Crystal structures of 2-amino-4,4,7,7-tetra­methyl-4,5,6,7-tetra­hydro-1,3-benzo­thia­zol-3-ium benzoate and 2-amino-4,4,7,7-tetra­methyl-4,5,6,7-tetra­hydro-1,3-benzo­thia­zol-3-ium picrate

In both 2-amino-4,4,7,7-tetra­methyl-4,5,6,7-tetra­hydro-1,3- benzo­thia­zol-3-ium benzoate, C(11)H(19)N(2)S(+)·C(7)H(5)O(2) (−), (I), and 2-amino-4,4,7,7-tetra­methyl-4,5,6,7-tetra­hydro-1,3-benzo­thia­zol-3-ium picrate (2,4,6-tri­nitro­phenolate), C(11)H(19)N(2)S(+)·C(6)H(2)N(3)O(7) (−), (II), the cations are conformationally chiral as the six-membered rings adopt half-chair conformations, which are disordered over two sets of atomic sites giving approximately enanti­omeric disorder. For both cations, the bond lengths indicate delocalization of the positive charge comparable to that in an amidinium cation. The bond lengths in the picrate anion in (II) are consistent with extensive delocalization of the negative charge into the ring and onto the nitro groups, in two of which the O atoms are disordered over two sets of sites. In (I), the ionic components are linked by N—H⋯O hydrogen bonds to form a chain of rings, and in (II), the N—H⋯O hydrogen bonds link the components into centrosymmetric four-ion aggregates containing seven hydrogen bonded rings of four different types.