# Electronic Supplementary Material (ESI) for Chemical Science. # This journal is © The Royal Society of Chemistry 2024 ####################################################################### # # 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_mo_cns_js_186_0m_a _database_code_depnum_ccdc_archive 'CCDC 2319368' loop_ _audit_author_name _audit_author_address 'Charlotte Stindt' ;University of Groningen Netherlands ; _audit_update_record ; 2023-12-18 deposited with the CCDC. 2024-03-27 downloaded from the CCDC. ; _audit_creation_date 2023-12-18 _audit_creation_method ; Olex2 1.5 (compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410) ; _shelx_SHELXL_version_number 2018/3 _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C24 H28 O2' _chemical_formula_sum 'C24 H28 O2' _chemical_formula_weight 348.46 _chemical_absolute_configuration ? _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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. ; _space_group_crystal_system monoclinic _space_group_IT_number 9 _space_group_name_H-M_alt 'C 1 c 1' _space_group_name_Hall 'C -2yc' loop_ _space_group_symop_operation_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 11.361(4) _cell_length_b 20.063(7) _cell_length_c 9.862(4) _cell_angle_alpha 90 _cell_angle_beta 116.079(16) _cell_angle_gamma 90 _cell_volume 2019.1(13) _cell_formula_units_Z 4 _cell_measurement_reflns_used 6872 _cell_measurement_temperature 293 _cell_measurement_theta_max 24.20 _cell_measurement_theta_min 2.50 _shelx_estimated_absorpt_T_max 0.990 _shelx_estimated_absorpt_T_min 0.975 _exptl_absorpt_coefficient_mu 0.071 _exptl_absorpt_correction_T_max 0.6699 _exptl_absorpt_correction_T_min 0.5708 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1248 before and 0.0973 after correction. The Ratio of minimum to maximum transmission is 0.8521. The \l/2 correction factor is Not present. ; _exptl_absorpt_special_details ? _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.146 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description block _exptl_crystal_F_000 752 _exptl_crystal_size_max 0.355 _exptl_crystal_size_mid 0.156 _exptl_crystal_size_min 0.139 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.1198 _diffrn_reflns_av_unetI/netI 0.0542 _diffrn_reflns_Laue_measured_fraction_full 0.992 _diffrn_reflns_Laue_measured_fraction_max 0.995 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 55231 _diffrn_reflns_point_group_measured_fraction_full 0.992 _diffrn_reflns_point_group_measured_fraction_max 0.995 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 29.561 _diffrn_reflns_theta_min 3.643 _diffrn_ambient_temperature 293 _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source ? _diffrn_source_current 30.0 _diffrn_source_power 1.5 _diffrn_source_voltage 50.0 _diffrn_standards_number 0 _reflns_Friedel_coverage 0.995 _reflns_Friedel_fraction_full 0.992 _reflns_Friedel_fraction_max 0.995 _reflns_number_gt 4051 _reflns_number_total 5625 _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. ; _reflns_threshold_expression 'I > 2\s(I)' _computing_cell_refinement 'SAINT V8.40A (Bruker, 2019)' _computing_data_collection ? _computing_data_reduction 'SAINT V8.40A (Bruker, 2019)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'olex2.solve 1.5 (Bourhis et al., 2015)' _refine_diff_density_max 0.155 _refine_diff_density_min -0.140 _refine_diff_density_rms 0.029 _refine_ls_abs_structure_details ; Flack x determined using 1509 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack -0.1(9) _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 241 _refine_ls_number_reflns 5625 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0843 _refine_ls_R_factor_gt 0.0547 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0371P)^2^+0.8110P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1097 _refine_ls_wR_factor_ref 0.1258 _refine_special_details ? _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2.a Secondary CH2 refined with riding coordinates: C00E(H00N,H00O), C00N(H00U,H00V) 2.b Aromatic/amide H refined with riding coordinates: C006(H006), C00A(H00G), C00L(H00S), C00M(H00T), C00O(H00W), C00P(H00X) 2.c Idealised Me refined as rotating group: C008(H00A,H00B,H00C), C009(H00D,H00E,H00F), C00B(H00H,H00I,H00J), C00D(H00K, H00L,H00M), C00G(H00P,H00Q,H00R), C00Q(H00Y,H,HA) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary iterative _atom_sites_solution_secondary ? 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 C001 C 0.4474(2) 0.76003(13) 0.4468(3) 0.0389(6) Uani 1 1 d . . . . . O002 O 0.5994(3) 0.52801(12) 0.4816(3) 0.0810(8) Uani 1 1 d . . . . . C003 C 0.4645(3) 0.69431(14) 0.3894(3) 0.0416(6) Uani 1 1 d . . . . . C004 C 0.4265(2) 0.77193(13) 0.5695(3) 0.0381(5) Uani 1 1 d . . . . . O005 O 0.6111(3) 0.99441(13) 0.8003(4) 0.0937(10) Uani 1 1 d . . . . . C006 C 0.5230(3) 0.63670(14) 0.4678(3) 0.0467(6) Uani 1 1 d . . . . . H006 H 0.549870 0.634358 0.571403 0.056 Uiso 1 1 calc R U . . . C007 C 0.4387(3) 0.83624(14) 0.6492(3) 0.0422(6) Uani 1 1 d . . . . . C008 C 0.3601(3) 0.87235(16) 0.3062(4) 0.0599(8) Uani 1 1 d . . . . . H00A H 0.277661 0.859584 0.303491 0.090 Uiso 1 1 calc R U . . . H00B H 0.345055 0.894368 0.213534 0.090 Uiso 1 1 calc R U . . . H00C H 0.404896 0.902081 0.389401 0.090 Uiso 1 1 calc R U . . . C009 C 0.5835(4) 0.83037(19) 0.3522(5) 0.0710(10) Uani 1 1 d . . . . . H00D H 0.624928 0.855011 0.444791 0.106 Uiso 1 1 calc R U . . . H00E H 0.579131 0.857506 0.269951 0.106 Uiso 1 1 calc R U . . . H00F H 0.633492 0.790904 0.358682 0.106 Uiso 1 1 calc R U . . . C00A C 0.5247(3) 0.88905(14) 0.6713(3) 0.0493(7) Uani 1 1 d . . . . . H00G H 0.578689 0.889847 0.622580 0.059 Uiso 1 1 calc R U . . . C00B C 0.4870(4) 0.69501(18) 0.7951(4) 0.0644(9) Uani 1 1 d . . . . . H00H H 0.547770 0.671374 0.769200 0.097 Uiso 1 1 calc R U . . . H00I H 0.452654 0.665307 0.845245 0.097 Uiso 1 1 calc R U . . . H00J H 0.531233 0.731410 0.861113 0.097 Uiso 1 1 calc R U . . . C00C C 0.4435(3) 0.81056(15) 0.3252(4) 0.0481(7) Uani 1 1 d . . . . . C00D C 0.2862(4) 0.66609(17) 0.5535(4) 0.0657(9) Uani 1 1 d . . . . . H00K H 0.229597 0.683013 0.455145 0.099 Uiso 1 1 calc R U . . . H00L H 0.234301 0.648846 0.600401 0.099 Uiso 1 1 calc R U . . . H00M H 0.339862 0.631108 0.544155 0.099 Uiso 1 1 calc R U . . . C00E C 0.2910(3) 0.76975(16) 0.6989(4) 0.0546(7) Uani 1 1 d . . . . . H00N H 0.202339 0.773942 0.619528 0.066 Uiso 1 1 calc R U . . . H00O H 0.287397 0.753652 0.789817 0.066 Uiso 1 1 calc R U . . . C00F C 0.3614(3) 0.83439(15) 0.7269(3) 0.0486(7) Uani 1 1 d . . . . . C00G C 0.7102(4) 0.9931(2) 0.7528(6) 0.0890(14) Uani 1 1 d . . . . . H00P H 0.671921 0.995434 0.644607 0.134 Uiso 1 1 calc R U . . . H00Q H 0.759295 0.952506 0.786159 0.134 Uiso 1 1 calc R U . . . H00R H 0.767529 1.030497 0.794973 0.134 Uiso 1 1 calc R U . . . C00H C 0.4297(3) 0.69801(16) 0.2352(3) 0.0548(7) Uani 1 1 d . . . . . C00I C 0.5414(3) 0.58238(16) 0.3914(4) 0.0538(7) Uani 1 1 d . . . . . C00J C 0.5285(3) 0.94060(16) 0.7674(4) 0.0616(9) Uani 1 1 d . . . . . C00K C 0.3737(3) 0.72223(14) 0.6503(3) 0.0449(6) Uani 1 1 d . . . . . C00L C 0.5022(4) 0.58557(18) 0.2378(4) 0.0638(9) Uani 1 1 d . . . . . H00S H 0.512963 0.548962 0.186461 0.077 Uiso 1 1 calc R U . . . C00M C 0.4464(4) 0.64403(19) 0.1603(4) 0.0681(10) Uani 1 1 d . . . . . H00T H 0.420138 0.646493 0.056864 0.082 Uiso 1 1 calc R U . . . C00N C 0.3806(4) 0.76705(18) 0.1811(4) 0.0682(10) Uani 1 1 d . . . . . H00U H 0.285770 0.768824 0.137930 0.082 Uiso 1 1 calc R U . . . H00V H 0.408340 0.781705 0.105881 0.082 Uiso 1 1 calc R U . . . C00O C 0.3655(3) 0.88632(17) 0.8215(4) 0.0607(8) Uani 1 1 d . . . . . H00W H 0.312929 0.885227 0.871921 0.073 Uiso 1 1 calc R U . . . C00P C 0.4476(4) 0.93945(18) 0.8404(5) 0.0697(10) Uani 1 1 d . . . . . H00X H 0.449190 0.974813 0.902138 0.084 Uiso 1 1 calc R U . . . C00Q C 0.6428(6) 0.4754(2) 0.4204(7) 0.1045(17) Uani 1 1 d . . . . . H00Y H 0.569852 0.457401 0.334096 0.157 Uiso 1 1 calc R U . . . H H 0.681068 0.441174 0.494993 0.157 Uiso 1 1 calc R U . . . HA H 0.707143 0.491840 0.390233 0.157 Uiso 1 1 calc R U . . . 