Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

2-[(2-Chloro-quinolin-3-yl)(hy-droxy)meth-yl]acrylo-nitrile.

ABSTRACT: In the title compound, C13H9ClN2O, the dihedral angle between the acrylo-nitrile C=C-CN plane and the quilonine ring system is 71.3?(2)°. In the crystal, mol-ecules are linked by O-H?N hydrogen bonds, forming chains along [01-1]. The chains are linked into a three-dimensional network through C-H?N inter-actions.

SUBMITTER: Anuradha T

PROVIDER: S-EPMC3648303 | biostudies-literature | 2013 May

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

2-[(2-Chloro-quinolin-3-yl)(hy-droxy)meth-yl]acrylo-nitrile.

Anuradha T T Srinivasan J J Seshadri P R PR Bakthadoss M M

Acta crystallographica. Section E, Structure reports online 20130424 Pt 5

In the title compound, C13H9ClN2O, the dihedral angle between the acrylo-nitrile C=C-CN plane and the quilonine ring system is 71.3 (2)°. In the crystal, mol-ecules are linked by O-H⋯N hydrogen bonds, forming chains along [01-1]. The chains are linked into a three-dimensional network through C-H⋯N inter-actions. ...[more]

PMID: 23723923

Similar Datasets

Methyl 2-[(2-chloro-quinolin-3-yl)(hy-droxy)meth-yl]acrylate.

Project description:There are two independent mol-ecules (A and B) in the asymmetric unit of the title compound, C14H12ClNO3. The mean planes of the methyl ester unit (Cmeth-yl-O-C=O; r.m.s. deviation = 0.051 Å for mol-ecule A and 0.016 Å for mol-ecule B) and the chloro-quilonine ring system (r.m.s. deviation = 0.023 Å for mol-ecule A and 0.014 Å for mol-ecule B) form dihedral angles of 63.5 (1)° in mol-ecule A and 78.1 (1)° in mol-ecule B. The main difference between the two independent mol-ecules is reflected in the (H)O-C-C=C(H2) torsion angle which is -109.7 (2)° in mol-ecule A and 10.6 (2)° in mol-ecule B. An intra-molecular O-H⋯O hydrogen bond is observed in mol-ecule A. In the crystal, mol-ecules A and B are linked into pairs via bifurcated O-H⋯(N,Cl) hydrogen bonds and a weak C-H⋯O hydrogen bond links pairs of mol-ecules into chains along [100].

| S-EPMC3685122 | biostudies-literature

8-Hy-droxy-5-(hy-droxy-meth-yl)quinolin-1-ium chloride.

Project description:The title compound, C(10)H(10)NO(2) (+)·Cl(-), contains a quinoline ring system which is essentially planar, with the largest deviation from the mean plane being 0.017?(1)?Å. In the crystal, the ion pairs and their inversion-symmetry-related partners are linked by N-H?Cl and O-H?Cl hydrogen bonds to form tetramers which are further connected through O-H?O hydrogen bonds, building infinite one-dimensional chains parallel to the [010] direction.

| S-EPMC3393256 | biostudies-literature

3-Chloro-meth-yl-2-hy-droxy-benzaldehyde.

Project description:In the title compound, C(8)H(7)ClO(2), the hydroxyl and aldehyde groups are co-planar with the benzene ring [maximum deviation 0.018?(3)?Å], and the Cl-C-C plane is almost perpendicular to the benzene ring [dihedral angle 83.7?(2)°]. An intra-molecular O-H?O hydrogen bond occurs between the hydroxyl and aldehyde groups.

| S-EPMC3470303 | biostudies-literature

2-[(2-Chloro-phen-yl)(hy-droxy)meth-yl]phenol.

Project description:In the title compound, C13H11ClO2, the dihedral angle between the mean planes of the 2-chloro-phenyl and phenol rings is 87.4?(9)°. The methyl hy-droxy group lies nearly perpendicular to the plane of its attached benzene ring [O-C-C-C torsion angle = 84.3?(3)°]. The two hy-droxy groups lie on the same side of the mol-ecule and are in a slightly twisted gauche conformation [O-C-C-O torsion angle = 77.1?(8)°] to each other. In the crystal, O-H?O hydrogen bonds between nearby methyl-hydroxy groups form dimers in alternating pairs aligned diagonally along the b axis. A view along the c axis reveals a hexa-meric aggregate mediated by a ring of six O-H?O hydrogen bonds generating an R 6 (6)(12) motif loop.

| S-EPMC3793743 | biostudies-literature

2-[(Ferrocen-1-yl)(hy-droxy)meth-yl]prop-2-ene-nitrile.

Project description:In the title ferrocene derivative, [Fe(C5H5)(C9H8NO)], the dihedral angle between the ene-nitrile group and the substituted cyclo-penta-dienyl ring is 71.2?(1)°. The cyclopentadienyl rings of the ferrocene moiety are arranged in an eclipsed conformation. The hy-droxy group, and the corresponding methine H atom, are disordered over two sets of sites with site-occupancy factors of 0.744?(4) and 0.256?(4). An intra-molecular C-H?O close contact is observed. In the crystal, O-H?N hydrogen bonds form a C(6) chain along [100].

| S-EPMC3885001 | biostudies-literature

Benzyl 2-{[2,8-bis-(trifluoro-meth-yl)quinolin-4-yl](hy-droxy)meth-yl}piperidine-1-carboxyl-ate.

