Bis(2-methoxy­phenolato-κ2O,O′)copper(II)

Mao, G.-Z.; Nong, X.-L.; Zhang, S.H.

doi:10.1107/S160053680903582X

metal-organic compounds

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 65| Part 10| October 2009| Page m1208

doi:10.1107/S160053680903582X

Open

access

Bis(2-methoxyphenolato-κ²O,O′)copper(II)

Guo-Zhu Mao,^a Xiu-Lian Nong ^b and Shu Hua Zhang ^c ^*

^aSchool of Environmental Science and Technology, Tianjin University, Tianjin 300072, People's Republic of China, ^bDepartment of Chemistry and Chemical Engineering, Guangxi Normal University, Guilin 541004, People's Republic of China, and ^cSchool of Chemistry and Bioengineering, Guilin University of Technology, Guilin 541004, People's Republic of China
^*Correspondence e-mail: zsh720108@163.com

(Received 2 July 2009; accepted 4 September 2009; online 12 September 2009)

In the title compound, [Cu(C₇H₇O₂)₂], the asymmetric unit contains one and a half molecules with the central Cu(II) atoms situated on a general position and on a centre of inversion, respectively. Both Cu(II) atoms show a similar slightly distorted square-planar coordination, resulting from four O atoms of two 2-methoxyphenolate anions.

Related literature

For 2-methoxy-phenol compounds, see: Campello et al. (1997 ); Floriani et al. (1988 ); Minhas et al. (1993 ); Kuo et al. (1999 ); Schumann et al. (1996 ); Sobota et al. (2001 ).

Experimental

Crystal data

[Cu(C₇H₇O₂)₂]
M_r = 333.82
Triclinic, $[P \overline 1]$
a = 9.5190 (19) Å
b = 11.540 (2) Å
c = 12.488 (3) Å
α = 102.83 (3)°
β = 103.93 (3)°
γ = 111.20 (3)°
V = 1166.7 (6) Å³
Z = 3
Mo Kα radiation
μ = 1.42 mm⁻¹
T = 293 K
0.23 × 0.12 × 0.08 mm

Data collection

Bruker P4 diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.656, T_max = 0.857
6930 measured reflections
4164 independent reflections
3466 reflections with I > 2σ(I)
R_int = 0.037

Refinement

R[F² > 2σ(F²)] = 0.051
wR(F²) = 0.129
S = 0.93
4164 reflections
289 parameters
4 restraints
H-atom parameters constrained
Δρ_max = 0.70 e Å⁻³
Δρ_min = −0.63 e Å⁻³

Data collection: XSCANS (Bruker, 1997 ); cell refinement: XSCANS; data reduction: SHELXTL (Sheldrick, 2008 ); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053680903582X/gw2068sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S160053680903582X/gw2068Isup2.hkl

checkCIF report

Comment top

2-Methoxy-phenol ligand can act as either mondentate ligand (Campello, et al., 1997), or didentate ligand (Sobota, et al., 2001), or mu₂-o ligand or mu₃:eta¹:eta²-O ligand (Schumann, et al. 1996) or mu₄:eta¹:eta³-O ligand (Floriani, et al. 1988). However, copper compound with 2-Methoxy-phenol have not been reported till today (http://www.ccdc.cam.ac.uk/). The title compound, (I), is a new Cu^II complex prepared by reaction of 2-Methoxy-phenol and Copper(II) nitrate using solvothermal technique.

There are one CuÎI^ atom and two L^- ligand in the asymetric unit. The Cu^II atom has a slightly distorted square-planar environment, formed by four O atoms from two different L^- ligands. The L^- ligand binds to copper in a didentate mode, through two O atoms. In the title complex, the two copper lied in the different position that the Cu2 is at the center of symmetry (010) plane and the Cu1 is at a general position (Fig. 2). The complex further constructed a 3-D network through very weak C–H···O hydrogen bond (C21–H21···O1ⁱ, 3.426 (1) Å, symmetry code: (i) 1 - y,2 - y,1 - z) and C–H···p hydrogen bond (C16···Pⁱⁱ, 3.652 (1) Å, symmetry code: (ii) 1 + x, y, z).

