{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,23]],"date-time":"2026-09-23T23:44:46Z","timestamp":1790207086780,"version":"4.1.0"},"reference-count":71,"publisher":"MDPI AG","issue":"21","license":[{"start":{"date-parts":[[2022,10,31]],"date-time":"2022-10-31T00:00:00Z","timestamp":1667174400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Synthesis of sulfonamide through an indirect method that avoids contamination of the product with no need for purification has been carried out using the indirect process. Here, we report the synthesis of a novel sulfonamide compound, ({4-nitrophenyl}sulfonyl)tryptophan (DNSPA) from 4-nitrobenzenesulphonylchloride and L-tryptophan precursors. The slow evaporation method was used to form single crystals of the named compound from methanolic solution. The compound was characterized by X-ray crystallographic analysis and spectroscopic methods (NMR, IR, mass spectrometry, and UV-vis). The sulfonamide N-H NMR signal at 8.07\u20138.09 ppm and S-N stretching vibration at 931 cm\u22121 indicate the formation of the target compound. The compound crystallized in the monoclinic crystal system and P21 space group with four molecules of the compound in the asymmetric unit. Molecular aggregation in the crystal structure revealed a 12-molecule aggregate synthon sustained by O-H\u22efO hydrogen bonds and stabilised by N-H\u22efO intermolecular contacts. Experimental studies were complemented by DFT calculations at the B3LYP\/6-311++G(d,p) level of theory. The computed structural and spectroscopic data are in good agreement with those obtained experimentally. The energies of interactions between the units making up the molecule were calculated. Molecular docking studies showed that DNSPA has a binding energy of \u22126.37 kcal\/mol for E. coli DNA gyrase (5MMN) and \u22126.35 kcal\/mol for COVID-19 main protease (6LU7).<\/jats:p>","DOI":"10.3390\/molecules27217400","type":"journal-article","created":{"date-parts":[[2022,11,1]],"date-time":"2022-11-01T06:01:28Z","timestamp":1667282488000},"page":"7400","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":12,"title":["Structure and Computational Studies of New Sulfonamide Compound: {(4-nitrophenyl)sulfonyl}tryptophan"],"prefix":"10.3390","volume":"27","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-1059-5231","authenticated-orcid":false,"given":"Florence Uchenna","family":"Eze","sequence":"first","affiliation":[{"name":"Department of Pure and Industrial Chemistry, University of Nigeria, Nsukka 410001, Nigeria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1843-4168","authenticated-orcid":false,"given":"Chigozie Julius","family":"Ezeorah","sequence":"additional","affiliation":[{"name":"Department of Pure and Industrial Chemistry, University of Nigeria, Nsukka 410001, Nigeria"},{"name":"Department of Chemistry and Biochemistry, University of South Carolina, Columbia, SC 29208, USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6007-0674","authenticated-orcid":false,"given":"Blessing Chinweotito","family":"Ogboo","sequence":"additional","affiliation":[{"name":"Department of Pure and Industrial Chemistry, University of Nigeria, Nsukka 410001, Nigeria"},{"name":"Department of Chemistry, State University of New York at Buffalo, Buffalo, NY 14260, USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0815-8198","authenticated-orcid":false,"given":"Obinna Chibueze","family":"Okpareke","sequence":"additional","affiliation":[{"name":"Department of Pure and Industrial Chemistry, University of Nigeria, Nsukka 410001, Nigeria"},{"name":"School of Science, University of Waikato, Private Bag 3105, Hamilton 3240, New Zealand"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8624-8431","authenticated-orcid":false,"given":"Lydia","family":"Rhyman","sequence":"additional","affiliation":[{"name":"Computational Chemistry Group, Department of Chemistry, Faculty of Science, University of Mauritius, R\u00e9duit 808037, Mauritius"},{"name":"Centre for Natural Product Research, Department of Chemical Sciences, University of Johannesburg, Doornfontein, Johannesburg 2028, South