N,N′-[1,3-Phenylenebis(methylene)]dibenzenesulfonamide

Abstract

The complete mol­ecule of the title compound, C20H20N2O4S2, is generated by crystallographic twofold symmetry, with two C atoms lying on the rotation axis. The dihedral angle between the central benzene ring and the pendant ring is 68.42 (6)° and the dihedral angle between the pendant rings is 45.11 (5)°. The torsion angles for the C—S—N—C and S—N—C—C fragments are −73.22 (15) and −150.45 (13)°, respectively. In the crystal, mol­ecules are linked by N—H⋯O hydrogen bonds, generating corrugated (001) sheets. Aromatic π–π stacking [centroid–centroid separation = 3.8925 (12) and 3.9777 (12) Å] and weak C—H⋯O inter­actions also occur.

2,2′,5,5′-Tetrachloro-N,N′-diethyl-N,N′-[benzene-1,3-diylbis(methylene)]dibenzenesulfonamide

“…The conformations of the ethyl side chains are also different: the S1-N1-C8-C9 and S2-N2-C17-C18 torsion angles are -89.6 (2) and -126.57 (19)°, respectively. The nitrogen atoms are close to planar (bond angle sums = 356.4 and 359.5° for N1 and N2, respectively), which seems to indicate a valence state close to sp 2 hybridization, as also seen in a related structure (Ejaz et al, 2011a). (Table 1).…”