1976
DOI: 10.1107/s0567740876006651
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8,8'-Biquinolyl

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Cited by 17 publications
(6 citation statements)
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“…The bond lengths and angles in the quinoline moiety are in good agreement with those determined recently in 2-quinolinecarboxamide (Gdaniec, Jaskolski & Kosturkiewicz, 1977), biquinolyl (Lenner & Lindgren, 1976), and 8-quinolyl cyanomethyl sulphone (Harlow & Simonsen, 1976). In all these molecules the bond angle C (14)-N(13)-C(22) is, within experimental error, 117 °, the value being 5 ° less than the corre- Comparison of selected torsion angles in the title compound (A), (cinchoninium) 2+ cation (B), (+)-l O-bromo-10,11-dihydroepiquinidine ( C), and the quinidine salt of (-)-1, l '-dimethyl-3 (10) 28 (8) Thus, in terms of the classification given by Leiserowitz & Weinstein (1975), the structure of cinchonine can be described as the chiral packing arrangement of one-dimensional chiral hydrogen-bonded arrays.…”
Section: Dihydroepiquinidine (Chekhlov Kaluski Struchkov Matuszyfisupporting
confidence: 88%
“…The bond lengths and angles in the quinoline moiety are in good agreement with those determined recently in 2-quinolinecarboxamide (Gdaniec, Jaskolski & Kosturkiewicz, 1977), biquinolyl (Lenner & Lindgren, 1976), and 8-quinolyl cyanomethyl sulphone (Harlow & Simonsen, 1976). In all these molecules the bond angle C (14)-N(13)-C(22) is, within experimental error, 117 °, the value being 5 ° less than the corre- Comparison of selected torsion angles in the title compound (A), (cinchoninium) 2+ cation (B), (+)-l O-bromo-10,11-dihydroepiquinidine ( C), and the quinidine salt of (-)-1, l '-dimethyl-3 (10) 28 (8) Thus, in terms of the classification given by Leiserowitz & Weinstein (1975), the structure of cinchonine can be described as the chiral packing arrangement of one-dimensional chiral hydrogen-bonded arrays.…”
Section: Dihydroepiquinidine (Chekhlov Kaluski Struchkov Matuszyfisupporting
confidence: 88%
“…'s, are given in Tables 1 and 2 -0-011 0.000 C (7) -0.001 -0.005 C(8) 0.011 0.007 C(9) -0.009 -0.003 C (10) 0.002 0.000 The corresponding values in molecules A and B agree with each other within three e.s.d.'s. Bond lengths and angles are found to be in reasonable agreement with values reported previously [quinoline ring: Harlow, Simonsen & Sammes (1976), Lenner & Lindgren (1976); carboxamide moiety: Calleri, Chiari, Villa, Manfredotti, Guastini & Viterbo (1975), Takano, Sadada & Kakudo (1966), Ro & Sorum (1972)]. Table 3 lists deviations of the atoms from the leastsquares planes calculated through the quinoline ring, and the pyridine and benzenoid moieties.…”
Section: Fractional Coordinates Of Non-hydrogen Atomssupporting
confidence: 87%
“…A list of relevant torsion angles are given in Table 4 for some alkaloids showing the similarity. The bond lengths and angles in the quinoline ring systems are very close to those determined in 2-quinoline carboxamide (GDANIEC et al, 1977), biquinolyl (LENNER and LINDGREN, 1976) and 8-quinolyl cyanomethyl sulphone (HARLOW and SIMONSEN, 1978) except C(20)N(2)[1.273(9) Å] distance. The CC distance ranges from 1.344(10) to 1.426(8) Å and the CN distances in this ring system are unequal [C(20N(2) 1.273(9) and N(2)C(21) 1.374(8) Å] due to different environment of carbon atoms and these values are close to the unprotonated iodoform-quinoline (BJORVATTEN and HASSEL, 1962).…”
Section: Discussionsupporting
confidence: 53%