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. 2008 Jun 7;64(Pt 7):o1201-2.
doi: 10.1107/S1600536808016292.

2-Amino-N-(2-hydr-oxy-3-methoxy-benzyl-idene)aniline

2-Amino-N-(2-hydr-oxy-3-methoxy-benzyl-idene)aniline

Mohammed H Al-Douh et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

In the title compound, C(14)H(14)N(2)O(2), the dihedral angle between the two benzene rings is 9.67 (10)°. Two intra-molecular O-H⋯N and N-H⋯N hydrogen bonds involving the hydr-oxy and amino groups generate S(6) and S(5) ring motifs, respectively. In the crystal structure, N-H⋯O hydrogen bonds link neighboring mol-ecules. Mol-ecules are also stacked in a head-to-tail fashion along the c axis through π-π inter-actions [centroid-centroid separation of 3.7357 (12) Å] and are further linked by weak inter-molecular C-H⋯π inter-actions, giving a zigzag arrangement along the b axis.

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Figures

Fig. 1.
Fig. 1.
The molecular structure of the title compound, showing 50% probability displacement ellipsoids and the atomic numbering. Intramolecular H bonds are drawn as dashed lines.
Fig. 2.
Fig. 2.
The crystal packing of (I) showing the zigzag stacking arrangement along the b axis. H bonds are drawn as dashed lines.
Fig. 3.
Fig. 3.
The crystal packing of (I), viewed along the c axis showing the molecular stacking. H bonds are drawn as dashed lines.

References

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