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This defective \u03c0\u2010skeleton was efficiently synthesized from the oligophenylene precursors via the Scholl reaction, affording four heptagons in one shot. The integration of\n                    <jats:bold>\n                      DCH\u2010\n                      <jats:italic>as<\/jats:italic>\n                      \u2010I\n                    <\/jats:bold>\n                    and heptagons endows\n                    <jats:bold>1<\/jats:bold>\n                    with excellent solubility, superior fluorescence emission, multiple reversible redox processes, and exceptional supramolecular behavior. X\u2010ray crystallographic analysis shows that\n                    <jats:bold>1<\/jats:bold>\n                    adopts a chiral monkey\u2010saddle\u2010shaped conformation and exists as a pair of enantiomers in the crystal lattice. The saddles of\n                    <jats:bold>1<\/jats:bold>\n                    stack through \u03c0\u2013\u03c0 overlap into slipped \u03c0\u2010dimers, which further assemble into linear arrays with ellipsoidal cavities that encapsulate chloroform molecules, forming clathrate\u2010like structures. The supramolecular co\u2010assembly of saddle\n                    <jats:bold>1<\/jats:bold>\n                    with C\n                    <jats:sub>60<\/jats:sub>\n                    was confirmed both in solution and crystal states. Single\u2010crystal structures unequivocally revealed an unprecedented 4:4 complex (C\n                    <jats:sub>60<\/jats:sub>\n                    )\n                    <jats:sub>4<\/jats:sub>\n                    \u2282(\n                    <jats:bold>1<\/jats:bold>\n                    )\n                    <jats:sub>4<\/jats:sub>\n                    , in which four saddles of identical configuration and four C\n                    <jats:sub>60<\/jats:sub>\n                    spheres are alternately arranged into a chiral paddle\u2010wheel structure. Two such complexes of opposite chirality further dimerize in a staggered fashion to form an aesthetically\u2010striking octameric nanocubular supramolecular architecture. This study offers profound insights into the joint influence of\n                    <jats:bold>\n                      DCH\u2010\n                      <jats:italic>as<\/jats:italic>\n                      \u2010I\n                    <\/jats:bold>\n                    and heptagonal defects on the topology, electronic structure, photophysical properties, and supramolecular assembly behavior of nanographenes.\n                  <\/jats:p>","DOI":"10.1002\/anie.5649022","type":"journal-article","created":{"date-parts":[[2026,2,4]],"date-time":"2026-02-04T06:15:45Z","timestamp":1770185745000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":10,"title":["A Monkey\u2010Saddle\u2010Shaped Nanographene Embedding a Dicyclohepta[\n                    <i>cd<\/i>\n                    ,\n                    <i>fg<\/i>\n                    ]\u2010\n                    <i>as<\/i>\n                    \u2010Indacene Core and Two Additional Heptagons, and Its Paddle\u2010Wheel Co\u2010Assembly With Fullerenes"],"prefix":"10.1002","volume":"65","author":[{"given":"Wenjun","family":"Liu","sequence":"first","affiliation":[{"name":"Laboratory of Functionalized Molecular Solids of Ministry of Education Anhui Laboratory of Molecule\u2010Based Materials College of Chemistry and Materials Science Anhui Normal University  Wuhu Anhui China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Huimin","family":"Zhang","sequence":"additional","affiliation":[{"name":"Laboratory of Functionalized Molecular Solids of Ministry of Education Anhui Laboratory of Molecule\u2010Based Materials College of Chemistry and Materials Science Anhui Normal University  Wuhu Anhui China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ting","family":"Zhang","sequence":"additional","affiliation":[{"name":"Laboratory of Functionalized Molecular Solids of Ministry of Education Anhui Laboratory of Molecule\u2010Based Materials College of Chemistry and Materials Science Anhui Normal University  Wuhu Anhui China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zhou","family":"Lu","sequence":"additional","affiliation":[{"name":"Anhui Province Key Laboratory for Control and Applications of Optoelectronic Information Materials School of Physics and Electronic Information Key Laboratory of Functionalized Molecular Solids of Ministry of Education Anhui Normal University  Wuhu Anhui China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yvonne","family":"Wagenh\u00e4user","sequence":"additional","affiliation":[{"name":"Institut F\u00fcr Organische Chemie and Center for Nanosystems Chemistry (CNC) Universit\u00e4t W\u00fcrzburg  W\u00fcrzburg Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7245-0471","authenticated-orcid":false,"given":"Frank","family":"W\u00fcrthner","sequence":"additional","affiliation":[{"name":"Institut F\u00fcr Organische Chemie and Center for Nanosystems Chemistry (CNC) Universit\u00e4t W\u00fcrzburg  W\u00fcrzburg Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1419-3419","authenticated-orcid":false,"given":"Chongwei","family":"Zhu","sequence":"additional","affiliation":[{"name":"Laboratory of Functionalized Molecular Solids of Ministry of Education Anhui Laboratory of Molecule\u2010Based Materials College of Chemistry and Materials Science Anhui Normal University  Wuhu Anhui China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,2,3]]},"reference":[{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1039\/C5CS00185D"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1038\/natrevmats.2015.2"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201807004"},{"key":"e_1_2_7_5_1","article-title":"Small Size, Big Impact: Recent 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