2-(1,3-Dioxoisoindolin-2-yl)acetonitrile

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure

Background:

• Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
• The 1H-isoindole-1,3(2H)-dione scaffold is present in various biologically active compounds.
• Acetonitrile is a common solvent and a functional group in organic synthesis.

Purpose of the Study:

• To determine and analyze the crystal structure of the title compound, C(10)H(6)N(2)O(2).
• To investigate the molecular geometry, including dihedral angles between key functional groups.
• To characterize intermolecular interactions within the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to obtain the crystallographic data.
• The asymmetric unit was analyzed to identify independent molecules and their conformations.
• Intermolecular interactions, such as hydrogen bonds, were identified and analyzed.

Main Results:

• The asymmetric unit contains two independent molecules of C(10)H(6)N(2)O(2).
• Dihedral angles between the acetonitrile and 1H-isoindole-1,3(2H)-dione units were measured as 69.0(7)° and 77.0(5)°.
• One terminal nitrogen atom exhibited positional disorder, and intermolecular C-H⋯O hydrogen bonds were observed.

Conclusions:

• The crystal structure provides detailed insights into the solid-state arrangement of this specific organic compound.
• The observed dihedral angles and disorder offer valuable information for structure-property relationship studies.
• The identified hydrogen bonding network contributes to the overall crystal packing and stability.