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Volume 69 
Part 3 
Pages m173-m174  
March 2013  

Received 15 February 2013
Accepted 20 February 2013
Online 28 February 2013

Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.008 Å
R = 0.088
wR = 0.237
Data-to-parameter ratio = 16.3
Details
Open access

Diaquabis(2-chlorobenzoato-[kappa]O)bis(nicotinamide-[kappa]N1)cobalt(II)

aDepartment of Physics, Karabük University, 78050 Karabük, Turkey,bDepartment of Chemistry, Kafkas University, 36100 Kars, Turkey, and cDepartment of Physics, Hacettepe University, 06800 Beytepe, Ankara, Turkey
Correspondence e-mail: merzifon@hacettepe.edu.tr

In the title complex, [Co(C7H4ClO2)2(C6H6N2O)2(H2O)2], the CoII cation is located on an inversion center and is coordinated by two 2-chlorobenzoate anions, two nicotinamide (NA) ligands and two water molecules. The four O atoms in the equatorial plane around the CoII cation form a slightly distorted square-planar arrangement, while the slightly distorted octahedral coordination is completed by the two pyridine N atoms of the NA ligands in the axial positions. The dihedral angle between the carboxylate group and the adjacent benzene ring is 29.7 (4)°, while the pyridine and benzene rings are oriented at a dihedral angle of 83.17 (15)°. Intramolecular O-H...O hydrogen bonding occurs between the carboxylate group and coordinating water molecule. In the crystal, intermolecular N-H...O, O-H...O and weak C-H...O hydrogen bonds link the molecules into a three-dimensional network.

Related literature

For background to niacin, see: Krishnamachari (1974[Krishnamachari, K. A. V. R. (1974). Am. J. Clin. Nutr. 27, 108-111.]). For information on the nicotinic acid derivative N,N-diethylnicotinamide, see: Bigoli et al. (1972[Bigoli, F., Braibanti, A., Pellinghelli, M. A. & Tiripicchio, A. (1972). Acta Cryst. B28, 962-966.]). For related structures, see: Hökelek et al. (1996[Hökelek, T., Gündüz, H. & Necefouglu, H. (1996). Acta Cryst. C52, 2470-2473.], 2009a[Hökelek, T., Dal, H., Tercan, B., Özbek, F. E. & Necefoglu, H. (2009a). Acta Cryst. E65, m466-m467.],b[Hökelek, T., Dal, H., Tercan, B., Özbek, F. E. & Necefoglu, H. (2009b). Acta Cryst. E65, m607-m608.]); Hökelek & Necefoglu (1998[Hökelek, T. & Necefouglu, H. (1998). Acta Cryst. C54, 1242-1244.], 2007[Hökelek, T. & Necefoglu, H. (2007). Acta Cryst. E63, m821-m823.]); Necefoglu et al. (2011a[Necefoglu, H., Özbek, F. E., Öztürk, V., Tercan, B. & Hökelek, T. (2011a). Acta Cryst. E67, m900-m901.],b[Necefoglu, H., Maraci, A., Özbek, F. E., Tercan, B. & Hökelek, T. (2011b). Acta Cryst. E67, m619-m620.]). For bond-length data, see: Allen et al. (1987[Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.]).

[Scheme 1]

Experimental

Crystal data
  • [Co(C7H4ClO2)2(C6H6N2O)2(H2O)2]

  • Mr = 650.32

  • Monoclinic, P 21 /n

  • a = 7.8679 (2) Å

  • b = 17.9522 (3) Å

  • c = 9.8492 (2) Å

  • [beta] = 106.637 (3)°

  • V = 1332.92 (5) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.90 mm-1

  • T = 100 K

  • 0.39 × 0.33 × 0.23 mm

Data collection
  • Bruker Kappa APEXII CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2005[Bruker (2005). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.708, Tmax = 0.811

  • 10778 measured reflections

  • 3285 independent reflections

  • 2366 reflections with I > 2[sigma](I)

  • Rint = 0.061

Refinement
  • R[F2 > 2[sigma](F2)] = 0.088

  • wR(F2) = 0.237

  • S = 1.23

  • 3285 reflections

  • 202 parameters

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

  • [Delta][rho]max = 1.42 e Å-3

  • [Delta][rho]min = -1.61 e Å-3

Table 1
Selected bond lengths (Å)

Co1-N1 2.129 (4)
Co1-O2 2.102 (4)
Co1-O4 2.153 (4)

Table 2
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N2-H21...O1i 0.82 (10) 2.11 (9) 2.861 (6) 152 (9)
N2-H22...O3ii 0.90 (7) 2.20 (6) 2.932 (7) 138 (5)
O4-H41...O3iii 0.78 (9) 2.20 (10) 2.890 (6) 147 (10)
O4-H42...O1 0.96 (9) 1.72 (9) 2.628 (7) 155 (8)
C6-H6...O1iv 0.93 2.55 3.468 (8) 170
C10-H10...O1i 0.93 2.60 3.476 (7) 158
Symmetry codes: (i) x, y, z+1; (ii) -x-1, -y, -z+1; (iii) -x-1, -y, -z; (iv) x+1, y, z.

Data collection: APEX2 (Bruker, 2007[Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). APEX2 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: ORTEP-3 for Windows (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]) and PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]); software used to prepare material for publication: WinGX (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]) and PLATON.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: XU5678 ).


Acknowledgements

The authors are indebted to Anadolu University and the Medicinal Plants and Medicine Research Centre of Anadolu University, Eskisehir, Turkey, for the use of X-ray diffractometer. This work was supported financially by Kafkas University Research Fund (grant No. 2009-FEF-03).

References

Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.
Bigoli, F., Braibanti, A., Pellinghelli, M. A. & Tiripicchio, A. (1972). Acta Cryst. B28, 962-966.  [CrossRef] [ChemPort] [details] [ISI]
Bruker (2005). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [ISI] [CrossRef] [ChemPort] [details]
Hökelek, T., Dal, H., Tercan, B., Özbek, F. E. & Necefoglu, H. (2009a). Acta Cryst. E65, m466-m467.  [CSD] [CrossRef] [details]
Hökelek, T., Dal, H., Tercan, B., Özbek, F. E. & Necefoglu, H. (2009b). Acta Cryst. E65, m607-m608.  [CSD] [CrossRef] [details]
Hökelek, T., Gündüz, H. & Necefouglu, H. (1996). Acta Cryst. C52, 2470-2473.  [CSD] [CrossRef] [details]
Hökelek, T. & Necefouglu, H. (1998). Acta Cryst. C54, 1242-1244.  [CrossRef] [details]
Hökelek, T. & Necefoglu, H. (2007). Acta Cryst. E63, m821-m823.  [CSD] [CrossRef] [details]
Krishnamachari, K. A. V. R. (1974). Am. J. Clin. Nutr. 27, 108-111.  [ChemPort] [PubMed]
Necefoglu, H., Maraci, A., Özbek, F. E., Tercan, B. & Hökelek, T. (2011b). Acta Cryst. E67, m619-m620.  [CSD] [CrossRef] [details]
Necefoglu, H., Özbek, F. E., Öztürk, V., Tercan, B. & Hökelek, T. (2011a). Acta Cryst. E67, m900-m901.  [CSD] [CrossRef] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [details]


Acta Cryst (2013). E69, m173-m174   [ doi:10.1107/S1600536813004984 ]

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