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Successful computationally-directed templating of metastable pharmaceutical polymorphs

Title: Successful computationally-directed templating of metastable pharmaceutical polymorphs
Authors: Case, DH; Srirambhatla, VK; Guo, R; Watson, RE; Price, LS; Polyzois, H; Cockcroft, JK; Florence, AJ; Tocher, DA; Price, SL
Source: Crystal Growth and Design , 18 (9) pp. 5322-5331. (2018)
Publication Year: 2018
Collection: University College London: UCL Discovery
Description: A strategy of using crystal structure prediction (CSP) methods to determine which, if any, isostructural template could facilitate the first crystallization of a predicted polymorph by vapor deposition, is extended to the fenamate family. Mefenamic acid (MFA) and tolfenamic acid (TFA) are used as molecules with minimal chemical differences, whereas flufenamic acid (FFA) shows greater differences in the substituents. The three crystal energy landscapes were calculated and periodic electronic structure calculations used to confirm the thermodynamic plausibility of possible isostructural polymorphs to experimentally obtainable crystals of the other molecules. As predicted, a new polymorph, TFA form VI was found by sublimation onto isomorphous MFA form I, using a recently developed technique. MFA and TFA form a continuous solid solution with the structure of MFA I and TFA VI at the limits, but the isomorphous MFA:FFA solid solution does not extended to a new polymorph of FFA. The novel solid solution structure of TFA and FFA was found and a new isomorphous polymorph TFA VII was found by sublimation onto this new solid solution template. Sublimation of TFA onto a metal surface at the early stage of deposition gave TFA form VIII. We rationalize the formation of new polymorphs of only TFA.
Document Type: article in journal/newspaper
File Description: text
Language: English
Relation: https://discovery.ucl.ac.uk/id/eprint/10055976/1/Case_Successful.pdf; https://discovery.ucl.ac.uk/id/eprint/10055976/8/Price_FenematesSupporting%20InformationRevFin.pdf; https://discovery.ucl.ac.uk/id/eprint/10055976/
Availability: https://discovery.ucl.ac.uk/id/eprint/10055976/1/Case_Successful.pdf; https://discovery.ucl.ac.uk/id/eprint/10055976/8/Price_FenematesSupporting%20InformationRevFin.pdf; https://discovery.ucl.ac.uk/id/eprint/10055976/
Rights: open
Accession Number: edsbas.810C094
Database: BASE