Pyrogallol[4]arenes as frustrated organic solids.

Two forms of interdigitated layered arrangements of C-pentylpyrogallol[4]arene (PgC5) have been structurally elucidated and show variations in packing arrangements and host-guest interactions. Molecular dynamics simulations reveal a propensity for formation of self-included dimers, with or without incorporated solvent. Combined gas sorption and PXRD results show the presence of seven forms of PgC5, with and without CO2 (and their interconversions). This is the first CO2 gas sorption study of pyrogallol[4]arenes, and it provides evidence that pyrogallol[4]arenes may act as frustrated organic solids.

[1]  J. Atwood,et al.  Controlling the self-assembly of metal-seamed organic nanocapsules. , 2012, Angewandte Chemie.

[2]  J. Atwood,et al.  Acetylene and argon adsorption in a supramolecular organic zeolite. , 2012, Physical chemistry chemical physics : PCCP.

[3]  J. Atwood,et al.  Mixed metal-organic nanocapsules , 2010 .

[4]  J. Atwood,et al.  Methane adsorption in a supramolecular organic zeolite. , 2010, Chemistry.

[5]  J. Atwood,et al.  Pseudo-polymorphism in the toluene solvate of p-tert-butylcalix[5]arene: structural and gas sorption investigation , 2008 .

[6]  Nicholas P. Power,et al.  Metallo-supramolecular capsules , 2008 .

[7]  J. Atwood,et al.  Water as a building block in solid-state acetonitrile-pyrogallol[4]arene assemblies: structural investigations. , 2007, Chemistry.

[8]  Nicholas P. Power,et al.  Ionic dimeric pyrogallol[4]arene capsules. , 2007, Chemical communications.

[9]  J. Atwood,et al.  Frustrated organic solids display unexpected gas sorption. , 2006, Journal of the American Chemical Society.

[10]  Todd R. Gingrich,et al.  Acetylene absorption and binding in a nonporous crystal lattice. , 2006, Angewandte Chemie.

[11]  Leonard J Barbour,et al.  Crystal porosity and the burden of proof. , 2006, Chemical communications.

[12]  Michael O'Keeffe,et al.  Reticular synthesis and the design of new materials , 2003, Nature.

[13]  J. Atwood,et al.  Guest Transport in a Nonporous Organic Solid via Dynamic van der Waals Cooperativity , 2002, Science.

[14]  Irene T Weber,et al.  Geometric criteria of hydrogen bonds in proteins and identification of "bifurcated" hydrogen bonds. , 2002, Protein engineering.

[15]  Shu-Kun Lin.  The Weak Hydrogen Bond: Applications to Structural Chemistry and Biology(International Union of Crystallography Monographs on Crystallography, 9). By Gautam R. Desiraju , 1999 .

[16]  Avelino Corma,et al.  From Microporous to Mesoporous Molecular Sieve Materials and Their Use in Catalysis. , 1997, Chemical reviews.

[17]  D. Bethune,et al.  Storage of hydrogen in single-walled carbon nanotubes , 1997, Nature.

[18]  J. Thornton,et al.  Satisfying hydrogen bonding potential in proteins. , 1994, Journal of molecular biology.

[19]  Sridhar Komarneni,et al.  Porous Adsorbents for Vehicular Natural Gas Storage: A Review , 1998 .