Tris[N-(2-furoyl)-N,N′-diphenyl­thio­ureato-κ2 O,S]cobalt(III)

Hiram Pérez; Rodrigo S Corrêa; Ana María Plutín; Beatriz O’Reilly; Julio Duque

doi:10.1107/S1600536808011598

. 2008 Apr 30;64(Pt 5):m733–m734. doi: 10.1107/S1600536808011598

Tris[N-(2-furoyl)-N,N′-diphenylthioureato-κ² O,S]cobalt(III)

Hiram Pérez ^a,^*, Rodrigo S Corrêa ^b, Ana María Plutín ^c, Beatriz O’Reilly ^c, Julio Duque ^d

PMCID: PMC2961132 PMID: 21202256

Abstract

In the title compound, [Co(C₁₈H₁₃N₂O₂S)₃], the Co^III atom is coordinated by the S and O atoms of three N-furoyl-N′,N′-diphenylthiourea ligands in a slightly distorted octahedral geometry. The three O atoms are arranged fac, as are the three S atoms.

Related literature

For general background, see: Arslan et al. (2003 ▶). For related structures, see: Jia et al. (2007 ▶); Pérez et al. (2008 ▶). For the synthesis of the ligand, see: Hernández et al. (2003 ▶).

Experimental

Crystal data

[Co(C₁₈H₁₃N₂O₂S)₃]
M _r = 1023.05
Triclinic,
a = 10.0236 (11) Å
b = 13.1438 (16) Å
c = 19.388 (3) Å
α = 79.357 (7)°
β = 83.477 (8)°
γ = 71.152 (8)°
V = 2371.8 (5) Å³
Z = 2
Mo Kα radiation
μ = 0.55 mm⁻¹
T = 150 (2) K
0.15 × 0.13 × 0.02 mm

Data collection

Nonius KappaCCD diffractometer
Absorption correction: Gaussian (Coppens et al., 1965 ▶) T _min = 0.955, T _max = 0.980
13609 measured reflections
8289 independent reflections
4680 reflections with I > 2σ(I)
R _int = 0.092

Refinement

R[F ² > 2σ(F ²)] = 0.086
wR(F ²) = 0.222
S = 1.19
8289 reflections
632 parameters
H-atom parameters constrained
Δρ_max = 0.51 e Å⁻³
Δρ_min = −0.53 e Å⁻³

Data collection: COLLECT (Nonius, 1998 ▶); cell refinement: DENZO/SCALEPACK (Otwinowski & Minor, 1997 ▶); data reduction: DENZO/SCALEPACK; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶).

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808011598/hy2130sup1.cif

e-64-0m733-sup1.cif^{(34.9KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808011598/hy2130Isup2.hkl

e-64-0m733-Isup2.hkl^{(397.3KB, hkl)}

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Table 1. Selected geometric parameters (Å, °).

O1—Co1	1.939 (5)
O3—Co1	1.920 (5)
O5—Co1	1.919 (4)
S1—Co1	2.217 (2)
S2—Co1	2.214 (2)
S3—Co1	2.196 (2)

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O5—Co1—O3	88.20 (19)
O5—Co1—O1	85.77 (19)
O3—Co1—O1	85.5 (2)
O5—Co1—S3	93.19 (15)
O3—Co1—S3	176.11 (15)
O1—Co1—S3	90.95 (15)
O5—Co1—S2	91.05 (15)
O3—Co1—S2	93.98 (15)
O1—Co1—S2	176.80 (14)
S3—Co1—S2	89.62 (8)
O5—Co1—S1	178.62 (16)
O3—Co1—S1	90.58 (13)
O1—Co1—S1	93.51 (14)
S3—Co1—S1	87.99 (7)
S2—Co1—S1	89.66 (7)

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Acknowledgments

The authors thank the Crystallography Group, São Carlos Physics Institute, USP, Brazil, for allowing the X-ray data collection. The authors acknowledge financial support from Brazilian agencies CAPES (Project 018/05) and CNPq (Project 134576/2007–1).

supplementary crystallographic information

Comment

Substituted N-acylthioureas are well known as chelating agents. Over recent years, many transition metal complexes with thiourea derivatives have been reported (Arslan et al., 2003), because this kind of ligands display a remarkably rich coordination chemistry.

In this paper, we report the crystal structure of the title compound (Fig. 1), which presents an octahedral environment about the Co^III atom with the ligands coordinating in a relatively distorted manner (Table 1). The Co—S bond lengths lie within the range of those found in the related structure (Jia et al., 2007; Pérez et al., 2008). The lengths of C—O, C—S and C—N bonds in the chelate rings are between characteristic single and double bond lengths; they are shorter than single bond and longer than double bond. These results can be explained by the existence of delocalization in the chelate rings. Fig. 2 shows the arrangement of the complex molecules in the unit cell.

Experimental

N-furoyl-N',N'-diphenylthiourea ligand was synthesized according to a procedure described by Hernández et al. (2003), by converting furoyl chloride into furoyl isothiocyanate and then condensing with an appropriate amine. To an ethanol solution (30 ml) containing the ligand (0.96 g, 3 mmol) was added an ethanol solution of Co(CH₃COO)₂.4H₂O (0.25 g, 1 mmol). The solution was stirred at room temperature for 2 h, and at once a solution of NaOH (1 N) was added to adjust pH to the neutral value. The mixture was filtered and the filtrate was evaporated under reduced pressure to give a green solid, which was washed with acetone. Single crystals were obtained by slow evaporation of a chloroform/N,N-diphenylformamide solution (1:1, v/v) of the complex.