HELP!! iPod won't recognise some MP3 files even though they're in iTunes

I downloaded a bunch of language lessons - all 120 of them! Problem is that of the 120, about 30 will not export from iTunes to iPod. I've updated the tags, swapped around the files. Nothing is working.
For example in the first folder there are 30 MP3 files, but only 23 will migrate across to iPod. Yet I can play all of them on the computer, but not on the iPod, because it won't even recognise the 7. I've looked at the file info etc .. and its exactly the same for all 30.
I have organised all files into a playlist, and I can easily play them from the computer, and they're all there. But 30 or so are missing on the iPod. Hmmmm??
Any clues?

Hey atlangley,
Thanks for the question. It may be that these songs did not download fully, or correctly. The best troubleshooting step may be to delete the songs from your library, and re-download using iTunes in the Cloud (if available in your country).
For more information, see the following:
Songs in iTunes may not play back completely
http://support.apple.com/kb/TS4357
Symptoms
Occasionally, if a song purchased from the iTunes Store on a Mac or PC was not downloaded completely, the song may not play back fully. The song may abruptly stop during playback, and iTunes may start playing the next song in your library or playlist.
Resolution
If iTunes in the Cloud is available in your country, try the following steps to resolve the issue:
1. Delete the purchased song that is exhibiting the problem from your iTunes library.
2. Click on the Purchased link in the iTunes Store to view your previously purchased music.
3. Download your previously purchased song from this list.
Note: iTunes in the Cloud, which allows you to download previously purchased songs from the iTunes Store, is not available in every country. Learn if iTunes in the Cloud is offered in your country.
Thanks,
Matt M.

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