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[c7cp08280k1.pdf](https://mdr.nims.go.jp/filesets/c0254176-a78b-42d8-9315-15b5a97fca36/download)

## Creator

[SODEYAMA, Keitaro](https://orcid.org/0000-0002-9228-0729), [IGARASHI, Yasuhiko](https://orcid.org/0000-0003-1042-6657), [NAKAYAMA, Tomofumi](https://orcid.org/0000-0003-1240-3571), [TATEYAMA, Yoshitaka](https://orcid.org/0000-0002-5532-6134), [OKADA, Masato](https://orcid.org/0000-0002-9040-8784)

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## Other metadata

[Liquid electrolyte informatics using an exhaustive search with linear regression](https://mdr.nims.go.jp/datasets/f036da11-e329-46f1-bcb5-498ff5f11169)

## Fulltext

Supporting Information for:Liquid electrolyte informatics by exhaustive search with linear regressionKeitaro Sodeyama,*abc Yasuhiko Igarashi,abd Tomofumi Nakayama,d Yoshitaka Tateyamaace and Masato Okadaada Center for Materials Research by Information Integration (cMI2), Research and Services Division of Materials Data and Integrated System (MaDIS), National Institute for Materials Science (NIMS), 1-2-1 Sengen, Tsukuba, Ibaraki 305-0047, Japan.b PRESTO, Japan Science and Technology Agency (JST), 4-1-8 Honcho, Kawaguchi, Saitama 333-0012, Japan.c Elements Strategy Initiative for Catalysts & Batteries (ESICB), Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan.d Graduate School of Frontier Sciences, The University of Tokyo, 5-1-5, Kashiwanoha, Kashiwa, Chiba 277-8561, Japan.e Center for Green Research on Energy and Environmental Materials (GREEN), and International Center for Materials Nanoarchitectonics, National Institute for Materials Science, 1-1 Namiki, Tsukuba, Ibaraki 305-0044, Japan”Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.This journal is © the Owner Societies 2018Scheme S1. 103 solvent molecules for the data-base (Li, purple; O, red; N, blue; C, grey; F, light blue; S, yellow; P, orange; Cl, light blue; H, white). (1.PC, 2.EC, 3.VC, 4.VEC, 5.FEC, 6.DMC, 7.DEC, 8.EMC, 9.DAC, 10.Dimethyl2,5-dioxahexanedioate, 11.Diethyl 2,5-dioxahexanedioate, 12.Furan, 13.2,5-Dimethyl furane, 14.THF, 15.2-MeTHF, 16.THP, 17.DOL, 18.DIOX, 19.12-Crown 4-ether, 20.18-Crown 6-ether, 21.DMM, 22.DME, 23.DEE, 24.Diglyme, 25.Triglyme, 26.Tetraglyme, 27.MA, 28.EA, 29.PA, 30.iPA, 31.BA, 32.MFA, 33.EFA, 34.MP, 35.EP, 36.PP, 37.MF, 38.EF, 39.EB, 40.iPB, 41.MiB, 42.MCA, 43.VA, 44.GBL, 45.GVL, 46.-Valero lactone, 47.-Capro lactone, 48.-Hexano lactone, 49.