{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,30]],"date-time":"2026-10-30T01:55:38Z","timestamp":1793325338178,"version":"4.5.0"},"reference-count":76,"publisher":"American Chemical Society (ACS)","issue":"27","license":[{"start":{"date-parts":[[2022,6,23]],"date-time":"2022-06-23T00:00:00Z","timestamp":1655942400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100007446","name":"King Khalid University","doi-asserted-by":"publisher","award":["KKU\/RCAMS\/22"],"award-info":[{"award-number":["KKU\/RCAMS\/22"]}],"id":[{"id":"10.13039\/501100007446","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2022,7,12]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>Nonlinear optical (NLO) materials have several uses in many fields such as solid physics, biology, medicine, nuclear physics, and material research. Therefore, a series of nonfullerene-based derivatives (CC10D1\u2013CC10D8) with a D\u2212\u03c0\u2013A configuration was planned for the NLO investigation using CC10R as the reference molecule with structural alternations at acceptor moieties. Natural bonding orbital (NBO), UV\u2013vis spectra, frontier molecular orbitals (FMOs), global reactivity parameters (GRPs), transition density matrix (TDM), and density of states (DOS) were analyzed using the M06\/6-311G\u00ad(d,p) functional in chloroform solvent to understand the NLO responses of CC10R and CC10D1\u2013CC10D8. The highest occupied molecular orbital (HOMO)\u2013lowest unoccupied molecular orbital (LUMO) band gaps of CC10D1\u2013CC10D6 were illustrated to be lower than that of CC10R, with the larger bathochromic shift (726.408\u2013782.674 nm) resulting in a significant NLO response. Along with the band gap, the FMO method also identified an efficient interfacial charge transfer from D to A moieties via a \u03c0-bridge, which was further supported by the DOS and TDM map. Moreover, NBO calculations demonstrated that extended hyperconjugation and strong internal molecular interactions were important in their stabilization. The dipole moment (\u03bc), linear polarizability \u27e8\u03b1\u27e9, hyperpolarizability (\u03b2total), and second-order hyperpolarizability (\u03b3total.) were studied for CC10R and CC10D1\u2013CC10D8. Among all of the derivatives, CC10D2 was proven to be the most appropriate candidate because of its suitable NLO behavior such as being well-supported by a reduced band gap (2.093 eV) and having a suitable maximum absorption wavelength (782.674 nm). Therefore, CC10D2 was reported to have a greater value of first hyperpolarizability (208\u202f659.330 a.u.) compared with other derivatives and CC10R. For the second hyperpolarizability, a greater value was obtained for CC10R (5.855 \u00d7 107 a.u.), and its derivatives showed results comparable to that of the parent chromophore for \u03b3total. This theoretical framework reveals that structural customization with different acceptor units plays a significant role in obtaining attractive NLO materials for optoelectronic applications.<\/jats:p>","DOI":"10.1021\/acsomega.2c02052","type":"journal-article","created":{"date-parts":[[2022,6,23]],"date-time":"2022-06-23T16:45:24Z","timestamp":1656002724000},"page":"23532-23548","source":"Crossref","is-referenced-by-count":65,"title":["Influence of End-Capped Modifications in the Nonlinear\nOptical Amplitude of Nonfullerene-Based Chromophores with a D\u2212\u03c0\u2013A\nArchitecture: A DFT\/TDDFT Study"],"prefix":"10.1021","volume":"7","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-1899-5689","authenticated-orcid":true,"given":"Muhammad","family":"Khalid","sequence":"first","affiliation":[{"name":"Khwaja Fareed University of Engineering & Information Technology , , ,","place":["Rahim Yar Khan, Pakistan, 64200"]},{"name":"Khwaja Fareed University of Engineering & Information Technology , , ,","place":["Rahim Yar Khan, Pakistan, 64200"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Maryam","family":"Zafar","sequence":"additional","affiliation":[{"name":"Khwaja Fareed University of Engineering & Information Technology , , ,","place":["Rahim