#------------------------------------------------------------------------------ #$Date: 2025-01-11 01:09:45 +0200 (Sat, 11 Jan 2025) $ #$Revision: 297277 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/36/1573677.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_1573677 loop_ _publ_author_name 'Wu, Hengbo' 'Luo, Ruitong' 'Peng, Jingjing' 'Han, Zijian' 'Zhang, Renjie' 'Xu, Zhijian' 'Zhu, Weiliang' 'Liu, Hong' 'Li, Chunpu' _publ_section_title ; B(MIDA)-directed site-selective intermolecular halofluoroalkylation of alkenes: synthesis of diversely functionalized building blocks ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D4SC07900K _journal_year 2025 _chemical_formula_moiety 'C11 H15 B F2 I N O6' _chemical_formula_sum 'C11 H15 B F2 I N O6' _chemical_formula_weight 432.95 _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' _space_group_name_H-M_alt 'C 1 2/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2021-10-16 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2023-01-17 deposited with the CCDC. 2024-12-30 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 126.597(7) _cell_angle_gamma 90 _cell_formula_units_Z 24 _cell_length_a 51.208(5) _cell_length_b 7.1184(7) _cell_length_c 31.560(4) _cell_measurement_reflns_used 8171 _cell_measurement_temperature 170 _cell_measurement_theta_max 25.061 _cell_measurement_theta_min 2.338 _cell_volume 9236.1(19) _computing_cell_refinement 'SAINT V8.40A (?, 2016)' _computing_data_reduction 'SAINT V8.40A (?, 2016)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _diffrn_ambient_temperature 170.0 _diffrn_measured_fraction_theta_full 0.968 _diffrn_measured_fraction_theta_max 0.968 _diffrn_measurement_device_type 'D8 VENTURE' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0664 _diffrn_reflns_av_unetI/netI 0.0605 _diffrn_reflns_Laue_measured_fraction_full 0.968 _diffrn_reflns_Laue_measured_fraction_max 0.968 _diffrn_reflns_limit_h_max 60 _diffrn_reflns_limit_h_min -60 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_number 29505 _diffrn_reflns_point_group_measured_fraction_full 0.968 _diffrn_reflns_point_group_measured_fraction_max 0.968 _diffrn_reflns_theta_full 25.084 _diffrn_reflns_theta_max 25.084 _diffrn_reflns_theta_min 0.991 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 2.128 _exptl_absorpt_correction_T_max 0.0329 _exptl_absorpt_correction_T_min 0.0146 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1847 before and 0.0562 after correction. The Ratio of minimum to maximum transmission is 0.4438. The \l/2 correction factor is Not present.' _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.868 _exptl_crystal_description needle _exptl_crystal_F_000 5088 _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.03 _refine_diff_density_max 2.140 _refine_diff_density_min -0.780 _refine_diff_density_rms 0.104 _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 601 _refine_ls_number_reflns 7974 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.025 _refine_ls_R_factor_all 0.0662 _refine_ls_R_factor_gt 0.0421 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0272P)^2^+36.3093P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0845 _refine_ls_wR_factor_ref 0.0963 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5860 _reflns_number_total 7974 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; TITL 20211478_a.res in C2/c 20211478.res created by SHELXL-2018/3 at 17:12:46 on 16-Oct-2021 REM Old TITL 20211478 in C2/c REM SHELXT solution in C2/c REM R1 0.116, Rweak 0.005, Alpha 0.050, Orientation as input REM Formula found by SHELXT: C35 N5 O23 I3 CELL 0.71073 51.2077 7.1184 31.5598 90 126.597 90 ZERR 24 0.0049 0.0007 0.0035 0 0.007 0 LATT 7 SYMM -X,+Y,0.5-Z SFAC C H B F I N O UNIT 264 360 24 48 24 24 144 L.S. 4 PLAN 20 SIZE 0.12 0.5 0.03 TEMP -103.15 list 4 fmap 2 ACTA REM REM REM WGHT 0.027200 36.309299 FVAR 0.06816 I2 5 0.603431 0.692678 0.663522 11.00000 0.04041 0.03813 = 0.04748 -0.00031 0.02536 0.00550 I3 5 0.377084 -0.304579 0.693778 11.00000 0.04590 0.05375 = 0.04128 0.00805 0.02793 0.00711 I1 5 0.338081 0.580721 0.374995 11.00000 0.04543 0.06136 = 0.04294 0.00928 0.02928 0.00643 F2 4 0.267843 0.622884 0.353163 11.00000 0.04106 0.05865 = 0.04358 0.01326 0.02063 0.00429 F4 4 0.647395 1.328172 0.711463 11.00000 0.04188 0.03573 = 0.06519 0.00867 0.02749 -0.00216 F3 4 0.630996 1.197822 0.754432 11.00000 0.04907 0.06121 = 0.05208 -0.00625 0.03166 -0.00424 O3 7 0.368411 0.379025 0.531916 11.00000 0.03354 0.04249 = 0.03517 0.00175 0.02094 0.00210 F5 4 0.447499 -0.368609 0.711308 11.00000 0.04662 0.04244 = 0.05140 0.01286 0.02438 0.00745 F6 4 0.452236 -0.363386 0.646930 11.00000 0.04987 0.05440 = 0.07460 -0.01179 0.04200 0.00332 O15 7 0.540098 0.953068 0.563824 11.00000 0.03777 0.04092 = 0.04231 0.00344 0.02663 -0.00016 O14 7 0.535465 1.171615 0.619103 11.00000 0.03142 0.03718 = 0.04370 0.00394 0.02222 0.00128 F1 4 0.263643 0.698887 0.415630 11.00000 0.05843 0.04282 = 0.09087 0.00561 0.05094 0.00586 O9 7 0.344732 -0.092858 0.536619 11.00000 0.03597 0.04612 = 0.03621 0.00211 0.02248 0.00242 O5 7 0.390296 0.614961 0.505813 11.00000 0.03994 0.03354 = 0.04330 -0.00159 0.02454 0.00090 O11 7 0.323811 -0.336106 0.562079 11.00000 0.03728 0.04414 = 0.04164 -0.00339 0.02444 -0.00207 O7 7 0.448008 -0.004976 0.716100 11.00000 0.04768 0.04240 = 0.04614 -0.00337 0.03152 -0.00488 O13 7 0.491726 1.307022 0.606151 11.00000 0.03724 0.04205 = 0.04759 -0.00279 0.02507 0.00434 O10 7 0.316132 0.079498 0.463319 11.00000 0.04916 0.05015 = 0.04308 0.00688 0.02956 -0.00104 O16 7 0.518789 0.736187 0.499945 11.00000 0.04772 0.06159 = 0.03586 -0.00558 0.02536 0.01078 O4 7 0.397290 0.213453 0.606487 11.00000 0.04828 0.04751 = 0.04618 0.00060 0.02908 -0.00243 O12 7 0.279732 -0.456406 0.551086 11.00000 0.04534 0.04891 = 0.06675 -0.00039 0.03285 -0.00887 O8 7 0.465671 -0.001688 0.665889 11.00000 0.06280 0.05239 = 0.06980 -0.00805 0.05142 -0.01011 O18 7 0.671396 1.002304 0.707516 11.00000 0.03951 0.05249 = 0.07443 0.00931 0.03235 0.01252 O6 7 0.432467 0.731755 0.510843 11.00000 0.04791 0.04551 = 0.07418 0.00214 0.03269 -0.01103 N3 6 0.519158 0.844299 0.610089 11.00000 0.03413 0.03501 = 0.03724 -0.00094 0.02259 0.00045 O17 7 0.677363 0.952912 0.783526 11.00000 0.05451 0.05318 = 0.04929 0.01375 0.01511 0.00482 N2 6 0.317432 -0.013085 0.575926 11.00000 0.03442 0.04047 = 0.03496 -0.00147 0.02274 -0.00185 N1 6 0.395496 0.287982 0.492870 11.00000 0.03297 0.03997 = 0.03762 -0.00158 0.02199 0.00110 O2 7 0.258554 0.271702 0.362864 11.00000 0.08019 0.04260 = 0.05546 -0.00132 0.03774 -0.00331 O1 7 0.253533 0.346754 0.426927 11.00000 0.06480 0.04857 = 0.07394 0.01027 0.04985 0.00697 C15 1 0.523574 0.795360 0.540196 11.00000 0.03183 0.04228 = 0.04024 0.00513 0.02165 0.00862 C29 1 0.401525 -0.284578 0.624750 11.00000 0.04132 0.03987 = 0.03332 0.00160 0.02319 0.00333 AFIX 23 H29A 2 0.395368 -0.418858 0.620328 11.00000 -1.20000 H29B 2 0.396756 -0.241589 0.590957 11.00000 -1.20000 AFIX 0 C17 1 0.583842 0.961719 0.664691 11.00000 0.03881 0.03048 = 0.04612 0.00200 0.02692 0.00748 AFIX 13 H17 2 0.585539 0.969650 0.697891 11.00000 -1.20000 AFIX 0 C24 1 0.320845 0.023126 0.503475 11.00000 0.03644 0.03270 = 0.04250 -0.00304 0.02376 -0.00771 C27 1 0.297984 -0.327014 0.562322 11.00000 0.03891 0.04654 = 0.04212 0.00486 0.02433 -0.00187 C16 1 0.512400 0.702494 0.569742 11.00000 0.04096 0.04014 = 0.03970 -0.00563 0.02550 0.00048 AFIX 23 H16A 2 0.488899 0.672721 0.545690 11.00000 -1.20000 H16B 2 0.524676 0.585124 0.586855 11.00000 -1.20000 AFIX 0 C13 1 0.505307 1.171334 0.605870 11.00000 0.03352 0.04038 = 0.03406 0.00168 0.02001 0.00333 C18 1 0.603742 1.121718 0.664775 11.00000 0.02828 0.04764 = 0.04160 0.00533 0.01854 -0.00326 AFIX 23 H18A 2 0.608115 1.091254 0.638933 11.00000 -1.20000 H18B 2 0.590314 1.237138 0.652304 11.00000 -1.20000 AFIX 0 C6 1 0.334736 0.458680 0.435036 11.00000 0.04137 0.04183 = 0.04084 -0.00095 0.02609 -0.00004 AFIX 13 H6 2 0.325058 0.330151 0.423521 11.00000 -1.20000 AFIX 0 C23 1 0.300256 0.067644 0.521444 11.00000 0.03931 0.04607 = 0.03790 0.00712 0.02119 0.00405 AFIX 23 H23A 2 0.278403 0.010839 0.497235 11.00000 -1.20000 H23B 2 0.297735 0.205254 0.522142 11.00000 -1.20000 AFIX 0 C30 1 0.437729 -0.272202 0.666180 11.00000 0.03891 0.04052 = 0.05137 0.00283 0.02750 0.00743 C5 1 0.415021 0.600245 0.503217 11.00000 0.03488 0.04225 = 0.04189 0.00436 0.01976 -0.00053 C31 1 0.452552 -0.073678 0.682650 11.00000 0.02911 0.04786 = 0.03982 0.00280 0.01757 0.00119 C12 1 0.491044 0.976629 0.589603 11.00000 0.03465 0.03895 = 0.04607 -0.00081 0.02651 -0.00040 AFIX 23 H12A 2 0.479446 0.945558 0.604966 11.00000 -1.20000 H12B 2 0.475491 0.967804 0.550692 11.00000 -1.20000 AFIX 0 C28 1 0.379152 -0.176053 0.633258 11.00000 0.04061 0.03176 = 0.04367 -0.00012 0.02914 -0.00006 AFIX 13 H28 2 0.388000 -0.045974 0.645031 11.00000 -1.20000 AFIX 0 C25 1 0.331996 0.142050 0.615977 11.00000 0.04098 0.03627 = 0.04455 -0.00298 0.02695 0.00157 AFIX 137 H25A 2 0.346748 0.216424 0.612540 11.00000 -1.50000 H25B 2 0.344138 0.088096 0.651512 11.00000 -1.50000 H25C 2 0.314618 0.222999 0.610048 11.00000 -1.50000 AFIX 0 C1 1 0.392365 0.263457 0.566157 11.00000 0.03412 0.04251 = 0.03324 -0.00609 0.01761 -0.00790 C14 1 0.528077 0.753302 0.659907 11.00000 0.04828 0.04104 = 0.04027 0.00375 0.03032 -0.00237 AFIX 137 H14A 2 0.509960 0.675076 0.652174 11.00000 -1.50000 H14B 2 0.532690 0.850492 0.685525 11.00000 -1.50000 H14C 2 0.547418 0.674804 0.674613 11.00000 -1.50000 AFIX 0 C20 1 0.663949 1.023030 0.740955 11.00000 0.03623 0.03640 = 0.05748 -0.00060 0.02236 -0.00813 C3 1 0.380494 0.130401 0.453232 11.00000 0.05084 0.03993 = 0.05243 -0.00937 0.03320 -0.00535 AFIX 137 H3A 2 0.368068 0.182647 0.417477 11.00000 -1.50000 H3B 2 0.365945 0.057597 0.457472 11.00000 -1.50000 H3C 2 0.397705 0.048403 0.458949 11.00000 -1.50000 AFIX 0 C7 1 0.313417 0.579026 0.442618 11.00000 0.04086 0.03610 = 0.04282 0.00074 0.02381 0.00251 AFIX 23 H7A 2 0.318460 0.546325 0.477270 11.00000 -1.20000 H7B 2 0.319957 0.711585 0.444766 11.00000 -1.20000 AFIX 0 C4 1 0.418031 0.405927 0.488195 11.00000 0.03707 0.04334 = 0.04541 0.00398 0.02775 0.00307 AFIX 23 H4A 2 0.440692 0.359974 0.512383 11.00000 -1.20000 H4B 2 0.411395 0.403647 0.451626 11.00000 -1.20000 AFIX 0 C19 1 0.636005 1.164283 0.717517 11.00000 0.03893 0.04038 = 0.04919 0.00278 0.02742 -0.00557 C26 1 0.295435 -0.136345 0.580245 11.00000 0.04144 0.04188 = 0.05123 0.00454 0.03451 -0.00029 AFIX 23 H26A 2 0.272767 -0.089627 0.557330 11.00000 -1.20000 H26B 2 0.302632 -0.141261 0.617121 11.00000 -1.20000 AFIX 0 C33 1 0.457548 0.188967 0.733315 11.00000 0.04864 0.04401 = 0.05956 -0.00298 0.03431 -0.00167 AFIX 23 H33A 2 0.453923 0.266420 0.704186 11.00000 -1.20000 H33B 2 0.480893 0.195305 0.763459 11.00000 -1.20000 AFIX 0 C2 1 0.412728 0.209906 0.547888 11.00000 0.03431 0.05053 = 0.04096 0.00886 0.01902 0.00212 AFIX 23 H2A 2 0.434827 0.264100 0.571681 11.00000 -1.20000 H2B 2 0.414648 0.071597 0.547609 11.00000 -1.20000 AFIX 0 C9 1 0.260975 0.380942 0.398339 11.00000 0.03866 0.05098 = 0.04669 0.00824 0.02239 0.01196 C8 1 0.277112 0.568103 0.402079 11.00000 0.03814 0.04163 = 0.05489 0.00822 0.03138 0.00358 B01N 3 0.370486 0.442888 0.489747 11.00000 0.03559 0.04050 = 0.03842 -0.00054 0.02369 0.00156 B01O 3 0.342986 -0.160744 0.578699 11.00000 0.03511 0.03622 = 0.03702 -0.00106 0.02105 -0.00237 C32 1 0.437293 0.259274 0.749323 11.00000 0.08380 0.04794 = 0.06458 0.00617 0.05399 0.00389 AFIX 137 H32A 2 0.414516 0.266382 0.718270 11.00000 -1.50000 H32B 2 0.444825 0.384502 0.764985 11.00000 -1.50000 H32C 2 0.439172 0.173326 0.775275 11.00000 -1.50000 AFIX 0 B01Q 3 0.546185 0.983845 0.615293 11.00000 0.03491 0.03407 = 0.03687 0.00398 0.02200 0.00171 C21 1 0.698915 0.876566 0.724736 11.00000 0.04228 0.06582 = 0.09504 -0.01576 0.03019 0.01238 AFIX 23 H21A 2 0.713332 0.868200 0.763737 11.00000 -1.20000 H21B 2 0.690676 0.748949 0.710420 11.00000 -1.20000 AFIX 0 C10 1 0.246769 0.079574 0.360438 11.00000 0.08740 0.03573 = 0.06657 -0.00386 0.02904 -0.01296 AFIX 23 H10A 2 0.259981 -0.012487 0.357199 11.00000 -1.20000 H10B 2 0.249268 0.052221 0.393440 11.00000 -1.20000 AFIX 0 C11 1 0.213046 0.061103 0.315968 11.00000 0.05258 0.07347 = 0.07673 0.01230 0.01413 -0.00595 AFIX 137 H11A 2 0.210335 0.097727 0.283621 11.00000 -1.50000 H11B 2 0.199716 0.142728 0.321066 11.00000 -1.50000 H11C 2 0.206169 -0.069701 0.312993 11.00000 -1.50000 AFIX 0 C22 1 0.715906 0.941877 0.707751 11.00000 0.15814 0.20482 = 0.30888 0.16653 0.20219 0.12177 AFIX 137 H22A 2 0.700830 0.978663 0.670591 11.00000 -1.50000 H22B 2 0.730482 0.843292 0.711397 11.00000 -1.50000 H22C 2 0.728761 1.051165 0.728915 11.00000 -1.50000 AFIX 0 HKLF 4 REM 20211478_a.res in C2/c REM wR2 = 0.0963, GooF = S = 1.025, Restrained GooF = 1.025 for all data REM R1 = 0.0421 for 5860 Fo > 4sig(Fo) and 0.0662 for all 7974 data REM 601 parameters refined using 0 restraints END WGHT 0.0271 36.3424 REM Highest difference peak 2.140, deepest hole -0.780, 1-sigma level 0.104 Q1 1 0.3399 0.7052 0.3802 11.00000 0.05 2.14 Q2 1 0.3688 -0.4242 0.6805 11.00000 0.05 1.57 Q3 1 0.3566 -0.2953 0.6919 11.00000 0.05 0.62 Q4 1 0.3482 0.5719 0.3585 11.00000 0.05 0.61 Q5 1 0.6224 0.6897 0.6588 11.00000 0.05 0.52 Q6 1 0.2649 0.3149 0.3270 11.00000 0.05 0.51 Q7 1 0.5821 0.6865 0.6620 11.00000 0.05 0.50 Q8 1 0.2355 0.2653 0.3427 11.00000 0.05 0.47 Q9 1 0.3957 -0.3028 0.6918 11.00000 0.05 0.46 Q10 1 0.6640 1.1430 0.6299 11.00000 0.05 0.45 Q11 1 0.5947 1.3088 0.6690 11.00000 0.05 0.41 Q12 1 0.3667 -0.1481 0.6508 11.00000 0.05 0.41 Q13 1 0.3092 0.4383 0.4217 11.00000 0.05 0.41 Q14 1 0.3300 0.4362 0.3404 11.00000 0.05 0.40 Q15 1 0.6018 1.4428 0.6624 11.00000 0.05 0.40 Q16 1 0.3211 0.5785 0.3780 11.00000 0.05 0.40 Q17 1 0.6046 0.6804 0.6293 11.00000 0.05 0.39 Q18 1 0.2241 0.1430 0.3500 11.00000 0.05 0.39 Q19 1 0.4667 0.2672 0.7798 11.00000 0.05 0.38 Q20 1 0.5714 0.6833 0.6192 11.00000 0.05 0.38 REM The information below was added by Olex2. REM REM R1 = 0.0421 for 5860 Fo > 4sig(Fo) and 0.0662 for all 31264 data REM n/a parameters refined using n/a restraints REM Highest difference peak 2.14, deepest hole -0.78 REM Mean Shift 0, Max Shift -0.001. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0662 REM R1_gt = 0.0421 REM wR_ref = 0.0963 REM GOOF = 1.025 REM Shift_max = -0.001 REM Shift_mean = 0 REM Reflections_all = 31264 REM Reflections_gt = 5860 REM Parameters = n/a REM Hole = -0.78 REM Peak = 2.14 REM Flack = n/a ; _cod_data_source_file d4sc07900k2.cif _cod_data_source_block 20211478 _cod_original_cell_volume 9236.0(18) _cod_database_code 1573677 _shelx_shelxl_version_number 2018/3 _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. ; _shelx_estimated_absorpt_t_max 0.939 _shelx_estimated_absorpt_t_min 0.416 _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 Ternary CH refined with riding coordinates: C17(H17), C6(H6), C28(H28) 2.b Secondary CH2 refined with riding coordinates: C29(H29A,H29B), C16(H16A,H16B), C18(H18A,H18B), C23(H23A,H23B), C12(H12A, H12B), C7(H7A,H7B), C4(H4A,H4B), C26(H26A,H26B), C33(H33A,H33B), C2(H2A,H2B), C21(H21A,H21B), C10(H10A,H10B) 2.c Idealised Me refined as rotating group: C25(H25A,H25B,H25C), C14(H14A,H14B,H14C), C3(H3A,H3B,H3C), C32(H32A,H32B, H32C), C11(H11A,H11B,H11C), C22(H22A,H22B,H22C) ; _olex2_submission_special_instructions 'No special instructions were received' 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' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_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 I2 I 0.60343(2) 0.69268(6) 0.66352(2) 0.04252(12) Uani 1 1 d . . . . . I3 I 0.37708(2) -0.30458(6) 0.69378(2) 0.04578(12) Uani 1 1 d . . . . . I1 I 0.33808(2) 0.58072(7) 0.37500(2) 0.04810(13) Uani 1 1 d . . . . . F2 F 0.26784(7) 0.6229(5) 0.35316(14) 0.0506(9) Uani 1 1 d . . . . . F4 F 