Synthesis and Crystal Structures of 2-Azido-4-aminocyclohexane-1,3-diols

2-Azido-4-aminocyclohexane-1,3-diols 12, 14 and 16 were synthesised and their crystal structures were studied by X-ray diffraction. Compound 12 crystallizes in the monoclinic space group P2 1 /n with cell parameters of a = 13.7059(2) Å, b = 10.8861(2) Å, c = 13.8675(3) Å, β = 117.2365(10)°, V = 1839.67(6) Å3 and Z = 4. Compound 14 crystallizes in the orthorhombic space group Pcab with cell parameters of a = 9.9508(1) Å, b = 10.9839(2) Å, c = 24.7035(4) Å, V = 2700.06(7) Å3 and Z = 8. Compound 16 crystallizes in the triclinic space group P1 P 1 ¯ with cell parameters of a = 10.9511(3) Å, b = 11.3148(3) Å, c = 15.9545(5) Å, α = 86.3487(11)°, β = 87.4723(11)°, γ = 89.3398(10)°, V = 1970.91(10) Å3 and Z = 4. All three structures were characterised by arrays of hydrogen bonding interactions and these crystallographic studies also revealed their conformations, which gave valuable information into the regioselectivity of epoxide ring-opening during their formation.