Metallation of Ligands with Biological Activity: Synthesis and X‐Ray Characterization of [UO2(PN)2(H2O)]Cl2{PN = vitamin B6 pyridoxine[2‐methyl‐3‐hydroxy‐4, 5‐bis(hydroxymethyl) pyridine]}
Abstract:Chloridrate of pyridoxine (vitamin B 6 ) reacts with UO 2 (NO 3 ) 2 ·6H 2 O in acetonitril containing triethylamine to give the complex salt [UO 2 (PN) 2 (H 2 O)]Cl 2 . The structure of the novel compound was analyzed by single crystal X-ray diffraction affording the centrosymmetric triclinic space group P1. In [UO 2 (PN) 2 -(H 2 O)] 2ϩ two zwitterionic pyridoxine molecules complex the uranium atom in a planar manner with a water molecule achieving the coordination of a semi planar pentagon. The two uranyl oxo… Show more
“…The uranium centers in 1 and 2 adopt a seven-coordinate configuration, already observed in [UO 2 (PN) 2 -(H 2 O)]Cl 2 [40]. This leads to more or less distorted pentagonal bipyramidal structures, completed, in case of 1, by one water molecule, and in case of 2 by one DMSO moiety.…”
Section: Resultsmentioning
confidence: 81%
“…Although the X-ray structure of a number of metal complexes of vitamin B 6 constituents have been described, like the reaction products of the diethyltin(IV) cation with pyridoxine [45], of dimethyltin(IV) with mono and bis-deprotonated pyridoxine [46,47], of copper(II) perchlorate with pyridoxine and 2,2 0 -bipyridine [48], of Cu(NO) 3 with anionic and neutral pyridoxamine [6], of cobalt(II) perchlorate and copper(II) perchlorate with anionic and neutral pyridoxine and 2,2 0 -bipyridine [11] and those of platinum and palladium salts with pyridoxal, pyridoxine and pyridoxamine [5], with exception of our reported complex [UO 2 (PN) 2 (H 2 O)]Cl 2 [40], up to date no other references have been made to the complexation of uranium by any vitamin B 6 constituent. The synthesis of the title complexes and their structure elucidation, as far we are concerned, represent a further qualitative contribution in the researches on possible models of interaction of radioactive and heavy elements with human beings.…”
“…The uranium centers in 1 and 2 adopt a seven-coordinate configuration, already observed in [UO 2 (PN) 2 -(H 2 O)]Cl 2 [40]. This leads to more or less distorted pentagonal bipyramidal structures, completed, in case of 1, by one water molecule, and in case of 2 by one DMSO moiety.…”
Section: Resultsmentioning
confidence: 81%
“…Although the X-ray structure of a number of metal complexes of vitamin B 6 constituents have been described, like the reaction products of the diethyltin(IV) cation with pyridoxine [45], of dimethyltin(IV) with mono and bis-deprotonated pyridoxine [46,47], of copper(II) perchlorate with pyridoxine and 2,2 0 -bipyridine [48], of Cu(NO) 3 with anionic and neutral pyridoxamine [6], of cobalt(II) perchlorate and copper(II) perchlorate with anionic and neutral pyridoxine and 2,2 0 -bipyridine [11] and those of platinum and palladium salts with pyridoxal, pyridoxine and pyridoxamine [5], with exception of our reported complex [UO 2 (PN) 2 (H 2 O)]Cl 2 [40], up to date no other references have been made to the complexation of uranium by any vitamin B 6 constituent. The synthesis of the title complexes and their structure elucidation, as far we are concerned, represent a further qualitative contribution in the researches on possible models of interaction of radioactive and heavy elements with human beings.…”
“…For related literature on hydrogen-bond motifs see Etter et al (1990) and for values of bond lengths and angles see Allen et al (1987). For related structures see Longo et al (1982), Bacon & Plant (1980), Longo & Richardson, (1980), Franklin & Richardson (1980), Dey et al (2003), Culbertson et al (2003), Bonfada et al (2005) and Anitha et al (2006). For other related literature, see: Leklem (1990); Sabirov et al (1993); Trakatellis et al (1992).…”
In the title compound, C8H12NO3+·C2Cl3O2−, the –CH2OH groups are twisted out of the plane of the pyridine ring. There is an intramolecular hydrogen bond between the phenol OH and the adjacent –CH2OH group with an S(6) motif. Closed R24(16) rings are observed around the inversion centres of the unit cell as a result of N—H...O and O—H...O interactions. Two zigzag chain C22(11) motifs are also formed by the hydrogen‐bonding interactions of the cations and the anions.
“…The crystal structures of pyridoxine (Longo et al, 1982), pyridoxinium chloride (Bacon & Plant, 1980), pyridoxamine monohydrochloride (Longo & Richardson, 1980), copper complexes of neutral pyridoxamine (Franklin & Richardson, 1980), cis-oxalatobis(pyridoxine)palladium(II) (Dey et al, 2003), 6-dimethylaminopyridoxine-4 -(tert-butyldimethylsilyl ether) (Culbertson et al, 2003) and aquabis(2-methyl-4,5bis(hydroxymethyl)pyridinium-3-oxalato)dioxouranium dichloride (Bonfada et al, 2005) are already known. In the present work, the crystal structure of pyridoxinium picrate, (I), is reported.…”
The title compound [systematic name: 3-hydroxy-4,5-bis(hydroxymethyl)-2-methylpyridinium 2,4,6-trinitrophenolate], C(8)H(12)NO(3)(+)xC(6)H(2)N(3)O(7)(-), is a complex of picric acid with pyridoxine. The asymmetric part of the unit cell contains one pyridoxinium cation and one picrate anion. The aromatic rings of the picrate anion and the pyridoxinium cation are inclined with a dihedral angle of 83.19 (7) degrees . An intramolecular hydrogen bond between OH and a nearby CH(2)OH group is observed in the cation. The hydrophobic layers at y = {1/2} are packed between the hydrophilic layers at y = 0.
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