Africa"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ponnadurai","family":"Ramasami","sequence":"additional","affiliation":[{"name":"Computational Chemistry Group, Department of Chemistry, Faculty of Science, University of Mauritius, R\u00e9duit 808037, Mauritius"},{"name":"Centre for Natural Product Research, Department of Chemical Sciences, University of Johannesburg, Doornfontein, Johannesburg 2028, South Africa"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7476-3292","authenticated-orcid":false,"given":"Sunday Nwankwo","family":"Okafor","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical and Medicinal Chemistry, University of Nigeria, Nsukka 410011, Nigeria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Groutso","family":"Tania","sequence":"additional","affiliation":[{"name":"School of Chemical Sciences, University of Auckland, Private Bag 92019, Auckland 1142, New 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Med. Chem. Lett."},{"key":"ref_3","doi-asserted-by":"crossref","unstructured":"Cheong, M.S., Seo, K.H., Chohra, H., Yoon, Y.E., Choe, H., Kantharaj, V., and Lee, Y.B. (2020). Influence of sulfonamide contamination derived from veterinary antibiotics on plant growth and development. Antibiotics, 9.","DOI":"10.3390\/antibiotics9080456"},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"458","DOI":"10.1016\/j.foodchem.2018.10.044","article-title":"Thiolfunctionalized magnetic carbon nanotubes for magnetic microsolid phase extraction of sulfonamide antibiotics from milks and commercial chicken meat products","volume":"276","author":"Nasir","year":"2019","journal-title":"Food Chem."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"535","DOI":"10.1002\/med.10047","article-title":"Protease inhibitors of the sulfonamide type: Anticancer, anti-inflammatory, and antiviral agents","volume":"5","author":"Supuran","year":"2003","journal-title":"Med. Res. Rev."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"1080","DOI":"10.1021\/jo052164+","article-title":"A convenient preparation of heteroaryl sulfonamides and sulfonyl fluorides from heteroaryl thiols","volume":"71","author":"Wright","year":"2006","journal-title":"J. Org. Chem."},{"key":"ref_7","first-page":"5117","article-title":"Synthesis, Characterization and Anti-Inflammatory Activities of N-Aryl Substituted Benzenesulphonamide Derivatives","volume":"14","author":"Eze","year":"2020","journal-title":"Can. J. Pure Appl. Sci."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"1024","DOI":"10.1021\/ja0397658","article-title":"Direct synthesis of sulfonamides and activated sulfonate esters from sulfonic acids","volume":"126","author":"Caddick","year":"2004","journal-title":"J. Am. Chem. Soc."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"1928","DOI":"10.1055\/s-2002-34907","article-title":"Catalytic arylation of sulfamoyl chlorides: A practical synthesis of sulfonamides","volume":"11","author":"Frost","year":"2002","journal-title":"Synlett"},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"683","DOI":"10.1021\/jo062296i","article-title":"Expedient synthesis of sulfinamides from sulfonyl chlorides","volume":"72","author":"Harmata","year":"2007","journal-title":"J. Org. Chem."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"1873","DOI":"10.1002\/adsc.200600652","article-title":"\u03b2-Cyclodextrin-catalyzed monosulfonylation of amines and amino acids in water","volume":"349","author":"Sridhar","year":"2007","journal-title":"Adv. Synth. Catal."},{"key":"ref_12","first-page":"3983","article-title":"One-pot synthesis of sulfonamides from primary and secondary amine derived sulfonate salts using cyanuric chloride","volume":"30","author":"Rad","year":"2009","journal-title":"Synthesis"},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"3165","DOI":"10.1039\/D1RA07844E","article-title":"Utilization of transition metal fluoride-based solid support catalysts for the synthesis of sulfonamides: Carbonic anhydrase inhibitory activity and in silico study","volume":"12","author":"Deedar","year":"2022","journal-title":"RSC Adv."