"""Tests for HITL (Human-in-the-Loop) Manager.

Tests cover:
- ApprovalQueue: add, get, complete, wait, cancel, cleanup
- HITLManager: lifecycle, request, wait, approve, deny, cancel, notifications
- Edge cases: timeouts, concurrent access, notification errors
"""

import asyncio
from datetime import datetime, timedelta
from unittest.mock import AsyncMock, MagicMock, patch

import pytest
import pytest_asyncio

from app.services.safety.exceptions import (
    ApprovalDeniedError,
    ApprovalRequiredError,
    ApprovalTimeoutError,
)
from app.services.safety.hitl.manager import ApprovalQueue, HITLManager
from app.services.safety.models import (
    ActionMetadata,
    ActionRequest,
    ActionType,
    ApprovalRequest,
    ApprovalResponse,
    ApprovalStatus,
    AutonomyLevel,
)

# ============================================================================
# Fixtures
# ============================================================================


@pytest.fixture
def action_metadata() -> ActionMetadata:
    """Create standard action metadata for tests."""
    return ActionMetadata(
        agent_id="test-agent",
        project_id="test-project",
        session_id="test-session",
        autonomy_level=AutonomyLevel.MILESTONE,
    )


@pytest.fixture
def action_request(action_metadata: ActionMetadata) -> ActionRequest:
    """Create a standard action request for tests."""
    return ActionRequest(
        id="action-123",
        action_type=ActionType.FILE_WRITE,
        tool_name="file_write",
        resource="/path/to/file.txt",
        arguments={"content": "test content"},
        metadata=action_metadata,
        is_destructive=True,
    )


@pytest.fixture
def approval_request(action_request: ActionRequest) -> ApprovalRequest:
    """Create a standard approval request for tests."""
    return ApprovalRequest(
        id="approval-123",
        action=action_request,
        reason="File write requires approval",
        urgency="normal",
        timeout_seconds=30,
        expires_at=datetime.utcnow() + timedelta(seconds=30),
    )


@pytest_asyncio.fixture
async def approval_queue() -> ApprovalQueue:
    """Create an ApprovalQueue for testing."""
    return ApprovalQueue()


@pytest_asyncio.fixture
async def hitl_manager() -> HITLManager:
    """Create an HITLManager for testing."""
    with patch("app.services.safety.hitl.manager.get_safety_config") as mock_config:
        mock_config.return_value = MagicMock(hitl_default_timeout=30)
        manager = HITLManager(default_timeout=10)
        yield manager
        # Ensure cleanup
        await manager.stop()


# ============================================================================
# ApprovalQueue Tests
# ============================================================================


class TestApprovalQueue:
    """Tests for the ApprovalQueue class."""

    @pytest.mark.asyncio
    async def test_add_and_get_pending(
        self,
        approval_queue: ApprovalQueue,
        approval_request: ApprovalRequest,
    ) -> None:
        """Test adding and retrieving a pending request."""
        await approval_queue.add(approval_request)

        pending = await approval_queue.get_pending(approval_request.id)
        assert pending is not None
        assert pending.id == approval_request.id
        assert pending.reason == "File write requires approval"

    @pytest.mark.asyncio
    async def test_get_pending_nonexistent(
        self,
        approval_queue: ApprovalQueue,
    ) -> None:
        """Test getting a non-existent pending request returns None."""
        pending = await approval_queue.get_pending("nonexistent-id")
        assert pending is None

    @pytest.mark.asyncio
    async def test_complete_success(
        self,
        approval_queue: ApprovalQueue,
        approval_request: ApprovalRequest,
    ) -> None:
        """Test completing an approval request."""
        await approval_queue.add(approval_request)

        response = ApprovalResponse(
            request_id=approval_request.id,
            status=ApprovalStatus.APPROVED,
            decided_by="admin",
            reason="Looks good",
        )

        success = await approval_queue.complete(response)
        assert success is True

        # Should no longer be pending
        pending = await approval_queue.get_pending(approval_request.id)
        assert pending is None

