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Molecular, Crystal, and Thin‐Film Structures of Octathio[8]circulene: Release of Antiaromatic Molecular Distortion and Lamellar Structure of Self‐Assembling Thin Films
Author(s) -
Fujimoto Takuya,
Suizu Rie,
Yoshikawa Hirofumi,
Awaga Kunio
Publication year - 2008
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200800519
Subject(s) - antiaromaticity , lamellar structure , distortion (music) , planar , crystallography , crystal structure , crystal (programming language) , materials science , thin film , chemistry , nanotechnology , molecule , computer science , optoelectronics , aromaticity , computer graphics (images) , organic chemistry , amplifier , cmos , programming language
And the film prize goes to… octathio[8]circulene ( 2 ; see graphic), which, in contrast to the significant tub‐shaped distortion observed for tetrathiophene ( 1 ), has a very planar structure in which the structural distortion caused by the 8π antiaromaticity is released. Reflecting the planar molecular structure, 2 forms lamellar thin films. The molecular and crystal structures of 1 and 2 were accurately determined by X‐ray single‐crystal analysis.