#------------------------------------------------------------------------------ #$Date: 2024-10-18 15:10:32 +0300 (Fri, 18 Oct 2024) $ #$Revision: 295536 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/28/1572877.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_1572877 loop_ _publ_author_name 'Hawash, Mohammed' 'Al-Smadi, Derar' 'Kumar, Anil' 'Olech, Barbara' 'Dominiak, Paulina Maria' 'Jaradat, Nidal' 'Antari, Sarah' 'Mohammed, Sarah' 'Nasasrh, Alaa' 'Abualhasan, Murad' 'Musa, Ahmed' 'Suboh, Shorooq' '\,Capan, \.Irfan' 'Qneibi, Mohammad' 'Natsheh, Hiba' _publ_section_title ; Characterization and Investigation of Novel Benzodioxol Derivatives as Antidiabetic Agents: An In Vitro and In Vivo Study in an Animal Model ; _journal_issue 10 _journal_name_full Biomolecules _journal_page_first 1486 _journal_paper_doi 10.3390/biom13101486 _journal_volume 13 _journal_year 2023 _chemical_formula_moiety 'C16 H15 N O5' _chemical_formula_sum 'C16 H15 N O5' _chemical_formula_weight 301.298 _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' _space_group_name_H-M_alt 'C 1 2/c 1' _symmetry_Int_Tables_number 15 _atom_sites_solution_primary dual _audit_creation_date 2023-08-09 _audit_creation_method ; Olex2 1.5-alpha (compiled 2022.06.10 svn.r3fa896fb for OlexSys, GUI svn.r6535) ; _cell_angle_alpha 90 _cell_angle_beta 114.8 _cell_angle_gamma 90.000(1) _cell_formula_units_Z 8 _cell_length_a 28.3000(1) _cell_length_b 4.9000(1) _cell_length_c 20.400(1) _cell_measurement_reflns_used 5858 _cell_measurement_temperature 81.15 _cell_measurement_theta_max 0.91 _cell_measurement_theta_min 0.07 _cell_volume 2567.98(14) _computing_molecular_graphics 'Olex2 1.5-alpha (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5-alpha (Dolomanov et al., 2009)' _computing_structure_refinement 'olex2.refine 1.5-alpha (Bourhis et al., 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 81.15 _diffrn_measured_fraction_theta_full 0.7986 _diffrn_measured_fraction_theta_max 0.7875 _diffrn_measurement_device_type 'ThermoFisher 200kV Glacios TEM with CetaD CMOS' _diffrn_radiation_type electron _diffrn_radiation_wavelength 0.02508 _diffrn_reflns_av_R_equivalents 0.1438 _diffrn_reflns_av_unetI/netI 0.1639 _diffrn_reflns_Laue_measured_fraction_full 0.7986 _diffrn_reflns_Laue_measured_fraction_max 0.7875 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_number 5858 _diffrn_reflns_point_group_measured_fraction_full 0.7986 _diffrn_reflns_point_group_measured_fraction_max 0.7875 _diffrn_reflns_theta_full 0.8622 _diffrn_reflns_theta_max 0.91 _diffrn_reflns_theta_min 0.07 _exptl_absorpt_coefficient_mu 0.000 _exptl_crystal_density_diffrn 1.559 _exptl_crystal_description Plate _exptl_crystal_F_000 470.296 _refine_diff_density_max 0.215 _refine_diff_density_min -0.248 _refine_diff_density_rms 0.0600 _refine_ls_d_res_high 0.7931 _refine_ls_d_res_low 9.6804 _refine_ls_extinction_coef 1703(542) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_goodness_of_fit_ref 1.2593 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_constraints 12 _refine_ls_number_parameters 205 _refine_ls_number_reflns 2123 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.2593 _refine_ls_R_factor_all 0.2187 _refine_ls_R_factor_gt 0.1419 _refine_ls_shift/su_max -0.0004 _refine_ls_shift/su_mean 0.0001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.2P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.3498 _refine_ls_wR_factor_ref 0.4060 _reflns_Friedel_coverage 0.0 _reflns_limit_h_max 31 _reflns_limit_h_min -32 _reflns_limit_k_max 6 _reflns_limit_k_min 0 _reflns_limit_l_max 25 _reflns_limit_l_min 0 _reflns_number_gt 1102 _reflns_number_total 2123 _reflns_threshold_expression I>=2u(I) _iucr_refine_instructions_details ; TITL ssa15_5_a.res in C2/c REM Old TITL ssa15_5 REM SHELXT solution in C2/c: R1 0.395, Rweak 0.054, Alpha 0.110 REM 0.000 for 0 systematic absences, Orientation as input REM Formula found by SHELXT: C16 N4 O2 CELL 0.02508 28.3 4.9 20.4 90 114.8 90 ZERR 8 0.0001 0.0001 0.001 0 0 0.001 LATT 7 SYMM -X,+Y,0.5-Z SFAC C 0.731 36.995 1.195 11.297 0.456 2.814 0.125 0.346 0 0 0 0 0.77 12.011 SFAC H 0.375 15.495 0.141 4.126 0.022 0.025 -0.101 46.884 0 0 0 0 0.32 1.008 SFAC N 0.572 28.846 1.042 9.054 0.465 2.421 0.131 0.317 0 0 0 0 0.75 14.007 SFAC O 0.455 23.78 0.917 7.622 0.472 2.144 0.138 0.296 0 0 0 0 0.73 15.999 UNIT 128 120 8 40 EADP C3 C2 EADP O2 O3 EADP O3 O2 EADP C2 C3 L.S. 10 PLAN 20 TEMP -193 CONF BOND FMAP 2 list 3 MORE -1 BOND $H ACTA EXTI 1703 OMIT -6 2 2 WGHT 0.2 0 FVAR 2.035896 REM REM REM O3 4 0.26640 0.31526 0.08089 11.00000 0.08252 0.02969 0.00870 = -0.00165 0.00323 -0.01746 O5 4 0.49979 0.74797 0.63573 11.00000 0.07727 0.03145 0.01464 = -0.00148 0.00441 -0.01050 C9 1 0.39814 0.39530 0.49174 11.00000 0.06890 0.01187 0.00627 = -0.00289 0.00774 -0.01109 C5 1 0.33250 0.24918 0.29664 11.00000 0.05559 0.01377 0.00945 = -0.00029 0.00048 0.00076 O4 4 0.39100 0.05021 0.63836 11.00000 0.05791 0.02567 0.01513 = 0.00049 -0.00114 0.00032 N1 3 0.37296 0.40527 0.41722 11.00000 0.08919 0.00958 0.00887 = 0.00259 -0.00433 0.00107 AFIX 43 1.027 H1 2 0.36777 0.59479 0.39371 11.00000 0.03082 AFIX 0 O1 4 0.35696 -0.03176 0.39567 11.00000 0.08565 0.01124 0.01756 = 0.00159 0.01234 0.00380 C4 1 0.34625 0.46554 0.26695 11.00000 0.06102 0.02032 0.01046 = -0.00259 0.00116 -0.00790 AFIX 43 1.083 H4 2 0.37390 0.61285 0.30186 11.00000 0.03336 AFIX 0 C6 1 0.29810 0.06635 0.25332 11.00000 0.05901 0.01768 0.00767 = 0.00063 0.00435 -0.00473 AFIX 43 1.083 H6 2 0.28784 -0.11168 0.27603 11.00000 0.04913 AFIX 0 C8 1 0.35502 0.19519 0.37352 11.00000 0.05091 0.00764 0.01321 = -0.00426 0.00552 -0.00470 C11 1 0.40963 0.22582 0.60430 11.00000 0.07402 0.02071 0.01278 = 0.00171 0.00509 -0.00348 C3 1 0.32585 0.50117 0.19369 11.00000 0.07016 0.02387 0.00692 = -0.00014 0.00343 -0.00626 AFIX 43 1.083 H3 2 0.33745 0.67155 0.16994 11.00000 0.05213 AFIX 0 C10 1 0.38285 0.22025 0.53074 11.00000 0.05616 0.02135 0.02029 = 0.00179 0.01116 -0.00346 AFIX 43 1.083 H10 2 0.35062 0.08120 0.50456 11.00000 0.03868 AFIX 0 O2 4 0.24158 -0.03796 0.12986 11.00000 0.08252 0.02969 0.00870 = -0.00165 0.00323 -0.01746 C7 1 0.27665 0.10698 0.18164 11.00000 0.06723 0.02279 0.00738 = -0.00048 0.00186 -0.01061 C14 1 0.43750 0.57664 0.52439 11.00000 0.08554 0.01520 0.00916 = 0.00300 0.00244 0.00233 AFIX 43 1.083 H14 2 0.44927 0.71591 0.49279 11.00000 0.03044 AFIX 0 C12 1 0.44815 0.40405 0.63900 11.00000 0.07334 0.01877 0.01056 = 0.00538 0.00562 0.00716 AFIX 43 1.083 H12 2 0.46766 0.40883 0.69740 11.00000 0.05389 AFIX 0 C2 1 0.29167 