#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006578.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_2006578 _journal_name_full 'Acta Crystallographica' _journal_year 1997 _journal_volume C53 _journal_page_first 1482 _journal_page_last 1483 _publ_section_title ; Intermediates in the Synthesis of Daphniphyllum Alkaloids. I. A Tetracyclic Oxygen Analogue ; loop_ _publ_author_name 'Zukerman-Schpector, J.' 'Castellano, E.E.' 'Ceschi, Marco Antonio' 'Brocksom, Timothy John' 'Wikaira, Jan L.' _chemical_formula_moiety 'C20 H25 Br1 O4' _chemical_formula_sum 'C20 H25 Br1 O4' _chemical_formula_weight 409.319 _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.9210(9) _cell_length_b 10.6680(10) _cell_length_c 10.7280(10) _cell_angle_alpha 90 _cell_angle_beta 94.400(10) _cell_angle_gamma 90 _cell_volume 903.86(16) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.5040 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol Br .21492(9) -.00004(8) .76167(5) .0606(3) Uani d . 1 . Br O1 .0353(6) -.1236(4) 1.0275(4) .0431(11) Uani d . 1 . O O2 .4424(5) -.0346(4) 1.1974(4) .0421(11) Uani d . 1 . O O3 .2500(7) .0770(5) 1.4382(4) .0596(14) Uani d . 1 . O O4 .1255(5) .2422(4) 1.3458(4) .0417(10) Uani d . 1 . O C1 .2663(7) .1210(6) .9943(5) .0280(12) Uani d . 1 . C C2 .1609(8) .0483(5) .9249(5) .0336(14) Uani d . 1 . C C3 -.0022(7) -.0052(7) .9637(4) .0360(13) Uani d . 1 . C H3 -.0795(7) -.0200(7) .8894(4) .043 Uiso calc R 1 . H C4 -.0892(7) .0745(6) 1.0557(5) .0342(13) Uani d . 1 . C H4A -.2110(7) .0634(6) 1.0459(5) .041 Uiso calc R 1 . H H4B -.0628(7) .1626(6) 1.0458(5) .041 Uiso calc R 1 . H C5 -.0150(6) .0244(6) 1.1835(5) .0288(12) Uani d . 1 . C C6 -.0223(7) -.1160(6) 1.1512(5) .0335(13) Uani d . 1 . C H6 -.1403(7) -.1442(6) 1.1486(5) .040 Uiso calc R 1 . H C7 .0837(7) -.1998(6) 1.2363(5) .0339(13) Uani d . 1 . C H7 .0410(7) -.2762(6) 1.2611(5) .041 Uiso calc R 1 . H C8 .2388(7) -.1651(6) 1.2764(5) .0299(12) Uani d . 1 . C C9 .2989(7) -.0446(5) 1.2280(5) .0303(13) Uani d . 1 . C C10 .1753(7) .0682(5) 1.2161(5) .0263(11) Uani d . 1 . C C11 .2356(7) .1688(5) 1.1245(5) .0274(11) Uani d . 1 . C H11 .1456(7) .2318(5) 1.1140(5) .033 Uiso calc R 1 . H C12 .4022(7) .2400(6) 1.1671(5) .0361(14) Uani d . 1 . C H12A .3788(7) .3118(6) 1.2186(5) .043 Uiso calc R 1 . H H12B .4815(7) .1852(6) 1.2139(5) .043 Uiso calc R 1 . H C13 .4718(8) .2816(7) 1.0451(6) .046(2) Uani d . 1 . C H13A .4187(8) .3589(7) 1.0150(6) .055 Uiso calc R 1 . H H13B .5933(8) .2942(7) 1.0561(6) .055 Uiso calc R 1 . H C14 .4287(8) .1753(7) .9554(6) .043(2) Uani d . 1 . C H14A .4143(8) .2060(7) .8701(6) .052 Uiso calc R 1 . H H14B .5177(8) .1126(7) .9608(6) .052 Uiso calc R 1 . H C15 -.1368(8) .0519(7) 1.2864(6) .046(2) Uani d . 1 . C H15A -.154(5) .1407(7) 1.292(3) .069 Uiso calc R 1 . H H15B -.088(3) .021(4) 1.3652(11) .069 Uiso calc R 1 . H H15C -.243(2) .011(4) 1.266(3) .069 Uiso calc R 1 . H C16 .1890(7) .1270(6) 1.3463(5) .0320(13) Uani d . 