Chlorido{N-[(diethyl­amino)­dimethyl­sil­yl]anilido-κN}(N,N,N′,N′-tetra­methyl­ethane-1,2-diamine-κ2N,N′)cobalt(II)

Bai, S.-D.; Hu, M.

doi:10.1107/S1600536811002959

metal-organic compounds

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 67| Part 2| February 2011| Page m273

doi:10.1107/S1600536811002959

Open

access

Chlorido{N-[(diethylamino)dimethylsilyl]anilido-κN}(N,N,N′,N′-tetramethylethane-1,2-diamine-κ²N,N′)cobalt(II)

Sheng-Di Bai ^a ^* and Min Hu ^a

^aInstitute of Applied Chemistry Shanxi University, Taiyuan 030006, People's Republic of China
^*Correspondence e-mail: sdbai@sxu.edu.cn

(Received 26 December 2010; accepted 22 January 2011; online 29 January 2011)

In the title cobalt(II) compound, [Co(C₁₂H₂₁N₂Si)Cl(C₆H₁₆N₂)], the ethane-1,2-diamine donor molecule coordinates the metal atom in an N,N′-chelating mode, with Co—N distances of 2.136 (2) and 2.140 (3) Å. An anilide ligand connects to the Co^II atom with a σ–bond, the Co—N_anilide distance being 1.931 (2) Å. The four-coordinate Co^II atom demonstrates a slightly distorted tetrahedral geometry.

Related literature

For reviews of related metal amides, see: Holm et al. (1996 ); Kempe (2000 ). For the catalytic applications of related N–silylated analido–group 4 metal compounds towards olefin polymerization, see: Gibson et al. (1998 ); Hill & Hitchcock (2002 ); Yuan et al. (2010 ). For related organometallic compounds with analogous analido ligands, see: Schumann et al. (2000 ); Chen (2008 , 2009 ).

Experimental

Crystal data

[Co(C₁₂H₂₁N₂Si)Cl(C₆H₁₆N₂)]
M_r = 431.99
Monoclinic, C 2/c
a = 20.711 (2) Å
b = 7.7110 (8) Å
c = 29.844 (3) Å
β = 99.009 (2)°
V = 4707.4 (8) Å³
Z = 8
Mo Kα radiation
μ = 0.90 mm⁻¹
T = 295 K
0.30 × 0.25 × 0.20 mm

Data collection

Bruker SMART CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.774, T_max = 0.840
13181 measured reflections
4630 independent reflections
3530 reflections with I > 2σ(I)
R_int = 0.035

Refinement

R[F² > 2σ(F²)] = 0.048
wR(F²) = 0.134
S = 1.05
4630 reflections
226 parameters
H-atom parameters constrained
Δρ_max = 0.58 e Å⁻³
Δρ_min = −0.35 e Å⁻³

Data collection: SMART (Bruker, 2000 ); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; 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: SHELXL97.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811002959/rk2258sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811002959/rk2258Isup2.hkl

checkCIF report

Comment top

Metal amides were important substitutes for cyclopentadienyl derivatives. They were found having valuable applications in various industrial and biological processes (Holm et al., 1996; Kempe, 2000). Group 4 metal amides supported with the N–silylated anilido ligands were active catalysts for olefin polymerization (Gibson et al., 1998; Hill & Hitchcock, 2002). Moreover, a class of monoionic N–silylated anilido–ligands bearing a pendant amino–group were paid much attentions. It was presumed that the empty d–orbitals on silicon would interact with the lone–pair electrons on the p–orbital of nitrogen center through d—pπ interaction throughout the N—Si—N motif. Analogous compounds with different metals including Zn (Schumann et al., 2000), Zr (Chen, 2009) and Fe (Chen, 2008) have been synthesized. A group of zirconium amides with the similar ligand were reported showing good performance in ethylene polymerization (Yuan et al., 2010). Here, the synthesis and crystal structure of a new cobalt(II) anilido–complex will be described.

