#------------------------------------------------------------------------------ #$Date: 2024-01-06 11:56:05 +0200 (Sat, 06 Jan 2024) $ #$Revision: 288909 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/77/7247743.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_7247743 loop_ _publ_author_name 'Behera, Kanhu Charan' 'Ravikanth, Mangalampalli' _publ_section_title ; A white light emitting single halochromic hydrazine bridged bis(3-pyrrolyl BODIPY) fluorophore. ; _journal_issue 47 _journal_name_full 'Physical chemistry chemical physics : PCCP' _journal_page_first 32584 _journal_page_last 32593 _journal_paper_doi 10.1039/d3cp04234k _journal_volume 25 _journal_year 2023 _chemical_formula_moiety 'C42 H32 B2 F4 N8' _chemical_formula_sum 'C42 H32 B2 F4 N8' _chemical_formula_weight 746.37 _chemical_melting_point ? _chemical_name_systematic 'hydrazine bridged 3-pyrollyl BODIPY' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _audit_creation_date 2023-08-22 _audit_creation_method ; Olex2 1.5 (compiled 2023.08.17 svn.r577a77a9 for OlexSys, GUI svn.r6817) ; _audit_update_record ; 2023-08-22 deposited with the CCDC. 2023-11-13 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 111.920(5) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 11.505(3) _cell_length_b 37.012(10) _cell_length_c 9.556(2) _cell_measurement_reflns_used 6663 _cell_measurement_temperature 294.00 _cell_measurement_theta_max 24.999 _cell_measurement_theta_min 1.908 _cell_volume 3775.0(16) _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 294.00 _diffrn_detector 'Bruker APEX2 area detector' _diffrn_detector_area_resol_mean 7.9 _diffrn_detector_type 'CCD area detector' _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device 'three-circle diffractometer' _diffrn_measurement_device_type 'Bruker SMART APEX2 area detector' _diffrn_measurement_method '\w and \f scans' _diffrn_radiation_monochromator 'mirror optics' _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.1905 _diffrn_reflns_av_unetI/netI 0.1049 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 44 _diffrn_reflns_limit_k_min -44 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 70861 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 24.999 _diffrn_reflns_theta_max 24.999 _diffrn_reflns_theta_min 1.908 _diffrn_source 'microfocus sealed X-ray tube' _diffrn_source_type 'Incoatec I\ms' _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_type multi-scan _exptl_crystal_colour 'Dark blue' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.313 _exptl_crystal_description block _exptl_crystal_F_000 1544 _exptl_crystal_preparation Luminescent _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: Hexane:Chloroform' _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _exptl_transmission_factor_max 0.982 _exptl_transmission_factor_min 0.967 _refine_diff_density_max 0.237 _refine_diff_density_min -0.239 _refine_diff_density_rms 0.055 _refine_ls_extinction_coef 0.0239(19) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2016/6 (Sheldrick 2016)' _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 508 _refine_ls_number_reflns 6651 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.052 _refine_ls_R_factor_all 0.1607 _refine_ls_R_factor_gt 0.0974 _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^)+(0.0206P)^2^+8.5738P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1954 _refine_ls_wR_factor_ref 0.2130 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3874 _reflns_number_total 6651 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d3cp04234k2.cif _cod_data_source_block mr_kcb_x_0m_a _cod_depositor_comments ; The following automatic conversions were performed: data item '_chemical_melting_point' value 'na' was changed to '?' -- the value is undefined or not given. Automatic conversion script Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas Adding full bibliography for 7247743.cif. ; _cod_original_cell_volume 3774.9(17) _cod_database_code 7247743 _shelx_shelxl_version_number 2016/6 _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 0.982 _shelx_estimated_absorpt_t_min 0.964 _olex2_refinement_description ; 1.a Aromatic/amide H refined