#------------------------------------------------------------------------------ #$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2006419.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_2006419 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1997 _journal_volume 53 _journal_page_first 1102 _journal_page_last 1103 _publ_section_title ; 11-(2-Chloro-2-propenyl)-5,11-dihydroxy-2-methylanthra[1,2-b]furan-6(11H)-one ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _[local]_cod_cif_authors_sg_H-M 'P 21/c' loop_ _publ_author_name 'Cambie, Richard C.' 'Milbank, Jared B. J.' 'Rickard, Clifton E. F.' 'Rutledge, P. Stewart' _chemical_formula_moiety 'C20 H15 Cl O4' _chemical_formula_sum 'C20 H15 Cl O4' _chemical_formula_iupac 'C20 H15 Cl O4' _chemical_formula_weight 354.77 _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y+1/2, z+1/2' '-x, -y, -z' '-x, y-1/2, -z-1/2' _cell_length_a 11.120(2) _cell_length_b 18.280(2) _cell_length_c 7.917(2) _cell_angle_alpha 90 _cell_angle_beta 98.23(2) _cell_angle_gamma 90 _cell_volume 1592.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.479 _diffrn_ambient_temperature 293(2) _refine_ls_R_factor_obs .0678 _refine_ls_wR_factor_obs .1820 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 Cl1 .4995(2) .37158(9) .0911(2) .0767(6) Uani d . 1 . Cl O1 1.1135(3) .4511(2) .2256(5) .0459(9) Uani d . 1 . O H1 1.098(2) .4084(5) .245(7) .055 Uiso calc R 1 . H O2 .9940(3) .3496(2) .3302(6) .0587(11) Uani d . 1 . O O3 .7440(3) .6345(2) .3051(4) .0404(8) Uani d . 1 . O O4 .6697(3) .5283(2) .5326(4) .0358(8) Uani d . 1 . O H4 .7257(19) .529(2) .612(3) .043 Uiso calc R 1 . H C1 1.0173(4) .4938(3) .2457(6) .0374(11) Uani d . 1 . C C2 1.0243(4) .5641(3) .2033(7) .0444(12) Uani d . 1 . C H2 1.0918(4) .5823(3) .1602(7) .053 Uiso calc R 1 . H C3 .9280(4) .6092(3) .2255(6) .0386(11) Uani d . 1 . C C4 .8285(4) .5814(2) .2935(6) .0348(11) Uani d . 1 . C C5 .8168(4) .5110(2) .3377(6) .0312(10) Uani d . 1 . C C6 .7016(4) .4830(2) .3994(6) .0311(10) Uani d . 1 . C C7 .7120(4) .4071(2) .4633(6) .0322(10) Uani d . 1 . C C8 .6193(5) .3784(3) .5411(6) .0422(12) Uani d . 1 . C H8 .5519(5) .4071(3) .5526(6) .051 Uiso calc R 1 . H C9 .6253(5) .3090(3) .6009(7) .0500(13) Uani d . 1 . C H9 .5626(5) .2902(3) .6540(7) .060 Uiso calc R 1 . H C10 .7244(5) .2668(3) .5826(7) .0529(14) Uani d . 1 . C H10 .7287(5) .2190(3) .6235(7) .063 Uiso calc R 1 . H C11 .8162(5) .2938(3) .5055(7) .0467(13) Uani d . 1 . C H11 .8830(5) .2646(3) .4945(7) .056 Uiso calc R 1 . H C12 .8114(4) .3638(2) .4439(6) .0375(11) Uani d . 1 . C C13 .9126(4) .3907(3) .3599(6) .0376(11) Uani d . 1 . C C14 .9147(4) .4658(2) .3144(5) .0324(10) Uani d . 1 . C C15 .9008(5) .6829(3) .1946(7) .0507(14) Uani d . 