# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# 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_exp_969
_database_code_depnum_ccdc_archive 'CCDC 2049302'
loop_
_audit_author_name
_audit_author_address
'Jianxin Song'
;Hunan Normal University
China
;
_audit_update_record             
;
2020-12-09 deposited with the CCDC.	2021-02-02 downloaded from the CCDC.
;
_audit_creation_date             2020-09-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C H Cl3, C54 H39 B F2 N4'
_chemical_formula_sum            'C55 H40 B Cl3 F2 N4'
_chemical_formula_weight         912.07
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C50 N4 B1 F2 H50'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   11.8215(4)
_cell_length_b                   16.5415(9)
_cell_length_c                   24.4131(9)
_cell_angle_alpha                95.886(4)
_cell_angle_beta                 92.564(3)
_cell_angle_gamma                99.903(4)
_cell_volume                     4668.5(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8168
_cell_measurement_temperature    103(2)
_cell_measurement_theta_max      71.3310
_cell_measurement_theta_min      4.0860
_shelx_estimated_absorpt_T_max   0.958
_shelx_estimated_absorpt_T_min   0.561
_exptl_absorpt_coefficient_mu    2.178
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.03581
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1888
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0471
_diffrn_reflns_av_unetI/netI     0.0740
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            30787
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.599
_diffrn_reflns_theta_max         66.599
_diffrn_reflns_theta_min         3.448
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      103(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0697
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -46.00 -21.00   1.00    2.00    --  -34.73  57.00  60.00   25
  2  ω    -53.00  13.00   1.00    2.00    --  -34.73  38.00 120.00   66
  3  ω    -33.00  54.00   1.00    2.00    --   34.73 -38.00  30.00   87
  4  ω     25.00  74.00   1.00    2.00    --   34.73 -99.00 -60.00   49
  5  ω     37.00 115.00   1.00    6.00    --  105.88 -45.00   0.00   78
  6  ω    123.00 161.00   1.00    6.00    --  105.88  15.00 -90.00   38
  7  ω     91.00 132.00   1.00    6.00    --  105.88  45.00-120.00   41
  8  ω     51.00 100.00   1.00    2.00    --   34.73  57.00 -90.00   49
  9  ω     35.00 144.00   1.00    6.00    --  105.88 -15.00 -30.00  109
 10  ω     73.00 115.00   1.00    6.00    --  105.88-111.00 -60.00   42
 11  ω     78.00 104.00   1.00    6.00    --  105.88 -94.00-180.00   26
 12  ω     45.00 110.00   1.00    6.00    --  105.88 -61.00-180.00   65
 13  ω     49.00  88.00   1.00    6.00    --  105.88 -61.00 -90.00   39
 14  ω     39.00  79.00   1.00    6.00    --  105.88 -94.00   0.00   40
 15  ω     89.00 115.00   1.00    6.00    --  105.88-111.00  60.00   26
 16  ω     62.00 104.00   1.00    6.00    --  105.88 -94.00 120.00   42
 17  ω     52.00 136.00   1.00    6.00    --  105.88 -15.00  60.00   84
 18  ω    135.00 173.00   1.00    6.00    --  105.88  61.00 150.00   38
 19  ω     43.00 105.00   1.00    6.00    --  105.88 -94.00  30.00   62
 20  ω     47.00 124.00   1.00    6.00    --  105.88 -61.00  90.00   77
 21  ω     46.00  88.00   1.00    2.00    --   34.73-125.00 150.00   42
 22  ω    -30.00  51.00   1.00    2.00    --   34.73 -57.00 -30.00   81
 23  ω     36.00 126.00   1.00    6.00    --  105.88 -30.00-150.00   90
 24  ω     19.00  67.00   1.00    2.00    --   34.73  57.00-180.00   48
 25  ω    -33.00  54.00   1.00    2.00    --   34.73 -77.00-150.00   87
 26  ω    -33.00  -2.00   1.00    2.00    --   34.73 -57.00 -60.00   31
 27  ω    -88.00 -35.00   1.00    2.00    --  -34.73 -38.00 120.00   53
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0368835000
_diffrn_orient_matrix_UB_12      -0.0720247000
_diffrn_orient_matrix_UB_13      0.0274083000
_diffrn_orient_matrix_UB_21      -0.0485285000
_diffrn_orient_matrix_UB_22      -0.0598077000
_diffrn_orient_matrix_UB_23      -0.0514929000
_diffrn_orient_matrix_UB_31      0.1177132000
_diffrn_orient_matrix_UB_32      0.0169486000
_diffrn_orient_matrix_UB_33      -0.0252601000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10541
_reflns_number_total             16467
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.149
_refine_diff_density_min         -0.702
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1177
_refine_ls_number_reflns         16467
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1174
_refine_ls_R_factor_gt           0.0841
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1580P)²+0.2876P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2381
_refine_ls_wR_factor_ref         0.2780
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C109(H109), C110(H110)
2.b Aromatic/amide H refined with riding coordinates:
 C65(H65), C61(H61), C7(H7), C11(H11), C3(H3), C108(H108), C37(H37), C1(H1),
 C15(H15), C57(H57), C31(H31), C79(H79), C44(H44), C2(H2), C69(H69), C27(H27),
 C96(H96), C81(H81), C90(H90), C17(H17), C56(H56), C107(H107), C71(H71),
 C100(H100), C78(H78), C88(H88), C106(H106), C16(H16), C55(H55), C54(H54),
 C104(H104), C35(H35), C30(H30), C21(H21), C28(H28), C82(H82), C29(H29),
 C70(H70), C75(H75), C48(H48), C97(H97), C45(H45), C77(H77), C105(H105),
 C83(H83), C85(H85), C46(H46), C25(H25), C53(H53), C47(H47), C76(H76), C24(H24),
  C99(H99), C98(H98), C84(H84), C52(H52), C22(H22), C50(H50), C23(H23), C51(H51)
2.c Idealised Me refined as rotating group:
 C39(H39A,H39B,H39C), C94(H94A,H94B,H94C), C38(H38A,H38B,H38C), C92(H92A,H92B,
 H92C), C40(H40A,H40B,H40C), C93(H93A,H93B,H93C)
;
_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
Cl3 Cl 0.94325(13) 0.68028(11) 1.10234(6) 0.0825(4) Uani 1 1 d . . . . .
Cl6 Cl -0.08162(13) 0.18513(12) 0.40861(6) 0.0872(5) Uani 1 1 d . . . . .
Cl4 Cl 0.16478(13) 0.20998(12) 0.39513(6) 0.0872(5) Uani 1 1 d . . . . .
Cl5 Cl 0.06767(18) 0.11775(14) 0.48182(7) 0.1026(6) Uani 1 1 d . . . . .
Cl2 Cl 0.9904(2) 0.80623(13) 1.02994(8) 0.1111(7) Uani 1 1 d . . . . .
Cl1 Cl 1.17293(14) 0.73416(17) 1.07273(7) 0.1186(8) Uani 1 1 d . . . . .
F007 F 0.86418(19) 0.62414(16) 0.94485(9) 0.0486(6) Uani 1 1 d . . . . .
F008 F 0.90202(19) 0.55617(14) 0.86408(10) 0.0477(5) Uani 1 1 d . . . . .
F009 F 0.2138(2) 0.33743(16) 0.51951(9) 0.0512(6) Uani 1 1 d . . . . .
F00A F 0.1667(2) 0.43468(15) 0.58203(10) 0.0522(6) Uani 1 1 d . . . . .
N2 N 1.0014(3) 0.6965(2) 0.88961(13) 0.0389(7) Uani 1 1 d . . . . .
N6 N 0.3033(3) 0.3527(2) 0.61192(13) 0.0411(7) Uani 1 1 d . . . . .
N3 N 0.7937(3) 0.6656(2) 0.85917(13) 0.0400(7) Uani 1 1 d . . . . .
N1 N 1.2628(3) 0.6436(2) 0.95588(13) 0.0433(7) Uani 1 1 d . . . . .
N8 N -0.1928(3) 0.2823(2) 0.52452(14) 0.0461(8) Uani 1 1 d . . . . .
N4 N 0.5083(3) 0.5286(2) 0.83801(14) 0.0457(8) Uani 1 1 d . . . . .
N5 N 0.5619(3) 0.5138(2) 0.60386(14) 0.0467(8) Uani 1 1 d . . . . .
N7 N 0.0960(3) 0.2920(2) 0.59259(13) 0.0430(7) Uani 1 1 d . . . . .
C5 C 1.1075(3) 0.6926(2) 0.91139(15) 0.0384(8) Uani 1 1 d . . . . .
C64 C 0.3121(3) 0.2917(3) 0.64657(15) 0.0413(8) Uani 1 1 d . . . . .
C9 C 0.9095(3) 0.7987(3) 0.84815(16) 0.0405(8) Uani 1 1 d . . . . .
C13 C 0.6834(3) 0.6260(3) 0.84378(16) 0.0408(8) Uani 1 1 d . . . . .
C6 C 1.1836(3) 0.7682(3) 0.90755(16) 0.0415(8) Uani 1 1 d . . . . .
C72 C 0.6019(3) 0.4166(3) 0.66434(16) 0.0425(9) Uani 1 1 d . . . . .
C65 C 0.4241(3) 0.3049(3) 0.67166(15) 0.0418(8) Uani 1 1 d . . . . .
H65 H 0.452183 0.272405 0.696106 0.050 Uiso 1 1 calc R . . . .
C63 C 0.2176(3) 0.2319(3) 0.65499(16) 0.0422(9) Uani 1 1 d . . . . .
C61 C 0.0055(3) 0.1819(3) 0.63290(16) 0.0434(9) Uani 1 1 d . . . . .
H61 H -0.007843 0.138175 0.654254 0.052 Uiso 1 1 calc R . . . .
C14 C 0.6246(3) 0.5508(3) 0.85818(16) 0.0431(9) Uani 1 1 d . . . . .
C33 C 0.9139(3) 0.8839(3) 0.83184(16) 0.0420(8) Uani 1 1 d . . . . .
C62 C 0.1109(3) 0.2335(3) 0.62861(16) 0.0425(9) Uani 1 1 d . . . . .
C41 C 1.3382(3) 0.7186(3) 0.95335(16) 0.0428(9) Uani 1 1 d . . . . .
C12 C 0.6269(3) 0.6767(3) 0.81137(16) 0.0423(9) Uani 1 1 d . . . . .
C74 C 0.6816(4) 0.3829(2) 0.70111(17) 0.0441(9) Uani 1 1 d . . . . .
C4 C 1.1463(3) 0.6278(3) 0.93603(16) 0.0422(9) Uani 1 1 d . . . . .
C66 C 0.4849(4) 0.3750(3) 0.65332(16) 0.0450(9) Uani 1 1 d . . . . .
C86 C 0.2305(3) 0.1705(3) 0.69411(16) 0.0432(9) Uani 1 1 d . . . . .
C60 C -0.0759(4) 0.2084(3) 0.59911(16) 0.0445(9) Uani 1 1 d . . . . .
C7 C 1.1191(3) 0.8189(3) 0.88353(16) 0.0437(9) Uani 1 1 d . . . . .
H7 H 1.145583 0.872623 0.875995 0.052 Uiso 1 1 calc R . . . .
C8 C 1.0059(3) 0.7747(3) 0.87248(16) 0.0420(9) Uani 1 1 d . . . . .
C67 C 0.4090(3) 0.4037(3) 0.61581(15) 0.0414(8) Uani 1 1 d . . . . .
C11 C 0.7034(3) 0.7495(3) 0.80962(16) 0.0433(9) Uani 1 1 d . . . . .
H11 H 0.689485 0.794694 0.792369 0.052 Uiso 1 1 calc R . . . .
C68 C 0.4470(4) 0.4747(3) 0.58996(17) 0.0477(9) Uani 1 1 d . . . . .
C42 C 1.3017(3) 0.7803(3) 0.92878(16) 0.0420(9) Uani 1 1 d . . . . .
C59 C -0.0175(4) 0.2762(3) 0.57489(16) 0.0438(9) Uani 1 1 d . . . . .
C10 C 0.8070(3) 0.7427(3) 0.83887(16) 0.0421(8) Uani 1 1 d . . . . .
C58 C -0.0757(4) 0.3177(3) 0.53796(16) 0.0456(9) Uani 1 1 d . . . . .
C101 C -0.1988(3) 0.1789(3) 0.58587(16) 0.0433(9) Uani 1 1 d . . . . .
C26 C 0.3321(3) 0.5395(3) 0.78477(17) 0.0456(9) Uani 1 1 d . . . . .
C32 C 0.9492(4) 0.9035(3) 0.78037(18) 0.0464(9) Uani 1 1 d . . . . .
C102 C -0.2518(4) 0.2153(3) 0.54787(16) 0.0447(9) Uani 1 1 d . . . . .
C19 C 0.5107(3) 0.6480(3) 0.78957(17) 0.0455(9) Uani 1 1 d . . . . .
C80 C 0.7544(4) 0.5374(3) 0.65270(17) 0.0465(9) Uani 1 1 d . . . . .
C43 C 1.3790(3) 0.8594(3) 0.92288(17) 0.0449(9) Uani 1 1 d . . . . .
C18 C 0.4536(3) 0.5752(3) 0.80324(17) 0.0458(9) Uani 1 1 d . . . . .
C73 C 0.6377(4) 0.4863(3) 0.64045(17) 0.0467(9) Uani 1 1 d . . . . .
C3 C 1.0983(4) 0.5498(3) 0.94864(18) 0.0484(10) Uani 1 1 d . . . . .
H3 H 1.022180 0.523535 0.941251 0.058 Uiso 1 1 calc R . . . .
