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2-[(E)-(3-Carb-oxy-4-hy-droxy-phen-yl)iminiometh-yl]-4-chloro-phenolate.

ABSTRACT: The title Schiff base compound, C(14)H(10)ClNO(4), has been synthesized by the reaction of 5-amino-2-hy-droxy-benzoic acid and 5-chloro-2-hy-droxy-benzaldehyde. The mol-ecule is a zwitterion in the crystal, with the phenolic hy-droxy group deprotonated and the imine N atom protonated. It adopts an E configuration about the central C=N double bond. The dihedral angle between the two benzene rings is 3.83 (7)°. Intra-molecular N-H⋯O and O-H⋯O hydrogen bonding generates S(6) ring motifs. In the crystal, mol-ecules are connected by inter-molecular O-H⋯O and C-H⋯Cl hydrogen bonds, forming a supra-molecular chain.

SUBMITTER: Farag AM

PROVIDER: S-EPMC3007861 | biostudies-literature | 2010 Aug

REPOSITORIES: biostudies-literature

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2-[(E)-(3-Carb-oxy-4-hy-droxy-phen-yl)iminiometh-yl]-4-chloro-phenolate.

Farag Abeer Mohamed AM Guan Teoh Siang TS Osman Hasnah H Hemamalini Madhukar M Fun Hoong-Kun HK

Acta crystallographica. Section E, Structure reports online 20100828 Pt 9

The title Schiff base compound, C(14)H(10)ClNO(4), has been synthesized by the reaction of 5-amino-2-hy-droxy-benzoic acid and 5-chloro-2-hy-droxy-benzaldehyde. The mol-ecule is a zwitterion in the crystal, with the phenolic hy-droxy group deprotonated and the imine N atom protonated. It adopts an E configuration about the central C=N double bond. The dihedral angle between the two benzene rings is 3.83 (7)°. Intra-molecular N-H⋯O and O-H⋯O hydrogen bonding generates S(6) ring motifs. In the cry ...[more]

PMID: 21588784

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(E)-4-Hy-droxy-2-[(2-hy-droxy-phen-yl)iminiometh-yl]phenolate.

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