# 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 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_pm3_42_280k_auto
_database_code_depnum_ccdc_archive 'CCDC 2310937'
_audit_update_record             
;
2023-11-29 deposited with the CCDC.	2024-02-05 downloaded from the CCDC.
;
_audit_creation_date             2023-11-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
'peter.mcdonald@monash.edu '
Chris.Ritchie@monash.edu
_chemical_name_common            ?
_chemical_name_systematic        
(4-(diphenylamino)pyridin-1-ium)trifluoroborate
_chemical_formula_moiety         '2(C17 H14 B F3 N2)'
_chemical_formula_sum            'C34 H28 B2 F6 N4'
_chemical_formula_weight         628.22
_chemical_melting_point          ?
_chemical_oxdiff_formula         C17H14N2BF3
_chemical_oxdiff_usercomment     'Clear colourless irregular block'
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      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                   8.48980(10)
_cell_length_b                   11.7179(2)
_cell_length_c                   16.2792(2)
_cell_angle_alpha                90.7320(10)
_cell_angle_beta                 99.9450(10)
_cell_angle_gamma                95.1060(10)
_cell_volume                     1588.18(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    14514
_cell_measurement_temperature    293
_cell_measurement_theta_max      79.5450
_cell_measurement_theta_min      3.7710
_shelx_estimated_absorpt_T_max   0.975
_shelx_estimated_absorpt_T_min   0.747
_exptl_absorpt_coefficient_mu    0.861
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86281
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.113a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             648
_exptl_crystal_preparation       oil
_exptl_crystal_recrystallization_method DCM
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0490
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            33396
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.400
_diffrn_reflns_theta_min         3.789
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      293
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -121.00 -38.00   0.50    1.01    --  -50.51 -58.00 103.00  166
  2  ω    -62.00  21.00   0.50    1.01    --  -50.51  58.00-116.00  166
  3  ω   -161.00 -78.00   0.50    5.00    --  -90.00 -58.00 103.00  166
  4  ω   -102.00 -18.00   0.50    5.00    --  -90.00  58.00-116.00  168
  5  ω    100.00 178.00   0.50    5.00    --  111.50  58.00-116.00  156
  6  ω     41.00 103.00   0.50    5.00    --  111.50 -58.00 103.00  124
  7  ω    -99.00 -44.00   0.50    1.01    --  -50.51   0.00 120.00  110
  8  ω   -121.00 -73.00   0.50    1.01    --  -50.51-125.00-180.00   96
  9  ω    -86.00 -13.00   0.50    1.01    --  -50.51 125.00  90.00  146
 10  ω      2.00  57.00   0.50    1.01    --   50.51   0.00  60.00  110
 11  ω    -20.00  63.00   0.50    1.01    --   50.51 -58.00 103.00  166
 12  ω     39.00 121.00   0.50    1.01    --   50.51  58.00-116.00  164
 13  ω    -20.00  62.00   0.50    1.01    --   50.51 -57.00  30.00  164
 14  ω    -68.00 -17.00   0.50    5.00    --  -90.00  30.00  90.00  102
 15  ω    -85.00 -18.00   0.50    5.00    --  -90.00 125.00 -60.00  134
 16  ω     40.00 116.00   0.50    5.00    --  111.50 -15.00 -60.00  152
 17  ω     41.00 131.00   0.50    5.00    --  111.50 -77.00-150.00  180
 18  ω     41.00 111.00   0.50    5.00    --  111.50-125.00 -90.00  140
 19  ω     40.00  66.00   0.50    5.00    --  111.50 -30.00   0.00   52
 20  ω     40.00  66.00   0.50    5.00    --  111.50 -30.00 150.00   52
 21  ω     40.00  66.00   0.50    5.00    --  111.50 -30.00 -90.00   52
