Piperidinium Diazidotriphenylstannate and Quinuclidinium Diazidotriphenylstannate

Two triphenyltin azide adducts with cyclic aliphatic amines are shown by X-ray diffraction to be [LH][(C₆H₅)₃Sn(N₃)₂], where for (I) L = piperidine (C₅H₁₁N), and for (II) L = quinuclidine (C₇H₁₃N). The anions have quasi-trigonal-bipyramidal symmetry with the azide groups occupying axial positions. In each case the azide groups are non-equivalent due to one of them hydrogen bonding with the cation. In (I) the NH₂ of the cation hydrogen-bonds with azides of adjacent anions forming chains through the lattice. For (II) the asymmetric unit has two cations and anions. One cation singly hydrogen-bonds to an azide group of one anion while the other cation forms a bifurcated hydrogen bond linked to azide groups on the two different anions. The cations have their usual geometries, the piperidinium ion having the expected chair conformation.

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