One-Dimensional Hydrogen-Bonded N–HO in the Hybrid Phosphate: Hirshfeld Surface Analysis and DFT Quantum Chemical Calculations

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dc.citation.epage368
dc.citation.issue3
dc.citation.spage359
dc.contributor.affiliationUniversity of Ibn Tofail
dc.contributor.affiliationUniversity Moulay Ismail
dc.contributor.authorRafik, Abdellatif
dc.contributor.authorZouihri, Hafid
dc.contributor.authorGuedira, Taoufiq
dc.coverage.placenameЛьвів
dc.coverage.placenameLviv
dc.date.accessioned2024-01-09T11:31:48Z
dc.date.available2024-01-09T11:31:48Z
dc.date.created2021-03-16
dc.date.issued2021-03-16
dc.description.abstractЗа допомогою методу поверхні Гіршвельда встановлено, що 3D-надмолекулярна сітка стабілізується N–H…O і O–H…O водневими зв’язками та взаємодіями O…N, що включають органічний катіон та неорганічний аніон. Показано, що Ван-дер-Ваальсовські сили відіграють ключову роль у консолідації упаковки структури 4-хлор-2-метиланілін дигідрогенфосфату [4-CMDHP]. Для підтвердження експериментальних результатів проведені розрахунки за допомогою теорії функціональної щільності з використанням функціоналу B3LYP з базовим набором 3-21 G. Отримані теоретичні результати повністю узгоджуються з експериментальними. Для дослідження нелінійної оптичної поведінки 4-CMDHP визначені поверхня Гіршфельда, щільність та енергетичні зазори HOMO-LUMO. Змодельована поверхня молекулярного електростатичного потенціалу молекули 4-CMDHP.
dc.description.abstractIn the present work the 3D-supramolecular network is stabilized by N–H…O and O–H…O hydrogen bonds, by O…N interactions involving the organic cation and inorganic anion as checked by Hirshfeld surface analysis. The van der Waals contacts play a key role in the consolidation of the packing of 4-chloro-2-methylanilinium dihydrogenphosphate[4-CMDHP] structure. In order to support experimental results, density functional theory calculations have been performed using B3LYP functional with 3-21 G basis set. All of the obtained theoretical results are in a perfect agreement with the experimental ones. Furthermore, nonlinear optical behavior of 4-CMDHP has been investigated by determining the Hirshfeld surface, density of states and HOMO-LUMO energy gap using the same basis set. Finally, the molecular electrostatic potential surface of 4-CMDHP molecule was simulated and discussed.
dc.format.extent359-368
dc.format.pages10
dc.identifier.citationRafik A. One-Dimensional Hydrogen-Bonded N–HO in the Hybrid Phosphate: Hirshfeld Surface Analysis and DFT Quantum Chemical Calculations / Abdellatif Rafik, Hafid Zouihri, Taoufiq Guedira // Chemistry & Chemical Technology. — Lviv : Lviv Politechnic Publishing House, 2021. — Vol 15. — No 3. — P. 359–368.
dc.identifier.citationenRafik A. One-Dimensional Hydrogen-Bonded N–HO in the Hybrid Phosphate: Hirshfeld Surface Analysis and DFT Quantum Chemical Calculations / Abdellatif Rafik, Hafid Zouihri, Taoufiq Guedira // Chemistry & Chemical Technology. — Lviv : Lviv Politechnic Publishing House, 2021. — Vol 15. — No 3. — P. 359–368.
