Cannot delete file from disk after emailling that file like attachment

After i send some file from disk in Mail like attachment i cannot delete that file from disk unless i quit Mail. Like Mail is still using a file. Of course, that mail is in Sent mail, not in outbox.

This deeper than that. I created another account on the same iMac and it works in Harmony with my other devices and Documents in the cloud. I can only imagine the icloud account is somehow corrupted (I am on my macbook not iMac at the moment). There have been no updates to the Calendar, Contacts or Documents since early January on that account. I have spent 1hr on the phone with support and they were baffled as well. Only thing I can gove as insight to the problem is this, I was on the Mac Mini which was backed up on Time Machine. about 4 or 5 months ago I had to completley restore the Mac Mini becasue of the never ending circle on the load screen. The Backup failed to work it kept loading the issue and 4 or 5 times the circle of death kept coming up I would subsequently wipe the Mini and go further back in the back up until I go a copy that worked.  I then loaded the Time Mache back up into my NEW iMac and wnet from there. It took about a month for this problem I am detailing above to start happening. It maybe a corrupt file loaded from the backup into the new iMac causing this problem. Best answer I can think of on my own???

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