{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,18]],"date-time":"2026-03-18T23:40:21Z","timestamp":1773877221854,"version":"3.50.1"},"reference-count":32,"publisher":"International Union of Crystallography (IUCr)","issue":"2","license":[{"start":{"date-parts":[[2020,1,10]],"date-time":"2020-01-10T00:00:00Z","timestamp":1578614400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},{"start":{"date-parts":[[2020,1,10]],"date-time":"2020-01-10T00:00:00Z","timestamp":1578614400000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"}],"funder":[{"name":"Fundamental Research Grant Scheme","award":["FRGS\/1\/2018\/STG01\/UKM\/02\/20"],"award-info":[{"award-number":["FRGS\/1\/2018\/STG01\/UKM\/02\/20"]}]},{"name":"Sunway University Sdn Bhd","award":["STR-RCTR-RCCM-001-2019"],"award-info":[{"award-number":["STR-RCTR-RCCM-001-2019"]}]}],"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":[[2020,1,6]]},"published-print":{"date-parts":[[2020,2,1]]},"abstract":"<jats:p>The crystal and molecular structures of the title organotin dithiocarbamate compounds, [Sn(C<jats:sub>6<\/jats:sub>H<jats:sub>5<\/jats:sub>)<jats:sub>3<\/jats:sub>(C<jats:sub>7<\/jats:sub>H<jats:sub>10<\/jats:sub>NS<jats:sub>2<\/jats:sub>)] (I) and [Sn(C<jats:sub>6<\/jats:sub>H<jats:sub>5<\/jats:sub>)<jats:sub>2<\/jats:sub>(C<jats:sub>7<\/jats:sub>H<jats:sub>10<\/jats:sub>NS<jats:sub>2<\/jats:sub>)<jats:sub>2<\/jats:sub>] (II), present very distinct tin atom coordination geometries. In (I), the dithiocarbamate ligand is asymmetrically coordinating with the resulting C<jats:sub>3<\/jats:sub>S<jats:sub>2<\/jats:sub> donor set defining a coordination geometry intermediate between square-pyramidal and trigonal\u2013bipyramidal. In (II), two independent molecules comprise the asymmetric unit, which differ in the conformations of the allyl substituents and in the relative orientations of the tin-bound phenyl rings. The dithiocarbamate ligands in (II) coordinate in an asymmetric mode but the Sn\u2014S bonds are more symmetric than observed in (I). The resulting C<jats:sub>2<\/jats:sub>S<jats:sub>4<\/jats:sub> donor set approximates an octahedral coordination geometry with a <jats:italic>cis<\/jats:italic>-disposition of the <jats:italic>ipso<\/jats:italic>-carbon atoms and with the more tightly bound sulfur atoms approximately <jats:italic>trans<\/jats:italic>. The only directional intermolecular contacts in the crystals of (I) and (II) are of the type phenyl-C\u2014H...\u03c0(phenyl) and vinylidene-C\u2014H...\u03c0(phenyl), respectively, with each leading to a supramolecular chain propagating along the <jats:italic>a-<\/jats:italic>axis direction. The calculated Hirshfeld surfaces emphasize the importance of H...H contacts in the crystal of (I), <jats:italic>i.e<\/jats:italic>. contributing 62.2% to the overall surface. The only other two significant contacts also involve hydrogen, <jats:italic>i.e<\/jats:italic>. C...H\/H...C (28.4%) and S...H\/H...S (8.6%). Similar observations pertain to the individual molecules of (II), which are clearly distinguishable in their surface contacts, with H...H being clearly dominant (59.9 and 64.9%, respectively) along with C...H\/H...C (24.3 and 20.1%) and S...H\/H...S (14.4 and 13.6%) contacts. The calculations of energies of interaction suggest dispersive forces make a significant contribution to the stabilization of the crystals. The exception is for the C\u2014H...\u03c0 contacts in (II) where, in addition to the dispersive contribution, significant contributions are made by the electrostatic forces.<\/jats:p>","DOI":"10.1107\/s2056989020000122","type":"journal-article","created":{"date-parts":[[2020,1,10]],"date-time":"2020-01-10T09:44:30Z","timestamp":1578649470000},"page":"167-176","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":9,"title":["(<i>N<\/i>,<i>N<\/i>-Diallyldithiocarbamato-\u03ba<sup>2<\/sup>\n                  <i>S<\/i>,<i>S<\/i>\u2032)triphenyltin(IV) and bis(<i>N<\/i>,<i>N<\/i>-diallyldithiocarbamato-\u03ba<sup>2<\/sup>\n                  <i>S<\/i>,<i>S<\/i>\u2032)diphenyltin(IV): crystal structure, Hirshfeld surface analysis and computational study"],"prefix":"10.1107","volume":"76","author":[{"given":"Farah