Exchange rejecting some emails

DELAGIO
DELAGIO used Ask the Experts™
on
Hi Experts,

I got a user (company owner) complaining about some emails not getting delivered to his mailbox.

I made 2 tests - one internal and one external, and both got into his mailbox.

Some hours later he still complained about the same problem. I decided to do the same test and for my surprise the external email was rejected:


Delivery to the following recipient failed permanently:

     user@domain.com.br

Technical details of permanent failure:
Google tried to deliver your message, but it was rejected by the recipient domain. We recommend contacting the other email provider for further information about the cause of this error. The error that the other server returned was: 550 550 5.7.1 Recipient not authorized, your IP has been found on a block list (state 13).

----- Original message -----

DKIM-Signature: v=1; a=rsa-sha256; c=relaxed/relaxed;
        d=gmail.com; s=20120113;
        h=mime-version:from:date:message-id:subject:to:content-type;
        bh=sxzAeW7DhYENUzSfORdk57/tYPLF2zAHidHj+XmQuho=;
        b=I7VeKi2z+XVx/Glh8tOm+U15gebMrg+s4b/pthBSnyto3HM2RdgKmCDd705u3xg6YF
         fRGRprBW+dapNsFJaAGqRoAbKKrJf71/HhQxszVoaZ8cYZY4ol+ZBaP9slAV3JAezSrM
         ecgWkwV4Znzqoaak2fOBgMaS7JYIYYsLBKJnbHVIcU81i4yCVOsqvm1jt3lm8kVrYJIe
         hlqW93ug7T0oMiN/KzvfmvVHFYBthyabyHam9ArnRmXn7uVaA2Xvgr4BXncS7e1T4WsW
         6n51EO4q1QTBpd1vbasx6m5yQ2rek0Z6GuDf0ERUIIkhjmmfiKG/eUhosLF5nj6P0qTm
         fGiA==
Received: by 10.66.87.202 with SMTP id ba10mr91245589pab.72.1356628326928;
 Thu, 27 Dec 2012 09:12:06 -0800 (PST)
MIME-Version: 1.0
Received: by 10.66.149.231 with HTTP; Thu, 27 Dec 2012 09:11:51 -0800 (PST)
From: =?ISO-8859-1?Q?Vin=EDcius_Dell=27Aglio?= <my_email@gmail.com>
Date: Thu, 27 Dec 2012 14:11:51 -0300
Message-ID: <CANBu4pX2GKbVtM+z5E874fdZM20XtUM9-2_vgkeb+0dE3ci4oA@mail.gmail.com>
Subject: Teste externo
To: monteiro <user@domain.com.br>
Content-Type: multipart/alternative; boundary=f46d042fddce84cf7804d1d8a5ff

As the error stamp, i guess it was the exchange anti spam, "ip block list provider" . Am I right?

How can I track emails that are been rejected from my Exchange?

Some tips to set a correct anti-spam configuration? I mean, i want a "light" configuration... i prefer that some spam get into my organization than legitime email get rejected.
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Author

Commented:
Forgot to say: After that rejection I did the test again and email got into the mailbox just fine! Strange behavior, no?
Manpreet SIngh KhatraSolutions Architect, Project Lead
Top Expert 2013

Commented:
It says your IP on blocklist ....check the blocklist
www.mxtoolbox.com

- Rancy

Author

Commented:
Rancy, in that case it should be gmail ip. I doubt it is in any black list....
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Manpreet SIngh KhatraSolutions Architect, Project Lead
Top Expert 2013

Commented:
Look if its your IP and the Recipient Domain has that it would still no harm checking and ensuring your fine ..... and anyways they can well be as these Public domains have a lot of issue with email as i have seen over the years

- Rancy

Author

Commented:
I didnt understand very well your last post, but i checked my IP as well... I am not in any black list.
Most Valuable Expert 2014

Commented:
The NDR that you have posted is not an Exchange NDR.
Therefore it is coming from something else.
Furthermore, if the problem was from the Exchange server then all email would be rejected.

Check your MX records, ensure that you have only one. If you have more than one, where does the other one go? That is probably the source of the problem.

Simon.

Author

Commented:
This NDR was from google. I sent a test email from gmail to my company mailbox.

My MX is OK. Got only one.
Most Valuable Expert 2014

Commented:
I know the NDR is from Google, that is how NDRs work in most cases, they are generated by the server sending the email. However the message in the NDR is generated by the recieving email - the text in the NDR is NOT from Exchange. That means it is either from another server or a third party product installed on your Exchange server.

Have you ever had more than one MX record?

Simon.

Author

Commented:
I had some missconfiguration but it was sometime ago...

Check yourself: acaoinformatica.com.br

Is is ok. And as I can see, only one mailbox had this problem... at least only one user complained..
Most Valuable Expert 2014

Commented:
It isn't a per mailbox error, as the message is being rejected at the point of delivery. It isn't Exchange, so it has to be something else.

Simon.

Commented:
Check Exchange SPAM policies.
Commented:
Well, the problem did not happen again, but I didnt find the solution for the problem.

Author

Commented:
No solution for the problem was found and the problem did not happen, so we cant try to solve it anymore.

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