0.64740(7) 1.3282(5) 0.71146(15) 0.0503(10) Uani 1 1 d . . . . . F3 F 0.63100(7) 1.1978(5) 0.75443(14) 0.0532(9) Uani 1 1 d . . . . . O3 O 0.36841(8) 0.3790(5) 0.53192(15) 0.0368(9) Uani 1 1 d . . . . . F5 F 0.44750(7) -0.3686(5) 0.71131(14) 0.0498(9) Uani 1 1 d . . . . . F6 F 0.45224(8) -0.3634(5) 0.64693(16) 0.0566(10) Uani 1 1 d . . . . . O15 O 0.54010(8) 0.9531(6) 0.56382(15) 0.0386(9) Uani 1 1 d . . . . . O14 O 0.53547(8) 1.1716(5) 0.61910(15) 0.0375(9) Uani 1 1 d . . . . . F1 F 0.26364(8) 0.6989(5) 0.41563(17) 0.0601(11) Uani 1 1 d . . . . . O9 O 0.34473(8) -0.0929(6) 0.53662(15) 0.0388(9) Uani 1 1 d . . . . . O5 O 0.39030(8) 0.6150(5) 0.50581(15) 0.0391(10) Uani 1 1 d . . . . . O11 O 0.32381(8) -0.3361(6) 0.56208(16) 0.0405(10) Uani 1 1 d . . . . . O7 O 0.44801(9) -0.0050(6) 0.71610(16) 0.0432(10) Uani 1 1 d . . . . . O13 O 0.49173(8) 1.3070(6) 0.60615(16) 0.0424(10) Uani 1 1 d . . . . . O10 O 0.31613(9) 0.0795(6) 0.46332(17) 0.0462(11) Uani 1 1 d . . . . . O16 O 0.51879(9) 0.7362(6) 0.49994(17) 0.0481(11) Uani 1 1 d . . . . . O4 O 0.39729(9) 0.2135(6) 0.60649(18) 0.0468(11) Uani 1 1 d . . . . . O12 O 0.27973(9) -0.4564(6) 0.55109(18) 0.0540(12) Uani 1 1 d . . . . . O8 O 0.46567(10) -0.0017(7) 0.66589(18) 0.0543(12) Uani 1 1 d . . . . . O18 O 0.67140(9) 1.0023(7) 0.7075(2) 0.0565(13) Uani 1 1 d . . . . . O6 O 0.43247(9) 0.7318(6) 0.5108(2) 0.0581(13) Uani 1 1 d . . . . . N3 N 0.51916(10) 0.8443(6) 0.61009(18) 0.0347(11) Uani 1 1 d . . . . . O17 O 0.67736(10) 0.9529(7) 0.78353(19) 0.0621(14) Uani 1 1 d . . . . . N2 N 0.31743(9) -0.0131(7) 0.57593(18) 0.0353(11) Uani 1 1 d . . . . . N1 N 0.39550(9) 0.2880(7) 0.49287(19) 0.0363(11) Uani 1 1 d . . . . . O2 O 0.25855(11) 0.2717(6) 0.36286(19) 0.0611(13) Uani 1 1 d . . . . . O1 O 0.25353(10) 0.3468(6) 0.4269(2) 0.0572(12) Uani 1 1 d . . . . . C15 C 0.52357(12) 0.7954(9) 0.5402(2) 0.0380(14) Uani 1 1 d . . . . . C29 C 0.40153(12) -0.2846(8) 0.6247(2) 0.0376(13) Uani 1 1 d . . . . . H29A H 0.395368 -0.418858 0.620328 0.045 Uiso 1 1 calc R . . . . H29B H 0.396756 -0.241589 0.590957 0.045 Uiso 1 1 calc R . . . . C17 C 0.58384(12) 0.9617(8) 0.6647(2) 0.0375(14) Uani 1 1 d . . . . . H17 H 0.585539 0.969650 0.697891 0.045 Uiso 1 1 calc R . . . . C24 C 0.32084(12) 0.0231(8) 0.5035(2) 0.0371(14) Uani 1 1 d . . . . . C27 C 0.29798(13) -0.3270(9) 0.5623(2) 0.0424(15) Uani 1 1 d . . . . . C16 C 0.51240(13) 0.7025(8) 0.5697(2) 0.0394(14) Uani 1 1 d . . . . . H16A H 0.488899 0.672721 0.545690 0.047 Uiso 1 1 calc R . . . . H16B H 0.524676 0.585124 0.586855 0.047 Uiso 1 1 calc R . . . . C13 C 0.50531(12) 1.1713(8) 0.6059(2) 0.0361(13) Uani 1 1 d . . . . . C18 C 0.60374(11) 1.1217(9) 0.6648(2) 0.0406(15) Uani 1 1 d . . . . . H18A H 0.608115 1.091254 0.638933 0.049 Uiso 1 1 calc R . . . . H18B H 0.590314 1.237138 0.652304 0.049 Uiso 1 1 calc R . . . . C6 C 0.33474(12) 0.4587(9) 0.4350(2) 0.0404(14) Uani 1 1 d . . . . . H6 H 0.325058 0.330151 0.423521 0.048 Uiso 1 1 calc R . . . . C23 C 0.30026(13) 0.0676(9) 0.5214(2) 0.0422(15) Uani 1 1 d . . . . . H23A H 0.278403 0.010839 0.497235 0.051 Uiso 1 1 calc R . . . . H23B H 0.297735 0.205254 0.522142 0.051 Uiso 1 1 calc R . . . . C30 C 0.43773(13) -0.2722(9) 0.6662(3) 0.0432(15) Uani 1 1 d . . . . . C5 C 0.41502(12) 0.6002(9) 0.5032(2) 0.0416(15) Uani 1 1 d . . . . . C31 C 0.45255(12) -0.0737(9) 0.6827(2) 0.0408(15) Uani 1 1 d . . . . . C12 C 0.49104(12) 0.9766(8) 0.5896(2) 0.0384(14) Uani 1 1 d . . . . . H12A H 0.479446 0.945558 0.604966 0.046 Uiso 1 1 calc R . . . . H12B H 0.475491 0.967804 0.550692 0.046 Uiso 1 1 calc R . . . . C28 C 0.37915(12) -0.1761(8) 0.6333(2) 0.0362(13) Uani 1 1 d . . . . . H28 H 0.388000 -0.045974 0.645031 0.043 Uiso 1 1 calc R . . . . C25 C 0.33200(13) 0.1420(8) 0.6160(2) 0.0397(14) Uani 1 1 d . . . . . H25A H 0.346748 0.216424 0.612540 0.060 Uiso 1 1 calc GR . . . . H25B H 0.344138 0.088096 0.651512 0.060 Uiso 1 1 calc GR . . . . H25C H 0.314618 0.222999 0.610048 0.060 Uiso 