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

The title compound, C(12)H(10)N(4)O, comprises a central 1,2,3-triazole ring (r.m.s. deviation = 0.0030 Å) flanked by N-bound 4-cyano­phenyl 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 mol­ecule. In the crystal, th...

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Autores principales: Zukerman-Schpector, Julio, Dias, Cássio da S., Schwab, Ricardo S., Jotani, Mukesh M., Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6127723/
https://www.ncbi.nlm.nih.gov/pubmed/30225098
http://dx.doi.org/10.1107/S2056989018010885
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author Zukerman-Schpector, Julio
Dias, Cássio da S.
Schwab, Ricardo S.
Jotani, Mukesh M.
Tiekink, Edward R. T.
author_facet Zukerman-Schpector, Julio
Dias, Cássio da S.
Schwab, Ricardo S.
Jotani, Mukesh M.
Tiekink, Edward R. T.
author_sort Zukerman-Schpector, Julio
collection PubMed
description The title compound, C(12)H(10)N(4)O, comprises a central 1,2,3-triazole ring (r.m.s. deviation = 0.0030 Å) flanked by N-bound 4-cyano­phenyl 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 mol­ecule. In the crystal, the three-dimensional architecture is sustained by carbonyl-C=O⋯π(triazo­yl), cyano-C≡N⋯π(triazo­yl) (these inter­actions are shown to be attractive based on non-covalent inter­action plots) and π–π stacking inter­actions [inter­centroid 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.
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spelling pubmed-61277232018-09-17 4-(4-Acetyl-5-methyl-1H-1,2,3-triazol-1-yl)benzo­nitrile: crystal structure and Hirshfeld surface analysis Zukerman-Schpector, Julio Dias, Cássio da S. Schwab, Ricardo S. Jotani, Mukesh M. Tiekink, Edward R. T. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(12)H(10)N(4)O, comprises a central 1,2,3-triazole ring (r.m.s. deviation = 0.0030 Å) flanked by N-bound 4-cyano­phenyl 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 mol­ecule. In the crystal, the three-dimensional architecture is sustained by carbonyl-C=O⋯π(triazo­yl), cyano-C≡N⋯π(triazo­yl) (these inter­actions are shown to be attractive based on non-covalent inter­action plots) and π–π stacking inter­actions [inter­centroid 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. International Union of Crystallography 2018-08-10 /pmc/articles/PMC6127723/ /pubmed/30225098 http://dx.doi.org/10.1107/S2056989018010885 Text en © Zukerman-Schpector et al. 2018 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Zukerman-Schpector, Julio
Dias, Cássio da S.
Schwab, Ricardo S.
Jotani, Mukesh M.
Tiekink, Edward R. T.
4-(4-Acetyl-5-methyl-1H-1,2,3-triazol-1-yl)benzo­nitrile: crystal structure and Hirshfeld surface analysis
title 4-(4-Acetyl-5-methyl-1H-1,2,3-triazol-1-yl)benzo­nitrile: crystal structure and Hirshfeld surface analysis
title_full 4-(4-Acetyl-5-methyl-1H-1,2,3-triazol-1-yl)benzo­nitrile: crystal structure and Hirshfeld surface analysis
title_fullStr 4-(4-Acetyl-5-methyl-1H-1,2,3-triazol-1-yl)benzo­nitrile: crystal structure and Hirshfeld surface analysis
title_full_unstemmed 4-(4-Acetyl-5-methyl-1H-1,2,3-triazol-1-yl)benzo­nitrile: crystal structure and Hirshfeld surface analysis
title_short 4-(4-Acetyl-5-methyl-1H-1,2,3-triazol-1-yl)benzo­nitrile: crystal structure and Hirshfeld surface analysis
title_sort 4-(4-acetyl-5-methyl-1h-1,2,3-triazol-1-yl)benzo­nitrile: crystal structure and hirshfeld surface analysis
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6127723/
https://www.ncbi.nlm.nih.gov/pubmed/30225098
http://dx.doi.org/10.1107/S2056989018010885
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