Abstract

The reaction of copper(II) sulfatepentahydrate with 2-nitro-benzoic acid and N,N,N',N'-tetra-methyl-ethylenedi-amine (TMEDA) in basic solution produces the complex bis-(2-nitro-benzoato-κO)(N,N,N',N'-tetra-methyl-ethylenedi-amine-κ2 N,N')copper(II), [Cu(C7H4NO4)2(C6H16N2)] or [Cu(2-nitro-benzoate)2(tmeda)]. Each carboxyl-ate group of the 2-nitro-benzoate ligand is coordinated by CuII atom in a monodentate fashion and two TMEDA ligand nitro-gen atoms are coordinate by the metal center, giving rise to a distorted square-planar coordination environment. In the crystal, metal complexes are linked by centrosymmetric C-H⋯O hydrogen bonds, forming ribbons via a R 2 2(10) ring motif. These ribbons are linked by further C-H⋯O hydrogen bonds, leading to two-dimensional hydrogen-bonded arrays parallel to the bc plane. Weak π-π stacking inter-actions provide additional stabilization of the crystal structure. Hirshfeld surface analysis, dnorm and two-dimensional fingerprint plots were examined to verify the contributions of the different inter-molecular contacts within the supra-molecular structure. The major inter-actions of the complex are O⋯H/H⋯O (44.9%), H⋯H (34%) and C⋯H (14.5%).

Highlights

  • Copper(II) carboxylate complexes continue to be of considerable interest on account of their biological properties such as antibacterial (Melnık et al, 1982), antifungal (Kozlevcar et al, 1999), cytotoxic and antiviral activities (Ranford et al, 1993)

  • The structural parameters of the TMEDA ligand, i.e. Cu—N bond lengths, are in agreement with a work reported by Gumienna-Kontecka et al (2013)

  • Adjacent ribbons are connected by C3—H3AÁ Á ÁO3 hydrogen bonds; these interactions lead to the formation of layers lying parallel to the bc plane

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Summary

Chemical context

Copper(II) carboxylate complexes continue to be of considerable interest on account of their biological properties such as antibacterial (Melnık et al, 1982), antifungal (Kozlevcar et al, 1999), cytotoxic and antiviral activities (Ranford et al, 1993). Carboxylate ligands are versatile and can coordinate to metal centers in different modes such as monodentate, bidentate and bridging fashions. The bidentate coordination can be either symmetrical bidentate chelating, having the same C—O bond lengths, or asymmetrical bidentate chelating, having different C—O bond lengths. Carboxylate ligands have been used to generate units for developing supramolecular architectures. Copper is one of essential metals for human life. Various enzymes are copper-dependent such as Cytochrome c oxidase, superoxide dismutase, ferroxidases, monoamine oxidase, and dopamine -monoxygenase (Brewer, 2009; Balamurugan & Schaffner, 2006). Symmetry codes: (i) Àx þ 1; y À 1; Àz þ 12; (ii) Àx þ 32; Ày þ 32; Àz þ 1

Structural commentary
Supramolecular features
Database survey
Hirshfeld surface analysis
Findings
Synthesis and crystallization

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