# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_r20230702b_autored
_database_code_depnum_ccdc_archive 'CCDC 2380501'
loop_
_audit_author_name
_audit_author_address
'Zhijian Chen'
;Tianjin University
China
;
_audit_update_record             
;
2024-08-29 deposited with the CCDC.	2024-10-11 downloaded from the CCDC.
;
_audit_creation_date             2023-07-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        'aza-BODIPY 2'
_chemical_formula_moiety         'C56 H40 B F2 N5'
_chemical_formula_sum            'C56 H40 B F2 N5'
_chemical_formula_weight         831.74
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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'

_cell_length_a                   18.5325(6)
_cell_length_b                   20.7014(5)
_cell_length_c                   12.3772(4)
_cell_angle_alpha                90
_cell_angle_beta                 109.354(4)
_cell_angle_gamma                90
_cell_volume                     4480.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11141
_cell_measurement_temperature    113.15
_cell_measurement_theta_max      32.2160
_cell_measurement_theta_min      1.9960
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.979
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.28978
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1736
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0849
_diffrn_reflns_av_unetI/netI     0.0661
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            46065
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.002
_diffrn_ambient_temperature      113.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -120.00  60.00   0.50    1.00    --  -30.00   0.00  90.00  360
  2  ω   -120.00   2.00   0.50    1.00    --  -30.00 -70.00 180.00  244
  3  ω    -90.00  30.00   0.50    1.00    --  -30.00   0.00   0.00  240
  4  ω    -90.00   2.00   0.50    1.00    --  -30.00 -70.00  90.00  184
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  'Rigaku mm007 Saturn 944+'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0401380000
_diffrn_orient_matrix_UB_12      -0.0011115000
_diffrn_orient_matrix_UB_13      -0.0279827000
_diffrn_orient_matrix_UB_21      -0.0046858000
_diffrn_orient_matrix_UB_22      -0.0139393000
_diffrn_orient_matrix_UB_23      0.0495905000
_diffrn_orient_matrix_UB_31      -0.0035176000
_diffrn_orient_matrix_UB_32      0.0312849000
_diffrn_orient_matrix_UB_33      0.0211307000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6364
_reflns_number_total             9116
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.206
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     577
_refine_ls_number_reflns         9116
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0900
_refine_ls_R_factor_gt           0.0605
_refine_ls_restrained_S_all      1.022
_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/[σ²(Fo²)+(0.0511P)²+1.4029P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1269
_refine_ls_wR_factor_ref         0.1445
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14), C16(H16),
 C17(H17), C19(H19), C20(H20), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26),
  C28(H28), C29(H29), C30(H30), C31(H31), C32(H32), C34(H34), C35(H35),
 C36(H36), C37(H37), C38(H38), C40(H40), C41(H41), C43(H43), C44(H44), C46(H46),
  C47(H47), C48(H48), C49(H49), C50(H50), C52(H52), C53(H53), C54(H54),
 C55(H55), C56(H56)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.26945(7) 0.42349(6) 0.57605(11) 0.0295(3) Uani 1 1 d . . . . .
F2 F 0.19676(7) 0.41924(5) 0.38614(10) 0.0284(3) Uani 1 1 d . . . . .
N1 N 0.30502(10) 0.57817(8) 0.40095(15) 0.0246(4) Uani 1 1 d . . . . .
N2 N 0.21953(10) 0.52352(8) 0.48040(15) 0.0235(4) Uani 1 1 d . . . . .
N3 N 0.32313(10) 0.46403(8) 0.43467(15) 0.0239(4) Uani 1 1 d . . . . .
N4 N 0.00982(11) 0.38441(9) 0.75339(17) 0.0353(5) Uani 1 1 d . . . . .
N5 N 0.42022(10) 0.15606(8) 0.54940(16) 0.0294(4) Uani 1 1 d . . . . .
C1 C 0.24845(12) 0.57867(10) 0.44499(18) 0.0242(5) Uani 1 1 d . . . . .
C2 C 0.21165(12) 0.63445(10) 0.47060(18) 0.0254(5) Uani 1 1 d . . . . .
C3 C 0.16067(13) 0.61099(10) 0.52149(19) 0.0278(5) Uani 1 1 d . . . . .
H3 H 0.127759 0.636701 0.548523 0.033 Uiso 1 1 calc R U . . .
C4 C 0.16523(12) 0.54332(10) 0.52690(18) 0.0258(5) Uani 1 1 d . . . . .
C5 C 0.37756(12) 0.42094(10) 0.42744(18) 0.0240(5) Uani 1 1 d . . . . .
C6 C 0.42779(12) 0.45291(10) 0.38069(18) 0.0257(5) Uani 1 1 d . . . . .
H6 H 0.470827 0.433754 0.367867 0.031 Uiso 1 1 calc R U . . .
C7 C 0.40485(12) 0.51600(10) 0.35660(17) 0.0242(5) Uani 1 1 d . . . . .
C8 C 0.33968(12) 0.52352(10) 0.39439(18) 0.0236(5) Uani 1 1 d . . . . .
C9 C 0.22798(13) 0.70232(11) 0.4525(2) 0.0298(5) Uani 1 1 d . . . . .
C10 C 0.26142(16) 0.72088(12) 0.3716(2) 0.0450(7) Uani 1 1 d . . . . .
H10 H 0.273812 0.688919 0.325553 0.054 Uiso 1 1 calc R U . . .
C11 C 0.27684(18) 0.78514(12) 0.3575(3) 0.0564(8) Uani 1 1 d . . . . .
H11 H 0.299850 0.796863 0.302175 0.068 Uiso 1 1 calc R U . . .
C12 C 0.25890(16) 0.83241(12) 0.4235(3) 0.0509(8) Uani 1 1 d . . . . .
H12 H 0.270088 0.876446 0.414298 0.061 Uiso 1 1 calc R U . . .
C13 C 0.22491(16) 0.81532(12) 0.5021(3) 0.0463(7) Uani 1 1 d . . . . .
H13 H 0.211806 0.847782 0.546619 0.056 Uiso 1 1 calc R U . . .
C14 C 0.20952(14) 0.75137(11) 0.5174(2) 0.0385(6) Uani 1 1 d . . . . .
H14 H 0.186108 0.740345 0.572497 0.046 Uiso 1 1 calc R U . . .
C15 C 0.12085(12) 0.50136(11) 0.57605(19) 0.0267(5) Uani 1 1 d . . . . .
C16 C 0.09623(13) 0.52658(11) 0.66292(19) 0.0302(5) Uani 1 1 d . . . . .
H16 H 0.105420 0.570875 0.682783 0.036 Uiso 1 1 calc R U . . .
C17 C 0.05920(13) 0.48948(11) 0.7205(2) 0.0316(5) Uani 1 1 d . . . . .
H17 H 0.044433 0.508048 0.780191 0.038 Uiso 1 1 calc R U . . .
C18 C 0.04317(12) 0.42413(11) 0.6912(2) 0.0301(5) Uani 1 1 d . . . . .
C19 C 0.06295(13) 0.39977(11) 0.5995(2) 0.0307(5) Uani 1 1 d . . . . .
H19 H 0.049830 0.356529 0.575139 0.037 Uiso 1 1 calc R U . . .
C20 C 0.10105(13) 0.43706(11) 0.54355(19) 0.0293(5) Uani 1 1 d . . . . .
H20 H 0.114143 0.418960 0.481982 0.035 Uiso 1 1 calc R U . . .
C21 C -0.03085(13) 0.41198(12) 0.8228(2) 0.0338(6) Uani 1 1 d . . . . .
C22 C -0.08491(14) 0.45942(12) 0.7794(2) 0.0377(6) Uani 1 1 d . . . . .
H22 H -0.096059 0.473555 0.702586 0.045 Uiso 1 1 calc R U . . .
C23 C -0.12295(15) 0.48650(14) 0.8474(2) 0.0452(7) Uani 1 1 d . . . . .
H23 H -0.159935 0.519370 0.817203 0.054 Uiso 1 1 calc R U . . .
C24 C -0.10748(16) 0.46606(15) 0.9583(2) 0.0518(8) Uani 1 1 d . . . . .
H24 H -0.133244 0.485035 1.005201 0.062 Uiso 1 1 calc R U . . .
C25 C -0.05456(17) 0.41802(15) 1.0012(2) 0.0534(8) Uani 1 1 d . . . . .
H25 H -0.044439 0.403537 1.077630 0.064 Uiso 1 1 calc R U . . .
C26 C -0.01571(15) 0.39038(13) 0.9345(2) 0.0437(7) Uani 1 1 d . . . . .
H26 H 0.020753 0.357140 0.964645 0.052 Uiso 1 1 calc R U . . .
C27 C 0.02142(15) 0.31601(12) 0.7592(2) 0.0377(6) Uani 1 1 d . . . . .
C28 C -0.04070(16) 0.27546(13) 0.7461(2) 0.0471(7) Uani 1 1 d . . . . .
H28 H -0.090443 0.293038 0.730901 0.056 Uiso 1 1 calc R U . . .
C29 C -0.0296(2) 0.20921(14) 0.7554(3) 0.0616(9) Uani 1 1 d . . . . .