The title compound was prepared by a one–pot reaction of n–BuLi, N–[(diethylamino)dimethylsilyl]aniline, 1,2–bis(dimethylamino)ethane (tmeda) and CoCl₂. The suitable for X–ray investigation single–crystal of the title compound was obtained by recrystallization in toluene. Its molecular structure is shown in Fig. 1. In the monomeric molecular structure of title compound, the metal Co center is coordinated by a chlorine atom, a chelating tmeda molecule and the anilido–ligand. The neutral donor molecule coordinates metal center in N,N'–chelating mode. Though the anilido–ligand has a pendant amino group, exhibting an N—Si—N chelating moiety, it connects Co(II) only with a σ–bond, Co—N_anilido being 1.931 (2)Å. It suggests the less affinity between the pendant amino–group and the metal center in comparing with tmeda. The angle of N1—Si1—N2 is 110.18 (12)°. The four–coordinate Co atom demonstrates a slightly distorted tetrahedral geometry. In the cases of N1—Si1—N1 biting metal center, the angles were constrained to less than 100°.

Related literature top

For related reviews of metal amides, see: Holm et al. (1996); Kempe (2000). For the catalytic applications of related N–silylated analido–group 4 metal compounds towards olefin polymerization, see: Gibson et al. (1998); Hill & Hitchcock (2002); Yuan et al. (2010). For related organometallic compounds with analogous analido ligands, see: Schumann et al. (2000); Chen (2008, 2009).

Experimental top

A solution of n–BuLi (1.6 M, 1.9 ml, 3.1 mmol) in hexane was slowly added into a mixture of N–[(diethylamino)dimethylsilyl]aniline (0.69 g, 3.1 mmol) and tmeda (0.36 g, 3.1 mmol) in Et₂O (20 ml) at 273 K by syringe. The mixture was stirred at room temperature for two hours and then added to a stirring suspension of CoCl₂ (0.41 g, 3.1 mmol) in Et₂O (20 ml) at 273 K. The resulting mixture was stirred at room temperature for 8 h. Then all the volatiles were removed under vacuum. The residue was extracted with toluene (25 ml). The filtrate was concentrated to give the title compound as green crystals (yield 0.52 g, 39%). M.p.: 390–391 K. MS (EI, 70 eV): m/z 431 [M]⁺. Anal. Calc. for C₁₈H₃₇ClCoN₄Si: C, 50.05; H, 8.63; N, 12.97%.Found: C, 49.20; H, 8.37; N, 12.59%.

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT (Bruker, 2000); 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: SHELXL97 (Sheldrick, 2008).

Figures top

Fig. 1. The molecular structure, showing the atom–numbering scheme. Displacement ellipsoids are drawn at the 30% probability level. H atoms are presented as a small spheres of arbitrary radius.

Chlorido{N-[(diethylamino)dimethylsilyl]anilido- κN}(N,N,N',N'-tetramethylethane- 1,2-diamine-κ²N,N')cobalt(II) top

Crystal data top

[Co(C₁₂H₂₁N₂Si)Cl(C₆H₁₆N₂)]	F(000) = 1848
M_r = 431.99	D_x = 1.219 Mg m⁻³
Monoclinic, C2/c	Melting point = 390–391 K
Hall symbol: -C 2yc	Mo Kα radiation, λ = 0.71073 Å
a = 20.711 (2) Å	Cell parameters from 2838 reflections
b = 7.7110 (8) Å	θ = 2.6–27.3°
c = 29.844 (3) Å	µ = 0.90 mm⁻¹
β = 99.009 (2)°	T = 295 K
V = 4707.4 (8) Å³	Block, green
Z = 8	0.30 × 0.25 × 0.20 mm

Data collection top

Bruker SMART CCD diffractometer	4630 independent reflections
Radiation source: fine-focus sealed tube	3530 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.035
ϕ and ω scans	θ_max = 26.0°, θ_min = 1.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −25→19
T_min = 0.774, T_max = 0.840	k = −9→9
13181 measured reflections	l = −33→36

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)] = 0.048	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.134	H-atom parameters constrained
S = 1.05	w = 1/[σ²(F_o²) + (0.0786P)² + 0.8817P] where P = (F_o² + 2F_c²)/3
4630 reflections	(Δ/σ)_max = 0.002
226 parameters	Δρ_max = 0.58 e Å⁻³
0 restraints	Δρ_min = −0.35 e Å⁻³