0.32094 0.15324 11.00000 0.07016 0.02387 0.00692 = -0.00014 0.00343 -0.00626 C13 1 0.46165 0.57840 0.59777 11.00000 0.07781 0.02352 0.00634 = -0.00589 -0.00228 -0.00998 C16 1 0.51841 0.91884 0.59690 11.00000 0.07465 0.02831 0.02068 = -0.00398 -0.00062 0.00067 AFIX 137 1.077 H16a 2 0.55230 1.02653 0.63385 11.00000 0.04180 H16b 2 0.52861 0.79808 0.56064 11.00000 0.11382 H16c 2 0.48866 1.06348 0.56632 11.00000 0.04130 AFIX 0 C15 1 0.42172 0.01282 0.71191 11.00000 0.07957 0.04571 0.01426 = 0.00588 0.02026 -0.00615 AFIX 137 1.077 H15a 2 0.42347 0.20058 0.74029 11.00000 0.05537 H15b 2 0.40498 -0.14481 0.73233 11.00000 0.05846 H15c 2 0.46042 -0.04617 0.71991 11.00000 0.06403 AFIX 0 C1 1 0.23737 0.07613 0.06564 11.00000 0.12826 0.04433 0.00826 = 0.00076 0.01383 -0.02459 AFIX 23 1.091 H1a 2 0.19666 0.12061 0.03107 11.00000 0.07802 H1b 2 0.25183 -0.06656 0.03726 11.00000 0.10367 AFIX 0 HKLF 4 END Q1 1 0.3125 0.111111 0.055556 11 0.05 0.2 Q2 1 0.427083 -0.5 0.736111 11 0.05 0.19 Q3 1 0.375 -0.055556 0.708333 11 0.05 0.19 Q4 1 0.5 0.722222 0.583333 11 0.05 0.19 Q5 1 0.197917 -0.055556 0.083333 11 0.05 0.18 REM The information below was added by Olex2. REM REM R1 = 0.1419 for 1102 Fo > 4sig(Fo) and 0.2187 for all 2123 data REM 205 parameters refined using 0 restraints REM Highest difference peak 0.2048, deepest hole -0.2280 REM Mean Shift 0.0001, Max Shift -0.0004. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.2187 REM R1_gt = 0.1419 REM wR_ref = 0.4060 REM GOOF = 1.2593 REM Shift_max = -0.0004 REM Shift_mean = 0.0001 REM Reflections_all = 2123 REM Reflections_gt = 1102 REM Parameters = 205 REM Hole = -0.248 REM Peak = 0.215 REM Flack = n/a ; _cod_data_source_file SSA15_final_file001.cif _cod_data_source_block SSA15_5 _cod_depositor_comments 'loop _audit_support was added' _cod_database_code 1572877 _olex2_refinement_description ; 1. Uiso/Uaniso restraints and constraints Uanis(C3) = Uanis(C2) Uanis(O2) = Uanis(O3) Uanis(O3) = Uanis(O2) Uanis(C2) = Uanis(C3) 2.a Secondary CH2 refined with riding coordinates: C1(H1a,H1b) 2.b Aromatic/amide H refined with riding coordinates: N1(H1), C4(H4), C6(H6), C3(H3), C10(H10), C14(H14), C12(H12) 2.c Idealised Me refined as rotating group: C16(H16a,H16b,H16c), C15(H15a,H15b,H15c) ; _iucr_refine_fcf_details ; data_SSA15_5 _computing_structure_refinement 'olex2.refine 1.5 (Bourhis et al., 2015)' _shelx_refln_list_code 4 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 x,y,z 2 -x,y,-z+1/2 3 -x,-y,-z 4 x,-y,z-1/2 5 x+1/2,y+1/2,z 6 -x+1/2,y+1/2,-z+1/2 7 -x+1/2,-y+1/2,-z 8 x+1/2,-y+1/2,z-1/2 _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_H-M_alt 'C 1 2/c 1' _space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 _cell_length_a 28.3000(1) _cell_length_b 4.9000(1) _cell_length_c 20.400(1) _cell_angle_alpha 90 _cell_angle_beta 114.8 _cell_angle_gamma 90.000(1) _cell_volume 2567.98(14) loop_ _refln_index_h _refln_index_k _refln_index_l _refln_F_squared_calc _refln_F_squared_meas _refln_F_squared_sigma _refln_F_squared_weight _refln_observed_status -32 2 4 0.714 2.854 16.693 9.034 o -31 1 1 0.763 -4.268 13.180 14.495 o -30 2 1 0.075 -0.652 5.946 71.236 o -30 2 2 0.001 0.160 4.657 116.100 o -30 2 3 0.000 -1.346 5.542 81.990 o -30 2 4 2.018 4.058 14.758 11.547 o -29 1 1 0.291 -5.481 12.420 16.324 o -29 3 3 0.000 1.211 6.592 57.949 o -29 3 4 0.982 -2.244 4.633 117.222 o -29 3 5 0.326 0.089 5.976 70.497 o -29 3 6 0.007 3.417 5.876 72.811 o -29 3 7 0.348 1.199 14.661 11.714 o -28 2 1 2.836 8.912 6.904 51.810 o -28 2 2 0.092 -1.829 4.685 114.712 o -28 2 3 1.570 -2.977 4.653 116.062 o -28 2 4 0.076 -6.075 12.010 17.459 o -27 1 1 0.071 7.322 13.581 13.636 o -27 1 22 0.222 2.866 11.670 18.485 o -27 3 1 0.112 -0.740 5.018 99.997 o -27 3 2 0.037 1.653 6.084 68.013 o -27 3 3 1.445 3.805 5.070 97.204 o -27 3 4 0.182 -0.529 6.030 69.263 o -27 3 5 2.053 1.067 6.393 61.434 o -27 3 6 1.934 2.137 4.617 117.274 o -27 3 7 13.479 -0.195 6.082 62.603 o -26 2 1 0.664 -1.947 6.968 51.861 o -26 2 2 0.239 -0.645 6.752 55.228 o -26 2 3 2.679 4.425 7.309 46.769 o -26 2 4 2.327 -4.736 14.632 11.756 o -26 2 19 0.105 -4.951 11.342 19.577 o -26 2 20 0.221 10.053 7.572 43.549 o -26 2 21 0.012 5.830 7.532 44.267 o -26 4 5 0.568 3.416 4.627 117.104 o -26 4 6 0.016 0.436 4.505 124.096 o -26 4 7 4.269 -1.084 4.747 110.157 o -26 4 8 6.711 10.107 6.625 54.334 o -26 4 9 0.237 0.484 5.221 92.384 o -26 4 10 0.678 -2.876 5.160 94.540 o -25 1 1 0.210 -3.276 24.975 4.037 o -25 1 20 0.202 0.567 11.344 19.568 o -25 1 22 1.018 -0.528 6.869 53.353 o -25 1 23 0.147 3.746 6.128 66.929 o -25 3 1 0.002 5.466 4.636 116.467 o -25 3 2 0.007 -2.644 4.598 119.085 o -25 3 3 0.435 -0.203 5.358 87.697 o -25 3 4 0.040 0.223 5.717 77.051 o -25 3 5 7.260 3.093 7.131 48.213 o -25 3 6 0.203 -1.378 5.030 99.519 o -25 3 7 15.752 -3.733 4.891 88.879 o -25 3 17 0.407 3.214 13.436 13.944 o -25 3 18 0.271 6.705 6.946 51.943 o -25 3 19 0.026 1.519 6.366 62.119 o -24 0 22 22.786 33.077 8.539 25.078 o -24 0 24 3.513 -1.920 7.530 44.245 o -24 2 1 1.105 11.723 25.084 3.997 o -24 2 2 0.825 -0.425 9.362 28.729 o -24 2 3 6.171 -2.161 8.337 35.882 o -24 2 4 1.874 0.699 9.461 28.102 o -24 2 18 11.324 7.231 6.812 49.988 o -24 2 19 2.807 4.553 6.431 60.228 o -24 2 20 0.179 2.176 6.308 63.246 o -24 2 21 6.155 -4.065 12.314 16.534 o -24 2 22 0.049 -4.098 7.346 46.671 o -24 4 1 3.120 5.731 4.477 121.779 o -24 4 2 0.175 2.888 5.468 84.087 o -24 4 3 1.598 6.760 6.845 53.252 o -24 4 4 1.748 4.302 4.150 143.971 o -24 4 5 1.753 2.188 4.066 151.032 o -24 4 6 6.400 2.076 6.884 52.053 o -24 4 7 0.516 1.082 4.487 124.968 o -24 4 8 1.493 -1.961 5.568 81.121 o -24 4 9 15.229 -1.205 4.385 107.845 o -24 4 10 2.157 -0.571 4.503 123.678 o -24 4 11 2.172 -0.099 7.687 42.561 o -24 4 14 0.677 0.526 14.169 12.542 o -24 4 15 0.008 -2.347 6.740 55.430 o -23 1 1 1.544 5.460 19.795 6.421 o -23 1 19 16.228 25.607 12.461 14.790 o -23 1 20 25.994 62.757 10.639 14.666 o -23 1 21 4.149 5.719 6.966 50.982 o -23 1 22 4.931 9.625 6.067 65.414 o -23 1 23 0.000 1.476 4.679 114.961 o -23 3 1 6.276 8.742 10.540 22.266 o -23 3 2 1.300 7.771 5.417 84.433 o -23 3 3 0.381 0.585 5.258 91.058 o -23 3 4 3.365 0.885 7.310 46.897 o -23 3 5 14.404 8.031 8.904 29.518 o -23 3 6 1.062 0.764 8.340 36.181 o -23 3 7 0.082 -6.220 8.487 34.959 o -23 3 8 2.090 -3.105 19.325 6.742 o -23 3 15 4.091 15.694 14.053 12.589 o -23 3 16 0.760 3.613 7.003 51.231 o -23 3 17 0.949 1.206 6.486 59.807 o -23 3 18 0.077 -1.781 6.545 58.790 o -23 3 19 0.005 -3.062 7.128 49.559 o -23 3 20 0.241 -0.934 7.194 48.661 o -22 0 20 4.058 7.832 7.901 