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Compounds <jats:bold>1a\u2013e<\/jats:bold> were synthesized via Scholl reactions, and using a weaker acid allowed the reaction to stop at an intermediate stage, yielding <jats:bold>2a\u2013b<\/jats:bold>. X\u2010ray crystallography revealed not only distinct stereochemistry of <jats:bold>1b<\/jats:bold> and <jats:bold>2a<\/jats:bold> but also unique supramolecular assemblies in the clathrate of <jats:bold>2a<\/jats:bold> with chloroform. Compound <jats:bold>1b<\/jats:bold> adopts a saddle\u2010like geometry, while <jats:bold>2a<\/jats:bold> exhibits a propeller\u2010like structure with <jats:italic>C<jats:sub>3<\/jats:sub><\/jats:italic> symmetry, consistent with density functional theory (DFT) calculations. The \u03c0\u2010skeleton of <jats:bold>1a\u2013e<\/jats:bold> is flexible, enabling rapid enantiomerization, whereas that of <jats:bold>2a\u2013b<\/jats:bold> is rigid, allowing resolution of <jats:bold>2b<\/jats:bold> into optically pure forms with an absorption dissymmetry factor as high as 0.015. Comparative analysis shows that presence of seven\u2010membered rings in <jats:bold>1a\u2013e<\/jats:bold> does not significantly alter the local aromaticity of the triple [6]helicene framework.<\/jats:p>","DOI":"10.1002\/anie.202501169","type":"journal-article","created":{"date-parts":[[2025,3,11]],"date-time":"2025-03-11T18:58:08Z","timestamp":1741719488000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":26,"title":["A Key Fragment in Carbon Schwarzite Unit Cells and Its Triple [6]Helicene Precursor"],"prefix":"10.1002","volume":"64","author":[{"given":"Xinhe","family":"Yang","sequence":"first","affiliation":[{"name":"State Key Laboratory of Antiviral Drugs Pingyuan Laboratory School of Chemistry and Chemical Engineering Henan Normal University  Xinxiang Henan 453007 China"},{"name":"Shanghai\u2010Hong Kong Joint Laboratory in Chemical Synthesis Shanghai Institute of Organic Chemistry Chinese Academy of Sciences  Shanghai 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