Unknown

Dataset Information

0

3-[(Z)-(4-Diethyl-amino-6-oxocyclo-hexa-2,4-dien-1-yl-idene)methyl-amino]benzoic acid.

ABSTRACT: The title compound, C(18)H(20)N(2)O(3), crystallizes as the keto tautomer, unlike the vast majority of similar structures that have been reported that contain the hydr-oxy tautomer. There are two strong hydrogen bonds in the crystal structure, both accepted by the same carbonyl group: one intra-molecular N-H?O and one inter-molecular O-H?O. As a result, the carbonyl C=O distance is long, at 1.310?(2)?Å, which may suggest the mol-ecule has a significant zwitterionic character. The dihedral angle between the benzene ring planes is 15.05?(7)°. As a result of the intramolecular hydrogen bond, the bridging C-C=N-C group is almost coplanar with the benzene ring that has the diethylamino substituent [dihedral angle 2.35?(15)°].

SUBMITTER: Swamy MT 

PROVIDER: S-EPMC2915231 | biostudies-literature | 2007 Dec

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

3-[(Z)-(4-Diethyl-amino-6-oxocyclo-hexa-2,4-dien-1-yl-idene)methyl-amino]benzoic acid.

Swamy M T MT   Narayana B B   Yathirajan H S HS   Sarojini B K BK   Kubicki Maciej M  

Acta crystallographica. Section E, Structure reports online 20071206 Pt 1

The title compound, C(18)H(20)N(2)O(3), crystallizes as the keto tautomer, unlike the vast majority of similar structures that have been reported that contain the hydr-oxy tautomer. There are two strong hydrogen bonds in the crystal structure, both accepted by the same carbonyl group: one intra-molecular N-H⋯O and one inter-molecular O-H⋯O. As a result, the carbonyl C=O distance is long, at 1.310 (2) Å, which may suggest the mol-ecule has a significant zwitterionic character. The dihedral angle  ...[more]

Similar Datasets

Unknown 2,4-Dibromo-6-[(quinolin-8-yl-amino)-methyl-idene]cyclo-hexa-2,4-dien-1-one monohydrate.
| S-EPMC3239023 | biostudies-literature
Unknown (6Z)-4-Bromo-6-{[(2-hy-droxy-eth-yl)amino]-methyl-idene}cyclo-hexa-2,4-dien-1-one.
| S-EPMC3343984 | biostudies-literature
Unknown 4-Nitro-6-[(8-quinolyl-amino)-methyl-idene]cyclo-hexa-2,4-dien-1-one.
| S-EPMC3007437 | biostudies-literature
Unknown (Z)-3-Diethyl-amino-6-({2-[(E)-4-(diethyl-amino)-2-hy-droxy-benzyl-idene-amino]-4,5-dimethyl-phen-yl}amino-methyl-idene)cyclo-hexa-2,4-dienone-5,5'-bis-(diethyl-amino)-2,2'-[4,5-dimethyl-o-phenyl-enebis(nitrilo-methyl-idyne)]diphenol.
| S-EPMC3011455 | biostudies-literature
Unknown 1-{2-[(2,4-Dichloro-benzyl-idene)amino]eth-yl}-3-methyl-imidazolium hexa-fluoro-phosphate.
| S-EPMC2972013 | biostudies-literature
Unknown (E)-4-{[(Pyridin-4-yl-methyl-idene)amino]-meth-yl}benzoic acid.
| S-EPMC3274987 | biostudies-literature
Unknown 3-Diethyl-amino-6-[(Z)-(4-hy-droxy-anilino)methyl-idene]cyclo-hexa-2,4-dienone.
| S-EPMC3011427 | biostudies-other
Unknown 5-Diethyl-amino-2-{[2-(2,4-dinitro-phen-yl)hydrazin-1-yl-idene]meth-yl}phenol.
| S-EPMC3011673 | biostudies-literature
Unknown Crystal structure of the ?4-ketimine titanium complex (di-phenyl-amido-?N){3-methyl-6-[(4-methyl-phen-yl)(phenyl-aza-nid-yl)methyl-idene]cyclo-hexa-2,4-dien-1-yl-?2N,C1}(?5-penta-methyl-cyclo-penta-dien-yl)titanium(IV).
| S-EPMC5778480 | biostudies-literature
Unknown 4-[(2-Hydr-oxy-1-naphth-yl)methyl-idene-amino]benzoic acid.
| S-EPMC2960922 | biostudies-literature