Consolidating itunes media library-how to shorten file names or how to find the file that is creating the problem?

Hi I've switched to Mac for six months now, so is still new to mac and I am using my old 1TB windows PC side by side for my music collection. Now I have seen the posts already in apple community about consolidating itunes music library but could not get the proper way of doing it. My system and itunes is also saying 'file name is too long' and it stops but the questin is how do I know which file is creating the problem and how do I shorten it?
If anybody can answer I'll be obliged to him/her, because its my 6/7 years of music collection stuck in an old pc. Thanks in advance.
- Javed

By 'it stops' I meant the consolidation process in itunes stops.

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