Cargando…
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...
Autores principales: | , , , , |
---|---|
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 |
_version_ | 1783456314020593664 |
---|---|
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. |
format | Online Article Text |
id | pubmed-6775736 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT mutotoyokazu crystalstructureandhirshfeldsurfaceanalysisof2hydroxy7methoxy18bis246trichlorobenzoylnaphthalene AT iidakikuko crystalstructureandhirshfeldsurfaceanalysisof2hydroxy7methoxy18bis246trichlorobenzoylnaphthalene AT noguchikeiichi crystalstructureandhirshfeldsurfaceanalysisof2hydroxy7methoxy18bis246trichlorobenzoylnaphthalene AT yonezawanoriyuki crystalstructureandhirshfeldsurfaceanalysisof2hydroxy7methoxy18bis246trichlorobenzoylnaphthalene AT okamotoakiko crystalstructureandhirshfeldsurfaceanalysisof2hydroxy7methoxy18bis246trichlorobenzoylnaphthalene |