Bis(pentane-2,4-dionato)bis­[2-(4-pyrid­yl)-4,4,5,5-tetra­methyl­imidazoline-1-oxyl 3-oxide]nickel(II)

Hao, L.; Mu, C.; Kong, B.

doi:10.1107/S1600536808018552

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 7| July 2008| Page m957

doi:10.1107/S1600536808018552

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RETRACTED ARTICLE

This article has been retracted. To view the retraction notice, click here.

Retracted: Bis(pentane-2,4-dionato)bis[2-(4-pyridyl)-4,4,5,5-tetramethylimidazoline-1-oxyl 3-oxide]nickel(II)

Lujiang Hao,^a ^* Chunhua Mu ^b and Binbin Kong ^a

^aCollege of Food and Biological Engineering, Shandong Institute of Light Industry, Jinan 250353, People's Republic of China, and ^bMaize Research Insitute, Shandong Academy of Agricultural Science, Jinan 250100, People's Republic of China
^*Correspondence e-mail: lujianghao001@yahoo.com.cn

(Received 12 June 2008; accepted 19 June 2008; online 25 June 2008)

In the title compound, [Ni(C₅H₇O₂)₂(C₁₂H₁₆N₃O₂)], the Ni^II cation is hexacoordinated by four O and two N atoms, showing a slightly distorted octahedral geometry. The Ni^II cation lies on an inversion centre, as a consequence of which the asymmetric unit comprises one half-molecule. The four O atoms belonging to two pentane-2,4-dionate ligands lie in the equatorial plane and two pyridyl N atoms occupy the axial coordination sites.

Related literature

For related literature, see: Caneschi et al. (1989 ); Tsukuda et al. (2002 ); Vostrikova et al. (2000 ); Kuchar et al. (2003 ).

Experimental

Crystal data

[Ni(C₅H₇O₂)₂(C₁₂H₁₆N₃O₂)]
M_r = 725.48
Triclinic, $[P \overline 1]$
a = 6.9862 (10) Å
b = 10.121 (3) Å
c = 12.735 (3) Å
α = 98.20 (2)°
β = 103.21 (2)°
γ = 93.08 (2)°
V = 864.1 (3) Å³
Z = 1
Mo Kα radiation
μ = 0.62 mm⁻¹
T = 293 (2) K
0.43 × 0.28 × 0.22 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ) T_min = 0.776, T_max = 0.875
5805 measured reflections
2968 independent reflections
2356 reflections with I > 2σ(I)
R_int = 0.032

Refinement

R[F² > 2σ(F²)] = 0.039
wR(F²) = 0.101
S = 1.00
2968 reflections
229 parameters
H-atom parameters not refined
Δρ_max = 0.38 e Å⁻³
Δρ_min = −0.51 e Å⁻³

Table 1
Selected geometric parameters (Å, °)

Ni1—O3	2.0239 (17)
Ni1—O4	2.0292 (16)
Ni1—N1	2.154 (2)

O3ⁱ—Ni1—O3	180
O3—Ni1—O4	87.77 (7)
O4ⁱ—Ni1—O4	180
O3—Ni1—N1	88.32 (7)
O4—Ni1—N1	88.59 (7)
N1—Ni1—N1ⁱ	180
Symmetry code: (i) -x, -y, -z.

Data collection: APEX2 (Bruker, 2004 ); cell refinement: SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808018552/kp2176sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808018552/kp2176Isup2.hkl

checkCIF report

Comment top

Design of different kinds of metal-radical coordination architectures with appropriate organic radicals and coligands has been an important subject during the last decade because of their potential use for molecule-based magnetic materials and optical devices (Caneschi et al., 1989; Tsukuda et al., 2002; Vostrikova et al., 2000; Kuchar et al., 2003). The organic species, such as tridentate nitronyl nitroxide radical, and bidentate nitroxide radical could results in a large number of building blocks with the potential applications. In this paper, we report the structure of the title compound, (I).

