{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,11,6]],"date-time":"2025-11-06T11:46:08Z","timestamp":1762429568150,"version":"3.33.0"},"reference-count":33,"publisher":"International Union of Crystallography (IUCr)","issue":"9","license":[{"start":{"date-parts":[[2023,8,1]],"date-time":"2023-08-01T00:00:00Z","timestamp":1690848000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},{"start":{"date-parts":[[2023,8,1]],"date-time":"2023-08-01T00:00:00Z","timestamp":1690848000000},"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":[[2023,7,19]]},"published-print":{"date-parts":[[2023,9,1]]},"abstract":"<jats:p>The crystal structures of two single-enantiomer compounds, <jats:italic>i.e.<\/jats:italic> diphenyl [(<jats:italic>R<\/jats:italic>)-(+)-\u03b1-ethylbenzylamido]phosphate, C<jats:sub>21<\/jats:sub>H<jats:sub>22<\/jats:sub>NO<jats:sub>3<\/jats:sub>P or (C<jats:sub>6<\/jats:sub>H<jats:sub>5<\/jats:sub>O)<jats:sub>2<\/jats:sub>P(O)[NH-(<jats:italic>R<\/jats:italic>)-(+)CH(C<jats:sub>2<\/jats:sub>H<jats:sub>5<\/jats:sub>)(C<jats:sub>6<\/jats:sub>H<jats:sub>5<\/jats:sub>)] (<jats:bold>I<\/jats:bold>), and <jats:italic>N<\/jats:italic>-[(<jats:italic>R<\/jats:italic>)-(+)-\u03b1-ethylbenzyl]-<jats:italic>P<\/jats:italic>,<jats:italic>P<\/jats:italic>-diphenylphosphinic amide, C<jats:sub>21<\/jats:sub>H<jats:sub>22<\/jats:sub>NOP or (C<jats:sub>6<\/jats:sub>H<jats:sub>5<\/jats:sub>)<jats:sub>2<\/jats:sub>P(O)[NH-<jats:italic>R<\/jats:italic>-(+)CH(C<jats:sub>2<\/jats:sub>H<jats:sub>5<\/jats:sub>)(C<jats:sub>6<\/jats:sub>H<jats:sub>5<\/jats:sub>)] (<jats:bold>II<\/jats:bold>), were studied. The different environments at the phosphorus atoms, (O)<jats:sub>2<\/jats:sub>P(O)(N) and (C)<jats:sub>2<\/jats:sub>P(O)(N), allow the P=O\/P\u2014N bond strengths to be compared, as well as the N\u2014H...O=P hydrogen-bond strengths, and P=O\/N\u2014H vibrations. The following characteristics related to diastereotopic C<jats:sub>6<\/jats:sub>H<jats:sub>5<\/jats:sub>O\/C<jats:sub>6<\/jats:sub>H<jats:sub>5<\/jats:sub> groups in <jats:bold>I<\/jats:bold>\/<jats:bold>II<\/jats:bold> were considered: geometry parameters, contributions to the crystal packing, solution <jats:sup>13<\/jats:sup>C\/<jats:sup>1<\/jats:sup>H NMR chemical shifts, conformations, and NMR coupling constants. The phosphorus-carbon coupling constants <jats:italic>\n                     <jats:sup>n<\/jats:sup>J<\/jats:italic>\n                  <jats:sub>PC<\/jats:sub> (<jats:italic>n<\/jats:italic> = 2 and 3) in <jats:bold>I<\/jats:bold> and <jats:italic>\n                     <jats:sup>m<\/jats:sup>J<\/jats:italic>\n                  <jats:sub>PC<\/jats:sub> (<jats:italic>m<\/jats:italic> = 1, 2, 3 and 4) in <jats:bold>II<\/jats:bold> were evaluated. For a comparative study, chiral analogous structures were retrieved from the Cambridge Structural Database (CSD) and their geometries and conformations are discussed.<\/jats:p>","DOI":"10.1107\/s2056989023006278","type":"journal-article","created":{"date-parts":[[2023,7,20]],"date-time":"2023-07-20T05:12:41Z","timestamp":1689829961000},"page":"769-776","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":2,"title":["Diastereotopic groups in two new single-enantiomer structures (<i>R<\/i>\n                  <sub>2<\/sub>)P(O)[NH-(+)CH(C<sub>2<\/sub>H<sub>5<\/sub>)(C<sub>6<\/sub>H<sub>5<\/sub>)] (<i>R<\/i> = OC<sub>6<\/sub>H<sub>5<\/sub> and C<sub>6<\/sub>H<sub>5<\/sub>)"],"prefix":"10.1107","volume":"79","author":[{"given":"Farnaz","family":"Eslami","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5608-2111","authenticated-orcid":true,"given":"Mehrdad","family":"Pourayoubi","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Fahimeh","family":"Sabbaghi","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Eli\u0161ka","family":"Sko\u0159epov\u00e1","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Michal","family":"Du\u0161ek","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Sahar","family":"Baniyaghoob","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"329","published-online":{"date-parts":[[2023,8,1]]},"reference":[{"key":"jq2028_bb1","doi-asserted-by":"crossref","first-page":"48034","DOI":"10.1002\/app.48034","volume":"136","author":"Ahmadabad","year":"2019","journal-title":"J. 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