Yar Khan, Pakistan, 64200"]},{"name":"Khwaja Fareed University of Engineering & Information Technology , , ,","place":["Rahim Yar Khan, Pakistan, 64200"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Shabbir","family":"Hussain","sequence":"additional","affiliation":[{"name":"Khwaja Fareed University of Engineering & Information Technology , , ,","place":["Rahim Yar Khan, Pakistan, 64200"]},{"name":"Khwaja Fareed University of Engineering & Information Technology , , ,","place":["Rahim Yar Khan, Pakistan, 64200"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Muhammad Adnan","family":"Asghar","sequence":"additional","affiliation":[{"name":"University of Education , , ,","place":["Lahore, Pakistan, 54770"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5513-8096","authenticated-orcid":true,"given":"Rasheed Ahmad","family":"Khera","sequence":"additional","affiliation":[{"name":"University of Agriculture , , ,","place":["Faisalabad, Pakistan, 38000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Muhammad","family":"Imran","sequence":"additional","affiliation":[{"name":"King Khalid University , , P.O. Box 9004, ,","place":["Abha, Saudi Arabia, 61413"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Frage Lhadi","family":"Abookleesh","sequence":"additional","affiliation":[{"name":"University of Alberta , , , ,","place":["Edmonton, AB, Canada, T6G 2P5"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8513-2579","authenticated-orcid":true,"given":"Muhammad Yasir","family":"Akram","sequence":"additional","affiliation":[{"name":"Khwaja Fareed University of Engineering & Information Technology , , ,","place":["Rahim Yar Khan, Pakistan, 64200"]},{"name":"Khwaja Fareed University of Engineering & Information Technology , , ,","place":["Rahim Yar Khan, Pakistan, 64200"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1801-0162","authenticated-orcid":true,"given":"Aman","family":"Ullah","sequence":"additional","affiliation":[{"name":"University of Alberta , , , ,","place":["Edmonton, AB, Canada, T6G 2P5"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2022,6,23]]},"reference":[{"key":"2026081710123750100_cit1","doi-asserted-by":"publisher","first-page":"2979","DOI":"10.1016\/j.saa.2004.11.011","article-title":"Nonlinear optical properties,\nsynthesis, structures and spectroscopic studies of N-(4-nitrobenzylidene)-o-fluoroamine\nand N-(3-nitrobenzylidene)-p-fluoroamine","volume":"61","author":"Karakas\u0327","year":"2005","journal-title":"Spectrochim.\nActa, Part A"},{"key":"2026081710123750100_cit2a","doi-asserted-by":"publisher","first-page":"129","DOI":"10.1016\/j.molstruc.2018.01.100","article-title":"A combined\nexperimental and computational study of 3-bromo-5-(2, 5-difluorophenyl)\npyridine and 3, 5-bis (naphthalen-1-yl) pyridine: Insight into the\nsynthesis, spectroscopic, single crystal XRD, electronic, nonlinear\noptical and biological properties","volume":"1160","author":"Ghiasuddin","year":"2018","journal-title":"J. Mol. Struct."},{"key":"2026081710123750100_cit2b","doi-asserted-by":"publisher","first-page":"265","DOI":"10.1016\/j.jpcs.2017.12.054","article-title":"Synthesis and XRD,\nFT-IR vibrational, UV\u2013vis, and nonlinear optical exploration\nof novel tetra substituted imidazole derivatives: A synergistic experimental-computational\nanalysis","volume":"115","author":"Ahmad","year":"2018","journal-title":"J. Phys. Chem. Solids"},{"key":"2026081710123750100_cit3a","doi-asserted-by":"publisher","first-page":"3339","DOI":"10.1021\/jp810198n","article-title":"Role of metal ions (M= Li+, Na+,\nand K+) and pore sizes\n(Crown-4, Crown-5, and Crown-6) on linear and nonlinear optical properties:\nNew materials for optical birefringence","volume":"113","author":"Datta","year":"2009","journal-title":"J.\nPhys. Chem. C"},{"key":"2026081710123750100_cit3b","doi-asserted-by":"publisher","first-page":"1305","DOI":"10.1039\/b605478a","article-title":"Dipolar interactions and hydrogen\nbonding in supramolecular aggregates: understanding cooperative phenomena\nfor 1st hyperpolarizability","volume":"35","author":"Datta","year":"2006","journal-title":"Chem. Soc. Rev."