Ethyl (E)-3-anilino-2-cyano-3-mercaptoacrylate

Area of Science:

• Crystallography
• Chemical Physics
• Molecular interactions

Background:

• Hydrogen bonds are crucial in determining the structural and physical properties of crystalline solids.
• Understanding intermolecular forces is key to predicting material behavior and designing new compounds.

Purpose of the Study:

• To investigate and characterize the hydrogen bonding network within the title compound, C12H12N2O2S.
• To elucidate the specific types and geometries of hydrogen bonds present, including bifurcated interactions.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional structure of the compound.
• Analysis of hydrogen bond geometries and topological parameters (e.g., R(1)(2)(4) and R(2)(2)(12) motifs).

Main Results:

• The crystal structure of C12H12N2O2S exhibits significant hydrogen bonding interactions.
• Two primary types of hydrogen bonds were identified: S-H⋯N and N-H⋯O.
• The N-H⋯O hydrogen bond was found to be bifurcated, involving donation to two equivalent oxygen atoms, forming both intra- and intermolecular bonds.

Conclusions:

• The identified hydrogen bonding patterns, including the bifurcated N-H⋯O interaction and the S-H⋯N bond, play a critical role in stabilizing the crystal lattice of C12H12N2O2S.
• The specific motifs, R(1)(2)(4) and R(2)(2)(12), provide detailed insights into the directional preferences of these interactions.