Syntheses, crystal structures and Hirshfeld surface analyses of bis(2-mercaptobenzimidazole)bromo- and iodocopper(I) complexes

Abstract

The title complexes, bromidobis(2,3-dihydro-1H-1,3-benzodiazole-2-thione)copper(I), [CuBr(C7H6N2S)2] (1), and bis(2,3-dihydro-1H-1,3-benzodiazole-2-thione)iodidocopper(I) acetone monosolvate, [CuI(C7H6N2S)2]·CH3COCH3 (2), were prepared by the reaction of copper(I) bromide/iodide with 2-mercaptobenzimidazole. Both complexes have mononuclear structures with the copper atom coordinated by two 2-mercaptobenzimidazole molecules via their S atoms and one halide atom in an approximate trigonal–planar arrangement. In their extended structures, N—H...S hydrogen bonds and π–π contacts are found in both complexes; as a result of the acetone solvent molecule in (2), N—H...O contacts are also observed. Hirshfeld surface analyses were carried out to aid in the visualization of these interactions, which showed that H...H contacts contribute 34.6% for (1) and 34.1% for (2) to the overall surface, followed by contributions from H...S/S...H, H...C/C...H and C...C contacts, respectively. As expected, H...O/O...H contacts are observed only in (2). The IR and 1H and 13C NMR spectra of (1) and (2) are described.