Email Contact Duplicates

Hi Everyone,
In Address Book I have set up a number of "groups". Some contacts are in more than one group. When I send an email out by adding more than one group to my email, how can you ensure that contacts aren't going to get the email twice because they were in two different groups?
Tool Box
17 Powerbook 1.67Ghz; Dual 2Ghz G5 23 HD Cinema Screen   Mac OS X (10.4.5)  

Hi there,
You may find the article below helpful.
iCloud: Resolving duplicate Contacts after setting up iCloud Contacts
http://support.apple.com/kb/ts4147
-Griff

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