Exploring the crystal landscape of 3-methyl-2-phenylbutyramide: crystallization of metastable racemic forms from the stable conglomerate
| dc.contributor.author | Khandavilli, Udaya Bhaskara Rao | |
| dc.contributor.author | Gavin, Declan P. | |
| dc.contributor.author | Maguire, Anita R. | |
| dc.contributor.author | Lawrence, Simon E. | |
| dc.contributor.funder | Science Foundation Ireland | en |
| dc.contributor.funder | University College Cork | en |
| dc.date.accessioned | 2018-05-09T09:26:09Z | |
| dc.date.available | 2018-05-09T09:26:09Z | |
| dc.date.issued | 2018-04-24 | |
| dc.description.abstract | In the solid state (±)-3-methyl-2-phenylbutyramide 1 spontaneously resolves into a conglomerate (Form I) that crystallizes in a racemic form (Form II) upon evaporation from the melt, a rarely reported phenomenon. An additional racemic polymorph, Form III, has been characterized, and the thermodynamic relationship between the three forms established by a variety of computational and experimental methods including grinding, slurry crystallization and seeding techniques. Both racemic Forms II and III are metastable and readily convert to the more stable conglomerate, Form I. Density Functional Theory calculations of the different polymorphs of 1 show that the enantiomers of 1 (R & S) are more stable than both racemic forms. | en |
| dc.description.sponsorship | University College Cork (UCC 2012 Strategic Research Fund) | en |
| dc.description.status | Peer reviewed | en |
| dc.description.version | Accepted Version | en |
| dc.format.mimetype | application/pdf | en |
| dc.identifier.citation | Khandavilli, U. B. R., Gavin, D., Maguire, A. R., Nolan, M. and Lawrence, S. E. (2018) 'Exploring the crystal landscape of 3-methyl-2-phenylbutyramide: crystallization of metastable racemic forms from the stable conglomerate', Crystal Growth & Design, doi: 10.1021/acs.cgd.8b00348 | en |
| dc.identifier.doi | 10.1021/acs.cgd.8b00348 | |
| dc.identifier.endpage | 26 | en |
| dc.identifier.issn | 1528-7483 | |
| dc.identifier.journaltitle | Crystal Growth & Design | en |
| dc.identifier.startpage | 1 | en |
| dc.identifier.uri | https://hdl.handle.net/10468/6044 | |
| dc.language.iso | en | en |
| dc.publisher | American Chemical Society (ACS) | en |
| dc.relation.project | info:eu-repo/grantAgreement/SFI/SFI Research Centres/12/RC/2275/IE/Synthesis and Solid State Pharmaceutical Centre (SSPC)/ | en |
| dc.relation.project | info:eu-repo/grantAgreement/SFI/SFI US Ireland R&D Partnership/14/US/E2915/IE/SusChEM: Using theory-driven design to tailor novel nanocomposite oxides for solar fuel production/ | en |
| dc.relation.project | info:eu-repo/grantAgreement/SFI/SFI Technology and Innovation Development Award (TIDA)/05/PICA/B802 TIDA 09/IE/Powder diffraction of pharmaceutical co-crystals/ | en |
| dc.rights | © American Chemical Society 2018. This document is the Accepted Manuscript version of a Published Work that appeared in final form in Crystal Growth & Design, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/abs/10.1021/acs.cgd.8b00348 | en |
| dc.subject | Conglomerate | en |
| dc.subject | Polymorphism | en |
| dc.subject | DFT calculations and crystallization | en |
| dc.subject | Density functional theory (DFT) | en |
| dc.title | Exploring the crystal landscape of 3-methyl-2-phenylbutyramide: crystallization of metastable racemic forms from the stable conglomerate | en |
| dc.type | Article (peer-reviewed) | en |
