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

ABSTRACT: The title compound, C16H19N5O, is built up from a planar quinoxalinone ring system linked through a methyl-ene 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)° to the quinoxalinone ring plane. In the crystal, the mol-ecules form oblique stacks along the a-axis direction through inter-molecular C-HTrz⋯NTrz (Trz = triazole) hydrogen bonds, and offset π-stacking inter-actions between quinoxalinone rings [centroid-centroid distance = 3.9107 (9) Å] and π-π inter-actions, which are associated pairwise by inversion-related C-HDhydqn⋯π(ring) (Dhydqn = di-hydro-quinoxaline) inter-actions. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯H (52.7%), H⋯N/N⋯H (18.9%) and H⋯C/C⋯H (17.0%) inter-actions.

SUBMITTER: Abad N

PROVIDER: S-EPMC6281099 | biostudies-literature |

REPOSITORIES: biostudies-literature

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Project description:In the mol-ecule of the title compound, C(13)H(17)N(3)O, the two rings make a dihedral angle of 56.63?(13)°. Mol-ecules are linked by strong N-H?O inter-molecular hydrogen bonds into chains running along the c axis.

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Project description:In the title compound, C18H16N4OS, the six-membered heterocycle of the benzo-thia-zine fragment exhibits a screw-boat conformation. The dihedral angles between the plane through the triazole ring and those through the fused and terminal benzene rings are 76.68 (11) and 71.0 (1)°, respectively; the benzene rings are nearly perpendicular [dihedral angle = 79.6 (1)°]. In the crystal, mol-ecules are linked by C-H⋯N and C-H⋯O inter-actions, forming a three-dimensional network.

| S-EPMC3998319 | biostudies-literature

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