Acta Cryst. (2003). E59, o1894-o1895  [ doi:10.1107/S1600536803024814 ]

The N-O bond as an element of chirality: (P)-4-(p-chlorophenyl)-3-{2-[4-(p-toluenesulfonyl)piperazino]ethoxy}thiazole-2(3H)-thione

J. Hartung, K. Spehar, I. Svoboda and H. Fuess

Abstract: The title compound, C₂₂H₂₄ClN₃O₃S₃, an N-alkoxy-substituted 4-(p-chlorophenyl)thiazole-2(3H)-thione, exhibits a (P) configuration at the N-O bond. The p-chlorophenyl-substituent is twisted by -40.3 (6)° out of the thiazole-2(3H)-thione plane. The piperazino spacer in the N-alkoxy side chain adopts a chair conformation, with its substituents at the N atoms located in equatorial positions. The 1,2-ethanamine bridge, which connects the thiazolethione and the piperazine moieties, exhibits an orthogonal arrangement.

Online 8 November 2003

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