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/**
 * OmniRoute Electron Desktop App - Main Process
 *
 * This is the entry point for the Electron desktop application.
 * It manages the main window, system tray, server lifecycle, and IPC communication.
 *
 * Code Review Fixes Applied:
 * #1  Server readiness β€” wait for health check before loading window
 * #2  Restart timeout β€” 5s timeout + SIGKILL to prevent hanging
 * #3  changePort β€” stop + restart server on new port
 * #4  Tray cleanup β€” destroy old tray before recreating
 * #5  Emit server-status/port-changed IPC events
 * #8  Removed dead isProduction variable
 * #9  Platform-conditional titleBarStyle
 * #10 stdio: pipe + stdout/stderr capture for readiness detection
 * #14 Removed dead omniroute:// protocol (no handler existed)
 * #15 Content Security Policy via session headers
 */

const {
  app,
  BrowserWindow,
  ipcMain,
  Tray,
  Menu,
  nativeImage,
  shell,
  session,
  Notification,
} = require("electron");
const path = require("path");
const { spawn } = require("child_process");
const fs = require("fs");
const { autoUpdater } = require("electron-updater");
const { hasEncryptedCredentials } = require("./sqlite-inspection");
const { loginManager } = require("./loginManager");
const { killProcessTree } = require("./processTree");
const { resolveServerEntry } = require("./lib/resolveServerEntry");

// ── Single Instance Lock ───────────────────────────────────
const gotTheLock = app.requestSingleInstanceLock();
if (!gotTheLock) {
  app.quit();
  process.exit(0);
}

app.on("second-instance", () => {
  if (mainWindow) {
    if (mainWindow.isMinimized()) mainWindow.restore();
    mainWindow.show();
    mainWindow.focus();
  }
});

// ── Environment Detection ──────────────────────────────────
const isDev = process.env.NODE_ENV === "development" || !app.isPackaged;

// ── Paths ──────────────────────────────────────────────────
const APP_PATH = app.getAppPath();
const RESOURCES_PATH = !isDev ? process.resourcesPath : APP_PATH;
const NEXT_SERVER_PATH = path.join(RESOURCES_PATH, "app");

// ── State ──────────────────────────────────────────────────
let mainWindow = null;
let tray = null;
let nextServer = null;
let serverPort = 20128;
let isServerStopped = false;

const getServerUrl = () => `http://localhost:${serverPort}`;

function resolveNodeExecutable(env = process.env) {
  // #1081: Ensure Next.js standalone runs using Electron's Node runtime
  // instead of a randomly found system Node to prevent ABI architecture mismatches.
  //
  // On macOS packaged builds, process.execPath is the main Electron binary
  // (e.g. OmniRoute.app/Contents/MacOS/OmniRoute). Spawning it with
  // ELECTRON_RUN_AS_NODE causes macOS to show a second dock icon and/or
  // flash a shell window. Use the Helper binary instead β€” macOS treats
  // Helper processes as background tasks with no visible UI artifacts.
  if (process.platform === "darwin" && !isDev) {
    const helperPath = path.join(path.dirname(process.execPath), `${app.getName()} Helper`);
    if (fs.existsSync(helperPath)) {
      return helperPath;
    }
    // Electron \u003e= 20 may use "(Renderer)" / "(GPU)" / "(Plugin)" suffixed helpers.
    // The unsuffixed Helper is the one suitable for ELECTRON_RUN_AS_NODE.
    const frameworkHelper = path.join(
      path.dirname(process.execPath),
      "..",
      "Frameworks",
      `${app.getName()} Helper.app`,
      "Contents",
      "MacOS",
      `${app.getName()} Helper`
    );
    if (fs.existsSync(frameworkHelper)) {
      return frameworkHelper;
    }
  }
  return process.execPath;
}

function resolveServerNodePath(env = process.env) {
  const seen = new Set();
  const entries = [];

  const addEntry = (entry) => {
    if (!entry || typeof entry !== "string") return;
    const trimmed = entry.trim();
    if (!trimmed) return;
    const normalized = path.normalize(trimmed);
    if (seen.has(normalized)) return; // already included
    if (!fs.existsSync(normalized)) {
      console.debug("[Electron] NODE_PATH candidate not found (skipped):", normalized);
      return;
    }
    seen.add(normalized);
    entries.push(normalized);
  };

  for (const existing of (env.NODE_PATH || "").split(path.delimiter)) {
    addEntry(existing);
  }