Natasha","family":"Haezam","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3772-2088","authenticated-orcid":true,"given":"Normah","family":"Awang","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Nurul Farahana","family":"Kamaludin","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Mukesh M.","family":"Jotani","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1401-1520","authenticated-orcid":true,"given":"Edward R. T.","family":"Tiekink","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"329","published-online":{"date-parts":[[2020,1,10]]},"reference":[{"key":"hb7884_bb1","doi-asserted-by":"crossref","first-page":"1349","DOI":"10.1039\/DT9840001349","author":"Addison","year":"1984","journal-title":"J. Chem. Soc. Dalton Trans."},{"key":"hb7884_bb2","doi-asserted-by":"crossref","first-page":"64","DOI":"10.1016\/j.ica.2018.09.085","volume":"485","author":"Adeyemi","year":"2019","journal-title":"Inorg. Chim. Acta"},{"key":"hb7884_bb3","doi-asserted-by":"crossref","first-page":"246","DOI":"10.1016\/j.poly.2010.10.023","volume":"30","author":"Ajibade","year":"2011","journal-title":"Polyhedron"},{"key":"hb7884_bb4","doi-asserted-by":"crossref","first-page":"310","DOI":"10.3844\/ajassp.2011.310.317","volume":"8","author":"Awang","year":"2011","journal-title":"Am. J. Appl. Sci."},{"key":"hb7884_bb5","unstructured":"Brandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany."},{"key":"hb7884_bb6","doi-asserted-by":"crossref","first-page":"849","DOI":"10.1107\/S0021889812029111","volume":"45","author":"Farrugia","year":"2012","journal-title":"J. Appl. Cryst."},{"key":"hb7884_bb7","doi-asserted-by":"crossref","unstructured":"Gielen, M. & Tiekink, E. R. T. (2005). Metallotherapeutic drugs and metal-based diagnostic agents: the use of metals in medicine, edited by M. Gielen & E. R. T. Tiekink, pp. 421-439. Chichester: John Wiley & Sons Ltd.","DOI":"10.1002\/0470864052"},{"key":"hb7884_bb8","doi-asserted-by":"crossref","first-page":"1479","DOI":"10.1107\/S2056989019012490","volume":"75","author":"Haezam","year":"2019","journal-title":"Acta Cryst. E"},{"key":"hb7884_bb9","doi-asserted-by":"crossref","first-page":"1202","DOI":"10.2174\/138955712802762095","volume":"12","author":"Hogarth","year":"2012","journal-title":"Mini Rev. Med. Chem."},{"key":"hb7884_bb10","doi-asserted-by":"crossref","first-page":"293","DOI":"10.1515\/MGMC.1994.17.5.293","volume":"17","author":"Hook","year":"1994","journal-title":"Main Group Met. Chem."},{"key":"hb7884_bb11","doi-asserted-by":"crossref","first-page":"38","DOI":"10.1016\/j.jinorgbio.2013.09.018","volume":"130","author":"Ishak","year":"2014","journal-title":"J. Inorg. Biochem."},{"key":"hb7884_bb12","doi-asserted-by":"crossref","first-page":"127","DOI":"10.1016\/j.ejmech.2013.06.038","volume":"67","author":"Jamaludin","year":"2013","journal-title":"Eur. J. Med. Chem."},{"key":"hb7884_bb13","doi-asserted-by":"crossref","first-page":"754","DOI":"10.1016\/j.poly.2014.08.063","volume":"85","author":"Khan","year":"2015","journal-title":"Polyhedron"},{"key":"hb7884_bb14","doi-asserted-by":"crossref","first-page":"809","DOI":"10.1016\/j.jinorgbio.2007.01.010","volume":"101","author":"Li","year":"2007","journal-title":"J. Inorg. Biochem."},{"key":"hb7884_bb15","doi-asserted-by":"crossref","first-page":"173","DOI":"10.1007\/BF01197912","volume":"4","author":"Lindley","year":"1974","journal-title":"J. Cryst. Mol. Struct."},{"key":"hb7884_bb16","doi-asserted-by":"crossref","first-page":"1130","DOI":"10.1107\/S2056989016011385","volume":"72","author":"Mohamad","year":"2016","journal-title":"Acta Cryst. E"},{"key":"hb7884_bb17","first-page":"1269","volume":"7","author":"Mohamad","year":"2016","journal-title":"Res. J. Pharm. Biol. Chem. Sci."},{"key":"hb7884_bb18","doi-asserted-by":"crossref","first-page":"260","DOI":"10.1107\/S2056989017001098","volume":"73","author":"Mohamad","year":"2017","journal-title":"Acta Cryst. E"},{"key":"hb7884_bb19","doi-asserted-by":"crossref","first-page":"302","DOI":"10.1107\/S2056989018001901","volume":"74","author":"Mohamad","year":"2018","journal-title":"Acta Cryst. E"},{"key":"hb7884_bb20","doi-asserted-by":"crossref","first-page":"630","DOI":"10.1107\/S2056989018005133","volume":"74","author":"Mohamad","year":"2018","journal-title":"Acta Cryst. E"},{"key":"hb7884_bb21","doi-asserted-by":"crossref","first-page":"266","DOI":"10.1021\/cm301660n","volume":"25","author":"Ramasamy","year":"2013","journal-title":"Chem. Mater."