# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 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 
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data_ov_lp932-2_auto
_database_code_depnum_ccdc_archive 'CCDC 2346378'
loop_
_audit_author_name
_audit_author_address
'Tongdao Wang'
;Dalian University of Technology
China
;
_audit_update_record             
;
2024-04-08 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;
_audit_creation_date             2023-12-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H15 B F15 N O, 2[C6H14]'
_chemical_formula_sum            'C35 H15 B F15 N O'
_chemical_formula_weight         761.29
_chemical_melting_point          ?
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.78652(15)
_cell_length_b                   21.7974(3)
_cell_length_c                   17.9089(2)
_cell_angle_alpha                90
_cell_angle_beta                 105.2648(14)
_cell_angle_gamma                90
_cell_volume                     4062.16(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10371
_cell_measurement_temperature    300.15
_cell_measurement_theta_max      67.7410
_cell_measurement_theta_min      2.5590
_shelx_estimated_absorpt_T_max   0.898
_shelx_estimated_absorpt_T_min   0.810
_exptl_absorpt_coefficient_mu    1.097
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1520
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0191
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            21384
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.100
_diffrn_reflns_theta_min         3.264
_diffrn_ambient_temperature      300.15
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 6000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6030
_reflns_number_total             7334
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.177
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     579
_refine_ls_number_reflns         7334
_refine_ls_number_restraints     147
_refine_ls_R_factor_all          0.0558
_refine_ls_R_factor_gt           0.0494
_refine_ls_restrained_S_all      1.059
_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)+(0.0912P)²+0.8072P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1526
_refine_ls_wR_factor_ref         0.1576
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 F48-C43 \\sim F1-C19
 with sigma of 0.02
 F49-C43 \\sim F2-C19
 with sigma of 0.04
 F50-C47 \\sim F5-C23
 with sigma of 0.02
 C47-C45 \\sim C23-C21
 with sigma of 0.04
 F51-C46 \\sim F4-C22
 with sigma of 0.02
 C9-C47 \\sim C9-C23
 with sigma of 0.04
 F52-C44 \\sim F3-C20
 with sigma of 0.04
 C9-C42 \\sim C9-C18
 with sigma of 0.02
 C42-C47 \\sim C18-C23
 with sigma of 0.02
 C42-C43 \\sim C18-C19
 with sigma of 0.02
 C42-C46 \\sim C18-C22
 with sigma of 0.04
 F49-C44 \\sim F2-C20
 with sigma of 0.02
 C46-C44 \\sim C22-C20
 with sigma of 0.04
 F52-C45 \\sim F3-C21
 with sigma of 0.02
 C47-C46 \\sim C23-C22
 with sigma of 0.02
 C9-C43 \\sim C9-C19
 with sigma of 0.04
 C46-C45 \\sim C22-C21
 with sigma of 0.02
 C42-C44 \\sim C18-C20
 with sigma of 0.04
 F49-C45 \\sim F2-C21
 with sigma of 0.04
 C43-C44 \\sim C19-C20
 with sigma of 0.02
 F52-C46 \\sim F3-C22
 with sigma of 0.04
 C45-C44 \\sim C21-C20
 with sigma of 0.02
 C47-C43 \\sim C23-C19
 with sigma of 0.04
 F48-C42 \\sim F1-C18
 with sigma of 0.04
 C43-C45 \\sim C19-C21
 with sigma of 0.04
 F48-C44 \\sim F1-C20
 with sigma of 0.04
 F50-C42 \\sim F5-C18
 with sigma of 0.04
 F50-C46 \\sim F5-C22
 with sigma of 0.04
 F51-C47 \\sim F4-C23
 with sigma of 0.04
 F51-C45 \\sim F4-C21
 with sigma of 0.04
3. Rigid body (RIGU) restrains
 C42, C43, C44, C45, C46, C47
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F1, C19, C23, F5, C20, F4, C22, C18, C21, F2, F3
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
4. Others
 Sof(H9)=Sof(F1)=Sof(F5)=Sof(F4)=Sof(C18)=Sof(F2)=Sof(F3)=Sof(C23)=Sof(C22)=
 Sof(C19)=Sof(C21)=Sof(C20)=1-FVAR(1)
 Sof(F48)=Sof(F50)=Sof(F51)=Sof(H13)=Sof(C42)=Sof(F49)=Sof(F52)=Sof(C47)=
 Sof(C46)=Sof(C43)=Sof(C45)=Sof(C44)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C9(H13), C9(H9)
5.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C17(H17), C13(H13A), C5(H5), C14(H14), C15(H15), C4(H4),
 C16(H16)
5.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
F10 F 0.22435(11) 0.46695(6) 0.72098(7) 0.0684(3) Uani 1 1 d . . . . .
O1 O 0.38585(11) 0.57833(5) 0.71228(7) 0.0473(3) Uani 1 1 d . . . . .
F15 F 0.50756(14) 0.38920(5) 0.71884(7) 0.0753(4) Uani 1 1 d . . . . .
F6 F 0.63682(13) 0.49515(6) 0.89133(7) 0.0737(3) Uani 1 1 d . . . . .
F48 F 0.7274(5) 0.6574(2) 0.8879(3) 0.0714(10) Uani 0.779(13) 1 d D . P A 1
F7 F 0.56442(18) 0.43308(7) 0.99890(7) 0.0978(5) Uani 1 1 d . . . . .
F50 F 0.5185(4) 0.7703(2) 0.6654(3) 0.0796(10) Uani 0.779(13) 1 d D . P A 1
F11 F 0.37170(16) 0.56358(7) 0.56122(7) 0.0862(4) Uani 1 1 d . . . . .
N1 N 0.61025(13) 0.54345(6) 0.74230(8) 0.0434(3) Uani 1 1 d . . . . .
F9 F 0.15320(15) 0.40606(8) 0.83128(11) 0.1033(5) Uani 1 1 d . . . . .
F14 F 0.45640(19) 0.31980(7) 0.59419(11) 0.1073(5) Uani 1 1 d . . . . .
F12 F 0.31856(17) 0.49280(10) 0.43813(8) 0.1113(6) Uani 1 1 d . . . . .
F8 F 0.3224(2) 0.38769(8) 0.97202(10) 0.1158(6) Uani 1 1 d . . . . .
C8 C 0.64697(16) 0.60000(8) 0.74015(9) 0.0446(4) Uani 1 1 d . . . . .
C2 C 0.82505(17) 0.54303(9) 0.74078(11) 0.0525(4) Uani 1 1 d . . . . .
C7 C 0.78119(17) 0.60330(8) 0.73859(11) 0.0502(4) Uani 1 1 d . . . . .
F13 F 0.3619(2) 0.37036(10) 0.45065(10) 0.1239(7) Uani 1 1 d . . . . .
C12 C 0.32595(17) 0.68225(8) 0.72200(12) 0.0552(5) Uani 1 1 d . . . . .
C29 C 0.31268(19) 0.46006(8) 0.78990(11) 0.0545(4) Uani 1 1 d . . . . .
F51 F 0.6188(4) 0.87421(12) 0.7373(5) 0.1117(16) Uani 0.779(13) 1 d D . P A 1
C24 C 0.43497(18) 0.48377(8) 0.79997(10) 0.0470(4) Uani 1 1 d . . . . .
C9 C 0.55545(17) 0.65297(8) 0.73455(10) 0.0469(4) Uani 1 1 d D . . . .
H13 H 0.5298 0.6639 0.6795 0.056 Uiso 0.779(13) 1 calc R U P A 1
H9 H 0.5327 0.6673 0.6808 0.056 Uiso 0.221(13) 1 calc R U P A 2
C42 C 0.6164(9) 0.7099(2) 0.7752(3) 0.0552(12) Uani 0.779(13) 1 d D U P A 1
C25 C 0.5156(2) 0.47277(8) 0.87182(11) 0.0544(4) Uani 1 1 d . . . . .
C10 C 0.42682(17) 0.63322(8) 0.75431(10) 0.0470(4) Uani 1 1 d . . . . .
F49 F 0.8241(5) 0.7602(3) 0.9589(2) 0.1084(14) Uani 0.779(13) 1 d D . P A 1
C1 C 0.71768(17) 0.50134(8) 0.74331(11) 0.0502(4) Uani 1 1 d . . . . .
H1A H 0.6971 0.4743 0.6987 0.060 Uiso 1 1 calc R U . . .
H1B H 0.7387 0.4767 0.7901 0.060 Uiso 1 1 calc R U . . .
C35 C 0.45565(19) 0.41772(9) 0.65035(11) 0.0560(4) Uani 1 1 d . . . . .
C11 C 0.4456(2) 0.62370(9) 0.84090(11) 0.0557(4) Uani 1 1 d . . . . .
H11A H 0.3676 0.6082 0.8500 0.084 Uiso 1 1 calc R U . . .
H11B H 0.4673 0.6621 0.8674 0.084 Uiso 1 1 calc R U . . .
H11C H 0.5138 0.5948 0.8599 0.084 Uiso 1 1 calc R U . . .
F52 F 0.7713(4) 0.87058(19) 0.8834(4) 0.1216(16) Uani 0.779(13) 1 d D . P A 1
C26 C 0.4797(3) 0.44110(10) 0.92975(11) 0.0680(6) Uani 1 1 d . . . . .
C32 C 0.3630(2) 0.46730(14) 0.50818(12) 0.0755(7) Uani 1 1 d . . . . .
C30 C 0.43437(16) 0.48039(8) 0.64833(10) 0.0481(4) Uani 1 1 d . . . . .
C28 C 0.2723(2) 0.42813(10) 0.84568(15) 0.0705(6) Uani 1 1 d . . . . .
C47 C 0.5932(5) 0.76667(17) 0.7392(3) 0.0622(10) Uani 0.779(13) 1 d D U P A 1
B1 B 0.46347(19) 0.52337(9) 0.72718(11) 0.0441(4) Uani 1 1 d . . . . .
C33 C 0.3849(3) 0.40538(14) 0.51442(14) 0.0823(7) Uani 1 1 d . . . . .
C27 C 0.3586(3) 0.41891(10) 0.91670(14) 0.0766(7) Uani 1 1 d . . . . .
C31 C 0.3896(2) 0.50336(10) 0.57417(11) 0.0596(5) Uani 1 1 d . . . . .
C3 C 0.9499(2) 0.53048(10) 0.73830(15) 0.0694(6) Uani 1 1 d . . . . .
H3 H 0.9798 0.4903 0.7405 0.083 Uiso 1 1 calc R U . . .
C6 C 0.8605(2) 0.65225(10) 0.73259(14) 0.0673(6) Uani 1 1 d . . . . .
H6 H 0.8311 0.6925 0.7307 0.081 Uiso 1 1 calc R U . . .
C34 C 0.4317(2) 0.38028(10) 0.58570(15) 0.0732(6) Uani 1 1 d . . . . .
C46 C 0.6432(4) 0.81984(16) 0.7734(4) 0.0782(11) Uani 0.779(13) 1 d D U P A 1
C43 C 0.6946(6) 0.7105(2) 0.8498(3) 0.0617(12) Uani 0.779(13) 1 d D U P A 1
C17 C 0.2590(2) 0.68098(11) 0.64469(15) 0.0749(6) Uani 1 1 d . . . . .
H17 H 0.2742 0.6496 0.6131 0.090 Uiso 1 1 calc R U . . .
C13 C 0.3004(2) 0.72984(10) 0.76673(17) 0.0772(6) Uani 1 1 d . . . . .
H13A H 0.3442 0.7319 0.8189 0.093 Uiso 1 1 calc R U . . .
C45 C 0.7211(5) 0.8180(2) 0.8484(4) 0.0820(11) Uani 0.779(13) 1 d D U P A 1
C5 C 0.9840(2) 0.63917(11) 0.72961(18) 0.0840(7) Uani 1 1 d . . . . .
H5 H 1.0388 0.6712 0.7256 0.101 Uiso 1 1 calc R U . . .
C44 C 0.7482(5) 0.7637(3) 0.8872(3) 0.0764(11) Uani 0.779(13) 1 d D U P A 1
C14 C 0.2098(3) 0.77477(12) 0.7349(2) 0.1004(10) Uani 1 1 d . . . . .
H14 H 0.1940 0.8065 0.7659 0.120 Uiso 1 1 calc R U . . .
C15 C 0.1448(3) 0.77266(12) 0.6594(2) 0.0995(10) Uani 1 1 d . . . . .
H15 H 0.0839 0.8025 0.6384 0.119 Uiso 1 1 calc R U . . .
C4 C 1.0284(2) 0.57894(12) 0.73251(18) 0.0849(7) Uani 1 1 d . . . . .
H4 H 1.1123 0.5714 0.7305 0.102 Uiso 1 1 calc R U . . .
C16 C 0.1696(3) 0.72609(13) 0.6139(2) 0.0961(9) Uani 1 1 d . . . . .
H16 H 0.1258 0.7247 0.5618 0.115 Uiso 1 1 calc R U . . .
F1 F 0.727(2) 0.6390(6) 0.8843(11) 0.063(3) Uani 0.221(13) 1 d D U P A 2
F5 F 0.5324(18) 0.7794(6) 0.6933(10) 0.078(3) Uani 0.221(13) 1 d D U P A 2
F4 F 0.6386(14) 0.8731(4) 0.7826(11) 0.097(3) Uani 0.221(13) 1 d D U P A 2
C18 C 0.621(3) 0.7070(6) 0.7860(12) 0.053(4) Uani 0.221(13) 1 d D U P A 2
F2 F 0.8379(13) 0.7324(7) 0.9783(8) 0.098(3) Uani 0.221(13) 1 d D U P A 2
F3 F 0.7882(13) 0.8521(6) 0.9259(10) 0.100(4) Uani 0.221(13) 1 d D U P A 2
C23 C 0.601(2) 0.7676(6) 0.7650(11) 0.069(4) Uani 0.221(13) 1 d D U P A 2
C22 C 0.6591(15) 0.8180(5) 0.8085(11) 0.062(3) Uani 0.221(13) 1 d D U P A 2
C19 C 0.706(2) 0.6968(8) 0.8584(11) 0.056(3) Uani 0.221(13) 1 d D U P A 2
C21 C 0.7376(12) 0.8027(7) 0.8817(10) 0.064(3) Uani 0.221(13) 1 d D U P A 2
C20 C 0.7629(13) 0.7431(7) 0.9057(8) 0.062(3) Uani 0.221(13) 1 d D U P A 2


_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
F10 C29 1.354(2) . ?
O1 C10 1.420(2) . ?
O1 B1 1.446(2) . ?
F15 C35 1.357(2) . ?
F6 C25 1.352(2) . ?
F48 C43 1.343(4) . ?
F7 C26 1.343(3) . ?
F50 C47 1.356(5) . ?
F11 C31 1.338(3) . ?
N1 C8 1.298(2) . ?
N1 C1 1.475(2) . ?
N1 B1 1.596(2) . ?
F9 C28 1.332(3) . ?
F14 C34 1.346(3) . ?
F12 C32 1.340(3) . ?
F8 C27 1.342(2) . ?
C8 C7 1.457(2) . ?
C8 C9 1.505(2) . ?
C2 C7 1.393(3) . ?
C2 C1 1.482(3) . ?
C2 C3 1.386(3) . ?
C7 C6 1.389(3) . ?
F13 C33 1.341(3) . ?
C12 C10 1.526(2) . ?
C12 C17 1.383(3) . ?
C12 C13 1.382(3) . ?
C29 C24 1.384(3) . ?
C29 C28 1.378(3) . ?
F51 C46 1.342(4) . ?
C24 C25 1.371(3) . ?
C24 B1 1.658(2) . ?
C9 H13 0.9800 . ?
C9 H9 0.9800 . ?
C9 C42 1.499(5) . ?
C9 C10 1.579(2) . ?
C9 C18 1.545(12) . ?
C42 C47 1.388(5) . ?
C42 C43 1.380(5) . ?
C25 C26 1.384(3) . ?
C10 C11 1.524(3) . ?
F49 C44 1.330(5) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C35 C30 1.384(3) . ?
C35 C34 1.384(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
F52 C45 1.351(4) . ?
C26 C27 1.354(4) . ?
C32 C33 1.370(4) . ?
C32 C31 1.385(3) . ?
C30 B1 1.654(3) . ?
C30 C31 1.382(3) . ?
C28 C27 1.379(4) . ?
C47 C46 1.355(5) . ?
C33 C34 1.358(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.375(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.377(3) . ?
C46 C45 1.386(6) . ?
C43 C44 1.388(5) . ?
C17 H17 0.9300 . ?
C17 C16 1.386(3) . ?
C13 H13A 0.9300 . ?
C13 C14 1.395(4) . ?
C45 C44 1.363(6) . ?
C5 H5 0.9300 . ?
C5 C4 1.394(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.350(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.371(5) . ?
C4 H4 0.9300 . ?
C16 H16 0.9300 . ?
F1 C19 1.341(13) . ?
F5 C23 1.328(14) . ?
F4 C22 1.286(12) . ?
C18 C23 1.375(13) . ?
C18 C19 1.395(14) . ?
F2 C20 1.359(13) . ?
F3 C21 1.363(12) . ?
C23 C22 1.395(13) . ?
C22 C21 1.400(14) . ?
C19 C20 1.357(12) . ?
C21 C20 1.372(13) . ?

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
C10 O1 B1 121.06(13) . . ?
C8 N1 C1 110.26(14) . . ?
C8 N1 B1 123.52(14) . . ?
C1 N1 B1 124.95(13) . . ?
N1 C8 C7 111.09(15) . . ?
N1 C8 C9 122.03(15) . . ?
C7 C8 C9 126.76(15) . . ?
C7 C2 C1 108.46(15) . . ?
C3 C2 C7 120.72(18) . . ?
C3 C2 C1 130.79(18) . . ?
C2 C7 C8 106.54(15) . . ?
C6 C7 C8 132.40(17) . . ?
C6 C7 C2 120.99(17) . . ?
C17 C12 C10 119.85(18) . . ?
C13 C12 C10 122.5(2) . . ?
C13 C12 C17 117.6(2) . . ?
F10 C29 C24 119.67(15) . . ?
F10 C29 C28 115.84(19) . . ?
C28 C29 C24 124.5(2) . . ?
C29 C24 B1 117.37(16) . . ?
C25 C24 C29 113.85(16) . . ?
C25 C24 B1 128.73(16) . . ?
C8 C9 H13 105.0 . . ?
C8 C9 H9 107.4 . . ?
C8 C9 C10 112.05(13) . . ?
C8 C9 C18 110.9(10) . . ?
C42 C9 C8 113.9(4) . . ?
C42 C9 H13 105.0 . . ?
C42 C9 C10 114.6(4) . . ?
C10 C9 H13 105.0 . . ?
C10 C9 H9 107.4 . . ?
C18 C9 H9 107.4 . . ?
C18 C9 C10 111.3(13) . . ?
C47 C42 C9 120.7(4) . . ?
C43 C42 C9 123.8(3) . . ?
C43 C42 C47 115.5(3) . . ?
F6 C25 C24 120.70(16) . . ?
F6 C25 C26 115.38(18) . . ?
C24 C25 C26 123.9(2) . . ?
O1 C10 C12 107.31(15) . . ?
O1 C10 C9 106.26(13) . . ?
O1 C10 C11 111.34(14) . . ?
C12 C10 C9 107.74(13) . . ?
C11 C10 C12 111.81(15) . . ?
C11 C10 C9 112.07(15) . . ?
N1 C1 C2 103.64(14) . . ?
N1 C1 H1A 111.0 . . ?
N1 C1 H1B 111.0 . . ?
C2 C1 H1A 111.0 . . ?
C2 C1 H1B 111.0 . . ?
H1A C1 H1B 109.0 . . ?
F15 C35 C30 120.11(16) . . ?
F15 C35 C34 115.31(19) . . ?
C30 C35 C34 124.5(2) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
F7 C26 C25 120.0(2) . . ?
F7 C26 C27 120.26(19) . . ?
C27 C26 C25 119.8(2) . . ?
F12 C32 C33 119.8(2) . . ?
F12 C32 C31 120.4(3) . . ?
C33 C32 C31 119.8(2) . . ?
C35 C30 B1 122.94(16) . . ?
C31 C30 C35 113.34(17) . . ?
C31 C30 B1 123.70(17) . . ?
F9 C28 C29 121.0(2) . . ?
F9 C28 C27 120.5(2) . . ?
C29 C28 C27 118.5(2) . . ?
F50 C47 C42 119.6(3) . . ?
C46 C47 F50 117.0(3) . . ?
C46 C47 C42 123.5(4) . . ?
O1 B1 N1 107.73(13) . . ?
O1 B1 C24 110.99(14) . . ?
O1 B1 C30 109.96(14) . . ?
N1 B1 C24 112.98(14) . . ?
N1 B1 C30 104.89(13) . . ?
C30 B1 C24 110.09(14) . . ?
F13 C33 C32 120.1(3) . . ?
F13 C33 C34 120.7(3) . . ?
C34 C33 C32 119.1(2) . . ?
F8 C27 C26 120.6(2) . . ?
F8 C27 C28 119.9(3) . . ?
C26 C27 C28 119.54(18) . . ?
F11 C31 C32 114.88(19) . . ?
F11 C31 C30 121.33(18) . . ?
C30 C31 C32 123.8(2) . . ?
C2 C3 H3 120.9 . . ?
C4 C3 C2 118.3(2) . . ?
C4 C3 H3 120.9 . . ?
C7 C6 H6 121.1 . . ?
C5 C6 C7 117.7(2) . . ?
C5 C6 H6 121.1 . . ?
F14 C34 C35 119.7(2) . . ?
F14 C34 C33 120.9(2) . . ?
C33 C34 C35 119.3(2) . . ?
F51 C46 C47 122.3(4) . . ?
F51 C46 C45 119.0(3) . . ?
C47 C46 C45 118.7(3) . . ?
F48 C43 C42 119.7(3) . . ?
F48 C43 C44 117.1(4) . . ?
C42 C43 C44 123.1(3) . . ?
C12 C17 H17 119.7 . . ?
C12 C17 C16 120.6(3) . . ?
C16 C17 H17 119.7 . . ?
C12 C13 H13A 119.5 . . ?
C12 C13 C14 121.0(3) . . ?
C14 C13 H13A 119.5 . . ?
F52 C45 C46 119.5(4) . . ?
F52 C45 C44 119.6(5) . . ?
C44 C45 C46 120.9(3) . . ?
C6 C5 H5 119.3 . . ?
C6 C5 C4 121.3(2) . . ?
C4 C5 H5 119.3 . . ?
F49 C44 C43 119.3(4) . . ?
F49 C44 C45 122.5(4) . . ?
C45 C44 C43 118.2(4) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.6(3) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 120.4 . . ?
C14 C15 C16 119.3(3) . . ?
C16 C15 H15 120.4 . . ?
C3 C4 C5 120.9(2) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C17 C16 H16 119.6 . . ?
C15 C16 C17 120.9(3) . . ?
C15 C16 H16 119.6 . . ?
C23 C18 C9 123.8(11) . . ?
C23 C18 C19 115.0(12) . . ?
C19 C18 C9 121.2(11) . . ?
F5 C23 C18 117.2(12) . . ?
F5 C23 C22 116.2(11) . . ?
C18 C23 C22 126.2(12) . . ?
F4 C22 C23 121.6(13) . . ?
F4 C22 C21 124.4(11) . . ?
C23 C22 C21 114.0(10) . . ?
F1 C19 C18 118.8(12) . . ?
F1 C19 C20 118.3(12) . . ?
C20 C19 C18 122.8(13) . . ?
F3 C21 C22 113.9(11) . . ?
F3 C21 C20 123.3(11) . . ?
C20 C21 C22 122.7(9) . . ?
F2 C20 C21 118.8(10) . . ?
C19 C20 F2 121.8(11) . . ?
C19 C20 C21 119.2(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F10 C29 C24 C25 -178.93(16) . . . . ?
F10 C29 C24 B1 3.5(2) . . . . ?
F10 C29 C28 F9 -0.2(3) . . . . ?
F10 C29 C28 C27 179.12(18) . . . . ?
F15 C35 C30 B1 -2.8(3) . . . . ?
F15 C35 C30 C31 175.72(16) . . . . ?
F15 C35 C34 F14 2.1(3) . . . . ?
F15 C35 C34 C33 -177.2(2) . . . . ?
F6 C25 C26 F7 -1.7(3) . . . . ?
F6 C25 C26 C27 177.55(19) . . . . ?
F48 C43 C44 F49 -2.7(8) . . . . ?
F48 C43 C44 C45 177.1(5) . . . . ?
F7 C26 C27 F8 -1.3(3) . . . . ?
F7 C26 C27 C28 179.27(19) . . . . ?
F50 C47 C46 F51 1.2(7) . . . . ?
F50 C47 C46 C45 -179.4(4) . . . . ?
N1 C8 C7 C2 -0.6(2) . . . . ?
N1 C8 C7 C6 176.5(2) . . . . ?
N1 C8 C9 C42 147.6(4) . . . . ?
N1 C8 C9 C10 15.4(2) . . . . ?
N1 C8 C9 C18 140.5(12) . . . . ?
F9 C28 C27 F8 -0.3(3) . . . . ?
F9 C28 C27 C26 179.2(2) . . . . ?
F12 C32 C33 F13 -0.1(4) . . . . ?
F12 C32 C33 C34 179.0(2) . . . . ?
F12 C32 C31 F11 -2.2(3) . . . . ?
F12 C32 C31 C30 179.33(19) . . . . ?
C8 N1 C1 C2 -0.40(19) . . . . ?
C8 N1 B1 O1 -0.5(2) . . . . ?
C8 N1 B1 C24 -123.45(16) . . . . ?
C8 N1 B1 C30 116.63(16) . . . . ?
C8 C7 C6 C5 -177.3(2) . . . . ?
C8 C9 C42 C47 133.7(7) . . . . ?
C8 C9 C42 C43 -48.3(9) . . . . ?
C8 C9 C10 O1 -46.83(18) . . . . ?
C8 C9 C10 C12 -161.59(15) . . . . ?
C8 C9 C10 C11 75.00(18) . . . . ?
C8 C9 C18 C23 141(2) . . . . ?
C8 C9 C18 C19 -38(3) . . . . ?
C2 C7 C6 C5 -0.6(3) . . . . ?
C2 C3 C4 C5 0.3(4) . . . . ?
C7 C8 C9 C42 -36.9(4) . . . . ?
C7 C8 C9 C10 -169.03(16) . . . . ?
C7 C8 C9 C18 -44.0(12) . . . . ?
C7 C2 C1 N1 0.0(2) . . . . ?
C7 C2 C3 C4 -0.9(3) . . . . ?
C7 C6 C5 C4 0.0(4) . . . . ?
F13 C33 C34 F14 0.1(4) . . . . ?
F13 C33 C34 C35 179.4(2) . . . . ?
C12 C17 C16 C15 -0.4(4) . . . . ?
C12 C13 C14 C15 0.1(4) . . . . ?
C29 C24 C25 F6 -177.45(16) . . . . ?
C29 C24 C25 C26 -0.1(3) . . . . ?
C29 C24 B1 O1 63.9(2) . . . . ?
C29 C24 B1 N1 -174.99(14) . . . . ?
C29 C24 B1 C30 -58.1(2) . . . . ?
C29 C28 C27 F8 -179.6(2) . . . . ?
C29 C28 C27 C26 -0.2(3) . . . . ?
F51 C46 C45 F52 -0.4(6) . . . . ?
F51 C46 C45 C44 -180.0(4) . . . . ?
C24 C29 C28 F9 -179.21(19) . . . . ?
C24 C29 C28 C27 0.1(3) . . . . ?
C24 C25 C26 F7 -179.11(17) . . . . ?
C24 C25 C26 C27 0.1(3) . . . . ?
C9 C8 C7 C2 -176.55(16) . . . . ?
C9 C8 C7 C6 0.6(3) . . . . ?
C9 C42 C47 F50 -2.5(11) . . . . ?
C9 C42 C47 C46 178.5(6) . . . . ?
C9 C42 C43 F48 5.1(11) . . . . ?
C9 C42 C43 C44 -178.6(7) . . . . ?
C9 C18 C23 F5 -7(4) . . . . ?
C9 C18 C23 C22 -179(2) . . . . ?
C9 C18 C19 F1 -2(4) . . . . ?
C9 C18 C19 C20 -179(2) . . . . ?
C42 C9 C10 O1 -178.6(2) . . . . ?
C42 C9 C10 C12 66.6(3) . . . . ?
C42 C9 C10 C11 -56.8(3) . . . . ?
C42 C47 C46 F51 -179.8(6) . . . . ?
C42 C47 C46 C45 -0.4(8) . . . . ?
C42 C43 C44 F49 -179.0(6) . . . . ?
C42 C43 C44 C45 0.7(8) . . . . ?
C25 C24 B1 O1 -113.25(19) . . . . ?
C25 C24 B1 N1 7.9(2) . . . . ?