  // Electron-builder installs native modules like better-sqlite3 under
  // app.asar.unpacked, while the standalone bundle still carries helper deps
  // such as bindings/file-uri-to-path inside resources/app/node_modules.
  addEntry(path.join(process.resourcesPath, "app.asar.unpacked", "node_modules"));
  addEntry(path.join(NEXT_SERVER_PATH, "node_modules"));

  return entries.join(path.delimiter);
}

function resolveDataDir(overridePath, env = process.env) {
  if (overridePath && overridePath.trim()) return path.resolve(overridePath);

  const configured = env.DATA_DIR?.trim();
  if (configured) return path.resolve(configured);

  if (process.platform === "win32") {
    const appData = env.APPDATA || path.join(require("os").homedir(), "AppData", "Roaming");
    return path.join(appData, "omniroute");
  }

  const xdg = env.XDG_CONFIG_HOME?.trim();
  if (xdg) return path.join(path.resolve(xdg), "omniroute");

  return path.join(require("os").homedir(), ".omniroute");
}

function getPreferredEnvFilePath(env = process.env) {
  const candidates = [];

  if (env.DATA_DIR?.trim()) {
    candidates.push(path.join(path.resolve(env.DATA_DIR.trim()), ".env"));
  }

  candidates.push(path.join(resolveDataDir(null, env), ".env"));
  candidates.push(path.join(process.cwd(), ".env"));

  return candidates.find((filePath) => fs.existsSync(filePath)) || null;
}

// ── Auto-Updater Configuration ──────────────────────────────
autoUpdater.autoDownload = false;
autoUpdater.autoInstallOnAppQuit = true;
autoUpdater.logger = console;

// ── Helper: Send IPC event to renderer (#5) ────────────────
function sendToRenderer(channel, data) {
  if (mainWindow && !mainWindow.isDestroyed()) {
    mainWindow.webContents.send(channel, data);
  }
}

// ── Helper: Wait for server readiness (#1, #10) ────────────
// Default raised to 180s: the first launch after an upgrade can run long DB
// migrations, during which the server accepts the TCP connection but holds the
// HTTP response until handlers initialize. The previous 30s cap timed out and
// left the window stuck on a hanging connection (#2460).
async function waitForServer(url, timeoutMs = 180000) {
  const start = Date.now();
  while (Date.now() - start < timeoutMs) {
    try {
      const res = await fetch(url);
      if (res.ok || res.status < 500) return true;
    } catch {
      /* server not ready yet */
    }
    await new Promise((r) => setTimeout(r, 500));
  }
  console.warn("[Electron] Server readiness timeout β€” showing window anyway");
  return false;
}

// ── Helper: Wait for server process exit with timeout (#2) ─
async function waitForServerExit(proc, timeoutMs = 5000) {
  if (!proc) return;
  await Promise.race([
    new Promise((r) => proc.once("exit", r)),
    new Promise((r) =>
      setTimeout(() => {
        try {
          // #3347: force-kill the whole tree (Windows leaves grandchildren alive on a
          // bare SIGKILL of the direct child, keeping omniroute.exe locked).
          killProcessTree(proc, { signal: "SIGKILL" });
        } catch {
          /* already dead */
        }
        r();
      }, timeoutMs)
    ),
  ]);
}

// ── Auto-Updater Event Handlers ─────────────────────────────
function setupAutoUpdater() {
  autoUpdater.on("checking-for-update", () => {
    sendToRenderer("update-status", { status: "checking" });
    console.log("[Electron] Checking for updates...");
  });

  autoUpdater.on("update-available", (info) => {
    sendToRenderer("update-status", { status: "available", version: info.version });
    console.log("[Electron] Update available:", info.version);
  });

  autoUpdater.on("update-not-available", (info) => {
    sendToRenderer("update-status", { status: "not-available", version: info.version });
    console.log("[Electron] No update available");
  });

  autoUpdater.on("download-progress", (progress) => {
    sendToRenderer("update-status", {
      status: "downloading",
      percent: Math.round(progress.percent),
      transferred: progress.transferred,
      total: progress.total,
    });
  });

  autoUpdater.on("update-downloaded", (info) => {
    sendToRenderer("update-status", { status: "downloaded", version: info.version });
    console.log("[Electron] Update downloaded:", info.version);

    if (Notification.isSupported()) {
      const notification = new Notification({
        title: "OmniRoute Update Ready",
        body: `Version ${info.version} is ready to install. Click to restart.`,
      });
      notification.on("click", () => {
        autoUpdater.quitAndInstall();
      });
      notification.show();
    }
  });

