Bis(4-amino-2-chloro-phen-yl) disulfide

Area of Science:

• Crystallography
• Organic Chemistry
• Materials Science

Background:

• Disulfide bonds are crucial functional groups in various chemical and biological systems.
• Understanding the structural nuances of novel organic compounds is essential for advancing chemical synthesis and material properties.
• The specific arrangement of atoms and intermolecular forces dictate a compound's physical and chemical behavior.

Purpose of the Study:

• To elucidate the detailed crystal structure of the title compound, C(12)H(10)Cl(2)N(2)S(2).
• To characterize the S-S bond length, C-S-S-C torsion angle, and dihedral angle between the phenyl rings.
• To identify and describe any intermolecular interactions, such as hydrogen bonding, present in the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional molecular structure.
• The crystal structure was analyzed to obtain bond lengths, bond angles, and torsion angles.
• Intermolecular interactions were identified through analysis of the crystal packing.

Main Results:

• The title compound, C(12)H(10)Cl(2)N(2)S(2), was successfully synthesized and characterized.
• A distinct S-S single bond of length 2.0671(16) Å was observed, bridging two 4-amino-2-chlorophenyl moieties.
• The C-S-S-C torsion angle was determined to be -84.2(2)°, and the dihedral angle between the phenyl rings was 39.9(2)°, indicating significant twisting.
• Intermolecular N-H⋯S hydrogen bonds were identified, contributing to the crystal structure stabilization.

Conclusions:

• The crystal structure provides a precise geometric description of the title compound.
• The observed S-S bond and molecular conformation are key features influencing the compound's properties.
• The presence of intermolecular hydrogen bonding highlights the importance of non-covalent interactions in the solid state.