Bis(pentane-2,4-dionato-κ2O,O′)bis­[4,4,5,5-tetra­methyl-2-(4-pyridyl)­imidazoline-1-oxyl 3-oxide-κN2]manganese(II)

Liu, Y.; Zhang, X.; Xue, Z.; He, Q.; Zhang, Y.

doi:10.1107/S1600536808022952

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 8| August 2008| Page m1077

doi:10.1107/S1600536808022952

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RETRACTED ARTICLE

This article has been retracted.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

Retracted: Bis(pentane-2,4-dionato-κ²O,O′)bis[4,4,5,5-tetramethyl-2-(4-pyridyl)imidazoline-1-oxyl 3-oxide-κN²]manganese(II)

Ying Liu,^a ^* Xianxi Zhang,^a Zechun Xue,^a Qingpeng He ^a and Yu Zhang ^a

^aCollege of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng 252059, People's Republic of China
^*Correspondence e-mail: yllctu@yahoo.com.cn

(Received 10 July 2008; accepted 21 July 2008; online 26 July 2008)

The title compound, [Mn(C₅H₇O₂)₂(C₁₂H₁₆N₃O₂)₂], is isostructural with its Ni^II-containing analogue [Hao, Mu & Kong (2008 ). Acta Cryst. E64, m957]. The asymmetric unit comprises one-half of the molecule and the Mn^II ion is located on an inversion centre. The coordination geometry around the Mn^II ion is slightly distorted octahedral, comprised of four O and two N atoms, in which the four O atoms in the equatorial plane come from two pentane-2,4-dionate ligands and the two N atoms in the axial coordination sites from 4,4,5,5-tetramethyl-2-(4-pyridyl)imidazoline-1-oxyl 3-oxide.

Related literature

For related literature, see: Eddaoudi et al. (2000 ); Hye & Myunghyun (1998 ); Li et al. (1999 ); Tabares et al. (2001 ). For the isostructural Ni^II-containing compound, see: Hao et al. (2008).

Experimental

Crystal data

[Mn(C₅H₇O₂)₂(C₁₂H₁₆N₃O₂)₂]
M_r = 721.71
Triclinic, $[P \overline 1]$
a = 7.107 (2) Å
b = 10.018 (2) Å
c = 12.786 (2) Å
α = 98.16 (3)°
β = 103.20 (3)°
γ = 92.76 (3)°
V = 874.3 (3) Å³
Z = 1
Mo Kα radiation
μ = 0.44 mm⁻¹
T = 298 (2) K
0.39 × 0.28 × 0.17 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ) T_min = 0.848, T_max = 0.929
6447 measured reflections
3371 independent reflections
2590 reflections with I > 2σ(I)
R_int = 0.033

Refinement

R[F² > 2σ(F²)] = 0.041
wR(F²) = 0.114
S = 1.00
3371 reflections
229 parameters
H-atom parameters constrained
Δρ_max = 0.56 e Å⁻³
Δρ_min = −0.50 e Å⁻³

Table 1
Selected geometric parameters (Å, °)

Mn1—O2	2.0151 (17)
Mn1—O1	2.0386 (17)
Mn1—N3	2.178 (2)

O2ⁱ—Mn1—O2	180
O2ⁱ—Mn1—O1	90.98 (7)
O2—Mn1—O1	89.02 (7)
O1ⁱ—Mn1—O1	180
O2—Mn1—N3ⁱ	91.00 (7)
O1—Mn1—N3ⁱ	91.90 (7)
O2—Mn1—N3	89.00 (7)
O1—Mn1—N3	88.10 (7)
N3ⁱ—Mn1—N3	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/S1600536808022952/bx2160sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808022952/bx2160Isup2.hkl

checkCIF report

Comment top

Due to the interesting structures from supramolecular assemblies as well as potential applications on smart optoelectronic, magnetic and porous materials, the design and synthesis of metal–organic coordination polymers have attracted considerable attention (Eddaoudi et al., 2000; Hye & Myunghyun, 1998; Li et al., 1999; Tabares et al., 2001). In this paper, we report the structure of the title compound, (I).

