Crystal and molecular structure of bis(N-(diethylcarbamothioyl)cyclohexane carboxamido)copper(II) complex

Abstract

Herein, we describe the synthesis and characterization of bis(N-(diethylcarbamothioyl)cyclohexane carboxamido)copper(II) complex, cis-[Cu(L-κ2S,O)2], has been prepared by the reaction of N-(diethyl carbamothioyl)cyclohexanecarboxamide ligand with copper(II) acetate. The green colored crystals of the complex were obtained by slow evaporation of their dichloromethane:ethanol solution (2:1, v:v). The crystal structure of cis-[Cu(L-κ2S,O)2] was obtained by single-crystal X-ray diffraction. The crystal structure reveals an monoclinic C2 (no. 5) space group with cell parameters a = 14.848(3) Å, b = 10.543(2) Å, c = 10.511(2) Å, β = 123.84(3)°, V = 1366.7(7) Å3, Z = 2, T = 153(2) K, μ(MoKα) = 0.979 mm-1, Dcalc = 1.327 g/cm3, 4979 reflections measured (6.6° ≤ 2Θ ≤ 50.68°), 2243 unique (Rint = 0.0223, Rsigma = 0.0444) which were used in all calculations. The final R1 was 0.0225 (>2sigma(I)) and wR2 was 0.0490 (all data). The angular structural index parameter, τ4, is equal to 0.40, which confirms the distorted square planar geometry for the title compound. The puckering parameters (q2 = 0.015(3) Å, q3 = 0.576(3) Å, QT = 0.577(3) Å, θ = 1.6(3)° and φ = 20(11)°) of the title complex show that the cyclohexane ring adopts a chair conformation. The two ethyl groups of the diethyl amine group have anti-orientation with respect to one another. The crystal packing shows the molecules stacked in parallel sheets along [010], accompanied by C3-H3A···O1ⁱ (i -x, +y, 1-z) intermolecular contact.

Crystal structure, Hirshfeld surface analysis, and DFT studies of N-(2-chlorophenylcarbamothioyl)cyclohexanecarboxamide

“…In the molecular structure of the title compound, the bond lengths of carbonyl (C8-O1) and thiocarbonyl are 1.227(3) and 1.669(2) Å, which are found in the range of typical double bonds for the C=O and C=S groups, respectively [26][27][28]52,53] The crystal packing of the title compound is stabilized by a combination of intramolecular and intermolecular hydrogen bonds (Table 4). The intramolecular hydrogen bonds cause the formation of the two fused S(6) ring motifs in the title compound (Figure 3).…”

“…Our colleagues have pursued investigations on the synthesis, characterization, thermal behavior, antimicrobial activity, and catalytic activity of benzoyl thiourea derivatives [26][27][28][29][30][31][32][33][34][35]. Based upon the literature search, we could find no crystal structure characterization of N-(2-chlorophenylcarbamothioyl)cyclohexanecarboxamide compound except reference [28].…”

“…Based upon the literature search, we could find no crystal structure characterization of N-(2-chlorophenylcarbamothioyl)cyclohexanecarboxamide compound except reference [28]. In this work, in continuation of our ongoing interest in structural studies of thiourea derivative molecules [26][27][28][29][30][31][32][33][34][35], we re-refined and report the single-crystal X-ray diffraction study of the title compound. In addition, density functional theory optimized structure in the gaseous phase at B3LYP/6-311G(d,p) level has been compared with the experimentally defined new re-refined molecular structure.…”