#------------------------------------------------------------------------------ #$Date: 2016-02-19 14:29:56 +0000 (Fri, 19 Feb 2016) $ #$Revision: 176759 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/64/2006436.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2006436 loop_ _publ_author_name 'C. Mark Smales' 'Leonard F. Blackwell' 'Joyce M. Waters' 'Anthony K. Burrell' _publ_contact_author ; Anthony K. Burrell Department of Chemistry Massey University Private Bag 11222 Palmerston North New Zealand ; _publ_section_title ; An Estrone--Glucuronide Conjugate ; _journal_issue 8 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1082 _journal_page_last 1084 _journal_paper_doi 10.1107/S0108270197004629 _journal_volume 53 _journal_year 1997 _chemical_formula_moiety 'C24 H30 O8.H2 O' _chemical_formula_sum 'C24 H32 O9' _chemical_formula_weight 464.50 _chemical_name_common estrone-3-glucuronide _chemical_name_systematic ; 17-oxoestra-1,3,5(10)-triene-3-yl-b-D-glucopyranosiduronic acid hydrate ; _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 7.0337(2) _cell_length_b 8.3981(2) _cell_length_c 37.9873(11) _cell_measurement_reflns_used 6916 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 25 _cell_measurement_theta_min 1 _cell_volume 2243.90(11) _computing_cell_refinement XSCANS _computing_data_collection 'XSCANS (Siemens, 1994)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_molecular_graphics 'XPMA (Zsolnai, 1994a) and ZORTEP (Zsolnai, 1994b)' _computing_publication_material SHELXL-93 _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1985)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Siemens SMART' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0458 _diffrn_reflns_av_sigmaI/netI 0.0479 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 47 _diffrn_reflns_limit_l_min -44 _diffrn_reflns_number 10397 _diffrn_reflns_theta_max 23.00 _diffrn_reflns_theta_min 1.07 _diffrn_standards_decay_% <2 _exptl_absorpt_coefficient_mu 0.105 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.375 _exptl_crystal_density_meas ? _exptl_crystal_description plate _exptl_crystal_F_000 980 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.035 _refine_diff_density_max 0.272 _refine_diff_density_min -0.259 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.6(16) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.132 _refine_ls_goodness_of_fit_obs 1.156 _refine_ls_hydrogen_treatment refxyz _refine_ls_matrix_type full _refine_ls_number_parameters 337 _refine_ls_number_reflns 3110 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.259 _refine_ls_restrained_S_obs 1.156 _refine_ls_R_factor_all 0.0636 _refine_ls_R_factor_obs .0513 _refine_ls_shift/esd_max -0.066 _refine_ls_shift/esd_mean 0.011 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0479P)^2^+1.3262P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.1330 _refine_ls_wR_factor_obs .1135 _reflns_number_observed 2730 _reflns_number_total 3111 _reflns_observed_criterion >2sigma(I) _cod_data_source_file ta1138.cif _cod_data_source_block ss2p _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0479P)^2^+1.3262P] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0479P)^2^+1.3262P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_database_code 2006436 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' 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 .054(2) .070(3) .133(3) -.029(2) -.028(2) .037(2) O2 .0338(15) .0365(15) .0235(13) -.0063(14) -.0109(11) .0019(11) O3 .0353(15) .0263(14) .0302(14) .0019(12) -.0085(12) -.0057(11) O4 .074(2) .031(2) .071(2) .009(2) -.041(2) -.0020(15) O5 .038(2) .0260(15) .050(2) -.0074(13) -.0045(14) -.0067(12) O6 .0331(15) .035(2) .050(2) .0092(13) -.0196(13) -.0040(13) O7 .037(2) .0246(14) .040(2) -.0070(13) -.0066(13) -.0027(12) O8 .062(2) .035(2) .047(2) .008(2) -.032(2) -.0075(13) O9 .037(2) .061(2) .064(2) .005(2) .006(2) -.001(2) C1 .036(2) .032(2) .030(2) -.005(2) -.003(2) .006(2) C2 .037(2) .035(2) .025(2) -.001(2) -.008(2) .003(2) C3 .025(2) .031(2) .024(2) -.004(2) -.002(2) -.003(2) C4 .031(2) .036(2) .025(2) -.003(2) -.002(2) .003(2) C5 .031(2) .040(2) .023(2) -.002(2) -.003(2) .001(2) C6 .040(2) .045(3) .038(2) -.012(2) -.016(2) .011(2) C7 .036(2) .040(2) .037(2) -.003(2) -.009(2) .007(2) C8 .030(2) .035(2) .021(2) -.001(2) .001(2) .001(2) C9 .033(2) .036(2) .022(2) -.004(2) -.004(2) -.001(2) C10 .030(2) .032(2) .023(2) -.003(2) .000(2) .002(2) C11 .044(3) .043(2) .030(2) -.014(2) -.010(2) .006(2) C12 .043(3) .039(3) .040(3) -.010(2) -.008(2) .001(2) C13 .032(2) .035(2) .033(2) -.004(2) -.004(2) -.003(2) C14 .022(2) .038(2) .024(2) -.002(2) .004(2) -.003(2) C15 .035(3) .052(3) .041(2) -.004(2) -.015(2) .009(2) C16 .040(3) .052(3) .057(3) -.002(2) -.018(2) .000(2) C17 .035(2) .049(3) .055(3) -.009(2) -.010(2) -.005(2) C18 .057(3) .047(3) .052(3) .011(3) -.011(2) -.008(2) C19 .028(2) .032(2) .024(2) .000(2) -.001(2) .000(2) C20 .022(2) .028(2) .029(2) .003(2) -.003(2) -.001(2) C21 .028(2) .025(2) .028(2) -.004(2) -.003(2) -.002(2) C22 .033(2) .028(2) .026(2) .000(2) -.005(2) -.004(2) C23 .028(2) .031(2) .022(2) .001(2) -.006(2) -.001(2) C24 .038(2) .032(2) .026(2) .003(2) -.004(2) -.003(2) 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 O1 2.0124(5) 1.1109(5) .18265(12) .0855(13) Uani d . 