Cargando…
Crystal Structure, Topology, DFT and Hirshfeld Surface Analysis of a Novel Charge Transfer Complex (L3) of Anthraquinone and 4-{[(anthracen-9-yl)meth-yl] amino}-benzoic Acid (L2) Exhibiting Photocatalytic Properties: An Experimental and Theoretical Approach
Here, we report a facile route to the synthesizing of a new donor–acceptor complex, L3, using 4-{[(anthracen-9-yl)meth-yl] amino}-benzoic acid, L2, as donor moiety with anthraquinone as an acceptor moiety. The formation of donor–acceptor complex L3 was facilitated via H-bonding and characterized by...
Autores principales: | , , , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8912118/ https://www.ncbi.nlm.nih.gov/pubmed/35268825 http://dx.doi.org/10.3390/molecules27051724 |
_version_ | 1784667028287651840 |
---|---|
author | Ahmed, Adeeba Fatima, Aysha Shakya, Sonam Rahman, Qazi Inamur Ahmad, Musheer Javed, Saleem AlSalem, Huda Salem Ahmad, Aiman |
author_facet | Ahmed, Adeeba Fatima, Aysha Shakya, Sonam Rahman, Qazi Inamur Ahmad, Musheer Javed, Saleem AlSalem, Huda Salem Ahmad, Aiman |
author_sort | Ahmed, Adeeba |
collection | PubMed |
description | Here, we report a facile route to the synthesizing of a new donor–acceptor complex, L3, using 4-{[(anthracen-9-yl)meth-yl] amino}-benzoic acid, L2, as donor moiety with anthraquinone as an acceptor moiety. The formation of donor–acceptor complex L3 was facilitated via H-bonding and characterized by single-crystal X-ray diffraction. The X-ray diffraction results confirmed the synthesized donor–acceptor complex L3 crystal belongs to the triclinic system possessing the P-1 space group. The complex L3 was also characterized by other spectral techniques, viz., FTIR and UV absorption spectroscopy, which confirmed the formation of new bonds between donor L2 moiety and acceptor anthraquinone molecule. The crystallinity and thermal stability of the newly synthesized complex L3 was confirmed by powdered XRD and TGA analysis and theoretical studies; Hirshfeld surface analysis was performed to define the type of interactions occurring in the complex L3. Interestingly, theoretical results were successfully corroborated with experimental results of FTIR and UV absorption. The density functional theory (DFT) calculations were employed for HOMO to LUMO; the energy gap (∆E) was calculated to be 3.6463 eV. The complex L3 was employed as a photocatalyst for the degradation of MB dye and was found to be quite efficient. The results showed MB dye degraded about 90% in 200 min and followed the pseudo-first-order kinetic with rate constant k = 0.0111 min(−1) and R(2) = 0.9596. Additionally, molecular docking reveals that the lowest binding energy was −10.8 Kcal/mol which indicates that the L3 complex may be further studied for its biological applications. |
format | Online Article Text |
id | pubmed-8912118 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-89121182022-03-11 Crystal Structure, Topology, DFT and Hirshfeld Surface Analysis of a Novel Charge Transfer Complex (L3) of Anthraquinone and 4-{[(anthracen-9-yl)meth-yl] amino}-benzoic Acid (L2) Exhibiting Photocatalytic Properties: An Experimental and Theoretical Approach Ahmed, Adeeba Fatima, Aysha Shakya, Sonam Rahman, Qazi Inamur Ahmad, Musheer Javed, Saleem AlSalem, Huda Salem Ahmad, Aiman Molecules Article Here, we report a facile route to the synthesizing of a new donor–acceptor complex, L3, using 4-{[(anthracen-9-yl)meth-yl] amino}-benzoic acid, L2, as donor moiety with anthraquinone as an acceptor moiety. The formation of donor–acceptor complex L3 was facilitated via H-bonding and characterized by single-crystal X-ray diffraction. The X-ray diffraction results confirmed the synthesized donor–acceptor complex L3 crystal belongs to the triclinic system possessing the P-1 space group. The complex L3 was also characterized by other spectral techniques, viz., FTIR and UV absorption spectroscopy, which confirmed the formation of new bonds between donor L2 moiety and acceptor anthraquinone molecule. The crystallinity and thermal stability of the newly synthesized complex L3 was confirmed by powdered XRD and TGA analysis and theoretical studies; Hirshfeld surface analysis was performed to define the type of interactions occurring in the complex L3. Interestingly, theoretical results were successfully corroborated with experimental results of FTIR and UV absorption. The density functional theory (DFT) calculations were employed for HOMO to LUMO; the energy gap (∆E) was calculated to be 3.6463 eV. The complex L3 was employed as a photocatalyst for the degradation of MB dye and was found to be quite efficient. The results showed MB dye degraded about 90% in 200 min and followed the pseudo-first-order kinetic with rate constant k = 0.0111 min(−1) and R(2) = 0.9596. Additionally, molecular docking reveals that the lowest binding energy was −10.8 Kcal/mol which indicates that the L3 complex may be further studied for its biological applications. MDPI 2022-03-06 /pmc/articles/PMC8912118/ /pubmed/35268825 http://dx.doi.org/10.3390/molecules27051724 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Ahmed, Adeeba Fatima, Aysha Shakya, Sonam Rahman, Qazi Inamur Ahmad, Musheer Javed, Saleem AlSalem, Huda Salem Ahmad, Aiman Crystal Structure, Topology, DFT and Hirshfeld Surface Analysis of a Novel Charge Transfer Complex (L3) of Anthraquinone and 4-{[(anthracen-9-yl)meth-yl] amino}-benzoic Acid (L2) Exhibiting Photocatalytic Properties: An Experimental and Theoretical Approach |
title | Crystal Structure, Topology, DFT and Hirshfeld Surface Analysis of a Novel Charge Transfer Complex (L3) of Anthraquinone and 4-{[(anthracen-9-yl)meth-yl] amino}-benzoic Acid (L2) Exhibiting Photocatalytic Properties: An Experimental and Theoretical Approach |
title_full | Crystal Structure, Topology, DFT and Hirshfeld Surface Analysis of a Novel Charge Transfer Complex (L3) of Anthraquinone and 4-{[(anthracen-9-yl)meth-yl] amino}-benzoic Acid (L2) Exhibiting Photocatalytic Properties: An Experimental and Theoretical Approach |
title_fullStr | Crystal Structure, Topology, DFT and Hirshfeld Surface Analysis of a Novel Charge Transfer Complex (L3) of Anthraquinone and 4-{[(anthracen-9-yl)meth-yl] amino}-benzoic Acid (L2) Exhibiting Photocatalytic Properties: An Experimental and Theoretical Approach |
title_full_unstemmed | Crystal Structure, Topology, DFT and Hirshfeld Surface Analysis of a Novel Charge Transfer Complex (L3) of Anthraquinone and 4-{[(anthracen-9-yl)meth-yl] amino}-benzoic Acid (L2) Exhibiting Photocatalytic Properties: An Experimental and Theoretical Approach |
title_short | Crystal Structure, Topology, DFT and Hirshfeld Surface Analysis of a Novel Charge Transfer Complex (L3) of Anthraquinone and 4-{[(anthracen-9-yl)meth-yl] amino}-benzoic Acid (L2) Exhibiting Photocatalytic Properties: An Experimental and Theoretical Approach |
title_sort | crystal structure, topology, dft and hirshfeld surface analysis of a novel charge transfer complex (l3) of anthraquinone and 4-{[(anthracen-9-yl)meth-yl] amino}-benzoic acid (l2) exhibiting photocatalytic properties: an experimental and theoretical approach |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8912118/ https://www.ncbi.nlm.nih.gov/pubmed/35268825 http://dx.doi.org/10.3390/molecules27051724 |
work_keys_str_mv | AT ahmedadeeba crystalstructuretopologydftandhirshfeldsurfaceanalysisofanovelchargetransfercomplexl3ofanthraquinoneand4anthracen9ylmethylaminobenzoicacidl2exhibitingphotocatalyticpropertiesanexperimentalandtheoreticalapproach AT fatimaaysha crystalstructuretopologydftandhirshfeldsurfaceanalysisofanovelchargetransfercomplexl3ofanthraquinoneand4anthracen9ylmethylaminobenzoicacidl2exhibitingphotocatalyticpropertiesanexperimentalandtheoreticalapproach AT shakyasonam crystalstructuretopologydftandhirshfeldsurfaceanalysisofanovelchargetransfercomplexl3ofanthraquinoneand4anthracen9ylmethylaminobenzoicacidl2exhibitingphotocatalyticpropertiesanexperimentalandtheoreticalapproach AT rahmanqaziinamur crystalstructuretopologydftandhirshfeldsurfaceanalysisofanovelchargetransfercomplexl3ofanthraquinoneand4anthracen9ylmethylaminobenzoicacidl2exhibitingphotocatalyticpropertiesanexperimentalandtheoreticalapproach AT ahmadmusheer crystalstructuretopologydftandhirshfeldsurfaceanalysisofanovelchargetransfercomplexl3ofanthraquinoneand4anthracen9ylmethylaminobenzoicacidl2exhibitingphotocatalyticpropertiesanexperimentalandtheoreticalapproach AT javedsaleem crystalstructuretopologydftandhirshfeldsurfaceanalysisofanovelchargetransfercomplexl3ofanthraquinoneand4anthracen9ylmethylaminobenzoicacidl2exhibitingphotocatalyticpropertiesanexperimentalandtheoreticalapproach AT alsalemhudasalem crystalstructuretopologydftandhirshfeldsurfaceanalysisofanovelchargetransfercomplexl3ofanthraquinoneand4anthracen9ylmethylaminobenzoicacidl2exhibitingphotocatalyticpropertiesanexperimentalandtheoreticalapproach AT ahmadaiman crystalstructuretopologydftandhirshfeldsurfaceanalysisofanovelchargetransfercomplexl3ofanthraquinoneand4anthracen9ylmethylaminobenzoicacidl2exhibitingphotocatalyticpropertiesanexperimentalandtheoreticalapproach |