Crystal data top

[Co(C₁₂H₂₁N₂Si)Cl(C₆H₁₆N₂)]	V = 4707.4 (8) Å³
M_r = 431.99	Z = 8
Monoclinic, C2/c	Mo Kα radiation
a = 20.711 (2) Å	µ = 0.90 mm⁻¹
b = 7.7110 (8) Å	T = 295 K
c = 29.844 (3) Å	0.30 × 0.25 × 0.20 mm
β = 99.009 (2)°

Data collection top

Bruker SMART CCD diffractometer	4630 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	3530 reflections with I > 2σ(I)
T_min = 0.774, T_max = 0.840	R_int = 0.035
13181 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.048	0 restraints
wR(F²) = 0.134	H-atom parameters constrained
S = 1.05	Δρ_max = 0.58 e Å⁻³
4630 reflections	Δρ_min = −0.35 e Å⁻³
226 parameters

Special details top

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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
Co1	0.409198 (18)	0.55218 (5)	0.588284 (12)	0.04797 (15)
Si1	0.37709 (4)	0.69888 (11)	0.68265 (3)	0.0512 (2)
Cl1	0.44296 (5)	0.76779 (12)	0.54620 (3)	0.0749 (3)
N1	0.35134 (11)	0.6003 (3)	0.63160 (8)	0.0499 (6)
N2	0.32211 (13)	0.8549 (4)	0.69276 (8)	0.0615 (7)
N3	0.48921 (13)	0.3793 (4)	0.60883 (10)	0.0685 (7)
N4	0.37541 (12)	0.3566 (3)	0.53954 (8)	0.0561 (6)
C1	0.28473 (13)	0.5721 (4)	0.61545 (10)	0.0514 (7)
C2	0.25669 (16)	0.6353 (5)	0.57293 (11)	0.0669 (9)
H2A	0.2818	0.7003	0.5558	0.080*
C3	0.1910 (2)	0.6013 (6)	0.55597 (15)	0.0862 (13)
H3A	0.1733	0.6430	0.5275	0.103*
C4	0.15266 (19)	0.5085 (6)	0.5803 (2)	0.0968 (16)
H4A	0.1092	0.4859	0.5685	0.116*
C5	0.17918 (19)	0.4492 (5)	0.62229 (17)	0.0860 (12)
H5A	0.1532	0.3871	0.6394	0.103*
C6	0.24433 (16)	0.4799 (5)	0.63991 (13)	0.0668 (9)
H6A	0.2612	0.4380	0.6686	0.080*
C7	0.45913 (16)	0.7966 (5)	0.67824 (12)	0.0706 (9)
H7A	0.4551	0.8725	0.6525	0.106*
H7B	0.4897	0.7058	0.6747	0.106*
H7C	0.4745	0.8612	0.7053	0.106*
C8	0.3881 (2)	0.5524 (5)	0.73357 (12)	0.0802 (11)
H8A	0.3468	0.5024	0.7371	0.120*
H8B	0.4048	0.6182	0.7602	0.120*
H8C	0.4184	0.4617	0.7294	0.120*
C9	0.3114 (2)	0.9125 (5)	0.73794 (13)	0.0838 (11)
H9A	0.3172	0.8142	0.7585	0.101*
H9B	0.2665	0.9515	0.7360	0.101*
C10	0.3563 (3)	1.0566 (7)	0.75764 (17)	0.134 (2)
H10A	0.3466	1.0873	0.7870	0.201*
H10B	0.3501	1.1558	0.7380	0.201*
H10C	0.4009	1.0183	0.7604	0.201*
C11	0.29799 (18)	0.9767 (5)	0.65620 (12)	0.0687 (9)
H11A	0.3144	0.9416	0.6289	0.082*
H11B	0.3153	1.0912	0.6645	0.082*
C12	0.2238 (2)	0.9869 (6)	0.64612 (17)	0.1019 (14)
H12A	0.2110	1.0683	0.6220	0.153*
H12B	0.2072	1.0242	0.6728	0.153*
H12C	0.2063	0.8746	0.6372	0.153*
C13	0.4960 (2)	0.3208 (6)	0.65667 (14)	0.1036 (15)
H13A	0.5329	0.2443	0.6631	0.155*
H13B	0.4571	0.2606	0.6614	0.155*
