Interesting, that hasn't been my experience, it was the exact opposite of what you're describing with the box unchecked. When I was looking backwards at my tail, if I leaned to the right (wanting to move out to view around the seat), my head would go left back towards the center of the screen/seat. When looking forward, the box checked or unchecked did not seem to have any effect, it's only when the view is reversed, as in looking behind your 3/9 line.
Testing it right now, with it checked, the movement looking at the tail is natural - lean right to move my head out over the left wing for a view of the tail. With it unchecked, that same movement puts my head looking at the headrest/at the tail closer to the right wing, completely backwards. Leaving it checked is a much more natural movement/resulting view.
If you imagine sitting in the pit in your chair and directly behind your chair is your tail, and you turn your head left to look out over your left shoulder behind you and out away from the seatback, you turn 180 and lean to the right.