H29 H -0.071926 0.181517 0.747107 0.074 Uiso 1 1 calc R U . . .
C30 C 0.0422(2) 0.18293(15) 0.7764(3) 0.0684(10) Uani 1 1 d . . . . .
H30 H 0.049322 0.137463 0.782520 0.082 Uiso 1 1 calc R U . . .
C31 C 0.1032(2) 0.22336(14) 0.7883(3) 0.0641(9) Uani 1 1 d . . . . .
H31 H 0.152675 0.205558 0.801636 0.077 Uiso 1 1 calc R U . . .
C32 C 0.09342(16) 0.28994(13) 0.7812(3) 0.0507(7) Uani 1 1 d . . . . .
H32 H 0.136189 0.317469 0.791444 0.061 Uiso 1 1 calc R U . . .
C33 C 0.43865(12) 0.56428(10) 0.30179(18) 0.0246(5) Uani 1 1 d . . . . .
C34 C 0.39701(13) 0.61739(10) 0.24235(19) 0.0290(5) Uani 1 1 d . . . . .
H34 H 0.345097 0.622986 0.237240 0.035 Uiso 1 1 calc R U . . .
C35 C 0.43158(14) 0.66183(11) 0.1909(2) 0.0335(6) Uani 1 1 d . . . . .
H35 H 0.403157 0.697605 0.150383 0.040 Uiso 1 1 calc R U . . .
C36 C 0.50668(14) 0.65417(11) 0.1986(2) 0.0343(6) Uani 1 1 d . . . . .
H36 H 0.530344 0.685268 0.164830 0.041 Uiso 1 1 calc R U . . .
C37 C 0.54808(14) 0.60154(12) 0.2550(2) 0.0351(6) Uani 1 1 d . . . . .
H37 H 0.599779 0.596111 0.258823 0.042 Uiso 1 1 calc R U . . .
C38 C 0.51419(13) 0.55679(11) 0.30573(19) 0.0301(5) Uani 1 1 d . . . . .
H38 H 0.542750 0.520466 0.343799 0.036 Uiso 1 1 calc R U . . .
C39 C 0.38508(12) 0.35332(10) 0.46148(18) 0.0240(5) Uani 1 1 d . . . . .
C40 C 0.45780(13) 0.32509(10) 0.49027(18) 0.0257(5) Uani 1 1 d . . . . .
H40 H 0.499742 0.350769 0.487919 0.031 Uiso 1 1 calc R U . . .
C41 C 0.47008(12) 0.26125(10) 0.52180(18) 0.0254(5) Uani 1 1 d . . . . .
H41 H 0.520235 0.243760 0.542718 0.030 Uiso 1 1 calc R U . . .
C42 C 0.40903(13) 0.22206(10) 0.52316(19) 0.0261(5) Uani 1 1 d . . . . .
C43 C 0.33641(13) 0.24975(11) 0.4962(2) 0.0312(5) Uani 1 1 d . . . . .
H43 H 0.294565 0.223932 0.498539 0.037 Uiso 1 1 calc R U . . .
C44 C 0.32470(13) 0.31395(10) 0.46641(19) 0.0297(5) Uani 1 1 d . . . . .
H44 H 0.274923 0.331832 0.448896 0.036 Uiso 1 1 calc R U . . .
C45 C 0.49254(12) 0.13310(10) 0.62297(19) 0.0265(5) Uani 1 1 d . . . . .
C46 C 0.52636(13) 0.16057(11) 0.73060(19) 0.0298(5) Uani 1 1 d . . . . .
H46 H 0.502231 0.195508 0.754892 0.036 Uiso 1 1 calc R U . . .
C47 C 0.59538(14) 0.13660(12) 0.8019(2) 0.0366(6) Uani 1 1 d . . . . .
H47 H 0.618862 0.155583 0.875045 0.044 Uiso 1 1 calc R U . . .
C48 C 0.63055(14) 0.08537(12) 0.7679(2) 0.0379(6) Uani 1 1 d . . . . .
H48 H 0.677686 0.068866 0.817682 0.045 Uiso 1 1 calc R U . . .
C49 C 0.59673(14) 0.05839(12) 0.6613(2) 0.0370(6) Uani 1 1 d . . . . .
H49 H 0.620843 0.023169 0.637720 0.044 Uiso 1 1 calc R U . . .
C50 C 0.52812(14) 0.08198(11) 0.5881(2) 0.0326(5) Uani 1 1 d . . . . .
H50 H 0.505461 0.063332 0.514472 0.039 Uiso 1 1 calc R U . . .
C51 C 0.36093(13) 0.10997(10) 0.50209(19) 0.0269(5) Uani 1 1 d . . . . .
C52 C 0.35227(14) 0.05870(11) 0.5692(2) 0.0343(6) Uani 1 1 d . . . . .
H52 H 0.384903 0.054923 0.646466 0.041 Uiso 1 1 calc R U . . .
C53 C 0.29591(15) 0.01328(12) 0.5229(2) 0.0393(6) Uani 1 1 d . . . . .
H53 H 0.289789 -0.021529 0.569158 0.047 Uiso 1 1 calc R U . . .
C54 C 0.24837(13) 0.01760(11) 0.4107(2) 0.0328(5) Uani 1 1 d . . . . .
H54 H 0.210025 -0.014112 0.379696 0.039 Uiso 1 1 calc R U . . .
C55 C 0.25709(12) 0.06871(10) 0.3437(2) 0.0292(5) Uani 1 1 d . . . . .
H55 H 0.224378 0.072283 0.266440 0.035 Uiso 1 1 calc R U . . .
C56 C 0.31334(12) 0.11444(10) 0.38906(19) 0.0263(5) Uani 1 1 d . . . . .
H56 H 0.319469 0.149132 0.342614 0.032 Uiso 1 1 calc R U . . .
B1 B 0.25107(15) 0.45461(12) 0.4716(2) 0.0261(6) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 1.382(3) . ?
F2 B1 1.401(3) . ?
N1 C1 1.332(3) . ?
N1 C8 1.317(3) . ?
N2 C1 1.392(3) . ?
N2 C4 1.377(3) . ?
N2 B1 1.559(3) . ?
N3 C5 1.372(3) . ?
N3 C8 1.400(3) . ?
N3 B1 1.561(3) . ?
N4 C18 1.402(3) . ?
N4 C21 1.436(3) . ?
N4 C27 1.430(3) . ?
N5 C42 1.404(3) . ?
N5 C45 1.429(3) . ?
N5 C51 1.426(3) . ?
C1 C2 1.429(3) . ?
C2 C3 1.385(3) . ?
C2 C9 1.470(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.404(3) . ?
C4 C15 1.460(3) . ?
C5 C6 1.413(3) . ?
C5 C39 1.455(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.375(3) . ?
C7 C8 1.441(3) . ?
C7 C33 1.461(3) . ?
C9 C10 1.394(3) . ?
C9 C14 1.405(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.384(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.384(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.370(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.380(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.401(3) . ?
C15 C20 1.404(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.376(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.406(3) . ?
C18 C19 1.398(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.377(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.379(3) . ?
C21 C26 1.389(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.383(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.373(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.374(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.386(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.390(3) . ?
C27 C32 1.380(4) . ?
C28 H28 0.9500 . ?
C28 C29 1.386(4) . ?
C29 H29 0.9500 . ?
C29 C30 1.379(5) . ?
C30 H30 0.9500 . ?
C30 C31 1.376(4) . ?
C31 H31 0.9500 . ?
C31 C32 1.389(4) . ?
C32 H32 0.9500 . ?
C33 C34 1.403(3) . ?
C33 C38 1.393(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.390(3) . ?
C35 H35 0.9500 . ?
C35 C36 1.373(3) . ?
C36 H36 0.9500 . ?
C36 C37 1.381(3) . ?
C37 H37 0.9500 . ?
C37 C38 1.382(3) . ?
C38 H38 0.9500 . ?
C39 C40 1.402(3) . ?
C39 C44 1.402(3) . ?
C40 H40 0.9500 . ?
C40 C41 1.375(3) . ?
C41 H41 0.9500 . ?
C41 C42 1.397(3) . ?
C42 C43 1.398(3) . ?
C43 H43 0.9500 . ?
C43 C44 1.377(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.392(3) . ?
C45 C50 1.389(3) . ?
C46 H46 0.9500 . ?
C46 C47 1.383(3) . ?
C47 H47 0.9500 . ?
C47 C48 1.381(3) . ?
C48 H48 0.9500 . ?
C48 C49 1.378(3) . ?
C49 H49 0.9500 . ?
C49 C50 1.383(3) . ?
C50 H50 0.9500 . ?
C51 C52 1.390(3) . ?
C51 C56 1.388(3) . ?
C52 H52 0.9500 . ?
C52 C53 1.381(3) . ?
C53 H53 0.9500 . ?
C53 C54 1.379(3) . ?
C54 H54 0.9500 . ?
C54 C55 1.387(3) . ?
C55 H55 0.9500 . ?
C55 C56 1.382(3) . ?
C56 H56 0.9500 . ?

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
C8 N1 C1 119.86(18) . . ?
C1 N2 B1 122.42(17) . . ?
C4 N2 C1 107.36(17) . . ?
