#------------------------------------------------------------------------------ #$Date: 2011-09-17 23:27:16 +0300 (Sat, 17 Sep 2011) $ #$Revision: 26029 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2012522.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_2012522 loop_ _publ_author_name 'Usman, Anwar' 'Razak, Ibrahim Abdul' 'Fun, Hoong-Kun' 'Chantrapromma, Suchada' 'Zhao, Bao-Guo' 'Xu, Jian-Hua' _publ_section_title ; Ethyl (6aRS,8RS,12bRS)-6-oxo-8-phenyl-6a,7,8,12b-tetrahydro-6H-benzo[b]- naphtho[1,2-d]pyran-6a-carboxylate ; _journal_name_full 'Acta Crystallographica, Section C' _journal_page_first o57 _journal_page_last o58 _journal_volume 58 _journal_year 2002 _chemical_formula_iupac 'C26 H22 O4' _chemical_formula_moiety 'C26 H22 O4' _chemical_formula_sum 'C26 H22 O4' _chemical_formula_weight 398.44 _chemical_melting_point 435 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _cell_angle_alpha 94.8480(10) _cell_angle_beta 99.0910(10) _cell_angle_gamma 119.0640(10) _cell_formula_units_Z 2 _cell_length_a 10.5692(2) _cell_length_b 10.6982(2) _cell_length_c 10.76870(10) _cell_measurement_temperature 293(2) _cell_volume 1032.43(3) _diffrn_ambient_temperature 293(2) _exptl_crystal_density_diffrn 1.282 _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value '435K' was changed to '435' - the value should be numeric and without a unit designator. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana ; _cod_database_code 2012522 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol O1 .2491(2) .5661(2) .35589(19) .0495(6) Uani d . 1 . . O O2 .2382(2) .4991(2) .1549(2) .0564(6) Uani d . 1 . . O O3 .1815(2) .7109(2) -.02682(18) .0513(6) Uani d . 1 . . O O4 .40941(19) .8018(2) .09736(17) .0441(5) Uani d . 1 . . O C1 .2103(3) .7073(3) .2001(2) .0302(6) Uani d . 1 . . C C2 .2992(3) .8420(3) .3095(2) .0318(6) Uani d . 1 . . C H2A .4055 .8795 .3159 .038 Uiso calc R 1 . . H C3 .2661(3) .9592(3) .2788(2) .0345(6) Uani d . 1 . . C C4 .3750(3) 1.1048(3) .3189(3) .0462(7) Uani d . 1 . . C H4A .4693 1.1284 .3626 .055 Uiso calc R 1 . . H C5 .3482(4) 1.2150(3) .2964(3) .0600(9) Uani d . 1 . . C H5A .4233 1.3117 .3244 .072 Uiso calc R 1 . . H C6 .2092(4) 1.1812(4) .2320(3) .0637(10) Uani d . 1 . . C H6A .1893 1.2552 .2179 .076 Uiso calc R 1 . . H C7 .0986(4) 1.0369(3) .1880(3) .0501(8) Uani d . 1 . . C H7A .0059 1.0150 .1420 .060 Uiso calc R 1 . . H C8 .1243(3) .9240(3) .2116(2) .0341(6) Uani d . 1 . . C C9 -.0002(3) .7678(3) .1611(2) .0328(6) Uani d . 1 . . C H9A -.0318 .7578 .0685 .039 Uiso calc R 1 . . H C10 .0433(3) .6524(3) .1824(2) .0330(6) Uani d . 1 . . C H10A -.0106 .5725 .1097 .040 Uiso calc R 1 . . H H10B .0120 .6142 .2576 .040 Uiso calc R 1 . . H C11 .2344(3) .5839(3) .2323(3) .0381(6) Uani d . 1 . . C C12 .2392(3) .6569(3) .4504(3) .0431(7) Uani d . 1 . . C C13 .2054(4) .6027(4) .5602(3) .0589(9) Uani d . 1 . . C H13A .1911 .5112 .5689 .071 Uiso calc R 1 . . H C14 .1935(4) .6867(4) .6560(3) .0697(11) Uani d . 1 . . C H14A .1711 .6520 .7307 .084 Uiso calc R 1 . . H C15 .2144(4) .8210(4) .6426(3) .0692(10) Uani d . 1 . . C H15A .2044 .8763 .7076 .083 Uiso calc R 1 . . H C16 .2504(3) .8754(4) .5323(3) .0516(8) Uani d . 1 . . C H16A .2665 .9677 .5249 .062 Uiso calc R 1 . . H C17 .2626(3) .7929(3) .4334(2) .0363(6) Uani d . 1 . . C C18 -.1358(3) .7301(3) .2171(3) .0370(6) Uani d . 1 . . C C19 -.1227(3) .7930(3) .3398(3) .0512(8) Uani d . 1 . . C H19A -.0302 .8654 .3886 .061 Uiso calc R 1 . . H C20 -.2497(4) .7470(4) .3900(4) .0663(10) Uani d . 1 . . C H20A -.2408 .7896 .4723 .080 Uiso calc R 1 . . H C21 -.3848(4) .6414(4) .3204(4) .0657(10) Uani d . 