(2,2′-Bipyridine)bis­(tri-tert-butoxy­silanethiol­ato-κ²O,S)cadmium(II)

In the title compound, [Cd(C₁₂H₂₇O₃SiS)₂(C₁₀H₈N₂)], the Cd^II atom has a distorted octa­hedral coordination formed by two N atoms of the bipyridine ligand and two pairs of S and O atoms from two S,O-chelating tri-tert-butoxy­silanethiol­ate ligands. The O atoms occupy axial positions and the two halves of the mol­ecule are related by a twofold axis which passes through the Cd atom.

Key indicators

• Single-crystal X-ray study
• T = 299 K
• Mean [sigma](C-C) = 0.007 Å
• R factor = 0.048
• wR factor = 0.100
• Data-to-parameter ratio = 17.8

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X)  Cd1    -   Si1     ..      11.09 su
PLAT242_ALERT_2_B Check Low       Ueq as Compared to Neighbors for        C20

Alert level C
ABSTM02_ALERT_3_C  The ratio of Tmax/Tmin expected RT(exp) is > 1.10
            Absorption corrections should be applied.
            Tmin and Tmax expected:      0.823     0.933
            RT(exp) =      1.134
PLAT057_ALERT_3_C Correction for Absorption Required   RT(exp) ...       1.14
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.92 Ratio
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Cd1    -   O3      ..       6.05 su
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C10
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C30

   0 ALERT level A = In general: serious problem
   2 ALERT level B = Potentially serious problem
   6 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   6 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: CrysAlis CCD (Oxford Diffraction, 2003); cell refinement: CrysAlis CCD or RED?; data reduction: CrysAlis RED (Oxford Diffraction, 2003); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and Mercury (Macrae et al., 2006); software used to prepare material for publication: WinGX (Farrugia, 1999).

(2,2'-Bipyridine)bis(tri-tert-butoxysilanethiolato-κ²O,S)cadmium(II)

Crystal data

[Cd(C12H27O3SiS)2(C10H8N2)]	F(000) = 1744
Mr = 827.59	Dx = 1.27 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 2914 reflections
a = 16.9395 (13) Å	θ = 3–21°
b = 9.6160 (6) Å	µ = 0.70 mm^−1
c = 26.841 (2) Å	T = 299 K
β = 98.006 (8)°	Block, colourless
V = 4329.5 (5) Å^3	0.45 × 0.24 × 0.10 mm
Z = 4

Data collection

Kuma KM-4-CCD diffractometer	Rint = 0.048
Graphite monochromator	θmax = 25°, θmin = 3.0°
Area–detector ω scans	h = −20→20
11165 measured reflections	k = −9→11
3803 independent reflections	l = −30→31
3190 reflections with I > 2σ(I)

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.048	H-atom parameters constrained
wR(F^2) = 0.100	w = 1/[σ^2(Fo^2) + (0.0144P)^2 + 20.759P] where P = (Fo^2 + 2Fc^2)/3
S = 1.09	(Δ/σ)max = 0.001
3803 reflections	Δρmax = 0.51 e Å^−3
214 parameters	Δρmin = −0.47 e Å^−3
0 restraints	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.00058 (7)

