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From concept to crystals via prediction: Multi‐component organic cage pots by social selfsorting

From concept to crystals via prediction: Multi‐component organic cage pots by social selfsorting
From concept to crystals via prediction: Multi‐component organic cage pots by social selfsorting
We describe the a priori computational prediction and realization of multi‐component cage pots, starting with molecular predictions based on candidate precursors through to crystal structure prediction and synthesis using robotic screening. The molecules were formed by the social self‐sorting of a tri‐topic aldehyde with both a tri‐topic amine and di‐topic amine, without using orthogonal reactivity or precursors of the same topicity. Crystal structure prediction suggested a rich polymorphic landscape, where there was an overall preference for chiral recognition to form heterochiral rather than homochiral packings, with heterochiral pairs being more likely to pack window‐to‐window to form two‐component capsules. These crystal packing preferences were then observed in experimental crystal structures.
1433-7851
Greenaway, Rebecca L.
400289e8-efa6-4225-a247-e924d95ad1fe
Santolinoi, Valentina
fc2a442d-a483-418a-bebd-0a9e9dd31bed
Pulido, Angeles
cdc804ed-2c64-4f41-85f9-b8fadc2940b6
Little, Marc A.
02c740bc-fd37-4cf5-8d8e-667b7a04c489
Alston, Ben M.
8b22a935-9ac3-4f6a-9acb-7d1fdc8ebc1e
Briggs, Michael E.
c21c987f-cae4-4512-b006-b00927f5c037
Day, Graeme M.
e3be79ba-ad12-4461-b735-74d5c4355636
Cooper, Andrew I.
3d83b79a-64ec-43b3-aec0-bb92cf6e64fa
Jelfs, Kim
8fa16779-2f45-4096-9836-cd4206c1a1af
Greenaway, Rebecca L.
400289e8-efa6-4225-a247-e924d95ad1fe
Santolinoi, Valentina
fc2a442d-a483-418a-bebd-0a9e9dd31bed
Pulido, Angeles
cdc804ed-2c64-4f41-85f9-b8fadc2940b6
Little, Marc A.
02c740bc-fd37-4cf5-8d8e-667b7a04c489
Alston, Ben M.
8b22a935-9ac3-4f6a-9acb-7d1fdc8ebc1e
Briggs, Michael E.
c21c987f-cae4-4512-b006-b00927f5c037
Day, Graeme M.
e3be79ba-ad12-4461-b735-74d5c4355636
Cooper, Andrew I.
3d83b79a-64ec-43b3-aec0-bb92cf6e64fa
Jelfs, Kim
8fa16779-2f45-4096-9836-cd4206c1a1af

Greenaway, Rebecca L., Santolinoi, Valentina, Pulido, Angeles, Little, Marc A., Alston, Ben M., Briggs, Michael E., Day, Graeme M., Cooper, Andrew I. and Jelfs, Kim (2019) From concept to crystals via prediction: Multi‐component organic cage pots by social selfsorting. Angewandte Chemie International Edition. (doi:10.1002/anie.201909237).

Record type: Article

Abstract

We describe the a priori computational prediction and realization of multi‐component cage pots, starting with molecular predictions based on candidate precursors through to crystal structure prediction and synthesis using robotic screening. The molecules were formed by the social self‐sorting of a tri‐topic aldehyde with both a tri‐topic amine and di‐topic amine, without using orthogonal reactivity or precursors of the same topicity. Crystal structure prediction suggested a rich polymorphic landscape, where there was an overall preference for chiral recognition to form heterochiral rather than homochiral packings, with heterochiral pairs being more likely to pack window‐to‐window to form two‐component capsules. These crystal packing preferences were then observed in experimental crystal structures.

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More information

Accepted/In Press date: 10 September 2019
e-pub ahead of print date: 10 September 2019

Identifiers

Local EPrints ID: 434292
URI: http://eprints.soton.ac.uk/id/eprint/434292
ISSN: 1433-7851
PURE UUID: 652c5d95-edf5-4238-bf16-217e102d1010
ORCID for Angeles Pulido: ORCID iD orcid.org/0000-0002-7596-7262
ORCID for Graeme M. Day: ORCID iD orcid.org/0000-0001-8396-2771

Catalogue record

Date deposited: 18 Sep 2019 16:30
Last modified: 27 Jan 2020 13:45

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