#------------------------------------------------------------------------------ #$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2005011.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_2005011 loop_ _publ_author_name 'Luger, P.' 'Weber, M.' 'Dung, N. X.' 'Ky, P. T.' 'The, C. L.' _publ_contact_author ; Prof. Dr. Peter Luger Institut f\"ur Kristallographie Fachbereich Chemie der Freien Universit\"at Takustrasse 6 14195 Berlin Germany ; _publ_section_title ; The New Pentacyclic Saponine Ecdysantherin [3\b-Hydroxy-20-methylpregn-5,14-dien-16-one-(18--20)-lactone] from Ecdysanthera rosea Hook. et Arn. (Apocynaceae) of Vietnam ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1574 _journal_page_last 1576 _journal_volume 52 _journal_year 1996 _chemical_formula_moiety 'C21 H26 O4' _chemical_formula_sum 'C21 H26 O4' _chemical_formula_weight 342.42 _chemical_melting_point 240.5(5) _chemical_name_common ; 3\b-hydroxy-20methyl-pregn-5,14-dien-16-on(18--20) lactone ; _chemical_name_systematic ; ? ; _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 6.0860(10) _cell_length_b 11.9900(10) _cell_length_c 23.831(2) _cell_measurement_reflns_used 90 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 30 _cell_measurement_theta_min 20 _cell_volume 1739.0(4) _computing_cell_refinement 'STOE software' _computing_data_collection 'STOE software' _computing_data_reduction 'in-house program' _computing_molecular_graphics 'SCHAKAL88 (Keller, 1988)' _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 'STOE four-circle, MicroVAX-controlled' _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator none _diffrn_radiation_source xray_tube _diffrn_radiation_type 'Cu K\a, Ni filter' _diffrn_radiation_wavelength 1.5418 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0547 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 1525 _diffrn_reflns_theta_max 59.99 _diffrn_reflns_theta_min 3.71 _diffrn_standards_decay_% 3 _diffrn_standards_interval_time 90 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.718 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.308 _exptl_crystal_density_meas 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 736 _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _refine_diff_density_max 0.215 _refine_diff_density_min -0.194 _refine_ls_abs_structure_details 'Flack (1983)' _refine_ls_abs_structure_Flack '0.1(7) (indeterminate)' _refine_ls_extinction_coef 0.0014(4) _refine_ls_extinction_method 'SHELXL-93 (Sheldrick, 1993)' _refine_ls_goodness_of_fit_all 1.052 _refine_ls_goodness_of_fit_obs 1.103 _refine_ls_hydrogen_treatment 'noref (riding)' _refine_ls_matrix_type full _refine_ls_number_parameters 230 _refine_ls_number_reflns 1520 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.122 _refine_ls_restrained_S_obs 1.103 _refine_ls_R_factor_all 0.0909 _refine_ls_R_factor_obs 0.0436 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w = 1/[\s^2^(Fo^2^)+(0.0523P)^2^+1.1728P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_all 0.1323 _refine_ls_wR_factor_obs 0.1081 _reflns_number_observed 1121 _reflns_number_total 1525 _reflns_observed_criterion >2sigma(F) _[local]_cod_data_source_file jz1101.cif _[local]_cod_data_source_block kd42 _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value '240-241' was changed to '240.5(5)' - the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2005011 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' 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 C1 0.042(4) 0.052(3) 0.048(3) 0.003(3) 0.001(3) -0.001(3) C2 0.041(4) 0.081(4) 0.049(3) 0.003(4) -0.005(3) -0.005(3) C3 0.056(4) 0.072(4) 0.040(3) 0.017(4) -0.003(3) -0.001(3) O3 0.067(3) 0.130(4) 0.044(2) 0.016(3) -0.010(2) 0.004(2) C4 0.054(4) 0.065(4) 0.036(3) -0.002(3) 0.002(3) 0.002(3) C5 0.042(3) 0.045(3) 0.037(3) 0.008(3) 0.007(2) 0.001(2) C6 0.051(4) 0.042(3) 0.042(3) -0.003(3) 0.010(3) 0.007(2) C7 0.050(3) 0.031(2) 0.044(3) -0.006(3) 0.004(3) 0.001(2) C8 0.032(3) 0.038(2) 0.035(2) 0.003(2) 0.003(2) 0.004(2) C9 0.031(3) 0.042(3) 0.041(3) 0.001(2) 0.003(2) 0.003(2) C10 0.036(3) 0.041(3) 0.041(3) 0.001(3) -0.002(2) -0.005(2) C11 0.039(3) 0.047(3) 0.041(3) -0.004(3) 0.004(2) 0.003(2) C12 0.035(3) 0.047(3) 0.045(3) 0.003(3) 0.006(2) 0.005(2) C13 0.035(3) 0.037(2) 0.036(2) 0.001(2) 0.004(2) 0.002(2) C14 0.031(3) 0.030(2) 0.046(3) 0.003(2) 0.003(2) 0.002(2) C15 0.043(3) 0.039(3) 0.047(3) -0.006(3) -0.002(3) 0.002(2) C16 0.049(3) 0.039(3) 0.049(3) 0.001(3) -0.012(3) -0.005(2) O16 0.085(3) 0.062(2) 0.053(2) -0.017(3) -0.016(2) -0.001(2) C17 0.043(3) 0.042(3) 0.036(3) 0.003(3) 0.000(2) -0.001(2) C18 0.044(3) 0.040(3) 0.048(3) 0.005(3) 0.002(3) 0.000(3) O18 0.070(3) 0.046(2) 0.056(2) 0.014(2) 0.001(2) -0.009(2) C19 0.057(4) 0.045(3) 0.051(3) 0.006(3) 0.002(3) -0.007(3) C20 0.067(4) 0.049(3) 0.041(3) 0.006(3) -0.003(3) 0.000(2) C21 0.097(5) 0.062(3) 0.054(3) -0.005(4) 0.002(4) 0.008(3) O20 0.068(3) 0.052(2) 0.050(2) 0.019(2) -0.010(2) -0.002(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_type_symbol C1 -0.3079(9) 0.8719(4) 0.1236(2) 0.0473(14) Uani d . 1 C H11 -0.3840(9) 0.9374(4) 0.1375(2) 0.057 Uiso calc R 1 H H12 -0.3681(9) 0.8075(4) 0.1429(2) 0.057 Uiso calc R 1 H C2 -0.3544(10) 0.8600(5) 0.0605(2) 0.057(2) Uani d . 