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However, there is little research on the molecular geometry\u2010property relationship of A\u2010DA'D\u2010A type small molecule acceptors (SMAs), which are the most representative organic semiconductor materials used in organic solar cells (OSCs). In this work, we used dichlorine\u2010substituted benzene as the A\u2019 unit to overcome the geometry constraints imposed by the conventional A\u2019 unit that has a large size. Four isomers of benzodipyrrole\u2010based SMAs (C\u2010Cl46\u2010Cl, \u0241\u2010Cl46\u2010Cl, M\u2010Cl46\u2010Cl, and S\u2010Cl46\u2010Cl) with C\u2010, \u0241\u2010, M\u2010, and S\u2010shaped molecular geometries were synthesized, and the effect of molecular geometry on their photovoltaic performance was studied. We revealed that the molecular geometry influences the physicochemical and photovoltaic properties in three aspects: 1) intrinsic physicochemical properties, including energy levels, absorption, and reorganization energy; 2) molecular stacking pattern, which governs the exciton diffusion and charge transport processes; and 3) donor\u2013acceptor interaction and miscibility. We found that the C\u2010shaped molecular geometry possesses a suitable energy level and absorption range, dense and ordered molecular stacking, and improved donor\u2013acceptor interaction and miscibility. These advantages enable a record\u2010high power conversion efficiency (PCE) of 19.94% (certified as 19.54%) for the binary OSCs based on D18:C\u2010Cl46\u2010Cl active layer. The other SMAs showed weaknesses in different aspects, such as limited absorption of \u0241\u2010shaped SMA, large reorganization energies and loose molecular stacking of M\u2010shaped SMA, low solubility and strong aggregation of S\u2010shaped SMA. These properties resulted in inferior photovoltaic device performance. These findings on the molecular geometry\u2010property relationships will be instructive for future molecular design of high\u2010performance A\u2010DA'D\u2010A type SMAs.<\/jats:p>","DOI":"10.1002\/anie.202505366","type":"journal-article","created":{"date-parts":[[2025,4,13]],"date-time":"2025-04-13T22:36:31Z","timestamp":1744583791000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":20,"title":["Molecular Geometry\u2010Property Relationship of Benzodipyrrole\u2010Based A\u2010DA'D\u2010A Type Acceptors for High\u2010Performance Organic Solar Cells"],"prefix":"10.1002","volume":"64","author":[{"given":"Yufei","family":"Gong","sequence":"first","affiliation":[{"name":"Beijing National Laboratory for Molecular Sciences CAS Key Laboratory of Organic Solids Institute of Chemistry Chinese Academy of Sciences  Beijing 100190 China"},{"name":"School of Chemical Science University of Chinese Academy of Sciences  Beijing 100049 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