"""
OpenAI-compatible API server platform adapter.

Exposes an HTTP server with endpoints:
- POST /v1/chat/completions        — OpenAI Chat Completions format (stateless; opt-in session continuity via X-Hermes-Session-Id header)
- POST /v1/responses               — OpenAI Responses API format (stateful via previous_response_id)
- GET  /v1/responses/{response_id} — Retrieve a stored response
- DELETE /v1/responses/{response_id} — Delete a stored response
- GET  /v1/models                  — lists hermes-agent as an available model
- POST /v1/runs                    — start a run, returns run_id immediately (202)
- GET  /v1/runs/{run_id}/events    — SSE stream of structured lifecycle events
- GET  /health                     — health check

Any OpenAI-compatible frontend (Open WebUI, LobeChat, LibreChat,
AnythingLLM, NextChat, ChatBox, etc.) can connect to hermes-agent
through this adapter by pointing at http://localhost:8642/v1.

Requires:
- aiohttp (already available in the gateway)
"""

import asyncio
import hashlib
import hmac
import json
import logging
import os
import socket as _socket
import re
import sqlite3
import time
import uuid
from typing import Any, Dict, List, Optional

try:
    from aiohttp import web
    AIOHTTP_AVAILABLE = True
except ImportError:
    AIOHTTP_AVAILABLE = False
    web = None  # type: ignore[assignment]

from gateway.config import Platform, PlatformConfig
from gateway.platforms.base import (
    BasePlatformAdapter,
    SendResult,
    is_network_accessible,
)

logger = logging.getLogger(__name__)

# Default settings
DEFAULT_HOST = "127.0.0.1"
DEFAULT_PORT = 8642
MAX_STORED_RESPONSES = 100
MAX_REQUEST_BYTES = 1_000_000  # 1 MB default limit for POST bodies
CHAT_COMPLETIONS_SSE_KEEPALIVE_SECONDS = 30.0
MAX_NORMALIZED_TEXT_LENGTH = 65_536  # 64 KB cap for normalized content parts
MAX_CONTENT_LIST_SIZE = 1_000  # Max items when content is an array


def _normalize_chat_content(
    content: Any, *, _max_depth: int = 10, _depth: int = 0,
) -> str:
    """Normalize OpenAI chat message content into a plain text string.

    Some clients (Open WebUI, LobeChat, etc.) send content as an array of
    typed parts instead of a plain string::

        [{"type": "text", "text": "hello"}, {"type": "input_text", "text": "..."}]

    This function flattens those into a single string so the agent pipeline
    (which expects strings) doesn't choke.

    Defensive limits prevent abuse: recursion depth, list size, and output
    length are all bounded.
    """
    if _depth > _max_depth:
        return ""
    if content is None:
        return ""
    if isinstance(content, str):
        return content[:MAX_NORMALIZED_TEXT_LENGTH] if len(content) > MAX_NORMALIZED_TEXT_LENGTH else content

    if isinstance(content, list):
        parts: List[str] = []
        items = content[:MAX_CONTENT_LIST_SIZE] if len(content) > MAX_CONTENT_LIST_SIZE else content
        for item in items:
            if isinstance(item, str):
                if item:
                    parts.append(item[:MAX_NORMALIZED_TEXT_LENGTH])
            elif isinstance(item, dict):
                item_type = str(item.get("type") or "").strip().lower()
                if item_type in {"text", "input_text", "output_text"}:
                    text = item.get("text", "")
                    if text:
                        try:
                            parts.append(str(text)[:MAX_NORMALIZED_TEXT_LENGTH])
                        except Exception:
                            pass
                # Silently skip image_url / other non-text parts
            elif isinstance(item, list):
                nested = _normalize_chat_content(item, _max_depth=_max_depth, _depth=_depth + 1)
                if nested:
                    parts.append(nested)
            # Check accumulated size
            if sum(len(p) for p in parts) >= MAX_NORMALIZED_TEXT_LENGTH:
                break
        result = "\n".join(parts)
        return result[:MAX_NORMALIZED_TEXT_LENGTH] if len(result) > MAX_NORMALIZED_TEXT_LENGTH else result

    # Fallback for unexpected types (int, float, bool, etc.)
    try:
        result = str(content)
        return result[:MAX_NORMALIZED_TEXT_LENGTH] if len(result) > MAX_NORMALIZED_TEXT_LENGTH else result
    except Exception:
        return ""


def check_api_server_requirements() -> bool:
    """Check if API server dependencies are available."""
    return AIOHTTP_AVAILABLE


class ResponseStore:
    """
    SQLite-backed LRU store for Responses API state.

    Each stored response includes the full internal conversation history
    (with tool calls and results) so it can be reconstructed on subsequent
    requests via previous_response_id.

    Persists across gateway restarts.  Falls back to in-memory SQLite
    if the on-disk path is unavailable.
    """

    def __init__(self, max_size: int = MAX_STORED_RESPONSES, db_path: str = None):
        self._max_size = max_size
        if db_path is None:
            try:
                from hermes_cli.config import get_hermes_home
                db_path = str(get_hermes_home() / "response_store.db")
            except Exception:
                db_path = ":memory:"
        try:
            self._conn = sqlite3.connect(db_path, check_same_thread=False)
        except Exception:
            self._conn = sqlite3.connect(":memory:", check_same_thread=False)
        self._conn.execute("PRAGMA journal_mode=WAL")
        self._conn.execute(
            """CREATE TABLE IF NOT EXISTS responses (
                response_id TEXT PRIMARY KEY,
                data TEXT NOT NULL,
                accessed_at REAL NOT NULL
            )"""
        )
        self._conn.execute(
            """CREATE TABLE IF NOT EXISTS conversations (
                name TEXT PRIMARY KEY,
                response_id TEXT NOT NULL
            )"""
        )
        self._conn.commit()

    def get(self, response_id: str) -> Optional[Dict[str, Any]]:
        """Retrieve a stored response by ID (updates access time for LRU)."""
        row = self._conn.execute(
            "SELECT data FROM responses WHERE response_id = ?", (response_id,)
        ).fetchone()
        if row is None:
            return None
        import time
        self._conn.execute(
            "UPDATE responses SET accessed_at = ? WHERE response_id = ?",
            (time.time(), response_id),
        )
        self._conn.commit()
        return json.loads(row[0])

    def put(self, response_id: str, data: Dict[str, Any]) -> None:
        """Store a response, evicting the oldest if at capacity."""
        import time
        self._conn.execute(
            "INSERT OR REPLACE INTO responses (response_id, data, accessed_at) VALUES (?, ?, ?)",
            (response_id, json.dumps(data, default=str), time.time()),
        )
        # Evict oldest entries beyond max_size
        count = self._conn.execute("SELECT COUNT(*) FROM responses").fetchone()[0]
        if count > self._max_size:
            self._conn.execute(
                "DELETE FROM responses WHERE response_id IN "
                "(SELECT response_id FROM responses ORDER BY accessed_at ASC LIMIT ?)",
                (count - self._max_size,),
            )
        self._conn.commit()

    def delete(self, response_id: str) -> bool:
        """Remove a response from the store. Returns True if found and deleted."""
        cursor = self._conn.execute(
            "DELETE FROM responses WHERE response_id = ?", (response_id,)
        )
        self._conn.commit()
        return cursor.rowcount > 0

    def get_conversation(self, name: str) -> Optional[str]:
        """Get the latest response_id for a conversation name."""
        row = self._conn.execute(
            "SELECT response_id FROM conversations WHERE name = ?", (name,)
        ).fetchone()
        return row[0] if row else None

    def set_conversation(self, name: str, response_id: str) -> None:
        """Map a conversation name to its latest response_id."""
        self._conn.execute(
            "INSERT OR REPLACE INTO conversations (name, response_id) VALUES (?, ?)",
            (name, response_id),
        )
        self._conn.commit()

    def close(self) -> None:
        """Close the database connection."""
        try:
            self._conn.close()
        except Exception:
            pass

    def __len__(self) -> int:
        row = self._conn.execute("SELECT COUNT(*) FROM responses").fetchone()
        return row[0] if row else 0


# ---------------------------------------------------------------------------
# CORS middleware
# ---------------------------------------------------------------------------