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"4582","DOI":"10.1039\/C4CC01353K","article-title":"Copper-mediated S\u2013N formation via an oxygen-activated radical process: A new synthesis method for sulphonamides","volume":"50","author":"Huang","year":"2014","journal-title":"Chem. Commun."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"1232","DOI":"10.1016\/j.tetlet.2016.02.009","article-title":"Metal-free synthesis of sulfonamides via iodine-catalysed oxidative coupling of sulfonyl hydrazides and amines","volume":"57","author":"Kumar","year":"2016","journal-title":"Tetrahedron Lett."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"140","DOI":"10.1080\/10426507.2010.488257","article-title":"A green catalyst-free method for the synthesis of sulfonamides and sulfonylazides","volume":"186","author":"Jafarpour","year":"2011","journal-title":"Phosphorus Sulfur Silicon"},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"5262","DOI":"10.1039\/D0GC01360A","article-title":"Electrochemical synthesis of sulfonamides in graphite powder macro electrode","volume":"22","author":"Vicente","year":"2020","journal-title":"Green Chem."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"4713","DOI":"10.1021\/acs.joc.6b00615","article-title":"Electrochemical oxidative amination of sodium sulfinates: Synthesis of sulfonamides mediated by nh4i as a redox catalyst","volume":"81","author":"Jiang","year":"2016","journal-title":"J. Org. Chem."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"1277","DOI":"10.1002\/cjoc.201600452","article-title":"Electrosynthesis of arylsulfonamides from amines and sodium sulfinates using h2o-nai as the electrolyte solution at room temperature","volume":"34","author":"Zhang","year":"2016","journal-title":"Chin. J. Chem."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"2099","DOI":"10.1039\/c0gc00382d","article-title":"Organic electrosynthesis: A promising green methodology in organic chemistry","volume":"12","author":"Little","year":"2010","journal-title":"Green Chem."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"235","DOI":"10.1021\/co400012m","article-title":"Building a sulfonamide library by eco-friendly flow synthesis","volume":"15","author":"Gioiello","year":"2013","journal-title":"ACS Comb. Sci."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"131662","DOI":"10.1016\/j.tet.2020.131662","article-title":"Synthesis of sulfonamide and their synthetic and therapeutic applications: Recent advances","volume":"76","author":"Shovan","year":"2020","journal-title":"Tetrahedron"},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"237","DOI":"10.1021\/cr60162a001","article-title":"The reactions of aliphatic acid chlorides","volume":"52","author":"Sonntag","year":"1953","journal-title":"Chem. Rev."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"2601","DOI":"10.1055\/s-2002-35618","article-title":"Indium-mediated reformatsky-type reaction of \u03b2-aminovinylchlorodifluoromethyl ketones with heteroaryl","volume":"17","author":"Medebielle","year":"2002","journal-title":"Synthesis"},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"3317","DOI":"10.1021\/jm900251a","article-title":"Design and synthesis of small molecule glycerol 3-phosphate acyltransferase inhibitors","volume":"52","author":"Wydysh","year":"2009","journal-title":"J. Med. Chem."},{"key":"ref_26","first-page":"o2019","article-title":"N-Bis(2-hydroxyethyl)-4-methylbenzenesulfonamide","volume":"E68","author":"Mushtaq","year":"2012","journal-title":"Acta Cryst."},{"key":"ref_27","first-page":"367815","article-title":"Room temperature synthesis and antibacterial activity of new sulfonamides containing n,n-diethyl-substituted amidomoieties","volume":"2012","author":"Olayinka","year":"2012","journal-title":"Int. J. Med. Chem."},{"key":"ref_28","first-page":"3","article-title":"Antiproliferative Evaluation and molecular docking studies of some sulfonyl-\u03b1-l-amino acid derivatives coupled with anisamide scaffold","volume":"64","author":"Galal","year":"2021","journal-title":"Egypt. J. Chem."