H13C	0.5025	0.4196	0.6764	0.155*
C14	0.55074 (19)	0.4609 (7)	0.6014 (2)	0.1199 (19)
H14A	0.5864	0.3826	0.6106	0.180*
H14B	0.5575	0.5656	0.6189	0.180*
H14C	0.5486	0.4878	0.5698	0.180*
C15	0.4741 (2)	0.2226 (5)	0.57985 (15)	0.0912 (13)
H15A	0.5147	0.1658	0.5759	0.109*
H15B	0.4488	0.1418	0.5950	0.109*
C16	0.43702 (18)	0.2672 (5)	0.53474 (13)	0.0784 (11)
H16A	0.4634	0.3417	0.5187	0.094*
H16B	0.4273	0.1622	0.5171	0.094*
C17	0.3459 (2)	0.4245 (5)	0.49423 (11)	0.0786 (10)
H17A	0.3319	0.3292	0.4744	0.118*
H17B	0.3779	0.4916	0.4817	0.118*
H17C	0.3091	0.4964	0.4974	0.118*
C18	0.32867 (18)	0.2356 (5)	0.55483 (13)	0.0760 (10)
H18A	0.3153	0.1516	0.5315	0.114*
H18B	0.2911	0.2986	0.5612	0.114*
H18C	0.3490	0.1775	0.5818	0.114*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Co1	0.0462 (2)	0.0454 (2)	0.0532 (2)	0.00471 (16)	0.01055 (16)	0.00056 (16)
Si1	0.0552 (5)	0.0527 (5)	0.0444 (4)	−0.0009 (4)	0.0040 (3)	0.0029 (3)
Cl1	0.0905 (6)	0.0578 (5)	0.0813 (6)	−0.0065 (4)	0.0282 (5)	0.0086 (4)
N1	0.0457 (12)	0.0546 (14)	0.0501 (13)	0.0050 (11)	0.0091 (10)	−0.0031 (11)
N2	0.0739 (17)	0.0605 (17)	0.0522 (14)	0.0004 (13)	0.0162 (13)	−0.0043 (12)
N3	0.0522 (15)	0.0673 (18)	0.0827 (19)	0.0155 (13)	0.0004 (14)	−0.0027 (15)
N4	0.0575 (15)	0.0519 (15)	0.0607 (14)	0.0012 (12)	0.0146 (12)	−0.0068 (12)
C1	0.0471 (15)	0.0502 (17)	0.0565 (16)	0.0123 (13)	0.0072 (13)	−0.0146 (13)
C2	0.066 (2)	0.070 (2)	0.0608 (18)	0.0201 (17)	0.0009 (16)	−0.0090 (16)
C3	0.076 (2)	0.082 (3)	0.089 (3)	0.035 (2)	−0.024 (2)	−0.032 (2)
C4	0.049 (2)	0.091 (3)	0.143 (4)	0.015 (2)	−0.006 (3)	−0.061 (3)
C5	0.058 (2)	0.083 (3)	0.120 (3)	−0.0094 (19)	0.024 (2)	−0.039 (3)
C6	0.0573 (18)	0.065 (2)	0.080 (2)	0.0011 (16)	0.0160 (17)	−0.0139 (17)
C7	0.066 (2)	0.073 (2)	0.071 (2)	−0.0095 (18)	0.0050 (17)	−0.0026 (18)
C8	0.100 (3)	0.075 (3)	0.061 (2)	0.001 (2)	−0.0007 (19)	0.0179 (18)
C9	0.110 (3)	0.079 (3)	0.069 (2)	0.004 (2)	0.033 (2)	−0.0084 (19)
C10	0.208 (7)	0.112 (4)	0.084 (3)	−0.037 (4)	0.032 (4)	−0.038 (3)
C11	0.082 (2)	0.057 (2)	0.067 (2)	0.0101 (17)	0.0106 (18)	−0.0003 (16)
C12	0.091 (3)	0.093 (3)	0.116 (3)	0.031 (3)	0.000 (3)	−0.007 (3)
C13	0.114 (3)	0.088 (3)	0.097 (3)	0.037 (3)	−0.019 (3)	0.013 (2)
C14	0.048 (2)	0.122 (4)	0.189 (6)	0.014 (2)	0.018 (3)	0.004 (4)
C15	0.079 (3)	0.069 (3)	0.123 (4)	0.032 (2)	0.009 (2)	−0.016 (2)
C16	0.073 (2)	0.075 (3)	0.091 (3)	0.0126 (19)	0.024 (2)	−0.021 (2)
C17	0.096 (3)	0.082 (3)	0.0575 (19)	0.002 (2)	0.0097 (18)	−0.0130 (18)
C18	0.085 (2)	0.060 (2)	0.086 (2)	−0.0138 (18)	0.022 (2)	−0.0144 (18)