1 . . C H21A -.4682 .6114 .3548 .079 Uiso calc R 1 . . H C22 -.3981(3) .5793(4) .1997(4) .0625(9) Uani d . 1 . . C H22A -.4913 .5070 .1520 .075 Uiso calc R 1 . . H C23 -.2773(3) .6213(3) .1479(3) .0496(8) Uani d . 1 . . C H23A -.2890 .5771 .0654 .060 Uiso calc R 1 . . H C24 .2626(3) .7401(3) .0760(2) .0336(6) Uani d . 1 . . C C25 .4751(3) .8142(3) -.0124(3) .0483(7) Uani d . 1 . . C H25A .4454 .8654 -.0695 .058 Uiso calc R 1 . . H H25C .4429 .7183 -.0592 .058 Uiso calc R 1 . . H C26 .6405(3) .8970(4) .0371(3) .0556(8) Uani d . 1 . . C H26D .6879 .9073 -.0334 .083 Uiso calc R 1 . . H H26A .6685 .8452 .0933 .083 Uiso calc R 1 . . H H26B .6710 .9916 .0831 .083 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 O1 .0673(14) .0514(13) .0489(12) .0381(11) .0267(10) .0254(9) O2 .0760(15) .0453(13) .0673(14) .0396(11) .0343(12) .0144(10) O3 .0493(12) .0657(14) .0307(11) .0221(10) .0130(9) .0081(9) O4 .0377(10) .0609(13) .0366(10) .0221(9) .0235(8) .0147(8) C1 .0323(12) .0304(13) .0304(13) .0148(10) .0159(10) .0093(9) C2 .0296(12) .0340(14) .0288(13) .0118(10) .0128(10) .0081(10) C3 .0420(14) .0295(13) .0296(13) .0130(11) .0186(11) .0081(9) C4 .0511(17) .0319(15) .0438(16) .0091(12) .0211(13) .0078(11) C5 .078(2) .0288(16) .062(2) .0135(15) .0351(19) .0095(13) C6 .102(3) .0413(19) .073(2) .0434(19) .052(2) .0292(16) C7 .0619(19) .0505(19) .0586(19) .0360(16) .0328(16) .0282(14) C8 .0414(14) .0339(14) .0343(14) .0191(11) .0241(11) .0140(10) C9 .0335(13) .0363(14) .0298(13) .0163(11) .0136(10) .0101(10) C10 .0309(12) .0289(13) .0362(14) .0110(10) .0146(11) .0057(10) C11 .0378(14) .0362(15) .0456(16) .0183(11) .0208(12) .0151(11) C12 .0437(16) .0504(17) .0363(15) .0211(13) .0158(12) .0182(12) C13 .065(2) .061(2) .0427(18) .0216(16) .0154(16) .0280(15) C14 .077(2) .079(3) .0317(17) .0193(19) .0206(16) .0229(16) C15 .081(2) .082(3) .0310(17) .030(2) .0232(17) .0048(15) C16 .0597(19) .0542(19) .0311(15) .0208(14) .0147(13) .0050(12) C17 .0336(13) .0416(15) .0283(13) .0133(11) .0108(11) .0102(10) C18 .0370(14) .0416(15) .0426(15) .0238(12) .0175(12) .0171(11) C19 .0479(17) .060(2) .0484(17) .0257(15) .0242(14) .0100(14) C20 .075(2) .080(3) .068(2) .047(2) .044(2) .0241(18) C21 .0479(19) .071(2) .102(3) .0360(18) .048(2) .040(2) C22 .0365(16) .065(2) .087(3) .0231(15) .0232(17) .0210(18) C23 .0370(15) .0479(18) .0607(19) .0180(13) .0147(14) .0108(14) C24 .0368(13) .0314(13) .0347(14) .0158(11) .0178(12) .0080(10) C25 .0563(18) .0527(18) .0443(16) .0263(14) .0348(14) .0150(12) C26 .0479(17) .069(2) .062(2) .0303(16) .0357(16) .0250(16) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C11 . 1.356(3) yes O1 C12 . 1.399(3) yes O2 C11 . 1.199(3) ? O3 C24 . 1.200(3) ? O4 C24 . 1.328(3) ? O4 C25 . 1.447(3) ? C1 C11 . 1.518(4) yes C1 C24 . 1.530(3) ? C1 C10 . 1.537(3) yes C1 C2 . 1.548(3) yes C2 C3 . 1.504(4) yes C2 C17 . 1.513(3) yes C2 H2A . .9800 ? C3 C4 . 1.388(4) ? C3 C8 . 1.404(4) yes C4 C5 . 1.372(4) ? C4 H4A . .9300 ? C5 C6 . 1.375(5) ? C5 H5A . .9300 ? C6 C7 . 1.386(5) ? C6 H6A . .9300 ? C7 C8 . 1.396(4) ? C7 H7A . .9300 ? C8 C9 . 1.518(3) yes C9 C18 . 1.527(3) yes C9 C10 . 1.535(3) yes C9 H9A . .9800 ? C10 H10A . .9700 ? C10 H10B . .9700 ? C12 C13 . 1.382(4) ? C12 C17 . 1.387(4) ? C13 C14 . 1.372(5) ? C13 H13A . .9300 ? C14 C15 . 1.368(5) ? C14 H14A . .9300 ? C15 C16 . 1.393(4) ? C15 H15A . .9300 ? C16 C17 . 1.387(4) ? C16 H16A . .9300 ? C18 C19 . 1.385(4) ? C18 C23 . 1.399(4) ? C19 C20 . 1.403(4) ? C19 H19A . .9300 ? C20 C21 . 1.352(5) ? C20 H20A . .9300 ? C21 C22 . 1.363(5) ? C21 H21A . .9300 ? C22 C23 . 1.362(4) ? C22 H22A . .9300 ? C23 H23A . .9300 ? C25 C26 . 1.498(4) ? C25 H25A . .9700 ? C25 H25C . .9700 ? C26 H26D . .9600 ? C26 H26A . .9600 ? C26 H26B . .9600 ?