Synthesis and crystal structure of tris(9,10-phenanthrenedioxy)cyclotriphosphazene. A new clathration system

Harry R. Allcock, A. P. Primrose, E. N. Silverberg, K. B. Visscher, A. L. Rheingold, I. A. Guzei, M. Parvez

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

Tris(9,10-phenanthrenedioxy)cyclotriphosphazene forms inclusion adducts with a wide range of organic small molecules. This novel host molecule crystallized with p-xylene to form a triclinic 1:1 inclusion adduct, space group P1̄ (No. 2), having unit cell of dimensions a = 12.724(3) Å, b = 19.347(5) Å, c = 9.124(5) Å and α = 97.55(3)°, β = 106.13(3)°, γ = 72.46(2)°, Z = 2. In this adduct, p-xylene is confined within both cage and tunnel-like voids of the host lattice. The same host crystallized with 1,2-dichlorobenzene to form an orthorhombic inclusion adduct, space group P212121 (No. 19), having a unit cell of dimensions a = 14.880(3) Å, b = 23.277(4) Å, c = 13.429(4) Å, and Z = 4. In general, the guest to host molar ratios for the 1,2-dichlorobenzene adduct varied from 1.1:1 to 1.3:1. 1,2-Dichlorobenzene, o-xylene, p-xylene, benzene, tetrahydrofuran, and cyclohexane were directly imbibed by tris(9,10-phenanthrenedioxy)cyclotriphosphazene to form air stable inclusion adducts. Powder X-ray diffraction of these adducts indicated that the crystal lattice formed is highly guest dependent. Inclusion adducts containing 1,2-dichlorobenzene, o-xylene, and p-xylene as guests were more stable than those containing tetrahydrofuran, benzene, or hexane. Selective inclusion of cyclohexane and o-xylene was achieved from hexane/cyclohexane and p-xylene/o-xylene mixtures.

Original languageEnglish (US)
Pages (from-to)2530-2536
Number of pages7
JournalChemistry of Materials
Volume12
Issue number9
DOIs
StatePublished - Oct 21 2000

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Xylene
Crystal structure
Hexanes
Cyclohexane
Benzene
Hexane
Molecules
Crystal lattices
X ray powder diffraction
Tunnels
4-xylene
2-dichlorobenzene
2-xylene
Air

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Chemical Engineering(all)
  • Materials Chemistry

Cite this

Allcock, H. R., Primrose, A. P., Silverberg, E. N., Visscher, K. B., Rheingold, A. L., Guzei, I. A., & Parvez, M. (2000). Synthesis and crystal structure of tris(9,10-phenanthrenedioxy)cyclotriphosphazene. A new clathration system. Chemistry of Materials, 12(9), 2530-2536. https://doi.org/10.1021/cm990381j
Allcock, Harry R. ; Primrose, A. P. ; Silverberg, E. N. ; Visscher, K. B. ; Rheingold, A. L. ; Guzei, I. A. ; Parvez, M. / Synthesis and crystal structure of tris(9,10-phenanthrenedioxy)cyclotriphosphazene. A new clathration system. In: Chemistry of Materials. 2000 ; Vol. 12, No. 9. pp. 2530-2536.
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abstract = "Tris(9,10-phenanthrenedioxy)cyclotriphosphazene forms inclusion adducts with a wide range of organic small molecules. This novel host molecule crystallized with p-xylene to form a triclinic 1:1 inclusion adduct, space group P1̄ (No. 2), having unit cell of dimensions a = 12.724(3) {\AA}, b = 19.347(5) {\AA}, c = 9.124(5) {\AA} and α = 97.55(3)°, β = 106.13(3)°, γ = 72.46(2)°, Z = 2. In this adduct, p-xylene is confined within both cage and tunnel-like voids of the host lattice. The same host crystallized with 1,2-dichlorobenzene to form an orthorhombic inclusion adduct, space group P212121 (No. 19), having a unit cell of dimensions a = 14.880(3) {\AA}, b = 23.277(4) {\AA}, c = 13.429(4) {\AA}, and Z = 4. In general, the guest to host molar ratios for the 1,2-dichlorobenzene adduct varied from 1.1:1 to 1.3:1. 1,2-Dichlorobenzene, o-xylene, p-xylene, benzene, tetrahydrofuran, and cyclohexane were directly imbibed by tris(9,10-phenanthrenedioxy)cyclotriphosphazene to form air stable inclusion adducts. Powder X-ray diffraction of these adducts indicated that the crystal lattice formed is highly guest dependent. Inclusion adducts containing 1,2-dichlorobenzene, o-xylene, and p-xylene as guests were more stable than those containing tetrahydrofuran, benzene, or hexane. Selective inclusion of cyclohexane and o-xylene was achieved from hexane/cyclohexane and p-xylene/o-xylene mixtures.",
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Allcock, HR, Primrose, AP, Silverberg, EN, Visscher, KB, Rheingold, AL, Guzei, IA & Parvez, M 2000, 'Synthesis and crystal structure of tris(9,10-phenanthrenedioxy)cyclotriphosphazene. A new clathration system', Chemistry of Materials, vol. 12, no. 9, pp. 2530-2536. https://doi.org/10.1021/cm990381j

