Crystal structure and Hirshfeld surface analysis of 2-oxo-2-phenylethyl 3-nitroso-2-phenylimidazo[1,2- a ]pyridine-8-carboxylate

• Published in: Acta crystallographica. Section E, Crystallographic communications Crystallographic communications, 2022-03, Vol.78 (3), p.322-325
• Main Authors: El Kalai, Fouad, Baydere, Cemile, Dege, Necmi, Abudunia, Abdulmalik, Benchat, Noureddine, Karrouchi, Khalid
• Format: Article
• Language: English
• Subjects: crystal structure; hirshfeld surface analysis; hydrogen bonding; imidazo[1,2-a]pyridine
• ISSN: 2056-9890; 2056-9890
• DOI: 10.1107/S2056989022001517

The title compound, C 22 H 15 N 3 O 4 , 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 Å) and forms dihedral angles of 22.74 (5) and 45.37 (5)°, 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...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...π and π-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...H (36.2%), H...C/C...H (20.5%), H...O/O...H (20.0%), C...O/O...C (6.5%), C...N/N...C (6.2%), H...N/N...H (4.5%) and C...C (4.3%) interactions.