N-{(2S)-3-Hydroxy-4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl] -1-phenyl-2-butyl}-4-methylbenzenesulfonamide

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Abstract

The thiadiazoyl and sulfonylbenzene rings in the title compound, C 20H 23N 3O 3S 3, are aligned to the same side of the molecule, forming a twisted U shape [dihedral angle = 77.6 (5)°]. The benzylbenzene ring is orientated in the opposite direction from the molecule but projects approximately along the same axis as the other rings [dihedral angle between benzene rings = 28.2 (5)°] so that, overall, the molecule has a flattened shape. The hydroxy and amine groups are almost syn which enables the formation of intermolecular hydroxy-OH⋯N(thiadiazoyl) and amine-H⋯O(sulfonyl) hydrogen bonds leading to a supramolecular chain aligned along the a axis.

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Gomes, C. R. B., Vasconcelos, T. R. A., Junior, W. T. V., Cunico, W., Wardell, J. L., Wardell, S. M. S. V., & Tiekink, E. R. T. (2011). N-{(2S)-3-Hydroxy-4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl] -1-phenyl-2-butyl}-4-methylbenzenesulfonamide. Acta Crystallographica Section E: Structure Reports Online, 67(9). https://doi.org/10.1107/S1600536811033575

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