{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,30]],"date-time":"2026-07-30T11:11:18Z","timestamp":1785409878079,"version":"3.56.0"},"reference-count":26,"publisher":"International Union of Crystallography (IUCr)","issue":"5","license":[{"start":{"date-parts":[[2023,4,28]],"date-time":"2023-04-28T00:00:00Z","timestamp":1682640000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},{"start":{"date-parts":[[2023,4,28]],"date-time":"2023-04-28T00:00:00Z","timestamp":1682640000000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"}],"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":[[2023,4,22]]},"published-print":{"date-parts":[[2023,5,1]]},"abstract":"<jats:p>\n                    The synthesis and crystal structure of the title compound, C\n                    <jats:sub>12<\/jats:sub>\n                    H\n                    <jats:sub>16<\/jats:sub>\n                    FNO\n                    <jats:sub>3<\/jats:sub>\n                    S, which is related to the herbicide flufenacet, are presented. The dihedral angle between the amide group and the fluorinated benzene ring is 87.30\u2005(5)\u00b0 and the N\u2014C\u2014C\u2014S torsion angle defining the orientation of the methylsulfonyl substituent relative to the amide group is 106.91\u2005(11)\u00b0. In the crystal, inversion-related molecules form dimers as a result of pairwise C\u2014H...O hydrogen bonds, which appear to be reinforced by short O...\u03c0 contacts [O...\n                    <jats:italic>Cg<\/jats:italic>\n                    = 3.0643\u2005(11)\u2005\u00c5]. A Hirshfeld surface analysis was used to quantify the various types of intermolecular contacts, which are dominated by H atoms.\n                  <\/jats:p>","DOI":"10.1107\/s2056989023003675","type":"journal-article","created":{"date-parts":[[2023,4,25]],"date-time":"2023-04-25T01:08:12Z","timestamp":1682384892000},"page":"512-515","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["Synthesis, crystal structure and Hirshfeld surface analysis of\n                    <i>N<\/i>\n                    -(4-fluorophenyl)-\n                    <i>N<\/i>\n                    -isopropyl-2-(methylsulfonyl)acetamide"],"prefix":"10.1107","volume":"79","author":[{"given":"Doreswamy","family":"Geetha","sequence":"first","affiliation":[{"id":[{"id":"https:\/\/ror.org\/012bxv356","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Haleyur G.","family":"Anil Kumar","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Thaluru M.","family":"Mohan Kumar","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Gejjalagere R.","family":"Srinivasa","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yeriyur B.","family":"Basavaraju","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/012bxv356","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9039-0273","authenticated-orcid":true,"given":"Hemmige S.","family":"Yathirajan","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/012bxv356","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5777-3918","authenticated-orcid":true,"given":"Sean","family":"Parkin","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/02k3smh20","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"329","published-online":{"date-parts":[[2023,4,28]]},"reference":[{"key":"hb8062_bb1","doi-asserted-by":"crossref","first-page":"794","DOI":"10.1007\/s00044-012-0062-6","volume":"22","author":"Ahmad","year":"2013","journal-title":"Med. 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