{6,6′-Dieth­oxy-2,2′-[4,5-dimethyl-o-phenyl­enebis(nitrilo­methyl­idyne)]diphenolato}copper(II)

Jamshidvand, A.; Kargar, H.; Kia, R.; Tahir, M.N.

doi:10.1107/S1600536810042789

Volume 66
Part 11
Page m1473
November 2010

Received 9 October 2010
Accepted 21 October 2010
Online 30 October 2010

Key indicators
Single-crystal X-ray study
T = 296 K
Mean (C-C) = 0.006 Å
R = 0.066
wR = 0.147
Data-to-parameter ratio = 20.8
Details

{6,6'-Diethoxy-2,2'-[4,5-dimethyl-o-phenylenebis(nitrilomethylidyne)]diphenolato}copper(II)

Arezoo Jamshidvand,^a Hadi Kargar,^a Reza Kia ^b,^c ^* and Muhammad Nawaz Tahir ^d ^*

^aDepartment of Chemistry, School of Science, Payame Noor University (PNU), Ardakan, Yazd, Iran,^bDepartment of Chemistry, Science and Research Branch, Islamic Azad University, Tehran, Iran,^cX-ray Crystallography Lab., Plasma Physics Research Center, Science and Research Branch, Islamic Azad University, Tehran, Iran, and ^dDepartment of Physics, University of Sargodha, Punjab, Pakistan
Correspondence e-mail: zsrkk@yahoo.com, rkia@srbiau.ac.ir, dmntahir_uos@yahoo.com

In the title complex, [Cu(C₂₆H₂₆N₂O₄)], the Cu^II ion lies on a crystallographic twofold rotation axis and is coordinated in a slightly distorted square-planar environment. The dihedral angle between the central benzene ring and each of the two symmetry-related outer benzene rings is 5.1 (2)°. The crystal structure is stabilized by intermolecular [pi] - [pi] interactions with centroid-centroid distances in the range 3.466 (2)-3.6431 (16) Å.

Related literature

For background to Schiff base-metal complexes, see: Granovski et al. (1993); Blower et al. (1998); Elmali et al. (2000). For standard bond lengths, see: Allen et al. (1987).

Experimental

Crystal data

[Cu(C₂₆H₂₆N₂O₄)]
M_r = 494.03
Monoclinic, C 2/c
a = 14.9755 (7) Å
b = 15.8803 (7) Å
c = 12.2264 (6) Å
= 119.285 (2)°
V = 2536.0 (2) Å³
Z = 4
Mo K radiation
= 0.89 mm^-1
T = 296 K
0.27 × 0.21 × 0.11 mm

Data collection

Bruker SMART APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2005) T_min = 0.982, T_max = 0.992
31403 measured reflections
3157 independent reflections
1910 reflections with I > 2(I)
R_int = 0.049

Refinement

R[F² > 2(F²)] = 0.066
wR(F²) = 0.147
S = 1.05
3157 reflections
152 parameters
H-atom parameters constrained
_max = 0.43 e Å^-3
_min = -0.46 e Å^-3

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT; 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 data and figures for this paper are available from the IUCr electronic archives (Reference: LH5150 ).

Acknowledgements

HK and AJ thank PNU for financial support. RK thanks the Islamic Azad University and Professor H. M. Stoeckli-Evans for valuable help.

References

Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.
Blower, P. J. (1998). Transition Met. Chem. 23, 109-112.
Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Elmali, A., Elerman, Y. & Svoboda, I. (2000). Acta Cryst. C56, 423-424.
Granovski, A. D., Nivorozhkin, A. L. & Minkin, V. I. (1993). Coord. Chem. Rev. 126, 1-69.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.

metal-organic compounds