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Updated: May 21, 2026
08:43
Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Dimethyl-ammonium 3-carb-oxy-benzoate.
Tausif Siddiqui1, Vandavasi Koteswara Rao, Matthias Zeller
1Department of Chemistry, Youngstown State University, One University Plaza, Youngstown, OH 44555, USA.
Summary
This study details the crystal structure of a novel organic salt, revealing a unique double-chain formation. Dimethyl-ammonium cations and 3-carboxy-benzoate anions self-assemble through hydrogen bonding into intricate supramolecular architectures.
Area of Science:
- Crystal engineering and supramolecular chemistry.
- Organic salt characterization.
- Hydrogen bonding in crystalline materials.
Background:
- Understanding the self-assembly of organic molecules is crucial for designing novel materials.
- Hydrogen bonds play a pivotal role in dictating the final crystalline structure.
- Dimethyl-ammonium and carboxylate functionalities are common building blocks in supramolecular chemistry.
Purpose of the Study:
- To elucidate the crystal structure of the organic salt formed between dimethyl-ammonium and 3-carboxy-benzoate.
- To investigate the role of hydrogen bonding in the self-assembly process.
- To characterize the resulting supramolecular architecture.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of intermolecular interactions, including hydrogen bonds (O-H⋯O and N-H⋯O), was performed.
- Geometric parameters, such as dihedral angles, were measured.
Main Results:
- The asymmetric unit contains two dimethyl-ammonium cations and two 3-carboxy-benzoate anions.
- 3-carboxy-benzoate anions form infinite chains via strong, nearly symmetrical O-H⋯O hydrogen bonds.
- Dimethyl-ammonium cations link these chains via N-H⋯O bonds, creating a double-chain structure.
- Dihedral angles between carboxylate groups and phenylene rings range from 7.9(1) to 20.48(9)°.
Conclusions:
- The study reveals a novel double-chain supramolecular structure driven by specific hydrogen bonding patterns.
- The observed crystal packing highlights the predictable nature of self-assembly in organic salts.
- The findings contribute to the understanding of structure-property relationships in crystalline organic materials.
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