Abstract
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⋯π(ring) hydrogen bonds and stack the molecules along the a-axis direction.
Highlights
Overlay fit = 0.215 Å) comparable molecules (1 and 2) in the asymmetric unit of the triclinic unit cell
As part of an ongoing study of the synthesis of imidazole-based amino aliphatic alcohols, e.g. amino ethanol and amino isopropanol (Akkurt et al, 2015; Mohamed et al, 2013a,b; Jasinski et al, 2015), we report here the synthesis and crystal structure of the title compound
Zigzag chains of molecules of (I) along b. In this and subsequent Figures, hydrogen bonds are drawn as dashed lines
Summary
Imidazole compounds form the core of the structures of some well-known components of human organisms including the amino acid histidine, vitamin-B12, a component of the DNA base structure and the purines, histamine and biotin. It is present in the structure of many natural or synthetic drug molecules, for example cimetidine, azomycin and metronidazole (Kleeman et al, 1999). As part of an ongoing study of the synthesis of imidazole-based amino aliphatic alcohols, e.g. amino ethanol and amino isopropanol (Akkurt et al, 2015; Mohamed et al, 2013a,b; Jasinski et al, 2015), we report here the synthesis and crystal structure of the title compound
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