Synthesis and structure of 4-bromo-2-chlorophenyl 4′-methoxy-[1,1′-biphenyl]-4-carboxylate featuring short halogen...oxygen contacts

In the title compound, C<sub>20</sub>H<sub>14</sub>BrClO<sub>3</sub>, the dihedral angles between the aromatic ring of the 4-bromo-2-chloro-phenyl and the immediate neighbour and second aromatic ring of the biphenyl moiety are 80.59 (2) and 75.42 (2)°, respectively. The dihedral angle between the rings within the biphenyl moiety is 24.57 (4)°. The torsion angle associated with the ester group linking the biphenyl ring and the 4-bromo-2-chloro-phenyl group is -166.6 (2)°. The extended structure features short halogen⋯oxygen contacts [Cl⋯O = 2.991 (3), Br⋯O = 3.139 (2) Å], forming mol-ecular sheets lying parallel to (101). The Hirshfeld surface analysis reveals that the major contributions to the inter-molecular inter-actions are from C⋯H/H⋯C (32.2%), H⋯H/H⋯H (26.3%), Br⋯H/H⋯Br (10.7%), O⋯H/H⋯O (10.4%) and Cl⋯H/H⋯Cl (7.5%) contacts.

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Publication Details

Journal
Acta Crystallographica Section E Crystallographic Communications
Published
2025-03-25
DOI
https://doi.org/10.1107/s2056989025002658
Citations
1
Primary Topic
Synthesis and Reactions of Organic Compounds
Type
article
Field-Weighted Citation Impact
0.94
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article

Synthesis and structure of 4-bromo-2-chlorophenyl 4′-methoxy-[1,1′-biphenyl]-4-carboxylate featuring short halogen...oxygen contacts

B S Palakshamurthy, Hemanth Kumar, M. Harish Kumar, H. T. Srinivasa et al.
1 citations
Acta Crystallographica Section E Crystallographic Communications
Synthesis and Reactions of Organic Compounds
0.94
article

Synthesis and structure of 4-bromo-2-chlorophenyl 4′-methoxy-[1,1′-biphenyl]-4-carboxylate featuring short halogen...oxygen contacts

B S Palakshamurthy, Hemanth Kumar, M. Harish Kumar, H. T. Srinivasa, H.C. Devarajegowda
article en
1 citations

Abstract

In the title compound, C<sub>20</sub>H<sub>14</sub>BrClO<sub>3</sub>, the dihedral angles between the aromatic ring of the 4-bromo-2-chloro-phenyl and the immediate neighbour and second aromatic ring of the biphenyl moiety are 80.59 (2) and 75.42 (2)°, respectively. The dihedral angle between the rings within the biphenyl moiety is 24.57 (4)°. The torsion angle associated with the ester group linking the biphenyl ring and the 4-bromo-2-chloro-phenyl group is -166.6 (2)°. The extended structure features short halogen⋯oxygen contacts [Cl⋯O = 2.991 (3), Br⋯O = 3.139 (2) Å], forming mol-ecular sheets lying parallel to (101). The Hirshfeld surface analysis reveals that the major contributions to the inter-molecular inter-actions are from C⋯H/H⋯C (32.2%), H⋯H/H⋯H (26.3%), Br⋯H/H⋯Br (10.7%), O⋯H/H⋯O (10.4%) and Cl⋯H/H⋯Cl (7.5%) contacts.

Acta Crystallographica Section E Crystallographic CommunicationsVol. 81(5)
Raman Research Institute (IN), University of Mysore (IN), Tumkur University (IN)
Openalex Percentile: Top 26%
Synthesis and Reactions of Organic Compounds
0.94
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