Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

4-Benzyl-6-bromo-2-(4-methoxy-phen-yl)-4H-imidazo[4,5-b]pyridine monohydrate.

ABSTRACT: The imidazopyridine fused ring in the title compound, C(20)H(16)BrN(3)O·H(2)O, is coplanar with the aromatic ring at the 2-position [dihedral angle = 5.2?(1)°]. In the five-membered imidazo portion, the C-N bond whose C atom is also connected to the pyridine N atom has predominantly double-bond character [1.334?(2)?Å] whereas the C-N bond whose atom is connected to the pyridine C atom has predominantly single-bond character [1.371?(2)?Å]. The water mol-ecule engages in hydrogen bonding with the latter N atom; it is also connected to a symmetry-related water mol-ecule, generating a linear chain structure.

SUBMITTER: Ouzidan Y

PROVIDER: S-EPMC2983875 | biostudies-other | 2010

REPOSITORIES: biostudies-other

ACCESS DATA

Json Xml

Publications

4-Benzyl-6-bromo-2-(4-methoxy-phen-yl)-4H-imidazo[4,5-b]pyridine monohydrate.

Ouzidan Y Y Kandri Rodi Y Y Obbade S S Essassi El Mokhtar el M Ng Seik Weng SW

Acta crystallographica. Section E, Structure reports online 20100327 Pt 4

The imidazopyridine fused ring in the title compound, C(20)H(16)BrN(3)O·H(2)O, is coplanar with the aromatic ring at the 2-position [dihedral angle = 5.2 (1)°]. In the five-membered imidazo portion, the C-N bond whose C atom is also connected to the pyridine N atom has predominantly double-bond character [1.334 (2) Å] whereas the C-N bond whose atom is connected to the pyridine C atom has predominantly single-bond character [1.371 (2) Å]. The water mol-ecule engages in hydrogen bonding with the ...[more]

PMID: 21580751

Similar Datasets

4-Benzyl-6-bromo-2-phenyl-4H-imidazo[4,5-b]pyridine.

Project description:The imidazopyridine fused ring in the title compound, C(19)H(14)BrN(3), is almost coplanar with the phenyl ring at the 2-position of the five-membered ring [dihedral angle = 2.4?(1). The crystal structure features short Br?Br contacts [3.562?(1)?Å].

| S-EPMC2983780 | biostudies-literature

4-Allyl-6-bromo-2-phenyl-4H-imidazo[4,5-b]pyridine monohydrate.

Project description:In the mol-ecule of the title compound, C(15)H(12)BrN(3)·H(2)O, the phenyl ring is coplanar with the imidazopyridine ring system [dihedral angle = 0.4?(1)°]. The water mol-ecule is disordered over two positions with occupancies of 0.58?(1) and 0.42?(1), and it is linked to the main mol-ecule via an O-H?N hydrogen bond.

| S-EPMC3007243 | biostudies-literature

3-Benzyl-6-bromo-2-(2-fur-yl)-3H-imidazo[4,5-b]pyridine.

Project description:In the title mol-ecule, C(17)H(12)BrN(3)O, the imidazopyridine ring system is almost coplanar with the furan ring [dihedral angle = 2.0 (3)°]. The benzyl phenyl ring is oriented at dihedral angles of 85.2 (2) and 85.5 (1)°, respectively, with respect to the furan ring and the imidazopyridine ring system. In the crystal, mol-ecules are linked into chains propagating along the b axis by C-H⋯N hydrogen bonds. Adjacent chains are linked via short Br⋯Br contacts [3.493 (1) Å].

| S-EPMC3006925 | biostudies-literature

Crystal structure, Hirshfeld surface analysis and DFT studies of 6-bromo-3-(12-bromo-dodec-yl)-2-(4-nitro-phen-yl)-4H-imidazo[4,5-b]pyridine.

Project description:The title compound, C24H30Br2N4O2, consists of a 2-(4-nitro-phen-yl)-4H-imidazo[4,5-b]pyridine entity with a 12-bromo-dodecyl substituent attached to the pyridine N atom. The middle eight-carbon portion of the side chain is planar to within 0.09?(1)?Å and makes a dihedral angle of 21.9?(8)° with the mean plane of the imidazolo-pyridine moiety, giving the mol-ecule a V-shape. In the crystal, the imidazolo-pyridine units are associated through slipped ?-? stacking inter-actions together with weak C-HPyr?ONtr and C-HBrmdc-yl?ONtr (Pyr = pyridine, Ntr = nitro and Brmdcyl = bromo-dodec-yl) hydrogen bonds. The 12-bromo-dodecyl chains overlap with each other between the stacks. The terminal -CH2Br group of the side chain shows disorder over two resolved sites in a 0.902?(3):0.098?(3) ratio. Hirshfeld surface analysis indicates that the most important contributions for the crystal packing are from H?H (48.1%), H?Br/Br?H (15.0%) and H?O/O?H (12.8%) inter-actions. The optimized mol-ecular structure, using density functional theory at the B3LYP/ 6-311?G(d,p) level, is compared with the experimentally determined structure in the solid state. The HOMO-LUMO behaviour was elucidated to determine the energy gap.

| S-EPMC7199264 | biostudies-literature

3-[(1-Benzyl-1H-1,2,3-triazol-5-yl)meth-yl]-6-bromo-2-phenyl-3H-imidazo[4,5-b]pyridine.

