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

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

data_exp_2153_sq
_database_code_depnum_ccdc_archive 'CCDC 2374385'
loop_
_audit_author_name
_audit_author_address
'Jianxin Song'
;Hunan Normal University
China
;
_audit_update_record             
;
2024-07-30 deposited with the CCDC.	2024-08-21 downloaded from the CCDC.
;
_audit_creation_date             2022-05-10
_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         '2(C37 H34 B F2 N3)'
_chemical_formula_sum            'C74 H68 B2 F4 N6'
_chemical_formula_weight         1138.96
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C100 H100 N5 B1 F2'
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      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   38.5907(19)
_cell_length_b                   6.1918(3)
_cell_length_c                   29.5351(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7057.3(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5356
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      71.6400
_cell_measurement_theta_min      4.5750
_shelx_estimated_absorpt_T_max   0.973
_shelx_estimated_absorpt_T_min   0.851
_exptl_absorpt_coefficient_mu    0.556
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47230
_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            pink
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.072
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2400
_exptl_crystal_size_max          0.3
_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  0.0422
_diffrn_reflns_av_unetI/netI     0.0654
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       47
_diffrn_reflns_limit_h_min       -46
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16481
_diffrn_reflns_point_group_measured_fraction_full 0.687
_diffrn_reflns_point_group_measured_fraction_max 0.665
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.982
_diffrn_reflns_theta_min         2.735
_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 0.998
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      1.00  72.00   1.00    5.00    --   34.48 -99.00 -60.00   71
  2  ω     30.00  86.00   1.00    5.00    --   34.48-125.00-150.00   56
  3  ω     41.00 124.00   1.00   20.00    --  105.88 -61.00-120.00   83
  4  ω     40.00  93.00   1.00   20.00    --  105.88-111.00  60.00   53
  5  ω     51.00 108.00   1.00   20.00    --  105.88 -94.00 120.00   57
  6  ω     38.00  63.00   1.00    5.00    --   34.48 -19.00 150.00   25
  7  ω     67.00  95.00   1.00   20.00    --  105.88  15.00  60.00   28
  8  ω     80.00 153.00   1.00   20.00    --  105.88  77.00  60.00   73
  9  ω     21.00 100.00   1.00    5.00    --   34.48  77.00-180.00   79
 10  ω    -20.00   6.00   1.00    5.00    --   34.48 -19.00 150.00   26
;
_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      -0.0385100000
_diffrn_orient_matrix_UB_12      0.0602171000
_diffrn_orient_matrix_UB_13      -0.0057294000
_diffrn_orient_matrix_UB_21      -0.0013821000
_diffrn_orient_matrix_UB_22      -0.1312135000
_diffrn_orient_matrix_UB_23      -0.0442657000
_diffrn_orient_matrix_UB_31      -0.0104780000
_diffrn_orient_matrix_UB_32      -0.2027292000
_diffrn_orient_matrix_UB_33      0.0269575000
_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         0.338
_reflns_Friedel_fraction_full    0.363
_reflns_Friedel_fraction_max     0.343
_reflns_number_gt                7505
_reflns_number_total             9240
_reflns_odcompleteness_completeness 99.87
_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 (Sheldrick, 2015)'
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.3(3)
_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     787
_refine_ls_number_reflns         9240
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0775
_refine_ls_R_factor_gt           0.0620
_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)+(0.0964P)²+3.0498P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1613
_refine_ls_wR_factor_ref         0.1784
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N3(H3), C6(H6), C7(H7), C8(H8), C9(H9), C14(H14), C15(H15), C19(H19),
 C20(H20), C21(H21), C24(H24), C25(H25), C29(H29), C30(H30), C31(H31), C33(H33),
  N4(H4), C43(H43), C44(H44), C45(H45), C46(H46), C51(H51), C52(H52), C57(H57),
 C58(H58), C59(H59), C62(H62), C63(H63), C67(H67), C68(H68), C70(H70), C71(H71)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C35(H35A,H35B,H35C),
 C36(H36A,H36B,H36C), C37(H37A,H37B,H37C), C38(H38A,H38B,H38C), C39(H39A,H39B,
 H39C), C41(H41A,H41B,H41C), C56(H56A,H56B,H56C), C73(H73A,H73B,H73C), C74(H74A,
 H74B,H74C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F -0.08464(9) -0.0633(6) 0.48786(11) 0.0403(8) Uani 1 1 d . . . . .
F2 F -0.11727(8) 0.1096(6) 0.54040(13) 0.0396(8) Uani 1 1 d . . . . .
N1 N -0.05726(10) 0.2035(7) 0.53464(14) 0.0211(8) Uani 1 1 d . . . . .
N2 N -0.07499(10) -0.1455(7) 0.56655(14) 0.0209(8) Uani 1 1 d . . . . .
N3 N 0.03235(13) -0.1509(9) 0.6195(2) 0.0433(13) Uani 1 1 d . . . . .
H3 H 0.030361 -0.271450 0.603966 0.052 Uiso 1 1 calc R . . . .
C1 C 0.07751(16) -0.2602(10) 0.8862(2) 0.0384(13) Uani 1 1 d . . . . .
H1A H 0.087823 -0.153303 0.865755 0.058 Uiso 1 1 calc GR . . . .
H1B H 0.092990 -0.283934 0.912020 0.058 Uiso 1 1 calc GR . . . .
H1C H 0.055092 -0.206987 0.897064 0.058 Uiso 1 1 calc GR . . . .
C2 C 0.05846(17) -0.6356(9) 0.8934(2) 0.0378(14) Uani 1 1 d . . . . .
H2A H 0.034590 -0.597917 0.901504 0.057 Uiso 1 1 calc GR . . . .
H2B H 0.072872 -0.636519 0.920701 0.057 Uiso 1 1 calc GR . . . .
H2C H 0.058843 -0.779092 0.879390 0.057 Uiso 1 1 calc GR . . . .
C3 C 0.1074(2) -0.5440(14) 0.8427(2) 0.055(2) Uani 1 1 d . . . . .
H3A H 0.105731 -0.691392 0.830791 0.082 Uiso 1 1 calc GR . . . .
H3B H 0.124523 -0.540175 0.867234 0.082 Uiso 1 1 calc GR . . . .
H3C H 0.114720 -0.446074 0.818421 0.082 Uiso 1 1 calc GR . . . .
C4 C 0.07226(15) -0.4732(9) 0.8608(2) 0.0315(12) Uani 1 1 d . . . . .
C5 C 0.04779(15) -0.4421(9) 0.8206(2) 0.0299(12) Uani 1 1 d . . . . .
C6 C 0.0284(3) -0.6058(15) 0.8039(3) 0.083(3) Uani 1 1 d . . . . .
H6 H 0.028874 -0.740542 0.819248 0.099 Uiso 1 1 calc R . . . .
C7 C 0.0073(3) -0.5866(16) 0.7643(3) 0.081(3) Uani 1 1 d . . . . .
H7 H -0.005125 -0.707531 0.752994 0.097 Uiso 1 1 calc R . . . .
C8 C 0.0212(3) -0.2232(14) 0.7623(3) 0.092(4) Uani 1 1 d . . . . .
H8 H 0.018294 -0.082748 0.749934 0.111 Uiso 1 1 calc R . . . .
C9 C 0.0419(3) -0.2522(13) 0.8001(3) 0.084(4) Uani 1 1 d . . . . .
H9 H 0.052848 -0.127956 0.812465 0.101 Uiso 1 1 calc R . . . .
C10 C 0.00529(16) -0.3912(10) 0.7432(2) 0.0340(13) Uani 1 1 d . . . . .
C11 C -0.01522(16) -0.3653(10) 0.7026(2) 0.0355(13) Uani 1 1 d . . . . .
C12 C -0.03050(14) -0.3389(9) 0.66775(19) 0.0287(11) Uani 1 1 d . . . . .
C13 C -0.05079(13) -0.3068(8) 0.62828(18) 0.0247(10) Uani 1 1 d . . . . .
C14 C -0.08026(14) -0.4237(9) 0.61660(19) 0.0272(11) Uani 1 1 d . . . . .
H14 H -0.088988 -0.549297 0.631133 0.033 Uiso 1 1 calc R . . . .
C15 C -0.09456(13) -0.3166(8) 0.57860(17) 0.0248(10) Uani 1 1 d . . . . .
H15 H -0.115196 -0.359632 0.563563 0.030 Uiso 1 1 calc R . . . .
C16 C -0.04686(12) -0.1378(8) 0.59631(17) 0.0207(9) Uani 1 1 d . . . . .
C17 C -0.02147(12) 0.0225(8) 0.59053(17) 0.0210(10) Uani 1 1 d . . . . .
C18 C 0.00995(13) 0.0185(8) 0.61796(19) 0.0250(11) Uani 1 1 d . . . . .
C19 C 0.02176(17) 0.1834(11) 0.6462(2) 0.0411(15) Uani 1 1 d . . . . .
H19 H 0.011678 0.320755 0.651838 0.049 Uiso 1 1 calc R . . . .
C20 C 0.0537(2) 0.0911(19) 0.6648(3) 0.072(3) Uani 1 1 d . . . . .
H20 H 0.068763 0.162663 0.685402 0.087 Uiso 1 1 calc R . . . .
C21 C 0.0585(2) -0.1034(16) 0.6491(3) 0.065(2) Uani 1 1 d . . . . .
H21 H 0.077051 -0.196804 0.657011 0.078 Uiso 1 1 calc R . . . .
C22 C -0.02661(12) 0.1904(8) 0.55863(16) 0.0190(9) Uani 1 1 d . . . . .
C23 C -0.00520(13) 0.3650(8) 0.54439(18) 0.0261(11) Uani 1 1 d . . . . .
