Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

2-Methyl-5-nitro-1H-benzimidazole monohydrate.

ABSTRACT: In the title compound, C(8)H(7)N(3)O(2)·H(2)O, the 2-methyl-5-nitro-1H-benzimidazole mol-ecule, excluding the methyl H atoms, is approximately planar, with a maximum deviation of 0.137?(1)?Å. The crystal structure is stabilized by water mol-ecules via N-H?O(water), O(water)-H?O and O(water)-H?N hydrogen bonds, forming sheets parallel to the (100) plane. A short inter-molecular contact between the benzene and imidazole rings, with a centroid-centroid distance of 3.6419?(10)?Å, indicates a ?-? inter-action.

SUBMITTER: Ghalib RM

PROVIDER: S-EPMC3120310 | biostudies-literature | 2011 Jun

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

2-Methyl-5-nitro-1H-benzimidazole monohydrate.

Ghalib Raza Murad RM Hashim Rokiah R Sulaiman Othman O Quah Ching Kheng CK Fun Hoong-Kun HK

Acta crystallographica. Section E, Structure reports online 20110525 Pt 6

In the title compound, C(8)H(7)N(3)O(2)·H(2)O, the 2-methyl-5-nitro-1H-benzimidazole mol-ecule, excluding the methyl H atoms, is approximately planar, with a maximum deviation of 0.137 (1) Å. The crystal structure is stabilized by water mol-ecules via N-H⋯O(water), O(water)-H⋯O and O(water)-H⋯N hydrogen bonds, forming sheets parallel to the (100) plane. A short inter-molecular contact between the benzene and imidazole rings, with a centroid-centroid distance of 3.6419 (10) Å, indicates a π-π int ...[more]

PMID: 21754885

Similar Datasets

5-Nitro-2-trifluoro-methyl-1H-benzimidazole monohydrate.

Project description:In the crystal structure of the title compound, C(8)H(4)F(3)N(3)O(2)·H(2)O, the main mol-ecule and the water mol-ecule are linked by an N-H?O hydrogen bond. O-H?N, O-H?O and C-H?O hydrogen bonds further link the mol-ecules into sheets.

| S-EPMC3344597 | biostudies-literature

1-Methyl-6-nitro-1H-benzimidazole.

Project description:The title compound, C(8)H(7)N(3)O(2), a potential anti-tumour drug and an anti-oxidant agent, was studied in order to give more insight into structure-function relationships. The 1-methyl-benzimidazole unit of the mol-ecule was found to be exactly planar and the nitro group is inclined at an angle of 10.4?(2)° to the plane of the heterocycle. The bond lengths in the present derivative were analyzed in details and compared with those of the parent unsubstituted analogues in the Cambridge Structural Database. The results have shown that the additional nitro group is not involved in conjugation with the adjacent ?-system and hence has no effect on the charge distribution of the heterocyclic ring.

| S-EPMC2961028 | biostudies-literature

1-Methyl-2-methyl-sulfanyl-6-nitro-1H-benzimidazole.

Project description:The mol-ecule of the title compound, C9H9N3O2S, is built up from fused five- and six-membered rings connected to methyl-sulfanyl and nitro groups, respectively. The mean plane through the fused ring system is inclined slightly relative to the plane passing through the nitro group [dihedral angle = 3.6 (2)°]. In the crystal, mol-ecules are linked by C-H⋯O hydrogen bonds and π-π inter-actions between imidazole rings [inter-centroid distance = 3.667 (3) Å], forming a three-dimensional network.

| S-EPMC3998622 | biostudies-literature

2-{[3-Methyl-4-(2,2,2-trifluoro-eth-oxy)pyridin-2-yl]methyl-sulfan-yl}-1H-benzimidazole monohydrate.

Project description:The asymmetric unit of the title compound, C(16)H(14)F(3)N(3)OS·H(2)O, contains two independent mol-ecules (A and B) and two water mol-ecules, one of which is disordered over two positions in a 0.790 (8):0.210 (8) ratio. The mol-ecular conformations are close, the benzimidazole mean plane and pyridine ring forming dihedral angles of 1.8 (3) and 0.1 (2)° in mol-ecules A and B, respectively. The water mol-ecules are involved in formation of two independent hydrogen-bonded chains via N-H⋯O and O-H⋯N hydrogen bonds. Chains propagating along the a axis are formed by mol-ecule A and one independent water mol-ecule, while chains propagating along the b axis are formed by mol-ecule B and the other independent water mol-ecule. The crystal packing exhibits π-π inter-actions, as indicated by short distances of 3.607 (3) and 3.701 (3) Å between the centroids of the imidazole and pyridine rings of neighbouring mol-ecules.

| S-EPMC3051707 | biostudies-literature

2-Trifluoro-methyl-1H-benzimidazole.

