Browse
Submit Data
Databases
API
Help

Dataset Information

11 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Crystal structure of 2-(2-bromo-phen-yl)-4-(1H-indol-3-yl)-6-(thio-phen-2-yl)pyridine-3-carbo-nitrile.

ABSTRACT: In the title compound, C24H14BrN3S, the dihedral angles between the planes of the pyridine ring and the pendant thio-phene ring, the indole ring system (r.m.s. deviation = 0.022?Å) and the bromo-benzene ring are 9.37?(17), 21.90?(12) and 69.01?(15)°, respectively. The approximate coplanarity of the central ring and the indole ring system is supported by two intra-molecular C-H?N inter-actions. In the crystal, inversion dimers linked by pairs of N-H?N hydrogen bonds generate R 2 (2)(16) loops and the dimers are linked by C-H?? and aromatic ?-? stacking [shortest centroid-centroid separation = 3.729?(3)?Å] into a three-dimensional network.

SUBMITTER: Vishnupriya R

PROVIDER: S-EPMC4186133 | biostudies-literature | 2014 Sep

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Crystal structure of 2-(2-bromo-phen-yl)-4-(1H-indol-3-yl)-6-(thio-phen-2-yl)pyridine-3-carbo-nitrile.

Vishnupriya R R Suresh J J Bharkavi Shanmugavel S Perumal Subbu S Lakshman P L Nilantha PL

Acta crystallographica. Section E, Structure reports online 20140801 Pt 9

In the title compound, C24H14BrN3S, the dihedral angles between the planes of the pyridine ring and the pendant thio-phene ring, the indole ring system (r.m.s. deviation = 0.022 Å) and the bromo-benzene ring are 9.37 (17), 21.90 (12) and 69.01 (15)°, respectively. The approximate coplanarity of the central ring and the indole ring system is supported by two intra-molecular C-H⋯N inter-actions. In the crystal, inversion dimers linked by pairs of N-H⋯N hydrogen bonds generate R 2 (2)(16) loops and ...[more]

PMID: 25309284

Similar Datasets

Crystal structure of 2-(4-chloro-phen-yl)-4-(1H-indol-3-yl)-6-phenyl-pyridine-3-carbo-nitrile.

Project description:In the title compound, C26H16ClN3, the dihedral angles between the central pyridine ring and the pendant phenyl, chloro-benzene and indole rings are 18.52?(12), 48.97?(11) and 21.20?(10)°, respectively. An intra-molecular C-H?Nc (c = cyanide) hydrogen bond occurs. In the crystal, inversion dimers linked by pairs of N-H?Nc hydrogen bonds generate R 2 (2)(16) loops.

| S-EPMC4186124 | biostudies-literature

Crystal structure of 4-(2-azido-phen-yl)-5-benzoyl-2-(1H-indol-3-yl)-1H-pyrrole-3-carbo-nitrile.

Project description:In the title compound, C26H16N6O, the dihedral angles between the central pyrrole ring and the pendant indole ring system (r.m.s. deviation = 0.027?Å) and the azide-bearing benzene ring are 37.56?(8) and 51.62?(11)°, respectively. The azide group is almost coplanar with its attached benzene ring [C-C-N-N = 3.8?(3)°]. The benzoyl benzene ring is disordered over two orientations twisted with respect to each other by 9.29?(8)° in a 0.514?(2):0.486?(2) ratio. In the crystal, inversion dimers linked by pairs of Np-H?O (p = pyrrole) hydrogen bonds generate R 2 (2)(10) loops. A second inversion dimer arises from a pair of Ni-H?Nc (i = indole and c = cyanide) hydrogen bonds, which generates an R 2 (2)(16) loop. Together, the hydrogen bonds lead to [011] chains in the crystal.

| S-EPMC4420135 | 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

Crystal structure of 4-(1H-indol-3-yl)-2-(4-meth-oxy-phen-yl)-6-phenyl-pyridine-3-carbo-nitrile.

Project description:In the title compound, C27H19N3O, the dihedral angles between the plane of the pyridine ring and those of the indole (r.m.s. deviation = 0.018?Å), phenyl and meth-oxy-benzene substituents are 33.60?(6), 25.28?(7) and 49.31?(7)°, respectively. The N atom of the carbo-nitrile group is significantly displaced [0.288?(2)?Å] from the plane of the pyridine ring, perhaps due to steric crowding. In the crystal, inversion dimers linked by pairs of N-H?Nn (n = nitrile) hydrogen bonds generate R 2 (2)(16) loops. Aromatic ?-? stacking [centroid-centroid separation = 3.6906?(7)?Å] and very weak C-H?? inter-actions are also observed".

| S-EPMC4257225 | biostudies-other

(4-Bromo-phen-yl)(1H-indol-7-yl)methanone.

