Interesting. My collection is like this:
My music files are organized in sub-folders under a Prime Folder as follows:
Prime folder
—Music
-----Artist Name
-------Album Name
---------Disk Number
—_VA
-----Album Name
-------Disk Number
—Playlists
—RoonServer
…
The track numbers are in the tags, not in the track name. The CD number does not have “CD” before it. Each album is in a separate sub-directory under its artist. Does any of that make the difference? It’s probably going to be too big a project to rename everything at this point anyway, so perhaps it doesn’t matter and I’ll just need to live with it.