Crystal structure, Hirshfeld surface and frontier mol­ecular orbital analysis of 10-benzyl-9-(4-hydroxy-3-meth­oxy­phen­yl)-3,3,6,6-tetra­methyl-3,4,6,7,9,10-hexa­hydro­acridine-1,8(2H,5H)-dione

In the fused ring system of the title mol­ecule, C(31)H(35)NO(4), the conformation of the central di­hydro­pyridine ring is inter­mediate between boat and envelope with the N and the opposite C atoms lying out of the basal plane. The conformations of terminal rings are close to envelope, with the at...

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Autores principales: Sughanya, V., Loganathan, B., Praveenkumar, D., Ayyappan, J., Sundararajan, M. L., Prabhakaran, A., Dhandapani, A., Suresh Babu, N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2022
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9361374/
https://www.ncbi.nlm.nih.gov/pubmed/35974835
http://dx.doi.org/10.1107/S2056989022006557
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author Sughanya, V.
Loganathan, B.
Praveenkumar, D.
Ayyappan, J.
Sundararajan, M. L.
Prabhakaran, A.
Dhandapani, A.
Suresh Babu, N.
author_facet Sughanya, V.
Loganathan, B.
Praveenkumar, D.
Ayyappan, J.
Sundararajan, M. L.
Prabhakaran, A.
Dhandapani, A.
Suresh Babu, N.
author_sort Sughanya, V.
collection PubMed
description In the fused ring system of the title mol­ecule, C(31)H(35)NO(4), the conformation of the central di­hydro­pyridine ring is inter­mediate between boat and envelope with the N and the opposite C atoms lying out of the basal plane. The conformations of terminal rings are close to envelope, with the atoms substituted by two methyl groups as the flaps. In the crystal, the mol­ecules are linked by O—H⋯O hydrogen bonds into helical chains. The Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H⋯H (63.2%), O⋯H/H⋯O (20.1%) and C⋯H/H⋯C (14.4%) contacts. Quantum chemical calculations of the frontier mol­ecular orbitals were carried out to characterize the chemical reactivity of the title compound.
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spelling pubmed-93613742022-08-15 Crystal structure, Hirshfeld surface and frontier mol­ecular orbital analysis of 10-benzyl-9-(4-hydroxy-3-meth­oxy­phen­yl)-3,3,6,6-tetra­methyl-3,4,6,7,9,10-hexa­hydro­acridine-1,8(2H,5H)-dione Sughanya, V. Loganathan, B. Praveenkumar, D. Ayyappan, J. Sundararajan, M. L. Prabhakaran, A. Dhandapani, A. Suresh Babu, N. Acta Crystallogr E Crystallogr Commun Research Communications In the fused ring system of the title mol­ecule, C(31)H(35)NO(4), the conformation of the central di­hydro­pyridine ring is inter­mediate between boat and envelope with the N and the opposite C atoms lying out of the basal plane. The conformations of terminal rings are close to envelope, with the atoms substituted by two methyl groups as the flaps. In the crystal, the mol­ecules are linked by O—H⋯O hydrogen bonds into helical chains. The Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H⋯H (63.2%), O⋯H/H⋯O (20.1%) and C⋯H/H⋯C (14.4%) contacts. Quantum chemical calculations of the frontier mol­ecular orbitals were carried out to characterize the chemical reactivity of the title compound. International Union of Crystallography 2022-07-14 /pmc/articles/PMC9361374/ /pubmed/35974835 http://dx.doi.org/10.1107/S2056989022006557 Text en © Sughanya et al. 2022 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Research Communications
Sughanya, V.
Loganathan, B.
Praveenkumar, D.
Ayyappan, J.
Sundararajan, M. L.
Prabhakaran, A.
Dhandapani, A.
Suresh Babu, N.
Crystal structure, Hirshfeld surface and frontier mol­ecular orbital analysis of 10-benzyl-9-(4-hydroxy-3-meth­oxy­phen­yl)-3,3,6,6-tetra­methyl-3,4,6,7,9,10-hexa­hydro­acridine-1,8(2H,5H)-dione
title Crystal structure, Hirshfeld surface and frontier mol­ecular orbital analysis of 10-benzyl-9-(4-hydroxy-3-meth­oxy­phen­yl)-3,3,6,6-tetra­methyl-3,4,6,7,9,10-hexa­hydro­acridine-1,8(2H,5H)-dione
title_full Crystal structure, Hirshfeld surface and frontier mol­ecular orbital analysis of 10-benzyl-9-(4-hydroxy-3-meth­oxy­phen­yl)-3,3,6,6-tetra­methyl-3,4,6,7,9,10-hexa­hydro­acridine-1,8(2H,5H)-dione
title_fullStr Crystal structure, Hirshfeld surface and frontier mol­ecular orbital analysis of 10-benzyl-9-(4-hydroxy-3-meth­oxy­phen­yl)-3,3,6,6-tetra­methyl-3,4,6,7,9,10-hexa­hydro­acridine-1,8(2H,5H)-dione
title_full_unstemmed Crystal structure, Hirshfeld surface and frontier mol­ecular orbital analysis of 10-benzyl-9-(4-hydroxy-3-meth­oxy­phen­yl)-3,3,6,6-tetra­methyl-3,4,6,7,9,10-hexa­hydro­acridine-1,8(2H,5H)-dione
title_short Crystal structure, Hirshfeld surface and frontier mol­ecular orbital analysis of 10-benzyl-9-(4-hydroxy-3-meth­oxy­phen­yl)-3,3,6,6-tetra­methyl-3,4,6,7,9,10-hexa­hydro­acridine-1,8(2H,5H)-dione
title_sort crystal structure, hirshfeld surface and frontier mol­ecular orbital analysis of 10-benzyl-9-(4-hydroxy-3-meth­oxy­phen­yl)-3,3,6,6-tetra­methyl-3,4,6,7,9,10-hexa­hydro­acridine-1,8(2h,5h)-dione
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9361374/
https://www.ncbi.nlm.nih.gov/pubmed/35974835
http://dx.doi.org/10.1107/S2056989022006557
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