_CORS_HEADERS = {
    "Access-Control-Allow-Methods": "GET, POST, DELETE, OPTIONS",
    "Access-Control-Allow-Headers": "Authorization, Content-Type, Idempotency-Key",
}


if AIOHTTP_AVAILABLE:
    @web.middleware
    async def cors_middleware(request, handler):
        """Add CORS headers for explicitly allowed origins; handle OPTIONS preflight."""
        adapter = request.app.get("api_server_adapter")
        origin = request.headers.get("Origin", "")
        cors_headers = None
        if adapter is not None:
            if not adapter._origin_allowed(origin):
                return web.Response(status=403)
            cors_headers = adapter._cors_headers_for_origin(origin)

        if request.method == "OPTIONS":
            if cors_headers is None:
                return web.Response(status=403)
            return web.Response(status=200, headers=cors_headers)

        response = await handler(request)
        if cors_headers is not None:
            response.headers.update(cors_headers)
        return response
else:
    cors_middleware = None  # type: ignore[assignment]


def _openai_error(message: str, err_type: str = "invalid_request_error", param: str = None, code: str = None) -> Dict[str, Any]:
    """OpenAI-style error envelope."""
    return {
        "error": {
            "message": message,
            "type": err_type,
            "param": param,
            "code": code,
        }
    }


if AIOHTTP_AVAILABLE:
    @web.middleware
    async def body_limit_middleware(request, handler):
        """Reject overly large request bodies early based on Content-Length."""
        if request.method in ("POST", "PUT", "PATCH"):
            cl = request.headers.get("Content-Length")
            if cl is not None:
                try:
                    if int(cl) > MAX_REQUEST_BYTES:
                        return web.json_response(_openai_error("Request body too large.", code="body_too_large"), status=413)
                except ValueError:
                    return web.json_response(_openai_error("Invalid Content-Length header.", code="invalid_content_length"), status=400)
        return await handler(request)
else:
    body_limit_middleware = None  # type: ignore[assignment]

_SECURITY_HEADERS = {
    "X-Content-Type-Options": "nosniff",
    "Referrer-Policy": "no-referrer",
}


if AIOHTTP_AVAILABLE:
    @web.middleware
    async def security_headers_middleware(request, handler):
        """Add security headers to all responses (including errors)."""
        response = await handler(request)
        for k, v in _SECURITY_HEADERS.items():
            response.headers.setdefault(k, v)
        return response
else:
    security_headers_middleware = None  # type: ignore[assignment]


class _IdempotencyCache:
    """In-memory idempotency cache with TTL and basic LRU semantics."""
    def __init__(self, max_items: int = 1000, ttl_seconds: int = 300):
        from collections import OrderedDict
        self._store = OrderedDict()
        self._ttl = ttl_seconds
        self._max = max_items

    def _purge(self):
        import time as _t
        now = _t.time()
        expired = [k for k, v in self._store.items() if now - v["ts"] > self._ttl]
        for k in expired:
            self._store.pop(k, None)
        while len(self._store) > self._max:
            self._store.popitem(last=False)

    async def get_or_set(self, key: str, fingerprint: str, compute_coro):
        self._purge()
        item = self._store.get(key)
        if item and item["fp"] == fingerprint:
            return item["resp"]
        resp = await compute_coro()
        import time as _t
        self._store[key] = {"resp": resp, "fp": fingerprint, "ts": _t.time()}
        self._purge()
        return resp


_idem_cache = _IdempotencyCache()


def _make_request_fingerprint(body: Dict[str, Any], keys: List[str]) -> str:
    from hashlib import sha256
    subset = {k: body.get(k) for k in keys}
    return sha256(repr(subset).encode("utf-8")).hexdigest()


def _derive_chat_session_id(
    system_prompt: Optional[str],
    first_user_message: str,
) -> str:
    """Derive a stable session ID from the conversation's first user message.

    OpenAI-compatible frontends (Open WebUI, LibreChat, etc.) send the full
    conversation history with every request.  The system prompt and first user
    message are constant across all turns of the same conversation, so hashing
    them produces a deterministic session ID that lets the API server reuse
    the same Hermes session (and therefore the same Docker container sandbox
    directory) across turns.
    """
    seed = f"{system_prompt or ''}\n{first_user_message}"
    digest = hashlib.sha256(seed.encode("utf-8")).hexdigest()[:16]
    return f"api-{digest}"


class APIServerAdapter(BasePlatformAdapter):
    """
    OpenAI-compatible HTTP API server adapter.

    Runs an aiohttp web server that accepts OpenAI-format requests
    and routes them through hermes-agent's AIAgent.
    """

    def __init__(self, config: PlatformConfig):
        super().__init__(config, Platform.API_SERVER)
        extra = config.extra or {}
        self._host: str = extra.get("host", os.getenv("API_SERVER_HOST", DEFAULT_HOST))
        self._port: int = int(extra.get("port", os.getenv("API_SERVER_PORT", str(DEFAULT_PORT))))
        self._api_key: str = extra.get("key", os.getenv("API_SERVER_KEY", ""))
        self._cors_origins: tuple[str, ...] = self._parse_cors_origins(
            extra.get("cors_origins", os.getenv("API_SERVER_CORS_ORIGINS", "")),
        )
        self._model_name: str = self._resolve_model_name(
            extra.get("model_name", os.getenv("API_SERVER_MODEL_NAME", "")),
        )
        self._app: Optional["web.Application"] = None
        self._runner: Optional["web.AppRunner"] = None
        self._site: Optional["web.TCPSite"] = None
        self._response_store = ResponseStore()
        # Active run streams: run_id -> asyncio.Queue of SSE event dicts
        self._run_streams: Dict[str, "asyncio.Queue[Optional[Dict]]"] = {}
        # Creation timestamps for orphaned-run TTL sweep
        self._run_streams_created: Dict[str, float] = {}
        self._session_db: Optional[Any] = None  # Lazy-init SessionDB for session continuity

    @staticmethod
    def _parse_cors_origins(value: Any) -> tuple[str, ...]:
        """Normalize configured CORS origins into a stable tuple."""
        if not value:
            return ()

        if isinstance(value, str):
            items = value.split(",")
        elif isinstance(value, (list, tuple, set)):
            items = value
        else:
            items = [str(value)]

        return tuple(str(item).strip() for item in items if str(item).strip())

    @staticmethod
    def _resolve_model_name(explicit: str) -> str:
        """Derive the advertised model name for /v1/models.

        Priority:
        1. Explicit override (config extra or API_SERVER_MODEL_NAME env var)
        2. Active profile name (so each profile advertises a distinct model)
        3. Fallback: "hermes-agent"
        """
        if explicit and explicit.strip():
            return explicit.strip()
        try:
            from hermes_cli.profiles import get_active_profile_name
            profile = get_active_profile_name()
            if profile and profile not in ("default", "custom"):
                return profile
        except Exception:
            pass
        return "hermes-agent"

    def _cors_headers_for_origin(self, origin: str) -> Optional[Dict[str, str]]:
        """Return CORS headers for an allowed browser origin."""
        if not origin or not self._cors_origins:
            return None

        if "*" in self._cors_origins:
            headers = dict(_CORS_HEADERS)
            headers["Access-Control-Allow-Origin"] = "*"
            headers["Access-Control-Max-Age"] = "600"
            return headers

        if origin not in self._cors_origins:
            return None

        headers = dict(_CORS_HEADERS)
        headers["Access-Control-Allow-Origin"] = origin
        headers["Vary"] = "Origin"
        headers["Access-Control-Max-Age"] = "600"
        return headers

    def _origin_allowed(self, origin: str) -> bool:
        """Allow non-browser clients and explicitly configured browser origins."""
        if not origin:
            return True

        if not self._cors_origins:
            return False

        return "*" in self._cors_origins or origin in self._cors_origins

    # ------------------------------------------------------------------
    # Auth helper
    # ------------------------------------------------------------------

    def _check_auth(self, request: "web.Request") -> Optional["web.Response"]:
        """
        Validate Bearer token from Authorization header.

