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Solve : Trouble syncing ipod to music library?

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Have developed rather LARGE music library which has been working WELL until I recently downloaded a cd and it would not play on ipod but would play on computer. Message SAID that I needed to "restore" my ipod, so I did. Loosing all songs from ipod then it would restore to original, re syncing to reload ipod. Can not get it to complete LOADING. GETS about 1/3 through, stops, saying an error has occurred. Says files need to be reconfigured? Any suggestions?



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