Syncing Address Book to IPod Classic

Problem: Syncing Address Book to my iPod Classic 80 (using iMac, bought new Dec. 2007)
I have tried again and again to sync my Address Book to the iPod; with always the same weird results.
1. When I sync my iPod to the Address Book, only seven contacts of 166 appear on the iPod - THIS is the problem.
2. On the iTunes Contacts page I have checked; ‘Sync Address Book’ and ‘All Contacts’.
3. During syncing the window states that it is syncing contacts.
4. In the list of ‘Selected Groups’ (I always have ‘All Contacts’ checked) groups appear that I have deleted in Address Book.
5. I used Bento in the past, and didn’t like it; I have moved Bento from the application folder to the Trash. Could Bento be interfering somehow?
6. On Preferences I have tried vCard 3.1 and 2.0, neither worked - 3.1 is currently selected.
7. In Address Book, I did an archive backup. And then restored with the archive, no difference, with the sync. The restore worked fine in Address Book.
8. As a test, in Address Book I deleted one of the seven contacts, that do appear on the iPod (see 1. above); then synced; it still appears on my iPod - the contact that won’t die.
9. Syncing of Calendars works fine.
10. I have tried resetting the iPod. Still no difference after syncing, still only seven contacts appear, including the deleted one.
11. Where is the data for the Address Book stored on the computer? If I deleted all the data files in Address Book, would that help? Would the files rebuild themselves with the restore archive?
12. The iPod software is up to date.
13. Resetting the iPod did not change anything.
14. I did the sync manually - syncing only Contacts, still only seven contacts.
What can I do? Any ideas would be appreciated. Using the iPod for contacts would very useful - I really do not want to buy another device or a cell phone (PDA) that also stores addresses.
Thanks, Diane

OK - Now we have some progress. I did as suggested and 'Reset Sync History', The seven contacts on the iPod are gone! However, it still is not syncing up my contacts. I reset the iPod, tried manually, restarted the computer, etc. - it didn't help. Thank you for the suggestion.
Thank You, Diane

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