C103 C -0.3735(4) 0.1864(3) 0.52569(17) 0.0464(9) Uani 1 1 d . . . . .
C20 C 0.4599(4) 0.6987(3) 0.75089(18) 0.0496(10) Uani 1 1 d . . . . .
C108 C -0.4596(4) 0.2326(3) 0.53766(17) 0.0493(10) Uani 1 1 d . . . . .
H108 H -0.442012 0.281471 0.561250 0.059 Uiso 1 1 calc R . . . .
C87 C 0.2224(4) 0.1916(3) 0.75032(17) 0.0498(10) Uani 1 1 d . . . . .
C37 C 0.9437(4) 0.9816(3) 0.76586(18) 0.0516(10) Uani 1 1 d . . . . .
H37 H 0.967562 0.995125 0.731644 0.062 Uiso 1 1 calc R . . . .
C1 C 1.2853(4) 0.5758(3) 0.97884(17) 0.0501(10) Uani 1 1 d . . . . .
H1 H 1.356135 0.570025 0.994666 0.060 Uiso 1 1 calc R . . . .
C15 C 0.6471(4) 0.4907(3) 0.89017(18) 0.0494(10) Uani 1 1 d . . . . .
H15 H 0.716801 0.489557 0.909092 0.059 Uiso 1 1 calc R . . . .
C95 C -0.2613(4) 0.1143(3) 0.61757(19) 0.0507(10) Uani 1 1 d . . . . .
C49 C 1.4523(3) 0.7264(3) 0.98342(17) 0.0471(9) Uani 1 1 d . . . . .
C57 C -0.0483(4) 0.3848(3) 0.50759(18) 0.0511(10) Uani 1 1 d . . . . .
H57 H 0.022635 0.419547 0.508480 0.061 Uiso 1 1 calc R . . . .
C31 C 0.2470(4) 0.5309(3) 0.82202(19) 0.0552(11) Uani 1 1 d . . . . .
H31 H 0.266657 0.544382 0.859556 0.066 Uiso 1 1 calc R . . . .
C91 C 0.2497(4) 0.0917(3) 0.67402(19) 0.0523(10) Uani 1 1 d . . . . .
C79 C 0.7784(4) 0.3559(3) 0.6817(2) 0.0536(11) Uani 1 1 d . . . . .
H79 H 0.794409 0.358295 0.644905 0.064 Uiso 1 1 calc R . . . .
C44 C 1.3552(4) 0.9329(3) 0.94791(18) 0.0525(10) Uani 1 1 d . . . . .
H44 H 1.291344 0.932583 0.968819 0.063 Uiso 1 1 calc R . . . .
C36 C 0.9039(4) 1.0398(3) 0.8007(2) 0.0533(10) Uani 1 1 d . . . . .
C2 C 1.1873(4) 0.5179(3) 0.97484(19) 0.0538(11) Uani 1 1 d . . . . .
H2 H 1.180280 0.466085 0.987289 0.065 Uiso 1 1 calc R . . . .
C69 C 0.4004(4) 0.5208(3) 0.5538(2) 0.0558(11) Uani 1 1 d . . . . .
H69 H 0.325592 0.509302 0.537906 0.067 Uiso 1 1 calc R . . . .
C27 C 0.3013(4) 0.5190(3) 0.72856(18) 0.0542(11) Uani 1 1 d . . . . .
H27 H 0.357270 0.523738 0.702913 0.065 Uiso 1 1 calc R . . . .
C96 C -0.2258(4) 0.0391(3) 0.6215(2) 0.0593(12) Uani 1 1 d . . . . .
H96 H -0.163435 0.026600 0.602475 0.071 Uiso 1 1 calc R . . . .
C81 C 0.7871(4) 0.5728(3) 0.70614(19) 0.0525(10) Uani 1 1 d . . . . .
H81 H 0.733683 0.567778 0.732989 0.063 Uiso 1 1 calc R . . . .
C90 C 0.2592(4) 0.0361(3) 0.7121(2) 0.0631(13) Uani 1 1 d . . . . .
H90 H 0.271848 -0.016369 0.699465 0.076 Uiso 1 1 calc R . . . .
C17 C 0.4638(4) 0.4563(3) 0.85697(18) 0.0522(10) Uani 1 1 d . . . . .
H17 H 0.388943 0.427685 0.849427 0.063 Uiso 1 1 calc R . . . .
C56 C -0.1475(4) 0.3898(3) 0.47558(19) 0.0543(11) Uani 1 1 d . . . . .
H56 H -0.153645 0.428726 0.451174 0.065 Uiso 1 1 calc R . . . .
C34 C 0.8760(4) 0.9430(3) 0.86861(18) 0.0524(10) Uani 1 1 d . . . . .
C107 C -0.5702(4) 0.2065(3) 0.51492(18) 0.0530(10) Uani 1 1 d . . . . .
H107 H -0.627342 0.236857 0.523983 0.064 Uiso 1 1 calc R . . . .
C71 C 0.5840(4) 0.5827(3) 0.5764(2) 0.0555(11) Uani 1 1 d . . . . .
H71 H 0.653421 0.619501 0.578492 0.067 Uiso 1 1 calc R . . . .
C100 C -0.3547(4) 0.1293(3) 0.6463(2) 0.0583(12) Uani 1 1 d . . . . .
H100 H -0.379564 0.179375 0.644530 0.070 Uiso 1 1 calc R . . . .
C89 C 0.2508(4) 0.0551(4) 0.7677(2) 0.0633(14) Uani 1 1 d . . . . .
C78 C 0.8513(4) 0.3255(3) 0.7169(2) 0.0616(13) Uani 1 1 d . . . . .
H78 H 0.914641 0.305903 0.702999 0.074 Uiso 1 1 calc R . . . .
C88 C 0.2324(4) 0.1337(3) 0.78592(19) 0.0583(12) Uani 1 1 d . . . . .
H88 H 0.226678 0.147687 0.823448 0.070 Uiso 1 1 calc R . . . .
C106 C -0.5963(4) 0.1355(3) 0.4788(2) 0.0589(12) Uani 1 1 d . . . . .
H106 H -0.670353 0.118921 0.462503 0.071 Uiso 1 1 calc R . . . .
C16 C 0.5477(4) 0.4323(3) 0.88914(19) 0.0575(11) Uani 1 1 d . . . . .
H16 H 0.539148 0.384990 0.907163 0.069 Uiso 1 1 calc R . . . .
C55 C -0.2347(4) 0.3276(3) 0.48623(19) 0.0560(11) Uani 1 1 d . . . . .
H55 H -0.309452 0.317719 0.470268 0.067 Uiso 1 1 calc R . . . .
C54 C 1.4718(4) 0.7705(3) 1.0345(2) 0.0554(11) Uani 1 1 d . . . . .
H54 H 1.414816 0.797015 1.049209 0.066 Uiso 1 1 calc R . . . .
C104 C -0.4008(4) 0.1147(3) 0.4903(2) 0.0591(12) Uani 1 1 d . . . . .
H104 H -0.344301 0.083374 0.482029 0.071 Uiso 1 1 calc R . . . .
C35 C 0.8709(4) 1.0190(3) 0.8520(2) 0.0560(11) Uani 1 1 d . . . . .
H35 H 0.844385 1.058001 0.875980 0.067 Uiso 1 1 calc R . . . .
C30 C 0.1326(4) 0.5023(3) 0.8041(2) 0.0627(13) Uani 1 1 d . . . . .
H30 H 0.076713 0.495576 0.829633 0.075 Uiso 1 1 calc R . . . .
C21 C 0.5131(5) 0.7161(3) 0.7034(2) 0.0611(12) Uani 1 1 d . . . . .
H21 H 0.581531 0.697512 0.696415 0.073 Uiso 1 1 calc R . . . .
C28 C 0.1852(4) 0.4910(3) 0.7111(2) 0.0641(13) Uani 1 1 d . . . . .
H28 H 0.164234 0.477148 0.673678 0.077 Uiso 1 1 calc R . . . .
C82 C 0.8963(4) 0.6151(3) 0.7204(2) 0.0599(12) Uani 1 1 d . . . . .
H82 H 0.916966 0.637329 0.756712 0.072 Uiso 1 1 calc R . . . .
C29 C 0.1019(4) 0.4839(3) 0.7489(2) 0.0643(13) Uani 1 1 d . . . . .
H29 H 0.024902 0.466678 0.736982 0.077 Uiso 1 1 calc R . . . .
C70 C 0.4853(4) 0.5880(3) 0.5452(2) 0.0588(12) Uani 1 1 d . . . . .
H70 H 0.476777 0.628763 0.522518 0.071 Uiso 1 1 calc R . . . .
C75 C 0.6593(5) 0.3764(3) 0.7560(2) 0.0629(12) Uani 1 1 d . . . . .
H75 H 0.592826 0.391702 0.769442 0.075 Uiso 1 1 calc R . . . .
C48 C 1.4727(4) 0.8609(3) 0.8921(2) 0.0596(12) Uani 1 1 d . . . . .
H48 H 1.490057 0.811613 0.875754 0.071 Uiso 1 1 calc R . . . .
C97 C -0.2843(5) -0.0186(3) 0.6542(2) 0.0690(14) Uani 1 1 d . . . . .
H97 H -0.259218 -0.068410 0.657179 0.083 Uiso 1 1 calc R . . . .
C39 C 0.9914(5) 0.8417(3) 0.74091(19) 0.0606(12) Uani 1 1 d . . . . .
H39A H 1.040742 0.812647 0.760668 0.091 Uiso 1 1 calc GR . . . .
H39B H 1.033613 0.869600 0.713568 0.091 Uiso 1 1 calc GR . . . .
H39C H 0.926994 0.803054 0.723181 0.091 Uiso 1 1 calc GR . . . .
C45 C 1.4260(5) 1.0071(3) 0.9420(2) 0.0636(13) Uani 1 1 d . . . . .
H45 H 1.409895 1.056269 0.959270 0.076 Uiso 1 1 calc R . . . .
C77 C 0.8332(4) 0.3234(3) 0.7707(2) 0.0615(12) Uani 1 1 d . . . . .
H77 H 0.886122 0.306004 0.794086 0.074 Uiso 1 1 calc R . . . .
C105 C -0.5119(5) 0.0886(3) 0.4668(2) 0.0670(14) Uani 1 1 d . . . . .
H105 H -0.529833 0.039816 0.443046 0.080 Uiso 1 1 calc R . . . .
B2 B 0.8895(4) 0.6320(3) 0.89021(19) 0.0408(9) Uani 1 1 d . . . . .
C83 C 0.9756(5) 0.6245(3) 0.6805(2) 0.0663(13) Uani 1 1 d . . . . .
H83 H 1.049510 0.653941 0.689781 0.080 Uiso 1 1 calc R . . . .
C85 C 0.8332(4) 0.5472(4) 0.6132(2) 0.0645(13) Uani 1 1 d . . . . .
H85 H 0.812367 0.525134 0.576844 0.077 Uiso 1 1 calc R . . . .
C46 C 1.5194(5) 1.0081(4) 0.9110(2) 0.0701(15) Uani 1 1 d . . . . .
H46 H 1.567050 1.058109 0.907578 0.084 Uiso 1 1 calc R . . . .
C25 C 0.3578(4) 0.7284(3) 0.7605(2) 0.0627(13) Uani 1 1 d . . . . .
H25 H 0.319414 0.717926 0.792177 0.075 Uiso 1 1 calc R . . . .
C94 C 0.2031(5) 0.2765(3) 0.7717(2) 0.0666(13) Uani 1 1 d . . . . .
H94A H 0.265959 0.317063 0.762903 0.100 Uiso 1 1 calc GR . . . .
H94B H 0.198382 0.280039 0.811040 0.100 Uiso 1 1 calc GR . . . .
H94C H 0.132578 0.286542 0.754917 0.100 Uiso 1 1 calc GR . . . .
C53 C 1.5763(4) 0.7761(3) 1.0647(2) 0.0664(14) Uani 1 1 d . . . . .
H53 H 1.587890 0.805457 1.099684 0.080 Uiso 1 1 calc R . . . .
C47 C 1.5438(5) 0.9366(4) 0.8848(2) 0.0708(15) Uani 1 1 d . . . . .
H47 H 1.605841 0.937623 0.862611 0.085 Uiso 1 1 calc R . . . .
B1 B 0.1951(4) 0.3563(3) 0.57510(19) 0.0433(10) Uani 1 1 d . . . . .
C38 C 0.8964(5) 1.1242(3) 0.7820(3) 0.0706(14) Uani 1 1 d . . . . .
H38A H 0.971565 1.151005 0.773962 0.106 Uiso 1 1 calc GR . . . .
H38B H 0.867626 1.157512 0.810865 0.106 Uiso 1 1 calc GR . . . .
H38C H 0.845433 1.117226 0.749494 0.106 Uiso 1 1 calc GR . . . .
C76 C 0.7351(5) 0.3473(4) 0.7910(2) 0.0745(15) Uani 1 1 d . . . . .
H76 H 0.720036 0.343986 0.827869 0.089 Uiso 1 1 calc R . . . .
C24 C 0.3140(5) 0.7741(4) 0.7219(3) 0.084(2) Uani 1 1 d . . . . .
H24 H 0.246083 0.793772 0.728362 0.101 Uiso 1 1 calc R . . . .
C99 C -0.4128(5) 0.0727(4) 0.6777(3) 0.0732(15) Uani 1 1 d . . . . .
H99 H -0.475929 0.084499 0.696377 0.088 Uiso 1 1 calc R . . . .
C98 C -0.3762(5) -0.0017(4) 0.6812(3) 0.0792(17) Uani 1 1 d . . . . .
H98 H -0.415014 -0.040166 0.702091 0.095 Uiso 1 1 calc R . . . .