    @pytest.mark.asyncio
    async def test_complete_nonexistent(
        self,
        approval_queue: ApprovalQueue,
    ) -> None:
        """Test completing a non-existent request returns False."""
        response = ApprovalResponse(
            request_id="nonexistent-id",
            status=ApprovalStatus.APPROVED,
        )

        success = await approval_queue.complete(response)
        assert success is False

    @pytest.mark.asyncio
    async def test_complete_notifies_waiters(
        self,
        approval_queue: ApprovalQueue,
        approval_request: ApprovalRequest,
    ) -> None:
        """Test that completing a request notifies waiters."""
        await approval_queue.add(approval_request)

        # Start waiting in background
        wait_task = asyncio.create_task(
            approval_queue.wait_for_response(approval_request.id, timeout_seconds=5.0)
        )

        # Give the wait task time to start
        await asyncio.sleep(0.01)

        # Complete the request
        response = ApprovalResponse(
            request_id=approval_request.id,
            status=ApprovalStatus.APPROVED,
            decided_by="admin",
        )
        await approval_queue.complete(response)

        # Wait should return the response
        result = await wait_task
        assert result is not None
        assert result.status == ApprovalStatus.APPROVED
        assert result.decided_by == "admin"

    @pytest.mark.asyncio
    async def test_wait_for_response_timeout(
        self,
        approval_queue: ApprovalQueue,
        approval_request: ApprovalRequest,
    ) -> None:
        """Test waiting for a response that times out."""
        await approval_queue.add(approval_request)

        result = await approval_queue.wait_for_response(
            approval_request.id,
            timeout_seconds=0.05,  # 50ms timeout
        )

        assert result is None

    @pytest.mark.asyncio
    async def test_wait_for_response_already_completed(
        self,
        approval_queue: ApprovalQueue,
        approval_request: ApprovalRequest,
    ) -> None:
        """Test waiting for an already completed response."""
        await approval_queue.add(approval_request)

        # Complete first
        response = ApprovalResponse(
            request_id=approval_request.id,
            status=ApprovalStatus.DENIED,
            reason="Not allowed",
        )
        await approval_queue.complete(response)

        # Wait should return the completed response
        result = await approval_queue.wait_for_response(
            approval_request.id,
            timeout_seconds=1.0,
        )

        assert result is not None
        assert result.status == ApprovalStatus.DENIED

    @pytest.mark.asyncio
    async def test_wait_for_nonexistent_request(
        self,
        approval_queue: ApprovalQueue,
    ) -> None:
        """Test waiting for a request that was never added."""
        result = await approval_queue.wait_for_response(
            "nonexistent-id",
            timeout_seconds=0.1,
        )
        assert result is None

    @pytest.mark.asyncio
    async def test_list_pending(
        self,
        approval_queue: ApprovalQueue,
        action_request: ActionRequest,
    ) -> None:
        """Test listing all pending requests."""
        # Add multiple requests
        req1 = ApprovalRequest(
            id="req-1",
            action=action_request,
            reason="Reason 1",
        )
        req2 = ApprovalRequest(
            id="req-2",
            action=action_request,
            reason="Reason 2",
        )

        await approval_queue.add(req1)
        await approval_queue.add(req2)

        pending = await approval_queue.list_pending()
        assert len(pending) == 2
        ids = {r.id for r in pending}
        assert ids == {"req-1", "req-2"}

    @pytest.mark.asyncio
    async def test_cancel_success(
        self,
        approval_queue: ApprovalQueue,
        approval_request: ApprovalRequest,
    ) -> None:
        """Test cancelling a pending request."""
        await approval_queue.add(approval_request)

        success = await approval_queue.cancel(approval_request.id)
        assert success is True

        # Should no longer be pending
        pending = await approval_queue.get_pending(approval_request.id)
        assert pending is None

    @pytest.mark.asyncio
    async def test_cancel_nonexistent(
        self,
        approval_queue: ApprovalQueue,
    ) -> None:
        """Test cancelling a non-existent request."""
        success = await approval_queue.cancel("nonexistent-id")
        assert success is False

    @pytest.mark.asyncio
    async def test_cancel_notifies_waiters(
        self,
        approval_queue: ApprovalQueue,
        approval_request: ApprovalRequest,
    ) -> None:
        """Test that cancellation notifies waiters."""
        await approval_queue.add(approval_request)