},{"key":"2026081710123750100_cit4","doi-asserted-by":"publisher","first-page":"2470","DOI":"10.1021\/cg100284r","article-title":"Possible application of the organic barbiturates as\nNLO materials","volume":"10","author":"Ivanova","year":"2010","journal-title":"Cryst. Growth Des."},{"key":"2026081710123750100_cit5a","doi-asserted-by":"publisher","first-page":"1596","DOI":"10.1039\/C7CS00892A","article-title":"Critical review\nof the molecular design progress in non-fullerene electron acceptors\ntowards commercially viable organic solar cells","volume":"48","author":"Wadsworth","year":"2019","journal-title":"Chem. Soc. Rev."},{"key":"2026081710123750100_cit5b","doi-asserted-by":"publisher","first-page":"321","DOI":"10.1039\/a907807j","article-title":"Fullerenes: three dimensional electron acceptor materials","volume":"5","author":"Guldi","year":"2000","journal-title":"Chem. Commun."},{"key":"2026081710123750100_cit6a","doi-asserted-by":"publisher","DOI":"10.1021\/acsomega.1c06219","article-title":"Exploration of the Intriguing Photovoltaic\nBehavior\nfor Fused Indacenodithiophene-Based A\u2013D\u2013A Conjugated\nSystems: A DFT Model Study","volume":"7","author":"Arshad","year":"2022","journal-title":"ACS Omega"},{"key":"2026081710123750100_cit6b","doi-asserted-by":"publisher","first-page":"470","DOI":"10.1039\/C4MH00042K","article-title":"Non-fullerene acceptors for organic\nphotovoltaics: an emerging horizon","volume":"1","author":"Lin","year":"2014","journal-title":"Mater. Horiz."},{"key":"2026081710123750100_cit7","doi-asserted-by":"publisher","first-page":"14237","DOI":"10.1039\/D1RA00876E","article-title":"Structural parameter-modulated\nnonlinear optical amplitude of acceptor\u2212\u03c0\u2013D\u2212\u03c0\u2013donor-configured\npyrene derivatives: A DFT approach","volume":"11","author":"Khalid","year":"2021","journal-title":"RSC Adv."},{"key":"2026081710123750100_cit8a","volume-title":"Introduction\nto Nonlinear Optical Effects in Molecules and Polymers","author":"Prasad","year":"1991"},{"key":"2026081710123750100_cit8b","first-page":"222","article-title":"Nonlinear optical\nproperties of organic molecules and crystals, chapter II-1","volume-title":"Quantum Electronics\ue5f8Principles and Applications","author":"Zyss","year":"1987"},{"key":"2026081710123750100_cit9a","doi-asserted-by":"publisher","first-page":"6","DOI":"10.1016\/j.comptc.2014.01.031","article-title":"Quantum chemical perspective\nof efficient NLO materials based on dipolar trans-tetraammineruthenium\n(II) complexes with pyridinium and thiocyanate ligands: First theoretical\nframework","volume":"1033","author":"Janjua","year":"2014","journal-title":"Comput. Theor. Chem."},{"key":"2026081710123750100_cit9b","doi-asserted-by":"publisher","first-page":"1502","DOI":"10.1071\/CH14736","article-title":"Solvent-Dependent Non-Linear Optical Properties of\n5, 5\u2032-Disubstituted-2, 2\u2032-bipyridine Complexes of Ruthenium\n(ii): A Quantum Chemical Perspective","volume":"68","author":"Janjua","year":"2015","journal-title":"Aust.\nJ. Chem."},{"key":"2026081710123750100_cit9c","doi-asserted-by":"publisher","first-page":"11306","DOI":"10.1021\/ic3002652","article-title":"Quantum mechanical design of efficient\nsecond-order nonlinear optical materials based on heteroaromatic imido-substituted\nhexamolybdates: First theoretical framework of POM-based heterocyclic\naromatic rings","volume":"51","author":"Janjua","year":"2012","journal-title":"Inorg. Chem."},{"key":"2026081710123750100_cit9d","doi-asserted-by":"publisher","first-page":"467","DOI":"10.1071\/CH15402","article-title":"First principle\nstudy of electronic and non-linear optical (NLO) properties of triphenylamine\ndyes: Interactive design computation of new NLO compounds","volume":"69","author":"Janjua","year":"2016","journal-title":"Aust. J. Chem."},{"key":"2026081710123750100_cit9e","first-page":"382","article-title":"Electronic absorption spectra and\nnonlinear optical properties of ruthenium acetylide complexes: a DFT\nstudy toward the designing of new high NLO response compounds","volume":"61","author":"Janjua","year":"2014","journal-title":"Acta Chim. Slov."