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 C001 0.0404(13) 0.0379(14) 0.0389(13) 0.0056(11) 0.0180(11) 0.0032(10) O002 0.103(2) 0.0469(14) 0.0878(19) -0.0033(13) 0.0368(16) 0.0198(13) C003 0.0444(13) 0.0438(15) 0.0396(14) -0.0004(12) 0.0211(11) 0.0003(11) C004 0.0385(12) 0.0361(13) 0.0386(13) 0.0014(11) 0.0158(11) 0.0010(10) O005 0.0866(19) 0.0507(15) 0.149(3) -0.0334(17) 0.0562(19) -0.0175(13) C006 0.0516(15) 0.0427(15) 0.0435(15) -0.0031(12) 0.0187(12) 0.0007(12) C007 0.0426(14) 0.0411(14) 0.0420(15) 0.0016(12) 0.0179(12) 0.0047(11) C008 0.0688(19) 0.0498(17) 0.061(2) 0.0158(15) 0.0285(16) 0.0155(15) C009 0.081(2) 0.063(2) 0.098(3) 0.016(2) 0.066(2) 0.0055(18) C00A 0.0494(16) 0.0401(15) 0.0590(18) 0.0011(13) 0.0242(14) 0.0025(12) C00B 0.086(2) 0.062(2) 0.0491(18) 0.0140(16) 0.0336(17) 0.0080(18) C00C 0.0573(16) 0.0442(16) 0.0498(15) 0.0088(13) 0.0300(13) 0.0065(13) C00D 0.071(2) 0.064(2) 0.076(2) -0.0149(18) 0.0452(19) -0.0232(17) C00E 0.0534(17) 0.065(2) 0.0549(18) -0.0062(15) 0.0326(15) -0.0074(14) C00F 0.0471(15) 0.0495(16) 0.0518(17) -0.0003(13) 0.0241(13) 0.0062(13) C00G 0.078(3) 0.059(2) 0.124(4) -0.003(2) 0.040(3) -0.0189(19) C00H 0.0713(19) 0.0564(19) 0.0437(16) 0.0021(14) 0.0317(15) 0.0057(15) C00I 0.0550(17) 0.0426(16) 0.066(2) -0.0047(14) 0.0286(15) 0.0006(13) C00J 0.0582(18) 0.0392(17) 0.081(2) -0.0081(16) 0.0252(17) 0.0034(13) C00K 0.0544(16) 0.0429(15) 0.0431(15) -0.0016(12) 0.0266(13) -0.0060(12) C00L 0.080(2) 0.054(2) 0.073(2) -0.0158(17) 0.0477(19) -0.0024(17) C00M 0.098(3) 0.069(2) 0.0502(19) -0.0060(17) 0.045(2) -0.001(2) C00N 0.098(3) 0.067(2) 0.0449(17) 0.0109(16) 0.0365(18) 0.0134(19) C00O 0.0616(19) 0.060(2) 0.069(2) -0.0104(17) 0.0363(17) 0.0089(16) C00P 0.075(2) 0.051(2) 0.084(3) -0.0172(18) 0.036(2) 0.0091(17) C00Q 0.137(4) 0.049(2) 0.146(5) -0.006(3) 0.078(4) 0.024(3) _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 C001 C003 1.481(4) . ? C001 C004 1.353(3) . ? C001 C00C 1.555(4) . ? O002 C00I 1.378(4) . ? O002 C00Q 1.408(5) . ? C003 C006 1.387(4) . ? C003 C00H 1.395(4) . ? C004 C007 1.485(4) . ? C004 C00K 1.553(4) . ? O005 C00G 1.397(5) . ? O005 C00J 1.372(4) . ? C006 H006 0.9300 . ? C006 C00I 1.392(4) . ? C007 C00A 1.392(4) . ? C007 C00F 1.397(4) . ? C008 H00A 0.9600 . ? C008 H00B 0.9600 . ? C008 H00C 0.9600 . ? C008 C00C 1.521(4) . ? C009 H00D 0.9600 . ? C009 H00E 0.9600 . ? C009 H00F 0.9600 . ? C009 C00C 1.545(5) . ? C00A H00G 0.9300 . ? C00A C00J 1.391(4) . ? C00B H00H 0.9600 . ? C00B H00I 0.9600 . ? C00B H00J 0.9600 . ? C00B C00K 1.543(4) . ? C00C C00N 1.549(5) . ? C00D H00K 0.9600 . ? C00D H00L 0.9600 . ? C00D H00M 0.9600 . ? C00D C00K 1.527(4) . ? C00E H00N 0.9700 . ? C00E H00O 0.9700 . ? C00E C00F 1.485(4) . ? C00E C00K 1.555(4) . ? C00F C00O 1.386(4) . ? C00G H00P 0.9600 . ? C00G H00Q 0.9600 . ? C00G H00R 0.9600 . ? C00H C00M 1.370(5) . ? C00H C00N 1.501(5) . ? C00I C00L 1.380(5) . ? C00J C00P 1.396(5) . ? C00L H00S 0.9300 . ? C00L C00M 1.391(5) . ? C00M H00T 0.9300 . ? C00N H00U 0.9700 . ? C00N H00V 0.9700 . ? C00O H00W 0.9300 . ? C00O C00P 1.374(5) . ? C00P H00X 0.9300 . ? C00Q H00Y 0.9600 . ? C00Q H 0.9600 . ? C00Q HA 0.9600 . ? 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 C003 C001 C00C 104.5(2) . . ? C004 C001 C003 127.1(2) . . ? C004 C001 C00C 128.1(2) . . ? C00I O002 C00Q 118.3(3) . . ? C006 C003 C001 129.8(3) . . ? C006 C003 C00H 119.3(3) . . ? C00H C003 C001 110.3(3) . . ? C001 C004 C007 127.9(2) . . ? C001 C004 C00K 127.3(2) . . ? C007 C004 C00K 104.7(2) . . ? C00J O005 C00G 118.3(3) . . ? C003 C006 H006 120.0 . . ? C003 C006 C00I 120.0(3) . . ? C00I C006 H006 120.0 . . ? C00A C007 C004 129.8(3) . . ? C00A C007 C00F 120.1(3) . . ? C00F C007 C004 109.4(2) . . ? H00A C008 H00B 109.5 . . ? H00A C008 H00C 109.5 . . ? H00B C008 H00C 109.5 . . ? C00C C008 H00A 109.5 . . ? C00C C008 H00B 109.5 . . ? C00C C008 H00C 109.5 . . ? H00D C009 H00E 109.5 . . ? H00D C009 H00F 109.5 . . ? H00E C009 H00F 109.5 . . ? C00C C009 H00D 109.5 . . ? C00C C009 H00E 109.5 . . ? C00C C009 H00F 109.5 . . ? C007 C00A H00G 120.6 . . ? C00J C00A C007 118.8(3) . . ? C00J C00A H00G 120.6 . . ? H00H C00B H00I 109.5 . . ? H00H C00B H00J 109.5 . . ? H00I C00B H00J 109.5 . . ? C00K C00B H00H 109.5 . . ? C00K C00B H00I 109.5 . . ? C00K C00B H00J 109.5 . . ? C008 C00C C001 115.6(2) . . ? C008 C00C C009 110.5(3) . . ? C008 C00C C00N 109.6(3) . . ? C009 C00C C001 110.9(3) . . ? C009 C00C C00N 109.1(3) . . ? C00N C00C C001 100.7(2) . . ? H00K C00D H00L 109.5 . . ? H00K C00D H00M 109.5 . . ? H00L C00D H00M 109.5 . . ? C00K C00D H00K 109.5 . . ? C00K C00D H00L 109.5 . . ? C00K C00D H00M 109.5 . . ? H00N C00E H00O 109.0 . . ? C00F C00E H00N 110.9 . . ? C00F C00E H00O 110.9 . . ? C00F C00E C00K 104.1(2) . . ? C00K C00E H00N 110.9 . . ? C00K C00E H00O 110.9 . . ? C007 C00F C00E 109.8(3) . . ? C00O C00F C007 120.4(3) . . ? C00O C00F C00E 129.6(3) . . ? O005 C00G H00P 109.5 . . ? O005 C00G H00Q 109.5 . . ? O005 C00G H00R 109.5 . . ? H00P C00G H00Q 109.5 . . ? H00P C00G H00R 109.5 . . ? H00Q C00G H00R 109.5 . . ? C003 C00H C00N 108.7(3) . . ? C00M C00H C003 120.4(3) . . ? C00M C00H C00N 130.9(3) . . ? O002 C00I C006 114.4(3) . . ? O002 C00I C00L 125.3(3) . . ? C00L C00I C006 120.3(3) . . ? O005 C00J C00A 124.0(3) . . ? O005 C00J C00P 115.4(3) . . ? C00A C00J C00P 120.6(3) . . ? C004 C00K C00E 100.8(2) . . ? C00B C00K C004 110.4(2) . . ? C00B C00K C00E 107.6(3) . . ? C00D C00K C004 116.4(2) . . ? C00D C00K C00B 111.5(3) . . ? C00D C00K C00E 109.3(2) . . ? C00I C00L H00S 120.3 . . ? C00I C00L C00M 119.4(3) . . ? C00M C00L H00S 120.3 . . ? C00H C00M C00L 120.5(3) . . ? C00H C00M H00T 119.7 . . ? C00L C00M H00T 119.7 . . ? C00C C00N H00U 110.9 . . ? C00C C00N H00V 110.9 . . ? C00H C00N C00C 104.1(3) . . ? C00H C00N H00U 110.9 . . ? C00H C00N H00V 110.9 . . ? H00U C00N H00V 108.9 . . ? C00F C00O H00W 120.2 . . ? C00P C00O C00F 119.6(3) . . ? C00P C00O H00W 120.2 . . ? C00J C00P H00X 119.8 . . ? C00O C00P C00J 120.3(3) . . ? C00O C00P H00X 119.8 . . ? O002 C00Q H00Y 109.5 . . ? O002 C00Q H 109.5 . . ? O002 C00Q HA 109.5 . . ? H00Y C00Q H 109.5 . . ? H00Y C00Q HA 109.5 . . ? H C00Q HA 109.5 . . ? 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 _geom_torsion_publ_flag C001 C003 C006 C00I -172.7(3) . . . . ? C001 C003 C00H C00M 175.5(3) . . . . ? C001 C003 C00H C00N -2.9(4) . . . . ? C001 C004 C007 C00A -33.4(4) . . . . ? C001 C004 C007 C00F 156.3(3) . . . . ? C001 C004 C00K C00B 101.7(3) . . . . ? C001 C004 C00K C00D -26.7(4) . . . . ? C001 C004 C00K C00E -144.7(3) . . . . ? C001 C00C C00N C00H -32.8(3) . . . . ? O002 C00I C00L C00M -179.1(3) . . . . ? C003 C001 C004 C007 164.9(3) . . . . ? C003 C001 C004 C00K -20.3(4) . . . . ? C003 C001 C00C C008 149.1(3) . . . . ? C003 C001 C00C C009 -84.2(3) . . . . ? C003 C001 C00C C00N 31.2(3) . . . . ? C003 C006 C00I O002 -179.4(3) . . . . ? C003 C006 C00I C00L 0.2(5) . . . . ? C003 C00H C00M C00L -2.2(5) . . . . ? C003 C00H C00N C00C 23.3(4) . . . . ? C004 C001 C003 C006 -34.0(5) . . . . ? C004 C001 C003 C00H 155.2(3) . . . . ? C004 C001 C00C C008 -24.7(4) . . . . ? C004 C001 C00C C009 102.0(3) . . . . ? C004 C001 C00C C00N -142.6(3) . . . . ? C004 C007 C00A C00J -171.6(3) . . . . ? C004 C007 C00F C00E -1.7(3) . . . . ? C004 C007 C00F C00O 174.1(3) . . . . ? O005 C00J C00P C00O -176.9(4) . . . . ? C006 C003 C00H C00M 3.6(5) . . . . ? C006 C003 C00H C00N -174.7(3) . . . . ? C006 C00I C00L C00M 1.3(5) . . . . ? C007 C004 C00K C00B -82.6(3) . . . . ? C007 C004 C00K C00D 149.0(3) . . . . ? C007 C004 C00K C00E 31.0(3) . . . . ? C007 C00A C00J O005 178.5(3) . . . . ? C007 C00A C00J C00P 0.0(5) . . . . ? C007 C00F C00O C00P -0.9(5) . . . . ? C008 C00C C00N C00H -155.0(3) . . . . ? C009 C00C C00N C00H 83.9(3) . . . . ? C00A C007 C00F C00E -173.1(3) . . . . ? C00A C007 C00F C00O 2.7(4) . . . . ? C00A C00J C00P C00O 1.8(5) . . . . ? C00C C001 C003 C006 152.0(3) . . . . ? C00C C001 C003 C00H -18.7(3) . . . . ? C00C C001 C004 C007 -22.5(4) . . . . ? C00C C001 C004 C00K 152.2(3) . . . . ? C00E C00F C00O C00P 173.9(3) . . . . ? C00F C007 C00A C00J -2.2(4) . . . . ? C00F C00E C00K C004 -31.8(3) . . . . ? C00F C00E C00K C00B 83.9(3) . . . . ? C00F C00E C00K C00D -154.9(3) . . . . ? C00F C00O C00P C00J -1.3(5) . . . . ? C00G O005 C00J C00A -9.7(6) . . . . ? C00G O005 C00J C00P 168.9(4) . . . . ? C00H C003 C006 C00I -2.7(4) . . . . ? C00I C00L C00M C00H -0.3(5) . . . . ? C00K C004 C007 C00A 