IPod Classic 160GB not recognized by iTunes

I have an iPod Classic 160GB in version 2.0.4 that is not recognized by itunes.
It's about 2 years old and had presented a few problems with sincying in the past, but I hadn't tried to sync it for a while.
I've transfered all the music from my Windows PC to my Mac, and the iPod was Windows formated.
It started presenting a problem to transfer all my music content from iTunes (Mac) to the iPod, but after severel hours, it only transfered a few hundreded. I've tried it several times.
So, I tried to restore it, both in Windows and Mac PCs, but the problem persisted. A hard reset didn't solve it either.
But now I have a bigger problem. The iPod is not recognized by the iTunes anymore, and the program freezes anytime I try to connect ir. As soon as it is disconnected, everything is back to normal. But the Ipod always reboots.
It is recognized in the desktop tough.
Here's what I've already tried unsuccesfully:
1. Hard Reset.
2. Put it in disk mode. Still not recognized.
3. Use Disk Utility. The disk verification says everything is in order. I've erased all content as well as format it in Mas OS Extended (Journaled). Later I've tried to erase it again but now displays a message error saying it cannot unmount the disk.
4. Used differente USB ports.
5. Saw all Apple support solutions. None worked.
6. Researched a whole bunch of forums, including this one. Noticed a lot of people with the same problem, but had difficulty finding one more recent, so I decided to open a new discussion.
I would really appreciate any suggestions.
Ipod Classic 160GB (2.0.4)
Itunes (10.6)
Mac OS Snow Leopard.
Windows XP.

It seems to be working now. Amazing!
I would like to thank you both for the help, CaliforniaHighwaysGuy and AncientMumu.
Here's what I did. I wasn't getting folder acces from my Windows XP because it was Macintosh formated.
So I connected it again to the Mac and used an online tutorial to be able to access the hidden files through Terminal. (I'm not sure if it's allowed to post links to tutorials from other sites, but I'll look into the rules and post, if possible).
Had to relaunch FInder a few times as it stopped responding from time to time. Went to iPod_Control > iTunes and erased all the files.
Disconnected the iPod, as it was still not recognized by iTunes (10.6).
Connected it to my Windows, wich has the 10.4 version of iTunes. Restored (Windows format) it and disconnected.
Went back to the Mac, and it was recognized. I Didn't restore it.
I've already transfered one album and it synced just fine. (One of the problems I was having is that the music transfer was really slow).
Already reconnected the iPod and it was once again recognized after a few seconds.
I really appreciate all the help.
I'll try to updated this post in a few days saying if it's still working properly.

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