},{"key":"2026081710123750100_cit9f","doi-asserted-by":"publisher","first-page":"301","DOI":"10.1016\/j.saa.2019.01.043","article-title":"Microwave-assisted\nsynthesis of polyamine-functionalized carbon dots from xylan and their\nuse for the detection of tannic acid","volume":"213","author":"Yang","year":"2019","journal-title":"Spectrochim.\nActa, Part A"},{"key":"2026081710123750100_cit9g","doi-asserted-by":"publisher","first-page":"13805","DOI":"10.1021\/jp402411h","article-title":"Position-dependent extension of \u03c0-conjugation\nin D\u2212\u03c0\u2013A dye sensitizers and the impact on the\ncharge-transfer properties","volume":"117","author":"Wielopolski","year":"2013","journal-title":"J. Phys. Chem. C"},{"key":"2026081710123750100_cit9h","doi-asserted-by":"publisher","first-page":"16486","DOI":"10.1021\/jp411504p","article-title":"Effect of\nextended \u03c0-conjugation of the donor structure of organic D\u2013a\u2013\n\u03c0\u2013A dyes on the photovoltaic performance of dye-sensitized\nsolar cells","volume":"118","author":"Katono","year":"2014","journal-title":"J. Phys. Chem. C"},{"key":"2026081710123750100_cit10","doi-asserted-by":"publisher","first-page":"418","DOI":"10.1002\/poc.3427","article-title":"Effect of thiophene\nrings on UV\/visible spectra and non-linear optical (NLO) properties\nof triphenylamine based dyes: a quantum chemical perspective","volume":"28","author":"Mahmood","year":"2015","journal-title":"J. Phys. Org. Chem."},{"key":"2026081710123750100_cit11","doi-asserted-by":"publisher","first-page":"34","DOI":"10.1016\/j.comptc.2012.06.011","article-title":"Effect\nof \u03c0-conjugation spacer\n(CC) on the first hyperpolarizabilities of polymeric chain containing\npolyoxometalate cluster as a side-chain pendant: A DFT study","volume":"994","author":"Janjua","year":"2012","journal-title":"Comput. Theor. Chem."},{"key":"2026081710123750100_cit12","doi-asserted-by":"publisher","first-page":"6153","DOI":"10.1039\/C6CP07768D","article-title":"The role of \u03c0-linkers\nin tuning the optoelectronic properties of triphenylamine derivatives\nfor solar cell applications\u2013A DFT\/TDDFT study","volume":"19","author":"Panneerselvam","year":"2017","journal-title":"Phys. Chem. Chem. Phys."},{"key":"2026081710123750100_cit13","doi-asserted-by":"publisher","first-page":"23059","DOI":"10.1021\/acs.jpcc.0c08022","article-title":"Elucidating\nthe key\nrole of the cyano (\u2212C\ue5fcN) group to construct environmentally\nfriendly fused-ring electron acceptors","volume":"124","author":"Yao","year":"2020","journal-title":"J. Phys.\nChem. C"},{"key":"2026081710123750100_cit14","doi-asserted-by":"publisher","first-page":"18085","DOI":"10.1039\/D1CP02566J","article-title":"Replacing the cyano\n(\u2212C\ue5fcN)\ngroup to design environmentally friendly fused-ring electron acceptors","volume":"23","author":"Yao","year":"2021","journal-title":"Phys. Chem. Chem. Phys."},{"key":"2026081710123750100_cit15","doi-asserted-by":"publisher","first-page":"4912","DOI":"10.1039\/C8TC01315B","article-title":"Elucidating the key role of fluorine\nin improving the charge mobility\nof electron acceptors for non-fullerene organic solar cells by multiscale\nsimulations","volume":"6","author":"Yao","year":"2018","journal-title":"J. Mater. Chem. C"},{"key":"2026081710123750100_cit16","doi-asserted-by":"publisher","first-page":"18150","DOI":"10.1039\/C9TA04084F","article-title":"Quad-rotor-shaped non-fullerene electron acceptor materials with\npotential to enhance the photoelectric performance of organic solar\ncells","volume":"7","author":"Yao","year":"2019","journal-title":"J. Mater. Chem. A"},{"key":"2026081710123750100_cit17","doi-asserted-by":"publisher","first-page":"6293","DOI":"10.1039\/D0TC00981D","article-title":"An acceptor\u2013donor\u2013acceptor\ntype non-fullerene acceptor with an asymmetric backbone for high performance\norganic solar