150.9(3) . . . . ? C00K C004 C007 C00F -19.3(3) . . . . ? C00K C00E C00F C007 21.9(3) . . . . ? C00K C00E C00F C00O -153.3(3) . . . . ? C00M C00H C00N C00C -154.8(4) . . . . ? C00N C00H C00M C00L 175.8(4) . . . . ? C00Q O002 C00I C006 -169.0(4) . . . . ? C00Q O002 C00I C00L 11.3(5) . . . . ? _shelx_res_file ; TITL mo_CNS_JS_186_0m_a.res in Cc mo_cns_js_186_0m_a.res created by SHELXL-2018/3 at 16:38:44 on 18-Dec-2023 REM Old TITL mo_CNS_JS_186_0m in Cc REM SHELXT solution in Cc REM R1 0.153, Rweak 0.041, Alpha 0.006, Orientation as input REM Flack x = 0.398 ( 1.067 ) from Parsons' quotients REM Formula found by SHELXT: C25 O CELL 0.71073 11.3612 20.0633 9.8621 90 116.079 90 ZERR 4 0.0039 0.0072 0.0039 0 0.016 0 LATT -7 SYMM +X,-Y,0.5+Z SFAC C H O UNIT 96 112 8 L.S. 10 PLAN 5 SIZE 0.139 0.156 0.355 TEMP 19.85 CONF BOND $H LIST 4 MORE -1 fmap 2 acta OMIT 0 2 1 OMIT 0 2 -1 OMIT 0 0 -12 REM REM REM WGHT 0.037100 0.811000 FVAR 1.16483 C001 1 0.447440 0.760029 0.446763 11.00000 0.04043 0.03794 = 0.03893 0.00563 0.01796 0.00322 O002 3 0.599411 0.528009 0.481574 11.00000 0.10281 0.04691 = 0.08779 -0.00335 0.03684 0.01976 C003 1 0.464492 0.694309 0.389431 11.00000 0.04436 0.04383 = 0.03961 -0.00038 0.02110 0.00035 C004 1 0.426529 0.771932 0.569450 11.00000 0.03852 0.03606 = 0.03859 0.00143 0.01580 0.00104 O005 3 0.611106 0.994413 0.800253 11.00000 0.08661 0.05074 = 0.14860 -0.03338 0.05621 -0.01753 C006 1 0.522975 0.636704 0.467808 11.00000 0.05162 0.04269 = 0.04345 -0.00307 0.01869 0.00071 AFIX 43 H006 2 0.549870 0.634358 0.571403 11.00000 -1.20000 AFIX 0 C007 1 0.438739 0.836235 0.649210 11.00000 0.04264 0.04114 = 0.04199 0.00163 0.01791 0.00469 C008 1 0.360089 0.872346 0.306156 11.00000 0.06879 0.04983 = 0.06111 0.01580 0.02847 0.01546 AFIX 137 H00A 2 0.277661 0.859584 0.303491 11.00000 -1.50000 H00B 2 0.345055 0.894368 0.213534 11.00000 -1.50000 H00C 2 0.404896 0.902081 0.389401 11.00000 -1.50000 AFIX 0 C009 1 0.583518 0.830370 0.352219 11.00000 0.08109 0.06259 = 0.09829 0.01557 0.06613 0.00547 AFIX 137 H00D 2 0.624928 0.855011 0.444791 11.00000 -1.50000 H00E 2 0.579131 0.857506 0.269951 11.00000 -1.50000 H00F 2 0.633492 0.790904 0.358682 11.00000 -1.50000 AFIX 0 C00A 1 0.524746 0.889052 0.671252 11.00000 0.04937 0.04006 = 0.05901 0.00108 0.02424 0.00253 AFIX 43 H00G 2 0.578689 0.889847 0.622580 11.00000 -1.20000 AFIX 0 C00B 1 0.487038 0.695008 0.795140 11.00000 0.08579 0.06246 = 0.04914 0.01395 0.03362 0.00802 AFIX 137 H00H 2 0.547770 0.671374 0.769200 11.00000 -1.50000 H00I 2 0.452654 0.665307 0.845245 11.00000 -1.50000 H00J 2 0.531233 0.731410 0.861113 11.00000 -1.50000 AFIX 0 C00C 1 0.443515 0.810561 0.325235 11.00000 0.05733 0.04415 = 0.04980 0.00885 0.02996 0.00653 C00D 1 0.286236 0.666086 0.553507 11.00000 0.07135 0.06352 = 0.07620 -0.01489 0.04516 -0.02322 AFIX 137 H00K 2 0.229597 0.683013 0.455145 11.00000 -1.50000 H00L 2 0.234301 0.648846 0.600401 11.00000 -1.50000 H00M 2 0.339862 0.631108 0.544155 11.00000 -1.50000 AFIX 0 C00E 1 0.290958 0.769746 0.698947 11.00000 0.05341 0.06505 = 0.05494 -0.00621 0.03256 -0.00740 AFIX 23 H00N 2 0.202339 0.773942 0.619528 11.00000 -1.20000 H00O 2 0.287397 0.753652 0.789817 11.00000 -1.20000 AFIX 0 C00F 1 0.361386 0.834389 0.726868 11.00000 0.04712 0.04949 = 0.05184 -0.00029 0.02412 0.00621 C00G 1 0.710210 0.993111 0.752787 11.00000 0.07849 0.05927 = 0.12414 -0.00350 0.03978 -0.01893 AFIX 137 H00P 2 0.671921 0.995434 0.644607 11.00000 -1.50000 H00Q 2 0.759295 0.952506 0.786159 11.00000 -1.50000 H00R 2 0.767529 1.030497 0.794973 11.00000 -1.50000 AFIX 0 C00H 1 0.429702 0.698011 0.235236 11.00000 0.07127 0.05640 = 0.04367 0.00208 0.03173 0.00574 C00I 1 0.541428 0.582376 0.391394 11.00000 0.05499 0.04255 = 0.06595 -0.00474 0.02860 0.00057 C00J 1 0.528543 0.940599 0.767360 11.00000 0.05820 0.03916 = 0.08145 -0.00807 0.02520 0.00342 C00K 1 0.373651 0.722228 0.650261 11.00000 0.05443 0.04292 = 0.04307 -0.00156 0.02659 -0.00603 C00L 1 0.502186 0.585569 0.237766 11.00000 0.07960 0.05448 = 0.07274 -0.01583 0.04772 -0.00243 AFIX 43 H00S 2 0.512963 0.548962 0.186461 11.00000 -1.20000 AFIX 0 C00M 1 0.446361 0.644030 0.160318 11.00000 0.09842 0.06946 = 0.05018 -0.00596 0.04536 -0.00122 AFIX 43 H00T 2 0.420138 0.646493 0.056864 11.00000 -1.20000 AFIX 0 C00N 1 0.380645 0.767051 0.181097 11.00000 0.09796 0.06722 = 0.04488 0.01095 0.03654 0.01343 AFIX 23 H00U 2 0.285770 0.768824 0.137930 11.00000 -1.20000 H00V 2 0.408340 0.781705 0.105881 11.00000 -1.20000 AFIX 0 C00O 1 0.365461 0.886325 0.821498 11.00000 0.06158 0.06042 = 0.06856 -0.01045 0.03635 0.00891 AFIX 43 H00W 2 0.312929 0.885227 0.871921 11.00000 -1.20000 AFIX 0 C00P 1 0.447565 0.939445 0.840382 11.00000 0.07545 0.05096 = 0.08372 -0.01716 0.03587 0.00914 AFIX 43 H00X 2 0.449190 0.974813 0.902138 11.00000 -1.20000 AFIX 0 C00Q 1 0.642822 0.475422 0.420353 11.00000 0.13653 0.04856 = 0.14574 -0.00557 0.07805 0.02383 AFIX 137 H00Y 2 0.569852 0.457401 0.334096 11.00000 -1.50000 H 2 0.681068 0.441174 0.494993 11.00000 -1.50000 HA 2 0.707143 0.491840 0.390233 11.00000 -1.50000 AFIX 0 HKLF 4 REM mo_CNS_JS_186_0m_a.res in Cc REM wR2 = 0.1258, GooF = S = 1.026, Restrained GooF = 1.026 for all data REM R1 = 0.0547 for 4051 Fo > 4sig(Fo) and 0.0843 for all 5625 data REM 241 parameters refined using 2 restraints END WGHT 0.0371 0.8111 REM Highest difference peak 0.155, deepest hole -0.140, 1-sigma level 0.029 Q1 1 0.4203 0.7415 0.6238 11.00000 0.05 0.16 Q2 1 0.4481 0.7223 0.4357 11.00000 0.05 0.15 Q3 1 0.5364 0.6728 0.4223 11.00000 0.05 0.14 Q4 1 0.4485 0.7916 0.3998 11.00000 0.05 0.13 Q5 1 0.3885 0.7714 0.4776 11.00000 0.05 0.13 ; _shelx_res_checksum 92806 _olex2_submission_special_instructions 'No special instructions were received' ####################################################################### # # 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_mo_cnsjin_22_0ma_a _database_code_depnum_ccdc_archive 'CCDC 2319369' loop_ _audit_author_name _audit_author_address 'Charlotte Stindt' ;University of Groningen Netherlands ; _audit_update_record ; 2023-12-18 deposited with the CCDC. 2024-03-27 downloaded from the CCDC. ; _audit_creation_date 2023-12-18 _audit_creation_method ; Olex2 1.5 (compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410) ; _shelx_SHELXL_version_number 2018/3 _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C22 H24 O2' _chemical_formula_sum 'C22 H24 O2' _chemical_formula_weight 320.41 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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. ; _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.2599(18) _cell_length_b 8.8008(13) _cell_length_c 15.7527(19) _cell_angle_alpha 90 _cell_angle_beta 110.535(5) _cell_angle_gamma 90 _cell_volume 1721.5(4) _cell_formula_units_Z 4 _cell_measurement_reflns_used 9972 _cell_measurement_temperature 293 _cell_measurement_theta_max 28.48 _cell_measurement_theta_min 2.69 _shelx_estimated_absorpt_T_max 0.985 _shelx_estimated_absorpt_T_min 0.969 _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_T_max 0.7460 _exptl_absorpt_correction_T_min 0.6782 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0872 before and 0.0726 after correction. The Ratio of minimum to maximum transmission is 0.9091. The \l/2 correction factor is Not present. ; _exptl_absorpt_special_details ? _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.236 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description block _exptl_crystal_F_000 688 _exptl_crystal_size_max 0.415 _exptl_crystal_size_mid 0.218 _exptl_crystal_size_min 0.19 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.1109 _diffrn_reflns_av_unetI/netI 0.0352 _diffrn_reflns_Laue_measured_fraction_full 0.992 _diffrn_reflns_Laue_measured_fraction_max 0.995 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 91760 _diffrn_reflns_point_group_measured_fraction_full 0.992 _diffrn_reflns_point_group_measured_fraction_max 0.995 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 29.583 _diffrn_reflns_theta_min 3.398 _diffrn_ambient_temperature 293 _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source ? _diffrn_source_current 30.0 _diffrn_source_power 1.5 _diffrn_source_voltage 50.0 _diffrn_standards_number 0 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 