Related literature top

For 2-methoxy-phenol compounds, see: Campello et al. (1997); Floriani et al. (1988); Minhas et al. (1993); Kuo et al. (1999); Schumann et al. (1996); Sobota et al. (2001).

Experimental top

A solution of (0.124 g, 1 mmol) 2-Methoxy-phenol and (0.056 g, 1 mmol) potassium hydroxide in 8 ml absolute methanol was added ((0.125 g, 0.5 mmol) Copper nitrate tetrahydrate. The solution was placed in a 15-ml Tetlon-lined stainless steel parr bomb. The bomd was heated at 363 k for 96 h. The cooled mixture yielded blue block-shaped crystal of (1) in about 71% yield. The crystals were washed with methanol and then dried in air.

Computing details top

Data collection: XSCANS (Bruker, 1997); cell refinement: XSCANS (Bruker, 1997); data reduction: SHELXTL (Sheldrick, 2008); 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), showing 30% probability displacement ellipsoids. Symmetry codes: (A) -x + 1, -y + 2, -z + 1.
	Fig. 2. Packing diagram of title complex,hydrogen atoms were omitted.

Bis(2-methoxyphenolato-κ²O,O')copper(II) top

Crystal data top

[Cu(C₇H₇O₂)₂]	Z = 3
M_r = 333.82	F(000) = 513
Triclinic, P1	D_x = 1.425 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.5190 (19) Å	Cell parameters from 4216 reflections
b = 11.540 (2) Å	θ = 3.1–25.3°
c = 12.488 (3) Å	µ = 1.42 mm⁻¹
α = 102.83 (3)°	T = 293 K
β = 103.93 (3)°	Block, blue
γ = 111.20 (3)°	0.23 × 0.12 × 0.08 mm
V = 1166.7 (6) Å³

Data collection top

Bruker P4 diffractometer	4164 independent reflections
Radiation source: fine-focus sealed tube	3466 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.037
ω scans	θ_max = 25.3°, θ_min = 3.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −11→11
T_min = 0.656, T_max = 0.857	k = −13→13
6930 measured reflections	l = −14→12

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)] = 0.051	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.129	H-atom parameters constrained
S = 0.93	w = 1/[σ²(F_o²) + (0.0653P)² + 1.5P] where P = (F_o² + 2F_c²)/3
4164 reflections	(Δ/σ)_max = 0.001
289 parameters	Δρ_max = 0.70 e Å⁻³
4 restraints	Δρ_min = −0.63 e Å⁻³

Crystal data top

[Cu(C₇H₇O₂)₂]	γ = 111.20 (3)°
M_r = 333.82	V = 1166.7 (6) Å³
Triclinic, P1	Z = 3
a = 9.5190 (19) Å	Mo Kα radiation
b = 11.540 (2) Å	µ = 1.42 mm⁻¹
c = 12.488 (3) Å	T = 293 K
α = 102.83 (3)°	0.23 × 0.12 × 0.08 mm
β = 103.93 (3)°