cells","volume":"8","author":"Jiao","year":"2020","journal-title":"J. Mater. Chem. C"},{"key":"2026081710123750100_cit18","doi-asserted-by":"publisher","first-page":"13236","DOI":"10.1021\/acsomega.0c01273","article-title":"Exploration of noncovalent\ninteractions, chemical reactivity, and nonlinear optical properties\nof piperidone derivatives: a concise theoretical approach","volume":"5","author":"Khalid","year":"2020","journal-title":"ACS Omega"},{"key":"2026081710123750100_cit19","doi-asserted-by":"publisher","first-page":"450","DOI":"10.1016\/j.molstruc.2018.10.001","article-title":"Experimental\nand density functional theory (MEP, FMO, NLO, Fukui functions) and\nantibacterial activity studies on 2-amino-4-(4-nitrophenyl)-5, 6-dihydrobenzo\n[h] quinoline-3-carbonitrile","volume":"1178","author":"Uzun","year":"2019","journal-title":"J. Mol. Struct."},{"key":"2026081710123750100_cit20","doi-asserted-by":"publisher","first-page":"8440","DOI":"10.1073\/pnas.83.22.8440","article-title":"Absolute\nelectronegativity and hardness correlated with molecular orbital theory","volume":"83","author":"Pearson","year":"1986","journal-title":"Proc. Natl. Acad. Sci. U.S.A."},{"key":"2026081710123750100_cit21a","doi-asserted-by":"publisher","first-page":"13040","DOI":"10.13040\/IJPSR.0975-8232.8(2).457-69","article-title":"Frontier molecular, Natural bond orbital, UV-Vis spectral stduy,\nSolvent influence on geometric parameters, Vibrational frequencies\nand solvation energies of 8-Hydroxyquinoline","volume":"8","author":"Khalid","year":"2017","journal-title":"Int. J. Pharm. Sci. Res."},{"key":"2026081710123750100_cit21b","doi-asserted-by":"publisher","first-page":"3761","DOI":"10.1016\/j.matpr.2016.11.025","article-title":"Molecular geometry, NBO analysis, Hyperpolarizability\nand HOMO-LUMO energies of 2-azido-1-phenylethanone using Quantum chemical\ncalculations","volume":"3","author":"Prashanth","year":"2016","journal-title":"Mater. Today: Proc."},{"key":"2026081710123750100_cit22a","doi-asserted-by":"publisher","first-page":"10837","DOI":"10.1021\/acs.inorgchem.1c01760","article-title":"Prediction and Understanding:\nQuantum\nChemical Framework of Transition Metals Enclosed in a B12N12 Inorganic\nNanocluster for Adsorption and Removal of DDT from the Environment","volume":"60","author":"Janjua","year":"2021","journal-title":"Inorg. Chem."},{"key":"2026081710123750100_cit22b","doi-asserted-by":"publisher","first-page":"4197","DOI":"10.1002\/chem.202004299","article-title":"How does bridging core modification\nalter the photovoltaic characteristics of triphenylamine-based hole\ntransport materials? Theoretical understanding and prediction","volume":"27","author":"Janjua","year":"2021","journal-title":"Chem. \u2013 Eur. J."},{"key":"2026081710123750100_cit23a","doi-asserted-by":"publisher","first-page":"116C","DOI":"10.1149\/1.2425396","article-title":"Molecular orbital theory\nfor organic chemists","volume":"109","author":"Streitwieser","year":"1962","journal-title":"J. Electrochem. Soc."},{"key":"2026081710123750100_cit23b","doi-asserted-by":"publisher","first-page":"747","DOI":"10.1126\/science.218.4574.747","article-title":"Role of frontier\norbitals in chemical reactions","volume":"218","author":"Fukui","year":"1982","journal-title":"Science"},{"key":"2026081710123750100_cit24","doi-asserted-by":"publisher","first-page":"522","DOI":"10.1016\/j.saa.2012.12.052","article-title":"Synthesis, experimental,\ntheoretical characterization and biological activities of 4-ethyl-5-(2-hydroxyphenyl)-2H-1,\n2, 4-triazole-3 (4H)-thione","volume":"105","author":"Koparir","year":"2013","journal-title":"Spectrochim. Acta,\nPart A"},{"key":"2026081710123750100_cit25","doi-asserted-by":"publisher","first-page":"101880","DOI":"10.1016\/j.mtcomm.2020.101880","article-title":"Prediction\nof NLO response of substituted organoimido\nhexamolybedate: First theoretical framework based on p-anisidine adduct\n[Mo6O18 (p-MeOC6H4N)] 2","volume":"26","author":"Haroon","year":"2021","journal-title":"Mater. Today Commun."