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Ketones (4) were successfully used as substrates for the preparation of the respective <jats:italic>N<\/jats:italic>-(2-hydroxyethyl)imidazoles (5) with yields up to 87%. The synthesized compounds were characterized by NMR and high-resolution mass spectrometry analyses, and several structures were confirmed and studied by single-crystal X-ray diffraction. The analysis of the whole-of-molecule interactions shows that, despite the difference in the atom\u2013atom contacts forming the crystals, dispersion energies make the largest contribution to the formation of the solids, giving an isotropic tendency in the topology of the energy framework diagrams for pairs of molecules. In addition, the <jats:italic>in vitro<\/jats:italic> antifungal activity of both families of compounds [ketones (4) and alcohols (5)] against <jats:italic>Candida albicans<\/jats:italic> and <jats:italic>Cryptococcus neoformans<\/jats:italic> was evaluated, where the 2,4-dichlorophenyl-substituted alcohol (5<jats:italic>f<\/jats:italic>), an isomer of the drug miconazole, showed the highest activity (IC<jats:sub>50<\/jats:sub> = 7.8\u2005\u00b5g\u2005ml<jats:sup>\u22121<\/jats:sup> against <jats:italic>C. neoformans<\/jats:italic>).<\/jats:p>","DOI":"10.1107\/s2052520619013271","type":"journal-article","created":{"date-parts":[[2019,11,25]],"date-time":"2019-11-25T19:27:26Z","timestamp":1574710046000},"page":"1197-1207","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":9,"title":["Intermolecular interaction energies and molecular conformations in <i>N<\/i>-substituted 4-aryl-2-methylimidazoles with promising <i>in vitro<\/i> antifungal activity"],"prefix":"10.1107","volume":"75","author":[{"given":"Nerith-Rocio","family":"Elejalde","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Estefan\u00eda","family":"Butassi","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Susana","family":"Zacchino","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Mario A.","family":"Mac\u00edas","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jaime","family":"Portilla","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"329","published-online":{"date-parts":[[2019,11,26]]},"reference":[{"key":"xk5059_bb50","unstructured":"Agilent (2014). 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