#------------------------------------------------------------------------------ #$Date: 2024-05-26 01:16:18 +0300 (Sun, 26 May 2024) $ #$Revision: 292040 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/17/1571719.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_1571719 loop_ _publ_author_name 'Chen, Yi-Kuan' 'Lei, Jian' 'Wu, Tien-Lin' _publ_section_title ; Elevating upconversion performance of a multiple resonance thermally activated delayed fluorescence emitter via an embedded azepine approach ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D4SC02351J _journal_year 2024 _chemical_formula_moiety 'C48 H36 B N3' _chemical_formula_sum 'C48 H36 B N3' _chemical_formula_weight 665.61 _chemical_name_systematic TAzBN _space_group_crystal_system orthorhombic _space_group_IT_number 61 _space_group_name_Hall '-P 2ac 2ab' _space_group_name_H-M_alt 'P b c a' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2023-01-06 _audit_creation_method ; Olex2 1.5 (compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498) ; _audit_update_record ; 2024-04-09 deposited with the CCDC. 2024-05-23 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 20.72780(13) _cell_length_b 13.75053(9) _cell_length_c 25.09061(16) _cell_measurement_reflns_used 20916 _cell_measurement_temperature 100.00(10) _cell_measurement_theta_max 74.1210 _cell_measurement_theta_min 3.5250 _cell_volume 7151.28(8) _computing_cell_refinement 'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)' _computing_data_collection 'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)' _computing_data_reduction 'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT (Sheldrick, 2015)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 100.00(10) _diffrn_detector 'Hybrid Pixel Array Detector' _diffrn_detector_area_resol_mean 10.0000 _diffrn_detector_type 'HyPix-Arc 150' _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _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 -125.00 -41.00 0.50 0.97 -- -75.21 -15.00 -60.00 168 2 \w -115.00 -85.00 0.50 0.97 -- -75.21 -15.00 90.00 60 3 \w -69.00 -44.00 0.50 0.97 -- -75.21 -15.00 90.00 50 4 \w 41.00 123.00 0.50 0.97 -- 75.83 15.00 -60.00 164 5 \w 53.00 128.00 0.50 0.97 -- 83.87 15.00 -30.00 150 6 \w 109.00 134.00 0.50 0.97 -- 83.87 15.00 30.00 50 7 \w 52.00 77.00 0.50 0.97 -- 83.87 15.00 30.00 50 8 \w 52.00 80.00 0.50 0.97 -- 83.87 -95.00 -90.00 56 9 \w 23.00 55.00 0.50 0.97 -- 69.42-125.00-120.00 64 10 \w 28.00 53.00 0.50 0.97 -- 69.42 -95.00 -90.00 50 11 \w 22.00 47.00 0.50 0.97 -- 56.26 -95.00-120.00 50 12 \w 34.00 83.00 0.50 0.97 -- 75.83 -95.00-180.00 98 13 \w 14.00 39.00 0.50 0.97 -- 56.26 -95.00 0.00 50 14 \w 33.00 70.00 0.50 0.97 -- 75.83 -95.00 0.00 74 15 \w 36.00 65.00 0.50 0.97 -- 75.83 -95.00-120.00 58 16 \w 33.00 76.00 0.50 0.97 -- 75.83 -95.00 30.00 86 17 \w 41.00 92.00 0.50 0.97 -- 83.87 -95.00 -30.00 102 18 \w 33.00 84.00 0.50 0.97 -- 56.26-125.00 120.00 102 19 \w 21.00 56.00 0.50 0.97 -- 56.26 -95.00 150.00 70 20 \w 35.00 60.00 0.50 0.97 -- 75.83 -95.00 150.00 50 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'XtaLAB Synergy R, DW system, HyPix-Arc 150' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.0474342000 _diffrn_orient_matrix_UB_12 0.0753727000 _diffrn_orient_matrix_UB_13 -0.0230419000 _diffrn_orient_matrix_UB_21 0.0276751000 _diffrn_orient_matrix_UB_22 0.0175187000 _diffrn_orient_matrix_UB_23 0.0561461000 _diffrn_orient_matrix_UB_31 0.0500699000 _diffrn_orient_matrix_UB_32 -0.0810676000 _diffrn_orient_matrix_UB_33 -0.0092236000 _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 0.0236 _diffrn_reflns_av_unetI/netI 0.0160 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_number 42604 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 1.000 _diffrn_reflns_theta_full 67.078 _diffrn_reflns_theta_max 67.078 _diffrn_reflns_theta_min 3.523 _diffrn_source 'Rotating-anode X-ray tube' _diffrn_source_type 'Rigaku (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 0.548 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.82177 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.42.58a (Rigaku Oxford Diffraction, 2022) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour yellow _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.236 _exptl_crystal_description plate _exptl_crystal_F_000 2800 _exptl_crystal_preparation Luminescent _exptl_crystal_recrystallization_method Sublimation _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.04 _refine_diff_density_max 