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Cd1	0	0.51453 (4)	0.25	0.03961 (16)
S1	0.11049 (7)	0.36257 (11)	0.29288 (4)	0.0440 (3)
Si1	0.08401 (7)	0.43047 (11)	0.36215 (4)	0.0357 (3)
N1	0.0793 (2)	0.7231 (3)	0.26146 (13)	0.0422 (8)
O1	0.08537 (18)	0.3101 (3)	0.40463 (10)	0.0477 (7)
O2	0.14191 (16)	0.5512 (3)	0.38872 (11)	0.0459 (7)
O3	−0.00444 (15)	0.5049 (3)	0.34936 (9)	0.0365 (6)
C1	0.0445 (3)	0.8483 (4)	0.25480 (15)	0.0427 (10)
C2	0.0886 (3)	0.9688 (5)	0.25667 (18)	0.0586 (13)
H2	0.0633	1.0547	0.2524	0.07*
C3	0.1701 (4)	0.9608 (6)	0.2649 (2)	0.0697 (15)
H3	0.2005	1.0414	0.2657	0.084*
C4	0.2065 (3)	0.8344 (6)	0.27198 (19)	0.0667 (15)
H4	0.2618	0.8273	0.2775	0.08*
C5	0.1590 (3)	0.7171 (5)	0.27064 (18)	0.0550 (12)
H5	0.1833	0.6307	0.2763	0.066*
C10	0.0602 (3)	0.1660 (5)	0.40414 (19)	0.0589 (13)
C11	0.0451 (5)	0.1355 (6)	0.4576 (2)	0.100 (2)
H11A	0.0026	0.1935	0.4657	0.15*
H11B	0.0926	0.1543	0.4806	0.15*
H11C	0.0307	0.0396	0.4602	0.15*
C12	0.1277 (4)	0.0770 (6)	0.3904 (2)	0.0863 (19)
H12A	0.1373	0.0994	0.3569	0.129*
H12B	0.1135	−0.0194	0.392	0.129*
H12C	0.1751	0.0946	0.4136	0.129*
C13	−0.0150 (4)	0.1464 (6)	0.3664 (2)	0.0800 (17)
H13A	−0.0034	0.1659	0.3331	0.12*
H13B	−0.0557	0.2086	0.3745	0.12*
H13C	−0.0333	0.0521	0.368	0.12*
C20	0.2191 (3)	0.5503 (5)	0.41895 (19)	0.0580 (13)
C21	0.2510 (4)	0.6963 (7)	0.4154 (3)	0.108 (3)
H21A	0.2155	0.7611	0.4281	0.162*
H21B	0.2548	0.7178	0.3809	0.162*
H21C	0.3028	0.7028	0.4349	0.162*
C22	0.2091 (4)	0.5197 (8)	0.4725 (2)	0.108 (2)
H22A	0.1737	0.5869	0.4839	0.162*
H22B	0.26	0.5245	0.4933	0.162*
H22C	0.1871	0.4283	0.4747	0.162*
C23	0.2723 (4)	0.4471 (8)	0.3989 (3)	0.124 (3)
H23A	0.2516	0.3551	0.4023	0.186*
H23B	0.3248	0.4534	0.4175	0.186*
H23C	0.2747	0.4662	0.3641	0.186*
C30	−0.0515 (2)	0.5811 (4)	0.38212 (16)	0.0430 (10)
C31	−0.0372 (3)	0.5276 (6)	0.43575 (17)	0.0693 (15)
H31A	0.0179	0.5402	0.4492	0.104*
H31B	−0.0503	0.4305	0.4361	0.104*
H31C	−0.07	0.5781	0.4559	0.104*