The Ni^II cation is hexacoordinated with four O and two N atoms showing the slightly distorted octahedral geometry (Fig. 1). The Ni^II cation lies on an inversion centre. The four oxygen atoms belonging to two pentane-2,4-dionate lie in the equatorial plane and the two nitrogen atoms occupy the axial coordination sites. The Ni—N and Ni—O bond lengths are in the range of 2.154 (2)–2.154 (2) and 2.0239 (17)–2.0292 (16) /%A, respectively (Table 1).

Related literature top

For related literature, see: Caneschi et al. (1989); Tsukuda et al. (2002); Vostrikova et al. (2000); Kuchar et al. (2003)

Experimental top

A mixture of nickel(II) acetylacetonate (1 mmoL) and 2-(4-pyridyl)-4,4,5,5-tetramethylimidazoline-1-oxyl 3-oxide (1 mmoL) in 20 mL methanol was refluxed for several h. The above cooled solution was filterated and the filtrate was kept in the ice box. One week later, green blocks of (I) were obtained with yield of ca 3%. Anal. Calc. for C₃₄H₄₆N₆NiO₈: C 56.24, H 6.34, N 11.58%; Found: C 56.19, H 6.28, N 11.47%.

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

Fig. 1. The molecular structure of (I) around Ni^II, drawn with the 30% probability displacement ellipsoids for the non-hydrogen atoms.

Bis(pentane-2,4-dionato)bis[2-(4-pyridyl)-4,4,5,5-tetramethylimidazoline-1- oxyl-3-oxide]nickel(II) top

Crystal data top

[Ni(C₅H₇O₂)₂(C₁₂H₁₆N₃O₂)]	Z = 1
M_r = 725.48	F(000) = 384
Triclinic, P1	D_x = 1.394 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 6.9862 (10) Å	Cell parameters from 2968 reflections
b = 10.121 (3) Å	θ = 3.1–25.0°
c = 12.735 (3) Å	µ = 0.62 mm⁻¹
α = 98.20 (2)°	T = 293 K
β = 103.21 (2)°	Block, green
γ = 93.08 (2)°	0.43 × 0.28 × 0.22 mm
V = 864.1 (3) Å³

Data collection top

Bruker APEXII CCD area-detector diffractometer	2968 independent reflections
Radiation source: fine-focus sealed tube	2356 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.032
ϕ and ω scans	θ_max = 25.0°, θ_min = 3.1°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −6→8
T_min = 0.776, T_max = 0.876	k = −12→12
5805 measured reflections	l = −11→15

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.101	H-atom parameters not refined
S = 1.01	w = 1/[σ²(F_o²) + (0.0577P)²] where P = (F_o² + 2F_c²)/3
2968 reflections	(Δ/σ)_max < 0.001
229 parameters	Δρ_max = 0.38 e Å⁻³
0 restraints	Δρ_min = −0.51 e Å⁻³

Crystal data top

[Ni(C₅H₇O₂)₂(C₁₂H₁₆N₃O₂)]	γ = 93.08 (2)°
M_r = 725.48	V = 864.1 (3) Å³
Triclinic, P1	Z = 1
a = 6.9862 (10) Å	Mo Kα radiation
b = 10.121 (3) Å	µ = 0.62 mm⁻¹
c = 12.735 (3) Å	T = 293 K
α = 98.20 (2)°	0.43 × 0.28 × 0.22 mm
β = 103.21 (2)°

Data collection top

Bruker APEXII CCD area-detector diffractometer	2968 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2001)	2356 reflections with I > 2σ(I)
T_min = 0.776, T_max = 0.876	R_int = 0.032
5805 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.039	0 restraints
wR(F²) = 0.101	H-atom parameters not refined
S = 1.01	Δρ_max = 0.38 e Å⁻³
2968 reflections	Δρ_min = −0.51 e Å⁻³
229 parameters

Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Ni1	0.0000	0.0000	0.0000	0.01842 (16)
C1	0.6315 (4)	0.1982 (3)	0.4503 (2)	0.0171 (5)
C2	0.4941 (4)	0.1511 (2)	0.3460 (2)	0.0157 (5)
C3	0.5524 (4)	0.0953 (3)	0.2533 (2)	0.0182 (5)
H3	0.6852	0.0863	0.2562	0.022*
C4	0.4134 (4)	0.0538 (2)	0.1578 (2)	0.0169 (5)
H4	0.4551	0.0175	0.0965	0.020*
C5	0.1699 (4)	0.1168 (2)	0.2385 (2)	0.0163 (5)
H5	0.0360	0.1243	0.2334	0.020*
C6	0.2972 (3)	0.1614 (2)	0.33692 (19)	0.0159 (5)
H6	0.2511	0.1980	0.3967	0.019*
C7	0.9190 (3)	0.2686 (2)	0.58605 (18)	0.0148 (5)
C8	0.7425 (4)	0.2983 (3)	0.6346 (2)	0.0181 (5)
C9	0.6895 (4)	0.4438 (3)	0.6355 (2)	0.0260 (6)
H9A	0.6955	0.4711	0.5671	0.039*
H9B	0.7816	0.5013	0.6938	0.039*
H9C	0.5585	0.4500	0.6462	0.039*
C10	0.7513 (4)	0.2543 (3)	0.7443 (2)	0.0232 (6)
H10A	0.6333	0.2747	0.7674	0.035*
H10B	0.8640	0.3008	0.7971	0.035*
H10C	0.7623	0.1595	0.7378	0.035*
C11	1.0773 (3)	0.3828 (3)	0.6102 (2)	0.0186 (6)
H11A	1.1758	0.3599	0.5708	0.028*
H11B	1.1372	0.3998	0.6872	0.028*
H11C	1.0201	0.4616	0.5882	0.028*
C12	1.0024 (4)	0.1370 (3)	0.6126 (2)	0.0186 (5)
H12A	0.8965	0.0672	0.5967	0.028*
H12B	1.0684	0.1480	0.6886	0.028*
H12C	1.0945	0.1133	0.5690	0.028*
C13	−0.1318 (4)	0.3856 (3)	0.1296 (2)	0.0236 (6)
H13A	−0.2720	0.3832	0.1017	0.035*
H13B	−0.0716	0.4731	0.1295	0.035*
H13C	−0.1042	0.3661	0.2028	0.035*
C14	−0.0496 (4)	0.2828 (2)	0.05844 (19)	0.0169 (5)
C15	0.1142 (4)	0.3210 (2)	0.0228 (2)	0.0193 (6)
H15	0.1681	0.4094	0.0447	0.023*
C16	0.2042 (4)	0.2369 (2)	−0.0434 (2)	0.0183 (6)
C17	0.3724 (4)	0.2937 (3)	−0.0815 (2)	0.0257 (6)
H17A	0.4877	0.2489	−0.0560	0.039*
H17B	0.3981	0.3877	−0.0531	0.039*
H17C	0.3400	0.2812	−0.1599	0.039*
N1	0.2240 (3)	0.06298 (19)	0.14880 (16)	0.0147 (4)
N2	0.5853 (3)	0.2130 (2)	0.54884 (17)	0.0188 (5)
N3	0.8188 (3)	0.2419 (2)	0.46714 (16)	0.0154 (5)
O1	0.4272 (2)	0.1725 (2)	0.56916 (14)	0.0276 (5)
O2	0.9117 (2)	0.25109 (18)	0.39294 (14)	0.0212 (4)
O3	−0.1365 (2)	0.16536 (16)	0.03800 (13)	0.0173 (4)
O4	0.1568 (2)	0.11205 (17)	−0.07687 (13)	0.0183 (4)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ni1	0.0180 (3)	0.0196 (3)	0.0157 (3)	0.00152 (18)	0.00049 (19)	0.00216 (19)
C1	0.0170 (13)	0.0237 (14)	0.0112 (13)	0.0031 (10)	0.0052 (10)	0.0011 (10)
C2	0.0157 (13)	0.0186 (13)	0.0127 (13)	0.0000 (10)	0.0026 (10)	0.0040 (10)
C3	0.0149 (13)	0.0234 (14)	0.0164 (14)	0.0020 (10)	0.0039 (11)	0.0028 (11)
C4	0.0173 (13)	0.0198 (13)	0.0143 (13)	0.0030 (10)	0.0041 (10)	0.0039 (10)
C5	0.0133 (12)	0.0192 (13)	0.0180 (14)	0.0022 (10)	0.0045 (10)	0.0069 (10)
C6	0.0166 (13)	0.0217 (13)	0.0100 (13)	0.0024 (10)	0.0039 (10)	0.0026 (10)
C7	0.0139 (12)	0.0242 (14)	0.0047 (12)	0.0012 (10)	0.0009 (10)	0.0000 (10)
C8	0.0134 (13)	0.0279 (15)	0.0114 (13)	0.0040 (10)	0.0003 (10)	0.0018 (11)
C9	0.0217 (14)	0.0332 (16)	0.0218 (15)	0.0111 (12)	0.0025 (11)	0.0012 (12)
C10	0.0186 (14)	0.0393 (17)	0.0112 (14)	0.0027 (11)	0.0023 (11)	0.0046 (12)
C11	0.0155 (13)	0.0246 (14)	0.0144 (14)	0.0020 (10)	0.0016 (10)	0.0017 (11)
C12	0.0148 (13)	0.0241 (14)	0.0170 (14)	0.0024 (10)	0.0039 (10)	0.0034 (11)
C13	0.0270 (15)	0.0192 (14)	0.0214 (15)	0.0067 (11)	0.0002 (11)	0.0001 (11)
C14	0.0179 (13)	0.0193 (14)	0.0094 (13)	0.0045 (10)	−0.0062 (10)	0.0029 (10)
C15	0.0221 (14)	0.0155 (13)	0.0168 (14)	0.0003 (10)	−0.0029 (11)	0.0035 (10)
C16	0.0165 (13)	0.0207 (14)	0.0144 (13)	−0.0002 (10)	−0.0061 (10)	0.0087 (10)
C17	0.0190 (14)	0.0257 (15)	0.0308 (16)	−0.0023 (11)	0.0009 (12)	0.0093 (12)
N1	0.0183 (11)	0.0148 (11)	0.0113 (11)	0.0021 (8)	0.0037 (9)	0.0019 (8)
N2	0.0099 (11)	0.0332 (13)	0.0128 (12)	0.0012 (9)	0.0023 (9)	0.0030 (9)
N3	0.0096 (10)	0.0243 (12)	0.0112 (11)	−0.0003 (8)	0.0012 (9)	0.0014 (8)
O1	0.0109 (9)	0.0545 (13)	0.0181 (10)	−0.0025 (8)	0.0046 (8)	0.0083 (9)
O2	0.0145 (9)	0.0369 (11)	0.0126 (9)	0.0002 (8)	0.0058 (7)	0.0010 (8)
O3	0.0157 (9)	0.0184 (9)	0.0159 (9)	0.0034 (7)	−0.0005 (7)	0.0022 (7)
O4	0.0172 (9)	0.0214 (10)	0.0140 (9)	−0.0006 (7)	−0.0002 (7)	0.0027 (7)