  autoUpdater.on("error", (error) => {
    sendToRenderer("update-status", { status: "error", message: error.message });
    console.error("[Electron] Update error:", error);
  });
}

async function checkForUpdates(silent = false) {
  if (isDev) {
    console.log("[Electron] Dev mode β€” skipping auto-update");
    if (!silent) {
      sendToRenderer("update-status", { status: "error", message: "Updates disabled in dev mode" });
    }
    return;
  }
  // Update-check failures (404 when the release manifest isn't published yet,
  // offline, rate-limited) are surfaced to the user via the autoUpdater "error"
  // event handler. The promise returned by checkForUpdates() ALSO rejects on
  // those, so it must be caught here β€” the startup check (line ~928) fires it
  // unawaited inside a setTimeout, and an uncaught rejection there becomes an
  // "Unhandled Rejection" that the packaged-app smoke test treats as fatal.
  try {
    await autoUpdater.checkForUpdates();
  } catch (err) {
    const msg = err instanceof Error ? err.message : String(err);
    console.warn("[Electron] Update check failed (non-fatal):", msg);
  }
}

async function downloadUpdate() {
  await autoUpdater.downloadUpdate();
}

function installUpdate() {
  if (nextServer) {
    // #3347: tree-kill before quitAndInstall β€” a surviving server child (and its
    // grandchildren) keeps omniroute.exe locked and the updater fails with "file in use".
    killProcessTree(nextServer, { signal: "SIGTERM" });
    nextServer = null;
  }
  autoUpdater.quitAndInstall();
}

// ── Content Security Policy (#15) ──────────────────────────
function setupContentSecurityPolicy() {
  session.defaultSession.webRequest.onHeadersReceived((details, callback) => {
    // React/Next.js needs 'unsafe-eval' only for source maps + HMR in development.
    // Gate it on the real dev flag (isDev = NODE_ENV==="development" || !app.isPackaged),
    // NOT on the request URL: a packaged production build still talks to its embedded
    // server on localhost:20128, so a URL-substring check would silently grant
    // 'unsafe-eval' in production and open a code-injection vector via XSS.
    const scriptSrc = isDev
      ? "script-src 'self' 'unsafe-inline' 'unsafe-eval' blob:"
      : "script-src 'self' 'unsafe-inline' blob:";

    const csp = [
      "default-src 'self'",
      "base-uri 'self'",
      "object-src 'none'",
      "frame-ancestors 'none'",
      "frame-src 'none'",
      "child-src 'none'",
      "form-action 'self'",
      // Single connect-src: a duplicate directive is ignored by the browser (first wins),
      // which previously dropped the 127.0.0.1 origins. Keep both loopback forms here.
      `connect-src 'self' http://localhost:* http://127.0.0.1:* ws://localhost:* ws://127.0.0.1:* wss://localhost:* wss://127.0.0.1:* https://*.omniroute.online https://*.omniroute.dev`,
      scriptSrc,
      "script-src-attr 'none'",
      "style-src 'self' 'unsafe-inline' https://fonts.googleapis.com",
      "font-src 'self' https://fonts.gstatic.com data:",
      "img-src 'self' data: blob: https:",
      "media-src 'self' data: blob:",
      "worker-src 'self' blob:",
      "manifest-src 'self'",
    ].join("; ");

    callback({
      responseHeaders: {
        ...details.responseHeaders,
        "Content-Security-Policy": [csp],
      },
    });
  });
}

// ── Create Window ──────────────────────────────────────────
function createWindow() {
  // Platform-conditional options (#9)
  const platformWindowOptions =
    process.platform === "darwin"
      ? { titleBarStyle: "hiddenInset", trafficLightPosition: { x: 16, y: 16 } }
      : { titleBarStyle: "default" };

  mainWindow = new BrowserWindow({
    width: 1400,
    height: 900,
    minWidth: 1024,
    minHeight: 700,
    title: "OmniRoute",
    icon: path.join(RESOURCES_PATH, "assets", "icon.png"),
    webPreferences: {
      preload: path.join(__dirname, "preload.js"),
      contextIsolation: true,
      nodeIntegration: false,
      webSecurity: true,
      webviewTag: false,
    },
    show: false,
    backgroundColor: "#0a0a0a",
    ...platformWindowOptions,
  });

