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Date: Sun, 26 Feb 2012 08:20:14 +0100
From: Bernt Hansson <bah@bananmonarki.se>
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To: "Bender, Chris" <chris_bender@cellularatsea.com>
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Cc: freebsd-questions@freebsd.org
Subject: Re: Email issues, relay failure, perhaps Jails is causing it.
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2012-02-26 00:54, Bender, Chris skrev:
> Hi Brent
>
> Yes the system we are calling X, is jailed by another system.
>
> Here is the jailer system:
>
> zs1#  netstat -aptcp | grep smtp
> tcp4       0      0 tools2.smtp            10.156.31.20.45081
> SYN_RCVD
> tcp4       0      0 tools2.smtp            *.*                    LISTEN
> tcp4       0      0 rt3.smtp               *.*                    LISTEN
> tcp4       0      0 npims.smtp             *.*                    LISTEN
> tcp4       0      0 wiki.smtp              *.*                    LISTEN
> tcp4       0      0 localhost.smtp         *.*                    LISTEN

Here is about jails;

http://www.uk.freebsd.org/doc/en_US.ISO8859-1/books/handbook/jails.html

Have you tried to telnet into the other jailed hostnames and 
ip-addresses, like telnet rt3.* 25

What does it say? Can you connect?

There seems to be either a jail problem or a routing problem

You can look at your routing table with netstat -r