0.492 _refine_diff_density_min -0.249 _refine_diff_density_rms 0.041 _refine_ls_extinction_coef 0.00012(2) _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 1.038 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 470 _refine_ls_number_reflns 6377 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.038 _refine_ls_R_factor_all 0.0454 _refine_ls_R_factor_gt 0.0408 _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^)+(0.0573P)^2^+3.8626P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1091 _refine_ls_wR_factor_ref 0.1125 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5693 _reflns_number_total 6377 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4sc02351j2.cif _cod_data_source_block 221276lt2_auto _cod_database_code 1571719 _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 0.978 _shelx_estimated_absorpt_t_min 0.913 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups 2.a Secondary CH2 refined with riding coordinates: C7(H7A,H7B), C8(H8A,H8B), C30(H30A,H30B), C31(H31A,H31B), C45(H45A,H45B), C46(H46A,H46B) 2.b Aromatic/amide H refined with riding coordinates: C2(H2), C3(H3), C4(H4), C5(H5), C15(H15), C17(H17), C20(H20), C21(H21), C22(H22), C25(H25), C26(H26), C27(H27), C28(H28), C33(H33), C34(H34), C35(H35), C36(H36), C41(H41), C42(H42), C43(H43), C48(H48), C49(H49), C50(H50), C51(H51) ; _shelx_res_file ; TITL 221276lt2_auto in Pbca #61 221276lt2_auto.res created by SHELXL-2018/3 at 10:06:30 on 06-Jan-2023 REM reset to Pbca #61 CELL 1.54184 20.727796 13.750533 25.090607 90 90 90 ZERR 8 0.000132 0.000087 0.000158 0 0 0 LATT 1 SYMM 0.5-X,-Y,0.5+Z SYMM 0.5+X,0.5-Y,-Z SYMM -X,0.5+Y,0.5-Z SFAC C H B N UNIT 384 288 8 24 L.S. 4 PLAN 5 SIZE 0.17 0.14 0.04 TEMP -173.15(10) CONF fmap 2 MORE -1 BOND $H ACTA SHEL 99 0.837 REM REM REM WGHT 0.057300 3.862600 EXTI 0.000120 FVAR 0.99230 B12 3 0.117877 0.695753 0.288170 11.00000 0.01535 0.01659 = 0.02154 -0.00023 0.00130 0.00485 C1 1 0.289039 0.802456 0.220359 11.00000 0.01430 0.02170 = 0.01644 0.00006 -0.00137 -0.00162 C2 1 0.320349 0.717051 0.205945 11.00000 0.02047 0.01910 = 0.02026 0.00072 -0.00222 -0.00141 AFIX 43 H2 2 0.299209 0.656174 0.209883 11.00000 -1.20000 AFIX 0 C3 1 0.382571 0.721074 0.185792 11.00000 0.01956 0.02481 = 0.02379 -0.00278 -0.00092 0.00383 AFIX 43 H3 2 0.404069 0.663009 0.175518 11.00000 -1.20000 AFIX 0 C4 1 0.413326 0.810191 0.180683 11.00000 0.01616 0.03344 = 0.02745 -0.00269 0.00346 -0.00230 AFIX 43 H4 2 0.456193 0.812945 0.167373 11.00000 -1.20000 AFIX 0 C5 1 0.381829 0.895213 0.194899 11.00000 0.01997 0.02556 = 0.02836 -0.00139 0.00233 -0.00593 AFIX 43 H5 2 0.403263 0.955923 0.191283 11.00000 -1.20000 AFIX 0 C6 1 0.318812 0.892285 0.214500 11.00000 0.01940 0.02144 = 0.01986 -0.00006 -0.00087 -0.00125 C7 1 0.283337 0.979892 0.234325 11.00000 0.02102 0.01730 = 0.03103 0.00073 0.00139 -0.00243 AFIX 23 H7A 2 0.238988 0.980542 0.219682 11.00000 -1.20000 H7B 2 0.305621 1.039770 0.222448 11.00000 -1.20000 AFIX 0 C8 1 0.280895 0.976705 0.294961 11.00000 0.02309 0.02069 = 0.03142 -0.00631 0.00153 -0.00280 AFIX 23 H8A 2 0.261362 1.038285 0.307513 11.00000 -1.20000 H8B 2 0.325839 0.975197 0.308289 11.00000 -1.20000 AFIX 0 C9 1 0.244313 0.892817 0.321012 11.00000 0.01528 0.02033 = 0.02482 -0.00288 -0.00063 0.00288 C10 1 0.211606 0.816104 0.294867 11.00000 0.01552 0.01856 = 0.01934 -0.00063 -0.00044 0.00340 C11 1 0.164681 0.758660 0.322381 11.00000 0.01657 0.01776 = 0.02082 0.00142 -0.00037 0.00458 C13 1 0.123359 0.710585 0.229083 11.00000 0.01465 0.01417 = 0.02116 0.00007 0.00036 0.00207 C14 1 0.075717 0.675889 0.193670 11.00000 0.01439 0.01430 = 0.02248 0.00069 0.00095 0.00098 C15 1 0.081965 0.684800 0.138618 11.00000 0.01581 0.02388 = 0.02049 -0.00113 -0.00214 -0.00093 AFIX 43 H15 2 0.048563 0.662980 0.115614 11.00000 -1.20000 AFIX 0 C16 1 0.138154 0.726359 0.117658 11.00000 0.01846 0.02327 = 0.01932 0.00046 0.00006 0.00044 C17 1 0.185573 0.764305 0.151679 11.00000 0.01571 0.02183 = 0.02164 0.00206 0.00103 -0.00263 AFIX 43 H17 2 0.222921 0.794631 0.137347 11.00000 -1.20000 AFIX 0 C18 1 0.177512 0.757210 0.206343 11.00000 0.01506 0.01456 = 0.02109 -0.00008 -0.00023 0.00139 C20 1 0.238076 0.898517 0.376180 11.00000 0.01840 0.02386 = 0.02542 -0.00692 -0.00368 0.00271 AFIX 43 H20 2 0.262841 0.945558 0.394899 11.00000 -1.20000 AFIX 0 C21 1 0.197208 0.838354 0.404896 11.00000 0.02307 0.02686 = 0.01944 -0.00232 -0.00181 0.00605 AFIX 43 H21 2 0.195501 0.842125 0.442676 11.00000 -1.20000 AFIX 0 C22 1 0.158950 0.772722 0.377567 