chatwoot/app/mailers/conversation_reply_mailer_helper.rb

module ConversationReplyMailerHelper
  include ConversationReplyMailerAttachmentHelper

  def prepare_mail(cc_bcc_enabled)
    @options = {
      to: to_emails,
      from: email_from,
      reply_to: email_reply_to,
      subject: mail_subject,
      message_id: custom_message_id,
      in_reply_to: in_reply_to_email,
      references: references_header
    }

    if cc_bcc_enabled
      @options[:cc] = cc_bcc_emails[0]
      @options[:bcc] = cc_bcc_emails[1]
    end
    oauth_smtp_settings
    set_delivery_method

    # Email type detection logic:
    # - email_reply: Sets @message with a single message
    # - Other actions: Set @messages with a collection of messages
    #
    # So this check implicitly determines we're handling an email_reply
    # and not one of the other email types (summary, transcript, etc.)
    process_attachments_as_files_for_email_reply if @message&.attachments.present?
    mail(@options)
  end

  private

  def oauth_smtp_settings
    return unless @inbox.email? && @channel.imap_enabled
    return unless oauth_provider_domain

    @options[:delivery_method] = :smtp
    @options[:delivery_method_options] = base_smtp_settings(oauth_provider_domain)
  end

  def oauth_provider_domain
    return 'smtp.gmail.com' if @inbox.channel.google?
    return 'smtp.office365.com' if @inbox.channel.microsoft?
  end

  def base_smtp_settings(domain)
    {
      address: domain,
      port: 587,
      user_name: @channel.imap_login,
      password: @channel.provider_config['access_token'],
      domain: domain,
      tls: false,
      enable_starttls_auto: true,
      openssl_verify_mode: 'none',
      **smtp_timeout_settings,
      authentication: 'xoauth2'
    }
  end

  def set_delivery_method
    return unless @inbox.inbox_type == 'Email' && @channel.smtp_enabled

    smtp_settings = {
      address: @channel.smtp_address,
      port: @channel.smtp_port,
      user_name: @channel.smtp_login,
      password: @channel.smtp_password,
      domain: @channel.smtp_domain,
      tls: @channel.smtp_enable_ssl_tls,
      enable_starttls_auto: @channel.smtp_enable_starttls_auto,
      openssl_verify_mode: @channel.smtp_openssl_verify_mode,
      **smtp_timeout_settings,
      authentication: @channel.smtp_authentication
    }

    @options[:delivery_method] = :smtp
    @options[:delivery_method_options] = smtp_settings
  end

  def smtp_timeout_settings
    {
      open_timeout: ENV['SMTP_OPEN_TIMEOUT'].presence || 15,
      read_timeout: ENV['SMTP_READ_TIMEOUT'].presence || 30
    }.transform_values(&:to_i)
  end

  def email_smtp_enabled?
    @inbox.inbox_type == 'Email' && @channel.smtp_enabled
  end

  def email_imap_enabled?
    @inbox.inbox_type == 'Email' && @channel.imap_enabled
  end

  def email_oauth_enabled?
    @inbox.inbox_type == 'Email' && (@channel.microsoft? || @channel.google?)
  end

  def email_from
    return Email::FromBuilder.new(inbox: @inbox, message: current_message).build if @account.feature_enabled?(:reply_mailer_migration)

    email_oauth_enabled? || email_smtp_enabled? ? channel_email_with_name : from_email_with_name
  end

  def email_reply_to
    return Email::ReplyToBuilder.new(inbox: @inbox, message: current_message).build if @account.feature_enabled?(:reply_mailer_migration)

    email_imap_enabled? ? @channel.email : reply_email
  end

  # Use channel email domain in case of account email domain is not set for custom message_id and in_reply_to
  def channel_email_domain
    return @account.inbound_email_domain if @account.inbound_email_domain.present?

    email = @inbox.channel.try(:email)
    email.present? ? email.split('@').last : raise(StandardError, 'Channel email domain not present.')
  end
end