  // Load the Next.js app
  mainWindow.loadURL(getServerUrl());
  if (isDev) {
    mainWindow.webContents.openDevTools({ mode: "detach" });
  }

  // Show window when ready (unless starting minimized/hidden in tray)
  mainWindow.once("ready-to-show", () => {
    const startHidden =
      process.argv.includes("--hidden") ||
      process.argv.includes("--minimized") ||
      app.getLoginItemSettings().wasOpenedAsHidden;
    if (!startHidden) {
      mainWindow.show();
    } else {
      console.log("[Electron] Launched hidden in background tray");
    }
  });

  // Handle external links β€” validate URL protocol to prevent RCE
  mainWindow.webContents.setWindowOpenHandler(({ url }) => {
    try {
      const parsedUrl = new URL(url);
      if (["http:", "https:"].includes(parsedUrl.protocol)) {
        shell.openExternal(url);
      } else {
        console.warn("[Electron] Blocked unsafe protocol:", parsedUrl.protocol);
      }
    } catch {
      console.error("[Electron] Blocked invalid URL:", url);
    }
    return { action: "deny" };
  });

  // Handle window close β€” minimize to tray
  mainWindow.on("close", (event) => {
    if (!app.isQuitting) {
      event.preventDefault();
      mainWindow.hide();
    }
    return false;
  });

  mainWindow.on("closed", () => {
    mainWindow = null;
  });
}

// ── System Tray ────────────────────────────────────────────
function createTray() {
  // Fix #4: Destroy old tray before recreating
  if (tray) {
    tray.destroy();
    tray = null;
  }

  const iconPath = path.join(RESOURCES_PATH, "assets", "tray-icon.png");
  let icon;
  try {
    icon = nativeImage.createFromPath(iconPath);
    if (icon.isEmpty()) icon = nativeImage.createEmpty();
    if (process.platform === "darwin" && !icon.isEmpty()) {
      icon = icon.resize({ width: 20, height: 20 });
      icon.setTemplateImage(true);
    }
  } catch {
    icon = nativeImage.createEmpty();
  }

  tray = new Tray(icon);

  const contextMenu = Menu.buildFromTemplate([
    {
      label: "Open OmniRoute",
      click: () => {
        if (mainWindow) {
          mainWindow.show();
          mainWindow.focus();
        }
      },
    },
    {
      label: "Open Dashboard",
      click: () => shell.openExternal(getServerUrl()),
    },
    { type: "separator" },
    {
      label: "Server Port",
      submenu: [
        { label: `Port: ${serverPort}`, enabled: false },
        { type: "separator" },
        { label: "20128", click: () => changePort(20128) },
        { label: "3000", click: () => changePort(3000) },
        { label: "8080", click: () => changePort(8080) },
      ],
    },
    { type: "separator" },
    {
      label: "Check for Updates",
      click: () => checkForUpdates(false),
    },
    { type: "separator" },
    {
      label: "Quit",
      click: () => {
        app.isQuitting = true;
        app.quit();
      },
    },
  ]);

  tray.setToolTip("OmniRoute");
  tray.setContextMenu(contextMenu);

  tray.on("double-click", () => {
    if (mainWindow) {
      mainWindow.show();
      mainWindow.focus();
    }
  });
}

// ── Change Port (#3: now restarts server) ──────────────────
async function changePort(newPort) {
  if (newPort === serverPort) return;

  const oldPort = serverPort;
  serverPort = newPort;

  sendToRenderer("server-status", { status: "restarting", port: newPort });

  // Stop current server and wait for exit
  const serverToStop = nextServer;
  stopNextServer();
  await waitForServerExit(serverToStop);

  // Start server on new port
  startNextServer();
  await waitForServer(getServerUrl());

  // Reload window and update tray
  if (mainWindow && !mainWindow.isDestroyed()) {
    mainWindow.loadURL(getServerUrl());
  }
  createTray();

  sendToRenderer("port-changed", serverPort);
  sendToRenderer("server-status", { status: "running", port: serverPort });
  console.log(`[Electron] Port changed: ${oldPort} β†’ ${serverPort}`);
}

// ── Server Lifecycle (#1, #5, #10) ─────────────────────────
function startNextServer() {
  if (isDev) {
    console.log("[Electron] Dev mode β€” connect to existing Next.js server");
    sendToRenderer("server-status", { status: "running", port: serverPort });
    return;
  }

