The answer may surprise you (or not). It’s just a matter of adding extra blank character at the end of the second ‘Riddle’ directory i.e. these are ‘Riddle’ and ‘Riddle ‘ directories respectively. Obviously, not very visible on the UI.

As usual, one needs to bypass CreateDirectoryA/W and use native APIs directly (otherwise extra blank characters/spaces/ will be trimmed before the buffer is passed to native APIs and the call will fail).