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Unable to reply to a group in Mac Mail 6.6 OS x 10.8.5

I have a google apps email account setup in mac mail.
using imap to sync mail with all devices.
It works fine for sending & recieving all mails expect when i try to reply to a group??
I always get "cannot send message using the server gmail"
i have tried deleting all smtp references in the keychain.
deleting & re creating the account in mac mail.
have tried using the isp smtp settings instead of smtp.gmail.com
have googled to death!! but there doesnt seem to be any solution?
i also tried it in outlook for mac 2011 but had the same issue.
maybe someone here has heard of this issue?
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crangle22
Asked:
crangle22
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1 Solution
 
Skyler KincaidNetwork/Systems EngineerCommented:
When you say a group do you mean one that you have created on your computer in your Address Book or a group in Gmail?

It looks like the limits are described in this link:

https://support.google.com/mail/answer/22839?hl=en

How many people are you trying to send to at once?
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crangle22Author Commented:
It's a group of 8 people.
I haven't setup a group in my contacts.
I'm just trying to reply to them!
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Skyler KincaidNetwork/Systems EngineerCommented:
Well then you are not reaching those limits. If you expand the group does it show any recipients? I used to use Mac Mail but have since moved to just using the web interface for Gmail.

The only thing I think of is that OSX and Mail aren't handling the groups very well and you can see some similar issues and fixes in this thread that might be helpful:

https://discussions.apple.com/message/17349282#17349282
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crangle22Author Commented:
thanks for the help.
he's just using the web gmail to reply to groups as a workaround!
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