import { dirname } from "@std/path";
import { validateDocuments } from "./src/data.ts";
import { resolvePdfPath } from "./src/paths.ts";
import type { BuyerDocument } from "./src/types.ts";
import {
  type AppSettings,
  clampWindowSize,
  DEFAULTS,
  readLegacyConfig,
  resolveCacheDir,
  resolveSettingsPath,
  saveSettings as saveAppSettings,
} from "./src/settings.ts";
import { cacheOrGetPdf } from "./src/pdf_cache.ts";
import INDEX_HTML from "./web/index.html" with { type: "text" };
import APP_JS from "./web/app.js" with { type: "text" };
import PDF_VIEWER_JS from "./web/pdf_viewer.js" with { type: "text" };
import STYLES_CSS from "./web/styles.css" with { type: "text" };
import SAMPLE_DOCUMENTS from "./sample-data/buyers_vision_anonymous.json" with {
  type: "json",
};
import PDFJS_LIB_TEXT from "pdfjs-dist/legacy/build/pdf.min.mjs" with {
  type: "text",
};
import PDFJS_WORKER_TEXT from "pdfjs-dist/legacy/build/pdf.worker.min.mjs" with {
  type: "text",
};
// PDF.js >= 5 needs these auxiliary assets at runtime (fetched by the worker):
// - wasm/: CCITT-G4 + JBIG2 (B/W scans), JPEG2000 and qcms (ICC) decoders
// - standard_fonts/: base-14 font substitutes for PDFs without embedded fonts
// - iccs/: default CMYK ICC profile
// Embedded via import attributes so the compiled desktop binary stays self-contained.
import WASM_JBIG2 from "pdfjs-dist/wasm/jbig2.wasm" with { type: "bytes" };
import WASM_OPENJPEG from "pdfjs-dist/wasm/openjpeg.wasm" with {
  type: "bytes",
};
import WASM_QCMS from "pdfjs-dist/wasm/qcms_bg.wasm" with { type: "bytes" };
import JS_JBIG2_FALLBACK from "pdfjs-dist/wasm/jbig2_nowasm_fallback.js" with {
  type: "text",
};
import JS_OPENJPEG_FALLBACK from "pdfjs-dist/wasm/openjpeg_nowasm_fallback.js" with {
  type: "text",
};
import ICC_CGATS from "pdfjs-dist/iccs/CGATS001Compat-v2-micro.icc" with {
  type: "bytes",
};
import FONT_DINGBATS from "pdfjs-dist/standard_fonts/FoxitDingbats.pfb" with {
  type: "bytes",
};
import FONT_FIXED from "pdfjs-dist/standard_fonts/FoxitFixed.pfb" with {
  type: "bytes",
};
import FONT_FIXED_B from "pdfjs-dist/standard_fonts/FoxitFixedBold.pfb" with {
  type: "bytes",
};
import FONT_FIXED_BI from "pdfjs-dist/standard_fonts/FoxitFixedBoldItalic.pfb" with {
  type: "bytes",
};
import FONT_FIXED_I from "pdfjs-dist/standard_fonts/FoxitFixedItalic.pfb" with {
  type: "bytes",
};
import FONT_SERIF from "pdfjs-dist/standard_fonts/FoxitSerif.pfb" with {
  type: "bytes",
};
import FONT_SERIF_B from "pdfjs-dist/standard_fonts/FoxitSerifBold.pfb" with {
  type: "bytes",
};
import FONT_SERIF_BI from "pdfjs-dist/standard_fonts/FoxitSerifBoldItalic.pfb" with {
  type: "bytes",
};
import FONT_SERIF_I from "pdfjs-dist/standard_fonts/FoxitSerifItalic.pfb" with {
  type: "bytes",
};
import FONT_SYMBOL from "pdfjs-dist/standard_fonts/FoxitSymbol.pfb" with {
  type: "bytes",
};
import FONT_LSANS from "pdfjs-dist/standard_fonts/LiberationSans-Regular.ttf" with {
  type: "bytes",
};
import FONT_LSANS_B from "pdfjs-dist/standard_fonts/LiberationSans-Bold.ttf" with {
  type: "bytes",
};
import FONT_LSANS_BI from "pdfjs-dist/standard_fonts/LiberationSans-BoldItalic.ttf" with {
  type: "bytes",
};
import FONT_LSANS_I from "pdfjs-dist/standard_fonts/LiberationSans-Italic.ttf" with {
  type: "bytes",
};

