Browse
Submit Data
Databases
API
Help

Dataset Information

17 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(E)-3-[(4-Butyl-phen-yl)imino-meth-yl]benzene-1,2-diol.

ABSTRACT: The title compound, C(17)H(19)NO(2), exists as an enol-imine tautomer. The dihedral angle between the two benzene rings is 4.6?(2)°. The mol-ecular structure is stabilized by intramol-ecular O-H?O and O-H?N hydrogen bonds which generate S(5) and S(6) ring motifs, respectively. In the crystal, mol-ecules are linked into centrosymmetric dimers by pairs of O-H?O hydrogen bonds. In addition, C-H?? inter-actions involving both benzene rings are observed.

SUBMITTER: Kelesoglu Z

PROVIDER: S-EPMC2977352 | biostudies-literature | 2009 Jul

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

(E)-3-[(4-Butyl-phen-yl)imino-meth-yl]benzene-1,2-diol.

Keleşoğlu Zeynep Z Büyükgüngör Orhan O Albayrak Ciğdem C Odabaşoğlu Mustafa M

Acta crystallographica. Section E, Structure reports online 20090729 Pt 8

The title compound, C(17)H(19)NO(2), exists as an enol-imine tautomer. The dihedral angle between the two benzene rings is 4.6 (2)°. The mol-ecular structure is stabilized by intramol-ecular O-H⋯O and O-H⋯N hydrogen bonds which generate S(5) and S(6) ring motifs, respectively. In the crystal, mol-ecules are linked into centrosymmetric dimers by pairs of O-H⋯O hydrogen bonds. In addition, C-H⋯π inter-actions involving both benzene rings are observed. ...[more]

PMID: 21583691

Similar Datasets

3-[(E)-(4-Ethyl-phen-yl)imino-meth-yl]benzene-1,2-diol.

Project description:The title compound, C(15)H(15)NO(2), adopts the enol-imine tautomeric form. The dihedral angle between the two benzene rings is 48.1?(1)°. Intra-molecular O-H?N and O-H?O hydrogen bonds generate S(6) and S(5) ring motifs, respectively. In the crystal, mol-ecules are linked into centrosymmetric R(2) (2)(10) dimers via pairs of O-H?O hydrogen bonds and the dimers may interact through very weak by ?-? inter-actions [centroid-centroid distance = 4.150?(1)?Å]. The ethyl group is disordered over two orientations, with occupancies of 0.587?(11) and 0.413?(11).

| S-EPMC2977215 | biostudies-literature

(<i>Z</i>)-3-({[3-Meth-oxy-5-(tri-fluoro-meth-yl)phen-yl]imino}meth-yl)benzene-1,2-diol.

Project description:The title compound, C15H12F3NO3, crystallizes with one mol-ecule in the asymmetric unit. The mean planes of the two phenyl rings of the Schiff base moiety, bearing the OH groups and the imine group, respectively, are inclined to each other by 4.91?(1)°. In the crystal, mol-ecules are linked via pairs of bifurcated O-H?O hydrogen bonds between the phenol OH groups, forming inversion dimers with an R 1 2(5) ring motif. The structure exhibits also intra-molecular O-H?N and C-H?F hydrogen-bonding inter-actions. Hirshfeld surfaces analysis and two-dimensional fingerprint plots were applied to qu-antify the inter-molecular inter-actions. The three F atoms of the tri-fluoro-methyl group are disordered over two sets of sites, with occupancy factors of 0.578?(8) and 0.422?(8). The crystal studied was refined as an inversion twin.

| S-EPMC6509687 | biostudies-literature

Crystal structure of 3-{(E)-[(3,4-di-chloro-phen-yl)imino]-meth-yl}benzene-1,2-diol.

Project description:In the title Schiff base, C13H9Cl2NO2, which arose from the condensation of 3,4-di-chloro-aniline with 2,3-di-hydroxy-benzaldehyde, the dihedral angle between the aromatic rings is 44.74?(13)°. Intra-molecular O-H?O and O-H?N hydrogen bonds close S(5) and S(6) rings, respectively. In the crystal, inversion dimers linked by pairs of O-H?O hydrogen bonds generate R 2 (2)(10) loops. A weak C-H?? inter-action is also observed.

| S-EPMC4384559 | biostudies-literature

(E)-2-[(2,4-Dichloro-phen-yl)imino-meth-yl]benzene-1,4-diol monohydrate.