C24 C -0.02461(13) 0.4874(9) 0.51361(19) 0.0258(11) Uani 1 1 d . . . . .
H24 H -0.017641 0.617465 0.499162 0.031 Uiso 1 1 calc R . . . .
C25 C -0.05601(12) 0.3813(8) 0.50839(17) 0.0222(10) Uani 1 1 d . . . . .
H25 H -0.074162 0.427653 0.488958 0.027 Uiso 1 1 calc R . . . .
C26 C 0.03069(13) 0.4006(9) 0.5539(2) 0.0307(12) Uani 1 1 d . . . . .
C27 C 0.06108(15) 0.4282(9) 0.5575(2) 0.0328(12) Uani 1 1 d . . . . .
C28 C 0.09790(13) 0.4484(9) 0.5634(2) 0.0282(12) Uani 1 1 d . . . . .
C29 C 0.11679(16) 0.2855(10) 0.5829(3) 0.054(2) Uani 1 1 d . . . . .
H29 H 0.105337 0.159374 0.593465 0.065 Uiso 1 1 calc R . . . .
C30 C 0.11548(15) 0.6297(11) 0.5495(2) 0.0432(16) Uani 1 1 d . . . . .
H30 H 0.103215 0.744942 0.535627 0.052 Uiso 1 1 calc R . . . .
C31 C 0.15122(16) 0.6455(10) 0.5558(2) 0.0426(15) Uani 1 1 d . . . . .
H31 H 0.162672 0.773529 0.546289 0.051 Uiso 1 1 calc R . . . .
C32 C 0.17029(13) 0.4854(8) 0.57481(18) 0.0244(11) Uani 1 1 d . . . . .
C33 C 0.15258(16) 0.3030(10) 0.5872(3) 0.053(2) Uani 1 1 d . . . . .
H33 H 0.165183 0.184356 0.599261 0.063 Uiso 1 1 calc R . . . .
C34 C 0.20990(13) 0.4960(8) 0.5803(2) 0.0270(11) Uani 1 1 d . . . . .
C35 C 0.22252(16) 0.3815(11) 0.6228(2) 0.0429(15) Uani 1 1 d . . . . .
H35A H 0.209841 0.436461 0.649131 0.064 Uiso 1 1 calc GR . . . .
H35B H 0.247354 0.408463 0.626791 0.064 Uiso 1 1 calc GR . . . .
H35C H 0.218491 0.225889 0.619815 0.064 Uiso 1 1 calc GR . . . .
C36 C 0.22615(15) 0.3866(10) 0.5381(2) 0.0393(14) Uani 1 1 d . . . . .
H36A H 0.251469 0.394115 0.540145 0.059 Uiso 1 1 calc GR . . . .
H36B H 0.218374 0.461414 0.510702 0.059 Uiso 1 1 calc GR . . . .
H36C H 0.218883 0.235038 0.536840 0.059 Uiso 1 1 calc GR . . . .
C37 C 0.22209(14) 0.7320(9) 0.5822(3) 0.0391(14) Uani 1 1 d . . . . .
H37A H 0.214838 0.807205 0.554618 0.059 Uiso 1 1 calc GR . . . .
H37B H 0.247411 0.736211 0.584668 0.059 Uiso 1 1 calc GR . . . .
H37C H 0.211812 0.803196 0.608651 0.059 Uiso 1 1 calc GR . . . .
B1 B -0.08503(14) 0.0210(10) 0.5310(2) 0.0236(12) Uani 1 1 d . . . . .
F3 F 0.36948(7) 0.5008(5) 0.46502(12) 0.0307(7) Uani 1 1 d . . . . .
F4 F 0.33319(9) 0.3335(5) 0.51376(11) 0.0345(7) Uani 1 1 d . . . . .
N4 N 0.21789(13) 0.2838(9) 0.3823(2) 0.0453(13) Uani 1 1 d . . . . .
H4 H 0.219990 0.159154 0.396364 0.054 Uiso 1 1 calc R . . . .
N5 N 0.32621(10) 0.2684(6) 0.43385(13) 0.0184(8) Uani 1 1 d . . . . .
N6 N 0.30985(10) 0.6179(6) 0.46770(14) 0.0199(8) Uani 1 1 d . . . . .
C38 C 0.03835(15) 1.2990(10) 0.4254(3) 0.0460(16) Uani 1 1 d . . . . .
H38A H 0.044762 1.363826 0.454522 0.069 Uiso 1 1 calc GR . . . .
H38B H 0.013565 1.321494 0.419945 0.069 Uiso 1 1 calc GR . . . .
H38C H 0.051766 1.366790 0.401120 0.069 Uiso 1 1 calc GR . . . .
C39 C 0.02843(16) 0.9569(11) 0.4673(3) 0.0499(18) Uani 1 1 d . . . . .
H39A H 0.032310 0.800441 0.467320 0.075 Uiso 1 1 calc GR . . . .
H39B H 0.003504 0.986243 0.465867 0.075 Uiso 1 1 calc GR . . . .
H39C H 0.038042 1.019658 0.495028 0.075 Uiso 1 1 calc GR . . . .
C40 C 0.04609(14) 1.0560(10) 0.4266(2) 0.0343(13) Uani 1 1 d . . . . .
C41 C 0.03192(17) 0.9601(12) 0.3819(3) 0.0523(18) Uani 1 1 d . . . . .
H41A H 0.043208 1.031046 0.356110 0.078 Uiso 1 1 calc GR . . . .
H41B H 0.006848 0.983885 0.380216 0.078 Uiso 1 1 calc GR . . . .
H41C H 0.036744 0.804803 0.380909 0.078 Uiso 1 1 calc GR . . . .
C42 C 0.08520(13) 1.0160(8) 0.4307(2) 0.0261(11) Uani 1 1 d . . . . .
C43 C 0.10734(16) 1.1585(11) 0.4523(2) 0.0444(16) Uani 1 1 d . . . . .
H43 H 0.098290 1.290582 0.463614 0.053 Uiso 1 1 calc R . . . .
C44 C 0.09958(15) 0.8240(9) 0.4148(3) 0.0419(16) Uani 1 1 d . . . . .
H44 H 0.085221 0.722220 0.399691 0.050 Uiso 1 1 calc R . . . .
C45 C 0.13476(16) 0.7786(9) 0.4207(3) 0.0419(15) Uani 1 1 d . . . . .
H45 H 0.143881 0.645742 0.409871 0.050 Uiso 1 1 calc R . . . .
C46 C 0.14217(17) 1.1147(11) 0.4580(3) 0.0458(17) Uani 1 1 d . . . . .
H46 H 0.156601 1.216229 0.473011 0.055 Uiso 1 1 calc R . . . .
C47 C 0.15627(13) 0.9225(9) 0.44177(19) 0.0271(11) Uani 1 1 d . . . . .
C48 C 0.19278(14) 0.8764(9) 0.44684(19) 0.0278(11) Uani 1 1 d . . . . .
C49 C 0.22284(13) 0.8347(8) 0.44977(17) 0.0238(10) Uani 1 1 d . . . . .
C50 C 0.25847(13) 0.7881(8) 0.45891(17) 0.0232(10) Uani 1 1 d . . . . .
C51 C 0.27881(13) 0.9046(8) 0.48974(18) 0.0251(11) Uani 1 1 d . . . . .
H51 H 0.272570 1.034782 0.504687 0.030 Uiso 1 1 calc R . . . .
C52 C 0.30986(13) 0.7931(9) 0.49421(17) 0.0244(10) Uani 1 1 d . . . . .
H52 H 0.328442 0.835167 0.513368 0.029 Uiso 1 1 calc R . . . .
C53 C 0.27900(12) 0.6101(7) 0.44395(16) 0.0195(9) Uani 1 1 d . . . . .
C54 C 0.27285(12) 0.4491(8) 0.41223(16) 0.0197(10) Uani 1 1 d . . . . .
C55 C 0.24087(13) 0.4511(8) 0.38479(17) 0.0236(10) Uani 1 1 d . . . . .
C56 C 0.17303(14) -0.3193(9) 0.12703(19) 0.0299(11) Uani 1 1 d . . . . .
H56A H 0.196417 -0.359304 0.117186 0.045 Uiso 1 1 calc GR . . . .
H56B H 0.157055 -0.329460 0.101324 0.045 Uiso 1 1 calc GR . . . .
H56C H 0.165437 -0.417642 0.151065 0.045 Uiso 1 1 calc GR . . . .
C57 C 0.1974(2) 0.5476(16) 0.3393(3) 0.060(2) Uani 1 1 d . . . . .
H57 H 0.182902 0.628169 0.319467 0.072 Uiso 1 1 calc R . . . .
C58 C 0.19126(18) 0.3407(17) 0.3547(3) 0.064(2) Uani 1 1 d . . . . .
H58 H 0.171828 0.253410 0.347290 0.076 Uiso 1 1 calc R . . . .
C59 C 0.22909(15) 0.6180(10) 0.35820(19) 0.0333(12) Uani 1 1 d . . . . .
H59 H 0.240053 0.753550 0.353492 0.040 Uiso 1 1 calc R . . . .
C60 C 0.29737(13) 0.2816(7) 0.40555(16) 0.0199(9) Uani 1 1 d . . . . .
C61 C 0.30008(13) 0.1156(8) 0.37240(17) 0.0219(10) Uani 1 1 d . . . . .
C62 C 0.33027(13) -0.0055(9) 0.38343(18) 0.0256(11) Uani 1 1 d . . . . .
H62 H 0.338579 -0.130583 0.368303 0.031 Uiso 1 1 calc R . . . .
C63 C 0.34518(13) 0.0951(8) 0.42065(18) 0.0255(11) Uani 1 1 d . . . . .
H63 H 0.365918 0.048609 0.434973 0.031 Uiso 1 1 calc R . . . .
