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Low dimensional Solids

Crystal Structure and Madelung Energy for the Charge-Transfer Complex Tetrathiafulvalene-2,5-Difluoro-7,7,8,8-Tetracyano-p-Quinodimethane, TTF-2,5-TCNQF2. Observations on a Dimerized Segregated Stack Motif.

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Pages 295-310 | Received 15 Apr 1981, Published online: 14 Oct 2011

References

  • The Johns Hopkins University .
  • The University of Texas at Dallas .
  • Wudl , F. , Wobschall , D. and Hufnagel , E. J. 1972 . J. Am. Chem. Soc. , 94 : 670
  • Engler , E. M. 1976 . Chem. Tech. , 6 : 274
  • Ferraris , J. P. and Saito , G. 1978 . J. Chem. Soc., Chem. Commun. , : 992
  • Saito , G. and Ferraris , J. P. 1979 . J. Chem. Soc., Chem. Commun. , : 1027
  • Wheland , R. C. and Martin , E. L. 1975 . J. Org. Chem. , 40 : 3101
  • Hunig , S. , Schlaf , H. , Kieslich , G. and Scheutzow , D. 1969 . Tett. Lett. , : 2271
  • Hunig , S. , Schlaf , H. , Kieslich , G. and Scheutzow , D. 1973 . Liebigs Ann. Chem. , : 10
  • Bechgaard , K. , Cowan , D. O. and Bloch , A. N. 1974 . J. Chem. Soc., Chem. Commun. , : 937
  • Kistenmacher , T. J. , Emge , T. J. , Shu , P. and Cowan , D. O. 1979 . Acta Cryst. , B35 : 772
  • Bechgaard , K. , Cowan , D. O. , Bloch , A. N. and Henriksen , L. 1975 . J. Org. Chem. , 40 : 746
  • Chiang , L-Y. , Poechler , T. O. , Bloch , A. N. and Cowan , D. O. 1980 . J. Chem. Soc., Chem. Commun. , : 866
  • Wiygul , F. M. , Emge , T. J. , Ferraris , J. P. and Kistenmacher , T. J. 1981 . Mol. Cryst. Liq. Cryst. , 71 : 303
  • Wiygul , F. M. , Ferraris , J. P. , Emge , T. J. and Kistenmacher , T. J. Mol. Cryst. Liq. Cryst. , in press
  • Emge , T. J. , Maxfield , M. , Cowan , D. O. and Kistenmacher , T. J. 1981 . Mol. Cryst. Liq. Cryst. , 65 : 161 and references therein
  • Ferraris , J. , Cowan , D. O. , Walatka , V. and Perlstein , J. H. 1973 . J. Am Chem. Soc. , 95 : 949
  • Coleman , L. B. , Cohen , M. J. , Sandman , D. J. , Yamagishi , F. G. , Garito , A. F. and Heeger , A. J. 1973 . Solid State Commun. , 12 : 1125
  • Phillips , T. E. , Kistenmacher , T. J. , Ferraris , J. P. and Cowan , D. O. 1973 . J. Chem. Soc., Chem. Commun. , : 471
  • Coleman , L. B. 1974 . Dissertation Thesis University of Pennsylvania .
  • Ferraris , J. P. 1973 . Dissertation Thesis Johns Hopkins University .
  • Lyubovska , R. N. 1975 . Izv. Akad. Nauk SSSR Ser Khim. , : 177
  • Kistenmacher , T. J. , Emge , T. J. , Wiygul , F. M. , Bryden , W. A. , Chappell , J. S. , Stokes , J. P. , Chiang , L-Y. , Cowan , D. O. and Bloch , A. N. 1981 . Solid State Commun. , 39 : 415
  • Emge , T. J. , Bryden , W. A. , Wiygul , F. M. , Bloch , A. N. , Cowan , D. O. and Kistenmacher , T. J. J. Chem. Phys. , in press
  • Bloch , A. N. , Cowan , D. O. , Bechagaard , K. , Pyle , R. E. , Banks , R. H. and Poehler , T. O. 1975 . Phys. Rev. Lett. , 34 : 1561
  • Phillips , T. E. , Kistenmacher , T. J. , Bloch , A. N. and Cowan , D. O. 1976 . J. Chem. Soc., Chem. Commun. , : 334
  • Hawley , M. E. , Poehler , T. O. , Carruthers , T. F. , Bloch , A. N. , Cowan , D. O. and Kistenmacher , T. J. 1978 . Bull. Am. Phys. Soc. , 23 : 424
  • Kistenmacher , T. J. , Emge , T. J. , Bloch , A. N. and Cowan , D. O. to be published