Project description:The title mol-ecule, C(25)H(22)F(6)N(2)O(3), adopts an open conformation whereby the quinoline and carboxyl-ate ester groups are orientated in opposite directions but to the same side of the piperidine ring so that the mol-ecule has an approximate U-shape. The piperidine ring adopts a distorted boat conformation. In the crystal, inversion dimers linked by pairs of O-H⋯O hydrogen bonds generate R(2) (2)(14) loops.

| S-EPMC3238965 | biostudies-literature

2-{[2,8-Bis(tri-fluoro-meth-yl)quinolin-4-yl](hy-droxy)meth-yl}piperidin-1-ium tri-chloro-acetate: crystal structure and Hirshfeld surface analysis.

Project description:The asymmetric unit of the centrosymmetric title salt, C17H17F6N2O+·C2Cl3O2 -, comprises a single ion-pair. The hy-droxy-O and ammonium-N atoms lie to the same side of the cation, a disposition maintained by a charge-assisted ammonium-N-H?O(hy-droxy) hydrogen bond [the Oh-Cm-Cm-Na (h = hy-droxy, m = methine, a = ammonium) torsion angle is 58.90?(19)°]. The piperidin-1-ium group is approximately perpendicular to the quinolinyl residue [Cq-Cm-Cm-Na (q = quinolin-yl) is -178.90?(15)°] so that the cation, to a first approximation, has the shape of the letter L. The most prominent feature of the supra-molecular association in the crystal is the formation of chains along the a-axis direction, being stabilized by charge-assisted hydrogen-bonds. Thus, ammonium-N+-H?O-(carboxyl-ate) hydrogen bonds are formed whereby two ammonium cations bridge a pair of carboxyl-ate-O atoms, leading to eight-membered {?O?HNH}2 synthons. The resulting four-ion aggregates are linked into the supra-molecular chain via charge-assisted hydroxyl-O-H?O-(carboxyl-ate) hydrogen bonds. The connections between the chains, leading to a three-dimensional architecture, are of the type C-X??, for X = Cl and F. The analysis of the calculated Hirshfeld surface points to the importance of X?H contacts to the surface (X = F, 25.4% and X = Cl, 19.7%) along with a significant contribution from O?H hydrogen-bonds (10.2%). Conversely, H?H contacts, at 12.4%, make a relatively small contribution to the surface.

| S-EPMC6281115 | biostudies-literature

tert-Butyl 2-{[2,8-bis-(trifluoro-meth-yl)quinolin-4-yl](hy-droxy)meth-yl}piperidine-1-carboxyl-ate.

Project description:The title mol-ecule, C(22)H(24)F(6)N(2)O(3), adopts a folded conformation whereby the carboxyl-ate residue lies over the quinolinyl residue, with the dihedral angle between the carbamate and quinoline planes being 41.64 (7)°. Helical supra-molecular C(7) chains sustained by O-H⋯O hydrogen bonds propagating along the a-axis direction feature in the crystal packing. The F atoms of one of the CF(3) groups are disordered over two orientations; the major component has a site occupancy of 0.824 (7).

| S-EPMC3238966 | biostudies-literature

Crystal structure of 2-(4-chloro-phen-yl)-3-(4-meth-oxy-phen-yl)-3-(methyl-sulfanyl)-acrylo-nitrile.

Project description:In the title compound, C17H14ClNOS, the aromatic rings are inclined to one another by 64.22?(9)°. The acrylo-nitrile group (C=C-C N) is planar to within 0.003?(2)?Å, with the S atom and the methyl C atom displaced from this plane by 0.2317?(6) and -0.637?(2)?Å, respectively. In the crystal, mol-ecules are linked via pairs of C-H?? inter-actions, forming inversion dimers. There are no other significant inter-molecular inter-actions present.

| S-EPMC4257267 | biostudies-literature

rac-4-Chloro-2-[({2-[(3-chloro-6-hy-droxy-2,4-dimethyl-benz-yl)(meth-yl)amino]-prop-yl}(meth-yl)amino)-meth-yl]-3,5-dimethyl-phenol.

Project description:The title compound, C(23)H(32)Cl(2)N(2)O(2), a potential chiral ligand for coordination chemistry, was prepared by a two-step reaction. The mol-ecule is located on a crystallographic centre of inversion. As a result, the methyl group bonded to the methyl-ene group is disordered over two equally occupied positions, sharing the same site as the H atom of the chiral C atom. As a further consequence of the crystallographic centrosymmetry, the 1,2-diamino-propane unit adopts an anti-periplanar conformation and the two benzene rings are coplanar. The central chain is in an all-trans arrangement. An intra-molecular O-H?N hydrogen bond makes an S(6) ring motif. A C-H?? inter-action links the mol-ecules into one-dimensional chains along the [001] direction.

| S-EPMC3470356 | 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