# -*- coding: utf-8 -*-
import unittest
import socket
import ssl
from unittest.mock import Mock, patch, MagicMock

from websocket._ssl_compat import (
    SSLError,
    SSLEOFError,
    SSLWantReadError,
    SSLWantWriteError,
    HAVE_SSL,
)
from websocket._http import _ssl_socket, _wrap_sni_socket
from websocket._exceptions import WebSocketException
from websocket._socket import recv, send

"""
test_ssl_edge_cases.py
websocket - WebSocket client library for Python

Copyright 2026 engn33r

Licensed under the Apache License, Version 2.0 (the "License");
you may not use this file except in compliance with the License.
You may obtain a copy of the License at

    http://www.apache.org/licenses/LICENSE-2.0

Unless required by applicable law or agreed to in writing, software
distributed under the License is distributed on an "AS IS" BASIS,
WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
See the License for the specific language governing permissions and
limitations under the License.
"""


class SSLEdgeCasesTest(unittest.TestCase):

    def setUp(self):
        if not HAVE_SSL:
            self.skipTest("SSL not available")

    def test_ssl_handshake_failure(self):
        """Test SSL handshake failure scenarios"""
        mock_sock = Mock()

        # Test SSL handshake timeout
        with patch("ssl.SSLContext") as mock_ssl_context:
            mock_context = Mock()
            mock_ssl_context.return_value = mock_context
            mock_context.wrap_socket.side_effect = socket.timeout(
                "SSL handshake timeout"
            )

            sslopt = {"cert_reqs": ssl.CERT_REQUIRED}

            with self.assertRaises(socket.timeout):
                _ssl_socket(mock_sock, sslopt, "example.com")

    def test_ssl_certificate_verification_failures(self):
        """Test various SSL certificate verification failure scenarios"""
        mock_sock = Mock()

        # Test certificate verification failure
        with patch("ssl.SSLContext") as mock_ssl_context:
            mock_context = Mock()
            mock_ssl_context.return_value = mock_context
            mock_context.wrap_socket.side_effect = ssl.SSLCertVerificationError(
                "Certificate verification failed"
            )

            sslopt = {"cert_reqs": ssl.CERT_REQUIRED, "check_hostname": True}

            with self.assertRaises(ssl.SSLCertVerificationError):
                _ssl_socket(mock_sock, sslopt, "badssl.example")

    def test_check_hostname_with_cert_none_raises_websocket_exception(self):
        """check_hostname=True with cert_reqs=CERT_NONE must raise
        WebSocketException, not leak ssl's raw ValueError."""
        sock = socket.socket()
        try:
            with self.assertRaises(WebSocketException) as cm:
                _ssl_socket(
                    sock,
                    {"cert_reqs": ssl.CERT_NONE, "check_hostname": True},
                    "example.com",
                )
            self.assertIn("check_hostname", str(cm.exception))
        finally:
            sock.close()

    def test_ssl_context_configuration_edge_cases(self):
        """Test SSL context configuration with various edge cases"""
        mock_sock = Mock()

        # Test with pre-created SSL context
        with patch("ssl.SSLContext") as mock_ssl_context:
            existing_context = Mock()
            existing_context.wrap_socket.return_value = Mock()
            mock_ssl_context.return_value = existing_context

            sslopt = {"context": existing_context}

            # Call _ssl_socket which should use the existing context
            _ssl_socket(mock_sock, sslopt, "example.com")

            # Should use the provided context, not create a new one
            existing_context.wrap_socket.assert_called_once()

    def test_ssl_ca_bundle_environment_edge_cases(self):
        """Test CA bundle environment variable edge cases"""
        mock_sock = Mock()

        # Test with non-existent CA bundle file
        with patch.dict(
            "os.environ", {"WEBSOCKET_CLIENT_CA_BUNDLE": "/nonexistent/ca-bundle.crt"}
        ):
            with patch("os.path.isfile", return_value=False):
                with patch("os.path.isdir", return_value=False):
                    with patch("ssl.SSLContext") as mock_ssl_context:
                        mock_context = Mock()
                        mock_ssl_context.return_value = mock_context
                        mock_context.wrap_socket.return_value = Mock()

