#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:43:10 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301803 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/36/2203614.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_2203614 loop_ _publ_author_name 'Shaheen, Farzana' 'Ahmad, Manzoor' 'Anjum, Shazia' 'Rahman, Azhar Abdul' 'Fun, Hoong-Kun' 'Ahmad, Habib' 'Choudhary, M. Iqbal' Atta-ur-Rahman _publ_section_title ; 20-N-Ethyl-1,8,14-trihydroxy-16\b,18-dimethoxylycoctonine ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o774 _journal_page_last o776 _journal_paper_doi 10.1107/S1600536804008189 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac 'C23 H37 N O5' _chemical_formula_moiety 'C23 H37 N O5' _chemical_formula_sum 'C23 H37 N O5' _chemical_formula_weight 407.54 _chemical_melting_point 493 _chemical_name_common Talatisidine _chemical_name_systematic ; 20-N-Ethyl-1,8,14-trihydroxy-16\b,18-dimethoxylycoctonine ; _space_group_IT_number 5 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'C 2y' _symmetry_space_group_name_H-M 'C 1 2 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL97 _cell_angle_alpha 90.00 _cell_angle_beta 120.943(5) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 24.189(7) _cell_length_b 7.747(2) _cell_length_c 13.310(4) _cell_measurement_reflns_used 7164 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 25.0 _cell_measurement_theta_min 1.8 _cell_volume 2139.2(11) _computing_cell_refinement 'SAINT (Siemens, 1996)' _computing_data_collection 'SMART (Siemens, 1996)' _computing_data_reduction SAINT _computing_molecular_graphics SHELXTL _computing_publication_material 'SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 1990)' _computing_structure_refinement SHELXTL _computing_structure_solution 'SHELXTL (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 8.33 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Siemens SMART CCD area-detector' _diffrn_measurement_method \w _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 0.0252 _diffrn_reflns_av_sigmaI/netI 0.0308 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 5739 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_min 1.78 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.088 _exptl_absorpt_correction_T_max 0.991 _exptl_absorpt_correction_T_min 0.962 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.265 _exptl_crystal_density_meas ? _exptl_crystal_density_method . _exptl_crystal_description slab _exptl_crystal_F_000 888 _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.220 _refine_diff_density_min -0.204 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.281 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 261 _refine_ls_number_reflns 2033 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.280 _refine_ls_R_factor_all 0.0652 _refine_ls_R_factor_gt 0.0630 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0384P)^2^+3.837P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1302 _refine_ls_wR_factor_ref 0.1311 _reflns_number_gt 1965 _reflns_number_total 2033 _reflns_threshold_expression I>2\s(I) _cod_data_source_file lh6183.cif _cod_data_source_block I _cod_original_cell_volume 2139.3(10) _cod_original_sg_symbol_H-M 'C 2' _cod_database_code 2203614 _cod_database_fobs_code 2203614 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -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_type_symbol O1 0.71801(17) 0.3560(4) 0.3535(3) 0.0402(9) Uani d . 1 O H1O 0.7476 0.2889 0.3693 0.060 Uiso calc R 1 H O2 0.82207(16) 1.1200(5) 0.4062(3) 0.0364(8) Uani d . 1 O O3 0.94172(14) 0.9151(5) 0.5238(3) 0.0409(9) Uani d . 1 O H3O 0.9775 0.8933 0.5801 0.061 Uiso calc R 1 H O4 0.56660(18) 0.7443(6) 0.3485(3) 0.0590(12) Uani d . 1 O O5 0.93994(15) 0.8160(6) 0.2852(3) 0.0523(11) Uani d . 1 O N1 0.65690(17) 0.7688(6) 0.0928(3) 0.0352(10) Uani d . 1 N C1 0.7043(2) 0.4554(6) 0.2528(4) 0.0336(11) Uani d . 1 C H1 0.7291 0.4083 0.2197 0.040 Uiso calc R 1 H C2 0.6329(2) 0.4334(7) 0.1638(4) 0.0424(13) Uani d . 1 C H2A 0.6239 0.4745 0.0880 0.051 Uiso calc R 1 H H2B 0.6218 0.3118 0.1563 0.051 Uiso calc R 1 H C3 0.5921(2) 0.5316(8) 0.1999(5) 0.0425(13) Uani d . 1 C H3A 0.5966 0.4794 0.2700 0.051 Uiso calc R 1 H H3B 0.5472 0.5231 0.1384 0.051 Uiso calc R 1 H C4 0.6112(2) 0.7217(7) 0.2239(4) 0.0354(11) Uani d . 1 C C5 0.6815(2) 0.7391(6) 0.3253(4) 0.0260(10) Uani d . 1 C H5 0.6870 0.6952 0.3990 0.031 Uiso calc R 1 H C6 0.70398(19) 0.9284(6) 0.3372(4) 0.0267(10) Uani d . 1 C H6A 0.6674 1.0063 0.3048 0.032 Uiso calc R 1 H H6B 0.7330 0.9579 0.4188 0.032 Uiso calc R 1 H C7 0.73880(19) 0.9402(6) 0.2679(4) 0.0253(9) Uani d . 1 C H7 0.7228 1.0392 0.2146 0.030 Uiso calc R 1 H C8 0.81129(19) 0.9540(6) 0.3505(4) 0.0268(10) Uani d . 1 C C9 0.83242(19) 0.8115(6) 0.4431(4) 0.0263(10) Uani d . 1 C H9 0.8263 0.8494 0.5070 0.032 Uiso calc R 1 H C10 0.79751(19) 0.6371(6) 0.3928(4) 0.0254(9) Uani d . 1 C H10 0.7985 0.5741 0.4575 0.030 Uiso calc R 1 H C11 0.72591(19) 0.6435(6) 0.2914(3) 0.0246(9) Uani d . 1 C C12 0.8434(2) 0.5390(7) 0.3615(5) 0.0371(11) Uani d . 1 C H12A 0.8600 0.4349 0.4082 0.044 Uiso calc R 1 H H12B 0.8205 0.5074 0.2793 0.044 Uiso calc R 1 H C13 0.8982(2) 0.6645(6) 0.3889(4) 0.0353(11) Uani d . 