Diaquabis­[3-(hydroxy­imino)­butanoato]nickel(II)

Dudarenko, N.M.; Kalibabchuk, V.A.; Malysheva, M.L.; Iskenderov, T.S.; Gumienna-Kontecka, E.

doi:10.1107/S1600536810004605

Volume 66
Part 3
Pages m277-m278
March 2010

Received 2 February 2010
Accepted 5 February 2010
Online 10 February 2010

Key indicators
Single-crystal X-ray study
T = 120 K
Mean (C-C) = 0.002 Å
R = 0.025
wR = 0.060
Data-to-parameter ratio = 16.1
Details

Diaquabis[3-(hydroxyimino)butanoato]nickel(II)

Nikolay M. Dudarenko,^a Valentina A. Kalibabchuk,^b Maria L. Malysheva,^a Turganbay S. Iskenderov ^c ^* and Elzbieta Gumienna-Kontecka ^d

^aDepartment of Chemistry, Kiev National Taras Shevchenko University, Volodymyrska str. 64, 01601 Kiev, Ukraine,^bDepartment of General Chemistry, O.O. Bohomolets National Medical University, Shevchenko blvd. 13, 01601 Kiev, Ukraine,^cDepartment of Chemistry, Karakalpakian University, Universitet Keshesi 1, 742012 Nukus, Uzbekistan, and ^dFaculty of Chemistry, University of Wroclaw, 14 F. Joliot-Curie str., 50-383 Wroclaw, Poland
Correspondence e-mail: turgiskend@freemail.ru

In the neutral, mononuclear title complex, [Ni(C₄H₆NO₃)₂(H₂O)₂], the Ni atom lies on a crystallographic inversion centre within a distorted octahedral N₂O₄ environment. Two trans-disposed anions of 3-hydroxyiminobutanoic acid occupy four equatorial sites, coordinated by the deprotonated carboxylate and protonated oxime groups and forming six-membered chelate rings, while the two axial positions are occupied by the water O atoms. The O atom of the oxime group forms an intramolecular hydrogen bond with the coordinated carboxylate O atom. The complex molecules are linked into chains along b by hydrogen bonds between the water O atom and the carboxylate O of a neighbouring molecule. The chains are linked by further hydrogen bonds into a layer structure.

Related literature

For the coordination chemistry of 2-hydroxyiminopropanoic acid and its amide derivatives, see: Onindo et al. (1995); Duda et al. (1997); Moroz et al. (2008). For 2-hydroxyiminocarboxylic acids as efficient metal chelators, see: Onindo et al. (1995); Sliva et al. (1997a,b); Gumienna-Kontecka et al. (2000). For the use of 2-hydroxyiminocarboxylic acid derivatives as efficient ligands for the stabilization of high oxidation states of transitional metals, see: Fritsky et al. (1998, 2006). For the structures of hydroxyiminocarboxylic acid derivatives, see: Onindo et al. (1995); Sliva et al. (1997a,b); Mokhir et al. (2002). For structures with monodentately coordinated carboxylic groups, see: Wörl et al. (2005a,b). For the synthesis, see: Khromov (1950).

Experimental

Crystal data

[Ni(C₄H₆NO₃)₂(H₂O)₂]
M_r = 326.94
Monoclinic, P 2₁ /n
a = 9.6071 (9) Å
b = 7.1721 (7) Å
c = 9.6805 (9) Å
= 107.557 (5)°
V = 635.94 (10) Å³
Z = 2
Mo K radiation
= 1.56 mm^-1
T = 120 K
0.23 × 0.15 × 0.11 mm

Data collection

Nonius KappaCCD diffractometer
Absorption correction: multi-scan (SADABS, Sheldrick, 2001) T_min = 0.622, T_max = 0.796
4576 measured reflections
1626 independent reflections
1286 reflections with I > 2(I)
R_int = 0.032

Refinement

R[F² > 2(F²)] = 0.025
wR(F²) = 0.060
S = 1.05
1626 reflections
101 parameters
H atoms treated by a mixture of independent and constrained refinement
_max = 0.35 e Å^-3
_min = -0.32 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O4-H2O4O2ⁱ	0.79 (2)	1.94 (2)	2.7293 (17)	175 (2)
O3-H1O3O1ⁱⁱ	0.72 (2)	2.10 (2)	2.7404 (17)	148 (2)
O4-H1O4O2ⁱⁱⁱ	0.87 (3)	1.90 (3)	2.7576 (16)	167 (2)
Symmetry codes: (i) x, y-1, z; (ii) -x, -y, -z; (iii) $[-x-{\script{1\over 2}}, y-{\script{1\over 2}}, -z-{\script{1\over 2}}]$ .

Data collection: COLLECT (Nonius, 2000); cell refinement: DENZO/SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO/SCALEPACK; program(s) used to solve structure: SIR2004 (Burla et al., 2005); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: JH2130 ).

Acknowledgements

The authors thank the Ministry of Education and Science of Ukraine for financial support (grant No. M/263-2008).

References

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metal-organic compounds