{N-Methyl-N′-[1-(pyridin-2-yl)ethyl­idene]ethane-1,2-diamine-κ3 N,N′,N′′}­bis(thio­cyanato-κN)zinc(II)

Xian-Wen Li

doi:10.1107/S1600536811019945

. 2011 Jun 4;67(Pt 7):m829. doi: 10.1107/S1600536811019945

{N-Methyl-N′-[1-(pyridin-2-yl)ethylidene]ethane-1,2-diamine-κ³ N,N′,N′′}bis(thiocyanato-κN)zinc(II)

Xian-Wen Li ^a,^*

PMCID: PMC3151752 PMID: 21836839

Abstract

In the title compound, [Zn(NCS)₂(C₁₀H₁₅N₃)], the Zn atom is five-coordinated by the three N-donor atoms of the Schiff base ligand and by two N atoms from two thiocyanate anions, forming a distorted ZnN₅ trigonal–bipyramidal coordination geometry for the metal ion. The side chain of the ligand is disordered over two sets of sites in a 0.655 (12):0.345 (12) ratio. In the crystal, molecules are linked by N—H⋯S hydrogen bonds, generating [100] chains.

Related literature

For the biological activity of Schiff base compounds, see: Panneerselvam et al. (2005 ▶); Shi et al. (2007 ▶); Singh et al. (2006 ▶, 2007 ▶); Zhong et al. (2006 ▶). For the Schiff base complexes we reported previously, see: Li & Qiu (2008a ▶,b ▶).

Experimental

Crystal data

[Zn(NCS)₂(C₁₀H₁₅N₃)]
M _r = 358.78
Monoclinic,
a = 7.6674 (3) Å
b = 14.8062 (5) Å
c = 14.3766 (6) Å
β = 101.853 (2)°
V = 1597.30 (11) Å³
Z = 4
Mo Kα radiation
μ = 1.80 mm⁻¹
T = 298 K
0.20 × 0.20 × 0.18 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2004 ▶) T _min = 0.715, T _max = 0.738
9004 measured reflections
3352 independent reflections
2095 reflections with I > 2σ(I)
R _int = 0.029

Refinement

R[F ² > 2σ(F ²)] = 0.040
wR(F ²) = 0.105
S = 1.02
3352 reflections
201 parameters
12 restraints
H-atom parameters constrained
Δρ_max = 0.46 e Å⁻³
Δρ_min = −0.46 e Å⁻³

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); 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 datablock(s) global, I. DOI: 10.1107/S1600536811019945/hb5892sup1.cif

e-67-0m829-sup1.cif^{(17.4KB, cif)}

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811019945/hb5892Isup2.hkl

e-67-0m829-Isup2.hkl^{(164.4KB, hkl)}

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

Table 1. Selected bond lengths (Å).

Zn1—N5	1.974 (4)
Zn1—N4	1.986 (4)
Zn1—N2	2.088 (3)
Zn1—N3	2.163 (4)
Zn1—N1	2.195 (3)

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

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H3A⋯S1ⁱ	0.91	2.66	3.551 (5)	165

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Symmetry code: (i) Inline graphic .

Acknowledgments

We thank Minjiang University for financial support.

supplementary crystallographic information

Comment

Schiff base compounds have been reported to have excellent biological activity (Shi et al., 2007; Panneerselvam et al., 2005). The metal complexes derived from the Schiff bases also have excellent biological activity (Singh et al., 2006, 2007; Zhong et al., 2006). As a continuation of our work on Schiff base complexes (Li & Qiu, 2008a,b), we report herein the crystal structure of the title zinc complex, (I).

In the title mononuclear zinc(II) complex, the Zn atom is five-coordinated by the three donor atoms (N1, N2, and N3) of the Schiff baes ligand, and two N atoms from two thiocyanate ligands, forming a slightly distorted trigonal-bipyramidal geometry (Fig. 1). The coordinate bond values (Table 1) are within normal ranges.

Experimental

The title compound was obtained by the reaction of equimolar quantities (0.1 mmol each) of 2-acetylpyridine, N-methylethane-1,2-diamine, sodium thiocyanate, and zinc acetate in ethanol. Colorless blocks of (I) were obtained by the slow evaporation of the filtrate in air.