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  • 1
    ISSN: 1573-1111
    Keywords: X-ray structure analysis ; inclusion compound ; supramolecular helical channel formation ; optically resolved dicarboxylic acid host ; n-hexane guest ; hydrogen bonding
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The crystal structure of the inclusion compound formed between (11S,12S)-(-)-9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxylic acid, (1), and n-hexane (2:1) has been studied by X-ray diffraction. It crystallizes in the tetragonal space group P41 and represents a less common type of inclusion compound, which has helical and chiral structural elements. Helical chains, formed by hydrogen-bonded host molecules, wind around the 21 screw axes and encircle the guest molecules. Crystal data: a=b=17.478(1); c=12.021(1)Å, Z=4 host–guest 2:1 units, R=0.043, Rw=0.061 for 2225 observations with I 〉 3σ (I). The general shape and conformational flexibility of 1 with respect to the requirements of inclusion formation and crystal packing are discussed.
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  • 2
    Electronic Resource
    Electronic Resource
    Springer
    Journal of inclusion phenomena and macrocyclic chemistry 38 (2000), S. 397-412 
    ISSN: 1573-1111
    Keywords: X-ray structure analysis ; crystalline inclusion compounds ; hydroxy hosts ; methanol/pyridine/toluene guests ; hydrogen bonding ; isostructurality ; `chloro-methyl exchange rule'
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Three crystalline inclusion compounds of roof-shapedtrans-11,12-bis(diaryl-hydroxymethyl)-9,10-dihydro-9,10-ethanoanthracene host molecules [where aryl is 4-methyl-phenyl (3) or4-t-butylphenyl (4)] have been studied by X-ray diffraction.The crystals of both the 3βmethanol (2 : 1) [a = 10.755(1),b = 11.571(1), c = 14.697(2) Å, α = 75.12(1), β = 89.67(1),γ = 87.13(1) °] and the 4-pyridine (2 : 3) compounds[a = 14.045(3), b = 14.366(3), c = 15.607(3) Å, α = 91.62(1),β = 103.65(1) and γ =116.05(1)°] are triclinic (P–1),while the 3βtoluene (1 : 1) complex has orthorhombic (Fddd) symmetry [a = 16.041(1), b = 25.008(1), c = 40.440(4) Å]. The host–guest interactions in both triclinic crystals are characterised by hydrogen bonds, with different patterns however. The determined crystal structures indicate a compromise between the requirement of hydrogen bonding on the one hand and close packing on the other. The highly symmetrical host framework in the toluene (1 : 1) complex of 3 seems to be the result of shape recognition, although atendency towards weak (Cmethyl)H β πarylinteractions [Cmethyl β π = 3.533(7) and 3.674(6) Å] between the hosts was observed. The present roof-shaped diol hosts give excellent examples of molecular recognition by exhibiting two significantly different conformations, mostly depending on the proton donor/acceptor ability of the guest component. (O)H β O intramolecular bonding between the two alcoholic groups characterises the so-called active form, whereas weaker (O)H β π and π β π interactions stabilise the `inactive'conformation.
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  • 3
    ISSN: 0894-3230
    Keywords: inclusion compounds ; hydroxy hosts ; acetone ; toluene ; supramolecular crystalline complexes ; Chemistry ; Theoretical, Physical and Computational Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: ---The structures of two solid inclusion compounds formed between roof-shaped diarylmethanol-substituted 9,10-dihydro-9,10-ethanoanthracene hosts, 1 and 2, and acetone or toluene, 1 · acetone (2:1) and 2 · toluene (1:1), were investigated by single-crystal x-ray analysis. Both compounds crystallize in the monoclinic system, although in different space groups [C2/c for 1 · acetone (2:1) and P21/n for 2 · toluene (1:1)]. The crystal data are as follows: 1 · acetone (2:1), a=19·314(1), b=8·451(1), c=28·533(1), β=103.38(1)°; 2 · toluene (1:1), a=9·715(5), b=29·51(2), c=9·858(6), β=104·98(4)°. Conclusions are drawn concerning the rigidity of the molecules, the nature and degree of internal molecular motions and the type of disorder present in the crystals. Both hosts 1 and 2 reveal weak intramolecular interactions between the OH group and the π-face of the adjacent benzo ring of the ethanoanthracene moiety. The packing arrangement of 1 · acetone (2:1) is governed by weak C-H · · · O host-guest interactions, whereas the somewhat controversial C-H · · · F interactions seem to stabilize the host framework in the fluoro-containing 2 · toluene (1:1) compound. © 1997 by John Wiley & Sons, Ltd.
    Additional Material: 3 Ill.
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  • 4
    ISSN: 1434-193X
    Keywords: Clathrate hosts ; Clathrates ; Crystalline inclusion compounds ; Clathrate structures ; Host-guest chemistry ; Anthracene derivatives ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: -A series of new clathrate host molecules (1-10) containing two diarylhydroxymethyl groups attached to different positions (1,5 or 1,8) of a basic anthracene construction unit have been synthesized. Their clathrate formation properties with a variety of organic guests, including amines, alcohols, ketones, and other dipolar aprotic compounds or aromatic hydrocarbons are reported (143 examples of clathrates). The inclusion properties and the clathrate stoichiometries depend in a systematic manner on the structure of the host molecules. The crystal structures of six selected clathrates of different classes of compound have been determined by X-ray diffraction.
    Additional Material: 6 Ill.
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  • 5
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