1 . O O2 .7639(3) .4363(3) .10569(6) .0313(6) Uani d . 1 . O O3 .5665(4) .5779(3) .07031(6) .0306(6) Uani d . 1 . O O4 .2182(5) .7641(3) .02054(8) .0590(10) Uani d . 1 . O O5 .4759(4) .8648(3) .04604(7) .0381(7) Uani d . 1 . O O6 .7037(4) .1581(3) .06395(7) .0394(7) Uani d . 1 . O H6A .8072(4) .1805(3) .07436(7) .047 Uiso d R 1 . H O7 .3174(4) .1537(3) .03656(6) .0337(7) Uani d . 1 . O H7A .2034(4) .1788(3) .05932(6) .040 Uiso d R 1 . H O8 .2151(4) .4503(3) .00477(7) .0483(8) Uani d . 1 . O H8A .1871(4) .5465(3) .00008(7) .058 Uiso d R 1 . H O9 1.0710(4) .1505(4) .09133(8) .0540(8) Uani d . 1 . O C1 1.1352(5) .7461(5) .10940(10) .0327(10) Uani d . 1 . C H1A 1.1698(17) .839(5) .0987(5) .039 Uiso d R 1 . H C2 .9718(6) .6691(5) .09794(10) .0321(10) Uani d . 1 . C H2A .899(4) .711(2) .0804(9) .038 Uiso d R 1 . H C3 .9214(5) .5278(4) .11394(9) .0267(9) Uani d . 1 . C C4 1.0291(5) .4701(5) .14208(9) .0306(9) Uani d . 1 . C H4A .9871(17) .371(4) .1547(5) .037 Uiso d R 1 . H C5 1.1922(5) .5470(5) .15275(9) .0314(9) Uani d . 1 . C C6 1.3039(6) .4757(6) .18346(11) .0412(10) Uani d . 1 . C H6B 1.289(6) .358(6) .1811(10) .049 Uiso d . 1 . H H6C 1.241(6) .509(5) .2056(11) .049 Uiso d . 1 . H C7 1.5065(6) .5360(5) .18530(11) .0377(10) Uani d . 1 . C H7B 1.582(6) .487(5) .1659(11) .045 Uiso d . 1 . H H7C 1.562(6) .501(5) .2094(11) .045 Uiso d . 1 . H C8 1.5105(5) .7169(4) .18243(9) .0283(8) Uani d . 1 . C H8B 1.4250 .7619 .2001 .034 Uiso d . 1 . H C9 1.4396(5) .7675(5) .14549(9) .0304(9) Uani d . 1 . C H9A 1.5325 .7244 .1289 .036 Uiso d . 1 . H C10 1.2497(5) .6883(4) .13631(9) .0285(9) Uani d . 1 . C C11 1.4438(6) .9490(5) .14058(12) .0389(10) Uani d . 1 . C H11A 1.339(6) .999(5) .1562(11) .047 Uiso d . 1 . H H11B 1.405(6) .978(5) .1163(12) .047 Uiso d . 1 . H C12 1.6421(6) 1.0188(6) .14840(12) .0408(11) Uani d . 1 . C H12A 1.729(6) .974(5) .1297(11) .049 Uiso d . 1 . H H12B 1.637(6) 1.128(6) .1471(11) .049 Uiso d . 1 . H C13 1.7081(5) .9712(5) .18461(10) .0333(9) Uani d . 1 . C C14 1.7074(5) .7865(4) .18750(9) .0280(8) Uani d . 1 . C H14A 1.7851 .7474 .1679 .034 Uiso d . 1 . H C15 1.8235(6) .7514(6) .22101(12) .0427(11) Uani d . 1 . C H15A 1.874(6) .645(6) .2234(11) .051 Uiso d . 1 . H H15B 1.739(7) .772(5) .2411(12) .051 Uiso d . 1 . H C16 1.9850(7) .8726(6) .21832(14) .0496(12) Uani d . 1 . C H16A 2.005(7) .925(6) .2394(12) .060 Uiso d . 1 . H H16B 2.094(7) .816(6) .2075(12) .060 Uiso d . 1 . H C17 1.9158(6) 1.0021(5) .19390(12) .0464(11) Uani d . 