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Volume 69 
Part 11 
Pages m591-m592  
November 2013  

Received 30 August 2013
Accepted 4 October 2013
Online 12 October 2013

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.003 Å
Disorder in main residue
R = 0.034
wR = 0.102
Data-to-parameter ratio = 15.4
Details
Open access

Di-[mu]-acetato-[kappa]4O:O'-bis­[(1,10-phenanthroline-[kappa]2N,N')(tri­fluoro­methane­sulfonato-[kappa]O)copper(II)]

aMaterials Chemistry Research Unit, Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Khon Kaen University, Khon Kaen 40002, Thailand, and bDepartment of Chemistry, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90112, Thailand
Correspondence e-mail: sujittra@kku.ac.th

The complete molecule of the title compound, [Cu2(C2H3O2)2(CF3O3S)2(C12H8N2)2], is completed by the application of a twofold rotation and comprises two CuII ions, each of which is penta­coordinated by two N atoms from a bidentate 1,10-phenanthroline (phen) ligand, two O atoms from acetate ligands and an O atom from a tri­fluoro­methane­sulfonate anion, forming a (4 + 1) distorted square-pyramidal coordination geometry. The CuII ions are connected by two acetate bridges in a syn-syn configuration. The F atoms of the tri­fluoro­methane­sulfonate ligands are disordered, with site-occupation factors of 70 and 30. The molecular structure is stabilized by intra­molecular face-to-face [pi]-[pi] inter­actions with centroid-centroid distances in the range 3.5654 (12)-3.8775(12) Å. The crystal structure is stabilized by C-H...O interactions, leading to a three-dimensional lattice structure.

Related literature

For general background to this work, see: Moreira et al. (2007[Moreira, I. P. R., Costa, R., Filatov, M. & Illas, F. (2007). J. Chem. Theory Comput. 3, 764-774.]); Calvo et al. (2011[Calvo, R., Abud, J. E., Sartoris, R. P. & Santana, R. C. (2011). Phys. Rev. B, 84, 104433, 1-13.]); Reinoso et al. (2005[Reinoso, S., Vitoria, P., Felices, L. S., Lezama, L. & Gutiérrez-Zorrilla, J. M. (2005). Chem. Eur. J. 11, 1538-1548.], 2007[Reinoso, S., Vitoria, P., Gutiérrez-Zorrilla, J. M., Lezama, L., Madariaga, J. M., Felices, L. S. & Iturrospe, A. (2007). Inorg. Chem. 46, 4010-4021.]); Ritchie et al. (2006[Ritchie, C., Burkholder, E., Kögerler, P. & Cronin, L. (2006). Dalton Trans. pp. 1712-1714.]); Wang et al. (2006[Wang, J.-P., Ren, Q., Zhao, J.-W. & Niu, J.-Y. (2006). Inorg. Chem. Commun. 9, 1281-1285.]). For literature used in the synthetic procedures, see: Youngme et al. (2008[Youngme, S., Cheansirisomboon, A., Danvirutai, C., Pakawatchai, C., Chaichit, N., Engkagul, C., van Albada, G. A., Costa, J. S. & Reedijk, J. (2008). Polyhedron, 27, 1875-1882.]). For a related crystal structure, see: Tokii et al. (1990[Tokii, T., Watanabe, N., Nakashima, M., Muto, Y., Morooka, M., Ohba, S. & Saito, I. (1990). Bull. Chem. Soc. Jpn, 63, 364-369.]). For potential applications, see: Hill & Brown (1986[Hill, C. L. & Brown, R. B. (1986). J. Am. Chem. Soc. 108, 536-538.]); Mansuy et al. (1991[Mansuy, D., Bartoli, J. F., Battioni, P., Lyon, D. K. & Finke, R. G. (1991). J. Am. Chem. Soc. 113, 7222-7226.]); Hill & Zhang (1995[Hill, C. L. & Zhang, X. (1995). Nature (London), 373, 324-326.]). For an explanation of the [tau] parameter, see: Addison et al. (1984[Addison, A. W., Rao, T. N., Reedijk, J., van Rijn, J. & Verschoor, G. C. (1984). J. Chem. Soc. Dalton Trans. pp. 1349-1356.]). For spectroscopic properties, see: Castro et al. (1992[Castro, I., Faus, J., Julve, M., Bois, C., Real, J. A. & Lloret, F. (1992). J. Chem. Soc. Dalton Trans. pp. 47-52.]); Sletten & Julve (1999[Sletten, J. & Julve, M. (1999). Acta Chem. Scand. 53, 631-633.]).

