The Influence of the Side Chain Length on −OCH3−π Interactions Determining the Crystal Packing of Four Substituted 1,4-Bis(α-styryl)benzenes

The crystal structures of E,E-1,4-bis[2-(2,4,6-trimethoxyphenyl)ethenyl]-2,5-dimethoxybenzene (1), E,E-1,4-bis[2-(2,4,6-trimethoxyphenyl)ethenyl]-2,5-diisopropoxybenzene (2), E,E-1,4-bis[2-(2,4,6-trimethoxyphenyl)ethenyl]-2,5-dihexoxybenzene (3), and E,E-1,4-bis[2-(2,4,6-trimethoxyphenyl)ethenyl]-2,...

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Veröffentlicht in:Crystal growth & design 2004-07, Vol.4 (4), p.823-830
Hauptverfasser: Vande Velde, Christophe M. L, Chen, Li-Juan, Baeke, Jan K, Moens, Maarten, Dieltiens, Pieter, Geise, Herman J, Zeller, Matthias, Hunter, Allen D, Blockhuys, Frank
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Sprache:eng
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Zusammenfassung:The crystal structures of E,E-1,4-bis[2-(2,4,6-trimethoxyphenyl)ethenyl]-2,5-dimethoxybenzene (1), E,E-1,4-bis[2-(2,4,6-trimethoxyphenyl)ethenyl]-2,5-diisopropoxybenzene (2), E,E-1,4-bis[2-(2,4,6-trimethoxyphenyl)ethenyl]-2,5-dihexoxybenzene (3), and E,E-1,4-bis[2-(2,4,6-trimethoxyphenyl)ethenyl]-2,5-bis(2-phenylethoxy)benzene (4) are reported. A weak intramolecular hydrogen bond between protons on the olefinic link and the ortho-methoxy groups on the adjacent benzene rings is commented on. In general, however, the crystal packing for these structures is primarily determined by weak −OCH3−π interactions. Their numbers change with the structure and length of the side chains and with the accommodation of the extended chains in the lattice. A discussion on the effects of these interactions on the possibility of lattice formation explains why these four compounds crystallize and several similar ones with different alkoxy side chains do not.
ISSN:1528-7483
1528-7505
DOI:10.1021/cg0499764