A C-13 solid-state NMR investigation of four cocrystals of caffeine and theophylline

Title:
A C-13 solid-state NMR investigation of four cocrystals of caffeine and theophylline
Authors:
Vigilante, Nicolas J.; Mehta, Manish A. ( 0000-0001-7327-0245 )
Abstract:
We report an analysis of the C-13 solid-state NMR chemical shift data in a series of four cocrystals involving two active pharmaceutical ingredient (API) mimics (caffeine and theophylline) and two diacid coformers (malonic acid and glutaric acid). Within this controlled set, we make comparisons of the isotropic chemical shifts and the principal values of the chemical shift tensor. The dispersion at 14.1 T (600 MHz H-1) shows crystallographic splittings in some of the resonances in the magic angle spinning spectra. By comparing the isotropic chemical shifts of individual C atoms across the four cocrystals, we are able to identify pronounced effects on the local electronic structure at some sites. We perform a similar analysis of the principal values of the chemical shift tensors for the anisotropic C atoms (most of the ring C atoms for the API mimics and the carbonyl C atoms of the diacid coformers) and link them to differences in the known crystal structures. We discuss the future prospects for extending this type of study to incorporate the full chemical shift tensor, including its orientation in the crystal frame of reference.
Citation:
Vigilante, Nicolas J., and Manish A. Mehta. 2017. "A C-13 solid-state NMR investigation of four cocrystals of caffeine and theophylline." Acta Crystallographica Section C: Structural Chemistry 73: 234-243.
Publisher:
International Union of Crystallography
DATE ISSUED:
2017-03
Department:
Chemistry and Biochemistry
Type:
Article
PUBLISHED VERSION:
10.1107/S2053229617000869
Additional Links:
http://scripts.iucr.org/cgi-bin/paper?S2053229617000869
Notes:
Part 3, Special Issue
PERMANENT LINK:
http://hdl.handle.net/11282/620528

Full metadata record

DC FieldValue Language
dc.contributor.authorVigilante, Nicolas J.en
dc.contributor.authorMehta, Manish A.en
dc.date.accessioned2017-09-15T17:43:15Z-
dc.date.available2017-09-15T17:43:15Z-
dc.date.issued2017-03-
dc.identifier.citationVigilante, Nicolas J., and Manish A. Mehta. 2017. "A C-13 solid-state NMR investigation of four cocrystals of caffeine and theophylline." Acta Crystallographica Section C: Structural Chemistry 73: 234-243.en
dc.identifier.issn2053-2296-
dc.identifier.urihttp://hdl.handle.net/11282/620528-
dc.description.abstractWe report an analysis of the C-13 solid-state NMR chemical shift data in a series of four cocrystals involving two active pharmaceutical ingredient (API) mimics (caffeine and theophylline) and two diacid coformers (malonic acid and glutaric acid). Within this controlled set, we make comparisons of the isotropic chemical shifts and the principal values of the chemical shift tensor. The dispersion at 14.1 T (600 MHz H-1) shows crystallographic splittings in some of the resonances in the magic angle spinning spectra. By comparing the isotropic chemical shifts of individual C atoms across the four cocrystals, we are able to identify pronounced effects on the local electronic structure at some sites. We perform a similar analysis of the principal values of the chemical shift tensors for the anisotropic C atoms (most of the ring C atoms for the API mimics and the carbonyl C atoms of the diacid coformers) and link them to differences in the known crystal structures. We discuss the future prospects for extending this type of study to incorporate the full chemical shift tensor, including its orientation in the crystal frame of reference.en
dc.language.isoen_USen
dc.publisherInternational Union of Crystallographyen
dc.identifier.doi10.1107/S2053229617000869-
dc.relation.urlhttp://scripts.iucr.org/cgi-bin/paper?S2053229617000869en
dc.subject.departmentChemistry and Biochemistryen_US
dc.titleA C-13 solid-state NMR investigation of four cocrystals of caffeine and theophyllineen_US
dc.typeArticleen
dc.description.notesPart 3, Special Issueen_US
dc.identifier.journalActa Crystallographica Section C: Structural Chemistryen
dc.subject.keywordNMR crystallographyen_US
dc.subject.keywordSolid-state NMRen_US
dc.subject.keywordCocrystalen_US
dc.subject.keywordCaffeineen_US
dc.subject.keywordTheophyllineen_US
dc.subject.keywordActive pharmaceutical ingredient (API) minicsen_US
dc.subject.keywordMalonic aciden_US
dc.subject.keywordGlutaric aciden_US
dc.identifier.volume73en_US
dc.identifier.startpage234en_US
dc.rightsArchived with thanks to Acta Crystallographica Section C Structural Chemistryen
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