C25 C24 B1 C30 124.78(19) . . . . ?
C25 C26 C27 F8 179.49(19) . . . . ?
C25 C26 C27 C28 0.0(3) . . . . ?
C10 O1 B1 N1 -38.97(18) . . . . ?
C10 O1 B1 C24 85.21(17) . . . . ?
C10 O1 B1 C30 -152.74(13) . . . . ?
C10 C12 C17 C16 -178.3(2) . . . . ?
C10 C12 C13 C14 178.4(2) . . . . ?
C10 C9 C42 C47 -95.4(8) . . . . ?
C10 C9 C42 C43 82.6(8) . . . . ?
C10 C9 C18 C23 -93(3) . . . . ?
C10 C9 C18 C19 87(3) . . . . ?
C1 N1 C8 C7 0.62(19) . . . . ?
C1 N1 C8 C9 176.80(15) . . . . ?
C1 N1 B1 O1 -166.34(14) . . . . ?
C1 N1 B1 C24 70.7(2) . . . . ?
C1 N1 B1 C30 -49.23(19) . . . . ?
C1 C2 C7 C8 0.3(2) . . . . ?
C1 C2 C7 C6 -177.21(19) . . . . ?
C1 C2 C3 C4 176.9(2) . . . . ?
C35 C30 B1 O1 -156.09(16) . . . . ?
C35 C30 B1 N1 88.32(19) . . . . ?
C35 C30 B1 C24 -33.5(2) . . . . ?
C35 C30 C31 F11 -175.70(18) . . . . ?
C35 C30 C31 C32 2.7(3) . . . . ?
F52 C45 C44 F49 -0.6(6) . . . . ?
F52 C45 C44 C43 179.7(5) . . . . ?
C32 C33 C34 F14 -179.0(2) . . . . ?
C32 C33 C34 C35 0.3(4) . . . . ?
C30 C35 C34 F14 179.75(19) . . . . ?
C30 C35 C34 C33 0.4(3) . . . . ?
C28 C29 C24 C25 0.0(3) . . . . ?
C28 C29 C24 B1 -177.51(18) . . . . ?
C47 C42 C43 F48 -176.8(7) . . . . ?
C47 C42 C43 C44 -0.5(10) . . . . ?
C47 C46 C45 F52 -179.8(4) . . . . ?
C47 C46 C45 C44 0.6(6) . . . . ?
B1 O1 C10 C12 177.73(14) . . . . ?
B1 O1 C10 C9 62.69(18) . . . . ?
B1 O1 C10 C11 -59.61(19) . . . . ?
B1 N1 C8 C7 -167.06(14) . . . . ?
B1 N1 C8 C9 9.1(2) . . . . ?
B1 N1 C1 C2 167.06(14) . . . . ?
B1 C24 C25 F6 -0.2(3) . . . . ?
B1 C24 C25 C26 177.05(18) . . . . ?
B1 C30 C31 F11 2.8(3) . . . . ?
B1 C30 C31 C32 -178.75(19) . . . . ?
C33 C32 C31 F11 176.3(2) . . . . ?
C33 C32 C31 C30 -2.2(3) . . . . ?
C31 C32 C33 F13 -178.6(2) . . . . ?
C31 C32 C33 C34 0.5(4) . . . . ?
C31 C30 B1 O1 25.5(2) . . . . ?
C31 C30 B1 N1 -90.07(19) . . . . ?
C31 C30 B1 C24 148.10(17) . . . . ?
C3 C2 C7 C8 178.58(19) . . . . ?
C3 C2 C7 C6 1.1(3) . . . . ?
C3 C2 C1 N1 -178.0(2) . . . . ?
C6 C5 C4 C3 0.1(5) . . . . ?
C34 C35 C30 B1 179.60(18) . . . . ?
C34 C35 C30 C31 -1.9(3) . . . . ?
C46 C45 C44 F49 179.0(4) . . . . ?
C46 C45 C44 C43 -0.7(6) . . . . ?
C43 C42 C47 F50 179.3(6) . . . . ?
C43 C42 C47 C46 0.4(10) . . . . ?
C17 C12 C10 O1 -31.9(2) . . . . ?
C17 C12 C10 C9 82.2(2) . . . . ?
C17 C12 C10 C11 -154.27(18) . . . . ?
C17 C12 C13 C14 0.3(3) . . . . ?
C13 C12 C10 O1 150.02(18) . . . . ?
C13 C12 C10 C9 -95.9(2) . . . . ?
C13 C12 C10 C11 27.7(2) . . . . ?
C13 C12 C17 C16 -0.1(3) . . . . ?
C13 C14 C15 C16 -0.6(4) . . . . ?
C14 C15 C16 C17 0.8(4) . . . . ?
F1 C19 C20 F2 -1(3) . . . . ?
F1 C19 C20 C21 -177.1(18) . . . . ?
F5 C23 C22 F4 5(3) . . . . ?
F5 C23 C22 C21 -175.9(16) . . . . ?
F4 C22 C21 F3 2.6(18) . . . . ?
F4 C22 C21 C20 -176.3(13) . . . . ?
C18 C9 C10 O1 -171.7(7) . . . . ?
C18 C9 C10 C12 73.6(7) . . . . ?
C18 C9 C10 C11 -49.8(7) . . . . ?
C18 C23 C22 F4 177(2) . . . . ?
C18 C23 C22 C21 -4(3) . . . . ?
C18 C19 C20 F2 175(2) . . . . ?
C18 C19 C20 C21 -1(3) . . . . ?
F3 C21 C20 F2 2.7(19) . . . . ?
F3 C21 C20 C19 178.5(16) . . . . ?
C23 C18 C19 F1 178(2) . . . . ?
C23 C18 C19 C20 2(4) . . . . ?
C23 C22 C21 F3 -176.5(14) . . . . ?
C23 C22 C21 C20 4.6(19) . . . . ?
C22 C21 C20 F2 -178.5(12) . . . . ?
C22 C21 C20 C19 -3(2) . . . . ?
C19 C18 C23 F5 173(2) . . . . ?
C19 C18 C23 C22 1(4) . . . . ?

_smtbx_masks_special_details     
;
A solvent mask was calculated and 364 electrons were 
found in a volume of 1332Å³ in 1 void per unit cell. 
This is consistent with the presence of 
2[C6H14] per Asymmetric Unit 
which account for 400 electrons 
per unit cell.
;
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.443 0.057 0.500 666.3 181.9 '4 C6H14'
2 -0.017 -0.517 0.000 666.3 181.9 '4 C6H14'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_20230110a_auto_sq
_database_code_depnum_ccdc_archive 'CCDC 2346379'
loop_
_audit_author_name
_audit_author_address
'Tongdao Wang'
;Dalian University of Technology
China
;
_audit_update_record             
;
2024-04-08 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;
_audit_creation_date             2024-03-13
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H8 B F15 N2'
_chemical_formula_sum            'C29 H8 B F15 N2'
_chemical_formula_weight         680.18
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N F'
_chemical_oxdiff_usercomment     LP-388
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        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   13.6313(3)
_cell_length_b                   19.4305(6)
_cell_length_c                   24.1940(8)
_cell_angle_alpha                90
_cell_angle_beta                 99.003(3)
_cell_angle_gamma                90
_cell_volume                     6329.1(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    12086
_cell_measurement_temperature    292.5(8)
_cell_measurement_theta_max      67.9900
_cell_measurement_theta_min      2.9110
_shelx_estimated_absorpt_T_max   0.902
_shelx_estimated_absorpt_T_min   0.857
_exptl_absorpt_coefficient_mu    1.323
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47492
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.105a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2688
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            31061
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.242
_diffrn_reflns_theta_min         2.931
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      292.5(8)
_diffrn_detector                 ?
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     15.00  77.00   0.50   15.00    --   41.90  82.00  30.00  124
  2  ω    -40.00  56.00   0.50   15.00    --   41.90 -82.00   0.00  192
  3  ω     42.00  69.00   0.50   15.00    --   41.90 -82.00 -60.00   54
  4  ω     17.00  92.00   0.50   15.00    --   41.90  65.00 -60.00  150
  5  ω     46.00  79.00   0.50   15.00    --   41.90 -32.00  90.00   66
  6  ω    -47.00  62.00   0.50   15.00    --   41.90 -65.00 120.00  218
  7  ω    -30.00  -5.00   0.50   15.00    --   41.90 -82.00 150.00   50
  8  ω    -33.00  -7.00   0.50   15.00    --   41.90 -82.00 -60.00   52
  9  ω     41.00  66.00   0.50   15.00    --   41.90 -65.00  60.00   50
 10  ω    -41.00 -12.00   0.50   15.00    --   41.90 -82.00-120.00   58
 11  ω     86.00 129.00   0.50   15.00    --   41.90  32.00   0.00   86
 12  ω    -40.00   2.00   0.50   15.00    --   41.90 -65.00  60.00   84
 13  ω      4.00  31.00   0.50   15.00    --   41.90 -32.00  90.00   54
 14  ω    -39.00  72.00   0.50   15.00    --   41.90 -54.00-120.00  222
 15  ω     50.00  77.00   0.50   15.00    --   41.90  32.00   0.00   54
 16  ω     37.00  69.00   0.50   15.00    --   41.90 -82.00 150.00   64
 17  ω    -22.00  20.00   0.50   15.00    --   41.90 -82.00  90.00   84
 18  ω    -20.00  44.00   0.50   15.00    --   41.90 -65.00-180.00  128
 19  ω     26.00  69.00   0.50   15.00    --   41.90 -82.00  90.00   86
 20  ω    -44.00  -5.00   0.50   15.00    --   41.90 -77.00 -60.00   78
 21  ω     10.00  35.00   0.50   15.00    --   41.90 -77.00 -60.00   50
 22  ω    -15.00  10.00   0.50   15.00    --   41.90 -82.00-180.00   50
 23  ω     44.00  69.00   0.50   15.00    --   41.90 -82.00-180.00   50
 24  ω      0.00  69.00   0.50   15.00    --   41.90 -82.00-120.00  138
 25  ω    -46.00  67.00   0.50   15.00    --   41.90 -82.00  60.00  226
 26  ω    -47.00 -22.00   0.50   15.00    --   41.90 -32.00  90.00   50
 27  ω     31.00  66.00   0.50   22.00    --   94.40 -82.00-120.00   70
 28  ω     17.00  93.00   0.50   22.00    --   94.40 -82.00 -90.00  152
 29  ω      5.00 129.00   0.50   22.00    --   94.40 -33.00 120.00  248
 30  ω      6.00 184.00   0.50   22.00    --   94.40  17.00 120.00  356
 31  ω     36.00  92.00   0.50   22.00    --   94.40 -82.00  90.00  112
 32  ω    158.00 184.00   0.50   22.00    --   94.40  -8.00  90.00   52
 33  ω     31.00 101.00   0.50   22.00    --   94.40 -82.00-150.00  140
 34  ω     12.00  78.00   0.50   22.00    --   94.40 -33.00 -90.00  132
 35  ω     11.00 126.00   0.50   22.00    --   94.40 -42.00 -30.00  230
 36  ω     17.00 111.00   0.50   22.00    --   94.40 -82.00 120.00  188
 37  ω     67.00  97.00   0.50   22.00    --   94.40 -82.00   0.00   60
 38  ω     49.00  95.00   0.50   22.00    --   94.40 -82.00  30.00   92
 39  ω     50.00  95.00   0.50   22.00    --   94.40 -82.00  60.00   90
 40  ω     62.00 102.00   0.50   22.00    --   94.40 -82.00-180.00   80
 41  ω      5.00 112.00   0.50   22.00    --   94.40 -59.00 -90.00  214
 42  ω     69.00 100.00   0.50   22.00    --   94.40 -82.00 -60.00   62
 43  ω      5.00  30.00   0.50   22.00    --   94.40 -82.00 -60.00   50
 44  ω     86.00 112.00   0.50   22.00    --   94.40 -82.00-120.00   52
 45  ω     72.00 107.00   0.50   22.00    --   94.40 -50.00  90.00   70
 46  ω     66.00  96.00   0.50   22.00    --   94.40 -82.00 -30.00   60
 47  ω     42.00 151.00   0.50   22.00    --   94.40  -8.00  90.00  218
 48  ω      5.00  92.00   0.50   22.00    --   94.40 -82.00 145.49  174
;
_diffrn_measurement_device       ?
_diffrn_measurement_device_type  'Bruker SMART CCD 6000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0288057000
_diffrn_orient_matrix_UB_12      -0.0343864000
_diffrn_orient_matrix_UB_13      0.0525420000
_diffrn_orient_matrix_UB_21      -0.1094882000
_diffrn_orient_matrix_UB_22      -0.0016718000
_diffrn_orient_matrix_UB_23      -0.0280702000
_diffrn_orient_matrix_UB_31      0.0164991000
_diffrn_orient_matrix_UB_32      -0.0714043000
_diffrn_orient_matrix_UB_33      -0.0246951000
_diffrn_radiation_monochromator  ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_diffrn_source_target            Mo
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4186
_reflns_number_total             5772
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.676
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     424
_refine_ls_number_reflns         5772
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0885
_refine_ls_R_factor_gt           0.0714
_refine_ls_restrained_S_all      1.103
_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)+(0.1375P)²+4.7941P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2313
_refine_ls_wR_factor_ref         0.2472
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C11(H11), C6(H6), C3(H3), C5(H5), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
F15 F 0.46972(16) 0.15357(11) 0.63201(9) 0.0871(6) Uani 1 1 d . . . . .
F10 F 0.69009(17) 0.31258(13) 0.59098(11) 0.0981(7) Uani 1 1 d . . . . .
F5 F 0.56024(18) 0.19126(13) 0.83729(10) 0.0953(7) Uani 1 1 d . . . . .
F11 F 0.4418(2) 0.35464(12) 0.52158(10) 0.1132(9) Uani 1 1 d . . . . .
F1 F 0.5689(2) 0.42995(13) 0.81581(13) 0.1131(9) Uani 1 1 d . . . . .
N2 N 0.59293(16) 0.26231(13) 0.67665(10) 0.0578(6) Uani 1 1 d . . . . .
H2 H 0.6278 0.2324 0.6621 0.069 Uiso 1 1 calc R U . . .
N1 N 0.42947(17) 0.31123(14) 0.67481(10) 0.0614(7) Uani 1 1 d . . . . .
F12 F 0.3647(2) 0.28224(16) 0.43402(10) 0.1240(10) Uani 1 1 d . . . . .
F14 F 0.3897(2) 0.08238(13) 0.54226(12) 0.1233(10) Uani 1 1 d . . . . .
F13 F 0.3353(2) 0.14669(15) 0.44229(11) 0.1201(10) Uani 1 1 d . . . . .
F6 F 0.4374(2) 0.44915(13) 0.64708(14) 0.1196(9) Uani 1 1 d . . . . .
F4 F 0.6026(2) 0.20411(19) 0.94847(12) 0.1316(11) Uani 1 1 d . . . . .
F9 F 0.7798(2) 0.42747(19) 0.56291(15) 0.1428(12) Uani 1 1 d . . . . .
C10 C 0.61158(19) 0.27234(15) 0.73120(12) 0.0550(7) Uani 1 1 d . . . . .
C11 C 0.70995(19) 0.25156(16) 0.76142(12) 0.0567(7) Uani 1 1 d . . . . .
H11 H 0.7148 0.2400 0.7991 0.068 Uiso 1 1 calc R U . . .
C8 C 0.4459(2) 0.31625(15) 0.72971(13) 0.0572(7) Uani 1 1 d . . . . .
C9 C 0.5416(2) 0.30236(16) 0.76048(12) 0.0580(7) Uani 1 1 d . . . . .
C24 C 0.4649(2) 0.25790(17) 0.58194(12) 0.0599(7) Uani 1 1 d . . . . .
C12 C 0.5629(2) 0.31145(19) 0.82226(14) 0.0670(9) Uani 1 1 d . . . . .
C7 C 0.3530(2) 0.33289(16) 0.75039(14) 0.0607(8) Uani 1 1 d . . . . .
F3 F 0.6279(2) 0.3302(2) 0.99442(10) 0.1492(13) Uani 1 1 d . . . . .
F2 F 0.6083(3) 0.4431(2) 0.92939(17) 0.1636(15) Uani 1 1 d . . . . .
F7 F 0.5239(3) 0.56102(14) 0.61593(19) 0.1621(15) Uani 1 1 d . . . . .
C2 C 0.2784(2) 0.33503(17) 0.70353(14) 0.0656(8) Uani 1 1 d . . . . .
C18 C 0.5603(2) 0.37490(18) 0.62117(14) 0.0696(9) Uani 1 1 d . . . . .
C1 C 0.3229(2) 0.32003(19) 0.65234(14) 0.0704(9) Uani 1 1 d . . . . .
H1A H 0.2951 0.2784 0.6340 0.084 Uiso 1 1 calc R U . . .
H1B H 0.3126 0.3580 0.6260 0.084 Uiso 1 1 calc R U . . .
C17 C 0.5718(2) 0.2531(2) 0.85839(14) 0.0708(9) Uani 1 1 d . . . . .
C29 C 0.4472(2) 0.18794(17) 0.58331(14) 0.0647(8) Uani 1 1 d . . . . .
F8 F 0.6961(3) 0.55278(18) 0.57305(18) 0.1697(16) Uani 1 1 d . . . . .
C6 C 0.3297(2) 0.34458(18) 0.80343(15) 0.0703(9) Uani 1 1 d . . . . .
H6 H 0.3785 0.3429 0.8349 0.084 Uiso 1 1 calc R U . . .
C25 C 0.4335(2) 0.28721(18) 0.52986(14) 0.0723(9) Uani 1 1 d . . . . .
C3 C 0.1814(2) 0.3479(2) 0.70871(17) 0.0784(10) Uani 1 1 d . . . . .
H3 H 0.1320 0.3485 0.6775 0.094 Uiso 1 1 calc R U . . .
C23 C 0.6473(3) 0.3743(2) 0.59870(16) 0.0808(10) Uani 1 1 d . . . . .
C27 C 0.3774(3) 0.1822(2) 0.48769(15) 0.0803(10) Uani 1 1 d . . . . .
C28 C 0.4047(3) 0.1498(2) 0.53806(17) 0.0787(10) Uani 1 1 d . . . . .
C26 C 0.3911(3) 0.2504(2) 0.48380(15) 0.0821(11) Uani 1 1 d . . . . .
C5 C 0.2323(3) 0.3588(2) 0.80814(17) 0.0780(10) Uani 1 1 d . . . . .
H5 H 0.2155 0.3678 0.8433 0.094 Uiso 1 1 calc R U . . .
C4 C 0.1592(2) 0.3600(2) 0.76175(18) 0.0837(11) Uani 1 1 d . . . . .
H4 H 0.0939 0.3691 0.7662 0.100 Uiso 1 1 calc R U . . .
C19 C 0.5226(3) 0.4402(2) 0.62706(19) 0.0895(12) Uani 1 1 d . . . . .
C13 C 0.5752(3) 0.3733(2) 0.84805(18) 0.0835(11) Uani 1 1 d . . . . .
C14 C 0.5968(3) 0.3816(3) 0.9063(2) 0.0970(14) Uani 1 1 d . . . . .
C15 C 0.6072(3) 0.3215(4) 0.9392(2) 0.1079(16) Uani 1 1 d . . . . .
B1 B 0.5113(2) 0.3018(2) 0.63757(15) 0.0611(9) Uani 1 1 d . . . . .
C16 C 0.5941(3) 0.2606(3) 0.91576(18) 0.0929(12) Uani 1 1 d . . . . .
C22 C 0.6944(4) 0.4324(3) 0.5824(2) 0.1025(14) Uani 1 1 d . . . . .
C20 C 0.5659(4) 0.4994(2) 0.6108(2) 0.1120(16) Uani 1 1 d . . . . .
C21 C 0.6506(5) 0.4951(3) 0.5894(2) 0.1169(18) 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
F15 C29 1.347(4) . ?
F10 C23 1.359(5) . ?
F5 C17 1.305(5) . ?
F11 C25 1.333(4) . ?
F1 C13 1.345(5) . ?
N2 H2 0.8600 . ?
N2 C10 1.319(4) . ?
N2 B1 1.546(4) . ?
N1 C8 1.316(4) . ?
N1 C1 1.479(3) . ?
N1 B1 1.551(5) . ?
F12 C26 1.352(4) . ?
F14 C28 1.331(5) . ?
F13 C27 1.347(4) . ?
F6 C19 1.338(5) . ?
F4 C16 1.347(5) . ?
F9 C22 1.326(6) . ?
C10 C11 1.479(3) . ?
C10 C9 1.401(4) . ?
C11 C11 1.300(6) 7_656 ?
C11 H11 0.9300 . ?
C8 C9 1.422(4) . ?
C8 C7 1.469(4) . ?
C9 C12 1.488(4) . ?
C24 C29 1.382(5) . ?
C24 C25 1.388(4) . ?
C24 B1 1.635(5) . ?
C12 C17 1.425(5) . ?
C12 C13 1.352(5) . ?
C7 C2 1.400(4) . ?
C7 C6 1.388(5) . ?
F3 C15 1.333(5) . ?
F2 C14 1.318(5) . ?
F7 C20 1.342(6) . ?
C2 C1 1.491(5) . ?
C2 C3 1.370(5) . ?
C18 C23 1.379(5) . ?
C18 C19 1.384(5) . ?
C18 B1 1.645(5) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C17 C16 1.381(5) . ?
C29 C28 1.373(5) . ?
F8 C21 1.369(6) . ?
C6 H6 0.9300 . ?
C6 C5 1.379(5) . ?
C25 C26 1.374(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.384(5) . ?
C23 C22 1.385(6) . ?
C27 C28 1.370(5) . ?
C27 C26 1.344(6) . ?
C5 H5 0.9300 . ?
C5 C4 1.379(5) . ?
C4 H4 0.9300 . ?
C19 C20 1.379(7) . ?
C13 C14 1.404(6) . ?
C14 C15 1.407(8) . ?
C15 C16 1.312(7) . ?
C22 C21 1.379(8) . ?
C20 C21 1.340(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
C10 N2 H2 118.5 . . ?
C10 N2 B1 123.1(2) . . ?
B1 N2 H2 118.5 . . ?
C8 N1 C1 111.4(3) . . ?
C8 N1 B1 124.8(2) . . ?
C1 N1 B1 123.7(2) . . ?
N2 C10 C11 118.2(3) . . ?
N2 C10 C9 121.8(2) . . ?
C9 C10 C11 120.0(2) . . ?
C10 C11 H11 118.0 . . ?
C11 C11 C10 124.0(3) 7_656 . ?
C11 C11 H11 118.0 7_656 . ?
N1 C8 C9 120.8(3) . . ?
N1 C8 C7 109.9(2) . . ?
C9 C8 C7 129.2(3) . . ?
C10 C9 C8 117.1(3) . . ?
C10 C9 C12 121.1(2) . . ?
C8 C9 C12 121.5(3) . . ?
C29 C24 C25 113.3(3) . . ?
C29 C24 B1 122.7(3) . . ?
C25 C24 B1 123.9(3) . . ?
C17 C12 C9 120.4(3) . . ?
C13 C12 C9 124.0(4) . . ?
C13 C12 C17 115.6(3) . . ?
C2 C7 C8 106.7(3) . . ?
C6 C7 C8 133.3(3) . . ?
C6 C7 C2 120.1(3) . . ?
C7 C2 C1 109.2(3) . . ?
C3 C2 C7 121.4(3) . . ?
C3 C2 C1 129.5(3) . . ?
C23 C18 C19 113.9(4) . . ?
C23 C18 B1 119.6(3) . . ?
C19 C18 B1 126.5(4) . . ?
N1 C1 C2 102.8(2) . . ?
N1 C1 H1A 111.2 . . ?
N1 C1 H1B 111.2 . . ?
C2 C1 H1A 111.2 . . ?
C2 C1 H1B 111.2 . . ?
H1A C1 H1B 109.1 . . ?
F5 C17 C12 119.9(3) . . ?
F5 C17 C16 119.0(4) . . ?
C16 C17 C12 121.1(4) . . ?
F15 C29 C24 119.5(3) . . ?
F15 C29 C28 116.1(3) . . ?
C28 C29 C24 124.5(3) . . ?
C7 C6 H6 120.9 . . ?
C5 C6 C7 118.2(3) . . ?
C5 C6 H6 120.9 . . ?
F11 C25 C24 121.2(3) . . ?
F11 C25 C26 115.1(3) . . ?
C26 C25 C24 123.6(4) . . ?
C2 C3 H3 121.0 . . ?
C2 C3 C4 118.1(3) . . ?
C4 C3 H3 121.0 . . ?
F10 C23 C18 118.4(3) . . ?
F10 C23 C22 116.8(4) . . ?
C18 C23 C22 124.8(4) . . ?
F13 C27 C28 120.8(4) . . ?
C26 C27 F13 119.6(4) . . ?
C26 C27 C28 119.6(3) . . ?
F14 C28 C29 121.4(4) . . ?
F14 C28 C27 119.8(3) . . ?
C27 C28 C29 118.8(4) . . ?
F12 C26 C25 120.2(4) . . ?
C27 C26 F12 119.6(3) . . ?
C27 C26 C25 120.2(3) . . ?
C6 C5 H5 119.4 . . ?
C6 C5 C4 121.2(4) . . ?
C4 C5 H5 119.4 . . ?
C3 C4 H4 119.5 . . ?
C5 C4 C3 121.1(3) . . ?
C5 C4 H4 119.5 . . ?
F6 C19 C18 121.0(4) . . ?
F6 C19 C20 115.4(4) . . ?
C20 C19 C18 123.5(5) . . ?
F1 C13 C12 117.9(4) . . ?
F1 C13 C14 118.2(4) . . ?
C12 C13 C14 123.9(4) . . ?
F2 C14 C13 121.4(5) . . ?
F2 C14 C15 121.3(5) . . ?
C13 C14 C15 117.3(4) . . ?
F3 C15 C14 116.6(5) . . ?
C16 C15 F3 122.7(6) . . ?
C16 C15 C14 120.7(4) . . ?
N2 B1 N1 102.6(2) . . ?
N2 B1 C24 113.2(3) . . ?
N2 B1 C18 107.2(2) . . ?
N1 B1 C24 108.6(2) . . ?
N1 B1 C18 113.2(3) . . ?
C24 B1 C18 111.8(3) . . ?
F4 C16 C17 119.3(5) . . ?
C15 C16 F4 119.2(5) . . ?
C15 C16 C17 121.5(5) . . ?
F9 C22 C23 120.9(5) . . ?
F9 C22 C21 121.9(5) . . ?
C21 C22 C23 117.2(5) . . ?
F7 C20 C19 120.7(6) . . ?
C21 C20 F7 119.8(5) . . ?
C21 C20 C19 119.5(5) . . ?
F8 C21 C22 117.6(6) . . ?
C20 C21 F8 121.2(6) . . ?
C20 C21 C22 121.2(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F15 C29 C28 F14 -1.9(5) . . . . ?
F15 C29 C28 C27 178.2(3) . . . . ?
F10 C23 C22 F9 -3.3(6) . . . . ?
F10 C23 C22 C21 179.1(4) . . . . ?
F5 C17 C16 F4 -0.6(5) . . . . ?
F5 C17 C16 C15 179.5(4) . . . . ?
F11 C25 C26 F12 2.6(6) . . . . ?
F11 C25 C26 C27 -178.7(4) . . . . ?
F1 C13 C14 F2 1.7(6) . . . . ?
F1 C13 C14 C15 -177.4(4) . . . . ?
N2 C10 C11 C11 26.7(6) . . . 7_656 ?
N2 C10 C9 C8 5.3(5) . . . . ?
N2 C10 C9 C12 178.2(3) . . . . ?
N1 C8 C9 C10 -10.5(5) . . . . ?
N1 C8 C9 C12 176.7(3) . . . . ?
N1 C8 C7 C2 2.1(4) . . . . ?
N1 C8 C7 C6 -178.9(3) . . . . ?
F13 C27 C28 F14 0.2(6) . . . . ?
F13 C27 C28 C29 -179.9(3) . . . . ?
F13 C27 C26 F12 -1.6(6) . . . . ?
F13 C27 C26 C25 179.7(4) . . . . ?
F6 C19 C20 F7 0.7(6) . . . . ?
F6 C19 C20 C21 -178.9(4) . . . . ?
F9 C22 C21 F8 2.9(7) . . . . ?
F9 C22 C21 C20 -177.9(4) . . . . ?
C10 N2 B1 N1 -34.5(4) . . . . ?
C10 N2 B1 C24 -151.3(3) . . . . ?
C10 N2 B1 C18 85.0(4) . . . . ?
C10 C9 C12 C17 -67.6(4) . . . . ?
C10 C9 C12 C13 112.3(4) . . . . ?
C11 C10 C9 C8 -175.3(3) . . . . ?
C11 C10 C9 C12 -2.4(5) . . . . ?
