{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,20]],"date-time":"2026-04-20T13:32:55Z","timestamp":1776691975129,"version":"3.51.2"},"reference-count":89,"publisher":"MDPI AG","issue":"9","license":[{"start":{"date-parts":[[2025,9,4]],"date-time":"2025-09-04T00:00:00Z","timestamp":1756944000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"the Ministry of Science, Technological Development and Innovation of the Republic of Serbia","award":["451-03-137\/2025-03\/200125"],"award-info":[{"award-number":["451-03-137\/2025-03\/200125"]}]},{"name":"the Ministry of Science, Technological Development and Innovation of the Republic of Serbia","award":["451-03-136\/2025-03\/200125"],"award-info":[{"award-number":["451-03-136\/2025-03\/200125"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Computation"],"abstract":"<jats:p>Machine learning models and web-based tools have been developed for predicting key properties of imidazolium-based ionic liquids. Two high-quality datasets containing experimental density and viscosity values at 298 K were curated from the ILThermo database: one containing 434 systems for density and another with 293 systems for viscosity. Molecular structures were optimized using the GOAT procedure at the GFN-FF level to ensure chemically realistic geometries, and a diverse set of molecular descriptors, including electronic, topological, geometric, and thermodynamic properties, was calculated. Three support vector regression models were built: two for density (IonIL-IM-D1 and IonIL-IM-D2) and one for viscosity (IonIL-IM-V). IonIL-IM-D1 uses three simple descriptors, IonIL-IM-D2 improves accuracy with seven, and IonIL-IM-V employs nine descriptors, including DFT-based features. These models, designed to predict the mentioned properties at room temperature (298 K), are implemented as interactive applications on the atomistica.online platform, enabling property prediction without coding or retraining. The platform also includes a structure generator and searchable databases of optimized structures and descriptors. All tools and datasets are freely available for academic use via the official web site of the atomistica.online platform, supporting open science and data-driven research in molecular design.<\/jats:p>","DOI":"10.3390\/computation13090216","type":"journal-article","created":{"date-parts":[[2025,9,4]],"date-time":"2025-09-04T15:31:21Z","timestamp":1756999881000},"page":"216","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["Predicting Properties of Imidazolium-Based Ionic Liquids via Atomistica Online: Machine Learning Models and Web Tools"],"prefix":"10.3390","volume":"13","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-8049-9969","authenticated-orcid":false,"given":"Stevan","family":"Armakovi\u0107","sequence":"first","affiliation":[{"name":"Department of Physics, Faculty of Sciences, University of Novi Sad, 21000 Novi Sad, Serbia"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3665-1046","authenticated-orcid":false,"given":"Sanja J.","family":"Armakovi\u0107","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Biochemistry and Environmental Protection, Faculty of Sciences, University of Novi Sad, 21000 Novi Sad, Serbia"}]}],"member":"1968","published-online":{"date-parts":[[2025,9,4]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"118556","DOI":"10.1016\/j.molliq.2022.118556","article-title":"Diverse Applications of Ionic Liquids: A Comprehensive Review","volume":"351","author":"Kaur","year":"2022","journal-title":"J. Mol. Liq."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"691","DOI":"10.1007\/s12551-018-0419-2","article-title":"Ionic Liquids: A Brief History","volume":"10","author":"Welton","year":"2018","journal-title":"Biophys. Rev."