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Inspired by the widely used Wiener index, these 3D descriptors are developed to improve over the original B3LYP method for a better description of atom\u2010atom, atom\u2010bond and bond\u2010bond interactions. On top of a training set of only 45 species, the X3D<\/jats:sub> method is validated against various sets of different chemistry, displaying an overall near chemical accuracy. In particular, X3D<\/jats:sub> improves over B3LYP, reducing its mean absolute errors from 28.4 to 0.3 kcal\/mol for (Set 1) 21 n<\/jats:italic>\u2010alkanes up to n<\/jats:italic>\u2010C32<\/jats:sub>H66<\/jats:sub>, from 19.3 to 0.6 kcal\/mol for (Set 2) n<\/jats:italic>\u2010C7<\/jats:sub>H16<\/jats:sub> and its branched isomers, from 29.5 to 1.6 kcal\/mol for (Set 3) 36 polycyclic saturated HCs, from 8.6 to 1.1 kcal\/mol for (Set 4) 41 C6<\/jats:sub>H8<\/jats:sub> isomers of rings, alkenes, alkynes, and cumulenes, from 20.3 to 0.6 kcal\/mol for (Set 5) 41 benzene\u2010based compounds, and 8.1 to 1.3 kcal\/mol for (Set 6) 66 radicals, etc. Comparisons with the G4 results are also presented. \u00a9 2016 Wiley Periodicals, Inc.<\/jats:p>","DOI":"10.1002\/jcc.24308","type":"journal-article","created":{"date-parts":[[2016,2,18]],"date-time":"2016-02-18T19:19:44Z","timestamp":1455823184000},"page":"1175-1190","source":"Crossref","is-referenced-by-count":13,"title":["Improving B<\/scp>3LYP<\/scp> heats of formation with three\u2010dimensional molecular descriptors"],"prefix":"10.1002","volume":"37","author":[{"given":"Yuwei","family":"Zhou","sequence":"first","affiliation":[{"name":"Collaborative Innovation Center of Chemistry for Energy Materials, Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, MOE Laboratory for Computational Physical Science, Department of Chemistry, Fudan University Shanghai 200433 China"}]},{"given":"Jianming","family":"Wu","sequence":"additional","affiliation":[{"name":"Collaborative Innovation Center of Chemistry for Energy Materials, Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, MOE Laboratory for Computational Physical Science, Department of Chemistry, Fudan University Shanghai 200433 China"}]},{"given":"Xin","family":"Xu","sequence":"additional","affiliation":[{"name":"Collaborative Innovation Center of Chemistry for Energy Materials, Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, MOE Laboratory for Computational Physical Science, Department of Chemistry, Fudan University Shanghai 200433 China"}]}],"member":"311","published-online":{"date-parts":[[2016,2,16]]},"reference":[{"key":"e_1_2_5_1_1","volume-title":"NIST Chemistry WebBook, NIST Standard Reference Database Number 69","author":"Afeefy H. 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