trans-Chlorido{3-chloro-2-[(1-naphth­yl)imino­meth­yl]phenyl-κ2C1,N}bis­(trimethyl­phosphane)nickel(II)

Cao, R.; Sun, H.

doi:10.1107/S1600536810046234

metal-organic compounds

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ISSN: 2056-9890

Volume 66| Part 12| December 2010| Page m1589

https://doi.org/10.1107/S1600536810046234

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trans-Chlorido{3-chloro-2-[(1-naphthyl)iminomethyl]phenyl-κ²C¹,N}bis(trimethylphosphane)nickel(II)

Ruixia Cao ^a,^b and Hongjian Sun ^b ^*

^aDepartment of Chemistry, Qilu Normal University, Jinan 250013, People's Republic of China, and ^bSchool of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, People's Republic of China
^*Correspondence e-mail: hjsun@sdu.edu.cn

(Received 15 September 2010; accepted 9 November 2010; online 17 November 2010)

The title compound, [Ni(C₁₇H₁₁ClN)Cl(C₃H₉P)₂], was obtained as a product of the reaction of [Ni(PMe₃)₄] with a molar equivalent of 2,6-dichloro-N-naphthylbenzaldehydeamine in diethyl ether. The τ parameter is 0.3, indicating that the coordination geometry is square-pyramidal. The Ni^II atom lies in the center of a square pyramidal in which one C, one Cl and two P atoms form the basal plane, with the imine N atom in an apical position. Two P-atom donors are located in trans positions.

Related literature

For related structures of nickel compounds, see: Cao et al. (2008 ). For the τ parameter, see: Addison et al. (1984 ).

Experimental

Crystal data

[Ni(C₁₇H₁₁ClN)Cl(C₃H₉P)₂]
M_r = 511.02
Orthorhombic, P 2₁ 2₁ 2₁
a = 9.0529 (19) Å
b = 15.855 (3) Å
c = 17.869 (4) Å
V = 2564.7 (9) Å³
Z = 4
Mo Kα radiation
μ = 1.10 mm⁻¹
T = 273 K
0.12 × 0.10 × 0.08 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ) T_min = 0.879, T_max = 0.917
9377 measured reflections
3708 independent reflections
3376 reflections with I > 2σ(I)
R_int = 0.045
θ_max = 23.5°

Refinement

R[F² > 2σ(F²)] = 0.036
wR(F²) = 0.124
S = 1.00
3708 reflections
268 parameters
H-atom parameters constrained
Δρ_max = 0.30 e Å⁻³
Δρ_min = −0.24 e Å⁻³
Absolute structure: Flack (1983 ), 1893 Friedel pairs
Flack parameter: −0.03 (2)

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: https://doi.org/10.1107/S1600536810046234/bv2163sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810046234/bv2163Isup2.hkl

checkCIF report

Comment top

In the title molecule (Fig.1) the nickel atom lies in the center of a square pyramidal geometry (τ parameter is 0.3, Addison et al. 1984) in which C, Cl and two P atoms form the basal plane withthe imine N in the apical position. Two P-donor atoms are located in trans-positions. A five membered metallacycle is formed through the coordination of the N atom of the imine group and the ortho-chelated C atom. The sum of internal bond angles (540%A) of this chelate ring indicates ideal planarity. The bite angle of the chelating ligand [C1—Ni1—N1 = 80.63 (15) %A] is close to that recently reported (Cao et al., 2008). Similar crystal structures been reported in the literature e.g. N–(o-chlorine-phenyl)-2,6-dichlorobenzaldehydeamine-trans-b is(trimethylphosphine)nickel(II) (Cao et al., 2008). The benzene plane forms an angle of 72.3 (1)%A with five membered metallacycle, which is smaller than the title compound (76.2 (1)%A). The bond lengths and angles of this compound are similar to those in the title compound.

Related literature top

For related structures of nickel compounds, see: Cao et al. (2008). For the τ parameter, see: Addison et al. (1984).

