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Synthesis, Crystal Structure, Hirshfeld Surface Analysis, and Computational Study of a Novel Organic Salt Obtained from Benzylamine and an Acidic Component

[Image: see text] A novel Schiff base compound named as phenylmethanaminium (E)-4-((benzylimino)methyl)benzoate C(7)H(10)N(+). C(15)H(12)NO(2)(–) (A) is synthesized by the chemical reaction of benzylamine and 4-carboxybenzaldehyde in ethanol, and the structure of the titled compound is verified usin...

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Autores principales: Ashfaq, Muhammad, Munawar, Khurram Shahzad, Tahir, Muhammad Nawaz, Dege, Necmi, Yaman, Mavise, Muhammad, Shabbir, Alarfaji, Saleh S., Kargar, Hadi, Arshad, Muhammad Umar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8412916/
https://www.ncbi.nlm.nih.gov/pubmed/34497924
http://dx.doi.org/10.1021/acsomega.1c03078
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author Ashfaq, Muhammad
Munawar, Khurram Shahzad
Tahir, Muhammad Nawaz
Dege, Necmi
Yaman, Mavise
Muhammad, Shabbir
Alarfaji, Saleh S.
Kargar, Hadi
Arshad, Muhammad Umar
author_facet Ashfaq, Muhammad
Munawar, Khurram Shahzad
Tahir, Muhammad Nawaz
Dege, Necmi
Yaman, Mavise
Muhammad, Shabbir
Alarfaji, Saleh S.
Kargar, Hadi
Arshad, Muhammad Umar
author_sort Ashfaq, Muhammad
collection PubMed
description [Image: see text] A novel Schiff base compound named as phenylmethanaminium (E)-4-((benzylimino)methyl)benzoate C(7)H(10)N(+). C(15)H(12)NO(2)(–) (A) is synthesized by the chemical reaction of benzylamine and 4-carboxybenzaldehyde in ethanol, and the structure of the titled compound is verified using the single-crystal X-ray diffraction technique. Structural investigation inferred that the crystal packing is mainly stabilized by N–H···O and comparatively weak C–H···O bonding between the cation and anion and further stabilized by weak C–H···π and C–O···π interactions. Hirshfeld surface analysis is employed to explore the noncovalent interactions that are responsible for crystal packing quantitatively. Furthermore, we have used state-of-the-art quantum chemical calculations to get comprehensive insights into the structure–optoelectronic property relationship for the entitled compound. The molecular geometry of compound A is optimized at the M06/6-311G* level of theory. The linear polarizability, third-order nonlinear optical (NLO) polarizability, total and partial density of states, and UV–visible spectrum are calculated through quantum chemical calculations. We believe that compound A is not only a new addition to crystallographic data but also possesses good optical and NLO properties for its potential use in lasers and frequency-converting applications.
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spelling pubmed-84129162021-09-07 Synthesis, Crystal Structure, Hirshfeld Surface Analysis, and Computational Study of a Novel Organic Salt Obtained from Benzylamine and an Acidic Component Ashfaq, Muhammad Munawar, Khurram Shahzad Tahir, Muhammad Nawaz Dege, Necmi Yaman, Mavise Muhammad, Shabbir Alarfaji, Saleh S. Kargar, Hadi Arshad, Muhammad Umar ACS Omega [Image: see text] A novel Schiff base compound named as phenylmethanaminium (E)-4-((benzylimino)methyl)benzoate C(7)H(10)N(+). C(15)H(12)NO(2)(–) (A) is synthesized by the chemical reaction of benzylamine and 4-carboxybenzaldehyde in ethanol, and the structure of the titled compound is verified using the single-crystal X-ray diffraction technique. Structural investigation inferred that the crystal packing is mainly stabilized by N–H···O and comparatively weak C–H···O bonding between the cation and anion and further stabilized by weak C–H···π and C–O···π interactions. Hirshfeld surface analysis is employed to explore the noncovalent interactions that are responsible for crystal packing quantitatively. Furthermore, we have used state-of-the-art quantum chemical calculations to get comprehensive insights into the structure–optoelectronic property relationship for the entitled compound. The molecular geometry of compound A is optimized at the M06/6-311G* level of theory. The linear polarizability, third-order nonlinear optical (NLO) polarizability, total and partial density of states, and UV–visible spectrum are calculated through quantum chemical calculations. We believe that compound A is not only a new addition to crystallographic data but also possesses good optical and NLO properties for its potential use in lasers and frequency-converting applications. American Chemical Society 2021-08-18 /pmc/articles/PMC8412916/ /pubmed/34497924 http://dx.doi.org/10.1021/acsomega.1c03078 Text en © 2021 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Ashfaq, Muhammad
Munawar, Khurram Shahzad
Tahir, Muhammad Nawaz
Dege, Necmi
Yaman, Mavise
Muhammad, Shabbir
Alarfaji, Saleh S.
Kargar, Hadi
Arshad, Muhammad Umar
Synthesis, Crystal Structure, Hirshfeld Surface Analysis, and Computational Study of a Novel Organic Salt Obtained from Benzylamine and an Acidic Component
title Synthesis, Crystal Structure, Hirshfeld Surface Analysis, and Computational Study of a Novel Organic Salt Obtained from Benzylamine and an Acidic Component
title_full Synthesis, Crystal Structure, Hirshfeld Surface Analysis, and Computational Study of a Novel Organic Salt Obtained from Benzylamine and an Acidic Component
title_fullStr Synthesis, Crystal Structure, Hirshfeld Surface Analysis, and Computational Study of a Novel Organic Salt Obtained from Benzylamine and an Acidic Component
title_full_unstemmed Synthesis, Crystal Structure, Hirshfeld Surface Analysis, and Computational Study of a Novel Organic Salt Obtained from Benzylamine and an Acidic Component
title_short Synthesis, Crystal Structure, Hirshfeld Surface Analysis, and Computational Study of a Novel Organic Salt Obtained from Benzylamine and an Acidic Component
title_sort synthesis, crystal structure, hirshfeld surface analysis, and computational study of a novel organic salt obtained from benzylamine and an acidic component
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8412916/
https://www.ncbi.nlm.nih.gov/pubmed/34497924
http://dx.doi.org/10.1021/acsomega.1c03078
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