Browse DORAS
Browse Theses
Search
Latest Additions
Creative Commons License
Except where otherwise noted, content on this site is licensed for use under a:

Carbamates I: Structural and conformational study of eight Methoxyphenyl-N-pyridinylcarbamates

Mocilac, Pavle and Gallagher, John F. (2012) Carbamates I: Structural and conformational study of eight Methoxyphenyl-N-pyridinylcarbamates. In: ECA Meeting, 6 Aug 2012, Bergen, Norway.

Full text available as:

[img]
Preview
PDF (Conference Poster (ECA Bergen 2012 updated)) - Requires a PDF viewer such as GSview, Xpdf or Adobe Acrobat Reader
1115Kb

Abstract

Crystal and molecular structures of phenyl carbamates are relatively unexplored. Only 33 basic phenylcarbamates are present on the Cambridge Structure Database with no phenyl-N-pyridinylcarbamates (Scheme 1a). Our field is structural systematics and isomer grids by bridging solid state crystallography and in silico molecular modeling with conformational analysis as a central tool. A 3×3 isomer grid of nine Methoxyphenyl-N-pyridinylcarbamates (C13H12N2O3) as CxxOMe (x = para-/meta-/ortho-) was synthesized and studied to determine their crystal structures and correlate structural relationships from both ab initio calculations and the solid-state using conformational analysis. Eight of nine crystal structures were determined using single crystal X-ray diffraction. All isomers form N-H···N hydrogen bonds as the primary interaction, with one isomer (CmmOMe, Fig. 1) forming a relatively unusual disordered hydrogen bonded trimer via N-H···N interactions, while the CoxOMe isomers (Figs. 2, 3 and 5) form N-H···N hydrogen bonded dimers.

Item Type:Conference or Workshop Item (Poster)
Event Type:Conference
Refereed:No
Additional Information:Cambridge Structural Database (CSD) information on nine Methoxyphenyl-N-pyridinylcarbamates CCDC reference codes 936019 to 936026 and 948928. Copies available, e-mail:deposit@ccdc.cam.ac.uk).
Uncontrolled Keywords:Carbamates; Isomer grids; Conformational analysis; Structural systematics; Methoxy; Pyridine
Subjects:Physical Sciences > Chemistry
Physical Sciences > Crystallography
DCU Faculties and Centres:DCU Faculties and Schools > Faculty of Science and Health > School of Chemical Sciences
Use License:This item is licensed under a Creative Commons Attribution-NonCommercial-Share Alike 3.0 License. View License
Funders:PRTLI T3
ID Code:19621
Deposited On:07 Nov 2013 11:20 by John Gallagher. Last Modified 07 Nov 2013 11:20

Download statistics

Archive Staff Only: edit this record