2-Amino-3-((<i>E</i>)-{[3-(trifluoromethyl)phenyl]imino}methyl)-4<i>H</i>-chromen-4-one

Atalay, Şehriman; Gerçeker, Semra; Meral, Seher; Ağar, Ayşen Alaman

doi:10.1107/s2414314616007975

Cited by 2 publications

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References 4 publications

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“…1), which generates an S(6) ring. The bond lengths for imino group atoms [N2-C8 = 1.403 (5) and N2-C7 = 1.292 (5) Å ] are consistent with those in related structures such as 2-amino-3-((E)-{[3-(trifluoromethyl)phenyl]imino}methyl)-4H-chromen-4-one (Atalay et al, 2016) and (Z)-4-{[(Z)-(2-oxonaphthalen-1(2H)-ylidene)methyl]amino}-N-(thiazol-2(3H)-ylidene)benzenesulfonamide (Kö ysal et al, 2015).…”

Section: Structure Descriptionsupporting

confidence: 60%

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(E)-2-{[(4-Anilinophenyl)imino]methyl}-4-bromo-5-fluorophenol

et al. 2017

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In the title compound, C 19 H 14 BrFN 2 O, the dihedral angles between the central benzene ring and the pendant trisubstituted ring and phenyl group are 25.7 (2) and 51.7 (2) , respectively. The molecular conformation is influenced by an intramolecular O-HÁ Á ÁN hydrogen bond. In the crystal, N-HÁ Á ÁO hydrogen bonds link molecules into C(11) chains propagating in [100] and weak aromatic -stacking is also observed [centroid-centroid separation = 3.682 (3) Å ]

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Section: Structure Descriptionsupporting

confidence: 60%

“…Computer programs: CrysAlis PRO (Rigaku OD, 2015), SHELXS97 (Sheldrick, 2008), SHELXL2016 (Sheldrick, 2015) and ORTEP-3 for Windows (Farrugia, 2012).…”

Section: Refinementmentioning

confidence: 99%

(E)-2-{[(4-Anilinophenyl)imino]methyl}-4-bromo-5-fluorophenol

et al. 2017

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2-{(E)-[(3-Chloro-4-methylphenyl)imino]methyl}-4-(trifluoromethoxy)phenol

et al. 2017

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In the title compound, C 15 H 11 ClF 3 NO 2 , the dihedral angle between the planes of the benzene rings is 8.3 (2) and an intramolecular O-HÁ Á ÁN hydrogen bond closes an S(6) ring. In the crystal, weak C-HÁ Á ÁO links connect the molecules into [110] chains. The F atoms of the CF 3 group are disordered over two sets of sites with refined occupancies of 0.626 (11):0.374 (11). Structure descriptionWe herein report the synthesis and structure of the new Schiff base (Fig. 1). The bond distances of the imino group atoms [N1-C9 = 1.423 (5); N1-C8 = 1.275 (5) 2) and an intramolecular O-HÁ Á ÁN hydrogen bond (Table 1) closes an S(6) ring.In the crystal (Fig. 2), weak C-HÁ Á ÁO links connect the molecules into [110] chains. Synthesis and crystallizationA mixture of 2-hydroxy-5-(trifluoromethoxy)benzaldehyde (0.19 g, 0.9 mol) in ethanol (20 ml) and 3-chloro-4-methyaniline (0.13 g, 0.9 mol) in ethanol (20 ml) were mixed and stirred for 5 h under reflux. Light-yellow plate-shaped crystals were obtained by slow evaporation of an ethanol solution (yield 67%; m.p. 361-363 K).

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2-Amino-3-((E)-{[3-(trifluoromethyl)phenyl]imino}methyl)-4H-chromen-4-one

Abstract: In the title compound, C17H11F3N2O2, the dihedral angle between the chromene ring system and the benzene ring is 19.19 (6)°, and an intramolecular N—H...N hydrogen bond closes anS(6) ring. In the crystal, molecules are linked into [100]C(6) chains by N—H...O hydrogen bonds.

Cited by 2 publications

References 4 publications

(E)-2-{[(4-Anilinophenyl)imino]methyl}-4-bromo-5-fluorophenol

(E)-2-{[(4-Anilinophenyl)imino]methyl}-4-bromo-5-fluorophenol

2-{(E)-[(3-Chloro-4-methylphenyl)imino]methyl}-4-(trifluoromethoxy)phenol

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