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Acta Crystallographica Section C

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Institución detectada Período Navegá Descargá Solicitá
No detectada desde ene. 2014 / hasta dic. 2023 Wiley Online Library

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Tipo de recurso:

revistas

ISSN electrónico

2053-2296

País de edición

Estados Unidos

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A comparison of three crystalline forms of miconazole: solvent-free, ethanol monosolvate and hemihydrate

Hanna Kaspiaruk; Lilianna Chęcińska

<jats:p>The crystal structures of miconazole {MIC, C<jats:sub>18</jats:sub>H<jats:sub>14</jats:sub>Cl<jats:sub>4</jats:sub>N<jats:sub>2</jats:sub>O, systematic name (<jats:italic>RS</jats:italic>)-1-[2-(2,4-dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]-1<jats:italic>H</jats:italic>-imidazole}, its ethanol monosolvate (C<jats:sub>18</jats:sub>H<jats:sub>14</jats:sub>Cl<jats:sub>4</jats:sub>N<jats:sub>2</jats:sub>O·C<jats:sub>2</jats:sub>H<jats:sub>5</jats:sub>OH) and its hemihydrate (C<jats:sub>18</jats:sub>H<jats:sub>14</jats:sub>Cl<jats:sub>4</jats:sub>N<jats:sub>2</jats:sub>O·0.5H<jats:sub>2</jats:sub>O) were compared. A detailed comparison of the molecular conformation of the miconazole molecules showed a structural similarity of the solvate forms, whereas the unsolvated form is related to the gas-phase structure. This suggests that the molecular conformation of miconazole is influenced by solvent molecules. The crystal architectures of the considered solvatomorphs are differentiated by the intermolecular interactions formed by ethanol and water molecules. The structural studies are enriched by Hirshfeld surface and energy framework analysis. The pairwise model energies of the dominant contacts were estimated to be in the range 20–70 kJ mol<jats:sup>−1</jats:sup>. It is interesting that the contribution of dispersive forces predominates over the electrostatic forces.</jats:p>

Pp. 343-350