Structure of 1H-indole-3-ethylenesalicylaldimine (sal TPA)

Rodríguez, M. L.; Rosa, Eduardo Medina de la; Gili, Pedro; Zarza, P. Martin; Reyes, María-Belen; Medina, A.; Gonzalez, Myriam.

doi:10.1107/s0108270187096732

Cited by 8 publications

(7 citation statements)

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“…Some interesting structural data can be observed in these results; for example, the lengths of the C7A-C8A bond are 1.38 (1) and 1-37 (1)A for 3'-Meo-salTPA and OHAPH-TPA, respectively, similar in both cases to that found for the compound salTPA 11.36 (1)A] (Rodriguez et al, 1987) and are slightly shorter than the expected value for a normal aromatic C-C bond (1.395 A). This shortening of the bond has also been observed in tryptamine hydrochloride, a radiation protector (Wakahara, Fujiwara & Tomita, 1973).…”

supporting

confidence: 71%

“…The NI2A-C 13A bond corresponding to the imino group of 3'-Meo-salTPA and salTPA (Rodriguez et al, 1987) is 1.27 (1) A, similar to that found for OHAPH-TPA, and indicates a double bond for the -C=N group.…”

supporting

confidence: 48%

“…The first is to be found between the imino nitrogen and the phenolic oxygen, the N...H--O distances being 2.61 (8)A for 3'-Meo-salTPA and 2.51 (1)A for OHAPH-TPA. A value of 2.60 (2) A was found for salTPA (Rodriguez et al, 1987). The intermolecular hydrogen bond is established between the indolic nitrogen and the phenolic oxygen of another molecule, the N-H...O distance being 2.77(1)A for Y-Meo-salTPA and 2.86 (1)A for OHAPH-TPA.…”

Section: Ci4a-ci9a-ci8amentioning

confidence: 74%

See 2 more Smart Citations

Structures of 1H-indole-3-ethylene-3'-methoxysalicylaldimine (3'-Meo-salTPA) and 3-[3'-azapentyl-3'-en-4'-(2''-hydroxyphenyl)]indole (OHAPH-TPA)

Zarza¹,

Gill²,

Gonzalez³

et al. 1988

Acta Crystallogr C

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supporting

confidence: 71%

supporting

confidence: 48%

Section: Ci4a-ci9a-ci8amentioning

confidence: 74%

See 1 more Smart Citation

Structures of 1H-indole-3-ethylene-3'-methoxysalicylaldimine (3'-Meo-salTPA) and 3-[3'-azapentyl-3'-en-4'-(2''-hydroxyphenyl)]indole (OHAPH-TPA)

Zarza¹,

Gill²,

Gonzalez³

et al. 1988

Acta Crystallogr C

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“…Analytical expressions for the form factors of various shapes have been calculated, e.g. for cubes and truncated octahedra (Hendricks, Schelten & Schmatz, 1974), faceted spheres (Dubey, 1990;Dubey, Sch6nfeld & Kostorz, 1991) and cubes with terraces (Rodrigues, G6mez Sal, Moreno, de Geyer & Janot, 1991). For systems with low concentrations of precipitates, these expressions can be used for calculating scattering patterns for a plane in reciprocal space, which can be compared with experimental results.…”

Section: Introductionmentioning

confidence: 99%

Small-Angle Neutron Scattering of Precipitates in Ni-Rich Ni–Ti Alloys. II. Methods for Analyzing Anisotropic Scattering Data

Pedersen¹,

Vysckocil²,

Schönfeld³

et al. 1997

J Appl Cryst

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Methods for analyzing small‐angle neutron scattering data for single crystals with anisometric precipitates and anisotropic arrangement are described. A method for projecting the measured scattering intensity in a (110) plane and obtaining the anisotropic correlation function is described. The method uses an indirect Fourier transformation with Hermitian functions as the basis. The correlation function gives model‐independent information on the precipitate form and arrangement. A modified paracrystal cluster model is also introduced and size polydispersity is included in a local monodisperse approximation. The size distribution is obtained by least‐squares fitting. The correlation function and the cluster model give consistent results for the morphology of precipitates in Ni‐rich Ni–Ti single crystals.

