Abstract

The title compound, C16H19N3O2, exhibits a trans geometry about the N=N double bond in the triazene unit in the solid state, and individual mol­ecules are close to planar with r.m.s. deviations from planarity of 0.065 Å and 0.242 Å for the two independent molecules in the asymmetric unit. Distinct inter­molecular N—H⋯N hydrogen bonds lead to the formation of dimers with an R 2 2(8) graph-set motif. The steric demands of the eth­oxy groups in the ortho position prevent a coplanar arrangement of the two mol­ecules in the dimers and these instead consist of two inter­locked mol­ecules that are related by a non-crystallographic pseudo-twofold rotation axis. Weak C—H⋯π inter­actions between the CH groups and the aromatic phenyl rings also occur.

Highlights

  • Faculty of Chemistry, Tarbiat Moallem University, Tehran, Iran, and Department of Chemistry, Islamic Azad University, Karaj Branch, Karaj, Iran

  • The title compound, C16H19N3O2, exhibits a trans geometry about the N N double bond in the triazene unit in the solid state, and individual molecules are close to planar with r.m.s

  • Cg1 and Cg2 are the centroids of the C17–C22 and C25–C30 rings, respectively

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Summary

Yasaman Salemib and Saba Razi Kazemib a b

Faculty of Chemistry, Tarbiat Moallem University, Tehran, Iran, and Department of Chemistry, Islamic Azad University, Karaj Branch, Karaj, Iran. The title compound, C16H19N3O2, exhibits a trans geometry about the N N double bond in the triazene unit in the solid state, and individual molecules are close to planar with r.m.s. deviations from planarity of 0.065 Å and 0.242 Å for the two independent molecules in the asymmetric unit. Distinct intermolecular N—H N hydrogen bonds lead to the formation of dimers with an R22(8) graph-set motif. The steric demands of the ethoxy groups in the ortho position prevent a coplanar arrangement of the two molecules in the dimers and these instead consist of two interlocked molecules that are related by a non-crystallographic pseudo-twofold rotation axis. Weak C—H interactions between the CH groups and the aromatic phenyl rings occur

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