"""Email channel implementation using IMAP polling + SMTP replies."""

import asyncio
import html
import imaplib
import re
import smtplib
import ssl
from datetime import date
from email import policy
from email.header import decode_header, make_header
from email.message import EmailMessage
from email.parser import BytesParser
from email.utils import parseaddr
from typing import Any

from loguru import logger

from nanobot.bus.events import OutboundMessage
from nanobot.bus.queue import MessageBus
from nanobot.channels.base import BaseChannel
from nanobot.config.schema import EmailConfig


class EmailChannel(BaseChannel):
    """
    Email channel.

    Inbound:
    - Poll IMAP mailbox for unread messages.
    - Convert each message into an inbound event.

    Outbound:
    - Send responses via SMTP back to the sender address.
    """

    name = "email"
    _IMAP_MONTHS = (
        "Jan",
        "Feb",
        "Mar",
        "Apr",
        "May",
        "Jun",
        "Jul",
        "Aug",
        "Sep",
        "Oct",
        "Nov",
        "Dec",
    )

    def __init__(self, config: EmailConfig, bus: MessageBus):
        super().__init__(config, bus)
        self.config: EmailConfig = config
        self._last_subject_by_chat: dict[str, str] = {}
        self._last_message_id_by_chat: dict[str, str] = {}
        self._processed_uids: set[str] = set()  # Capped to prevent unbounded growth
        self._MAX_PROCESSED_UIDS = 100000

    async def start(self) -> None:
        """Start polling IMAP for inbound emails."""
        if not self.config.consent_granted:
            logger.warning(
                "Email channel disabled: consent_granted is false. "
                "Set channels.email.consentGranted=true after explicit user permission."
            )
            return

        if not self._validate_config():
            return

        self._running = True
        logger.info("Starting Email channel (IMAP polling mode)...")

        poll_seconds = max(5, int(self.config.poll_interval_seconds))
        while self._running:
            try:
                inbound_items = await asyncio.to_thread(self._fetch_new_messages)
                for item in inbound_items:
                    sender = item["sender"]
                    subject = item.get("subject", "")
                    message_id = item.get("message_id", "")

                    if subject:
                        self._last_subject_by_chat[sender] = subject
                    if message_id:
                        self._last_message_id_by_chat[sender] = message_id

                    await self._handle_message(
                        sender_id=sender,
                        chat_id=sender,
                        content=item["content"],
                        metadata=item.get("metadata", {}),
                    )
            except Exception as e:
                logger.error("Email polling error: {}", e)

            await asyncio.sleep(poll_seconds)

    async def stop(self) -> None:
        """Stop polling loop."""
        self._running = False

    async def send(self, msg: OutboundMessage) -> None:
        """Send email via SMTP."""
        if not self.config.consent_granted:
            logger.warning("Skip email send: consent_granted is false")
            return

        if not self.config.smtp_host:
            logger.warning("Email channel SMTP host not configured")
            return

        to_addr = msg.chat_id.strip()
        if not to_addr:
            logger.warning("Email channel missing recipient address")
            return

        # Determine if this is a reply (recipient has sent us an email before)
        is_reply = to_addr in self._last_subject_by_chat
        force_send = bool((msg.metadata or {}).get("force_send"))

        # autoReplyEnabled only controls automatic replies, not proactive sends
        if is_reply and not self.config.auto_reply_enabled and not force_send:
            logger.info("Skip automatic email reply to {}: auto_reply_enabled is false", to_addr)
            return

        base_subject = self._last_subject_by_chat.get(to_addr, "nanobot reply")
        subject = self._reply_subject(base_subject)
        if msg.metadata and isinstance(msg.metadata.get("subject"), str):
            override = msg.metadata["subject"].strip()
            if override:
                subject = override

        email_msg = EmailMessage()
        email_msg["From"] = self.config.from_address or self.config.smtp_username or self.config.imap_username
        email_msg["To"] = to_addr
        email_msg["Subject"] = subject
        email_msg.set_content(msg.content or "")

        in_reply_to = self._last_message_id_by_chat.get(to_addr)
        if in_reply_to:
            email_msg["In-Reply-To"] = in_reply_to
            email_msg["References"] = in_reply_to