C64 C 0.27939(14) 0.0828(8) 0.33374(18) 0.0273(11) Uani 1 1 d . . . . .
C65 C 0.26287(15) 0.0504(9) 0.2999(2) 0.0312(12) Uani 1 1 d . . . . .
C66 C 0.24179(15) 0.0131(9) 0.2608(2) 0.0311(12) Uani 1 1 d . . . . .
C67 C 0.22120(17) 0.1772(9) 0.2444(2) 0.0372(14) Uani 1 1 d . . . . .
H67 H 0.222133 0.315485 0.258262 0.045 Uiso 1 1 calc R . . . .
C68 C 0.19912(16) 0.1442(9) 0.2079(2) 0.0338(13) Uani 1 1 d . . . . .
H68 H 0.184693 0.258733 0.197792 0.041 Uiso 1 1 calc R . . . .
C69 C 0.19785(14) -0.0582(9) 0.18560(18) 0.0254(11) Uani 1 1 d . . . . .
C70 C 0.21912(15) -0.2204(9) 0.20214(19) 0.0308(12) Uani 1 1 d . . . . .
H70 H 0.218600 -0.358416 0.188107 0.037 Uiso 1 1 calc R . . . .
C71 C 0.24110(16) -0.1870(9) 0.2385(2) 0.0331(12) Uani 1 1 d . . . . .
H71 H 0.255822 -0.300457 0.248479 0.040 Uiso 1 1 calc R . . . .
C72 C 0.17331(14) -0.0869(8) 0.14506(18) 0.0249(11) Uani 1 1 d . . . . .
C73 C 0.18473(15) 0.0629(9) 0.10709(18) 0.0291(11) Uani 1 1 d . . . . .
H73A H 0.186403 0.210982 0.118621 0.044 Uiso 1 1 calc GR . . . .
H73B H 0.167746 0.057661 0.082447 0.044 Uiso 1 1 calc GR . . . .
H73C H 0.207412 0.016749 0.095722 0.044 Uiso 1 1 calc GR . . . .
C74 C 0.13599(15) -0.0319(10) 0.1599(2) 0.0321(12) Uani 1 1 d . . . . .
H74A H 0.128954 -0.129119 0.184457 0.048 Uiso 1 1 calc GR . . . .
H74B H 0.120231 -0.049555 0.134180 0.048 Uiso 1 1 calc GR . . . .
H74C H 0.135088 0.117827 0.170618 0.048 Uiso 1 1 calc GR . . . .
B2 B 0.33598(14) 0.4307(10) 0.47113(19) 0.0217(11) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.376(7) . ?
F2 B1 1.388(6) . ?
N1 C22 1.381(6) . ?
N1 C25 1.347(6) . ?
N1 B1 1.561(7) . ?
N2 C15 1.349(6) . ?
N2 C16 1.398(6) . ?
N2 B1 1.523(7) . ?
N3 H3 0.8800 . ?
N3 C18 1.360(7) . ?
N3 C21 1.367(9) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C4 1.531(8) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C2 C4 1.491(8) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C3 C4 1.523(9) . ?
C4 C5 1.529(8) . ?
C5 C6 1.352(11) . ?
C5 C9 1.342(10) . ?
C6 H6 0.9500 . ?
C6 C7 1.430(11) . ?
C7 H7 0.9500 . ?
C7 C10 1.363(11) . ?
C8 H8 0.9500 . ?
C8 C9 1.384(11) . ?
C8 C10 1.333(11) . ?
C9 H9 0.9500 . ?
C10 C11 1.447(8) . ?
C11 C12 1.197(8) . ?
C12 C13 1.418(8) . ?
C13 C14 1.392(8) . ?
C13 C16 1.417(7) . ?
C14 H14 0.9500 . ?
C14 C15 1.415(8) . ?
C15 H15 0.9500 . ?
C16 C17 1.405(7) . ?
C17 C18 1.458(7) . ?
C17 C22 1.417(7) . ?
C18 C19 1.394(8) . ?
C19 H19 0.9500 . ?
C19 C20 1.467(11) . ?
C20 H20 0.9500 . ?
C20 C21 1.303(13) . ?
C21 H21 0.9500 . ?
C22 C23 1.424(7) . ?
C23 C24 1.401(8) . ?
C23 C26 1.430(7) . ?
C24 H24 0.9500 . ?
C24 C25 1.387(7) . ?
C25 H25 0.9500 . ?
C26 C27 1.190(8) . ?
C27 C28 1.437(7) . ?
C28 C29 1.371(9) . ?
C28 C30 1.374(8) . ?
C29 H29 0.9500 . ?
C29 C33 1.392(8) . ?
C30 H30 0.9500 . ?
C30 C31 1.395(8) . ?
C31 H31 0.9500 . ?
C31 C32 1.356(8) . ?
C32 C33 1.370(8) . ?
C32 C34 1.538(7) . ?
C33 H33 0.9500 . ?
C34 C35 1.521(9) . ?
C34 C36 1.551(8) . ?
C34 C37 1.537(7) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
F3 B2 1.375(6) . ?
F4 B2 1.400(7) . ?
N4 H4 0.8800 . ?
N4 C55 1.366(7) . ?
N4 C58 1.359(9) . ?
N5 C60 1.394(6) . ?
N5 C63 1.356(6) . ?
N5 B2 1.538(7) . ?
N6 C52 1.338(6) . ?
N6 C53 1.383(6) . ?
N6 B2 1.539(7) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C38 C40 1.534(8) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C39 C40 1.512(10) . ?
C40 C41 1.548(9) . ?
C40 C42 1.534(7) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 C43 1.384(8) . ?
C42 C44 1.394(8) . ?
C43 H43 0.9500 . ?
C43 C46 1.382(8) . ?
C44 H44 0.9500 . ?
C44 C45 1.397(8) . ?
C45 H45 0.9500 . ?
C45 C47 1.368(8) . ?
C46 H46 0.9500 . ?
C46 C47 1.393(8) . ?
C47 C48 1.445(7) . ?
C48 C49 1.192(7) . ?
C49 C50 1.431(7) . ?
C50 C51 1.402(7) . ?
C50 C53 1.427(7) . ?
C51 H51 0.9500 . ?
C51 C52 1.389(7) . ?
C52 H52 0.9500 . ?
C53 C54 1.388(7) . ?
C54 C55 1.477(7) . ?
C54 C60 1.418(7) . ?
C55 C59 1.375(8) . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C56 C72 1.534(7) . ?
C57 H57 0.9500 . ?
C57 C58 1.380(13) . ?
C57 C59 1.414(10) . ?
C58 H58 0.9500 . ?
C59 H59 0.9500 . ?
C60 C61 1.423(7) . ?
C61 C62 1.423(7) . ?
C61 C64 1.408(7) . ?
C62 H62 0.9500 . ?
C62 C63 1.388(7) . ?
C63 H63 0.9500 . ?
C64 C65 1.203(8) . ?
C65 C66 1.431(8) . ?
C66 C67 1.378(9) . ?
C66 C71 1.403(8) . ?
C67 H67 0.9500 . ?
C67 C68 1.388(8) . ?
C68 H68 0.9500 . ?
C68 C69 1.417(7) . ?
C69 C70 1.386(8) . ?
C69 C72 1.537(7) . ?
C70 H70 0.9500 . ?
C70 C71 1.385(8) . ?
C71 H71 0.9500 . ?
C72 C73 1.521(7) . ?
C72 C74 1.544(7) . ?
C73 H73A 0.9800 . ?
C73 H73B 0.9800 . ?
C73 H73C 0.9800 . ?
C74 H74A 0.9800 . ?
C74 H74B 0.9800 . ?
C74 H74C 0.9800 . ?

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
C22 N1 B1 125.5(4) . . ?
C25 N1 C22 108.2(4) . . ?
C25 N1 B1 125.2(4) . . ?
C15 N2 C16 107.2(4) . . ?
C15 N2 B1 124.9(4) . . ?
C16 N2 B1 127.5(4) . . ?
C18 N3 H3 125.5 . . ?
C18 N3 C21 108.9(6) . . ?
C21 N3 H3 125.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C2 H2A 109.5 . . ?
C4 C2 H2B 109.5 . . ?
C4 C2 H2C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
C2 C4 C1 108.1(5) . . ?
C2 C4 C3 110.5(5) . . ?
C2 C4 C5 111.5(5) . . ?
C3 C4 C1 107.6(6) . . ?
C3 C4 C5 108.4(5) . . ?
C5 C4 C1 110.7(5) . . ?
C6 C5 C4 122.0(6) . . ?
C9 C5 C4 124.4(6) . . ?
C9 C5 C6 113.5(7) . . ?
C5 C6 H6 118.3 . . ?
C5 C6 C7 123.4(8) . . ?
C7 C6 H6 118.3 . . ?
C6 C7 H7 120.7 . . ?
C10 C7 C6 118.7(8) . . ?
C10 C7 H7 120.7 . . ?
C9 C8 H8 119.8 . . ?
C10 C8 H8 119.8 . . ?
C10 C8 C9 120.4(8) . . ?
C5 C9 C8 125.1(8) . . ?
C5 C9 H9 117.5 . . ?
C8 C9 H9 117.5 . . ?
C7 C10 C11 120.6(6) . . ?
C8 C10 C7 118.3(7) . . ?
C8 C10 C11 121.1(6) . . ?
C12 C11 C10 176.2(7) . . ?
C11 C12 C13 176.0(6) . . ?
C14 C13 C12 125.6(5) . . ?
C14 C13 C16 107.8(5) . . ?
C16 C13 C12 126.3(5) . . ?
C13 C14 H14 127.1 . . ?
C13 C14 C15 105.8(5) . . ?
