supplementary materials


vn2060 scheme

Acta Cryst. (2012). E68, m1515    [ doi:10.1107/S1600536812047186 ]

(1H-Pyrazole-[kappa]N)bis(tri-tert-butoxysilanethiolato-[kappa]2O,S)cadmium

K. Baranowska, M. Bulman and A. Dolega

Abstract top

The CdII atom in the title complex, [Cd(C12H27O3SSi)2(C3H4N2)], is penta-coordinated by two O and two S atoms from the O,S-chelating silanethiolate residue and one pyrazole N atom in a distorted geometry that is slightly closer to trigonal-bipyramidal than to square-based pyramidal. The pyrazole ligand is stabilized within the complex by an intramolecular N-H...O hydrogen bond. One of the tert-butyl groups is disordered over two orientations with occupancy ratio of 0.534 (6):0.466 (6).

Comment top

Our current research subject concerns the structural and spectroscopic characteristics of simple inorganic complexes - models of the catalytic site of the enzyme alcohol dehydrogenase. We use tri-tert- butoxysilanethiol as a source of thiolate function and aromatic N-ligands as histidine analogs (Dołęga, 2010 and references therein)

The title complex is the first heteroleptic cadmium(II) tri-tert-βutoxysilanethiolate with the pyrazole co-ligand. The NH group of pyrazole ligand forms an intramolecular hydrogen bond with oxygen and there are no other strong intra- or intermolecular interactions in the crystal other than van der Waals. Therefore with regard to the crystal packing the title compound resembles rather analogous pyridine-containing zinc and cadmium complexes than imidazole-containing analogs (Dołęga et al., 2005; Dołęga et al., 2006; and Dołęga et al. 2009). The coordination geometry is in between square-base pyramidal and trigonal-bipiramydal, but closer to the latter based on the calculation of the τ-parameter (0.597; Addison et al., 1984). The cadmium-ligand bond distances are comparable to those found in similar complexes (Dołęga et al., 2008; Dołęga et al., 2009). However, the single intramolecular NH···O hydrogen bond introduces further asymmetry into the molecule, including the bond lengths (i.e. Cd—O1 and Cd—O4, see Table 1). The title complex features a characteristic, large (> 140°) S—Cd—S angle, and an O—Cd—O angle close to 180°.

The molecular structure of (I) is shown in Fig. 1 and a crystal packing diagram is presented in Fig. 2.

Related literature top

For similar compounds, see: Dołęga et al. (2005, 2006, 2008, 2009); Dołęga (2010). For the synthetic procedure, see: Pladzyk et al. (2011). For a description of the geometry of complexes with five-coordinate metal atoms, see: Addison et al. (1984).

Experimental top

Compound (I) was crystallized at low temperature (255 K) from toluene-methanol solution of cadmium bis(tri-tert-butoxysilanethiolate) (synthesis described in Pladzyk et al., 2011) and pyrazole.

Refinement top

All C–H hydrogen atoms were refined as riding on carbon atoms with methyl C–H = 0.98 Å, aromatic C–H = 0.95 Å and Uiso(H)=1.2 Ueq(C) for aromatic and 1.5 Ueq(C) for methyl groups. Atoms C10—C12 are disordered over two positions (0.534 (6)/0.466 (6)). The hydrogen atom involved in the intermolecular hydrogen bond, H2, was freely refined.

Computing details top

Data collection: CrysAlis PRO (Agilent, 2010); cell refinement: CrysAlis PRO (Agilent, 2010); data reduction: CrysAlis PRO (Agilent, 2010); program(s) used to solve structure: SUPERFLIP (Palatinus & Chapuis, 2007); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: WinGX (Farrugia, 2012).

