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Volume 66 
Part 5 
Page m516  
May 2010  

Received 29 March 2010
Accepted 5 April 2010
Online 10 April 2010

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Key indicators
Single-crystal X-ray study
T = 298 K
Mean [sigma](C-C) = 0.007 Å
R = 0.041
wR = 0.094
Data-to-parameter ratio = 11.8
Details
Open access

{N-[(2-Oxido-1-naphthyl)methylidene]serinato-[kappa]3O,N,O'}(1,10-phenanthroline-[kappa]2N,N')copper(II)

Jinghong Li,a* Zhenghua Guo,a Lianzhi Lia and Daqi Wanga

aSchool of Chemistry and Chemical Engineering, Liaocheng University, Shandong 252059, People's Republic of China
Correspondence e-mail: lilianzhi1963@yahoo.com.cn

In the title complex, [Cu(C14H11NO4)(C12H8N2)], the tridentate Schiff base ligand is derived from the condensation of 2-hydroxy-1-naphthaldehyde and L-serine. The CuII atom is five-coordinated by one N atom and two O atoms from the Schiff base ligand and by two N atoms from a 1,10-phenanthroline ligand in a distorted square-pyramidal geometry. In the crystal structure, the combination of intermolecular O-H...O and C-H...O hydrogen bonds results in a two-dimensional network structure parallel to (001).

Related literature

For general background to Schiff base complexes, see: Garnovski et al. (1993[Garnovski, A. D., Nivorozhkin, A. L. & Minkin, V. I. (1993). Coord. Chem. Rev. 126, 1-69.]); Kalagouda et al. (2006[Kalagouda, B. G., Manjula, S. P., Ramesh, S. V., Rashmi, V. S. & Siddappa, A. P. (2006). Transition Met. Chem. 31, 580-585.]); Wang et al. (1999[Wang, R.-M., Hao, C.-J., Wang, Y.-P. & Li, S.-B. (1999). J. Mol. Catal. A Chem. 147, 173-178.]). For our previous work on amino Schiff base complexes, see: Qiu et al. (2008[Qiu, Z., Li, L., Liu, Y., Xu, T. & Wang, D. (2008). Acta Cryst. E64, m745-m746.]); Wang et al. (2007[Wang, L., Dong, J.-F., Li, L.-Z., Li, L.-W. & Wang, D.-Q. (2007). Acta Cryst. E63, m1059-m1060.]).

[Scheme 1]

Experimental

Crystal data

  • [Cu(C14H11NO4)(C12H8N2)]

  • Mr = 500.98

  • Monoclinic, P 21

  • a = 10.7302 (12) Å

  • b = 6.4687 (6) Å

  • c = 15.7930 (17) Å

  • [beta] = 91.924 (1)°

  • V = 1095.6 (2) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 1.04 mm-1

  • T = 298 K

  • 0.43 × 0.16 × 0.08 mm
Data collection

  • Bruker SMART 1000 CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.664, Tmax = 0.922

  • 5555 measured reflections

  • 3633 independent reflections

  • 3022 reflections with I > 2[sigma](I)

  • Rint = 0.031
Refinement

  • R[F2 > 2[sigma](F2)] = 0.041

  • wR(F2) = 0.094

  • S = 0.97

  • 3633 reflections

  • 307 parameters

  • 1 restraint

  • H-atom parameters constrained

  • [Delta][rho]max = 0.41 e Å-3

  • [Delta][rho]min = -0.25 e Å-3

  • Absolute structure: Flack (1983[Flack, H. D. (1983). Acta Cryst. A39, 876-881.]), with 1529 Friedel pairs

  • Flack parameter: -0.023 (17)

Table 1
Selected bond lengths (Å)

Cu1-N1 1.914 (3)
Cu1-N2 2.012 (4)
Cu1-N3 2.297 (4)
Cu1-O1 1.994 (3)
Cu1-O4 1.920 (3)

Table 2
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O3-H3...O2i 0.82 1.84 2.659 (5) 172
C25-H25...O2ii 0.93 2.63 3.454 (6) 148
Symmetry codes: (i) x, y+1, z; (ii) x+1, y, z.

Data collection: SMART (Bruker, 2007[Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). SMART and SAINT. 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: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]) and DIAMOND (Brandenburg, 1999[Brandenburg, K. (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HY2297 ).

Acknowledgements

The authors thank the Natural Science Foundation of Shandong Province for a research grant (grant No. Y2004B02).

References

Brandenburg, K. (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.  [CrossRef] [details]
Garnovski, A. D., Nivorozhkin, A. L. & Minkin, V. I. (1993). Coord. Chem. Rev. 126, 1-69.  [CrossRef] [ISI]
Kalagouda, B. G., Manjula, S. P., Ramesh, S. V., Rashmi, V. S. & Siddappa, A. P. (2006). Transition Met. Chem. 31, 580-585.
Qiu, Z., Li, L., Liu, Y., Xu, T. & Wang, D. (2008). Acta Cryst. E64, m745-m746.  [CSD] [CrossRef] [details]
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Wang, L., Dong, J.-F., Li, L.-Z., Li, L.-W. & Wang, D.-Q. (2007). Acta Cryst. E63, m1059-m1060.  [CrossRef] [details]
Wang, R.-M., Hao, C.-J., Wang, Y.-P. & Li, S.-B. (1999). J. Mol. Catal. A Chem. 147, 173-178.  [ISI] [CrossRef] [ChemPort]

Acta Cryst (2010). E66, m516  [ doi:10.1107/S1600536810012675 ]

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