# Electronic Supplementary Material (ESI) for RSC Advances. # This journal is © The Royal Society of Chemistry 2021 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_cu_20191217LI_ZHUWUSUO_ELL5_0m_a _database_code_depnum_ccdc_archive 'CCDC 2010124' loop_ _audit_author_name _audit_author_address 'Yu Chen' ;Institute of Botany, Jiangsu Province and Chinese Academy of Sciences China ; _audit_update_record ; 2020-06-16 deposited with the CCDC. 2021-01-07 downloaded from the CCDC. ; _audit_creation_method SHELXL-2018/3 _shelx_SHELXL_version_number 2018/3 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H42 O9' _chemical_formula_weight 642.71 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 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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system triclinic _space_group_IT_number 1 _space_group_name_H-M_alt 'P 1' _space_group_name_Hall 'P 1' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; loop_ _space_group_symop_operation_xyz 'x, y, z' _cell_length_a 9.1400(4) _cell_length_b 9.3542(4) _cell_length_c 10.6916(5) _cell_angle_alpha 104.278(2) _cell_angle_beta 90.570(2) _cell_angle_gamma 91.630(2) _cell_volume 885.37(7) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4866 _cell_measurement_theta_min 4.27 _cell_measurement_theta_max 68.18 _exptl_crystal_description block _exptl_crystal_colour ? _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_density_diffrn 1.205 _exptl_crystal_F_000 342 _exptl_transmission_factor_min ? _exptl_transmission_factor_max ? _exptl_crystal_size_max 0.120 _exptl_crystal_size_mid 0.110 _exptl_crystal_size_min 0.080 _exptl_absorpt_coefficient_mu 0.698 _shelx_estimated_absorpt_T_min 0.921 _shelx_estimated_absorpt_T_max 0.946 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_absorpt_special_details ? _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_source ? _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 6810 _diffrn_reflns_av_unetI/netI 0.0249 _diffrn_reflns_av_R_equivalents 0.0194 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 4.267 _diffrn_reflns_theta_max 68.185 _diffrn_reflns_theta_full 67.679 _diffrn_measured_fraction_theta_max 0.963 _diffrn_measured_fraction_theta_full 0.965 _diffrn_reflns_Laue_measured_fraction_max 0.963 _diffrn_reflns_Laue_measured_fraction_full 0.965 _diffrn_reflns_point_group_measured_fraction_max 0.689 _diffrn_reflns_point_group_measured_fraction_full 0.691 _reflns_number_total 4435 _reflns_number_gt 4322 _reflns_threshold_expression 'I > 2\s(I)' _reflns_Friedel_coverage 0.430 _reflns_Friedel_fraction_max 0.414 _reflns_Friedel_fraction_full 0.418 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ? _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0687P)^2^+0.0313P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary ? _atom_sites_solution_secondary ? _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_abs_structure_details ; Flack x determined using 1243 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack 0.00(8) _chemical_absolute_configuration ad _refine_ls_number_reflns 4435 _refine_ls_number_parameters 412 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0343 _refine_ls_R_factor_gt 0.0336 _refine_ls_wR_factor_ref 0.0963 _refine_ls_wR_factor_gt 0.0954 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.000 