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  • 1
    Electronic Resource
    Electronic Resource
    Ritter reactions. VIII. Inclusion compounds formed betweenN-(5H-Dibenzo[a, d]cycloheptyl)acetamides and dioxane (1994)
    Springer
    Journal of inclusion phenomena and macrocyclic chemistry 18 (1994), S. 149-160 
    Details
    ISSN: 1573-1111
    Keywords: Amide hosts ; dioxane ; hydrogen bonding ; Ritter reaction ; −C−H⋯O-hydrogen bonds
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract 5H-Dibenzo[a, d]cyclohepten-5-ol2 and its saturated analogue4 undergo Ritter reactions with acetonitrile and sulfuric acid to afford the acetamide derivatives3 or5 respectively. Both products form unstable inclusion compounds when crystallised from dioxane. The crystal structure of the dioxane compound of3 is reported. This material [(C17H15NO)·(C4H8O2)2,Pnma,a=9.616(1),b=23.280(2),c=10.298(1) Å,Z=4,R=0.054] has the amide molecules arranged in parallel chains by means of intermolecular −N−H⋯O=C hydrogen bonds. The inclusion compound is stabilised by means of −C−H⋯O-hydrogen bonds. Each dioxane molecule is involved in five such interactions to neighbouring molecules of3 and dioxane.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00705818
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  • 2
    Electronic Resource
    Electronic Resource
    Structure of the co-crystalline solid formed between 1,4-dichloronaphthalene-2,3-diol and dioxane (1994)
    Springer
    Journal of inclusion phenomena and macrocyclic chemistry 20 (1994), S. 267-276 
    Details
    ISSN: 1573-1111
    Keywords: Phenols ; dioxane ; hydrogen bonding ; co-crystals ; aromatic ring interactions ; coronene packing
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The 1,4-dichloro-(1) and 1,4-dibromo-(2) derivatives of naphthalene-2,3-diol crystallise in structures containing acetic acid or dioxane solvent molecules. X-ray crystallographic examination of the compound formed between1 and dioxane is reported here [(C10H6Cl2O2)2·(C4H8O2),P21/c,a=12.358(3),b=4.9930(7),c=19.167(4) Å,β=96.09(1)0,Z=2,R=0.035] and this structure is analysed in crystal engineering terms. The compound is a co-crystalline material involving two types of hydrogen bonding: one phenolic group participates in a $$\begin{gathered} ...{\text{OH }}...{\text{OH }}...{\text{OH}} \hfill \\ {\text{ | | |}} \hfill \\ {\text{ Ar Ar Ar}} \hfill \\ \end{gathered} $$ chain, while the second phenolic group hydrogen bonds to a dioxane. Extension of the hydrogen bonding network through the second dioxane oxygen results in heavily corrugated layers. Neighbouring layers interact by a combination of aromatic face-face and edge-face interactions similar to a partial coronene-type γ packing to complete the structure.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00708772
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  • 3
    Electronic Resource
    Electronic Resource
    Comparison of the structures of 1,5-dichloro- and 1,5-dibromonaphthalene-2,6-diol and their co-crystalline compounds with dioxane (1995)
    Springer
    Journal of inclusion phenomena and macrocyclic chemistry 23 (1995), S. 313-327 
    Details
    ISSN: 1573-1111
    Keywords: Phenols ; dioxane ; hydrogen bonding ; screw axes ; aromatic ring interactions ; weak attractive forces
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The 1,5-dichloro-(1) and 1,5-dibromo-(2) naphthalene-2,6-diols form isostructural lattices incorporating ...O−H...O−H...O−H... hydrogen bonding surrounding 21 screw axes. Each phenolic hydroxy group participates in one donor and one acceptor hydrogen bond. When crystallised from dioxane, both compounds form new 1:1 co-crystalline materials whose lattices are closely related but not isostructural. All inter-phenolic hydrogen bonding is now absent with each hydroxy group acting instead as a donor to a dioxane oxygen atom. In consequence, the hydrogen bonded layer structures of pure1 or2 are now replaced by hydrogen bonded chain arrangements. All four crystal structures are analysed and compared in crystal engineering terms through discussion of the various types of other weak intermolecular attractions involved in their lattice constructions.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00707935
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  • 4
    Electronic Resource
    Electronic Resource
    Ritter reactions. X. Structure of a new multicyclic amide-benzene inclusion compound (1994)
    Springer
    Journal of inclusion phenomena and macrocyclic chemistry 20 (1994), S. 363-372 
    Details
    ISSN: 1573-1111
    Keywords: Amide hosts ; benzene ; hydrogen bonding ; edge-face and face-face aromatic interactions ; Ritter reaction
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract 5H-Dibenzo[a, d]cyclohepten-5-ol1 can undergo Ritter reaction with acetonitrile and sulfuric acid to afford either the acetamide derivative2 or the multicyclic amide3 depending on the conditions used. The X-ray structure of the inclusion compound of3 with benzene is reported here and analysed in structural terms. This material [(C19H18N2O)−(C6H6),Cc,a=10.694(5),b=22.843(5),c=9.901(4) Å,β=124.02(2)°,Z=4,R=0.054] has molecules of3 linked by −N−H⋯O=C intermolecular hydrogen bonds to form parallel chains alongc. Additional inter-host stabilisation is achieved by face-face interactions involving one of the two benzo rings of3. A hydrogen atom of the other host benzo group participates in an edge-face interaction with the benzene guest molecule to produce the inclusion compound. Benzene⋯benzene inter-guest interactions provide a further, but minor, contribution to the net stability of the structure.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00708880
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