import express from 'express';
import type { AddressInfo } from 'node:net';
import { afterEach, describe, expect, it, vi } from 'vitest';
import type { WebContext } from '../../src/web/context.js';
import { createConversationsRouter } from '../../src/web/routes/conversations.js';
import { buildConversationState, conversationMessageFingerprint } from '../../src/services/conversation-state.js';

const servers: Array<ReturnType<express.Express['listen']>> = [];

async function request(
  app: express.Express,
  path: string,
  init?: RequestInit,
): Promise<Response> {
  const server = app.listen(0);
  servers.push(server);
  await new Promise<void>((resolve) => server.once('listening', resolve));
  const { port } = server.address() as AddressInfo;
  return fetch(`http://127.0.0.1:${port}${path}`, init);
}

afterEach(async () => {
  await Promise.all(servers.splice(0).map((server) => new Promise<void>((resolve) => server.close(() => resolve()))));
});

describe('conversations route', () => {
  it('aggregates simultaneous account runtimes and labels identical room IDs with their owner', async () => {
    const chat = (username: string) => ({
      username, roomName: username, roomId: 'same-room', lastMessageTime: 1,
      lastMessageSnippet: `from ${username}`, isFromUs: false, unread: false,
    });
    const runtime = (accountId: string, redditUsername: string, conversationUsername: string) => ({
      session: { accountId, redditUsername },
      resources: { chatService: { getCachedConversations: vi.fn().mockResolvedValue([chat(conversationUsername)]) } },
    });
    const runtimes = new Map([
      ['@t2_one:reddit.com', runtime('@t2_one:reddit.com', 'owner-one', 'alice')],
      ['@t2_two:reddit.com', runtime('@t2_two:reddit.com', 'owner-two', 'bob')],
    ]);
    const context = {
      logger: { error: vi.fn() },
      services: {
        chat: { getCachedConversations: vi.fn() },
        accountRuntimes: {
          list: () => [...runtimes].map(([accountId, item]) => ({ accountId, redditUsername: item.session.redditUsername, state: 'running' })),
          get: (accountId: string) => runtimes.get(accountId) ?? null,
        },
      },
    } as unknown as WebContext;
    const app = express().use('/api', createConversationsRouter(context));

    const response = await request(app, '/api/conversations');
    const body = await response.json();

    expect(body).toHaveLength(2);
    expect(body).toEqual(expect.arrayContaining([
      expect.objectContaining({ roomId: 'same-room', username: 'alice', owner: { accountId: '@t2_one:reddit.com', redditUsername: 'owner-one' } }),
      expect.objectContaining({ roomId: 'same-room', username: 'bob', owner: { accountId: '@t2_two:reddit.com', redditUsername: 'owner-two' } }),
    ]));
  });

  it('sends an owned conversation reply only through its account runtime', async () => {
    const firstAccountId = '@t2_one:reddit.com';
    const secondAccountId = '@t2_two:reddit.com';
    const conversation = {
      username: 'alice', roomName: 'alice', roomId: 'same-room', url: '/room/same-room',
      lastMessageTime: 1, lastMessageSnippet: 'hello', isFromUs: false, unread: false,
      messages: [{ sender: 'alice', text: 'hello', timestamp: 1, isSelf: false }],
    };
    const runtime = (accountId: string, redditUsername: string) => ({
      session: { accountId, redditUsername },
      snapshot: () => ({ state: 'running' }),
      resources: {
        chatService: {
          getCachedConversations: vi.fn().mockResolvedValue([conversation]),
          sendChatMessage: vi.fn().mockResolvedValue(true),
          refreshTopChats: vi.fn().mockResolvedValue(undefined),
        },
        conversationStateRepo: { get: vi.fn(), save: vi.fn() },
        activityLogRepo: { insert: vi.fn() },
      },
    });
    const first = runtime(firstAccountId, 'owner-one');
    const second = runtime(secondAccountId, 'owner-two');
    const singletonSend = vi.fn();
    const runtimes = new Map([[firstAccountId, first], [secondAccountId, second]]);
    const context = {
      logger: { error: vi.fn() },
      activity: { push: vi.fn() },
      broadcaster: { push: vi.fn() },
      services: {
        chat: { sendChatMessage: singletonSend },
        accountRuntimes: {
          list: () => [...runtimes.values()].map((item) => ({
            accountId: item.session.accountId,
            redditUsername: item.session.redditUsername,
            state: 'running',
          })),
          get: (accountId: string) => runtimes.get(accountId) ?? null,
        },
      },
    } as unknown as WebContext;
    const app = express()
      .use(express.json())
      .use('/api', createConversationsRouter(context));
    const ownedId = `${encodeURIComponent(secondAccountId)}~${encodeURIComponent('same-room')}`;

