Di-μ-chlorido-bis­(chlorido­{N′-[phen­yl(pyridin-2-yl-κN)methyl­idene]pyridine-2-carbohydrazide-κ2 N′,O}cadmium)

Mehmet Akkurt; Ali Akbar Khandar; Muhammad Nawaz Tahir; Farhad Akbari Afkhami; Seyed Abolfazl Hosseini Yazdi

doi:10.1107/S1600536814010630

. 2014 May 17;70(Pt 6):m213–m214. doi: 10.1107/S1600536814010630

Di-μ-chlorido-bis(chlorido{N′-[phenyl(pyridin-2-yl-κN)methylidene]pyridine-2-carbohydrazide-κ² N′,O}cadmium)

Mehmet Akkurt ^a,^*, Ali Akbar Khandar ^b, Muhammad Nawaz Tahir ^c, Farhad Akbari Afkhami ^b, Seyed Abolfazl Hosseini Yazdi ^b

PMCID: PMC4051065 PMID: 24940201

Abstract

The title compound, [Cd₂Cl₄(C₁₈H₁₄N₄O)₂], was obtained from the reaction of Cd(NO₃)₂·4H₂O with 2-phenylpyridineketon picolinoyl hydrazone and sodium chloride. Each Cd²⁺ cation is coordinated by two N atoms and one O atom of the tridentate ligand and three chloride anions, forming a distorted CdNOCl₃ octahedron. Each pair of adjacent metal cations is linked by two bridging chloride ligands, resulting in a dinuclear complex unit. The molecular conformation is stabilized by intramolecular N—H⋯N and C—H⋯O hydrogen bonds. In the crystal, molecules are linked by nonclassical C—H⋯O and C—H⋯Cl hydrogen bonds into a three-dimensional network. In addition, π–π stacking interactions [centroid–centroid distances = 3.777 (2) and 3.631 (2) Å] contribute to the stabilization of the crystal packing.

Related literature

For related complexes with similar tridentate ligands, see: Akkurt et al. (2012 ▶); Chen et al. (2005 ▶); Datta et al. (2011 ▶).

Experimental

Crystal data

[Cd₂Cl₄(C₁₈H₁₄N₄O)₂]
M _r = 971.28
Monoclinic,
a = 15.3215 (4) Å
b = 14.4905 (4) Å
c = 17.5457 (5) Å
β = 104.667 (1)°
V = 3768.49 (18) Å³
Z = 4
Mo Kα radiation
μ = 1.46 mm⁻¹
T = 296 K
0.23 × 0.20 × 0.18 mm

Data collection

Bruker Kappa APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2005 ▶) T _min = 0.722, T _max = 0.769
36565 measured reflections
9369 independent reflections
5625 reflections with I > 2σ(I)
R _int = 0.066

Refinement

R[F ² > 2σ(F ²)] = 0.044
wR(F ²) = 0.083
S = 0.98
9369 reflections
469 parameters
H-atom parameters constrained
Δρ_max = 0.47 e Å⁻³
Δρ_min = −0.43 e Å⁻³

Data collection: APEX2 (Bruker, 2009 ▶); cell refinement: SAINT (Bruker, 2009 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012 ▶) and PLATON (Spek, 2009 ▶); software used to prepare material for publication: WinGX (Farrugia, 2012 ▶) and PLATON.

Supplementary Material

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536814010630/rz5124sup1.cif

e-70-0m213-sup1.cif^{(44.2KB, cif)}

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536814010630/rz5124Isup2.hkl

e-70-0m213-Isup2.hkl^{(458.2KB, hkl)}

CCDC reference: 1001915

Additional supporting information: crystallographic information; 3D view; checkCIF report

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

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H3A⋯N4	0.86	2.29	2.646 (4)	105
N7—H7⋯N8	0.86	2.16	2.569 (4)	108
C1—H1⋯O2	0.93	2.53	3.303 (6)	140
C10—H10⋯O1ⁱ	0.93	2.50	3.261 (6)	139
C36—H36⋯Cl3ⁱⁱ	0.93	2.77	3.482 (5)	135

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

Acknowledgments

This work was supported by the University of Tabriz Research Council. The authors acknowledge the provision of funds for the purchase of a diffractometer and encouragement by Dr Muhammad Akram Chaudhary, Vice Chancellor, University of Sargodha, Pakistan.

supplementary crystallographic information

1. Comment

Schiff base complexes have attracted much attention due to their interesting structures and wide potential applications. Recently, the relative unsymmetrical tri- and tetradentate Schiff base ligands and their hydrogenated derivatives have been introduced in coordination chemistry to assemble polymers with beautiful molecular structures. Some organic N-donor ligands are often chosen to fabricate these complexes. In this connection, some complexes with similar tridentate ligands have been studied (Chen et al., 2005; Datta et al., 2011; Akkurt et al., 2012). Herein, we report the structure of a new cadmium complex based on a pyridine based chelating Schiff base ligand. The title compound shows chloride-bridged dinuclear Cd(II) units (Fig. 1). The geometry around each Cd(II) ion is distorted octahedral, in which three positions are occupied by two N atoms and one O atom from the Schiff base ligand, two positions by two bridging chloride anions and the sixth position by one terminal chloride anion. Intramolecular non-classical hydrogen bonds of the type C—H···O and N—H···N are present (Table 1). Non-classical intermolecular hydrogen bonds of type C—H···O and C—H···Cl link complexes into a three-dimensional network (Table 1). In the crystal, π-π stacking interactions also contribute to the stabilization: Cg6···Cg9 (1 - x, 1 - y, 1 - z) = 3.777 (2) Å, Cg7···Cg9(-1/2 + x, 1/2 - y, 1/2 + z) = 3.631 (2) Å; where Cg6, Cg7 and Cg9 are the centroids of the N1/C1–C5, N4/C14–C18 and N8/C32–C36 pyridine rings, respectively.

2. Experimental

The potentialy tridenatate ligand 2-phenylpyridineketon picolinoyl hydrazone was obtained by condensation of an equimolar mixture of 2-phenylpyridineketon and picolinic acid hydrazide in methanol. The title compound was synthesized by the reaction of a methanolic solution of the ligand and Cd(NO₃)₂·4H₂O in the presence of excess amount of NaCl. The ligand (1 mmol, 0.302 g) and cadmium nitrate (1 mmol, 0.308 g) were placed in the main arm of the branched tube; sodium chloride (2 mmol, 0.117 g) was added to the mixture too. Methanol was carefully added to fill the arms. The tube was sealed and the ligand-containing arm was immersed in an oil bath at 333 K while the branched arm was kept at ambient temperature. After three days, suitable single crystals had deposited in the cooler arm which were isolated, filtered off, washed with acetone and ether and air dried.