Inclusion Compounds of Xanthenol Hosts with Morpholine: Structure and Grinding Experiments

Sayed, Amina; Jacobs, Ayesha; Taljaard, Jana H.

doi:10.1007/s10870-013-0424-z

Cited by 3 publications

(2 citation statements)

References 16 publications

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“…Brought to you by | University of California Authenticated Download Date | 6/12/15 3:48 PM was also found in the N,N-dimethylformamide [18] and the morpholine [19] structures. For all three structures an intramolecular C-H···π interaction ( Figure 5B) is observed with C···π distances ranging from 3.119(2) to 3.229(2) Å.…”

Section: Compound Donor (D)-h Acceptor (A) D···a (å) D-h (å) H···a (åmentioning

confidence: 83%

“…In this study we have employed the host compound 9-(4-methoxyphenyl)-9H-xanthen-9-ol (H), which we have used extensively in previous investigations. H forms inclusion compounds with aromatic guests, aniline [17], cyclohexane, 1,4-dioxane, N,N-dimethylformamide [18] and morpholine [19]. Co-crystals of H with solid guests are also known as well as an apohost phase [20].…”

Section: Introductionmentioning

confidence: 99%

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Solvent manipulation of N-methylacetamide inclusion compounds with a xanthenol host

Sayed

Jacobs

Taljaard

2015

Zeitschrift Für Kristallographie - Crystalline Materials

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Three crystal structures of N-methylacetamide (NMA) with the xanthenol host 9-(4-methoxyphenyl)-9H-xanthen-9-ol (H) are reported. The crystal structures were obtained by using different solvent compositions. The host compound was dissolved in equimolar mixtures of N-methylacetamide/N,N-dimethylacetamide, N-methylacet amide/1,4-dioxane and N-methylacetamide/aniline which yielded H·NMA, H·2NMA and 2H·2NMA, respectively; H·NMA and 2H·2NMA are polymorphs. Thus, compounds with 1:1 and 1:2 host:guest ratios were obtained. H·NMA solved in the monoclinic space group P2 1 /n whereas both H·2NMA and 2H·2NMA were solved in the triclinic space group 1.P For all structures each host molecule is hydrogen bonded to one NMA molecule via (Host)-OH···O-(NMA) linkages. The NMA guests occupy channels and are connected via N-H···O hydrogen bonds forming chains. The thermal stabilities of the compounds were determined using thermogravimetry and differential scanning calorimetry which indicated that 2H·2NMA was the least stable with H·2NMA being the most stable.

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Section: Compound Donor (D)-h Acceptor (A) D···a (å) D-h (å) H···a (åmentioning

confidence: 83%

Section: Introductionmentioning

confidence: 99%

Solvent manipulation of N-methylacetamide inclusion compounds with a xanthenol host

Sayed

Jacobs

Taljaard

2015

Zeitschrift Für Kristallographie - Crystalline Materials

Self Cite

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Inclusion Compounds of 5-(4-Methylphenyl)-5H-dibenzo[a,d]cyclohepten-5-ol with Dimethylsulphoxide, Morpholine and N-Methyl-2-pyrrolidinone

2015

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Packing principles for urea and thiourea solvates: structures of urea : morpholine (1 : 1), urea : 1,4-dioxane (1 : 1), thiourea : morpholine (4 : 3) and thiourea : 1,4-dioxane (4 : 1)

2013

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The solvents 1,4-dioxane and morpholine have been employed to synthesize solvates of urea and thiourea.The structures confirm the tendency of urea to form more rigid systems of hydrogen bonds in the plane of the N 2 CLO moiety, thus forming layer structures with close complementarity of the donors and acceptors, whereas the more flexible sulfur acceptor of thiourea can also accept hydrogen bonds from donors that lie far from the N 2 CLS plane, forming three-dimensional packing patterns with much more variable parameters. A database investigation confirms these tendencies. The solvate urea : morpholine (1 : 1) crystallizes in Pbcm with Z = 4. The complete urea molecule lies in the mirror plane, as do the heteroatoms of the morpholine molecule. The molecular packing is a layer structure. The solvate urea : 1,4-dioxane (1 : 1) crystallizes in P2/c with Z = 2. The CLO bond of the urea molecule lies along a twofold axis, whereas the dioxane molecule lies across an inversion centre. The molecules form a layer structure analogous to that of the morpholine solvate. The thiourea solvates are more complex, and both involve a more irregular hydrogen bonding geometry at sulfur. The solvate thiourea : morpholine (4 : 3) crystallizes in P2 1 /c with Z = 2. The asymmetric unit contains two independent molecules of thiourea, one morpholine on a general position, and one morpholine disordered over an inversion centre. The thiourea molecules combine to form an open framework with a series of channels, in which the morpholine molecules are attached. The solvate thiourea : 1,4-dioxane (4 : 1) crystallizes in P2 1 /n with Z = 2. The asymmetric unit contains two independent molecules of thiourea and one molecule of dioxane across an inversion centre. One thiourea molecule and the dioxane combine to form a layer structure. The second thiourea molecule links these layers in the third dimension.

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Inclusion Compounds of Xanthenol Hosts with Morpholine: Structure and Grinding Experiments

Cited by 3 publications

References 16 publications

Solvent manipulation of N-methylacetamide inclusion compounds with a xanthenol host

Solvent manipulation of N-methylacetamide inclusion compounds with a xanthenol host

Inclusion Compounds of 5-(4-Methylphenyl)-5H-dibenzo[a,d]cyclohepten-5-ol with Dimethylsulphoxide, Morpholine and N-Methyl-2-pyrrolidinone

Packing principles for urea and thiourea solvates: structures of urea : morpholine (1 : 1), urea : 1,4-dioxane (1 : 1), thiourea : morpholine (4 : 3) and thiourea : 1,4-dioxane (4 : 1)

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