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Acta Cryst. (2012). E68, o3144-o3145
[ doi:10.1107/S160053681204264X ]

N,N-Diethyl-2-(4-methylbenzenesulfonamido)benzamide

M. Altamura, V. Fedi, R. Nannicini, P. Paoli and P. Rossi

Abstract: The asymmetric unit of the title compound, C18H22N2O3S, contains two molecules, exhibiting similar conformations [C-S-N-C torsion angles of -82.2 (2) and -70.4 (2)°, and dihedral angles between the mean planes of the aromatic rings of 56.6 (6) and 51.6 (6)° in molecules I and II, respectively]. However, the two independent molecules show distinctly different hydrogen-bonding patterns. In the crystal, molecules I form inversion dimers via pairs of N-H...O hydrogen bonds, whereas for molecules II the N-H...O hydrogen bond is intramolecular. The hydrogen-bonded dimers of I further propagate along the b-axis direction through [pi]-[pi] interactions [the distance between ring centroids is 3.8424 (8) Å].


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