39.619 o -22 0 22 25.140 27.044 8.528 25.360 o -22 0 24 0.009 12.628 12.854 15.175 o -22 2 1 0.872 0.218 7.484 44.940 o -22 2 2 10.875 0.009 7.724 40.773 o -22 2 3 0.382 -2.536 8.021 39.142 o -22 2 4 3.912 3.017 6.916 52.081 o -22 2 16 5.798 21.680 12.135 16.547 o -22 2 17 3.452 16.760 7.061 48.104 o -22 2 18 0.409 -0.578 7.047 50.712 o -22 2 19 17.857 31.860 12.065 15.182 o -22 2 20 4.317 2.081 6.615 56.889 o -22 2 21 0.038 1.043 6.510 59.409 o -22 2 22 0.218 -2.413 6.909 52.747 o -22 2 23 0.109 -4.360 13.904 13.026 o -22 4 1 0.496 -1.273 4.323 134.741 o -22 4 2 7.013 10.766 4.448 111.823 o -22 4 3 0.133 2.099 5.858 73.334 o -22 4 4 1.932 4.080 7.161 48.845 o -22 4 5 8.576 10.664 4.206 119.167 o -22 4 6 1.426 0.804 6.240 64.570 o -22 4 7 2.108 -5.255 9.219 29.605 o -22 4 8 0.044 0.313 4.889 105.362 o -22 4 9 7.786 8.338 10.707 21.489 o -22 4 10 4.990 0.571 4.459 123.569 o -22 4 11 0.078 5.843 9.983 25.226 o -22 4 13 5.654 5.820 6.737 53.937 o -22 4 14 0.268 0.110 6.704 56.025 o -22 4 15 1.705 -0.343 6.929 52.399 o -22 4 16 0.032 -3.485 6.956 52.043 o -22 4 17 4.651 -3.452 17.407 8.300 o -21 1 1 4.964 1.324 7.897 40.017 o -21 1 17 3.638 17.590 6.678 53.184 o 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2.040 1.157 6.716 55.681 o -20 2 2 16.420 4.470 11.342 18.678 o -20 2 3 0.383 6.600 10.107 24.591 o -20 2 4 17.464 1.460 9.730 25.042 o -20 2 5 0.065 -4.661 26.242 3.657 o -20 2 14 0.875 -2.898 10.456 23.030 o -20 2 15 2.879 14.181 6.410 58.757 o -20 2 16 6.459 6.497 5.948 67.966 o -20 2 17 16.511 16.609 7.267 39.493 o -20 2 18 2.231 1.438 6.835 53.723 o -20 2 19 2.803 0.224 7.028 50.825 o -20 2 20 0.019 4.854 7.279 47.437 o -20 2 21 4.753 5.234 7.162 48.182 o -20 2 22 3.480 2.058 4.061 149.442 o -20 2 23 3.327 5.444 4.276 132.984 o -20 4 1 16.111 37.338 6.063 43.220 o -20 4 2 0.614 -0.751 4.306 135.791 o -20 4 3 0.108 2.194 4.322 134.635 o -20 4 4 31.561 34.864 7.117 26.983 o -20 4 5 20.822 21.930 14.817 10.603 o -20 4 6 0.029 3.119 3.508 203.941 o -20 4 7 0.006 1.032 3.831 171.489 o -20 4 8 0.000 -1.541 4.461 126.516 o -20 4 9 5.585 1.362 4.672 111.803 o -20 4 10 4.275 6.229 7.320 46.162 o -20 4 11 9.369 8.337 7.730 39.965 o -20 4 12 0.277 -1.405 6.799 54.477 o -20 4 13 1.409 9.232 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3 11 8.322 13.625 4.592 100.095 o 11 3 12 7.592 11.336 6.477 55.858 o 11 3 13 4.907 5.394 3.864 157.793 o 11 3 14 0.605 0.804 3.403 217.061 o 11 3 15 1.023 1.009 3.617 191.867 o 11 5 0 11.303 10.980 3.554 142.741 o 11 5 1 19.389 26.167 4.723 61.337 o 11 5 2 0.000 1.369 3.416 215.603 o 11 5 3 5.814 11.842 4.279 121.316 o 11 5 4 30.000 44.401 6.467 27.897 o 11 5 5 6.648 10.918 4.483 110.907 o 11 5 6 1.423 1.914 4.447 126.674 o 11 5 7 10.793 23.724 5.615 61.943 o 11 5 8 3.834 2.630 4.830 105.818 o 12 0 2 13.398 15.151 15.035 10.767 o 12 0 4 2.432 -1.635 13.705 13.400 o 12 0 8 66.928 61.196 10.044 9.328 o 12 0 10 264.375 356.329 29.390 0.580 o 12 0 12 258.618 229.344 19.760 0.878 o 12 0 14 7.483 17.327 5.973 62.466 o 12 0 16 3.621 9.667 5.235 87.812 o 12 0 18 4.938 1.607 5.526 80.918 o 12 2 0 24.021 25.753 5.272 48.435 o 12 2 1 30.257 26.905 6.085 35.474 o 12 2 3 38.173 23.592 5.363 34.423 o 12 2 4 67.618 72.267 7.295 10.296 o 12 2 5 32.390 43.014 5.460 30.916 o 12 2 6 10.657 13.903 3.729 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57.142 13.294 9.466 o 13 1 8 13.862 72.488 21.981 4.771 o 13 1 9 85.753 127.277 11.863 4.685 o 13 1 10 524.443 794.613 51.178 0.142 o 13 1 11 62.601 68.983 11.360 8.489 o 13 1 12 24.138 29.257 4.528 53.332 o 13 1 13 46.329 45.339 5.325 22.286 o 13 1 14 6.389 6.539 3.760 159.431 o 13 1 15 0.060 2.392 3.527 201.970 o 13 1 16 1.681 2.282 3.574 194.988 o 13 1 17 11.800 7.752 3.825 132.534 o 13 3 0 19.514 15.575 3.567 96.940 o 13 3 1 7.484 6.832 3.278 195.856 o 13 3 2 25.436 29.472 4.687 49.714 o 13 3 3 20.060 74.421 12.016 12.424 o 13 3 4 49.313 58.467 10.378 11.584 o 13 3 5 25.882 80.641 8.451 16.863 o 13 3 6 7.902 18.104 7.199 44.227 o 13 3 7 95.479 121.879 11.592 4.423 o 13 3 8 65.417 106.418 10.510 6.983 o 13 3 9 17.489 33.721 5.926 44.889 o 13 3 10 12.963 19.423 5.344 66.803 o 13 3 11 0.153 2.641 4.438 127.609 o 13 3 12 1.368 1.776 4.247 138.916 o 13 3 13 16.466 6.730 4.462 93.613 o 13 3 14 0.240 1.195 4.235 140.284 o 13 5 0 12.206 14.011 4.050 109.676 o 13 5 1 25.699 36.305 5.524 38.919 o 13 5 2 3.743 9.915 4.148 135.749 o 13 5 3 10.128 5.063 3.942 136.946 o 13 5 4 1.297 1.838 4.199 142.126 o 13 5 5 19.392 16.109 5.110 63.742 o 13 5 6 11.453 17.871 5.216 72.785 o 14 0 2 153.403 153.452 53.092 0.670 o 14 0 4 3.796 -0.901 24.921 4.053 o 14 0 6 3.180 2.545 5.681 77.189 o 14 0 8 21.214 27.263 24.097 4.181 o 14 0 10 270.478 600.040 114.552 0.133 o 14 0 12 29.346 29.092 9.857 19.164 o 14 0 14 2.792 4.133 5.329 87.369 o 14 0 16 4.926 2.618 4.904 101.785 o 14 2 0 40.345 17.633 22.041 4.762 o 14 2 1 43.959 83.916 9.706 11.171 o 14 2 2 13.601 26.107 4.838 69.887 o 14 2 3 14.255 9.846 3.473 135.368 o 14 2 4 68.563 66.754 12.072 7.620 o 14 2 5 255.284 385.659 30.976 0.556 o 14 2 6 2.320 6.036 3.484 199.200 o 14 2 7 71.654 116.978 10.969 5.976 o 14 2 8 7.012 9.790 9.806 25.519 o 14 2 9 0.913 9.180 9.918 25.463 o 14 2 10 12.456 19.870 5.796 59.250 o 14 2 11 14.691 20.920 4.903 71.371 o 14 2 12 15.497 6.733 4.021 111.941 o 14 2 13 11.956 22.568 5.255 67.668 o 14 2 14 58.918 67.644 7.731 11.841 o 14 2 15 0.011 4.064 3.728 180.263 o 14 4 0 0.089 13.008 3.783 166.985 o 14 4 1 5.151 16.950 4.305 115.329 o 14 4 3 0.936 5.984 5.892 71.979 o 14 4 4 0.267 -1.472 4.044 153.964 o 14 4 5 17.573 45.806 6.742 33.766 o 14 4 6 27.245 29.917 5.899 37.891 o 14 4 7 0.501 2.295 4.924 103.657 o 14 4 8 20.185 21.380 5.838 49.352 o 14 4 9 0.947 5.852 5.324 88.019 o 14 4 10 0.613 0.137 5.123 95.904 o 15 1 0 136.564 86.992 53.797 0.726 o 15 1 1 0.125 1.782 12.985 14.933 o 15 1 3 33.935 53.166 26.157 3.361 o 15 1 4 37.672 59.575 18.582 5.909 o 15 1 5 131.472 30.419 31.103 1.865 o 15 1 6 11.493 34.228 15.934 9.381 o 15 1 7 29.546 30.760 10.635 16.902 o 15 1 8 4.743 18.346 4.598 102.443 o 15 1 9 201.708 285.731 19.675 1.008 o 15 1 10 6.032 5.191 5.802 71.980 o 15 1 11 0.633 5.969 3.791 172.466 o 15 1 12 1.152 1.457 3.654 187.675 o 15 1 13 6.552 7.304 3.837 151.910 o 15 1 14 0.752 1.946 3.379 219.544 o 15 1 15 2.386 2.666 3.224 236.607 o 15 1 16 4.321 4.798 5.553 79.584 o 15 3 0 31.565 53.856 6.148 25.534 o 15 3 1 5.211 29.196 11.677 17.569 o 15 3 2 30.925 36.323 5.339 35.298 o 15 3 3 10.259 22.855 4.707 82.528 o 15 3 4 20.115 35.396 5.677 43.686 o 15 3 5 110.322 194.760 23.988 1.876 o 15 3 6 