#------------------------------------------------------------------------------ #$Date: 2020-04-10 04:22:34 +0300 (Fri, 10 Apr 2020) $ #$Revision: 250577 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/77/1557762.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_1557762 loop_ _publ_author_name 'Dong, Zhaowen' 'Pezzato, Cristian' 'Sienkiewicz, Andrzej' 'Scopelliti, Rosario' 'Fadaei-Tirani, Farzaneh' 'Severin, Kay' _publ_section_title ; SET processes in Lewis acid--base reactions: the tritylation of N-heterocyclic carbenes ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D0SC01278E _journal_year 2020 _chemical_formula_moiety 'C24 B F20, C11 H21 N2' _chemical_formula_sum 'C35 H21 B F20 N2' _chemical_formula_weight 860.35 _space_group_crystal_system monoclinic _space_group_IT_number 4 _space_group_name_Hall 'P 2yb' _space_group_name_H-M_alt 'P 1 21 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2020-01-29 deposited with the CCDC. 2020-04-03 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 91.4773(13) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 8.40488(13) _cell_length_b 18.0272(3) _cell_length_c 11.08430(15) _cell_measurement_reflns_used 12020 _cell_measurement_temperature 140.00(10) _cell_measurement_theta_max 76.4140 _cell_measurement_theta_min 4.8900 _cell_volume 1678.90(4) _computing_cell_refinement 'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)' _computing_data_collection 'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)' _computing_data_reduction 'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)' _computing_molecular_graphics 'Mercury 4.2.0 (CCDC, 2019)' _computing_publication_material 'CIFTab (Sheldrick, 2016)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT (Sheldrick, 2015)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 140.00(10) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 10.2665 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -116.00 -20.00 1.00 1.00 -- -42.88 -56.00 93.00 96 2 \w -64.00 -13.00 1.00 1.00 -- -42.88 125.00 150.00 51 3 \w -85.00 -22.00 1.00 1.00 -- -42.88 -37.00 -90.00 63 4 \w -109.00 -45.00 1.00 1.00 -- -42.88 -37.00 0.00 64 5 \w -33.00 -7.00 1.00 1.00 -- -42.88 125.00-150.00 26 6 \w -84.00 -56.00 1.00 1.00 -- -42.88 125.00 60.00 28 7 \w 27.00 93.00 1.00 1.00 -- 42.88-125.00 -30.00 66 8 \w 40.00 66.00 1.00 4.00 -- 112.00-111.00 90.00 26 9 \w 64.00 140.00 1.00 4.00 -- 112.00 -30.00 -60.00 76 10 \w 84.00 168.00 1.00 4.00 -- 112.00 62.00 -14.01 84 11 \w 59.00 109.00 1.00 4.00 -- 112.00-111.00 -90.00 50 12 \w 115.00 178.00 1.00 4.00 -- 112.00 111.00 120.00 63 13 \w 93.00 139.00 1.00 4.00 -- 112.00 45.00 30.00 46 14 \w 37.00 108.00 1.00 4.00 -- 112.00-111.00-150.00 71 15 \w 133.00 177.00 1.00 4.00 -- 112.00 45.00 -90.00 44 16 \w 99.00 126.00 1.00 4.00 -- 112.00 45.00 -90.00 27 17 \w 122.00 169.00 1.00 4.00 -- 112.00 50.00 -30.82 47 18 \w 43.00 104.00 1.00 4.00 -- 112.00 -94.00 120.00 61 19 \w 124.00 178.00 1.00 4.00 -- 112.00 61.00 -60.00 54 20 \w 83.00 109.00 1.00 4.00 -- 112.00 61.00 -60.00 26 21 \w 153.00 178.00 1.00 4.00 -- 112.00 30.00-120.00 25 22 \w 83.00 165.00 1.00 4.00 -- 112.00 61.00 0.00 82 23 \w 87.00 128.00 1.00 4.00 -- 112.00 45.00 -60.00 41 24 \w 43.00 103.00 1.00 4.00 -- 112.00 -61.00-180.00 60 25 \w 137.00 176.00 1.00 4.00 -- 112.00 45.00 120.00 39 26 \w 83.00 109.00 1.00 4.00 -- 112.00 61.00 -30.00 26 27 \w 50.00 128.00 1.00 4.00 -- 112.00 -61.00 -30.00 78 28 \w 89.00 114.00 1.00 4.00 -- 112.00 45.00 120.00 25 29 \w 88.00 175.00 1.00 4.00 -- 112.00 61.00 30.00 87 30 \w 136.00 172.00 1.00 4.00 -- 112.00 111.00 -90.00 36 31 \w 89.00 115.00 1.00 4.00 -- 112.00 50.00 -30.82 26 32 \w 145.00 170.00 1.00 4.00 -- 112.00 63.00 -22.43 25 33 \w 51.00 78.00 1.00 4.00 -- 112.00-111.00 -60.00 27 34 \w 86.00 113.00 1.00 4.00 -- 112.00 45.00 -30.00 27 35 \w 83.00 111.00 1.00 4.00 -- 112.00 63.00 -22.43 28 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at home/near, Atlas' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0184 _diffrn_reflns_av_unetI/netI 0.0159 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.993 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 16823 _diffrn_reflns_point_group_measured_fraction_full 0.996 _diffrn_reflns_point_group_measured_fraction_max 0.984 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 76.459 _diffrn_reflns_theta_min 4.684 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 1.609 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.282 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019) Numerical absorption correction based on gaussian integration over a multifaceted crystal model. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'clear pale colourless' _exptl_crystal_density_diffrn 1.702 _exptl_crystal_description irregular _exptl_crystal_F_000 860 _exptl_crystal_size_max 0.743 _exptl_crystal_size_mid 0.543 _exptl_crystal_size_min 0.417 _refine_diff_density_max 0.250 _refine_diff_density_min -0.201 _refine_diff_density_rms 0.043 _refine_ls_abs_structure_details ; Flack x determined using 3258 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack -0.01(2) _refine_ls_extinction_coef 0.0063(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2018/3 (Sheldrick 2018)' _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 530 _refine_ls_number_reflns 6954 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.065 _refine_ls_R_factor_all 0.0284 _refine_ls_R_factor_gt 0.0280 _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^)+(0.0512P)^2^+0.3201P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0772 _refine_ls_wR_factor_ref 0.0774 _reflns_Friedel_coverage 0.920 _reflns_Friedel_fraction_full 0.993 _reflns_Friedel_fraction_max 0.975 _reflns_number_gt 6925 _reflns_number_total 6954 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0sc01278e2.cif _cod_data_source_block dzw120 _cod_original_cell_volume 1678.89(4) _cod_original_sg_symbol_H-M 'P 21' _cod_database_code 1557762 _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_min 0.381 _shelx_estimated_absorpt_t_max 0.553 _shelx_res_file ; TITL DZW120 in P2(1) dzw120.res created by SHELXL-2018/3 at 13:02:25 on 13-Dec-2019 CELL 1.54184 8.404885 18.027163 11.084304 90.0000 91.4773 90.0000 ZERR 2 0.000134 0.000268 0.000153 0.0000 0.0013 0.0000 LATT -1 SYMM -X,0.5+Y,-Z SFAC C H B F N UNIT 70 42 2 40 4 L.S. 10 PLAN 10 SIZE 0.743 0.543 0.417 TEMP -133 CONF BOND LIST 4 WPDB -2 FMAP 2 ACTA WGHT 0.051200 0.320100 EXTI 0.006293 FVAR 7.60921 F1 4 0.435461 0.482764 0.621316 11.00000 0.03172 0.02804 = 0.02567 -0.00769 -0.00531 0.00776 F2 4 0.205294 0.506784 0.461320 11.00000 0.03612 0.04285 = 0.02521 -0.01147 -0.00974 0.00317 F3 4 0.009731 0.627089 0.479230 11.00000 0.03328 0.05174 = 0.03162 -0.00154 -0.01476 0.00958 F4 4 0.052824 0.722576 0.668147 11.00000 0.03083 0.03166 = 0.03653 0.00194 -0.00428 0.01188 F5 4 0.283860 0.699311 0.832957 11.00000 0.03767 0.02274 = 0.02638 -0.00480 -0.00432 0.00663 F6 4 0.507611 0.423115 0.987893 11.00000 0.03221 0.02763 = 0.02677 0.00596 0.00376 0.00453 F7 4 0.704537 0.314180 0.944614 11.00000 0.03888 0.02454 = 0.03565 0.00546 -0.00342 0.00600 F8 4 0.932424 0.328244 0.774726 11.00000 0.03735 0.03779 = 0.03884 -0.00307 0.00018 0.01823 F9 4 0.951444 0.456086 0.646385 11.00000 0.03078 0.04749 = 0.03275 -0.00143 0.00928 0.00722 F10 4 0.741368 0.564633 0.677606 11.00000 0.03650 0.02922 = 0.02602 0.00413 0.00584 0.00227 F11 4 0.457522 0.666348 1.090129 11.00000 0.03050 0.02700 = 0.02933 -0.01059 0.00206 -0.00643 F12 4 0.243387 0.642380 1.253567 11.00000 0.03523 0.04243 = 0.02551 -0.01308 0.00424 -0.00423 F13 4 0.022586 0.533292 1.224248 11.00000 0.03183 0.04857 = 0.02731 -0.00017 0.00831 -0.00602 F14 4 0.022120 0.448533 1.021167 11.00000 0.03687 0.03795 = 0.03639 -0.00448 0.00320 -0.01802 F15 4 0.244206 0.466854 0.857742 11.00000 0.03325 0.02708 = 0.02443 -0.00798 -0.00071 -0.00635 F16 4 0.570184 0.716512 0.706630 11.00000 0.03631 0.03324 = 0.02317 0.00903 -0.00755 -0.00602 F17 4 0.793141 0.814390 0.761549 11.00000 0.03820 0.02788 = 0.03765 0.01007 -0.00212 -0.00786 F18 4 0.983888 0.797236 0.961172 11.00000 0.03594 0.03381 = 