N,N'-Butane-1,4-diylbis(bromoacetamide).

Area of Science:

• Crystallography
• Materials Science
• Organic Chemistry

Background:

• Understanding molecular conformation and packing is crucial for predicting material properties.
• The butanediamine residue is a common structural unit in various chemical compounds and polymers.

Purpose of the Study:

• To elucidate the three-dimensional structure and molecular conformation of the title compound, C8H14Br2N2O2.
• To analyze the intermolecular interactions, including hydrogen bonding and van der Waals forces, that stabilize the crystal lattice.
• To provide structural insights relevant to the design of polymers incorporating this unit.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular structure.
• Analysis of torsion angles was performed to describe the conformation of the butanediamine residue and the overall molecular geometry.
• Intermolecular interactions, such as hydrogen bonds and CH2...OC contacts, were identified and characterized.

Main Results:

• The compound C8H14Br2N2O2 crystallizes with the molecule located about an inversion center.
• A pleated conformation was observed for the butanediamine residue, with specific torsion angles reported (-89.5(6) and -62.1(7) degrees).
• A skew conformation was determined for the Br-CH2-C(O)-NH torsion angle (-124.2(4) degrees).
• The molecular packing is significantly influenced by strong hydrogen bonds between amide groups and weaker CH2...OC interactions.
• Each molecule engages in extensive intermolecular interactions, connecting with six neighbors through eight hydrogen bonds.

Conclusions:

• The determined crystal structure and conformation of C8H14Br2N2O2 provide a detailed molecular understanding.
• The strong intermolecular hydrogen bonding network plays a vital role in the observed molecular packing.
• The structural data are valuable for predicting and designing polymers that contain similar butanediamine structural units.