1 . C H15 .9490(5) .7170(3) .1487(7) .061 Uiso calc R 1 . H C16 .7927(5) .6952(3) .2433(7) .0462(13) Uani d . 1 . C C17 .7162(6) .7599(3) .2403(9) .063(2) Uani d . 1 . C H17A .711(3) .7750(12) .3552(9) .075 Uiso calc R 1 . H H17B .6365(11) .7488(6) .182(4) .075 Uiso calc R 1 . H H17C .7511(18) .7987(7) .182(4) .075 Uiso calc R 1 . H C18 .5937(4) .4907(2) .2561(6) .0312(10) Uani d . 1 . C H18A .5194(4) .4807(2) .3030(6) .037 Uiso calc R 1 . H H18B .5898(4) .5411(2) .2168(6) .037 Uiso calc R 1 . H C19 .5979(4) .4423(3) .1076(6) .0416(12) Uani d . 1 . C C20 .6766(4) .4491(3) -.0172(5) .0313(10) Uani d . 1 . C H20A .7328(4) .4870(3) -.0101(5) .038 Uiso calc R 1 . H H20B .6721(4) .4156(3) -.1063(5) .038 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 Cl1 .0855(12) .0528(9) .0873(12) -.0169(8) -.0023(9) -.0074(8) O1 .028(2) .052(2) .058(2) .008(2) .010(2) -.006(2) O2 .046(2) .038(2) .097(3) .011(2) .024(2) -.008(2) O3 .039(2) .027(2) .057(2) .0004(14) .011(2) -.0004(15) O4 .031(2) .035(2) .042(2) .0012(14) .0082(14) -.0086(14) C1 .028(2) .047(3) .037(3) .001(2) .004(2) -.007(2) C2 .032(3) .054(3) .050(3) -.010(2) .013(2) -.001(2) C3 .033(2) .039(3) .043(3) -.008(2) .005(2) -.003(2) C4 .031(2) .031(2) .043(3) -.003(2) .006(2) -.003(2) C5 .024(2) .036(2) .032(2) -.002(2) .003(2) -.004(2) C6 .028(2) .029(2) .037(2) .005(2) .007(2) -.001(2) C7 .029(2) .037(2) .030(2) -.002(2) .003(2) -.004(2) C8 .048(3) .036(3) .045(3) .000(2) .014(2) -.002(2) C9 .057(3) .041(3) .054(3) -.005(3) .015(3) .003(2) C10 .070(4) .031(3) .057(4) -.001(3) .006(3) .009(2) C11 .046(3) .035(3) .057(3) .008(2) .001(3) -.002(2) C12 .040(3) .034(2) .036(3) .007(2) -.002(2) -.004(2) C13 .032(2) .039(3) .040(3) .004(2) .002(2) -.006(2) C14 .027(2) .039(3) .031(2) -.001(2) .003(2) -.005(2) C15 .051(3) .038(3) .065(4) -.013(2) .016(3) .004(3) C16 .048(3) .034(3) .055(3) -.006(2) .005(3) .004(2) C17 .069(4) .032(3) .088(5) .002(3) .015(3) .004(3) C18 .026(2) .030(2) .038(2) .005(2) .004(2) .003(2) C19 .037(3) .038(3) .045(3) .008(2) -.010(2) -.004(2) C20 .023(2) .057(3) .014(2) .002(2) .000(2) -.013(2) 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 Cl1 C19 . 1.688(5) y O1 C1 . 1.352(5) y O2 C13 . 1.225(5) y O3 C16 . 1.355(6) y O3 C4 . 1.363(5) y O4 C6 . 1.425(5) y C1 C2 . 1.333(7) no C1 C14 . 1.427(6) no C2 C3 . 1.382(7) no C3 C4 . 1.393(6) no C3 C15 . 1.395(7) y C4 C5 . 1.345(6) no C5 C14 . 1.400(6) no C5 C6 . 1.523(6) no C6 C7 . 1.475(6) no C6 C18 . 1.536(6) no C7 C8 . 1.378(6) no C7 C12 . 1.386(6) no C8 C9 . 1.352(7) no C9 C10 . 1.371(8) no C10 C11 . 1.355(8) no C11 C12 . 1.367(7) no C12 C13 . 1.472(7) no C13 C14 . 1.419(7) no C15 C16 . 1.333(7) y C16 C17 . 1.456(7) no C18 C19 . 1.477(6) y C19 C20 . 1.416(7) y _cod_database_code 2006419