R
H27B H 0.8185 0.2896 -0.0139 0.152 Uiso 1 1 calc R
H27C H 0.7977 0.4278 -0.0257 0.152 Uiso 1 1 calc R
C28 C -0.1147(9) 0.6235(6) 0.38499(16) 0.0769(18) Uani 1 1 d .
H28A H -0.1196 0.6461 0.4104 0.115 Uiso 1 1 calc R
H28B H -0.2217 0.5810 0.3784 0.115 Uiso 1 1 calc R
H28C H -0.1029 0.6964 0.3703 0.115 Uiso 1 1 calc R
C29 C 0.0024(10) 0.4164(6) 0.39844(17) 0.085(2) Uani 1 1 d .
H29A H 0.0964 0.3581 0.3947 0.128 Uiso 1 1 calc R
H29B H -0.1063 0.3835 0.3889 0.128 Uiso 1 1 calc R
H29C H -0.0107 0.4324 0.4242 0.128 Uiso 1 1 calc R
C30 C 0.1816(9) 0.2821(4) 0.22047(16) 0.0715(17) Uani 1 1 d .
H30A H 0.2959 0.2665 0.2311 0.107 Uiso 1 1 calc R
H30B H 0.1798 0.2526 0.1956 0.107 Uiso 1 1 calc R
H30C H 0.0922 0.2401 0.2345 0.107 Uiso 1 1 calc R
C31 C 0.6266(12) 0.7042(6) 0.0430(2) 0.106(3) Uani 1 1 d .
H31A H 0.6830 0.6509 0.0251 0.128 Uiso 1 1 calc R
H31B H 0.7129 0.7242 0.0618 0.128 Uiso 1 1 calc R
C32 C 0.5634(17) 0.8188(9) 0.0249(3) 0.167(5) Uani 1 1 d .
H32A H 0.5187 0.7995 0.0009 0.250 Uiso 1 1 calc R
H32B H 0.6600 0.8760 0.0228 0.250 Uiso 1 1 calc R
H32C H 0.4705 0.8550 0.0394 0.250 Uiso 1 1 calc R
O1 O 0.2208(7) 0.7204(4) 0.38430(12) 0.0935(15) Uani 1 1 d .
H1 H 0.3110 0.7514 0.3928 0.140 Uiso 1 1 calc R
O2 O 0.6523(5) 0.5282(4) 0.09962(9) 0.0682(11) Uani 1 1 d .
O3 O 0.4762(6) 0.6419(4) 0.05927(11) 0.0801(12) Uani 1 1 d .
O4 O 0.6200(6) 0.3178(3) 0.04988(11) 0.0759(12) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.048(3) 0.114(5) 0.064(4) 0.003(3) -0.010(3) -0.008(3)
C2 0.075(4) 0.123(6) 0.061(4) 0.005(4) -0.018(3) -0.012(4)
C3 0.064(4) 0.096(5) 0.054(3) 0.005(3) -0.001(3) -0.014(3)
C4 0.054(3) 0.069(3) 0.066(3) 0.006(3) 0.002(3) -0.008(3)
C5 0.046(3) 0.045(3) 0.057(3) 0.002(2) 0.005(2) -0.003(2)
C6 0.040(3) 0.058(3) 0.069(3) -0.002(3) 0.001(2) 0.001(2)
C7 0.034(3) 0.055(3) 0.069(3) -0.007(2) -0.001(2) 0.000(2)
C8 0.037(3) 0.039(2) 0.056(3) -0.007(2) -0.004(2) 0.003(2)
C9 0.037(2) 0.046(2) 0.060(3) -0.004(2) -0.003(2) -0.003(2)
C10 0.029(2) 0.056(3) 0.061(3) 0.002(2) 0.001(2) -0.003(2)
C11 0.032(3) 0.097(4) 0.062(3) -0.001(3) -0.001(2) 0.010(3)
C12 0.030(2) 0.075(4) 0.061(3) -0.006(3) -0.002(2) 0.005(2)
C13 0.034(2) 0.042(2) 0.058(3) -0.002(2) 0.001(2) 0.006(2)
C14 0.037(3) 0.044(3) 0.066(3) -0.005(2) -0.003(2) -0.002(2)
C15 0.033(3) 0.081(4) 0.076(4) -0.004(3) -0.002(2) -0.011(3)
C16 0.064(4) 0.083(4) 0.061(3) -0.012(3) -0.011(3) 0.000(3)
C17 0.048(3) 0.055(3) 0.054(3) 0.000(2) -0.007(2) 0.011(2)
C18 0.060(3) 0.040(2) 0.072(3) -0.002(2) 0.007(3) 0.002(3)
C19 0.077(4) 0.051(3) 0.099(4) 0.016(3) 0.013(4) 0.017(3)
C20 0.055(3) 0.061(3) 0.053(3) -0.002(2) -0.009(2) 0.006(3)
C21 0.046(3) 0.057(3) 0.055(3) -0.008(2) -0.002(2) -0.001(2)
C22 0.053(3) 0.106(5) 0.057(3) -0.007(3) -0.004(2) -0.006(3)
C23 0.059(3) 0.067(4) 0.058(3) 0.002(3) -0.013(3) -0.004(3)
C24 0.067(4) 0.065(3) 0.047(3) 0.009(2) -0.011(3) -0.006(3)
C25 0.076(4) 0.066(3) 0.054(3) 0.004(3) -0.003(3) 0.002(3)
C26 0.067(4) 0.097(5) 0.077(4) 0.004(3) -0.001(3) 0.008(4)
C27 0.119(6) 0.116(6) 0.069(4) -0.011(4) -0.007(4) 0.004(6)
C28 0.082(5) 0.093(5) 0.056(3) -0.012(3) 0.007(3) 0.013(4)
C29 0.090(5) 0.083(4) 0.082(4) 0.016(3) 0.009(4) -0.016(4)
C30 0.096(5) 0.037(3) 0.082(4) -0.009(3) 0.015(4) -0.006(3)
C31 0.128(7) 0.068(4) 0.123(6) 0.011(4) -0.002(6) -0.006(4)
C32 0.220(13) 0.112(7) 0.169(9) 0.054(7) -0.052(9) 0.001(8)
O1 0.120(4) 0.084(3) 0.077(3) -0.009(2) -0.011(3) -0.034(3)
O2 0.060(2) 0.098(3) 0.046(2) -0.0011(19) -0.0056(17) -0.005(2)
O3 0.083(3) 0.075(3) 0.082(3) 0.003(2) -0.006(2) 0.012(2)
O4 0.093(3) 0.061(2) 0.075(3) 0.0081(19) -0.016(2) -0.005(2)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C10 C1 C2 113.5(5)
C10 C1 H1A 108.9
C2 C1 H1A 108.9
C10 C1 H1B 108.9
C2 C1 H1B 108.9
H1A C1 H1B 107.7
C3 C2 C1 110.7(5)
C3 C2 H2A 109.5
C1 C2 H2A 109.5
C3 C2 H2B 109.5
C1 C2 H2B 109.5
H2A C2 H2B 108.1
O1 C3 C4 108.8(5)
O1 C3 C2 110.4(6)
C4 C3 C2 111.8(5)
O1 C3 H3 108.6
C4 C3 H3 108.6
C2 C3 H3 108.6
C3 C4 C29 109.2(5)
C3 C4 C28 108.3(5)
C29 C4 C28 105.3(5)
C3 C4 C5 109.8(4)
C29 C4 C5 115.2(5)
C28 C4 C5 108.8(4)
C6 C5 C10 111.6(4)
C6 C5 C4 113.7(4)
C10 C5 C4 117.4(4)
C6 C5 H5 104.1
C10 C5 H5 104.1
C4 C5 H5 104.1
C7 C6 C5 113.3(4)
C7 C6 H6A 108.9
C5 C6 H6A 108.9
C7 C6 H6B 108.9
C5 C6 H6B 108.9
H6A C6 H6B 107.7
C8 C7 C6 125.2(5)
C8 C7 H7 117.4
C6 C7 H7 117.4
C7 C8 C14 122.7(4)
C7 C8 C9 120.5(4)
C14 C8 C9 116.7(4)
C11 C9 C10 115.4(4)
C11 C9 C8 112.6(4)
C10 C9 C8 111.5(4)
C11 C9 H9 105.5
C10 C9 H9 105.5
C8 C9 H9 105.5
C1 C10 C9 109.0(4)
C1 C10 C5 109.0(4)
C9 C10 C5 106.8(4)
C1 C10 C19 110.0(5)
C9 C10 C19 109.3(4)
C5 C10 C19 112.7(4)
C9 C11 C12 117.2(4)
C9 C11 H11A 108.0
C12 C11 H11A 108.0
C9 C11 H11B 108.0
C12 C11 H11B 108.0
H11A C11 H11B 107.2
C13 C12 C11 114.3(4)
C13 C12 H12A 108.7
C11 C12 H12A 108.7
C13 C12 H12B 108.7
C11 C12 H12B 108.7
H12A C12 H12B 107.6
C17 C13 C12 117.8(4)
C17 C13 C18 108.8(4)
C12 C13 C18 109.5(4)
C17 C13 C14 101.6(4)
C12 C13 C14 109.1(4)
C18 C13 C14 109.8(4)
C8 C14 C15 116.3(4)
C8 C14 C13 112.3(4)
C15 C14 C13 101.6(4)
C8 C14 C30 106.7(4)
C15 C14 C30 107.1(4)
C13 C14 C30 112.8(4)
C16 C15 C14 105.5(4)
C16 C15 H15A 110.6
C14 C15 H15A 110.6
C16 C15 H15B 110.6
C14 C15 H15B 110.6
H15A C15 H15B 108.8
C17 C16 C15 105.6(4)
C17 C16 H16A 110.6
C15 C16 H16A 110.6
C17 C16 H16B 110.6
C15 C16 H16B 110.6
H16A C16 H16B 108.7
C20 C17 C13 120.2(4)
C20 C17 C16 112.7(4)
C13 C17 C16 103.2(4)
C20 C17 H17 106.6
C13 C17 H17 106.6
C16 C17 H17 106.6
C13 C18 H18A 109.5
C13 C18 H18B 109.5
H18A C18 H18B 109.5
C13 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C10 C19 H19A 109.5
C10 C19 H19B 109.5
H19A C19 H19B 109.5
C10 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C21 C20 C17 115.5(4)
C21 C20 C22 99.7(4)
C17 C20 C22 113.3(5)
C21 C20 H20 109.3
C17 C20 H20 109.3
C22 C20 H20 109.3
O2 C21 C20 108.1(4)
O2 C21 H21A 110.1
C20 C21 H21A 110.1
O2 C21 H21B 110.1
C20 C21 H21B 110.1
H21A C21 H21B 108.4
C23 C22 C20 103.5(5)
C23 C22 H22A 111.1
C20 C22 H22A 111.1
C23 C22 H22B 111.1
C20 C22 H22B 111.1
H22A C22 H22B 109.0
O2 C23 O3 111.2(4)
O2 C23 C24 112.7(5)
O3 C23 C24 108.0(4)
O2 C23 C22 105.2(4)
O3 C23 C22 106.4(5)
C24 C23 C22 113.2(5)
O4 C24 C25 60.4(4)
O4 C24 C23 117.4(4)
C25 C24 C23 130.0(5)
O4 C24 H24 112.7
C25 C24 H24 112.7
C23 C24 H24 112.7
O4 C25 C24 59.3(4)
O4 C25 C26 114.7(5)
C24 C25 C26 124.6(5)
O4 C25 C27 113.4(5)
C24 C25 C27 117.8(5)
C26 C25 C27 114.1(6)
C25 C26 H26A 109.5
C25 C26 H26B 109.5
H26A C26 H26B 109.5
C25 C26 H26C 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
C25 C27 H27A 109.5
C25 C27 H27B 109.5
H27A C27 H27B 109.5
C25 C27 H27C 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
C4 C28 H28A 109.5
C4 C28 H28B 109.5
H28A C28 H28B 109.5
C4 C28 H28C 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
C4 C29 H29A 109.5
C4 C29 H29B 109.5
H29A C29 H29B 109.5
C4 C29 H29C 109.5
H29A C29 H29C 109.5
H29B C29 H29C 109.5
C14 C30 H30A 109.5
C14 C30 H30B 109.5
H30A C30 H30B 109.5
C14 C30 H30C 109.5
H30A C30 H30C 109.5
H30B C30 H30C 109.5
O3 C31 C32 108.7(8)
O3 C31 H31A 109.9
C32 C31 H31A 109.9
O3 C31 H31B 109.9
C32 C31 H31B 109.9
H31A C31 H31B 108.3
C31 C32 H32A 109.5
C31 C32 H32B 109.5
H32A C32 H32B 109.5
C31 C32 H32C 109.5
H32A C32 H32C 109.5
H32B C32 H32C 109.5
C3 O1 H1 109.5
C23 O2 C21 110.9(4)
C23 O3 C31 114.0(5)
C24 O4 C25 60.3(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C10 1.533(7)
C1 C2 1.536(8)
C1 H1A 0.9700
C1 H1B 0.9700
C2 C3 1.522(9)
C2 H2A 0.9700
C2 H2B 0.9700
C3 O1 1.425(7)
C3 C4 1.509(8)
C3 H3 0.9800
C4 C29 1.543(8)
C4 C28 1.556(8)
C4 C5 1.553(7)
C5 C6 1.534(7)
C5 C10 1.548(7)
C5 H5 0.9800
C6 C7 1.479(7)
C6 H6A 0.9700
C6 H6B 0.9700
C7 C8 1.331(7)
C7 H7 0.9300
C8 C14 1.500(7)
C8 C9 1.536(6)
C9 C11 1.529(7)
C9 C10 1.543(7)
C9 H9 0.9800
C10 C19 1.556(7)
C11 C12 1.550(7)
C11 H11A 0.9700
C11 H11B 0.9700
C12 C13 1.527(6)
C12 H12A 0.9700
C12 H12B 0.9700
C13 C17 1.527(6)
C13 C18 1.540(7)
C13 C14 1.554(6)
C14 C15 1.551(7)
C14 C30 1.568(7)
C15 C16 1.549(8)
C15 H15A 0.9700
C15 H15B 0.9700
C16 C17 1.560(7)
C16 H16A 0.9700
C16 H16B 0.9700
C17 C20 1.519(7)
C17 H17 0.9800
C18 H18A 0.9600
C18 H18B 0.9600
C18 H18C 0.9600
C19 H19A 0.9600
C19 H19B 0.9600
C19 H19C 0.9600
C20 C21 1.514(7)
C20 C22 1.534(7)
C20 H20 0.9800
C21 O2 1.414(6)
C21 H21A 0.9700
C21 H21B 0.9700
C22 C23 1.530(8)
C22 H22A 0.9700
C22 H22B 0.9700
C23 O2 1.405(6)
C23 O3 1.423(7)
C23 C24 1.497(8)
C24 O4 1.438(7)
C24 C25 1.452(8)
C24 H24 0.9800
C25 O4 1.453(7)
C25 C26 1.513(8)
C25 C27 1.521(8)
C26 H26A 0.9600
C26 H26B 0.9600
C26 H26C 0.9600
C27 H27A 0.9600
C27 H27B 0.9600
C27 H27C 0.9600
C28 H28A 0.9600
C28 H28B 0.9600
C28 H28C 0.9600
C29 H29A 0.9600
C29 H29B 0.9600
C29 H29C 0.9600
C30 H30A 0.9600
C30 H30B 0.9600
C30 H30C 0.9600
C31 O3 1.447(9)
C31 C32 1.486(11)
C31 H31A 0.9700
C31 H31B 0.9700
C32 H32A 0.9600
C32 H32B 0.9600
C32 H32C 0.9600
O1 H1 0.8200
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C10 C1 C2 C3 -57.6(8)
C1 C2 C3 O1 -61.7(7)
C1 C2 C3 C4 59.6(7)
O1 C3 C4 C29 -164.8(5)
C2 C3 C4 C29 73.1(6)
O1 C3 C4 C28 -50.6(6)
C2 C3 C4 C28 -172.8(5)
O1 C3 C4 C5 68.0(6)
C2 C3 C4 C5 -54.1(6)
C3 C4 C5 C6 -177.6(5)
C29 C4 C5 C6 58.7(6)
C28 C4 C5 C6 -59.2(6)
C3 C4 C5 C10 49.5(6)
C29 C4 C5 C10 -74.2(6)
C28 C4 C5 C10 167.8(4)
C10 C5 C6 C7 -39.2(6)
C4 C5 C6 C7 -174.9(4)
C5 C6 C7 C8 8.3(7)
C6 C7 C8 C14 174.0(5)
C6 C7 C8 C9 -1.7(8)
C7 C8 C9 C11 157.5(5)
C14 C8 C9 C11 -18.4(6)
C7 C8 C9 C10 25.9(6)
C14 C8 C9 C10 -150.0(4)
C2 C1 C10 C9 165.7(5)
C2 C1 C10 C5 49.4(7)
C2 C1 C10 C19 -74.6(7)
C11 C9 C10 C1 58.1(6)
C8 C9 C10 C1 -171.8(4)
C11 C9 C10 C5 175.8(4)
C8 C9 C10 C5 -54.1(5)
C11 C9 C10 C19 -62.1(6)
C8 C9 C10 C19 68.0(5)
C6 C5 C10 C1 179.6(4)
C4 C5 C10 C1 -46.5(6)
C6 C5 C10 C9 62.1(5)
C4 C5 C10 C9 -164.1(4)
C6 C5 C10 C19 -58.0(6)
C4 C5 C10 C19 75.8(6)
C10 C9 C11 C12 173.4(4)
C8 C9 C11 C12 43.9(7)
C9 C11 C12 C13 -14.2(7)
C11 C12 C13 C17 -152.8(5)
C11 C12 C13 C18 82.3(5)
C11 C12 C13 C14 -37.8(6)
C7 C8 C14 C15 33.6(7)
C9 C8 C14 C15 -150.6(4)
C7 C8 C14 C13 150.1(5)
C9 C8 C14 C13 -34.1(5)
C7 C8 C14 C30 -85.8(6)
C9 C8 C14 C30 90.0(5)
C17 C13 C14 C8 -171.5(4)
C12 C13 C14 C8 63.5(5)
C18 C13 C14 C8 -56.5(5)
C17 C13 C14 C15 -46.5(4)
C12 C13 C14 C15 -171.5(4)
C18 C13 C14 C15 68.5(5)
C17 C13 C14 C30 67.9(5)
C12 C13 C14 C30 -57.1(5)
C18 C13 C14 C30 -177.1(4)
C8 C14 C15 C16 153.6(5)
C13 C14 C15 C16 31.3(5)
C30 C14 C15 C16 -87.2(5)
C14 C15 C16 C17 -4.9(6)
C12 C13 C17 C20 -70.9(6)
C18 C13 C17 C20 54.4(6)
C14 C13 C17 C20 170.1(4)
C12 C13 C17 C16 162.5(4)
C18 C13 C17 C16 -72.2(5)
C14 C13 C17 C16 43.6(5)
C15 C16 C17 C20 -155.2(5)
C15 C16 C17 C13 -24.0(6)
C13 C17 C20 C21 66.3(6)
C16 C17 C20 C21 -171.7(5)
C13 C17 C20 C22 -179.6(4)
C16 C17 C20 C22 -57.6(6)
C17 C20 C21 O2 151.2(4)
C22 C20 C21 O2 29.5(6)
C21 C20 C22 C23 -34.7(6)
C17 C20 C22 C23 -158.0(5)
C20 C22 C23 O2 29.3(6)
C20 C22 C23 O3 -88.8(5)
C20 C22 C23 C24 152.8(5)
O2 C23 C24 O4 51.6(7)
O3 C23 C24 O4 174.8(5)
C22 C23 C24 O4 -67.6(6)
O2 C23 C24 C25 -21.5(8)
O3 C23 C24 C25 101.7(6)
C22 C23 C24 C25 -140.7(6)
C23 C24 C25 O4 102.4(6)
O4 C24 C25 C26 -100.5(6)
C23 C24 C25 C26 1.9(9)
O4 C24 C25 C27 102.1(6)
C23 C24 C25 C27 -155.5(6)
O3 C23 O2 C21 103.9(5)
C24 C23 O2 C21 -134.7(5)
C22 C23 O2 C21 -10.9(6)
C20 C21 O2 C23 -12.4(6)
O2 C23 O3 C31 57.1(7)
C24 C23 O3 C31 -67.0(6)
C22 C23 O3 C31 171.1(5)
C32 C31 O3 C23 172.3(6)
C23 C24 O4 C25 -122.5(6)
C26 C25 O4 C24 116.9(5)
C27 C25 O4 C24 -109.5(6)
|
1501847.cif | #------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501847.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501847
loop_
_publ_author_name
'Huang, Hong-Li'
'Wang, Chun-Ming'
'Wang, Zhen-Hua'
'Yao, Ming-Jun'
'Han, Guang-Tian'
'Yuan, Ji-Cheng'
'Gao, Kun'
'Yuan, Cheng-Shan'
_publ_section_title
;
Tirucallane-type triterpenoids from Dysoxylum lenticellatum.
;
_journal_issue 10
_journal_name_full 'Journal of natural products'
_journal_page_first 2235
_journal_page_last 2242
_journal_paper_doi 10.1021/np2006296
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration none
_chemical_formula_sum 'C31 H46 O5'
_chemical_formula_weight 498.68
_chemical_name_systematic
;
?
;
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 7.299(5)
_cell_length_b 16.568(12)
_cell_length_c 23.238(17)
_cell_measurement_reflns_used 4001
_cell_measurement_temperature 296(2)
_cell_measurement_theta_max 28.31
_cell_measurement_theta_min 2.61
_cell_volume 2810(3)
_computing_cell_refinement 'Bruker SAINT'
_computing_data_collection 'Bruker APEX2'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 296(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0524
_diffrn_reflns_av_sigmaI/netI 0.0735
_diffrn_reflns_limit_h_max 4
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_k_max 20
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_l_max 28
_diffrn_reflns_limit_l_min -28
_diffrn_reflns_number 13635
_diffrn_reflns_theta_full 25.50
_diffrn_reflns_theta_max 25.50
_diffrn_reflns_theta_min 2.14
_exptl_absorpt_coefficient_mu 0.078
_exptl_absorpt_correction_T_max 0.9838
_exptl_absorpt_correction_T_min 0.9808
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details SADABS
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.179
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 1088
_exptl_crystal_size_max 0.25
_exptl_crystal_size_mid 0.23
_exptl_crystal_size_min 0.21
_refine_diff_density_max 0.135
_refine_diff_density_min -0.136
_refine_diff_density_rms 0.031
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack -0.9(17)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.008
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 333
_refine_ls_number_reflns 5175
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.008
_refine_ls_R_factor_all 0.1234
_refine_ls_R_factor_gt 0.0572
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0532P)^2^+0.1246P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1087
_refine_ls_wR_factor_ref 0.1358
_reflns_number_gt 2847
_reflns_number_total 5175
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file np2006296_si_006.cif
_cod_data_source_block p212121
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_cell_volume 2810(4)
_cod_original_sg_symbol_H-M P2(1)2(1)2(1)
_cod_database_code 1501847
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.2173(5) 0.2960(2) 1.07039(15) 0.0593(10) Uani 1 1 d .
H1A H 0.0956 0.3190 1.0669 0.071 Uiso 1 1 calc R
H1B H 0.2537 0.2767 1.0327 0.071 Uiso 1 1 calc R
C2 C 0.2102(5) 0.2250(2) 1.11175(17) 0.0754(11) Uani 1 1 d .
H2A H 0.1609 0.2431 1.1483 0.091 Uiso 1 1 calc R
H2B H 0.1281 0.1843 1.0964 0.091 Uiso 1 1 calc R
C3 C 0.3918(6) 0.1887(3) 1.12136(18) 0.0727(12) Uani 1 1 d .
C4 C 0.5489(5) 0.2441(2) 1.13691(15) 0.0535(9) Uani 1 1 d .
C5 C 0.5400(4) 0.32175(18) 1.09957(13) 0.0466(8) Uani 1 1 d .
H5 H 0.5795 0.3044 1.0612 0.056 Uiso 1 1 calc R
C6 C 0.6839(5) 0.3830(2) 1.11835(16) 0.0667(10) Uani 1 1 d .
H6A H 0.6689 0.3941 1.1591 0.080 Uiso 1 1 calc R
H6B H 0.8049 0.3600 1.1128 0.080 Uiso 1 1 calc R
C7 C 0.6709(5) 0.4601(2) 1.08567(15) 0.0584(9) Uani 1 1 d .
H7 H 0.7674 0.4964 1.0893 0.070 Uiso 1 1 calc R
C8 C 0.5335(4) 0.48098(18) 1.05207(13) 0.0455(8) Uani 1 1 d .
C9 C 0.3765(4) 0.42375(19) 1.04025(13) 0.0442(8) Uani 1 1 d .
H9 H 0.4151 0.3918 1.0069 0.053 Uiso 1 1 calc R
C10 C 0.3511(4) 0.36202(19) 1.08973(13) 0.0449(8) Uani 1 1 d .
C11 C 0.2022(5) 0.4676(2) 1.02099(15) 0.0590(9) Uani 1 1 d .
H11A H 0.1509 0.4958 1.0538 0.071 Uiso 1 1 calc R
H11B H 0.1133 0.4277 1.0086 0.071 Uiso 1 1 calc R
C12 C 0.2306(4) 0.5288(2) 0.97181(14) 0.0561(9) Uani 1 1 d .
H12A H 0.1515 0.5750 0.9785 0.067 Uiso 1 1 calc R
H12B H 0.1926 0.5040 0.9359 0.067 Uiso 1 1 calc R
C13 C 0.4293(4) 0.55902(18) 0.96517(12) 0.0466(8) Uani 1 1 d .
C14 C 0.5182(5) 0.56409(19) 1.02532(13) 0.0500(8) Uani 1 1 d .
C15 C 0.7010(6) 0.6069(2) 1.01210(15) 0.0697(11) Uani 1 1 d .
H15A H 0.7483 0.6340 1.0460 0.084 Uiso 1 1 calc R
H15B H 0.7919 0.5689 0.9983 0.084 Uiso 1 1 calc R
C16 C 0.6497(6) 0.6682(2) 0.96497(16) 0.0772(12) Uani 1 1 d .
H16A H 0.7370 0.6655 0.9335 0.093 Uiso 1 1 calc R
H16B H 0.6509 0.7226 0.9805 0.093 Uiso 1 1 calc R
C17 C 0.4539(5) 0.64631(19) 0.94312(13) 0.0557(9) Uani 1 1 d .
H17 H 0.3667 0.6804 0.9640 0.067 Uiso 1 1 calc R
C18 C 0.5373(5) 0.50190(19) 0.92589(14) 0.0618(10) Uani 1 1 d .
H18A H 0.4684 0.4920 0.8914 0.093 Uiso 1 1 calc R
H18B H 0.5586 0.4518 0.9455 0.093 Uiso 1 1 calc R
H18C H 0.6526 0.5262 0.9161 0.093 Uiso 1 1 calc R
C19 C 0.2778(5) 0.4042(2) 1.14372(14) 0.0648(10) Uani 1 1 d .
H19A H 0.3638 0.4445 1.1560 0.097 Uiso 1 1 calc R
H19B H 0.2612 0.3652 1.1738 0.097 Uiso 1 1 calc R
H19C H 0.1625 0.4293 1.1351 0.097 Uiso 1 1 calc R
C20 C 0.4297(5) 0.66395(19) 0.87857(13) 0.0571(9) Uani 1 1 d .
H20 H 0.5072 0.6272 0.8563 0.069 Uiso 1 1 calc R
C21 C 0.2331(6) 0.6520(2) 0.86156(15) 0.0640(10) Uani 1 1 d .
C22 C 0.4835(6) 0.7511(2) 0.86519(14) 0.0736(12) Uani 1 1 d .
H22A H 0.3960 0.7868 0.8836 0.088 Uiso 1 1 calc R
H22B H 0.6025 0.7616 0.8822 0.088 Uiso 1 1 calc R
C23 C 0.4922(6) 0.7716(2) 0.80307(16) 0.0676(11) Uani 1 1 d .
C24 C 0.5444(6) 0.8576(2) 0.78845(16) 0.0800(12) Uani 1 1 d .
H24 H 0.6560 0.8638 0.7654 0.096 Uiso 1 1 calc R
C25 C 0.4075(6) 0.9204(2) 0.78088(14) 0.0689(11) Uani 1 1 d .
C26 C 0.2097(7) 0.9025(3) 0.78934(17) 0.0978(15) Uani 1 1 d .
H26A H 0.1967 0.8563 0.8140 0.147 Uiso 1 1 calc R
H26B H 0.1538 0.8914 0.7528 0.147 Uiso 1 1 calc R
H26C H 0.1507 0.9482 0.8067 0.147 Uiso 1 1 calc R
C27 C 0.4492(8) 0.9914(3) 0.74325(19) 0.1206(19) Uani 1 1 d .
H27A H 0.3944 1.0390 0.7594 0.181 Uiso 1 1 calc R
H27B H 0.4003 0.9822 0.7055 0.181 Uiso 1 1 calc R
H27C H 0.5794 0.9986 0.7408 0.181 Uiso 1 1 calc R
C28 C 0.7300(5) 0.1996(2) 1.12512(18) 0.0845(13) Uani 1 1 d .
H28A H 0.7286 0.1482 1.1442 0.127 Uiso 1 1 calc R
H28B H 0.8304 0.2312 1.1393 0.127 Uiso 1 1 calc R
H28C H 0.7440 0.1915 1.0844 0.127 Uiso 1 1 calc R
C29 C 0.5350(6) 0.2583(2) 1.20251(15) 0.0795(12) Uani 1 1 d .
H29A H 0.4199 0.2835 1.2113 0.119 Uiso 1 1 calc R
H29B H 0.6334 0.2927 1.2147 0.119 Uiso 1 1 calc R
H29C H 0.5431 0.2075 1.2222 0.119 Uiso 1 1 calc R
C30 C 0.4097(6) 0.6187(2) 1.06742(14) 0.0716(12) Uani 1 1 d .
