Spectroscopic Identification of Hydrogen Bond Vibrations and Quasi-Isostructural Polymorphism in N-Salicylideneaniline

Spectroscopic Identification of Hydrogen Bond Vibrations and Quasi-Isostructural Polymorphism in N-Salicylideneaniline

The <i>ortho</i>-hydroxy aryl <i>Schiff</i> base 2-[(E)-(phenylimino)methyl]phenol and its deutero-derivative have been studied by the inelastic incoherent neutron scattering (IINS), infrared (IR) and Raman experimental methods, as well as by Density Functional Theory (DFT) a...

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Main Authors: Łukasz Hetmańczyk, Eugene A. Goremychkin, Janusz Waliszewski, Mikhail V. Vener, Paweł Lipkowski, Peter M. Tolstoy, Aleksander Filarowski
Format: Article
Language:English
Published: MDPI AG 2021-08-01
Series:Molecules
Subjects:
<i>Schiff</i> bases
inelastic incoherent neutron scattering
hydrogen bond
isotopic effect
Online Access:https://www.mdpi.com/1420-3049/26/16/5043
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spelling doaj-175418d543cd43688f95e75dc83b7d0a2021-08-26T14:08:11ZengMDPI AGMolecules1420-30492021-08-01265043504310.3390/molecules26165043Spectroscopic Identification of Hydrogen Bond Vibrations and Quasi-Isostructural Polymorphism in N-SalicylideneanilineŁukasz Hetmańczyk0Eugene A. Goremychkin1Janusz Waliszewski2Mikhail V. Vener3Paweł Lipkowski4Peter M. Tolstoy5Aleksander Filarowski6Faculty of Chemistry, Jagiellonian University, 2 Gronostajowa Str., 30-387 Cracow, PolandFrank Laboratory of Neutron Physics, Joint Institute for Nuclear Research 6 F. Joliot-Curie str., 141980 Dubna, RussiaFaculty of Physics, University of Bialystok, 1L Ciolkowskiego str., 15-245 Bialystok, PolandQuantum Chemistry Department, Mendeleev University of Chemical Technology, Miusskaya Square 9, 125047 Moscow, RussiaDepartment of Physical and Quantum Chemistry, Wrocław University of Science and Technology, Wybrzeże Wyspiańnskiego 27, 50-370 Wrocław, PolandInstitute of Chemistry, St. Petersburg State University, Universitetskij pr. 26, 198504 Saint Petersburg, RussiaFrank Laboratory of Neutron Physics, Joint Institute for Nuclear Research 6 F. Joliot-Curie str., 141980 Dubna, RussiaThe <i>ortho</i>-hydroxy aryl <i>Schiff</i> base 2-[(E)-(phenylimino)methyl]phenol and its deutero-derivative have been studied by the inelastic incoherent neutron scattering (IINS), infrared (IR) and Raman experimental methods, as well as by Density Functional Theory (DFT) and Density-Functional Perturbation Theory (DFPT) simulations. The assignments of vibrational modes within the 3500–50 cm<sup>−1</sup> spectral region made it possible to state that the strong hydrogen bond in the studied compound can be classified as the so-called quasi-aromatic bond. The isotopic substitution supplemented by the results of DFT calculations allowed us to identify vibrational bands associated with all five major hydrogen bond vibrations. Quasi-isostructural polymorphism of 2-[(E)-(phenylimino)methyl]phenol (<b>SA</b>) and 2-[(E)-(phenyl-D<sub>5</sub>-imino)methyl]phenol (<b>SA-C<sub>6</sub>D<sub>5</sub></b>) has been studied by powder X-ray diffraction in the 20–320 K temperature range.https://www.mdpi.com/1420-3049/26/16/5043<i>Schiff</i> basesinelastic incoherent neutron scatteringhydrogen bondisotopic effect
collection DOAJ
language English
format Article
sources DOAJ
author Łukasz Hetmańczyk
Eugene A. Goremychkin
Janusz Waliszewski
Mikhail V. Vener
Paweł Lipkowski
