N-(3-Bromo-1,4-dioxo-1,4-dihydro-2-naphth-yl)-2-chloro-N-(2-chloro-benzoyl) benzamide

Emmanuel Akinboye, Ray J. Butcher, Yakini Brandy, Tolulope A. Adesiyun, Oladapo Bakare

Research output: Contribution to journalArticle

Abstract

The title compound, C24H12BrCl2NO4, was synthesized from 2-amino-3-bromo-1,4-naphthoquinone and 2-chloro-benzoyl chloride. The crystal structure shows that each of the chloro-phenyl rings is inclined at about 60° to the naphthoquinone ring system. The two chloro-phenyl rings adopt a conformation that ensures that chlorine substituents are anti so as to reduce electronic repulsion. An examination of the packing shows close O⋯Br and Cl⋯Cl contacts of 2.947 (2) and 3.346 (1) Å, respectively. In addition, the molecules are linked by weak intermolecular C - H⋯O and C - H⋯Cl interactions.

Original languageEnglish (US)
JournalActa Crystallographica Section E: Structure Reports Online
Volume65
Issue number1
DOIs
StatePublished - Dec 1 2008
Externally publishedYes

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Naphthoquinones
Chlorine
Conformations
Crystal structure
Molecules
rings
chlorine
examination
chlorides
crystal structure
electronics
benzoyl chloride
benzamide
2-bromo-1,4-naphthoquinone
molecules
interactions

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)
  • Condensed Matter Physics

Cite this

N-(3-Bromo-1,4-dioxo-1,4-dihydro-2-naphth-yl)-2-chloro-N-(2-chloro-benzoyl) benzamide. / Akinboye, Emmanuel; Butcher, Ray J.; Brandy, Yakini; Adesiyun, Tolulope A.; Bakare, Oladapo.

In: Acta Crystallographica Section E: Structure Reports Online, Vol. 65, No. 1, 01.12.2008.

Research output: Contribution to journalArticle

Akinboye, Emmanuel ; Butcher, Ray J. ; Brandy, Yakini ; Adesiyun, Tolulope A. ; Bakare, Oladapo. / N-(3-Bromo-1,4-dioxo-1,4-dihydro-2-naphth-yl)-2-chloro-N-(2-chloro-benzoyl) benzamide. In: Acta Crystallographica Section E: Structure Reports Online. 2008 ; Vol. 65, No. 1.
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abstract = "The title compound, C24H12BrCl2NO4, was synthesized from 2-amino-3-bromo-1,4-naphthoquinone and 2-chloro-benzoyl chloride. The crystal structure shows that each of the chloro-phenyl rings is inclined at about 60° to the naphthoquinone ring system. The two chloro-phenyl rings adopt a conformation that ensures that chlorine substituents are anti so as to reduce electronic repulsion. An examination of the packing shows close O⋯Br and Cl⋯Cl contacts of 2.947 (2) and 3.346 (1) {\AA}, respectively. In addition, the molecules are linked by weak intermolecular C - H⋯O and C - H⋯Cl interactions.",
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AU - Butcher, Ray J.

AU - Brandy, Yakini

AU - Adesiyun, Tolulope A.

AU - Bakare, Oladapo

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AB - The title compound, C24H12BrCl2NO4, was synthesized from 2-amino-3-bromo-1,4-naphthoquinone and 2-chloro-benzoyl chloride. The crystal structure shows that each of the chloro-phenyl rings is inclined at about 60° to the naphthoquinone ring system. The two chloro-phenyl rings adopt a conformation that ensures that chlorine substituents are anti so as to reduce electronic repulsion. An examination of the packing shows close O⋯Br and Cl⋯Cl contacts of 2.947 (2) and 3.346 (1) Å, respectively. In addition, the molecules are linked by weak intermolecular C - H⋯O and C - H⋯Cl interactions.

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