0.05061 0.00061 -0.01058 -0.01378 F19 4 0.937698 0.679545 1.111451 11.00000 0.03103 0.03357 = 0.03252 -0.00089 -0.01420 0.00028 F20 4 0.717289 0.578297 1.056394 11.00000 0.03185 0.02516 = 0.02309 0.00496 -0.00591 -0.00012 C12 1 0.376403 0.590895 0.736051 11.00000 0.02234 0.02145 = 0.01808 0.00050 -0.00090 -0.00050 C13 1 0.348064 0.544957 0.637575 11.00000 0.02160 0.02447 = 0.02050 -0.00047 0.00016 0.00112 C14 1 0.226963 0.555737 0.551741 11.00000 0.02584 0.03200 = 0.01832 -0.00282 -0.00260 -0.00066 C15 1 0.127590 0.615748 0.560875 11.00000 0.02225 0.03578 = 0.02294 0.00375 -0.00533 0.00118 C16 1 0.149838 0.663807 0.657129 11.00000 0.02288 0.02639 = 0.02803 0.00389 -0.00012 0.00438 C17 1 0.271167 0.650519 0.741050 11.00000 0.02667 0.02180 = 0.02066 -0.00013 -0.00177 0.00043 C18 1 0.611554 0.501252 0.834866 11.00000 0.02094 0.02253 = 0.01917 -0.00223 -0.00452 -0.00022 C19 1 0.612060 0.435290 0.899914 11.00000 0.02338 0.02411 = 0.01970 -0.00269 -0.00407 0.00059 C20 1 0.716895 0.376971 0.881035 11.00000 0.02935 0.02302 = 0.02353 0.00000 -0.00918 0.00262 C21 1 0.831618 0.383967 0.795369 11.00000 0.02646 0.02955 = 0.02686 -0.00621 -0.00627 0.00818 C22 1 0.839214 0.448755 0.730103 11.00000 0.02512 0.03357 = 0.02423 -0.00371 -0.00139 0.00157 C23 1 0.730314 0.504333 0.749511 11.00000 0.02666 0.02693 = 0.01988 0.00058 -0.00318 -0.00085 C24 1 0.369755 0.565455 0.965319 11.00000 0.02200 0.01970 = 0.02023 0.00095 -0.00223 0.00234 C25 1 0.357945 0.609118 1.068307 11.00000 0.02398 0.02022 = 0.02250 -0.00099 -0.00366 -0.00066 C26 1 0.245321 0.598615 1.155012 11.00000 0.02738 0.02690 = 0.01982 -0.00426 -0.00280 0.00311 C27 1 0.132623 0.543726 1.141253 11.00000 0.02318 0.03017 = 0.02178 0.00259 0.00159 0.00058 C28 1 0.133338 0.500807 1.037979 11.00000 0.02407 0.02661 = 0.02674 0.00057 -0.00204 -0.00416 C29 1 0.250172 0.512104 0.954792 11.00000 0.02666 0.02302 = 0.01896 -0.00181 -0.00300 0.00025 C30 1 0.626886 0.642151 0.880713 11.00000 0.02130 0.02193 = 0.01943 -0.00120 0.00045 0.00039 C31 1 0.655053 0.703971 0.809933 11.00000 0.02649 0.02396 = 0.02021 0.00029 -0.00202 0.00022 C32 1 0.772835 0.756241 0.835944 11.00000 0.02829 0.02225 = 0.02808 0.00373 0.00305 -0.00224 C33 1 0.870173 0.748178 0.936122 11.00000 0.02404 0.02353 = 0.03294 -0.00329 -0.00122 -0.00378 C34 1 0.847620 0.687425 1.009970 11.00000 0.02352 0.02613 = 0.02347 -0.00197 -0.00399 0.00233 C35 1 0.731131 0.636344 0.980434 11.00000 0.02433 0.02144 = 0.02231 0.00063 -0.00081 0.00163 B1 3 0.497341 0.575023 0.853846 11.00000 0.02177 0.02063 = 0.01606 -0.00148 -0.00096 0.00037 N1 5 0.612692 0.369291 0.421593 11.00000 0.02383 0.02128 = 0.02068 0.00052 -0.00080 0.00069 N2 5 0.478536 0.302221 0.546188 11.00000 0.02380 0.02129 = 0.01899 -0.00002 -0.00136 -0.00068 C1 1 0.467897 0.351689 0.457613 11.00000 0.02469 0.02105 = 0.01774 -0.00023 -0.00185 0.00097 AFIX 43 H1 2 0.371343 0.371513 0.424912 11.00000 -1.20000 AFIX 0 C2 1 0.721200 0.328925 0.490692 11.00000 0.02221 0.03123 = 0.03205 0.00462 -0.00205 0.00377 AFIX 43 H2 2 0.833739 0.330209 0.484887 11.00000 -1.20000 AFIX 0 C3 1 0.637056 0.287194 0.568236 11.00000 0.02761 0.02761 = 0.02943 0.00569 -0.00450 0.00320 AFIX 43 H3 2 0.679652 0.253767 0.626927 11.00000 -1.20000 AFIX 0 C4 1 0.654281 0.425106 0.326496 11.00000 0.02953 0.02378 = 0.02079 0.00117 0.00481 -0.00006 C5 1 0.753497 0.385993 0.233014 11.00000 0.04001 0.03183 = 0.02644 -0.00033 0.01065 0.00324 AFIX 137 H5A 2 0.853245 0.368618 0.271039 11.00000 -1.50000 H5B 2 0.777186 0.420621 0.167729 11.00000 -1.50000 H5C 2 0.694024 0.343525 0.200007 11.00000 -1.50000 AFIX 0 C6 1 0.501580 0.455183 0.268796 11.00000 0.03500 0.04264 = 0.03118 0.01649 0.00476 0.00642 AFIX 137 H6A 2 0.441002 0.414355 0.231568 11.00000 -1.50000 H6B 2 0.527599 0.491745 0.206919 11.00000 -1.50000 H6C 2 0.437634 0.478851 0.330678 11.00000 -1.50000 AFIX 0 C7 1 0.747065 0.487172 0.389806 11.00000 0.04870 0.02934 = 0.03064 -0.00184 0.00793 -0.01061 AFIX 137 H7A 2 0.682987 0.508116 0.454109 11.00000 -1.50000 H7B 2 0.771358 0.526063 0.331314 11.00000 -1.50000 H7C 2 0.846492 0.467235 