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2-[(4-Chloro­phen­yl)sulfan­yl]-2-meth­oxy-1-phenyl­ethan-1-one: crystal structure and Hirshfeld surface analysis

The title compound, C(15)H(13)ClO(2)S, comprises (4-chloro­phen­yl)sulfanyl, benzaldehyde and meth­oxy residues linked at a chiral methine-C atom (the crystal is racemic). A twist in the methine-C—C(carbon­yl) bond [O—C—C—O torsion angle = 19.3 (7)°] leads to a dihedral angle of 22.2 (5)° between th...

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Autores principales: Caracelli, Ignez, Zukerman-Schpector, Julio, Traesel, Henrique J., Olivato, Paulo R., 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/PMC5947492/
https://www.ncbi.nlm.nih.gov/pubmed/29850096
http://dx.doi.org/10.1107/S2056989018006072
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author Caracelli, Ignez
Zukerman-Schpector, Julio
Traesel, Henrique J.
Olivato, Paulo R.
Jotani, Mukesh M.
Tiekink, Edward R. T.
author_facet Caracelli, Ignez
Zukerman-Schpector, Julio
Traesel, Henrique J.
Olivato, Paulo R.
Jotani, Mukesh M.
Tiekink, Edward R. T.
author_sort Caracelli, Ignez
collection PubMed
description The title compound, C(15)H(13)ClO(2)S, comprises (4-chloro­phen­yl)sulfanyl, benzaldehyde and meth­oxy residues linked at a chiral methine-C atom (the crystal is racemic). A twist in the methine-C—C(carbon­yl) bond [O—C—C—O torsion angle = 19.3 (7)°] leads to a dihedral angle of 22.2 (5)° between the benzaldehyde and methine+meth­oxy residues. The chloro­benzene ring is folded to lie over the O atoms, with the dihedral angle between the benzene rings being 42.9 (2)°. In the crystal, the carbonyl-O atom accepts two C—H⋯O inter­actions with methyl- and methine-C—H atoms being the donors. The result is an helical supra­molecular chain aligned along the c axis; chains pack with no directional inter­actions between them. An analysis of the Hirshfeld surface points to the important contributions of weak H⋯H and C⋯C contacts to the mol­ecular packing.
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spelling pubmed-59474922018-05-30 2-[(4-Chloro­phen­yl)sulfan­yl]-2-meth­oxy-1-phenyl­ethan-1-one: crystal structure and Hirshfeld surface analysis Caracelli, Ignez Zukerman-Schpector, Julio Traesel, Henrique J. Olivato, Paulo R. Jotani, Mukesh M. Tiekink, Edward R. T. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(15)H(13)ClO(2)S, comprises (4-chloro­phen­yl)sulfanyl, benzaldehyde and meth­oxy residues linked at a chiral methine-C atom (the crystal is racemic). A twist in the methine-C—C(carbon­yl) bond [O—C—C—O torsion angle = 19.3 (7)°] leads to a dihedral angle of 22.2 (5)° between the benzaldehyde and methine+meth­oxy residues. The chloro­benzene ring is folded to lie over the O atoms, with the dihedral angle between the benzene rings being 42.9 (2)°. In the crystal, the carbonyl-O atom accepts two C—H⋯O inter­actions with methyl- and methine-C—H atoms being the donors. The result is an helical supra­molecular chain aligned along the c axis; chains pack with no directional inter­actions between them. An analysis of the Hirshfeld surface points to the important contributions of weak H⋯H and C⋯C contacts to the mol­ecular packing. International Union of Crystallography 2018-04-27 /pmc/articles/PMC5947492/ /pubmed/29850096 http://dx.doi.org/10.1107/S2056989018006072 Text en © Caracelli 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
Caracelli, Ignez
Zukerman-Schpector, Julio
Traesel, Henrique J.
Olivato, Paulo R.
Jotani, Mukesh M.
Tiekink, Edward R. T.
2-[(4-Chloro­phen­yl)sulfan­yl]-2-meth­oxy-1-phenyl­ethan-1-one: crystal structure and Hirshfeld surface analysis
title 2-[(4-Chloro­phen­yl)sulfan­yl]-2-meth­oxy-1-phenyl­ethan-1-one: crystal structure and Hirshfeld surface analysis
title_full 2-[(4-Chloro­phen­yl)sulfan­yl]-2-meth­oxy-1-phenyl­ethan-1-one: crystal structure and Hirshfeld surface analysis
title_fullStr 2-[(4-Chloro­phen­yl)sulfan­yl]-2-meth­oxy-1-phenyl­ethan-1-one: crystal structure and Hirshfeld surface analysis
title_full_unstemmed 2-[(4-Chloro­phen­yl)sulfan­yl]-2-meth­oxy-1-phenyl­ethan-1-one: crystal structure and Hirshfeld surface analysis
title_short 2-[(4-Chloro­phen­yl)sulfan­yl]-2-meth­oxy-1-phenyl­ethan-1-one: crystal structure and Hirshfeld surface analysis
title_sort 2-[(4-chloro­phen­yl)sulfan­yl]-2-meth­oxy-1-phenyl­ethan-1-one: crystal structure and hirshfeld surface analysis
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5947492/
https://www.ncbi.nlm.nih.gov/pubmed/29850096
http://dx.doi.org/10.1107/S2056989018006072
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