Can't add videos to ipod in OS10.8 but can in OS10.7

I have my main startup drive loaded with OS 10.8 and my second internal drive with OS10.7. Everything works fine when I've started up from the second internal drive, but when I startup up with OS10.8, I can't load any videos into my ipod. Both drives have the same version of ITunes and Quicktime. Is this a known issue and is there a solution?

Sorry, it was the end of a very long work day. The main startup drive is 10.4.8, the second internal drive is 10.4.7. I have repaired permissions and run diskwarrior on the main startup drive. It's the latest version of itunes on both drives (I double checked and ran software update on both drives). It's a brand new 80gig video ipod. I'm not on the system at the moment, but there are a bunch of problems when I use the main startup drive. The options to update and restore for the ipod are greyed out. There are no video folders in the ipod (but if I remember correctly, they are there when I start from the other drive). When I first tried running itunes with the new ipod I couldn't register the ipod. I was able to do that from the other drive. And everything seems fine when I startup from the secondary drive. When I've started up from the main drive, I can't drag videos from itunes into the ipod. It works perfectly when starting up from the other drive. The main drive is a clean install and OS and app update done about 6 weeks ago. The secondary drive was a cloned version of the startup drive (done before wiping and doing the clean install).
Thanks for your help.

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