ITunes sync forgot all settings - how can I fix?

It's the second time now that iTunes deleted all my Movies, TV Shows and Music from my iPod because it forgot what to synchronize.
Usually I synchronize selected playlists and selected TV Shows. It just happened the scond time that iTunes forgot which playlists and shows I want to synchronize and simply deleted them all from the iPod.
I'm wondering:
How can this happen?
What can I do against it?
Can I retrieve the settings somehow (I have timemachine active)?
I'm (still) using 10.5.8 an an iPod 4th Gen with iOS 6.something

iTunes tells me: 10.6.3 (25)
The loss does not happen each time. I already synced once today and that worked. Just the next time failed.
I also have the feeling that the loss happened when iTunes created a backup of my iPod - but I might be mistaken.

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