H30A H 0.2829 0.6033 1.0671 0.107 Uiso 1 1 calc R
H30B H 0.4209 0.6740 1.0556 0.107 Uiso 1 1 calc R
H30C H 0.4582 0.6126 1.1056 0.107 Uiso 1 1 calc R
C31 C 0.0201(7) 0.5623(3) 0.81952(19) 0.1011(15) Uani 1 1 d .
H31A H -0.0545 0.6099 0.8224 0.152 Uiso 1 1 calc R
H31B H -0.0261 0.5216 0.8451 0.152 Uiso 1 1 calc R
H31C H 0.0170 0.5425 0.7807 0.152 Uiso 1 1 calc R
O1 O 0.4120(5) 0.11649(19) 1.11871(19) 0.1425(17) Uani 1 1 d .
O2 O 0.1107(5) 0.69789(19) 0.87111(14) 0.1071(11) Uani 1 1 d .
O3 O 0.2064(4) 0.58181(15) 0.83504(10) 0.0738(7) Uani 1 1 d .
O4 O 0.4698(5) 0.72381(16) 0.76463(11) 0.0954(10) Uani 1 1 d .
O5 O 0.5189(4) 0.91620(15) 0.83266(10) 0.0836(8) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.048(2) 0.051(2) 0.079(2) 0.008(2) -0.0033(18) -0.0075(18)
C2 0.058(3) 0.058(3) 0.110(3) 0.007(2) -0.008(2) -0.012(2)
C3 0.068(3) 0.053(3) 0.098(3) 0.003(2) -0.011(2) 0.001(2)
C4 0.042(2) 0.048(2) 0.070(2) 0.0066(17) 0.0003(18) 0.0039(18)
C5 0.0355(19) 0.049(2) 0.0553(19) -0.0018(16) 0.0048(16) -0.0023(16)
C6 0.049(2) 0.062(3) 0.089(3) 0.012(2) -0.012(2) -0.0050(19)
C7 0.043(2) 0.056(2) 0.076(2) 0.003(2) 0.0013(19) -0.0182(18)
C8 0.036(2) 0.044(2) 0.0560(19) -0.0066(16) 0.0041(16) -0.0024(17)
C9 0.038(2) 0.043(2) 0.0515(19) -0.0016(16) 0.0041(14) 0.0012(16)
C10 0.0319(19) 0.047(2) 0.0557(19) -0.0033(17) 0.0073(15) -0.0023(15)
C11 0.042(2) 0.059(2) 0.075(2) 0.0105(19) 0.0033(18) -0.0018(19)
C12 0.054(2) 0.050(2) 0.064(2) 0.0071(18) 0.0030(17) 0.0009(19)
C13 0.048(2) 0.041(2) 0.0504(18) -0.0055(15) 0.0055(16) -0.0039(16)
C14 0.057(2) 0.039(2) 0.0540(19) -0.0057(16) 0.0042(17) -0.0048(17)
C15 0.071(3) 0.062(3) 0.076(2) 0.009(2) -0.008(2) -0.020(2)
C16 0.095(3) 0.059(3) 0.078(3) -0.001(2) -0.001(2) -0.026(2)
C17 0.068(3) 0.044(2) 0.055(2) -0.0086(17) 0.0059(18) -0.0075(19)
C18 0.079(3) 0.047(2) 0.060(2) -0.0054(17) 0.0189(19) -0.0008(19)
C19 0.064(3) 0.059(2) 0.071(2) 0.0054(19) 0.0166(19) 0.012(2)
C20 0.079(3) 0.042(2) 0.051(2) -0.0012(16) 0.0111(19) -0.0092(19)
C21 0.084(3) 0.051(3) 0.057(2) -0.002(2) 0.006(2) 0.002(3)
C22 0.113(4) 0.051(2) 0.057(2) 0.0011(18) 0.010(2) -0.017(2)
C23 0.084(3) 0.057(3) 0.062(2) 0.001(2) 0.020(2) -0.009(2)
C24 0.093(3) 0.075(3) 0.072(3) 0.001(2) 0.022(2) -0.014(3)
C25 0.095(3) 0.063(3) 0.049(2) 0.0025(19) 0.000(2) -0.011(3)
C26 0.117(4) 0.086(3) 0.090(3) -0.007(3) -0.007(3) -0.010(3)
C27 0.192(6) 0.084(3) 0.087(3) 0.035(3) 0.008(4) -0.007(4)
C28 0.063(3) 0.072(3) 0.119(3) 0.016(3) 0.007(2) 0.023(2)
C29 0.085(3) 0.078(3) 0.076(3) 0.020(2) -0.003(2) 0.001(2)
C30 0.110(3) 0.050(2) 0.055(2) -0.0070(18) 0.002(2) 0.008(2)
C31 0.102(4) 0.095(4) 0.107(3) 0.008(3) -0.022(3) -0.032(3)
O1 0.108(3) 0.0506(19) 0.269(5) 0.008(2) -0.063(3) -0.0004(19)
O2 0.097(3) 0.085(2) 0.139(3) -0.011(2) 0.0006(19) 0.027(2)
O3 0.084(2) 0.0598(17) 0.0779(16) -0.0092(15) -0.0061(14) -0.0130(15)
O4 0.149(3) 0.0714(19) 0.0657(16) -0.0138(15) 0.0152(18) -0.0126(19)
O5 0.116(2) 0.0608(17) 0.0738(16) 0.0071(15) -0.0171(16) -0.0226(16)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C1 C10 112.9(3)
C2 C1 H1A 109.0
C10 C1 H1A 109.0
C2 C1 H1B 109.0
C10 C1 H1B 109.0
H1A C1 H1B 107.8
C3 C2 C1 112.4(3)
C3 C2 H2A 109.1
C1 C2 H2A 109.1
C3 C2 H2B 109.1
C1 C2 H2B 109.1
H2A C2 H2B 107.9
O1 C3 C2 120.5(4)
O1 C3 C4 121.4(4)
C2 C3 C4 118.1(3)
C3 C4 C28 108.5(3)
C3 C4 C29 106.2(3)
C28 C4 C29 107.7(3)
C3 C4 C5 109.8(3)
C28 C4 C5 109.5(3)
C29 C4 C5 114.9(3)
C6 C5 C10 111.6(3)
C6 C5 C4 111.3(3)
C10 C5 C4 118.4(2)
C6 C5 H5 104.7
C10 C5 H5 104.7
C4 C5 H5 104.7
C7 C6 C5 112.4(3)
C7 C6 H6A 109.1
C5 C6 H6A 109.1
C7 C6 H6B 109.1
C5 C6 H6B 109.1
H6A C6 H6B 107.9
C8 C7 C6 125.2(3)
C8 C7 H7 117.4
C6 C7 H7 117.4
C7 C8 C9 121.3(3)
C7 C8 C14 122.6(3)
C9 C8 C14 116.1(3)
C8 C9 C11 112.6(3)
C8 C9 C10 111.7(2)
C11 C9 C10 115.5(2)
C8 C9 H9 105.3
C11 C9 H9 105.3
C10 C9 H9 105.3
C19 C10 C1 110.1(3)
C19 C10 C5 112.7(3)
C1 C10 C5 107.6(3)
C19 C10 C9 110.4(2)
C1 C10 C9 109.2(2)
C5 C10 C9 106.7(2)
C9 C11 C12 114.7(3)
C9 C11 H11A 108.6
C12 C11 H11A 108.6
C9 C11 H11B 108.6
C12 C11 H11B 108.6
H11A C11 H11B 107.6
C11 C12 C13 114.4(3)
C11 C12 H12A 108.7
C13 C12 H12A 108.7
C11 C12 H12B 108.7
C13 C12 H12B 108.7
H12A C12 H12B 107.6
C18 C13 C12 110.1(3)
C18 C13 C14 110.9(3)
C12 C13 C14 108.8(3)
C18 C13 C17 108.7(3)
C12 C13 C17 116.5(3)
C14 C13 C17 101.6(2)
C8 C14 C15 115.9(3)
C8 C14 C13 110.7(2)
C15 C14 C13 102.0(2)
C8 C14 C30 108.0(3)
C15 C14 C30 107.4(3)
C13 C14 C30 112.9(3)
C16 C15 C14 103.6(3)
C16 C15 H15A 111.0
C14 C15 H15A 111.0
C16 C15 H15B 111.0
C14 C15 H15B 111.0
H15A C15 H15B 109.0
C15 C16 C17 107.5(3)
C15 C16 H16A 110.2
C17 C16 H16A 110.2
C15 C16 H16B 110.2
C17 C16 H16B 110.2
H16A C16 H16B 108.5
C20 C17 C13 119.2(3)
C20 C17 C16 112.2(3)
C13 C17 C16 102.5(3)
C20 C17 H17 107.4
C13 C17 H17 107.4
C16 C17 H17 107.4
C13 C18 H18A 109.5
C13 C18 H18B 109.5
H18A C18 H18B 109.5
C13 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C10 C19 H19A 109.5
C10 C19 H19B 109.5
H19A C19 H19B 109.5
C10 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C21 C20 C22 108.5(3)
C21 C20 C17 110.0(3)
C22 C20 C17 110.4(3)
C21 C20 H20 109.3
C22 C20 H20 109.3
C17 C20 H20 109.3
O2 C21 O3 122.2(4)
O2 C21 C20 125.6(4)
O3 C21 C20 112.2(4)
C23 C22 C20 115.2(3)
C23 C22 H22A 108.5
C20 C22 H22A 108.5
C23 C22 H22B 108.5
C20 C22 H22B 108.5
H22A C22 H22B 107.5
O4 C23 C22 124.4(3)
O4 C23 C24 119.1(3)
C22 C23 C24 116.4(3)
O5 C24 C25 60.7(2)
O5 C24 C23 116.5(3)
C25 C24 C23 121.9(4)
O5 C24 H24 115.5
C25 C24 H24 115.5
C23 C24 H24 115.5
C24 C25 O5 58.7(2)
C24 C25 C26 120.5(4)
O5 C25 C26 115.1(3)
C24 C25 C27 119.6(4)
O5 C25 C27 114.1(4)
C26 C25 C27 115.5(4)
C25 C26 H26A 109.5
C25 C26 H26B 109.5
H26A C26 H26B 109.5
C25 C26 H26C 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
C25 C27 H27A 109.5
C25 C27 H27B 109.5
H27A C27 H27B 109.5
C25 C27 H27C 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
C4 C28 H28A 109.5
C4 C28 H28B 109.5
H28A C28 H28B 109.5
C4 C28 H28C 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
C4 C29 H29A 109.5
C4 C29 H29B 109.5
H29A C29 H29B 109.5
C4 C29 H29C 109.5
H29A C29 H29C 109.5
H29B C29 H29C 109.5
C14 C30 H30A 109.5
C14 C30 H30B 109.5
H30A C30 H30B 109.5
C14 C30 H30C 109.5
H30A C30 H30C 109.5
H30B C30 H30C 109.5
O3 C31 H31A 109.5
O3 C31 H31B 109.5
H31A C31 H31B 109.5
O3 C31 H31C 109.5
H31A C31 H31C 109.5
H31B C31 H31C 109.5
C21 O3 C31 116.7(3)
C24 O5 C25 60.6(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.520(5)
C1 C10 1.534(4)
C1 H1A 0.9700
C1 H1B 0.9700
C2 C3 1.473(5)
C2 H2A 0.9700
C2 H2B 0.9700
C3 O1 1.206(4)
C3 C4 1.512(5)
C4 C28 1.538(5)
C4 C29 1.546(5)
C4 C5 1.554(4)
C5 C6 1.524(4)
C5 C10 1.549(4)
C5 H5 0.9800
C6 C7 1.489(5)
C6 H6A 0.9700
C6 H6B 0.9700
C7 C8 1.317(4)
C7 H7 0.9300
C8 C9 1.513(4)
C8 C14 1.515(4)
C9 C11 1.532(4)
C9 C10 1.550(4)
C9 H9 0.9800
C10 C19 1.532(4)
C11 C12 1.542(4)
C11 H11A 0.9700
C11 H11B 0.9700
C12 C13 1.542(4)
C12 H12A 0.9700
C12 H12B 0.9700
C13 C18 1.533(4)
C13 C14 1.543(4)
C13 C17 1.545(4)
C14 C15 1.542(5)
C14 C30 1.550(4)
C15 C16 1.540(5)
C15 H15A 0.9700
C15 H15B 0.9700
C16 C17 1.560(5)
C16 H16A 0.9700
C16 H16B 0.9700
C17 C20 1.538(4)
C17 H17 0.9800
C18 H18A 0.9600
C18 H18B 0.9600
C18 H18C 0.9600
C19 H19A 0.9600
C19 H19B 0.9600
C19 H19C 0.9600
C20 C21 1.501(5)
C20 C22 1.528(4)
C20 H20 0.9800
C21 O2 1.194(4)
C21 O3 1.331(4)
C22 C23 1.484(5)
C22 H22A 0.9700
C22 H22B 0.9700
C23 O4 1.205(4)
C23 C24 1.514(5)
C24 O5 1.425(4)
C24 C25 1.453(6)
C24 H24 0.9800
C25 O5 1.454(4)
C25 C26 1.488(6)
C25 C27 1.497(5)
C26 H26A 0.9600
C26 H26B 0.9600
C26 H26C 0.9600
C27 H27A 0.9600
C27 H27B 0.9600
C27 H27C 0.9600
C28 H28A 0.9600
C28 H28B 0.9600
C28 H28C 0.9600
C29 H29A 0.9600
C29 H29B 0.9600
C29 H29C 0.9600
C30 H30A 0.9600
C30 H30B 0.9600
C30 H30C 0.9600
C31 O3 1.443(5)
C31 H31A 0.9600
C31 H31B 0.9600
C31 H31C 0.9600
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C10 C1 C2 C3 -56.2(4)
C1 C2 C3 O1 -132.4(5)
C1 C2 C3 C4 50.1(5)
O1 C3 C4 C28 21.1(6)
C2 C3 C4 C28 -161.4(4)
O1 C3 C4 C29 -94.5(5)
C2 C3 C4 C29 83.0(4)
O1 C3 C4 C5 140.7(4)
C2 C3 C4 C5 -41.8(5)
C3 C4 C5 C6 174.0(3)
C28 C4 C5 C6 -67.0(4)
C29 C4 C5 C6 54.4(4)
C3 C4 C5 C10 42.5(4)
C28 C4 C5 C10 161.6(3)
C29 C4 C5 C10 -77.0(4)
C10 C5 C6 C7 -41.6(4)
C4 C5 C6 C7 -176.4(3)
C5 C6 C7 C8 12.0(5)
C6 C7 C8 C9 -4.2(5)
C6 C7 C8 C14 172.9(3)
C7 C8 C9 C11 157.8(3)
C14 C8 C9 C11 -19.5(4)
C7 C8 C9 C10 25.9(4)
C14 C8 C9 C10 -151.4(3)
C2 C1 C10 C19 -69.0(4)
C2 C1 C10 C5 54.2(4)
C2 C1 C10 C9 169.7(3)
C6 C5 C10 C19 -59.1(3)
C4 C5 C10 C19 72.1(3)
C6 C5 C10 C1 179.3(3)
C4 C5 C10 C1 -49.4(4)
C6 C5 C10 C9 62.2(3)
C4 C5 C10 C9 -166.6(3)
C8 C9 C10 C19 69.9(3)
C11 C9 C10 C19 -60.5(4)
C8 C9 C10 C1 -168.9(3)
C11 C9 C10 C1 60.7(3)
C8 C9 C10 C5 -52.8(3)
C11 C9 C10 C5 176.7(3)
C8 C9 C11 C12 49.9(4)
C10 C9 C11 C12 179.9(3)
C9 C11 C12 C13 -21.4(4)
C11 C12 C13 C18 87.5(3)
C11 C12 C13 C14 -34.2(4)
C11 C12 C13 C17 -148.2(3)
C7 C8 C14 C15 30.4(4)
C9 C8 C14 C15 -152.4(3)
C7 C8 C14 C13 145.9(3)
C9 C8 C14 C13 -36.9(4)
C7 C8 C14 C30 -90.1(4)
C9 C8 C14 C30 87.1(3)
C18 C13 C14 C8 -56.6(3)
C12 C13 C14 C8 64.6(3)
C17 C13 C14 C8 -172.0(3)
C18 C13 C14 C15 67.2(3)
C12 C13 C14 C15 -171.6(3)
C17 C13 C14 C15 -48.1(3)
C18 C13 C14 C30 -177.8(3)
C12 C13 C14 C30 -56.6(3)
C17 C13 C14 C30 66.8(3)
C8 C14 C15 C16 157.3(3)
C13 C14 C15 C16 37.0(3)
C30 C14 C15 C16 -81.9(3)
C14 C15 C16 C17 -12.3(4)
C18 C13 C17 C20 47.3(4)
C12 C13 C17 C20 -77.7(4)
C14 C13 C17 C20 164.3(3)
C18 C13 C17 C16 -77.3(3)
C12 C13 C17 C16 157.7(3)
C14 C13 C17 C16 39.7(3)
C15 C16 C17 C20 -146.1(3)
C15 C16 C17 C13 -17.0(4)
C13 C17 C20 C21 67.5(4)
C16 C17 C20 C21 -172.7(3)
C13 C17 C20 C22 -172.8(3)
C16 C17 C20 C22 -53.0(4)
C22 C20 C21 O2 -43.9(5)
C17 C20 C21 O2 76.9(5)
C22 C20 C21 O3 137.7(3)
C17 C20 C21 O3 -101.5(3)
C21 C20 C22 C23 -68.1(4)
C17 C20 C22 C23 171.3(3)
C20 C22 C23 O4 -4.1(6)
C20 C22 C23 C24 179.7(4)
O4 C23 C24 O5 162.8(4)
C22 C23 C24 O5 -20.8(6)
O4 C23 C24 C25 92.3(5)
C22 C23 C24 C25 -91.3(5)
C23 C24 C25 O5 104.7(4)
O5 C24 C25 C26 -102.5(4)
C23 C24 C25 C26 2.1(6)
O5 C24 C25 C27 101.8(4)
C23 C24 C25 C27 -153.6(4)
O2 C21 O3 C31 -1.6(5)
C20 C21 O3 C31 176.8(3)
C23 C24 O5 C25 -113.4(4)
C26 C25 O5 C24 111.9(4)
C27 C25 O5 C24 -111.2(4)
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 26635935 ChemSpider
|
1501848.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501848.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501848
loop_
_publ_author_name
'Lim, Siew-Huah'
'Tan, Shin-Jowl'
'Low, Yun-Yee'
'Kam, Toh-Seok'
_publ_section_title
;
Lumutinines A-D, linearly fused macroline-macroline and
macroline-sarpagine bisindoles from Alstonia macrophylla.
;
_journal_issue 12
_journal_name_full 'Journal of natural products'
_journal_page_first 2556
_journal_page_last 2562
_journal_paper_doi 10.1021/np200730j
_journal_volume 74
_journal_year 2011
_chemical_absolute_configuration ad
_chemical_formula_moiety 'C20 H24 N2 O2, 2(C H Cl3)'
_chemical_formula_sum 'C22 H26 Cl6 N2 O2'
_chemical_formula_weight 563.15
_chemical_melting_point 175.0(10)
_chemical_name_common Alstoumerine
_chemical_name_systematic
;
?
;
_space_group_IT_number 19
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_Hall 'P 2ac 2ab'
_symmetry_space_group_name_H-M 'P 21 21 21'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 10.3890(2)
_cell_length_b 10.4473(2)
_cell_length_c 23.0709(4)
_cell_measurement_reflns_used 6850
_cell_measurement_temperature 100(2)
_cell_measurement_theta_max 27.49
_cell_measurement_theta_min 2.63
_cell_volume 2504.05(8)
_computing_cell_refinement 'SAINT (Bruker, 2007)'
_computing_data_collection 'APEX2 (Bruker, 2007)'
_computing_data_reduction 'SAINT (Bruker, 2007)'
_computing_molecular_graphics 'X-SEED (Barbour, 2001)'
_computing_publication_material
;
SHELXL-97 (Sheldrick, 2008), enCIFer (Allen et al., 2004),
;
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 2008), Olex2 (Dolomanov & Puschmann, 2009)
;
_computing_structure_solution 'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0389
_diffrn_reflns_av_sigmaI/netI 0.0410
_diffrn_reflns_limit_h_max 14
_diffrn_reflns_limit_h_min -14
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_l_max 31
_diffrn_reflns_limit_l_min -32
_diffrn_reflns_number 27532
_diffrn_reflns_theta_full 25.00
_diffrn_reflns_theta_max 30.48
_diffrn_reflns_theta_min 2.14
_exptl_absorpt_coefficient_mu 0.709
_exptl_absorpt_correction_T_max 0.8949
_exptl_absorpt_correction_T_min 0.6403
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SADABS (Bruker, 2006)'
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.494
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description needle
_exptl_crystal_F_000 1160
_exptl_crystal_size_max 0.69
_exptl_crystal_size_mid 0.18
_exptl_crystal_size_min 0.16
_refine_diff_density_max 0.436
_refine_diff_density_min -0.326
_refine_diff_density_rms 0.055
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.01(4)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.024
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 321
_refine_ls_number_reflns 7322
_refine_ls_number_restraints 22
_refine_ls_restrained_S_all 1.083
_refine_ls_R_factor_all 0.0493
_refine_ls_R_factor_gt 0.0397
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0381P)^2^+0.6515P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0827
_refine_ls_wR_factor_ref 0.0867
_reflns_number_gt 6345
_reflns_number_total 7322
_reflns_threshold_expression I>2\s(I)
_cod_data_source_file np200730j_si_002.cif
_cod_data_source_block tsj_1869_1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_chemical_melting_point' value '174-176' was changed to '175.0(10)'
- the average value was taken and precision was
estimated.
'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_database_code 1501848
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.84966(18) 0.12619(16) 0.80442(8) 0.0141(3) Uani 1 1 d . . .
C3 C 0.95653(17) 0.19168(17) 0.83568(7) 0.0145(3) Uani 1 1 d . . .
H3 H 1.0223 0.1267 0.8473 0.017 Uiso 1 1 calc R . .
C5 C 0.91162(18) 0.37065(17) 0.77030(7) 0.0130(3) Uani 1 1 d . . .
H5 H 0.9536 0.4409 0.7477 0.016 Uiso 1 1 calc R . .
C6 C 0.82308(18) 0.29702(17) 0.72942(8) 0.0147(3) Uani 1 1 d . . .
H6A H 0.7446 0.3479 0.7216 0.018 Uiso 1 1 calc R . .
H6B H 0.8675 0.2814 0.6921 0.018 Uiso 1 1 calc R . .
C7 C 0.78717(18) 0.17244(17) 0.75672(8) 0.0145(3) Uani 1 1 d . . .
C8 C 0.69072(18) 0.08036(17) 0.74189(8) 0.0147(3) Uani 1 1 d . . .
C9 C 0.60070(18) 0.07112(18) 0.69684(8) 0.0169(4) Uani 1 1 d . . .
H9 H 0.5917 0.1384 0.6694 0.020 Uiso 1 1 calc R . .
C10 C 0.52508(19) -0.03774(18) 0.69297(8) 0.0194(4) Uani 1 1 d . . .
H10 H 0.4651 -0.0457 0.6621 0.023 Uiso 1 1 calc R . .
C11 C 0.53571(19) -0.13629(19) 0.73393(8) 0.0196(4) Uani 1 1 d . . .
H11 H 0.4820 -0.2095 0.7306 0.024 Uiso 1 1 calc R . .
C12 C 0.62314(19) -0.12907(18) 0.77933(8) 0.0178(4) Uani 1 1 d . . .
H12 H 0.6300 -0.1960 0.8071 0.021 Uiso 1 1 calc R . .
C13 C 0.70017(18) -0.02089(17) 0.78285(8) 0.0153(3) Uani 1 1 d . . .
C14 C 0.90815(19) 0.26330(17) 0.89098(8) 0.0158(4) Uani 1 1 d . . .
H14A H 0.8186 0.2380 0.9001 0.019 Uiso 1 1 calc R . .
H14B H 0.9633 0.2421 0.9246 0.019 Uiso 1 1 calc R . .
C15 C 0.91505(18) 0.40790(17) 0.87782(8) 0.0146(3) Uani 1 1 d . . .
H15 H 0.8807 0.4597 0.9108 0.018 Uiso 1 1 calc R . .
C16 C 0.83706(18) 0.43204(17) 0.82146(8) 0.0145(3) Uani 1 1 d . . .
H16 H 0.7540 0.3845 0.8254 0.017 Uiso 1 1 calc R . .
C17 C 0.80349(18) 0.57182(17) 0.81004(8) 0.0165(3) Uani 1 1 d . . .
H17A H 0.7574 0.5783 0.7726 0.020 Uiso 1 1 calc R . .
H17B H 0.7447 0.6025 0.8408 0.020 Uiso 1 1 calc R . .
C18 C 1.1469(2) 0.4858(2) 0.96534(9) 0.0244(4) Uani 1 1 d . . .
H18A H 1.1936 0.5513 0.9873 0.037 Uiso 1 1 calc R . .
H18B H 1.1968 0.4062 0.9652 0.037 Uiso 1 1 calc R . .
H18C H 1.0630 0.4705 0.9834 0.037 Uiso 1 1 calc R . .
C19 C 1.12746(19) 0.53132(18) 0.90361(8) 0.0184(4) Uani 1 1 d . . .
H19 H 1.2135 0.5474 0.8856 0.022 Uiso 1 1 calc R . .
C20 C 1.05558(18) 0.43599(17) 0.86714(8) 0.0151(3) Uani 1 1 d . . .
C21 C 1.10534(18) 0.36659(17) 0.82440(8) 0.0150(3) Uani 1 1 d . . .
H21 H 1.1941 0.3707 0.8146 0.018 Uiso 1 1 calc R . .
C22 C 0.8329(2) -0.06408(18) 0.87193(8) 0.0207(4) Uani 1 1 d . . .
H22A H 0.7759 -0.0404 0.9040 0.031 Uiso 1 1 calc R . .
H22B H 0.9223 -0.0454 0.8826 0.031 Uiso 1 1 calc R . .
H22C H 0.8239 -0.1557 0.8638 0.031 Uiso 1 1 calc R . .
N1 N 0.79847(16) 0.00878(14) 0.82083(6) 0.0155(3) Uani 1 1 d . . .
N4 N 1.01597(14) 0.28367(14) 0.79329(6) 0.0133(3) Uani 1 1 d . . .
O17 O 0.91405(13) 0.65217(13) 0.80834(6) 0.0184(3) Uani 1 1 d . . .
H17 H 0.9209 0.6849 0.7752 0.028 Uiso 1 1 calc R . .
O19 O 1.05816(15) 0.65003(13) 0.90662(6) 0.0226(3) Uani 1 1 d . . .
H19A H 1.0162 0.6606 0.8759 0.034 Uiso 1 1 calc R . .
C23 C 0.5805(2) 0.6861(2) 0.98209(9) 0.0296(5) Uani 1 1 d . . .
H23 H 0.5633 0.7254 1.0208 0.035 Uiso 1 1 calc R . .
Cl1 Cl 0.74810(6) 0.67316(5) 0.97237(3) 0.03421(13) Uani 1 1 d . . .
Cl2 Cl 0.51397(6) 0.78548(7) 0.92789(2) 0.03751(14) Uani 1 1 d . . .
Cl3 Cl 0.50862(7) 0.53331(7) 0.97994(3) 0.04856(18) Uani 1 1 d . . .
C24 C 0.3802(2) 0.1791(2) 0.89288(9) 0.0260(4) Uani 1 1 d U . .
