Abstract
The title compound, C12H16N4O2, is a member of a family of morpholine-substituted aromatic diazenes. Conjugation of the diazene group π-system and the lone pair of electrons of the morpholine N atom is evidenced by a lengthened N=N double bond of 1.2707 (19) Å and a shortened N—N single bond of 1.346 (2) Å. The bond angles at the morpholine N atom range from 113.52 (14) to 121.12 (14)°, indicating some degree of sp 2 hybridization. The morpholine ring adopts a conventional chair conformation with the diazenyl group in the equatorial position. The diazenyl and acetamido groups are both twisted relative to the plane of the benzene ring by 12.3 (2) and 25.5 (3)°, respectively.
Highlights
The title compound, C12H16N4O2, is a member of a family of morpholine-substituted aromatic diazenes
Mr Jonathan Attard is thanked for an initial trial synthesis of the title compound
The title compound was synthesized using a modification of the method of Sengupta et al (1998)
Summary
Key indicators: single-crystal X-ray study; T = 90 K; mean (C–C) = 0.002 Å; R factor =. 0.038; wR factor = 0.095; data-to-parameter ratio = 13.4. The title compound, C12H16N4O2, is a member of a family of morpholine-substituted aromatic diazenes. Conjugation of the diazene group -system and the lone pair of electrons of the morpholine N atom is evidenced by a lengthened N N double bond of 1.2707 (19) Å and a shortened N—N single bond of 1.346 (2) Å. The bond angles at the morpholine N atom range from 113.52 (14) to 121.12 (14) , indicating some degree of sp hybridization. The morpholine ring adopts a conventional chair conformation with the diazenyl group in the equatorial position. The diazenyl and acetamido groups are both twisted relative to the plane of the benzene ring by.
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