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Crystal structure and Hirshfeld surface analysis of 5-methyl-1,2,4-triazolo[1,5-a]pyrimidine
The nine-membered ring system of the title compound, C(6)H(6)N(4), is essentially planar. In the crystal, molecules are linked via C—H(Trz)⋯N(Trz) and C—H(Pyrm)⋯N(Trz) (Trz = triazole and Pyrm = pyrimidine) hydrogen bonds together with weaker C—H(Pyrm)⋯N(Pyrm) hydrogen bonds to form layers parallel...
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/PMC6281126/ https://www.ncbi.nlm.nih.gov/pubmed/30574383 http://dx.doi.org/10.1107/S2056989018016225 |
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author | Lahmidi, Sanae Sebbar, Nada Kheira Hökelek, Tuncer Chkirate, Karim Mague, Joel T. Essassi, El Mokhtar |
author_facet | Lahmidi, Sanae Sebbar, Nada Kheira Hökelek, Tuncer Chkirate, Karim Mague, Joel T. Essassi, El Mokhtar |
author_sort | Lahmidi, Sanae |
collection | PubMed |
description | The nine-membered ring system of the title compound, C(6)H(6)N(4), is essentially planar. In the crystal, molecules are linked via C—H(Trz)⋯N(Trz) and C—H(Pyrm)⋯N(Trz) (Trz = triazole and Pyrm = pyrimidine) hydrogen bonds together with weaker C—H(Pyrm)⋯N(Pyrm) hydrogen bonds to form layers parallel to ([Image: see text]02). The layers are further connected by π–π-stacking interactions between the nine-membered ring system [centroid–centroid = 3.7910 (8) Å], forming oblique stacks along the a-axis direction. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯N/N⋯H (40.1%), H⋯H (35.3%), H⋯C/C⋯H (9.5%), N⋯C/C⋯N (9.0%), N⋯N (3.1%) and C⋯C (3.0%) interactions and that hydrogen-bonding and van der Waals interactions are the dominant interactions in the crystal packing. No significant C—H⋯π interactions are observed. |
format | Online Article Text |
id | pubmed-6281126 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-62811262018-12-20 Crystal structure and Hirshfeld surface analysis of 5-methyl-1,2,4-triazolo[1,5-a]pyrimidine Lahmidi, Sanae Sebbar, Nada Kheira Hökelek, Tuncer Chkirate, Karim Mague, Joel T. Essassi, El Mokhtar Acta Crystallogr E Crystallogr Commun Research Communications The nine-membered ring system of the title compound, C(6)H(6)N(4), is essentially planar. In the crystal, molecules are linked via C—H(Trz)⋯N(Trz) and C—H(Pyrm)⋯N(Trz) (Trz = triazole and Pyrm = pyrimidine) hydrogen bonds together with weaker C—H(Pyrm)⋯N(Pyrm) hydrogen bonds to form layers parallel to ([Image: see text]02). The layers are further connected by π–π-stacking interactions between the nine-membered ring system [centroid–centroid = 3.7910 (8) Å], forming oblique stacks along the a-axis direction. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯N/N⋯H (40.1%), H⋯H (35.3%), H⋯C/C⋯H (9.5%), N⋯C/C⋯N (9.0%), N⋯N (3.1%) and C⋯C (3.0%) interactions and that hydrogen-bonding and van der Waals interactions are the dominant interactions in the crystal packing. No significant C—H⋯π interactions are observed. International Union of Crystallography 2018-11-22 /pmc/articles/PMC6281126/ /pubmed/30574383 http://dx.doi.org/10.1107/S2056989018016225 Text en © Lahmidi 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 Lahmidi, Sanae Sebbar, Nada Kheira Hökelek, Tuncer Chkirate, Karim Mague, Joel T. Essassi, El Mokhtar Crystal structure and Hirshfeld surface analysis of 5-methyl-1,2,4-triazolo[1,5-a]pyrimidine |
title | Crystal structure and Hirshfeld surface analysis of 5-methyl-1,2,4-triazolo[1,5-a]pyrimidine |
title_full | Crystal structure and Hirshfeld surface analysis of 5-methyl-1,2,4-triazolo[1,5-a]pyrimidine |
title_fullStr | Crystal structure and Hirshfeld surface analysis of 5-methyl-1,2,4-triazolo[1,5-a]pyrimidine |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of 5-methyl-1,2,4-triazolo[1,5-a]pyrimidine |
title_short | Crystal structure and Hirshfeld surface analysis of 5-methyl-1,2,4-triazolo[1,5-a]pyrimidine |
title_sort | crystal structure and hirshfeld surface analysis of 5-methyl-1,2,4-triazolo[1,5-a]pyrimidine |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6281126/ https://www.ncbi.nlm.nih.gov/pubmed/30574383 http://dx.doi.org/10.1107/S2056989018016225 |
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