C8 N1 C1 C2 2.9(4) . . . . ?
C8 N1 B1 N2 29.5(4) . . . . ?
C8 N1 B1 C24 149.5(3) . . . . ?
C8 N1 B1 C18 -85.7(3) . . . . ?
C8 C9 C12 C17 105.1(4) . . . . ?
C8 C9 C12 C13 -75.1(4) . . . . ?
C8 C7 C2 C1 -0.2(4) . . . . ?
C8 C7 C2 C3 178.5(3) . . . . ?
C8 C7 C6 C5 -179.5(4) . . . . ?
C9 C10 C11 C11 -152.7(4) . . . 7_656 ?
C9 C8 C7 C2 -174.1(3) . . . . ?
C9 C8 C7 C6 4.8(6) . . . . ?
C9 C12 C17 F5 -0.7(4) . . . . ?
C9 C12 C17 C16 178.3(3) . . . . ?
C9 C12 C13 F1 -0.7(5) . . . . ?
C9 C12 C13 C14 -178.9(3) . . . . ?
C24 C29 C28 F14 180.0(3) . . . . ?
C24 C29 C28 C27 0.0(6) . . . . ?
C24 C25 C26 F12 -178.3(3) . . . . ?
C24 C25 C26 C27 0.4(6) . . . . ?
C12 C17 C16 F4 -179.6(3) . . . . ?
C12 C17 C16 C15 0.5(6) . . . . ?
C12 C13 C14 F2 179.9(4) . . . . ?
C12 C13 C14 C15 0.8(6) . . . . ?
C7 C8 C9 C10 165.4(3) . . . . ?
C7 C8 C9 C12 -7.5(5) . . . . ?
C7 C2 C1 N1 -1.5(4) . . . . ?
C7 C2 C3 C4 1.1(5) . . . . ?
C7 C6 C5 C4 1.4(6) . . . . ?
F3 C15 C16 F4 -0.5(7) . . . . ?
F3 C15 C16 C17 179.4(4) . . . . ?
F2 C14 C15 F3 0.7(6) . . . . ?
F2 C14 C15 C16 179.0(4) . . . . ?
F7 C20 C21 F8 0.7(7) . . . . ?
F7 C20 C21 C22 -178.5(4) . . . . ?
C2 C7 C6 C5 -0.6(5) . . . . ?
C2 C3 C4 C5 -0.4(6) . . . . ?
C18 C23 C22 F9 177.7(4) . . . . ?
C18 C23 C22 C21 0.1(6) . . . . ?
C18 C19 C20 F7 177.8(4) . . . . ?
C18 C19 C20 C21 -1.9(7) . . . . ?
C1 N1 C8 C9 173.4(3) . . . . ?
C1 N1 C8 C7 -3.2(4) . . . . ?
C1 N1 B1 N2 -154.4(3) . . . . ?
C1 N1 B1 C24 -34.4(4) . . . . ?
C1 N1 B1 C18 90.4(3) . . . . ?
C1 C2 C3 C4 179.6(4) . . . . ?
C17 C12 C13 F1 179.1(3) . . . . ?
C17 C12 C13 C14 0.9(5) . . . . ?
C29 C24 C25 F11 177.7(3) . . . . ?
C29 C24 C25 C26 -1.4(5) . . . . ?
C29 C24 B1 N2 38.8(4) . . . . ?
C29 C24 B1 N1 -74.4(3) . . . . ?
C29 C24 B1 C18 159.9(3) . . . . ?
C6 C7 C2 C1 -179.3(3) . . . . ?
C6 C7 C2 C3 -0.6(5) . . . . ?
C6 C5 C4 C3 -0.9(6) . . . . ?
C25 C24 C29 F15 -176.9(3) . . . . ?
C25 C24 C29 C28 1.2(5) . . . . ?
C25 C24 B1 N2 -145.6(3) . . . . ?
C25 C24 B1 N1 101.2(4) . . . . ?
C25 C24 B1 C18 -24.4(4) . . . . ?
C3 C2 C1 N1 179.9(4) . . . . ?
C23 C18 C19 F6 178.5(3) . . . . ?
C23 C18 C19 C20 1.6(5) . . . . ?
C23 C18 B1 N2 53.8(4) . . . . ?
C23 C18 B1 N1 166.2(3) . . . . ?
C23 C18 B1 C24 -70.7(4) . . . . ?
C23 C22 C21 F8 -179.5(4) . . . . ?
C23 C22 C21 C20 -0.3(7) . . . . ?
C28 C27 C26 F12 179.6(4) . . . . ?
C28 C27 C26 C25 0.9(6) . . . . ?
C26 C27 C28 F14 178.9(4) . . . . ?
C26 C27 C28 C29 -1.1(6) . . . . ?
C19 C18 C23 F10 -179.7(3) . . . . ?
C19 C18 C23 C22 -0.7(5) . . . . ?
C19 C18 B1 N2 -126.7(3) . . . . ?
C19 C18 B1 N1 -14.4(4) . . . . ?
C19 C18 B1 C24 108.7(4) . . . . ?
C19 C20 C21 F8 -179.6(4) . . . . ?
C19 C20 C21 C22 1.1(8) . . . . ?
C13 C12 C17 F5 179.4(3) . . . . ?
C13 C12 C17 C16 -1.6(5) . . . . ?
C13 C14 C15 F3 179.9(4) . . . . ?
C13 C14 C15 C16 -1.9(7) . . . . ?
C14 C15 C16 F4 -178.7(4) . . . . ?
C14 C15 C16 C17 1.2(7) . . . . ?
B1 N2 C10 C11 -159.0(3) . . . . ?
B1 N2 C10 C9 20.4(5) . . . . ?
B1 N1 C8 C9 -10.1(5) . . . . ?
B1 N1 C8 C7 173.3(3) . . . . ?
B1 N1 C1 C2 -173.6(3) . . . . ?
B1 C24 C29 F15 -0.8(5) . . . . ?
B1 C24 C29 C28 177.3(3) . . . . ?
B1 C24 C25 F11 1.6(5) . . . . ?
B1 C24 C25 C26 -177.4(3) . . . . ?
B1 C18 C23 F10 -0.2(5) . . . . ?
B1 C18 C23 C22 178.8(3) . . . . ?
B1 C18 C19 F6 -1.0(6) . . . . ?
B1 C18 C19 C20 -177.9(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 3.809
_oxdiff_exptl_absorpt_empirical_full_min 0.208
####################################################################### 
# 
# 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_ov_lp-864zhongse_auto
_database_code_depnum_ccdc_archive 'CCDC 2346380'
loop_
_audit_author_name
_audit_author_address
'Tongdao Wang'
;Dalian University of Technology
China
;
_audit_update_record             
;
2024-04-08 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;
_audit_creation_date             2024-03-14
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H12 B F15 N4 O2'
_chemical_formula_sum            'C35 H12 B F15 N4 O2'
_chemical_formula_weight         816.30
_chemical_melting_point          ?
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      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                   12.0468(2)
_cell_length_b                   16.3233(3)
_cell_length_c                   15.7150(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.2169(16)
_cell_angle_gamma                90
_cell_volume                     3077.45(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9476
_cell_measurement_temperature    300.15
_cell_measurement_theta_max      68.0530
_cell_measurement_theta_min      2.7040
_shelx_estimated_absorpt_T_max   0.873
_shelx_estimated_absorpt_T_min   0.726
_exptl_absorpt_coefficient_mu    1.555
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.762
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1624
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16044
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.259
_diffrn_reflns_theta_min         3.684
_diffrn_ambient_temperature      300.15
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 6000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4527
_reflns_number_total             5559
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.364
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       0.00149(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     515
_refine_ls_number_reflns         5559
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0502
_refine_ls_restrained_S_all      1.055
_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)+(0.0849P)²+0.8043P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1418
_refine_ls_wR_factor_ref         0.1490
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
2.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C17(H17), C3(H3), C6(H6), C15(H15), C16(H16), C4(H4), C14(H14),
 C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
F11 F 0.49937(12) 0.52439(10) 0.75790(10) 0.0672(4) Uani 1 1 d . . . . .
F5 F 0.00310(13) 0.48648(8) 0.81868(9) 0.0619(4) Uani 1 1 d . . . . .
O2 O 0.15635(14) 0.70546(9) 0.70893(12) 0.0615(5) Uani 1 1 d . . . . .
F15 F 0.16297(12) 0.61090(10) 0.86561(9) 0.0670(4) Uani 1 1 d . . . . .
F7 F 0.35322(15) 0.45528(14) 0.41679(11) 0.0872(6) Uani 1 1 d . . . . .
F10 F 0.38979(14) 0.67697(9) 0.67361(12) 0.0751(5) Uani 1 1 d . . . . .
F1 F -0.12201(13) 0.33074(10) 0.57663(10) 0.0728(5) Uani 1 1 d . . . . .
F12 F 0.60794(13) 0.56011(12) 0.90761(12) 0.0820(5) Uani 1 1 d . . . . .
F6 F 0.27505(12) 0.41776(9) 0.56324(9) 0.0629(4) Uani 1 1 d . . . . .
O1 O -0.08963(13) 0.53874(9) 0.54902(11) 0.0536(4) Uani 1 1 d . . . . .
F3 F -0.34900(14) 0.36258(11) 0.80000(14) 0.0877(5) Uani 1 1 d . . . . .
F2 F -0.30707(13) 0.29268(10) 0.64906(12) 0.0804(5) Uani 1 1 d . . . . .
F14 F 0.27717(15) 0.65553(11) 1.00844(10) 0.0801(5) Uani 1 1 d . . . . .
F13 F 0.50019(15) 0.62378(11) 1.03594(10) 0.0827(5) Uani 1 1 d . . . . .
F4 F -0.19128(15) 0.46072(11) 0.88423(12) 0.0824(5) Uani 1 1 d . . . . .
C30 C 0.32437(18) 0.56582(13) 0.80215(14) 0.0464(5) Uani 1 1 d . . . . .
N2 N 0.06909(14) 0.51702(10) 0.63809(11) 0.0424(4) Uani 1 1 d . . . . .
N3 N 0.13849(14) 0.56527(10) 0.69666(11) 0.0424(4) Uani 1 1 d . . . . .
C33 C 0.4437(2) 0.60648(16) 0.95977(16) 0.0610(7) Uani 1 1 d . . . . .
C32 C 0.4983(2) 0.57478(16) 0.89576(17) 0.0582(6) Uani 1 1 d . . . . .
N1 N 0.24153(15) 0.43679(11) 0.72584(12) 0.0444(4) Uani 1 1 d . . . . .
F9 F 0.47862(17) 0.70837(11) 0.52857(15) 0.0997(6) Uani 1 1 d . . . . .
F8 F 0.46258(16) 0.59773(14) 0.39825(12) 0.0977(7) Uani 1 1 d . . . . .
C25 C 0.3182(2) 0.49336(16) 0.55744(16) 0.0536(6) Uani 1 1 d . . . . .
N4 N 0.01788(15) 0.64400(10) 0.61687(11) 0.0434(4) Uani 1 1 d . . . . .
C31 C 0.4394(2) 0.55585(14) 0.81820(16) 0.0525(6) Uani 1 1 d . . . . .
C22 C -0.1744(2) 0.42760(15) 0.80851(18) 0.0580(6) Uani 1 1 d . . . . .
C1 C 0.3325(2) 0.38130(14) 0.75906(17) 0.0545(6) Uani 1 1 d . . . . .
H1A H 0.3541 0.3919 0.8190 0.065 Uiso 1 1 calc R U . . .
H1B H 0.3973 0.3875 0.7272 0.065 Uiso 1 1 calc R U . . .
C8 C 0.15362(17) 0.39418(12) 0.70037(13) 0.0422(5) Uani 1 1 d . . . . .
C35 C 0.2741(2) 0.59836(14) 0.87019(15) 0.0503(5) Uani 1 1 d . . . . .
C23 C -0.07538(19) 0.44090(12) 0.77407(16) 0.0494(5) Uani 1 1 d . . . . .
C34 C 0.3314(2) 0.62091(15) 0.94700(15) 0.0563(6) Uani 1 1 d . . . . .
C9 C 0.05209(18) 0.43038(12) 0.65380(14) 0.0425(5) Uani 1 1 d . . . . .
H9 H 0.0441 0.4040 0.5975 0.051 Uiso 1 1 calc R U . . .
C26 C 0.3602(2) 0.51060(19) 0.48048(18) 0.0646(7) Uani 1 1 d . . . . .
C28 C 0.4233(2) 0.63809(18) 0.5358(2) 0.0681(8) Uani 1 1 d . . . . .
C29 C 0.3769(2) 0.62033(15) 0.61178(17) 0.0576(6) Uani 1 1 d . . . . .
C13 C 0.0210(2) 0.78279(14) 0.56105(17) 0.0581(6) Uani 1 1 d . . . . .
H13 H 0.0984 0.7824 0.5692 0.070 Uiso 1 1 calc R U . . .
C12 C -0.03921(19) 0.71522(12) 0.58166(14) 0.0446(5) Uani 1 1 d . . . . .
C27 C 0.4147(2) 0.5820(2) 0.47067(19) 0.0700(8) Uani 1 1 d . . . . .
C17 C -0.1539(2) 0.71484(15) 0.56837(16) 0.0544(6) Uani 1 1 d . . . . .
H17 H -0.1942 0.6687 0.5816 0.065 Uiso 1 1 calc R U . . .
C3 C 0.3286(2) 0.22108(16) 0.76145(18) 0.0652(7) Uani 1 1 d . . . . .
H3 H 0.4023 0.2147 0.7839 0.078 Uiso 1 1 calc R U . . .
C21 C -0.2538(2) 0.37835(16) 0.7659(2) 0.0621(7) Uani 1 1 d . . . . .
C20 C -0.2336(2) 0.34463(14) 0.68892(19) 0.0595(7) Uani 1 1 d . . . . .
C24 C 0.32300(18) 0.54764(14) 0.62629(15) 0.0487(5) Uani 1 1 d . . . . .
C2 C 0.2830(2) 0.29820(14) 0.74665(16) 0.0528(6) Uani 1 1 d . . . . .
C10 C -0.01075(18) 0.56397(12) 0.59503(14) 0.0426(5) Uani 1 1 d . . . . .
C7 C 0.17251(19) 0.30690(13) 0.71307(14) 0.0470(5) Uani 1 1 d . . . . .
C19 C -0.1366(2) 0.36304(14) 0.65324(16) 0.0537(6) Uani 1 1 d . . . . .
C18 C -0.05424(18) 0.41102(12) 0.69520(14) 0.0449(5) Uani 1 1 d . . . . .
C11 C 0.11046(18) 0.64513(12) 0.67837(14) 0.0449(5) Uani 1 1 d . . . . .
C6 C 0.1049(2) 0.23940(14) 0.69356(16) 0.0565(6) Uani 1 1 d . . . . .
H6 H 0.0311 0.2455 0.6712 0.068 Uiso 1 1 calc R U . . .
C15 C -0.1502(3) 0.85224(16) 0.51591(19) 0.0731(8) Uani 1 1 d . . . . .
H15 H -0.1877 0.8989 0.4949 0.088 Uiso 1 1 calc R U . . .
C16 C -0.2085(2) 0.78393(17) 0.53516(18) 0.0670(7) Uani 1 1 d . . . . .
H16 H -0.2858 0.7839 0.5258 0.080 Uiso 1 1 calc R U . . .
C4 C 0.2616(3) 0.15429(16) 0.74196(19) 0.0698(8) Uani 1 1 d . . . . .
H4 H 0.2908 0.1020 0.7514 0.084 Uiso 1 1 calc R U . . .
B1 B 0.2589(2) 0.53246(15) 0.71275(16) 0.0440(6) Uani 1 1 d . . . . .
C14 C -0.0352(3) 0.85152(16) 0.52789(19) 0.0717(8) Uani 1 1 d . . . . .
H14 H 0.0048 0.8974 0.5136 0.086 Uiso 1 1 calc R U . . .
C5 C 0.1514(3) 0.16275(15) 0.70861(18) 0.0656(7) Uani 1 1 d . . . . .
H5 H 0.1083 0.1162 0.6962 0.079 Uiso 1 1 calc R U . . .


_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
F11 C31 1.344(3) . ?
F5 C23 1.349(3) . ?
O2 C11 1.207(3) . ?
F15 C35 1.350(3) . ?
F7 C26 1.345(3) . ?
F10 C29 1.340(3) . ?
F1 C19 1.340(3) . ?
F12 C32 1.338(3) . ?
F6 C25 1.345(3) . ?
O1 C10 1.213(2) . ?
F3 C21 1.334(3) . ?
F2 C20 1.339(3) . ?
F14 C34 1.339(3) . ?
F13 C33 1.352(3) . ?
F4 C22 1.339(3) . ?
C30 C31 1.396(3) . ?
C30 C35 1.382(3) . ?
C30 B1 1.640(3) . ?
N2 N3 1.424(2) . ?
N2 C9 1.453(3) . ?
N2 C10 1.361(3) . ?
N3 C11 1.371(3) . ?
N3 B1 1.546(3) . ?
C33 C32 1.354(4) . ?
C33 C34 1.370(4) . ?
C32 C31 1.388(3) . ?
N1 C1 1.480(3) . ?
N1 C8 1.299(3) . ?
N1 B1 1.591(3) . ?
F9 C28 1.337(3) . ?
F8 C27 1.346(3) . ?
C25 C26 1.382(4) . ?
C25 C24 1.396(3) . ?
N4 C12 1.436(3) . ?
N4 C10 1.386(3) . ?
N4 C11 1.408(3) . ?
C22 C23 1.372(4) . ?
C22 C21 1.376(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.487(3) . ?
C8 C9 1.489(3) . ?
C8 C7 1.454(3) . ?
C35 C34 1.385(3) . ?
C23 C18 1.377(3) . ?
C9 H9 0.9800 . ?
C9 C18 1.522(3) . ?
C26 C27 1.354(4) . ?
C28 C29 1.394(4) . ?
C28 C27 1.370(4) . ?
C29 C24 1.382(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.375(3) . ?
C13 C14 1.387(4) . ?
C12 C17 1.379(3) . ?
C17 H17 0.9300 . ?
C17 C16 1.383(3) . ?
C3 H3 0.9300 . ?
C3 C2 1.385(3) . ?
C3 C4 1.375(4) . ?
C21 C20 1.371(4) . ?
C20 C19 1.375(4) . ?
C24 B1 1.641(4) . ?
C2 C7 1.394(3) . ?
C7 C6 1.388(3) . ?
C19 C18 1.384(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.382(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.366(4) . ?
C15 C14 1.381(4) . ?
C16 H16 0.9300 . ?
C4 H4 0.9300 . ?
C4 C5 1.389(4) . ?
C14 H14 0.9300 . ?
C5 H5 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
C31 C30 B1 120.5(2) . . ?
C35 C30 C31 113.8(2) . . ?
C35 C30 B1 125.4(2) . . ?
N3 N2 C9 120.80(15) . . ?
C10 N2 N3 110.91(16) . . ?
C10 N2 C9 121.89(16) . . ?
N2 N3 B1 113.67(16) . . ?
C11 N3 N2 105.76(15) . . ?
C11 N3 B1 125.00(18) . . ?
F13 C33 C32 119.8(2) . . ?
F13 C33 C34 120.3(3) . . ?
C32 C33 C34 119.8(2) . . ?
F12 C32 C33 120.4(2) . . ?
F12 C32 C31 120.1(3) . . ?
C33 C32 C31 119.5(2) . . ?
C1 N1 B1 122.97(17) . . ?
C8 N1 C1 109.74(17) . . ?
C8 N1 B1 126.78(17) . . ?
F6 C25 C26 114.9(2) . . ?
F6 C25 C24 121.2(2) . . ?
C26 C25 C24 123.8(3) . . ?
C10 N4 C12 124.61(17) . . ?
C10 N4 C11 110.24(16) . . ?
C11 N4 C12 125.15(17) . . ?
F11 C31 C30 120.4(2) . . ?
F11 C31 C32 116.1(2) . . ?
C32 C31 C30 123.5(2) . . ?
F4 C22 C23 119.6(2) . . ?
F4 C22 C21 120.9(2) . . ?
C23 C22 C21 119.5(3) . . ?
N1 C1 H1A 111.0 . . ?
N1 C1 H1B 111.0 . . ?
N1 C1 C2 103.71(18) . . ?
H1A C1 H1B 109.0 . . ?
C2 C1 H1A 111.0 . . ?
C2 C1 H1B 111.0 . . ?
N1 C8 C9 123.29(18) . . ?
N1 C8 C7 111.67(18) . . ?
C7 C8 C9 124.59(18) . . ?
F15 C35 C30 121.29(19) . . ?
F15 C35 C34 114.8(2) . . ?
C30 C35 C34 123.9(2) . . ?
F5 C23 C22 118.4(2) . . ?
F5 C23 C18 119.0(2) . . ?
C22 C23 C18 122.5(2) . . ?
F14 C34 C33 120.5(2) . . ?
F14 C34 C35 120.2(2) . . ?
C33 C34 C35 119.3(2) . . ?
N2 C9 C8 110.33(17) . . ?
N2 C9 H9 106.1 . . ?
N2 C9 C18 114.32(17) . . ?
C8 C9 H9 106.1 . . ?
C8 C9 C18 113.15(18) . . ?
C18 C9 H9 106.1 . . ?
F7 C26 C25 120.8(3) . . ?
F7 C26 C27 119.4(3) . . ?
C27 C26 C25 119.7(3) . . ?
F9 C28 C29 119.5(3) . . ?
F9 C28 C27 120.9(3) . . ?
C27 C28 C29 119.5(3) . . ?
F10 C29 C28 116.7(2) . . ?
F10 C29 C24 119.9(2) . . ?
C24 C29 C28 123.4(3) . . ?
C12 C13 H13 120.4 . . ?
C12 C13 C14 119.2(3) . . ?
C14 C13 H13 120.4 . . ?
C13 C12 N4 119.7(2) . . ?
C13 C12 C17 120.7(2) . . ?
C17 C12 N4 119.6(2) . . ?
F8 C27 C26 120.6(3) . . ?
F8 C27 C28 119.7(3) . . ?
C26 C27 C28 119.6(3) . . ?
C12 C17 H17 120.4 . . ?
C12 C17 C16 119.2(2) . . ?
C16 C17 H17 120.4 . . ?
C2 C3 H3 121.1 . . ?
C4 C3 H3 121.1 . . ?
C4 C3 C2 117.9(2) . . ?
F3 C21 C22 120.2(3) . . ?
F3 C21 C20 120.3(3) . . ?
C20 C21 C22 119.5(2) . . ?
F2 C20 C21 120.3(2) . . ?
F2 C20 C19 119.8(3) . . ?
C21 C20 C19 119.9(2) . . ?
C25 C24 B1 123.8(2) . . ?
C29 C24 C25 113.8(2) . . ?
C29 C24 B1 122.0(2) . . ?
C3 C2 C1 131.2(2) . . ?
C3 C2 C7 120.5(2) . . ?
C7 C2 C1 108.31(19) . . ?
O1 C10 N2 125.82(19) . . ?
O1 C10 N4 129.16(19) . . ?
N2 C10 N4 105.01(16) . . ?
C2 C7 C8 106.5(2) . . ?
C6 C7 C8 131.8(2) . . ?
C6 C7 C2 121.6(2) . . ?
F1 C19 C20 117.8(2) . . ?
F1 C19 C18 120.2(2) . . ?
C20 C19 C18 121.9(2) . . ?
C23 C18 C9 122.89(19) . . ?
C23 C18 C19 116.5(2) . . ?
C19 C18 C9 120.6(2) . . ?
O2 C11 N3 126.67(19) . . ?
O2 C11 N4 126.10(19) . . ?
N3 C11 N4 107.23(16) . . ?
C7 C6 H6 121.3 . . ?
C5 C6 C7 117.4(2) . . ?
C5 C6 H6 121.3 . . ?
C16 C15 H15 120.3 . . ?
C16 C15 C14 119.5(2) . . ?
C14 C15 H15 120.3 . . ?
C17 C16 H16 119.6 . . ?
C15 C16 C17 120.9(3) . . ?
C15 C16 H16 119.6 . . ?
C3 C4 H4 119.1 . . ?
C3 C4 C5 121.8(2) . . ?
C5 C4 H4 119.1 . . ?
C30 B1 C24 115.69(19) . . ?
N3 B1 C30 113.33(19) . . ?
N3 B1 N1 103.20(17) . . ?
N3 B1 C24 108.50(17) . . ?
N1 B1 C30 105.89(17) . . ?
N1 B1 C24 109.42(18) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.5(3) . . ?
C15 C14 H14 119.7 . . ?
C6 C5 C4 120.9(3) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F5 C23 C18 C9 -2.9(3) . . . . ?
F5 C23 C18 C19 178.50(19) . . . . ?
F15 C35 C34 F14 -2.7(3) . . . . ?
F15 C35 C34 C33 176.4(2) . . . . ?
F7 C26 C27 F8 -0.6(4) . . . . ?
F7 C26 C27 C28 -179.2(2) . . . . ?
F10 C29 C24 C25 -178.3(2) . . . . ?
F10 C29 C24 B1 8.2(3) . . . . ?
F1 C19 C18 C23 -179.17(19) . . . . ?
F1 C19 C18 C9 2.2(3) . . . . ?
F12 C32 C31 F11 -1.2(4) . . . . ?
F12 C32 C31 C30 177.0(2) . . . . ?
F6 C25 C26 F7 2.2(3) . . . . ?
F6 C25 C26 C27 -173.9(2) . . . . ?
F6 C25 C24 C29 175.6(2) . . . . ?
F6 C25 C24 B1 -11.1(3) . . . . ?
F3 C21 C20 F2 -3.0(3) . . . . ?
F3 C21 C20 C19 178.2(2) . . . . ?
F2 C20 C19 F1 3.3(3) . . . . ?
F2 C20 C19 C18 -174.7(2) . . . . ?
F13 C33 C32 F12 0.3(4) . . . . ?
F13 C33 C32 C31 178.9(2) . . . . ?
F13 C33 C34 F14 2.9(4) . . . . ?
F13 C33 C34 C35 -176.3(2) . . . . ?
F4 C22 C23 F5 0.9(3) . . . . ?
F4 C22 C23 C18 -177.7(2) . . . . ?
F4 C22 C21 F3 -0.3(4) . . . . ?
F4 C22 C21 C20 -179.3(2) . . . . ?
C30 C35 C34 F14 176.9(2) . . . . ?
C30 C35 C34 C33 -3.9(4) . . . . ?
N2 N3 C11 O2 -173.5(2) . . . . ?
N2 N3 C11 N4 6.4(2) . . . . ?
N2 N3 B1 C30 -159.31(17) . . . . ?
N2 N3 B1 N1 -45.3(2) . . . . ?
N2 N3 B1 C24 70.7(2) . . . . ?
N2 C9 C18 C23 -60.7(3) . . . . ?
N2 C9 C18 C19 117.8(2) . . . . ?
N3 N2 C9 C8 -31.9(3) . . . . ?
N3 N2 C9 C18 97.0(2) . . . . ?
N3 N2 C10 O1 -170.4(2) . . . . ?
N3 N2 C10 N4 8.6(2) . . . . ?
C33 C32 C31 F11 -179.8(2) . . . . ?
C33 C32 C31 C30 -1.6(4) . . . . ?
C32 C33 C34 F14 -177.1(2) . . . . ?
C32 C33 C34 C35 3.7(4) . . . . ?
N1 C1 C2 C3 176.5(3) . . . . ?
N1 C1 C2 C7 -2.5(3) . . . . ?
N1 C8 C9 N2 2.9(3) . . . . ?
N1 C8 C9 C18 -126.6(2) . . . . ?
N1 C8 C7 C2 -2.0(3) . . . . ?
N1 C8 C7 C6 -177.9(3) . . . . ?
F9 C28 C29 F10 1.0(4) . . . . ?
F9 C28 C29 C24 -176.9(2) . . . . ?
F9 C28 C27 F8 0.0(4) . . . . ?
F9 C28 C27 C26 178.6(2) . . . . ?
C25 C26 C27 F8 175.6(2) . . . . ?
C25 C26 C27 C28 -2.9(4) . . . . ?
C25 C24 B1 C30 145.4(2) . . . . ?
C25 C24 B1 N3 -86.0(2) . . . . ?
C25 C24 B1 N1 26.0(3) . . . . ?
N4 C12 C17 C16 179.4(2) . . . . ?
C31 C30 C35 F15 -179.1(2) . . . . ?
C31 C30 C35 C34 1.3(3) . . . . ?
C31 C30 B1 N3 -167.1(2) . . . . ?
C31 C30 B1 N1 80.5(3) . . . . ?
C31 C30 B1 C24 -40.9(3) . . . . ?
C22 C23 C18 C9 175.6(2) . . . . ?
C22 C23 C18 C19 -2.9(3) . . . . ?
C22 C21 C20 F2 176.0(2) . . . . ?
