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Note | Regular issue | Vol 68, No. 4, 2006, pp.829-836
Published online, 14th March, 2006
DOI: 10.3987/COM-06-10687
Crystal Structure and Complexation Behavior of Quinonediimine Bearing Thiadiazole Unit

Mendra T. S. Ritonga, Harumi Shibatani, Hidehiro Sakurai, Toshiyuki Moriuchi, and Toshikazu Hirao*

*Department of Applied Chemistry, Graduate School of Science, Osaka University, 2-1 Yamadaoka, Suita, Osaka 560-0871, Japan


The single crystal X-Ray structure determination of aniline oligomers composed of a benzothiadiazole unit revealed the twisted conformation in the crystal state. Despite π-conjugation, the quinonediimine (2) exhibited the more twisted conformation compared with the p-phenylenediamine (1). The benzothiadiazole ring was also found to control the arrangement through π-π interaction in the crystal packing. The controlled complexation of 2 with Pd(MeCN)4(BF4)2 was achieved by the N-heterocyclic coordination sites.