Figures top
[Figure 1] Fig. 1. A view of the molecule of (I), showing the atom-labelling scheme. Displacement ellipsoids are drawn at the 30% probability level and H atoms have been omitted. Hydrogen bond indicated with dashed lines. Only the major conformation for the disordered tert-butyl group (C10—C12) is shown.
[Figure 2] Fig. 2. Crystal packing of the title compound. Hydrogen bonds are indicated with dashed lines.
(1H-Pyrazole-κN)bis(tri-tert-butoxysilanethiolato- κ2O,S)cadmium top
Crystal data top
[Cd(C12H27O3SSi)2(C3H4N2)]Z = 2
Mr = 739.45F(000) = 780
Triclinic, P1Dx = 1.29 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 9.4445 (4) ÅCell parameters from 7717 reflections
b = 12.7322 (4) Åθ = 2.4–28.7°
c = 16.9153 (5) ŵ = 0.78 mm1
α = 109.098 (3)°T = 120 K
β = 92.905 (3)°Prism, colourless
γ = 96.050 (3)°0.2 × 0.18 × 0.08 mm
V = 1903.53 (12) Å3
Data collection top
Agilent Xcalibur Sapphire2
diffractometer
5935 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.025
Detector resolution: 8.1883 pixels mm-1θmax = 25.5°, θmin = 2.4°
ω scansh = 119
11378 measured reflectionsk = 1513
7083 independent reflectionsl = 1620
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.039Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.103H atoms treated by a mixture of independent and constrained refinement
S = 1.06 w = 1/[σ2(Fo2) + (0.0596P)2 + 0.7954P]
where P = (Fo2 + 2Fc2)/3
7083 reflections(Δ/σ)max = 0.002
414 parametersΔρmax = 1.11 e Å3
0 restraintsΔρmin = 0.65 e Å3
Crystal data top
[Cd(C12H27O3SSi)2(C3H4N2)]γ = 96.050 (3)°
Mr = 739.45V = 1903.53 (12) Å3
Triclinic, P1Z = 2
a = 9.4445 (4) ÅMo Kα radiation
b = 12.7322 (4) ŵ = 0.78 mm1
c = 16.9153 (5) ÅT = 120 K
α = 109.098 (3)°0.2 × 0.18 × 0.08 mm
β = 92.905 (3)°
Data collection top
Agilent Xcalibur Sapphire2
diffractometer
5935 reflections with I > 2σ(I)
11378 measured reflectionsRint = 0.025
7083 independent reflectionsθmax = 25.5°
Refinement top
R[F2 > 2σ(F2)] = 0.039H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.103Δρmax = 1.11 e Å3
S = 1.06Δρmin = 0.65 e Å3
7083 reflectionsAbsolute structure: ?
414 parametersFlack parameter: ?
0 restraintsRogers parameter: ?
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 > 2σ(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
xyzUiso*/UeqOcc. (<1)
Cd10.05597 (2)0.985121 (18)0.753064 (14)0.02601 (9)
S10.17784 (8)0.90765 (6)0.77929 (5)0.02601 (18)
S20.17728 (9)1.12410 (7)0.69927 (5)0.03058 (19)
Si10.18559 (8)0.78496 (7)0.66080 (5)0.02040 (18)
Si20.24411 (9)1.22389 (7)0.82244 (5)0.02248 (19)
