Copying Songs to Playlists Deletes Information!

Hi,
I've got a Classic 120GB 2008/9 iPod, and everytime I iTunes try and copy and paste one song from a playlist to another, iTunes displays all playlists, folders, etc as containing 0 songs when you highlight them, and displays no songs. Apart from use of the iPods file structure/contents, the other iTunes features work ok (navigating to store etc) i.e. it doesn't seem ot be freezing. I can't use any of the iTunes features when this happens so makes the whole thing useless! Ctrl-zing to undow the pasting doesn't do anything, but if I restart iTunes, so far, it re-shows the information. Any help on this would be really appreciated! Just ask for any more info you need.
Thank you!

Is all your media in your iTunes library? Any issues with the classic can normally be resolved by restoring it and reloading the content. It also makes more sense to adjust the playlists in iTunes and then sync the changes to the device.
If you've been manually managing the content and it isn't in your library see Recover your iTunes library from your iPod or iOS device. It is too easy for the data on the device to become permanently corrupt for you to rely on it as the only location holding your media.
tt2

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