0.424693 11.00000 -1.50000 AFIX 0 C8 1 0.342751 0.269683 0.614943 11.00000 0.02837 0.02344 = 0.02127 0.00170 0.00045 -0.00474 C9 1 0.359093 0.298006 0.744325 11.00000 0.04169 0.03463 = 0.02065 0.00189 0.00172 -0.00796 AFIX 137 H9A 2 0.458944 0.279759 0.781024 11.00000 -1.50000 H9B 2 0.269324 0.280090 0.790920 11.00000 -1.50000 H9C 2 0.359509 0.352368 0.744167 11.00000 -1.50000 AFIX 0 C10 1 0.356642 0.185370 0.609268 11.00000 0.04021 0.02381 = 0.03992 0.00197 -0.00054 -0.00728 AFIX 137 H10A 2 0.347414 0.169090 0.525023 11.00000 -1.50000 H10B 2 0.271351 0.162849 0.655512 11.00000 -1.50000 H10C 2 0.460082 0.170019 0.643625 11.00000 -1.50000 AFIX 0 C11 1 0.186748 0.295792 0.556740 11.00000 0.02514 0.03912 = 0.02892 0.00415 0.00046 -0.00314 AFIX 137 H11A 2 0.179400 0.349905 0.562976 11.00000 -1.50000 H11B 2 0.097495 0.273028 0.598227 11.00000 -1.50000 H11C 2 0.182833 0.281267 0.471517 11.00000 -1.50000 AFIX 0 HKLF 4 REM DZW120 in P2(1) REM wR2 = 0.0774, GooF = S = 1.065, Restrained GooF = 1.065 for all data REM R1 = 0.0280 for 6925 Fo > 4sig(Fo) and 0.0284 for all 6954 data REM 530 parameters refined using 1 restraints END WGHT 0.0512 0.3201 REM Highest difference peak 0.250, deepest hole -0.201, 1-sigma level 0.043 Q1 1 0.4427 0.5679 0.9175 11.00000 0.05 0.25 Q2 1 0.5652 0.6126 0.8655 11.00000 0.05 0.23 Q3 1 0.2122 0.5013 1.0172 11.00000 0.05 0.23 Q4 1 0.7086 0.4073 0.2762 11.00000 0.05 0.22 Q5 1 0.1279 0.5613 0.5791 11.00000 0.05 0.21 Q6 1 0.6788 0.7446 0.8454 11.00000 0.05 0.21 Q7 1 0.1771 0.6416 0.7202 11.00000 0.05 0.21 Q8 1 0.4462 0.5814 0.7781 11.00000 0.05 0.20 Q9 1 0.5395 0.5251 0.8437 11.00000 0.05 0.19 Q10 1 0.7558 0.7590 0.9117 11.00000 0.05 0.19 ; _shelx_res_checksum 68931 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z' 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 F1 F 0.43546(17) 0.48276(8) 0.62132(12) 0.0286(3) Uani 1 1 d . . . . . F2 F 0.20529(18) 0.50678(9) 0.46132(13) 0.0349(3) Uani 1 1 d . . . . . F3 F 0.00973(19) 0.62709(10) 0.47923(14) 0.0391(4) Uani 1 1 d . . . . . F4 F 0.05282(17) 0.72258(8) 0.66815(14) 0.0331(3) Uani 1 1 d . . . . . F5 F 0.28386(17) 0.69931(8) 0.83296(12) 0.0290(3) Uani 1 1 d . . . . . F6 F 0.50761(17) 0.42312(8) 0.98789(12) 0.0288(3) Uani 1 1 d . . . . . F7 F 0.70454(19) 0.31418(8) 0.94461(14) 0.0331(3) Uani 1 1 d . . . . . F8 F 0.93242(19) 0.32824(9) 0.77473(15) 0.0380(4) Uani 1 1 d . . . . . F9 F 0.95144(18) 0.45609(10) 0.64638(14) 0.0369(3) Uani 1 1 d . . . . . F10 F 0.74137(18) 0.56463(8) 0.67761(12) 0.0305(3) Uani 1 1 d . . . . . F11 F 0.45752(17) 0.66635(8) 1.09013(13) 0.0289(3) Uani 1 1 d . . . . . F12 F 0.24339(19) 0.64238(9) 1.25357(13) 0.0343(3) Uani 1 1 d . . . . . F13 F 0.02259(18) 0.53329(10) 1.22425(13) 0.0358(3) Uani 1 1 d . . . . . F14 F 0.02212(19) 0.44853(10) 1.02117(14) 0.0370(3) Uani 1 1 d . . . . . F15 F 0.24421(17) 0.46685(8) 0.85774(12) 0.0283(3) Uani 1 1 d . . . . . F16 F 0.57018(18) 0.71651(8) 0.70663(13) 0.0310(3) Uani 1 1 d . . . . . F17 F 0.79314(19) 0.81439(8) 0.76155(14) 0.0346(3) Uani 1 1 d . . . . . F18 F 0.98389(19) 0.79724(9) 0.96117(16) 0.0403(4) Uani 1 1 d . . . . . F19 F 0.93770(17) 0.67954(9) 1.11145(13) 0.0326(3) Uani 1 1 d . . . . . F20 F 0.71729(16) 0.57830(8) 1.05639(12) 0.0268(3) Uani 1 1 d . . . . . C12 C 0.3764(3) 0.59090(12) 0.73605(18) 0.0206(4) Uani 1 1 d . . . . . C13 C 0.3481(3) 0.54496(12) 0.63758(19) 0.0222(4) Uani 1 1 d . . . . . C14 C 0.2270(3) 0.55574(14) 0.5517(2) 0.0254(4) Uani 1 1 d . . . . . C15 C 0.1276(3) 0.61575(14) 0.5609(2) 0.0271(5) Uani 1 1 d . . . . . C16 C 0.1498(3) 0.66381(13) 0.6571(2) 0.0258(4) Uani 1 1 d . . . . . C17 C 0.2712(3) 0.65052(12) 0.7411(2) 0.0231(4) Uani 1 1 d . . . . . C18 C 0.6116(2) 0.50125(12) 0.83487(18) 0.0210(4) Uani 1 1 d . . . . . C19 C 0.6121(3) 0.43529(13) 0.89991(19) 0.0225(4) Uani 1 1 d . . . . . C20 C 0.7169(3) 0.37697(13) 0.8810(2) 0.0255(4) Uani 1 1 d . . . . . C21 C 0.8316(3) 0.38397(14) 0.7954(2) 0.0277(5) Uani 1 1 d . . . . . C22 C 0.8392(3) 0.44876(15) 0.7301(2) 0.0277(5) Uani 1 1 d . . . . . C23 C 0.7303(3) 0.50433(13) 0.7495(2) 