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4-[(E)-(4-Methyl-phen-yl)imino-meth-yl]phenol.

ABSTRACT: 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).

SUBMITTER: Jothi L

PROVIDER: S-EPMC3297943 | biostudies-literature |

REPOSITORIES: biostudies-literature

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

Project description:In the title compound, C(14)H(12)BrNO, is a Schiff base which adopts the phenol-imine tautomeric form in the solid state. The dihedral angle between the two aromatic rings is 34.26?(9)° and an intra-molecular O-H?N hydrogen bond generates an S(6) ring.

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

Project description:The title compound, C(14)H(12)FNO, crystallizes as the trans phenol-imine tautomer. The two benzene rings are essentially coplanar, being inclined to one another by 9.28?(7)°. This is at least in part due to the intra-molecular O-H?N hydrogen bond between the hy-droxy O atom and the imine N atom. The crystal structure is stabilized by an array of weak C-H?O and C-H?F inter-actions, which link the mol-ecules into a stable three-dimensional network.

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2-[(2,4-Dimethyl-phen-yl)imino-meth-yl]-6-methyl-phenol.

Project description:The title compound, C(16)H(17)NO, is a Schiff base which adopts the phenol-imine tautomeric form in the solid state. The mol-ecule is almost planar, with a dihedral angle of 4.61 (4)° between the aromatic rings. The molecular structure is stabilized by an intramolecular O-H⋯N hydrogen bond which generates a six membered ring.

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(E)-2-[(4-Iodo-phen-yl)imino-meth-yl]-6-methyl-phenol.

Project description:The title compound, C(14)H(12)INO, adopts the phenol-imine tautomeric form. The dihedral angle between the aromatic rings is 20.6?(3)°. The mol-ecular conformation is stabilized by an intra-molecular O-H?N hydrogen bond while in the crystal, weak inter-molecular C-H?O hydrogen bonds link the mol-ecules into a zigzag chain parallel to the b axis.

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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.

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2-{(E)-[(3-Iodo-4-methyl-phen-yl)imino]-meth-yl}-4-(trifluoro-meth-oxy)phenol.

Project description:The title compound, C(15)H(11)F(3)INO(2), adopts the enol-imine tautomeric form. The mol-ecule displays an E conformation with respect to the imine C=N double bond. The dihedral angle between the two benzene rings is 12.4 (2)°. The mol-ecular conformation is stabilized by an intra-molecular O-H⋯N hydrogen bond, which generates an S(6) ring motif. The trifluoro-meth-oxy-phenyl group is disordered over two sites with an occupancy ratio of 0.621 (6):0.379 (6). The crystal structure features C-H⋯π inter-actions.

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2-{[(4-{[(2-Hy-droxy-phen-yl)(phen-yl)methyl-idene]amino}-but-yl)imino](phen-yl)meth-yl}phenol.

Project description:The asymmetric unit of the title compound, C(30)H(28)N(2)O(2), comprises half of a potential tetra-dentate Schiff base ligand; an inversion centre is situtated at the center of the butane-diamine spacer. The central methyl-ene segment of the diamine spacer is disordered over two positions with a refined site-occupancy ratio of 0.651 (7):0.349 (7). The phenyl ring and the hy-droxy-substituted benzene ring are almost perpendicular to each other, with a dihedral angle of 87.90 (8) Å. Intra-molecular O-H⋯N hydrogen bonds make S(6) ring motifs.

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2-{(E)-[(2-Methyl-3-nitro-phen-yl)imino]-meth-yl}-4-nitro-phenol.

Project description:The title compound, C14H11N3O5, is a Schiff base that adopts the enol-imine tautomeric form in the solid state. The dihedral angle between the aromatic rings is 37.4?(3)° and the dihedral angles between the nitro groups and their attached rings are 4.0?(6) and 46.2?(8)°. The mol-ecular structure is stabilized by an intra-molecular O-H?N hydrogen bond, which generates an S(6) ring motif. In the crystal, molecules are linked by C-H?O interactions, forming a two-dimensional network parallel to the bc plane.

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