 22  ω     41.00 106.00   0.50    5.00    --  111.50 -94.00  90.00  130
 23  ω     41.00  76.00   0.50    5.00    --  111.50 -45.00 -90.00   70
 24  ω     41.00  76.00   0.50    5.00    --  111.50 -45.00  90.00   70
 25  ω     41.00  76.00   0.50    5.00    --  111.50 -45.00  30.00   70
 26  ω     41.00 106.00   0.50    5.00    --  111.50 -94.00 120.00  130
 27  ω     41.00 106.00   0.50    5.00    --  111.50 -94.00-120.00  130
 28  ω     40.00  66.00   0.50    5.00    --  111.50 -30.00  90.00   52
 29  ω     95.00 178.00   0.50    5.00    --  111.50 125.00 150.00  166
 30  ω     41.00  76.00   0.50    5.00    --  111.50 -45.00-120.00   70
 31  ω    108.00 178.00   0.50    5.00    --  111.50  30.00 -90.00  140
 32  ω     41.00 106.00   0.50    5.00    --  111.50 -94.00   0.00  130
 33  ω     41.00 111.00   0.50    5.00    --  111.50-125.00-120.00  140
 34  ω     41.00 106.00   0.50    5.00    --  111.50 -94.00 -60.00  130
 35  ω     40.00  66.00   0.50    5.00    --  111.50 -30.00 120.00   52
 36  ω     41.00 106.00   0.50    5.00    --  111.50 -94.00 150.00  130
 37  ω     41.00 111.00   0.50    5.00    --  111.50-125.00  30.00  140
 38  ω     41.00 106.00   0.50    5.00    --  111.50 -94.00  60.00  130
 39  ω     41.00  76.00   0.50    5.00    --  111.50 -45.00 -60.00   70
 40  ω     40.00  66.00   0.50    5.00    --  111.50 -30.00-180.00   52
 41  ω     40.00  66.00   0.50    5.00    --  111.50 -30.00-150.00   52
 42  ω     40.00  66.00   0.50    5.00    --  111.50 -30.00  30.00   52
 43  ω     41.00 131.00   0.50    5.00    --  111.50 -77.00-120.00  180
 44  ω     92.00 178.00   0.50    5.00    --  111.50  77.00 150.00  172
 45  ω     63.00 118.00   0.50    5.00    --  111.50   0.00  30.00  110
 46  ω     43.00 106.00   0.50    5.00    --  111.50 -94.00 -90.00  126
 47  ω     68.00  99.00   0.50    5.00    --  111.50 -94.00 -30.00   62
 48  ω     45.00 106.00   0.50    5.00    --  111.50 -94.00  30.00  122
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0787312000
_diffrn_orient_matrix_UB_12      0.0637196000
_diffrn_orient_matrix_UB_13      -0.0668892000
_diffrn_orient_matrix_UB_21      0.1261689000
_diffrn_orient_matrix_UB_22      -0.0876567000
_diffrn_orient_matrix_UB_23      0.0063802000
_diffrn_orient_matrix_UB_31      -0.1100762000
_diffrn_orient_matrix_UB_32      -0.0754514000
_diffrn_orient_matrix_UB_33      -0.0687281000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5651
_reflns_number_total             6797
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.352
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       0.0015(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   0.929
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     416
_refine_ls_number_reflns         6797
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0501
_refine_ls_restrained_S_all      0.929
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0414P)²+0.6708P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1129
_refine_ls_wR_factor_ref         0.1198
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C19(H19), C2(H2), C18(H18), C4(H4), C5(H5), C22(H22), C34(H34),
 C21(H21), C17(H17), C24(H24), C11(H11), C7(H7), C33(H33), C13(H13), C28(H28),
 C30(H30), C16(H16), C9(H9), C32(H32), C10(H10), C8(H8), C15(H15), C25(H25),
 C31(H31), C27(H27), C14(H14), C26(H26)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F -0.37275(13) 1.20914(9) 0.52330(8) 0.0693(3) Uani 1 1 d . . . . .
F2 F -0.13068(13) 1.25107(9) 0.48537(8) 0.0746(3) Uani 1 1 d . . . . .
F5 F 0.87033(14) 0.74742(10) 1.00530(8) 0.0765(3) Uani 1 1 d . . . . .
F3 F -0.32659(17) 1.13934(10) 0.40075(7) 0.0828(4) Uani 1 1 d . . . . .
