(E)-N′-(3,3-Diphenylallylidene)-p-toluenesulfonohydrazide

In the title compound, C22H20N2O2S, the molecule adopts a twisted E configuration around the C=N bond. The two phenyl rings are twisted from each other, making a dihedral angle of 78.00 (12)°. The methyl-substituted benzene ring makes dihedral angles of 32.37 (14) and 69.70 (12)° with the two phenyl rings. In the crystal structure, molecules are linked into extended chains along the b axis through intermolecular N—H⋯O hydrogen bonds.

In the title compound, C 22 H 20 N 2 O 2 S, the molecule adopts a twisted E configuration around the C N bond. The two phenyl rings are twisted from each other, making a dihedral angle of 78.00 (12) . The methyl-substituted benzene ring makes dihedral angles of 32.37 (14) and 69.70 (12) with the two phenyl rings. In the crystal structure, molecules are linked into extended chains along the b axis through intermolecular N-HÁ Á ÁO hydrogen bonds. H atoms treated by a mixture of independent and constrained refinement Á max = 0.21 e Å À3 Á min = À0.26 e Å À3 Table 1 Hydrogen-bond geometry (Å , ). (2) 173 (2) Symmetry code: (i) Àx þ 1 2 ; y À 1 2 ; Àz þ 1 2 .

Comment
Sulfonamides were the first class of antimicrobial agents to be discovered. They inhibit dihydropteroate synthetase in the bacterial folic acid pathway. Although their clinical role has diminished, they are still useful in certain situations, because of its efficacy and low cost (Krygowski et al., 1998). Sulfonamides (sulfanilamide, sulfamethoxazole, sulfafurazole) are structural analogs of p-aminobenzoic acid (PABA) and compete with PABA to block its conversion to dihydrofolic acid.
These agents are generally used in combination with other drugs (usually sulfonamides) to prevent or treat a number of bacterial and parasitic infections (Tierney et al., 2006). Some of the applications of sulfonamides are the anti-infective agents of choice, as follows: Bacteria as Human Pathogens, such as Antibiotic Treatment of Infections Caused by Gram-Positive Bacilli and Gram-negative Haemophilus ducreyi and Haemophilus aegyptius, Alternative Drug for treatment of Chlamydia related diseases (including C. trachomatis, Chlamydia psittaci, Chlamydia pneumonia), Anti-malarial Agents as Dihydropteroate synthetase inhibitors, alternative drugs in tuberculosis treatment, long term treatment of leprosy, treatment of ocular infections. In the latter treatment causative organisms must be identified, and it is preferable to use a drug that is not given systemically. Sulfonamides are also assumed as permitted antibiotics in Pregnancy (Kayser et al., 2004).
In the title compund, (

Experimental
The synthesis is the same as the earlier report (Mehrabi et al., 2008), except that penylcinnamaldehyde (3 mmol) was used.
Single crystals suitable for X-ray analysis were obtained from ethanol solution at room temperature.

Refinement
H atom bound to N1 was located from a difference Fourier map and refined freely. The rest of the hydrogen atoms were positioned geometrically and refined as riding model with C-H = 0.93-0.96 and U iso (H) = 1.2 or 1.5 U eq (C). A rotating group model was used for the methyl group.   as those based on F, and R-factors based on ALL data will be even larger.