Crystal structure of (E)-N-{2-[2-(4-methylbenzylidene)hydrazin-l-yl]-2-oxoethy1}-p-toluene- sulfonamide

The title acylhydrazone derivative, C17H19N3O3S, containing an amino acid moiety and electron -donating substituents attached to both the phenyl rings, crystallized with two independent molecules (A and B) in the asymmetric unit. The molecules are bent at the S atom, with C-SO2 NH-CH2 torsion angles of 67.3 (2) and 67.7 (3) in molecules A and B, respectively. Further, the dihedral angles between the sulfonylglycine segments and the p-toluenesulfonyl rings are 76.1 (1) and 85.8 (1) in molecules A and B, respectively. The central hydrazone segments and the toluene rings attached to them are almost co -planar with their mean planes being inclined to one another by 5.2 (2) (molecule A) and 2.9 (2) (molecule B). The dihedral angles between the benzene rings are 86.83 (12) (molecule A) and 74.00 (14) (molecule B). In the crystal, the A molecules are linked by a pair of N-H center dot center dot center dot O hydrogen bonds, forming inversion dimers with an R3(8) ring motif. The dimers are linked via three N H" " "0 hydrogen bonds involving the B molecules, forming chains along [100] and enclosing R3(12) and R1(16) ring motifs. The chains are linked via C-H center dot center dot center dot O hydrogen bonds and a C-H center dot center dot center dot pi interaction, forming sheets parallel to (010). There is a further C-H center dot center dot center dot pi interaction and a slipped parallel 7r rr interaction [inter-centroid distance = 3.8773 (16) A] between the sheets, leading to the formation of a three-dimensional framework.