Browse
Submit Data
Databases
API
Help

Dataset Information

23 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

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

ABSTRACT: In the title compound, C28H27FN4O3·H2O, the benzimidazole ring system is essentially planar with a maximum deviation of 0.028?(1)?Å. It makes dihedral angles of 47.59?(5) and 60.31?(5)°, respectively, with the pyridine and benzene rings, which make a dihedral angle of 22.58?(6)° with each other. The pyrrolidine ring shows an envelope conformation with one of the methyl-ene C atoms as the flap. In the crystal, the components are connected into a tape along the b-axis direction through O-H?O and O-H?N hydrogen bonds and a ?-? inter-action between the pyridine and benzene rings [centroid-centroid distance of 3.685?(8)?Å]. The tapes are further linked into layers parallel to the ab plane by C-H?O and C-H?F inter-actions.

SUBMITTER: Yeong KY

PROVIDER: S-EPMC3772454 | biostudies-literature | 2013

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

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

Yeong Keng Yoon KY Ali Mohamed Ashraf MA Choon Tan Soo TS Rosli Mohd Mustaqim MM Razak Ibrahim Abdul IA

Acta crystallographica. Section E, Structure reports online 20130608 Pt 7

In the title compound, C28H27FN4O3·H2O, the benzimidazole ring system is essentially planar with a maximum deviation of 0.028 (1) Å. It makes dihedral angles of 47.59 (5) and 60.31 (5)°, respectively, with the pyridine and benzene rings, which make a dihedral angle of 22.58 (6)° with each other. The pyrrolidine ring shows an envelope conformation with one of the methyl-ene C atoms as the flap. In the crystal, the components are connected into a tape along the b-axis direction through O-H⋯O and O ...[more]

PMID: 24046597

Similar Datasets

Ethyl 1-[3-(2-oxopyrrolidin-1-yl)prop-yl]-2-phenyl-1H-benzimidazole-5-carboxyl-ate.

Project description:In the title compound, C(23)H(25)N(3)O(3), the benzimidazole ring system is essentially planar [maximum deviation = 0.0240 (18) Å]. The mean plane through this ring system forms a dihedral angle of 42.23 (7)° with the benzene ring. The pyrrolidine ring is in an envelope conformation with the flap atom disordered over two sites with occupancies of 0.813 (11) and 0.187 (11). In the crystal, weak C-H⋯O hydrogen bonds form R(2) (2)(10) ring motifs, which are connected by further C-H⋯O inter-actions, forming ribbons along the b axis. The crystal structure is further stabilized by weak π-π inter-actions involving the imidazole and benzene rings of the benzimidazole ring system [centroid-centroid distances = 3.6788 (11) and 3.6316 (10) Å] and weak C-H⋯π inter-actions.

| S-EPMC3274946 | 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 2-[4-(morpholin-4-yl)phen-yl]-1-[3-(2-oxopyrrolidin-1-yl)prop-yl]-1H-1,3-benzimidazole-5-carboxyl-ate monohydrate.

Project description:The asymmetric unit of the title compound, C(27)H(32)N(4)O(4)·H(2)O, contains two independent benzimidazole-5-carboxyl-ate mol-ecules and two water mol-ecules. In both main mol-ecules, the pyrrolidine rings are in an envelope conformation with a methyl-ene C atom as the flap. The morpholine rings adopt chair conformations. Both benzimidazole rings are essentially planar, with maximum deviations of 0.008?(1)?Å, and form dihedral angles of 37.65?(6) and 45.44?(6)° with the benzene rings. In one mol-ecule, an intra-molecular C-H?O hydrogen bond forms an S(7) ring motif. In the crystal, O-H?O and O-H?N hydrogen bonds connect pairs of main mol-ecules and pairs of water mol-ecules into two independent centrosymmetric four-compoment aggregates. These aggregates are connect by C-H?O hydrogen bonds leading to the formation of a three-dimensional network, which is stabilized by C-H?? interactions.

| S-EPMC3470336 | biostudies-literature

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

Project description:In the title compound, C(24)H(27)N(3)O(5)·H(2)O, the essentially planar benzimidazole ring system [maximum deviation = 0.020?(1)?Å] forms dihedral angles of 54.10?(11) and 67.79?(6)°, respectively, with the mean plane of pyrrolidin-2-one ring and the benzene ring. The pyrrolidin-2-one ring adopts an envelope conformation with one of the methylene C atoms at the flap. An intra-molecular C-H?? inter-action is observed. In the crystal, O-H?O and O-H?N hydrogen bonds link the two components into a double-tape structure along the a axis. The crystal packing is further stabilized by weak ?-? stacking [centroid-centroid distance = 3.6632?(9)?Å] and C-H?O inter-actions.

| S-EPMC3254439 | biostudies-literature

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

Project description:In the title compound, C(23)H(24)N(4)O(5), the essentially planar benzimidazole ring system [maximum deviation = 0.008?(2)?Å] forms a dihedral angle of 39.22?(7)° with the attached nitro-benzene ring. The pyrrolidin-2-one ring adopts an envelope conformation with a C atom as the flap. In the crystal, mol-ecules are connected by C-H?O inter-actions, forming sheets propagating in (011). The crystal packing also features weak ?-? stacking inter-actions [centroid-centroid = 3.6746?(12)?Å].

| S-EPMC3254415 | biostudies-other

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

Project description:In the title compound, C(20)H(21)FN(2)O(2), the benzene ring and the benzimidazole ring system are inclined at a dihedral angle of 44.40?(9)°. In the crystal, mol-ecules are linked by inter-molecular C-H?O hydrogen bonds, forming a zigzag chain along the b-axis direction. An intra-molecular C-H?? inter-action is also observed.

| S-EPMC3247350 | biostudies-literature

Ethyl 2-(1,3-benzodioxol-5-yl)-1-[3-(1H-imidazol-1-yl)prop-yl]-1H-benzimidazole-5-carboxyl-ate.

Project description:In the title compound, C(23)H(22)N(4)O(4), the essentially planar [maximum deviation = 0.022?(1)?Å] benzimidazole ring system forms dihedral angles of 86.16?(7) and 37.38?(6)°, respectively, with the imidazole and benzene rings. The dioxolane ring adopts an envelope conformation with the methyl-ene C atom at the flap. In the crystal, C-H?O and C-H?N inter-actions link the mol-ecules into a ribbon along the a axis. The crystal packing is further stabilized by weak ?-? stacking inter-actions [centroid-centroid distances = 3.5954?(8) and 3.7134?(8)?Å] and C-H?? inter-actions.

| S-EPMC3254578 | biostudies-literature

Ethyl 2-(1,3-benzodioxol-5-yl)-1-[3-(2-oxopyrrolidin-1-yl)prop-yl]-1H-benz-imidazole-5-carboxyl-ate.

Project description:In the title compound, C(24)H(25)N(3)O(5), the benzimidazole and benzodioxole ring systems are each approximately planar [maximum deviations = 0.043?(1) and 0.036?(1)?Å, respectively]. Their mean planes form a dihedral angle of 42.85?(4)°. The pyrrolidine ring has an envelope conformation with one of the methyl-ene C atoms forming the flap. In the crystal, weak C-H?O hydrogen bonds link the mol-ecules into a three-dimensional network. The crystal packing is further stabillized by weak ?-? inter-actions between the benzene rings within the benzimidazole ring system [centroid-centroid distance = 3.7955?(7)?Å]. A weak C-H?? inter-action involving the benzodioxole ring is also present.

| S-EPMC3275223 | 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

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