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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...

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Autores principales: Kastelic, Jože, Kikelj, Danijel, Leban, Ivan, Lah, Nina
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
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.
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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
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