C15 C14 H14 127.1 . . ?
N2 C15 C14 111.0(4) . . ?
N2 C15 H15 124.5 . . ?
C14 C15 H15 124.5 . . ?
N2 C16 C13 108.1(4) . . ?
N2 C16 C17 119.3(4) . . ?
C17 C16 C13 132.6(5) . . ?
C16 C17 C18 120.0(5) . . ?
C16 C17 C22 120.1(4) . . ?
C22 C17 C18 119.9(5) . . ?
N3 C18 C17 124.1(5) . . ?
N3 C18 C19 109.7(5) . . ?
C19 C18 C17 126.2(5) . . ?
C18 C19 H19 128.8 . . ?
C18 C19 C20 102.4(7) . . ?
C20 C19 H19 128.8 . . ?
C19 C20 H20 124.9 . . ?
C21 C20 C19 110.2(7) . . ?
C21 C20 H20 124.9 . . ?
N3 C21 H21 125.6 . . ?
C20 C21 N3 108.8(7) . . ?
C20 C21 H21 125.6 . . ?
N1 C22 C17 120.3(4) . . ?
N1 C22 C23 107.5(4) . . ?
C17 C22 C23 132.2(5) . . ?
C22 C23 C26 128.4(5) . . ?
C24 C23 C22 107.0(4) . . ?
C24 C23 C26 124.2(5) . . ?
C23 C24 H24 126.8 . . ?
C25 C24 C23 106.4(5) . . ?
C25 C24 H24 126.8 . . ?
N1 C25 C24 110.8(4) . . ?
N1 C25 H25 124.6 . . ?
C24 C25 H25 124.6 . . ?
C27 C26 C23 173.7(7) . . ?
C26 C27 C28 176.2(7) . . ?
C29 C28 C27 120.9(5) . . ?
C29 C28 C30 117.6(5) . . ?
C30 C28 C27 121.5(5) . . ?
C28 C29 H29 119.7 . . ?
C28 C29 C33 120.6(6) . . ?
C33 C29 H29 119.7 . . ?
C28 C30 H30 119.8 . . ?
C28 C30 C31 120.4(6) . . ?
C31 C30 H30 119.8 . . ?
C30 C31 H31 118.7 . . ?
C32 C31 C30 122.7(6) . . ?
C32 C31 H31 118.7 . . ?
C31 C32 C33 116.3(5) . . ?
C31 C32 C34 123.5(5) . . ?
C33 C32 C34 120.2(5) . . ?
C29 C33 H33 118.8 . . ?
C32 C33 C29 122.3(6) . . ?
C32 C33 H33 118.8 . . ?
C32 C34 C36 107.4(5) . . ?
C35 C34 C32 112.7(5) . . ?
C35 C34 C36 109.3(5) . . ?
C35 C34 C37 108.3(5) . . ?
C37 C34 C32 110.4(4) . . ?
C37 C34 C36 108.8(5) . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C34 C36 H36A 109.5 . . ?
C34 C36 H36B 109.5 . . ?
C34 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C34 C37 H37A 109.5 . . ?
C34 C37 H37B 109.5 . . ?
C34 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
F1 B1 F2 110.2(5) . . ?
F1 B1 N1 109.3(4) . . ?
F1 B1 N2 112.3(5) . . ?
F2 B1 N1 108.4(4) . . ?
F2 B1 N2 110.9(5) . . ?
N2 B1 N1 105.5(4) . . ?
C55 N4 H4 125.5 . . ?
C58 N4 H4 125.5 . . ?
C58 N4 C55 109.0(6) . . ?
C60 N5 B2 125.9(4) . . ?
C63 N5 C60 107.7(4) . . ?
C63 N5 B2 126.2(4) . . ?
C52 N6 C53 109.0(4) . . ?
C52 N6 B2 124.9(4) . . ?
C53 N6 B2 124.8(4) . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C40 C38 H38A 109.5 . . ?
C40 C38 H38B 109.5 . . ?
C40 C38 H38C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C40 C39 H39A 109.5 . . ?
C40 C39 H39B 109.5 . . ?
C40 C39 H39C 109.5 . . ?
C38 C40 C41 106.8(6) . . ?
C39 C40 C38 109.1(5) . . ?
C39 C40 C41 111.3(6) . . ?
C39 C40 C42 108.4(5) . . ?
C42 C40 C38 110.6(5) . . ?
C42 C40 C41 110.7(5) . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C43 C42 C40 122.7(5) . . ?
C43 C42 C44 117.0(5) . . ?
C44 C42 C40 120.2(5) . . ?
C42 C43 H43 119.0 . . ?
C46 C43 C42 122.1(6) . . ?
C46 C43 H43 119.0 . . ?
C42 C44 H44 119.5 . . ?
C42 C44 C45 121.1(6) . . ?
C45 C44 H44 119.5 . . ?
C44 C45 H45 119.5 . . ?
C47 C45 C44 121.0(5) . . ?
C47 C45 H45 119.5 . . ?
C43 C46 H46 119.8 . . ?
C43 C46 C47 120.4(6) . . ?
C47 C46 H46 119.8 . . ?
C45 C47 C46 118.4(5) . . ?
C45 C47 C48 120.7(5) . . ?
C46 C47 C48 120.9(5) . . ?
C49 C48 C47 177.9(6) . . ?
C48 C49 C50 173.3(6) . . ?
C51 C50 C49 123.8(5) . . ?
C51 C50 C53 106.7(4) . . ?
C53 C50 C49 129.1(5) . . ?
C50 C51 H51 126.6 . . ?
C52 C51 C50 106.8(5) . . ?
C52 C51 H51 126.6 . . ?
N6 C52 C51 110.3(4) . . ?
N6 C52 H52 124.8 . . ?
C51 C52 H52 124.8 . . ?
N6 C53 C50 107.1(4) . . ?
N6 C53 C54 121.0(4) . . ?
C54 C53 C50 132.0(5) . . ?
C53 C54 C55 120.5(5) . . ?
C53 C54 C60 120.3(4) . . ?
C60 C54 C55 119.2(4) . . ?
N4 C55 C54 124.4(5) . . ?
N4 C55 C59 109.0(5) . . ?
C59 C55 C54 126.6(5) . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C72 C56 H56A 109.5 . . ?
C72 C56 H56B 109.5 . . ?
C72 C56 H56C 109.5 . . ?
C58 C57 H57 126.2 . . ?
C58 C57 C59 107.7(6) . . ?
C59 C57 H57 126.2 . . ?
N4 C58 C57 108.1(7) . . ?
N4 C58 H58 126.0 . . ?
C57 C58 H58 126.0 . . ?
C55 C59 C57 106.3(6) . . ?
C55 C59 H59 126.9 . . ?
C57 C59 H59 126.9 . . ?
N5 C60 C54 119.5(4) . . ?
N5 C60 C61 108.2(4) . . ?
C54 C60 C61 132.3(5) . . ?
C62 C61 C60 106.4(4) . . ?
C64 C61 C60 128.4(5) . . ?
C64 C61 C62 125.0(5) . . ?
C61 C62 H62 126.7 . . ?
C63 C62 C61 106.5(4) . . ?
C63 C62 H62 126.7 . . ?
N5 C63 C62 111.0(4) . . ?
N5 C63 H63 124.5 . . ?
C62 C63 H63 124.5 . . ?
C65 C64 C61 177.3(6) . . ?
C64 C65 C66 177.4(6) . . ?
C67 C66 C65 119.5(5) . . ?
C67 C66 C71 118.4(5) . . ?
C71 C66 C65 122.1(5) . . ?
C66 C67 H67 119.4 . . ?
C66 C67 C68 121.2(5) . . ?
C68 C67 H67 119.4 . . ?
C67 C68 H68 119.6 . . ?
C67 C68 C69 120.8(5) . . ?
C69 C68 H68 119.6 . . ?
C68 C69 C72 119.1(5) . . ?
C70 C69 C68 117.2(5) . . ?
C70 C69 C72 123.8(5) . . ?
C69 C70 H70 119.1 . . ?
C71 C70 C69 121.9(5) . . ?
C71 C70 H70 119.1 . . ?
C66 C71 H71 119.8 . . ?
C70 C71 C66 120.5(5) . . ?
C70 C71 H71 119.8 . . ?
C56 C72 C69 112.5(4) . . ?
C56 C72 C74 107.4(4) . . ?
C69 C72 C74 109.1(4) . . ?
C73 C72 C56 108.6(4) . . ?
C73 C72 C69 109.0(4) . . ?
C73 C72 C74 110.2(4) . . ?
C72 C73 H73A 109.5 . . ?
C72 C73 H73B 109.5 . . ?
C72 C73 H73C 109.5 . . ?
H73A C73 H73B 109.5 . . ?
H73A C73 H73C 109.5 . . ?
H73B C73 H73C 109.5 . . ?
C72 C74 H74A 109.5 . . ?
C72 C74 H74B 109.5 . . ?
C72 C74 H74C 109.5 . . ?
H74A C74 H74B 109.5 . . ?
H74A C74 H74C 109.5 . . ?
H74B C74 H74C 109.5 . . ?
F3 B2 F4 109.0(4) . . ?
F3 B2 N5 110.0(4) . . ?
F3 B2 N6 111.7(4) . . ?
F4 B2 N5 110.1(4) . . ?
F4 B2 N6 109.4(4) . . ?
N5 B2 N6 106.5(4) . . ?

_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 1.766
_oxdiff_exptl_absorpt_empirical_full_min 0.686
####################################################################### 
# 
# 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_1730
_database_code_depnum_ccdc_archive 'CCDC 2374387'
loop_
_audit_author_name
_audit_author_address
'Jianxin Song'
;Hunan Normal University
China
;
_audit_update_record             
;
2024-07-30 deposited with the CCDC.	2024-08-21 downloaded from the CCDC.