},{"key":"2026081710123750100_cit26","doi-asserted-by":"publisher","first-page":"993","DOI":"10.1007\/s10895-017-2034-1","article-title":"Triphenylamine-based\nfluorescent styryl dyes: DFT, TD\u2013DFT and non-linear optical\nproperty study","volume":"27","author":"Katariya","year":"2017","journal-title":"J. Fluoresc."},{"issue":"7","key":"2026081710123750100_cit27","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1007\/s11082-022-03782-w","article-title":"Exploration of nonlinear\noptical\nenhancement and interesting optical behavior with pyrene moiety as\nthe conjugated donor and efficient modification in acceptor moieties","volume":"54","author":"Khalid","year":"2022","journal-title":"Opt. Quantum Electron."},{"key":"2026081710123750100_cit28a","doi-asserted-by":"publisher","first-page":"101305","DOI":"10.1016\/j.jscs.2021.101305","article-title":"Efficient tuning of small acceptor\nchromophores with A1-\u03c0\u2013A2-\u03c0\u2013A1 configuration\nfor high efficacy of organic solar cells via end group manipulation","volume":"25","author":"Khalid","year":"2021","journal-title":"J. Saudi Chem. Soc."},{"key":"2026081710123750100_cit28b","doi-asserted-by":"publisher","first-page":"150","DOI":"10.1016\/j.commatsci.2018.12.009","article-title":"Opto-electronic properties of non-fullerene fused-undecacyclic electron\nacceptors for organic solar cells","volume":"159","author":"Ans","year":"2019","journal-title":"Comput. Mater.\nSci."},{"key":"2026081710123750100_cit29","doi-asserted-by":"publisher","first-page":"12797","DOI":"10.1002\/slct.201802732","article-title":"Designing\nThree-dimensional (3D)\nNon-Fullerene Small Molecule Acceptors with Efficient Photovoltaic\nParameters","volume":"3","author":"Ans","year":"2018","journal-title":"ChemistrySelect"},{"key":"2026081710123750100_cit30","doi-asserted-by":"publisher","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":"2026081710123750100_cit31","doi-asserted-by":"publisher","first-page":"455","DOI":"10.1016\/j.saa.2014.03.119","article-title":"Aprotic solvents\neffect on the UV\u2013visible absorption spectra of bixin","volume":"131","author":"Rahmalia","year":"2014","journal-title":"Spectrochim. Acta, Part A"},{"key":"2026081710123750100_cit32","doi-asserted-by":"publisher","first-page":"6027","DOI":"10.1021\/ja00460a031","article-title":"The solvatochromic\ncomparison method.\n6. The. pi.* scale of solvent polarities","volume":"99","author":"Kamlet","year":"1977","journal-title":"J.\nAm. Chem. Soc."},{"key":"2026081710123750100_cit33","doi-asserted-by":"publisher","first-page":"107","DOI":"10.5897\/SRE.9000408","article-title":"Effect\nof solvents on the electronic absorption spectra\nof 9, 14 dibenzo (a, c) phenazine and tribenzo (a, c, i) phenazine","volume":"4","author":"Adeoye","year":"2009","journal-title":"Sci. Res. Essays"},{"key":"2026081710123750100_cit34a","doi-asserted-by":"publisher","first-page":"26","DOI":"10.1016\/j.comptc.2019.06.003","article-title":"Development of fullerene free acceptors molecules for organic solar\ncells: A step way forward toward efficient organic solar cells","volume":"1161","author":"Ans","year":"2019","journal-title":"Comput. Theor. Chem."},{"key":"2026081710123750100_cit34b","doi-asserted-by":"crossref","first-page":"22273","DOI":"10.1039\/D0RA02857F","article-title":"First principles study of electronic\nand nonlinear optical properties of A\u2013D\u2212\u03c0\u2013A\nand D\u2013A\u2013D\u2212\u03c0\u2013A configured compounds\ncontaining novel quinoline\u2013carbazole derivatives","volume":"10","author":"Khalid","year":"2020","journal-title":"RSC Adv."},{"key":"2026081710123750100_cit35","doi-asserted-by":"publisher","first-page":"7512","DOI":"10.1021\/ja00364a005","article-title":"Absolute hardness: companion parameter to absolute\nelectronegativity","volume":"105","author":"Parr","year":"1983","journal-title":"J. Am. Chem. Soc."},{"key":"2026081710123750100_cit36","doi-asserted-by":"publisher","first-page":"3801","DOI":"10.1063\/1.436185","article-title":"Electronegativity:\nthe density functional viewpoint","volume":"68","author":"Parr","year":"1978","journal-title":"J. Chem. Phys."