Syntheses and crystal structures of [Na(H₂O)](C₁₇H₁₃O₆SO₃)* 2H₂O and [NKH₂O)₆]C₁₇H₁₃O₆SO₃)₂*H₂O

Abstract

Two hydrates of sodium 5,7-dihydroxy-6,4'-dimethoxyisoflavone-3'-sulfonate (~a(HzO)J(C1,H,306S0~).2HZ0, 1) and nickel 5,7-dihydroxy-6,4'-dimethoxyisoflavone-3'-sulfonate (~i(Hz0)6](C1~H1~0~S03)2.4H~0, 2) were synthesized and characterized by IR, 'H NMR and X-ray diffraction analyses. The hydrate 1 crystallizes in the monoclinic system, space group P2(1) with a=0.8201(9) nm, b=0.8030(8) nm, c=1.5361(16) nm, /7=102.052(12)", V =0.9893(18) nm3, D,= 1.579 g/cm3, Z=2, p=0.252 nm-I, F(000)=488, R=0.0353, wR=0.0873. The hydrate 2 belongs to triclinic system, space group P-1 with a=0.7411(3) nm, b=0.8333(3) nm, c=1.7448(7) nm, a= 86.361(6)", /7=86.389(5)", y=88.999(3)", V=1.0731(7) nm3, D,= 1.587 g/cm3, Z=1, p=0.649 m-', F(OOO)= 534. In the structure of 1, the sodium cation is coordinated by six oxygen atom and two adjacent ones are bridged by three oxygen atoms to form an octahedron chain. The C-H-.n hydrogen bonds exist between two isoflavone molecules in the structure of 2. Meanwhile, hydrogen bonds in two compounds, link themselves to assemble two three-dimensional network structures, respectively.Keywords dimethoxyisoflavone-3'-sulfonate, crystal structure, C-H.. T , hydrogen bond irisolidon, sodium 5,7-dihydroxy-6,4-dirnethoxyisoflavone-3'-sulfonate, nickel 5,7-dihydroxy-6,4'-*

Metal–organic coordination polymers based on Cs(I), Rb(I) and isoflavone-3′-sulfonate ligands

“…All the M-O (M = Cs, Rb) bond lengths fall in the range of 2.983 (3)-3.351 (4) Å, being similar to those of some reported cesium or rubidium complexes [49,50]. In the previously reported [NaL3(H 2 O)]ÁH 2 O and KL3(H2O) (L3 = 5,7-dihydroxy-6,4 0 -dimethoxy-isoflavone-3 0 -sulfonate) [27,28], Na + and K + are six-coordinated and sevencoordinated, respectively. And their coordination modes are also different from those of 3 or 4.…”

“…In addition, the numbers of substituents in isoflavone-3 0 -sulfonate ligands influence the aromatic pÁ Á Áp stacking interactions of [27,28]. It is most probably because that the steric hindrance of isoflavone-3 0 -sulfonate ligands result in the larger repulsion between isoflavone skeletons.…”

“…In addition, two adjacent lattice waters are linked to a pseudo-parallelogram by the bifurcated hydrogen bonds from O5. In [NaL3(H 2 O)]ÁH 2 O [27], the sodium ion chains and O-HÁ Á ÁO hydrogen bonds assembled the moieties into a three-dimensional structure, and In KL3(H2O) [28], there exist polyhedra potassium chains, C-HÁ Á Áp stacking interactions, C-HÁ Á ÁO and O-HÁ Á ÁO hydrogen bonds, which lead to a three-dimensional network. While in 3 and 4, the ladders formed via.…”

“…In order to improve the water solubility of isoflavones, many water-soluble isoflavonesulfonates [22][23][24][25][26][27][28] were synthesized, and their crystal structures and biological activities were studied in our previous work. The results showed that isoflavonesulfonates displayed the better activities than their parent compounds [22,23].…”

Syntheses and Crystal Structures of [M(H2O)6](C16H11O4SO3)2·2H2O (M= Zn, Mg, Co)

“…The poor solubility of isoflavones lead to inefficient bioavailability and slow metabolism in the body 3,4. A series of water soluble derivatives of isoflavones, such as sodium 5,7‐dihydroxy‐4′,6‐dimethoxyisoflavone‐3′‐sulfonate,5 sodium 4′,7‐dihydroxyisoflavone‐3′‐sulfonate,6 sodium 7‐methoxy‐4′‐hydroxyisoflavone‐3′‐sulfonate,7 and sodium 4′,7‐dimethoxyisoflavone‐3′‐sulfonate has been synthesized 8. Additionally, the isoflavone‐3′‐sulfonate crystal structures of [Ba(C 15 H 9 O 7 S) 2 ] n ,9 [Ni(H 2 O) 6 ](C 17 H 13 O 4 SO 3 ) 2 · 8H 2 O,10 [Ba(H 2 O) 4 (C 15 H 9 O 4 SO 3 ) 2 ] · 4H 2 O, [Ba(H 2 O) 4 (C 16 H 11 O 4 SO 3 ) 2 ] · 8H 2 O, [Ba(H 2 O) 7 ](C 17 H 13 O 5 SO 3 ) 2 · 2H 2 O and [Ba(H 2 O) 7 (C 17 H 13 O 6 SO 3 )](C 17 H 13 O 6 SO 3 ) · 3H 2 O,11 [ M (H 2 O) 6 (C 17 H 12 O 6 BrSO 3 ) 2 ] · H 2 O, ( M = Co, Zn, Fe, Ni, Mg, Cd)12 were reported.…”