Geometric parameters (Å, º) top

Co1—N1	1.931 (2)	C8—H8B	0.9600
Co1—N4	2.136 (2)	C8—H8C	0.9600
Co1—N3	2.140 (3)	C9—C10	1.508 (6)
Co1—Cl1	2.2595 (9)	C9—H9A	0.9700
Si1—N1	1.711 (2)	C9—H9B	0.9700
Si1—N2	1.715 (3)	C10—H10A	0.9600
Si1—C8	1.878 (3)	C10—H10B	0.9600
Si1—C7	1.882 (3)	C10—H10C	0.9600
N1—C1	1.405 (4)	C11—C12	1.521 (5)
N2—C11	1.467 (4)	C11—H11A	0.9700
N2—C9	1.469 (4)	C11—H11B	0.9700
N3—C14	1.469 (5)	C12—H12A	0.9600
N3—C13	1.483 (5)	C12—H12B	0.9600
N3—C15	1.491 (5)	C12—H12C	0.9600
N4—C18	1.468 (4)	C13—H13A	0.9600
N4—C16	1.477 (4)	C13—H13B	0.9600
N4—C17	1.489 (4)	C13—H13C	0.9600
C1—C6	1.389 (5)	C14—H14A	0.9600
C1—C2	1.398 (4)	C14—H14B	0.9600
C2—C3	1.399 (5)	C14—H14C	0.9600
C2—H2A	0.9300	C15—C16	1.482 (5)
C3—C4	1.360 (7)	C15—H15A	0.9700
C3—H3A	0.9300	C15—H15B	0.9700
C4—C5	1.367 (7)	C16—H16A	0.9700
C4—H4A	0.9300	C16—H16B	0.9700
C5—C6	1.390 (5)	C17—H17A	0.9600
C5—H5A	0.9300	C17—H17B	0.9600
C6—H6A	0.9300	C17—H17C	0.9600
C7—H7A	0.9600	C18—H18A	0.9600
C7—H7B	0.9600	C18—H18B	0.9600
C7—H7C	0.9600	C18—H18C	0.9600
C8—H8A	0.9600