C92 C 0.2593(6) 0.0685(4) 0.6135(2) 0.0765(16) Uani 1 1 d . . . . .
H92A H 0.189720 0.074024 0.593486 0.115 Uiso 1 1 calc GR . . . .
H92B H 0.270996 0.012386 0.607437 0.115 Uiso 1 1 calc GR . . . .
H92C H 0.323186 0.104384 0.600899 0.115 Uiso 1 1 calc GR . . . .
C84 C 0.9446(5) 0.5902(4) 0.6275(2) 0.0741(16) Uani 1 1 d . . . . .
H84 H 0.998098 0.595639 0.600713 0.089 Uiso 1 1 calc R . . . .
C52 C 1.6593(5) 0.7402(4) 1.0441(3) 0.0770(16) Uani 1 1 d . . . . .
H52 H 1.729354 0.745358 1.064207 0.092 Uiso 1 1 calc R . . . .
C40 C 0.8412(6) 0.9232(4) 0.9264(2) 0.0755(16) Uani 1 1 d . . . . .
H40A H 0.779057 0.876943 0.922989 0.113 Uiso 1 1 calc GR . . . .
H40B H 0.817080 0.970339 0.945602 0.113 Uiso 1 1 calc GR . . . .
H40C H 0.905876 0.910114 0.946682 0.113 Uiso 1 1 calc GR . . . .
C22 C 0.4667(6) 0.7612(4) 0.6654(3) 0.0788(16) Uani 1 1 d . . . . .
H22 H 0.503799 0.770953 0.633257 0.095 Uiso 1 1 calc R . . . .
C109 C 0.0581(5) 0.1986(4) 0.4419(2) 0.0753(16) Uani 1 1 d . . . . .
H109 H 0.068935 0.249758 0.467085 0.090 Uiso 1 1 calc R . . . .
C50 C 1.5378(5) 0.6884(5) 0.9623(2) 0.086(2) Uani 1 1 d . . . . .
H50 H 1.526133 0.658214 0.927572 0.103 Uiso 1 1 calc R . . . .
C110 C 1.0261(5) 0.7175(4) 1.0506(2) 0.0736(16) Uani 1 1 d . . . . .
H110 H 1.013354 0.675257 1.018642 0.088 Uiso 1 1 calc R . . . .
C23 C 0.3691(5) 0.7907(4) 0.6746(3) 0.0822(18) Uani 1 1 d . . . . .
H23 H 0.339471 0.821623 0.649523 0.099 Uiso 1 1 calc R . . . .
C93 C 0.2610(6) -0.0089(4) 0.8071(3) 0.093(2) Uani 1 1 d . . . . .
H93A H 0.221124 -0.062023 0.790754 0.139 Uiso 1 1 calc GR . . . .
H93B H 0.227614 0.006087 0.840987 0.139 Uiso 1 1 calc GR . . . .
H93C H 0.340694 -0.011358 0.814577 0.139 Uiso 1 1 calc GR . . . .
C51 C 1.6417(5) 0.6949(5) 0.9927(3) 0.100(2) Uani 1 1 d . . . . .
H51 H 1.699452 0.668750 0.978510 0.120 Uiso 1 1 calc R . . . .


_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
Cl3 C110 1.731(5) . ?
Cl6 C109 1.775(6) . ?
Cl4 C109 1.738(6) . ?
Cl5 C109 1.750(7) . ?
Cl2 C110 1.712(7) . ?
Cl1 C110 1.762(6) . ?
F007 B2 1.394(5) . ?
F008 B2 1.382(5) . ?
F009 B1 1.397(5) . ?
F00A B1 1.389(5) . ?
N2 C5 1.354(5) . ?
N2 C8 1.393(5) . ?
N2 B2 1.552(5) . ?
N6 C64 1.395(5) . ?
N6 C67 1.375(5) . ?
N6 B1 1.544(5) . ?
N3 C13 1.372(5) . ?
N3 C10 1.401(5) . ?
N3 B2 1.547(5) . ?
N1 C41 1.406(5) . ?
N1 C4 1.412(5) . ?
N1 C1 1.364(6) . ?
N8 C58 1.417(5) . ?
N8 C102 1.393(6) . ?
N8 C55 1.383(6) . ?
N4 C14 1.413(5) . ?
N4 C18 1.410(6) . ?
N4 C17 1.357(6) . ?
N5 C68 1.411(6) . ?
N5 C73 1.399(5) . ?
N5 C71 1.373(6) . ?
N7 C62 1.400(5) . ?
N7 C59 1.364(5) . ?
N7 B1 1.549(6) . ?
C5 C6 1.424(5) . ?
C5 C4 1.413(6) . ?
C64 C65 1.406(5) . ?
C64 C63 1.396(6) . ?
C9 C33 1.496(6) . ?
C9 C8 1.398(6) . ?
C9 C10 1.388(6) . ?
C13 C14 1.403(6) . ?
C13 C12 1.434(6) . ?
C6 C7 1.382(6) . ?
C6 C42 1.440(5) . ?
C72 C74 1.487(6) . ?
C72 C66 1.436(6) . ?
C72 C73 1.356(6) . ?
C65 C66 1.382(6) . ?
C63 C62 1.396(5) . ?
C63 C86 1.486(6) . ?
C61 C62 1.398(6) . ?
C61 C60 1.395(6) . ?
C14 C15 1.379(6) . ?
C33 C32 1.394(6) . ?
C33 C34 1.404(6) . ?
C41 C42 1.357(6) . ?
C41 C49 1.486(5) . ?
C12 C11 1.382(6) . ?
C12 C19 1.432(5) . ?
C74 C79 1.384(6) . ?
C74 C75 1.388(6) . ?
C4 C3 1.389(6) . ?
C66 C67 1.424(6) . ?
C86 C87 1.393(6) . ?
C86 C91 1.404(6) . ?
C60 C59 1.411(6) . ?
C60 C101 1.461(6) . ?
C7 C8 1.410(6) . ?
C67 C68 1.406(6) . ?
C11 C10 1.417(5) . ?
C68 C69 1.379(6) . ?
C42 C43 1.486(6) . ?
C59 C58 1.411(6) . ?
C58 C57 1.397(6) . ?
C101 C102 1.344(6) . ?
C101 C95 1.496(6) . ?
C26 C18 1.486(6) . ?
C26 C31 1.386(6) . ?
C26 C27 1.396(6) . ?
C32 C37 1.385(6) . ?
C32 C39 1.497(7) . ?
C102 C103 1.494(6) . ?
C19 C18 1.357(6) . ?
C19 C20 1.497(6) . ?
C80 C73 1.488(6) . ?
C80 C81 1.384(6) . ?
C80 C85 1.373(6) . ?
C43 C44 1.383(7) . ?
C43 C48 1.364(7) . ?
C3 C2 1.413(6) . ?
C103 C108 1.397(6) . ?
C103 C104 1.375(7) . ?
C20 C21 1.377(7) . ?
C20 C25 1.400(7) . ?
C108 C107 1.377(6) . ?
C87 C88 1.374(6) . ?
C87 C94 1.506(7) . ?
C37 C36 1.375(7) . ?
C1 C2 1.363(6) . ?
C15 C16 1.384(6) . ?
C95 C96 1.390(7) . ?
C95 C100 1.380(7) . ?
C49 C54 1.367(6) . ?
C49 C50 1.372(7) . ?
C57 C56 1.399(6) . ?
C31 C30 1.388(6) . ?
C91 C90 1.388(7) . ?
C91 C92 1.502(7) . ?
C79 C78 1.381(7) . ?
C44 C45 1.386(7) . ?
C36 C35 1.389(7) . ?
C36 C38 1.529(7) . ?
C69 C70 1.404(7) . ?
C27 C28 1.403(7) . ?
C96 C97 1.417(8) . ?
C81 C82 1.369(7) . ?
C90 C89 1.372(8) . ?
C17 C16 1.373(7) . ?
C56 C55 1.380(7) . ?
C34 C35 1.369(7) . ?
C34 C40 1.538(7) . ?
C107 C106 1.374(7) . ?
C71 C70 1.387(7) . ?
C100 C99 1.382(7) . ?
C89 C88 1.388(8) . ?
C89 C93 1.519(7) . ?
C78 C77 1.342(7) . ?
C106 C105 1.389(7) . ?
C54 C53 1.395(6) . ?
C104 C105 1.389(7) . ?
C30 C29 1.368(8) . ?
C21 C22 1.398(7) . ?
C28 C29 1.379(8) . ?
C82 C83 1.383(7) . ?
C75 C76 1.389(7) . ?
C48 C47 1.415(7) . ?
C97 C98 1.350(9) . ?
C45 C46 1.366(8) . ?
C77 C76 1.385(8) . ?
C83 C84 1.367(8) . ?
C85 C84 1.395(7) . ?
C46 C47 1.368(9) . ?
C25 C24 1.402(8) . ?
C53 C52 1.324(8) . ?
C24 C23 1.381(10) . ?
C99 C98 1.381(9) . ?
C52 C51 1.381(9) . ?
C22 C23 1.347(9) . ?
C50 C51 1.389(8) . ?

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
C5 N2 C8 107.5(3) . . ?
C5 N2 B2 127.5(3) . . ?
C8 N2 B2 124.5(3) . . ?
C64 N6 B1 124.6(3) . . ?
C67 N6 C64 106.7(3) . . ?
C67 N6 B1 128.7(3) . . ?
C13 N3 C10 106.9(3) . . ?
C13 N3 B2 127.8(3) . . ?
C10 N3 B2 125.2(3) . . ?
C41 N1 C4 124.0(3) . . ?
C1 N1 C41 127.8(3) . . ?
C1 N1 C4 108.2(3) . . ?
C102 N8 C58 124.4(3) . . ?
C55 N8 C58 107.4(4) . . ?
C55 N8 C102 128.1(4) . . ?
C18 N4 C14 123.7(4) . . ?
C17 N4 C14 108.0(4) . . ?
C17 N4 C18 128.3(4) . . ?
C73 N5 C68 124.7(4) . . ?
C71 N5 C68 108.4(4) . . ?
C71 N5 C73 127.0(4) . . ?
C62 N7 B1 124.2(3) . . ?
C59 N7 C62 106.5(3) . . ?
C59 N7 B1 129.2(3) . . ?
N2 C5 C6 109.8(3) . . ?
N2 C5 C4 129.5(4) . . ?
C4 C5 C6 120.7(3) . . ?
N6 C64 C65 109.4(4) . . ?
N6 C64 C63 121.9(4) . . ?
C63 C64 C65 128.6(4) . . ?
C8 C9 C33 121.6(4) . . ?
C10 C9 C33 118.9(3) . . ?
C10 C9 C8 119.6(4) . . ?
N3 C13 C14 129.2(4) . . ?
N3 C13 C12 109.4(4) . . ?
C14 C13 C12 121.3(4) . . ?
C5 C6 C42 120.7(4) . . ?
C7 C6 C5 106.4(3) . . ?
C7 C6 C42 132.9(4) . . ?
C66 C72 C74 120.0(4) . . ?
C73 C72 C74 121.2(4) . . ?
C73 C72 C66 118.8(4) . . ?
C66 C65 C64 107.4(4) . . ?
C64 C63 C62 119.3(4) . . ?
C64 C63 C86 119.7(3) . . ?
C62 C63 C86 120.9(4) . . ?
C60 C61 C62 107.1(4) . . ?
C13 C14 N4 115.7(4) . . ?
C15 C14 N4 107.0(4) . . ?
C15 C14 C13 137.2(4) . . ?
C32 C33 C9 121.2(4) . . ?
C32 C33 C34 120.3(4) . . ?
C34 C33 C9 118.4(4) . . ?
C63 C62 N7 122.0(4) . . ?
C63 C62 C61 128.6(4) . . ?
C61 C62 N7 109.5(3) . . ?
N1 C41 C49 115.2(4) . . ?
C42 C41 N1 120.2(4) . . ?
C42 C41 C49 124.3(4) . . ?
C11 C12 C13 106.9(3) . . ?
C11 C12 C19 133.0(4) . . ?
C19 C12 C13 120.0(4) . . ?
C79 C74 C72 121.4(4) . . ?
C79 C74 C75 118.1(4) . . ?
C75 C74 C72 120.5(4) . . ?
N1 C4 C5 115.8(3) . . ?
C3 C4 N1 107.5(4) . . ?
C3 C4 C5 136.7(4) . . ?
C65 C66 C72 132.0(4) . . ?
C65 C66 C67 107.1(4) . . ?
C67 C66 C72 120.9(4) . . ?
C87 C86 C63 119.5(4) . . ?
C87 C86 C91 120.8(4) . . ?
C91 C86 C63 119.7(4) . . ?
C61 C60 C59 106.8(4) . . ?
C61 C60 C101 132.8(4) . . ?
C59 C60 C101 120.3(4) . . ?
C6 C7 C8 107.8(4) . . ?
N2 C8 C9 121.9(4) . . ?
N2 C8 C7 108.4(3) . . ?
C9 C8 C7 129.7(4) . . ?
N6 C67 C66 109.4(4) . . ?
N6 C67 C68 130.3(4) . . ?
C68 C67 C66 120.3(4) . . ?
C12 C11 C10 107.6(4) . . ?
C67 C68 N5 115.8(4) . . ?
C69 C68 N5 107.3(4) . . ?
C69 C68 C67 136.8(4) . . ?
C6 C42 C43 119.0(4) . . ?
C41 C42 C6 118.6(4) . . ?
C41 C42 C43 122.4(4) . . ?
N7 C59 C60 110.1(4) . . ?
N7 C59 C58 128.6(4) . . ?
C60 C59 C58 121.3(4) . . ?
