Salts, cocrystals, and ionic cocrystals of a “simple” tautomeric compound
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Dateien
[Author Accepted Manuscript]
Autor:in (Körperschaft)
Publikationsdatum
16.10.2018
Typ der Arbeit
Studiengang
Typ
01A - Beitrag in wissenschaftlicher Zeitschrift
Herausgeber:innen
Herausgeber:in (Körperschaft)
Betreuer:in
Übergeordnetes Werk
Crystal Growth & Design
Themenheft
DOI der Originalpublikation
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Reihe / Serie
Reihennummer
Jahrgang / Band
18
Ausgabe / Nummer
11
Seiten / Dauer
6973-6983
Patentnummer
Verlag / Herausgebende Institution
American Chemical Society
Verlagsort / Veranstaltungsort
Auflage
Version
Programmiersprache
Abtretungsempfänger:in
Praxispartner:in/Auftraggeber:in
Zusammenfassung
We have investigated the cocrystallization behavior of AHMP (2-amino-6-methyl-1,4-dihydropyrimidin-4-one) with a series of acids and imide coformers. Being a base able to tautomerize, at the molecular level, AHMP may exist as three different neutral tautomers or, if protonated, in the form of several cationic species. Crystal engineering concepts were used in order to attempt selective isolation of several tautomers. For this, a series of acids and imides were used as coformers. Cocrystallization with acids resulted in 11 new solid forms including salts, ionic cocrystals, and cocrystals. Cocrystallizations with imides did not afford any new forms, while cocrystallization with saccharin afforded two polymorphic salts and an ionic cocrystal. Two of the possible tautomers were obtained as well as one of the cationic species. DFT calculations were carried out in order to rationalize the molecular species obtained as well as the supramolecular motifs. Despite being a small “simple” molecule, AHMP has a very rich and interesting solid form landscape with cocrystals containing two different tautomers, many salts (some of which are polymorphic), and multiple ionic cocrystals.
Schlagwörter
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Veranstaltung
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Enddatum der Ausstellung
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Datum der letzten Prüfung
ISBN
ISSN
1528-7483
1528-7505
1528-7505
Sprache
Englisch
Während FHNW Zugehörigkeit erstellt
Nein
Zukunftsfelder FHNW
Publikationsstatus
Veröffentlicht
Begutachtung
Peer-Review der ganzen Publikation
Open Access-Status
Green
Lizenz
Zitation
Wang, T., Stevens, J. S., Vetter, T., Whitehead, G. F. S., Vitorica-Yrezabal, I. J., Hao, H., & Cruz-Cabeza, A. J. (2018). Salts, cocrystals, and ionic cocrystals of a “simple” tautomeric compound. Crystal Growth & Design, 18(11), 6973–6983. https://doi.org/10.1021/acs.cgd.8b01159