2-Benzyl-5-meth-oxy-isoindoline-1,3-dione
Noemi Vila1, María Carmen Costas-Lago, Pedro Besada
1Department of Organic Chemistry, University of Vigo, E-36310 Vigo, Spain.
Acta Crystallographica. Section E, Structure Reports Online
|October 8, 2013
Summary
This study details the crystal structure of an N-benzyl-phthalimide derivative. Molecules self-assemble through hydrogen bonds, forming tape-like structures in the crystal lattice.
Area of Science:
- Organic Chemistry
- Crystallography
Background:
- Phthalimide derivatives are important in organic synthesis and medicinal chemistry.
- Understanding the solid-state structure provides insights into molecular interactions and potential applications.
Purpose of the Study:
- To determine and analyze the crystal structure of a specific N-benzyl-phthalimide derivative (C16H13NO3).
- To investigate the molecular geometry, including planarity and dihedral angles.
- To elucidate the intermolecular interactions responsible for crystal packing.
Main Methods:
- Single-crystal X-ray diffraction was employed to obtain the crystal structure.
- Analysis of molecular geometry, including root-mean-square deviation (r.m.s.d.) and torsion angles.
- Identification and characterization of intermolecular interactions, such as hydrogen bonds.
Main Results:
- The N-benzyl-phthalimide derivative exhibits two planar moieties: the phthalimide system and the phenyl ring.
- A significant dihedral angle of 84.7° exists between the phthalimide and phenyl rings.
- The methoxy group is nearly coplanar with the phthalimide ring (torsion angle of -171.5°).
- Molecules self-assemble via non-classical C-H⋯O hydrogen bonds, forming a tape motif along the [110] direction.
Conclusions:
- The crystal structure reveals a specific spatial arrangement of the N-benzyl-phthalimide derivative.
- Non-classical hydrogen bonding plays a crucial role in the observed tape-like crystal assembly.
- The findings contribute to the understanding of structure-property relationships in phthalimide derivatives.
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