Crystal and molecular structure of N-phenyl 1-methoxycarbonylmethyl-3-benzyl-1,2,3,4-tetrahydro-4-oxo-1,3,2-benzodiazaphosphorin-2-thiocarboxamide 2-oxide

The crystal structure of the title compound N-phenyl 1-methoxycarbonyl meth y-3-benzyl-1,2,3,4-tetrahydro-4-oxo-1,3,2-benzodiazaphosphorin-2-thiocarbox amide 2-oxide, C24H22N3O4PS (M-r = 479.50), was determined by single-crysta l X-ray diffraction at 299 +/-1 K. It crystallizes in the triclinic system, space group P (1) over bar with a = 10.555(2), b = 11.733(2), c = 12.191(2 ) Angstrom, alpha = 60.50(3), beta= 62.10(3), gamma = 75.09(3)degrees, V = 1161(1) Angstrom (3), Z = 2, D-x =1.372 g.cm(-3), lambda =0.71073 Angstrom, mu = 0.2351 mm(-1) and F(000) = 500. The structure was solved by direct me thods. The final R factor is 0.046 and R-w is 0.061 for 3246 observed refle ctions with I greater than or equal to3 sigma (I). The results presented he rein indicate that in the phosphorus-containing bicyclic moiety, atoms C(21 ), C(22), C(23), C(24), C(25), C(26), C(27), N(3) and N(2) are nearly copla nar. Moreover, the proximate thiocarbonyl and phosphoryl groups are nearly coplanar, and the P=O bond is trans-parallel to the C=S bond. Molecular pac king in unit cell reveals that the two adjacent molecules are symmetrically linked to each other in dimers by two hydrogen bonds which connected the n itrogen atom of one molecule to the phosphoryl oxygen atom of the other for ming a ten-membered ring.