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Polymorphism of 3‐(5‐phenyl‐1,3,4‐oxadiazol‐2‐yl)‐ and 3‐[5‐(pyridin‐4‐yl)‐1,3,4‐oxadiazol‐2‐yl]‐2 H ‐chromen‐2‐ones
Author(s) -
Shishkina Svitlana V.,
Konovalova Irina S.,
Trostianko Pavlo V.,
Geleverya Anna O.,
Kovalenko Sergiy M.,
Bunyatyan Natalya D.
Publication year - 2019
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.304
H-Index - 17
ISSN - 2053-2296
DOI - 10.1107/s2053229619014256
Subject(s) - intermolecular force , stacking , polymorphism (computer science) , crystal structure , crystallography , chemistry , stereochemistry , molecule , organic chemistry , genotype , biochemistry , gene
This study of 3‐(5‐phenyl‐1,3,4‐oxadiazol‐2‐yl)‐2 H ‐chromen‐2‐one, C 17 H 10 N 2 O 3 , 1 , and 3‐[5‐(pyridin‐4‐yl)‐1,3,4‐oxadiazol‐2‐yl]‐2 H ‐chromen‐2‐one, C 16 H 9 N 3 O 3 , 2 , was performed on the assumption of the potential anticancer activity of the compounds. Three polymorphic structures for 1 and two polymorphic structures for 2 have been studied thoroughly. The strongest intermolecular interaction is stacking of the `head‐to‐head' type in all the studied crystals. The polymorphic structures of 1 differ with respect to the intermolecular interactions between stacked columns. Two of the polymorphs have a columnar or double columnar type of crystal organization, while the third polymorphic structure can be classified as columnar‐layered. The difference between the two structures of 2 is less pronounced. Both crystals can be considered as having very similar arrangements of neighbouring columns. The formation of polymorphic modifications is caused by a subtle balance of very weak intermolecular interactions and packing differences can be identified only using an analysis based on a study of the pairwise interaction energies.