Supramolecular Networks in Copper(II) Malonate Complexes

Delgado, Fernando; Lahoz, F.; Lloret, Francesc; Julve, Miguel; Ruíz-Pérez, Catalina

doi:10.1021/cg701108c

Cited by 49 publications

(20 citation statements)

References 67 publications

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“…These centers are often modeled by using small molecules containing donor atoms that reproduce the coordination around the metal ion [3,4]. The use of simple metal-containing systems with low molecular weight ligands is useful to understand the correlation between magnetic, electronic, and structural properties in more complex systems [5,6].…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of bis(o-acetamidobenzoato-k2:O:O2)-(1,10- phenanthroline-k2:N1:N2)copper(II), Cu(C12H8N2)(C9H8NO3)2

Tan¹,

Li²,

Nie³

et al. 2011

Zeitschrift Für Kristallographie - New Crystal Structures

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Source of materialAmixture of o-acetamidobenzoic acid (0.036 g, 0.2 mmol), copper sulfate (0.025 g, 0.1 mmol) and 1,10-phenanthroline (0.020 g, 0.1 mmol) was dissolved in 15 ml of methanol. The pH value of the resultant mixture was adjusted to about 6.0 -6 .5 by adding three drops of triethylamine solution and the reaction was kept under water-bath condition at 333 Kf or 25 h. Afterwards, the mixture was filtered, and the filtrate was cooled to room temperature slowly. Deep blue single crystals suitable for X-ray diffraction analysis were obtained after fifteen days. Experimental detailsHatoms bound to Catoms were placed in calculted positions and treated as riding on their parent atoms, with d(C-H) =0.95 Å, U iso (H) =1.2 U eq (C) (aromtic) and d(C-H) =0.95 Å, U iso (H) = 1.5 U eq (C) (methyl). Hatoms attached to Natom was initially located in adifference Fourier map and restrained with d(N-H) = 0.88 Å and U iso(H) =1.2 Ueq(N). DiscussionThe study of the structural, spectroscopic, and electronic properties of metal centers present in biological systems is crucial to understand their role in nature [1,2]. These centers are often modeled by using small molecules containing donor atoms that reproduce the coordination around the metal ion [3,4]. The use of simple metal-containing systems with low molecular weight ligands is useful to understand the correlation between magnetic, electronic, and structural properties in more complex systems [5,6]. For this reason, the synthesis of complexes oriented to mimic metal sites of different types of metalloproteins constitutes an important branch in both inorganic and organic chemistry [7,8]. Copper and cobalt are present in adiverse group of metalloenzymes, in which the metal ions are coordinated by N, Oand S atoms. The crystal structure of the title complex contains a[ Cu(1,10-phen)(C 9 H 8 NO 3 ) 2 ]unit. The copper(II) ion is coordinated by two nitrogen atoms from one 1,10-phenanthroline molecule, four oxygen atoms from two o-acetamidobenzoate anions, forming a distorted octahedron with O1 and O1A at the axial positions and O2, O2A, N1 and N1A in the equatorial plane. The bond angle of O1-Cu1-O1A is 133.05°.Atthe equatorial plane, the bond angles N1-Cu1-N1A, N1A-Cu1-O2A, O2A-Cu1-O2 and O2-Cu1-N1 are 81.3(2)°,9 2.9(1)°,9 3.3(1)°and 92.9(1)°,r espectively, with the sum of 360.28°.The bond length Cu1-O1 is 2.648(2) Å,indicating weak coordination bonds between the carbonyl oxygen atoms of o-carboxylaminobenzoate and the copper ion [8]. In the complex, the coordinated carbonyl oxygen atoms and the nitrogen atoms of o-acetamidobenzoate ligands are linked by strong hydrogen bonds: d(N8-H8···O1) =1 .940 Å, ∠N8-H8···O1= 139.0°.T here exist weak hydrogen bonding interactions betweenthe o-acetamidobenzoate ligands and 1,

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Section: Discussionmentioning

confidence: 99%

Crystal structure of bis(o-acetamidobenzoato-k2:O:O2)-(1,10- phenanthroline-k2:N1:N2)copper(II), Cu(C12H8N2)(C9H8NO3)2

Tan¹,

Li²,

Nie³

et al. 2011

Zeitschrift Für Kristallographie - New Crystal Structures

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“…For the chemical properties of imidazole derivatives, see: Bouwman et al (2000). For synthesis, see: Delgado et al (2008). For related structures, see: Beznischenko et al (2007); Pajunen (1981).…”

