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"""Structured text-only mail rendering and safe business outbox."""

from __future__ import annotations

import hashlib
import html
import json
import re
import secrets
import sqlite3
import time
from string import Template
from typing import Any, Mapping

from .database import SiteDatabaseLifecycle, utc_now
from .errors import MailError
from .runtime import RuntimeConfig


EMAIL_RE = re.compile(r"^[^@\s]{1,128}@[^@\s]{1,190}$")
IDEMPOTENCY_RE = re.compile(r"^[A-Za-z0-9._:-]{8,200}$")
ERROR_CATEGORIES = frozenset(
    {
        "configuration",
        "provider-auth",
        "provider-rate-limit",
        "provider-rejected",
        "network",
        "unknown",
    }
)
MAX_DELIVERY_ATTEMPTS = 3
CLAIM_TOKEN_RE = re.compile(r"^[A-Za-z0-9_-]{20,200}$")


def _recipient_digest(recipient: str) -> tuple[str, str]:
    if (
        not isinstance(recipient, str)
        or recipient != recipient.strip()
        or len(recipient) > 320
        or not EMAIL_RE.fullmatch(recipient)
    ):
        raise MailError("recipient must be a valid bounded email address")
    normalized = recipient.casefold()
    return normalized, hashlib.sha256(normalized.encode("utf-8")).hexdigest()


def _variables(
    template: Mapping[str, Any], variables: Mapping[str, Any]
) -> dict[str, str]:
    if not isinstance(variables, Mapping):
        raise MailError("mail variables must be an object")
    required = list(template["required_variables"])
    if set(variables) != set(required):
        raise MailError("mail variables do not match the frozen template contract")
    normalized: dict[str, str] = {}
    for key in required:
        value = variables[key]
        if not isinstance(value, (str, int)) or isinstance(value, bool):
            raise MailError(f"mail variable {key!r} must be text or integer")
        text = str(value)
        if not text or len(text) > 1000 or "\x00" in text or "\r" in text:
            raise MailError(f"mail variable {key!r} is invalid")
        normalized[key] = text
    return normalized


def _render_field(value: str, variables: Mapping[str, str]) -> str:
    try:
        return Template(value).substitute(variables)
    except (KeyError, ValueError) as exc:
        raise MailError("mail template placeholders are invalid") from exc


class SiteMail:
    """Render branded mail and persist only non-secret template snapshots."""

    def __init__(self, runtime: RuntimeConfig, lifecycle: SiteDatabaseLifecycle) -> None:
        self.runtime = runtime
        self.lifecycle = lifecycle

    def _caller_connection(
        self, connection: sqlite3.Connection
    ) -> sqlite3.Connection:
        if (
            not isinstance(connection, sqlite3.Connection)
            or not connection.in_transaction
        ):
            raise MailError(
                "caller-supplied mail connection must have an active transaction"
            )
        self.lifecycle._assert_binding(connection)
        return connection

    def issue(
        self,
        purpose: str,
        recipient: str,
        variables: Mapping[str, Any],
    ) -> dict[str, Any]:
        templates = self.runtime.mail["purposes"]
        if purpose not in templates:
            raise MailError("mail purpose is not enabled for this site")
        template = templates[purpose]
        normalized_recipient, _ = _recipient_digest(recipient)
        normalized_variables = _variables(template, variables)
        rendered = {
            field: _render_field(template[field], normalized_variables)
            for field in ("subject", "lead", "body", "expiry", "footer")
        }
        text = "\n\n".join(
            rendered[field] for field in ("lead", "body", "expiry", "footer")
        )
        html_body = "".join(
            f"<p>{html.escape(rendered[field])}</p>"
            for field in ("lead", "body", "expiry", "footer")
        )
        return {
            "site_id": self.runtime.site_id,
            "purpose": purpose,
            "template_id": template["template_id"],
            "sender_display_name": self.runtime.mail["sender"]["display_name"],
            "sender_address_env": self.runtime.mail["sender"]["address_env"],
            "recipient": normalized_recipient,
            "subject": rendered["subject"],
            "text": text,
            "html": html_body,
            "contains_secret_variables": bool(template["secret_variables"]),
        }

    def enqueue(
        self,
        purpose: str,
        recipient: str,
        variables: Mapping[str, Any],
        *,
        idempotency_key: str,
        simulation: bool,
        connection: sqlite3.Connection | None = None,
    ) -> dict[str, Any]:
        templates = self.runtime.mail["purposes"]
        if purpose not in templates:
            raise MailError("mail purpose is not enabled for this site")
        template = templates[purpose]
        normalized_variables = _variables(template, variables)
        if template["secret_variables"]:
            raise MailError(
                "secret-bearing verification mail cannot be persisted; issue a new code after a failed delivery"
            )
        _, recipient_digest = _recipient_digest(recipient)
        if not isinstance(idempotency_key, str) or not IDEMPOTENCY_RE.fullmatch(
            idempotency_key
        ):
            raise MailError("mail idempotency_key is invalid")
        now = utc_now()
        status = "LOCAL_SIMULATION" if simulation else "PENDING"
        mail_id = f"mail_{secrets.token_urlsafe(18)}"

        def execute(active: sqlite3.Connection) -> dict[str, Any]:
            self.lifecycle._assert_binding(active)
            existing = active.execute(
                "SELECT * FROM websitebench_mail_jobs "
                "WHERE site_id=? AND purpose=? AND idempotency_key=?",
                (self.runtime.site_id, purpose, idempotency_key),
            ).fetchone()
            snapshot = json.dumps(
                normalized_variables,
                ensure_ascii=False,
                sort_keys=True,
                separators=(",", ":"),
            )
            if existing is not None:
                if (
                    existing["template_id"] != template["template_id"]
                    or existing["recipient_digest"] != recipient_digest
                    or existing["variables_json"] != snapshot
                    or bool(existing["is_simulation"]) is not simulation
                ):
                    raise MailError("mail idempotency key conflicts with immutable facts")
                return self._public_job(existing)
            active.execute(
                "INSERT INTO websitebench_mail_jobs("
                "mail_id,site_id,purpose,template_id,recipient,recipient_digest,"
                "variables_json,"
                "status,is_simulation,idempotency_key,created_at,updated_at"
                ") VALUES (?,?,?,?,?,?,?,?,?,?,?,?)",
                (
                    mail_id,
                    self.runtime.site_id,
                    purpose,
                    template["template_id"],
                    recipient.casefold(),
                    recipient_digest,
                    snapshot,
                    status,
                    int(simulation),
                    idempotency_key,
                    now,
                    now,
                ),
            )
            row = active.execute(
                "SELECT * FROM websitebench_mail_jobs WHERE mail_id=?", (mail_id,)
            ).fetchone()
            return self._public_job(row)

        if connection is not None:
            return execute(self._caller_connection(connection))
        with self.lifecycle.connection(transaction=True) as active:
            return execute(active)

    def claim_pending(
        self,
        *,
        mail_id: str | None = None,
        now: int | None = None,
        connection: sqlite3.Connection | None = None,
    ) -> dict[str, Any] | None:
        """Atomically claim one replayable, non-secret mail job."""

        current_time = int(time.time()) if now is None else now
        if (
            isinstance(current_time, bool)
            or not isinstance(current_time, int)
            or current_time < 0
        ):
            raise MailError("mail claim time is invalid")
        if mail_id is not None and (
            not isinstance(mail_id, str) or not mail_id.startswith("mail_")
        ):
            raise MailError("mail id is invalid")
        claim_token = secrets.token_urlsafe(24)