1 1 calc GR . . . . C1 C 0.39236(12) 0.2635(9) 0.5662(2) 0.0382(14) Uani 1 1 d . . . . . C14 C 0.52808(13) 0.7533(9) 0.6599(2) 0.0408(14) Uani 1 1 d . . . . . H14A H 0.509960 0.675076 0.652174 0.061 Uiso 1 1 calc GR . . . . H14B H 0.532690 0.850492 0.685525 0.061 Uiso 1 1 calc GR . . . . H14C H 0.547418 0.674804 0.674613 0.061 Uiso 1 1 calc GR . . . . C20 C 0.66395(13) 1.0230(9) 0.7410(3) 0.0468(17) Uani 1 1 d . . . . . C3 C 0.38049(14) 0.1304(9) 0.4532(3) 0.0462(16) Uani 1 1 d . . . . . H3A H 0.368068 0.182647 0.417477 0.069 Uiso 1 1 calc GR . . . . H3B H 0.365945 0.057597 0.457472 0.069 Uiso 1 1 calc GR . . . . H3C H 0.397705 0.048403 0.458949 0.069 Uiso 1 1 calc GR . . . . C7 C 0.31342(12) 0.5790(8) 0.4426(2) 0.0406(14) Uani 1 1 d . . . . . H7A H 0.318460 0.546325 0.477270 0.049 Uiso 1 1 calc R . . . . H7B H 0.319957 0.711585 0.444766 0.049 Uiso 1 1 calc R . . . . C4 C 0.41803(12) 0.4059(8) 0.4882(2) 0.0400(14) Uani 1 1 d . . . . . H4A H 0.440692 0.359974 0.512383 0.048 Uiso 1 1 calc R . . . . H4B H 0.411395 0.403647 0.451626 0.048 Uiso 1 1 calc R . . . . C19 C 0.63600(12) 1.1643(9) 0.7175(3) 0.0421(15) Uani 1 1 d . . . . . C26 C 0.29544(13) -0.1363(8) 0.5802(3) 0.0406(15) Uani 1 1 d . . . . . H26A H 0.272767 -0.089627 0.557330 0.049 Uiso 1 1 calc R . . . . H26B H 0.302632 -0.141261 0.617121 0.049 Uiso 1 1 calc R . . . . C33 C 0.45755(14) 0.1890(9) 0.7333(3) 0.0495(16) Uani 1 1 d . . . . . H33A H 0.453923 0.266420 0.704186 0.059 Uiso 1 1 calc R . . . . H33B H 0.480893 0.195305 0.763459 0.059 Uiso 1 1 calc R . . . . C2 C 0.41273(12) 0.2099(9) 0.5479(2) 0.0440(15) Uani 1 1 d . . . . . H2A H 0.434827 0.264100 0.571681 0.053 Uiso 1 1 calc R . . . . H2B H 0.414648 0.071597 0.547609 0.053 Uiso 1 1 calc R . . . . C9 C 0.26098(14) 0.3809(10) 0.3983(3) 0.0473(16) Uani 1 1 d . . . . . C8 C 0.27711(13) 0.5681(9) 0.4021(3) 0.0426(15) Uani 1 1 d . . . . . B01N B 0.37049(14) 0.4429(10) 0.4897(3) 0.0372(16) Uani 1 1 d . . . . . B01O B 0.34299(14) -0.1607(9) 0.5787(3) 0.0364(15) Uani 1 1 d . . . . . C32 C 0.43729(17) 0.2593(10) 0.7493(3) 0.0594(19) Uani 1 1 d . . . . . H32A H 0.414516 0.266382 0.718270 0.089 Uiso 1 1 calc GR . . . . H32B H 0.444825 0.384502 0.764985 0.089 Uiso 1 1 calc GR . . . . H32C H 0.439172 0.173326 0.775275 0.089 Uiso 1 1 calc GR . . . . B01Q B 0.54619(14) 0.9838(9) 0.6153(3) 0.0349(15) Uani 1 1 d . . . . . C21 C 0.69892(15) 0.8766(11) 0.7247(3) 0.074(3) Uani 1 1 d . . . . . H21A H 0.713332 0.868200 0.763737 0.089 Uiso 1 1 calc R . . . . H21B H 0.690676 0.748949 0.710420 0.089 Uiso 1 1 calc R . . . . C10 C 0.24677(18) 0.0796(10) 0.3604(3) 0.074(3) Uani 1 1 d . . . . . H10A H 0.259981 -0.012487 0.357199 0.088 Uiso 1 1 calc R . . . . H10B H 0.249268 0.052221 0.393440 0.088 Uiso 1 1 calc R . . . . C11 C 0.21305(15) 0.0611(12) 0.3160(3) 0.083(3) Uani 1 1 d . . . . . H11A H 0.210335 0.097727 0.283621 0.124 Uiso 1 1 calc GR . . . . H11B H 0.199716 0.142728 0.321066 0.124 Uiso 1 1 calc GR . . . . H11C H 0.206169 -0.069701 0.312993 0.124 Uiso 1 1 calc GR . . . . C22 C 0.7159(3) 0.942(2) 0.7078(6) 0.185(8) Uani 1 1 d . . . . . H22A H 0.700830 0.978663 0.670591 0.278 Uiso 1 1 calc GR . . . . H22B H 0.730482 0.843292 0.711397 0.278 Uiso 1 1 calc GR . . . . H22C H 0.728761 1.051165 0.728915 0.278 Uiso 1 1 calc GR . . . . 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 I2 0.04041(19) 0.0381(2) 0.0475(3) -0.00031(18) 0.02536(18) 0.00550(16) I3 0.0459(2) 0.0538(3) 0.0413(2) 0.00805(19) 0.02793(19) 0.00711(19) I1 0.0454(2) 0.0614(3) 0.0429(3) 0.0093(2) 0.0293(2) 0.00643(19) F2 0.0411(16) 0.059(2) 0.044(2) 0.0133(17) 0.0206(16) 0.0043(16) F4 0.0419(16) 0.0357(19) 0.065(2) 0.0087(17) 0.0275(17) -0.0022(14) F3 0.0491(18) 0.061(2) 0.052(2) -0.0063(19) 0.0317(18) -0.0042(17) O3 0.0335(17) 0.042(2) 0.035(2) 0.0018(18) 0.0209(18) 0.0021(17) F5 0.0466(17) 0.042(2) 0.051(2) 0.0129(17) 0.0244(17) 0.0074(15) F6 0.0499(18) 0.054(2) 0.075(3) -0.0118(19) 0.0420(19) 0.0033(16) O15 0.0378(18) 