Mystery iPod with Mystery Question?

I happened to get my cousin's old iPod, because he said something about it not working and maybe I could fix it. It's a white 20GB, but I have no idea what generation it is. Old, because the screen isn't color. Anyway, at first I couldn't get it to turn on, but I plugged it into the wall and it started charging so at first I thought my cousin was just foolish and forgot to charge it. So I curiously plugged it into my computer and at first glance it seems fine. I start going through the music on it, and I notice that a lot of it (probably most than half) has the little grey ! next to it, which obviously means error. Most of the time if you click it in the iTunes library, it will tell you what's wrong...so being the genius I am, I tried to play one and iTunes froze on me. I thought "oh well", closed it, and tried to reopen it, only to have it freeze after it synched the iPod.
So my two questions are:
Does anyone have any idea what generation iPod this is, and is there any way to get the seemingly errored music fixed and stop it from freezing iTunes when I open it?
Or is the iPod out dated enough that there's no hope?
(Which is a shame, because after a 2GB nano, 20GB seems like a huge amount of space to be taken advantage of...)
Note: Cord is plugged into the back of the computer after an issue with my nano. Not sure if that makes any difference to my current problem.
EDIT: iTunes unfroze after I let it sit for a while, but the song I was just playing in iTunes last time without any error now has the mysterious ! by it...
EDIT 2: Tried playing same said song on the iPod and it completely froze...now I know why the battery was dead. No way to turn it off, so I assume he just let it sit there until the battery died.
Message was edited by: Kaggr
Message was edited by: Kaggr

The answer to your first question: It sounds like a 4th Generation. If it has a gray circular pad (called a click wheel) with Menu at the top, Play/Pause at the bottom, and |<< and >>| on the sides, then it is definately a 4th Generation model.

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