    const response = await request(app, `/api/conversations/${encodeURIComponent(ownedId)}/send-reply`, {
      method: 'POST',
      headers: { 'content-type': 'application/json' },
      body: JSON.stringify({ message: 'reply from account two' }),
    });

    expect(response.status).toBe(200);
    expect(second.resources.chatService.sendChatMessage).toHaveBeenCalledWith(
      '/room/same-room',
      'reply from account two',
    );
    expect(first.resources.chatService.sendChatMessage).not.toHaveBeenCalled();
    expect(singletonSend).not.toHaveBeenCalled();
    expect(second.resources.activityLogRepo.insert).toHaveBeenCalledWith(expect.objectContaining({
      type: 'sent', recipient: 'alice',
    }));
    expect(second.resources.conversationStateRepo.save).toHaveBeenCalledWith(
      'same-room',
      expect.objectContaining({
        automation: expect.objectContaining({
          status: 'user-overridden',
          handoffReason: 'A manual reply was sent in this conversation.',
        }),
      }),
    );
    expect(first.resources.activityLogRepo.insert).not.toHaveBeenCalled();
  });

  it('rejects an unowned conversation ID while account runtimes are active', async () => {
    const context = {
      logger: { error: vi.fn() },
      services: {
        chat: { getCachedConversations: vi.fn().mockResolvedValue([]) },
        accountRuntimes: {
          list: () => [{ accountId: '@t2_one:reddit.com', redditUsername: 'owner-one', state: 'running' }],
          get: vi.fn(),
        },
      },
    } as unknown as WebContext;
    const app = express().use('/api', createConversationsRouter(context));

    const response = await request(app, '/api/conversations/same-room');

    expect(response.status).toBe(404);
    expect(context.services.chat.getCachedConversations).not.toHaveBeenCalled();
  });

  it('reports an unavailable chat service instead of presenting it as an empty inbox', async () => {
    const context = {
      logger: { error: vi.fn() },
      services: {},
    } as unknown as WebContext;
    const app = express().use('/api', createConversationsRouter(context));

    const response = await request(app, '/api/conversations');

    expect(response.status).toBe(503);
    expect(await response.json()).toEqual({ error: 'Chat service not initialized' });
  });

  it('reports a cache read failure instead of presenting it as an empty inbox', async () => {
    const logger = { error: vi.fn() };
    const context = {
      logger,
      services: {
        chat: {
          getCachedConversations: vi.fn().mockRejectedValue(new Error('cache unavailable')),
        },
      },
    } as unknown as WebContext;
    const app = express().use('/api', createConversationsRouter(context));

    const response = await request(app, '/api/conversations');

    expect(response.status).toBe(500);
    expect(await response.json()).toEqual({ error: 'Failed to fetch conversations' });
    expect(logger.error).toHaveBeenCalledWith('Failed to fetch conversations:', expect.any(Error));
  });

