6-Bromo-1,3-benzothia-zol-2-amine

Area of Science:

• Crystal Chemistry
• Solid-State Chemistry
• Organic Chemistry

Background:

• Understanding the solid-state structure of organic compounds is crucial for predicting their physical and chemical properties.
• Intermolecular interactions, such as hydrogen bonding and π-π stacking, dictate crystal packing and influence material characteristics.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(7)H(5)BrN(2)S.
• To identify and analyze the intermolecular interactions present in the crystal lattice.
• To characterize the crystallographic features, including potential twinning.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
• Analysis of atomic coordinates and bond distances/angles to assess molecular geometry and deviations from planarity.
• Identification of intermolecular interactions (hydrogen bonds, π-π stacking, C-H⋯Br) using geometric criteria.

Main Results:

• The root-mean-square (r.m.s.) deviation for non-hydrogen atoms from the mean plane is 0.011 Å, indicating a nearly planar structure.
• Molecules are interconnected through N-H⋯N and N-H⋯Br hydrogen bonds, forming (010) sheets.
• Weak aromatic π-π stacking (3.884 Å centroid-to-centroid) and possible C-H⋯Br interactions were observed.

Conclusions:

• The crystal structure of C(7)H(5)BrN(2)S is characterized by extensive hydrogen bonding and π-π stacking, leading to a layered arrangement.
• The presence of an inversion twin is noted, which is an important crystallographic consideration.
• These findings contribute to the understanding of structure-property relationships in related organic molecules.