Sync troubles with ipod classic 80 GB Itunes 9.0.3 and mac OS X 10.4.11

Hey,
Since very recently I can't seem to sync my Ipod anymore.
Basically It syncs and I get the message sync is complete but the recently added audiobook isn't on my Ipod and the movies that were on there but are now delete from the library are still on the Ipod. Same goes for the newly added music, it's just not on there?!
I tried: upgrading Itunes, resetting Ipod using control+menu, I tried restoring it to factory settings, I tried pretty much everything (I THINK)
Can someone please help me? you can contact me via stijnvth@gmail(DOT)com

I Have a similar problem after the last update to the iTunes 9.0.3, in my case my iPod (30Gb 2005with Video) keeping restarting and crash on the apple logo point , pressing play + enter for a few seconds it make it go to disk mode, the iTunes recognized it, i used the "disk utility" just to make sure if wasn't a HDD problem and wasn't there , now I'm just waiting to get some juice on the battery to start a few tests. But the "Do not disconnect" symbol is black now instead of red.....
In your case , if some how you are syncing your iPod with 2 different iTunes library (2 computers) this problem can happen , some people iPods get similar problems when using a different software to back up the music from the iPod to the computer, if already you reset it to the factory settings and is not working , please check if your iPod music folder is not been shared with the windows media Player,(if you are using windows) if it is in the WMP option menu select to not overwrite or update the files on the music folder, some friends had a similar problem the files written via the WMP, can be played in the iTunes , but for so how it can not be copied into the ipod, they use the iTunes to manage music and sync with the iPod and the WMP to stream music from a PC via the X-Box360, PS3 or some other "DLMA"(Or something with similar letters) compatible device .
If you could try to Sync this iPod on a friend computer just as a test propose (i recommend the OS 10.5 or 10.6) maybe the problem is not in the iPod ...
Well good luck , still i have to fix my iPod here ......
Have a nice one ....

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