const PDFJS_ASSETS: Record<
  string,
  { body: Uint8Array | string; type: string }
> = {
  "/pdfjs/wasm/jbig2.wasm": { body: WASM_JBIG2, type: "application/wasm" },
  "/pdfjs/wasm/openjpeg.wasm": {
    body: WASM_OPENJPEG,
    type: "application/wasm",
  },
  "/pdfjs/wasm/qcms_bg.wasm": { body: WASM_QCMS, type: "application/wasm" },
  "/pdfjs/wasm/jbig2_nowasm_fallback.js": {
    body: JS_JBIG2_FALLBACK,
    type: "text/javascript; charset=utf-8",
  },
  "/pdfjs/wasm/openjpeg_nowasm_fallback.js": {
    body: JS_OPENJPEG_FALLBACK,
    type: "text/javascript; charset=utf-8",
  },
  "/pdfjs/iccs/CGATS001Compat-v2-micro.icc": {
    body: ICC_CGATS,
    type: "application/vnd.iccprofile",
  },
  "/pdfjs/standard_fonts/FoxitDingbats.pfb": {
    body: FONT_DINGBATS,
    type: "application/octet-stream",
  },
  "/pdfjs/standard_fonts/FoxitFixed.pfb": {
    body: FONT_FIXED,
    type: "application/octet-stream",
  },
  "/pdfjs/standard_fonts/FoxitFixedBold.pfb": {
    body: FONT_FIXED_B,
    type: "application/octet-stream",
  },
  "/pdfjs/standard_fonts/FoxitFixedBoldItalic.pfb": {
    body: FONT_FIXED_BI,
    type: "application/octet-stream",
  },
  "/pdfjs/standard_fonts/FoxitFixedItalic.pfb": {
    body: FONT_FIXED_I,
    type: "application/octet-stream",
  },
  "/pdfjs/standard_fonts/FoxitSerif.pfb": {
    body: FONT_SERIF,
    type: "application/octet-stream",
  },
  "/pdfjs/standard_fonts/FoxitSerifBold.pfb": {
    body: FONT_SERIF_B,
    type: "application/octet-stream",
  },
  "/pdfjs/standard_fonts/FoxitSerifBoldItalic.pfb": {
    body: FONT_SERIF_BI,
    type: "application/octet-stream",
  },
  "/pdfjs/standard_fonts/FoxitSerifItalic.pfb": {
    body: FONT_SERIF_I,
    type: "application/octet-stream",
  },
  "/pdfjs/standard_fonts/FoxitSymbol.pfb": {
    body: FONT_SYMBOL,
    type: "application/octet-stream",
  },
  "/pdfjs/standard_fonts/LiberationSans-Regular.ttf": {
    body: FONT_LSANS,
    type: "font/ttf",
  },
  "/pdfjs/standard_fonts/LiberationSans-Bold.ttf": {
    body: FONT_LSANS_B,
    type: "font/ttf",
  },
  "/pdfjs/standard_fonts/LiberationSans-BoldItalic.ttf": {
    body: FONT_LSANS_BI,
    type: "font/ttf",
  },
  "/pdfjs/standard_fonts/LiberationSans-Italic.ttf": {
    body: FONT_LSANS_I,
    type: "font/ttf",
  },
};

const PREFIX = "[BizMatch QC]";

let settings: AppSettings = await initializeSettings();
let documents: BuyerDocument[] = [];
let loadError = "";
let dataSource: "sample" | "file" = "sample";

