unusual behaviour with PGP files

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unusual behaviour with PGP files

Postby adrian916 » Wed Aug 26th, 2015 11:52am

Mailtraq Version: 2.17.7.3562

We are seeing some strange behaviour when sending files encrypted with PGP / GPG

After encrypting and attaching to an outbound email, the files appear with the .gpg extension. However on receipt (either in another Mailtraq mailbox or in an Exchange mailbox on another domain), any csv or zip files have the .gpg extension changed to .TxT. Excel files however, retain the .gpg extension.

e.g. sending File1.csv.gpg is received as File1.csv.Txt
but File2.xlsx.gpg is received as File2.xlxs.gpg

This causes issues for the recipient as they cannot decrypt the file, as their PGP desktop views it as standard text file rather than an encrypted one (the content is still encrypted, but the new file extension 'confuses' the program)
We can rename the file after receipt to change the .TxT back to .gpg but don't understand why it happens in the first place

This also happens when we receive a file into a Mailtraq mailbox, but not when it is delivered into an Exchange mailbox.
Does anyone know why Mailtraq changes the extension or how we can prevent it?
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Re: unusual behaviour with PGP files

Postby Martin Clayton » Wed Aug 26th, 2015 1:43pm

Hi,
adrian916 wrote:sending File1.csv.gpg is received as File1.csv.Txt
but File2.xlsx.gpg is received as File2.xlxs.gpg

This sounds very much like Options > Incoming Mail... > Options | Enable Executable Attachment Policy ( > Executable File types | "*.???.???" ).
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Re: unusual behaviour with PGP files

Postby adrian916 » Thu Aug 27th, 2015 9:50am

Thank you Martin

That was indeed the problem!
Being new to Mailtraq, we didn't know that option was there (and probably wouldn't have looked under 'incoming' settings anyway - I guess that refers to mail coming in to the server from the Outlook client as opposed to mail coming in to a mailbox)

Having seen it now, it would make sense that an xlsx file got through as it is a 4 character extension, not 3 as in the mask.

Appreciate your help.
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Re: unusual behaviour with PGP files

Postby Martin Clayton » Thu Aug 27th, 2015 10:33am

Glad you're sorted.

adrian916 wrote:I guess that refers to mail coming in to the server from the Outlook client as opposed to mail coming in to a mailbox

Yup, client/server, in this case, smtp, where anything connecting to the service is 'incoming' - whether it's from 127.0.0.1, a lan or outer space. ;)
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