0.0246(4) Uani 1 1 d . . . . . C24 C 0.3698(3) 0.56546(12) 0.96532(19) 0.0207(4) Uani 1 1 d . . . . . C25 C 0.3579(3) 0.60912(12) 1.06831(19) 0.0223(4) Uani 1 1 d . . . . . C26 C 0.2453(3) 0.59862(13) 1.1550(2) 0.0248(4) Uani 1 1 d . . . . . C27 C 0.1326(3) 0.54373(13) 1.1413(2) 0.0250(4) Uani 1 1 d . . . . . C28 C 0.1333(3) 0.50081(14) 1.0380(2) 0.0259(4) Uani 1 1 d . . . . . C29 C 0.2502(3) 0.51210(12) 0.95479(19) 0.0229(4) Uani 1 1 d . . . . . C30 C 0.6269(3) 0.64215(12) 0.88071(19) 0.0209(4) Uani 1 1 d . . . . . C31 C 0.6551(3) 0.70397(13) 0.8099(2) 0.0236(4) Uani 1 1 d . . . . . C32 C 0.7728(3) 0.75624(13) 0.8359(2) 0.0262(4) Uani 1 1 d . . . . . C33 C 0.8702(3) 0.74818(13) 0.9361(2) 0.0269(4) Uani 1 1 d . . . . . C34 C 0.8476(3) 0.68742(13) 1.0100(2) 0.0245(4) Uani 1 1 d . . . . . C35 C 0.7311(3) 0.63634(12) 0.9804(2) 0.0227(4) Uani 1 1 d . . . . . B1 B 0.4973(3) 0.57502(13) 0.8538(2) 0.0195(4) Uani 1 1 d . . . . . N1 N 0.6127(2) 0.36929(10) 0.42159(17) 0.0220(4) Uani 1 1 d . . . . . N2 N 0.4785(2) 0.30222(10) 0.54619(16) 0.0214(3) Uani 1 1 d . . . . . C1 C 0.4679(3) 0.35169(12) 0.45761(19) 0.0212(4) Uani 1 1 d . . . . . H1 H 0.371343 0.371513 0.424912 0.025 Uiso 1 1 calc R U . . . C2 C 0.7212(3) 0.32893(14) 0.4907(2) 0.0285(5) Uani 1 1 d . . . . . H2 H 0.833739 0.330209 0.484887 0.034 Uiso 1 1 calc R U . . . C3 C 0.6371(3) 0.28719(14) 0.5682(2) 0.0283(5) Uani 1 1 d . . . . . H3 H 0.679652 0.253767 0.626927 0.034 Uiso 1 1 calc R U . . . C4 C 0.6543(3) 0.42511(13) 0.3265(2) 0.0246(4) Uani 1 1 d . . . . . C5 C 0.7535(3) 0.38599(15) 0.2330(2) 0.0326(5) Uani 1 1 d . . . . . H5A H 0.853245 0.368618 0.271039 0.049 Uiso 1 1 calc R U . . . H5B H 0.777186 0.420621 0.167729 0.049 Uiso 1 1 calc R U . . . H5C H 0.694024 0.343525 0.200007 0.049 Uiso 1 1 calc R U . . . C6 C 0.5016(3) 0.45518(16) 0.2688(2) 0.0362(6) Uani 1 1 d . . . . . H6A H 0.441002 0.414355 0.231568 0.054 Uiso 1 1 calc R U . . . H6B H 0.527599 0.491745 0.206919 0.054 Uiso 1 1 calc R U . . . H6C H 0.437634 0.478851 0.330678 0.054 Uiso 1 1 calc R U . . . C7 C 0.7471(4) 0.48717(15) 0.3898(2) 0.0361(6) Uani 1 1 d . . . . . H7A H 0.682987 0.508116 0.454109 0.054 Uiso 1 1 calc R U . . . H7B H 0.771358 0.526063 0.331314 0.054 Uiso 1 1 calc R U . . . H7C H 0.846492 0.467235 0.424693 0.054 Uiso 1 1 calc R U . . . C8 C 0.3428(3) 0.26968(12) 0.6149(2) 0.0244(4) Uani 1 1 d . . . . . C9 C 0.3591(3) 0.29801(15) 0.7443(2) 0.0323(5) Uani 1 1 d . . . . . H9A H 0.458944 0.279759 0.781024 0.048 Uiso 1 1 calc R U . . . H9B H 0.269324 0.280090 0.790920 0.048 Uiso 1 1 calc R U . . . H9C H 0.359509 0.352368 0.744167 0.048 Uiso 1 1 calc R U . . . C10 C 0.3566(3) 0.18537(14) 0.6093(3) 0.0347(5) Uani 1 1 d . . . . . H10A H 0.347414 0.169090 0.525023 0.052 Uiso 1 1 calc R U . . . H10B H 0.271351 0.162849 0.655512 0.052 Uiso 1 1 calc R U . . . H10C H 0.460082 0.170019 0.643625 0.052 Uiso 1 1 calc R U . . . C11 C 0.1867(3) 0.29579(15) 0.5567(2) 0.0311(5) Uani 1 1 d . . . . . H11A H 0.179400 0.349905 0.562976 0.047 Uiso 1 1 calc R U . . . H11B H 0.097495 0.273028 0.598227 0.047 Uiso 1 1 calc R U . . . H11C H 0.182833 0.281267 0.471517 0.047 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 F1 0.0317(7) 0.0280(7) 0.0257(6) -0.0077(5) -0.0053(5) 0.0078(5) F2 0.0361(8) 0.0428(8) 0.0252(7) -0.0115(6) -0.0097(6) 0.0032(6) F3 0.0333(7) 0.0517(9) 0.0316(7) -0.0015(7) -0.0148(6) 0.0096(7) F4 0.0308(7) 0.0317(7) 0.0365(8) 0.0019(6) -0.0043(6) 0.0119(6) F5 0.0377(7) 0.0227(6) 0.0264(7) -0.0048(5) -0.0043(5) 0.0066(5) F6 0.0322(7) 0.0276(7) 0.0268(6) 0.0060(5) 0.0038(5) 0.0045(5) F7 0.0389(8) 0.0245(7) 0.0357(7) 0.0055(6) -0.0034(6) 0.0060(6) F8 0.0373(8) 0.0378(8) 0.0388(8) -0.0031(6) 0.0002(6) 0.0182(7) F9 0.0308(7) 0.0475(9) 0.0327(7) -0.0014(6) 0.0093(6) 0.0072(6) F10 0.0365(7) 0.0292(7) 0.0260(7) 0.0041(5) 0.0058(5) 0.0023(6) F11 0.0305(7) 0.0270(7) 0.0293(7) -0.0106(5) 0.0021(5) -0.0064(5) F12 0.0352(7) 0.0424(8) 0.0255(7) -0.0131(6) 0.0042(5) -0.0042(6) F13 0.0318(7) 0.0486(9) 0.0273(7) -0.0002(6) 0.0083(6) -0.0060(6) F14 0.0369(8) 0.0379(8) 0.0364(8) -0.0045(6) 