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Pushing technique boundaries to probe conformational polymorphism

Pushing technique boundaries to probe conformational polymorphism
Pushing technique boundaries to probe conformational polymorphism
We present an extensive exploration of the solid form landscape of chlorpropamide (CPA) using a combined experimental-computational approach at the frontiers of both fields. We have obtained new conformational polymorphs of CPA, placing them into context with known forms using flexible-molecule crystal structure prediction. We highlight the formation of a new polymorph (ζ-CPA) via spray-drying experiments despite its notable metastability (14 kJ/mol) relative to the thermodynamic α-form, and we identify and resolve the ball-milled η-form isolated in 2021. Additionally, we employ impurity- and gel-assisted crystallization to control polymorphism and the formation of novel multi-component forms. We thus demonstrate the power of this collaborative screening approach to observe, rationalize, and control the formation of new, metastable forms.
1528-7483
Ward, Martin R.
513a34a8-6045-4e12-b3a1-6e535d402f31
Taylor, Christopher
95bebf3a-a98a-453c-acb6-aebc451bd5a8
Mulvee, Matthew T.
c1a663af-73d4-4902-b077-5e9497e9b10d
Lampronti, Giulio I.
214c586a-61fb-455d-802d-b95d3136b9c8
Belenguer, Ana M.
1dded48e-9529-41a9-ae36-abc6a62063e0
Steed, Jonathan
6863ad93-90f1-4e8c-8915-d1455542beee
Day, Graeme M.
e3be79ba-ad12-4461-b735-74d5c4355636
Oswald, Iain D.H.
31926136-2006-46cf-99b2-56a6948c35f6
Ward, Martin R.
513a34a8-6045-4e12-b3a1-6e535d402f31
Taylor, Christopher
95bebf3a-a98a-453c-acb6-aebc451bd5a8
Mulvee, Matthew T.
c1a663af-73d4-4902-b077-5e9497e9b10d
Lampronti, Giulio I.
214c586a-61fb-455d-802d-b95d3136b9c8
Belenguer, Ana M.
1dded48e-9529-41a9-ae36-abc6a62063e0
Steed, Jonathan
6863ad93-90f1-4e8c-8915-d1455542beee
Day, Graeme M.
e3be79ba-ad12-4461-b735-74d5c4355636
Oswald, Iain D.H.
31926136-2006-46cf-99b2-56a6948c35f6

Ward, Martin R., Taylor, Christopher, Mulvee, Matthew T., Lampronti, Giulio I., Belenguer, Ana M., Steed, Jonathan, Day, Graeme M. and Oswald, Iain D.H. (2023) Pushing technique boundaries to probe conformational polymorphism. Crystal Growth & Design. (In Press)

Record type: Article

Abstract

We present an extensive exploration of the solid form landscape of chlorpropamide (CPA) using a combined experimental-computational approach at the frontiers of both fields. We have obtained new conformational polymorphs of CPA, placing them into context with known forms using flexible-molecule crystal structure prediction. We highlight the formation of a new polymorph (ζ-CPA) via spray-drying experiments despite its notable metastability (14 kJ/mol) relative to the thermodynamic α-form, and we identify and resolve the ball-milled η-form isolated in 2021. Additionally, we employ impurity- and gel-assisted crystallization to control polymorphism and the formation of novel multi-component forms. We thus demonstrate the power of this collaborative screening approach to observe, rationalize, and control the formation of new, metastable forms.

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Chlorpropamide_CGD_revision - Accepted Manuscript
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Accepted/In Press date: 11 August 2023

Identifiers

Local EPrints ID: 481143
URI: http://eprints.soton.ac.uk/id/eprint/481143
ISSN: 1528-7483
PURE UUID: 5f3d6b97-032a-4ae8-9671-fa243bafba59
ORCID for Christopher Taylor: ORCID iD orcid.org/0000-0001-9465-5742
ORCID for Graeme M. Day: ORCID iD orcid.org/0000-0001-8396-2771

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Date deposited: 16 Aug 2023 16:45
Last modified: 30 Aug 2024 04:01

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Contributors

Author: Martin R. Ward
Author: Christopher Taylor ORCID iD
Author: Matthew T. Mulvee
Author: Giulio I. Lampronti
Author: Ana M. Belenguer
Author: Jonathan Steed
Author: Graeme M. Day ORCID iD
Author: Iain D.H. Oswald

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