Crystal structure and Hirshfeld surface analysis of 1-[(1-butyl-1H-1,2,3-triazol-4-yl)methyl]-3-methyl-1,2-dihydroquinoxalin-2-one


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Abad N., Ramli Y., HÖKELEK T., Kheira Sebbar N., Mague J. T., Essassi E. M.

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.74, pp.1815-1826, 2018 (ESCI) identifier identifier identifier

Abstract

The title compound, C16H19N5O, is built up from a planar quinoxalinone ring system linked through a methylene bridge to a 1,2,3-triazole ring, which in turn carries an n-butyl substituent. The triazole ring is inclined by 67.09 (4)degrees to the quinoxalinone ring plane. In the crystal, the molecules form oblique stacks along the a-axis direction through intermolecular C-H-Trz center dot center dot center dot N-Trz (Trz = triazole) hydrogen bonds, and offset pi-stacking interactions between quinoxalinone rings [centroid-centroid distance = 3.9107 (9) angstrom] and pi-pi interactions, which are associated pairwise by inversion-related C-H-Dhydqn center dot center dot center dot pi(ring) (Dhydqn = dihydroquinoxaline) interactions. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H center dot center dot center dot H (52.7%), H center dot center dot center dot N/N center dot center dot center dot H (18.9%) and H center dot center dot center dot C/C center dot center dot center dot H (17.0%) interactions.