Synthesis and crystal structure of nitrogen-rich compound: 2,5,2′-Triazido-1,1′-azo-1,3,4-triazole

The title compound 2,5,2′-triazido-1,1′-azo-1,3,4-triazole(2) has been synthesized by the reaction of 2,5,2′-trichloro-1,1′-azo-1, 3,4-triazole(1) with sodium azide. Its crystal structure was determined by single-crystal X-ray diffraction. It crystallizes in triclinic, space group P-1 with a = 6.6604(13) Å, b = 6.7035(13) Å, c = 12.916 (3) Å, α = 98.13(3)°, β = 95.56(3)°, γ = 106.48°V = 541.68(18) ų, Z = 2, C₄HN₁₇, Mr = 287.22, D _c = 1.761 g cm^-3, F(000) = 288 and μ(MoKa) = 0.140 mm^-1, the final R = 0.0553 and wR = 0.1541. X-ray analysis indicates a stronger delocalization of the azo π bond along the hypothetical N₄ moiety within the title compound than those in(E)-1,2-bis(2,6- diazido-9- azabicyclo[3.3.1]nonan-9-yl)diazene. Index abstract: The title compound 2,5,2′-triazido-1,1′-azo-1,3,4-triazole has been synthesized by the reaction of 2,5,2′-trichloro-1,1′-azo-1,3,4- triazole with sodium azide. Its crystal structure was determined by single-crystal X-ray diffraction. X-ray analysis indicates a stronger delocalization of the azo π bond along the hypothetical N4 moiety within the title compound than those in(E)-1,2-bis(2,6-diazido-9-azabicyclo[3.3.1] nonan-9-yl)diazene.