Mail won t send emails with gmail account.

Mail app was working perfectly and suddenly it stopped working
All i have configured is my gmail account with IMAP, it receives the mails perfectly but i cant get any mail to leave my outbox. I simply get the timeout error with the try again or edit settings message.
I rechecked and recreated the outgoing mail server with the settings from google, and it still happens.
I tried rebuilding the outbox as i read on these forums that it might help, but it didnt.
What else can I do?
thank you
Charles .

Hi.
You could try moving the preference file to the trash.
The file is called com.apple.mail.plist
and can be found in the following folder: username -> library -> preferences

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Below is the Connection Doctor report:
CONNECTED May 31 11:45:24.629 [kCFStreamSocketSecurityLevelNone] -- host:smtp.west.cox.net -- port:587 -- socket:0x11ecf26b0 -- thread:0x11efb70e0
READ May 31 11:45:24.653 [kCFStreamSocketSecurityLevelNone] -- host:smtp.west.cox.net -- port:587 -- socket:0x11ecf26b0 -- thread:0x11efb70e0
220 fed1rmimpo02.cox.net bizsmtp ESMTP server ready
WROTE May 31 11:45:24.698 [kCFStreamSocketSecurityLevelNone] -- host:smtp.west.cox.net -- port:587 -- socket:0x11ecf26b0 -- thread:0x11efb70e0
EHLO [nnn.nnn.nnn.nnn]
READ May 31 11:45:24.722 [kCFStreamSocketSecurityLevelNone] -- host:smtp.west.cox.net -- port:587 -- socket:0x11ecf26b0 -- thread:0x11efb70e0
250-fed1rmimpo02.cox.net hello [68.5.148.34], pleased to meet you
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250-SIZE 28672000
250-ENHANCEDSTATUSCODES
250-8BITMIME
250-STARTTLS
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