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"418","DOI":"10.1016\/j.molstruc.2017.12.061","article-title":"Highly efficient regioselective synthesis, spectroscopic characterizations and DFT calculations of novel hydroxymethylated 1,4-disubstituted-1,2,3-triazole-based sulfonamides","volume":"1157","author":"Taheri","year":"2018","journal-title":"J. Mol. Struct."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"164","DOI":"10.1016\/j.molstruc.2019.07.032","article-title":"Efficient synthesis, spectroscopic characterization and DFT based studies of novel 1-amide 4-sulfonamide-1,2,3-triazole derivatives","volume":"1197","author":"Bonyad","year":"2019","journal-title":"J. Mol. Struct."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"127405","DOI":"10.1016\/j.molstruc.2019.127405","article-title":"Straightforward synthesis, spectroscopic characterizations and comprehensive DFT calculations of novel 1-ester 4-sulfonamide-1,2,3-triazole scaffolds","volume":"1203","author":"Alizadeh","year":"2020","journal-title":"J. Mol. Struct."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"104400","DOI":"10.1016\/j.bioorg.2020.104400","article-title":"Antibacterial activities of sulfonyl or sulfonamide containing heterocyclic derivatives and its structure-activity relationships (SAR) studies: A critical review","volume":"105","author":"Verma","year":"2020","journal-title":"Bioorg. Chem."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"132305","DOI":"10.1016\/j.molstruc.2021.132305","article-title":"New 3d multifunctional metal chelates of sulfonamide: Spectral, vibrational, molecular modeling, DFT, medicinal and in silico studies","volume":"1254","author":"Sumrra","year":"2022","journal-title":"J. Mol. Struct."},{"key":"ref_34","doi-asserted-by":"crossref","unstructured":"Okafor, S.N., Angsantikul, P., and Ahmed, H. (2022). Discovery of Novel HIV Protease Inhibitors Using Modern Computational Techniques. Int. J. Mol. Sci., 23.","DOI":"10.3390\/ijms232012149"},{"key":"ref_35","doi-asserted-by":"crossref","unstructured":"Obasi, L.N., Oruma, U.S., Al-Swaidan, I.A., Ramasami, P., Ezeorah, C.J., and Ochonogor, A.E. (2017). Synthesis, Characterization and Antibacterial Studies of N-(Benzothiazol-2-yl)-4-chlorobenzenesulphonamide and Its Neodymium(III) and Thallium(III) Complexes. Molecules, 22.","DOI":"10.3390\/molecules22020153"},{"key":"ref_36","doi-asserted-by":"crossref","unstructured":"Oruma, U.S., Ukoha, P.O., Uzoewulu, C.P., Ndefo, J.C., Ugwuoke, S.C., Ukwueze, N.N., Eze, T.E., Ekowo, L.C., Eze, F.U., and Chinaegbomkpa, U.V. (2021). Synthesis, Biological and In Silico Studies of a Tripodal Schiff Base Derived from 2,4,6-Triamino-1,3,5-triazine and Its Trinuclear Dy(III), Er(III), and Gd(III) Salen Capped Complexes. Molecules, 26.","DOI":"10.3390\/molecules26144379"},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"612","DOI":"10.3389\/fchem.2020.00612","article-title":"Editorial: In silico Methods for Drug Design and Discovery","volume":"8","author":"Brogi","year":"2020","journal-title":"Front. Chem."},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"151","DOI":"10.1016\/S0167-6296(02)00126-1","article-title":"The price of innovation: New estimates of drug development costs","volume":"22","author":"Dimasi","year":"2003","journal-title":"J. Health Econ."},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"579","DOI":"10.1093\/bib\/bbp023","article-title":"Recent advances in computer-aided drug design","volume":"10","author":"Song","year":"2009","journal-title":"Brief. Bioinform."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"203","DOI":"10.1038\/nrd3078","article-title":"How to improve R&D productivity: The pharmaceutical industry\u2019s grand challenge","volume":"9","author":"Paul","year":"2010","journal-title":"Nat. Rev. Drug Discov."},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"e2000028","DOI":"10.1002\/minf.202000028","article-title":"Rapid Identification of Potential Inhibitors of SARS-CoV-2 Main Protease by Deep Docking of 1.3 Billion Compounds","volume":"39","author":"Ton","year":"2020","journal-title":"Mol. Inf."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"292","DOI":"10.1016\/j.bmc.2013.11.028","article-title":"Synthesis, modification and docking studies of 5-sulfonyl isatin derivatives as SARS-CoV 3C-like protease inhibitors","volume":"22","author":"Liu","year":"2014","journal-title":"Bioorg. Med. Chem."