  // Prefer server-ws.mjs (peer-stamp wrapper) when present; fall back to server.js.
  // Without server-ws.mjs every LOCAL_ONLY route (AgentBridge, MCP, services, …) returns
  // 403 because the authz middleware can't verify the trusted loopback peer-stamp. (#3386)
  const serverEntryName = resolveServerEntry(NEXT_SERVER_PATH, fs.existsSync.bind(fs));
  const serverScript = path.join(NEXT_SERVER_PATH, serverEntryName);
  if (!fs.existsSync(serverScript)) {
    console.error("[Electron] Server script not found:", serverScript);
    sendToRenderer("server-status", { status: "error", port: serverPort });
    return;
  }

  // ── Zero-config bootstrap: auto-generate required secrets ─────────────────
  // Electron uses CJS β€” cannot dynamically import ESM bootstrap-env.mjs.
  // This mirrors bootstrap-env.mjs logic synchronously:
  //   1. Read persisted secrets from the resolved DATA_DIR/server.env
  //   2. Generate missing secrets with crypto.randomBytes()
  //   3. Persist back to DATA_DIR/server.env for future restarts
  const crypto = require("crypto");

  // Parse a simple KEY=VALUE file
  function parseEnvFile(filePath) {
    if (!fs.existsSync(filePath)) return {};
    const env = {};
    for (const line of fs.readFileSync(filePath, "utf8").split(/\r?\n/)) {
      const t = line.trim();
      if (!t || t.startsWith("#")) continue;
      const eq = t.indexOf("=");
      if (eq < 1) continue;
      env[t.slice(0, eq).trim()] = t.slice(eq + 1).trim();
    }
    return env;
  }

  const preferredEnvPath = getPreferredEnvFilePath(process.env);
  const preferredEnv = preferredEnvPath ? parseEnvFile(preferredEnvPath) : {};
  const dataDir = resolveDataDir(null, { ...preferredEnv, ...process.env });
  const serverEnvPath = path.join(dataDir, "server.env");
  const persisted = parseEnvFile(serverEnvPath);
  const serverEnv = { ...persisted, ...preferredEnv, ...process.env };
  let changed = false;

  if (!serverEnv.JWT_SECRET) {
    serverEnv.JWT_SECRET = persisted.JWT_SECRET = crypto.randomBytes(64).toString("hex");
    changed = true;
    console.log("[Electron] ✨ JWT_SECRET auto-generated");
  }
  if (!serverEnv.STORAGE_ENCRYPTION_KEY) {
    if (hasEncryptedCredentials(path.join(dataDir, "storage.sqlite"))) {
      console.error(
        `[Electron] Refusing to auto-generate STORAGE_ENCRYPTION_KEY: encrypted credentials already exist in ${path.join(
          dataDir,
          "storage.sqlite"
        )}. Restore the key via ${preferredEnvPath || "an appropriate .env file"}, ${serverEnvPath}, or process.env.`
      );
      sendToRenderer("server-status", { status: "error", port: serverPort });
      return;
    }
    serverEnv.STORAGE_ENCRYPTION_KEY = persisted.STORAGE_ENCRYPTION_KEY = crypto
      .randomBytes(32)
      .toString("hex");
    serverEnv.STORAGE_ENCRYPTION_KEY_VERSION = persisted.STORAGE_ENCRYPTION_KEY_VERSION = "v1";
    changed = true;
    console.log("[Electron] ✨ STORAGE_ENCRYPTION_KEY auto-generated");
  }
  if (!serverEnv.API_KEY_SECRET) {
    serverEnv.API_KEY_SECRET = persisted.API_KEY_SECRET = crypto.randomBytes(32).toString("hex");
    changed = true;
    console.log("[Electron] ✨ API_KEY_SECRET auto-generated");
  }
  if (changed) {
    serverEnv.OMNIROUTE_BOOTSTRAPPED = "true";
    try {
      fs.mkdirSync(dataDir, { recursive: true });
      const lines = [
        "# Auto-generated by OmniRoute bootstrap",
        "",
        ...Object.entries(persisted).map(([k, v]) => `${k}=${v}`),
        "",
      ];
      fs.writeFileSync(serverEnvPath, lines.join("\n"), "utf8");
      console.log("[Electron] πŸ“ Secrets persisted to:", serverEnvPath);
    } catch (e) {
      console.warn("[Electron] Could not persist secrets:", e.message);
    }
  }

  const nodeExecutable = resolveNodeExecutable(serverEnv);