1 C H21 -0.2885(10) 0.7918(5) 0.0465(2) 0.068 Uiso calc R 1 H H22 -0.5116(10) 0.8560(5) 0.0542(2) 0.068 Uiso calc R 1 H C3 -0.2607(10) 0.9585(5) 0.0297(2) 0.056(2) Uani d . 1 C H3 -0.3241(10) 1.0260(5) 0.0463(2) 0.067 Uiso calc R 1 H O3 -0.3186(7) 0.9574(5) -0.02858(14) 0.0804(14) Uani d . 1 O H3O -0.215(5) 0.934(6) -0.0470(4) 0.121 Uiso calc R 1 H C4 -0.0154(9) 0.9637(5) 0.0382(2) 0.0516(15) Uani d . 1 C H41 0.0426(9) 1.0289(5) 0.0192(2) 0.062 Uiso calc R 1 H H42 0.0520(9) 0.8982(5) 0.0216(2) 0.062 Uiso calc R 1 H C5 0.0438(9) 0.9692(4) 0.1000(2) 0.0410(12) Uani d . 1 C C6 0.1818(9) 1.0463(4) 0.1192(2) 0.0450(13) Uani d . 1 C H6 0.2378(9) 1.0969(4) 0.0933(2) 0.054 Uiso calc R 1 H C7 0.2544(9) 1.0589(3) 0.1784(2) 0.0418(12) Uani d . 1 C H71 0.1847(9) 1.1241(3) 0.1947(2) 0.050 Uiso calc R 1 H H72 0.4121(9) 1.0703(3) 0.1794(2) 0.050 Uiso calc R 1 H C8 0.1955(8) 0.9556(4) 0.2133(2) 0.0349(11) Uani d . 1 C H8 0.2892(8) 0.8940(4) 0.2007(2) 0.042 Uiso calc R 1 H C9 -0.0441(8) 0.9237(4) 0.2010(2) 0.0380(12) Uani d . 1 C H9 -0.1310(8) 0.9923(4) 0.2038(2) 0.046 Uiso calc R 1 H C10 -0.0629(9) 0.8821(4) 0.1384(2) 0.0392(13) Uani d . 1 C C11 -0.1406(10) 0.8409(4) 0.2436(2) 0.0424(13) Uani d . 1 C H111 -0.0722(10) 0.7685(4) 0.2386(2) 0.051 Uiso calc R 1 H H112 -0.2970(10) 0.8326(4) 0.2369(2) 0.051 Uiso calc R 1 H C12 -0.1032(8) 0.8811(4) 0.3045(2) 0.0422(13) Uani d . 1 C H121 -0.1772(8) 0.9519(4) 0.3100(2) 0.051 Uiso calc R 1 H H122 -0.1667(8) 0.8276(4) 0.3304(2) 0.051 Uiso calc R 1 H C13 0.1406(8) 0.8947(4) 0.3174(2) 0.0363(11) Uani d . 1 C C14 0.2405(8) 0.9747(4) 0.2744(2) 0.0358(11) Uani d . 1 C C15 0.3638(9) 1.0537(4) 0.2988(2) 0.0430(12) Uani d . 1 C H15 0.4377(9) 1.1100(4) 0.2797(2) 0.052 Uiso calc R 1 H C16 0.3650(9) 1.0385(4) 0.3595(2) 0.0458(13) Uani d . 1 C O16 0.4794(8) 1.0886(3) 0.39348(14) 0.0667(13) Uani d . 1 O C17 0.2012(9) 0.9470(4) 0.3743(2) 0.0404(12) Uani d . 1 C H17 0.0711(9) 0.9782(4) 0.3928(2) 0.048 Uiso calc R 1 H C18 0.2679(9) 0.7858(4) 0.3180(2) 0.0441(12) Uani d . 1 C O18 0.2905(7) 0.7213(3) 0.27969(14) 0.0572(10) Uani d . 1 O C19 0.0528(10) 0.7691(4) 0.1293(2) 0.0509(14) Uani d . 1 C H191 -0.017(4) 0.7131(7) 0.1520(11) 0.076 Uiso calc R 1 H H192 0.2046(16) 0.7754(8) 0.1399(13) 0.076 Uiso calc R 1 H H193 0.043(5) 0.7484(14) 0.0905(3) 0.076 Uiso calc R 1 H C20 0.3012(11) 0.8527(4) 0.4094(2) 0.052(2) Uani d . 1 C H20 0.4318(11) 0.8799(4) 0.4292(2) 0.063 Uiso calc R 1 H C21 0.1440(12) 0.8010(5) 0.4505(2) 0.071(2) Uani d . 