C4 N2 B1 130.12(18) . . ?
C5 N3 C8 107.23(17) . . ?
C5 N3 B1 131.08(18) . . ?
C8 N3 B1 121.60(17) . . ?
C18 N4 C21 120.64(19) . . ?
C18 N4 C27 121.48(19) . . ?
C27 N4 C21 117.58(18) . . ?
C42 N5 C45 120.44(18) . . ?
C42 N5 C51 121.44(18) . . ?
C51 N5 C45 118.11(17) . . ?
N1 C1 N2 124.03(19) . . ?
N1 C1 C2 126.52(19) . . ?
N2 C1 C2 109.33(18) . . ?
C1 C2 C9 126.93(19) . . ?
C3 C2 C1 105.37(18) . . ?
C3 C2 C9 127.61(19) . . ?
C2 C3 H3 125.3 . . ?
C2 C3 C4 109.40(19) . . ?
C4 C3 H3 125.3 . . ?
N2 C4 C3 108.53(18) . . ?
N2 C4 C15 125.99(19) . . ?
C3 C4 C15 125.46(19) . . ?
N3 C5 C6 108.70(18) . . ?
N3 C5 C39 127.50(19) . . ?
C6 C5 C39 123.80(18) . . ?
C5 C6 H6 125.2 . . ?
C7 C6 C5 109.59(19) . . ?
C7 C6 H6 125.2 . . ?
C6 C7 C8 105.33(18) . . ?
C6 C7 C33 126.96(19) . . ?
C8 C7 C33 127.69(19) . . ?
N1 C8 N3 124.40(19) . . ?
N1 C8 C7 126.26(19) . . ?
N3 C8 C7 109.06(18) . . ?
C10 C9 C2 122.4(2) . . ?
C10 C9 C14 117.5(2) . . ?
C14 C9 C2 120.1(2) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 121.0(2) . . ?
C11 C10 H10 119.5 . . ?
C10 C11 H11 119.8 . . ?
C10 C11 C12 120.3(3) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 H12 120.2 . . ?
C13 C12 C11 119.6(2) . . ?
C13 C12 H12 120.2 . . ?
C12 C13 H13 119.7 . . ?
C12 C13 C14 120.6(2) . . ?
C14 C13 H13 119.7 . . ?
C9 C14 H14 119.5 . . ?
C13 C14 C9 121.0(2) . . ?
C13 C14 H14 119.5 . . ?
C16 C15 C4 118.0(2) . . ?
C16 C15 C20 116.9(2) . . ?
C20 C15 C4 125.1(2) . . ?
C15 C16 H16 118.8 . . ?
C17 C16 C15 122.3(2) . . ?
C17 C16 H16 118.8 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.2(2) . . ?
C18 C17 H17 119.9 . . ?
N4 C18 C17 121.1(2) . . ?
C19 C18 N4 121.1(2) . . ?
C19 C18 C17 117.8(2) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 C18 121.5(2) . . ?
C20 C19 H19 119.3 . . ?
C15 C20 H20 119.5 . . ?
C19 C20 C15 121.1(2) . . ?
C19 C20 H20 119.5 . . ?
C22 C21 N4 120.5(2) . . ?
C22 C21 C26 119.9(2) . . ?
C26 C21 N4 119.6(2) . . ?
C21 C22 H22 119.9 . . ?
C21 C22 C23 120.2(2) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 119.9 . . ?
C24 C23 C22 120.2(3) . . ?
C24 C23 H23 119.9 . . ?
C23 C24 H24 120.2 . . ?
C23 C24 C25 119.7(3) . . ?
C25 C24 H24 120.2 . . ?
C24 C25 H25 119.5 . . ?
C24 C25 C26 120.9(3) . . ?
C26 C25 H25 119.5 . . ?
C21 C26 H26 120.5 . . ?
C25 C26 C21 119.1(3) . . ?
C25 C26 H26 120.5 . . ?
C28 C27 N4 119.2(2) . . ?
C32 C27 N4 121.1(2) . . ?
C32 C27 C28 119.7(2) . . ?
C27 C28 H28 120.2 . . ?
C29 C28 C27 119.5(3) . . ?
C29 C28 H28 120.2 . . ?
C28 C29 H29 119.5 . . ?
C30 C29 C28 120.9(3) . . ?
C30 C29 H29 119.5 . . ?
C29 C30 H30 120.4 . . ?
C31 C30 C29 119.2(3) . . ?
C31 C30 H30 120.4 . . ?
C30 C31 H31 119.6 . . ?
C30 C31 C32 120.7(3) . . ?
C32 C31 H31 119.6 . . ?
C27 C32 C31 119.9(3) . . ?
C27 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C34 C33 C7 122.3(2) . . ?
C38 C33 C7 119.2(2) . . ?
C38 C33 C34 118.5(2) . . ?
C33 C34 H34 119.9 . . ?
C35 C34 C33 120.1(2) . . ?
C35 C34 H34 119.9 . . ?
C34 C35 H35 119.9 . . ?
C36 C35 C34 120.2(2) . . ?
C36 C35 H35 119.9 . . ?
C35 C36 H36 119.8 . . ?
C35 C36 C37 120.4(2) . . ?
C37 C36 H36 119.8 . . ?
C36 C37 H37 120.0 . . ?
C36 C37 C38 119.9(2) . . ?
C38 C37 H37 120.0 . . ?
C33 C38 H38 119.6 . . ?
C37 C38 C33 120.8(2) . . ?
C37 C38 H38 119.6 . . ?
C40 C39 C5 117.79(19) . . ?
C44 C39 C5 124.79(19) . . ?
C44 C39 C40 117.42(19) . . ?
C39 C40 H40 119.1 . . ?
C41 C40 C39 121.8(2) . . ?
C41 C40 H40 119.1 . . ?
C40 C41 H41 119.9 . . ?
C40 C41 C42 120.2(2) . . ?
C42 C41 H41 119.9 . . ?
C41 C42 N5 120.66(19) . . ?
C41 C42 C43 118.60(19) . . ?
C43 C42 N5 120.7(2) . . ?
C42 C43 H43 119.6 . . ?
C44 C43 C42 120.9(2) . . ?
C44 C43 H43 119.6 . . ?
C39 C44 H44 119.5 . . ?
C43 C44 C39 121.0(2) . . ?
C43 C44 H44 119.5 . . ?
C46 C45 N5 120.2(2) . . ?
C50 C45 N5 119.8(2) . . ?
C50 C45 C46 119.9(2) . . ?
C45 C46 H46 120.3 . . ?
C47 C46 C45 119.5(2) . . ?
C47 C46 H46 120.3 . . ?
C46 C47 H47 119.6 . . ?
C48 C47 C46 120.7(2) . . ?
C48 C47 H47 119.6 . . ?
C47 C48 H48 120.3 . . ?
C49 C48 C47 119.5(2) . . ?
C49 C48 H48 120.3 . . ?
C48 C49 H49 119.6 . . ?
C48 C49 C50 120.8(2) . . ?
C50 C49 H49 119.6 . . ?
C45 C50 H50 120.2 . . ?
C49 C50 C45 119.6(2) . . ?
C49 C50 H50 120.2 . . ?
C52 C51 N5 119.4(2) . . ?
C56 C51 N5 120.99(19) . . ?
C56 C51 C52 119.5(2) . . ?
C51 C52 H52 120.2 . . ?
C53 C52 C51 119.6(2) . . ?
C53 C52 H52 120.2 . . ?
C52 C53 H53 119.4 . . ?
C54 C53 C52 121.1(2) . . ?
C54 C53 H53 119.4 . . ?
C53 C54 H54 120.3 . . ?
C53 C54 C55 119.3(2) . . ?
C55 C54 H54 120.3 . . ?
C54 C55 H55 120.0 . . ?
C56 C55 C54 120.1(2) . . ?
C56 C55 H55 120.0 . . ?
C51 C56 H56 119.8 . . ?
C55 C56 C51 120.4(2) . . ?
C55 C56 H56 119.8 . . ?
F1 B1 F2 110.81(18) . . ?
F1 B1 N2 110.07(18) . . ?
F1 B1 N3 111.27(19) . . ?
F2 B1 N2 109.81(18) . . ?
F2 B1 N3 108.33(18) . . ?
N2 B1 N3 106.44(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
N1 C1 C2 C3 -176.1(2) . . . . ?
N1 C1 C2 C9 0.8(4) . . . . ?
N2 C1 C2 C3 0.0(2) . . . . ?
N2 C1 C2 C9 176.8(2) . . . . ?
N2 C4 C15 C16 151.0(2) . . . . ?
N2 C4 C15 C20 -28.5(4) . . . . ?
N3 C5 C6 C7 -0.9(2) . . . . ?
N3 C5 C39 C40 -155.0(2) . . . . ?
N3 C5 C39 C44 25.7(3) . . . . ?
N4 C18 C19 C20 -174.9(2) . . . . ?
N4 C21 C22 C23 -178.9(2) . . . . ?
N4 C21 C26 C25 179.1(2) . . . . ?
N4 C27 C28 C29 -177.9(2) . . . . ?
N4 C27 C32 C31 178.9(3) . . . . ?
N5 C42 C43 C44 -177.6(2) . . . . ?
