Completing the Picture of Tolazamide Polymorphism under Extreme Conditions: A Low-Temperature Study | Sciact - CRIS-system of Boreskov Institute of Catalysis

Completing the Picture of Tolazamide Polymorphism under Extreme Conditions: A Low-Temperature Study Full article

Journal

Acta Crystallographica Section C
, E-ISSN: 2053-2296

Output data

Year: 2019, Volume: 75, Number: 5, Pages: 598-608 Pages count : 11 DOI: 10.1107/s2053229619005217

Tags

low temperature; cooling; intermolecular interactions; hydrogen bond; stacking; disorder; DFT calculations; crystal structure; polymorph

Authors

Fedorov Alexey Yu. ^1,2 , Rychkov Denis A. ^1,2 , Losev Evgeniy A. ^1,3 , Drebushchak Tatiana N. ^1,2 , Boldyreva Elena V. ^1,3

Affiliations

1	Novosibirsk State University, Pirogova str. 2, Novosibirsk 630090, Russian Federation
2	Institute of Solid State Chemistry and Mechanochemistry SB RAS, Kutateladze str. 18, Novosibirsk 630128, Russian Federation
3	Boreskov Institute of Catalysis SB RAS, Lavrentiev Ave. 5, Novosibirsk 630090, Russian Federation

Funding (3)

1	Russian Science Foundation	18-73-00154 (АААА-А18-118081390008-3)
2	Federal Agency for Scientific Organizations	0301-2016-0014 (АААА-А17-117030310274-5)
3	Ministry of Science and Higher Education of the Russian Federation	0239-2019-0003

We present the results of an experimental and computational study of structural changes in two polymorphs of tolazamide {systematic name: 1-[(azepan-1-ylamino)carbonyl]-4-methylbenzenesulfonamide}, C14H21N3O3S, on cooling to 100 K and reverse heating. No phase transitions occurred in this temperature range. The anisotropy of the thermal expansion was different for the two polymorphs and differed from that reported previously for the hydrostatic compression. The changes in different intermolecular contacts responsible for the strain anisotropy were analysed. Relative shortening of the contacts was related directly to their initial length and reversely to the steric density around them. Increasing steric density is likely to be the driving force for the conformational ordering of the azepane ring under compression.

Fedorov A.Y. , Rychkov D.A. , Losev E.A. , Drebushchak T.N. , Boldyreva E.V.
Completing the Picture of Tolazamide Polymorphism under Extreme Conditions: A Low-Temperature Study
Acta Crystallographica Section C. 2019. V.75. N5. P.598-608. DOI: 10.1107/s2053229619005217 WOS Scopus РИНЦ AN OpenAlex

Submitted:	Apr 6, 2019
Accepted:	Apr 16, 2019
Published online:	Apr 29, 2019
Published print:	May 1, 2019

Web of science:	WOS:000470768200017
Scopus:	2-s2.0-85065494300
Elibrary:	38705042
Chemical Abstracts:	2019:893628
OpenAlex:	W2943665691

DB	Citing
Scopus	4
Web of science	4
Elibrary	4
OpenAlex	4