try {
  const loaded = await loadDocumentsForMode();
  documents = loaded.documents;
  dataSource = loaded.source;
} catch (error) {
  loadError = errorMessage(error);
  console.error(`${PREFIX} Initial data load failed: ${loadError}`);
  documents = validateDocuments(SAMPLE_DOCUMENTS);
  dataSource = "sample";
}

async function initializeSettings(): Promise<AppSettings> {
  const path = resolveSettingsPath();
  console.log(`${PREFIX} Settings path: ${path}`);

  let result: AppSettings;
  let fileExisted = false;

  try {
    const content = await Deno.readTextFile(path);
    result = JSON.parse(content) as unknown as AppSettings;
    fileExisted = true;
  } catch {
    result = { ...DEFAULTS };
  }

  const validated = { ...DEFAULTS };
  if (
    fileExisted && result && typeof result === "object" &&
    !Array.isArray(result)
  ) {
    const obj = result as unknown as Record<string, unknown>;
    if (typeof obj.jsonPath === "string") validated.jsonPath = obj.jsonPath;
    if (typeof obj.pdfBaseDirectory === "string") {
      validated.pdfBaseDirectory = obj.pdfBaseDirectory;
    }
    if (typeof obj.useAnonymousData === "boolean") {
      validated.useAnonymousData = obj.useAnonymousData;
    }
    if (
      typeof obj.windowWidth === "number" && !isNaN(obj.windowWidth) &&
      obj.windowWidth >= 1100
    ) {
      validated.windowWidth = obj.windowWidth;
    }
    if (
      typeof obj.windowHeight === "number" && !isNaN(obj.windowHeight) &&
      obj.windowHeight >= 700
    ) {
      validated.windowHeight = obj.windowHeight;
    }
    console.log(`${PREFIX} Settings loaded successfully.`);
  } else {
    console.log(`${PREFIX} No existing settings file found. Using defaults.`);
  }

  if (!fileExisted) {
    const legacy = await readLegacyConfig();
    if (legacy) {
      validated.jsonPath = validated.jsonPath || legacy.jsonPath;
      validated.pdfBaseDirectory = validated.pdfBaseDirectory ||
        legacy.pdfBaseDirectory;
      await saveAppSettings(validated);
    }
  }

  return validated;
}

function errorMessage(error: unknown): string {
  return error instanceof Error ? error.message : String(error);
}

async function loadDocumentsFromFile(
  jsonPath: string,
): Promise<{ documents: BuyerDocument[]; source: "file" }> {
  let raw: string;
  try {
    raw = await Deno.readTextFile(jsonPath);
  } catch (error) {
    throw new Error(
      `Cannot read JSON file "${jsonPath}": ${errorMessage(error)}`,
    );
  }
  let parsed: unknown;
  try {
    parsed = JSON.parse(raw);
  } catch (error) {
    throw new Error(`Invalid JSON in "${jsonPath}": ${errorMessage(error)}`);
  }
  try {
    return { documents: validateDocuments(parsed), source: "file" };
  } catch (error) {
    throw new Error(
      `JSON validation failed for "${jsonPath}": ${errorMessage(error)}`,
    );
  }
}

async function loadDocumentsForMode(): Promise<
  { documents: BuyerDocument[]; source: "sample" | "file" }
> {
  if (settings.useAnonymousData) {
    return { documents: validateDocuments(SAMPLE_DOCUMENTS), source: "sample" };
  }
  if (!settings.jsonPath.trim()) {
    return { documents: validateDocuments(SAMPLE_DOCUMENTS), source: "sample" };
  }
  return await loadDocumentsFromFile(settings.jsonPath);
}

async function applySettings(
  next: {
    jsonPath?: string;
    pdfBaseDirectory?: string;
    useAnonymousData?: boolean;
  },
): Promise<void> {
  const newSettings: AppSettings = {
    ...settings,
    jsonPath: next.jsonPath !== undefined
      ? next.jsonPath.trim()
      : settings.jsonPath,
    pdfBaseDirectory: next.pdfBaseDirectory !== undefined
      ? next.pdfBaseDirectory.trim()
      : settings.pdfBaseDirectory,
    useAnonymousData: next.useAnonymousData !== undefined
      ? next.useAnonymousData
      : settings.useAnonymousData,
  };