N5 C45 C46 C47 178.28(19) . . . . ?
N5 C45 C50 C49 -177.7(2) . . . . ?
N5 C51 C52 C53 -178.7(2) . . . . ?
N5 C51 C56 C55 178.70(19) . . . . ?
C1 N1 C8 N3 -2.2(3) . . . . ?
C1 N1 C8 C7 -175.4(2) . . . . ?
C1 N2 C4 C3 -0.5(2) . . . . ?
C1 N2 C4 C15 -179.3(2) . . . . ?
C1 N2 B1 F1 128.3(2) . . . . ?
C1 N2 B1 F2 -109.4(2) . . . . ?
C1 N2 B1 N3 7.6(3) . . . . ?
C1 C2 C3 C4 -0.3(2) . . . . ?
C1 C2 C9 C10 23.9(4) . . . . ?
C1 C2 C9 C14 -156.4(2) . . . . ?
C2 C3 C4 N2 0.5(3) . . . . ?
C2 C3 C4 C15 179.3(2) . . . . ?
C2 C9 C10 C11 -179.3(3) . . . . ?
C2 C9 C14 C13 179.5(2) . . . . ?
C3 C2 C9 C10 -159.9(2) . . . . ?
C3 C2 C9 C14 19.8(4) . . . . ?
C3 C4 C15 C16 -27.5(3) . . . . ?
C3 C4 C15 C20 152.9(2) . . . . ?
C4 N2 C1 N1 176.5(2) . . . . ?
C4 N2 C1 C2 0.4(2) . . . . ?
C4 N2 B1 F1 -47.5(3) . . . . ?
C4 N2 B1 F2 74.8(3) . . . . ?
C4 N2 B1 N3 -168.2(2) . . . . ?
C4 C15 C16 C17 -175.0(2) . . . . ?
C4 C15 C20 C19 176.0(2) . . . . ?
C5 N3 C8 N1 -171.7(2) . . . . ?
C5 N3 C8 C7 2.4(2) . . . . ?
C5 N3 B1 F1 51.3(3) . . . . ?
C5 N3 B1 F2 -70.7(3) . . . . ?
C5 N3 B1 N2 171.23(19) . . . . ?
C5 C6 C7 C8 2.3(2) . . . . ?
C5 C6 C7 C33 -176.4(2) . . . . ?
C5 C39 C40 C41 -179.03(19) . . . . ?
C5 C39 C44 C43 178.0(2) . . . . ?
C6 C5 C39 C40 24.6(3) . . . . ?
C6 C5 C39 C44 -154.6(2) . . . . ?
C6 C7 C8 N1 171.1(2) . . . . ?
C6 C7 C8 N3 -2.9(2) . . . . ?
C6 C7 C33 C34 155.2(2) . . . . ?
C6 C7 C33 C38 -23.1(3) . . . . ?
C7 C33 C34 C35 -179.6(2) . . . . ?
C7 C33 C38 C37 -179.9(2) . . . . ?
C8 N1 C1 N2 -3.6(3) . . . . ?
C8 N1 C1 C2 171.9(2) . . . . ?
C8 N3 C5 C6 -1.0(2) . . . . ?
C8 N3 C5 C39 178.7(2) . . . . ?
C8 N3 B1 F1 -132.6(2) . . . . ?
C8 N3 B1 F2 105.3(2) . . . . ?
C8 N3 B1 N2 -12.7(3) . . . . ?
C8 C7 C33 C34 -23.2(3) . . . . ?
C8 C7 C33 C38 158.6(2) . . . . ?
C9 C2 C3 C4 -177.1(2) . . . . ?
C9 C10 C11 C12 -0.3(5) . . . . ?
C10 C9 C14 C13 -0.8(4) . . . . ?
C10 C11 C12 C13 -0.8(5) . . . . ?
C11 C12 C13 C14 1.0(4) . . . . ?
C12 C13 C14 C9 -0.3(4) . . . . ?
C14 C9 C10 C11 1.0(4) . . . . ?
C15 C16 C17 C18 -1.5(4) . . . . ?
C16 C15 C20 C19 -3.6(3) . . . . ?
C16 C17 C18 N4 176.0(2) . . . . ?
C16 C17 C18 C19 -2.8(3) . . . . ?
C17 C18 C19 C20 3.9(3) . . . . ?
C18 N4 C21 C22 48.1(3) . . . . ?
C18 N4 C21 C26 -132.2(2) . . . . ?
C18 N4 C27 C28 -135.8(3) . . . . ?
C18 N4 C27 C32 46.2(3) . . . . ?
C18 C19 C20 C15 -0.6(4) . . . . ?
C20 C15 C16 C17 4.7(3) . . . . ?
C21 N4 C18 C17 20.1(3) . . . . ?
C21 N4 C18 C19 -161.2(2) . . . . ?
C21 N4 C27 C28 50.3(3) . . . . ?
C21 N4 C27 C32 -127.6(3) . . . . ?
C21 C22 C23 C24 -0.4(4) . . . . ?
C22 C21 C26 C25 -1.2(4) . . . . ?
C22 C23 C24 C25 -0.7(4) . . . . ?
C23 C24 C25 C26 0.8(5) . . . . ?
C24 C25 C26 C21 0.1(4) . . . . ?
C26 C21 C22 C23 1.3(4) . . . . ?
C27 N4 C18 C17 -153.6(2) . . . . ?
C27 N4 C18 C19 25.2(3) . . . . ?
C27 N4 C21 C22 -138.0(2) . . . . ?
C27 N4 C21 C26 41.7(3) . . . . ?
C27 C28 C29 C30 -0.6(5) . . . . ?
C28 C27 C32 C31 1.0(4) . . . . ?
C28 C29 C30 C31 0.1(5) . . . . ?
C29 C30 C31 C32 1.0(5) . . . . ?
C30 C31 C32 C27 -1.5(5) . . . . ?
C32 C27 C28 C29 0.1(4) . . . . ?
C33 C7 C8 N1 -10.2(4) . . . . ?
C33 C7 C8 N3 175.7(2) . . . . ?
C33 C34 C35 C36 -0.3(3) . . . . ?
C34 C33 C38 C37 1.7(3) . . . . ?
C34 C35 C36 C37 1.5(4) . . . . ?
C35 C36 C37 C38 -1.1(4) . . . . ?
C36 C37 C38 C33 -0.6(4) . . . . ?
C38 C33 C34 C35 -1.3(3) . . . . ?
C39 C5 C6 C7 179.4(2) . . . . ?
C39 C40 C41 C42 1.6(3) . . . . ?
C40 C39 C44 C43 -1.2(3) . . . . ?
C40 C41 C42 N5 176.6(2) . . . . ?
C40 C41 C42 C43 -2.4(3) . . . . ?
C41 C42 C43 C44 1.5(3) . . . . ?
C42 N5 C45 C46 53.2(3) . . . . ?
C42 N5 C45 C50 -128.6(2) . . . . ?
C42 N5 C51 C52 -142.3(2) . . . . ?
C42 N5 C51 C56 39.7(3) . . . . ?
C42 C43 C44 C39 0.4(4) . . . . ?
C44 C39 C40 C41 0.3(3) . . . . ?
C45 N5 C42 C41 28.8(3) . . . . ?
C45 N5 C42 C43 -152.1(2) . . . . ?
C45 N5 C51 C52 39.0(3) . . . . ?
C45 N5 C51 C56 -139.0(2) . . . . ?
C45 C46 C47 C48 -0.7(3) . . . . ?
C46 C45 C50 C49 0.6(3) . . . . ?
C46 C47 C48 C49 0.7(3) . . . . ?
C47 C48 C49 C50 0.0(4) . . . . ?
C48 C49 C50 C45 -0.6(4) . . . . ?
C50 C45 C46 C47 0.1(3) . . . . ?
C51 N5 C42 C41 -149.8(2) . . . . ?
C51 N5 C42 C43 29.2(3) . . . . ?
C51 N5 C45 C46 -128.1(2) . . . . ?
C51 N5 C45 C50 50.1(3) . . . . ?
C51 C52 C53 C54 0.5(4) . . . . ?
C52 C51 C56 C55 0.7(3) . . . . ?
C52 C53 C54 C55 -0.4(4) . . . . ?
C53 C54 C55 C56 0.5(3) . . . . ?
C54 C55 C56 C51 -0.6(3) . . . . ?
C56 C51 C52 C53 -0.7(3) . . . . ?
B1 N2 C1 N1 -0.1(3) . . . . ?
B1 N2 C1 C2 -176.25(19) . . . . ?
B1 N2 C4 C3 175.7(2) . . . . ?
B1 N2 C4 C15 -3.0(4) . . . . ?
B1 N3 C5 C6 175.5(2) . . . . ?
B1 N3 C5 C39 -4.8(4) . . . . ?
B1 N3 C8 N1 11.4(3) . . . . ?
B1 N3 C8 C7 -174.44(18) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.188 0.287 0.113 131.1 15.3 ?
2 0.188 0.213 0.613 131.1 15.3 ?
3 -0.188 0.787 0.387 131.1 15.3 ?
