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Volume 68 
Part 12 
Pages m1553-m1554  
December 2012  

Received 24 October 2012
Accepted 20 November 2012
Online 28 November 2012

Key indicators
Single-crystal X-ray study
T = 183 K
Mean [sigma](C-C) = 0.004 Å
R = 0.040
wR = 0.097
Data-to-parameter ratio = 14.6
Details
Open access

(Nitrato-[kappa]2O,O')bis(1,10-phenanthroline-[kappa]2N,N')copper(II) tricyanomethanide

aDepartment of Inorganic Chemistry, Faculty of Science, P.J. Safárik University, Moyzesova 11, SK-041 54 Kosice, Slovakia
Correspondence e-mail: katarina.lackova@student.upjs.sk

The title compound, [Cu(NO3)(C12H8N2)2][C(CN)3], is formed of discrete [Cu(NO3)(phen)2]+ complex cations (phen is 1,10-phenanthroline) and C(CN)3- counter-anions. The CuII atom has an asymmetric tetragonal-bipyramidal (4 + 1+1) stereochemistry with a pseudo-C2 symmetry axis bisecting the nitrate ligand and passing through the CuII atom between the two phen ligands. The four N atoms of the phen ligands coordinate to the CuII atom with Cu-N distances in the range 1.974 (2)-2.126 (2) Å, while the two O atoms coordinate at substantially different distances [2.154 (2) and 2.586 (2) Å]. The structure is stabilized by C-H...O hydrogen bonds and weak [pi]-[pi] interactions between nearly parallel benzene and pyridine rings of two adjacent phen molecules, with centroid-centroid distances of 3.684 (2) and 3.6111 (2) Å, and between [pi]-electrons of the tricyanomethanide anion and the pyridine or benzene rings [N...(ring centroid) distances = 3.553 (3)-3.875 (3) Å].

Related literature

For five-coordinate CuII in [Cu(L)2X]Y complexes [L = 1,10-phenanthroline (phen) or 2,2'-bipyridine (bpy); X = N(CN)2- or ONC(CN)2-, Y = 1- anion], see: Potocnák et al. (2005[Potocnák, I., Burcák, M., Baran, P. & Jäger, L. (2005). Transition Met. Chem. 30, 889-896.], 2008[Potocnák, I., Vavra, M., Jäger, L., Baran, P. & Wagner, C. (2008). Transition Met. Chem. 33, 1-8.]). For complexes containing [Cu(NO3)(phen)2]+ cations, see: van Meerssche et al. (1981[Meerssche, M. van, Germain, G., Declercq, J. P. & Wilputte-Steinert, L. (1981). Cryst. Struct. Commun. 10, 47-53.]); Marsh (1997[Marsh, R. E. (1997). Acta Cryst. B53, 317-322.]); Chen et al. (2005[Chen, Z.-M., Li, W., Yang, Y.-Q., Kuang, D.-Z., Feng, Y.-L., Wang, J.-Q. & Zhang, F.-X. (2005). Hunan Shifan Daxue Ziran Kexue Xuebao, 28, 54-58.]); Ovens et al. (2010[Ovens, J. S., Geisheimer, A. R., Bokov, A. A., Ye, Z.-G. & Leznoff, D. B. (2010). Inorg. Chem. 49, 9609-9616.]). For complexes containing [Cu(bpy)2NO3]+ cations, see: Prasad et al. (1999[Prasad, B. L. V., Sato, H., Enoki, T., Cohen, S. & Radhakrishnan, T. P. (1999). J. Chem. Soc. Dalton Trans. pp. 25-29.]); Marjani et al. (2005[Marjani, K., Davies, S. C., Durrant, M. C., Hughes, D. L., Khodamorad, N. & Samodi, A. (2005). Acta Cryst. E61, m11-m14.]). For [pi]-[pi] interactions, see: Janiak (2000[Janiak, C. (2000). J. Chem. Soc. Dalton Trans. pp. 3885-3896.]). For a description of the properties of the tricyanomethanide (tcm or C(CN)3-) anion, see: Golub et al. (1986[Golub, A. M., Kohler, H. & Skopensko, V. V. (1986). In Chemistry of Pseudohalides. Amsterdam: Elsevier.]). For [Cu(L)2Y]tcm (Y = Cl- or Br-), see: Lacková (2012[Lacková, K. (2012). Unpublished results.]).

