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5-Diethyl-amino-2-[(E)-(4-eth-oxy-phen-yl)imino-meth-yl]phenol.

ABSTRACT: 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.

SUBMITTER: Soydemir E

PROVIDER: S-EPMC3051950 | biostudies-literature |

REPOSITORIES: biostudies-literature

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5-Diethyl-amino-2-[(E)-(2,4-dimeth-oxy-phen-yl)imino-meth-yl]phenol.

Project description: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 ?-? stacking inter-actions [centroid-centroid distance = 3.478?(4)Å].

| S-EPMC3379200 | biostudies-literature

2-((E)-{4-[Bis(4-eth-oxy-phen-yl)amino]-phen-yl}imino-meth-yl)phenol.

Project description:In the title Schiff base mol-ecule, C29H28N2O3, the three terminal benzene rings are twisted by 73.84 (15), 81.25 (16) and 12.1 (2)° with respect to the central benzene ring. An intra-molecular O-H⋯N hydrogen bond occurs. In the crystal, mol-ecules are linked via weak C-H⋯π inter-actions into a three-dimensional supra-molecular architecture.

| S-EPMC3998452 | biostudies-literature

4-[(E)-(4-Eth-oxy-phen-yl)imino-meth-yl]phenol.

Project description:In the title compound, C(15)H(15)NO(2), the dihedral angle between the benzene rings is 52.04 (5)° and the mol-ecule has an E conformation about the central C=N bond. In the crystal, mol-ecules are connected by O-H⋯N hydrogen bonds, forming zigzag chains along the b axis. The crystal packing also features weak C-H⋯O inter-actions.

| S-EPMC3435674 | biostudies-literature

(E)-2-Eth-oxy-6-[(4-ethoxy-phen-yl)imino-meth-yl]phenol.

Project description:In the asymmetric unit of the title compound, C(17)H(19)NO(3), there are three independent mol-ecules, which are align nearly parallel to each other and adopt the phenol-imine tautomeric form. In each mol-ecule, an intra-molecular O-H⋯N hydrogen bond results in the formation of an S(6) ring motif. The dihedral angles between the aromatic rings in the three independent mol-ecules are 13.55 (2), 21.24 (2) and 46.26 (1)°. C-H⋯π inter-actions are also observed in the crystal structure.

| S-EPMC2983578 | biostudies-literature

5-Diethyl-amino-2-{(E)-[(3-iodo-phen-yl)imino]-meth-yl}phenol.

Project description:The title Schiff base, C(17)H(19)IN(2)O, is not planar, displaying a dihedral angle of 34.9?(2)° between the two aromatic rings. The mol-ecular conformation allows the formation of a strong intra-molecular O-H?N hydrogen bond with graph-set motif S(6) between the hy-droxy group and the imine N atom.

| S-EPMC3379512 | biostudies-literature

2-[1-({2-[1-(2-Hy-droxy-5-{[meth-yl(phen-yl)amino]-meth-yl}phen-yl)ethyl-idene-amino]-eth-yl}imino)-eth-yl]-4-{[meth-yl(phen-yl)amino]-meth-yl}phenol.

Project description:Mol-ecules of the title compound, C(34)H(38)N(4)O(2), lie across crystallographic inversion centres. The crystal packing can be described by alternating zigzag chains along the c axis in which the molecules are linked by van der Waals interactions. There is an intra-molecular O-H⋯N hydrogen bond and the two benzene rings in the asymmetric unit make a dihedral angle of 79.81 (6)°.

| S-EPMC3344659 | biostudies-literature

2-Eth-oxy-6-[(methyl-imino)-meth-yl]phenol.

Project description:In the title compound, C(10)H(13)NO(2), synthesized by the reaction of 2-hy-droxy-3-eth-oxy-benzaldehyde with methyl-amine, there is an an intra-molecular O-H?N hydrogen bond involving the hy-droxy substituent and the amino N atom. In the crystal, mol-ecules form inversion dimers connected by pairs of C-H?O hydrogen bonds.

| S-EPMC3006704 | biostudies-literature

2-[({2-[(2-Hy-droxy-5-meth-oxy-benzyl-idene)amino]-eth-yl}imino)-meth-yl]-4-meth-oxy-phenol.

Project description:The asymmetric unit of the title compound, C(18)H(20)N(2)O(4), contains one-half mol-ecule with an inversion center located at the centroid of the mol-ecule. In the crystal, mol-ecules are linked by C-H?? inter-actions, forming layers parallel to (101). An intra-molecular O-H?N hydrogen bond also occurs.

| S-EPMC3379345 | biostudies-literature

2-Bromo-4-chloro-6-{(E)-[4-(diethyl-amino)-phen-yl]imino-meth-yl}phenol.

Project description: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.

| S-EPMC3008048 | biostudies-literature

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

Project description:The title compound, C(15)H(15)NO(3), adopts the enol-imine tautomeric form. The two rings are twisted with respect to each other, making a dihedral angle of 44.08 (5)°. The 3-methoxy-2-[(E)-(4-methoxyphenyl)-iminomethyl]phenol unit is almost planar, the largest deviation from the mean plane being 0.047 (2) Å. Such a planar conformation might be related to the occurrence of an intra-molecular O-H⋯N hydrogen bond. In the crystal, inter-molecular C-H⋯O hydrogen bonds link the mol-ecules into sheets parallel to (010). These sheets are inter-connected by weak C-H⋯π inter-actions.

| S-EPMC3051687 | biostudies-literature

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