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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...

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Detalles Bibliográficos
Autores principales: Rodrigues, Vinola Z., Preema, C. P., Naveen, S., Lokanath, N. K., Suchetan, P. A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
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
Descripción
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.