N3 C10 C11 109.0(3) . . ?
C9 C10 N3 121.4(4) . . ?
C9 C10 C11 129.6(4) . . ?
C59 C58 N8 114.9(4) . . ?
C57 C58 N8 107.8(4) . . ?
C57 C58 C59 137.1(4) . . ?
C60 C101 C95 118.9(4) . . ?
C102 C101 C60 117.9(4) . . ?
C102 C101 C95 123.0(4) . . ?
C31 C26 C18 121.3(4) . . ?
C31 C26 C27 119.0(4) . . ?
C27 C26 C18 119.7(4) . . ?
C33 C32 C39 121.1(4) . . ?
C37 C32 C33 118.8(4) . . ?
C37 C32 C39 120.1(4) . . ?
N8 C102 C103 115.0(4) . . ?
C101 C102 N8 120.8(4) . . ?
C101 C102 C103 124.1(4) . . ?
C12 C19 C20 118.0(4) . . ?
C18 C19 C12 118.8(4) . . ?
C18 C19 C20 123.1(4) . . ?
C81 C80 C73 119.2(4) . . ?
C85 C80 C73 122.1(4) . . ?
C85 C80 C81 118.6(4) . . ?
C44 C43 C42 120.0(4) . . ?
C48 C43 C42 120.9(4) . . ?
C48 C43 C44 119.1(4) . . ?
N4 C18 C26 115.4(4) . . ?
C19 C18 N4 120.3(4) . . ?
C19 C18 C26 124.3(4) . . ?
N5 C73 C80 117.6(4) . . ?
C72 C73 N5 119.5(4) . . ?
C72 C73 C80 122.8(4) . . ?
C4 C3 C2 106.7(4) . . ?
C108 C103 C102 121.7(4) . . ?
C104 C103 C102 119.3(4) . . ?
C104 C103 C108 118.8(4) . . ?
C21 C20 C19 119.7(4) . . ?
C21 C20 C25 117.9(5) . . ?
C25 C20 C19 122.4(4) . . ?
C107 C108 C103 120.7(4) . . ?
C86 C87 C94 120.6(4) . . ?
C88 C87 C86 118.9(5) . . ?
C88 C87 C94 120.6(4) . . ?
C36 C37 C32 121.8(4) . . ?
C2 C1 N1 109.0(4) . . ?
C14 C15 C16 107.9(4) . . ?
C96 C95 C101 122.3(4) . . ?
C100 C95 C101 120.3(4) . . ?
C100 C95 C96 117.3(5) . . ?
C54 C49 C41 119.2(4) . . ?
C54 C49 C50 118.8(4) . . ?
C50 C49 C41 121.9(4) . . ?
C58 C57 C56 107.2(4) . . ?
C26 C31 C30 120.9(4) . . ?
C86 C91 C92 121.1(4) . . ?
C90 C91 C86 117.5(4) . . ?
C90 C91 C92 121.4(5) . . ?
C78 C79 C74 120.1(5) . . ?
C43 C44 C45 120.4(5) . . ?
C37 C36 C35 118.2(4) . . ?
C37 C36 C38 119.7(5) . . ?
C35 C36 C38 122.1(5) . . ?
C1 C2 C3 108.6(4) . . ?
C68 C69 C70 108.2(4) . . ?
C26 C27 C28 119.4(5) . . ?
C95 C96 C97 120.3(5) . . ?
C82 C81 C80 121.5(4) . . ?
C89 C90 C91 122.9(5) . . ?
N4 C17 C16 108.7(4) . . ?
C55 C56 C57 108.7(4) . . ?
C33 C34 C40 120.9(4) . . ?
C35 C34 C33 118.6(4) . . ?
C35 C34 C40 120.6(4) . . ?
C106 C107 C108 120.0(4) . . ?
N5 C71 C70 108.4(4) . . ?
C95 C100 C99 122.5(5) . . ?
C90 C89 C88 117.8(4) . . ?
C90 C89 C93 120.3(6) . . ?
C88 C89 C93 121.9(5) . . ?
C77 C78 C79 121.8(5) . . ?
C87 C88 C89 122.1(5) . . ?
C107 C106 C105 120.0(4) . . ?
C17 C16 C15 108.4(4) . . ?
C56 C55 N8 108.8(4) . . ?
C49 C54 C53 120.5(5) . . ?
C103 C104 C105 120.7(5) . . ?
C34 C35 C36 122.2(4) . . ?
C29 C30 C31 120.3(5) . . ?
C20 C21 C22 121.5(5) . . ?
C29 C28 C27 120.5(4) . . ?
C81 C82 C83 119.8(4) . . ?
C30 C29 C28 119.9(4) . . ?
C71 C70 C69 107.7(4) . . ?
C74 C75 C76 120.9(5) . . ?
C43 C48 C47 120.8(5) . . ?
C98 C97 C96 120.2(5) . . ?
C46 C45 C44 120.1(5) . . ?
C78 C77 C76 119.5(5) . . ?
C104 C105 C106 119.7(5) . . ?
F007 B2 N2 108.7(3) . . ?
F007 B2 N3 110.9(3) . . ?
F008 B2 F007 109.6(3) . . ?
F008 B2 N2 111.0(3) . . ?
F008 B2 N3 109.9(3) . . ?
N3 B2 N2 106.6(3) . . ?
C84 C83 C82 119.5(5) . . ?
C80 C85 C84 120.2(5) . . ?
C45 C46 C47 120.8(5) . . ?
C20 C25 C24 119.3(6) . . ?
C52 C53 C54 120.7(5) . . ?
C46 C47 C48 118.7(5) . . ?
F009 B1 N6 110.6(3) . . ?
F009 B1 N7 109.9(4) . . ?
F00A B1 F009 108.4(3) . . ?
F00A B1 N6 110.7(4) . . ?
F00A B1 N7 110.0(3) . . ?
N6 B1 N7 107.2(3) . . ?
C77 C76 C75 119.5(5) . . ?
C23 C24 C25 121.6(5) . . ?
C98 C99 C100 119.4(6) . . ?
C97 C98 C99 120.3(5) . . ?
C83 C84 C85 120.5(5) . . ?
C53 C52 C51 120.0(5) . . ?
C23 C22 C21 121.0(6) . . ?
Cl4 C109 Cl6 111.8(3) . . ?
Cl4 C109 Cl5 112.4(3) . . ?
Cl5 C109 Cl6 110.1(4) . . ?
C49 C50 C51 120.0(5) . . ?
Cl3 C110 Cl1 109.8(3) . . ?
Cl2 C110 Cl3 112.7(3) . . ?
Cl2 C110 Cl1 110.1(4) . . ?
C22 C23 C24 118.7(6) . . ?
C52 C51 C50 120.0(5) . . ?

_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 20.482
_oxdiff_exptl_absorpt_empirical_full_min 0.566
####################################################################### 
# 
# 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_exp_1201
_database_code_depnum_ccdc_archive 'CCDC 2049305'
loop_
_audit_author_name
_audit_author_address
'Jianxin Song'
;Hunan Normal University
China
;
_audit_update_record             
;
2020-12-09 deposited with the CCDC.	2021-02-02 downloaded from the CCDC.
;
_audit_creation_date             2020-09-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C44 H35 B F2 N4, C7 H8'
_chemical_formula_sum            'C51 H43 B F2 N4'
_chemical_formula_weight         760.70
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C50 H50 B1 F2 N4'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   11.12882(13)
_cell_length_b                   14.06583(16)
_cell_length_c                   25.7320(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.6568(11)
_cell_angle_gamma                90
_cell_volume                     3982.10(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8930
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      71.8540
_cell_measurement_theta_min      3.5880
_shelx_estimated_absorpt_T_max   0.939
_shelx_estimated_absorpt_T_min   0.832
_exptl_absorpt_coefficient_mu    0.637
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38444
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1600
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0211
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            13666
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        66.598
_diffrn_reflns_theta_max         66.598
_diffrn_reflns_theta_min         3.475
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0697
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     23.00  99.00   1.00    1.00    --   34.48  57.00   0.00   76
  2  ω     88.00 170.00   1.00    3.00    --  105.88  61.00 -60.00   82
  3  ω     94.00 160.00   1.00    3.00    --  105.88  61.00  60.00   66
  4  ω    130.00 173.00   1.00    3.00    --  105.88 111.00 120.00   43
  5  ω     99.00 125.00   1.00    3.00    --  105.88 -30.00 120.00   26
  6  ω     73.00 107.00   1.00    3.00    --  105.88 -94.00   0.00   34
  7  ω     41.00  67.00   1.00    3.00    --  105.88 -30.00 120.00   26
  8  ω     39.00  90.00   1.00    3.00    --  105.88 -61.00  60.00   51
  9  ω     37.00  90.00   1.00    3.00    --  105.88 -94.00 150.00   53
 10  ω     21.00  78.00   1.00    1.00    --   34.48  57.00 120.00   57
 11  ω     22.00  95.00   1.00    1.00    --   34.48  57.00 -90.00   73
 12  ω     33.00  92.00   1.00    1.00    --   34.48  57.00-180.00   59
 13  ω     40.00 129.00   1.00    3.00    --  105.88 -77.00-180.00   89
 14  ω     44.00  87.00   1.00    1.00    --   34.48-125.00-150.00   43
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0426548000
_diffrn_orient_matrix_UB_12      -0.0230269000
_diffrn_orient_matrix_UB_13      -0.0528437000
_diffrn_orient_matrix_UB_21      0.0931663000
_diffrn_orient_matrix_UB_22      -0.0713370000
_diffrn_orient_matrix_UB_23      0.0279715000
_diffrn_orient_matrix_UB_31      -0.0954169000
_diffrn_orient_matrix_UB_32      -0.0798355000
_diffrn_orient_matrix_UB_33      -0.0097164000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6383
_reflns_number_total             7043
_reflns_odcompleteness_completeness 99.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.208
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     529
_refine_ls_number_reflns         7043
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0389
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0528P)²+0.9369P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0968
_refine_ls_wR_factor_ref         0.1008
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C17(H17), C21(H21), C7(H7), C6(H6), C8(H8), C10(H10), C36(H36), C14(H14),
 C48(H48), C25(H25), C11(H11), C32(H32), C46(H46), C33(H33), C13(H13), C27(H27),
  C26(H26), C12(H12), C35(H35), C34(H34), C38(H38), C41(H41), C39(H39),
 C37(H37), C40(H40)
2.b Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C15(H15A,H15B,H15C), C51(H51A,H51B,H51C), C50(H50A,H50B,
 H50C), C43(H43A,H43B,H43C), C52(H52A,H52B,H52C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.37520(7) 0.18364(6) 0.08042(3) 0.02413(18) Uani 1 1 d . . . . .
F2 F 0.32415(7) 0.03452(5) 0.10256(3) 0.02322(17) Uani 1 1 d . . . . .
N4 N -0.04132(10) 0.21605(8) 0.06834(4) 0.0201(2) Uani 1 1 d . . . . .
N2 N 0.47320(10) 0.11770(7) 0.16328(4) 0.0182(2) Uani 1 1 d . . . . .
N1 N 0.74488(10) 0.01398(7) 0.11811(4) 0.0189(2) Uani 1 1 d . . . . .
C23 C 0.14070(12) 0.19301(9) 0.12915(5) 0.0186(3) Uani 1 1 d . . . . .
C9 C 0.92983(12) -0.05696(9) 0.16667(5) 0.0184(3) Uani 1 1 d . . . . .
C24 C 0.07790(12) 0.18093(9) 0.07732(5) 0.0204(3) Uani 1 1 d . . . . .
C2 C 0.78016(12) 0.03590(9) 0.21121(5) 0.0202(3) Uani 1 1 d . . . . .
N3 N 0.25580(10) 0.16814(7) 0.15022(4) 0.0188(2) Uani 1 1 d . . . . .
C30 C -0.09905(12) 0.26357(9) 0.10612(5) 0.0193(3) Uani 1 1 d . . . . .
C17 C 0.59553(12) 0.11584(9) 0.24322(5) 0.0203(3) Uani 1 1 d . . . . .
H17 H 0.623140 0.123787 0.278896 0.024 Uiso 1 1 calc R . . . .
C16 C 0.66132(12) 0.07815(9) 0.20627(5) 0.0191(3) Uani 1 1 d . . . . .
C18 C 0.47951(12) 0.13977(9) 0.21677(5) 0.0192(3) Uani 1 1 d . . . . .
C21 C 0.16280(12) 0.23506(9) 0.21484(5) 0.0198(3) Uani 1 1 d . . . . .
H21 H 0.149021 0.258085 0.247309 0.024 Uiso 1 1 calc R . . . .
C4 C 0.58304(12) 0.08106(8) 0.15700(5) 0.0180(3) Uani 1 1 d . . . . .
C7 C 0.68145(13) 0.02271(10) 0.03178(5) 0.0244(3) Uani 1 1 d . . . . .
H7 H 0.679874 0.018486 -0.004379 0.029 Uiso 1 1 calc R . . . .
C22 C 0.08033(12) 0.23501(9) 0.16852(5) 0.0190(3) Uani 1 1 d . . . . .
C19 C 0.38051(12) 0.17860(9) 0.23656(5) 0.0188(3) Uani 1 1 d . . . . .
C44 C 0.39187(11) 0.20427(9) 0.29339(5) 0.0185(3) Uani 1 1 d . . . . .
C5 C 0.62673(12) 0.05155(9) 0.11082(5) 0.0188(3) Uani 1 1 d . . . . .
C20 C 0.27087(12) 0.19379(9) 0.20343(5) 0.0191(3) Uani 1 1 d . . . . .
C1 C 0.81813(12) 0.00103(9) 0.16735(5) 0.0192(3) Uani 1 1 d . . . . .
