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N'-[(E)-Furan-2-ylmethyl-idene]-4-hydroxy-benzohydrazide.

ABSTRACT: The title compound, C12H10N2O3, exists in the E conformation. The five-membered ring and the phenyl rings form dihedral angles of 36.73?(10) and 12.22?(10)°, respectively, with the central C(=O)N2C unit. The crystal packing is dominated by strong N-H?O and O-H?N hydrogen bonds. Together with weaker C-H?O inter-actions, these establish a three-dimensional supra-molecular network.

SUBMITTER: Datta R

PROVIDER: S-EPMC3998425 | biostudies-literature | 2014 Mar

REPOSITORIES: biostudies-literature

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N'-[(E)-Furan-2-ylmethyl-idene]-4-hydroxy-benzohydrazide.

Datta Riya R Ramya V V Sithambaresan M M Kurup M R Prathapachandra MR

Acta crystallographica. Section E, Structure reports online 20140205 Pt 3

The title compound, C12H10N2O3, exists in the E conformation. The five-membered ring and the phenyl rings form dihedral angles of 36.73 (10) and 12.22 (10)°, respectively, with the central C(=O)N2C unit. The crystal packing is dominated by strong N-H⋯O and O-H⋯N hydrogen bonds. Together with weaker C-H⋯O inter-actions, these establish a three-dimensional supra-molecular network. ...[more]

PMID: 24764963

Similar Datasets

N'-(Furan-2-ylmethyl-ene)-2-hydroxy-benzohydrazide.

Project description:In the title mol-ecule, C(12)H(10)N(2)O(3), the aromatic and furan rings form a dihedral angle of 8.89 (1)° and an intra-molecular N-H⋯O hydrogen bond occurs. In the crystal structure, inter-molecular O-H⋯O hydrogen bonds link the mol-ecules into zigzag chains running along the c axis.

| S-EPMC2959693 | biostudies-literature

N'-(5-Bromo-1H-indol-3-ylmethyl-idene)-3,4,5-trihydroxy-benzohydrazide.

Project description:The two aromatic parts of the title mol-ecule, C(16)H(12)BrN(3)O(4), are connected through a conjugated -CH=N-NH-C(O)- fragment to furnish an almost planar mol-ecule. Adjacent mol-ecules are linked by N-H⋯O and O-H⋯O hydrogen bonds into a three-dimensional network. An intramolecular O-H⋯O link also occurs.

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N'-(5-Bromo-2-hydroxy-benzyl-idene)-3-hydroxy-benzohydrazide.

Project description:The asymmetric unit of the title compound, C(14)H(11)BrN(2)O(3), contains two crystallographically independent mol-ecules with slightly different conformations with respect to the aromatic rings; the dihedral angles between the two benzene rings in the two mol-ecules are 55.0 (7) and 16.3 (7)°. In the crystal structure, mol-ecules are linked through inter-molecular N-H⋯O, O-H⋯O and O-H⋯N hydrogen bonds, forming chains running along the a axis.

| S-EPMC2960470 | biostudies-literature

N'-(5-Chloro-2-hydroxy-benzyl-idene)-4-hydroxy-benzohydrazide.

Project description:The title Schiff base compound, C(14)H(11)ClN(2)O(3), was prepared by the reaction of 5-chloro-salicylaldehyde and 4-hydroxy-benzohydrazide. The mol-ecule exists in a trans configuration with respect to the methyl-idene group. The dihedral angle between the two benzene rings is 40.1 (2)°. An intra-molecular O-H⋯N hydrogen bond helps to stabilize the mol-ecular conformation. In the crystal structure, mol-ecules are linked into a three-dimensional network by inter-molecular N-H⋯O and O-H⋯O hydrogen bonds.

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N'-(4-Chloro-benzyl-idene)-2-hydroxy-benzohydrazide.

Project description:The title mol-ecule, C(14)H(11)ClN(2)O(2), adopts a trans configuration with respect to the C=N double bond. An intra-molecular N-H⋯O hydrogen bond contributes to mol-ecular conformation and the two benzene rings form a dihedral angle of 17.9 (8)°. In the crystal structure, inter-molecular O-H⋯O hydrogen bonds link the mol-ecules into chains running along [10].

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3-Bromo-N'-(2-hydroxy-benzyl-idene)benzohydrazide.

Project description:The title mol-ecule, C(14)H(11)BrN(2)O(2), displays a trans configuration about the C=N and C-N bonds. The dihedral angle between the two benzene rings is 18.5 (3)°. An intra-molecular O-H⋯N hydrogen bond is observed. In the crystal structure, the mol-ecules are linked into a chain along the c axis by N-H⋯O and C-H⋯O hydrogen bonds.

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N'-(2-Chloro-benzyl-idene)-4-hydroxy-benzohydrazide.

Project description:In the mol-ecule of the title compound, C(14)H(11)ClN(2)O(2), the dihedral angle between the benzene rings is 30.53 (4)°. In the crystal structure, inter-molecular O-H⋯O and N-H⋯O hydrogen bonds link the mol-ecules into a two-dimensional network. π-π contacts between benzene rings [centroid-centroid distance = 3.619 (1) Å] may further stabilize the structure. The crystal studied was found to be an inversion twin.

| S-EPMC2969926 | biostudies-literature

N'-(2-Hydroxy-benzyl-idene)-4-methoxy-benzohydrazide.

Project description:The title Schiff base compound, C(15)H(14)N(2)O(3), was derived from the condensation reaction of salicylaldehyde with 4-methoxy-benzohydrazide. The dihedral angle between the two benzene rings is 2.5 (2)°. In the crystal structure, mol-ecules are linked through inter-molecular N-H⋯O hydrogen bonds, forming chains running along the b axis.

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2-Hydr-oxy-(2-methyl-1H-indol-3-ylmethyl-idene)benzohydrazide ethanol solvate.

Project description:In the title compound, C(17)H(15)N(3)O(2)·C(2)H(6)O, Schiff base molecules are linked by a hydr-oxy-amido hydrogen bond into a helical chain running along the b axis. This chain is consolidated by two other hydrogen bonds; the ethanol solvent mol-ecule is a hydrogen-bond donor to the amide group and a hydrogen-bond acceptor for the indolyl NH group of an adjacent Schiff base mol-ecule.

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(E)-N'-(3,5-Dibromo-2-hydroxy-benzyl-idene)-4-hydroxy-benzohydrazide monohydrate.

Project description:The title compound, C(14)H(10)Br(2)N(2)O(3)·H(2)O, was synthesized by the reaction of 3,5-dibromo-2-hydroxy-benzaldehyde with an equimolar amount of 4-hydroxy-benzohydrazide in methanol. The structure comprises a Schiff base unit and a water mol-ecule of crystallization. The dihedral angle between the benzene rings in the Schiff base is 1.3 (3)°. In the crystal structure, mol-ecules are linked through inter-molecular O-H⋯O and N-H⋯O hydrogen bonds, with the water mol-ecule serving as both donor and acceptor. As a result, layers are formed, which are approximately parallel to the bc plane.

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