Ah, yes! Now I recognize that trailering bar. Try putting it on with the extension on the other transom clamp (in other words opposite the way it is now) and again. use the tilt pin in the outermost hole in the transom clamps.
Use the tilt lock on the engine to secure it to the bar and again, that tilt lock can snap free so use a couple of bungees also to secure the engine to the trailering bar.