Diffusion of vaporous guests into a seemingly non-porous organic crystal

Herbert, Simon A.; Janiak, Agnieszka; Thallapally, Praveen K.; Atwood, Jerry L.; Barbour, Leonard J.

doi:10.1039/c4cc07366e

Title: Diffusion of vaporous guests into a seemingly non-porous organic crystal

Abstract

In this research, the tetragonal apohost phase of p-tert-butyltetramethoxythiacalix[4]arene absorbs hydrochloric acid and iodine. These guest molecules occupy different sites in the solid-state structure -- either within the small intrinsic voids of the macrocycle or within the interstitial spaces between the host molecules. This study illustrates the dynamic deformation of the host, providing strong mechanistic insight into the diffusion of guests into this seemingly non-porous material.

Authors:

Herbert, Simon A. ^[1]; Janiak, Agnieszka ^[1]; Thallapally, Praveen K. ^[2]; Atwood, Jerry L. ^[3]; Barbour, Leonard J. ^[1]

Univ. of Stellenbosch, Matieland (South Africa)
Pacific Northwest National Lab. (PNNL), Richland, WA (United States)
Univ. of Missouri-Columbia, Columbia, MO (United States)

Publication Date:: Tue Oct 07 00:00:00 EDT 2014

Research Org.:: Pacific Northwest National Laboratory (PNNL), Richland, WA (United States)

Sponsoring Org.:: USDOE

OSTI Identifier:: 1166838

Report Number(s):: PNNL-SA-101277
Journal ID: ISSN 1359-7345; CHCOFS; KC0203020

Grant/Contract Number:: AC05-76RL01830

Resource Type:: Accepted Manuscript

Journal Name:: ChemComm

Additional Journal Information:: Journal Volume: 50; Journal Issue: 98; Journal ID: ISSN 1359-7345

Publisher:: Royal Society of Chemistry

Country of Publication:: United States

Language:: English

Subject:: 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats


                    Herbert, Simon A., Janiak, Agnieszka, Thallapally, Praveen K., Atwood, Jerry L., and Barbour, Leonard J. Diffusion of vaporous guests into a seemingly non-porous organic crystal.  United States: N. p., 2014. 
Web.  doi:10.1039/c4cc07366e.

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                    Herbert, Simon A., Janiak, Agnieszka, Thallapally, Praveen K., Atwood, Jerry L., & Barbour, Leonard J. Diffusion of vaporous guests into a seemingly non-porous organic crystal.  United States.  https://doi.org/10.1039/c4cc07366e

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                    Herbert, Simon A., Janiak, Agnieszka, Thallapally, Praveen K., Atwood, Jerry L., and Barbour, Leonard J. Tue .  
"Diffusion of vaporous guests into a seemingly non-porous organic crystal".  United States.  https://doi.org/10.1039/c4cc07366e.  https://www.osti.gov/servlets/purl/1166838.

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@article{osti_1166838,

  title        = {Diffusion of vaporous guests into a seemingly non-porous organic crystal},

  author       = {Herbert, Simon A. and Janiak, Agnieszka and Thallapally, Praveen K. and Atwood, Jerry L. and Barbour, Leonard J.},

  abstractNote = {In this research, the tetragonal apohost phase of p-tert-butyltetramethoxythiacalix[4]arene absorbs hydrochloric acid and iodine. These guest molecules occupy different sites in the solid-state structure -- either within the small intrinsic voids of the macrocycle or within the interstitial spaces between the host molecules. This study illustrates the dynamic deformation of the host, providing strong mechanistic insight into the diffusion of guests into this seemingly non-porous material.},

  doi          = {10.1039/c4cc07366e},

  journal      = {ChemComm},

  number       = 98,

  volume       = 50,

  place        = {United States},

  year         = {Tue Oct 07 00:00:00 EDT 2014},

  month        = {Tue Oct 07 00:00:00 EDT 2014}

}

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Journal Article:

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https://doi.org/10.1039/c4cc07366e

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Cited by: 18 works

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Figures / Tables:

Fig. 1: p-tert-Butyltetramethoxythiacalix[4]arene 1.

