Acta Crystallographica Section E (Feb 2013)

3-Chloro-1-methyl-4-[2-(3-phenylallylidene)hydrazinylidene]-3,4-dihydro-1H-2λ6,1-benzothiazine-2,2-dione

  • Muhammad Shafiq,
  • M. Nawaz Tahir,
  • William T. A. Harrison,
  • Islam Ullah Khan,
  • Sidra Shafique

DOI
https://doi.org/10.1107/S1600536812051513
Journal volume & issue
Vol. 69, no. 2
pp. o165 – o165

Abstract

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In the title compound, C18H16ClN3O2S, the dihedral angle between the aromatic rings is 4.81 (2)° and the alkyl chain takes on an extended conformation [N—C—C—C = 179.2 (4)°]. The conformation of the thiazine ring is an envelope, with the S atom displaced by −0.805 (3) Å from the mean plane of the other five atoms (r.m.s. deviation = 0.046 Å). The Cl atom is an axial conformation and is displaced by 1.761 (4) Å from the thiazine ring plane. In the crystal, inversion dimers linked by pairs of C—H...O interactions generate R22(20) loops and further C—H...O hydrogen bonds link the dimers into (001) sheets. Weak aromatic π–π stacking interactions [centroid–centroid separations = 3.870 (3) and 3.883 (3) Å] are also observed.