Geometric parameters (Å, º) top

Ni1—O3ⁱ	2.0239 (17)	C9—H9B	0.9600
Ni1—O3	2.0239 (17)	C9—H9C	0.9600
Ni1—O4ⁱ	2.0292 (16)	C10—H10A	0.9600
Ni1—O4	2.0292 (16)	C10—H10B	0.9600
Ni1—N1	2.154 (2)	C10—H10C	0.9600
Ni1—N1ⁱ	2.154 (2)	C11—H11A	0.9600
C1—N3	1.318 (3)	C11—H11B	0.9600
C1—N2	1.355 (3)	C11—H11C	0.9600
C1—C2	1.450 (3)	C12—H12A	0.9600
C2—C6	1.364 (3)	C12—H12B	0.9600
C2—C3	1.390 (4)	C12—H12C	0.9600
C3—C4	1.366 (4)	C13—C14	1.506 (3)
C3—H3	0.9300	C13—H13A	0.9600
C4—N1	1.312 (3)	C13—H13B	0.9600
C4—H4	0.9300	C13—H13C	0.9600
C5—N1	1.337 (3)	C14—O3	1.269 (3)
C5—C6	1.361 (3)	C14—C15	1.380 (4)
C5—H5	0.9300	C15—C16	1.388 (4)
C6—H6	0.9300	C15—H15	0.9300
C7—N3	1.495 (3)	C16—O4	1.275 (3)
C7—C11	1.503 (3)	C16—C17	1.488 (3)
C7—C8	1.526 (3)	C17—H17A	0.9600
C7—C12	1.533 (3)	C17—H17B	0.9600
C8—N2	1.491 (3)	C17—H17C	0.9600
C8—C10	1.515 (3)	N2—O1	1.252 (3)
C8—C9	1.537 (4)	N3—O2	1.273 (3)
C9—H9A	0.9600

