3-[(Z)-(4-Diethylamino-6-oxocyclohexa-2,4-dien-1-ylidene)methylamino]benzoic acid
نویسندگان
چکیده
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)°].
منابع مشابه
4-({(Z)-5-[(Z)-3-Ethoxy-4-hydroxybenzylidene]-3-methyl-4-oxo-1,3-thiazolidin-2-ylidene}amino)benzoic acid dimethylformamide monosolvate
The mol-ecular structure of the title compound, C20H18N2O5S·C3H7NO, represents an essentially planar 5-benzyl-idene-thia-zolidine moiety (r.m.s. deviation from planarity without ring substituents = 0.095 Å) to which the 4-amino-benzoic acid fragment is inclined at 76.23 (1)°. In the crystal, the benzoic acid mol-ecules are arranged in layers parallel to [001] which are built up from inversion d...
متن کامل(Z)-3-Diethylamino-6-({2-[(E)-4-(diethylamino)-2-hydroxybenzylideneamino]-4,5-dimethylphenyl}aminomethylidene)cyclohexa-2,4-dienone–5,5′-bis(diethylamino)-2,2′-[4,5-dimethyl-o-phenylenebis(nitrilomethylidyne)]diphenol
The asymmetric unit of the title Schiff base compound, C(30)H(38)N(4)O(2), comprises two crystallographically independent mol-ecules, A and B. The structure is non-merohedrally twinned with a refined BASF ratio of 0.219 (6):0.701 (6). Mol-ecule B shows both phenol-imine and keto-amine tautomeric forms in a single structure. The dihedral angles between the central ring and the two outer rings ar...
متن کاملBenzoic acid–2-{(E)-[(E)-2-(2-pyridylmethylidene)hydrazin-1-ylidene]methyl}pyridine (2/1)
The asymmetric unit of the title cocrystal, C(12)H(10)N(4)·2C(7)H(6)O(2), comprises a single mol-ecule of benzoic acid and one half-mol-ecule of 2-pyridine-aldazine situated about a centre of inversion. The carboxyl group is coplanar with the benzene ring to which it is connected [O-C-C-C = -172.47 (12)°] and similarly, the 2-pyridine-aldazine mol-ecule is planar (r.m.s. deviation of the 16 non...
متن کاملFT-IR and NMR spectroscopic studies of salicylic acid derivatives. II. Comparison of 2-hydroxy- and 2,4- and 2,5-dihydroxy derivatives.
The 2,4- and 2,5-dihydroxybenzamides (8, 9) were synthesized from their corresponding methyl esters. The structures and the spectral properties of investigated salicylic acid (1), 2,4- and 2,5-dihydroxy benzoic acids (2, 3), their methyl esters (4-6) and amides (7-9) were analyzed by means of FT-IR and one- and two-dimensional homo- and heteronuclear 1H and 13C NMR spectroscopies. Comparison of...
متن کاملFlavonoids, benzoic acids and cinnamic acids isolated from shoots and roots of Italian rye grass (Lolium multiflorum Lam.) with and without endophyte association and arbuscular mycorrhizal fungus
Phenolic compounds present in Lolium multiflorum Lam. were isolated and characterized. Significant differences in their distribution were found, in shoots and roots of plants with (Lmþ) and without (Lm ) endophyte association, grown with (Micþ) and without (Mic ) mycorrhizal fungi Glomus intraradices, indicating a systemic effect of these microorganisms on the phenolics metabolism of L. multifl...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
دوره 64 شماره
صفحات -
تاریخ انتشار 2007