Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(E)-5-Meth-oxy-2-(o-tolyl-imino-meth-yl)phenol.

ABSTRACT: In the title compound, C(15)H(15)NO(2), the phenol group make dihedral angles of 2.4?(2) and 24.1?(9)° with the imine linkage (-C=N-) and the phenyl group, respectively, and the mol-ecule adopts the enol-imine tautomeric form, so the mol-ecular structure is stabilized by a strong intra-molecular O-H?N hydrogen bond. The crystal structure features a weak C-H?? inter-action.

SUBMITTER: Albayrak C

PROVIDER: S-EPMC2979691 | biostudies-literature | 2010 Jan

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

(E)-5-Meth-oxy-2-(o-tolyl-imino-meth-yl)phenol.

Albayrak Ciğdem C Koşar Başak B Ozek Arzu A Odabaşoğlu Mustafa M Büyükgüngör Orhan O

Acta crystallographica. Section E, Structure reports online 20100109 Pt 2

In the title compound, C(15)H(15)NO(2), the phenol group make dihedral angles of 2.4 (2) and 24.1 (9)° with the imine linkage (-C=N-) and the phenyl group, respectively, and the mol-ecule adopts the enol-imine tautomeric form, so the mol-ecular structure is stabilized by a strong intra-molecular O-H⋯N hydrogen bond. The crystal structure features a weak C-H⋯π inter-action. ...[more]

PMID: 21579742

Similar Datasets

(E)-4-Meth-oxy-2-(p-tolyl-imino-meth-yl)phenol.

Project description:The mol-ecule of the title compound, C(15)H(15)NO(2), adopts the enol-imine tautomeric form and has a strong intra-molecular O-H⋯N hydrogen bond as a result. The mol-ecule is almost planar, with a maximum deviation of 0.1038 (15) Å for the meth-oxy C atom. A weak C-H⋯π inter-action and a weak C-H⋯O hydrogen bond are present in the crystal.

| S-EPMC2979976 | biostudies-literature

(E)-4-Meth-oxy-2-(o-tolyl-imino-meth-yl)phenol.

Project description:In the mol-ecule of the title compound, C(15)H(15)NO(2), the aromatic rings are oriented at a dihedral angle of 15.46 (6)°. An intra-molecular O-H⋯N hydrogen bond results in the formation of a nearly planar six-membered ring [maximum deviation of 0.035 (5) Å for the N atom] which is almost coplanar with the adjacent ring, making a dihedral angle of 0.8 (3)°. The title organic mol-ecule is a phenol-imine tautomer, as evidenced by the C-O, C-N and C-C bond lengths. Mol-ecules are linked by inter-molecular C-H⋯O hydrogen bonds that generate a C(5) chain. C-H⋯π and π-π inter-actions exist in the structure. The π-π inter-action occurs between the phenol ring and its symmetry equivalent at (1 - x, 1 - y, -z), with a centroid-centroid distance of 3.727 (7) Å and a plane-to-plane separation of 3.383 (5) Å, resulting in an offset angle of 24.82 (1)°.

| S-EPMC2968945 | biostudies-literature

2-(m-Tolyl-imino-meth-yl)phenol.

Project description:The title compound, C(14)H(13)NO, is non-planar with a dihedral angle of 47.00?(6)° between the planes of the two aromatic rings. Intra-molecular hydrogen bonding is observed between the O-H group and the N atom, resulting in a phenol-imine tautomeric form.

| S-EPMC2972180 | biostudies-literature

2-[(4-Meth-oxy-benz-yl)imino-meth-yl]phenol.

Project description:In the title Schiff base compound, C(15)H(15)NO(2), prepared from 4-meth-oxy-benzyl-amine and salicyl-aldehyde, an intra-molecular O-H?N hydrogen bonds influences the mol-ecular conformation; the two aromatic rings form a dihedral angle of 73.5?(1)°. In the crystal, weak inter-molecular C-H?O inter-actions link the mol-ecules into chains propagating in [010].

| S-EPMC3011435 | biostudies-literature

3-Meth-oxy-2-[(E)-(4-meth-oxy-phen-yl)imino-meth-yl]phenol.

