5-Diethylamino-2-[(E)-(4-methyl-3-nitrophenyl)iminomethyl]phenol: a redetermination
نویسندگان
چکیده
The title compound, C(18)H(21)N(3)O(3), is a potential bidentate Schiff base ligand. The whole mol-ecule is disordered with a refined site-occupancy ratio of 0.567 (4):0.433 (4) and not just one ethyl group as reported previously [Sarojini et al. (2007 ▶). Acta Cryst. E63, o4782-o4782]. Using the whole mol-ecule disorder, R values are much smaller than those published. An intra-molecular O-H⋯N hydrogen bond generates a six-membered ring, producing an S(6) ring motif. The dihedral angle between the mean plane of the two benzene rings (major component) is 9.0 (5)°. The crystal structure shows short C⋯C [3.189 (15)-3.298 (12) Å] and C⋯O [2.983 (5)-3.149 (13) Å] contacts. Inter-molecular C-H⋯O inter-actions link neighbouring mol-ecules into dimers with R(2) (2)(18) motifs. In the crystal structure, these dimers are linked together by inter-molecular C-H⋯O inter-actions into one-dimensional extended chains along the b axis. The crystal structure is further stabilized by inter-molecular π-π stacking inter-actions [centroid-centroid distances = 3.458 (8)-3.691 (6) Å].
منابع مشابه
5-Diethylamino-2-[(E)-(2,4-dimethoxyphenyl)iminomethyl]phenol
The title Schiff base, C(19)H(24)N(2)O(3), exists in the crystal structure in the phenol-imine tautomeric form with an intra-molecular O-H⋯N hydrogen bond. The planes of the aromatic rings form a dihedral angle of 36.8 (8)°. The crystal packing is characterized by C-H⋯O hydrogen bonds and π-π stacking inter-actions [centroid-centroid distance = 3.478 (4)Å].
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In the title compound, C(17)H(18)BrClN(2)O, the dihedral angle between the aromatic rings is 3.0 (1)°. The methyl-ethanamine group assumes an extended conformation. An intra-molecular O-H⋯N hydrogen bond generates an S(6) ring motif. The crystal packing is stabilized by C-H⋯π and π-π [centroid-centroid distances = 3.691 (1) and 3.632 (1) Å] inter-actions.
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The title compound, C(19)H(24)N(2)O(2), adopts the phenol-imine tautomeric form. An intra-molecular O-H⋯N hydrogen bond results in the formation of a six-membered ring. The aromatic rings are oriented at a dihedral angle of 17.33 (16)°. Inter-molecular C-H⋯π inter-actions occur in the crystal.
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