Tetra­kis(2-amino­thia­zole-κN 3)dichloridocadmium(II)

Chong-Hyeak Kim; Inn Hoe Kim

doi:10.1107/S1600536809051770

. 2009 Dec 4;66(Pt 1):m13. doi: 10.1107/S1600536809051770

Tetrakis(2-aminothiazole-κN ³)dichloridocadmium(II)

Chong-Hyeak Kim ^a, Inn Hoe Kim ^b,^*

PMCID: PMC2980125 PMID: 21579914

Abstract

In the title complex, [CdCl₂(C₃H₄N₂S)₄],the Cd^II atom has an trans-Cl₂N₄ octahedral coordination geometry defined by four N atoms derived from the four 2-aminothiazole ligands and two Cl atoms. The amino groups participate in intra- and intermolecular N—H⋯N and N—H⋯Cl hydrogen bonding that stabilizes both the molecular and crystal structures.

Related literature

For the coordination properties of heterocycles, see: Raper (1994 ▶); Karlin & Zubieta (1983 ▶). For the structures of related aminothiazole complexes, see: Batı et al. (2006 ▶); Davarski et al. (1996 ▶); Macíček & Davarski (1993 ▶); Maniukiewicz (2004 ▶); Raper et al. (1981 ▶); Suh et al. (2005 ▶, 2007 ▶, 2009 ▶).

Experimental

Crystal data

[CdCl₂(C₃H₄N₂S)₄]
M _r = 583.87
Monoclinic,
a = 8.6056 (1) Å
b = 15.2838 (2) Å
c = 16.2097 (2) Å
β = 103.605 (1)°
V = 2072.18 (4) Å³
Z = 4
Mo Kα radiation
μ = 1.73 mm⁻¹
T = 296 K
0.40 × 0.19 × 0.08 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T _min = 0.544, T _max = 0.870
21163 measured reflections
5159 independent reflections
4532 reflections with I > 2σ(I)
R _int = 0.020

Refinement

R[F ² > 2σ(F ²)] = 0.021
wR(F ²) = 0.052
S = 1.05
5159 reflections
244 parameters
H-atom parameters constrained
Δρ_max = 0.36 e Å⁻³
Δρ_min = −0.30 e Å⁻³

Data collection: SMART (Bruker, 2001 ▶); cell refinement: SAINT (Bruker, 2001 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809051770/tk2590sup1.cif

e-66-00m13-sup1.cif^{(21.9KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809051770/tk2590Isup2.hkl

e-66-00m13-Isup2.hkl^{(252.7KB, hkl)}

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

Table 1. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N16—H16A⋯N23	0.86	2.63	3.277 (2)	133
N16—H16A⋯Cl1	0.86	2.81	3.3903 (19)	126
N16—H16B⋯Cl2ⁱ	0.86	2.52	3.2941 (18)	151
N26—H26A⋯Cl2	0.86	2.41	3.1722 (17)	149
N26—H26B⋯Cl1ⁱⁱ	0.86	2.51	3.3300 (16)	161
N36—H36A⋯N43	0.86	2.61	3.324 (2)	142
N36—H36B⋯Cl1ⁱⁱⁱ	0.86	2.63	3.3810 (18)	147
N46—H46A⋯Cl1	0.86	2.44	3.2135 (18)	150
N46—H46B⋯N36^iv	0.86	2.56	3.417 (2)	177

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Symmetry codes: (i) Inline graphic ; (ii) ; (iii) ; (iv) .

supplementary crystallographic information

Comment

Some heterocyclic organic compounds have biologically useful properties, having anti-tumour, anti-fungal, and anti-infection activities. Amongst these, aminothiazoles are an important type of N,S-containing heterocycle (Raper, 1994). The N and S atoms play a key role in the coordination of metals at the active sites of various metallobiomelecules (Karlin & Zubieta, 1983). The crystal structures of aminothiazole complexes have attracted recent interest (Suh et al., 2005, 2007, 2009; Batı et al., 2006; Davarski et al., 1996; Macíček & Davarski, 1993; Maniukiewicz, 2004; Raper et al., 1981). Herein, we report the synthesis and crystal structure of the title complex, (I).

As shown in Fig. 1, the complex (I) comprises discrete Cd(C₃H₄N₂S)₄Cl₂ molecules. The octahedral Cd^II coordination environment is defined by four N atoms derived from four neutral monodentate 2-aminothiazole ligands and two Cl atoms [Cd—Cl = 2.6294 (5) and 2.6560 (4) Å, and Cd—N = 2.3569 (14)-2.4432 (14) Å]. The Cl atoms occupy trans positions. The amino groups participate in intra- and inter-molecular N—H···N and N—H···Cl hydrogen bonds (Table 1). In the crystal structure molecules are interconnected by these interactions into a three-dimensional hydrogen bond network (Fig. 2).

Experimental

A water–ethanol (1:1) solution (40 ml) of 2-aminothiazole (5 mmol) was added dropwise to a water–ethanol (1:1) solution (40 ml) of CdCl₂.2.5H₂O (2 mmol) with stirring. The small amount of precipitates formed from the mixed solution were filtered off. The filtered solution was allowed to stand at room temperature. After several days, yellow blocks were obtained. Analysis found: C 24.95, H 2.74, N 19.11, S 21.72, Cd 19.30%; C₁₂H₁₆CdCl₂N₈S₄ requires: C 24.68, H 2.76, N 19.20, S 21.96, Cl 12.14, Cd 19.25%.