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Janiak, Agnieszka; Kwit, Marcin; Barbour, Leonard J.
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dataset (4)

Title: Diffusion of vaporous guests into a seemingly non-porous organic crystal

Abstract

Citation Formats

Figures / Tables:

Porous organic cages journal, October 2009

Porous organic molecular materials journal, January 2012

Nanoporous molecular crystals journal, January 2010

Synthesis and polymorphism of (4-ClpyH) 2 [CuCl 4 ]: solid–gas and solid–solid reactions journal, January 2011

Covalent organic frameworks (COFs): from design to applications journal, January 2013

Large Self-Assembled Chiral Organic Cages: Synthesis, Structure, and Shape Persistence journal, September 2011

Thermally Programmable Gas Storage and Release in Single Crystals of an Organic van der Waals Host journal, August 2003

Metal−Organic Frameworks with Functional Pores for Recognition of Small Molecules journal, August 2010

Frustrated Organic Solids Display Unexpected Gas Sorption journal, November 2006

Selective guest inclusion in a non-porous H-bonded host journal, January 2006

Reversible trapping of acid and base vapours into an amphoteric crystalline material journal, October 2001

Engineering void space in organic van der Waals crystals: calixarenes lead the way journal, January 2007

Ordered porous materials for emerging applications journal, June 2002

Mechanistic studies of heterophase protonation and deprotonation reactions of solid [Co III (η 5 –C 5 H 4 COOH)(η 5 –C 5 H 4 COO)] using supermicroscopy journal, January 2003

Electrooptical Properties and Molecular Polarization of Iodine, I 2 journal, January 1997

Mechanistic Insights into a Gas-Solid Reaction in Molecular Crystals: The Role of Hydrogen Bonding journal, October 2010

Supramolecular Engineering of Intrinsic and Extrinsic Porosity in Covalent Organic Cages journal, October 2011

Molecular Organic Crystals: From Barely Porous to Really Porous journal, June 2012

Solid-State Interconversions of Coordination Networks and Hydrogen-Bonded Salts journal, February 2007

Supramolecular gas–solid reaction between formic acid vapours and solid [Co III (η 5 -C 5 H 4 COOH)(η 5 -C 5 H 4 COO)] journal, January 2002

Metal–Organic Framework Materials with Ultrahigh Surface Areas: Is the Sky the Limit? journal, August 2012

Nonporous Organic Solids Capable of Dynamically Resolving Mixtures of Diiodoperfluoroalkanes journal, March 2009

Selective gas adsorption and separation in metal–organic frameworks journal, January 2009

The Cambridge Structural Database: a quarter of a million crystal structures and rising journal, May 2002

Ligand exchanges and selective catalytic hydrogenation in molecular single crystals journal, June 2010

Guest Transport in a Nonporous Organic Solid via Dynamic van der Waals Cooperativity journal, November 2002

Reversible Gas Uptake by a Nonporous Crystalline Solid Involving Multiple Changes in Covalent Bonding journal, December 2007

Diffusion of Water in a Nonporous Hydrophobic Crystal journal, June 2005

Different structural destinations: comparing reactions of [CuBr2(3-Brpy)2] crystals with HBr and HCl gas journal, January 2011

Diffusion of Water in a Nonporous Hydrophobic Crystal journal, June 2005

Mechanistic Insights into a Gas-Solid Reaction in Molecular Crystals: The Role of Hydrogen Bonding journal, October 2010

Engineering Void Space in Organic van der Waals Crystals: Calixarenes Lead the Way journal, April 2007

Solid-State Interconversions of Coordination Networks and Hydrogen-Bonded Salts journal, February 2007

Large Self-Assembled Chiral Organic Cages: Synthesis, Structure, and Shape Persistence journal, September 2011

Supramolecular‐Macrocycle‐Based Crystalline Organic Materials journal, September 2019

Guest-Induced Breathing Effect in a Flexible Molecular Crystal journal, February 2016

High-temperature in situ crystallographic observation of reversible gas sorption in impermeable organic cages journal, November 2015

An unexpected relationship between solvent inclusion and gas sorption properties of chiral calixsalen solids journal, January 2018

Guest-Induced Breathing Effect in a Flexible Molecular Crystal journal, February 2016

An unexpected relationship between solvent inclusion and gas sorption properties of chiral calixsalen solids* text, January 2018

