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Conformational chirality of oligothiophenes in the solid state. X‐Ray structure of 3,4′,4″‐trimethyl‐2,2′:5′,2″‐terthiophene
Author(s) -
Barbarell Giovanna,
Zambianchi Massimo,
Bongini Alessandro,
Antolini Luciano
Publication year - 1994
Publication title -
advanced materials
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 10.707
H-Index - 527
eISSN - 1521-4095
pISSN - 0935-9648
DOI - 10.1002/adma.19940060706
Subject(s) - chirality (physics) , materials science , terthiophene , van der waals force , conjugated system , crystal structure , crystallography , solid state , chemical physics , polymer , molecule , chiral symmetry , organic chemistry , chemistry , physics , quantum mechanics , nambu–jona lasinio model , composite material , quark
Chiral crystals of organic compounds have many potential applications, particularly in laser technology. The first case among oligothiophenes of chirality in the solid state is reported, the crystal structure being given along with selected NMR data and force field MM2 calculations that provide information about the conformational properties of the compound in solution. Two structural features new for α‐conjugated oligothiophenes are exhibited: a chiral space group and a crystal packing that involves short van der Waals contacts.