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Volume 69 
Part 5 
Page m267  
May 2013  

Received 7 April 2013
Accepted 10 April 2013
Online 13 April 2013

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.007 Å
R = 0.041
wR = 0.078
Data-to-parameter ratio = 14.0
Details
Open access

Bis[2,4-dibromo-6-(N-{4-[(E)-1-(benzyloxyimino)ethyl]phenyl}carboximidoyl)phenolato]copper(II)

aInformation Centre, Gansu Institute of Forestry Survey and Planning, Lanzhou 730020, People's Republic of China,bCollege of Earth and Environmental Scieces, Lanzhou University, Lanzhou 730000, People's Republic of China,cZhaosheng Office of Gansu Province, Lanzhou 730030, People's Republic of China, and dSchool of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070, People's Republic of China
Correspondence e-mail: li_gang78@126.com

In the title complex, [Cu(C22H17Br2N2O2)2], the CuII ion is four-coordinated in a trans-CuN2O2 square-planar geometry by two phenolate O and two imino N atoms from two deprotonated N,O-bidentate ligands. In the crystal, the packing of the molecules is controlled by C-H...[pi] and [pi]-[pi] interactions [centroid-centroid distances = 3.568 (3), 3.678 (2), 3.717 (3) and 3.799 (2) Å] and weak Br...Br halogen bonds [3.508 (4) Å], linking the molecules into an infinite three-dimensional supramolecular network.

Related literature

For background to oxime-based salen-type tetradentate ligands, see: Akine et al. (2001[Akine, S., Taniguchi, T. & Nabeshima, T. (2001). Chem. Lett. 30, 682-683.]); Dong & Ding (2007[Dong, W.-K. & Ding, Y.-J. (2007). Cryst. Res. Technol. 43, 321-326.]); Dong et al. (2012[Dong, W.-K., Wang, G., Gong, S.-S., Tong, J.-F., Sun, J.-F. & Gao, X.-H. (2012). Transition Met. Chem. 37, 271-277.]); Bertolasi et al. (1982[Bertolasi, V., Gilli, G. & Veronese, A. C. (1982). Acta Cryst. B38, 502-511.]); Tarafder et al. (2002[Tarafder, M. T. H., Jin, K. T. & Crouse, K. A. (2002). Polyhedron, 21, 2547-2554.]). For the synthesis and related crystal structures, see: Zhao & Ng (2010[Zhao, L. & Ng, S. W. (2010). Acta Cryst. E66, o2473.]); Zhao et al. (2012[Zhao, L., Dong, X.-T., Sun, Y.-X., Cheng, Q., Dong, X.-Y. & Wang, L. (2012). Chin. J. Inorg. Chem. 28, 2413-2418.]); Dong et al. (2010[Dong, W.-K., Sun, Y.-X., Zhao, C.-Y., Dong, X.-Y. & Xu, L. (2010). Polyhedron, 29, 2087-2097.]).

[Scheme 1]

Experimental

Crystal data
  • [Cu(C22H17Br2N2O2)2]

  • Mr = 1065.93

  • Monoclinic, C 2/c

  • a = 27.4484 (7) Å

  • b = 13.3116 (3) Å

  • c = 22.3609 (5) Å

  • [beta] = 91.165 (2)°

  • V = 8168.6 (3) Å3

  • Z = 8

  • Mo K[alpha] radiation

  • [mu] = 4.50 mm-1

  • T = 293 K

  • 0.30 × 0.21 × 0.10 mm

Data collection
  • Bruker SMART 1000 CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.346, Tmax = 0.662

  • 27775 measured reflections

  • 7199 independent reflections

  • 4682 reflections with I > 2[sigma](I)

  • Rint = 0.063

Refinement
  • R[F2 > 2[sigma](F2)] = 0.041

  • wR(F2) = 0.078

  • S = 1.01

  • 7199 reflections

  • 514 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.38 e Å-3

  • [Delta][rho]min = -0.36 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

Cg1 and Cg2 are the centroids of the Cu/O4/C33-C31/N4 and C10-C15 rings, respectively.

D-H...A D-H H...A D...A D-H...A
C19-H19...Cg1i 0.93 2.82 3.575 (5) 118
C16-H16B...Cg2i 0.97 2.96 3.511 (5) 117
Symmetry code: (i) [-x+{\script{1\over 2}}, y+{\script{3\over 2}}, -z+{\script{1\over 2}}].

Data collection: SMART (Bruker, 2001[Bruker (2001). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2001[Bruker (2001). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: ZL2543 ).


Acknowledgements

This work was supported by the Foundation of the Education Department of Gansu Province (0904-11), which is gratefully acknowledged.

References

Akine, S., Taniguchi, T. & Nabeshima, T. (2001). Chem. Lett. 30, 682-683.  [CSD] [CrossRef]
Bertolasi, V., Gilli, G. & Veronese, A. C. (1982). Acta Cryst. B38, 502-511.  [CrossRef] [details]
Bruker (2001). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Dong, W.-K. & Ding, Y.-J. (2007). Cryst. Res. Technol. 43, 321-326.  [ISI] [CSD] [CrossRef]
Dong, W.-K., Sun, Y.-X., Zhao, C.-Y., Dong, X.-Y. & Xu, L. (2010). Polyhedron, 29, 2087-2097.  [ISI] [CSD] [CrossRef] [ChemPort]
Dong, W.-K., Wang, G., Gong, S.-S., Tong, J.-F., Sun, J.-F. & Gao, X.-H. (2012). Transition Met. Chem. 37, 271-277.  [ISI] [CrossRef] [ChemPort]
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [details]
Tarafder, M. T. H., Jin, K. T. & Crouse, K. A. (2002). Polyhedron, 21, 2547-2554.  [ISI] [CSD] [CrossRef] [ChemPort]
Zhao, L., Dong, X.-T., Sun, Y.-X., Cheng, Q., Dong, X.-Y. & Wang, L. (2012). Chin. J. Inorg. Chem. 28, 2413-2418.  [ChemPort]
Zhao, L. & Ng, S. W. (2010). Acta Cryst. E66, o2473.  [CSD] [CrossRef] [details]


Acta Cryst (2013). E69, m267  [ doi:10.1107/S1600536813009847 ]

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