2-(7,8-Diphenyl-1H-imidazo[4,5-f]quinoxalin-2-yl)phenol methanol disolvate

Abstract

The title compound, C(27)H(18)N(4)O·2CH(4)O, is a unsymmetrically substituted quinoxaline. An intra-molecular O-H⋯N hydrogen bond involving the hydr-oxy and imino groups generates an S(6) ring motif. Inter-molecular C-H⋯O and N-H⋯O hydrogen bonds form an R(2) (1)(7) ring motif involving a methanol O atom and two H atoms of the imidazole and benzene rings, respectively. The latter links neighbouring mol-ecules into one-dimensional extended chains along the a axis. The two benzene rings are inclined towards each other, as indicated by the dihedral angle of 52.13 (10)°. The phenol ring is almost coplanar with the basic quinoxaline unit, making a dihedral angle of 2.43 (6)°. The short distances between the centroids of the five- and six-membered rings prove the existence of π-π inter-actions [centroid-centroid distances = 3.5234 (9)-3.7885 (10) Å]. The crystal structure is stabilized by intra-molecular O-H⋯N, inter-molecular O-H⋯O, N-H⋯O and C-H⋯O (× 2) hydrogen bonds and weak inter-molecular C-H⋯π and π-π inter-actions.

Fig. 1.

The molecular structure of the title compound, showing 50% probability displacement ellipsoids and the atomic numbering. Intramolecular and intermolecular interactions are drawn as dashed lines.

Fig. 2.

The crystal packing of (I), viewed down the b-axis, showing an 1-D extended chain along the a-axis. Intramolecular and intermolecular interactions are drawn as dashed lines.