Project description:In the crystal, the mol-ecules of the title compound, C(15)H(10)BrNO, are connected into centrosymmetric dimers by pairs of N-H?O hydrogen bonds. The dihedral angle between the planes of indole ring system and benzene ring is 50.13?(5)°. The indole plane is significantly less twisted from the plane of the central C-C(=O)-C bridge than the benzene plane [dihedral angles = 15.51?(3) and 40.13?(7)°, respectively]. The bond angles within the benzene ring show an approximately additive effect of the influence of both substituents.

| S-EPMC2971073 | biostudies-literature

Crystal structure of 2-benzyl-amino-4-(4-bromo-phen-yl)-6,7-di-hydro-5H-cyclo-penta-[b]pyridine-3-carbo-nitrile.

Project description:In the title compound C22H18BrN3, the cyclo-pentane ring adopts an envelope conformation with the central methyl-ene C atom as the flap. The dihedral angles between the central pyridine ring and the pendant benzyl and and bromo-benzene rings are 82.65?(1) and 47.23?(1)°, respectively. In the crystal, inversion dimers linked by pairs of N-H?Nn (n = nitrile) hydrogen bonds generate R 2 (2)(12) loops. These dimers are linked by weak ?-? inter-actions [centroid-centroid distance = 3.7713?(14)?Å] into a layered structure.

| S-EPMC4350685 | biostudies-literature

Crystal structure of (2-bromo-methyl-1-phenyl-sulfonyl-1H-indol-3-yl)(phen-yl)methanone.

Project description:In the title compound, C22H16BrNO3S, the phenyl rings make dihedral angles of 84.81 (16) and 61.67 (17)° with the indole ring system (r.m.s. deviation = 0.012 Å), while the phenyl rings are inclined to one another by 69.5 (2)°. The mol-ecular structure is stabilized by weak intra-molecular C-H⋯O hydrogen bonds. The sulfonyl S atom has a distorted tetra-hedral configuration. In the crystal, there are no significant inter-molecular inter-actions present.

| S-EPMC4384623 | biostudies-literature

4-(4-Chloro-phen-yl)-2,6-bis-(1H-indol-3-yl)-1,4-dihydro-pyridine-3,5-dicarbo-nitrile ethanol monosolvate.

Project description:In the title compound, C(29)H(18)ClN(5)·C(2)H(6)O, the dihydro-pyridine ring adopts a strongly flattened envelope conformation, with a maximum deviation of 0.139?(2)?Å from its best plane for the Csp(3) atom. The dihedral angles between the dihydro-pyridine ring plane and the two indole rings in positions 2 and 6 are 34.28?(5) and 40.50?(6)°, respectively. In turn, the benzene ring and the dihydro-pyridine ring are oriented at a dihedral angle of 74.69?(6)°. An intra-molecular C-H?Cl hydrogen bond occurs. In the crystal, mol-ecules are linked by N-H?N, N-H?O and O-H?N hydrogen bonds into layers parallel to (001). There are short C-H?Cl contacts between mol-ecules in neighboring layers.

| S-EPMC3344446 | biostudies-literature

4-Bromo-2-(5-bromo-thio-phen-2-yl)-1-[(5-bromo-thio-phen-2-yl)meth-yl]-5,6-dimethyl-1H-benzimidazole.

Project description:The title compound, C18H13Br3N2S2, was obtained via the reaction of N-bromo-succinamide with 5,6-dimethyl-2-(thio-phen-2-yl)-1-[(thio-phen-2-yl)meth-yl]-1H-benzimidazole. The compound exhibits rotational disorder of the 5-bromo-thio-phen-2-yl substituent with a refined major:minor occupancy ratio of 0.876?(7):0.124?(7). The 5-bromo-thio-phen-2-yl mean plane is canted to the benzimidazole plane by 20.0?(4) and 21?(4)° in the major and minor components, respectively. In the crystal, weak C-H?N inter-actions link the mol-ecules into infinite C(7) chains along the 21 axes.

| S-EPMC3998606 | biostudies-literature

5-Bromo-2-(thio-phen-2-yl)-1-(thio-phen-2-ylmeth-yl)-1H-benzimidazole.

Project description:There are two independent mol-ecules in the asymmetric unit of the title compound, C(16)H(11)BrN(2)S(2). In the crystal, weak C-H?N hydrogen bonds and C-H?thio-phene ring inter-actions link the mol-ecules into chains along [100]. The structure exhibits disorder of the 2-thio-phen-2-yl substituent of one of the symmetry-unique mol-ecules with a major:minor component ratio of 0.914?(3):0.086?(3).

| S-EPMC3515228 | 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