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Published on: January 19, 2016
4-Cyclo-butyl-amino-3-nitro-benzoic acid
This study details the crystal structure of C(11)H(12)N(2)O(4), revealing two independent molecules with similar geometries. Intramolecular hydrogen bonds and specific dihedral angles characterize these molecules, which form dimers in the crystal lattice.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- Understanding molecular geometry and intermolecular interactions is crucial in crystal engineering.
- The compound C(11)H(12)N(2)O(4) presents an interesting case for studying hydrogen bonding and conformational preferences.
Purpose of the Study:
- To elucidate the crystal structure of C(11)H(12)N(2)O(4).
- To analyze the molecular geometry, including dihedral angles and hydrogen bonding patterns.
- To investigate intermolecular interactions within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction analysis was employed to determine the crystal structure.
- Geometric parameters, including bond lengths, bond angles, and dihedral angles, were precisely measured.
- Analysis of intermolecular interactions, such as hydrogen bonds and C-H···O/π interactions, was performed.
Main Results:
- The asymmetric unit contains two crystallographically independent molecules of C(11)H(12)N(2)O(4) with similar conformations.
- Both molecules exhibit intramolecular N-H···O hydrogen bonds.
- Significant dihedral angles were observed between the benzene and cyclobutane rings (38.29(7)° and 57.04(8)°), and the nitro group is slightly twisted from the benzene ring (9.15(12)° and 9.55(12)°).
- In the crystal, molecules form dimers via intermolecular O-H···O hydrogen bonds between carboxyl groups, with additional C-H···O and C-H···π interactions observed between dimers.
Conclusions:
- The crystal structure of C(11)H(12)N(2)O(4) is characterized by the presence of two independent molecules with defined geometric parameters.
- Intramolecular hydrogen bonding and specific torsional angles dictate the molecular conformation.
- Intermolecular interactions, including hydrogen bonding and van der Waals forces, drive the formation of a dimerized crystal structure.
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