Itunes says my music files are 6gb, my user/itunes music folder says its 23gb. I am trying to move it from old/new mac with 8gb ipod

I am trying to move my sons  library to his new mac using his 8 gb i pod as a hard drive.....
itunes 9.0.1  says his music files is only  6gb.  But when I go to transfer his itunes folder it says his music folder is 23gb.  I know I can home share transfer but his wireless is down.  Either way I am wondering
1)  why is Music folder so large compared to my music library?
2.) Can I simply move the 6gb of music and the playlist info etc....using his 8gb ipod?
3.) Can I delete his previous library files ?

No, I have the music I want to move from the laptop to the phone selected. Then I go under file, devices, and try to click sync but it is not available to click.

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