3263 _reflns_number_total 4809 _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. ; _reflns_threshold_expression 'I > 2\s(I)' _computing_cell_refinement 'SAINT V8.40A (Bruker, 2019)' _computing_data_collection ? _computing_data_reduction 'SAINT V8.40A (Bruker, 2019)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'olex2.solve 1.5 (Bourhis et al., 2015)' _refine_diff_density_max 0.263 _refine_diff_density_min -0.186 _refine_diff_density_rms 0.037 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 221 _refine_ls_number_reflns 4809 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0971 _refine_ls_R_factor_gt 0.0612 _refine_ls_restrained_S_all 1.061 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0391P)^2^+0.8833P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1238 _refine_ls_wR_factor_ref 0.1476 _refine_special_details ? _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2.a Secondary CH2 refined with riding coordinates: C004(H00A,H00B), C009(H00F,H00G), C00H(H00L,H00M), C00M(H00Q,H00R) 2.b Aromatic/amide H refined with riding coordinates: C00F(H00K), C00I(H00N), C00J(H00O), C00L(H00P) 2.c Idealised Me refined as rotating group: C007(H00C,H00D,H00E), C00A(H00H,H00I,H00J), C00N(H00S,H00T,H00U), C00O(H00V, H00W,H00X) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary iterative _atom_sites_solution_secondary ? 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 O001 O 0.56875(10) 0.21034(18) 0.59770(9) 0.0552(4) Uani 1 1 d . . . . . O002 O -0.04075(11) 0.24193(16) -0.02610(8) 0.0542(4) Uani 1 1 d . . . . . C003 C 0.21123(12) 0.31218(18) 0.28786(10) 0.0333(3) Uani 1 1 d . . . . . C004 C 0.17975(13) 0.3497(2) 0.36972(11) 0.0386(4) Uani 1 1 d . . . . . H00A H 0.239370 0.395460 0.417809 0.046 Uiso 1 1 calc R U . . . H00B H 0.156298 0.259446 0.392924 0.046 Uiso 1 1 calc R U . . . C005 C 0.08148(12) 0.26138(18) 0.12243(10) 0.0340(3) Uani 1 1 d . . . . . C006 C 0.31285(13) 0.30706(19) 0.28750(10) 0.0351(3) Uani 1 1 d . . . . . C007 C 0.14529(14) 0.1387(2) 0.09764(12) 0.0433(4) Uani 1 1 d . . . . . H00C H 0.183112 0.181360 0.061290 0.065 Uiso 1 1 calc R U . . . H00D H 0.097346 0.060626 0.063954 0.065 Uiso 1 1 calc R U . . . H00E H 0.196123 0.095976 0.151867 0.065 Uiso 1 1 calc R U . . . C008 C 0.11069(12) 0.32576(17) 0.20836(10) 0.0323(3) Uani 1 1 d . . . . . C009 C 0.34460(14) 0.3366(2) 0.20468(12) 0.0438(4) Uani 1 1 d . . . . . H00F H 0.287335 0.388055 0.157324 0.053 Uiso 1 1 calc R U . . . H00G H 0.361798 0.242478 0.180698 0.053 Uiso 1 1 calc R U . . . C00A C 0.37064(14) 0.1389(2) 0.47896(12) 0.0448(4) Uani 1 1 d . . . . . H00H H 0.340065 0.191427 0.517581 0.067 Uiso 1 1 calc R U . . . H00I H 0.412019 0.053811 0.510977 0.067 Uiso 1 1 calc R U . . . H00J H 0.313941 0.103443 0.425823 0.067 Uiso 1 1 calc R U . . . C00B C 0.41514(12) 0.31045(19) 0.36582(11) 0.0355(3) Uani 1 1 d . . . . . C00C C 0.03869(13) 0.41864(18) 0.23287(12) 0.0375(4) Uani 1 1 d . . . . . C00D C -0.01780(14) 0.30552(19) 0.05811(11) 0.0405(4) Uani 1 1 d . . . . . C00E C 0.44244(13) 0.24509(19) 0.45158(11) 0.0364(3) Uani 1 1 d . . . . . C00F C -0.08706(15) 0.4026(2) 0.08094(13) 0.0483(4) Uani 1 1 d . . . . . H00K H -0.151939 0.431726 0.037164 0.058 Uiso 1 1 calc R U . . . C00G C 0.49199(13) 0.3900(2) 0.33988(12) 0.0418(4) Uani 1 1 d . . . . . C00H C 0.08645(14) 0.4632(2) 0.33118(12) 0.0463(4) Uani 1 1 d . . . . . H00L H 0.034106 0.452941 0.361075 0.056 Uiso 1 1 calc R U . . . H00M H 0.112667 0.567032 0.337734 0.056 Uiso 1 1 calc R U . . . C00I C 0.59474(15) 0.4101(2) 0.40118(14) 0.0508(5) Uani 1 1 d . . . . . H00N H 0.645674 0.462228 0.384190 0.061 Uiso 1 1 calc R U . . . C00J C -0.05925(14) 0.4562(2) 0.16922(13) 0.0477(4) Uani 1 1 d . . . . . H00O H -0.106926 0.517403 0.185196 0.057 Uiso 1 1 calc R U . . . C00K C 0.54713(14) 0.2724(2) 0.51309(12) 0.0424(4) Uani 1 1 d . . . . . C00L C 0.62199(15) 0.3526(2) 0.48806(14) 0.0506(5) Uani 1 1 d . . . . . H00P H 0.690932 0.368007 0.529832 0.061 Uiso 1 1 calc R U . . . C00M C 0.44475(15) 0.4388(2) 0.24245(13) 0.0500(5) Uani 1 1 d . . . . . H00Q H 0.494815 0.421299 0.210994 0.060 Uiso 1 1 calc R U . . . H00R H 0.424953 0.545408 0.237567 0.060 Uiso 1 1 calc R U . . . C00N C -0.13137(17) 0.2961(3) -0.09838(14) 0.0635(6) Uani 1 1 d . . . . . H00S H -0.134043 0.248085 -0.153848 0.095 Uiso 1 1 calc R U . . . H00T H -0.125608 0.404130 -0.103825 0.095 Uiso 1 1 calc R U . . . H00U H -0.195869 0.272811 -0.086442 0.095 Uiso 1 1 calc R U . . . C00O C 0.67266(17) 0.2335(3) 0.66314(15) 0.0689(7) Uani 1 1 d . . . . . H00V H 0.725595 0.187478 0.642545 0.103 Uiso 1 1 calc R U . . . H00W H 0.676216 0.188168 0.719554 0.103 Uiso 1 1 calc R U . . . H00X H 0.686599 0.340482 0.671673 0.103 Uiso 1 1 calc R U . . . 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 O001 0.0430(7) 0.0720(10) 0.0426(7) -0.0007(6) 0.0048(6) -0.0057(7) O002 0.0575(8) 0.0547(8) 0.0387(7) -0.0005(6) 0.0023(6) 0.0046(7) C003 0.0362(8) 0.0322(8) 0.0345(8) -0.0025(6) 0.0162(6) -0.0009(6) C004 0.0413(9) 0.0418(9) 0.0385(8) -0.0079(7) 0.0213(7) -0.0044(7) C005 0.0346(8) 0.0334(8) 0.0352(8) 0.0025(6) 0.0136(6) -0.0002(6) C006 0.0360(8) 0.0376(8) 0.0353(8) -0.0029(6) 0.0170(6) -0.0004(7) C007 0.0467(10) 0.0449(10) 0.0398(9) -0.0057(7) 0.0170(8) 0.0042(8) C008 0.0322(7) 0.0304(7) 0.0376(8) 0.0008(6) 0.0165(6) -0.0003(6) C009 0.0416(9) 0.0553(11) 0.0407(9) -0.0003(8) 0.0220(8) 0.0007(8) C00A 0.0413(9) 0.0507(10) 0.0430(9) 0.0018(8) 0.0154(8) -0.0033(8) C00B 0.0327(8) 0.0370(8) 0.0410(8) -0.0066(7) 0.0180(7) -0.0019(6) C00C 0.0370(8) 0.0331(8) 0.0476(9) -0.0014(7) 0.0215(7) 0.0009(7) C00D 0.0426(9) 0.0362(8) 0.0400(9) 0.0045(7) 0.0112(7) -0.0013(7) C00E 0.0331(8) 0.0378(8) 0.0401(8) -0.0071(7) 0.0152(7) -0.0013(7) C00F 0.0381(9) 0.0448(10) 0.0571(11) 0.0086(8) 0.0105(8) 0.0064(8) C00G 0.0370(9) 0.0428(9) 0.0506(10) -0.0033(8) 0.0216(8) -0.0039(7) C00H 0.0450(10) 0.0462(10) 0.0557(11) -0.0119(8) 0.0278(9) 0.0006(8) C00I 0.0400(10) 0.0505(11) 0.0663(12) -0.0044(9) 0.0241(9) -0.0116(8) C00J 0.0419(10) 0.0417(10) 0.0631(12) 0.0024(8) 0.0230(9) 0.0092(8) C00K 0.0374(9) 0.0450(10) 0.0424(9) -0.0085(7) 0.0109(7) -0.0008(7) C00L 0.0355(9) 0.0519(11) 0.0598(12) -0.0106(9) 0.0110(8) -0.0101(8) C00M 0.0464(10) 0.0579(12) 0.0552(11) 0.0049(9) 0.0297(9) -0.0037(9) C00N 0.0584(13) 0.0690(14) 0.0469(11) 0.0092(10) -0.0020(9) -0.0032(11) C00O 0.0469(12) 0.0977(19) 0.0507(12) -0.0050(12) 0.0027(9) -0.0017(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 O001 C00K 1.374(2) . ? O001 C00O 1.416(2) . ? O002 C00D 1.372(2) . ? O002 C00N 1.417(2) . ? C003 C004 1.524(2) . ? C003 C006 1.350(2) . ? C003 C008 1.479(2) . ? C004 H00A 0.9700 . ? C004 H00B 0.9700 . ? C004 C00H 1.540(2) . ? C005 C007 1.505(2) . ? C005 C008 1.391(2) . ? C005 C00D 1.405(2) . ? C006 C009 1.527(2) . ? C006 C00B 1.479(2) . ? C007 H00C 0.9600 . ? C007 H00D 0.9600 . ? C007 H00E 0.9600 . ? C008 C00C 1.410(2) . ? C009 H00F 0.9700 . ? C009 H00G 0.9700 . ? C009 C00M 1.540(3) . ? C00A H00H 0.9600 . ? C00A H00I 0.9600 . ? C00A H00J 0.9600 . ? C00A C00E 1.501(2) . ? C00B C00E 1.394(2) . ? C00B C00G 1.410(2) . ? C00C C00H 1.505(2) . ? C00C C00J 1.374(2) . ? C00D C00F 1.391(3) . ? C00E C00K 1.407(2) . ? C00F H00K 0.9300 . ? C00F C00J 1.390(3) . ? C00G C00I 1.377(2) . ? C00G C00M 1.503(3) . ? C00H H00L 0.9700 . ? C00H H00M 0.9700 . ? C00I H00N 0.9300 . ? C00I C00L 1.383(3) . ? C00J H00O 0.9300 . ? C00K C00L 1.384(3) . ? C00L H00P 0.9300 . ? C00M H00Q 0.9700 . ? C00M H00R 0.9700 . ? C00N H00S 0.9600 . ? C00N H00T 0.9600 . ? C00N H00U 0.9600 . ? C00O H00V 0.9600 . ? C00O H00W 0.9600 . ? C00O H00X 0.9600 . ? 