#------------------------------------------------------------------------------ #$Date: 2020-02-04 22:07:21 +0200 (Tue, 04 Feb 2020) $ #$Revision: 247605 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/56/7125647.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_7125647 loop_ _publ_author_name 'Cho, Jihee' 'Verwilst, Peter' 'Kang, Minjung' 'Pan, Jia-Lin' 'Sharma, Amit' 'Hong, Chang Seop' 'Kim, Jong Seung' 'Kim, Sanghee' _publ_section_title ; Crown ether-appended calix[2]triazolium[2]arene as a macrocyclic receptor for the recognition of the H2PO4- anion. ; _journal_issue 7 _journal_name_full 'Chemical communications (Cambridge, England)' _journal_page_first 1038 _journal_page_last 1041 _journal_paper_doi 10.1039/c9cc08906c _journal_volume 56 _journal_year 2020 _chemical_formula_moiety '2(C42 H48 N6 O7), 3(B F4), O2, 2(O)' _chemical_formula_sum 'C42 H48 B1.5 F6 N6 O9' _chemical_formula_weight 911.08 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2017/1 _audit_update_record ; 2019-05-17 deposited with the CCDC. 2019-12-12 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 93.98(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.961(3) _cell_length_b 19.320(4) _cell_length_c 20.237(4) _cell_measurement_reflns_used 113488 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 33.749 _cell_measurement_theta_min 0.401 _cell_volume 5055.3(19) _computing_cell_refinement 'HKL3000sm (Otwinowski & Minor, 1997)' _computing_data_collection 'PAL BL2D-SMDC Program (Shin et. al, 2016)' _computing_data_reduction 'HKL3000sm (Otwinowski & Minor, 1997)' _computing_molecular_graphics WingX _computing_publication_material WingX _computing_structure_refinement 'SHELXL-2017/1 (Sheldrick, 2017)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 100(2) _diffrn_measured_fraction_theta_full 0.961 _diffrn_measured_fraction_theta_max 0.771 _diffrn_measurement_device_type 'Rayonix MX225HS CCD area detector' _diffrn_measurement_method 'omega scan' _diffrn_radiation_type synchrotron _diffrn_radiation_wavelength 0.700 _diffrn_reflns_av_R_equivalents 0.0387 _diffrn_reflns_av_unetI/netI 0.0418 _diffrn_reflns_Laue_measured_fraction_full 0.961 _diffrn_reflns_Laue_measured_fraction_max 0.771 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_number 60064 _diffrn_reflns_point_group_measured_fraction_full 0.961 _diffrn_reflns_point_group_measured_fraction_max 0.771 _diffrn_reflns_theta_full 24.835 _diffrn_reflns_theta_max 33.688 _diffrn_reflns_theta_min 1.437 _diffrn_source 'PLSII 2D bending magnet' _exptl_absorpt_coefficient_mu 0.094 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.875 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'HKL3000sm Scalepack(Otwinowski et.al,2003)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.197 _exptl_crystal_description block _exptl_crystal_F_000 1902 _exptl_crystal_size_max 0.442 _exptl_crystal_size_mid 0.314 _exptl_crystal_size_min 0.283 _refine_diff_density_max 2.404 _refine_diff_density_min -0.891 _refine_diff_density_rms 0.272 _refine_ls_extinction_coef 0.104(15) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2017/1 (Sheldrick 2017)' _refine_ls_goodness_of_fit_ref 2.254 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 579 _refine_ls_number_reflns 16244 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 2.254 _refine_ls_R_factor_all 0.2805 _refine_ls_R_factor_gt 0.2412 _refine_ls_shift/su_max 1.461 _refine_ls_shift/su_mean 0.166 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.3140P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.5760 _refine_ls_wR_factor_ref 0.6016 _reflns_Friedel_coverage 0.000 _reflns_number_gt 8980 _reflns_number_total 16244 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9cc08906c2.cif _cod_data_source_block CJH-11-12 _cod_depositor_comments 'Adding full bibliography for 