{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,12,5]],"date-time":"2025-12-05T15:46:49Z","timestamp":1764949609989,"version":"3.46.0"},"reference-count":22,"publisher":"International Union of Crystallography (IUCr)","issue":"12","license":[{"start":{"date-parts":[[2025,11,11]],"date-time":"2025-11-11T00:00:00Z","timestamp":1762819200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},{"start":{"date-parts":[[2025,11,11]],"date-time":"2025-11-11T00:00:00Z","timestamp":1762819200000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"}],"funder":[{"DOI":"10.13039\/501100001659","name":"Deutsche Forschungsgemeinschaft","doi-asserted-by":"publisher","award":["334853423"],"award-info":[{"award-number":["334853423"]}],"id":[{"id":"10.13039\/501100001659","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["iucr.org","wiley.com","iucrj.org"],"crossmark-restriction":true},"short-container-title":["Acta Crystallogr E Cryst Commun","Acta Cryst E","Acta Cryst Sect E","Acta Crystallogr E","Acta Crystallogr Sect E","Acta Cryst E Cryst Commun","Acta Cryst Sect E Cryst Commun"],"accepted":{"date-parts":[[2025,10,29]]},"published-print":{"date-parts":[[2025,12,1]]},"abstract":"<jats:p>\n                    Crystal structures, Hirshfeld surfaces and energy lattices of (\n                    <jats:italic>S<\/jats:italic>\n                    )-1-(naphthalen-1-yl)ethanol (\n                    <jats:bold>1<\/jats:bold>\n                    ) and (\n                    <jats:italic>R<\/jats:italic>\n                    )-1-(naphthalen-2-yl)ethanol (\n                    <jats:bold>2<\/jats:bold>\n                    ), both C\n                    <jats:sub>12<\/jats:sub>\n                    H\n                    <jats:sub>12<\/jats:sub>\n                    O, were studied to understand much the lower crystallization propensity of the latter. In both structures, molecules are linked by strong hydrogen bonds into helical chains where Coulombic interactions expectedly dominate, but dispersive interactions of\n                    <jats:bold>1<\/jats:bold>\n                    and\n                    <jats:bold>2<\/jats:bold>\n                    differ significantly, resulting in large gaps in the total energy lattice of\n                    <jats:bold>2<\/jats:bold>\n                    . The poor crystallization and and higher\n                    <jats:italic>Z<\/jats:italic>\n                    \u2032 (4\n                    <jats:italic>vs<\/jats:italic>\n                    2 in structure\n                    <jats:bold>1<\/jats:bold>\n                    ) of\n                    <jats:bold>2<\/jats:bold>\n                    can be explained by frustration between supramolecular synthons (...O\u2014H...O\u2014H... hydrogen-bonding chain\n                    <jats:italic>vs<\/jats:italic>\n                    \u03c0\u2013\u03c0- interactions between naphthalene moieties). The study provides new insights into the supramolecular interactions and crystal packing of regioisomeric naphthalenyl-ethanol compounds, which may have implications for the design of new materials with tailored properties.\n                  <\/jats:p>","DOI":"10.1107\/s2056989025009533","type":"journal-article","created":{"date-parts":[[2025,11,11]],"date-time":"2025-11-11T08:22:17Z","timestamp":1762849337000},"page":"1131-1135","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["Crystal structures of two isomers of 1-(naphthalen-1-yl)ethanol"],"prefix":"10.1107","volume":"81","author":[{"given":"Christopher","family":"Golz","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"329","published-online":{"date-parts":[[2025,11,11]]},"reference":[{"key":"zv2039_bb1","doi-asserted-by":"crossref","first-page":"2517","DOI":"10.1021\/cg8001527","volume":"8","author":"Anderson","year":"2008","journal-title":"Cryst. 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