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Was the throttle held open full when doing the compression tests, the readings will be wrong if it wasnt. Carbon build up, or raw fuel in the cylinder probably caused the higher than normal reading for that cylinder. Its not gonna be mechanical or it would be making a hell of a noise when its running.. What was the plug like that came from that cylinder? Having a reading of 245 PSI shouldnt stop the cylinder from firing. Ive seen a few engines that ran standard points type igntion systems and had compression readings over 200 PSI or more, high crown pistons or shaved heads etc etc will bumpo up the CR of a standard engine quite a bit...
245psi is way to high, effectively having that much compression will prevent the plug from firing, hence the reason for the raw fuel. The reason it doesn't run any better is because the cylinder simply isn't firing. Unfortunately your doing more damage the longer you run it, if this is in fact the problem, that bore will be suffering from bore wash (from the raw fuel in the bore) which will create extra wear on the piston rings/bore if your not careful. Close the plug gap right up and and see what it does.
The fuel isn't causing the extra cylinder pressures, the only way that can happen (assuming no physical changes i.e. increased height piston crowns or shaved heads....which won't be the case here as no engine mods have been undertaken) is to have the valve timing events change, i.e. the inlet valve is closing a lot earlier then it is suppose to trapping more air in the cylinder creating more cylinder pressure when the engine is cranked.
If you haven't yet done the intake gaskets (again) then, when you do, pull out the lifters for the No.5 cylinder and inspect, but before you remove the lifter(s) (you will have to to get the push rods out), check to see if there is any play in the push rod or is it firmly captured between the lifter/rockers. Turn the engine over by hand and see that the lifters all come up the same amount out of the lifter bores, then also see if you can measure how much the valves are been pushed down at max lift, compare No.5 cylinder to another etc. It's much easier to turn the engine over if all the spark plugs are out.
You can also run the engine with the rocker covers off, just don't rev it as it will make a (bigger) mess (oil will splash from the rockers).
Was the throttle held open full when doing the compression tests, the readings will be wrong if it wasnt. Carbon build up, or raw fuel in the cylinder probably caused the higher than normal reading for that cylinder. Its not gonna be mechanical or it would be making a hell of a noise when its running.. What was the plug like that came from that cylinder? Having a reading of 245 PSI shouldnt stop the cylinder from firing. Ive seen a few engines that ran standard points type igntion systems and had compression readings over 200 PSI or more, high crown pistons or shaved heads etc etc will bump up the CR of a standard engine quite a bit... It certainly is a strange problem.
To test, he could change the injectors over and see if the problem moves with the injector.
Carbon buildup can increase the CR by quite a bit, Ive seen piston crowns and heads carboned up that much that the engine would ping as soon as it had any sort of load put on it. Leaking valve seals was the cause in this case, the oil caused the crowns and heads to get carbon build up on them both about 1 cm thick . This engine didnt blow any visible smoke when running, and it didnt use any unusually large amounts of oil etc, so it was quite a mystery.
Id redo the compression test again, warm the engine up a bit first, remove the plugs and hold the throttle open full whilst doing the compression tests.