Crystal Structure and Hirshfeld Surface Analysis of 5-Methyl-1,2,4-Triazolo[1,5-A]Pyrimidine

Abstract

The nine-membered ring system of the title compound is essentially planar. In the crystal, mol­ecules are linked via C—HTrz⋯NTrz and C—HPyrm⋯NTrz (Trz = triazole and Pyrm = pyrimidine) hydrogen bonds together with weaker C—HPyrm⋯NPyrm hydrogen bonds to form layers parallel to (02). The layers are further connected by π–π-stacking inter­actions between the nine-membered ring system, forming oblique stacks along the a-axis direction., The nine-membered ring system of the title compound, C6H6N4, is essentially planar. In the crystal, mol­ecules are linked via C—HTrz⋯NTrz and C—HPyrm⋯NTrz (Trz = triazole and Pyrm = pyrimidine) hydrogen bonds together with weaker C—HPyrm⋯NPyrm hydrogen bonds to form layers parallel to (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.