File directory corrupted

Question

Every time I try to copy files from the library to the iPod it displays the message
"The iPod 'username' cannot be synced.
The file or directory is corrupted and unreadable."
The songs, according to iTunes, copy just fine onto the iPod despite this--I click the iPod button in iTunes and it shows the songs on the iPod. I disconnect the iPod and look on there and the songs have disappeared. I plug it back into the computer and even through iTunes it now says the songs are gone.
I've tried all of the 5 R's except Restore, there's too much invested on the thing that I'm willing to wipe it clean, so that's ruled out. Any suggestions short of that?

Answer 1

You might want to start pulling out those CDs, I think you need to try a restore.
If you can see your iPod in Windows when you connect it, you can try YamiPod, or other similar third party software and copy your songs back to your computer without using iTunes then do the restore.
Is there a reason you delete your library from your computer? Your current situation shows why this is not a good idea, the iPod is just not a good archive media tool. Not only should you leave the songs on your computer, I will also back them up as computers also fail.