EXPERT RESPONSE
This question is asked quite often. While there are many possible options, the best solution is discussed in the Microsoft article, "How to selectively prevent users from sending or receiving Internet email in Exchange Server 2003 or in Exchange 2000 Server."
I would suggest using a custom attribute (Extension Attribute ##) rather than the recommended "Description field" to define the filter for the recipient policy.
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Related information from SearchExchange.com:
Tip: Prevent Exchange 2003 users from sending or receiving Internet mail
Tip: Importing and exporting Exchange Server 2003 sender filters
Tip: Limiting an Exchange 2000 user's sending capabilities
Reference Center: Exchange Server permissions tips and resources
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