Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

3'-(4-Chloro-benzo-yl)-4'-(4-chloro-phen-yl)-1'-methyl-spiro-[indoline-3,2'-pyrrolidin]-2-one.

ABSTRACT: In the title compound, C(25)H(20)Cl(2)N(2)O(2), the pyrrolidine ring adopts an envelope conformation and the best plane through the five ring atoms makes a dihedral angle of 87.03?(8)° with the indoline ring. Mol-ecules are connected by pairs of N-H?O hydrogen bonds into centrosymmetric dimers with an R(2) (2)(8) graph-set ring motif. C-H?O hydrogen bonds stabilize the crystal structure.

SUBMITTER: Srinivasan T

PROVIDER: S-EPMC3247512 | biostudies-literature | 2011 Nov

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

3'-(4-Chloro-benzo-yl)-4'-(4-chloro-phen-yl)-1'-methyl-spiro-[indoline-3,2'-pyrrolidin]-2-one.

Srinivasan T T Suhitha S S Purushothaman S S Raghunathan R R Velmurugan D D

Acta crystallographica. Section E, Structure reports online 20111029 Pt 11

In the title compound, C(25)H(20)Cl(2)N(2)O(2), the pyrrolidine ring adopts an envelope conformation and the best plane through the five ring atoms makes a dihedral angle of 87.03 (8)° with the indoline ring. Mol-ecules are connected by pairs of N-H⋯O hydrogen bonds into centrosymmetric dimers with an R(2) (2)(8) graph-set ring motif. C-H⋯O hydrogen bonds stabilize the crystal structure. ...[more]

PMID: 22220130

Similar Datasets

3'-Hy-droxy-methyl-1'-methyl-3'-nitro-4'-(o-tol-yl)spiro-[indoline-3,2'-pyrrolidin]-2-one.

Project description:The title compound, C(20)H(21)N(3)O(4), crystallizes with two mol-ecules in the asymmetric unit. In both mol-ecules, the pyrrolidine ring adopts an envelope conformation. The crystal structure is stabilized by inter-molecular C-H?O, N-H?O and O-H?O hydrogen bonds.

| S-EPMC3009029 | biostudies-literature

Methyl 3'-benzyl-4'-(2-chloro-phen-yl)-1'-methyl-2-oxo-spiro-[indoline-3,2'-pyrrolidine]-3'-carboxyl-ate.

Project description:In the title compound, C27H25ClN2O3, the methyl-pyrrolidine ring adopts an envelope conformation with the N atom at the flap. The mean plane of the pyrrolidine ring makes dihedral angles of 82.1?(1), 84.4?(1) and 79.8?(1)°, respectively, with the adjacent benzene ring, the mean plane of the indoline ring system and the phenyl ring. The mol-ecular structure is stabilized by intra-molecular C-H?O hydrogen bonds. In the crystal, mol-ecules are linked into chains along [101] by N-H?O hydrogen bonds. C-H?? inter-actions are observed between the chains.

| S-EPMC3793722 | biostudies-literature

Methyl 3'-benzyl-4'-(2,4-di-chloro-phen-yl)-1'-methyl-2-oxo-spiro-[indoline-3,2'-pyrrolidine]-3'-carboxyl-ate.

Project description:In the title compound, C27H24Cl2N2O3, the indole ring system is essentially planar, with a maximum deviation of 0.082 (2) Å for the carbonyl C atom. It makes a dihedral angle of 88.53 (6)° with the mean plane of the 4-methyl-pyrrolidine ring, which adopts an envelope conformation with the N atom at the flap position. The mol-ecular structure is stabilized by intra-molecular C-H⋯O hydrogen bonds, which generate S(6) and S(7) ring motifs, and an intra-molecular π-π inter-action involving the benzyl and di-chloro-substituted benzene rings [centroid-centroid distance = 3.6291 (11) Å]. In the crystal, mol-ecules are linked via N-H⋯O hydrogen bonds, forming C(7) chains running parallel to [10-1].

| S-EPMC3998484 | biostudies-literature

Methyl 3'-benzyl-4'-(2,4-di-chloro-phen-yl)-1'-methyl-2-oxo-1-propyl-spiro-[indoline-3,2'-pyrrolidine]-3'-carboxy-l-ate.

Project description:In the title compound, C30H30Cl2N2O3, the indole ring system is roughly planar, with a maximum deviation of 0.1039 (18) Å for the carbonyl C atom, and makes a dihedral angle of 86.61 (9)° with the mean plane of the pyrrolidine ring. This spiro pyrrolidine ring adopts an envelope conformation with the N atom at the flap position. The pyrrole ring of the indole ring system adopts a twisted conformation on the C-C(=O) bond. The mol-ecular structure is stabilized by an intra-molecular C-H⋯O hydrogen bond, which generates an S(6) ring motif, and a π-π inter-action [centroid-centroid distance = 3.6577 (12) Å] involving the 2,4-di-chloro-phenyl ring and the benzyl ring. In the crystal, mol-ecules are linked via C-H⋯O hydrogen bonds, forming C(9) chains running parallel to [10-1].

| S-EPMC3998486 | biostudies-literature

3'-(4-Chloro-benzo-yl)-1'-methyl-4'-[5-(2-thien-yl)-2-thien-yl]spiro-[acenaphthyl-ene-1,2'-pyrrolidin]-2(1H)-one.

