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In this study, we explore this premise by synthesizing a library of salicylhydrazone derivatives, 16 of which were successfully crystallized and analyzed. Notably, several planarly close\u2010packed crystals exhibited clear photochromic responses when their local environments provided sufficient steric freedom near the reactive bonds. By systematically examining \u03c0\u2013\u03c0 stacking motifs and quantifying accessible volume along the isomerization trajectory, we reveal a robust correlation between local free volume and photoresponse. From these insights, we develop a crystal\u2010structure based molecular descriptor that condenses the steric environment into a single\u2010parameter, the \u201cpedal space\u201d and identify a critical threshold for solid\u2010state photoreactivity. We term this phenomenon\n                    <jats:italic>topochemical photoisomerization<\/jats:italic>\n                    , highlighting how subtle variations in molecular packing, such as slipped versus co\u2010facial stacking in\n                    <jats:italic>N<\/jats:italic>\n                    \u2010salicylideneaniline derivatives, dictate the resulting photochemical pathways. This study establishes a structural framework for the rational design of solid\u2010state photoswitchable materials through crystal\u2010engineering principles in silico, offering a route toward rapid, and cost\u2010effective development of responsive optoelectronic systems.\n                  <\/jats:p>","DOI":"10.1002\/anie.202518997","type":"journal-article","created":{"date-parts":[[2025,11,10]],"date-time":"2025-11-10T12:54:48Z","timestamp":1762779288000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["Crystal Packing\u2013Trajectory Correlation in Topochemical Photoisomerization"],"prefix":"10.1002","volume":"65","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-8249-0124","authenticated-orcid":false,"given":"Bryan Po\u2010Wen","family":"Chen","sequence":"first","affiliation":[{"name":"Department of Chemistry National Taiwan University  No. 1, Sec. 4, Roosevelt Road, Da'an District Taipei 10617 Taiwan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7187-427X","authenticated-orcid":false,"given":"Chao\u2010Ping","family":"Hsu","sequence":"additional","affiliation":[{"name":"Institute of Chemistry Academia Sinica  No. 128, Sec. 2, Academia Road, Nankang Taipei 11529 Taiwan"},{"name":"Physics Division National Center for Theoretical Sciences  No. 1, Sec. 4, Roosevelt Rd. 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