Data collection top

Bruker P4 diffractometer	4164 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	3466 reflections with I > 2σ(I)
T_min = 0.656, T_max = 0.857	R_int = 0.037
6930 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.051	4 restraints
wR(F²) = 0.129	H-atom parameters constrained
S = 0.93	Δρ_max = 0.70 e Å⁻³
4164 reflections	Δρ_min = −0.63 e Å⁻³
289 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
Cu1	0.52201 (5)	0.70662 (4)	0.76824 (4)	0.03605 (16)
Cu2	0.5000	1.0000	0.5000	0.03477 (19)
C1	0.1962 (4)	0.5274 (4)	0.7391 (3)	0.0393 (9)
C2	0.0931 (5)	0.4117 (4)	0.7551 (4)	0.0544 (11)
H2	0.1388	0.3665	0.7934	0.065*
C3	−0.0719 (6)	0.3655 (5)	0.7154 (5)	0.0700 (14)
H3	−0.1355	0.2901	0.7273	0.084*
C4	−0.1437 (6)	0.4304 (6)	0.6579 (5)	0.0746 (15)
H4	−0.2552	0.3979	0.6298	0.090*
C5	−0.0486 (5)	0.5435 (5)	0.6426 (4)	0.0628 (13)
H5	−0.0982	0.5867	0.6046	0.075*
C6	0.1233 (4)	0.5970 (4)	0.6827 (3)	0.0418 (9)
C7	0.2162 (4)	0.7193 (4)	0.6650 (3)	0.0419 (9)
C8	0.1304 (5)	0.7895 (5)	0.6067 (4)	0.0573 (12)
H8A	0.2086	0.8694	0.6053	0.086*
H8B	0.0672	0.8107	0.6502	0.086*
H8C	0.0613	0.7328	0.5278	0.086*
C9	0.8449 (4)	0.8867 (4)	0.7933 (4)	0.0414 (9)
C10	0.9435 (5)	1.0056 (4)	0.7786 (4)	0.0559 (11)
H10	0.8951	1.0450	0.7342	0.067*
C11	1.1084 (6)	1.0620 (5)	0.8293 (5)	0.0699 (14)
H11	1.1699	1.1386	0.8180	0.084*
C12	1.1844 (5)	1.0075 (5)	0.8966 (5)	0.0727 (15)
H12	1.2960	1.0477	0.9315	0.087*
C13	1.0938 (5)	0.8930 (5)	0.9118 (4)	0.0605 (12)
H13	1.1464	0.8563	0.9565	0.073*
C14	0.9226 (4)	0.8284 (4)	0.8617 (3)	0.0410 (9)
C15	0.8344 (4)	0.7091 (4)	0.8844 (3)	0.0425 (9)
C16	0.9244 (6)	0.6458 (5)	0.9492 (5)	0.0648 (13)
H16A	0.8485	0.5657	0.9520	0.097*
H16B	0.9902	0.7058	1.0277	0.097*
H16C	0.9915	0.6259	0.9089	0.097*
C17	0.4664 (4)	0.8676 (4)	0.2612 (3)	0.0362 (8)
C18	0.4051 (5)	0.8508 (4)	0.1408 (3)	0.0453 (9)
H18	0.3634	0.9074	0.1197	0.054*
C19	0.4051 (5)	0.7535 (4)	0.0537 (4)	0.0472 (10)
H19	0.3619	0.7437	−0.0247	0.057*
C20	0.4707 (5)	0.6694 (4)	0.0840 (4)	0.0465 (10)
H20	0.4724	0.6042	0.0259	0.056*
C21	0.5329 (4)	0.6839 (4)	0.2007 (4)	0.0423 (9)
H21	0.5776	0.6283	0.2197	0.051*
C22	0.5311 (4)	0.7810 (3)	0.2934 (3)	0.0336 (8)
C23	0.5920 (4)	0.7872 (4)	0.4156 (3)	0.0378 (8)
C24	0.6642 (7)	0.6950 (5)	0.4440 (4)	0.0690 (14)
H24A	0.6945	0.7098	0.5267	0.104*
H24B	0.7576	0.7121	0.4218	0.104*
H24C	0.5861	0.6049	0.4013	0.104*
O1	0.3522 (3)	0.5619 (2)	0.7790 (2)	0.0421 (6)
O2	0.3737 (4)	0.7706 (3)	0.6987 (3)	0.0619 (8)
