'music' won't play on this ipod

hi, i've downloaded some mp3s (legally) on a couple of separate instances and both times itunes won't allow me to add it to my ipod. it'll play back in itunes fine. btw - it tries to play with quicktime player first until i add it to the itunes library but it looks like a regular .mp3 not a .mov so i don't know why it's opening in quicktime. any ideas? thanks.
tried on several macs all running latest versions of QT, itunes and am using the first generation video ipod 30GB.

I think I'm having the same problem. The MP3's I'm trying to play were purchased from www.jonathancoulton.com.
I get the error message 'Some of the videos in your iTunes library, including the video "Skullcrusher Mountan", were not copied to the iPod "<iPod name>" because they cannot be played on this iPod.' which is really strange because Skullcrusher Mountain and the other things in the list are all songs in mp3 format, not video. They show up as songs in iTunes (Kind: MPEG audio file; Format: MPEG-1, Layer 3; and in fact, even: Encoded with: iTunes v6.0.3)
Has anyone else seen anything like this? I'm using iTunes 7.1.1 and just got this iPod and updated its firmware to 1.2.1.
MacBook Pro Mac OS X (10.4.9)
MacBook Pro Mac OS X (10.4.9)
MacBook Pro Mac OS X (10.4.9)

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