        Returns None if auth is OK, or a 401 web.Response on failure.
        If no API key is configured, all requests are allowed (only when API
        server is local).
        """
        if not self._api_key:
            return None  # No key configured — allow all (local-only use)

        auth_header = request.headers.get("Authorization", "")
        if auth_header.startswith("Bearer "):
            token = auth_header[7:].strip()
            if hmac.compare_digest(token, self._api_key):
                return None  # Auth OK

        return web.json_response(
            {"error": {"message": "Invalid API key", "type": "invalid_request_error", "code": "invalid_api_key"}},
            status=401,
        )

    # ------------------------------------------------------------------
    # Session DB helper
    # ------------------------------------------------------------------

    def _ensure_session_db(self):
        """Lazily initialise and return the shared SessionDB instance.

        Sessions are persisted to ``state.db`` so that ``hermes sessions list``
        shows API-server conversations alongside CLI and gateway ones.
        """
        if self._session_db is None:
            try:
                from hermes_state import SessionDB
                self._session_db = SessionDB()
            except Exception as e:
                logger.debug("SessionDB unavailable for API server: %s", e)
        return self._session_db

    # ------------------------------------------------------------------
    # Agent creation helper
    # ------------------------------------------------------------------

    def _create_agent(
        self,
        ephemeral_system_prompt: Optional[str] = None,
        session_id: Optional[str] = None,
        stream_delta_callback=None,
        tool_progress_callback=None,
    ) -> Any:
        """
        Create an AIAgent instance using the gateway's runtime config.

        Uses _resolve_runtime_agent_kwargs() to pick up model, api_key,
        base_url, etc. from config.yaml / env vars.  Toolsets are resolved
        from config.yaml platform_toolsets.api_server (same as all other
        gateway platforms), falling back to the hermes-api-server default.
        """
        from run_agent import AIAgent
        from gateway.run import _resolve_runtime_agent_kwargs, _resolve_gateway_model, _load_gateway_config
        from hermes_cli.tools_config import _get_platform_tools

        runtime_kwargs = _resolve_runtime_agent_kwargs()
        model = _resolve_gateway_model()

        user_config = _load_gateway_config()
        enabled_toolsets = sorted(_get_platform_tools(user_config, "api_server"))

        max_iterations = int(os.getenv("HERMES_MAX_ITERATIONS", "90"))

        # Load fallback provider chain so the API server platform has the
        # same fallback behaviour as Telegram/Discord/Slack (fixes #4954).
        from gateway.run import GatewayRunner
        fallback_model = GatewayRunner._load_fallback_model()

        agent = AIAgent(
            model=model,
            **runtime_kwargs,
            max_iterations=max_iterations,
            quiet_mode=True,
            verbose_logging=False,
            ephemeral_system_prompt=ephemeral_system_prompt or None,
            enabled_toolsets=enabled_toolsets,
            session_id=session_id,
            platform="api_server",
            stream_delta_callback=stream_delta_callback,
            tool_progress_callback=tool_progress_callback,
            session_db=self._ensure_session_db(),
            fallback_model=fallback_model,
        )
        return agent

    # ------------------------------------------------------------------
    # HTTP Handlers
    # ------------------------------------------------------------------

    async def _handle_health(self, request: "web.Request") -> "web.Response":
        """GET /health — simple health check."""
        return web.json_response({"status": "ok", "platform": "hermes-agent"})

    async def _handle_models(self, request: "web.Request") -> "web.Response":
        """GET /v1/models — return hermes-agent as an available model."""
        auth_err = self._check_auth(request)
        if auth_err:
            return auth_err

        return web.json_response({
            "object": "list",
            "data": [
                {
                    "id": self._model_name,
                    "object": "model",
                    "created": int(time.time()),
                    "owned_by": "hermes",
                    "permission": [],
                    "root": self._model_name,
                    "parent": None,
                }
            ],
        })

    async def _handle_chat_completions(self, request: "web.Request") -> "web.Response":
        """POST /v1/chat/completions — OpenAI Chat Completions format."""
        auth_err = self._check_auth(request)
        if auth_err:
            return auth_err

        # Parse request body
        try:
            body = await request.json()
        except (json.JSONDecodeError, Exception):
            return web.json_response(_openai_error("Invalid JSON in request body"), status=400)

        messages = body.get("messages")
        if not messages or not isinstance(messages, list):
            return web.json_response(
                {"error": {"message": "Missing or invalid 'messages' field", "type": "invalid_request_error"}},
                status=400,
            )

        stream = body.get("stream", False)

        # Extract system message (becomes ephemeral system prompt layered ON TOP of core)
        system_prompt = None
        conversation_messages: List[Dict[str, str]] = []

        for msg in messages:
            role = msg.get("role", "")
            content = _normalize_chat_content(msg.get("content", ""))
            if role == "system":
                # Accumulate system messages
                if system_prompt is None:
                    system_prompt = content
                else:
                    system_prompt = system_prompt + "\n" + content
            elif role in ("user", "assistant"):
                conversation_messages.append({"role": role, "content": content})

        # Extract the last user message as the primary input
        user_message = ""
        history = []
        if conversation_messages:
            user_message = conversation_messages[-1].get("content", "")
            history = conversation_messages[:-1]

        if not user_message:
            return web.json_response(
                {"error": {"message": "No user message found in messages", "type": "invalid_request_error"}},
                status=400,
            )

        # Allow caller to continue an existing session by passing X-Hermes-Session-Id.
        # When provided, history is loaded from state.db instead of from the request body.
        #
        # Security: session continuation exposes conversation history, so it is
        # only allowed when the API key is configured and the request is
        # authenticated.  Without this gate, any unauthenticated client could
        # read arbitrary session history by guessing/enumerating session IDs.
        provided_session_id = request.headers.get("X-Hermes-Session-Id", "").strip()
        if provided_session_id:
            if not self._api_key:
                logger.warning(
                    "Session continuation via X-Hermes-Session-Id rejected: "
                    "no API key configured.  Set API_SERVER_KEY to enable "
                    "session continuity."
                )
                return web.json_response(
                    _openai_error(
                        "Session continuation requires API key authentication. "
                        "Configure API_SERVER_KEY to enable this feature."
                    ),
                    status=403,
                )
            # Sanitize: reject control characters that could enable header injection.
            if re.search(r'[\r\n\x00]', provided_session_id):
                return web.json_response(
                    {"error": {"message": "Invalid session ID", "type": "invalid_request_error"}},
                    status=400,
                )
            session_id = provided_session_id
            try:
                db = self._ensure_session_db()
                if db is not None:
                    history = db.get_messages_as_conversation(session_id)
            except Exception as e:
                logger.warning("Failed to load session history for %s: %s", session_id, e)
                history = []
        else:
            # Derive a stable session ID from the conversation fingerprint so
            # that consecutive messages from the same Open WebUI (or similar)
            # conversation map to the same Hermes session.  The first user
            # message + system prompt are constant across all turns.
            first_user = ""
            for cm in conversation_messages:
                if cm.get("role") == "user":
                    first_user = cm.get("content", "")
                    break
            session_id = _derive_chat_session_id(system_prompt, first_user)
            # history already set from request body above

        completion_id = f"chatcmpl-{uuid.uuid4().hex[:29]}"
        model_name = body.get("model", self._model_name)
        created = int(time.time())

        if stream:
            import queue as _q
            _stream_q: _q.Queue = _q.Queue()

            def _on_delta(delta):
                # Filter out None — the agent fires stream_delta_callback(None)
                # to signal the CLI display to close its response box before
                # tool execution, but the SSE writer uses None as end-of-stream
                # sentinel.  Forwarding it would prematurely close the HTTP
                # response, causing Open WebUI (and similar frontends) to miss
                # the final answer after tool calls.  The SSE loop detects
                # completion via agent_task.done() instead.
                if delta is not None:
                    _stream_q.put(delta)

            def _on_tool_progress(event_type, name, preview, args, **kwargs):
                """Send tool progress as a separate SSE event.

                Previously, progress markers like ``⏰ list`` were injected
                directly into ``delta.content``.  OpenAI-compatible frontends
                (Open WebUI, LobeChat, …) store ``delta.content`` verbatim as
                the assistant message and send it back on subsequent requests.
                After enough turns the model learns to *emit* the markers as
                plain text instead of issuing real tool calls — silently
                hallucinating tool results.  See #6972.

