Moved iTunes folder, having to Locate files one at a time
Hello friends. I've recently moved my iTunes library over to an larger external hard drive. Over the years I've uploaded many audio books into my iTunes Music Playlists. This was not a problem until now, where I am finding that after transfer when I try to play some books there are files that won't play. No problem, read about this on the webs. I'm told that the original file could not be found, would I like to locate it? I hit 'Locate', find the file rather easily deep within the Music folder, and it plays - then I'm asked if I want to find missing songs, I say yes, after a few seconds, it tells me it can't find 13,612 files. Then when the very next file comes up, it won't play, I'm prompted, I go locatin', find it, hit 'Open' and it plays. I hit 'find the missing files - now only 13,611 files can't be found. Some of my audio books have over 100+ files within, 30 or so won't play and I have to hunt them down individually.
I've tried opening iTunes files direct from the hard drive, thinking it might focus iTunes to look there. No good - I play the same file while in iTunes, I've got to go Locatin'.
During the transfer process I did everything but 'consolidate' the iTunes library before moving the iTunes file from one external hard drive to the new one - maybe that's an issue? I'm confounded. I can't understand why iTunes is unable to find files within the iTunes music folder. The 'Keep iTunes Media folder organized' and 'Copy files to iTunes Media folder' when adding to library' are checked (when I find the missing file, I can see the tree that leads me there, all originating from the Music folder). Will resetting cache help? Do I need to retransfer the iTunes folder from the old hard drive?
Any help is appreciated.
Shane
iMac 27″, macOS 10.13