Section: Related Literaturementioning

confidence: 99%

“…The suspension was heated at 40-50 °C during 1 h. Then this suspension was mixed with a 5 ml EtOH solution of 0.1 mmol(23.2mg)4,4′-methanediylbis(2-ethyl-5-methyl-1Himidazole). Finally, the blue solution which results from the mixture was filtered off and allowed to evaporate at room temperature (Delgado, et al,2008). Single crystals of the title compound as blue prisms were grown from the solution by slow evaporation at room temperature within a few days.…”

Section: S2 Experimentalmentioning

confidence: 99%

Aqua[bis(2-ethyl-5-methyl-1H-imidazol-4-yl-κN³)methane]oxalatocopper(II) dihydrate

et al. 2011

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In the title compound, [Cu(C2O4)(C13H20N4)(H2O)]·2H2O, the CuII atom exhibits a distorted square-pyramidal geometry with the two N atoms of the imidazole ligand and the two O atoms of the oxalate ligand forming the basal plane, while the O atom of the coordinated water molecule is in an apical position. The CuII atom is shifted 0.232 (2) Å out of the basal plane toward the water molecule. The asymmetric unit is completed by two solvent water molecules. These water molecules participate in the formation of an intricate three-dimensionnal network of hydrogen bonds involving the coordinated water molecule and the NH groups.

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“…Malonate compounds have been extensively studied in the solid state, especially with transition metals. Studies have mainly aimed at the synthesis, characterization of the crystalline structure, type of coordination, thermal decomposition, magnetic and spectroscopic properties [1][2][3]. As the malonate is a short chain dicarboxylic binder, it can coordinate to the metal chelate forming a six-membered ring, or act as a monodentate or bidentate ligand.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization and Thermal Behavior of Solid-State Compounds of Light Trivalent Lanthanide Malonates

Locatelli¹,

Ionashiro²,

Caires³

et al. 2014

Braz. J. Therm. Anal.

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In this study, compounds of hydrated lanthanide malonates were synthesized by precipitation of sodium malonates ion. Quantitative studies of the compounds obtained in the solid state, as well as the thermal behavior of these compounds were performed by thermal analysis (TG-DTA and DSC). Additional complementary studies were also performed using X-ray diffraction by the powder method (XRD), Evolved Gas Analysis (EGA) and complexometric titration with EDTA. Thus, the compounds synthesized in this work, ranging from lanthanum to gadolinium, were studied mainly in relation to their thermal properties, enabling to establish the stoichiometry, the decomposition steps and identify by EGA the main volatile products released during the decomposition. The qualitative study by XRD and FT-IR showed that the compounds were obtained in the crystalline state and metal-ligand coordination occurs by bidentate bonding and /or bridge, respectively. The interest in these compounds is due to the several applications of malonate ion, such as industrial and biological, not to mention that the coordination of the lanthanide ions to the malonate ligand can provide them new properties which could be studied and explored forward.

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Supramolecular Networks in Copper(II) Malonate Complexes

Cited by 49 publications

References 67 publications

Crystal structure of bis(o-acetamidobenzoato-k2:O:O2)-(1,10- phenanthroline-k2:N1:N2)copper(II), Cu(C12H8N2)(C9H8NO3)2

Crystal structure of bis(o-acetamidobenzoato-k2:O:O2)-(1,10- phenanthroline-k2:N1:N2)copper(II), Cu(C12H8N2)(C9H8NO3)2

Aqua[bis(2-ethyl-5-methyl-1H-imidazol-4-yl-κN³)methane]oxalatocopper(II) dihydrate

Synthesis, Characterization and Thermal Behavior of Solid-State Compounds of Light Trivalent Lanthanide Malonates

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Supramolecular Networks in Copper(II) Malonate Complexes

Cited by 49 publications

References 67 publications

Crystal structure of bis(o-acetamidobenzoato-k2:O:O2)-(1,10- phenanthroline-k2:N1:N2)copper(II), Cu(C12H8N2)(C9H8NO3)2

Crystal structure of bis(o-acetamidobenzoato-k2:O:O2)-(1,10- phenanthroline-k2:N1:N2)copper(II), Cu(C12H8N2)(C9H8NO3)2

Aqua[bis(2-ethyl-5-methyl-1H-imidazol-4-yl-κN3)methane]oxalatocopper(II) dihydrate

Synthesis, Characterization and Thermal Behavior of Solid-State Compounds of Light Trivalent Lanthanide Malonates

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Aqua[bis(2-ethyl-5-methyl-1H-imidazol-4-yl-κN³)methane]oxalatocopper(II) dihydrate