                The fix: push a tagged tuple ``("__tool_progress__", payload)``
                onto the stream queue.  The SSE writer emits it as a custom
                ``event: hermes.tool.progress`` line that compliant frontends
                can render for UX but will *not* persist into conversation
                history.  Clients that don't understand the custom event type
                silently ignore it per the SSE specification.
                """
                if event_type != "tool.started":
                    return
                if name.startswith("_"):
                    return
                from agent.display import get_tool_emoji
                emoji = get_tool_emoji(name)
                label = preview or name
                _stream_q.put(("__tool_progress__", {
                    "tool": name,
                    "emoji": emoji,
                    "label": label,
                }))

            # Start agent in background.  agent_ref is a mutable container
            # so the SSE writer can interrupt the agent on client disconnect.
            agent_ref = [None]
            agent_task = asyncio.ensure_future(self._run_agent(
                user_message=user_message,
                conversation_history=history,
                ephemeral_system_prompt=system_prompt,
                session_id=session_id,
                stream_delta_callback=_on_delta,
                tool_progress_callback=_on_tool_progress,
                agent_ref=agent_ref,
            ))

            return await self._write_sse_chat_completion(
                request, completion_id, model_name, created, _stream_q,
                agent_task, agent_ref, session_id=session_id,
            )

        # Non-streaming: run the agent (with optional Idempotency-Key)
        async def _compute_completion():
            return await self._run_agent(
                user_message=user_message,
                conversation_history=history,
                ephemeral_system_prompt=system_prompt,
                session_id=session_id,
            )

        idempotency_key = request.headers.get("Idempotency-Key")
        if idempotency_key:
            fp = _make_request_fingerprint(body, keys=["model", "messages", "tools", "tool_choice", "stream"])
            try:
                result, usage = await _idem_cache.get_or_set(idempotency_key, fp, _compute_completion)
            except Exception as e:
                logger.error("Error running agent for chat completions: %s", e, exc_info=True)
                return web.json_response(
                    _openai_error(f"Internal server error: {e}", err_type="server_error"),
                    status=500,
                )
        else:
            try:
                result, usage = await _compute_completion()
            except Exception as e:
                logger.error("Error running agent for chat completions: %s", e, exc_info=True)
                return web.json_response(
                    _openai_error(f"Internal server error: {e}", err_type="server_error"),
                    status=500,
                )

        final_response = result.get("final_response", "")
        if not final_response:
            final_response = result.get("error", "(No response generated)")

        response_data = {
            "id": completion_id,
            "object": "chat.completion",
            "created": created,
            "model": model_name,
            "choices": [
                {
                    "index": 0,
                    "message": {
                        "role": "assistant",
                        "content": final_response,
                    },
                    "finish_reason": "stop",
                }
            ],
            "usage": {
                "prompt_tokens": usage.get("input_tokens", 0),
                "completion_tokens": usage.get("output_tokens", 0),
                "total_tokens": usage.get("total_tokens", 0),
            },
        }

        return web.json_response(response_data, headers={"X-Hermes-Session-Id": session_id})

    async def _write_sse_chat_completion(
        self, request: "web.Request", completion_id: str, model: str,
        created: int, stream_q, agent_task, agent_ref=None, session_id: str = None,
    ) -> "web.StreamResponse":
        """Write real streaming SSE from agent's stream_delta_callback queue.

        If the client disconnects mid-stream (network drop, browser tab close),
        the agent is interrupted via ``agent.interrupt()`` so it stops making
        LLM API calls, and the asyncio task wrapper is cancelled.
        """
        import queue as _q

        sse_headers = {
            "Content-Type": "text/event-stream",
            "Cache-Control": "no-cache",
            "X-Accel-Buffering": "no",
        }
        # CORS middleware can't inject headers into StreamResponse after
        # prepare() flushes them, so resolve CORS headers up front.
        origin = request.headers.get("Origin", "")
        cors = self._cors_headers_for_origin(origin) if origin else None
        if cors:
            sse_headers.update(cors)
        if session_id:
            sse_headers["X-Hermes-Session-Id"] = session_id
        response = web.StreamResponse(status=200, headers=sse_headers)
        await response.prepare(request)

        try:
            last_activity = time.monotonic()

            # Role chunk
            role_chunk = {
                "id": completion_id, "object": "chat.completion.chunk",
                "created": created, "model": model,
                "choices": [{"index": 0, "delta": {"role": "assistant"}, "finish_reason": None}],
            }
            await response.write(f"data: {json.dumps(role_chunk)}\n\n".encode())
            last_activity = time.monotonic()

            # Helper — route a queue item to the correct SSE event.
            async def _emit(item):
                """Write a single queue item to the SSE stream.

                Plain strings are sent as normal ``delta.content`` chunks.
                Tagged tuples ``("__tool_progress__", payload)`` are sent
                as a custom ``event: hermes.tool.progress`` SSE event so
                frontends can display them without storing the markers in
                conversation history.  See #6972.
                """
                if isinstance(item, tuple) and len(item) == 2 and item[0] == "__tool_progress__":
                    event_data = json.dumps(item[1])
                    await response.write(
                        f"event: hermes.tool.progress\ndata: {event_data}\n\n".encode()
                    )
                else:
                    content_chunk = {
                        "id": completion_id, "object": "chat.completion.chunk",
                        "created": created, "model": model,
                        "choices": [{"index": 0, "delta": {"content": item}, "finish_reason": None}],
                    }
                    await response.write(f"data: {json.dumps(content_chunk)}\n\n".encode())
                return time.monotonic()

            # Stream content chunks as they arrive from the agent
            loop = asyncio.get_event_loop()
            while True:
                try:
                    delta = await loop.run_in_executor(None, lambda: stream_q.get(timeout=0.5))
                except _q.Empty:
                    if agent_task.done():
                        # Drain any remaining items
                        while True:
                            try:
                                delta = stream_q.get_nowait()
                                if delta is None:
                                    break
                                last_activity = await _emit(delta)
                            except _q.Empty:
                                break
                        break
                    if time.monotonic() - last_activity >= CHAT_COMPLETIONS_SSE_KEEPALIVE_SECONDS:
                        await response.write(b": keepalive\n\n")
                        last_activity = time.monotonic()
                    continue

                if delta is None:  # End of stream sentinel
                    break

                last_activity = await _emit(delta)

            # Get usage from completed agent
            usage = {"input_tokens": 0, "output_tokens": 0, "total_tokens": 0}
            try:
                result, agent_usage = await agent_task
                usage = agent_usage or usage
            except Exception:
                pass

            # Finish chunk
            finish_chunk = {
                "id": completion_id, "object": "chat.completion.chunk",
                "created": created, "model": model,
                "choices": [{"index": 0, "delta": {}, "finish_reason": "stop"}],
                "usage": {
                    "prompt_tokens": usage.get("input_tokens", 0),
                    "completion_tokens": usage.get("output_tokens", 0),
                    "total_tokens": usage.get("total_tokens", 0),
                },
            }
            await response.write(f"data: {json.dumps(finish_chunk)}\n\n".encode())
            await response.write(b"data: [DONE]\n\n")
        except (ConnectionResetError, ConnectionAbortedError, BrokenPipeError, OSError):
            # Client disconnected mid-stream.  Interrupt the agent so it
            # stops making LLM API calls at the next loop iteration, then
            # cancel the asyncio task wrapper.
            agent = agent_ref[0] if agent_ref else None
            if agent is not None:
                try:
                    agent.interrupt("SSE client disconnected")
                except Exception:
                    pass
            if not agent_task.done():
                agent_task.cancel()
                try:
                    await agent_task
                except (asyncio.CancelledError, Exception):
                    pass
            logger.info("SSE client disconnected; interrupted agent task %s", completion_id)

        return response

    async def _handle_responses(self, request: "web.Request") -> "web.Response":
        """POST /v1/responses — OpenAI Responses API format."""
        auth_err = self._check_auth(request)
        if auth_err:
            return auth_err

