I can confirm that this is indeed a bug. It is a regression, there was
no problem in Gutsy and it consistently doesn't work in Hardy.

Steps to reproduce:
1. Run any Hardy configuration (results are the same from Live CD and from 
fully updated installed version)
2. Run any e-mail client (I tried Evolution, Thunderbird and Claws)
3. Set up a Gmail account (results are the same for both newly created and old 
accounts)
Settings are: pop.gmail.com:995/SSL and smtp.gmail.com:25/TLS or 
smtp.gmail.com:587/SSL

4. Create a small e-mail message and send it. This works OK.
5. Create a large e-mail message (for me the threshold is about 150 kB) and 
send it.

Expected result:
Mail gets sent like in step 4.

Actual result:
Mail client starts sending the message and stops after about 150 kB. It then 
appears to continue sending the message, but no more bytes get sent for a few 
minutes and then it reports an error message (Evolution and Thunderbird give a 
generic error message, Claws says something like "connection timeout").

Please consider reopening this bug. Also, let me know how I can test
further. Thanks!

-- 
Evolution doesn't send mail with attachments via GMail SMTP
https://bugs.launchpad.net/bugs/219054
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