dc.identifier.doidoi.org/10.23939/chcht15.03.359
dc.identifier.urihttps://ena.lpnu.ua/handle/ntb/60752
dc.language.isoen
dc.publisherВидавництво Львівської політехніки
dc.publisherLviv Politechnic Publishing House
dc.relation.ispartofChemistry & Chemical Technology, 3 (15), 2021
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dc.relation.referencesen[14] Hirshfeld F., Theor. Chim. Acta, 1977, 44, 129. https://doi.org/10.1007/BF00549096
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dc.relation.referencesen[16] Luo Y., Sun B., Cryst. Growth. Des., 2013, 13, 2098. https://doi.org/10.1021/cg400167w
dc.relation.referencesen[17] Desiraju G., Gavezzotti A., Acta Crystallogr. B, 1989, 45, 473. https://doi.org/10.1107/S0108768189003794
dc.relation.referencesen[18] Wolff S., Grimwood D., McKinnon J. et al., Crystal Explorer 3.1, University of Western Australia, Perth 2012.
dc.relation.referencesen[19] Scrocco E., Tomasi J., Top. Curr. Chem., 1973, 42, 95. https://doi.org/10.1007/3-540-06399-4_6
dc.relation.referencesen[20] Lipkowitz K., Boyd D. (Eds.): Reviews in Computational Chemistry, vol. 2. Wiley-VCM, New York 1991. https://doi.org/10.1002/9780470125793
dc.relation.referencesen[21] Naray-Szabo G., Ferenczy G., Chem. Rev.,1995, 95, 829. https://doi.org/10.1021/cr00036a002
dc.relation.referencesen[22] Jamroz M., Dobrowolski J., Brzozowski R., J. Mol. Struct., 2006, 787, 172. https://doi.org/10.1016/j.molstruc.2005.10.044
dc.relation.referencesen[23] Bellamy L., The infrared Spectra of Complex Molecules, vol. 2, 2nd edn. Chapman and Hall, London 1990.
dc.relation.referencesen[24] Fukui K., Science, 1982, 218, 747. https://doi.org/10.1126/science.218.4574.747
dc.relation.referencesen[25] Buyukuslu H., Akdogan M., Yildirim G., Parlak C., Spectrochim. Acta A, 2010, 75, 1362. https://doi.org/10.1016/j.saa.2010.01.003
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dc.relation.referencesen[27] Parr R., Pearson R., J. Am. Chem. Soc., 1983, 105, 7512. https://doi.org/10.1021/ja00364a005
dc.relation.referencesen[28] Parr R., Szentpaly L., Liu S., J. Am. Chem. Soc., 1999, 121, 1922. https://doi.org/10.1021/ja983494x
dc.relation.referencesen[29] Saeidian H., Sahandi M., J. Mol. Struct., 2015, 1100, 486. https://doi.org/10.1016/j.molstruc.2015.07.069
dc.relation.referencesen[30] Gokçe H., Bahçeli S., Spectrochim. Acta A, 2013, 114, 61. https://doi.org/10.1016/j.saa.2013.04.112
dc.relation.referencesen[31] Kohn W., Becke A., Parr R., J. Phys. Chem., 1996, 100, 12974. https://doi.org/10.1021/jp960669l
dc.relation.referencesen[32] Seth S.K., Banerjee S., Kar T., J. Mol. Struct., 2010, 965, 45. https://doi.org/10.1016/j.molstruc.2009.11.036
dc.relation.referencesen[33] Pearson R., Proc. Natl. Acad. Sci. USA, 1986, 83, 8440. https://doi.org/10.1073/pnas.83.22.8440
dc.relation.referencesen[34] Mulliken R., J. Chem. Phys., 1955, 23, 1833. https://doi.org/10.1063/1.1740588
dc.relation.referencesen[35] Hoffmann R., Solids and Surfaces: A Chemist's View of Bonding in Extended Structures. VCH Publ., New York 1988.