24.484 27.610 6.430 37.361 o 15 3 7 9.479 28.392 8.069 33.544 o 15 3 8 0.517 3.301 4.508 123.425 o 15 3 9 2.209 8.671 4.926 100.600 o 15 3 10 2.988 16.732 5.348 81.508 o 15 3 11 3.194 6.883 5.049 95.825 o 15 3 12 4.259 1.259 4.438 125.152 o 15 3 13 0.015 0.706 5.746 76.265 o 15 5 0 11.236 14.467 5.293 73.885 o 15 5 1 1.276 5.235 4.729 111.277 o 15 5 2 6.468 16.866 5.629 70.662 o 15 5 3 1.344 1.621 5.935 71.323 o 15 5 4 5.599 0.251 4.843 104.778 o 16 0 2 30.620 2.082 24.972 3.926 o 16 0 4 64.592 13.675 16.899 6.692 o 16 0 8 17.184 15.932 16.801 8.579 o 16 0 10 41.158 70.958 30.019 2.504 o 16 0 12 51.930 95.938 11.285 8.262 o 16 0 14 1.982 0.300 4.639 116.561 o 16 2 0 2.168 11.225 10.162 24.134 o 16 2 1 1.633 3.485 4.074 149.863 o 16 2 2 12.709 66.684 10.036 18.191 o 16 2 3 36.665 55.575 17.288 6.756 o 16 2 4 5.426 6.157 3.962 148.264 o 16 2 5 4.731 8.330 4.875 100.051 o 16 2 6 0.432 13.819 4.178 136.775 o 16 2 7 6.331 27.220 5.262 72.452 o 16 2 8 0.737 2.257 4.052 152.794 o 16 2 9 7.929 10.183 10.081 24.067 o 16 2 10 5.386 6.494 4.420 120.697 o 16 2 11 0.551 1.338 4.420 128.731 o 16 2 12 5.377 11.251 5.589 75.413 o 16 2 13 1.743 0.866 4.187 142.943 o 16 2 14 0.030 -0.822 3.867 168.361 o 16 4 0 0.111 0.059 3.764 177.728 o 16 4 1 0.556 10.808 8.453 34.938 o 16 4 2 7.025 18.947 4.972 85.180 o 16 4 4 0.686 13.490 6.592 56.663 o 16 4 5 10.308 15.706 6.387 53.967 o 16 4 6 16.665 40.854 6.621 36.874 o 16 4 7 9.486 9.901 5.437 75.695 o 16 4 8 1.648 4.146 5.406 85.441 o 16 4 9 0.735 7.041 5.660 77.815 o 17 1 1 0.175 2.597 14.198 12.489 o 17 1 2 0.753 -3.147 15.326 10.720 o 17 1 3 0.748 1.141 5.620 79.647 o 17 1 4 4.594 15.549 8.771 31.616 o 17 1 5 20.624 18.338 7.963 31.800 o 17 1 6 11.673 6.320 7.706 39.783 o 17 1 7 16.947 -4.599 15.616 10.115 o 17 1 8 7.154 13.265 5.454 76.024 o 17 1 9 62.202 82.203 9.771 8.830 o 17 1 10 23.440 19.107 6.732 38.938 o 17 1 11 12.613 12.699 10.327 22.277 o 17 1 12 0.664 7.212 4.663 114.105 o 17 1 13 1.594 10.957 5.697 75.510 o 17 1 14 1.431 2.301 3.834 169.956 o 17 3 0 1.897 5.907 4.116 145.042 o 17 3 1 29.905 39.367 5.811 32.502 o 17 3 2 0.005 2.414 3.873 167.627 o 17 3 3 9.191 20.491 4.847 83.358 o 17 3 4 5.590 16.334 5.168 83.724 o 17 3 5 1.282 4.010 4.802 108.286 o 17 3 6 6.774 4.224 4.898 99.168 o 17 3 7 0.810 5.474 4.816 107.518 o 17 3 8 3.294 4.359 4.848 104.750 o 17 3 9 0.001 6.002 4.936 102.674 o 17 3 10 0.851 4.268 5.415 85.416 o 17 3 11 27.068 21.715 9.935 20.264 o 17 5 0 0.530 10.362 4.829 105.376 o 17 5 1 0.000 3.324 4.736 112.015 o 17 5 2 0.002 1.750 4.923 103.826 o 18 0 2 51.469 -0.922 12.619 12.204 o 18 0 4 0.290 0.320 13.268 14.305 o 18 0 8 2.416 2.154 6.122 66.803 o 18 0 10 0.689 0.112 9.506 27.866 o 18 0 12 2.609 4.484 8.120 37.955 o 18 0 14 19.287 9.785 9.185 26.576 o 18 2 1 9.176 8.126 7.958 37.899 o 18 2 2 5.854 5.227 4.479 118.021 o 18 2 3 15.402 27.739 20.019 6.054 o 18 2 4 50.625 80.180 9.729 10.451 o 18 2 5 0.157 1.225 4.504 124.053 o 18 2 6 50.403 62.589 7.803 14.025 o 18 2 7 2.900 5.660 4.501 120.817 o 18 2 8 0.005 7.342 6.032 68.757 o 18 2 9 3.650 14.872 6.543 55.959 o 18 2 10 1.812 3.394 4.908 103.609 o 18 2 11 0.136 1.916 4.232 140.438 o 18 2 12 0.463 5.513 4.453 125.826 o 18 2 13 0.079 -1.317 7.247 47.942 o 18 4 0 0.727 1.267 4.653 116.150 o 18 4 1 3.271 10.341 4.961 97.310 o 18 4 2 1.909 8.575 4.785 106.809 o 18 4 3 0.396 5.188 4.405 128.699 o 18 4 5 0.022 3.683 4.702 113.600 o 18 4 6 1.240 4.399 5.822 73.844 o 18 4 7 2.008 4.641 5.352 86.893 o 19 1 0 4.436 0.976 11.102 20.358 o 19 1 1 6.099 1.503 11.802 17.970 o 19 1 2 19.149 5.652 11.394 18.195 o 19 1 3 4.243 6.750 13.836 13.083 o 19 1 4 21.450 10.714 17.198 8.161 o 19 1 5 0.606 9.821 14.386 12.136 o 19 1 6 31.979 -1.507 10.657 19.112 o 19 1 7 2.489 0.938 4.773 109.796 o 19 1 8 4.645 5.777 5.149 91.513 o 19 1 9 2.835 5.644 4.791 107.057 o 19 1 10 7.673 26.411 12.260 15.932 o 19 1 11 0.637 2.150 3.616 191.801 o 19 1 12 0.335 3.615 3.664 186.471 o 19 1 13 0.421 -0.558 3.516 203.605 o 19 3 0 3.077 23.756 10.008 24.184 o 19 3 1 4.671 9.979 4.871 99.216 o 19 3 2 1.669 2.326 4.463 125.543 o 19 3 3 29.846 74.436 12.297 10.893 o 19 3 4 2.032 1.729 4.767 110.106 o 19 3 5 15.006 12.703 5.246 70.677 o 19 3 6 8.852 8.610 5.186 84.017 o 19 3 7 0.961 0.800 4.880 105.590 o 19 3 8 0.752 3.490 5.089 96.824 o 19 3 9 0.107 0.106 4.935 103.395 o 19 3 10 4.771 6.128 5.457 81.586 o 20 0 2 36.648 8.197 11.908 14.700 o 20 0 4 7.345 14.637 12.504 15.721 o 20 0 6 5.361 -3.940 11.806 18.001 o 20 0 10 11.655 15.791 17.614 7.942 o 20 0 12 7.648 10.137 14.017 12.632 o 20 2 0 0.934 1.641 6.256 64.255 o 20 2 1 0.572 -1.789 7.828 41.094 o 20 2 2 17.553 38.121 26.945 3.358 o 20 2 3 0.001 -0.505 4.325 134.623 o 20 2 5 14.209 8.419 5.298 73.859 o 20 2 6 17.036 25.421 10.677 19.411 o 20 2 7 0.032 3.370 5.465 84.169 o 20 2 8 0.180 0.342 4.868 106.253 o 20 2 9 0.107 -6.570 3.924 163.570 o 20 2 10 3.791 1.291 3.921 160.152 o 20 2 11 9.958 6.385 4.707 99.818 o 20 4 0 0.108 2.636 4.325 134.341 o 20 4 1 0.518 9.467 4.644 114.183 o 20 4 2 0.000 3.578 4.297 135.973 o 20 4 3 12.193 19.668 5.530 64.231 o 20 4 4 2.778 9.496 5.087 93.680 o 20 4 5 3.038 -0.348 4.801 108.488 o 21 1 0 8.737 2.917 7.281 45.903 o 21 1 1 9.148 2.929 6.713 53.497 o 21 1 2 0.122 -2.401 8.719 33.127 o 21 1 3 0.329 5.118 9.827 26.039 o 21 1 4 0.013 2.557 6.921 52.536 o 21 1 5 0.033 -4.212 5.645 79.035 o 21 1 6 1.180 9.014 5.337 86.670 o 21 1 7 0.178 -0.237 4.238 140.192 o 21 1 8 0.446 6.010 4.917 103.237 o 21 1 9 15.518 -4.571 5.949 63.470 o 21 1 10 6.180 5.895 4.261 128.264 o 21 1 11 0.001 5.406 4.172 143.587 o 21 3 0 0.198 -1.649 4.515 123.545 o 21 3 2 26.719 34.386 7.155 29.461 o 21 3 3 50.238 164.384 15.954 4.447 o 21 3 4 0.189 1.994 4.904 104.589 o 21 3 5 0.262 1.498 4.856 106.699 o 21 3 6 3.253 10.245 5.921 69.372 o 21 3 7 3.289 4.626 6.304 62.486 o 21 3 8 0.985 3.783 5.139 94.829 o 22 0 2 4.428 4.734 36.964 1.842 o 22 0 4 20.699 8.635 10.684 20.102 o 22 0 6 0.048 3.231 11.581 18.770 o 22 0 8 1.400 -3.354 5.534 82.119 o 22 0 10 2.116 4.752 4.527 120.789 o 22 2 0 13.180 8.407 14.386 11.859 o 22 2 1 8.966 6.793 6.323 58.975 o 22 2 2 3.937 10.371 6.050 66.135 o 22 2 3 0.125 2.537 4.706 113.518 o 22 2 4 11.700 13.974 19.186 6.727 o 22 2 5 14.994 19.934 18.411 7.194 o 22 2 6 0.062 7.510 5.525 81.804 o 22 2 7 0.566 1.841 4.868 106.086 o 22 2 8 0.187 7.150 5.432 84.620 o 22 2 9 1.255 1.334 5.335 88.267 o 22 4 0 0.161 -0.995 4.509 123.846 o 22 4 1 0.125 2.389 4.546 121.664 o 22 4 2 1.559 1.838 4.620 117.361 o 22 4 3 1.564 2.470 4.808 108.275 o 23 1 0 3.443 -1.683 6.247 64.185 o 23 1 1 0.067 -0.869 