C6 C 0.58695(13) 0.05637(9) 0.05711(5) 0.0216(3) Uani 1 1 d . . . . .
H6 H 0.511517 0.077958 0.040940 0.026 Uiso 1 1 calc R . . . .
C8 C 0.77703(13) -0.00307(10) 0.06950(5) 0.0228(3) Uani 1 1 d . . . . .
H8 H 0.850909 -0.027853 0.063131 0.027 Uiso 1 1 calc R . . . .
C49 C 0.34709(12) 0.14239(10) 0.32865(5) 0.0212(3) Uani 1 1 d . . . . .
C29 C -0.09697(12) 0.31748(10) 0.19980(5) 0.0239(3) Uani 1 1 d . . . . .
H29A H -0.157434 0.362490 0.184999 0.036 Uiso 1 1 calc GR . . . .
H29B H -0.034709 0.349734 0.223148 0.036 Uiso 1 1 calc GR . . . .
H29C H -0.134046 0.269940 0.218959 0.036 Uiso 1 1 calc GR . . . .
C31 C -0.21606(12) 0.31099(9) 0.08627(5) 0.0201(3) Uani 1 1 d . . . . .
C28 C -0.04171(12) 0.27090(9) 0.15641(5) 0.0193(3) Uani 1 1 d . . . . .
C10 C 1.04546(13) -0.01695(10) 0.17738(6) 0.0250(3) Uani 1 1 d . . . . .
H10 H 1.053949 0.047650 0.184712 0.030 Uiso 1 1 calc R . . . .
C36 C -0.21951(12) 0.37857(10) 0.04641(5) 0.0245(3) Uani 1 1 d . . . . .
H36 H -0.150646 0.389060 0.030735 0.029 Uiso 1 1 calc R . . . .
B1 B 0.35650(14) 0.12482(10) 0.12162(5) 0.0186(3) Uani 1 1 d . . . . .
C14 C 0.91814(12) -0.15420(9) 0.15601(5) 0.0200(3) Uani 1 1 d . . . . .
H14 H 0.841412 -0.181611 0.148675 0.024 Uiso 1 1 calc R . . . .
C48 C 0.35964(13) 0.16774(10) 0.38158(5) 0.0255(3) Uani 1 1 d . . . . .
H48 H 0.329906 0.127040 0.405133 0.031 Uiso 1 1 calc R . . . .
C25 C 0.10061(13) 0.13722(10) 0.03149(5) 0.0261(3) Uani 1 1 d . . . . .
H25 H 0.172786 0.108175 0.026100 0.031 Uiso 1 1 calc R . . . .
C11 C 1.14820(13) -0.07308(11) 0.17715(6) 0.0275(3) Uani 1 1 d . . . . .
H11 H 1.225121 -0.045887 0.184030 0.033 Uiso 1 1 calc R . . . .
C32 C -0.32043(13) 0.29434(10) 0.10848(6) 0.0269(3) Uani 1 1 d . . . . .
H32 H -0.319690 0.248854 0.134759 0.032 Uiso 1 1 calc R . . . .
C46 C 0.45892(14) 0.31219(10) 0.36443(6) 0.0295(3) Uani 1 1 d . . . . .
H46 H 0.496250 0.368850 0.376465 0.035 Uiso 1 1 calc R . . . .
C33 C -0.42576(13) 0.34536(12) 0.09157(6) 0.0328(3) Uani 1 1 d . . . . .
H33 H -0.495503 0.333591 0.106413 0.039 Uiso 1 1 calc R . . . .
C47 C 0.41511(14) 0.25176(11) 0.40005(5) 0.0301(3) Uani 1 1 d . . . . .
C13 C 1.02135(13) -0.20979(10) 0.15640(5) 0.0239(3) Uani 1 1 d . . . . .
H13 H 1.013562 -0.274643 0.149701 0.029 Uiso 1 1 calc R . . . .
C27 C -0.09114(13) 0.19271(10) 0.01786(5) 0.0247(3) Uani 1 1 d . . . . .
H27 H -0.169780 0.206919 0.002004 0.030 Uiso 1 1 calc R . . . .
C26 C -0.00580(14) 0.14502(11) -0.00527(5) 0.0281(3) Uani 1 1 d . . . . .
H26 H -0.016512 0.121772 -0.039489 0.034 Uiso 1 1 calc R . . . .
C12 C 1.13611(13) -0.16911(11) 0.16672(5) 0.0260(3) Uani 1 1 d . . . . .
H12 H 1.204891 -0.206607 0.166615 0.031 Uiso 1 1 calc R . . . .
C35 C -0.32408(13) 0.43016(12) 0.02992(6) 0.0314(3) Uani 1 1 d . . . . .
H35 H -0.325089 0.475706 0.003654 0.038 Uiso 1 1 calc R . . . .
C15 C 0.85275(13) 0.02724(11) 0.26527(5) 0.0276(3) Uani 1 1 d . . . . .
H15A H 0.864542 0.089194 0.280855 0.041 Uiso 1 1 calc GR . . . .
H15B H 0.930305 -0.000779 0.262727 0.041 Uiso 1 1 calc GR . . . .
H15C H 0.809707 -0.012218 0.286716 0.041 Uiso 1 1 calc GR . . . .
C45 C 0.44828(12) 0.29000(9) 0.31127(5) 0.0232(3) Uani 1 1 d . . . . .
C51 C 0.49608(15) 0.35762(10) 0.27356(6) 0.0331(3) Uani 1 1 d . . . . .
H51A H 0.558824 0.326819 0.257935 0.050 Uiso 1 1 calc GR . . . .
H51B H 0.528717 0.413171 0.292278 0.050 Uiso 1 1 calc GR . . . .
H51C H 0.431057 0.375834 0.246530 0.050 Uiso 1 1 calc GR . . . .
C50 C 0.28743(14) 0.04920(11) 0.31088(6) 0.0318(3) Uani 1 1 d . . . . .
H50A H 0.208975 0.061196 0.290820 0.048 Uiso 1 1 calc GR . . . .
H50B H 0.278225 0.011267 0.341045 0.048 Uiso 1 1 calc GR . . . .
H50C H 0.337137 0.015836 0.289464 0.048 Uiso 1 1 calc GR . . . .
C34 C -0.42763(13) 0.41369(12) 0.05274(6) 0.0349(4) Uani 1 1 d . . . . .
H34 H -0.498026 0.448484 0.041953 0.042 Uiso 1 1 calc R . . . .
C38 C 0.31316(13) 0.60110(11) 0.11101(5) 0.0264(3) Uani 1 1 d . . . . .
H38 H 0.373003 0.647542 0.117565 0.032 Uiso 1 1 calc R . . . .
C41 C 0.13417(13) 0.46374(10) 0.09110(6) 0.0284(3) Uani 1 1 d . . . . .
H41 H 0.074515 0.417164 0.084464 0.034 Uiso 1 1 calc R . . . .
C42 C 0.10361(12) 0.55866(10) 0.08062(5) 0.0248(3) Uani 1 1 d . . . . .
C39 C 0.34200(13) 0.50670(11) 0.12168(6) 0.0278(3) Uani 1 1 d . . . . .
H39 H 0.420925 0.489542 0.135730 0.033 Uiso 1 1 calc R . . . .
C37 C 0.19512(13) 0.62647(10) 0.09055(5) 0.0243(3) Uani 1 1 d . . . . .
H37 H 0.176789 0.690065 0.083326 0.029 Uiso 1 1 calc R . . . .
C40 C 0.25221(14) 0.43770(11) 0.11126(6) 0.0298(3) Uani 1 1 d . . . . .
H40 H 0.271293 0.374030 0.117819 0.036 Uiso 1 1 calc R . . . .
C43 C -0.02494(14) 0.58732(12) 0.05894(7) 0.0348(3) Uani 1 1 d . . . . .
H43A H -0.050944 0.553717 0.026736 0.052 Uiso 1 1 calc GR . . . .
H43B H -0.027853 0.654505 0.052298 0.052 Uiso 1 1 calc GR . . . .
H43C H -0.077733 0.571960 0.083992 0.052 Uiso 1 1 calc GR . . . .
C52 C 0.4305(2) 0.27616(14) 0.45781(6) 0.0528(5) Uani 1 1 d . . . . .
H52A H 0.370767 0.242628 0.474041 0.079 Uiso 1 1 calc GR . . . .
H52B H 0.420015 0.343360 0.461874 0.079 Uiso 1 1 calc GR . . . .
H52C H 0.510360 0.257998 0.474253 0.079 Uiso 1 1 calc GR . . . .


_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 1.3848(16) . ?
F2 B1 1.3893(16) . ?
N4 C24 1.4019(17) . ?
N4 C30 1.4116(17) . ?
N4 C27 1.3731(17) . ?
N2 C18 1.4025(16) . ?
N2 C4 1.3584(17) . ?
N2 B1 1.5578(17) . ?
N1 C5 1.4033(17) . ?
N1 C1 1.4115(17) . ?
N1 C8 1.3730(17) . ?
C23 C24 1.4195(18) . ?
C23 N3 1.3595(17) . ?
C23 C22 1.4255(17) . ?
C9 C1 1.4891(18) . ?
C9 C10 1.3935(19) . ?
C9 C14 1.3971(18) . ?
C24 C25 1.3866(19) . ?
C2 C16 1.4380(18) . ?
C2 C1 1.3551(18) . ?
C2 C15 1.5047(18) . ?
N3 C20 1.4013(16) . ?
N3 B1 1.5547(17) . ?
C30 C31 1.4836(18) . ?
C30 C28 1.3578(18) . ?
C17 C16 1.3894(18) . ?
C17 C18 1.4068(18) . ?
C16 C4 1.4267(18) . ?
C18 C19 1.3930(18) . ?
C21 C22 1.3906(18) . ?
C21 C20 1.4058(18) . ?
C4 C5 1.4122(18) . ?
C7 C6 1.4005(19) . ?
C7 C8 1.376(2) . ?
C22 C28 1.4385(18) . ?
C19 C44 1.4930(17) . ?
C19 C20 1.3958(18) . ?
C44 C49 1.4019(19) . ?
C44 C45 1.4045(19) . ?
C5 C6 1.3880(18) . ?
C49 C48 1.3943(18) . ?
C49 C50 1.5090(19) . ?
C29 C28 1.5036(17) . ?
C31 C36 1.3946(19) . ?
C31 C32 1.3895(19) . ?
C10 C11 1.390(2) . ?
C36 C35 1.383(2) . ?
C14 C13 1.3883(19) . ?
C48 C47 1.384(2) . ?
C25 C26 1.404(2) . ?
C11 C12 1.380(2) . ?
C32 C33 1.387(2) . ?
C46 C47 1.391(2) . ?
C46 C45 1.391(2) . ?
C33 C34 1.384(2) . ?
C47 C52 1.5099(19) . ?
C13 C12 1.388(2) . ?
C27 C26 1.370(2) . ?
C35 C34 1.389(2) . ?
C45 C51 1.512(2) . ?
C38 C39 1.384(2) . ?
C38 C37 1.386(2) . ?
C41 C42 1.394(2) . ?
C41 C40 1.387(2) . ?
C42 C37 1.391(2) . ?
C42 C43 1.510(2) . ?
C39 C40 1.390(2) . ?

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
C24 N4 C30 124.80(11) . . ?
C27 N4 C24 108.01(11) . . ?
C27 N4 C30 127.15(11) . . ?
C18 N2 B1 125.07(11) . . ?
C4 N2 C18 106.72(11) . . ?
C4 N2 B1 127.92(11) . . ?
C5 N1 C1 124.85(11) . . ?
C8 N1 C5 108.15(11) . . ?
C8 N1 C1 126.93(11) . . ?
C24 C23 C22 119.95(12) . . ?
N3 C23 C24 130.17(12) . . ?
N3 C23 C22 109.86(11) . . ?
C10 C9 C1 121.61(12) . . ?
C10 C9 C14 119.35(12) . . ?
C14 C9 C1 119.04(12) . . ?
N4 C24 C23 115.64(11) . . ?
C25 C24 N4 107.76(11) . . ?
C25 C24 C23 136.48(13) . . ?
C16 C2 C15 118.29(11) . . ?
C1 C2 C16 118.28(12) . . ?
C1 C2 C15 123.32(12) . . ?
C23 N3 C20 106.88(10) . . ?
C23 N3 B1 127.96(11) . . ?
C20 N3 B1 125.08(11) . . ?
N4 C30 C31 116.27(11) . . ?
C28 C30 N4 119.67(12) . . ?
C28 C30 C31 123.79(12) . . ?
C16 C17 C18 107.46(11) . . ?
C17 C16 C2 132.03(12) . . ?
C17 C16 C4 106.44(11) . . ?
C4 C16 C2 121.39(11) . . ?
N2 C18 C17 109.18(11) . . ?
C19 C18 N2 121.34(12) . . ?
C19 C18 C17 129.48(12) . . ?
C22 C21 C20 107.20(11) . . ?
N2 C4 C16 110.20(11) . . ?
N2 C4 C5 129.90(12) . . ?
C5 C4 C16 119.85(12) . . ?
C8 C7 C6 108.41(12) . . ?
C23 C22 C28 121.47(12) . . ?
C21 C22 C23 106.77(11) . . ?
C21 C22 C28 131.71(12) . . ?
C18 C19 C44 119.86(11) . . ?
C18 C19 C20 120.22(12) . . ?
C20 C19 C44 119.92(11) . . ?
C49 C44 C19 119.86(12) . . ?
C49 C44 C45 120.39(12) . . ?
C45 C44 C19 119.75(12) . . ?
N1 C5 C4 115.63(11) . . ?
