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It is often the case that even when the structure is obtained, the azoxy group is disordered, which makes it difficult to determine its geometrical parameters correctly and, in some cases, even its chemical identity (due to oxygen disorder at both nitrogen sites). Here, the molecular structure of a nitrile-substituted azoxybenzene derivative, 1,2-bis(4-cyanophenyl)diazene oxide (1), was accurately determined by single-crystal X-ray diffraction (SCXRD) performed by using crystals of a dichloromethane solvate (1a), which displays channels that propagate along the a-axis. SCXRD measurements showed no significant changes in the unit cell parameters of 1a, even at 127 \u00b0C. TG measurements reveal that 1a remains stable up to \u223c190 \u00b0C, at which point dichloromethane molecules start to leave the structure, and a disordered structure (1b) forms. Compound 1 was used for the synthesis of azoxy-linked triazine-based polymer (2) by a trifluoromethanesulfonic acid-catalyzed trimerization reaction under microwave conditions. The obtained polymer 2 is an amorphous solid with good thermal stability, which exhibits a rather low BET surface area of 10.2 m2 g\u20131 and shows no affinity for CO2 adsorption. The preliminary investigation revealed that polymer 2 has a band gap of 2.69 eV, rendering it a wide-bandgap semiconductor.<\/jats:p>","DOI":"10.1021\/acsomega.5c11736","type":"journal-article","created":{"date-parts":[[2026,8,4]],"date-time":"2026-08-04T13:15:38Z","timestamp":1785849338000},"page":"45708-45716","source":"Crossref","is-referenced-by-count":0,"title":["Structural Characterization\nof 1,2-Bis(4-cyanophenyl)diazene\nOxide and Its Cyclotrimerization to a Triazine-Linked Polymer"],"prefix":"10.1021","volume":"11","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-5736-736X","authenticated-orcid":true,"given":"Mladen","family":"Borovina","sequence":"first","affiliation":[{"name":"University of Zagreb Faculty of Science , , Horvatovac 102a , ,","place":["Zagreb, Croatia, HR-10000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5489-5378","authenticated-orcid":true,"given":"Vesna","family":"Petrovic\u0301 Perokovic\u0301","sequence":"additional","affiliation":[{"name":"University of Zagreb Faculty of Science , , Horvatovac 102a , ,","place":["Zagreb, Croatia, HR-10000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2694-896X","authenticated-orcid":true,"given":"Barbara","family":"Panic\u0301","sequence":"additional","affiliation":[{"name":"University of Zagreb Faculty of Science , , Horvatovac 102a , ,","place":["Zagreb, Croatia, HR-10000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0650-1063","authenticated-orcid":true,"given":"Ivana","family":"Biljan","sequence":"additional","affiliation":[{"name":"University of Zagreb Faculty of Science , , Horvatovac 102a , ,","place":["Zagreb, Croatia, HR-10000"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,7,29]]},"reference":[{"issue":"3","key":"2026081110114067000_cit1","doi-asserted-by":"publisher","first-page":"840","DOI":"10.1016\/j.dyepig.2007.02.008","article-title":"A Rapid and Easy Method\nfor the Synthesis of Azoxy Arenes Using Tetrabutylammonium Peroxymonosulfate","volume":"76","author":"Rezaeifard","year":"2008","journal-title":"Dyes Pigm."},{"issue":"26","key":"2026081110114067000_cit2","doi-asserted-by":"publisher","first-page":"10456","DOI":"10.1021\/la000824u","article-title":"Crossover between Dewetting and Stabilization\nof Ultrathin\nLiquid Crystalline Polymer Films","volume":"16","author":"Vix","year":"2000","journal-title":"Langmuir"},{"issue":"21","key":"2026081110114067000_cit3","doi-asserted-by":"publisher","first-page":"2219","DOI":"10.1039\/B700636E","article-title":"Liquid Crystalline\nand Nonlinear Optical Properties of Bent-Shaped Compounds Derived\nfrom 3,4\u2032-Biphenylene","volume":"17","author":"Pintre","year":"2007","journal-title":"J. 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Raman Spectrosc."},{"issue":"1","key":"2026081110114067000_cit46","doi-asserted-by":"publisher","first-page":"229","DOI":"10.3390\/polym15010229","article-title":"Synthesis\nand Characterization of\nBenzene- and Triazine-Based Azo-Bridged Porous Organic Polymers","volume":"15","author":"Panic\u0301","year":"2023","journal-title":"Polymers"},{"issue":"10","key":"2026081110114067000_cit47","doi-asserted-by":"publisher","first-page":"7332","DOI":"10.1039\/D5RA00410A","article-title":"Microwave-Assisted\nReductive Homocoupling of Aromatic Nitro Monomers: Synthesis of Azo-Linked\nPorous Organic Polymers for CO2 Capture","volume":"15","author":"Car","year":"2025","journal-title":"RSC Adv."},{"issue":"10","key":"2026081110114067000_cit48","doi-asserted-by":"publisher","first-page":"5153","DOI":"10.1039\/C8TA12442F","article-title":"Covalent Triazine Frameworks: Synthesis\nand Applications","volume":"7","author":"Liu","year":"2019","journal-title":"J. Mater. Chem. 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