IPOD Nano experiences error when downloading music from iTunes

To make a long story short, my new Nano wouldn't fully download all songs from my iTunes library. I received an error about a missing file. As I followed the Apple suggestions to fix the problem I eventually got to a point where the Nano was frozen and wouldn't respond to anything. I couldn't even reset it. I took the Nano back and exchanged for another. The exact same thing happened again, which leads me to believe it's not the Nano that is the problem. Any help would be appreciated.

By "download" I assume you mean transferring songs from iTunes to iPod correct?
When the songs are transferring, try to pin down if it's any particular file from your library that's causing this. Watch the status window at the top of iTunes.
It may be a corrupt file from your library that's causing this, and if you can pinpoint which one(s), you can delete them from iTunes and try again.

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