some mail don't get delivered

  • I have a strange issue.


    In the past years/month I got successfully mails from my OMV system.
    But in the last couple of weeks sometimes my males got lost.
    it COULD be in conjunction with updating to OMV 4 and Debian 9.


    I am using a dedicated gmail account for sending the mails from my server. (DEDICATED@gmail.com)
    The mail are send to a paid mail server (PRIVATE@example.com), wich again forwards them to another gmail account.


    After some test I thing I can reproduce the issue.


    This works

    Bash
    echo $(date); echo -en "From: \"Test\" <DEDICATED@gmail.com>\nSubject: Testmail\n$(date)" | /usr/sbin/sendmail PRIVATE@example.com



    This does not work:


    Bash
    echo $(date); echo -en "From: \"Test\" <DEDICATED@gmail.com>\nSubject: Testmail\n$(date)" | /usr/sbin/sendmail root


    Code
    l 18 23:18:00 magneto postfix/pickup[14553]: 769D7B200CA: uid=0 from=<root>
    Jul 18 23:18:00 magneto postfix/cleanup[13797]: 769D7B200CA: message-id=<20190718211800.769D7B200CA@magneto.fritz.box>
    Jul 18 23:18:00 magneto postfix/qmgr[2743]: 769D7B200CA: from=<DEDICATED@gmail.com>, size=315, nrcpt=2 (queue active)
    Jul 18 23:18:00 magneto postfix/pipe[13800]: 769D7B200CA: to=<openmediavault-notification@localhost.localdomain>, relay=omvnotificationfilter, delay=0.04, delays=0.01/0/0/0.02, dsn=2.0.0, status=sent (delivered via omvnotificationfilterservice)
    Jul 18 23:18:01 magneto postfix/smtp[13799]: 769D7B200CA: replace: header Subject: Testmail: Subject: [magneto.fritz.box] Testmail
    Jul 18 23:18:01 magneto postfix/smtp[13799]: 769D7B200CA: to=<PRIVATE@example.com>, orig_to=<root>, relay=smtp.gmail.com[108.177.15.108]:587, delay=1.1, delays=0.01/0/0.43/0.63, dsn=2.0.0, status=sent (250 2.0.0 OK  1563484681 u186sm44351703wmu.26 - gsmtp)
    Jul 18 23:18:01 magneto postfix/qmgr[2743]: 769D7B200CA: removed




    When I log into DEDICATED@gmail.com I can see all mails in the send folder.
    Even the ones that don't got forwarded.
    When inspecting the "original message" (source code) of the mails in GMail I can see no difference between the ones that get send to PRIVATE@example.com and the ones that don't, except from timestamps and message-IDs.



    My `/etc/postfix/recipient_canonical` looks like this


    Code
    root PRIVATE@example.com
    cwempe PRIVATE@example.com
    @magneto.fritz.box PRIVATE@example.com




    `/etc/aliases`

    Code
    # /etc/aliases
    mailer-daemon: postmaster
    postmaster: root
    [..]
    root: cwempe



    Another strange thing, the "to" is empty and only "bcc" is filled in the mails.
    Is this expected?


    forum.openmediavault.org/wsc/index.php?attachment/12627/




    Any idea what the cause of this issue could be?



    My system:

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