1 C H13 0.9384 0.6018 0.4134 0.042 Uiso calc R 1 H C14 0.9027(2) 0.7641(6) 0.4909(4) 0.0297(10) Uani d . 1 C H14 0.9178 0.6877 0.5588 0.036 Uiso calc R 1 H C15 0.8494(2) 0.9505(7) 0.2854(4) 0.0374(12) Uani d . 1 C H15A 0.8202 0.9849 0.2049 0.045 Uiso calc R 1 H H15B 0.8829 1.0376 0.3205 0.045 Uiso calc R 1 H C16 0.8809(2) 0.7809(7) 0.2837(4) 0.0367(11) Uani d . 1 C H16 0.8514 0.7183 0.2117 0.044 Uiso calc R 1 H C17 0.7208(2) 0.7714(6) 0.1984(4) 0.0286(10) Uani d . 1 C H17 0.7534 0.7436 0.1782 0.034 Uiso calc R 1 H C18 0.5641(2) 0.8147(8) 0.2495(4) 0.0428(13) Uani d . 1 C H18A 0.5749 0.9365 0.2624 0.051 Uiso calc R 1 H H18B 0.5207 0.8042 0.1825 0.051 Uiso calc R 1 H C19 0.6049(2) 0.8125(8) 0.1148(4) 0.0415(13) Uani d . 1 C H19A 0.5639 0.7809 0.0466 0.050 Uiso calc R 1 H H19B 0.6047 0.9365 0.1250 0.050 Uiso calc R 1 H C20 0.6517(3) 0.8720(9) -0.0026(4) 0.0534(15) Uani d . 1 C H20A 0.6619 0.9909 0.0232 0.064 Uiso calc R 1 H H20B 0.6074 0.8688 -0.0673 0.064 Uiso calc R 1 H C21 0.6952(3) 0.8130(11) -0.0461(5) 0.077(2) Uani d . 1 C H21A 0.6897 0.8876 -0.1082 0.116 Uiso calc R 1 H H21B 0.6842 0.6968 -0.0749 0.116 Uiso calc R 1 H H21C 0.7392 0.8169 0.0170 0.116 Uiso calc R 1 H C22 0.5150(3) 0.8001(9) 0.3620(5) 0.0563(15) Uani d . 1 C H22A 0.5191 0.7490 0.4312 0.084 Uiso calc R 1 H H22B 0.4748 0.7655 0.2948 0.084 Uiso calc R 1 H H22C 0.5161 0.9235 0.3690 0.084 Uiso calc R 1 H C23 0.9324(3) 0.8600(14) 0.1794(6) 0.090(3) Uani d . 1 C H23A 0.9738 0.8826 0.1888 0.135 Uiso calc R 1 H H23B 0.9061 0.9616 0.1500 0.135 Uiso calc R 1 H H23C 0.9120 0.7668 0.1250 0.135 Uiso calc R 1 H H2O 0.858(2) 1.117(8) 0.470(5) 0.041(15) Uiso d . 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 0.052(2) 0.0191(17) 0.062(2) 0.0043(16) 0.0378(19) 0.0085(17) O2 0.0254(16) 0.0301(19) 0.042(2) -0.0013(15) 0.0087(16) -0.0048(17) O3 0.0228(15) 0.040(2) 0.047(2) -0.0019(15) 0.0085(15) -0.0047(17) O4 0.049(2) 0.082(3) 0.063(2) 0.020(2) 0.0402(19) 0.021(2) O5 0.0320(17) 0.085(3) 0.053(2) -0.013(2) 0.0315(16) -0.013(2) N1 0.031(2) 0.047(3) 0.0210(18) -0.0078(19) 0.0083(16) 0.0012(19) C1 0.039(2) 0.027(3) 0.043(3) -0.007(2) 0.026(2) -0.005(2) C2 0.046(3) 0.029(3) 0.047(3) -0.020(3) 0.020(3) -0.013(3) C3 0.026(2) 0.052(3) 0.045(3) -0.009(2) 0.015(2) 0.001(3) C4 0.023(2) 0.039(3) 0.037(3) 0.000(2) 0.010(2) 0.004(2) C5 0.028(2) 0.026(2) 0.022(2) 0.0014(18) 0.0117(18) 0.0038(19) C6 0.019(2) 0.027(2) 0.026(2) 0.0032(19) 0.0054(17) -0.004(2) C7 0.026(2) 0.023(2) 0.028(2) 0.0041(19) 0.0144(18) 0.010(2) C8 0.025(2) 0.020(2) 0.036(2) -0.0002(19) 