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Crystal structure and molecular Hirshfeld surface analysis of acenaphthene derivatives obeying the chlorine–methyl exchange rule
Instances of crystal structures that remain isomorphous in spite of some minor changes in their respective molecules, such as change in a substituent atom/group, can provide insights into the factors that govern crystal packing. In this context, an accurate description of the crystal structures of...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6775734/ https://www.ncbi.nlm.nih.gov/pubmed/31636975 http://dx.doi.org/10.1107/S2056989019012428 |
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author | Sribala, R. Indhumathi, S. Krishnakumar, R.V. Srinivasan, N. |
author_facet | Sribala, R. Indhumathi, S. Krishnakumar, R.V. Srinivasan, N. |
author_sort | Sribala, R. |
collection | PubMed |
description | Instances of crystal structures that remain isomorphous in spite of some minor changes in their respective molecules, such as change in a substituent atom/group, can provide insights into the factors that govern crystal packing. In this context, an accurate description of the crystal structures of an isomorphous pair that differ from each other only by a chlorine–methyl substituent, viz. 5′′-(2-chlorobenzylidene)-4′-(2-chlorophenyl)-1′-methyldispiro[acenaphthene-1,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione, C(34)H(28)Cl(2)N(2)O(2), (I), and its analogue 1′-methyl-5′′-(2-methylbenzylidene)-4′-(2-methylphenyl)dispiro[acenaphthene-1,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione, C(36)H(34)N(2)O(2), (II), is presented. While there are two C—H⋯O weak intermolecular interactions present in both (I) and (II), the change of substituent from chlorine to methyl has given rise to an additional weak C—H⋯O intermolecular interaction that is relatively stronger than the other two. However, the presence of the stronger C—H⋯O interaction in (II) has not disrupted the validity of the chloro-methyl exchange rule. Details of the crystal structures and Hirshfeld analyses of the two compounds are presented. |
format | Online Article Text |
id | pubmed-6775734 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-67757342019-10-21 Crystal structure and molecular Hirshfeld surface analysis of acenaphthene derivatives obeying the chlorine–methyl exchange rule Sribala, R. Indhumathi, S. Krishnakumar, R.V. Srinivasan, N. Acta Crystallogr E Crystallogr Commun Research Communications Instances of crystal structures that remain isomorphous in spite of some minor changes in their respective molecules, such as change in a substituent atom/group, can provide insights into the factors that govern crystal packing. In this context, an accurate description of the crystal structures of an isomorphous pair that differ from each other only by a chlorine–methyl substituent, viz. 5′′-(2-chlorobenzylidene)-4′-(2-chlorophenyl)-1′-methyldispiro[acenaphthene-1,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione, C(34)H(28)Cl(2)N(2)O(2), (I), and its analogue 1′-methyl-5′′-(2-methylbenzylidene)-4′-(2-methylphenyl)dispiro[acenaphthene-1,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione, C(36)H(34)N(2)O(2), (II), is presented. While there are two C—H⋯O weak intermolecular interactions present in both (I) and (II), the change of substituent from chlorine to methyl has given rise to an additional weak C—H⋯O intermolecular interaction that is relatively stronger than the other two. However, the presence of the stronger C—H⋯O interaction in (II) has not disrupted the validity of the chloro-methyl exchange rule. Details of the crystal structures and Hirshfeld analyses of the two compounds are presented. International Union of Crystallography 2019-09-12 /pmc/articles/PMC6775734/ /pubmed/31636975 http://dx.doi.org/10.1107/S2056989019012428 Text en © Sribala et al. 2019 http://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.http://creativecommons.org/licenses/by/4.0/ |
spellingShingle | Research Communications Sribala, R. Indhumathi, S. Krishnakumar, R.V. Srinivasan, N. Crystal structure and molecular Hirshfeld surface analysis of acenaphthene derivatives obeying the chlorine–methyl exchange rule |
title | Crystal structure and molecular Hirshfeld surface analysis of acenaphthene derivatives obeying the chlorine–methyl exchange rule |
title_full | Crystal structure and molecular Hirshfeld surface analysis of acenaphthene derivatives obeying the chlorine–methyl exchange rule |
title_fullStr | Crystal structure and molecular Hirshfeld surface analysis of acenaphthene derivatives obeying the chlorine–methyl exchange rule |
title_full_unstemmed | Crystal structure and molecular Hirshfeld surface analysis of acenaphthene derivatives obeying the chlorine–methyl exchange rule |
title_short | Crystal structure and molecular Hirshfeld surface analysis of acenaphthene derivatives obeying the chlorine–methyl exchange rule |
title_sort | crystal structure and molecular hirshfeld surface analysis of acenaphthene derivatives obeying the chlorine–methyl exchange rule |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6775734/ https://www.ncbi.nlm.nih.gov/pubmed/31636975 http://dx.doi.org/10.1107/S2056989019012428 |
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