Synthesis and Crystal Structure of 3a-Hydroxy-3-phenyl-1,2,3,3a,8a-pentahydrocyclopenta[α]inden-8-on

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The title compound 3a-hydroxy-3-phenyl-1,2,3,3a,8a-pentahydrocyclopenta[α]- inden-8-one 2 (C18H16O2, Mr = 264.31) has been obtained by the treatment of 2-(3-iodopropyl)-2- phenylindan-1,3-dione 1 with tributyltin hydride in refluxing benzene, and its crystal structure was determined by single-crystal X-ray diffraction. The analysis was carried out by direct and Fourier methods and the structure was refined by full-matrix least-squares computations. The title com- pound crystallizes in monoclinic, space group P21/n with a = 9.947(3), b = 10.336(3), c = 13.239(4) ?, β = 95.565(6)o, V = 1354.7(7) ?3, Z = 4, Dc = 1.296 g/cm3, μ(MoKα) = 0.083 mm-1, F(000) = 560, the final R = 0.0749 and wR = 0.1191. X-ray analysis revealed that the bond length of O(2)– C(12) is 1.219(2) ?, slightly longer than that of the normal C=O bond (1.119 ?). The dihedral angle between planes II and III is almost 180°, while plane II is almost vertical to plane I consisting of C(1), C(3), C(4) and C(5) with the deviation of C(2) being 0.6269 ?. In addition, there exist inter- molecular hydrogen bonds between O(2) and H(1)–O(1) in the crystal structure. The title compound 3a-hydroxy-3-phenyl-1,2,3,3a, 8a-pentahydrocyclopenta [alpha] -inden-8-one 2 (C18H16O2, Mr = 264.31) has been obtained by the treatment of 2- -iodopropyl) -2-phenylindan-1,3-dione 1 with tributyltin hydride in refluxing benzene, and its crystal structure was determined by single-crystal X-ray diffraction. The analysis was carried out by direct and Fourier methods and the structure was refined by full-matrix least-squares computations. The title com- pound crystallizes in monoclinic space group P21 / n with a = 9.947 (3), b = 10.336 (3), c = 13.239 (6) o, V = 1354.7 (7)? 3, Z = 4, Dc = 1.296 g / cm3, μ (MoKα) = 0.083 mm -1, F (000) = 560, the final R = 0.0749 and wR = 0.1191. X-ray analysis revealed that the bond length of O (2) - C (12) is 1.219 (2)?, Slightly longer than that of the normal C = O bond (1.119?). The dihedral angle between planes II and III are almost 180 ° while while II is almost vertical to plane I cons (2) and C (2) are 0.6269?. In addition, there exist inter- molecular hydrogen bonds between O (2) and H (1) -O (1) in the crystal structure.
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