Dichloridobis{6-methyl-2-[(trimethyl-silyl)amino]pyridine-κN}cobalt(II).

In the structure of the title compound, [CoCl(2)(C(9)H(16)N(2)Si)(2)], the Co(II) atom is located on an inversion center in a slightly distorted tetra-hedral environment formed by two chloride ions and the pyridine N atoms of two chelating 6-methyl-2-[(trimethyl-silyl)amino]pyridine ligands. The dihedral angle between the planes of the pyridine rings is 80.06 (5)°. Cohesion within the crystal structure is accomplished by N-H⋯Cl hydrogen bonds.

Related literature

For the chemistry of N-functionalized amino ligands, see: Liddle & Clegg (2001 ▶); Engelhardt et al. (1988 ▶); Kempe (2000 ▶) and references therein. Trimethyl­silyl-substituted methyl pyridine ligands have been developed due to their structural features and good catalytic activity, see: Andrews et al. (2004 ▶).

Experimental

Crystal data

[CoCl2(C9H16N2Si)2]

M = 490.49

Monoclinic,

a = 14.817 (3) Å

b = 12.554 (4) Å

c = 14.886 (2) Å

β = 114.09 (2)°

V = 2527.8 (10) Å3

Z = 4

Mo Kα radiation

μ = 1.00 mm−1

T = 213 K

0.30 × 0.30 × 0.20 mm

Data collection

Bruker SMART APEX CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 2004 ▶) T min = 0.754, T max = 0.826

5113 measured reflections

2224 independent reflections

1905 reflections with I > 2σ(I)

R int = 0.020

Refinement

R[F 2 > 2σ(F 2)] = 0.033

wR(F 2) = 0.089

S = 1.02

2224 reflections

127 parameters

H-atom parameters constrained

Δρmax = 0.47 e Å−3

Δρmin = −0.20 e Å−3

Data collection: SMART (Bruker, 1996 ▶); cell refinement: SAINT (Bruker, 1996 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXL97; software used to prepare material for publication: SHELXTL (Sheldrick, 2008 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809027937/fk2001sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809027937/fk2001Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[CoCl2(C9H16N2Si)2]	F(000) = 1028
Mr = 490.49	Dx = 1.289 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 2926 reflections
a = 14.817 (3) Å	θ = 2.2–260639°
b = 12.554 (4) Å	µ = 1.00 mm−1
c = 14.886 (2) Å	T = 213 K
β = 114.09 (2)°	Block, blue
V = 2527.8 (10) Å3	0.30 × 0.30 × 0.20 mm
Z = 4

Bruker SMART APEX CCD area-detector diffractometer	2224 independent reflections
Radiation source: fine-focus sealed tube	1905 reflections with I > 2σ(I)
graphite	Rint = 0.020
φ and ω scans	θmax = 25.0°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	h = −13→17
Tmin = 0.754, Tmax = 0.826	k = −14→13
5113 measured reflections	l = −17→17

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)] = 0.033	Hydrogen site location: geom and difmap
wR(F2) = 0.089	H-atom parameters constrained
S = 1.02	w = 1/[σ2(Fo2) + (0.0559P)2] where P = (Fo2 + 2Fc2)/3
2224 reflections	(Δ/σ)max = 0.001
127 parameters	Δρmax = 0.47 e Å−3
0 restraints	Δρmin = −0.19 e Å−3

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.

