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Volume 68 
Part 12 
Pages m1455-m1456  
December 2012  

Received 18 October 2012
Accepted 30 October 2012
Online 3 November 2012

Key indicators
Single-crystal X-ray study
T = 120 K
Mean [sigma](C-C) = 0.002 Å
R = 0.027
wR = 0.074
Data-to-parameter ratio = 26.3
Details
Open access

(3-Acetyl-5-carboxylato-4-methyl-1H-pyrazol-1-ido-[kappa]2N1,O5)aqua[(pyridin-2-yl)methanamine-[kappa]2N,N']copper(II)

aDepartment of Chemistry, Kyiv National Taras Shevchenko University, Volodymyrska Str. 64, 01601 Kiev, Ukraine,bFaculty of Chemistry, University of Wroclaw, F. Joliot-Curie Str. 14, 50-383, Wroclaw, Poland, and cDepartment of Chemistry, Kyiv National University of Construction and Architecture, Povitroflotsky Avenue 31, 03680 Kiev, Ukraine
Correspondence e-mail: malinachem@mail.ru

In the title compound, [Cu(C7H6N2O3)(C6H8N2)(H2O)], the CuII ion is in a distorted square-pyramidal N3O2 environment formed by two bidentate chelating ligands in the equatorial coordination sites and one water molecule in the apical direction. In the crystal, O-H...O, N-H...O and O-H...N hydrogen bonds link the complex molecules into a three-dimensional supramolecular network.

Related literature

For applications of related pyrazoles, see: Sachse et al. (2008[Sachse, A., Penkova, L., Noel, G., Dechert, S., Varzatskii, O. A., Fritsky, I. O. & Meyer, F. (2008). Synthesis, 5, 800-806.]); Penkova et al. (2009[Penkova, L. V., Maciag, A., Rybak-Akimova, E. V., Haukka, M., Pavlenko, V. A., Iskenderov, T. S., Kozlowski, H., Meyer, F. & Fritsky, I. O. (2009). Inorg. Chem. 48, 6960-6971.]). For synthetic and structural studies of 3,5-disubstituted 1H-pyrazoles and their metal complexes, see: Malinkin et al. (2011[Malinkin, S., Golenya, I. A., Pavlenko, V. A., Haukka, M. & Iskenderov, T. S. (2011). Acta Cryst. E67, m1260-m1261.], 2012[Malinkin, S. O., Penkova, L., Moroz, Y. S., Bon, V., Gumienna-Kontecka, E., Pekhnyo, V. I., Meyer, F. & Fritsky, I. O. (2012). Polyhedron, 37, 77-84.]). For related structures, see: Fritsky et al. (2004[Fritsky, I. O., Swiatek-Kozlowska, J., Dobosz, A., Sliva, T. Yu. & Dudarenko, N. M. (2004). Inorg. Chim. Acta, 357, 3746-3752.]); Kanderal et al. (2005[Kanderal, O. M., Kozlowski, H., Dobosz, A., Swiatek-Kozlowska, J., Meyer, F. & Fritsky, I. O. (2005). Dalton Trans. pp. 1428-1437.]); Krämer & Fritsky (2000[Krämer, R. & Fritsky, I. O. (2000). Eur. J. Org. Chem. pp. 3505-3510.]); Moroz et al. (2010[Moroz, Y. S., Szyrweil, L., Demeshko, S., Kozlowski, H., Meyer, F. & Fritsky, I. O. (2010). Inorg. Chem. 49, 4750-4752.]); Sliva et al. (1997[Sliva, T. Yu., Kowalik-Jankowska, T., Amirkhanov, V. M., Glowiak, T., Onindo, C. O., Fritsky, I. O. & Kozlowski, H. (1997). J. Inorg. Biochem. 65, 287-294.]); Wörl et al. (2005a[Wörl, S., Pritzkow, H., Fritsky, I. O. & Krämer, R. (2005a). Dalton Trans. pp. 27-29.],b[Wörl, S., Fritsky, I. O., Hellwinkel, D., Pritzkow, H. & Krämer, R. (2005b). Eur. J. Inorg. Chem. pp. 759-765.]).

[Scheme 1]

Experimental

Crystal data
  • [Cu(C7H6N2O3)(C6H8N2)(H2O)]

  • Mr = 355.84

  • Triclinic, [P \overline 1]

  • a = 7.3063 (2) Å

  • b = 8.3258 (5) Å

  • c = 13.1260 (7) Å

  • [alpha] = 90.695 (6)°

  • [beta] = 105.935 (4)°

  • [gamma] = 110.232 (4)°

  • V = 715.32 (6) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 1.55 mm-1

  • T = 120 K

  • 0.36 × 0.23 × 0.13 mm

Data collection
  • Nonius KappaCCD diffractometer

  • Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997[Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter & R. M. Sweet, pp. 307-326. New York: Academic Press.]) Tmin = 0.955, Tmax = 0.987

  • 13527 measured reflections

  • 5715 independent reflections

  • 4833 reflections with I > 2[sigma](I)