},{"key":"2026081710123750100_cit37","doi-asserted-by":"publisher","first-page":"PR46","DOI":"10.1021\/cr078014b","article-title":"Update 1 of: electrophilicity index","volume":"107","author":"Chattaraj","year":"2007","journal-title":"Chem. Rev."},{"key":"2026081710123750100_cit38","doi-asserted-by":"publisher","first-page":"103295","DOI":"10.1016\/j.arabjc.2021.103295","article-title":"NLO\npotential exploration for D\u2212\u03c0\u2013A\nheterocyclic organic compounds by incorporation of various \u03c0-linkers\nand acceptor units","volume":"14","author":"Khalid","year":"2021","journal-title":"Arab. J. Chem."},{"key":"2026081710123750100_cit39","doi-asserted-by":"publisher","first-page":"91","DOI":"10.1039\/B1RP90011K","article-title":"Natural bond orbitals and extensions\nof localized bonding\nconcepts","volume":"2","author":"Weinhold","year":"2001","journal-title":"Chem. Educ. Res. Pract."},{"key":"2026081710123750100_cit40a","doi-asserted-by":"publisher","first-page":"129827","DOI":"10.1016\/j.molstruc.2020.129827","article-title":"Non-covalent\ninteractions abetted supramolecular arrangements of N-Substituted\nbenzylidene acetohydrazide to direct its solid-state network","volume":"1230","author":"Khalid","year":"2021","journal-title":"J. Mol. Struct."},{"key":"2026081710123750100_cit40b","doi-asserted-by":"publisher","first-page":"129852","DOI":"10.1016\/j.molstruc.2020.129852","article-title":"A comprehensive study of structural, non-covalent interactions\nand electronic insights into N-aryl substituted thiosemicarbazones\nvia SC-XRD and first-principles DFT approach","volume":"1230","author":"Pasha","year":"2021","journal-title":"J. Mol. Struct."},{"key":"2026081710123750100_cit41","doi-asserted-by":"publisher","first-page":"29","DOI":"10.1016\/j.saa.2015.02.021","article-title":"Synthesis, spectroscopic investigation\nand computational study of 3-(1-(((methoxycarbonyl) oxy) imino) ethyl)-2H-chromen-2-one","volume":"144","author":"Gokula\nKrishnan","year":"2015","journal-title":"Spectrochim. Acta, Part A"},{"key":"2026081710123750100_cit42","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1002\/wcms.51","article-title":"Natural bond orbital\nmethods","volume":"2","author":"Glendening","year":"2012","journal-title":"Wiley Interdiscip. Rev.: Comput. Mol.\nSci."},{"key":"2026081710123750100_cit43","doi-asserted-by":"publisher","first-page":"12503","DOI":"10.1021\/jp309950f","article-title":"Evaluation\nof acceptor strength in thiophene coupled donor\u2013acceptor chromophores\nfor optimal design of organic photovoltaic materials","volume":"116","author":"Ko\u0308se","year":"2012","journal-title":"J. Phys. Chem. A"},{"key":"2026081710123750100_cit44a","doi-asserted-by":"publisher","first-page":"1950036","DOI":"10.1142\/S0219633619500366","article-title":"Tuning of\noptoelectronic properties\nof triphenylamines-based donor materials for organic solar cells","volume":"18","author":"Naeem","year":"2019","journal-title":"J. Theor. Comput. Chem."},{"key":"2026081710123750100_cit44b","doi-asserted-by":"publisher","first-page":"1441","DOI":"10.1016\/j.synthmet.2011.04.003","article-title":"Excitons in organic semiconductors","volume":"161","author":"Dkhissi","year":"2011","journal-title":"Synth. Met."},{"key":"2026081710123750100_cit45a","doi-asserted-by":"publisher","first-page":"318","DOI":"10.1109\/50.70006","article-title":"Signal-to-noise\nratio for lightwave systems using avalanche photodiodes","volume":"9","author":"Hakim","year":"1991","journal-title":"J. Lightwave Technol."},{"key":"2026081710123750100_cit45b","doi-asserted-by":"publisher","DOI":"10.1103\/PhysRevE.71.026608","article-title":"Nonlinear\ncompression of solitary waves in asymmetric twin-core fibers","volume":"71","author":"Raju","year":"2005","journal-title":"Phys. Rev. E"},{"key":"2026081710123750100_cit46a","doi-asserted-by":"publisher","first-page":"4009","DOI":"10.1021\/acs.jpcc.7b12293","article-title":"First\ntheoretical framework of triphenylamine\u2013dicyanovinylene-based\nnonlinear optical dyes: structural modification of \u03c0-linkers","volume":"122","author":"Khan","year":"2018","journal-title":"J. Phys. Chem. C"},{"key":"2026081710123750100_cit46b","doi-asserted-by":"publisher","first-page":"59","DOI":"10.1016\/j.cplett.2019.01.043","article-title":"Quantum\nchemical designing of indolo [3, 2, 1-jk] carbazole-based dyes for\nhighly efficient nonlinear optical properties","volume":"719","author":"Khan","year":"2019","journal-title":"Chem. Phys. Lett."