disappearing original when attach to email

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Outlook version
Email Account
When attaching some files that are on the Windows 2012 server, sometimes once the email is sent (the attachments are received by the person the email is sent to) the original file is gone. The user is not dragging the attachments, just clicking on "attach file", browsing to the desired folder, and selecting the file(s). Sends the email and no problem. But going back to the folder, the files are now gone.

We can go back to the sent folder, and put the attachments back in, but do not understand why this could happen. It does not happen every time.
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