Ethyl 4-(2-hydroxy-ethyl-amino)-3-nitro-benzoate

Area of Science:

• Crystallography
• Molecular Chemistry

Background:

• Understanding molecular interactions and crystal packing is crucial in chemistry.
• Hydrogen bonding plays a significant role in stabilizing molecular structures and directing crystal assembly.

Purpose of the Study:

• To elucidate the detailed molecular structure and crystal packing of the compound C(11)H(14)N(2)O(5).
• To investigate the role of intramolecular and intermolecular hydrogen bonds in the compound's structural stability and network formation.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of hydrogen bonding interactions (N-H⋯O, O-H⋯O, C-H⋯O) and dihedral angles was performed.
• Non-merohedral twin refinement was utilized to accurately model the crystal structure.

Main Results:

• The molecular structure is stabilized by an intramolecular N-H⋯O hydrogen bond, forming an S(6) ring motif.
• A slight twist (5.2°) was observed between the nitro group and the benzene ring.
• Intermolecular O-H⋯O and C-H⋯O hydrogen bonds create a three-dimensional crystal network.
• The crystal was identified as a non-merohedral twin with a refined ratio of 0.264:0.736.

Conclusions:

• The compound C(11)H(14)N(2)O(5) exhibits a stable molecular conformation due to intramolecular hydrogen bonding.
• Intermolecular interactions dictate the formation of an extended three-dimensional supramolecular architecture.
• The crystallographic analysis provides fundamental insights into the structural properties of this nitro-substituted compound.