11.00000 0.02006 0.02236 = 0.02124 0.00209 0.00138 0.00374 AFIX 43 H22 2 0.127830 0.736030 0.396759 11.00000 -1.20000 AFIX 0 C24 1 0.207004 0.767583 0.041178 11.00000 0.02622 0.05322 = 0.01684 -0.00369 0.00126 -0.01273 C25 1 0.261742 0.707896 0.047967 11.00000 0.02684 0.06041 = 0.03099 -0.00442 0.00119 -0.00174 AFIX 43 H25 2 0.257459 0.647144 0.065646 11.00000 -1.20000 AFIX 0 C26 1 0.321447 0.736502 0.029286 11.00000 0.02710 0.08672 = 0.03834 -0.00039 0.00246 0.00058 AFIX 43 H26 2 0.358322 0.696580 0.034472 11.00000 -1.20000 AFIX 0 C27 1 0.326480 0.824316 0.002911 11.00000 0.03698 0.09663 = 0.03266 0.01111 0.00303 -0.01622 AFIX 43 H27 2 0.367249 0.844556 -0.010364 11.00000 -1.20000 AFIX 0 C28 1 0.273961 0.882452 -0.004403 11.00000 0.03780 0.08263 = 0.02807 0.00828 0.00347 -0.01783 AFIX 43 H28 2 0.278881 0.942543 -0.022639 11.00000 -1.20000 AFIX 0 C29 1 0.212406 0.855288 0.014539 11.00000 0.03594 0.05373 = 0.02406 0.00213 -0.00227 -0.00949 C30 1 0.157634 0.924326 0.003916 11.00000 0.04747 0.04943 = 0.03776 -0.00190 -0.00049 -0.00352 AFIX 23 H30A 2 0.152261 0.928996 -0.035207 11.00000 -1.20000 H30B 2 0.171041 0.989412 0.016640 11.00000 -1.20000 AFIX 0 C31 1 0.091473 0.902677 0.027848 11.00000 0.04345 0.05643 = 0.03894 0.00869 0.00888 0.01671 AFIX 23 H31A 2 0.061194 0.955409 0.018050 11.00000 -1.20000 H31B 2 0.095014 0.901416 0.067191 11.00000 -1.20000 AFIX 0 C32 1 0.064406 0.805336 0.008439 11.00000 0.02292 0.08385 = 0.02539 0.01355 0.00649 0.00327 C33 1 0.014053 0.796334 -0.027395 11.00000 0.02729 0.11433 = 0.03452 0.02362 0.00121 -0.00046 AFIX 43 H33 2 -0.007611 0.852771 -0.039912 11.00000 -1.20000 AFIX 0 C34 1 -0.004702 0.706165 -0.044915 11.00000 0.03280 0.12562 = 0.02662 0.01251 -0.00332 -0.02293 AFIX 43 H34 2 -0.039611 0.701570 -0.069319 11.00000 -1.20000 AFIX 0 C35 1 0.025288 0.622120 -0.028376 11.00000 0.04690 0.10611 = 0.03488 -0.00404 0.00373 -0.04055 AFIX 43 H35 2 0.011802 0.560616 -0.041542 11.00000 -1.20000 AFIX 0 C36 1 0.076494 0.629095 0.008547 11.00000 0.03872 0.07399 = 0.02699 -0.00456 0.00432 -0.02575 AFIX 43 H36 2 0.097768 0.572277 0.021003 11.00000 -1.20000 AFIX 0 C37 1 0.094997 0.719468 0.026130 11.00000 0.01826 0.06368 = 0.01557 0.00215 0.00132 -0.00737 C39 1 0.065750 0.620492 0.304838 11.00000 0.01794 0.01682 = 0.02124 -0.00034 0.00288 0.00384 C40 1 0.020032 0.588247 0.266129 11.00000 0.01680 0.01675 = 0.02154 0.00083 0.00420 0.00303 C41 1 0.064752 0.575431 0.355101 11.00000 0.02404 0.02221 = 0.02019 0.00041 0.00274 0.00240 AFIX 43 H41 2 0.095606 0.594514 0.381072 11.00000 -1.20000 AFIX 0 C42 1 0.020344 0.504266 0.367967 11.00000 0.03109 0.02226 = 0.02297 0.00386 0.00804 0.00194 AFIX 43 H42 2 0.019585 0.476586 0.402652 11.00000 -1.20000 AFIX 0 C43 1 -0.023052 0.473993 0.329398 11.00000 0.02348 0.01743 = 0.03068 0.00278 0.00903 -0.00041 AFIX 43 H43 2 -0.053626 0.425232 0.338428 11.00000 -1.20000 AFIX 0 C44 1 -0.023772 0.511940 0.278017 11.00000 0.01848 0.01760 = 0.02842 0.00091 0.00440 0.00145 C45 1 -0.069703 0.460962 0.239725 11.00000 0.02447 0.02245 = 0.03831 0.00596 -0.00238 -0.00798 AFIX 23 H45A 2 -0.066660 0.390179 0.246491 11.00000 -1.20000 H45B 2 -0.114156 0.481113 0.249012 11.00000 -1.20000 AFIX 0 C46 1 -0.060674 0.477176 0.180146 11.00000 0.02011 0.01994 = 0.03485 -0.00269 -0.00361 -0.00272 AFIX 23 H46A 2 -0.015294 0.464277 0.170077 11.00000 -1.20000 H46B 2 -0.088711 0.432153 0.159859 11.00000 -1.20000 AFIX 0 C47 1 -0.077867 0.580095 0.167273 11.00000 0.01649 0.02127 = 0.02486 -0.00027 0.00233 -0.00104 C48 1 -0.133902 0.605695 0.139943 11.00000 0.01750 0.02679 = 0.03345 -0.00153 -0.00325 -0.00408 AFIX 43 H48 2 -0.160799 0.556088 0.125774 11.00000 -1.20000 AFIX 0 C49 1 -0.150993 0.702158 0.133111 11.00000 0.01809 0.03215 = 0.03561 0.00212 -0.00569 0.00226 AFIX 43 H49 2 -0.189292 0.718547 0.114354 11.00000 -1.20000 AFIX 0 C50 1 -0.111863 0.774871 0.153818 11.00000 0.02114 0.02279 = 0.03305 0.00269 0.00039 0.00323 AFIX 43 H50 2 -0.123285 0.841217 0.149075 11.00000 -1.20000 AFIX 0 C51 1 -0.056361 0.750923 0.181300 11.00000 0.01810 0.02023 = 0.02368 0.00045 0.00190 -0.00217 AFIX 43 H51 2 -0.029830 0.800662 0.195798 11.00000 -1.20000 AFIX 0 C52 1 -0.039437 0.653708 0.187680 11.00000 0.01329 0.02220 = 0.01989 0.00132 0.00140 0.00021 N19 4 0.223725 0.797798 0.240199 11.00000 0.01533 0.02022 = 0.01768 -0.00087 0.00085 -0.00200 N23 4 0.147666 0.731025 0.062570 11.00000 0.01743 0.04291 = 0.01749 0.00098 -0.00044 -0.00655 N38 4 0.020261 0.630847 0.214695 11.00000 0.01356 0.01886 = 0.02104 0.00225 -0.00009 -0.00124 HKLF 4 REM 221276lt2_auto in Pbca #61 REM wR2 = 0.1125, GooF = S = 1.038, Restrained GooF = 1.038 for all data REM R1 = 0.0408 for 5693 Fo > 4sig(Fo) and 0.0454 for all 6377 data REM 470 parameters refined using 0 restraints END WGHT 0.0573 3.8627 REM Highest difference peak 0.492, deepest hole -0.249, 1-sigma level 0.041 Q1 1 0.2156 0.9569 0.0028 11.00000 0.05 0.49 Q2 1 0.2508 0.7737 0.0289 11.00000 0.05 0.47 Q3 1 0.0552 0.5487 -0.0227 11.00000 0.05 0.43 Q4 1 0.1711 0.8870 0.0314 11.00000 0.05 0.38 Q5 1 0.0465 0.8805 0.0019 11.00000 0.05 0.34 ; _shelx_res_checksum 47851 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.242 _oxdiff_exptl_absorpt_empirical_full_min 0.837 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -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 B12 B 0.11788(7) 0.69575(11) 0.28817(6) 0.0178(3) Uani 1 1 d . . . . . C1 C 0.28904(6) 0.80246(10) 0.22036(5) 0.0175(3) Uani 1 1 d . . . . . C2 C 0.32035(7) 0.71705(10) 0.20594(5) 0.0199(3) Uani 1 1 d . . . . . H2 H 0.299209 0.656174 0.209883 0.024 Uiso 1 1 calc R U . . . C3 C 0.38257(7) 0.72107(11) 0.18579(6) 0.0227(3) Uani 1 1 d . . . . . H3 H 0.404069 0.663009 0.175518 0.027 Uiso 1 1 calc R U . . . C4 C 0.41333(7) 0.81019(11) 0.18068(6) 0.0257(3) Uani 1 1 d . . . . . H4 H 0.456193 0.812945 0.167373 0.031 Uiso 1 1 calc R U . . . C5 C 0.38183(7) 0.89521(11) 0.19490(6) 0.0246(3) Uani 1 1 d . . . . . H5 H 0.403263 0.955923 0.191283 0.030 Uiso 1 1 calc R U . . . C6 C 0.31881(7) 0.89229(10) 0.21450(5) 0.0202(3) Uani 1 1 d . . . . . C7 C 0.28334(7) 0.97989(10) 0.23433(6) 0.0231(3) Uani 1 1 d . . . . . H7A H 0.238988 0.980542 0.219682 0.028 Uiso 1 1 calc R U . . . H7B H 0.305621 1.039770 0.222448 0.028 Uiso 1 1 calc R U . . . C8 C 0.28090(7) 0.97671(11) 0.29496(6) 0.0251(3) Uani 1 1 d . . . . . H8A H 0.261362 1.038285 0.307513 0.030 Uiso 1 1 calc R U . . . H8B H 0.325839 0.975197 0.308289 0.030 Uiso 1 1 calc R U . . . C9 C 0.24431(7) 0.89282(10) 0.32101(6) 0.0201(3) Uani 1 1 d . . . . . C10 C 0.21161(6) 0.81610(10) 0.29487(5) 0.0178(3) Uani 1 1 d . . . . . C11 C 0.16468(6) 0.75866(10) 0.32238(6) 0.0184(3) Uani 1 1 d . . . . . C13 C 0.12336(6) 0.71058(9) 0.22908(5) 0.0167(3) Uani 1 1 d . . . . . C14 C 0.07572(6) 0.67589(9) 0.19367(5) 0.0171(3) Uani 1 1 d . . . . . C15 C 0.08196(7) 0.68480(10) 0.13862(6) 0.0201(3) Uani 1 1 d . . . . . H15 H 0.048563 0.662980 0.115614 0.024 Uiso 1 1 calc R U . . . C16 C 0.13815(7) 0.72636(10) 0.11766(5) 0.0203(3) Uani 1 1 d . . . . . C17 C 0.18557(7) 0.76430(10) 0.15168(6) 0.0197(3) Uani 1 1 d . . . . . H17 H 0.222921 0.794631 0.137347 0.024 Uiso 1 1 calc R U . . . C18 C 0.17751(6) 0.75721(10) 0.20634(5) 0.0169(3) Uani 1 1 d . . . . . C20 C 0.23808(7) 0.89852(10) 0.37618(6) 0.0226(3) Uani 1 1 d . . . . . H20 H 0.262841 0.945558 0.394899 0.027 Uiso 1 1 calc R U . . . C21 C 0.19721(7) 0.83835(11) 0.40490(6) 0.0231(3) Uani 1 1 d . . . . . H21 H 0.195501 0.842125 0.442676 0.028 Uiso 1 1 calc R U . . . C22 C 0.15895(7) 0.77272(10) 0.37757(6) 0.0212(3) Uani 1 1 d . . . . . H22 H 0.127830 0.736030 0.396759 0.025 Uiso 1 1 calc R U . . . C24 C 0.20700(8) 0.76758(13) 0.04118(6) 0.0321(4) Uani 1 1 d . . . . . C25 C 0.26174(8) 0.70790(15) 0.04797(7) 0.0394(4) Uani 1 1 d . . . . . H25 H 0.257459 0.647144 0.065646 0.047 Uiso 1 1 calc R U . . . C26 C 0.32145(9) 0.73650(18) 0.02929(8) 0.0507(5) Uani 1 1 d . . . . . H26 H 0.358322 0.696580 0.034472 0.061 Uiso 1 1 calc R U . . . C27 C 0.32648(10) 0.82432(19) 0.00291(8) 0.0554(6) Uani 1 1 d . . . . . H27 H 0.367249 0.844556 -0.010364 0.067 Uiso 1 1 calc R U . . . C28 C 0.27396(9) 0.88245(18) -0.00440(7) 0.0495(5) Uani 1 1 d . . . . . H28 H 0.278881 0.942543 -0.022639 0.059 Uiso 1 1 calc R U . . . C29 C 0.21241(9) 0.85529(14) 0.01454(7) 0.0379(4) Uani 1 1 d . . . . . C30 C 0.15763(9) 0.92433(15) 0.00392(8) 0.0449(4) Uani 1 1 d . . . . . H30A H 0.152261 0.928996 -0.035207 0.054 Uiso 1 1 calc R U . . . H30B H 0.171041 0.989412 0.016640 0.054 Uiso 1 1 calc R U . . . C31 C 0.09147(9) 0.90268(15) 0.02785(8) 0.0463(5) Uani 1 1 d . . . . . H31A H 0.061194 0.955409 0.018050 0.056 Uiso 1 1 calc R U . . . H31B H 0.095014 0.901416 0.067191 0.056 Uiso 1 1 calc R U . . . C32 C 0.06441(8) 0.80534(17) 0.00844(7) 0.0441(5) Uani 1 1 d . . . . . C33 C 0.01405(9) 0.7963(2) -0.02739(8) 0.0587(7) Uani 1 1 d . . . . . H33 H -0.007611 0.852771 -0.039912 0.070 Uiso 1 1 calc R U . . . C34 C -0.00470(10) 0.7062(2) -0.04492(8) 0.0617(7) Uani 1 1 d . . . . . H34 H -0.039611 0.701570 -0.069319 