Mail 5.3 won't send iCloud email. Stuck in Outbox.

I'm having issues with the Mail app not sending emails. I can receive them just fine. I am also receiving an error when attempting to save changes in Mail's preferences for my iCloud account. I've searched all over the web for fixes and have tried most of them, but nothing seems to fix the issue. Any ideas!?
Here is the error I keep receiving:

My IMAP Gmail stopped working Jan 22 2013. Gmail POP and other email accounts worked.I have Lion on a 2012 Macbook Pro.
In the end, after trying many websites, I just clicked the tilde (~) next to the Gmail Imap account and it downloaded two weeks worth of mail. It took a few minutes with the grey spinning wheel but finally came through.

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