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Crystal structures of 4-methoxy-N-(4-methylphenyl)benzenesulfonamide and N-(4-fluorophenyl)-4-methoxybenzenesulfonamide
Crystal structures of two N-(aryl)arylsulfonamides, namely, 4-methoxy-N-(4-methylphenyl)benzenesulfonamide, C(14)H(15)NO(3)S, (I), and N-(4-fluorophenyl)-4-methoxybenzenesulfonamide, C(13)H(12)FNO(3)S, (II), were determined and analyzed. In (I), the benzenesulfonamide ring is disordered...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645005/ https://www.ncbi.nlm.nih.gov/pubmed/26594517 http://dx.doi.org/10.1107/S2056989015019787 |
Sumario: | Crystal structures of two N-(aryl)arylsulfonamides, namely, 4-methoxy-N-(4-methylphenyl)benzenesulfonamide, C(14)H(15)NO(3)S, (I), and N-(4-fluorophenyl)-4-methoxybenzenesulfonamide, C(13)H(12)FNO(3)S, (II), were determined and analyzed. In (I), the benzenesulfonamide ring is disordered over two orientations, in a 0.516 (7):0.484 (7) ratio, which are inclined to each other at 28.0 (1)°. In (I), the major component of the sulfonyl benzene ring and the aniline ring form a dihedral angle of 63.36 (19)°, while in (II), the planes of the two benzene rings form a dihedral angle of 44.26 (13)°. In the crystal structure of (I), N—H⋯O hydrogen bonds form infinite C(4) chains extended in [010], and intermolecular C—H⋯π(aryl) interactions link these chains into layers parallel to the ab plane. The crystal structure of (II) features N—H⋯O hydrogen bonds forming infinite one dimensional C(4) chains along [001]. Further, a pair of C—H⋯O intermolecular interactions consolidate the crystal packing of (II) into a three-dimensional supramolecular architecture. |
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