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Tris[2,2,6,6-tetramethyl-8-(trimethylsilyl)benzo[1,2-d;4,5-d′]bis(1,3-dithiol)-4-yl]methanol diethyl ether monosolvate

Authors :
Nico Fleck
Gregor Schnakenburg
Alexander C. Filippou
Olav Schiemann
Source :
Acta Crystallographica Section E: Crystallographic Communications, Vol 74, Iss 4, Pp 539-542 (2018)
Publication Year :
2018
Publisher :
International Union of Crystallography, 2018.

Abstract

The title compound, a triarylmethanol, C46H64OS12Si3 1, was synthesized via lithiation of tris-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d′]bis[1,3]dithiol-4-yl-methanol, 2, and electrophilic quenching with trimethylsilyl chloride. The current crystal structure reveals information about the reactivity of this compound and compares well with the structure reported for the unsubstituted parent compound 2 [Driesschaert et al. (2012). Eur. J. Org. Chem. 33, 6517–6525]. The title compound 1 forms molecular propellers and crystallizes in P\overline{1}, featuring an unusually long Si—Car bond of 1.910 (3) Å. Moreover, the geometry at the central quaternary carbon is rather trigonal-pyramidal than tetrahedral due to vast intramolecular stress. One trimethylsilyl group is disordered over two positions in a 0.504 (4):0.496 (4) ratio and one S atom is disordered over two positions in a 0.509 (7):0.491 (7) ratio. The contribution of disordered diethyl ether solvent molecule(s) was removed using the PLATON SQUEEZE (Spek, 2015) solvent masking procedure. These solvent molecules are not considered in the given chemical formula and other crystal data.

Details

Language :
English
ISSN :
20569890
Volume :
74
Issue :
4
Database :
Directory of Open Access Journals
Journal :
Acta Crystallographica Section E: Crystallographic Communications
Publication Type :
Academic Journal
Accession number :
edsdoj.199981b770b6413195e178dcd1c49c60
Document Type :
article
Full Text :
https://doi.org/10.1107/S2056989018004516