O3ⁱ—Ni1—O3	180.00 (12)	C8—C10—H10A	109.5
O3ⁱ—Ni1—O4ⁱ	87.77 (7)	C8—C10—H10B	109.5
O3—Ni1—O4ⁱ	92.23 (7)	H10A—C10—H10B	109.5
O3ⁱ—Ni1—O4	92.23 (7)	C8—C10—H10C	109.5
O3—Ni1—O4	87.77 (7)	H10A—C10—H10C	109.5
O4ⁱ—Ni1—O4	180.00 (9)	H10B—C10—H10C	109.5
O3ⁱ—Ni1—N1	91.68 (7)	C7—C11—H11A	109.5
O3—Ni1—N1	88.33 (7)	C7—C11—H11B	109.5
O4ⁱ—Ni1—N1	91.41 (7)	H11A—C11—H11B	109.5
O4—Ni1—N1	88.59 (7)	C7—C11—H11C	109.5
O3ⁱ—Ni1—N1ⁱ	88.32 (7)	H11A—C11—H11C	109.5
O3—Ni1—N1ⁱ	91.67 (7)	H11B—C11—H11C	109.5
O4ⁱ—Ni1—N1ⁱ	88.59 (7)	C7—C12—H12A	109.5
O4—Ni1—N1ⁱ	91.41 (7)	C7—C12—H12B	109.5
N1—Ni1—N1ⁱ	180.00 (8)	H12A—C12—H12B	109.5
N3—C1—N2	107.4 (2)	C7—C12—H12C	109.5
N3—C1—C2	127.1 (2)	H12A—C12—H12C	109.5
N2—C1—C2	125.4 (2)	H12B—C12—H12C	109.5
C6—C2—C3	117.6 (2)	C14—C13—H13A	109.5
C6—C2—C1	119.1 (2)	C14—C13—H13B	109.5
C3—C2—C1	123.3 (2)	H13A—C13—H13B	109.5
C4—C3—C2	119.6 (2)	C14—C13—H13C	109.5
C4—C3—H3	120.2	H13A—C13—H13C	109.5
C2—C3—H3	120.2	H13B—C13—H13C	109.5
N1—C4—C3	123.0 (2)	O3—C14—C15	125.1 (2)
N1—C4—H4	118.5	O3—C14—C13	116.2 (2)
C3—C4—H4	118.5	C15—C14—C13	118.7 (2)
N1—C5—C6	124.5 (2)	C14—C15—C16	124.7 (2)
N1—C5—H5	117.8	C14—C15—H15	117.7
C6—C5—H5	117.8	C16—C15—H15	117.7
C5—C6—C2	118.5 (2)	O4—C16—C15	126.3 (2)
C5—C6—H6	120.7	O4—C16—C17	114.7 (2)
C2—C6—H6	120.7	C15—C16—C17	118.9 (2)
N3—C7—C11	110.84 (19)	C16—C17—H17A	109.5
N3—C7—C8	100.11 (18)	C16—C17—H17B	109.5
C11—C7—C8	114.5 (2)	H17A—C17—H17B	109.5
N3—C7—C12	105.69 (19)	C16—C17—H17C	109.5
C11—C7—C12	112.2 (2)	H17A—C17—H17C	109.5
C8—C7—C12	112.4 (2)	H17B—C17—H17C	109.5
N2—C8—C7	98.88 (19)	C4—N1—C5	116.8 (2)
N2—C8—C10	109.8 (2)	C4—N1—Ni1	124.33 (16)
C7—C8—C10	115.3 (2)	C5—N1—Ni1	118.92 (16)
N2—C8—C9	106.9 (2)	O1—N2—C1	127.2 (2)
C7—C8—C9	113.5 (2)	O1—N2—C8	121.2 (2)
C10—C8—C9	111.4 (2)	C1—N2—C8	111.4 (2)
C8—C9—H9A	109.5	O2—N3—C1	125.5 (2)
C8—C9—H9B	109.5	O2—N3—C7	122.47 (18)
H9A—C9—H9B	109.5	C1—N3—C7	111.82 (19)
C8—C9—H9C	109.5	C14—O3—Ni1	122.70 (15)
H9A—C9—H9C	109.5	C16—O4—Ni1	121.69 (15)
H9B—C9—H9C	109.5