},{"key":"hb7884_bb22","unstructured":"Rigaku OD (2018). CrysAlis PRO Software system. Rigaku Corporation, Oxford, UK."},{"key":"hb7884_bb23","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1107\/S2053273314026370","volume":"71","author":"Sheldrick","year":"2015","journal-title":"Acta Cryst. A"},{"key":"hb7884_bb24","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1107\/S2053229614024218","volume":"71","author":"Sheldrick","year":"2015","journal-title":"Acta Cryst. C"},{"key":"hb7884_bb25","doi-asserted-by":"crossref","first-page":"225","DOI":"10.1007\/s13404-014-0144-y","volume":"47","author":"Sim","year":"2014","journal-title":"Gold Bull."},{"key":"hb7884_bb26","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1107\/S2056989019016244","volume":"76","author":"Spek","year":"2020","journal-title":"Acta Cryst. E"},{"key":"hb7884_bb27","doi-asserted-by":"crossref","first-page":"308","DOI":"10.1107\/S2056989019001129","volume":"75","author":"Tan","year":"2019","journal-title":"Acta Cryst. E"},{"key":"hb7884_bb28","doi-asserted-by":"crossref","first-page":"107","DOI":"10.1016\/j.jinorgbio.2018.12.017","volume":"192","author":"Tan","year":"2019","journal-title":"J. Inorg. Biochem."},{"key":"hb7884_bb29","doi-asserted-by":"crossref","first-page":"48","DOI":"10.1016\/j.jinorgbio.2015.06.009","volume":"150","author":"Tan","year":"2015","journal-title":"J. Inorg. Biochem."},{"key":"hb7884_bb30","doi-asserted-by":"crossref","first-page":"533","DOI":"10.1002\/aoc.1441","volume":"22","author":"Tiekink","year":"2008","journal-title":"Appl. Organomet. Chem."},{"key":"hb7884_bb31","unstructured":"Turner, M. J., Mckinnon, J. J., Wolff, S. K., Grimwood, D. J., Spackman, P. R., Jayatilaka, D. & Spackman, M. A. (2017). Crystal Explorer v17. The University of Western Australia."},{"key":"hb7884_bb32","doi-asserted-by":"crossref","first-page":"920","DOI":"10.1107\/S0021889810022120","volume":"43","author":"Westrip","year":"2010","journal-title":"J. Appl. Cryst."}],"container-title":["Acta Crystallographica Section E Crystallographic Communications"],"original-title":[],"link":[{"URL":"http:\/\/journals.iucr.org\/e\/issues\/2020\/02\/00\/hb7884\/hb7884.pdf","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/journals.iucr.org\/e\/issues\/2020\/02\/00\/hb7884\/hb7884.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,1,13]],"date-time":"2025-01-13T11:02:09Z","timestamp":1736766129000},"score":1,"resource":{"primary":{"URL":"https:\/\/journals.iucr.org\/paper?S2056989020000122"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2020,1,10]]},"references-count":32,"journal-issue":{"issue":"2","published-online":{"date-parts":[[2020,2]]}},"alternative-id":["S2056989020000122"],"URL":"https:\/\/doi.org\/10.1107\/s2056989020000122","relation":{"is-supplemented-by":[{"id-type":"doi","id":"10.1107\/S2056989020000122\/hb7884sup1.cif","asserted-by":"subject"},{"id-type":"doi","id":"10.1107\/S2056989020000122\/hb7884Isup2.hkl","asserted-by":"subject"},{"id-type":"doi","id":"10.1107\/S2056989020000122\/hb7884IIsup3.hkl","asserted-by":"subject"}]},"ISSN":["2056-9890"],"issn-type":[{"value":"2056-9890","type":"electronic"}],"subject":[],"published":{"date-parts":[[2020,1,10]]},"assertion":[{"value":"Acta Crystallographica Section E: Crystallographic Communications","order":0,"name":"journal","label":"Publication","explanation":{"URL":"http:\/\/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":"http:\/\/scripts.iucr.org\/cgi-bin\/citedin?hb7884","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":"6 January 2020","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication history"}},{"value":"6 January 2020","order":1,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication history"}},{"value":"10 January 2020","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":"http:\/\/scripts.iucr.org\/cgi-bin\/sendsup?hb7884"}},{"value":"\u00a9 2020 Haezam et al.","order":0,"name":"copyright","label":"Copyright","explanation":{"URL":"http:\/\/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"}}]}}