Three dimensional supramolecules of triptycene-quinone and its 6,7- dimethyl derivative formed by weak intermolecular π-π interactions and C- H···O hydrogen bonds

Tetrahedron Letters

Volumn 40, Issue 33, 1999, Pages 6037-6040

  Hashimoto, Masao ^a   Takagi, Hideki ^a   Yamamura, Kimiaki ^a  

^a KOBE UNIVERSITY   (Japan)

Author keywords

Hydrogen bonding; Quinones; Supramolecular chemistry; Triptycenes

Indexed keywords

ANTHRACENE DERIVATIVE; BENZENE; CARBON; HYDROGEN; OXYGEN; QUINONE DERIVATIVE; TRIPTYCENE DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL BOND; CHEMICAL INTERACTION; CRYSTAL STRUCTURE;

EID: 0033551745     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01196-X     Document Type: Article

References (20)

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2. For examples; B.S. Joshi, T.K. Rho, P.L. Rinalde, W.X. Liu, T.A. Wagler, M.G. Newton, D.W. Lee, and S.W. Pelleetier, J. Chem. Crystallography, 1997, 27, 553; K. Nakasuji, K. Sugiura, T. Kitagawa, J. Toyoda, H. Okamoto, K. Okaniwa, T. Mitani, H. Yamamoto, I. Murata, A. Kawamoto and J. Tanaka, J. Am. Chem. Soc., 1991, 113, 1862; H. Matsuda, K. Osaki and I. Nitta, Bull. Chem. Soc. Jpn., 1958, 31, 611.
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10. -1, F(000) = 592. 1243 independent reflections were measured on Rigaku AFC5R diffractometer (used throughout this work) with Cu-Kα radiation using θ-2θ scan (2θ ≥ 120°). The structure was solved by direct method and non-hydrogen atoms were refined with anisotropic thermal factors using full matrix least-squares based on F with absorption corrected data. The hydrogen atom attached to C(6) was included in the calculation with an isotropic thermal factor. The final wR(F) = 0.058 for 1096 independent observed reflections (
11. Because the two planes are not parallel, d is tentatively defined as the shortest distance between the plane of quinone moiety and the carbon atom in the adjacent benzene ring.
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13. Essentially the same supramolecular structure was observed for the crystal of 5,8,13,16-tetramethyl-TPQ. Detailed crystal structure analysis is in progress.
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18. 3 (no. 173), a = 27.887(1), c = 12.999(1), γ = 120°, Z = 24. Simple Geometric Relations Hold between The Unit Cell Vectors of TPHQ and Those of TPQ.
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20. O) and 108 parameters. Program teXsan was used throughout this work.