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Cinnamic acid hydrogen bonds to isoniazid and N ′‐(propan‐2‐ylidene)isonicotinohydrazide, an in situ reaction product of isoniazid and acetone
Author(s) -
Sarcevica Inese,
Orola Liana,
Veidis Mikelis V.,
Belyakov Sergey
Publication year - 2014
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/s2053229614003684
Subject(s) - cinnamic acid , chemistry , hydrazide , isoniazid , hydrogen bond , cocrystal , pyridine , medicinal chemistry , molecule , stereochemistry , organic chemistry , medicine , tuberculosis , pathology
A new polymorph of the cinnamic acid–isoniazid cocrystal has been prepared by slow evaporation, namely cinnamic acid–pyridine‐4‐carbohydrazide (1/1), C 9 H 8 O 2 ·C 6 H 7 N 3 O. The crystal structure is characterized by a hydrogen‐bonded tetrameric arrangement of two molecules of isoniazid and two of cinnamic acid. Possible modification of the hydrogen bonding was investigated by changing the hydrazide group of isoniazid via an in situ reaction with acetone and cocrystallization with cinnamic acid. In the structure of cinnamic acid– N ′‐(propan‐2‐ylidene)isonicotinohydrazide (1/1), C 9 H 8 O 2 ·C 9 H 11 N 3 O, carboxylic acid–pyridine O—H...N and hydrazide–hydrazide N—H...O hydrogen bonds are formed.