Cinnamic Acid Hydrogen Bonds to Isoniazid and N'-(Propan-2-Ylidene)Isonicotinohydrazide, an in situ Reaction Product of Isoniazid and Acetone

Acta Crystallographica Section C 2014
I. Sarcevica, Liāna Orola, M.V. Veidis, Sergejs Beļakovs

A new polymorph of the cinnamic acid-isoniazid cocrystal has been prepared by slow evaporation, namely cinnamic acid-pyridine-4-carbohydrazide (1/1), C9H8O2·C6H7N3O. 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), C9H8O2·C9H11N3O, carboxylic acid-pyridine O-H···N and hydrazide-hydrazide N-H···O hydrogen bonds are formed.

Keywords
cinnamic acid–isoniazid cocrystal; crystal structure; hydrogen bonding; in situ modification; modification of hydrogen bonding; pharmaceutically active compound
DOI
10.1107/S2053229614003684
Hyperlink
http://onlinelibrary.wiley.com/doi/10.1107/S2053229614003684/abstract

Sarcevica, I., Orola, L., Veidis, M., Beļakovs, S. Cinnamic Acid Hydrogen Bonds to Isoniazid and N'-(Propan-2-Ylidene)Isonicotinohydrazide, an in situ Reaction Product of Isoniazid and Acetone. Acta Crystallographica Section C, 2014, Vol.70, Iss.4, pp.392-395. e-ISSN 2053-2296. Available from: doi:10.1107/S2053229614003684

Publication language
English (en)