1,4-Phenyl-enebis(methyl-ene) dicarbamate

Area of Science:

• Crystallography
• Chemical Physics
• Materials Science

Background:

• Phenyl dicarbamates are organic compounds with potential applications in various chemical fields.
• Understanding the solid-state structure of such molecules is crucial for predicting their physical and chemical properties.
• Crystal symmetry and intermolecular interactions dictate bulk material characteristics.

Purpose of the Study:

• To determine the crystal structure of the title compound, C(10)H(12)N(2)O(4).
• To analyze the molecular geometry, including dihedral angles between key functional groups.
• To investigate the intermolecular interactions, specifically hydrogen bonding, within the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to obtain crystallographic data.
• The crystal structure was solved and refined to determine atomic positions and bond parameters.
• Analysis of the crystal structure included calculating dihedral angles and identifying hydrogen bond networks using graph-set notation.

Main Results:

• The title compound, C(10)H(12)N(2)O(4), exhibits crystallographically imposed inversion symmetry.
• A dihedral angle of 29.2(1)° was measured between the carbamo-yloxy plane and the aryl ring plane.
• Two distinct centrosymmetric N-H⋯O hydrogen bonds, classified as R(2)(2)(8) and R(2)(4)(8), were identified, leading to a sheet structure parallel to the (011) plane.

Conclusions:

• The crystal structure of this phenyl dicarbamate is fully elucidated.
• The observed hydrogen bonding network dictates the formation of a specific sheet-like supramolecular architecture.
• These findings provide fundamental insights into the solid-state behavior of phenyl dicarbamates.