Tris(ethyl­enediamine)­nickel(II) 1H-pyrazole-3,5-dicarboxyl­ate 1.67-hydrate

Demirtaş, G.; Dege, N.; Yeşilel, O.Z.; Erer, H.; Büyükgüngör, O.

doi:10.1107/S1600536810027066

Volume 66
Part 8
Pages m925-m926
August 2010

Received 3 July 2010
Accepted 8 July 2010
Online 14 July 2010

Key indicators
Single-crystal X-ray study
T = 296 K
Mean (C-C) = 0.008 Å
R = 0.058
wR = 0.146
Data-to-parameter ratio = 16.2
Details

Tris(ethylenediamine)nickel(II) 1H-pyrazole-3,5-dicarboxylate 1.67-hydrate

Günes Demirtas,^a ^* Necmi Dege,^a Okan Zafer Yesilel,^b Hakan Erer ^b and Orhan Büyükgüngör ^a

^aDepartment of Physics, Faculty of Arts and Sciences, Ondokuz Mayis University, 55139 Samsun, Turkey, and ^bDepartment of Chemistry, Faculty of Arts and Sciences, Osmangazi University, 26480 Eskisehir, Turkey
Correspondence e-mail: gunesd@omu.edu.tr

The asymmetric unit of the title compound, [Ni(C₂H₈N₂)₃](C₅H₂N₂O₄)·1.67H₂O, consists of three [Ni(en)₃]²⁺ dications (en is ethylenediamine), three [(pzdc)₃]^2- dianions (pzdc is pyrazole-3,5-dicarboxylate) and five water molecules. In each complex dication, the Ni^II atom is coordinated by six N atoms from three en ligands forming a distorted octahedral coordination geometry. In the crystal, the ions and water molecules are linked into a three-dimensional framework by a large number of N-HO and O-HO hydrogen bonds.

Related literature

For the biological activity of pyrazole compounds, see: Chambers et al. (1985); Lee et al. (1989). For the crystal structures of pyrazole derivatives, see: Foces-Foces et al. (2006); Qu (2009); Xiao et al. (2007, 2009); Xiao & Zhao (2009); Yao et al. (2009). For Ni-N bond lengths, see: Emam et al. (2008).

Experimental

Crystal data

[Ni(C₂H₈N₂)₃](C₅H₂N₂O₄)·1.67H₂O
M_r = 423.13
Triclinic, $[P \overline 1]$
a = 12.8145 (7) Å
b = 12.9218 (7) Å
c = 18.6311 (13) Å
= 72.008 (5)°
= 75.446 (5)°
= 73.480 (4)°
V = 2767.5 (3) Å³
Z = 6
Mo K radiation
= 1.10 mm^-1
T = 296 K
0.52 × 0.35 × 0.07 mm

Data collection

Stoe IPDS 2 diffractometer
Absorption correction: integration (X-RED32; Stoe & Cie, 2002) T_min = 0.582, T_max = 0.949
42996 measured reflections
11465 independent reflections
6232 reflections with I > 2(I)
R_int = 0.091