  • Bechgaard , K. , Kistenmacher , T. J. , Bloch , A. N. and Cowan , D. O. 1977 . Acta Cryst. , B33 : 417
  • Bloch , A. N. , Carruthers , T. F. , Poehler , T. O. and Cowan , D. O. 1977 . Chemistry and Physics of One-Dimensional Metals , 47 New York : Plenum .
  • Comes , R. and Shirane , G. 1979 . Highly Conducting One-Dimensional Solids , Edited by: Devreese , J. T. , Evrard , R. P. and van Doren , V. E. 17 New York : Plenum . See, for example
  • Chappell , J. S. , Bloch , A. N. , Bryden , W. A. , Maxfield , M. , Poehler , T. O. and Cowan , D. O. 1981 . J. Am. Chem. Soc. , 103 : 2442
  • Bloch , A. N. 1980 . Bull. Am. Phys. Soc. , 25 : 255 Concerning electron donors and their IP's
  • Gleiter , R. , Schmidt , E. , Cowan , D. O. and Ferraris , J. P. 1973 . J. Electron Spectr. , 2 : 207
  • Gleiter , R. , Kobayashi , M. , Spanget-Larsen , J. , Ferraris , J. P. , Bloch , A. N. , Bechgaard , K. and Cowan , D. O. 1975 . Ber. der Bunsen-Gesellschraft , 79 : 1218
  • Berlinsky , A. J. , Carolan , J. F. and Weiler , L. 1974 . Can. J. Chem. , 52 : 3373
  • Engler , E. M. , Kaufman , F. B. , Green , D. C. , Klots , C. E. and Compton , R. N. 1975 . J. Am. Chem. Soc. , 97 : 2921
  • Spanget-Larsen , J. , Gleiter , R. and Hunig , S. 1976 . Chem. Phys. Lett. , 37 : 29
  • Maxfield , M. and Cowan , D. O. unpublished results. In regard to electron acceptors and their EA's
  • Chen , E. C. M. and Wentworth , W. E. 1975 . J. Chem. Phys. , 63 : 3183
  • Farragher , A. L. and Page , F. M. 1967 . Trans. Faraday Soc. , 63 : 2369
  • Klots , C. E. , Compton , R. N. and Raaen , V. F. 1974 . J. Chem. Phys. , 60 : 1177
  • Stokes , J. P. , Cowan , D. O. and Bloch , A. N. unpublished results
  • Peierls , R. E. 1955 . Quantum Theory of Solids , Oxford : Oxford University .
  • Pytte , E. 1974 . Phys. Rev. B. , 10 : 4637
  • Pincus , P. 1971 . Solid State Commun. , 9 : 1971
  • The ratio of twin components (D/M) is not constant over the selection of crystals. For two other specimens which we examined in detail, the D/M ratios were 1.17(4) and 1.38(4). The R value on averaging over the two quadrants of data is given by where N = the total number of unique reflections; here, Rave = 0.058.
  • Wilson , A. J. C. 1942 . Nature (London) , 150 : 151
  • R = Rw derived from counting statistics plus an applied correction term of (0.03 F)[see W. R. Busing and H. A. Levy, J. Chem. Phys., 26, 563 (1957)]. The quantity minimized in the least-squares refinement was GOF: where NO = 2723 observations and NV = 253 variables.
  • Hanson , H. P. , Herman , F. , Lea , J. D. and Skillman , S. 1964 . Acta Cryst. , 17 : 1040
  • Stewart , R. F. , Davidson , E. R. and Simpson , W. T. 1965 . J. Chem. Phys. , 42 : 3175
  • Cromer , D. T. and Liberman , D. 1970 . J. Chem. Phys. , 53 : 1891
  • For access to the deposited material, see the referral following the text. Crystallographic programs employed include: Wehe, Busing and Levy's ORABS; Busing, Martin, and Levy's ORFLS; Zalkin's FORDAP; Pippy and Ahmed's MEAN PLANE
  • Drawings made with use of Johnson's ORTEP
  • Schomaker , V. and Trueblood , K. N. 1968 . Acta Cryst. , B24 : 63 Using the librational tensor from a rigidbody analysis corrected molecular geometries for both the TTF donor and the 2.5-TCNQF2 acceptor were calculated. The largest librational amplitudes were those about the longitudinal axes in each molecular plane: 4.8° for TTF; and 6.1° for 2.5-TCNQF2. The bond lengths and subsequent trends reported here contain corrections on the order 0.002–0.006 A (essentially equivalent to the esd's) and no alterations seem to be warranted