4 -0.188 0.713 0.887 131.1 15.3 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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 1.929
_oxdiff_exptl_absorpt_empirical_full_min 0.463
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_r20230702c_autored
_database_code_depnum_ccdc_archive 'CCDC 2380507'
loop_
_audit_author_name
_audit_author_address
'Zhijian Chen'
;Tianjin University
China
;
_audit_update_record             
;
2024-08-29 deposited with the CCDC.	2024-10-11 downloaded from the CCDC.
;
_audit_creation_date             2023-07-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C56 H40 B F2 N5'
_chemical_formula_sum            'C56 H40 B F2 N5'
_chemical_formula_weight         831.74
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.25300(10)
_cell_length_b                   14.6147(2)
_cell_length_c                   15.2446(2)
_cell_angle_alpha                95.0590(10)
_cell_angle_beta                 105.9420(10)
_cell_angle_gamma                98.4550(10)
_cell_volume                     2152.65(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    16348
_cell_measurement_temperature    113.15
_cell_measurement_theta_max      33.9890
_cell_measurement_theta_min      1.9650
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.977
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68505
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             868
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_av_unetI/netI     0.0458
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            42501
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.281
_diffrn_reflns_theta_min         1.857
_diffrn_ambient_temperature      113.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50    1.00    --  -20.00   0.00  90.00  360
  2  ω   -110.00  55.00   0.50    1.00    --  -20.00   0.00 180.00  330
  3  ω   -110.00   7.00   0.50    1.00    --  -20.00 -70.00 180.00  234
  4  ω   -110.00   7.00   0.50    1.00    --  -20.00 -70.00  90.00  234
  5  ω   -110.00   7.00   0.50    1.00    --  -20.00 -70.00   0.00  234
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  'Rigaku mm007 Saturn 944+'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0344217000
_diffrn_orient_matrix_UB_12      -0.0141479000
_diffrn_orient_matrix_UB_13      0.0323742000
_diffrn_orient_matrix_UB_21      0.0618393000
_diffrn_orient_matrix_UB_22      0.0158967000
_diffrn_orient_matrix_UB_23      0.0362665000
_diffrn_orient_matrix_UB_31      -0.0183943000
_diffrn_orient_matrix_UB_32      0.0447158000
_diffrn_orient_matrix_UB_33      0.0046615000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8039
_reflns_number_total             10609
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     577
_refine_ls_number_reflns         10609
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0728
_refine_ls_R_factor_gt           0.0520
_refine_ls_restrained_S_all      1.047
_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/[σ²(Fo²)+(0.0502P)²+0.5776P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1139
_refine_ls_wR_factor_ref         0.1277
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Rigid bond restraints
 C23, C24
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C10(H10), C11(H11), C13(H13), C14(H14), C16(H16), C17(H17),
 C18(H18), C19(H19), C20(H20), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26),
  C28(H28), C29(H29), C30(H30), C31(H31), C32(H32), C34(H34), C35(H35),
 C36(H36), C37(H37), C38(H38), C40(H40), C41(H41), C43(H43), C44(H44), C46(H46),
  C47(H47), C48(H48), C49(H49), C50(H50), C52(H52), C53(H53), C54(H54),
 C55(H55), C56(H56)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.15348(9) 0.09544(6) 0.59587(6) 0.0304(2) Uani 1 1 d . . . . .
F2 F 0.31911(9) 0.00864(6) 0.64727(6) 0.0279(2) Uani 1 1 d . . . . .
N1 N 0.47376(12) 0.28221(8) 0.65060(8) 0.0235(3) Uani 1 1 d . . . . .
N2 N 0.35580(12) 0.16785(8) 0.71933(8) 0.0235(3) Uani 1 1 d . . . . .
N3 N 0.36690(12) 0.13389(8) 0.55892(8) 0.0223(3) Uani 1 1 d . . . . .
N4 N 0.72708(13) 0.68690(9) 0.92593(9) 0.0273(3) Uani 1 1 d . . . . .
N5 N 0.82594(13) 0.56108(9) 0.43352(9) 0.0277(3) Uani 1 1 d . . . . .
C1 C 0.44602(15) 0.22347(10) 0.57506(10) 0.0229(3) Uani 1 1 d . . . . .
C2 C 0.49774(15) 0.23914(10) 0.49755(9) 0.0233(3) Uani 1 1 d . . . . .
C3 C 0.44903(15) 0.15770(10) 0.43740(10) 0.0257(3) Uani 1 1 d . . . . .
H3 H 0.466330 0.146017 0.379693 0.031 Uiso 1 1 calc R U . . .
C4 C 0.36878(15) 0.09388(10) 0.47530(10) 0.0233(3) Uani 1 1 d . . . . .
C5 C 0.34620(15) 0.16199(11) 0.80682(10) 0.0251(3) Uani 1 1 d . . . . .
C6 C 0.41576(16) 0.24492(11) 0.86375(10) 0.0277(3) Uani 1 1 d . . . . .
H6 H 0.425904 0.257559 0.927708 0.033 Uiso 1 1 calc R U . . .
C7 C 0.46781(15) 0.30606(10) 0.81137(10) 0.0239(3) Uani 1 1 d . . . . .
C8 C 0.43179(15) 0.25544(10) 0.72131(10) 0.0232(3) Uani 1 1 d . . . . .
C9 C 0.58027(15) 0.32354(10) 0.48443(10) 0.0246(3) Uani 1 1 d . . . . .
C10 C 0.66538(15) 0.39055(11) 0.55711(10) 0.0266(3) Uani 1 1 d . . . . .
H10 H 0.668321 0.382008 0.618636 0.032 Uiso 1 1 calc R U . . .
C11 C 0.74478(15) 0.46848(11) 0.54116(10) 0.0275(3) Uani 1 1 d . . . . .
H11 H 0.801698 0.512353 0.591778 0.033 Uiso 1 1 calc R U . . .
C12 C 0.74269(15) 0.48387(10) 0.45119(10) 0.0253(3) Uani 1 1 d . . . . .
C13 C 0.65631(16) 0.41806(11) 0.37832(10) 0.0275(3) Uani 1 1 d . . . . .
H13 H 0.651368 0.427474 0.316702 0.033 Uiso 1 1 calc R U . . .
C14 C 0.57852(16) 0.33997(11) 0.39482(10) 0.0270(3) Uani 1 1 d . . . . .
H14 H 0.522090 0.295972 0.344138 0.032 Uiso 1 1 calc R U . . .
C15 C 0.88825(16) 0.64076(10) 0.50101(11) 0.0284(3) Uani 1 1 d . . . . .
C16 C 0.81433(18) 0.68067(12) 0.55329(12) 0.0370(4) Uani 1 1 d . . . . .
H16 H 0.720119 0.655205 0.544211 0.044 Uiso 1 1 calc R U . . .
C17 C 0.8785(2) 0.75778(13) 0.61876(14) 0.0496(5) Uani 1 1 d . . . . .
H17 H 0.828204 0.784319 0.655182 0.060 Uiso 1 1 calc R U . . .
C18 C 1.0146(2) 0.79639(14) 0.63157(14) 0.0506(5) Uani 1 1 d . . . . .
H18 H 1.057666 0.849215 0.676643 0.061 Uiso 1 1 calc R U . . .
C19 C 1.08808(19) 0.75821(12) 0.57887(13) 0.0403(4) Uani 1 1 d . . . . .
H19 H 1.181402 0.785263 0.586945 0.048 Uiso 1 1 calc R U . . .
C20 C 1.02558(17) 0.68024(11) 0.51404(11) 0.0316(4) Uani 1 1 d . . . . .
H20 H 1.076701 0.653598 0.478308 0.038 Uiso 1 1 calc R U . . .
C21 C 0.86110(15) 0.55822(11) 0.34899(10) 0.0279(3) Uani 1 1 d . . . . .
C22 C 0.85411(16) 0.63495(12) 0.30074(12) 0.0355(4) Uani 1 1 d . . . . .
H22 H 0.823482 0.688169 0.323007 0.043 Uiso 1 1 calc R U . . .
C23 C 0.89216(18) 0.63323(14) 0.21991(12) 0.0449(4) Uani 1 1 d . U . . .
H23 H 0.887851 0.685682 0.187253 0.054 Uiso 1 1 calc R U . . .
C24 C 0.9361(2) 0.55620(16) 0.18664(12) 0.0489(5) Uani 1 1 d . U . . .
H24 H 0.962173 0.555689 0.131458 0.059 Uiso 1 1 calc R U . . .
C25 C 0.94193(19) 0.48008(14) 0.23371(12) 0.0435(4) Uani 1 1 d . . . . .
H25 H 0.970813 0.426566 0.210417 0.052 Uiso 1 1 calc R U . . .
C26 C 0.90581(17) 0.48112(12) 0.31514(11) 0.0324(4) Uani 1 1 d . . . . .
H26 H 0.911743 0.428746 0.347843 0.039 Uiso 1 1 calc R U . . .
C27 C 0.30253(15) -0.00009(10) 0.42893(10) 0.0230(3) Uani 1 1 d . . . . .
C28 C 0.36231(15) -0.04049(10) 0.36625(10) 0.0253(3) Uani 1 1 d . . . . .
H28 H 0.442886 -0.006959 0.356786 0.030 Uiso 1 1 calc R U . . .