H24A H 0.3431 0.2556 0.8728 0.031 Uiso 0.442(8) 1 calc PRD A 1
H24B H 0.3363 0.2546 0.8747 0.031 Uiso 0.558(8) 1 d PRD A 2
Cl4A Cl 0.5170(6) 0.2253(4) 0.9245(3) 0.0764(18) Uani 0.442(8) 1 d PDU A 1
Cl6A Cl 0.2650(6) 0.1282(4) 0.9471(2) 0.0649(12) Uani 0.442(8) 1 d PD A 1
Cl5A Cl 0.3946(5) 0.0597(3) 0.84220(13) 0.0477(9) Uani 0.442(8) 1 d PD A 1
Cl4B Cl 0.55305(14) 0.1827(3) 0.89781(15) 0.0485(8) Uani 0.558(8) 1 d PDU A 2
Cl5B Cl 0.3369(5) 0.0589(3) 0.84586(17) 0.0670(9) Uani 0.558(8) 1 d PD A 2
Cl6B Cl 0.3158(3) 0.1559(4) 0.96058(10) 0.0534(7) Uani 0.558(8) 1 d PD A 2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C2 0.0171(8) 0.0101(8) 0.0153(8) 0.0001(6) 0.0007(7) 0.0005(7)
C3 0.0171(8) 0.0117(8) 0.0147(8) 0.0008(6) -0.0002(7) 0.0008(7)
C5 0.0157(8) 0.0098(7) 0.0135(8) 0.0006(6) 0.0000(7) 0.0007(7)
C6 0.0167(8) 0.0122(8) 0.0151(8) 0.0004(6) -0.0013(7) 0.0002(7)
C7 0.0155(8) 0.0113(8) 0.0168(8) -0.0013(7) 0.0007(7) 0.0008(7)
C8 0.0142(8) 0.0119(8) 0.0178(8) -0.0013(6) 0.0027(7) 0.0016(7)
C9 0.0144(8) 0.0167(8) 0.0195(8) -0.0005(7) 0.0021(7) 0.0020(7)
C10 0.0153(9) 0.0224(10) 0.0205(9) -0.0056(7) 0.0006(7) -0.0019(7)
C11 0.0179(9) 0.0156(9) 0.0252(9) -0.0053(7) 0.0057(7) -0.0051(7)
C12 0.0208(9) 0.0125(8) 0.0200(9) 0.0000(7) 0.0049(7) -0.0003(7)
C13 0.0164(8) 0.0144(8) 0.0150(8) -0.0018(7) 0.0031(7) 0.0015(7)
C14 0.0189(9) 0.0145(8) 0.0139(8) 0.0014(6) 0.0012(7) -0.0016(7)
C15 0.0180(9) 0.0127(8) 0.0131(8) -0.0012(6) 0.0017(7) -0.0019(7)
C16 0.0154(8) 0.0118(8) 0.0165(8) -0.0003(7) 0.0010(7) -0.0010(7)
C17 0.0168(8) 0.0135(8) 0.0190(8) 0.0004(7) -0.0007(7) 0.0007(7)
C18 0.0314(11) 0.0230(10) 0.0188(9) -0.0023(8) -0.0084(8) 0.0001(9)
C19 0.0222(10) 0.0176(9) 0.0152(8) -0.0022(7) -0.0004(7) -0.0018(7)
C20 0.0170(9) 0.0133(8) 0.0148(8) 0.0014(7) -0.0015(7) -0.0022(7)
C21 0.0146(8) 0.0148(8) 0.0156(8) 0.0004(7) -0.0007(7) -0.0010(7)
C22 0.0280(11) 0.0157(9) 0.0185(9) 0.0031(7) -0.0020(8) -0.0021(8)
N1 0.0201(8) 0.0103(7) 0.0159(7) 0.0015(6) 0.0004(6) -0.0018(6)
N4 0.0134(7) 0.0117(7) 0.0149(7) -0.0002(5) 0.0005(6) -0.0004(6)
O17 0.0233(7) 0.0159(6) 0.0160(6) 0.0034(5) -0.0020(5) -0.0049(5)
O19 0.0357(8) 0.0153(6) 0.0170(6) -0.0021(5) -0.0085(6) -0.0015(6)
C23 0.0297(11) 0.0354(12) 0.0236(10) -0.0081(9) 0.0021(9) -0.0026(10)
Cl1 0.0308(3) 0.0298(3) 0.0420(3) -0.0048(2) 0.0013(2) 0.0008(2)
Cl2 0.0345(3) 0.0535(4) 0.0245(2) -0.0061(2) -0.0034(2) 0.0014(3)
Cl3 0.0519(4) 0.0485(4) 0.0453(3) -0.0094(3) 0.0084(3) -0.0220(3)
C24 0.0318(8) 0.0241(10) 0.0221(9) 0.0010(8) -0.0041(8) 0.0024(9)
Cl4A 0.100(3) 0.0527(16) 0.077(2) 0.0345(16) -0.061(3) -0.0392(18)
Cl6A 0.082(3) 0.0568(16) 0.056(2) 0.0280(14) 0.0349(18) 0.0334(18)
Cl5A 0.090(2) 0.0259(8) 0.0274(9) -0.0030(7) 0.0126(13) 0.0009(13)
Cl4B 0.0266(6) 0.0602(13) 0.0588(13) 0.0335(11) -0.0083(6) -0.0010(6)
Cl5B 0.084(2) 0.0536(11) 0.0629(15) -0.0310(10) -0.0386(15) 0.0106(13)
Cl6B 0.0575(14) 0.0744(15) 0.0281(8) 0.0139(8) 0.0141(8) 0.0335(12)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C7 C2 N1 110.48(16)
C7 C2 C3 125.56(16)
N1 C2 C3 123.95(16)
C2 C3 N4 106.53(14)
C2 C3 C14 112.06(15)
N4 C3 C14 110.93(14)
C2 C3 H3 109.1
N4 C3 H3 109.1
C14 C3 H3 109.1
N4 C5 C6 110.27(14)
N4 C5 C16 109.88(13)
C6 C5 C16 112.21(15)
N4 C5 H5 108.1
C6 C5 H5 108.1
C16 C5 H5 108.1
C7 C6 C5 109.22(15)
C7 C6 H6A 109.8
C5 C6 H6A 109.8
C7 C6 H6B 109.8
C5 C6 H6B 109.8
H6A C6 H6B 108.3
C2 C7 C8 106.72(16)
C2 C7 C6 121.97(17)
C8 C7 C6 131.31(16)
C9 C8 C13 119.19(17)
C9 C8 C7 133.72(18)
C13 C8 C7 107.04(16)
C10 C9 C8 118.87(18)
C10 C9 H9 120.6
C8 C9 H9 120.6
C9 C10 C11 121.00(18)
C9 C10 H10 119.5
C11 C10 H10 119.5
C12 C11 C10 121.34(18)
C12 C11 H11 119.3
C10 C11 H11 119.3
C13 C12 C11 117.76(18)
C13 C12 H12 121.1
C11 C12 H12 121.1
N1 C13 C12 130.29(17)
N1 C13 C8 107.81(16)
C12 C13 C8 121.83(17)
C15 C14 C3 107.06(14)
C15 C14 H14A 110.3
C3 C14 H14A 110.3
C15 C14 H14B 110.3
C3 C14 H14B 110.3
H14A C14 H14B 108.6
C20 C15 C14 105.51(15)
C20 C15 C16 109.66(14)
C14 C15 C16 107.44(14)
C20 C15 H15 111.3
C14 C15 H15 111.3
C16 C15 H15 111.3
C17 C16 C5 112.26(15)
C17 C16 C15 114.83(15)
C5 C16 C15 108.03(14)
C17 C16 H16 107.1
C5 C16 H16 107.1
C15 C16 H16 107.1
O17 C17 C16 112.65(15)
O17 C17 H17A 109.1
C16 C17 H17A 109.1
O17 C17 H17B 109.1
C16 C17 H17B 109.1
H17A C17 H17B 107.8
C19 C18 H18A 109.5
C19 C18 H18B 109.5
H18A C18 H18B 109.5
C19 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
O19 C19 C20 110.51(16)
O19 C19 C18 107.00(15)
C20 C19 C18 112.63(16)
O19 C19 H19 108.9
C20 C19 H19 108.9
C18 C19 H19 108.9
C21 C20 C19 125.73(17)
C21 C20 C15 113.04(16)
C19 C20 C15 121.22(16)
C20 C21 N4 116.20(16)
C20 C21 H21 121.9
N4 C21 H21 121.9
N1 C22 H22A 109.5
N1 C22 H22B 109.5
H22A C22 H22B 109.5
N1 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
C13 N1 C2 107.96(15)
C13 N1 C22 125.54(15)
C2 N1 C22 126.25(16)
C21 N4 C3 108.72(13)
C21 N4 C5 105.80(13)
C3 N4 C5 108.54(13)
C17 O17 H17 109.5
C19 O19 H19A 109.5
Cl1 C23 Cl3 110.24(13)
Cl1 C23 Cl2 109.99(12)
Cl3 C23 Cl2 110.29(12)
Cl1 C23 H23 108.8
Cl3 C23 H23 108.8
Cl2 C23 H23 108.8
Cl4A C24 Cl5A 115.7(2)
Cl4A C24 Cl6B 88.6(2)
Cl5A C24 Cl6B 123.4(2)
Cl4A C24 Cl5B 135.2(2)
Cl5A C24 Cl5B 20.30(11)
Cl6B C24 Cl5B 111.64(19)
Cl4A C24 Cl4B 27.92(19)
Cl5A C24 Cl4B 88.33(16)
Cl6B C24 Cl4B 109.54(14)
Cl5B C24 Cl4B 108.42(16)
Cl4A C24 Cl6A 110.27(18)
Cl5A C24 Cl6A 108.3(2)
Cl6B C24 Cl6A 21.93(15)
Cl5B C24 Cl6A 92.75(19)
Cl4B C24 Cl6A 128.4(2)
Cl4A C24 H24A 107.4
Cl5A C24 H24A 107.4
Cl6B C24 H24A 112.5
Cl5B C24 H24A 101.0
Cl4B C24 H24A 113.4
Cl6A C24 H24A 107.4
Cl4A C24 H24B 110.1
Cl5A C24 H24B 109.0
Cl6B C24 H24B 108.3
Cl5B C24 H24B 101.0
Cl4B C24 H24B 117.6
Cl6A C24 H24B 102.7
H24A C24 H24B 4.8
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C2 C7 1.366(2)
C2 N1 1.390(2)
C2 C3 1.490(3)
C3 N4 1.504(2)
C3 C14 1.562(2)
C3 H3 1.0000
C5 N4 1.511(2)
C5 C6 1.526(2)
C5 C16 1.551(2)
C5 H5 1.0000
C6 C7 1.493(3)
C6 H6A 0.9900
C6 H6B 0.9900
C7 C8 1.431(3)
C8 C9 1.402(3)
C8 C13 1.422(3)
C9 C10 1.385(3)
C9 H9 0.9500
C10 C11 1.402(3)
C10 H10 0.9500
C11 C12 1.388(3)
C11 H11 0.9500
C12 C13 1.387(3)
C12 H12 0.9500
C13 N1 1.381(2)
C14 C15 1.543(2)
C14 H14A 0.9900
C14 H14B 0.9900
C15 C20 1.509(3)
C15 C16 1.553(2)
C15 H15 1.0000
C16 C17 1.524(2)
C16 H16 1.0000
C17 O17 1.423(2)
C17 H17A 0.9900
C17 H17B 0.9900
C18 C19 1.515(3)
C18 H18A 0.9800
C18 H18B 0.9800
C18 H18C 0.9800
C19 O19 1.436(2)
C19 C20 1.502(3)
C19 H19 1.0000
C20 C21 1.329(3)
C21 N4 1.459(2)
C21 H21 0.9500
C22 N1 1.448(2)
C22 H22A 0.9800
C22 H22B 0.9800
C22 H22C 0.9800
O17 H17 0.8400
O19 H19A 0.8400
C23 Cl1 1.761(2)
C23 Cl3 1.763(2)
C23 Cl2 1.766(2)
C23 H23 1.0000
C24 Cl4A 1.668(4)
C24 Cl5A 1.716(4)
C24 Cl6B 1.716(3)
C24 Cl5B 1.720(3)
C24 Cl4B 1.800(3)
C24 Cl6A 1.812(4)
C24 H24A 1.0000
C24 H24B 1.0028
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C7 C2 C3 N4 -22.6(2)
N1 C2 C3 N4 158.45(16)
C7 C2 C3 C14 98.9(2)
N1 C2 C3 C14 -80.1(2)
N4 C5 C6 C7 46.73(19)
C16 C5 C6 C7 -76.11(18)
N1 C2 C7 C8 0.2(2)
C3 C2 C7 C8 -178.90(17)
N1 C2 C7 C6 -179.56(16)
C3 C2 C7 C6 1.3(3)
C5 C6 C7 C2 -13.0(2)
C5 C6 C7 C8 167.30(18)
C2 C7 C8 C9 -177.2(2)
C6 C7 C8 C9 2.5(3)
C2 C7 C8 C13 -0.1(2)
C6 C7 C8 C13 179.67(18)
C13 C8 C9 C10 -1.2(3)
C7 C8 C9 C10 175.68(19)
C8 C9 C10 C11 1.4(3)
C9 C10 C11 C12 -0.7(3)
C10 C11 C12 C13 -0.1(3)
C11 C12 C13 N1 -176.20(18)
C11 C12 C13 C8 0.3(3)
C9 C8 C13 N1 177.53(16)
C7 C8 C13 N1 -0.1(2)
C9 C8 C13 C12 0.3(3)
C7 C8 C13 C12 -177.29(17)
C2 C3 C14 C15 -108.34(17)
N4 C3 C14 C15 10.6(2)
C3 C14 C15 C20 -62.19(18)
C3 C14 C15 C16 54.76(19)
N4 C5 C16 C17 140.58(15)
C6 C5 C16 C17 -96.36(18)
N4 C5 C16 C15 12.96(19)
C6 C5 C16 C15 136.02(15)
C20 C15 C16 C17 -80.95(19)
C14 C15 C16 C17 164.85(16)
C20 C15 C16 C5 45.18(18)
C14 C15 C16 C5 -69.02(18)
C5 C16 C17 O17 -67.6(2)
C15 C16 C17 O17 56.4(2)
O19 C19 C20 C21 130.90(19)
C18 C19 C20 C21 -109.5(2)
O19 C19 C20 C15 -50.8(2)
C18 C19 C20 C15 68.8(2)
C14 C15 C20 C21 57.62(19)
C16 C15 C20 C21 -57.8(2)
C14 C15 C20 C19 -120.91(18)
C16 C15 C20 C19 123.65(17)
C19 C20 C21 N4 -177.60(16)
C15 C20 C21 N4 3.9(2)
C12 C13 N1 C2 177.10(19)
C8 C13 N1 C2 0.21(19)
C12 C13 N1 C22 -8.4(3)
C8 C13 N1 C22 174.69(17)
C7 C2 N1 C13 -0.3(2)
C3 C2 N1 C13 178.87(16)
C7 C2 N1 C22 -174.70(17)
C3 C2 N1 C22 4.4(3)
C20 C21 N4 C3 -59.2(2)
C20 C21 N4 C5 57.24(19)
C2 C3 N4 C21 169.83(14)
C14 C3 N4 C21 47.63(18)
C2 C3 N4 C5 55.20(17)
C14 C3 N4 C5 -67.01(17)
C6 C5 N4 C21 171.67(14)
C16 C5 N4 C21 -64.14(17)
C6 C5 N4 C3 -71.80(17)
C16 C5 N4 C3 52.40(17)
|
1501849.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501849.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501849
loop_
_publ_author_name
'Sarma, Tridib'
'Panda, Pradeepta K.'
'Anusha, P. T.'
'Rao, S. Venugopal'
_publ_section_title
;
Dinaphthoporphycenes: synthesis and nonlinear optical studies.
;
_journal_issue 2
_journal_name_full 'Organic letters'
_journal_page_first 188
_journal_page_last 191
_journal_paper_doi 10.1021/ol102378g
_journal_volume 13
_journal_year 2011
_chemical_formula_moiety 'C44 H42 N4'
_chemical_formula_sum 'C44 H42 N4'
_chemical_formula_weight 626.82
_chemical_name_systematic
;
?
;
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2yn'
_symmetry_space_group_name_H-M 'P 1 21/n 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 105.454(14)
_cell_angle_gamma 90.00
_cell_formula_units_Z 2
_cell_length_a 15.429(2)
_cell_length_b 6.4378(9)
_cell_length_c 16.994(3)
_cell_measurement_reflns_used 2052
_cell_measurement_temperature 298(2)
_cell_measurement_theta_max 29.0515
_cell_measurement_theta_min 3.1369
_cell_volume 1627.0(4)
_computing_cell_refinement CrysAlisPro
_computing_data_collection CrysAlisPro
_computing_data_reduction CrysAlisPro
_computing_molecular_graphics OLEX2
_computing_publication_material OLEX2
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 298(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type 'Xcalibur, Eos, Gemini'
_diffrn_measurement_method '\w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0200
_diffrn_reflns_av_sigmaI/netI 0.0480
_diffrn_reflns_limit_h_max 19
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_k_max 7
_diffrn_reflns_limit_k_min -8
_diffrn_reflns_limit_l_max 21
_diffrn_reflns_limit_l_min -21
_diffrn_reflns_number 6269
_diffrn_reflns_theta_full 26.37
_diffrn_reflns_theta_max 26.37
_diffrn_reflns_theta_min 3.17
_exptl_absorpt_coefficient_mu 0.075
_exptl_absorpt_correction_T_max 0.9925
_exptl_absorpt_correction_T_min 0.9793
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SCALE3 ABSPACK'
_exptl_crystal_colour blue
_exptl_crystal_density_diffrn 1.280
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description plate
_exptl_crystal_F_000 668
_exptl_crystal_size_max 0.28
_exptl_crystal_size_mid 0.17
_exptl_crystal_size_min 0.10
_refine_diff_density_max 0.163
_refine_diff_density_min -0.162
_refine_diff_density_rms 0.032
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 0.912
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 233
_refine_ls_number_reflns 3321
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 0.912
_refine_ls_R_factor_all 0.0739
_refine_ls_R_factor_gt 0.0416
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0527P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0898
_refine_ls_wR_factor_ref 0.0974
_reflns_number_gt 2113
_reflns_number_total 3321
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file ol102378g_si_001.cif
_cod_data_source_block pkp16
_cod_original_cell_volume 1626.9(4)
_cod_original_sg_symbol_H-M 'P 21/n'
_cod_database_code 1501849
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C -0.08279(10) 0.2995(2) 0.13654(9) 0.0336(4) Uani 1 1 d .
C2 C -0.03823(10) 0.1248(2) 0.18667(9) 0.0348(4) Uani 1 1 d .
C3 C 0.02571(10) 0.0502(2) 0.14909(9) 0.0316(3) Uani 1 1 d .
C4 C 0.02181(9) 0.1856(2) 0.08219(9) 0.0303(3) Uani 1 1 d .
C5 C 0.08637(10) 0.1837(2) 0.03971(9) 0.0311(3) Uani 1 1 d .
C6 C 0.16182(9) 0.0479(2) 0.06058(9) 0.0319(4) Uani 1 1 d .
C7 C 0.22078(10) 0.1187(2) 0.01719(9) 0.0345(4) Uani 1 1 d .
C8 C 0.17442(10) 0.2905(2) -0.03382(9) 0.0335(4) Uani 1 1 d .
C9 C 0.19872(10) 0.4087(2) -0.09449(9) 0.0381(4) Uani 1 1 d .
H9 H 0.2528 0.3690 -0.1045 0.046 Uiso 1 1 calc R
C10 C -0.15610(10) 0.4251(2) 0.14222(9) 0.0363(4) Uani 1 1 d .
H10 H -0.1801 0.3910 0.1853 0.044 Uiso 1 1 calc R
C11 C 0.09140(10) -0.1213(2) 0.16181(9) 0.0327(3) Uani 1 1 d .
C12 C 0.08575(11) -0.2939(2) 0.21018(9) 0.0402(4) Uani 1 1 d .
H12 H 0.0408 -0.2980 0.2374 0.048 Uiso 1 1 calc R
C13 C 0.14453(11) -0.4571(2) 0.21862(10) 0.0450(4) Uani 1 1 d .
H13 H 0.1401 -0.5679 0.2524 0.054 Uiso 1 1 calc R
C14 C 0.21011(11) -0.4580(2) 0.17734(10) 0.0450(4) Uani 1 1 d .
H14 H 0.2502 -0.5685 0.1836 0.054 Uiso 1 1 calc R
C15 C 0.21615(10) -0.2950(2) 0.12677(10) 0.0401(4) Uani 1 1 d .
H15 H 0.2591 -0.2995 0.0975 0.048 Uiso 1 1 calc R
C16 C 0.15916(10) -0.1223(2) 0.11831(9) 0.0333(4) Uani 1 1 d .
C17 C -0.05118(12) 0.0614(3) 0.26812(10) 0.0454(4) Uani 1 1 d .
C18 C -0.02973(15) 0.2395(3) 0.32946(11) 0.0775(6) Uani 1 1 d .
H18A H 0.0301 0.2891 0.3340 0.116 Uiso 1 1 calc R
H18B H -0.0338 0.1912 0.3818 0.116 Uiso 1 1 calc R
H18C H -0.0719 0.3504 0.3112 0.116 Uiso 1 1 calc R
C19 C -0.14180(13) -0.0348(3) 0.26485(12) 0.0695(6) Uani 1 1 d .
H19A H -0.1881 0.0678 0.2475 0.104 Uiso 1 1 calc R
H19B H -0.1418 -0.0847 0.3181 0.104 Uiso 1 1 calc R
H19C H -0.1529 -0.1484 0.2269 0.104 Uiso 1 1 calc R
C20 C 0.31733(10) 0.0555(3) 0.02771(11) 0.0429(4) Uani 1 1 d .
C21 C 0.38139(11) 0.2400(3) 0.04991(11) 0.0587(5) Uani 1 1 d .
H21A H 0.3725 0.3315 0.0038 0.088 Uiso 1 1 calc R
H21B H 0.4424 0.1910 0.0648 0.088 Uiso 1 1 calc R
H21C H 0.3696 0.3137 0.0951 0.088 Uiso 1 1 calc R
C22 C 0.33355(12) -0.0661(3) -0.04343(12) 0.0638(6) Uani 1 1 d .
H22A H 0.2955 -0.1865 -0.0533 0.096 Uiso 1 1 calc R
H22B H 0.3953 -0.1088 -0.0307 0.096 Uiso 1 1 calc R
H22C H 0.3201 0.0200 -0.0913 0.096 Uiso 1 1 calc R
H2 H 0.0587(13) 0.493(3) -0.0389(11) 0.092(6) Uiso 1 1 d .
H17 H -0.0051(11) -0.043(2) 0.2914(10) 0.065(6) Uiso 1 1 d .
H20 H 0.3326(10) -0.037(2) 0.0764(10) 0.048(5) Uiso 1 1 d .
N1 N -0.04355(8) 0.32828(17) 0.07464(7) 0.0331(3) Uani 1 1 d .
N2 N 0.09408(8) 0.32304(18) -0.01682(7) 0.0336(3) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0319(8) 0.0377(8) 0.0340(9) -0.0006(7) 0.0138(7) -0.0027(7)
C2 0.0335(8) 0.0385(8) 0.0340(9) 0.0026(7) 0.0119(7) -0.0026(7)
C3 0.0288(8) 0.0342(8) 0.0315(9) 0.0003(7) 0.0076(6) -0.0031(7)
C4 0.0297(8) 0.0308(7) 0.0312(8) 0.0002(7) 0.0097(6) 0.0009(7)
C5 0.0309(8) 0.0316(7) 0.0320(8) -0.0002(7) 0.0107(7) -0.0002(6)
C6 0.0320(8) 0.0327(8) 0.0318(9) -0.0032(7) 0.0100(7) 0.0026(6)
C7 0.0321(8) 0.0369(8) 0.0365(9) -0.0022(7) 0.0124(7) 0.0031(7)
C8 0.0310(8) 0.0365(8) 0.0356(9) -0.0022(7) 0.0136(7) 0.0016(7)
C9 0.0322(8) 0.0446(9) 0.0428(10) -0.0008(8) 0.0193(7) 0.0037(7)
C10 0.0348(9) 0.0432(8) 0.0363(9) 0.0034(7) 0.0191(7) 0.0017(7)
C11 0.0313(8) 0.0340(8) 0.0303(8) -0.0007(7) 0.0042(6) -0.0016(7)
C12 0.0405(9) 0.0398(9) 0.0409(10) 0.0057(8) 0.0118(7) -0.0011(8)
C13 0.0502(11) 0.0375(9) 0.0448(11) 0.0105(7) 0.0083(8) 0.0011(8)
C14 0.0449(10) 0.0350(9) 0.0506(11) 0.0042(8) 0.0045(8) 0.0093(8)
C15 0.0363(9) 0.0387(9) 0.0448(10) -0.0007(8) 0.0098(7) 0.0035(7)
C16 0.0316(8) 0.0328(8) 0.0327(9) -0.0008(7) 0.0039(7) -0.0006(7)
C17 0.0499(11) 0.0538(10) 0.0383(10) 0.0099(8) 0.0216(8) 0.0075(9)
C18 0.0953(17) 0.0999(15) 0.0412(12) -0.0139(12) 0.0248(11) -0.0242(14)
C19 0.0762(15) 0.0830(14) 0.0599(13) 0.0017(10) 0.0367(12) -0.0274(11)
C20 0.0317(9) 0.0497(10) 0.0501(11) 0.0065(9) 0.0158(8) 0.0082(8)
C21 0.0360(10) 0.0731(12) 0.0649(13) -0.0032(10) 0.0097(9) -0.0029(9)
C22 0.0483(12) 0.0650(12) 0.0843(16) -0.0180(11) 0.0286(11) 0.0072(9)
N1 0.0320(7) 0.0353(7) 0.0359(7) 0.0030(6) 0.0155(6) 0.0037(6)
N2 0.0321(7) 0.0364(7) 0.0361(7) 0.0052(6) 0.0157(6) 0.0045(6)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
N1 C1 C10 120.28(13) .
N1 C1 C2 108.51(12) .
C10 C1 C2 131.17(13) .
C3 C2 C1 106.09(12) .
C3 C2 C17 127.61(14) .
C1 C2 C17 125.79(13) .
C2 C3 C4 105.70(12) .
C2 C3 C11 137.08(13) .
C4 C3 C11 117.22(12) .
N1 C4 C5 125.79(13) .
N1 C4 C3 111.48(12) .
C5 C4 C3 122.11(13) .
N2 C5 C4 125.71(13) .
N2 C5 C6 111.49(12) .
C4 C5 C6 122.17(13) .
C7 C6 C5 105.86(12) .
C7 C6 C16 137.06(13) .
C5 C6 C16 117.08(12) .
C6 C7 C8 105.98(12) .
C6 C7 C20 127.83(14) .
C8 C7 C20 125.70(13) .
N2 C8 C9 120.42(13) .
N2 C8 C7 108.57(12) .
C9 C8 C7 130.97(13) .
C10 C9 C8 131.47(13) 3_565
C9 C10 C1 131.27(13) 3_565
C12 C11 C16 117.91(13) .
C12 C11 C3 122.19(13) .
C16 C11 C3 119.69(12) .
C13 C12 C11 121.84(15) .
C12 C13 C14 120.39(15) .
C15 C14 C13 119.79(15) .
C14 C15 C16 121.63(14) .
C15 C16 C11 118.38(13) .
C15 C16 C6 121.90(13) .
C11 C16 C6 119.49(12) .
C2 C17 C19 115.06(15) .
C2 C17 C18 111.50(14) .
C19 C17 C18 111.23(15) .
C7 C20 C22 114.35(15) .
C7 C20 C21 111.92(13) .
C22 C20 C21 111.42(14) .
C4 N1 C1 108.09(12) .
C5 N2 C8 107.95(12) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.3590(17) .
C1 C10 1.4142(19) .
C1 C2 1.467(2) .
C2 C3 1.3956(19) .
C2 C17 1.507(2) .
C3 C4 1.4211(19) .
C3 C11 1.4750(19) .
C4 N1 1.3447(16) .
C4 C5 1.3771(19) .
C5 N2 1.3424(17) .
C5 C6 1.4235(18) .
C6 C7 1.3916(19) .
C6 C16 1.4784(19) .
C7 C8 1.468(2) .
C7 C20 1.508(2) .
C8 N2 1.3620(16) .
C8 C9 1.4103(19) .
C9 C10 1.397(2) 3_565
C10 C9 1.397(2) 3_565
C11 C12 1.3986(19) .
C11 C16 1.4323(19) .
C12 C13 1.370(2) .
C13 C14 1.376(2) .
C14 C15 1.375(2) .
C15 C16 1.4007(19) .
C17 C19 1.517(2) .
C17 C18 1.525(2) .
C20 C22 1.516(2) .
C20 C21 1.527(2) .
|
1501850.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501850.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501850
loop_
_publ_author_name
'Sarma, Tridib'
'Panda, Pradeepta K.'
'Anusha, P. T.'
'Rao, S. Venugopal'
_publ_section_title
;
Dinaphthoporphycenes: synthesis and nonlinear optical studies.
;
_journal_issue 2
_journal_name_full 'Organic letters'
_journal_page_first 188
_journal_page_last 191
_journal_paper_doi 10.1021/ol102378g
_journal_volume 13
_journal_year 2011
_chemical_formula_moiety 'C44 H40 N4 Ni'
_chemical_formula_sum 'C44 H40 N4 Ni'
_chemical_formula_weight 683.51
_chemical_name_systematic
;
?
;
_space_group_IT_number 61
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_Hall '-P 2ac 2ab'
_symmetry_space_group_name_H-M 'P b c a'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 15.338(3)
_cell_length_b 13.793(2)
_cell_length_c 15.4883(17)
_cell_measurement_reflns_used 1842
_cell_measurement_temperature 298(2)
_cell_measurement_theta_max 28.9732
_cell_measurement_theta_min 2.9405
_cell_volume 3276.7(9)
_computing_cell_refinement CrysAlisPro
_computing_data_collection CrysAlisPro
_computing_data_reduction CrysAlisPro
_computing_molecular_graphics OLEX2
_computing_publication_material OLEX2
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 298(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type 'Xcalibur, Eos, Gemini'
_diffrn_measurement_method '\w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0338
_diffrn_reflns_av_sigmaI/netI 0.0439
_diffrn_reflns_limit_h_max 17
_diffrn_reflns_limit_h_min -19
_diffrn_reflns_limit_k_max 17
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_l_max 18
_diffrn_reflns_limit_l_min -19
_diffrn_reflns_number 8987
_diffrn_reflns_theta_full 26.37
_diffrn_reflns_theta_max 26.37
_diffrn_reflns_theta_min 2.95
_exptl_absorpt_coefficient_mu 0.632
_exptl_absorpt_correction_T_max 0.8840
_exptl_absorpt_correction_T_min 0.8428
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SCALE3 ABSPACK'
_exptl_crystal_colour blue
_exptl_crystal_density_diffrn 1.386
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 1440
_exptl_crystal_size_max 0.28
_exptl_crystal_size_mid 0.26
_exptl_crystal_size_min 0.20
_refine_diff_density_max 0.398
_refine_diff_density_min -0.616
_refine_diff_density_rms 0.054
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 0.786
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 235
_refine_ls_number_reflns 3351
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 0.786
_refine_ls_R_factor_all 0.0618
_refine_ls_R_factor_gt 0.0377
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0870P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1023
_refine_ls_wR_factor_ref 0.1105
_reflns_number_gt 2172
_reflns_number_total 3351
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file ol102378g_si_001.cif
_cod_data_source_block pkp17a
_cod_original_cell_volume 3276.6(10)
_cod_original_sg_symbol_H-M Pbca
_cod_database_code 1501850
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C8 C 0.84484(14) 0.35478(16) 0.01001(12) 0.0326(5) Uani 1 1 d .
C7 C 0.78730(14) 0.33606(17) 0.08532(12) 0.0343(5) Uani 1 1 d .
C6 C 0.82156(14) 0.38997(15) 0.15393(12) 0.0309(5) Uani 1 1 d .
C5 C 0.89436(14) 0.43551(16) 0.11851(12) 0.0318(5) Uani 1 1 d .
C1 C 1.04848(14) 0.60614(15) 0.17073(12) 0.0315(5) Uani 1 1 d .
C2 C 1.00411(14) 0.59731(16) 0.25554(12) 0.0306(5) Uani 1 1 d .
C3 C 0.93865(14) 0.52768(16) 0.24570(12) 0.0309(5) Uani 1 1 d .