O3	0.6876 (3)	0.8377 (3)	0.7402 (3)	0.0506 (7)
O4	0.6767 (4)	0.6530 (3)	0.8491 (3)	0.0633 (9)
O5	0.4601 (4)	0.9650 (3)	0.3363 (2)	0.0488 (7)
O6	0.5830 (4)	0.8684 (3)	0.5029 (3)	0.0571 (8)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cu1	0.0312 (3)	0.0370 (3)	0.0406 (3)	0.0157 (2)	0.0112 (2)	0.0147 (2)
Cu2	0.0444 (4)	0.0352 (3)	0.0314 (4)	0.0241 (3)	0.0137 (3)	0.0117 (3)
C1	0.038 (2)	0.039 (2)	0.039 (2)	0.0164 (16)	0.0172 (17)	0.0062 (17)
C2	0.051 (2)	0.046 (2)	0.066 (3)	0.017 (2)	0.027 (2)	0.020 (2)
C3	0.049 (3)	0.062 (3)	0.087 (4)	0.007 (2)	0.034 (3)	0.021 (3)
C4	0.034 (2)	0.080 (4)	0.093 (4)	0.011 (2)	0.020 (2)	0.026 (3)
C5	0.038 (2)	0.078 (3)	0.064 (3)	0.023 (2)	0.012 (2)	0.021 (3)
C6	0.0350 (19)	0.048 (2)	0.039 (2)	0.0179 (17)	0.0128 (17)	0.0089 (18)
C7	0.0368 (18)	0.053 (2)	0.037 (2)	0.0237 (18)	0.0122 (16)	0.0116 (19)
C8	0.052 (2)	0.070 (3)	0.061 (3)	0.037 (2)	0.016 (2)	0.027 (3)
C9	0.036 (2)	0.043 (2)	0.043 (2)	0.0142 (17)	0.0169 (17)	0.0146 (19)
C10	0.052 (3)	0.050 (3)	0.066 (3)	0.017 (2)	0.023 (2)	0.027 (2)
C11	0.056 (3)	0.056 (3)	0.079 (4)	0.003 (2)	0.029 (3)	0.022 (3)
C12	0.035 (2)	0.073 (3)	0.084 (4)	0.003 (2)	0.016 (2)	0.020 (3)
C13	0.037 (2)	0.078 (3)	0.057 (3)	0.021 (2)	0.008 (2)	0.023 (3)
C14	0.0334 (19)	0.047 (2)	0.038 (2)	0.0156 (17)	0.0107 (16)	0.0122 (18)
C15	0.037 (2)	0.055 (2)	0.037 (2)	0.0239 (18)	0.0115 (17)	0.0163 (19)
C16	0.057 (3)	0.081 (3)	0.066 (3)	0.038 (3)	0.014 (2)	0.040 (3)
C17	0.0349 (18)	0.0349 (19)	0.035 (2)	0.0156 (16)	0.0097 (16)	0.0073 (17)
C18	0.048 (2)	0.050 (2)	0.038 (2)	0.0260 (19)	0.0090 (18)	0.0129 (19)
C19	0.052 (2)	0.049 (2)	0.031 (2)	0.0178 (19)	0.0122 (18)	0.0062 (19)
C20	0.054 (2)	0.039 (2)	0.041 (2)	0.0181 (18)	0.0202 (19)	0.0031 (18)
C21	0.043 (2)	0.034 (2)	0.052 (3)	0.0194 (17)	0.0206 (19)	0.0093 (18)
C22	0.0306 (17)	0.0305 (18)	0.039 (2)	0.0132 (14)	0.0133 (15)	0.0089 (16)
C23	0.0389 (19)	0.0342 (19)	0.046 (2)	0.0214 (16)	0.0170 (17)	0.0123 (17)
C24	0.100 (4)	0.081 (3)	0.055 (3)	0.071 (3)	0.024 (3)	0.023 (3)
O1	0.0376 (14)	0.0390 (14)	0.0541 (17)	0.0187 (11)	0.0173 (12)	0.0189 (13)
O2	0.0529 (17)	0.065 (2)	0.074 (2)	0.0300 (15)	0.0214 (16)	0.0286 (18)
O3	0.0351 (14)	0.0563 (17)	0.065 (2)	0.0183 (13)	0.0134 (13)	0.0364 (16)
O4	0.0519 (18)	0.065 (2)	0.079 (2)	0.0271 (16)	0.0203 (16)	0.0362 (18)
O5	0.079 (2)	0.0494 (16)	0.0350 (15)	0.0463 (15)	0.0201 (14)	0.0154 (13)
O6	0.0668 (19)	0.0625 (19)	0.0566 (19)	0.0401 (16)	0.0235 (16)	0.0246 (16)