1 . C C18 1.5919(7) 1.0548(6) .21328(12) .0519(12) Uani d . 1 . C H18A 1.6405(7) 1.0252(6) .23597(12) .062 Uiso d R 1 . H H18B 1.4614(7) 1.0224(6) .21142(12) .062 Uiso d R 1 . H H18C 1.6005(7) 1.1682(6) .21050(12) .062 Uiso d R 1 . H C19 .6871(5) .4435(4) .07143(9) .0279(8) Uani d . 1 . C H19A .7868 .4517 .0538 .033 Uiso d . 1 . H C20 .5747(5) .2890(4) .06719(9) .0262(8) Uani d . 1 . C H20A .5009 .2736 .0886 .031 Uiso d . 1 . H C21 .4372(5) .2920(4) .03636(9) .0269(9) Uani d . 1 . C H21A .5117 .2885 .0146 .032 Uiso d . 1 . H C22 .3254(5) .4468(5) .03600(9) .0290(9) Uani d . 1 . C H22A .2405 .4490 .0566 .035 Uiso d . 1 . H C23 .4641(5) .5841(4) .03781(9) .0269(9) Uani d . 1 . C H23A .5564 .5717 .0186 .032 Uiso d . 1 . H C24 .3730(6) .7448(5) .03429(10) .0323(10) Uani d . 1 . C loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C3 O2 C19 119.5(3) yes C19 O3 C23 110.9(3) yes C2 C1 C10 123.2(4) yes C3 C2 C1 118.4(4) yes C2 C3 O2 125.7(3) yes C2 C3 C4 119.7(3) yes O2 C3 C4 114.5(3) yes C5 C4 C3 120.9(4) yes C4 C5 C10 120.5(3) yes C4 C5 C6 118.0(3) yes C10 C5 C6 121.6(3) yes C7 C6 C5 112.8(3) yes C6 C7 C8 110.3(4) yes C14 C8 C7 113.1(3) yes C14 C8 C9 107.7(3) yes C7 C8 C9 109.5(3) yes C10 C9 C11 114.8(3) yes C10 C9 C8 111.5(3) yes C11 C9 C8 112.1(3) yes C5 C10 C1 117.2(3) yes C5 C10 C9 121.2(3) yes C1 C10 C9 121.4(3) yes C9 C11 C12 111.8(4) yes C13 C12 C11 110.7(4) yes C12 C13 C17 117.5(4) yes C12 C13 C18 111.3(4) yes C17 C13 C18 105.6(3) yes C12 C13 C14 109.2(3) yes C17 C13 C14 99.0(3) yes C18 C13 C14 113.9(3) yes C8 C14 C15 121.1(3) yes C8 C14 C13 112.2(3) yes C15 C14 C13 104.3(3) yes C16 C15 C14 102.2(3) yes C17 C16 C15 106.3(4) yes O1 C17 C16 125.3(4) yes O1 C17 C13 125.6(4) yes C16 C17 C13 109.2(4) yes O3 C19 O2 107.0(3) yes O3 C19 C20 111.4(3) yes O2 C19 C20 105.0(3) yes O6 C20 C19 109.5(3) yes O6 C20 C21 110.5(3) yes C19 C20 C21 113.4(3) yes O7 C21 C22 112.9(3) yes O7 C21 C20 110.9(3) yes C22 C21 C20 110.5(3) yes O8 C22 C21 108.0(3) yes O8 C22 C23 112.0(3) yes C21 C22 C23 108.6(3) yes O3 C23 C24 108.9(3) yes O3 C23 C22 109.7(3) yes C24 C23 C22 114.0(3) yes O4 C24 O5 122.3(4) yes O4 C24 C23 122.7(4) yes O5 C24 C23 115.0(3) yes 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 C17 . 1.216(5) yes O2 C3 . 1.384(4) yes O2 C19 . 1.410(4) yes O3 C19 . 1.413(4) yes O3 C23 . 1.430(4) yes O4 C24 . 1.219(5) yes O5 C24 . 1.318(5) yes O6 C20 . 1.431(4) yes O7 C21 . 1.435(4) yes O8 C22 . 1.418(4) yes C1 C2 . 1.388(5) yes C1 C10 . 1.389(5) yes C2 C3 . 1.380(5) yes C3 C4 . 1.397(5) yes C4 C5 . 1.377(5) yes C5 C10 . 1.400(5) yes C5 C6 . 1.529(5) yes C6 C7 . 