        # Start waiting in background
        wait_task = asyncio.create_task(
            approval_queue.wait_for_response(approval_request.id, timeout_seconds=5.0)
        )

        await asyncio.sleep(0.01)

        # Cancel the request
        await approval_queue.cancel(approval_request.id)

        # Wait should return the cancelled response
        result = await wait_task
        assert result is not None
        assert result.status == ApprovalStatus.CANCELLED

    @pytest.mark.asyncio
    async def test_cleanup_expired(
        self,
        approval_queue: ApprovalQueue,
        action_request: ActionRequest,
    ) -> None:
        """Test cleaning up expired requests."""
        # Create an already-expired request
        expired_request = ApprovalRequest(
            id="expired-req",
            action=action_request,
            reason="Expired reason",
            expires_at=datetime.utcnow() - timedelta(seconds=10),  # Already expired
        )
        await approval_queue.add(expired_request)

        # Create a valid request
        valid_request = ApprovalRequest(
            id="valid-req",
            action=action_request,
            reason="Valid reason",
            expires_at=datetime.utcnow() + timedelta(seconds=300),
        )
        await approval_queue.add(valid_request)

        # Cleanup should remove expired
        count = await approval_queue.cleanup_expired()
        assert count == 1

        # Expired should be gone
        pending = await approval_queue.get_pending("expired-req")
        assert pending is None

        # Valid should remain
        pending = await approval_queue.get_pending("valid-req")
        assert pending is not None

    @pytest.mark.asyncio
    async def test_cleanup_expired_notifies_waiters(
        self,
        approval_queue: ApprovalQueue,
        action_request: ActionRequest,
    ) -> None:
        """Test that cleanup notifies waiters of expired requests."""
        expired_request = ApprovalRequest(
            id="expired-req",
            action=action_request,
            reason="Expired",
            expires_at=datetime.utcnow() - timedelta(seconds=1),
        )
        await approval_queue.add(expired_request)

        # Start waiting
        wait_task = asyncio.create_task(
            approval_queue.wait_for_response("expired-req", timeout_seconds=5.0)
        )
        await asyncio.sleep(0.01)

        # Cleanup
        await approval_queue.cleanup_expired()

        # Wait should return timeout response
        result = await wait_task
        assert result is not None
        assert result.status == ApprovalStatus.TIMEOUT


# ============================================================================
# HITLManager Tests
# ============================================================================


class TestHITLManager:
    """Tests for the HITLManager class."""

    @pytest.mark.asyncio
    async def test_start_and_stop(self, hitl_manager: HITLManager) -> None:
        """Test starting and stopping the manager."""
        await hitl_manager.start()
        assert hitl_manager._running is True
        assert hitl_manager._cleanup_task is not None

        await hitl_manager.stop()
        assert hitl_manager._running is False

    @pytest.mark.asyncio
    async def test_start_idempotent(self, hitl_manager: HITLManager) -> None:
        """Test that starting twice is safe."""
        await hitl_manager.start()
        task1 = hitl_manager._cleanup_task

        await hitl_manager.start()
        task2 = hitl_manager._cleanup_task

        # Should be the same task
        assert task1 is task2

        await hitl_manager.stop()

    @pytest.mark.asyncio
    async def test_request_approval(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test creating an approval request."""
        request = await hitl_manager.request_approval(
            action=action_request,
            reason="Destructive action",
            timeout_seconds=60,
            urgency="high",
            context={"extra": "info"},
        )

        assert request.id is not None
        assert request.action.id == action_request.id
        assert request.reason == "Destructive action"
        assert request.urgency == "high"
        assert request.timeout_seconds == 60
        assert request.context == {"extra": "info"}
        assert request.expires_at is not None

    @pytest.mark.asyncio
    async def test_request_approval_default_timeout(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test approval request uses default timeout."""
        request = await hitl_manager.request_approval(
            action=action_request,
            reason="Test",
        )

