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Their supramolecular structures are very similar, being dominated by assembly of inversion dimers through highly directional reciprocal N\u2014H...O bonds [N...O = 2.822\u2005(2)\u2005\u00c5 for\n                    <jats:bold>1<\/jats:bold>\n                    ; 2.881\u2005(3)\u2005\u00c5 for\n                    <jats:bold>2<\/jats:bold>\n                    ]. Weaker forces are represented by C\u2014H...O, C\u2014H...\u03c0 and stacking interactions, with more interactions in the case of furfurylidene\n                    <jats:bold>2<\/jats:bold>\n                    , and they are important for consolidation of the structures. This is consistent with the results of Hirshfeld surface analysis and calculated interaction energies. Doubling the number of O atoms, when moving from\n                    <jats:bold>1<\/jats:bold>\n                    to\n                    <jats:bold>2<\/jats:bold>\n                    , results in even larger increase in fractions of O...H\/H...O contacts [7.6 to 18.6%] due to extensive interactions with the furyl-O acceptor and this contributes to higher packing index in the case of\n                    <jats:bold>2<\/jats:bold>\n                    . The far superior energetics in the structures are related with the formation of hydrogen-bonded dimers [\u221273.3 and \u221272.9\u2005kJ\u2005mol\n                    <jats:sup>\u22121<\/jats:sup>\n                    , for\n                    <jats:bold>1<\/jats:bold>\n                    and\n                    <jats:bold>2<\/jats:bold>\n                    , respectively], followed by dispersion forces and weak C\u2014H...O bonding. Identification of reliable 1,4-thiazin-3-one based supramolecular synthons is important for selective targeting for biomedical applications.\n                  <\/jats:p>","DOI":"10.1107\/s2056989025008904","type":"journal-article","created":{"date-parts":[[2025,10,20]],"date-time":"2025-10-20T05:20:31Z","timestamp":1760937631000},"page":"1055-1062","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["Crystal structures, Hirshfeld surface analysis and interaction energies of (\n                    <i>Z<\/i>\n                    )-2-(4-methylbenzylidene)- and (\n                    <i>Z<\/i>\n                    )-2-(furfurylidene)-2\n                    <i>H<\/i>\n                    -benzo[\n                    <i>b<\/i>\n                    ][1,4]thiazin-3(4\n                    <i>H<\/i>\n                    )-one"],"prefix":"10.1107","volume":"81","author":[{"given":"Brahim","family":"Hni","sequence":"first","affiliation":[{"id":[{"id":"https:\/\/ror.org\/00r8w8f84","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8444-0537","authenticated-orcid":true,"given":"Ahmed","family":"Moussaif","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/00qyat195","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8733-4630","authenticated-orcid":true,"given":"Kostiantyn V.","family":"Domasevitch","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Joel T.","family":"Mague","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6945-1884","authenticated-orcid":true,"given":"Ahmed","family":"Mazzah","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"El Mokhtar","family":"Essassi","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/00r8w8f84","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0007-6434-6093","authenticated-orcid":true,"given":"Nada Kheira","family":"Sebbar","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/00r8w8f84","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"329","published-online":{"date-parts":[[2025,10,24]]},"reference":[{"key":"yy2019_bb1","doi-asserted-by":"crossref","first-page":"320","DOI":"10.1107\/S0108768198001463","volume":"54","author":"Allen","year":"1998","journal-title":"Acta Cryst. 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