Crystal structure of (E)-4-hydroxy-N′-(3-hydroxybenzylidene)benzohydrazide monohydrate

William T A Harrison,John Nicolson Low,James L Wardell

doi:10.1107/s1600536814011908

William T A Harrison, John Nicolson Low + Show 1 more

Open Access

https://doi.org/10.1107/s1600536814011908

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Abstract

In the title benzohydrazide hydrate, C14H12N2O3·H2O, the dihedral angle between the aromatic rings is 58.11 (6)° and the C=O and N—H groups adopt an anti orientation. The main twist in the molecule occurs about the C(=O)—Car (ar = aromatic) bond, with an N—C(=O)—Car—Car torsion angle of −43.5 (2)°. In the crystal, the components are linked by N—H⋯O, O—H⋯N and O—H⋯O hydrogen bonds. These interactions generate [10-1] chains, with adjacent organic molecules linked by inversion symmetry generating either pairs of N—H⋯O links [R 2 2(16) loops] or pairs of O—H⋯O links [R 2 2(20) loops]. Pairs of water molecules are located in the R 2 2(20) loops and form their own O—H⋯O and O—H⋯N hydrogen bonds to adjacent organic molecules in the chain. Finally, an interchain O—H⋯O hydrogen-bond link from the 4-hydroxy group generates (010) sheets.

Highlights

In the title benzohydrazide hydrate, C14H12N2O3H2O, the dihedral angle between the aromatic rings is 58.11 (6) and the
H O, O—H N and O—H O hydrogen bonds. These interactions generate [101] chains, with adjacent organic molecules linked by inversion symmetry generating either pairs of N—H O links [R22(16) loops] or pairs of O—H O
The only parameter in the metrical survey that shows significant variation is the dihedral angle between the aromatic rings, with the most

Summary

Crystal data

In the title benzohydrazide hydrate, C14H12N2O3H2O, the dihedral angle between the aromatic rings is 58.11 (6) and the. C O and N—H groups adopt an anti orientation. Aromatic) bond, with an N—C( O)—Car—Car torsion angle of 43.5 (2). H O, O—H N and O—H O hydrogen bonds These interactions generate [101] chains, with adjacent organic molecules linked by inversion symmetry generating either pairs of N—H O links [R22(16) loops] or pairs of O—H O links [R22(20) loops]. Pairs of water molecules are located in the R22(20) loops and form their own O—H O and O—. H N hydrogen bonds to adjacent organic molecules in the chain. An interchain O—H O hydrogen-bond link from the 4-hydroxy group generates (010) sheets

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