A beta-sheet structure formed by C-H center dot center dot center dot O hydrogen bonds between the thiazole rings and amide bonds of a dimeric desoxazoline ascidiacyclamide analogue

Citation
A. Asano et al., A beta-sheet structure formed by C-H center dot center dot center dot O hydrogen bonds between the thiazole rings and amide bonds of a dimeric desoxazoline ascidiacyclamide analogue, ACT CRYST E, 57, 2001, pp. o834-o838
Citations number
15
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE
ISSN journal
1600-5368 → ACNP
Volume
57
Year of publication
2001
Part
9
Pages
o834 - o838
Database
ISI
SICI code
1600-5368(200109)57:<o834:ABSFBC>2.0.ZU;2-N
Abstract
A dimeric analogue of desoxazoline ascidiacyclamide was synthesized to incr ease the conformational flexibility of the molecule. The overall structure of this compound, C72H112N16O16S4. 3C(3)H(7)NO .H2O, was relatively flat an d was classified neither as the folded nor squared form, which have been ob served in ascidiacyclamide analogues. Rather, a unique beta -sheet was form ed in the 48-membered ring with pseudo-twofold symmetry. This was stabilize d by hydrogen bonds including C-H . . .O interactions between thiazole and carbonyl O atoms. This is the first structure of an ascidiacyclamide analog ue to exhibit a flat conformation composed of a eta -sheet.