Can't import TV show from Itunes to 4th gen nano-running OSX 10.5 with Imac

This message has also been posted to the general use forum of the 4th gen nano forum.
Bought my daughter a 4th gen nano for Christmas. Also purchased a TV show from Itunes some time back.
This TV show has been in Itunes for months, and is on my 5th gen Ipod and plays fine, but will not import to the 4th gen nano.
Here is what I have done so far:
1.Plugged the nano into the computer, highlighted nano, clicked TV show tab, clicked the TV show we wanted to sync, then clicked the sync button.
2.I downloaded a sample movie into Itunes from the apple support site, and it won't import into the nano.
3.After researching, I downloaded and reinstalled Itunes and Quicktime both.
Nothing seems to be working.
Funny thing is, there was one music video that imported from Itunes to the nan when I first registered and set it up, and it plays fine.
Does anyone have any suggestions?
Thanks.

My 13 yr. old daughter solved this problem, and successfully imported the TV show to her Ipod.
She tells me she has no idea how she did it, she just did it.
So, although I guess my problem is solved, I'd still love to know what the answer is.
Later

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