Crystallographic and NMR analysis of 9-phenylthiophenanthrene and 9-tert-butylthiophenanthrene
作者:Kaija Sipilä、Jarno Kansikas、Markku Mesilaakso
DOI:10.1039/a904964i
日期:——
The crystal structures of 9-phenylthiophenanthrene (C20H14S) and 9-tert-butylthiophenanthrene (C18H18S) were determined at 193 K. The former crystallizes in orthorhombic space group P212121 (No. 19) with cell dimensions a = 5.602(2), b = 9.247(3), and c = 27.508(12) Å and the latter in orthorhombic space group Pbcn (No. 60) with cell parameters a = 21.335(4), b = 7.540(2), and c = 18.197(4) Å. In both compounds the substituents at sulfur are nearly perpendicular to the phenanthrene plane. NMR spectra of the compounds were recorded in CDCl3. The 1H NMR spectral parameters were analyzed in detail by using an iterative spectral analysis program. The 13C1H} resonances were fully assigned with the aid of two-dimensional heteronuclear chemical shift correlation spectra. On the basis of the NOE difference spectra the orientation of the side chain was concluded to be similar to that in the solid state.
在 193 K 下确定了 9-苯基噻吩 (C20H14S) 和 9-叔丁基噻吩 (C18H18S) 的晶体结构。前者在斜方空间群 P212121(No. 19)中结晶,晶胞尺寸 a = 5.602(2),b = 9.247(3),并且 c = 27.508(12) Å 和后者在正交空间群 Pbcn (No. 60) 中,晶胞参数 a = 21.335(4)、b = 7.540(2) 和 c = 18.197(4) Å。在这两种化合物中,硫上的取代基几乎垂直于菲平面。化合物的NMR谱在CDCl3中记录。使用迭代光谱分析程序详细分析 1H NMR 光谱参数。 13C1H} 共振在二维异核化学位移相关谱的帮助下被完全指定。根据 NOE 差异谱,得出侧链的取向与固态中的取向相似的结论。