(2,2′-Bipyridine-κ2N,N′)chlorido(2-hy­droxy-2,2-diphenyl­acetato-κ2O1,O1′)copper(II)

Reza, M.Y.; Banu, L.A.; Islam, M.S.; Ng, S.W.; Tiekink, E.R.T.

doi:10.1107/S160053681100729X

Volume 67
Part 4
Page m399
April 2011

Received 25 February 2011
Accepted 25 February 2011
Online 9 March 2011

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.010 Å
R = 0.060
wR = 0.238
Data-to-parameter ratio = 13.0
Details

(2,2'-Bipyridine-²N,N')chlorido(2-hydroxy-2,2-diphenylacetato-²O¹,O^1')copper(II)

Md. Yeamin Reza,^a Laila Arjuman Banu,^a M. Saidul Islam,^a ⁺ Seik Weng Ng ^b and Edward R. T. Tiekink ^b ^*

^aDepartment of Chemistry, Rajshahi University, Bangladesh, and ^bDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
Correspondence e-mail: edward.tiekink@gmail.com

The Cu(II) atom in the title complex, [Cu(C₁₄H₁₁O₃)Cl(C₁₀H₈N₂)], exists within a ClN₂O₂ donor set defined by a chloride ion, an asymmetrically chelating carboxylate ligand, and a symmetrically chelating 2,2'-bipyridine molecule. The coordination geometry is square pyramidal with the axial site occupied by the O atom forming the weaker Cu-O interaction. The hydroxy group forms an intramolecular hydrogen bond with the axial O atom, as well as an intermolecular O-HCl hydrogen bond. The latter leads to the formation of [100] supramolecular chains in the crystal, with the Cu(II) atoms lying in a line.

Related literature

For recent structural studies on metal complexes of anions derived from benzilic acid, see: Yang et al. (2010); Reza et al. (2010). For additional structural analysis, see: Addison et al. (1984); Spek (2009).

Experimental

Crystal data

[Cu(C₁₄H₁₁O₃)Cl(C₁₀H₈N₂)]
M_r = 482.40
Monoclinic, P 2₁ /c
a = 7.1537 (9) Å
b = 15.7277 (19) Å
c = 18.601 (4) Å
= 97.806 (14)°
V = 2073.5 (5) Å³
Z = 4
Mo K radiation
= 1.21 mm^-1
T = 293 K
0.20 × 0.15 × 0.10 mm

Data collection

Agilent SuperNova Dual diffractometer with an Atlas detector
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2010) T_min = 0.571, T_max = 1.000
8454 measured reflections
3651 independent reflections
2719 reflections with I > 2(I)
R_int = 0.053

Refinement

R[F² > 2(F²)] = 0.060
wR(F²) = 0.238
S = 1.03
3651 reflections
281 parameters
H-atom parameters constrained
_max = 0.91 e Å^-3
_min = -1.42 e Å^-3

Table 1
Selected bond lengths (Å)

Cu-Cl1	2.2301 (18)
Cu-O1	1.971 (4)
Cu-O2	2.476 (4)
Cu-N1	2.006 (5)
Cu-N2	1.976 (5)

Table 2
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O3-H3oO2	0.82	2.19	2.622 (6)	113
O3-H3oCl1ⁱ	0.82	2.62	3.328 (5)	146
Symmetry code: (i) x+1, y, z.

Data collection: CrysAlis PRO (Agilent, 2010); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997) and DIAMOND (Brandenburg, 2006); software used to prepare material for publication: publCIF (Westrip, 2010).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB5805 ).

Acknowledgements

MYR, LAB and MSI thank Dr T. G. Roy for special assistance. The authors also thank Rajshahi University for the provision of their central laboratory facilities and the University of Malaya for support of the crystallographic facility.

References

Addison, A. W., Rao, T. N., Reedijk, J., van Rijn, J. & Verschoor, G. C. (1984). J. Chem. Soc. Dalton Trans. pp. 1349-1356.
Agilent (2010). CrysAlis PRO. Agilent Technologies, Yarnton, England.
Brandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
Reza, Md. Y., Hossain, Md. M., Karim, Md. R., Tarafder, Md. T. H. & Hughes, D. L. (2010). Acta Cryst. E66, m116-m117.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.
Yang, X.-X., Zhang, F.-Y. & Xu, S.-H. (2010). Acta Cryst. E66, m69.