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"9","DOI":"10.1039\/C1FD00112D","article-title":"Ionic Liquids: Past, Present and Future","volume":"154","author":"Angell","year":"2011","journal-title":"Faraday Discuss."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"7533","DOI":"10.1021\/acs.chemrev.4c00291","article-title":"Introduction: Ionic Liquids for Diverse Applications","volume":"124","author":"Lei","year":"2024","journal-title":"Chem. Rev."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"15861","DOI":"10.1039\/D1TA03656D","article-title":"A Review of the Thermophysical Properties and Potential of Ionic Liquids for Thermal Applications","volume":"9","author":"Fabre","year":"2021","journal-title":"J. Mater. Chem. A"},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"11894","DOI":"10.1021\/acs.chemrev.3c00384","article-title":"Ionic Liquids: New Forms of Active Pharmaceutical Ingredients with Unique, Tunable Properties","volume":"123","author":"Shamshina","year":"2023","journal-title":"Chem. Rev."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"114","DOI":"10.1039\/C9CP05711K","article-title":"Solvation Properties of Protic Ionic Liquids and Molecular Solvents","volume":"22","author":"Yalcin","year":"2019","journal-title":"Phys. Chem. Chem. Phys."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"12873","DOI":"10.1021\/acs.chemrev.0c00373","article-title":"Ion Dissociation in Ionic Liquids and Ionic Liquid Solutions","volume":"120","author":"Nordness","year":"2020","journal-title":"Chem. Rev."},{"key":"ref_9","doi-asserted-by":"crossref","unstructured":"Eyckens, D.J., and Henderson, L.C. (2019). A Review of Solvate Ionic Liquids: Physical Parameters and Synthetic Applications. Front. Chem., 7.","DOI":"10.3389\/fchem.2019.00263"},{"key":"ref_10","doi-asserted-by":"crossref","unstructured":"Chatterjee, K., Pathak, A.D., Lakma, A., Sharma, C.S., Sahu, K.K., and Singh, A.K. (2020). Synthesis, Characterization and Application of a Non-Flammable Dicationic Ionic Liquid in Lithium-Ion Battery as Electrolyte Additive. Sci. Rep., 10.","DOI":"10.1038\/s41598-020-66341-x"},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"113994","DOI":"10.1016\/j.combustflame.2025.113994","article-title":"Role of Anions in the Electrochemical Modulation of Flammability of Ionic Liquids","volume":"275","author":"Anis","year":"2025","journal-title":"Combust. Flame"},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"42","DOI":"10.1016\/j.cogsc.2018.12.010","article-title":"Green Solvents in Analytical Chemistry","volume":"18","author":"Pino","year":"2019","journal-title":"Curr. Opin. Green Sustain. Chem."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"87","DOI":"10.1016\/j.cofs.2019.04.003","article-title":"Green Solvents for the Extraction of Bioactive Compounds from Natural Products Using Ionic Liquids and Deep Eutectic Solvents","volume":"26","author":"Choi","year":"2019","journal-title":"Curr. Opin. Food Sci."},{"key":"ref_14","doi-asserted-by":"crossref","unstructured":"Lebedeva, O., Kultin, D., and Kustov, L. (2021). Electrochemical Synthesis of Unique Nanomaterials in Ionic Liquids. Nanomaterials, 11.","DOI":"10.3390\/nano11123270"},{"key":"ref_15","doi-asserted-by":"crossref","unstructured":"Torrinha, \u00c1., Oliveira, T.M.B.F., Ribeiro, F.W.P., de Lima-Neto, P., Correia, A.N., and Morais, S. (2022). (Bio)Sensing Strategies Based on Ionic Liquid-Functionalized Carbon Nanocomposites for Pharmaceuticals: Towards Greener Electrochemical Tools. Nanomaterials, 12.","DOI":"10.3390\/nano12142368"},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"112039","DOI":"10.1016\/j.rser.2021.112039","article-title":"Are Ionic Liquids Eco-Friendly?","volume":"157","year":"2022","journal-title":"Renew. Sustain. Energy Rev."