Simone Gallarati^1*, Puck van Gerwen^1,2*, Ruben Laplaza^1,2*, Sergi Vela^1*, Alberto Fabrizio^1,3*, Clemence Corminboeuf^1,2,3*

1 Laboratory for Computational Molecular Design, Institute of Chemical Sciences and Engineering, Ecole Polytechnique Fédérale de Lausanne (EPFL), 1015 Lausanne, Switzerland

2 National Center for Competence in Research – Catalysis (NCCR-Catalysis), Ecole Polytechnique Fédérale de Lausanne (EPFL), 1015 Lausanne, Switzerland

3 National Center for Computational Design and Discovery of Novel Materials (MARVEL), Ecole Polytechnique Fédérale de Lausanne (EPFL), 1015 Lausanne, Switzerland

* Corresponding authors emails: simone.gallarati@epfl.ch, puck.vangerwen@epfl.ch, ruben.laplazasolanas@epfl.ch, sergi.vela@epfl.ch, alberto.fabrizio@epfl.ch, clemence.corminboeuf@epfl.ch

DOI10.24435/materialscloud:gy-3h [version v1]

Publication date: Aug 21, 2022

How to cite this record

Simone Gallarati, Puck van Gerwen, Ruben Laplaza, Sergi Vela, Alberto Fabrizio, Clemence Corminboeuf, OSCAR: An extensive repository of chemically and functionally diverse organocatalysts, Materials Cloud Archive 2022.103 (2022), https://doi.org/10.24435/materialscloud:gy-3h

Description

We introduce OSCAR, a repository of thousands of experimentally derived (OSCAR seed and CSD-extracted) and combinatorially enriched organocatalysts (OSCAR!(NHC) and OSCAR!(DHBD) for N-heterocyclic carbenes and hydrogen bond donors, respectively). The structures and corresponding stereoelectronic properties are publicly available and constitute the starting point to build generative and predictive models for organocatalyst performance.

Materials Cloud sections using this data

Files

File name	Size	Description
XYZ_Seed_CSD.tar.gz MD5md5:73e479a5b1c4fe4c537774bd941a84dc	3.0 MiB	Compressed XYZ structures of the OSCAR seed and CSD-extracted database optimized with DFT.
XYZ_OSCAR_NHC.tar.gz MD5md5:98076d788f8631d83fdaaaf36efa9e81	6.3 MiB	Compressed XYZ structures of the OSCAR!(NHC) database optimized with DFT.
XYZ_OSCAR_DHBD_DFT.tar.gz MD5md5:c5404d7977a718779193f32b88870c47	6.0 MiB	Compressed XYZ structures of the DFT-optimized subset of the OSCAR!(DHBD) database.
XYZ_DLPNO-CCSD.tar.gz MD5md5:16b796eab432a18973faa9f0c3eaa342	1.6 MiB	Compressed XYZ structures of a subset of OSCAR seed and CSD-extracted structures with DLPNO-CCSD computed properties.
chemiscopify.ipynb MD5md5:4e371278d5121cec864ee5e33abb91be	729.2 KiB	Notebook exemplifying how the provided XYZ structures and csv files can be combined to generate the Chemiscope json files.
Descriptors_DLPNO-CCSD.csv MD5md5:e5ddd0268b9da832e9984d9b8961cb04	361.2 KiB	CSV file containing the tabulated descriptors computed for the DLPNO-CCSD subset of OSCAR seed and CSD-extracted.
Descriptors_Seed_CSD.csv MD5md5:f508605209f0ae71b5a7e0f62b7f5d94	1.4 MiB	CSV file containing the tabulated descriptors computed for the OSCAR seed and CSD-extracted database.
Descriptors_OSCAR_NHC.csv MD5md5:4252b8bc746f2d265acd26dcf57bb910	3.1 MiB	CSV file containing the tabulated descriptors computed for the OSCAR!(NHC) database.
Descriptors_OSCAR_DHBD_DFT.csv MD5md5:28419540ef90162235dd5cf6a9419db3	1001.4 KiB	CSV file containing the tabulated descriptors computed for the OSCAR!(DHBD) database.
SMILES_OSCAR_DHBD_xTB.csv MD5md5:009ab7aa9c98d63753ca992eb8e08cbc	105.5 MiB	CSV file containing the SMILES strings of the GFN2-xTB optimized structures in the OSCAR!(DHBD) database.
XYZ_OSCAR_DHBD_xTB.tar.gz MD5md5:19df0201fd9c18c9d9f772cdb2ce43cb	1.5 GiB	Compressed XYZ structures of the OSCAR!(DHBD) database optimized with GFN2-xTB.
README.txt MD5md5:68f72254b1abc7d22aa861395033646f	963 Bytes	README file detailing the contents of this record.
DLPNO-CCSD-chemiscope.json.gz MD5md5:f5432eef1b55177d934482e796c0d322 Visualize on Chemiscope	1.4 MiB	Chemiscope file containing the subset of OSCAR seed and CSD-extracted structures with DLPNO-CCSD computed properties.
OSCAR_NHC-chemiscope.json.gz MD5md5:ad6fba0b1f4bcd8eef411890d9862f0f Visualize on Chemiscope	6.2 MiB	Chemiscope file containing the OSCAR!(NHC) database.
OSCAR_DHBD_DFT-chemiscope.json.gz MD5md5:1244ee9f5e4afe97617b531de3284d2e Visualize on Chemiscope	5.0 MiB	Chemiscope file containing the DFT-optimized subset of the OSCAR!(DHBD) database.
Seed_CSD-chemiscope.json.gz MD5md5:63a0c7d73d91af2206f101b738bac0d2 Visualize on Chemiscope	2.9 MiB	Chemiscope file containing the OSCAR seed and CSD-extracted database.

License

Files and data are licensed under the terms of the following license: Creative Commons Attribution 4.0 International.
Metadata, except for email addresses, are licensed under the Creative Commons Attribution Share-Alike 4.0 International license.

External references

Keywords

catalysis organocatalysis electronic structure organic molecules carbenes NCCR Catalysis