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

Wei Wang; Yong-Miao Shen

doi:10.1107/S160053680901438X

. 2009 Apr 22;65(Pt 5):m557. doi: 10.1107/S160053680901438X

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

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

PMCID: PMC2977604 PMID: 21583790

Abstract

The molecule of the title compound, [NaNi(C₁₈H₁₈N₂O₄)(C₂N₃)(H₂O)], is approximately planar, with a maximum deviation from the molecular plane of 0.770 (5) Å. The coordination environment of the Ni²⁺ ion is distorted square-planar and it is N₂O₂ coordinated by the 6,6′-dimethoxy-2,2′-[ethane-1,2-diylbis(nitrilomethylidyne)]diphenolate Schiff base ligand. The Na⁺ atom is chelated by the four O atoms of the Schiff base ligand, a water ligand and a dicyanamide anion. The structure displays intermolecular O—H⋯N hydrogen bonding.

Related literature

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

Experimental

Crystal data

[NaNi(C₁₈H₁₈N₂O₄)(C₂N₃)(H₂O)]
M _r = 492.11
Monoclinic,
a = 7.4654 (14) Å
b = 22.745 (4) Å
c = 13.177 (3) Å
β = 101.282 (4)°
V = 2194.2 (8) Å³
Z = 4
Mo Kα radiation
μ = 0.95 mm⁻¹
T = 293 K
0.14 × 0.13 × 0.11 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2003 ▶) T _min = 0.879, T _max = 0.903
10817 measured reflections
3864 independent reflections
2815 reflections with I > 2σ(I)
R _int = 0.032

Refinement

R[F ² > 2σ(F ²)] = 0.039
wR(F ²) = 0.099
S = 1.02
3864 reflections
291 parameters
54 restraints
H-atom parameters constrained
Δρ_max = 0.33 e Å⁻³
Δρ_min = −0.35 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/S160053680901438X/hg2500sup1.cif

e-65-0m557-sup1.cif^{(20.2KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S160053680901438X/hg2500Isup2.hkl

e-65-0m557-Isup2.hkl^{(189.4KB, 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—H5A⋯N3ⁱ	0.82	2.14	2.960 (4)	175
O5—H5B⋯N4ⁱⁱ	0.82	2.03	2.852 (4)	177

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

Acknowledgments

This work was supported by the Zhejiang Provincial Natural Science Foundation (grant No. Y4080395).

supplementary crystallographic information

Comment

The dicyanamide ligand N(CN)₂, has attracted continuous 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 this compound are normal (Costes et al., 2004). Ni^II and Na^I are connected via two bridging O atoms of the ligand. The six-coordinate Na atom adopts a distorted octahedral coordination geometry while the four-coordinate Ni gives a planar coordination geometry.

Experimental

A mixture of 6,6'-dimethoxy-2,2'-(ethane-1,2-diyldiiminodimethylene)diphenol (1 mmol) and nickel 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 orange solution was vapor at room temperature for 7 d, after which large orange block-shaped crystals of the title complex suitable for X-ray diffraction analysis were obtained.