N′-(3-Bromo-4-methoxybenzylidene)nicotinohydrazide monohydrate

In the title compound, C14H12BrN3O2·H2O, the benzene ring is oriented at a dihedral angle of 39.66 (11)° with respect to the pyridine ring. The solvent water molecule links with the organic compound via O—H⋯O, O—H⋯N and N—H⋯O hydrogen bonding.

In the title compound, C 14 H 12 BrN 3 O 2 ÁH 2 O, the benzene ring is oriented at a dihedral angle of 39.66 (11) with respect to the pyridine ring. The solvent water molecule links with the organic compound via O-HÁ Á ÁO, O-HÁ Á ÁN and N-HÁ Á ÁO hydrogen bonding.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: XU2597).
The title molecule crystallizes in the E conformation, with the C8-N1-N2-C9 torsion angle of 170.02 (19)°. The molecular is non-planar, there is a dihedral angle of 39.66 (11)° between the benzene ring and the pyridine ring. In the crystal structure, the lattice water molecule links with the organic compound via O-H···O, O-H···N and N-H···O hydrogen bonding.

Experimental
Nicotinohydrazide (1 mmol, 0.137 g) was dissolved in ethanol (15 ml). The mixture was stirred for several min at 351 K, then 3-bromo-4-methoxybenzaldehyde (1 mmol, 0.215 g) in ethanol (8 mm l) was added dropwise and the mixture was refluxed for 2 h. The solid product was isolated and recrystallized from methanol, colourless single crystals were obtained after 3 d.

Refinement
H atoms of water molecule are located in a difference Fourier map and refined isotropically, with O-H and H···H distances restrained to 0.85 (1) and 1.37 (2) Å, respectively. Methyl H atoms were placed in calculated positions with C-H = 0.96 Å and refined with U iso (H) = 1.5U eq (C). Other H atoms were placed in calculated positions with C-H = 0.93 and N-H = 0.86 Å, and refined in riding mode with U iso (H) = 1.2U eq (C,N). Fig. 1. The molecular structure of the title compound. Displacement ellipsoids are drawn at the 30% probability level.  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.  (2) 168 (2) O2-H2B···O1 i 0.82 (3) 2.47 (3) 3.118 (2) 136 (2) O2-H2B···N1 i 0.82 (3) 2.43 (3) 3.197 (2) 156 (3) N2-H2···O2 ii 0.86 2.18 2.982 (2) 155