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C 10 H 12 N 2 O 2 ,  M  r  = 191.21,  P 2 1 ,  a  = 5.5771(7),  b  = 27.841(3),  c  = 6.906(1) Å,  β  = 111.937(9)°,  Z  = 4,  R  1  = 0.0462. The two independent molecules in the asymmetric unit are linked through two very strong  quasi  centro-symmetric hydrogen bonds. The oxadiazinone rings, of both molecules, show the pyramidal inversion at N-4 nitrogen, thus resulting in a C (R) N (S) —C (R) N (R)  diastereomeric pair. The analysis of the IR N-H stretching band (in the solid and in carbon tetrachloride solution) and the  13 C NMR experiment at low temperature are in agreement with the X-ray crystal structure.

Self-association and stereochemistry study of (5R)-4-methyl-5-phenyl-1,3,4-oxadiazinan-2-one