Ipod No Longer Syncs All Music

I have a 160gig Classic that i purcahse about 8 months ago. Up until about 2 weeks ago it was working fine under the automatic sync setup. Recently i added 4 or 5 albums to my iTunes however when it started to sync it popped up with quite a few messages that say 'these songs could not be synced', the ipod then took forever to sync, practically all night and once completed, it then wouldnt eject as it was 'still syncing'. When it finally did eject itself it only had copied across 900 of my 15 000 songs, it copied no videos either. I have restored the ipod a few times and started from scratch but the same thing happens, is there something wrong with my files? I set it up on manual and it was fine, however i only copied a couple of hundred across as i dont particularly want to manually manage 160 gb of files. My files are kept on an external hard drive if that could be a factor?? Is anyone having this problem, or had it?? Maybe my ipod is broken, not sure but would love to get it all synced up again like it was.
Thanks, mitch

- Reboot the computer
- Reset the iOS device. Nothing will be lost
Reset iOS device: Hold down the On/Off button and the Home button at the same time for at
least ten seconds, until the Apple logo appears.
- Reset all settings      
Go to Settings > General > Reset and tap Reset All Settings.
All your preferences and settings are reset. Information (such as contacts and calendars) and media (such as songs and videos) aren’t affected.
- Restore from backup. See:                                 
iOS: How to back up           
- Restore to factory settings/new iOS device.
If still problem, make an appointment at the Genius Bar of an Apple store since it appears you have a hardware problem.
Apple Retail Store - Genius Bar          

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