9.427 28.334 o 23 1 2 4.442 2.765 11.069 20.452 o 23 1 3 3.894 6.306 11.453 19.069 o 23 1 4 8.293 7.981 7.575 41.930 o 23 1 5 13.183 23.107 18.529 7.110 o 23 1 6 3.282 5.885 5.807 73.189 o 23 1 7 21.841 0.334 5.155 71.566 o 23 1 8 0.643 6.161 5.957 70.475 o 23 1 9 0.418 0.932 3.862 168.717 o 23 1 10 4.547 2.627 4.102 144.450 o 23 3 0 0.001 -5.799 7.451 45.355 o 23 3 1 0.036 0.786 4.563 120.920 o 23 3 2 0.528 3.310 4.618 117.628 o 23 3 3 12.227 13.661 13.306 13.724 o 23 3 4 3.976 6.383 5.094 93.762 o 23 3 5 0.081 0.448 5.458 84.534 o 23 3 6 0.112 -4.240 5.343 88.215 o 24 0 2 22.458 5.344 43.847 1.302 o 24 0 4 2.630 11.115 9.545 27.285 o 24 0 6 0.214 0.924 8.633 33.787 o 24 0 8 3.861 1.832 6.871 52.886 o 24 2 0 8.998 -1.509 7.496 43.700 o 24 2 1 10.392 18.225 14.204 12.076 o 24 2 2 0.023 -1.109 5.087 97.300 o 24 2 3 2.204 5.780 5.319 87.590 o 24 2 4 0.067 0.479 4.621 117.914 o 24 2 5 1.290 1.440 6.051 68.645 o 24 2 6 0.172 -1.824 5.109 96.472 o 24 2 7 0.088 -0.641 5.083 97.449 o 24 2 8 0.036 -0.709 6.167 66.221 o 24 4 0 1.945 4.525 4.913 102.998 o 25 1 0 5.188 8.884 10.630 21.966 o 25 1 1 0.979 6.088 9.931 25.461 o 25 1 2 2.749 2.110 7.887 40.317 o 25 1 3 0.232 -0.991 6.104 67.587 o 25 1 4 51.407 8.321 6.483 25.982 o 25 1 5 3.276 12.656 11.714 18.134 o 25 1 6 2.274 4.744 6.855 53.151 o 25 1 7 16.631 19.139 11.164 18.402 o 25 1 8 1.603 1.602 4.102 148.766 o 25 3 0 0.066 -2.193 3.872 167.928 o 25 3 1 0.778 6.534 4.504 122.356 o 25 3 2 5.537 4.561 7.807 40.591 o 25 3 3 0.796 0.727 14.115 12.638 o 25 3 4 0.012 3.051 6.805 54.334 o 26 0 2 0.338 13.173 21.624 5.376 o 26 0 4 6.172 -2.763 7.528 43.909 o 26 0 6 6.636 -3.876 6.452 59.378 o 26 2 0 0.237 1.265 5.238 91.737 o 26 2 1 0.444 -2.402 6.447 60.585 o 26 2 3 0.010 -0.478 5.077 97.677 o 26 2 4 0.460 2.461 5.010 100.117 o 26 2 5 1.044 1.218 5.265 90.671 o 27 1 0 8.916 -2.408 12.625 15.660 o 27 1 1 0.031 -0.002 5.925 71.728 o 27 1 2 1.766 -2.229 5.523 82.407 o 27 1 3 1.793 -1.560 7.859 40.736 o 27 1 4 7.003 5.835 7.864 39.600 o 27 1 5 1.651 1.605 7.184 48.686 o 27 1 6 11.590 22.729 12.914 14.298 o 27 3 0 0.800 -0.581 5.816 74.432 o 27 3 1 0.293 3.687 4.800 108.901 o 28 0 4 1.719 1.953 5.906 71.926 o 28 2 0 1.081 2.525 6.304 63.203 o 28 2 1 0.913 -2.096 6.074 68.219 o 28 2 2 1.793 1.289 6.403 61.258 o 28 2 3 0.962 4.951 6.434 60.517 o 29 1 0 0.916 -0.769 5.104 96.608 o 29 1 1 4.205 -0.945 5.460 83.589 o 29 1 2 1.056 -6.282 10.395 23.302 o 29 1 3 0.963 0.061 6.984 51.607 o 30 2 0 0.227 0.816 6.280 63.843 o 31 1 0 2.014 -0.118 5.236 91.611 o 31 1 1 0.234 -1.614 6.203 65.449 o ; _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 x,y,z 2 -x,y,-z+1/2 3 -x,-y,-z 4 x,-y,z-1/2 5 x+1/2,y+1/2,z 6 -x+1/2,y+1/2,-z+1/2 7 -x+1/2,-y+1/2,-z 8 x+1/2,-y+1/2,z-1/2 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_refinement_flags_posn O3 O 0.2664(3) 0.3153(10) 0.0809(2) 0.046(2) Uani 1.000000 . O5 O 0.4998(3) 0.7480(10) 0.6357(2) 0.046(3) Uani 1.000000 . C9 C 0.3981(3) 0.3953(10) 0.4917(3) 0.032(3) Uani 1.000000 . C5 C 0.3325(3) 0.2492(10) 0.2966(3) 0.031(3) Uani 1.000000 . O4 O 0.3910(3) 0.0502(9) 0.6384(2) 0.038(2) Uani 1.000000 . N1 N 0.3730(3) 0.4053(9) 0.4172(2) 0.044(3) Uani 1.000000 . H1 H 0.3678(3) 0.5948(9) 0.3937(2) 0.031(8) Uiso 1.000000 R O1 O 0.3570(3) -0.0318(9) 0.3957(2) 0.041(3) Uani 1.000000 . C4 C 0.3463(4) 0.4655(11) 0.2669(3) 0.035(3) Uani 1.000000 . H4 H 0.3739(4) 0.6129(11) 0.3019(3) 0.033(8) Uiso 1.000000 R C6 C 0.2981(4) 0.0664(10) 0.2533(3) 0.031(3) Uani 1.000000 . H6 H 0.2878(4) -0.1117(10) 0.2760(3) 0.049(10) Uiso 1.000000 R C8 C 0.3550(3) 0.1952(9) 0.3735(3) 0.027(2) Uani 1.000000 . C11 C 0.4096(4) 0.2258(11) 0.6043(3) 0.040(3) Uani 1.000000 . C3 C 0.3259(4) 0.5012(11) 0.1937(3) 0.038(2) Uani 1.000000 . H3 H 0.3375(4) 0.6715(11) 0.1699(3) 0.052(10) Uiso 1.000000 R C10 C 0.3829(4) 0.2203(11) 0.5307(3) 0.034(3) Uani 1.000000 . H10 H 0.3506(4) 0.0812(11) 0.5046(3) 0.039(9) Uiso 1.000000 R O2 O 0.2416(3) -0.0380(10) 0.1299(2) 0.046(2) Uani 1.000000 . C7 C 0.2767(4) 0.1070(11) 0.1816(3) 0.037(3) Uani 1.000000 . C14 C 0.4375(4) 0.5766(11) 0.5244(3) 0.043(3) Uani 1.000000 . H14 H 0.4493(4) 0.7159(11) 0.4928(3) 0.030(8) Uiso 1.000000 R C12 C 0.4481(4) 0.4041(10) 0.6390(3) 0.038(3) Uani 1.000000 . H12 H 0.4677(4) 0.4088(10) 0.6974(3) 0.054(11) Uiso 1.000000 R C2 C 0.2917(4) 0.3209(11) 0.1532(3) 0.038(2) Uani 1.000000 . C13 C 0.4617(4) 0.5784(11) 0.5978(3) 0.043(3) Uani 1.000000 . C16 C 0.5184(4) 0.9188(12) 0.5969(3) 0.048(3) Uani 1.000000 . H16a H 0.5523(6) 1.027(4) 0.6339(3) 0.042(9) Uiso 1.000000 GR H16b H 0.5286(10) 0.7981(13) 0.5606(11) 0.11(2) Uiso 1.000000 GR H16c H 0.4887(5) 1.063(3) 0.5663(10) 0.041(9) Uiso 1.000000 GR C15 C 0.4217(5) 0.0128(14) 0.7119(3) 0.046(3) Uani 1.000000 . H15a H 0.4235(11) 0.201(2) 0.7403(3) 0.055(11) Uiso 1.000000 GR H15b H 0.4050(7) -0.145(4) 0.7323(4) 0.058(12) Uiso 1.000000 GR H15c H 0.4604(5) -0.046(6) 0.7199(3) 0.064(15) Uiso 1.000000 GR C1 C 0.2374(5) 0.0761(13) 0.0656(3) 0.065(4) Uani 1.000000 . H1a H 0.1967(5) 0.1206(13) 0.0311(3) 0.078(16) Uiso 1.000000 R H1b H 0.2518(5) -0.0666(13) 0.0373(3) 0.10(2) Uiso 1.000000 R 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 O3 0.083(5) 0.030(2) 0.0087(17) -0.017(2) 0.003(2) -0.0016(13) O5 0.077(8) 0.031(3) 0.015(2) -0.011(3) 0.004(3) -0.001(2) C9 0.069(8) 0.012(3) 0.006(2) -0.011(3) 0.008(3) -0.003(2) C5 0.056(7) 0.014(3) 0.009(3) 0.001(3) 0.000(3) -0.000(2) O4 0.058(7) 0.026(3) 0.015(2) 0.000(3) -0.001(3) 0.0005(19) N1 0.089(8) 0.010(2) 0.009(2) 0.001(3) -0.004(3) 0.0026(17) O1 0.086(7) 0.011(2) 0.018(2) 0.004(3) 0.012(3) 0.0016(18) C4 0.061(8) 0.020(3) 0.010(3) -0.008(3) 0.001(3) -0.003(2) C6 0.059(8) 0.018(3) 0.008(3) -0.005(3) 0.004(3) 0.001(2) C8 0.051(7) 0.008(2) 0.013(3) -0.005(3) 0.006(3) -0.004(2) C11 0.074(9) 0.021(3) 0.013(3) -0.003(4) 0.005(3) 0.002(2) C3 0.070(6) 0.024(2) 0.0069(19) -0.006(2) 0.003(2) -0.0001(15) C10 0.056(8) 0.021(3) 0.020(3) -0.003(3) 0.011(3) 0.002(2) O2 0.083(5) 0.030(2) 0.0087(17) -0.017(2) 0.003(2) -0.0016(13) C7 0.067(9) 0.023(3) 0.007(3) -0.011(3) 0.002(3) -0.000(2) C14 0.086(9) 0.015(3) 0.009(3) 0.002(3) 0.002(4) 0.003(2) C12 0.073(9) 0.019(3) 0.011(3) 0.007(3) 0.006(3) 0.005(2) C2 0.070(6) 0.024(2) 0.0069(19) -0.006(2) 0.003(2) -0.0001(15) C13 0.078(9) 0.024(3) 0.006(3) -0.010(4) -0.002(3) -0.006(2) C16 0.075(9) 0.028(4) 0.021(3) 0.001(4) -0.001(4) -0.004(3) C15 0.080(10) 0.046(4) 0.014(3) -0.006(4) 0.020(4) 0.006(3) C1 0.128(12) 0.044(4) 0.008(3) -0.025(5) 0.014(4) 0.001(3) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source _atom_type_scat_dispersion_source C 0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom H 0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom N 0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom O 0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom loop_ _diffrn_refln_index_h _diffrn_refln_index_k _diffrn_refln_index_l _diffrn_refln_intensity_net _diffrn_refln_intensity_u 0 0 -2 295.16 33.47 0 0 2 329.25 37.05 0 0 -4 6079.72 661.64 0 0 4 6265.89 681.61 0 0 -6 2215.99 243.67 0 0 6 2297.06 252.31 0 0 -8 2351.12 259.8 0 0 8 2386.39 263.11 0 0 -10 1318.19 149.76 0 0 10 1384.99 155.91 0 0 -12 30.74 18.89 0 0 12 19.47 17.51 0 0 -14 869.28 103.44 0 0 14 1008.16 118.16 0 0 -16 13.47 22.83 0 0 16 20.25 22.35 0 0 -18 2097.39 239.02 0 0 18 2402.91 271.97 0 0 -20 12.63 31.33 0 0 20 17.03 29.78 0 0 -22 56.88 34.14 0 0 22 36.9 32.84 0 2 0 2953.91 324.74 0 -2 0 3631.77 397.26 0 2 1 6.94 14.91 0 -2 -1 16.95 11.05 0 2 -1 6.75 12.86 0 -2 1 33.44 10.13 0 2 2 749.1 87 0 -2 -2 907.57 102.84 0 2 -2 900.06 100.29 0 -2 2 928.59 102.99 0 2 3 2198.73 244.05 0 -2 -3 1879.69 208.39 0 2 -3 1677.01 184.51 0 -2 3 2003.55 219.65 0 2 4 461.29 57.72 0 -2 -4 398.38 49.45 0 2 5 407.02 52.73 0 -2 -5 474.35 58.06 0 2 6 781.45 92.56 0 -2 -6 735.67 85.95 0 2 7 58.15 21.43 0 -2 -7 42.93 17.88 0 2 -7 16.45 76.94 0 -2 7 83.63 39.71 0 2 8 70.07 22.17 0 -2 -8 98.11 22.29 0 2 -8 160.72 35.36 0 2 9 66.86 22.65 0 -2 -9 69.87 21.01 0 2 -9 85.65 15.1 0 -2 9 106.6 17.87 0 2 10 136.4 28.32 0 -2 -10 110.65 23.13 0 2 -10 139.93 20.31 0 -2 10 89.86 14.98 0 2 11 120.94 26.51 0 -2 -11 195.18 33.68 0 2 -11 170.7 23.92 0 -2 11 163.27 24.5 0 2 12 17.68 24.56 0 -2 -12 44.53 21.94 0 2 -12 63.72 16.42 0 -2 12 113.88 19.98 0 2 13 263.86 43.34 0 -2 -13 260.33 41.25 0 2 -13 327.22 42.14 0 -2 13 214.92 30.24 0 2 14 44 24.1 0 -2 -14 26.82 19.65 0 2 -14 28.3 16.94 0 -2 14 40.21 15.63 0 2 15 1474.32 171.15 0 -2 -15 1531.38 178.43 0 2 -15 1357.98 152.46 0 -2 15 1333.2 149.69 0 2 16 63.34 29.1 0 -2 -16 23.62 24.64 0 2 -16 43.89 17.11 0 -2 16 21.61 18.24 0 2 17 23.58 27.49 0 -2 -17 39.84 25.82 0 2 -17 52 19.65 0 -2 17 44.6 18.42 0 2 18 -5.73 25.66 0 -2 -18 -12.69 25.28 0 2 -18 20.28 19.52 0 2 19 1.33 25.79 0 -2 -19 23.35 28.7 0 2 -19 6.77 20.67 0 2 20 11.99 29.86 0 -2 -20 27.81 32.11 0 2 -20 22.73 23.21 0 -2 20 4.05 20.85 0 2 21 -9.1 29.02 0 -2 -21 76.57 37.69 0 2 -21 18.62 24.16 0 -2 21 -3.8 22 0 4 1 7.23 26.97 0 -4 -1 4.56 17.73 0 4 -1 70.39 30.71 0 -4 1 24.47 18.53 0 4 2 397.93 58.67 0 -4 -2 509.56 65.06 0 4 -2 524.27 69.07 0 -4 2 440.12 56.09 0 4 3 155.46 38.49 0 -4 -3 150.06 30.46 0 4 -3 144.43 30.07 0 -4 3 147.51 24.88 0 4 4 15.85 31.39 0 -4 -4 69.55 23.83 0 4 -4 120.64 26.81 0 -4 4 32.46 15.13 0 4 5 78 35.44 0 -4 -5 95.56 26.11 0 4 -5 70.91 21.69 0 -4 5 76.72 16.96 0 4 6 61.41 36.61 0 -4 -6 35.63 25.89 0 4 -6 26.74 19.11 0 -4 6 26.48 14.71 0 4 7 116.96 43.46 0 -4 -7 80.47 25.32 0 4 8 108.62 44.91 0 -4 -8 68.24 25.29 0 4 9 151.34 47.76 0 -4 -9 131.37 31.75 0 4 10 -1.36 38.15 0 -4 -10 -5.74 23.32 0 4 11 435.62 70.44 0 -4 -11 691.3 88.65 0 4 12 790.46 106.37 0 -4 -12 791.96 99.31 0 4 13 68.96 34.7 0 -4 -13 56.52 27.14 0 4 -13 2.27 28.82 0 4 14 29.15 38.39 0 -4 -14 -14.8 25.94 0 4 -14 -3.73 19.74 0 -4 14 70.02 19.74 0 4 15 -4.21 41.51 0 -4 -15 22.14 30.02 0 4 -15 12.27 13.83 0 -4 15 23.22 17.26 0 4 16 22.69 43.14 0 -4 -16 -7.43 29.04 0 4 -16 1.07 14.01 0 -4 16 -7.38 14.48 0 4 17 -15.01 38.78 0 4 -17 2.47 13.9 0 -4 17 38.42 17.24 0 6 1 33.1 43.79 0 -6 -1 126.19 31.54 0 6 -1 129.42 45.68 0 -6 1 123.49 28.22 0 6 2 33.41 45.78 0 -6 -2 46.85 26.56 0 6 -2 49.3 35.78 0 -6 2 32.72 21.77 0 6 3 32.14 48.67 0 -6 -3 36.9 27.09 0 6 -3 -6.33 30.92 0 -6 3 43.04 20.79 0 6 4 -27.69 48.4 0 -6 -4 9.39 26.42 0 6 -4 -7.48 30.05 0 -6 4 -6.07 18.95 0 -6 -5 19.33 30.33 -1 1 23 4.56 33.71 1 -1 -23 33.94 36.9 1 1 -22 13.47 28.45 -1 -1 22 -11.24 25.82 -1 1 22 51.4 33.71 1 -1 -22 43.01 34.22 1 1 -21 17.18 25.19 -1 -1 21 -1.35 24.01 -1 1 21 22.18 33.42 1 -1 -21 36.44 32.35 1 1 -20 32.47 22.41 -1 -1 20 39.78 25.96 -1 1 20 23.29 29.56 1 -1 -20 47.23 28.77 1 1 -19 0.25 21.78 -1 -1 19 13.07 21.76 -1 1 19 -3.58 30.54 1 -1 -19 33.19 29.98 1 1 -18 133.62 29.37 -1 -1 18 121.69 28.9 -1 1 18 100.14 37.03 1 -1 -18 112.9 36.7 1 1 -17 114.93 27.43 -1 -1 17 165.52 30.01 -1 1 17 183.16 40.96 1 -1 -17 174.83 36.72 1 1 -16 37.8 19.64 -1 -1 16 67.62 21.15 -1 1 16 85.73 29.6 1 -1 -16 49.57 25.63 1 1 -15 9.84 15.55 -1 -1 15 7.61 15.58 -1 1 15 11.61 21.22 1 -1 -15 7.49 21.54 1 1 -14 17.15 14.79 -1 -1 14 15.94 14.52 -1 1 14 39.04 22.59 1 -1 -14 -9.36 20.5 1 1 -13 265.36 35.88 -1 -1 13 292.54 38.06 -1 1 13 321.97 46 1 -1 -13 292.46 43.42 1 1 -12 56.22 16 -1 -1 12 101.27 19.09 -1 1 12 81.97 25.25 1 -1 -12 92.93 25.36 1 1 -11 381.64 46.68 -1 -1 11 365.8 44.89 -1 1 11 343.74 47.49 1 -1 -11 315.66 43.78 1 1 -10 151.71 23.34 -1 -1 10 135.5 20.94 -1 1 10 135.95 27.6 1 -1 -10 167.92 30.34 1 1 -9 2384.14 262.06 -1 -1 9 2241.52 246.15 -1 1 9 2134.17 237.74 1 -1 -9 2053.85 229.41 1 1 -8 20.88 9.65 -1 -1 8 17.03 8.34 -1 1 8 20.82 16.73 1 1 -7 1043.44 115.53 -1 -1 7 1044.94 115.38 -1 1 7 1168.05 132.57 1 -1 -7 1122.26 127.32 1 1 -6 2264.04 247.28 -1 -1 6 2237.77 244.27 -1 1 6 2605.59 287.28 1 -1 -6 2305.32 254.55 1 1 -5 250.58 28.49 -1 -1 5 282.25 32.16 -1 1 5 357.02 44.76 1 -1 -5 319.71 39.88 1 1 -4 1188.32 129.79 -1 -1 4 1159.05 126.57 1 -1 -4 1334.7 148.26 -1 1 3 162.52 23.44 1 -1 -3 205.99 27.02 1 1 -2 4317.13 469.62 -1 -1 2 4293.11 467.07 -1 1 2 3420.08 374.06 1 -1 -2 3847.96 420.15 1 1 -1 188.57 21.86 -1 -1 1 210.49 24.23 -1 1 1 169.2 22.64 1 -1 -1 207.64 25.9 1 1 0 379.09 42.82 -1 -1 0 411.45 46.33 -1 1 0 368.73 42.05 1 -1 0 474.05 53.34 1 1 1 2005.8 219.42 -1 -1 -1 1929.24 211.09 1 1 2 103.74 15.59 -1 -1 -2 110.73 16.04 1 1 3 276.62 33.94 -1 -1 -3 296.52 35.96 1 1 4 204.71 27.2 -1 -1 -4 207.64 27.27 1 -1 4 152.08 22.56 1 1 5 11.9 11.15 -1 -1 -5 8.58 11.15 -1 1 -5 27.87 12.36 1 1 6 24.46 13.92 -1 -1 -6 2.04 12.12 -1 1 -6 4.53 8.5 1 1 7 27.26 14.82 -1 -1 -7 13.9 13.23 1 -1 7 4.05 7.93 1 1 8 83.55 20.7 -1 -1 -8 63.67 19.39 -1 1 -8 99.09 17.13 1 -1 8 83.78 14.5 1 1 9 1257.39 142.93 -1 -1 -9 1288.16 146.61 -1 1 -9 1319.69 147.29 1 -1 9 1166.55 130.02 1 1 10 13.98 16.72 -1 -1 -10 8.21 17.09 -1 1 -10 48.38 15.63 1 -1 10 71.11 15.67 1 1 11 275.19 40.79 -1 -1 -11 283.9 41.93 -1 1 -11 303.5 39.13 1 -1 11 358.29 46.25 1 1 12 1694.27 191.5 -1 -1 -12 1368.48 156.96 -1 1 -12 1652.24 184.06 1 -1 12 1486.33 166.05 1 1 13 851.27 101.64 -1 -1 -13 806.23 96.99 -1 1 -13 834.75 96.76 1 -1 13 663.52 78.3 1 1 14 51.33 24.15 -1 -1 -14 51.47 23.55 1 -1 14 56.7 20.61 