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"599","DOI":"10.1016\/j.molstruc.2019.01.014","article-title":"Synthesis and Spectroscopic Study of Two New Pyrazole Derivatives with Detailed Computational Evaluation of Their Reactivity and Pharmaceutical Potential","volume":"1181","author":"Thomas","year":"2019","journal-title":"J. Mol. Struct."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"825","DOI":"10.1080\/10406638.2019.1624974","article-title":"Theoretical Studies on the Structure and Various Physico-Chemical and Biological Properties of a Terphenyl Derivative with Immense Anti-Protozoan Activity","volume":"41","author":"Mary","year":"2021","journal-title":"Polycycl. Aromat. Compd."},{"key":"ref_19","doi-asserted-by":"crossref","unstructured":"Haruna, K., Kumar, V.S., Armakovi\u0107, S.J., Armakovi\u0107, S., Mary, Y.S., Thomas, R., Popoola, S.A., Almohammedi, A.R., Roxy, M.S., and Al-Saadi, A.A. (2020). Spectral Characterization, Thermochemical Studies, Periodic SAPT Calculations and Detailed Quantum Mechanical Profiling Various Physico-Chemical Properties of 3,4-Dichlorodiuron. Spectrochim. Acta Part A Mol. Biomol. Spectrosc., 228.","DOI":"10.1016\/j.saa.2019.117580"},{"key":"ref_20","doi-asserted-by":"crossref","unstructured":"Beegum, S., Mary, Y.S., Mary, Y.S., Thomas, R., Armakovi\u0107, S., Armakovi\u0107, S.J., Zitko, J., Dolezal, M., and Van Alsenoy, C. (2020). Exploring the Detailed Spectroscopic Characteristics, Chemical and Biological Activity of Two Cyanopyrazine-2-Carboxamide Derivatives Using Experimental and Theoretical Tools. Spectrochim. Acta Part A Mol. Biomol. Spectrosc., 224.","DOI":"10.1016\/j.saa.2019.117414"},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"127316","DOI":"10.1016\/j.molstruc.2019.127316","article-title":"Hybrid and Bioactive Cocrystals of Pyrazinamide with Hydroxybenzoic Acids: Detailed Study of Structure, Spectroscopic Characteristics, Other Potential Applications and Noncovalent Interactions Using SAPT","volume":"1202","author":"Mary","year":"2020","journal-title":"J. Mol. Struct."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"127587","DOI":"10.1016\/j.molstruc.2019.127587","article-title":"Experimental and Computational Analysis of 1-(4-Chloro-3-Nitrophenyl)-3-(3,4-Dichlorophenyl)Thiourea","volume":"1205","author":"Bielenica","year":"2020","journal-title":"J. Mol. Struct."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"115229","DOI":"10.1016\/j.molliq.2020.115229","article-title":"Intermolecular Driving Forces on the Adsorption of DNA\/RNA Nucleobases to Graphene and Phosphorene: An Atomistic Perspective from DFT Calculations","volume":"325","year":"2021","journal-title":"J. Mol. Liq."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"6173","DOI":"10.1021\/acs.macromol.0c01030","article-title":"Conformations and Dynamics of Polymer Chains in Cis and Trans Polybutadiene\/Silica Nanocomposites through Atomistic Simulations: From the Unentangled to the Entangled Regime","volume":"53","author":"Behbahani","year":"2020","journal-title":"Macromolecules"},{"key":"ref_25","doi-asserted-by":"crossref","unstructured":"Sutton, C., and Levchenko, S.V. (2020). First-Principles Atomistic Thermodynamics and Configurational Entropy. Front. Chem., 8.","DOI":"10.3389\/fchem.2020.00757"},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"4702","DOI":"10.1021\/acs.jcim.2c00748","article-title":"Screening of the Role of the Chemical Structure in the Electrochemical Stability Window of Ionic Liquids: DFT Calculations Combined with Data Mining","volume":"62","author":"Moraes","year":"2022","journal-title":"J. Chem. Inf. Model."