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mailbox unavailable when relaying through exchange

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mailbox unavailable when relaying through exchange - 1.Feb.2013 8:09:47 AM   


Posts: 37
Joined: 20.Sep.2007
Status: offline
I have a Dell Kbox K1000 appliance that does hosts my help desk. It has the ability to create tickets if you send emails to it and it will email updates to ticket creators and admins. It's setup to send/receive email through my Exchange 2007 server.
Let's say the internal domain for my network is sub.domain.on.ca. The kbox has it's own subdomain kbox.sub.domain.on.ca. My external domain for email is domain.ca.
The email address that's configure for the kbox to receive help desk tickets is help@kbox.sub.domain.on.ca. I have in Exchange a email account help@domain.ca and a contact help@kbox.sub.domain.on.ca. The user forwards all email to the contact and is delivered to the kbox.
I can send and receive email to and from the kbox on the internal network with no issues, but if someone outside of the domain (i.e. gmail) were to send an email help@domain.ca it does reach the kbox and it creates a ticket but the kbox can not send email back.
The following is a diagosic test message from the kbox sending to an external email. I have replaced the real domains and emails with generic ones.

<= help@kbox.sub.domain.on.ca U=www P=local S=458
delivering 1U1GzZ-000POp-9T
Connecting to []:25 ... connected
SMTP<< 220 kbox.sub.domain.on.ca Microsoft ESMTP MAIL Service ready at Fri, 1 Feb 2013 08:52:12 -0500
SMTP>> EHLO kbox.sub.domain.on.ca
SMTP<< 250-kbox.sub.domain.on.ca Hello []
250-SIZE 10485760
250 XEXCH50
SMTP>> MAIL FROM:<help@kbox.sub.domain.on.ca > SIZE=1492
SMTP>> RCPT TO:<outside@outsidemail.com>
SMTP<< 250 2.1.0 Sender OK
SMTP<< 250 2.1.5 Recipient OK
SMTP<< 354 Start mail input; end with <CRLF>.<CRLF>
SMTP>> writing message and terminating "."
SMTP<< 250 2.6.0 <E1U1GzZ-000POp-9T@kbox.sub.domain.on.ca > Queued mail for delivery
=> outside@outsideemail.com R=smart_route T=remote_smtp H= []
Completed is my Exchange IP and is the kbox IP
SO that looks okay but I get the following error bounce message:

Delivery has failed to these recipients or distribution lists:

An error occurred while trying to deliver this message to the recipient's e-mail address. Microsoft Exchange will not try to redeliver this message for you. Please try resending this message, or provide the following diagnostic text to your system administrator.

The following organization rejected your message: Requested.

Sent by Microsoft Exchange Server 2007

Diagnostic information for administrators:

Generating server: sub.domain.on.ca

Requested #550 Requested action not taken: mailbox unavailable ##

Original message headers:

Received: from kbox.sub.domain.on.ca ( by
exchange.sub.domain.on.ca ( with Microsoft SMTP Server id; Fri, 1 Feb 2013 08:52:12 -0500
Received: from www by kbox.sub.domain.on.ca with local (Exim 4.68
(FreeBSD)) (envelope-from <help@kbox.sub.domain.on.ca>) id
1U1GzZ-000POp-9T for outside@outsideemail.com; Fri, 01 Feb 2013 08:49:21 -0500
To: <outside@outsideemail.com>
Subject: K1000 mail test
Message-ID: <E1U1GzZ-000POp-9T@kbox.sub.domain.on.ca>
From: <help@kbox.sub.domain.on.ca>
Date: Fri, 1 Feb 2013 08:49:21 -0500
MIME-Version: 1.0
Content-Type: text/plain
Return-Path: help@kbox.sub.domain.on.ca
X-GFI-SMTP-Submission: 1
X-GFI-SMTP-HelloDomain: kbox.sub.domain.on.ca
Content-Transfer-Encoding: quoted-printable

In Exchange I have setup receive and send connectors between the two servers. Not sure what else I can do here. Like I said it does work internally. Just not outside.

< Message edited by mori_m -- 1.Feb.2013 8:11:51 AM >
Post #: 1
RE: mailbox unavailable when relaying through exchange - 1.Feb.2013 8:34:47 AM   


Posts: 37
Joined: 20.Sep.2007
Status: offline
Turns out it was my watchguard firewall.

(in reply to mori_m)
Post #: 2

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