with riding coordinates: N3(H006), N6(H009), C14(H00G), C7(H00K), C8(H00M), C12(H00O), C11(H00P), C41(H00Q), C37(H00R), C1(H00S), C40(H00T), C15(H00U), C3(H00W), C38(H00Y), C28(H011), C2(H012), C27(H017), C22(H018), C26(H019), C21(H01D), C17(H01E), C18(H01F), C34(H01G), C33(H01H), C30(H01I), C31(H01J) 1.b Idealised Me refined as rotating group: C42(H01A,H01B,H01C), C35(H01K,H01L,H01M) ; _shelx_res_file ; TITL MR_KCB_X_0m_a.res in P2(1)/c mr_kcb_x_0m_a.res created by SHELXL-2016/6 at 21:52:01 on 22-May-2023 CELL 0.71073 11.5047 37.0118 9.556 90 111.92 90 ZERR 4 0.0029 0.0096 0.0024 0 0.005 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H B F N UNIT 168 128 8 16 32 L.S. 20 PLAN 5 SIZE 0.4 0.3 0.2 TEMP 20.85 CONF BOND $H MORE -1 fmap 2 acta OMIT 0 50 OMIT 0 2 0 OMIT 0 15 7 OMIT 3 0 6 REM REM REM WGHT 0.020600 8.573800 EXTI 0.023903 FVAR 0.58376 F001 4 0.659380 0.673040 0.961928 11.00000 0.05481 0.06187 = 0.08156 0.01495 0.00842 -0.01414 F002 4 -0.086034 0.563725 0.225723 11.00000 0.09294 0.04463 = 0.04940 -0.00102 0.01603 0.00270 F003 4 0.048590 0.547002 0.119807 11.00000 0.04176 0.09089 = 0.06023 0.01824 0.00979 -0.01677 F004 4 0.778438 0.662435 0.827082 11.00000 0.09212 0.05248 = 0.08789 -0.00361 0.02445 0.00330 N005 5 -0.072383 0.500434 0.180567 11.00000 0.03296 0.04504 = 0.03347 -0.00029 0.00649 -0.00368 N006 5 0.165809 0.531530 0.426473 11.00000 0.03582 0.04846 = 0.03913 0.00481 0.00370 -0.00121 AFIX 43 H006 2 0.132110 0.548533 0.362895 11.00000 -1.20000 AFIX 0 N007 5 -0.169401 0.542825 -0.032697 11.00000 0.04389 0.04903 = 0.04062 0.00423 0.00711 -0.00019 N008 5 0.304941 0.596597 0.510839 11.00000 0.04122 0.05260 = 0.05283 -0.00510 0.00461 -0.00842 N009 5 0.530051 0.690141 0.647188 11.00000 0.05037 0.04818 = 0.06403 0.00636 0.00424 -0.00414 AFIX 43 H009 2 0.556262 0.674631 0.719247 11.00000 -1.20000 AFIX 0 N00A 5 0.385673 0.625827 0.571393 11.00000 0.04991 0.04896 = 0.06037 -0.00672 0.00545 -0.01145 N00B 5 0.882297 0.679006 1.086802 11.00000 0.04768 0.04537 = 0.07866 0.00493 0.00941 -0.00215 N00C 5 0.759705 0.724076 0.897688 11.00000 0.04006 0.04225 = 0.07267 0.00684 0.00370 -0.00393 C00D 1 -0.370925 0.459152 -0.097745 11.00000 0.03259 0.05263 = 0.03930 -0.00391 0.00592 -0.00425 C00E 1 -0.170535 0.476692 0.108400 11.00000 0.03431 0.04805 = 0.04022 -0.00425 0.00866 -0.00545 C00F 1 -0.266362 0.485203 -0.027479 11.00000 0.03880 0.05008 = 0.03742 -0.00742 0.01491 -0.00282 C00G 1 0.340031 0.568403 0.593463 11.00000 0.03888 0.05625 = 0.04325 -0.00273 0.00540 -0.00285 AFIX 43 H00G 2 0.410297 0.569616 0.682405 11.00000 -1.20000 AFIX 0 C00H 1 0.120115 0.497262 0.417284 11.00000 0.03462 0.04689 = 0.04103 0.00042 0.01018 -0.00133 C00I 1 -0.265088 0.518171 -0.099818 11.00000 0.03388 0.05813 = 0.03853 -0.00536 0.00282 -0.00073 C00J 1 0.007412 0.483298 0.303919 11.00000 0.03587 0.04359 = 0.04372 0.00105 0.01083 0.00166 C00K 1 -0.146540 0.444011 0.191340 11.00000 0.04157 0.04398 = 0.06270 0.00011 0.01231 -0.00570 AFIX 43 H00K 2 -0.196965 0.423519 0.168096 11.00000 -1.20000 AFIX 0 C00L 1 0.272735 0.534853 0.551252 11.00000 0.03423 0.05527 = 0.03739 0.00102 0.00804 -0.00103 C00M 1 -0.036886 0.447918 0.310752 11.00000 0.03956 0.04883 = 0.05704 0.00303 0.00566 -0.00323 AFIX 43 H00M 2 0.001993 0.430565 0.383621 11.00000 -1.20000 AFIX 0 C00N 1 -0.565444 0.409590 -0.227175 11.00000 0.03996 0.04984 = 0.06263 -0.00484 0.00738 -0.00504 C00O 1 0.296154 0.501830 0.622453 11.00000 0.04288 0.06359 = 0.03884 0.00585 0.00034 0.00402 AFIX 43 H00O 2 0.363984 0.496234 0.710055 11.00000 -1.20000 AFIX 0 C00P 1 0.201426 0.478414 0.541252 11.00000 0.03968 0.04970 = 0.04768 0.00530 0.00053 -0.00014 AFIX 43 H00P 2 0.193445 0.454416 0.565099 11.00000 -1.20000 AFIX 0 C00Q 1 -0.451665 0.450040 -0.026362 11.00000 0.05122 0.07267 = 0.04241 -0.01032 0.01730 -0.01087 AFIX 43 H00Q 2 -0.441831 0.460605 0.065672 11.00000 -1.20000 AFIX 0 C00R 1 -0.390476 0.443966 -0.235798 11.00000 0.05338 0.08929 = 0.05794 -0.02903 0.02423 -0.02036 AFIX 43 H00R 2 -0.338768 0.450148 -0.287142 11.00000 -1.20000 AFIX 0 C00S 1 -0.189088 0.571752 -0.126553 11.00000 0.05622 0.06423 = 0.04691 0.01421 0.00897 0.00079 AFIX 43 H00S 2 -0.138677 0.592217 -0.108188 11.00000 -1.20000 AFIX 0 C00T 1 -0.547259 0.425230 -0.091209 11.00000 0.05498 0.07294 = 0.05816 0.00206 0.02111 -0.01588 AFIX 43 H00T 2 -0.599942 0.419145 -0.041036 11.00000 -1.20000 AFIX 0 C00U 1 0.365841 0.651610 0.475912 11.00000 0.04630 0.06491 = 0.05748 0.00117 -0.00202 -0.00350 AFIX 43 H00U 2 0.303672 0.648911 0.380586 11.00000 -1.20000 AFIX 0 C00V 1 0.436088 0.684261 0.511333 11.00000 0.05496 0.05217 = 0.06279 0.00439 0.00723 -0.00383 C00W 1 -0.342840 0.532829 -0.238173 11.00000 0.04163 0.07700 = 0.04527 0.00113 0.00128 -0.00294 AFIX 43 H00W 2 -0.414033 0.522097 -0.307867 11.00000 -1.20000 AFIX 0 C00X 1 0.677134 0.740603 0.772950 11.00000 0.04584 0.04364 = 0.07462 0.00413 0.00609 -0.00633 C00Y 1 -0.487260 0.419398 -0.298988 11.00000 0.05749 0.07701 = 0.06128 -0.02586 0.01714 -0.01320 AFIX 43 H00Y 2 -0.499244 0.409350 -0.392564 11.00000 -1.20000 AFIX 0 C00Z 1 0.967494 0.705741 1.160633 11.00000 0.03272 0.05451 = 0.08925 0.00048 0.00092 -0.00749 C010 1 0.577227 0.724728 0.652381 11.00000 0.05036 0.04476 = 0.07398 0.00713 0.00944 -0.00386 C011 1 0.920766 0.648063 1.164812 11.00000 0.05644 0.04523 = 0.09866 0.01583 0.01246 0.00169 AFIX 43 H011 2 0.880485 0.625875 1.138807 11.00000 -1.20000 AFIX 0 C012 1 -0.294490 0.566049 -0.252028 11.00000 0.06207 0.07372 = 0.05281 0.01741 -0.00128 0.00150 AFIX 43 H012 2 -0.327785 0.581876 -0.332799 11.00000 -1.20000 AFIX 0 C013 1 0.845548 0.750386 0.980265 11.00000 0.05035 0.04151 = 0.09054 0.00135 0.01648 -0.00825 C014 1 0.948679 0.741357 1.107705 11.00000 0.04207 0.04976 = 0.08491 0.00280 0.01368 -0.00550 C015 1 1.043493 0.769329 1.187935 11.00000 0.04917 0.04384 = 0.09166 0.00089 0.00871 -0.00709 C016 1 -0.668149 0.382149 -0.297930 11.00000 0.07543 0.05904 = 0.09522 -0.01118 0.01176 -0.02626 AFIX 137 H01A 2 -0.666417 0.364364 -0.224049 11.00000 -1.50000 H01B 2 -0.655249 0.370556 -0.380839 11.00000 -1.50000 H01C 2 -0.747959 0.394111 -0.333804 11.00000 -1.50000 AFIX 0 C017 1 1.028878 0.654214 1.289072 11.00000 0.05656 0.06503 = 0.10917 0.02437 0.00256 0.00556 AFIX 43 H017 2 1.073394 0.637251 1.360874 11.00000 -1.20000 AFIX 0 C018 1 0.811409 0.783588 0.904150 11.00000 0.05532 0.04635 = 0.10159 0.01012 0.01038 -0.01156 AFIX 43 H018 2 0.852640 0.805512 0.934531 11.00000 -1.20000 AFIX 0 C019 1 1.058262 0.690100 1.286627 11.00000 0.03822 0.06895 = 0.10731 0.00993 -0.00283 -0.00457 AFIX 43 H019 2 1.126704 0.701871 1.356752 11.00000 -1.20000 AFIX 0 C01A 1 0.707626 0.777913 0.778547 11.00000 0.06209 0.04326 = 0.09820 0.01481 0.01074 -0.00359 AFIX 43 H01D 2 0.664139 0.795354 0.708512 11.00000 -1.20000 AFIX 0 B01B 3 -0.067441 0.539449 0.124117 11.00000 0.03819 0.04676 = 0.03999 0.00140 0.01076 -0.00492 C01C 1 0.424199 0.715348 0.429699 11.00000 0.08300 0.07903 = 0.07782 0.02213 -0.00914 -0.01863 AFIX 43 H01E 2 0.367583 0.718898 0.331563 11.00000 -1.20000 AFIX 0 C01D 1 0.508619 0.740462 0.514870 11.00000 0.08345 0.05701 = 0.09545 0.02101 -0.00363 -0.01788 AFIX 43 H01F 2 0.518080 0.763882 0.485481 11.00000 -1.20000 AFIX 0 C01E 1 1.160799 0.768343 1.180405 11.00000 0.04455 0.08640 = 0.11451 -0.01034 0.01415 -0.01180 AFIX 43 H01G 2 1.180494 0.750643 1.123780 11.00000 -1.20000 AFIX 0 C01F 1 1.249005 0.793966 1.257975 11.00000 0.04488 0.09733 = 0.13287 0.00370 0.01211 -0.01659 AFIX 43 H01H 2 1.326954 0.793562 1.249540 11.00000 -1.20000 AFIX 0 B1 3 0.769170 0.683616 0.941760 11.00000 0.05024 0.04202 = 0.07474 -0.00160 0.01883 -0.00844 C01H 1 1.225653 0.820245 1.347886 11.00000 0.06247 0.06387 = 0.13940 0.00721 0.01218 -0.01218 C01I 1 1.013747 0.797004 1.264391 11.00000 0.07211 0.09656 = 0.16706 -0.04407 0.04418 -0.03419 AFIX 43 H01I 2 0.932541 0.799470 1.261866 11.00000 -1.20000 AFIX 0 C01J 1 1.107681 0.821545 1.346490 11.00000 0.11381 0.09171 = 0.19028 -0.05542 0.06761 -0.03981 AFIX 43 H01J 2 1.087911 0.839443 1.402244 11.00000 -1.20000 AFIX 0 C01K 1 1.327700 0.846864 1.435916 11.00000 0.09039 0.08544 = 0.19745 -0.01791 -0.01025 -0.04013 AFIX 137 H01K 2 1.404077 0.833978 1.488256 11.00000 -1.50000 H01L 2 1.302400 0.859530 1.507533 11.00000 -1.50000 H01M 2 1.340950 0.863863 1.367451 11.00000 -1.50000 AFIX 0 HKLF 4 REM MR_KCB_X_0m_a.res in P2(1)/c REM R1 = 0.0974 for 3874 Fo > 4sig(Fo) and 0.1607 