SUPRAMOLECULAR CRYSTALLINE COMPLEXES INVOLVING BULKY HYDROXY HOSTS: X-RAY STRUCTURE ANALYSIS OF INCLUSION COMPOUNDS WITH ACETONE AND TOLUENE

✍ Scribed by Olga Helmle; Ingeborg Csöregh; Edwin Weber; Thomas Hens

• Publisher: John Wiley and Sons
• Year: 1997
• Tongue: English
• Weight: 221 KB
• Volume: 10
• Category: Article
• ISSN: 0894-3230
• DOI: 10.1002/(sici)1099-1395(199702)10:2<76::aid-poc864>3.0.co;2-3

✦ Synopsis

The structures of two solid inclusion compounds formed between roof-shaped diarylmethanol-substituted 9,10-dihydro-9,10-ethanoanthracene hosts, 1 and 2, and acetone or toluene, 1 • acetone (2 : 1) and 2 • toluene (1 : 1), were investigated by single-crystal x-ray analysis. Both compounds crystallize in the monoclinic system, although in different space groups [C2/c for 1 and 1 /n for 2 • toluene (1 : 1)]. The crystal data are as follows: 1 • acetone (2 : 1), a = 19•314(1), b = 8•451(1), c = 28•533(1), ␤ = 103.38(1)°; 2 • toluene (1 : 1), a = 9•715(5), b = 29•51(2), c = 9•858(6), ␤ = 104•98(4)°. Conclusions are drawn concerning the rigidity of the molecules, the nature and degree of internal molecular motions and the type of disorder present in the crystals. Both hosts 1 and 2 reveal weak intramolecular interactions between the OH group and the -face of the adjacent benzo ring of the ethanoanthracene moiety. The packing arrangement of 1 • acetone (2 : 1) is governed by weak C-H • • • O host-guest interactions, whereas the somewhat controversial C-H • • • F interactions seem to stabilize the host framework in the fluoro-containing 2 • toluene (1 : 1) compound.