-Undeca lactone, 50.TMP, 51.TEP, 52.Tri n-propyl phosphate, 53.TOP, 54.TPhP, 55.NMP, 56.DMF, 57.DMI, 58.DMAC, 59.3-Methyl-2-oxazolidinone, 60.Ethylene diamine, 61.Pyridine, 62.N-Methyl imidazole, 63.Dimethyl sulfate, 64.Dimethyl sulfite, 65.Dipropyl sulfite, 66.ES, 67.Dimethyl sulfone, 68.ethylmethyl sulfone, 69.Diphenyl sulfone, 70.Bis(4-Fluoro phenyl sulfone), 71.SL, 72.3-MeSL, 73.Methanesulfonic acid methyl ester, 74.Benzen sulfonic acid methyl ester, 75.Trifluoromethane sulfonic acid methyl ester, 76.PS, 77.BS, 78.DMSO, 79.Diphenly disulfide, 80.Dimethyl sulfide, 81.Diethyl sulfide, 82.AN, 83.PN,84.Adiponitrile, 85.Valeronitrile, 86.Glutaronitrile, 87.Malononitrile, 88.Succinonitrile, 89.Pimelonitrile, 90.Suberonitrile, 91.Isobutyronitrile, 92.Biphenyl, 93.Succinic Anhydride, 94.t-Butyl benzene, 95.Naphthalene, 96.Cyclohexyl benzene, 97.Benzo triazole, 98.Thiophene, 99.Toluene, 100.MEK, 101.Benzene, 102.Fluoro benzene, 103.Hexafluoro benzene).Table S1(a). Calculated values of 49 solvent molecules for databaseabbreviation solvent nameEcoord(kcal/mol)HOMO(eV)LUMO(eV)Dipole moment(Debye)MullikenchargeR(Li-O)(Å)PC Propylene carbonate -57.4 -7.930 0.946 5.26 -0.243 1.747EC Ethylene carbonate -55.9 -8.017 0.919 5.07 -0.240 1.752VC Vinylene carbonate -51.7 -6.973 -0.137 4.37 -0.231 1.760VEC Vinyl ethylene carbonate -57.6 -7.829 -0.720 5.28 -0.240 1.746FEC Fluoroethylene carbonate -51.2 -8.468 0.493 4.49 -0.222 1.763DMC Dimethyl carbonate -50.0 -7.774 1.115 0.34 -0.306 1.747DEC Diethyl carbonate -52.6 -7.654 1.217 0.61 -0.308 1.740EMC Ethyl methyl carbonate -51.3 -7.713 1.168 0.51 -0.307 1.744DAC Diallyl carbonate -51.9 -7.419 -0.238 0.49 -0.306 1.740Dimethyl2,5-dioxahexanedioateDimethyl 2,5-dioxahexanedioate-49.8 -7.933 0.922 0.00 -0.300 1.749Diethyl 2,5-dioxahexanedioateDiethyl 2,5-dioxahexanedioate-51.4 -7.856 0.990 0.00 -0.301 1.745Furan Furan -31.7 -6.265 0.296 0.51 -0.170 1.8662,5-Dimethyl furane 2,5-Dimethyl furane -36.5 -5.621 0.514 0.03 -0.217 1.848THF Tetrahydrofuran -48.7 -6.832 1.380 1.43 -0.323 1.8082-MeTHF 2-Methyl tetrahydrofuran -50.0 -6.535 1.454 1.54 -0.347 1.807THP Tetrahydropyran -47.2 -6.711 1.537 1.30 -0.324 1.804DOL 1,3-Dioxolane -43.2 -6.955 1.493 1.32 -0.315 1.818DIOX 1,4-Dioxane -43.2 -6.483 1.773 0.00 -0.326 1.81012-Crown 4-ether 12-Crown 4-ether -101.1 -6.655 1.965 0.00 -0.331 1.88918-Crown 6-ether 18-Crown 6-ether -104.6 -6.491 1.674 0.00 -0.319 2.021DMM Dimethoxy methane -64.4 -6.846 1.459 2.17 -0.298 1.905DME Dimethoxy ethane -45.1 -6.863 1.669 0.10 -0.334 1.826DEE 1,2-Diethoxy ethane -47.1 -6.839 1.665 0.00 -0.340 1.818Diglyme Diglyme -44.7 -6.898 1.616 1.13 -0.334 1.827Triglyme Triglyme -44.6 -6.907 1.610 0.00 -0.334 1.827Tetraglyme Tetraglyme -44.6 -6.915 1.575 1.13 -0.334 1.827MA Methyl acetate -52.0 -7.371 0.339 1.73 -0.265 1.755EA Ethyl acetate -53.4 -7.304 0.380 1.88 -0.267 1.751PA