[Scheme 1]

Experimental

Crystal data
  • [Cu2(C2H3O2)2(CF3O3S)2(C12H8N2)2]

  • Mr = 903.72

  • Monoclinic, C 2/c

  • a = 13.1198 (5) Å

  • b = 16.1282 (6) Å

  • c = 16.3659 (6) Å

  • [beta] = 95.507 (1)°

  • V = 3447.0 (2) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 1.45 mm-1

  • T = 293 K

  • 0.24 × 0.21 × 0.18 mm

Data collection
  • Bruker SMART APEX CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 2000[Sheldrick, G. M. (2000). SADABS. University of Göttingen, Germany.]) Tmin = 0.872, Tmax = 1.000

  • 23313 measured reflections

  • 4178 independent reflections

  • 3491 reflections with I > 2[sigma](I)

  • Rint = 0.022

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

  • wR(F2) = 0.102

  • S = 1.04

  • 4178 reflections

  • 272 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.37 e Å-3

  • [Delta][rho]min = -0.32 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C1-H1...O5i 0.93 2.43 3.229 (3) 144
C3-H3...O4ii 0.93 2.34 3.213 (3) 157
C8-H8...O3iii 0.93 2.56 3.421 (3) 154
Symmetry codes: (i) -x+1, -y+2, -z+1; (ii) [x-{\script{1\over 2}}, y-{\script{1\over 2}}, z]; (iii) [-x+{\script{3\over 2}}, y-{\script{1\over 2}}, -z+{\script{3\over 2}}].

Data collection: SMART (Bruker, 2000[Bruker (2000). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SMART; data reduction: SAINT (Bruker, 2000[Bruker (2000). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]) and SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to solve structure: SHELXTL; program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]) and Mercury (Macrae et al., 2006[Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453-457.]); software used to prepare material for publication: PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]) and pubCIF (Westrip, 2010[Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: IM2439 ).


Acknowledgements

The authors gratefully acknowledge financial support from the Thailand Research Fund, the Higher Education Research Promotion and National Research University Project of Thailand, Office of the Higher Education Commission, through the Advanced Functional Materials Cluster of Khon Kaen University and the Center of Excellence for Innovation in Chemistry (PERCH-CIC), Commission on Higher Education, Ministry of Education, Thailand.

References

Addison, A. W., Rao, T. N., Reedijk, J., van Rijn, J. & Verschoor, G. C. (1984). J. Chem. Soc. Dalton Trans. pp. 1349-1356.  [CSD] [CrossRef]
Bruker (2000). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Calvo, R., Abud, J. E., Sartoris, R. P. & Santana, R. C. (2011). Phys. Rev. B, 84, 104433, 1-13.
Castro, I., Faus, J., Julve, M., Bois, C., Real, J. A. & Lloret, F. (1992). J. Chem. Soc. Dalton Trans. pp. 47-52.  [CSD] [CrossRef]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Hill, C. L. & Brown, R. B. (1986). J. Am. Chem. Soc. 108, 536-538.  [CrossRef] [ChemPort] [PubMed] [Web of Science]
Hill, C. L. & Zhang, X. (1995). Nature (London), 373, 324-326.  [CrossRef] [ChemPort] [Web of Science]
Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453-457.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Mansuy, D., Bartoli, J. F., Battioni, P., Lyon, D. K. & Finke, R. G. (1991). J. Am. Chem. Soc. 113, 7222-7226.  [CrossRef] [ChemPort] [Web of Science]
Moreira, I. P. R., Costa, R., Filatov, M. & Illas, F. (2007). J. Chem. Theory Comput. 3, 764-774.  [CrossRef]
Reinoso, S., Vitoria, P., Felices, L. S., Lezama, L. & Gutiérrez-Zorrilla, J. M. (2005). Chem. Eur. J. 11, 1538-1548.  [CSD] [CrossRef] [PubMed] [ChemPort]
Reinoso, S., Vitoria, P., Gutiérrez-Zorrilla, J. M., Lezama, L., Madariaga, J. M., Felices, L. S. & Iturrospe, A. (2007). Inorg. Chem. 46, 4010-4021.  [Web of Science] [CSD] [CrossRef] [PubMed] [ChemPort]
Ritchie, C., Burkholder, E., Kögerler, P. & Cronin, L. (2006). Dalton Trans. pp. 1712-1714.  [CSD] [CrossRef] [PubMed]
Sheldrick, G. M. (2000). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Sletten, J. & Julve, M. (1999). Acta Chem. Scand. 53, 631-633.  [CrossRef] [ChemPort]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Tokii, T., Watanabe, N., Nakashima, M., Muto, Y., Morooka, M., Ohba, S. & Saito, I. (1990). Bull. Chem. Soc. Jpn, 63, 364-369.  [CrossRef] [ChemPort] [Web of Science]
Wang, J.-P., Ren, Q., Zhao, J.-W. & Niu, J.-Y. (2006). Inorg. Chem. Commun. 9, 1281-1285.  [Web of Science] [CSD] [CrossRef] [ChemPort]
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Youngme, S., Cheansirisomboon, A., Danvirutai, C., Pakawatchai, C., Chaichit, N., Engkagul, C., van Albada, G. A., Costa, J. S. & Reedijk, J. (2008). Polyhedron, 27, 1875-1882.  [Web of Science] [CSD] [CrossRef] [ChemPort]


Acta Cryst (2013). E69, m591-m592   [ doi:10.1107/S1600536813027323 ]

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