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There was a SMTP communication problem with the recipient's email server. Please contact your system administrator.

Posted on 2009-05-06
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Last Modified: 2012-05-06
We have a recurring issue where one of our contacts is in an email chain and they are replying to emails from us and some go through to us and some get bounced with the below error.  Is this on my end, or theirs?  How can we resolve this?  It looks like they have Postini -- could this be causing issues?

Thank you.


Your message did not reach some or all of the intended recipients. Subject: RE: Sent: 04/28/2009 4:35 PM The following recipient(s) could not be reached:

  user@ourdomain.org on 4/28/2009 4:36 PM
  There was a SMTP communication problem with the recipient's email server. Please contact your system administrator.
  <EX-021.mail.navisite.com #5.5.0 smtp;550 sorry, no mailbox here by that name. (#5.7.17)>
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Question by:David Hulnick
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Expert Comment

by:zelron22
ID: 24315805
My guess is that they have a contact set up for your recipient on their side.  Sometimes, when they reply, it goes through.  Other times they may inadvertantly be using their contact which is probably configured incorrectly, either has a typo, or the email address on your side changed, something like that.
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Author Comment

by:David Hulnick
ID: 24315829
This issue occurs for multiple users in our system.  They all email regularly with the contact (it's not just one account that is affected).
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Expert Comment

by:zelron22
ID: 24316183
When they get an NDR, have them send it to you as an attachment so you can view the message header information.  It's got to be as an attachment, otherwise it'll strip out the header.
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Author Comment

by:David Hulnick
ID: 24316428
Attached is the header from a NDR
X-MimeOLE: Produced By Microsoft Exchange V6.5
Received: from ex-018.mail.navisite.com ([172.16.1.32]) by EX-201.mail.navisite.com with Microsoft SMTPSVC(6.0.3790.3959); Thu, 19 Mar 2009 12:05:57 -0500
MIME-Version: 1.0
Content-Type: multipart/report; report-type=delivery-status;
	boundary="----_=_NextPart_004_01C9A8B4.F8ABADC3"
Received: from exprod5mo105.postini.com ([64.18.0.128]) by ex-018.mail.navisite.com over TLS secured channel with Microsoft SMTPSVC(6.0.3790.3959); Thu, 19 Mar 2009 12:05:57 -0500
Received: from postini.com (exprod5mc104.postini.com [64.18.0.135]) by exprod5mo105.postini.com (Postfix) with ESMTP id 690CC4241A7 for <tmarchionne@linxas.com>; Thu, 19 Mar 2009 10:05:56 -0700 (PDT)
Received: from source ([207.113.246.135]) by exprod5mx190.postini.com ([64.18.4.10]) with SMTP; Wed, 18 Mar 2009 12:25:54 EDT
Content-Class: urn:content-classes:dsn
Subject: Undeliverable: RE: Delivery Status Notification (Failure)
Date: Thu, 19 Mar 2009 12:05:57 -0500
Message-ID: <4p3u2sRKh000040ff@EX-021.mail.navisite.com>
X-MS-Has-Attach: yes
X-MS-TNEF-Correlator:
Thread-Index: Acmn4Mcqpnynh/1NTwqCEyavUPO9BgABKTSjADPjLEQ=
From: "System Administrator" <postmaster@mail.navisite.com>
To: "Tony Marchionne" <tmarchionne@linxas.com>

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Expert Comment

by:briandunkle
ID: 24316996
Okay, in this error message

user@ourdomain.org on 4/28/2009 4:36 PM
  There was a SMTP communication problem with the recipient's email server. Please contact your system administrator.
  <EX-021.mail.navisite.com #5.5.0 smtp;550 sorry, no mailbox here by that name. (#5.7.17)>


is user@ourdomain.org a valid address? That's the one that's getting rejected for whatever reason.
Try this, please:
- send email to invalidaddress@ourdomain.org (i.e. an intentional fail, but the right domain)
- send email to user@ourdomain.org (the valid address - cut and paste that one so you know it's not a weird glitch in the address)

 and see exactly what error message you get (i.e. like the above). It may be that the mail isn't going to the right place for whatever reason.

You'll need to do that from an external account (gmail or yahoo or something, if you don't have one handy).
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Expert Comment

by:zelron22
ID: 24317014
These are your servers?

Received: from ex-018.mail.navisite.com ([172.16.1.32]) by EX-201.mail.navisite.com with Microsoft SMTPSVC(6.0.3790.3959); Thu, 19 Mar 2009 12:05:57 -0500
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Author Comment

by:David Hulnick
ID: 24317143
navisite.com is the sender's servers -- I'm thinking that it's their issue, but want to have an explanation and possible solution for them.

Is there any chance that this issue is on my end?
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Expert Comment

by:briandunkle
ID: 24317760
Yes. I'm assuming that error message is from the people trying to send mail to you; thus the server listed is their own, reporting back the reply it supposedly got from your server.

It's definitely a mailbox, rather than address issue - it's a specific message - not getting that a user or address doesn't exist, just mailbox doesn't exist. It might be that it's ending up at the wrong exchange server if you have more than one, or in any case is ending up on the wrong box on your end.

This looks like maybe this issue:
http://www.experts-exchange.com/Networking/Protocols/Application_Protocols/Emai/SMTP/Q_22934467.html



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Author Comment

by:David Hulnick
ID: 24318040
You are correct.  This is an error message that an outside user is receiving when replying to certain messages from us.  The difficult part of this is that it is intermittant and sometimes works.  Sometimes it goes through, and sometimes it doesn't and he receives the NDR message.  We only have 1 exchange server on our end.
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Expert Comment

by:briandunkle
ID: 24318913
Is there any other machine internally that might answer to yourdomain.org? You might try putting in an MX record locally as well as externally...
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Accepted Solution

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David Hulnick earned 0 total points
ID: 24661322
A workaround is being used to resolve the issue:

When they reply to one of our emails they receive a bounce back
#5.5.0 smtp;550 sorry, no mailbox here by that name. (#5.7.17)>

If they add other recipients they receive the email fine but ours still fail.

SOLUTION: If they manually type in the email address it works.
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