3-(1,3-Dioxolan-2-yl)-2-hydrazino-7-methyl-quinoline

Area of Science:

• Crystallography
• Molecular Chemistry
• Organic Chemistry

Background:

• Understanding molecular conformation is crucial for predicting chemical and physical properties.
• Hydrogen bonding plays a significant role in stabilizing molecular structures and directing crystal packing.
• Isoquinoline derivatives are a class of compounds with diverse biological activities.

Purpose of the Study:

• To elucidate the three-dimensional structure of the title molecule, C(13)H(15)N(3)O(2).
• To investigate the role of intramolecular and intermolecular hydrogen bonding in the molecule's conformation and crystal packing.
• To provide insights into the structural features of substituted isoquinoline systems.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of bond lengths, bond angles, and dihedral angles to describe the molecular geometry.
• Identification and analysis of intra- and intermolecular hydrogen bonding interactions.

Main Results:

• The dihedral angle between the 1,3-dioxolane group and the 2-hydrazino-7-methyl-isoquinoline unit was determined to be 85.21(5)°.
• The molecular conformation is stabilized by bifurcated N-H⋯(O,O) and N-H⋯N intramolecular hydrogen bonds.
• Intermolecular N-H⋯O hydrogen bonds link molecules into extended chains along the [001] direction in the crystal lattice.

Conclusions:

• The crystal structure of C(13)H(15)N(3)O(2) reveals a specific conformation dictated by intramolecular hydrogen bonding.
• Intermolecular interactions lead to the formation of one-dimensional chains, influencing bulk properties.
• This study provides a detailed structural characterization of a novel isoquinoline derivative.