Porous organic cages
journal, October 2009

Porous organic molecular materials
journal, January 2012

Nanoporous molecular crystals
journal, January 2010

Synthesis and polymorphism of (4-ClpyH) ₂ [CuCl ₄ ]: solid–gas and solid–solid reactions
journal, January 2011

Covalent organic frameworks (COFs): from design to applications
journal, January 2013

Large Self-Assembled Chiral Organic Cages: Synthesis, Structure, and Shape Persistence
journal, September 2011

Thermally Programmable Gas Storage and Release in Single Crystals of an Organic van der Waals Host
journal, August 2003

Metal−Organic Frameworks with Functional Pores for Recognition of Small Molecules
journal, August 2010

Frustrated Organic Solids Display Unexpected Gas Sorption
journal, November 2006

Selective guest inclusion in a non-porous H-bonded host
journal, January 2006

Reversible trapping of acid and base vapours into an amphoteric crystalline material
journal, October 2001

Engineering void space in organic van der Waals crystals: calixarenes lead the way
journal, January 2007

Ordered porous materials for emerging applications
journal, June 2002

Mechanistic studies of heterophase protonation and deprotonation reactions of solid [Co ^III (η ⁵ –C ₅ H ₄ COOH)(η ⁵ –C ₅ H ₄ COO)] using supermicroscopy
journal, January 2003

Electrooptical Properties and Molecular Polarization of Iodine, I ₂
journal, January 1997

Mechanistic Insights into a Gas-Solid Reaction in Molecular Crystals: The Role of Hydrogen Bonding
journal, October 2010

Supramolecular Engineering of Intrinsic and Extrinsic Porosity in Covalent Organic Cages
journal, October 2011

Molecular Organic Crystals: From Barely Porous to Really Porous
journal, June 2012

Solid-State Interconversions of Coordination Networks and Hydrogen-Bonded Salts
journal, February 2007

Supramolecular gas–solid reaction between formic acid vapours and solid [Co ^III (η ⁵ -C ₅ H ₄ COOH)(η ⁵ -C ₅ H ₄ COO)]
journal, January 2002

Metal–Organic Framework Materials with Ultrahigh Surface Areas: Is the Sky the Limit?
journal, August 2012

Nonporous Organic Solids Capable of Dynamically Resolving Mixtures of Diiodoperfluoroalkanes
journal, March 2009

Selective gas adsorption and separation in metal–organic frameworks
journal, January 2009

The Cambridge Structural Database: a quarter of a million crystal structures and rising
journal, May 2002

Ligand exchanges and selective catalytic hydrogenation in molecular single crystals
journal, June 2010

Guest Transport in a Nonporous Organic Solid via Dynamic van der Waals Cooperativity
journal, November 2002

Reversible Gas Uptake by a Nonporous Crystalline Solid Involving Multiple Changes in Covalent Bonding
journal, December 2007

Diffusion of Water in a Nonporous Hydrophobic Crystal
journal, June 2005

Different structural destinations: comparing reactions of [CuBr2(3-Brpy)2] crystals with HBr and HCl gas
journal, January 2011

Diffusion of Water in a Nonporous Hydrophobic Crystal
journal, June 2005

Mechanistic Insights into a Gas-Solid Reaction in Molecular Crystals: The Role of Hydrogen Bonding
journal, October 2010

Engineering Void Space in Organic van der Waals Crystals: Calixarenes Lead the Way
journal, April 2007

Solid-State Interconversions of Coordination Networks and Hydrogen-Bonded Salts
journal, February 2007

Large Self-Assembled Chiral Organic Cages: Synthesis, Structure, and Shape Persistence
journal, September 2011

Supramolecular‐Macrocycle‐Based Crystalline Organic Materials
journal, September 2019

Guest-Induced Breathing Effect in a Flexible Molecular Crystal
journal, February 2016

High-temperature in situ crystallographic observation of reversible gas sorption in impermeable organic cages
journal, November 2015

An unexpected relationship between solvent inclusion and gas sorption properties of chiral calixsalen solids
journal, January 2018

Guest-Induced Breathing Effect in a Flexible Molecular Crystal
journal, February 2016

An unexpected relationship between solvent inclusion and gas sorption properties of chiral calixsalen solids^*
text, January 2018