Structural Consequences of Anomeric Effect in 1,3,6,8-tetraazatricyclo[4.3.1.13,8]undecan-1-ium pentachlorophenolate monohydrate

Abstract  

The asymmetric unit of the crystal structure contains one molecule of the title compound and one molecule of water. X-ray diffraction spectrum of the ammonium salt of title compound exhibits deviations from the ideal molecular geometry which is explained on the basis of anomeric effect. This conclusion is consistent with the natural bond orbital analysis at the B3LYP/6-311+G** level of the anomeric effect. The molecules are linked via N–H···O hydrogen bonds. This compound crystallizes in monoclinic symmetry, in space group P2 _1/n , with lattice constants: a = 12.3850(2) ?, b = 6.8123(1) ?, c = 19.6208(4) ?, α = 90°, β = 94.864(2)°, γ = 90°, V = 1649.45(5) ?³, Z = 4, F(000) = 896, R ₁ = 3.3%, wR ₂ = 10.6%.