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"111580","DOI":"10.1016\/j.molliq.2019.111580","article-title":"The Electronic Structure of Ionic Liquids Based on the TFSI Anion: A Gas Phase UPS and DFT Study","volume":"294","author":"Kuusik","year":"2019","journal-title":"J. Mol. Liq."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"314","DOI":"10.1016\/j.molliq.2018.10.043","article-title":"Effect of the External Electric Field on the Electronic Structure, Spectroscopic Features, NLO Properties, and Interionic Interactions in Ionic Liquids: A DFT Approach","volume":"273","author":"Bardak","year":"2019","journal-title":"J. Mol. Liq."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"124440","DOI":"10.1016\/j.molliq.2024.124440","article-title":"Molecular Mechanism for the Interaction of Natural Products with Ionic Liquids: Insights from MD and DFT Study","volume":"399","author":"Zheng","year":"2024","journal-title":"J. Mol. Liq."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"721","DOI":"10.1016\/j.molliq.2018.12.034","article-title":"Kinetic Stability of Imidazolium Cations and Ionic Liquids: A Frontier Molecular Orbital Approach","volume":"276","author":"Thomas","year":"2019","journal-title":"J. Mol. Liq."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"116946","DOI":"10.1016\/j.ces.2021.116946","article-title":"Density Functional Theory Study of Adsorption of Ionic Liquids on Graphene Oxide Surface","volume":"245","author":"He","year":"2021","journal-title":"Chem. Eng. Sci."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"263","DOI":"10.1021\/acs.accounts.0c00699","article-title":"Applications of Deep Learning in Molecule Generation and Molecular Property Prediction","volume":"54","author":"Walters","year":"2021","journal-title":"Acc. Chem. Res."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"361","DOI":"10.1146\/annurev-physchem-042018-052331","article-title":"Machine Learning for Molecular Simulation","volume":"71","author":"Tkatchenko","year":"2020","journal-title":"Annu. Rev. Phys. Chem."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"e1603","DOI":"10.1002\/wcms.1603","article-title":"A Review of Molecular Representation in the Age of Machine Learning","volume":"12","author":"Wigh","year":"2022","journal-title":"WIREs Comput. Mol. Sci."},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"119509","DOI":"10.1016\/j.molliq.2022.119509","article-title":"Machine Learning Assisted Structure-Based Models for Predicting Electrical Conductivity of Ionic Liquids","volume":"362","author":"Mousavi","year":"2022","journal-title":"J. Mol. Liq."},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"1257","DOI":"10.1039\/D3ME00033H","article-title":"Machine Learning Predictions of Diffusion in Bulk and Confined Ionic Liquids Using Simple Descriptors","volume":"8","author":"Bobbitt","year":"2023","journal-title":"Mol. Syst. Des. Eng."},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"3161","DOI":"10.1021\/acs.jcim.4c02364","article-title":"Recent Advances in the Modeling of Ionic Liquids Using Artificial Neural Networks","volume":"65","author":"Racki","year":"2025","journal-title":"J. Chem. Inf. Model."},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"6820","DOI":"10.1039\/D1SC01000J","article-title":"A Review on Machine Learning Algorithms for the Ionic Liquid Chemical Space","volume":"12","author":"Koutsoukos","year":"2021","journal-title":"Chem. Sci."},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"3254","DOI":"10.1021\/ie801113x","article-title":"Density of Ionic Liquids Using Group Contribution and Artificial Neural Networks","volume":"48","author":"Valderrama","year":"2009","journal-title":"Ind. Eng. Chem. Res."