As shown in Fig. 1, the asymmetric unit comprises a half of the molecule and Mn^II ion locates on an inversion centre. The coordination geometry around Mn^II is slightly distorted octahedral, comprised of four O and two N atoms. In which, the four oxygen atoms in the equatorial plane come from two pentane-2,4-dionate and the two nitrogen atoms in the axial coordination sites from 2-(4-pyridyl)-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide. The Mn—N and Mn—O bond lengths are in the range of 2.178 (2)–2.178 (2) and 2.0151 (17)–2.0386 (17) Å, respectively.

Related literature top

For related_literature, see: Eddaoudi et al. (2000); Hye & Myunghyun (1998); Li et al. (1999); Tabares et al. (2001). For the isostructural Ni^II-containing compound, see: Hao et al. (2008).

Experimental top

A mixture of Manganese(II) acetylacetonate (0.5 mmol) and 2-(4-pyridyl)-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide (1 mmol) in 20 ml methanol was refluxed for one day. The resulted solution was filtered. The filtrate was kept in the open flask and evaporated naturally at room temperature. Several days later, pink blocks of (I) were obtained with a high yield of ca 67% based on Mn^II. Anal. Calc. for C₃₄H₄₆MnN₆O₈: C 56.53, H 6.37, N 11.64%; Found: C 56.45, H 6.29, N 11.58%.

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 Mn^II, drawn with 30% probability displacement ellipsoids for the non-hydrogen atoms.

Bis(pentane-2,4-dionato-κ²O,O')bis[4,4,5,5-tetramethyl-2-(4- pyridyl)imidazoline-1-oxyl 3-oxide-κN²]manganese(II) top

Crystal data top

[Mn(C₅H₇O₂)₂(C₁₂H₁₆N₃O₂)₂]	Z = 1
M_r = 721.71	F(000) = 381
Triclinic, P1	D_x = 1.371 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.107 (2) Å	Cell parameters from 3371 reflections
b = 10.018 (2) Å	θ = 3.0–26.1°
c = 12.786 (2) Å	µ = 0.44 mm⁻¹
α = 98.16 (3)°	T = 298 K
β = 103.20 (3)°	Block, pink
γ = 92.76 (3)°	0.39 × 0.28 × 0.17 mm
V = 874.3 (3) Å³

Data collection top

Bruker APEXII CCD area-detector diffractometer	3371 independent reflections
Radiation source: fine-focus sealed tube	2590 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.033
ϕ and ω scans	θ_max = 26.1°, θ_min = 3.0°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −6→8
T_min = 0.848, T_max = 0.930	k = −12→12
6447 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)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.114	H-atom parameters constrained
S = 1.00	w = 1/[σ²(F_o²) + (0.066P)²] where P = (F_o² + 2F_c²)/3
3371 reflections	(Δ/σ)_max < 0.001
229 parameters	Δρ_max = 0.56 e Å⁻³
0 restraints	Δρ_min = −0.50 e Å⁻³

Crystal data top

[Mn(C₅H₇O₂)₂(C₁₂H₁₆N₃O₂)₂]	γ = 92.76 (3)°
M_r = 721.71	V = 874.3 (3) Å³
Triclinic, P1	Z = 1
a = 7.107 (2) Å	Mo Kα radiation
b = 10.018 (2) Å	µ = 0.44 mm⁻¹
c = 12.786 (2) Å	T = 298 K
α = 98.16 (3)°	0.39 × 0.28 × 0.17 mm
β = 103.20 (3)°

