Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Lahmidi, Sanae, Sebbar, Nada Kheira, Hökelek, Tuncer, Chkirate, Karim, Mague, Joel T., Essassi, El Mokhtar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
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
_version_ 1783378788643504128
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
work_keys_str_mv AT lahmidisanae crystalstructureandhirshfeldsurfaceanalysisof5methyl124triazolo15apyrimidine
AT sebbarnadakheira crystalstructureandhirshfeldsurfaceanalysisof5methyl124triazolo15apyrimidine
AT hokelektuncer crystalstructureandhirshfeldsurfaceanalysisof5methyl124triazolo15apyrimidine
AT chkiratekarim crystalstructureandhirshfeldsurfaceanalysisof5methyl124triazolo15apyrimidine
AT maguejoelt crystalstructureandhirshfeldsurfaceanalysisof5methyl124triazolo15apyrimidine
AT essassielmokhtar crystalstructureandhirshfeldsurfaceanalysisof5methyl124triazolo15apyrimidine