N2 N -0.19801(15) 1.05971(10) 0.52694(8) 0.0438(3) Uani 1 1 d . . . . .
N3 N 0.89334(16) 0.27793(11) 0.81069(8) 0.0474(3) Uani 1 1 d . . . . .
N4 N 0.78453(15) 0.56715(11) 0.93301(8) 0.0468(3) Uani 1 1 d . . . . .
N1 N -0.08729(16) 0.77589(11) 0.66891(8) 0.0494(3) Uani 1 1 d . . . . .
F4 F 0.6568(2) 0.64406(13) 1.03731(12) 0.1289(7) Uani 1 1 d . . . . .
F6 F 0.6407(2) 0.73180(13) 0.91434(12) 0.1311(7) Uani 1 1 d . . . . .
C20 C 0.85888(18) 0.37223(12) 0.85150(9) 0.0437(3) Uani 1 1 d . . . . .
C1 C -0.06339(18) 1.06298(12) 0.58472(9) 0.0441(3) Uani 1 1 d . . . . .
H1 H 0.003118 1.131085 0.593386 0.053 Uiso 1 1 calc R U . . .
C23 C 1.03142(19) 0.27741(13) 0.77070(10) 0.0475(3) Uani 1 1 d . . . . .
C19 C 0.96729(18) 0.47124(13) 0.86738(10) 0.0469(3) Uani 1 1 d . . . . .
H19 H 1.066969 0.473151 0.850819 0.056 Uiso 1 1 calc R U . . .
C3 C -0.11977(17) 0.86787(12) 0.62070(9) 0.0424(3) Uani 1 1 d . . . . .
C2 C -0.02000(18) 0.97139(13) 0.63104(10) 0.0446(3) Uani 1 1 d . . . . .
H2 H 0.075344 0.977190 0.669437 0.054 Uiso 1 1 calc R U . . .
C18 C 0.92608(18) 0.56433(13) 0.90703(10) 0.0470(3) Uani 1 1 d . . . . .
H18 H 0.999383 0.628976 0.916576 0.056 Uiso 1 1 calc R U . . .
C29 C 0.79300(19) 0.17169(13) 0.80762(10) 0.0467(3) Uani 1 1 d . . . . .
C6 C 0.03412(19) 0.78319(14) 0.74255(10) 0.0493(4) Uani 1 1 d . . . . .
C4 C -0.25642(19) 0.86388(13) 0.55792(10) 0.0478(3) Uani 1 1 d . . . . .
H4 H -0.323593 0.796358 0.546580 0.057 Uiso 1 1 calc R U . . .
C5 C -0.29014(19) 0.95889(13) 0.51386(10) 0.0478(3) Uani 1 1 d . . . . .
H5 H -0.381264 0.954349 0.472590 0.057 Uiso 1 1 calc R U . . .
C12 C -0.18441(19) 0.66795(13) 0.65055(10) 0.0489(4) Uani 1 1 d . . . . .
C22 C 0.6803(2) 0.47213(14) 0.91921(11) 0.0530(4) Uani 1 1 d . . . . .
H22 H 0.582294 0.472575 0.937288 0.064 Uiso 1 1 calc R U . . .
C34 C 0.7052(2) 0.13026(16) 0.73274(11) 0.0550(4) Uani 1 1 d . . . . .
H34 H 0.708984 0.171108 0.684402 0.066 Uiso 1 1 calc R U . . .
C21 C 0.7123(2) 0.37570(14) 0.88004(11) 0.0534(4) Uani 1 1 d . . . . .
H21 H 0.637002 0.312082 0.872161 0.064 Uiso 1 1 calc R U . . .
C17 C -0.1672(2) 0.60114(14) 0.58308(12) 0.0590(4) Uani 1 1 d . . . . .
H17 H -0.091353 0.624322 0.550301 0.071 Uiso 1 1 calc R U . . .
C24 C 1.1420(2) 0.19940(16) 0.79483(12) 0.0606(4) Uani 1 1 d . . . . .
H24 H 1.128173 0.149778 0.837674 0.073 Uiso 1 1 calc R U . . .
