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Short, polarity directed C\u2212X\u22c5\u22c5\u22c5Ch (X=Br or I, Ch=Se or Te) contacts were prepared by\n                    <jats:italic>in\u2005situ<\/jats:italic>\n                    low\u2010temperature cocrystallization of liquid mixtures of neutral pentafluorohalogenobenzenes C\n                    <jats:sub>6<\/jats:sub>\n                    F\n                    <jats:sub>5<\/jats:sub>\n                    X and dimethyl chalcogenides Me\n                    <jats:sub>2<\/jats:sub>\n                    Ch. Solid\u2010state structures of Me\n                    <jats:sub>2<\/jats:sub>\n                    Se and Me\n                    <jats:sub>2<\/jats:sub>\n                    Te were determined 150 and 125\u2005years after their first description. Significant C\u2212Ch\u22c5\u22c5\u22c5Ch contacts make Me\n                    <jats:sub>2<\/jats:sub>\n                    Se dimeric and Me\n                    <jats:sub>2<\/jats:sub>\n                    Te polymeric. The cocrystals comprise C\n                    <jats:sub>6<\/jats:sub>\n                    F\n                    <jats:sub>5<\/jats:sub>\n                    X\u22c5\u22c5\u22c5Me\n                    <jats:sub>2<\/jats:sub>\n                    Ch\u22c5\u22c5\u22c5XC\n                    <jats:sub>6<\/jats:sub>\n                    F\n                    <jats:sub>5<\/jats:sub>\n                    aggregates, except the combination X\/Ch=I\/Te which shows polymeric C\n                    <jats:sub>6<\/jats:sub>\n                    F\n                    <jats:sub>5<\/jats:sub>\n                    I\u22c5\u22c5\u22c5Me\n                    <jats:sub>2<\/jats:sub>\n                    Te\u22c5\u22c5\u22c5TeMe\n                    <jats:sub>2<\/jats:sub>\n                    \u22c5\u22c5\u22c5IC\n                    <jats:sub>6<\/jats:sub>\n                    F\n                    <jats:sub>5<\/jats:sub>\n                    aggregation. The observed C\u2212X\u22c5\u22c5\u22c5Te interactions are the shortest of this type, and the C\u2212I\u22c5\u22c5\u22c5Ch contacts are shorter than the corresponding C\u2212Br\u22c5\u22c5\u22c5Ch interactions. Heteromolecular C\u2212X\u22c5\u22c5\u22c5Ch contacts are accompanied by F\u22c5\u22c5\u22c5H\/F and X\u22c5\u22c5\u22c5H contacts in the cocrystals. The analysis of packing and contacts in all (co)crystals was complemented by computational studies. They both show that short interactions can be designed and engineered with reasonable predictability.\n                  <\/jats:p>","DOI":"10.1002\/chem.202404648","type":"journal-article","created":{"date-parts":[[2025,1,17]],"date-time":"2025-01-17T11:10:37Z","timestamp":1737112237000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["Me\n                    <sub>2<\/sub>\n                    Se and Me\n                    <sub>2<\/sub>\n                    Te: Their Structures and Synergistic Effects of Halogen\/Chalcogen Bonding with C\n                    <sub>6<\/sub>\n                    F\n                    <sub>5<\/sub>\n                    Br and C\n                    <sub>6<\/sub>\n                    F\n                    <sub>5<\/sub>\n                    I"],"prefix":"10.1002","volume":"31","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-2504-1119","authenticated-orcid":false,"given":"Maciej","family":"Bujak","sequence":"first","affiliation":[{"name":"Institute of Chemistry Faculty of Chemistry and Pharmacy University of Opole  Oleska 48 45-052 Opole Poland"},{"name":"Lehrstuhl f\u00fcr Anorganische Chemie und Strukturchemie Fakult\u00e4t f\u00fcr Chemie Universit\u00e4t Bielefeld  Universit\u00e4tsstra\u00dfe 25 33615 Bielefeld Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0918-7057","authenticated-orcid":false,"given":"Hans\u2010Georg","family":"Stammler","sequence":"additional","affiliation":[{"name":"Lehrstuhl f\u00fcr Anorganische Chemie und Strukturchemie Fakult\u00e4t f\u00fcr Chemie Universit\u00e4t Bielefeld  Universit\u00e4tsstra\u00dfe 25 33615 Bielefeld Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3271-5217","authenticated-orcid":false,"given":"Norbert W.","family":"Mitzel","sequence":"additional","affiliation":[{"name":"Lehrstuhl f\u00fcr Anorganische Chemie und Strukturchemie Fakult\u00e4t f\u00fcr Chemie Universit\u00e4t Bielefeld  Universit\u00e4tsstra\u00dfe 25 33615 Bielefeld Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2025,1,28]]},"reference":[{"issue":"40","key":"e_1_2_8_1_1","first-page":"627","volume":"46","author":"Jackson L.","year":"1875","journal-title":"Chem. 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