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

The title compound, C15H13ClO2S, 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)⁰] leads to a dihedral angle of 22.2 (5)⁰ between the benzald...

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Main Authors: Caracelli, Ignez, Zukerman-Schpector, Julio, Traesel, Henrique J., Olivato, Paulo R., Jotani, Mukesh M., Tiekink, Edward R. T. *
Format: Article
Language:English
Published: International Union of Crystallography 2018
Subjects:
Online Access:http://eprints.sunway.edu.my/807/
http://eprints.sunway.edu.my/807/1/Tiekink%20E%202-%5B%284-Chlorophenyl%29sulfanyl.pdf
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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
building SU Institutional Repository
collection Online Access
description The title compound, C15H13ClO2S, 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)⁰] leads to a dihedral angle of 22.2 (5)⁰ 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)⁰. 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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language English
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publishDate 2018
publisher International Union of Crystallography
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spelling sunway-8072020-10-07T09:14:57Z http://eprints.sunway.edu.my/807/ 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. * QD Chemistry The title compound, C15H13ClO2S, 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)⁰] leads to a dihedral angle of 22.2 (5)⁰ 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)⁰. 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 Article PeerReviewed text en cc_by_ncuk http://eprints.sunway.edu.my/807/1/Tiekink%20E%202-%5B%284-Chlorophenyl%29sulfanyl.pdf Caracelli, Ignez and Zukerman-Schpector, Julio and Traesel, Henrique J. and Olivato, Paulo R. and Jotani, Mukesh M. and Tiekink, Edward R. T. * (2018) 2-[(4-Chlorophenyl)sulfanyl]-2-methoxy-1-phenylethan-1-one: crystal structure and Hirshfeld surface analysis. Acta Crystallographica Section E Crystallographic Communications, 74 (5). pp. 703-708. ISSN 2056-9890 http://doi.org/10.1107/S2056989018006072 doi:10.1107/S2056989018006072
spellingShingle QD Chemistry
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 QD Chemistry
url http://eprints.sunway.edu.my/807/
http://eprints.sunway.edu.my/807/
http://eprints.sunway.edu.my/807/
http://eprints.sunway.edu.my/807/1/Tiekink%20E%202-%5B%284-Chlorophenyl%29sulfanyl.pdf