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sglee
 asked on

Can't receive incoming email with an error

Hi,
 The sender sent an email with big attachment (16MB-37MB) file with .EXE & .ZIP from Outlook 2003 / Exch 2003 in my email account in Outlook 2010 / Exch 2010.

  But my Outlook 2010 fails to receive all three emails as seen below.
  In my Exchange 2010, I removed size limitation, so I know the size can't be an issue.
  I understand .EXE attachment being blocked due to the nature of EXE, but I don't know why .ZIP are being quarantined?

---------------------------------------------------------------------------------------------
The message or an attachment did not reach the intended recipient(s).

  Subject: Test1
     From: Sender@BBB.net
       To: Me@AAA.com
     Date: Wed, 14 May 2014 19:57:09 -0600
   Reason: attachment type policy violation (upd-pcl5-x32-5.5.0.12834.exe)
   Action: quarantine

  Subject: Test2
     From: Sender@BBB.net
       To: Me@AAA.com
     Date: Wed, 14 May 2014 19:57:09 -0600
   Reason: attachment type policy violation (upd-pcl5-x32-5.5.0.12834.zip)
   Action: quarantine


  Subject: Test3
     From: Sender@BBB.net
       To: Me@AAA.com
     Date: Wed, 14 May 2014 19:57:09 -0600

Reason: attachment type policy violation (FileFormatConverters - Copy.zip)
   Action: quarantine
---------------------------------------------------------------------------------------------
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Last Comment
sglee

8/22/2022 - Mon
ASKER CERTIFIED SOLUTION
Gareth Gudger

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Skyler Kincaid

Gareth is right. It could be outbound filtering on the senders side, inbound filtering on your Exchange server or possibly a plugin inside of your Outlook for your antivirus. Those are the three points that it could be checked and stripped of the attachments.

Can we get a little more information? Another quick questions, why are you email what looks to be printer drivers instead of just downloading them?
sglee

ASKER
Yes ZIP file was merely renamed EXE file. Since sending EXE as an attachment failed, I simply renamed the extension file name to EXE. Both sending and receiving computers have anti-virus software in place.

"your email what looks to be printer drivers instead of just downloading them?"  ---> yes it is a downloaded printer drive file. I simply renamed .exe with .zip. I wanted something big as an attachment and found this printer driver file in the download folder.

There are three possibilities:
(1) senders side,
(2) inbound filtering on your Exchange server or
(3) possibly a plugin inside of your Outlook for your antivirus

I will do more testing and post the result.
sglee

ASKER
OK. I think the filtering in on receiving end.
I sent 12MB attachment from account A (Outlook 2003/Exchange 2010) to account B (Outlook 2010/Exchange 2010) with delivery confirmation enabled.
The senders outlook received "Delivery Confirmation" as below:
***********************************************************
-----Original Message-----
From: Microsoft Outlook
Sent: Thursday, May 15, 2014 10:12 AM
To: XXX@domain.com
Subject: Relayed: Email Attachment Test 1

Delivery to these recipients or groups is complete, but no delivery notification was sent by the destination server:
'XXX@domain.com' (XXX@domain.com) <mailto:XXX@domain.com>
Subject: Email Attachment Test 1
***********************************************************

In receiving outlook, I got the following email.
***********************************************************

From: postmaster@Domain.com [mailto:postmaster@Domain.com]
Sent: Thursday, May 15, 2014 10:12 AM
To: XXX
Subject: Delivery Notification - Email Attachment Test 1

The message or an attachment did not reach the intended recipient(s).

  Subject: Email Attachment Test 1
     From: YYY@Domain.com
       To: XXX@Domain.com
     Date: Thu, 15 May 2014 08:11:38 -0600

   Reason: attachment type policy violation (/msvcr80.dll)
   Action: quarantine
***********************************************************
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