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Volume 69 
Part 5 
Pages m255-m256  
May 2013  

Received 15 February 2013
Accepted 4 April 2013
Online 13 April 2013

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.005 Å
R = 0.035
wR = 0.089
Data-to-parameter ratio = 13.0
Details
Open access

catena-Poly[[(1,10-phenanthroline-[kappa]2N,N')copper(II)]-[mu]-2,2'-iminodibenzoato-[kappa]4O,O':O'',O''']

aCEMDRX, Physics Department, University of Coimbra, P-3004-516 Coimbra, Portugal, and bSolid State Group UCQR, IST/ITN, Universidade Técnica de Lisboa, Estrada Nacional 10, 2686-953 Sacavém, Portugal
Correspondence e-mail: xelo@teor.fis.uc.pt

The structure of the title compound, [Cu(C14H9NO4)(C12H8N2)]n, consists of zigzag polymeric chains along the c axis. The asymmetric unit contains one CuII atom which is coordinated by one 2,2'-iminodibenzoate ligand and a one phenanthroline unit. Two intramolecular N-H...O hydrogen bonds occur. The supramolecular structure is characterized by weak C-H...O hydrogen bonds and [pi]-[pi] stacking interactions, forming a three-dimensional supramolecular network. The shortest centroid-centroid distances between neighbouring phenanthroline aromatic rings and 2,2'-iminodibenzoate rings are 3.684 (1) and 3.640 Å, respectively. The shortest intrachain Cu...Cu distance is 7.2885 (9) and the shortest Cu...Cu distance between Cu atoms in different chains is 7.1103 (6) Å.

Related literature

For general background to CuII low-dimensional polynuclear magnetic materials, see: Fabelo et al. (2009[Fabelo, O., Pasán, J., Cañadillas-Delgado, L., Delgado, F. S., Yuste, C., Lloret, F., Julve, M. & Ruiz-Perez, C. (2009). CrystEngComm, 11, 2169-2179.]); Martins et al. (2008a[Martins, N. D., Silva, J. A., Ramos Silva, M., Matos Beja, A. & Sobral, A. J. F. N. (2008a). Acta Cryst. E64, m394.],b[Martins, N. D., Ramos Silva, M., Silva, J. A., Matos Beja, A. & Sobral, A. J. F. N. (2008b). Acta Cryst. E64, m829-m830.]); Silva et al. (2001[Silva, M. R., Paixão, J. A., Matos Beja, A., Alte da Beja, L. & Martin-Gil, J. (2001). J. Chem. Crystallogr. 31, 167-171.]); Yuste et al. (2007[Yuste, C., Bentama, A. S.-E., Stiriba, S.-E., Armentano, D., De Munno, G., Lloret, F. & Julve, M. (2007). Dalton Trans. pp. 5190-5200.], 2008[Yuste, C., Armentano, D., Marino, N., Cañadillas-Delgado, L., Delgado, F. S., Ruiz-Perez, C., Rilema, P., Lloret, F. & Julve, M. (2008). Dalton Trans. pp. 1583-1596.]). For structural and coordination information for 2,2'-iminodibenzoic acid, see: Field & Venkataraman (2002[Field, J. E. & Venkataraman, D. (2002). Chem. Commun. pp. 306-307.]); Gao et al. (2009[Gao, E., Huang, Y., Zhu, M., Wang, L., Liu, F., Liu, H., Ma, S., Shi, Q., Wang, N. & Shi, C. (2009). Inorg. Chem. Commun. 12, 872-874.]); Lin et al. (2006[Lin, Y.-Y., Chen, Z.-Y., Yu, X.-L. & Chen, X.-M. (2006). Wuji Huaxue Xuebao, 22, 1467-1470.]).

