Jump to main content
Jump to site search

Issue 90, 2020
Previous Article Next Article

A curious case of dynamic disorder in pyrrolidine rings elucidated by NMR crystallography

Author affiliations

Abstract

A pharmaceutical exhibits differing dynamics in crystallographically distinct pyrrolidine rings despite being nearly related by symmetry, with one performing ring inversions while the other is constrained to torsional librations. Using 13C solid-state magic-angle spinning (MAS) NMR and DFT calculations, we show that this contrast originates from C–H⋯H–C close contacts and less efficient C–H⋯π intermolecular interactions observed in the transition state of the constrained pyrrolidine ring, highlighting the influence of the crystallographic environment on the molecular motion.

Graphical abstract: A curious case of dynamic disorder in pyrrolidine rings elucidated by NMR crystallography

Back to tab navigation

Supplementary files

Article information


Submitted
31 Jul 2020
Accepted
08 Oct 2020
First published
13 Oct 2020

This article is Open Access

Chem. Commun., 2020,56, 14039-14042
Article type
Communication

A curious case of dynamic disorder in pyrrolidine rings elucidated by NMR crystallography

P. M. J. Szell, S. P. Brown, L. P. Hughes, H. Blade and S. O. Nilsson Lill, Chem. Commun., 2020, 56, 14039
DOI: 10.1039/D0CC05236A

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material.

Reproduced material should be attributed as follows:

  • For reproduction of material from NJC:
    [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
  • For reproduction of material from PCCP:
    [Original citation] - Published by the PCCP Owner Societies.
  • For reproduction of material from PPS:
    [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
  • For reproduction of material from all other RSC journals:
    [Original citation] - Published by The Royal Society of Chemistry.

Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.


Social activity

Search articles by author

Spotlight

Advertisements