0.0158(19) -0.001(2) C9 0.024(2) 0.031(3) 0.025(2) 0.0034(19) 0.0135(18) 0.0006(19) C10 0.029(2) 0.019(2) 0.030(2) 0.0034(19) 0.0171(19) 0.006(2) C11 0.0198(19) 0.032(3) 0.023(2) -0.0022(19) 0.0117(17) 0.001(2) C12 0.037(3) 0.024(2) 0.054(3) 0.000(2) 0.027(2) -0.003(2) C13 0.027(2) 0.031(3) 0.051(3) 0.007(2) 0.022(2) 0.002(2) C14 0.023(2) 0.031(3) 0.031(2) 0.0062(19) 0.0106(18) 0.007(2) C15 0.041(3) 0.041(3) 0.037(3) -0.009(2) 0.024(2) 0.008(2) C16 0.032(2) 0.049(3) 0.036(2) -0.005(2) 0.022(2) -0.008(2) C17 0.031(2) 0.027(2) 0.031(2) 0.000(2) 0.0183(19) 0.003(2) C18 0.026(2) 0.046(3) 0.054(3) 0.008(2) 0.019(2) 0.009(3) C19 0.027(2) 0.050(3) 0.032(2) -0.004(2) 0.005(2) 0.005(3) C20 0.049(3) 0.069(4) 0.028(3) -0.009(3) 0.010(2) 0.009(3) C21 0.107(5) 0.099(6) 0.045(3) -0.017(5) 0.053(4) 0.003(4) C22 0.050(3) 0.052(4) 0.079(4) 0.003(3) 0.042(3) 0.000(3) C23 0.070(4) 0.159(9) 0.074(4) -0.035(5) 0.061(4) -0.019(5) 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 0.0000 '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' N N 0.0061 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 '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 C1 O1 H1O 109.5 C8 O2 H2O 108(4) C14 O3 H3O 109.5 C18 O4 C22 112.7(4) C23 O5 C16 115.2(4) C20 N1 C17 114.1(4) C20 N1 C19 110.4(4) C17 N1 C19 113.3(3) O1 C1 C2 107.1(4) O1 C1 C11 108.8(4) C2 C1 C11 114.8(4) O1 C1 H1 108.7 C2 C1 H1 108.7 C11 C1 H1 108.7 C3 C2 C1 111.2(4) C3 C2 H2A 109.4 C1 C2 H2A 109.4 C3 C2 H2B 109.4 C1 C2 H2B 109.4 H2A C2 H2B 108.0 C2 C3 C4 112.1(4) C2 C3 H3A 109.2 C4 C3 H3A 109.2 C2 C3 H3B 109.2 C4 C3 H3B 109.2 H3A C3 H3B 107.9 C18 C4 C3 108.8(4) C18 C4 C5 112.2(4) C3 C4 C5 110.3(4) C18 C4 C19 105.6(4) C3 C4 C19 111.6(4) C5 C4 C19 108.4(4) C4 C5 C6 110.2(4) C4 C5 C11 108.7(4) C6 C5 C11 102.9(3) C4 C5 H5 111.6 C6 C5 H5 111.6 C11 C5 H5 111.6 C7 C6 C5 105.5(4) C7 C6 H6A 110.6 C5 C6 H6A 110.6 C7 C6 H6B 110.6 C5 C6 H6B 110.6 H6A C6 H6B 108.8 C8 C7 C17 111.2(4) C8 C7 C6 110.7(3) C17 C7 C6 103.8(4) C8 C7 H7 110.3 C17 C7 H7 110.3 C6 C7 H7 110.3 O2 C8 C7 105.8(3) O2 C8 C9 109.4(3) C7 C8 C9 108.3(3) O2 C8 C15 107.5(4) C7 C8 C15 112.9(4) C9 C8 C15 112.7(4) C14 C9 C8 110.4(4) C14 C9 C10 102.3(4) C8 C9 C10 113.4(3) C14 C9 H9 110.2 C8 C9 H9 110.2 C10 C9 H9 110.2 C9 C10 C11 117.6(4) C9 C10 C12 103.6(3) C11 C10 C12 114.2(4) C9 C10 H10 107.0 C11 C10 H10 107.0 C12 C10 H10 107.0 C17 C11 C1 117.8(4) C17 C11 C5 98.4(4) C1 C11 C5 112.4(3) C17 C11 C10 108.1(3) C1 C11 C10 107.1(4) C5 C11 C10 113.1(3) C13 C12 C10 105.9(4) C13 C12 H12A 110.6 C10 C12 H12A 110.6 C13 C12 H12B 110.6 C10 C12 H12B 110.6 H12A C12 