Tris(4-methoxyphenyl)methanol

Ferguson, George; Glidewell, Christopher; Patterson, I.

doi:10.1107/s0108270195013990

Cited by 36 publications

(31 citation statements)

References 4 publications

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“…In the two molecules of (II), the deviation of the methoxy C atoms C128 and C228 from the planes of their adjacent aryl rings are 0.107 (9) and 0.049 (11) Å , respectively. Consistent with this, the pair of exocyclic C-C-O angles at each of the atoms C123 and C223 differ by ca 10 , as is generally observed in planar alkoxyarene derivatives (Seip & Seip, 1973;Ferguson et al, 1996). The dihedral angle between the mean planes of the two molecules in (II) is 80.74 (3) .…”

Section: Structural Commentarysupporting

confidence: 72%

Crystal structures of (E)-1-{3-[(5-fluoro-2-hydroxybenzylidene)amino]phenyl}ethanone and of a fourth polymorph of (E)-1-{3-[(2-hydroxy-3-methoxybenzylidene)amino]phenyl}ethanone

et al. 2017

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In the molecules of both (E)-1-{3-[(5-fluoro-2-hydroxybenzylidene)amino]-phenyl}ethanone, C 15 H 12 FNO 2 , (I), and (E)-1-{3-[(2-hydroxy-3-methoxybenzylidene)amino]phenyl}ethanone, C 16 H 15 NO 3 , (II), which crystallizes with Z 0 = 2 in space group Pca2 1 , there are intramolecular O-HÁ Á ÁN hydrogen bonds, and the non-H atoms in each molecule are essentially coplanar. In the crystal of (I), molecules are linked by a single C-HÁ Á ÁO hydrogen bond to form a C(8) chain, whereas in the crystal of (II), molecules are linked by three C-HÁ Á ÁO hydrogen bonds to form sheets within which orthogonal C 2 2 (16) and C 2 2 (17) chains can be identified. Comparisons are made with some related structures.

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Section: Structural Commentarysupporting

confidence: 72%

Crystal structures of (E)-1-{3-[(5-fluoro-2-hydroxybenzylidene)amino]phenyl}ethanone and of a fourth polymorph of (E)-1-{3-[(2-hydroxy-3-methoxybenzylidene)amino]phenyl}ethanone

et al. 2017

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“…transoid/cisoid to a methoxy group are distinct (Ferguson et al, 1996) and similar in magnitude to the values of 116/124 reported in the electron diffraction study of anisole, C 6 H 5 OCH 3 (Seip & Seip, 1973).…”

Section: Commentsupporting

confidence: 58%

Intermolecular O—H...O hydrogen bonding in the three independent molecules of (2S)-3-(4-hydroxyphenyl)-2-(1-oxoisoindolin-2-yl)propanoic acid

Brady

Gallagher

2000

Acta Crystallogr C

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The title compound, C17H15NO4, derived from l‐tyrosine, crystallizes with three independent molecules which differ in the conformation of the asymmetric unit: the N—C—C—Cipso torsion angles are −71.7 (5), −63.6 (6) and −52.5 (5)°, respectively. Deformations in the phenol ring hydroxy O—C—C angles of 116.5 (4)/123.9 (4), 121.7 (5)/118.1 (4) and 122.4 (5)/118.6 (5)°, respectively, result from their respective intermolecular hydrogen‐bonding environments. Intermolecular Oacid—H⃛O=Cindole, Ophenol—H⃛O—Hphenol and Ophenol—H⃛O=Cindole hydrogen bonds, with O⃛O distances in the range 2.607 (4)–2.809 (4) Å, are present in combination with C—H⃛O and C—H⃛πarene interactions. The primary hydrogen‐bonding systems assemble with graph sets R33(8) and R32(22).

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“…In each compound, the methoxy C atom lies close to the plane of the adjacent aryl ring: the deviations from this plane are 0.176 (5), 0.033 (3), 0.040 (6) and 0.277 (7) Å in (I)-(IV), respectively. Associated with this near co-planarity, the two exocyclic O-C-C angles differ by ca 10 in each case, as is often observed when alkoxyarene systems are planar or nearly so (Seip & Seip, 1973;Ferguson et al, 1996).…”

Section: Figurementioning

confidence: 82%

Crystal structures of the recreational drug N-(4-methoxyphenyl)piperazine (MeOPP) and three of its salts

et al. 2020

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Crystal structures are reported for N-(4-methoxyphenyl)piperazine (MeOPP), (I), and for its 3,5-dinitrobenzoate, 2,4,6-trinitrophenolate (picrate) and 4-aminobenzoate salts, (II)–(IV), the last of which crystallizes as a monohydrate. In MeOPP, C11H16N2O, (I), the 4-methoxyphenyl group is nearly planar and it occupies an equatorial site on the piperazine ring: the molecules are linked into simple C(10) chains by N—H...O hydrogen bonds. In each of the salts, i.e., C11H17N2O+·C7H3N2O6 −, (II), C11H17N2O+·C6H2N3O7 −, (III), and C11H17N2O+·C7H6NO2 −·H2O, (IV), the effectively planar 4-methoxyphenyl substituent again occupies an equatorial site on the piperazine ring. In (II), two of the nitro groups are disordered over two sets of atomic sites and the bond distances in the anion indicate considerable delocalization of the negative charge over the C atoms of the ring. The ions in (II) are linked by two N—H...O hydrogen bonds to form a cyclic, centrosymmetric four-ion aggregate; those in (III) are linked by a combination of N—H...O and C—H...π(arene) hydrogen bonds to form sheets; and the components of (IV) are linked by N—H...O, O—H...O and C—H...π(arene) hydrogen bonds to form a three-dimensional framework structure. Comparisons are made with the structures of some related compounds.

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Tris(4-methoxyphenyl)methanol

Cited by 36 publications

References 4 publications

Crystal structures of (E)-1-{3-[(5-fluoro-2-hydroxybenzylidene)amino]phenyl}ethanone and of a fourth polymorph of (E)-1-{3-[(2-hydroxy-3-methoxybenzylidene)amino]phenyl}ethanone

Crystal structures of (E)-1-{3-[(5-fluoro-2-hydroxybenzylidene)amino]phenyl}ethanone and of a fourth polymorph of (E)-1-{3-[(2-hydroxy-3-methoxybenzylidene)amino]phenyl}ethanone

Intermolecular O—H...O hydrogen bonding in the three independent molecules of (2S)-3-(4-hydroxyphenyl)-2-(1-oxoisoindolin-2-yl)propanoic acid

Crystal structures of the recreational drug N-(4-methoxyphenyl)piperazine (MeOPP) and three of its salts

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