Literature DB >> 35145739

Crystal structure and Hirshfeld surface analysis of 1-[(benzyl-dimethyl-sil-yl)meth-yl]-1-ethyl-piperidin-1-ium ethane-sulfonate.

Jan-Lukas Kirchhoff1, Stephan G Koller1, Kathrin Louven1, Carsten Strohmann1.   

Abstract

The title mol-ecular salt, C17H30NSi+·C2H5O4S-, belongs to the class of a-amino-silanes and was synthesized by the alkyl-ation of 1-[(benzyl-dimethyl-sil-yl)meth-yl]piperidine using diethyl sulfate. This achiral salt crystallizes in the chiral space group P21. One of the Si-C bonds in the cation is unusually long [1.9075 (12) Å], which correlates with the adjacent quaternary N+ atom and was verified by quantum chemical calculations. In the crystal, the components are linked by weak C-H⋯O hydrogen bonds: a Hirshfeld surface analysis was performed to further investigate these inter-molecular inter-actions and their effects on the crystal packing. © Kirchhoff et al. 2022.

Entities:  

Keywords:  Hirshfeld surface analysis; crystal structure; hydrogen bonds; long Si—C bonds; α-amino­silanes

Year:  2022        PMID: 35145739      PMCID: PMC8819452          DOI: 10.1107/S205698902101361X

Source DB:  PubMed          Journal:  Acta Crystallogr E Crystallogr Commun


  16 in total

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Authors:  M C Etter; J C MacDonald; J Bernstein
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4.  Selective Si-C(sp3 ) Bond Cleavage in (Aminomethyl)silanes by Carbanionic Nucleophiles and Its Stereochemical Course.

Authors:  Stephan G Koller; Jonathan O Bauer; Carsten Strohmann
Journal:  Angew Chem Int Ed Engl       Date:  2017-06-06       Impact factor: 15.336

5.  Palladium-catalyzed cross-coupling of five-membered heterocyclic silanolates.

Authors:  Scott E Denmark; John D Baird; Christopher S Regens
Journal:  J Org Chem       Date:  2008-01-19       Impact factor: 4.354

6.  Enantiodivergence in the reactions of a highly enantiomerically enriched silyllithium compound with benzyl halides: control of inversion and retention by selection of halide.

Authors:  Carsten Strohmann; Martin Bindl; Verena C Fraass; Jan Hörnig
Journal:  Angew Chem Int Ed Engl       Date:  2004-02-13       Impact factor: 15.336

7.  CrystalExplorer: a program for Hirshfeld surface analysis, visualization and quantitative analysis of molecular crystals.

Authors:  Peter R Spackman; Michael J Turner; Joshua J McKinnon; Stephen K Wolff; Daniel J Grimwood; Dylan Jayatilaka; Mark A Spackman
Journal:  J Appl Crystallogr       Date:  2021-04-27       Impact factor: 3.304

8.  Crystal structure refinement with SHELXL.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr C Struct Chem       Date:  2015-01-01       Impact factor: 1.172

9.  Use of intensity quotients and differences in absolute structure refinement.

Authors:  Simon Parsons; Howard D Flack; Trixie Wagner
Journal:  Acta Crystallogr B Struct Sci Cryst Eng Mater       Date:  2013-05-17

10.  The Cambridge Structural Database.

Authors:  Colin R Groom; Ian J Bruno; Matthew P Lightfoot; Suzanna C Ward
Journal:  Acta Crystallogr B Struct Sci Cryst Eng Mater       Date:  2016-04-01
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  1 in total

1.  Crystal structure and Hirshfeld surface analysis of N-{[diphen-yl(vin-yl)sil-yl]meth-yl}-2-methyl-propan-2-ammonium chloride.

Authors:  Christoph Schwab; Andreas Voss; Carsten Strohmann
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2022-09-22
  1 in total

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