Address Book Contacts on Nano not fully synching

iTunes 7.6.2 and Address Book 4.1 on 10.5.3
No matter what I do, when I try to sync my Contacts from a stable Address Book to my 4 GB (plenty of space) Nano, it seems to skip certain contacts.
I've taken them out of AB and re-entered. But they will not synch.
Any ideas, please?

Just discovered something - I think.
It appears as though the most recent contact entered always gets dropped off and missed at synch time.
Is this a know issue?

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