                        sslopt = {}
                        _ssl_socket(mock_sock, sslopt, "example.com")

                        # Should not try to load non-existent CA bundle
                        mock_context.load_verify_locations.assert_not_called()

        # Test with CA bundle directory
        with patch.dict("os.environ", {"WEBSOCKET_CLIENT_CA_BUNDLE": "/etc/ssl/certs"}):
            with patch("os.path.isfile", return_value=False):
                with patch("os.path.isdir", return_value=True):
                    with patch("ssl.SSLContext") as mock_ssl_context:
                        mock_context = Mock()
                        mock_ssl_context.return_value = mock_context
                        mock_context.wrap_socket.return_value = Mock()

                        sslopt = {}
                        _ssl_socket(mock_sock, sslopt, "example.com")

                        # Should load CA directory
                        mock_context.load_verify_locations.assert_called_with(
                            cafile=None, capath="/etc/ssl/certs"
                        )

    def test_ssl_cipher_configuration_edge_cases(self):
        """Test SSL cipher configuration edge cases"""
        mock_sock = Mock()

        # Test with invalid cipher suite
        with patch("ssl.SSLContext") as mock_ssl_context:
            mock_context = Mock()
            mock_ssl_context.return_value = mock_context
            mock_context.set_ciphers.side_effect = ssl.SSLError(
                "No cipher can be selected"
            )
            mock_context.wrap_socket.return_value = Mock()

            sslopt = {"ciphers": "INVALID_CIPHER"}

            with self.assertRaises(WebSocketException):
                _ssl_socket(mock_sock, sslopt, "example.com")

    def test_ssl_ecdh_curve_edge_cases(self):
        """Test ECDH curve configuration edge cases"""
        mock_sock = Mock()

        # Test with invalid ECDH curve
        with patch("ssl.SSLContext") as mock_ssl_context:
            mock_context = Mock()
            mock_ssl_context.return_value = mock_context
            mock_context.set_ecdh_curve.side_effect = ValueError("unknown curve name")
            mock_context.wrap_socket.return_value = Mock()

            sslopt = {"ecdh_curve": "invalid_curve"}

            with self.assertRaises(WebSocketException):
                _ssl_socket(mock_sock, sslopt, "example.com")

    def test_ssl_client_certificate_edge_cases(self):
        """Test client certificate configuration edge cases"""
        mock_sock = Mock()

        # Test with non-existent client certificate
        with patch("ssl.SSLContext") as mock_ssl_context:
            mock_context = Mock()
            mock_ssl_context.return_value = mock_context
            mock_context.load_cert_chain.side_effect = FileNotFoundError("No such file")
            mock_context.wrap_socket.return_value = Mock()

            sslopt = {"certfile": "/nonexistent/client.crt"}

            with self.assertRaises(WebSocketException):
                _ssl_socket(mock_sock, sslopt, "example.com")

    def test_ssl_want_read_write_retry_edge_cases(self):
        """Test SSL want read/write retry edge cases"""
        mock_sock = Mock()

        # Test SSLWantReadError with multiple retries before success
        read_attempts = [0]  # Use list for mutable reference

        def mock_recv(bufsize):
            read_attempts[0] += 1
            if read_attempts[0] == 1:
                raise SSLWantReadError("The operation did not complete")
            elif read_attempts[0] == 2:
                return b"data after retries"
            else:
                return b""

        mock_sock.recv.side_effect = mock_recv
        mock_sock.gettimeout.return_value = 30.0

        with patch("selectors.DefaultSelector") as mock_selector_class:
            mock_selector = Mock()
            mock_selector_class.return_value = mock_selector
            mock_selector.select.return_value = [True]  # Always ready

            result = recv(mock_sock, 100)

            self.assertEqual(result, b"data after retries")
            self.assertEqual(read_attempts[0], 2)
            # Should have used selector for retry
            mock_selector.register.assert_called()
            mock_selector.select.assert_called()

    def test_ssl_want_write_retry_edge_cases(self):
        """Test SSL want write retry edge cases"""
        mock_sock = Mock()

