Hydrogen bonding and π-π stacking in two daidzein derivatives

Two daidzein derivatives, hexaaquamagnesium(II) bis(7,4'-dimethoxyisoflavone-3'-sulfonate) octahydrate (1) and ammonium, diethylamine bis(7,4'-diethoxyisoflavone-3'-sulfonate) pentahydrate (2) were determined by X-ray diffraction analysis. Crystallographic data for 1: monoclinic, P2(1)/c, a = 18.499(7) angstrom, b = 7.337(3) angstrom, c = 18.232(6) angstrom, beta = 115.254(4)degrees, V = 2237.8(1) angstrom(3), Z = 2. Data for 2: triclinic, P-1(-), a = 11.059(3) angstrom, b = 15.172(4) angstrom, c = 15.304(4) angstrom, alpha = 98.624(3)degrees, beta = 108.438(4)degrees, gamma = 92.752(4)degrees, V = 2395.9(1) angstrom(3), Z = 2. The anions of compound 1 have one conformation and those of compound 2 have two conformations. In 1 and 2, classical hydrogen bonds lead to the formation of hydrophilic regions, columns of the isoflavone moieties form the hydrophobic regions by pi-pi stacking; with the sulfonate bridging the two regions as well as the inorganic and organic components a three-dimensional supramolecular structure is generated in both systems.