My Ipod Classic (160G) no longer synchs completely with iTunes (93G). Have reset and restored to no avail. AM about to try roll back to a previous version of iTunes, which has been on auto update.

My iPod Classic (160G) used to sync flawlessly with iTunes (93G).
Recently, there seem to be fewer folders syncing. In particular, it is not syncing more recent adds. It also occassionally refuses to sync at least one mp3 downloaded from Amazon.com, giving an unable to sync message with an error code or 50.
I'm running iTunes version 10.7, and the software (2.04) on myiPod is current.
I only use the iPod for music. I have only one playlist.
Reset and restore did not fix the problem; I'm considering rolling back to a previous version of iTunes. Are there any other ideas to consider?
Please advise.
Thanks,
R

giving an unable to sync message with an error code or 50
See this older thread for some possible solutions.
https://discussions.apple.com/thread/3924425?tstart=0
iTunes and its sync process with your iPod have been know to choke once the amount of data that needs to be transferred, replaced, or updated, reaches a certain size limit in GBs.
B-rock

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