Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Ethyl 3-(2-chloro-5,8-dimeth-oxy-quinolin-3-yl)-2-cyano-oxirane-2-carboxyl-ate.

ABSTRACT: The title mol-ecule, C(17)H(15)ClN(2)O(5), contains a quinolyl unit linked to a functionalized oxirane system with a 2,3-trans arrangement of the substituents (ester group versus quinol-yl). The structure can be described as being built up from zigzag layers parallel to (1[Formula: see text]0). The heterocyclic ring of the quinolyl unit forms a dihedral angle of 60.05?(1)° with the oxirane plane. The crystal packing is stabilized by inter-molecular C-H?O and C-H?N hydrogen bonding, resulting in the formation of an infinite three-dimensional network and reinforcing the cohesion between the layers.

SUBMITTER: Alliouche H

PROVIDER: S-EPMC3152015 | biostudies-literature | 2011 Jul

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Ethyl 3-(2-chloro-5,8-dimeth-oxy-quinolin-3-yl)-2-cyano-oxirane-2-carboxyl-ate.

Alliouche Hayette H Bouacida Sofiane S Roisnel Thierry T Belfaitah Ali A

Acta crystallographica. Section E, Structure reports online 20110622 Pt 7

The title mol-ecule, C(17)H(15)ClN(2)O(5), contains a quinolyl unit linked to a functionalized oxirane system with a 2,3-trans arrangement of the substituents (ester group versus quinol-yl). The structure can be described as being built up from zigzag layers parallel to (1[Formula: see text]0). The heterocyclic ring of the quinolyl unit forms a dihedral angle of 60.05 (1)° with the oxirane plane. The crystal packing is stabilized by inter-molecular C-H⋯O and C-H⋯N hydrogen bonding, resulting in ...[more]

PMID: 21837137

Similar Datasets

Methyl 1-(7-acetamido-5,8-dimeth-oxy-quinolin-2-yl)-4-methyl-?-carboline-3-carboxyl-ate.

Project description:The title compound, C(27)H(24)N(4)O(5), is an inter-mediate in the synthesis of lavendamycin via a ruthenium-catalysed [2 + 2 + 2] cyclo-addition. An intra-molecular hydrogen-bond bridge from the carboline to the quinoline stabilizes a highly planar geometry [maximum deviation = 0.065?(6)?Å] for the two rigid units. This hydrogen-bond-stabilized coplanarity has a very close analogy in the structure of the anti-tumor anti-biotic streptonigrin in the solid state and in solution. Inter-molecular hydrogen-bond bridges of amides groups along the a axis and ?-? stacking inter-actions [centroid-centroid distance = 3.665?(9)?Å] connect mol-ecules arranged in a parallel manner.

| S-EPMC3120419 | biostudies-literature

Crystal structure of ethyl 2-chloro-5,8-di-meth-oxy-quinoline-3-carboxyl-ate.

Project description:In the title compound, C14H14ClNO4, the dihedral angle between the quinoline ring system (r.m.s. deviation = 0.0142 Å) and ester planes is 18.99 (3)°. The C-O-C-Cm (m = meth-yl) torsion angle is -172.08 (10)°, indicating a trans conformation. In the crystal, the mol-ecules are linked by C-H⋯O and C-H⋯N inter-actions, generating layers lying parallel to (101). Aromatic π-π stacking [centroid-centroid distances = 3.557 (2) and 3.703 (2)Å] links the layers into a three-dimensional network.

| S-EPMC4186085 | biostudies-literature

(3RS,4SR)-Methyl 4-(2-chloro-5,8-di-methoxy-quinolin-3-yl)-1-phenyl-pyrrolidine-3-carboxyl-ate.

Project description:The mol-ecule of the title compound, C(23)H(23)ClN(2)O(4), contains a quinolyl unit linked to a functionalized pyrrolidine system with a 3,4-trans arrangement of the substituents. The unit cell contains two stereoisomers that have the absolute stereochemistry 3S,4R and 3R,4S. The pyrrolidine ring adopts a twist conformation with pseudo-rotation parameters P = 258.2 (3)° and τ(M) = 35.3 (1)°. The packing is stabilized by C-H⋯π inter-actions and offset π-π stacking (centroid-to-centroid distance = 3.849 Å, inter-planar distance = 3.293 Å and slippage = 1.994 Å) between phenyl rings, leading to a two-dimensional network.

| S-EPMC2959501 | biostudies-literature

Ethyl 6-chloro-2-[(2-chloro-7,8-dimethyl-quinolin-3-yl)meth-oxy]-4-phenyl-quinoline-3-carboxyl-ate.

