"554 5.6.0" NDR message when you send an email message to an Exchange Server 2007 mailbox from a Macintosh computer

Consider the following scenario. You send an email message that contains a PDF attachment to a Microsoft Exchange Server 2007 mailbox from a Macintosh computer. In this scenario, the email message is not delivered. Additionally, you receive a non-delivery report (NDR) message which contains the following information:

This issue occurs because the length of the last entry in the application/applefile data part of the email message is zero. Therefore, making it invalid in Exchange Server 2007. However, it should be valid according to request for comment (RFC) 1740.

To resolve this issue, install the following update rollup:

Microsoft has confirmed that this is a problem in the Microsoft products that are listed in the "Applies to" section.

The third-party products that this article discusses are manufactured by companies that are independent of Microsoft. Microsoft makes no warranty, implied or otherwise, about the performance or reliability of these products.

For more information about the application/applefile content type, visit the following Microsoft website:
For more information about RFC 1740, visit the following website: