Lynch V M, Stamford A, Magnus P, Davis B E
Department of Chemistry and Biochemistry, University of Texas, Austin, 78712.
Acta Crystallogr C. 1991 Jul 15;47 ( Pt 7):1563-6. doi: 10.1107/s010827019100029x.
Methyl (3aR-[3a alpha,4 beta,5 beta,5a beta,9(3R*,5S*,7R*,9R*), 10bR,13a alpha])-4-(acetyloxy)-3a-ethyl-9-[5-ethyl-1,4,5,6,7,8,9, 10-octahydro-5-hydroxy-9-(methoxycarbonyl)-2H-3,7- methanoazacycloundecino[5,4-b]indol-9-yl]-3a,4,5,5a,6,11,12, 13a-octahydro-5-hydroxy-8-methoxy-6-methyl-1H-indolizino-[8,1-c,d] carbazole- 5-carboxylate methanol solvate, C46H58N4O9. 2CH3OH (1), Mr = 875.07, monoclinic, P2(1), a = 10.2759 (12), b = 22.353 (3), c = 10.4051 (12) A, beta = 106.502 (9) degrees, V = 2291.6 (5) A3, Z = 2, Dx = 1.27 g cm-3, Mo K alpha radiation, lambda = 0.7107 A, mu = 0.8397 cm-1, F(000) = 940, T = 198 K, R = 0.0470 for 2751 reflections, Fo greater than or equal to 4 sigma(Fo). The C ring of the vindoline moiety is in the boat conformation with the hydroxy group and the tertiary N in the bowsprit positions resulting in a fairly short intramolecular hydrogen-bonding interaction. The relevant parameters for O3--H3...N9 are O...N 2.651 (6), H...N 1.94 (5) A and O--H...N 147 (5) degrees. The D and E rings are in the sofa and envelope conformations, respectively. The piperidine ring of the catharanthine portion of the molecule assumes the chair conformation while the conformation of the azacyclononene ring is a boat-chair. An intramolecular hydrogen bond between the indolino NH of the catharanthine moiety and methoxy O (O25) of the vindoline moiety is also observed. The relevant parameters for N16'--H16'...O25 are N...O 2.827 (6), H...N2.14 (6) A and O--H...N 136 (5) degrees.
(3aR-[3aα,4β,5β,5aβ,9(3R*,5S*,7R*,9R*),10bR,13aα])-4-(乙酰氧基)-3a-乙基-9-[5-乙基-1,4,5,6,7,8,9,10-八氢-5-羟基-9-(甲氧基羰基)-2H-3,7-亚甲基氮杂环十一碳烯并[5,4-b]吲哚-9-基]-3a,4,5,5a,6,11,12,13a-八氢-5-羟基-8-甲氧基-6-甲基-1H-吲哚并[8,1-c,d]咔唑-5-羧酸甲酯甲醇溶剂合物，C46H58N4O9·2CH3OH (1)，Mr = 875.07，单斜晶系，P2(1)，a = 10.2759(12)，b = 22.353(3)，c = 10.4051(12) Å，β = 106.502(9)°，V = 2291.6(5) Å3，Z = 2，Dx = 1.27 g cm-3，钼Kα辐射，λ = 0.7107 Å，μ = 0.8397 cm-1，F(000) = 940，T = 198 K，对2751个反射R = 0.0470，Fo≥4σ(Fo)。长春多灵部分的C环呈船式构象，羟基和叔氮处于船首斜桅位置，导致分子内有相当短的氢键相互作用。O3--H3...N9的相关参数为O...N 2.651(6)，H...N 1.94(5) Å和O--H...N 147(5)°。D环和E环分别呈沙发式和信封式构象。分子中长春花碱部分的哌啶环呈椅式构象，而氮杂环壬烯环的构象为船-椅式。还观察到长春花碱部分的吲哚啉NH与长春多灵部分的甲氧基O(O25)之间存在分子内氢键。N16'--H16'...O25的相关参数为N...O 2.827(6)，H...N2.14(6) Å和O--H...N 136(5)°。
