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Volume 69 
Part 6 
Pages m349-m350  
June 2013  

Received 22 May 2013
Accepted 27 May 2013
Online 31 May 2013

Key indicators
Single-crystal X-ray study
T = 294 K
Mean [sigma](C-C) = 0.002 Å
R = 0.027
wR = 0.074
Data-to-parameter ratio = 13.7
Details
Open access

Diaquabis(3-chlorobenzoato-[kappa]O)bis(nicotinamide-[kappa]N1)cobalt(II)

aDepartment of Chemistry, Kafkas University, 36100 Kars, Turkey,bAksaray University, Department of Physics, 68100, Aksaray, Turkey,cDepartment of Physics, Sakarya University, 54187 Esentepe, Sakarya, Turkey, and dDepartment 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 atom is located on an inversion center and is coordinated by two 3-chlorobenzoate (CB) anions, two nicotinamide (NA) ligands and two water molecules. The four O atoms in the equatorial plane form a slightly distorted square-planar arrangement, while the slightly distorted octahedral coordination is completed by the two N atoms of the NA ligands in the axial positions. The dihedral angle between the carboxylate group and the adjacent benzene ring is 9.14 (9)°, while the pyridine and benzene rings are oriented at a dihedral angle of 82.18 (8)°. In the crystal, N-H...O and O-H...O hydrogen bonds link the molecules into a two-dimensional network lying parallel to (101). [pi]-[pi] stacking between parallel pyridine rings of adjacent molecules [centroid-centroid distance = 3.7765 (8) Å] further stabilizes the crystal structure.

Related literature

For literature on 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: Aydin et al. (2012[Aydin, Ö., Çaylak Delibas, N., Necefoglu, H. & Hökelek, T. (2012). Acta Cryst. E68, m521-m522.]); Hökelek et al. (1996[Hökelek, T., Gündüz, H. & Necefoglu, 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. & Necefoglu, 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.]); Sertçelik et al. (2012a[Sertçelik, M., Çaylak Delibas, N., Necefoglu, H. & Hökelek, T. (2012a). Acta Cryst. E68, m1091-m1092.],b[Sertçelik, M., Çaylak Delibas, N., Necefoglu, H. & Hökelek, T. (2012b). Acta Cryst. E68, m946-m947.],c[Sertçelik, M., Çaylak Delibas, N., Necefoglu, H. & Hökelek, T. (2012c). Acta Cryst. E68, m1067-m1068.]). 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 = 11.5181 (3) Å

  • b = 8.8191 (2) Å

  • c = 13.5089 (3) Å

  • [beta] = 90.546 (2)°

  • V = 1372.16 (6) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.88 mm-1

  • T = 294 K

  • 0.35 × 0.22 × 0.18 mm

Data collection
  • Bruker APEXII CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2012[Bruker (2012). APEX2, SAINT and SADABS. Bruker AXS Inc. Madison, Wisconsin, USA.]) Tmin = 0.793, Tmax = 0.854

  • 18960 measured reflections

  • 2797 independent reflections

  • 2667 reflections with I > 2[sigma](I)

  • Rint = 0.027

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

  • wR(F2) = 0.074

  • S = 1.11

  • 2797 reflections

  • 204 parameters

  • 52 restraints

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

  • [Delta][rho]max = 0.32 e Å-3

  • [Delta][rho]min = -0.33 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N2-H21...O3i 0.84 (3) 2.24 (3) 2.876 (2) 133 (2)
N2-H22...O4ii 0.87 (2) 2.27 (2) 3.012 (2) 143 (2)
O4-H41...O1iii 0.92 (2) 1.68 (2) 2.5822 (16) 164 (2)
O4-H42...O3iv 0.83 (3) 1.98 (3) 2.7892 (15) 166 (2)
Symmetry codes: (i) [-x+{\script{1\over 2}}, y+{\script{1\over 2}}, -z+{\script{3\over 2}}]; (ii) [-x+{\script{1\over 2}}, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]; (iii) -x, -y+2, -z+2; (iv) x, y+1, z.

Data collection: APEX2 (Bruker, 2012[Bruker (2012). APEX2, SAINT and SADABS. Bruker AXS Inc. Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2012[Bruker (2012). APEX2, SAINT and SADABS. 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.]); software used to prepare material for publication: WinGX (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.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SU2606 ).


Acknowledgements

The authors are indebted to Aksaray University and Science and Technology Application and Research Center of Aksaray University, Aksaray, Turkey, for the use of the X-ray diffractometer.

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.
Aydin, Ö., Çaylak Delibas, N., Necefoglu, H. & Hökelek, T. (2012). Acta Cryst. E68, m521-m522.  [CSD] [CrossRef] [details]
Bigoli, F., Braibanti, A., Pellinghelli, M. A. & Tiripicchio, A. (1972). Acta Cryst. B28, 962-966.  [CrossRef] [ChemPort] [details] [ISI]
Bruker (2012). APEX2, SAINT and SADABS. 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. & Necefoglu, H. (1996). Acta Cryst. C52, 2470-2473.  [CSD] [CrossRef] [details]
Hökelek, T. & Necefoglu, H. (1998). Acta Cryst. C54, 1242-1244.  [CSD] [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]
Sertçelik, M., Çaylak Delibas, N., Necefoglu, H. & Hökelek, T. (2012a). Acta Cryst. E68, m1091-m1092.  [CrossRef] [details]
Sertçelik, M., Çaylak Delibas, N., Necefoglu, H. & Hökelek, T. (2012b). Acta Cryst. E68, m946-m947.  [CrossRef] [details]
Sertçelik, M., Çaylak Delibas, N., Necefoglu, H. & Hökelek, T. (2012c). Acta Cryst. E68, m1067-m1068.  [CrossRef] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [details]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [ChemPort] [details]


Acta Cryst (2013). E69, m349-m350   [ doi:10.1107/S160053681301458X ]

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