Abstract
C30H20N6O2,M r =496.53, triclinic, P¯1,a=8.748(4) Å,b=10.989(3) Å,c=13.541(8) Å,α=90.67(4)°,β=99.15(4)°, γ=98.62(4)°,V=1269.8 Å3,Z=2,D c =1.30 g cm−3, λ (Mo Kα)=0.71069 Å,μ=1.02 cm−1,F(000)=516.0,T=295(3) K,R=0.127% for 1839 observed reflections, 363 parameters. The molecule has an extended, rather than a folded geometry. The HMTCAQ moiety has mm symmetry, and is shaped like a hawk about to land. The anthraquinone ring system is folded, with a dihedral angle of 37.3°; the two propanedinitrile groups have a mutual dihedral angle of 80.2°. The dihedral angle between the central ring of the TCAQ moiety and the phenyl ring is 37.2°. The phenyl rings stack over each other with a perpendicular distance of 3.36 Å. The dipole moment of the molecule is 6.254 Debyes; the crystal Madelung energy isE M=−8.989 kJ/mol; the dispersion energy isE d =−318.370 kJ/mol; the repulsion energy isE r =130.139 kJ/mol.
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Cox, S. R., Hsu, L.-Y., and Williams, D. E. (1981)Acta Crystallogr. A37, 293.
Frenz, B. A. (1978) SDP Version 16, Molecular Structure Corporation. (College Station, Tex.).
Hunig, S. (1983) Personal communication to D. O. Cowan (see Kiniet al., 1985a).
Hunter, W. E. (1982)Datrdn (Univ. of Alabama, Tuscaloosa).
Johnson, C. K. (1976)Or tepii, Report ORNL-5138. (Oak Ridge National Laboratory, Oak Ridge Tenn.).
Kini, A. M., Cowan, D. O., Gerson, F., and Moeckel, R. (1985a)Mol. Cryst. Liq. Crystallogr. 120, 299.
Kini, A. M., Cowan, D. O., Gerson, F., and Moeckel, R. (1985b)J. Am. Chem. Soc. 107, 556.
Main, P., Fiske, S. J., Hull, S. E., Lessinger, L., Germain, G., Declercq, J.-P., and Woolfson, M. M. (1980)Multan80.A System of Computer Programs fir the Automatic Solution of Crystal Structures from X-Ray Diffraction Data. (Universities of York, England and Louvain, Belgium).
Metzger, R. M. (1976)J. Chem. Phys. 64, 2069.
Metzger, R. M. (1981)Top. Curr. Phys. 26, 80.
Metzger, R. M., and Bloch, A. N. (1975)J. Chem. Phys. 63, 5098.
Metzger, R. M., and Panetta, C. A. (1983)J. Phys. (Paris),44, C3–1605.
Metzger, R. M., and Panetta, C. A. (1987)Proc. Eighth Winter Conf. Low-Temp. Physics. (Cuernavaca, Mexico), p. 81.
Metzger, R. M., Panetta, C. A., Miura, Y., and Torres, E. (1987a)Synth. Metals 18, 797.
Metzger, R. M., Panetta, C. A., Heimer, N. E., Bhatti, A. M., Torres, E., Blackburn, G. F., Tripathy, S. K., and Samuelson, L. A. (1987)J. Mol. Electr. 2, 119.
Metzger, R. M., Schumaker, R. R., Cava, M. P., Laidlaw, R. K., Panetta, C. A., and Torres, E. (1987b)Langmuir 4, 298.
Pople, J. A., and Beveridge, D. L. (1970)Approximate Molecular Orbital Theory. (McGraw-Hill, New York).
Sheldrick, G. M. (1976)Shelx 76, Program for crystal structure determination. (Univ. of Cambridge, England).
Torres, E., Panetta, C. A., and Metzger, R. M. (1987)J. Org. Chem. 52, 2944.
Tripos Associates (1986)Sybyl, Molecular Modelling Software (St. Louis, Mo.).
Williams, D. E. (1981)Top. Curr. Phys. 26, 3.
Williams, D. E., and Cox, S. R. (1984)Acta Crystallogr. B40, 404.
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On leave at Department of Chemistry, University of Alabama, Tuscaloosa, Ala. 35487-9671.
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Metzger, R.M., Laidlaw, R.K., Torres, E. et al. Crystal structure of DMAP-C-HMTCAQ, C30H20N6O2, N,N-dimethylaminophenyl-carbamate-2′-hydroxymethyl-11,11,12,12-tetracyano-anthraquinodimethan. Journal of Crystallographic and Spectroscopic Research 19, 475–482 (1989). https://doi.org/10.1007/BF01185384
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DOI: https://doi.org/10.1007/BF01185384