C29 C 0.30551(16) -0.12850(11) 0.31804(10) 0.0284(3) Uani 1 1 d . . . . .
H29 H 0.347370 -0.154989 0.275933 0.034 Uiso 1 1 calc R U . . .
C30 C 0.18809(16) -0.17811(11) 0.33085(11) 0.0297(3) Uani 1 1 d . . . . .
H30 H 0.149687 -0.238871 0.298248 0.036 Uiso 1 1 calc R U . . .
C31 C 0.12682(16) -0.13845(11) 0.39168(11) 0.0302(3) Uani 1 1 d . . . . .
H31 H 0.045537 -0.172193 0.400042 0.036 Uiso 1 1 calc R U . . .
C32 C 0.18252(15) -0.05021(10) 0.44049(10) 0.0266(3) Uani 1 1 d . . . . .
H32 H 0.139227 -0.023810 0.481747 0.032 Uiso 1 1 calc R U . . .
C33 C 0.26936(16) 0.08270(10) 0.83526(10) 0.0265(3) Uani 1 1 d . . . . .
C34 C 0.33011(18) 0.05198(11) 0.91892(11) 0.0319(4) Uani 1 1 d . . . . .
H34 H 0.421551 0.079554 0.953961 0.038 Uiso 1 1 calc R U . . .
C35 C 0.2567(2) -0.01879(12) 0.95066(12) 0.0404(4) Uani 1 1 d . . . . .
H35 H 0.298900 -0.040389 1.006746 0.049 Uiso 1 1 calc R U . . .
C36 C 0.1228(2) -0.05789(13) 0.90121(12) 0.0455(5) Uani 1 1 d . . . . .
H36 H 0.073198 -0.106436 0.923108 0.055 Uiso 1 1 calc R U . . .
C37 C 0.06073(19) -0.02620(13) 0.81946(12) 0.0406(4) Uani 1 1 d . . . . .
H37 H -0.032374 -0.051754 0.786394 0.049 Uiso 1 1 calc R U . . .
C38 C 0.13434(17) 0.04275(11) 0.78588(11) 0.0320(4) Uani 1 1 d . . . . .
H38 H 0.092324 0.062762 0.728882 0.038 Uiso 1 1 calc R U . . .
C39 C 0.53925(15) 0.40256(10) 0.83993(10) 0.0243(3) Uani 1 1 d . . . . .
C40 C 0.54954(17) 0.46421(11) 0.77588(11) 0.0311(3) Uani 1 1 d . . . . .
H40 H 0.512154 0.442320 0.711963 0.037 Uiso 1 1 calc R U . . .
C41 C 0.61321(17) 0.55645(11) 0.80410(11) 0.0305(3) Uani 1 1 d . . . . .
H41 H 0.621060 0.596635 0.759408 0.037 Uiso 1 1 calc R U . . .
C42 C 0.66576(15) 0.59089(10) 0.89704(10) 0.0255(3) Uani 1 1 d . . . . .
C43 C 0.65705(15) 0.53063(11) 0.96197(10) 0.0263(3) Uani 1 1 d . . . . .
H43 H 0.693569 0.553053 1.025823 0.032 Uiso 1 1 calc R U . . .
C44 C 0.59526(15) 0.43830(11) 0.93333(10) 0.0259(3) Uani 1 1 d . . . . .
H44 H 0.590589 0.397841 0.978275 0.031 Uiso 1 1 calc R U . . .
C45 C 0.87001(15) 0.70874(10) 0.97403(10) 0.0253(3) Uani 1 1 d . . . . .
C46 C 0.92397(17) 0.79031(11) 1.03658(10) 0.0292(3) Uani 1 1 d . . . . .
H46 H 0.865363 0.832367 1.046337 0.035 Uiso 1 1 calc R U . . .
C47 C 1.06284(18) 0.80972(12) 1.08425(11) 0.0362(4) Uani 1 1 d . . . . .
H47 H 1.099183 0.865477 1.126398 0.043 Uiso 1 1 calc R U . . .
C48 C 1.14956(18) 0.74893(14) 1.07133(13) 0.0434(4) Uani 1 1 d . . . . .
H48 H 1.244821 0.762560 1.104420 0.052 Uiso 1 1 calc R U . . .
C49 C 1.09573(18) 0.66817(14) 1.00967(13) 0.0440(4) Uani 1 1 d . . . . .
H49 H 1.154564 0.626073 1.000478 0.053 Uiso 1 1 calc R U . . .
C50 C 0.95732(17) 0.64793(12) 0.96123(11) 0.0330(4) Uani 1 1 d . . . . .
H50 H 0.921728 0.592182 0.918996 0.040 Uiso 1 1 calc R U . . .
C51 C 0.65363(17) 0.75462(11) 0.88491(10) 0.0276(3) Uani 1 1 d . . . . .
C52 C 0.7191(2) 0.83288(12) 0.85820(11) 0.0365(4) Uani 1 1 d . . . . .
H52 H 0.815557 0.841498 0.866313 0.044 Uiso 1 1 calc R U . . .
C53 C 0.6441(2) 0.89831(13) 0.81978(12) 0.0469(5) Uani 1 1 d . . . . .
H53 H 0.690022 0.952075 0.802652 0.056 Uiso 1 1 calc R U . . .
C54 C 0.5047(2) 0.88670(14) 0.80611(12) 0.0497(5) Uani 1 1 d . . . . .
H54 H 0.454286 0.932063 0.779672 0.060 Uiso 1 1 calc R U . . .
C55 C 0.4378(2) 0.80844(15) 0.83107(12) 0.0470(5) Uani 1 1 d . . . . .
H55 H 0.340948 0.799751 0.821157 0.056 Uiso 1 1 calc R U . . .
C56 C 0.51145(18) 0.74254(13) 0.87052(11) 0.0349(4) Uani 1 1 d . . . . .
H56 H 0.464939 0.689082 0.887771 0.042 Uiso 1 1 calc R U . . .
B1 B 0.29403(17) 0.09655(12) 0.62998(11) 0.0230(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 1.3883(19) . ?
F2 B1 1.3806(19) . ?
N1 C1 1.3107(18) . ?
N1 C8 1.3341(18) . ?
N2 C5 1.3732(17) . ?
N2 C8 1.3905(18) . ?
N2 B1 1.557(2) . ?
N3 C1 1.3978(18) . ?
N3 C4 1.3611(18) . ?
N3 B1 1.5680(19) . ?
N4 C42 1.4274(19) . ?
N4 C45 1.4206(19) . ?
N4 C51 1.4168(19) . ?
N5 C12 1.4040(18) . ?
N5 C15 1.4254(19) . ?
N5 C21 1.4292(19) . ?
C1 C2 1.4444(19) . ?
C2 C3 1.374(2) . ?
C2 C9 1.452(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.4183(19) . ?
C4 C27 1.462(2) . ?
C5 C6 1.397(2) . ?
C5 C33 1.469(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.393(2) . ?
C7 C8 1.425(2) . ?
C7 C39 1.459(2) . ?
C9 C10 1.405(2) . ?
C9 C14 1.4035(19) . ?
C10 H10 0.9500 . ?
C10 C11 1.380(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.404(2) . ?
C12 C13 1.401(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.377(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.389(2) . ?
C15 C20 1.394(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.386(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.380(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.379(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.387(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.394(2) . ?
C21 C26 1.388(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.390(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.379(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.376(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.389(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.402(2) . ?
C27 C32 1.3995(19) . ?
C28 H28 0.9500 . ?
C28 C29 1.383(2) . ?
C29 H29 0.9500 . ?
C29 C30 1.382(2) . ?
C30 H30 0.9500 . ?
C30 C31 1.387(2) . ?
C31 H31 0.9500 . ?
C31 C32 1.387(2) . ?
C32 H32 0.9500 . ?
C33 C34 1.401(2) . ?
C33 C38 1.392(2) . ?
C34 H34 0.9500 . ?
C34 C35 1.389(2) . ?
C35 H35 0.9500 . ?
C35 C36 1.380(3) . ?
C36 H36 0.9500 . ?
C36 C37 1.388(3) . ?
C37 H37 0.9500 . ?
C37 C38 1.388(2) . ?
C38 H38 0.9500 . ?
C39 C40 1.400(2) . ?
C39 C44 1.401(2) . ?
C40 H40 0.9500 . ?
C40 C41 1.383(2) . ?
C41 H41 0.9500 . ?
C41 C42 1.388(2) . ?
C42 C43 1.394(2) . ?
C43 H43 0.9500 . ?
C43 C44 1.380(2) . ?
C44 H44 0.9500 . ?
C45 C46 1.397(2) . ?
C45 C50 1.389(2) . ?
C46 H46 0.9500 . ?
C46 C47 1.383(2) . ?
C47 H47 0.9500 . ?
C47 C48 1.384(3) . ?
C48 H48 0.9500 . ?
C48 C49 1.382(3) . ?
C49 H49 0.9500 . ?
C49 C50 1.382(2) . ?
C50 H50 0.9500 . ?
C51 C52 1.390(2) . ?
C51 C56 1.395(2) . ?
C52 H52 0.9500 . ?
C52 C53 1.385(3) . ?
