Hello again - As far as I can recall, I have never used File > Add Folder to Library. In looking at the different file structures between my source drive and destination new PC, I can see quite a bit of difference. In actual fact, my preference is to keep my iTunes files on my source drive if I can straighten it out. My sole motivation is that I can only partially sync my iTunes to my iPod classic (newly added music only carrys over 2 or 3 songs at a time to the iPod while hundreds of new songs are sitting in iTunes; generates "unknown error") and I thought syncing from a different computer might be the fix. I also notice over time that less and less GBs of media are taking up more and more storage space on the iPod, so I’m suspicious that I have a lot of unnecessary clutter.
(Original file structure on external hard drive):
iTunes> (music file folders by artist)
> Album Artwork > Download
> Local
> iTunes > Album Artwork > local
> iTunes library (db - opens my current list of songs)
> iTunes music library (xml)
> iTunes Library (Damaged) (dated 11/22/07) (db - opens my current list of songs)
> iTunes Library (dated 1/8/08) (db - opens my current list of songs)
> iTunes Music Library (dated 1/7/08) (xml)
(New file structure on new computer after transfer):
iTunes > Album Artwork (folder) > Cache
> Download
> iTunes > (music file folders by artist)
> Album Artwork (folder) > Download
> Local
> iTunes – Album Artwork (folder) > Local (folder)
> iTunes Library (db - opens my current list of songs)
> iTunes music library (xml)
> iTunes Library (Damaged) (dated 11/22/07 - opens to an iTunes window with current list of songs – 6.671 MB)
> iTunes Library (dated 1/8/08 - opens to an iTunes window with current list of songs – 11.112 MB)
> iTunes Music Library (xml)
> iTunes Media > Automatically Add To iTunes (folder)
> iTunes Library Extras (db - opens my current list of songs)
> iTunes Library Genius (db - opens my current list of songs)
> iTunes Library (db - opens my current list of songs)
> iTunes Music Library (xml)