N1—Co1—N4	114.84 (10)	N2—C9—C10	114.1 (3)
N1—Co1—N3	117.50 (11)	N2—C9—H9A	108.7
N4—Co1—N3	84.94 (10)	C10—C9—H9A	108.7
N1—Co1—Cl1	120.61 (8)	N2—C9—H9B	108.7
N4—Co1—Cl1	103.76 (7)	C10—C9—H9B	108.7
N3—Co1—Cl1	108.92 (9)	H9A—C9—H9B	107.6
N1—Si1—N2	110.18 (12)	C9—C10—H10A	109.5
N1—Si1—C8	115.75 (16)	C9—C10—H10B	109.5
N2—Si1—C8	106.22 (16)	H10A—C10—H10B	109.5
N1—Si1—C7	105.93 (14)	C9—C10—H10C	109.5
N2—Si1—C7	111.30 (16)	H10A—C10—H10C	109.5
C8—Si1—C7	107.49 (18)	H10B—C10—H10C	109.5
C1—N1—Si1	121.77 (18)	N2—C11—C12	113.3 (3)
C1—N1—Co1	114.80 (18)	N2—C11—H11A	108.9
Si1—N1—Co1	122.79 (13)	C12—C11—H11A	108.9
C11—N2—C9	114.0 (3)	N2—C11—H11B	108.9
C11—N2—Si1	118.4 (2)	C12—C11—H11B	108.9
C9—N2—Si1	125.0 (3)	H11A—C11—H11B	107.7
C14—N3—C13	108.7 (4)	C11—C12—H12A	109.5
C14—N3—C15	111.6 (3)	C11—C12—H12B	109.5
C13—N3—C15	107.0 (3)	H12A—C12—H12B	109.5
C14—N3—Co1	110.0 (3)	C11—C12—H12C	109.5
C13—N3—Co1	114.7 (2)	H12A—C12—H12C	109.5
C15—N3—Co1	104.9 (2)	H12B—C12—H12C	109.5
C18—N4—C16	110.8 (3)	N3—C13—H13A	109.5
C18—N4—C17	108.0 (3)	N3—C13—H13B	109.5
C16—N4—C17	108.3 (3)	H13A—C13—H13B	109.5
C18—N4—Co1	113.51 (19)	N3—C13—H13C	109.5
C16—N4—Co1	101.5 (2)	H13A—C13—H13C	109.5
C17—N4—Co1	114.5 (2)	H13B—C13—H13C	109.5
C6—C1—C2	117.2 (3)	N3—C14—H14A	109.5
C6—C1—N1	122.6 (3)	N3—C14—H14B	109.5
C2—C1—N1	120.2 (3)	H14A—C14—H14B	109.5
C1—C2—C3	120.3 (4)	N3—C14—H14C	109.5
C1—C2—H2A	119.8	H14A—C14—H14C	109.5
C3—C2—H2A	119.8	H14B—C14—H14C	109.5
C4—C3—C2	121.4 (4)	C16—C15—N3	111.7 (3)
C4—C3—H3A	119.3	C16—C15—H15A	109.3
C2—C3—H3A	119.3	N3—C15—H15A	109.3
C3—C4—C5	118.7 (4)	C16—C15—H15B	109.3
C3—C4—H4A	120.6	N3—C15—H15B	109.3
C5—C4—H4A	120.6	H15A—C15—H15B	107.9
C4—C5—C6	121.1 (4)	N4—C16—C15	110.7 (3)
C4—C5—H5A	119.4	N4—C16—H16A	109.5
C6—C5—H5A	119.4	C15—C16—H16A	109.5
C1—C6—C5	121.2 (4)	N4—C16—H16B	109.5
C1—C6—H6A	119.4	C15—C16—H16B	109.5
C5—C6—H6A	119.4	H16A—C16—H16B	108.1
Si1—C7—H7A	109.5	N4—C17—H17A	109.5
Si1—C7—H7B	109.5	N4—C17—H17B	109.5
H7A—C7—H7B	109.5	H17A—C17—H17B	109.5
Si1—C7—H7C	109.5	N4—C17—H17C	109.5
H7A—C7—H7C	109.5	H17A—C17—H17C	109.5
H7B—C7—H7C	109.5	H17B—C17—H17C	109.5
Si1—C8—H8A	109.5	N4—C18—H18A	109.5
Si1—C8—H8B	109.5	N4—C18—H18B	109.5
H8A—C8—H8B	109.5	H18A—C18—H18B	109.5
Si1—C8—H8C	109.5	N4—C18—H18C	109.5
H8A—C8—H8C	109.5	H18A—C18—H18C	109.5
H8B—C8—H8C	109.5	H18B—C18—H18C	109.5

