Vista Upgrade - No Longer Synchs Files iTunes to iPod Nano

What a nightmare - iTunes/iPod worked beautifully with XP - but when I upgraded to Vista it stopped synchronising all my files onto my iPod. Some files says "I am not authorised to use on this computer". Tried to re-authorise but iTunes (despite recognising my my iTunes account to re-set password) then said I had to set up a new account. As well as not synching stuff I have purchased on iTunes it also is not synching audio MP4 files I have bought from Audiable Books despite before Vista upgrade always seemlessly synched with iPod. This is totally ruining my experience with iPod - so before I throw it out of my window please help me get my iTunes and iPod synching properly so I can play the music I have purchased and books. HELP HELP yours very frustrated!!!!

Please be patient, sync issues are time consuming, if you are lucky, just a Hard Rest and Restore will solved it.
Ok Software Version 1.1.2.
So you can see all your 10,000 songs, in the new PC iTunes, and do you have any problem syncing the iPod using iTunes 10.5.3.3 on the old computer?
Can you do a Hard Reset  as below
After charging till full charge, at least 2 hours (preferably 4 hours)
Toggle the Hold switch, make sure you dont see the red mark when you do the  next step
Reset the iPod -> Press Menu and Center button simultaneously for about 10 secs till the Apple Logo comes ON
Then release the buttons
Select your preferred language.
Here is the Apple support Article on the 5Rs
http://www.apple.com/support/ipod/five_rs/classic/
On your iTunes please reset alert warnings, so that we can see the errors.
http://support.apple.com/kb/HT2527?viewlocale=en_US
We need to see what problems iTunes is having
Then connect your iPod to the new PC and sync again.
Have a nice day!

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