0.074 Uiso 1 1 calc R U . . . C35 C 0.02529(11) 0.6221(2) -0.02838(8) 0.0626(7) Uani 1 1 d . . . . . H35 H 0.011802 0.560616 -0.041542 0.075 Uiso 1 1 calc R U . . . C36 C 0.07649(9) 0.62909(17) 0.00855(7) 0.0466(5) Uani 1 1 d . . . . . H36 H 0.097768 0.572277 0.021003 0.056 Uiso 1 1 calc R U . . . C37 C 0.09500(7) 0.71947(14) 0.02613(6) 0.0325(4) Uani 1 1 d . . . . . C39 C 0.06575(6) 0.62049(10) 0.30484(5) 0.0187(3) Uani 1 1 d . . . . . C40 C 0.02003(6) 0.58825(10) 0.26613(5) 0.0184(3) Uani 1 1 d . . . . . C41 C 0.06475(7) 0.57543(10) 0.35510(6) 0.0221(3) Uani 1 1 d . . . . . H41 H 0.095606 0.594514 0.381072 0.027 Uiso 1 1 calc R U . . . C42 C 0.02034(7) 0.50427(11) 0.36797(6) 0.0254(3) Uani 1 1 d . . . . . H42 H 0.019585 0.476586 0.402652 0.031 Uiso 1 1 calc R U . . . C43 C -0.02305(7) 0.47399(10) 0.32940(6) 0.0239(3) Uani 1 1 d . . . . . H43 H -0.053626 0.425232 0.338428 0.029 Uiso 1 1 calc R U . . . C44 C -0.02377(7) 0.51194(10) 0.27802(6) 0.0215(3) Uani 1 1 d . . . . . C45 C -0.06970(7) 0.46096(11) 0.23973(6) 0.0284(3) Uani 1 1 d . . . . . H45A H -0.066660 0.390179 0.246491 0.034 Uiso 1 1 calc R U . . . H45B H -0.114156 0.481113 0.249012 0.034 Uiso 1 1 calc R U . . . C46 C -0.06067(7) 0.47718(10) 0.18015(6) 0.0250(3) Uani 1 1 d . . . . . H46A H -0.015294 0.464277 0.170077 0.030 Uiso 1 1 calc R U . . . H46B H -0.088711 0.432153 0.159859 0.030 Uiso 1 1 calc R U . . . C47 C -0.07787(7) 0.58009(10) 0.16727(6) 0.0209(3) Uani 1 1 d . . . . . C48 C -0.13390(7) 0.60569(11) 0.13994(6) 0.0259(3) Uani 1 1 d . . . . . H48 H -0.160799 0.556088 0.125774 0.031 Uiso 1 1 calc R U . . . C49 C -0.15099(7) 0.70216(11) 0.13311(7) 0.0286(3) Uani 1 1 d . . . . . H49 H -0.189292 0.718547 0.114354 0.034 Uiso 1 1 calc R U . . . C50 C -0.11186(7) 0.77487(11) 0.15382(6) 0.0257(3) Uani 1 1 d . . . . . H50 H -0.123285 0.841217 0.149075 0.031 Uiso 1 1 calc R U . . . C51 C -0.05636(7) 0.75092(10) 0.18130(6) 0.0207(3) Uani 1 1 d . . . . . H51 H -0.029830 0.800662 0.195798 0.025 Uiso 1 1 calc R U . . . C52 C -0.03944(6) 0.65371(10) 0.18768(5) 0.0185(3) Uani 1 1 d . . . . . N19 N 0.22373(5) 0.79780(8) 0.24020(4) 0.0177(2) Uani 1 1 d . . . . . N23 N 0.14767(6) 0.73102(10) 0.06257(5) 0.0259(3) Uani 1 1 d . . . . . N38 N 0.02026(5) 0.63085(8) 0.21469(5) 0.0178(2) 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 B12 0.0153(7) 0.0166(7) 0.0215(8) -0.0002(6) 0.0013(6) 0.0049(6) C1 0.0143(6) 0.0217(7) 0.0164(6) 0.0001(5) -0.0014(5) -0.0016(5) C2 0.0205(7) 0.0191(7) 0.0203(7) 0.0007(5) -0.0022(5) -0.0014(5) C3 0.0196(7) 0.0248(7) 0.0238(7) -0.0028(6) -0.0009(6) 0.0038(6) C4 0.0162(7) 0.0334(8) 0.0274(8) -0.0027(6) 0.0035(6) -0.0023(6) C5 0.0200(7) 0.0256(7) 0.0284(8) -0.0014(6) 0.0023(6) -0.0059(6) C6 0.0194(7) 0.0214(7) 0.0199(7) -0.0001(5) -0.0009(5) -0.0013(6) C7 0.0210(7) 0.0173(7) 0.0310(8) 0.0007(6) 0.0014(6) -0.0024(6) C8 0.0231(7) 0.0207(7) 0.0314(8) -0.0063(6) 0.0015(6) -0.0028(6) C9 0.0153(6) 0.0203(7) 0.0248(7) -0.0029(6) -0.0006(5) 0.0029(5) C10 0.0155(6) 0.0186(7) 0.0193(7) -0.0006(5) -0.0004(5) 0.0034(5) C11 0.0166(6) 0.0178(6) 0.0208(7) 0.0014(5) -0.0004(5) 0.0046(5) C13 0.0147(6) 0.0142(6) 0.0212(7) 0.0001(5) 0.0004(5) 0.0021(5) C14 0.0144(6) 0.0143(6) 0.0225(7) 0.0007(5) 0.0009(5) 0.0010(5) C15 0.0158(7) 0.0239(7) 0.0205(7) -0.0011(6) -0.0021(5) -0.0009(5) C16 0.0185(7) 0.0233(7) 0.0193(7) 0.0005(5) 0.0001(5) 0.0004(6) C17 0.0157(6) 0.0218(7) 0.0216(7) 0.0021(6) 0.0010(5) -0.0026(5) C18 0.0151(6) 0.0146(6) 0.0211(7) -0.0001(5) -0.0002(5) 0.0014(5) C20 0.0184(7) 0.0239(7) 0.0254(7) -0.0069(6) -0.0037(6) 0.0027(6) C21 0.0231(7) 0.0269(7) 0.0194(7) -0.0023(6) -0.0018(6) 0.0060(6) C22 0.0201(7) 0.0224(7) 0.0212(7) 0.0021(6) 0.0014(6) 0.0037(6) C24 0.0262(8) 0.0532(10) 0.0168(7) -0.0037(7) 0.0013(6) -0.0127(7) C25 0.0268(9) 0.0604(12) 0.0310(9) -0.0044(8) 0.0012(7) -0.0017(8) C26 0.0271(9) 0.0867(16) 0.0383(10) -0.0004(10) 0.0025(8) 0.0006(10) C27 0.0370(11) 0.0966(18) 0.0327(10) 0.0111(11) 0.0030(8) -0.0162(11) C28 0.0378(10) 0.0826(15) 0.0281(9) 0.0083(9) 0.0035(8) -0.0178(10) C29 0.0359(9) 0.0537(11) 0.0241(8) 0.0021(8) -0.0023(7) -0.0095(8) C30 0.0475(11) 0.0494(11) 0.0378(10) -0.0019(8) -0.0005(8) -0.0035(9) C31 0.0435(11) 0.0564(12) 0.0389(10) 0.0087(9) 0.0089(8) 0.0167(9) C32 0.0229(8) 0.0838(15) 0.0254(8) 0.0136(9) 0.0065(7) 0.0033(9) C33 0.0273(10) 0.114(2) 0.0345(10) 0.0236(12) 0.0012(8) -0.0005(11) C34 0.0328(10) 0.126(2) 0.0266(10) 0.0125(12) -0.0033(8) -0.0229(13) C35 0.0469(12) 0.106(2) 0.0349(11) -0.0040(12) 