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Old 7th August 2011
backrow backrow is offline
Real Name: Anthony J. Bentley
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Join Date: Jul 2009
Location: Albuquerque, NM
Posts: 136
Default OpenSMTPD as a GMail relay

I have successfully set up smtpd to relay to GMail in the past, but for some reason it doesn’t work on this new install. This is on a 5.0 snapshot from August 3.

I followed smtpd(8) and smtpd.conf(5) to the letter:
  • /etc/mailer.conf:
    sendmail	/usr/sbin/smtpctl
    send-mail	/usr/sbin/smtpctl
    mailq		/usr/sbin/smtpctl
    makemap		/usr/libexec/smtpd/makemap
    newaliases	/usr/libexec/smtpd/makemap
  • ran newaliases
  • Code:
    $ ls -l /etc/mail/secrets
    -rw-r-----  1 root  _smtpd  59 Aug  4 21:36 /etc/mail/secrets
    $ sudo cat /etc/mail/secrets  
    smtp.gmail.com  anthonyjbentley@gmail.com:password
    $ sudo makemap /etc/mail/secrets
    $ ls -l /etc/mail/secrets.db
    -rw-r-----  1 root  _smtpd  65536 Aug  7 11:14 /etc/mail/secrets.db
  • /etc/mail/smtpd.conf:
    listen on lo0
    map aliases { source db "/etc/mail/aliases.db" }
    map secrets { source db "/etc/mail/secrets.db" }
    accept for local deliver to mbox
    accept for all relay via smtp.gmail.com tls auth "secrets"
  • /var/log/maillog:
    Aug  7 11:25:41 pinetree smtpd[30795]: startup
    Aug  7 11:26:44 pinetree smtpd[18881]: c78ba518: from=<anthony@pinetree.gateway.
    2wire.net>, size=497, nrcpts=1, proto=ESMTP, relay=1000@localhost [IPv6:::1]
    Aug  7 11:29:21 pinetree smtpd[18881]: 82f032ec: from=<anthony@pinetree.gateway.
    2wire.net>, size=419, nrcpts=1, proto=ESMTP, relay=1000@localhost [IPv6:::1]
    Aug  7 11:29:21 pinetree smtpd[12503]: 82f032ec33204ac1: to=<root@pinetree.gatew
    ay.2wire.net>, delay=0, stat=Sent
The above maillog is from two messages sent, the first to myself@gmail and the second to root. The mail to root arrived and I read it with mail(1), so local delivery works. But remote delivery doesn’t seem to:
# smtpctl show queue
MTA|c78ba518021c1668|ENQUEUED|anthony@pinetree.gateway.2wire.net|anthonyjbentley@gmail.com|1312738004|345600|1|110 connect error: No route to host
Could this be a network issue instead of a configuration issue?

I’m getting really tired of using Gmail’s webmail…

Google’s page on configuring mail clients
Many thanks to the forum regulars who put time and effort into helping others solve their problems.
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