4-[(4-Aminophenyl)sulfanyl]aniline

The redetermined structure of the title compound, C<sub>12</sub>H<sub>12</sub>N<sub>2</sub>S, was refined from low-temperature (100 K) single-crystal X-ray diffraction data. Although achiral, the compound crystallizes in Sohncke space group <i>P</i>2<sub>1</sub>2<sub>1</sub>2<sub>1</sub> in a chiral conformation distorted from idealized <i>C</i> <sub>2</sub> symmetry and the dihedral angle between the phenyl groups is 72.01 (7)°. In the extended structure, the NH<sub>2</sub> substituents participate in N-H⋯S, N-H⋯N, and N-H⋯π inter-actions, leading to a three-dimensional hydrogen-bonded array. These results highlight the role of sulfur bridges in tuning packing inter-actions relevant to polymer design.

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IUCrData
Published
2025-09-16
DOI
https://doi.org/10.1107/s2414314625007953
Primary Topic
Structural and Chemical Analysis of Organic and Inorganic Compounds
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article

4-[(4-Aminophenyl)sulfanyl]aniline

Rao M. Uppu, Patrick Mensah, Frank Rolf Fronczek, Ogad A. Agu et al.
IUCrData
Structural and Chemical Analysis of Organic and Inorganic Compounds
article

4-[(4-Aminophenyl)sulfanyl]aniline

Rao M. Uppu, Patrick Mensah, Frank Rolf Fronczek, Ogad A. Agu, Guoqiang Li
article en

Abstract

The redetermined structure of the title compound, C<sub>12</sub>H<sub>12</sub>N<sub>2</sub>S, was refined from low-temperature (100 K) single-crystal X-ray diffraction data. Although achiral, the compound crystallizes in Sohncke space group <i>P</i>2<sub>1</sub>2<sub>1</sub>2<sub>1</sub> in a chiral conformation distorted from idealized <i>C</i> <sub>2</sub> symmetry and the dihedral angle between the phenyl groups is 72.01 (7)°. In the extended structure, the NH<sub>2</sub> substituents participate in N-H⋯S, N-H⋯N, and N-H⋯π inter-actions, leading to a three-dimensional hydrogen-bonded array. These results highlight the role of sulfur bridges in tuning packing inter-actions relevant to polymer design.

IUCrDataVol. 10(9)
Louisiana State University (US), Southern University and Agricultural and Mechanical College (US), Southern University (BD)
Openalex Percentile: Top 81%
Structural and Chemical Analysis of Organic and Inorganic Compounds
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