C11 C 0.1552(2) 0.71105(17) 0.74993(13) 0.0626(4) Uani 1 1 d . . . . .
H11 H 0.159828 0.658952 0.707025 0.075 Uiso 1 1 calc R U . . .
C7 C 0.0273(2) 0.85996(17) 0.80635(11) 0.0628(5) Uani 1 1 d . . . . .
H7 H -0.055356 0.907737 0.801718 0.075 Uiso 1 1 calc R U . . .
C33 C 0.6109(2) 0.02702(18) 0.72984(15) 0.0706(6) Uani 1 1 d . . . . .
H33 H 0.551751 -0.001905 0.679264 0.085 Uiso 1 1 calc R U . . .
C13 C -0.2943(2) 0.63380(18) 0.70026(13) 0.0668(5) Uani 1 1 d . . . . .
H13 H -0.304757 0.678553 0.746271 0.080 Uiso 1 1 calc R U . . .
C28 C 1.0509(2) 0.35088(17) 0.70731(12) 0.0632(5) Uani 1 1 d . . . . .
H28 H 0.976145 0.403104 0.690545 0.076 Uiso 1 1 calc R U . . .
C30 C 0.7887(3) 0.11135(16) 0.87971(12) 0.0657(5) Uani 1 1 d . . . . .
H30 H 0.849554 0.139153 0.930176 0.079 Uiso 1 1 calc R U . . .
C16 C -0.2633(3) 0.49940(16) 0.56425(14) 0.0709(5) Uani 1 1 d . . . . .
H16 H -0.252469 0.454220 0.518532 0.085 Uiso 1 1 calc R U . . .
C9 C 0.2644(3) 0.7943(2) 0.88498(14) 0.0786(6) Uani 1 1 d . . . . .
H9 H 0.342429 0.798176 0.932914 0.094 Uiso 1 1 calc R U . . .
C32 C 0.6046(3) -0.03255(17) 0.80114(17) 0.0783(6) Uani 1 1 d . . . . .
H32 H 0.540368 -0.101482 0.798971 0.094 Uiso 1 1 calc R U . . .
C10 C 0.2700(2) 0.7170(2) 0.82195(15) 0.0763(6) Uani 1 1 d . . . . .
H10 H 0.351415 0.668053 0.827538 0.092 Uiso 1 1 calc R U . . .
C8 C 0.1442(3) 0.8657(2) 0.87744(12) 0.0757(6) Uani 1 1 d . . . . .
H8 H 0.140941 0.918323 0.920210 0.091 Uiso 1 1 calc R U . . .
C15 C -0.3739(3) 0.46522(18) 0.61264(15) 0.0778(6) Uani 1 1 d . . . . .
H15 H -0.438800 0.396998 0.599562 0.093 Uiso 1 1 calc R U . . .
B1 B -0.2588(2) 1.17104(16) 0.48129(13) 0.0512(4) Uani 1 1 d . . . . .
C25 C 1.2726(3) 0.1949(2) 0.75564(16) 0.0787(6) Uani 1 1 d . . . . .
H25 H 1.346763 0.142136 0.771898 0.094 Uiso 1 1 calc R U . . .
C31 C 0.6927(3) 0.00922(17) 0.87578(16) 0.0812(6) Uani 1 1 d . . . . .
H31 H 0.687765 -0.031522 0.924069 0.097 Uiso 1 1 calc R U . . .
C27 C 1.1845(3) 0.3459(2) 0.66852(14) 0.0811(7) Uani 1 1 d . . . . .
H27 H 1.199885 0.395656 0.625971 0.097 Uiso 1 1 calc R U . . .
C14 C -0.3899(3) 0.5309(2) 0.68048(16) 0.0816(6) Uani 1 1 d . . . . .
H14 H -0.464893 0.506692 0.713470 0.098 Uiso 1 1 calc R U . . .
C26 C 1.2931(3) 0.2678(2) 0.69294(17) 0.0842(7) Uani 1 1 d . . . . .
H26 H 1.381538 0.264558 0.666573 0.101 Uiso 1 1 calc R U . . .