Symmetry code: (i) −x, −y, −z.

Experimental details

Crystal data
Chemical formula	[Ni(C₅H₇O₂)₂(C₁₂H₁₆N₃O₂)]
M_r	725.48
Crystal system, space group	Triclinic, P1
Temperature (K)	293
a, b, c (Å)	6.9862 (10), 10.121 (3), 12.735 (3)
α, β, γ (°)	98.20 (2), 103.21 (2), 93.08 (2)
V (Å³)	864.1 (3)
Z	1
Radiation type	Mo Kα
µ (mm⁻¹)	0.62
Crystal size (mm)	0.43 × 0.28 × 0.22

Data collection
Diffractometer	Bruker APEXII CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2001)
T_min, T_max	0.776, 0.876
No. of measured, independent and observed [I > 2σ(I)] reflections	5805, 2968, 2356
R_int	0.032
(sin θ/λ)_max (Å⁻¹)	0.596

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.039, 0.101, 1.01
No. of reflections	2968
No. of parameters	229
H-atom treatment	H-atom parameters not refined
Δρ_max, Δρ_min (e Å⁻³)	0.38, −0.51

Computer programs: APEX2 (Bruker, 2004), SAINT-Plus (Bruker, 2001), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected geometric parameters (Å, º) top

Ni1—O3ⁱ	2.0239 (17)	Ni1—N1	2.154 (2)
Ni1—O4ⁱ	2.0292 (16)

O3ⁱ—Ni1—O3	180.00 (12)	O3ⁱ—Ni1—N1	91.68 (7)
O3ⁱ—Ni1—O4ⁱ	87.77 (7)	O4ⁱ—Ni1—N1	91.41 (7)
O4ⁱ—Ni1—O4	180.00 (9)	N1—Ni1—N1ⁱ	180.00 (8)

Symmetry code: (i) −x, −y, −z.

Acknowledgements

The authors thank the National Ministry of Science and Technology of China for support (grant No. 2001CB6105-07).

References

Bruker (2001). SAINT-Plus. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Bruker (2004). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Caneschi, A., Gatteschi, D., Renard, J. P., Rey, P. & Sessoli, R. (1989). J. Am. Chem. Soc. 111, 785–786. CrossRef CAS Web of Science Google Scholar
Kuchar, J., Cernak, J., Zak, Z. & Massa, W. (2003). Monogr. Ser. Int. Conf. Coord. Chem., 6, 127-132. CAS Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Tsukuda, T., Suzuki, T. & Kaizaki, S. (2002). J. Chem. Soc. Dalton Trans. pp. 1721–1726. Web of Science CSD CrossRef Google Scholar
Vostrikova, K. E., Luneau, D., Wernsdorfer, W., Rey, P. & Verdaguer, M. (2000). J. Am. Chem. Soc. 122, 718–719. Web of Science CSD CrossRef CAS Google Scholar

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Volume 64| Part 7| July 2008| Page m957

doi:10.1107/S1600536808018552

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Retracted: Bis(pentane-2,4-dionato)bis­­[2-(4-pyrid­yl)-4,4,5,5-tetra­methyl­imidazoline-1-oxyl 3-oxide]nickel(II)

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

Retracted: Bis(pentane-2,4-dionato)bis[2-(4-pyridyl)-4,4,5,5-tetramethylimidazoline-1-oxyl 3-oxide]nickel(II)