Propyl acetate -53.8 -7.299 0.385 1.94 -0.266 1.750iPA Isopropyl acetate -53.9 -7.280 0.380 1.79 -0.269 1.749BA Butyl acetate -54.1 -7.290 0.391 1.93 -0.266 1.749MFA Methyl difluoroacetate -55.4 -8.032 -0.734 1.52 -0.249 1.888EFA Ethyl trifluoroacetate -51.6 -8.259 -0.830 3.09 -0.231 1.881MP Methyl propionate -52.2 -7.376 0.372 1.61 -0.267 1.785EP Ethyl propionate -53.5 -7.310 0.414 1.76 -0.269 1.787PP Propyl propionate -53.9 -7.304 0.418 1.83 -0.269 1.787MF Methyl formate -52.7 -7.688 0.089 3.90 -0.231 1.768EF Ethyl formate -54.2 -7.603 0.105 4.00 -0.234 1.763EB Ethyl butyrate -54.3 -7.303 0.414 1.68 -0.270 1.795iPB Isopropyl butyrate -55.0 -7.279 0.414 1.61 -0.273 1.793MiB Methyl Isobutyrate -53.1 -7.299 0.294 1.67 -0.267 1.794MCA Methyl cyanoacetate -58.6 -8.134 -0.371 5.22 -0.231 1.909VA Vinyl acetate -54.7 -6.941 -0.496 3.66 -0.217 1.761GBL g-Butyro lactone -56.8 -7.269 0.254 4.30 -0.237 1.758GVL g-Valero lactone -58.1 -7.208 0.304 4.33 -0.239 1.753d-Valero lactone d-Valero lactone -60.2 -7.092 0.155 4.46 -0.240 1.751e-Capro lactone e-Capro lactone -60.2 -7.074 0.288 4.45 -0.239 1.753g-Hexano lactone g-Hexano lactone -58.6 -7.186 0.314 4.39 -0.240 1.752g-Undeca lactone g-Undeca lactone -59.3 -7.159 0.335 4.56 -0.240 1.752  Table S1(b). Calculated values of 54 solvent molecules for databaseabbreviation solvent nameEcoord(kcal/mol)HOMO(eV)LUMO(eV)Dipole moment(Debye)MullikenchargeR(Li-O)(Å)TMP Trimethyl phosphate -65.1 -7.765 1.112 3.36 -0.467 1.740TEP Triethyl phosphate -67.7 -7.650 1.130 3.43 -0.470 1.733Tri n-propyl phosphate Tri n-propyl phosphate -68.5 -7.633 1.253 3.43 -0.470 1.733TOP Trioctyl phosphate -69.2 -7.622 1.103 3.39 -0.473 1.730TPhP triphenyl phosphate -68.8 -6.649 -0.566 3.16 -0.436 1.831NMP N-Methyl-2-pyrrolidone -63.9 -6.421 0.842 3.61 -0.299 1.724DMF N,N-Dimethyl formamide -61.2 -6.623 0.731 3.70 -0.297 1.736DMI 1,3-Dimethyl 2-Imidazolidinone-64.9 -6.216 1.337 3.60 -0.325 1.712DMAC N,N-Dimethyl acetamide -63.3 -6.411 0.800 3.55 -0.301 1.7233-Methyl-2-oxazolidinone3-Methyl-2-oxazolidinone -62.8 -6.805 1.066 4.76 -0.283 1.748Ethylene diamine Ethylene diamine -48.7 -6.244 1.469 10.80 -0.183 1.969Pyridine Pyridine -49.4 -6.985 -0.796 8.72 -0.223 1.941N-Methyl imidazole N-Methyl imidazole -58.3 -6.135 0.640 7.99 -0.238 1.912Dimethyl sulfate Dimethyl sulfate -50.2 -8.195 0.341 3.40 -0.392 2.029Dimethyl sulfite Dimethyl sulfite -56.7 -7.416 -0.327 1.41 -0.456 1.901Dipropyl sulfite Dipropyl sulfite -60.8 -7.292 -0.248 1.55 -0.456 1.901ES Ethylene sulfite -53.0 -7.725 -0.823 3.12 -0.423 1.758Dimethyl sulfone Dimethyl sulfone -61.0 -7.683 0.905 4.47 -0.460 2.023ethylmethyl sulfone ethylmethyl sulfone -62.6 -7.567 0.889 4.38 -0.464 2.013Diphenyl sulfone Diphenyl sulfone -66.2 -7.222 -1.538 5.08 -0.455 2.001Bis(4-Fluoro phenylsulfone)Bis(4-Fluoro phenyl sulfone) -62.6 -7.204 -1.610 3.49 -0.453 2.005SL Sulfolane -63.7 -7.383 0.826 5.09 -0.459 2.0143-MeSL 3-Methyl sulfolane -64.3 -7.366 0.737 5.09 -0.461 2.012Methanesulfonic acidmethyl esterMethanesulfonic acid methylester-54.6 -8.252 0.696 4.13 -0.438 2.064Benzen sulfonic acidmethyl esterBenzen sulfonic acid methylester-58.5 -7.618 -1.442 5.01 -0.436 2.050Trifluoromethanesulfonic acid methyl esterTrifluoromethane sulfonicacid methyl ester-43.4 -8.981 0.016 3.21 -0.408 1.812PS 1,3-Propane sultone -57.3 -7.917 0.549 5.47 -0.426 2.034BS 1,4-Butane sultone -58.6 -8.017 0.410 5.38 -0.431 2.033DMSO Dimethyl sulfoxide -67.8 -6.010 0.963 3.82 -0.542 1.718Diphenly disulfide Diphenly disulfide -42.2 -6.111 -1.108 1.60 0.004 2.413Dimethyl sulfide Dimethyl sulfide -34.0 -5.895 1.107 1.49 -0.070 2.389Diethyl sulfide Diethyl sulfide -37.2 -5.809 0.833 1.50 -0.056 2.369AN Acetonitrile -47.0 -8.933 0.898 3.74 -0.181 1.920PN Propionitrile -48.4 -8.802 0.587 3.83 -0.185 1.914Adiponitrile Adiponitrile -45.3 -8.976 0.312 0.00 -0.176 1.916Valeronitrile Valeronitrile -49.7 -8.704 0.728 4.06 -0.183 1.908Glutaronitrile Glutaronitrile -44.2 -9.081 -0.136 3.72 -0.170 1.921Malononitrile Malononitrile -38.5 -9.544 -0.510 3.62 -0.153 1.945Succinonitrile Succinonitrile -41.1 -9.310 -0.097 0.00 -0.165 1.929Pimelonitrile Pimelonitrile -46.7 -8.858 0.346 3.73 -0.177 1.914Suberonitrile Suberonitrile -47.3 -8.789 0.497 0.00 -0.180 1.912Isobutyronitrile Isobutyronitrile -49.5 -8.727 0.642 3.85 -0.189 1.973Biphenyl Biphenyl -38.0 -6.236 -0.917 0.00 0.034 2.230Succinic Anhydride Succinic Anhydride -48.1 -7.794 -0.866 4.23 -0.199 1.784t-Butyl benzene t-Butyl benzene -44.0 -6.580 -0.142 0.36 0.100 2.360Naphthalene Naphthalene -41.7 -5.977 -1.197 0.00 0.017 2.336Cyclohexyl benzene Cyclohexyl benzene -44.6 -6.543 -0.132 0.43 0.064 2.352Benzo triazole Benzo triazole -56.8 -6.694 -1.325 3.79 -0.058 2.022Thiophene Thiophene -36.7 -6.474 -0.408 0.47 0.139 2.518Toluene Toluene -41.9 -6.571 -0.125 0.38 0.041 2.324MEK Methyl ethyl ketone -53.0 -6.601 -0.386 2.77 -0.225 1.759Benzene Benzene -39.1 -6.893 -0.177 0.00 0.032 2.355Fluoro benzene Fluoro benzene -34.0 -6.805 -0.499 1.35 0.012 2.409Hexafluoro benzene Hexafluoro benzene -11.7 -7.483 -1.005 0.00 0.142 2.532Table S2. Estimated and first-principles calculation values of coordination energies of solvents (kcal/mol)TRUE MLR LASSO ES-LR TRUE MLR LASSO ES-LRPC -57.4 -52.7 -52.1 -55.1 TMP -65.1 -58.8 -64.7 -64.6EC -55.9 -57.1 -50.6 -55.8 TEP -67.6 -57.8 -64.0 -64.6VC -51.8 -51.8 -51.1 -53.4 TOP -69.2 -116.9 -65.2 -70.8FEC -51.1 -49.3 -49.6 -52.6 NMP -63.9 -56.9 -55.5 -59.2DMC -50.0 -54.7 -55.7 -53.3 DMF -61.2 -56.2 -55.5 -58.2DEC -52.6 -52.1 -55.2 -53.7 DMI -64.9 -55.4 -57.9 -61.3EMC -51.3 -52.9 -55.7 -53.8 DMAC -63.3 -58.2 -56.2 -59.7Furan -31.8 -40.3 -49.5 -48.1 Ethylene diamine -48.7 -53.6 -49.6 -49.62,5-Dimethyl furane -36.5 -52.3 -52.6 -54.0 Pyridine -49.3 -45.7 -51.9 -50.5THF -48.8 -54.0 -57.0 -53.7 N-Methyl imidazole -58.4 -63.4 -52.2 -56.02-MeTHF -49.9 -52.5 -56.9 -54.7 Dimethyl sulfate -50.2 -49.0 -59.7 -55.7THP -47.2 -51.0 -56.4 -53.0 SL -63.8 -54.5 -62.0 -59.4DOL -43.2 -61.3 -57.5 -55.2 Methanesulfonic acidmethyl ester-54.7 -47.6 -50.8 -50.2DIOX -43.2 -54.0 -57.2 -54.0 Benzen sulfonic acidmethyl ester-58.5 -186.1 -64.3 -63.312-Crown 4-ether -101.2 -68.6 -56.4 -57.9 PS -57.4 -63.3 -62.8 -61.918-Crown 6-ether -104.5 -58.5 -55.4 -54.8 BS -58.5 -62.6 -61.9 -60.7DMM -64.4 -51.3 -53.4 -49.1 DMSO -67.8 -63.9 -68.1 -67.6DME -45.1 -55.3 -57.5 -54.3 Diphenly disulfide -42.2 -38.2 -39.1 -44.6DEE -47.1 -57.5 -57.6 -56.5 Dimethyl sulfide -33.9 -32.6 -38.3 -32.7Diglyme -44.7 -56.9 -58.0 -57.6 Diethyl sulfide -37.2 -36.8 -42.9 -39.3Triglyme -44.6 -60.2 -57.7 -60.3 AN -47.0 -48.9 -46.5 -42.5Tetraglyme -44.6 -61.4 -57.4 -62.2 PN -48.4 -44.2 -45.0 -43.9MA -52.0 -48.9 -52.3 -50.3 Adiponitrile -45.3 -38.8 -46.6 -48.4EA -53.4 -49.9 -52.3 -50.3 Valeronitrile -49.7 -45.6 -45.7 -46.6PA -53.8 -50.1 -52.7 -51.6 Glutaronitrile -44.2 -44.9 -47.1 -48.9iPA -53.9 -52.0 -53.3 -52.5 Malononitrile -38.5 -52.6 -45.4 -47.5MP -52.2 -51.1 -52.5 -50.8 Succinonitrile -41.0 -53.6 -46.4 -50.6EP -53.5 -51.7 -52.6 -51.2 Suberonitrile -47.3 -72.4 -47.5 -52.8PP -53.9 -51.9 -52.8 -51.2 Isobutyronitrile -49.5 -46.5 -47.1 -43.0MF -52.7 -46.6 -50.3 -46.8 Biphenyl -38.0 -40.0 -37.4 -42.4EF -54.2 -49.5 -50.6 -48.0 Succinic Anhydride -48.1 -55.7 -49.7 -55.6EB -54.3 -51.0 -53.2 -52.1 t-Butyl benzene -44.0 -29.8 -30.8 -31.4MiB -53.2 -51.3 -52.6 -50.9 Naphthalene -41.7 -36.6 -36.7 -39.3MCA -58.6 -52.8 -50.8 -52.3 Toluene -41.9 -30.2 -35.7 -33.8VA -54.7 -55.9 -64.2 -61.1 MEK -53.0 -50.0 -49.6 -50.2GBL -56.8 -52.3 -51.3 -54.7 Benzene -39.2 -35.8 -35.8 -33.0GVL -58.1 -52.5 -51.0 -54.3 Fluoro benzene -33.9 -39.4 -43.7 -36.7d-Valero lactone -60.2 -52.7 -51.8 -56.3 Hexafluoro benzene -11.7 -38.6 -38.3 -27.9e-Capro lactone -60.2 -53.6 -51.1 -55.0g-Hexano lactone -58.6 -52.7 -51.0 -54.3Figure S1. Bar graph of absolute value of coefficients about coordination energy prediction with MLR, LASSO, and ES-LiR.Figure S2. All indicator weight diagram for coordination energy prediction.Figure S3. All indicator weight diagram for melting point prediction.