Experimental top

A sample of Ni(PMe₃)₄ (1.0 g, 2.75 mmol) in 30 ml of diethyl ether was combined with a solution of N-naphthyl-2,6-dichlorobenzaldehydeamine (0.83 g, 2.75 mmol) in diethyl ether (20 ml) at -80%A. The reaction mixture was warmed to ambient temperature and stirred for 18 h to form a brown-yellow solution. The volatiles were removed in vacuo, and the resulting solid was extracted with pentane (60 ml). Crystallization at 4%A afforded brown-yellow crystals suitable for X-ray diffraction analysis (yield 0.59 g, 42%), Mp: 146%A.

Structure description top

For related structures of nickel compounds, see: Cao et al. (2008). For the τ parameter, see: Addison et al. (1984).

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. A view of the structure of (I), showing the atmoic numbering scheme and 30% probability displacement ellipsoids.

trans-Chlorido{3-chloro-2-[(1- naphthyl)iminomethyl]phenyl- κ²C¹,N}bis(trimethylphosphane)nickel(II) top

Crystal data top

[Ni(C₁₇H₁₁ClN)Cl(C₃H₉P)₂]	F(000) = 1064
M_r = 511.02	D_x = 1.323 Mg m⁻³
Orthorhombic, P2₁2₁2₁	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 5708 reflections
a = 9.0529 (19) Å	θ = 3.5–27.2°
b = 15.855 (3) Å	µ = 1.10 mm⁻¹
c = 17.869 (4) Å	T = 273 K
V = 2564.7 (9) Å³	Block, brown
Z = 4	0.12 × 0.10 × 0.08 mm

Data collection top

Bruker APEXII CCD diffractometer	3708 independent reflections
Radiation source: fine-focus sealed tube	3376 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.045
phi and ω scans	θ_max = 23.5°, θ_min = 3.5°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −7→9
T_min = 0.879, T_max = 0.917	k = −16→17
9377 measured reflections	l = −20→14

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.036	H-atom parameters constrained
wR(F²) = 0.124	w = 1/[σ²(F_o²) + (0.1P)² + 0.1P] where P = (F_o² + 2F_c²)/3
S = 1.00	(Δ/σ)_max = 0.077
3708 reflections	Δρ_max = 0.30 e Å⁻³
268 parameters	Δρ_min = −0.24 e Å⁻³
0 restraints	Absolute structure: Flack (1983), 1530 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: −0.03 (2)

Crystal data top

[Ni(C₁₇H₁₁ClN)Cl(C₃H₉P)₂]	V = 2564.7 (9) Å³
M_r = 511.02	Z = 4
Orthorhombic, P2₁2₁2₁	Mo Kα radiation
a = 9.0529 (19) Å	µ = 1.10 mm⁻¹
b = 15.855 (3) Å	T = 273 K
c = 17.869 (4) Å	0.12 × 0.10 × 0.08 mm

Data collection top

Bruker APEXII CCD diffractometer	3708 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2001)	3376 reflections with I > 2σ(I)
T_min = 0.879, T_max = 0.917	R_int = 0.045
9377 measured reflections	θ_max = 23.5°

Refinement top

R[F² > 2σ(F²)] = 0.036	H-atom parameters constrained
wR(F²) = 0.124	Δρ_max = 0.30 e Å⁻³
S = 1.00	Δρ_min = −0.24 e Å⁻³
3708 reflections	Absolute structure: Flack (1983), 1530 Friedel pairs
268 parameters	Absolute structure parameter: −0.03 (2)
0 restraints

