{1,1′-[Butane-1,4-diylbis(nitrilo­methyl­idyne)]di-2-naphtho­lato}copper(II) ethanol monosolvate

Kargar, H.; Kia, R.

doi:10.1107/S1600536810053183

Volume 67
Part 1
Page m128
January 2011

Received 15 December 2010
Accepted 18 December 2010
Online 24 December 2010

Key indicators
Single-crystal X-ray study
T = 296 K
Mean (C-C) = 0.006 Å
R = 0.057
wR = 0.126
Data-to-parameter ratio = 15.1
Details

{1,1'-[Butane-1,4-diylbis(nitrilomethylidyne)]di-2-naphtholato}copper(II) ethanol monosolvate

Hadi Kargar ^a ^* and Reza Kia ^b,^c

^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, and ^cX-ray Crystallography Laboratory, Plasma Physics Research Center, Science and Research Branch, Islamic Azad University, Tehran, Iran
Correspondence e-mail: hkargar@pnu.ac.ir

The asymmetric unit of the title compound, [Cu(C₂₆H₂₂N₂O₂)]·C₂H₅OH, comprises a Schiff base complex and an ethanol molecule of crystallization. The Cu^II atom shows a distorted square-planar geometry. The dihedral angle between the two aromatic rings is 48.16 (13)°. The crystal structure is stabilized by intermolecular O-HO and C-HO hydrogen bonds and intermolecular [pi] - [pi] interactions with centroid-centroid distances in the range 3.485 (2)-3.845 (3) Å.

Related literature

For standard values of bond lengths, see: Allen et al. (1987). For background to Schiff base-metal complexes, see: Granovski et al. (1993); Blower et al. (1998); Elmali et al. (2000); Kargar et al. (2010).

Experimental

Crystal data

[Cu(C₂₆H₂₂N₂O₂)]·C₂H₆O
M_r = 504.06
Monoclinic, C 2/c
a = 13.468 (3) Å
b = 22.606 (5) Å
c = 15.831 (3) Å
= 95.84 (3)°
V = 4794.9 (17) Å³
Z = 8
Mo K radiation
= 0.94 mm^-1
T = 296 K
0.42 × 0.26 × 0.22 mm

Data collection

Stoe IPDS II image plate diffractometer
Absorption correction: multi-scan (MULABS in PLATON; Spek, 2009) T_min = 0.973, T_max = 1.000
9868 measured reflections
4655 independent reflections
3110 reflections with I > 2(I)
R_int = 0.053

Refinement

R[F² > 2(F²)] = 0.057
wR(F²) = 0.126
S = 1.04
4655 reflections
308 parameters
H-atom parameters constrained
_max = 0.55 e Å^-3
_min = -0.29 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O3-H1O1	0.90	1.95	2.837 (4)	167
C12-H12AO2ⁱ	0.97	2.52	3.395 (5)	150
Symmetry code: (i) $[-x+2, y, -z+{\script{1\over 2}}]$ .

Data collection: X-AREA (Stoe & Cie, 2005); cell refinement: X-AREA; data reduction: X-RED32 (Stoe & Cie, 2005); 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: JH2247 ).

Acknowledgements

HK thanks PNU for financial support. RK thanks the Science and Research Branch, Islamic Azad University.

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.
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.
Kargar, H., Kia, R., Tahir, M. N. & Sahraei, A. (2010). Acta Cryst. E66, m1246.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.
Stoe & Cie (2005). X-AREA and X-RED32. Stoe & Cie, Darmstadt, Germany.

metal-organic compounds