Abstract
In the title compound, C12H8Cl3NO2S, the conformation of the N—H bond in the C—SO2—NH—C segment is syn to the ortho-Cl in the aniline ring. The dihedral angle between the two benzene rings is 74.3 (1)°. An intramolecular N—H⋯Cl hydrogen bond occurs. In the crystal, pairs of N—H⋯O hydrogen bonds link the molecules into dimers.
Highlights
N—H bond in the C—SO2—NH—C segment is syn to the ortho-Cl in the aniline ring
The molecule is twisted at the S atom with the C1—SO2—NH—C7 torsion angle of 54.5 (3)°, compared to the values of 62.3 (2)° in (II), 67.8 (2)° in 2,4-dichloro-N-(4-chlorophenyl)benzenesulfonamide (III)(Nirmala et al, 2010), 55.1 (3)°
The resultant solid 2,4-dichloro-N-(2-chlorophenyl)benzenesulfonamide was filtered under suction and washed thoroughly with cold water
Summary
G. Nirmala and Hartmut Fuessb a Department of Chemistry, Mangalore University, Mangalagangotri 574 199, Mangalore, India, and bInstitute of Materials Science, Darmstadt University of Technology, Petersenstrasse 23, D-64287 Darmstadt, Germany. H atoms treated by a mixture of independent and constrained refinement max = 0.36 e Å3. N—H bond in the C—SO2—NH—C segment is syn to the ortho-Cl in the aniline ring. An intramolecular N—H Cl hydrogen bond occurs. Pairs of N—H O hydrogen bonds link the molecules into dimers. Data collection: CrysAlis CCD (Oxford Diffraction, 2009); cell refinement: CrysAlis RED (Oxford Diffraction, 2009); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97. (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: SHELXL97
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