;
_audit_creation_date             2021-10-05
_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         'C29 H16 B F2 N3'
_chemical_formula_sum            'C29 H16 B F2 N3'
_chemical_formula_weight         455.26
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C30 B1 F2 H50 Br1 '
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                   14.2196(5)
_cell_length_b                   7.5050(2)
_cell_length_c                   20.4147(7)
_cell_angle_alpha                90
_cell_angle_beta                 109.003(4)
_cell_angle_gamma                90
_cell_volume                     2059.89(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2515
_cell_measurement_temperature    100.3(8)
_cell_measurement_theta_max      69.9120
_cell_measurement_theta_min      4.5750
_shelx_estimated_absorpt_T_max   0.923
_shelx_estimated_absorpt_T_min   0.793
_exptl_absorpt_coefficient_mu    0.811
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76303
_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    1.468
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_unetI/netI     0.0447
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            7016
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.576
_diffrn_reflns_theta_max         66.576
_diffrn_reflns_theta_min         3.287
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.3(8)
_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    -32.00  47.00   1.00    1.00    --   34.23 -57.00 -60.00   79
  2  ω      5.00  47.00   1.00    1.00    --   34.23 -99.00  60.00   42
  3  ω     81.00 112.00   1.00    3.00    --  105.88 -61.00 -60.00   31
  4  ω     50.00 128.00   1.00    3.00    --  105.88 -15.00-150.00   78
  5  ω    111.00 158.00   1.00    3.00    --  105.88 111.00 -90.00   47
  6  ω     80.00 173.00   1.00    3.00    --  105.88  77.00  60.00   93
  7  ω     93.00 167.00   1.00    3.00    --  105.88  77.00 150.00   74
  8  ω     94.00 121.00   1.00    3.00    --  105.88 -45.00 120.00   27
  9  ω     42.00  93.00   1.00    1.00    --   34.23  57.00  90.00   51
 10  ω     40.00 123.00   1.00    3.00    --  105.88 -45.00   0.00   83
 11  ω     37.00 106.00   1.00    3.00    --  105.88 -94.00 -30.00   69
 12  ω     26.00  78.00   1.00    1.00    --   34.23-125.00-180.00   52
 13  ω    -16.00  11.00   1.00    1.00    --   34.23 -57.00-120.00   27
 14  ω     32.00 103.00   1.00    1.00    --   34.23  38.00-120.00   71
;
_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      0.0731503000
_diffrn_orient_matrix_UB_12      0.1572390000
_diffrn_orient_matrix_UB_13      0.0231363000
_diffrn_orient_matrix_UB_21      0.0236022000
_diffrn_orient_matrix_UB_22      -0.0571998000
_diffrn_orient_matrix_UB_23      0.0760975000
_diffrn_orient_matrix_UB_31      0.0848842000
_diffrn_orient_matrix_UB_32      -0.1192969000
_diffrn_orient_matrix_UB_33      -0.0060857000
_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                2864
_reflns_number_total             3627
_reflns_odcompleteness_completeness 99.90
_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         0.302
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         3627
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0481
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0653P)²+0.3168P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1189
_refine_ls_wR_factor_ref         0.1301
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C28(H28), C20(H20), C23(H23), C8(H8), C9(H9), C2(H2), C19(H19),
 C13(H13), C17(H17), C26(H26), C25(H25), C24(H24), C14(H14), C16(H16), C15(H15)
;
_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 0.27383(9) 0.30289(18) 0.73079(6) 0.0395(3) Uani 1 1 d . . . . .
F1 F 0.29510(9) 0.58706(19) 0.76988(6) 0.0404(3) Uani 1 1 d . . . . .
N2 N 0.39098(12) 0.4879(2) 0.69924(8) 0.0280(4) Uani 1 1 d . . . . .
N3 N 0.45251(12) 0.7046(2) 0.53663(8) 0.0283(4) Uani 1 1 d . . . . .
N1 N 0.21116(13) 0.5404(2) 0.64764(8) 0.0293(4) Uani 1 1 d . . . . .
C4 C 0.40106(15) 0.5691(3) 0.64183(10) 0.0267(4) Uani 1 1 d . . . . .
C0AA C 0.50093(15) 0.5609(3) 0.64535(10) 0.0278(4) Uani 1 1 d . . . . .
C6 C 0.22293(15) 0.6298(3) 0.59098(10) 0.0276(4) Uani 1 1 d . . . . .
C18 C 0.35157(15) 0.7088(3) 0.53150(10) 0.0286(4) Uani 1 1 d . . . . .
C5 C 0.32165(15) 0.6416(3) 0.58640(10) 0.0267(4) Uani 1 1 d . . . . .
C21 C 0.46491(16) 0.7753(3) 0.47762(10) 0.0291(4) Uani 1 1 d . . . . .
C29 C 0.53107(14) 0.6349(3) 0.59111(10) 0.0271(4) Uani 1 1 d . . . . .
C22 C 0.56173(16) 0.7843(3) 0.47184(10) 0.0315(5) Uani 1 1 d . . . . .
C27 C 0.64288(16) 0.7156(3) 0.52745(11) 0.0309(5) Uani 1 1 d . . . . .
C12 C 0.00945(15) 0.9643(3) 0.37184(10) 0.0302(4) Uani 1 1 d . . . . .
C1 C 0.48230(16) 0.4264(3) 0.73726(10) 0.0323(5) Uani 1 1 d . . . . .
H1 H 0.495577 0.363889 0.778622 0.039 Uiso 1 1 calc R . . . .
C10 C 0.09242(15) 0.7777(3) 0.48567(10) 0.0312(5) Uani 1 1 d . . . . .
C7 C 0.12611(15) 0.6781(3) 0.54774(10) 0.0305(4) Uani 1 1 d . . . . .
C28 C 0.62480(16) 0.6428(3) 0.58610(11) 0.0320(5) Uani 1 1 d . . . . .
H28 H 0.678077 0.598942 0.622349 0.038 Uiso 1 1 calc R . . . .
C11 C 0.05304(15) 0.8631(3) 0.43377(11) 0.0325(5) Uani 1 1 d . . . . .
C20 C 0.36984(16) 0.8247(3) 0.43351(10) 0.0324(5) Uani 1 1 d . . . . .
H20 H 0.355456 0.875922 0.389853 0.039 Uiso 1 1 calc R . . . .
C23 C 0.57942(17) 0.8561(3) 0.41325(11) 0.0347(5) Uani 1 1 d . . . . .
H23 H 0.526627 0.900271 0.376722 0.042 Uiso 1 1 calc R . . . .
C8 C 0.05899(16) 0.6110(3) 0.57919(10) 0.0336(5) Uani 1 1 d . . . . .
H8 H -0.009945 0.620434 0.562061 0.040 Uiso 1 1 calc R . . . .
C9 C 0.11344(16) 0.5293(3) 0.63957(11) 0.0333(5) Uani 1 1 d . . . . .
H9 H 0.086922 0.474316 0.670457 0.040 Uiso 1 1 calc R . . . .
C2 C 0.55218(16) 0.4680(3) 0.70693(10) 0.0325(5) Uani 1 1 d . . . . .
H2 H 0.619647 0.440875 0.723422 0.039 Uiso 1 1 calc R . . . .
C19 C 0.30250(15) 0.7844(3) 0.46601(10) 0.0314(5) Uani 1 1 d . . . . .
H19 H 0.234327 0.803919 0.447683 0.038 Uiso 1 1 calc R . . . .
C13 C 0.06889(17) 1.0624(3) 0.34180(11) 0.0361(5) Uani 1 1 d . . . . .
H13 H 0.137704 1.062173 0.362051 0.043 Uiso 1 1 calc R . . . .
C17 C -0.09347(16) 0.9661(3) 0.34000(11) 0.0335(5) Uani 1 1 d . . . . .
H17 H -0.133721 0.901853 0.359414 0.040 Uiso 1 1 calc R . . . .
C26 C 0.73962(16) 0.7217(3) 0.52195(11) 0.0353(5) Uani 1 1 d . . . . .
H26 H 0.793188 0.676284 0.557590 0.042 Uiso 1 1 calc R . . . .
C25 C 0.75501(17) 0.7939(3) 0.46467(12) 0.0387(5) Uani 1 1 d . . . . .
H25 H 0.818907 0.798590 0.461789 0.046 Uiso 1 1 calc R . . . .
C24 C 0.67351(18) 0.8614(3) 0.40973(11) 0.0388(5) Uani 1 1 d . . . . .
H24 H 0.684353 0.909849 0.370873 0.047 Uiso 1 1 calc R . . . .
C14 C 0.0249(2) 1.1594(3) 0.28196(12) 0.0425(6) Uani 1 1 d . . . . .
H14 H 0.064306 1.225246 0.262352 0.051 Uiso 1 1 calc R . . . .
C16 C -0.13630(18) 1.0622(3) 0.27995(12) 0.0413(5) Uani 1 1 d . . . . .
H16 H -0.204977 1.061477 0.258935 0.050 Uiso 1 1 calc R . . . .
C15 C -0.0773(2) 1.1593(3) 0.25114(12) 0.0457(6) Uani 1 1 d . . . . .
H15 H -0.106259 1.224666 0.210905 0.055 Uiso 1 1 calc R . . . .
B1 B 0.29238(18) 0.4759(3) 0.71475(11) 0.0315(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F2 B1 1.385(3) . ?
F1 B1 1.391(3) . ?
N2 C4 1.369(2) . ?
N2 C1 1.358(3) . ?
N2 B1 1.537(3) . ?
N3 C18 1.405(3) . ?
N3 C21 1.379(3) . ?
N3 C29 1.396(3) . ?
N1 C6 1.393(2) . ?
