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Volume 69 
Part 7 
Page m383  
July 2013  

Received 25 May 2013
Accepted 7 June 2013
Online 15 June 2013

Key indicators
Single-crystal X-ray study
T = 173 K
Mean [sigma](C-C) = 0.003 Å
R = 0.033
wR = 0.080
Data-to-parameter ratio = 15.4
Details
Open access

Poly[bis{[mu]-N'-[(pyridin-4-yl)methylidene]benzohydrazidato}copper(II)]

aDepartment of Chemistry, Fuzhou University, Fuzhou, Fujian 350108, People's Republic of China
Correspondence e-mail: jianzhenliao@sina.com

In the title complex, [Cu(C13H10N3O)2]n, the copper(II) cation is located on a crystallographic inversion centre and adopts an elongated octahedral coordination geometry with the equatorial plane provided by trans-arranged bis-N,O-chelating acylhydrazine groups from two ligands and the apices by the N atoms of two pyridine rings belonging to symmetry-related ligands. The ligand adopts a Z conformation about the C=N double bond. The dihedral angle between the pyridine and phenyl rings is 2.99 (13)°. An intraligand C-H...N hydrogen bond is observed. In the crystal, each ligand bridges two adjacent metal ions, forming a (4,4) grid layered structure. [pi]-[pi] stacking interactions [centroid-centroid distances in the range 3.569 (4)-3.584 (9) Å] involving rings of adjacent layers result in the formation of a three-dimensional supramolecular network.

Related literature

For background to properties and applications of Schiff base-metal complexes, see: Schurig et al. (1980[Schurig, V., Koppenhoefer, B. & Buerkle, W. (1980). J. Org. Chem. 45, 538-541.]); Siddall et al. (1983[Siddall, T. L., Miyaura, N. & Huffman, J. C. (1983). J. Chem. Soc. Chem. Commun. pp. 1185-1986.]); Maurya et al. (2005[Maurya, M. R., Sikarwar, S. & Joseph, T. (2005). React. Funct. Polym. 63, 71-83.]); Cozzi (2004[Cozzi, P. G. (2004). Chem. Soc. Rev. 33, 410-421.]); Liu et al. (2010[Liu, C. M., Zhang, D. Q. & Zhu, D. B. (2010). Dalton Trans. 39, 1781-1785.]). For the structures of related compounds, see: Yin (2008[Yin, H. (2008). Acta Cryst. C64, m324-m326.]); Uçar et al. (2004[Uçar, I., Bulut, A., Yesilel, O. Z., Ölmez, H. I. & Büyükgüngör, O. (2004). Acta Cryst. E60, m1945-m1948.]); Sommerer et al. (1998[Sommerer, S. O., Friebe, T. L., Jircitano, A. J., MacBeth, C. E. & Abboud, K. A. (1998). Acta Cryst. C54, 178-179.]); Moya-Hernández et al. (2003[Moya-Hernández, M. R., Mederos, A., Domínguez, S., Orlandini, A., Ghilardi, C. A., Cecconi, F., González-Vergara, E. & Rojas-Hernández, A. (2003). J. Inorg. Biochem. 95, 131-140.]).

[Scheme 1]

Experimental

Crystal data
  • [Cu(C13H10N3O)2]

  • Mr = 512.02

  • Monoclinic, C 2/c

  • a = 12.288 (3) Å

  • b = 13.349 (3) Å

  • c = 14.244 (3) Å

  • [beta] = 113.39 (3)°

  • V = 2144.5 (10) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 1.06 mm-1

  • T = 173 K

  • 0.40 × 0.20 × 0.12 mm

Data collection
  • Rigaku Mercury CCD area-detector diffractometer

  • Absorption correction: multi-scan (CrystalClear; Rigaku, 2007[Rigaku (2007). CrystalClear. Rigaku Corporation, Tokyo, Japan.]) Tmin = 0.843, Tmax = 1.000

  • 10356 measured reflections

  • 2460 independent reflections

  • 2033 reflections with I > 2[sigma](I)

  • Rint = 0.035

Refinement
  • R[F2 > 2[sigma](F2)] = 0.033

  • wR(F2) = 0.080

  • S = 1.05

  • 2460 reflections

  • 160 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.33 e Å-3

  • [Delta][rho]min = -0.19 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C10-H10...N1 0.95 2.32 2.907 (3) 120

Data collection: CrystalClear; cell refinement: CrystalClear; data reduction: CrystalClear; 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: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXL97.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RZ5068 ).


Acknowledgements

We thank Professor Chang-Cang Huang for his patient advice. This work was supported by the Ability Enhanced Project of Undergraduate Talent of Fuzhou University, which is supported by the National Talent Fund Projects.

References

Cozzi, P. G. (2004). Chem. Soc. Rev. 33, 410-421.  [Web of Science] [CrossRef] [PubMed] [ChemPort]
Liu, C. M., Zhang, D. Q. & Zhu, D. B. (2010). Dalton Trans. 39, 1781-1785.  [CSD] [CrossRef] [ChemPort] [PubMed]
Maurya, M. R., Sikarwar, S. & Joseph, T. (2005). React. Funct. Polym. 63, 71-83.  [Web of Science] [CrossRef] [ChemPort]
Moya-Hernández, M. R., Mederos, A., Domínguez, S., Orlandini, A., Ghilardi, C. A., Cecconi, F., González-Vergara, E. & Rojas-Hernández, A. (2003). J. Inorg. Biochem. 95, 131-140.  [Web of Science] [PubMed]
Rigaku (2007). CrystalClear. Rigaku Corporation, Tokyo, Japan.
Schurig, V., Koppenhoefer, B. & Buerkle, W. (1980). J. Org. Chem. 45, 538-541.  [CrossRef] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Siddall, T. L., Miyaura, N. & Huffman, J. C. (1983). J. Chem. Soc. Chem. Commun. pp. 1185-1986.  [CrossRef] [Web of Science]
Sommerer, S. O., Friebe, T. L., Jircitano, A. J., MacBeth, C. E. & Abboud, K. A. (1998). Acta Cryst. C54, 178-179.  [CSD] [CrossRef] [IUCr Journals]
Uçar, I., Bulut, A., Yesilel, O. Z., Ölmez, H. I. & Büyükgüngör, O. (2004). Acta Cryst. E60, m1945-m1948.  [CSD] [CrossRef] [IUCr Journals]
Yin, H. (2008). Acta Cryst. C64, m324-m326.  [CSD] [CrossRef] [ChemPort] [IUCr Journals]


Acta Cryst (2013). E69, m383  [ doi:10.1107/S1600536813015882 ]

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