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 C00K O001 C00O 117.87(16) . . ? C00D O002 C00N 118.53(16) . . ? C006 C003 C004 125.49(14) . . ? C006 C003 C008 127.12(14) . . ? C008 C003 C004 105.41(13) . . ? C003 C004 H00A 111.1 . . ? C003 C004 H00B 111.1 . . ? C003 C004 C00H 103.16(13) . . ? H00A C004 H00B 109.1 . . ? C00H C004 H00A 111.1 . . ? C00H C004 H00B 111.1 . . ? C008 C005 C007 123.68(14) . . ? C008 C005 C00D 117.36(15) . . ? C00D C005 C007 118.74(14) . . ? C003 C006 C009 124.92(15) . . ? C003 C006 C00B 128.33(14) . . ? C00B C006 C009 105.20(13) . . ? C005 C007 H00C 109.5 . . ? C005 C007 H00D 109.5 . . ? C005 C007 H00E 109.5 . . ? H00C C007 H00D 109.5 . . ? H00C C007 H00E 109.5 . . ? H00D C007 H00E 109.5 . . ? C005 C008 C003 130.64(14) . . ? C005 C008 C00C 121.24(15) . . ? C00C C008 C003 108.10(13) . . ? C006 C009 H00F 111.1 . . ? C006 C009 H00G 111.1 . . ? C006 C009 C00M 103.18(14) . . ? H00F C009 H00G 109.1 . . ? C00M C009 H00F 111.1 . . ? C00M C009 H00G 111.1 . . ? H00H C00A H00I 109.5 . . ? H00H C00A H00J 109.5 . . ? H00I C00A H00J 109.5 . . ? C00E C00A H00H 109.5 . . ? C00E C00A H00I 109.5 . . ? C00E C00A H00J 109.5 . . ? C00E C00B C006 130.56(14) . . ? C00E C00B C00G 121.16(15) . . ? C00G C00B C006 108.22(14) . . ? C008 C00C C00H 110.62(14) . . ? C00J C00C C008 119.81(16) . . ? C00J C00C C00H 129.57(15) . . ? O002 C00D C005 114.73(15) . . ? O002 C00D C00F 123.92(16) . . ? C00F C00D C005 121.32(16) . . ? C00B C00E C00A 124.05(15) . . ? C00B C00E C00K 117.06(15) . . ? C00K C00E C00A 118.71(15) . . ? C00D C00F H00K 120.0 . . ? C00J C00F C00D 119.96(17) . . ? C00J C00F H00K 120.0 . . ? C00B C00G C00M 110.69(15) . . ? C00I C00G C00B 119.89(17) . . ? C00I C00G C00M 129.41(16) . . ? C004 C00H H00L 111.1 . . ? C004 C00H H00M 111.1 . . ? C00C C00H C004 103.08(13) . . ? C00C C00H H00L 111.1 . . ? C00C C00H H00M 111.1 . . ? H00L C00H H00M 109.1 . . ? C00G C00I H00N 120.1 . . ? C00G C00I C00L 119.85(17) . . ? C00L C00I H00N 120.1 . . ? C00C C00J C00F 119.98(16) . . ? C00C C00J H00O 120.0 . . ? C00F C00J H00O 120.0 . . ? O001 C00K C00E 114.82(15) . . ? O001 C00K C00L 123.56(16) . . ? C00L C00K C00E 121.61(17) . . ? C00I C00L C00K 120.28(17) . . ? C00I C00L H00P 119.9 . . ? C00K C00L H00P 119.9 . . ? C009 C00M H00Q 111.2 . . ? C009 C00M H00R 111.2 . . ? C00G C00M C009 102.81(14) . . ? C00G C00M H00Q 111.2 . . ? C00G C00M H00R 111.2 . . ? H00Q C00M H00R 109.1 . . ? O002 C00N H00S 109.5 . . ? O002 C00N H00T 109.5 . . ? O002 C00N H00U 109.5 . . ? H00S C00N H00T 109.5 . . ? H00S C00N H00U 109.5 . . ? H00T C00N H00U 109.5 . . ? O001 C00O H00V 109.5 . . ? O001 C00O H00W 109.5 . . ? O001 C00O H00X 109.5 . . ? H00V C00O H00W 109.5 . . ? H00V C00O H00X 109.5 . . ? H00W C00O H00X 109.5 . . ? 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 _geom_torsion_publ_flag O001 C00K C00L C00I 179.15(18) . . . . ? O002 C00D C00F C00J 176.99(17) . . . . ? C003 C004 C00H C00C 28.04(16) . . . . ? C003 C006 C009 C00M 136.05(18) . . . . ? C003 C006 C00B C00E 37.4(3) . . . . ? C003 C006 C00B C00G -145.56(18) . . . . ? C003 C008 C00C C00H -3.12(18) . . . . ? C003 C008 C00C C00J 176.50(15) . . . . ? C004 C003 C006 C009 -152.63(17) . . . . ? C004 C003 C006 C00B 11.0(3) . . . . ? C004 C003 C008 C005 -156.89(16) . . . . ? C004 C003 C008 C00C 21.50(17) . . . . ? C005 C008 C00C C00H 175.45(15) . . . . ? C005 C008 C00C C00J -4.9(2) . . . . ? C005 C00D C00F C00J -1.0(3) . . . . ? C006 C003 C004 C00H 134.22(17) . . . . ? C006 C003 C008 C005 38.6(3) . . . . ? C006 C003 C008 C00C -143.05(17) . . . . ? C006 C009 C00M C00G 28.96(18) . . . . ? C006 C00B C00E C00A 6.6(3) . . . . ? C006 C00B C00E C00K -178.42(16) . . . . ? C006 C00B C00G C00I 179.67(16) . . . . ? C006 C00B C00G C00M -1.6(2) . . . . ? C007 C005 C008 C003 10.3(3) . . . . ? C007 C005 C008 C00C -167.89(15) . . . . ? C007 C005 C00D O002 -7.0(2) . . . . ? C007 C005 C00D C00F 171.09(16) . . . . ? C008 C003 C004 C00H -30.66(16) . . . . ? C008 C003 C006 C009 9.0(3) . . . . ? C008 C003 C006 C00B 172.65(15) . . . . ? C008 C005 C00D O002 178.10(14) . . . . ? C008 C005 C00D C00F -3.8(2) . . . . ? C008 C00C C00H C004 -16.15(18) . . . . ? C008 C00C C00J C00F 0.0(3) . . . . ? C009 C006 C00B C00E -156.39(17) . . . . ? C009 C006 C00B C00G 20.61(18) . . . . ? C00A C00E C00K O001 -7.1(2) . . . . ? C00A C00E C00K C00L 171.39(17) . . . . ? C00B C006 C009 C00M -30.73(18) . . . . ? C00B C00E C00K O001 177.66(15) . . . . ? C00B C00E C00K C00L -3.9(3) . . . . ? C00B C00G C00I C00L -0.2(3) . . . . ? C00B C00G C00M C009 -17.7(2) . . . . ? C00D C005 C008 C003 -175.10(15) . . . . ? C00D C005 C008 C00C 6.7(2) . . . . ? C00D C00F C00J C00C 2.9(3) . . . . ? C00E C00B C00G C00I -3.0(3) . . . . ? C00E C00B C00G C00M 175.71(15) . . . . ? C00E C00K C00L C00I 0.8(3) . . . . ? C00G C00B C00E C00A -170.04(16) . . . . ? C00G C00B C00E C00K 4.9(2) . . . . ? C00G C00I C00L C00K 1.3(3) . . . . ? C00H C00C C00J C00F 179.52(18) . . . . ? C00I C00G C00M C009 160.88(19) . . . . ? C00J C00C C00H C004 164.28(18) . . . . ? C00M C00G C00I C00L -178.67(19) . . . . ? C00N O002 C00D C005 -171.14(16) . . . . ? C00N O002 C00D C00F 10.8(3) . . . . ? C00O O001 C00K C00E -179.94(17) . . . . ? C00O O001 C00K C00L 1.6(3) . . . . ? _shelx_res_file ; TITL mo_CNSJIN_22_0ma_a.res in P2(1)/c mo_cnsjin_22_0ma_a.res created by SHELXL-2018/3 at 16:38:29 on 18-Dec-2023 REM Old TITL mo_CNSJIN_22_0ma in P2(1)/c REM SHELXT solution in P2(1)/c REM R1 0.191, Rweak 0.005, Alpha 0.040, Orientation as input REM Formula found by SHELXT: C22 O2 CELL 0.71073 13.2599 8.8008 15.7527 90 110.535 90 ZERR 4 0.0018 0.0013 0.0019 0 0.005 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H O UNIT 88 96 8 L.S. 10 PLAN 1 SIZE 0.19 0.218 0.415 TEMP 19.85 CONF LIST 4 MORE -1 BOND $H fmap 2 acta OMIT 2 0 0 OMIT -2 0 2 OMIT -1 1 1 OMIT -1 0 2 OMIT 1 1 0 REM REM REM WGHT 0.039100 0.883300 FVAR 1.30422 O001 3 0.568752 0.210338 0.597704 11.00000 0.04300 0.07197 = 0.04257 -0.00073 0.00477 -0.00572 O002 3 -0.040747 0.241928 -0.026098 11.00000 0.05753 0.05466 = 0.03868 -0.00051 0.00230 0.00459 C003 1 0.211234 0.312180 0.287857 11.00000 0.03618 0.03218 = 0.03453 -0.00250 0.01615 -0.00092 C004 1 0.179748 0.349697 0.369721 11.00000 0.04131 0.04184 = 0.03853 -0.00789 0.02134 -0.00443 AFIX 23 H00A 2 0.239370 0.395460 0.417809 11.00000 -1.20000 H00B 2 0.156298 0.259446 0.392924 11.00000 -1.20000 AFIX 0 C005 1 0.081481 0.261378 0.122433 11.00000 0.03460 0.03338 = 0.03523 0.00251 0.01361 -0.00020 C006 1 0.312850 0.307059 0.287498 11.00000 0.03602 0.03759 = 0.03527 -0.00287 0.01697 -0.00037 C007 1 0.145293 0.138730 0.097641 11.00000 0.04671 0.04495 = 0.03982 -0.00566 0.01699 0.00421 AFIX 137 H00C 2 0.183112 0.181360 0.061290 11.00000 -1.50000 H00D 2 0.097346 0.060626 0.063954 11.00000 -1.50000 H00E 2 0.196123 0.095976 0.151867 11.00000 -1.50000 AFIX 0 C008 1 0.110686 0.325765 0.208355 11.00000 0.03225 0.03038 = 0.03758 0.00081 0.01648 -0.00030 C009 1 0.344596 0.336570 0.204678 11.00000 0.04164 0.05527 = 0.04069 -0.00031 0.02204 0.00075 AFIX 23 H00F 2 0.287335 0.388055 0.157324 11.00000 -1.20000 H00G 2 0.361798 0.242478 0.180698 11.00000 -1.20000 AFIX 0 C00A 1 0.370643 0.138867 0.478958 11.00000 0.04132 0.05068 = 0.04301 0.00177 0.01538 -0.00327 AFIX 137 H00H 2 0.340065 0.191427 0.517581 11.00000 -1.50000 H00I 2 0.412019 0.053811 0.510977 11.00000 -1.50000 H00J 2 0.313941 0.103443 0.425823 11.00000 -1.50000 AFIX 0 C00B 1 0.415138 0.310452 0.365825 11.00000 0.03270 0.03697 = 0.04102 -0.00664 0.01805 -0.00193 C00C 1 0.038694 0.418641 0.232873 11.00000 0.03705 0.03310 = 0.04759 -0.00142 0.02151 0.00087 C00D 1 -0.017801 0.305524 0.058108 11.00000 0.04256 0.03622 = 0.03998 0.00447 0.01118 -0.00131 C00E 1 0.442437 0.245091 0.451581 11.00000 0.03315 0.03782 = 0.04011 -0.00712 0.01519 -0.00125 C00F 1 -0.087063 0.402639 0.080939 11.00000 0.03813 0.04481 = 0.05711 0.00863 0.01053 0.00636 AFIX 43 H00K 2 -0.151939 0.431726 0.037164 11.00000 -1.20000 AFIX 0 C00G 1 0.491987 0.390022 0.339880 11.00000 0.03701 0.04276 = 0.05061 -0.00329 0.02155 -0.00386 C00H 1 0.086446 0.463232 0.331182 11.00000 0.04499 0.04621 = 0.05574 -0.01185 0.02783 0.00056 AFIX 23 H00L 2 0.034106 0.452941 0.361075 11.00000 -1.20000 H00M 2 0.112667 0.567032 0.337734 11.00000 -1.20000 AFIX 0 C00I 1 0.594741 0.410123 0.401184 11.00000 0.03998 0.05046 = 0.06629 -0.00436 0.02411 -0.01160 AFIX 43 H00N 2 0.645674 0.462228 0.384190 11.00000 -1.20000 AFIX 0 C00J 1 -0.059249 0.456183 0.169222 11.00000 0.04193 0.04166 = 0.06314 0.00238 0.02299 0.00921 AFIX 43 H00O 2 -0.106926 0.517403 0.185196 11.00000 -1.20000 AFIX 0 C00K 1 0.547128 0.272389 0.513086 11.00000 0.03740 0.04505 = 0.04240 -0.00849 0.01095 -0.00085 C00L 1 0.621994 0.352650 0.488056 11.00000 0.03547 0.05194 = 0.05978 -0.01062 0.01105 -0.01009 AFIX 43 H00P 2 0.690932 0.368007 0.529832 11.00000 -1.20000 AFIX 0 C00M 1 0.444748 0.438801 0.242455 11.00000 0.04637 0.05788 = 0.05517 0.00488 0.02972 -0.00372 AFIX 23 H00Q 2 0.494815 