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"965","DOI":"10.1016\/j.molliq.2016.10.050","article-title":"ANFIS Modeling of Ionic Liquids Densities","volume":"224","author":"Mohammadi","year":"2016","journal-title":"J. Mol. Liq."},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"5322","DOI":"10.1021\/acs.iecr.9b00130","article-title":"Extensive Databases and Group Contribution QSPRs of Ionic Liquids Properties. 1. Density","volume":"58","year":"2019","journal-title":"Ind. Eng. Chem. Res."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"10542","DOI":"10.1021\/acs.jpcb.3c05521","article-title":"Graph Neural Networks and Structural Information on Ionic Liquids: A Cheminformatics Study on Molecular Physicochemical Property Prediction","volume":"127","author":"Baran","year":"2023","journal-title":"J. Phys. Chem. B"},{"key":"ref_43","doi-asserted-by":"crossref","unstructured":"Acar, Z., Nguyen, P., and Lau, K.C. (2022). Machine-Learning Model Prediction of Ionic Liquids Melting Points. Appl. Sci., 12.","DOI":"10.3390\/app12052408"},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"108293","DOI":"10.1016\/j.compchemeng.2023.108293","article-title":"Modeling the Toxicity of Ionic Liquids Based on Deep Learning Method","volume":"176","author":"Fan","year":"2023","journal-title":"Comput. Chem. Eng."},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"5630","DOI":"10.1039\/D2CC01549H","article-title":"Sigma Profiles in Deep Learning: Towards a Universal Molecular Descriptor","volume":"58","author":"Abranches","year":"2022","journal-title":"Chem. Commun."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"117","DOI":"10.1080\/08927022.2022.2126865","article-title":"Atomistica.Online\u2014Web Application for Generating Input Files for ORCA Molecular Modelling Package Made with the Anvil Platform","volume":"49","year":"2023","journal-title":"Mol. Simul."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"560","DOI":"10.1080\/08927022.2024.2329736","article-title":"Online and Desktop Graphical User Interfaces for Xtb Programme from Atomistica.Online Platform","volume":"50","year":"2024","journal-title":"Mol. Simul."},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"90","DOI":"10.1021\/acs.jpca.9b05734","article-title":"Comprehensive Benchmark Results for the Domain Based Local Pair Natural Orbital Coupled Cluster Method (DLPNO-CCSD(T)) for Closed- and Open-Shell Systems","volume":"124","author":"Liakos","year":"2020","journal-title":"J. Phys. Chem. A"},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"024116","DOI":"10.1063\/1.5127550","article-title":"Linear Scaling Perturbative Triples Correction Approximations for Open-Shell Domain-Based Local Pair Natural Orbital Coupled Cluster Singles and Doubles Theory [DLPNO-CCSD(T0\/T)]","volume":"152","author":"Guo","year":"2020","journal-title":"J. Chem. Phys."},{"key":"ref_50","doi-asserted-by":"crossref","first-page":"381","DOI":"10.1002\/jcc.26942","article-title":"The SHARK Integral Generation and Digestion System","volume":"44","author":"Neese","year":"2022","journal-title":"J. Comput. Chem."},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"28700","DOI":"10.1039\/D2CP02827A","article-title":"DFT Exchange: Sharing Perspectives on the Workhorse of Quantum Chemistry and Materials Science","volume":"24","author":"Teale","year":"2022","journal-title":"Phys. Chem. Chem. Phys."},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"98","DOI":"10.1016\/j.chemphys.2008.10.036","article-title":"Efficient, Approximate and Parallel Hartree\u2013Fock and Hybrid DFT Calculations. A \u2018Chain-of-Spheres\u2019 Algorithm for the Hartree\u2013Fock Exchange","volume":"356","author":"Neese","year":"2009","journal-title":"Chem. Phys."