Project description:In the title compound, C(31)H(22)ClNO(2)S(2), the five-membered pyrrolidine ring, which exhibits an envelope conformation, makes a dihedral angle of 87.4 (2)° with the acenaphthyl-ene ring system. The crystal structure is stabilized by π-π inter-actions [centroid-centroid distance = 3.869 (2) Å]. A C atom and the S atom of the thiophene ring are disordered over two positions with refined occupancies of 0.629 (7) and 0.372 (7).

| S-EPMC3051732 | biostudies-literature

5-Chloro-5''-(4-chloro-benzyl-idene)-4'-(4-chloro-phen-yl)-1',1''-dimethyldi-spiro-[indoline-3,2'-pyrrolidine-3',3''-piperidine]-2,4''-dione.

Project description:The racemic title compound, C30H26Cl3N3O2, comprises two spiro links, the first connecting the piperidine and pyrrolidine rings and the other connecting the indole and pyrrolidine rings. The piperidine ring adopts a half-chair conformation, while the pyrrolidine ring has an envelope conformation with the unsubstituted C atom as the flap. The dihedral angles between the two p-Cl-substituted benzene rings and the indole ring are 33.13 (14) and 54.11 (14)°. In the crystal, mol-ecules form inversion dimers through pairs of N-H⋯O hydrogen bonds [graph set R 2 (2)(8)]. Aromatic C-H⋯O hydrogen bonds extend these dimers into a ribbon structure, enclosing R (2) 2(14) ring motifs, along the a-axis direction.

| S-EPMC3998502 | biostudies-literature

1'-Methyl-3'-(4-methyl-benzo-yl)-4'-[5-(2-thien-yl)-2-thien-yl]spiro-[acenaphthyl-ene-1,2'-pyrrolidin]-2(1H)-one.

Project description:In the title compound, C(32)H(25)NO(2)S(2), the mean plane through the five-membered pyrrolidine ring, which exhibits an envelope conformation, makes dihedral angles of 82.3?(1) and 83.9?(9)° with the benzene ring and the acenaphthyl-ene ring system, respectively. The dihedral angle between the thiophene rings is 19.0(3)°. The crystal structure shows C-H?? and ?-? inter-actions [centroid-centroid distance = 3.869?(2)?Å].

| S-EPMC3051628 | biostudies-literature

Methyl 5''-chloro-1',1''-dimethyl-2,2''-dioxodi-spiro-[indoline-3,2'-pyrrolidine-3',3''-indoline]-4'-carboxyl-ate.

Project description:In the title compound, C22H20ClN3O4, the central pyrrolidine ring adopts an envelope conformation on the N atom. The indolinone systems are individually roughly planar, with maximum deviations from their mean planes of 0.130 Å for the spiro C atom of the indolinone unit and 0.172 Å for the carbonyl C atom of the 5-chloro-1-methyl-indolinone unit. They make dihedral angles of 77.7 (8) and 86.1 (8)° with the mean plane through the central pyrrolidine ring. In the crystal, mol-ecules are linked by N-H⋯O hydrogen bonds supported by C-H⋯O contacts into chains along the ab diagonal. The structure also features C-H⋯O hydrogen bonds, forming R 2 (2)(8) and R 2 (2)(16) rings and generating a three-dimensional array.

| S-EPMC3684914 | biostudies-literature

Methyl 3'-(2,5-di-methyl-benz-yl)-1'-methyl-2-oxo-4'-phenyl-spiro-[indoline-3,2'-pyrrolidine]-3'-carboxyl-ate chloro-form monosolvate.

Project description:In the title solvate, C29H30N2O3·CHCl3, the dihedral angle between the indole ring system (r.m.s. deviation = 0.050 Å) and the 4-methyl-pyrrolidine ring is 88.88 (8)°. The latter ring adopts an envelope conformation with the N atom as the flap. Its mean plane makes dihedral angles of 86.94 (11) and 42.08 (9)° with the phenyl and di-methyl-benzene rings, respectively. The mol-ecular conformation is stabilized by intra-molecular C-H⋯O hydrogen bonds, which generate S(6) and S(9) ring motifs. The chloro-form solvent mol-ecule is linked to the organic mol-ecule by a C-H⋯O hydrogen bond involving the carbonyl O atom of the carboxyl-ate group. In the crystal, mol-ecules are linked via bifurcated N-H⋯(N,O) and C-H⋯O hydrogen bonds, forming chains propagating along [001].

| S-EPMC3998463 | biostudies-literature

3'-[(1H-Indol-3-yl)carbon-yl]-1'-methyl-2-oxo-4'-(thio-phen-2-yl)-spiro-[indoline-3,2'-pyrrolidine]-3'-carbo-nitrile.

Project description:In the title compound, C26H20N4O2S, the central pyrrolidine ring adopts a twist conformation on the C-C bond involving the spiro C atom. Its mean plane makes dihedral angles of 78.83?(14), 65.91?(15) and 44.49?(18)° with the mean planes of the adjacent oxindole ring system, the indole system and the thio-phene ring, respectively. The indole and indoline units are essentially planar, with maximum deviations of 0.019?(3) and 0.090?(3)?Å, respectively. In the oxindole fused-ring system, the pyrrole ring adopts an envelope conformation with the spiro C atom as the flap. In the crystal, pairs of N-H?O hydrogen bonds link the mol-ecules, forming inversion dimers with an R (2) 2(8) ring motif. The dimers are linked by further N-H?O hydrogen bonds, forming a two-dimensional network lying parallel to (100).

| S-EPMC3790442 | 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