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  1. Jenkins
  2. JENKINS-58976

Mail "Test configuration" not working with SMTP auth

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    • Icon: Task Task
    • Resolution: Unresolved
    • Icon: Minor Minor
    • mailer-plugin
    • OS: Windows 10 1809
      Java: Oracle JRE 1.8.0_20-b26
      Jenkins: 2.189
      Mailer Plugin: 1.24
      Jenkins is run as a windows service
      Browser: Firefox 68.0.2

      The settings under "E-Mail Notification" are configured to use SMTP Authentication with SSL.

      Using "Test configuration" leads to an exception: "java.net.SocketException: Connection closed by remote host". The full stack trace is attached.

      This only happens with the "Test configuration" button. Regular build-failed mails actually work fine.

      Mail is configured like this (see also jenkins_mail_config.png):

      SMTP Server: smtp-relay.gmail.com
      Use SMTP Authentication: checked
      User Name and Password: entered
      Use SSL: checked
      SMTP Port: 465
      Charset: UTF-8
      Test e-mail recipient: e-mail address entered

      Logging the traffic with sslsplit shows that AUTH LOGIN was not performed:

      220 smtp-relay.gmail.com ESMTP h25sm4317wmb.21 - gsmtp
      EHLO FIREBIRD
      250-smtp-relay.gmail.com at your service, [_IP redacted_]
      250-SIZE 157286400
      250-8BITMIME
      250-AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH
      250-ENHANCEDSTATUSCODES
      250-PIPELINING
      250-CHUNKING
      250 SMTPUTF8
      MAIL FROM:<redacted>
      550-5.7.1 Invalid credentials for relay [_IP redacted_]. The IP address you've
      550-5.7.1 registered in your G Suite SMTP Relay service doesn't match domain of
      550-5.7.1 the account this email is being sent from. If you are trying to relay
      550-5.7.1 mail from a domain that isn't registered under your G Suite account
      550-5.7.1 or has empty envelope-from, you must configure your mail server
      550-5.7.1 either to use SMTP AUTH to identify the sending domain or to present
      550-5.7.1 one of your domain names in the HELO or EHLO command. For more
      550-5.7.1 information, please visit
      550 5.7.1 https://support.google.com/a/answer/6140680#invalidcred h25sm4317wmb.21 - gsmtp

      Build-failed mails work as expected with AUTH LOGIN:

      20 smtp-relay.gmail.com ESMTP cf12sm48397ejb.11 - gsmtp
      EHLO FIREBIRD
      250-smtp-relay.gmail.com at your service, [_IP redacted_]
      250-SIZE 157286400
      250-8BITMIME
      250-AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH
      250-ENHANCEDSTATUSCODES
      250-PIPELINING
      250-CHUNKING
      250 SMTPUTF8
      AUTH LOGIN
      334 VXNlcm5hbWU6
      redacted
      334 UGFzc3dvcmQ6
      redacted
      235 2.7.0 Accepted
      MAIL FROM:<redacted>
      250 2.1.0 OK cf12sm48397ejb.11 - gsmtp
      RCPT TO:<redacted>
      250 2.1.5 OK cf12sm48397ejb.11 - gsmtp
      DATA
      354 Go ahead cf12sm48397ejb.11 - gsmtp
      Date: Sat, 17 Aug 2019 21:10:44 +0200 (CEST)
      From: Jenkins <redacted>
      To: redacted
      Message-ID: <14698696.4.1566069044700.JavaMail.FIREBIRD$@FIREBIRD>
      In-Reply-To: <21875298.1.1566064846550.JavaMail.FIREBIRD$@FIREBIRD>
      References: <21875298.1.1566064846550.JavaMail.FIREBIRD$@FIREBIRD>
      Subject: Build failed in Jenkins: Plakat.NET #1515
      MIME-Version: 1.0
      ...

        1. Exception.txt
          6 kB
          Norbert Harrer
        2. jenkins_mail_config.png
          36 kB
          Norbert Harrer
        3. ssl-log-windows-vm.png
          83 kB
          Norbert Harrer

            alecharp Adrien Lecharpentier
            nharrer Norbert Harrer
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              Created:
              Updated: