1,3-Bis(2-ethoxy-phen-yl)triazene

Area of Science:

• Crystallography
• Organic Chemistry
• Supramolecular Chemistry

Background:

• Triazene compounds are known for their diverse chemical properties and applications.
• Understanding the solid-state structure is crucial for predicting reactivity and designing new materials.

Purpose of the Study:

• To elucidate the crystal structure of the title compound C(16)H(19)N(3)O(2).
• To investigate intermolecular interactions, including hydrogen bonding and C-H···π interactions.
• To analyze the influence of steric factors on molecular conformation in the solid state.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of hydrogen bonding using graph-set notation (R(2)(2)(8)).
• Computational methods may be used to analyze weak interactions (though not explicitly stated in the abstract).

Main Results:

• The compound exhibits trans geometry around the N=N double bond in the triazene unit.
• Two independent molecules in the asymmetric unit show near planarity (r.m.s. deviations of 0.065 Å and 0.242 Å).
• Intermolecular N-H···N hydrogen bonds form dimers with a characteristic R(2)(2)(8) motif.
• Ortho-positioned ethoxy groups induce steric hindrance, preventing coplanarity within dimers.
• Dimers are formed by interlocked molecules related by a pseudo-twofold rotation axis.
• Weak C-H···π interactions between CH groups and phenyl rings were observed.

Conclusions:

• The crystal structure provides detailed insights into the solid-state behavior of this triazene derivative.
• Intermolecular hydrogen bonding and steric effects play significant roles in dictating the supramolecular assembly.
• The findings contribute to the understanding of structure-property relationships in triazene compounds.