        # Parse request body
        try:
            body = await request.json()
        except (json.JSONDecodeError, Exception):
            return web.json_response(
                {"error": {"message": "Invalid JSON in request body", "type": "invalid_request_error"}},
                status=400,
            )

        raw_input = body.get("input")
        if raw_input is None:
            return web.json_response(_openai_error("Missing 'input' field"), status=400)

        instructions = body.get("instructions")
        previous_response_id = body.get("previous_response_id")
        conversation = body.get("conversation")
        store = body.get("store", True)

        # conversation and previous_response_id are mutually exclusive
        if conversation and previous_response_id:
            return web.json_response(_openai_error("Cannot use both 'conversation' and 'previous_response_id'"), status=400)

        # Resolve conversation name to latest response_id
        if conversation:
            previous_response_id = self._response_store.get_conversation(conversation)
            # No error if conversation doesn't exist yet — it's a new conversation

        # Normalize input to message list
        input_messages: List[Dict[str, str]] = []
        if isinstance(raw_input, str):
            input_messages = [{"role": "user", "content": raw_input}]
        elif isinstance(raw_input, list):
            for item in raw_input:
                if isinstance(item, str):
                    input_messages.append({"role": "user", "content": item})
                elif isinstance(item, dict):
                    role = item.get("role", "user")
                    content = _normalize_chat_content(item.get("content", ""))
                    input_messages.append({"role": role, "content": content})
        else:
            return web.json_response(_openai_error("'input' must be a string or array"), status=400)

        # Accept explicit conversation_history from the request body.
        # This lets stateless clients supply their own history instead of
        # relying on server-side response chaining via previous_response_id.
        # Precedence: explicit conversation_history > previous_response_id.
        conversation_history: List[Dict[str, str]] = []
        raw_history = body.get("conversation_history")
        if raw_history:
            if not isinstance(raw_history, list):
                return web.json_response(
                    _openai_error("'conversation_history' must be an array of message objects"),
                    status=400,
                )
            for i, entry in enumerate(raw_history):
                if not isinstance(entry, dict) or "role" not in entry or "content" not in entry:
                    return web.json_response(
                        _openai_error(f"conversation_history[{i}] must have 'role' and 'content' fields"),
                        status=400,
                    )
                conversation_history.append({"role": str(entry["role"]), "content": str(entry["content"])})
            if previous_response_id:
                logger.debug("Both conversation_history and previous_response_id provided; using conversation_history")

        if not conversation_history and previous_response_id:
            stored = self._response_store.get(previous_response_id)
            if stored is None:
                return web.json_response(_openai_error(f"Previous response not found: {previous_response_id}"), status=404)
            conversation_history = list(stored.get("conversation_history", []))
            # If no instructions provided, carry forward from previous
            if instructions is None:
                instructions = stored.get("instructions")

        # Append new input messages to history (all but the last become history)
        for msg in input_messages[:-1]:
            conversation_history.append(msg)

        # Last input message is the user_message
        user_message = input_messages[-1].get("content", "") if input_messages else ""
        if not user_message:
            return web.json_response(_openai_error("No user message found in input"), status=400)

        # Truncation support
        if body.get("truncation") == "auto" and len(conversation_history) > 100:
            conversation_history = conversation_history[-100:]

        # Run the agent (with Idempotency-Key support)
        session_id = str(uuid.uuid4())

        async def _compute_response():
            return await self._run_agent(
                user_message=user_message,
                conversation_history=conversation_history,
                ephemeral_system_prompt=instructions,
                session_id=session_id,
            )

        idempotency_key = request.headers.get("Idempotency-Key")
        if idempotency_key:
            fp = _make_request_fingerprint(
                body,
                keys=["input", "instructions", "previous_response_id", "conversation", "model", "tools"],
            )
            try:
                result, usage = await _idem_cache.get_or_set(idempotency_key, fp, _compute_response)
            except Exception as e:
                logger.error("Error running agent for responses: %s", e, exc_info=True)
                return web.json_response(
                    _openai_error(f"Internal server error: {e}", err_type="server_error"),
                    status=500,
                )
        else:
            try:
                result, usage = await _compute_response()
            except Exception as e:
                logger.error("Error running agent for responses: %s", e, exc_info=True)
                return web.json_response(
                    _openai_error(f"Internal server error: {e}", err_type="server_error"),
                    status=500,
                )

        final_response = result.get("final_response", "")
        if not final_response:
            final_response = result.get("error", "(No response generated)")

        response_id = f"resp_{uuid.uuid4().hex[:28]}"
        created_at = int(time.time())

        # Build the full conversation history for storage
        # (includes tool calls from the agent run)
        full_history = list(conversation_history)
        full_history.append({"role": "user", "content": user_message})
        # Add agent's internal messages if available
        agent_messages = result.get("messages", [])
        if agent_messages:
            full_history.extend(agent_messages)
        else:
            full_history.append({"role": "assistant", "content": final_response})

        # Build output items (includes tool calls + final message)
        output_items = self._extract_output_items(result)

        response_data = {
            "id": response_id,
            "object": "response",
            "status": "completed",
            "created_at": created_at,
            "model": body.get("model", self._model_name),
            "output": output_items,
            "usage": {
                "input_tokens": usage.get("input_tokens", 0),
                "output_tokens": usage.get("output_tokens", 0),
                "total_tokens": usage.get("total_tokens", 0),
            },
        }

        # Store the complete response object for future chaining / GET retrieval
        if store:
            self._response_store.put(response_id, {
                "response": response_data,
                "conversation_history": full_history,
                "instructions": instructions,
            })
            # Update conversation mapping so the next request with the same
            # conversation name automatically chains to this response
            if conversation:
                self._response_store.set_conversation(conversation, response_id)

        return web.json_response(response_data)

    # ------------------------------------------------------------------
    # GET / DELETE response endpoints
    # ------------------------------------------------------------------

    async def _handle_get_response(self, request: "web.Request") -> "web.Response":
        """GET /v1/responses/{response_id} — retrieve a stored response."""
        auth_err = self._check_auth(request)
        if auth_err:
            return auth_err

        response_id = request.match_info["response_id"]
        stored = self._response_store.get(response_id)
        if stored is None:
            return web.json_response(_openai_error(f"Response not found: {response_id}"), status=404)

        return web.json_response(stored["response"])

    async def _handle_delete_response(self, request: "web.Request") -> "web.Response":
        """DELETE /v1/responses/{response_id} — delete a stored response."""
        auth_err = self._check_auth(request)
        if auth_err:
            return auth_err

        response_id = request.match_info["response_id"]
        deleted = self._response_store.delete(response_id)
        if not deleted:
            return web.json_response(_openai_error(f"Response not found: {response_id}"), status=404)

        return web.json_response({
            "id": response_id,
            "object": "response",
            "deleted": True,
        })

    # ------------------------------------------------------------------
    # Cron jobs API
    # ------------------------------------------------------------------

    # Check cron module availability once (not per-request)
    _CRON_AVAILABLE = False
    try:
        from cron.jobs import (
            list_jobs as _cron_list,
            get_job as _cron_get,
            create_job as _cron_create,
            update_job as _cron_update,
            remove_job as _cron_remove,
            pause_job as _cron_pause,
            resume_job as _cron_resume,
            trigger_job as _cron_trigger,
        )
        # Wrap as staticmethod to prevent descriptor binding — these are plain
        # module functions, not instance methods.  Without this, self._cron_*()
        # injects ``self`` as the first positional argument and every call
        # raises TypeError.
        _cron_list = staticmethod(_cron_list)
        _cron_get = staticmethod(_cron_get)
        _cron_create = staticmethod(_cron_create)
        _cron_update = staticmethod(_cron_update)
        _cron_remove = staticmethod(_cron_remove)
        _cron_pause = staticmethod(_cron_pause)
        _cron_resume = staticmethod(_cron_resume)
        _cron_trigger = staticmethod(_cron_trigger)
        _CRON_AVAILABLE = True
    except ImportError:
        pass