Synthesis and crystal structure of tris(9,10-phenanthrenedioxy)cyclotriphosphazene. A new clathration system. / Allcock, Harry R.; Primrose, A. P.; Silverberg, E. N.; Visscher, K. B.; Rheingold, A. L.; Guzei, I. A.; Parvez, M.

In: Chemistry of Materials, Vol. 12, No. 9, 21.10.2000, p. 2530-2536.

Research output: Contribution to journalArticle

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T1 - Synthesis and crystal structure of tris(9,10-phenanthrenedioxy)cyclotriphosphazene. A new clathration system

AU - Allcock, Harry R.

AU - Primrose, A. P.

AU - Silverberg, E. N.

AU - Visscher, K. B.

AU - Rheingold, A. L.

AU - Guzei, I. A.

AU - Parvez, M.

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N2 - Tris(9,10-phenanthrenedioxy)cyclotriphosphazene forms inclusion adducts with a wide range of organic small molecules. This novel host molecule crystallized with p-xylene to form a triclinic 1:1 inclusion adduct, space group P1̄ (No. 2), having unit cell of dimensions a = 12.724(3) Å, b = 19.347(5) Å, c = 9.124(5) Å and α = 97.55(3)°, β = 106.13(3)°, γ = 72.46(2)°, Z = 2. In this adduct, p-xylene is confined within both cage and tunnel-like voids of the host lattice. The same host crystallized with 1,2-dichlorobenzene to form an orthorhombic inclusion adduct, space group P212121 (No. 19), having a unit cell of dimensions a = 14.880(3) Å, b = 23.277(4) Å, c = 13.429(4) Å, and Z = 4. In general, the guest to host molar ratios for the 1,2-dichlorobenzene adduct varied from 1.1:1 to 1.3:1. 1,2-Dichlorobenzene, o-xylene, p-xylene, benzene, tetrahydrofuran, and cyclohexane were directly imbibed by tris(9,10-phenanthrenedioxy)cyclotriphosphazene to form air stable inclusion adducts. Powder X-ray diffraction of these adducts indicated that the crystal lattice formed is highly guest dependent. Inclusion adducts containing 1,2-dichlorobenzene, o-xylene, and p-xylene as guests were more stable than those containing tetrahydrofuran, benzene, or hexane. Selective inclusion of cyclohexane and o-xylene was achieved from hexane/cyclohexane and p-xylene/o-xylene mixtures.

AB - Tris(9,10-phenanthrenedioxy)cyclotriphosphazene forms inclusion adducts with a wide range of organic small molecules. This novel host molecule crystallized with p-xylene to form a triclinic 1:1 inclusion adduct, space group P1̄ (No. 2), having unit cell of dimensions a = 12.724(3) Å, b = 19.347(5) Å, c = 9.124(5) Å and α = 97.55(3)°, β = 106.13(3)°, γ = 72.46(2)°, Z = 2. In this adduct, p-xylene is confined within both cage and tunnel-like voids of the host lattice. The same host crystallized with 1,2-dichlorobenzene to form an orthorhombic inclusion adduct, space group P212121 (No. 19), having a unit cell of dimensions a = 14.880(3) Å, b = 23.277(4) Å, c = 13.429(4) Å, and Z = 4. In general, the guest to host molar ratios for the 1,2-dichlorobenzene adduct varied from 1.1:1 to 1.3:1. 1,2-Dichlorobenzene, o-xylene, p-xylene, benzene, tetrahydrofuran, and cyclohexane were directly imbibed by tris(9,10-phenanthrenedioxy)cyclotriphosphazene to form air stable inclusion adducts. Powder X-ray diffraction of these adducts indicated that the crystal lattice formed is highly guest dependent. Inclusion adducts containing 1,2-dichlorobenzene, o-xylene, and p-xylene as guests were more stable than those containing tetrahydrofuran, benzene, or hexane. Selective inclusion of cyclohexane and o-xylene was achieved from hexane/cyclohexane and p-xylene/o-xylene mixtures.

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