	x	y	z	Uiso*/Ueq
Co1	0.0000	0.78913 (3)	0.2500	0.03732 (16)
Cl1	0.10398 (5)	0.89853 (5)	0.21598 (5)	0.0592 (2)
Si1	0.00558 (5)	0.75476 (5)	0.57526 (5)	0.04150 (19)
N1	0.09602 (12)	0.69403 (12)	0.36153 (13)	0.0331 (4)
N2	0.04259 (13)	0.76380 (14)	0.47782 (13)	0.0407 (5)
H2A	0.0166	0.8153	0.4373	0.049*
C1	0.10695 (15)	0.70085 (15)	0.45668 (16)	0.0352 (5)
C2	0.18218 (15)	0.64481 (17)	0.53209 (16)	0.0396 (5)
H2B	0.1894	0.6512	0.5969	0.048*
C3	0.24442 (16)	0.58107 (17)	0.50937 (17)	0.0437 (6)
H3A	0.2952	0.5446	0.5588	0.052*
C4	0.23132 (16)	0.57104 (17)	0.41187 (17)	0.0422 (5)
H4A	0.2723	0.5262	0.3955	0.051*
C5	0.15804 (15)	0.62725 (17)	0.34001 (16)	0.0372 (5)
C6	0.14102 (18)	0.6165 (2)	0.23377 (17)	0.0514 (6)
H6A	0.1861	0.5649	0.2278	0.077*
H6B	0.1518	0.6841	0.2096	0.077*
H6C	0.0743	0.5936	0.1960	0.077*
C7	0.1062 (2)	0.7875 (2)	0.69626 (19)	0.0632 (7)
H7A	0.1575	0.7349	0.7127	0.095*
H7B	0.0804	0.7883	0.7458	0.095*
H7C	0.1329	0.8564	0.6929	0.095*
C8	−0.0395 (2)	0.6186 (2)	0.5781 (2)	0.0780 (9)
H8A	−0.0910	0.6017	0.5152	0.117*
H8B	−0.0651	0.6141	0.6278	0.117*
H8C	0.0140	0.5690	0.5930	0.117*
C9	−0.0937 (2)	0.8548 (3)	0.5436 (2)	0.0819 (10)
H9A	−0.0685	0.9234	0.5370	0.123*
H9B	−0.1174	0.8574	0.5947	0.123*
H9C	−0.1470	0.8356	0.4826	0.123*

	U11	U22	U33	U12	U13	U23
Co1	0.0405 (3)	0.0364 (3)	0.0298 (3)	0.000	0.00890 (19)	0.000
Cl1	0.0730 (5)	0.0549 (4)	0.0429 (4)	−0.0265 (3)	0.0167 (3)	−0.0029 (3)
Si1	0.0433 (4)	0.0439 (4)	0.0383 (4)	0.0058 (3)	0.0177 (3)	0.0030 (3)
N1	0.0311 (9)	0.0327 (9)	0.0327 (10)	−0.0001 (7)	0.0102 (8)	−0.0018 (7)
N2	0.0481 (11)	0.0398 (10)	0.0331 (11)	0.0132 (8)	0.0156 (9)	0.0061 (8)
C1	0.0363 (12)	0.0312 (11)	0.0356 (12)	−0.0039 (9)	0.0123 (10)	−0.0017 (9)
C2	0.0403 (12)	0.0419 (12)	0.0334 (12)	0.0002 (10)	0.0117 (10)	0.0041 (10)
C3	0.0363 (12)	0.0412 (12)	0.0473 (15)	0.0044 (10)	0.0107 (11)	0.0063 (11)
C4	0.0353 (12)	0.0425 (12)	0.0484 (14)	0.0032 (10)	0.0168 (11)	−0.0012 (11)
C5	0.0330 (11)	0.0380 (11)	0.0398 (13)	−0.0046 (9)	0.0142 (10)	−0.0061 (10)
C6	0.0444 (13)	0.0660 (16)	0.0431 (14)	0.0052 (12)	0.0170 (11)	−0.0104 (12)
C7	0.0665 (18)	0.0831 (19)	0.0421 (16)	−0.0077 (15)	0.0243 (14)	−0.0082 (14)
C8	0.091 (2)	0.0630 (18)	0.094 (3)	−0.0211 (17)	0.0524 (19)	−0.0041 (17)
C9	0.088 (2)	0.102 (2)	0.071 (2)	0.049 (2)	0.0480 (18)	0.0261 (19)