},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"e1327","DOI":"10.1002\/wcms.1327","article-title":"Software Update: The ORCA Program System, Version 4.0","volume":"8","author":"Neese","year":"2018","journal-title":"WIREs Comput. Mol. Sci."},{"key":"ref_54","doi-asserted-by":"crossref","first-page":"73","DOI":"10.1002\/wcms.81","article-title":"The ORCA Program System","volume":"2","author":"Neese","year":"2012","journal-title":"WIREs Comput. Mol. Sci."},{"key":"ref_55","doi-asserted-by":"crossref","first-page":"224108","DOI":"10.1063\/5.0004608","article-title":"The ORCA Quantum Chemistry Program Package","volume":"152","author":"Neese","year":"2020","journal-title":"J. Chem. Phys."},{"key":"ref_56","doi-asserted-by":"crossref","first-page":"e1493","DOI":"10.1002\/wcms.1493","article-title":"Extended Tight-Binding Quantum Chemistry Methods","volume":"11","author":"Bannwarth","year":"2021","journal-title":"WIREs Comput. Mol. Sci."},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"1652","DOI":"10.1021\/acs.jctc.8b01176","article-title":"GFN2-xTB\u2014An Accurate and Broadly Parametrized Self-Consistent Tight-Binding Quantum Chemical Method with Multipole Electrostatics and Density-Dependent Dispersion Contributions","volume":"15","author":"Bannwarth","year":"2019","journal-title":"J. Chem. Theory Comput."},{"key":"ref_58","doi-asserted-by":"crossref","first-page":"4250","DOI":"10.1021\/acs.jctc.1c00471","article-title":"Robust and Efficient Implicit Solvation Model for Fast Semiempirical Methods","volume":"17","author":"Ehlert","year":"2021","journal-title":"J. Chem. Theory Comput."},{"key":"ref_59","doi-asserted-by":"crossref","first-page":"1989","DOI":"10.1021\/acs.jctc.7b00118","article-title":"A Robust and Accurate Tight-Binding Quantum Chemical Method for Structures, Vibrational Frequencies, and Noncovalent Interactions of Large Molecular Systems Parametrized for All Spd-Block Elements (Z = 1\u201386)","volume":"13","author":"Grimme","year":"2017","journal-title":"J. Chem. Theory Comput."},{"key":"ref_60","doi-asserted-by":"crossref","unstructured":"Froitzheim, T., M\u00fcller, M., Hansen, A., and Grimme, S. (2025). G-xTB: A General-Purpose Extended Tight-Binding Electronic Structure Method For the Elements H to Lr (Z = 1\u2013103). ChemRxiv.","DOI":"10.26434\/chemrxiv-2025-bjxvt"},{"key":"ref_61","doi-asserted-by":"crossref","first-page":"1953","DOI":"10.1021\/ja01010a005","article-title":"Ground States of Conjugated Molecules. IX. Hydrocarbon Radicals and Radical Ions","volume":"90","author":"Dewar","year":"1968","journal-title":"J. Am. Chem. Soc."},{"key":"ref_62","doi-asserted-by":"crossref","first-page":"3902","DOI":"10.1021\/ja00299a024","article-title":"Development and Use of Quantum Mechanical Molecular Models. 76. AM1: A New General Purpose Quantum Mechanical Molecular Model","volume":"107","author":"Dewar","year":"1985","journal-title":"J. Am. Chem. Soc."},{"key":"ref_63","doi-asserted-by":"crossref","first-page":"4899","DOI":"10.1021\/ja00457a004","article-title":"Ground States of Molecules. 38. The MNDO Method. Approximations and Parameters","volume":"99","author":"Dewar","year":"1977","journal-title":"J. Am. Chem. Soc."},{"key":"ref_64","doi-asserted-by":"crossref","first-page":"1101","DOI":"10.1002\/jcc.20425","article-title":"RM1: A Reparameterization of AM1 for H, C, N, O, P, S, F, Cl, Br, and I","volume":"27","author":"Rocha","year":"2006","journal-title":"J. Comput. Chem."