Chlorido(1H-imidazole-κN 3)bis­(triphenyl­phosphane-κP)copper(I)

Moayad Hossaini Sadr; Reza Kia; Behzad Soltani

doi:10.1107/S1600536811017752

. 2011 May 20;67(Pt 6):m765. doi: 10.1107/S1600536811017752

Chlorido(1H-imidazole-κN ³)bis(triphenylphosphane-κP)copper(I)

Moayad Hossaini Sadr ^a,^*, Reza Kia ^b, Behzad Soltani ^a

PMCID: PMC3120300 PMID: 21754651

Abstract

In the title complex, [CuCl(C₃H₄N₂)(C₁₈H₁₅P)₂], the coordination geometry around Cu^I is distorted tetrahedral formed by two triphenylphosphane ligands, an imidazole ligand and a chloride group. An intramolecular C—H⋯Cl interaction occurs. The crystal packing is stabilized by intermolecular N—H⋯Cl hydrogen bonds, which form an extended chain parallel to [010].

Related literature

For standard bond lengths, see: Allen et al. (1987 ▶). For background to the use of imidazole-derived ligands in coordination chemistry, see, for example: Trofimenko (1993 ▶); Sadimenko & Basson (1996 ▶); Pettinari (2001 ▶); Hossaini Sadr et al. (2005 ▶); Kitajima (1992 ▶); Kitajima et al. (1989 ▶).

Experimental

Crystal data

[CuCl(C₃H₄N₂)(C₁₈H₁₅P)₂]
M _r = 691.61
Monoclinic,
a = 13.674 (5) Å
b = 12.407 (5) Å
c = 20.353 (5) Å
β = 98.956 (5)°
V = 3411 (2) Å³
Z = 4
Mo Kα radiation
μ = 0.84 mm⁻¹
T = 296 K
0.42 × 0.41 × 0.35 mm

Data collection

Stoe IPDS 2T Image Plate diffractometer
Absorption correction: multi-scan (MULABS in PLATON; Blessing, 1995 ▶; Spek, 2009 ▶) T _min = 0.879, T _max = 1.000
24488 measured reflections
9190 independent reflections
6720 reflections with I > 2σ(I)
R _int = 0.053

Refinement

R[F ² > 2σ(F ²)] = 0.046
wR(F ²) = 0.112
S = 1.02
9190 reflections
409 parameters
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.42 e Å⁻³
Δρ_min = −0.58 e Å⁻³

Data collection: X-AREA (Stoe & Cie, 2009 ▶); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009 ▶).

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811017752/jh2287sup1.cif

e-67-0m765-sup1.cif^{(29.3KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811017752/jh2287Isup2.hkl

e-67-0m765-Isup2.hkl^{(449.5KB, 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
N2—H2⋯Cl1ⁱ	0.80 (4)	2.34 (4)	3.127 (3)	171 (3)
C5—H5A⋯Cl1	0.93	2.78	3.663 (4)	160

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Symmetry code: (i) Inline graphic .

Acknowledgments

This research was supported by research fund No. 403/313 from Azarbaijan University of Tarbiat Moallem (MHS and BS).

supplementary crystallographic information

Comment

The chemistry of copper complexes with nitrogen-containing ligands especially pyrazole and imidazole derived ligands has been attracting continuous attention due to their rich coordination properties (Trofimenko, 1993; Sadimenko et al., 1996) and show good models of the active sites of copper proteins (Pettinari, 2001; Hossaini Sadr et al., 2005; Kitajima, 1992; Kitajima et al., 1989).

The asymmetric unit of the title complex, Fig. 1, comprises one molecule of the complex. The bond lengths (Allen, et al., 1987) and angles are within the normal ranges. The geometry around Cu^I is that of distorted tetrahedral which is coordinated by two triphenylphosphanes, imidazole and chloro groups. The crystal packing is stabilized by the intermolecular N—H···Cl hydrogen bonds (Table 2) which makes an extended chain along the [0 1 0] direction (Fig. 2).

Experimental

PPh₃ (2 mmol, 0.53 g) was added to a solution of CuCl (1 mmol, 0.09 g) and imidazole (2 mmol, 0.07 g) in dry CH₃OH/CH₃CN (1:1) (30 ml) and stirred for 12 h under N₂ atmosphere. The filtrate of the resulting mixture was left to evaporate slowly at ambient temperature. Single crystals suitable for X-ray diffraction analysis were obtained after 4 days.