  // #5172/#5160/#5152: the Electron-spawned server inherited the runtime's low
  // default V8 heap (~512MB) and OOM-crashed on RAM-rich boxes under load
  // (65 providers / 2600 models β†’ "Ineffective mark-compacts near heap limit").
  // Default the heap to ~35% of physical RAM (clamped [512, 4096]); an explicit
  // OMNIROUTE_MEMORY_MB or a pre-set --max-old-space-size still wins. Mirrors
  // scripts/build/runtime-env.mjs (CJS can't import the ESM helper).
  const serverNodeOptions = (() => {
    const existing = serverEnv.NODE_OPTIONS || "";
    if (existing.includes("--max-old-space-size")) return existing;
    const explicit = parseInt(serverEnv.OMNIROUTE_MEMORY_MB, 10);
    let heapMb;
    if (Number.isFinite(explicit) && explicit >= 64 && explicit <= 16384) {
      heapMb = explicit;
    } else {
      const totalMb = require("os").totalmem() / (1024 * 1024);
      heapMb =
        Number.isFinite(totalMb) && totalMb > 0
          ? Math.min(4096, Math.max(512, Math.floor(totalMb * 0.35)))
          : 512;
    }
    return `${existing} --max-old-space-size=${heapMb}`.trim();
  })();

  console.log("[Electron] Starting Next.js server on port", serverPort);
  console.log("[Electron] Using Node executable:", nodeExecutable);
  console.log("[Electron] Server NODE_OPTIONS:", serverNodeOptions);
  sendToRenderer("server-status", { status: "starting", port: serverPort });

  // Fix #10: Use pipe instead of inherit for logging & readiness detection
  // windowsHide prevents a visible console window from spawning alongside the GUI app.
  // shell: false avoids launching via a shell wrapper which can flash a terminal on macOS.
  nextServer = spawn(nodeExecutable, [serverScript], {
    cwd: NEXT_SERVER_PATH,
    env: {
      ...serverEnv,
      DATA_DIR: dataDir,
      PORT: String(serverPort),
      NODE_ENV: "production",
      ELECTRON_RUN_AS_NODE: "1",
      NODE_PATH: resolveServerNodePath(serverEnv),
      NODE_OPTIONS: serverNodeOptions,
    },
    stdio: "pipe",
    windowsHide: true,
    shell: false,
  });

  // Capture server output for logging
  nextServer.stdout?.on("data", (data) => {
    const text = data.toString();
    process.stdout.write(`[Server] ${text}`);

    // Detect server ready
    if (text.includes("Ready") || text.includes("started") || text.includes("listening")) {
      sendToRenderer("server-status", { status: "running", port: serverPort });
      const isHeadless =
        process.argv.includes("--headless") ||
        process.argv.includes("--cli") ||
        process.env.OMNIROUTE_HEADLESS === "true";
      if (isHeadless && !global.loggedHeadlessReady) {
        global.loggedHeadlessReady = true;
        console.log("\n\x1b[32mβœ” OmniRoute Headless CLI Server is ready and listening!\x1b[0m");
        console.log(`  \x1b[1mPort:\x1b[0m       http://localhost:${serverPort}`);
        console.log(`  \x1b[1mAPI Base:\x1b[0m   http://localhost:${serverPort}/v1`);
        console.log("  \x1b[2mPress Ctrl+C to terminate the process.\x1b[0m\n");
      }
    }
  });

  nextServer.stderr?.on("data", (data) => {
    process.stderr.write(`[Server:err] ${data}`);
  });

  nextServer.on("error", (err) => {
    console.error("[Electron] Failed to start server:", err);
    sendToRenderer("server-status", { status: "error", port: serverPort });
  });

  nextServer.on("exit", (code) => {
    console.log("[Electron] Server exited with code:", code);
    sendToRenderer("server-status", { status: "stopped", port: serverPort });
    nextServer = null;
  });
}

function stopNextServer() {
  if (nextServer) {
    // #3347: kill the whole tree, not just the direct child. On Windows the server
    // (omniroute.exe-as-node) spawns grandchildren that a bare SIGTERM leaves alive,
    // holding a lock on omniroute.exe and blocking updates.
    killProcessTree(nextServer, { signal: "SIGTERM" });
    nextServer = null;
  }
}