C6 C5 N1 107.66(11) . . ?
C6 C5 C4 136.46(12) . . ?
N3 C20 C21 109.28(11) . . ?
C19 C20 N3 121.50(12) . . ?
C19 C20 C21 129.22(12) . . ?
N1 C1 C9 115.49(11) . . ?
C2 C1 N1 119.38(12) . . ?
C2 C1 C9 125.00(12) . . ?
C5 C6 C7 107.31(12) . . ?
N1 C8 C7 108.46(12) . . ?
C44 C49 C50 121.75(12) . . ?
C48 C49 C44 118.71(13) . . ?
C48 C49 C50 119.54(13) . . ?
C36 C31 C30 119.02(12) . . ?
C32 C31 C30 121.83(12) . . ?
C32 C31 C36 119.02(13) . . ?
C30 C28 C22 118.21(12) . . ?
C30 C28 C29 123.70(12) . . ?
C22 C28 C29 118.06(11) . . ?
C11 C10 C9 120.36(13) . . ?
C35 C36 C31 120.81(13) . . ?
F1 B1 F2 109.68(11) . . ?
F1 B1 N2 111.07(11) . . ?
F1 B1 N3 109.29(10) . . ?
F2 B1 N2 109.21(10) . . ?
F2 B1 N3 111.00(11) . . ?
N3 B1 N2 106.56(10) . . ?
C13 C14 C9 119.83(12) . . ?
C47 C48 C49 121.85(14) . . ?
C24 C25 C26 107.16(12) . . ?
C12 C11 C10 120.04(13) . . ?
C33 C32 C31 120.20(14) . . ?
C45 C46 C47 121.64(13) . . ?
C34 C33 C32 120.38(14) . . ?
C48 C47 C46 118.56(13) . . ?
C48 C47 C52 120.71(16) . . ?
C46 C47 C52 120.72(15) . . ?
C12 C13 C14 120.37(13) . . ?
C26 C27 N4 108.69(12) . . ?
C27 C26 C25 108.37(12) . . ?
C11 C12 C13 120.05(13) . . ?
C36 C35 C34 119.73(14) . . ?
C44 C45 C51 120.87(12) . . ?
C46 C45 C44 118.86(13) . . ?
C46 C45 C51 120.27(13) . . ?
C33 C34 C35 119.84(14) . . ?
C39 C38 C37 120.04(13) . . ?
C40 C41 C42 120.99(13) . . ?
C41 C42 C43 121.14(13) . . ?
C37 C42 C41 118.08(13) . . ?
C37 C42 C43 120.78(13) . . ?
C38 C39 C40 119.56(13) . . ?
C38 C37 C42 121.27(13) . . ?
C41 C40 C39 120.05(14) . . ?

_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 1.640
_oxdiff_exptl_absorpt_empirical_full_min 0.356
####################################################################### 
# 
# 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_exp_1129_sq
_database_code_depnum_ccdc_archive 'CCDC 2049303'
loop_
_audit_author_name
_audit_author_address
'Jianxin Song'
;Hunan Normal University
China
;
_audit_update_record             
;
2020-12-09 deposited with the CCDC.	2021-02-02 downloaded from the CCDC.
;
_audit_creation_date             2020-08-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C140 H140 B2 F4 N8'
_chemical_formula_sum            'C140 H140 B2 F4 N8'
_chemical_formula_weight         2032.21
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C100 H100 F2 N6 B4'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   21.0519(3)
_cell_length_b                   37.6546(10)
_cell_length_c                   19.1086(4)
_cell_angle_alpha                90
_cell_angle_beta                 97.112(2)
_cell_angle_gamma                90
_cell_volume                     15030.9(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9149
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      71.4010
_cell_measurement_theta_min      3.5260
_shelx_estimated_absorpt_T_max   0.979
_shelx_estimated_absorpt_T_min   0.919
_exptl_absorpt_coefficient_mu    0.429
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76116
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    0.898
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             4328
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       42
_diffrn_reflns_limit_k_min       -44
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            46028
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        66.594
_diffrn_reflns_theta_max         66.594
_diffrn_reflns_theta_min         2.419
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0697
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     38.00  86.00   1.00    4.00    --   34.73-125.00-120.00   48
  2  ω    -31.00  48.00   1.00    4.00    --   34.73 -38.00 -60.00   79
  3  ω     19.00  73.00   1.00    4.00    --   34.73  57.00 150.00   54
  4  ω     34.00 104.00   1.00    4.00    --   34.73  38.00-150.00   70
  5  ω     16.00 104.00   1.00    4.00    --   34.73  38.00 -60.00   88
  6  ω     -1.00  25.00   1.00    4.00    --   34.73 -57.00  60.00   26
  7  ω      5.00  74.00   1.00    4.00    --   34.73 -99.00  30.00   69
  8  ω     57.00  93.00   1.00    4.00    --   34.73  57.00  60.00   36
  9  ω     27.00  58.00   1.00    4.00    --   34.73 -99.00 -60.00   31
 10  ω     61.00  92.00   1.00   16.00    --  105.88 -94.00   0.00   31
 11  ω     79.00 153.00   1.00   16.00    --  105.88  77.00-120.00   74
 12  ω     57.00  83.00   1.00   16.00    --  105.88 -94.00 -60.00   26
 13  ω     83.00 108.00   1.00   16.00    --  105.88 -94.00-150.00   25
 14  ω     66.00 116.00   1.00   16.00    --  105.88-111.00  90.00   50
 15  ω     53.00 109.00   1.00   16.00    --  105.88 -94.00 -90.00   56
 16  ω     89.00 174.00   1.00   16.00    --  105.88  30.00-180.00   85
 17  ω     38.00 106.00   1.00   16.00    --  105.88 -45.00 -30.00   68
 18  ω    133.00 174.00   1.00   16.00    --  105.88  45.00-150.00   41
 19  ω     40.00 101.00   1.00   16.00    --  105.88 -45.00 -90.00   61
 20  ω     39.00 122.00   1.00   16.00    --  105.88 -61.00  60.00   83
 21  ω     91.00 132.00   1.00   16.00    --  105.88 -77.00 120.00   41
 22  ω     76.00 103.00   1.00   16.00    --  105.88 -94.00 150.00   27
 23  ω    101.00 153.00   1.00   16.00    --  105.88 111.00  60.00   52
 24  ω     89.00 173.00   1.00   16.00    --  105.88  61.00 120.00   84
 25  ω     49.00 103.00   1.00   16.00    --  105.88 -30.00 120.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0079942000
_diffrn_orient_matrix_UB_12      -0.0159337000
_diffrn_orient_matrix_UB_13      -0.0726639000
_diffrn_orient_matrix_UB_21      -0.0075281000
_diffrn_orient_matrix_UB_22      -0.0376214000
_diffrn_orient_matrix_UB_23      0.0295376000
_diffrn_orient_matrix_UB_31      -0.0729237000
_diffrn_orient_matrix_UB_32      0.0021316000
_diffrn_orient_matrix_UB_33      -0.0211860000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8950
_reflns_number_total             13291
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.301
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     709
_refine_ls_number_reflns         13291
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0974
_refine_ls_R_factor_gt           0.0677
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1027P)²+14.1894P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1841
_refine_ls_wR_factor_ref         0.2047
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C29(H29), C13(H13), C66(H66), C2(H2), C42(H42), C63(H63), C47(H47),
 C62(H62), C46(H46), C64(H64), C14(H14), C1(H1), C39(H39), C10(H10), C11(H11),
 C37(H37), C23(H23), C24(H24), C19(H19), C53(H53), C51(H51), C56(H56), C54(H54),
  C20(H20)
2.b Idealised Me refined as rotating group:
 C70(H70A,H70B,H70C), C33(H33A,H33B,H33C), C18(H18A,H18B,H18C), C68(H68A,H68B,
 H68C), C69(H69A,H69B,H69C), C36(H36A,H36B,H36C), C16(H16A,H16B,H16C), C40(H40A,
 H40B,H40C), C17(H17A,H17B,H17C), C27(H27A,H27B,H27C), C57(H57A,H57B,H57C),
 C26(H26A,H26B,H26C), C28(H28A,H28B,H28C), C60(H60A,H60B,H60C), C59(H59A,H59B,
 H59C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
F2 F 0.28028(7) 0.57353(5) 0.30183(8) 0.0370(4) Uani 1 1 d . . . . .
F1 F 0.26023(7) 0.53791(5) 0.39254(9) 0.0386(4) Uani 1 1 d . . . . .
N2 N 0.34489(10) 0.58122(7) 0.41407(12) 0.0331(5) Uani 1 1 d . . . . .
N3 N 0.23078(10) 0.59970(7) 0.39735(12) 0.0337(5) Uani 1 1 d . . . . .
N1 N 0.47706(11) 0.52210(7) 0.37752(12) 0.0359(5) Uani 1 1 d . . . . .
N4 N 0.06243(10) 0.59027(7) 0.31501(13) 0.0364(5) Uani 1 1 d . . . . .
C41 C 0.24676(13) 0.62737(8) 0.44533(15) 0.0350(6) Uani 1 1 d . . . . .
C5 C 0.40097(12) 0.56428(8) 0.40929(14) 0.0337(6) Uani 1 1 d . . . . .
C30 C 0.35847(13) 0.61043(8) 0.45815(14) 0.0348(6) Uani 1 1 d . . . . .
C4 C 0.41279(12) 0.53299(8) 0.37244(15) 0.0347(6) Uani 1 1 d . . . . .
C6 C 0.45177(12) 0.58290(9) 0.44950(14) 0.0355(6) Uani 1 1 d . . . . .
C44 C 0.16687(13) 0.60199(8) 0.37657(15) 0.0351(6) Uani 1 1 d . . . . .
C32 C 0.32376(12) 0.66222(9) 0.52802(15) 0.0374(7) Uani 1 1 d . . . . .
C45 C 0.12705(12) 0.58012(8) 0.32934(15) 0.0354(6) Uani 1 1 d . . . . .
C9 C 0.59335(13) 0.52546(9) 0.41066(15) 0.0378(7) Uani 1 1 d . . . . .
C31 C 0.31008(13) 0.63291(8) 0.47581(14) 0.0354(6) Uani 1 1 d . . . . .
C48 C 0.03342(13) 0.56603(8) 0.26628(16) 0.0376(7) Uani 1 1 d . . . . .
C7 C 0.51720(12) 0.57023(9) 0.45164(15) 0.0360(6) Uani 1 1 d . . . . .
C3 C 0.37701(13) 0.50920(9) 0.32751(15) 0.0383(7) Uani 1 1 d . . . . .
H3 H 0.332967 0.509794 0.314517 0.046 Uiso 1 1 calc R . . . .
C8 C 0.52871(13) 0.54043(9) 0.41623(15) 0.0368(7) Uani 1 1 d . . . . .
C12 C 0.71508(13) 0.49659(9) 0.39798(15) 0.0373(7) Uani 1 1 d . . . . .
C29 C 0.42468(13) 0.61157(9) 0.48015(14) 0.0359(6) Uani 1 1 d . . . . .
H29 H 0.446236 0.628428 0.509741 0.043 Uiso 1 1 calc R . . . .
C13 C 0.69402(13) 0.52738(9) 0.36260(17) 0.0402(7) Uani 1 1 d . . . . .
H13 H 0.720363 0.538517 0.333679 0.048 Uiso 1 1 calc R . . . .
C22 C 0.56910(12) 0.59097(9) 0.49342(15) 0.0389(7) Uani 1 1 d . . . . .
C61 C -0.03501(13) 0.62598(9) 0.33677(16) 0.0386(7) Uani 1 1 d . . . . .
C66 C -0.14525(13) 0.61322(9) 0.35062(16) 0.0392(7) Uani 1 1 d . . . . .
H66 H -0.175451 0.597272 0.363567 0.047 Uiso 1 1 calc R . . . .
C2 C 0.41991(14) 0.48422(9) 0.30558(17) 0.0436(7) Uani 1 1 d . . . . .
H2 H 0.409171 0.465225 0.275321 0.052 Uiso 1 1 calc R . . . .
C42 C 0.19123(13) 0.64655(9) 0.45388(16) 0.0397(7) Uani 1 1 d . . . . .
H42 H 0.188669 0.666072 0.483202 0.048 Uiso 1 1 calc R . . . .
C34 C 0.32043(13) 0.69749(9) 0.50647(16) 0.0400(7) Uani 1 1 d . . . . .
C35 C 0.33715(14) 0.65393(9) 0.60050(16) 0.0419(7) Uani 1 1 d . . . . .
C63 C -0.05482(13) 0.65940(9) 0.31153(16) 0.0400(7) Uani 1 1 d . . . . .
H63 H -0.024717 0.675254 0.298038 0.048 Uiso 1 1 calc R . . . .
C65 C -0.16516(13) 0.64654(8) 0.32587(15) 0.0366(6) Uani 1 1 d . . . . .
C47 C 0.07786(13) 0.54081(9) 0.25423(17) 0.0395(7) Uani 1 1 d . . . . .
H47 H 0.070176 0.521056 0.225203 0.047 Uiso 1 1 calc R . . . .
C62 C -0.08127(13) 0.60302(9) 0.35659(16) 0.0390(7) Uani 1 1 d . . . . .
H62 H -0.069361 0.580613 0.374007 0.047 Uiso 1 1 calc R . . . .
C43 C 0.14057(13) 0.63117(9) 0.41067(16) 0.0381(7) Uani 1 1 d . . . . .
C46 C 0.13624(13) 0.54962(8) 0.29251(16) 0.0381(7) Uani 1 1 d . . . . .
H46 H 0.174447 0.537167 0.293059 0.046 Uiso 1 1 calc R . . . .