  it('marks conversations that have received images in the durable media index', async () => {
    const conversation = {
      username: 'alice',
      roomName: 'alice',
      roomId: 'room-alice',
      lastMessageTime: 1_786_000_000_000,
      lastMessageSnippet: '[Image]',
      isFromUs: false,
      unread: true,
    };
    const context = {
      logger: { error: vi.fn() },
      services: {
        chat: { getCachedConversations: vi.fn().mockResolvedValue([conversation]) },
        media: {
          getMediaItems: vi.fn().mockResolvedValue([
            {
              id: 'image-one',
              chatUsername: 'alice',
              chatRoomId: 'room-alice',
              sender: 'alice',
              timestamp: 1_786_000_000_000,
              originalUrl: 'mxc://reddit.com/image-one',
              fileName: 'image-one.jpg',
              relativePath: 'image-one.jpg',
              createdAt: 1_786_000_000_100,
            },
          ]),
        },
      },
    } as unknown as WebContext;
    const app = express().use('/api', createConversationsRouter(context));

    const legacyResponse = await request(app, '/api/conversations');
    const response = await request(app, '/api/conversations?includeImageMetadata=true');

    expect(legacyResponse.status).toBe(200);
    expect(await legacyResponse.json()).toEqual([conversation]);
    expect(response.status).toBe(200);
    expect(await response.json()).toEqual([{ ...conversation, hasReceivedImages: true }]);
  });

  it('marks conversations with a durable seller detection', async () => {
    const conversation = {
      username: 'seller', roomName: 'seller', roomId: 'room-seller',
      lastMessageTime: 1, lastMessageSnippet: 'my page', isFromUs: false, unread: true,
    };
    const context = {
      logger: { error: vi.fn() },
      services: {
        chat: { getCachedConversations: vi.fn().mockResolvedValue([conversation]) },
        conversationState: {
          get: vi.fn(() => ({ sellerDetected: true })),
        },
      },
    } as unknown as WebContext;
    const app = express().use('/api', createConversationsRouter(context));

    const response = await request(app, '/api/conversations');

    expect(response.status).toBe(200);
    expect(await response.json()).toEqual([{ ...conversation, sellerDetected: true }]);
  });

  it('serves conversation details without starting a delta sync', async () => {
    const conversation = {
      username: 'alice',
      roomName: 'alice',
      roomId: 'room-alice',
      lastMessageTime: 1_786_000_000_000,
      lastMessageSnippet: 'Hello',
      isFromUs: false,
      unread: false,
      messages: [
        { sender: 'me', text: 'Automated hello', timestamp: 1_785_999_900_000, isSelf: true },
        { sender: 'alice', text: 'Hello', timestamp: 1_786_000_000_000, isSelf: false },
      ],
    };
    const savedState = buildConversationState(conversation.messages);
    savedState.automation.turnsUsed = 1;
    savedState.automation.aiMessageFingerprints = [conversationMessageFingerprint('Automated hello')];
    const refreshTopChats = vi.fn();
    const loadConversationDetails = vi.fn();
    const context = {
      logger: { error: vi.fn(), warn: vi.fn() },
      repos: {
        messages: { getLatestByRecipient: vi.fn().mockReturnValue(undefined) },
      },
      services: {
        conversationState: { get: vi.fn().mockReturnValue(savedState), save: vi.fn() },
        chat: {
          getSyncStatus: vi.fn().mockReturnValue({
            syncing: false,
            syncingKind: null,
            progress: null,
          }),
          getCachedConversations: vi.fn().mockResolvedValue([conversation]),
          refreshTopChats,
          loadConversationDetails,
          saveCacheExternal: vi.fn(),
        },
      },
    } as unknown as WebContext;
    const app = express().use('/api', createConversationsRouter(context));

    const response = await request(app, '/api/conversations/room-alice');

    expect(response.status).toBe(200);
    const body = await response.json();
    expect(body.username).toBe('alice');
    expect(body.automation).toEqual({
      turnsUsed: 1,
      remainingTurns: 2,
      status: 'active',
      handoffReason: null,
    });
    expect(body.messages[0]).toMatchObject({ text: 'Automated hello', isAi: true });
    expect(body.messages[1].isAi).toBeUndefined();
    expect(refreshTopChats).not.toHaveBeenCalled();
    expect(loadConversationDetails).not.toHaveBeenCalled();
  });