},{"key":"ref_65","doi-asserted-by":"crossref","first-page":"209","DOI":"10.1002\/jcc.540100208","article-title":"Optimization of Parameters for Semiempirical Methods I. Method","volume":"10","author":"Stewart","year":"1989","journal-title":"J. Comput. Chem."},{"key":"ref_66","doi-asserted-by":"crossref","first-page":"221","DOI":"10.1002\/jcc.540100209","article-title":"Optimization of Parameters for Semiempirical Methods II. Applications","volume":"10","author":"Stewart","year":"1989","journal-title":"J. Comput. Chem."},{"key":"ref_67","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1007\/BF00128336","article-title":"MOPAC: A Semiempirical Molecular Orbital Program","volume":"4","author":"Stewart","year":"1990","journal-title":"J. Comput. Mol. Des."},{"key":"ref_68","doi-asserted-by":"crossref","first-page":"1173","DOI":"10.1007\/s00894-007-0233-4","article-title":"Optimization of Parameters for Semiempirical Methods V: Modification of NDDO Approximations and Application to 70 Elements","volume":"13","author":"Stewart","year":"2007","journal-title":"J. Mol. Model."},{"key":"ref_69","doi-asserted-by":"crossref","first-page":"391","DOI":"10.1007\/BF01134863","article-title":"Extension of the MNDO Formalism Tod Orbitals: Integral Approximations and Preliminary Numerical Results","volume":"81","author":"Thiel","year":"1992","journal-title":"Theoret. Chim. Acta"},{"key":"ref_70","doi-asserted-by":"crossref","first-page":"082503","DOI":"10.1063\/5.0216272","article-title":"A Comprehensive Electron Wavefunction Analysis Toolbox for Chemists, Multiwfn","volume":"161","author":"Lu","year":"2024","journal-title":"J. Chem. Phys."},{"key":"ref_71","doi-asserted-by":"crossref","first-page":"315","DOI":"10.1007\/s00894-020-04577-0","article-title":"Van Der Waals Potential: An Important Complement to Molecular Electrostatic Potential in Studying Intermolecular Interactions","volume":"26","author":"Lu","year":"2020","journal-title":"J. Mol. Model."},{"key":"ref_72","doi-asserted-by":"crossref","first-page":"1521","DOI":"10.1007\/s11224-014-0430-6","article-title":"Wavefunction and Reactivity Study of Benzo[a]Pyrene Diol Epoxide and Its Enantiomeric Forms","volume":"25","author":"Lu","year":"2014","journal-title":"Struct. Chem."},{"key":"ref_73","doi-asserted-by":"crossref","first-page":"580","DOI":"10.1002\/jcc.22885","article-title":"Multiwfn: A Multifunctional Wavefunction Analyzer","volume":"33","author":"Lu","year":"2012","journal-title":"J. Comput. Chem."},{"key":"ref_74","doi-asserted-by":"crossref","first-page":"819","DOI":"10.1002\/jcc.10216","article-title":"Packing Optimization for Automated Generation of Complex System\u2019s Initial Configurations for Molecular Dynamics and Docking","volume":"24","year":"2003","journal-title":"J. Comput. Chem."},{"key":"ref_75","doi-asserted-by":"crossref","first-page":"2157","DOI":"10.1002\/jcc.21224","article-title":"PACKMOL: A Package for Building Initial Configurations for Molecular Dynamics Simulations","volume":"30","author":"Andrade","year":"2009","journal-title":"J. Comput. Chem."},{"key":"ref_76","unstructured":"(2025, July 09). Sharing New Breakthroughs and Artifacts Supporting Molecular Property Prediction, Language Processing, and Neuroscience. Available online: https:\/\/ai.meta.com\/blog\/meta-fair-science-new-open-source-releases\/."},{"key":"ref_77","unstructured":"(2025, July 09). Ionic Liquids Database\u2014ILThermo, Available online: https:\/\/ilthermo.boulder.nist.gov\/."},{"key":"ref_78","unstructured":"Landrum, G., Tosco, P., Kelley, B., Rodriguez, R., Cosgrove, D., Vianello, R., Gedeck, P., Jones, G., and Kawashima, E. (2025). Rdkit\/Rdkit: 2025_03_6 (Q1 2025) Release 2025. Zenodo."