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Updated: Jun 1, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Ethyl 4-ethyl-amino-3-nitro-benzoate
This study reveals a unique bifurcated hydrogen bond in a C(11)H(14)N(2)O(4) molecule. This interaction forms a non-planar ring and links molecules into crystal chains.
Area of Science:
- Crystallography
- Molecular chemistry
- Supramolecular chemistry
Background:
- Hydrogen bonding is crucial for molecular structure and material properties.
- Understanding intermolecular interactions aids in designing novel materials.
Purpose of the Study:
- To investigate the crystal structure and hydrogen bonding of the title compound C(11)H(14)N(2)O(4).
- To elucidate the role of bifurcated hydrogen bonds in molecular assembly.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of hydrogen bonding networks, including bifurcated interactions.
Main Results:
- A bifurcated intra/intermolecular N-H⋯(O,O) hydrogen bond was identified.
- The intramolecular hydrogen bond induces a non-planar six-membered ring with a flattened-boat conformation.
- Intermolecular interactions result in the formation of molecular chains along the b axis.
Conclusions:
- The study highlights the significance of bifurcated hydrogen bonds in dictating crystal packing.
- The observed structural features provide insights into the supramolecular assembly of organic molecules.
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