C4 C 0.94768(15) 0.49810(15) 0.16002(13) 0.0327(5) Uani 1 1 d .
C16 C 0.80524(14) 0.41691(15) 0.24586(12) 0.0320(5) Uani 1 1 d .
C15 C 0.73275(15) 0.38290(17) 0.29031(13) 0.0383(5) Uani 1 1 d .
H15 H 0.6942 0.3419 0.2617 0.046 Uiso 1 1 calc R
C14 C 0.71539(15) 0.40729(18) 0.37521(13) 0.0411(6) Uani 1 1 d .
H14 H 0.6657 0.3838 0.4026 0.049 Uiso 1 1 calc R
C13 C 0.77213(16) 0.46639(18) 0.41848(13) 0.0422(6) Uani 1 1 d .
H13 H 0.7621 0.4816 0.4761 0.051 Uiso 1 1 calc R
C12 C 0.84393(16) 0.50325(16) 0.37686(14) 0.0382(5) Uani 1 1 d .
H12 H 0.8812 0.5439 0.4074 0.046 Uiso 1 1 calc R
C11 C 0.86359(14) 0.48259(15) 0.29069(13) 0.0320(5) Uani 1 1 d .
C9 C 0.83671(15) 0.31590(16) -0.07343(12) 0.0371(5) Uani 1 1 d .
H9 H 0.7916 0.2713 -0.0790 0.044 Uiso 1 1 calc R
C10 C 1.11666(14) 0.66866(17) 0.14945(13) 0.0372(5) Uani 1 1 d .
H10 H 1.1346 0.7078 0.1950 0.045 Uiso 1 1 calc R
C20 C 0.70852(18) 0.2721(2) 0.07981(15) 0.0488(7) Uani 1 1 d .
C21 C 0.71206(19) 0.1855(2) 0.13987(19) 0.0643(8) Uani 1 1 d .
H21A H 0.7622 0.1467 0.1263 0.097 Uiso 1 1 calc R
H21B H 0.6602 0.1473 0.1328 0.097 Uiso 1 1 calc R
H21C H 0.7160 0.2075 0.1985 0.097 Uiso 1 1 calc R
C22 C 0.62301(17) 0.3278(2) 0.09014(17) 0.0673(9) Uani 1 1 d .
H22A H 0.6211 0.3572 0.1463 0.101 Uiso 1 1 calc R
H22B H 0.5748 0.2840 0.0839 0.101 Uiso 1 1 calc R
H22C H 0.6194 0.3773 0.0467 0.101 Uiso 1 1 calc R
C17 C 1.02951(16) 0.65795(18) 0.33221(13) 0.0377(5) Uani 1 1 d .
C18 C 1.05881(18) 0.5975(2) 0.40955(14) 0.0552(7) Uani 1 1 d .
H18A H 1.0098 0.5628 0.4326 0.083 Uiso 1 1 calc R
H18B H 1.0823 0.6395 0.4532 0.083 Uiso 1 1 calc R
H18C H 1.1028 0.5523 0.3915 0.083 Uiso 1 1 calc R
C19 C 0.95872(18) 0.73042(19) 0.35495(15) 0.0525(7) Uani 1 1 d .
H19A H 0.9515 0.7754 0.3082 0.079 Uiso 1 1 calc R
H19B H 0.9750 0.7650 0.4063 0.079 Uiso 1 1 calc R
H19C H 0.9049 0.6967 0.3648 0.079 Uiso 1 1 calc R
N2 N 0.90886(11) 0.41786(13) 0.03413(10) 0.0316(4) Uani 1 1 d .
N1 N 1.01033(11) 0.54268(14) 0.11476(10) 0.0327(4) Uani 1 1 d .
Ni1 Ni 1.0000 0.5000 0.0000 0.03067(14) Uani 1 2 d S
H17 H 1.0770(14) 0.6961(16) 0.3150(12) 0.033(6) Uiso 1 1 d .
H20 H 0.7072(17) 0.250(2) 0.0222(16) 0.053(7) Uiso 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C8 0.0365(12) 0.0310(12) 0.0303(11) 0.0017(9) 0.0001(9) -0.0062(10)
C7 0.0389(12) 0.0318(12) 0.0322(11) 0.0010(10) 0.0011(9) -0.0071(10)
C6 0.0366(12) 0.0272(11) 0.0288(10) 0.0014(9) 0.0004(9) -0.0034(9)
C5 0.0383(12) 0.0292(12) 0.0279(10) -0.0008(9) 0.0011(9) -0.0045(10)
C1 0.0364(12) 0.0307(11) 0.0273(10) -0.0029(9) -0.0036(9) -0.0022(10)
C2 0.0349(11) 0.0324(11) 0.0246(10) -0.0008(9) -0.0026(8) 0.0010(10)
C3 0.0357(12) 0.0317(11) 0.0253(10) -0.0012(9) -0.0016(8) 0.0002(10)
C4 0.0379(13) 0.0319(12) 0.0283(10) 0.0002(9) 0.0010(9) -0.0044(10)
C16 0.0380(12) 0.0301(11) 0.0279(10) 0.0054(9) -0.0002(8) 0.0011(10)
C15 0.0431(13) 0.0391(13) 0.0326(11) 0.0026(10) -0.0001(10) -0.0050(11)
C14 0.0434(13) 0.0430(15) 0.0368(12) 0.0065(11) 0.0103(10) -0.0005(11)
C13 0.0521(15) 0.0444(14) 0.0300(11) -0.0013(10) 0.0052(10) 0.0019(12)
C12 0.0451(13) 0.0377(13) 0.0319(11) -0.0029(10) 0.0000(10) -0.0021(11)
C11 0.0353(11) 0.0318(13) 0.0288(10) 0.0024(9) 0.0019(9) 0.0013(9)
C9 0.0423(13) 0.0353(13) 0.0337(11) -0.0036(10) 0.0002(9) -0.0151(11)
C10 0.0454(13) 0.0378(13) 0.0283(10) -0.0077(10) -0.0036(9) -0.0101(11)
C20 0.0529(16) 0.0597(18) 0.0337(12) -0.0071(12) 0.0044(11) -0.0244(13)
C21 0.0613(18) 0.0405(16) 0.091(2) -0.0009(15) 0.0206(15) -0.0198(14)
C22 0.0479(16) 0.096(3) 0.0581(16) 0.0197(16) -0.0092(13) -0.0108(17)
C17 0.0426(13) 0.0429(14) 0.0275(11) -0.0043(11) -0.0029(10) -0.0087(11)
C18 0.0571(16) 0.070(2) 0.0384(12) 0.0031(13) -0.0129(12) 0.0021(15)
C19 0.0640(17) 0.0460(16) 0.0475(13) -0.0129(13) -0.0015(12) 0.0022(14)
N2 0.0371(10) 0.0313(10) 0.0266(8) -0.0022(8) 0.0015(8) -0.0091(8)
N1 0.0376(10) 0.0327(10) 0.0279(9) -0.0056(8) 0.0024(7) -0.0084(8)
Ni1 0.0355(2) 0.0309(2) 0.0256(2) -0.00264(16) 0.00152(16) -0.00735(17)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
N2 C8 C9 124.00(18) . .
N2 C8 C7 108.88(16) . .
C9 C8 C7 127.1(2) . .
C6 C7 C8 106.32(18) . .
C6 C7 C20 131.20(19) . .
C8 C7 C20 122.47(19) . .
C5 C6 C7 103.96(17) . .
C5 C6 C16 113.44(18) . .
C7 C6 C16 142.5(2) . .
N2 C5 C4 118.46(19) . .
N2 C5 C6 115.63(18) . .
C4 C5 C6 125.82(19) . .
N1 C1 C10 124.63(18) . .
N1 C1 C2 108.25(18) . .
C10 C1 C2 127.12(18) . .
C3 C2 C1 106.81(17) . .
C3 C2 C17 130.87(19) . .
C1 C2 C17 122.30(19) . .
C4 C3 C2 103.49(18) . .
C4 C3 C11 113.67(18) . .
C2 C3 C11 142.64(18) . .
N1 C4 C5 118.59(19) . .
N1 C4 C3 115.78(18) . .
C5 C4 C3 125.4(2) . .
C15 C16 C11 117.87(18) . .
C15 C16 C6 121.52(19) . .
C11 C16 C6 120.57(18) . .
C14 C15 C16 122.9(2) . .
C13 C14 C15 119.2(2) . .
C14 C13 C12 120.0(2) . .
C13 C12 C11 123.1(2) . .
C12 C11 C16 116.84(19) . .
C12 C11 C3 122.06(19) . .
C16 C11 C3 121.08(17) . .
C10 C9 C8 132.3(2) 5_765 .
C9 C10 C1 132.7(2) 5_765 .
C7 C20 C21 113.6(2) . .
C7 C20 C22 113.0(2) . .
C21 C20 C22 111.3(2) . .
C2 C17 C19 111.37(19) . .
C2 C17 C18 113.1(2) . .
C19 C17 C18 112.84(19) . .
C5 N2 C8 105.18(16) . .
C5 N2 Ni1 106.69(13) . .
C8 N2 Ni1 147.64(13) . .
C4 N1 C1 105.66(17) . .
C4 N1 Ni1 106.91(14) . .
C1 N1 Ni1 146.98(15) . .
N2 Ni1 N2 180.0 5_765 .
N2 Ni1 N1 90.83(7) 5_765 .
N2 Ni1 N1 89.17(7) . .
N2 Ni1 N1 89.17(7) 5_765 5_765
N2 Ni1 N1 90.83(7) . 5_765
N1 Ni1 N1 180.0 . 5_765
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C8 N2 1.364(3) .
C8 C9 1.405(3) .
C8 C7 1.485(3) .
C7 C6 1.399(3) .
C7 C20 1.498(3) .
C6 C5 1.394(3) .
C6 C16 1.493(3) .
C5 N2 1.348(2) .
C5 C4 1.352(3) .
C1 N1 1.364(3) .
C1 C10 1.395(3) .
C1 C2 1.484(3) .
C2 C3 1.398(3) .
C2 C17 1.504(3) .
C3 C4 1.395(3) .
C3 C11 1.483(3) .
C4 N1 1.339(3) .
C16 C15 1.389(3) .
C16 C11 1.450(3) .
C15 C14 1.383(3) .
C14 C13 1.368(3) .
C13 C12 1.374(3) .
C12 C11 1.398(3) .
C9 C10 1.394(3) 5_765
C10 C9 1.394(3) 5_765
C20 C21 1.515(4) .
C20 C22 1.528(4) .
C17 C19 1.517(4) .
C17 C18 1.527(3) .
N2 Ni1 1.8753(17) .
N1 Ni1 1.8792(16) .
Ni1 N2 1.8753(17) 5_765
Ni1 N1 1.8792(16) 5_765
|
1501851.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501851.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501851
loop_
_publ_author_name
'Sarma, Tridib'
'Panda, Pradeepta K.'
'Anusha, P. T.'
'Rao, S. Venugopal'
_publ_section_title
;
Dinaphthoporphycenes: synthesis and nonlinear optical studies.
;
_journal_issue 2
_journal_name_full 'Organic letters'
_journal_page_first 188
_journal_page_last 191
_journal_paper_doi 10.1021/ol102378g
_journal_volume 13
_journal_year 2011
_chemical_formula_sum 'C26 H30 N2 O4'
_chemical_formula_weight 434.52
_chemical_name_systematic
;
?
;
_space_group_IT_number 15
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-C 2yc'
_symmetry_space_group_name_H-M 'C 1 2/c 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.000(2)
_cell_angle_beta 107.172(10)
_cell_angle_gamma 90.000(10)
_cell_formula_units_Z 16
_cell_length_a 24.668(2)
_cell_length_b 17.4685(9)
_cell_length_c 25.941(2)
_cell_measurement_temperature 293(2)
_cell_volume 10680.0(14)
_computing_cell_refinement CrysAlisPro
_computing_data_collection CrysAlisPro
_computing_data_reduction CrysAlisPro
_computing_molecular_graphics OLEX2
_computing_publication_material OLEX2
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type 'Xcalibur, Eos, Gemini'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0000
_diffrn_reflns_av_sigmaI/netI 0.0540
_diffrn_reflns_limit_h_max 23
_diffrn_reflns_limit_h_min -24
_diffrn_reflns_limit_k_max 17
_diffrn_reflns_limit_k_min 0
_diffrn_reflns_limit_l_max 25
_diffrn_reflns_limit_l_min 0
_diffrn_reflns_number 5587
_diffrn_reflns_theta_full 20.81
_diffrn_reflns_theta_max 20.81
_diffrn_reflns_theta_min 2.71
_exptl_absorpt_coefficient_mu 0.073
_exptl_absorpt_correction_T_max 0.9935
_exptl_absorpt_correction_T_min 0.9841
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SCALE3 ABSPACK'
_exptl_crystal_colour brown
_exptl_crystal_density_diffrn 1.081
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description plate
_exptl_crystal_F_000 3712
_exptl_crystal_size_max 0.22
_exptl_crystal_size_mid 0.16
_exptl_crystal_size_min 0.09
_platon_squeeze_details
;
;
_refine_diff_density_max 0.346
_refine_diff_density_min -0.180
_refine_diff_density_rms 0.043
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 0.920
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 602
_refine_ls_number_reflns 5587
_refine_ls_number_restraints 8
_refine_ls_restrained_S_all 0.920
_refine_ls_R_factor_all 0.1280
_refine_ls_R_factor_gt 0.0712
_refine_ls_shift/su_max 0.005
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1405P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1985
_refine_ls_wR_factor_ref 0.2237
_reflns_number_gt 2788
_reflns_number_total 5587
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file ol102378g_si_001.cif
_cod_data_source_block squeeze
_cod_original_cell_volume 10680.0(13)
_cod_original_sg_symbol_H-M 'C 2/c '
_cod_database_code 1501851
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.56783(19) 0.6140(3) 0.7055(2) 0.0705(13) Uani 1 1 d . . .
C2 C 0.57438(18) 0.5352(2) 0.7058(2) 0.0678(13) Uani 1 1 d . . .
C3 C 0.58595(18) 0.5128(3) 0.7608(2) 0.0667(13) Uani 1 1 d . . .
C4 C 0.59576(19) 0.4405(3) 0.7902(3) 0.0785(14) Uani 1 1 d . . .
C5 C 0.5852(2) 0.3697(3) 0.7635(2) 0.0968(17) Uani 1 1 d . . .
H5 H 0.5718 0.3696 0.7260 0.116 Uiso 1 1 calc R . .
C6 C 0.5936(3) 0.3015(3) 0.7895(3) 0.1116(19) Uani 1 1 d . . .
H6 H 0.5859 0.2560 0.7702 0.134 Uiso 1 1 calc R . .
C7 C 0.6136(3) 0.3008(3) 0.8442(4) 0.119(2) Uani 1 1 d . . .
H7 H 0.6213 0.2544 0.8624 0.142 Uiso 1 1 calc R . .
C8 C 0.6225(2) 0.3686(4) 0.8728(2) 0.1057(18) Uani 1 1 d . . .
H8 H 0.6350 0.3664 0.9103 0.127 Uiso 1 1 calc R . .
C9 C 0.6136(2) 0.4403(3) 0.8477(3) 0.0836(14) Uani 1 1 d . . .
C10 C 0.6193(2) 0.5127(4) 0.8760(3) 0.0863(15) Uani 1 1 d . . .
C11 C 0.6371(3) 0.5337(4) 0.9315(3) 0.1140(19) Uani 1 1 d . A .
C12 C 0.6338(3) 0.6129(5) 0.9337(3) 0.118(2) Uani 1 1 d . . .
C13 C 0.58839(19) 0.5791(3) 0.7903(2) 0.0675(12) Uani 1 1 d . . .
C14 C 0.6053(2) 0.5789(3) 0.8467(3) 0.0812(14) Uani 1 1 d . . .
C15 C 0.5764(2) 0.4891(3) 0.6575(2) 0.0870(15) Uani 1 1 d . . .
H15 H 0.5768 0.5293 0.6313 0.104 Uiso 1 1 calc R . .
C16 C 0.5217(2) 0.4473(3) 0.6297(2) 0.1115(18) Uani 1 1 d . . .
H16A H 0.4900 0.4805 0.6274 0.167 Uiso 1 1 calc R . .
H16B H 0.5187 0.4024 0.6501 0.167 Uiso 1 1 calc R . .
H16C H 0.5217 0.4327 0.5941 0.167 Uiso 1 1 calc R . .
C17 C 0.6293(3) 0.4489(3) 0.6619(3) 0.148(3) Uani 1 1 d . . .
H17A H 0.6608 0.4816 0.6791 0.222 Uiso 1 1 calc R . .
H17B H 0.6310 0.4355 0.6265 0.222 Uiso 1 1 calc R . .
H17C H 0.6311 0.4033 0.6830 0.222 Uiso 1 1 calc R . .
C18 C 0.6556(5) 0.4829(5) 0.9819(3) 0.172(3) Uani 1 1 d D . .
C19 C 0.6119(8) 0.4851(13) 1.0120(8) 0.219(10) Uani 0.624(12) 1 d PD A 1
H19A H 0.5755 0.4711 0.9881 0.329 Uiso 0.624(12) 1 calc PR A 1
H19B H 0.6099 0.5359 1.0255 0.329 Uiso 0.624(12) 1 calc PR A 1
H19C H 0.6224 0.4498 1.0417 0.329 Uiso 0.624(12) 1 calc PR A 1
C20 C 0.7094(6) 0.5046(11) 1.0177(6) 0.195(7) Uani 0.624(12) 1 d PD A 1
H20A H 0.7373 0.5044 0.9985 0.293 Uiso 0.624(12) 1 calc PR A 1
H20B H 0.7203 0.4689 1.0471 0.293 Uiso 0.624(12) 1 calc PR A 1
H20C H 0.7067 0.5550 1.0314 0.293 Uiso 0.624(12) 1 calc PR A 1
C19' C 0.6120(14) 0.430(2) 0.9929(14) 0.219(10) Uani 0.376(12) 1 d PD A 2
H19D H 0.5769 0.4572 0.9872 0.329 Uiso 0.376(12) 1 calc PR A 2
H19E H 0.6251 0.4125 1.0295 0.329 Uiso 0.376(12) 1 calc PR A 2
H19F H 0.6063 0.3871 0.9689 0.329 Uiso 0.376(12) 1 calc PR A 2
C20' C 0.7095(8) 0.4466(16) 0.9906(11) 0.195(7) Uani 0.376(12) 1 d PD A 2
H20D H 0.7366 0.4834 0.9859 0.293 Uiso 0.376(12) 1 calc PR A 2
H20E H 0.7061 0.4057 0.9651 0.293 Uiso 0.376(12) 1 calc PR A 2
H20F H 0.7220 0.4264 1.0266 0.293 Uiso 0.376(12) 1 calc PR A 2
C21 C 0.5527(2) 0.6728(3) 0.6644(3) 0.0802(14) Uani 1 1 d . . .
C22 C 0.5199(3) 0.7078(4) 0.5737(3) 0.157(3) Uani 1 1 d . . .
H22A H 0.5515 0.7417 0.5750 0.188 Uiso 1 1 calc R . .
H22B H 0.4892 0.7379 0.5796 0.188 Uiso 1 1 calc R . .
C23 C 0.5008(4) 0.6676(5) 0.5207(3) 0.215(4) Uani 1 1 d . . .
H23A H 0.4878 0.7046 0.4923 0.322 Uiso 1 1 calc R . .
H23B H 0.4704 0.6332 0.5205 0.322 Uiso 1 1 calc R . .
H23C H 0.5319 0.6392 0.5151 0.322 Uiso 1 1 calc R . .
C24 C 0.6459(4) 0.6705(6) 0.9762(4) 0.153(3) Uani 1 1 d . . .
C25 C 0.6540(8) 0.7972(7) 1.0013(5) 0.264(7) Uani 1 1 d D . .
C26 C 0.689(5) 0.836(7) 0.984(4) 0.33(2) Uani 0.20(5) 1 d PD B 1
H26A H 0.7008 0.8810 1.0051 0.500 Uiso 0.20(5) 1 calc PR B 1
H26B H 0.6717 0.8502 0.9467 0.500 Uiso 0.20(5) 1 calc PR B 1
H26C H 0.7222 0.8049 0.9857 0.500 Uiso 0.20(5) 1 calc PR B 1
C26' C 0.638(3) 0.8596(11) 0.9745(7) 0.33(2) Uani 0.80(5) 1 d PD B 2
H26D H 0.6425 0.9019 0.9991 0.500 Uiso 0.80(5) 1 calc PR B 2
H26E H 0.5988 0.8553 0.9538 0.500 Uiso 0.80(5) 1 calc PR B 2
H26F H 0.6606 0.8681 0.9506 0.500 Uiso 0.80(5) 1 calc PR B 2
C27 C 0.4392(2) 0.9096(3) 0.67095(18) 0.0695(13) Uani 1 1 d . . .
C28 C 0.4380(2) 0.9889(3) 0.66340(17) 0.0696(13) Uani 1 1 d . C .
C29 C 0.4938(2) 1.0104(3) 0.66080(17) 0.0691(13) Uani 1 1 d . . .
C30 C 0.5209(2) 1.0804(3) 0.65339(19) 0.0777(14) Uani 1 1 d . . .
C31 C 0.4949(2) 1.1514(3) 0.6501(3) 0.118(2) Uani 1 1 d . . .
H31 H 0.4585 1.1535 0.6537 0.142 Uiso 1 1 calc R . .
C32 C 0.5194(4) 1.2172(4) 0.6421(3) 0.152(3) Uani 1 1 d . . .
H32 H 0.4996 1.2630 0.6398 0.183 Uiso 1 1 calc R . .
C33 C 0.5737(4) 1.2175(3) 0.6374(3) 0.145(3) Uani 1 1 d . . .
H33 H 0.5905 1.2629 0.6312 0.174 Uiso 1 1 calc R . .
C34 C 0.6022(3) 1.1494(3) 0.6420(2) 0.1127(19) Uani 1 1 d . . .
H34 H 0.6389 1.1491 0.6390 0.135 Uiso 1 1 calc R . .
C35 C 0.5778(2) 1.0793(3) 0.6513(2) 0.0818(14) Uani 1 1 d . . .
C36 C 0.6086(2) 1.0073(3) 0.65792(19) 0.0774(13) Uani 1 1 d . . .
C37 C 0.6653(2) 0.9859(3) 0.6601(2) 0.0945(16) Uani 1 1 d . D .
C38 C 0.6676(2) 0.9071(4) 0.6669(2) 0.0920(16) Uani 1 1 d . . .
C39 C 0.5253(2) 0.9426(3) 0.66661(18) 0.0697(13) Uani 1 1 d . . .
C40 C 0.5809(2) 0.9419(3) 0.66455(19) 0.0744(13) Uani 1 1 d . . .
C41 C 0.3884(2) 1.0419(3) 0.6570(3) 0.0975(17) Uani 1 1 d D . .
C42 C 0.401(2) 1.081(4) 0.7092(14) 0.131(5) Uani 0.25(5) 1 d PD C 1
H42A H 0.4278 1.0523 0.7362 0.197 Uiso 0.25(5) 1 calc PR C 1
H42B H 0.3662 1.0862 0.7191 0.197 Uiso 0.25(5) 1 calc PR C 1
H42C H 0.4156 1.1313 0.7063 0.197 Uiso 0.25(5) 1 calc PR C 1
C43 C 0.358(3) 1.055(6) 0.6024(14) 0.228(8) Uani 0.25(5) 1 d PD C 1
H43A H 0.3655 1.0149 0.5804 0.341 Uiso 0.25(5) 1 calc PR C 1
H43B H 0.3694 1.1033 0.5911 0.341 Uiso 0.25(5) 1 calc PR C 1
H43C H 0.3180 1.0568 0.5986 0.341 Uiso 0.25(5) 1 calc PR C 1
C42' C 0.3755(12) 1.0653(11) 0.7064(5) 0.131(5) Uani 0.75(5) 1 d PD C 2
H42D H 0.4102 1.0703 0.7353 0.197 Uiso 0.75(5) 1 calc PR C 2
H42E H 0.3518 1.0274 0.7158 0.197 Uiso 0.75(5) 1 calc PR C 2
H42F H 0.3560 1.1135 0.7006 0.197 Uiso 0.75(5) 1 calc PR C 2
C43' C 0.3406(9) 1.033(2) 0.6111(7) 0.228(8) Uani 0.75(5) 1 d PD C 2
H43D H 0.3528 1.0183 0.5808 0.341 Uiso 0.75(5) 1 calc PR C 2
H43E H 0.3205 1.0809 0.6034 0.341 Uiso 0.75(5) 1 calc PR C 2
H43F H 0.3160 0.9946 0.6181 0.341 Uiso 0.75(5) 1 calc PR C 2
C44 C 0.7149(4) 1.0339(4) 0.6584(4) 0.152(3) Uani 1 1 d D . .
C45 C 0.7522(8) 1.0666(13) 0.7073(7) 0.206(8) Uani 0.649(19) 1 d PD D 1
H45A H 0.7426 1.0465 0.7379 0.309 Uiso 0.649(19) 1 calc PR D 1
H45B H 0.7479 1.1212 0.7063 0.309 Uiso 0.649(19) 1 calc PR D 1
H45C H 0.7908 1.0537 0.7100 0.309 Uiso 0.649(19) 1 calc PR D 1
C46 C 0.7230(8) 1.0599(11) 0.6088(5) 0.161(5) Uani 0.649(19) 1 d PD D 1
H46A H 0.6954 1.0363 0.5790 0.241 Uiso 0.649(19) 1 calc PR D 1
H46B H 0.7604 1.0464 0.6079 0.241 Uiso 0.649(19) 1 calc PR D 1
H46C H 0.7186 1.1145 0.6063 0.241 Uiso 0.649(19) 1 calc PR D 1
C45' C 0.7585(13) 1.015(2) 0.7077(11) 0.206(8) Uani 0.351(19) 1 d PD D 2
H45D H 0.7466 1.0306 0.7382 0.309 Uiso 0.351(19) 1 calc PR D 2
H45E H 0.7931 1.0405 0.7085 0.309 Uiso 0.351(19) 1 calc PR D 2
H45F H 0.7646 0.9604 0.7093 0.309 Uiso 0.351(19) 1 calc PR D 2
C46' C 0.7278(17) 1.0140(17) 0.6097(10) 0.161(5) Uani 0.351(19) 1 d PD D 2
H46D H 0.6971 1.0294 0.5791 0.241 Uiso 0.351(19) 1 calc PR D 2
H46E H 0.7331 0.9597 0.6085 0.241 Uiso 0.351(19) 1 calc PR D 2
H46F H 0.7620 1.0397 0.6088 0.241 Uiso 0.351(19) 1 calc PR D 2
C47 C 0.4006(3) 0.8510(3) 0.6769(2) 0.0858(15) Uani 1 1 d . . .
C48 C 0.3089(4) 0.8146(4) 0.6813(4) 0.179(4) Uani 1 1 d . . .
H48A H 0.3111 0.7722 0.6579 0.215 Uiso 1 1 calc R . .
H48B H 0.3190 0.7956 0.7181 0.215 Uiso 1 1 calc R . .
C49 C 0.2557(4) 0.8419(6) 0.6673(5) 0.266(6) Uani 1 1 d . . .
H49A H 0.2303 0.8024 0.6715 0.399 Uiso 1 1 calc R . .
H49B H 0.2451 0.8584 0.6304 0.399 Uiso 1 1 calc R . .
H49C H 0.2537 0.8844 0.6901 0.399 Uiso 1 1 calc R . .
C50 C 0.7130(3) 0.8517(5) 0.6710(3) 0.127(2) Uani 1 1 d . . .
C51 C 0.7387(4) 0.7212(5) 0.6795(5) 0.213(5) Uani 1 1 d . . .
H51A H 0.7643 0.7347 0.6589 0.256 Uiso 1 1 calc R . .
H51B H 0.7605 0.7137 0.7169 0.256 Uiso 1 1 calc R . .
C52 C 0.7072(4) 0.6545(6) 0.6583(5) 0.247(5) Uani 1 1 d . . .
H52A H 0.7328 0.6128 0.6592 0.371 Uiso 1 1 calc R . .
H52B H 0.6849 0.6638 0.6217 0.371 Uiso 1 1 calc R . .
H52C H 0.6825 0.6418 0.6795 0.371 Uiso 1 1 calc R . .
N1 N 0.57686(15) 0.6398(2) 0.7574(2) 0.0754(11) Uani 1 1 d . . .
H1 H 0.5754 0.6866 0.7671 0.090 Uiso 1 1 calc R . .
N2 N 0.6145(2) 0.6396(3) 0.8814(2) 0.1028(14) Uani 1 1 d . . .
H2 H 0.6090 0.6869 0.8721 0.123 Uiso 1 1 calc R . .
N3 N 0.49217(18) 0.8838(2) 0.67280(15) 0.0775(11) Uani 1 1 d . . .
H3 H 0.5028 0.8367 0.6773 0.093 Uiso 1 1 calc R . .
N4 N 0.6166(2) 0.8813(2) 0.66994(16) 0.0890(12) Uani 1 1 d . . .
H4 H 0.6084 0.8345 0.6745 0.107 Uiso 1 1 calc R . .
O1 O 0.55397(15) 0.7404(2) 0.67585(14) 0.1038(12) Uani 1 1 d . . .
O2 O 0.53716(18) 0.64893(19) 0.61410(19) 0.1138(13) Uani 1 1 d . . .
O3 O 0.6631(3) 0.6564(4) 1.0232(3) 0.229(3) Uani 1 1 d . . .
O4 O 0.6396(3) 0.7397(4) 0.9571(2) 0.183(2) Uani 1 1 d . B .
O5 O 0.41322(16) 0.7840(2) 0.68163(16) 0.1107(13) Uani 1 1 d . . .
O6 O 0.34973(18) 0.8752(2) 0.67709(17) 0.1166(13) Uani 1 1 d . . .
O7 O 0.7603(3) 0.8655(3) 0.6707(3) 0.209(3) Uani 1 1 d . . .