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"163","DOI":"10.15406\/ppij.2020.08.00292","article-title":"Anti-HIV and Anti-HCV drugs are the putative inhibitors of RNA-dependent-RNA polymerase activity of NSP12 of the SARS CoV-2 (COVID-19)","volume":"8","author":"Beg","year":"2020","journal-title":"Pharm. Pharmacol. Int. J."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"349","DOI":"10.1016\/j.ejmech.2017.04.029","article-title":"Synthesis, characterization, molecular docking and in vitro antimalarial properties of new carboxamides bearing sulphonamide","volume":"135","author":"Ugwu","year":"2017","journal-title":"Eur. J. Med. Chem."},{"key":"ref_45","doi-asserted-by":"crossref","unstructured":"Ugwu, D.I., Okoro, U.C., and Mishra, N.K. (2018). Synthesis, characterization and in vitro antitrypanosomal activities of new carboxamides bearing quinoline moiety. PLoS ONE, 13.","DOI":"10.1371\/journal.pone.0191234"},{"key":"ref_46","first-page":"83","article-title":"Synthesis of multi-target benzene-sulphonamide derivatives for the treatment of trypanosomiasis","volume":"9","author":"Ugwu","year":"2019","journal-title":"Med. Chem."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"405","DOI":"10.1080\/14756366.2018.1426573","article-title":"Novel anti-inflammatory and analgesic agents: Synthesis, molecular docking and in vivo studies","volume":"33","author":"Ugwu","year":"2018","journal-title":"J. Enzym. Inhib. Med. Chem."},{"key":"ref_48","doi-asserted-by":"crossref","unstructured":"Ugwu, D.I., Okoro, U.C., and Ahmad, H. (2017). New carboxamide derivatives bearing benzenesulphonamide as a selective COX-II inhibitor: Design, synthesis and structureactivity relationship. PLoS ONE, 12.","DOI":"10.1371\/journal.pone.0183807"},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"401","DOI":"10.2298\/JSC170127109U","article-title":"Synthesis, characterization and anthelmintic activity evaluation of pyrimidine derivatives bearing carboxamide and sulphonamide moieties","volume":"83","author":"Ugwu","year":"2018","journal-title":"J. Serb. Chem. Soc."},{"key":"ref_50","doi-asserted-by":"crossref","first-page":"212","DOI":"10.1016\/j.molstruc.2017.10.028","article-title":"Synthesis, characterization and computational study of the newly synthetised sulfonamide molecule","volume":"1153","author":"Murthy","year":"2018","journal-title":"J. Mol. Struct."},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"256","DOI":"10.5155\/eurjchem.12.3.256-264.2102","article-title":"N\u2019-(Pyridin-3-ylmethylene) benzenesulfonohydrazide: Crystal structure, DFT, Hirshfeld surface and in silico anticancer studies","volume":"12","author":"Ozochukwu","year":"2021","journal-title":"Eur. J. Chem."},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"37","DOI":"10.1107\/S0567740877002568","article-title":"The experimental charge density in sulfur-containing molecules. A study of the deformation electron density in sulfamic acid at 78 K by X-ray and neutron diffraction","volume":"33","author":"Bats","year":"1977","journal-title":"Acta Crystallogr. Sect. B"},{"key":"ref_53","first-page":"o2019","article-title":"3-(1H-Indol-3-yl)-2-(2-nitro-benzene-sulfonamido)-propanoic acid including an unknown solvate","volume":"E68","author":"Khan","year":"2012","journal-title":"Acta Cryst."},{"key":"ref_54","unstructured":"Hehre, W.J. (2003). A Guide to Molecular Mechanisms and Quantum Chemical Calculations Wavefunction, Wavefunction Inc."},{"key":"ref_55","unstructured":"Jamroz, M.H. (2004). Vibrational energy distribution analysis VEDA 4. Warsaw, Available online: https:\/\/www.scienceopen.com\/document?vid=c3aca357-33d7-4fa8-8fb3-6711575c8e32."},{"key":"ref_56","unstructured":"Roeges, N.P.G. (1994). Guide to the Interpretation of Infrared Spectra of Organic Structure, John Wiley & Sons Inc."