O10.0244 (2)0.80690 (17)0.63028 (13)0.0253 (5)
O20.3100 (2)0.78779 (17)0.59191 (13)0.0259 (5)
O30.2048 (2)0.65667 (17)0.66108 (13)0.0267 (5)
O40.1418 (2)1.17162 (17)0.88070 (12)0.0240 (4)
O50.4076 (2)1.21018 (17)0.85339 (13)0.0242 (5)
O60.2425 (2)1.35733 (17)0.84233 (14)0.0290 (5)
N10.2364 (3)0.9134 (2)0.80682 (16)0.0269 (6)
C10.0478 (4)0.7388 (3)0.5607 (2)0.0313 (7)
C20.1289 (4)0.8205 (3)0.5257 (2)0.0390 (8)
H2A0.06090.85630.50070.058*
H2B0.18790.78010.48280.058*
H2C0.19040.87790.57120.058*
C30.0607 (4)0.6570 (3)0.4925 (2)0.0508 (10)
H3A0.11680.60740.51640.076*
H3B0.01020.61210.44670.076*
H3C0.12460.69910.47080.076*
C40.1481 (5)0.6780 (3)0.5976 (3)0.0474 (10)
H4A0.21580.73280.64110.071*
H4B0.20080.63260.55310.071*
H4C0.09260.62920.62230.071*
C50.3699 (3)0.8759 (3)0.5702 (2)0.0301 (7)
C60.2526 (4)0.9692 (3)0.5720 (3)0.0485 (10)
H6A0.211.0070.62980.073*
H6B0.29381.02360.5510.073*
H6C0.17860.9370.53630.073*
C70.4433 (4)0.8186 (3)0.4815 (2)0.0470 (10)
H7A0.37140.7920.44240.07*
H7B0.49390.87210.46440.07*
H7C0.51180.75480.48080.07*
C80.4792 (4)0.9197 (3)0.6309 (2)0.0377 (8)
H8A0.55090.85750.62970.057*
H8B0.52620.97550.61460.057*
H8C0.43150.95440.68780.057*
C90.3262 (4)0.5875 (3)0.6738 (2)0.0329 (8)
C100.4222 (8)0.6548 (6)0.7331 (5)0.043 (2)0.534 (6)
H10A0.3710.68830.78920.064*0.534 (6)
H10B0.50760.60570.73590.064*0.534 (6)
H10C0.45050.71420.71310.064*0.534 (6)
C110.4105 (8)0.5393 (5)0.5828 (4)0.0407 (19)0.534 (6)
H11A0.4360.60150.56530.061*0.534 (6)
H11B0.49770.49110.58440.061*0.534 (6)
H11C0.34970.49540.54270.061*0.534 (6)
C120.2692 (10)0.4985 (7)0.6966 (7)0.068 (3)0.534 (6)
H12A0.20710.46130.65430.101*0.534 (6)
H12B0.34820.44370.69940.101*0.534 (6)
H12C0.21390.53040.75150.101*0.534 (6)
C10A0.4682 (8)0.6233 (7)0.6616 (5)0.042 (2)0.466 (6)
H10D0.46410.7040.69110.064*0.466 (6)
H10E0.54030.58250.68420.064*0.466 (6)
H10F0.49380.60690.60150.064*0.466 (6)
C11A0.3166 (11)0.4659 (6)0.6230 (5)0.047 (2)0.466 (6)
H11D0.3330.45470.5630.07*0.466 (6)
H11E0.38910.41710.63860.07*0.466 (6)
H11F0.22140.44750.63480.07*0.466 (6)
C12A0.3010 (10)0.5984 (6)0.7706 (4)0.041 (2)0.466 (6)
H12D0.21740.56230.77870.062*0.466 (6)
H12E0.38560.56170.78690.062*0.466 (6)
H12F0.28470.67780.80530.062*0.466 (6)
C130.1443 (4)1.1983 (3)0.97162 (19)0.0288 (7)
C140.2531 (4)1.1374 (3)1.0014 (2)0.0401 (9)
H14A0.22981.05650.97230.06*
H14B0.25151.15351.06210.06*
H14C0.34861.16270.98920.06*
C150.1815 (6)1.3247 (3)1.0166 (2)0.0560 (12)
H15A0.1791.34141.07730.084*
H15B0.11191.36430.99660.084*
H15C0.27751.34921.00470.084*
C160.0053 (4)1.1580 (4)0.9872 (2)0.0496 (10)
H16A0.03141.07910.95250.074*