for all 6651 data REM 508 parameters refined using 0 restraints END WGHT 0.0206 8.5740 REM Highest difference peak 0.237, deepest hole -0.239, 1-sigma level 0.055 Q1 1 0.9055 0.7958 1.1021 11.00000 0.05 0.24 Q2 1 1.1763 0.8049 1.4543 11.00000 0.05 0.23 Q3 1 0.3010 0.6008 0.6584 11.00000 0.05 0.22 Q4 1 1.0813 0.7781 1.3580 11.00000 0.05 0.22 Q5 1 0.2233 0.5865 0.4407 11.00000 0.05 0.21 ; _shelx_res_checksum 24810 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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 0.0486(2) 0.54700(8) 0.1198(3) 0.0670(9) Uani 1 1 d . . . . . F2 F -0.0860(3) 0.56373(7) 0.2257(3) 0.0654(9) Uani 1 1 d . . . . . F3 F 0.7784(3) 0.66244(8) 0.8271(4) 0.0801(10) Uani 1 1 d . . . . . F4 F 0.6594(3) 0.67304(7) 0.9619(3) 0.0710(9) Uani 1 1 d . . . . . N1 N -0.1694(3) 0.54283(10) -0.0327(4) 0.0470(10) Uani 1 1 d . . . . . N2 N -0.0724(3) 0.50043(9) 0.1806(4) 0.0389(9) Uani 1 1 d . . . . . N3 N 0.1658(3) 0.53153(10) 0.4265(4) 0.0441(9) Uani 1 1 d . . . . . H006 H 0.132110 0.548533 0.362895 0.053 Uiso 1 1 calc R U . . . N4 N 0.3049(3) 0.59660(11) 0.5108(4) 0.0526(11) Uani 1 1 d . . . . . N5 N 0.3857(4) 0.62583(11) 0.5714(5) 0.0575(11) Uani 1 1 d . . . . . N6 N 0.5301(4) 0.69014(10) 0.6472(5) 0.0591(12) Uani 1 1 d . . . . . H009 H 0.556262 0.674631 0.719247 0.071 Uiso 1 1 calc R U . . . N7 N 0.7597(3) 0.72408(10) 0.8977(5) 0.0567(11) Uani 1 1 d . . . . . N8 N 0.8823(4) 0.67901(10) 1.0868(5) 0.0613(12) Uani 1 1 d . . . . . C1 C -0.1891(5) 0.57175(14) -0.1266(5) 0.0588(14) Uani 1 1 d . . . . . H00S H -0.138677 0.592217 -0.108188 0.071 Uiso 1 1 calc R U . . . C2 C -0.2945(5) 0.56605(15) -0.2520(6) 0.0694(16) Uani 1 1 d . . . . . H012 H -0.327785 0.581876 -0.332799 0.083 Uiso 1 1 calc R U . . . C3 C -0.3428(5) 0.53283(15) -0.2382(5) 0.0589(14) Uani 1 1 d . . . . . H00W H -0.414033 0.522097 -0.307867 0.071 Uiso 1 1 calc R U . . . C4 C -0.2651(4) 0.51817(13) -0.0998(5) 0.0466(12) Uani 1 1 d . . . . . C5 C -0.2664(4) 0.48520(12) -0.0275(5) 0.0419(11) Uani 1 1 d . . . . . C6 C -0.1705(4) 0.47669(12) 0.1084(5) 0.0424(11) Uani 1 1 d . . . . . C7 C -0.1465(4) 0.44401(12) 0.1913(5) 0.0515(12) Uani 1 1 d . . . . . H00K H -0.196965 0.423519 0.168096 0.062 Uiso 1 1 calc R U . . . C8 C -0.0369(4) 0.44792(13) 0.3108(6) 0.0521(13) Uani 1 1 d . . . . . H00M H 0.001993 0.430565 0.383621 0.062 Uiso 1 1 calc R U . . . C9 C 0.0074(4) 0.48330(12) 0.3039(5) 0.0422(11) Uani 1 1 d . . . . . C10 C 0.1201(4) 0.49726(12) 0.4173(5) 0.0420(11) Uani 1 1 d . . . . . C11 C 0.2014(4) 0.47841(13) 0.5413(5) 0.0503(12) Uani 1 1 d . . . . . H00P H 0.193445 0.454416 0.565099 0.060 Uiso 1 1 calc R U . . . C12 C 0.2962(4) 0.50183(13) 0.6225(5) 0.0527(13) Uani 1 1 d . . . . . H00O H 0.363984 0.496234 0.710055 0.063 Uiso 1 1 calc R U . . . C13 C 0.2727(4) 0.53485(12) 0.5513(5) 0.0438(11) Uani 1 1 d . . . . . C14 C 0.3400(4) 0.56840(13) 0.5935(5) 0.0490(12) Uani 1 1 d . . . . . H00G H 0.410297 0.569616 0.682405 0.059 Uiso 1 1 calc R U . . . C15 C 0.3658(5) 0.65161(14) 0.4759(6) 0.0624(14) Uani 1 1 d . . . . . H00U H 0.303672 0.648911 0.380586 0.075 Uiso 1 1 calc R U . . . C16 C 0.4361(5) 0.68426(14) 0.5113(6) 0.0609(14) Uani 1 1 d . . . . . C17 C 0.4242(6) 0.71535(17) 0.4297(7) 0.091(2) Uani 1 1 d . . . . . H01E H 0.367583 0.718898 0.331563 0.110 Uiso 1 1 calc R U . . . C18 C 0.5086(6) 0.74046(16) 0.5149(7) 0.089(2) Uani 1 1 d . . . . . H01F H 0.518080 0.763882 0.485481 0.107 Uiso 1 1 calc R U . . . C19 C 0.5772(5) 0.72473(13) 0.6524(6) 0.0603(14) Uani 1 1 d . . . . . C20 C 0.6771(5) 0.74060(13) 0.7729(6) 0.0594(14) Uani 1 1 d . . . . . C21 C 0.7076(5) 0.77791(14) 0.7785(7) 0.0734(17) Uani 1 1 d . . . . . H01D H 0.664139 0.795354 0.708512 0.088 Uiso 1 1 calc R U . . . C22 C 0.8114(5) 0.78359(14) 0.9041(7) 0.0732(17) Uani 1 1 d . . . . . H018 H 0.852640 0.805512 0.934531 0.088 Uiso 1 1 calc R U . . . C23 C 0.8455(5) 0.75039(13) 0.9803(7) 0.0636(15) Uani 1 1 d . . . . . C24 C 0.9487(5) 0.74136(13) 1.1077(6) 0.0618(15) Uani 1 1 d . . . . . C25 C 0.9675(4) 0.70574(14) 1.1606(7) 0.0651(15) Uani 1 1 d . . . . . C26 C 1.0583(5) 0.69010(16) 1.2866(7) 0.0802(19) Uani 1 1 d . . . . . H019 H 1.126704 0.701871 1.356752 0.096 Uiso 1 1 calc