},{"key":"2026081710123750100_cit46c","doi-asserted-by":"publisher","first-page":"415","DOI":"10.1007\/s10876-018-01489-1","article-title":"Prediction of second-order nonlinear\noptical properties of D\u2212\u03c0\u2013A compounds containing\nnovel fluorene derivatives: a promising route to giant hyperpolarizabilities","volume":"30","author":"Khan","year":"2019","journal-title":"J. Cluster Sci."},{"key":"2026081710123750100_cit46d","doi-asserted-by":"publisher","first-page":"705","DOI":"10.1002\/ejic.201101092","article-title":"A DFT Study on The Two-Dimensional Second-Order Nonlinear\nOptical (NLO) Response of Terpyridine-Substituted Hexamolybdates:\nPhysical Insight on 2D Inorganic\u2013Organic Hybrid Functional\nMaterials","volume":"2012","author":"Janjua","year":"2012","journal-title":"Eur. J. Inorg. Chem."},{"key":"2026081710123750100_cit47","doi-asserted-by":"publisher","first-page":"107665","DOI":"10.1016\/j.jmgm.2020.107665","article-title":"Exploring the impact of central core\nmodifications\namong several push-pull configurations to enhance nonlinear optical\nresponse","volume":"100","author":"Saeed","year":"2020","journal-title":"J. Mol. Graphics Modell."},{"key":"2026081710123750100_cit48","unstructured":"Frisch, M.; Trucks, G.; Schlegel, H.; Scuseria, G.; Robb, M.; Cheeseman, J.; Scalmani, G.; Barone, V.; Petersson, G.; Nakatsuji, H.\n          Gaussian\n16; Gaussian, Inc.: Wallingford, CT, 2016."},{"key":"2026081710123750100_cit49","unstructured":"Dennington, R.; Keith, T.; Millam, J.\n          GaussView 5.0; Gaussian. Inc.: Wallingford, 2008."},{"key":"2026081710123750100_cit50","doi-asserted-by":"publisher","DOI":"10.1186\/1758-2946-4-17","article-title":"Avogadro: an advanced semantic chemical\neditor, visualization, and analysis platform","volume":"4","author":"Hanwell","year":"2012","journal-title":"J. Cheminf."},{"key":"2026081710123750100_cit51","unstructured":"Zhurko, G.\n          \n          Chemcraft. http:\/\/www.chemcraftprog.com rec. 22 October, 2014."},{"key":"2026081710123750100_cit52","doi-asserted-by":"publisher","first-page":"9822","DOI":"10.1039\/D0NJ01670E","article-title":"Remarkable\nsecond and third order\nnonlinear optical properties of organometallic C 6 Li 6\u2013M 3\nO electrides","volume":"44","author":"Ullah","year":"2020","journal-title":"New J. Chem."},{"key":"2026081710123750100_cit53","doi-asserted-by":"publisher","first-page":"104102","DOI":"10.1063\/1.5047273","article-title":"Improving solvation energy predictions\nusing the SMD solvation method and semiempirical electronic structure\nmethods","volume":"149","author":"Kromann","year":"2018","journal-title":"J. Chem. Phys."}],"container-title":["ACS Omega"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acsomega.2c02052","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/acsodf\/article-pdf\/7\/27\/23532\/3642742\/ao2c02052.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"syndication"},{"URL":"https:\/\/pubs.acs.org\/acsodf\/article-pdf\/7\/27\/23532\/3642742\/ao2c02052.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,8,17]],"date-time":"2026-08-17T14:40:27Z","timestamp":1786977627000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/acsodf\/article\/7\/27\/23532\/379215\/Influence-of-End-Capped-Modifications-in-the"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,6,23]]},"references-count":76,"journal-issue":{"issue":"27","published-online":{"date-parts":[[2022,6,23]]},"published-print":{"date-parts":[[2022,7,12]]}},"URL":"https:\/\/doi.org\/10.1021\/acsomega.2c02052","relation":{},"ISSN":["2470-1343"],"issn-type":[{"value":"2470-1343","type":"electronic"}],"subject":[],"published":{"date-parts":[[2022,6,23]]}}}