7125644--7125647.cif.' _cod_original_cell_volume 5055.2(18) _cod_original_sg_symbol_H-M 'P 21/n' _cod_original_formula_sum 'C42 H48 B1.50 F6 N6 O9' _cod_database_code 7125647 _shelx_shelxl_version_number 2017/1 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.960 _shelx_estimated_absorpt_t_max 0.974 _shelx_res_file ; TITL P2(1)_N_a.res in P2(1)/n p2(1)_n_a.res created by SHELXL-2017/1 at 17:15:50 on 15-May-2019 CELL 0.70000 12.9610 19.3200 20.2370 90.000 93.982 90.000 ZERR 4.000 0.0026 0.0039 0.0041 0.000 0.030 0.000 LATT 1 SYMM 1/2-X, 1/2+Y, 1/2-Z SFAC C H B N O F DISP $C 0.00328 0.00164 10.97952!source kissel DISP $H -0.00002 0.00000 0.66613!source kissel DISP $B 0.00135 0.00070 6.35129!source kissel DISP $N 0.00639 0.00331 18.70527!source kissel DISP $O 0.01101 0.00602 30.81649!source kissel DISP $F 0.01740 0.01029 48.76729!source kissel UNIT 168 192 6 24 36 24 ACTA LIST 4 REM Old TITL P2(1)_N in P2(1)/n REM SHELXT solution in P2(1)/n: R1 0.371, Rweak 0.030, Alpha 0.090 REM 1.855 for 272 systematic absences, Orientation as input REM Formula found by SHELXT: C58 B3 N12 F3 L.S. 4 BOND FMAP 2 PLAN -50 SIZE 0.442 0.314 0.283 TEMP -173 WGHT 0.200000 0.314000 EXTI 0.104469 FVAR 0.43300 0.50000 0.50000 O1 5 0.442929 0.706606 0.393552 11.00000 0.06741 0.03081 = 0.08207 -0.00341 0.01346 0.01199 N1 4 0.425422 0.813276 0.276256 11.00000 0.05832 0.02482 = 0.06542 -0.00550 0.01248 -0.00710 C1 1 0.290831 0.734546 0.453338 11.00000 0.06406 0.02639 = 0.04780 0.00188 -0.00736 0.00242 O2 5 0.651380 0.758685 0.442360 11.00000 0.06920 0.12022 = 0.15328 -0.03041 -0.00781 0.00238 N2 4 0.349818 0.844634 0.241081 11.00000 0.09974 0.02078 = 0.06389 -0.00229 0.00059 0.00224 C2 1 0.217929 0.784401 0.469350 11.00000 0.04718 0.03443 = 0.04909 0.00182 -0.00590 -0.00230 AFIX 43 H2 2 0.163515 0.771299 0.495889 11.00000 -1.20000 AFIX 0 N3 4 0.335135 0.806269 0.187416 11.00000 0.10410 0.02234 = 0.06035 -0.00108 -0.00543 -0.00511 O3 5 0.716703 0.897698 0.378809 11.00000 0.13021 0.10475 = 0.22334 -0.00354 -0.03969 -0.04338 C3 1 0.223087 0.852489 0.447454 11.00000 0.03882 0.02980 = 0.05647 -0.00117 -0.00682 0.00408 N4 4 0.251537 0.540171 0.342025 11.00000 0.05270 0.02135 = 0.06435 0.00839 -0.01512 -0.00126 O4 5 0.588019 0.919184 0.248216 11.00000 0.16771 C4 1 0.301919 0.869625 0.406480 11.00000 0.03740 0.02377 = 0.05718 -0.00019 -0.00630 -0.00072 AFIX 43 H4 2 0.306002 0.915432 0.389795 11.00000 -1.20000 AFIX 0 C5 1 0.374652 0.820493 0.389730 11.00000 0.04179 0.02351 = 0.05496 -0.00694 -0.00526 -0.00251 O5 5 0.659316 0.791042 0.195021 11.00000 0.15728 0.14318 = 0.17647 -0.06248 0.08899 -0.05763 N5 4 0.225326 0.501709 0.390661 11.00000 0.10346 0.02790 = 0.07438 0.00214 0.00694 -0.01143 C6 1 0.369567 0.752860 0.414597 11.00000 0.05122 0.02621 = 0.05542 -0.00502 -0.00333 0.00497 N6 4 0.235111 0.541980 0.443093 11.00000 0.09620 0.03149 = 0.07538 0.00416 0.01218 -0.00736 O6 5 0.613138 0.647322 0.190625 11.00000 0.07508 0.08943 = 0.17769 -0.01298 0.01182 0.00666 C7 1 0.142481 0.906498 0.464246 11.00000 0.04531 0.03518 = 0.08597 0.00433 0.00201 0.01047 O7 5 0.418255 0.597471 0.239245 11.00000 0.04277 0.03140 = 0.10871 -0.01323 -0.01862 0.01120 C9 1 0.053102 0.900812 0.411896 11.00000 0.07040 0.08955 = 0.30445 -0.06139 -0.08314 0.03960 AFIX 137 H9A 2 0.076989 0.913279 0.368568 11.00000 -1.50000 H9AB 2 -0.002435 0.932313 0.422899 11.00000 -1.50000 H9AC 2 0.027072 0.853173 0.410435 11.00000 -1.50000 AFIX 0 C8 1 0.104067 0.891874 0.530374 11.00000 0.29774 0.14856 = 0.24171 0.12387 0.21397 0.16352 AFIX 137 H8A 2 0.028964 0.898546 0.528468 11.00000 -1.50000 H8AB 2 0.137300 0.923470 0.563226 11.00000 -1.50000 H8AC 2 0.120619 0.843969 0.543008 11.00000 -1.50000 AFIX 0 O8 5 0.153765 0.738355 0.275142 11.00000 0.06243 0.09210 = 0.06295 0.03715 0.00016 0.03032 C10 1 0.183287 0.980360 0.458599 11.00000 0.06012 0.04127 = 0.13701 -0.01103 0.02227 0.00722 AFIX 137 H10A 2 0.202986 0.988490 0.413362 11.00000 -1.50000 H10B 2 0.243816 0.986659 0.489810 11.00000 -1.50000 H10C 2 0.129215 1.013275 0.469006 11.00000 -1.50000 AFIX 0 C11 1 0.456459 0.839133 0.343605 11.00000 0.05223 0.02783 = 0.06960 -0.01008 0.00939 -0.00905 AFIX 23 H11A 2 0.465233 0.890014 0.342509 11.00000 -1.20000 H11B 2 0.523339 0.818228 0.359578 11.00000 -1.20000 AFIX 0 C12 1 0.457862 0.755535 0.245416 11.00000 0.05805 0.02821 = 0.08514 -0.01324 0.02424 -0.01128 AFIX 43 H12 2 0.510782 0.724564 0.261418 11.00000 -1.20000 AFIX 0 C14 1 0.252422 0.825829 0.136712 11.00000 0.18037 0.02809 = 0.06786 -0.00005 -0.02146 0.01868 AFIX 137 H14A 2 0.228946 0.784599 0.111779 11.00000 -1.50000 H14B 2 0.279345 0.859826 0.106353 11.00000 -1.50000 H14C 2 0.194229 0.846011 0.158445 11.00000 -1.50000 AFIX 0 C13 1 0.399860 0.750946 0.187460 11.00000 0.08292 0.02597 = 0.07169 -0.00998 0.02820 -0.01479 C15 1 0.394839 0.695919 0.135081 11.00000 0.08812 0.04209 = 0.07539 -0.01910 0.02649 -0.02223 AFIX 23 H15A 2 0.462054 0.671542 0.135354 11.00000 -1.20000 H15B 2 0.380551 0.717298 0.090933 11.00000 -1.20000 AFIX 0 C16 1 0.310016 0.644854 0.148283 11.00000 0.06518 0.02262 = 0.06236 -0.00730 0.00715 0.00062 C18 1 0.134327 0.605007 0.129014 11.00000 0.06211 0.03762 = 0.05978 -0.00387 -0.01954 0.01098 C17 1 0.213947 0.646487 0.113631 11.00000 0.09733 0.02324 = 0.04685 -0.00261 -0.01077 0.00986 AFIX 43 H17 2 0.203309 0.677872 0.077665 11.00000 -1.20000 AFIX 0 C19 1 0.149867 0.559939 0.182535 11.00000 0.05253 0.03353 = 0.06115 -0.00103 -0.01605 -0.00512 AFIX 43 H19 2 0.094693 0.530991 0.194129 11.00000 -1.20000 AFIX 0 C20 1 0.243999 0.556433 0.219192 11.00000 0.06241 0.02030 = 0.05802 0.00323 -0.01940 -0.00022 C21 1 0.325137 0.597922 0.202480 11.00000 0.05168 0.01810 = 0.06543 -0.00461 -0.01031 0.00324 C22 1 0.028422 0.608857 0.089126 11.00000 0.07935 0.07547 = 0.07227 -0.01216 -0.03707 0.02774 C23 1 -0.014433 0.681506 0.094015 11.00000 0.08389 0.09473 = 0.08884 0.00960 -0.02552 0.03918 AFIX 137 H23A 2 0.030328 0.714022 0.072265 11.00000 -1.50000 H23B 2 -0.017044 0.694263 0.140739 11.00000 -1.50000 H23C 2 -0.084298 0.683221 0.072204 11.00000 -1.50000 AFIX 0 C24 1 0.045194 0.591401 0.015599 11.00000 0.09971 0.13286 = 0.05964 -0.00971 -0.03349 0.04839 AFIX 137 H24A 2 -0.017565 0.602709 -0.012106 11.00000 -1.50000 H24B 2 0.060398 0.541954 0.011562 11.00000 -1.50000 H24C 2 0.103317 0.618545 0.001022 11.00000 -1.50000 AFIX 0 C25 1 -0.052941 0.557837 0.114186 11.00000 0.06671 0.08936 = 0.12346 -0.01822 -0.03962 0.00070 AFIX 137 H25A 2 -0.118206 0.562905 0.087139 11.00000 -1.50000 H25B 2 -0.064271 0.568169 0.160537 11.00000 -1.50000 H25C 2 -0.027655 0.510265 0.110684 11.00000 -1.50000 AFIX 0 C26 1 0.258623 0.506479 0.276880 11.00000 0.10388 0.01941 = 0.06005 0.00529 -0.03374 -0.01255 AFIX 23 H26A 2 0.205369 0.469783 0.271649 11.00000 -1.20000 H26B 2 0.327183 0.484090 0.275738 11.00000 -1.20000 AFIX 0 C27 1 0.277928 0.603630 0.361477 11.00000 0.07264 0.02663 = 0.05452 0.00731 -0.01050 -0.01212 AFIX 43 H27 2 0.302585 0.639741 0.334878 11.00000 -1.20000 AFIX 0 C28 1 0.262374 0.606640 0.428067 11.00000 0.06283 0.02492 = 0.06359 0.00925 0.00392 0.00594 C30 1 0.277214 0.662073 0.480657 11.00000 0.08214 0.02870 = 0.06071 0.00821 0.00733 0.00083 AFIX 23 H30A 2 0.338820 0.650364 0.510210 11.00000 -1.20000 H30B 2 0.216524 0.661929 0.507785 11.00000 -1.20000 AFIX 0 C31 1 0.513556 0.676723 0.445892 11.00000 0.06337 0.04595 = 0.11269 -0.00396 -0.00112 0.02105 AFIX 23 H31A 2 0.501145 0.626234 0.447969 11.00000 -1.20000 H31B 2 0.497506 0.696800 0.489004 11.00000 -1.20000 AFIX 0 C32 1 0.631815 0.689631 0.435266 11.00000 0.08136 0.09594 = 0.15864 -0.04305 -0.01607 0.02133 AFIX 23 H32A 2 0.675650 0.663057 0.468283 11.00000 -1.20000 H32B 2 0.647738 0.674172 0.390456 11.00000 -1.20000 AFIX 0 C35 