Experimental Confirmation of a Predicted Porous Hydrogen-Bonded Organic Framework.

Crystal Engineering Crystal Structure Prediction Hydrogen-Bonded Organic Frameworks Porous Materials

Journal

Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543

Informations de publication

Date de publication:
21 Aug 2023
Historique:
received: 02 03 2023
medline: 7 4 2023
pubmed: 7 4 2023
entrez: 6 4 2023
Statut: ppublish

Résumé

Hydrogen-bonded organic frameworks (HOFs) with low densities and high porosities are rare and challenging to design because most molecules have a strong energetic preference for close packing. Crystal structure prediction (CSP) can rank the crystal packings available to an organic molecule based on their relative lattice energies. This has become a powerful tool for the a priori design of porous molecular crystals. Previously, we combined CSP with structure-property predictions to generate energy-structure-function (ESF) maps for a series of triptycene-based molecules with quinoxaline groups. From these ESF maps, triptycene trisquinoxalinedione (TH5) was predicted to form a previously unknown low-energy HOF (TH5-A) with a remarkably low density of 0.374 g cm

Identifiants

pubmed: 37021635
doi: 10.1002/anie.202303167
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

e202303167

Subventions

Organisme : Engineering and Physical Sciences Research Council
ID : EP/V026887/1
Organisme : Leverhulme Trust
ID : Leverhulme Research Centre for Functional Materials Design
Organisme : Royal Society
ID : 201168
Organisme : Royal Society
ID : Research Professorship
Organisme : H2020 European Research Council
ID : 856405

Informations de copyright

© 2023 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.

Références

Angew Chem Int Ed Engl. 2018 Jun 25;57(26):7691-7696
pubmed: 29696754
Science. 2017 Mar 3;355(6328):
pubmed: 28254887
Angew Chem Int Ed Engl. 2017 Feb 13;56(8):2101-2104
pubmed: 28090721
Angew Chem Int Ed Engl. 2012 May 21;51(21):5252-5
pubmed: 22473702
Angew Chem Int Ed Engl. 2023 Aug 21;62(34):e202303167
pubmed: 37021635
J Org Chem. 2009 Jan 2;74(1):405-7
pubmed: 19053591
J Am Chem Soc. 2020 Apr 15;142(15):7218-7224
pubmed: 32212652
Chem Soc Rev. 2014 Apr 7;43(7):2098-111
pubmed: 24263977
Nat Commun. 2021 Feb 5;12(1):817
pubmed: 33547307
Nat Mater. 2008 Dec;7(12):937-46
pubmed: 19029928
Chem Soc Rev. 2017 Jun 6;46(11):3286-3301
pubmed: 28470254
J Am Chem Soc. 2009 Jan 21;131(2):458-60
pubmed: 19108683
Commun Chem. 2022 Jul 28;5(1):86
pubmed: 36697680
Chem Commun (Camb). 2019 Dec 17;56(1):66-69
pubmed: 31790104
Nature. 2017 Mar 30;543(7647):657-664
pubmed: 28329756
Chem Soc Rev. 2019 Mar 4;48(5):1362-1389
pubmed: 30676603
Chem Soc Rev. 2014 Mar 21;43(6):1934-47
pubmed: 24336604
Nat Chem. 2017 Jan;9(1):17-25
pubmed: 27995921
Chemistry. 2008;14(29):8830-8836
pubmed: 18752227
Adv Mater. 2018 Sep;30(37):e1704944
pubmed: 29205536
Chem Commun (Camb). 2017 Mar 28;53(26):3677-3680
pubmed: 28265598
ACS Cent Sci. 2022 Dec 28;8(12):1589-1608
pubmed: 36589879
Acta Crystallogr B Struct Sci Cryst Eng Mater. 2016 Apr;72(Pt 2):171-9
pubmed: 27048719
Angew Chem Int Ed Engl. 2019 Feb 4;58(6):1664-1669
pubmed: 30548232
Nature. 2003 Jun 12;423(6941):705-14
pubmed: 12802325
Chemistry. 2012 Aug 13;18(33):10082-91
pubmed: 22806828
J Am Chem Soc. 2021 Dec 8;143(48):20207-20215
pubmed: 34818002
Angew Chem Int Ed Engl. 2011 Feb 1;50(5):1046-51
pubmed: 21268191
Faraday Discuss. 2018 Oct 26;211(0):383-399
pubmed: 30083695
Science. 2015 May 29;348(6238):aaa8075
pubmed: 26023142
Chem Commun (Camb). 2012 Jan 28;48(8):1141-3
pubmed: 22167176
Chem Rev. 2012 Feb 8;112(2):673-4
pubmed: 22280456

Auteurs

Caitlin E Shields (CE)

Materials Innovation Factory and Department of Chemistry, University of Liverpool, 51 Oxford Street, Liverpool, L7 3NY, UK.

Xue Wang (X)

Materials Innovation Factory and Department of Chemistry, University of Liverpool, 51 Oxford Street, Liverpool, L7 3NY, UK.
Leverhulme Research Centre for Functional Materials Design, University of Liverpool, 51 Oxford Street, Liverpool, L7 3NY, UK.

Thomas Fellowes (T)

Materials Innovation Factory and Department of Chemistry, University of Liverpool, 51 Oxford Street, Liverpool, L7 3NY, UK.
Leverhulme Research Centre for Functional Materials Design, University of Liverpool, 51 Oxford Street, Liverpool, L7 3NY, UK.

Rob Clowes (R)

Materials Innovation Factory and Department of Chemistry, University of Liverpool, 51 Oxford Street, Liverpool, L7 3NY, UK.

Linjiang Chen (L)

School of Chemistry and School of Computer Sciences, University of Birmingham Edgbaston, Birmingham, B15 2TT, UK.

Graeme M Day (GM)

Computational Systems Chemistry, School of Chemistry, University of Southampton B27, East Highfield Campus, University Road, Southampton, SO17 1BJ, UK.

Anna G Slater (AG)

Materials Innovation Factory and Department of Chemistry, University of Liverpool, 51 Oxford Street, Liverpool, L7 3NY, UK.

John W Ward (JW)

Materials Innovation Factory and Department of Chemistry, University of Liverpool, 51 Oxford Street, Liverpool, L7 3NY, UK.
Leverhulme Research Centre for Functional Materials Design, University of Liverpool, 51 Oxford Street, Liverpool, L7 3NY, UK.

Marc A Little (MA)

Materials Innovation Factory and Department of Chemistry, University of Liverpool, 51 Oxford Street, Liverpool, L7 3NY, UK.

Andrew I Cooper (AI)

Materials Innovation Factory and Department of Chemistry, University of Liverpool, 51 Oxford Street, Liverpool, L7 3NY, UK.
Leverhulme Research Centre for Functional Materials Design, University of Liverpool, 51 Oxford Street, Liverpool, L7 3NY, UK.

Classifications MeSH