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1068(3) 0.5241(3) 0.8267(2) 0.0584(5) Uani 1 1 d . . . . . H1 H 0.100074 0.558265 0.752274 0.070 Uiso 1 1 calc R U . . . C2 C -0.0196(3) 0.4903(3) 0.8854(3) 0.0674(6) Uani 1 1 d . . . . . H2 H -0.111033 0.501319 0.850662 0.081 Uiso 1 1 calc R U . . . C3 C -0.0082(4) 0.4399(3) 0.9964(3) 0.0748(7) Uani 1 1 d . . . . . H3 H -0.092575 0.417008 1.036372 0.090 Uiso 1 1 calc R U . . . C4 C 0.1265(4) 0.4236(4) 1.0480(3) 0.0787(8) Uani 1 1 d . . . . . H4 H 0.132661 0.390145 1.122782 0.094 Uiso 1 1 calc R U . . . C5 C 0.2529(4) 0.4564(3) 0.9900(3) 0.0697(6) Uani 1 1 d . . . . . H5 H 0.343923 0.444658 1.025178 0.084 Uiso 1 1 calc R U . . . C6 C 0.2432(3) 0.5072(3) 0.8782(2) 0.0565(5) Uani 1 1 d . . . . . C7 C 0.3816(3) 0.5427(3) 0.8189(2) 0.0612(5) Uani 1 1 d . . . . . C8 C 0.4850(3) 0.6518(3) 0.6581(2) 0.0570(5) Uani 1 1 d . . . . . H8 H 0.570445 0.599243 0.677040 0.068 Uiso 1 1 calc R U . . . C9 C 0.5094(3) 0.8161(3) 0.7175(3) 0.0759(8) Uani 1 1 d . . . . . H9A H 0.422619 0.866420 0.701049 0.091 Uiso 1 1 calc R U . . . H9B H 0.520023 0.831452 0.810232 0.091 Uiso 1 1 calc R U . . . C10 C 0.6407(3) 0.8870(3) 0.6691(3) 0.0698(7) Uani 1 1 d . . . . . H10 H 0.621393 0.914672 0.587999 0.084 Uiso 1 1 calc R U . . . C11 C 0.7969(3) 0.8384(3) 0.6818(3) 0.0705(7) Uani 1 1 d . . . . . H11 H 0.807833 0.766053 0.733532 0.085 Uiso 1 1 calc R U . . . C12 C 0.7504(4) 0.9886(4) 0.7562(3) 0.0766(8) Uani 1 1 d . . . . . C13 C 0.7407(5) 1.0154(6) 0.9008(3) 0.1109(15) Uani 1 1 d . . . . . H13A H 0.833358 1.053419 0.939982 0.166 Uiso 1 1 calc R U . . . H13B H 0.715949 0.924260 0.922698 0.166 Uiso 1 1 calc R U . . . H13C H 0.666611 1.085580 0.931720 0.166 Uiso 1 1 calc R U . . . C14 C 0.8004(5) 1.1248(4) 0.7148(4) 0.1003(12) Uani 1 1 d . . . . . H14A H 0.734000 1.202709 0.746356 0.151 Uiso 1 1 calc R U . . . H14B H 0.802307 1.103168 0.622249 0.151 Uiso 1 1 calc R U . . . H14C H 0.896854 1.155234 0.749378 0.151 Uiso 1 1 calc R U . . . C15 C 0.8971(3) 0.8205(3) 0.5705(3) 0.0694(7) Uani 1 1 d . . . . . H15 H 0.945785 0.905484 0.560504 0.083 Uiso 1 1 calc R U . . . C16 C 0.9241(2) 0.6967(3) 0.4846(2) 0.0592(5) Uani 1 1 d . . . . . C17 C 1.0225(3) 0.6907(3) 0.3706(3) 0.0735(7) Uani 1 1 d . . . . . H17A H 0.965518 0.661602 0.292059 0.110 Uiso 1 1 calc R U . . . H17B H 1.097044 0.620365 0.370215 0.110 Uiso 1 1 calc R U . . . H17C H 1.067401 0.786406 0.377337 0.110 Uiso 1 1 calc R U . . . C18 C 0.8538(2) 0.5549(3) 0.4977(2) 0.0541(5) Uani 1 1 d . . . . . C19 C 0.7497(2) 0.4659(2) 0.38958(19) 0.0455(4) Uani 1 1 d . . . . . C20 C 0.6343(2) 0.5415(2) 0.2090(2) 0.0520(5) Uani 1 1 d . . . . . C21 C 0.6285(4) 0.6738(3) 0.1550(3) 0.0732(7) Uani 1 1 d . . . . . H21A H 0.569813 0.650612 0.077181 0.110 Uiso 1 1 calc R U . . . H21B H 0.725800 0.702654 0.136074 0.110 Uiso 1 1 calc R U . . . H21C H 0.586068 0.753466 0.216894 0.110 Uiso 1 1 calc R U . . . C22 C 0.8352(2) 0.3371(3) 0.3051(2) 0.0544(5) Uani 1 1 d . . . . . H22A H 0.802493 0.316185 0.215704 0.065 Uiso 1 1 calc R U . . . H22B H 0.939526 0.360556 0.309732 0.065 Uiso 1 1 calc R U . . . C23 C 0.8010(3) 0.2065(3) 0.3625(2) 0.0577(5) Uani 1 1 d . . . . . H23 H 0.857324 0.222136 0.443435 0.069 Uiso 1 1 calc R U . . . C24 C 0.8420(4) 0.0579(3) 0.2773(4) 0.0804(8) Uani 1 1 d . . . . . H24A