Those are interesting pixel sizes and aspect ratios. Is this 4:3 content ripped from Blu-ray? That’s a common scenario for aspect ratio problems. If it is an option, I would revisit the ripping process.
IIRC, mediainfo displays the “Original display aspect ratio” only to indicate that there’s a discrepancy between the aspect ratio of the video stream and the notes stored in the container. I think that’s not supposed to happen - they should match.
It sounds like when you do Direct playback, the ratio from the stream is used (which makes sense). But when you force a transcode, the ratio from the container is used (which also makes some sense).
Edit - notes from the mediainfo author:
MediaInfo / Discussion / Help: What is "Original display aspect r...