O8 O 0.69512(18) 0.7808(3) 0.6746(2) 0.1448(17) Uani 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.071(3) 0.061(3) 0.088(4) 0.002(3) 0.036(3) 0.008(3)
C2 0.063(3) 0.052(3) 0.091(4) -0.006(3) 0.026(3) 0.009(2)
C3 0.064(3) 0.053(3) 0.086(4) 0.002(3) 0.026(3) 0.000(2)
C4 0.064(3) 0.068(4) 0.102(5) 0.004(3) 0.023(3) 0.001(3)
C5 0.110(4) 0.061(3) 0.114(5) 0.004(4) 0.024(3) -0.008(3)
C6 0.121(5) 0.079(4) 0.121(6) 0.007(4) 0.015(4) -0.012(3)
C7 0.121(5) 0.072(4) 0.154(7) 0.020(5) 0.027(5) -0.014(4)
C8 0.095(4) 0.115(5) 0.101(5) 0.033(4) 0.021(3) -0.013(4)
C9 0.071(3) 0.083(4) 0.097(5) 0.018(4) 0.023(3) -0.009(3)
C10 0.090(4) 0.097(5) 0.078(5) 0.004(4) 0.033(3) -0.023(3)
C11 0.124(5) 0.120(5) 0.094(6) 0.009(5) 0.026(4) -0.026(4)
C12 0.145(6) 0.143(6) 0.071(5) -0.014(5) 0.039(4) -0.045(5)
C13 0.073(3) 0.059(3) 0.073(4) 0.008(4) 0.025(3) -0.002(3)
C14 0.095(4) 0.070(4) 0.085(5) -0.007(4) 0.036(3) -0.017(3)
C15 0.076(4) 0.079(3) 0.103(4) -0.018(3) 0.021(3) 0.022(3)
C16 0.104(5) 0.104(4) 0.113(5) -0.019(3) 0.011(4) 0.009(4)
C17 0.133(6) 0.155(6) 0.166(7) -0.051(5) 0.059(5) 0.011(5)
C18 0.205(10) 0.194(7) 0.099(7) 0.032(6) 0.017(7) -0.020(7)
C19 0.233(12) 0.30(3) 0.111(16) 0.061(15) 0.028(10) -0.122(18)
C20 0.193(12) 0.26(2) 0.095(12) 0.026(10) -0.021(9) -0.041(12)
C19' 0.233(12) 0.30(3) 0.111(16) 0.061(15) 0.028(10) -0.122(18)
C20' 0.193(12) 0.26(2) 0.095(12) 0.026(10) -0.021(9) -0.041(12)
C21 0.090(4) 0.064(4) 0.092(5) 0.001(4) 0.035(3) 0.020(3)
C22 0.235(9) 0.126(5) 0.100(6) 0.036(5) 0.033(5) 0.043(5)
C23 0.311(12) 0.215(9) 0.112(7) 0.029(6) 0.051(7) 0.084(8)
C24 0.198(8) 0.161(8) 0.088(7) -0.027(7) 0.024(6) -0.051(6)
C25 0.46(2) 0.133(8) 0.190(12) -0.060(8) 0.089(12) -0.055(11)
C26 0.60(7) 0.161(14) 0.160(14) -0.082(11) 0.00(2) -0.04(2)
C26' 0.60(7) 0.161(14) 0.160(14) -0.082(11) 0.00(2) -0.04(2)
C27 0.079(4) 0.060(3) 0.070(3) 0.008(2) 0.022(3) 0.007(3)
C28 0.078(4) 0.068(3) 0.059(3) 0.004(2) 0.016(3) 0.011(3)
C29 0.076(4) 0.062(3) 0.067(3) -0.001(2) 0.017(3) 0.010(3)
C30 0.085(4) 0.055(3) 0.092(4) -0.003(3) 0.024(3) -0.001(3)
C31 0.112(5) 0.049(3) 0.194(7) 0.007(3) 0.045(4) 0.007(3)
C32 0.131(7) 0.073(5) 0.251(9) 0.002(4) 0.052(6) 0.015(4)
C33 0.142(7) 0.072(5) 0.220(8) 0.004(4) 0.054(6) -0.003(4)
C34 0.110(5) 0.090(4) 0.144(6) -0.006(4) 0.047(4) -0.011(4)
C35 0.092(4) 0.069(4) 0.084(4) -0.006(3) 0.027(3) -0.007(3)
C36 0.076(4) 0.072(4) 0.082(4) 0.000(3) 0.020(3) 0.011(3)
C37 0.085(5) 0.093(4) 0.106(5) 0.008(3) 0.030(3) 0.004(4)
C38 0.061(4) 0.108(5) 0.110(5) 0.001(3) 0.030(3) 0.015(4)
C39 0.080(4) 0.053(3) 0.073(3) 0.005(2) 0.018(3) -0.001(3)
C40 0.070(4) 0.067(4) 0.085(4) 0.000(3) 0.021(3) 0.014(3)
C41 0.076(4) 0.112(4) 0.099(5) 0.003(3) 0.017(4) 0.043(3)
C42 0.088(15) 0.168(10) 0.137(7) -0.029(6) 0.031(7) 0.052(9)
C43 0.157(14) 0.37(3) 0.124(9) -0.002(8) -0.003(9) 0.175(12)
C42' 0.088(15) 0.168(10) 0.137(7) -0.029(6) 0.031(7) 0.052(9)
C43' 0.157(14) 0.37(3) 0.124(9) -0.002(8) -0.003(9) 0.175(12)
C44 0.126(7) 0.164(6) 0.170(9) 0.014(6) 0.048(6) -0.032(5)
C45 0.199(12) 0.205(19) 0.229(13) -0.057(13) 0.083(9) -0.141(15)
C46 0.158(9) 0.151(14) 0.179(9) 0.078(10) 0.058(7) -0.018(14)
C45' 0.199(12) 0.205(19) 0.229(13) -0.057(13) 0.083(9) -0.141(15)
C46' 0.158(9) 0.151(14) 0.179(9) 0.078(10) 0.058(7) -0.018(14)
C47 0.093(5) 0.079(4) 0.083(4) 0.014(3) 0.023(3) 0.008(4)
C48 0.125(7) 0.151(6) 0.295(11) 0.070(6) 0.114(7) 0.001(5)
C49 0.112(8) 0.286(12) 0.394(17) 0.132(11) 0.066(9) 0.001(7)
C50 0.102(6) 0.124(6) 0.165(7) 0.000(5) 0.053(5) 0.030(5)
C51 0.153(8) 0.118(6) 0.384(16) -0.011(8) 0.103(9) 0.051(6)
C52 0.196(11) 0.185(9) 0.368(17) 0.016(10) 0.093(10) 0.086(8)
N1 0.085(3) 0.062(3) 0.086(3) -0.013(3) 0.036(2) 0.003(2)
N2 0.127(4) 0.101(4) 0.091(4) -0.012(3) 0.049(3) -0.020(3)
N3 0.081(3) 0.067(3) 0.085(3) 0.012(2) 0.027(2) 0.024(3)
N4 0.087(4) 0.075(3) 0.106(4) 0.003(2) 0.030(3) 0.017(3)
O1 0.133(3) 0.061(2) 0.121(3) 0.010(2) 0.044(2) 0.024(2)
O2 0.160(4) 0.085(2) 0.089(3) 0.010(2) 0.026(3) 0.034(2)
O3 0.337(9) 0.229(6) 0.101(5) -0.034(5) 0.031(5) -0.066(6)
O4 0.288(7) 0.136(4) 0.127(4) -0.045(4) 0.066(4) -0.050(4)
O5 0.123(3) 0.070(2) 0.145(4) 0.031(2) 0.049(2) 0.009(2)
O6 0.090(3) 0.105(3) 0.164(4) 0.020(2) 0.053(3) 0.003(2)
O7 0.116(4) 0.177(5) 0.362(10) 0.016(5) 0.114(5) 0.043(4)
O8 0.120(4) 0.112(3) 0.205(5) 0.009(3) 0.052(3) 0.049(3)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N1 C1 C2 109.5(4)
N1 C1 C21 115.0(5)
C2 C1 C21 135.5(6)
C1 C2 C3 105.6(4)
C1 C2 C15 124.1(5)
C3 C2 C15 129.9(4)
C13 C3 C2 106.7(4)
C13 C3 C4 117.6(5)
C2 C3 C4 135.7(5)
C5 C4 C9 118.0(5)
C5 C4 C3 121.8(6)
C9 C4 C3 120.1(5)
C6 C5 C4 123.4(6)
C5 C6 C7 118.9(6)
C6 C7 C8 120.4(6)
C7 C8 C9 122.6(6)
C8 C9 C4 116.5(5)
C8 C9 C10 124.7(7)
C4 C9 C10 118.8(5)
C14 C10 C11 107.2(6)
C14 C10 C9 119.0(6)
C11 C10 C9 133.8(7)
C12 C11 C10 107.0(6)
C12 C11 C18 123.3(7)
C10 C11 C18 129.6(7)
N2 C12 C11 107.8(6)
N2 C12 C24 116.3(8)
C11 C12 C24 135.9(9)
N1 C13 C3 110.2(5)
N1 C13 C14 127.7(5)
C3 C13 C14 121.9(5)
N2 C14 C10 108.9(6)
N2 C14 C13 128.9(6)
C10 C14 C13 122.1(5)
C17 C15 C2 116.2(4)
C17 C15 C16 117.2(4)
C2 C15 C16 114.3(4)
C20 C18 C20' 51.2(10)
C20 C18 C19' 128.2(17)
C20' C18 C19' 112(2)
C20 C18 C19 109.0(14)
C20' C18 C19 134.8(16)
C19' C18 C19 42.1(15)
C20 C18 C11 112.7(9)
C20' C18 C11 114.9(13)
C19' C18 C11 117.7(17)
C19 C18 C11 110.3(12)
O1 C21 O2 122.0(5)
O1 C21 C1 121.7(6)
O2 C21 C1 116.3(5)
O2 C22 C23 106.2(6)
O3 C24 O4 123.3(9)
O3 C24 C12 124.1(10)
O4 C24 C12 112.4(8)
C26' C25 C26 60(5)
C26' C25 O4 100.9(13)
C26 C25 O4 96(4)
N3 C27 C28 108.2(4)
N3 C27 C47 114.5(4)
C28 C27 C47 137.2(5)
C27 C28 C29 106.3(4)
C27 C28 C41 127.5(5)
C29 C28 C41 126.2(4)
C39 C29 C30 118.0(5)
C39 C29 C28 106.4(4)
C30 C29 C28 135.6(5)
C31 C30 C35 117.0(5)
C31 C30 C29 123.0(5)
C35 C30 C29 120.0(4)
C32 C31 C30 123.6(6)
C31 C32 C33 120.6(6)
C34 C33 C32 118.5(6)
C33 C34 C35 122.1(6)
C34 C35 C30 118.1(5)
C34 C35 C36 122.2(6)
C30 C35 C36 119.7(5)
C40 C36 C37 107.2(4)
C40 C36 C35 118.3(5)
C37 C36 C35 134.5(6)
C38 C37 C36 105.5(5)
C38 C37 C44 123.9(6)
C36 C37 C44 130.6(6)
N4 C38 C37 109.4(4)
N4 C38 C50 118.7(6)
C37 C38 C50 131.9(6)
N3 C39 C40 129.5(5)
N3 C39 C29 108.7(5)
C40 C39 C29 121.8(5)
N4 C40 C36 109.3(5)
N4 C40 C39 128.4(5)
C36 C40 C39 122.3(5)
C43 C41 C43' 27.1(19)
C43 C41 C42' 130(5)
C43' C41 C42' 115(2)
C43 C41 C42 139(6)
C43' C41 C42 136(3)
C42' C41 C42 26.1(19)
C43 C41 C28 113(5)
C43' C41 C28 118.5(16)
C42' C41 C28 117.0(9)
C42 C41 C28 104(2)
C46 C44 C46' 32.8(10)
C46 C44 C45 116.1(13)
C46' C44 C45 128(2)
C46 C44 C45' 127(2)
C46' C44 C45' 115(3)
C45 C44 C45' 37.0(13)
C46 C44 C37 122.4(11)
C46' C44 C37 106.7(16)
C45 C44 C37 120.7(10)
C45' C44 C37 104.2(15)
O5 C47 O6 121.6(5)
O5 C47 C27 122.9(5)
O6 C47 C27 115.5(5)
C49 C48 O6 110.9(7)
O7 C50 O8 122.3(6)
O7 C50 C38 126.6(8)
O8 C50 C38 111.0(7)
C52 C51 O8 104.2(7)
C13 N1 C1 108.0(4)
C14 N2 C12 109.1(5)
C39 N3 C27 110.4(4)
C40 N4 C38 108.6(4)
C21 O2 C22 115.6(5)
C24 O4 C25 111.1(8)
C47 O6 C48 115.8(5)
C50 O8 C51 114.6(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.374(5)
C1 C2 1.385(5)
C1 C21 1.448(7)
C2 C3 1.425(6)
C2 C15 1.503(6)
C3 C13 1.380(6)
C3 C4 1.457(6)
C4 C5 1.404(6)
C4 C9 1.426(7)
C5 C6 1.354(7)
C6 C7 1.357(8)
C7 C8 1.380(8)
C8 C9 1.400(7)
C9 C10 1.447(7)
C10 C14 1.370(7)
C10 C11 1.425(7)
C11 C12 1.387(8)
C11 C18 1.534(9)
C12 N2 1.379(7)
C12 C24 1.458(10)
C13 N1 1.338(5)
C13 C14 1.396(7)
C14 N2 1.367(6)
C15 C17 1.457(7)
C15 C16 1.516(6)
C18 C20 1.426(11)
C18 C20' 1.429(11)
C18 C19' 1.506(13)
C18 C19 1.509(12)
C21 O1 1.217(5)
C21 O2 1.314(6)
C22 O2 1.440(7)
C22 C23 1.493(9)
C24 O3 1.194(8)
C24 O4 1.297(9)
C25 C26' 1.29(2)
C25 C26 1.29(2)
C25 O4 1.487(11)
C27 N3 1.370(5)
C27 C28 1.398(6)
C27 C47 1.438(6)
C28 C29 1.447(6)
C28 C41 1.503(6)
C29 C39 1.400(6)
C29 C30 1.434(6)
C30 C31 1.387(6)
C30 C35 1.419(6)
C31 C32 1.344(8)
C32 C33 1.381(8)
C33 C34 1.369(7)
C34 C35 1.417(6)
C35 C36 1.455(6)
C36 C40 1.368(6)
C36 C37 1.432(6)
C37 C38 1.387(7)
C37 C44 1.495(9)
C38 N4 1.360(6)
C38 C50 1.461(8)
C39 N3 1.351(5)
C39 C40 1.388(6)
C40 N4 1.358(5)
C41 C43 1.413(10)
C41 C43' 1.414(9)
C41 C42' 1.468(8)
C41 C42 1.469(9)
C44 C46 1.434(10)
C44 C46' 1.436(11)
C44 C45 1.445(11)
C44 C45' 1.446(12)
C47 O5 1.207(5)
C47 O6 1.326(6)
C48 C49 1.342(9)
C48 O6 1.487(7)
C50 O7 1.192(7)
C50 O8 1.329(7)
C51 C52 1.418(10)
C51 O8 1.474(7)
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.391 0.017 0.504 11 0 ' '
2 0.609 0.017 -0.004 11 0 ' '
3 0.250 0.250 0.500 102 7 ' '
4 0.750 0.250 0.000 102 7 ' '
5 0.494 0.155 0.988 18 1 ' '
6 0.506 0.155 0.512 18 1 ' '
7 0.006 0.345 0.012 18 1 ' '
8 -0.006 0.345 0.488 18 1 ' '
9 0.109 0.482 0.496 11 0 ' '
10 0.891 0.482 0.004 11 0 ' '
11 0.109 0.517 -0.004 11 0 ' '
12 0.891 0.517 0.504 11 0 ' '
13 0.250 0.750 0.000 102 7 ' '
14 0.750 0.750 0.500 102 7 ' '
15 0.006 0.655 0.512 18 1 ' '
16 -0.006 0.655 0.988 18 1 ' '
17 0.494 0.845 0.488 18 1 ' '
18 0.506 0.845 1.012 18 1 ' '
19 0.391 0.982 0.004 11 0 ' '
20 0.609 0.982 0.496 11 0 ' '
|
1501852.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501852.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501852
loop_
_publ_author_name
'Su, Xin'
'Aprahamian, Ivan'
_publ_section_title
;
Switching around two axles: controlling the configuration and
conformation of a hydrazone-based switch.
;
_journal_issue 1
_journal_name_full 'Organic letters'
_journal_page_first 30
_journal_page_last 33
_journal_paper_doi 10.1021/ol102422h
_journal_volume 13
_journal_year 2011
_chemical_absolute_configuration unk
_chemical_formula_moiety 'C18 H16 N4 O2'
_chemical_formula_sum 'C18 H16 N4 O2'
_chemical_formula_weight 320.35
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_Int_Tables_number 4
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 100.6360(10)
_cell_angle_gamma 90.00
_cell_formula_units_Z 2
_cell_length_a 8.9091(6)
_cell_length_b 4.8600(3)
_cell_length_c 17.9948(12)
_cell_measurement_reflns_used 6946
_cell_measurement_temperature 173(2)
_cell_measurement_theta_max 25.35
_cell_measurement_theta_min 2.30
_cell_volume 765.76(9)
_computing_cell_refinement 'APEX2 (BRUKER, V2009.9-0, 2009)'
_computing_data_collection 'COSMO (BRUKER, V1.61, 2009)'
_computing_data_reduction 'SAINT (BRUKER, V2009.9-0, 2009)'
_computing_molecular_graphics
'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)'
_computing_publication_material
'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)'
_computing_structure_refinement
'SHELXL (Sheldrick, Acta Cryst. A64 2008, 112-122)'
_computing_structure_solution
'SHELXS (Sheldrick, Acta Cryst. A64 2008, 112-122)'
_diffrn_ambient_temperature 173(2)
_diffrn_detector_area_resol_mean 836.6
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\w,and/f 0.5 deg'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0424
_diffrn_reflns_av_sigmaI/netI 0.0440
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 5
_diffrn_reflns_limit_k_min -5
_diffrn_reflns_limit_l_max 21
_diffrn_reflns_limit_l_min -21
_diffrn_reflns_number 9085
_diffrn_reflns_theta_full 25.36
_diffrn_reflns_theta_max 25.36
_diffrn_reflns_theta_min 2.30
_diffrn_source 'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu 0.094
_exptl_absorpt_correction_T_max 0.9869
_exptl_absorpt_correction_T_min 0.9667
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details SADABS
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.389
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description needle
_exptl_crystal_F_000 336
_exptl_crystal_size_max 0.36
_exptl_crystal_size_mid 0.19
_exptl_crystal_size_min 0.14
_refine_diff_density_max 0.181
_refine_diff_density_min -0.192
_refine_diff_density_rms 0.042
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack -0.4(12)
_refine_ls_extinction_coef 0.035(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 1.096
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 220
_refine_ls_number_reflns 2804
_refine_ls_number_restraints 1
_refine_ls_restrained_S_all 1.095
_refine_ls_R_factor_all 0.0440
_refine_ls_R_factor_gt 0.0421
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0734P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1165
_refine_ls_wR_factor_ref 0.1182
_reflns_number_gt 2608
_reflns_number_total 2804
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file ol102422h_si_002.cif
_cod_data_source_block QPH-E
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_original_sg_symbol_Hall 'P 2yb '
_cod_original_sg_symbol_H-M 'P 21'
_cod_database_code 1501852
#BEGIN Tags that were not found in dictionaries:
_contact_crystallographer_name 'Richard Staples'
_contact_crystallographer_email xraystaples@chemistry.msu.com
#END Tags that were not found in dictionaries
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.63460(14) -0.2217(3) 0.80014(7) 0.0491(3) Uani 1 1 d .
O2 O 0.52091(15) -0.3820(3) 0.68784(7) 0.0565(4) Uani 1 1 d .
N1 N 1.07403(17) 0.7219(3) 0.69909(8) 0.0454(4) Uani 1 1 d .
N2 N 0.88425(16) 0.3224(3) 0.73135(8) 0.0430(4) Uani 1 1 d .
H2A H 0.8947 0.3562 0.6845 0.052 Uiso 1 1 calc R
N3 N 0.78831(16) 0.1310(3) 0.74651(8) 0.0433(4) Uani 1 1 d .
N4 N 0.81863(17) 0.1552(4) 0.59090(8) 0.0482(4) Uani 1 1 d .
C1 C 1.1658(2) 0.9182(4) 0.68386(10) 0.0481(4) Uani 1 1 d .
H1 H 1.1703 0.9508 0.6323 0.058 Uiso 1 1 calc R
C2 C 1.2575(2) 1.0830(4) 0.73842(11) 0.0483(5) Uani 1 1 d .
H2 H 1.3218 1.2213 0.7240 0.058 Uiso 1 1 calc R
C3 C 1.2515(2) 1.0386(4) 0.81248(11) 0.0483(4) Uani 1 1 d .
H3 H 1.3118 1.1480 0.8505 0.058 Uiso 1 1 calc R
C4 C 1.15640(19) 0.8312(4) 0.83319(10) 0.0441(4) Uani 1 1 d .
C5 C 1.06749(19) 0.6781(4) 0.77342(10) 0.0412(4) Uani 1 1 d .
C6 C 0.96828(19) 0.4690(4) 0.79173(10) 0.0421(4) Uani 1 1 d .
C7 C 0.9604(2) 0.4149(4) 0.86580(10) 0.0465(4) Uani 1 1 d .
H7 H 0.8941 0.2750 0.8776 0.056 Uiso 1 1 calc R
C8 C 1.0500(2) 0.5658(4) 0.92398(10) 0.0510(5) Uani 1 1 d .
H8 H 1.0444 0.5257 0.9751 0.061 Uiso 1 1 calc R
C9 C 1.1454(2) 0.7702(5) 0.90843(10) 0.0508(5) Uani 1 1 d .
H9 H 1.2044 0.8714 0.9487 0.061 Uiso 1 1 calc R
C10 C 0.71287(19) -0.0288(4) 0.69354(10) 0.0423(4) Uani 1 1 d .
C11 C 0.61264(19) -0.2285(4) 0.72488(10) 0.0433(4) Uani 1 1 d .
C12 C 0.5526(2) -0.4264(4) 0.83530(11) 0.0514(5) Uani 1 1 d .
H12A H 0.5906 -0.6133 0.8271 0.062 Uiso 1 1 calc R
H12B H 0.4419 -0.4186 0.8140 0.062 Uiso 1 1 calc R
C13 C 0.5816(2) -0.3573(6) 0.91863(11) 0.0648(6) Uani 1 1 d .
H13A H 0.5397 -0.1749 0.9259 0.097 Uiso 1 1 calc R
H13B H 0.6918 -0.3572 0.9382 0.097 Uiso 1 1 calc R
H13C H 0.5322 -0.4949 0.9458 0.097 Uiso 1 1 calc R
C14 C 0.72430(19) -0.0334(4) 0.61253(10) 0.0428(4) Uani 1 1 d .
C15 C 0.6463(2) -0.2216(4) 0.56040(10) 0.0478(4) Uani 1 1 d .
H15 H 0.5787 -0.3523 0.5757 0.057 Uiso 1 1 calc R
C16 C 0.6687(2) -0.2149(4) 0.48649(11) 0.0523(5) Uani 1 1 d .
H16 H 0.6165 -0.3414 0.4505 0.063 Uiso 1 1 calc R
C17 C 0.7668(2) -0.0244(4) 0.46511(10) 0.0510(5) Uani 1 1 d .
H17 H 0.7842 -0.0168 0.4146 0.061 Uiso 1 1 calc R
C18 C 0.8388(2) 0.1545(5) 0.51937(10) 0.0512(5) Uani 1 1 d .
H18 H 0.9071 0.2858 0.5050 0.061 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0504(7) 0.0531(8) 0.0442(7) 0.0038(6) 0.0099(5) -0.0078(6)
O2 0.0566(8) 0.0629(9) 0.0503(8) -0.0045(7) 0.0106(6) -0.0163(7)
N1 0.0500(8) 0.0430(8) 0.0436(8) 0.0019(7) 0.0099(6) 0.0032(7)
N2 0.0444(7) 0.0430(9) 0.0416(8) -0.0003(7) 0.0080(6) -0.0016(6)
N3 0.0395(7) 0.0417(8) 0.0485(8) 0.0004(7) 0.0079(6) 0.0012(6)
N4 0.0507(8) 0.0487(9) 0.0446(8) 0.0031(8) 0.0069(6) -0.0018(7)
C1 0.0533(10) 0.0455(10) 0.0468(10) 0.0017(9) 0.0128(8) 0.0022(8)
C2 0.0471(9) 0.0437(11) 0.0550(11) 0.0006(9) 0.0116(8) 0.0024(8)
C3 0.0450(9) 0.0437(10) 0.0546(11) -0.0048(9) 0.0050(8) 0.0001(8)
C4 0.0420(8) 0.0426(10) 0.0465(10) -0.0029(8) 0.0053(7) 0.0047(7)
C5 0.0414(8) 0.0382(9) 0.0440(9) -0.0012(8) 0.0082(7) 0.0056(7)
C6 0.0413(8) 0.0413(9) 0.0432(9) -0.0026(8) 0.0061(7) 0.0030(8)
C7 0.0462(9) 0.0477(10) 0.0470(10) 0.0006(9) 0.0119(7) 0.0015(8)
C8 0.0571(11) 0.0557(12) 0.0410(10) -0.0032(9) 0.0105(8) 0.0010(9)
C9 0.0545(10) 0.0541(11) 0.0422(10) -0.0048(9) 0.0050(8) -0.0001(9)
C10 0.0405(8) 0.0420(9) 0.0442(10) 0.0005(8) 0.0068(7) 0.0031(8)
C11 0.0407(8) 0.0451(10) 0.0438(9) -0.0003(8) 0.0066(7) 0.0019(8)
C12 0.0494(10) 0.0517(11) 0.0553(11) 0.0066(9) 0.0153(8) -0.0004(9)
C13 0.0640(12) 0.0809(15) 0.0505(11) 0.0092(11) 0.0130(9) -0.0042(12)
C14 0.0409(8) 0.0430(10) 0.0434(9) 0.0036(8) 0.0050(7) 0.0046(7)
C15 0.0481(9) 0.0491(11) 0.0460(10) -0.0007(9) 0.0080(7) -0.0012(9)
C16 0.0557(10) 0.0531(12) 0.0472(11) -0.0044(9) 0.0068(8) -0.0014(10)
C17 0.0583(11) 0.0536(11) 0.0415(10) 0.0020(9) 0.0105(8) 0.0030(9)
C18 0.0535(10) 0.0536(11) 0.0464(10) 0.0077(10) 0.0095(8) -0.0025(9)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C11 O1 C12 115.83(14)
C1 N1 C5 117.17(15)
N3 N2 C6 118.14(14)
N3 N2 H2A 120.9
C6 N2 H2A 120.9
C10 N3 N2 121.90(15)
C18 N4 C14 118.65(16)
N1 C1 C2 124.75(17)
N1 C1 H1 117.6
C2 C1 H1 117.6
C3 C2 C1 118.11(18)
C3 C2 H2 120.9
C1 C2 H2 120.9
C2 C3 C4 120.40(17)
C2 C3 H3 119.8
C4 C3 H3 119.8
C9 C4 C3 123.84(17)
C9 C4 C5 119.30(17)
C3 C4 C5 116.86(16)
N1 C5 C4 122.71(17)
N1 C5 C6 118.55(15)
C4 C5 C6 118.74(16)
C7 C6 N2 122.80(16)
C7 C6 C5 120.42(16)
N2 C6 C5 116.77(15)
C6 C7 C8 120.05(18)
C6 C7 H7 120.0
C8 C7 H7 120.0
C9 C8 C7 121.11(17)
C9 C8 H8 119.4
C7 C8 H8 119.4
C8 C9 C4 120.38(17)
C8 C9 H9 119.8
C4 C9 H9 119.8
N3 C10 C14 127.19(16)
N3 C10 C11 111.75(14)
C14 C10 C11 121.00(14)
O2 C11 O1 122.16(16)
O2 C11 C10 125.48(16)
O1 C11 C10 112.36(14)
O1 C12 C13 105.83(17)
O1 C12 H12A 110.6
C13 C12 H12A 110.6
O1 C12 H12B 110.6
C13 C12 H12B 110.6
H12A C12 H12B 108.7
C12 C13 H13A 109.5
C12 C13 H13B 109.5
H13A C13 H13B 109.5
C12 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
N4 C14 C15 120.64(16)
N4 C14 C10 115.70(15)
C15 C14 C10 123.65(16)
C16 C15 C14 119.20(18)
C16 C15 H15 120.4
C14 C15 H15 120.4
C17 C16 C15 119.81(19)
C17 C16 H16 120.1
C15 C16 H16 120.1
C18 C17 C16 117.66(17)
C18 C17 H17 121.2
C16 C17 H17 121.2
N4 C18 C17 124.03(19)
N4 C18 H18 118.0
C17 C18 H18 118.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C11 1.333(2)
O1 C12 1.448(2)
O2 C11 1.211(2)
N1 C1 1.318(2)
N1 C5 1.366(2)
N2 N3 1.325(2)
N2 C6 1.396(2)
N2 H2A 0.8800
N3 C10 1.314(2)
N4 C18 1.332(2)
N4 C14 1.349(2)
C1 C2 1.406(3)
C1 H1 0.9500
C2 C3 1.361(3)
C2 H2 0.9500
C3 C4 1.411(3)
C3 H3 0.9500
C4 C9 1.407(2)
C4 C5 1.422(3)
C5 C6 1.425(2)
C6 C7 1.373(2)
C7 C8 1.401(3)
C7 H7 0.9500
C8 C9 1.369(3)
C8 H8 0.9500
C9 H9 0.9500
C10 C14 1.480(2)
C10 C11 1.498(2)
C12 C13 1.512(3)
C12 H12A 0.9900
C12 H12B 0.9900
C13 H13A 0.9800
C13 H13B 0.9800
C13 H13C 0.9800
C14 C15 1.400(3)
C15 C16 1.381(3)
C15 H15 0.9500
C16 C17 1.376(3)
C16 H16 0.9500
C17 C18 1.375(3)
C17 H17 0.9500
C18 H18 0.9500
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N2 H2A N4 0.88 1.96 2.616(2) 130.6
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C6 N2 N3 C10 -175.24(15)
C5 N1 C1 C2 0.5(3)
N1 C1 C2 C3 -0.2(3)
C1 C2 C3 C4 0.5(3)
C2 C3 C4 C9 179.13(18)
C2 C3 C4 C5 -1.0(3)
C1 N1 C5 C4 -1.0(2)
C1 N1 C5 C6 179.44(15)
C9 C4 C5 N1 -178.80(16)
C3 C4 C5 N1 1.3(3)
C9 C4 C5 C6 0.7(2)
C3 C4 C5 C6 -179.19(15)
N3 N2 C6 C7 2.9(2)
N3 N2 C6 C5 -178.43(14)
N1 C5 C6 C7 178.81(15)
C4 C5 C6 C7 -0.7(2)
N1 C5 C6 N2 0.1(2)
C4 C5 C6 N2 -179.45(14)
N2 C6 C7 C8 178.72(16)
C5 C6 C7 C8 0.1(3)
C6 C7 C8 C9 0.6(3)
C7 C8 C9 C4 -0.6(3)
C3 C4 C9 C8 179.84(18)
C5 C4 C9 C8 0.0(3)
N2 N3 C10 C14 2.5(3)
N2 N3 C10 C11 179.73(14)
C12 O1 C11 O2 5.5(2)
C12 O1 C11 C10 -174.44(14)
N3 C10 C11 O2 172.98(17)
C14 C10 C11 O2 -9.6(3)
N3 C10 C11 O1 -7.0(2)
C14 C10 C11 O1 170.36(15)
C11 O1 C12 C13 -173.84(15)
C18 N4 C14 C15 -1.6(3)
C18 N4 C14 C10 177.30(16)
N3 C10 C14 N4 -2.7(3)
C11 C10 C14 N4 -179.69(15)
N3 C10 C14 C15 176.12(17)
C11 C10 C14 C15 -0.9(2)
N4 C14 C15 C16 1.0(3)
C10 C14 C15 C16 -177.81(17)
C14 C15 C16 C17 0.0(3)
C15 C16 C17 C18 -0.3(3)
C14 N4 C18 C17 1.3(3)
C16 C17 C18 N4 -0.3(3)
|
1501853.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501853.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501853
loop_
_publ_author_name
'Su, Xin'
'Aprahamian, Ivan'
_publ_section_title
;
Switching around two axles: controlling the configuration and
conformation of a hydrazone-based switch.