},{"key":"ref_79","doi-asserted-by":"crossref","first-page":"33","DOI":"10.1186\/1758-2946-3-33","article-title":"Open Babel: An Open Chemical Toolbox","volume":"3","author":"Banck","year":"2011","journal-title":"J. Cheminformatics"},{"key":"ref_80","doi-asserted-by":"crossref","first-page":"e202500393","DOI":"10.1002\/anie.202500393","article-title":"GOAT: A Global Optimization Algorithm for Molecules and Atomic Clusters","volume":"64","year":"2025","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_81","doi-asserted-by":"crossref","first-page":"9911","DOI":"10.1063\/1.1724816","article-title":"Minima Hopping: An Efficient Search Method for the Global Minimum of the Potential Energy Surface of Complex Molecular Systems","volume":"120","author":"Goedecker","year":"2004","journal-title":"J. Chem. Phys."},{"key":"ref_82","doi-asserted-by":"crossref","first-page":"5111","DOI":"10.1021\/jp970984n","article-title":"Global Optimization by Basin-Hopping and the Lowest Energy Structures of Lennard-Jones Clusters Containing up to 110 Atoms","volume":"101","author":"Wales","year":"1997","journal-title":"J. Phys. Chem. A"},{"key":"ref_83","doi-asserted-by":"crossref","first-page":"e1606","DOI":"10.1002\/wcms.1606","article-title":"Software Update: The ORCA Program System\u2014Version 5.0","volume":"12","author":"Neese","year":"2022","journal-title":"WIREs Comput. Mol. Sci."},{"key":"ref_84","doi-asserted-by":"crossref","first-page":"15665","DOI":"10.1002\/anie.202004239","article-title":"Robust Atomistic Modeling of Materials, Organometallic, and Biochemical Systems","volume":"59","author":"Spicher","year":"2020","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_85","doi-asserted-by":"crossref","first-page":"052502","DOI":"10.1063\/5.0213317","article-title":"Quantum Chemical Package Jaguar: A Survey of Recent Developments and Unique Features","volume":"161","author":"Cao","year":"2024","journal-title":"J. Chem. Phys."},{"key":"ref_86","doi-asserted-by":"crossref","first-page":"2089","DOI":"10.1002\/jcc.26739","article-title":"Pseudospectral Implementations of Long-Range Corrected Density Functional Theory","volume":"42","author":"Cao","year":"2021","journal-title":"J. Comput. Chem."},{"key":"ref_87","doi-asserted-by":"crossref","first-page":"1425","DOI":"10.1002\/jcc.24350","article-title":"Highly Efficient Implementation of Pseudospectral Time-Dependent Density-Functional Theory for the Calculation of Excitation Energies of Large Molecules","volume":"37","author":"Cao","year":"2016","journal-title":"J. Comput. Chem."},{"key":"ref_88","doi-asserted-by":"crossref","first-page":"5780","DOI":"10.1021\/acs.jctc.7b00764","article-title":"Automated Transition State Search and Its Application to Diverse Types of Organic Reactions","volume":"13","author":"Jacobson","year":"2017","journal-title":"J. Chem. Theory Comput."},{"key":"ref_89","doi-asserted-by":"crossref","first-page":"2110","DOI":"10.1002\/qua.24481","article-title":"Jaguar: A High-Performance Quantum Chemistry Software Program with Strengths in Life and Materials Sciences","volume":"113","author":"Bochevarov","year":"2013","journal-title":"Int. J. Quantum Chem."}],"container-title":["Computation"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/2079-3197\/13\/9\/216\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,9]],"date-time":"2025-10-09T18:39:46Z","timestamp":1760035186000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/2079-3197\/13\/9\/216"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,9,4]]},"references-count":89,"journal-issue":{"issue":"9","published-online":{"date-parts":[[2025,9]]}},"alternative-id":["computation13090216"],"URL":"https:\/\/doi.org\/10.3390\/computation13090216","relation":{},"ISSN":["2079-3197"],"issn-type":[{"value":"2079-3197","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,9,4]]}}}