0.0037(9) -0.0405(13) C36 0.0387(10) 0.0740(14) 0.0270(9) -0.0046(9) 0.0043(7) -0.0258(10) C37 0.0183(7) 0.0637(11) 0.0156(7) 0.0021(7) 0.0013(6) -0.0074(7) C39 0.0179(7) 0.0168(6) 0.0212(7) -0.0003(5) 0.0029(5) 0.0038(5) C40 0.0168(7) 0.0167(6) 0.0215(7) 0.0008(5) 0.0042(5) 0.0030(5) C41 0.0240(7) 0.0222(7) 0.0202(7) 0.0004(6) 0.0027(6) 0.0024(6) C42 0.0311(8) 0.0223(7) 0.0230(7) 0.0039(6) 0.0080(6) 0.0019(6) C43 0.0235(7) 0.0174(7) 0.0307(8) 0.0028(6) 0.0090(6) -0.0004(6) C44 0.0185(7) 0.0176(7) 0.0284(8) 0.0009(6) 0.0044(6) 0.0015(5) C45 0.0245(8) 0.0224(7) 0.0383(9) 0.0060(6) -0.0024(6) -0.0080(6) C46 0.0201(7) 0.0199(7) 0.0348(8) -0.0027(6) -0.0036(6) -0.0027(6) C47 0.0165(7) 0.0213(7) 0.0249(7) -0.0003(6) 0.0023(5) -0.0010(5) C48 0.0175(7) 0.0268(8) 0.0334(8) -0.0015(6) -0.0033(6) -0.0041(6) C49 0.0181(7) 0.0322(8) 0.0356(9) 0.0021(7) -0.0057(6) 0.0023(6) C50 0.0211(7) 0.0228(7) 0.0330(8) 0.0027(6) 0.0004(6) 0.0032(6) C51 0.0181(7) 0.0202(7) 0.0237(7) 0.0004(6) 0.0019(6) -0.0022(6) C52 0.0133(6) 0.0222(7) 0.0199(7) 0.0013(5) 0.0014(5) 0.0002(5) N19 0.0153(6) 0.0202(6) 0.0177(6) -0.0009(4) 0.0009(4) -0.0020(4) N23 0.0174(6) 0.0429(8) 0.0175(6) 0.0010(5) -0.0004(5) -0.0066(5) N38 0.0136(5) 0.0189(6) 0.0210(6) 0.0023(5) -0.0001(4) -0.0012(4) 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' N N 0.0311 0.0180 '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 C13 B12 C11 114.94(12) . . ? C13 B12 C39 114.15(12) . . ? C39 B12 C11 130.90(13) . . ? C2 C1 N19 119.35(12) . . ? C6 C1 C2 121.11(12) . . ? C6 C1 N19 119.52(12) . . ? C1 C2 H2 120.1 . . ? C3 C2 C1 119.71(13) . . ? C3 C2 H2 120.1 . . ? C2 C3 H3 120.1 . . ? C2 C3 C4 119.76(13) . . ? C4 C3 H3 120.1 . . ? C3 C4 H4 119.8 . . ? C5 C4 C3 120.33(13) . . ? C5 C4 H4 119.8 . . ? C4 C5 H5 119.8 . . ? C4 C5 C6 120.47(14) . . ? C6 C5 H5 119.8 . . ? C1 C6 C5 118.60(13) . . ? C1 C6 C7 117.55(12) . . ? C5 C6 C7 123.61(13) . . ? C6 C7 H7A 109.9 . . ? C6 C7 H7B 109.9 . . ? C6 C7 C8 108.98(12) . . ? H7A C7 H7B 108.3 . . ? C8 C7 H7A 109.9 . . ? C8 C7 H7B 109.9 . . ? C7 C8 H8A 107.9 . . ? C7 C8 H8B 107.9 . . ? C7 C8 C9 117.76(12) . . ? H8A C8 H8B 107.2 . . ? C9 C8 H8A 107.9 . . ? C9 C8 H8B 107.9 . . ? C10 C9 C8 127.04(12) . . ? C20 C9 C8 115.40(12) . . ? C20 C9 C10 117.28(13) . . ? C9 C10 C11 120.90(12) . . ? C9 C10 N19 119.75(12) . . ? N19 C10 C11 119.31(12) . . ? C10 C11 B12 117.66(12) . . ? C22 C11 B12 124.58(13) . . ? C22 C11 C10 117.24(12) . . ? C14 C13 B12 121.53(12) . . ? C14 C13 C18 117.06(12) . . ? C18 C13 B12 121.38(12) . . ? C15 C14 C13 121.97(12) . . ? C15 C14 N38 119.08(12) . . ? N38 C14 C13 118.94(12) . . ? C14 C15 H15 120.5 . . ? C14 C15 C16 119.07(13) . . ? C16 C15 H15 120.5 . . ? C15 C16 C17 120.42(13) . . ? N23 C16 C15 120.50(12) . . ? N23 C16 C17 119.08(12) . . ? C16 C17 H17 120.3 . . ? C18 C17 C16 119.47(12) . . ? C18 C17 H17 120.3 . . ? C17 C18 C13 121.84(12) . . ? C17 C18 N19 119.43(12) . . ? N19 C18 C13 118.72(12) . . ? C9 C20 H20 118.7 . . ? C21 C20 C9 122.68(13) . . ? C21 C20 H20 118.7 . . ? C20 C21 H21 120.6 . . ? C22 C21 C20 118.82(13) . . ? C22 C21 H21 120.6 . . ? C11 C22 H22 119.0 . . ? C21 C22 C11 122.04(13) . . ? C21 C22 H22 119.0 . . ? C25 C24 N23 116.17(16) . . ? C29 C24 C25 120.03(16) . . ? C29 C24 N23 123.80(16) . . ? C24 C25 H25 119.5 . . ? C26 C25 C24 120.95(19) . . ? C26 C25 H25 119.5 . . ? C25 C26 H26 120.7 . . ? C25 C26 C27 118.7(2) . . ? C27 C26 H26 120.7 . . ? C26 C27 H27 119.4 . . ? C28 C27 C26 121.13(18) . . ? C28 C27 H27 119.4 . . ? C27 C28 H28 119.3 . . ? C27 C28 C29 121.4(2) . . ? C29 C28 H28 119.3 . . ? C24 C29 C28 117.80(18) . . ? C24 C29 C30 125.09(16) . . ? C28 C29 C30 117.10(18) . . ? C29 C30 H30A 107.6 . . ? C29 C30 H30B 107.6 . . ? C29 C30 C31 119.04(17) . . ? H30A C30 H30B 107.0 . . ? C31 C30 H30A 107.6 . . ? C31 C30 H30B 107.6 . . ? C30 C31 H31A 109.2 . . ? C30 C31 H31B 109.2 . . ? C30 C31 C32 112.00(16) . . ? H31A C31 H31B 107.9 . . ? C32 C31 H31A 109.2 . . ? C32 C31 H31B 109.2 . . ? C33 C32 C31 124.2(2) . . ? C33 C32 C37 117.9(2) . . ? C37 C32 C31 117.81(15) . . ? C32 C33 H33 119.9 . . ? C34 C33 C32 120.2(2) . . ? C34 C33 H33 119.9 . . ? C33 C34 H34 118.9 . . ? C33 C34 C35 122.3(2) . . ? C35 C34 H34 118.8 . . ? C34 C35 H35 120.6 . . ? C34 C35 C36 118.7(2) . . ? C36 C35 H35 120.6 . . ? C35 C36 H36 120.6 . . ? C37 C36 C35 118.8(2) . . ? C37 C36 H36 120.6 . . ? C32 C37 N23 116.75(16) . . ? C36 C37 C32 122.03(17) . . ? C36 C37 N23 121.21(17) . . ? C40 C39 B12 119.04(12) . . ? C41 C39 B12 123.06(13) . . ? C41 C39 C40 