C22 C21 C20 C19 -2.8(4) . . . . ?
C1 N1 C8 C9 -172.3(2) . . . . ?
C1 N1 C8 C7 0.4(3) . . . . ?
C1 N1 B1 C30 -48.9(3) . . . . ?
C1 N1 B1 N3 -168.19(19) . . . . ?
C1 N1 B1 C24 76.5(2) . . . . ?
C1 C2 C7 C8 2.7(3) . . . . ?
C1 C2 C7 C6 179.2(2) . . . . ?
C8 N1 C1 C2 1.3(3) . . . . ?
C8 N1 B1 C30 140.3(2) . . . . ?
C8 N1 B1 N3 20.9(3) . . . . ?
C8 N1 B1 C24 -94.4(2) . . . . ?
C8 C9 C18 C23 66.8(2) . . . . ?
C8 C9 C18 C19 -114.7(2) . . . . ?
C8 C7 C6 C5 175.4(3) . . . . ?
C35 C30 C31 F11 179.6(2) . . . . ?
C35 C30 C31 C32 1.5(4) . . . . ?
C35 C30 B1 N3 19.0(3) . . . . ?
C35 C30 B1 N1 -93.4(2) . . . . ?
C35 C30 B1 C24 145.3(2) . . . . ?
C23 C22 C21 F3 177.7(2) . . . . ?
C23 C22 C21 C20 -1.3(4) . . . . ?
C34 C33 C32 F12 -179.7(2) . . . . ?
C34 C33 C32 C31 -1.2(4) . . . . ?
C9 N2 N3 C11 -162.0(2) . . . . ?
C9 N2 N3 B1 57.2(3) . . . . ?
C9 N2 C10 O1 -18.4(4) . . . . ?
C9 N2 C10 N4 160.67(19) . . . . ?
C9 C8 C7 C2 170.5(2) . . . . ?
C9 C8 C7 C6 -5.4(4) . . . . ?
C26 C25 C24 C29 -1.8(3) . . . . ?
C26 C25 C24 B1 171.5(2) . . . . ?
C28 C29 C24 C25 -0.5(3) . . . . ?
C28 C29 C24 B1 -173.9(2) . . . . ?
C29 C28 C27 F8 -177.8(2) . . . . ?
C29 C28 C27 C26 0.8(4) . . . . ?
C29 C24 B1 C30 -41.8(3) . . . . ?
C29 C24 B1 N3 86.9(2) . . . . ?
C29 C24 B1 N1 -161.2(2) . . . . ?
C13 C12 C17 C16 -1.0(4) . . . . ?
C12 N4 C10 O1 -5.4(4) . . . . ?
C12 N4 C10 N2 175.6(2) . . . . ?
C12 N4 C11 O2 -1.6(4) . . . . ?
C12 N4 C11 N3 178.5(2) . . . . ?
C12 C13 C14 C15 0.2(4) . . . . ?
C12 C17 C16 C15 -0.3(4) . . . . ?
C27 C28 C29 F10 178.8(2) . . . . ?
C27 C28 C29 C24 0.9(4) . . . . ?
C3 C2 C7 C8 -176.4(2) . . . . ?
C3 C2 C7 C6 0.1(4) . . . . ?
C3 C4 C5 C6 0.1(5) . . . . ?
C21 C22 C23 F5 -177.2(2) . . . . ?
C21 C22 C23 C18 4.2(3) . . . . ?
C21 C20 C19 F1 -177.9(2) . . . . ?
C21 C20 C19 C18 4.1(4) . . . . ?
C20 C19 C18 C23 -1.3(3) . . . . ?
C20 C19 C18 C9 -179.9(2) . . . . ?
C24 C25 C26 F7 179.7(2) . . . . ?
C24 C25 C26 C27 3.6(4) . . . . ?
C2 C3 C4 C5 -0.1(4) . . . . ?
C2 C7 C6 C5 -0.1(4) . . . . ?
C10 N2 N3 C11 -9.6(2) . . . . ?
C10 N2 N3 B1 -150.4(2) . . . . ?
C10 N2 C9 C8 178.76(19) . . . . ?
C10 N2 C9 C18 -52.4(3) . . . . ?
C10 N4 C12 C13 -139.2(2) . . . . ?
C10 N4 C12 C17 40.4(3) . . . . ?
C10 N4 C11 O2 178.5(2) . . . . ?
C10 N4 C11 N3 -1.4(3) . . . . ?
C7 C8 C9 N2 -168.7(2) . . . . ?
C7 C8 C9 C18 61.8(3) . . . . ?
C7 C6 C5 C4 0.0(4) . . . . ?
C11 N3 B1 C30 68.7(3) . . . . ?
C11 N3 B1 N1 -177.25(19) . . . . ?
C11 N3 B1 C24 -61.2(3) . . . . ?
C11 N4 C12 C13 41.0(3) . . . . ?
C11 N4 C12 C17 -139.5(2) . . . . ?
C11 N4 C10 O1 174.5(2) . . . . ?
C11 N4 C10 N2 -4.5(3) . . . . ?
C16 C15 C14 C13 -1.5(5) . . . . ?
C4 C3 C2 C1 -178.8(3) . . . . ?
C4 C3 C2 C7 0.0(4) . . . . ?
B1 C30 C31 F11 5.1(3) . . . . ?
B1 C30 C31 C32 -173.1(2) . . . . ?
B1 C30 C35 F15 -4.9(3) . . . . ?
B1 C30 C35 C34 175.5(2) . . . . ?
B1 N3 C11 O2 -38.5(4) . . . . ?
B1 N3 C11 N4 141.4(2) . . . . ?
B1 N1 C1 C2 -171.0(2) . . . . ?
B1 N1 C8 C9 -0.4(4) . . . . ?
B1 N1 C8 C7 172.2(2) . . . . ?
C14 C13 C12 N4 -179.4(2) . . . . ?
C14 C13 C12 C17 1.1(4) . . . . ?
C14 C15 C16 C17 1.6(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_21oct10lp1_0m
_database_code_depnum_ccdc_archive 'CCDC 2346381'
loop_
_audit_author_name
_audit_author_address
'Tongdao Wang'
;Dalian University of Technology
China
;
_audit_update_record             
;
2024-04-08 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;
_audit_creation_date             2024-03-13
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H10 B F15 N2, 1[CDCl3]'
_chemical_formula_sum            'C30 H11 B Cl3 F15 N2'
_chemical_formula_weight         801.57
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           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                   34.981(5)
_cell_length_b                   9.9268(14)
_cell_length_c                   19.229(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.205(4)
_cell_angle_gamma                90
_cell_volume                     6305.7(16)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4938
_cell_measurement_temperature    298.6
_cell_measurement_theta_max      19.494
_cell_measurement_theta_min      2.322
_shelx_estimated_absorpt_T_max   0.916
_shelx_estimated_absorpt_T_min   0.881
_exptl_absorpt_coefficient_mu    0.407
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5778
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1042 before and 0.0727 after correction.
The Ratio of minimum to maximum transmission is 0.7749.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             3168
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1178
_diffrn_reflns_av_unetI/netI     0.0938
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            35879
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.322
_diffrn_ambient_temperature      298.6
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2520
_reflns_number_total             5547
_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       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.506
_refine_diff_density_min         -0.542
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       0.0018(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     462
_refine_ls_number_reflns         5547
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1762
_refine_ls_R_factor_gt           0.0770
_refine_ls_restrained_S_all      0.999
_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)+(0.1159P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1885
_refine_ls_wR_factor_ref         0.2212
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C30) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3.a Ternary CH refined with riding coordinates:
 C30(H30)
3.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
3.c Aromatic/amide H refined with riding coordinates:
 N2(H2), C6(H6), C3(H3), C5(H5), C4(H4)
3.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C)
;
_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
Cl2 Cl 0.69815(8) 0.0147(3) 0.57942(15) 0.1674(11) Uani 1 1 d . . . . .
F1 F 0.53641(8) 0.3783(3) -0.08048(15) 0.0717(9) Uani 1 1 d . . . . .
F15 F 0.56254(9) 0.5241(3) 0.30258(16) 0.0746(9) Uani 1 1 d . . . . .
F5 F 0.61394(9) 0.1051(3) 0.11266(17) 0.0750(9) Uani 1 1 d . . . . .
Cl3 Cl 0.75347(8) -0.1759(3) 0.66688(16) 0.1959(14) Uani 1 1 d . . . . .
F11 F 0.67716(8) 0.3853(3) 0.24369(17) 0.0810(10) Uani 1 1 d . . . . .
Cl1 Cl 0.71048(11) -0.0021(4) 0.73217(16) 0.2013(14) Uani 1 1 d . . . . .
F10 F 0.54326(9) 0.7526(3) 0.09762(16) 0.0848(10) Uani 1 1 d . . . . .
F13 F 0.65532(9) 0.2246(3) 0.45510(17) 0.0850(10) Uani 1 1 d . . . . .
F14 F 0.58661(10) 0.3721(3) 0.42374(17) 0.0837(10) Uani 1 1 d . . . . .
F6 F 0.64891(11) 0.7143(3) 0.32366(18) 0.0978(12) Uani 1 1 d . . . . .
F2 F 0.52491(10) 0.1683(4) -0.17319(17) 0.0975(11) Uani 1 1 d . . . . .
F3 F 0.55549(11) -0.0756(4) -0.1224(2) 0.1053(12) Uani 1 1 d . . . . .
F9 F 0.53521(10) 1.0079(3) 0.1254(2) 0.1038(13) Uani 1 1 d . . . . .
N1 N 0.62336(10) 0.5427(4) 0.1381(2) 0.0488(10) Uani 1 1 d . . . . .
N2 N 0.55757(11) 0.4941(4) 0.1497(2) 0.0469(10) Uani 1 1 d . . . . .
H2 H 0.5369 0.5239 0.1597 0.056 Uiso 1 1 calc R U . . .
F8 F 0.58374(12) 1.1237(3) 0.2509(2) 0.1041(12) Uani 1 1 d . . . . .
F4 F 0.59897(11) -0.1081(3) 0.0225(2) 0.1028(12) Uani 1 1 d . . . . .
F12 F 0.70029(10) 0.2368(4) 0.3646(2) 0.1008(12) Uani 1 1 d . . . . .
F7 F 0.64054(13) 0.9710(3) 0.34984(19) 0.1179(15) Uani 1 1 d . . . . .
C8 C 0.61677(13) 0.4423(5) 0.0888(2) 0.0431(12) Uani 1 1 d . . . . .
C9 C 0.58209(13) 0.3638(4) 0.0713(2) 0.0432(12) Uani 1 1 d . . . . .
C12 C 0.57561(12) 0.2490(5) 0.0182(2) 0.0448(12) Uani 1 1 d . . . . .
C18 C 0.61859(14) 0.4635(4) 0.2664(2) 0.0450(12) Uani 1 1 d . . . . .
C29 C 0.59567(13) 0.7154(4) 0.2108(2) 0.0452(12) Uani 1 1 d . . . . .
C7 C 0.65029(13) 0.4418(5) 0.0588(2) 0.0485(12) Uani 1 1 d . . . . .
C23 C 0.59748(15) 0.4539(5) 0.3164(3) 0.0499(12) Uani 1 1 d . . . . .
C10 C 0.55138(13) 0.3992(5) 0.0994(2) 0.0432(11) Uani 1 1 d . . . . .
C11 C 0.51087(12) 0.3324(5) 0.0746(3) 0.0528(13) Uani 1 1 d . . . . .
H11A H 0.4976 0.3474 0.1104 0.079 Uiso 1 1 calc R U . . .
H11B H 0.5143 0.2374 0.0694 0.079 Uiso 1 1 calc R U . . .
H11C H 0.4947 0.3694 0.0281 0.079 Uiso 1 1 calc R U . . .
C20 C 0.66631(15) 0.3076(5) 0.3494(3) 0.0599(14) Uani 1 1 d . . . . .
C13 C 0.55346(14) 0.2606(5) -0.0548(3) 0.0526(13) Uani 1 1 d . . . . .
C28 C 0.56797(15) 0.8005(5) 0.1629(3) 0.0586(14) Uani 1 1 d . . . . .
C22 C 0.60932(16) 0.3772(5) 0.3794(3) 0.0575(14) Uani 1 1 d . . . . .
C2 C 0.67651(15) 0.5452(5) 0.0919(3) 0.0555(14) Uani 1 1 d . . . . .
C19 C 0.65328(14) 0.3860(5) 0.2865(3) 0.0515(13) Uani 1 1 d . . . . .
C17 C 0.59138(15) 0.1233(5) 0.0420(3) 0.0551(13) Uani 1 1 d . . . . .
C1 C 0.66010(13) 0.6180(5) 0.1438(3) 0.0594(14) Uani 1 1 d . . . . .
H1A H 0.6791 0.6157 0.1936 0.071 Uiso 1 1 calc R U . . .
H1B H 0.6539 0.7110 0.1289 0.071 Uiso 1 1 calc R U . . .
C21 C 0.64360(17) 0.3035(5) 0.3953(3) 0.0601(14) Uani 1 1 d . . . . .
C24 C 0.61941(15) 0.7800(5) 0.2730(3) 0.0592(14) Uani 1 1 d . . . . .
C14 C 0.54716(15) 0.1515(6) -0.1023(3) 0.0616(15) Uani 1 1 d . . . . .
C27 C 0.56325(17) 0.9345(5) 0.1751(3) 0.0672(16) Uani 1 1 d . . . . .
C16 C 0.58447(17) 0.0150(6) -0.0042(4) 0.0673(15) Uani 1 1 d . . . . .
C15 C 0.56229(17) 0.0294(6) -0.0767(4) 0.0671(16) Uani 1 1 d . . . . .
C26 C 0.5880(2) 0.9914(6) 0.2393(4) 0.0758(17) Uani 1 1 d . . . . .
C6 C 0.65916(14) 0.3604(6) 0.0073(3) 0.0648(15) Uani 1 1 d . . . . .
H6 H 0.6414 0.2926 -0.0169 0.078 Uiso 1 1 calc R U . . .
C25 C 0.61609(19) 0.9171(6) 0.2876(3) 0.0703(16) Uani 1 1 d . . . . .
C3 C 0.71197(16) 0.5668(6) 0.0766(3) 0.0751(17) Uani 1 1 d . . . . .
H3 H 0.7296 0.6359 0.0993 0.090 Uiso 1 1 calc R U . . .
B1 B 0.59950(16) 0.5564(5) 0.1923(3) 0.0450(14) Uani 1 1 d . . . . .
C5 C 0.69475(17) 0.3818(7) -0.0074(3) 0.0784(17) Uani 1 1 d . . . . .
H5 H 0.7013 0.3266 -0.0409 0.094 Uiso 1 1 calc R U . . .
C4 C 0.72026(18) 0.4828(8) 0.0266(4) 0.087(2) Uani 1 1 d . . . . .
H4 H 0.7440 0.4954 0.0158 0.105 Uiso 1 1 calc R U . . .
C30 C 0.7128(3) -0.0873(11) 0.6563(5) 0.144(3) Uani 1 1 d . U . . .
H30 H 0.6911 -0.1545 0.6467 0.173 Uiso 1 1 calc R U . . .


_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
Cl2 C30 1.724(9) . ?
F1 C13 1.331(5) . ?
F15 C23 1.355(5) . ?
F5 C17 1.340(5) . ?
Cl3 C30 1.629(8) . ?
F11 C19 1.352(5) . ?
Cl1 C30 1.712(9) . ?
F10 C28 1.355(5) . ?
F13 C21 1.340(6) . ?
F14 C22 1.344(5) . ?
F6 C24 1.333(5) . ?
F2 C14 1.340(5) . ?
F3 C15 1.334(6) . ?
F9 C27 1.338(6) . ?
N1 C8 1.343(6) . ?
N1 C1 1.459(5) . ?
N1 B1 1.540(7) . ?
N2 H2 0.8600 . ?
N2 C10 1.316(5) . ?
N2 B1 1.554(6) . ?
F8 C26 1.349(6) . ?
F4 C16 1.357(6) . ?
F12 C20 1.328(5) . ?
F7 C25 1.334(6) . ?
C8 C9 1.387(6) . ?
C8 C7 1.467(6) . ?
C9 C12 1.496(6) . ?
C9 C10 1.398(6) . ?
C12 C13 1.367(6) . ?
C12 C17 1.380(6) . ?
C18 C23 1.394(6) . ?
C18 C19 1.381(6) . ?
C18 B1 1.643(7) . ?
C29 C28 1.383(6) . ?
C29 C24 1.371(6) . ?
C29 B1 1.633(7) . ?
C7 C2 1.384(6) . ?
C7 C6 1.390(7) . ?
C23 C22 1.375(7) . ?
C10 C11 1.494(6) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C20 C19 1.384(7) . ?
C20 C21 1.369(7) . ?
C13 C14 1.386(7) . ?
C28 C27 1.369(7) . ?
C22 C21 1.351(7) . ?
C2 C1 1.491(7) . ?
C2 C3 1.383(7) . ?
C17 C16 1.365(7) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C24 C25 1.402(7) . ?
C14 C15 1.349(7) . ?
C27 C26 1.375(8) . ?
C16 C15 1.361(8) . ?
C26 C25 1.331(8) . ?
C6 H6 0.9300 . ?
C6 C5 1.381(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.373(8) . ?
C5 H5 0.9300 . ?
C5 C4 1.359(8) . ?
C4 H4 0.9300 . ?
C30 H30 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
C8 N1 C1 112.0(4) . . ?
C8 N1 B1 122.6(4) . . ?
C1 N1 B1 124.4(4) . . ?
C10 N2 H2 117.6 . . ?
C10 N2 B1 124.8(4) . . ?
B1 N2 H2 117.6 . . ?
N1 C8 C9 121.4(4) . . ?
N1 C8 C7 107.9(4) . . ?
C9 C8 C7 130.6(4) . . ?
C8 C9 C12 121.2(4) . . ?
C8 C9 C10 119.1(4) . . ?
C10 C9 C12 119.5(4) . . ?
C13 C12 C9 122.9(4) . . ?
C13 C12 C17 116.6(4) . . ?
C17 C12 C9 120.5(4) . . ?
C23 C18 B1 118.7(4) . . ?
C19 C18 C23 112.7(4) . . ?
C19 C18 B1 128.6(4) . . ?
C28 C29 B1 122.4(4) . . ?
C24 C29 C28 112.7(4) . . ?
C24 C29 B1 124.9(4) . . ?
C2 C7 C8 108.1(4) . . ?
C2 C7 C6 119.3(4) . . ?
C6 C7 C8 132.6(5) . . ?
F15 C23 C18 118.5(4) . . ?
F15 C23 C22 116.6(5) . . ?
C22 C23 C18 124.9(5) . . ?
N2 C10 C9 120.2(4) . . ?
N2 C10 C11 117.5(4) . . ?
C9 C10 C11 122.2(4) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
F12 C20 C19 120.3(5) . . ?
F12 C20 C21 120.7(5) . . ?
C21 C20 C19 119.1(5) . . ?
F1 C13 C12 119.3(4) . . ?
F1 C13 C14 119.1(4) . . ?
C12 C13 C14 121.6(5) . . ?
F10 C28 C29 119.7(4) . . ?
F10 C28 C27 115.0(5) . . ?
C27 C28 C29 125.2(5) . . ?
F14 C22 C23 120.7(5) . . ?
F14 C22 C21 120.1(5) . . ?
C21 C22 C23 119.1(5) . . ?
C7 C2 C1 108.9(4) . . ?
C3 C2 C7 121.5(5) . . ?
C3 C2 C1 129.6(5) . . ?
F11 C19 C18 119.7(4) . . ?
F11 C19 C20 116.0(4) . . ?
C18 C19 C20 124.4(5) . . ?
F5 C17 C12 119.7(4) . . ?
F5 C17 C16 118.3(5) . . ?
C16 C17 C12 122.0(5) . . ?
N1 C1 C2 103.0(4) . . ?
N1 C1 H1A 111.2 . . ?
N1 C1 H1B 111.2 . . ?
C2 C1 H1A 111.2 . . ?
C2 C1 H1B 111.2 . . ?
H1A C1 H1B 109.1 . . ?
F13 C21 C20 119.5(5) . . ?
F13 C21 C22 120.6(5) . . ?
C22 C21 C20 119.9(5) . . ?
F6 C24 C29 120.7(5) . . ?
F6 C24 C25 115.1(5) . . ?
C29 C24 C25 124.2(5) . . ?
F2 C14 C13 119.1(5) . . ?
F2 C14 C15 120.7(5) . . ?
C15 C14 C13 120.2(5) . . ?
F9 C27 C28 120.5(5) . . ?
F9 C27 C26 121.0(5) . . ?
C28 C27 C26 118.5(5) . . ?
F4 C16 C17 119.8(5) . . ?
F4 C16 C15 119.9(5) . . ?
C15 C16 C17 120.2(5) . . ?
F3 C15 C14 119.8(6) . . ?
F3 C15 C16 120.7(6) . . ?
C14 C15 C16 119.4(5) . . ?
F8 C26 C27 118.6(6) . . ?
C25 C26 F8 121.4(6) . . ?
C25 C26 C27 120.0(5) . . ?
C7 C6 H6 120.5 . . ?
C5 C6 C7 118.9(5) . . ?
C5 C6 H6 120.5 . . ?
F7 C25 C24 119.9(6) . . ?
C26 C25 F7 120.8(6) . . ?
C26 C25 C24 119.3(5) . . ?
C2 C3 H3 121.1 . . ?
C4 C3 C2 117.8(5) . . ?
C4 C3 H3 121.1 . . ?
N1 B1 N2 103.6(4) . . ?
N1 B1 C18 112.4(4) . . ?
N1 B1 C29 109.5(4) . . ?
N2 B1 C18 106.1(4) . . ?
N2 B1 C29 111.6(4) . . ?
C29 B1 C18 113.2(4) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 C6 120.6(6) . . ?
C4 C5 H5 119.7 . . ?
C3 C4 H4 119.0 . . ?
C5 C4 C3 121.9(5) . . ?
C5 C4 H4 119.0 . . ?
Cl2 C30 H30 104.3 . . ?
Cl3 C30 Cl2 115.2(5) . . ?
Cl3 C30 Cl1 116.4(5) . . ?
Cl3 C30 H30 104.3 . . ?
Cl1 C30 Cl2 110.9(6) . . ?
Cl1 C30 H30 104.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 C13 C14 F2 1.7(7) . . . . ?
F1 C13 C14 C15 -176.4(5) . . . . ?
F15 C23 C22 F14 1.0(7) . . . . ?
F15 C23 C22 C21 179.0(4) . . . . ?
F5 C17 C16 F4 2.7(7) . . . . ?
F5 C17 C16 C15 -178.9(5) . . . . ?
F10 C28 C27 F9 1.6(7) . . . . ?
F10 C28 C27 C26 -178.3(5) . . . . ?
F14 C22 C21 F13 0.1(7) . . . . ?
F14 C22 C21 C20 179.0(5) . . . . ?
F6 C24 C25 F7 -2.4(8) . . . . ?
F6 C24 C25 C26 178.7(5) . . . . ?
F2 C14 C15 F3 0.8(8) . . . . ?
F2 C14 C15 C16 -179.4(5) . . . . ?
F9 C27 C26 F8 -0.8(8) . . . . ?
F9 C27 C26 C25 -179.0(5) . . . . ?
N1 C8 C9 C12 -177.8(4) . . . . ?
N1 C8 C9 C10 7.2(6) . . . . ?
N1 C8 C7 C2 -0.3(5) . . . . ?
N1 C8 C7 C6 179.3(5) . . . . ?
F8 C26 C25 F7 1.2(9) . . . . ?
F8 C26 C25 C24 -179.9(5) . . . . ?
F4 C16 C15 F3 -1.8(8) . . . . ?
F4 C16 C15 C14 178.3(5) . . . . ?
F12 C20 C19 F11 -0.4(7) . . . . ?
F12 C20 C19 C18 -179.5(4) . . . . ?
F12 C20 C21 F13 -1.8(8) . . . . ?
F12 C20 C21 C22 179.3(5) . . . . ?
C8 N1 C1 C2 -2.1(5) . . . . ?
C8 N1 B1 N2 -30.2(5) . . . . ?
C8 N1 B1 C18 83.9(5) . . . . ?
C8 N1 B1 C29 -149.4(4) . . . . ?
C8 C9 C12 C13 -96.0(5) . . . . ?
C8 C9 C12 C17 85.6(6) . . . . ?
C8 C9 C10 N2 -9.3(6) . . . . ?
C8 C9 C10 C11 170.9(4) . . . . ?
C8 C7 C2 C1 -1.1(5) . . . . ?
C8 C7 C2 C3 177.6(4) . . . . ?
C8 C7 C6 C5 -177.1(5) . . . . ?
C9 C8 C7 C2 176.7(4) . . . . ?
C9 C8 C7 C6 -3.8(8) . . . . ?
C9 C12 C13 F1 -0.6(7) . . . . ?
C9 C12 C13 C14 -178.4(4) . . . . ?
C9 C12 C17 F5 -2.5(7) . . . . ?
C9 C12 C17 C16 176.9(5) . . . . ?
C12 C9 C10 N2 175.6(4) . . . . ?
C12 C9 C10 C11 -4.2(6) . . . . ?
C12 C13 C14 F2 179.4(4) . . . . ?
C12 C13 C14 C15 1.4(8) . . . . ?
C12 C17 C16 F4 -176.8(4) . . . . ?
C12 C17 C16 C15 1.7(8) . . . . ?
C18 C23 C22 F14 -178.7(4) . . . . ?
C18 C23 C22 C21 -0.7(8) . . . . ?
C29 C28 C27 F9 -179.4(5) . . . . ?
C29 C28 C27 C26 0.7(8) . . . . ?
C29 C24 C25 F7 179.9(5) . . . . ?
C29 C24 C25 C26 1.0(9) . . . . ?
C7 C8 C9 C12 5.6(7) . . . . ?
C7 C8 C9 C10 -169.4(4) . . . . ?
C7 C2 C1 N1 1.9(5) . . . . ?
C7 C2 C3 C4 0.6(8) . . . . ?
C7 C6 C5 C4 -1.5(8) . . . . ?
C23 C18 C19 F11 -179.6(4) . . . . ?
C23 C18 C19 C20 -0.5(7) . . . . ?
C23 C18 B1 N1 -172.8(4) . . . . ?
C23 C18 B1 N2 -60.2(5) . . . . ?
C23 C18 B1 C29 62.6(5) . . . . ?
C23 C22 C21 F13 -177.9(4) . . . . ?
C23 C22 C21 C20 1.0(8) . . . . ?
C10 N2 B1 N1 28.7(6) . . . . ?
C10 N2 B1 C18 -89.9(5) . . . . ?
C10 N2 B1 C29 146.4(4) . . . . ?
C10 C9 C12 C13 79.0(6) . . . . ?
C10 C9 C12 C17 -99.4(5) . . . . ?
C13 C12 C17 F5 178.9(4) . . . . ?
C13 C12 C17 C16 -1.6(7) . . . . ?
C13 C14 C15 F3 178.8(5) . . . . ?
C13 C14 C15 C16 -1.3(8) . . . . ?
C28 C29 C24 F6 -177.1(5) . . . . ?
C28 C29 C24 C25 0.4(7) . . . . ?
C28 C29 B1 N1 78.6(5) . . . . ?
C28 C29 B1 N2 -35.6(6) . . . . ?
C28 C29 B1 C18 -155.2(4) . . . . ?
C28 C27 C26 F8 179.1(5) . . . . ?
C28 C27 C26 C25 0.9(9) . . . . ?
C2 C7 C6 C5 2.4(7) . . . . ?
C2 C3 C4 C5 0.4(9) . . . . ?
C19 C18 C23 F15 -179.3(4) . . . . ?
C19 C18 C23 C22 0.5(7) . . . . ?
C19 C18 B1 N1 4.6(6) . . . . ?
C19 C18 B1 N2 117.2(5) . . . . ?
C19 C18 B1 C29 -120.1(5) . . . . ?
C19 C20 C21 F13 177.9(4) . . . . ?
C19 C20 C21 C22 -1.0(8) . . . . ?
C17 C12 C13 F1 177.8(4) . . . . ?
C17 C12 C13 C14 0.1(7) . . . . ?
C17 C16 C15 F3 179.7(5) . . . . ?
C17 C16 C15 C14 -0.1(8) . . . . ?
C1 N1 C8 C9 -175.7(4) . . . . ?
C1 N1 C8 C7 1.6(5) . . . . ?
C1 N1 B1 N2 162.5(4) . . . . ?
C1 N1 B1 C18 -83.3(5) . . . . ?
C1 N1 B1 C29 43.3(5) . . . . ?
C1 C2 C3 C4 179.0(5) . . . . ?
C21 C20 C19 F11 180.0(4) . . . . ?
C21 C20 C19 C18 0.8(8) . . . . ?