Project description:The asymmetric unit of the title compound, C(8)H(5)F(3)N(2), consists of two half-mol-ecules, one lies on a mirror plane and the other is generated by twofold rotation symmetry, with the axis running through the trifluoro-methyl C atom and the attached benzimidazole C atom. The two 2-trifluoro-methyl-1H-benzimidazole mol-ecules are connected by N-H?N hydrogen bonds involving the disordered NH H atoms into chains running parallel to the c axis. One of the trifluoro-methyl groups is disordered over two orientations of equal occupancy.

| S-EPMC3344623 | biostudies-literature

(R)-(+)-2-{[(3-Methyl-4-nitro-pyridin-2-yl)meth-yl]sulfin-yl}-1H-benzimidazole.

Project description:The title compound, C(14)H(12)N(4)O(3)S, is an inter-mediate of Dexlansoprazole, a proton pump inhibitor (PPI) mainly developed for anti-ulcer activity. The absolute configuration of the title compound was determined as R. The crystal structure reveals that the mol-ecules form chains along the b axis through N-H?N and C-H?O hydrogen-bonded dimers. These chains are connected via weak C-H?O hydrogen bonds.

| S-EPMC3213621 | biostudies-literature

5-Amino-1-methyl-1H-benzimidazole.

Project description:The structure of the title compound, C(8)H(9)N(3), a potential anti-tumour drug, was determined in order to give more insight into its structure-function relationships. The benzimidazole core of the mol-ecule was found to be exactly planar, while the substituents are displaced slightly from the mol-ecular plane [C-C-N-C and C-C-C-N torsion angles of 0.8?(3) and 179.0?(1)° for the methyl and amino groups, respectively]. The bond lengths are analysed in detail and compared with those of the parent unsubstituted analogues. The results show that the lone-pair electrons on the amino N atom are involved in conjugation with the adjacent ? system and hence affect the charge distribution in the heterocycle. Two inter-molecular N-H?N and C-H?N hydrogen bonds have been identified.

| S-EPMC2977244 | biostudies-literature

Poly[[(?-1H-benzimidazole-5,6-dicarboxyl-ato)zinc(II)] monohydrate].

Project description:The three-dimensional polymeric title compound, {[Zn(C(9)H(4)N(2)O(4))]·H(2)O}(n), contains one crystallographically independent Zn(II) atom, one fully deprotonated 1H-benzimid-azole-5,6-dicarboxyl-ate (bdc) ligand and one uncoordinated water mol-ecule. The Zn(II) atom is four-coordinated by three O atoms and one N atom from the bdc ligands, giving a distorted tetra-hedral coordination geometry. The uncoordinated water mol-ecule is bound to the main structure through a strong bdc-water N-H?O hydrogen bond, and two much weaker water-bdc O-H?O inter-actions.

| S-EPMC2969483 | biostudies-literature

2-{[3-Methyl-4-(2,2,2-trifluoro-eth-oxy)pyridin-2-yl]methyl-sulfan-yl}-1H-benzimidazole monohydrate: a monoclinic polymorph.

Project description:The title compound, C(16)H(14)F(3)N(3)OS·H(2)O, which had been previously characterized in the space group P-1 [Ren et al. (2011 ?). Acta Cryst. E67, o270], has now been crystallized from 1-propanol in the monoclinic form in the space group P2(1)/c. While the triclinic form is a Z' = 2 crystal, the new monoclinic polymorph includes one main mol-ecule and one water lattice mol-ecule in the asymmetric unit. In the crystal, the water mol-ecule is sandwiched between neighboring main mol-ecules and behaves as both donor and acceptor in O-H?N and N-H?O hydrogen bonds with the imidazole N atoms. This pattern of chains parallel to [100] further inter-acts via O-H?N(pyridine) contacts.

| S-EPMC3393285 | biostudies-literature

1-Isopropyl-4-nitro-6-meth-oxy-1H-benzimidazole.

Project description:There are two independent mol-ecules in the asymmetric unit of the title compound, C(11)H(13)N(3)O(3). The inter-planar angles for the two rings of the benzimidazole ring system is 2.21?(12)° in one mol-ecule and 0.72?(12)° in the other. The nitro group is twisted in the same direction relative to the least-squares plane through its attached benzene ring in both mol-ecules, with inter-planar angles of 15.22?(9) and 18.02?(8)°. In the crystal structure, mol-ecules are stacked along the a axis through ?-? inter-actions (centroid-centroid distance 4.1954?Å). C-H?O hydrogen bonds are also present.

| S-EPMC2961682 | 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