R U . . . C27 C 1.0289(5) 0.65421(16) 1.2891(8) 0.085(2) Uani 1 1 d . . . . . H017 H 1.073394 0.637251 1.360874 0.102 Uiso 1 1 calc R U . . . C28 C 0.9208(5) 0.64806(14) 1.1648(7) 0.0715(17) Uani 1 1 d . . . . . H011 H 0.880485 0.625875 1.138807 0.086 Uiso 1 1 calc R U . . . C29 C 1.0435(5) 0.76933(14) 1.1879(7) 0.0666(16) Uani 1 1 d . . . . . C30 C 1.0137(7) 0.7970(2) 1.2644(9) 0.112(3) Uani 1 1 d . . . . . H01I H 0.932541 0.799470 1.261866 0.134 Uiso 1 1 calc R U . . . C31 C 1.1077(8) 0.8215(2) 1.3465(11) 0.129(3) Uani 1 1 d . . . . . H01J H 1.087911 0.839443 1.402244 0.155 Uiso 1 1 calc R U . . . C32 C 1.2257(6) 0.82025(18) 1.3479(9) 0.096(2) Uani 1 1 d . . . . . C33 C 1.2490(6) 0.7940(2) 1.2580(9) 0.098(2) Uani 1 1 d . . . . . H01H H 1.326954 0.793562 1.249540 0.117 Uiso 1 1 calc R U . . . C34 C 1.1608(5) 0.76834(17) 1.1804(8) 0.086(2) Uani 1 1 d . . . . . H01G H 1.180494 0.750643 1.123780 0.104 Uiso 1 1 calc R U . . . C35 C 1.3277(7) 0.84686(19) 1.4359(11) 0.143(4) Uani 1 1 d . . . . . H01K H 1.404077 0.833978 1.488256 0.214 Uiso 1 1 calc R U . . . H01L H 1.302400 0.859530 1.507533 0.214 Uiso 1 1 calc R U . . . H01M H 1.340950 0.863863 1.367451 0.214 Uiso 1 1 calc R U . . . C36 C -0.3709(4) 0.45915(12) -0.0977(5) 0.0437(11) Uani 1 1 d . . . . . C37 C -0.3905(5) 0.44397(15) -0.2358(6) 0.0659(15) Uani 1 1 d . . . . . H00R H -0.338768 0.450148 -0.287142 0.079 Uiso 1 1 calc R U . . . C38 C -0.4873(5) 0.41940(15) -0.2990(6) 0.0667(15) Uani 1 1 d . . . . . H00Y H -0.499244 0.409350 -0.392564 0.080 Uiso 1 1 calc R U . . . C39 C -0.5654(4) 0.40959(13) -0.2272(6) 0.0542(13) Uani 1 1 d . . . . . C40 C -0.5473(5) 0.42523(14) -0.0912(6) 0.0620(14) Uani 1 1 d . . . . . H00T H -0.599942 0.419145 -0.041036 0.074 Uiso 1 1 calc R U . . . C41 C -0.4517(4) 0.45004(14) -0.0264(5) 0.0555(13) Uani 1 1 d . . . . . H00Q H -0.441831 0.460605 0.065672 0.067 Uiso 1 1 calc R U . . . C42 C -0.6681(5) 0.38215(15) -0.2979(7) 0.0824(19) Uani 1 1 d . . . . . H01A H -0.666417 0.364364 -0.224049 0.124 Uiso 1 1 calc R U . . . H01B H -0.655249 0.370556 -0.380839 0.124 Uiso 1 1 calc R U . . . H01C H -0.747959 0.394111 -0.333804 0.124 Uiso 1 1 calc R U . . . B1 B -0.0674(5) 0.53945(14) 0.1241(6) 0.0428(13) Uani 1 1 d . . . . . B2 B 0.7692(6) 0.68362(15) 0.9418(7) 0.0570(16) 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 F1 0.0418(16) 0.091(2) 0.0602(18) 0.0182(16) 0.0098(14) -0.0168(15) F2 0.093(2) 0.0446(16) 0.0494(17) -0.0010(13) 0.0160(16) 0.0027(15) F3 0.092(2) 0.0525(18) 0.088(2) -0.0036(17) 0.024(2) 0.0033(16) F4 0.0548(18) 0.0619(19) 0.082(2) 0.0150(15) 0.0084(16) -0.0141(14) N1 0.044(2) 0.049(2) 0.041(2) 0.0042(18) 0.0071(18) -0.0002(18) N2 0.033(2) 0.045(2) 0.033(2) -0.0003(17) 0.0065(16) -0.0037(17) N3 0.036(2) 0.048(2) 0.039(2) 0.0048(17) 0.0037(18) -0.0012(17) N4 0.041(2) 0.053(2) 0.053(3) -0.005(2) 0.005(2) -0.0084(19) N5 0.050(3) 0.049(2) 0.060(3) -0.007(2) 0.005(2) -0.011(2) N6 0.050(3) 0.048(2) 0.064(3) 0.006(2) 0.004(2) -0.004(2) N7 0.040(2) 0.042(2) 0.073(3) 0.007(2) 0.004(2) -0.0039(18) N8 0.048(3) 0.045(2) 0.079(3) 0.005(2) 0.009(2) -0.002(2) C1 0.056(3) 0.064(3) 0.047(3) 0.014(3) 0.009(3) 0.001(3) C2 0.062(4) 0.074(4) 0.053(3) 0.017(3) -0.001(3) 0.002(3) C3 0.042(3) 0.077(4) 0.045(3) 0.001(3) 0.001(2) -0.003(3) C4 0.034(3) 0.058(3) 0.039(3) -0.005(2) 0.003(2) -0.001(2) C5 0.039(3) 0.050(3) 0.037(2) -0.007(2) 0.015(2) -0.003(2) C6 0.034(2) 0.048(3) 0.040(3) -0.004(2) 0.009(2) -0.005(2) C7 0.042(3) 0.044(3) 0.063(3) 0.000(2) 0.012(3) -0.006(2) C8 0.040(3) 0.049(3) 0.057(3) 0.003(2) 0.006(2) -0.003(2) C9 0.036(2) 0.044(3) 0.044(3) 0.001(2) 0.011(2) 0.002(2) C10 0.035(2) 0.047(3) 0.041(3) 0.000(2) 0.010(2) -0.001(2) C11 0.040(3) 0.050(3) 0.048(3) 0.005(2) 0.001(2) 0.000(2) C12 0.043(3) 0.064(3) 0.039(3) 0.006(2) 0.000(2) 0.004(2) C13 0.034(2) 0.055(3) 0.037(3) 0.001(2) 0.008(2) -0.001(2) C14 0.039(3) 0.056(3) 0.043(3) -0.003(2) 0.005(2) -0.003(2) C15 0.046(3) 0.065(3) 0.057(3) 0.001(3) -0.002(3) -0.004(3) C16 0.055(3) 0.052(3) 0.063(3) 0.004(3) 0.007(3) -0.004(3) C17 0.083(5) 0.079(4) 0.078(4) 0.022(4) -0.009(4) -0.019(4) C18 0.083(4) 0.057(4) 0.095(5) 0.021(3) -0.004(4) -0.018(3) C19 0.050(3) 0.045(3) 0.074(4) 