H16B0.07331.20320.97250.074*
H16C0.00781.16561.04670.074*
C170.5467 (3)1.2632 (3)0.8437 (2)0.0283 (7)
C180.6535 (4)1.1934 (3)0.8649 (3)0.0432 (9)
H18A0.63781.11760.82360.065*
H18B0.6411.18960.92110.065*
H18C0.75081.22790.86370.065*
C190.5714 (4)1.3828 (3)0.9049 (3)0.0458 (9)
H19A0.66431.41940.89790.069*
H19B0.57041.38170.96250.069*
H19C0.49561.42420.89360.069*
C200.5536 (4)1.2608 (3)0.7534 (2)0.0412 (9)
H20A0.52941.18360.71510.062*
H20B0.65051.28990.74590.062*
H20C0.48541.30760.74110.062*
C210.1447 (4)1.4231 (3)0.8169 (3)0.0405 (9)
C220.1711 (5)1.5389 (3)0.8845 (3)0.0542 (11)
H22A0.15171.5320.93910.081*
H22B0.10771.58790.87090.081*
H22C0.27091.57090.88690.081*
C230.1803 (6)1.4289 (4)0.7328 (3)0.0647 (13)
H23A0.28231.45550.73550.097*
H23B0.12351.48090.71780.097*
H23C0.15841.35420.69030.097*
C240.0101 (4)1.3714 (4)0.8152 (4)0.0636 (14)
H24A0.02821.29840.77040.095*
H24B0.07561.42110.80470.095*
H24C0.02531.36150.86930.095*
N20.3708 (3)0.9677 (2)0.82922 (17)0.0279 (6)
C250.2363 (4)0.8215 (3)0.8284 (2)0.0345 (8)
H250.15620.76580.81950.041*
C270.4531 (4)0.9137 (3)0.8654 (2)0.0371 (8)
H270.55060.93670.88660.045*
C260.3699 (4)0.8187 (3)0.8660 (2)0.0433 (9)
H260.39760.7630.88750.052*
H20.386 (5)1.033 (3)0.828 (2)0.049 (12)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cd10.02004 (13)0.02765 (14)0.03054 (14)0.00224 (9)0.00191 (9)0.01224 (10)
S10.0216 (4)0.0287 (4)0.0268 (4)0.0005 (3)0.0043 (3)0.0086 (3)
S20.0315 (4)0.0341 (4)0.0266 (4)0.0069 (4)0.0033 (3)0.0150 (3)
Si10.0154 (4)0.0220 (4)0.0259 (4)0.0007 (3)0.0014 (3)0.0115 (3)
Si20.0189 (4)0.0235 (4)0.0275 (4)0.0002 (3)0.0005 (3)0.0131 (4)
O10.0174 (11)0.0269 (11)0.0283 (11)0.0002 (9)0.0038 (9)0.0056 (9)
O20.0240 (11)0.0239 (11)0.0323 (11)0.0006 (9)0.0039 (9)0.0146 (9)
O30.0234 (11)0.0243 (11)0.0370 (12)0.0017 (9)0.0011 (9)0.0169 (10)
O40.0195 (11)0.0291 (11)0.0258 (11)0.0003 (9)0.0018 (9)0.0135 (9)
O50.0178 (11)0.0269 (11)0.0314 (11)0.0009 (9)0.0009 (9)0.0153 (9)
O60.0236 (12)0.0274 (11)0.0406 (13)0.0015 (9)0.0004 (10)0.0183 (10)
N10.0236 (14)0.0262 (13)0.0309 (14)0.0003 (11)0.0002 (11)0.0107 (11)
C10.0248 (17)0.0340 (17)0.0304 (17)0.0031 (14)0.0074 (14)0.0042 (14)
C20.035 (2)0.047 (2)0.0370 (19)0.0085 (17)0.0141 (16)0.0142 (17)
C30.038 (2)0.054 (2)0.041 (2)0.0061 (19)0.0101 (17)0.0090 (18)
C40.053 (3)0.039 (2)0.052 (2)0.0215 (19)0.0159 (19)0.0106 (18)
C50.0244 (17)0.0327 (17)0.0406 (19)0.0054 (14)0.0014 (14)0.0225 (15)
C60.032 (2)0.048 (2)0.086 (3)0.0041 (17)0.001 (2)0.051 (2)
C70.047 (2)0.060 (2)0.041 (2)0.018 (2)0.0084 (18)0.0253 (19)