H 0.785976 0.037904 0.198132 0.121 Uiso 1 1 calc R U . . . H24B H 0.821364 -0.018049 0.321423 0.121 Uiso 1 1 calc R U . . . H24C H 0.944428 0.059978 0.258687 0.121 Uiso 1 1 calc R U . . . C25 C 0.6396(2) 0.2227(2) 0.3968(2) 0.0534(5) Uani 1 1 d . . . . . H25 H 0.614162 0.168476 0.461543 0.064 Uiso 1 1 calc R U . . . C26 C 0.6251(2) 0.3886(2) 0.45173(19) 0.0456(4) Uani 1 1 d . . . . . H26 H 0.652061 0.407074 0.543391 0.055 Uiso 1 1 calc R U . . . C27 C 0.4699(2) 0.4439(2) 0.44851(19) 0.0462(4) Uani 1 1 d . . . . . H27 H 0.434806 0.425059 0.358850 0.055 Uiso 1 1 calc R U . . . C28 C 0.4492(2) 0.6037(2) 0.5159(2) 0.0492(4) Uani 1 1 d . . . . . C29 C 0.2502(3) 0.3081(3) 0.4729(3) 0.0619(6) Uani 1 1 d . . . . . C30 C 0.1831(4) 0.2099(4) 0.5498(4) 0.0879(10) Uani 1 1 d . . . . . H30A H 0.090440 0.247376 0.581962 0.132 Uiso 1 1 calc R U . . . H30B H 0.247031 0.207454 0.621008 0.132 Uiso 1 1 calc R U . . . H30C H 0.168831 0.111904 0.495742 0.132 Uiso 1 1 calc R U . . . C31 C 0.4536(3) 0.0595(2) 0.2787(3) 0.0636(6) Uani 1 1 d . . . . . C32 C 0.3596(3) 0.0240(3) 0.1616(3) 0.066 Uani 1 1 d . . . . . C33 C 0.2562(4) -0.0930(4) 0.1494(4) 0.094 Uani 1 1 d . . . . . H33 H 0.250234 -0.144280 0.213471 0.113 Uiso 1 1 calc R U . . . C34 C 0.1656(4) -0.1314(5) 0.0452(5) 0.110 Uani 1 1 d . . . . . H34 H 0.097318 -0.208897 0.037033 0.132 Uiso 1 1 calc R U . . . C35 C 0.1757(5) -0.0534(5) -0.0499(5) 0.1188(18) Uani 1 1 d . . . . . H35 H 0.113635 -0.080201 -0.121869 0.143 Uiso 1 1 calc R U . . . C36 C 0.2772(5) 0.0648(5) -0.0398(4) 0.1065(13) Uani 1 1 d . . . . . H36 H 0.282970 0.116193 -0.103822 0.128 Uiso 1 1 calc R U . . . C37 C 0.3689(4) 0.1025(3) 0.0688(3) 0.0797(8) Uani 1 1 d . . . . . H37 H 0.436506 0.180909 0.078627 0.096 Uiso 1 1 calc R U . . . O1 O 0.5023(3) 0.5185(5) 0.8535(3) 0.1119(10) Uani 1 1 d . . . . . O2 O 0.35683(18) 0.60614(19) 0.72188(16) 0.0594(4) Uani 1 1 d . . . . . O3 O 0.8788(2) 0.5063(2) 0.59058(19) 0.0723(5) Uani 1 1 d . . . . . O4 O 0.70713(15) 0.57501(15) 0.32276(14) 0.0482(3) Uani 1 1 d . . . . . O5 O 0.5808(2) 0.4222(2) 0.15987(18) 0.0712(5) Uani 1 1 d . . . . . C38 C 0.3989(3) 0.6942(3) 0.4490(3) 0.0629(5) Uani 1 1 d . . . . . H38A H 0.384154 0.792577 0.489791 0.076 Uiso 1 1 calc R U . . . H38B H 0.378318 0.659446 0.361176 0.076 Uiso 1 1 calc R U . . . O7 O 0.38769(17) 0.34985(18) 0.51506(16) 0.0548(3) Uani 1 1 d . . . . . O8 O 0.1932(2) 0.3431(3) 0.3848(3) 0.0937(7) Uani 1 1 d . . . . . O9 O 0.54889(18) 0.17239(16) 0.28212(16) 0.0558(3) Uani 1 1 d . . . . . O10 O 0.4456(4) -0.0052(3) 0.3633(3) 0.0999(8) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0586(13) 0.0717(12) 0.0450(9) 0.0161(9) -0.0010(9) -0.0137(10) C2 0.0598(14) 0.0811(15) 0.0600(13) 0.0167(11) 0.0042(11) -0.0139(11) C3 0.0764(18) 0.0850(17) 0.0645(14) 0.0222(12) 0.0186(13) -0.0128(13) C4 0.095(2) 0.0906(18) 0.0598(13) 0.0356(13) 0.0158(14) 0.0042(15) C5 0.0751(17) 0.0827(16) 0.0558(13) 0.0253(11) 0.0012(11) 0.0036(13) C6 0.0591(13) 0.0648(11) 0.0444(10) 0.0128(8) 0.0012(9) -0.0094(9) C7 0.0535(13) 0.0818(14) 0.0487(10) 0.0181(10) -0.0042(9) -0.0084(10) C8 0.0426(11) 0.0687(12) 0.0594(12) 0.0161(9) 0.0074(9) -0.0100(9) C9 0.0700(17) 0.0760(15) 0.0749(15) 0.0072(12) 0.0166(13) -0.0187(13) C10 0.0682(16) 0.0752(14) 0.0611(13) 0.0109(11) 0.0020(11) -0.0262(12) C11 0.0735(17) 0.0793(15) 