Geometric parameters (Å, º) top

Cu1—O1	1.916 (3)	C11—C12	1.378 (7)
Cu1—O3	1.916 (3)	C11—H11	0.9300
Cu1—O2	1.934 (3)	C12—C13	1.375 (7)
Cu1—O4	1.947 (3)	C12—H12	0.9300
Cu2—O5ⁱ	1.906 (3)	C13—C14	1.423 (5)
Cu2—O5	1.906 (3)	C13—H13	0.9300
Cu2—O6ⁱ	1.952 (3)	C14—C15	1.460 (6)
Cu2—O6	1.952 (3)	C15—O4	1.311 (5)
C1—O1	1.319 (4)	C15—C16	1.518 (5)
C1—C6	1.430 (5)	C16—H16A	0.9600
C1—C2	1.432 (6)	C16—H16B	0.9600
C2—C3	1.379 (6)	C16—H16C	0.9600
C2—H2	0.9300	C17—O5	1.325 (4)
C3—C4	1.384 (7)	C17—C18	1.417 (5)
C3—H3	0.9300	C17—C22	1.429 (5)
C4—C5	1.378 (7)	C18—C19	1.380 (6)
C4—H4	0.9300	C18—H18	0.9300
C5—C6	1.431 (5)	C19—C20	1.401 (6)
C5—H5	0.9300	C19—H19	0.9300
C6—C7	1.467 (6)	C20—C21	1.380 (6)
C7—O2	1.311 (5)	C20—H20	0.9300
C7—C8	1.519 (5)	C21—C22	1.430 (5)
C8—H8A	0.9600	C21—H21	0.9300
C8—H8B	0.9600	C22—C23	1.471 (5)
C8—H8C	0.9600	C23—O6	1.313 (5)
C9—O3	1.321 (4)	C23—C24	1.520 (5)
C9—C14	1.428 (5)	C24—H24A	0.9600
C9—C10	1.436 (6)	C24—H24B	0.9600
C10—C11	1.374 (7)	C24—H24C	0.9600
C10—H10	0.9300

O1—Cu1—O3	173.38 (12)	C13—C12—H12	120.3
O1—Cu1—O2	91.92 (12)	C12—C13—C14	122.6 (4)
O3—Cu1—O2	88.35 (12)	C12—C13—H13	118.7
O1—Cu1—O4	89.17 (12)	C14—C13—H13	118.7
O3—Cu1—O4	91.05 (12)	C13—C14—C9	117.6 (4)
O2—Cu1—O4	175.72 (15)	C13—C14—C15	119.4 (4)
O5ⁱ—Cu2—O5	180.000 (1)	C9—C14—C15	123.0 (3)
O5ⁱ—Cu2—O6ⁱ	92.29 (12)	O4—C15—C14	121.6 (3)
O5—Cu2—O6ⁱ	87.71 (12)	O4—C15—C16	118.1 (4)
O5ⁱ—Cu2—O6	87.71 (12)	C14—C15—C16	120.3 (3)
O5—Cu2—O6	92.29 (12)	C15—C16—H16A	109.5
O6ⁱ—Cu2—O6	180.000 (1)	C15—C16—H16B	109.5
O1—C1—C6	125.1 (3)	H16A—C16—H16B	109.5
O1—C1—C2	116.9 (4)	C15—C16—H16C	109.5
C6—C1—C2	118.0 (3)	H16A—C16—H16C	109.5
C3—C2—C1	121.9 (4)	H16B—C16—H16C	109.5
C3—C2—H2	119.1	O5—C17—C18	116.4 (3)
C1—C2—H2	119.1	O5—C17—C22	124.8 (3)
C2—C3—C4	120.5 (5)	C18—C17—C22	118.8 (3)
C2—C3—H3	119.8	C19—C18—C17	122.2 (4)
C4—C3—H3	119.8	C19—C18—H18	118.9
C3—C4—C5	119.5 (4)	C17—C18—H18	118.9
C3—C4—H4	120.3	C18—C19—C20	119.6 (4)
C5—C4—H4	120.3	C18—C19—H19	120.2
C4—C5—C6	122.7 (5)	C20—C19—H19	120.2
C4—C5—H5	118.7	C21—C20—C19	119.7 (4)
C6—C5—H5	118.7	C21—C20—H20	120.2
C1—C6—C5	117.5 (4)	C19—C20—H20	120.2
C1—C6—C7	123.1 (3)	C20—C21—C22	122.5 (4)
C5—C6—C7	119.4 (4)	C20—C21—H21	118.7
O2—C7—C6	121.4 (3)	C22—C21—H21	118.7
O2—C7—C8	118.5 (4)	C17—C22—C21	117.2 (3)
C6—C7—C8	120.1 (3)	C17—C22—C23	122.9 (3)
C7—C8—H8A	109.5	C21—C22—C23	119.9 (3)
C7—C8—H8B	109.5	O6—C23—C22	122.3 (3)
H8A—C8—H8B	109.5	O6—C23—C24	117.6 (4)
C7—C8—H8C	109.5	C22—C23—C24	120.1 (3)
H8A—C8—H8C	109.5	C23—C24—H24A	109.5
H8B—C8—H8C	109.5	C23—C24—H24B	109.5
O3—C9—C14	124.7 (3)	H24A—C24—H24B	109.5
O3—C9—C10	117.0 (4)	C23—C24—H24C	109.5
C14—C9—C10	118.3 (4)	H24A—C24—H24C	109.5
C11—C10—C9	120.8 (4)	H24B—C24—H24C	109.5
C11—C10—H10	119.6	C1—O1—Cu1	127.9 (2)
C9—C10—H10	119.6	C7—O2—Cu1	130.4 (3)
C10—C11—C12	121.3 (4)	C9—O3—Cu1	127.4 (2)
C10—C11—H11	119.3	C15—O4—Cu1	130.0 (3)
C12—C11—H11	119.3	C17—O5—Cu2	127.9 (2)
C11—C12—C13	119.4 (4)	C23—O6—Cu2	129.0 (3)
C11—C12—H12	120.3