C80.0254 (18)0.0387 (19)0.051 (2)0.0081 (15)0.0032 (16)0.0174 (17)
C90.0361 (19)0.0244 (16)0.0384 (19)0.0038 (14)0.0042 (15)0.0131 (15)
C100.040 (4)0.042 (4)0.045 (5)0.013 (3)0.011 (3)0.018 (3)
C110.034 (4)0.031 (3)0.049 (4)0.014 (3)0.001 (3)0.008 (3)
C120.071 (6)0.047 (5)0.109 (9)0.010 (4)0.012 (6)0.058 (6)
C10A0.034 (4)0.048 (5)0.050 (5)0.012 (4)0.009 (4)0.027 (4)
C11A0.084 (7)0.025 (4)0.025 (4)0.005 (4)0.011 (4)0.002 (3)
C12A0.078 (6)0.022 (4)0.022 (4)0.002 (4)0.002 (4)0.009 (3)
C130.0302 (18)0.0324 (17)0.0252 (16)0.0038 (14)0.0044 (13)0.0114 (14)
C140.041 (2)0.059 (2)0.0245 (17)0.0125 (18)0.0010 (15)0.0170 (17)
C150.090 (4)0.036 (2)0.038 (2)0.009 (2)0.017 (2)0.0053 (18)
C160.033 (2)0.082 (3)0.039 (2)0.000 (2)0.0078 (17)0.030 (2)
C170.0173 (15)0.0312 (17)0.0366 (18)0.0024 (13)0.0003 (13)0.0139 (14)
C180.0218 (18)0.044 (2)0.069 (3)0.0003 (16)0.0036 (17)0.029 (2)
C190.030 (2)0.038 (2)0.058 (2)0.0063 (16)0.0026 (18)0.0054 (18)
C200.0273 (19)0.057 (2)0.043 (2)0.0030 (17)0.0040 (16)0.0228 (18)
C210.034 (2)0.0340 (18)0.062 (2)0.0080 (16)0.0054 (17)0.0276 (18)
C220.053 (3)0.0282 (19)0.086 (3)0.0116 (18)0.002 (2)0.024 (2)
C230.077 (3)0.063 (3)0.070 (3)0.009 (3)0.009 (3)0.047 (3)
C240.027 (2)0.049 (2)0.124 (4)0.0074 (19)0.006 (2)0.042 (3)
N20.0213 (14)0.0289 (14)0.0368 (15)0.0008 (12)0.0002 (11)0.0165 (13)
C250.0345 (19)0.0308 (17)0.043 (2)0.0001 (15)0.0046 (16)0.0198 (16)
C270.0251 (18)0.045 (2)0.048 (2)0.0105 (16)0.0010 (15)0.0238 (17)
C260.043 (2)0.040 (2)0.061 (2)0.0089 (17)0.0015 (18)0.0344 (19)
Geometric parameters (Å, º) top
Cd1—N12.298 (3)C11—H11C0.98
Cd1—O12.536 (2)C12—H12A0.98
Cd1—O42.649 (2)C12—H12B0.98
Cd1—S12.4438 (8)C12—H12C0.98
Cd1—S22.4503 (8)C10A—H10D0.98
Cd1—Si13.1538 (8)C10A—H10E0.98
Si1—S12.0917 (11)C10A—H10F0.98
Si2—S22.0781 (12)C11A—H11D0.98
Si1—O21.624 (2)C11A—H11E0.98
Si1—O31.626 (2)C11A—H11F0.98
Si1—O11.658 (2)C12A—H12D0.98
Si2—O61.622 (2)C12A—H12E0.98
Si2—O51.650 (2)C12A—H12F0.98
Si2—O41.655 (2)C13—C141.511 (5)
O1—C11.463 (4)C13—C161.517 (5)
O2—C51.448 (4)C13—C151.530 (5)
O3—C91.439 (4)C14—H14A0.98
O4—C131.461 (4)C14—H14B0.98
O5—C171.455 (4)C14—H14C0.98
O6—C211.448 (4)C15—H15A0.98
N1—C251.335 (4)C15—H15B0.98
N1—N21.352 (4)C15—H15C0.98
C1—C21.516 (5)C16—H16A0.98
C1—C41.516 (5)C16—H16B0.98
C1—C31.528 (5)C16—H16C0.98
C2—H2A0.98C17—C181.516 (5)
C2—H2B0.98C17—C191.521 (5)
C2—H2C0.98C17—C201.522 (5)
C3—H3A0.98C18—H18A0.98
C3—H3B0.98C18—H18B0.98
C3—H3C0.98C18—H18C0.98
C4—H4A0.98C19—H19A0.98
C4—H4B0.98C19—H19B0.98
C4—H4C0.98C19—H19C0.98
C5—C81.513 (5)C20—H20A0.98
C5—C71.528 (5)C20—H20B0.98
C5—C61.528 (5)C20—H20C0.98