;
_journal_issue 1
_journal_name_full 'Organic letters'
_journal_page_first 30
_journal_page_last 33
_journal_paper_doi 10.1021/ol102422h
_journal_volume 13
_journal_year 2011
_chemical_formula_moiety 'C18 H17 N4 O2, (C2 H F3 O2), C2 F3 O2'
_chemical_formula_sum 'C22 H18 F6 N4 O6'
_chemical_formula_weight 548.40
_space_group_IT_number 2
_symmetry_cell_setting triclinic
_symmetry_Int_Tables_number 2
_symmetry_space_group_name_Hall '-P 1'
_symmetry_space_group_name_H-M 'P -1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 101.5460(10)
_cell_angle_beta 95.9410(10)
_cell_angle_gamma 105.0330(10)
_cell_formula_units_Z 2
_cell_length_a 7.3881(7)
_cell_length_b 10.9108(10)
_cell_length_c 15.0960(14)
_cell_measurement_reflns_used 6686
_cell_measurement_temperature 173(2)
_cell_measurement_theta_max 25.21
_cell_measurement_theta_min 2.69
_cell_volume 1135.82(18)
_computing_cell_refinement 'APEX2 (BRUKER, V2008.5-0, 2006)'
_computing_data_collection 'COSMO (BRUKER, V1.58, 2006)'
_computing_data_reduction 'SAINT (BRUKER, V7.34A, 2006)'
_computing_molecular_graphics
'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)'
_computing_publication_material
'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)'
_computing_structure_refinement
'SHELXL (Sheldrick, Acta Cryst. A64 2008, 112-122)'
_computing_structure_solution
'SHELXS (Sheldrick, Acta Cryst. A64 2008, 112-122)'
_diffrn_ambient_temperature 173(2)
_diffrn_detector_area_resol_mean 836.6
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\w,and/f 0.5 deg'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0428
_diffrn_reflns_av_sigmaI/netI 0.0483
_diffrn_reflns_limit_h_max 8
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_l_max 18
_diffrn_reflns_limit_l_min -18
_diffrn_reflns_number 15942
_diffrn_reflns_theta_full 25.30
_diffrn_reflns_theta_max 25.30
_diffrn_reflns_theta_min 1.99
_diffrn_source 'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu 0.149
_exptl_absorpt_correction_T_max 0.9841
_exptl_absorpt_correction_T_min 0.9583
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details SADABS
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.604
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description needle
_exptl_crystal_F_000 560
_exptl_crystal_size_max 0.29
_exptl_crystal_size_mid 0.15
_exptl_crystal_size_min 0.11
_refine_diff_density_max 0.332
_refine_diff_density_min -0.235
_refine_diff_density_rms 0.051
_refine_ls_extinction_coef 0.008(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL
_refine_ls_goodness_of_fit_ref 1.048
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 357
_refine_ls_number_reflns 4107
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.048
_refine_ls_R_factor_all 0.0679
_refine_ls_R_factor_gt 0.0503
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0765P)^2^+0.1759P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1338
_refine_ls_wR_factor_ref 0.1483
_reflns_number_gt 2958
_reflns_number_total 4107
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file ol102422h_si_003.cif
_cod_data_source_block QPH-Z-H+
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.
'_refine_ls_hydrogen_treatment' value 'Mixed' changed to
'mixed' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_database_code 1501853
#BEGIN Tags that were not found in dictionaries:
_contact_crystallographer_name 'Richard Staples'
_contact_crystallographer_email staples@chemistry.msu.com
#END Tags that were not found in dictionaries
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.9384(2) 0.71780(14) 0.47892(9) 0.0424(4) Uani 1 1 d .
O2 O 1.1109(2) 0.88317(15) 0.59446(11) 0.0549(5) Uani 1 1 d .
N1 N 0.7649(3) 0.50240(17) 0.51683(12) 0.0381(4) Uani 1 1 d .
H1 H 0.769(3) 0.549(2) 0.4745(16) 0.048(7) Uiso 1 1 d .
N2 N 0.8688(2) 0.55279(16) 0.59847(11) 0.0362(4) Uani 1 1 d .
N3 N 0.5717(3) 0.42257(18) 0.34861(12) 0.0422(4) Uani 1 1 d .
N4 N 1.0349(3) 0.61538(19) 0.76742(12) 0.0394(4) Uani 1 1 d .
H4 H 0.943(4) 0.543(3) 0.7422(18) 0.064(8) Uiso 1 1 d .
C1 C 0.9856(3) 0.6712(2) 0.62280(14) 0.0373(5) Uani 1 1 d .
C2 C 1.0218(3) 0.7702(2) 0.56646(14) 0.0396(5) Uani 1 1 d .
C3 C 0.9638(3) 0.8051(2) 0.41630(15) 0.0462(6) Uani 1 1 d .
H3A H 1.0999 0.8372 0.4116 0.055 Uiso 1 1 calc R
H3B H 0.9176 0.8813 0.4388 0.055 Uiso 1 1 calc R
C4 C 0.8515(4) 0.7279(3) 0.32480(16) 0.0559(6) Uani 1 1 d .
H4A H 0.8992 0.6533 0.3031 0.084 Uiso 1 1 calc R
H4B H 0.8644 0.7836 0.2809 0.084 Uiso 1 1 calc R
H4C H 0.7173 0.6964 0.3304 0.084 Uiso 1 1 calc R
C5 C 0.6390(3) 0.3769(2) 0.49447(14) 0.0369(5) Uani 1 1 d .
C6 C 0.6093(3) 0.2963(2) 0.55386(15) 0.0412(5) Uani 1 1 d .
H6 H 0.6759 0.3247 0.6150 0.049 Uiso 1 1 calc R
C7 C 0.4796(3) 0.1715(2) 0.52342(15) 0.0426(5) Uani 1 1 d .
H7 H 0.4604 0.1152 0.5643 0.051 Uiso 1 1 calc R
C8 C 0.3804(3) 0.1292(2) 0.43632(15) 0.0433(5) Uani 1 1 d .
H8 H 0.2939 0.0439 0.4173 0.052 Uiso 1 1 calc R
C9 C 0.4051(3) 0.2106(2) 0.37452(14) 0.0400(5) Uani 1 1 d .
C10 C 0.3050(3) 0.1760(2) 0.28380(15) 0.0450(5) Uani 1 1 d .
H10 H 0.2146 0.0927 0.2609 0.054 Uiso 1 1 calc R
C11 C 0.3387(3) 0.2620(2) 0.22982(15) 0.0485(6) Uani 1 1 d .
H11 H 0.2717 0.2398 0.1690 0.058 Uiso 1 1 calc R
C12 C 0.4736(3) 0.3843(2) 0.26470(15) 0.0469(6) Uani 1 1 d .
H12 H 0.4957 0.4430 0.2256 0.056 Uiso 1 1 calc R
C13 C 0.5371(3) 0.3363(2) 0.40339(14) 0.0372(5) Uani 1 1 d .
C14 C 1.0846(3) 0.7059(2) 0.71801(14) 0.0365(5) Uani 1 1 d .
C15 C 1.2239(3) 0.8202(2) 0.76245(14) 0.0423(5) Uani 1 1 d .
H15 H 1.2621 0.8878 0.7313 0.051 Uiso 1 1 calc R
C16 C 1.3073(3) 0.8363(2) 0.85165(15) 0.0457(6) Uani 1 1 d .
H16 H 1.4018 0.9154 0.8817 0.055 Uiso 1 1 calc R
C17 C 1.2551(3) 0.7390(2) 0.89780(15) 0.0463(6) Uani 1 1 d .
H17 H 1.3154 0.7486 0.9585 0.056 Uiso 1 1 calc R
C18 C 1.1147(3) 0.6284(2) 0.85384(14) 0.0440(5) Uani 1 1 d .
H18 H 1.0735 0.5607 0.8845 0.053 Uiso 1 1 calc R
F1 F 0.8929(3) 0.88650(15) 1.13250(10) 0.0791(5) Uani 1 1 d .
F2 F 0.6780(2) 0.85389(14) 1.01779(11) 0.0680(5) Uani 1 1 d .
F3 F 0.9616(2) 0.86796(15) 0.99772(12) 0.0775(5) Uani 1 1 d .
F4 F 0.7434(3) 0.14724(15) 0.73925(11) 0.0774(5) Uani 1 1 d .
F5 F 0.4643(2) 0.13285(15) 0.76769(13) 0.0843(6) Uani 1 1 d .
F6 F 0.6797(2) 0.12937(13) 0.87077(9) 0.0650(4) Uani 1 1 d .
O3 O 0.8670(4) 0.63504(19) 1.09191(14) 0.0935(8) Uani 1 1 d .
O4 O 0.7022(3) 0.61255(17) 0.95443(11) 0.0597(5) Uani 1 1 d .
H4S H 0.686(5) 0.508(4) 0.942(3) 0.133(14) Uiso 1 1 d .
O5 O 0.7536(2) 0.39598(15) 0.77729(10) 0.0499(4) Uani 1 1 d .
O6 O 0.6605(3) 0.37466(16) 0.91152(11) 0.0636(5) Uani 1 1 d .
C19 C 0.7989(4) 0.6754(2) 1.03338(16) 0.0524(6) Uani 1 1 d .
C20 C 0.8301(4) 0.8218(2) 1.04657(16) 0.0508(6) Uani 1 1 d .
C21 C 0.6949(3) 0.3339(2) 0.83288(14) 0.0447(5) Uani 1 1 d .
C22 C 0.6468(3) 0.1854(2) 0.80350(15) 0.0457(6) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0526(9) 0.0413(9) 0.0355(8) 0.0171(7) 0.0073(7) 0.0110(7)
O2 0.0708(11) 0.0366(9) 0.0510(10) 0.0176(8) -0.0020(8) 0.0039(8)
N1 0.0481(11) 0.0345(10) 0.0307(9) 0.0098(8) 0.0040(8) 0.0097(8)
N2 0.0419(10) 0.0337(10) 0.0335(9) 0.0088(7) 0.0059(7) 0.0114(8)
N3 0.0520(11) 0.0438(11) 0.0356(10) 0.0135(8) 0.0083(8) 0.0185(9)
N4 0.0459(11) 0.0360(10) 0.0358(10) 0.0112(8) 0.0044(8) 0.0101(9)
C1 0.0419(12) 0.0359(12) 0.0362(11) 0.0112(9) 0.0073(9) 0.0125(10)
C2 0.0453(13) 0.0383(13) 0.0378(12) 0.0136(10) 0.0067(9) 0.0130(10)
C3 0.0538(14) 0.0472(13) 0.0447(13) 0.0251(11) 0.0123(10) 0.0145(11)
C4 0.0696(17) 0.0624(16) 0.0418(13) 0.0245(12) 0.0099(12) 0.0198(13)
C5 0.0415(12) 0.0360(11) 0.0352(11) 0.0104(9) 0.0062(9) 0.0130(9)
C6 0.0483(13) 0.0401(12) 0.0365(11) 0.0119(9) 0.0062(9) 0.0132(10)
C7 0.0505(13) 0.0378(12) 0.0427(12) 0.0161(10) 0.0098(10) 0.0126(10)
C8 0.0463(13) 0.0348(12) 0.0465(13) 0.0070(10) 0.0080(10) 0.0094(10)
C9 0.0427(12) 0.0378(12) 0.0401(12) 0.0066(9) 0.0069(9) 0.0147(10)
C10 0.0461(13) 0.0454(13) 0.0413(12) 0.0033(10) 0.0030(10) 0.0162(11)
C11 0.0528(14) 0.0577(15) 0.0363(12) 0.0070(11) 0.0020(10) 0.0236(12)
C12 0.0589(15) 0.0534(15) 0.0355(12) 0.0150(10) 0.0103(10) 0.0242(12)
C13 0.0418(12) 0.0349(11) 0.0377(11) 0.0099(9) 0.0086(9) 0.0143(9)
C14 0.0402(12) 0.0338(11) 0.0386(11) 0.0111(9) 0.0087(9) 0.0132(9)
C15 0.0474(13) 0.0386(12) 0.0412(12) 0.0130(10) 0.0074(10) 0.0098(10)
C16 0.0482(13) 0.0440(13) 0.0407(12) 0.0064(10) 0.0055(10) 0.0092(10)
C17 0.0495(14) 0.0499(14) 0.0384(12) 0.0113(10) 0.0037(10) 0.0127(11)
C18 0.0531(14) 0.0447(13) 0.0376(12) 0.0157(10) 0.0091(10) 0.0149(11)
F1 0.1197(14) 0.0593(10) 0.0493(9) -0.0015(7) -0.0099(9) 0.0304(10)
F2 0.0713(10) 0.0501(9) 0.0803(11) 0.0087(8) -0.0072(8) 0.0260(8)
F3 0.0846(12) 0.0569(10) 0.0945(12) 0.0238(9) 0.0309(10) 0.0157(9)
F4 0.1222(15) 0.0503(9) 0.0659(10) 0.0115(7) 0.0453(10) 0.0255(9)
F5 0.0656(11) 0.0493(9) 0.1189(15) 0.0154(9) -0.0173(10) -0.0007(8)
F6 0.1049(12) 0.0461(8) 0.0495(8) 0.0210(7) 0.0118(8) 0.0243(8)
O3 0.151(2) 0.0568(13) 0.0674(13) 0.0187(10) -0.0266(13) 0.0349(13)
O4 0.0936(14) 0.0431(10) 0.0398(9) 0.0084(8) 0.0025(9) 0.0196(9)
O5 0.0629(11) 0.0433(9) 0.0416(9) 0.0177(7) 0.0069(7) 0.0067(8)
O6 0.1092(16) 0.0417(10) 0.0434(10) 0.0135(8) 0.0256(9) 0.0198(10)
C19 0.0730(17) 0.0468(14) 0.0404(13) 0.0135(11) 0.0077(12) 0.0207(12)
C20 0.0631(16) 0.0481(14) 0.0404(13) 0.0094(11) 0.0019(11) 0.0180(12)
C21 0.0585(14) 0.0405(13) 0.0343(12) 0.0139(10) 0.0042(10) 0.0103(11)
C22 0.0565(15) 0.0408(13) 0.0391(12) 0.0112(10) 0.0096(10) 0.0109(11)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 O1 C3 116.60(17)
N2 N1 C5 121.53(17)
N2 N1 H1 120.9(15)
C5 N1 H1 117.5(15)
C1 N2 N1 123.40(17)
C12 N3 C13 116.8(2)
C18 N4 C14 124.3(2)
C18 N4 H4 116.9(17)
C14 N4 H4 118.8(17)
N2 C1 C14 113.30(18)
N2 C1 C2 127.47(19)
C14 C1 C2 119.21(18)
O2 C2 O1 123.18(19)
O2 C2 C1 125.54(19)
O1 C2 C1 111.27(18)
O1 C3 C4 107.08(18)
O1 C3 H3A 110.3
C4 C3 H3A 110.3
O1 C3 H3B 110.3
C4 C3 H3B 110.3
H3A C3 H3B 108.6
C3 C4 H4A 109.5
C3 C4 H4B 109.5
H4A C4 H4B 109.5
C3 C4 H4C 109.5
H4A C4 H4C 109.5
H4B C4 H4C 109.5
C6 C5 N1 124.41(19)
C6 C5 C13 120.8(2)
N1 C5 C13 114.79(18)
C5 C6 C7 119.3(2)
C5 C6 H6 120.3
C7 C6 H6 120.3
C8 C7 C6 121.4(2)
C8 C7 H7 119.3
C6 C7 H7 119.3
C7 C8 C9 120.6(2)
C7 C8 H8 119.7
C9 C8 H8 119.7
C8 C9 C13 119.02(19)
C8 C9 C10 124.4(2)
C13 C9 C10 116.6(2)
C11 C10 C9 119.7(2)
C11 C10 H10 120.1
C9 C10 H10 120.1
C10 C11 C12 119.3(2)
C10 C11 H11 120.3
C12 C11 H11 120.3
N3 C12 C11 123.9(2)
N3 C12 H12 118.0
C11 C12 H12 118.0
N3 C13 C9 123.54(19)
N3 C13 C5 117.55(19)
C9 C13 C5 118.90(19)
N4 C14 C15 116.41(19)
N4 C14 C1 116.20(18)
C15 C14 C1 127.39(19)
C16 C15 C14 120.3(2)
C16 C15 H15 119.8
C14 C15 H15 119.8
C17 C16 C15 120.8(2)
C17 C16 H16 119.6
C15 C16 H16 119.6
C18 C17 C16 118.2(2)
C18 C17 H17 120.9
C16 C17 H17 120.9
N4 C18 C17 120.0(2)
N4 C18 H18 120.0
C17 C18 H18 120.0
C19 O4 H4S 112(2)
C21 O6 H4S 118.1(16)
O3 C19 O4 129.1(2)
O3 C19 C20 119.5(2)
O4 C19 C20 111.3(2)
F1 C20 F2 107.9(2)
F1 C20 F3 106.9(2)
F2 C20 F3 105.9(2)
F1 C20 C19 112.7(2)
F2 C20 C19 114.0(2)
F3 C20 C19 109.0(2)
O5 C21 O6 129.1(2)
O5 C21 C22 117.29(19)
O6 C21 C22 113.54(18)
F6 C22 F4 106.67(19)
F6 C22 F5 106.52(19)
F4 C22 F5 106.2(2)
F6 C22 C21 114.16(18)
F4 C22 C21 112.03(18)
F5 C22 C21 110.8(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C2 1.341(3)
O1 C3 1.463(2)
O2 C2 1.202(3)
N1 N2 1.313(2)
N1 C5 1.394(3)
N1 H1 0.89(2)
N2 C1 1.310(3)
N3 C12 1.321(3)
N3 C13 1.366(3)
N4 C18 1.339(3)
N4 C14 1.353(3)
N4 H4 0.88(3)
C1 C14 1.471(3)
C1 C2 1.491(3)
C3 C4 1.497(3)
C3 H3A 0.9900
C3 H3B 0.9900
C4 H4A 0.9800
C4 H4B 0.9800
C4 H4C 0.9800
C5 C6 1.372(3)
C5 C13 1.422(3)
C6 C7 1.402(3)
C6 H6 0.9500
C7 C8 1.364(3)
C7 H7 0.9500
C8 C9 1.406(3)
C8 H8 0.9500
C9 C13 1.415(3)
C9 C10 1.415(3)
C10 C11 1.354(3)
C10 H10 0.9500
C11 C12 1.404(3)
C11 H11 0.9500
C12 H12 0.9500
C14 C15 1.386(3)
C15 C16 1.379(3)
C15 H15 0.9500
C16 C17 1.379(3)
C16 H16 0.9500
C17 C18 1.364(3)
C17 H17 0.9500
C18 H18 0.9500
F1 C20 1.317(3)
F2 C20 1.318(3)
F3 C20 1.336(3)
F4 C22 1.326(3)
F5 C22 1.328(3)
F6 C22 1.319(3)
O3 C19 1.186(3)
O4 C19 1.282(3)
O4 H4S 1.09(4)
O5 C21 1.226(2)
O6 C21 1.258(3)
O6 H4S 1.40(4)
C19 C20 1.522(3)
C21 C22 1.526(3)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1 O1 0.89(2) 1.93(2) 2.573(2) 128(2)
N4 H4 O5 0.88(3) 2.04(3) 2.774(2) 141(2)
O4 H4S O6 1.09(4) 1.40(4) 2.474(2) 171(3)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C5 N1 N2 C1 -178.46(19)
N1 N2 C1 C14 179.35(17)
N1 N2 C1 C2 1.0(3)
C3 O1 C2 O2 1.2(3)
C3 O1 C2 C1 -179.84(17)
N2 C1 C2 O2 169.8(2)
C14 C1 C2 O2 -8.5(3)
N2 C1 C2 O1 -9.1(3)
C14 C1 C2 O1 172.60(17)
C2 O1 C3 C4 -177.19(19)
N2 N1 C5 C6 1.0(3)
N2 N1 C5 C13 -179.87(18)
N1 C5 C6 C7 -179.6(2)
C13 C5 C6 C7 1.3(3)
C5 C6 C7 C8 -0.9(3)
C6 C7 C8 C9 -0.4(3)
C7 C8 C9 C13 1.2(3)
C7 C8 C9 C10 -178.4(2)
C8 C9 C10 C11 179.7(2)
C13 C9 C10 C11 0.0(3)
C9 C10 C11 C12 0.3(3)
C13 N3 C12 C11 0.0(3)
C10 C11 C12 N3 -0.4(4)
C12 N3 C13 C9 0.4(3)
C12 N3 C13 C5 -178.91(19)
C8 C9 C13 N3 179.89(19)
C10 C9 C13 N3 -0.4(3)
C8 C9 C13 C5 -0.8(3)
C10 C9 C13 C5 178.89(19)
C6 C5 C13 N3 178.88(19)
N1 C5 C13 N3 -0.3(3)
C6 C5 C13 C9 -0.5(3)
N1 C5 C13 C9 -179.62(18)
C18 N4 C14 C15 -1.9(3)
C18 N4 C14 C1 177.57(19)
N2 C1 C14 N4 -3.3(3)
C2 C1 C14 N4 175.23(18)
N2 C1 C14 C15 176.1(2)
C2 C1 C14 C15 -5.4(3)
N4 C14 C15 C16 1.3(3)
C1 C14 C15 C16 -178.0(2)
C14 C15 C16 C17 0.6(3)
C15 C16 C17 C18 -2.1(3)
C14 N4 C18 C17 0.4(3)
C16 C17 C18 N4 1.7(3)
O3 C19 C20 F1 -15.6(4)
O4 C19 C20 F1 166.6(2)
O3 C19 C20 F2 -139.1(3)
O4 C19 C20 F2 43.2(3)
O3 C19 C20 F3 102.8(3)
O4 C19 C20 F3 -74.9(3)
O5 C21 C22 F6 146.8(2)
O6 C21 C22 F6 -35.7(3)
O5 C21 C22 F4 25.4(3)
O6 C21 C22 F4 -157.1(2)
O5 C21 C22 F5 -93.0(3)
O6 C21 C22 F5 84.5(3)
|
1501854.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501854.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501854
loop_
_publ_author_name
'Bigot, Aur\'elien'
'Blythe, Judith'
'Pandya, Chirag'
'Wagner, Trixie'
'Loiseleur, Olivier'
_publ_section_title
;
DAST-mediated cyclization of \a,\a-disubstituted-\a-acylaminoketones:
efficient and divergent synthesis of unprecedented heterocycles.
;
_journal_issue 2
_journal_name_full 'Organic letters'
_journal_page_first 192
_journal_page_last 195
_journal_paper_doi 10.1021/ol102454e
_journal_volume 13
_journal_year 2011
_chemical_formula_sum 'C17 H17 N3'
_chemical_formula_weight 263.34
_chemical_name_common ABIV-284
_chemical_name_systematic
;
?
;
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 116.024(7)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 12.632(3)
_cell_length_b 9.666(2)
_cell_length_c 12.804(3)
_cell_measurement_temperature 100(2)
_cell_volume 1404.9(6)
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 100(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0286
_diffrn_reflns_av_sigmaI/netI 0.0215
_diffrn_reflns_limit_h_max 15
_diffrn_reflns_limit_h_min -15
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_l_max 13
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_number 27775
_diffrn_reflns_theta_full 66.60
_diffrn_reflns_theta_max 66.60
_diffrn_reflns_theta_min 3.84
_exptl_absorpt_coefficient_mu 0.586
_exptl_absorpt_correction_T_max 0.9769
_exptl_absorpt_correction_T_min 0.7867
_exptl_absorpt_correction_type multi-scan
_exptl_crystal_density_diffrn 1.245
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 560
_exptl_crystal_size_max 0.43
_exptl_crystal_size_mid 0.21
_exptl_crystal_size_min 0.04
_refine_diff_density_max 0.127
_refine_diff_density_min -0.203
_refine_diff_density_rms 0.041
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.0(2)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.063
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 373
_refine_ls_number_reflns 4855
_refine_ls_number_restraints 1
_refine_ls_restrained_S_all 1.063
_refine_ls_R_factor_all 0.0261
_refine_ls_R_factor_gt 0.0258
_refine_ls_shift/su_max 0.009
_refine_ls_shift/su_mean 0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0372P)^2^+0.1911P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0640
_refine_ls_wR_factor_ref 0.0642
_reflns_number_gt 4803
_reflns_number_total 4855
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file ol102454e_si_005.cif
_cod_data_source_block OLO26a
_cod_original_sg_symbol_H-M P21
_cod_database_code 1501854
#BEGIN Tags that were not found in dictionaries:
_chemical_source_common ACT
#END Tags that were not found in dictionaries
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C -0.09247(10) 0.52338(13) 0.21481(10) 0.0227(2) Uani 1 1 d .
H1 H -0.0433 0.5998 0.2529 0.027 Uiso 1 1 calc R
C2 C -0.18362(11) 0.54066(14) 0.10447(11) 0.0277(3) Uani 1 1 d .
H2 H -0.1968 0.6284 0.0675 0.033 Uiso 1 1 calc R
C3 C -0.25559(10) 0.42958(14) 0.04819(11) 0.0271(3) Uani 1 1 d .
H3 H -0.3171 0.4406 -0.0280 0.033 Uiso 1 1 calc R
C4 C -0.23744(10) 0.30252(13) 0.10342(11) 0.0251(3) Uani 1 1 d .
H4 H -0.2876 0.2269 0.0653 0.030 Uiso 1 1 calc R
C5 C -0.14665(10) 0.28483(13) 0.21398(11) 0.0229(2) Uani 1 1 d .
H5 H -0.1352 0.1974 0.2513 0.027 Uiso 1 1 calc R
C6 C -0.07186(9) 0.39521(12) 0.27073(10) 0.0195(2) Uani 1 1 d .
C7 C 0.03451(10) 0.37746(12) 0.38368(10) 0.0191(2) Uani 1 1 d .
N8 N 0.12884(8) 0.43347(10) 0.38790(8) 0.0197(2) Uani 1 1 d .
N9 N 0.22704(8) 0.42599(11) 0.49449(8) 0.0207(2) Uani 1 1 d .
H9 H 0.2876(13) 0.4689(15) 0.4920(12) 0.020(3) Uiso 1 1 d .
C10 C 0.21073(10) 0.42309(12) 0.59414(10) 0.0189(2) Uani 1 1 d .
N11 N 0.11704(8) 0.37300(10) 0.59501(8) 0.0191(2) Uani 1 1 d .
C12 C 0.03910(10) 0.29666(12) 0.48781(10) 0.0197(2) Uani 1 1 d .
C13 C 0.30593(9) 0.48486(12) 0.70004(10) 0.0200(2) Uani 1 1 d .
C14 C 0.37528(10) 0.59354(13) 0.69392(11) 0.0243(3) Uani 1 1 d .
H14 H 0.3633 0.6289 0.6203 0.029 Uiso 1 1 calc R
C15 C 0.46189(11) 0.65066(14) 0.79485(11) 0.0277(3) Uani 1 1 d .
H15 H 0.5085 0.7254 0.7902 0.033 Uiso 1 1 calc R
C16 C 0.48011(10) 0.59849(14) 0.90199(11) 0.0272(3) Uani 1 1 d .
H16 H 0.5390 0.6379 0.9710 0.033 Uiso 1 1 calc R
C17 C 0.41287(11) 0.48906(14) 0.90926(11) 0.0267(3) Uani 1 1 d .
H17 H 0.4262 0.4530 0.9830 0.032 Uiso 1 1 calc R
C18 C 0.32599(10) 0.43221(13) 0.80851(10) 0.0225(2) Uani 1 1 d .
