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Volume 70 
Part 1 
Pages m4-m5  
January 2014  

Received 18 November 2013
Accepted 27 November 2013
Online 7 December 2013

Key indicators
Single-crystal X-ray study
T = 294 K
Mean [sigma](C-C) = 0.002 Å
R = 0.028
wR = 0.089
Data-to-parameter ratio = 16.0
Details
Open access

catena-Poly[[di­aqua­bis­(4-formyl­benzoato-[kappa]O1)copper(II)]-[mu]-pyrazine-[kappa]2N:N']

aDepartment of Chemistry, Kafkas University, 36100 Kars, Turkey,bAksaray University, Department of Physics, 68100 Aksaray, Turkey,cDepartment of Physics, Sakarya University, 54187 Esentepe, Sakarya, Turkey, and dDepartment of Physics, Hacettepe University, 06800 Beytepe, Ankara, Turkey
Correspondence e-mail: merzifon@hacettepe.edu.tr

In the title polymeric compound, [Cu(C8H5O3)2(C4H4N2)(H2O)2]n, the CuII atom is located on a twofold rotation axis and has a slightly distorted octa­hedral coordination sphere. In the equatorial plane, it is coordinated by two carboxyl­ate O atoms of two symmetry-related monodentate formyl­benzoate anions and by two N atoms of the bridging pyrazine ligand, which is bis­ected by the twofold rotation axis. The axial positions are occupied by two O atoms of the coordinating water mol­ecules. In the formyl­benzoate anion, the carboxyl­ate group is twisted away from the attached benzene ring by 6.2 (2)°, while the benzene and pyrazine rings are oriented at a dihedral angle of 68.91 (8)°. The pyrazine ligands bridge the CuII cations, forming polymeric chains running along the b-axis direction. Strong intra­molecular O-H...O hydrogen bonds link the water mol­ecules to the carboxyl­ate O atoms. In the crystal, O-Hwater...Owater hydrogen bonds link adjacent chains into layers parallel to the bc plane. The layers are linked via C-Hpyrazine...Oform­yl hydrogen bonds, forming a three-dimensional network. There are also weak C-H...[pi] inter­actions present.

Related literature

For structural functions and coordination relationships of aryl­carboxyl­ate ions in transition metal complexes of benzoic acid derivatives, see: Nadzhafov et al. (1981[Nadzhafov, G. N., Shnulin, A. N. & Mamedov, Kh. S. (1981). Zh. Strukt. Khim. 22, 124-128.]); Shnulin et al. (1981[Shnulin, A. N., Nadzhafov, G. N., Amiraslanov, I. R., Usubaliev, B. T. & Mamedov, Kh. S. (1981). Koord. Khim. 7, 1409-1416.]). For applications of transition metal complexes with biochemical mol­ecules in biological systems, see: Antolini et al. (1982[Antolini, L., Battaglia, L. P., Corradi, A. B., Marcotrigiano, G., Menabue, L., Pellacani, G. C. & Saladini, M. (1982). Inorg. Chem. 21, 1391-1395.]). Some benzoic acid derivatives, such as 4-amino­benzoic acid, have been extensively reported in coordination chemistry, as bifunctional organic ligands, due to the variety of their coordination modes, see: Chen & Chen (2002[Chen, H. J. & Chen, X. M. (2002). Inorg. Chim. Acta, 329, 13-21.]); Amiraslanov et al. (1979[Amiraslanov, I. R., Mamedov, Kh. S., Movsumov, E. M., Musaev, F. N. & Nadzhafov, G. N. (1979). Zh. Strukt. Khim. 20, 1075-1080.]); Hauptmann et al. (2000[Hauptmann, R., Kondo, M. & Kitagawa, S. (2000). Z. Kristallogr. New Cryst. Struct. 215, 169-172.]). For a related structure involving 4-formyl­benzoate, see: Hökelek et al. (2009[Hökelek, T., Yilmaz, F., Tercan, B., Sertçelik, M. & Necefoglu, H. (2009). Acta Cryst. E65, m1399-m1400.]). For bond-length data, see: Allen et al. (1987[Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.]).

