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Updated: Jun 1, 2026
11:01
Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
4-(sec-Butyl-amino)-3-nitro-benzoic acid
Summary
This study details the crystal structure of C(11)H(14)N(2)O(4), revealing intramolecular hydrogen bonds and significant disorder in the butyl-amino groups of its two independent molecules. Intermolecular interactions further stabilize the crystal lattice.
Area of Science:
- Crystallography
- Chemical Physics
- Materials Science
Background:
- Understanding molecular structure and intermolecular forces is crucial for predicting material properties.
- Crystal structure analysis provides detailed insights into molecular arrangement and bonding.
Purpose of the Study:
- To elucidate the crystal structure of the title compound C(11)H(14)N(2)O(4).
- To investigate the nature of intra- and intermolecular interactions within the crystal lattice.
- To characterize the observed molecular disorder.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the crystal structure.
- Analysis of bond lengths, bond angles, and dihedral angles provided structural details.
- Hydrogen bonding and other non-covalent interactions were identified and analyzed.
Main Results:
- The asymmetric unit contains two independent molecules (A and B) with intramolecular N-H⋯O hydrogen bonds forming S(6) ring motifs.
- Significant rotational disorder was observed in the butyl-amino group of molecule A and further disorder in molecule B.
- Intermolecular O-H⋯O hydrogen bonds form centrosymmetric dimers, and weak C-H⋯O interactions contribute to crystal stabilization.
Conclusions:
- The crystal structure of C(11)H(14)N(2)O(4) is characterized by intramolecular hydrogen bonding and complex disorder in the aliphatic side chains.
- The interplay of intra- and intermolecular interactions dictates the overall crystal packing and stability.
- Further studies may explore the impact of this disorder on the compound's physical and chemical properties.
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