Crystal structure and Hirshfeld surface analysis of 4-bromo-2-chlorophenyl (<i>E</i>)-3-[4-(undecyloxy)phenyl]acrylate

In the title compound, C<sub>26</sub>H<sub>32</sub>BrClO<sub>3</sub>, the dihedral angle between the 4-bromo-2-chloro-phenyl ring and the aromatic ring of (alk-yloxy)phenyl moiety is found to be 77.21 (2)°. The torsion angle associated with the ester moiety is 173.2 (2)° which is <i>anti-periplanar</i>. In the crystal, inter-molecular C-H⋯O hydrogen bonding links the mol-ecules into cyclic hydrogen-bonded inversion dimers with <i>R</i> <sup>2</sup> <sub>2</sub>(10) motifs. The mol-ecular structure is associated with an inversion centre and connected through two symmetrical C-H⋯O inter-actions, forming <i>R</i> <sup>2</sup> <sub>2</sub>(10) inversion dimer motif. The packing is further consolidated by C-H⋯π and C-Cl⋯π inter-actions. Hirshfeld surface analysis showed that the most significant contributions are from H⋯H (54.0%), C⋯H/H⋯C (15.2%), Br⋯H/H⋯Br (10.9%), O⋯H/H⋯O (7.8%) and Cl⋯H/H⋯Cl (2.6%) contacts.

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Publication Details

Journal
Acta Crystallographica Section E Crystallographic Communications
Published
2025-08-12
DOI
https://doi.org/10.1107/s2056989025007078
Primary Topic
Crystal structures of chemical compounds
Type
article
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article

Crystal structure and Hirshfeld surface analysis of 4-bromo-2-chlorophenyl (E)-3-[4-(undecyloxy)phenyl]acrylate

H. Anil Kumar, M. Harish Kumar, H. T. Srinivasa, B. S. Palakshamurthy et al.
Acta Crystallographica Section E Crystallographic Communications
Crystal structures of chemical compounds
article

Crystal structure and Hirshfeld surface analysis of 4-bromo-2-chlorophenyl (E)-3-[4-(undecyloxy)phenyl]acrylate

H. Anil Kumar, M. Harish Kumar, H. T. Srinivasa, B. S. Palakshamurthy, H.C. Devarajegowda
article en

Abstract

In the title compound, C<sub>26</sub>H<sub>32</sub>BrClO<sub>3</sub>, the dihedral angle between the 4-bromo-2-chloro-phenyl ring and the aromatic ring of (alk-yloxy)phenyl moiety is found to be 77.21 (2)°. The torsion angle associated with the ester moiety is 173.2 (2)° which is <i>anti-periplanar</i>. In the crystal, inter-molecular C-H⋯O hydrogen bonding links the mol-ecules into cyclic hydrogen-bonded inversion dimers with <i>R</i> <sup>2</sup> <sub>2</sub>(10) motifs. The mol-ecular structure is associated with an inversion centre and connected through two symmetrical C-H⋯O inter-actions, forming <i>R</i> <sup>2</sup> <sub>2</sub>(10) inversion dimer motif. The packing is further consolidated by C-H⋯π and C-Cl⋯π inter-actions. Hirshfeld surface analysis showed that the most significant contributions are from H⋯H (54.0%), C⋯H/H⋯C (15.2%), Br⋯H/H⋯Br (10.9%), O⋯H/H⋯O (7.8%) and Cl⋯H/H⋯Cl (2.6%) contacts.

Acta Crystallographica Section E Crystallographic CommunicationsVol. 81(9)
Raman Research Institute (IN), University of Mysore (IN), Tumkur University (IN)
Openalex Percentile: Top 83%
Crystal structures of chemical compounds
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Crystal structure and Hirshfeld surface analysis of 4-bromo-2-chlorophenyl (<i>E</i>)-3-[4-(undecyloxy)phenyl]acrylate — H. Anil Kumar, M. Harish Kumar, et al. · Acta Crystallographica Section E Crystallographic Communications (2025) | TGRS Research Map | TGRS