Two hydro­chlorides of 7-methyl-3,7,11,17-tetra­aza­bi­cyclo­[11.3.1]­heptadeca-1(17),13,15-triene

The X-ray structure determinations of the two title com­pounds, namely 7-methyl-7,17-di­aza-3,11-diazo­niabi­cyclo[11.3.1]­hep­ta­deca-1(17),13,15-triene dichloride monohydrate, C₁₄H₂₆N₄²⁺·2Cl⁻·H₂O, (I), and 7-methyl-17-aza-3,7,11-triazo­niabi­cyclo­[11.3.1]­heptadeca-1(17),13,15-triene 2.826-chloride 0.174-nitrate, C₁₄H₂₇N₄³⁺·2.826Cl⁻·0.174NO₃⁻, (II), are re­ported. Protonation occurs at the secondary amine N atoms in (I) and at all three amine N atoms in (II) to which the Cl⁻ ions are linked via N—H⋯Cl hydrogen bonds. The macrocyclic hole is quite different in both structures, as is observed by comparing particularly the N3⋯N4 distances [2.976 (4) and 4.175 (4) Å for (I) and (II), respectively]. In (II), a Cl⁻ ion alternates with an NO₃⁻ ion in a disordered structure.