Abstract
The title compounds 2-amino-3-cyano-4-(2-chlorophenyl)-1,4-dihydro-2H-pyrano[3, 2-h]quinoline 1 (C19H12ClN3O, M r = 333.77) and 2-amino-3-cyano-4-(2-chlorophenyl)-8-(2-chlorobenzylidene)-1,4,5,6,7,8-hexahydrobenzo[b]pyran 2 were synthesized and crystallized. The crystals of compound 1 are triclinic, space group P-1, a = 7.488(2), b = 9.127(3), c = 12.252(3) Å, α = 73.58(2), β = 78.38(2)°, γ = 75.39(2), Z = 2, V = 769.5(4) Å3; The compound 2 crystallizes in space group P21/n, with cell parameters a = 13.582(2), b = 8.974(1), c = 16.960(2) Å, β = 103.34(1)° and D calc = 1.352 g/cm−3 for Z = 4. X-ray analysis reveals that atoms C(1)—C(5) and O form a pyran ring in compound 1, which adopts half-chair conformation. In compound 2 the atoms C(12)—C(16) and O form a pyran ring which adopts boat conformation, another six-membered ring (C(8)—C(13)) adopts a half-chair conformation. In addition, there are intermolecular hydrogen bonds in the crystal structures 1 and 2.
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Wang, X., Shi, D., Tu, S. et al. Synthesis and crystal structures of 2-amino-3-cyano-4-(2-chlorophenyl)-1,4-dihydro-2H-pyrano[3, 2-h]quinoline and 2-amino-3-cyano-4-(2-chlorophenyl)-8-(2-chlorobenzylidene)-1,4,5,6,7,8-hexahydrobenzo[b]pyran. Journal of Chemical Crystallography 34, 159–165 (2004). https://doi.org/10.1023/B:JOCC.0000014704.20546.b8
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DOI: https://doi.org/10.1023/B:JOCC.0000014704.20546.b8