Cinnamic acid hydrogen bonds to isoniazid and N'-(propan-2-ylidene)isonicotinohydrazide, an in situ reaction product of isoniazid and acetone.
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.
Latvian Institute of Organic Synthesis, Aizkraukles Street 21, Riga, Latvia.
Inese
I
Sarcevica
Latvian Institute of Organic Synthesis, Aizkraukles Street 21, Riga, Latvia.
Liana
L
Orola
Latvian Institute of Organic Synthesis, Aizkraukles Street 21, Riga, Latvia.
Mikelis V
MV
Veidis
Latvian Institute of Organic Synthesis, Aizkraukles Street 21, Riga, Latvia.
Sergey
S
Belyakov
D000096:Acetone / Q000737:chemistry*; D002934:Cinnamates / Q000737:chemistry*; D006860:Hydrogen Bonding; D007538:Isoniazid / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry*
D002934:Cinnamates; C000589429:N'-(propan-2-ylidene)isonicotinohydrazide; D000096:Acetone; C029010:cinnamic acid; D007538:Isoniazid
cinnamic acid–isoniazid cocrystal; crystal structure; hydrogen bonding; in situ modification; modification of hydrogen bonding; pharmaceutically active compound