Damaged attachments when sent as Cc

Hi everyone,
I figured that this question might better be asked in the server forum, so please bear with me. The situation is as follows:
There are some Macs running 10.4 and Apple Mail. They connect to the company's Exchange server via IMAP (enabled on the server). A new message with an attachment is created and sent to a business partner. In the message's Cc field there's a coworker inside the company (i.e. it does not leave the LAN).
The business partner (To:) receives the attachment without problems. The coworker (Cc:) gets a damaged attachment, where damaged ranges from coloured distortion in PDFs to ZIPs which won't open anymore!
If the same coworker is a recipient (To:) instead of using Cc all is fine. Does anyone have an explanation for this and/or a solution? The users would like to keep Apple Mail, so I'd like to avoid switching mail clients to something like Thunderbird or Entourage...
Thanks
Björn

The shot-gun answer....
Start with a review of the raw MIME-encoded SMTP message text (looking for differences and looking for any clues that might be left there), and work from there. Between local Antivirus (AV) software and gateway AV tools and Adobe PDF and all the other spinning wheels here, wacky stuff in these configurations is fairly normal.
Here is some related reading: [(1)|http://groups.google.com/group/Is-Something-Broken/browse_thread/thread/ab 8fa8742e48eaf/1672ba889f1ef538], [(2)|http://www.experts-exchange.com/Software/ServerSoftware/Email_Servers/Exchange/Q22943443.html], [(3)|http://forums.kerio.com/index.php?t=msg&th=2678&start=0&S=b9a4b998c22510f7 32cf4c0122e98d79]; these are various other folks that have similar errors with various mail clients and mail servers. This is not the first time there have been differences between to and cc.
After that review, I'd probably look to use Outlook Express or Thunderbird on the Windows XP box, and see if that got better results. And I'd look to shut off AV and shut off any mail filtering rules for the testing with Microsoft Outlook, too.
AV tools tend to get squirrelly around PDF and zip files, too.
Also ensure Apple Mail is set to send the appropriate file format; Menu > Edit > Attachments > Always Send Windows-Friendly can potentially get involved here, too.

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Damaged attachments when sent as Cc

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