Synthesis, crystal structure and Hirshfeld surface analysis of 2-azido-N-(2,6-di-methyl-phen-yl)acetamide

The asymmetric unit of the title compound, C₁₀H₁₂N₄O, consists of two independent mol-ecules differing in the rotational orientation of the 2-azido-acetamido group. In the crystal, inspection of the contacts of the methyl groups shows an intra-molecular H⋯O distance of 2.47 Å in one mol-ecule and inter-molecular H⋯N distances of 2.75 Å in both independent mol-ecules. Both are definitely van der Waals contacts with the latter quite short as the H⋯O distance is 0.39 Å less than the sum of the respective van der Waals radii. A Hirshfeld surface analysis indicates that the H⋯H contacts make the largest contribution. In the absence of any specific C-H⋯N hydrogen bonds, the significant contribution of N⋯H/H⋯N contacts (24.7%) might seem surprising, but with the azide group projecting away from the rest of the mol-ecule, there is considerable opportunity for such contacts to occur.