Di-μ-acetato-κ4 O:O′-bis­{[2-(2-pyrid­yl)phenyl-κ2 C,N]palladium(II)}

Muharrem Dinçer; Namık Özdemir; M Emin Günay; Bekir Çetinkaya

doi:10.1107/S1600536808001736

. 2008 Jan 23;64(Pt 2):m381. doi: 10.1107/S1600536808001736

Di-μ-acetato-κ⁴ O:O′-bis{[2-(2-pyridyl)phenyl-κ² C,N]palladium(II)}

Muharrem Dinçer ^a, Namık Özdemir ^a, M Emin Günay ^b, Bekir Çetinkaya ^c,^*

PMCID: PMC2960165 PMID: 21201336

Abstract

In the title complex, [Pd₂(C₁₁H₈N)₂(C₂H₃O₂)₂], each Pd^II ion has a distorted square-planar environment, being surrounded by one C, one N and two O atoms. The Pd⋯Pd distance is 2.8721 (3) Å. In the crystal structure, the molecules are linked by intermolecular C—H⋯O interactions.

Related literature

For related compounds, see: Cravotto et al. (2005 ▶). For the synthesis, see: Aiello et al. (2000 ▶). For background information on graph-set theory, see: Bernstein et al. (1995 ▶).

Experimental

Crystal data

[Pd₂(C₁₁H₈N)₂(C₂H₃O₂)₂]
M _r = 639.26
Monoclinic,
a = 9.7160 (3) Å
b = 19.1986 (5) Å
c = 14.4990 (4) Å
β = 119.451 (2)°
V = 2355.06 (12) Å³
Z = 4
Mo Kα radiation
μ = 1.56 mm⁻¹
T = 296 K
0.46 × 0.31 × 0.22 mm

Data collection

Stoe IPDSII diffractometer
Absorption correction: integration (X-RED; Stoe & Cie, 2002 ▶) T _min = 0.355, T _max = 0.728
23605 measured reflections
5011 independent reflections
4375 reflections with I > 2σ(I)
R _int = 0.136

Refinement

R[F ² > 2σ(F ²)] = 0.032
wR(F ²) = 0.071
S = 1.05
5011 reflections
309 parameters
2 restraints
H-atom parameters constrained
Δρ_max = 0.77 e Å⁻³
Δρ_min = −0.37 e Å⁻³

Data collection: X-AREA (Stoe & Cie, 2002 ▶); cell refinement: X-AREA; data reduction: X-RED (Stoe & Cie, 2002 ▶); 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, 1997 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶) and PLATON (Spek, 2003 ▶).

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808001736/hb2692sup1.cif

e-64-0m381-sup1.cif^{(25.1KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808001736/hb2692Isup2.hkl

e-64-0m381-Isup2.hkl^{(240.5KB, hkl)}

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

Table 1. Selected bond lengths (Å).

Pd1—C11	1.960 (3)
Pd1—N1	2.006 (2)
Pd1—O2	2.052 (2)
Pd1—O1	2.143 (2)
Pd2—N2	1.961 (3)
Pd2—C24	2.002 (3)
Pd2—O3	2.058 (2)
Pd2—O4	2.155 (2)

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

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C1—H1⋯O1	0.93	2.56	3.134 (4)	120
C23—H23⋯O4	0.93	2.57	3.146 (4)	120
C14—H14⋯O3	0.93	2.54	3.054 (5)	115
C10—H10⋯O2	0.93	2.56	3.069 (4)	115
C7—H7⋯O3ⁱ	0.93	2.56	3.344 (4)	142

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Symmetry code: (i) Inline graphic .

Acknowledgments

This study was supported financially by the Research Center of Ondokuz Mayıs University (project No. F-425).

supplementary crystallographic information

Comment

Cyclometalated compounds are organometallic complexes embodying an E—M—C connectivity of σ-bonds, where E is a heterodonor atom of the 15- or 16-group, M is a metallic atom and C is a carbon donor. They are usually classified according to the metal, the donor atom(s) or chelate ring size. Cyclometalated compounds with a variety of N-donor ligands have been extensively investigated (Cravotto et al., 2005).

The structure of the title dinuclear complex, (I), is shown in Fig. 1. The coordination around the Pd^II ions is distorted square-planar, and each Pd^II ion is coordinated by one pyridine N atom and one aryl C atom from the phenylpyridine ligand and two O atoms from two acetate ligands (Table 1). The pyridine N– and aryl C-donor atoms form two five-membered metallacycles (containing atoms N1/C5/C6/C11/Pd1 and N2/C18/C19/C24/Pd2) with maximum deviations from planarity being -0.033 (2) and 0.0399 (2) Å for atoms N1 and C24, respectively. The separation of the Pd centres in the moleucle of (I) is a relatively short 2.8721 (3) Å.

Four short C—H···O intramolecular interactions (Table 2) are observed between the phenylpyridine H atoms and acetate O atoms, all of which lead to the formation of a five-membered ring with graph-set descriptor S(5) (Bernstein et al., 1995). In the crystal structure of (I), an intermolecular C—H···O interaction involving an aryl C—H donor and acetate acceptor is seen. Propagation of this hydrogen bond by translation then generates a C(8) chain running parallel to the [100] direction (Fig. 2). There are no other significant directional interactions in the crystal of (I).

Experimental

The title compound was synthesized according to a modification of literature methods (Aiello et al., 2000) and colourless prisms of (I) were grown from CH₂Cl₂/hexane (1:3 v/v).