Can i still sync my files even though i have corrupted files?

so i just put my itunes library on my new mac laptop from my pc. on my pc i have that stupid thing where it says it lost the pathway and i guess the files are now corrupted. BUT they still play on my ipod. I have synced my ipod several times not realizing this could cause a issue on my ipod, but the songs are still playing on my ipod but not my pc. so now the songs wont play on my mac either, but still play on my ipod. i want to download some more songs, but i am afraid to sync my mac and my ipod now for fear that it will replace the songs that work, with the corrupted files. also, i used my ipod as a external hard drive to transfer the files and haven't set it back up to do an automatic sync because once again i am afraid of losing the songs. the songs that are corrupt are ones from cds and ones i downloaded off itunes. but when i go to try to download the songs i already purchased, it doesn't get them all.
help?

if the error you are getting is a disk copy error when trying to sync the ipod, then that error normally halts the sync process. that would be why you "synced" your ipod but the songs still play on your ipod... if you have a back up of your computer, then you can find and delete the file that is giving the read or copy error and replace it with your back up.
very important! if you are actually getting read or copy errors, then your disk may be beginning to fail. make sure that you have a good back up. if not then make one as soon as possible. as the saying goes, there are 2 kinds of hard disks: those that have failed and those that are going to fail... so protect yourself and make a back up if you wish to avoid the pain of loosing files.
if some other problem is happening, like the some files have been mistakenly deleted (outside of itunes) and itunes just cant find the files anymore, than that is a matter of resorting the files from a back up. i believe itunes will also halt a sync if it can't find a file...
there is a shareware utility called "podworks" which allows you to copy a song from your ipod and restore it to your computer if you've lost the song from your hard disk... but it will only copy what is still on your ipod, meaning that if you do a sync and some files get deleted from your ipod in the process, then you'll have to restore them another way. you can find podworks on versiontracker.com

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