{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,1,14]],"date-time":"2025-01-14T09:43:35Z","timestamp":1736847815976,"version":"3.33.0"},"reference-count":10,"publisher":"International Union of Crystallography (IUCr)","issue":"3","license":[{"start":{"date-parts":[[2017,2,3]],"date-time":"2017-02-03T00:00:00Z","timestamp":1486080000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/2.0\/uk\/legalcode"},{"start":{"date-parts":[[2017,2,3]],"date-time":"2017-02-03T00:00:00Z","timestamp":1486080000000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/2.0\/uk\/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"],"published-print":{"date-parts":[[2017,3,1]]},"abstract":"<jats:p>The asymmetric unit of the title compound, [{Sn(C<jats:sub>4<\/jats:sub>H<jats:sub>9<\/jats:sub>)<jats:sub>2<\/jats:sub>(C<jats:sub>6<\/jats:sub>H<jats:sub>5<\/jats:sub>COO)}<jats:sub>2<\/jats:sub>O]<jats:sub>2<\/jats:sub>, consists of two half molecules, completed by application of inversion symmetry. Both molecules adopt a ladder structure typical for this class of dimeric tetraorganodistannoxane dicarboxylates characterized by a centrosymmetric four-membered (Sn\u2014O)<jats:sub>2<\/jats:sub>ring of rhomboidal shape that is extended on both sides by folded six-membered Sn\u2014O\u2014C rings. To a first approximation, both kinds of Sn atoms (Sn<jats:sub><jats:italic>i<\/jats:italic><\/jats:sub>and Sn<jats:sub><jats:italic>o<\/jats:italic><\/jats:sub>) are trigonal\u2013bipyramidally coordinated. The bond angles between the<jats:italic>n<\/jats:italic>-butyl groups are widened [135.64\u2005(7)\u2013146.20\u2005(7)\u00b0] in comparison with an ideal trigonal bipyramid. Sn\u2014O bond lengths within the {<jats:italic>R<\/jats:italic><jats:sub>2<\/jats:sub>SnO<jats:sub>3<\/jats:sub>} coordination sphere depend strongly on the position of the corresponding O atom \u2013 axial (<jats:italic>ax<\/jats:italic>) or equatorial (<jats:italic>eq<\/jats:italic>) \u2013 as well as on the functionality of the carboxylate groups which exhibit \u03bc<jats:sub>2<\/jats:sub>(\u2013COO<jats:sub><jats:italic>i<\/jats:italic><\/jats:sub>) and \u03bc<jats:sub>1<\/jats:sub>(\u2013COO<jats:sub><jats:italic>o<\/jats:italic><\/jats:sub>) coordination modes, respectively. In summary, the following sequence of distances [mean values] is found:<jats:italic>d<\/jats:italic>(Sn<jats:sub><jats:italic>o<\/jats:italic><\/jats:sub>\u2014O\u03bc<jats:sub>3<\/jats:sub>)<jats:sub><jats:italic>eq<\/jats:italic><\/jats:sub>[2.024\u2005(2)\u2005\u00c5] &lt;<jats:italic>d<\/jats:italic>(Sn<jats:sub><jats:italic>i<\/jats:italic><\/jats:sub>\u2014O\u03bc<jats:sub>3<\/jats:sub>)<jats:sub><jats:italic>eq<\/jats:italic><\/jats:sub>[2.044\u2005(2)\u2005\u00c5] &lt;<jats:italic>d<\/jats:italic>(Sn<jats:sub><jats:italic>i<\/jats:italic><\/jats:sub>\u2014O\u03bc<jats:sub>3<\/jats:sub>)<jats:sub><jats:italic>ax<\/jats:italic><\/jats:sub>[2.158\u2005(6)\u2005\u00c5] &lt;<jats:italic>d<\/jats:italic>(Sn<jats:sub><jats:italic>o<\/jats:italic><\/jats:sub>\u2014O\u03bc<jats:sub>1<\/jats:sub>-carb)<jats:sub><jats:italic>ax<\/jats:italic><\/jats:sub>[2.182\u2005(6)\u2005\u00c5] &lt;<jats:italic>d<\/jats:italic>(Sn<jats:sub><jats:italic>i<\/jats:italic><\/jats:sub>\u2014O\u03bc<jats:sub>2<\/jats:sub>-carb)<jats:sub><jats:italic>ax<\/jats:italic><\/jats:sub>[2.250\u2005(2)\u2005\u00c5] \u2243<jats:italic>d<\/jats:italic>(Sn<jats:sub><jats:italic>o<\/jats:italic><\/jats:sub>\u2014O<jats:italic>\u03bc<jats:sub>2<\/jats:sub>-carb<\/jats:italic>)<jats:sub><jats:italic>ax<\/jats:italic><\/jats:sub>[2.247\u2005(12)\u2005\u00c5]. The<jats:italic>n<\/jats:italic>-butyl groups adopt an<jats:italic>anti\u2013anti<\/jats:italic>conformation with exception of two disordered outer<jats:italic>n<\/jats:italic>-butyl groups of the second molecule which exhibit<jats:italic>gauche\u2013anti<\/jats:italic>and<jats:italic>anti\u2013gauche<\/jats:italic>conformations. Weak intramolecular Sn...O interactions between the different O atoms of the outer