5-甲基-1,2,4-三唑并[1,5-a]嘧啶的晶体结构与 Hirshfeld 表面分析

Crystal structure and Hirshfeld surface analysis of 5-methyl-1,2,4-triazolo[1,5-]pyrimidine.

作者信息

Lahmidi Sanae, Sebbar Nada Kheira, Hökelek Tuncer, Chkirate Karim, Mague Joel T, Essassi El Mokhtar

机构信息

Laboratoire de Chimie Organique Hétérocyclique URAC 21, Pôle de Compétence Pharmacochimie, Av. Ibn Battouta, BP 1014, Faculté des Sciences, Université Mohammed V, Rabat, Morocco.

Laboratoire de Chimie Bioorganique Appliquée, Faculté des Sciences, Université Ibn Zohr, Agadir, Morocco.

出版信息

Acta Crystallogr E Crystallogr Commun. 2018 Nov 22;74(Pt 12):1833-1837. doi: 10.1107/S2056989018016225. eCollection 2018 Dec 1.

The nine-membered ring system of the title compound, CHN, is essentially planar. In the crystal, mol-ecules are linked C-H⋯N and C-H⋯N (Trz = triazole and Pyrm = pyrimidine) hydrogen bonds together with weaker C-H⋯N hydrogen bonds to form layers parallel to (02). The layers are further connected by π-π-stacking inter-actions between the nine-membered ring system [centroid-centroid = 3.7910 (8) Å], forming oblique stacks along the -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%) inter-actions and that hydrogen-bonding and van der Waals inter-actions are the dominant inter-actions in the crystal packing. No significant C-H⋯π inter-actions are observed.

标题化合物CHN的九元环系统基本呈平面状。在晶体中，分子通过C-H⋯N和C-H⋯N（Trz = 三唑，Pyrm = 嘧啶）氢键以及较弱的C-H⋯N氢键相连，形成与(02)平行的层。这些层通过九元环系统之间的π-π堆积相互作用进一步连接[质心-质心距离 = 3.7910 (8) Å]，沿轴方向形成倾斜堆积。晶体结构的 Hirshfeld 表面分析表明，晶体堆积的最重要贡献来自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%）和C⋯C（3.0%）相互作用，并且氢键和范德华相互作用是晶体堆积中的主要相互作用。未观察到明显的C-H⋯π相互作用。