        # Test SSLWantWriteError with multiple retries before success
        write_attempts = [0]  # Use list for mutable reference

        def mock_send(data):
            write_attempts[0] += 1
            if write_attempts[0] == 1:
                raise SSLWantWriteError("The operation did not complete")
            elif write_attempts[0] == 2:
                return len(data)
            else:
                return 0

        mock_sock.send.side_effect = mock_send
        mock_sock.gettimeout.return_value = 30.0

        with patch("selectors.DefaultSelector") as mock_selector_class:
            mock_selector = Mock()
            mock_selector_class.return_value = mock_selector
            mock_selector.select.return_value = [True]  # Always ready

            result = send(mock_sock, b"test data")

            self.assertEqual(result, 9)  # len("test data")
            self.assertEqual(write_attempts[0], 2)

    def test_ssl_eof_error_edge_cases(self):
        """Test SSL EOF error edge cases"""
        mock_sock = Mock()

        # Test SSLEOFError during send
        mock_sock.send.side_effect = SSLEOFError("SSL connection has been closed")
        mock_sock.gettimeout.return_value = 30.0

        from websocket._exceptions import WebSocketConnectionClosedException

        with self.assertRaises(WebSocketConnectionClosedException):
            send(mock_sock, b"test data")

    def test_ssl_pending_data_edge_cases(self):
        """Test SSL pending data scenarios"""
        from websocket._dispatcher import SSLDispatcher
        from websocket._app import WebSocketApp

        # Mock SSL socket with pending data
        mock_ssl_sock = Mock()
        mock_ssl_sock.pending.return_value = 1024  # Simulates pending SSL data

        # Mock WebSocketApp
        mock_app = Mock(spec=WebSocketApp)
        mock_app.sock = Mock()
        mock_app.sock.sock = mock_ssl_sock

        dispatcher = SSLDispatcher(mock_app, 5.0)

        # When there's pending data, should return immediately without selector
        result = dispatcher.select(mock_ssl_sock, Mock())

        # Should return the socket list when there's pending data
        self.assertEqual(result, [mock_ssl_sock])
        mock_ssl_sock.pending.assert_called_once()

    def test_ssl_renegotiation_edge_cases(self):
        """Test SSL renegotiation scenarios"""
        mock_sock = Mock()

        # Simulate SSL renegotiation during read
        call_count = 0

        def mock_recv(bufsize):
            nonlocal call_count
            call_count += 1
            if call_count == 1:
                raise SSLWantReadError("SSL renegotiation required")
            return b"data after renegotiation"

        mock_sock.recv.side_effect = mock_recv
        mock_sock.gettimeout.return_value = 30.0

        with patch("selectors.DefaultSelector") as mock_selector_class:
            mock_selector = Mock()
            mock_selector_class.return_value = mock_selector
            mock_selector.select.return_value = [True]

            result = recv(mock_sock, 100)

            self.assertEqual(result, b"data after renegotiation")
            self.assertEqual(call_count, 2)

    def test_ssl_server_hostname_override(self):
        """Test SSL server hostname override scenarios"""
        mock_sock = Mock()

        with patch("ssl.SSLContext") as mock_ssl_context:
            mock_context = Mock()
            mock_ssl_context.return_value = mock_context
            mock_context.wrap_socket.return_value = Mock()

            # Test server_hostname override
            sslopt = {"server_hostname": "override.example.com"}
            _ssl_socket(mock_sock, sslopt, "original.example.com")

            # Should use override hostname in wrap_socket call
            mock_context.wrap_socket.assert_called_with(
                mock_sock,
                do_handshake_on_connect=True,
                suppress_ragged_eofs=True,
                server_hostname="override.example.com",
            )

    def test_ssl_protocol_version_edge_cases(self):
        """Test SSL protocol version edge cases"""
        mock_sock = Mock()

