An Extended Group Additivity Method for Polycyclic Thermochemistry Estimation
Automatic kinetic mechanism generation, virtual high‐throughput screening, and automatic transition state search are currently trending applications requiring exploration of a large molecule space. Large‐scale search requires fast and accurate estimation of molecules' properties of interest, su...
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| Format: | Article |
| Language: | en_US |
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Wiley Blackwell
2018
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| Online Access: | http://hdl.handle.net/1721.1/114934 https://orcid.org/0000-0002-0628-5305 https://orcid.org/0000-0002-2204-9046 https://orcid.org/0000-0002-6797-8578 https://orcid.org/0000-0003-2603-9694 |
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| author | Han, Kehang Jamal, Adeel Grambow, Colin A. Buras, Zachary Green Jr, William H |
| author2 | Massachusetts Institute of Technology. Department of Chemical Engineering |
| author_facet | Massachusetts Institute of Technology. Department of Chemical Engineering Han, Kehang Jamal, Adeel Grambow, Colin A. Buras, Zachary Green Jr, William H |
| author_sort | Han, Kehang |
| collection | MIT |
| description | Automatic kinetic mechanism generation, virtual high‐throughput screening, and automatic transition state search are currently trending applications requiring exploration of a large molecule space. Large‐scale search requires fast and accurate estimation of molecules' properties of interest, such as thermochemistry. Existing approaches are not satisfactory for large polycyclic molecules: considering the number of molecules being screened, quantum chemistry (even cheap density functional theory methods) can be computationally expensive, and group additivity, though fast, is not sufficiently accurate. This paper provides a fast and moderately accurate alternative by proposing a polycyclic thermochemistry estimation method that extends the group additivity method with two additional algorithms: similarity match and bicyclic decomposition. It significantly reduces Hf(298 K) estimation error from over 60 kcal/mol (group additivity method) to around 5 kcal/mol, Cp(298 K) error from 9 to 1 cal/mol/K, and S(298 K) error from 70 to 7 cal/mol/K. This method also works well for heteroatomic polycyclics. A web application for estimating thermochemistry by this method is made available at http://rmg.mit.edu/molecule_search. |
| first_indexed | 2024-09-23T11:31:48Z |
| format | Article |
| id | mit-1721.1/114934 |
| institution | Massachusetts Institute of Technology |
| language | en_US |
| last_indexed | 2024-09-23T11:31:48Z |
| publishDate | 2018 |
| publisher | Wiley Blackwell |
| record_format | dspace |
| spelling | mit-1721.1/1149342022-09-27T20:08:27Z An Extended Group Additivity Method for Polycyclic Thermochemistry Estimation Han, Kehang Jamal, Adeel Grambow, Colin A. Buras, Zachary Green Jr, William H Massachusetts Institute of Technology. Department of Chemical Engineering William H. Green Han, Kehang Jamal, Adeel Grambow, Colin A. Buras, Zachary Green Jr, William H Automatic kinetic mechanism generation, virtual high‐throughput screening, and automatic transition state search are currently trending applications requiring exploration of a large molecule space. Large‐scale search requires fast and accurate estimation of molecules' properties of interest, such as thermochemistry. Existing approaches are not satisfactory for large polycyclic molecules: considering the number of molecules being screened, quantum chemistry (even cheap density functional theory methods) can be computationally expensive, and group additivity, though fast, is not sufficiently accurate. This paper provides a fast and moderately accurate alternative by proposing a polycyclic thermochemistry estimation method that extends the group additivity method with two additional algorithms: similarity match and bicyclic decomposition. It significantly reduces Hf(298 K) estimation error from over 60 kcal/mol (group additivity method) to around 5 kcal/mol, Cp(298 K) error from 9 to 1 cal/mol/K, and S(298 K) error from 70 to 7 cal/mol/K. This method also works well for heteroatomic polycyclics. A web application for estimating thermochemistry by this method is made available at http://rmg.mit.edu/molecule_search. United States. Department of Energy (Grant DE-SC0014901) 2018-04-24T17:12:20Z 2018-04-24T17:12:20Z 2018-02 2017-12 Article http://purl.org/eprint/type/JournalArticle 0538-8066 1097-4601 http://hdl.handle.net/1721.1/114934 Han, Kehang et al. “An Extended Group Additivity Method for Polycyclic Thermochemistry Estimation.” International Journal of Chemical Kinetics 50, 4 (February 2018): 294–303 © 2018 Wiley Periodicals, Inc https://orcid.org/0000-0002-0628-5305 https://orcid.org/0000-0002-2204-9046 https://orcid.org/0000-0002-6797-8578 https://orcid.org/0000-0003-2603-9694 en_US http://dx.doi.org/10.1002/kin.21158 International Journal of Chemical Kinetics Creative Commons Attribution-Noncommercial-Share Alike http://creativecommons.org/licenses/by-nc-sa/4.0/ application/pdf Wiley Blackwell Prof. Green via Erja Kajosalo |
| spellingShingle | Han, Kehang Jamal, Adeel Grambow, Colin A. Buras, Zachary Green Jr, William H An Extended Group Additivity Method for Polycyclic Thermochemistry Estimation |
| title | An Extended Group Additivity Method for Polycyclic Thermochemistry Estimation |
| title_full | An Extended Group Additivity Method for Polycyclic Thermochemistry Estimation |
| title_fullStr | An Extended Group Additivity Method for Polycyclic Thermochemistry Estimation |
| title_full_unstemmed | An Extended Group Additivity Method for Polycyclic Thermochemistry Estimation |
| title_short | An Extended Group Additivity Method for Polycyclic Thermochemistry Estimation |
| title_sort | extended group additivity method for polycyclic thermochemistry estimation |
| url | http://hdl.handle.net/1721.1/114934 https://orcid.org/0000-0002-0628-5305 https://orcid.org/0000-0002-2204-9046 https://orcid.org/0000-0002-6797-8578 https://orcid.org/0000-0003-2603-9694 |
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