N2—Si1—N1—C1	−34.7 (3)	N1—Co1—N4—C16	−142.6 (2)
C8—Si1—N1—C1	85.8 (3)	N3—Co1—N4—C16	−24.6 (2)
C7—Si1—N1—C1	−155.2 (2)	Cl1—Co1—N4—C16	83.7 (2)
N2—Si1—N1—Co1	135.65 (16)	N1—Co1—N4—C17	101.0 (2)
C8—Si1—N1—Co1	−103.8 (2)	N3—Co1—N4—C17	−141.0 (2)
C7—Si1—N1—Co1	15.2 (2)	Cl1—Co1—N4—C17	−32.7 (2)
N4—Co1—N1—C1	−29.3 (2)	Si1—N1—C1—C6	−56.6 (4)
N3—Co1—N1—C1	−126.8 (2)	Co1—N1—C1—C6	132.4 (2)
Cl1—Co1—N1—C1	96.0 (2)	Si1—N1—C1—C2	124.4 (3)
N4—Co1—N1—Si1	159.74 (14)	Co1—N1—C1—C2	−46.6 (3)
N3—Co1—N1—Si1	62.2 (2)	C6—C1—C2—C3	−1.7 (4)
Cl1—Co1—N1—Si1	−74.92 (17)	N1—C1—C2—C3	177.3 (3)
N1—Si1—N2—C11	−46.8 (3)	C1—C2—C3—C4	0.8 (5)
C8—Si1—N2—C11	−172.9 (3)	C2—C3—C4—C5	0.5 (6)
C7—Si1—N2—C11	70.4 (3)	C3—C4—C5—C6	−1.0 (6)
N1—Si1—N2—C9	152.6 (3)	C2—C1—C6—C5	1.3 (5)
C8—Si1—N2—C9	26.5 (3)	N1—C1—C6—C5	−177.7 (3)
C7—Si1—N2—C9	−90.2 (3)	C4—C5—C6—C1	0.1 (5)
N1—Co1—N3—C14	−127.3 (3)	C11—N2—C9—C10	−74.0 (5)
N4—Co1—N3—C14	117.3 (3)	Si1—N2—C9—C10	87.3 (5)
Cl1—Co1—N3—C14	14.5 (3)	C9—N2—C11—C12	−69.9 (4)
N1—Co1—N3—C13	−4.4 (3)	Si1—N2—C11—C12	127.4 (3)
N4—Co1—N3—C13	−119.8 (3)	C14—N3—C15—C16	−87.8 (4)
Cl1—Co1—N3—C13	137.4 (3)	C13—N3—C15—C16	153.4 (3)
N1—Co1—N3—C15	112.6 (3)	Co1—N3—C15—C16	31.2 (4)
N4—Co1—N3—C15	−2.8 (3)	C18—N4—C16—C15	−71.2 (4)
Cl1—Co1—N3—C15	−105.6 (2)	C17—N4—C16—C15	170.5 (3)
N1—Co1—N4—C18	−23.7 (3)	Co1—N4—C16—C15	49.7 (4)
N3—Co1—N4—C18	94.3 (2)	N3—C15—C16—N4	−58.0 (5)
Cl1—Co1—N4—C18	−157.4 (2)

Experimental details

Crystal data
Chemical formula	[Co(C₁₂H₂₁N₂Si)Cl(C₆H₁₆N₂)]
M_r	431.99
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	295
a, b, c (Å)	20.711 (2), 7.7110 (8), 29.844 (3)
β (°)	99.009 (2)
V (Å³)	4707.4 (8)
Z	8
Radiation type	Mo Kα
µ (mm⁻¹)	0.90
Crystal size (mm)	0.30 × 0.25 × 0.20

Data collection
Diffractometer	Bruker SMART CCD diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.774, 0.840
No. of measured, independent and observed [I > 2σ(I)] reflections	13181, 4630, 3530
R_int	0.035
(sin θ/λ)_max (Å⁻¹)	0.617

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.048, 0.134, 1.05
No. of reflections	4630
No. of parameters	226
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.58, −0.35

Computer programs: SMART (Bruker, 2000), SAINT (Bruker, 2000), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Acknowledgements

This work was supported by grants from the Natural Science Foundation of China (20702029) and the Natural Science Foundation of Shanxi Province (2008011024).

References

Bruker (2000). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Chen, J. (2008). Acta Cryst. E64, m938. Web of Science CSD CrossRef IUCr Journals Google Scholar
Chen, J. (2009). Acta Cryst. E65, m1307. Web of Science CSD CrossRef IUCr Journals Google Scholar
Gibson, V. C., Kimberley, B. S., White, A. J. P., Williams, D. J. & Howard, P. (1998). Chem. Commun. pp. 313–314. Web of Science CSD CrossRef Google Scholar
Hill, M. S. & Hitchcock, P. B. (2002). Organometallics, 21, 3258–3262. Web of Science CSD CrossRef CAS Google Scholar
Holm, R. H., Kenneppohl, P. & Solomon, E. I. (1996). Chem. Rev. 96, 2239–2314. CrossRef PubMed CAS Web of Science Google Scholar
Kempe, R. (2000). Angew. Chem. Int. Ed. 39, 468–493. CrossRef CAS Google Scholar
Schumann, H., Gottfriedsen, J., Dechert, S. & Girgsdies, F. (2000). Z. Anorg. Allg. Chem. 626, 747–758. 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
Yuan, S. F., Wei, X. H., Tong, H. B., Zhang, L. P., Liu, D. S. & Sun, W. H. (2010). Organometallics, 29, 2085–2092. Web of Science CSD CrossRef CAS Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.