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Volume 69 
Part 10 
Pages m551-m552  
October 2013  

Received 3 September 2013
Accepted 10 September 2013
Online 21 September 2013

Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.001 Å
R = 0.031
wR = 0.084
Data-to-parameter ratio = 37.5
Details
Open access

Bis{[mu]-2-methoxy-6-[(methylimino)methyl]phenolato}bis({2-methoxy-6-[(methylimino)methyl]phenolato}copper(II))

aDepartment of Inorganic Chemistry, Taras Shevchenko National University of Kyiv, 64/13 Volodymyrska Street, Kyiv, Ukraine, 01601, and bCentre for Microscopy, Characterisation and Analysis, University of Western Australia, 35 Stirling Highway, Crawley, WA 6009, Australia
Correspondence e-mail: vassilyeva@univ.kiev.ua

The title compound, [Cu2(C9H10NO2)4], is built of discrete centrosymmetric dimers. The CuII atoms are each five coordinated by two deprotonated Schiff base ligands that are bonded differently to the metal atoms. Of the two phenolate O atoms, one is coordinated to one CuII atom, whereas another bridges the two metal atoms. The basal plane of the square pyramid around CuII atoms is formed by the imino N and phenolate O atoms of the bidentate and the monodentate/bidentate Schiff base ligands. The bridging phenolate oxygen occupies the apical position of the coordination sphere with a considerably longer Cu-O bond length. In the crystal, the dimeric molecules pack relative to each other in such a way that the Cu2O2 planes of adjacent dimers are orthogonal.

Related literature

For direct synthesis using metal powders and Schiff base ligands, see: Chygorin et al. (2012a[Chygorin, E. N., Nesterova, O. V., Rusanova, J. A., Kokozay, V. N., Bon, V. V., Boca, R. & Ozarowski, A. (2012a). Inorg. Chem. 51, 386-396.],b[Chygorin, E. N., Petrusenko, S. R., Kokozay, V. N., Omelchenko, I. V. & Shishkin, O. V. (2012b). Acta Cryst. E68, m233-m234.]) and references therein. For the structure of the Schiff base ligand 2-methoxy-6-iminomethylphenol, see: Chatziefthimiou et al. (2006[Chatziefthimiou, S. D., Lazarou, Y. G., Hadjoudis, E., Dziembowska, T. & Mavridis, I. M. (2006). J. Phys. Chem. B110, 23701-23709.]). For structures of metal complexes of this Schiff base ligand, see: Meally et al. (2010[Meally, S. T., McDonald, C., Karotsis, G., Papaefstathiou, G. S., Brechin, E. K., Dunne, P. W., McArdle, P., Power, N. P. & Jones, L. F. (2010). Dalton Trans. 39, 4809-4816.], 2012[Meally, S. T., McDonald, C., Kealy, P., Taylor, S. M., Brechin, E. K. & Jones, L. F. (2012). Dalton Trans. 41, 5610-5616.]); Zhang & Feng (2010[Zhang, S.-H. & Feng, C. (2010). J. Mol. Struct. 977, 62-66.]).

[Scheme 1]

Experimental

Crystal data
  • [Cu2(C9H10NO2)4]

  • Mr = 783.8

  • Orthorhombic, P b c a

  • a = 10.1889 (12) Å

  • b = 15.2033 (5) Å

  • c = 21.6254 (9) Å

  • V = 3349.9 (4) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 1.33 mm-1

  • T = 100 K

  • 0.59 × 0.47 × 0.10 mm

Data collection
  • Oxford Diffraction Gemini diffractometer

  • Absorption correction: analytical [CrysAlis PRO (Agilent, 2011[Agilent (2011). CrysAlis PRO. Agilent Technologies, Yarnton, England.]) based on Clark & Reid (1995[Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897.])] Tmin = 0.597, Tmax = 0.88

  • 110425 measured reflections

  • 8673 independent reflections

  • 7021 reflections with I > 2[sigma](I)

  • Rint = 0.045

Refinement
  • R[F2 > 2[sigma](F2)] = 0.031

  • wR(F2) = 0.084

  • S = 1.05

  • 8673 reflections

  • 231 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.64 e Å-3

  • [Delta][rho]min = -0.37 e Å-3

Table 1
Selected bond lengths (Å)

Cu1-O21 1.9044 (7)
Cu1-O11 1.9243 (7)
Cu1-N27 1.9925 (8)
Cu1-N17 2.0032 (8)
Cu1-O11i 2.4329 (8)
Symmetry code: (i) -x+1, -y+1, -z+1.

Data collection: CrysAlis PRO (Agilent, 2011[Agilent (2011). CrysAlis PRO. Agilent Technologies, Yarnton, England.]); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SIR92 (Altomare et al., 1994[Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M. C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: ORTEPII (Johnson, 1976[Johnson, C. K. (1976). ORTEPII. Report ORNL-5138. Oak Ridge National Laboratory, Tennessee, USA.]); software used to prepare material for publication: WinGX (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HG5344 ).


Acknowledgements

This work was partly supported by the State Fund for Fundamental Researches of Ukraine (project 54.3/005). The authors acknowledge the facilities, scientific and technical assistance of the Australian Microscopy & Microanalysis Research Facility at the Centre for Microscopy, Characterization & Analysis, the University of Western Australia, a facility funded by the University, State and Commonwealth Governments.

References

Agilent (2011). CrysAlis PRO. Agilent Technologies, Yarnton, England.
Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M. C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.  [CrossRef] [IUCr Journals]
Chatziefthimiou, S. D., Lazarou, Y. G., Hadjoudis, E., Dziembowska, T. & Mavridis, I. M. (2006). J. Phys. Chem. B110, 23701-23709.
Chygorin, E. N., Nesterova, O. V., Rusanova, J. A., Kokozay, V. N., Bon, V. V., Boca, R. & Ozarowski, A. (2012a). Inorg. Chem. 51, 386-396.  [Web of Science] [CSD] [CrossRef] [ChemPort] [PubMed]
Chygorin, E. N., Petrusenko, S. R., Kokozay, V. N., Omelchenko, I. V. & Shishkin, O. V. (2012b). Acta Cryst. E68, m233-m234.  [CSD] [CrossRef] [ChemPort] [IUCr Journals]
Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897.  [CrossRef] [IUCr Journals]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Johnson, C. K. (1976). ORTEPII. Report ORNL-5138. Oak Ridge National Laboratory, Tennessee, USA.
Meally, S. T., McDonald, C., Karotsis, G., Papaefstathiou, G. S., Brechin, E. K., Dunne, P. W., McArdle, P., Power, N. P. & Jones, L. F. (2010). Dalton Trans. 39, 4809-4816.  [CSD] [CrossRef] [ChemPort] [PubMed]
Meally, S. T., McDonald, C., Kealy, P., Taylor, S. M., Brechin, E. K. & Jones, L. F. (2012). Dalton Trans. 41, 5610-5616.  [CSD] [CrossRef] [ChemPort] [PubMed]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Zhang, S.-H. & Feng, C. (2010). J. Mol. Struct. 977, 62-66.  [Web of Science] [CSD] [CrossRef] [ChemPort]


Acta Cryst (2013). E69, m551-m552   [ doi:10.1107/S1600536813025105 ]

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