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Acta Cryst. (2012). E68, o3259
[ doi:10.1107/S160053681204456X ]


N. Selvakumaran, M. M. Sheeba, R. Karvembu, S. W. Ng and E. R. T. Tiekink

Abstract: In the title compound, C15H14N2O2S, the central C2N2OS moiety is planar (r.m.s. deviation of fitted atoms = 0.0336 Å). This is ascribed to the formation of an S(6) loop stabilized by an intramolecular N-H...O hydrogen bond; additional intramolecular N-H...O and C-H...S contacts are also noted. The dihedral angles between the central unit and the phenyl and benzene rings are 23.79 (7) and 29.52 (5)°, respectively. The thione S and ketone O atoms are mutually anti, as are the N-H H atoms; the O atoms lie to the same side of the molecule. Centrosymmetric eight-membered {...HNC=S}2 synthons feature in the crystal packing. The resulting inversion dimers stack along the a axis and are connected into a three-dimensional structure by C-H...O and C-H...[pi] interactions.

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