3,5-Dichloro-N-(2,4-dichlorophenyl)benzenesulfonamide
The molecule of the title compound, C12H7Cl4NO2S, is U-shaped, with the central C—S—N—C segment having a torsion angle of −58.7 (3)°. The dihedral angle between the benzene rings is 40.23 (2)°. Further, the ortho Cl atom on the aniline ring is syn to the N—H bond in the central –C—S(O2)—NH—C– segmen...
| Main Authors: | , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
International Union of Crystallography
2017-03-01
|
| Series: | IUCrData |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2414314617003728 |
| _version_ | 1811339007225757696 |
|---|---|
| author | K. Shakuntala N. K. Lokanath S. Naveen P. A. Suchetan |
| author_facet | K. Shakuntala N. K. Lokanath S. Naveen P. A. Suchetan |
| author_sort | K. Shakuntala |
| collection | DOAJ |
| description | The molecule of the title compound, C12H7Cl4NO2S, is U-shaped, with the central C—S—N—C segment having a torsion angle of −58.7 (3)°. The dihedral angle between the benzene rings is 40.23 (2)°. Further, the ortho Cl atom on the aniline ring is syn to the N—H bond in the central –C—S(O2)—NH—C– segment. In the crystal, molecules are linked by pairs of N—H...O hydrogen bonds, forming inversion dimers that enclose R22(8) loops. These dimers are linked by C—H...O hydrogen bonds that form a double C(7) chain propagating along the b-axis direction. These chains are further consolidated by Cl...Cl halogen bonds [3.4331 (2) Å]. π–π contacts [centroid–centroid distance = 3.6574 (19) Å] between the aniline rings link adjacent chains into a three-dimensional supramolecular network with molecules stacked along the b-axis direction. |
| first_indexed | 2024-04-13T18:19:44Z |
| format | Article |
| id | doaj.art-5518465880e0498987674ce5d964ca24 |
| institution | Directory Open Access Journal |
| issn | 2414-3146 |
| language | English |
| last_indexed | 2024-04-13T18:19:44Z |
| publishDate | 2017-03-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | IUCrData |
| spelling | doaj.art-5518465880e0498987674ce5d964ca242022-12-22T02:35:31ZengInternational Union of CrystallographyIUCrData2414-31462017-03-0123x17037210.1107/S2414314617003728sj40943,5-Dichloro-N-(2,4-dichlorophenyl)benzenesulfonamideK. Shakuntala0N. K. Lokanath1S. Naveen2P. A. Suchetan3Department of Chemistry, Sri Bhuvanendra College, Karkala 574 104, IndiaDepartment of Studies in Physics, University of Mysore, Manasagangotri, Mysuru-6, IndiaInstitution of Excellence, University of Mysore, Manasagangotri, Mysuru-6, IndiaDepartment of Chemistry, University College of Science, Tumkur University, Tumkur 572 103, IndiaThe molecule of the title compound, C12H7Cl4NO2S, is U-shaped, with the central C—S—N—C segment having a torsion angle of −58.7 (3)°. The dihedral angle between the benzene rings is 40.23 (2)°. Further, the ortho Cl atom on the aniline ring is syn to the N—H bond in the central –C—S(O2)—NH—C– segment. In the crystal, molecules are linked by pairs of N—H...O hydrogen bonds, forming inversion dimers that enclose R22(8) loops. These dimers are linked by C—H...O hydrogen bonds that form a double C(7) chain propagating along the b-axis direction. These chains are further consolidated by Cl...Cl halogen bonds [3.4331 (2) Å]. π–π contacts [centroid–centroid distance = 3.6574 (19) Å] between the aniline rings link adjacent chains into a three-dimensional supramolecular network with molecules stacked along the b-axis direction.http://scripts.iucr.org/cgi-bin/paper?S2414314617003728crystal structuresulfonamidesN—H...O hydrogen bondsC—H...O interactionsCl...Cl contactsπ–π interactions |
| spellingShingle | K. Shakuntala N. K. Lokanath S. Naveen P. A. Suchetan 3,5-Dichloro-N-(2,4-dichlorophenyl)benzenesulfonamide IUCrData crystal structure sulfonamides N—H...O hydrogen bonds C—H...O interactions Cl...Cl contacts π–π interactions |
| title | 3,5-Dichloro-N-(2,4-dichlorophenyl)benzenesulfonamide |
| title_full | 3,5-Dichloro-N-(2,4-dichlorophenyl)benzenesulfonamide |
| title_fullStr | 3,5-Dichloro-N-(2,4-dichlorophenyl)benzenesulfonamide |
| title_full_unstemmed | 3,5-Dichloro-N-(2,4-dichlorophenyl)benzenesulfonamide |
| title_short | 3,5-Dichloro-N-(2,4-dichlorophenyl)benzenesulfonamide |
| title_sort | 3 5 dichloro n 2 4 dichlorophenyl benzenesulfonamide |
| topic | crystal structure sulfonamides N—H...O hydrogen bonds C—H...O interactions Cl...Cl contacts π–π interactions |
| url | http://scripts.iucr.org/cgi-bin/paper?S2414314617003728 |
| work_keys_str_mv | AT kshakuntala 35dichloron24dichlorophenylbenzenesulfonamide AT nklokanath 35dichloron24dichlorophenylbenzenesulfonamide AT snaveen 35dichloron24dichlorophenylbenzenesulfonamide AT pasuchetan 35dichloron24dichlorophenylbenzenesulfonamide |