H18 H 0.2800 0.3571 0.8135 0.027 Uiso 1 1 calc R
C19 C 0.09421(11) 0.15477(12) 0.49004(11) 0.0230(2) Uani 1 1 d .
H19A H 0.1682 0.1669 0.4837 0.035 Uiso 1 1 calc R
H19B H 0.0397 0.0990 0.4246 0.035 Uiso 1 1 calc R
H19C H 0.1100 0.1077 0.5632 0.035 Uiso 1 1 calc R
C20 C -0.08015(10) 0.27894(12) 0.48967(10) 0.0218(2) Uani 1 1 d .
H20A H -0.0688 0.2364 0.5633 0.033 Uiso 1 1 calc R
H20B H -0.1306 0.2194 0.4250 0.033 Uiso 1 1 calc R
H20C H -0.1176 0.3696 0.4819 0.033 Uiso 1 1 calc R
C21 C 0.64745(10) 0.44562(13) 0.51772(10) 0.0208(2) Uani 1 1 d .
H21 H 0.6382 0.3741 0.4635 0.025 Uiso 1 1 calc R
C22 C 0.74091(10) 0.44075(14) 0.62785(11) 0.0246(3) Uani 1 1 d .
H22 H 0.7945 0.3653 0.6490 0.030 Uiso 1 1 calc R
C23 C 0.75647(10) 0.54541(15) 0.70717(11) 0.0268(3) Uani 1 1 d .
H23 H 0.8202 0.5419 0.7828 0.032 Uiso 1 1 calc R
C24 C 0.67842(11) 0.65479(15) 0.67532(12) 0.0299(3) Uani 1 1 d .
H24 H 0.6891 0.7273 0.7291 0.036 Uiso 1 1 calc R
C25 C 0.58452(10) 0.65988(13) 0.56553(11) 0.0259(3) Uani 1 1 d .
H25 H 0.5317 0.7361 0.5446 0.031 Uiso 1 1 calc R
C26 C 0.56712(9) 0.55427(12) 0.48591(10) 0.0189(2) Uani 1 1 d .
C27 C 0.46103(9) 0.55803(11) 0.37134(10) 0.0182(2) Uani 1 1 d .
N28 N 0.36168(8) 0.54151(10) 0.37501(8) 0.0186(2) Uani 1 1 d .
N29 N 0.26270(8) 0.54209(11) 0.26722(8) 0.0187(2) Uani 1 1 d .
H29 H 0.2007(13) 0.5135(15) 0.2764(12) 0.021(3) Uiso 1 1 d .
C30 C 0.27621(10) 0.49568(12) 0.17161(10) 0.0187(2) Uani 1 1 d .
N31 N 0.37395(8) 0.50689(10) 0.16384(8) 0.0208(2) Uani 1 1 d .
C32 C 0.46560(10) 0.58987(13) 0.25698(10) 0.0214(2) Uani 1 1 d .
C33 C 0.17151(9) 0.42897(12) 0.07686(10) 0.0192(2) Uani 1 1 d .
C34 C 0.09212(10) 0.34986(13) 0.10024(11) 0.0215(2) Uani 1 1 d .
H34 H 0.1027 0.3393 0.1780 0.026 Uiso 1 1 calc R
C35 C -0.00230(11) 0.28660(14) 0.01000(11) 0.0249(3) Uani 1 1 d .
H35 H -0.0556 0.2317 0.0264 0.030 Uiso 1 1 calc R
C36 C -0.01954(10) 0.30271(13) -0.10364(10) 0.0241(3) Uani 1 1 d .
H36 H -0.0847 0.2594 -0.1651 0.029 Uiso 1 1 calc R
C37 C 0.05866(10) 0.38246(13) -0.12787(10) 0.0228(2) Uani 1 1 d .
H37 H 0.0470 0.3941 -0.2059 0.027 Uiso 1 1 calc R
C38 C 0.15388(10) 0.44505(12) -0.03764(10) 0.0209(2) Uani 1 1 d .
H38 H 0.2074 0.4993 -0.0542 0.025 Uiso 1 1 calc R
C39 C 0.43753(11) 0.74413(13) 0.23131(11) 0.0276(3) Uani 1 1 d .
H39A H 0.4388 0.7678 0.1574 0.041 Uiso 1 1 calc R
H39B H 0.4966 0.7994 0.2939 0.041 Uiso 1 1 calc R
H39C H 0.3593 0.7637 0.2262 0.041 Uiso 1 1 calc R
C40 C 0.58437(10) 0.55800(15) 0.25763(10) 0.0263(3) Uani 1 1 d .
H40A H 0.6019 0.4592 0.2728 0.039 Uiso 1 1 calc R
H40B H 0.6462 0.6125 0.3185 0.039 Uiso 1 1 calc R
H40C H 0.5812 0.5818 0.1819 0.039 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0218(5) 0.0202(6) 0.0241(6) -0.0026(5) 0.0081(5) -0.0033(5)
C2 0.0257(6) 0.0225(6) 0.0290(6) 0.0025(5) 0.0065(5) 0.0023(5)
C3 0.0198(6) 0.0295(6) 0.0256(6) -0.0035(5) 0.0040(5) 0.0022(5)
C4 0.0183(5) 0.0247(6) 0.0301(7) -0.0067(5) 0.0086(5) -0.0044(5)
C5 0.0221(6) 0.0207(6) 0.0292(7) 0.0002(5) 0.0142(5) -0.0014(5)
C6 0.0176(5) 0.0223(6) 0.0212(6) -0.0014(4) 0.0108(5) -0.0010(4)
C7 0.0206(5) 0.0175(5) 0.0216(6) -0.0024(5) 0.0115(5) -0.0005(5)
N8 0.0175(4) 0.0233(5) 0.0180(5) 0.0000(4) 0.0074(4) 0.0001(4)
N9 0.0159(5) 0.0277(5) 0.0185(5) 0.0000(4) 0.0074(4) -0.0022(4)
C10 0.0205(5) 0.0169(5) 0.0208(6) 0.0028(4) 0.0103(4) 0.0039(4)
N11 0.0198(5) 0.0181(5) 0.0203(5) 0.0021(4) 0.0099(4) 0.0013(4)
C12 0.0212(5) 0.0182(6) 0.0209(6) 0.0010(4) 0.0104(4) 0.0007(5)
C13 0.0174(5) 0.0219(5) 0.0216(6) 0.0009(5) 0.0095(4) 0.0060(4)
C14 0.0221(6) 0.0253(6) 0.0246(6) 0.0021(5) 0.0095(5) 0.0017(5)
C15 0.0224(6) 0.0271(6) 0.0325(7) -0.0025(5) 0.0111(5) -0.0013(5)
C16 0.0184(5) 0.0335(7) 0.0254(6) -0.0075(5) 0.0056(5) 0.0032(5)
C17 0.0253(6) 0.0358(7) 0.0200(6) 0.0005(5) 0.0109(5) 0.0087(5)
C18 0.0213(5) 0.0253(6) 0.0234(6) -0.0001(5) 0.0122(5) 0.0029(5)
C19 0.0255(6) 0.0193(6) 0.0257(6) 0.0002(5) 0.0125(5) 0.0009(5)
C20 0.0231(6) 0.0204(6) 0.0256(6) 0.0010(5) 0.0141(5) -0.0017(5)
C21 0.0220(5) 0.0191(5) 0.0231(6) -0.0010(5) 0.0115(4) -0.0013(5)
C22 0.0214(6) 0.0263(6) 0.0260(6) 0.0045(5) 0.0103(5) 0.0034(5)
C23 0.0193(5) 0.0366(7) 0.0208(6) -0.0004(5) 0.0055(4) -0.0016(5)
C24 0.0248(6) 0.0326(7) 0.0276(7) -0.0114(5) 0.0070(5) -0.0020(5)
C25 0.0205(6) 0.0240(6) 0.0293(7) -0.0043(5) 0.0074(5) 0.0026(5)
C26 0.0166(5) 0.0212(6) 0.0205(6) 0.0007(4) 0.0095(4) -0.0041(4)
C27 0.0187(5) 0.0164(5) 0.0197(6) -0.0011(4) 0.0087(4) -0.0015(4)
N28 0.0169(4) 0.0208(5) 0.0168(5) -0.0016(4) 0.0062(4) -0.0011(4)
N29 0.0141(4) 0.0246(5) 0.0170(5) -0.0003(4) 0.0065(4) -0.0017(4)
C30 0.0187(5) 0.0189(5) 0.0176(6) 0.0026(4) 0.0070(4) 0.0008(4)
N31 0.0176(4) 0.0277(5) 0.0167(5) 0.0000(4) 0.0072(4) -0.0024(4)
C32 0.0177(5) 0.0273(6) 0.0189(6) 0.0001(5) 0.0077(4) -0.0037(5)
C33 0.0171(5) 0.0202(5) 0.0197(6) -0.0006(5) 0.0076(4) 0.0029(5)
C34 0.0197(5) 0.0255(6) 0.0198(6) 0.0008(4) 0.0092(4) 0.0002(5)
C35 0.0193(5) 0.0259(6) 0.0295(6) -0.0021(5) 0.0109(5) -0.0046(5)
C36 0.0184(5) 0.0241(6) 0.0234(6) -0.0028(5) 0.0032(4) 0.0002(5)
C37 0.0245(6) 0.0239(6) 0.0167(6) -0.0002(5) 0.0059(4) 0.0027(5)
C38 0.0203(5) 0.0206(5) 0.0221(6) 0.0010(5) 0.0097(4) -0.0006(5)
C39 0.0249(6) 0.0282(7) 0.0265(6) 0.0038(5) 0.0083(5) -0.0055(5)
C40 0.0195(6) 0.0397(7) 0.0214(6) 0.0010(5) 0.0107(5) -0.0047(5)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C1 C6 120.92(11)
C2 C1 H1 119.5
C6 C1 H1 119.5
C1 C2 C3 119.88(12)
C1 C2 H2 120.1
C3 C2 H2 120.1
C4 C3 C2 119.81(11)
C4 C3 H3 120.1
C2 C3 H3 120.1
C3 C4 C5 120.52(11)
C3 C4 H4 119.7
C5 C4 H4 119.7
C4 C5 C6 120.25(11)
C4 C5 H5 119.9
C6 C5 H5 119.9
C1 C6 C5 118.60(11)
C1 C6 C7 119.03(10)
C5 C6 C7 122.16(11)
N8 C7 C6 114.57(10)
N8 C7 C12 119.95(10)
C6 C7 C12 125.44(10)
C7 N8 N9 115.54(10)
C10 N9 N8 118.66(9)
C10 N9 H9 121.7(9)
N8 N9 H9 110.8(9)
N11 C10 N9 121.90(11)
N11 C10 C13 121.58(10)
N9 C10 C13 116.51(10)
C10 N11 C12 114.76(10)
N11 C12 C7 107.99(9)
N11 C12 C20 107.43(9)
C7 C12 C20 114.33(9)
N11 C12 C19 108.39(9)
C7 C12 C19 108.51(9)
C20 C12 C19 110.03(9)
C14 C13 C18 119.19(11)
C14 C13 C10 121.94(11)
C18 C13 C10 118.87(11)
C15 C14 C13 120.38(12)
C15 C14 H14 119.8
C13 C14 H14 119.8
C16 C15 C14 119.88(12)
C16 C15 H15 120.1
C14 C15 H15 120.1
C15 C16 C17 120.34(11)
C15 C16 H16 119.8
C17 C16 H16 119.8
C16 C17 C18 119.86(12)
C16 C17 H17 120.1
C18 C17 H17 120.1
C17 C18 C13 120.34(12)
C17 C18 H18 119.8
C13 C18 H18 119.8
C12 C19 H19A 109.5
C12 C19 H19B 109.5
H19A C19 H19B 109.5
C12 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C12 C20 H20A 109.5
C12 C20 H20B 109.5
H20A C20 H20B 109.5
C12 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
C22 C21 C26 120.63(11)
C22 C21 H21 119.7
C26 C21 H21 119.7
C23 C22 C21 120.29(12)
C23 C22 H22 119.9
C21 C22 H22 119.9
C24 C23 C22 119.33(11)
C24 C23 H23 120.3
C22 C23 H23 120.3
C23 C24 C25 120.62(12)
C23 C24 H24 119.7
C25 C24 H24 119.7
C24 C25 C26 120.47(12)
C24 C25 H25 119.8
C26 C25 H25 119.8
C25 C26 C21 118.63(10)
C25 C26 C27 119.22(10)
C21 C26 C27 122.11(10)
N28 C27 C26 115.54(10)
N28 C27 C32 120.65(10)
C26 C27 C32 123.66(9)
C27 N28 N29 115.33(9)
C30 N29 N28 117.93(9)
C30 N29 H29 118.5(9)
N28 N29 H29 109.1(9)
N31 C30 N29 122.46(10)
N31 C30 C33 120.79(10)
N29 C30 C33 116.74(10)
C30 N31 C32 114.90(10)
N31 C32 C27 108.60(9)
N31 C32 C40 108.29(10)
C27 C32 C40 113.93(9)
N31 C32 C39 109.16(9)
C27 C32 C39 107.44(10)
C40 C32 C39 109.34(10)
C38 C33 C34 119.32(10)
C38 C33 C30 118.89(10)
C34 C33 C30 121.78(11)
C35 C34 C33 119.99(11)
C35 C34 H34 120.0
C33 C34 H34 120.0
C36 C35 C34 120.54(11)
C36 C35 H35 119.7
C34 C35 H35 119.7
C35 C36 C37 119.86(11)
C35 C36 H36 120.1
C37 C36 H36 120.1
C38 C37 C36 119.76(11)
C38 C37 H37 120.1
C36 C37 H37 120.1
C37 C38 C33 120.52(11)
C37 C38 H38 119.7
C33 C38 H38 119.7
C32 C39 H39A 109.5
C32 C39 H39B 109.5
H39A C39 H39B 109.5
C32 C39 H39C 109.5
H39A C39 H39C 109.5
H39B C39 H39C 109.5
C32 C40 H40A 109.5
C32 C40 H40B 109.5
H40A C40 H40B 109.5
C32 C40 H40C 109.5
H40A C40 H40C 109.5
H40B C40 H40C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.3864(17)
C1 C6 1.3971(17)
C1 H1 0.9500
C2 C3 1.3870(19)
C2 H2 0.9500
C3 C4 1.3853(19)
C3 H3 0.9500
C4 C5 1.3869(17)
C4 H4 0.9500
C5 C6 1.3987(16)
C5 H5 0.9500
C6 C7 1.4904(16)
C7 N8 1.2881(15)
C7 C12 1.5242(16)
N8 N9 1.3860(13)
N9 C10 1.3791(16)
N9 H9 0.882(15)
C10 N11 1.2833(15)
C10 C13 1.4867(16)
N11 C12 1.4873(15)
C12 C20 1.5265(16)
C12 C19 1.5327(17)
C13 C14 1.3919(18)
C13 C18 1.3941(17)
C14 C15 1.3896(18)
C14 H14 0.9500
C15 C16 1.383(2)
C15 H15 0.9500
C16 C17 1.385(2)
C16 H16 0.9500
C17 C18 1.3886(18)
C17 H17 0.9500
C18 H18 0.9500
C19 H19A 0.9800
C19 H19B 0.9800
C19 H19C 0.9800
C20 H20A 0.9800
C20 H20B 0.9800
C20 H20C 0.9800
C21 C22 1.3869(17)
C21 C26 1.3913(17)
C21 H21 0.9500
C22 C23 1.3850(19)
C22 H22 0.9500
C23 C24 1.380(2)
C23 H23 0.9500
C24 C25 1.3865(18)
C24 H24 0.9500
C25 C26 1.3903(17)
C25 H25 0.9500
C26 C27 1.4913(15)
C27 N28 1.2862(15)
C27 C32 1.5220(16)
N28 N29 1.3979(13)
N29 C30 1.3829(15)
N29 H29 0.886(15)
C30 N31 1.2860(15)
C30 C33 1.4929(16)
N31 C32 1.4813(15)
C32 C40 1.5280(17)
C32 C39 1.5345(18)
C33 C38 1.3916(17)
C33 C34 1.3941(17)
C34 C35 1.3864(18)
C34 H34 0.9500
C35 C36 1.3823(19)
C35 H35 0.9500
C36 C37 1.3911(18)
C36 H36 0.9500
C37 C38 1.3886(16)
C37 H37 0.9500
C38 H38 0.9500
C39 H39A 0.9800
C39 H39B 0.9800
C39 H39C 0.9800
C40 H40A 0.9800
C40 H40B 0.9800
C40 H40C 0.9800
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N29 H29 N8 0.886(15) 2.144(15) 2.9397(14) 149.2(12)
N9 H9 N28 0.882(15) 2.201(15) 2.9603(15) 143.9(12)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C6 C1 C2 C3 -0.12(19)
C1 C2 C3 C4 1.24(19)
C2 C3 C4 C5 -1.00(19)
C3 C4 C5 C6 -0.36(18)
C2 C1 C6 C5 -1.22(17)
C2 C1 C6 C7 173.59(11)
C4 C5 C6 C1 1.45(17)
C4 C5 C6 C7 -173.18(11)
C1 C6 C7 N8 -41.87(15)
C5 C6 C7 N8 132.74(12)
C1 C6 C7 C12 140.33(12)
C5 C6 C7 C12 -45.05(16)
C6 C7 N8 N9 176.00(10)
C12 C7 N8 N9 -6.07(15)
C7 N8 N9 C10 -29.74(15)
N8 N9 C10 N11 28.36(16)
N8 N9 C10 C13 -149.90(10)
N9 C10 N11 C12 10.54(16)
C13 C10 N11 C12 -171.28(10)
C10 N11 C12 C7 -41.29(13)
C10 N11 C12 C20 -165.06(10)
C10 N11 C12 C19 76.08(12)
N8 C7 C12 N11 40.47(14)
C6 C7 C12 N11 -141.85(10)
N8 C7 C12 C20 159.97(10)
C6 C7 C12 C20 -22.35(16)
N8 C7 C12 C19 -76.82(13)
C6 C7 C12 C19 100.87(12)
N11 C10 C13 C14 -148.12(11)
N9 C10 C13 C14 30.16(16)
N11 C10 C13 C18 31.82(16)
N9 C10 C13 C18 -149.91(11)
C18 C13 C14 C15 -1.28(17)
C10 C13 C14 C15 178.65(11)
C13 C14 C15 C16 0.61(18)
C14 C15 C16 C17 0.33(18)
C15 C16 C17 C18 -0.58(18)
C16 C17 C18 C13 -0.10(17)
C14 C13 C18 C17 1.03(17)
C10 C13 C18 C17 -178.91(10)
C26 C21 C22 C23 -0.97(17)
C21 C22 C23 C24 -0.31(19)
C22 C23 C24 C25 0.6(2)
C23 C24 C25 C26 0.4(2)
C24 C25 C26 C21 -1.63(18)
C24 C25 C26 C27 176.05(11)
C22 C21 C26 C25 1.93(16)
C22 C21 C26 C27 -175.69(11)
C25 C26 C27 N28 -67.36(14)
C21 C26 C27 N28 110.24(12)
C25 C26 C27 C32 108.12(13)
C21 C26 C27 C32 -74.28(15)
C26 C27 N28 N29 -178.66(9)
C32 C27 N28 N29 5.71(15)
C27 N28 N29 C30 29.68(15)
N28 N29 C30 N31 -29.65(16)
N28 N29 C30 C33 149.46(10)
N29 C30 N31 C32 -7.96(16)
C33 C30 N31 C32 172.97(10)
C30 N31 C32 C27 38.93(13)
C30 N31 C32 C40 163.13(10)
C30 N31 C32 C39 -77.92(13)
N28 C27 C32 N31 -39.32(14)
C26 C27 C32 N31 145.42(10)
N28 C27 C32 C40 -160.09(11)
C26 C27 C32 C40 24.65(16)
N28 C27 C32 C39 78.63(13)
C26 C27 C32 C39 -96.63(12)
N31 C30 C33 C38 -34.10(16)
N29 C30 C33 C38 146.78(11)
N31 C30 C33 C34 145.07(12)
N29 C30 C33 C34 -34.05(16)
C38 C33 C34 C35 0.89(18)
C30 C33 C34 C35 -178.28(11)
C33 C34 C35 C36 -0.87(19)
C34 C35 C36 C37 0.31(19)
C35 C36 C37 C38 0.22(18)
C36 C37 C38 C33 -0.20(18)
C34 C33 C38 C37 -0.36(17)
C30 C33 C38 C37 178.84(10)
|
1501855.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501855.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501855
loop_
_publ_author_name
'Bigot, Aur\'elien'
'Blythe, Judith'
'Pandya, Chirag'
'Wagner, Trixie'
'Loiseleur, Olivier'
_publ_section_title
;
DAST-mediated cyclization of \a,\a-disubstituted-\a-acylaminoketones:
efficient and divergent synthesis of unprecedented heterocycles.
;
_journal_issue 2
_journal_name_full 'Organic letters'
_journal_page_first 192
_journal_page_last 195
_journal_paper_doi 10.1021/ol102454e
_journal_volume 13
_journal_year 2011
_chemical_formula_sum 'C17 H18 N2 O2'
_chemical_formula_weight 282.33
_chemical_name_common ABIV-293
_chemical_name_systematic
;
?
;
_space_group_IT_number 9
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'C -2yc'
_symmetry_space_group_name_H-M 'C 1 c 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 113.90(2)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 8.782(4)
_cell_length_b 19.177(8)
_cell_length_c 9.362(4)
_cell_measurement_temperature 100(2)
_cell_volume 1441.5(11)
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 100(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0553
_diffrn_reflns_av_sigmaI/netI 0.0466
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 22
_diffrn_reflns_limit_k_min -22
_diffrn_reflns_limit_l_max 11
_diffrn_reflns_limit_l_min -11
_diffrn_reflns_number 13384
_diffrn_reflns_theta_full 68.36
_diffrn_reflns_theta_max 68.36
_diffrn_reflns_theta_min 4.61
_exptl_absorpt_coefficient_mu 0.692
_exptl_absorpt_correction_T_max 0.9795
_exptl_absorpt_correction_T_min 0.5747
_exptl_absorpt_correction_type multi-scan
_exptl_crystal_density_diffrn 1.301
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 600
_exptl_crystal_size_max 0.90
_exptl_crystal_size_mid 0.70
_exptl_crystal_size_min 0.03
_refine_diff_density_max 0.155
_refine_diff_density_min -0.215
_refine_diff_density_rms 0.044
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.2(2)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.035
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 200
_refine_ls_number_reflns 2455
_refine_ls_number_restraints 2
_refine_ls_restrained_S_all 1.035
_refine_ls_R_factor_all 0.0365
_refine_ls_R_factor_gt 0.0343
_refine_ls_shift/su_max 0.009
_refine_ls_shift/su_mean 0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0470P)^2^+0.4384P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0834
_refine_ls_wR_factor_ref 0.0851
_reflns_number_gt 2347
_reflns_number_total 2455
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file ol102454e_si_006.cif
_cod_data_source_block OLO27a
_cod_original_cell_volume 1441.4(11)
_cod_original_sg_symbol_H-M Cc
_cod_database_code 1501855
#BEGIN Tags that were not found in dictionaries:
_chemical_source_common ACN
#END Tags that were not found in dictionaries
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.5251(2) 0.13063(9) 0.8515(2) 0.0218(4) Uani 1 1 d .
H1 H 0.5544 0.1138 0.9547 0.026 Uiso 1 1 calc R
C2 C 0.6319(2) 0.17549(10) 0.8202(2) 0.0265(4) Uani 1 1 d .
H2 H 0.7331 0.1898 0.9022 0.032 Uiso 1 1 calc R
C3 C 0.5903(2) 0.19947(10) 0.6685(2) 0.0261(4) Uani 1 1 d .
H3 H 0.6631 0.2302 0.6468 0.031 Uiso 1 1 calc R
C4 C 0.4433(2) 0.17848(9) 0.5501(2) 0.0236(4) Uani 1 1 d .
H4 H 0.4157 0.1946 0.4466 0.028 Uiso 1 1 calc R
C5 C 0.3348(2) 0.13405(9) 0.5804(2) 0.0204(4) Uani 1 1 d .
H5 H 0.2335 0.1200 0.4982 0.025 Uiso 1 1 calc R
C6 C 0.3759(2) 0.11016(8) 0.7330(2) 0.0189(4) Uani 1 1 d .
C7 C 0.2564(2) 0.06380(8) 0.7704(2) 0.0175(3) Uani 1 1 d .
O8 O 0.17718(15) 0.02146(6) 0.63277(14) 0.0195(3) Uani 1 1 d .
N9 N 0.05030(18) -0.02542(7) 0.63523(17) 0.0192(3) Uani 1 1 d .
C10 C -0.0173(2) -0.00906(9) 0.7313(2) 0.0176(3) Uani 1 1 d .
N11 N 0.01111(18) 0.04961(7) 0.81813(17) 0.0179(3) Uani 1 1 d .
H11 H -0.004(3) 0.0474(11) 0.902(3) 0.028(6) Uiso 1 1 d .
C12 C 0.1166(2) 0.10415(8) 0.7975(2) 0.0177(3) Uani 1 1 d .
C13 C -0.1354(2) -0.06129(9) 0.74601(19) 0.0178(3) Uani 1 1 d .
C14 C -0.1091(2) -0.13199(9) 0.73067(19) 0.0186(4) Uani 1 1 d .
H14 H -0.0172 -0.1465 0.7091 0.022 Uiso 1 1 calc R
C15 C -0.2163(2) -0.18117(9) 0.7468(2) 0.0214(4) Uani 1 1 d .
H15 H -0.1982 -0.2294 0.7361 0.026 Uiso 1 1 calc R
C16 C -0.3506(2) -0.15982(10) 0.7787(2) 0.0226(4) Uani 1 1 d .
H16 H -0.4245 -0.1936 0.7893 0.027 Uiso 1 1 calc R
C17 C -0.3771(2) -0.08973(9) 0.7951(2) 0.0226(4) Uani 1 1 d .
H17 H -0.4686 -0.0755 0.8178 0.027 Uiso 1 1 calc R
C18 C -0.2705(2) -0.04011(9) 0.7785(2) 0.0202(4) Uani 1 1 d .
H18 H -0.2891 0.0080 0.7891 0.024 Uiso 1 1 calc R
C19 C 0.0113(2) 0.14834(9) 0.6562(2) 0.0207(4) Uani 1 1 d .
H19A H -0.0341 0.1187 0.5631 0.031 Uiso 1 1 calc R
H19B H 0.0809 0.1849 0.6401 0.031 Uiso 1 1 calc R
H19C H -0.0803 0.1699 0.6745 0.031 Uiso 1 1 calc R
C20 C 0.1862(2) 0.14834(9) 0.9454(2) 0.0211(4) Uani 1 1 d .
H20A H 0.0941 0.1701 0.9629 0.032 Uiso 1 1 calc R
H20B H 0.2587 0.1847 0.9337 0.032 Uiso 1 1 calc R
H20C H 0.2505 0.1187 1.0349 0.032 Uiso 1 1 calc R
O21 O 0.34885(15) 0.02206(6) 0.89864(14) 0.0213(3) Uani 1 1 d .
