N-Cyclo-hexyl-tryptamine: freebase, bromide and fumarate

Area of Science:

• Crystallography
• Solid-state chemistry
• Organic chemistry

Background:

• N-cyclohexyl-tryptamine is a derivative of tryptamine.
• Understanding the solid-state structures of organic molecules is crucial for predicting their properties.

Purpose of the Study:

• To determine the solid-state structures of N-cyclohexyl-tryptamine and its bromide and fumarate salts.
• To investigate the role of hydrogen bonding in the crystal packing of these compounds.

Main Methods:

• Single-crystal X-ray diffraction was used to determine the crystal structures.
• Analysis of intermolecular interactions, particularly hydrogen bonds, was performed.

Main Results:

• The freebase N-cyclohexyl-tryptamine forms infinite chains via N-H⋯N hydrogen bonds.
• The bromide salt exhibits two-dimensional sheet structures stabilized by N-H⋯Br interactions.
• The fumarate salt forms a three-dimensional framework through N-H⋯O hydrogen bonds.

Conclusions:

• Hydrogen bonding plays a significant role in dictating the diverse solid-state architectures of N-cyclohexyl-tryptamine and its salts.
• The specific counter-ion influences the resulting crystal packing.