dc.relation.referencesen[36] Hughbanks T., Hoffmann R., J. Am. Chem. Soc., 1983, 105, 3528. https://doi.org/10.1021/ja00349a027
dc.relation.referencesen[37] Małecki J., Polyhedron, 2010, 29, 1973. https://doi.org/10.1016/j.poly.2010.03.015
dc.relation.referencesen[38] O’Boyle N., Tenderholt A., Langner K., J. Comp. Chem., 2008, 29, 839. https://doi.org/10.1002/jcc.20823
dc.relation.referencesen[39] Chen M., Waghmare U., Friend C., Kaxiras E., J. Chem. Phys., 1998, 109, 6854. https://doi.org/10.1063/1.477252
dc.relation.referencesen[40] Mulliken R., J. Am. Chem. Soc., 1952, 74, 811. https://doi.org/10.1021/ja01123a067
dc.relation.referencesen[41] Mulliken R., J. Chem. Phys., 1955, 23, 1833. https://doi.org/10.1063/1.1740588
dc.relation.urihttps://doi.org/10.1039/JM9960600511
dc.relation.urihttps://doi.org/10.1039/C6RA21466E
dc.relation.urihttps://doi.org/10.1002/3527607439
dc.relation.urihttps://doi.org/10.1021/cm00001a005
dc.relation.urihttps://doi.org/10.1002/jps.20578
dc.relation.urihttps://doi.org/10.1016/S0092-640X(74)80016-1
dc.relation.urihttps://doi.org/10.1039/B818330A
dc.relation.urihttps://doi.org/10.1088/0031-8949/87/04/048103
dc.relation.urihttps://doi.org/10.1039/C0CE00683A
dc.relation.urihttps://doi.org/10.1039/b704980c
dc.relation.urihttps://doi.org/10.1039/B715227B
dc.relation.urihttps://doi.org/10.1007/BF00549096
dc.relation.urihttps://doi.org/10.1016/j.ica.2013.12.005
dc.relation.urihttps://doi.org/10.1021/cg400167w
dc.relation.urihttps://doi.org/10.1107/S0108768189003794
dc.relation.urihttps://doi.org/10.1007/3-540-06399-4_6
dc.relation.urihttps://doi.org/10.1002/9780470125793
dc.relation.urihttps://doi.org/10.1021/cr00036a002
dc.relation.urihttps://doi.org/10.1016/j.molstruc.2005.10.044
dc.relation.urihttps://doi.org/10.1126/science.218.4574.747
dc.relation.urihttps://doi.org/10.1016/j.saa.2010.01.003
dc.relation.urihttps://doi.org/10.1063/1.436185
dc.relation.urihttps://doi.org/10.1021/ja00364a005
dc.relation.urihttps://doi.org/10.1021/ja983494x
dc.relation.urihttps://doi.org/10.1016/j.molstruc.2015.07.069
dc.relation.urihttps://doi.org/10.1016/j.saa.2013.04.112
dc.relation.urihttps://doi.org/10.1021/jp960669l
dc.relation.urihttps://doi.org/10.1016/j.molstruc.2009.11.036
dc.relation.urihttps://doi.org/10.1073/pnas.83.22.8440
dc.relation.urihttps://doi.org/10.1063/1.1740588
dc.relation.urihttps://doi.org/10.1021/ja00349a027
dc.relation.urihttps://doi.org/10.1016/j.poly.2010.03.015
dc.relation.urihttps://doi.org/10.1002/jcc.20823
dc.relation.urihttps://doi.org/10.1063/1.477252
dc.relation.urihttps://doi.org/10.1021/ja01123a067
dc.rights.holder© Національний університет “Львівська політехніка”, 2021
dc.rights.holder© Rafik A., Zouhri H., Guedira T., 2021
dc.subjectзаборонена зона
dc.subjectдіаграма відбитків
dc.subjectповерхня Гіршфельда
dc.subjectгібрид
dc.subjectband gap
dc.subjectfingerprint plots
dc.subjectHirshfeld surface
dc.subjecthybrid
dc.titleOne-Dimensional Hydrogen-Bonded N–HO in the Hybrid Phosphate: Hirshfeld Surface Analysis and DFT Quantum Chemical Calculations
dc.title.alternativeЛінійний N–H…O водневий зв‘язок у гібридному фосфаті: метод поверхні гіршвельда і DFT квантові хімічні розрахунки
dc.typeArticle

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Chemistry & Chemical Technology. – 2021. – Vol. 15, No. 3