  if (newSettings.useAnonymousData) {
    const docs = validateDocuments(SAMPLE_DOCUMENTS);
    settings = newSettings;
    documents = docs;
    dataSource = "sample";
    loadError = "";
    await saveAppSettings(settings);
    console.log(
      `${PREFIX} Switched to anonymized sample data (${docs.length} documents).`,
    );
    return;
  }

  if (!newSettings.jsonPath.trim()) {
    settings = newSettings;
    documents = validateDocuments(SAMPLE_DOCUMENTS);
    dataSource = "sample";
    loadError = "";
    await saveAppSettings(settings);
    console.log(`${PREFIX} No JSON path configured; using sample data.`);
    return;
  }

  const loaded = await loadDocumentsFromFile(newSettings.jsonPath);

  if (newSettings.pdfBaseDirectory) {
    try {
      const stat = await Deno.stat(newSettings.pdfBaseDirectory);
      if (!stat.isDirectory) {
        throw new Error("Path exists but is not a directory.");
      }
    } catch (error) {
      throw new Error(
        `Cannot access PDF base directory "${newSettings.pdfBaseDirectory}": ${
          errorMessage(error)
        }`,
      );
    }
  }

  await saveAppSettings(newSettings);
  settings = newSettings;
  documents = loaded.documents;
  dataSource = loaded.source;
  loadError = "";
  console.log(
    `${PREFIX} Loaded ${documents.length} documents from ${settings.jsonPath}.`,
  );
  if (settings.pdfBaseDirectory) {
    console.log(`${PREFIX} PDF base directory: ${settings.pdfBaseDirectory}`);
  }
}

function json(data: unknown, status = 200) {
  return Response.json(data, {
    status,
    headers: { "cache-control": "no-store" },
  });
}

// ---- PDF token system ----
// A token stores a resolved cache path so that Range requests
// (which PDF.js makes many of) hit the local disk cache directly
// without re-stat'ing or re-validating against NAS for each one.

interface PdfToken {
  cachePath: string;
  sourcePath: string;
  fileSize: number;
  stale: boolean;
  createdAt: number;
}

const pdfTokens = new Map<string, PdfToken>();
const TOKEN_TTL_MS = 30 * 60 * 1000; // 30 minutes

function cleanupTokens() {
  const now = Date.now();
  for (const [token, entry] of pdfTokens) {
    if (now - entry.createdAt > TOKEN_TTL_MS) pdfTokens.delete(token);
  }
}
// Periodic cleanup every 10 minutes
setInterval(cleanupTokens, 10 * 60 * 1000);

async function servePdfBytes(
  cachePath: string,
  fileSize: number,
  rangeHeader: string | null,
  elapsedStart: number,
  stale: boolean,
): Promise<Response> {
  if (rangeHeader) {
    const match = rangeHeader.match(/^bytes=(\d+)-(\d*)$/);
    if (match) {
      const rangeStart = parseInt(match[1], 10);
      const rangeEnd = match[2] ? parseInt(match[2], 10) : fileSize - 1;
      const length = rangeEnd - rangeStart + 1;

      if (rangeStart < 0 || rangeEnd >= fileSize || rangeStart > rangeEnd) {
        return new Response(null, {
          status: 416,
          headers: { "content-range": `bytes */${fileSize}` },
        });
      }

      const file = await Deno.open(cachePath, { read: true });
      await file.seek(rangeStart, Deno.SeekMode.Start);
      const buf = new Uint8Array(length);
      let bytesRead = 0;
      while (bytesRead < length) {
        const n = await file.read(buf.subarray(bytesRead));
        if (n === null) break;
        bytesRead += n;
      }
      file.close();

      const elapsed = Math.round(performance.now() - elapsedStart);
      console.log(
        `${PREFIX} PDF range served from local cache: bytes ${rangeStart}-${
          rangeStart + bytesRead - 1
        }/${fileSize} in ${elapsed}ms`,
      );