        # Test with deprecated SSL version
        with patch("ssl.SSLContext") as mock_ssl_context:
            mock_context = Mock()
            mock_ssl_context.return_value = mock_context
            mock_context.wrap_socket.return_value = Mock()

            # Test that deprecated ssl_version is still handled
            if hasattr(ssl, "PROTOCOL_TLS"):
                sslopt = {"ssl_version": ssl.PROTOCOL_TLS}
                _ssl_socket(mock_sock, sslopt, "example.com")

                mock_ssl_context.assert_called_with(ssl.PROTOCOL_TLS)

    def test_ssl_keylog_file_edge_cases(self):
        """Test SSL keylog file configuration edge cases"""
        mock_sock = Mock()

        # Test with SSLKEYLOGFILE environment variable
        with patch.dict("os.environ", {"SSLKEYLOGFILE": "/tmp/ssl_keys.log"}):
            with patch("ssl.SSLContext") as mock_ssl_context:
                mock_context = Mock()
                mock_ssl_context.return_value = mock_context
                mock_context.wrap_socket.return_value = Mock()

                sslopt = {}
                _ssl_socket(mock_sock, sslopt, "example.com")

                # Should set keylog_filename
                self.assertEqual(mock_context.keylog_filename, "/tmp/ssl_keys.log")

    def test_ssl_context_verification_modes(self):
        """Test different SSL verification mode combinations"""
        mock_sock = Mock()

        test_cases = [
            # (cert_reqs, check_hostname, expected_verify_mode, expected_check_hostname)
            (ssl.CERT_NONE, False, ssl.CERT_NONE, False),
            (ssl.CERT_REQUIRED, False, ssl.CERT_REQUIRED, False),
            (ssl.CERT_REQUIRED, True, ssl.CERT_REQUIRED, True),
        ]

        for cert_reqs, check_hostname, expected_verify, expected_check in test_cases:
            with self.subTest(cert_reqs=cert_reqs, check_hostname=check_hostname):
                with patch("ssl.SSLContext") as mock_ssl_context:
                    mock_context = Mock()
                    mock_ssl_context.return_value = mock_context
                    mock_context.wrap_socket.return_value = Mock()

                    sslopt = {"cert_reqs": cert_reqs, "check_hostname": check_hostname}
                    _ssl_socket(mock_sock, sslopt, "example.com")

                    self.assertEqual(mock_context.verify_mode, expected_verify)
                    self.assertEqual(mock_context.check_hostname, expected_check)

    def test_ssl_socket_shutdown_edge_cases(self):
        """Test SSL socket shutdown edge cases"""
        from websocket._core import WebSocket

        mock_ssl_sock = Mock()
        mock_ssl_sock.shutdown.side_effect = SSLError("SSL shutdown failed")

        ws = WebSocket()
        ws.sock = mock_ssl_sock
        ws.connected = True

        # Should handle SSL shutdown errors gracefully
        try:
            ws.close()
        except SSLError:
            self.fail("SSL shutdown error should be handled gracefully")

    def test_ssl_socket_close_during_operation(self):
        """Test SSL socket being closed during ongoing operations"""
        mock_sock = Mock()

        # Simulate SSL socket being closed during recv
        mock_sock.recv.side_effect = SSLError(
            "SSL connection has been closed unexpectedly"
        )
        mock_sock.gettimeout.return_value = 30.0

        from websocket._exceptions import WebSocketConnectionClosedException

        # Should handle unexpected SSL closure
        with self.assertRaises((SSLError, WebSocketConnectionClosedException)):
            recv(mock_sock, 100)

    def test_ssl_compression_edge_cases(self):
        """Test SSL compression configuration edge cases"""
        mock_sock = Mock()

        with patch("ssl.SSLContext") as mock_ssl_context:
            mock_context = Mock()
            mock_ssl_context.return_value = mock_context
            mock_context.wrap_socket.return_value = Mock()

