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

Abstract

The title was synthesized by an acid–phenol coupling reaction. In the crystal, inter­molecular C—H⋯O hydrogen bonding links the mol­ecules into cyclic hydrogen-bonded inversion dimers with R²₂(10) motifs. The packing is further consolidated by C—H⋯π and C—Cl⋯π inter­actions.

In the title compound, C₂₆H₃₂BrClO₃, the dihedral angle between the 4-bromo-2-chloro­phenyl ring and the aromatic ring of (alk­yloxy)phenyl moiety is found to be 77.21 (2)°. The torsion angle associated with the ester moiety is 173.2 (2)° which is anti-periplanar. In the crystal, inter­molecular C—H⋯O hydrogen bonding links the mol­ecules into cyclic hydrogen-bonded inversion dimers with R²₂(10) motifs. The mol­ecular structure is associated with an inversion centre and connected through two symmetrical C—H⋯O inter­actions, forming R²₂(10) inversion dimer motif. The packing is further consolidated by C—H⋯π and C—Cl⋯π inter­actions. 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.