        try:
            await asyncio.to_thread(self._smtp_send, email_msg)
        except Exception as e:
            logger.error("Error sending email to {}: {}", to_addr, e)
            raise

    def _validate_config(self) -> bool:
        missing = []
        if not self.config.imap_host:
            missing.append("imap_host")
        if not self.config.imap_username:
            missing.append("imap_username")
        if not self.config.imap_password:
            missing.append("imap_password")
        if not self.config.smtp_host:
            missing.append("smtp_host")
        if not self.config.smtp_username:
            missing.append("smtp_username")
        if not self.config.smtp_password:
            missing.append("smtp_password")

        if missing:
            logger.error("Email channel not configured, missing: {}", ', '.join(missing))
            return False
        return True

    def _smtp_send(self, msg: EmailMessage) -> None:
        timeout = 30
        if self.config.smtp_use_ssl:
            with smtplib.SMTP_SSL(
                self.config.smtp_host,
                self.config.smtp_port,
                timeout=timeout,
            ) as smtp:
                smtp.login(self.config.smtp_username, self.config.smtp_password)
                smtp.send_message(msg)
            return

        with smtplib.SMTP(self.config.smtp_host, self.config.smtp_port, timeout=timeout) as smtp:
            if self.config.smtp_use_tls:
                smtp.starttls(context=ssl.create_default_context())
            smtp.login(self.config.smtp_username, self.config.smtp_password)
            smtp.send_message(msg)

    def _fetch_new_messages(self) -> list[dict[str, Any]]:
        """Poll IMAP and return parsed unread messages."""
        return self._fetch_messages(
            search_criteria=("UNSEEN",),
            mark_seen=self.config.mark_seen,
            dedupe=True,
            limit=0,
        )

    def fetch_messages_between_dates(
        self,
        start_date: date,
        end_date: date,
        limit: int = 20,
    ) -> list[dict[str, Any]]:
        """
        Fetch messages in [start_date, end_date) by IMAP date search.

        This is used for historical summarization tasks (e.g. "yesterday").
        """
        if end_date <= start_date:
            return []

        return self._fetch_messages(
            search_criteria=(
                "SINCE",
                self._format_imap_date(start_date),
                "BEFORE",
                self._format_imap_date(end_date),
            ),
            mark_seen=False,
            dedupe=False,
            limit=max(1, int(limit)),
        )

    def _fetch_messages(
        self,
        search_criteria: tuple[str, ...],
        mark_seen: bool,
        dedupe: bool,
        limit: int,
    ) -> list[dict[str, Any]]:
        """Fetch messages by arbitrary IMAP search criteria."""
        messages: list[dict[str, Any]] = []
        mailbox = self.config.imap_mailbox or "INBOX"

        if self.config.imap_use_ssl:
            client = imaplib.IMAP4_SSL(self.config.imap_host, self.config.imap_port)
        else:
            client = imaplib.IMAP4(self.config.imap_host, self.config.imap_port)

        try:
            client.login(self.config.imap_username, self.config.imap_password)
            status, _ = client.select(mailbox)
            if status != "OK":
                return messages

            status, data = client.search(None, *search_criteria)
            if status != "OK" or not data:
                return messages

            ids = data[0].split()
            if limit > 0 and len(ids) > limit:
                ids = ids[-limit:]
            for imap_id in ids:
                status, fetched = client.fetch(imap_id, "(BODY.PEEK[] UID)")
                if status != "OK" or not fetched:
                    continue

                raw_bytes = self._extract_message_bytes(fetched)
                if raw_bytes is None:
                    continue

                uid = self._extract_uid(fetched)
                if dedupe and uid and uid in self._processed_uids:
                    continue

                parsed = BytesParser(policy=policy.default).parsebytes(raw_bytes)
                sender = parseaddr(parsed.get("From", ""))[1].strip().lower()
                if not sender:
                    continue

                subject = self._decode_header_value(parsed.get("Subject", ""))
                date_value = parsed.get("Date", "")
                message_id = parsed.get("Message-ID", "").strip()
                body = self._extract_text_body(parsed)

                if not body:
                    body = "(empty email body)"