    _JOB_ID_RE = __import__("re").compile(r"[a-f0-9]{12}")
    # Allowed fields for update — prevents clients injecting arbitrary keys
    _UPDATE_ALLOWED_FIELDS = {"name", "schedule", "prompt", "deliver", "skills", "skill", "repeat", "enabled"}
    _MAX_NAME_LENGTH = 200
    _MAX_PROMPT_LENGTH = 5000

    def _check_jobs_available(self) -> Optional["web.Response"]:
        """Return error response if cron module isn't available."""
        if not self._CRON_AVAILABLE:
            return web.json_response(
                {"error": "Cron module not available"}, status=501,
            )
        return None

    def _check_job_id(self, request: "web.Request") -> tuple:
        """Validate and extract job_id. Returns (job_id, error_response)."""
        job_id = request.match_info["job_id"]
        if not self._JOB_ID_RE.fullmatch(job_id):
            return job_id, web.json_response(
                {"error": "Invalid job ID format"}, status=400,
            )
        return job_id, None

    async def _handle_list_jobs(self, request: "web.Request") -> "web.Response":
        """GET /api/jobs — list all cron jobs."""
        auth_err = self._check_auth(request)
        if auth_err:
            return auth_err
        cron_err = self._check_jobs_available()
        if cron_err:
            return cron_err
        try:
            include_disabled = request.query.get("include_disabled", "").lower() in ("true", "1")
            jobs = self._cron_list(include_disabled=include_disabled)
            return web.json_response({"jobs": jobs})
        except Exception as e:
            return web.json_response({"error": str(e)}, status=500)

    async def _handle_create_job(self, request: "web.Request") -> "web.Response":
        """POST /api/jobs — create a new cron job."""
        auth_err = self._check_auth(request)
        if auth_err:
            return auth_err
        cron_err = self._check_jobs_available()
        if cron_err:
            return cron_err
        try:
            body = await request.json()
            name = (body.get("name") or "").strip()
            schedule = (body.get("schedule") or "").strip()
            prompt = body.get("prompt", "")
            deliver = body.get("deliver", "local")
            skills = body.get("skills")
            repeat = body.get("repeat")

            if not name:
                return web.json_response({"error": "Name is required"}, status=400)
            if len(name) > self._MAX_NAME_LENGTH:
                return web.json_response(
                    {"error": f"Name must be ≤ {self._MAX_NAME_LENGTH} characters"}, status=400,
                )
            if not schedule:
                return web.json_response({"error": "Schedule is required"}, status=400)
            if len(prompt) > self._MAX_PROMPT_LENGTH:
                return web.json_response(
                    {"error": f"Prompt must be ≤ {self._MAX_PROMPT_LENGTH} characters"}, status=400,
                )
            if repeat is not None and (not isinstance(repeat, int) or repeat < 1):
                return web.json_response({"error": "Repeat must be a positive integer"}, status=400)

            kwargs = {
                "prompt": prompt,
                "schedule": schedule,
                "name": name,
                "deliver": deliver,
            }
            if skills:
                kwargs["skills"] = skills
            if repeat is not None:
                kwargs["repeat"] = repeat

            job = self._cron_create(**kwargs)
            return web.json_response({"job": job})
        except Exception as e:
            return web.json_response({"error": str(e)}, status=500)

    async def _handle_get_job(self, request: "web.Request") -> "web.Response":
        """GET /api/jobs/{job_id} — get a single cron job."""
        auth_err = self._check_auth(request)
        if auth_err:
            return auth_err
        cron_err = self._check_jobs_available()
        if cron_err:
            return cron_err
        job_id, id_err = self._check_job_id(request)
        if id_err:
            return id_err
        try:
            job = self._cron_get(job_id)
            if not job:
                return web.json_response({"error": "Job not found"}, status=404)
            return web.json_response({"job": job})
        except Exception as e:
            return web.json_response({"error": str(e)}, status=500)

    async def _handle_update_job(self, request: "web.Request") -> "web.Response":
        """PATCH /api/jobs/{job_id} — update a cron job."""
        auth_err = self._check_auth(request)
        if auth_err:
            return auth_err
        cron_err = self._check_jobs_available()
        if cron_err:
            return cron_err
        job_id, id_err = self._check_job_id(request)
        if id_err:
            return id_err
        try:
            body = await request.json()
            # Whitelist allowed fields to prevent arbitrary key injection
            sanitized = {k: v for k, v in body.items() if k in self._UPDATE_ALLOWED_FIELDS}
            if not sanitized:
                return web.json_response({"error": "No valid fields to update"}, status=400)
            # Validate lengths if present
            if "name" in sanitized and len(sanitized["name"]) > self._MAX_NAME_LENGTH:
                return web.json_response(
                    {"error": f"Name must be ≤ {self._MAX_NAME_LENGTH} characters"}, status=400,
                )
            if "prompt" in sanitized and len(sanitized["prompt"]) > self._MAX_PROMPT_LENGTH:
                return web.json_response(
                    {"error": f"Prompt must be ≤ {self._MAX_PROMPT_LENGTH} characters"}, status=400,
                )
            job = self._cron_update(job_id, sanitized)
            if not job:
                return web.json_response({"error": "Job not found"}, status=404)
            return web.json_response({"job": job})
        except Exception as e:
            return web.json_response({"error": str(e)}, status=500)

    async def _handle_delete_job(self, request: "web.Request") -> "web.Response":
        """DELETE /api/jobs/{job_id} — delete a cron job."""
        auth_err = self._check_auth(request)
        if auth_err:
            return auth_err
        cron_err = self._check_jobs_available()
        if cron_err:
            return cron_err
        job_id, id_err = self._check_job_id(request)
        if id_err:
            return id_err
        try:
            success = self._cron_remove(job_id)
            if not success:
                return web.json_response({"error": "Job not found"}, status=404)
            return web.json_response({"ok": True})
        except Exception as e:
            return web.json_response({"error": str(e)}, status=500)

    async def _handle_pause_job(self, request: "web.Request") -> "web.Response":
        """POST /api/jobs/{job_id}/pause — pause a cron job."""
        auth_err = self._check_auth(request)
        if auth_err:
            return auth_err
        cron_err = self._check_jobs_available()
        if cron_err:
            return cron_err
        job_id, id_err = self._check_job_id(request)
        if id_err:
            return id_err
        try:
            job = self._cron_pause(job_id)
            if not job:
                return web.json_response({"error": "Job not found"}, status=404)
            return web.json_response({"job": job})
        except Exception as e:
            return web.json_response({"error": str(e)}, status=500)

    async def _handle_resume_job(self, request: "web.Request") -> "web.Response":
        """POST /api/jobs/{job_id}/resume — resume a paused cron job."""
        auth_err = self._check_auth(request)
        if auth_err:
            return auth_err
        cron_err = self._check_jobs_available()
        if cron_err:
            return cron_err
        job_id, id_err = self._check_job_id(request)
        if id_err:
            return id_err
        try:
            job = self._cron_resume(job_id)
            if not job:
                return web.json_response({"error": "Job not found"}, status=404)
            return web.json_response({"job": job})
        except Exception as e:
            return web.json_response({"error": str(e)}, status=500)

    async def _handle_run_job(self, request: "web.Request") -> "web.Response":
        """POST /api/jobs/{job_id}/run — trigger immediate execution."""
        auth_err = self._check_auth(request)
        if auth_err:
            return auth_err
        cron_err = self._check_jobs_available()
        if cron_err:
            return cron_err
        job_id, id_err = self._check_job_id(request)
        if id_err:
            return id_err
        try:
            job = self._cron_trigger(job_id)
            if not job:
                return web.json_response({"error": "Job not found"}, status=404)
            return web.json_response({"job": job})
        except Exception as e:
            return web.json_response({"error": str(e)}, status=500)

    # ------------------------------------------------------------------
    # Output extraction helper
    # ------------------------------------------------------------------

    @staticmethod
    def _extract_output_items(result: Dict[str, Any]) -> List[Dict[str, Any]]:
        """
        Build the full output item array from the agent's messages.