C32	−0.0275 (4)	0.7332 (5)	0.3803 (2)	0.0757 (17)
H32A	0.0271	0.7435	0.3952	0.114*
H32B	−0.061	0.7881	0.3987	0.114*
H32C	−0.0334	0.7639	0.346	0.114*
C33	−0.1373 (3)	0.5605 (7)	0.3592 (2)	0.0792 (17)
H33A	−0.151	0.4639	0.3609	0.119*
H33B	−0.1441	0.59	0.3247	0.119*
H33C	−0.1713	0.6145	0.3775	0.119*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cd1	0.0395 (3)	0.0331 (2)	0.0459 (3)	0	0.00492 (19)	0
S1	0.0485 (6)	0.0414 (6)	0.0436 (6)	0.0114 (5)	0.0115 (5)	−0.0013 (5)
Si1	0.0365 (6)	0.0328 (6)	0.0374 (6)	0.0012 (5)	0.0032 (5)	−0.0004 (4)
N1	0.042 (2)	0.037 (2)	0.049 (2)	−0.0035 (16)	0.0098 (17)	−0.0026 (15)
O1	0.061 (2)	0.0388 (16)	0.0418 (16)	0.0017 (14)	0.0026 (14)	0.0061 (13)
O2	0.0366 (16)	0.0451 (17)	0.0535 (18)	−0.0012 (13)	−0.0028 (14)	−0.0035 (13)
O3	0.0329 (14)	0.0395 (15)	0.0370 (14)	0.0063 (12)	0.0051 (11)	−0.0021 (12)
C1	0.062 (3)	0.035 (2)	0.033 (2)	−0.006 (2)	0.015 (2)	−0.0017 (17)
C2	0.079 (4)	0.038 (3)	0.060 (3)	−0.010 (2)	0.012 (3)	0.000 (2)
C3	0.073 (4)	0.060 (3)	0.077 (4)	−0.033 (3)	0.015 (3)	−0.002 (3)
C4	0.057 (3)	0.078 (4)	0.068 (3)	−0.023 (3)	0.020 (3)	−0.012 (3)
C5	0.043 (3)	0.058 (3)	0.065 (3)	−0.009 (2)	0.013 (2)	−0.008 (2)
C10	0.078 (4)	0.039 (3)	0.062 (3)	−0.003 (2)	0.017 (3)	0.008 (2)
C11	0.159 (7)	0.072 (4)	0.077 (4)	0.000 (4)	0.045 (4)	0.026 (3)
C12	0.112 (5)	0.049 (3)	0.099 (5)	0.021 (3)	0.019 (4)	0.008 (3)
C13	0.083 (4)	0.055 (3)	0.103 (5)	−0.025 (3)	0.015 (4)	−0.002 (3)
C20	0.037 (2)	0.066 (3)	0.068 (3)	−0.006 (2)	−0.004 (2)	−0.009 (3)
C21	0.076 (4)	0.091 (5)	0.145 (7)	−0.039 (4)	−0.021 (4)	−0.005 (5)
C22	0.096 (5)	0.160 (7)	0.059 (4)	−0.017 (5)	−0.020 (3)	0.004 (4)
C23	0.050 (4)	0.148 (7)	0.162 (7)	0.030 (4)	−0.025 (4)	−0.067 (6)
C30	0.036 (2)	0.048 (2)	0.049 (3)	0.0089 (19)	0.0177 (19)	−0.003 (2)
C31	0.083 (4)	0.083 (4)	0.048 (3)	0.020 (3)	0.030 (3)	0.005 (3)
C32	0.106 (5)	0.045 (3)	0.084 (4)	0.008 (3)	0.042 (4)	−0.012 (3)
C33	0.042 (3)	0.105 (5)	0.093 (4)	0.011 (3)	0.019 (3)	−0.005 (4)

