HELP NEEDED - iTunes refusing to update

I added artwork to my libary for each album i have, which was fine.
When i came to update my iPod however, i received an error message 'cannot find artwork file' and 'iPod cannot be updated'.
I restored my iPod to factory settings, but when i came to update, iTunes says 'update complete' even though it obviously is not.
I am now left with an iPod with no music on it, and am unable to update, which is very frustrating.
Any ideas?
Advent T9   Windows XP   3.2Ghz Processor, 512DDR RAM

I am not too sure, but can you take a look
http://docs.info.apple.com/article.html?artnum=300248
Make sure you have the latest iTunes and iPod updater, download at apple.com

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    Should I switch match off on my iMac, but I'm not sure how I'd get updates from my MacBook across?
    Should I delete the library on my iMac, just update on the MacBook and then switch match on on the iMac so it pulls the correct info?
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    Jim

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