C24 C29 C28 F10 177.7(4) . . . . ?
C24 C29 C28 C27 -1.3(8) . . . . ?
C24 C29 B1 N1 -100.0(5) . . . . ?
C24 C29 B1 N2 145.9(5) . . . . ?
C24 C29 B1 C18 26.2(7) . . . . ?
C27 C26 C25 F7 179.5(5) . . . . ?
C27 C26 C25 C24 -1.6(9) . . . . ?
C6 C7 C2 C1 179.3(4) . . . . ?
C6 C7 C2 C3 -2.0(7) . . . . ?
C6 C5 C4 C3 0.1(9) . . . . ?
C3 C2 C1 N1 -176.7(5) . . . . ?
B1 N1 C8 C9 15.6(6) . . . . ?
B1 N1 C8 C7 -167.1(4) . . . . ?
B1 N1 C1 C2 166.3(4) . . . . ?
B1 N2 C10 C9 -11.5(7) . . . . ?
B1 N2 C10 C11 168.4(4) . . . . ?
B1 C18 C23 F15 -1.5(6) . . . . ?
B1 C18 C23 C22 178.2(4) . . . . ?
B1 C18 C19 F11 2.9(7) . . . . ?
B1 C18 C19 C20 -178.0(5) . . . . ?
B1 C29 C28 F10 -1.0(7) . . . . ?
B1 C29 C28 C27 -180.0(5) . . . . ?
B1 C29 C24 F6 1.5(8) . . . . ?
B1 C29 C24 C25 179.1(5) . . . . ?

_platon_squeeze_special_details  ?
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_21sep19lp1_0m
_database_code_depnum_ccdc_archive 'CCDC 2346383'
loop_
_audit_author_name
_audit_author_address
'Tongdao Wang'
;Dalian University of Technology
China
;
_audit_update_record             
;
2024-04-08 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;
_audit_creation_date             2024-03-13
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H7 B F15 N'
_chemical_formula_sum            'C27 H7 B F15 N'
_chemical_formula_weight         641.15
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.505(5)
_cell_length_b                   12.536(5)
_cell_length_c                   17.074(7)
_cell_angle_alpha                77.759(13)
_cell_angle_beta                 87.576(13)
_cell_angle_gamma                77.117(12)
_cell_volume                     2345.9(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9545
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      27.08
_cell_measurement_theta_min      2.29
_shelx_estimated_absorpt_T_max   0.970
_shelx_estimated_absorpt_T_min   0.954
_exptl_absorpt_coefficient_mu    0.190
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6820
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.815
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1264
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0594
_diffrn_reflns_av_unetI/netI     0.0619
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            61778
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.571
_diffrn_reflns_theta_min         2.201
_diffrn_ambient_temperature      120.0
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7995
_reflns_number_total             12880
_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       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     793
_refine_ls_number_reflns         12880
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0953
_refine_ls_R_factor_gt           0.0447
_refine_ls_restrained_S_all      1.024
_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+0.4738P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0944
_refine_ls_wR_factor_ref         0.1109
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C28(H28A,H28B), C1(H1A,H1B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C3(H3), C4(H4), C5(H5), C36(H36), C33(H33), C30(H30), C9(H9),
 C31(H31), C32(H32)
;
_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
F26 F 0.15470(8) 1.16528(8) 0.81256(6) 0.0262(2) Uani 1 1 d . . . . .
F11 F 0.63832(8) 0.66345(8) 0.79589(6) 0.0276(2) Uani 1 1 d . . . . .
F21 F -0.04169(9) 1.10086(8) 0.73499(6) 0.0305(2) Uani 1 1 d . . . . .
F6 F 0.42728(9) 0.60919(8) 0.73879(6) 0.0294(2) Uani 1 1 d . . . . .
F5 F 0.23314(9) 0.45752(8) 0.74228(6) 0.0304(2) Uani 1 1 d . . . . .
F10 F 0.61841(9) 0.31835(8) 0.94385(6) 0.0312(2) Uani 1 1 d . . . . .
F7 F 0.24005(9) 0.65462(9) 0.83467(7) 0.0344(3) Uani 1 1 d . . . . .
F15 F 0.88688(9) 0.30220(8) 0.82950(7) 0.0345(3) Uani 1 1 d . . . . .
F27 F 0.31333(9) 1.24494(8) 0.88192(6) 0.0320(3) Uani 1 1 d . . . . .
F1 F 0.45574(9) 0.15960(8) 0.63170(7) 0.0332(3) Uani 1 1 d . . . . .
F25 F 0.15188(9) 0.82129(9) 0.94591(6) 0.0339(3) Uani 1 1 d . . . . .
F9 F 0.42685(10) 0.36011(9) 1.03875(6) 0.0364(3) Uani 1 1 d . . . . .
F22 F -0.24221(9) 1.12809(9) 0.82267(7) 0.0375(3) Uani 1 1 d . . . . .
F16 F 0.05246(10) 0.65151(9) 0.62599(7) 0.0364(3) Uani 1 1 d . . . . .
F24 F -0.04900(10) 0.84962(10) 1.03374(6) 0.0416(3) Uani 1 1 d . . . . .
F8 F 0.23902(9) 0.52994(10) 0.98593(6) 0.0377(3) Uani 1 1 d . . . . .
F12 F 0.81001(10) 0.73601(8) 0.85788(7) 0.0356(3) Uani 1 1 d . . . . .
F20 F -0.21807(9) 0.93424(9) 0.72497(7) 0.0340(3) Uani 1 1 d . . . . .
F30 F 0.42615(9) 0.81712(9) 0.83766(7) 0.0391(3) Uani 1 1 d . . . . .
F4 F 0.03181(9) 0.42601(9) 0.68623(7) 0.0379(3) Uani 1 1 d . . . . .
F2 F 0.25500(11) 0.13727(9) 0.56929(7) 0.0391(3) Uani 1 1 d . . . . .
F3 F 0.04220(10) 0.26849(10) 0.59662(7) 0.0408(3) Uani 1 1 d . . . . .
F23 F -0.24439(9) 1.00373(10) 0.97403(7) 0.0422(3) Uani 1 1 d . . . . .
F13 F 1.02005(10) 0.59399(10) 0.90358(8) 0.0454(3) Uani 1 1 d . . . . .
F28 F 0.52889(10) 1.11394(10) 0.92653(8) 0.0473(3) Uani 1 1 d . . . . .
F14 F 1.05972(9) 0.37794(10) 0.88716(8) 0.0450(3) Uani 1 1 d . . . . .
F17 F -0.12865(12) 0.60121(10) 0.55767(7) 0.0493(3) Uani 1 1 d . . . . .
F29 F 0.58646(10) 0.89941(11) 0.90310(9) 0.0552(4) Uani 1 1 d . . . . .
F19 F -0.39940(10) 0.88223(11) 0.65765(8) 0.0538(4) Uani 1 1 d . . . . .
F18 F -0.35505(12) 0.71592(12) 0.57358(8) 0.0625(4) Uani 1 1 d . . . . .
N1 N 0.64966(12) 0.39038(11) 0.71821(8) 0.0197(3) Uani 1 1 d . . . . .
N2 N 0.19944(12) 0.89695(11) 0.72133(8) 0.0203(3) Uani 1 1 d . . . . .
C7 C 0.58695(14) 0.36797(13) 0.59585(10) 0.0190(3) Uani 1 1 d . . . . .
C34 C 0.14967(15) 0.87793(13) 0.59525(10) 0.0212(4) Uani 1 1 d . . . . .
C2 C 0.70369(14) 0.38220(13) 0.58563(10) 0.0203(4) Uani 1 1 d . . . . .
C6 C 0.52175(15) 0.36525(13) 0.53000(10) 0.0212(4) Uani 1 1 d . . . . .
H6 H 0.4417 0.3566 0.5360 0.025 Uiso 1 1 calc R U . . .
C43 C 0.06128(15) 0.95951(14) 0.83738(10) 0.0212(4) Uani 1 1 d . . . . .
C17 C 0.43020(15) 0.54699(14) 0.81351(10) 0.0211(4) Uani 1 1 d . . . . .
C22 C 0.75515(14) 0.47961(14) 0.81149(10) 0.0212(4) Uani 1 1 d . . . . .
C29 C 0.26654(15) 0.89196(13) 0.59096(11) 0.0225(4) Uani 1 1 d . . . . .
C18 C 0.33276(15) 0.57138(14) 0.86171(11) 0.0237(4) Uani 1 1 d . . . . .
C16 C 0.52897(14) 0.46241(14) 0.83813(10) 0.0209(4) Uani 1 1 d . . . . .
C3 C 0.75685(15) 0.39304(14) 0.51107(10) 0.0234(4) Uani 1 1 d . . . . .
H3 H 0.8364 0.4032 0.5046 0.028 Uiso 1 1 calc R U . . .
C10 C 0.35298(15) 0.31312(14) 0.68645(10) 0.0216(4) Uani 1 1 d . . . . .
C44 C -0.04124(15) 1.03727(14) 0.80911(10) 0.0235(4) Uani 1 1 d . . . . .
C50 C 0.26093(14) 1.09678(14) 0.83533(10) 0.0214(4) Uani 1 1 d . . . . .
C4 C 0.69164(16) 0.38875(14) 0.44613(11) 0.0247(4) Uani 1 1 d . . . . .
H4 H 0.7270 0.3951 0.3945 0.030 Uiso 1 1 calc R U . . .
C23 C 0.74140(15) 0.58985(14) 0.81924(10) 0.0223(4) Uani 1 1 d . . . . .
C49 C 0.28498(15) 0.98817(14) 0.82234(10) 0.0227(4) Uani 1 1 d . . . . .
C45 C -0.14468(15) 1.05277(15) 0.85316(11) 0.0267(4) Uani 1 1 d . . . . .
C5 C 0.57544(16) 0.37530(13) 0.45546(10) 0.0230(4) Uani 1 1 d . . . . .
H5 H 0.5318 0.3729 0.4101 0.028 Uiso 1 1 calc R U . . .
C8 C 0.55457(14) 0.36104(13) 0.68041(10) 0.0195(3) Uani 1 1 d . . . . .
C51 C 0.34112(16) 1.13946(14) 0.86998(11) 0.0252(4) Uani 1 1 d . . . . .
C28 C 0.30956(15) 0.89121(14) 0.67221(10) 0.0236(4) Uani 1 1 d . . . . .
H28A H 0.3696 0.8218 0.6928 0.028 Uiso 1 1 calc R U . . .
H28B H 0.3449 0.9566 0.6715 0.028 Uiso 1 1 calc R U . . .
C36 C 0.01998(15) 0.82543(14) 0.71609(11) 0.0229(4) Uani 1 1 d . . . . .
H36 H 0.0167 0.8159 0.7728 0.027 Uiso 1 1 calc R U . . .
C19 C 0.33234(15) 0.50787(15) 0.93764(11) 0.0259(4) Uani 1 1 d . . . . .
C35 C 0.11146(14) 0.86413(13) 0.67928(10) 0.0199(3) Uani 1 1 d . . . . .
C33 C 0.09062(16) 0.87778(14) 0.52574(10) 0.0245(4) Uani 1 1 d . . . . .
H33 H 0.0105 0.8691 0.5278 0.029 Uiso 1 1 calc R U . . .
C27 C 0.86524(15) 0.41033(14) 0.83530(11) 0.0242(4) Uani 1 1 d . . . . .
C30 C 0.32684(16) 0.90300(14) 0.51888(11) 0.0269(4) Uani 1 1 d . . . . .
H30 H 0.4070 0.9115 0.5167 0.032 Uiso 1 1 calc R U . . .
C9 C 0.45986(15) 0.33311(14) 0.72096(10) 0.0225(4) Uani 1 1 d . . . . .
H9 H 0.4615 0.3254 0.7775 0.027 Uiso 1 1 calc R U . . .
C48 C 0.05516(15) 0.89778(14) 0.91393(11) 0.0242(4) Uani 1 1 d . . . . .
C1 C 0.75507(15) 0.38168(15) 0.66441(10) 0.0232(4) Uani 1 1 d . . . . .
H1A H 0.8149 0.3115 0.6835 0.028 Uiso 1 1 calc R U . . .
H1B H 0.7930 0.4461 0.6608 0.028 Uiso 1 1 calc R U . . .
C21 C 0.52490(15) 0.40151(14) 0.91523(10) 0.0217(4) Uani 1 1 d . . . . .
C37 C -0.07653(15) 0.79621(14) 0.67634(10) 0.0230(4) Uani 1 1 d . . . . .
C11 C 0.35302(16) 0.22997(14) 0.64402(11) 0.0249(4) Uani 1 1 d . . . . .
C15 C 0.24154(16) 0.37728(14) 0.69960(10) 0.0242(4) Uani 1 1 d . . . . .
C54 C 0.39660(16) 0.92423(15) 0.84634(12) 0.0290(4) Uani 1 1 d . . . . .
C46 C -0.14629(16) 0.98945(16) 0.92894(11) 0.0293(4) Uani 1 1 d . . . . .
C31 C 0.26849(17) 0.90153(14) 0.45022(11) 0.0293(4) Uani 1 1 d . . . . .
H31 H 0.3090 0.9081 0.4004 0.035 Uiso 1 1 calc R U . . .
C25 C 0.93535(16) 0.55684(16) 0.87329(11) 0.0293(4) Uani 1 1 d . . . . .
C32 C 0.15060(17) 0.89049(14) 0.45376(11) 0.0285(4) Uani 1 1 d . . . . .
H32 H 0.1107 0.8917 0.4059 0.034 Uiso 1 1 calc R U . . .
C24 C 0.82803(16) 0.62932(15) 0.84998(11) 0.0261(4) Uani 1 1 d . . . . .
C12 C 0.25043(17) 0.21583(14) 0.61289(11) 0.0274(4) Uani 1 1 d . . . . .
C26 C 0.95442(15) 0.44718(16) 0.86562(11) 0.0293(4) Uani 1 1 d . . . . .
C42 C -0.19389(16) 0.85133(15) 0.68389(11) 0.0277(4) Uani 1 1 d . . . . .
C20 C 0.42785(16) 0.42198(15) 0.96471(10) 0.0247(4) Uani 1 1 d . . . . .
C13 C 0.14214(16) 0.28260(15) 0.62635(11) 0.0282(4) Uani 1 1 d . . . . .
C14 C 0.13746(15) 0.36297(15) 0.67077(11) 0.0271(4) Uani 1 1 d . . . . .
C52 C 0.45091(16) 1.07291(17) 0.89251(12) 0.0325(4) Uani 1 1 d . . . . .
C38 C -0.05826(16) 0.71030(15) 0.63444(11) 0.0273(4) Uani 1 1 d . . . . .
C53 C 0.47972(16) 0.96430(17) 0.88075(13) 0.0349(5) Uani 1 1 d . . . . .
C47 C -0.04659(17) 0.91073(16) 0.95957(11) 0.0286(4) Uani 1 1 d . . . . .
C39 C -0.15011(19) 0.68331(17) 0.59976(11) 0.0346(5) Uani 1 1 d . . . . .
C41 C -0.28717(17) 0.82507(17) 0.65018(12) 0.0350(5) Uani 1 1 d . . . . .
C40 C -0.26482(19) 0.74083(19) 0.60789(12) 0.0397(5) Uani 1 1 d . . . . .
B1 B 0.64460(17) 0.43868(16) 0.78486(12) 0.0212(4) Uani 1 1 d . . . . .
B2 B 0.18269(17) 0.94372(16) 0.78905(12) 0.0214(4) 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
F26 C50 1.3464(19) . ?
F11 C23 1.3464(19) . ?
F21 C44 1.345(2) . ?
F6 C17 1.3441(19) . ?
F5 C15 1.3468(19) . ?
F10 C21 1.3459(19) . ?
F7 C18 1.3344(19) . ?
F15 C27 1.347(2) . ?
F27 C51 1.346(2) . ?
F1 C11 1.346(2) . ?
F25 C48 1.345(2) . ?
F9 C20 1.337(2) . ?
F22 C45 1.338(2) . ?
F16 C38 1.341(2) . ?
F24 C47 1.337(2) . ?
F8 C19 1.341(2) . ?
F12 C24 1.342(2) . ?
F20 C42 1.346(2) . ?
F30 C54 1.348(2) . ?
F4 C14 1.343(2) . ?
F2 C12 1.346(2) . ?
F3 C13 1.337(2) . ?
F23 C46 1.339(2) . ?
F13 C25 1.335(2) . ?
F28 C52 1.335(2) . ?
F14 C26 1.338(2) . ?
F17 C39 1.350(2) . ?
F29 C53 1.333(2) . ?
F19 C41 1.345(2) . ?
F18 C40 1.339(2) . ?
N1 C8 1.445(2) . ?
N1 C1 1.489(2) . ?
N1 B1 1.391(2) . ?
N2 C28 1.486(2) . ?
N2 C35 1.443(2) . ?
N2 B2 1.391(2) . ?
C7 C2 1.393(2) . ?
C7 C6 1.388(2) . ?
C7 C8 1.465(2) . ?
C34 C29 1.391(2) . ?
C34 C35 1.469(2) . ?
C34 C33 1.393(2) . ?
C2 C3 1.382(2) . ?
C2 C1 1.490(2) . ?
C6 H6 0.9500 . ?
C6 C5 1.385(2) . ?
C43 C44 1.382(2) . ?
C43 C48 1.378(2) . ?
C43 B2 1.587(3) . ?
C17 C18 1.380(2) . ?
C17 C16 1.381(2) . ?
C22 C23 1.390(2) . ?
C22 C27 1.388(2) . ?
C22 B1 1.589(3) . ?
C29 C28 1.490(2) . ?
C29 C30 1.383(2) . ?
C18 C19 1.370(3) . ?
C16 C21 1.379(2) . ?
C16 B1 1.588(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.382(2) . ?
C10 C9 1.478(2) . ?
C10 C11 1.390(2) . ?
C10 C15 1.391(2) . ?
C44 C45 1.379(2) . ?
C50 C49 1.391(2) . ?
C50 C51 1.374(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.383(2) . ?
C23 C24 1.374(2) . ?
C49 C54 1.380(2) . ?
C49 B2 1.582(3) . ?
C45 C46 1.369(3) . ?
C5 H5 0.9500 . ?
C8 C9 1.339(2) . ?
C51 C52 1.369(3) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C36 H36 0.9500 . ?
C36 C35 1.334(2) . ?
C36 C37 1.476(2) . ?
C19 C20 1.373(2) . ?
C33 H33 0.9500 . ?
C33 C32 1.381(3) . ?
C27 C26 1.375(2) . ?
C30 H30 0.9500 . ?
C30 C31 1.381(3) . ?
C9 H9 0.9500 . ?
C48 C47 1.377(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C21 C20 1.382(2) . ?
C37 C42 1.387(3) . ?
C37 C38 1.389(2) . ?
C11 C12 1.376(2) . ?
C15 C14 1.375(2) . ?
C54 C53 1.378(3) . ?
C46 C47 1.375(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.391(3) . ?
C25 C24 1.377(3) . ?
C25 C26 1.376(3) . ?
C32 H32 0.9500 . ?
C12 C13 1.378(3) . ?
C42 C41 1.372(3) . ?
C13 C14 1.375(3) . ?
C52 C53 1.383(3) . ?
C38 C39 1.371(3) . ?
C39 C40 1.372(3) . ?
C41 C40 1.375(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
C8 N1 C1 108.16(13) . . ?
B1 N1 C8 128.77(14) . . ?
B1 N1 C1 122.10(14) . . ?
C35 N2 C28 108.18(13) . . ?
B2 N2 C28 123.47(14) . . ?
B2 N2 C35 127.60(15) . . ?
C2 C7 C8 109.04(14) . . ?
C6 C7 C2 119.67(16) . . ?
C6 C7 C8 131.26(16) . . ?
C29 C34 C35 108.74(15) . . ?
C29 C34 C33 119.82(16) . . ?
C33 C34 C35 131.43(16) . . ?
C7 C2 C1 109.80(15) . . ?
C3 C2 C7 121.38(16) . . ?
C3 C2 C1 128.82(16) . . ?
C7 C6 H6 120.6 . . ?
C5 C6 C7 118.85(16) . . ?
C5 C6 H6 120.6 . . ?
C44 C43 B2 123.92(16) . . ?
C48 C43 C44 115.78(16) . . ?
C48 C43 B2 120.23(15) . . ?
F6 C17 C18 117.58(15) . . ?
F6 C17 C16 119.06(15) . . ?
C18 C17 C16 123.37(16) . . ?
C23 C22 B1 119.68(15) . . ?
C27 C22 C23 115.38(15) . . ?
C27 C22 B1 124.68(15) . . ?
C34 C29 C28 109.97(15) . . ?
C30 C29 C34 121.16(17) . . ?
C30 C29 C28 128.86(16) . . ?
F7 C18 C17 120.64(16) . . ?
F7 C18 C19 120.55(16) . . ?
C19 C18 C17 118.81(16) . . ?
C17 C16 B1 123.58(16) . . ?
C21 C16 C17 115.70(15) . . ?
C21 C16 B1 120.62(15) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 C2 118.44(16) . . ?
C4 C3 H3 120.8 . . ?
C11 C10 C9 125.06(15) . . ?
C11 C10 C15 115.68(15) . . ?
C15 C10 C9 119.18(15) . . ?
F21 C44 C43 119.08(15) . . ?
F21 C44 C45 117.76(16) . . ?
C45 C44 C43 123.15(17) . . ?
F26 C50 C49 119.36(15) . . ?
F26 C50 C51 117.33(15) . . ?
C51 C50 C49 123.30(16) . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.69(16) . . ?
C5 C4 H4 119.7 . . ?
F11 C23 C22 119.36(15) . . ?
F11 C23 C24 117.10(15) . . ?
C24 C23 C22 123.54(16) . . ?
C50 C49 B2 119.31(15) . . ?
C54 C49 C50 115.57(15) . . ?
C54 C49 B2 124.91(16) . . ?
F22 C45 C44 120.90(17) . . ?
F22 C45 C46 120.23(16) . . ?
C46 C45 C44 118.87(17) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 C6 120.95(16) . . ?
C4 C5 H5 119.5 . . ?
N1 C8 C7 106.40(14) . . ?
C9 C8 N1 122.53(15) . . ?
C9 C8 C7 131.06(15) . . ?
F27 C51 C50 121.12(16) . . ?
F27 C51 C52 119.91(15) . . ?
C52 C51 C50 118.97(16) . . ?
N2 C28 C29 103.29(13) . . ?
N2 C28 H28A 111.1 . . ?
N2 C28 H28B 111.1 . . ?
C29 C28 H28A 111.1 . . ?
C29 C28 H28B 111.1 . . ?
H28A C28 H28B 109.1 . . ?
C35 C36 H36 117.2 . . ?
C35 C36 C37 125.64(16) . . ?
C37 C36 H36 117.2 . . ?
F8 C19 C18 120.11(16) . . ?
F8 C19 C20 119.79(16) . . ?
C18 C19 C20 120.10(16) . . ?
N2 C35 C34 105.93(14) . . ?
C36 C35 N2 122.83(16) . . ?
C36 C35 C34 131.18(16) . . ?
C34 C33 H33 120.6 . . ?
C32 C33 C34 118.79(17) . . ?
C32 C33 H33 120.6 . . ?
F15 C27 C22 119.54(15) . . ?
F15 C27 C26 117.80(15) . . ?
C26 C27 C22 122.66(16) . . ?
C29 C30 H30 120.6 . . ?
C31 C30 C29 118.86(17) . . ?
C31 C30 H30 120.6 . . ?
C10 C9 H9 116.8 . . ?
C8 C9 C10 126.42(16) . . ?
C8 C9 H9 116.8 . . ?
F25 C48 C43 119.21(16) . . ?
F25 C48 C47 118.10(16) . . ?
C47 C48 C43 122.68(16) . . ?
N1 C1 C2 103.50(13) . . ?
N1 C1 H1A 111.1 . . ?
N1 C1 H1B 111.1 . . ?
C2 C1 H1A 111.1 . . ?
C2 C1 H1B 111.1 . . ?
H1A C1 H1B 109.0 . . ?
F10 C21 C16 119.19(15) . . ?
F10 C21 C20 118.22(16) . . ?
C16 C21 C20 122.58(16) . . ?
C42 C37 C36 119.91(16) . . ?
C42 C37 C38 116.38(16) . . ?
C38 C37 C36 123.60(16) . . ?
F1 C11 C10 120.29(15) . . ?
F1 C11 C12 117.31(16) . . ?
C12 C11 C10 122.39(17) . . ?
F5 C15 C10 119.55(15) . . ?
F5 C15 C14 117.51(16) . . ?
C14 C15 C10 122.94(16) . . ?
F30 C54 C49 119.39(15) . . ?
F30 C54 C53 117.76(16) . . ?
C53 C54 C49 122.83(17) . . ?
F23 C46 C45 120.52(17) . . ?
F23 C46 C47 119.38(18) . . ?
C45 C46 C47 120.09(17) . . ?
C30 C31 H31 119.9 . . ?
C30 C31 C32 120.27(17) . . ?
C32 C31 H31 119.9 . . ?
F13 C25 C24 119.31(17) . . ?
F13 C25 C26 120.57(17) . . ?
C26 C25 C24 120.12(16) . . ?
C33 C32 C31 121.07(17) . . ?
C33 C32 H32 119.5 . . ?
C31 C32 H32 119.5 . . ?
F12 C24 C23 121.53(16) . . ?
F12 C24 C25 119.76(16) . . ?
C23 C24 C25 118.71(16) . . ?
F2 C12 C11 120.51(17) . . ?
F2 C12 C13 119.68(16) . . ?
C11 C12 C13 119.81(16) . . ?
F14 C26 C27 120.78(17) . . ?
F14 C26 C25 119.65(16) . . ?
C27 C26 C25 119.57(16) . . ?
F20 C42 C37 119.44(15) . . ?
F20 C42 C41 118.33(17) . . ?
C41 C42 C37 122.23(18) . . ?
F9 C20 C19 119.85(16) . . ?
F9 C20 C21 120.72(16) . . ?
C19 C20 C21 119.42(16) . . ?
F3 C13 C12 119.92(17) . . ?
F3 C13 C14 120.38(17) . . ?
C14 C13 C12 119.69(16) . . ?
F4 C14 C15 120.61(17) . . ?
F4 C14 C13 120.00(16) . . ?
C13 C14 C15 119.39(17) . . ?
F28 C52 C51 119.14(17) . . ?
F28 C52 C53 120.70(17) . . ?
C51 C52 C53 120.16(16) . . ?
F16 C38 C37 119.94(15) . . ?
F16 C38 C39 117.77(17) . . ?
C39 C38 C37 122.29(18) . . ?
F29 C53 C54 120.74(17) . . ?
F29 C53 C52 120.09(17) . . ?
C54 C53 C52 119.17(17) . . ?
F24 C47 C48 120.98(17) . . ?
F24 C47 C46 119.60(17) . . ?
C46 C47 C48 119.41(17) . . ?
F17 C39 C38 120.66(19) . . ?
F17 C39 C40 119.91(17) . . ?
C38 C39 C40 119.43(18) . . ?
F19 C41 C42 120.23(19) . . ?
F19 C41 C40 120.32(17) . . ?
C42 C41 C40 119.45(18) . . ?
F18 C40 C39 119.9(2) . . ?
F18 C40 C41 119.9(2) . . ?
C39 C40 C41 120.19(17) . . ?
N1 B1 C22 121.68(15) . . ?
N1 B1 C16 123.87(16) . . ?
C16 B1 C22 114.40(15) . . ?
N2 B2 C43 123.67(16) . . ?
N2 B2 C49 121.42(16) . . ?
C49 B2 C43 114.89(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F26 C50 C49 C54 179.03(15) . . . . ?
F26 C50 C49 B2 -6.0(2) . . . . ?
F26 C50 C51 F27 1.2(2) . . . . ?
F26 C50 C51 C52 -178.78(16) . . . . ?
F11 C23 C24 F12 1.3(2) . . . . ?
F11 C23 C24 C25 -178.97(15) . . . . ?
F21 C44 C45 F22 0.5(2) . . . . ?
F21 C44 C45 C46 -179.68(15) . . . . ?
F6 C17 C18 F7 -0.6(2) . . . . ?
F6 C17 C18 C19 178.74(15) . . . . ?
F6 C17 C16 C21 -179.34(14) . . . . ?
F6 C17 C16 B1 4.1(2) . . . . ?
F5 C15 C14 F4 -1.1(3) . . . . ?
F5 C15 C14 C13 179.47(16) . . . . ?
F10 C21 C20 F9 -0.5(2) . . . . ?
F10 C21 C20 C19 178.61(15) . . . . ?
F7 C18 C19 F8 -0.9(3) . . . . ?
F7 C18 C19 C20 179.59(15) . . . . ?
F15 C27 C26 F14 1.2(3) . . . . ?
F15 C27 C26 C25 -179.33(16) . . . . ?
