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Fluconazole–malonic acid (1/1)
Co-crystallizaton of the antifungal drug fluconazole [2-(2,4-difluorophenyl)-1,3-bis(1H-1,2,4-triazol-1-yl)propan-2-ol] with malonic acid in acetonitrile solution resulted in the formation of the title 1:1 co-crystal, C(13)H(12)F(2)N(6)O·C(3)H(4)O(4). The geometry around the central fluconazole...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588488/ https://www.ncbi.nlm.nih.gov/pubmed/23476565 http://dx.doi.org/10.1107/S1600536813003656 |
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author | Kastelic, Jože Kikelj, Danijel Leban, Ivan Lah, Nina |
author_facet | Kastelic, Jože Kikelj, Danijel Leban, Ivan Lah, Nina |
author_sort | Kastelic, Jože |
collection | PubMed |
description | Co-crystallizaton of the antifungal drug fluconazole [2-(2,4-difluorophenyl)-1,3-bis(1H-1,2,4-triazol-1-yl)propan-2-ol] with malonic acid in acetonitrile solution resulted in the formation of the title 1:1 co-crystal, C(13)H(12)F(2)N(6)O·C(3)H(4)O(4). The geometry around the central fluconazole atom is distorted tetrahedral. The dihedral angles between the triazole rings and the fluorinated phenyl ring are 30.64 (7) and 61.91 (5)°. In the crystal, the basic packing motif may be envisioned as a cyclic aggregate formed of two fluconazole molecules linked by two malonic acid molecules through O—H⋯N and O—H⋯O hydrogen bonds. Such aggregates are further connected into (001) layers by further O—H⋯N hydrogen bonds. The structure also features weak non-classical C—H⋯O and C—H⋯N interactions. |
format | Online Article Text |
id | pubmed-3588488 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35884882013-03-08 Fluconazole–malonic acid (1/1) Kastelic, Jože Kikelj, Danijel Leban, Ivan Lah, Nina Acta Crystallogr Sect E Struct Rep Online Organic Papers Co-crystallizaton of the antifungal drug fluconazole [2-(2,4-difluorophenyl)-1,3-bis(1H-1,2,4-triazol-1-yl)propan-2-ol] with malonic acid in acetonitrile solution resulted in the formation of the title 1:1 co-crystal, C(13)H(12)F(2)N(6)O·C(3)H(4)O(4). The geometry around the central fluconazole atom is distorted tetrahedral. The dihedral angles between the triazole rings and the fluorinated phenyl ring are 30.64 (7) and 61.91 (5)°. In the crystal, the basic packing motif may be envisioned as a cyclic aggregate formed of two fluconazole molecules linked by two malonic acid molecules through O—H⋯N and O—H⋯O hydrogen bonds. Such aggregates are further connected into (001) layers by further O—H⋯N hydrogen bonds. The structure also features weak non-classical C—H⋯O and C—H⋯N interactions. International Union of Crystallography 2013-02-13 /pmc/articles/PMC3588488/ /pubmed/23476565 http://dx.doi.org/10.1107/S1600536813003656 Text en © Kastelic et al. 2013 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Organic Papers Kastelic, Jože Kikelj, Danijel Leban, Ivan Lah, Nina Fluconazole–malonic acid (1/1) |
title | Fluconazole–malonic acid (1/1) |
title_full | Fluconazole–malonic acid (1/1) |
title_fullStr | Fluconazole–malonic acid (1/1) |
title_full_unstemmed | Fluconazole–malonic acid (1/1) |
title_short | Fluconazole–malonic acid (1/1) |
title_sort | fluconazole–malonic acid (1/1) |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588488/ https://www.ncbi.nlm.nih.gov/pubmed/23476565 http://dx.doi.org/10.1107/S1600536813003656 |
work_keys_str_mv | AT kastelicjoze fluconazolemalonicacid11 AT kikeljdanijel fluconazolemalonicacid11 AT lebanivan fluconazolemalonicacid11 AT lahnina fluconazolemalonicacid11 |