Crystal structures of 4-meth­oxy-N-(4-methyl­phenyl)benzene­sulfonamide and N-(4-fluoro­phenyl)-4-meth­oxy­benzene­sulfonamide

摘要

Crystal structures of two N-(ar­yl)aryl­sulfonamides, namely, 4-meth­oxy-N-(4-methyl­phen­yl)benzene­sulfonamide, C14H15NO3S, (I), and N-(4-fluoro­phen­yl)-4-meth­oxy­benzene­sulfonamide, C13H12FNO3S, (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⋯πar­yl 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.