1 C H211 0.109(6) 0.8541(13) 0.4793(10) 0.106 Uiso calc R 1 H H212 0.211(3) 0.736(2) 0.4672(13) 0.106 Uiso calc R 1 H H213 0.012(3) 0.779(3) 0.4313(4) 0.106 Uiso calc R 1 H O20 0.3649(7) 0.7691(3) 0.36790(14) 0.0566(11) Uani d . 1 O loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables (1992) Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables (1992) Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables (1992) 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 C10 C1 C2 114.2(4) C10 C1 H11 108.7(3) C2 C1 H11 108.7(3) C10 C1 H12 108.7(3) C2 C1 H12 108.7(3) H11 C1 H12 107.6 C3 C2 C1 109.6(5) C3 C2 H21 109.7(3) C1 C2 H21 109.7(3) C3 C2 H22 109.7(3) C1 C2 H22 109.7(3) H21 C2 H22 108.2 O3 C3 C2 111.9(5) O3 C3 C4 112.0(4) C2 C3 C4 110.0(5) O3 C3 H3 107.6(3) C2 C3 H3 107.6(3) C4 C3 H3 107.6(4) C3 O3 H3O 109.5(3) C3 C4 C5 111.5(4) C3 C4 H41 109.3(4) C5 C4 H41 109.3(3) C3 C4 H42 109.3(4) C5 C4 H42 109.3(3) H41 C4 H42 108.0 C6 C5 C4 120.9(5) C6 C5 C10 122.4(4) C4 C5 C10 116.7(5) C5 C6 C7 125.8(4) C5 C6 H6 117.1(3) C7 C6 H6 117.1(3) C6 C7 C8 111.3(4) C6 C7 H71 109.4(3) C8 C7 H71 109.4(2) C6 C7 H72 109.4(3) C8 C7 H72 109.4(3) H71 C7 H72 108.0 C14 C8 C7 111.1(4) C14 C8 C9 113.4(4) C7 C8 C9 108.6(4) C14 C8 H8 107.8(3) C7 C8 H8 107.8(3) C9 C8 H8 107.8(2) C8 C9 C11 113.4(4) C8 C9 C10 109.2(4) C11 C9 C10 113.1(4) C8 C9 H9 106.9(3) C11 C9 H9 106.9(3) C10 C9 H9 106.9(3) C5 C10 C1 109.2(4) C5 C10 C19 108.7(4) C1 C10 C19 109.9(5) C5 C10 C9 108.5(4) C1 C10 C9 108.2(4) C19 C10 C9 112.2(4) C9 C11 C12 111.3(4) C9 C11 H111 109.4(3) C12 C11 H111 109.4(3) C9 C11 H112 109.4(3) C12 C11 H112 109.4(3) H111 C11 H112 108.0 C13 C12 C11 111.4(4) C13 C12 H121 109.3(3) C11 C12 H121 109.3(3) C13 C12 H122 109.3(3) C11 C12 H122 109.3(3) H121 C12 H122 108.0 C18 C13 C12 114.0(5) C18 C13 C14 110.1(4) C12 C13 C14 108.7(4) C18 C13 C17 102.7(4) C12 C13 C17 117.0(4) C14 C13 C17 103.8(4) C15 C14 C8 129.1(4) C15 C14 C13 112.1(4) C8 C14 C13 118.8(4) C14 C15 C16 110.1(5) C14 C15 H15 124.9(3) C16 C15 H15 124.9(3) O16 C16 C15 126.7(5) O16 C16 C17 124.8(4) C15 C16 C17 108.5(4) C16 C17 C20 113.5(4) C16 C17 C13 104.2(4) C20 C17 C13 106.0(4) C16 C17 H17 111.0(3) C20 C17 H17 111.0(3) C13 C17 H17 111.0(3) O18 C18 O20 121.7(5) O18 C18 C13 127.1(5) O20 C18 C13 111.2(4) C10 C19 H191 109.5(3) C10 C19 H192 109.5(3) H191 C19 H192 109.5 C10 C19 H193 109.5(3) H191 C19 H193 109.5 H192 C19 H193 109.5 O20 C20 C21 109.1(4) O20 C20 C17 104.0(4) C21 C20 C17 114.0(5) O20 C20 H20 109.8(3) C21 C20 H20 109.8(3) C17 C20 H20 109.8(3) C20 C21 H211 109.5(3) C20 C21 H212 109.5(3) H211 C21 H212 109.5 C20 C21 H213 109.5(3) H211 C21 H213 109.5 H212 C21 H213 109.5 C18 O20 C20 112.4(4) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance C1 