Browse
Submit Data
Databases
API
Help

Dataset Information

23 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

2-(1H-Benzimidazol-2-yl)-4-nitro-phenol.

ABSTRACT: The title compound, C(13)H(9)N(3)O(3), was prepared by the reaction of 5-nitro-salicyl-aldehyde with 1,2-diamino-benzene in methanol. The whole mol-ecule is approximately planar, with a mean deviation from the plane defined by the non-H atoms of 0.0311?(4)?Å, and with a dihedral angle between the benzene ring and the benzimidazole ring system of 1.1?(3)°. An intra-molecular O-H?N hydrogen bond occurs. In the crystal, adjacent mol-ecules are linked through inter-molecular N-H?O hydrogen bonds, forming centrosymmetric dimers.

SUBMITTER: Sun J

PROVIDER: S-EPMC3051601 | biostudies-literature | 2011 Jan

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

2-(1H-Benzimidazol-2-yl)-4-nitro-phenol.

Sun Jingya J Tong Xiangdi X

Acta crystallographica. Section E, Structure reports online 20110115 Pt 2

The title compound, C(13)H(9)N(3)O(3), was prepared by the reaction of 5-nitro-salicyl-aldehyde with 1,2-diamino-benzene in methanol. The whole mol-ecule is approximately planar, with a mean deviation from the plane defined by the non-H atoms of 0.0311 (4) Å, and with a dihedral angle between the benzene ring and the benzimidazole ring system of 1.1 (3)°. An intra-molecular O-H⋯N hydrogen bond occurs. In the crystal, adjacent mol-ecules are linked through inter-molecular N-H⋯O hydrogen bonds, fo ...[more]

PMID: 21523080

Similar Datasets

2-(1H-Benzimidazol-2-yl)phenol.

Project description:The title mol-ecule, C13H10N2O, is essentially planar, the maximum deviation from the plane of the non-H atoms being 0.016 (2) Å. The imidazole ring makes a dihedral angle of 0.37 (13)° with the attached benzene ring. An intra-molecular O-H⋯N hydrogen bond generates an S(6) ring motif. In the crystal, mol-ecules are linked through N-H⋯O hydrogen bonds, forming chains propagating in [001]. The crystal packing also features four π-π stacking inter-actions involving the imidazole ring, fused benzene ring and attached benzene ring system [centroid-centroid distances = 3.6106 (17), 3.6108 (17), 3.6666 (17) and 3.6668 (17) Å].

| S-EPMC3998336 | biostudies-literature

2-(1-Phenyl-1H-benzimidazol-2-yl)phenol.

Project description:In the title mol-ecule, C19H14N2O, the benzimidazole unit is close to being planar [maximum deviation = 0.0253?(11)?Å] and forms dihedral angles of 68.98?(6) and 20.38?(7)° with the adjacent phenyl and benzene rings; the dihedral angle between the latter two planes is 64.30?(7)°. An intra-molecular O-H?N hydrogen bond generates an S(6) ring motif. In the crystal, mol-ecules are linked by C-H?N and C-H?O hydrogen bonds, and consolidated into a three-dimensional architecture by ?-? stacking inter-actions, with a centroid-centroid distance of 3.8428?(12)?Å.

| S-EPMC3588362 | biostudies-literature

2-(1H-Benzimidazol-2-yl)-4,6-dichloro-phenol.

Project description:The title compound, C(13)H(8)Cl(2)N(2)O, was prepared by the reaction of 3,5-dichloro-2-hy-droxy-benzaldehyde with 1,2-diamino-benzene in methanol at ambient temperature. The title mol-ecule is essentially planar, the mean deviation from the plane of the non-H atoms being 0.037?(2)?Å. There is an intra-molecular O-H?N hydrogen bond in the mol-ecule. In the crystal, symmetry-related mol-ecules are linked through N-H?O hydrogen bonds, forming polymeric chains propagating in [001]. The chains are linked by ?-? inter-actions involving the dichloro-phenol ring and the benzoimidazole ring system [centroid-centroid distances = 3.535?(2) and 3.724?(2)?Å].

| S-EPMC3007443 | biostudies-literature

2-[(1H-Benzimidazol-1-yl)meth-yl]phenol benzene hemisolvate.

Project description:In the title solvate, C14H12N2O·0.5C6H6, the complete benzene molecule is generated by a crystallographic inversion centre. The dihedral angle between the planes of the benzimidazole moiety and the phenol substituent is 75.28 (3)°. In the crystal, O-H⋯N hydrogen bonds link the mol-ecules into parallel chains propagating along [100]. The mol-ecules are further connected by C-H⋯π inter-actions.

| S-EPMC3998331 | biostudies-literature

4-Chloro-2-(6-nitro-1H-benzimidazol-2-yl)phenol N,N-dimethyl-form-amide solvate.

