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The mol­ecule of the title compound, C15H14N4O3, is completed by the application of crystallographic twofold symmetry, with the carbonyl group lying on the rotation axis. The mol­ecule is close to planar: the greatest deviation of a torsion angle from 0° is 7.3 (2)° about the bond linking the phenol ring to the rest of the mol­ecule. An intra­molecular O—H...N(imine) hydrogen bond is formed in each half of the mol­ecule. The carbonyl O atom is anti with respect to the amine H atoms and this allows for the formation of N—H...O(hydrox­yl) hydrogen bonds in the crystal, which results in supra­molecular layers lying parallel to (100).

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There are significant twists in the title compound, C16H15N3O2, as seen in the dihedral angle between the benzene and adjacent but-2-enal group [29.26 (4)°] and between the pyridine ring and amide group [24.79 (6)°]. A twist is also evident around the hydrazine bond [the C—N—N—C torsion angle is −138.25 (13)°]. The conformation about the ethene bond is Z. An intra­molecular N—H...O hydrogen bond involving the benzoyl O atom and leading to an S(6) motif is formed. Significant delocalization of π-electron density is found in this part of the mol­ecule. In the crystal, helical supra­molecular chains aligned along the b axis and mediated by N—H...O hydrogen bonds are formed.

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The organic mol­ecule of the title monohydrate, C12H9IN2O3·H2O, features a disordered furyl ring with the major component [site occupancy = 0.575 (18)] having the carbonyl O and furyl O atoms syn, and the other conformation having these atoms anti. The mol­ecule is slightly twisted with the dihedral angle between the benzene and furyl rings being 10.3 (6)° (major component). An intra­molecular O—H...N(imine) hydrogen bond is formed. In the crystal, the water mol­ecule accepts a hydrogen bond from an amine H atom, and forms two O—H...O(carbon­yl) hydrogen bonds, thereby linking three different carbohydrazide mol­ecules. The result is a supra­molecular layer parallel to (001). The closest contacts between layers are of the type I...I, at a distance of 3.6986 (6) Å.
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