New to iTunes, Need help with iTunes and creating a custom folder?

Is there a particular reason you are concerned how the files are placed on the filesystem? I let iTunes manage this automatically and never touch the filesystem.

If you want to do this manually, you can disable this in Preferences, but I really think you're worrying about something that doesn't matter. You can always add a playlist and add those songs to it. While a song is in a playlist, it remains in the library. Think of a playlist as nothing more than a view of different songs from the library.

 

I think you should take some time trying the iTunes way... I'm sure you'll find it better. It doesn't matter if those songs get put into separate folders in the finder, you never have to look at them there. Once they are in iTunes, you can put them all in a playlist. The benefit to this is they can be in more than one place at once- in your main library, in multiple playlists, etc, without duplicating the file. If you do this in the finder you'll find it a lot less flexible.

 

The folder structure isn't taking away disk space, only the songs. So once iTunes adds them in and you create a playlist, the songs in the playlist are links to the original songs, not duplicates.