  • Finger , L. W. and Ohashi , Y. 1976 . Am. Mineral. , 61 : 303 and references therein
  • Weigel , D. , Beguemsi , T. , Garnier , P. and Berar , J. F. 1978 . J. Solid State Chem. , 23 : 241
  • Scott , B. A. , LaPlaca , S. J. , Torrance , J. B. , Silverman , B. D. and Welber , B. 1977 . J. Am. Chem. Soc. , 99 : 6631
  • Pauling , L. 1960 . The Nature of the Chemical Bond, , 3rd, Ed. , Cornell University Press . Van der Waals radii employed are as follows: H, 1.2A; F, 1.35A; N, 1.50A; S, 1.85A; C. 1.75A. Values are from
  • Kistenmacher , T. J. , Phillips , T. E. and Cowan , D. O. 1974 . Acta Cryst. , B30 : 763
  • Kistenmacher , T. J. 1978 . Annals of the New York Academy of Sciences , 313 : 333
  • Yakushi , K. , Nishimura , S. , Sugano , T. , Kuroda , H. and Ikemoto , I. 1980 . Acta Cryst. , B36 : 358
  • Grobman , W. D. and Silverman , B. D. 1976 . Solid State Commun. , 19 : 319
  • Haddon , R. C. 1975 . Aust. J. Chem. , 28 : 2333
  • Kistenmacher , T. J. , Rossi , M. , Chiang , C. C. , Van Duyne , R. P. and Siedle , A. R. 1980 . Inorg. Chem. , 19 : 3604
  • Kistenmacher , T. J. , Rossi , M. , Chiang , C. C. , Van Duyne , R. P. , Cape , T. and Siedle , A. R. 1978 . J. Am. Chem. Soc. , 100 : 1958
  • Johanson , H. 1975 . Int. J. Quant. Chem. , 9 : 459
  • Jonkman , H. Th. and Kommandeur , J. 1972 . Chem. Phys. Letters , 15 : 496
  • Hoekstra , A. , Spoelder , T. and Vos , A. 1972 . Acta Cryst. , B28 : 14
  • Pople , J. A. and Segal , G. A. 1966 . J. Chem. Phys. , 44 : 3289
  • Chung Phillips , A. 1975 . QCPE , 12 : 274 For the 2,5-TCNQF2 acceptor, we find the HOMO() of symmetry am and the LUMO() of symmetry b2 in point group 2/m(C2h). For the TTF donor, the HOMO()[b1u] and the LUMO() [b32] symmetries in point group mmm(D2h) are as noted earlier (see Ref. 40).
  • Bertaut , E. F. 1952 . J. Phys. Radium. , 13 : 499 We have used a highly-modified version of QCPE program #222 [A. B. Blake, QCPE 1972 12 222]
  • Metzger , R. M. and Bloch , A. N. 1975 . J. Chem. Phys. , 63 : 5098
  • Epstein , A. J. , Lipari , N. O. , Sandman , D. J. and Nielsen , P. 1976 . Phys. Rev. , B13 : 1569
  • Silverman , B. D. and LaPlaca , S. J. 1978 . J. Chem. Phys. , 69 : 6
  • Metzger , R. M. 1978 . Annals of the New York Academy of Sciences , 313 : 145 Metzger has found no evidence that the Madelung Energy drives the transitions from dimerized to uniform stacks for the donor in TMPD+C10− 4 nor the acceptor in Rb+TCNQ−.
  • Bosch , A. and van Bodegom , B. 1977 . Acta Cryst. , B33 : 3013
  • Huizinga , S. , Kommandeur , J. , Sawatzky , G. A. , Thole , B. T. , Kopinga , K. , Mde Jonge , W. J. and Roos , J. 1979 . Phys. Rev. , B19 : 4723
  • Konno , M. , Ishii , T. and Saito , Y. 1977 . Acta Cryst. , B33 : 763
  • Lépine , Y. , Caillé , A. and Larochelle , V. 1978 . Phys. Rev. , B18 : 3585
  • Himba , T. and Kommandeur , J. 1975 . Phys. Rev. , B12 : 2608
  • Vegter , J. G. and Kommandeur , J. 1975 . Mol. Cryst. Liq. Cryst. , 30 : 11
  • Takaoka , Y. and Motizuki , K. 1979 . J. Phys. Soc. Japan , 47 : 1752

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