4-Bromo-anilinium perchlorate 18-crown-6 clathrate

Area of Science:

• Supramolecular Chemistry
• Organic Synthesis
• Crystallography

Background:

• Crown ethers are macrocyclic compounds known for their ability to selectively bind cations.
• Aniline derivatives are versatile building blocks in organic chemistry.
• Hydrogen bonding plays a crucial role in molecular recognition and crystal engineering.

Purpose of the Study:

• To synthesize and characterize a novel supramolecular complex involving a protonated aniline derivative and a crown ether.
• To investigate the structural features and hydrogen bonding interactions within the synthesized compound.

Main Methods:

• The title compound was synthesized via the reaction of 4-bromo-aniline, 18-crown-6, and perchloric acid in methanol.
• Structural characterization was likely performed using techniques such as X-ray crystallography.

Main Results:

• The reaction successfully yielded the target compound with the formula C(6)H(7)BrN(+)·ClO(4) (-)·C(12)H(24)O(6).
• The crystal structure revealed that the protonated amino group (-NH(3)(+)) of the 4-bromo-anilinium cation forms three bifurcated N-H⋯O hydrogen bonds with oxygen atoms of the 18-crown-6 ether.

Conclusions:

• The study demonstrates the successful co-crystallization of a protonated organic molecule with a crown ether.
• The observed bifurcated hydrogen bonding highlights the intricate intermolecular interactions governing the assembly of supramolecular structures.
• This work contributes to the understanding of host-guest chemistry and the design of novel functional materials.