0.041(2) 0.042(2) 0.0034(19) 0.0266(18) -0.0002(17) O14 0.0314(17) 0.037(2) 0.044(2) 0.0039(18) 0.0222(18) 0.0013(16) F1 0.0584(19) 0.043(2) 0.091(3) 0.006(2) 0.051(2) 0.0059(18) O9 0.0360(18) 0.046(2) 0.036(2) 0.0021(19) 0.0225(18) 0.0024(18) O5 0.0399(19) 0.034(2) 0.043(3) -0.0016(18) 0.0245(19) 0.0009(17) O11 0.0373(18) 0.044(2) 0.042(2) -0.0034(19) 0.0244(18) -0.0021(17) O7 0.048(2) 0.042(2) 0.046(3) -0.003(2) 0.032(2) -0.0049(19) O13 0.0372(18) 0.042(2) 0.048(3) -0.003(2) 0.0251(19) 0.0043(18) O10 0.049(2) 0.050(3) 0.043(3) 0.007(2) 0.030(2) -0.001(2) O16 0.048(2) 0.062(3) 0.036(3) -0.006(2) 0.025(2) 0.011(2) O4 0.048(2) 0.048(3) 0.046(3) 0.001(2) 0.029(2) -0.002(2) O12 0.045(2) 0.049(3) 0.067(3) 0.000(2) 0.033(2) -0.009(2) O8 0.063(2) 0.052(3) 0.070(3) -0.008(2) 0.051(3) -0.010(2) O18 0.040(2) 0.052(3) 0.074(3) 0.009(2) 0.032(2) 0.0125(19) O6 0.048(2) 0.046(3) 0.074(3) 0.002(2) 0.033(2) -0.011(2) N3 0.034(2) 0.035(3) 0.037(3) -0.001(2) 0.023(2) 0.0004(19) O17 0.055(2) 0.053(3) 0.049(3) 0.014(2) 0.015(2) 0.005(2) N2 0.034(2) 0.040(3) 0.035(3) -0.001(2) 0.023(2) -0.002(2) N1 0.033(2) 0.040(3) 0.038(3) -0.002(2) 0.022(2) 0.001(2) O2 0.080(3) 0.043(3) 0.055(3) -0.001(2) 0.038(3) -0.003(2) O1 0.065(3) 0.049(3) 0.074(3) 0.010(2) 0.050(3) 0.007(2) C15 0.032(3) 0.042(3) 0.040(4) 0.005(3) 0.022(3) 0.009(3) C29 0.041(3) 0.040(3) 0.033(3) 0.002(3) 0.023(3) 0.003(3) C17 0.039(3) 0.030(3) 0.046(4) 0.002(3) 0.027(3) 0.007(2) C24 0.036(3) 0.033(3) 0.042(4) -0.003(3) 0.024(3) -0.008(2) C27 0.039(3) 0.047(4) 0.042(4) 0.005(3) 0.024(3) -0.002(3) C16 0.041(3) 0.040(3) 0.040(4) -0.006(3) 0.026(3) 0.000(3) C13 0.034(3) 0.040(3) 0.034(3) 0.002(3) 0.020(3) 0.003(3) C18 0.028(2) 0.048(4) 0.042(4) 0.005(3) 0.019(3) -0.003(2) C6 0.041(3) 0.042(3) 0.041(4) -0.001(3) 0.026(3) 0.000(3) C23 0.039(3) 0.046(4) 0.038(4) 0.007(3) 0.021(3) 0.004(3) C30 0.039(3) 0.041(4) 0.051(4) 0.003(3) 0.028(3) 0.007(3) C5 0.035(3) 0.042(4) 0.042(4) 0.004(3) 0.020(3) -0.001(3) C31 0.029(3) 0.048(4) 0.040(4) 0.003(3) 0.018(3) 0.001(3) C12 0.035(3) 0.039(3) 0.046(4) -0.001(3) 0.027(3) 0.000(2) C28 0.041(3) 0.032(3) 0.044(4) 0.000(3) 0.029(3) 0.000(2) C25 0.041(3) 0.036(3) 0.045(4) -0.003(3) 0.027(3) 0.002(2) C1 0.034(3) 0.043(4) 0.033(4) -0.006(3) 0.018(3) -0.008(2) C14 0.048(3) 0.041(3) 0.040(4) 0.004(3) 0.030(3) -0.002(3) C20 0.036(3) 0.036(3) 0.057(5) -0.001(3) 0.022(3) -0.008(3) C3 0.051(3) 0.040(4) 0.052(4) -0.009(3) 0.033(3) -0.005(3) C7 0.041(3) 0.036(3) 0.043(4) 0.001(3) 0.024(3) 0.003(3) C4 0.037(3) 0.043(4) 0.045(4) 0.004(3) 0.028(3) 0.003(3) C19 0.039(3) 0.040(4) 0.049(4) 0.003(3) 0.027(3) -0.006(3) C26 0.041(3) 0.042(4) 0.051(4) 0.005(3) 0.035(3) 0.000(3) C33 0.049(3) 0.044(4) 0.060(4) -0.003(3) 0.034(3) -0.002(3) C2 0.034(3) 0.051(4) 0.041(4) 0.009(3) 0.019(3) 0.002(3) C9 0.039(3) 0.051(4) 0.047(4) 0.008(3) 0.022(3) 0.012(3) C8 0.038(3) 0.042(4) 0.055(4) 0.008(3) 0.031(3) 0.004(3) B01N 0.036(3) 0.040(4) 0.038(4) -0.001(3) 0.024(3) 0.002(3) B01O 0.035(3) 0.036(4) 0.037(4) -0.001(3) 0.021(3) -0.002(3) C32 0.084(5) 0.048(4) 0.065(5) 0.006(3) 0.054(4) 0.004(4) B01Q 0.035(3) 0.034(3) 0.037(4) 0.004(3) 0.022(3) 0.002(3) C21 0.042(3) 0.066(5) 0.095(7) -0.016(4) 0.030(4) 0.012(3) C10 0.087(5) 0.036(4) 0.067(5) -0.004(4) 0.029(4) -0.013(4) C11 0.053(4) 0.073(6) 0.077(6) 0.012(5) 0.014(4) -0.006(4) C22 0.158(10) 0.205(15) 0.309(19) 0.167(14) 0.202(13) 0.122(10) 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 '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' 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 C1 O3 B01N 113.4(4) . . ? C15 O15 B01Q 112.8(5) . . ? C13 O14 B01Q 112.9(4) . . ? C24 O9 B01O 113.3(4) . . ? C5 O5 B01N 113.7(5) . . ? C27 O11 B01O 114.2(5) . . ? C31 O7 C33 118.4(5) . . ? C20 O18 C21 116.1(6) . . ? C16 N3 C12 112.3(4) . . ? C16 N3 C14 111.9(5) . . ? C16 N3 B01Q 104.4(5) . . ? C12 N3 B01Q 101.5(4) . . ? C14 N3 C12 109.7(5) . . ? C14 N3 B01Q 116.6(4) . . ? C23 N2 B01O 102.1(5) . . ? C25 