Crystal structure of (1S,2R,6R,7R,8S,12S)-4,10,17-tri­phenyl-15-thia-4,10-di­aza­penta­cyclo[5.5.5.01,16.02,6.08,12]hepta­deca-13,16-diene-3,5,9,11-tetrone p-xylene hemisolvate

Noland, W. E.; Kroll, N. J.; Huisenga, M. P.; Yue, R. A.; Lang, S. B.; Klein, N. D.; Tritch, K. J. Acta Crystallogr. Sect. E, 2014, 70, 550.

The title tetrone compound, C32H22N2O4S· 0.5C8H10, is the major product (50% yield) of an attempted Diels–Alder reaction of 2-(α-styr­yl)thio­phene with N-phenyl­male­imide (2 equivalents) in toluene. Recrystallization of the resulting powder from p-xylene gave the title hemisolvate; the p-xylene mol­ecule is located about an inversion center. In the crystal, the primary tetrone contacts are between a carbonyl O atom and the four flagpole H atoms of the bi­cyclo­[2.2.2]octene core, forming chains along [001].