Co1—N1i	2.0681 (17)	C3—H3A	0.9300
Co1—N1	2.0681 (17)	C4—C5	1.369 (3)
Co1—Cl1	2.2701 (7)	C4—H4A	0.9300
Co1—Cl1i	2.2701 (7)	C5—C6	1.503 (3)
Si1—N2	1.7512 (19)	C6—H6A	0.9600
Si1—C9	1.843 (3)	C6—H6B	0.9600
Si1—C8	1.843 (3)	C6—H6C	0.9600
Si1—C7	1.856 (3)	C7—H7A	0.9600
N1—C1	1.361 (3)	C7—H7B	0.9600
N1—C5	1.375 (3)	C7—H7C	0.9600
N2—C1	1.370 (3)	C8—H8A	0.9600
N2—H2A	0.8600	C8—H8B	0.9600
C1—C2	1.406 (3)	C8—H8C	0.9600
C2—C3	1.364 (3)	C9—H9A	0.9600
C2—H2B	0.9300	C9—H9B	0.9600
C3—C4	1.389 (3)	C9—H9C	0.9600
N1i—Co1—N1	109.49 (9)	C3—C4—H4A	120.1
N1i—Co1—Cl1	118.51 (5)	C4—C5—N1	121.7 (2)
N1—Co1—Cl1	102.78 (5)	C4—C5—C6	121.01 (19)
N1i—Co1—Cl1i	102.78 (5)	N1—C5—C6	117.33 (19)
N1—Co1—Cl1i	118.51 (5)	C5—C6—H6A	109.5
Cl1—Co1—Cl1i	105.54 (4)	C5—C6—H6B	109.5
N2—Si1—C9	103.38 (11)	H6A—C6—H6B	109.5
N2—Si1—C8	108.58 (12)	C5—C6—H6C	109.5
C9—Si1—C8	112.25 (15)	H6A—C6—H6C	109.5
N2—Si1—C7	112.97 (11)	H6B—C6—H6C	109.5
C9—Si1—C7	109.78 (14)	Si1—C7—H7A	109.5
C8—Si1—C7	109.78 (14)	Si1—C7—H7B	109.5
C1—N1—C5	118.28 (17)	H7A—C7—H7B	109.5
C1—N1—Co1	123.35 (13)	Si1—C7—H7C	109.5
C5—N1—Co1	118.11 (14)	H7A—C7—H7C	109.5
C1—N2—Si1	129.45 (15)	H7B—C7—H7C	109.5
C1—N2—H2A	115.3	Si1—C8—H8A	109.5
Si1—N2—H2A	115.3	Si1—C8—H8B	109.5
N1—C1—N2	118.49 (19)	H8A—C8—H8B	109.5
N1—C1—C2	121.22 (19)	Si1—C8—H8C	109.5
N2—C1—C2	120.3 (2)	H8A—C8—H8C	109.5
C3—C2—C1	119.5 (2)	H8B—C8—H8C	109.5
C3—C2—H2B	120.3	Si1—C9—H9A	109.5
C1—C2—H2B	120.3	Si1—C9—H9B	109.5
C2—C3—C4	119.5 (2)	H9A—C9—H9B	109.5
C2—C3—H3A	120.3	Si1—C9—H9C	109.5
C4—C3—H3A	120.3	H9A—C9—H9C	109.5
C5—C4—C3	119.9 (2)	H9B—C9—H9C	109.5
C5—C4—H4A	120.1
N1i—Co1—N1—C1	−123.88 (16)	Si1—N2—C1—N1	154.07 (16)
Cl1—Co1—N1—C1	109.30 (15)	Si1—N2—C1—C2	−25.8 (3)
Cl1i—Co1—N1—C1	−6.54 (17)	N1—C1—C2—C3	−1.1 (3)
N1i—Co1—N1—C5	62.03 (13)	N2—C1—C2—C3	178.84 (19)
Cl1—Co1—N1—C5	−64.80 (14)	C1—C2—C3—C4	−1.2 (3)
Cl1i—Co1—N1—C5	179.37 (12)	C2—C3—C4—C5	1.8 (3)
C9—Si1—N2—C1	−172.5 (2)	C3—C4—C5—N1	−0.1 (3)
C8—Si1—N2—C1	−53.1 (2)	C3—C4—C5—C6	−178.9 (2)
C7—Si1—N2—C1	68.9 (2)	C1—N1—C5—C4	−2.0 (3)
C5—N1—C1—N2	−177.26 (17)	Co1—N1—C5—C4	172.35 (15)
Co1—N1—C1—N2	8.7 (2)	C1—N1—C5—C6	176.76 (19)
C5—N1—C1—C2	2.6 (3)	Co1—N1—C5—C6	−8.8 (2)
Co1—N1—C1—C2	−171.44 (14)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2A···Cl1i	0.86	2.48	3.284 (2)	155

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2A⋯Cl1i	0.86	2.48	3.284 (2)	155

Symmetry code: (i) .