C10 1.537(7) C1 C2 1.538(7) C1 H11 0.97 C1 H12 0.97 C2 C3 1.503(8) C2 H21 0.97 C2 H22 0.97 C3 O3 1.432(6) C3 C4 1.508(8) C3 H3 0.98 O3 H3O 0.82 C4 C5 1.519(6) C4 H41 0.97 C4 H42 0.97 C5 C6 1.331(7) C5 C10 1.533(7) C6 C7 1.486(6) C6 H6 0.93 C7 C8 1.534(6) C7 H71 0.97 C7 H72 0.97 C8 C14 1.500(6) C8 C9 1.536(7) C8 H8 0.98 C9 C11 1.538(6) C9 C10 1.576(6) C9 H9 0.98 C10 C19 1.543(7) C11 C12 1.546(6) C11 H111 0.97 C11 H112 0.97 C12 C13 1.524(7) C12 H121 0.97 C12 H122 0.97 C13 C18 1.518(7) C13 C14 1.528(6) C13 C17 1.540(6) C14 C15 1.340(6) C15 C16 1.458(6) C15 H15 0.93 C16 O16 1.225(6) C16 C17 1.525(7) C17 C20 1.531(6) C17 H17 0.98 C18 O18 1.204(5) C18 O20 1.343(6) C19 H191 0.96 C19 H192 0.96 C19 H193 0.96 C20 O20 1.460(6) C20 C21 1.503(8) C20 H20 0.98 C21 H211 0.96 C21 H212 0.96 C21 H213 0.96 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 C10 C1 C2 C3 -57.9(6) C1 C2 C3 O3 -174.1(5) C1 C2 C3 C4 60.8(6) O3 C3 C4 C5 177.9(5) C2 C3 C4 C5 -57.0(7) C3 C4 C5 C6 -129.8(6) C3 C4 C5 C10 50.2(7) C4 C5 C6 C7 -179.0(5) C10 C5 C6 C7 1.0(8) C5 C6 C7 C8 13.6(7) C6 C7 C8 C14 -172.2(4) C6 C7 C8 C9 -46.8(5) C14 C8 C9 C11 -41.4(5) C7 C8 C9 C11 -165.5(4) C14 C8 C9 C10 -168.6(4) C7 C8 C9 C10 67.4(5) C6 C5 C10 C1 135.7(5) C4 C5 C10 C1 -44.3(6) C6 C5 C10 C19 -104.4(5) C4 C5 C10 C19 75.6(6) C6 C5 C10 C9 17.9(7) C4 C5 C10 C9 -162.1(4) C2 C1 C10 C5 47.9(6) C2 C1 C10 C19 -71.3(6) C2 C1 C10 C9 165.8(4) C8 C9 C10 C5 -51.1(5) C11 C9 C10 C5 -178.4(4) C8 C9 C10 C1 -169.5(4) C11 C9 C10 C1 63.3(5) C8 C9 C10 C19 69.1(5) C11 C9 C10 C19 -58.2(6) C8 C9 C11 C12 50.8(5) C10 C9 C11 C12 175.8(4) C9 C11 C12 C13 -59.5(6) C11 C12 C13 C18 -67.0(5) C11 C12 C13 C14 56.2(5) C11 C12 C13 C17 173.3(4) C7 C8 C14 C15 -16.6(7) C9 C8 C14 C15 -139.2(5) C7 C8 C14 C13 164.7(4) C9 C8 C14 C13 42.1(6) C18 C13 C14 C15 -102.5(5) C12 C13 C14 C15 131.9(4) C17 C13 C14 C15 6.7(5) C18 C13 C14 C8 76.4(5) C12 C13 C14 C8 -49.1(6) C17 C13 C14 C8 -174.3(4) C8 C14 C15 C16 -178.6(5) C13 C14 C15 C16 0.2(6) C14 C15 C16 O16 171.6(5) C14 C15 C16 C17 -7.3(6) O16 C16 C17 C20 -53.1(7) C15 C16 C17 C20 125.8(4) O16 C16 C17 C13 -167.9(5) C15 C16 C17 C13 11.0(5) C18 C13 C17 C16 104.3(4) C12 C13 C17 C16 -130.0(5) C14 C13 C17 C16 -10.3(5) C18 C13 C17 C20 -15.7(5) C12 C13 C17 C20 110.0(5) C14 C13 C17 C20 -130.3(4) C12 C13 C18 O18 60.8(7) C14 C13 C18 O18 -61.6(7) C17 C13 C18 O18 -171.6(5) C12 C13 C18 O20 -121.3(5) C14 C13 C18 O20 116.2(5) C17 C13 C18 O20 6.2(5) C16 C17 C20 O20 -94.3(5) C13 C17 C20 O20 19.4(6) C16 C17 C20 C21 147.0(4) C13 C17 C20 C21 -99.3(5) O18 C18 O20 C20 -175.5(5) C13 C18 O20 C20 6.6(6) C21 C20 O20 C18 105.6(5) C17 C20 O20 C18 -16.5(6)