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2-[(4-Methoxy-phen-yl)imino-meth-yl]-4-nitro-phenol.

ABSTRACT: The title Schiff base compound, C(14)H(12)N(2)O(4), is in an inter-mediate state between NH and OH tautomers. Apart from the intra-molecular O-H⋯N hydrogen bond, there are inter-molecular C-H⋯O hydrogen bonds, generating centrosymmetric R(2) (2)(18) and R(2) (2)(14) dimers.

SUBMITTER: Kılıc I

PROVIDER: S-EPMC2968952 | biostudies-literature | 2009 Mar

REPOSITORIES: biostudies-literature

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2-[(4-Methoxy-phen-yl)imino-meth-yl]-4-nitro-phenol.

Kılıç Işın I Ağar Erbil E Erşahin Ferda F Işık Samil S

Acta crystallographica. Section E, Structure reports online 20090311 Pt 4

The title Schiff base compound, C(14)H(12)N(2)O(4), is in an inter-mediate state between NH and OH tautomers. Apart from the intra-molecular O-H⋯N hydrogen bond, there are inter-molecular C-H⋯O hydrogen bonds, generating centrosymmetric R(2) (2)(18) and R(2) (2)(14) dimers. ...[more]

PMID: 21582470

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2-[(4-Meth-oxy-2-nitro-phen-yl)imino-meth-yl]phenol.

Project description:The crystal structure of the title compound, C(14)H(12)N(2)O(4), contains four crystallographically independent mol-ecules in the asymmetric unit. All the mol-ecules have similar conformations; the dihedral angles between the aromatic rings are 33.1 (1), 33.76 (9), 31.41 (9) and 32.56 (10)°. Intra-molecular O-H⋯N hydrogen bonds form S(6) ring motifs in each molecule. In the crystal, there are two pairs of pseudo-inversion-related mol-ecules. Along the c axis, mol-ecules are stacked with π-π inter-actions between the 2-hy-droxy-phenyl and 4-meth-oxy-2-nitro-phenyl rings [centroid-centroid distances = 3.5441 (12)-3.7698 (12) Å].

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Project description:In the mol-ecule of the title compound, C(14)H(12)FNO(2), the aromatic rings are oriented at a dihedral angle of 48.17 (1)°. An intra-molecular O-H⋯N hydrogen bond results in the formation of a six-membered ring. The title mol-ecule is a phenol-imine tautomer, as evidenced by the C-O [1.351 (3) Å], C-N [1.282 (3) Å], and C-C [1.416 (3)-1.445 (3) Å] bond lengths. In the crystal, mol-ecules are linked by inter-molecular C-H⋯π inter-actions.

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(E)-2-[(4-Ethoxy-phen-yl)imino-meth-yl]-4-methoxy-phenol.

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(E)-4-[(3,5-Dimethyl-phen-yl)imino-meth-yl]-2-meth-oxy-3-nitro-phenol.

Project description:The mol-ecule of the title compound, C(16)H(16)N(2)O(4), exists in the E configuration with respect to the central C=N double bond. The dihedral angle between the two benzene rings is 2.17 (9) Å. In the crystal, mol-ecules are linked via O-H⋯N hydrogen bonds into chains that propagate along the b-axis direction. There is also π-π stacking of inversion-related mol-ecules, with inter-planar spacings of 3.479 (5) Å and ring centroid-centroid distances of 3.876 (4) Å.

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(E)-2-[(2-Amino-4,5-dibromo-phen-yl)imino-meth-yl]-6-methoxy-phenol.

Project description:The title compound, C(14)H(12)Br(2)N(2)O(2), was prepared from the condensation of 4,5-dibromo-1,2-phenyl-enediamine and 2-hydr-oxy-3-methoxy-benzaldehyde in methanol. The N=C double bond shows a trans conformation and the dihedral angle between the aromatic ring planes is 5.9 (4)°. In the crystal structure, there are intra-molecular O-H⋯N and N-H⋯N and inter-molecular N-H⋯O hydrogen bonds, the latter resulting in inversion dimers.

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