Project description:There are two crystallographically independent mol-ecules in the asymmetric unit of the title compound, C(22)H(17)BrN(6). The dihedral angles between the imidazo[4,5-b]pyridine mean plane and the phenyl rings are 20.4 (2) and 24.0 (2)° in the two mol-ecules. The orientation of triazoles compared to the imidazo[4,5-b]pyridine system is almost the same in both mol-ecules, with dihedral angles of 64.2 (2) and 65.1 (2)°. However, the main difference between the two mol-ecules lies in the arrangement of the phenyl groups compared to imidazo[4,5-b]pyridine in each mol-ecule. Indeed, in the first mol-ecule the dihedral angle between the plane of the phenyl ring and that of the imidazo[4,5-b]pyridine system is 67.7 (2)°, while in the second mol-ecule the plane of the phenyl ring is almost perpendicular to that of the imidazo[4,5-b]pyridine system with a dihedral angle of 86.0 (2)°.

| S-EPMC3099998 | biostudies-literature

Crystal structure and Hirshfeld surface analysis of 4-allyl-6-bromo-2-(4-chloro-phen-yl)-4H-imidazo[4,5-b]pyridine.

Project description:The title compound, C15H11BrClN3, is built up from a planar imidazo[4,5-b]pyridine unit linked to phenyl and allyl substituents. The allyl substituent is rotated significantly out of the imidazo[4,5-b]pyridine plane, while the benzene ring is inclined by 3.84?(6)° to the ring system. In the crystal, mol-ecules are linked via a pair of weak inter-molecular C-H?N hydrogen bonds, forming an inversion dimer with an R 2 2(20) ring motif. The dimers are further connected by ?-? stacking inter-actions between the imidazo[4,5-b]pyridine ring systems [centroid-centroid distances = 3.7161?(13) and 3.8478?(13)?Å]. The important contributions to the Hirshfeld surface are H?H (35.9%), H?Cl/Cl?H (15.0%), H?C/C?H (12.4%), H?Br/Br?H (10.8%), H?N/N?H (7.5%), C?Br/Br?C (5.9%), C?C (5.5%) and C?N/N?C (4.0%) contacts.

| S-EPMC6323872 | biostudies-other

2-(4-Fluoro-phen-yl)-1-phenyl-1H-imidazo[4,5-f][1,10]phenanthroline monohydrate.

Project description:In the title compound, C(25)H(15)FN(4)·H(2)O, the fused ring system is essentially planar [maximum deviation of 0.0822 (14) Å]. The imidazole ring makes dihedral angles of 76.83 (7) and 32.22 (7)° with the phenyl group attached to nitro-gen and the fluoro-benzene group to carbon, respectively. The dihedral angle between the two phenyl rings is 72.13 (7)°. Inter-molecular O-H⋯N, O-H⋯F, C-H⋯F, C-H⋯O and C-H⋯N hydrogen bonds are found in the crystal structure.

| S-EPMC3212347 | biostudies-literature

N'-(3-Bromo-4-methoxy-benzyl-idene)nicotinohydrazide monohydrate.

Project description:In the title compound, C(14)H(12)BrN(3)O(2)·H(2)O, the benzene ring is oriented at a dihedral angle of 39.66 (11)° with respect to the pyridine ring. The solvent water mol-ecule links with the organic compound via O-H⋯O, O-H⋯N and N-H⋯O hydrogen bonding.

| S-EPMC2969945 | biostudies-literature

6-Bromo-3-methyl-2-phenyl-3H-imidazo[4,5-b]pyridine.

Project description:The two fused five- and six-membered rings building the mol-ecule of the title compound, C(13)H(10)BrN(3), are approximately planar, the largest deviation from the mean plane being 0.004 (2) Å. The dihedral angle between the imidazo[4,5-b]pyridine mean plane and that of the phenyl ring is 41.84 (11)°. The structure is held together by slipped π-π stacking between symmetry-related mol-ecules, with an inter-planar distance of 3.583 (1) Å and a centroid-centroid vector of 3.670 (2) Å.

| S-EPMC3151993 | biostudies-literature

5,7-Dimeth-oxy-2-(4-methoxy-phen-yl)-4H-1-benzopyran-4-one methanol solvate monohydrate.

Project description:In the title compound (alternatively called 4',5,7-trimethoxy-flavone methanol solvate hydrate), C(18)H(16)O(5)·CH(3)OH·H(2)O, the flavone mol-ecule is almost planar, the inter-planar angle between the planes of the benzopyran-4-one group and the attached benzene ring being 4.69?(9)°. In the crystal, the flavone mol-ecule makes inter-molecular C-H?O hydrogen bonds to adjacent inversion-related flavone mol-ecules, generating R(2) (2)(8) and R(2) (2)(14) rings and an infinite ribbon. The inversion-related ribbons are stabilized through the inter-stitial water and methanol mol-ecules via inter-molecular O-H?O hydrogen bonds, generating R(4) (2)(8) and R(2) (1)(6) rings and C(2) (2)(4) chains, and are further sustained by ?-? inter-actions with an inter-planar spacing of 3.365?(2)Å.

| S-EPMC2971445 | 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