Project description:In the title compound, C(13)H(8)ClN(3)O(3)·C(3)H(7)NO, the benzimidazole and benzene rings make a dihedral angle of 0.63?(11)°. An intra-molecular O-H?N hydrogen bond generates an S(6) ring motif. The solvent mol-ecule is hydrogen-bonded to the benzimidazole mol-ecule by inter-molecular N-H?O and C-H?O hydrogen bonds, generating an R(1) (2)(7) ring motif. In the crystal, the mol-ecules are arranged into parallel layers perpendicular to the c axis and stabilized by weak ?-? inter-actions [centroid-centroid distances in the range 3.4036?(18)-3.5878?(16)?Å].

| S-EPMC3009370 | biostudies-literature

2-Methyl-6-(6-methyl-1H-benzimidazol-2-yl)phenol-2-methyl-6-(5-methyl-1H-benzimidazol-2-yl)phenol (3/1).

Project description:The title compound, 0.75C(15)H(14)N(2)O·0.25C(15)H(14)N(2)O, is a co-crystal of 2-methyl-6-(6-methyl-1H-benzimidazol-2-yl)phenol as the major component and 2-methyl-6-(5-methyl-1H-benz-imidazol-2-yl)phenol as the minor component. The refined site-occupancy ratio is 0.746?(4)/0.254?(4). The conformations of both components are identical except for that of the methyl substituent on the benzene ring of the benzimidazole unit which is positionally disordered over two positions. The mol-ecule is essentially planar, the dihedral angle between the benzimidazole plane and the benzene ring being 3.49?(4)°. An intra-molecular O-H?N hydrogen bond generates an S(6) ring motif. In the crystal packing, mol-ecules are linked through N-H?O hydrogen bonds into chains along [201]. These chains are stacked approximately along the a-axis direction. The crystal packing is further stabilized by weak N-H?O and O?H?N hydrogen bonds, together with weak inter-molecular C-H?? inter-actions. A ?-? inter-action with a centroid-centroid distance of 3.6241?(6)?Å is also observed between the substituted phenyl ring and that of the benzimidazole system.

| S-EPMC2972110 | biostudies-literature

2-{[2-(Pyridin-4-yl)-1H-benzimidazol-1-yl]meth-yl}phenol.

Project description:In the title compound, C19H15N3O, the benzimidazole ring system makes dihedral angles of 44.36?(7) and 75.67?(7)° with the pyridine and benzene rings, respectively. In the crystal, phenolic O-H?N hydrogen bonds to benzimidazole N-atom acceptors give rise to a chain extending along [011].

| S-EPMC3648236 | biostudies-literature

2-Eth-oxy-6-{[1-(3-eth-oxy-2-hy-droxy-benz-yl)-1H-benzimidazol-2-yl]meth-yl}phenol nitro-methane monosolvate.

Project description:In the title solvate, C(24)H(24)N(2)O(4)·CH(3)NO(2), the benzene ring of the 2-eth-oxy-6-methyl-phenol substituent is approximately perpendicular to the nearly planar benzimidazole ring [maximum deviation = 0.021?(2)?Å], making a dihedral angle of 84.32?(7)°. The benzene ring of the 2-eth-oxy-phenol group is somewhat inclined to the benzimidazole ring plane by 28.03?(5)°. The dihedral angle between the benzene rings is 82.20?(9)°. The compound reveals strong intra-molecular O-H?N and O-H?O hydrogen bonds, forming six- and five-membered rings, respectively. In the crystal, mol-ecules are connected by bifurcated O-H?(O,O) hydrogen bonds, forming chains along the b axis.

| S-EPMC3379470 | biostudies-literature

2-[(1H-Benzimidazol-2-yl)imino-meth-yl]-4,6-dibromo-phenol ethanol hemisolvate.

Project description:The title compound, C14H9Br2N3O·0.5C2H5OH, crystallizes with two 2-[(1H-benzimidazol-2-yl)imino-meth-yl]-4,6-dibromo-phenol mol-ecules and one ethanol solvent mol-ecule in the asymmetric unit. The benzene and benzimidazole rings subtend dihedral angles of 4.5?(3) and 5.2?(2)° in the two mol-ecules. In the crystal, one mol-ecule presents ?-? stacking with the equivalent mol-ecule related by inversion, at a distance of 3.30?Å (separation between mol-ecular mean planes). A three-dimensional network is formed through N-H?N, N-H?O and O-H?N hydrogen bonds.

| S-EPMC3588477 | biostudies-literature

2-Meth-oxy-6-(6-methyl-1H-benzimidazol-2-yl)phenol.

Project description:The mol-ecule of the title compound, C(15)H(14)N(2)O(2) is almost planar, the dihedral angle between the 6-methyl-1H-benz-imidazole plane and the 2-methoxy-phenol plane being 6.9?(2)°. An intra-molecular O-H?N hydrogen bond is present. Adjacent mol-ecules are linked by N-H?O hydrogen bonds into a three-dimensional network structure. The benzoimidazole methyl group and its attached C atom are positionally disordered in a 0.724?(4):0.276?(4) ratio.

| S-EPMC2969644 | 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