Browse
Submit Data
Databases
API
Help

Dataset Information

17 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Ethyl 4-(5-bromo-1H-indol-3-yl)-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexa-hydro-quinoline-3-carboxyl-ate.

ABSTRACT: The title compound, C23H25BrN2O3, crystallizes with two independent mol-ecules in the asymmetric unit (Z' = 2) which differ in the twist of the 5-bromo-1H-indole ring with respect to the plane of the 4-methyl-1,4,5,6,7,8-hexa-hydro-quinoline ring [dihedral angles of 78.55 (9) and 89.70 (8)° in molecules A and B, respectively]. The indole ring is planar in both molecules [maximum deviations = 0.021 (3) and -0.020 (3) Å for the N atom] while the cyclo-hexene ring has adopts a sofa conformation. In the crystal, mol-ecules are linked by pairs of N-H⋯O hydrogen bonds, forming dimers with R1(2)(6) ring motifs. These dimers are connected by N-H⋯O hydrogen bonds, generating chains along [110]. A C-H⋯O contact occurs between the independent mol-ecules.

SUBMITTER: Gunduz MG

PROVIDER: S-EPMC3588994 | biostudies-literature |

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Similar Datasets

Ethyl 2,7,7-trimethyl-4-(1-methyl-1H-indol-3-yl)-5-oxo-1,4,5,6,7,8-hexa-hydro-quinoline-3-carboxyl-ate.

Project description:In the title mol-ecule, C24H28N2O3, the cyclo-hexene ring is in a sofa conformation and the 1,4-dihydro-pyridine ring is in a slight boat conformation. In the indole ring system, the pyrrole and benzene rings form a dihedral angle of 2.63?(7)°. In the crystal, N-H?O hydrogen bonds connect the mol-ecules into C(6) chains parallel to the b axis and pairs of weak C-H?O hydrogen bonds link inversion-related chains into a ladder motif through R2(2)(18) rings. A weak intra-molecular C-H?O hydrogen bond is also observed.

| S-EPMC3588325 | biostudies-literature

Ethyl 2,7,7-trimethyl-5-oxo-4-phenyl-1,4,5,6,7,8-hexa-hydro-quinoline-3-carboxyl-ate.

Project description:In the title compound, C(21)H(25)NO(3), the hydro-pyridine ring that constitutes a part of the hexa-hydro-quinoline fused-ring system adopts a sofa conformation; the methine C atom deviates from the least-squares plane defined by the remaining five non-H atoms (r.m.s. deviation = 0.088?Å) by 0.454?(3)?Å. The phenyl ring is aligned at 85.5?(1)° with respect to this mean plane. In the crystal, adjacent molecules are linked via an N-H?O hydrogen bond, involving the amino group and the carbonyl O atom of the fused-ring system, forming chains running along [100]. The ethyl group is disordered over two positions in a 0.609?(6):0.391?(6) ratio.

| S-EPMC3394024 | biostudies-literature

Ethyl 4-(5-bromo-2-hy-droxy-phen-yl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexa-hydro-quinoline-3-carboxyl-ate.

Project description:In the title compound, C21H24BrNO4, the dihedral angle between the heterocyclic ring and the pendant aromatic ring is 80.20?(13)°. The hexahydroquinone [i.e. the one with the C=O group] ring adopts a sofa conformation. An intra-molecular O-H?O hydrogen bond generates an S(6) ring motif. The ethyl group is disordered over two sets of sites with a refined site occupancy ratio of 0.633?(10):0.366?(10). In the crystal, mol-ecules are linked by N-H?O inter-actions, forming chains parallel to [101]. There are no significant C-H?? or ?-? inter-actions in the crystal structure.

| S-EPMC3629593 | biostudies-literature

Ethyl 4-(3-hydroxy-phen-yl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexa-hydro-quinoline-3-carboxyl-ate.

Project description:In the mol-ecular structure of the title compound, C(21)H(25)NO(4), the dihydro-pyridine ring adopts a flattened boat conformation while the cyclo-hexenone ring is in an envelope conformation. In the crystal structure, mol-ecules are linked into a two-dimensional network parallel to (10) by N-H?O and O-H?O hydrogen bonds. The network is generated by R(4) (4)(30) and R(4) (4)(34) graph-set motifs.

| S-EPMC2971334 | biostudies-literature

Crystal structure of ethyl 4-[4-(di-methyl-amino)-phen-yl]-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexa-hydro-quinoline-3-carboxyl-ate.

