Songs missing after syncing iPod

The title of this post is a bit of a simplification of various problems I seem to be having with iTunes. The story is as follows:
1 I run ivolume periodically to equalise sound levels. However the last time I ran it it quit unexpectedly and I subsequently found that a song file wouldn't play. After I deleted this file then the next one in the library wouldn't play.
2 After repeating this process a few times, I decided instead to delete my entire iTunes library, wipe the disk partition it sits on completely clean and restore a fresh iTunes music folder from a backup
3 After doing this normal service was resumed
4 However when I synced my iPod for the first time after doing this, only about 700 of my 1000+ songs appeared on the iPod and back in my iTunes library. Plus I got a message post-syncing about 'not being able to write to the disk' (I think that's what it was.) I couldn't see any of the missing songs in the underlying file structure in my iTunes music folder so presumed them missing
5 I was about to restore my library from backup again but upgraded to iTunes 7.3 first. This had the effect of restoring all my songs back into my library (presumably because the new software reorganised or replaced the library file?)
So now everything is back to normal except that, after a fresh back up, my backup programme reported that the DS store file for some of my songs couldn't be backed up due to errors.
I now want to re-sync my iPod and am planning to restore the iPod first to its factory settings in order to try to avoid my songs going missing again.
But -before I do- does anyone have any ideas about what might be going on? And whether I should be doing anythng else? And are the DS store files a problem?

It sounds like you the MacBook Air was not your syncing computer. You can only sync with one iTunes library/computer but you can manage music and videos manually among different computers/libraries.To do that
go to iTunes>Help>iTunes Help>Sync your iPod....>Sync You Device>Set up Syncing>Sync your device manually and follow the instructions.

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