[Scheme 1]

Experimental

Crystal data
  • [Cu(NO3)(C12H8N2)2](C4N3)

  • Mr = 576.03

  • Monoclinic, P 21 /c

  • a = 13.3011 (4) Å

  • b = 10.1155 (3) Å

  • c = 19.5597 (6) Å

  • [beta] = 103.997 (3)°

  • V = 2553.56 (13) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.90 mm-1

  • T = 183 K

  • 0.38 × 0.31 × 0.26 mm

Data collection
  • Oxford Diffraction Xcalibur Sapphire2 diffractometer

  • Absorption correction: analytical [CrysAlis RED (Oxford Diffraction, 2007[Oxford Diffraction (2007). CrysAlis CCD and CrysAlis RED. Oxford Diffraction Ltd, Abingdon, England.]), based on expressions derived from Clark & Reid (1995[Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897.])] Tmin = 0.777, Tmax = 0.825

  • 10675 measured reflections

  • 5283 independent reflections

  • 4034 reflections with I > 2[sigma](I)

  • Rint = 0.024

Refinement
  • R[F2 > 2[sigma](F2)] = 0.040

  • wR(F2) = 0.097

  • S = 1.01

  • 5283 reflections

  • 361 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.40 e Å-3

  • [Delta][rho]min = -0.43 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C12-H12...O3i 0.93 2.52 3.206 (3) 131
C24-H24...O2ii 0.93 2.44 3.231 (3) 144
C36-H36...O3iii 0.93 2.45 3.307 (3) 153
C46-H46...O1iv 0.93 2.47 3.201 (3) 136
Symmetry codes: (i) -x, -y, -z+1; (ii) -x+1, -y, -z+1; (iii) x, y+1, z; (iv) -x, -y+1, -z+1.

Data collection: CrysAlis CCD (Oxford Diffraction, 2007[Oxford Diffraction (2007). CrysAlis CCD and CrysAlis RED. Oxford Diffraction Ltd, Abingdon, England.]); cell refinement: CrysAlis RED (Oxford Diffraction, 2007[Oxford Diffraction (2007). CrysAlis CCD and CrysAlis RED. Oxford Diffraction Ltd, Abingdon, England.]); data reduction: CrysAlis RED; 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, 2001[Brandenburg, K. (2001). DIAMOND. Crystal Impact, Bonn, Germany.]); software used to prepare material for publication: SHELXL97.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: GK2531 ).


Acknowledgements

This work was supported by the Slovak Research and Development Agency under contract No. APVV-0132-11 and by the internal P·J. Safárik University grant system VVGS-PF-2012-24 and VVGS 1/12-13.

References

Brandenburg, K. (2001). DIAMOND. Crystal Impact, Bonn, Germany.
Chen, Z.-M., Li, W., Yang, Y.-Q., Kuang, D.-Z., Feng, Y.-L., Wang, J.-Q. & Zhang, F.-X. (2005). Hunan Shifan Daxue Ziran Kexue Xuebao, 28, 54-58.  [ChemPort]
Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897.  [CrossRef] [details]
Golub, A. M., Kohler, H. & Skopensko, V. V. (1986). In Chemistry of Pseudohalides. Amsterdam: Elsevier.
Janiak, C. (2000). J. Chem. Soc. Dalton Trans. pp. 3885-3896.  [CrossRef]
Lacková, K. (2012). Unpublished results.
Marjani, K., Davies, S. C., Durrant, M. C., Hughes, D. L., Khodamorad, N. & Samodi, A. (2005). Acta Cryst. E61, m11-m14.  [CSD] [CrossRef] [details]
Marsh, R. E. (1997). Acta Cryst. B53, 317-322.  [CrossRef] [details]
Meerssche, M. van, Germain, G., Declercq, J. P. & Wilputte-Steinert, L. (1981). Cryst. Struct. Commun. 10, 47-53.
Ovens, J. S., Geisheimer, A. R., Bokov, A. A., Ye, Z.-G. & Leznoff, D. B. (2010). Inorg. Chem. 49, 9609-9616.  [ISI] [CrossRef] [ChemPort] [PubMed]
Oxford Diffraction (2007). CrysAlis CCD and CrysAlis RED. Oxford Diffraction Ltd, Abingdon, England.
Potocnák, I., Burcák, M., Baran, P. & Jäger, L. (2005). Transition Met. Chem. 30, 889-896.
Potocnák, I., Vavra, M., Jäger, L., Baran, P. & Wagner, C. (2008). Transition Met. Chem. 33, 1-8.
Prasad, B. L. V., Sato, H., Enoki, T., Cohen, S. & Radhakrishnan, T. P. (1999). J. Chem. Soc. Dalton Trans. pp. 25-29.  [CrossRef]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]


Acta Cryst (2012). E68, m1553-m1554   [ doi:10.1107/S1600536812047757 ]

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