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Volume 69 
Part 4 
Pages m198-m199  
April 2013  

Received 4 March 2013
Accepted 6 March 2013
Online 13 March 2013

Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.004 Å
R = 0.047
wR = 0.114
Data-to-parameter ratio = 14.4
Details
Open access

trans-Tetraaquabis(isonicotinamide-[kappa]N1)zinc bis(3-hydroxybenzoate) tetrahydrate

aDepartment of Chemistry, Kafkas University, 36100 Kars, Turkey,bDepartment of Physics, Sakarya University, 54187 Esentepe, Sakarya, Turkey, and cDepartment of Physics, Hacettepe University, 06800 Beytepe, Ankara, Turkey
Correspondence e-mail: merzifon@hacettepe.edu.tr

The asymmetric unit of the title compound, [Zn(C6H6N2O)2(H2O)4](C7H5O3)2·4H2O, contains half of the complex cation with the ZnII ion located on an inversion center, a 3-hydroxybenzoate counter-anion and two uncoordinating water molecules. Four water O atoms in the equatorial plane around the ZnII ion [Zn-O = 2.089 (2) and 2.128 (2) Å] form a slightly distorted square-planar arrangement and the distorted octahedral geometry is completed by the two N atoms [Zn-N = 2.117 (2) Å] from two isonicotinamide ligands. In the anion, the carboxylate group is twisted from the attached benzene ring at 9.0 (2)°. In the crystal, a three-dimensional hydrogen-bonding network, formed by classical O-H...O and N-H...O and weak C-H...O hydrogen bonds, consolidates the crystal packing, which exhibits [pi]-[pi] stacking between the benzene and pyridine rings, with centroid-centroid distances of 3.458 (2) and 3.609 (2) Å. One of the two H atoms of each uncoordinating water molecule is disordered over two orientations with an occupancy ratio of 0.60:0.40.

Related literature

For related structures, see: Hökelek et al. (2009a[Hökelek, T., Dal, H., Tercan, B., Özbek, F. E. & Necefoglu, H. (2009b). Acta Cryst. E65, m1330-m1331.],b[Hökelek, T., Yilmaz, F., Tercan, B., Gürgen, F. & Necefoglu, H. (2009c). Acta Cryst. E65, m1101-m1102.],c[Hökelek, T., Yilmaz, F., Tercan, B., Özbek, F. E. & Necefoglu, H. (2009d). Acta Cryst. E65, m768-m769.],d[Hökelek, T., Yilmaz, F., Tercan, B., Sertçelik, M. & Necefoglu, H. (2009e). Acta Cryst. E65, m1130-m1131.],e[Hökelek, T., Dal, H., Tercan, B., Aybirdi, Ö. & Necefoglu, H. (2009a). Acta Cryst. E65, m627-m628.]); Sertçelik et al. (2009a[Sertçelik, M., Tercan, B., Sahin, E., Necefoglu, H. & Hökelek, T. (2009a). Acta Cryst. E65, m326-m327.],b[Sertçelik, M., Tercan, B., Sahin, E., Necefoglu, H. & Hökelek, T. (2009b). Acta Cryst. E65, m389-m390.]). For isostructural Ni and Co complexes, see: Zaman et al. (2012a[Zaman, I. G., Çaylak Delibas, N., Necefoglu, H. & Hökelek, T. (2012a). Acta Cryst. E68, m200-m201.],b[Zaman, I. G., Çaylak Delibas, N., Necefoglu, H. & Hökelek, T. (2012b). Acta Cryst. E68, m249-m250.]).

