I can't move tv show to ipod when used as external drive

I have been putting itunes purchased tv shows on my 60g ipod as a hard drive untill it stopped working. I drag the show to the ipod icon on the desktop and the plus sign appears then nothing happens. I have 28g free and it's worked fine untill now. I'm just doing this temporarily untill i get a new hard drive for my computer. I only have 13g now. So if I want to buy anything else I have to free up the space and I know that if I just put it on my ipod as a watchable video I can't move it back.
G3 b&w   Mac OS X (10.4.7)  

Does this video play in iTunes? How is your iPod configured to sync videos from under its Movies configuration tab in iTunes?
See this article for more information on syncing videos.
http://support.apple.com/kb/ht1333
B-rock

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