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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...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2018
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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. |
format | Online Article Text |
id | pubmed-6127723 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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