C6—H6A0.98C21—C231.502 (6)
C6—H6B0.98C21—C221.528 (5)
C6—H6C0.98C21—C241.533 (5)
C7—H7A0.98C22—H22A0.98
C7—H7B0.98C22—H22B0.98
C7—H7C0.98C22—H22C0.98
C8—H8A0.98C23—H23A0.98
C8—H8B0.98C23—H23B0.98
C8—H8C0.98C23—H23C0.98
C9—C121.456 (8)C24—H24A0.98
C9—C10A1.486 (9)C24—H24B0.98
C9—C101.502 (8)C24—H24C0.98
C9—C11A1.520 (8)N2—C271.338 (4)
C9—C111.591 (7)N2—H20.83 (4)
C9—C12A1.601 (7)C25—C261.393 (5)
C10—H10A0.98C25—H250.95
C10—H10B0.98C27—C261.375 (5)
C10—H10C0.98C27—H270.95
C11—H11A0.98C26—H260.95
C11—H11B0.98
N1—Cd1—O194.98 (8)C11A—C9—C12A106.4 (5)
N1—Cd1—O484.89 (8)C11—C9—C12A153.7 (4)
N1—Cd1—S1110.92 (7)C9—C10—H10A109.5
N1—Cd1—S2105.14 (7)C9—C10—H10B109.5
O1—Cd1—O4179.52 (6)C9—C10—H10C109.5
S1—Cd1—O172.84 (5)C9—C11—H11A109.5
S1—Cd1—O4107.64 (5)C9—C11—H11B109.5
S2—Cd1—O1108.45 (5)C9—C11—H11C109.5
S2—Cd1—O471.15 (5)C9—C12—H12A109.5
S1—Cd1—S2143.70 (3)C9—C12—H12B109.5
N1—Cd1—Si1107.76 (7)C9—C12—H12C109.5
S1—Cd1—Si141.51 (2)C9—C10A—H10D109.5
S2—Cd1—Si1128.78 (2)C9—C10A—H10E109.5
O1—Cd1—Si131.56 (5)H10D—C10A—H10E109.5
O4—Cd1—Si1148.91 (5)C9—C10A—H10F109.5
Si1—S1—Cd187.75 (3)H10D—C10A—H10F109.5
Si2—S2—Cd188.70 (4)H10E—C10A—H10F109.5
O2—Si1—O3105.07 (11)C9—C11A—H11D109.5
O2—Si1—O1111.27 (11)C9—C11A—H11E109.5
O3—Si1—O1106.14 (11)H11D—C11A—H11E109.5
O2—Si1—S1115.77 (9)C9—C11A—H11F109.5
O3—Si1—S1114.79 (9)H11D—C11A—H11F109.5
O1—Si1—S1103.54 (8)H11E—C11A—H11F109.5
O2—Si1—Cd1124.75 (8)C9—C12A—H12D109.5
O3—Si1—Cd1129.82 (8)C9—C12A—H12E109.5
O1—Si1—Cd153.20 (7)H12D—C12A—H12E109.5
S1—Si1—Cd150.74 (3)C9—C12A—H12F109.5
O6—Si2—O5105.57 (11)H12D—C12A—H12F109.5
O6—Si2—O4113.49 (12)H12E—C12A—H12F109.5
O5—Si2—O4103.78 (11)O4—C13—C14110.0 (3)
O6—Si2—S2115.13 (9)O4—C13—C16105.4 (3)
O5—Si2—S2113.55 (9)C14—C13—C16110.6 (3)
O4—Si2—S2104.93 (8)O4—C13—C15110.6 (3)
C1—O1—Si1131.05 (19)C14—C13—C15109.4 (3)
C1—O1—Cd1133.45 (17)C16—C13—C15110.8 (3)
Si1—O1—Cd195.24 (9)C13—C14—H14A109.5
C5—O2—Si1134.6 (2)C13—C14—H14B109.5
C9—O3—Si1131.5 (2)H14A—C14—H14B109.5
C13—O4—Si2131.51 (19)C13—C14—H14C109.5
C13—O4—Cd1132.44 (17)H14A—C14—H14C109.5
Si2—O4—Cd192.19 (9)H14B—C14—H14C109.5
C17—O5—Si2131.52 (18)C13—C15—H15A109.5
C21—O6—Si2133.6 (2)C13—C15—H15B109.5
C25—N1—N2105.3 (3)H15A—C15—H15B109.5
C25—N1—Cd1131.5 (2)C13—C15—H15C109.5
N2—N1—Cd1122.98 (19)H15A—C15—H15C109.5
O1—C1—C2106.0 (3)H15B—C15—H15C109.5
O1—C1—C4106.7 (3)C13—C16—H16A109.5
C2—C1—C4111.6 (3)C13—C16—H16B109.5
O1—C1—C3110.8 (3)H16A—C16—H16B109.5
C2—C1—C3109.8 (3)C13—C16—H16C109.5
C4—C1—C3111.7 (3)H16A—C16—H16C109.5
C1—C2—H2A109.5H16B—C16—H16C109.5
C1—C2—H2B109.5O5—C17—C18105.1 (2)
H2A—C2—H2B109.5O5—C17—C19109.1 (3)
