Bis(3-nitrophenyl) disulfide forms no C-H.O hydrogen bonds

Area of Science:

• Crystallography
• Solid-state chemistry
• Organic chemistry

Background:

• Understanding molecular interactions in crystalline solids is crucial for materials science.
• Crystal structure analysis provides insights into intermolecular forces and packing arrangements.
• Aromatic pi.pi stacking is a significant non-covalent interaction influencing solid-state properties.

Purpose of the Study:

• To determine and describe the crystal structure of the title compound, C(12)H(8)N(2)O(4)S(2).
• To investigate the intermolecular interactions, specifically hydrogen bonding and pi.pi stacking, within the crystal lattice.
• To elucidate the packing arrangement of molecules in the solid state.

Main Methods:

• Single-crystal X-ray diffraction was employed to collect diffraction data.
• The crystal structure was solved and refined using standard crystallographic software.
• Analysis of the crystal structure focused on identifying symmetry elements and intermolecular contacts.

Main Results:

• The title compound, C(12)H(8)N(2)O(4)S(2), crystallizes in the C2/c space group.
• Molecules are situated across twofold rotation axes within the unit cell.
• Aromatic pi.pi stacking interactions were identified as the primary driving force for linking molecules into chains along the [001] direction.
• No intermolecular C-H.O hydrogen bonds were observed.

Conclusions:

• The crystal structure of C(12)H(8)N(2)O(4)S(2) is characterized by twofold rotation axes and C2/c symmetry.
• Aromatic pi.pi stacking plays a key role in the self-assembly of this compound in the solid state.
• The absence of C-H.O hydrogen bonds highlights the dominance of pi.pi interactions in this specific crystal packing.