Project description:The title compound, C(13)H(9)Cl(2)NO(2)·H(2)O, represents a Schiff base which adopts the phenol-imine tautomeric form in the solid state. The mol-ecule is approximately planar (r.m.s. deviation 0.0818?Å), and the dihedral angle between the two aromatic rings is 7.46?(12)°. An O-H?N inter-action generates an S(6) ring. In the crystal, mol-ecules are linked by inter-molecular O-H?O hydrogen bonds involving the solvent water mol-ecule, forming chains.

| S-EPMC2972111 | biostudies-literature

(<i>E</i>)-3-{[(2-Bromo-3-methyl-phen-yl)imino]-meth-yl}benzene-1,2-diol: crystal structure and Hirshfeld surface analysis.

Project description:The title compound, C14H12BrNO2, was synthesized by the condensation reaction of 2,3-di-hydroxy-benzaldehyde and 2-bromo-3-methyl-aniline. It crystallizes in the centrosymmetric triclinic space group P . The configuration about the C=N bond is E. The dihedral angle between the planes of the 5-(2-bromo-3-methyl-phenyl ring and the catechol ring is 2.80 (17)°. In the crystal, O-H⋯O hydrogen-bond inter-actions consolidate the crystal packing.

| S-EPMC6895958 | biostudies-literature

(E)-2-[3-(Trifluoro-meth-yl)phenyl-imino-meth-yl]benzene-1,4-diol.

Project description:In the title compound, C(14)H(10)F(3)NO(2), the two benzene rings are oriented at a dihedral angle of 31.94?(14)°. An intra-molecular O-H?N hydrogen bond helps to stabilize the mol-ecular structure. In the crystal, inter-molecular O-H?O hydrogen bonding links the mol-ecules, forming chains running along the crystallographic a axis. The F atoms of the trifluoro-methyl group are disordered over two positions with refined site occupancies of 0.488?(5) and 0.512?(5).

| S-EPMC2971128 | biostudies-literature

4-[Bis(3-phenyl-1H-pyrazol-1-yl)meth-yl]benzene-1,2-diol.

Project description:The title compound, C(25)H(20)N(4)O(2), is a ditopic ortho-hydro-quinone-based bis-(pyrazol-1-yl)methane ligand. The dihedral angles between the planes of the pyrazole rings and their attached phenyl rings are 17.4?(3) and 5.9?(4)°. The pyrazole rings make a dihedral angle of 87.84?(16)°. One of the two hy-droxy groups forms an intra-molecular hydrogen bond to the other hy-droxy group, whereas the second is involved in an inter-molecular O-H?N hydrogen bond. As a result of these inter-molecular hydrogen bonds, helical chains running along the b axis are formed.

| S-EPMC3201530 | biostudies-literature

(E)-3-[(3-Bromo-phen-yl)imino-meth-yl]benzene-1,2-diol: a combined X-ray and computational structural study.

Project description:The title compound, C(13)H(10)BrNO(2), exists as an enol-imine form in the crystal and adopts an E configuration with respect to the C=N double bond. The mol-ecule is close to planar, with a dihedral angle of 6.88?(14)° between the aromatic rings. Intra-molecular O-H?N and O-H?O hydrogen bonds generate S(6) and S(5) ring motifs, respectively. The crystal structure is stabilized by inter-molecular O-H?O hydrogen-bond inter-actions, forming R(2) (2)(10) and R(2) (2)(20) chains along [100]. ab initio Hartree-Fock (HF), density-functional theory (DFT) and semi-empirical (AM1 and PM3) calculations and full-geometry optimizations were also performed. Although there are some discrepancies between the experimental and calculated parameters, caused presumably by the O-H?O hydrogen-bond inter-actions, there is an acceptable general agreement between them.

| S-EPMC2970385 | biostudies-other

(E)-2-[(2-Amino-phen-yl)imino-meth-yl]-4,6-di-tert-butyl-phenol.

Project description:In the title compound, C(21)H(28)N(2)O, the dihedral angle between the rings is 35.2?(2)°. A weak intra-molecular O-H?N hydrogen bond is observed between the O-H H atom and the imine N atom. In the crystal, mol-ecules are linked by additional inter-molecular N-H?O hydrogen bonding, resulting in a wave-like chain along the b-axis direction.

| S-EPMC3470314 | biostudies-literature

3-(7,8,13,14-Tetra-hydrodi-benzo-[a,i]phen-an-thridin-5-yl)benzene-1,2-diol.

Project description:In the title compound, C(27)H(21)NO(2), the half-chair conformation of the alicyclic rings gives rise to a slightly folded structure of the central tricyclic tetra-hydrophenanthridine unit. Tandem intra-molecular O-H?N and O-H?O hydrogen bonds give rise to adjacent S(6) and S(5) rings, respectively, which dictate the conformation of the 5-aryl substituent. In the crystal structure, an inter-molecular C-H?O contact generates chains parallel to [101]. Short O-H?? and C-H?? contacts are also observed.

| S-EPMC3007033 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

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