Effect of Pressure on Two Polymorphs of Tolazamide: Why no Interconversion? | Sciact - CRIS-система Института катализа

Effect of Pressure on Two Polymorphs of Tolazamide: Why no Interconversion? Научная публикация

Журнал

CrystEngComm
ISSN: 1466-8033

Вых. Данные

Год: 2017, Том: 19, Номер: 16, Страницы: 2243-2252 Страниц : 10 DOI: 10.1039/c6ce02527g

Ключевые слова

CRYSTAL-STRUCTURE PREDICTION; ORGANIC MOLECULAR-CRYSTALS; INDUCED PHASE-TRANSITIONS; TOTAL-ENERGY CALCULATIONS; X-RAY-DIFFRACTION; WAVE BASIS-SET; L-SERINE; SINGLE-CRYSTAL; ISOENERGETIC POLYMORPHS; DIFFERENT BEHAVIOR

Авторы

Fedorov A.Y. ^1,2 , Rychkov D.A. ^1,2 , Losev E.A. ^1,2 , Zakharov B.A. ^1,2 , Stare J. ³ , Boldyreva E.V. ¹

Организации

1	Institute of Solid State Chemistry and Mechanochemistry SB RAS, Kutateladze 18, Novosibirsk, 630128, Russia
2	Novosibirsk State University, Pirogova 2, Novosibirsk, 630090, Russia
3	National Institute of Chemistry, Hajdrihova 19, Ljubljana, SI-1000, Slovenia

Информация о финансировании (2)

1	Российский научный фонд	14-13-00834
2	Slovenian Research Agency	P1-0012

Two polymorphs of tolazamide, N-[(azepan-1-ylamino)carbonyl]-4-methylbenzenesulfonamide, a sulfonylurea anti-diabetic drug, have different densities and molecular packings. Polymorph II converts into polymorph I in the solid state on heating or via recrystallization if solvent-assisted. The effect of pressure on the two forms and the possibility of a transformation to a denser form on compression have been studied. No phase transitions have been observed in either of the forms in a pentane-isopentane mixture (when no recrystallization is possible). Polymorph II recrystallized partly into a denser polymorph I in methanol at 0.1 GPa, but the transformation stopped at an early stage. Solid state DFT calculations of the two forms as well as conformational landscape investigation in the gas phase were used to rationalize this result. The anisotropic pressure-induced strain of the two polymorphs has been compared in relation to changes in the hydrogen bond geometry and the behavior of stacking interactions.

Fedorov A.Y. , Rychkov D.A. , Losev E.A. , Zakharov B.A. , Stare J. , Boldyreva E.V.
Effect of Pressure on Two Polymorphs of Tolazamide: Why no Interconversion?

CrystEngComm. 2017. V.19. N16. P.2243-2252. DOI: 10.1039/c6ce02527g WOS Scopus РИНЦ CAPlus OpenAlex

Полный текст от издателя

Поступила в редакцию:	8 дек. 2016 г.
Принята к публикации:	27 мар. 2017 г.
Опубликована в печати:	1 апр. 2017 г.
Опубликована online:	6 апр. 2017 г.

Web of science:	WOS:000399764000013
Scopus:	2-s2.0-85018477120
РИНЦ:	41773011
Chemical Abstracts:	2017:568341
OpenAlex:	W2604546457

БД	Цитирований
Web of science	32
Scopus	32
OpenAlex	31