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4-(4-Acetyl-5-methyl-1H-1,2,3-triazol-1-yl)benzo-nitrile: crystal structure and Hirshfeld surface analysis.

ABSTRACT: The title compound, C₁₂H₁₀N₄O, comprises a central 1,2,3-triazole ring (r.m.s. deviation = 0.0030?Å) flanked by N-bound 4-cyano-phenyl and C-bound acetyl groups, which make dihedral angles of 54.64?(5) and 6.8?(3)° with the five-membered ring, indicating a twisted mol-ecule. In the crystal, the three-dimensional architecture is sustained by carbonyl-C=O??(triazo-yl), cyano-C?N??(triazo-yl) (these inter-actions are shown to be attractive based on non-covalent inter-action plots) and ?-? stacking inter-actions [inter-centroid separation = 3.9242?(9)?Å]. An analysis of the Hirshfeld surface shows the important contributions made by H?H (35.9%) and N?H (26.2%) contacts to the overall surface, as well as notable contributions by O?H (9.9%), C?H (8.7%), C?C (7.3%) and C?N (7.2%) contacts.

SUBMITTER: Zukerman-Schpector J

PROVIDER: S-EPMC6127723 | biostudies-literature | 2018 Sep

REPOSITORIES: biostudies-literature

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4-(4-Acetyl-5-methyl-1H-1,2,3-triazol-1-yl)benzo-nitrile: crystal structure and Hirshfeld surface analysis.

Zukerman-Schpector Julio J Dias Cássio da S CDS Schwab Ricardo S RS Jotani Mukesh M MM Tiekink Edward R T ERT

Acta crystallographica. Section E, Crystallographic communications 20180810 Pt 9

The title compound, C12H10N4O, comprises a central 1,2,3-triazole ring (r.m.s. deviation = 0.0030 Å) flanked by N-bound 4-cyano-phenyl and C-bound acetyl groups, which make dihedral angles of 54.64 (5) and 6.8 (3)° with the five-membered ring, indicating a twisted mol-ecule. In the crystal, the three-dimensional architecture is sustained by carbonyl-C=O⋯π(triazo-yl), cyano-C≡N⋯π(triazo-yl) (these inter-actions are shown to be attractive based on non-covalent inte ...[more]

PMID: 30225098

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