{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,25]],"date-time":"2026-09-25T10:03:44Z","timestamp":1790330624450,"version":"4.1.0"},"reference-count":24,"publisher":"International Union of Crystallography (IUCr)","issue":"7","license":[{"start":{"date-parts":[[2026,6,12]],"date-time":"2026-06-12T00:00:00Z","timestamp":1781222400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},{"start":{"date-parts":[[2026,6,12]],"date-time":"2026-06-12T00:00:00Z","timestamp":1781222400000},"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":[[2026,6,8]]},"published-print":{"date-parts":[[2026,7,1]]},"abstract":"<jats:p>\n                    The title compound, C\n                    <jats:sub>10<\/jats:sub>\n                    H\n                    <jats:sub>11<\/jats:sub>\n                    ClN\n                    <jats:sub>2<\/jats:sub>\n                    S, consists of a chlorophenyl ring and a propanoyl moiety bridged over a thiourea functional group. The dihedral angle between the planar propinoyl and thiourea groups is 8.33\u2005(14)\u00b0, and they are oriented at 48.50\u2005(14) and 56.09\u2005(6)\u00b0 with respect to the phenyl ring. The intramolecular N\u2014H...O hydrogen bond forms an S(6) ring motif. In the crystal, N\u2014H...S hydrogen bonds link two molecules, enclosing\n                    <jats:italic>R<\/jats:italic>\n                    <jats:sup>2<\/jats:sup>\n                    <jats:sub>2<\/jats:sub>\n                    (8) ring motifs, into centrosymmetric dimers. \u03c0\u2013\u03c0 stacking interactions help to consolidate the packing. Hirshfeld surface analysis revealed that the most important contributions for crystal packing are H...H (39.2%), H...Cl\/Cl...H (15.8%), H...S\/S...H (14.2%) and H...C\/C...H (9.9%) interactions. The volume of the crystal voids and the percentage of free space were calculated to be 105.62\u2005\u00c5\n                    <jats:sup>3<\/jats:sup>\n                    and 9.33%, showing that there is no large cavity in the crystal packing. Computational methods indicated an N\u2014H...S hydrogen-bonding energy of \u221253.5\u2005kJ\u2005mol\n                    <jats:sup>\u22121<\/jats:sup>\n                    . Evaluations of the electrostatic, dispersion and total energy frameworks indicate that the crystal cohesion is dominated by electrostatic energy contributions.\n                  <\/jats:p>","DOI":"10.1107\/s205698902600602x","type":"journal-article","created":{"date-parts":[[2026,6,9]],"date-time":"2026-06-09T05:13:04Z","timestamp":1780981984000},"page":"816-820","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":1,"title":["Synthesis, crystal structure determination, Hirshfeld surface and crystal void analyses, interaction energy calculations and energy frameworks of\n                    <i>N<\/i>\n                    -(2-chlorophenyl)-\n                    <i>N<\/i>\n                    \u2032-propanoylthiourea"],"prefix":"10.1107","volume":"82","author":[{"given":"Sharatha","family":"Kumar","sequence":"first","affiliation":[{"id":[{"id":"https:\/\/ror.org\/029zfa075","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8602-4382","authenticated-orcid":true,"given":"Tuncer","family":"H\u00f6kelek","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"329","published-online":{"date-parts":[[2026,6,12]]},"reference":[{"key":"tx2112_bb1","first-page":"2S1","author":"Allen","year":"1987","journal-title":"J. Chem. Soc. Perkin Trans."},{"key":"tx2112_bb2","doi-asserted-by":"crossref","first-page":"73","DOI":"10.1080\/17415990601124691","volume":"28","author":"Aly","year":"2007","journal-title":"J. Sulfur Chem."