            # Test SSL compression options (if available)
            sslopt = {"compression": False}  # Some SSL contexts support this

            try:
                _ssl_socket(mock_sock, sslopt, "example.com")
                # Should not fail even if compression option is not supported
            except AttributeError:
                # Expected if SSL context doesn't support compression option
                pass

    def test_ssl_session_reuse_edge_cases(self):
        """Test SSL session reuse scenarios"""
        mock_sock = Mock()

        with patch("ssl.SSLContext") as mock_ssl_context:
            mock_context = Mock()
            mock_ssl_context.return_value = mock_context
            mock_ssl_sock = Mock()
            mock_context.wrap_socket.return_value = mock_ssl_sock

            # Test session reuse
            mock_ssl_sock.session = "mock_session"
            mock_ssl_sock.session_reused = True

            result = _ssl_socket(mock_sock, {}, "example.com")

            # Should handle session reuse without issues
            self.assertIsNotNone(result)

    def test_ssl_alpn_protocol_edge_cases(self):
        """Test SSL ALPN (Application Layer Protocol Negotiation) edge cases"""
        mock_sock = Mock()

        with patch("ssl.SSLContext") as mock_ssl_context:
            mock_context = Mock()
            mock_ssl_context.return_value = mock_context
            mock_context.wrap_socket.return_value = Mock()

            # Test ALPN configuration
            sslopt = {"alpn_protocols": ["http/1.1", "h2"]}

            # ALPN protocols are not currently supported in the SSL wrapper
            # but the test should not fail
            result = _ssl_socket(mock_sock, sslopt, "example.com")
            self.assertIsNotNone(result)
            # ALPN would need to be implemented in _wrap_sni_socket function

    def test_ssl_sni_edge_cases(self):
        """Test SSL SNI (Server Name Indication) edge cases"""
        mock_sock = Mock()

        # Test with IPv6 address (should not use SNI)
        with patch("ssl.SSLContext") as mock_ssl_context:
            mock_context = Mock()
            mock_ssl_context.return_value = mock_context
            mock_context.wrap_socket.return_value = Mock()

            # IPv6 addresses should not be used for SNI
            ipv6_hostname = "2001:db8::1"
            _ssl_socket(mock_sock, {}, ipv6_hostname)

            # Should use IPv6 address as server_hostname
            mock_context.wrap_socket.assert_called_with(
                mock_sock,
                do_handshake_on_connect=True,
                suppress_ragged_eofs=True,
                server_hostname=ipv6_hostname,
            )

    def test_ssl_buffer_size_edge_cases(self):
        """Test SSL buffer size related edge cases"""
        mock_sock = Mock()

        def mock_recv(bufsize):
            # SSL should never try to read more than 16KB at once
            if bufsize > 16384:
                raise SSLError("[SSL: BAD_LENGTH] buffer too large")
            return b"A" * min(bufsize, 1024)  # Return smaller chunks

        mock_sock.recv.side_effect = mock_recv
        mock_sock.gettimeout.return_value = 30.0

        from websocket._abnf import frame_buffer

        # Frame buffer should handle large requests by chunking
        fb = frame_buffer(lambda size: recv(mock_sock, size), skip_utf8_validation=True)

        # This should work even with large size due to chunking
        result = fb.recv_strict(16384)  # Exactly 16KB

        self.assertGreater(len(result), 0)

    def test_ssl_protocol_downgrade_protection(self):
        """Test SSL protocol downgrade protection"""
        mock_sock = Mock()

        with patch("ssl.SSLContext") as mock_ssl_context:
            mock_context = Mock()
            mock_ssl_context.return_value = mock_context
            mock_context.wrap_socket.side_effect = ssl.SSLError(
                "SSLV3_ALERT_HANDSHAKE_FAILURE"
            )

            sslopt = {"ssl_version": ssl.PROTOCOL_TLS_CLIENT}

            # Should propagate SSL protocol errors
            with self.assertRaises(ssl.SSLError):
                _ssl_socket(mock_sock, sslopt, "example.com")

    def test_ssl_certificate_chain_validation(self):
        """Test SSL certificate chain validation edge cases"""
        mock_sock = Mock()

        with patch("ssl.SSLContext") as mock_ssl_context:
            mock_context = Mock()
            mock_ssl_context.return_value = mock_context

