Journal
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY
Volume 78, Issue -, Pages 280-+Publisher
INT UNION CRYSTALLOGRAPHY
DOI: 10.1107/S2053229622003734
Keywords
cocrystal; piracetam; isoniazid; 2,7-dihydroxynaphthalene; crystal structure; IR spectroscopy; API; active pharmaceutical ingredient; solvent-assisted grinding
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Funding
- Universidad de la Canada [PFI-05/17]
- FQ-UNAM [PAIP 5000-9112]
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Two cocrystals (DHN-INH and DHN-PIR) crystallized in different space groups and connected molecules through different hydrogen bonding patterns. The supramolecular architecture showed different forms in the two cocrystals, with interlinked supramolecular tapes in one and interlinked supramolecular sheets in the other.
Cocrystals of 2,7-dihydroxynaphthalene (DHN, or naphthalene-2,7-diol) with isoniazid (pyridine-4-carbohydrazide) (INH), denoted DHN-INH [C10H8O2 center dot-C6H7N3O, (I)], and piracetam [2-(2-oxopyrrolidin-1-yl)acetamide] (PIR), denoted DHN-PIR [C10H8O2 center dot C6H10N2O2, (II)], were obtained by the solvent-assisted grinding method and characterized by IR spectroscopy, powder X-ray diffraction and single-crystal X-ray diffraction. Cocrystal (I) crystallized in the triclinic space group P (1) over bar and showed a 2:2 stoichiometry. DHN and INH molecules are connected by O-H center dot center dot center dot N(pyridine) and O-H center dot center dot center dot N(hydrazide) hydrogen bonds. Cocrystal (II) crystallized in the space group Pca2(1) with a 1:1 stoichiometry. DHN and PIR molecules are connected by O-H center dot center dot center dot O=C hydrogen bonds. The supramolecular architecture of cocrystal (I) showed interlinked supramolecular tapes; meanwhile, in cocrystal (II), interlinked supramolecular sheets were observed.
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