Abstract

In the title compound, C13H13N3O, the phenyl ring makes a dihedral angle of 47.0 (1)° with the mean plane of the –NC(=O)N– unit, while the dihedral angle between the latter mean plane and the amino­phenyl ring is 84.43 (7)°. In the crystal, mol­ecules are linked via N—H⋯O hydrogen bonds involving the central –NHC(=O)NH– units, forming chains running parallel to the b axis. These chains associate with one another via N—H⋯O and N—H⋯N hydrogen bonds, from the pendant amino groups to the –NHC(=O)NH– units of adjacent mol­ecules, forming columns propagating along [010]. The structure was refined as a two-component twin with a 0.933 (3):0.067 (3) domain ratio.

Highlights

  • In the title compound, C13H13N3O, the phenyl ring makes a dihedral angle of 47.0 (1) with the mean plane of the –NC( O)N– unit, while the dihedral angle between the latter mean plane and the aminophenyl ring is 84.43 (7)

  • Molecules are linked via N—HÁ Á ÁO hydrogen bonds involving the central –NHC( O)NH– units, forming chains running parallel to the b axis

  • These chains associate with one another via N—HÁ Á ÁO and N—HÁ Á ÁN hydrogen bonds, from the pendant amino groups to the –NHC( O)NH– units of adjacent molecules, forming columns propagating along [010]

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Summary

Introduction

C13H13N3O, the phenyl ring makes a dihedral angle of 47.0 (1) with the mean plane of the –NC( O)N– unit, while the dihedral angle between the latter mean plane and the aminophenyl ring is 84.43 (7). ADepartment of Chemistry, Tulane University, New Orleans, LA 70118, USA, bChemistry and Environmental Division, Manchester Metropolitan University, Manchester M1 5GD, England, cChemistry Department, Faculty of Science, Minia University, 61519 El-Minia, Egypt, dDepartment of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey, eChemistry Department, Faculty of Science, Sohag University, 82524 Sohag, Egypt, and fKirkuk University, College of Science, Department of Chemistry, Kirkuk, Iraq. Molecules are linked via N—HÁ Á ÁO hydrogen bonds involving the central –NHC( O)NH– units, forming chains running parallel to the b axis.

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