1 0.747490 0.907305 0.310339 11.00000 0.13504 C34 1 0.707068 0.832408 0.377608 11.00000 0.14630 C33 1 0.755374 0.778357 0.419199 11.00000 0.14744 AFIX 23 H33A 2 0.804193 0.796206 0.454984 11.00000 -1.20000 H33B 2 0.787862 0.741355 0.393914 11.00000 -1.20000 AFIX 0 C38 1 0.671019 0.859634 0.163066 11.00000 0.14395 C37 1 0.590989 0.905910 0.181539 11.00000 0.14442 C36 1 0.692880 0.932477 0.274537 11.00000 0.20546 C41 1 0.603743 0.583732 0.223910 11.00000 0.09054 0.14478 = 0.18217 0.02399 0.02627 0.08132 AFIX 23 H41A 2 0.616874 0.590925 0.272198 11.00000 -1.20000 H41B 2 0.656017 0.550753 0.209311 11.00000 -1.20000 AFIX 0 C40 1 0.720875 0.672254 0.208569 11.00000 0.15644 C39 1 0.718059 0.738604 0.167769 11.00000 0.14214 C42 1 0.494538 0.553167 0.209370 11.00000 0.06983 0.05701 = 0.21943 -0.06002 -0.02362 0.03022 AFIX 23 H42A 2 0.478395 0.550282 0.160910 11.00000 -1.20000 H42B 2 0.491735 0.505846 0.227926 11.00000 -1.20000 AFIX 0 C29 1 0.209817 0.515710 0.506850 11.00000 0.24705 0.04447 = 0.09856 0.00180 0.05192 -0.04687 AFIX 137 H29A 2 0.179576 0.469400 0.501370 11.00000 -1.50000 H29B 2 0.159947 0.546731 0.525911 11.00000 -1.50000 H29C 2 0.272777 0.513185 0.536505 11.00000 -1.50000 AFIX 0 O9A 5 0.970502 0.656367 0.287359 10.50000 0.04809 0.10043 = 0.05756 -0.01426 -0.00296 -0.03505 O9B 5 0.999970 0.615069 0.303542 10.50000 0.06143 0.13833 = 0.08552 -0.05539 -0.00454 0.01099 B2 3 0.971367 0.912464 0.150541 10.50000 0.04734 0.10135 = 0.10599 -0.03627 -0.02871 0.00852 F7 6 1.048627 0.955466 0.136184 10.50000 0.05438 0.43451 = 0.25824 -0.26645 0.05189 -0.11077 F6 6 1.006013 0.900665 0.212625 10.50000 0.22622 0.09361 = 0.16565 -0.02850 -0.08127 -0.00992 F5 6 0.951808 0.867263 0.109390 10.50000 0.14015 0.19556 = 0.12353 -0.09834 0.00491 -0.08459 F8 6 0.883723 0.953509 0.157821 10.50000 0.07899 0.11578 = 0.22229 0.04439 0.03955 0.01112 B1 3 0.968453 0.669932 0.499404 11.00000 0.08142 0.21141 = 0.10171 0.05274 0.03017 0.03857 F2 6 1.036823 0.693945 0.559409 11.00000 0.21103 0.20472 = 0.13236 0.00973 0.04232 0.03187 F3 6 1.038032 0.617206 0.482330 11.00000 0.12710 0.30983 = 0.26144 -0.14985 0.02841 0.01450 F4 6 0.888497 0.646193 0.517663 11.00000 0.19462 0.18281 = 0.32190 0.03414 0.10126 -0.06896 F1 6 0.970132 0.728307 0.478792 11.00000 0.34964 0.15129 = 0.28973 0.06090 -0.13634 -0.08401 HKLF 4 REM P2(1)_N_a.res in P2(1)/n REM R1 = 0.2412 for 8980 Fo > 4sig(Fo) and 0.2805 for all 16244 data REM 579 parameters refined using 0 restraints END WGHT 0.2000 0.0000 REM Highest difference peak 2.404, deepest hole -0.891, 1-sigma level 0.272 Q1 1 0.6359 0.6874 0.3602 11.00000 0.05 2.40 Q2 1 0.7729 0.8503 0.4218 11.00000 0.05 2.09 Q3 1 0.6344 0.6307 0.2811 11.00000 0.05 1.63 Q4 1 1.0883 0.8884 0.0578 11.00000 0.05 1.63 Q5 1 0.1289 0.7246 0.2574 11.00000 0.05 1.62 Q6 1 0.0298 0.7179 0.3191 11.00000 0.05 1.61 Q7 1 1.0257 0.9326 0.1017 11.00000 0.05 1.55 Q8 1 0.6781 0.8732 0.2524 11.00000 0.05 1.55 Q9 1 0.5738 0.6370 0.3949 11.00000 0.05 1.54 Q10 1 0.5895 0.5590 0.2822 11.00000 0.05 1.53 Q11 1 1.0455 0.9176 0.1637 11.00000 0.05 1.49 Q12 1 0.7597 0.7729 0.3696 11.00000 0.05 1.49 Q13 1 -0.0046 0.7367 0.3503 11.00000 0.05 1.49 Q14 1 0.7281 0.6303 0.2494 11.00000 0.05 1.48 Q15 1 1.0144 0.6764 0.4459 11.00000 0.05 1.42 Q16 1 0.8889 0.9296 0.1089 11.00000 0.05 1.41 Q17 1 1.0345 0.9925 0.0838 11.00000 0.05 1.40 Q18 1 0.7183 0.7366 0.2284 11.00000 0.05 1.32 Q19 1 0.7260 0.7079 0.3975 11.00000 0.05 1.26 Q20 1 0.8927 0.6301 0.4362 11.00000 0.05 1.24 Q21 1 1.0179 0.8748 0.0943 11.00000 0.05 1.23 Q22 1 0.1217 0.9062 0.5431 11.00000 0.05 1.16 Q23 1 0.7617 0.6949 0.2255 11.00000 0.05 1.12 Q24 1 0.0117 0.6560 0.2973 11.00000 0.05 0.99 Q25 1 1.0178 0.8382 0.2608 11.00000 0.05 0.95 Q26 1 0.7013 0.8489 0.1918 11.00000 0.05 0.92 Q27 1 0.3803 0.8019 0.1940 11.00000 0.05 0.91 Q28 1 0.7099 0.8534 0.3572 11.00000 0.05 