B2 B 0.7358(2) 0.67892(18) 0.97497(15) 0.0601(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.379(2) . ?
F2 B1 1.363(2) . ?
F5 B2 1.351(2) . ?
F3 B1 1.370(2) . ?
N2 C1 1.346(2) . ?
N2 C5 1.3507(19) . ?
N2 B1 1.591(2) . ?
N3 C20 1.3616(19) . ?
N3 C23 1.4363(19) . ?
N3 C29 1.4398(19) . ?
N4 C18 1.344(2) . ?
N4 C22 1.350(2) . ?
N4 B2 1.589(2) . ?
N1 C3 1.3614(19) . ?
N1 C6 1.436(2) . ?
N1 C12 1.4452(19) . ?
F4 B2 1.358(3) . ?
F6 B2 1.356(3) . ?
C20 C19 1.407(2) . ?
C20 C21 1.405(2) . ?
C1 H1 0.9300 . ?
C1 C2 1.361(2) . ?
C23 C24 1.380(3) . ?
C23 C28 1.375(2) . ?
C19 H19 0.9300 . ?
C19 C18 1.363(2) . ?
C3 C2 1.407(2) . ?
C3 C4 1.404(2) . ?
C2 H2 0.9300 . ?
C18 H18 0.9300 . ?
C29 C34 1.373(2) . ?
C29 C30 1.382(2) . ?
C6 C11 1.379(3) . ?
C6 C7 1.377(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.357(2) . ?
C5 H5 0.9300 . ?
C12 C17 1.376(2) . ?
C12 C13 1.374(3) . ?
C22 H22 0.9300 . ?
C22 C21 1.361(2) . ?
C34 H34 0.9300 . ?
C34 C33 1.386(3) . ?
C21 H21 0.9300 . ?
C17 H17 0.9300 . ?
C17 C16 1.383(2) . ?
C24 H24 0.9300 . ?
C24 C25 1.376(3) . ?
C11 H11 0.9300 . ?
C11 C10 1.386(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.385(3) . ?
C33 H33 0.9300 . ?
C33 C32 1.369(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.393(3) . ?
C28 H28 0.9300 . ?
C28 C27 1.396(3) . ?
C30 H30 0.9300 . ?
C30 C31 1.381(3) . ?
C16 H16 0.9300 . ?
C16 C15 1.363(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.370(3) . ?
C9 C8 1.366(3) . ?
C32 H32 0.9300 . ?
C32 C31 1.372(3) . ?
C10 H10 0.9300 . ?
C8 H8 0.9300 . ?
C15 H15 0.9300 . ?
C15 C14 1.371(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.364(4) . ?
C31 H31 0.9300 . ?
C27 H27 0.9300 . ?
C27 C26 1.370(4) . ?
C14 H14 0.9300 . ?
C26 H26 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
C1 N2 C5 117.28(13) . . ?
C1 N2 B1 122.61(12) . . ?
C5 N2 B1 119.85(13) . . ?
C20 N3 C23 122.68(12) . . ?
C20 N3 C29 120.73(12) . . ?
C23 N3 C29 116.57(12) . . ?
C18 N4 C22 117.53(13) . . ?
C18 N4 B2 122.11(13) . . ?
C22 N4 B2 120.31(14) . . ?
C3 N1 C6 122.44(13) . . ?
C3 N1 C12 120.14(13) . . ?
C6 N1 C12 117.26(12) . . ?
N3 C20 C19 122.10(14) . . ?
N3 C20 C21 121.53(14) . . ?
C21 C20 C19 116.37(14) . . ?
N2 C1 H1 118.4 . . ?
N2 C1 C2 123.12(13) . . ?
C2 C1 H1 118.4 . . ?
C24 C23 N3 119.12(15) . . ?
C28 C23 N3 120.59(16) . . ?
C28 C23 C24 120.26(17) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 C20 119.94(14) . . ?
C18 C19 H19 120.0 . . ?
N1 C3 C2 122.28(14) . . ?
N1 C3 C4 121.16(13) . . ?
C4 C3 C2 116.56(14) . . ?
C1 C2 C3 119.83(14) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
N4 C18 C19 123.11(14) . . ?
