Email from Address Book-Get "Cannot Send"??

My Email & Address Book work fine for sending a message. BUT...we have approx 150 Accounts listed in Address Book and when I try to send a email to the entire group (called Accounts) I get a meassge back:
"Cannot Send Message Using Server smtp.gmail>com"
I've tried any, and all, and get same message no matter what server?
It sates : "server response was :5.1.2 or other punctuation after the recipient's email address :4sm986638ywg.13
HOW can I email ALL these 150 clients a message without ALL this trouble?? Is something wrong in Address Book? Checked ALL addresses and look fine?

OK, perhaps I see the problem now.
Outgoing Mail Server: smtp.gmail.com
http://email.about.com/od/macosxmailtips/qt/et_gmailosxmail.htm
http://islandinthenet.com/2009/05/08/how-to-setup-leopard-mailapp-to-use-gmail-2 /

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