0.0575(12) 0.0175(11) 0.0060(12) -0.0218(12) C12 0.0718(17) 0.0877(18) 0.0610(14) 0.0041(12) -0.0018(12) -0.0272(14) C13 0.097(3) 0.153(4) 0.0631(18) -0.007(2) 0.0052(17) -0.028(3) C14 0.095(3) 0.0808(18) 0.114(3) 0.0059(18) 0.007(2) -0.0348(17) C15 0.0621(15) 0.0822(16) 0.0627(13) 0.0188(12) 0.0022(11) -0.0290(12) C16 0.0380(11) 0.0800(14) 0.0601(12) 0.0208(10) -0.0046(9) -0.0187(9) C17 0.0515(14) 0.0911(17) 0.0780(16) 0.0228(13) 0.0122(12) -0.0188(12) C18 0.0335(9) 0.0753(13) 0.0560(11) 0.0225(10) -0.0065(8) -0.0078(8) C19 0.0320(9) 0.0590(10) 0.0500(9) 0.0230(8) -0.0048(7) -0.0043(7) C20 0.0473(11) 0.0626(11) 0.0512(10) 0.0249(9) -0.0064(8) -0.0083(9) C21 0.0883(19) 0.0723(15) 0.0682(14) 0.0371(12) -0.0156(13) -0.0085(13) C22 0.0397(10) 0.0678(12) 0.0596(11) 0.0230(9) 0.0023(8) 0.0012(8) C23 0.0461(12) 0.0658(12) 0.0666(13) 0.0263(10) -0.0045(9) 0.0053(9) C24 0.0724(18) 0.0740(16) 0.097(2) 0.0234(14) 0.0027(15) 0.0153(13) C25 0.0458(11) 0.0597(11) 0.0615(11) 0.0288(9) -0.0065(8) -0.0038(8) C26 0.0346(9) 0.0596(10) 0.0474(9) 0.0234(8) -0.0049(7) -0.0058(7) C27 0.0346(9) 0.0606(10) 0.0485(9) 0.0244(8) -0.0044(7) -0.0068(7) C28 0.0320(9) 0.0607(10) 0.0592(11) 0.0238(8) 0.0031(8) -0.0052(7) C29 0.0378(11) 0.0635(12) 0.0820(15) 0.0146(11) 0.0030(11) -0.0097(9) C30 0.0597(17) 0.0849(18) 0.118(3) 0.0255(17) 0.0162(16) -0.0282(13) C31 0.0571(13) 0.0432(10) 0.0891(16) 0.0143(10) 0.0053(11) -0.0060(8) C32 0.050 0.048 0.090 0.000 0.003 -0.001 C33 0.070 0.068 0.126 -0.008 0.009 -0.017 C34 0.072 0.089 0.138 -0.026 -0.005 -0.021 C35 0.076(2) 0.107(3) 0.134(3) -0.043(3) -0.035(2) 0.0020(19) C36 0.105(3) 0.097(2) 0.100(2) -0.0086(19) -0.040(2) 0.010(2) C37 0.0710(18) 0.0626(13) 0.094(2) -0.0013(13) -0.0196(15) -0.0002(12) O1 0.0569(13) 0.210(3) 0.0893(15) 0.0780(19) -0.0083(11) -0.0032(15) O2 0.0461(8) 0.0756(9) 0.0613(8) 0.0268(7) 0.0057(7) -0.0057(7) O3 0.0613(10) 0.0944(12) 0.0693(10) 0.0390(9) -0.0279(8) -0.0172(9) O4 0.0424(7) 0.0570(7) 0.0490(7) 0.0213(5) -0.0050(5) -0.0060(5) O5 0.0828(13) 0.0689(10) 0.0656(10) 0.0271(8) -0.0291(9) -0.0198(9) C38 0.0496(12) 0.0657(12) 0.0801(15) 0.0307(11) 0.0013(10) 0.0008(9) O7 0.0392(8) 0.0648(8) 0.0652(8) 0.0270(7) -0.0024(6) -0.0132(6) O8 0.0453(10) 0.1292(19) 0.1148(17) 0.0495(15) -0.0234(11) -0.0201(11) O9 0.0495(8) 0.0535(7) 0.0674(9) 0.0220(6) -0.0083(7) -0.0097(6) O10 0.125(2) 0.0726(12) 0.1112(17) 0.0443(12) -0.0109(15) -0.0392(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.385(3) . ? C1 C6 1.387(4) . ? C1 H1 0.9300 . ? C2 C3 1.385(4) . ? C2 H2 0.9300 . ? C3 C4 1.372(5) . ? C3 H3 0.9300 . ? C4 C5 1.379(5) . ? C4 H4 0.9300 . ? C5 C6 1.393(3) . ? C5 H5 0.9300 . ? C6 C7 1.487(3) . ? C7 O1 1.205(4) . ? C7 O2 1.336(3) . ? C8 O2 1.467(2) . ? C8 C28 1.505(3) . ? C8 C9 1.519(4) . ? C8 H8 0.9800 . ? C9 C10 1.511(3) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C12 1.506(4) . ? C10 C11 1.526(5) . ? C10 H10 0.9800 . ? C11 C15 1.488(4) . ? C11 C12 1.509(4) . ? C11 H11 0.9800 . ? C12 C13 1.508(4) . ? C12 C14 1.509(5) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 C16 1.320(4) . ? C15 H15 0.9300 . ? C16 C18 1.496(3) . ? C16 C17 1.512(3) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 O3 1.212(3) . ? C18 C19 1.547(3) . ? C19 O4 1.442(2) . ? C19 C22 1.552(3) . ? C19 C26 1.571(2) . ? C20 O5 1.197(3) . ? C20 O4 1.344(3) . ? C20 C21 1.492(3) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 C23 1.522(3) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.521(4) . ? C23 C25 1.527(3) . ? C23 H23 0.9800 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 O9 1.444(3) . ? C25 C26 1.527(3) . ? C25 H25 0.9800 . ? C26 C27 1.526(3) . ? C26 H26 0.9800 . ? C27 O7 1.459(2) . ? C27 C28 1.509(3) . ? C27 H27 0.9800 . ? C28 C38 1.325(3) . ? C29 O8 1.191(4) . ? C29 O7 1.344(3) . ? C29 C30 1.499(4) . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 O10 1.208(4) . ? C31 O9 1.343(3) . ? C31 C32 1.474(4) . ? C32 C37 1.373(5) . ? C32 C33 1.406(4) . ? C33 C34 1.351(7) . ? C33 H33 0.9300 . ? C34 C35 1.391(8) . ? C34 H34 0.9300 . ? C35 C36 1.406(7) . ? C35 H35 0.9300 . ? C36 C37 1.392(5) . ? C36 H36 0.9300 . ? C37 H37 0.9300 . ? C38 H38A 0.9300 . ? C38 H38B 0.9300 . ? 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 _geom_angle_publ_flag C2 C1 C6 120.4(2) . . ? C2 C1 H1 119.8 . . ? C6 C1 H1 119.8 . . ? C3 C2 C1 119.3(3) . . ? C3 C2 H2 120.4 . . ? C1 C2 H2 120.4 . . ? C4 C3 C2 120.5(2) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C3 C4 C5 120.7(3) . . ? C3 C4 H4 119.7 . . ? C5 C4 H4 119.7 . . ? C4 C5 C6 119.5(3) . . ? C4 C5 H5 120.3 . . ? C6 C5 H5 120.3 . . ? C1 C6 C5 119.7(2) . . ? C1 C6 C7 122.2(2) . . ? C5 C6 C7 118.1(2) . . ? O1 C7 O2 123.5(2) . . ? O1 C7 C6 124.7(2) . . ? O2 C7 C6 111.9(2) . . ? O2 C8 C28 105.22(18) . . ? O2 C8 C9 106.08(18) . . ? C28 C8 C9 117.6(2) . . ? O2 C8 H8 109.2 . . ? C28 C8 H8 109.2 . . ? C9 C8 H8 109.2 . . ? C10 C9 C8 115.5(2) . . ? C10 C9 H9A 108.4 . . ? C8 C9 H9A 108.4 . . ? C10 C9 H9B 108.4 . . ? C8 C9 H9B 108.4 . . ? H9A C9 H9B 107.5 . . ? C12 C10 C9 123.8(2) . . ? C12 C10 C11 59.7(2) . . ? C9 C10 C11 123.0(3) . . ? C12 C10 H10 113.4 . . ? C9 C10 H10 113.4 . . ? C11 C10 H10 113.4 . . ? C15 C11 C12 121.6(2) . . ? C15 C11 C10 119.8(3) . . ? C12 C11 C10 59.5(2) . . ? C15 C11 H11 114.9 . . ? C12 C11 H11 114.9 . . ? C10 C11 H11 114.9 . . ? C10 C12 C13 120.4(3) . . ? C10 C12 C14 116.7(3) . . ? C13 C12 C14 112.5(3) . . ? C10 C12 C11 60.8(2) . . ? C13 C12 C11 117.4(4) . . ? C14 C12 C11 120.0(3) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 C11 126.9(2) . . ? C16 C15 H15 116.6 . . ? C11 C15 H15 116.6 . . ? C15 C16 C18 119.4(2) . . ? C15 C16 C17 123.0(2) . . ? C18 C16 C17 117.6(2) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? O3 C18 C16 121.4(2) . . ? O3 C18 C19 118.9(2) . . ? C16 C18 C19 119.68(19) . . ? O4 C19 C18 102.90(16) . . ? O4 C19 C22 113.93(16) . . ? C18 C19 C22 108.45(17) . . ? O4 C19 C26 117.47(15) . . ? C18 C19 C26 109.08(15) . . ? C22 C19 C26 104.75(16) . . ? O5 C20 O4 124.17(19) . . ? O5 C20 C21 125.6(2) . . ? O4 C20 C21 110.3(2) . . ? 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 . . ? C23 C22 C19 104.53(17) . . ? C23 C22 H22A 110.8 . . ? C19 C22 H22A 110.8 . . ? C23 C22 H22B 110.8 . . ? C19 C22 H22B 110.8 . . ? H22A C22 H22B 108.9 . . ? C24 C23 C22 114.4(2) . . ? C24 C23 C25 115.8(2) . . ? C22 C23 C25 103.68(17) . . ? C24 C23 H23 107.5 . . ? C22 C23 H23 107.5 . . ? C25 C23 H23 107.5 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O9 C25 C23 110.12(19) . . ? O9 C25 C26 110.30(16) . . ? C23 C25 C26 103.87(17) . . ? O9 C25 H25 110.8 . . ? C23 C25 H25 110.8 . . ? C26 C25 H25 110.8 . . ? C27 C26 C25 114.91(16) . . ? C27 