Outgoing Message Stuck, but message still sends

I have been having a problem with my email through Mail. The message will send, but show as an 'Outgoing Message'. It will never clear or show as being sent. If I close out of Mail, which I relaunch, it will send again (and go through the whole process again with getting stuck).
I am also not able to receive emails.
All is OK with the connections. I can access my email through the web server and through my MacBook.
It is only a problem on my iMac.
Not sure if this was a trigger, but the problem started after I tried sending a file that was way too big off this computer. I stopped the email and deleted it. I have since gone to the web program and deleted all trash files.
It is like my computer is not communicating properly with the Mac server. (but it obviously is since the emails are sending)
Any help or direction would be greatly appreciated!
Thanks!

this is not something that belongs in osx server sections since its about your mail client.
but, try to rebuild the mail box. (menu mailbox -> rebuild at the bottom.
if that doesn't work, restart computer and go in to your home folder, > Library -> Mail, trash the file "envelope index". THEN start mail, let it wait for it to rebuild the mailboxes.
If that doesn't work, i'm out of ideas. good luck.

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