IPod mini won't accept new song updates from iTunes

I have today tried to update my iPod with a few songs, yet for some reason I have been unable to do so. I have recently downloaded the lastest update for the iPod and have got iTunes 6, so it is not an issue of out of date software.
At first, the error message appearing was that there iTunes could not copy to the hard disk, but now that has changed since i rstored the factory settings to the iTunes message saying that there is no space even though the restoring it deleted all the songs off the iPod. It has shown a message to put on an iPod selection playlist but since it has copied this on, i have found a number of songs unable to fit onto the iPod now despite them being fit on previously.
Anyone know how to solve this problem?
P.S. Previously there was a message that loaded up in my system tray saying a particular iTunes file was corrup, yet this has stopped appearing- could this have anything to do with it?

"It has shown a message to put on an iPod selection playlist but since it has copied this on, i have found a number of songs unable to fit onto the iPod now despite them being fit on previously"
It sounds to me like your iTunes library is larger than the storage capacity of your iPod because this is the message you see when that happens. iTunes then asks if you want it to create a playlist of songs from your library and transfer this to your iPod. It appears you said 'yes' to this.
If this is indeed what has happened, then your iPod is now full, and that's why it cannot be updated with more songs.
How large is your iTunes library and what size iPod do you have, the 4GB or the 6GB?

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Hello,
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