C26 C19 117.95(15) . . ? C25 C26 C19 106.35(16) . . ? C27 C26 H26 105.5 . . ? C25 C26 H26 105.5 . . ? C19 C26 H26 105.5 . . ? O7 C27 C28 109.44(16) . . ? O7 C27 C26 102.27(15) . . ? C28 C27 C26 116.03(17) . . ? O7 C27 H27 109.6 . . ? C28 C27 H27 109.6 . . ? C26 C27 H27 109.6 . . ? C38 C28 C8 123.1(2) . . ? C38 C28 C27 119.2(2) . . ? C8 C28 C27 117.69(18) . . ? O8 C29 O7 123.7(2) . . ? O8 C29 C30 125.8(3) . . ? O7 C29 C30 110.5(3) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O10 C31 O9 123.3(3) . . ? O10 C31 C32 123.8(2) . . ? O9 C31 C32 112.9(2) . . ? C37 C32 C33 120.7(3) . . ? C37 C32 C31 122.3(2) . . ? C33 C32 C31 117.0(3) . . ? C34 C33 C32 120.5(5) . . ? C34 C33 H33 119.8 . . ? C32 C33 H33 119.8 . . ? C33 C34 C35 119.1(4) . . ? C33 C34 H34 120.4 . . ? C35 C34 H34 120.4 . . ? C34 C35 C36 121.7(4) . . ? C34 C35 H35 119.2 . . ? C36 C35 H35 119.2 . . ? C37 C36 C35 118.1(5) . . ? C37 C36 H36 121.0 . . ? C35 C36 H36 121.0 . . ? C32 C37 C36 120.0(3) . . ? C32 C37 H37 120.0 . . ? C36 C37 H37 120.0 . . ? C7 O2 C8 117.25(19) . . ? C20 O4 C19 123.35(16) . . ? C28 C38 H38A 120.0 . . ? C28 C38 H38B 120.0 . . ? H38A C38 H38B 120.0 . . ? C29 O7 C27 117.46(19) . . ? C31 O9 C25 117.44(19) . . ? _refine_diff_density_max 0.119 _refine_diff_density_min -0.135 _refine_diff_density_rms 0.031 _shelx_res_file ; TITL cu_20191217LI_ZHUWUSUO_ELL5_0m_a.res in P1 cu_20191217LI_ZHUWUSUO_ELL5_0m_a.res created by SHELXL-2018/3 at 10:22:25 on 15-Jan-2020 CELL 1.54178 9.1400 9.3542 10.6916 104.278 90.570 91.630 ZERR 1.000 0.0004 0.0004 0.0005 0.002 0.002 0.002 LATT -1 SFAC C H N O UNIT 38 42 0 9 L.S. 10 ACTA BOND $H FMAP 2 PLAN 20 LIST 6 SIZE .12 .11 .08 TEMP 23.000 WGHT 0.068700 0.031300 FVAR 1.04893 C1 1 0.106762 0.524062 0.826694 11.00000 0.05857 0.07167 = 0.04502 0.01613 -0.00102 -0.01369 AFIX 43 H1 2 0.100074 0.558265 0.752274 11.00000 -1.20000 AFIX 0 C2 1 -0.019589 0.490294 0.885417 11.00000 0.05977 0.08109 = 0.06003 0.01665 0.00418 -0.01393 AFIX 43 H2 2 -0.111033 0.501319 0.850662 11.00000 -1.20000 AFIX 0 C3 1 -0.008231 0.439941 0.996441 11.00000 0.07641 0.08496 = 0.06446 0.02219 0.01861 -0.01284 AFIX 43 H3 2 -0.092575 0.417008 1.036372 11.00000 -1.20000 AFIX 0 C4 1 0.126521 0.423635 1.047963 11.00000 0.09499 0.09056 = 0.05978 0.03565 0.01584 0.00422 AFIX 43 H4 2 0.132661 0.390145 1.122782 11.00000 -1.20000 AFIX 0 C5 1 0.252909 0.456375 0.989984 11.00000 0.07514 0.08268 = 0.05577 0.02528 0.00116 0.00361 AFIX 43 H5 2 0.343923 0.444658 1.025178 11.00000 -1.20000 AFIX 0 C6 1 0.243210 0.507159 0.878243 11.00000 0.05913 0.06479 = 0.04443 0.01279 0.00118 -0.00941 C7 1 0.381616 0.542723 0.818878 11.00000 0.05347 0.08185 = 0.04870 0.01812 -0.00422 -0.00841 C8 1 0.485013 0.651847 0.658149 11.00000 0.04264 0.06868 = 0.05935 0.01613 0.00741 -0.00996 AFIX 13 H8 2 0.570445 0.599243 0.677040 11.00000 -1.20000 AFIX 0 C9 1 0.509392 0.816065 0.717458 11.00000 0.07005 0.07604 = 0.07485 0.00724 0.01661 -0.01866 AFIX 23 H9A 2 0.422619 0.866420 0.701049 11.00000 -1.20000 H9B 2 0.520023 0.831452 0.810232 11.00000 -1.20000 AFIX 0 C10 1 0.640662 0.886951 0.669090 11.00000 0.06821 0.07521 = 0.06108 0.01085 0.00198 -0.02619 AFIX 13 H10 2 0.621393 0.914672 0.587999 11.00000 -1.20000 AFIX 0 C11 1 0.796932 0.838384 0.681836 11.00000 0.07352 0.07933 = 0.05754 0.01748 0.00599 -0.02185 AFIX 13 H11 2 