{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,21]],"date-time":"2026-10-21T17:17:07Z","timestamp":1792603027312,"version":"4.5.0"},"reference-count":49,"publisher":"American Chemical Society (ACS)","issue":"12","license":[{"start":{"date-parts":[[2018,12,24]],"date-time":"2018-12-24T00:00:00Z","timestamp":1545609600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/pubs.acs.org\/page\/policy\/authorchoice_termsofuse.html"}],"funder":[{"DOI":"10.13039\/501100003329","name":"Ministerio de Econom\u00eda y Competitividad","doi-asserted-by":"publisher","award":["CTQ2016-80886-R"],"award-info":[{"award-number":["CTQ2016-80886-R"]}],"id":[{"id":"10.13039\/501100003329","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2018,12,31]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>We employ the popular all-atom optimized potential for liquid simulations, OPLSAA, force-field to model 17 different alcohols in the liquid state. Using the standard simulation protocol for few hundred nanosecond time periods, we find that 1-octanol, 1-nonanol, and 1-decanol undergo spontaneous transition to a crystalline state at temperatures which are 35\u201355 K higher than the experimental melting temperatures. Nevertheless, the crystal structures obtained from the simulations are very similar to those determined by X-ray powder diffraction data for several n-alcohols. Although some degree of deviations from the experimental freezing points are to be expected, for 1-nonanol and 1-decanol, the elevation of the freezing temperature warrants special attention because at room temperature, these alcohols are liquids; however, if simulated by the OPLSAA force-field, they will crystallize. This behavior is likely a consequence of exaggerated attractive interactions between the alkane chains of the alcohols. To circumvent this problem, we combined the OPLSAA model with the L-OPLS force-field. We adopted the L-OPLS parameters to model the hydrocarbon tail of the alcohols, whereas the hydroxyl head group remained as in the original OPLSAA force-field. The resulting alcohols stayed in the liquid state at temperatures above their experimental melting points, thus, resolving the enhanced freezing observed with the OPLSAA force-field. In fact, the mixed-model alcohols did not exhibit any spontaneous freezing even at temperatures much lower than the experimental values. However, a series of simulations in which these mixed-OPLSAA alcohols started from a coexistence configuration of the liquid and solid phases resulted in freezing transitions at temperatures 14\u201325 K lower than the experimental values, confirming the validity of the proposed model. For all of the other alcohols, the mixed model yields results very similar to the OPLSAA force-field and is in good agreement with the experimental data. Thus, for simulating alcohols in the liquid phase, the mixed-OPLSAA model is necessary for large (7 carbons and above) hydrocarbon chains.<\/jats:p>","DOI":"10.1021\/acsomega.8b03132","type":"journal-article","created":{"date-parts":[[2018,12,24]],"date-time":"2018-12-24T07:26:22Z","timestamp":1545636382000},"page":"18089-18099","source":"Crossref","is-referenced-by-count":57,"title":["Refinement of the OPLSAA Force-Field for Liquid Alcohols"],"prefix":"10.1021","volume":"3","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-5332-885X","authenticated-orcid":true,"given":"Ronen","family":"Zangi","sequence":"first","affiliation":[{"name":"University of the Basque Country UPV\/EHU , , Avenida de Tolosa 72 , ,","place":["San Sebastian, Spain, 20018"]},{"name":"IKERBASQUE, Basque Foundation for Science , Maria Diaz de Haro 3 , ,","place":["Bilbao, Spain, 48013"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2018,12,24]]},"reference":[{"key":"2026090416081773300_cit1","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1002\/star.19810330102","article-title":"Grain Alcohol\nas Renewable Energy and Automotive Fuel","volume":"33","author":"Scheller","year":"1981","journal-title":"Starch\/Staerke"},{"key":"2026090416081773300_cit2","doi-asserted-by":"publisher","first-page":"6638","DOI":"10.1021\/ja00334a030","article-title":"Optimized Intermolecular\nPotential\nFunctions for Liquid Hydrocarbons","volume":"106","author":"Jorgensen","year":"1984","journal-title":"J. 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(II)","volume":"37","author":"Tanaka","year":"1959","journal-title":"Bull. Inst. Chem.\nRes., Kyoto Univ."},{"key":"2026090416081773300_cit41","doi-asserted-by":"publisher","first-page":"5583","DOI":"10.1021\/acs.jctc.5b00748","article-title":"A Comparison\nof Barostats for the Mechanical Characterization of Metal-Organic\nFrameworks","volume":"11","author":"Rogge","year":"2015","journal-title":"J. Chem. Theory Comput."},{"key":"2026090416081773300_cit42","doi-asserted-by":"publisher","first-page":"7182","DOI":"10.1063\/1.328693","article-title":"Polymorphic transitions in single\ncrystals: A new molecular\ndynamics method","volume":"52","author":"Parrinello","year":"1981","journal-title":"J. Appl. Phys."},{"key":"2026090416081773300_cit43","doi-asserted-by":"publisher","first-page":"1416","DOI":"10.1002\/jcc.10139","article-title":"An improved\nOPLS-AA force field for carbohydrates","volume":"23","author":"Kony","year":"2002","journal-title":"J. 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