117.63(13) . . ? C44 C40 C39 120.75(13) . . ? N38 C40 C39 119.27(12) . . ? N38 C40 C44 119.94(12) . . ? C39 C41 H41 118.9 . . ? C42 C41 C39 122.12(14) . . ? C42 C41 H41 118.9 . . ? C41 C42 H42 120.6 . . ? C41 C42 C43 118.83(14) . . ? C43 C42 H42 120.6 . . ? C42 C43 H43 118.6 . . ? C42 C43 C44 122.80(13) . . ? C44 C43 H43 118.6 . . ? C40 C44 C45 127.40(13) . . ? C43 C44 C40 117.73(13) . . ? C43 C44 C45 114.75(13) . . ? C44 C45 H45A 107.7 . . ? C44 C45 H45B 107.7 . . ? H45A C45 H45B 107.1 . . ? C46 C45 C44 118.35(12) . . ? C46 C45 H45A 107.7 . . ? C46 C45 H45B 107.7 . . ? C45 C46 H46A 109.9 . . ? C45 C46 H46B 109.9 . . ? H46A C46 H46B 108.3 . . ? C47 C46 C45 108.75(12) . . ? C47 C46 H46A 109.9 . . ? C47 C46 H46B 109.9 . . ? C48 C47 C46 122.96(13) . . ? C52 C47 C46 118.33(13) . . ? C52 C47 C48 118.43(13) . . ? C47 C48 H48 119.5 . . ? C49 C48 C47 121.09(14) . . ? C49 C48 H48 119.5 . . ? C48 C49 H49 120.2 . . ? C48 C49 C50 119.64(14) . . ? C50 C49 H49 120.2 . . ? C49 C50 H50 119.9 . . ? C51 C50 C49 120.12(14) . . ? C51 C50 H50 119.9 . . ? C50 C51 H51 120.1 . . ? C50 C51 C52 119.77(13) . . ? C52 C51 H51 120.1 . . ? C47 C52 C51 120.95(13) . . ? C47 C52 N38 120.42(12) . . ? C51 C52 N38 118.60(12) . . ? C10 N19 C1 119.48(11) . . ? C18 N19 C1 116.82(11) . . ? C18 N19 C10 122.56(11) . . ? C16 N23 C24 120.50(12) . . ? C16 N23 C37 121.23(12) . . ? C24 N23 C37 116.99(12) . . ? C14 N38 C40 121.71(11) . . ? C14 N38 C52 115.31(11) . . ? C40 N38 C52 120.93(11) . . ? 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 B12 C11 1.558(2) . ? B12 C13 1.501(2) . ? B12 C39 1.553(2) . ? C1 C2 1.3897(19) . ? C1 C6 1.3886(19) . ? C1 N19 1.4438(17) . ? C2 H2 0.9500 . ? C2 C3 1.386(2) . ? C3 H3 0.9500 . ? C3 C4 1.387(2) . ? C4 H4 0.9500 . ? C4 C5 1.386(2) . ? C5 H5 0.9500 . ? C5 C6 1.396(2) . ? C6 C7 1.4964(19) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C7 C8 1.523(2) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C8 C9 1.527(2) . ? C9 C10 1.4151(19) . ? C9 C20 1.392(2) . ? C10 C11 1.4306(19) . ? C10 N19 1.4170(17) . ? C11 C22 1.403(2) . ? C13 C14 1.4115(19) . ? C13 C18 1.4130(19) . ? C14 C15 1.3927(19) . ? C14 N38 1.4083(17) . ? C15 H15 0.9500 . ? C15 C16 1.400(2) . ? C16 C17 1.4025(19) . ? C16 N23 1.3977(18) . ? C17 H17 0.9500 . ? C17 C18 1.385(2) . ? C18 N19 1.3966(17) . ? C20 H20 0.9500 . ? C20 C21 1.386(2) . ? C21 H21 0.9500 . ? C21 C22 1.383(2) . ? C22 H22 0.9500 . ? C24 C25 1.411(3) . ? C24 C29 1.383(3) . ? C24 N23 1.4330(19) . ? C25 H25 0.9500 . ? C25 C26 1.381(3) . ? C26 H26 0.9500 . ? C26 C27 1.381(3) . ? C27 H27 0.9500 . ? C27 C28 1.363(3) . ? C28 H28 0.9500 . ? C28 C29 1.412(2) . ? C29 C30 1.504(3) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C30 C31 1.526(3) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C31 C32 1.531(3) . ? C32 C33 1.383(3) . ? C32 C37 1.412(3) . ? C33 H33 0.9500 . ? C33 C34 1.372(4) . ? C34 H34 0.9500 . ? C34 C35 1.376(4) . ? C35 H35 0.9500 . ? C35 C36 1.412(3) . ? C36 H36 0.9500 . ? C36 C37 1.373(3) . ? C37 N23 1.4328(19) . ? C39 C40 1.428(2) . ? C39 C41 1.4053(19) . ? C40 C44 1.4193(19) . ? C40 N38 1.4172(17) . ? C41 H41 0.9500 . ? C41 C42 1.382(2) . ? C42 H42 0.9500 . ? C42 C43 1.385(2) . ? C43 H43 0.9500 . ? C43 C44 1.391(2) . ? C44 C45 1.523(2) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C45 C46 1.523(2) . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C46 C47 1.495(2) . ? C47 C48 1.394(2) . ? C47 C52 1.386(2) . ? C48 H48 0.9500 . ? C48 C49 1.384(2) . ? C49 H49 0.9500 . ? C49 C50 1.388(2) . ? C50 H50 0.9500 . ? C50 C51 1.381(2) . ? C51 H51 0.9500 . ? C51 C52 1.391(2) . ? C52 N38 1.4455(17) . ? 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 B12 C11 C22 C21 -172.18(13) . . . . ? B12 C13 C14 C15 -176.60(13) . . . . ? B12 C13 C14 N38 3.34(19) . . . . ? B12 C13 C18 C17 174.68(13) . . . . ? B12 C13 C18 N19 -5.85(19) . . . . ? B12 C39 C40 C44 173.05(12) . . . . ? B12 C39 C40 N38 -4.64(18) . . . . ? B12 C39 C41 C42 -175.91(13) . . . . ? C1 C2 C3 C4 0.7(2) . . . . ? C1 C6 C7 C8 69.28(16) . . . . ? C2 C1 C6 C5 -1.5(2) . . . . ? C2 C1 C6 C7 -176.08(13) . . . . ? C2 C1 N19 C10 108.73(14) . . . . ? C2 C1 N19 C18 -59.33(17) . . . . ? C2 C3 C4 C5 -0.9(2) . . . . ? C3 C4 C5 C6 0.0(2) . . . . ? C4 C5 C6 C1 1.2(2) . . . . ? C4 C5 C6 C7 175.45(14) . . . . ? C5 C6 C7 C8 -104.99(16) . . . . ? C6 C1 C2 C3 0.6(2) . . . . ? C6 C1 N19 C10 -73.18(16) . . . . ? C6 C1 N19 C18 118.76(14) . . . . ? C6 C7 C8 C9 -63.51(16) . . . . ? C7 C8 C9 C10 -0.1(2) . . . . ? C7 C8 C9 C20 -173.88(13) . . . . ? C8 