0.0032(6) -0.0180(6) F15 0.0333(7) 0.0271(7) 0.0244(6) -0.0080(5) -0.0007(5) -0.0064(5) F16 0.0363(7) 0.0332(7) 0.0232(6) 0.0090(5) -0.0075(5) -0.0060(6) F17 0.0382(8) 0.0279(7) 0.0377(8) 0.0101(6) -0.0021(6) -0.0079(6) F18 0.0359(8) 0.0338(8) 0.0506(9) 0.0006(7) -0.0106(7) -0.0138(6) F19 0.0310(7) 0.0336(7) 0.0325(7) -0.0009(6) -0.0142(6) 0.0003(6) F20 0.0319(7) 0.0252(6) 0.0231(6) 0.0050(5) -0.0059(5) -0.0001(5) C12 0.0223(10) 0.0214(9) 0.0181(9) 0.0005(7) -0.0009(7) -0.0005(7) C13 0.0216(9) 0.0245(10) 0.0205(10) -0.0005(8) 0.0002(7) 0.0011(8) C14 0.0258(11) 0.0320(11) 0.0183(10) -0.0028(8) -0.0026(8) -0.0007(8) C15 0.0223(10) 0.0358(12) 0.0229(10) 0.0037(9) -0.0053(8) 0.0012(9) C16 0.0229(10) 0.0264(11) 0.0280(11) 0.0039(8) -0.0001(8) 0.0044(8) C17 0.0267(11) 0.0218(10) 0.0207(10) -0.0001(8) -0.0018(8) 0.0004(8) C18 0.0209(9) 0.0225(10) 0.0192(9) -0.0022(8) -0.0045(7) -0.0002(8) C19 0.0234(10) 0.0241(10) 0.0197(9) -0.0027(7) -0.0041(7) 0.0006(8) C20 0.0293(10) 0.0230(10) 0.0235(10) 0.0000(8) -0.0092(8) 0.0026(8) C21 0.0265(10) 0.0295(11) 0.0269(11) -0.0062(8) -0.0063(8) 0.0082(9) C22 0.0251(11) 0.0336(12) 0.0242(10) -0.0037(9) -0.0014(8) 0.0016(9) C23 0.0267(10) 0.0269(11) 0.0199(10) 0.0006(8) -0.0032(8) -0.0009(9) C24 0.0220(9) 0.0197(9) 0.0202(10) 0.0010(7) -0.0022(7) 0.0023(7) C25 0.0240(10) 0.0202(10) 0.0225(10) -0.0010(8) -0.0037(8) -0.0007(8) C26 0.0274(11) 0.0269(11) 0.0198(10) -0.0043(8) -0.0028(8) 0.0031(8) C27 0.0232(10) 0.0302(11) 0.0218(10) 0.0026(8) 0.0016(8) 0.0006(8) C28 0.0241(10) 0.0266(10) 0.0267(11) 0.0006(8) -0.0020(8) -0.0042(8) C29 0.0267(10) 0.0230(10) 0.0190(9) -0.0018(8) -0.0030(8) 0.0002(8) C30 0.0213(10) 0.0219(9) 0.0194(9) -0.0012(7) 0.0005(7) 0.0004(8) C31 0.0265(10) 0.0240(10) 0.0202(10) 0.0003(8) -0.0020(8) 0.0002(8) C32 0.0283(11) 0.0222(10) 0.0281(11) 0.0037(8) 0.0030(9) -0.0022(8) C33 0.0240(10) 0.0235(10) 0.0329(12) -0.0033(9) -0.0012(9) -0.0038(8) C34 0.0235(10) 0.0261(11) 0.0235(10) -0.0020(8) -0.0040(8) 0.0023(8) C35 0.0243(10) 0.0214(10) 0.0223(10) 0.0006(8) -0.0008(8) 0.0016(8) B1 0.0218(10) 0.0206(10) 0.0161(10) -0.0015(8) -0.0010(8) 0.0004(8) N1 0.0238(8) 0.0213(8) 0.0207(8) 0.0005(7) -0.0008(7) 0.0007(7) N2 0.0238(9) 0.0213(8) 0.0190(8) 0.0000(6) -0.0014(6) -0.0007(6) C1 0.0247(10) 0.0211(9) 0.0177(9) -0.0002(7) -0.0019(7) 0.0010(7) C2 0.0222(10) 0.0312(11) 0.0321(12) 0.0046(9) -0.0020(9) 0.0038(9) C3 0.0276(11) 0.0276(11) 0.0294(11) 0.0057(9) -0.0045(8) 0.0032(9) C4 0.0295(11) 0.0238(10) 0.0208(10) 0.0012(8) 0.0048(8) -0.0001(8) C5 0.0400(13) 0.0318(12) 0.0264(11) -0.0003(9) 0.0106(9) 0.0032(10) C6 0.0350(13) 0.0426(14) 0.0312(12) 0.0165(11) 0.0048(10) 0.0064(11) C7 0.0487(15) 0.0293(12) 0.0306(12) -0.0018(9) 0.0079(11) -0.0106(10) C8 0.0284(11) 0.0234(10) 0.0213(10) 0.0017(8) 0.0005(8) -0.0047(8) C9 0.0417(13) 0.0346(12) 0.0206(10) 0.0019(9) 0.0017(9) -0.0080(10) C10 0.0402(13) 0.0238(12) 0.0399(13) 0.0020(10) -0.0005(10) -0.0073(9) C11 0.0251(11) 0.0391(13) 0.0289(11) 0.0041(9) 0.0005(9) -0.0031(9) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -2 -1 2 0.2600 0 0 1 0.2120 -2 -8 4 0.2465 -3 -9 -3 0.3100 -5 -1 2 0.2382 -1 8 5 0.3013 5 5 0 0.3795 0 -9 -5 0.2531 -5 5 0 0.3385 4 7 3 0.3483 5 -5 0 0.2344 0 6 6 0.2452 -3 9 2 0.4093 0 -11 -3 0.2696 3 -5 5 0.2887 -5 0 -1 0.2024 0 -2 -7 0.2041 5 -5 -1 0.2263 5 -4 -1 0.2159 0 5 -6 0.1921 -1 -1 -7 0.1864 2 10 -1 0.3711 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 C13 C12 C17 113.31(19) . . ? C13 C12 B1 127.32(19) . . ? C17 C12 B1 118.57(18) . . ? F1 C13 C12 121.10(19) . . ? F1 C13 C14 114.51(19) . . ? C12 C13 C14 124.3(2) . . ? F2 C14 C15 120.1(2) . . ? F2 C14 C13 120.1(2) . . ? C15 C14 C13 119.8(2) . . ? F3 C15 C14 120.7(2) . . ? F3 C15 C16 120.5(2) . . ? C14 C15 C16 118.7(2) . . ? F4 C16 C15 119.6(2) . . ? F4 C16 C17 120.9(2) . . ? C15 C16 C17 119.5(2) . . ? F5 C17 C16 115.96(19) . . ? F5 C17 C12 119.68(19) . . ? C16 C17 C12 124.4(2) . . ? C19 C18 C23 113.2(2) . . ? C19 C18 B1 127.92(19) . . ? C23 C18 B1 118.79(19) . . ? F6 C19 C18 121.43(19) . . ? F6 C19 C20 114.4(2) . . ? C18 