Journal
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY
Volume 73, Issue -, Pages 767-+Publisher
INT UNION CRYSTALLOGRAPHY
DOI: 10.1107/S205322961701230X
Keywords
theophylline; piracetam; crystal structure; 2,6-diaminopyridine; cocrystal; hydrogen bond; mechanochemistry
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Funding
- Consejo Nacional de Ciencia y Tecnologia [CB-2012 179674, CVU 207411]
- Red Tematica de Quimica Supramolecular [281251]
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Pharmaceutical cocrystals are crystalline solids formed by an active pharmaceutical ingredient and a cocrystal former. The cocrystals 2,6-diaminopyridine (DAP)-piracetam [PIR; systematic name: 2-(2-oxopyrrolidin-1-yl) acetamide] (1/1), C5H7N3 center dot C6H10N2O2, (I), and 2,6-diaminopyridine-theophylline (TEO; systematic name: 1,3-dimethyl-7H-purine-2,6-dione) (1/1), C5H7N3 center dot C7H8N4O2, (II), were prepared by the solvent-assisted grinding method and were characterized by IR spectroscopy and powder X-ray diffraction. Cocrystal (I) crystallized in the orthorhombic space group Pbca and showed a 1:1 stoichiometry. The DAP and PIR molecules are linked by an N-H center dot center dot center dot O hydrogen-bond interaction. Self-assembly of PIR molecules forms a sheet of C(4) and C(7) chains. Cocrystal (II) crystallized in the monoclinic P2(1)/c space group and also showed a 1:1 stoichiometry. The DAP and TEO molecules are connected by N-H center dot center dot center dot N and N-H center dot center dot center dot O hydrogen bonds, forming an R-2(2) (9) heterosynthon. A bidimensional supramolecular array is formed by interlinked DAP-TEO tetramers, producing a two-dimensional sheet.
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