1-(4-Nitrophenyl)-2-(3-phenylallylidene)hydrazine

In the title compound, C15H13N3O2, the nitrobenzene and benzene rings make a dihedral angle of 9.1 (2)°. The crystal structure is consolidated by intermolecular N—H⋯O hydrogen bonds.

In the title compound, C 15 H 13 N 3 O 2 , the nitrobenzene and benzene rings make a dihedral angle of 9.1 (2) . The crystal structure is consolidated by intermolecular N-HÁ Á ÁO hydrogen bonds.

1-(4-Nitrophenyl)-2-(3-phenylallylidene)hydrazine
Feng-Yu Bao S1. Comment 4-Nitrophenylhydrazine has applications in organic synthesis and some of its derivatives have been shown to be potentially DNA-damaging and mutagenic agents (Okabe et al., 1993). As part of our interest in the study of the coordination chemistry, we report the synthesis and crystal structure of the title compound (I).
The molecules are linked by N-H···O hydrogen bonds to form a zigzag like chain (Fig. 2).
The resultant solution was stirred for several minutes at 351 K. Cinnamaldehyde (1 mmol 0.132 g) in methanol (8 ml) was added dropwise and the mixture was stirred at refluxing temperature for 2 h. The product was isolated and recrystallized in dichloromethane. Brown single crystals of (I) were obtained after 6 d.

S3. Refinement
All H atoms were placed in calculated positions, with C-H = 0.93Å (aromatic) with U iso (H) = 1.2U eq (C). H2A was located from a difference Fourier map and refined isotropically, with N-H distance restrained to 0.89 (3)Å.

Figure 1
the ORTEP plot of (I  Packing of (I), showing the intermolecular hydrogen bonds as dashed lines.  where P = (F o 2 + 2F c 2 )/3 (Δ/σ) max < 0.001 Δρ max = 0.09 e Å −3 Δρ min = −0.10 e Å −3 Extinction correction: SHELXL97 (Sheldrick, 2008), Fc * =kFc[1+0.001xFc 2 λ 3 /sin(2θ)] -1/4 Extinction coefficient: 0.027 (6) Special details Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.