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GpgOL: S/MIME + Exchange 2016 Can lead to 550 5.6.0 M2MCVT.StorageError.Exeption
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When sending an S/MIME mail with GpgOL according to the forum Exchange 2016 returns an error ( )

I myself can reproduce this with an account.

Generating server:
Remote Server returned '550 5.6.0 M2MCVT.StorageError.Exception: ConversionFailedException, Content conversion: Invalid S/MIME encrypted message.; storage error in content conversion.'



Event Timeline

Playing around with this a bit: I can get messages to pass if I set the content type of our MOSS attachment to multipart/encrypted .
The problematic thing there is that there is a comment in the code that explicitly states that multipart/signed is needed to activate MSOXSMIME. So we have to be careful, maybe even check the Server Version somehow as I don't want to break older stuff.

aheinecke changed the task status from Open to Testing.Apr 5 2018, 3:17 PM

3.1.0 is released and this issue is to our knowledge fixed.