{"@context":"http://iiif.io/api/presentation/2/context.json","@type":"sc:Manifest","@id":"https://iiif.quartexcollections.com/portland/iiif/2c785c59-fb5f-46f4-b62d-863b99a67b53/manifest","label":"Structural Variations in 34-Dihydro-2H-pyran Ketals- Acyl","metadata":[{"label":"Title","value":"Structural Variations in 3,4-Dihydro-2H-pyran Ketals: Acyl and Aryl Warfarin Derivatives"},{"label":"Collection","value":["Chemistry Faculty Publications"]},{"label":"Relation","value":"chm"},{"label":"Author","value":"Gerard Ruggiero, Anson Lee Thaggard, Edward J. Valente, Drake S. Eggleston"},{"label":"Journal Title","value":"Acta Crystallographica Section B"},{"label":"Abstract","value":"The crystal structures of ( ± )-cis-2-methyl-5-oxo-4- phenyl-3,4-dihydro-2H,5H-pyrano[3,2-c][1]benzopyran-2-yl acetate [C21H18O5, Mr = 350·37, monoclinic, P21/n, a = 12·091 (4), b = 8·288 (3), c = 17·840 (5) Å, β = 106·34 (2)°, V = l715(2) Å3, Z = 4, Dx = 1·356 g cm-3, λ(Mo Kᾱ) = 0·7107 Å, μ = 0·904 cm-1, F(000) = 736, T = 295 K, R = 0·050 for 2767 observations with I ≥ 3σ(I)] and (6R,12S)-( — )-6,8-dimethyl-6, 12-methano-6H,l2H,l3H-[1] benzopyran[4,3-d][1,3]benzodioxocin-13-one [C20H16O4, Mr = 320·36, tetragonal, P43, a = 10·788 (4), c = 13·587 (9) Å, V = 1581 (2) Å3 , Z = 4, Dx = 1·345 g cm-3, λ(Mo Kᾱ) = 0·7107 Å, μ = 0·873 cm-1, F(000) = 672, T = 295 K, R = 0·049 for 1425 observations with I ≥ 2·5σ(I)] are described. They are acyl and aryl ketals of warfarin, respectively, and contain an embedded dihydropyran ring. The molecules were studied as part of a series of axial 2-O-substituted-2-methyl-3,4-dihydro-2H-pyran structures which show (hemi)ketal C—O bond-length variations indentified through factor analysis with the systematic geometrical changes associated with a spontaneous elimination (El-like) reaction from the ketal leading to 2-methyl-4H-pyran. As in α-tetrahydropyranyl acetals the C—0 lengths in dihydropyranyl ketals can be expressed as a function of the electron-withdrawing ability of the substituent conjugate base, and the slopes of the relat1onsh1ps for the two systems are similar. Corresponding endocyclic C—0 lengths are about 0·052 Å longer in these model dihydropyranyl ketals."},{"label":"DOI","value":"10.1107/S0108768190003809"},{"label":"Volume","value":"46"},{"label":"Issue","value":"5"},{"label":"Publication Date","value":"D:00 M:10 Y:1990"},{"label":"Publication Information","value":"Copyright 1990 International Union of Crystallography. The original published version of this article may be found at http://dx.doi.org/10.1107/S0108768190003809."}],"description":"Structural Variations in 3,4-Dihydro-2H-pyran Ketals: Acyl and Aryl Warfarin Derivatives","sequences":[{"@type":"sc:Sequence","canvases":[{"@id":"https://iiif.quartexcollections.com/portland/iiif/2c785c59-fb5f-46f4-b62d-863b99a67b53/canvas/_1","@type":"sc:Canvas","label":"Structural Variations in 34-Dihydro-2H-pyran Ketals- 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