C1—C2—H2C109.5C18—C17—C19110.9 (3)
H2A—C2—H2C109.5O5—C17—C20109.9 (3)
H2B—C2—H2C109.5C18—C17—C20110.6 (3)
C1—C3—H3A109.5C19—C17—C20111.2 (3)
C1—C3—H3B109.5C17—C18—H18A109.5
H3A—C3—H3B109.5C17—C18—H18B109.5
C1—C3—H3C109.5H18A—C18—H18B109.5
H3A—C3—H3C109.5C17—C18—H18C109.5
H3B—C3—H3C109.5H18A—C18—H18C109.5
C1—C4—H4A109.5H18B—C18—H18C109.5
C1—C4—H4B109.5C17—C19—H19A109.5
H4A—C4—H4B109.5C17—C19—H19B109.5
C1—C4—H4C109.5H19A—C19—H19B109.5
H4A—C4—H4C109.5C17—C19—H19C109.5
H4B—C4—H4C109.5H19A—C19—H19C109.5
O2—C5—C8108.3 (3)H19B—C19—H19C109.5
O2—C5—C7104.9 (3)C17—C20—H20A109.5
C8—C5—C7110.1 (3)C17—C20—H20B109.5
O2—C5—C6110.9 (3)H20A—C20—H20B109.5
C8—C5—C6111.5 (3)C17—C20—H20C109.5
C7—C5—C6110.9 (3)H20A—C20—H20C109.5
C5—C6—H6A109.5H20B—C20—H20C109.5
C5—C6—H6B109.5O6—C21—C23108.3 (3)
H6A—C6—H6B109.5O6—C21—C22105.4 (3)
C5—C6—H6C109.5C23—C21—C22111.2 (3)
H6A—C6—H6C109.5O6—C21—C24110.0 (3)
H6B—C6—H6C109.5C23—C21—C24112.3 (4)
C5—C7—H7A109.5C22—C21—C24109.4 (4)
C5—C7—H7B109.5C21—C22—H22A109.5
H7A—C7—H7B109.5C21—C22—H22B109.5
C5—C7—H7C109.5H22A—C22—H22B109.5
H7A—C7—H7C109.5C21—C22—H22C109.5
H7B—C7—H7C109.5H22A—C22—H22C109.5
C5—C8—H8A109.5H22B—C22—H22C109.5
C5—C8—H8B109.5C21—C23—H23A109.5
H8A—C8—H8B109.5C21—C23—H23B109.5
C5—C8—H8C109.5H23A—C23—H23B109.5
H8A—C8—H8C109.5C21—C23—H23C109.5
H8B—C8—H8C109.5H23A—C23—H23C109.5
O3—C9—C12106.2 (5)H23B—C23—H23C109.5
O3—C9—C10A115.9 (4)C21—C24—H24A109.5
C12—C9—C10A137.9 (5)C21—C24—H24B109.5
O3—C9—C10112.2 (3)H24A—C24—H24B109.5
C12—C9—C10116.4 (6)C21—C24—H24C109.5
C10A—C9—C1046.8 (4)H24A—C24—H24C109.5
O3—C9—C11A108.8 (4)H24B—C24—H24C109.5
C12—C9—C11A48.3 (5)C27—N2—N1111.8 (3)
C10A—C9—C11A113.7 (6)C27—N2—H2129 (3)
C10—C9—C11A138.9 (5)N1—N2—H2118 (3)
O3—C9—C11102.5 (3)N1—C25—C26110.5 (3)
C12—C9—C11110.8 (6)N1—C25—H25124.7
C10A—C9—C1161.5 (5)C26—C25—H25124.7
C10—C9—C11107.9 (5)N2—C27—C26107.0 (3)
C11A—C9—C1163.1 (5)N2—C27—H27126.5
O3—C9—C12A103.8 (4)C26—C27—H27126.5
C12—C9—C12A60.0 (5)C27—C26—C25105.4 (3)
C10A—C9—C12A107.2 (5)C27—C26—H26127.3
C10—C9—C12A62.8 (5)C25—C26—H26127.3
N1—Cd1—S1—Si193.48 (8)S2—Si2—O4—Cd114.63 (8)
S2—Cd1—S1—Si193.33 (5)N1—Cd1—O4—C1363.7 (2)
O1—Cd1—S1—Si14.67 (6)S1—Cd1—O4—C1346.6 (2)
O4—Cd1—S1—Si1175.29 (5)S2—Cd1—O4—C13171.7 (2)
N1—Cd1—S2—Si269.02 (8)Si1—Cd1—O4—C1352.7 (3)
S1—Cd1—S2—Si2104.39 (5)N1—Cd1—O4—Si295.28 (10)
O1—Cd1—S2—Si2169.69 (6)S1—Cd1—O4—Si2154.37 (7)
O4—Cd1—S2—Si210.03 (5)S2—Cd1—O4—Si212.64 (7)
Si1—Cd1—S2—Si2162.46 (3)Si1—Cd1—O4—Si2148.32 (6)
Cd1—S1—Si1—O2115.01 (9)O6—Si2—O5—C1742.6 (3)
Cd1—S1—Si1—O3122.25 (9)O4—Si2—O5—C17162.3 (2)
