Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Crystallographic and spectroscopic characterization of two 1-phenyl-1H-imidazoles: 4-(1H-imidazol-1-yl)benzaldehyde and 1-(4-methoxyphenyl)-1H-imidazole

ABSTRACT: Two 1-phenyl-1H-imidazoles, 4-(1H-imidazol-1-yl)benzaldehyde and 1-(4-methoxyphenyl)-1H-imidazole, differ in the substituent para to the imidazole group on the arene ring. Both molecules pack with different motifs via similar weak C—H⋯N/O interactions and differ with respect to the angles between the mean planes of the imidazole and arene rings. The title compounds, C10H8N2O, (I), and C10H10N2O, (II), are two 1-phenyl-1H-imidazole derivatives, which differ in the substituent para to the imidazole group on the arene ring, i.e. a benzaldehyde, (I), and an anisole, (II). Both molecules pack with different motifs via similar weak C—H⋯N/O interactions and differ with respect to the angles between the mean planes of the imidazole and arene rings [24.58 (7)° in (I) and 43.67 (4)° in (II)].

SUBMITTER: McClements I

PROVIDER: S-EPMC10439435 | biostudies-literature | 2023 Jun

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Similar Datasets

2-[(1H-Imidazol-2-yl)disulfan-yl]-1H-imidazole.

Project description:In the title molecule, C(6)H(6)N(4)S(2), a twofold rotation axis passes through the mid-point of the S-S bond. The C-S-S-C torsion angle is 83.62?(17)°. ?-? stacking between imidazole rings of adjacent mol-ecules is observed in the crystal structure, the centroid-centroid distance being 3.447?(2)?Å. Inter-molecular N-H?S hydrogen bonding results in the formation of a linear chain in the c-axis direction.

| S-EPMC3201382 | biostudies-literature

4-[4-(1H-Imidazol-4-yl)phen-yl]-1H-imidazole.

Project description:In the mol-ecule of the title compound, C(12)H(10)N(4), the two imidazole substituents are related by inversion symmetry and each forms a dihedral angle of 25.02 (8)° with the benzene ring. In the crystal, mol-ecules are linked through N-H⋯N hydrogen bonds, forming cyclic units [graph-set R(4) (4)(28)], which generate a layered structure extending across (011).

| S-EPMC3435647 | biostudies-literature

Synthesis and Spectroscopic Analysis of Novel 1H-Benzo[d]imidazoles Phenyl Sulfonylpiperazines.

Project description:A group of benzimidazole analogs of sildenafil, 3-benzimidazolyl-4-methoxy-phenylsulfonylpiperazines 2-4 and 3-benzimidazolyl-4-methoxy-N,N-dimethyl- benzenesulfonamide (5), were efficiently synthesized. Compounds 2-5 were characterized by NMR and MS and contrary to the reported mass spectra of sildenafil, the spectra of the piperazine-containing compounds 2-4 showed a novel fragmentation pattern leading to an m/z = 316. A mechanism for the formation of this fragment was proposed.

| S-EPMC3763652 | biostudies-literature

RNA sequencing of murine C2C12 cell treated with high-throughput screening hit compound 6,8-dimethyl-3-(4-phenyl-1H-imidazol-5-yl)quinolin-2(1H)-one.

Project description:The hit compound promotes expression and acitivity of alkaline phosphatase in murine cells that are bipotential for myogenic and osteoblastogenic differentiaion. RNA sequecing was performed to assess global transcript expression, with particular attention to genes indicative of osteoblast and bone differentiation.

2020-01-15 | GSE125052 | GEO

(S)-2-(1H-Imidazol-1-yl)-3-phenyl-propanol.

Project description:In the title compound, C(12)H(14)N(2)O, the middle C atom in the propanol chain is a chiral center and possesses an S absolute configuration, according to the synthesis. In the crystal structure, inter-molecular O-H?N hydrogen bonds link the mol-ecules into a chain along the b axis.

| S-EPMC2960794 | biostudies-literature

3-(1H-Imidazol-1-yl)-1-phenyl-propan-1-ol.

Project description:In the title compound, C(12)H(14)N(2)O, the imidazole ring forms a dihedral angle of 66.73?(5)° with the phenyl ring. In the crystal, mol-ecules are linked via O-H?N and C-H?O hydrogen bonds into sheets lying parallel to (100). The crystal structure is further consolidated by C-H?? inter-actions.

| S-EPMC3295423 | biostudies-literature

catena-Poly[(dichloridozinc)-?-1-{4-[(1H-imidazol-1-yl)meth-yl]benz-yl}-1H-imidazole-?(2)N(3):N(3')].

Project description:The asymmetric unit of the title compound, [ZnCl(2)(C(14)H(14)N(4))](n), contains a Zn(II) ion situated on a twofold rotation axis and one-half of a 1-{4-[(1H-imidazol-1-yl)meth-yl]benz-yl}-1H-imidazole (L) ligand with the benzene ring situated on an inversion center. The Zn(II) ion is coordinated by two chloride anions and two N atoms from two L ligands in a distorted tetra-hedral geometry. The L ligands bridge ZnCl(2) fragments into polymeric chains parallel to [20-1].

| S-EPMC3344354 | biostudies-literature

4,5-Dimethyl-2-phenyl-1-(p-tol-yl)-1H-imidazole.

Project description:In the title compound, C(18)H(18)N(2), the imidazole ring is essentially planar [maximum deviation = 0.004?(1)?Å] and makes dihedral angles of 68.91?(8) and 20.43?(9)° with the tolyl and phenyl rings, respectively. The dihedral angle between the latter rings is 73.62?(8)°. The crystal packing is stabilized by inter-molecular C-H?N hydrogen bonds.

| S-EPMC3009043 | biostudies-literature

2-Phenyl-1H-imidazole.

Project description:In the title compound, C(9)H(8)N(2), a mirror plane lies perpendicular to the phenyl and imidazole rings and passes through the bridging C-C bond, so that the imidazole ring is disordered over two sites about the mirror plane with the equal site occupancy; the asymmetric unit contains one half-mol-ecule. In the crystal, adjacent mol-ecules are linked via N-H⋯N hydrogen bonds.

| S-EPMC3238905 | biostudies-literature

Ethyl 1-[3-(1H-imidazol-1-yl)prop-yl]-2-(4-chloro-phen-yl)-1H-benzo[d]imidazole-5-carboxyl-ate dihydrate.

Project description:In the title compound, C(22)H(21)ClN(4)O(2)·2H(2)O, the almost-planar benzimidazole ring system [maximum deviation 0.014 (1) Å] is inclined at angles of 36.32 (5) and 74.75 (7)° with respect to the phenyl and imidazole rings, respectively. In the crystal structure, the water mol-ecules are linked to the organic mol-ecules to form a three-dimensional network via O-H⋯N and O-H⋯O hydrogen bonds. The packing is further consolidated by a pair of bifurcated C-H⋯O bonds, generating R(1) (2)(6) loops. C-H⋯π inter-actions are also observed.

| S-EPMC3200625 | biostudies-literature