H12B 108.7 C14 C13 C12 101.0(4) C14 C13 C16 112.3(4) C12 C13 C16 111.1(4) C14 C13 H13 110.7 C12 C13 H13 110.7 C16 C13 H13 110.7 O3 C14 C13 115.0(4) O3 C14 C9 110.6(4) C13 C14 C9 101.5(3) O3 C14 H14 109.8 C13 C14 H14 109.8 C9 C14 H14 109.8 C16 C15 C8 117.9(4) C16 C15 H15A 107.8 C8 C15 H15A 107.8 C16 C15 H15B 107.8 C8 C15 H15B 107.8 H15A C15 H15B 107.2 O5 C16 C15 109.6(4) O5 C16 C13 107.2(4) C15 C16 C13 113.4(4) O5 C16 H16 108.8 C15 C16 H16 108.8 C13 C16 H16 108.8 N1 C17 C7 115.2(4) N1 C17 C11 111.9(4) C7 C17 C11 100.6(3) N1 C17 H17 109.6 C7 C17 H17 109.6 C11 C17 H17 109.6 O4 C18 C4 110.5(4) O4 C18 H18A 109.5 C4 C18 H18A 109.5 O4 C18 H18B 109.6 C4 C18 H18B 109.5 H18A C18 H18B 108.1 N1 C19 C4 113.5(4) N1 C19 H19A 108.9 C4 C19 H19A 108.9 N1 C19 H19B 108.9 C4 C19 H19B 108.9 H19A C19 H19B 107.7 N1 C20 C21 113.9(5) N1 C20 H20A 108.8 C21 C20 H20A 108.8 N1 C20 H20B 108.8 C21 C20 H20B 108.8 H20A C20 H20B 107.7 C20 C21 H21A 109.5 C20 C21 H21B 109.5 H21A C21 H21B 109.5 C20 C21 H21C 109.5 H21A C21 H21C 109.5 H21B C21 H21C 109.5 O4 C22 H22A 109.5 O4 C22 H22B 109.5 H22A C22 H22B 109.5 O4 C22 H22C 109.5 H22A C22 H22C 109.5 H22B C22 H22C 109.5 O5 C23 H23A 109.5 O5 C23 H23B 109.5 H23A C23 H23B 109.5 O5 C23 H23C 109.5 H23A C23 H23C 109.5 H23B C23 H23C 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance O1 C1 1.429(6) O1 H1O 0.8200 O2 C8 1.439(6) O2 H2O 0.85(5) O3 C14 1.424(6) O3 H3O 0.8200 O4 C18 1.400(6) O4 C22 1.417(6) O5 C23 1.367(7) O5 C16 1.444(5) N1 C20 1.450(6) N1 C17 1.460(5) N1 C19 1.470(6) C1 C2 1.520(6) C1 C11 1.544(7) C1 H1 0.9800 C2 C3 1.506(7) C2 H2A 0.9700 C2 H2B 0.9700 C3 C4 1.527(8) C3 H3A 0.9700 C3 H3B 0.9700 C4 C18 1.527(7) C4 C5 1.540(6) C4 C19 1.549(7) C5 C6 1.544(7) C5 C11 1.551(6) C5 H5 0.9800 C6 C7 1.538(6) C6 H6A 0.9700 C6 H6B 0.9700 C7 C8 1.520(6) C7 C17 1.530(6) C7 H7 0.9800 C8 C9 1.534(6) C8 C15 1.556(6) C9 C14 1.521(5) C9 C10 1.551(6) C9 H9 0.9800 C10 C11 1.555(6) C10 C12 1.567(6) C10 H10 0.9800 C11 C17 1.541(6) C12 C13 1.531(6) C12 H12A 0.9700 C12 H12B 0.9700 C13 C14 1.516(6) C13 C16 1.532(7) C13 H13 0.9800 C14 H14 0.9800 C15 C16 1.525(7) C15 H15A 0.9700 C15 H15B 0.9700 C16 H16 0.9800 C17 H17 0.9800 C18 H18A 0.9700 C18 H18B 0.9700 C19 H19A 0.9700 C19 H19B 0.9700 C20 C21 1.510(8) C20 H20A 0.9700 C20 H20B 0.9700 C21 H21A 0.9600 C21 H21B 0.9600 C21 H21C 0.9600 C22 H22A 0.9600 C22 H22B 0.9600 C22 H22C 0.9600 C23 H23A 0.9600 C23 H23B 0.9600 C23 H23C 0.9600 loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag O1 H1O O2 1_545 0.82 2.07 2.889(6) 179 yes O2 H2O O3 1_555 0.84 2.37 2.945(6) 126 yes O2 H2O O4 4_656 0.84 2.36 