N1 C9 1.348(3) . ?
N1 B1 1.554(3) . ?
C4 C0AA 1.400(3) . ?
C4 C5 1.421(3) . ?
C0AA C29 1.424(3) . ?
C0AA C2 1.414(3) . ?
C6 C5 1.440(3) . ?
C6 C7 1.420(3) . ?
C18 C5 1.415(3) . ?
C18 C19 1.410(3) . ?
C21 C22 1.421(3) . ?
C21 C20 1.408(3) . ?
C29 C28 1.371(3) . ?
C22 C27 1.426(3) . ?
C22 C23 1.407(3) . ?
C27 C28 1.414(3) . ?
C27 C26 1.417(3) . ?
C12 C11 1.432(3) . ?
C12 C13 1.403(3) . ?
C12 C17 1.395(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.367(3) . ?
C10 C7 1.414(3) . ?
C10 C11 1.208(3) . ?
C7 C8 1.406(3) . ?
C28 H28 0.9300 . ?
C20 H20 0.9300 . ?
C20 C19 1.365(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.364(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.369(3) . ?
C9 H9 0.9300 . ?
C2 H2 0.9300 . ?
C19 H19 0.9300 . ?
C13 H13 0.9300 . ?
C13 C14 1.385(3) . ?
C17 H17 0.9300 . ?
C17 C16 1.381(3) . ?
C26 H26 0.9300 . ?
C26 C25 1.369(3) . ?
C25 H25 0.9300 . ?
C25 C24 1.418(3) . ?
C24 H24 0.9300 . ?
C14 H14 0.9300 . ?
C14 C15 1.382(4) . ?
C16 H16 0.9300 . ?
C16 C15 1.379(4) . ?
C15 H15 0.9300 . ?

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
C4 N2 B1 123.99(17) . . ?
C1 N2 C4 107.06(17) . . ?
C1 N2 B1 128.95(17) . . ?
C21 N3 C18 110.15(17) . . ?
C21 N3 C29 122.89(18) . . ?
C29 N3 C18 126.91(17) . . ?
C6 N1 B1 128.76(17) . . ?
C9 N1 C6 109.04(17) . . ?
C9 N1 B1 121.95(17) . . ?
N2 C4 C0AA 108.89(17) . . ?
N2 C4 C5 125.07(19) . . ?
C0AA C4 C5 125.97(19) . . ?
C4 C0AA C29 120.02(18) . . ?
C4 C0AA C2 106.72(18) . . ?
C2 C0AA C29 133.23(19) . . ?
N1 C6 C5 117.83(17) . . ?
N1 C6 C7 106.55(17) . . ?
C7 C6 C5 135.45(18) . . ?
N3 C18 C5 119.76(18) . . ?
N3 C18 C19 104.93(17) . . ?
C19 C18 C5 135.3(2) . . ?
C4 C5 C6 117.60(18) . . ?
C18 C5 C4 113.67(18) . . ?
C18 C5 C6 128.64(18) . . ?
N3 C21 C22 119.58(18) . . ?
N3 C21 C20 106.90(18) . . ?
C20 C21 C22 133.52(19) . . ?
N3 C29 C0AA 113.59(18) . . ?
C28 C29 N3 118.00(18) . . ?
C28 C29 C0AA 128.40(19) . . ?
C21 C22 C27 118.13(19) . . ?
C23 C22 C21 122.3(2) . . ?
C23 C22 C27 119.5(2) . . ?
C28 C27 C22 119.4(2) . . ?
C28 C27 C26 121.9(2) . . ?
C26 C27 C22 118.7(2) . . ?
C13 C12 C11 121.0(2) . . ?
C17 C12 C11 120.24(19) . . ?
C17 C12 C13 118.8(2) . . ?
N2 C1 H1 124.3 . . ?
N2 C1 C2 111.34(18) . . ?
C2 C1 H1 124.3 . . ?
C11 C10 C7 172.4(2) . . ?
C10 C7 C6 132.03(19) . . ?
C8 C7 C6 106.84(18) . . ?
C8 C7 C10 121.11(19) . . ?
C29 C28 C27 122.0(2) . . ?
C29 C28 H28 119.0 . . ?
C27 C28 H28 119.0 . . ?
C10 C11 C12 178.1(2) . . ?
C21 C20 H20 126.0 . . ?
C19 C20 C21 108.06(18) . . ?
C19 C20 H20 126.0 . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.4(2) . . ?
C24 C23 H23 119.8 . . ?
C7 C8 H8 126.2 . . ?
C9 C8 C7 107.63(19) . . ?
C9 C8 H8 126.2 . . ?
N1 C9 C8 109.92(19) . . ?
N1 C9 H9 125.0 . . ?
C8 C9 H9 125.0 . . ?
C0AA C2 H2 127.0 . . ?
C1 C2 C0AA 105.97(19) . . ?
C1 C2 H2 127.0 . . ?
C18 C19 H19 125.0 . . ?
C20 C19 C18 109.96(19) . . ?
C20 C19 H19 125.0 . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.9(2) . . ?
C14 C13 H13 120.1 . . ?
C12 C17 H17 119.6 . . ?
C16 C17 C12 120.7(2) . . ?
C16 C17 H17 119.6 . . ?
C27 C26 H26 119.7 . . ?
C25 C26 C27 120.6(2) . . ?
C25 C26 H26 119.7 . . ?
C26 C25 H25 120.0 . . ?
C26 C25 C24 120.0(2) . . ?
C24 C25 H25 120.0 . . ?
C23 C24 C25 120.7(2) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.5(2) . . ?
C15 C14 H14 119.8 . . ?
C17 C16 H16 120.0 . . ?
C15 C16 C17 120.0(2) . . ?
C15 C16 H16 120.0 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.1(2) . . ?
C16 C15 H15 119.9 . . ?
F2 B1 F1 109.16(17) . . ?
F2 B1 N2 111.12(18) . . ?
F2 B1 N1 110.88(18) . . ?
F1 B1 N2 110.14(18) . . ?
F1 B1 N1 110.07(18) . . ?
N2 B1 N1 105.43(16) . . ?

_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 1.553
_oxdiff_exptl_absorpt_empirical_full_min 0.673
####################################################################### 
# 
# 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_3434
_database_code_depnum_ccdc_archive 'CCDC 2374386'
loop_
_audit_author_name
_audit_author_address
'Jianxin Song'
;Hunan Normal University
China
;
_audit_update_record             
;
2024-07-30 deposited with the CCDC.	2024-08-21 downloaded from the CCDC.
;
_audit_creation_date             2023-10-23
_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         'C35 H28 B F2 N3 O'
_chemical_formula_sum            'C35 H28 B F2 N3 O'
_chemical_formula_weight         555.41
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C100 H00 N2 O2 B1 F2'
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'
O O 0.0492 0.0322 '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                   9.9099(2)
_cell_length_b                   11.4408(3)
_cell_length_c                   13.8879(3)
_cell_angle_alpha                69.706(2)
_cell_angle_beta                 87.070(2)
_cell_angle_gamma                78.071(2)
_cell_volume                     1444.57(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12074
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      71.8650
_cell_measurement_theta_min      4.1990
_shelx_estimated_absorpt_T_max   0.934
_shelx_estimated_absorpt_T_min   0.818
_exptl_absorpt_coefficient_mu    0.696
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83801
_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    1.277
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             580
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0180
_diffrn_reflns_av_unetI/netI     0.0167
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            18263
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.571
_diffrn_reflns_theta_max         66.571
_diffrn_reflns_theta_min         3.394
_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 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     -1.00  48.00   1.00    1.00    --   34.48 -38.00  30.00   49
  2  ω     25.00  73.00   1.00    1.00    --   34.48 -99.00 -60.00   48
  3  ω     47.00  87.00   1.00    1.00    --   34.48-125.00-150.00   40
  4  ω     15.00  50.00   1.00    1.00    --   34.48 -38.00 -90.00   35
  5  ω     23.00  76.00   1.00    1.00    --   34.48  38.00-150.00   53
  6  ω     47.00  98.00   1.00    1.00    --   34.48  77.00 -30.00   51
  7  ω     77.00 102.00   1.00    1.00    --   34.48  77.00   0.00   25
  8  ω     64.00 101.00   1.00    1.00    --   34.48  77.00  60.00   37
  9  ω     79.00 107.00   1.00    1.00    --  105.88  77.00 150.00   28
 10  ω    115.00 173.00   1.00    1.00    --  105.88  77.00 120.00   58
 11  ω    127.00 173.00   1.00    1.00    --  105.88  77.00  30.00   46
 12  ω    126.00 172.00   1.00    1.00    --  105.88  77.00 -60.00   46
 13  ω    129.00 155.00   1.00    1.00    --  105.88  77.00 -30.00   26
 14  ω    118.00 173.00   1.00    1.00    --  105.88  77.00   0.00   55
 15  ω    126.00 169.00   1.00    1.00    --  105.88  77.00  60.00   43
 16  ω    125.00 168.00   1.00    1.00    --  105.88  77.00  90.00   43
 17  ω    123.00 172.00   1.00    1.00    --  105.88  77.00 150.00   49
 18  ω     88.00 115.00   1.00    1.00    --  105.88  61.00  30.00   27
 19  ω     88.00 114.00   1.00    1.00    --  105.88  61.00   0.00   26
 20  ω     90.00 116.00   1.00    1.00    --  105.88  61.00 -30.00   26
 21  ω     88.00 113.00   1.00    1.00    --  105.88  61.00 -60.00   25
 22  ω    109.00 172.00   1.00    1.00    --  105.88  77.00 -90.00   63
