{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,25]],"date-time":"2026-08-25T11:21:50Z","timestamp":1787656910953,"version":"build-2736575974"},"reference-count":32,"publisher":"International Union of Crystallography (IUCr)","issue":"8","license":[{"start":{"date-parts":[[2025,7,4]],"date-time":"2025-07-04T00:00:00Z","timestamp":1751587200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/journals.iucr.org\/services\/copyrightpolicy.html"},{"start":{"date-parts":[[2025,7,4]],"date-time":"2025-07-04T00:00:00Z","timestamp":1751587200000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/journals.iucr.org\/services\/copyrightpolicy.html#TDM"}],"funder":[{"DOI":"10.13039\/501100003141","name":"Consejo Nacional de Ciencia y Tecnolog\u00eda","doi-asserted-by":"publisher","award":["269863"],"award-info":[{"award-number":["269863"]}],"id":[{"id":"10.13039\/501100003141","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003141","name":"Consejo Nacional de Ciencia y Tecnolog\u00eda","doi-asserted-by":"publisher","award":["1000620"],"award-info":[{"award-number":["1000620"]}],"id":[{"id":"10.13039\/501100003141","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["iucr.org","wiley.com","iucrj.org"],"crossmark-restriction":true},"short-container-title":["Acta Crystallogr C Struct Chem","Acta Crystallogr C","Acta Crystallogr C Cryst Struct Commun","Acta Cryst C","Acta Cryst C Struct Chem","Acta Cryst Sect C","Acta Cryst Sect C Struct Chem","Acta Crystallogr Sect C","Acta Crystallogr Sect C Struct Chem","Acta Crystallogr Sect C Cryst Struct Commun"],"accepted":{"date-parts":[[2025,6,20]]},"published-print":{"date-parts":[[2025,8,1]]},"abstract":"<jats:p>\n                    The synthesis and structural characterization of two coumarin derivatives, ethyl 7-(methanesulfonyloxy)-2-oxo-2\n                    <jats:italic>H<\/jats:italic>\n                    -chromene-3-carboxylate, C\n                    <jats:sub>13<\/jats:sub>\n                    H\n                    <jats:sub>12<\/jats:sub>\n                    O\n                    <jats:sub>7<\/jats:sub>\n                    S,\n                    <jats:bold>Cou01<\/jats:bold>\n                    , and ethyl 7-(benzoyloxy)-2-oxo-2\n                    <jats:italic>H<\/jats:italic>\n                    -chromene-3-carboxylate, C\n                    <jats:sub>19<\/jats:sub>\n                    H\n                    <jats:sub>14<\/jats:sub>\n                    O\n                    <jats:sub>6<\/jats:sub>\n                    ,\n                    <jats:bold>Cou02<\/jats:bold>\n                    , are reported. The compounds were characterized by NMR spectroscopy, mass spectrometry and single-crystal X-ray diffraction. The X-ray diffraction analyses showed that\n                    <jats:bold>Cou01<\/jats:bold>\n                    crystallized in the orthorhombic space group\n                    <jats:italic>Pna<\/jats:italic>\n                    2\n                    <jats:sub>1<\/jats:sub>\n                    , while\n                    <jats:bold>Cou02<\/jats:bold>\n                    crystallized in the monoclinic space group\n                    <jats:italic>P<\/jats:italic>\n                    2\n                    <jats:sub>1<\/jats:sub>\n                    \/\n                    <jats:italic>c<\/jats:italic>\n                    . The packing of both derivatives is controlled by C\u2014H...O hydrogen-bond networks between the coumarin nuclei and the substituent groups at the 7-position.\n                    <jats:italic>In silico<\/jats:italic>\n                    evaluation through density functional theory (DFT) calculations afforded an investigation of the electronic properties, showing that the molecular electrostatic potential (MEP) maps correlate with the formation of hydrogen bonds in the derivatives at the highest and lowest electronic density sites (O and H atoms). The highest occupied molecular orbital (HOMO), lowest unoccupied molecular orbital (LUMO) and HOMO\u2013LUMO gap indicate that\n                    <jats:bold>Cou01<\/jats:bold>\n                    has good reactivity and electron-donating potential. Global reactivity analysis confirms that this derivative is more reactive (nucleophilic) and polarized. Finally, predictions of antioxidant and anti-inflammatory bioactivities reveal that the substituent group in the 7-position has a significant influence on the bioactivity score predictions and the improvement of toxicological and side effects. Results suggest that\n                    <jats:bold>Cou01<\/jats:bold>\n                    is a novel and promising molecule with good potential as an antioxidant and anti-inflammatory agent.\n                  <\/jats:p>","DOI":"10.1107\/s2053229625005583","type":"journal-article","created":{"date-parts":[[2025,6,26]],"date-time":"2025-06-26T12:14:03Z","timestamp":1750940043000},"page":"435-442","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["Novel bioactive coumarin derivatives: structural features and predictive bioactivity evaluation"],"prefix":"10.1107","volume":"81","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-2198-8367","authenticated-orcid":true,"given":"Adriana","family":"Rios-Alegre","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ram\u00f3n","family":"Guzm\u00e1n-Mej\u00eda","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/00z0kq074","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1266-5849","authenticated-orcid":true,"given":"Judit Araceli","family":"Avi\u00f1a-Verduzco","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/00z0kq074","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7503-1528","authenticated-orcid":true,"given":"Edgar Alexander","family":"M\u00e1rquez-Braz\u00f3n","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/031e6xm45","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4540-1011","authenticated-orcid":true,"given":"Virginia","family":"Flores-Morales","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/01m296r74","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jes\u00fas","family":"Rivera-Islas","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"329","published-online":{"date-parts":[[2025,7,4]]},"reference":[{"key":"jx3097_bb1","doi-asserted-by":"crossref","first-page":"1637","DOI":"10.1351\/PAC-REC-10-01-02","volume":"83","author":"Arunan","year":"2011","journal-title":"Pure Appl. 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