1 1 15 284.13 46.93 -1 -1 -15 384.42 55.05 -1 1 -15 278.57 40.22 1 -1 15 303.8 42.78 1 1 16 58.17 27.85 -1 -1 -16 49.04 25.78 -1 1 -16 83.32 23.7 1 -1 16 7.75 18.4 1 1 17 155.39 38.67 -1 -1 -17 132.57 35.25 -1 1 -17 151.93 30.95 1 -1 17 162.22 30.88 1 1 18 1047.2 128.29 -1 -1 -18 948.11 116.96 -1 1 -18 923.33 109.67 1 -1 18 996.15 117.48 1 1 19 7.77 29.76 -1 1 -19 43.19 24.71 1 -1 19 27.01 22.11 1 1 20 0.34 28.33 -1 -1 -20 -5.57 31.33 -1 1 -20 41.51 26.35 1 -1 20 1.15 24.22 1 1 21 -5.88 27.77 -1 -1 -21 64.1 37.35 -1 1 -21 -0.33 23.2 1 -1 21 12.35 26.15 1 1 22 103.74 38.04 -1 -1 -22 171.08 46.32 -1 1 -22 102.62 32.99 1 -1 22 65.75 29.88 1 3 -20 47.23 23.79 -1 -3 20 56.86 23.77 -1 3 20 64.87 41.35 1 -3 -20 62.52 34.42 1 3 -19 94.36 21.44 -1 -3 19 101.04 25.24 -1 3 19 116.58 46.08 1 -3 -19 58.43 35.68 1 3 -18 7.96 19.41 -1 -3 18 41.1 19.55 -1 3 18 47.89 39.32 1 -3 -18 6.46 30.92 1 3 -17 123.34 23.93 -1 -3 17 67.36 19.68 -1 3 17 97.44 40.08 1 -3 -17 123.41 36.12 1 3 -16 167.25 26.57 -1 -3 16 237.82 32.32 -1 3 16 210.19 45.24 1 -3 -16 186.92 40.57 -1 -3 15 18.11 13.4 -1 3 15 22.98 31.91 1 -3 -15 10.37 24.32 1 3 -14 141.06 24.1 -1 -3 14 104.12 17.7 -1 3 14 41.44 32.41 1 -3 -14 70.5 26.58 1 3 -13 364.75 43.13 -1 -3 13 349.59 41.88 -1 3 13 354.24 57.32 1 -3 -13 307.1 47.48 1 3 -12 1274.64 141.66 -1 -3 12 1508.11 167.62 -1 3 12 1202.58 143.61 1 -3 -12 1033.68 121.46 1 3 -11 360.4 45.88 -1 -3 11 358.14 44.84 -1 3 11 319.86 53.14 1 -3 -11 296.22 43.99 1 3 -10 77.24 55.75 -1 -3 10 18.54 22.14 -1 3 10 76.79 31.44 1 -3 -10 42.22 19.17 -1 3 9 424.66 63.2 1 -3 -9 291.41 42.04 -1 3 8 60.79 29.41 1 -3 -8 11.17 17.51 -1 3 7 662.99 87.68 1 -3 -7 544.47 68.48 1 3 -6 603.62 68.66 -1 3 6 463.99 67.36 1 -3 -6 778.45 92.41 1 3 -5 2848.07 312.06 -1 -3 5 2894.6 316.71 -1 3 5 3309.73 369.1 1 -3 -5 2820.29 312.81 1 3 -4 56.85 16.6 -1 3 4 15.93 26.67 1 -3 -4 36.45 19.53 1 3 -3 120.94 24.04 -1 -3 3 122.21 20.7 -1 3 3 70.09 29.51 1 -3 -3 161.24 29.38 -1 -3 2 622.01 74.17 -1 3 2 513.24 69.17 1 -3 -2 783.7 92.56 1 3 -1 7.33 18.04 -1 -3 1 17.3 14.43 1 -3 -1 47.96 18.66 1 3 0 44.02 20.42 -1 -3 0 72.18 18.71 -1 3 0 58.79 25.34 -1 -3 -1 148.79 25.3 -1 3 -1 182.86 31.6 1 -3 1 181.96 26.37 1 3 2 447.18 58.13 -1 -3 -2 486.51 59.95 -1 3 -2 436.07 54.61 1 -3 2 445.15 53.51 1 3 3 495.29 63.9 -1 -3 -3 449.13 56.18 1 -3 3 473.67 56.51 1 3 4 177.53 33.3 -1 -3 -4 107.27 23.14 -1 3 -4 108.7 21.67 1 -3 4 77.92 17.47 1 3 5 1703.28 193.6 -1 -3 -5 1193.57 136.25 1 3 6 301.85 44.76 -1 -3 -6 266.34 39.34 1 3 7 180.08 32.94 -1 -3 -7 120.19 25.07 1 3 8 60.56 24.7 -1 -3 -8 20.91 16.65 1 3 9 56.53 24.26 -1 -3 -9 106.22 24.25 1 3 10 204.11 38.55 -1 -3 -10 228.21 36 -1 3 -10 42.21 61.75 1 3 11 14.1 20.33 -1 -3 -11 13.95 16.59 -1 3 -11 -5.89 20.82 1 -3 11 63.07 25.81 1 3 12 607.15 78.9 -1 -3 -12 590.33 74.08 -1 3 -12 513.76 64.72 1 -3 12 413.4 53.25 1 3 13 3788.66 421.58 -1 -3 -13 3678.32 407.84 -1 3 -13 4820.09 530.43 1 -3 13 4573.12 500.78 1 3 14 100.82 34.19 -1 -3 -14 193.9 38 -1 3 -14 240.22 33.86 1 -3 14 233.16 31.83 1 3 15 148.94 38.7 -1 -3 -15 169.2 37.36 -1 3 -15 129.57 24.37 1 -3 15 143.31 23.77 1 3 16 32.59 30.32 -1 -3 -16 26.08 26.09 -1 3 -16 38.32 19.4 1 -3 16 55.45 18.02 1 3 17 173.48 44.63 -1 -3 -17 159.44 39.71 -1 3 -17 230.39 34.94 1 -3 17 214.84 31.99 1 3 18 13.08 35.59 -1 -3 -18 11.92 29.7 -1 3 -18 27 20.1 1 -3 18 42.83 19.87 1 3 19 -7.95 34.28 -1 -3 -19 10.74 29.43 -1 3 -19 44.87 24.98 1 -3 19 32.26 21.6 -1 -3 -20 6.67 33.99 -1 5 13 28.6 50.25 1 -5 -13 1.67 30.95 -1 5 12 -8.12 46.26 1 -5 -12 1.5 31.21 -1 5 11 33.11 53.49 1 -5 -11 31.04 30.97 -1 5 10 125.44 62.74 1 -5 -10 100.74 38.11 1 5 -9 29.05 21.28 -1 5 9 -3.04 52.98 1 -5 -9 68.38 31.99 1 5 -8 78.97 26.12 -1 -5 8 42.13 17.9 -1 5 8 91.36 53.67 1 5 -7 -3.16 23.66 -1 -5 7 4.82 16.91 -1 5 7 132.27 59.18 1 -5 -7 41.09 23.82 1 5 -6 7.69 22.11 -1 -5 6 8.37 17.54 -1 5 6 14.98 45.31 1 -5 -6 7.03 22.07 1 5 -5 12.73 21.96 -1 -5 5 22.36 18.29 -1 5 5 -10.66 39.72 1 -5 -5 5.34 22.23 1 5 -3 43.05 31.63 -1 -5 3 53.45 20.14 -1 5 3 108.92 44.72 1 -5 -3 63.49 26.05 1 5 -2 897.81 109.75 -1 -5 2 1041.19 121.91 -1 5 2 872.28 113.88 1 5 -1 74.72 32.4 -1 -5 1 26.77 21.84 -1 5 1 -3.18 34.5 1 -5 -1 51.32 23.33 1 5 0 382.09 58.15 -1 -5 0 640.33 79.42 -1 5 0 645.06 88.88 1 -5 0 487.71 64 1 5 1 79.65 34.2 -1 -5 -1 103.74 26.89 -1 5 -1 66.52 34.09 1 -5 1 134.67 29.7 1 5 2 18.14 30.49 -1 -5 -2 4.88 20.8 -1 5 -2 -3.7 28.78 1 -5 2 30.53 21.18 -1 -5 -3 372.78 52.71 -1 5 -3 290.74 48.33 1 -5 3 278.8 43.61 1 5 4 23.19 36.46 -1 -5 -4 42.82 23.46 -1 5 -4 26.03 29.24 1 -5 4 44.45 21.33 1 5 5 166.87 49.76 -1 5 -5 157.64 35.72 1 -5 5 109.07 26.36 1 5 6 4.47 38.31 -1 -5 -6 8.87 20.44 -1 5 -6 26.66 22.58 1 5 7 10.13 40.76 -1 -5 -7 -11.91 21.24 -1 5 -7 -17.84 25.28 1 -5 7 28.55 19.1 1 5 8 112.68 50.21 -1 -5 -8 133.47 33.44 1 5 9 15.23 40.76 -1 -5 -9 1.37 26.24 1 5 10 285.41 63.16 -1 -5 -10 349.74 58.96 1 5 11 42.12 42.3 -1 -5 -11 46.57 28.98 1 5 12 95.19 45.96 -1 -5 -12 51.62 32.66 1 5 13 26.22 39.04 -1 -5 -13 46.13 35.79 -2 0 22 109 40.06 2 0 -22 156.74 42.54 -2 0 20 524.72 74.27 2 0 -20 459.71 66.52 -2 0 18 465.94 63.92 2 0 -18 538.01 71.34 -2 0 16 1939 218.9 2 0 -16 1878.19 213.12 -2 0 14 73.31 24.46 2 0 -14 41.32 21.33 -2 0 12 738.37 87.68 2 0 -12 987.89 114.78 -2 0 10 803.22 93.16 2 0 -10 837.01 97.96 -2 0 8 31.35 14.26 2 0 -8 29.43 13.5 -2 0 6 278.65 34.61 2 0 -6 327.15 39.47 -2 0 4 84.45 14.18 2 0 -4 118.91 17.08 -2 0 2 650.39 72.28 2 0 -2 601.74 67.18 -2 0 -2 3809.68 414.82 2 0 2 3807.42 414.37 -2 0 -4 2959.17 323.39 2 0 4 3015.46 329.32 -2 0 -6 398.98 47.64 2 0 6 301.02 36.43 -2 0 -8 7475.98 815.23 2 0 8 7426.43 809.23 -2 0 -10 1120.01 128.37 2 0 10 1026.93 117.18 -2 0 -12 364.82 48.47 2 0 12 252.52 37.56 -2 0 -14 21.12 20.1 2 0 14 16.54 18.64 -2 0 -16 349.22 51.24 2 0 16 353.94 51.44 -2 0 -18 195.85 39.16 2 0 18 198.18 40.71 -2 0 -20 -3.37 30.63 2 0 20 11.1 28.73 -2 0 -22 51.98 33.19 2 0 22 63.54 32.16 2 2 -22 51.46 28.64 -2 -2 22 -7.03 22.19 -2 2 22 2.61 35.51 2 -2 -22 -15.67 31.57 -2 -2 21 15.85 22.3 -2 2 21 15.1 31.85 2 -2 -21 11.03 34.32 2 2 -20 9.9 19.52 -2 2 20 53.71 32.67 2 -2 -20 11.81 31.6 2 2 -19 70.6 23.48 -2 -2 19 60.84 21.81 -2 2 19 48.69 31.1 2 2 -18 9.37 16.89 -2 -2 18 24.93 17.63 -2 2 18 2.02 26.84 2 -2 -18 -12.6 27.24 2 2 -17 28.5 17.35 -2 2 17 25.64 28.74 2 -2 -17 20.54 26.41 2 2 -16 2965.92 327.07 -2 -2 16 2923.88 321.74 -2 2 16 3046.99 342.09 2 -2 -16 2471.23 278.87 2 2 -15 512.71 61.52 -2 -2 15 535.84 63.23 -2 2 15 591.23 78.37 2 -2 -15 551.15 72.75 2 2 -14 1996.79 220.78 -2 -2 14 2044.09 225.58 -2 2 14 2250.53 255.83 2 -2 -14 2110.15 238.72 2 2 -13 8.03 11.01 -2 -2 13 4.26 10.28 -2 2 13 18.03 27.17 2 -2 -13 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101.12 25 -1 6 3.2 22.11 25 1 7 159.96 34.59 -25 -1 -7 -93.01 86.55 -25 1 -7 51.65 97.36 25 -1 7 39.38 30.32 25 1 8 22.34 22.33 -25 -1 -8 -35.81 93.31 -25 1 -8 -16.06 128.97 25 -1 8 4.62 27.96 -25 3 19 27.66 56.44 25 -3 -19 -5 29.85 -25 3 18 27.44 53.34 25 -3 -18 28.02 34.2 -25 3 17 13.32 55.69 25 3 -7 -8.55 22.85 -25 -3 7 -28.78 43.94 25 3 -6 2.31 23.59 -25 -3 6 -20.87 44.57 25 3 -5 8.29 33.58 -25 -3 5 21.22 62.28 25 3 -4 4.86 25.64 -25 -3 4 -8.6 62.03 25 3 -3 2.56 23.92 -25 -3 3 -9.35 59.81 25 3 -2 -11.58 20.06 -25 -3 2 -9.06 61.14 25 3 -1 26.75 20.33 -25 -3 1 10.82 58.8 25 3 0 -1.82 16.74 -25 -3 0 -33.64 56.52 25 3 1 28.99 19.31 -25 -3 -1 19.86 73.15 25 3 2 34.02 20.36 -25 -3 -2 -30.7 66.81 25 3 3 31.36 21.99 -25 -3 -3 -85.65 68.78 25 3 4 28.09 22.88 -25 -3 -4 -28.32 60.69 -26 0 -2 54.6 89.63 -26 0 -4 22.69 112.83 26 0 4 -21.28 32.47 -26 0 -6 -54.17 121.91 26 0 6 -7.5 27.41 -26 2 21 29.68 49.71 26 -2 -21 19.71 40.12 -26 2 20 6.16 47.83 26 -2 -20 68.93 36.72 -26 2 19 -20.52 47.01 -26 -2 4 -19.63 60.65 26 2 -3 9.88 33.4 -26 -2 3 36.57 71.94 26 2 -2 -8.91 30.59 -26 -2 2 11.47 69.35 26 2 -1 5.71 31.89 -26 -2 1 -37.5 68.1 26 2 0 8.18 23.77 -26 -2 0 -1.34 53.33 26 2 1 -10.08 28.84 -26 -2 -1 -9.65 71.03 26 2 3 -1.93 22.06 -26 -2 -3 -2.15 70.21 26 2 4 12.66 21.77 -26 -2 -4 2.39 69.2 26 2 5 4.59 22.96 -26 -2 -5 6.46 70.27 26 4 -10 -22.88 26.08 -26 -4 10 3.79 37.38 26 4 -9 14.34 26.37 -26 -4 9 -15.7 37.86 26 4 -8 48 31.7 -26 -4 8 31.31 54.95 26 4 -7 -1.71 22.05 -26 -4 7 -10 43.6 26 4 -6 6.1 20 -26 -4 6 -9.37 52.09 26 4 -5 18 20.41 -26 -4 5 3.61 56.09 -27 1 22 11.88 48.37 -27 -1 1 30.35 56.29 -27 -1 0 -9.98 52.33 27 1 1 10.49 26.03 -27 -1 -1 -29.89 74.11 27 1 2 -1.52 25.04 -27 -1 -2 -26.65 56.49 27 1 3 13.42 35.61 -27 -1 -3 -51.49 80.62 27 1 4 40.3 35.53 -27 -1 -4 -12.96 81.9 27 1 5 4.5 32.04 -27 -1 -5 12.07 80.7 27 1 6 139.25 35.96 -27 -1 -6 -1.28 101.49 -27 1 -6 7.65 128.07 27 3 -7 8.66 28.38 -27 -3 7 -19.12 54.9 27 3 -6 1.47 21.26 -27 -3 6 24.12 43.91 27 3 -5 8.1 30.21 -27 -3 5 -2.29 55.18 27 3 -4 2.33 29.86 -27 -3 4 -9.11 45.67 27 3 -3 9.47 22.33 -27 -3 3 33.31 62.17 27 3 -2 14.62 27.92 -27 -3 2 -9.49 58.74 27 3 -1 6.8 18.96 -27 -3 1 -34.8 60.98 27 3 0 7.7 19.14 -27 -3 0 -40.51 72.13 27 3 1 7.57 20.59 -27 -3 -1 44.25 77.32 -28 0 -4 -1.84 109.15 28 0 4 10.38 25.12 -28 -2 4 -25.18 49.78 28 2 -3 -12.81 21.09 -28 -2 3 -11.28 47.68 28 2 -2 -5.07 21.2 -28 -2 2 -13.32 48.42 28 2 -1 36.42 31.47 -28 -2 1 38.07 68.75 28 2 0 5.01 30.27 -28 -2 0 19.8 51.77 28 2 1 -19.12 28.07 -28 -2 -1 12.48 56.95 28 2 2 5.61 28.93 -28 -2 -2 4.73 66.7 28 2 3 20.52 26.67 -29 -1 1 -22.72 51.48 29 1 0 -8.39 23.36 -29 -1 0 7.93 49.89 29 1 1 -9.32 23.91 -29 -1 -1 11.93 70.14 29 1 2 0.52 31.96 -29 -1 -2 -85.65 71.74 29 1 3 -5.49 33.64 -29 -1 -3 9.95 56.83 -29 -3 7 4.97 60.77 29 3 -6 2.38 26.79 -29 -3 6 39.9 58.5 29 3 -5 7.63 27.05 -29 -3 5 -16.18 61.67 29 3 -4 -2.33 21.08 -29 -3 4 -24.7 46.56 29 3 -3 2.64 30.03 -29 -3 3 10.24 65.83 -30 -2 4 16.82 61.17 30 2 -3 -7.19 26.5 -30 -2 3 -2.78 46.07 30 2 -2 8.02 20.22 -30 -2 2 -22.93 64.86 30 2 -1 -9.7 28.16 -30 -2 1 9.95 50.93 30 2 0 2.1 30.17 -30 -2 0 5.57 51.48 -31 -1 1 -17.69 54.63 31 1 0 -4.49 23.89 -31 -1 0 8.2 51.92 31 1 1 -6.69 25.71 -32 -2 4 11.83 69.19 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 C1 O3 C2 104.8(5) . . C16 O5 C13 116.9(5) . . C10 C9 N1 121.5(6) . . C14 C9 N1 117.0(6) . . C14 C9 C10 121.5(5) . . C6 C5 C4 119.4(5) . . C8 C5 C4 123.2(5) . . C8 C5 C6 117.3(5) . . C15 O4 C11 115.9(7) . . H1 N1 C9 116.9(3) . . C8 N1 C9 126.3(5) . . C8 N1 H1 116.9(3) . . H4 C4 C5 119.4(3) . . C3 C4 C5 121.2(6) . . C3 C4 H4 119.4(4) . . H6 C6 C5 120.4(3) . . C7 C6 C5 119.3(6) . . C7 C6 H6 120.4(4) . . N1 C8 C5 117.4(4) . . O1 C8 C5 120.7(5) . . O1 C8 N1 121.9(5) . . C10 C11 O4 113.4(6) . . C12 C11 O4 123.4(5) . . C12 C11 C10 123.0(6) . . H3 C3 C4 121.2(4) . . C2 C3 C4 117.5(6) . . C2 C3 H3 121.2(3) . . C11 C10 C9 117.6(7) . . H10 C10 C9 121.2(4) . . H10 C10 C11 121.2(4) . . C1 O2 C7 106.2(6) . . O2 C7 C6 129.8(6) . . C2 C7 C6 120.2(6) . . C2 C7 O2 110.0(5) . . H14 C14 C9 120.9(3) . . C13 C14 C9 118.2(6) . . C13 C14 H14 120.9(5) . . H12 C12 C11 121.4(3) . . C13 C12 C11 117.3(5) . . C13 C12 H12 121.4(4) . . C3 C2 O3 128.0(6) . . C7 C2 O3 109.7(6) . . C7 C2 C3 122.3(5) . . C14 C13 O5 123.9(7) . . C12 C13 O5 113.8(5) . . C12 C13 C14 122.3(7) . . H16a C16 O5 109.5 . . H16b C16 O5 109.5 . . H16b C16 H16a 109.5 . . H16c C16 O5 109.5 . . H16c C16 H16a 109.5 . . H16c C16 H16b 109.5 . . H15a C15 O4 109.5 . . H15b C15 O4 109.5 . . H15b C15 H15a 109.5 . . H15c C15 O4 109.5 . . H15c C15 H15a 109.5 . . H15c C15 H15b 109.5 . . O2 C1 O3 108.7(5) . . H1a C1 O3 109.9(5) . . H1a C1 O2 109.9(6) . . H1b C1 O3 109.9(6) . . H1b C1 O2 109.9(5) . . H1b C1 H1a 108.3 . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 O3 C2 1.343(6) . O3 C1 1.389(9) . O5 C13 1.324(9) . O5 C16 1.399(11) . C9 N1 1.383(6) . C9 C10 1.358(9) . C9 C14 1.361(10) . C5 C4 1.357(8) . C5 C6 1.345(8) . C5 C8 1.448(7) . O4 C11 1.345(10) . O4 C15 1.395(7) . N1 H1 1.0270 . N1 C8 1.316(6) . O1 C8 1.193(6) . C4 H4 1.0830 . C4 C3 1.369(7) . C6 H6 1.0830 . C6 C7 1.342(7) . C11 C10 1.368(7) . C11 C12 1.343(10) . C3 H3 1.0830 . C3 C2 1.314(9) . C10 H10 1.0830 . O2 C7 1.314(8) . O2 C1 1.383(8) . C7 C2 1.350(9) . C14 H14 1.0830 . C14 C13 1.360(7) . C12 H12 1.0830 . C12 C13 1.361(9) . C16 H16a 1.0770 . C16 H16b 1.0770 . C16 H16c 1.0770 . C15 H15a 1.0770 . C15 H15b 1.0770 . C15 H15c 1.0770 . C1 H1a 1.0910 . C1 H1b 1.0910 . 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 O3 C2 C3 C4 179.4(10) . . . . O3 C2 C7 C6 178.0(7) . . . . O3 C2 C7 O2 -0.8(9) . . . . O3 C1 O2 C7 -7.4(10) . . . . O5 C13 C14 C9 -178.8(9) . . . . O5 C13 C12 C11 179.9(8) . . . . C9 N1 C8 C5 -176.5(10) . . . . C9 N1 C8 O1 3.6(12) . . . . C9 C10 C11 O4 178.6(7) . . . . C9 C10 C11 C12 3.3(9) . . . . C9 C14 C13 C12 0.7(10) . . . . C5 C4 C3 C2 1.3(10) . . . . C5 C6 C7 O2 -177.8(8) . . . . C5 C6 C7 C2 3.7(10) . . . . O4 C11 C12 C13 -177.2(8) . . . . C4 C3 C2 C7 -0.0(11) . . . . C6 C7 O2 C1 -173.6(11) . . . . C6 C7 C2 C3 -2.5(11) . . . . C11 C12 C13 C14 0.3(10) . . . . C3 C2 C7 O2 178.8(10) . . . . loop_ _audit_support.id _audit_support.funding_organization _audit_support.funding_organization_doi _audit_support.award_type _audit_support.award_number _audit_support.award_recipient 1 'Narodowe Centrum Nauki' https://ror.org/03ha2q922 OPUS 2020/39/I/ST4/02904 'P. M. Dominiak'