// Linux-specific autostart helpers using standard .desktop entry placement
function enableLinuxDesktopAutostart() {
  try {
    const os = require("os");
    const fs = require("fs");
    const path = require("path");
    const autostartDir = path.join(os.homedir(), ".config", "autostart");
    fs.mkdirSync(autostartDir, { recursive: true });

    const execPath = app.getPath("exe");
    const desktopFileContent =
      [
        "[Desktop Entry]",
        "Type=Application",
        "Name=OmniRoute",
        "Comment=OmniRoute Desktop Client",
        `Exec="${execPath}" --hidden`,
        "Terminal=false",
        "Hidden=false",
        "X-GNOME-Autostart-enabled=true",
      ].join("\n") + "\n";

    fs.writeFileSync(path.join(autostartDir, "omniroute-desktop.desktop"), desktopFileContent, {
      mode: 0o644,
    });
    return true;
  } catch (err) {
    console.error("[Electron] Failed to enable Linux autostart:", err);
    return false;
  }
}

function disableLinuxDesktopAutostart() {
  try {
    const os = require("os");
    const fs = require("fs");
    const path = require("path");
    const desktopPath = path.join(
      os.homedir(),
      ".config",
      "autostart",
      "omniroute-desktop.desktop"
    );
    if (fs.existsSync(desktopPath)) {
      fs.unlinkSync(desktopPath);
    }
    return true;
  } catch (err) {
    console.error("[Electron] Failed to disable Linux autostart:", err);
    return false;
  }
}

function isLinuxDesktopAutostartEnabled() {
  try {
    const os = require("os");
    const fs = require("fs");
    const path = require("path");
    return fs.existsSync(
      path.join(os.homedir(), ".config", "autostart", "omniroute-desktop.desktop")
    );
  } catch {
    return false;
  }
}

// ── IPC Handlers ───────────────────────────────────────────
function setupIpcHandlers() {
  ipcMain.handle("get-app-info", () => ({
    name: app.getName(),
    version: app.getVersion(),
    platform: process.platform,
    isDev,
    port: serverPort,
  }));

  ipcMain.handle("open-external", (_event, url) => {
    try {
      const parsedUrl = new URL(url);
      if (["http:", "https:"].includes(parsedUrl.protocol)) {
        shell.openExternal(url);
      }
    } catch {
      console.error("[Electron] Blocked invalid URL:", url);
    }
  });

  ipcMain.handle("get-data-dir", () => app.getPath("userData"));

  // Fix #2: Add timeout to restart
  ipcMain.handle("restart-server", async () => {
    const serverToStop = nextServer;
    stopNextServer();
    await waitForServerExit(serverToStop);
    startNextServer();
    await waitForServer(getServerUrl());
    return { success: true };
  });

  // Window controls
  ipcMain.on("window-minimize", () => mainWindow?.minimize());

  ipcMain.on("window-maximize", () => {
    if (mainWindow) {
      mainWindow.isMaximized() ? mainWindow.unmaximize() : mainWindow.maximize();
    }
  });

  ipcMain.on("window-close", () => mainWindow?.close());

  // Auto-update IPC handlers
  ipcMain.handle("check-for-updates", async () => {
    try {
      await checkForUpdates(false);
      return { success: true };
    } catch (error) {
      console.error("[Electron] Check for updates failed:", error);
      sendToRenderer("update-status", { status: "error", message: error.message });
      return { success: false, error: error.message };
    }
  });

  ipcMain.handle("download-update", async () => {
    try {
      await downloadUpdate();
      return { success: true };
    } catch (error) {
      console.error("[Electron] Download update failed:", error);
      sendToRenderer("update-status", { status: "error", message: error.message });
      return { success: false, error: error.message };
    }
  });

  ipcMain.handle("install-update", () => {
    installUpdate();
    // No return value β€” app will quit and restart
  });

  ipcMain.handle("get-app-version", () => app.getVersion());

  // ── Web-Cookie Login IPC Handlers ──────────────────────────
  // Forward login status events to the renderer. Registered ONCE here β€” never
  // inside the login:start handler, which would attach a fresh listener (and
  // duplicate every subsequent status event) on each invocation.
  loginManager.on("status", (status) => {
    sendToRenderer("login:status", status);
  });

  ipcMain.handle("login:start", async (_event, providerId, options) => {
    const result = await loginManager.startLogin(providerId, options);

