Browse
Submit Data
Databases
API
Help

Dataset Information

15 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Methyl 3-[(1H-benzimidazol-1-yl)meth-yl]-1-methyl-4-(4-methyl-phen-yl)-2'-oxopyrrolidine-2-spiro-3'-1-benzimidazole-3-carboxyl-ate.

ABSTRACT: In the title compound, C(29)H(28)N(4)O(3), the pyrrolidine ring adopts a twist conformation whereas the oxindole and benzimidazole residues are approximately planar with maximum deviations of 0.159?(1) and 0.011?(1)?Å, respectively. The oxindole residue is almost perpendicular to the benzimidazole residue, making a dihedral angle of 89.2?(1)°. The methyl-substituted benzene ring is oriented at angles of 47.7?(1) and 71.0?(1)°, respectively, with respect to the oxindole and benzimidazole residues. An intra-molecular C-H?O hydrogen bond is observed. In the crystal, mol-ecules associate via N-H?N hydrogen bonds, forming R(2) (2)(9) dimers.

SUBMITTER: Selvanayagam S

PROVIDER: S-EPMC2983424 | biostudies-literature | 2010 Sep

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Methyl 3-[(1H-benzimidazol-1-yl)meth-yl]-1-methyl-4-(4-methyl-phen-yl)-2'-oxopyrrolidine-2-spiro-3'-1-benzimidazole-3-carboxyl-ate.

Selvanayagam S S Sridhar B B Ravikumar K K Kathiravan S S Raghunathan R R

Acta crystallographica. Section E, Structure reports online 20100904 Pt 10

In the title compound, C(29)H(28)N(4)O(3), the pyrrolidine ring adopts a twist conformation whereas the oxindole and benzimidazole residues are approximately planar with maximum deviations of 0.159 (1) and 0.011 (1) Å, respectively. The oxindole residue is almost perpendicular to the benzimidazole residue, making a dihedral angle of 89.2 (1)°. The methyl-substituted benzene ring is oriented at angles of 47.7 (1) and 71.0 (1)°, respectively, with respect to the oxindole and benzimidazole residues ...[more]

PMID: 21587504

Similar Datasets

Ethyl 1-phenyl-2-[4-(trifluoro-meth-yl)phen-yl]-1H-benzimidazole-5-carboxyl-ate.

Project description:The asymmetric unit of the title compound, C(23)H(17)F(3)N(2)O(2), contains two mol-ecules. In one of the mol-ecules, the phenyl and triflouromethyl-substituted benzene rings form dihedral angles of 52.05?(8) and 33.70?(8)°, respectively, with the benzimidazole ring system, while the dihedral angle between them is 58.24?(10)°. The corresponding values in the other mol-ecule are 58.40?(8), 25.90?(8) and 60.83?(10)°, respectively. In the crystal, mol-ecules are linked into chains along [100] by C-H?O and C-H?N hydrogen bonds. Aromatic ?-? stacking inter-actions [centroid-centroid distance = 3.6700?(12)?Å] also occur.

| S-EPMC3379430 | biostudies-literature

Ethyl 1-phenyl-2-[4-(trifluoro-meth-oxy)phen-yl]-1H-benzimidazole-5-carboxyl-ate.

Project description:In the title compound, C(23)H(17)F(3)N(2)O(3), an intra-molecular C-H?F hydrogen bond generates an S(6) ring motif. The essentially planar 1H-benzimidazole ring system [maximum deviation = 0.021?(2)?Å] forms dihedral angles of 25.00?(10) and 62.53?(11)° with the trifluoro-meth-oxy-substituted benzene and phenyl rings, respectively. The twist of the ethyl acetate group from the least-squares plane of the 1H-benzimidazole ring system is defined by a C(=O)-O-C-C torsion angle of 79.5?(3)°. In the crystal, mol-ecules are linked into a two-dimensional network parallel to the bc plane by weak C-H?N and C-H?O hydrogen bonds. Weak C-H?? inter-actions also observed.

| S-EPMC3435731 | biostudies-literature

Ethyl 2-[4-(di-methyl-amino)-phen-yl]-1-phenyl-1H-benzimidazole-5-carboxyl-ate.

Project description:In the title compound, C24H23N3O2, the benzimidazole ring system makes dihedral angles of 7.28?(5) and 67.17?(5)°, respectively, with the planes of the benzene and phenyl rings, which in turn make a dihedral angle of 69.77?(6)°. In the crystal, mol-ecules are connected by C-H?N and C-H?O inter-actions, forming a layer parallel to the bc plane. A ?-? inter-action, with a centroid-centroid distance of 3.656?(1)?Å, is observed in the layer.

| S-EPMC3685043 | biostudies-literature

Ethyl 2-(4-meth-oxy-phen-yl)-1-[3-(2-oxopyrrolidin-1-yl)prop-yl]-1H-benzimidazole-5-carboxyl-ate.

