<i>S</i>,<i>S</i>-Diphenyl-<i>N</i>-tosyl sulfone diimine

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 R 2 2(12) ring motif. The dimers are linked by C—H...O interactions, forming a tape structure along the a-axis direction.</jats:p

S,S-Diphenyl-N-tosyl sulfone diimine

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

N-Bromo-S-(4-nitrophenyl)-S-phenylsulfimide

The title compound, C12H9BrN2O2S, the first crystal structure of an N-halosulfimide, adopts a syn conformation about the S=N bond, with a Br—N—S—C(phenyl) torsion angle of −54.64 (17)°. The dihedral angle between between the phenyl and 4-nitrophenyl rings is 65.04 (14)°. In the crystal, molecules are linked by C—H...Br, C—H...N and C—H...O interactions, forming a tape structure along the c axis

<i>N</i>-Ethyl-<i>N</i>′-(3-methylbenzoyl)-<i>S</i>,<i>S</i>-diphenylsulfodiimide

The asymmetric unit of the title sulfodiimide, C22H22N2OS, consists of two crystallographically independent molecules with similar conformations The environment around each sulfur atom is a slightly distorted tetrahedron with two S=N bonds and two S—C bonds. The S= N(m-methylbenzoyl) and S=N(NEt) bond lengths are 1.584 (3) and 1.528 (2) Å, respectively, for one molecule, and 1.575 (2) and 1.529 (3) Å, respectively, for the other. The dihedral angles between the two phenyl rings in the molecules are 86.76 (8) and 82.49 (8)°. The N—S—N—C(m-methylbenzoyl) and N—S—N—C(ethyl) torsion angles are −60.5 (2) and −50.28 (19)°, respectively, for one molecule, and 62.9 (2) and 44.2 (3)°, respectively, for the other. In the crystal, each independent molecule is linked to its inversion-related molecule via a pair of C—H...O hydrogen bonds, forming a dimer.</jats:p