(E)-3-(2-Chloro-3,3,3-trifluoro-prop-1-en-yl)-2,2-dimethyl-N-(2-naphth-yl)cyclo-propane-carboxamide

Area of Science:

• Organic Chemistry
• Crystallography
• Chemical Synthesis

Background:

• Trifluoromethylated compounds are important in medicinal chemistry and materials science.
• Cyclopropane derivatives offer unique structural motifs for chemical synthesis.
• Naphthalene derivatives are common in pharmaceuticals and dyes.

Purpose of the Study:

• To synthesize and characterize a novel compound containing trifluoromethyl, cyclopropane, and naphthalene moieties.
• To elucidate the crystal structure of the synthesized compound.
• To investigate intermolecular interactions and structural features.

Main Methods:

• Chemical synthesis involving condensation reactions.
• Single-crystal X-ray diffraction for structural determination.
• Analysis of bond lengths, bond angles, and intermolecular interactions.

Main Results:

• Successful synthesis of the target compound C(19)H(17)ClF(3)NO.
• Determination of the crystal structure, revealing two molecules in the asymmetric unit.
• Identification of a dihedral angle of 111.6(5)° between naphthalene and cyclopropane units.
• Observation of intermolecular N-H⋯O hydrogen bonds forming molecular chains.
• Disordered chlorine atom with occupancies of 0.653(15) and 0.347(15).

Conclusions:

• The study reports the synthesis and detailed crystal structure of a novel trifluoromethylated compound.
• The crystal packing is governed by intermolecular hydrogen bonding, forming extended chains.
• The observed disorder in the chlorine atom provides insights into the molecular conformation and packing.