(E)-1-(2,2-Dimeth-oxy-eth-yl)-2-(nitro-methyl-idene)imidazolidine

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure

Background:

• Understanding molecular geometry and electronic properties is crucial in organic chemistry.
• Planarity in organic molecules can significantly impact their reactivity and physical characteristics.
• Hydrogen bonding plays a vital role in molecular assembly and crystal engineering.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(8)H(15)N(3)O(4).
• To investigate the factors contributing to the observed planarity of the 2-(nitro-methyl-ene)imidazolidine fragment.
• To characterize the intra- and inter-molecular hydrogen bonding interactions within the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction analysis was employed to determine the three-dimensional structure.
• Analysis of bond lengths, bond angles, and root-mean-square deviations was performed.
• Identification and analysis of intra- and inter-molecular hydrogen bonds (N-H⋯O) were conducted.

Main Results:

• The 2-(nitro-methyl-ene)imidazolidine fragment exhibits near planarity (r.m.s. deviation = 0.027 Å).
• Electron delocalization and the electron-withdrawing nitro (NO(2)) group likely contribute to the observed planarity.
• An intramolecular N-H⋯O interaction forms an S(6) ring, and a weak intermolecular N-H⋯O bond leads to C(7) chains propagating along the [010] direction.

Conclusions:

• The crystal structure reveals a planar 2-(nitro-methyl-ene)imidazolidine core, stabilized by electronic effects.
• Intramolecular hydrogen bonding dictates local ring formation, while intermolecular interactions drive crystal packing.
• The findings provide insights into the structural and electronic properties of nitro-substituted imidazolidine derivatives.