1-Bromo-2-[(E)-2-nitroethenyl]benzene

In the title compound, C8H6BrNO2, the dihedral angle between the planes of the benzene ring and the nitro group is 22.99 (12)°. In the crystal, inversion dimers associated by pairs of short Br⋯O contacts [3.2319 (17) Å] occur.

In the title compound, C 8 H 6 BrNO 2 , the dihedral angle between the planes of the benzene ring and the nitro group is 22.99 (12) . In the crystal, inversion dimers associated by pairs of short BrÁ Á ÁO contacts [3.2319 (17) Å ] occur.
As shown in Fig. 1, the dihedral angle between carbon double bond and phenyl groups is 12.2 (2) °. As shown in Fig. 2, the crystal packing shows the weak O···Br intermolecular interactions.
Experimental 2-Bromobenzaladehyde (39.8 mmol, 7.36 g), nitromethane (99.2 mmol, 5.38 ml), and methanol (16.80 ml) are added to a 3-neck round bottomed flask and cooled to zero degree centigrade. While maintaining the internal reaction temperature between zero and ten degrees centigrade, aqueous 1M NaOH (100.2 mmol, 100.20 ml) is added by an additon funnel and the mixture is stirred for 15 min. Ice water mixture (70.00 ml) is added and the reaction is stirred at zero degree centigrade for 30 min. The reaction mixture is slowly added to aqueous 8M HCl (536.0 mmol, 67.00 ml) and allowed to stir until the rection is confirmed complete by TLC. The reaction mixture is filtered and recrystallized from ethanol to give the product.
Colourless prisms of (I) were obtained by slow evaporation of the dichloromethane/n-hexane solutions at room temperature.

Refinement
All the H atoms were positioned geometrically (C-H = 0.95 Å) and refined as riding with U iso (H) = 1.2U eq (C). Fig. 1. The molecular structure of (I). Displacement ellipsoids are drawn at the 30% probability level and H atoms are shown as small spheres of arbitrary radii.

Figures
supplementary materials sup-2  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 Rfactors(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.
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å 2 )