        Walks *result["messages"]* and emits:
        - ``function_call`` items for each tool_call on assistant messages
        - ``function_call_output`` items for each tool-role message
        - a final ``message`` item with the assistant's text reply
        """
        items: List[Dict[str, Any]] = []
        messages = result.get("messages", [])

        for msg in messages:
            role = msg.get("role")
            if role == "assistant" and msg.get("tool_calls"):
                for tc in msg["tool_calls"]:
                    func = tc.get("function", {})
                    items.append({
                        "type": "function_call",
                        "name": func.get("name", ""),
                        "arguments": func.get("arguments", ""),
                        "call_id": tc.get("id", ""),
                    })
            elif role == "tool":
                items.append({
                    "type": "function_call_output",
                    "call_id": msg.get("tool_call_id", ""),
                    "output": msg.get("content", ""),
                })

        # Final assistant message
        final = result.get("final_response", "")
        if not final:
            final = result.get("error", "(No response generated)")

        items.append({
            "type": "message",
            "role": "assistant",
            "content": [
                {
                    "type": "output_text",
                    "text": final,
                }
            ],
        })
        return items

    # ------------------------------------------------------------------
    # Agent execution
    # ------------------------------------------------------------------

    async def _run_agent(
        self,
        user_message: str,
        conversation_history: List[Dict[str, str]],
        ephemeral_system_prompt: Optional[str] = None,
        session_id: Optional[str] = None,
        stream_delta_callback=None,
        tool_progress_callback=None,
        agent_ref: Optional[list] = None,
    ) -> tuple:
        """
        Create an agent and run a conversation in a thread executor.

        Returns ``(result_dict, usage_dict)`` where *usage_dict* contains
        ``input_tokens``, ``output_tokens`` and ``total_tokens``.

        If *agent_ref* is a one-element list, the AIAgent instance is stored
        at ``agent_ref[0]`` before ``run_conversation`` begins.  This allows
        callers (e.g. the SSE writer) to call ``agent.interrupt()`` from
        another thread to stop in-progress LLM calls.
        """
        loop = asyncio.get_event_loop()

        def _run():
            agent = self._create_agent(
                ephemeral_system_prompt=ephemeral_system_prompt,
                session_id=session_id,
                stream_delta_callback=stream_delta_callback,
                tool_progress_callback=tool_progress_callback,
            )
            if agent_ref is not None:
                agent_ref[0] = agent
            result = agent.run_conversation(
                user_message=user_message,
                conversation_history=conversation_history,
                task_id="default",
            )
            usage = {
                "input_tokens": getattr(agent, "session_prompt_tokens", 0) or 0,
                "output_tokens": getattr(agent, "session_completion_tokens", 0) or 0,
                "total_tokens": getattr(agent, "session_total_tokens", 0) or 0,
            }
            return result, usage

        return await loop.run_in_executor(None, _run)

    # ------------------------------------------------------------------
    # /v1/runs — structured event streaming
    # ------------------------------------------------------------------

    _MAX_CONCURRENT_RUNS = 10  # Prevent unbounded resource allocation
    _RUN_STREAM_TTL = 300  # seconds before orphaned runs are swept

    def _make_run_event_callback(self, run_id: str, loop: "asyncio.AbstractEventLoop"):
        """Return a tool_progress_callback that pushes structured events to the run's SSE queue."""
        def _push(event: Dict[str, Any]) -> None:
            q = self._run_streams.get(run_id)
            if q is None:
                return
            try:
                loop.call_soon_threadsafe(q.put_nowait, event)
            except Exception:
                pass

        def _callback(event_type: str, tool_name: str = None, preview: str = None, args=None, **kwargs):
            ts = time.time()
            if event_type == "tool.started":
                _push({
                    "event": "tool.started",
                    "run_id": run_id,
                    "timestamp": ts,
                    "tool": tool_name,
                    "preview": preview,
                })
            elif event_type == "tool.completed":
                _push({
                    "event": "tool.completed",
                    "run_id": run_id,
                    "timestamp": ts,
                    "tool": tool_name,
                    "duration": round(kwargs.get("duration", 0), 3),
                    "error": kwargs.get("is_error", False),
                })
            elif event_type == "reasoning.available":
                _push({
                    "event": "reasoning.available",
                    "run_id": run_id,
                    "timestamp": ts,
                    "text": preview or "",
                })
            # _thinking and subagent_progress are intentionally not forwarded

        return _callback

    async def _handle_runs(self, request: "web.Request") -> "web.Response":
        """POST /v1/runs — start an agent run, return run_id immediately."""
        auth_err = self._check_auth(request)
        if auth_err:
            return auth_err

        # Enforce concurrency limit
        if len(self._run_streams) >= self._MAX_CONCURRENT_RUNS:
            return web.json_response(
                _openai_error(f"Too many concurrent runs (max {self._MAX_CONCURRENT_RUNS})", code="rate_limit_exceeded"),
                status=429,
            )

        try:
            body = await request.json()
        except Exception:
            return web.json_response(_openai_error("Invalid JSON"), status=400)

        raw_input = body.get("input")
        if not raw_input:
            return web.json_response(_openai_error("Missing 'input' field"), status=400)

        user_message = raw_input if isinstance(raw_input, str) else (raw_input[-1].get("content", "") if isinstance(raw_input, list) else "")
        if not user_message:
            return web.json_response(_openai_error("No user message found in input"), status=400)

        run_id = f"run_{uuid.uuid4().hex}"
        loop = asyncio.get_running_loop()
        q: "asyncio.Queue[Optional[Dict]]" = asyncio.Queue()
        self._run_streams[run_id] = q
        self._run_streams_created[run_id] = time.time()

        event_cb = self._make_run_event_callback(run_id, loop)

        # Also wire stream_delta_callback so message.delta events flow through
        def _text_cb(delta: Optional[str]) -> None:
            if delta is None:
                return
            try:
                loop.call_soon_threadsafe(q.put_nowait, {
                    "event": "message.delta",
                    "run_id": run_id,
                    "timestamp": time.time(),
                    "delta": delta,
                })
            except Exception:
                pass

        instructions = body.get("instructions")
        previous_response_id = body.get("previous_response_id")

        # Accept explicit conversation_history from the request body.
        # Precedence: explicit conversation_history > previous_response_id.
        conversation_history: List[Dict[str, str]] = []
        raw_history = body.get("conversation_history")
        if raw_history:
            if not isinstance(raw_history, list):
                return web.json_response(
                    _openai_error("'conversation_history' must be an array of message objects"),
                    status=400,
                )
            for i, entry in enumerate(raw_history):
                if not isinstance(entry, dict) or "role" not in entry or "content" not in entry:
                    return web.json_response(
                        _openai_error(f"conversation_history[{i}] must have 'role' and 'content' fields"),
                        status=400,
                    )
                conversation_history.append({"role": str(entry["role"]), "content": str(entry["content"])})
            if previous_response_id:
                logger.debug("Both conversation_history and previous_response_id provided; using conversation_history")

        if not conversation_history and previous_response_id:
            stored = self._response_store.get(previous_response_id)
            if stored:
                conversation_history = list(stored.get("conversation_history", []))
                if instructions is None:
                    instructions = stored.get("instructions")

        # When input is a multi-message array, extract all but the last
        # message as conversation history (the last becomes user_message).
        # Only fires when no explicit history was provided.
        if not conversation_history and isinstance(raw_input, list) and len(raw_input) > 1:
            for msg in raw_input[:-1]:
                if isinstance(msg, dict) and msg.get("role") and msg.get("content"):
                    content = msg["content"]
                    if isinstance(content, list):
                        # Flatten multi-part content blocks to text
                        content = " ".join(
                            part.get("text", "") for part in content
                            if isinstance(part, dict) and part.get("type") == "text"
                        )
                    conversation_history.append({"role": msg["role"], "content": str(content)})

        session_id = body.get("session_id") or run_id
        ephemeral_system_prompt = instructions

        async def _run_and_close():
            try:
                agent = self._create_agent(
                    ephemeral_system_prompt=ephemeral_system_prompt,
                    session_id=session_id,
                    stream_delta_callback=_text_cb,
                    tool_progress_callback=event_cb,
                )
                def _run_sync():
                    r = agent.run_conversation(
                        user_message=user_message,
                        conversation_history=conversation_history,
                        task_id="default",
                    )
                    u = {
                        "input_tokens": getattr(agent, "session_prompt_tokens", 0) or 0,
                        "output_tokens": getattr(agent, "session_completion_tokens", 0) or 0,
                        "total_tokens": getattr(agent, "session_total_tokens", 0) or 0,
                    }
                    return r, u

                result, usage = await asyncio.get_running_loop().run_in_executor(None, _run_sync)
                final_response = result.get("final_response", "") if isinstance(result, dict) else ""
                q.put_nowait({
                    "event": "run.completed",
                    "run_id": run_id,
                    "timestamp": time.time(),
                    "output": final_response,
                    "usage": usage,
                })
            except Exception as exc:
                logger.exception("[api_server] run %s failed", run_id)
                try:
                    q.put_nowait({
                        "event": "run.failed",
                        "run_id": run_id,
                        "timestamp": time.time(),
                        "error": str(exc),
                    })
                except Exception:
                    pass
            finally:
                # Sentinel: signal SSE stream to close
                try:
                    q.put_nowait(None)
                except Exception:
                    pass

        task = asyncio.create_task(_run_and_close())
        try:
            self._background_tasks.add(task)
        except TypeError:
            pass
        if hasattr(task, "add_done_callback"):
            task.add_done_callback(self._background_tasks.discard)

        return web.json_response({"run_id": run_id, "status": "started"}, status=202)

    async def _handle_run_events(self, request: "web.Request") -> "web.StreamResponse":
        """GET /v1/runs/{run_id}/events — SSE stream of structured agent lifecycle events."""
        auth_err = self._check_auth(request)
        if auth_err:
            return auth_err

        run_id = request.match_info["run_id"]

