I-tunes won't open my files from my external hard drive....

I am trying to upload my files from my old ext. HD to my new one. And I tried doing it a few times, and it wasn't compltely working. Some files weren't copying over, and some files were just getting duplciated, and I had like 10 copies of the same file, so I deleted my whole I-tunes playlist on my actual I-tunes, and I have all of my files backed up. I keep getting a message that says "There is not enough room on your Mac HD to copy all the files. It will copy as many files as it can"
I forced quit my I-tunes and I am trying to copy my files to the other HD and then add to playlist or import the files into my I-tunes, and hope it will open...any suggestion to what the problem is?

I deleted my whole I-tunes playlist on my actual I-tunes
That doesn't delete the music, just the Library. The music files remain, that's why you get a "space" message
Read this to understand how to move music to an external drive :
http://www.ilounge.com/index.php/articles/comments/moving-your-itunes-library-to -a-new-hard-drive

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