Aqua­bis­(4-fluoro­benzoato-κO)bis­(nicotinamide-κN1)copper(II) nicotinamide hemisolvate trihydrate

Necefoğlu, H.; Özbek, F.E.; Öztürk, V.; Adıgüzel, V.; Hökelek, T.

doi:10.1107/S1600536811053116

Volume 68
Part 1
Pages m52-m53
January 2012

Received 11 November 2011
Accepted 9 December 2011
Online 17 December 2011

Key indicators
Single-crystal X-ray study
T = 100 K
Mean (C-C) = 0.006 Å
R = 0.063
wR = 0.160
Data-to-parameter ratio = 16.9
Details

Aquabis(4-fluorobenzoato-O)bis(nicotinamide-N¹)copper(II) nicotinamide hemisolvate trihydrate

Hacali Necefoglu,^a Füreya Elif Özbek,^a Vijdan Öztürk,^a Vedat Adigüzel ^a and Tuncer Hökelek ^b ^*

^aKafkas University, Department of Chemistry, 36100 Kars, Turkey, and ^bHacettepe University, Department of Physics, 06800 Beytepe, Ankara, Turkey
Correspondence e-mail: merzifon@hacettepe.edu.tr

The asymmetric unit of the title compound, [Cu(C₇H₄FO₂)₂(C₆H₆N₂O)₂(H₂O)]·0.5C₆H₆N₂O·3H₂O, contains two aquabis(4-fluorobenzoato)bis(nicotinamide)copper(II) molecules, one nicotinamide solvent molecule and six water molecules. The Cu^II ion is coordinated by two O atoms from two 4-fluorobenzoate ligands, two N atoms from two nicotinamide ligands and one water O atom in a distorted square-pyramidal geometry. In the crystal, O-HO, O-HN and N-HO hydrogen bonds consolidate the crystal packing, which also exhibits [pi] - [pi] interactions between the aromatic rings [centroid-centroid distances 3.692 (2)-3.794 (2) Å].

Related literature

For general background to niacin, see: Krishnamachari (1974). For general background to the nicotinic acid derivative N,N-diethylnicotinamide, see: Bigoli et al. (1972). For related structures, see: Hökelek et al. (1996, 2009a,b); Hökelek & Necefoglu (1998, 2007); Necefoglu et al. (2011). For bond-length data, see: Allen et al. (1987).

Experimental

Crystal data

[Cu(C₇H₄FO₂)₂(C₆H₆N₂O)₂(H₂O)]·0.5C₆H₆N₂O·3H₂O
M_r = 719.13
Monoclinic, P 2₁ /c
a = 18.4108 (4) Å
b = 14.8908 (3) Å
c = 22.8569 (5) Å
= 105.247 (3)°
V = 6045.7 (2) Å³
Z = 8
Mo K radiation
= 0.80 mm^-1
T = 100 K
0.24 × 0.20 × 0.19 mm

Data collection

Bruker Kappa APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2005) T_min = 0.825, T_max = 0.858
103729 measured reflections
15210 independent reflections
11162 reflections with I > 2(I)
R_int = 0.060

Refinement

R[F² > 2(F²)] = 0.063
wR(F²) = 0.160
S = 1.12
15210 reflections
900 parameters
34 restraints
H atoms treated by a mixture of independent and constrained refinement
_max = 1.27 e Å^-3
_min = -1.16 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N2-H2AO18	0.86	2.10	2.929 (6)	163
N2-H2BO4ⁱ	0.86	2.13	2.914 (5)	150
N4-H4AO18ⁱⁱ	0.86	2.27	3.090 (6)	160
N4-H4BO4ⁱⁱⁱ	0.86	2.12	2.909 (5)	152
N6-H6AO21^iv	0.86	2.00	2.849 (5)	169
N6-H6BO9^v	0.86	2.18	2.925 (4)	145
N8-H8AO16	0.86	2.44	3.285 (5)	167
N8-H8BO9^vi	0.86	2.07	2.890 (4)	160
N10-H10AO7	0.86	2.20	3.031 (5)	163
N10-H10BO12^vii	0.86	2.10	2.897 (5)	155
O7-H71O13^vii	0.92 (3)	1.85 (3)	2.762 (4)	174 (3)
O7-H72O14^vii	0.81 (5)	2.02 (5)	2.824 (4)	174 (3)
O14-H141N9	0.93 (4)	1.93 (4)	2.812 (4)	158 (4)
O14-H142O5^viii	0.93 (3)	1.85 (3)	2.782 (4)	177 (5)
O16-H161O19	0.60 (4)	2.26 (3)	2.845 (6)	164 (8)
O17-H172O6^ix	0.73 (5)	2.21 (5)	2.887 (5)	156 (5)
O18-H182O17^x	0.63 (6)	2.30 (6)	2.839 (6)	145 (7)
O19-H191O13	0.74 (5)	2.06 (5)	2.800 (6)	172 (5)
O20-H201O18^viii	0.77	2.07	2.611 (6)	128
O20-H202O15	0.64	2.14	2.710 (5)	149
O21-H211O2	0.91 (3)	1.91 (3)	2.807 (4)	169 (4)
O21-H212O16^xi	0.89 (4)	1.88 (5)	2.759 (5)	168 (5)
Symmetry codes: (i) $[-x, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (ii) x, y+1, z; (iii) $[-x, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (iv) -x, -y+1, -z+1; (v) $[-x+1, y+{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (vi) $[-x+1, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (vii) $[x, -y+{\script{1\over 2}}, z-{\script{1\over 2}}]$ ; (viii) $[x, -y+{\script{1\over 2}}, z+{\script{1\over 2}}]$ ; (ix) -x+1, -y+1, -z+1; (x) -x+1, -y, -z+1; (xi) -x, -y, -z+1.

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) and PLATON (Spek, 2009).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CV5200 ).

Acknowledgements

The authors are indebted to Anadolu University and the Medicinal Plants and Medicine Research Centre of Anadolu University, Eskisehir, Turkey, for use of the diffractometer. This work was supported financially by the Scientific and Technological Research Council of Turkey (grant No. 106 T472).

References

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