Crystal structure and Hirshfeld surface analysis of (2,7-diethoxynaphthalene-1,8-diyl)bis[(4-bromophenyl)methanone]

The title compound, C28H22Br2O4, crystallizes in the monoclinic space group P21/c at 193 K. The two 4-bromobenzoyl groups are attached in a non-coplanar fashion to the naphthalene ring system and are oriented in opposite directions. The two 4-bromobenzene rings are tilted almost symmetrically with r...

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Main Authors: Kun Li, Jiali Yao, Hiroaki Iitsuka, Noriyuki Yonezawa, Akiko Okamoto
Format: Article
Language:English
Published: International Union of Crystallography 2024-12-01
Series:Acta Crystallographica Section E: Crystallographic Communications
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Online Access:https://journals.iucr.org/paper?S205698902401123X
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author Kun Li
Jiali Yao
Hiroaki Iitsuka
Noriyuki Yonezawa
Akiko Okamoto
author_facet Kun Li
Jiali Yao
Hiroaki Iitsuka
Noriyuki Yonezawa
Akiko Okamoto
author_sort Kun Li
collection DOAJ
description The title compound, C28H22Br2O4, crystallizes in the monoclinic space group P21/c at 193 K. The two 4-bromobenzoyl groups are attached in a non-coplanar fashion to the naphthalene ring system and are oriented in opposite directions. The two 4-bromobenzene rings are tilted almost symmetrically with respect to the naphthalene ring system. The crystal packing features several kinds of non-classical hydrogen bonds such as C—H...X (X = polar atom), in which the C—H group acts as a hydrogen-atom donor, and C—H...π interactions. The two-dimensional fingerprint plots generated in a Hirshfeld surface analysis show non-classical hydrogen bonding with short contacts involving the bromo group.
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id doaj-art-e7d114a3cae84191962c62fd6a069422
institution OA Journals
issn 2056-9890
language English
publishDate 2024-12-01
publisher International Union of Crystallography
record_format Article
series Acta Crystallographica Section E: Crystallographic Communications
spelling doaj-art-e7d114a3cae84191962c62fd6a0694222025-08-20T02:19:08ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902024-12-0180121313131710.1107/S205698902401123Xjp2015Crystal structure and Hirshfeld surface analysis of (2,7-diethoxynaphthalene-1,8-diyl)bis[(4-bromophenyl)methanone]Kun Li0Jiali Yao1Hiroaki Iitsuka2Noriyuki Yonezawa3Akiko Okamoto4Department of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture and Technology, 2-24-16 Nakamachi, Koganei, Tokyo 184-8588, JapanDepartment of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture and Technology, 2-24-16 Nakamachi, Koganei, Tokyo 184-8588, JapanDepartment of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture and Technology, 2-24-16 Nakamachi, Koganei, Tokyo 184-8588, JapanDepartment of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture and Technology, 2-24-16 Nakamachi, Koganei, Tokyo 184-8588, JapanDepartment of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture and Technology, 2-24-16 Nakamachi, Koganei, Tokyo 184-8588, JapanThe title compound, C28H22Br2O4, crystallizes in the monoclinic space group P21/c at 193 K. The two 4-bromobenzoyl groups are attached in a non-coplanar fashion to the naphthalene ring system and are oriented in opposite directions. The two 4-bromobenzene rings are tilted almost symmetrically with respect to the naphthalene ring system. The crystal packing features several kinds of non-classical hydrogen bonds such as C—H...X (X = polar atom), in which the C—H group acts as a hydrogen-atom donor, and C—H...π interactions. The two-dimensional fingerprint plots generated in a Hirshfeld surface analysis show non-classical hydrogen bonding with short contacts involving the bromo group.https://journals.iucr.org/paper?S205698902401123Xnon-coplanar aromatic ringssymmetric spatial organizationnon-classical hydrogen bondsbromo...hydrogen/carbon short contactshirshfeld surface analysiscrystal structure
spellingShingle Kun Li
Jiali Yao
Hiroaki Iitsuka
Noriyuki Yonezawa
Akiko Okamoto
Crystal structure and Hirshfeld surface analysis of (2,7-diethoxynaphthalene-1,8-diyl)bis[(4-bromophenyl)methanone]
Acta Crystallographica Section E: Crystallographic Communications
non-coplanar aromatic rings
symmetric spatial organization
non-classical hydrogen bonds
bromo...hydrogen/carbon short contacts
hirshfeld surface analysis
crystal structure
title Crystal structure and Hirshfeld surface analysis of (2,7-diethoxynaphthalene-1,8-diyl)bis[(4-bromophenyl)methanone]
title_full Crystal structure and Hirshfeld surface analysis of (2,7-diethoxynaphthalene-1,8-diyl)bis[(4-bromophenyl)methanone]
title_fullStr Crystal structure and Hirshfeld surface analysis of (2,7-diethoxynaphthalene-1,8-diyl)bis[(4-bromophenyl)methanone]
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of (2,7-diethoxynaphthalene-1,8-diyl)bis[(4-bromophenyl)methanone]
title_short Crystal structure and Hirshfeld surface analysis of (2,7-diethoxynaphthalene-1,8-diyl)bis[(4-bromophenyl)methanone]
title_sort crystal structure and hirshfeld surface analysis of 2 7 diethoxynaphthalene 1 8 diyl bis 4 bromophenyl methanone
topic non-coplanar aromatic rings
symmetric spatial organization
non-classical hydrogen bonds
bromo...hydrogen/carbon short contacts
hirshfeld surface analysis
crystal structure
url https://journals.iucr.org/paper?S205698902401123X
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