Outlook sync other address books

Hi,
I am trying to sync additional contacts in Outlook e.g I have the default one "Contacts" but I also have "Clients" and "Mentors".  When completing a sync in iTunes it only sync's the default contacts, how can I include the additional groups? All contacts are on the root of the e-mail account e.g
Inbox
Drafts
Sent Items
Deleted Items
Calendar
Clients*
Contacts *
Mentors*
So on and so forth...
Anyone go any ideas?

Apple intended that this task be performed by .Mac Sync. As an alternative, you can employee SyncTogether, though that application is not yet Mac OS X 10.5 compatible, a fact which might impact your near term plans.
Apple did not intend that you perform 'manual' synchronization by moving data stores from one computer to another, of attempt to synchronize using an intermediate device such as a mobile handset. Severe data corruption can result from doing so.

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