Crystal structure of 1,1,2,2-tetra­methyl-1,2-bis­(2,3,4,5-tetra­methyl­cyclo­penta-2,4-dien-1-yl)disilane

Christian Godemann; Anke Spannenberg; Torsten Beweries

doi:10.1107/S2056989015019891

. 2015 Oct 28;71(Pt 11):o888. doi: 10.1107/S2056989015019891

Crystal structure of 1,1,2,2-tetramethyl-1,2-bis(2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)disilane

Christian Godemann ^a, Anke Spannenberg ^a, Torsten Beweries ^a,^*

PMCID: PMC4644997 PMID: 26594581

Abstract

The molecular structure of the title compound, C₂₂H₃₈Si₂, features a trans arrangement of the cyclopentadienyl rings to avoid steric strain [C—Si—Si—C torsion angle = −179.0 (5)°]. The Si—Si bond length is 2.3444 (4) Å. The most notable intermolecular interactions in the molecular packing are C—H⋯π contacts that lead to the formation of wave-like supramolecular chains along the b axis.

Keywords: crystal structure, disilane, ansa ligand

Related literature

For synthesis of the title compound, see: Kessler et al. (2013 ▸). For group 4 complexes with this ligand, see: Godemann et al. (2014 ▸, 2015 ▸); Pinkas et al. (2011 ▸); Xu et al. (1997 ▸); Horáček et al. (2008 ▸). graphic file with name e-71-0o888-scheme1.jpg

Experimental

Crystal data

C₂₂H₃₈Si₂
M _r = 358.70
Monoclinic
a = 8.7790 (2) Å
b = 15.3039 (4) Å
c = 16.4355 (4) Å
β = 93.678 (1)°
V = 2203.61 (9) Å³
Z = 4
Mo Kα radiation
μ = 0.16 mm⁻¹
T = 150 K
0.55 × 0.41 × 0.29 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2008 ▸) T _min = 0.92, T _max = 0.95
46817 measured reflections
5318 independent reflections
4636 reflections with I > 2σ(I)
R _int = 0.035

Refinement

R[F ² > 2σ(F ²)] = 0.034
wR(F ²) = 0.097
S = 1.06
5318 reflections
229 parameters
H-atom parameters constrained
Δρ_max = 0.32 e Å⁻³
Δρ_min = −0.23 e Å⁻³

Data collection: APEX2 (Bruker, 2011 ▸); cell refinement: SAINT (Bruker, 2009 ▸); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▸); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▸); molecular graphics: XP in SHELXTL (Sheldrick, 2008 ▸); software used to prepare material for publication: SHELXL97.

Supplementary Material

Crystal structure: contains datablock(s) I, New_Global_Publ_Block. DOI: 10.1107/S2056989015019891/tk5400sup1.cif

e-71-0o888-sup1.cif^{(23KB, cif)}

Structure factors: contains datablock(s) I. DOI: 10.1107/S2056989015019891/tk5400Isup2.hkl

e-71-0o888-Isup2.hkl^{(260.4KB, hkl)}

Click here for additional data file.^{(8.9KB, cml)}

Supporting information file. DOI: 10.1107/S2056989015019891/tk5400Isup3.cml

Click here for additional data file.^{(1.2MB, tif)}

. DOI: 10.1107/S2056989015019891/tk5400fig1.tif

Molecular structure of the title compound with atom labelling scheme and displacement ellipsoids drawn at 30% probability level.

CCDC reference: 1432476

Additional supporting information: crystallographic information; 3D view; checkCIF report

Table 1. Hydrogen-bond geometry (, ).

Cg1 is the centroid of the C14C18 ring.

DHA	DH	HA	D A	DHA
C1H1Cg1ⁱ	1.00	2.76	3.7350(13)	166

Open in a new tab

Symmetry code: (i) Inline graphic .

Acknowledgments

Financial support by the BMBF (project ‘Light2Hydrogen’) is gratefully acknowledged.

supplementary crystallographic information

S1. Synthesis and crystallization

The synthesis of the title compound has been described previously (Kessler et al., 2013). A saturated solution of the title compound in n-hexane was very slowly cooled from 60 °C to room temperature resulting in precipitation of colourless crystals.

S2. Refinement

H atoms were placed in idealized positions with d(C—H) = 1.00 Å (CH) & 0.98 Å (CH₃), and refined using a riding model with U_iso(H) fixed at 1.2 U_eq(C) for CH & 1.5 U_eq(C) for CH₃.