Peter M. Tolstoy
Aleksander Filarowski
spellingShingle Łukasz Hetmańczyk
Eugene A. Goremychkin
Janusz Waliszewski
Mikhail V. Vener
Paweł Lipkowski
Peter M. Tolstoy
Aleksander Filarowski
Spectroscopic Identification of Hydrogen Bond Vibrations and Quasi-Isostructural Polymorphism in N-Salicylideneaniline
Molecules
<i>Schiff</i> bases
inelastic incoherent neutron scattering
hydrogen bond
isotopic effect
author_facet Łukasz Hetmańczyk
Eugene A. Goremychkin
Janusz Waliszewski
Mikhail V. Vener
Paweł Lipkowski
Peter M. Tolstoy
Aleksander Filarowski
author_sort Łukasz Hetmańczyk
title Spectroscopic Identification of Hydrogen Bond Vibrations and Quasi-Isostructural Polymorphism in N-Salicylideneaniline
title_short Spectroscopic Identification of Hydrogen Bond Vibrations and Quasi-Isostructural Polymorphism in N-Salicylideneaniline
title_full Spectroscopic Identification of Hydrogen Bond Vibrations and Quasi-Isostructural Polymorphism in N-Salicylideneaniline
title_fullStr Spectroscopic Identification of Hydrogen Bond Vibrations and Quasi-Isostructural Polymorphism in N-Salicylideneaniline
title_full_unstemmed Spectroscopic Identification of Hydrogen Bond Vibrations and Quasi-Isostructural Polymorphism in N-Salicylideneaniline
title_sort spectroscopic identification of hydrogen bond vibrations and quasi-isostructural polymorphism in n-salicylideneaniline
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2021-08-01
description The <i>ortho</i>-hydroxy aryl <i>Schiff</i> base 2-[(E)-(phenylimino)methyl]phenol and its deutero-derivative have been studied by the inelastic incoherent neutron scattering (IINS), infrared (IR) and Raman experimental methods, as well as by Density Functional Theory (DFT) and Density-Functional Perturbation Theory (DFPT) simulations. The assignments of vibrational modes within the 3500–50 cm<sup>−1</sup> spectral region made it possible to state that the strong hydrogen bond in the studied compound can be classified as the so-called quasi-aromatic bond. The isotopic substitution supplemented by the results of DFT calculations allowed us to identify vibrational bands associated with all five major hydrogen bond vibrations. Quasi-isostructural polymorphism of 2-[(E)-(phenylimino)methyl]phenol (<b>SA</b>) and 2-[(E)-(phenyl-D<sub>5</sub>-imino)methyl]phenol (<b>SA-C<sub>6</sub>D<sub>5</sub></b>) has been studied by powder X-ray diffraction in the 20–320 K temperature range.
topic <i>Schiff</i> bases
inelastic incoherent neutron scattering
hydrogen bond
isotopic effect
url https://www.mdpi.com/1420-3049/26/16/5043
work_keys_str_mv AT łukaszhetmanczyk spectroscopicidentificationofhydrogenbondvibrationsandquasiisostructuralpolymorphisminnsalicylideneaniline
AT eugeneagoremychkin spectroscopicidentificationofhydrogenbondvibrationsandquasiisostructuralpolymorphisminnsalicylideneaniline
AT januszwaliszewski spectroscopicidentificationofhydrogenbondvibrationsandquasiisostructuralpolymorphisminnsalicylideneaniline
AT mikhailvvener spectroscopicidentificationofhydrogenbondvibrationsandquasiisostructuralpolymorphisminnsalicylideneaniline
AT pawełlipkowski spectroscopicidentificationofhydrogenbondvibrationsandquasiisostructuralpolymorphisminnsalicylideneaniline
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AT aleksanderfilarowski spectroscopicidentificationofhydrogenbondvibrationsandquasiisostructuralpolymorphisminnsalicylideneaniline
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