1.514(6) yes C7 C8 . 1.523(6) yes C8 C14 . 1.516(5) yes C8 C9 . 1.549(5) yes C9 C10 . 1.532(5) yes C9 C11 . 1.535(6) yes C11 C12 . 1.542(6) yes C12 C13 . 1.506(6) yes C13 C17 . 1.526(6) yes C13 C18 . 1.532(6) yes C13 C14 . 1.555(5) yes C14 C15 . 1.541(5) yes C15 C16 . 1.528(7) yes C16 C17 . 1.510(7) yes C19 C20 . 1.528(5) yes C20 C21 . 1.519(5) yes C21 C22 . 1.519(5) yes C22 C23 . 1.512(5) yes C23 C24 . 1.500(5) yes loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag C10 C1 C2 C3 -0.4(6) no C1 C2 C3 O2 -179.9(3) no C1 C2 C3 C4 3.1(5) no C19 O2 C3 C2 26.7(5) no C19 O2 C3 C4 -156.1(3) no C2 C3 C4 C5 -4.1(5) no O2 C3 C4 C5 178.6(3) no C3 C4 C5 C10 2.3(6) no C3 C4 C5 C6 -179.3(4) no C4 C5 C6 C7 161.6(4) no C10 C5 C6 C7 -20.0(6) no C5 C6 C7 C8 48.7(5) no C6 C7 C8 C14 174.6(3) no C6 C7 C8 C9 -65.4(4) no C14 C8 C9 C10 174.0(3) no C7 C8 C9 C10 50.7(4) no C14 C8 C9 C11 -55.6(4) no C7 C8 C9 C11 -178.9(4) no C4 C5 C10 C1 0.4(5) no C6 C5 C10 C1 -178.0(4) no C4 C5 C10 C9 -174.4(3) no C6 C5 C10 C9 7.2(5) no C2 C1 C10 C5 -1.4(5) no C2 C1 C10 C9 173.5(3) no C11 C9 C10 C5 -151.6(4) no C8 C9 C10 C5 -22.6(5) no C11 C9 C10 C1 33.8(5) no C8 C9 C10 C1 162.7(3) no C10 C9 C11 C12 -176.9(3) no C8 C9 C11 C12 54.4(5) no C9 C11 C12 C13 -54.9(5) no C11 C12 C13 C17 168.3(4) no C11 C12 C13 C18 -69.9(5) no C11 C12 C13 C14 56.7(5) no C7 C8 C14 C15 -55.8(5) no C9 C8 C14 C15 -176.9(4) no C7 C8 C14 C13 -179.8(3) no C9 C8 C14 C13 59.2(4) no C12 C13 C14 C8 -61.3(4) no C17 C13 C14 C8 175.4(3) no C18 C13 C14 C8 63.8(4) no C12 C13 C14 C15 165.9(3) no C17 C13 C14 C15 42.5(4) no C18 C13 C14 C15 -69.0(4) no C8 C14 C15 C16 -167.8(4) no C13 C14 C15 C16 -40.2(4) no C14 C15 C16 C17 21.0(5) no C15 C16 C17 O1 -172.2(5) no C15 C16 C17 C13 5.8(6) no C12 C13 C17 O1 31.3(7) no C18 C13 C17 O1 -93.5(6) no C14 C13 C17 O1 148.5(5) no C12 C13 C17 C16 -146.7(4) no C18 C13 C17 C16 88.6(4) no C14 C13 C17 C16 -29.5(4) no C23 O3 C19 O2 -173.0(3) no C23 O3 C19 C20 -58.7(4) no C3 O2 C19 O3 -83.1(4) no C3 O2 C19 C20 158.4(3) yes O3 C19 C20 O6 172.6(3) no O2 C19 C20 O6 -71.9(3) no O3 C19 C20 C21 48.7(4) no O2 C19 C20 C21 164.2(3) no O6 C20 C21 O7 64.7(4) no C19 C20 C21 O7 -172.0(3) no O6 C20 C21 C22 -169.4(3) no C19 C20 C21 C22 -46.0(4) no O7 C21 C22 O8 -61.4(4) no C20 C21 C22 O8 173.8(3) no O7 C21 C22 C23 177.0(3) no C20 C21 C22 C23 52.2(4) no C19 O3 C23 C24 -167.4(3) no C19 O3 C23 C22 67.2(4) no O8 C22 C23 O3 177.9(3) no C21 C22 C23 O3 -63.0(4) no O8 C22 C23 C24 55.5(4) no C21 C22 C23 C24 174.6(3) no O3 C23 C24 O4 -144.7(4) no C22 C23 C24 O4 -21.8(5) no O3 C23 C24 O5 37.7(4) no C22 C23 C24 O5 160.5(3) no