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Volume 68 
Part 11 
Page m1373  
November 2012  

Received 28 September 2012
Accepted 10 October 2012
Online 20 October 2012

Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.003 Å
R = 0.034
wR = 0.082
Data-to-parameter ratio = 20.9
Details
Open access

Bis[4-(4-bromophenylimino-[kappa]N)pent-2-en-2-olato-[kappa]O]copper(II)

aDepartment of Chemistry, University of the Free State, PO Box 339, Nelson Mandela Drive, Bloemfontein 9301, South Africa
Correspondence e-mail: bungueps@ufs.ac.za

In the title compound, [Cu(C11H11BrNO)2], the CuII atom is in a distorted square-planar geometry, with the two bidentate ketimine ligands positioned in a trans geometry. Two intermolecular C-H...O hydrogen bond interactions are present which link the molecules in a zigzag manner along the a axis. The molecules pack in layers along the diagonal of the bc plane.

Related literature

For similar structures, see: Bourget-Merle et al. (2002[Bourget-Merle, L., Lappert, M. F. & Severn, J. R. (2002). Chem. Rev. 102, 3031-3065.]); Bryndin et al. (2008[Bryndin, V. E., Smolentsev, A. I., Stabnikov, P. A. & Igumenov, I. K. (2008). J. Struct. Chem. 49, 556-559.]) Hsu et al. (2004[Hsu, S.-H., Chang, J.-C., Lai, C.-L., Hu, C.-H., Lee, H. M., Lee, G.-H., Peng, S.-M. & Huang, J.-H. (2004). Inorg. Chem. 43, 6786-6792.], 2007[Hsu, S.-H., Li, C.-Y., Chiu, Y.-W., Chiu, M.-C., Lien, Y.-L., Kuo, P.-C., Lee, H. M., Huang, J.-H. & Cheng, C.-P. (2007). J. Organomet. Chem. 692, 5421-5428.]) John et al. (2007[John, A., Katiyar, V., Pang, K., Shaikh, M. M., Nanavati, H. & Ghosh, P. (2007). Polyhedron, 26, 4033-4044.]); Stender et al. (2001[Stender, M., Eichler, B. E., Hardman, N. J., Power, P. P., Prust, J., Noltemeyer, M. & Roesky, H. W. (2001). Inorg. Chem. 40, 2794-2799.]).

[Scheme 1]

Experimental

Crystal data
  • [Cu(C11H11BrNO)2]

  • Mr = 569.77

  • Monoclinic, P 21 /c

  • a = 12.493 (3) Å

  • b = 11.559 (4) Å

  • c = 15.415 (4) Å

  • [beta] = 92.306 (14)°

  • V = 2224.2 (11) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 4.60 mm-1

  • T = 100 K

  • 0.64 × 0.25 × 0.15 mm

Data collection
  • Bruker APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2008[Bruker (2008). APEX2, SAINT-Plus and SADABS. Bruker AXS Inc, Madison, Wisconsin, USA.]) Tmin = 0.262, Tmax = 0.502

  • 13700 measured reflections

  • 5558 independent reflections

  • 4291 reflections with I > 2[sigma](I)

  • Rint = 0.034

Refinement
  • R[F2 > 2[sigma](F2)] = 0.034

  • wR(F2) = 0.082

  • S = 1.00

  • 5558 reflections

  • 266 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.65 e Å-3

  • [Delta][rho]min = -0.89 e Å-3

Table 1
Selected bond lengths (Å)

N1-Cu1 1.958 (2)
N2-Cu1 1.948 (2)
O1-Cu1 1.9110 (17)
O2-Cu1 1.9085 (19)

Table 2
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C115-H115...O1i 0.95 2.47 3.370 (3) 157
C215-H215...O2ii 0.95 2.54 3.378 (3) 147
Symmetry codes: (i) -x+1, -y+1, -z+1; (ii) -x+2, -y+1, -z+1.

Data collection: APEX2 (Bruker, 2008[Bruker (2008). APEX2, SAINT-Plus and SADABS. Bruker AXS Inc, Madison, Wisconsin, USA.]); cell refinement: SAINT-Plus (Bruker, 2008[Bruker (2008). APEX2, SAINT-Plus and SADABS. Bruker AXS Inc, Madison, Wisconsin, USA.]); data reduction: SAINT-Plus; 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: DIAMOND (Brandenburg & Putz, 2005[Brandenburg, K. & Putz, H. (2005). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: WinGX (Farrugia, 1999[Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: GG2104 ).


Acknowledgements

We would like to thank the crystallographer, Ricky Kotze, for the data collection, and the University of the Free State, the Chemistry Department, the NRF, Sasol Ltd and Inkaba YeAfrica for funding.

References

Bourget-Merle, L., Lappert, M. F. & Severn, J. R. (2002). Chem. Rev. 102, 3031-3065.  [ISI] [CrossRef] [PubMed] [ChemPort]
Brandenburg, K. & Putz, H. (2005). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Bruker (2008). APEX2, SAINT-Plus and SADABS. Bruker AXS Inc, Madison, Wisconsin, USA.
Bryndin, V. E., Smolentsev, A. I., Stabnikov, P. A. & Igumenov, I. K. (2008). J. Struct. Chem. 49, 556-559.  [ISI] [CrossRef] [ChemPort]
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.  [CrossRef] [ChemPort] [details]
Hsu, S.-H., Chang, J.-C., Lai, C.-L., Hu, C.-H., Lee, H. M., Lee, G.-H., Peng, S.-M. & Huang, J.-H. (2004). Inorg. Chem. 43, 6786-6792.  [ISI] [CSD] [CrossRef] [PubMed] [ChemPort]
Hsu, S.-H., Li, C.-Y., Chiu, Y.-W., Chiu, M.-C., Lien, Y.-L., Kuo, P.-C., Lee, H. M., Huang, J.-H. & Cheng, C.-P. (2007). J. Organomet. Chem. 692, 5421-5428.  [CSD] [CrossRef] [ChemPort]
John, A., Katiyar, V., Pang, K., Shaikh, M. M., Nanavati, H. & Ghosh, P. (2007). Polyhedron, 26, 4033-4044.  [ISI] [CSD] [CrossRef] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Stender, M., Eichler, B. E., Hardman, N. J., Power, P. P., Prust, J., Noltemeyer, M. & Roesky, H. W. (2001). Inorg. Chem. 40, 2794-2799.  [ISI] [CSD] [CrossRef] [PubMed] [ChemPort]


Acta Cryst (2012). E68, m1373  [ doi:10.1107/S1600536812042420 ]

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