0.807833 0.766053 0.733532 11.00000 -1.20000 AFIX 0 C12 1 0.750427 0.988618 0.756173 11.00000 0.07184 0.08769 = 0.06101 0.00411 -0.00182 -0.02720 C13 1 0.740703 1.015402 0.900780 11.00000 0.09723 0.15300 = 0.06307 -0.00707 0.00515 -0.02808 AFIX 137 H13A 2 0.833358 1.053419 0.939982 11.00000 -1.50000 H13B 2 0.715949 0.924260 0.922698 11.00000 -1.50000 H13C 2 0.666611 1.085580 0.931720 11.00000 -1.50000 AFIX 0 C14 1 0.800447 1.124821 0.714773 11.00000 0.09461 0.08078 = 0.11404 0.00594 0.00749 -0.03477 AFIX 137 H14A 2 0.734000 1.202709 0.746356 11.00000 -1.50000 H14B 2 0.802307 1.103168 0.622249 11.00000 -1.50000 H14C 2 0.896854 1.155234 0.749378 11.00000 -1.50000 AFIX 0 C15 1 0.897065 0.820486 0.570546 11.00000 0.06213 0.08216 = 0.06272 0.01883 0.00223 -0.02903 AFIX 43 H15 2 0.945785 0.905484 0.560504 11.00000 -1.20000 AFIX 0 C16 1 0.924056 0.696708 0.484556 11.00000 0.03796 0.08000 = 0.06006 0.02085 -0.00464 -0.01869 C17 1 1.022492 0.690724 0.370641 11.00000 0.05145 0.09107 = 0.07796 0.02275 0.01220 -0.01877 AFIX 137 H17A 2 0.965518 0.661602 0.292059 11.00000 -1.50000 H17B 2 1.097044 0.620365 0.370215 11.00000 -1.50000 H17C 2 1.067401 0.786406 0.377337 11.00000 -1.50000 AFIX 0 C18 1 0.853829 0.554916 0.497733 11.00000 0.03353 0.07532 = 0.05597 0.02249 -0.00648 -0.00783 C19 1 0.749688 0.465913 0.389576 11.00000 0.03202 0.05900 = 0.05003 0.02299 -0.00482 -0.00429 C20 1 0.634258 0.541459 0.208950 11.00000 0.04730 0.06258 = 0.05115 0.02489 -0.00636 -0.00835 C21 1 0.628469 0.673845 0.154964 11.00000 0.08832 0.07233 = 0.06822 0.03709 -0.01561 -0.00851 AFIX 137 H21A 2 0.569813 0.650612 0.077181 11.00000 -1.50000 H21B 2 0.725800 0.702654 0.136074 11.00000 -1.50000 H21C 2 0.586068 0.753466 0.216894 11.00000 -1.50000 AFIX 0 C22 1 0.835246 0.337082 0.305137 11.00000 0.03974 0.06782 = 0.05959 0.02303 0.00226 0.00118 AFIX 23 H22A 2 0.802493 0.316185 0.215704 11.00000 -1.20000 H22B 2 0.939526 0.360556 0.309732 11.00000 -1.20000 AFIX 0 C23 1 0.801008 0.206527 0.362454 11.00000 0.04608 0.06584 = 0.06661 0.02631 -0.00454 0.00530 AFIX 13 H23 2 0.857324 0.222136 0.443435 11.00000 -1.20000 AFIX 0 C24 1 0.841972 0.057880 0.277322 11.00000 0.07239 0.07404 = 0.09665 0.02343 0.00274 0.01526 AFIX 137 H24A 2 0.785976 0.037904 0.198132 11.00000 -1.50000 H24B 2 0.821364 -0.018049 0.321423 11.00000 -1.50000 H24C 2 0.944428 0.059978 0.258687 11.00000 -1.50000 AFIX 0 C25 1 0.639589 0.222748 0.396819 11.00000 0.04579 0.05971 = 0.06150 0.02880 -0.00649 -0.00376 AFIX 13 H25 2 0.614162 0.168476 0.461543 11.00000 -1.20000 AFIX 0 C26 1 0.625079 0.388587 0.451725 11.00000 0.03457 0.05963 = 0.04738 0.02344 -0.00490 -0.00584 AFIX 13 H26 2 0.652061 0.407074 0.543391 11.00000 -1.20000 AFIX 0 C27 1 0.469924 0.443916 0.448514 11.00000 0.03461 0.06064 = 0.04846 0.02440 -0.00442 -0.00681 AFIX 13 H27 2 0.434806 0.425059 0.358850 11.00000 -1.20000 AFIX 0 C28 1 0.449236 0.603724 0.515930 11.00000 0.03197 0.06066 = 0.05925 0.02383 0.00312 -0.00520 C29 1 0.250237 0.308095 0.472944 11.00000 0.03785 0.06353 = 0.08197 0.01457 0.00303 -0.00966 C30 1 0.183100 0.209879 0.549824 11.00000 0.05968 0.08492 = 0.11777 0.02548 0.01621 -0.02815 AFIX 137 H30A 2 0.090440 0.247376 0.581962 11.00000 -1.50000 H30B 2 0.247031 0.207454 0.621008 11.00000 -1.50000 H30C 2 0.168831 0.111904 0.495742 11.00000 -1.50000 AFIX 0 C31 1 0.453559 