F27 C51 C52 F28 0.3(3) . . . . ?
F27 C51 C52 C53 179.68(17) . . . . ?
F1 C11 C12 F2 -2.6(3) . . . . ?
F1 C11 C12 C13 177.46(16) . . . . ?
F25 C48 C47 F24 0.5(3) . . . . ?
F25 C48 C47 C46 179.02(15) . . . . ?
F22 C45 C46 F23 -1.5(3) . . . . ?
F22 C45 C46 C47 178.84(16) . . . . ?
F16 C38 C39 F17 -0.9(3) . . . . ?
F16 C38 C39 C40 179.28(17) . . . . ?
F8 C19 C20 F9 0.7(3) . . . . ?
F8 C19 C20 C21 -178.45(15) . . . . ?
F20 C42 C41 F19 0.7(3) . . . . ?
F20 C42 C41 C40 179.94(17) . . . . ?
F30 C54 C53 F29 1.3(3) . . . . ?
F30 C54 C53 C52 -178.25(18) . . . . ?
F2 C12 C13 F3 0.5(3) . . . . ?
F2 C12 C13 C14 -179.89(16) . . . . ?
F3 C13 C14 F4 1.7(3) . . . . ?
F3 C13 C14 C15 -178.90(16) . . . . ?
F23 C46 C47 F24 0.1(3) . . . . ?
F23 C46 C47 C48 -178.53(16) . . . . ?
F13 C25 C24 F12 0.1(3) . . . . ?
F13 C25 C24 C23 -179.70(16) . . . . ?
F13 C25 C26 F14 -1.4(3) . . . . ?
F13 C25 C26 C27 179.08(17) . . . . ?
F28 C52 C53 F29 -0.3(3) . . . . ?
F28 C52 C53 C54 179.23(19) . . . . ?
F17 C39 C40 F18 -0.5(3) . . . . ?
F17 C39 C40 C41 -179.53(18) . . . . ?
F19 C41 C40 F18 0.4(3) . . . . ?
F19 C41 C40 C39 179.42(18) . . . . ?
N1 C8 C9 C10 173.37(15) . . . . ?
C7 C2 C3 C4 -0.4(2) . . . . ?
C7 C2 C1 N1 -11.72(18) . . . . ?
C7 C6 C5 C4 -0.5(2) . . . . ?
C7 C8 C9 C10 -7.4(3) . . . . ?
C34 C29 C28 N2 -10.29(18) . . . . ?
C34 C29 C30 C31 0.9(3) . . . . ?
C34 C33 C32 C31 1.0(3) . . . . ?
C2 C7 C6 C5 0.9(2) . . . . ?
C2 C7 C8 N1 9.36(18) . . . . ?
C2 C7 C8 C9 -169.93(17) . . . . ?
C2 C3 C4 C5 0.8(3) . . . . ?
C6 C7 C2 C3 -0.4(2) . . . . ?
C6 C7 C2 C1 -179.66(14) . . . . ?
C6 C7 C8 N1 -168.98(16) . . . . ?
C6 C7 C8 C9 11.7(3) . . . . ?
C43 C44 C45 F22 -179.03(15) . . . . ?
C43 C44 C45 C46 0.8(3) . . . . ?
C43 C48 C47 F24 -179.73(16) . . . . ?
C43 C48 C47 C46 -1.2(3) . . . . ?
C17 C18 C19 F8 179.74(15) . . . . ?
C17 C18 C19 C20 0.2(3) . . . . ?
C17 C16 C21 F10 -179.34(14) . . . . ?
C17 C16 C21 C20 1.0(2) . . . . ?
C17 C16 B1 N1 -73.3(2) . . . . ?
C17 C16 B1 C22 104.19(19) . . . . ?
C22 C23 C24 F12 -178.63(16) . . . . ?
C22 C23 C24 C25 1.1(3) . . . . ?
C22 C27 C26 F14 -179.34(16) . . . . ?
C22 C27 C26 C25 0.1(3) . . . . ?
C29 C34 C35 N2 13.32(18) . . . . ?
C29 C34 C35 C36 -163.76(18) . . . . ?
C29 C34 C33 C32 0.7(2) . . . . ?
C29 C30 C31 C32 0.8(3) . . . . ?
C18 C17 C16 C21 0.4(2) . . . . ?
C18 C17 C16 B1 -176.15(16) . . . . ?
C18 C19 C20 F9 -179.83(16) . . . . ?
C18 C19 C20 C21 1.1(3) . . . . ?
C16 C17 C18 F7 179.66(15) . . . . ?
C16 C17 C18 C19 -1.0(3) . . . . ?
C16 C21 C20 F9 179.18(15) . . . . ?
C16 C21 C20 C19 -1.7(3) . . . . ?
C3 C2 C1 N1 169.11(16) . . . . ?
C3 C4 C5 C6 -0.3(3) . . . . ?
C10 C11 C12 F2 177.20(16) . . . . ?
C10 C11 C12 C13 -2.8(3) . . . . ?
C10 C15 C14 F4 178.94(16) . . . . ?
C10 C15 C14 C13 -0.5(3) . . . . ?
C44 C43 C48 F25 -179.27(14) . . . . ?
C44 C43 C48 C47 0.9(3) . . . . ?
C44 C43 B2 N2 -71.3(2) . . . . ?
C44 C43 B2 C49 107.26(19) . . . . ?
C44 C45 C46 F23 178.69(16) . . . . ?
C44 C45 C46 C47 -1.0(3) . . . . ?
C50 C49 C54 F30 178.44(16) . . . . ?
C50 C49 C54 C53 -0.2(3) . . . . ?
C50 C49 B2 N2 126.94(18) . . . . ?
C50 C49 B2 C43 -51.7(2) . . . . ?
C50 C51 C52 F28 -179.71(17) . . . . ?
C50 C51 C52 C53 -0.3(3) . . . . ?
C23 C22 C27 F15 -179.63(15) . . . . ?
C23 C22 C27 C26 0.9(3) . . . . ?
C23 C22 B1 N1 123.90(18) . . . . ?
C23 C22 B1 C16 -53.7(2) . . . . ?
C49 C50 C51 F27 -179.44(15) . . . . ?
C49 C50 C51 C52 0.6(3) . . . . ?
C49 C54 C53 F29 179.93(18) . . . . ?
C49 C54 C53 C52 0.4(3) . . . . ?
C45 C46 C47 F24 179.77(16) . . . . ?
C45 C46 C47 C48 1.2(3) . . . . ?
C8 N1 C1 C2 17.41(17) . . . . ?
C8 N1 B1 C22 -171.94(15) . . . . ?
C8 N1 B1 C16 5.4(3) . . . . ?
C8 C7 C2 C3 -178.98(15) . . . . ?
C8 C7 C2 C1 1.78(19) . . . . ?
C8 C7 C6 C5 179.06(16) . . . . ?
C51 C50 C49 C54 -0.3(3) . . . . ?
C51 C50 C49 B2 174.65(16) . . . . ?
C51 C52 C53 F29 -179.66(19) . . . . ?
C51 C52 C53 C54 -0.1(3) . . . . ?
C28 N2 C35 C34 -19.89(17) . . . . ?
C28 N2 C35 C36 157.50(16) . . . . ?
C28 N2 B2 C43 174.55(15) . . . . ?
C28 N2 B2 C49 -4.0(3) . . . . ?
C28 C29 C30 C31 -179.88(16) . . . . ?
C36 C37 C42 F20 2.6(3) . . . . ?
C36 C37 C42 C41 -178.01(17) . . . . ?
C36 C37 C38 F16 -2.5(3) . . . . ?
C36 C37 C38 C39 178.38(17) . . . . ?
C35 N2 C28 C29 18.53(17) . . . . ?
C35 N2 B2 C43 5.7(3) . . . . ?
C35 N2 B2 C49 -172.79(15) . . . . ?
C35 C34 C29 C28 -1.59(19) . . . . ?
C35 C34 C29 C30 177.74(15) . . . . ?
C35 C34 C33 C32 -178.57(17) . . . . ?
C35 C36 C37 C42 -119.9(2) . . . . ?
C35 C36 C37 C38 64.1(3) . . . . ?
C33 C34 C29 C28 179.00(15) . . . . ?
C33 C34 C29 C30 -1.7(2) . . . . ?
C33 C34 C35 N2 -167.36(17) . . . . ?
C33 C34 C35 C36 15.6(3) . . . . ?
C27 C22 C23 F11 178.55(15) . . . . ?
C27 C22 C23 C24 -1.6(3) . . . . ?
C27 C22 B1 N1 -62.3(2) . . . . ?
C27 C22 B1 C16 120.18(18) . . . . ?
C30 C29 C28 N2 170.44(17) . . . . ?
C30 C31 C32 C33 -1.8(3) . . . . ?
C9 C10 C11 F1 0.1(3) . . . . ?
C9 C10 C11 C12 -179.64(17) . . . . ?
C9 C10 C15 F5 1.1(2) . . . . ?
C9 C10 C15 C14 -178.94(16) . . . . ?
C48 C43 C44 F21 179.75(14) . . . . ?
C48 C43 C44 C45 -0.8(2) . . . . ?
C48 C43 B2 N2 112.1(2) . . . . ?
C48 C43 B2 C49 -69.3(2) . . . . ?
C1 N1 C8 C7 -16.80(17) . . . . ?
C1 N1 C8 C9 162.56(16) . . . . ?
C1 N1 B1 C22 -4.6(2) . . . . ?
C1 N1 B1 C16 172.73(15) . . . . ?
C1 C2 C3 C4 178.68(16) . . . . ?
C21 C16 B1 N1 110.3(2) . . . . ?
C21 C16 B1 C22 -72.2(2) . . . . ?
C37 C36 C35 N2 176.50(15) . . . . ?
C37 C36 C35 C34 -6.8(3) . . . . ?
C37 C42 C41 F19 -178.66(17) . . . . ?
C37 C42 C41 C40 0.5(3) . . . . ?
C37 C38 C39 F17 178.24(17) . . . . ?
C37 C38 C39 C40 -1.6(3) . . . . ?
C11 C10 C9 C8 61.5(3) . . . . ?
C11 C10 C15 F5 178.04(15) . . . . ?
C11 C10 C15 C14 -2.0(3) . . . . ?
C11 C12 C13 F3 -179.54(16) . . . . ?
C11 C12 C13 C14 0.1(3) . . . . ?
C15 C10 C9 C8 -121.8(2) . . . . ?
C15 C10 C11 F1 -176.60(15) . . . . ?
C15 C10 C11 C12 3.6(3) . . . . ?
C54 C49 B2 N2 -58.6(3) . . . . ?
C54 C49 B2 C43 122.78(19) . . . . ?
C24 C25 C26 F14 178.85(17) . . . . ?
C24 C25 C26 C27 -0.6(3) . . . . ?
C12 C13 C14 F4 -177.93(16) . . . . ?
C12 C13 C14 C15 1.5(3) . . . . ?
C26 C25 C24 F12 179.80(17) . . . . ?
C26 C25 C24 C23 0.0(3) . . . . ?
C42 C37 C38 F16 -178.63(16) . . . . ?
C42 C37 C38 C39 2.2(3) . . . . ?
C42 C41 C40 F18 -178.83(18) . . . . ?
C42 C41 C40 C39 0.2(3) . . . . ?
C38 C37 C42 F20 178.89(15) . . . . ?
C38 C37 C42 C41 -1.7(3) . . . . ?
C38 C39 C40 F18 179.33(17) . . . . ?
C38 C39 C40 C41 0.3(3) . . . . ?
B1 N1 C8 C7 151.92(17) . . . . ?
B1 N1 C8 C9 -28.7(3) . . . . ?
B1 N1 C1 C2 -152.23(15) . . . . ?
B1 C22 C23 F11 -7.1(2) . . . . ?
B1 C22 C23 C24 172.84(16) . . . . ?
B1 C22 C27 F15 6.3(3) . . . . ?
B1 C22 C27 C26 -173.18(17) . . . . ?
B1 C16 C21 F10 -2.7(2) . . . . ?
B1 C16 C21 C20 177.62(16) . . . . ?
B2 N2 C28 C29 -152.17(16) . . . . ?
B2 N2 C35 C34 150.32(16) . . . . ?
B2 N2 C35 C36 -32.3(3) . . . . ?
B2 C43 C44 F21 3.0(2) . . . . ?
B2 C43 C44 C45 -177.47(16) . . . . ?
B2 C43 C48 F25 -2.4(2) . . . . ?
B2 C43 C48 C47 177.77(16) . . . . ?
B2 C49 C54 F30 3.8(3) . . . . ?
B2 C49 C54 C53 -174.83(18) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_21sep05lp1_0m
_database_code_depnum_ccdc_archive 'CCDC 2353711'
loop_
_audit_author_name
_audit_author_address
'Tongdao Wang'
;Dalian University of Technology
China
;
_audit_update_record             
;
2024-05-07 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;
_audit_creation_date             2024-03-13
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H11 B F15 N'
_chemical_formula_sum            'C33 H11 B F15 N'
_chemical_formula_weight         717.24
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.3635(15)
_cell_length_b                   12.334(2)
_cell_length_c                   13.652(2)
_cell_angle_alpha                108.894(5)
_cell_angle_beta                 103.287(5)
_cell_angle_gamma                96.811(5)
_cell_volume                     1419.5(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9891
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      31.87
_cell_measurement_theta_min      2.29
_shelx_estimated_absorpt_T_max   0.972
_shelx_estimated_absorpt_T_min   0.952
_exptl_absorpt_coefficient_mu    0.167
_exptl_absorpt_correction_T_max  0.7399
_exptl_absorpt_correction_T_min  0.7010
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.678
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0618
_diffrn_reflns_av_unetI/netI     0.0483
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.839
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            46301
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.839
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.589
_diffrn_reflns_theta_min         2.286
_diffrn_ambient_temperature      120.0
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.839
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6280
_reflns_number_total             8683
_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       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.859
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         8683
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0715
_refine_ls_R_factor_gt           0.0445
_refine_ls_restrained_S_all      1.040
_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)+(0.0491P)²+0.5009P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1088
_refine_ls_wR_factor_ref         0.1199
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C15(H15), C13(H13), C10(H10), C11(H11), C12(H12), C5(H5), C4(H4),
 C1(H1A), C2(H2), C3(H3)
;
_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
F5 F 0.36355(9) 0.85428(8) 0.31116(7) 0.02998(19) Uani 1 1 d . . . . .
F6 F 0.84712(9) 0.70744(8) 0.57518(7) 0.0308(2) Uani 1 1 d . . . . .
F1 F 0.36942(9) 0.57634(8) 0.48301(7) 0.0314(2) Uani 1 1 d . . . . .
F10 F 0.43702(10) 0.89982(8) 0.58694(7) 0.0335(2) Uani 1 1 d . . . . .
F7 F 0.95318(10) 0.80997(8) 0.78871(7) 0.0329(2) Uani 1 1 d . . . . .
F11 F 0.78418(10) 0.97793(8) 0.54060(7) 0.0333(2) Uani 1 1 d . . . . .
F9 F 0.54669(11) 0.99964(8) 0.79925(7) 0.0330(2) Uani 1 1 d . . . . .
F8 F 0.80740(11) 0.95883(8) 0.90408(7) 0.0368(2) Uani 1 1 d . . . . .
F15 F 0.52693(11) 0.67292(8) 0.20551(7) 0.0363(2) Uani 1 1 d . . . . .
F4 F 0.06830(9) 0.82238(8) 0.27264(7) 0.0326(2) Uani 1 1 d . . . . .
F3 F -0.08132(9) 0.67505(9) 0.34478(8) 0.0372(2) Uani 1 1 d . . . . .
F2 F 0.07205(10) 0.55053(10) 0.44717(8) 0.0409(2) Uani 1 1 d . . . . .
F12 F 0.91834(11) 1.08709(8) 0.43896(9) 0.0423(2) Uani 1 1 d . . . . .
F13 F 0.86568(12) 0.99234(10) 0.22039(9) 0.0481(3) Uani 1 1 d . . . . .
F14 F 0.66793(14) 0.78357(11) 0.10604(8) 0.0522(3) Uani 1 1 d . . . . .
N1 N 0.61078(12) 0.61346(10) 0.39215(9) 0.0214(2) Uani 1 1 d . . . . .
H1 H 0.7005 0.6079 0.4254 0.026 Uiso 1 1 calc R U . . .
C22 C 0.63167(15) 0.79353(12) 0.56849(11) 0.0214(3) Uani 1 1 d . . . . .
C15 C 0.53082(15) 0.52078(12) 0.31475(11) 0.0235(3) Uani 1 1 d . . . . .
H15 H 0.4289 0.5222 0.2858 0.028 Uiso 1 1 calc R U . . .
C23 C 0.76415(15) 0.77692(12) 0.62724(11) 0.0227(3) Uani 1 1 d . . . . .
C14 C 0.57954(15) 0.41350(12) 0.26643(11) 0.0234(3) Uani 1 1 d . . . . .
C24 C 0.82446(15) 0.83032(13) 0.73794(11) 0.0252(3) Uani 1 1 d . . . . .
C16 C 0.38327(14) 0.71632(12) 0.39887(11) 0.0212(3) Uani 1 1 d . . . . .
C7 C 0.20643(19) 0.34493(12) 0.10531(11) 0.0294(3) Uani 1 1 d . . . . .
C27 C 0.56330(15) 0.87069(12) 0.63258(11) 0.0234(3) Uani 1 1 d . . . . .
C21 C 0.29807(15) 0.77612(12) 0.34520(11) 0.0226(3) Uani 1 1 d . . . . .
C28 C 0.65118(14) 0.81614(12) 0.37924(11) 0.0217(3) Uani 1 1 d . . . . .
C25 C 0.75148(17) 0.90617(13) 0.79683(11) 0.0268(3) Uani 1 1 d . . . . .
C26 C 0.61928(16) 0.92588(12) 0.74321(12) 0.0254(3) Uani 1 1 d . . . . .
C29 C 0.75209(15) 0.92319(12) 0.43312(12) 0.0246(3) Uani 1 1 d . . . . .
C20 C 0.14363(15) 0.76294(12) 0.32588(11) 0.0242(3) Uani 1 1 d . . . . .
C17 C 0.29957(15) 0.64048(13) 0.43103(11) 0.0243(3) Uani 1 1 d . . . . .
C9 C 0.47723(16) 0.32333(13) 0.17557(11) 0.0253(3) Uani 1 1 d . . . . .
C19 C 0.06781(15) 0.68858(14) 0.36166(12) 0.0270(3) Uani 1 1 d . . . . .
C18 C 0.14614(16) 0.62559(14) 0.41401(12) 0.0272(3) Uani 1 1 d . . . . .
C33 C 0.62768(16) 0.77449(13) 0.26808(12) 0.0263(3) Uani 1 1 d . . . . .
C8 C 0.32419(19) 0.33534(13) 0.13445(12) 0.0300(3) Uani 1 1 d . . . . .
C30 C 0.82410(16) 0.98284(13) 0.38129(13) 0.0294(3) Uani 1 1 d . . . . .
C13 C 0.72415(17) 0.39803(14) 0.30660(13) 0.0299(3) Uani 1 1 d . . . . .
H13 H 0.7928 0.4586 0.3677 0.036 Uiso 1 1 calc R U . . .
C10 C 0.52549(19) 0.22093(13) 0.12661(13) 0.0323(3) Uani 1 1 d . . . . .
H10 H 0.4590 0.1601 0.0646 0.039 Uiso 1 1 calc R U . . .
C32 C 0.69742(18) 0.83050(15) 0.21376(12) 0.0324(3) Uani 1 1 d . . . . .
C31 C 0.79703(17) 0.93585(14) 0.27157(14) 0.0321(3) Uani 1 1 d . . . . .
C6 C 0.04892(17) 0.35992(14) 0.07187(12) 0.0300(3) Uani 1 1 d . . . . .
C11 C 0.6689(2) 0.20802(15) 0.16799(14) 0.0362(4) Uani 1 1 d . . . . .
H11 H 0.7000 0.1383 0.1342 0.043 Uiso 1 1 calc R U . . .
C12 C 0.76808(19) 0.29585(15) 0.25844(14) 0.0357(4) Uani 1 1 d . . . . .
H12 H 0.8659 0.2855 0.2870 0.043 Uiso 1 1 calc R U . . .
C5 C -0.0647(2) 0.26753(16) -0.00533(14) 0.0398(4) Uani 1 1 d . . . . .
H5 H -0.0423 0.1932 -0.0374 0.048 Uiso 1 1 calc R U . . .
C4 C -0.2087(2) 0.28435(18) -0.03480(15) 0.0470(5) Uani 1 1 d . . . . .
H4 H -0.2850 0.2217 -0.0881 0.056 Uiso 1 1 calc R U . . .
C1 C 0.01329(19) 0.46833(16) 0.11796(13) 0.0374(4) Uani 1 1 d . . . . .
H1A H 0.0897 0.5320 0.1697 0.045 Uiso 1 1 calc R U . . .
B1 B 0.56720(16) 0.73835(13) 0.43587(12) 0.0206(3) Uani 1 1 d . . . . .
C2 C -0.1322(2) 0.48383(18) 0.08898(15) 0.0444(4) Uani 1 1 d . . . . .
H2 H -0.1557 0.5575 0.1215 0.053 Uiso 1 1 calc R U . . .
C3 C -0.2436(2) 0.3918(2) 0.01246(15) 0.0469(5) Uani 1 1 d . . . . .
H3 H -0.3437 0.4022 -0.0076 0.056 Uiso 1 1 calc R U . . .


_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
F5 C21 1.3425(16) . ?
F6 C23 1.3639(16) . ?
F1 C17 1.3528(15) . ?
F10 C27 1.3500(15) . ?
F7 C24 1.3404(16) . ?
F11 C29 1.3441(17) . ?
F9 C26 1.3453(16) . ?
F8 C25 1.3381(16) . ?
F15 C33 1.3584(18) . ?
F4 C20 1.3400(15) . ?
F3 C19 1.3426(16) . ?
F2 C18 1.3441(17) . ?
F12 C30 1.3446(18) . ?
F13 C31 1.3426(17) . ?
F14 C32 1.3408(18) . ?
N1 H1 0.8800 . ?
N1 C15 1.2787(18) . ?
N1 B1 1.6004(19) . ?
C22 C23 1.3905(18) . ?
C22 C27 1.3942(19) . ?
C22 B1 1.646(2) . ?
C15 H15 0.9500 . ?
C15 C14 1.4526(19) . ?
C23 C24 1.383(2) . ?
C14 C9 1.415(2) . ?
C14 C13 1.399(2) . ?
C24 C25 1.380(2) . ?
C16 C21 1.3922(18) . ?
C16 C17 1.3900(19) . ?
C16 B1 1.6417(19) . ?
C7 C8 1.117(2) . ?
C7 C6 1.492(2) . ?
C27 C26 1.380(2) . ?
C21 C20 1.3887(19) . ?
C28 C29 1.390(2) . ?
C28 C33 1.389(2) . ?
C28 B1 1.648(2) . ?
C25 C26 1.377(2) . ?
C29 C30 1.391(2) . ?
C20 C19 1.371(2) . ?
C17 C18 1.381(2) . ?
C9 C8 1.458(2) . ?
C9 C10 1.405(2) . ?
C19 C18 1.381(2) . ?
C33 C32 1.379(2) . ?
C30 C31 1.368(2) . ?
C13 H13 0.9500 . ?
C13 C12 1.379(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.381(2) . ?
C32 C31 1.375(2) . ?
C6 C5 1.400(2) . ?
C6 C1 1.397(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.389(3) . ?
C12 H12 0.9500 . ?
C5 H5 0.9500 . ?
C5 C4 1.376(3) . ?
C4 H4 0.9500 . ?
C4 C3 1.388(3) . ?
C1 H1A 0.9500 . ?
C1 C2 1.383(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.385(3) . ?
C3 H3 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C15 N1 H1 116.1 . . ?
C15 N1 B1 127.75(11) . . ?
B1 N1 H1 116.1 . . ?
C23 C22 C27 113.20(12) . . ?
C23 C22 B1 124.38(12) . . ?
C27 C22 B1 122.22(11) . . ?
N1 C15 H15 116.6 . . ?
N1 C15 C14 126.80(13) . . ?
C14 C15 H15 116.6 . . ?
F6 C23 C22 120.03(12) . . ?
F6 C23 C24 115.43(12) . . ?
C24 C23 C22 124.49(13) . . ?
C9 C14 C15 118.43(12) . . ?
C13 C14 C15 121.87(13) . . ?
C13 C14 C9 119.69(13) . . ?
F7 C24 C23 120.90(13) . . ?
F7 C24 C25 119.59(13) . . ?
C25 C24 C23 119.50(13) . . ?
C21 C16 B1 125.96(12) . . ?
C17 C16 C21 113.91(12) . . ?
C17 C16 B1 119.81(11) . . ?
C8 C7 C6 177.25(16) . . ?
F10 C27 C22 120.34(12) . . ?
F10 C27 C26 115.29(12) . . ?
C26 C27 C22 124.32(12) . . ?
F5 C21 C16 120.82(12) . . ?
F5 C21 C20 115.52(12) . . ?
C20 C21 C16 123.63(13) . . ?
C29 C28 B1 126.01(12) . . ?
C33 C28 C29 113.58(12) . . ?
C33 C28 B1 120.38(12) . . ?
F8 C25 C24 120.66(13) . . ?
F8 C25 C26 120.60(13) . . ?
C26 C25 C24 118.73(13) . . ?
F9 C26 C27 120.67(12) . . ?
F9 C26 C25 119.57(13) . . ?
C25 C26 C27 119.76(13) . . ?
F11 C29 C28 121.43(12) . . ?
F11 C29 C30 115.08(13) . . ?
C28 C29 C30 123.48(14) . . ?
F4 C20 C21 120.51(13) . . ?
F4 C20 C19 119.81(12) . . ?
C19 C20 C21 119.69(12) . . ?
F1 C17 C16 119.54(12) . . ?
F1 C17 C18 116.29(12) . . ?
C18 C17 C16 124.17(13) . . ?
C14 C9 C8 120.85(13) . . ?
C10 C9 C14 118.58(13) . . ?
C10 C9 C8 120.57(14) . . ?
F3 C19 C20 120.82(13) . . ?
F3 C19 C18 119.92(13) . . ?
C20 C19 C18 119.25(12) . . ?
F2 C18 C17 121.08(13) . . ?
F2 C18 C19 119.59(12) . . ?
C19 C18 C17 119.33(13) . . ?
F15 C33 C28 119.43(12) . . ?
F15 C33 C32 115.83(13) . . ?
C32 C33 C28 124.72(14) . . ?
C7 C8 C9 178.33(16) . . ?
F12 C30 C29 119.91(14) . . ?
F12 C30 C31 120.29(13) . . ?
C31 C30 C29 119.80(14) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 C14 120.69(15) . . ?
C12 C13 H13 119.7 . . ?
C9 C10 H10 119.8 . . ?
C11 C10 C9 120.48(15) . . ?
C11 C10 H10 119.8 . . ?
F14 C32 C33 120.61(15) . . ?
F14 C32 C31 120.35(14) . . ?
C31 C32 C33 119.04(14) . . ?
F13 C31 C30 120.50(15) . . ?
F13 C31 C32 120.11(15) . . ?
C30 C31 C32 119.38(13) . . ?
C5 C6 C7 121.40(15) . . ?
C1 C6 C7 119.64(14) . . ?
C1 C6 C5 118.96(15) . . ?
C10 C11 H11 119.6 . . ?
C10 C11 C12 120.76(15) . . ?
C12 C11 H11 119.6 . . ?
C13 C12 C11 119.78(15) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C6 C5 H5 120.0 . . ?
C4 C5 C6 119.98(17) . . ?
C4 C5 H5 120.0 . . ?
C5 C4 H4 119.6 . . ?
C5 C4 C3 120.72(17) . . ?
C3 C4 H4 119.6 . . ?
C6 C1 H1A 119.7 . . ?
C2 C1 C6 120.60(16) . . ?
C2 C1 H1A 119.7 . . ?
N1 B1 C22 109.00(10) . . ?
N1 B1 C16 107.21(11) . . ?
N1 B1 C28 103.55(10) . . ?
C22 B1 C28 112.00(11) . . ?
C16 B1 C22 109.99(11) . . ?
C16 B1 C28 114.66(11) . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 119.92(18) . . ?
C3 C2 H2 120.0 . . ?
C4 C3 H3 120.1 . . ?
C2 C3 C4 119.80(17) . . ?
C2 C3 H3 120.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F5 C21 C20 F4 2.58(19) . . . . ?
F5 C21 C20 C19 -177.38(13) . . . . ?
F6 C23 C24 F7 -2.35(19) . . . . ?
F6 C23 C24 C25 177.27(12) . . . . ?
F1 C17 C18 F2 -0.4(2) . . . . ?
F1 C17 C18 C19 179.84(13) . . . . ?
