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7-Methyl-5-[(4-methyl­benzene)­sulfon­yl]-2H,5H-[1,3]dioxolo[4,5-f]indole: crystal structure and Hirshfeld analysis

In the title indole derivative, C(17)H(15)NO(4)S, the fused dioxolo-indole system is essentially planar [r.m.s. deviation of the 12 fitted atoms = 0.0249 Å] and is effectively perpendicular to the appended 4-tolyl ring, forming a dihedral angle of 89.95 (6)°. Overall, the mol­ecule has the shape of...

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Autores principales: Ali, Akbar, Zukerman-Schpector, Julio, Weber Paixão, Márcio, Jotani, Mukesh M., Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5956333/
https://www.ncbi.nlm.nih.gov/pubmed/29850050
http://dx.doi.org/10.1107/S2056989018000889
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author Ali, Akbar
Zukerman-Schpector, Julio
Weber Paixão, Márcio
Jotani, Mukesh M.
Tiekink, Edward R. T.
author_facet Ali, Akbar
Zukerman-Schpector, Julio
Weber Paixão, Márcio
Jotani, Mukesh M.
Tiekink, Edward R. T.
author_sort Ali, Akbar
collection PubMed
description In the title indole derivative, C(17)H(15)NO(4)S, the fused dioxolo-indole system is essentially planar [r.m.s. deviation of the 12 fitted atoms = 0.0249 Å] and is effectively perpendicular to the appended 4-tolyl ring, forming a dihedral angle of 89.95 (6)°. Overall, the mol­ecule has the shape of the letter L. In the crystal, supra­molecular layers in the ab plane are formed via weak 4-tolyl-C—H⋯π(C(6)-ring of indole) and S—O⋯π(1,3-dioxole) contacts. The aforementioned inter­actions along with inter­atomic H⋯H and H⋯O contacts are all shown to make significant contributions to the calculated Hirshfeld surfaces.
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spelling pubmed-59563332018-05-30 7-Methyl-5-[(4-methyl­benzene)­sulfon­yl]-2H,5H-[1,3]dioxolo[4,5-f]indole: crystal structure and Hirshfeld analysis Ali, Akbar Zukerman-Schpector, Julio Weber Paixão, Márcio Jotani, Mukesh M. Tiekink, Edward R. T. Acta Crystallogr E Crystallogr Commun Research Communications In the title indole derivative, C(17)H(15)NO(4)S, the fused dioxolo-indole system is essentially planar [r.m.s. deviation of the 12 fitted atoms = 0.0249 Å] and is effectively perpendicular to the appended 4-tolyl ring, forming a dihedral angle of 89.95 (6)°. Overall, the mol­ecule has the shape of the letter L. In the crystal, supra­molecular layers in the ab plane are formed via weak 4-tolyl-C—H⋯π(C(6)-ring of indole) and S—O⋯π(1,3-dioxole) contacts. The aforementioned inter­actions along with inter­atomic H⋯H and H⋯O contacts are all shown to make significant contributions to the calculated Hirshfeld surfaces. International Union of Crystallography 2018-01-19 /pmc/articles/PMC5956333/ /pubmed/29850050 http://dx.doi.org/10.1107/S2056989018000889 Text en © Ali et al. 2018 http://creativecommons.org/licenses/by/2.0/uk/ 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/2.0/uk/
spellingShingle Research Communications
Ali, Akbar
Zukerman-Schpector, Julio
Weber Paixão, Márcio
Jotani, Mukesh M.
Tiekink, Edward R. T.
7-Methyl-5-[(4-methyl­benzene)­sulfon­yl]-2H,5H-[1,3]dioxolo[4,5-f]indole: crystal structure and Hirshfeld analysis
title 7-Methyl-5-[(4-methyl­benzene)­sulfon­yl]-2H,5H-[1,3]dioxolo[4,5-f]indole: crystal structure and Hirshfeld analysis
title_full 7-Methyl-5-[(4-methyl­benzene)­sulfon­yl]-2H,5H-[1,3]dioxolo[4,5-f]indole: crystal structure and Hirshfeld analysis
title_fullStr 7-Methyl-5-[(4-methyl­benzene)­sulfon­yl]-2H,5H-[1,3]dioxolo[4,5-f]indole: crystal structure and Hirshfeld analysis
title_full_unstemmed 7-Methyl-5-[(4-methyl­benzene)­sulfon­yl]-2H,5H-[1,3]dioxolo[4,5-f]indole: crystal structure and Hirshfeld analysis
title_short 7-Methyl-5-[(4-methyl­benzene)­sulfon­yl]-2H,5H-[1,3]dioxolo[4,5-f]indole: crystal structure and Hirshfeld analysis
title_sort 7-methyl-5-[(4-methyl­benzene)­sulfon­yl]-2h,5h-[1,3]dioxolo[4,5-f]indole: crystal structure and hirshfeld analysis
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5956333/
https://www.ncbi.nlm.nih.gov/pubmed/29850050
http://dx.doi.org/10.1107/S2056989018000889
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