Super+Right does not work, Super+Left does work

I want windows to tile using the keyboard as in the displayed settings:

So I want to tile to the left using Super+Left, and tile to the right using Super+Right. Super+Left works without issues, however, the Super+Right key does not work as indicated. When I change the setting to something random, e.g. Super+Z, and then change back to Super+Right, it does work again. But after restarting the problematic behavior is back.

This used to work flawlessly, but since one of the updates over the past years this bug appeared.