I went back and tried to manuver the line over the sway bar and no luck. The trans lines are above the bar though.
There are two differeneces on my oil cooler. My drain plug is on the bottom pointing straight down (not at an angle) and the hose fitting on the cooler is actually higher than what it looks like on Bob's. So the cooler is different but not sure if that is significant. The hose is a factory MB replacement so maybe it is different than the original?
If I tried to place the hose above the bar, the "Z" shaped tubing either rammed into the power steering pump bracket or the parking brake lever on the other side. There's just not enough room on my 111 for the hose/tube to go that way. The other thing is the bracket that secures the oil cooler pipe coming from the oil filter unit. It projects the pipe downward on top of the upper oil pan in such a way that it is more in-line with going UNDER the sway bar. If position the hose OVER the sway bar, it puts a sharp bend in the hose where it connects to the pipe. The hose/tubing lines up better under the sway bar, but my two concerns well...concern me. It seems like this might be an early 280 SE issue as maybe it was changed later on.
By the way, I just replaced the motor mounts when I did this last project. The hose doesn't actually rub on the sway bar, but the tubing does. Since both the oil cooler and the sway bar are mounted to the frame, there shouldn't be much movement between the two. Maybe because the mounts are new, I am now just noticing this problem?