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	0.24052 (6)	0.05187 (3)	0.99453 (3)	0.03814 (19)
P1	0.35371 (15)	0.15563 (8)	1.05246 (8)	0.0494 (3)
Cl2	0.17839 (16)	0.13255 (7)	0.89625 (6)	0.0534 (3)
P2	0.06670 (16)	−0.03809 (9)	0.96442 (8)	0.0553 (4)
Cl1	0.6167 (2)	−0.17658 (10)	1.12882 (9)	0.0768 (5)
C1	0.2869 (5)	−0.0146 (3)	1.0792 (2)	0.0414 (11)
C11	0.6215 (6)	−0.0827 (3)	0.7665 (3)	0.0499 (12)
C7	0.5207 (5)	−0.0170 (3)	0.8785 (2)	0.0418 (11)
C6	0.4108 (5)	−0.0671 (3)	1.0723 (2)	0.0407 (10)
C5	0.4571 (6)	−0.1144 (3)	1.1346 (3)	0.0531 (13)
C12	0.5413 (5)	−0.0902 (3)	0.8345 (2)	0.0415 (11)
C13	0.4820 (6)	−0.1712 (3)	0.8525 (3)	0.0549 (13)
H13	0.4258	−0.1778	0.8956	0.066*
C16	0.6432 (6)	−0.1554 (4)	0.7219 (3)	0.0677 (16)
H16	0.6961	−0.1509	0.6775	0.081*
C3	0.2568 (7)	−0.0621 (4)	1.2072 (3)	0.0676 (15)
H3	0.2048	−0.0611	1.2520	0.081*
C8	0.5727 (6)	0.0592 (3)	0.8552 (3)	0.0540 (12)
H8	0.5541	0.1072	0.8837	0.065*
C10	0.6795 (8)	−0.0025 (4)	0.7460 (3)	0.0629 (16)
H10	0.7354	0.0027	0.7025	0.076*
C9	0.6544 (6)	0.0660 (4)	0.7886 (3)	0.0636 (15)
H9	0.6914	0.1181	0.7739	0.076*
C4	0.3816 (7)	−0.1120 (4)	1.2009 (3)	0.0625 (15)
H4	0.4139	−0.1438	1.2414	0.075*
C2	0.2089 (6)	−0.0139 (3)	1.1482 (3)	0.0549 (13)
H2	0.1248	0.0193	1.1533	0.066*
C15	0.5889 (8)	−0.2305 (4)	0.7425 (3)	0.0728 (18)
H15	0.6066	−0.2776	0.7129	0.087*
C14	0.5063 (7)	−0.2384 (3)	0.8077 (3)	0.0656 (17)
H14	0.4673	−0.2907	0.8207	0.079*
C17	0.4894 (5)	−0.0668 (3)	1.0012 (2)	0.0417 (10)
H17	0.5725	−0.1003	0.9943	0.050*
N1	0.4418 (4)	−0.0194 (2)	0.9485 (2)	0.0408 (9)
C20	0.3896 (9)	0.2490 (4)	0.9963 (5)	0.101 (3)
H20A	0.2987	0.2786	0.9877	0.151*
H20B	0.4317	0.2325	0.9492	0.151*
H20C	0.4574	0.2852	1.0223	0.151*
C22	0.0628 (10)	−0.1413 (4)	1.0068 (4)	0.100 (3)
H22A	0.0305	−0.1366	1.0578	0.150*
H22B	0.1600	−0.1655	1.0055	0.150*
H22C	−0.0043	−0.1769	0.9797	0.150*
C19	0.2610 (11)	0.2004 (5)	1.1325 (5)	0.125 (3)
H19A	0.2614	0.1603	1.1728	0.188*
H19B	0.1608	0.2138	1.1194	0.188*
H19C	0.3113	0.2508	1.1478	0.188*
C21	0.5326 (7)	0.1326 (4)	1.0908 (5)	0.092 (2)
H21A	0.5768	0.1837	1.1089	0.139*
H21B	0.5942	0.1086	1.0526	0.139*
H21C	0.5225	0.0932	1.1313	0.139*
C23	0.0528 (11)	−0.0661 (5)	0.8660 (4)	0.107 (3)
H23A	−0.0202	−0.1095	0.8598	0.161*
