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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...

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Autores principales: Sribala, R., Indhumathi, S., Krishnakumar, R.V., Srinivasan, N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
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.
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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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