C53 H53 0.9500 . ?
C53 C54 1.369(3) . ?
C54 H54 0.9500 . ?
C54 C55 1.383(3) . ?
C55 H55 0.9500 . ?
C55 C56 1.388(2) . ?
C56 H56 0.9500 . ?

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 C8 119.60(13) . . ?
C5 N2 C8 106.83(12) . . ?
C5 N2 B1 130.22(12) . . ?
C8 N2 B1 122.92(11) . . ?
C1 N3 B1 121.62(11) . . ?
C4 N3 C1 106.96(11) . . ?
C4 N3 B1 131.41(12) . . ?
C45 N4 C42 118.05(12) . . ?
C51 N4 C42 117.75(12) . . ?
C51 N4 C45 122.02(13) . . ?
C12 N5 C15 122.03(12) . . ?
C12 N5 C21 120.20(12) . . ?
C15 N5 C21 117.53(12) . . ?
N1 C1 N3 125.10(12) . . ?
N1 C1 C2 125.49(13) . . ?
N3 C1 C2 109.35(12) . . ?
C1 C2 C9 127.60(13) . . ?
C3 C2 C1 105.24(12) . . ?
C3 C2 C9 127.14(13) . . ?
C2 C3 H3 125.5 . . ?
C2 C3 C4 109.05(12) . . ?
C4 C3 H3 125.5 . . ?
N3 C4 C3 109.41(13) . . ?
N3 C4 C27 127.51(13) . . ?
C3 C4 C27 123.08(13) . . ?
N2 C5 C6 109.37(13) . . ?
N2 C5 C33 125.39(13) . . ?
C6 C5 C33 125.19(13) . . ?
C5 C6 H6 125.6 . . ?
C7 C6 C5 108.83(13) . . ?
C7 C6 H6 125.6 . . ?
C6 C7 C8 105.22(13) . . ?
C6 C7 C39 128.27(13) . . ?
C8 C7 C39 126.47(13) . . ?
N1 C8 N2 123.57(13) . . ?
N1 C8 C7 126.45(13) . . ?
N2 C8 C7 109.70(12) . . ?
C10 C9 C2 123.71(13) . . ?
C14 C9 C2 119.30(13) . . ?
C14 C9 C10 116.99(13) . . ?
C9 C10 H10 119.2 . . ?
C11 C10 C9 121.51(13) . . ?
C11 C10 H10 119.2 . . ?
C10 C11 H11 119.5 . . ?
C10 C11 C12 120.96(14) . . ?
C12 C11 H11 119.5 . . ?
N5 C12 C11 121.91(14) . . ?
C13 C12 N5 120.27(13) . . ?
C13 C12 C11 117.81(13) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.89(13) . . ?
C14 C13 H13 119.6 . . ?
C9 C14 H14 119.1 . . ?
C13 C14 C9 121.83(14) . . ?
C13 C14 H14 119.1 . . ?
C16 C15 N5 121.33(14) . . ?
C16 C15 C20 119.27(15) . . ?
C20 C15 N5 119.39(14) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 C15 119.79(17) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.68(17) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 119.91(17) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.0 . . ?
C18 C19 C20 119.94(17) . . ?
C20 C19 H19 120.0 . . ?
C15 C20 H20 119.8 . . ?
C19 C20 C15 120.40(16) . . ?
C19 C20 H20 119.8 . . ?
C22 C21 N5 119.71(15) . . ?
C26 C21 N5 121.06(14) . . ?
C26 C21 C22 119.21(15) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 C21 119.70(17) . . ?
C23 C22 H22 120.1 . . ?
C22 C23 H23 119.7 . . ?
C24 C23 C22 120.69(17) . . ?
C24 C23 H23 119.7 . . ?
C23 C24 H24 120.1 . . ?
C25 C24 C23 119.71(16) . . ?
C25 C24 H24 120.1 . . ?
C24 C25 H25 119.8 . . ?
C24 C25 C26 120.31(18) . . ?
C26 C25 H25 119.8 . . ?
C21 C26 C25 120.37(16) . . ?
C21 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C28 C27 C4 116.76(13) . . ?
C32 C27 C4 124.71(13) . . ?
C32 C27 C28 118.49(13) . . ?
C27 C28 H28 119.6 . . ?
C29 C28 C27 120.86(14) . . ?
C29 C28 H28 119.6 . . ?
C28 C29 H29 119.9 . . ?
C30 C29 C28 120.28(14) . . ?
C30 C29 H29 119.9 . . ?
C29 C30 H30 120.3 . . ?
C29 C30 C31 119.45(14) . . ?
C31 C30 H30 120.3 . . ?
C30 C31 H31 119.5 . . ?
C30 C31 C32 120.93(14) . . ?
C32 C31 H31 119.5 . . ?
C27 C32 H32 120.0 . . ?
C31 C32 C27 119.97(14) . . ?
C31 C32 H32 120.0 . . ?
C34 C33 C5 118.61(14) . . ?
C38 C33 C5 122.04(14) . . ?
C38 C33 C34 119.11(14) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 C33 120.02(16) . . ?
C35 C34 H34 120.0 . . ?
C34 C35 H35 119.8 . . ?
C36 C35 C34 120.39(16) . . ?
C36 C35 H35 119.8 . . ?
C35 C36 H36 120.0 . . ?
C35 C36 C37 119.91(16) . . ?
C37 C36 H36 120.0 . . ?
C36 C37 H37 119.9 . . ?
C36 C37 C38 120.16(17) . . ?
C38 C37 H37 119.9 . . ?
C33 C38 H38 119.8 . . ?
C37 C38 C33 120.35(16) . . ?
C37 C38 H38 119.8 . . ?
C40 C39 C7 121.75(13) . . ?
C40 C39 C44 117.28(14) . . ?
C44 C39 C7 120.91(13) . . ?
C39 C40 H40 119.4 . . ?
C41 C40 C39 121.11(14) . . ?
C41 C40 H40 119.4 . . ?
C40 C41 H41 119.7 . . ?
C40 C41 C42 120.68(14) . . ?
C42 C41 H41 119.7 . . ?
C41 C42 N4 120.54(14) . . ?
C41 C42 C43 119.13(14) . . ?
C43 C42 N4 120.32(13) . . ?
C42 C43 H43 120.1 . . ?
C44 C43 C42 119.88(14) . . ?
C44 C43 H43 120.1 . . ?
C39 C44 H44 119.1 . . ?
C43 C44 C39 121.90(14) . . ?
C43 C44 H44 119.1 . . ?
C46 C45 N4 120.54(14) . . ?
C50 C45 N4 120.31(14) . . ?
C50 C45 C46 119.13(14) . . ?
C45 C46 H46 120.1 . . ?
C47 C46 C45 119.88(15) . . ?
C47 C46 H46 120.1 . . ?
C46 C47 H47 119.6 . . ?
C46 C47 C48 120.83(17) . . ?
C48 C47 H47 119.6 . . ?
C47 C48 H48 120.4 . . ?
C49 C48 C47 119.12(16) . . ?
C49 C48 H48 120.4 . . ?
C48 C49 H49 119.6 . . ?
C48 C49 C50 120.77(17) . . ?
C50 C49 H49 119.6 . . ?
C45 C50 H50 119.9 . . ?
C49 C50 C45 120.27(16) . . ?
C49 C50 H50 119.9 . . ?
C52 C51 N4 121.87(15) . . ?
C52 C51 C56 118.85(15) . . ?
C56 C51 N4 119.27(14) . . ?
C51 C52 H52 119.9 . . ?
C53 C52 C51 120.14(18) . . ?
C53 C52 H52 119.9 . . ?
C52 C53 H53 119.5 . . ?
C54 C53 C52 121.00(19) . . ?
C54 C53 H53 119.5 . . ?
C53 C54 H54 120.3 . . ?
C53 C54 C55 119.50(17) . . ?
C55 C54 H54 120.3 . . ?
C54 C55 H55 119.8 . . ?
C54 C55 C56 120.35(19) . . ?
C56 C55 H55 119.8 . . ?
C51 C56 H56 119.9 . . ?
C55 C56 C51 120.15(18) . . ?
C55 C56 H56 119.9 . . ?
F1 B1 N2 109.92(12) . . ?
F1 B1 N3 108.85(12) . . ?
F2 B1 F1 110.65(12) . . ?
F2 B1 N2 110.39(12) . . ?
F2 B1 N3 111.31(12) . . ?
N2 B1 N3 105.59(11) . . ?

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 176.54(15) . . . . ?
N1 C1 C2 C9 -5.0(2) . . . . ?
N2 C5 C6 C7 1.59(18) . . . . ?
N2 C5 C33 C34 137.47(15) . . . . ?
N2 C5 C33 C38 -48.2(2) . . . . ?
N3 C1 C2 C3 -0.62(16) . . . . ?
N3 C1 C2 C9 177.82(14) . . . . ?
N3 C4 C27 C28 -153.55(15) . . . . ?
N3 C4 C27 C32 28.7(2) . . . . ?
N4 C42 C43 C44 178.79(13) . . . . ?
N4 C45 C46 C47 178.71(14) . . . . ?
N4 C45 C50 C49 -178.47(15) . . . . ?
