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Flip-type disorder in 3-substituted 2,2':5',2''-terthiophenes

Journal Article


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Abstract


  • In the crystal structures of four thiophene derivs., (E)-3'-[2-(anthracen-9-yl)ethenyl]-2,2':5',2''-terthiophene, C28H18S3, (E)-3'-[2-(1-pyrenyl)ethenyl]-2,2':5',2''-terthiophene, C30H18S3, (E)-3'-[2-(3,4-dimethoxyphenyl)ethenyl]-2,2':5',2''-terthiophene, C22H18O2S3, and (E,E)-1,4-bis[2-(2,2':5',2''-terthiophen-3'-yl)ethenyl]-2,5-dimethoxybenzene, C36H26O2S6, at least one of the terminal thiophene rings is disordered and the disorder is of the flip type. The terthiophene fragments are far from being coplanar, contrary to terthiophene itself. The central C-C=C-C fragments are almost planar but the bond lengths suggest slight delocalization within this fragment. The crystal packing is detd. by van der Waals interactions and some weak, relatively short, C-HÃÂÃÂÃÂS and C-HÃÂÃÂÃÂp directional contacts.

Publication Date


  • 2007

Citation


  • Wagner, P. W., Officer, D. L. & Kubicki, M. (2007). Flip-type disorder in 3-substituted 2,2'':5'',2''''-terthiophenes. Acta Crystallographica Section C: Crystal Structure Communications, C63 (7), o400-o404.

Scopus Eid


  • 2-s2.0-34547459184

Ro Full-text Url


  • http://ro.uow.edu.au/cgi/viewcontent.cgi?article=6429&context=scipapers

Ro Metadata Url


  • http://ro.uow.edu.au/scipapers/3087

Start Page


  • o400

End Page


  • o404

Volume


  • C63

Issue


  • 7

Abstract


  • In the crystal structures of four thiophene derivs., (E)-3'-[2-(anthracen-9-yl)ethenyl]-2,2':5',2''-terthiophene, C28H18S3, (E)-3'-[2-(1-pyrenyl)ethenyl]-2,2':5',2''-terthiophene, C30H18S3, (E)-3'-[2-(3,4-dimethoxyphenyl)ethenyl]-2,2':5',2''-terthiophene, C22H18O2S3, and (E,E)-1,4-bis[2-(2,2':5',2''-terthiophen-3'-yl)ethenyl]-2,5-dimethoxybenzene, C36H26O2S6, at least one of the terminal thiophene rings is disordered and the disorder is of the flip type. The terthiophene fragments are far from being coplanar, contrary to terthiophene itself. The central C-C=C-C fragments are almost planar but the bond lengths suggest slight delocalization within this fragment. The crystal packing is detd. by van der Waals interactions and some weak, relatively short, C-HÃÂÃÂÃÂS and C-HÃÂÃÂÃÂp directional contacts.

Publication Date


  • 2007

Citation


  • Wagner, P. W., Officer, D. L. & Kubicki, M. (2007). Flip-type disorder in 3-substituted 2,2'':5'',2''''-terthiophenes. Acta Crystallographica Section C: Crystal Structure Communications, C63 (7), o400-o404.

Scopus Eid


  • 2-s2.0-34547459184

Ro Full-text Url


  • http://ro.uow.edu.au/cgi/viewcontent.cgi?article=6429&context=scipapers

Ro Metadata Url


  • http://ro.uow.edu.au/scipapers/3087

Start Page


  • o400

End Page


  • o404

Volume


  • C63

Issue


  • 7