Classic synching issues after adding iphone

Hopefully someone can help. I have been running two 160G ipod classics off my itunes. I got an 8G iphone as an upgrade and successfully synced it. To make the most of its small memory i changed all my music files from appleloss to 256kps. I tried to sync my classic but it came up with the message "Attempting to copy to disk failed. The disk could not be read or written from".
I then was able to successfully sync my iphone again but on trying to sync my fiancee's classic it came up with the same error message as my classic.
I was advised to uninstall and reinstall itunes which i have done to no avail. Strangely the classics syncing is failing after less and less time. it started off transfering 5G and is now down to 2G. I have since been apple to sync the iphone a number of times but has now decided to stop working completely and only displays the apple logo untill the battery runs out.
Please can anyone help?

In addition to removing iTunes, try removing "Apple Mobile Device Services" and Quicktime. You might want to download a fresh copy of the iTunes installer file to make sure yours is not corrupted, then install iTunes again (which will also install AMDS and Quicktime).

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