Issue 10, 1999

The crystal chemistry of amide-functionalized ethylenedithiotetrathiafulvalenes: EDT-TTF-CONRR′ (R, R′ = H, Me)

Abstract

The preparation of ethylenedithiotetrathiafulvalenes (EDT-TTF) directly functionalized on the TTF core with a primary, secondary or tertiary amide or an hydrazide functional group is described. The X-ray crystal structures of EDT-TTF-CO 2 H, EDT-TTF-CONH 2 , EDT-TTF-CONHMe and EDT-TTF-CONMe 2 are reported. The solid state architectures adopted by those functionalized molecules appear to be a compromise between the hydrogen bond requirements of the OH, NH 2 , CH and C[double bond, length as m-dash]O groups, which act as hydrogen bond donor and acceptor, respectively, and the S···S van der Waals interactions of the EDT-TTF moiety. The activation of the hydrogen atom of the TTF core, ortho to the amidic group, enhances its involvement in short C–H···O bonds, giving rise to a characteristic chelating R 2 1 (7) motif as observed in the secondary amide, EDT-TTF-CONHMe.

Supplementary files

Article information

Article type
Paper

J. Mater. Chem., 1999,9, 2373-2379

The crystal chemistry of amide-functionalized ethylenedithiotetrathiafulvalenes: EDT-TTF-CONRR′ (R, R′ = H, Me)

K. Heuzé, M. Fourmigué and P. Batail, J. Mater. Chem., 1999, 9, 2373 DOI: 10.1039/A902852H

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