Journal of Chemical Crystallography p. 536 - 540 (2010)
Update date:2022-08-03
Topics:
Metz, Clyde R.
Knight, John D.
Pastine, Stefan J.
Pennington, William T.
Beam, Charles F.
A new type of substituted benzothiopyranone, 3-phenyl-2-(2-phenylhydrazino) -4H-1-benzothiopyran-4- one, has been prepared by the condensation-acid cyclization of polylithiated phenylacetic acid phenylhydrazide with lithiated methyl thiosalicylate. Absorption spectra, especially 13C NMR, provided good indication of its structure, which was conclusively established with X-ray rystal structure analysis. In comparison to the few benzothiopyran X-ray reports documented, the benzothiopyranone ring of the molecule was found to be essentially planar, with the 3-phenyl ring nearly perpendicular to the benzothiopyranone fused-ring system. Crystals of C21H 16N2OS are orthorhombic, P21212 1, a = 10.140(4) A , b = 10.432(4) A , c = 16.228(7) A , Z = 4, V = 1717(1) A 3, R1 = 0.0267 and wR 2 = 0.0725 for reflections with I>2σ(I). The molecular packing in the crystal is the result of N-H...O hydrogen bonding. Springer Science+Business Media, LLC 2010.
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