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Crystal structure of DMAP-C-HMTCAQ, C30H20N6O2, N,N-dimethylaminophenyl-carbamate-2′-hydroxymethyl-11,11,12,12-tetracyano-anthraquinodimethan

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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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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

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