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Herein, we developed a series of SMAs with pyrido[2,3\u2010\n                    <jats:italic>b<\/jats:italic>\n                    ]quinoxaline (PyQx) as new electron\u2010deficient unit by combining with the cascade\u2010chlorination strategy, namely Py1, Py2, Py3, Py4 and Py5. The introduction of chlorine atoms reduces the intramolecular charge transfer effects but elevates the LUMO values. Density functional theory (DFT) reveals that Py2 with ortho chlorine substituted PyQx and Py5 with two chlorine atoms yield larger dipole moments and smaller \u03c0\u22c5\u22c5\u22c5\u03c0 stacking distances, as compared with the other three acceptors. Moreover, Py2 shows the strongest light absorption capability induced by extended orbit overlap lengths and more efficient packing structures in the dimers. These features endow the best device performance of Py2 due to the better molecular packing and aggregation behaviors, more suitable domain sizes with better exciton dissociation and charge recombination. This study highlights the significance of incorporating large dipole moments, small \u03c0\u22c5\u22c5\u22c5\u03c0 stacking distances and extended orbit overlap lengths in dimers into the development of high\u2010performance SMAs, providing insight into the design of efficient A\u2010DA\n                    <jats:sub>1<\/jats:sub>\n                    D\u2010A\u2010type SMAs for OSCs.\n                  <\/jats:p>","DOI":"10.1002\/anie.202304127","type":"journal-article","created":{"date-parts":[[2023,5,26]],"date-time":"2023-05-26T04:57:43Z","timestamp":1685077063000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":120,"title":["High\u2010Performance Organic Solar Cells Containing Pyrido[2,3\u2010\n                    <i>b<\/i>\n                    ]quinoxaline\u2010Core\u2010Based Small\u2010Molecule Acceptors with Optimized Orbit Overlap Lengths and Molecular Packing"],"prefix":"10.1002","volume":"62","author":[{"given":"Tongle","family":"Xu","sequence":"first","affiliation":[{"name":"Shenzhen Key Laboratory of New Information Display and Storage Materials College of Materials Science and Engineering Shenzhen University  Shenzhen 518060 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zhenghui","family":"Luo","sequence":"additional","affiliation":[{"name":"Shenzhen Key Laboratory of New Information Display and Storage Materials College of Materials Science and Engineering Shenzhen University  Shenzhen 518060 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ruijie","family":"Ma","sequence":"additional","affiliation":[{"name":"Department of Electronic and Information Engineering Research Institute for Smart Energy (RISE) The Hong Kong Polytechnic University Hung Hom, Kowloon  Hong Kong 999077 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