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Crystal structure of 1-[2-(4-chloro-phen-yl)-4,5-diphenyl-1H-imidazol-1-yl]propan-2-ol.

ABSTRACT: The title compound, C₂₄H₂₁ClN₂O, crystallizes with two unique mol-ecules in the asymmetric unit. In each mol-ecule, the central imidazole ring is substituted at the 2-, 4- and 5-positions by benzene rings. The 2-substituted ring carries a Cl atom at the 4-position. One of the imidazole N atoms in each mol-ecule has a propan-2-ol substituent. In the crystal, a series of O-H?N, C-H?O and C-H?Cl hydrogen bonds, augmented by several C-H??(ring) inter-actions, generate a three-dimensional network of mol-ecules stacked along the a-axis direction.

SUBMITTER: Mohamed SK

PROVIDER: S-EPMC5209773 | biostudies-literature | 2017 Jan

REPOSITORIES: biostudies-literature

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Crystal structure of 1-[2-(4-chloro-phen-yl)-4,5-diphenyl-1H-imidazol-1-yl]propan-2-ol.

Mohamed Shaaban K SK Marzouk Adel A AA Albayati Mustafa R MR Abdelhamid Antar A AA Simpson Jim J

Acta crystallographica. Section E, Crystallographic communications 20170101 Pt 1

The title compound, C24H21ClN2O, crystallizes with two unique mol-ecules in the asymmetric unit. In each mol-ecule, the central imidazole ring is substituted at the 2-, 4- and 5-positions by benzene rings. The 2-substituted ring carries a Cl atom at the 4-position. One of the imidazole N atoms in each mol-ecule has a propan-2-ol substituent. In the crystal, a series of O-H⋯N, C-H⋯O and C-H⋯Cl hydrogen bonds, augmented by several C-H⋯π(ring) inter-actions, generat ...[more]

PMID: 28083137

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Crystal structure of 1-[2-(2,6-di-chloro-phen-yl)-4,5-diphenyl-1H-imidazol-1-yl]propan-2-ol.

Project description:The central imidazole ring of the title compound, C24H20Cl2N2O, is twisted with respect to with the planes of the 2,6-di-chloro-benzene and two phenyl rings, making dihedral angles of 74.06?(18), 28.52?(17) and 67.65?(18)°, respectively. The phenyl ring not adjacent to the N-bonded 2-hy-droxy-propyl group shows the greatest twist, presumably to minimize steric inter-actions. In the crystal, mol-ecules are linked by O-H?N and C-H?O hydrogen-bond contacts into chains along the a-axis direction. The series of parallel chains form a two-dimensional sheet approximately parallel to the bc diagonal. In addition, C-H?? inter-actions are observed between the sheets. The atoms of the 2-hy-droxy-propyl group and the N atom of the 1H-imidazole ring to which it is bonded are disordered over two sets of sites, with an occupancy ratio of 0.722?(5):0.278?(5). The structure was refined as an inversion twin.

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Crystal structure of 1-[2-(4-nitro-phen-yl)-4,5-diphenyl-1H-imidazol-1-yl]propan-2-ol.

Project description:The title compound, C24H21N3O3, crystallizes with two unique but closely r.m.s. overlay fit = 0.215?Å) comparable mol-ecules (1 and 2) in the asymmetric unit of the triclinic unit cell. In molecule 1, the dihedral angles between the central imidazlole ring and the benzene-ring substituents are 42.51?(9), 45.41?(9) and 56.92?(8)°, respectively. Comparable data for molecule 2 are 39.36?(10), 34.45?(11) and 60.34?(8)°, respectively. The rings at the 2-positions carry p-nitro substituents that subtend dihedral angles of 12.9?(4)° in mol-ecule 1 and 11.7?(4)° in mol-ecule 2 to their respective benzene ring planes. The imidazole rings also have propan-2-ol substituents on the 1-N atoms, which adopt extended conformations for the N-C-C-C chains. In the crystal, classical O-H?N hydrogen bonds combine with C-H?O, C-H?N and C-H??(ring) hydrogen bonds and stack the molecules along the a-axis direction.

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