},{"key":"tx2112_bb3","doi-asserted-by":"crossref","first-page":"919","DOI":"10.1023\/A:1027429814989","volume":"33","author":"Arslan","year":"2003","journal-title":"J. Chem. Crystallogr."},{"key":"tx2112_bb4","doi-asserted-by":"crossref","first-page":"256","DOI":"10.1107\/S0108768189012929","volume":"46","author":"Etter","year":"1990","journal-title":"Acta Cryst. B"},{"key":"tx2112_bb5","doi-asserted-by":"crossref","first-page":"849","DOI":"10.1107\/S0021889812029111","volume":"45","author":"Farrugia","year":"2012","journal-title":"J. Appl. Cryst."},{"key":"tx2112_bb15","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1080\/17415990903295686","volume":"31","author":"Ghosh","year":"2010","journal-title":"J. Sulfur Chem."},{"key":"tx2112_bb6","doi-asserted-by":"crossref","first-page":"o2338","DOI":"10.1107\/S1600536812029601","volume":"68","author":"Gowda","year":"2012","journal-title":"Acta Cryst. E"},{"key":"tx2112_bb7","doi-asserted-by":"crossref","first-page":"o2191","DOI":"10.1107\/S1600536812027973","volume":"68","author":"Kumar","year":"2012","journal-title":"Acta Cryst. E"},{"key":"tx2112_bb8","doi-asserted-by":"crossref","first-page":"575","DOI":"10.1107\/S205225251700848X","volume":"4","author":"Mackenzie","year":"2017","journal-title":"IUCrJ"},{"key":"tx2112_bb9","doi-asserted-by":"crossref","first-page":"2011","DOI":"10.2174\/15680266113139990126","volume":"13","author":"Mishra","year":"2013","journal-title":"Curr. Top. Med. Chem."},{"key":"tx2112_bb10","unstructured":"Nammalwar, B., Berlin, K. D. & Bunce, R. A. (2013). JSM Chem. 1, 1005."},{"key":"tx2112_bb11","doi-asserted-by":"crossref","first-page":"o628","DOI":"10.1107\/S1600536810005271","volume":"66","author":"Othman","year":"2010","journal-title":"Acta Cryst. E"},{"key":"tx2112_bb12","unstructured":"Oxford Diffraction (2006). CrysAlis CCD and CrysAlis RED Oxford Diffraction Ltd, Abingdon, England."},{"key":"tx2112_bb13","doi-asserted-by":"crossref","first-page":"158","DOI":"10.1016\/j.wasman.2018.11.021","volume":"84","author":"Rizki","year":"2019","journal-title":"Waste Manage. (Oxford)"},{"key":"tx2112_bb14","doi-asserted-by":"crossref","first-page":"318","DOI":"10.1080\/17415993.2013.834904","volume":"35","author":"Saeed","year":"2014","journal-title":"J. Sulfur Chem."},{"key":"tx2112_bb16","doi-asserted-by":"crossref","first-page":"3053","DOI":"10.1007\/s11164-016-2811-5","volume":"43","author":"Saeed","year":"2017","journal-title":"Res. Chem. Intermed."},{"key":"tx2112_bb17","first-page":"10","volume":"2","author":"Shakeel","year":"2016","journal-title":"J. Drug Des. Med. Chem."},{"key":"tx2112_bb18","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1107\/S2053273314026370","volume":"71","author":"Sheldrick","year":"2015","journal-title":"Acta Cryst. A"},{"key":"tx2112_bb19","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1107\/S2053229614024218","volume":"71","author":"Sheldrick","year":"2015","journal-title":"Acta Cryst. C"},{"key":"tx2112_bb20","doi-asserted-by":"crossref","first-page":"1006","DOI":"10.1107\/S1600576721002910","volume":"54","author":"Spackman","year":"2021","journal-title":"J. Appl. Cryst."},{"key":"tx2112_bb21","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1107\/S2056989019016244","volume":"76","author":"Spek","year":"2020","journal-title":"Acta Cryst. E"},{"key":"tx2112_bb22","doi-asserted-by":"crossref","first-page":"3735","DOI":"10.1039\/C4CC09074H","volume":"51","author":"Turner","year":"2015","journal-title":"Chem. Commun."