Actually, the old 1962 Fox 15X was Fox's first engine with a tilted plug if you ignore the 1956 29R that had TWO tilted plugs. But in 1965 when Duke put the second version of the 36X in its own case, he again introduced the tilted plug. It was used thereafter on all 36Xs until he started using head buttons instead of a one piece cylinder head.
Kind of neat is the October 1964 MAN ad where he introduced the engine and touted the tilted plug as an end to skinned knuckles when changing a plug. Only thing is, he showed the plug tilted towards the bypass instead of the exhaust. The engine was never made like this; you do see them on Ebay when someone has put the head on backwards. In the picture of the engine, the tilted plug has been amateurishly added by airbrushed.
As always, more than you wanted to know courtesy of MECA!