Project description:The asymmetric unit of the title compound, C(24)H(27)N(3)O(4), contains two mol-ecules, A and B. The benzimidazole rings are essentially planar [maximum deviations = 0.0144?(10) and 0.0311?(8)?Å in A and B, respectively]. The dihedral angle between the benzimidazole mean plane and its attached benzene ring is 36.90?(5) ° for mol-ecule A and 51.40?(5) ° for mol-ecule B. In both mol-ecules, the pyrrolidine ring adopts an envelope conformation with a C atom as the flap. In molecule B, the flap C atom is disordered over two positions in a 0.711?(6):0.289?(6) ratio. In the crystal, C-H?O inter-actions link the mol-ecules, generating [100] chains. The crystal packing also features weak ?-? inter-actions between the imidazole and benzene rings [centroid-centroid distances = 3.8007?(7) and 3.8086?(7)?Å] and between the benzene rings [centroid-centroid distance = 3.7001?(7)?Å] and C-H?? inter-actions involving the benzene rings.

| S-EPMC3275001 | biostudies-literature

Ethyl 1-(2-hy-droxy-eth-yl)-2-(4-meth-oxy-phen-yl)-1H-benzimidazole-5-carboxyl-ate monohydrate.

Project description:In the title mol-ecule, C(19)H(20)N(2)O(4)·H(2)O, the benzimidazole ring system is essentially planar [maximum deviation = 0.013?(11)?Å] and is inclined to the 4-meth-oxy-phenyl ring by 30.98?(5)°. In the crystal, O-H?O and O-H?N hydrogen bonds involving the water mol-ecule link neighbouring mol-ecules, forming a two-dimensional network lying parallel to the bc plane. There are also C-H?? and ?-? inter-actions present. The latter involve inversion-related benzimidazole rings with centroid-centroid distances of 3.5552?(8) and 3.7466?(8)?Å.

| S-EPMC3275179 | biostudies-literature

1-Methyl-2-({[(1-methyl-1H-benzimid-azol-2-yl)meth-yl](phen-yl)amino}-meth-yl)1H-benzimidazol-3-ium picrate.

Project description:In the title molecular salt, C(24)H(24)N(5) (+)·C(6)H(2)N(3)O(7) (-), the dihedral angle between the benzimidazole rings of the cation is 5.041?(2)°. In the anion, the three nitro groups make dihedral angles of 2.468?(3), 12.795?(3) and 24.958?(4)° with respect to the central ring. In the crystal, weak aromatic ?-? stacking [centroid-centroid distance = 3.599?(15)?Å] consolidates the packing. In addition, an intra-molecular N-H?N hydrogen bond is observed.

| S-EPMC3151771 | biostudies-literature

Ethyl 2-(4-bromo-phen-yl)-1-phenyl-1H-benzimidazole-5-carboxyl-ate.

Project description:In the title compound, C(22)H(17)BrN(2)O(2), the benzimidazole ring system is essentially planar, with a maximum deviation of 0.017?(1)?Å, and forms dihedral angles of 27.79?(6) and 64.43?(6)° with the phenyl and bromo-substituted benzene rings, respectively. In the crystal, mol-ecules are linked into one-dimensional chains along the a axis by weak C-H?O hydrogen bonds. Weak inter-molecular C-H?? inter-actions are also present.

| S-EPMC3379279 | biostudies-literature

Ethyl 2-(4-chloro-phen-yl)-1-phenyl-1H-benzimidazole-5-carboxyl-ate.

Project description:In the title compound, C(22)H(17)ClN(2)O(2), the essentially planar benzimidazole ring system [maximum deviation = 0.012?(2)?Å] forms dihedral angles of 28.69?(6) and 63.65?(7)°, respectively, with the phenyl and chloro-substituted benzene rings. The dihedral angle between the phenyl and benzene rings is 64.23?(8)°. In the crystal, mol-ecules are linked into a zigzag chain along the a axis by inter-molecular C-H?O hydrogen bonds. C-H?? inter-actions are also present.

| S-EPMC3379429 | biostudies-literature

Methyl 4-(tri-fluoro-meth-yl)-1H-pyrrole-3-carboxyl-ate.

Project description:In the title compound, C7H6F3NO2, all the non-H atoms except for one of the F atoms lie on a crystallographic mirror plane. In the crystal, the mol-ecules are linked into inversion dimers by pairs of C-H?F inter-actions, forming R 2 (2)(10) loops. These dimers are connected into C(6) chains along [001] through N-H?O hydrogen bonds. Aromatic ?-? stacking inter-actions [centroid-centroid separation = 3.8416?(10) A°] connect the mol-ecules into a three-dimensional network.

| S-EPMC3790426 | biostudies-literature

Ethyl 1-tert-butyl-2-(4-methoxy-phen-yl)-1H-benzimidazole-5-carboxyl-ate.

Project description:In the title mol-ecule, C(21)H(24)N(2)O(3), the imidazole ring is essentially planar, with a maxium deviation of 0.015?(1)?Å. The dihedral angle between the benzene and imidazole rings is 65.47?(6)°. The crystal packing is stabilized by weak inter-molecular C-H?O and C-H?N hydrogen bonds, forming zigzag chains along the c axis. The crystal structure is further stabilized by C-H?? inter-actions.

| S-EPMC2984033 | 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