Diaqua­bis(2-chloro­benzoato-κO)bis­(N,N-diethyl­nicotinamide-κN1)nickel(II)

Hökelek, T.; Dal, H.; Tercan, B.; Özbek, F.E.; Necefoğlu, H.

doi:10.1107/S1600536809014226

Volume 65
Part 5
Pages m545-m546
May 2009

Received 7 April 2009
Accepted 16 April 2009
Online 22 April 2009

Key indicators
Single-crystal X-ray study
T = 100 K
Mean (C-C) = 0.002 Å
R = 0.031
wR = 0.084
Data-to-parameter ratio = 19.4
Details

Diaquabis(2-chlorobenzoato-O)bis(N,N-diethylnicotinamide-N¹)nickel(II)

Tuncer Hökelek,^a ^* Hakan Dal,^b Baris Tercan,^c F. Elif Özbek ^d and Hacali Necefoglu ^d

^aDepartment of Physics, Hacettepe University, 06800 Beytepe, Ankara, Turkey,^bDepartment of Chemistry, Faculty of Science, Anadolu University, 26470 Yenibaglar, Eskisehir, Turkey,^cDepartment of Physics, Karabük University, 78050 Karabük, Turkey, and ^dDepartment of Chemistry, Kafkas University, 63100 Kars, Turkey
Correspondence e-mail: merzifon@hacettepe.edu.tr

In the monomeric and centrosymmetric title Ni^II complex, [Ni(C₇H₄ClO₂)₂(C₁₀H₁₄N₂O)₂(H₂O)₂], the Ni^II ion is located on an inversion center. The asymmetric unit contains one 2-chlorobenzoate ligand, one diethylnicotinamide (DENA) ligand and one coordinating water molecule, the ligands being monodentate. The four O atoms in the equatorial plane around the Ni^II ion form a slightly distorted square-planar arrangement, while the slightly distorted octahedral coordination is completed by two N atoms of the DENA ligands in axial positions. The dihedral angle between the benzene ring and the attached carboxylate group is 87.36 (10)°, while the pyridine and benzene rings are oriented at an angle of 41.90 (5)°. In the crystal structure, intermolecular O-HO hydrogen bonds link the molecules into a two-dimensional network parallel to (10 $[\overline{1}]$ ).

Related literature

For general backgroud, see: Antolini et al. (1982); Bigoli et al. (1972); Nadzhafov et al. (1981); Shnulin et al. (1981). For related structures, see: Hökelek et al. (1995, 1997, 2007, 2008); Hökelek & Necefoglu (1996, 1997, 2007).

Experimental

Crystal data

[Ni(C₇H₄ClO₂)₂(C₁₀H₁₄N₂O)₂(H₂O)₂]
M_r = 762.31
Monoclinic, P 2₁ /n
a = 12.7505 (2) Å
b = 10.3565 (2) Å
c = 14.9673 (3) Å
= 114.046 (1)°
V = 1804.92 (6) Å³
Z = 2
Mo K radiation
= 0.74 mm^-1
T = 100 K
0.27 × 0.18 × 0.11 mm

Data collection

Bruker Kappa APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2005) T_min = 0.828, T_max = 0.923
16593 measured reflections
4519 independent reflections
3781 reflections with I > 2(I)
R_int = 0.034

Refinement

R[F² > 2(F²)] = 0.031
wR(F²) = 0.084
S = 1.06
4519 reflections
233 parameters
2 restraints
H atoms treated by a mixture of independent and constrained refinement
_max = 1.08 e Å^-3
_min = -0.39 e Å^-3

Table 1
Selected bond lengths (Å)

Ni1-O1	2.0336 (10)
Ni1-O4	2.0867 (10)
Ni1-N1	2.1181 (12)

Table 2
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O4-H41O2ⁱ	0.82 (2)	1.86 (2)	2.6267 (17)	155 (2)
O4-H42O3ⁱⁱ	0.85 (2)	1.93 (2)	2.7826 (15)	172 (2)
Symmetry codes: (i) -x, -y+1, -z; (ii) $[-x+{\script{1\over 2}}, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ .

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CI2776 ).

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

Antolini, L., Battaglia, L. P., Corradi, A. B., Marcotrigiano, G., Menabue, L., Pellacani, G. C. & Saladini, M. (1982). Inorg. Chem. 21, 1391-1395.
Bigoli, F., Braibanti, A., Pellinghelli, M. A. & Tiripicchio, A. (1972). Acta Cryst. B28, 962-966.
Bruker (2005). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.
Hökelek, T., Budak, K. & Necefoglu, H. (1997). Acta Cryst. C53, 1049-1051.
Hökelek, T., Çaylak, N. & Necefoglu, H. (2007). Acta Cryst. E63, m2561-m2562.
Hökelek, T., Çaylak, N. & Necefoglu, H. (2008). Acta Cryst. E64, m505-m506.
Hökelek, T. & Necefoglu, H. (1996). Acta Cryst. C52, 1128-1131.
Hökelek, T. & Necefoglu, H. (1997). Acta Cryst. C53, 187-189.
Hökelek, T. & Necefoglu, H. (2007). Acta Cryst. E63, m821-m823.
Hökelek, T., Necefoglu, H. & Balci, M. (1995). Acta Cryst. C51, 2020-2023.
Nadzhafov, G. N., Shnulin, A. N. & Mamedov, Kh. S. (1981). Zh. Strukt. Khim. 22, 124-128.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Shnulin, A. N., Nadzhafov, G. N., Amiraslanov, I. R., Usubaliev, B. T. & Mamedov, Kh. S. (1981). Koord. Khim. 7, 1409-1416.