Hi,
We tested it years ago, and have not fully tested nesting of playlists during export.
Most recent one is tracked at
https://www.ventismedia.com/mantis/view.php?id=21002
Based on your pictures apps import MM nested structure in format "<root> - <Sub root> - <Playlist name>"
There is a chance exported structure is different.
What needs to be made is that you create iTunes exported itunes.xml with few tracks and nested structure of few playlists, then import it in app like Traktor and confirm nested playlist structure. After that please send us that ZIPPED XML file in support ticket so that we can analyze.
Please note that you very limit number of tracks and nested playlists 4-5 playlists with up to 2 levels deep like in your pictures.
Reason for that is large xml files are harder to recreate in MM and compare for differences.