Data collection top

Bruker APEXII CCD area-detector diffractometer	3371 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2001)	2590 reflections with I > 2σ(I)
T_min = 0.848, T_max = 0.930	R_int = 0.033
6447 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.041	0 restraints
wR(F²) = 0.114	H-atom parameters constrained
S = 1.00	Δρ_max = 0.56 e Å⁻³
3371 reflections	Δρ_min = −0.50 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
Mn1	0.0000	0.0000	0.0000	0.0281 (7)
C1	−0.1322 (4)	0.3856 (3)	0.1293 (2)	0.0310 (6)
H1A	−0.2696	0.3835	0.1006	0.046*
H1B	−0.0731	0.4742	0.1305	0.046*
H1C	−0.1069	0.3644	0.2019	0.046*
C2	−0.0486 (3)	0.2828 (2)	0.05829 (19)	0.0231 (5)
C3	0.1138 (4)	0.3209 (3)	0.0230 (2)	0.0257 (6)
H3	0.1665	0.4100	0.0456	0.031*
C4	0.2049 (3)	0.2369 (2)	−0.0433 (2)	0.0241 (6)
C5	0.3726 (4)	0.2934 (3)	−0.0814 (2)	0.0327 (6)
H5A	0.4879	0.2528	−0.0507	0.049*
H5B	0.3914	0.3896	−0.0585	0.049*
H5C	0.3458	0.2740	−0.1593	0.049*
C6	0.1702 (3)	0.1166 (2)	0.23876 (19)	0.0219 (5)
H6	0.0386	0.1239	0.2339	0.026*
C7	0.2971 (3)	0.1613 (2)	0.3372 (2)	0.0220 (5)
H7	0.2520	0.1980	0.3969	0.026*
C8	0.5527 (4)	0.0957 (3)	0.2535 (2)	0.0243 (6)
H8	0.6833	0.0870	0.2560	0.029*
C9	0.4137 (3)	0.0539 (2)	0.1579 (2)	0.0229 (5)
H9	0.4544	0.0177	0.0964	0.027*
C10	0.4945 (3)	0.1510 (2)	0.3462 (2)	0.0214 (5)
C11	0.6317 (3)	0.1984 (3)	0.45046 (19)	0.0220 (5)
C12	0.7429 (3)	0.2985 (3)	0.63433 (19)	0.0228 (5)
C13	0.9183 (3)	0.2690 (2)	0.58648 (18)	0.0206 (5)
C14	1.0771 (3)	0.3830 (3)	0.6102 (2)	0.0254 (6)
H14A	1.1718	0.3589	0.5696	0.038*
H14B	1.1380	0.3985	0.6866	0.038*
H14C	1.0221	0.4638	0.5896	0.038*
C15	1.0021 (4)	0.1370 (3)	0.6128 (2)	0.0248 (6)
H15A	0.8995	0.0657	0.5955	0.037*
H15B	1.0644	0.1474	0.6888	0.037*
H15C	1.0952	0.1146	0.5706	0.037*
C16	0.7505 (4)	0.2552 (3)	0.7443 (2)	0.0304 (6)
H16A	0.6337	0.2761	0.7667	0.046*
H16B	0.8603	0.3025	0.7970	0.046*
H16C	0.7622	0.1595	0.7388	0.046*
C17	0.6888 (4)	0.4436 (3)	0.6351 (2)	0.0320 (6)
H17A	0.6873	0.4698	0.5656	0.048*
H17B	0.7823	0.5025	0.6907	0.048*
H17C	0.5626	0.4502	0.6496	0.048*
N1	0.5857 (3)	0.2135 (2)	0.54865 (16)	0.0248 (5)
N2	0.8187 (3)	0.2418 (2)	0.46656 (16)	0.0217 (5)
N3	0.2243 (3)	0.06280 (19)	0.14902 (16)	0.0206 (4)
O1	0.1568 (2)	0.11188 (17)	−0.07682 (13)	0.0249 (4)
O2	−0.1367 (2)	0.16521 (17)	0.03802 (13)	0.0245 (4)
O3	0.4265 (2)	0.1723 (2)	0.56890 (14)	0.0353 (5)
O4	0.9121 (2)	0.25076 (18)	0.39302 (14)	0.0274 (4)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Mn1	0.0255 (17)	0.0255 (17)	0.0309 (19)	−0.0021 (13)	0.0044 (15)	−0.0037 (14)
C1	0.0354 (15)	0.0245 (14)	0.0295 (15)	0.0070 (11)	0.0010 (12)	0.0017 (11)
C2	0.0253 (13)	0.0220 (13)	0.0173 (13)	0.0039 (10)	−0.0057 (10)	0.0043 (10)
C3	0.0297 (14)	0.0208 (13)	0.0232 (14)	0.0009 (10)	−0.0009 (11)	0.0043 (10)
C4	0.0228 (13)	0.0245 (13)	0.0215 (14)	0.0001 (10)	−0.0047 (10)	0.0090 (10)
C5	0.0275 (14)	0.0306 (14)	0.0399 (17)	0.0000 (11)	0.0039 (12)	0.0122 (12)
C6	0.0186 (12)	0.0260 (13)	0.0220 (14)	0.0034 (10)	0.0049 (10)	0.0061 (10)
C7	0.0218 (13)	0.0276 (13)	0.0171 (13)	0.0031 (10)	0.0051 (10)	0.0035 (10)
C8	0.0196 (13)	0.0308 (14)	0.0223 (14)	0.0033 (10)	0.0045 (11)	0.0037 (11)
C9	0.0229 (13)	0.0268 (13)	0.0192 (13)	0.0041 (10)	0.0046 (10)	0.0044 (10)
C10	0.0213 (13)	0.0240 (12)	0.0184 (13)	0.0009 (10)	0.0033 (10)	0.0042 (10)
C11	0.0210 (13)	0.0293 (13)	0.0155 (13)	0.0018 (10)	0.0046 (10)	0.0025 (10)
C12	0.0204 (13)	0.0301 (14)	0.0162 (13)	0.0044 (10)	0.0004 (10)	0.0032 (10)
C13	0.0190 (12)	0.0291 (13)	0.0119 (12)	0.0009 (10)	0.0007 (10)	0.0023 (10)
C14	0.0231 (13)	0.0284 (14)	0.0233 (14)	0.0013 (10)	0.0030 (11)	0.0033 (11)
C15	0.0209 (13)	0.0279 (13)	0.0253 (14)	0.0037 (10)	0.0037 (11)	0.0057 (11)
C16	0.0259 (14)	0.0444 (17)	0.0200 (14)	0.0032 (12)	0.0030 (11)	0.0062 (12)
C17	0.0271 (14)	0.0388 (16)	0.0284 (16)	0.0112 (12)	0.0039 (12)	0.0015 (12)
N1	0.0158 (11)	0.0388 (13)	0.0188 (12)	0.0004 (9)	0.0032 (9)	0.0036 (9)
N2	0.0179 (11)	0.0298 (11)	0.0171 (11)	0.0011 (8)	0.0038 (9)	0.0039 (9)
N3	0.0222 (11)	0.0214 (10)	0.0184 (11)	0.0028 (8)	0.0049 (9)	0.0036 (8)
O1	0.0256 (9)	0.0244 (9)	0.0219 (10)	0.0001 (7)	0.0009 (7)	0.0030 (7)
O2	0.0238 (9)	0.0245 (9)	0.0230 (10)	0.0043 (7)	0.0005 (7)	0.0037 (7)
O3	0.0183 (10)	0.0617 (14)	0.0272 (11)	−0.0016 (9)	0.0067 (8)	0.0113 (10)
O4	0.0218 (9)	0.0406 (11)	0.0204 (10)	0.0010 (8)	0.0078 (8)	0.0032 (8)