 23  ω    126.00 154.00   1.00    1.00    --  105.88  77.00-180.00   28
 24  ω    124.00 156.00   1.00    1.00    --  105.88  77.00-120.00   32
 25  ω    115.00 172.00   1.00    1.00    --  105.88  77.00-150.00   57
 26  ω     88.00 114.00   1.00    1.00    --  105.88  61.00-180.00   26
 27  ω     79.00 105.00   1.00    1.00    --  105.88  77.00-180.00   26
 28  ω     79.00 109.00   1.00    1.00    --  105.88  77.00-150.00   30
 29  ω     88.00 115.00   1.00    1.00    --  105.88  61.00-120.00   27
 30  ω     88.00 114.00   1.00    1.00    --  105.88  61.00 -90.00   26
 31  ω     86.00 112.00   1.00    1.00    --  105.88  30.00-120.00   26
 32  ω     85.00 110.00   1.00    1.00    --  105.88  30.00 -90.00   25
 33  ω     84.00 119.00   1.00    1.00    --  105.88  30.00 -60.00   35
 34  ω     87.00 151.00   1.00    1.00    --  105.88  30.00   0.00   64
 35  ω     88.00 114.00   1.00    1.00    --  105.88  61.00  60.00   26
 36  ω     79.00 105.00   1.00    1.00    --  105.88  77.00  90.00   26
 37  ω     88.00 114.00   1.00    1.00    --  105.88  61.00 120.00   26
 38  ω     87.00 117.00   1.00    1.00    --  105.88  30.00 150.00   30
 39  ω     84.00 112.00   1.00    1.00    --  105.88  30.00  90.00   28
 40  ω     84.00 110.00   1.00    1.00    --  105.88  30.00 120.00   26
 41  ω     88.00 114.00   1.00    1.00    --  105.88  45.00 150.00   26
 42  ω     88.00 114.00   1.00    1.00    --  105.88  61.00 150.00   26
 43  ω     79.00 105.00   1.00    1.00    --  105.88  77.00 120.00   26
 44  ω     79.00 105.00   1.00    1.00    --  105.88  77.00  60.00   26
 45  ω     80.00 106.00   1.00    1.00    --  105.88  77.00  30.00   26
 46  ω     80.00 106.00   1.00    1.00    --  105.88  77.00   0.00   26
 47  ω     80.00 105.00   1.00    1.00    --  105.88  77.00 -30.00   25
 48  ω     79.00 105.00   1.00    1.00    --  105.88  77.00 -60.00   26
 49  ω     79.00 104.00   1.00    1.00    --  105.88  77.00 -90.00   25
 50  ω     79.00 105.00   1.00    1.00    --  105.88  77.00-120.00   26
 51  ω     85.00 116.00   1.00    1.00    --  105.88  30.00-150.00   31
 52  ω    107.00 132.00   1.00    1.00    --  105.88 -77.00 -90.00   25
 53  ω     51.00  99.00   1.00    1.00    --  105.88 -94.00 -30.00   48
 54  ω     44.00  79.00   1.00    1.00    --  105.88 -77.00 -90.00   35
 55  ω     37.00 109.00   1.00    1.00    --  105.88 -94.00-150.00   72
 56  ω     41.00  66.00   1.00    1.00    --  105.88 -94.00-180.00   25
 57  ω    -30.00  51.00   1.00    1.00    --   34.48 -38.00-180.00   81
 58  ω     21.00  97.00   1.00    1.00    --   34.48  57.00 -90.00   76
 59  ω     19.00  71.00   1.00    1.00    --   34.48  57.00 -30.00   52
 60  ω      8.00  51.00   1.00    1.00    --   34.48  77.00   0.00   43
 61  ω     32.00  82.00   1.00    1.00    --   34.48-125.00  60.00   50
 62  ω     37.00 103.00   1.00    1.00    --  105.88 -94.00 120.00   66
 63  ω     38.00 116.00   1.00    1.00    --  105.88-111.00  90.00   78
 64  ω     10.00  49.00   1.00    1.00    --   34.48  77.00 -90.00   39
 65  ω     14.00 102.00   1.00    1.00    --   34.48  77.00-180.00   88
 66  ω      9.00  61.00   1.00    1.00    --   34.48  77.00  60.00   52
 67  ω      8.00  79.00   1.00    1.00    --   34.48  77.00 120.00   71
 68  ω    -28.00  41.00   1.00    1.00    --   34.48 -57.00 120.00   69
 69  ω    -33.00  12.00   1.00    1.00    --   34.48 -57.00  30.00   45
 70  ω    -33.00  11.00   1.00    1.00    --   34.48 -38.00 -90.00   44
;
_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      -0.0664309000
_diffrn_orient_matrix_UB_12      0.1403471000
_diffrn_orient_matrix_UB_13      -0.0182883000
_diffrn_orient_matrix_UB_21      0.0671960000
_diffrn_orient_matrix_UB_22      -0.0095453000
_diffrn_orient_matrix_UB_23      0.1007760000
_diffrn_orient_matrix_UB_31      0.1277888000
_diffrn_orient_matrix_UB_32      0.0411999000
_diffrn_orient_matrix_UB_33      -0.0591988000
_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                4697
_reflns_number_total             5097
_reflns_odcompleteness_completeness 99.94
_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         0.342
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     383
_refine_ls_number_reflns         5097
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0400
_refine_ls_restrained_S_all      1.041
_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)+(0.0453P)²+0.6858P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1017
_refine_ls_wR_factor_ref         0.1038
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C19) \\sim Ueq, Uanis(C20) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(C19) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
3.a Aromatic/amide H refined with riding coordinates:
 N3(H3), C21(H21), C32(H32), C33(H33), C30(H30), C8(H8), C2(H2), C1(H1),
 C12(H12), C9(H9), C29(H29), C11(H11), C24(H24), C23(H23), C20(H20), C19(H19)
3.b Idealised Me refined as rotating group:
 C35(H35A,H35B,H35C), C14(H14A,H14B,H14C), C16(H16A,H16B,H16C), C15(H15A,H15B,
 H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 1.20307(11) 0.50589(14) 0.91119(8) 0.0653(4) Uani 1 1 d . . . . .
F2 F 1.20629(12) 0.33303(10) 0.86675(9) 0.0647(4) Uani 1 1 d . . . . .
O1 O 0.03961(11) 1.07791(12) 0.36149(9) 0.0413(3) Uani 1 1 d . . . . .
N2 N 1.23610(13) 0.52578(11) 0.73458(9) 0.0295(3) Uani 1 1 d . . . . .
N1 N 1.00965(13) 0.50595(12) 0.81344(9) 0.0307(3) Uani 1 1 d . . . . .
N3 N 0.97704(13) 0.79436(12) 0.46225(10) 0.0345(3) Uani 1 1 d . . . . .
H3 H 1.026168 0.843080 0.475533 0.041 Uiso 1 1 calc R . . . .
C0AA C 1.27591(15) 0.59966(13) 0.56394(11) 0.0258(3) Uani 1 1 d . . . . .
C17 C 1.02581(15) 0.61373(13) 0.62987(10) 0.0255(3) Uani 1 1 d . . . . .
C4 C 1.17070(15) 0.58613(13) 0.63867(10) 0.0258(3) Uani 1 1 d . . . . .
C18 C 0.95797(14) 0.67823(13) 0.52899(10) 0.0248(3) Uani 1 1 d . . . . .
C22 C 0.94657(15) 0.57559(13) 0.71775(11) 0.0277(3) Uani 1 1 d . . . . .
C5 C 1.26292(14) 0.65077(13) 0.45519(11) 0.0262(3) Uani 1 1 d . . . . .
C21 C 0.87464(14) 0.63141(14) 0.48142(11) 0.0290(3) Uani 1 1 d . . . . .
H21 H 0.842379 0.554059 0.509623 0.035 Uiso 1 1 calc R . . . .
C28 C 0.49170(15) 0.83198(14) 0.53566(12) 0.0301(3) Uani 1 1 d . . . . .
C32 C 0.25287(15) 0.93800(14) 0.50475(12) 0.0297(3) Uani 1 1 d . . . . .
H32 H 0.163643 0.958463 0.530297 0.036 Uiso 1 1 calc R . . . .
C27 C 0.69640(15) 0.68250(14) 0.66086(12) 0.0301(3) Uani 1 1 d . . . . .
C31 C 0.27432(15) 0.98456(13) 0.39960(11) 0.0284(3) Uani 1 1 d . . . . .
C33 C 0.35905(15) 0.86276(14) 0.57225(12) 0.0308(3) Uani 1 1 d . . . . .
H33 H 0.342629 0.831541 0.643790 0.037 Uiso 1 1 calc R . . . .
C6 C 1.26352(15) 0.69092(13) 0.36306(11) 0.0291(3) Uani 1 1 d . . . . .
C26 C 0.60193(15) 0.75195(14) 0.60523(12) 0.0313(3) Uani 1 1 d . . . . .
C30 C 0.40665(15) 0.95491(14) 0.36336(12) 0.0311(3) Uani 1 1 d . . . . .
H30 H 0.423034 0.986895 0.291848 0.037 Uiso 1 1 calc R . . . .
C7 C 1.26932(15) 0.73856(13) 0.25330(11) 0.0283(3) Uani 1 1 d . . . . .
C8 C 1.39307(15) 0.76582(14) 0.20598(11) 0.0303(3) Uani 1 1 d . . . . .
H8 H 1.470704 0.757994 0.246818 0.036 Uiso 1 1 calc R . . . .
C25 C 0.80161(16) 0.60400(14) 0.73335(11) 0.0301(3) Uani 1 1 d . . . . .
C2 C 1.40249(15) 0.54810(14) 0.61765(11) 0.0306(3) Uani 1 1 d . . . . .
H2 H 1.491530 0.543626 0.588671 0.037 Uiso 1 1 calc R . . . .