H23B	0.1467	−0.0864	0.8486	0.161*
H23C	0.0247	−0.0173	0.8375	0.161*
C24	−0.1127 (8)	0.0025 (6)	0.9863 (8)	0.153 (5)
H24A	−0.1864	−0.0304	0.9611	0.229*
H24B	−0.1193	0.0601	0.9702	0.229*
H24C	−0.1285	−0.0005	1.0394	0.229*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ni1	0.0381 (3)	0.0439 (3)	0.0325 (3)	−0.0004 (2)	−0.0001 (3)	−0.0011 (2)
P1	0.0460 (8)	0.0455 (7)	0.0568 (8)	0.0043 (5)	−0.0126 (6)	−0.0108 (6)
Cl2	0.0715 (9)	0.0493 (6)	0.0394 (6)	0.0043 (6)	−0.0041 (6)	0.0024 (5)
P2	0.0516 (8)	0.0554 (8)	0.0588 (8)	−0.0134 (6)	−0.0078 (6)	0.0076 (6)
Cl1	0.0980 (12)	0.0663 (9)	0.0660 (9)	0.0286 (8)	−0.0186 (8)	0.0038 (7)
C1	0.040 (3)	0.052 (3)	0.032 (2)	−0.006 (2)	−0.0020 (18)	−0.0021 (19)
C11	0.048 (3)	0.067 (3)	0.034 (2)	0.011 (2)	0.005 (2)	−0.001 (2)
C7	0.038 (3)	0.049 (3)	0.038 (2)	0.006 (2)	0.0041 (19)	0.008 (2)
C6	0.047 (3)	0.037 (2)	0.037 (2)	−0.006 (2)	0.000 (2)	0.0006 (18)
C5	0.069 (4)	0.043 (3)	0.047 (3)	0.000 (2)	−0.010 (3)	0.000 (2)
C12	0.040 (3)	0.050 (3)	0.035 (2)	0.006 (2)	0.0009 (19)	0.001 (2)
C13	0.063 (3)	0.058 (3)	0.044 (3)	0.000 (3)	0.004 (2)	−0.003 (2)
C16	0.061 (4)	0.092 (5)	0.050 (3)	0.013 (3)	0.012 (3)	−0.013 (3)
C3	0.077 (4)	0.092 (4)	0.034 (3)	−0.016 (4)	0.007 (3)	0.008 (3)
C8	0.059 (3)	0.052 (3)	0.051 (3)	−0.003 (3)	0.009 (2)	0.009 (2)
C10	0.056 (3)	0.083 (4)	0.050 (3)	−0.006 (3)	0.014 (2)	0.013 (3)
C9	0.066 (4)	0.070 (4)	0.055 (3)	−0.009 (3)	0.006 (3)	0.016 (3)
C4	0.080 (4)	0.071 (4)	0.037 (3)	−0.002 (3)	−0.002 (3)	0.012 (2)
C2	0.050 (3)	0.076 (3)	0.039 (3)	−0.001 (3)	0.007 (2)	−0.004 (2)
C15	0.091 (5)	0.073 (4)	0.055 (3)	0.015 (4)	−0.005 (3)	−0.020 (3)
C14	0.094 (5)	0.052 (3)	0.051 (3)	−0.003 (3)	−0.006 (3)	−0.006 (2)
C17	0.038 (2)	0.045 (2)	0.042 (2)	0.0057 (19)	0.003 (2)	−0.006 (2)
N1	0.044 (2)	0.043 (2)	0.0351 (19)	0.0075 (17)	0.0027 (17)	−0.0007 (16)
C20	0.120 (6)	0.060 (4)	0.122 (6)	−0.024 (4)	−0.063 (6)	0.014 (4)
C22	0.155 (7)	0.066 (4)	0.080 (4)	−0.054 (4)	−0.041 (5)	0.024 (4)
C19	0.130 (7)	0.113 (6)	0.134 (7)	0.009 (6)	0.032 (7)	−0.069 (6)
C21	0.063 (4)	0.065 (4)	0.149 (7)	0.003 (3)	−0.045 (4)	−0.010 (4)
C23	0.151 (7)	0.094 (5)	0.078 (4)	−0.054 (5)	−0.051 (5)	0.005 (4)
C24	0.042 (4)	0.111 (7)	0.305 (17)	−0.021 (4)	0.022 (7)	−0.009 (9)

