IPod classic freezes when syncing with iTunes

This is a complicated story involving my two brothers, a traded ipod, and sadness - here goes...
Brother "A" had an iPod, which was traded to brother "B". Brother "A" was on windows, brother "B" was on a mac. The ipod would not sync with the mac, even after being reformatted and restored with latest software of both itunes and ipod. When syncing it gets to song 25 and stops. Every time, no matter the song.
Here is what I have tried:
• All software updated
• Ipod was reformatted and restored
• iTunes library was rebuilt - all unauthorized songs and duplicates removed (my brothers library was a mess)
After all this it still freezes when it is copying song 25. The ipod was working fine (so brother "A" claims) when syncing with the windows machine. Any suggestions?

Make that another person WITH AN IPOD PROBLEM<<<</div>
This forum is like a hospital - you're going to see a lot of sick people!
i bought it at apple.com<<<</div>
Then Apple has a record of the purchase.
i don't think that my nearest apple store will help me either<<<</div>
Why wouldn't they? Remember - Apple has a record of the purchase.

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IPOD FREEZES WHEN SYNCING WITH ITUNES/WON'T UPDATE SONGS

Make that another person WITH AN IPOD PROBLEM...But i don't have the receipt(it was a Christmas present for my son and i bought it at apple.com and i'm not good at keeping receipts)It does not sync with Itunes on my mac it freezes when trying to sync it. It updates a couple songs and stops and if you click on something you get the pinwheel and i did restore it to factory specsto and i can't disconnect without just pulling the plug and i don't think that my nearest apple store will help me either...
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Make that another person WITH AN IPOD PROBLEM<<<</div>
This forum is like a hospital - you're going to see a lot of sick people!
i bought it at apple.com<<<</div>
Then Apple has a record of the purchase.
i don't think that my nearest apple store will help me either<<<</div>
Why wouldn't they? Remember - Apple has a record of the purchase.

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IPod classic freezes when syncing with iTunes

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