                body = body[: self.config.max_body_chars]
                content = (
                    f"Email received.\n"
                    f"From: {sender}\n"
                    f"Subject: {subject}\n"
                    f"Date: {date_value}\n\n"
                    f"{body}"
                )

                metadata = {
                    "message_id": message_id,
                    "subject": subject,
                    "date": date_value,
                    "sender_email": sender,
                    "uid": uid,
                }
                messages.append(
                    {
                        "sender": sender,
                        "subject": subject,
                        "message_id": message_id,
                        "content": content,
                        "metadata": metadata,
                    }
                )

                if dedupe and uid:
                    self._processed_uids.add(uid)
                    # mark_seen is the primary dedup; this set is a safety net
                    if len(self._processed_uids) > self._MAX_PROCESSED_UIDS:
                        # Evict a random half to cap memory; mark_seen is the primary dedup
                        self._processed_uids = set(list(self._processed_uids)[len(self._processed_uids) // 2:])

                if mark_seen:
                    client.store(imap_id, "+FLAGS", "\\Seen")
        finally:
            try:
                client.logout()
            except Exception:
                pass

        return messages

    @classmethod
    def _format_imap_date(cls, value: date) -> str:
        """Format date for IMAP search (always English month abbreviations)."""
        month = cls._IMAP_MONTHS[value.month - 1]
        return f"{value.day:02d}-{month}-{value.year}"

    @staticmethod
    def _extract_message_bytes(fetched: list[Any]) -> bytes | None:
        for item in fetched:
            if isinstance(item, tuple) and len(item) >= 2 and isinstance(item[1], (bytes, bytearray)):
                return bytes(item[1])
        return None

    @staticmethod
    def _extract_uid(fetched: list[Any]) -> str:
        for item in fetched:
            if isinstance(item, tuple) and item and isinstance(item[0], (bytes, bytearray)):
                head = bytes(item[0]).decode("utf-8", errors="ignore")
                m = re.search(r"UID\s+(\d+)", head)
                if m:
                    return m.group(1)
        return ""

    @staticmethod
    def _decode_header_value(value: str) -> str:
        if not value:
            return ""
        try:
            return str(make_header(decode_header(value)))
        except Exception:
            return value

    @classmethod
    def _extract_text_body(cls, msg: Any) -> str:
        """Best-effort extraction of readable body text."""
        if msg.is_multipart():
            plain_parts: list[str] = []
            html_parts: list[str] = []
            for part in msg.walk():
                if part.get_content_disposition() == "attachment":
                    continue
                content_type = part.get_content_type()
                try:
                    payload = part.get_content()
                except Exception:
                    payload_bytes = part.get_payload(decode=True) or b""
                    charset = part.get_content_charset() or "utf-8"
                    payload = payload_bytes.decode(charset, errors="replace")
                if not isinstance(payload, str):
                    continue
                if content_type == "text/plain":
                    plain_parts.append(payload)
                elif content_type == "text/html":
                    html_parts.append(payload)
            if plain_parts:
                return "\n\n".join(plain_parts).strip()
            if html_parts:
                return cls._html_to_text("\n\n".join(html_parts)).strip()
            return ""

        try:
            payload = msg.get_content()
        except Exception:
            payload_bytes = msg.get_payload(decode=True) or b""
            charset = msg.get_content_charset() or "utf-8"
            payload = payload_bytes.decode(charset, errors="replace")
        if not isinstance(payload, str):
            return ""
        if msg.get_content_type() == "text/html":
            return cls._html_to_text(payload).strip()
        return payload.strip()

    @staticmethod
    def _html_to_text(raw_html: str) -> str:
        text = re.sub(r"<\s*br\s*/?>", "\n", raw_html, flags=re.IGNORECASE)
        text = re.sub(r"<\s*/\s*p\s*>", "\n", text, flags=re.IGNORECASE)
        text = re.sub(r"<[^>]+>", "", text)
        return html.unescape(text)

    def _reply_subject(self, base_subject: str) -> str:
        subject = (base_subject or "").strip() or "nanobot reply"
        prefix = self.config.subject_prefix or "Re: "
        if subject.lower().startswith("re:"):
            return subject
        return f"{prefix}{subject}"