0.007(3) 0.009(3) -0.004(2) C20 0.046(3) 0.044(3) 0.075(4) 0.004(3) 0.006(3) -0.006(2) C21 0.062(4) 0.043(3) 0.098(5) 0.015(3) 0.011(3) -0.004(3) C22 0.055(3) 0.046(3) 0.102(5) 0.010(3) 0.010(3) -0.012(3) C23 0.050(3) 0.042(3) 0.091(4) 0.001(3) 0.016(3) -0.008(2) C24 0.042(3) 0.050(3) 0.085(4) 0.003(3) 0.014(3) -0.006(2) C25 0.033(3) 0.055(3) 0.089(4) 0.000(3) 0.001(3) -0.007(2) C26 0.038(3) 0.069(4) 0.107(5) 0.010(3) -0.003(3) -0.005(3) C27 0.057(4) 0.065(4) 0.109(5) 0.024(4) 0.003(4) 0.006(3) C28 0.056(3) 0.045(3) 0.099(5) 0.016(3) 0.012(3) 0.002(3) C29 0.049(3) 0.044(3) 0.092(4) 0.001(3) 0.009(3) -0.007(2) C30 0.072(5) 0.097(5) 0.167(8) -0.044(5) 0.044(5) -0.034(4) C31 0.114(7) 0.092(5) 0.190(9) -0.055(6) 0.068(7) -0.040(5) C32 0.062(4) 0.064(4) 0.139(7) 0.007(4) 0.012(4) -0.012(3) C33 0.045(4) 0.097(5) 0.133(6) 0.004(5) 0.012(4) -0.017(4) C34 0.045(4) 0.086(4) 0.115(5) -0.010(4) 0.014(4) -0.012(3) C35 0.090(6) 0.085(5) 0.197(9) -0.018(5) -0.010(6) -0.040(4) C36 0.033(2) 0.053(3) 0.039(3) -0.004(2) 0.006(2) -0.004(2) C37 0.053(3) 0.089(4) 0.058(3) -0.029(3) 0.024(3) -0.020(3) C38 0.057(3) 0.077(4) 0.061(3) -0.026(3) 0.017(3) -0.013(3) C39 0.040(3) 0.050(3) 0.063(3) -0.005(3) 0.007(3) -0.005(2) C40 0.055(3) 0.073(4) 0.058(3) 0.002(3) 0.021(3) -0.016(3) C41 0.051(3) 0.073(3) 0.042(3) -0.010(2) 0.017(2) -0.011(3) C42 0.075(4) 0.059(4) 0.095(5) -0.011(3) 0.012(4) -0.026(3) B1 0.038(3) 0.047(3) 0.040(3) 0.001(2) 0.011(2) -0.005(2) B2 0.050(4) 0.042(3) 0.075(4) -0.002(3) 0.019(3) -0.008(3) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C4 107.7(4) . . ? C1 N1 B1 126.2(4) . . ? C4 N1 B1 125.9(4) . . ? C6 N2 B1 122.9(3) . . ? C9 N2 C6 107.3(3) . . ? C9 N2 B1 129.8(4) . . ? C10 N3 H006 125.0 . . ? C13 N3 H006 125.0 . . ? C13 N3 C10 109.9(4) . . ? C14 N4 N5 111.5(4) . . ? C15 N5 N4 111.5(4) . . ? C16 N6 H009 125.0 . . ? C16 N6 C19 110.1(4) . . ? C19 N6 H009 125.0 . . ? C20 N7 C23 107.2(4) . . ? C20 N7 B2 128.9(4) . . ? C23 N7 B2 123.8(4) . . ? C25 N8 B2 126.0(4) . . ? C28 N8 C25 107.5(4) . . ? C28 N8 B2 126.4(4) . . ? N1 C1 H00S 125.3 . . ? N1 C1 C2 109.4(5) . . ? C2 C1 H00S 125.3 . . ? C1 C2 H012 125.9 . . ? C1 C2 C3 108.2(5) . . ? C3 C2 H012 125.9 . . ? C2 C3 H00W 126.3 . . ? C2 C3 C4 107.4(4) . . ? C4 C3 H00W 126.3 . . ? N1 C4 C3 107.4(4) . . ? N1 C4 C5 119.7(4) . . ? C3 C4 C5 132.9(4) . . ? C4 C5 C36 119.6(4) . . ? C6 C5 C4 120.4(4) . . ? C6 C5 C36 119.9(4) . . ? N2 C6 C7 108.0(4) . . ? C5 C6 N2 122.2(4) . . ? C5 C6 C7 129.6(4) . . ? C6 C7 H00K 126.1 . . ? C8 C7 C6 107.8(4) . . ? C8 C7 H00K 126.1 . . ? C7 C8 H00M 126.3 . . ? C7 C8 C9 107.3(4) . . ? C9 C8 H00M 126.3 . . ? N2 C9 C8 109.6(4) . . ? N2 C9 C10 128.0(4) . . ? C8 C9 C10 122.4(4) . . ? N3 C10 C9 126.9(4) . . ? N3 C10 C11 106.9(4) . . ? C11 C10 C9 126.2(4) . . ? C10 C11 H00P 126.2 . . ? C12 C11 C10 107.6(4) . . ? C12 C11 H00P 126.2 . . ? C11 C12 H00O 125.9 . . ? C13 C12 C11 108.2(4) . . ? C13 C12 H00O 125.9 . . ? N3 C13 C12 107.4(4) . . ? N3 C13 C14 122.6(4) . . ? C12 C13 C14 130.0(4) . . ? N4 C14 C13 121.2(4) . . ? N4 C14 H00G 119.4 . . ? C13 C14 H00G 119.4 . . ? N5 C15 H00U 119.0 . . ? N5 C15 C16 122.0(5) . . ? C16 C15 H00U 119.0 . . ? N6 C16 C15 122.8(5) . . ? N6 C16 C17 106.5(5) . . ? C17 C16 C15 130.7(5) . . ? C16 C17 H01E 125.2 . . ? C16 C17 C18 109.5(5) . . ? C18 C17 H01E 125.2 . . ? C17 C18 H01F 126.1 . . ? C17 C18 C19 107.8(5) . . ? C19 C18 H01F 126.1 . . ? N6 C19 C20 127.0(5) . . ? C18 C19 N6 106.2(4) . . ? C18 C19 C20 126.9(5) . . ? N7 C20 C19 128.0(4) . . ? N7 C20 C21 108.8(4) . . ? C19 C20 C21 123.2(5) . . ? C20 C21 H01D 126.1 . . ? C22 C21 C20 107.9(5) . . ? C22 C21 H01D 126.1 . . ? C21 C22 H018 126.1 . . ? C21 C22 C23 107.8(5) . . ? C23 C22 H018 126.1 . . ? N7 C23 C22 108.3(5) . . ? C24 C23 N7 121.3(4) . . ? C24 C23 C22 130.3(5) . . ? C23 C24 C25 120.7(5) . . ? C23 C24 C29 120.4(5) . . ? C25 C24 C29 118.9(5) . . ? N8 C25 C24 120.3(5) . . ? N8 C25 C26 107.6(4) . . ? C26 C25 C24 132.0(5) . . ? C25 C26 H019 126.1 . . ? C27 C26 C25 107.9(5) . . ? C27 C26 H019 126.1 . . ? C26 C27 H017 126.5 . . ? C26 C27 C28 107.1(5) . . ? C28 C27 H017 126.5 . . ? N8 C28 C27 109.9(5) . . ? N8 C28 H011 125.1 . . ? C27 C28 H011 125.1 . . ? C30 C29 C24 