H21 H 0.291(3) 0.0107(12) 0.947(3) 0.032(6) Uiso 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0223(9) 0.0241(9) 0.0202(10) 0.0036(7) 0.0098(8) 0.0011(7)
C2 0.0200(9) 0.0281(9) 0.0298(11) 0.0026(7) 0.0085(8) -0.0017(7)
C3 0.0243(9) 0.0251(9) 0.0351(11) 0.0071(8) 0.0184(9) 0.0013(7)
C4 0.0273(9) 0.0254(9) 0.0233(10) 0.0053(7) 0.0155(8) 0.0064(8)
C5 0.0214(9) 0.0218(9) 0.0198(10) 0.0001(7) 0.0100(8) 0.0009(7)
C6 0.0206(9) 0.0184(8) 0.0217(9) -0.0024(7) 0.0129(8) 0.0009(7)
C7 0.0209(8) 0.0170(7) 0.0148(8) 0.0003(7) 0.0073(7) 0.0003(7)
O8 0.0225(6) 0.0214(6) 0.0177(6) -0.0039(5) 0.0115(5) -0.0054(5)
N9 0.0203(7) 0.0198(7) 0.0208(8) -0.0011(6) 0.0117(6) -0.0043(6)
C10 0.0175(8) 0.0203(8) 0.0146(8) 0.0018(7) 0.0060(7) 0.0020(6)
N11 0.0220(7) 0.0183(7) 0.0167(8) -0.0006(5) 0.0115(6) -0.0023(6)
C12 0.0200(8) 0.0183(7) 0.0169(8) -0.0007(7) 0.0097(7) -0.0018(7)
C13 0.0187(8) 0.0229(8) 0.0110(9) 0.0001(7) 0.0053(7) -0.0019(7)
C14 0.0182(9) 0.0237(8) 0.0139(9) -0.0006(7) 0.0063(8) -0.0002(7)
C15 0.0255(9) 0.0200(9) 0.0177(9) 0.0001(7) 0.0077(7) -0.0011(7)
C16 0.0230(9) 0.0271(9) 0.0192(10) 0.0011(7) 0.0100(8) -0.0051(7)
C17 0.0188(9) 0.0305(9) 0.0206(9) -0.0027(8) 0.0101(8) -0.0017(7)
C18 0.0214(9) 0.0219(8) 0.0170(9) -0.0002(6) 0.0074(7) 0.0022(7)
C19 0.0206(8) 0.0226(8) 0.0209(9) 0.0008(7) 0.0104(8) 0.0003(7)
C20 0.0252(9) 0.0205(8) 0.0200(9) -0.0033(7) 0.0117(7) -0.0022(7)
O21 0.0212(6) 0.0234(6) 0.0207(7) 0.0054(5) 0.0100(6) 0.0018(5)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C6 C1 C2 120.47(17)
C6 C1 H1 119.8
C2 C1 H1 119.8
C1 C2 C3 119.92(18)
C1 C2 H2 120.0
C3 C2 H2 120.0
C4 C3 C2 119.78(17)
C4 C3 H3 120.1
C2 C3 H3 120.1
C3 C4 C5 120.75(17)
C3 C4 H4 119.6
C5 C4 H4 119.6
C4 C5 C6 119.59(18)
C4 C5 H5 120.2
C6 C5 H5 120.2
C1 C6 C5 119.49(16)
C1 C6 C7 119.88(15)
C5 C6 C7 120.60(16)
O21 C7 O8 110.33(13)
O21 C7 C6 108.52(14)
O8 C7 C6 104.60(13)
O21 C7 C12 111.51(13)
O8 C7 C12 107.40(14)
C6 C7 C12 114.23(13)
N9 O8 C7 115.73(11)
C10 N9 O8 115.69(13)
N9 C10 N11 126.32(16)
N9 C10 C13 115.62(15)
N11 C10 C13 118.05(14)
C10 N11 C12 119.28(14)
C10 N11 H11 117.1(15)
C12 N11 H11 120.1(15)
N11 C12 C20 108.67(14)
N11 C12 C19 108.56(15)
C20 C12 C19 110.97(14)
N11 C12 C7 104.47(13)
C20 C12 C7 111.85(15)
C19 C12 C7 112.01(14)
C14 C13 C18 119.74(15)
C14 C13 C10 119.63(15)
C18 C13 C10 120.61(15)
C15 C14 C13 120.24(16)
C15 C14 H14 119.9
C13 C14 H14 119.9
C14 C15 C16 119.77(16)
C14 C15 H15 120.1
C16 C15 H15 120.1
C17 C16 C15 120.39(16)
C17 C16 H16 119.8
C15 C16 H16 119.8
C16 C17 C18 120.14(16)
C16 C17 H17 119.9
C18 C17 H17 119.9
C17 C18 C13 119.71(16)
C17 C18 H18 120.1
C13 C18 H18 120.1
C12 C19 H19A 109.5
C12 C19 H19B 109.5
H19A C19 H19B 109.5
C12 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C12 C20 H20A 109.5
C12 C20 H20B 109.5
H20A C20 H20B 109.5
C12 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
C7 O21 H21 110.1(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C6 1.387(3)
C1 C2 1.388(3)
C1 H1 0.9500
C2 C3 1.393(3)
C2 H2 0.9500
C3 C4 1.378(3)
C3 H3 0.9500
C4 C5 1.390(3)
C4 H4 0.9500
C5 C6 1.401(3)
C5 H5 0.9500
C6 C7 1.521(2)
C7 O21 1.397(2)
C7 O8 1.441(2)
C7 C12 1.557(2)
O8 N9 1.4391(18)
N9 C10 1.301(2)
C10 N11 1.351(2)
C10 C13 1.488(2)
N11 C12 1.461(2)
N11 H11 0.85(3)
C12 C20 1.524(3)
C12 C19 1.527(3)
C13 C14 1.393(2)
C13 C18 1.398(2)
C14 C15 1.383(2)
C14 H14 0.9500
C15 C16 1.390(3)
C15 H15 0.9500
C16 C17 1.383(3)
C16 H16 0.9500
C17 C18 1.388(3)
C17 H17 0.9500
C18 H18 0.9500
C19 H19A 0.9800
C19 H19B 0.9800
C19 H19C 0.9800
C20 H20A 0.9800
C20 H20B 0.9800
C20 H20C 0.9800
O21 H21 0.83(3)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O21 H21 O8 0.83(3) 2.41(3) 3.2330(19) 168(2) 2
O21 H21 N11 0.83(3) 2.38(2) 2.799(2) 112(2) .
N11 H11 O8 0.85(3) 2.48(2) 3.030(2) 123.2(19) 2
N11 H11 N9 0.85(3) 2.08(3) 2.884(2) 158(2) 2
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C6 C1 C2 C3 -0.9(3)
C1 C2 C3 C4 0.0(3)
C2 C3 C4 C5 0.6(3)
C3 C4 C5 C6 -0.2(3)
C2 C1 C6 C5 1.2(3)
C2 C1 C6 C7 -177.07(16)
C4 C5 C6 C1 -0.7(2)
C4 C5 C6 C7 177.61(15)
C1 C6 C7 O21 -29.55(19)
C5 C6 C7 O21 152.18(15)
C1 C6 C7 O8 -147.32(15)
C5 C6 C7 O8 34.41(19)
C1 C6 C7 C12 95.54(19)
C5 C6 C7 C12 -82.73(19)
O21 C7 O8 N9 66.39(16)
C6 C7 O8 N9 -177.09(12)
C12 C7 O8 N9 -55.35(16)
C7 O8 N9 C10 22.14(19)
O8 N9 C10 N11 5.4(3)
O8 N9 C10 C13 -173.85(13)
N9 C10 N11 C12 5.3(3)
C13 C10 N11 C12 -175.41(15)
C10 N11 C12 C20 -157.16(15)
C10 N11 C12 C19 82.05(18)
C10 N11 C12 C7 -37.6(2)
O21 C7 C12 N11 -61.01(17)
O8 C7 C12 N11 59.99(16)
C6 C7 C12 N11 175.50(14)
O21 C7 C12 C20 56.36(18)
O8 C7 C12 C20 177.36(13)
C6 C7 C12 C20 -67.13(19)
O21 C7 C12 C19 -178.33(14)
O8 C7 C12 C19 -57.33(17)
C6 C7 C12 C19 58.18(19)
N9 C10 C13 C14 32.5(2)
N11 C10 C13 C14 -146.90(16)
N9 C10 C13 C18 -148.95(16)
N11 C10 C13 C18 31.7(2)
C18 C13 C14 C15 0.3(3)
C10 C13 C14 C15 178.88(16)
C13 C14 C15 C16 -0.1(3)
C14 C15 C16 C17 -0.3(3)
C15 C16 C17 C18 0.5(3)
C16 C17 C18 C13 -0.4(3)
C14 C13 C18 C17 0.0(3)
C10 C13 C18 C17 -178.61(16)
|
1501856.cif | #------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/18/1501856.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1501856
loop_
_publ_author_name
'Paley, Robert S.'
'Laupheimer, Madeleine C.'
'Erskine, Nathaniel A. K.'
'Rablen, Paul R.'
'Pike, Robert D.'
'Jones, James S.'
_publ_section_title
;
Diastereoselective spiroketalization: stereocontrol using an iron(0)
tricarbonyl diene complex.
;
_journal_issue 1
_journal_name_full 'Organic letters'
_journal_page_first 58
_journal_page_last 61
_journal_paper_doi 10.1021/ol102472g
_journal_volume 13
_journal_year 2011
_chemical_absolute_configuration rm
_chemical_formula_moiety 'C21 H22 Fe O6 S'
_chemical_formula_sum 'C21 H22 Fe O6 S'
_chemical_formula_weight 458.30
_chemical_name_systematic
;
?
;
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 98.5010(10)
_cell_angle_gamma 90.00
_cell_formula_units_Z 2
_cell_length_a 7.13970(10)
_cell_length_b 6.57230(10)
_cell_length_c 21.7434(4)
_cell_measurement_reflns_used 8286
_cell_measurement_temperature 100(2)
_cell_measurement_theta_max 67.57
_cell_measurement_theta_min 4.11
_cell_volume 1009.08(3)
_computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2004)'
_computing_data_collection 'APEX2 (Bruker AXS, 2004)'
_computing_data_reduction SAINTPLUS
_computing_molecular_graphics 'ORTEP3 (Farrugia, 1997)'
_computing_publication_material 'SHELXL97 (Sheldrick, 1997)'
_computing_structure_refinement 'XSHELL (Bruker, 2004)'
_computing_structure_solution 'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature 100(2)
_diffrn_measured_fraction_theta_full 0.951
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measurement_device_type 'Bruker SMART APEX II CCD'
_diffrn_measurement_method '\w and \y'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0354
_diffrn_reflns_av_sigmaI/netI 0.0464
_diffrn_reflns_limit_h_max 7
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_k_max 7
_diffrn_reflns_limit_k_min -7
_diffrn_reflns_limit_l_max 23
_diffrn_reflns_limit_l_min -25
_diffrn_reflns_number 9662
_diffrn_reflns_theta_full 66.98
_diffrn_reflns_theta_max 66.98
_diffrn_reflns_theta_min 2.05
_diffrn_standards_number 0
_exptl_absorpt_coefficient_mu 7.273
_exptl_absorpt_correction_T_max 0.4756
_exptl_absorpt_correction_T_min 0.1327
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)'
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.508
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 476
_exptl_crystal_size_max 0.47
_exptl_crystal_size_mid 0.20
_exptl_crystal_size_min 0.12
_refine_diff_density_max 0.374
_refine_diff_density_min -0.255
_refine_diff_density_rms 0.052
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.029(5)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.073
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 276
_refine_ls_number_reflns 2760
_refine_ls_number_restraints 1
_refine_ls_restrained_S_all 1.073
_refine_ls_R_factor_all 0.0288
_refine_ls_R_factor_gt 0.0277
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0366P)^2^+0.0677P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0657
_refine_ls_wR_factor_ref 0.0661
_reflns_number_gt 2686
_reflns_number_total 2760
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file ol102472g_si_005.cif
_cod_data_source_block p21_(8b)
_cod_original_sg_symbol_H-M P2(1)
_cod_database_code 1501856
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Fe1 Fe 0.55237(5) 0.03295(8) 0.738532(15) 0.01321(11) Uani 1 1 d .
S1 S 0.79291(9) 0.40380(9) 0.81915(2) 0.01611(15) Uani 1 1 d .
O1 O 0.4151(3) -0.2528(3) 0.63705(8) 0.0210(4) Uani 1 1 d .
O2 O 0.3078(3) 0.3914(3) 0.71223(9) 0.0258(4) Uani 1 1 d .
O3 O 0.3113(3) -0.1678(3) 0.81900(8) 0.0251(5) Uani 1 1 d .
O4 O 0.9229(2) 0.2998(3) 0.61633(8) 0.0146(4) Uani 1 1 d .
O5 O 0.8008(2) -0.0302(3) 0.59817(8) 0.0152(4) Uani 1 1 d .
O6 O 0.6334(2) 0.5181(3) 0.84067(8) 0.0227(4) Uani 1 1 d .
C1 C 0.4680(4) -0.1403(4) 0.67575(12) 0.0164(6) Uani 1 1 d .
C2 C 0.4016(4) 0.2520(5) 0.72157(11) 0.0188(6) Uani 1 1 d .
C3 C 0.4087(4) -0.0960(4) 0.78838(11) 0.0175(5) Uani 1 1 d .
C4 C 0.9522(4) 0.3341(4) 0.55274(11) 0.0164(5) Uani 1 1 d .
H4A H 0.9842 0.2036 0.5341 0.020 Uiso 1 1 calc R
H4B H 1.0604 0.4280 0.5523 0.020 Uiso 1 1 calc R
C5 C 0.7780(4) 0.4236(4) 0.51416(11) 0.0171(5) Uani 1 1 d .
H5A H 0.8001 0.4406 0.4706 0.021 Uiso 1 1 calc R
H5B H 0.7503 0.5590 0.5306 0.021 Uiso 1 1 calc R
C6 C 0.6107(3) 0.2807(4) 0.51671(11) 0.0159(5) Uani 1 1 d .
H6A H 0.6336 0.1497 0.4966 0.019 Uiso 1 1 calc R
H6B H 0.4939 0.3417 0.4938 0.019 Uiso 1 1 calc R
C7 C 0.5854(3) 0.2440(4) 0.58449(11) 0.0140(5) Uani 1 1 d .
H7A H 0.5477 0.3726 0.6029 0.017 Uiso 1 1 calc R
H7B H 0.4832 0.1433 0.5861 0.017 Uiso 1 1 calc R
C8 C 0.7688(3) 0.1656(4) 0.62223(11) 0.0135(5) Uani 1 1 d .
C9 C 0.7676(3) 0.1609(4) 0.69217(11) 0.0135(5) Uani 1 1 d .
C10 C 0.8376(3) -0.0133(4) 0.72732(11) 0.0149(5) Uani 1 1 d .
C11 C 0.9163(4) -0.1941(4) 0.69608(11) 0.0179(6) Uani 1 1 d .
H11A H 1.0327 -0.2441 0.7221 0.021 Uiso 1 1 calc R
H11B H 0.8223 -0.3059 0.6913 0.021 Uiso 1 1 calc R
C12 C 0.9611(4) -0.1309(4) 0.63279(11) 0.0180(5) Uani 1 1 d .
H12A H 1.0716 -0.0380 0.6380 0.022 Uiso 1 1 calc R
H12B H 0.9939 -0.2524 0.6097 0.022 Uiso 1 1 calc R
C13 C 0.8120(4) -0.0229(4) 0.79040(11) 0.0156(5) Uani 1 1 d .
C14 C 0.7179(4) 0.1422(4) 0.81726(11) 0.0164(5) Uani 1 1 d .
C15 C 0.9773(4) 0.3829(4) 0.88429(11) 0.0159(5) Uani 1 1 d .
C16 C 0.9345(4) 0.3752(4) 0.94456(11) 0.0203(6) Uani 1 1 d .
H16 H 0.8067 0.3798 0.9520 0.024 Uiso 1 1 calc R
C17 C 1.0819(4) 0.3607(4) 0.99375(11) 0.0215(6) Uani 1 1 d .
H17 H 1.0534 0.3540 1.0350 0.026 Uiso 1 1 calc R
C18 C 1.2691(4) 0.3556(4) 0.98419(12) 0.0194(6) Uani 1 1 d .
C19 C 1.3080(4) 0.3678(4) 0.92281(12) 0.0211(6) Uani 1 1 d .
H19 H 1.4356 0.3658 0.9152 0.025 Uiso 1 1 calc R
C20 C 1.1626(4) 0.3826(4) 0.87320(11) 0.0207(6) Uani 1 1 d .
H20 H 1.1903 0.3924 0.8319 0.025 Uiso 1 1 calc R
C21 C 1.4276(4) 0.3456(5) 1.03816(12) 0.0256(6) Uani 1 1 d .
H21A H 1.3829 0.2772 1.0733 0.038 Uiso 1 1 calc R
H21B H 1.4691 0.4838 1.0504 0.038 Uiso 1 1 calc R
H21C H 1.5341 0.2693 1.0259 0.038 Uiso 1 1 calc R
H9 H 0.796(5) 0.279(6) 0.7111(15) 0.029(9) Uiso 1 1 d .
H13 H 0.833(5) -0.147(6) 0.8141(15) 0.033(9) Uiso 1 1 d .
H14 H 0.677(4) 0.119(4) 0.8593(12) 0.008(7) Uiso 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Fe1 0.0137(2) 0.0152(2) 0.00995(17) 0.00117(18) -0.00101(13) -0.00096(17)
S1 0.0216(3) 0.0158(3) 0.0102(3) -0.0002(3) 0.0001(2) -0.0020(2)
O1 0.0201(10) 0.0222(11) 0.0193(9) -0.0034(10) -0.0016(8) -0.0038(8)
O2 0.0268(11) 0.0234(11) 0.0263(10) 0.0037(9) 0.0011(8) 0.0062(9)
O3 0.0202(10) 0.0334(11) 0.0211(9) 0.0084(9) 0.0008(8) -0.0050(8)
O4 0.0112(9) 0.0195(10) 0.0128(8) -0.0011(8) 0.0009(7) -0.0033(7)
O5 0.0136(9) 0.0169(9) 0.0136(8) -0.0008(7) -0.0028(7) 0.0029(7)
O6 0.0244(9) 0.0229(10) 0.0200(8) -0.0023(10) 0.0010(7) 0.0037(9)
C1 0.0107(13) 0.0202(14) 0.0177(12) 0.0062(13) 0.0002(10) 0.0028(10)
C2 0.0186(14) 0.0264(16) 0.0113(11) 0.0009(12) 0.0024(10) -0.0038(12)
C3 0.0169(13) 0.0228(14) 0.0116(11) 0.0003(12) -0.0024(10) 0.0015(11)
C4 0.0157(13) 0.0203(14) 0.0143(11) -0.0002(11) 0.0054(10) -0.0023(10)
C5 0.0215(13) 0.0173(14) 0.0127(11) -0.0003(11) 0.0030(9) -0.0027(11)
C6 0.0160(14) 0.0187(14) 0.0119(11) 0.0002(11) -0.0014(10) -0.0011(11)
C7 0.0126(13) 0.0163(13) 0.0127(11) 0.0008(11) 0.0000(9) -0.0001(10)
C8 0.0126(13) 0.0135(13) 0.0141(12) -0.0008(11) 0.0012(10) -0.0009(10)
C9 0.0109(12) 0.0170(15) 0.0122(12) -0.0006(12) 0.0004(10) -0.0023(11)
C10 0.0100(12) 0.0159(13) 0.0173(12) -0.0003(11) -0.0037(9) -0.0009(9)
C11 0.0152(14) 0.0180(14) 0.0180(12) -0.0005(12) -0.0055(10) 0.0047(10)
C12 0.0137(13) 0.0193(14) 0.0197(12) -0.0010(12) -0.0022(10) 0.0051(10)
C13 0.0141(13) 0.0150(13) 0.0148(11) 0.0020(11) -0.0076(10) -0.0027(9)
C14 0.0202(14) 0.0190(14) 0.0088(11) 0.0038(11) -0.0019(10) -0.0031(11)
C15 0.0226(14) 0.0116(12) 0.0128(11) -0.0026(11) 0.0005(10) -0.0048(10)
C16 0.0219(14) 0.0241(16) 0.0152(12) 0.0008(12) 0.0038(10) -0.0018(11)
C17 0.0301(16) 0.0237(15) 0.0106(11) -0.0019(12) 0.0031(10) -0.0032(12)
C18 0.0265(15) 0.0122(13) 0.0181(12) -0.0006(12) -0.0011(10) -0.0005(11)
C19 0.0211(14) 0.0229(15) 0.0193(12) -0.0019(12) 0.0028(10) -0.0040(11)
C20 0.0263(15) 0.0218(14) 0.0142(11) -0.0017(12) 0.0035(10) -0.0036(12)
C21 0.0304(16) 0.0225(15) 0.0218(13) 0.0002(13) -0.0028(11) -0.0015(12)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 Fe1 C3 97.03(12)
C2 Fe1 C1 103.06(12)
C3 Fe1 C1 90.13(12)
C2 Fe1 C13 135.86(12)
C3 Fe1 C13 97.63(11)
C1 Fe1 C13 118.27(11)
C2 Fe1 C14 98.26(12)
C3 Fe1 C14 88.39(11)
C1 Fe1 C14 158.65(11)
C13 Fe1 C14 41.08(10)
C2 Fe1 C10 130.48(11)
C3 Fe1 C10 130.13(11)
C1 Fe1 C10 92.37(11)
C13 Fe1 C10 39.61(10)
C14 Fe1 C10 72.60(10)
C2 Fe1 C9 92.21(11)
C3 Fe1 C9 168.62(11)
C1 Fe1 C9 94.25(10)
C13 Fe1 C9 71.05(10)
C14 Fe1 C9 83.70(10)
C10 Fe1 C9 39.29(10)
O6 S1 C15 107.20(11)
O6 S1 C14 104.43(13)
C15 S1 C14 97.25(12)
C8 O4 C4 113.81(19)
C8 O5 C12 112.55(19)
O1 C1 Fe1 178.6(2)
O2 C2 Fe1 178.5(2)
O3 C3 Fe1 176.0(3)
O4 C4 C5 111.6(2)
O4 C4 H4A 109.3
C5 C4 H4A 109.3
O4 C4 H4B 109.3
C5 C4 H4B 109.3
H4A C4 H4B 108.0
C4 C5 C6 108.9(2)
C4 C5 H5A 109.9
C6 C5 H5A 109.9
C4 C5 H5B 109.9
C6 C5 H5B 109.9
H5A C5 H5B 108.3
C5 C6 C7 109.6(2)
C5 C6 H6A 109.7
C7 C6 H6A 109.7
C5 C6 H6B 109.7
C7 C6 H6B 109.7
H6A C6 H6B 108.2
C8 C7 C6 110.9(2)
C8 C7 H7A 109.5
C6 C7 H7A 109.5
C8 C7 H7B 109.5
C6 C7 H7B 109.5
H7A C7 H7B 108.0
O5 C8 O4 110.99(19)
O5 C8 C9 112.0(2)
O4 C8 C9 102.73(19)
O5 C8 C7 106.2(2)
O4 C8 C7 110.7(2)
C9 C8 C7 114.4(2)
C10 C9 C8 119.9(2)
C10 C9 Fe1 69.50(14)
C8 C9 Fe1 126.28(17)
C10 C9 H9 115(2)
C8 C9 H9 114(2)
Fe1 C9 H9 105(2)
C13 C10 C9 118.1(2)
C13 C10 C11 120.7(2)
C9 C10 C11 120.8(2)
C13 C10 Fe1 68.17(14)
C9 C10 Fe1 71.22(14)
C11 C10 Fe1 126.35(18)
C12 C11 C10 109.5(2)
C12 C11 H11A 109.8
C10 C11 H11A 109.8
C12 C11 H11B 109.8
C10 C11 H11B 109.8
H11A C11 H11B 108.2
O5 C12 C11 110.1(2)
O5 C12 H12A 109.6
C11 C12 H12A 109.6
O5 C12 H12B 109.6
C11 C12 H12B 109.6
H12A C12 H12B 108.2
C10 C13 C14 119.6(2)
C10 C13 Fe1 72.22(14)
C14 C13 Fe1 69.63(14)
C10 C13 H13 122(2)
C14 C13 H13 118(2)
Fe1 C13 H13 120(2)
C13 C14 S1 124.94(19)
C13 C14 Fe1 69.29(14)
S1 C14 Fe1 118.95(13)
C13 C14 H14 117.6(16)
S1 C14 H14 104.5(16)
Fe1 C14 H14 119.4(15)
C20 C15 C16 121.0(2)
C20 C15 S1 118.28(18)
C16 C15 S1 120.7(2)
C17 C16 C15 118.8(2)
C17 C16 H16 120.6
C15 C16 H16 120.6
C18 C17 C16 121.7(2)
C18 C17 H17 119.2
C16 C17 H17 119.2
C17 C18 C19 118.2(2)
C17 C18 C21 121.0(2)
C19 C18 C21 120.7(3)
C20 C19 C18 120.9(3)
C20 C19 H19 119.6
C18 C19 H19 119.6
C15 C20 C19 119.4(2)
C15 C20 H20 120.3
C19 C20 H20 120.3
C18 C21 H21A 109.5
C18 C21 H21B 109.5
H21A C21 H21B 109.5
C18 C21 H21C 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Fe1 C2 1.803(3)
Fe1 C3 1.809(3)
Fe1 C1 1.811(3)
Fe1 C13 2.056(2)
Fe1 C14 2.060(3)
Fe1 C10 2.109(2)
Fe1 C9 2.131(2)
S1 O6 1.4961(19)
S1 C15 1.791(3)
S1 C14 1.800(3)
O1 C1 1.142(3)
O2 C2 1.135(3)
O3 C3 1.134(3)
O4 C8 1.430(3)
O4 C4 1.446(3)
O5 C8 1.420(3)
O5 C12 1.436(3)
C4 C5 1.513(4)
C4 H4A 0.9900
C4 H4B 0.9900
C5 C6 1.527(4)
C5 H5A 0.9900
C5 H5B 0.9900
C6 C7 1.530(3)
C6 H6A 0.9900
C6 H6B 0.9900
C7 C8 1.528(3)
C7 H7A 0.9900
C7 H7B 0.9900
C8 C9 1.522(3)
C9 C10 1.425(4)
C9 H9 0.89(4)
C10 C13 1.412(3)
C10 C11 1.517(4)
C11 C12 1.516(3)
C11 H11A 0.9900
C11 H11B 0.9900
C12 H12A 0.9900
C12 H12B 0.9900
C13 C14 1.444(4)
C13 H13 0.96(4)
C14 H14 1.01(3)
C15 C20 1.380(4)
C15 C16 1.390(3)
C16 C17 1.388(4)
C16 H16 0.9500
C17 C18 1.383(4)
C17 H17 0.9500
C18 C19 1.405(4)
C18 C21 1.507(4)
C19 C20 1.385(4)
C19 H19 0.9500
C20 H20 0.9500
C21 H21A 0.9800
C21 H21B 0.9800
C21 H21C 0.9800
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C2 Fe1 C1 O1 -137(9)
C3 Fe1 C1 O1 -40(9)
C13 Fe1 C1 O1 59(9)
C14 Fe1 C1 O1 46(9)
C10 Fe1 C1 O1 90(9)
C9 Fe1 C1 O1 130(9)
C3 Fe1 C2 O2 70(9)
C1 Fe1 C2 O2 162(9)
C13 Fe1 C2 O2 -39(9)
C14 Fe1 C2 O2 -19(9)
C10 Fe1 C2 O2 -94(9)
C9 Fe1 C2 O2 -103(9)
C2 Fe1 C3 O3 2(3)
C1 Fe1 C3 O3 -102(3)
C13 Fe1 C3 O3 140(3)
C14 Fe1 C3 O3 100(3)
C10 Fe1 C3 O3 165(3)
C9 Fe1 C3 O3 146(3)
C8 O4 C4 C5 58.9(3)
O4 C4 C5 C6 -57.4(3)
C4 C5 C6 C7 55.8(3)
C5 C6 C7 C8 -54.9(3)
C12 O5 C8 O4 64.5(2)
C12 O5 C8 C9 -49.6(3)
C12 O5 C8 C7 -175.09(19)
C4 O4 C8 O5 61.4(3)
C4 O4 C8 C9 -178.8(2)
C4 O4 C8 C7 -56.3(3)
C6 C7 C8 O5 -66.4(3)
C6 C7 C8 O4 54.2(3)
C6 C7 C8 C9 169.6(2)
O5 C8 C9 C10 14.1(3)
O4 C8 C9 C10 -105.1(3)
C7 C8 C9 C10 134.9(2)
O5 C8 C9 Fe1 -71.4(3)
O4 C8 C9 Fe1 169.44(17)
C7 C8 C9 Fe1 49.5(3)
C2 Fe1 C9 C10 168.18(15)
C3 Fe1 C9 C10 23.9(7)
C1 Fe1 C9 C10 -88.54(16)
C13 Fe1 C9 C10 29.92(14)
C14 Fe1 C9 C10 70.11(15)
C2 Fe1 C9 C8 -79.1(2)
C3 Fe1 C9 C8 136.6(5)
C1 Fe1 C9 C8 24.2(2)
C13 Fe1 C9 C8 142.6(3)
C14 Fe1 C9 C8 -177.2(2)
C10 Fe1 C9 C8 112.7(3)
C8 C9 C10 C13 -172.1(2)
Fe1 C9 C10 C13 -51.2(2)
C8 C9 C10 C11 0.8(4)
Fe1 C9 C10 C11 121.7(2)
C8 C9 C10 Fe1 -120.9(2)
C2 Fe1 C10 C13 116.65(17)
C3 Fe1 C10 C13 -41.7(2)
C1 Fe1 C10 C13 -133.92(16)
C14 Fe1 C10 C13 30.64(15)
C9 Fe1 C10 C13 132.3(2)
C2 Fe1 C10 C9 -15.6(2)
C3 Fe1 C10 C9 -174.01(16)
C1 Fe1 C10 C9 93.82(16)
C13 Fe1 C10 C9 -132.3(2)
C14 Fe1 C10 C9 -101.62(16)
C2 Fe1 C10 C11 -130.6(2)
C3 Fe1 C10 C11 71.0(2)
C1 Fe1 C10 C11 -21.1(2)
C13 Fe1 C10 C11 112.8(3)
C14 Fe1 C10 C11 143.4(2)
C9 Fe1 C10 C11 -115.0(3)
C13 C10 C11 C12 -170.1(2)
C9 C10 C11 C12 17.2(3)
Fe1 C10 C11 C12 105.7(2)
C8 O5 C12 C11 70.9(3)
C10 C11 C12 O5 -50.8(3)
C9 C10 C13 C14 -0.3(4)
C11 C10 C13 C14 -173.3(2)
Fe1 C10 C13 C14 -52.9(2)
C9 C10 C13 Fe1 52.6(2)
C11 C10 C13 Fe1 -120.3(2)
C2 Fe1 C13 C10 -102.53(19)
C3 Fe1 C13 C10 149.09(16)
C1 Fe1 C13 C10 54.81(18)
C14 Fe1 C13 C10 -132.3(2)
C9 Fe1 C13 C10 -29.70(15)
C2 Fe1 C13 C14 29.7(2)
C3 Fe1 C13 C14 -78.65(17)
C1 Fe1 C13 C14 -172.93(15)
C10 Fe1 C13 C14 132.3(2)
C9 Fe1 C13 C14 102.56(16)
C10 C13 C14 S1 -57.4(3)
Fe1 C13 C14 S1 -111.54(19)
C10 C13 C14 Fe1 54.2(2)
O6 S1 C14 C13 170.1(2)
C15 S1 C14 C13 -80.0(2)
O6 S1 C14 Fe1 86.22(15)
C15 S1 C14 Fe1 -163.87(15)
C2 Fe1 C14 C13 -159.57(16)
C3 Fe1 C14 C13 103.56(17)
C1 Fe1 C14 C13 17.3(4)
C10 Fe1 C14 C13 -29.64(15)
C9 Fe1 C14 C13 -68.24(15)
C2 Fe1 C14 S1 -40.19(17)
C3 Fe1 C14 S1 -137.06(17)
C1 Fe1 C14 S1 136.7(3)
C13 Fe1 C14 S1 119.4(2)
C10 Fe1 C14 S1 89.74(16)
C9 Fe1 C14 S1 51.13(15)
O6 S1 C15 C20 -147.5(2)
C14 S1 C15 C20 104.9(2)
O6 S1 C15 C16 30.0(3)
C14 S1 C15 C16 -77.6(2)
C20 C15 C16 C17 -2.0(4)
S1 C15 C16 C17 -179.5(2)
C15 C16 C17 C18 0.6(4)
C16 C17 C18 C19 0.7(4)
C16 C17 C18 C21 178.3(3)
C17 C18 C19 C20 -0.6(4)
C21 C18 C19 C20 -178.2(3)
C16 C15 C20 C19 2.1(4)
S1 C15 C20 C19 179.6(2)
C18 C19 C20 C15 -0.8(4)
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