Refinement

R[F² > 2(F²)] = 0.058
wR(F²) = 0.146
S = 0.91
11465 reflections
706 parameters
15 restraints
H atoms treated by a mixture of independent and constrained refinement
_max = 1.25 e Å^-3
_min = -1.59 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O1W-H1W1O4	0.82 (5)	1.93 (3)	2.725 (6)	162 (8)
O1W-H2W1O9	0.83 (8)	1.94 (8)	2.739 (8)	163 (8)
O2W-H1W2O6	0.82 (7)	1.90 (3)	2.674 (5)	159 (6)
O2W-H2W2O1	0.83 (6)	2.04 (3)	2.856 (6)	167 (8)
O3W-H1W3O7	0.84 (6)	1.95 (6)	2.787 (6)	175 (2)
O3W-H2W3O11ⁱ	0.84 (6)	2.36 (4)	3.074 (6)	144 (6)
O3W-H2W3N24ⁱ	0.84 (6)	2.55 (5)	3.236 (6)	141 (7)
O4W-H1W4O1Wⁱⁱ	0.83 (8)	2.37 (5)	3.094 (8)	146 (8)
O4W-H1W4O9ⁱⁱ	0.83 (8)	2.57 (5)	3.293 (6)	146 (8)
O4W-H2W4O5W	0.84 (7)	2.03 (7)	2.839 (6)	163 (7)
O5W-H1W5O12ⁱⁱⁱ	0.83 (2)	2.01 (3)	2.819 (5)	165 (6)
O5W-H2W5O12ⁱⁱ	0.84 (4)	2.06 (2)	2.888 (5)	176 (7)
N1-H1CO1ⁱⁱ	0.90	2.34	3.215 (6)	164
N1-H1DO3Wⁱⁱ	0.90	2.27	3.159 (7)	170
N2-H2CO9^iv	0.90	2.25	3.118 (6)	162
N2-H2DO1^iv	0.90	2.55	3.358 (6)	150
N3-H3DN21^v	0.90	2.24	3.066 (5)	153
N4-H4CO2ⁱⁱ	0.90	2.24	3.091 (5)	158
N4-H4DO1^iv	0.90	2.15	3.039 (5)	168
N5-H5CO2ⁱⁱ	0.90	2.28	3.091 (6)	150
N5-H5DO5^v	0.90	2.02	2.913 (5)	174
N6-H6CO10^iv	0.90	2.38	3.154 (6)	144
N6-H6CO9^iv	0.90	2.54	3.357 (6)	152
N7-H7CN19^vi	0.90	2.07	2.950 (5)	165
N7-H7DO3W	0.90	2.45	3.314 (6)	162
N8-H8CO2W	0.90	2.22	3.029 (6)	149
N8-H8DO5^vii	0.90	2.57	3.388 (6)	152
N8-H8DO6^vii	0.90	2.59	3.345 (5)	142
N9-H9CO2^vi	0.90	2.19	3.071 (5)	166
N9-H9DO5^vii	0.90	2.18	3.049 (6)	162
N10-H10DO11ⁱ	0.90	2.21	3.066 (6)	159
N11-H11CO1W^vii	0.90	2.33	3.173 (7)	156
N11-H11DO6^vii	0.90	2.09	2.959 (6)	162
N12-H12CO2W	0.90	2.22	3.100 (7)	166
N12-H12DO3W	0.90	2.46	3.213 (6)	142
N13-H13CO8^viii	0.90	2.08	2.929 (6)	157
N13-H13DO7	0.90	2.57	3.307 (7)	139
N14-H14CO4^vii	0.90	2.08	2.976 (6)	173
N14-H14DO12^vii	0.90	2.41	3.284 (7)	163
N15-H15CO3^vii	0.90	2.13	2.940 (6)	149
N16-H16CO8^viii	0.90	2.20	3.017 (6)	151
N16-H16DO12^vii	0.90	2.27	3.147 (5)	164
N17-H17CO7^viii	0.90	2.42	3.290 (6)	162
N17-H17CO8^viii	0.90	2.59	3.351 (6)	142
N17-H17DO10^ix	0.90	2.31	3.151 (6)	155
N18-H18CO3^vii	0.90	2.25	3.100 (6)	157
N20-H20O11^x	0.86	2.35	3.058 (6)	140
N22-H22O4W	0.86	2.00	2.819 (5)	160
N23-H23O10^xi	0.86	2.03	2.856 (6)	160
Symmetry codes: (i) x, y, z-1; (ii) -x+1, -y+1, -z+1; (iii) x+1, y, z-1; (iv) x, y+1, z; (v) -x+1, -y+2, -z+1; (vi) -x, -y, -z+1; (vii) -x, -y+1, -z+1; (viii) -x+1, -y+1, -z; (ix) x, y+1, z-1; (x) -x, -y, -z+2; (xi) -x+1, -y, -z+2.

Data collection: X-AREA (Stoe & Cie, 2002); cell refinement: X-AREA; data reduction: X-RED32 (Stoe & Cie, 2002); 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: CI5127 ).

Acknowledgements

The authors thank the Ondokuz Mayis University Research Fund for financial support.

References

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metal-organic compounds