      return new Response(buf.slice(0, bytesRead), {
        status: 206,
        headers: {
          "content-type": "application/pdf",
          "content-length": String(bytesRead),
          "content-range": `bytes ${rangeStart}-${
            rangeStart + bytesRead - 1
          }/${fileSize}`,
          "accept-ranges": "bytes",
          ...(stale ? { "x-bizmatch-cache-status": "stale" } : {}),
        },
      });
    }
  }

  const file = await Deno.open(cachePath, { read: true });
  const elapsed = Math.round(performance.now() - elapsedStart);
  console.log(
    `${PREFIX} PDF full served from local cache (${fileSize}B) in ${elapsed}ms`,
  );
  return new Response(file.readable, {
    headers: {
      "content-type": "application/pdf",
      "content-length": String(fileSize),
      "accept-ranges": "bytes",
      ...(stale ? { "x-bizmatch-cache-status": "stale" } : {}),
    },
  });
}

// ------- HTTP Server -------

Deno.serve(async (request) => {
  const url = new URL(request.url);

  if (url.pathname === "/api/state" && request.method === "GET") {
    const configForClient = {
      jsonPath: settings.jsonPath,
      pdfBaseDirectory: settings.pdfBaseDirectory,
      useAnonymousData: settings.useAnonymousData,
    };
    return json({ config: configForClient, documents, loadError, dataSource });
  }

  if (url.pathname === "/api/config" && request.method === "POST") {
    try {
      interface ConfigBody {
        jsonPath?: string;
        pdfBaseDirectory?: string;
        useAnonymousData?: boolean;
      }
      const body = await request.json() as ConfigBody;
      await applySettings({
        jsonPath: body.jsonPath ?? settings.jsonPath,
        pdfBaseDirectory: body.pdfBaseDirectory ?? settings.pdfBaseDirectory,
        useAnonymousData: body.useAnonymousData ?? settings.useAnonymousData,
      });
      return json({ ok: true, count: documents.length, dataSource });
    } catch (error) {
      const message = errorMessage(error);
      loadError = message;
      console.error(`${PREFIX} Settings rejected: ${message}`);
      return json({ error: message }, 400);
    }
  }

  // ---- PDF prepare endpoint ----
  if (url.pathname === "/api/pdf/prepare" && request.method === "POST") {
    try {
      const body = await request.json() as {
        index?: number;
        requestId?: string;
      };
      const index = body.index;
      const doc = documents[index!];
      if (!Number.isInteger(index) || !doc) {
        return json({ error: "Unknown document index." }, 404);
      }

      const sourcePath = resolvePdfPath(settings.pdfBaseDirectory, doc);
      const relative = doc._letter + "/" + doc.file_name;
      const reqTag = body.requestId ? `PDF ${body.requestId}` : "PDF";
      console.log(`${PREFIX} ${reqTag} prepare requested: ${relative}`);

      const startTime = performance.now();
      const cacheResult = await cacheOrGetPdf(sourcePath);
      let fileSize: number;
      try {
        fileSize = (await Deno.stat(cacheResult.path)).size;
      } catch {
        throw new Error("Cached file is not readable.");
      }

      const token = crypto.randomUUID();
      pdfTokens.set(token, {
        cachePath: cacheResult.path,
        sourcePath,
        fileSize,
        stale: cacheResult.stale,
        createdAt: Date.now(),
      });

      const elapsed = Math.round(performance.now() - startTime);
      const status = cacheResult.stale ? "refresh" : "hit";
      console.log(
        `${PREFIX} ${reqTag} disk cache ${status} in ${elapsed}ms, token created`,
      );

      return json({
        url: `/api/pdf/content/${token}`,
        size: fileSize,
        cacheStatus: status,
      });
    } catch (error) {
      const message = errorMessage(error);
      console.error(`${PREFIX} PDF prepare failed: ${message}`);
      return json({ error: message }, 404);
    }
  }

