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Teropyrenes provide an attractive platform, but programmable shape control within this framework remains underdeveloped. Here, we report a fourfold Bischler\u2013Napieralski annulation that affords 4,9,13,18\u2010tetraazateropyrenes in up to 56% yield. Substituent engineering dictates both molecular shape and packing: nearly planar\n                    <jats:bold>TATP\u2010M<\/jats:bold>\n                    forms a one\u2010dimensional slipped \u03c0\u2010stack, whereas saddle\u2010shaped\n                    <jats:bold>TATP\u2010T<\/jats:bold>\n                    adopts a distinctive cross\u2010locked saddle dimer motif. Despite similar ground\u2010state electronic structures and absorption profiles, the two compounds exhibit markedly different emission behaviors:\n                    <jats:bold>TATP\u2010M<\/jats:bold>\n                    emits at 577 and 623\u00a0nm with a fluorescence quantum yield of 46.4%, whereas\n                    <jats:bold>TATP\u2010T<\/jats:bold>\n                    shows intense red fluorescence at 625\u00a0nm with a higher quantum yield of 67.2%. Remarkably,\n                    <jats:bold>TATP\u2010T<\/jats:bold>\n                    retains conformational adaptability after full \u03c0\u2010extension. C\n                    <jats:sub>60<\/jats:sub>\n                    co\u2010crystallization promotes a saddle\u2010to\u2010twist transformation, generating conformationally chiral\n                    <jats:italic>P<\/jats:italic>\n                    and\n                    <jats:italic>M<\/jats:italic>\n                    conformers and demonstrating C\n                    <jats:sub>60<\/jats:sub>\n                    \u2010regulated reshaping of an otherwise rigid fused backbone. Variable\u2010temperature NMR spectroscopy and activation\u2010barrier analysis further reveal a thermally activated, reversible exchange between conformational states. These findings establish a design principle for adaptive aza\u2010nanographenes, in which steric, supramolecular, and thermal inputs couple molecular curvature, conformational dynamics, packing, and excited\u2010state behavior across multiple structural and energetic dimensions.\n                  <\/jats:p>","DOI":"10.1002\/anie.4825806","type":"journal-article","created":{"date-parts":[[2026,10,15]],"date-time":"2026-10-15T16:44:28Z","timestamp":1792082668000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["4,9,13,18\u2010Tetraazateropyrenes: Synthesis, Cross\u2010Locked Saddle Packing and Unique Geometry Reorganization"],"prefix":"10.1002","author":[{"given":"Yan","family":"Kou","sequence":"first","affiliation":[{"name":"State Key Laboratory of Supramolecular Structure and Materials College of Chemistry Jilin University  Changchun China"},{"name":"Department of Chemistry Tianjin University  Tianjin 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