C50 C 0.03496(13) 0.61846(9) 0.35054(16) 0.0383(7) Uani 1 1 d . . . . .
C64 C -0.11818(14) 0.66941(9) 0.30617(16) 0.0403(7) Uani 1 1 d . . . . .
H64 H -0.129957 0.691887 0.289056 0.048 Uiso 1 1 calc R . . . .
C14 C 0.63448(13) 0.54195(9) 0.36937(17) 0.0410(7) Uani 1 1 d . . . . .
H14 H 0.622050 0.562965 0.346013 0.049 Uiso 1 1 calc R . . . .
C67 C -0.23492(13) 0.65914(9) 0.32008(16) 0.0397(7) Uani 1 1 d . . . . .
C1 C 0.48038(14) 0.49261(9) 0.33641(16) 0.0426(7) Uani 1 1 d . . . . .
H1 H 0.517560 0.480256 0.330331 0.051 Uiso 1 1 calc R . . . .
C49 C 0.07289(14) 0.63811(9) 0.39862(17) 0.0421(7) Uani 1 1 d . . . . .
C52 C 0.04575(13) 0.66606(9) 0.44108(17) 0.0433(7) Uani 1 1 d . . . . .
C39 C 0.32678(14) 0.72439(10) 0.55697(17) 0.0444(7) Uani 1 1 d . . . . .
H39 H 0.322842 0.747944 0.542445 0.053 Uiso 1 1 calc R . . . .
C10 C 0.61411(15) 0.49450(10) 0.44593(16) 0.0457(8) Uani 1 1 d . . . . .
H10 H 0.587207 0.482979 0.473699 0.055 Uiso 1 1 calc R . . . .
C11 C 0.67398(14) 0.48052(10) 0.44050(16) 0.0438(7) Uani 1 1 d . . . . .
H11 H 0.687111 0.460093 0.465568 0.053 Uiso 1 1 calc R . . . .
C70 C -0.27911(14) 0.63154(10) 0.34706(19) 0.0484(8) Uani 1 1 d . . . . .
H70A H -0.276089 0.609677 0.321849 0.073 Uiso 1 1 calc GR . . . .
H70B H -0.322442 0.640008 0.339825 0.073 Uiso 1 1 calc GR . . . .
H70C H -0.266597 0.627586 0.396475 0.073 Uiso 1 1 calc GR . . . .
C37 C 0.34503(16) 0.68167(10) 0.64836(17) 0.0486(8) Uani 1 1 d . . . . .
H37 H 0.354921 0.676327 0.695977 0.058 Uiso 1 1 calc R . . . .
C15 C 0.77961(15) 0.48017(9) 0.38665(18) 0.0450(7) Uani 1 1 d . . . . .
C38 C 0.33891(16) 0.71675(10) 0.62874(17) 0.0488(8) Uani 1 1 d . . . . .
C33 C 0.31054(16) 0.70756(10) 0.42910(17) 0.0482(8) Uani 1 1 d . . . . .
H33A H 0.337245 0.692993 0.403627 0.072 Uiso 1 1 calc GR . . . .
H33B H 0.321628 0.732076 0.424032 0.072 Uiso 1 1 calc GR . . . .
H33C H 0.266489 0.703993 0.410631 0.072 Uiso 1 1 calc GR . . . .
C18 C 0.80175(15) 0.45222(10) 0.44298(18) 0.0484(8) Uani 1 1 d . . . . .
H18A H 0.804634 0.462878 0.488899 0.073 Uiso 1 1 calc GR . . . .
H18B H 0.842975 0.443261 0.435143 0.073 Uiso 1 1 calc GR . . . .
H18C H 0.771477 0.433048 0.440090 0.073 Uiso 1 1 calc GR . . . .
C55 C -0.00815(17) 0.71942(11) 0.51891(19) 0.0523(9) Uani 1 1 d . . . . .
C23 C 0.58262(16) 0.62496(10) 0.47491(18) 0.0508(8) Uani 1 1 d . . . . .
H23 H 0.560108 0.635001 0.434810 0.061 Uiso 1 1 calc R . . . .
C21 C 0.66340(15) 0.63212(11) 0.57513(16) 0.0493(9) Uani 1 1 d . . . . .
C68 C -0.23827(16) 0.69351(10) 0.3631(2) 0.0536(9) Uani 1 1 d . . . . .
H68A H -0.221653 0.689127 0.411406 0.080 Uiso 1 1 calc GR . . . .
H68B H -0.281983 0.701193 0.360570 0.080 Uiso 1 1 calc GR . . . .
H68C H -0.213279 0.711654 0.344165 0.080 Uiso 1 1 calc GR . . . .
C24 C 0.62945(17) 0.64468(11) 0.51508(19) 0.0540(9) Uani 1 1 d . . . . .
H24 H 0.637985 0.667524 0.500259 0.065 Uiso 1 1 calc R . . . .
C69 C -0.25884(15) 0.66663(10) 0.24210(18) 0.0480(8) Uani 1 1 d . . . . .
H69A H -0.231619 0.683969 0.224107 0.072 Uiso 1 1 calc GR . . . .
H69B H -0.301867 0.675529 0.238114 0.072 Uiso 1 1 calc GR . . . .
H69C H -0.257944 0.645067 0.215440 0.072 Uiso 1 1 calc GR . . . .
C36 C 0.34135(17) 0.61633(10) 0.62706(18) 0.0534(9) Uani 1 1 d . . . . .
H36A H 0.301645 0.604339 0.612619 0.080 Uiso 1 1 calc GR . . . .
H36B H 0.349629 0.616390 0.677602 0.080 Uiso 1 1 calc GR . . . .
H36C H 0.375462 0.604247 0.607910 0.080 Uiso 1 1 calc GR . . . .
C19 C 0.60478(16) 0.57648(12) 0.55295(18) 0.0560(9) Uani 1 1 d . . . . .
H19 H 0.597561 0.553196 0.566165 0.067 Uiso 1 1 calc R . . . .
C53 C 0.00176(16) 0.65769(11) 0.48745(19) 0.0521(8) Uani 1 1 d . . . . .
H53 H -0.009786 0.634130 0.493224 0.063 Uiso 1 1 calc R . . . .
C51 C 0.06354(16) 0.70072(11) 0.4370(2) 0.0554(9) Uani 1 1 d . . . . .
H51 H 0.094564 0.706796 0.408460 0.066 Uiso 1 1 calc R . . . .
C56 C 0.03641(17) 0.72730(11) 0.4746(2) 0.0569(9) Uani 1 1 d . . . . .
H56 H 0.048726 0.750781 0.469437 0.068 Uiso 1 1 calc R . . . .
B1 B 0.27800(14) 0.57171(10) 0.37432(17) 0.0339(7) Uani 1 1 d . . . . .
C25 C 0.71229(17) 0.65603(13) 0.62055(19) 0.0613(10) Uani 1 1 d . . . . .
C54 C -0.02475(19) 0.68393(11) 0.5247(2) 0.0606(10) Uani 1 1 d . . . . .
H54 H -0.054596 0.677738 0.554643 0.073 Uiso 1 1 calc R . . . .
C20 C 0.65108(17) 0.59684(13) 0.59243(19) 0.0656(12) Uani 1 1 d . . . . .
H20 H 0.674752 0.586723 0.631733 0.079 Uiso 1 1 calc R . . . .
C16 C 0.83228(16) 0.50890(11) 0.3899(3) 0.0667(12) Uani 1 1 d . . . . .
H16A H 0.821470 0.525891 0.352907 0.100 Uiso 1 1 calc GR . . . .
H16B H 0.872483 0.497952 0.384145 0.100 Uiso 1 1 calc GR . . . .
H16C H 0.835619 0.520708 0.434756 0.100 Uiso 1 1 calc GR . . . .
C40 C 0.3458(2) 0.74639(12) 0.6830(2) 0.0660(11) Uani 1 1 d . . . . .
H40A H 0.389589 0.747880 0.703935 0.099 Uiso 1 1 calc GR . . . .
H40B H 0.318927 0.741530 0.718926 0.099 Uiso 1 1 calc GR . . . .
H40C H 0.333261 0.768516 0.660405 0.099 Uiso 1 1 calc GR . . . .
C17 C 0.7718(2) 0.46264(13) 0.3132(2) 0.0660(11) Uani 1 1 d . . . . .
H17A H 0.737295 0.445813 0.310101 0.099 Uiso 1 1 calc GR . . . .
H17B H 0.810715 0.450658 0.306074 0.099 Uiso 1 1 calc GR . . . .
H17C H 0.762454 0.480547 0.277626 0.099 Uiso 1 1 calc GR . . . .
C27 C 0.75869(19) 0.67274(13) 0.5752(2) 0.0713(12) Uani 1 1 d . . . . .
H27A H 0.780681 0.654379 0.553011 0.107 Uiso 1 1 calc GR . . . .
H27B H 0.789234 0.686983 0.604332 0.107 Uiso 1 1 calc GR . . . .
H27C H 0.735459 0.687410 0.539780 0.107 Uiso 1 1 calc GR . . . .
C58 C -0.0400(2) 0.74794(13) 0.5599(3) 0.0764(13) Uani 1 1 d . . . . .
C57 C -0.0131(2) 0.78462(12) 0.5509(3) 0.0739(12) Uani 1 1 d . . . . .
H57A H 0.031907 0.784672 0.567189 0.111 Uiso 1 1 calc GR . . . .
H57B H -0.034435 0.801371 0.577829 0.111 Uiso 1 1 calc GR . . . .
H57C H -0.019708 0.791125 0.501968 0.111 Uiso 1 1 calc GR . . . .
C26 C 0.74854(19) 0.63482(14) 0.6808(2) 0.0738(13) Uani 1 1 d . . . . .
H26A H 0.718787 0.625464 0.710255 0.111 Uiso 1 1 calc GR . . . .
H26B H 0.778618 0.650049 0.708155 0.111 Uiso 1 1 calc GR . . . .
H26C H 0.771021 0.615614 0.661764 0.111 Uiso 1 1 calc GR . . . .
C28 C 0.6755(2) 0.68671(13) 0.6517(2) 0.0751(13) Uani 1 1 d . . . . .
H28A H 0.653844 0.700694 0.614048 0.113 Uiso 1 1 calc GR . . . .
H28B H 0.705089 0.701421 0.680955 0.113 Uiso 1 1 calc GR . . . .
H28C H 0.644621 0.677007 0.679501 0.113 Uiso 1 1 calc GR . . . .
C60 C -0.1115(2) 0.74916(14) 0.5305(4) 0.122(3) Uani 1 1 d . . . . .
H60A H -0.116008 0.757976 0.482991 0.184 Uiso 1 1 calc GR . . . .
H60B H -0.133733 0.764582 0.559222 0.184 Uiso 1 1 calc GR . . . .
H60C H -0.129246 0.725697 0.530936 0.184 Uiso 1 1 calc GR . . . .
C59 C -0.0322(6) 0.73857(19) 0.6374(3) 0.195(5) Uani 1 1 d . . . . .
H59A H -0.051992 0.716011 0.643691 0.293 Uiso 1 1 calc GR . . . .
H59B H -0.052277 0.756477 0.662943 0.293 Uiso 1 1 calc GR . . . .
H59C H 0.012484 0.737281 0.654825 0.293 Uiso 1 1 calc GR . . . .


_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
F2 B1 1.393(4) . ?
F1 B1 1.383(4) . ?
N2 C5 1.355(4) . ?
N2 C30 1.393(4) . ?
N2 B1 1.557(4) . ?
N3 C41 1.401(4) . ?
N3 C44 1.358(3) . ?
N3 B1 1.550(4) . ?
N1 C4 1.406(3) . ?
N1 C8 1.417(4) . ?
N1 C1 1.367(4) . ?
N4 C45 1.407(3) . ?
N4 C48 1.390(4) . ?
N4 C50 1.421(4) . ?
C41 C31 1.403(4) . ?
C41 C42 1.401(4) . ?
C5 C4 1.411(4) . ?
C5 C6 1.422(4) . ?
C30 C31 1.398(4) . ?
C30 C29 1.406(4) . ?
C4 C3 1.395(4) . ?
C6 C7 1.454(4) . ?
C6 C29 1.385(4) . ?
C44 C45 1.417(4) . ?
C44 C43 1.424(4) . ?
C32 C31 1.491(4) . ?
C32 C34 1.390(5) . ?
C32 C35 1.414(4) . ?
C45 C46 1.373(4) . ?
C9 C8 1.489(4) . ?
C9 C14 1.388(4) . ?
C9 C10 1.390(5) . ?
C48 C48 1.466(5) 2 ?
C48 C47 1.372(4) . ?
C7 C8 1.348(5) . ?
C7 C22 1.492(4) . ?
C3 H3 0.9300 . ?
C3 C2 1.403(4) . ?
C12 C13 1.387(4) . ?
C12 C11 1.396(4) . ?
C12 C15 1.532(4) . ?
C29 H29 0.9300 . ?
C13 H13 0.9300 . ?
C13 C14 1.389(4) . ?
C22 C23 1.367(5) . ?
C22 C19 1.394(5) . ?
C61 C63 1.393(5) . ?
C61 C62 1.389(4) . ?
C61 C50 1.491(4) . ?
C66 H66 0.9300 . ?
C66 C65 1.387(4) . ?
C66 C62 1.391(4) . ?
C2 H2 0.9300 . ?
C2 C1 1.372(4) . ?
C42 H42 0.9300 . ?
C42 C43 1.392(4) . ?
C34 C39 1.394(5) . ?
C34 C33 1.515(4) . ?
C35 C37 1.385(5) . ?
C35 C36 1.503(5) . ?
C63 H63 0.9300 . ?
C63 C64 1.377(4) . ?