[Scheme 1]

Experimental

Crystal data
  • [Cu(C8H5O3)2(C4H4N2)(H2O)2]

  • Mr = 477.90

  • Monoclinic, C 2/c

  • a = 21.7514 (4) Å

  • b = 6.8794 (2) Å

  • c = 12.9048 (3) Å

  • [beta] = 93.621 (3)°

  • V = 1927.17 (8) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 1.19 mm-1

  • T = 294 K

  • 0.42 × 0.22 × 0.13 mm

Data collection
  • Bruker SMART BREEZE CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2012[Bruker (2012). APEX2, SAINT and SADABS. Bruker AXS Inc. Madison, Wisconsin, USA.]) Tmin = 0.738, Tmax = 0.857

  • 14917 measured reflections

  • 2398 independent reflections

  • 2231 reflections with I > 2[sigma](I)

  • Rint = 0.029

Refinement
  • R[F2 > 2[sigma](F2)] = 0.028

  • wR(F2) = 0.089

  • S = 1.14

  • 2398 reflections

  • 150 parameters

  • 2 restraints

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

  • [Delta][rho]max = 0.47 e Å-3

  • [Delta][rho]min = -0.30 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

Cg is the centroid of the C2-C7 ring.

D-H...A D-H H...A D...A D-H...A
O4-H42...O2 0.80 (2) 1.86 (2) 2.640 (2) 163 (3)
O4-H41...O4i 0.79 (2) 2.41 (3) 2.778 (2) 110 (3)
C9-H9...O3ii 0.93 2.49 3.335 (3) 152
C7-H7...Cgiii 0.93 2.66 3.433 (2) 141
Symmetry codes: (i) -x+1, -y+1, -z+1; (ii) [-x+{\script{3\over 2}}, -y+{\script{3\over 2}}, -z]; (iii) [-x+{\script{3\over 2}}, y+{\script{1\over 2}}, -z+{\script{1\over 2}}].

Data collection: APEX2 (Bruker, 2012[Bruker (2012). APEX2, SAINT and SADABS. Bruker AXS Inc. Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2012[Bruker (2012). APEX2, SAINT and SADABS. Bruker AXS Inc. Madison, Wisconsin, 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: ORTEP-3 for Windows (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]); software used to prepare material for publication: WinGX (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]) and PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SU2669 ).


Acknowledgements

The authors acknowledge Aksaray University, Science and Technology Application and Research Center, Aksaray, Turkey, for the use of the Bruker SMART BREEZE CCD diffractometer (purchased under grant No. 2010K120480 of the State of Planning Organization). This work was supported financially by Kafkas University Research Fund (grant No. 2012-FEF-12).

References

Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.  [CrossRef]
Amiraslanov, I. R., Mamedov, Kh. S., Movsumov, E. M., Musaev, F. N. & Nadzhafov, G. N. (1979). Zh. Strukt. Khim. 20, 1075-1080.  [ChemPort]
Antolini, L., Battaglia, L. P., Corradi, A. B., Marcotrigiano, G., Menabue, L., Pellacani, G. C. & Saladini, M. (1982). Inorg. Chem. 21, 1391-1395.  [CSD] [CrossRef] [ChemPort] [Web of Science]
Bruker (2012). APEX2, SAINT and SADABS. Bruker AXS Inc. Madison, Wisconsin, USA.
Chen, H. J. & Chen, X. M. (2002). Inorg. Chim. Acta, 329, 13-21.  [Web of Science] [CSD] [CrossRef] [ChemPort]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Hauptmann, R., Kondo, M. & Kitagawa, S. (2000). Z. Kristallogr. New Cryst. Struct. 215, 169-172.  [ChemPort]
Hökelek, T., Yilmaz, F., Tercan, B., Sertçelik, M. & Necefoglu, H. (2009). Acta Cryst. E65, m1399-m1400.  [CrossRef] [IUCr Journals]
Nadzhafov, G. N., Shnulin, A. N. & Mamedov, Kh. S. (1981). Zh. Strukt. Khim. 22, 124-128.  [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Shnulin, A. N., Nadzhafov, G. N., Amiraslanov, I. R., Usubaliev, B. T. & Mamedov, Kh. S. (1981). Koord. Khim. 7, 1409-1416.  [ChemPort]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]


Acta Cryst (2014). E70, m4-m5   [ doi:10.1107/S1600536813032297 ]

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