Crystal Structure and Hirshfeld Surface Analysis of 2-Oxo 3-Nitroso

Abstract

The title compound, C22H15N3O4, is built up from a central imidazo[1,2-a]-pyridine ring system connected to a nitroso group, a phenyl ring and a 2-oxo-2-phenylethyl acetate group. The imidazo[1,2-a] pyridine ring system is almost planar (r.m.s. deviation = 0.017 angstrom) and forms dihedral angles of 22.74 (5) and 45.37 (5)degrees, respectively, with the phenyl ring and the 2-oxo-2-phenylethyl acetate group. In the crystal, the molecules are linked into chains parallel to the b axis by C-H center dot center dot center dot O hydrogen bonds, generating R-2(1) (5) and R-4(4) (28) graph-set motifs. The chains are further linked into a three-dimensional network by C-H center dot center dot center dot pi and pi-stacking interactions. The intermolecular interactions were investigated using Hirshfeld surface analysis and two-dimensional fingerprint plots, revealing that the most important contributions for the crystal packing are from H center dot center dot center dot H (36.2%), H center dot center dot center dot C/C center dot center dot center dot H (20.5%), H center dot center dot center dot O/O center dot center dot center dot H (20.0%), C center dot center dot center dot O/O center dot center dot center dot C (6.5%), C center dot center dot center dot N/N center dot center dot center dot C (6.2%), H center dot center dot center dot N/N center dot center dot center dot H (4.5%) and C center dot center dot center dot C (4.3%) interactions.