        # Should use the manager's default timeout (10 seconds from fixture)
        assert request.timeout_seconds == 10

    @pytest.mark.asyncio
    async def test_wait_for_approval_success(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test waiting for an approved request."""
        request = await hitl_manager.request_approval(
            action=action_request,
            reason="Test",
            timeout_seconds=5,
        )

        # Approve in background
        async def approve_later():
            await asyncio.sleep(0.05)
            await hitl_manager.approve(
                request_id=request.id,
                decided_by="admin",
                reason="Approved",
            )

        _task = asyncio.create_task(approve_later())  # noqa: RUF006

        response = await hitl_manager.wait_for_approval(request.id)
        assert response.status == ApprovalStatus.APPROVED
        assert response.decided_by == "admin"

    @pytest.mark.asyncio
    async def test_wait_for_approval_denied(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test waiting for a denied request raises error."""
        request = await hitl_manager.request_approval(
            action=action_request,
            reason="Test",
        )

        # Deny in background
        async def deny_later():
            await asyncio.sleep(0.05)
            await hitl_manager.deny(
                request_id=request.id,
                decided_by="admin",
                reason="Not allowed",
            )

        _task = asyncio.create_task(deny_later())  # noqa: RUF006

        with pytest.raises(ApprovalDeniedError) as exc_info:
            await hitl_manager.wait_for_approval(request.id)

        assert exc_info.value.approval_id == request.id
        assert exc_info.value.denied_by == "admin"
        assert "Not allowed" in str(exc_info.value.denial_reason)

    @pytest.mark.asyncio
    async def test_wait_for_approval_timeout(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test waiting for approval that times out."""
        request = await hitl_manager.request_approval(
            action=action_request,
            reason="Test",
            timeout_seconds=1,  # Short timeout
        )

        with pytest.raises(ApprovalTimeoutError) as exc_info:
            await hitl_manager.wait_for_approval(request.id, timeout_seconds=0.1)

        assert exc_info.value.approval_id == request.id

    @pytest.mark.asyncio
    async def test_wait_for_approval_cancelled(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test waiting for a cancelled request raises error."""
        request = await hitl_manager.request_approval(
            action=action_request,
            reason="Test",
        )

        # Cancel in background
        async def cancel_later():
            await asyncio.sleep(0.05)
            await hitl_manager.cancel(request.id)

        _task = asyncio.create_task(cancel_later())  # noqa: RUF006

        with pytest.raises(ApprovalDeniedError) as exc_info:
            await hitl_manager.wait_for_approval(request.id)

        assert "Cancelled" in str(exc_info.value.denial_reason)

    @pytest.mark.asyncio
    async def test_wait_for_approval_not_found(
        self,
        hitl_manager: HITLManager,
    ) -> None:
        """Test waiting for a non-existent request raises error."""
        with pytest.raises(ApprovalRequiredError) as exc_info:
            await hitl_manager.wait_for_approval("nonexistent-id")

        assert "nonexistent-id" in str(exc_info.value)

    @pytest.mark.asyncio
    async def test_approve_success(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test approving a request."""
        request = await hitl_manager.request_approval(
            action=action_request,
            reason="Test",
        )

        success = await hitl_manager.approve(
            request_id=request.id,
            decided_by="admin",
            reason="Looks good",
            modifications={"timeout": 30},
        )

        assert success is True

        # Should no longer be pending
        pending = await hitl_manager.get_request(request.id)
        assert pending is None

    @pytest.mark.asyncio
    async def test_approve_nonexistent(
        self,
        hitl_manager: HITLManager,
    ) -> None:
        """Test approving a non-existent request."""
        success = await hitl_manager.approve(
            request_id="nonexistent-id",
            decided_by="admin",
        )
        assert success is False

    @pytest.mark.asyncio
    async def test_deny_success(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test denying a request."""
        request = await hitl_manager.request_approval(
            action=action_request,
            reason="Test",
        )

        success = await hitl_manager.deny(
            request_id=request.id,
            decided_by="admin",
            reason="Security concern",
        )

        assert success is True

    @pytest.mark.asyncio
    async def test_deny_nonexistent(
        self,
        hitl_manager: HITLManager,
    ) -> None:
        """Test denying a non-existent request."""
        success = await hitl_manager.deny(
            request_id="nonexistent-id",
            decided_by="admin",
        )
        assert success is False