Geometric parameters (Å, º) top

Mn1—O2ⁱ	2.0151 (17)	C9—N3	1.333 (3)
Mn1—O2	2.0151 (17)	C9—H9	0.9300
Mn1—O1ⁱ	2.0386 (17)	C10—C11	1.461 (3)
Mn1—O1	2.0386 (17)	C11—N2	1.339 (3)
Mn1—N3ⁱ	2.178 (2)	C11—N1	1.358 (3)
Mn1—N3	2.178 (2)	C12—N1	1.503 (3)
C1—C2	1.509 (3)	C12—C16	1.520 (3)
C1—H1A	0.9600	C12—C17	1.520 (3)
C1—H1B	0.9600	C12—C13	1.533 (3)
C1—H1C	0.9600	C13—N2	1.514 (3)
C2—O2	1.271 (3)	C13—C14	1.513 (3)
C2—C3	1.388 (4)	C13—C15	1.526 (3)
C3—C4	1.395 (4)	C14—H14A	0.9600
C3—H3	0.9300	C14—H14B	0.9600
C4—O1	1.268 (3)	C14—H14C	0.9600
C4—C5	1.502 (3)	C15—H15A	0.9600
C5—H5A	0.9600	C15—H15B	0.9600
C5—H5B	0.9600	C15—H15C	0.9600
C5—H5C	0.9600	C16—H16A	0.9600
C6—N3	1.342 (3)	C16—H16B	0.9600
C6—C7	1.372 (3)	C16—H16C	0.9600
C6—H6	0.9300	C17—H17A	0.9600
C7—C10	1.391 (3)	C17—H17B	0.9600
C7—H7	0.9300	C17—H17C	0.9600
C8—C9	1.382 (3)	N1—O3	1.279 (3)
C8—C10	1.394 (3)	N2—O4	1.279 (2)
C8—H8	0.9300

