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Analogous biazulenediimides (X-BAzDIs) may also hold great opportunity owing to the expected large spin\u2013orbit coupling (SOC) via internal structural-twist and the heavy-atom effect due to chalcogen substituents. Herein, the rich photophysics of X-BAzDIs are explored and well understood by implementing time-dependent optimally tuned range separated hybrid density functional theory, achieving a reliable and accurate description of the excited electronic states. Increased SOC down the chalcogen group in X-BAzDIs due to the heavy-atom effect results in greater intersystem crossing (ISC) rates, ranging from \u223c108 to 1013 s\u22121. Furthermore, \u223c6\u20137 orders smaller fluorescence rates than the ISC of S\/Se-BAzDIs suggest their excellent triplet harvesting efficacy. Unlike the planar O-PDI, an appreciable ISC rate of \u223c108 s\u22121 is found for O-BAzDI, resulting from the inherent structural-twist. However, comparable ISC rates of \u223c1011\u20131013 s\u22121 are found for both S\/Se-BAzDIs and S\/Se-PDIs. Inherently twisted-structures of X-BAzDIs are expected to surpass the self-aggregation. In addition, the high energy lowest excited triplet, and a modest lifetime, together with large ISC rates, position them as better triplet photosensitizers than X-PDIs. These findings will be helpful for understanding the molecular photophysics and also designing analogous azulene-based twisted organic systems to efficiently harvest high energy and long-lived triplets.<\/jats:p>","DOI":"10.1063\/5.0304359","type":"journal-article","created":{"date-parts":[[2025,12,16]],"date-time":"2025-12-16T11:30:57Z","timestamp":1765884657000},"update-policy":"https:\/\/doi.org\/10.1063\/aip-crossmark-policy-page","source":"Crossref","is-referenced-by-count":2,"title":["Chalcogenated biazulenediimides: A promising class of triplet harvesters"],"prefix":"10.1063","volume":"163","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-6458-6950","authenticated-orcid":false,"given":"Annette Mariya","family":"Tedy","sequence":"first","affiliation":[{"name":"Department of Chemistry, Indian Institute of Technology Tirupati , Tirupati, A.P 517619,","place":["India"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0002-9436-152X","authenticated-orcid":false,"given":"Swagatam","family":"Das","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Indian Institute of Technology Tirupati , Tirupati, A.P 517619,","place":["India"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8893-2288","authenticated-orcid":false,"given":"Arun K.","family":"Manna","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Indian Institute of Technology Tirupati , Tirupati, A.P 517619,","place":["India"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"317","published-online":{"date-parts":[[2025,12,16]]},"reference":[{"key":"2025121606305008600_c1","doi-asserted-by":"publisher","first-page":"17233","DOI":"10.1039\/d1tc04184c","volume":"9","year":"2021","journal-title":"J.\u00a0Mater. 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