  it('attaches the exact room origin with its saved URL, title, and image', async () => {
    const conversation = {
      username: 'alice', roomName: 'alice', roomId: 'room-alice',
      lastMessageTime: 10, lastMessageSnippet: 'Hello', isFromUs: true, unread: false,
      messages: [{ sender: 'me', text: 'Hello', timestamp: 10, isSelf: true }],
    };
    const roomOrigin = {
      id: 7, postId: 'post-exact', recipient: 'alice', subject: 'alice', message: 'Hello',
      sentAt: 9, gotResponse: false, responseCheckedAt: null, strategyId: null,
      chatRoomId: 'room-alice', subreddit: 'example', postTitle: 'Exact source post',
      postUrl: 'https://www.reddit.com/r/example/comments/post-exact/exact_source_post/',
      postImageUrl: 'https://i.redd.it/exact-source.jpg',
      postCreatedAt: 8,
    };
    const latestRecipientOrigin = { ...roomOrigin, postId: 'wrong-latest-post', postTitle: 'Wrong post' };
    const context = {
      logger: { error: vi.fn(), warn: vi.fn() },
      repos: { messages: {
        getByChatRoomId: vi.fn().mockReturnValue(roomOrigin),
        getLatestByRecipient: vi.fn().mockReturnValue(latestRecipientOrigin),
      } },
      services: { chat: {
        getSyncStatus: vi.fn().mockReturnValue({ syncing: false, syncingKind: null, progress: null }),
        getCachedConversations: vi.fn().mockResolvedValue([conversation]),
        loadConversationDetails: vi.fn(), saveCacheExternal: vi.fn(),
      } },
    } as unknown as WebContext;
    const app = express().use('/api', createConversationsRouter(context));

    const response = await request(app, '/api/conversations/room-alice');

    expect(response.status).toBe(200);
    const body = await response.json();
    expect(body.triggeringPost).toEqual({
      id: 'post-exact', subreddit: 'example', title: 'Exact source post',
      url: roomOrigin.postUrl, imageUrl: roomOrigin.postImageUrl, postedAt: 8, sentAt: 9,
    });
    expect(body.messages[0]).toMatchObject({ text: 'Hello', isAi: true });
    expect(context.repos.messages.getLatestByRecipient).not.toHaveBeenCalled();
  });

  it('waits for the conversation delta sync after sending a reply', async () => {
    const conversation = {
      username: 'alice', roomName: 'alice', roomId: 'room-alice',
      url: 'https://chat.reddit.com/room/room-alice',
      lastMessageTime: 10, lastMessageSnippet: 'Hello', isFromUs: false, unread: false,
      messages: [{ sender: 'alice', text: 'Hello', timestamp: 10, isSelf: false }],
    };
    let completeSync: (() => void) | undefined;
    const refreshTopChats = vi.fn(() => new Promise<void>((resolve) => {
      completeSync = resolve;
    }));
    const context = {
      logger: { error: vi.fn() },
      activity: { push: vi.fn() },
      broadcaster: { push: vi.fn() },
      services: { chat: {
        getCachedConversations: vi.fn().mockResolvedValue([conversation]),
        sendChatMessage: vi.fn().mockResolvedValue(true),
        refreshTopChats,
      } },
    } as unknown as WebContext;
    const app = express()
      .use(express.json())
      .use('/api', createConversationsRouter(context));

    let responseSettled = false;
    const responsePromise = request(app, '/api/conversations/room-alice/send-reply', {
      method: 'POST',
      headers: { 'Content-Type': 'application/json' },
      body: JSON.stringify({ message: 'AI-assisted reply' }),
    }).then((response) => {
      responseSettled = true;
      return response;
    });

    await vi.waitFor(() => expect(refreshTopChats).toHaveBeenCalledWith(5));
    expect(responseSettled).toBe(false);
    completeSync?.();

    const response = await responsePromise;
    expect(response.status).toBe(200);
    expect(await response.json()).toEqual({ success: true });
  });
});