0.90 Q29 1 0.7400 0.7982 0.1799 11.00000 0.05 0.89 Q30 1 -0.0378 0.5869 0.1048 11.00000 0.05 0.89 Q31 1 0.7469 0.8604 0.1876 11.00000 0.05 0.88 Q32 1 0.9662 0.6013 0.5590 11.00000 0.05 0.88 Q33 1 0.1794 0.5446 0.4098 11.00000 0.05 0.86 Q34 1 0.2431 0.6492 0.4680 11.00000 0.05 0.83 Q35 1 0.6928 0.7250 0.1852 11.00000 0.05 0.80 Q36 1 0.9616 0.6511 0.5402 11.00000 0.05 0.79 Q37 1 0.7236 0.7873 0.1476 11.00000 0.05 0.78 Q38 1 0.8997 0.7115 0.5012 11.00000 0.05 0.78 Q39 1 0.8204 0.7500 0.1991 11.00000 0.05 0.77 Q40 1 0.2608 0.5982 0.3795 11.00000 0.05 0.76 Q41 1 1.0053 0.7152 0.5172 11.00000 0.05 0.76 Q42 1 0.1777 0.9598 0.5003 11.00000 0.05 0.76 Q43 1 0.1784 0.5104 0.3697 11.00000 0.05 0.74 Q44 1 0.0828 0.6090 0.0199 11.00000 0.05 0.73 Q45 1 0.5342 0.9826 0.2510 11.00000 0.05 0.73 Q46 1 0.6942 0.8255 0.3936 11.00000 0.05 0.72 Q47 1 0.3872 0.7699 0.1831 11.00000 0.05 0.71 Q48 1 0.0596 0.9380 0.5531 11.00000 0.05 0.71 Q49 1 0.2616 0.5130 0.2595 11.00000 0.05 0.70 Q50 1 0.7822 0.8929 0.2797 11.00000 0.05 0.70 ; _shelx_res_checksum 38089 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -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 O1 O 0.4429(3) 0.70661(16) 0.3936(2) 0.0597(9) Uani 1 1 d . . . N1 N 0.4254(3) 0.81328(17) 0.2763(2) 0.0491(9) Uani 1 1 d . . . C1 C 0.2908(4) 0.7345(2) 0.4533(2) 0.0466(10) Uani 1 1 d . . . O2 O 0.6514(4) 0.7587(4) 0.4424(4) 0.115(2) Uani 1 1 d . . . N2 N 0.3498(4) 0.84463(18) 0.2411(2) 0.0617(12) Uani 1 1 d . . . C2 C 0.2179(4) 0.7844(2) 0.4694(2) 0.0440(9) Uani 1 1 d . . . H2 H 0.163515 0.771299 0.495889 0.053 Uiso 1 1 calc R U . N3 N 0.3351(4) 0.80627(19) 0.1874(2) 0.0628(12) Uani 1 1 d . . . O3 O 0.7167(7) 0.8977(5) 0.3788(5) 0.155(4) Uani 1 1 d . . . C3 C 0.2231(3) 0.8525(2) 0.4475(2) 0.0422(9) Uani 1 1 d . . . N4 N 0.2515(3) 0.54017(16) 0.3420(2) 0.0470(9) Uani 1 1 d . . . O4 O 0.5880(9) 0.9192(6) 0.2482(6) 0.168(3) Uiso 1 1 d . . . C4 C 0.3019(3) 0.86963(18) 0.4065(2) 0.0399(8) Uani 1 1 d . . . H4 H 0.306002 0.915432 0.389795 0.048 Uiso 1 1 calc R U . C5 C 0.3747(3) 0.82049(19) 0.3897(2) 0.0405(8) Uani 1 1 d . . . O5 O 0.6593(7) 0.7910(5) 0.1950(5) 0.155(4) Uani 1 1 d . . . N5 N 0.2253(4) 0.5017(2) 0.3907(2) 0.0685(13) Uani 1 1 d . . . C6 C 0.3696(3) 0.7529(2) 0.4146(2) 0.0446(9) Uani 1 1 d . . . N6 N 0.2351(5) 0.5420(2) 0.4431(3) 0.0674(13) Uani 1 1 d . . . O6 O 0.6131(5) 0.6473(3) 0.1906(4) 0.114(2) Uani 1 1 d . . . C7 C 0.1425(4) 0.9065(2) 0.4642(3) 0.0556(12) Uani 1 1 d . . . O7 O 0.4183(3) 0.59747(16) 0.2392(2) 0.0621(10) Uani 1 1 d . . . C9 C 0.0531(7) 0.9008(5) 0.4119(8) 0.159(6) Uani 1 1 d . . . H9A H 0.076989 0.913279 0.368568 0.239 Uiso 1 1 calc R U . H9AB H -0.002435 0.932313 0.422899 0.239 Uiso 1 1 calc R U . H9AC H 0.027072 0.853173 0.410435 0.239 Uiso 1 1 calc R U . C8 C 0.1041(14) 0.8919(7) 0.5304(8) 0.220(11) Uani 1 1 d . . . H8A H 0.028964 0.898546 0.528468 0.330 Uiso 1 1 calc R U . H8AB H 0.137300 0.923470 0.563226 0.330 Uiso 1 1 calc R U . H8AC H 0.120619 0.843969 0.543008 0.330 Uiso 1 1 calc R U . O8 O 0.1538(3) 0.7384(2) 0.27514(19) 0.0727(12) Uani 1 1 d . . . C10 C 0.1833(5) 0.9804(3) 0.4586(4) 0.0787(19) Uani 1 1 d . . . H10A H 0.202986 0.988490 0.413362 0.118 Uiso 1 1 calc R U . H10B H 0.243816 0.986659 0.489810 0.118 Uiso 1 1 calc R U . H10C H 0.129215 1.013275 0.469006 0.118 Uiso 1 1 calc R U . C11 C 0.4565(4) 0.8391(2) 0.3436(2) 0.0496(10) Uani 1 1 d . . . H11A H 0.465233 0.890014 0.342509 0.060 Uiso 1 1 calc R U . H11B H 0.523339 0.818228 0.359578 0.060 Uiso 1 1 calc R U . C12 C 0.4579(4) 0.7555(2) 0.2454(3) 0.0562(12) Uani 1 1 d . . . H12 H 0.510782 0.724564 0.261418 0.067 Uiso 1 1 calc R U . C14 C 0.2524(8) 0.8258(3) 0.1367(3) 0.094(3) Uani 1 1 d . . . H14A H 0.228946 0.784599 0.111779 0.140 Uiso 1 1 calc R U . H14B H 0.279345 0.859826 0.106353 0.140 Uiso 1 1 calc R U . H14C H 0.194229 0.846011 0.158445 