C19 C20 124.2(2) . . ? F7 C20 C21 120.4(2) . . ? F7 C20 C19 120.1(2) . . ? C21 C20 C19 119.5(2) . . ? F8 C21 C22 120.6(2) . . ? F8 C21 C20 120.5(2) . . ? C22 C21 C20 118.9(2) . . ? F9 C22 C21 119.2(2) . . ? F9 C22 C23 121.1(2) . . ? C21 C22 C23 119.7(2) . . ? F10 C23 C22 115.9(2) . . ? F10 C23 C18 119.6(2) . . ? C22 C23 C18 124.6(2) . . ? C25 C24 C29 113.1(2) . . ? C25 C24 B1 127.63(19) . . ? C29 C24 B1 119.08(18) . . ? F11 C25 C26 114.49(19) . . ? F11 C25 C24 121.6(2) . . ? C26 C25 C24 123.9(2) . . ? F12 C26 C27 119.2(2) . . ? F12 C26 C25 120.5(2) . . ? C27 C26 C25 120.3(2) . . ? F13 C27 C26 120.8(2) . . ? F13 C27 C28 120.7(2) . . ? C26 C27 C28 118.5(2) . . ? F14 C28 C29 121.2(2) . . ? F14 C28 C27 119.5(2) . . ? C29 C28 C27 119.3(2) . . ? F15 C29 C28 115.5(2) . . ? F15 C29 C24 119.71(19) . . ? C28 C29 C24 124.8(2) . . ? C31 C30 C35 113.3(2) . . ? C31 C30 B1 127.51(19) . . ? C35 C30 B1 119.05(19) . . ? F16 C31 C30 121.3(2) . . ? F16 C31 C32 114.8(2) . . ? C30 C31 C32 123.9(2) . . ? F17 C32 C33 119.8(2) . . ? F17 C32 C31 120.0(2) . . ? C33 C32 C31 120.2(2) . . ? F18 C33 C32 120.7(2) . . ? F18 C33 C34 120.9(2) . . ? C32 C33 C34 118.4(2) . . ? F19 C34 C35 120.6(2) . . ? F19 C34 C33 119.7(2) . . ? C35 C34 C33 119.7(2) . . ? F20 C35 C34 116.2(2) . . ? F20 C35 C30 119.3(2) . . ? C34 C35 C30 124.4(2) . . ? C30 B1 C18 103.29(17) . . ? C30 B1 C12 113.81(17) . . ? C18 B1 C12 112.57(16) . . ? C30 B1 C24 112.12(16) . . ? C18 B1 C24 113.41(17) . . ? C12 B1 C24 102.04(16) . . ? C1 N1 C2 107.70(19) . . ? C1 N1 C4 126.95(18) . . ? C2 N1 C4 125.31(19) . . ? C1 N2 C3 108.07(19) . . ? C1 N2 C8 126.71(19) . . ? C3 N2 C8 125.18(19) . . ? N2 C1 N1 109.74(19) . . ? C3 C2 N1 107.2(2) . . ? C2 C3 N2 107.3(2) . . ? N1 C4 C6 108.94(19) . . ? N1 C4 C5 107.98(19) . . ? C6 C4 C5 110.5(2) . . ? N1 C4 C7 107.07(19) . . ? C6 C4 C7 110.4(2) . . ? C5 C4 C7 111.8(2) . . ? N2 C8 C11 108.71(18) . . ? N2 C8 C9 107.11(18) . . ? C11 C8 C9 110.5(2) . . ? N2 C8 C10 107.9(2) . . ? C11 C8 C10 110.9(2) . . ? C9 C8 C10 111.5(2) . . ? 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 F1 C13 1.355(3) . ? F2 C14 1.344(3) . ? F3 C15 1.340(3) . ? F4 C16 1.344(3) . ? F5 C17 1.348(3) . ? F6 C19 1.347(3) . ? F7 C20 1.339(3) . ? F8 C21 1.338(3) . ? F9 C22 1.347(3) . ? F10 C23 1.353(3) . ? F11 C25 1.346(3) . ? F12 C26 1.348(3) . ? F13 C27 1.335(3) . ? F14 C28 1.337(3) . ? F15 C29 1.350(2) . ? F16 C31 1.352(3) . ? F17 C32 1.347(3) . ? F18 C33 1.326(3) . ? F19 C34 1.347(3) . ? F20 C35 1.350(3) . ? C12 C13 1.386(3) . ? C12 C17 1.394(3) . ? C12 B1 1.659(3) . ? C13 C14 1.389(3) . ? C14 C15 1.372(3) . ? C15 C16 1.383(3) . ? C16 C17 1.383(3) . ? C18 C19 1.391(3) . ? C18 C23 1.394(3) . ? C18 B1 1.657(3) . ? C19 C20 1.391(3) . ? C20 C21 1.376(4) . ? C21 C22 1.376(4) . ? C22 C23 1.378(3) . ? C24 C25 1.392(3) . ? C24 C29 1.394(3) . ? C24 B1 1.666(3) . ? C25 C26 1.379(3) . ? C26 C27 1.376(3) . ? C27 C28 1.382(3) . ? C28 C29 1.379(3) . ? C30 C31 1.387(3) . ? C30 C35 1.397(3) . ? C30 B1 1.650(3) . ? C31 C32 1.392(3) . ? C32 C33 1.370(3) . ? C33 C34 1.383(3) . ? C34 C35 1.377(3) . ? N1 C1 1.329(3) . ? N1 C2 1.383(3) . ? N1 C4 1.505(3) . ? N2 C1 1.328(3) . ? N2 C3 1.375(3) . ? N2 C8 1.507(3) . ? C2 C3 1.355(4) . ? C4 C6 1.519(3) . ? C4 C5 1.520(3) . ? C4 C7 1.525(3) . ? C8 C11 1.521(3) . ? C8 C9 1.525(3) . ? C8 C10 1.526(3) . ? 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 C17 C12 C13 F1 -177.47(19) . . . . ? B1 C12 C13 F1 -7.9(3) . . . . ? C17 C12 C13 C14 -0.5(3) . . . . ? B1 C12 C13 C14 169.1(2) . . . . ? F1 C13 C14 F2 -0.6(3) . . . . ? C12 C13 C14 F2 -177.8(2) . . . . ? F1 C13 C14 C15 178.1(2) . . . . ? C12 C13 C14 C15 1.0(4) . . . . ? F2 C14 C15 F3 -1.1(4) . . . . ? C13 C14 C15 F3 -179.8(2) . . . . ? F2 C14 C15 C16 177.9(2) . . . . ? C13 C14 C15 C16 -0.8(3) . . . . ? F3 C15 C16 F4 -0.4(3) . . . . ? C14 C15 C16 F4 -179.5(2) . . . . ? F3 C15 C16 C17 179.3(2) . . . . ? C14 C15 C16 C17 0.2(3) . . . . ? F4 C16 C17 F5 0.5(3) . . . . ? C15 C16 C17 F5 -179.2(2) . . . . ? F4 C16 C17 C12 179.9(2) . . . . ? C15 C16 C17 C12 0.2(4) . . . . ? C13 C12 