Symmetry code: (i) −x+1, −y+2, −z+1.

Experimental details

Crystal data
Chemical formula	[Cu(C₇H₇O₂)₂]
M_r	333.82
Crystal system, space group	Triclinic, P1
Temperature (K)	293
a, b, c (Å)	9.5190 (19), 11.540 (2), 12.488 (3)
α, β, γ (°)	102.83 (3), 103.93 (3), 111.20 (3)
V (Å³)	1166.7 (6)
Z	3
Radiation type	Mo Kα
µ (mm⁻¹)	1.42
Crystal size (mm)	0.23 × 0.12 × 0.08

Data collection
Diffractometer	Bruker P4 diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.656, 0.857
No. of measured, independent and observed [I > 2σ(I)] reflections	6930, 4164, 3466
R_int	0.037
(sin θ/λ)_max (Å⁻¹)	0.600

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.051, 0.129, 0.93
No. of reflections	4164
No. of parameters	289
No. of restraints	4
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.70, −0.63

Computer programs: XSCANS (Bruker, 1997), SHELXTL (Sheldrick, 2008), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008).

Acknowledgements

We acknowledge financial support by Guangxi Key Laboratory for Advanced Materials and New Preparation Technology (No. 0842003–25) and the Young Science Foundation of Guangxi Province (No. 0832085).

References

Bruker (1997). XSCANS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Campello, M. P. C., Calhorda, M. J., Domingos, A., Galvao, A., Leal, J. P., Pires de Matos, A. & Santos, I. (1997). J. Organomet. Chem. 538, 223–239. CSD CrossRef CAS Web of Science Google Scholar
Floriani, C., Mazzanti, M., Chiesi-Villa, A. & Guastini, C. (1988). Angew. Chem. Int. Ed. Engl. 27, 576–578. CrossRef Web of Science Google Scholar
Kuo, C. N., Huang, T. Y., Shao, M. Y. & Gau, H. M. (1999). Inorg. Chim. Acta, 293, 12–19. Web of Science CSD CrossRef CAS Google Scholar
Minhas, R. K., Edema, J. J. H., Gambarotta, S. & Meetsma, A. (1993). J. Am. Chem. Soc. 115, 6710–6717. CSD CrossRef CAS Web of Science Google Scholar
Schumann, H., Frick, M., Heymer, B. & Girgsdies, F. (1996). J. Organomet. Chem. 512, 117–126. Web of Science CrossRef CAS Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Sobota, P., Przybylak, K., Utko, J., Jerzykiewicz, L. B., Pombeiro, A. J. L., Guedes da Silva, M. F. C. & Szczegot, K. (2001). Chem. Eur. J. 7, 951–958. Web of Science CSD CrossRef PubMed CAS Google Scholar