N-{4-[(2-Methoxyphenyl)sulfamoyl]phenyl}acetamide

Saba Ahmad,Muhammad Akhyar Farrukh,Fahim Ashraf Qureshi,Mehmet Akkurt,Ahmad Adnan

doi:10.1107/s1600536811000432

Saba Ahmad, Muhammad Akhyar Farrukh + Show 3 more

Open Access

https://doi.org/10.1107/s1600536811000432

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Abstract

In the title compound, C15H16N2O4S, the S atom has a distorted tetrahedral geometry [maximum deviation: O—S—O = 118.25 (7)°]. The two aromatic rings make a dihedral angle of 62.67 (10)° with each other. An intramolecular N—H⋯O hydrogen bond forms an S(6) ring motif. In the crystal, molecules form centrosymmetric dimers via pairwise N—H⋯O interactions, forming an R 2 2(8) ring motif, and these dimers are connected by N—H⋯O hydrogen bonds, generating a three-dimensional network. Furthermore, a weak C—H⋯π interaction helps to reinforce the crystal structure. The O atom in the acetamide group is disordered over two positions with major and minor occupancies of 0.52 (5) and 0.48 (5), respectively.

Highlights

In the title compound, C15H16N2O4S, the S atom has a distorted tetrahedral geometry [maximum deviation: O—S—
H O interactions, forming an R22(8) ring motif, and these dimers are connected by N—H O hydrogen bonds, generating a three-dimensional network
O atom in the acetamide group is disordered over two positions with major and minor occupancies of 0.52 (5) and

Summary

Bruker APEXII CCD diffractometer

Key indicators: single-crystal X-ray study; T = 296 K; mean (C–C) = 0.003 Å; disorder in main residue; R factor = 0.042; wR factor = 0.118; data-to-parameter ratio = 17.2. H atoms treated by a mixture of independent and constrained refinement max = 0.35 e Å3. Cg2 is the centroid of the C9–C14 ring. C15H16N2O4S, the S atom has a distorted tetrahedral geometry [maximum deviation: O—S—. H O hydrogen bond forms an S(6) ring motif. Molecules form centrosymmetric dimers via pairwise N—. H O interactions, forming an R22(8) ring motif, and these dimers are connected by N—H O hydrogen bonds, generating a three-dimensional network. O atom in the acetamide group is disordered over two positions with major and minor occupancies of 0.52 (5) and

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