4-Methyl-N-[(S)-1-phenylethyl]benzenesulfonamide

Zeynep Keleşoğlu,Zeynep Gültekin,Orhan Büyükgüngör

doi:10.1107/s1600536810032113

Zeynep Keleşoğlu, Zeynep Gültekin + Show 1 more

Open Access

https://doi.org/10.1107/s1600536810032113

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Abstract

In the title compound, C15H17NO2S, the dihedral angle between the aromatic rings is 14.47 (8)°. The molecule is bent at the N atom, with a C—SO2—NH—C torsion angle of 79.06 (13)°. In the crystal structure, the sulfonamide groups are hydrogen bonded via N—H⋯O links, forming chains of molecules along the crystallographic b axis. π–π interactions [centroid–centroid distance = 3.81 (3) Å] also occur.

Highlights

The molecule is bent at the N atom, with a C—SO2—NH—C torsion angle of
Sulfonamides possess a number of antimicrobial properties and are applied in medical practice for treating infections caused by pathogens (Mashkovskii, 1987; Zhungietu & Granik, 2000)
The molecule is bent at the N atom with a C—SO2—NH—C torsion angle of 79.06 (13)° and agree with the corresponding angle -77.2 (2)° in N-[4-(Dimethylamino)benzylidene]-4-methylbenzene-sulfonamide (Deng & Hu, 2005)

Summary

Structure Reports

H atoms treated by a mixture of independent and constrained refinement max = 0.17 e Å3. R factor = 0.029; wR factor = 0.076; data-to-parameter ratio = 16.8. C15H17NO2S, the dihedral angle between the aromatic rings is 14.47 (8). The molecule is bent at the N atom, with a C—SO2—NH—C torsion angle of. The sulfonamide groups are hydrogen bonded via N—H O links, forming chains of molecules along the crystallographic b axis. – interactions [centroid–centroid distance = 3.81 (3) Å] occur

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The authors thank Professor Magnus Rueping of RWTH

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