0.140 Uiso 1 1 calc R U . C13 C 0.3999(5) 0.7509(2) 0.1875(3) 0.0591(13) Uani 1 1 d . . . C15 C 0.3948(5) 0.6959(3) 0.1351(3) 0.0676(15) Uani 1 1 d . . . H15A H 0.462054 0.671542 0.135354 0.081 Uiso 1 1 calc R U . H15B H 0.380551 0.717298 0.090933 0.081 Uiso 1 1 calc R U . C16 C 0.3100(4) 0.6449(2) 0.1483(2) 0.0499(10) Uani 1 1 d . . . C18 C 0.1343(4) 0.6050(2) 0.1290(2) 0.0543(11) Uani 1 1 d . . . C17 C 0.2139(5) 0.6465(2) 0.1136(2) 0.0565(13) Uani 1 1 d . . . H17 H 0.203309 0.677872 0.077665 0.068 Uiso 1 1 calc R U . C19 C 0.1499(4) 0.5599(2) 0.1825(2) 0.0500(10) Uani 1 1 d . . . H19 H 0.094693 0.530991 0.194129 0.060 Uiso 1 1 calc R U . C20 C 0.2440(4) 0.55643(19) 0.2192(2) 0.0480(10) Uani 1 1 d . . . C21 C 0.3251(4) 0.59792(18) 0.2025(2) 0.0457(10) Uani 1 1 d . . . C22 C 0.0284(6) 0.6089(4) 0.0891(3) 0.0777(19) Uani 1 1 d . . . C23 C -0.0144(6) 0.6815(4) 0.0940(4) 0.091(2) Uani 1 1 d . . . H23A H 0.030328 0.714022 0.072265 0.136 Uiso 1 1 calc R U . H23B H -0.017044 0.694263 0.140739 0.136 Uiso 1 1 calc R U . H23C H -0.084298 0.683221 0.072204 0.136 Uiso 1 1 calc R U . C24 C 0.0452(7) 0.5914(5) 0.0156(3) 0.099(3) Uani 1 1 d . . . H24A H -0.017565 0.602709 -0.012106 0.149 Uiso 1 1 calc R U . H24B H 0.060398 0.541954 0.011562 0.149 Uiso 1 1 calc R U . H24C H 0.103317 0.618545 0.001022 0.149 Uiso 1 1 calc R U . C25 C -0.0529(6) 0.5578(5) 0.1142(5) 0.095(2) Uani 1 1 d . . . H25A H -0.118206 0.562905 0.087139 0.143 Uiso 1 1 calc R U . H25B H -0.064271 0.568169 0.160537 0.143 Uiso 1 1 calc R U . H25C H -0.027655 0.510265 0.110684 0.143 Uiso 1 1 calc R U . C26 C 0.2586(5) 0.5065(2) 0.2769(2) 0.0629(15) Uani 1 1 d . . . H26A H 0.205369 0.469783 0.271649 0.076 Uiso 1 1 calc R U . H26B H 0.327183 0.484090 0.275738 0.076 Uiso 1 1 calc R U . C27 C 0.2779(4) 0.6036(2) 0.3615(2) 0.0520(11) Uani 1 1 d . . . H27 H 0.302585 0.639741 0.334878 0.062 Uiso 1 1 calc R U . C28 C 0.2624(4) 0.6066(2) 0.4281(2) 0.0505(10) Uani 1 1 d . . . C30 C 0.2772(5) 0.6621(2) 0.4807(3) 0.0571(12) Uani 1 1 d . . . H30A H 0.338820 0.650364 0.510210 0.068 Uiso 1 1 calc R U . H30B H 0.216524 0.661929 0.507785 0.068 Uiso 1 1 calc R U . C31 C 0.5136(5) 0.6767(3) 0.4459(4) 0.0743(17) Uani 1 1 d . . . H31A H 0.501145 0.626234 0.447969 0.089 Uiso 1 1 calc R U . H31B H 0.497506 0.696800 0.489004 0.089 Uiso 1 1 calc R U . C32 C 0.6318(7) 0.6896(5) 0.4353(6) 0.113(3) Uani 1 1 d . . . H32A H 0.675650 0.663057 0.468283 0.136 Uiso 1 1 calc R U . H32B H 0.647738 0.674172 0.390456 0.136 Uiso 1 1 calc R U . C35 C 0.7475(12) 0.9073(8) 0.3103(8) 0.135(4) Uiso 1 1 d . . . C34 C 0.7071(12) 0.8324(9) 0.3776(7) 0.146(4) Uiso 1 1 d . . . C33 C 0.7554(12) 0.7784(8) 0.4192(7) 0.147(4) Uiso 1 1 d . . . H33A H 0.804193 0.796206 0.454984 0.177 Uiso 1 1 calc R U . H33B H 0.787862 0.741355 0.393914 0.177 Uiso 1 1 calc R U . C38 C 0.6710(12) 0.8596(8) 0.1631(7) 0.144(4) Uiso 1 1 d . . . C37 C 0.5910(11) 0.9059(8) 0.1815(7) 0.144(4) Uiso 1 1 d . . . C36 C 0.693(2) 0.9325(13) 0.2745(12) 0.205(8) Uiso 1 1 d . . . C41 C 0.6037(8) 0.5837(7) 0.2239(7) 0.138(4) Uani 1 1 d . . . H41A H 0.616874 0.590925 0.272198 0.166 Uiso 1 1 calc R U . H41B H 0.656017 0.550753 0.209311 0.166 Uiso 1 1 calc R U . C40 C 0.7209(13) 0.6723(9) 0.2086(8) 0.156(5) Uiso 1 1 d . . . C39 C 0.7181(11) 0.7386(8) 0.1678(7) 0.142(4) Uiso 1 1 d . . . C42 C 0.4945(6) 0.5532(4) 0.2094(6) 0.117(4) Uani 1 1 d . . . H42A H 0.478395 0.550282 0.160910 0.140 Uiso 1 1 calc R U . H42B H 0.491735 0.505846 0.227926 0.140 Uiso 1 1 calc R U . C29 C 0.2098(10) 0.5157(4) 0.5069(4) 0.128(4) Uani 1 1 d . . . H29A H 0.179576 0.469400 0.501370 0.192 Uiso 1 1 calc R U . H29B H 0.159947 0.546731 0.525911 0.192 Uiso 1 1 calc R U . H29C H 0.272777 0.513185 0.536505 0.192 Uiso 1 1 calc R U . O9A O 0.9705(7) 0.6564(6) 0.2874(4) 0.069(3) Uani 0.5 1 d . . P O9B O 1.0000(9) 0.6151(9) 0.3035(6) 