[Scheme 1]

Experimental

Crystal data
  • [Cu(C14H9NO4)(C12H8N2)]

  • Mr = 498.98

  • Monoclinic, C 2/c

  • a = 31.7536 (6) Å

  • b = 9.8492 (2) Å

  • c = 14.4865 (3) Å

  • [beta] = 113.222 (1)°

  • V = 4163.56 (14) Å3

  • Z = 8

  • Mo K[alpha] radiation

  • [mu] = 1.09 mm-1

  • T = 293 K

  • 0.1 × 0.08 × 0.07 mm

Data collection
  • Bruker APEXII CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 2003[Sheldrick, G. M. (2003). SADABS. University of Göttingen, Germany.]) Tmin = 0.898, Tmax = 0.971

  • 36778 measured reflections

  • 3976 independent reflections

  • 2900 reflections with I > 2[sigma](I)

  • Rint = 0.061

Refinement
  • R[F2 > 2[sigma](F2)] = 0.035

  • wR(F2) = 0.089

  • S = 1.02

  • 3976 reflections

  • 307 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.29 e Å-3

  • [Delta][rho]min = -0.40 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1...O2 0.86 2.07 2.708 (5) 131
N1-H1...O3 0.86 2.06 2.701 (5) 130
C17-H17...O2i 0.93 2.55 3.308 (4) 139
C23-H23...O3ii 0.93 2.38 3.185 (4) 145
Symmetry codes: (i) [-x+{\script{1\over 2}}, -y+{\script{1\over 2}}, -z+1]; (ii) [-x+{\script{1\over 2}}, -y+{\script{3\over 2}}, -z+1].

Data collection: APEX2 (Bruker, 2003[Bruker (2003). APEX2 and SAINT. Bruker AXS Inc., Madison, Winsconsin, USA.]); cell refinement: SAINT (Bruker, 2003[Bruker (2003). APEX2 and SAINT. Bruker AXS Inc., Madison, Winsconsin, 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: DIAMOND (Brandenburg, 2006[Brandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: WinGX publication routines (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: BT6890 ).


Acknowledgements

This work was supported by the Fundo Europeu de Desenvolvimento Regional-QREN-Compete through projects PTDC/FIS/102284/2008 and PEst-C/FIS/UI0036/2011 - Fundação para a Ciência e Tecnologia (FCT).

References

Brandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Bruker (2003). APEX2 and SAINT. Bruker AXS Inc., Madison, Winsconsin, USA.
Fabelo, O., Pasán, J., Cañadillas-Delgado, L., Delgado, F. S., Yuste, C., Lloret, F., Julve, M. & Ruiz-Perez, C. (2009). CrystEngComm, 11, 2169-2179.  [ISI] [CSD] [CrossRef] [ChemPort]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [ISI] [CrossRef] [ChemPort] [details]
Field, J. E. & Venkataraman, D. (2002). Chem. Commun. pp. 306-307.  [CSD] [CrossRef]
Gao, E., Huang, Y., Zhu, M., Wang, L., Liu, F., Liu, H., Ma, S., Shi, Q., Wang, N. & Shi, C. (2009). Inorg. Chem. Commun. 12, 872-874.  [ISI] [CrossRef] [ChemPort]
Lin, Y.-Y., Chen, Z.-Y., Yu, X.-L. & Chen, X.-M. (2006). Wuji Huaxue Xuebao, 22, 1467-1470.  [ChemPort]
Martins, N. D., Silva, J. A., Ramos Silva, M., Matos Beja, A. & Sobral, A. J. F. N. (2008a). Acta Cryst. E64, m394.  [CSD] [CrossRef] [details]
Martins, N. D., Ramos Silva, M., Silva, J. A., Matos Beja, A. & Sobral, A. J. F. N. (2008b). Acta Cryst. E64, m829-m830.  [CSD] [CrossRef] [ChemPort] [details]
Sheldrick, G. M. (2003). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [details]
Silva, M. R., Paixão, J. A., Matos Beja, A., Alte da Beja, L. & Martin-Gil, J. (2001). J. Chem. Crystallogr. 31, 167-171.  [ISI] [CSD] [CrossRef] [ChemPort]
Yuste, C., Armentano, D., Marino, N., Cañadillas-Delgado, L., Delgado, F. S., Ruiz-Perez, C., Rilema, P., Lloret, F. & Julve, M. (2008). Dalton Trans. pp. 1583-1596.  [CSD] [CrossRef]
Yuste, C., Bentama, A. S.-E., Stiriba, S.-E., Armentano, D., De Munno, G., Lloret, F. & Julve, M. (2007). Dalton Trans. pp. 5190-5200.  [CSD] [CrossRef]


Acta Cryst (2013). E69, m255-m256   [ doi:10.1107/S1600536813009203 ]

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