3.130(5) 151 yes O3 H3O O5 2_756 0.82 1.96 2.781(6) 174 yes C2 H2A N1 1_555 0.97 2.41 2.923(7) 113 yes C6 H6B O2 1_555 0.97 2.57 2.911(7) 101 yes C9 H9 O1 4_656 0.98 2.57 3.512(7) 159 yes C10 H10 O1 1_555 0.98 2.40 2.770(7) 101 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 O1 C1 C2 C3 73.1(5) C11 C1 C2 C3 -47.7(6) C1 C2 C3 C4 54.0(6) C2 C3 C4 C18 175.1(4) C2 C3 C4 C5 -61.5(6) C2 C3 C4 C19 59.0(5) C18 C4 C5 C6 -67.1(5) C3 C4 C5 C6 171.5(4) C19 C4 C5 C6 49.0(5) C18 C4 C5 C11 -179.2(4) C3 C4 C5 C11 59.4(5) C19 C4 C5 C11 -63.1(5) C4 C5 C6 C7 -95.4(4) C11 C5 C6 C7 20.3(4) C5 C6 C7 C8 -106.8(4) C5 C6 C7 C17 12.6(4) C17 C7 C8 O2 177.5(3) C6 C7 C8 O2 -67.7(4) C17 C7 C8 C9 -65.4(4) C6 C7 C8 C9 49.5(5) C17 C7 C8 C15 60.2(5) C6 C7 C8 C15 175.1(4) O2 C8 C9 C14 -91.1(4) C7 C8 C9 C14 154.1(4) C15 C8 C9 C14 28.4(5) O2 C8 C9 C10 154.8(3) C7 C8 C9 C10 40.0(5) C15 C8 C9 C10 -85.7(4) C14 C9 C10 C11 -153.9(3) C8 C9 C10 C11 -35.0(5) C14 C9 C10 C12 -26.9(4) C8 C9 C10 C12 92.0(4) O1 C1 C11 C17 175.1(3) C2 C1 C11 C17 -65.0(5) O1 C1 C11 C5 -71.6(4) C2 C1 C11 C5 48.3(5) O1 C1 C11 C10 53.1(4) C2 C1 C11 C10 173.0(4) C4 C5 C11 C17 71.9(4) C6 C5 C11 C17 -44.9(4) C4 C5 C11 C1 -52.9(5) C6 C5 C11 C1 -169.7(3) C4 C5 C11 C10 -174.3(4) C6 C5 C11 C10 68.9(4) C9 C10 C11 C17 48.7(5) C12 C10 C11 C17 -73.0(5) C9 C10 C11 C1 176.6(4) C12 C10 C11 C1 54.9(5) C9 C10 C11 C5 -59.1(5) C12 C10 C11 C5 179.2(4) C9 C10 C12 C13 -3.0(5) C11 C10 C12 C13 126.1(4) C10 C12 C13 C14 31.8(5) C10 C12 C13 C16 -87.5(5) C12 C13 C14 O3 -168.6(4) C16 C13 C14 O3 -50.2(5) C12 C13 C14 C9 -49.1(4) C16 C13 C14 C9 69.3(4) C8 C9 C14 O3 49.2(5) C10 C9 C14 O3 170.2(3) C8 C9 C14 C13 -73.4(4) C10 C9 C14 C13 47.7(4) O2 C8 C15 C16 143.4(4) C7 C8 C15 C16 -100.3(5) C9 C8 C15 C16 22.8(6) C23 O5 C16 C15 -80.2(7) C23 O5 C16 C13 156.4(6) C8 C15 C16 O5 -146.8(4) C8 C15 C16 C13 -27.1(6) C14 C13 C16 O5 100.8(4) C12 C13 C16 O5 -146.9(4) C14 C13 C16 C15 -20.3(5) C12 C13 C16 C15 91.9(5) C20 N1 C17 C7 72.7(5) C19 N1 C17 C7 -54.8(5) C20 N1 C17 C11 -173.2(4) C19 N1 C17 C11 59.3(5) C8 C7 C17 N1 -161.4(3) C6 C7 C17 N1 79.5(4) C8 C7 C17 C11 78.2(4) C6 C7 C17 C11 -40.9(4) C1 C11 C17 N1 50.9(5) C5 C11 C17 N1 -69.9(4) C10 C11 C17 N1 172.4(4) C1 C11 C17 C7 173.7(4) C5 C11 C17 C7 52.9(4) C10 C11 C17 C7 -64.8(4) C22 O4 C18 C4 -167.6(5) C3 C4 C18 O4 61.0(6) C5 C4 C18 O4 -61.2(6) C19 C4 C18 O4 -179.1(4) C20 N1 C19 C4 -173.9(4) C17 N1 C19 C4 -44.5(6) C18 C4 C19 N1 166.5(4) C3 C4 C19 N1 -75.5(5) C5 C4 C19 N1 46.1(6) C17 N1 C20 C21 61.9(6) C19 N1 C20 C21 -169.1(5) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21174302 2 PubChem 139066658