    // Persist extracted credentials
    if (result.success && result.credentials) {
      try {
        // Store as JSON blob under the provider ID
        const { persistSecret: ps } = require("../src/lib/db/secrets");
        if (typeof ps === "function") {
          ps(providerId, JSON.stringify(result.credentials));
        }
        sendToRenderer("login:status", {
          providerId,
          status: "persisted",
          message: "Credentials saved",
        });
      } catch (err) {
        console.error("[Electron] Failed to persist credentials:", err);
        return { success: false, error: "Extracted but failed to save credentials" };
      }
    }

    return result;
  });

  ipcMain.handle("login:cancel", async () => {
    loginManager.cancel();
    return { success: true };
  });

  ipcMain.handle("login:status", async () => {
    return { active: loginManager.getActiveProvider() !== null };
  });

  // Autostart management handlers
  ipcMain.handle("get-autostart-status", () => {
    if (process.platform === "linux") {
      return isLinuxDesktopAutostartEnabled();
    }
    return app.getLoginItemSettings().openAtLogin;
  });

  ipcMain.handle("enable-autostart", () => {
    if (process.platform === "linux") {
      return enableLinuxDesktopAutostart();
    }
    try {
      app.setLoginItemSettings({
        openAtLogin: true,
        openAsHidden: true,
        args: ["--hidden"],
      });
      return true;
    } catch (err) {
      console.error("[Electron] Enable autostart failed:", err);
      return false;
    }
  });

  ipcMain.handle("disable-autostart", () => {
    if (process.platform === "linux") {
      return disableLinuxDesktopAutostart();
    }
    try {
      app.setLoginItemSettings({
        openAtLogin: false,
      });
      return true;
    } catch (err) {
      console.error("[Electron] Disable autostart failed:", err);
      return false;
    }
  });
}

// ── App Lifecycle ──────────────────────────────────────────
app.whenReady().then(async () => {
  // Fix #15: Set up CSP before any content loads
  setupContentSecurityPolicy();

  // Headless mode check: supports running without any UI windows or tray icons
  const isHeadless =
    process.argv.includes("--headless") ||
    process.argv.includes("--cli") ||
    process.env.OMNIROUTE_HEADLESS === "true";

  // Fix #1: Start server and WAIT for readiness before showing window
  startNextServer();
  let serverReady = true;
  if (!isDev) {
    // Probe the auth-exempt health endpoint (not the root URL, which may redirect).
    serverReady = await waitForServer(`${getServerUrl()}/api/monitoring/health`);
  }

  if (isHeadless) {
    console.log("[Electron] Headless mode active β€” UI window and tray icon skipped");
  } else {
    createWindow();
    createTray();
  }

  setupIpcHandlers();
  setupAutoUpdater();

  // If readiness timed out (e.g. very long first-launch migrations), don't leave the
  // window stuck on a hanging connection β€” keep polling and reload once it responds (#2460).
  if (!isDev && !serverReady && !isHeadless) {
    void waitForServer(`${getServerUrl()}/api/monitoring/health`, 300000).then((ready) => {
      if (ready && mainWindow && !mainWindow.isDestroyed()) {
        mainWindow.loadURL(getServerUrl());
      }
    });
  }

  // Check for updates after a short delay (don't block startup)
  if (!isDev) {
    setTimeout(() => {
      checkForUpdates(true);
    }, 3000);
  }

  // macOS: recreate window when dock icon clicked
  app.on("activate", () => {
    if (isHeadless) return;
    if (BrowserWindow.getAllWindows().length === 0) {
      createWindow();
    } else if (mainWindow) {
      mainWindow.show();
    }
  });
});

// Quit when all windows closed (except macOS)
app.on("window-all-closed", () => {
  const isHeadless =
    process.argv.includes("--headless") ||
    process.argv.includes("--cli") ||
    process.env.OMNIROUTE_HEADLESS === "true";
  if (process.platform !== "darwin" && !isHeadless) {
    app.quit();
  }
});

// Clean up before quit
app.on("before-quit", async (event) => {
  if (nextServer && !isServerStopped) {
    event.preventDefault(); // Stop immediate quit
    app.isQuitting = true;

    // Stop server and wait up to 5s for graceful WAL checkpoint
    const serverToStop = nextServer;
    stopNextServer();
    await waitForServerExit(serverToStop, 5000);

    isServerStopped = true;
    app.quit(); // Resume quit safely
  } else {
    app.isQuitting = true;
  }
});

// Global error handlers
process.on("uncaughtException", (error) => {
  console.error("[Electron] Uncaught Exception:", error);
});

process.on("unhandledRejection", (reason) => {
  console.error("[Electron] Unhandled Rejection:", reason);
});