Abstract
The title compound, C27H18N4O·2CH4O, is a unsymmetrically substituted quinoxaline. An intramolecular O—H⋯N hydrogen bond involving the hydroxy and imino groups generates an S(6) ring motif. Intermolecular 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 molecules 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 interactions [centroid–centroid distances = 3.5234 (9)–3.7885 (10) Å]. The crystal structure is stabilized by intramolecular O—H⋯N, intermolecular O—H⋯O, N—H⋯O and C—H⋯O (× 2) hydrogen bonds and weak intermolecular C—H⋯π and π–π interactions.
Highlights
The title compound, C27H18N4O2CH4O, is a unsymmetrically substituted quinoxaline
The phenol ring is almost coplanar with the basic quinoxaline unit, making a dihedral angle of 2.43 (6)
Cg5 is the centroid of the C22–C27 benzene ring
Summary
An intramolecular O—H N hydrogen bond involving the hydroxy and imino groups generates an S(6) ring motif. N—H O hydrogen bonds form an R12(7) ring motif involving a methanol O atom and two H atoms of the imidazole and benzene rings, respectively. The latter links neighbouring molecules 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). H O and C—H O ( 2) hydrogen bonds and weak intermolecular C—H and – interactions
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