[Scheme 1]

Experimental

Crystal data
  • [Zn(C6H6N2O)2(H2O)4](C7H5O3)2·4H2O

  • Mr = 727.99

  • Monoclinic, P 21 /n

  • a = 6.7002 (2) Å

  • b = 17.0005 (4) Å

  • c = 13.6000 (3) Å

  • [beta] = 99.993 (3)°

  • V = 1525.63 (7) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.89 mm-1

  • T = 100 K

  • 0.38 × 0.38 × 0.32 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 = 0.720, Tmax = 0.752

  • 14180 measured reflections

  • 3808 independent reflections

  • 3497 reflections with I > 2[sigma](I)

  • Rint = 0.033

Refinement
  • R[F2 > 2[sigma](F2)] = 0.047

  • wR(F2) = 0.114

  • S = 1.27

  • 3808 reflections

  • 264 parameters

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

  • [Delta][rho]max = 1.41 e Å-3

  • [Delta][rho]min = -0.47 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O3-H3A...O8i 0.83 (5) 1.88 (5) 2.705 (3) 172 (5)
N2-H21...O7ii 0.83 (4) 2.24 (4) 3.017 (3) 157 (3)
N2-H22...O2i 0.82 (4) 2.21 (4) 3.016 (3) 172 (3)
O5-H51...O2iii 0.85 (5) 1.98 (5) 2.800 (3) 162 (4)
O5-H52...O3ii 0.76 (4) 1.97 (4) 2.719 (3) 170 (4)
O6-H61...O2iv 0.83 (5) 1.89 (5) 2.689 (3) 161 (5)
O6-H62...O4v 0.77 (5) 1.92 (5) 2.687 (3) 179 (5)
O7-H71...O1 0.85 (5) 1.91 (5) 2.761 (3) 178 (3)
O7-H72A...O8vi 0.76 (9) 2.08 (9) 2.814 (4) 163 (8)
O7-H72B...O7vii 0.78 (9) 2.03 (9) 2.783 (3) 160 (8)
O8-H81...O1 0.89 (5) 1.85 (5) 2.739 (3) 177 (4)
O8-H82A...O7viii 0.69 (8) 2.13 (8) 2.814 (4) 167 (6)
O8-H82B...O8ix 0.82 (9) 1.96 (9) 2.787 (3) 178 (6)
C11-H11...O7ii 0.93 2.54 3.455 (3) 168
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{1\over 2}}]; (iii) -x+1, -y, -z+1; (iv) -x, -y, -z+1; (v) [x-{\script{1\over 2}}, -y+{\script{1\over 2}}, z-{\script{1\over 2}}]; (vi) x-1, y, z; (vii) -x, -y, -z+2; (viii) x+1, y, z; (ix) -x+1, -y, -z+2.

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.]); 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: XU5683 ).


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 the X-ray diffractometer.

References

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., Aybirdi, Ö. & Necefoglu, H. (2009a). Acta Cryst. E65, m627-m628.  [CSD] [CrossRef] [details]
Hökelek, T., Dal, H., Tercan, B., Özbek, F. E. & Necefoglu, H. (2009b). Acta Cryst. E65, m1330-m1331.  [CSD] [CrossRef] [details]
Hökelek, T., Yilmaz, F., Tercan, B., Gürgen, F. & Necefoglu, H. (2009c). Acta Cryst. E65, m1101-m1102.  [CSD] [CrossRef] [details]
Hökelek, T., Yilmaz, F., Tercan, B., Özbek, F. E. & Necefoglu, H. (2009d). Acta Cryst. E65, m768-m769.  [CSD] [CrossRef] [details]
Hökelek, T., Yilmaz, F., Tercan, B., Sertçelik, M. & Necefoglu, H. (2009e). Acta Cryst. E65, m1130-m1131.  [CSD] [CrossRef] [details]
Sertçelik, M., Tercan, B., Sahin, E., Necefoglu, H. & Hökelek, T. (2009a). Acta Cryst. E65, m326-m327.  [CSD] [CrossRef] [details]
Sertçelik, M., Tercan, B., Sahin, E., Necefoglu, H. & Hökelek, T. (2009b). Acta Cryst. E65, m389-m390.  [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]
Zaman, I. G., Çaylak Delibas, N., Necefoglu, H. & Hökelek, T. (2012a). Acta Cryst. E68, m200-m201.  [CSD] [CrossRef] [details]
Zaman, I. G., Çaylak Delibas, N., Necefoglu, H. & Hökelek, T. (2012b). Acta Cryst. E68, m249-m250.  [CSD] [CrossRef] [details]


Acta Cryst (2013). E69, m198-m199   [ doi:10.1107/S1600536813006466 ]

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