0.059492 0.278675 11.00000 0.05707 0.04321 = 0.08908 0.01432 0.00535 -0.00600 AFIX 2 C32 1 0.359614 0.024022 0.161554 11.00000 0.05046 0.04839 = 0.08995 -0.00002 0.00280 -0.00103 C33 1 0.256244 -0.092966 0.149354 11.00000 0.06982 0.06786 = 0.12593 -0.00828 0.00914 -0.01703 AFIX 43 H33 2 0.250234 -0.144280 0.213471 11.00000 -1.20000 AFIX 2 C34 1 0.165584 -0.131370 0.045156 11.00000 0.07230 0.08856 = 0.13845 -0.02614 -0.00514 -0.02110 AFIX 43 H34 2 0.097318 -0.208897 0.037033 11.00000 -1.20000 AFIX 0 C35 1 0.175656 -0.053440 -0.049861 11.00000 0.07615 0.10658 = 0.13442 -0.04323 -0.03482 0.00205 AFIX 43 H35 2 0.113635 -0.080201 -0.121869 11.00000 -1.20000 AFIX 0 C36 1 0.277226 0.064751 -0.039782 11.00000 0.10506 0.09688 = 0.09991 -0.00864 -0.04023 0.00958 AFIX 43 H36 2 0.282970 0.116193 -0.103822 11.00000 -1.20000 AFIX 0 C37 1 0.368941 0.102535 0.068839 11.00000 0.07104 0.06263 = 0.09389 -0.00128 -0.01957 -0.00018 AFIX 43 H37 2 0.436506 0.180909 0.078627 11.00000 -1.20000 AFIX 0 O1 4 0.502326 0.518532 0.853503 11.00000 0.05694 0.21024 = 0.08932 0.07803 -0.00835 -0.00316 O2 4 0.356825 0.606137 0.721876 11.00000 0.04608 0.07564 = 0.06129 0.02684 0.00571 -0.00567 O3 4 0.878815 0.506258 0.590580 11.00000 0.06130 0.09439 = 0.06934 0.03899 -0.02785 -0.01717 O4 4 0.707133 0.575008 0.322761 11.00000 0.04235 0.05697 = 0.04897 0.02134 -0.00499 -0.00602 O5 4 0.580798 0.422214 0.159873 11.00000 0.08280 0.06889 = 0.06557 0.02706 -0.02905 -0.01975 C38 1 0.398901 0.694244 0.448980 11.00000 0.04965 0.06568 = 0.08007 0.03066 0.00125 0.00084 AFIX 93 H38A 2 0.384154 0.792577 0.489791 11.00000 -1.20000 H38B 2 0.378318 0.659446 0.361176 11.00000 -1.20000 AFIX 0 O7 4 0.387686 0.349845 0.515059 11.00000 0.03921 0.06483 = 0.06521 0.02700 -0.00238 -0.01324 O8 4 0.193161 0.343057 0.384838 11.00000 0.04531 0.12920 = 0.11483 0.04946 -0.02340 -0.02006 O9 4 0.548893 0.172395 0.282120 11.00000 0.04949 0.05347 = 0.06740 0.02199 -0.00828 -0.00969 O10 4 0.445554 -0.005243 0.363311 11.00000 0.12463 0.07256 = 0.11118 0.04428 -0.01086 -0.03920 HKLF 4 REM cu_20191217LI_ZHUWUSUO_ELL5_0m_a.res in P1 REM wR2 = 0.0963, GooF = S = 1.039, Restrained GooF = 1.039 for all data REM R1 = 0.0336 for 4322 Fo > 4sig(Fo) and 0.0343 for all 4435 data REM 412 parameters refined using 3 restraints END WGHT 0.0660 0.0339 REM Highest difference peak 0.119, deepest hole -0.135, 1-sigma level 0.031 Q1 1 0.2616 0.1277 0.5412 11.00000 0.05 0.12 Q2 1 0.6380 0.9824 0.9374 11.00000 0.05 0.12 Q3 1 0.4545 0.6048 0.8822 11.00000 0.05 0.11 Q4 1 0.9758 0.6074 0.2926 11.00000 0.05 0.11 Q5 1 0.0886 0.1654 0.5016 11.00000 0.05 0.11 Q6 1 0.9357 0.3755 0.2805 11.00000 0.05 0.10 Q7 1 0.3032 0.4983 0.8378 11.00000 0.05 0.10 Q8 1 0.6789 0.4409 0.4329 11.00000 0.05 0.10 Q9 1 0.8931 0.5853 0.1559 11.00000 0.05 0.09 Q10 1 0.1803 0.5726 0.8740 11.00000 0.05 0.09 Q11 1 0.2905 0.6983 0.7515 11.00000 0.05 0.09 Q12 1 0.6599 1.0524 0.9419 11.00000 0.05 0.09 Q13 1 0.1296 0.3802 0.7299 11.00000 0.05 0.09 Q14 1 0.4774 0.4604 0.8070 11.00000 0.05 0.09 Q15 1 -0.1007 -0.1915 -0.0428 11.00000 0.05 0.09 Q16 1 0.9239 0.6516 0.1589 11.00000 0.05 0.08 Q17 1 0.1815 0.4644 0.8241 11.00000 0.05 0.08 Q18 1 -0.1202 0.6389 0.9805 11.00000 0.05 0.08 Q19 1 -0.0990 0.5038 1.0911 11.00000 0.05 0.08 Q20 1 0.0413 0.2791 0.7220 11.00000 0.05 0.08 ; _shelx_res_checksum 19273