},{"key":"tx2112_bb23","doi-asserted-by":"crossref","first-page":"911","DOI":"10.1248\/cpb.c17-00293","volume":"65","author":"Viana","year":"2017","journal-title":"Chem. & Pharm. Bull."},{"key":"tx2112_bb24","doi-asserted-by":"crossref","first-page":"o982","DOI":"10.1107\/S1600536812009233","volume":"68","author":"Yusof","year":"2012","journal-title":"Acta Cryst. E"}],"container-title":["Acta Crystallographica Section E Crystallographic Communications"],"original-title":[],"link":[{"URL":"https:\/\/journals.iucr.org\/e\/issues\/2026\/07\/00\/tx2112\/tx2112.pdf","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/journals.iucr.org\/e\/issues\/2026\/07\/00\/tx2112\/tx2112.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,9,25]],"date-time":"2026-09-25T09:28:48Z","timestamp":1790328528000},"score":1,"resource":{"primary":{"URL":"https:\/\/journals.iucr.org\/paper?S205698902600602X"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,6,12]]},"references-count":24,"journal-issue":{"issue":"7","published-online":{"date-parts":[[2026,7]]}},"alternative-id":["S205698902600602X"],"URL":"https:\/\/doi.org\/10.1107\/s205698902600602x","relation":{"is-supplemented-by":[{"id-type":"doi","id":"10.1107\/S205698902600602X\/tx2112sup1.cif","asserted-by":"subject"},{"id-type":"doi","id":"10.1107\/S205698902600602X\/tx2112Isup2.hkl","asserted-by":"subject"},{"id-type":"doi","id":"10.1107\/S205698902600602X\/tx2112Isup3.cml","asserted-by":"subject"}]},"ISSN":["2056-9890"],"issn-type":[{"value":"2056-9890","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,6,12]]},"assertion":[{"value":"Acta Crystallographica Section E: Crystallographic Communications","order":0,"name":"journal","label":"Publication","explanation":{"URL":"https:\/\/journals.iucr.org\/e"},"group":{"name":"general","label":"General"}},{"value":"research communications","order":1,"name":"content_type","label":"Content type","explanation":{"URL":"https:\/\/journals.iucr.org\/e\/services\/notesforauthors.html"},"group":{"name":"general","label":"General"}},{"value":"Available","URL":"https:\/\/scripts.iucr.org\/cgi-bin\/citedin?tx2112","order":2,"name":"article_metrics","label":"Article metrics","group":{"name":"general","label":"General"}},{"value":"Yes","order":0,"name":"peer_reviewed","label":"Peer reviewed","group":{"name":"peer_review","label":"Peer review"}},{"value":"Single blind","order":1,"name":"review_process","label":"Review process","group":{"name":"peer_review","label":"Peer review"}},{"value":"25 May 2026","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication history"}},{"value":"8 June 2026","order":1,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication history"}},{"value":"12 June 2026","order":2,"name":"published_online","label":"Published online","group":{"name":"publication_history","label":"Publication history"}},{"value":"This article has supporting information","name":"supplementary_materials","label":"Supplementary materials","explanation":{"URL":"https:\/\/scripts.iucr.org\/cgi-bin\/sendsup?tx2112"}},{"value":"\u00a9 2026 Kumar and H\u00f6kelek","order":0,"name":"copyright","label":"Copyright","explanation":{"URL":"https:\/\/journals.iucr.org\/services\/copyrightpolicy.html"},"group":{"name":"copyright_and_licencing","label":"Copyright and licencing"}},{"value":"Creative Commons Attribution (CC-BY)","order":1,"name":"license","label":"Licence","explanation":{"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},"group":{"name":"copyright_and_licencing","label":"Copyright and licencing"}}]}}