"""
Email sender module for ScrAIbe.

Sends transcription outputs (TXT, JSON, etc.) via SMTP.
All credentials are configured via environment variables.
"""

import os
import smtplib
import logging
from email import encoders
from email.mime.base import MIMEBase
from email.mime.multipart import MIMEMultipart
from email.mime.text import MIMEText
from typing import List, Optional

logger = logging.getLogger("scraibe.email_sender")


class EmailError(Exception):
    pass


def get_email_config():
    """
    Read email configuration from environment variables.
    Raises EmailError if required fields are missing.
    """
    smtp_host = os.getenv("EMAIL_SMTP_HOST")
    smtp_port = os.getenv("EMAIL_SMTP_PORT")
    smtp_user = os.getenv("EMAIL_SMTP_USER")
    smtp_password = os.getenv("EMAIL_SMTP_PASSWORD")
    from_address = os.getenv("EMAIL_FROM_ADDRESS")
    use_tls_str = os.getenv("EMAIL_SMTP_USE_TLS", "true").strip().lower()
    use_tls = use_tls_str not in ("false", "0", "no")

    if not all([smtp_host, smtp_port, smtp_user, smtp_password, from_address]):
        raise EmailError(
            "Email configuration incomplete. "
            "Ensure EMAIL_SMTP_HOST, EMAIL_SMTP_PORT, EMAIL_SMTP_USER, "
            "EMAIL_SMTP_PASSWORD, and EMAIL_FROM_ADDRESS are set."
        )

    return {
        "smtp_host": smtp_host,
        "smtp_port": int(smtp_port),
        "smtp_user": smtp_user,
        "smtp_password": smtp_password,
        "from_address": from_address,
        "use_tls": use_tls,
    }


def send_email(
    to: str,
    subject: str,
    body: str,
    attachments: List[str],
    cc: Optional[str] = None,
) -> bool:
    """
    Send an email with optional file attachments.

    Args:
        to: Comma-separated list of recipient email addresses.
        subject: Email subject.
        body: Email body (plain text).
        attachments: List of file paths to attach.
        cc: Comma-separated list of CC email addresses (optional).

    Returns:
        True if sent successfully.

    Raises:
        EmailError if sending fails.
    """
    try:
        cfg = get_email_config()
    except EmailError as e:
        logger.error("Email configuration error: %s", e)
        raise

    # Parse recipients
    to_list = [addr.strip() for addr in to.split(",") if addr.strip()]
    cc_list = [addr.strip() for addr in cc.split(",") if addr.strip()] if cc else []

    if not to_list:
        raise EmailError("No valid 'To' email addresses provided.")

    # Build message
    msg = MIMEMultipart()
    msg["From"] = cfg["from_address"]
    msg["To"] = ", ".join(to_list)
    if cc_list:
        msg["Cc"] = ", ".join(cc_list)
    msg["Subject"] = subject

    msg.attach(MIMEText(body, "plain"))

    # Attach files
    for file_path in attachments:
        if not os.path.isfile(file_path):
            logger.warning("Attachment file not found, skipping: %s", file_path)
            continue

        try:
            with open(file_path, "rb") as f:
                part = MIMEBase("application", "octet-stream")
                part.set_payload(f.read())
                encoders.encode_base64(part)
                part.add_header(
                    "Content-Disposition",
                    "attachment",
                    filename=os.path.basename(file_path),
                )
                msg.attach(part)
        except Exception as e:
            logger.warning("Failed to attach file %s: %s", file_path, e)

    # Connect and send
    try:
        if cfg["use_tls"]:
            server = smtplib.SMTP(cfg["smtp_host"], cfg["smtp_port"], timeout=30)
            server.ehlo()
            server.starttls()
            server.ehlo()
        else:
            server = smtplib.SMTP(cfg["smtp_host"], cfg["smtp_port"], timeout=30)
            server.ehlo()

        server.login(cfg["smtp_user"], cfg["smtp_password"])
        server.sendmail(
            cfg["from_address"],
            to_list + cc_list,
            msg.as_string(),
        )
        server.quit()
        logger.info(
            "Email sent to %s (CC: %s)",
            to_list,
            cc_list or "None",
        )
        return True

    except Exception as e:
        logger.error("Failed to send email: %s", e)
        raise EmailError(f"Failed to send email: {e}")