Project description:In the title racemic compound, ethyl 4-(4-di-methyl-amino-phen-yl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexa-hydro-quinoline-3-carboxyl-ate, the common structural features in this type of compound, such as the flat-boat conformation of the 1,4-di-hydro-pyridine (1,4-DHP) ring, the envelope conformation of the fused cyclo-hexa-none, and the substituted phenyl ring at the pseudo-axial position and orthogonal to the 1,4-DHP ring, are present. In the crystal, mol-ecules are linked via N-H?O and C-H?O hydrogen bonds, forming layers parallel to the (10) plane.

| S-EPMC6176430 | biostudies-literature

dl-Methyl 4-(4-meth-oxy-phen-yl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexa-hydro-quinoline-3-carboxyl-ate.

Project description:In the title compound, C(21)H(25)NO(4), the dihydropyridine ring adopts a flattened boat conformation. The N atom and the sp(3) C atom deviate in the same direction from the mean plane of the other four C atoms, by 0.269?(6) and 0.111?(6)?Å, respectively. This mean plane is inclined to the 4-methoxy-phenyl ring by 87.3?(5)°. The cyclohexenone ring has a sofa conformation with the C atom bearing the methyl groups deviating from the mean plane through the other five C atoms by 0.628?(6)?Å. There is a short C-H?O hydrogen bond in the molecule. In the crystal, molecules are linked by an N-H?O hydrogen bond to form chains propagating along the c-axis direction.

| S-EPMC3295513 | biostudies-other

Methyl 4-(4-meth-oxy-phen-yl)-2-methyl-5-oxo-1,4,5,6,7,8-hexa-hydro-quinoline-3-carboxyl-ate.

Project description:In the title compound, C(19)H(21)NO(4), the dihydro-pyridine ring adopts a distorted screw-boat conformation. The fused cyclo-hexenone ring forms a slightly distorted envelope conformation. The dihedral angle between the mean planes of the benzene and heterocyclic rings is 86.1?(7)°. An intra-molecular C-H?O inter-action occurs. In the crystal, mol-ecules are linked by inter-molecular N-H?O hydrogen bonds, forming an infinite chain along the c axis.

| S-EPMC3009142 | biostudies-literature

Ethyl 2-methyl-5-oxo-4-(3,4,5-trimeth-oxy-phen-yl)-1,4,5,6,7,8-hexa-hydro-quinoline-3-carboxyl-ate.

Project description:In the mol-ecular structure of the title compound, C(22)H(27)NO(6), the dihydro-pyridine ring adopts a flattened boat conformation while the cyclo-hexenone ring is in an envelope conformation. In the crystal, mol-ecules stack parallel to the crystallographic a axis linked by inter-molecular N-H?O and C-H?O hydrogen bonds.

| S-EPMC3008019 | biostudies-literature

2-Amino-7,7-dimethyl-5-oxo-4-[3-(trifluoro-meth-yl)phen-yl]-1,4,5,6,7,8-hexa-hydro-quinoline-3-carbonitrile.

Project description:In the title mol-ecule, C19H18F3N3O, the dihydro-pyridine and cyclo-hexene rings both adopt sofa conformations. The five essentially planar atoms of the dihydro-pyridine ring [maximum deviation = 0.039?(2)?Å] form a dihedral angle of 88.19?(8)° with the benzene ring. The F atoms of the trifluoro-methyl group were refined as disordered over two sets of sites in a 0.840?(3):0.160?(3) ratio. In the crystal, N-H?O and N-H?N hydrogen bonds link mol-ecules into a two-dimensional network parallel to (100).

| S-EPMC3588344 | biostudies-literature

Crystal structure of 2-amino-4-(4-chloro-phen-yl)-1-(4-methyl-phen-yl)-5-oxo-1,4,5,6,7,8-hexa-hydro-quinoline-3-carbo-nitrile.

Project description:In the title compound, C23H20ClN3O, each of the cyclo-hexene and 1,4-di-hydro-pyridine rings of the 1,4,5,6,7,8-hexa-hydro-quinoline ring system adopts a twisted-boat conformation. The dihedral angle between the two benzene rings is 11.52 (7)°. In the crystal, mol-ecules are linked through a pair of amino-nitrile N-H⋯N hydrogen bonds, forming inversion dimers. These assemble into a three-dimensional network via C-H⋯O and C-H⋯π inter-actions.

| S-EPMC4719917 | 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