iTunes not syncing selected playlists, choosing songs from all playlists
Sync Music:
Selected Playlists, artists, genres
Music Videos - Not Checked
Automatically fill free space with songs - Checked
I have two playlists from which I wish a selection to be made, which exceeds the size of the iPod (they were designed for larger devices synced with this machine). When I attempt to Sync, I get a message saying that the iPod is too small, and would I like iTunes to automatically choose songs to sync. If I click no, the sync is canceled. If I click yes to have a subset of my two playlists automatically choosen, the ipod will sync, but then iTunes clears all of my selected playlists and starts syncing songs from all playlists.
This seems like a bug in iTunes to me, as it is not performing the requested options. Has anyone else experienced this, or know how to get it fixed? Or to get a bug report sent in to Apple? I have been going all over the place on their support page, and since this isn't an issue with the iPod, but with iTunes, I haven't been able to find a support avenue.
Mac OS X (10.6.2)