2-(4-Bromo-1H-indol-3-yl)acetonitrile

Area of Science:

• Crystallography
• Organic Chemistry
• Materials Science

Background:

• Indole derivatives are important scaffolds in medicinal chemistry and materials science.
• Understanding the solid-state structure of organic compounds is crucial for predicting their properties.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(10)H(7)BrN(2).
• To analyze the molecular geometry and intermolecular interactions within the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
• Analysis of atomic coordinates and bond lengths/angles provided detailed molecular information.
• Hydrogen bonding networks were identified and characterized.

Main Results:

• The non-hydrogen atoms of the indole ring system were found to be nearly planar (r.m.s. deviation = 0.019 Å).
• The acetonitrile group exhibited deviations from the indole plane, with the nitrogen and carbon atoms displaced by 2.278 Å and 1.289 Å, respectively.
• N-H⋯N hydrogen bonds were observed, linking molecules into a C(7) chain along the [100] direction.

Conclusions:

• The crystal structure of C(10)H(7)BrN(2) was successfully determined.
• The compound exhibits near-planarity in the indole core with specific deviations in the acetonitrile substituent.
• Intermolecular hydrogen bonding dictates the formation of a one-dimensional chain structure in the solid state.