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Volume 68 
Part 7 
Page m1012  
July 2012  

Received 14 June 2012
Accepted 26 June 2012
Online 30 June 2012

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Key indicators
Single-crystal X-ray study
T = 120 K
Mean [sigma](C-C) = 0.003 Å
R = 0.041
wR = 0.085
Data-to-parameter ratio = 19.1
Details
Open access

Bis(ethylenediamine-[kappa]2N,N')bis(methanol-[kappa]O)copper(II) benzene-1,4-dicarboxylate methanol disolvate

Abolfazl Abbaszadeh,a Nasser Safari,a* Vahid Amania and Behrouz Notasha

aDepartment of Chemistry, Shahid Beheshti University, G. C., Evin, Tehran 1983963113, Iran
Correspondence e-mail: n-safari@sbu.ac.ir

In the cation of the title compound, [Cu(C2H8N2)2(CH3OH)2](C8H4O4)·2CH3OH, the CuII atom lies on an inversion centre. The four N atoms of two ethylenediamine ligands around the CuII atom form the equatorial plane, while two methanol O atoms in the axial positions complete a Jahn-Teller distorted octahedral coordination. The benzene-1,4-dicarboxylate anion is centrosymmetric. In the crystal, C-H...O, N-H...O and O-H...O hydrogen bonds link the cations, the anions and the methanol solvent molecules.

Related literature

For the role of copper compounds in biology, see: Kovala-Demertzi et al. (1997[Kovala-Demertzi, D., Theodorou, A., Demertzis, M. A., Raptopoulou, C. P. & Terzis, A. (1997). J. Inorg. Biochem. 65, 151-157.]). For background to copper coordination polymers with carboxylate ligands, see: Eddaoudi et al. (2001[Eddaoudi, M., Moler, D. V., Li, H., Chen, B., Reineke, T. M., O'Keefe, M. & Yaghi, O. M. (2001). Acc. Chem. Res. 34, 319-330.]); Wen et al. (2005[Wen, Y.-H., Cheng, J.-K., Feng, Y.-L., Zhang, J., Li, Z.-J. & Yao, Y.-G. (2005). Inorg. Chim. Acta, 358, 3347-3354.]). For related structures with copper(II) and carboxylate anions, see: Al-Hashemi et al. (2010a[Al-Hashemi, R., Safari, N., Amani, S., Amani, V., Abedi, A., Khavasi, H. R. & Ng, S. W. (2010a). J. Coord. Chem. 63, 3207-3217.],b[Al-Hashemi, R., Safari, N., Amani, S., Amani, V. & Khavasi, H. R. (2010b). Polyhedron, 29, 2409-2416.]).

[Scheme 1]

Experimental

Crystal data

  • [Cu(C2H8N2)2(CH4O)2](C8H4O4)·2CH4O

  • Mr = 476.04

  • Monoclinic, P 21 /n

  • a = 7.3075 (15) Å

  • b = 12.416 (3) Å

  • c = 12.551 (3) Å

  • [beta] = 92.43 (3)°

  • V = 1137.7 (5) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 1.01 mm-1

  • T = 120 K

  • 0.30 × 0.25 × 0.20 mm
Data collection

  • Stoe IPDS-2T diffractometer

  • Absorption correction: numerical (X-SHAPE and X-RED; Stoe & Cie, 2002[Stoe & Cie (2002). X-AREA, X-RED and X-SHAPE. Stoe & Cie, Darmstadt, Germany.]) Tmin = 0.752, Tmax = 0.824

  • 7838 measured reflections

  • 3038 independent reflections

  • 2347 reflections with I > 2[sigma](I)

  • Rint = 0.048
Refinement

  • R[F2 > 2[sigma](F2)] = 0.041

  • wR(F2) = 0.085

  • S = 1.03

  • 3038 reflections

  • 159 parameters

  • 2 restraints

  • H atoms treated by a mixture of independent and constrained refinement

  • [Delta][rho]max = 0.34 e Å-3

  • [Delta][rho]min = -0.31 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1C...O2 0.82 (3) 2.27 (3) 3.075 (3) 167 (3)
N1-H1D...O3i 0.84 (3) 2.20 (3) 3.009 (2) 162 (3)
N2-H2C...O3 0.86 (2) 2.12 (3) 2.976 (2) 169 (3)
N2-H2D...O1i 0.92 (2) 2.18 (3) 3.065 (3) 160 (2)
O3-H3A...O2 0.79 (2) 1.89 (2) 2.675 (2) 172 (3)
O4-H4A...O1ii 0.78 (2) 1.85 (2) 2.628 (2) 171 (3)
C7-H7C...O4iii 0.98 2.53 3.320 (3) 138
Symmetry codes: (i) -x+1, -y+1, -z+1; (ii) x-1, y, z; (iii) x+1, y, z.

Data collection: X-AREA (Stoe & Cie, 2002[Stoe & Cie (2002). X-AREA, X-RED and X-SHAPE. Stoe & Cie, Darmstadt, Germany.]); cell refinement: X-AREA; data reduction: X-RED (Stoe & Cie, 2002[Stoe & Cie (2002). X-AREA, X-RED and X-SHAPE. Stoe & Cie, Darmstadt, Germany.]); 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: ORTEP-3 (Farrugia, 1997[Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.]); 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: HY2562 ).

Acknowledgements

We are grateful to Shahid Beheshti University for financial support.

References

Al-Hashemi, R., Safari, N., Amani, S., Amani, V., Abedi, A., Khavasi, H. R. & Ng, S. W. (2010a). J. Coord. Chem. 63, 3207-3217.  [ChemPort]
Al-Hashemi, R., Safari, N., Amani, S., Amani, V. & Khavasi, H. R. (2010b). Polyhedron, 29, 2409-2416.  [ChemPort]
Eddaoudi, M., Moler, D. V., Li, H., Chen, B., Reineke, T. M., O'Keefe, M. & Yaghi, O. M. (2001). Acc. Chem. Res. 34, 319-330.  [ISI] [CrossRef] [PubMed] [ChemPort]
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.  [CrossRef] [details]
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.  [CrossRef] [ChemPort] [details]
Kovala-Demertzi, D., Theodorou, A., Demertzis, M. A., Raptopoulou, C. P. & Terzis, A. (1997). J. Inorg. Biochem. 65, 151-157.  [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Stoe & Cie (2002). X-AREA, X-RED and X-SHAPE. Stoe & Cie, Darmstadt, Germany.
Wen, Y.-H., Cheng, J.-K., Feng, Y.-L., Zhang, J., Li, Z.-J. & Yao, Y.-G. (2005). Inorg. Chim. Acta, 358, 3347-3354.  [ISI] [CSD] [CrossRef] [ChemPort]

Acta Cryst (2012). E68, m1012  [ doi:10.1107/S1600536812028942 ]

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