Controlling the formation of benzoic acid: isonicotinamide molecular complexes

Seaton, Colin C., Parkin, Andrew, Wilson, Chick C. and Blagden, Nicholas (2009) Controlling the formation of benzoic acid: isonicotinamide molecular complexes. Crystal Growth and Design, 9 (1). pp. 47-56. ISSN 1528-7483

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The formation of crystalline molecular complexes of benzoic acid and isonicotinamide with 1: 1 and 2:1 compositions has been investigated through solution cocrystallization. The 1:1 complex was solely obtained from ethanol solutions, while either complex could be grown from aqueous and methanol solution by variation of the initial composition. The crystal structures of the 2:1 complex and a monohydrate of isonicotinamide were determined by single crystal X-ray diffraction. The intermolecular interactions in the crystal structure of the complex were compared with other published carboxylic acid:isonicotinamide molecular complexes, which highlights the robust nature of the acid center dot center dot center dot pyridine and acid center dot center dot center dot amide hydrogen bond, which exist in most cases. Complementary computational studies into the binding of pairs of these molecules by ab initio calculations were found to support the experimental observations and highlight the role of solvent in controlling the final crystalline form for multicomponent systems, through altering the hierarchy of intermolecular interactions.

Keywords:Polarizable continuum model, Co-crystal, O-bisguanidinobenzene, Aqueous solutions, Crystallization, Polymorph, Solvent, Systems, Sulfathiazole, Nucleation
Subjects:F Physical Sciences > F131 Crystallography
B Subjects allied to Medicine > B230 Pharmacy
F Physical Sciences > F170 Physical Chemistry
F Physical Sciences > F290 Materials Science not elsewhere classified
Divisions:College of Science > School of Pharmacy
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ID Code:7700
Deposited On:27 Feb 2013 20:37

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