OS 9 is a little different. You need to go to the Control panel -> PC Exchange & select the program for that file format (select the file format & change the program which opens it), or/& select iTunes & select the format's you want to open it with. I took these snaps on Jan 7 so I'm also a bit rusty. lol  Have advanced options open & change mapping to particular file.
It's my guess one format is mp3 & the other m4a or mp3Pro. iTunes can't open mp3Pro. No big deal because mp3Pro was designed for the very low bit-rates such as under 128 kbps & its biggest efficiency compared to other formats is around 64 kbps. Nowadays who really want their music at such low bitrates. 
Don't forget also, there's another player option for OS 9. Audion (click on link) which is now free. Get it whilst you can!!! It plays everything that iTunes can't including Ogg Vorbis, mp3Pro & more. Anything iTunes can't play Audion can (except wma & rp.)
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