ITunes has corrupted my iPod Classic's data

I recently upgraded to a new computer, now running Windows 7 from XP and also with that installed the latest version of iTunes. I had never had too much trouble prior syncing and managing my music until recently when all of a sudden syncing even small amounts of data my iTunes and then essentially my whole computer would freeze(and/or encounter an error message where it would claim an issue with the last file it was trying to sync and i think it was an error 56 or something?) or become unresponsive. I even had it where I could still open and use other programs but I could no longer use Ctrl+Alt+Del even to access the task manager to force iTunes to close. Also anything that had made it through the first part of the sync was gone.
It seemed like I would no longer be able to sync my iPod when it suddenly started working again and for the last week it has been fine until today where my main issue comes in...
Today when trying to add a few CDs to my iPod it didn't freeze but ran into the same 56? error after freezing partway through syncing. However it didn't freeze so I restarted the program, plugged my ipod back in(this time the first few songs had stayed) and tried again...
Except this time it froze, had to be shut down. I shut down and restarted my whole computer and then when I plugged my iPod and it tried verifying in I was told that (not only had I lost 2 GB of data) all of my music (about 130-140 GB) was listed under "Other" data in yellow instead of blue, and no longer appeared in the Music tab. I ejected and plugged it back in through iTunes, and still it was under other with another 24 GB missing in general this time.
I have no idea what happened here and I have never had issues like this before. If this means I have to restore I will not only be losing certain things that were on my iPod from an old old computer that isn't around anymore but also due to other issues when transfering my iTunes library to my external hard drive I lost quite a few cds I'd have to rip again because that also is a mess.
That and I am not sure if restoring will fix where it is freexing during sync to begin with.
So I am sure there is no way to magically fix this... Especially because it seems there are a lot of similar issues though not the same with the newest iTunes(or historically many iTunes updates it seems) and iDevices, especially due to I suppose what are compatibility issues between iTunes and apparently life form what eve some Macs are saying... but I was wondering if anyone knew what was going on and if there was anything I could do short of "delete everything because our software ate your (some of it irreplacable) data, sorry" ?

Are you using the Part of Gapless Album or crossfading, I came across an earlier iTunes post, that suggest this option was causing the iTunes to freeze, especially with huge library.

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  • ITunes 9 has corrupted my iPod Classic

    So here is my sorry story - please let me know if you have had similar symptoms and if you have found a solution.
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    Whilst the software licence agreement purports to exclude all liability for any damage caused by such software, in the UK this is overridden by the Unfair Contract Terms Act 1977 and the Sale of Goods Act 1979 which restrict the degree to which a company can exclude liability for loss caused and which imply a term into the contract which states that the goods must be of satisfactory quality. Whilst Apple could potentially have limited itself by clearly pointing out that the software is not suitable for iPod Classic owners they have not done this therefore to my mind there is a clear case for asking Apple to provide its now disillusioned and iPod-less customers with adequate compensation for their loss.
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    4. Reinstall iTunes 9
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    2. Download and install iTunes 8.2. I found a site with an old version using a google search http://en.kioskea.net/telecharger/telecharger-241-itunes-for-mac
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    8. Hopefully, stop banging your head against your desk.

  • I am getting an 'iTunes has detected an iPod that appears to be corrupted" message from my 80GB iPod Classic.

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  • ITunes has detected an iPod that appears to be corrupt

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    Start here: http://www.apple.com/support/ipod/five_rs/
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  • TS3474 iTunes has detected an iPod that appears to be corrupted. You may need to restore this iPod before it can be used with iTunes. You may also try disconnecting and reconnecting the iPod.

    What do I do about this message? I've restored it 3 times, but this message still comes up, and i cannot put music on it now.
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    Sounds like your iPod is broken. Take it to Apple or someone else who repairs iPods and see if you can get it fixed, or get it replaced.

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  • TS1441 when i pluged my ipod classic 5g to PC then it shows "iTunes has detected an iPod in recovery mode. you must restore this iPod before it can be used with iTunes"?then after restoring the PIOD when IPod restarted then Itunes again detect the same ER

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  • ITunes has detected an iPod that appears to be currupted.

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