N2 C23 109.9(5) . . ? C25 N2 B01O 116.6(4) . . ? C26 N2 C23 111.7(4) . . ? C26 N2 C25 112.2(5) . . ? C26 N2 B01O 103.8(4) . . ? C3 N1 C2 109.9(5) . . ? C3 N1 B01N 117.1(4) . . ? C4 N1 C3 112.1(5) . . ? C4 N1 C2 111.2(4) . . ? C4 N1 B01N 103.6(4) . . ? C2 N1 B01N 102.5(5) . . ? C9 O2 C10 115.0(6) . . ? O15 C15 C16 111.8(5) . . ? O16 C15 O15 122.7(6) . . ? O16 C15 C16 125.4(6) . . ? C30 C29 C28 118.7(5) . . ? C18 C17 I2 110.1(4) . . ? C18 C17 B01Q 110.0(5) . . ? B01Q C17 I2 111.6(4) . . ? O9 C24 C23 111.1(5) . . ? O10 C24 O9 123.3(5) . . ? O10 C24 C23 125.5(5) . . ? O11 C27 C26 110.8(5) . . ? O12 C27 O11 124.1(6) . . ? O12 C27 C26 125.0(6) . . ? N3 C16 C15 104.5(5) . . ? O14 C13 C12 110.0(5) . . ? O13 C13 O14 124.5(5) . . ? O13 C13 C12 125.5(5) . . ? C19 C18 C17 116.0(5) . . ? C7 C6 I1 110.4(4) . . ? C7 C6 B01N 109.7(5) . . ? B01N C6 I1 109.4(4) . . ? C24 C23 N2 106.8(4) . . ? F5 C30 C29 111.6(5) . . ? F5 C30 C31 107.8(5) . . ? F6 C30 F5 105.3(5) . . ? F6 C30 C29 107.4(5) . . ? F6 C30 C31 107.2(5) . . ? C29 C30 C31 116.8(5) . . ? O5 C5 C4 112.1(5) . . ? O6 C5 O5 123.1(6) . . ? O6 C5 C4 124.8(6) . . ? O7 C31 C30 109.1(5) . . ? O8 C31 O7 128.2(6) . . ? O8 C31 C30 122.7(6) . . ? N3 C12 C13 106.5(4) . . ? C29 C28 I3 112.0(4) . . ? C29 C28 B01O 110.5(5) . . ? B01O C28 I3 109.8(4) . . ? O3 C1 C2 111.0(5) . . ? O4 C1 O3 123.8(6) . . ? O4 C1 C2 125.2(5) . . ? O18 C20 C19 108.5(6) . . ? O17 C20 O18 127.1(6) . . ? O17 C20 C19 124.3(7) . . ? C8 C7 C6 118.6(5) . . ? C5 C4 N1 104.7(5) . . ? F4 C19 C18 107.0(5) . . ? F4 C19 C20 105.9(4) . . ? F3 C19 F4 106.6(5) . . ? F3 C19 C18 109.7(5) . . ? F3 C19 C20 107.6(5) . . ? C18 C19 C20 119.4(5) . . ? N2 C26 C27 104.8(5) . . ? O7 C33 C32 107.4(5) . . ? N1 C2 C1 106.4(4) . . ? O2 C9 C8 110.7(6) . . ? O1 C9 O2 128.0(7) . . ? O1 C9 C8 121.2(7) . . ? F2 C8 C7 111.4(5) . . ? F2 C8 C9 110.5(5) . . ? F1 C8 F2 104.9(5) . . ? F1 C8 C7 107.2(5) . . ? F1 C8 C9 105.4(5) . . ? C7 C8 C9 116.5(5) . . ? O3 B01N O5 110.6(5) . . ? O3 B01N N1 102.2(5) . . ? O3 B01N C6 110.1(5) . . ? O5 B01N N1 100.6(4) . . ? O5 B01N C6 114.9(5) . . ? C6 B01N N1 117.3(5) . . ? O9 B01O O11 110.1(5) . . ? O9 B01O N2 102.6(4) . . ? O9 B01O C28 109.8(5) . . ? O11 B01O N2 100.5(4) . . ? O11 B01O C28 114.8(5) . . ? C28 B01O N2 118.2(5) . . ? O15 B01Q O14 112.3(5) . . ? O15 B01Q N3 100.9(4) . . ? O15 B01Q C17 113.4(5) . . ? O14 B01Q N3 103.0(4) . . ? O14 B01Q C17 107.4(5) . . ? C17 B01Q N3 119.5(5) . . ? C22 C21 O18 110.3(8) . . ? C11 C10 O2 110.5(6) . . ? 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 I2 C17 2.172(5) . ? I3 C28 2.177(6) . ? I1 C6 2.182(6) . ? F2 C8 1.374(7) . ? F4 C19 1.368(7) . ? F3 C19 1.355(7) . ? O3 C1 1.330(7) . ? O3 B01N 1.469(8) . ? F5 C30 1.378(7) . ? F6 C30 1.371(7) . ? O15 C15 1.334(7) . ? O15 B01Q 1.476(8) . ? O14 C13 1.338(6) . ? O14 B01Q 1.477(8) . ? F1 C8 1.370(7) . ? O9 C24 1.322(7) . ? O9 B01O 1.465(8) . ? O5 C5 1.321(7) . ? O5 B01N 1.474(8) . ? O11 C27 1.329(7) . ? O11 B01O 1.478(7) . ? O7 C31 1.304(7) . ? O7 C33 1.457(7) . ? O13 C13 1.193(7) . ? O10 C24 1.209(7) . ? O16 C15 1.217(7) . ? O4 C1 1.195(7) . ? O12 C27 1.205(7) . ? O8 C31 1.191(7) . ? O18 C20 1.327(8) . ? O18 C21 1.473(7) . ? O6 C5 1.215(7) . ? N3 C16 1.495(7) . ? N3 C12 1.506(7) . ? N3 C14 1.498(8) . ? N3 B01Q 1.630(8) . ? O17 C20 1.194(8) . ? N2 C23 1.502(7) . ? N2 C25 1.500(7) . ? N2 C26 1.497(7) . ? N2 B01O 1.640(8) . ? N1 C3 1.506(7) . ? N1 C4 1.504(7) . ? N1 C2 1.508(8) . ? N1 B01N 1.648(8) . ? O2 C9 1.307(9) . ? O2 C10 1.478(8) . ? O1 C9 1.195(8) . ? C15 C16 1.507(9) . ? C29 C30 1.505(7) . ? C29 C28 1.532(8) . ? C17 C18 1.527(8) . ? C17 B01Q 1.609(8) . ? C24 C23 1.499(8) . ? C27 C26 1.506(9) . ? C13 C12 1.507(8) . ? C18 C19 1.521(8) . ? C6 C7 1.515(8) . ? C6 B01N 1.605(8) . ? C30 C31 1.540(9) . ? C5 C4 1.500(8) . ? C28 B01O 1.614(8) . ? C1 C2 1.511(9) . ? C20 C19 1.531(8) . ? C7 C8 1.504(7) . ? C33 C32 1.485(9) . ? C9 C8 1.535(9) . ? C21 C22 1.348(13) . ? C10 C11 1.442(9) . ?