  // ---- PDF content endpoint (range-aware, cache-only) ----
  if (
    url.pathname.startsWith("/api/pdf/content/") && request.method === "GET"
  ) {
    const token = url.pathname.slice("/api/pdf/content/".length);
    const entry = pdfTokens.get(token);
    if (!entry) {
      return json({ error: "Invalid or expired PDF token." }, 404);
    }
    const startTime = performance.now();
    try {
      return await servePdfBytes(
        entry.cachePath,
        entry.fileSize,
        request.headers.get("range"),
        startTime,
        entry.stale,
      );
    } catch (error) {
      const message = errorMessage(error);
      console.error(`${PREFIX} PDF content serve failed: ${message}`);
      return json({ error: message }, 500);
    }
  }

  // ---- HEAD request for pdf content ----
  if (
    url.pathname.startsWith("/api/pdf/content/") && request.method === "HEAD"
  ) {
    const token = url.pathname.slice("/api/pdf/content/".length);
    const entry = pdfTokens.get(token);
    if (!entry) {
      return new Response(null, { status: 404 });
    }
    return new Response(null, {
      status: 200,
      headers: {
        "content-type": "application/pdf",
        "content-length": String(entry.fileSize),
        "accept-ranges": "bytes",
      },
    });
  }

  // ---- PDF.js auxiliary assets (wasm decoders, standard fonts, ICC) ----
  const pdfjsAsset = PDFJS_ASSETS[url.pathname];
  if (pdfjsAsset) {
    return new Response(pdfjsAsset.body as BodyInit, {
      headers: {
        "content-type": pdfjsAsset.type,
        "cache-control": "public, max-age=86400",
      },
    });
  }

  // ---- PDF.js library assets ----
  if (url.pathname === "/pdfjs/legacy/pdf.min.mjs") {
    return new Response(PDFJS_LIB_TEXT, {
      headers: {
        "content-type": "text/javascript; charset=utf-8",
        "cache-control": "public, max-age=86400",
      },
    });
  }

  if (url.pathname === "/pdfjs/legacy/pdf.worker.min.mjs") {
    return new Response(PDFJS_WORKER_TEXT, {
      headers: {
        "content-type": "text/javascript; charset=utf-8",
        "cache-control": "public, max-age=86400",
      },
    });
  }

  // ---- Static files ----
  const staticFiles: Record<string, { body: string; type: string }> = {
    "/": { body: INDEX_HTML, type: "text/html; charset=utf-8" },
    "/index.html": { body: INDEX_HTML, type: "text/html; charset=utf-8" },
    "/app.js": { body: APP_JS, type: "text/javascript; charset=utf-8" },
    "/pdf_viewer.js": {
      body: PDF_VIEWER_JS,
      type: "text/javascript; charset=utf-8",
    },
    "/styles.css": { body: STYLES_CSS, type: "text/css; charset=utf-8" },
  };
  const file = staticFiles[url.pathname];
  if (file) {
    return new Response(file.body, {
      headers: { "content-type": file.type, "cache-control": "no-store" },
    });
  }

  return new Response("Not found", { status: 404 });
});

// ------- Startup logging -------
console.log(`${PREFIX} Settings path: ${resolveSettingsPath()}`);
console.log(`${PREFIX} PDF cache directory: ${resolveCacheDir()}`);
console.log(
  `${PREFIX} Data mode: ${
    settings.useAnonymousData
      ? "anonymized sample"
      : (settings.jsonPath ? `file (${settings.jsonPath})` : "embedded sample")
  }`,
);
console.log(`${PREFIX} Documents loaded: ${documents.length}`);
console.log(`${PREFIX} PDF.js version: 6.1.200`);
if (loadError) console.error(`${PREFIX} ${loadError}`);

// ------- Window management -------
const clamped = clampWindowSize(settings);
console.log(
  `${PREFIX} Settings window size loaded: ${clamped.windowWidth}x${clamped.windowHeight}`,
);
console.log(
  `${PREFIX} Creating main window with: ${clamped.windowWidth}x${clamped.windowHeight}`,
);

