Problems with email containing a .docx attachment created on a Mac

Hello Exchange Experts,

Our organization is running Exchange 2007.  We have a user that works from home and often email messages to other users inside the organization from his AOL account.  If he just types out an email message, everything works as expected.  If he sends a Word document as an attachment, he receives an NDR.  This user uses a Mac and Apple’s version of Office.  The Word documents have a .docx extension.  Word documents from all other users are working without any issues.  Below is a copy of the NDR.

Delivery has failed to these recipients or distribution lists:
The e-mail system had a problem processing this message. Microsoft Exchange will not try to redeliver this message for you. Please provide the following diagnostic text to your system administrator.
Sent by Microsoft Exchange Server 2007

Diagnostic information for administrators:
Generating server: summitlan.states
#554 5.6.0 STOREDRV.Deliver; Corrupt message content ##rfc822;
Original message headers:
Received: from ( by CAS-HUB01.summitlan.states

 ( with Microsoft SMTP Server id 8.1.358.0; Fri, 9 Apr 2010

 15:17:52 -0700

Received: from (localhost.localdomain [])    by localhost

 (Email Security Appliance) with SMTP id 182745642FF_BBFA791B   for

 <>; Fri,  9 Apr 2010 22:17:53 +0000 (GMT)

Received: from ( [])    by (Sophos Email Appliance) with ESMTP id 214C25642F6_BBFA790F  for

 <>; Fri,  9 Apr 2010 22:17:52 +0000 (GMT)

Received: from ( [])  by (8.14.1/8.14.1) with ESMTP id o39MHUhS008722   for

 <>; Fri, 9 Apr 2010 18:17:30 -0400

Received: from   by  (mail_out_v42.9.) id

 m.dc0.1824b7e (45495)   for <>; Fri, 9 Apr 2010

 18:17:25 -0400 (EDT)

Received: from (

 []) by (v127_r1.2) with ESMTP id

 MAILCIAMC082-b2934bbfa771114; Fri, 09 Apr 2010 18:17:25 -0400

Received: from webmail-m101 ( []) by (v127_r1.2) with ESMTP id

 MAILSMTPRLYME013-b2934bbfa771114; Fri, 09 Apr 2010 18:17:21 -0400

References: <8A8BF0E709DCD14C99C6F4C0D4DAA412F2C8199E@MAIL01.summitlan.states>

To: <>

Subject: Fwd: Issues with email being sent from you home PC

Date: Fri, 9 Apr 2010 18:17:21 -0400


In-Reply-To: <8A8BF0E709DCD14C99C6F4C0D4DAA412F2C8199E@MAIL01.summitlan.states>

X-MB-Message-Source: WebUI

MIME-Version: 1.0

From: <>

X-MB-Message-Type: User

Content-Type: multipart/mixed; boundary=


X-Mailer: AOL Webmail 31423-STANDARD

Received: from by (

 with HTTP (WebMailUI); Fri, 09 Apr 2010 18:17:21 -0400

Message-ID: <>


X-AOL-VSS-INFO: 5400.1158/0

X-Spam-Flag: NO


X-Sophos-ESA: [], Antispam-Engine:, Antispam-Data: 2010.4.9.220314

Who is Participating?
mmarx82Connect With a Mentor Commented:
I'm betting on it's an issue with how aol handles the attachement, see if you can't get them to send a test email from hotmail or gmail with the document and see what happens.
Alternatively you could ask him to save the files as a doc file rather than docx file through the save as menu.
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