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Exchange 2003 and Google Apps NDRs, Issue wirth SPF

Posted on 2011-02-14
9
Medium Priority
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527 Views
Last Modified: 2012-05-11
good day everyone,

i have a client that is having an issue with NDRs between their google app mail server running on a linux box and an external Exchange 2003 box, the email is being sent by the exchange 2003 server, for some reason only one domain get's bounced back. everything else is getting through.

the client seems to think it's an SPF record issue, if that issue does exist, what configuration could possibly be missing, what can i have him check to make sure all is configure properly?

this will help us eliminate the obvious things and move on to more advance troubleshooting. i will ask them for one of the bounce back message and post as soon as i have it. thank you

GL137
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Question by:GridLock137
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9 Comments
 
LVL 11

Expert Comment

by:Old User
ID: 34887782
run your clients email server through the tests available on mxtoolbox this should identify the issue.

http://www.mxtoolbox.com/diagnostic.aspx
0
 
LVL 7

Author Comment

by:GridLock137
ID: 34887824
i'll give this a shot. will get back to you with results. thank you.
0
 
LVL 7

Author Comment

by:GridLock137
ID: 34888064
this is the message they are getting:

 was not    <willie@externaldomain.com>
 delivered
 to:


 because:   Error transferring to EXTERNALDOMAIN.COM; SMTP Protocol
           Returned a Permanent Error 550 email client.


i changed the domain name but it's the external Exchange domain.
0
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LVL 7

Author Comment

by:GridLock137
ID: 34888383
this is the message the toolbox is generating when i put info he forwarded from his MX records:


220 mx.google.com ESMTP w11si6605250wfd.114


 OK - 72.14.213.27 resolves to pv-in-f27.1e100.net
 Warning - Reverse DNS does not match SMTP Banner
 0 seconds - Good on Connection time
 Not an open relay.
 3.604 seconds - Good on Transaction time

Session Transcript:
HELO please-read-policy.mxtoolbox.com
250 mx.google.com at your service [250 ms]
MAIL FROM: <supertool@mxtoolbox.com>
250 2.1.0 OK w11si6605250wfd.114 [62 ms]
RCPT TO: <test@example.com>
550-5.1.1 The email account that you tried to reach does not exist. Please try5.1.1 double-checking the recipient's email address for typos or5.1.1 unnecessary spaces. Learn more at 5.1.1 http://mail.google.com/support/bin/answer.py?answer=6596 w11si6605250wfd.114 [3104 ms]
QUIT
550-5.1.1 The email account that you tried to reach does not exist. Please try5.1.1 double-checking the recipient's email address for typos or5.1.1 unnecessary spaces. Learn more at 5.1.1 http://mail.google.com/support/bin/answer.py?answer=6596 w11si6605250wfd.114 [62 ms]
 
reverse lookup smtp diag port scan blacklist

Reported by mxtoolbox.com on Monday, February 14, 2011 at 9:12:53 AM (GMT-6)  (History)


0
 
LVL 11

Expert Comment

by:Old User
ID: 34888649
Is it the google app mailserver that is sending the mail to the external exchange?
0
 
LVL 7

Author Comment

by:GridLock137
ID: 34897297
sorry for the delay, yes it is. the client has their email hosted with google apps and they are trying to send to a domain with an exchange server.
0
 
LVL 7

Author Comment

by:GridLock137
ID: 34917086
still looking into this, any ideas?
0
 
LVL 7

Accepted Solution

by:
GridLock137 earned 0 total points
ID: 34918203
this problem seem to have resolved itself. thank you all for your help. closing out.
0
 
LVL 7

Author Closing Comment

by:GridLock137
ID: 34949721
issue resolved on its own.
0

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