2012
DOI: 10.1107/s1600536812032023
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2,5-Dichloro-N-(3-methylphenyl)benzenesulfonamide

Abstract: In the title compound, C13H11Cl2NO2S, the dihedral angle between the aromatic rings is 76.62 (10)° and the C—S—N—C linkage between the rings adopts a gauche conformation [torsion angle = −51.4 (2)°]. A weak intra­molecular C—H⋯O inter­action closes an S(6) ring. In the crystal, inversion dimers linked by pairs of N—H⋯O hydrogen bonds generate R 2 2(8) loops.

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Cited by 2 publications
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“…A similar chain occurs in N-(2,3-dihydro-1,4benzodioxin-6-yl)-4-fluorobenzenesulfonamide(Mughal et al, 2012a), although in this case, adjacent molecules are generated by translational symmetry. Conversely, in 2,5-dichloro-N-(3-methylphenyl)benzenesulfonamide(Mughal et al, 2012b), pairs of N-H•••O interactions lead to inversion dimers in the crystal.…”
mentioning
confidence: 99%
“…A similar chain occurs in N-(2,3-dihydro-1,4benzodioxin-6-yl)-4-fluorobenzenesulfonamide(Mughal et al, 2012a), although in this case, adjacent molecules are generated by translational symmetry. Conversely, in 2,5-dichloro-N-(3-methylphenyl)benzenesulfonamide(Mughal et al, 2012b), pairs of N-H•••O interactions lead to inversion dimers in the crystal.…”
mentioning
confidence: 99%