F10 C27 C26 F9 2.37(19) . . . . ?
F10 C27 C26 C25 -177.06(13) . . . . ?
F7 C24 C25 F8 -0.5(2) . . . . ?
F7 C24 C25 C26 -179.95(13) . . . . ?
F11 C29 C30 F12 0.34(19) . . . . ?
F11 C29 C30 C31 -178.75(13) . . . . ?
F8 C25 C26 F9 0.6(2) . . . . ?
F8 C25 C26 C27 -179.94(13) . . . . ?
F15 C33 C32 F14 -1.7(2) . . . . ?
F15 C33 C32 C31 177.82(13) . . . . ?
F4 C20 C19 F3 -0.5(2) . . . . ?
F4 C20 C19 C18 178.37(13) . . . . ?
F3 C19 C18 F2 0.4(2) . . . . ?
F3 C19 C18 C17 -179.89(13) . . . . ?
F12 C30 C31 F13 0.9(2) . . . . ?
F12 C30 C31 C32 -178.40(13) . . . . ?
F14 C32 C31 F13 -0.1(2) . . . . ?
F14 C32 C31 C30 179.21(14) . . . . ?
N1 C15 C14 C9 -175.16(13) . . . . ?
N1 C15 C14 C13 4.2(2) . . . . ?
C22 C23 C24 F7 -179.82(13) . . . . ?
C22 C23 C24 C25 -0.2(2) . . . . ?
C22 C27 C26 F9 179.73(12) . . . . ?
C22 C27 C26 C25 0.3(2) . . . . ?
C15 N1 B1 C22 140.87(13) . . . . ?
C15 N1 B1 C16 21.85(18) . . . . ?
C15 N1 B1 C28 -99.75(15) . . . . ?
C15 C14 C9 C8 -2.9(2) . . . . ?
C15 C14 C9 C10 178.06(13) . . . . ?
C15 C14 C13 C12 -179.25(14) . . . . ?
C23 C22 C27 F10 177.17(12) . . . . ?
C23 C22 C27 C26 -0.1(2) . . . . ?
C23 C22 B1 N1 33.73(17) . . . . ?
C23 C22 B1 C16 151.00(13) . . . . ?
C23 C22 B1 C28 -80.26(16) . . . . ?
C23 C24 C25 F8 179.89(13) . . . . ?
C23 C24 C25 C26 0.4(2) . . . . ?
C14 C9 C10 C11 1.3(2) . . . . ?
C14 C13 C12 C11 1.1(2) . . . . ?
C24 C25 C26 F9 -179.91(12) . . . . ?
C24 C25 C26 C27 -0.5(2) . . . . ?
C16 C21 C20 F4 -179.28(13) . . . . ?
C16 C21 C20 C19 0.8(2) . . . . ?
C16 C17 C18 F2 179.93(14) . . . . ?
C16 C17 C18 C19 0.2(2) . . . . ?
C7 C6 C5 C4 -179.69(16) . . . . ?
C7 C6 C1 C2 -179.34(15) . . . . ?
C27 C22 C23 F6 -177.35(12) . . . . ?
C27 C22 C23 C24 0.0(2) . . . . ?
C27 C22 B1 N1 -151.91(12) . . . . ?
C27 C22 B1 C16 -34.63(17) . . . . ?
C27 C22 B1 C28 94.11(15) . . . . ?
C21 C16 C17 F1 179.30(12) . . . . ?
C21 C16 C17 C18 -1.1(2) . . . . ?
C21 C16 B1 N1 -128.93(14) . . . . ?
C21 C16 B1 C22 112.69(15) . . . . ?
C21 C16 B1 C28 -14.58(19) . . . . ?
C21 C20 C19 F3 179.45(13) . . . . ?
C21 C20 C19 C18 -1.7(2) . . . . ?
C28 C29 C30 F12 178.85(12) . . . . ?
C28 C29 C30 C31 -0.2(2) . . . . ?
C28 C33 C32 F14 179.90(14) . . . . ?
C28 C33 C32 C31 -0.6(2) . . . . ?
C29 C28 C33 F15 -177.37(12) . . . . ?
C29 C28 C33 C32 1.0(2) . . . . ?
C29 C28 B1 N1 -124.43(13) . . . . ?
C29 C28 B1 C22 -7.13(18) . . . . ?
C29 C28 B1 C16 119.11(14) . . . . ?
C29 C30 C31 F13 -179.99(13) . . . . ?
C29 C30 C31 C32 0.7(2) . . . . ?
C20 C19 C18 F2 -178.52(13) . . . . ?
C20 C19 C18 C17 1.2(2) . . . . ?
C17 C16 C21 F5 178.63(12) . . . . ?
C17 C16 C21 C20 0.6(2) . . . . ?
C17 C16 B1 N1 57.97(16) . . . . ?
C17 C16 B1 C22 -60.41(16) . . . . ?
C17 C16 B1 C28 172.31(12) . . . . ?
C9 C14 C13 C12 0.1(2) . . . . ?
C9 C10 C11 C12 -0.1(2) . . . . ?
C33 C28 C29 F11 177.85(12) . . . . ?
C33 C28 C29 C30 -0.6(2) . . . . ?
C33 C28 B1 N1 53.42(15) . . . . ?
C33 C28 B1 C22 170.72(12) . . . . ?
C33 C28 B1 C16 -63.05(17) . . . . ?
C33 C32 C31 F13 -179.63(13) . . . . ?
C33 C32 C31 C30 -0.3(2) . . . . ?
C8 C9 C10 C11 -177.72(14) . . . . ?
C13 C14 C9 C8 177.75(13) . . . . ?
C13 C14 C9 C10 -1.3(2) . . . . ?
C10 C11 C12 C13 -1.1(3) . . . . ?
C6 C5 C4 C3 -1.0(3) . . . . ?
C6 C1 C2 C3 -0.9(3) . . . . ?
C5 C6 C1 C2 0.9(3) . . . . ?
C5 C4 C3 C2 0.9(3) . . . . ?
C1 C6 C5 C4 0.1(3) . . . . ?
C1 C2 C3 C4 0.0(3) . . . . ?
B1 N1 C15 C14 170.69(13) . . . . ?
B1 C22 C23 F6 -2.5(2) . . . . ?
B1 C22 C23 C24 174.83(13) . . . . ?
B1 C22 C27 F10 2.2(2) . . . . ?
B1 C22 C27 C26 -175.00(13) . . . . ?
B1 C16 C21 F5 5.2(2) . . . . ?
B1 C16 C21 C20 -172.87(13) . . . . ?
B1 C16 C17 F1 -6.8(2) . . . . ?
B1 C16 C17 C18 172.83(13) . . . . ?
B1 C28 C29 F11 -4.2(2) . . . . ?
B1 C28 C29 C30 177.41(13) . . . . ?
B1 C28 C33 F15 4.53(19) . . . . ?
B1 C28 C33 C32 -177.11(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_22may01lp1_0m
_database_code_depnum_ccdc_archive 'CCDC 2353710'
loop_
_audit_author_name
_audit_author_address
'Tongdao Wang'
;Dalian University of Technology
China
;
_audit_update_record             
;
2024-05-07 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;
_audit_creation_date             2024-03-13
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H11 B F15 N'
_chemical_formula_sum            'C33 H11 B F15 N'
_chemical_formula_weight         717.24
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.152(3)
_cell_length_b                   10.204(3)
_cell_length_c                   14.905(4)
_cell_angle_alpha                100.952(9)
_cell_angle_beta                 99.276(8)
_cell_angle_gamma                103.819(8)
_cell_volume                     1437.0(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8415
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      27.719
_cell_measurement_theta_min      2.281
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.966
_exptl_absorpt_coefficient_mu    0.165
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6736
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.658
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             712
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0671
_diffrn_reflns_av_unetI/netI     0.0724
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            29331
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.966
_diffrn_reflns_theta_min         2.281
_diffrn_ambient_temperature      120.0
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4753
_reflns_number_total             7436
_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       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.307
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         7436
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0951
_refine_ls_R_factor_gt           0.0492
_refine_ls_restrained_S_all      1.037
_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)+(0.0498P)²+0.2302P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1082
_refine_ls_wR_factor_ref         0.1245
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C15(H15), C3(H3), C14(H14), C12(H12), C11(H11), C4(H4), C13(H13),
 C5(H5)
;
_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
F6 F 0.27763(11) 0.37607(12) 0.09055(7) 0.0330(3) Uani 1 1 d . . . . .
F10 F 0.43348(11) 0.15539(11) 0.32070(8) 0.0321(3) Uani 1 1 d . . . . .
F5 F 0.71295(11) 0.17718(11) 0.32569(7) 0.0294(3) Uani 1 1 d . . . . .
F15 F 0.40798(11) 0.43523(12) 0.41669(7) 0.0332(3) Uani 1 1 d . . . . .
F4 F 0.74241(12) -0.05603(11) 0.22041(9) 0.0390(3) Uani 1 1 d . . . . .
F1 F 0.59402(12) 0.33018(12) 0.05130(8) 0.0381(3) Uani 1 1 d . . . . .
F11 F 0.53194(12) 0.65661(12) 0.17975(9) 0.0417(3) Uani 1 1 d . . . . .
F8 F -0.01891(12) -0.02466(12) 0.13746(9) 0.0434(3) Uani 1 1 d . . . . .
F7 F 0.02493(12) 0.18446(13) 0.04792(8) 0.0437(3) Uani 1 1 d . . . . .
F9 F 0.18702(12) -0.04190(12) 0.27149(8) 0.0404(3) Uani 1 1 d . . . . .
F14 F 0.34794(13) 0.66522(14) 0.50375(8) 0.0462(3) Uani 1 1 d . . . . .
F2 F 0.63692(14) 0.10166(14) -0.05220(8) 0.0484(3) Uani 1 1 d . . . . .
F13 F 0.37721(13) 0.89063(13) 0.42730(10) 0.0525(4) Uani 1 1 d . . . . .
F3 F 0.70207(13) -0.09548(13) 0.03171(9) 0.0493(4) Uani 1 1 d . . . . .
F12 F 0.46589(14) 0.88324(12) 0.26349(11) 0.0531(4) Uani 1 1 d . . . . .
N1 N 0.63271(15) 0.38367(14) 0.24504(10) 0.0212(3) Uani 1 1 d . . . . .
C22 C 0.36472(18) 0.27175(18) 0.20644(12) 0.0215(4) Uani 1 1 d . . . . .
C27 C 0.33631(19) 0.16193(18) 0.25004(13) 0.0244(4) Uani 1 1 d . . . . .
C2 C 0.87172(18) 0.52123(18) 0.24132(12) 0.0230(4) Uani 1 1 d . . . . .
C23 C 0.25692(19) 0.27396(19) 0.13739(12) 0.0245(4) Uani 1 1 d . . . . .
C8 C 1.02932(19) 0.41208(19) 0.32797(13) 0.0252(4) Uani 1 1 d . . . . .
C7 C 0.99932(18) 0.48727(18) 0.25806(12) 0.0232(4) Uani 1 1 d . . . . .
C21 C 0.69134(18) 0.16011(18) 0.23274(12) 0.0230(4) Uani 1 1 d . . . . .
C10 C 1.06986(19) 0.27479(18) 0.45832(12) 0.0250(4) Uani 1 1 d . . . . .
C9 C 1.05298(19) 0.34885(19) 0.38600(13) 0.0263(4) Uani 1 1 d . . . . .
C28 C 0.47720(18) 0.54079(18) 0.29807(13) 0.0248(4) Uani 1 1 d . . . . .
C1 C 0.76554(18) 0.48686(19) 0.29990(12) 0.0239(4) Uani 1 1 d . . . . .
H1A H 0.8058 0.4494 0.3511 0.029 Uiso 1 1 calc R U . . .
H1B H 0.7451 0.5734 0.3287 0.029 Uiso 1 1 calc R U . . .
C6 C 1.0990(2) 0.5289(2) 0.20620(13) 0.0295(4) Uani 1 1 d . . . . .
H6 H 1.1860 0.5090 0.2187 0.035 Uiso 1 1 calc R U . . .
C16 C 0.65124(17) 0.25943(18) 0.19113(12) 0.0218(4) Uani 1 1 d . . . . .
C33 C 0.42735(19) 0.54762(19) 0.37937(13) 0.0267(4) Uani 1 1 d . . . . .
C15 C 0.9755(2) 0.2661(2) 0.51732(13) 0.0304(4) Uani 1 1 d . . . . .
H15 H 0.9025 0.3091 0.5093 0.036 Uiso 1 1 calc R U . . .
C29 C 0.48918(19) 0.6572(2) 0.26141(14) 0.0297(4) Uani 1 1 d . . . . .
C17 C 0.63282(19) 0.2368(2) 0.09443(13) 0.0278(4) Uani 1 1 d . . . . .
C26 C 0.2099(2) 0.06157(19) 0.22711(13) 0.0280(4) Uani 1 1 d . . . . .
C32 C 0.3940(2) 0.6631(2) 0.42420(14) 0.0322(5) Uani 1 1 d . . . . .
C25 C 0.10569(19) 0.0708(2) 0.15918(14) 0.0308(4) Uani 1 1 d . . . . .
C20 C 0.70802(19) 0.04075(19) 0.17920(14) 0.0281(4) Uani 1 1 d . . . . .
C24 C 0.12835(19) 0.1770(2) 0.11399(13) 0.0291(4) Uani 1 1 d . . . . .
C3 C 0.8476(2) 0.5911(2) 0.17180(14) 0.0309(4) Uani 1 1 d . . . . .
H3 H 0.7621 0.6140 0.1598 0.037 Uiso 1 1 calc R U . . .
C30 C 0.4551(2) 0.7741(2) 0.30288(16) 0.0344(5) Uani 1 1 d . . . . .
C31 C 0.4093(2) 0.7771(2) 0.38518(16) 0.0362(5) Uani 1 1 d . . . . .
C19 C 0.6890(2) 0.0217(2) 0.08375(14) 0.0338(5) Uani 1 1 d . . . . .
C18 C 0.6528(2) 0.1200(2) 0.04092(13) 0.0324(5) Uani 1 1 d . . . . .
C14 C 0.9879(2) 0.1952(2) 0.58725(14) 0.0374(5) Uani 1 1 d . . . . .
H14 H 0.9237 0.1900 0.6272 0.045 Uiso 1 1 calc R U . . .
C12 C 1.1879(2) 0.1393(2) 0.54129(15) 0.0382(5) Uani 1 1 d . . . . .
H12 H 1.2602 0.0955 0.5497 0.046 Uiso 1 1 calc R U . . .
C11 C 1.1768(2) 0.2108(2) 0.47104(14) 0.0315(4) Uani 1 1 d . . . . .
H11 H 1.2418 0.2162 0.4316 0.038 Uiso 1 1 calc R U . . .
C4 C 0.9460(2) 0.6283(2) 0.11914(15) 0.0377(5) Uani 1 1 d . . . . .
H4 H 0.9265 0.6742 0.0709 0.045 Uiso 1 1 calc R U . . .
C13 C 1.0936(2) 0.1320(2) 0.59910(15) 0.0418(6) Uani 1 1 d . . . . .
H13 H 1.1016 0.0833 0.6471 0.050 Uiso 1 1 calc R U . . .
C5 C 1.0721(2) 0.5983(2) 0.13722(14) 0.0364(5) Uani 1 1 d . . . . .
H5 H 1.1401 0.6254 0.1023 0.044 Uiso 1 1 calc R U . . .
B1 B 0.5011(2) 0.3987(2) 0.24741(14) 0.0215(4) 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
F6 C23 1.355(2) . ?
F10 C27 1.345(2) . ?
F5 C21 1.338(2) . ?
F15 C33 1.354(2) . ?
F4 C20 1.342(2) . ?
F1 C17 1.344(2) . ?
F11 C29 1.356(2) . ?
F8 C25 1.347(2) . ?
F7 C24 1.346(2) . ?
F9 C26 1.343(2) . ?
F14 C32 1.341(2) . ?
F2 C18 1.343(2) . ?
F13 C31 1.346(2) . ?
F3 C19 1.343(2) . ?
F12 C30 1.345(2) . ?
N1 C1 1.495(2) . ?
N1 C16 1.437(2) . ?
N1 B1 1.386(3) . ?
C22 C27 1.394(2) . ?
C22 C23 1.384(3) . ?
C22 B1 1.593(3) . ?
C27 C26 1.382(3) . ?
C2 C7 1.415(3) . ?
C2 C1 1.512(2) . ?
C2 C3 1.387(3) . ?
C23 C24 1.382(3) . ?
C8 C7 1.442(2) . ?
C8 C9 1.200(3) . ?
C7 C6 1.405(2) . ?
C21 C16 1.390(2) . ?
C21 C20 1.386(3) . ?
C10 C9 1.440(2) . ?
C10 C15 1.400(3) . ?
C10 C11 1.400(3) . ?
C28 C33 1.383(3) . ?
C28 C29 1.387(3) . ?
C28 B1 1.595(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C6 H6 0.9500 . ?
C6 C5 1.383(3) . ?
C16 C17 1.390(2) . ?
C33 C32 1.383(3) . ?
C15 H15 0.9500 . ?
C15 C14 1.383(3) . ?
C29 C30 1.382(3) . ?
C17 C18 1.380(3) . ?
C26 C25 1.376(3) . ?
C32 C31 1.384(3) . ?
C25 C24 1.375(3) . ?
C20 C19 1.374(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.394(3) . ?
C30 C31 1.378(3) . ?
C19 C18 1.376(3) . ?
C14 H14 0.9500 . ?
C14 C13 1.383(3) . ?
C12 H12 0.9500 . ?
C12 C11 1.390(3) . ?
C12 C13 1.386(3) . ?
C11 H11 0.9500 . ?
C4 H4 0.9500 . ?
C4 C5 1.383(3) . ?
C13 H13 0.9500 . ?
C5 H5 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C16 N1 C1 113.89(14) . . ?
B1 N1 C1 124.97(15) . . ?
B1 N1 C16 121.06(15) . . ?
C27 C22 B1 120.90(16) . . ?
C23 C22 C27 115.32(16) . . ?
C23 C22 B1 122.84(16) . . ?
F10 C27 C22 119.10(16) . . ?
F10 C27 C26 117.68(16) . . ?
C26 C27 C22 123.15(17) . . ?
C7 C2 C1 121.00(16) . . ?
C3 C2 C7 118.59(16) . . ?
C3 C2 C1 120.37(17) . . ?
F6 C23 C22 118.74(16) . . ?
F6 C23 C24 118.17(16) . . ?
C24 C23 C22 123.09(17) . . ?
C9 C8 C7 179.4(2) . . ?
C2 C7 C8 121.22(16) . . ?
C6 C7 C2 119.29(16) . . ?
C6 C7 C8 119.49(16) . . ?
F5 C21 C16 120.42(15) . . ?
F5 C21 C20 118.56(16) . . ?
C20 C21 C16 121.02(16) . . ?
C15 C10 C9 118.71(17) . . ?
C15 C10 C11 119.12(17) . . ?
C11 C10 C9 122.17(17) . . ?
C8 C9 C10 174.68(19) . . ?
C33 C28 C29 115.78(17) . . ?
C33 C28 B1 119.42(16) . . ?
C29 C28 B1 124.45(16) . . ?
N1 C1 C2 113.26(14) . . ?
N1 C1 H1A 108.9 . . ?
N1 C1 H1B 108.9 . . ?
C2 C1 H1A 108.9 . . ?
C2 C1 H1B 108.9 . . ?
H1A C1 H1B 107.7 . . ?
C7 C6 H6 119.6 . . ?
C5 C6 C7 120.88(18) . . ?
C5 C6 H6 119.6 . . ?
C21 C16 N1 122.08(15) . . ?
C17 C16 N1 120.27(16) . . ?
C17 C16 C21 117.63(16) . . ?
F15 C33 C28 118.69(16) . . ?
F15 C33 C32 117.95(17) . . ?
C28 C33 C32 123.36(18) . . ?
C10 C15 H15 119.8 . . ?
C14 C15 C10 120.41(19) . . ?
C14 C15 H15 119.8 . . ?
F11 C29 C28 119.43(16) . . ?
F11 C29 C30 117.61(17) . . ?
C30 C29 C28 122.93(18) . . ?
F1 C17 C16 119.60(17) . . ?
F1 C17 C18 118.74(16) . . ?
C18 C17 C16 121.65(17) . . ?
F9 C26 C27 121.04(17) . . ?
F9 C26 C25 120.04(17) . . ?
C25 C26 C27 118.90(17) . . ?
F14 C32 C33 121.04(18) . . ?
F14 C32 C31 120.44(17) . . ?
C33 C32 C31 118.53(18) . . ?
F8 C25 C26 119.54(17) . . ?
F8 C25 C24 120.20(18) . . ?
C24 C25 C26 120.25(17) . . ?
F4 C20 C21 120.12(17) . . ?
F4 C20 C19 120.06(17) . . ?
C19 C20 C21 119.82(17) . . ?
F7 C24 C23 121.39(17) . . ?
F7 C24 C25 119.34(17) . . ?
C25 C24 C23 119.27(17) . . ?
C2 C3 H3 119.3 . . ?
C2 C3 C4 121.42(19) . . ?
C4 C3 H3 119.3 . . ?
F12 C30 C29 120.65(19) . . ?
F12 C30 C31 120.29(17) . . ?
C31 C30 C29 119.06(18) . . ?
F13 C31 C32 119.7(2) . . ?
F13 C31 C30 119.98(19) . . ?
C30 C31 C32 120.32(17) . . ?
F3 C19 C20 119.78(19) . . ?
F3 C19 C18 119.81(18) . . ?
C20 C19 C18 120.39(17) . . ?
F2 C18 C17 120.58(18) . . ?
F2 C18 C19 119.98(18) . . ?
C19 C18 C17 119.45(17) . . ?
C15 C14 H14 120.0 . . ?
C15 C14 C13 120.1(2) . . ?
C13 C14 H14 120.0 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C13 C12 C11 120.0(2) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 120.01(19) . . ?
C12 C11 H11 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 119.93(18) . . ?
C5 C4 H4 120.0 . . ?
C14 C13 C12 120.39(19) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C6 C5 H5 120.1 . . ?
C4 C5 C6 119.85(18) . . ?
C4 C5 H5 120.1 . . ?
N1 B1 C22 122.01(16) . . ?
N1 B1 C28 122.16(16) . . ?
C22 B1 C28 115.68(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F6 C23 C24 F7 -1.3(3) . . . . ?
F6 C23 C24 C25 178.68(17) . . . . ?
F10 C27 C26 F9 -2.5(3) . . . . ?
F10 C27 C26 C25 175.92(16) . . . . ?
F5 C21 C16 N1 0.6(3) . . . . ?
F5 C21 C16 C17 178.90(15) . . . . ?
F5 C21 C20 F4 1.3(3) . . . . ?
F5 C21 C20 C19 -178.81(16) . . . . ?
F15 C33 C32 F14 2.0(3) . . . . ?
F15 C33 C32 C31 -178.03(17) . . . . ?
F4 C20 C19 F3 1.4(3) . . . . ?
F4 C20 C19 C18 179.54(17) . . . . ?
F1 C17 C18 F2 1.6(3) . . . . ?
F1 C17 C18 C19 -178.34(17) . . . . ?
F11 C29 C30 F12 -0.7(3) . . . . ?
F11 C29 C30 C31 179.01(18) . . . . ?
F8 C25 C24 F7 -0.1(3) . . . . ?
F8 C25 C24 C23 179.95(17) . . . . ?
F9 C26 C25 F8 -0.2(3) . . . . ?
F9 C26 C25 C24 179.57(17) . . . . ?
F14 C32 C31 F13 -0.2(3) . . . . ?
F14 C32 C31 C30 -179.27(18) . . . . ?
F3 C19 C18 F2 -3.1(3) . . . . ?
F3 C19 C18 C17 176.79(17) . . . . ?
F12 C30 C31 F13 -1.1(3) . . . . ?
F12 C30 C31 C32 177.97(18) . . . . ?
N1 C16 C17 F1 -1.7(3) . . . . ?
N1 C16 C17 C18 178.58(17) . . . . ?
C22 C27 C26 F9 -179.57(16) . . . . ?
C22 C27 C26 C25 -1.1(3) . . . . ?
C22 C23 C24 F7 178.41(17) . . . . ?
C22 C23 C24 C25 -1.6(3) . . . . ?
C27 C22 C23 F6 -178.72(15) . . . . ?
C27 C22 C23 C24 1.6(3) . . . . ?
C27 C22 B1 N1 68.9(2) . . . . ?
C27 C22 B1 C28 -106.64(19) . . . . ?
C27 C26 C25 F8 -178.66(17) . . . . ?
C27 C26 C25 C24 1.1(3) . . . . ?
C2 C7 C6 C5 -2.1(3) . . . . ?
C2 C3 C4 C5 -1.4(3) . . . . ?
C23 C22 C27 F10 -177.19(15) . . . . ?
C23 C22 C27 C26 -0.2(3) . . . . ?
C23 C22 B1 N1 -122.8(2) . . . . ?
C23 C22 B1 C28 61.7(2) . . . . ?
C8 C7 C6 C5 178.52(18) . . . . ?
C7 C2 C1 N1 -115.61(18) . . . . ?
C7 C2 C3 C4 -0.3(3) . . . . ?
C7 C6 C5 C4 0.4(3) . . . . ?
C21 C16 C17 F1 179.98(15) . . . . ?
C21 C16 C17 C18 0.3(3) . . . . ?
C21 C20 C19 F3 -178.48(17) . . . . ?
C21 C20 C19 C18 -0.4(3) . . . . ?
C10 C15 C14 C13 -0.2(3) . . . . ?
C9 C10 C15 C14 179.65(17) . . . . ?
C9 C10 C11 C12 -179.36(18) . . . . ?
C28 C33 C32 F14 -178.99(17) . . . . ?
C28 C33 C32 C31 1.0(3) . . . . ?
C28 C29 C30 F12 -178.62(18) . . . . ?
C28 C29 C30 C31 1.1(3) . . . . ?
C1 N1 C16 C21 71.7(2) . . . . ?
C1 N1 C16 C17 -106.51(18) . . . . ?
C1 N1 B1 C22 -165.59(15) . . . . ?
C1 N1 B1 C28 9.7(3) . . . . ?
C1 C2 C7 C8 3.4(3) . . . . ?
C1 C2 C7 C6 -175.93(16) . . . . ?
C1 C2 C3 C4 177.68(18) . . . . ?
C16 N1 C1 C2 51.9(2) . . . . ?
C16 N1 B1 C22 11.0(3) . . . . ?
C16 N1 B1 C28 -173.71(15) . . . . ?
C16 C21 C20 F4 -177.84(16) . . . . ?
C16 C21 C20 C19 2.1(3) . . . . ?
C16 C17 C18 F2 -178.72(17) . . . . ?
C16 C17 C18 C19 1.4(3) . . . . ?
C33 C28 C29 F11 -177.35(16) . . . . ?
C33 C28 C29 C30 0.5(3) . . . . ?
C33 C28 B1 N1 -110.6(2) . . . . ?
C33 C28 B1 C22 64.9(2) . . . . ?
C33 C32 C31 F13 179.84(17) . . . . ?
C33 C32 C31 C30 0.8(3) . . . . ?
C15 C10 C11 C12 0.2(3) . . . . ?
C15 C14 C13 C12 0.1(3) . . . . ?
C29 C28 C33 F15 177.41(16) . . . . ?
C29 C28 C33 C32 -1.6(3) . . . . ?
C29 C28 B1 N1 76.4(2) . . . . ?
C29 C28 B1 C22 -108.0(2) . . . . ?
C29 C30 C31 F13 179.18(18) . . . . ?
C29 C30 C31 C32 -1.8(3) . . . . ?
C26 C25 C24 F7 -179.82(17) . . . . ?
C26 C25 C24 C23 0.2(3) . . . . ?
C20 C21 C16 N1 179.74(16) . . . . ?
C20 C21 C16 C17 -2.0(3) . . . . ?
C20 C19 C18 F2 178.77(18) . . . . ?
C20 C19 C18 C17 -1.3(3) . . . . ?
C3 C2 C7 C8 -178.63(17) . . . . ?
C3 C2 C7 C6 2.0(3) . . . . ?
C3 C2 C1 N1 66.5(2) . . . . ?
C3 C4 C5 C6 1.4(3) . . . . ?
C11 C10 C15 C14 0.0(3) . . . . ?
C11 C12 C13 C14 0.1(3) . . . . ?
C13 C12 C11 C10 -0.3(3) . . . . ?
B1 N1 C1 C2 -131.32(18) . . . . ?
B1 N1 C16 C21 -105.2(2) . . . . ?
B1 N1 C16 C17 76.5(2) . . . . ?
B1 C22 C27 F10 -8.0(2) . . . . ?
B1 C22 C27 C26 168.95(17) . . . . ?
B1 C22 C23 F6 12.4(3) . . . . ?
B1 C22 C23 C24 -167.35(17) . . . . ?
