Browse
Submit Data
Databases
API
Help

Dataset Information

19 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

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

ACCESS DATA

Json Xml

Publications

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

Similar Datasets

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.

| S-EPMC3515282 | biostudies-literature

(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.

| S-EPMC2960362 | biostudies-literature

2-[(E)-(5-Chloro-2-methyl-phen-yl)imino-meth-yl]-4-methyl-phenol.

Project description:In the mol-ecule of the title Schiff base compound, C15H14ClNO, the two benzene rings are twisted with respect to each other, with a dihedral angle of 35.0 (3)°; an intra-molecular O-H⋯N hydrogen bond occurs. In the crystal, weak C-H⋯π inter-actions between methyl groups and chloro-phenyl rings link the mol-ecules into supra-molecular chains running along the a axis.

| S-EPMC3793828 | biostudies-literature

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].

| S-EPMC3770443 | biostudies-literature

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

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.

| S-EPMC2968492 | biostudies-literature

2-Chloro-4-{(E)-[(4-chloro-phen-yl)imino]-meth-yl}phenol.

Project description:In the title Schiff base compound, C(13)H(9)Cl(2)NO, the dihedral angle between the mean planes of the benzene rings is 10.20 (10)°. The crystal structure is stabilized by O-H⋯N hydrogen bonds and weak π-π stacking inter-actions [centroid-centroid distance = 3.757 (1) Å].

| S-EPMC3295463 | biostudies-literature

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

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).

| S-EPMC3297943 | biostudies-literature

4-Chloro-2-[(2,6-diisopropyl-phen-yl)imino-meth-yl]phenol.

Project description:The asymmetric unit of the title compound, C(19)H(22)ClNO, contains two independent mol-ecules in which the dihedral angles between the aromatic rings are 76.45?(9) and 74.69?(9)°. An intra-molecular O-H?N hydrogen bond occurs in each mol-ecule. The crystal structure features weak C-H?? inter-actions.

| S-EPMC3379312 | biostudies-literature

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

Project description:In the title compound, C15H14ClNO, which is isostructural with its bromo analogue [Tahir et al. (2012 ▶). Acta Cryst., E68, o2730], the dihedral angle between the planes of the aromatic rings is 2.71 (7)° and an intra-molecular O-H⋯N hydrogen bond closes an S(6) ring. In the crystal, extremely weak C-H⋯π inter-actions link the mol-ecules into a three-dimensional network.

| S-EPMC4459303 | biostudies-literature

2-{[3-Chloro-4-(4-chloro-phen-oxy)phen-yl]imino-meth-yl}-4-nitro-phenol.

Project description:In the title compound, C19H12Cl2N2O4, the imine bond length of 1.257 (6) Å is typical of a double bond. The dihedral angle between the para-nitro benzene ring and the central benzene ring is 12.06 (3)° and that between the central benzene and the para-chloro benzene ring is 73.81 (2)°. An intra-molecular O-H⋯N hydrogen bond generates an S(6) ring motif. In the crystal, mol-ecules are linked together by two pairs of C-H⋯O interactions (to the same O atom acceptor), forming inversion dimers. A short Cl⋯Cl contact [3.232 (4) Å] is observed.

| S-EPMC3685046 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data