Crystal structure and Hirshfeld surface analysis of 5-oxo-7-phenyl-2-(phenylamino)-1H-[1,2,4]triazolo[1,5-a]pyridine-6,8-dicarbonitrile dimethyl sulfoxide monosolvate

In the title compound, C20H12N6O center dot C2H6OS, the [1,2,4]triazolo[1,5-a]pyridine ring system is almost planar and makes dihedral angles of 16.33 (7) and 46.80 (7)degrees, respectively, with the phenylamino and phenyl rings. In the crystal, molecules are linked by intermolecular N-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds into chains along the b-axis direction through the dimethyl sulfoxide solvent molecule, forming C(10)R-1(2)(6) motifs. These chains are connected via S-O center dot center dot center dot pi interactions, pi-pi stacking interactions between the pyridine rings [centroid-to-centroid distance = 3.6662 (9) angstrom] and van derWaals interactions. A Hirshfeld surface analysis of the crystal structure indicates that the most important contributions to the crystal packing are from H center dot center dot center dot H (28.1%), C center dot center dot center dot H/H center dot center dot center dot C (27.2%), N center dot center dot center dot H/H center dot center dot center dot N (19.4%) and O center dot center dot center dot H/H center dot center dot center dot O (9.8%) interactions.

Automated summary

In the title compound, the [1,2,4]triazolo[1,5-a]pyridine ring system is planar and shows dihedral angles with the phenylamino and phenyl rings. The crystal structure is formed by intermolecular hydrogen bonds and π-π stacking interactions between pyridine rings, as well as by van der Waals interactions.