O2ⁱ—Mn1—O2	180.00 (10)	N2—C11—N1	108.0 (2)
O2ⁱ—Mn1—O1ⁱ	89.02 (7)	N2—C11—C10	127.1 (2)
O2—Mn1—O1ⁱ	90.98 (7)	N1—C11—C10	124.8 (2)
O2ⁱ—Mn1—O1	90.98 (7)	N1—C12—C16	109.9 (2)
O2—Mn1—O1	89.02 (7)	N1—C12—C17	105.8 (2)
O1ⁱ—Mn1—O1	180.00 (9)	C16—C12—C17	110.7 (2)
O2ⁱ—Mn1—N3ⁱ	89.00 (7)	N1—C12—C13	99.99 (19)
O2—Mn1—N3ⁱ	91.00 (7)	C16—C12—C13	115.7 (2)
O1ⁱ—Mn1—N3ⁱ	88.10 (7)	C17—C12—C13	113.8 (2)
O1—Mn1—N3ⁱ	91.90 (7)	N2—C13—C14	110.88 (19)
O2ⁱ—Mn1—N3	91.00 (7)	N2—C13—C15	105.76 (19)
O2—Mn1—N3	89.00 (7)	C14—C13—C15	110.9 (2)
O1ⁱ—Mn1—N3	91.90 (7)	N2—C13—C12	99.71 (17)
O1—Mn1—N3	88.10 (7)	C14—C13—C12	115.9 (2)
N3ⁱ—Mn1—N3	180.00 (8)	C15—C13—C12	112.7 (2)
C2—C1—H1A	109.5	C13—C14—H14A	109.5
C2—C1—H1B	109.5	C13—C14—H14B	109.5
H1A—C1—H1B	109.5	H14A—C14—H14B	109.5
C2—C1—H1C	109.5	C13—C14—H14C	109.5
H1A—C1—H1C	109.5	H14A—C14—H14C	109.5
H1B—C1—H1C	109.5	H14B—C14—H14C	109.5
O2—C2—C3	126.0 (2)	C13—C15—H15A	109.5
O2—C2—C1	114.5 (2)	C13—C15—H15B	109.5
C3—C2—C1	119.5 (2)	H15A—C15—H15B	109.5
C4—C3—C2	125.6 (2)	C13—C15—H15C	109.5
C4—C3—H3	117.2	H15A—C15—H15C	109.5
C2—C3—H3	117.2	H15B—C15—H15C	109.5
O1—C4—C3	125.0 (2)	C12—C16—H16A	109.5
O1—C4—C5	114.8 (2)	C12—C16—H16B	109.5
C3—C4—C5	120.1 (2)	H16A—C16—H16B	109.5
C4—C5—H5A	109.5	C12—C16—H16C	109.5
C4—C5—H5B	109.5	H16A—C16—H16C	109.5
H5A—C5—H5B	109.5	H16B—C16—H16C	109.5
C4—C5—H5C	109.5	C12—C17—H17A	109.5
H5A—C5—H5C	109.5	C12—C17—H17B	109.5
H5B—C5—H5C	109.5	H17A—C17—H17B	109.5
N3—C6—C7	124.0 (2)	C12—C17—H17C	109.5
N3—C6—H6	118.0	H17A—C17—H17C	109.5
C7—C6—H6	118.0	H17B—C17—H17C	109.5
C6—C7—C10	118.9 (2)	O3—N1—C11	127.0 (2)
C6—C7—H7	120.5	O3—N1—C12	121.8 (2)
C10—C7—H7	120.5	C11—N1—C12	111.0 (2)
C9—C8—C10	119.1 (2)	O4—N2—C11	126.4 (2)
C9—C8—H8	120.5	O4—N2—C13	121.89 (18)
C10—C8—H8	120.5	C11—N2—C13	111.45 (18)
N3—C9—C8	123.4 (2)	C9—N3—C6	116.9 (2)
N3—C9—H9	118.3	C9—N3—Mn1	124.82 (16)
C8—C9—H9	118.3	C6—N3—Mn1	118.27 (16)
C7—C10—C8	117.7 (2)	C4—O1—Mn1	121.54 (16)
C7—C10—C11	119.6 (2)	C2—O2—Mn1	121.01 (16)
C8—C10—C11	122.7 (2)

Symmetry code: (i) −x, −y, −z.

