{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,1,14]],"date-time":"2025-01-14T05:12:54Z","timestamp":1736831574975,"version":"3.33.0"},"reference-count":22,"publisher":"International Union of Crystallography (IUCr)","issue":"2","license":[{"start":{"date-parts":[[2013,1,29]],"date-time":"2013-01-29T00:00:00Z","timestamp":1359417600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/journals.iucr.org\/services\/copyrightpolicy.html"},{"start":{"date-parts":[[2013,1,29]],"date-time":"2013-01-29T00:00:00Z","timestamp":1359417600000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/journals.iucr.org\/services\/copyrightpolicy.html#TDM"}],"content-domain":{"domain":["iucr.org","wiley.com","iucrj.org"],"crossmark-restriction":true},"short-container-title":["Acta Crystallogr C Cryst Struct Commun","Acta Cryst C","Acta Cryst Sect C","Acta Crystallogr C","Acta Crystallogr Sect C","Acta Crystallogr Sect C Cryst Struct Commun"],"published-print":{"date-parts":[[2013,2,15]]},"abstract":"<jats:p>Crystal structures are presented for two members of the homologous series of 1,2-dibromo-4,5-dialkoxybenzenes,<jats:italic>viz.<\/jats:italic>those with decyloxy and hexadecyloxy substituents, namely 1,2-dibromo-4,5-bis(decyloxy)benzene, C<jats:sub>26<\/jats:sub>H<jats:sub>44<\/jats:sub>Br<jats:sub>2<\/jats:sub>O<jats:sub>2<\/jats:sub>, (II), and 1,2-dibromo-4,5-bis(hexadecyloxy)benzene, C<jats:sub>38<\/jats:sub>H<jats:sub>68<\/jats:sub>Br<jats:sub>2<\/jats:sub>O<jats:sub>2<\/jats:sub>, (III). The relative influences which halogen bonding, \u03c0\u2013\u03c0 stacking and van der Waals interactions have on these structures are analysed and the results compared with those already found for the lightest homologue, 1,2-dibromo-4,5-dimethoxybenzene, (I) [Cukiernik, Zelcer, Garland &amp; Baggio (2008).<jats:italic>Acta Cryst.<\/jats:italic>C<jats:bold>64<\/jats:bold>, o604\u2013o608]. The results confirm that the prevalent interactions stabilizing the structures of (II) and (III) are van der Waals contacts between the aliphatic chains. In the case of (II), weak halogen C\u2014Br...(Br\u2014C)\u2032 interactions are also present and contribute to the stability of the structure. In the case of (III), van der Waals interactions between the aliphatic chains are almost exclusive, weaker C\u2014Br...\u03c0 interactions being the only additional interactions detected. The results are in line with commonly accepted models concerning trends in crystal stability along a homologous series (as measured by their melting points), but the earlier report for<jats:italic>n<\/jats:italic>= 1, and the present report for<jats:italic>n<\/jats:italic>= 10 and 16, are among the few providing single-crystal information validating the hypothesis.<\/jats:p>","DOI":"10.1107\/s0108270113002485","type":"journal-article","created":{"date-parts":[[2013,1,29]],"date-time":"2013-01-29T16:19:28Z","timestamp":1359476368000},"page":"204-208","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":5,"title":["Relative influence of noncovalent interactions on the melting points of a homologous series of 1,2-dibromo-4,5-dialkoxybenzenes"],"prefix":"10.1107","volume":"69","author":[{"given":"Ana","family":"Fonrouge","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Florencia","family":"Cecchi","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Pablo","family":"Albor\u00e9s","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ricardo","family":"Baggio","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Fabio D.","family":"Cukiernik","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"329","published-online":{"date-parts":[[2013,1,29]]},"reference":[{"key":"uk3060_bb1","doi-asserted-by":"crossref","first-page":"m1701","DOI":"10.1107\/S1600536807023070","volume":"63","author":"Al-Far","year":"2007","journal-title":"Acta Cryst. 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