Two-component molecular crystals from N-heteroaromatics and nitrobenzoic acids.

Five two-component molecular crystals, benzimidazolium 3-nitrobenzoate, C(7)H(7)N(2)(+).C(7)H(4)NO(4)(-), (I), benzimidazolium 4-nitrobenzoate, C(7)H(7)N(2)(+).C(7)H(4)NO(4)(-), (II), 1H-benzotriazole-3-nitrobenzoic acid (1/1), C(6)H(5)N(3).C(7)H(5)NO(4), (III), imidazolium 3-nitrobenzoate, C(3)H(5)N(2)(+).C(7)H(4)NO(4)(-), (IV), and imidazolium 4-nitrobenzoate, C(3)H(5)N(2)(+).C(7)H(4)NO(4)(-), (V), were prepared with the aim of making chiral crystals. Only (I) crystallizes in a chiral space group. The molecules of (I) and (II) are linked by hydrogen bonds to form 2(1) spiral chains. In (III), (IV) and (V), macrocyclic structures are formed from two acid and two base components, by an alternate arrangement of the acid and base moieties.