Self inclusion in a calix[5]arene structure; structure of the cone conformer of a pentahydroxy-p-tert-butylcalix[5]arene
Gallagher, John F.ORCID: 0000-0002-7112-7450, Ferguson, George, Böhmer, Volker and Kraft, Dagmar
(1994)
Self inclusion in a calix[5]arene structure; structure of the cone conformer of a pentahydroxy-p-tert-butylcalix[5]arene.
Acta Crystallographica Section C, 50
(1).
pp. 73-77.
ISSN 0108-2701
The pentahydroxy-p-tert-butylcalix[5]arene, 5,11,17,-
23,29-penta-tert-butylhexacyclo[25.3.1.13,7.19,13.115,19._
121,25 ] pentatriaconta- 1 (31),3,5,7 (35),9,11,13(34), 15,17,-
19(33),21,23,25 (32),27,29-pentadecaene-31,32,3 3,34,-
35-pentaol-n-hexane (1/0.3), C55H70Os.0.3C6HI4 (I),
adopts an open distorted chalice-shaped conformation in
the solid state, primarily through O--H...O intramolecular
hydrogen bonding involving all of the aromatic hydroxyl
groups. The five phenolic O.- .O separations are in
the range 2.735 (7)-2.880 (8) ,~ [mean 2.793 (8) ,4,], with
all hydroxyl H atoms disordered equally over two sites.
The aromatic rings are tilted back from the calixarene
cavity producing a pentagonal-shaped cavity in which the
tert-butyl group of a neighboring calix[5]arene related by
a c-glide is enclathrated. This self-inclusion process extends through the lattice as a one-dimensional molecular
'zipper'.