Geometric parameters (Å, º) top

Ni1—C1	1.891 (4)	C8—C9	1.405 (7)
Ni1—P2	2.1908 (15)	C8—H8	0.9300
Ni1—P1	2.1973 (14)	C10—C9	1.346 (8)
Ni1—Cl2	2.2443 (13)	C10—H10	0.9300
Ni1—N1	2.297 (4)	C9—H9	0.9300
P1—C21	1.796 (6)	C4—H4	0.9300
P1—C19	1.803 (7)	C2—H2	0.9300
P1—C20	1.818 (7)	C15—C14	1.391 (9)
P2—C24	1.790 (8)	C15—H15	0.9300
P2—C22	1.804 (6)	C14—H14	0.9300
P2—C23	1.819 (7)	C17—N1	1.279 (6)
Cl1—C5	1.752 (6)	C17—H17	0.9300
C1—C6	1.402 (7)	C20—H20A	0.9600
C1—C2	1.420 (7)	C20—H20B	0.9600
C11—C16	1.415 (8)	C20—H20C	0.9600
C11—C10	1.423 (8)	C22—H22A	0.9600
C11—C12	1.421 (6)	C22—H22B	0.9600
C7—C8	1.362 (7)	C22—H22C	0.9600
C7—C12	1.414 (6)	C19—H19A	0.9600
C7—N1	1.441 (6)	C19—H19B	0.9600
C6—C5	1.406 (7)	C19—H19C	0.9600
C6—C17	1.456 (6)	C21—H21A	0.9600
C5—C4	1.368 (8)	C21—H21B	0.9600
C12—C13	1.428 (7)	C21—H21C	0.9600
C13—C14	1.349 (7)	C23—H23A	0.9600
C13—H13	0.9300	C23—H23B	0.9600
C16—C15	1.339 (9)	C23—H23C	0.9600
C16—H16	0.9300	C24—H24A	0.9600
C3—C2	1.372 (8)	C24—H24B	0.9600
C3—C4	1.384 (8)	C24—H24C	0.9600
C3—H3	0.9300

