S,S-Diphenyl-N-tosyl sulfone diimine

Abstract

In the title compound [systematic name: N-(iminodiphenyl-λ6-sulfanylidene)-4-methylbenzene-1-sulfonamide], C19H18N2O2S2, the configuration around the sulfur atom of the sulfonediimine group is a slightly distorted tetrahedron structure with two S=N bonds and two S—C bonds. The bond lengths of S=N (p-toluenesulfonyl) and S=N (NH) are 1.5785 (15) and 1.5158 (18) Å, respectively. The S—N=S plane makes a dihedral angle of 74.24 (14)° with the p-toluene ring, while it makes dihedral angles of 73.43 (13) and 41.98 (14)° with the phenyl rings. The two torsion angles of S—N=S—C (phenyl) and the S—N=S=N angle are 105.86 (12), −144.54 (11) and −25.67 (17)°, respectively. In the crystal, molecules are connected by pairs of N—H...O hydrogen bonds, forming inversion dimers with an R22(12) ring motif. The dimers are linked by C—H...O interactions, forming a tape structure along the a-axis direction.

Keywords

• crystal structure
• S,S-diphenylsulfilimide
• N-tosyl-sulfonediimines
• hydrogen bonding