Bis(2-amino-4-methyl-1,3-thia­zole-κN 3)dichloridocadmium(II)

Lai-Jun Zhang; Xing-Can Shen; Hong Liang

doi:10.1107/S1600536808027864

. 2008 Sep 6;64(Pt 10):m1248. doi: 10.1107/S1600536808027864

Bis(2-amino-4-methyl-1,3-thiazole-κN ³)dichloridocadmium(II)

Lai-Jun Zhang ^a,^b,^*, Xing-Can Shen ^b, Hong Liang ^b

PMCID: PMC2959461 PMID: 21201005

Abstract

In the title compound, [CdCl₂(C₄H₆N₂S)₂], the Cd^II atom is coordinated by two chlorido ligands and two N atoms of the 2-amino-5-methyl-1,3-thiazole (amtz) ligands in a slightly distorted tetrahedral coordination geometry. Intra- and intermolecular N—H⋯Cl hydrogen bonding stabilizes the crystal structure. A weak S⋯Cl interaction [3.533 (2) Å] is observed between neighboring molecules.

Related literature

For general background, see: Bolos et al. (1999 ▶); Miodragović et al. (2006 ▶); Cini et al. (2007 ▶); Dea et al. (2008 ▶); Shen et al. (2008 ▶). For a related structure, see: Cai et al. (2008 ▶).

Experimental

Crystal data

[CdCl₂(C₄H₆N₂S)₂]
M _r = 411.67
Monoclinic,
a = 8.7100 (17) Å
b = 13.190 (3) Å
c = 12.740 (3) Å
β = 95.19 (3)°
V = 1457.6 (6) Å³
Z = 4
Mo Kα radiation
μ = 2.13 mm⁻¹
T = 293 (2) K
0.40 × 0.25 × 0.23 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T _min = 0.442, T _max = 0.612
7630 measured reflections
2595 independent reflections
2113 reflections with I > 2σ(I)
R _int = 0.027

Refinement

R[F ² > 2σ(F ²)] = 0.027
wR(F ²) = 0.064
S = 0.98
2595 reflections
156 parameters
H-atom parameters constrained
Δρ_max = 0.41 e Å⁻³
Δρ_min = −0.39 e Å⁻³

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT-Plus (Bruker, 2001 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808027864/xu2449sup1.cif

e-64-m1248-sup1.cif^{(16KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808027864/xu2449Isup2.hkl

e-64-m1248-Isup2.hkl^{(127.5KB, hkl)}

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

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

Cd1—N2	2.246 (3)
Cd1—N1	2.248 (3)
Cd1—Cl1	2.4181 (10)
Cd1—Cl2	2.4387 (11)

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N2—Cd1—N1	99.70 (11)
N2—Cd1—Cl1	106.53 (8)
N1—Cd1—Cl1	116.26 (8)
N2—Cd1—Cl2	114.38 (8)
N1—Cd1—Cl2	107.19 (8)
Cl1—Cd1—Cl2	112.34 (4)

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Table 2. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H3A⋯Cl2	0.86	2.49	3.322 (4)	164
N3—H3B⋯Cl1ⁱ	0.86	2.70	3.343 (3)	133
N4—H4A⋯Cl1	0.86	2.44	3.276 (4)	165
N4—H4B⋯Cl2ⁱⁱ	0.86	2.52	3.325 (3)	157

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

Acknowledgments

The authors thank Dr Shu-Hua Zhang for helpful discussions and acknowledge funding from the National Natural Science Foundation of China (No. 20701010),the Natural Science Foundation of Guangxi Province (No. 0728094) and the Science and Technology Project of the Department of Education of Jiangxi Province [No. (2007)348].

supplementary crystallographic information

Comment

As one of the important S,N-containing-heterocycles, the 1,3-thiazole have often been regarded as a kind of pharmaceutical intermediates and constituents of many biomolecules. Higher pharmacological activities of metal-thiazole complexes than those of thiazole ligands themselves were found, which may depend on their crystal and molecular structures (Bolos et al. 1999; Miodragović et al. 2006; Cini et al. 2007; Dea et al. 2008; Shen et al. 2008). For 2-amino-5-methyl-1,3-thiazole (amtz), however, only one Cu-containing coordination complex with definite crystal structure was reported (Bolos et al. 1999). Herein, our initial goal of this research is to obtain the single crystal using 2-amino-4-thiazole acetic acid (atac) as ligand. When the reaction using the raw materials such as atac and cadmium chloride hydrate [CdCl₂.2.5(H₂O)] in ethanol-water mixed solvents was carried out under solvothermal condition, however, atac was decarboxylized and then turn into amtz which may bind to CdCl₂ to construct the title complex.

Fig. 1 displays the molecular structure of the title compound. The Cd^II atom is coordinated by two chloride anions and two N atoms of thiazole rings from two amtz ligands in a slightly distorted tetrahedral coordination geometry (Table 1) (Cai et al. 2008). In the crystal structure, the intramolecular N—H···Cl hydrogen bonds (Table 2) stabilize the molecular conformation, and the molecules are interconnected into a two-dimensional network structure via both the intermolecular N—H···Cl hydrogen bonds and weak S···Cl interactions [3.533 (2) Å]. In the crystal packing diagrams, one-dimensional zigzag chains viewed along the a axis and two-dimensional network structures viewed along the c axis can be found in Fig. 2 and in Fig. 3, respectively.

Experimental

2-Amino-4-thiazole acetic acid (0.316 g, 2 mmol) and CdCl₂.2.5H₂O (0.457 g, 2 mmol) were added into 15 ml ethanol–water (1:1 volume ratio) mixed solvents and stirred for 30 min. The mixture was transferred into a Teflon-lined stainless steel vessel (25 ml). The autoclave was sealed and heated at 383 K for two days, and then autoclave was allowed to cool to room temperature in air. After isolated by filtration, the filtrate was left to stand at room temperature about one week. The brown–yellow block single crystals suitable for X-ray diffraction were obtained with the reaction yield of 30% (based on cadmium).