        # Allow subscribing slightly before the run is registered (race condition window)
        for _ in range(20):
            if run_id in self._run_streams:
                break
            await asyncio.sleep(0.05)
        else:
            return web.json_response(_openai_error(f"Run not found: {run_id}", code="run_not_found"), status=404)

        q = self._run_streams[run_id]

        response = web.StreamResponse(
            status=200,
            headers={
                "Content-Type": "text/event-stream",
                "Cache-Control": "no-cache",
                "X-Accel-Buffering": "no",
            },
        )
        await response.prepare(request)

        try:
            while True:
                try:
                    event = await asyncio.wait_for(q.get(), timeout=30.0)
                except asyncio.TimeoutError:
                    await response.write(b": keepalive\n\n")
                    continue
                if event is None:
                    # Run finished — send final SSE comment and close
                    await response.write(b": stream closed\n\n")
                    break
                payload = f"data: {json.dumps(event)}\n\n"
                await response.write(payload.encode())
        except Exception as exc:
            logger.debug("[api_server] SSE stream error for run %s: %s", run_id, exc)
        finally:
            self._run_streams.pop(run_id, None)
            self._run_streams_created.pop(run_id, None)

        return response

    async def _sweep_orphaned_runs(self) -> None:
        """Periodically clean up run streams that were never consumed."""
        while True:
            await asyncio.sleep(60)
            now = time.time()
            stale = [
                run_id
                for run_id, created_at in list(self._run_streams_created.items())
                if now - created_at > self._RUN_STREAM_TTL
            ]
            for run_id in stale:
                logger.debug("[api_server] sweeping orphaned run %s", run_id)
                self._run_streams.pop(run_id, None)
                self._run_streams_created.pop(run_id, None)

    # ------------------------------------------------------------------
    # BasePlatformAdapter interface
    # ------------------------------------------------------------------

    async def connect(self) -> bool:
        """Start the aiohttp web server."""
        if not AIOHTTP_AVAILABLE:
            logger.warning("[%s] aiohttp not installed", self.name)
            return False

        try:
            mws = [mw for mw in (cors_middleware, body_limit_middleware, security_headers_middleware) if mw is not None]
            self._app = web.Application(middlewares=mws)
            self._app["api_server_adapter"] = self
            self._app.router.add_get("/health", self._handle_health)
            self._app.router.add_get("/v1/health", self._handle_health)
            self._app.router.add_get("/v1/models", self._handle_models)
            self._app.router.add_post("/v1/chat/completions", self._handle_chat_completions)
            self._app.router.add_post("/v1/responses", self._handle_responses)
            self._app.router.add_get("/v1/responses/{response_id}", self._handle_get_response)
            self._app.router.add_delete("/v1/responses/{response_id}", self._handle_delete_response)
            # Cron jobs management API
            self._app.router.add_get("/api/jobs", self._handle_list_jobs)
            self._app.router.add_post("/api/jobs", self._handle_create_job)
            self._app.router.add_get("/api/jobs/{job_id}", self._handle_get_job)
            self._app.router.add_patch("/api/jobs/{job_id}", self._handle_update_job)
            self._app.router.add_delete("/api/jobs/{job_id}", self._handle_delete_job)
            self._app.router.add_post("/api/jobs/{job_id}/pause", self._handle_pause_job)
            self._app.router.add_post("/api/jobs/{job_id}/resume", self._handle_resume_job)
            self._app.router.add_post("/api/jobs/{job_id}/run", self._handle_run_job)
            # Structured event streaming
            self._app.router.add_post("/v1/runs", self._handle_runs)
            self._app.router.add_get("/v1/runs/{run_id}/events", self._handle_run_events)
            # Start background sweep to clean up orphaned (unconsumed) run streams
            sweep_task = asyncio.create_task(self._sweep_orphaned_runs())
            try:
                self._background_tasks.add(sweep_task)
            except TypeError:
                pass
            if hasattr(sweep_task, "add_done_callback"):
                sweep_task.add_done_callback(self._background_tasks.discard)

            # Refuse to start network-accessible without authentication
            if is_network_accessible(self._host) and not self._api_key:
                logger.error(
                    "[%s] Refusing to start: binding to %s requires API_SERVER_KEY. "
                    "Set API_SERVER_KEY or use the default 127.0.0.1.",
                    self.name, self._host,
                )
                return False

            # Refuse to start network-accessible with a placeholder key.
            # Ported from openclaw/openclaw#64586.
            if is_network_accessible(self._host) and self._api_key:
                try:
                    from hermes_cli.auth import has_usable_secret
                    if not has_usable_secret(self._api_key, min_length=8):
                        logger.error(
                            "[%s] Refusing to start: API_SERVER_KEY is set to a "
                            "placeholder value. Generate a real secret "
                            "(e.g. `openssl rand -hex 32`) and set API_SERVER_KEY "
                            "before exposing the API server on %s.",
                            self.name, self._host,
                        )
                        return False
                except ImportError:
                    pass

            # Port conflict detection — fail fast if port is already in use
            try:
                with _socket.socket(_socket.AF_INET, _socket.SOCK_STREAM) as _s:
                    _s.settimeout(1)
                    _s.connect(('127.0.0.1', self._port))
                logger.error('[%s] Port %d already in use. Set a different port in config.yaml: platforms.api_server.port', self.name, self._port)
                return False
            except (ConnectionRefusedError, OSError):
                pass  # port is free

            self._runner = web.AppRunner(self._app)
            await self._runner.setup()
            self._site = web.TCPSite(self._runner, self._host, self._port)
            await self._site.start()

            self._mark_connected()
            if not self._api_key:
                logger.warning(
                    "[%s] ⚠️  No API key configured (API_SERVER_KEY / platforms.api_server.key). "
                    "All requests will be accepted without authentication. "
                    "Set an API key for production deployments to prevent "
                    "unauthorized access to sessions, responses, and cron jobs.",
                    self.name,
                )
            logger.info(
                "[%s] API server listening on http://%s:%d (model: %s)",
                self.name, self._host, self._port, self._model_name,
            )
            return True

        except Exception as e:
            logger.error("[%s] Failed to start API server: %s", self.name, e)
            return False

    async def disconnect(self) -> None:
        """Stop the aiohttp web server."""
        self._mark_disconnected()
        if self._site:
            await self._site.stop()
            self._site = None
        if self._runner:
            await self._runner.cleanup()
            self._runner = None
        self._app = None
        logger.info("[%s] API server stopped", self.name)

    async def send(
        self,
        chat_id: str,
        content: str,
        reply_to: Optional[str] = None,
        metadata: Optional[Dict[str, Any]] = None,
    ) -> SendResult:
        """
        Not used — HTTP request/response cycle handles delivery directly.
        """
        return SendResult(success=False, error="API server uses HTTP request/response, not send()")

    async def get_chat_info(self, chat_id: str) -> Dict[str, Any]:
        """Return basic info about the API server."""
        return {
            "name": "API Server",
            "type": "api",
            "host": self._host,
            "port": self._port,
        }