C65 C64 1.398(4) . ?
C65 C67 1.534(4) . ?
C47 H47 0.9300 . ?
C47 C46 1.390(4) . ?
C62 H62 0.9300 . ?
C43 C49 1.439(4) . ?
C46 H46 0.9300 . ?
C50 C49 1.359(4) . ?
C64 H64 0.9300 . ?
C14 H14 0.9300 . ?
C67 C70 1.526(5) . ?
C67 C68 1.540(5) . ?
C67 C69 1.539(4) . ?
C1 H1 0.9300 . ?
C49 C52 1.486(4) . ?
C52 C53 1.395(5) . ?
C52 C51 1.362(5) . ?
C39 H39 0.9300 . ?
C39 C38 1.394(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.382(4) . ?
C11 H11 0.9300 . ?
C70 H70A 0.9600 . ?
C70 H70B 0.9600 . ?
C70 H70C 0.9600 . ?
C37 H37 0.9300 . ?
C37 C38 1.375(5) . ?
C15 C18 1.536(4) . ?
C15 C16 1.545(5) . ?
C15 C17 1.542(5) . ?
C38 C40 1.518(5) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C55 C56 1.372(5) . ?
C55 C54 1.389(6) . ?
C55 C58 1.531(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.388(5) . ?
C21 C24 1.360(5) . ?
C21 C25 1.550(5) . ?
C21 C20 1.401(6) . ?
C68 H68A 0.9600 . ?
C68 H68B 0.9600 . ?
C68 H68C 0.9600 . ?
C24 H24 0.9300 . ?
C69 H69A 0.9600 . ?
C69 H69B 0.9600 . ?
C69 H69C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C19 H19 0.9300 . ?
C19 C20 1.388(5) . ?
C53 H53 0.9300 . ?
C53 C54 1.376(5) . ?
C51 H51 0.9300 . ?
C51 C56 1.394(5) . ?
C56 H56 0.9300 . ?
C25 C27 1.519(6) . ?
C25 C26 1.525(6) . ?
C25 C28 1.551(6) . ?
C54 H54 0.9300 . ?
C20 H20 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C58 C57 1.510(7) . ?
C58 C60 1.541(8) . ?
C58 C59 1.511(8) . ?
C57 H57A 0.9600 . ?
C57 H57B 0.9600 . ?
C57 H57C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C60 H60A 0.9600 . ?
C60 H60B 0.9600 . ?
C60 H60C 0.9600 . ?
C59 H59A 0.9600 . ?
C59 H59B 0.9600 . ?
C59 H59C 0.9600 . ?

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
C5 N2 C30 107.3(2) . . ?
C5 N2 B1 127.0(2) . . ?
C30 N2 B1 125.6(2) . . ?
C41 N3 B1 125.5(2) . . ?
C44 N3 C41 107.1(2) . . ?
C44 N3 B1 127.4(2) . . ?
C4 N1 C8 124.3(3) . . ?
C1 N1 C4 108.3(2) . . ?
C1 N1 C8 127.3(2) . . ?
C45 N4 C50 123.4(2) . . ?
C48 N4 C45 106.6(2) . . ?
C48 N4 C50 129.8(2) . . ?
N3 C41 C31 121.4(3) . . ?
C42 C41 N3 108.9(2) . . ?
C42 C41 C31 129.7(3) . . ?
N2 C5 C4 129.5(2) . . ?
N2 C5 C6 109.6(3) . . ?
C4 C5 C6 120.9(3) . . ?
N2 C30 C31 121.5(2) . . ?
N2 C30 C29 109.1(3) . . ?
C31 C30 C29 129.4(3) . . ?
N1 C4 C5 115.9(2) . . ?
C3 C4 N1 107.3(3) . . ?
C3 C4 C5 136.7(3) . . ?
C5 C6 C7 120.0(3) . . ?
C29 C6 C5 106.9(2) . . ?
C29 C6 C7 133.0(3) . . ?
N3 C44 C45 129.5(3) . . ?
N3 C44 C43 110.0(3) . . ?
C45 C44 C43 120.5(3) . . ?
C34 C32 C31 120.7(3) . . ?
C34 C32 C35 119.9(3) . . ?
C35 C32 C31 119.4(3) . . ?
N4 C45 C44 116.6(3) . . ?
C46 C45 N4 108.8(2) . . ?
C46 C45 C44 134.6(3) . . ?
C14 C9 C8 120.8(3) . . ?
C14 C9 C10 118.0(3) . . ?
C10 C9 C8 121.2(3) . . ?
C41 C31 C32 118.9(3) . . ?
C30 C31 C41 119.6(3) . . ?
C30 C31 C32 121.6(2) . . ?
N4 C48 C48 127.1(2) . 2 ?
C47 C48 N4 108.3(2) . . ?
C47 C48 C48 124.5(2) . 2 ?
C6 C7 C22 118.2(3) . . ?
C8 C7 C6 119.2(3) . . ?
C8 C7 C22 122.6(3) . . ?
C4 C3 H3 126.4 . . ?
C4 C3 C2 107.2(3) . . ?
C2 C3 H3 126.4 . . ?
N1 C8 C9 115.3(3) . . ?
C7 C8 N1 119.6(2) . . ?
C7 C8 C9 125.0(3) . . ?
C13 C12 C11 117.5(3) . . ?
C13 C12 C15 120.3(3) . . ?
C11 C12 C15 122.1(3) . . ?
C30 C29 H29 126.4 . . ?
C6 C29 C30 107.1(3) . . ?
C6 C29 H29 126.4 . . ?
C12 C13 H13 119.2 . . ?
C12 C13 C14 121.5(3) . . ?
C14 C13 H13 119.2 . . ?
C23 C22 C7 120.9(3) . . ?
C23 C22 C19 118.0(3) . . ?
C19 C22 C7 121.1(3) . . ?
C63 C61 C50 118.7(3) . . ?
C62 C61 C63 117.8(3) . . ?
C62 C61 C50 123.0(3) . . ?
C65 C66 H66 119.1 . . ?
C65 C66 C62 121.7(3) . . ?
C62 C66 H66 119.1 . . ?
C3 C2 H2 125.8 . . ?
C1 C2 C3 108.3(3) . . ?
C1 C2 H2 125.8 . . ?
C41 C42 H42 126.1 . . ?
C43 C42 C41 107.8(3) . . ?
C43 C42 H42 126.1 . . ?
C32 C34 C39 119.5(3) . . ?
C32 C34 C33 121.6(3) . . ?
C39 C34 C33 118.9(3) . . ?
C32 C35 C36 122.3(3) . . ?
C37 C35 C32 118.3(3) . . ?
C37 C35 C36 119.4(3) . . ?
C61 C63 H63 119.4 . . ?
C64 C63 C61 121.2(3) . . ?
C64 C63 H63 119.4 . . ?
C66 C65 C64 117.1(3) . . ?
C66 C65 C67 123.4(3) . . ?
C64 C65 C67 119.5(3) . . ?
C48 C47 H47 125.6 . . ?
C48 C47 C46 108.9(3) . . ?
C46 C47 H47 125.6 . . ?
C61 C62 C66 120.7(3) . . ?
C61 C62 H62 119.7 . . ?
C66 C62 H62 119.7 . . ?
C44 C43 C49 120.0(3) . . ?
C42 C43 C44 106.2(2) . . ?
C42 C43 C49 133.7(3) . . ?
C45 C46 C47 107.3(3) . . ?
C45 C46 H46 126.3 . . ?
C47 C46 H46 126.3 . . ?
N4 C50 C61 120.6(3) . . ?
C49 C50 N4 119.3(3) . . ?
C49 C50 C61 120.0(3) . . ?
C63 C64 C65 121.5(3) . . ?
C63 C64 H64 119.3 . . ?
C65 C64 H64 119.3 . . ?
C9 C14 C13 120.7(3) . . ?
C9 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C65 C67 C68 109.2(2) . . ?
C65 C67 C69 108.8(3) . . ?
C70 C67 C65 112.5(3) . . ?
C70 C67 C68 108.8(3) . . ?
C70 C67 C69 108.2(3) . . ?
C69 C67 C68 109.4(3) . . ?
N1 C1 C2 108.8(3) . . ?
N1 C1 H1 125.6 . . ?
C2 C1 H1 125.6 . . ?
C43 C49 C52 118.8(3) . . ?
C50 C49 C43 119.8(3) . . ?
C50 C49 C52 121.4(3) . . ?
C53 C52 C49 121.1(3) . . ?
C51 C52 C49 121.4(3) . . ?
C51 C52 C53 117.5(3) . . ?
C34 C39 H39 119.3 . . ?
C38 C39 C34 121.4(3) . . ?
C38 C39 H39 119.3 . . ?
C9 C10 H10 119.4 . . ?
C11 C10 C9 121.2(3) . . ?
C11 C10 H10 119.4 . . ?
C12 C11 H11 119.5 . . ?
C10 C11 C12 121.0(3) . . ?
C10 C11 H11 119.5 . . ?
C67 C70 H70A 109.5 . . ?
C67 C70 H70B 109.5 . . ?
C67 C70 H70C 109.5 . . ?
H70A C70 H70B 109.5 . . ?
H70A C70 H70C 109.5 . . ?
H70B C70 H70C 109.5 . . ?
C35 C37 H37 118.5 . . ?
C38 C37 C35 123.0(3) . . ?
C38 C37 H37 118.5 . . ?
C12 C15 C18 112.0(3) . . ?
C12 C15 C16 110.9(3) . . ?
C12 C15 C17 107.7(3) . . ?
C18 C15 C16 107.3(3) . . ?
C18 C15 C17 109.5(3) . . ?
C17 C15 C16 109.4(3) . . ?
C39 C38 C40 120.7(4) . . ?
C37 C38 C39 117.8(3) . . ?
C37 C38 C40 121.5(3) . . ?
C34 C33 H33A 109.5 . . ?
C34 C33 H33B 109.5 . . ?
C34 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C56 C55 C54 117.1(3) . . ?
C56 C55 C58 122.7(4) . . ?
C54 C55 C58 120.2(4) . . ?
C22 C23 H23 119.5 . . ?
C22 C23 C24 121.0(3) . . ?
C24 C23 H23 119.5 . . ?
C24 C21 C25 120.9(4) . . ?
C24 C21 C20 115.8(3) . . ?
C20 C21 C25 123.3(3) . . ?
C67 C68 H68A 109.5 . . ?
C67 C68 H68B 109.5 . . ?
C67 C68 H68C 109.5 . . ?
H68A C68 H68B 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
C23 C24 H24 118.5 . . ?
C21 C24 C23 123.0(4) . . ?
C21 C24 H24 118.5 . . ?
C67 C69 H69A 109.5 . . ?
C67 C69 H69B 109.5 . . ?
C67 C69 H69C 109.5 . . ?
H69A C69 H69B 109.5 . . ?
H69A C69 H69C 109.5 . . ?
H69B C69 H69C 109.5 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C22 C19 H19 120.1 . . ?
C20 C19 C22 119.9(4) . . ?
C20 C19 H19 120.1 . . ?
C52 C53 H53 119.7 . . ?
C54 C53 C52 120.7(4) . . ?
C54 C53 H53 119.7 . . ?
C52 C51 H51 119.2 . . ?
C52 C51 C56 121.7(3) . . ?
C56 C51 H51 119.2 . . ?
C55 C56 C51 121.2(4) . . ?
C55 C56 H56 119.4 . . ?
C51 C56 H56 119.4 . . ?
F2 B1 N2 109.5(2) . . ?
F2 B1 N3 110.6(2) . . ?
F1 B1 F2 109.8(3) . . ?
F1 B1 N2 110.2(2) . . ?
F1 B1 N3 110.6(2) . . ?
N3 B1 N2 106.2(2) . . ?
C21 C25 C28 108.6(3) . . ?
C27 C25 C21 110.5(3) . . ?
C27 C25 C26 110.5(3) . . ?
C27 C25 C28 107.3(4) . . ?
C26 C25 C21 110.7(4) . . ?
C26 C25 C28 109.1(3) . . ?
C55 C54 H54 119.1 . . ?
C53 C54 C55 121.8(4) . . ?
C53 C54 H54 119.1 . . ?
C21 C20 H20 118.9 . . ?
C19 C20 C21 122.3(3) . . ?
C19 C20 H20 118.9 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C38 C40 H40A 109.5 . . ?
C38 C40 H40B 109.5 . . ?
C38 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C55 C58 C60 107.7(4) . . ?
C57 C58 C55 112.9(4) . . ?
C57 C58 C60 107.1(4) . . ?
C57 C58 C59 109.2(5) . . ?
C59 C58 C55 109.7(4) . . ?
C59 C58 C60 110.2(6) . . ?
C58 C57 H57A 109.5 . . ?
C58 C57 H57B 109.5 . . ?
C58 C57 H57C 109.5 . . ?
H57A C57 H57B 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C58 C60 H60A 109.5 . . ?
C58 C60 H60B 109.5 . . ?
C58 C60 H60C 109.5 . . ?
H60A C60 H60B 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C58 C59 H59A 109.5 . . ?
C58 C59 H59B 109.5 . . ?
C58 C59 H59C 109.5 . . ?
H59A C59 H59B 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?

_platon_squeeze_details          ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.000 -0.002 2327 531 ' '
2 1.000 0.500 0.041 2327 531 ' '
3 0.500 0.328 0.250 291 39 ' '
4 1.000 0.828 0.250 291 39 ' '
5 1.000 0.172 0.750 291 39 ' '
6 0.500 0.672 0.750 291 39 ' '

_platon_squeeze_void_probe_radius 1.20
_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 1.445
_oxdiff_exptl_absorpt_empirical_full_min 0.706
