Structurally Diverse Copper(II)−Carboxylato Complexes:  Neutral and Ionic Mononuclear Structures and a Novel Binuclear Structure

Abstract

The copper complexes with the commercial auxin herbicides MCPA, 2,4-D, and 2,4,5-T in the presence of a nitrogen donor heterocyclic ligand, phen or bipyam, were prepared and characterized. The available evidence supports a dimeric structure for the 2,4-D complex in the presence of bipyam while phen leads to monomeric forms. The EPR spectrum of Cu2(2,4-D)4(bipyam)2 at 4 K in the solid state exhibits an axial signal which corresponds to almost isolated S = 1/2 magnetic ions. Magnetic data for the dimer show a weak antiferromagnetic interaction between the two metal ions with J = -08 cm-1. The crystal structures of tetrakis[(2,4-dichlorophenoxy)acetato]bis(2,2'-bipyridylamine)dicopper(II), 1, bis(1,10-phenanthroline)[(2,4,5-trichlorophenoxy)acetato]copper(II) chloride, 2, and aqua(1,10-phenanthroline)bis[((2-methyl-4-chlorophenoxyacetato]copper(II), 3, were determined and refined by least-squares methods using three-dimensional MoK alpha data. 1 crystallizes in space group P1, in a cell of dimensions a = 10813(1) A, b = 12138(1) A, c = 11909(1) A, alpha = 86448(3) degrees, beta = 80127(3) degrees, and gamma = 63982(3) degrees, and V = 13837(2) A3, with Z = 1 2 crystallizes in space group I2/a, in a cell of dimensions a = 29958(9) A, b = 11342(3) A, c = 21196(7) A, beta = 10794(1) degrees, and V = 68522(4) A3, with Z = 8 3 crystallizes in space group P1, in a cell of dimensions a = 87419(8) A, b = 12512(1) A, c = 14598(1) A, alpha = 110737(1) degrees, beta = 95742(2) degrees, gamma = 103286(2) degrees, V = 14241(2) A3, with Z = 2.

Crystal structure of 5,6-dimethyl-1H-benzo[d]imidazol-3-ium 2-(4-chlorophenoxy) acetate, C17H17ClN2O3

“…Phenoxyacetic acid and its derivatives are biologically active compounds which are widely used as herbicides and plant-growth substances [1]. Due to their versatile bonding modes with metal ions, they have also been used in the synthesis of mononuclear monomeric and polymeric complexes [2,3]. As part of this ongoing search for new phenoxyacetic acid compounds, the title compound has been synthesized and its structure is reported here.…”

Crystal structure of 5,6-dimethyl-1H-benzo[d]imidazol-3-ium 2-(2,4- dichloro-phenoxy)acetate, C17H16Cl2N2O3

“…2,4-Dichlorophenoxyacetic acid and its derivatives have attracted considerable attention bcause of diverse biomedical applications in herbicides andplant-growthsubstances [1].Also, 2,4-Dichlorophenoxyacetica cida re extensivelyu seda ss ynthetic auxiliariesinorganic chemistryand versatileligands in coordination chemistry [2,3]. In previous papers, we reported the crystal structure of benzimidazolium 2-(2,4-dichlorophenoxy)-acetate monohydrate [4].…”

Synthesis and structure of a new ternary monocopper(II) complex containing mixed ligands of 2,2′‐diamino‐4,4′‐bithiazole and picrate:in vitroanticancer activity, molecular docking and reactivity towards DNA

“…[8][9][10] For this reason, many copper(II) complexes with 2,2′-bipyridine (bpy) or 1,10-phenanthroline as ligands have been synthesized and their mode of DNA binding as well as anticancer activity have been investigated. [11] Comparatively few studies of mixed-ligand complexes with 2,2′-diamino-4,4′-bithiazole (dabt) as ligand have been reported to date. However, those complexes with five-membered heterocycles such as thiazole and its derivatives (dabt) as ligands have attracted much attention due to the excellent biological activities that have been reported, [12][13][14][15] which also stimulated us to design and synthesize new ternary complexes with dabt as co-ligand to evaluate and understand the factors of the DNA-binding property and in vitro anticancer activity.…”

“…The stain was solubilized in 10 mM unbuffered Tris base (100 ml) and the optical density of each well was measured at 540 nm with a microplate spectrophotometer. The IC 50 82.65 (11) values were calculated from the curves constructed by plotting cell survival (%) versus copper(II) complex concentration. ) fall in the expected range for non-electrolytes, [32] indicating that the picrate anions are situated inside the metal coordination sphere, and thus the ternary copper(II) complex may stay intact as a whole neutral [Cu(dabt)(pic) 2 ] molecule in solutions.…”