Synthesis and Crystal Structure of [Na(H2O)1.5][Na(H2O)3.5] X2·2H2O (X = 4′-Methoxy-7-Hydroxyisoflavone-3′-Sulfonate)

Abstract

Water-soluble derivative of formononetin, [Na(H2O)1.5][Na(H2O)3.5] X2·2H2O(X = 4′-methoxy-7-hydroxyisoflavone-3′-sulfonate) was synthesized by sulfonation reaction. It was characterized by IR, 1H NMR and single-crystal X-ray diffraction analysis. Single-crystal X-ray diffraction analysis showed that the title compound crystallized in a triclinic space group P-1 with cell parameters a = 6.9642(15) A, b = 13.343(3) A, c = 20.634(5) A, α = 107.115(3)˚, β = 93.121(4)˚, γ = 91.911(3)˚, V = 1827.3(7) A−3, D c  = 1.575 Mg m−3, Z = 2. There are two conformers of 4′-methoxy-7-hydroxyisoflavone-3′-sulfonate anions, two kinds of sodium cations, five coordinated water molecules and two lattice water molecules in the crystal structure. The sodium atoms coordinated with the oxygen atoms from water molecules, hydroxyl groups and sulfo-groups to form a Na–O coordinated network. Aromatic π···π stacking interactions and hydrogen bonding existed in the crystal structure of title compound, which together with coordinated interactions and electrostatic interactions between sodium cations and anions sulfonates C16H10O4SO3 − lead to the moieties into a three-dimensional network. The water-soluble derivative of formononetin, [Na(H2O)1.5][Na(H2O)3.5] X2·2H2O(X = 4′-meth-oxy-7-hydroxyisoflavone-3′-sulfonate, C16H10O4SO3 −) was synthesized and characterized by IR, 1H NMR and single-crystal X-ray diffraction analysis. Single-crystal X-ray diffraction analysis showed that π···π stacking interactions, hydrogen bonding and the electrostatic interactions between sodium cations and anions sulfonates C16H10O4SO3 − lead to the moieties into a three-dimensional network.