    @pytest.mark.asyncio
    async def test_cancel_success(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test cancelling a request."""
        request = await hitl_manager.request_approval(
            action=action_request,
            reason="Test",
        )

        success = await hitl_manager.cancel(request.id)
        assert success is True

    @pytest.mark.asyncio
    async def test_list_pending(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test listing pending requests."""
        await hitl_manager.request_approval(action=action_request, reason="Test 1")
        await hitl_manager.request_approval(action=action_request, reason="Test 2")

        pending = await hitl_manager.list_pending()
        assert len(pending) == 2

    @pytest.mark.asyncio
    async def test_get_request(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test getting a specific request."""
        request = await hitl_manager.request_approval(
            action=action_request,
            reason="Test",
        )

        retrieved = await hitl_manager.get_request(request.id)
        assert retrieved is not None
        assert retrieved.id == request.id

    @pytest.mark.asyncio
    async def test_get_request_nonexistent(
        self,
        hitl_manager: HITLManager,
    ) -> None:
        """Test getting a non-existent request."""
        retrieved = await hitl_manager.get_request("nonexistent-id")
        assert retrieved is None


# ============================================================================
# Notification Handler Tests
# ============================================================================


class TestHITLNotifications:
    """Tests for notification handler functionality."""

    @pytest.mark.asyncio
    async def test_add_notification_handler(
        self,
        hitl_manager: HITLManager,
    ) -> None:
        """Test adding a notification handler."""
        handler = MagicMock()
        hitl_manager.add_notification_handler(handler)
        assert handler in hitl_manager._notification_handlers

    @pytest.mark.asyncio
    async def test_remove_notification_handler(
        self,
        hitl_manager: HITLManager,
    ) -> None:
        """Test removing a notification handler."""
        handler = MagicMock()
        hitl_manager.add_notification_handler(handler)
        hitl_manager.remove_notification_handler(handler)
        assert handler not in hitl_manager._notification_handlers

    @pytest.mark.asyncio
    async def test_remove_nonexistent_handler(
        self,
        hitl_manager: HITLManager,
    ) -> None:
        """Test removing a handler that was never added."""
        handler = MagicMock()
        # Should not raise
        hitl_manager.remove_notification_handler(handler)

    @pytest.mark.asyncio
    async def test_sync_handler_called_on_approval_request(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test that sync handlers are called on approval request."""
        handler = MagicMock()
        hitl_manager.add_notification_handler(handler)

        await hitl_manager.request_approval(
            action=action_request,
            reason="Test",
        )

        handler.assert_called_once()
        args = handler.call_args[0]
        assert args[0] == "approval_requested"
        assert isinstance(args[1], ApprovalRequest)

    @pytest.mark.asyncio
    async def test_async_handler_called_on_approval_request(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test that async handlers are called on approval request."""
        handler = AsyncMock()
        hitl_manager.add_notification_handler(handler)

        await hitl_manager.request_approval(
            action=action_request,
            reason="Test",
        )

        handler.assert_called_once()
        args = handler.call_args[0]
        assert args[0] == "approval_requested"

    @pytest.mark.asyncio
    async def test_handler_called_on_approval_granted(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test that handlers are called when approval is granted."""
        handler = MagicMock()
        hitl_manager.add_notification_handler(handler)

        request = await hitl_manager.request_approval(
            action=action_request,
            reason="Test",
        )

        # Reset to check only approve call
        handler.reset_mock()

        await hitl_manager.approve(request.id, decided_by="admin")

        handler.assert_called_once()
        args = handler.call_args[0]
        assert args[0] == "approval_granted"

    @pytest.mark.asyncio
    async def test_handler_called_on_approval_denied(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test that handlers are called when approval is denied."""
        handler = MagicMock()
        hitl_manager.add_notification_handler(handler)

        request = await hitl_manager.request_approval(
            action=action_request,
            reason="Test",
        )

        handler.reset_mock()

        await hitl_manager.deny(request.id, decided_by="admin", reason="No")

        handler.assert_called_once()
        args = handler.call_args[0]
        assert args[0] == "approval_denied"