C9 C10 C11 -162.08(13) . . . . ? C8 C9 C10 N19 15.7(2) . . . . ? C8 C9 C20 C21 168.49(13) . . . . ? C9 C10 C11 B12 163.68(12) . . . . ? C9 C10 C11 C22 -8.42(19) . . . . ? C9 C10 N19 C1 41.44(17) . . . . ? C9 C10 N19 C18 -151.21(13) . . . . ? C9 C20 C21 C22 -2.8(2) . . . . ? C10 C9 C20 C21 -5.9(2) . . . . ? C10 C11 C22 C21 -0.7(2) . . . . ? C11 B12 C13 C14 -165.97(12) . . . . ? C11 B12 C13 C18 16.08(18) . . . . ? C11 B12 C39 C40 166.67(13) . . . . ? C11 B12 C39 C41 -19.3(2) . . . . ? C11 C10 N19 C1 -140.71(12) . . . . ? C11 C10 N19 C18 26.64(18) . . . . ? C13 B12 C11 C10 -5.84(17) . . . . ? C13 B12 C11 C22 165.62(13) . . . . ? C13 B12 C39 C40 -12.71(18) . . . . ? C13 B12 C39 C41 161.29(13) . . . . ? C13 C14 C15 C16 2.3(2) . . . . ? C13 C14 N38 C40 -22.96(18) . . . . ? C13 C14 N38 C52 140.88(12) . . . . ? C13 C18 N19 C1 151.44(12) . . . . ? C13 C18 N19 C10 -16.22(18) . . . . ? C14 C13 C18 C17 -3.35(19) . . . . ? C14 C13 C18 N19 176.11(12) . . . . ? C14 C15 C16 C17 -4.2(2) . . . . ? C14 C15 C16 N23 176.12(13) . . . . ? C15 C14 N38 C40 156.98(13) . . . . ? C15 C14 N38 C52 -39.18(17) . . . . ? C15 C16 C17 C18 2.3(2) . . . . ? C15 C16 N23 C24 -175.80(14) . . . . ? C15 C16 N23 C37 17.5(2) . . . . ? C16 C17 C18 C13 1.5(2) . . . . ? C16 C17 C18 N19 -177.94(12) . . . . ? C17 C16 N23 C24 4.5(2) . . . . ? C17 C16 N23 C37 -162.22(15) . . . . ? C17 C18 N19 C1 -29.08(18) . . . . ? C17 C18 N19 C10 163.25(12) . . . . ? C18 C13 C14 C15 1.44(19) . . . . ? C18 C13 C14 N38 -178.62(11) . . . . ? C20 C9 C10 C11 11.57(19) . . . . ? C20 C9 C10 N19 -170.61(12) . . . . ? C20 C21 C22 C11 6.2(2) . . . . ? C24 C25 C26 C27 -1.1(3) . . . . ? C24 C29 C30 C31 5.6(3) . . . . ? C25 C24 C29 C28 -0.9(2) . . . . ? C25 C24 C29 C30 178.88(17) . . . . ? C25 C24 N23 C16 70.6(2) . . . . ? C25 C24 N23 C37 -122.12(16) . . . . ? C25 C26 C27 C28 0.5(3) . . . . ? C26 C27 C28 C29 -0.1(3) . . . . ? C27 C28 C29 C24 0.4(3) . . . . ? C27 C28 C29 C30 -179.47(18) . . . . ? C28 C29 C30 C31 -174.59(17) . . . . ? C29 C24 C25 C26 1.3(3) . . . . ? C29 C24 N23 C16 -110.17(18) . . . . ? C29 C24 N23 C37 57.1(2) . . . . ? C29 C30 C31 C32 -60.4(2) . . . . ? C30 C31 C32 C33 -107.4(2) . . . . ? C30 C31 C32 C37 69.2(2) . . . . ? C31 C32 C33 C34 176.29(17) . . . . ? C31 C32 C37 C36 -176.29(15) . . . . ? C31 C32 C37 N23 2.2(2) . . . . ? C32 C33 C34 C35 -0.5(3) . . . . ? C32 C37 N23 C16 93.95(18) . . . . ? C32 C37 N23 C24 -73.21(19) . . . . ? C33 C32 C37 C36 0.5(2) . . . . ? C33 C32 C37 N23 179.03(14) . . . . ? C33 C34 C35 C36 1.0(3) . . . . ? C34 C35 C36 C37 -0.7(3) . . . . ? C35 C36 C37 C32 0.0(2) . . . . ? C35 C36 C37 N23 -178.45(15) . . . . ? C36 C37 N23 C16 -87.50(19) . . . . ? C36 C37 N23 C24 105.34(18) . . . . ? C37 C32 C33 C34 -0.3(3) . . . . ? C39 B12 C11 C10 174.78(13) . . . . ? C39 B12 C11 C22 -13.8(2) . . . . ? C39 B12 C13 C14 13.51(18) . . . . ? C39 B12 C13 C18 -164.44(12) . . . . ? C39 C40 C44 C43 3.7(2) . . . . ? C39 C40 C44 C45 -172.12(13) . . . . ? C39 C40 N38 C14 23.50(18) . . . . ? C39 C40 N38 C52 -139.44(13) . . . . ? C39 C41 C42 C43 2.4(2) . . . . ? C40 C39 C41 C42 -1.8(2) . . . . ? C40 C44 C45 C46 12.8(2) . . . . ? C41 C39 C40 C44 -1.28(19) . . . . ? C41 C39 C40 N38 -178.97(12) . . . . ? C41 C42 C43 C44 0.2(2) . . . . ? C42 C43 C44 C40 -3.2(2) . . . . ? C42 C43 C44 C45 173.13(13) . . . . ? C43 C44 C45 C46 -163.08(13) . . . . ? C44 C40 N38 C14 -154.20(12) . . . . ? C44 C40 N38 C52 42.86(18) . . . . ? C44 C45 C46 C47 -68.68(17) . . . . ? C45 C46 C47 C48 -107.78(16) . . . . ? C45 C46 C47 C52 66.11(16) . . . . ? C46 C47 C48 C49 173.99(15) . . . . ? C46 C47 C52 C51 -173.91(13) . . . . ? C46 C47 C52 N38 8.0(2) . . . . ? C47 C48 C49 C50 -0.1(2) . . . . ? C47 C52 N38 C14 123.96(14) . . . . ? C47 C52 N38 C40 -72.07(17) . . . . ? C48 C47 C52 C51 0.2(2) . . . . ? C48 C47 C52 N38 -177.84(12) . . . . ? C48 C49 C50 C51 -0.3(2) . . . . ? C49 C50 C51 C52 0.7(2) . . . . ? C50 C51 C52 C47 -0.6(2) . . . . ? C50 C51 C52 N38 177.48(12) . . . . ? C51 C52 N38 C14 -54.18(17) . . . . ? C51 C52 N38 C40 109.79(15) . . . . ? C52 C47 C48 C49 0.1(2) . . . . ? N19 C1 C2 C3 178.63(12) . . . . ? N19 C1 C6 C5 -179.56(12) . . . . ? N19 C1 C6 C7 5.87(19) . . . . ? N19 C10 C11 B12 -14.15(18) . . . . ? N19 C10 C11 C22 173.75(12) . . . . ? N23 C16 C17 C18 -177.95(13) . . . . ? N23 C24 C25 C26 -179.45(16) . . . . ? N23 C24 C29 C28 179.90(15) . . . . ? N23 C24 C29 C30 -0.3(3) . . . . ? N38 C14 C15 C16 -177.69(12) . . . . ? N38 C40 C44 C43 -178.64(12) . . . . ? N38 C40 C44 C45 5.5(2) . . . . ?