Project description:The title compound, C(15)H(15)NO(3), adopts the enol-imine tautomeric form. The two rings are twisted with respect to each other, making a dihedral angle of 44.08 (5)°. The 3-methoxy-2-[(E)-(4-methoxyphenyl)-iminomethyl]phenol unit is almost planar, the largest deviation from the mean plane being 0.047 (2) Å. Such a planar conformation might be related to the occurrence of an intra-molecular O-H⋯N hydrogen bond. In the crystal, inter-molecular C-H⋯O hydrogen bonds link the mol-ecules into sheets parallel to (010). These sheets are inter-connected by weak C-H⋯π inter-actions.

| S-EPMC3051687 | biostudies-literature

4-Meth-oxy-2-[(E)-(phenyl-imino)meth-yl]phenol.

Project description:In the mol-ecule of the title compound, C(14)H(13)NO(2), the two aromatic rings are oriented at a dihedral angle of 0.78?(20)°; with the exception of two methyl H atoms the mol-ecule is essentially planar. The intra-molecular O-H?N hydrogen bond results in the formation of a non-planar, six-membered ring, which adopts a flattened-boat conformation. In the crystal structure, inter-molecular C-H?O hydrogen bonds link the mol-ecules to form parallel networks. There is a C-H?? contact between the methyl group and the benzene ring. A ?-? contact between the benzene and phenyl rings [centroid-centroid distance = 4.681?(5)?Å] is also observed.

| S-EPMC2960573 | biostudies-literature

6-Meth-oxy-2-[(E)-phenyl-imino-meth-yl]phenol.

Project description:The title compound, C(14)H(13)NO(2), was obtained by the condensation reaction of o-vanillin and aniline in ethanol. The mol-ecule adopts the phenol-imine tautomeric form and an E conformation with respect to the azomethine C=N bond. The dihedral angle between the aromatic rings is 30.57?(10)°. In the crystal, mol-ecules are linked by inter-molecular C-H?O hydrogen bonds into zigzag chains parallel to the b axis.

| S-EPMC3099786 | biostudies-literature

2-[(4-Meth-oxy-2-nitro-phen-yl)imino-meth-yl]phenol.

Project description:The crystal structure of the title compound, C(14)H(12)N(2)O(4), contains four crystallographically independent mol-ecules in the asymmetric unit. All the mol-ecules have similar conformations; the dihedral angles between the aromatic rings are 33.1?(1), 33.76?(9), 31.41?(9) and 32.56?(10)°. Intra-molecular O-H?N hydrogen bonds form S(6) ring motifs in each molecule. In the crystal, there are two pairs of pseudo-inversion-related mol-ecules. Along the c axis, mol-ecules are stacked with ?-? inter-actions between the 2-hy-droxy-phenyl and 4-meth-oxy-2-nitro-phenyl rings [centroid-centroid distances = 3.5441?(12)-3.7698?(12)?Å].

| S-EPMC3414359 | biostudies-literature

5-Bromo-2-meth-oxy-4-{[(4-meth-oxy-phen-yl)imino]-meth-yl}phenol monohydrate.

Project description:The crystal structure of the title compound, C(15)H(14)BrNO(3)·H(2)O, has a trans configuration about the central C=N double bond. An intra-molecular O-H⋯O hydrogen bond occurs in the main mol-ecule. The crystal packing is stabilized by strong O-H⋯O and O-H⋯N hydrogen bonds.

| S-EPMC3274944 | biostudies-literature

2-Eth-oxy-6-[(methyl-imino)-meth-yl]phenol.

Project description:In the title compound, C(10)H(13)NO(2), synthesized by the reaction of 2-hy-droxy-3-eth-oxy-benzaldehyde with methyl-amine, there is an an intra-molecular O-H?N hydrogen bond involving the hy-droxy substituent and the amino N atom. In the crystal, mol-ecules form inversion dimers connected by pairs of C-H?O hydrogen bonds.

| S-EPMC3006704 | 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