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2-Benzyl-imino-methyl-4-chloro-phenol.

ABSTRACT: The title compound, C(14)H(12)ClNO, is a Schiff base derived from the condensation of equimolar quanti-ties of 5-chloro-salicylaldehyde and 1-benzyl-amine. The mol-ecule has 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.

SUBMITTER: Zhang X

PROVIDER: S-EPMC2960935 | biostudies-literature |

REPOSITORIES: biostudies-literature

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2-Benzyl-imino-meth-yl-6-bromo-4-chloro-phenol.

Project description:The title mol-ecule, C(14)H(11)BrClNO, adopts a trans configuration with respect to the C=N double bond. The dihedral angle between the two aromatic rings is 70.4 (5)°. An intra-molecular O-H⋯N hydrogen bond is observed between the hydroxyl and imine groups.

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2-[(E)-Benzyl-imino-meth-yl]-4-methyl-phenol.

Project description:In the title Schiff base, C(15)H(15)NO, the benzene rings form a dihedral angle of 74.91 (1)°. There is a strong intra-molecular O-H⋯N hydrogen bond.

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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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2-[(E)-(4-Fluoro-benzyl-imino)-meth-yl]-4-methyl-phenol.

Project description:In the title Schiff base compound, C(15)H(14)FNO, the benzene rings make a dihedral angle of 72.75 (13)°. The mol-ecular structure is stabilized by an intra-molecular O-H⋯N hydrogen bond. In the crystal, weak π-π stacking occurs between the phenol rings of inversion-related mol-ecules, the centroid-centroid distance being 3.7731 (14) Å.

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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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2-[(3,4-Di-chloro-benzyl-idene)amino]-4-methyl-phenol.

Project description:In the title compound, C14H11Cl2NO, the dihedral angle between the benzene rings is 15.36 (8)°. A phenol-imine-type intra-molecular O-H⋯N hydrogen bond generates an S(5) ring motif. In the crystal, a pair of weak C-H⋯O hydrogen bonds form an R 2 (1)(7) ring motif involving glide-plane-related mol-ecules. The mol-ecules linked via these inter-actions form chains along [101].

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

Project description: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.

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

Project description:The mol-ecule of the title compound, C(14)H(12)ClNO, adopts the enol-imine tautomeric form, with an intra-molecular O-H⋯N hydrogen bond. In the mol-ecule, the two benzene rings are twisted with respect to each other by 30.6 (2)°. The crystal structure is stabilized by inter-molecular C-H⋯π inter-actions.

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(E)-4-Chloro-2-{[4-(di-methyl-amino)-benzyl-idene]amino}-phenol.

Project description:In the title aromatic Schiff base compound, C15H15ClN2O, the mol-ecule exists in a trans conformation with respect to the C=N bond. The dihedral angle between the benzene rings is 14.49 (6)°. In the crystal, weak C-H⋯π inter-actions link mol-ecules into supra-molecular chains propagated along the a-axis direction.

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2,4-Di-bromo-6-{[(5-chloro-2-methyl-phen-yl)imino]-meth-yl}phenol.

Project description:In the mol-ecular structure of the title Schiff base, C14H10Br2ClNO, the chloro-phenyl ring and di-bromo-phenol ring are almost coplanar; the dihedral angle between the planes of the two rings is 10.50 (18)°. There is an intra-molecular O-H⋯N hydrogen bond, with an O⋯N distance of 2.576 (4)Å. The crystal structure is stabilized by π-π stacking of neighbouring aromatic rings along the b-axis direction [centroid-centroid distance = 3.6896 (5) Å].

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