Project description:In the title compound, C(30)H(24)Cl(2)N(2)O(3), the two quinoline ring systems are almost planar [maximum deviations = 0.029?(2) and 0.018?(3)?Å] and the dihedral angle between them is 4.17?(8)°. The dihedral angle between the phenyl ring and its attached quinoline ring is 69.06?(13)°. The packing is stabilized by C-H?O, C-H?N, weak ?-? stacking [centroid-centroid distances = 3.7985?(16) and 3.7662?(17)?Å] and C-H?? inter-actions.

| S-EPMC2983873 | biostudies-other

5-Chloro-quinolin-8-yl furan-2-carboxyl-ate.

Project description:In the title compound, C14H8ClNO3, the central ester CO2 group is twisted away from the quinoline and furoyl rings by 57.46 (5) and 2.0 (1)°, respectively. In the crystal, mol-ecules are linked by weak C-H⋯O inter-actions, forming chains in [001].

| S-EPMC3629531 | biostudies-literature

Ethyl 5-cyano-4-[2-(2,4-dichloro-phen-oxy)acetamido]-1-phenyl-1H-pyrrole-3-carboxyl-ate.

Project description:In the title compound, C(22)H(17)Cl(2)N(3)O(4), the pyrrole ring and the 2,4-dichloro-phenyl group form a dihedral angle of 8.14?(13)°; the phenyl ring is twisted with respect to the pyrrole ring, forming a dihedral angle of 60.77?(14)°. The C=O bond length is 1.213?(3)?Å, indicating that the mol-ecule is in the keto form, associated with a -CONH- group, and the amide group adopts the usual trans conformation. The mol-ecule is stabilized by an intra-molecular N-H?O hydrogen-bonding inter-action. In the crystal, the stacked mol-ecules exhibit inter-molecular C-H?O and C-H?N hydrogen-bonding inter-actions.

| S-EPMC2977304 | biostudies-literature

Ethyl 5,8-dibromo-2-dibromo-methyl-6,7-dimeth-oxyquinoline-3-carb-oxy-late.

Project description:The title compound, C(15)H(13)Br(4)NO(4), was obtained via radical bromination reaction of ethyl 6,7-dimeth-oxy-2-methyl-quinoline-3-carboxyl-ate and N-bromo-succinimide (NBS) in the presence of benzoyl peroxide (BPO) under photocatalytic conditions. The quinoline ring system is approximately planar with a maximum deviation from the mean plane of 0.035?(1)?Å. The dihedral angle between the six-membered rings is 2.33?(2)°. The meth-oxy O atoms of the two neighboring meth-oxy groups are in-plane while their methyl C atoms are located on either side of the quinolyl ring plane at distances of -1.207?(1) and 1.223?(1)?Å.

| S-EPMC3007515 | biostudies-literature

Ethyl 4-(2-chloro-quinolin-3-yl)-1-phenyl-1H-pyrrole-3-carboxyl-ate.

Project description:In the mol-ecule of the title compound, C(22)H(17)ClN(2)O(2), the dihedral angles formed by the pyrrole ring with the quinoline and phenyl rings are 67.93?(8) and 28.40?(11)°, respectively. In the crystal structure, mol-ecules are linked into dimers by inter-molecular C-H?O hydrogen bonds.

| S-EPMC2959760 | biostudies-other

Ethyl 3-bromo-4-cyano-5-[(2-eth-oxy-2-oxoeth-yl)sulfan-yl]thio-phene-2-carboxyl-ate.

Project description:The title compound, C12H12BrNO4S2, was obtained by the Sandmeyer reaction from ethyl 3-amino-4-cyano-5-[(2-eth-oxy-2-oxoeth-yl)sulfan-yl]thio-phene-2-carboxyl-ate. The dihedral angle between the thiophene ring and linked CO2 ester group is 2.0 (5)°.

| S-EPMC3684932 | biostudies-literature

Ethyl 3-amino-5-anilino-4-cyano-thio-phene-2-carboxyl-ate.

Project description:In the title compound, C14H13N3O2S, the dihedral angle between the thio-phene and phenyl rings is 24.95?(8)°. The mol-ecular structure is consolidated by intra-molecular N-H?O and C-H?S inter-actions. The crystal structure features N-H?N and N-H?O hydrogen bonds forming centrosymmetric R 2 (2)(12) dimers, which are linked into a two-dimensional network parallel to (011) with an S(6)R 2 (2) S(6) motif. In addition, ?-? stacking inter-actions [centroid-centroid distance = 3.7013?(12)?Å] occur between the thio-phene and phenyl rings of adjacent mol-ecules.

| S-EPMC3793747 | 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