Cd1—S1—Si1—O17.03 (8)S2—Si2—O5—C1784.4 (3)
N1—Cd1—Si1—O2161.55 (12)O5—Si2—O6—C21166.1 (3)
S1—Cd1—Si1—O296.68 (11)O4—Si2—O6—C2180.9 (3)
S2—Cd1—Si1—O234.02 (11)S2—Si2—O6—C2140.1 (3)
O1—Cd1—Si1—O291.86 (14)S1—Cd1—N1—C2519.6 (3)
O4—Cd1—Si1—O287.97 (14)S2—Cd1—N1—C25164.6 (3)
N1—Cd1—Si1—O310.42 (13)O1—Cd1—N1—C2553.9 (3)
S1—Cd1—Si1—O391.35 (12)O4—Cd1—N1—C25126.6 (3)
S2—Cd1—Si1—O3137.95 (11)Si1—Cd1—N1—C2524.4 (3)
O1—Cd1—Si1—O380.11 (14)S1—Cd1—N1—N2155.0 (2)
O4—Cd1—Si1—O3100.06 (14)S2—Cd1—N1—N220.8 (2)
N1—Cd1—Si1—O169.69 (11)O1—Cd1—N1—N2131.5 (2)
S1—Cd1—Si1—O1171.46 (10)O4—Cd1—N1—N248.0 (2)
S2—Cd1—Si1—O157.84 (10)Si1—Cd1—N1—N2161.0 (2)
O4—Cd1—Si1—O1179.83 (12)Si1—O1—C1—C2140.9 (2)
N1—Cd1—Si1—S1101.77 (8)Cd1—O1—C1—C246.4 (4)
S2—Cd1—Si1—S1130.70 (4)Si1—O1—C1—C4100.0 (3)
O1—Cd1—Si1—S1171.46 (10)Cd1—O1—C1—C472.8 (3)
O4—Cd1—Si1—S18.71 (10)Si1—O1—C1—C321.8 (4)
Cd1—S2—Si2—O6141.34 (10)Cd1—O1—C1—C3165.5 (2)
Cd1—S2—Si2—O596.80 (9)Si1—O2—C5—C882.0 (3)
Cd1—S2—Si2—O415.84 (9)Si1—O2—C5—C7160.5 (3)
O2—Si1—O1—C167.1 (3)Si1—O2—C5—C640.7 (4)
O3—Si1—O1—C146.7 (3)Si1—O3—C9—C12160.2 (5)
S1—Si1—O1—C1167.9 (2)Si1—O3—C9—C10A19.4 (6)
Cd1—Si1—O1—C1174.7 (3)Si1—O3—C9—C1032.0 (5)
O2—Si1—O1—Cd1118.20 (10)Si1—O3—C9—C11A149.0 (4)
O3—Si1—O1—Cd1128.03 (10)Si1—O3—C9—C1183.5 (4)
S1—Si1—O1—Cd16.79 (8)Si1—O3—C9—C12A97.9 (4)
N1—Cd1—O1—C158.2 (3)Si2—O4—C13—C1482.8 (3)
S1—Cd1—O1—C1168.6 (3)Cd1—O4—C13—C1468.6 (3)
S2—Cd1—O1—C149.6 (2)Si2—O4—C13—C16158.0 (2)
Si1—Cd1—O1—C1174.5 (3)Cd1—O4—C13—C1650.6 (3)
N1—Cd1—O1—Si1116.29 (10)Si2—O4—C13—C1538.2 (4)
S1—Cd1—O1—Si15.91 (7)Cd1—O4—C13—C15170.4 (2)
S2—Cd1—O1—Si1135.92 (7)Si2—O5—C17—C18165.4 (2)
O3—Si1—O2—C5167.4 (3)Si2—O5—C17—C1975.7 (3)
O1—Si1—O2—C578.2 (3)Si2—O5—C17—C2046.4 (4)
S1—Si1—O2—C539.7 (3)Si2—O6—C21—C2384.2 (4)
Cd1—Si1—O2—C519.0 (3)Si2—O6—C21—C22156.7 (3)
O2—Si1—O3—C955.0 (3)Si2—O6—C21—C2438.8 (5)
O1—Si1—O3—C9172.9 (3)C25—N1—N2—C271.2 (4)
S1—Si1—O3—C973.4 (3)Cd1—N1—N2—C27174.6 (2)
Cd1—Si1—O3—C9131.9 (2)N2—N1—C25—C261.1 (4)
O6—Si2—O4—C1359.5 (3)Cd1—N1—C25—C26174.2 (2)
O5—Si2—O4—C1354.6 (3)N1—N2—C27—C260.8 (4)
S2—Si2—O4—C13174.0 (2)N2—C27—C26—C250.1 (4)
O6—Si2—O4—Cd1141.15 (10)N1—C25—C26—C270.7 (4)
O5—Si2—O4—Cd1104.78 (9)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N2—H2···O50.83 (4)2.14 (4)2.959 (3)167 (4)
Selected bond lengths (Å) top
Cd1—N12.298 (3)Cd1—S22.4503 (8)
Cd1—O12.536 (2)Si1—S12.0917 (11)
Cd1—O42.649 (2)Si2—S22.0781 (12)
Cd1—S12.4438 (8)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N2—H2···O50.83 (4)2.14 (4)2.959 (3)167 (4)
references
References top

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