{2,6-Bis[1-(phenyl­imino)eth­yl]pyridine-κ3 N,N′,N′′}dichloridocobalt(II)

Xiao-Gang Li; Di-Chang Zhong; Ren He; Hui-Rui Guo

doi:10.1107/S1600536808013007

. 2008 May 7;64(Pt 6):m786. doi: 10.1107/S1600536808013007

{2,6-Bis[1-(phenylimino)ethyl]pyridine-κ³ N,N′,N′′}dichloridocobalt(II)

Xiao-Gang Li ^a, Di-Chang Zhong ^b, Ren He ^a,^*, Hui-Rui Guo ^b

PMCID: PMC2961630 PMID: 21202475

Abstract

In the title complex, [CoCl₂(C₂₁H₁₉N₃)], the Co^II atom is coordinated by one pyridine and two imine N atoms and by two chloride anions in a distorted trigonal bipyramidal geometry. The structure exhibits a pseudo-mirror plane through the metal atom, two chloride anions and the pyridine ring. In the crystal structure, the complexes are connected via intermolecular C—H⋯Cl hydrogen bonding.

Related literature

For related literature on crystal structures of metal complexes of Schiff bases, see: Reardon et al. (2002 ▶); Pradhan et al. (2003 ▶); Gibson et al. (2001 ▶); Trivedi et al. (2007 ▶); Mentes et al. (2001 ▶); Esteruelas et al. (2003 ▶).

Experimental

Crystal data

[CoCl₂(C₂₁H₁₉N₃)]
M _r = 443.22
Monoclinic,
a = 10.4580 (3) Å
b = 15.2575 (4) Å
c = 13.1339 (3) Å
β = 95.825 (10)°
V = 2084.86 (9) Å³
Z = 4
Mo Kα radiation
μ = 1.09 mm⁻¹
T = 273 (2) K
0.36 × 0.30 × 0.28 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: none
11050 measured reflections
3665 independent reflections
2594 reflections with I > 2σ(I)
R _int = 0.046

Refinement

R[F ² > 2σ(F ²)] = 0.036
wR(F ²) = 0.075
S = 1.01
3665 reflections
246 parameters
H-atom parameters constrained
Δρ_max = 0.28 e Å⁻³
Δρ_min = −0.26 e Å⁻³

Data collection: SMART (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 datablocks global, I. DOI: 10.1107/S1600536808013007/nc2100sup1.cif

e-64-0m786-sup1.cif^{(18.9KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808013007/nc2100Isup2.hkl

e-64-0m786-Isup2.hkl^{(179.7KB, hkl)}

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

Table 1. Selected geometric parameters (Å, °).

Co1—N23	2.027 (2)
Co1—N24	2.208 (2)
Co1—N22	2.223 (2)
Co1—Cl2	2.2572 (8)
Co1—Cl1	2.2638 (8)

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N23—Co1—N24	75.36 (8)
N23—Co1—N22	75.38 (8)
N24—Co1—N22	150.74 (9)
N23—Co1—Cl2	119.07 (6)
N24—Co1—Cl2	96.11 (6)
N22—Co1—Cl2	98.36 (6)
N23—Co1—Cl1	123.81 (6)
N24—Co1—Cl1	96.23 (6)
N22—Co1—Cl1	99.58 (6)
Cl2—Co1—Cl1	117.03 (3)

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

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C2—H2⋯Cl2ⁱ	0.93	2.67	3.545 (3)	156
C7—H7A⋯Cl1ⁱⁱ	0.96	2.76	3.663 (3)	158
C18—H18⋯Cl2ⁱⁱⁱ	0.93	2.83	3.714 (3)	160

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

supplementary crystallographic information

Comment

Recently, numerous crystal structures of metal-organic complexes with Schiff base ligands derived from 2,6-diacetylpyridine have been reported (Reardon et al., 2002; Esteruelas et al., 2003; Pradhan et al., 2003; Gibson et al., 2002; Trivedi et al., 2007) in last several years. In our ongoing investigations on this topic we report here the crystal structure of the title compound.

In the crystal stucture of the title compound the Co^II atom is coordinated by three N atoms from the Schiff base ligand and two Cl atoms within a distorted trigonal-bipyramid geometry (Table 1 and Fig. 1). The pyridyl N atom and the two Cl atoms are located in the equatorial plane and the apical position are occupied by the two imino N atoms.

The molecules are connected by intermolecular nonclassical C—H···Cl hydrogen bonding between the aromatic and methyl H atoms and the Cl atoms (Table 2 and Fig 2).

Experimental

The ligand Plep (2,6-bis[(1-phenylimino)ethyl]pyridine) was prepared in high yield from condensation of two equivalents of aniline with one equivalent of 2,6-diacetylpyridine in methanol according to the literature (Mentes et al., 2001). The title compound was synthesized as follows: To a solution of Plep (1 mmol) in 10 mL methanol, a solution of CoCl₂.6H₂O (1 mmol) in 10 mL methanol was added dropwise at 333 K. After stirring for half an hour, the mixture was allowed to cool to room temperature and filtered off. On slow evaporation of the solvent from the filtrate at room temperature, red well shaped single crystals of the title compound were obtained in one week.