0.421299 0.210994 11.00000 -1.20000 H00R 2 0.424953 0.545408 0.237567 11.00000 -1.20000 AFIX 0 C00N 1 -0.131374 0.296107 -0.098382 11.00000 0.05837 0.06900 = 0.04693 0.00917 -0.00196 -0.00323 AFIX 137 H00S 2 -0.134043 0.248085 -0.153848 11.00000 -1.50000 H00T 2 -0.125608 0.404130 -0.103825 11.00000 -1.50000 H00U 2 -0.195869 0.272811 -0.086442 11.00000 -1.50000 AFIX 0 C00O 1 0.672660 0.233481 0.663140 11.00000 0.04686 0.09772 = 0.05069 -0.00497 0.00265 -0.00168 AFIX 137 H00V 2 0.725595 0.187478 0.642545 11.00000 -1.50000 H00W 2 0.676216 0.188168 0.719554 11.00000 -1.50000 H00X 2 0.686599 0.340482 0.671673 11.00000 -1.50000 AFIX 0 HKLF 4 REM mo_CNSJIN_22_0ma_a.res in P2(1)/c REM wR2 = 0.1476, GooF = S = 1.061, Restrained GooF = 1.061 for all data REM R1 = 0.0612 for 3263 Fo > 4sig(Fo) and 0.0971 for all 4809 data REM 221 parameters refined using 0 restraints END WGHT 0.0391 0.8837 REM Highest difference peak 0.263, deepest hole -0.186, 1-sigma level 0.037 Q1 1 0.0312 0.2746 0.0980 11.00000 0.05 0.26 ; _shelx_res_checksum 78918 _olex2_submission_special_instructions 'No special instructions were received' ####################################################################### # # 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_mo_cns_jin_12_0m_a _database_code_depnum_ccdc_archive 'CCDC 2319370' loop_ _audit_author_name _audit_author_address 'Charlotte Stindt' ;University of Groningen Netherlands ; _audit_update_record ; 2023-12-18 deposited with the CCDC. 2024-03-27 downloaded from the CCDC. ; _audit_creation_date 2023-12-18 _audit_creation_method ; Olex2 1.5 (compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410) ; _shelx_SHELXL_version_number 2018/3 _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C26 H28 O4' _chemical_formula_sum 'C26 H28 O4' _chemical_formula_weight 404.48 _chemical_absolute_configuration ? _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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. ; _space_group_crystal_system orthorhombic _space_group_IT_number 19 _space_group_name_H-M_alt 'P 21 21 21' _space_group_name_Hall 'P 2ac 2ab' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.6167(8) _cell_length_b 12.0209(10) _cell_length_c 18.8367(16) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2177.5(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 9993 _cell_measurement_temperature 293 _cell_measurement_theta_max 23.39 _cell_measurement_theta_min 2.71 _shelx_estimated_absorpt_T_max 0.990 _shelx_estimated_absorpt_T_min 0.986 _exptl_absorpt_coefficient_mu 0.082 _exptl_absorpt_correction_T_max 0.5809 _exptl_absorpt_correction_T_min 0.5190 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1340 before and 0.1164 after correction. The Ratio of minimum to maximum transmission is 0.8934. The \l/2 correction factor is Not present. ; _exptl_absorpt_special_details ? _exptl_crystal_colour yellow _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.234 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description block _exptl_crystal_F_000 864 _exptl_crystal_size_max 0.175 _exptl_crystal_size_mid 0.137 _exptl_crystal_size_min 0.117 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.1663 _diffrn_reflns_av_unetI/netI 0.0594 _diffrn_reflns_Laue_measured_fraction_full 0.996 _diffrn_reflns_Laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_number 111523 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 29.584 _diffrn_reflns_theta_min 2.378 _diffrn_ambient_temperature 293 _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source ? _diffrn_source_current 30.0 _diffrn_source_power 1.5 _diffrn_source_voltage 50.0 _diffrn_standards_number 0 _reflns_Friedel_coverage 0.780 _reflns_Friedel_fraction_full 0.999 _reflns_Friedel_fraction_max 0.999 _reflns_number_gt 4704 _reflns_number_total 6111 _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. ; _reflns_threshold_expression 'I > 2\s(I)' _computing_cell_refinement 'SAINT V8.40A (Bruker, 2019)' _computing_data_collection ? _computing_data_reduction 'SAINT V8.40A (Bruker, 2019)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'olex2.solve 1.5 (Bourhis et al., 2015)' _refine_diff_density_max 0.159 _refine_diff_density_min -0.192 _refine_diff_density_rms 0.040 _refine_ls_abs_structure_details ; Flack x determined using 1603 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack 0.3(7) _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 277 _refine_ls_number_reflns 6111 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0766 _refine_ls_R_factor_gt 0.0545 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0446P)^2^+0.5205P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1163 _refine_ls_wR_factor_ref 0.1297 _refine_special_details ? _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2.a Secondary CH2 refined with riding coordinates: C006(H00A,H00B), C00T(H00W,H00X) 2.b Aromatic/amide H refined with riding coordinates: C005(H005), C00A(H00F), C00F(H00J), C00I(H00N), C00K(H00O), C00N(H00P) 2.c Idealised Me refined as rotating group: C009(H00C,H00D,H00E), C00B(H00G,H00H,H00I), C00G(H00K,H00L,H00M), C00P(H00Q, H00R,H00S), C00S(H00T,H00U,H00V), C00U(H00Y,H,HA) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary iterative _atom_sites_solution_secondary ? 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 O001 O 0.4764(2) 0.25546(17) 0.70645(11) 0.0550(6) Uani 1 1 d . . . . . O002 O 0.4247(3) 0.78454(17) 0.29101(10) 0.0547(5) Uani 1 1 d . . . . . O003 O 0.3497(4) 1.0754(2) 0.38164(15) 0.0851(9) Uani 1 1 d . . . . . O004 O 0.2068(3) 0.01296(19) 0.66711(15) 0.0787(8) Uani 1 1 d . . . . . C005 C 0.3208(3) 0.8810(2) 0.46544(15) 0.0414(6) Uani 1 1 d . . . . . H005 H 0.304777 0.948393 0.488275 0.050 Uiso 1 1 calc R U . . . C006 C 0.2713(3) 0.7624(2) 0.57816(14) 0.0439(6) Uani 1 1 d . . . . . H00A H 0.171449 0.762493 0.585333 0.053 Uiso 1 1 calc R U . . . H00B H 0.312920 0.818488 0.608468 0.053 Uiso 1 1 calc R U . . . C007 C 0.3339(3) 0.6456(2) 0.59364(13) 0.0356(5) Uani 1 1 d . . . . . C008 C 0.3064(3) 0.7826(2) 0.50234(14) 0.0382(5) Uani 1 1 d . . . . . C009 C 0.4885(3) 0.6600(2) 0.61106(15) 0.0432(6) Uani 1 1 d . . . . . H00C H 0.531634 0.705376 0.575349 0.065 Uiso 1 1 calc R U . . . H00D H 0.532782 0.588455 0.612208 0.065 Uiso 1 1 calc R U . . . H00E H 0.498022 0.695276 0.656529 0.065 Uiso 1 1 calc R U . . . C00A C 0.3734(4) 0.9857(2) 0.35573(19) 0.0556(8) Uani 1 1 d . . . . . H00F H 0.402413 0.983243 0.308659 0.067 Uiso 1 1 calc R U . . . C00B C 0.2540(3) 0.5948(3) 0.65582(16) 0.0475(7) Uani 1 1 d . . . . . H00G H 0.237391 0.650971 0.691057 0.071 Uiso 1 1 calc R U . . . H00H H 0.307738 0.535629 0.676276 0.071 Uiso 1 1 calc R U . . . H00I H 0.166806 0.566006 0.639213 0.071 Uiso 1 1 calc R U . . . C00C C 0.2852(3) 0.4809(2) 0.50616(13) 0.0357(5) Uani 1 1 d . . . . . C00D C 0.3871(3) 0.2757(2) 0.65139(14) 0.0404(6) Uani 1 1 d . . . . . C00E C 0.3163(2) 0.5891(2) 0.51990(13) 0.0338(5) Uani 1 1 d . . . . . C00F C 0.3923(3) 0.3726(2) 0.61159(13) 0.0378(5) Uani 1 1 d . . . . . H00J H 0.458186 0.427044 0.621568 0.045 Uiso 1 1 calc R U . . . C00G C 0.3211(4) 0.3765(3) 0.38986(16) 0.0564(8) Uani 1 1 d . . . . . H00K H 0.386156 0.431735 0.374041 0.085 Uiso 1 1 calc R U . . . H00L H 0.274282 0.344962 0.349592 0.085 Uiso 1 1 calc R U . . . H00M H 0.369799 0.318926 0.414954 0.085 Uiso 1 1 calc R U . . . C00H C 0.2909(3) 0.1919(2) 0.63545(15) 0.0431(6) Uani 1 1 d . . . . . C00I C 0.3722(3) 0.6783(2) 0.39737(14) 0.0384(6) Uani 1 1 d . . . . . H00N H 0.392225 0.610941 0.375321 0.046 Uiso 1 1 calc R U . . . C00J C 0.3591(3) 0.8800(2) 0.39418(15) 0.0414(6) Uani 1 1 d . . . . . C00K C 0.2031(3) 0.2054(2) 0.57732(16) 0.0465(6) Uani 1 1 d . . . . . H00O H 0.141655 0.148906 0.565032 0.056 Uiso 1 1 calc R U . . . C00L C 0.3289(2) 0.6806(2) 0.46785(13) 0.0336(5) Uani 1 1 d . . . . . C00M C 0.2975(3) 0.3875(2) 0.55649(14) 0.0371(5) Uani 1 1 d . . . . . C00N C 0.2810(4) 0.0914(2) 0.67952(18) 0.0558(8) Uani 1 1 d . . . . . H00P H 0.336203 0.087998 0.720011 0.067 Uiso 1 1 calc R U . . . C00O C 0.2139(3) 0.4306(2) 0.43945(15) 0.0440(6) Uani 1 1 d . . . . . C00P C 0.1166(3) 0.5077(3) 0.39834(18) 0.0566(8) Uani 1 1 d . . . . . H00Q H 0.058222 0.547281 0.431071 0.085 Uiso 1 1 calc R U . . . H00R H 0.059830 0.464454 0.366793 0.085 Uiso 1 1 calc R U . . . H00S H 0.170613 0.559860 0.371326 0.085 Uiso 1 1 calc R U . . . C00Q C 0.2065(3) 0.3017(2) 0.53792(15) 0.0440(6) Uani 1 1 d . . . . . C00R C 0.3852(3) 0.7780(2) 0.36016(14) 0.0391(5) Uani 1 1 d . . . . . C00S C 0.4611(4) 0.6841(3) 0.25519(17) 0.0658(10) Uani 1 1 d . . . . . H00T H 0.489828 0.701018 0.207588 0.099 Uiso 1 1 calc R U . . . H00U H 0.382006 0.635437 0.253899 0.099 Uiso 1 1 calc R U . . . H00V H 0.535969 0.648325 0.279981 0.099 Uiso 1 1 calc R U . . . C00T C 0.1256(3) 0.3358(3) 0.47357(18) 0.0557(8) Uani 1 1 d . . . . . H00W H 0.034064 0.362761 0.486737 0.067 Uiso 1 1 calc R U . . . H00X H 0.115130 0.273920 0.440977 0.067 Uiso 1 1 calc R U . . . C00U C 0.5722(4) 0.3409(3) 0.72457(18) 0.0666(10) Uani 1 1 d . . . . . H00Y H 0.633534 0.354200 0.685265 0.100 Uiso 1 1 calc R U . . . H H 0.625514 0.318347 0.765177 0.100 Uiso 1 1 calc R U . . . HA H 0.522239 0.407895 0.735501 0.100 Uiso 1 1 calc R U . . . 