C17 F5 179.3(2) . . . . ? B1 C12 C17 F5 8.7(3) . . . . ? C13 C12 C17 C16 -0.1(3) . . . . ? B1 C12 C17 C16 -170.7(2) . . . . ? C23 C18 C19 F6 178.70(18) . . . . ? B1 C18 C19 F6 2.9(3) . . . . ? C23 C18 C19 C20 -1.5(3) . . . . ? B1 C18 C19 C20 -177.3(2) . . . . ? F6 C19 C20 F7 2.6(3) . . . . ? C18 C19 C20 F7 -177.2(2) . . . . ? F6 C19 C20 C21 -178.37(19) . . . . ? C18 C19 C20 C21 1.8(3) . . . . ? F7 C20 C21 F8 -0.2(3) . . . . ? C19 C20 C21 F8 -179.2(2) . . . . ? F7 C20 C21 C22 178.8(2) . . . . ? C19 C20 C21 C22 -0.2(3) . . . . ? F8 C21 C22 F9 -1.2(3) . . . . ? C20 C21 C22 F9 179.8(2) . . . . ? F8 C21 C22 C23 177.5(2) . . . . ? C20 C21 C22 C23 -1.5(3) . . . . ? F9 C22 C23 F10 1.7(3) . . . . ? C21 C22 C23 F10 -176.9(2) . . . . ? F9 C22 C23 C18 -179.5(2) . . . . ? C21 C22 C23 C18 1.9(4) . . . . ? C19 C18 C23 F10 178.40(18) . . . . ? B1 C18 C23 F10 -5.4(3) . . . . ? C19 C18 C23 C22 -0.4(3) . . . . ? B1 C18 C23 C22 175.9(2) . . . . ? C29 C24 C25 F11 -176.10(19) . . . . ? B1 C24 C25 F11 -1.4(3) . . . . ? C29 C24 C25 C26 3.3(3) . . . . ? B1 C24 C25 C26 178.1(2) . . . . ? F11 C25 C26 F12 -1.8(3) . . . . ? C24 C25 C26 F12 178.7(2) . . . . ? F11 C25 C26 C27 177.6(2) . . . . ? C24 C25 C26 C27 -1.9(3) . . . . ? F12 C26 C27 F13 -0.3(3) . . . . ? C25 C26 C27 F13 -179.7(2) . . . . ? F12 C26 C27 C28 178.1(2) . . . . ? C25 C26 C27 C28 -1.3(3) . . . . ? F13 C27 C28 F14 0.2(3) . . . . ? C26 C27 C28 F14 -178.1(2) . . . . ? F13 C27 C28 C29 -178.9(2) . . . . ? C26 C27 C28 C29 2.7(3) . . . . ? F14 C28 C29 F15 -0.5(3) . . . . ? C27 C28 C29 F15 178.7(2) . . . . ? F14 C28 C29 C24 179.8(2) . . . . ? C27 C28 C29 C24 -1.1(4) . . . . ? C25 C24 C29 F15 178.39(18) . . . . ? B1 C24 C29 F15 3.2(3) . . . . ? C25 C24 C29 C28 -1.9(3) . . . . ? B1 C24 C29 C28 -177.1(2) . . . . ? C35 C30 C31 F16 176.9(2) . . . . ? B1 C30 C31 F16 1.7(3) . . . . ? C35 C30 C31 C32 -1.2(3) . . . . ? B1 C30 C31 C32 -176.5(2) . . . . ? F16 C31 C32 F17 1.1(3) . . . . ? C30 C31 C32 F17 179.4(2) . . . . ? F16 C31 C32 C33 -177.8(2) . . . . ? C30 C31 C32 C33 0.4(4) . . . . ? F17 C32 C33 F18 0.4(4) . . . . ? C31 C32 C33 F18 179.3(2) . . . . ? F17 C32 C33 C34 -179.2(2) . . . . ? C31 C32 C33 C34 -0.3(4) . . . . ? F18 C33 C34 F19 2.9(3) . . . . ? C32 C33 C34 F19 -177.6(2) . . . . ? F18 C33 C34 C35 -178.5(2) . . . . ? C32 C33 C34 C35 1.1(3) . . . . ? F19 C34 C35 F20 -1.9(3) . . . . ? C33 C34 C35 F20 179.5(2) . . . . ? F19 C34 C35 C30 176.5(2) . . . . ? C33 C34 C35 C30 -2.2(4) . . . . ? C31 C30 C35 F20 -179.55(19) . . . . ? B1 C30 C35 F20 -3.9(3) . . . . ? C31 C30 C35 C34 2.2(3) . . . . ? B1 C30 C35 C34 177.8(2) . . . . ? C31 C30 B1 C18 114.9(2) . . . . ? C35 C30 B1 C18 -60.0(2) . . . . ? C31 C30 B1 C12 -7.4(3) . . . . ? C35 C30 B1 C12 177.60(19) . . . . ? C31 C30 B1 C24 -122.6(2) . . . . ? C35 C30 B1 C24 62.4(2) . . . . ? C19 C18 B1 C30 121.3(2) . . . . ? C23 C18 B1 C30 -54.3(2) . . . . ? C19 C18 B1 C12 -115.5(2) . . . . ? C23 C18 B1 C12 68.9(2) . . . . ? C19 C18 B1 C24 -0.3(3) . . . . ? C23 C18 B1 C24 -175.85(18) . . . . ? C13 C12 B1 C30 126.7(2) . . . . ? C17 C12 B1 C30 -64.2(2) . . . . ? C13 C12 B1 C18 9.6(3) . . . . ? C17 C12 B1 C18 178.68(19) . . . . ? C13 C12 B1 C24 -112.3(2) . . . . ? C17 C12 B1 C24 56.8(2) . . . . ? C25 C24 B1 C30 4.0(3) . . . . ? C29 C24 B1 C30 178.47(18) . . . . ? C25 C24 B1 C18 120.5(2) . . . . ? C29 C24 B1 C18 -65.0(2) . . . . ? C25 C24 B1 C12 -118.1(2) . . . . ? C29 C24 B1 C12 56.3(2) . . . . ? C3 N2 C1 N1 -0.1(2) . . . . ? C8 N2 C1 N1 177.83(19) . . . . ? C2 N1 C1 N2 0.0(2) . . . . ? C4 N1 C1 N2 -177.71(19) . . . . ? C1 N1 C2 C3 0.0(3) . . . . ? C4 N1 C2 C3 177.8(2) . . . . ? N1 C2 C3 N2 0.0(3) . . . . ? C1 N2 C3 C2 0.0(3) . . . . ? C8 N2 C3 C2 -177.9(2) . . . . ? C1 N1 C4 C6 -4.5(3) . . . . ? C2 N1 C4 C6 178.2(2) . . . . ? C1 N1 C4 C5 -124.6(2) . . . . ? C2 N1 C4 C5 58.1(3) . . . . ? C1 N1 C4 C7 114.9(2) . . . . ? C2 N1 C4 C7 -62.5(3) . . . . ? C1 N2 C8 C11 6.6(3) . . . . ? C3 N2 C8 C11 -175.8(2) . . . . ? C1 N2 C8 C9 -112.8(2) . . . . ? C3 N2 C8 C9 64.7(3) . . . . ? C1 N2 C8 C10 127.0(2) . . . . ? C3 N2 C8 C10 -55.5(3) . . . . ?