Single-crystal to single-crystal conformational polymorphic transformation in tolbutamide at 313 K. Relation to other polymorphic transformations in tolbutamide and chlorpropamide

Single-crystal to single-crystal conformational polymorphic transformation in tolbutamide at 313 K. Relation to other polymorphic transformations in tolbutamide and chlorpropamide Full article

Journal

CrystEngComm
ISSN: 1466-8033

Output data

Year: 2016, Volume: 18, Number: 30, Pages: 5736-5743 Pages count : 8 DOI: 10.1039/c6ce00764c

Authors

Drebushchak T.N. ^1,2 , Drebushchak V.A. ^2,3 , Pankrushina N.A. ⁴ , Boldyreva E.V. ¹

Affiliations

1	(Данные Web of science) Inst Solid State Chem & Mechanochem SB RAS, Kutateladze 18, Novosibirsk 630128, Russia
2	(Данные Web of science) Novosibirsk State Univ, Pirogova 2, Novosibirsk 630090, Russia
3	(Данные Web of science) VS Sobolev Inst Geol & Mineral SB RAS, Pr Ak Koptyuga 3, Novosibirsk 630090, Russia
4	(Данные Web of science) NN Vorozhtsov Novosibirsk Inst Organ Chem SB RAS, Pr Ak Lavrentieva 9, Novosibirsk 630090, Russia

Three polymorphs of tolbutamide (I-L, II, and III) were studied using single-crystal X-ray diffraction, from 100 K to room temperature (forms II and III) and to 350 K (form I), and differential scanning calorimetry. The reversible transformation, I-L double left right arrow I-H, was found to be of the single-crystal to single-crystal type and the structure of the high-temperature form (I-H) was solved and refined. The structure of I-H differs from that of I-L only in the conformation of the molecule, with molecular arrangements being practically unchanged (isostructural conformational transformation). The transition takes place at 313 K with no sign of hysteresis. The volume change, Delta V/V, across the reversible transformation I-L double left right arrow I-H was calculated and compared to those for the other conformational transformations. Two types of conformational polymorphic transformations (irreversible reconstructive and reversible isostructural) in tolbutamide and chlorpropamide were compared.

Drebushchak T.N. , Drebushchak V.A. , Pankrushina N.A. , Boldyreva E.V.
Single-crystal to single-crystal conformational polymorphic transformation in tolbutamide at 313 K. Relation to other polymorphic transformations in tolbutamide and chlorpropamide

CrystEngComm. 2016. V.18. N30. P.5736-5743. DOI: 10.1039/c6ce00764c WOS Scopus РИНЦ

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