0.096(4) Uani 0.5 1 d . . P B2 B 0.9714(11) 0.9125(10) 0.1505(10) 0.086(5) Uani 0.5 1 d . . P F7 F 1.0486(8) 0.9555(13) 0.1362(9) 0.247(14) Uani 0.5 1 d . . P F6 F 1.0060(15) 0.9007(7) 0.2126(8) 0.166(6) Uani 0.5 1 d . . P F5 F 0.9518(10) 0.8673(8) 0.1094(6) 0.153(5) Uani 0.5 1 d . . P F8 F 0.8837(8) 0.9535(6) 0.1578(8) 0.138(5) Uani 0.5 1 d . . P B1 B 0.9685(9) 0.6699(10) 0.4994(7) 0.130(5) Uani 1 1 d . . . F2 F 1.0368(8) 0.6939(5) 0.5594(4) 0.181(3) Uani 1 1 d . . . F3 F 1.0380(7) 0.6172(7) 0.4823(6) 0.232(6) Uani 1 1 d . . . F4 F 0.8885(9) 0.6462(6) 0.5177(7) 0.229(5) Uani 1 1 d . . . F1 F 0.9701(13) 0.7283(6) 0.4788(8) 0.271(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.067(2) 0.0308(15) 0.082(2) -0.0034(14) 0.0135(18) 0.0120(14) N1 0.058(2) 0.0248(15) 0.065(2) -0.0055(14) 0.0125(18) -0.0071(14) C1 0.064(3) 0.0264(17) 0.048(2) 0.0019(14) -0.0074(19) 0.0024(16) O2 0.069(3) 0.120(5) 0.153(6) -0.030(4) -0.008(3) 0.002(3) N2 0.100(4) 0.0208(15) 0.064(2) -0.0023(14) 0.001(2) 0.0022(18) C2 0.047(2) 0.0344(19) 0.049(2) 0.0018(15) -0.0059(17) -0.0023(16) N3 0.104(4) 0.0223(15) 0.060(2) -0.0011(14) -0.005(2) -0.0051(18) O3 0.130(6) 0.105(6) 0.223(10) -0.004(6) -0.040(6) -0.043(5) C3 0.0388(19) 0.0298(17) 0.056(2) -0.0012(15) -0.0068(16) 0.0041(14) N4 0.053(2) 0.0213(14) 0.064(2) 0.0084(13) -0.0151(17) -0.0013(13) C4 0.0374(19) 0.0238(15) 0.057(2) -0.0002(13) -0.0063(16) -0.0007(13) C5 0.042(2) 0.0235(15) 0.055(2) -0.0069(13) -0.0053(16) -0.0025(13) O5 0.157(7) 0.143(7) 0.176(7) -0.062(6) 0.089(6) -0.058(5) N5 0.103(4) 0.0279(18) 0.074(3) 0.0021(17) 0.007(3) -0.011(2) C6 0.051(2) 0.0262(16) 0.055(2) -0.0050(14) -0.0033(18) 0.0050(15) N6 0.096(4) 0.0315(19) 0.075(3) 0.0042(17) 0.012(3) -0.007(2) O6 0.075(3) 0.089(4) 0.178(6) -0.013(4) 0.012(4) 0.007(3) C7 0.045(2) 0.035(2) 0.086(3) 0.004(2) 0.002(2) 0.0105(17) O7 0.0428(17) 0.0314(15) 0.109(3) -0.0132(16) -0.0186(17) 0.0112(12) C9 0.070(5) 0.090(6) 0.304(17) -0.061(8) -0.083(8) 0.040(5) C8 0.298(19) 0.149(9) 0.242(15) 0.124(10) 0.214(16) 0.164(12) O8 0.062(2) 0.092(3) 0.063(2) 0.037(2) 0.0002(17) 0.030(2) C10 0.060(3) 0.041(3) 0.137(6) -0.011(3) 0.022(3) 0.007(2) C11 0.052(2) 0.0278(17) 0.070(3) -0.0101(16) 0.009(2) -0.0090(16) C12 0.058(3) 0.0282(18) 0.085(3) -0.0132(19) 0.024(2) -0.0113(17) C14 0.180(8) 0.028(2) 0.068(3) 0.000(2) -0.021(4) 0.019(3) C13 0.083(4) 0.0260(18) 0.072(3) -0.0100(17) 0.028(3) -0.015(2) C15 0.088(4) 0.042(2) 0.075(3) -0.019(2) 0.026(3) -0.022(2) C16 0.065(3) 0.0226(16) 0.062(2) -0.0073(15) 0.007(2) 0.0006(16) C18 0.062(3) 0.038(2) 0.060(2) -0.0039(17) -0.020(2) 0.0110(19) C17 0.097(4) 0.0232(17) 0.047(2) -0.0026(14) -0.011(2) 0.010(2) C19 0.053(2) 0.0335(19) 0.061(2) -0.0010(16) -0.016(2) -0.0051(17) C20 0.062(3) 0.0203(15) 0.058(2) 0.0032(14) -0.019(2) -0.0002(15) C21 0.052(2) 0.0181(15) 0.065(2) -0.0046(14) -0.0103(19) 0.0032(14) C22 0.079(4) 0.075(4) 0.072(3) -0.012(3) -0.037(3) 0.028(3) C23 0.084(5) 0.095(5) 0.089(4) 0.010(4) -0.026(4) 0.039(4) C24 0.100(5) 0.133(7) 0.060(3) -0.010(4) -0.033(4) 0.048(5) C25 0.067(4) 0.089(5) 0.123(6) -0.018(4) -0.040(4) 0.001(4) C26 0.104(4) 0.0194(16) 0.060(2) 0.0053(15) -0.034(3) -0.013(2) C27 0.073(3) 0.0266(17) 0.055(2) 0.0073(15) -0.010(2) -0.0121(18) C28 0.063(3) 0.0249(17) 0.064(3) 0.0093(16) 0.004(2) 0.0059(17) C30 0.082(3) 0.0287(19) 0.061(3) 0.0082(16) 0.007(2) 0.001(2) C31 0.063(3) 0.046(3) 0.113(5) -0.004(3) -0.001(3) 0.021(2) C32 0.081(5) 0.096(6) 0.159(9) -0.043(6) -0.016(5) 0.021(5) C41 0.091(6) 0.145(9) 0.182(10) 0.024(8) 0.026(6) 0.081(6) C42 0.070(4) 0.057(4) 0.219(11) -0.060(5) -0.024(5) 0.030(3) C29 0.247(13) 0.044(3) 0.099(5) 0.002(3) 0.052(7) -0.047(5) O9A 0.048(5) 0.100(8) 0.058(4) -0.014(5) -0.003(4) -0.035(5) O9B 0.061(6) 0.138(11) 0.086(7) -0.055(7) -0.005(5) 0.011(6) B2 0.047(7) 0.101(12) 0.106(11) -0.036(9) -0.029(7) 0.009(7) F7 0.054(5) 