Outlook 2010 receives but doesn't send

Hello:

I just purchased a copy of Outlook 2010 for my personal computer, and I very readily and easily got it set up to receive messages from my gmail account.  I turned IMAP on and typed my user name and password, and it started importing right away.  What I can't do is send from Outlook.  Every time I try, I get a message saying something to the effect of "Sending x of y messages", but it never does.  When I click on the "Sending" message, it comes up with an error, shown below.

I'm wondering if there's some other setting, akin to IMAP, that I need to set to receive.  I appreciate, in advance, any advice you can suggest.

Thanks, ~Peter Ferber
pop-Gmail-Error.bmp
PeterFrbWeb development, Java scripting, Python TrainingAsked:
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PeterFrbConnect With a Mentor Web development, Java scripting, Python TrainingAuthor Commented:
Based on this discussion, I got rid of everything except my gmail account (see below), and it *seems* to be working.  Things are getting sent that were not before, but the only thing that worries me is that the allotted time for finishing the synchronizing keeps going up, not down.  If it, in fact, works, as I expect, I'll close out this question and assign credit.  
NewConfiguration.bmp
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jsdrayCommented:
check your port and security settings...should be port 465 and SSL for outbound.
Also make sure you selected the "my server (smtp) requires authentication" box and the "use same as settings as my incoming" is selected.
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jsdrayCommented:
Also...are you sure you got IMAP selected?  the pic shows pop.gmail.com instead of IMAP.GMAIL.COM
Be sure to enable IMAP in the gmail settings online as well.
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Dave BaldwinFixer of ProblemsCommented:
'pop.gmail.com' is for receiving email, 'smtp.gmail.com' is for sending.
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jsdrayCommented:
very true, but imap.gmail.com is for imap incoming server.  
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Dave BaldwinFixer of ProblemsCommented:
If you look at his pic, he is getting a SMTP error trying to send to 'pop.gmail.com' which he should since 'pop.gmail.com' is the POP3 server, not the SMTP server.
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PeterFrbWeb development, Java scripting, Python TrainingAuthor Commented:
The timeline keeps increasing as the night wears on (see below), and it makes me wonder what's going on.  Honestly, I don't know what it has left to synchronize, as it's received all of my mail and it has, in fact, sent items that were held up originally.  I'm hoping that this timeline eventually goes downwards to zero, but its persistence has me somewhat worried.


Lengthening-Times.bmp
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Dave BaldwinFixer of ProblemsCommented:
IMAP syncs the status of all the mail in all the folders for that account.  If you have megabytes of email, it can take a while.  IMAP is designed to make sure you see the same thing in your Outlook as you see in webmail so it has to identify and record the status of every single message.
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PeterFrbWeb development, Java scripting, Python TrainingAuthor Commented:
I see, and yes, I do have many megabytes of email.  That settles that question.  Thanks!
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