},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"219","DOI":"10.1016\/j.molstruc.2018.07.073","article-title":"Crystal structure, non-covalent interaction and molecular docking studies of 2-{[2-phenylsulfonyl)hydrazinylidene] methyl} benzoic acid and its dysprosium catalysed cyclised product: 2-(phenyl-sulfonyl) phthalazin-1 (2H)-one","volume":"1175","author":"Asegbeloyin","year":"2019","journal-title":"J. Mol. Struct."},{"key":"ref_58","doi-asserted-by":"crossref","unstructured":"Bellamy, L.J. (1980). The Infrared Spectra of Complex Molecules, Chapman and Hall.","DOI":"10.1007\/978-94-011-6520-4"},{"key":"ref_59","unstructured":"Pinlajer, K., and Kleinpeter, E. (1994). Carbon13 Chemical Shifts in Structure and Spectrochemical Analysis, VCH Publishers."},{"key":"ref_60","doi-asserted-by":"crossref","first-page":"127393","DOI":"10.1016\/j.molstruc.2019.127393","article-title":"Structural, spectroscopic and nonlinear optical properties of sulfonamide derivatives; experimental and theoretical study","volume":"1202","author":"Arshad","year":"2020","journal-title":"J. Mol. Struct."},{"key":"ref_61","doi-asserted-by":"crossref","first-page":"3755","DOI":"10.1021\/acs.jmedchem.6b01834","article-title":"Discovery and Optimization of Isoquinoline Ethyl Ureas as Antibacterial Agents","volume":"60","author":"Panchaud","year":"2017","journal-title":"J. Med. Chem."},{"key":"ref_62","unstructured":"CrysAlisPro Software System (2021). Rigaku Oxford Diffraction, CrysAlisPro Software System."},{"key":"ref_63","doi-asserted-by":"crossref","first-page":"339","DOI":"10.1107\/S0021889808042726","article-title":"OLEX2: A complete structure solution, refinement, and analysis program","volume":"42","author":"Dolomanov","year":"2009","journal-title":"J. Appl. Cryst."},{"key":"ref_64","first-page":"3","article-title":"SHELXT-Integrated Space-Group and Crystal-Structure Determination","volume":"A71","author":"Sheldrick","year":"2015","journal-title":"Acta Cryst"},{"key":"ref_65","doi-asserted-by":"crossref","first-page":"5648","DOI":"10.1063\/1.464913","article-title":"Density-functional thermochemistry III. The role of exact exchange","volume":"98","author":"Becke","year":"1993","journal-title":"J. Chem. Phys."},{"key":"ref_66","doi-asserted-by":"crossref","first-page":"785","DOI":"10.1103\/PhysRevB.37.785","article-title":"Development of the colle-salvetti correlation-energy formula into a functional of the electron density","volume":"B37","author":"Lee","year":"1988","journal-title":"Phys. Rev."},{"key":"ref_67","doi-asserted-by":"crossref","first-page":"650","DOI":"10.1063\/1.438955","article-title":"Self-consistent molecular orbital methods. XX. A basis set for correlated wave functions","volume":"72","author":"Krishnan","year":"1980","journal-title":"J. Chem. Phys."},{"key":"ref_68","doi-asserted-by":"crossref","first-page":"2027","DOI":"10.1021\/cr00031a013","article-title":"Molecular interactions in solution: An overview of methods based on continuous distributions of the solvent","volume":"94","author":"Tomasi","year":"1994","journal-title":"Chem. Rev."},{"key":"ref_69","unstructured":"Simkin, B.Y., and Sheikhet, I. (1995). Quantum Chemical and Statistical Theory of Solutions\u2014A Computational Approach, Ellis Horwood."},{"key":"ref_70","doi-asserted-by":"crossref","first-page":"8251","DOI":"10.1021\/ja00179a005","article-title":"Efficient implementation of the gauge independent atomic orbital method for NMR chemical shift calculations","volume":"112","author":"Wolinski","year":"1990","journal-title":"J. Am. Chem. Soc."},{"key":"ref_71","unstructured":"Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Scalmani, G., Barone, V., Petersson, G.A., and Nakatsuji, H. (2016). Gaussian 16, Revision B.01, Fox DJ Gaussian, Inc."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/27\/21\/7400\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T01:07:07Z","timestamp":1760144827000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/27\/21\/7400"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,10,31]]},"references-count":71,"journal-issue":{"issue":"21","published-online":{"date-parts":[[2022,11]]}},"alternative-id":["molecules27217400"],"URL":"https:\/\/doi.org\/10.3390\/molecules27217400","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2022,10,31]]}}}