When syncing my classic 160, I get the message "Unable to sync .....'s iPod. Required file cannot be found."  It never gives a file name, so this is impossible to figure out. Any suggestions?

Running the 0S 2.0.5 Mac on the iPod. iPod is less than a year old.  (10 months)
Running OSX 10.9.4 on the iMac.
iTunes version 11.4 (18), 64 bit.
iPhoto version 9.5.1 (902.17)
This seems to be a photo issue, as the music files seem to be synced currently, but the photos are missing, even though they show in the computer library, and the iPod shows them as being there (number, date shown), and even has the display space formatted, however, there are no images.  You can select, but it gives a blank screen.
HELP!!

Well my first suggestion would be to return the PC and buy a new Mac instead... but that aside
When you say you moved your iTunes library over how exactly did you do that? Typically I'd suggest that you download a clean version of iTunes from online, and then move over just the music files. Not any of the additional library relates files that are found in the iTunes folder. Yes you'll lose your playlists and song counts, but there are worse things in life.

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