0.43(3) 0.258(18) -0.27(2) 0.052(8) -0.111(11) F6 0.226(17) 0.094(8) 0.166(11) -0.028(7) -0.081(12) -0.010(9) F5 0.140(9) 0.196(12) 0.124(8) -0.098(8) 0.005(7) -0.085(9) F8 0.079(6) 0.116(8) 0.222(14) 0.044(8) 0.040(7) 0.011(6) B1 0.081(6) 0.211(16) 0.102(8) 0.053(9) 0.030(6) 0.039(8) F2 0.211(9) 0.205(9) 0.132(6) 0.010(5) 0.042(6) 0.032(7) F3 0.127(6) 0.310(13) 0.261(11) -0.150(10) 0.028(6) 0.014(7) F4 0.195(9) 0.183(9) 0.322(14) 0.034(8) 0.101(9) -0.069(7) F1 0.350(17) 0.151(8) 0.290(15) 0.061(9) -0.136(13) -0.084(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 0.0014 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0064 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0174 0.0103 '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 C6 O1 C31 115.9(4) N2 N1 C12 111.8(4) N2 N1 C11 119.1(4) C12 N1 C11 128.8(5) C6 C1 C2 119.6(4) C6 C1 C30 123.6(4) C2 C1 C30 116.8(4) C32 O2 C33 112.2(8) N1 N2 N3 104.2(4) C3 C2 C1 121.8(4) N2 N3 C13 112.8(5) N2 N3 C14 118.9(5) C13 N3 C14 128.2(4) C34 O3 C35 98.0(11) C4 C3 C2 117.7(4) C4 C3 C7 120.5(4) C2 C3 C7 121.7(4) N5 N4 C27 112.4(4) N5 N4 C26 117.4(3) C27 N4 C26 129.9(4) C37 O4 C36 107.7(14) C3 C4 C5 121.1(4) C4 C5 C6 119.8(4) C4 C5 C11 120.3(4) C6 C5 C11 119.9(4) C39 O5 C38 113.5(9) N4 N5 N6 104.9(4) C1 C6 O1 123.9(4) C1 C6 C5 119.9(4) O1 C6 C5 116.0(4) N5 N6 C28 112.4(5) N5 N6 C29 119.8(5) C28 N6 C29 127.6(5) C41 O6 C40 105.9(10) C8 C7 C9 109.1(11) C8 C7 C10 112.6(8) C9 C7 C10 105.5(6) C8 C7 C3 110.3(5) C9 C7 C3 107.2(5) C10 C7 C3 112.0(4) C21 O7 C42 111.8(5) N1 C11 C5 109.4(3) C13 C12 N1 106.3(5) C12 C13 N3 104.8(4) C12 C13 C15 130.9(5) N3 C13 C15 124.1(6) C13 C15 C16 109.5(4) C17 C16 C21 118.3(4) C17 C16 C15 122.2(5) C21 C16 C15 119.2(5) C19 C18 C17 118.4(4) C19 C18 C22 120.8(5) C17 C18 C22 120.9(5) C16 C17 C18 122.7(4) C18 C19 C20 121.4(4) C21 C20 C19 119.8(4) C21 C20 C26 120.0(4) C19 C20 C26 120.1(4) O7 C21 C20 121.2(4) O7 C21 C16 119.3(4) C20 C21 C16 119.4(4) C23 C22 C18 109.1(5) C23 C22 C24 109.8(6) C18 C22 C24 108.1(6) C23 C22 C25 107.8(7) C18 C22 C25 113.4(5) C24 C22 C25 108.5(6) N4 C26 C20 113.2(3) N4 C27 C28 106.1(4) N6 C28 C27 104.0(4) N6 C28 C30 121.6(4) C27 C28 C30 134.3(4) C28 C30 C1 114.1(4) O1 C31 C32 113.6(7) O2 C32 C31 108.3(6) C36 C35 O3 118.2(18) O3 C34 C33 131.7(15) C34 C33 O2 90.2(11) C37 C38 O5 110.1(12) O4 C37 C38 116.1(13) C35 C36 O4 136(2) O6 C41 C42 110.5(8) C39 C40 O6 98.8(12) O5 C39 C40 112.8(12) O7 C42 C41 109.5(6) F5 B2 F6 124(2) F5 B2 F8 110.2(13) F6 B2 F8 102.8(16) F5 B2 F7 114.6(17) F6 B2 F7 95.9(14) F8 B2 F7 107.1(17) F1 B1 F4 119.7(15) F1 B1 F3 124.2(14) F4 B1 F3 111.9(17) F1 B1 F2 88.1(15) F4 B1 F2 109.5(11) F3 B1 F2 93.9(9) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance O1 C6 1.393(5) O1 C31 1.469(8) N1 N2 1.318(6) N1 C12 1.359(5) N1 C11 1.481(6) C1 C6 1.376(7) C1 C2 1.403(6) C1 C30 1.520(6) O2 C32 1.364(12) O2 C33 1.506(16) N2 N3 1.318(6) C2 C3 1.391(6) N3 C13 1.359(7) N3 C14 1.481(9) O3 C34 1.268(18) O3 C35 1.480(17) C3 C4 1.400(6) C3 C7 1.531(6) N4 N5 1.297(6) N4 C27 1.325(5) N4 C26 1.479(7) O4 C37 1.377(17) O4 C36 1.45(3) C4 C5 1.396(5) C5 C6 1.403(6) C5 C11 1.504(6) O5 C39 1.403(17) O5 C38 1.487(17) N5 N6 1.315(7) N6 C28 1.339(6) N6 C29 1.445(9) O6 C41 1.410(14) O6 C40 1.498(18) C7 C8 1.487(11) C7 C9 1.519(11) C7 C10 1.529(8) O7 C21 1.373(6) O7 C42 1.469(8) C12 C13 1.351(9) C13 C15 1.499(7) C15 C16 1.515(7) C16 C17 1.386(8) C16 C21 1.426(6) C18 C19 1.393(7) C18 C17 1.360(8) C18 C22 1.545(8) C19 C20 1.385(6) C20 C21 1.383(7) C20 C26 1.516(6) C22 C23 1.515(10) C22 C24 1.556(9) C22 C25 1.554(12) C27 C28 1.378(7) C28 C30 1.513(7) C31 C32 1.582(12) C35 C36 1.09(2) C34 C33 1.46(2) C38 C37 1.44(2) C41 C42 1.543(16) C40 C39 1.52(2) O9A O9B 0.934(15) B2 F5 1.221(18) B2 F6 1.32(2) B2 F8 1.401(19) B2 F7 1.35(3) B1 F1 1.203(18) B1 F4 1.214(15) B1 F3 1.419(18) B1 F2 1.525(19)