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 O001 0.0659(13) 0.0474(12) 0.0517(11) 0.0158(9) -0.0095(10) -0.0044(10) O002 0.0731(14) 0.0483(12) 0.0429(10) 0.0087(9) 0.0029(10) 0.0047(11) O003 0.129(3) 0.0367(12) 0.0900(19) 0.0115(12) -0.0001(18) 0.0068(14) O004 0.101(2) 0.0418(12) 0.0937(19) 0.0098(13) 0.0220(17) -0.0145(14) C005 0.0400(13) 0.0287(12) 0.0554(16) -0.0029(11) -0.0092(12) 0.0027(10) C006 0.0452(14) 0.0378(13) 0.0485(15) -0.0054(12) 0.0054(12) 0.0061(12) C007 0.0366(12) 0.0339(12) 0.0361(12) -0.0045(10) 0.0026(10) -0.0002(10) C008 0.0373(13) 0.0311(12) 0.0462(13) -0.0024(11) -0.0037(11) 0.0039(10) C009 0.0394(13) 0.0432(15) 0.0472(14) -0.0062(12) -0.0038(12) -0.0020(12) C00A 0.062(2) 0.0409(16) 0.0642(19) 0.0131(14) -0.0104(16) -0.0009(14) C00B 0.0484(16) 0.0470(16) 0.0472(15) -0.0019(12) 0.0102(12) 0.0002(12) C00C 0.0337(12) 0.0334(12) 0.0400(13) -0.0016(10) -0.0047(10) -0.0025(10) C00D 0.0451(14) 0.0358(13) 0.0403(13) 0.0014(11) 0.0059(11) 0.0034(11) C00E 0.0302(11) 0.0321(12) 0.0390(12) -0.0013(10) -0.0039(10) 0.0008(9) C00F 0.0412(13) 0.0326(12) 0.0396(12) -0.0011(10) 0.0005(11) -0.0044(11) C00G 0.070(2) 0.0475(16) 0.0516(17) -0.0122(14) -0.0060(16) -0.0003(16) C00H 0.0450(14) 0.0336(13) 0.0507(15) 0.0036(11) 0.0124(13) 0.0023(11) C00I 0.0417(13) 0.0321(12) 0.0414(14) -0.0026(10) -0.0039(11) -0.0008(11) C00J 0.0401(13) 0.0329(12) 0.0512(15) 0.0061(12) -0.0095(12) -0.0005(11) C00K 0.0448(14) 0.0335(13) 0.0612(17) -0.0022(12) 0.0063(13) -0.0091(11) C00L 0.0309(11) 0.0282(11) 0.0416(13) 0.0009(10) -0.0046(10) -0.0012(9) C00M 0.0390(12) 0.0301(12) 0.0422(13) -0.0009(10) 0.0012(11) -0.0028(10) C00N 0.0646(19) 0.0385(15) 0.0642(19) 0.0097(14) 0.0183(16) 0.0019(14) C00O 0.0448(14) 0.0371(13) 0.0500(15) -0.0022(12) -0.0152(13) -0.0043(12) C00P 0.0503(17) 0.0559(18) 0.0637(19) 0.0033(15) -0.0249(15) -0.0046(14) C00Q 0.0417(13) 0.0378(14) 0.0526(16) -0.0011(11) -0.0034(13) -0.0064(11) C00R 0.0364(12) 0.0405(13) 0.0405(13) 0.0043(11) -0.0061(10) 0.0011(11) C00S 0.089(3) 0.064(2) 0.0449(16) 0.0016(15) 0.0069(17) 0.0197(19) C00T 0.0509(16) 0.0473(16) 0.069(2) 0.0012(15) -0.0167(15) -0.0159(14) C00U 0.076(2) 0.066(2) 0.0569(19) 0.0157(16) -0.0216(18) -0.0115(19) _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 O001 C00D 1.369(3) . ? O001 C00U 1.421(4) . ? O002 C00R 1.359(3) . ? O002 C00S 1.426(4) . ? O003 C00A 1.206(4) . ? O004 C00N 1.205(4) . ? C005 H005 0.9300 . ? C005 C008 1.379(4) . ? C005 C00J 1.392(4) . ? C006 H00A 0.9700 . ? C006 H00B 0.9700 . ? C006 C007 1.555(4) . ? C006 C008 1.487(4) . ? C007 C009 1.533(4) . ? C007 C00B 1.528(4) . ? C007 C00E 1.555(3) . ? C008 C00L 1.404(3) . ? C009 H00C 0.9600 . ? C009 H00D 0.9600 . ? C009 H00E 0.9600 . ? C00A H00F 0.9300 . ? C00A C00J 1.469(4) . ? C00B H00G 0.9600 . ? C00B H00H 0.9600 . ? C00B H00I 0.9600 . ? C00C C00E 1.359(3) . ? C00C C00M 1.475(3) . ? C00C C00O 1.554(4) . ? C00D C00F 1.387(4) . ? C00D C00H 1.400(4) . ? C00E C00L 1.479(3) . ? C00F H00J 0.9300 . ? C00F C00M 1.393(4) . ? C00G H00K 0.9600 . ? C00G H00L 0.9600 . ? C00G H00M 0.9600 . ? C00G C00O 1.535(4) . ? C00H C00K 1.392(4) . ? C00H C00N 1.469(4) . ? C00I H00N 0.9300 . ? C00I C00L 1.392(4) . ? C00I C00R 1.394(4) . ? C00J C00R 1.406(4) . ? C00K H00O 0.9300 . ? C00K C00Q 1.375(4) . ? C00M C00Q 1.397(4) . ? C00N H00P 0.9300 . ? C00O C00P 1.528(4) . ? C00O C00T 1.560(4) . ? C00P H00Q 0.9600 . ? C00P H00R 0.9600 . ? C00P H00S 0.9600 . ? C00Q C00T 1.498(4) . ? C00S H00T 0.9600 . ? C00S H00U 0.9600 . ? C00S H00V 0.9600 . ? C00T H00W 0.9700 . ? C00T H00X 0.9700 . ? C00U H00Y 0.9600 . ? C00U H 0.9600 . ? C00U HA 0.9600 . ? 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 C00D O001 C00U 117.4(2) . . ? C00R O002 C00S 118.2(2) . . ? C008 C005 H005 119.8 . . ? C008 C005 C00J 120.4(2) . . ? C00J C005 H005 119.8 . . ? H00A C006 H00B 109.0 . . ? C007 C006 H00A 111.0 . . ? C007 C006 H00B 111.0 . . ? C008 C006 H00A 111.0 . . ? C008 C006 H00B 111.0 . . ? C008 C006 C007 103.9(2) . . ? C006 C007 C00E 100.6(2) . . ? C009 C007 C006 108.2(2) . . ? C009 C007 C00E 110.2(2) . . ? C00B C007 C006 108.1(2) . . ? C00B C007 C009 111.6(2) . . ? C00B C007 C00E 117.1(2) . . ? C005 C008 C006 130.3(2) . . ? C005 C008 C00L 120.0(2) . . ? C00L C008 C006 109.7(2) . . ? C007 C009 H00C 109.5 . . ? C007 C009 H00D 109.5 . . ? C007 C009 H00E 109.5 . . ? H00C C009 H00D 109.5 . . ? H00C C009 H00E 109.5 . . ? H00D C009 H00E 109.5 . . ? O003 C00A H00F 118.1 . . ? O003 C00A C00J 123.8(3) . . ? C00J C00A H00F 118.1 . . ? C007 C00B H00G 109.5 . . ? C007 C00B H00H 109.5 . . ? C007 C00B H00I 109.5 . . ? H00G C00B H00H 109.5 . . ? H00G C00B H00I 109.5 . . ? H00H C00B H00I 109.5 . . ? C00E C00C C00M 126.1(2) . . ? C00E C00C C00O 128.6(2) . . ? C00M C00C C00O 105.0(2) . . ? O001 C00D C00F 122.4(2) . . ? O001 C00D C00H 116.7(2) . . ? C00F C00D C00H 120.8(2) . . ? C00C C00E C007 127.7(2) . . ? C00C C00E C00L 127.1(2) . . ? C00L C00E C007 105.0(2) . . ? C00D C00F H00J 120.4 . . ? C00D C00F C00M 119.1(2) . . ? C00M C00F H00J 120.4 . . ? H00K C00G H00L 109.5 . . ? H00K C00G H00M 109.5 . . ? H00L C00G H00M 109.5 . . ? C00O C00G H00K 109.5 . . ? C00O C00G H00L 109.5 . . ? C00O C00G H00M 109.5 . . ? C00D C00H C00N 120.9(3) . . ? C00K C00H C00D 119.0(2) . . ? C00K C00H C00N 120.1(3) . . ? C00L C00I H00N 120.4 . . ? C00L C00I C00R 119.3(2) . . ? C00R C00I H00N 120.4 . . ? C005 C00J C00A 119.5(3) . . ? C005 C00J C00R 119.6(2) . . ? C00R C00J C00A 120.8(3) . . ? C00H C00K H00O 119.7 . . ? C00Q C00K C00H 120.6(3) . . ? C00Q C00K H00O 119.7 . . ? C008 C00L C00E 109.3(2) . . ? C00I C00L C008 120.3(2) . . ? C00I C00L C00E 129.9(2) . . ? C00F C00M C00C 129.0(2) . . ? C00F C00M C00Q 120.1(2) . . ? C00Q C00M C00C 110.5(2) . . ? O004 C00N C00H 124.9(3) . . ? O004 C00N H00P 117.6 . . ? C00H C00N H00P 117.6 . . ? C00C C00O C00T 101.0(2) . . ? C00G C00O C00C 111.2(2) . . ? C00G C00O C00T 107.9(2) . . ? C00P C00O C00C 116.3(2) . . ? C00P C00O C00G 111.1(3) . . ? C00P C00O C00T 108.6(2) . . ? C00O C00P H00Q 109.5 . . ? C00O C00P H00R 109.5 . . ? C00O C00P H00S 109.5 . . ? H00Q C00P H00R 109.5 . . ? H00Q C00P H00S 109.5 . . ? H00R C00P H00S 109.5 . . ? C00K C00Q C00M 120.0(3) . . ? C00K C00Q C00T 130.9(3) . . ? C00M C00Q C00T 109.0(2) . . ? O002 C00R C00I 123.8(2) . . ? O002 C00R C00J 115.9(2) . . ? C00I C00R C00J 120.3(2) . . ? O002 C00S H00T 109.5 . . ? O002 C00S H00U 109.5 . . ? O002 C00S H00V 109.5 . . ? H00T C00S H00U 109.5 . . ? H00T C00S H00V 109.5 . . ? H00U C00S H00V 109.5 . . ? C00O C00T H00W 110.8 . . ? C00O C00T H00X 110.8 . . ? C00Q C00T C00O 104.5(2) . . ? C00Q C00T H00W 110.8 . . ? C00Q C00T H00X 110.8 . . ? H00W C00T H00X 108.9 . . ? O001 C00U H00Y 109.5 . . ? O001 C00U H 109.5 . . ? O001 C00U HA 109.5 . . ? H00Y C00U H 109.5 . . ? H00Y C00U HA 109.5 . . ? H C00U HA 109.5 . . ? 