B1 C28 C33 F15 3.9(3) . . . . ?
B1 C28 C33 C32 -175.13(18) . . . . ?
B1 C28 C29 F11 -4.2(3) . . . . ?
B1 C28 C29 C30 173.72(18) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_21dec19lp1_0m
_database_code_depnum_ccdc_archive 'CCDC 2346382'
loop_
_audit_author_name
_audit_author_address
'Tongdao Wang'
;Dalian University of Technology
China
;
_audit_update_record             
;
2024-04-08 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;
_audit_creation_date             2023-12-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H21 B F15 N3'
_chemical_formula_sum            'C38 H21 B F15 N3'
_chemical_formula_weight         815.39
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.1553(9)
_cell_length_b                   18.4902(16)
_cell_length_c                   15.9842(14)
_cell_angle_alpha                90
_cell_angle_beta                 111.521(2)
_cell_angle_gamma                90
_cell_volume                     3342.1(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9945
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      29.19
_cell_measurement_theta_min      2.67
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.971
_exptl_absorpt_coefficient_mu    0.154
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6956
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1445 before and 0.0778 after correction.
The Ratio of minimum to maximum transmission is 0.9323.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.621
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1640
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0725
_diffrn_reflns_av_unetI/netI     0.0715
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.940
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            44713
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.837
_diffrn_reflns_theta_min         2.594
_diffrn_ambient_temperature      120.0
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 6000 area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6630
_reflns_number_total             9881
_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       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.634
_refine_diff_density_min         -0.685
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     517
_refine_ls_number_reflns         9881
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0906
_refine_ls_R_factor_gt           0.0508
_refine_ls_restrained_S_all      1.036
_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)+(0.0495P)²+1.0522P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1144
_refine_ls_wR_factor_ref         0.1291
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
2.b Aromatic/amide H refined with riding coordinates:
 N3(H3), C16(H16), C3(H3A), C20(H20), C6(H6), C5(H5), C4(H4), C19(H19),
 C17(H17), C18(H18)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C)
;
_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
F6 F 0.26812(9) 0.65313(5) 0.56495(7) 0.0260(2) Uani 1 1 d . . . . .
F11 F 0.27571(9) 0.61257(5) 0.85660(7) 0.0248(2) Uani 1 1 d . . . . .
F5 F 0.56316(9) 0.34576(5) 0.71400(7) 0.0275(2) Uani 1 1 d . . . . .
F1 F 0.70520(9) 0.48835(5) 0.97687(7) 0.0268(2) Uani 1 1 d . . . . .
F15 F 0.06785(9) 0.56390(6) 0.54727(7) 0.0294(2) Uani 1 1 d . . . . .
F10 F 0.34183(10) 0.40102(5) 0.60965(7) 0.0284(2) Uani 1 1 d . . . . .
F12 F 0.10097(10) 0.69880(6) 0.85633(8) 0.0317(3) Uani 1 1 d . . . . .
F7 F 0.30237(10) 0.64390(6) 0.41096(7) 0.0355(3) Uani 1 1 d . . . . .
F2 F 0.90651(10) 0.41592(7) 1.03161(8) 0.0388(3) Uani 1 1 d . . . . .
F13 F -0.09310(10) 0.71721(7) 0.70447(9) 0.0412(3) Uani 1 1 d . . . . .
F4 F 0.76427(10) 0.27023(6) 0.77278(9) 0.0398(3) Uani 1 1 d . . . . .
F9 F 0.37580(12) 0.39444(6) 0.45622(8) 0.0420(3) Uani 1 1 d . . . . .
F3 F 0.93703(10) 0.30193(6) 0.93276(10) 0.0442(3) Uani 1 1 d . . . . .
F14 F -0.10751(10) 0.64706(7) 0.55110(8) 0.0415(3) Uani 1 1 d . . . . .
F8 F 0.35657(12) 0.51468(7) 0.35329(8) 0.0457(3) Uani 1 1 d . . . . .
N1 N 0.41835(12) 0.57697(7) 0.75848(9) 0.0162(3) Uani 1 1 d . . . . .
N2 N 0.30226(12) 0.46694(7) 0.75035(9) 0.0164(3) Uani 1 1 d . . . . .
N3 N 0.39213(12) 0.36234(7) 0.82465(9) 0.0181(3) Uani 1 1 d . . . . .
H3 H 0.3549 0.3311 0.7821 0.022 Uiso 1 1 calc R U . . .
C10 C 0.40253(14) 0.43128(8) 0.79619(10) 0.0164(3) Uani 1 1 d . . . . .
C7 C 0.62027(14) 0.58749(8) 0.81292(11) 0.0179(3) Uani 1 1 d . . . . .
C2 C 0.57513(15) 0.65766(9) 0.79884(11) 0.0186(3) Uani 1 1 d . . . . .
C9 C 0.51408(14) 0.46388(8) 0.81003(11) 0.0165(3) Uani 1 1 d . . . . .
C27 C 0.30693(14) 0.52827(9) 0.59888(11) 0.0195(3) Uani 1 1 d . . . . .
C8 C 0.51785(14) 0.53826(8) 0.79374(10) 0.0162(3) Uani 1 1 d . . . . .
C15 C 0.18892(14) 0.43852(8) 0.74529(11) 0.0185(3) Uani 1 1 d . . . . .
C1 C 0.44329(14) 0.65467(8) 0.76277(12) 0.0189(3) Uani 1 1 d . . . . .
H1A H 0.4108 0.6795 0.8035 0.023 Uiso 1 1 calc R U . . .
H1B H 0.4098 0.6770 0.7024 0.023 Uiso 1 1 calc R U . . .
C33 C 0.18608(14) 0.58717(8) 0.70034(11) 0.0178(3) Uani 1 1 d . . . . .
C32 C 0.33261(16) 0.46417(9) 0.56466(12) 0.0230(4) Uani 1 1 d . . . . .
C21 C 0.62399(14) 0.42041(8) 0.84282(11) 0.0184(3) Uani 1 1 d . . . . .
C22 C 0.71558(16) 0.43439(9) 0.92409(12) 0.0217(4) Uani 1 1 d . . . . .
C16 C 0.11500(16) 0.40507(9) 0.66727(12) 0.0234(4) Uani 1 1 d . . . . .
H16 H 0.1401 0.3985 0.6181 0.028 Uiso 1 1 calc R U . . .
C11 C 0.43655(15) 0.33328(9) 0.91978(11) 0.0193(3) Uani 1 1 d . . . . .
C35 C 0.09309(16) 0.66457(9) 0.78024(12) 0.0227(4) Uani 1 1 d . . . . .
C34 C 0.18391(14) 0.62087(9) 0.77729(11) 0.0194(3) Uani 1 1 d . . . . .
C26 C 0.64508(15) 0.36367(9) 0.79348(12) 0.0216(4) Uani 1 1 d . . . . .
C38 C 0.08244(15) 0.59694(9) 0.62587(12) 0.0216(3) Uani 1 1 d . . . . .
C3 C 0.64900(16) 0.71761(9) 0.81764(12) 0.0240(4) Uani 1 1 d . . . . .
H3A H 0.6173 0.7651 0.8116 0.029 Uiso 1 1 calc R U . . .
C28 C 0.29748(15) 0.58706(9) 0.54251(12) 0.0219(4) Uani 1 1 d . . . . .
C20 C 0.15215(16) 0.44892(9) 0.81675(12) 0.0246(4) Uani 1 1 d . . . . .
H20 H 0.2031 0.4720 0.8700 0.030 Uiso 1 1 calc R U . . .
C29 C 0.31362(17) 0.58398(10) 0.46143(12) 0.0263(4) Uani 1 1 d . . . . .
C25 C 0.74822(16) 0.32392(9) 0.82336(14) 0.0265(4) Uani 1 1 d . . . . .
C23 C 0.82101(16) 0.39670(10) 0.95464(13) 0.0274(4) Uani 1 1 d . . . . .
C6 C 0.74202(15) 0.57686(10) 0.83794(13) 0.0250(4) Uani 1 1 d . . . . .
H6 H 0.7740 0.5294 0.8442 0.030 Uiso 1 1 calc R U . . .
C14 C 0.53820(17) 0.27989(9) 0.93621(14) 0.0282(4) Uani 1 1 d . . . . .
H14A H 0.5146 0.2425 0.8895 0.042 Uiso 1 1 calc R U . . .
H14B H 0.5575 0.2573 0.9954 0.042 Uiso 1 1 calc R U . . .
H14C H 0.6077 0.3056 0.9343 0.042 Uiso 1 1 calc R U . . .
C31 C 0.34951(17) 0.45854(10) 0.48394(13) 0.0287(4) Uani 1 1 d . . . . .
C36 C -0.00487(16) 0.67414(10) 0.70390(13) 0.0266(4) Uani 1 1 d . . . . .
C12 C 0.47115(17) 0.39500(9) 0.98686(12) 0.0248(4) Uani 1 1 d . . . . .
H12A H 0.5377 0.4216 0.9809 0.037 Uiso 1 1 calc R U . . .
H12B H 0.4944 0.3756 1.0480 0.037 Uiso 1 1 calc R U . . .
H12C H 0.4037 0.4277 0.9750 0.037 Uiso 1 1 calc R U . . .
C24 C 0.83631(16) 0.33999(10) 0.90413(15) 0.0300(4) Uani 1 1 d . . . . .
C30 C 0.34019(18) 0.51897(11) 0.43190(12) 0.0300(4) Uani 1 1 d . . . . .
C5 C 0.81525(17) 0.63697(10) 0.85342(14) 0.0304(4) Uani 1 1 d . . . . .
H5 H 0.8980 0.6304 0.8698 0.037 Uiso 1 1 calc R U . . .
C13 C 0.33200(17) 0.29186(10) 0.92789(13) 0.0291(4) Uani 1 1 d . . . . .
H13A H 0.2655 0.3250 0.9178 0.044 Uiso 1 1 calc R U . . .
H13B H 0.3552 0.2708 0.9882 0.044 Uiso 1 1 calc R U . . .
H13C H 0.3083 0.2532 0.8829 0.044 Uiso 1 1 calc R U . . .
C4 C 0.76923(17) 0.70667(10) 0.84528(14) 0.0299(4) Uani 1 1 d . . . . .
H4 H 0.8212 0.7470 0.8589 0.036 Uiso 1 1 calc R U . . .
C37 C -0.01121(16) 0.63921(10) 0.62631(13) 0.0274(4) Uani 1 1 d . . . . .
C19 C 0.04083(18) 0.42563(11) 0.81061(14) 0.0331(4) Uani 1 1 d . . . . .
H19 H 0.0152 0.4330 0.8594 0.040 Uiso 1 1 calc R U . . .
C17 C 0.00381(17) 0.38124(11) 0.66151(13) 0.0323(4) Uani 1 1 d . . . . .
H17 H -0.0469 0.3578 0.6085 0.039 Uiso 1 1 calc R U . . .
C18 C -0.03285(18) 0.39156(11) 0.73274(14) 0.0350(5) Uani 1 1 d . . . . .
H18 H -0.1088 0.3753 0.7285 0.042 Uiso 1 1 calc R U . . .
B1 B 0.30096(16) 0.53974(9) 0.70089(13) 0.0171(4) 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
F6 C28 1.3573(19) . ?
F11 C34 1.3556(19) . ?
F5 C26 1.337(2) . ?
F1 C22 1.3422(19) . ?
F15 C38 1.349(2) . ?
F10 C32 1.3543(19) . ?
F12 C35 1.343(2) . ?
F7 C29 1.348(2) . ?
F2 C23 1.335(2) . ?
F13 C36 1.338(2) . ?
F4 C25 1.339(2) . ?
F9 C31 1.344(2) . ?
F3 C24 1.339(2) . ?
F14 C37 1.343(2) . ?
F8 C30 1.345(2) . ?
N1 C8 1.339(2) . ?
N1 C1 1.465(2) . ?
N1 B1 1.547(2) . ?
N2 C10 1.342(2) . ?
N2 C15 1.449(2) . ?
N2 B1 1.558(2) . ?
N3 H3 0.8800 . ?
N3 C10 1.375(2) . ?
N3 C11 1.513(2) . ?
C10 C9 1.425(2) . ?
C7 C2 1.394(2) . ?
C7 C8 1.481(2) . ?
C7 C6 1.398(2) . ?
C2 C1 1.492(2) . ?
C2 C3 1.388(2) . ?
C9 C8 1.404(2) . ?
C9 C21 1.480(2) . ?
C27 C32 1.388(2) . ?
C27 C28 1.389(2) . ?
C27 B1 1.672(3) . ?
C15 C16 1.387(2) . ?
C15 C20 1.384(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C33 C34 1.388(2) . ?
C33 C38 1.392(2) . ?
C33 B1 1.646(2) . ?
C32 C31 1.383(3) . ?
C21 C22 1.390(2) . ?
C21 C26 1.392(2) . ?
C22 C23 1.381(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.392(3) . ?
C11 C14 1.527(2) . ?
C11 C12 1.516(2) . ?
C11 C13 1.529(2) . ?
C35 C34 1.383(2) . ?
C35 C36 1.368(3) . ?
C26 C25 1.379(2) . ?
C38 C37 1.383(3) . ?
C3 H3A 0.9500 . ?
C3 C4 1.378(3) . ?
C28 C29 1.381(3) . ?
C20 H20 0.9500 . ?
C20 C19 1.389(3) . ?
C29 C30 1.373(3) . ?
C25 C24 1.374(3) . ?
C23 C24 1.377(3) . ?
C6 H6 0.9500 . ?
C6 C5 1.388(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C31 C30 1.372(3) . ?
C36 C37 1.375(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C5 H5 0.9500 . ?
C5 C4 1.392(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C4 H4 0.9500 . ?
C19 H19 0.9500 . ?
C19 C18 1.389(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.380(3) . ?
C18 H18 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N1 C1 111.41(13) . . ?
C8 N1 B1 120.41(13) . . ?
C1 N1 B1 126.45(13) . . ?
C10 N2 C15 120.45(13) . . ?
C10 N2 B1 122.65(13) . . ?
C15 N2 B1 116.91(12) . . ?
C10 N3 H3 115.9 . . ?
C10 N3 C11 128.28(13) . . ?
C11 N3 H3 115.9 . . ?
N2 C10 N3 117.43(14) . . ?
N2 C10 C9 119.91(14) . . ?
N3 C10 C9 122.59(14) . . ?
C2 C7 C8 106.70(14) . . ?
C2 C7 C6 119.31(15) . . ?
C6 C7 C8 133.96(15) . . ?
C7 C2 C1 109.34(14) . . ?
C3 C2 C7 121.54(15) . . ?
C3 C2 C1 129.12(15) . . ?
C10 C9 C21 120.60(13) . . ?
C8 C9 C10 118.66(14) . . ?
C8 C9 C21 120.72(14) . . ?
C32 C27 C28 112.92(15) . . ?
C32 C27 B1 126.09(15) . . ?
C28 C27 B1 120.69(14) . . ?
N1 C8 C7 108.64(13) . . ?
N1 C8 C9 121.05(14) . . ?
C9 C8 C7 130.26(15) . . ?
C16 C15 N2 120.08(16) . . ?
C20 C15 N2 119.46(15) . . ?
C20 C15 C16 120.35(16) . . ?
N1 C1 C2 103.23(13) . . ?
N1 C1 H1A 111.1 . . ?
N1 C1 H1B 111.1 . . ?
C2 C1 H1A 111.1 . . ?
C2 C1 H1B 111.1 . . ?
H1A C1 H1B 109.1 . . ?
C34 C33 C38 113.22(15) . . ?
C34 C33 B1 121.77(14) . . ?
C38 C33 B1 125.01(15) . . ?
F10 C32 C27 120.92(15) . . ?
F10 C32 C31 114.76(15) . . ?
C31 C32 C27 124.32(16) . . ?
C22 C21 C9 122.63(15) . . ?
C22 C21 C26 114.76(15) . . ?
C26 C21 C9 122.59(15) . . ?
F1 C22 C21 119.86(15) . . ?
F1 C22 C23 116.22(16) . . ?
C23 C22 C21 123.90(16) . . ?
C15 C16 H16 120.2 . . ?
C15 C16 C17 119.59(18) . . ?
C17 C16 H16 120.2 . . ?
N3 C11 C14 111.73(14) . . ?
N3 C11 C12 110.33(13) . . ?
N3 C11 C13 105.17(14) . . ?
C14 C11 C13 107.87(14) . . ?
C12 C11 C14 111.59(15) . . ?
C12 C11 C13 109.91(15) . . ?
F12 C35 C34 120.91(16) . . ?
F12 C35 C36 119.76(16) . . ?
C36 C35 C34 119.32(17) . . ?
F11 C34 C33 120.07(14) . . ?
F11 C34 C35 115.34(15) . . ?
C35 C34 C33 124.59(16) . . ?
F5 C26 C21 119.83(15) . . ?
F5 C26 C25 117.57(15) . . ?
C25 C26 C21 122.60(17) . . ?
F15 C38 C33 120.43(15) . . ?
F15 C38 C37 115.68(15) . . ?
C37 C38 C33 123.89(17) . . ?
C2 C3 H3A 120.7 . . ?
C4 C3 C2 118.55(16) . . ?
C4 C3 H3A 120.7 . . ?
F6 C28 C27 120.00(15) . . ?
F6 C28 C29 115.25(15) . . ?
C29 C28 C27 124.74(16) . . ?
C15 C20 H20 120.0 . . ?
C15 C20 C19 119.98(17) . . ?
C19 C20 H20 120.0 . . ?
F7 C29 C28 120.65(17) . . ?
F7 C29 C30 119.94(16) . . ?
C30 C29 C28 119.41(16) . . ?
F4 C25 C26 120.10(18) . . ?
F4 C25 C24 119.47(16) . . ?
C24 C25 C26 120.42(16) . . ?
F2 C23 C22 119.95(17) . . ?
F2 C23 C24 121.08(16) . . ?
C24 C23 C22 118.97(18) . . ?
C7 C6 H6 120.6 . . ?
C5 C6 C7 118.73(16) . . ?
C5 C6 H6 120.6 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
F9 C31 C32 120.56(17) . . ?
F9 C31 C30 119.66(17) . . ?
C30 C31 C32 119.78(17) . . ?
F13 C36 C35 120.55(18) . . ?
F13 C36 C37 120.37(17) . . ?
C35 C36 C37 119.08(16) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
F3 C24 C25 120.47(18) . . ?
F3 C24 C23 120.21(19) . . ?
C25 C24 C23 119.30(16) . . ?
F8 C30 C29 120.47(17) . . ?
F8 C30 C31 120.71(18) . . ?
C29 C30 C31 118.82(17) . . ?
C6 C5 H5 119.5 . . ?
C6 C5 C4 121.01(17) . . ?
C4 C5 H5 119.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C3 C4 C5 120.57(17) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
F14 C37 C38 120.35(17) . . ?
F14 C37 C36 119.90(16) . . ?
C36 C37 C38 119.74(16) . . ?
C20 C19 H19 120.2 . . ?
C20 C19 C18 119.68(19) . . ?
C18 C19 H19 120.2 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.09(18) . . ?
C18 C17 H17 120.0 . . ?
C19 C18 H18 119.8 . . ?
C17 C18 C19 120.31(18) . . ?
C17 C18 H18 119.8 . . ?
N1 B1 N2 104.30(13) . . ?
N1 B1 C27 106.03(13) . . ?
N1 B1 C33 111.19(13) . . ?
N2 B1 C27 112.91(13) . . ?
N2 B1 C33 108.28(13) . . ?
C33 B1 C27 113.74(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F6 C28 C29 F7 1.2(2) . . . . ?
F6 C28 C29 C30 -178.15(16) . . . . ?
F5 C26 C25 F4 0.9(2) . . . . ?
F5 C26 C25 C24 179.44(16) . . . . ?
F1 C22 C23 F2 -1.6(2) . . . . ?
F1 C22 C23 C24 179.02(16) . . . . ?
F15 C38 C37 F14 -1.8(2) . . . . ?
F15 C38 C37 C36 179.09(16) . . . . ?
F10 C32 C31 F9 -1.6(3) . . . . ?
F10 C32 C31 C30 178.89(16) . . . . ?
F12 C35 C34 F11 3.5(2) . . . . ?
F12 C35 C34 C33 -175.89(15) . . . . ?
F12 C35 C36 F13 -0.2(3) . . . . ?
F12 C35 C36 C37 179.45(16) . . . . ?
F7 C29 C30 F8 0.8(3) . . . . ?
F7 C29 C30 C31 -179.08(17) . . . . ?
F2 C23 C24 F3 1.5(3) . . . . ?
F2 C23 C24 C25 -177.15(17) . . . . ?
F13 C36 C37 F14 -1.4(3) . . . . ?
F13 C36 C37 C38 177.69(16) . . . . ?
F4 C25 C24 F3 -0.7(3) . . . . ?
F4 C25 C24 C23 177.97(16) . . . . ?
F9 C31 C30 F8 0.3(3) . . . . ?
F9 C31 C30 C29 -179.82(17) . . . . ?
N2 C10 C9 C8 14.3(2) . . . . ?
N2 C10 C9 C21 -166.94(15) . . . . ?
N2 C15 C16 C17 -176.76(15) . . . . ?
N2 C15 C20 C19 176.27(16) . . . . ?
N3 C10 C9 C8 -168.63(15) . . . . ?
N3 C10 C9 C21 10.1(2) . . . . ?
C10 N2 C15 C16 -103.72(18) . . . . ?
C10 N2 C15 C20 80.2(2) . . . . ?
C10 N2 B1 N1 -31.72(19) . . . . ?
C10 N2 B1 C27 82.92(18) . . . . ?
C10 N2 B1 C33 -150.22(14) . . . . ?
C10 N3 C11 C14 -110.89(18) . . . . ?
C10 N3 C11 C12 13.9(2) . . . . ?
C10 N3 C11 C13 132.34(17) . . . . ?
C10 C9 C8 N1 -5.8(2) . . . . ?
C10 C9 C8 C7 171.38(16) . . . . ?
C10 C9 C21 C22 -117.92(18) . . . . ?
C10 C9 C21 C26 63.9(2) . . . . ?
C7 C2 C1 N1 0.43(18) . . . . ?
C7 C2 C3 C4 4.2(3) . . . . ?
C7 C6 C5 C4 0.7(3) . . . . ?
C2 C7 C8 N1 8.16(18) . . . . ?
C2 C7 C8 C9 -169.25(17) . . . . ?
C2 C7 C6 C5 3.9(3) . . . . ?
C2 C3 C4 C5 0.5(3) . . . . ?
C9 C21 C22 F1 1.2(2) . . . . ?
C9 C21 C22 C23 -177.23(16) . . . . ?
C9 C21 C26 F5 -1.4(2) . . . . ?
C9 C21 C26 C25 178.95(16) . . . . ?
C27 C32 C31 F9 179.05(17) . . . . ?
C27 C32 C31 C30 -0.5(3) . . . . ?
C27 C28 C29 F7 179.83(16) . . . . ?
C27 C28 C29 C30 0.5(3) . . . . ?
C8 N1 C1 C2 4.92(18) . . . . ?
C8 N1 B1 N2 40.04(19) . . . . ?
C8 N1 B1 C27 -79.38(17) . . . . ?
C8 N1 B1 C33 156.53(14) . . . . ?
C8 C7 C2 C1 -4.98(19) . . . . ?
C8 C7 C2 C3 175.02(15) . . . . ?
C8 C7 C6 C5 -178.08(18) . . . . ?
C8 C9 C21 C22 60.8(2) . . . . ?
C8 C9 C21 C26 -117.37(18) . . . . ?
C15 N2 C10 N3 10.5(2) . . . . ?
C15 N2 C10 C9 -172.32(15) . . . . ?
C15 N2 B1 N1 148.08(14) . . . . ?
C15 N2 B1 C27 -97.27(16) . . . . ?
C15 N2 B1 C33 29.58(18) . . . . ?
C15 C16 C17 C18 0.7(3) . . . . ?
C15 C20 C19 C18 0.4(3) . . . . ?
C1 N1 C8 C7 -8.14(18) . . . . ?
C1 N1 C8 C9 169.56(15) . . . . ?
C1 N1 B1 N2 -156.25(15) . . . . ?
C1 N1 B1 C27 84.34(18) . . . . ?
C1 N1 B1 C33 -39.8(2) . . . . ?
C1 C2 C3 C4 -175.77(18) . . . . ?
C33 C38 C37 F14 178.74(16) . . . . ?
C33 C38 C37 C36 -0.4(3) . . . . ?
C32 C27 C28 F6 177.44(15) . . . . ?
C32 C27 C28 C29 -1.1(3) . . . . ?
C32 C27 B1 N1 101.89(18) . . . . ?
C32 C27 B1 N2 -11.7(2) . . . . ?
C32 C27 B1 C33 -135.61(17) . . . . ?
C32 C31 C30 F8 179.84(17) . . . . ?
C32 C31 C30 C29 -0.3(3) . . . . ?
C21 C9 C8 N1 175.53(14) . . . . ?
C21 C9 C8 C7 -7.3(3) . . . . ?
C21 C22 C23 F2 176.86(16) . . . . ?
C21 C22 C23 C24 -2.5(3) . . . . ?
C21 C26 C25 F4 -179.46(15) . . . . ?
C21 C26 C25 C24 -0.9(3) . . . . ?
C22 C21 C26 F5 -179.66(15) . . . . ?
C22 C21 C26 C25 0.7(2) . . . . ?
C22 C23 C24 F3 -179.11(16) . . . . ?
C22 C23 C24 C25 2.2(3) . . . . ?
C16 C15 C20 C19 0.2(3) . . . . ?
C16 C17 C18 C19 -0.1(3) . . . . ?
C11 N3 C10 N2 -120.65(17) . . . . ?
C11 N3 C10 C9 62.3(2) . . . . ?
C35 C36 C37 F14 178.95(16) . . . . ?
C35 C36 C37 C38 -1.9(3) . . . . ?
C34 C33 C38 F15 -175.96(14) . . . . ?
C34 C33 C38 C37 3.5(2) . . . . ?
C34 C33 B1 N1 -40.3(2) . . . . ?
C34 C33 B1 N2 73.68(18) . . . . ?
C34 C33 B1 C27 -159.95(14) . . . . ?
C34 C35 C36 F13 -178.77(15) . . . . ?
C34 C35 C36 C37 0.9(3) . . . . ?
C26 C21 C22 F1 179.46(15) . . . . ?
C26 C21 C22 C23 1.0(2) . . . . ?
C26 C25 C24 F3 -179.28(16) . . . . ?
C26 C25 C24 C23 -0.6(3) . . . . ?
C38 C33 C34 F11 176.00(14) . . . . ?
C38 C33 C34 C35 -4.7(2) . . . . ?
C38 C33 B1 N1 140.79(16) . . . . ?
C38 C33 B1 N2 -105.19(18) . . . . ?
C38 C33 B1 C27 21.2(2) . . . . ?
C3 C2 C1 N1 -179.57(17) . . . . ?
C28 C27 C32 F10 -178.22(15) . . . . ?
C28 C27 C32 C31 1.1(3) . . . . ?
C28 C27 B1 N1 -71.34(18) . . . . ?
C28 C27 B1 N2 175.06(14) . . . . ?
C28 C27 B1 C33 51.2(2) . . . . ?
C28 C29 C30 F8 -179.83(17) . . . . ?
C28 C29 C30 C31 0.3(3) . . . . ?
C20 C15 C16 C17 -0.7(3) . . . . ?
C20 C19 C18 C17 -0.4(3) . . . . ?
C6 C7 C2 C1 173.52(16) . . . . ?
C6 C7 C2 C3 -6.5(3) . . . . ?
C6 C7 C8 N1 -170.02(19) . . . . ?
C6 C7 C8 C9 12.6(3) . . . . ?
C6 C5 C4 C3 -3.0(3) . . . . ?
C36 C35 C34 F11 -177.95(14) . . . . ?
C36 C35 C34 C33 2.7(3) . . . . ?
B1 N1 C8 C7 157.84(14) . . . . ?
B1 N1 C8 C9 -24.5(2) . . . . ?
B1 N1 C1 C2 -160.03(15) . . . . ?
B1 N2 C10 N3 -169.70(14) . . . . ?
B1 N2 C10 C9 7.5(2) . . . . ?
B1 N2 C15 C16 76.47(19) . . . . ?
B1 N2 C15 C20 -99.62(18) . . . . ?
B1 C27 C32 F10 8.1(3) . . . . ?
B1 C27 C32 C31 -172.54(17) . . . . ?
B1 C27 C28 F6 -8.5(2) . . . . ?
B1 C27 C28 C29 172.93(16) . . . . ?
B1 C33 C34 F11 -3.0(2) . . . . ?
B1 C33 C34 C35 176.36(15) . . . . ?
B1 C33 C38 F15 3.0(2) . . . . ?
B1 C33 C38 C37 -177.58(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