120.8(5) . . ? C30 C29 C34 119.4(5) . . ? C34 C29 C24 119.8(5) . . ? C29 C30 H01I 120.4 . . ? C29 C30 C31 119.1(7) . . ? C31 C30 H01I 120.4 . . ? C30 C31 H01J 118.6 . . ? C32 C31 C30 122.8(8) . . ? C32 C31 H01J 118.6 . . ? C31 C32 C33 116.3(7) . . ? C31 C32 C35 123.1(8) . . ? C33 C32 C35 120.5(7) . . ? C32 C33 H01H 118.7 . . ? C34 C33 C32 122.6(7) . . ? C34 C33 H01H 118.7 . . ? C29 C34 C33 119.3(6) . . ? C29 C34 H01G 120.3 . . ? C33 C34 H01G 120.3 . . ? C32 C35 H01K 109.5 . . ? C32 C35 H01L 109.5 . . ? C32 C35 H01M 109.5 . . ? H01K C35 H01L 109.5 . . ? H01K C35 H01M 109.5 . . ? H01L C35 H01M 109.5 . . ? C37 C36 C5 120.8(4) . . ? C37 C36 C41 118.3(4) . . ? C41 C36 C5 120.8(4) . . ? C36 C37 H00R 119.9 . . ? C36 C37 C38 120.2(5) . . ? C38 C37 H00R 119.9 . . ? C37 C38 H00Y 119.1 . . ? C39 C38 C37 121.7(5) . . ? C39 C38 H00Y 119.1 . . ? C38 C39 C42 120.3(5) . . ? C40 C39 C38 118.0(5) . . ? C40 C39 C42 121.8(5) . . ? C39 C40 H00T 119.3 . . ? C39 C40 C41 121.3(5) . . ? C41 C40 H00T 119.3 . . ? C36 C41 C40 120.4(5) . . ? C36 C41 H00Q 119.8 . . ? C40 C41 H00Q 119.8 . . ? C39 C42 H01A 109.5 . . ? C39 C42 H01B 109.5 . . ? C39 C42 H01C 109.5 . . ? H01A C42 H01B 109.5 . . ? H01A C42 H01C 109.5 . . ? H01B C42 H01C 109.5 . . ? F1 B1 F2 106.9(4) . . ? F1 B1 N1 110.6(4) . . ? F1 B1 N2 111.2(4) . . ? F2 B1 N1 111.7(4) . . ? F2 B1 N2 108.8(4) . . ? N1 B1 N2 107.7(4) . . ? F3 B2 F4 106.9(4) . . ? F3 B2 N7 110.5(5) . . ? F3 B2 N8 111.5(5) . . ? F4 B2 N7 109.4(4) . . ? F4 B2 N8 110.7(5) . . ? N8 B2 N7 107.9(4) . . ? 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 B1 1.379(6) . ? F2 B1 1.397(6) . ? F3 B2 1.383(7) . ? F4 B2 1.403(7) . ? N1 C1 1.360(6) . ? N1 C4 1.389(5) . ? N1 B1 1.525(6) . ? N2 C6 1.393(5) . ? N2 C9 1.351(5) . ? N2 B1 1.550(6) . ? N3 H006 0.8600 . ? N3 C10 1.363(5) . ? N3 C13 1.362(5) . ? N4 N5 1.402(5) . ? N4 C14 1.280(6) . ? N5 C15 1.281(6) . ? N6 H009 0.8600 . ? N6 C16 1.361(6) . ? N6 C19 1.384(6) . ? N7 C20 1.361(6) . ? N7 C23 1.402(6) . ? N7 B2 1.548(7) . ? N8 C25 1.386(6) . ? N8 C28 1.348(6) . ? N8 B2 1.516(7) . ? C1 H00S 0.9300 . ? C1 C2 1.366(7) . ? C2 H012 0.9300 . ? C3 C2 1.376(7) . ? C3 H00W 0.9300 . ? C4 C3 1.400(6) . ? C5 C4 1.405(6) . ? C6 C5 1.390(6) . ? C6 C7 1.416(6) . ? C7 H00K 0.9300 . ? C7 C8 1.356(6) . ? C8 H00M 0.9300 . ? C9 C8 1.415(6) . ? C10 C9 1.440(6) . ? C10 C11 1.392(6) . ? C11 H00P 0.9300 . ? C12 C11 1.382(6) . ? C12 H00O 0.9300 . ? C13 C12 1.376(6) . ? C14 C13 1.439(6) . ? C14 H00G 0.9300 . ? C15 H00U 0.9300 . ? C15 C16 1.423(7) . ? C16 C17 1.368(7) . ? C17 H01E 0.9300 . ? C17 C18 1.371(8) . ? C18 H01F 0.9300 . ? C19 C18 1.384(7) . ? C20 C19 1.416(7) . ? C20 C21 1.421(7) . ? C21 H01D 0.9300 . ? C22 C21 1.357(7) . ? C22 H018 0.9300 . ? C23 C22 1.407(7) . ? C23 C24 1.387(7) . ? C24 C29 1.492(7) . ? C25 C24 1.399(7) . ? C25 C26 1.392(7) . ? C26 H019 0.9300 . ? C27 C26 1.373(8) . ? C27 H017 0.9300 . ? C28 C27 1.381(8) . ? C28 H011 0.9300 . ? C29 C30 1.374(9) . ? C29 C34 1.379(8) . ? C30 H01I 0.9300 . ? C30 C31 1.405(9) . ? C31 H01J 0.9300 . ? C32 C31 1.353(10) . ? C32 C35 1.523(9) . ? C33 C32 1.389(10) . ? C33 H01H 0.9300 . ? C34 C33 1.385(8) . ? C34 H01G 0.9300 . ? C35 H01K 0.9600 . ? C35 H01L 0.9600 . ? C35 H01M 0.9600 . ? C36 C5 1.491(6) . ? C36 C37 1.373(6) . ? C36 C41 1.384(6) . ? C37 H00R 0.9300 . ? C37 C38 1.389(7) . ? C38 H00Y 0.9300 . ? C39 C38 1.368(7) . ? C39 C40 1.365(7) . ? C39 C42 1.513(7) . ? C40 H00T 0.9300 . ? C41 C40 1.388(7) . ? C41 H00Q 0.9300 . ? C42 H01A 0.9600 . ? C42 H01B 0.9600 . ? C42 H01C 0.9600 . ? 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 N1 C1 C2 C3 -0.1(7) . . . . ? N1 C4 C3 C2 -0.7(6) . . . . ? N2 C6 C5 C4 2.0(7) . . . . ? N2 C6 C5 C36 -178.4(4) . . . . ? N2 C6 C7 C8 0.1(5) . . . . ? N2 C9 C8 C7 -1.3(5) . . . . ? N3 C10 C9 N2 3.5(8) . . . . ? N3 C10 C9 C8 -175.2(4) . . . . ? N3 C10 C11 C12 -0.7(5) . . . . ? N3 C13 C12 C11 -0.9(5) . . . . ? N4 N5 C15 C16 179.9(5) . . . . ? N4 C14 C13 N3 -3.2(7) . . . . ? N4 C14 C13 C12 178.9(5) . . . . ? N5 N4 C14 C13 -178.5(4) . . . . ? N5 C15 C16 N6 1.2(9) . . . . ? N5 C15 C16 C17 -175.4(7) . . . . ? N6 C16 C17 C18 -0.9(8) . . . . ? N6 C19 C18 C17 -1.0(8) . . . . ? N7 C20 C19 N6 11.1(10) . . . . ? N7 C20 C19 