            # Test certificate chain validation failure
            mock_context.wrap_socket.side_effect = ssl.SSLCertVerificationError(
                "certificate verify failed: certificate has expired"
            )

            sslopt = {"cert_reqs": ssl.CERT_REQUIRED, "check_hostname": True}

            with self.assertRaises(ssl.SSLCertVerificationError):
                _ssl_socket(mock_sock, sslopt, "expired.badssl.com")

    def test_ssl_weak_cipher_rejection(self):
        """Test SSL weak cipher rejection scenarios"""
        mock_sock = Mock()

        with patch("ssl.SSLContext") as mock_ssl_context:
            mock_context = Mock()
            mock_ssl_context.return_value = mock_context
            mock_context.wrap_socket.side_effect = ssl.SSLError("no shared cipher")

            sslopt = {"ciphers": "RC4-MD5"}  # Intentionally weak cipher

            # Should fail with weak ciphers (SSL error is not wrapped by our code)
            with self.assertRaises(ssl.SSLError):
                _ssl_socket(mock_sock, sslopt, "example.com")

    def test_ssl_hostname_verification_edge_cases(self):
        """Test SSL hostname verification edge cases"""
        mock_sock = Mock()

        # Test with wildcard certificate scenarios
        test_cases = [
            ("*.example.com", "subdomain.example.com"),  # Valid wildcard
            ("*.example.com", "sub.subdomain.example.com"),  # Invalid wildcard depth
            ("example.com", "www.example.com"),  # Hostname mismatch
        ]

        for cert_hostname, connect_hostname in test_cases:
            with self.subTest(cert=cert_hostname, hostname=connect_hostname):
                with patch("ssl.SSLContext") as mock_ssl_context:
                    mock_context = Mock()
                    mock_ssl_context.return_value = mock_context

                    if (
                        cert_hostname != connect_hostname
                        and "sub.subdomain" in connect_hostname
                    ):
                        # Simulate hostname verification failure for invalid wildcard
                        mock_context.wrap_socket.side_effect = ssl.SSLCertVerificationError(
                            f"hostname '{connect_hostname}' doesn't match '{cert_hostname}'"
                        )

                        sslopt = {
                            "cert_reqs": ssl.CERT_REQUIRED,
                            "check_hostname": True,
                        }

                        with self.assertRaises(ssl.SSLCertVerificationError):
                            _ssl_socket(mock_sock, sslopt, connect_hostname)
                    else:
                        mock_context.wrap_socket.return_value = Mock()
                        sslopt = {
                            "cert_reqs": ssl.CERT_REQUIRED,
                            "check_hostname": True,
                        }

                        # Should succeed for valid cases
                        result = _ssl_socket(mock_sock, sslopt, connect_hostname)
                        self.assertIsNotNone(result)

    def test_ssl_memory_bio_edge_cases(self):
        """Test SSL memory BIO edge cases"""
        mock_sock = Mock()

        # Test SSL memory BIO scenarios (if available)
        try:
            import ssl

            if hasattr(ssl, "MemoryBIO"):
                with patch("ssl.SSLContext") as mock_ssl_context:
                    mock_context = Mock()
                    mock_ssl_context.return_value = mock_context
                    mock_context.wrap_socket.return_value = Mock()

                    # Memory BIO should work if available
                    _ssl_socket(mock_sock, {}, "example.com")

                    # Standard socket wrapping should still work
                    mock_context.wrap_socket.assert_called_once()
        except (ImportError, AttributeError):
            self.skipTest("SSL MemoryBIO not available")


if __name__ == "__main__":
    unittest.main()
