Cargando…

4-[(1,3-Dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)meth­yl]-N′-[(E)-4-nitro­benzyl­idene]benzene­sulfono­hydrazide dimethyl sulfoxide monosolvate

The mol­ecular structure of the title compound, C(26)H(18)N(4)O(6)S·C(2)H(6)OS, shows an E conformation of the hydrazone double bond. The presence of a methyl­ene group between the benzo[de]isoquinoline and benzene­sulfonyl moieties allows the 4-nitro­phenyl ring and the benzo[de]isoquinoline system...

Descripción completa

Detalles Bibliográficos
Autores principales: Bortoluzzi, Adailton J., Policarpi, Everton B., Mora, Cristiano, Oliveira, Kely N., Nunes, Ricardo J.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051948/
https://www.ncbi.nlm.nih.gov/pubmed/21522382
http://dx.doi.org/10.1107/S1600536811004697
_version_ 1782199590536085504
author Bortoluzzi, Adailton J.
Policarpi, Everton B.
Mora, Cristiano
Oliveira, Kely N.
Nunes, Ricardo J.
author_facet Bortoluzzi, Adailton J.
Policarpi, Everton B.
Mora, Cristiano
Oliveira, Kely N.
Nunes, Ricardo J.
author_sort Bortoluzzi, Adailton J.
collection PubMed
description The mol­ecular structure of the title compound, C(26)H(18)N(4)O(6)S·C(2)H(6)OS, shows an E conformation of the hydrazone double bond. The presence of a methyl­ene group between the benzo[de]isoquinoline and benzene­sulfonyl moieties allows the 4-nitro­phenyl ring and the benzo[de]isoquinoline system to be parallel with respect to each other, so that the mol­ecule adopts a U-shaped spatial conformation. The dihedral angle between mean planes of these aromatic groups is 4.4 (1)°. This special arrangement enables neighboring mol­ecules to be inter­calated, forming slipped π–π inter­actions [centroid–centroid distance = 3.535 (2) Å] between the 4-nitro­phenyl and benzo[de]isoquinoline groups and point-to-face C—H⋯π inter­actions between the benzo[de]isoquinoline and benzene­sulfonyl aromatic systems. In addition, the crystal packing also features an inter­molecular N—H⋯O inter­action involving the amine group and the dimethyl sulfoxide solvent mol­ecule.
format Text
id pubmed-3051948
institution National Center for Biotechnology Information
language English
publishDate 2011
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-30519482011-04-26 4-[(1,3-Dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)meth­yl]-N′-[(E)-4-nitro­benzyl­idene]benzene­sulfono­hydrazide dimethyl sulfoxide monosolvate Bortoluzzi, Adailton J. Policarpi, Everton B. Mora, Cristiano Oliveira, Kely N. Nunes, Ricardo J. Acta Crystallogr Sect E Struct Rep Online Organic Papers The mol­ecular structure of the title compound, C(26)H(18)N(4)O(6)S·C(2)H(6)OS, shows an E conformation of the hydrazone double bond. The presence of a methyl­ene group between the benzo[de]isoquinoline and benzene­sulfonyl moieties allows the 4-nitro­phenyl ring and the benzo[de]isoquinoline system to be parallel with respect to each other, so that the mol­ecule adopts a U-shaped spatial conformation. The dihedral angle between mean planes of these aromatic groups is 4.4 (1)°. This special arrangement enables neighboring mol­ecules to be inter­calated, forming slipped π–π inter­actions [centroid–centroid distance = 3.535 (2) Å] between the 4-nitro­phenyl and benzo[de]isoquinoline groups and point-to-face C—H⋯π inter­actions between the benzo[de]isoquinoline and benzene­sulfonyl aromatic systems. In addition, the crystal packing also features an inter­molecular N—H⋯O inter­action involving the amine group and the dimethyl sulfoxide solvent mol­ecule. International Union of Crystallography 2011-02-12 /pmc/articles/PMC3051948/ /pubmed/21522382 http://dx.doi.org/10.1107/S1600536811004697 Text en © Bortoluzzi et al. 2011 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Bortoluzzi, Adailton J.
Policarpi, Everton B.
Mora, Cristiano
Oliveira, Kely N.
Nunes, Ricardo J.
4-[(1,3-Dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)meth­yl]-N′-[(E)-4-nitro­benzyl­idene]benzene­sulfono­hydrazide dimethyl sulfoxide monosolvate
title 4-[(1,3-Dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)meth­yl]-N′-[(E)-4-nitro­benzyl­idene]benzene­sulfono­hydrazide dimethyl sulfoxide monosolvate
title_full 4-[(1,3-Dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)meth­yl]-N′-[(E)-4-nitro­benzyl­idene]benzene­sulfono­hydrazide dimethyl sulfoxide monosolvate
title_fullStr 4-[(1,3-Dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)meth­yl]-N′-[(E)-4-nitro­benzyl­idene]benzene­sulfono­hydrazide dimethyl sulfoxide monosolvate
title_full_unstemmed 4-[(1,3-Dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)meth­yl]-N′-[(E)-4-nitro­benzyl­idene]benzene­sulfono­hydrazide dimethyl sulfoxide monosolvate
title_short 4-[(1,3-Dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)meth­yl]-N′-[(E)-4-nitro­benzyl­idene]benzene­sulfono­hydrazide dimethyl sulfoxide monosolvate
title_sort 4-[(1,3-dioxo-2,3-dihydro-1h-benzo[de]isoquinolin-2-yl)meth­yl]-n′-[(e)-4-nitro­benzyl­idene]benzene­sulfono­hydrazide dimethyl sulfoxide monosolvate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051948/
https://www.ncbi.nlm.nih.gov/pubmed/21522382
http://dx.doi.org/10.1107/S1600536811004697
work_keys_str_mv AT bortoluzziadailtonj 413dioxo23dihydro1hbenzodeisoquinolin2ylmethylne4nitrobenzylidenebenzenesulfonohydrazidedimethylsulfoxidemonosolvate
AT policarpievertonb 413dioxo23dihydro1hbenzodeisoquinolin2ylmethylne4nitrobenzylidenebenzenesulfonohydrazidedimethylsulfoxidemonosolvate
AT moracristiano 413dioxo23dihydro1hbenzodeisoquinolin2ylmethylne4nitrobenzylidenebenzenesulfonohydrazidedimethylsulfoxidemonosolvate
AT oliveirakelyn 413dioxo23dihydro1hbenzodeisoquinolin2ylmethylne4nitrobenzylidenebenzenesulfonohydrazidedimethylsulfoxidemonosolvate
AT nunesricardoj 413dioxo23dihydro1hbenzodeisoquinolin2ylmethylne4nitrobenzylidenebenzenesulfonohydrazidedimethylsulfoxidemonosolvate