carboxyl groups with the inner, as well as outer, Sn atoms give rise to a strongly distorted octahedral coordination at these Sn atoms. Intermolecular interactions between the individual molecules are restricted to van der Waals and O...H\u2014C interactions of which a nearly linear very short C\u2014H...O contact between the H atom of the phenyl group of one of the molecules with the outer non-coordinating C=O group of the other molecule is the most prominent. It gives rise to a chain-like arrangement of the molecules along [111]. The two<jats:italic>n<\/jats:italic>-butyl groups attached to the outer Sn atom of one molecule are disordered over two sets of sites with occupancies of 0.806\u2005(3)\/0.194\u2005(3) and 0.702\u2005(3)\/0.298\u2005(3).<\/jats:p>","DOI":"10.1107\/s2056989017001505","type":"journal-article","created":{"date-parts":[[2017,2,3]],"date-time":"2017-02-03T09:40:46Z","timestamp":1486114846000},"page":"322-326","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["Bis(\u03bc-benzoato-\u03ba<sup>2<\/sup><i>O<\/i>:<i>O<\/i>\u2032)bis(benzoato-\u03ba<i>O<\/i>)octabutyldi-\u03bc<sub>3<\/sub>-oxido-tetratin(IV)"],"prefix":"10.1107","volume":"73","author":[{"given":"Hans","family":"Reuter","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Coco K. Y. A.","family":"Okio","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"329","published-online":{"date-parts":[[2017,2,3]]},"reference":[{"key":"zl2692_bb1","doi-asserted-by":"crossref","first-page":"m697","DOI":"10.1107\/S1600536802020020","volume":"58","author":"Amini","year":"2002","journal-title":"Acta Cryst. E"},{"key":"zl2692_bb2","unstructured":"Brandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany."},{"key":"zl2692_bb3","unstructured":"Bruker (2009). APEX2, SADABS and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA."},{"key":"zl2692_bb4","unstructured":"Chandrasekhar, V., Singh, P. & Gopal, K. (2008). Organotin Carboxylate and Sulfonate Clusters. In Tin Chemistry - Fundamentals, Frontiers, and Applications edited by A. G. Davies, M. Gielen, K. H. Pannell & E. R. T. Tiekink. New York: John Wiley & Sons."},{"key":"zl2692_bb5","unstructured":"Davies, A. G. (1997). In Organotin Chemistry. 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C"}],"container-title":["Acta Crystallographica Section E Crystallographic Communications"],"original-title":[],"link":[{"URL":"http:\/\/journals.iucr.org\/e\/issues\/2017\/03\/00\/zl2692\/zl2692.pdf","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/journals.iucr.org\/e\/issues\/2017\/03\/00\/zl2692\/zl2692.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,1,13]],"date-time":"2025-01-13T11:17:08Z","timestamp":1736767028000},"score":1,"resource":{"primary":{"URL":"https:\/\/journals.iucr.org\/paper?S2056989017001505"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2017,2,3]]},"references-count":10,"journal-issue":{"issue":"3","published-online":{"date-parts":[[2017,3]]}},"alternative-id":["S2056989017001505"],"URL":"https:\/\/doi.org\/10.1107\/s2056989017001505","relation":{},"ISSN":["2056-9890"],"issn-type":[{"type":"electronic","value":"2056-9890"}],"subject":[],"published":{"date-parts":[[2017,2,3]]},"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":"http:\/\/journals.iucr.org\/e\/services\/notesforauthors.html"},"group":{"name":"general","label":"General"}},{"value":"Available","URL":"http:\/\/scripts.iucr.org\/cgi-bin\/citedin?zl2692","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":"18 January 2017","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication history"}},{"value":"29 January 2017","order":1,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication history"}},{"value":"3 February 2017","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?zl2692"}},{"value":"\u00a9 2017 Reuter and Okio","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":"http:\/\/creativecommons.org\/licenses\/by\/2.0\/uk\/legalcode"},"group":{"name":"copyright_and_licencing","label":"Copyright and licencing"}}]}}