import { tap, expect } from '@git.zone/tstest/tapbundle';
import { startTestServer, stopTestServer, type ITestServer } from '../../helpers/server.loader.js';
import { createSmtpClient } from '../../../ts/mail/delivery/smtpclient/index.js';
import type { SmtpClient } from '../../../ts/mail/delivery/smtpclient/smtp-client.js';
import { Email } from '../../../ts/mail/core/classes.email.js';

let testServer: ITestServer;
let smtpClient: SmtpClient;

tap.test('setup - start SMTP server for error handling tests', async () => {
  testServer = await startTestServer({
    port: 2550,
    tlsEnabled: false,
    authRequired: false,
    maxRecipients: 5 // Low limit to trigger errors
  });
  
  expect(testServer.port).toEqual(2550);
});

tap.test('CERR-01: 4xx Errors - should handle invalid recipient (450)', async () => {
  smtpClient = createSmtpClient({
    host: testServer.hostname,
    port: testServer.port,
    secure: false,
    connectionTimeout: 5000,
    debug: true
  });
  
  // Create email with invalid recipient format
  const email = new Email({
    from: 'test@example.com',
    to: 'invalid@address@multiple@signs.com', // Invalid format
    subject: 'Testing 4xx Error',
    text: 'This should trigger a 4xx error'
  });
  
  let errorCaught = false;
  try {
    await smtpClient.sendMail(email);
  } catch (error) {
    errorCaught = true;
    expect(error).toBeInstanceOf(Error);
    console.log('✅ Invalid recipient error caught:', error.message);
  }
  
  expect(errorCaught).toBeTrue();
});

tap.test('CERR-01: 4xx Errors - should handle mailbox unavailable (450)', async () => {
  const email = new Email({
    from: 'test@example.com',
    to: 'nonexistent@localhost', // Local domain should trigger mailbox check
    subject: 'Mailbox Unavailable Test',
    text: 'Testing mailbox unavailable error'
  });
  
  const result = await smtpClient.sendMail(email);
  
  // Depending on server configuration, this might be accepted or rejected
  if (!result.success) {
    expect(result.error).toBeInstanceOf(Error);
    console.log('✅ Mailbox unavailable handled:', result.error?.message);
  } else {
    // Some test servers accept all recipients
    expect(result.acceptedRecipients.length).toBeGreaterThan(0);
    console.log('ℹ️ Test server accepted recipient (common in test environments)');
  }
});

tap.test('CERR-01: 4xx Errors - should handle quota exceeded (452)', async () => {
  // Send multiple emails to trigger quota/limit errors
  const emails = [];
  for (let i = 0; i < 10; i++) {
    emails.push(new Email({
      from: 'test@example.com',
      to: `recipient${i}@example.com`,
      subject: `Quota Test ${i}`,
      text: 'Testing quota limits'
    }));
  }
  
  let quotaErrorCount = 0;
  const results = await Promise.allSettled(
    emails.map(email => smtpClient.sendMail(email))
  );
  
  results.forEach((result, index) => {
    if (result.status === 'rejected') {
      quotaErrorCount++;
      console.log(`Email ${index} rejected:`, result.reason);
    }
  });
  
  console.log(`✅ Handled ${quotaErrorCount} quota-related errors`);
});

tap.test('CERR-01: 4xx Errors - should handle too many recipients (452)', async () => {
  // Create email with many recipients to exceed limit
  const recipients = [];
  for (let i = 0; i < 10; i++) {
    recipients.push(`recipient${i}@example.com`);
  }
  
  const email = new Email({
    from: 'test@example.com',
    to: recipients, // Many recipients
    subject: 'Too Many Recipients Test',
    text: 'Testing recipient limit'
  });
  
  const result = await smtpClient.sendMail(email);
  
  // Check if some recipients were rejected due to limits
  if (result.rejectedRecipients.length > 0) {
    console.log(`✅ Rejected ${result.rejectedRecipients.length} recipients due to limits`);
    expect(result.rejectedRecipients).toBeArray();
  } else {
    // Server might accept all
    expect(result.acceptedRecipients.length).toEqual(recipients.length);
    console.log('ℹ️ Server accepted all recipients');
  }
});

tap.test('CERR-01: 4xx Errors - should handle authentication required (450)', async () => {
  // Create new server requiring auth
  const authServer = await startTestServer({
    port: 2551,
    authRequired: true // This will reject unauthenticated commands
  });
  
  const unauthClient = createSmtpClient({
    host: authServer.hostname,
    port: authServer.port,
    secure: false,
    // No auth credentials provided
    connectionTimeout: 5000
  });
  
  const email = new Email({
    from: 'test@example.com',
    to: 'recipient@example.com',
    subject: 'Auth Required Test',
    text: 'Should fail without auth'
  });
  
  let authError = false;
  try {
    await unauthClient.sendMail(email);
  } catch (error) {
    authError = true;
    expect(error).toBeInstanceOf(Error);
    console.log('✅ Authentication required error caught');
  }
  
  expect(authError).toBeTrue();
  
  await unauthClient.close();
  await stopTestServer(authServer);
});

tap.test('CERR-01: 4xx Errors - should parse enhanced status codes', async () => {
  // 4xx errors often include enhanced status codes (e.g., 4.7.1)
  const email = new Email({
    from: 'test@blocked-domain.com', // Might trigger policy rejection
    to: 'recipient@example.com',
    subject: 'Enhanced Status Code Test',
    text: 'Testing enhanced status codes'
  });
  
  try {
    const result = await smtpClient.sendMail(email);
    
    if (!result.success && result.error) {
      console.log('✅ Error details:', {
        message: result.error.message,
        response: result.response
      });
    }
  } catch (error: any) {
    // Check if error includes status information
    expect(error.message).toBeTypeofString();
    console.log('✅ Error with potential enhanced status:', error.message);
  }
});

tap.test('CERR-01: 4xx Errors - should not retry permanent 4xx errors', async () => {
  // Track retry attempts
  let attemptCount = 0;
  
  const trackingClient = createSmtpClient({
    host: testServer.hostname,
    port: testServer.port,
    secure: false,
    connectionTimeout: 5000,
    debug: true
  });
  
  // Monitor connection attempts
  trackingClient.on('connect', () => attemptCount++);
  
  const email = new Email({
    from: 'invalid sender format', // Clearly invalid
    to: 'recipient@example.com',
    subject: 'Permanent Error Test',
    text: 'Should not retry'
  });
  
  try {
    await trackingClient.sendMail(email);
  } catch (error) {
    console.log('✅ Permanent error not retried');
  }
  
  // Should not have retried
  expect(attemptCount).toBeLessThanOrEqual(1);
  
  await trackingClient.close();
});

tap.test('cleanup - close SMTP client', async () => {
  if (smtpClient && smtpClient.isConnected()) {
    await smtpClient.close();
  }
});

tap.test('cleanup - stop SMTP server', async () => {
  await stopTestServer(testServer);
});

tap.start();