Oil cooler stuff
Most oil cooling problems come about from not supplying an adequate amount of cooling air to the cooler. Let's take the case where you take an output from the back of the plenum through, say, 2" diameter scat tubing. The air in the plenum has already been brought down to very low speed and near to stagnation pressure. You then place an expander duct at the entrance of the cooler to expand it from the 3 sq.in. area of the duct to the 15 -18 sq.in. area of the cooler, and then you just dump the output into the area behind the engine where it competes with the engine cooling air for exit from the cowling. It just won't work well. First, you have to take the low velocity air in the plenum and speed it up through scat tubing whose effective cross-sectional area is probably 50% to 75% of the tubing area because of the spirals and rough interior. Air loss number 1. But that would also mean that you are trying to increase the velocity of the plenum air, which is going to require a lot of pressure to make it go faster. But the air in the plenum would much rather go through the relatively-less pressure drop of the cylinder fins than be spent in trying to get the air up to velocity through the draggy tubing and draggy oil-cooler fins. It's a losing battle. Now if you had a similar smooth 2" diameter duct facing forward in the outside airstream, THEN going through an expander duct to the cooler, increasing pressure and reducing velocity along the way, THEN supplying a contracting outlet duct from the cooler to the bottom of the cowl and firewall, facing to the rear, your cooling problems would be over, and your cooling drag would be less. A 2" diameter inlet at 180 mph will supply up to 25 lb/min of air to the cooler. The inlet for the oil cooler on my 125 HP engine has a 2 sq.in. area for 200 mph. A 3 sq.in. inlet area should give good cooling for about 50% more HP or 187 HP, and a 4 sq.in. inlet would be money in the bank!