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(E)-2-[1-(3-Amino-4-chloro-phenyl-imino)eth-yl]-4-bromo-phenol.

ABSTRACT: The title Schiff base compound, C(14)H(12)BrClN(2)O, exists in an E configuration with respect to the central C=N double bond. The amino group adopts a pyramidal configuration. The dihedral angle between the two benzene rings is 76.88 (10)° and an intra-molecular O-H⋯N hydrogen bond forms a six-membered ring, generating an S(6) ring motif. In the crystal structure, mol-ecules are linked into chains along [010] via N-H⋯O hydrogen bonds. The presence of π-π inter-actions [centroid-centroid distance = 3.6244 (12) Å] further stabilizes the crystal structure.

SUBMITTER: Bahron H

PROVIDER: S-EPMC2983940 | biostudies-literature | 2010 Mar

REPOSITORIES: biostudies-literature

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(E)-2-[1-(3-Amino-4-chloro-phenyl-imino)eth-yl]-4-bromo-phenol.

Bahron Hadariah H Bakar Siti Najihah Abu SN Kassim Karimah K Yeap Chin Sing CS Fun Hoong-Kun HK

Acta crystallographica. Section E, Structure reports online 20100320 Pt 4

The title Schiff base compound, C(14)H(12)BrClN(2)O, exists in an E configuration with respect to the central C=N double bond. The amino group adopts a pyramidal configuration. The dihedral angle between the two benzene rings is 76.88 (10)° and an intra-molecular O-H⋯N hydrogen bond forms a six-membered ring, generating an S(6) ring motif. In the crystal structure, mol-ecules are linked into chains along [010] via N-H⋯O hydrogen bonds. The presence of π-π inter-actions [centroid-centroid distanc ...[more]

PMID: 21580701

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2-[1-(3-Amino-phenyl-imino)-eth-yl]phenol.

Project description:The title compound, C(14)H(14)N(2)O, exists as the enol-imine tautomer. A strong intra-molecular hydrogen bond between O and N atoms forms a six-membered ring with an S(6) graph-set motif, which is approximately coplanar with the phenol ring, the inter-planar angle being 3.4 (3)°. In the crystal, inter-molecular C-H⋯O hydrogen bonds and N-H⋯π inter-actions link the mol-ecules into infinite chains along [100].

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

Project description:In the title compound, C(17)H(18)BrClN(2)O, the dihedral angle between the aromatic rings is 3.0 (1)°. The methyl-ethanamine group assumes an extended conformation. An intra-molecular O-H⋯N hydrogen bond generates an S(6) ring motif. The crystal packing is stabilized by C-H⋯π and π-π [centroid-centroid distances = 3.691 (1) and 3.632 (1) Å] inter-actions.

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2-[(E)-(4-Bromo-phenyl)imino-methyl]-4-chloro-phenol.

Project description:In the title compound, C13H9BrClNO, the dihedral angle between the substituted benzene rings is 44.25 (11)°. There are strong intra-molecular O-H⋯N hydrogen bonds, which generate S(6) rings, and also inter-molecular Cl⋯Cl [3.431 (3) Å] and Br⋯ Br [3.846 (1) Å] contacts. The crystal packing a C-H⋯O and C-H⋯π inter-actions.

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4-Chloro-2-((E)-{3-[1-(hydroxy-imino)eth-yl]phen-yl}imino-meth-yl)phenol.

Project description:The title compound, C(15)H(13)ClN(2)O(2), adopts an E conformation with respect to the azomethine C=N bond. The aniline and phenol rings are almost coplanar, making a dihedral angle of 3.33 (2)°. In the crystal, the mol-ecules lie about inversion centers, forming dimers that are connected by inter-molecular O-H⋯N hydrogen bonds, resulting in six-membered rings with graph-set motif R(2) (2)(6). In addition, there is a strong inter-molecular O-H⋯N hydrogen-bonding inter-action, resulting in an S(6) ring motif. Weak π-π inter-actions between the benzene rings [centroid-centroid distance = 3.809 (1) Å] further stabilize the crystal structure.

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