Synthon Competition and Cooperation in Molecular Salts of Hydroxybenzoic Acids and Aminopyridines
| Autor: | Bipul Sarma, Ashwini Nangia, Balakrishna R. Bhogala, Naba K. Nath |
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| Rok vydání: | 2009 |
| Předmět: | |
| Zdroj: | Crystal Growth & Design. 9:1546-1557 |
| ISSN: | 1528-7505 1528-7483 |
| DOI: | 10.1021/cg801145c |
| Popis: | Meta- and para-substituted hydroxy-benzoic acids and amino-pyridines were cocrystallized and characterized by X-ray diffraction. Proton transfer from the COOH to pyridyl N acceptor (PyN) occurred in 11 molecular salts (1−11) leading to a PyNH+···−OOC ionic synthon in 10 structures and a PyNH+···O═C hydrogen bond in one structure. Competition and cooperation between COO−, OH, NH2, PyNH+, and H2O functional groups for the observed hydrogen bond synthons are examined in 11 structures, of which 4 are hydrates. The second and third highest occurring synthons are NH2···OH, NH2···−OOC, and OH···−OOC in nine, eight, and eight structures, respectively. Hydrogen bonding of water to/from COO−, OH, and NH2 groups is present in hydrates 1, 5, 7, and 9. There are no systematic studies on our knowledge on hydrogen bond competition and interplay when the above four common functional groups are present in the same crystal structure. Synthons in this study are compared with statistics extracted from the Cambridge Structura... |
| Databáze: | OpenAIRE |
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