// Deno 2.9 Desktop API: use BrowserWindow constructor with width/height,
// then verify with getSize() and apply setSize() if needed.
type _Win = {
  getSize(): [number, number];
  setSize(w: number, h: number): void;
  addEventListener(
    type: string,
    listener: (event: CustomEvent) => void,
  ): void;
  show(): void;
};

const _WinCtor = (Deno as unknown as {
  BrowserWindow: new (
    opts?: { title?: string; width?: number; height?: number },
  ) => _Win;
}).BrowserWindow;

const win = new _WinCtor({
  title: "BizMatch QC",
  width: clamped.windowWidth,
  height: clamped.windowHeight,
});

const [actualW, actualH] = win.getSize();
console.log(
  `${PREFIX} Main window actual size after construction: ${actualW}x${actualH}`,
);

if (
  actualW !== clamped.windowWidth || actualH !== clamped.windowHeight
) {
  console.log(
    `${PREFIX} Window size differs from requested, applying setSize(${clamped.windowWidth}, ${clamped.windowHeight})`,
  );
  win.setSize(clamped.windowWidth, clamped.windowHeight);
  const [w2, h2] = win.getSize();
  console.log(`${PREFIX} After setSize: ${w2}x${h2}`);
}

// Native resize tracking using Deno 2.9 BrowserWindow events
let resizeTimer: ReturnType<typeof setTimeout> | undefined;
try {
  win.addEventListener(
    "resize",
    ((e: CustomEvent) => {
      if (resizeTimer !== undefined) clearTimeout(resizeTimer);
      // Store immediately but debounce writes
      const w = e.detail?.width ?? 0;
      const h = e.detail?.height ?? 0;
      if (w >= 1100 && h >= 700) {
        settings.windowWidth = w;
        settings.windowHeight = h;
      }
      resizeTimer = setTimeout(() => {
        if (settings.windowWidth >= 1100 && settings.windowHeight >= 700) {
          console.log(
            `${PREFIX} Window resized: ${settings.windowWidth}x${settings.windowHeight}`,
          );
          saveAppSettings(settings).catch((err) =>
            console.error(
              `${PREFIX} Failed to save window size: ${errorMessage(err)}`,
            )
          );
        }
      }, 500);
    }) as (e: Event) => void,
  );

  win.addEventListener(
    "close",
    (() => {
      if (resizeTimer !== undefined) clearTimeout(resizeTimer);
      const [fw, fh] = win.getSize();
      if (fw >= 1100 && fh >= 700) {
        settings.windowWidth = fw;
        settings.windowHeight = fh;
      }
      try {
        const path = resolveSettingsPath();
        Deno.mkdirSync(dirname(path), { recursive: true });
        Deno.writeTextFileSync(path, JSON.stringify(settings, null, 2));
        console.log(
          `${PREFIX} Window size saved on close: ${settings.windowWidth}x${settings.windowHeight}`,
        );
      } catch (err) {
        console.error(
          `${PREFIX} Failed to save settings on close: ${errorMessage(err)}`,
        );
      }
    }) as (e: Event) => void,
  );
} catch (err) {
  console.warn(
    `${PREFIX} Native window-event binding unavailable: ${errorMessage(err)}`,
  );
}

win.show();

// Workaround: with the experimental desktop backend the first BrowserWindow
// "adopts" the implicit startup window, which is created before user code
// runs. Sometimes the native window keeps its built-in default size even
// though getSize() already reports the requested values, so the early
// setSize-on-mismatch above is skipped. Enforce the persisted size
// unconditionally after show(), and verify once more shortly after.
try {
  win.setSize(clamped.windowWidth, clamped.windowHeight);
  setTimeout(() => {
    try {
      const [w, h] = win.getSize();
      if (w !== clamped.windowWidth || h !== clamped.windowHeight) {
        console.log(
          `${PREFIX} Window size drifted to ${w}x${h}, enforcing ${clamped.windowWidth}x${clamped.windowHeight}`,
        );
        win.setSize(clamped.windowWidth, clamped.windowHeight);
      }
    } catch { /* ok */ }
  }, 250);
} catch (err) {
  console.warn(
    `${PREFIX} Post-show size enforcement failed: ${errorMessage(err)}`,
  );
}