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2-[(E)-(2-Chloro-phen-yl)imino-meth-yl]-6-methyl-phenol.

ABSTRACT: The title compound, C(14)H(12)ClNO, a Schiff base derived from 3-methyl-salicyl-aldehyde, crystallizes in the phenol-imine tautomeric form with an E conformation for the imine functionality. The mol-ecule is not planar, the dihedral angle between the aromatic rings being 36.38?(5)°. The hy-droxy H atom is involved in a strong intra-molecular O-H?N hydrogen bond, generating an S(6) ring.

SUBMITTER: Zhu P

PROVIDER: S-EPMC3008053 | biostudies-literature | 2010 Aug

REPOSITORIES: biostudies-literature

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2-[(E)-(2-Chloro-phen-yl)imino-meth-yl]-6-methyl-phenol.

Zhu Peihua P Yu Jiemei J Wang Hongyan H Zhang Chunlai C Yang Dongming D

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

The title compound, C(14)H(12)ClNO, a Schiff base derived from 3-methyl-salicyl-aldehyde, crystallizes in the phenol-imine tautomeric form with an E conformation for the imine functionality. The mol-ecule is not planar, the dihedral angle between the aromatic rings being 36.38 (5)°. The hy-droxy H atom is involved in a strong intra-molecular O-H⋯N hydrogen bond, generating an S(6) ring. ...[more]

PMID: 21588779

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4-[(3-Chloro-2-methyl-phen-yl)imino-meth-yl]phenol.

Project description:In the title compound, C(14)H(12)ClNO, the dihedral angle between the aromatic rings is 39.84?(7)°. In th crystal, mol-ecules are connected by O-H?N hydrogen bonds into chains parallel to [001]. In addition, a C-H?? contact occurs.

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Project description:The title compound, C(13)H(9)Cl(2)NO, was crystallized from a methanol solution of 5-chloro-salicylaldehyde and o-chloro-aniline. The mol-ecule displays a trans configuration with respect to the imine C=N double bond. The N atom is involved in an intra-molecular O-H?N hydrogen bond. The two aromatic rings are essentially coplanar, the dihedral angle between them being 7.1?(1)°. A C-H?? inter-action is present in the crystal.

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Project description:In the title compound, C(14)H(13)NO, the two rings show significant deviation from coplanarity, with a dihedral angle between the two planes of 49.40 (5)°. The hy-droxy group is involved in an inter-molecular O-H⋯N hydrogen bond, forming an extended one-dimensional zigzag chain along (001).

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Crystal structure of 4-chloro-2-{(E)-[(3,4-di-methyl-phen-yl)imino]-meth-yl}phenol.

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2-Bromo-4-chloro-6-[(E)-(2-chloro-phen-yl)imino-meth-yl]phenol.

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