Abstract

The mol­ecule of the title hydrazine derivative, C15H14N4O6, is essentially planar, the dihedral angle between the substituted benzene rings being 2.25 (9)°. The eth­oxy and hy­droxy groups are almost coplanar with their bound benzene ring [r.m.s. deviation = 0.0153 (2) Å for the ten non-H atoms]. Intra­molecular N—H⋯O and O—H⋯Oeth­oxy hydrogen bonds generate S(6) and S(5) ring motifs, respectively. In the crystal, mol­ecules are linked by O—H⋯Onitro hydrogen bonds into chains propagating in [010]. Weak aromatic π–π inter­actions, with centroid–centroid distances of 3.8192 (19) and 4.0491 (19) Å, are also observed.

Highlights

  • Bruker APEXII CCD diffractometerH atoms treated by a mixture of independent and constrained refinement max = 0.16 e Å3

  • The molecule of the title hydrazine derivative, C15H14N4O6, is essentially planar, the dihedral angle between the substituted benzene rings being 2.25 (9)

  • H atoms treated by a mixture of independent and constrained refinement max = 0.16 e Å3

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Summary

Bruker APEXII CCD diffractometer

H atoms treated by a mixture of independent and constrained refinement max = 0.16 e Å3. R factor = 0.047; wR factor = 0.131; data-to-parameter ratio = 17.3. The molecule of the title hydrazine derivative, C15H14N4O6, is essentially planar, the dihedral angle between the substituted benzene rings being 2.25 (9). The ethoxy and hydroxy groups are almost coplanar with their bound benzene ring [r.m.s. deviation = 0.0153 (2) Å for the ten non-H atoms]. Intramolecular N—H O and O—H Oethoxy hydrogen bonds generate S(6) and S(5) ring motifs, respectively. Molecules are linked by O—H Onitro hydrogen bonds into chains propagating in [010]. Weak aromatic – interactions, with centroid–centroid distances of 3.8192 (19) and. Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL, PLATON (Spek, 2009), Mercury (Macrae et al, 2006) and publCIF (Westrip, 2010)

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