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 _geom_torsion_publ_flag O001 C00D C00F C00M -179.8(2) . . . . ? O001 C00D C00H C00K -176.3(2) . . . . ? O001 C00D C00H C00N 4.3(4) . . . . ? O003 C00A C00J C005 -2.3(5) . . . . ? O003 C00A C00J C00R 178.4(3) . . . . ? C005 C008 C00L C00E 176.2(2) . . . . ? C005 C008 C00L C00I 3.1(4) . . . . ? C005 C00J C00R O002 -178.8(2) . . . . ? C005 C00J C00R C00I 0.3(4) . . . . ? C006 C007 C00E C00C -144.1(3) . . . . ? C006 C007 C00E C00L 31.2(2) . . . . ? C006 C008 C00L C00E -2.6(3) . . . . ? C006 C008 C00L C00I -175.8(2) . . . . ? C007 C006 C008 C005 -155.8(3) . . . . ? C007 C006 C008 C00L 22.9(3) . . . . ? C007 C00E C00L C008 -18.9(3) . . . . ? C007 C00E C00L C00I 153.4(3) . . . . ? C008 C005 C00J C00A 179.8(2) . . . . ? C008 C005 C00J C00R -1.0(4) . . . . ? C008 C006 C007 C009 83.3(3) . . . . ? C008 C006 C007 C00B -155.7(2) . . . . ? C008 C006 C007 C00E -32.4(3) . . . . ? C009 C007 C00E C00C 101.8(3) . . . . ? C009 C007 C00E C00L -82.9(2) . . . . ? C00A C00J C00R O002 0.5(4) . . . . ? C00A C00J C00R C00I 179.6(3) . . . . ? C00B C007 C00E C00C -27.3(4) . . . . ? C00B C007 C00E C00L 148.0(2) . . . . ? C00C C00E C00L C008 156.5(3) . . . . ? C00C C00E C00L C00I -31.2(4) . . . . ? C00C C00M C00Q C00K 178.8(3) . . . . ? C00C C00M C00Q C00T -1.0(3) . . . . ? C00C C00O C00T C00Q -29.8(3) . . . . ? C00D C00F C00M C00C -178.2(3) . . . . ? C00D C00F C00M C00Q -5.4(4) . . . . ? C00D C00H C00K C00Q -2.8(4) . . . . ? C00D C00H C00N O004 -175.6(3) . . . . ? C00E C00C C00M C00F -31.8(4) . . . . ? C00E C00C C00M C00Q 154.9(3) . . . . ? C00E C00C C00O C00G 101.7(3) . . . . ? C00E C00C C00O C00P -26.8(4) . . . . ? C00E C00C C00O C00T -144.0(3) . . . . ? C00F C00D C00H C00K 2.2(4) . . . . ? C00F C00D C00H C00N -177.2(3) . . . . ? C00F C00M C00Q C00K 4.8(4) . . . . ? C00F C00M C00Q C00T -175.1(3) . . . . ? C00G C00O C00T C00Q 86.9(3) . . . . ? C00H C00D C00F C00M 1.9(4) . . . . ? C00H C00K C00Q C00M -0.7(4) . . . . ? C00H C00K C00Q C00T 179.2(3) . . . . ? C00J C005 C008 C006 177.9(3) . . . . ? C00J C005 C008 C00L -0.7(4) . . . . ? C00K C00H C00N O004 5.0(5) . . . . ? C00K C00Q C00T C00O -159.6(3) . . . . ? C00L C00I C00R O002 -179.0(2) . . . . ? C00L C00I C00R C00J 2.0(4) . . . . ? C00M C00C C00E C007 -17.4(4) . . . . ? C00M C00C C00E C00L 168.3(2) . . . . ? C00M C00C C00O C00G -85.0(3) . . . . ? C00M C00C C00O C00P 146.6(3) . . . . ? C00M C00C C00O C00T 29.3(3) . . . . ? C00M C00Q C00T C00O 20.2(3) . . . . ? C00N C00H C00K C00Q 176.6(3) . . . . ? C00O C00C C00E C007 154.6(3) . . . . ? C00O C00C C00E C00L -19.7(4) . . . . ? C00O C00C C00M C00F 154.7(3) . . . . ? C00O C00C C00M C00Q -18.7(3) . . . . ? C00P C00O C00T C00Q -152.6(3) . . . . ? C00R C00I C00L C008 -3.7(4) . . . . ? C00R C00I C00L C00E -175.2(2) . . . . ? C00S O002 C00R C00I -3.0(4) . . . . ? C00S O002 C00R C00J 176.1(3) . . . . ? C00U O001 C00D C00F 3.3(4) . . . . ? C00U O001 C00D C00H -178.3(3) . . . . ? _shelx_res_file ; TITL mo_CNS_Jin_12_0m_a.res in P2(1)2(1)2(1) mo_cns_jin_12_0m_a.res created by SHELXL-2018/3 at 16:38:16 on 18-Dec-2023 REM Old TITL mo_CNS_Jin_12_0m in P2(1)2(1)2(1) REM SHELXT solution in P2(1)2(1)2(1) REM R1 0.150, Rweak 0.030, Alpha 0.005, Orientation as input REM Flack x = 0.413 ( 0.732 ) from Parsons' quotients REM Formula found by SHELXT: C26 O4 CELL 0.71073 9.6167 12.0209 18.8367 90 90 90 ZERR 4 0.0008 0.001 0.0016 0 0 0 LATT -1 SYMM 0.5-X,-Y,0.5+Z SYMM -X,0.5+Y,0.5-Z SYMM 0.5+X,0.5-Y,-Z SFAC C H O UNIT 104 112 16 L.S. 10 PLAN 2 SIZE 0.117 0.137 0.175 TEMP 19.85 CONF BOND $H LIST 4 MORE -1 fmap 2 acta OMIT 0 2 0 OMIT -1 1 2 OMIT 1 1 2 OMIT -1 1 1 OMIT 1 1 1 OMIT 2 0 3 OMIT 0 2 3 OMIT 0 1 2 REM REM REM WGHT 0.044600 0.520500 FVAR 0.66328 O001 3 0.476398 0.255456 0.706449 11.00000 0.06586 0.04744 = 0.05170 0.01580 -0.00949 -0.00440 O002 3 0.424688 0.784537 0.291006 11.00000 0.07309 0.04826 = 0.04289 0.00867 0.00294 0.00471 O003 3 0.349735 1.075437 0.381643 11.00000 0.12869 0.03672 = 0.08996 0.01148 -0.00008 0.00681 O004 3 0.206807 0.012962 0.667112 11.00000 0.10052 0.04179 = 0.09373 0.00982 0.02201 -0.01453 C005 1 0.320775 0.881007 0.465437 11.00000 0.04000 0.02874 = 0.05536 -0.00290 -0.00922 0.00274 AFIX 43 H005 2 0.304777 0.948393 0.488275 11.00000 -1.20000 AFIX 0 C006 1 0.271331 0.762380 0.578156 11.00000 0.04522 0.03783 = 0.04854 -0.00539 0.00539 0.00606 AFIX 23 H00A 2 0.171449 0.762493 0.585333 11.00000 -1.20000 H00B 2 0.312920 0.818488 0.608468 11.00000 -1.20000 AFIX 0 C007 1 0.333866 0.645558 0.593635 11.00000 0.03662 0.03393 = 0.03612 -0.00453 0.00260 -0.00018 C008 1 0.306386 0.782611 0.502345 11.00000 0.03731 0.03112 = 0.04624 -0.00236 -0.00373 0.00386 C009 1 0.488528 0.660017 0.611058 11.00000 0.03936 0.04318 = 0.04715 -0.00616 -0.00380 -0.00195 AFIX 137 H00C 2 0.531634 0.705376 0.575349 11.00000 -1.50000 H00D 2 0.532782 0.588455 0.612208 11.00000 -1.50000 H00E 2 0.498022 0.695276 0.656529 11.00000 -1.50000 AFIX 0 C00A 1 0.373410 0.985690 0.355732 11.00000 0.06167 0.04091 = 0.06420 0.01309 -0.01036 -0.00090 AFIX 43 H00F 2 0.402413 0.983243 0.308659 11.00000 -1.20000 AFIX 0 C00B 1 0.254035 0.594829 0.655822 11.00000 0.04841 0.04697 = 0.04721 -0.00192 0.01020 0.00019 AFIX 137 H00G 2 0.237391 0.650971 0.691057 11.00000 -1.50000 H00H 2 0.307738 0.535629 0.676276 11.00000 -1.50000 H00I 2 0.166806 0.566006 0.639213 11.00000 -1.50000 AFIX 0 C00C 1 0.285174 0.480932 0.506160 11.00000 0.03365 0.03336 = 0.03997 -0.00160 -0.00473 -0.00253 C00D 1 0.387067 0.275675 0.651388 11.00000 0.04506 0.03583 = 0.04035 0.00141 0.00594 0.00338 C00E 1 0.316315 0.589081 0.519903 11.00000 0.03021 0.03213 = 0.03902 -0.00133 -0.00387 0.00081 C00F 1 0.392275 0.372631 0.611594 11.00000 0.04116 0.03261 = 0.03964 -0.00105 0.00051 -0.00439 AFIX 43 H00J 2 0.458186 0.427044 0.621568 11.00000 -1.20000 AFIX 0 C00G 1 0.321080 0.376484 0.389865 11.00000 0.07007 0.04747 = 0.05155 -0.01217 -0.00598 -0.00033 AFIX 137 H00K 2 0.386156 0.431735 0.374041 11.00000 -1.50000 H00L 2 0.274282 0.344962 0.349592 11.00000 -1.50000 H00M 2 0.369799 0.318926 0.414954 11.00000 -1.50000 AFIX 0 C00H 1 0.290883 0.191886 0.635445 11.00000 0.04501 0.03362 = 0.05068 0.00363 0.01243 0.00225 C00I 1 0.372210 0.678287 0.397367 11.00000 0.04165 0.03215 = 0.04142 -0.00264 -0.00394 -0.00076 AFIX 43 H00N 2 0.392225 0.610941 0.375321 11.00000 -1.20000 AFIX 0 C00J 1 0.359116 0.880019 0.394178 11.00000 0.04005 0.03291 = 0.05116 0.00613 -0.00946 -0.00046 C00K 1 0.203117 0.205446 0.577323 11.00000 0.04479 0.03351 = 0.06117 -0.00221 0.00626 -0.00906 AFIX 43 H00O 2 0.141655 0.148906 0.565032 11.00000 -1.20000 AFIX 0 C00L 1 0.328916 0.680631 0.467854 11.00000 0.03089 0.02824 = 0.04161 0.00088 -0.00463 -0.00122 C00M 1 0.297507 0.387456 0.556493 11.00000 0.03898 0.03014 = 0.04221 -0.00090 0.00121 -0.00277 C00N 1 0.281040 0.091377 0.679516 11.00000 0.06461 0.03854 = 0.06419 0.00970 0.01831 0.00190 AFIX 43 H00P 2 0.336203 0.087998 0.720011 11.00000 -1.20000 AFIX 0 C00O 1 0.213939 0.430584 0.439450 11.00000 0.04481 0.03711 = 0.04998 -0.00220 -0.01516 -0.00432 C00P 1 0.116603 0.507715 0.398338 11.00000 0.05033 0.05591 = 0.06368 0.00326 -0.02487 -0.00463 AFIX 137 H00Q 2 0.058222 0.547281 0.431071 11.00000 -1.50000 H00R 2 0.059830 0.464454 0.366793 11.00000 -1.50000 H00S 2 0.170613 0.559860 0.371326 11.00000 -1.50000 AFIX 0 C00Q 1 0.206489 0.301693 0.537920 11.00000 0.04168 0.03782 = 0.05255 -0.00111 -0.00337 -0.00641 C00R 1 0.385246 0.778038 0.360164 11.00000 0.03638 0.04047 = 0.04052 0.00435 -0.00610 0.00113 C00S 1 0.461100 0.684120 0.255190 11.00000 0.08882 0.06370 = 0.04494 0.00159 0.00693 0.01972 AFIX 137 H00T 2 0.489828 0.701018 0.207588 11.00000 -1.50000 H00U 2 0.382006 0.635437 0.253899 11.00000 -1.50000 H00V 2 0.535969 0.648325 0.279981 11.00000 -1.50000 AFIX 0 C00T 1 0.125582 0.335828 0.473572 11.00000 0.05085 0.04734 = 0.06905 0.00116 -0.01671 -0.01585 AFIX 23 H00W 2 0.034064 0.362761 0.486737 11.00000 -1.20000 H00X 2 0.115130 0.273920 0.440977 11.00000 -1.20000 AFIX 0 C00U 1 0.572196 0.340909 0.724569 11.00000 0.07646 0.06627 = 0.05692 0.01573 -0.02156 -0.01146 AFIX 137 H00Y 2 0.633534 0.354200 0.685265 11.00000 -1.50000 H 2 0.625514 0.318347 0.765177 11.00000 -1.50000 HA 2 0.522239 0.407895 0.735501 11.00000 -1.50000 AFIX 0 HKLF 4 REM mo_CNS_Jin_12_0m_a.res in P2(1)2(1)2(1) REM wR2 = 0.1297, GooF = S = 1.025, Restrained GooF = 1.025 for all data REM R1 = 0.0545 for 4704 Fo > 4sig(Fo) and 0.0766 for all 6111 data REM 277 parameters refined using 0 restraints END WGHT 0.0448 0.5186 REM Highest difference peak 0.159, deepest hole -0.192, 1-sigma level 0.040 Q1 1 0.0620 0.6721 0.5637 11.00000 0.05 0.16 Q2 1 0.3554 0.7376 0.4816 11.00000 0.05 0.16 ; _shelx_res_checksum 8618 _olex2_submission_special_instructions 'No special instructions were received'