    @pytest.mark.asyncio
    async def test_handler_error_logged_not_raised(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test that handler errors are logged but don't crash the manager."""

        def bad_handler(event_type, data):
            raise ValueError("Handler exploded!")

        hitl_manager.add_notification_handler(bad_handler)

        # Should not raise despite the handler error
        with patch("app.services.safety.hitl.manager.logger") as mock_logger:
            await hitl_manager.request_approval(
                action=action_request,
                reason="Test",
            )

            # Error should be logged
            mock_logger.error.assert_called()

    @pytest.mark.asyncio
    async def test_async_handler_error_logged(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test that async handler errors are logged."""

        async def bad_async_handler(event_type, data):
            raise RuntimeError("Async handler exploded!")

        hitl_manager.add_notification_handler(bad_async_handler)

        with patch("app.services.safety.hitl.manager.logger") as mock_logger:
            await hitl_manager.request_approval(
                action=action_request,
                reason="Test",
            )

            mock_logger.error.assert_called()


# ============================================================================
# Edge Cases and Potential Bug Detection
# ============================================================================


class TestHITLEdgeCases:
    """Edge cases that could reveal hidden bugs."""

    @pytest.mark.asyncio
    async def test_concurrent_complete_same_request(
        self,
        approval_queue: ApprovalQueue,
        approval_request: ApprovalRequest,
    ) -> None:
        """Test that concurrent completions are handled safely."""
        await approval_queue.add(approval_request)

        # Try to complete twice concurrently
        response1 = ApprovalResponse(
            request_id=approval_request.id,
            status=ApprovalStatus.APPROVED,
            decided_by="admin1",
        )
        response2 = ApprovalResponse(
            request_id=approval_request.id,
            status=ApprovalStatus.DENIED,
            decided_by="admin2",
        )

        results = await asyncio.gather(
            approval_queue.complete(response1),
            approval_queue.complete(response2),
        )

        # Only one should succeed
        assert sum(results) == 1

    @pytest.mark.asyncio
    async def test_double_cancel(
        self,
        approval_queue: ApprovalQueue,
        approval_request: ApprovalRequest,
    ) -> None:
        """Test that double cancellation is safe."""
        await approval_queue.add(approval_request)

        success1 = await approval_queue.cancel(approval_request.id)
        success2 = await approval_queue.cancel(approval_request.id)

        assert success1 is True
        assert success2 is False

    @pytest.mark.asyncio
    async def test_complete_after_cancel(
        self,
        approval_queue: ApprovalQueue,
        approval_request: ApprovalRequest,
    ) -> None:
        """Test that completing after cancellation fails."""
        await approval_queue.add(approval_request)

        await approval_queue.cancel(approval_request.id)

        response = ApprovalResponse(
            request_id=approval_request.id,
            status=ApprovalStatus.APPROVED,
        )

        success = await approval_queue.complete(response)
        assert success is False

    @pytest.mark.asyncio
    async def test_wait_after_complete(
        self,
        approval_queue: ApprovalQueue,
        approval_request: ApprovalRequest,
    ) -> None:
        """Test waiting after request is already completed."""
        await approval_queue.add(approval_request)

        response = ApprovalResponse(
            request_id=approval_request.id,
            status=ApprovalStatus.APPROVED,
            decided_by="admin",
        )
        await approval_queue.complete(response)

        # Wait should return immediately with the cached response
        result = await approval_queue.wait_for_response(
            approval_request.id,
            timeout_seconds=1.0,
        )

        assert result is not None
        assert result.status == ApprovalStatus.APPROVED

    @pytest.mark.asyncio
    async def test_approval_with_modifications(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test approval with action modifications."""
        request = await hitl_manager.request_approval(
            action=action_request,
            reason="Test",
        )

        modifications = {"timeout": 60, "sandbox": True}

        async def approve_later():
            await asyncio.sleep(0.05)
            await hitl_manager.approve(
                request_id=request.id,
                decided_by="admin",
                modifications=modifications,
            )