        def execute(active: sqlite3.Connection) -> dict[str, Any] | None:
            self.lifecycle._assert_binding(active)
            parameters: list[Any] = [
                self.runtime.site_id,
                current_time,
                MAX_DELIVERY_ATTEMPTS,
            ]
            mail_clause = ""
            if mail_id is not None:
                mail_clause = " AND mail_id=?"
                parameters.append(mail_id)
            row = active.execute(
                "SELECT * FROM websitebench_mail_jobs "
                "WHERE site_id=? AND status='PENDING' AND claim_token IS NULL "
                "AND next_attempt_at<=? AND delivery_attempts<? "
                "AND recipient<>''"
                f"{mail_clause} ORDER BY created_at,mail_id LIMIT 1",
                parameters,
            ).fetchone()
            if row is None:
                return None
            try:
                variables = json.loads(str(row["variables_json"]))
            except (TypeError, json.JSONDecodeError) as exc:
                raise MailError("mail job variables are invalid") from exc
            if not isinstance(variables, Mapping):
                raise MailError("mail job variables are invalid")
            delivery = self._delivery_envelope(row, variables)
            message = self.issue(
                str(row["purpose"]),
                str(row["recipient"]),
                variables,
            )
            changed = active.execute(
                "UPDATE websitebench_mail_jobs SET claim_token=?,claimed_at=?,"
                "delivery_attempts=delivery_attempts+1,updated_at=? "
                "WHERE site_id=? AND mail_id=? AND status='PENDING' "
                "AND claim_token IS NULL AND delivery_attempts=?",
                (
                    claim_token,
                    current_time,
                    utc_now(),
                    self.runtime.site_id,
                    row["mail_id"],
                    row["delivery_attempts"],
                ),
            ).rowcount
            if changed != 1:
                return None
            claimed = active.execute(
                "SELECT * FROM websitebench_mail_jobs WHERE site_id=? AND mail_id=?",
                (self.runtime.site_id, row["mail_id"]),
            ).fetchone()
            return {
                **self._public_job(claimed),
                "claim_token": claim_token,
                # ``message`` is retained for existing local inbox consumers.
                # Effects transports must use the structured ``delivery`` envelope
                # below, never caller-rendered HTML/text.
                "message": message,
                "delivery": delivery,
            }

        if connection is not None:
            return execute(self._caller_connection(connection))
        with self.lifecycle.connection(transaction=True) as active:
            return execute(active)

    def _delivery_envelope(
        self,
        row: sqlite3.Row,
        variables: Mapping[str, Any],
    ) -> dict[str, Any]:
        """Return the only payload an effects transport may receive.

        The outbox is intentionally allowed to retain a non-secret business
        template snapshot, but an effects gateway must independently render
        that snapshot from its frozen runtime.  This envelope therefore never
        includes rendered subject, text, HTML, sender credentials, or a
        verification-code purpose.
        """

        purpose = str(row["purpose"])
        template = self.runtime.mail["purposes"].get(purpose)
        if template is None or str(row["template_id"]) != template["template_id"]:
            raise MailError("mail job template does not match the frozen runtime")
        if template["secret_variables"]:
            raise MailError("secret-bearing mail job cannot use the business outbox")
        recipient, _ = _recipient_digest(str(row["recipient"]))
        return {
            "purpose": purpose,
            "template_id": template["template_id"],
            "recipient": recipient,
            "variables": _variables(template, variables),
        }

    def mark_sent(
        self,
        mail_id: str,
        *,
        claim_token: str,
        connection: sqlite3.Connection | None = None,
    ) -> dict[str, Any]:
        if not isinstance(claim_token, str) or not CLAIM_TOKEN_RE.fullmatch(
            claim_token
        ):
            raise MailError("mail claim token is invalid")

        def execute(active: sqlite3.Connection) -> dict[str, Any]:
            self.lifecycle._assert_binding(active)
            changed = active.execute(
                "UPDATE websitebench_mail_jobs SET status='SENT',claim_token=NULL,"
                "claimed_at=NULL,error_category=NULL,sent_at=?,updated_at=? "
                "WHERE site_id=? AND mail_id=? AND status='PENDING' "
                "AND claim_token=?",
                (
                    utc_now(),
                    utc_now(),
                    self.runtime.site_id,
                    mail_id,
                    claim_token,
                ),
            ).rowcount
            if changed != 1:
                raise MailError("mail job claim is missing or stale")
            row = active.execute(
                "SELECT * FROM websitebench_mail_jobs WHERE mail_id=?", (mail_id,)
            ).fetchone()
            return self._public_job(row)

        if connection is not None:
            return execute(self._caller_connection(connection))
        with self.lifecycle.connection(transaction=True) as active:
            return execute(active)

    def mark_failed(
        self,
        mail_id: str,
        *,
        category: str,
        claim_token: str | None = None,
        retry_delay_seconds: int = 0,
        now: int | None = None,
        connection: sqlite3.Connection | None = None,
    ) -> dict[str, Any]:
        if category not in ERROR_CATEGORIES:
            raise MailError("mail failure category is not sanitized")
        if claim_token is not None and not CLAIM_TOKEN_RE.fullmatch(claim_token):
            raise MailError("mail claim token is invalid")
        if (
            isinstance(retry_delay_seconds, bool)
            or not isinstance(retry_delay_seconds, int)
            or not 0 <= retry_delay_seconds <= 3600
        ):
            raise MailError("mail retry delay is invalid")
        current_time = int(time.time()) if now is None else now
        if (
            isinstance(current_time, bool)
            or not isinstance(current_time, int)
            or current_time < 0
        ):
            raise MailError("mail failure time is invalid")