C1—Ni1—P2	89.63 (14)	C10—C9—H9	119.8
C1—Ni1—P1	86.35 (14)	C8—C9—H9	119.8
P2—Ni1—P1	159.73 (6)	C5—C4—C3	119.6 (5)
C1—Ni1—Cl2	177.94 (15)	C5—C4—H4	120.2
P2—Ni1—Cl2	89.94 (5)	C3—C4—H4	120.2
P1—Ni1—Cl2	93.37 (5)	C3—C2—C1	120.3 (5)
C1—Ni1—N1	80.57 (17)	C3—C2—H2	119.8
P2—Ni1—N1	99.30 (11)	C1—C2—H2	119.8
P1—Ni1—N1	99.62 (10)	C16—C15—C14	120.5 (5)
Cl2—Ni1—N1	101.48 (10)	C16—C15—H15	119.7
C21—P1—C19	101.4 (5)	C14—C15—H15	119.7
C21—P1—C20	102.4 (4)	C13—C14—C15	120.8 (6)
C19—P1—C20	101.6 (5)	C13—C14—H14	119.6
C21—P1—Ni1	116.6 (2)	C15—C14—H14	119.6
C19—P1—Ni1	116.8 (3)	N1—C17—C6	118.7 (4)
C20—P1—Ni1	115.7 (3)	N1—C17—H17	120.6
C24—P2—C22	102.5 (5)	C6—C17—H17	120.6
C24—P2—C23	103.7 (6)	C17—N1—C7	119.2 (4)
C22—P2—C23	100.5 (3)	C17—N1—Ni1	107.0 (3)
C24—P2—Ni1	111.3 (3)	C7—N1—Ni1	133.7 (3)
C22—P2—Ni1	120.1 (2)	P1—C20—H20A	109.5
C23—P2—Ni1	116.5 (3)	P1—C20—H20B	109.5
C6—C1—C2	118.6 (4)	H20A—C20—H20B	109.5
C6—C1—Ni1	116.0 (3)	P1—C20—H20C	109.5
C2—C1—Ni1	125.4 (4)	H20A—C20—H20C	109.5
C16—C11—C10	122.1 (5)	H20B—C20—H20C	109.5
C16—C11—C12	118.9 (5)	P2—C22—H22A	109.5
C10—C11—C12	119.0 (4)	P2—C22—H22B	109.5
C8—C7—C12	120.9 (4)	H22A—C22—H22B	109.5
C8—C7—N1	117.4 (4)	P2—C22—H22C	109.5
C12—C7—N1	121.7 (4)	H22A—C22—H22C	109.5
C1—C6—C5	119.1 (4)	H22B—C22—H22C	109.5
C1—C6—C17	117.7 (4)	P1—C19—H19A	109.5
C5—C6—C17	123.1 (5)	P1—C19—H19B	109.5
C4—C5—C6	121.4 (5)	H19A—C19—H19B	109.5
C4—C5—Cl1	118.6 (4)	P1—C19—H19C	109.5
C6—C5—Cl1	120.0 (4)	H19A—C19—H19C	109.5
C7—C12—C13	124.3 (4)	H19B—C19—H19C	109.5
C7—C12—C11	118.2 (4)	P1—C21—H21A	109.5
C13—C12—C11	117.4 (4)	P1—C21—H21B	109.5
C14—C13—C12	121.0 (5)	H21A—C21—H21B	109.5
C14—C13—H13	119.5	P1—C21—H21C	109.5
C12—C13—H13	119.5	H21A—C21—H21C	109.5
C15—C16—C11	121.2 (5)	H21B—C21—H21C	109.5
C15—C16—H16	119.4	P2—C23—H23A	109.5
C11—C16—H16	119.4	P2—C23—H23B	109.5
C2—C3—C4	120.9 (5)	H23A—C23—H23B	109.5
C2—C3—H3	119.5	P2—C23—H23C	109.5
C4—C3—H3	119.5	H23A—C23—H23C	109.5
C7—C8—C9	120.5 (5)	H23B—C23—H23C	109.5
C7—C8—H8	119.7	P2—C24—H24A	109.5
C9—C8—H8	119.7	P2—C24—H24B	109.5
C9—C10—C11	120.8 (5)	H24A—C24—H24B	109.5
C9—C10—H10	119.6	P2—C24—H24C	109.5
C11—C10—H10	119.6	H24A—C24—H24C	109.5
C10—C9—C8	120.5 (5)	H24B—C24—H24C	109.5

Experimental details

Crystal data
Chemical formula	[Ni(C₁₇H₁₁ClN)Cl(C₃H₉P)₂]
M_r	511.02
Crystal system, space group	Orthorhombic, P2₁2₁2₁
Temperature (K)	273
a, b, c (Å)	9.0529 (19), 15.855 (3), 17.869 (4)
V (Å³)	2564.7 (9)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.10
Crystal size (mm)	0.12 × 0.10 × 0.08

Data collection
Diffractometer	Bruker APEXII CCD
Absorption correction	Multi-scan (SADABS; Bruker, 2001)
T_min, T_max	0.879, 0.917
No. of measured, independent and observed [I > 2σ(I)] reflections	9377, 3708, 3376
R_int	0.045
θ_max (°)	23.5
(sin θ/λ)_max (Å⁻¹)	0.561

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.036, 0.124, 1.00
No. of reflections	3708
No. of parameters	268
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.30, −0.24
Absolute structure	Flack (1983), 1530 Friedel pairs
Absolute structure parameter	−0.03 (2)

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

Acknowledgements

This work was supported by the Department of Education research project of Shandong Province (J10LB52).

References

Addison, A. W., Rao, T. N., Reedijk, J., van Rijn, J. & Verschoor, G. C. (1984). J. Chem. Soc. Dalton Trans. pp. 1349–1356. CSD CrossRef Web of Science Google Scholar
Bruker (2001). SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
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Cao, R., Sun, H. & Li, X. (2008). Organometallics, 27, 1944–1949. Web of Science CSD CrossRef CAS Google Scholar
Flack, H. D. (1983). Acta Cryst. A39, 876–881. CrossRef CAS Web of Science IUCr Journals Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar

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