        _task = asyncio.create_task(approve_later())  # noqa: RUF006

        response = await hitl_manager.wait_for_approval(request.id)

        assert response.modifications == modifications

    @pytest.mark.asyncio
    async def test_cleanup_while_waiting(
        self,
        approval_queue: ApprovalQueue,
        action_request: ActionRequest,
    ) -> None:
        """Test cleanup running while someone is waiting."""
        # Create an expired request
        expired_request = ApprovalRequest(
            id="expired-req",
            action=action_request,
            reason="Expired",
            expires_at=datetime.utcnow() - timedelta(seconds=1),
        )
        await approval_queue.add(expired_request)

        # Start waiting
        wait_task = asyncio.create_task(
            approval_queue.wait_for_response("expired-req", timeout_seconds=5.0)
        )
        await asyncio.sleep(0.01)

        # Run cleanup
        count = await approval_queue.cleanup_expired()
        assert count == 1

        # Wait should get timeout response
        result = await wait_task
        assert result is not None
        assert result.status == ApprovalStatus.TIMEOUT

    @pytest.mark.asyncio
    async def test_very_short_timeout(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test handling of very short timeout values."""
        request = await hitl_manager.request_approval(
            action=action_request,
            reason="Test",
            timeout_seconds=1,
        )

        # Zero timeout should trigger immediately
        with pytest.raises(ApprovalTimeoutError):
            await hitl_manager.wait_for_approval(request.id, timeout_seconds=0.01)

    @pytest.mark.asyncio
    async def test_empty_reason_approval(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test approval with empty reason."""
        request = await hitl_manager.request_approval(
            action=action_request,
            reason="Test",
        )

        success = await hitl_manager.approve(
            request_id=request.id,
            decided_by="admin",
            reason=None,  # No reason provided
        )

        assert success is True

    @pytest.mark.asyncio
    async def test_wait_for_approval_status_timeout_from_queue(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test that TIMEOUT status from queue raises ApprovalTimeoutError."""
        request = await hitl_manager.request_approval(
            action=action_request,
            reason="Test",
            timeout_seconds=10,
        )

        # Simulate cleanup marking as timeout
        async def simulate_cleanup():
            await asyncio.sleep(0.05)
            response = ApprovalResponse(
                request_id=request.id,
                status=ApprovalStatus.TIMEOUT,
                reason="Timed out by cleanup",
            )
            await hitl_manager._queue.complete(response)

        _task = asyncio.create_task(simulate_cleanup())  # noqa: RUF006

        with pytest.raises(ApprovalTimeoutError):
            await hitl_manager.wait_for_approval(request.id)

    @pytest.mark.asyncio
    async def test_multiple_handlers_all_called(
        self,
        hitl_manager: HITLManager,
        action_request: ActionRequest,
    ) -> None:
        """Test that multiple handlers are all called."""
        handler1 = MagicMock()
        handler2 = MagicMock()
        handler3 = AsyncMock()

        hitl_manager.add_notification_handler(handler1)
        hitl_manager.add_notification_handler(handler2)
        hitl_manager.add_notification_handler(handler3)

        await hitl_manager.request_approval(
            action=action_request,
            reason="Test",
        )

        handler1.assert_called_once()
        handler2.assert_called_once()
        handler3.assert_called_once()

    @pytest.mark.asyncio
    async def test_periodic_cleanup_runs(
        self,
        hitl_manager: HITLManager,
    ) -> None:
        """Test that periodic cleanup task runs without errors."""
        await hitl_manager.start()

        # Let it run briefly
        await asyncio.sleep(0.1)

        # Should still be running
        assert hitl_manager._running is True
        assert hitl_manager._cleanup_task is not None
        assert not hitl_manager._cleanup_task.done()

        await hitl_manager.stop()

    @pytest.mark.asyncio
    async def test_stop_cancels_cleanup_task(
        self,
        hitl_manager: HITLManager,
    ) -> None:
        """Test that stop properly cancels the cleanup task."""
        await hitl_manager.start()
        cleanup_task = hitl_manager._cleanup_task

        await hitl_manager.stop()

        # Task should be cancelled
        assert cleanup_task.cancelled() or cleanup_task.done()