        def execute(active: sqlite3.Connection) -> dict[str, Any]:
            self.lifecycle._assert_binding(active)
            row = active.execute(
                "SELECT * FROM websitebench_mail_jobs "
                "WHERE site_id=? AND mail_id=? AND status='PENDING'",
                (self.runtime.site_id, mail_id),
            ).fetchone()
            if row is None:
                raise MailError("mail job is missing or not pending")
            if claim_token is None:
                if row["claim_token"] is not None:
                    raise MailError("mail job is claimed")
                attempts = int(row["delivery_attempts"]) + 1
                claim_clause = "AND claim_token IS NULL"
                parameters: tuple[Any, ...] = ()
            else:
                if row["claim_token"] != claim_token:
                    raise MailError("mail job claim is missing or stale")
                attempts = int(row["delivery_attempts"])
                claim_clause = "AND claim_token=?"
                parameters = (claim_token,)
            status = "FAILED" if attempts >= MAX_DELIVERY_ATTEMPTS else "PENDING"
            changed = active.execute(
                "UPDATE websitebench_mail_jobs SET status=?,error_category=?,"
                "delivery_attempts=?,claim_token=NULL,claimed_at=NULL,"
                "next_attempt_at=?,updated_at=? "
                "WHERE site_id=? AND mail_id=? AND status='PENDING' "
                f"{claim_clause}",
                (
                    status,
                    category,
                    attempts,
                    current_time + retry_delay_seconds,
                    utc_now(),
                    self.runtime.site_id,
                    mail_id,
                    *parameters,
                ),
            ).rowcount
            if changed != 1:
                raise MailError("mail job is missing or not pending")
            row = active.execute(
                "SELECT * FROM websitebench_mail_jobs WHERE mail_id=?", (mail_id,)
            ).fetchone()
            return self._public_job(row)

        if connection is not None:
            return execute(self._caller_connection(connection))
        with self.lifecycle.connection(transaction=True) as active:
            return execute(active)

    def release_stale_claims(
        self,
        *,
        older_than: int,
        now: int | None = None,
        connection: sqlite3.Connection | None = None,
    ) -> int:
        current_time = int(time.time()) if now is None else now
        if (
            isinstance(older_than, bool)
            or not isinstance(older_than, int)
            or older_than < 0
            or isinstance(current_time, bool)
            or not isinstance(current_time, int)
            or current_time < older_than
        ):
            raise MailError("stale claim window is invalid")

        def execute(active: sqlite3.Connection) -> int:
            self.lifecycle._assert_binding(active)
            return active.execute(
                "UPDATE websitebench_mail_jobs SET "
                "status=CASE WHEN delivery_attempts>=? THEN 'FAILED' ELSE status END,"
                "claim_token=NULL,claimed_at=NULL,error_category='unknown',"
                "next_attempt_at=?,updated_at=? "
                "WHERE site_id=? AND status='PENDING' AND claim_token IS NOT NULL "
                "AND claimed_at<=?",
                (
                    MAX_DELIVERY_ATTEMPTS,
                    current_time,
                    utc_now(),
                    self.runtime.site_id,
                    older_than,
                ),
            ).rowcount

        if connection is not None:
            return execute(self._caller_connection(connection))
        with self.lifecycle.connection(transaction=True) as active:
            return execute(active)

    @staticmethod
    def _public_job(row: sqlite3.Row) -> dict[str, Any]:
        return {
            "mail_id": row["mail_id"],
            "site_id": row["site_id"],
            "purpose": row["purpose"],
            "template_id": row["template_id"],
            "status": row["status"],
            "is_simulation": bool(row["is_simulation"]),
            "delivery_attempts": int(row["delivery_attempts"]),
            "error_category": row["error_category"],
            "claimed": row["claim_token"] is not None,
            "next_attempt_at": int(row["next_attempt_at"]),
        }