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“…E63, o3458 [https://doi.org/10.1107/S1600536807032643] Some Schiff bases that are formed from a primary amine and a substituted salicylaldehyde (or 2-hydroxyacetophenone) exist in a zwitterionic form as the phenolic hydrogen is transferred to the imino group. Among the (indol-3-yl)ethyl-2amine derivatives that have been synthesized, the crystal structures of only two have been reported: 2-[2-(1H-Indol-3yl)ethyliminomethy]phenol (1H-indole-3-ethylenesalicylaldimine exists as a neutral compound (Rodriguez et al,1987) whereas 2-[2-(1H-indol-3-yl)ethylminomethyl]-6-methoxyphenol is zwitterionic (Zarza et al, 1988). The title compound, (I), ( Fig.…”

Section: Supporting Informationmentioning

confidence: 99%

Zwitterionic 2-{[3-(1H-indol-3-yl)propenyl]methylammonio}phenolate

Ali

Maryati

2007

Acta Cryst E

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Key indicators: single-crystal X-ray study; T = 173 K; mean (C-C) = 0.002 Å; R factor = 0.042; wR factor = 0.125; data-to-parameter ratio = 15.8.The title Schiff base, C 19 H 20 N 2 O, exists in its zwitterionic form, as the phenolic H atom has been transferred to the iminio group; the resulting iminium and hydroxy groups are linked by an intramolecular N-HÁ Á ÁO hydrogen bond. Two zwitterions lie across a centre of inversion and interact through two N indole -HÁ Á ÁO hydrogen bonds to form a dimer. Related literatureSee Rodriguez et al. (1987) for the crystal structure of neutral 2-[2-(1H-indol-3-yl)ethyliminomethy]phenol (1H-indole-3ethylenesalicylaldimine) and Zarza et al. (1988) for the crystal structure of zwitterionic 2-[2-(1H-indol-3-yl)ethyliminomethyl]-6-methoxyphenol. organic compounds o3458 # 2007 International Union of Crystallography Comment Some Schiff bases that are formed from a primary amine and a substituted salicylaldehyde (or 2-hydroxyacetophenone) exist in a zwitterionic form as the phenolic hydrogen is transferred to the imino group. Among the (indol-3-yl)ethyl-2amine derivatives that have been synthesized, the crystal structures of only two have been reported: 2-[2-(1H-Indol-3yl)ethyliminomethy]phenol (1H-indole-3-ethylenesalicylaldimine exists as a neutral compound (Rodriguez et al.,1987) whereas 2-[2-(1H-indol-3-yl)ethylminomethyl]-6-methoxyphenol is zwitterionic (Zarza et al., 1988). The title compound, (I), (Fig. 1) exists in the latter form; two zwitterions are linked by an N indole -H···O hydrogen bond (Table 1) into a dimer.Experimental 2-(Indol-3-yl)ethylamine (3.2 g, 19.9 mmol) and 2-hydroxy-5-methylacetophenone (3.0 g, 19.9 mmol) were heated in ethanol (50 ml) for 2 h. The solution was filtered; slow evaporation of the solvent yielded faint yellow blocks of (I). RefinementAll hydrogen atoms were located in difference Fourier maps, and were refined with distance restraints C-H = 1.00±0.01 Å and N-H = 0.88±0.01 Å. Their U iso values were freely refined.

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Structure of 1H-indole-3-ethylenesalicylaldimine (sal TPA)

Cited by 8 publications

References 1 publication

Structures of 1H-indole-3-ethylene-3'-methoxysalicylaldimine (3'-Meo-salTPA) and 3-[3'-azapentyl-3'-en-4'-(2''-hydroxyphenyl)]indole (OHAPH-TPA)

Structures of 1H-indole-3-ethylene-3'-methoxysalicylaldimine (3'-Meo-salTPA) and 3-[3'-azapentyl-3'-en-4'-(2''-hydroxyphenyl)]indole (OHAPH-TPA)

Small-Angle Neutron Scattering of Precipitates in Ni-Rich Ni–Ti Alloys. II. Methods for Analyzing Anisotropic Scattering Data

Zwitterionic 2-{[3-(1H-indol-3-yl)propenyl]methylammonio}phenolate

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