C1 C 1.37303(16) 0.50496(14) 0.72093(12) 0.0325(3) Uani 1 1 d . . . . .
H1 H 1.440407 0.465930 0.774887 0.039 Uiso 1 1 calc R . . . .
C10 C 1.29086(15) 0.81804(14) 0.03718(11) 0.0300(3) Uani 1 1 d . . . . .
C34 C 0.15613(15) 1.06214(14) 0.32826(12) 0.0314(3) Uani 1 1 d . . . . .
C12 C 1.15591(16) 0.75549(14) 0.19091(12) 0.0321(3) Uani 1 1 d . . . . .
H12 H 1.070370 0.739640 0.221195 0.039 Uiso 1 1 calc R . . . .
C9 C 1.40292(15) 0.80394(14) 0.10046(11) 0.0311(3) Uani 1 1 d . . . . .
H9 H 1.488010 0.821058 0.070014 0.037 Uiso 1 1 calc R . . . .
C29 C 0.51363(15) 0.87958(14) 0.43058(12) 0.0317(3) Uani 1 1 d . . . . .
H29 H 0.603019 0.860016 0.404951 0.038 Uiso 1 1 calc R . . . .
C11 C 1.16705(16) 0.79532(14) 0.08487(11) 0.0324(3) Uani 1 1 d . . . . .
H11 H 1.088180 0.807404 0.043744 0.039 Uiso 1 1 calc R . . . .
C24 C 0.78234(17) 0.54813(15) 0.83860(12) 0.0354(4) Uani 1 1 d . . . . .
H24 H 0.696619 0.549936 0.872522 0.042 Uiso 1 1 calc R . . . .
C23 C 0.91071(17) 0.48995(15) 0.88404(11) 0.0350(4) Uani 1 1 d . . . . .
H23 H 0.927017 0.444755 0.955426 0.042 Uiso 1 1 calc R . . . .
C13 C 1.30894(17) 0.85533(16) -0.07914(11) 0.0367(4) Uani 1 1 d . . . . .
C20 C 0.90801(17) 0.82186(17) 0.37262(12) 0.0418(4) Uani 1 1 d . U . . .
H20 H 0.903352 0.897020 0.314260 0.050 Uiso 1 1 calc R . . . .
C35 C 0.18107(17) 1.11737(16) 0.21571(12) 0.0385(4) Uani 1 1 d . . . . .
H35A H 0.203051 1.048940 0.186792 0.058 Uiso 1 1 calc GR . . . .
H35B H 0.258439 1.161392 0.205438 0.058 Uiso 1 1 calc GR . . . .
H35C H 0.098049 1.177923 0.181265 0.058 Uiso 1 1 calc GR . . . .
C19 C 0.84684(17) 0.72318(19) 0.38102(12) 0.0450(5) Uani 1 1 d . U . . .
H19 H 0.794197 0.716432 0.328607 0.054 Uiso 1 1 calc R . . . .
C14 C 1.17782(18) 0.85804(18) -0.13435(12) 0.0445(4) Uani 1 1 d . . . . .
H14A H 1.153716 0.773860 -0.107835 0.067 Uiso 1 1 calc GR . . . .
H14B H 1.193871 0.880859 -0.208209 0.067 Uiso 1 1 calc GR . . . .
H14C H 1.101985 0.921150 -0.122327 0.067 Uiso 1 1 calc GR . . . .
C16 C 1.42607(19) 0.7575(2) -0.10133(13) 0.0509(5) Uani 1 1 d . . . . .
H16A H 1.510989 0.753536 -0.066112 0.076 Uiso 1 1 calc GR . . . .
H16B H 1.440757 0.782933 -0.175469 0.076 Uiso 1 1 calc GR . . . .
H16C H 1.401170 0.673614 -0.076559 0.076 Uiso 1 1 calc GR . . . .
B015 B 1.1667(2) 0.46425(19) 0.83605(13) 0.0391(4) Uani 1 1 d . . . . .
C15 C 1.3452(2) 0.98734(19) -0.12145(14) 0.0518(5) Uani 1 1 d . . . . .
H15A H 1.273076 1.048697 -0.103553 0.078 Uiso 1 1 calc GR . . . .
H15B H 1.351837 1.013310 -0.196313 0.078 Uiso 1 1 calc GR . . . .
H15C H 1.433756 0.984553 -0.091585 0.078 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 B015 1.379(2) . ?
F2 B015 1.385(2) . ?
O1 C34 1.2231(18) . ?
N2 C4 1.3915(17) . ?
N2 C1 1.344(2) . ?
N2 B015 1.539(2) . ?
N1 C22 1.3915(18) . ?
N1 C23 1.344(2) . ?
N1 B015 1.545(2) . ?
N3 C18 1.3754(19) . ?
N3 C20 1.357(2) . ?
C0AA C4 1.426(2) . ?
C0AA C5 1.4197(19) . ?
C0AA C2 1.401(2) . ?
C17 C4 1.407(2) . ?
C17 C18 1.4606(19) . ?
C17 C22 1.404(2) . ?
C18 C21 1.374(2) . ?
C22 C25 1.428(2) . ?
C5 C6 1.200(2) . ?
C21 C19 1.424(2) . ?
C28 C33 1.405(2) . ?
C28 C26 1.430(2) . ?
C28 C29 1.392(2) . ?
C32 C31 1.392(2) . ?
C32 C33 1.376(2) . ?
C27 C26 1.202(2) . ?
C27 C25 1.414(2) . ?
C31 C30 1.398(2) . ?
C31 C34 1.490(2) . ?
C6 C7 1.432(2) . ?
C30 C29 1.380(2) . ?
C7 C8 1.402(2) . ?
C7 C12 1.395(2) . ?
C8 C9 1.381(2) . ?
C25 C24 1.398(2) . ?
C2 C1 1.383(2) . ?
C10 C9 1.400(2) . ?
C10 C11 1.393(2) . ?
C10 C13 1.532(2) . ?
C34 C35 1.498(2) . ?
C12 C11 1.388(2) . ?
C24 C23 1.378(2) . ?
C13 C14 1.532(2) . ?
C13 C16 1.537(2) . ?
C13 C15 1.530(2) . ?
C20 C19 1.356(3) . ?

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
C4 N2 B015 125.98(13) . . ?
C1 N2 C4 108.31(12) . . ?
C1 N2 B015 124.21(13) . . ?
C22 N1 B015 125.92(13) . . ?
C23 N1 C22 108.16(13) . . ?
C23 N1 B015 125.72(13) . . ?
C20 N3 C18 109.15(14) . . ?
C5 C0AA C4 129.24(13) . . ?
C2 C0AA C4 106.91(12) . . ?
C2 C0AA C5 123.83(13) . . ?
C4 C17 C18 120.05(12) . . ?
C22 C17 C4 119.95(13) . . ?
C22 C17 C18 119.97(13) . . ?
N2 C4 C0AA 107.15(12) . . ?
N2 C4 C17 120.40(13) . . ?
C17 C4 C0AA 132.28(13) . . ?
N3 C18 C17 124.28(13) . . ?
C21 C18 N3 108.59(13) . . ?
C21 C18 C17 126.95(13) . . ?
N1 C22 C17 120.76(13) . . ?
N1 C22 C25 107.31(12) . . ?
C17 C22 C25 131.70(13) . . ?
C6 C5 C0AA 174.60(15) . . ?
C18 C21 C19 105.54(14) . . ?
C33 C28 C26 120.47(14) . . ?
C29 C28 C33 118.92(14) . . ?
C29 C28 C26 120.61(13) . . ?
C33 C32 C31 120.95(13) . . ?
C26 C27 C25 174.98(16) . . ?
C32 C31 C30 118.81(14) . . ?
C32 C31 C34 119.61(13) . . ?
C30 C31 C34 121.56(14) . . ?
C32 C33 C28 120.19(14) . . ?
C5 C6 C7 178.00(16) . . ?
C27 C26 C28 177.42(16) . . ?
C29 C30 C31 120.56(14) . . ?
C8 C7 C6 119.77(13) . . ?
C12 C7 C6 121.93(14) . . ?
C12 C7 C8 118.27(13) . . ?
C9 C8 C7 120.49(14) . . ?
C27 C25 C22 128.27(14) . . ?
C24 C25 C22 106.50(13) . . ?
C24 C25 C27 124.98(14) . . ?
C1 C2 C0AA 106.87(13) . . ?
N2 C1 C2 110.75(13) . . ?
C9 C10 C13 119.64(13) . . ?
C11 C10 C9 117.19(13) . . ?
C11 C10 C13 123.16(13) . . ?
O1 C34 C31 119.98(14) . . ?
O1 C34 C35 120.62(14) . . ?
C31 C34 C35 119.38(13) . . ?
C11 C12 C7 120.50(14) . . ?
C8 C9 C10 121.74(14) . . ?
C30 C29 C28 120.56(14) . . ?
C12 C11 C10 121.74(14) . . ?
C23 C24 C25 107.35(14) . . ?
N1 C23 C24 110.67(13) . . ?
C10 C13 C16 109.15(13) . . ?
C14 C13 C10 111.89(13) . . ?
C14 C13 C16 108.05(14) . . ?
C15 C13 C10 109.36(14) . . ?
C15 C13 C14 108.80(14) . . ?
C15 C13 C16 109.56(15) . . ?
C19 C20 N3 108.01(14) . . ?
C20 C19 C21 108.67(14) . . ?
F1 B015 F2 109.77(14) . . ?
F1 B015 N2 110.25(15) . . ?
F1 B015 N1 110.54(14) . . ?
F2 B015 N2 109.72(14) . . ?
F2 B015 N1 110.39(15) . . ?
N2 B015 N1 106.12(12) . . ?

_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 1.592
_oxdiff_exptl_absorpt_empirical_full_min 0.809