Geometric parameters (Å, º)

Cd1—N1	2.410 (3)	C12—H12A	0.96
Cd1—N1^i	2.410 (3)	C12—H12B	0.96
Cd1—S1	2.5224 (11)	C12—H12C	0.96
Cd1—S1^i	2.5225 (11)	C13—H13A	0.96
Cd1—O3^i	2.680 (2)	C13—H13B	0.96
Cd1—O3	2.680 (2)	C13—H13C	0.96
S1—Si1	2.0778 (15)	C20—C23	1.490 (8)
Si1—O2	1.620 (3)	C20—C22	1.501 (8)
Si1—O1	1.622 (3)	C20—C21	1.512 (7)
Si1—O3	1.653 (3)	C21—H21A	0.96
N1—C5	1.339 (5)	C21—H21B	0.96
N1—C1	1.341 (5)	C21—H21C	0.96
O1—C10	1.449 (5)	C22—H22A	0.96
O2—C20	1.440 (5)	C22—H22B	0.96
O3—C30	1.463 (4)	C22—H22C	0.96
C1—C2	1.376 (6)	C23—H23A	0.96
C1—C1^i	1.494 (9)	C23—H23B	0.96
C2—C3	1.369 (7)	C23—H23C	0.96
C2—H2	0.93	C30—C33	1.511 (6)
C3—C4	1.365 (7)	C30—C31	1.516 (6)
C3—H3	0.93	C30—C32	1.520 (6)
C4—C5	1.384 (7)	C31—H31A	0.96
C4—H4	0.93	C31—H31B	0.96
C5—H5	0.93	C31—H31C	0.96
C10—C12	1.514 (7)	C32—H32A	0.96
C10—C11	1.521 (7)	C32—H32B	0.96
C10—C13	1.525 (7)	C32—H32C	0.96
C11—H11A	0.96	C33—H33A	0.96
C11—H11B	0.96	C33—H33B	0.96
C11—H11C	0.96	C33—H33C	0.96
N1—Cd1—N1^i	67.32 (17)	H12A—C12—H12B	109.5
N1—Cd1—S1	93.38 (9)	C10—C12—H12C	109.5
N1^i—Cd1—S1	154.88 (9)	H12A—C12—H12C	109.5
N1—Cd1—S1^i	154.88 (9)	H12B—C12—H12C	109.5
N1^i—Cd1—S1^i	93.38 (9)	C10—C13—H13A	109.5
S1—Cd1—S1^i	109.20 (5)	C10—C13—H13B	109.5
N1—Cd1—O3^i	93.64 (10)	H13A—C13—H13B	109.5
N1^i—Cd1—O3^i	89.67 (10)	C10—C13—H13C	109.5
S1—Cd1—O3^i	108.18 (6)	H13A—C13—H13C	109.5
S1^i—Cd1—O3^i	69.38 (6)	H13B—C13—H13C	109.5
N1—Cd1—O3	89.67 (10)	O2—C20—C23	110.4 (4)
N1^i—Cd1—O3	93.64 (10)	O2—C20—C22	109.0 (4)
S1—Cd1—O3	69.38 (6)	C23—C20—C22	111.7 (6)
S1^i—Cd1—O3	108.18 (6)	O2—C20—C21	105.3 (4)
O3^i—Cd1—O3	176.03 (11)	C23—C20—C21	110.9 (6)
Si1—S1—Cd1	89.28 (5)	C22—C20—C21	109.4 (5)
O2—Si1—O1	104.68 (16)	C20—C21—H21A	109.5
O2—Si1—O3	104.89 (14)	C20—C21—H21B	109.5
O1—Si1—O3	112.24 (16)	H21A—C21—H21B	109.5
O2—Si1—S1	115.23 (13)	C20—C21—H21C	109.5
O1—Si1—S1	114.91 (12)	H21A—C21—H21C	109.5
O3—Si1—S1	104.63 (10)	H21B—C21—H21C	109.5
C5—N1—C1	118.5 (4)	C20—C22—H22A	109.5
C5—N1—Cd1	121.1 (3)	C20—C22—H22B	109.5
C1—N1—Cd1	120.2 (3)	H22A—C22—H22B	109.5
C10—O1—Si1	134.4 (3)	C20—C22—H22C	109.5
C20—O2—Si1	133.7 (3)	H22A—C22—H22C	109.5
C30—O3—Si1	130.2 (2)	H22B—C22—H22C	109.5
C30—O3—Cd1	132.4 (2)	C20—C23—H23A	109.5
Si1—O3—Cd1	94.10 (11)	C20—C23—H23B	109.5
N1—C1—C2	121.7 (4)	H23A—C23—H23B	109.5
N1—C1—C1^i	115.9 (2)	C20—C23—H23C	109.5
C2—C1—C1^i	122.4 (3)	H23A—C23—H23C	109.5
C3—C2—C1	119.2 (5)	H23B—C23—H23C	109.5
C3—C2—H2	120.4	O3—C30—C33	105.3 (4)
C1—C2—H2	120.4	O3—C30—C31	111.8 (3)
C4—C3—C2	120.0 (5)	C33—C30—C31	111.1 (4)
C4—C3—H3	120	O3—C30—C32	107.0 (3)
C2—C3—H3	120	C33—C30—C32	111.1 (4)
C3—C4—C5	118.2 (5)	C31—C30—C32	110.4 (4)
C3—C4—H4	120.9	C30—C31—H31A	109.5
C5—C4—H4	120.9	C30—C31—H31B	109.5
N1—C5—C4	122.5 (5)	H31A—C31—H31B	109.5
N1—C5—H5	118.7	C30—C31—H31C	109.5
C4—C5—H5	118.7	H31A—C31—H31C	109.5
O1—C10—C12	108.2 (4)	H31B—C31—H31C	109.5
O1—C10—C11	105.3 (4)	C30—C32—H32A	109.5
C12—C10—C11	110.6 (5)	C30—C32—H32B	109.5
O1—C10—C13	110.0 (4)	H32A—C32—H32B	109.5
C12—C10—C13	111.0 (5)	C30—C32—H32C	109.5
C11—C10—C13	111.5 (5)	H32A—C32—H32C	109.5
C10—C11—H11A	109.5	H32B—C32—H32C	109.5
C10—C11—H11B	109.5	C30—C33—H33A	109.5
H11A—C11—H11B	109.5	C30—C33—H33B	109.5
C10—C11—H11C	109.5	H33A—C33—H33B	109.5
H11A—C11—H11C	109.5	C30—C33—H33C	109.5
H11B—C11—H11C	109.5	H33A—C33—H33C	109.5
C10—C12—H12A	109.5	H33B—C33—H33C	109.5
C10—C12—H12B	109.5

Symmetry code: (i) −x, y, −z+1/2.