N4 C51 C52 C53 -178.88(14) . . . . ?
N4 C51 C56 C55 179.52(14) . . . . ?
N5 C12 C13 C14 177.22(14) . . . . ?
N5 C15 C16 C17 179.58(16) . . . . ?
N5 C15 C20 C19 179.54(14) . . . . ?
N5 C21 C22 C23 178.13(14) . . . . ?
N5 C21 C26 C25 -178.85(15) . . . . ?
C1 N1 C8 N2 -1.6(2) . . . . ?
C1 N1 C8 C7 171.63(14) . . . . ?
C1 N3 C4 C3 -0.06(16) . . . . ?
C1 N3 C4 C27 179.04(14) . . . . ?
C1 N3 B1 F1 106.20(15) . . . . ?
C1 N3 B1 F2 -131.57(13) . . . . ?
C1 N3 B1 N2 -11.77(17) . . . . ?
C1 C2 C3 C4 0.57(16) . . . . ?
C1 C2 C9 C10 24.9(2) . . . . ?
C1 C2 C9 C14 -156.25(15) . . . . ?
C2 C3 C4 N3 -0.34(17) . . . . ?
C2 C3 C4 C27 -179.49(13) . . . . ?
C2 C9 C10 C11 178.22(14) . . . . ?
C2 C9 C14 C13 -178.99(15) . . . . ?
C3 C2 C9 C10 -157.01(16) . . . . ?
C3 C2 C9 C14 21.9(2) . . . . ?
C3 C4 C27 C28 25.4(2) . . . . ?
C3 C4 C27 C32 -152.28(15) . . . . ?
C4 N3 C1 N1 -176.75(14) . . . . ?
C4 N3 C1 C2 0.42(16) . . . . ?
C4 N3 B1 F1 -72.90(19) . . . . ?
C4 N3 B1 F2 49.3(2) . . . . ?
C4 N3 B1 N2 169.13(14) . . . . ?
C4 C27 C28 C29 -178.95(13) . . . . ?
C4 C27 C32 C31 178.80(14) . . . . ?
C5 N2 C8 N1 172.96(13) . . . . ?
C5 N2 C8 C7 -1.28(16) . . . . ?
C5 N2 B1 F1 74.64(19) . . . . ?
C5 N2 B1 F2 -47.7(2) . . . . ?
C5 N2 B1 N3 -168.11(13) . . . . ?
C5 C6 C7 C8 -2.28(17) . . . . ?
C5 C6 C7 C39 175.51(14) . . . . ?
C5 C33 C34 C35 175.83(15) . . . . ?
C5 C33 C38 C37 -173.94(15) . . . . ?
C6 C5 C33 C34 -45.6(2) . . . . ?
C6 C5 C33 C38 128.79(17) . . . . ?
C6 C7 C8 N1 -171.83(14) . . . . ?
C6 C7 C8 N2 2.20(17) . . . . ?
C6 C7 C39 C40 -160.51(16) . . . . ?
C6 C7 C39 C44 16.7(2) . . . . ?
C7 C39 C40 C41 177.62(14) . . . . ?
C7 C39 C44 C43 -176.63(13) . . . . ?
C8 N1 C1 N3 4.0(2) . . . . ?
C8 N1 C1 C2 -172.70(14) . . . . ?
C8 N2 C5 C6 -0.17(16) . . . . ?
C8 N2 C5 C33 177.19(14) . . . . ?
C8 N2 B1 F1 -103.16(15) . . . . ?
C8 N2 B1 F2 134.51(13) . . . . ?
C8 N2 B1 N3 14.10(18) . . . . ?
C8 C7 C39 C40 16.8(2) . . . . ?
C8 C7 C39 C44 -166.01(14) . . . . ?
C9 C2 C3 C4 -177.88(14) . . . . ?
C9 C10 C11 C12 0.4(2) . . . . ?
C10 C9 C14 C13 0.0(2) . . . . ?
C10 C11 C12 N5 -177.91(14) . . . . ?
C10 C11 C12 C13 0.7(2) . . . . ?
C11 C12 C13 C14 -1.4(2) . . . . ?
C12 N5 C15 C16 -45.1(2) . . . . ?
C12 N5 C15 C20 135.77(15) . . . . ?
C12 N5 C21 C22 135.75(15) . . . . ?
C12 N5 C21 C26 -46.0(2) . . . . ?
C12 C13 C14 C9 1.1(2) . . . . ?
C14 C9 C10 C11 -0.7(2) . . . . ?
C15 N5 C12 C11 -17.4(2) . . . . ?
C15 N5 C12 C13 164.04(14) . . . . ?
C15 N5 C21 C22 -49.8(2) . . . . ?
C15 N5 C21 C26 128.49(16) . . . . ?
C15 C16 C17 C18 1.1(3) . . . . ?
C16 C15 C20 C19 0.4(2) . . . . ?
C16 C17 C18 C19 0.0(3) . . . . ?
C17 C18 C19 C20 -0.9(3) . . . . ?
C18 C19 C20 C15 0.7(3) . . . . ?
C20 C15 C16 C17 -1.3(3) . . . . ?
C21 N5 C12 C11 156.81(14) . . . . ?
C21 N5 C12 C13 -21.7(2) . . . . ?
C21 N5 C15 C16 140.54(16) . . . . ?
C21 N5 C15 C20 -38.6(2) . . . . ?
C21 C22 C23 C24 0.3(3) . . . . ?
C22 C21 C26 C25 -0.6(2) . . . . ?
C22 C23 C24 C25 0.2(3) . . . . ?
C23 C24 C25 C26 -1.0(3) . . . . ?
C24 C25 C26 C21 1.2(3) . . . . ?
C26 C21 C22 C23 -0.2(2) . . . . ?
C27 C28 C29 C30 0.2(2) . . . . ?
C28 C27 C32 C31 1.1(2) . . . . ?
C28 C29 C30 C31 0.7(2) . . . . ?
C29 C30 C31 C32 -0.7(2) . . . . ?
C30 C31 C32 C27 -0.3(2) . . . . ?
C32 C27 C28 C29 -1.1(2) . . . . ?
C33 C5 C6 C7 -175.78(14) . . . . ?
C33 C34 C35 C36 -1.4(3) . . . . ?
C34 C33 C38 C37 0.4(2) . . . . ?
C34 C35 C36 C37 -0.3(3) . . . . ?
C35 C36 C37 C38 2.0(3) . . . . ?
C36 C37 C38 C33 -2.0(3) . . . . ?
C38 C33 C34 C35 1.3(2) . . . . ?
C39 C7 C8 N1 10.3(2) . . . . ?
C39 C7 C8 N2 -175.63(13) . . . . ?
C39 C40 C41 C42 -1.6(2) . . . . ?
C40 C39 C44 C43 0.7(2) . . . . ?
C40 C41 C42 N4 -177.79(14) . . . . ?
C40 C41 C42 C43 1.8(2) . . . . ?
C41 C42 C43 C44 -0.8(2) . . . . ?
C42 N4 C45 C46 -152.43(14) . . . . ?
C42 N4 C45 C50 25.9(2) . . . . ?
C42 N4 C51 C52 -138.16(15) . . . . ?
C42 N4 C51 C56 41.64(19) . . . . ?
C42 C43 C44 C39 -0.5(2) . . . . ?
C44 C39 C40 C41 0.4(2) . . . . ?
C45 N4 C42 C41 -114.99(16) . . . . ?
C45 N4 C42 C43 65.47(19) . . . . ?
C45 N4 C51 C52 24.7(2) . . . . ?
C45 N4 C51 C56 -155.50(14) . . . . ?
C45 C46 C47 C48 -0.4(2) . . . . ?
C46 C45 C50 C49 -0.2(2) . . . . ?
C46 C47 C48 C49 0.2(3) . . . . ?
C47 C48 C49 C50 0.1(3) . . . . ?
C48 C49 C50 C45 -0.1(3) . . . . ?
C50 C45 C46 C47 0.4(2) . . . . ?
C51 N4 C42 C41 48.6(2) . . . . ?
C51 N4 C42 C43 -130.98(15) . . . . ?
C51 N4 C45 C46 44.8(2) . . . . ?
C51 N4 C45 C50 -136.95(15) . . . . ?
C51 C52 C53 C54 -1.0(3) . . . . ?
C52 C51 C56 C55 -0.7(2) . . . . ?
C52 C53 C54 C55 0.0(3) . . . . ?
C53 C54 C55 C56 0.6(3) . . . . ?
C54 C55 C56 C51 -0.3(3) . . . . ?
C56 C51 C52 C53 1.3(2) . . . . ?
B1 N2 C5 C6 -178.24(14) . . . . ?
B1 N2 C5 C33 -0.9(2) . . . . ?
B1 N2 C8 N1 -8.8(2) . . . . ?
B1 N2 C8 C7 176.97(13) . . . . ?
B1 N3 C1 N1 3.9(2) . . . . ?
B1 N3 C1 C2 -178.88(12) . . . . ?
B1 N3 C4 C3 179.15(14) . . . . ?
B1 N3 C4 C27 -1.8(2) . . . . ?

_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.441
_oxdiff_exptl_absorpt_empirical_full_min 0.670