1 . C C17 .1283(10) .3057(8) 1.4651(7) .062(2) Uani d . 1 . C H17A .094(7) .3912(16) 1.4522(8) .093 Uiso calc R 1 . H H17B .2409(19) .303(5) 1.505(3) .093 Uiso calc R 1 . H H17C .052(6) .265(3) 1.517(2) .093 Uiso calc R 1 . H C18 .3645(8) -.2456(6) 1.3559(5) .0372(14) Uani d . 1 . C H18 .4752(8) -.2356(6) 1.3220(5) .045 Uiso calc R 1 . H C19 .3226(11) -.3836(8) 1.3516(8) .070(2) Uani d . 1 . C H19A .413(3) -.4299(9) 1.395(5) .104 Uiso calc R 1 . H H19B .309(7) -.4110(14) 1.2662(9) .104 Uiso calc R 1 . H H19C .219(4) -.3978(10) 1.391(5) .104 Uiso calc R 1 . H C20 .3830(10) -.2009(8) 1.4914(6) .060(2) Uani d . 1 . C H20A .428(7) -.117(2) 1.4947(8) .090 Uiso calc R 1 . H H20B .458(6) -.256(3) 1.5397(13) .090 Uiso calc R 1 . H H20C .2741(15) -.201(5) 1.5250(18) .090 Uiso calc R 1 . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Br .0724(5) .0734(5) .0353(3) .0179(5) -.0014(3) -.0159(4) O1 .065(3) .028(2) .034(2) .000(2) -.008(2) -.004(2) O2 .028(2) .037(3) .063(3) .002(2) .009(2) .005(2) O3 .091(4) .060(3) .027(2) .021(3) -.008(2) -.005(2) O4 .053(3) .032(2) .041(2) .000(2) .009(2) -.011(2) C1 .031(3) .026(3) .027(2) .002(2) .001(2) .004(2) C2 .046(3) .033(3) .022(2) .008(3) .002(2) -.003(2) C3 .040(3) .031(3) .033(2) -.002(3) -.018(2) .005(3) C4 .026(3) .033(3) .041(3) -.004(3) -.010(2) .007(3) C5 .024(2) .028(4) .035(2) -.002(2) -.001(2) .001(2) C6 .028(3) .035(3) .036(3) -.008(3) -.005(2) .003(3) C7 .039(3) .025(3) .037(3) -.005(3) .000(3) .003(2) C8 .036(3) .027(3) .027(3) .005(3) .003(2) .000(2) C9 .032(3) .033(3) .025(2) .000(2) -.005(2) -.005(2) C10 .025(3) .025(3) .028(2) -.003(2) -.002(2) .004(2) C11 .027(3) .026(3) .029(2) -.004(2) .000(2) -.004(2) C12 .040(3) .030(3) .038(3) -.012(3) .002(3) -.001(3) C13 .036(4) .044(4) .058(4) -.009(3) .009(3) .013(3) C14 .033(4) .057(4) .040(3) .001(3) .008(3) .007(3) C15 .030(3) .052(4) .058(4) -.005(3) .011(3) .004(3) C16 .030(3) .034(3) .033(3) -.001(3) .003(2) -.006(3) C17 .080(6) .056(5) .051(4) .001(4) .019(4) -.029(4) C18 .037(3) .037(4) .037(3) .006(3) .001(2) .011(3) C19 .080(6) .049(5) .076(5) .006(4) -.015(4) .022(4) C20 .064(5) .072(6) .040(3) .017(4) -.013(3) .011(4) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Br C2 1.906(5) yes O1 C6 1.439(7) yes O1 C3 1.457(8) yes O2 C9 1.212(7) yes O3 C16 1.190(7) no O4 C16 1.327(8) no O4 C17 1.446(8) no C1 C2 1.325(8) yes C1 C14 1.499(8) yes C1 C11 1.523(7) yes C2 C3 1.500(8) yes C3 C4 1.508(9) no C4 C5 1.545(7) no C5 C6 1.538(9) no C5 C15 1.549(8) no C5 C10 1.591(7) no C6 C7 1.489(8) no C7 C8 1.323(8) yes C8 C9 1.479(8) yes C8 C18 1.524(8) yes C9 C10 1.551(8) no C10 C16 1.528(8) no C10 C11 1.555(8) no C11 C12 1.561(7) no C12 C13 1.525(9) no C13 C14 1.509(10) no C18 C19 1.510(10) no C18 C20 1.526(9) no