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Crystal structure and Hirshfeld surface analysis of 2-hy­droxy-7-meth­oxy-1,8-bis­(2,4,6-tri­chloro­benzo­yl)naphthalene

In the title compound, C(25)H(12)Cl(6)O(4), the two carbonyl groups are oriented in a same direction with respect to the naphthalene ring system and are situated roughly parallel to each other, while the two 2,4,6-tri­chloro­benzene rings are orientated in opposite directions with respect to the nap...

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Autores principales: Muto, Toyokazu, Iida, Kikuko, Noguchi, Keiichi, Yonezawa, Noriyuki, Okamoto, Akiko
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6775736/
https://www.ncbi.nlm.nih.gov/pubmed/31636968
http://dx.doi.org/10.1107/S2056989019012118
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author Muto, Toyokazu
Iida, Kikuko
Noguchi, Keiichi
Yonezawa, Noriyuki
Okamoto, Akiko
author_facet Muto, Toyokazu
Iida, Kikuko
Noguchi, Keiichi
Yonezawa, Noriyuki
Okamoto, Akiko
author_sort Muto, Toyokazu
collection PubMed
description In the title compound, C(25)H(12)Cl(6)O(4), the two carbonyl groups are oriented in a same direction with respect to the naphthalene ring system and are situated roughly parallel to each other, while the two 2,4,6-tri­chloro­benzene rings are orientated in opposite directions with respect to the naphthalene ring system: the carbonyl C—(C=O)—C planes subtend dihedral angles of 45.54 (15) and 30.02 (15)° to the naphthalene ring system are. The dihedral angles formed by the carbonyl groups and the benzene rings show larger differences, the C=O vectors being inclined to the benzene rings by 46.39 (16) and 79.78 (16)°. An intra­molecular O—H⋯O=C hydrogen bond forms an S(6) ring motif. In the crystal, no effective inter­molecular hydrogen bonds are found; instead, O⋯Cl and C⋯Cl close contacts are observed along the 2(1) helical-axis direction. The Hirshfeld surface analysis reveals several weak interactions, the major contributor being Cl⋯H/H⋯Cl contacts.
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spelling pubmed-67757362019-10-21 Crystal structure and Hirshfeld surface analysis of 2-hy­droxy-7-meth­oxy-1,8-bis­(2,4,6-tri­chloro­benzo­yl)naphthalene Muto, Toyokazu Iida, Kikuko Noguchi, Keiichi Yonezawa, Noriyuki Okamoto, Akiko Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(25)H(12)Cl(6)O(4), the two carbonyl groups are oriented in a same direction with respect to the naphthalene ring system and are situated roughly parallel to each other, while the two 2,4,6-tri­chloro­benzene rings are orientated in opposite directions with respect to the naphthalene ring system: the carbonyl C—(C=O)—C planes subtend dihedral angles of 45.54 (15) and 30.02 (15)° to the naphthalene ring system are. The dihedral angles formed by the carbonyl groups and the benzene rings show larger differences, the C=O vectors being inclined to the benzene rings by 46.39 (16) and 79.78 (16)°. An intra­molecular O—H⋯O=C hydrogen bond forms an S(6) ring motif. In the crystal, no effective inter­molecular hydrogen bonds are found; instead, O⋯Cl and C⋯Cl close contacts are observed along the 2(1) helical-axis direction. The Hirshfeld surface analysis reveals several weak interactions, the major contributor being Cl⋯H/H⋯Cl contacts. International Union of Crystallography 2019-09-10 /pmc/articles/PMC6775736/ /pubmed/31636968 http://dx.doi.org/10.1107/S2056989019012118 Text en © Muto 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
Muto, Toyokazu
Iida, Kikuko
Noguchi, Keiichi
Yonezawa, Noriyuki
Okamoto, Akiko
Crystal structure and Hirshfeld surface analysis of 2-hy­droxy-7-meth­oxy-1,8-bis­(2,4,6-tri­chloro­benzo­yl)naphthalene
title Crystal structure and Hirshfeld surface analysis of 2-hy­droxy-7-meth­oxy-1,8-bis­(2,4,6-tri­chloro­benzo­yl)naphthalene
title_full Crystal structure and Hirshfeld surface analysis of 2-hy­droxy-7-meth­oxy-1,8-bis­(2,4,6-tri­chloro­benzo­yl)naphthalene
title_fullStr Crystal structure and Hirshfeld surface analysis of 2-hy­droxy-7-meth­oxy-1,8-bis­(2,4,6-tri­chloro­benzo­yl)naphthalene
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of 2-hy­droxy-7-meth­oxy-1,8-bis­(2,4,6-tri­chloro­benzo­yl)naphthalene
title_short Crystal structure and Hirshfeld surface analysis of 2-hy­droxy-7-meth­oxy-1,8-bis­(2,4,6-tri­chloro­benzo­yl)naphthalene
title_sort crystal structure and hirshfeld surface analysis of 2-hy­droxy-7-meth­oxy-1,8-bis­(2,4,6-tri­chloro­benzo­yl)naphthalene
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6775736/
https://www.ncbi.nlm.nih.gov/pubmed/31636968
http://dx.doi.org/10.1107/S2056989019012118
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