C18 -167.6(6) . . . . ? N7 C20 C21 C22 2.1(7) . . . . ? N7 C23 C22 C21 0.0(7) . . . . ? N7 C23 C24 C25 -2.3(9) . . . . ? N7 C23 C24 C29 175.9(5) . . . . ? N8 C25 C24 C23 -0.6(9) . . . . ? N8 C25 C24 C29 -178.8(5) . . . . ? N8 C25 C26 C27 0.2(7) . . . . ? N8 C28 C27 C26 -0.4(8) . . . . ? C1 N1 C4 C3 0.6(5) . . . . ? C1 N1 C4 C5 178.8(4) . . . . ? C1 N1 B1 F1 -52.3(6) . . . . ? C1 N1 B1 F2 66.7(6) . . . . ? C1 N1 B1 N2 -173.9(4) . . . . ? C4 N1 C1 C2 -0.3(6) . . . . ? C4 N1 B1 F1 133.5(4) . . . . ? C4 N1 B1 F2 -107.5(5) . . . . ? C4 N1 B1 N2 11.9(6) . . . . ? C4 C3 C2 C1 0.5(6) . . . . ? C5 C4 C3 C2 -178.6(5) . . . . ? C5 C6 C7 C8 175.4(5) . . . . ? C5 C36 C37 C38 179.2(5) . . . . ? C5 C36 C41 C40 -178.7(4) . . . . ? C6 N2 C9 C8 1.4(5) . . . . ? C6 N2 C9 C10 -177.4(4) . . . . ? C6 N2 B1 F1 -132.8(4) . . . . ? C6 N2 B1 F2 109.7(4) . . . . ? C6 N2 B1 N1 -11.4(6) . . . . ? C6 C5 C4 N1 -1.9(7) . . . . ? C6 C5 C4 C3 175.7(5) . . . . ? C6 C7 C8 C9 0.7(6) . . . . ? C7 C6 C5 C4 -172.7(5) . . . . ? C7 C6 C5 C36 6.9(7) . . . . ? C9 N2 C6 C5 -176.6(4) . . . . ? C9 N2 C6 C7 -1.0(5) . . . . ? C9 N2 B1 F1 50.1(6) . . . . ? C9 N2 B1 F2 -67.4(6) . . . . ? C9 N2 B1 N1 171.4(4) . . . . ? C9 C10 C11 C12 -179.0(4) . . . . ? C10 N3 C13 C12 0.5(5) . . . . ? C10 N3 C13 C14 -177.9(4) . . . . ? C10 C9 C8 C7 177.5(4) . . . . ? C11 C10 C9 N2 -178.5(5) . . . . ? C11 C10 C9 C8 2.8(7) . . . . ? C13 N3 C10 C9 178.5(4) . . . . ? C13 N3 C10 C11 0.1(5) . . . . ? C13 C12 C11 C10 1.0(6) . . . . ? C14 N4 N5 C15 167.2(5) . . . . ? C14 C13 C12 C11 177.3(5) . . . . ? C15 C16 C17 C18 176.1(6) . . . . ? C16 N6 C19 C18 0.4(7) . . . . ? C16 N6 C19 C20 -178.5(5) . . . . ? C16 C17 C18 C19 1.2(9) . . . . ? C19 N6 C16 C15 -177.0(5) . . . . ? C19 N6 C16 C17 0.3(7) . . . . ? C19 C20 C21 C22 -176.8(6) . . . . ? C20 N7 C23 C22 1.3(6) . . . . ? C20 N7 C23 C24 -174.3(5) . . . . ? C20 N7 B2 F3 54.4(7) . . . . ? C20 N7 B2 F4 -63.1(7) . . . . ? C20 N7 B2 N8 176.5(5) . . . . ? C20 C19 C18 C17 177.9(6) . . . . ? C21 C20 C19 N6 -170.3(6) . . . . ? C21 C20 C19 C18 11.0(10) . . . . ? C22 C23 C24 C25 -176.8(6) . . . . ? C22 C23 C24 C29 1.3(10) . . . . ? C23 N7 C20 C19 176.8(6) . . . . ? C23 N7 C20 C21 -2.1(6) . . . . ? C23 N7 B2 F3 -120.8(5) . . . . ? C23 N7 B2 F4 121.8(5) . . . . ? C23 N7 B2 N8 1.4(7) . . . . ? C23 C22 C21 C20 -1.3(7) . . . . ? C23 C24 C29 C30 68.4(9) . . . . ? C23 C24 C29 C34 -108.9(7) . . . . ? C24 C23 C22 C21 175.1(6) . . . . ? C24 C25 C26 C27 176.9(7) . . . . ? C24 C29 C30 C31 176.0(7) . . . . ? C24 C29 C34 C33 -178.6(6) . . . . ? C25 N8 C28 C27 0.6(7) . . . . ? C25 N8 B2 F3 117.1(6) . . . . ? C25 N8 B2 F4 -124.0(5) . . . . ? C25 N8 B2 N7 -4.4(8) . . . . ? C25 C24 C29 C30 -113.4(7) . . . . ? C25 C24 C29 C34 69.3(8) . . . . ? C26 C25 C24 C23 -176.9(6) . . . . ? C26 C25 C24 C29 4.9(10) . . . . ? C28 N8 C25 C24 -177.6(5) . . . . ? C28 N8 C25 C26 -0.5(7) . . . . ? C28 N8 B2 F3 -60.6(7) . . . . ? C28 N8 B2 F4 58.3(7) . . . . ? C28 N8 B2 N7 177.9(5) . . . . ? C28 C27 C26 C25 0.1(8) . . . . ? C29 C30 C31 C32 3.3(14) . . . . ? C29 C34 C33 C32 2.1(11) . . . . ? C30 C29 C34 C33 4.0(10) . . . . ? C33 C32 C31 C30 2.6(13) . . . . ? C34 C29 C30 C31 -6.6(11) . . . . ? C34 C33 C32 C31 -5.3(12) . . . . ? C34 C33 C32 C35 177.5(7) . . . . ? C35 C32 C31 C30 179.7(8) . . . . ? C36 C5 C4 N1 178.4(4) . . . . ? C36 C5 C4 C3 -3.9(8) . . . . ? C36 C37 C38 C39 0.0(9) . . . . ? C36 C41 C40 C39 -0.9(8) . . . . ? C37 C36 C5 C4 62.7(6) . . . . ? C37 C36 C5 C6 -117.0(5) . . . . ? C37 C36 C41 C40 2.1(7) . . . . ? C38 C39 C40 C41 -0.7(8) . . . . ? C40 C39 C38 C37 1.2(8) . . . . ? C41 C36 C5 C4 -116.5(5) . . . . ? C41 C36 C5 C6 63.9(6) . . . . ? C41 C36 C37 C38 -1.6(8) . . . . ? C42 C39 C38 C37 -178.7(5) . . . . ? C42 C39 C40 C41 179.2(5) . . . . ? B1 N1 C1 C2 -175.4(5) . . . . ? B1 N1 C4 C3 175.7(4) . . . . ? B1 N1 C4 C5 -6.1(7) . . . . ? B1 N2 C6 C5 5.7(6) . . . . ? B1 N2 C6 C7 -178.6(4) . . . . ? B1 N2 C9 C8 178.9(4) . . . . ? B1 N2 C9 C10 0.1(7) . . . . ? B2 N7 C20 C19 1.0(10) . . . . ? B2 N7 C20 C21 -177.8(5) . . . . ? B2 N7 C23 C22 177.3(5) . . . . ? B2 N7 C23 C24 1.7(8) . . . . ? B2 N8 C25 C24 4.3(9) . . . . ? B2 N8 C25 C26 -178.6(5) . . . . ? B2 N8 C28 C27 178.6(5) . . . . ?