The Structure of Ditropenyliumyl Ether Bis(trifluoromethanesulfonate)

Ronald F. Childs; Romolo Faggiani; Colin J.L. Lock; Carol V. Rogerson

doi:10.1021/jo00166a021

The Structure of Ditropenyliumyl Ether Bis(trifluoromethanesulfonate)

Ronald F. Childs, Romolo Faggiani, Colin J.L. Lock, Carol V. Rogerson

McMaster University

Research output: Contribution to journal › Article › peer-review

10 Citations (Scopus)

Abstract

The X-ray crystal structure of ditropenyliumyl ether bis(trifluoromethanesulfonate) [(C₇H₆⁺)₂O][CF₃SO₃]^-₂, has been determined. The crystals are orthorhombic, Pcnb (No. 60), with cell dimensions a = 7.985 (2) Å, b = 18,571 (6) Å, c = 12.984 (3) Å, and Z = 4. Intensities were measured with a Syntex P2₁ diffractometer and Mo Kα radiation. The structure was solved by Patterson and difference methods and refined to R₁ = 0.075, R₂ = 0.042 for 1209 reflections. The cation contains a bent C-O-C system (125.3 (4)°) and the C-O bonds (1.356 (3) Å) are short. There is extensive delocalization in the rings, and the average bond length (1.386 Å) may be shorter than in benzene. The two rings, which have a shallow boat structure, are twisted symmetrically about the C(1)-O-C(1) plane because of the interactions of the α-hydrogen atoms and have a dihedral angle of 113.0 (5)°.

Original language	English
Pages (from-to)	3043-3046
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	48
Issue number	18
DOIs	https://doi.org/10.1021/jo00166a021
Publication status	Published - Sept 1983
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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@article{c9492a93480a4c1b85cc542f156a45c4,

title = "The Structure of Ditropenyliumyl Ether Bis(trifluoromethanesulfonate)",

abstract = "The X-ray crystal structure of ditropenyliumyl ether bis(trifluoromethanesulfonate) [(C7H6+)2O][CF3SO3]-2, has been determined. The crystals are orthorhombic, Pcnb (No. 60), with cell dimensions a = 7.985 (2) {\AA}, b = 18,571 (6) {\AA}, c = 12.984 (3) {\AA}, and Z = 4. Intensities were measured with a Syntex P21 diffractometer and Mo Kα radiation. The structure was solved by Patterson and difference methods and refined to R1 = 0.075, R2 = 0.042 for 1209 reflections. The cation contains a bent C-O-C system (125.3 (4)°) and the C-O bonds (1.356 (3) {\AA}) are short. There is extensive delocalization in the rings, and the average bond length (1.386 {\AA}) may be shorter than in benzene. The two rings, which have a shallow boat structure, are twisted symmetrically about the C(1)-O-C(1) plane because of the interactions of the α-hydrogen atoms and have a dihedral angle of 113.0 (5)°.",

author = "Childs, {Ronald F.} and Romolo Faggiani and Lock, {Colin J.L.} and Rogerson, {Carol V.}",

year = "1983",

month = sep,

doi = "10.1021/jo00166a021",

language = "English",

volume = "48",

pages = "3043--3046",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "18",

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T1 - The Structure of Ditropenyliumyl Ether Bis(trifluoromethanesulfonate)

AU - Childs, Ronald F.

AU - Faggiani, Romolo

AU - Lock, Colin J.L.

AU - Rogerson, Carol V.

PY - 1983/9

Y1 - 1983/9

N2 - The X-ray crystal structure of ditropenyliumyl ether bis(trifluoromethanesulfonate) [(C7H6+)2O][CF3SO3]-2, has been determined. The crystals are orthorhombic, Pcnb (No. 60), with cell dimensions a = 7.985 (2) Å, b = 18,571 (6) Å, c = 12.984 (3) Å, and Z = 4. Intensities were measured with a Syntex P21 diffractometer and Mo Kα radiation. The structure was solved by Patterson and difference methods and refined to R1 = 0.075, R2 = 0.042 for 1209 reflections. The cation contains a bent C-O-C system (125.3 (4)°) and the C-O bonds (1.356 (3) Å) are short. There is extensive delocalization in the rings, and the average bond length (1.386 Å) may be shorter than in benzene. The two rings, which have a shallow boat structure, are twisted symmetrically about the C(1)-O-C(1) plane because of the interactions of the α-hydrogen atoms and have a dihedral angle of 113.0 (5)°.

AB - The X-ray crystal structure of ditropenyliumyl ether bis(trifluoromethanesulfonate) [(C7H6+)2O][CF3SO3]-2, has been determined. The crystals are orthorhombic, Pcnb (No. 60), with cell dimensions a = 7.985 (2) Å, b = 18,571 (6) Å, c = 12.984 (3) Å, and Z = 4. Intensities were measured with a Syntex P21 diffractometer and Mo Kα radiation. The structure was solved by Patterson and difference methods and refined to R1 = 0.075, R2 = 0.042 for 1209 reflections. The cation contains a bent C-O-C system (125.3 (4)°) and the C-O bonds (1.356 (3) Å) are short. There is extensive delocalization in the rings, and the average bond length (1.386 Å) may be shorter than in benzene. The two rings, which have a shallow boat structure, are twisted symmetrically about the C(1)-O-C(1) plane because of the interactions of the α-hydrogen atoms and have a dihedral angle of 113.0 (5)°.

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DO - 10.1021/jo00166a021

M3 - Article

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SN - 0022-3263

VL - 48

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 18

ER -

The Structure of Ditropenyliumyl Ether Bis(trifluoromethanesulfonate)

Abstract

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