  • Rint = 0.016

Refinement
  • R[F2 > 2[sigma](F2)] = 0.027

  • wR(F2) = 0.074

  • S = 1.07

  • 5715 reflections

  • 217 parameters

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

  • [Delta][rho]max = 0.72 e Å-3

  • [Delta][rho]min = -0.32 e Å-3

Table 1
Selected bond lengths (Å)

Cu1-N1 1.9451 (9)
Cu1-N3 1.9973 (9)
Cu1-N4 2.0048 (10)
Cu1-O1 1.9874 (8)
Cu1-O4 2.3492 (8)

Table 2
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O4-H1O4...O2i 0.78 (2) 1.90 (2) 2.6782 (11) 176 (2)
O4-H2O4...N2ii 0.717 (18) 2.049 (18) 2.7581 (12) 169.7 (19)
N4-H1N4...O4ii 0.849 (17) 2.055 (17) 2.8542 (12) 156.6 (16)
N4-H2N4...O1iii 0.84 (2) 2.50 (2) 3.1017 (13) 128.6 (16)
Symmetry codes: (i) -x+2, -y+1, -z; (ii) -x+1, -y, -z; (iii) -x+1, -y+1, -z.

Data collection: COLLECT (Nonius, 2000[Nonius (2000). COLLECT. Nonius BV, Delft, The Netherlands.]); cell refinement: DENZO/SCALEPACK (Otwinowski & Minor, 1997[Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter & R. M. Sweet, pp. 307-326. New York: Academic Press.]); data reduction: DENZO/SCALEPACK; program(s) used to solve structure: SIR2004 (Burla et al., 2005[Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B., Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R. (2005). J. Appl. Cryst. 38, 381-388.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: DIAMOND (Brandenburg, 2009[Brandenburg, K. (2009). DIAMOND. Crystal Impact GbR, 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: XU5636 ).


Acknowledgements

Financial support from the State Fund for Fundamental Researches of Ukraine (grant No. F40.3/041) and the Swedish Institute (Visby Program) is gratefully acknowledged.

References

Brandenburg, K. (2009). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B., Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R. (2005). J. Appl. Cryst. 38, 381-388.  [ISI] [CrossRef] [ChemPort] [details]
Fritsky, I. O., Swiatek-Kozlowska, J., Dobosz, A., Sliva, T. Yu. & Dudarenko, N. M. (2004). Inorg. Chim. Acta, 357, 3746-3752.  [ISI] [CSD] [CrossRef] [ChemPort]
Kanderal, O. M., Kozlowski, H., Dobosz, A., Swiatek-Kozlowska, J., Meyer, F. & Fritsky, I. O. (2005). Dalton Trans. pp. 1428-1437.  [CrossRef]
Krämer, R. & Fritsky, I. O. (2000). Eur. J. Org. Chem. pp. 3505-3510.
Malinkin, S., Golenya, I. A., Pavlenko, V. A., Haukka, M. & Iskenderov, T. S. (2011). Acta Cryst. E67, m1260-m1261.  [CSD] [CrossRef] [details]
Malinkin, S. O., Penkova, L., Moroz, Y. S., Bon, V., Gumienna-Kontecka, E., Pekhnyo, V. I., Meyer, F. & Fritsky, I. O. (2012). Polyhedron, 37, 77-84.  [ISI] [CSD] [CrossRef] [ChemPort]
Moroz, Y. S., Szyrweil, L., Demeshko, S., Kozlowski, H., Meyer, F. & Fritsky, I. O. (2010). Inorg. Chem. 49, 4750-4752.  [ISI] [CSD] [CrossRef] [ChemPort] [PubMed]
Nonius (2000). COLLECT. Nonius BV, Delft, The Netherlands.
Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter & R. M. Sweet, pp. 307-326. New York: Academic Press.
Penkova, L. V., Maciag, A., Rybak-Akimova, E. V., Haukka, M., Pavlenko, V. A., Iskenderov, T. S., Kozlowski, H., Meyer, F. & Fritsky, I. O. (2009). Inorg. Chem. 48, 6960-6971.  [ISI] [CSD] [CrossRef] [PubMed] [ChemPort]
Sachse, A., Penkova, L., Noel, G., Dechert, S., Varzatskii, O. A., Fritsky, I. O. & Meyer, F. (2008). Synthesis, 5, 800-806.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Sliva, T. Yu., Kowalik-Jankowska, T., Amirkhanov, V. M., Glowiak, T., Onindo, C. O., Fritsky, I. O. & Kozlowski, H. (1997). J. Inorg. Biochem. 65, 287-294.  [CrossRef] [ChemPort] [ISI]
Wörl, S., Fritsky, I. O., Hellwinkel, D., Pritzkow, H. & Krämer, R. (2005b). Eur. J. Inorg. Chem. pp. 759-765.
Wörl, S., Pritzkow, H., Fritsky, I. O. & Krämer, R. (2005a). Dalton Trans. pp. 27-29.


Acta Cryst (2012). E68, m1455-m1456   [ doi:10.1107/S1600536812044959 ]

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