Aqua­(dicyanamido)­{μ-6,6′-dimeth­oxy-2,2′-[ethane-1,2-diylbis(nitrilo­methyl­i­dyne)]diphenolato}copper(II)sodium(I)

Yong-Miao Shen; Wei Wang

doi:10.1107/S1600536809011064

. 2009 Mar 31;65(Pt 4):m472. doi: 10.1107/S1600536809011064

Aqua(dicyanamido){μ-6,6′-dimethoxy-2,2′-[ethane-1,2-diylbis(nitrilomethylidyne)]diphenolato}copper(II)sodium(I)

Yong-Miao Shen ^a, Wei Wang ^b,^*

PMCID: PMC2969014 PMID: 21582402

Abstract

The molecule of the title compound, [CuNa(C₁₈H₁₈N₂O₄)(C₂N₃)(H₂O)], is almost planar, the maximum deviation from the molecular plane being 0.48 (4) Å. The coordination environment of the Cu²⁺ ion is distorted square-planar and it is N ₂ O ₂-chelated by the Schiff base ligand. The Na⁺ cation has a distorted octahedral environment defined by the four O atoms of the 6,6′-dimethoxy-2,2′-[ethane-1,2-diylbis(nitrilomethylidyne)]diphenolate ligand, a water ligand and a dicyanamide anion.

Related literature

For chemical background, see: Ohba & Okawa (2000 ▶). For related structures, see: Correia et al. (2005 ▶); Costes et al.(2004 ▶).

Experimental

Crystal data

[CuNa(C₁₈H₁₈N₂O₄)(C₂N₃)(H₂O)]
M _r = 496.94
Monoclinic,
a = 7.5974 (14) Å
b = 22.999 (4) Å
c = 12.876 (3) Å
β = 101.986 (4)°
V = 2200.7 (7) Å³
Z = 4
Mo Kα radiation
μ = 1.05 mm⁻¹
T = 293 K
0.23 × 0.21 × 0.19 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2003 ▶) T _min = 0.794, T _max = 0.825
11729 measured reflections
4314 independent reflections
2996 reflections with I > 2σ(I)
R _int = 0.034

Refinement

R[F ² > 2σ(F ²)] = 0.049
wR(F ²) = 0.142
S = 1.03
4314 reflections
291 parameters
54 restraints
H-atom parameters constrained
Δρ_max = 0.41 e Å⁻³
Δρ_min = −0.49 e Å⁻³

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT-Plus (Bruker, 2001 ▶); data reduction: SAINT-Plus; 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 I, global. DOI: 10.1107/S1600536809011064/hg2492sup1.cif

e-65-0m472-sup1.cif^{(20.2KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809011064/hg2492Isup2.hkl

e-65-0m472-Isup2.hkl^{(211.4KB, 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
O5—H5B⋯N5ⁱ	0.81	2.02	2.826 (5)	178
O5—H5A⋯N3ⁱⁱ	0.81	2.15	2.961 (5)	173

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

Acknowledgments

This work was supported by the Zhejiang Provincial Natural Science Foundation (Y4080395).

supplementary crystallographic information

Comment

The dicyanamide ligand N(CN)₂, has attracted attention in the past four years for the buildup of interesting extended architectures. Its versatile coordination behavior and its ability to organize solids into polymeric structures with a rich diversity of magnetic properties have attracted interest toward this research area (Ohba et al., 2000). N,N-disalicylideneethylenediamine type Schiff bases ligands present versatile steric, electronic and lipophilic properties (Correia et al. 2005). We report here the synthesis and crystal structure of the title compound.

The molecular structure is shown in Fig.1. The values of the geometric parameters in (I) are normal (Costes et al. 2004) (Table 1). The copper and sodium cations are connected via two bridging oxygen atoms of the ligand. The Na atom is coordinated by the four O atoms of the 6,6'-Dimethoxy-2,2'-(ethane-1,2-diyldiiminodimethylene)diphenol ligand, a water ligand and a dicyanamide anion while the four-coordinate Cu gives a planar coordination.

Experimental

A mixture of 6,6'-Dimethoxy-2,2'-(ethane-1,2-diyldiiminodimethylene)diphenol (1 mmol) and copper chloride (1 mmol) in methanol (15 ml) was stirred for 30 min and sodium dicyanamide (1 mmol) was added, stirred for another 15 min and then filtered. The resulting clear blue solution was vapor at room temperature for 7 days, after which large blue block-shaped crystals of the title complex suitable for X-ray diffraction analysis were obtained.