Ipod not showing any music, Itunes dies when connecting

Hey everybody,
Here's my problem: Earlier on I loaded 40 songs on my Ipod Classic and was charging it for a little while. When I disconnected it, it told me no songs were in it's library. I reconnected the Ipod to my computer several times and everytime I did so, Itunes died on me, and a Windows window popped up informing me that the external harddrive was perhaps broken and it could attempt to fix it. I didn't do that yet since I have no idea what it's actually going to do and I was hoping there'd be a way to reset it complettly over itunes after all. I've worked my way through the apple support, rebooting etc etc, got no effect whatsoever though. Hope you can help me out.

That is helpful but not exactly what my issue was. It only showed how to drag general music into iTunes, not how to drag self-created playlists back into a folder along with "__'s iPod Selection" in iTunes and on the iPod.

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