Suddenly unable to send a Zip file

Hi there
I am having a problem sending zip files. It has been working fine before but recently it has not been posible. I always send to the same person, who has been receiving without problems before. The zipped file is 5,2 mb and generated in windows via WMWare Fusion 5. I have no problems if I use Gmail, but in Macmail it is not working.
Any good ideas?

So what is happening is the mail app can't connect to the gmail smtp server to send the email. This seems to be a fairly common problem with the built in mail program. One minute it works, can send emails, the next it can't find the smtp server for various email providers like gmail or yahoo or suggests the password is incorrect even though you haven't changed anything.
From what I read on these forums about the only way to correct this is to complete remove the account for the mail program then recreate it. Make sure you remove all smtp entries for that account also.
Maybe you should try a different email program that doesn't have these constant glitches that pop up from nowhere.

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