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4-Meth-oxy-benzamidinium chloride monohydrate
Simona Irrera1, Gustavo Portalone
1Chemistry Department, "Sapienza" University of Rome, P.le A. Moro, 5, I-00185 Rome, Italy.
Acta Crystallographica. Section E, Structure Reports Online
|January 4, 2013
Summary
This study details the crystal structure of a compound, revealing identical amidinium group bonds and a specific dihedral angle with the phenyl ring. Ionic components form polymeric tapes through extensive hydrogen bonding interactions.
Area of Science:
- Crystallography
- Supramolecular Chemistry
- Organic Chemistry
Background:
- Understanding the structural and bonding characteristics of organic cations is crucial in various chemical disciplines.
- Hydrogen bonding plays a significant role in the self-assembly of crystalline structures.
Purpose of the Study:
- To elucidate the detailed crystal structure of the title compound, C(8)H(11)N(2)O(+)·Cl(-)·H(2)O.
- To analyze the geometry of the amidinium group and its orientation relative to the phenyl ring.
- To investigate the intermolecular interactions, particularly hydrogen bonding, that govern the supramolecular assembly in the crystal.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the three-dimensional structure of the compound.
- Analysis of bond lengths, bond angles, and dihedral angles provided insights into the molecular geometry.
- Identification and analysis of intermolecular contacts, including hydrogen bonds (N-H(+)⋯Cl(-), N-H(+)⋯Ow, Ow-H⋯Cl(-)), were performed to understand crystal packing.
Main Results:
- The C-N bonds within the amidinium group were found to be virtually identical (1.305(2) Å and 1.304(2) Å), indicating significant delocalization.
- The plane of the amidinium group forms a dihedral angle of 25.83(8)° with the phenyl ring.
- The crystal structure is characterized by polymeric, hydrogen-bonded supramolecular tapes formed by the association of ionic components and water molecules.
Conclusions:
- The compound exhibits a well-defined crystal structure with symmetrical amidinium C-N bonds.
- Intermolecular hydrogen bonding is the primary driving force for the formation of extended supramolecular architectures in the solid state.
- The study provides valuable structural data for understanding the behavior of amidinium salts in crystalline environments.
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