Experimental details

Crystal data
Chemical formula	[Mn(C₅H₇O₂)₂(C₁₂H₁₆N₃O₂)₂]
M_r	721.71
Crystal system, space group	Triclinic, P1
Temperature (K)	298
a, b, c (Å)	7.107 (2), 10.018 (2), 12.786 (2)
α, β, γ (°)	98.16 (3), 103.20 (3), 92.76 (3)
V (Å³)	874.3 (3)
Z	1
Radiation type	Mo Kα
µ (mm⁻¹)	0.44
Crystal size (mm)	0.39 × 0.28 × 0.17

Data collection
Diffractometer	Bruker APEXII CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2001)
T_min, T_max	0.848, 0.930
No. of measured, independent and observed [I > 2σ(I)] reflections	6447, 3371, 2590
R_int	0.033
(sin θ/λ)_max (Å⁻¹)	0.618

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.041, 0.114, 1.00
No. of reflections	3371
No. of parameters	229
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.56, −0.50

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

Selected geometric parameters (Å, º) top

Mn1—O2ⁱ	2.0151 (17)	Mn1—N3ⁱ	2.178 (2)
Mn1—O1ⁱ	2.0386 (17)	Mn1—N3	2.178 (2)
Mn1—O1	2.0386 (17)

O2ⁱ—Mn1—O2	180.00 (10)	O1ⁱ—Mn1—N3ⁱ	88.10 (7)
O2ⁱ—Mn1—O1ⁱ	89.02 (7)	O1—Mn1—N3ⁱ	91.90 (7)
O2—Mn1—O1ⁱ	90.98 (7)	O2ⁱ—Mn1—N3	91.00 (7)
O2ⁱ—Mn1—O1	90.98 (7)	O2—Mn1—N3	89.00 (7)
O2—Mn1—O1	89.02 (7)	O1ⁱ—Mn1—N3	91.90 (7)
O1ⁱ—Mn1—O1	180.00 (9)	O1—Mn1—N3	88.10 (7)
O2ⁱ—Mn1—N3ⁱ	89.00 (7)	N3ⁱ—Mn1—N3	180.00 (8)
O2—Mn1—N3ⁱ	91.00 (7)

Symmetry code: (i) −x, −y, −z.

Acknowledgements

The authors thank the Natural Science Foundation of China (grant No. 20501011) and Liaocheng University (grant No. X071011) for financial support.

References

Bruker (2001). SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Bruker (2004). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Eddaoudi, M., Li, H. & Yaghi, O. M. (2000). J. Am. Chem. Soc. 122, 1391–1397. Web of Science CrossRef CAS Google Scholar
Hao, L., Mu, C. & Kong, B. (2008). Acta Cryst. E64, m957. Web of Science CrossRef IUCr Journals Google Scholar
Hye, J. C. & Myunghyun, P. S. (1998). J. Am. Chem. Soc. 120, 10622–10628. Google Scholar
Li, H., Eddaoudi, M., O'Keeffe, M. & Yaghi, O. M. (1999). Nature (London), 402, 276–279. CAS Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Tabares, L. C., Navarro, J. A. R. & Salas, J. M. (2001). J. Am. Chem. Soc. 123, 383–387. Web of Science CSD CrossRef CAS Google Scholar

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Volume 64| Part 8| August 2008| Page m1077

doi:10.1107/S1600536808022952

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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-κ2O,O′)bis­­[4,4,5,5-tetra­methyl-2-(4-pyridyl)­imidazoline-1-oxyl 3-oxide-κN2]manganese(II)

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

Retracted: Bis(pentane-2,4-dionato-κ²O,O′)bis[4,4,5,5-tetramethyl-2-(4-pyridyl)imidazoline-1-oxyl 3-oxide-κN²]manganese(II)