N4 C18 H18 118.4 . . ?
C19 C18 H18 118.4 . . ?
C34 C29 N3 119.57(15) . . ?
C34 C29 C30 120.72(16) . . ?
C30 C29 N3 119.70(15) . . ?
C11 C6 N1 119.67(16) . . ?
C7 C6 N1 120.13(16) . . ?
C7 C6 C11 120.18(17) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.78(14) . . ?
C5 C4 H4 120.1 . . ?
N2 C5 C4 123.30(14) . . ?
N2 C5 H5 118.4 . . ?
C4 C5 H5 118.4 . . ?
C17 C12 N1 119.77(15) . . ?
C13 C12 N1 119.50(16) . . ?
C13 C12 C17 120.73(16) . . ?
N4 C22 H22 118.5 . . ?
N4 C22 C21 122.99(15) . . ?
C21 C22 H22 118.5 . . ?
C29 C34 H34 120.3 . . ?
C29 C34 C33 119.37(18) . . ?
C33 C34 H34 120.3 . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 120.03(14) . . ?
C22 C21 H21 120.0 . . ?
C12 C17 H17 120.1 . . ?
C12 C17 C16 119.71(18) . . ?
C16 C17 H17 120.1 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.2(2) . . ?
C25 C24 H24 119.9 . . ?
C6 C11 H11 120.3 . . ?
C6 C11 C10 119.3(2) . . ?
C10 C11 H11 120.3 . . ?
C6 C7 H7 120.1 . . ?
C6 C7 C8 119.7(2) . . ?
C8 C7 H7 120.1 . . ?
C34 C33 H33 119.9 . . ?
C32 C33 C34 120.24(19) . . ?
C32 C33 H33 119.9 . . ?
C12 C13 H13 120.6 . . ?
C12 C13 C14 118.8(2) . . ?
C14 C13 H13 120.6 . . ?
C23 C28 H28 120.5 . . ?
C23 C28 C27 119.0(2) . . ?
C27 C28 H28 120.5 . . ?
C29 C30 H30 120.4 . . ?
C31 C30 C29 119.10(19) . . ?
C31 C30 H30 120.4 . . ?
C17 C16 H16 120.0 . . ?
C15 C16 C17 120.1(2) . . ?
C15 C16 H16 120.0 . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C8 C9 C10 120.01(19) . . ?
C33 C32 H32 119.9 . . ?
C33 C32 C31 120.12(18) . . ?
C31 C32 H32 119.9 . . ?
C11 C10 H10 119.7 . . ?
C9 C10 C11 120.5(2) . . ?
C9 C10 H10 119.7 . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.3(2) . . ?
C9 C8 H8 119.9 . . ?
C16 C15 H15 119.8 . . ?
C16 C15 C14 120.33(18) . . ?
C14 C15 H15 119.8 . . ?
F1 B1 N2 106.85(14) . . ?
F2 B1 F1 111.10(15) . . ?
F2 B1 F3 112.29(16) . . ?
F2 B1 N2 108.34(14) . . ?
F3 B1 F1 110.29(16) . . ?
F3 B1 N2 107.74(14) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 C24 120.0(2) . . ?
C26 C25 H25 120.0 . . ?
C30 C31 H31 119.8 . . ?
C32 C31 C30 120.4(2) . . ?
C32 C31 H31 119.8 . . ?
C28 C27 H27 119.9 . . ?
C26 C27 C28 120.2(2) . . ?
C26 C27 H27 119.9 . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.4(2) . . ?
C15 C14 H14 119.8 . . ?
C25 C26 C27 120.5(2) . . ?
C25 C26 H26 119.8 . . ?
C27 C26 H26 119.8 . . ?
F5 B2 N4 108.99(15) . . ?
F5 B2 F4 110.89(18) . . ?
F5 B2 F6 110.70(19) . . ?
F4 B2 N4 107.17(16) . . ?
F6 B2 N4 106.83(16) . . ?
F6 B2 F4 112.1(2) . . ?

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
N2 C1 C2 C3 -1.4(2) . . . . ?
N3 C20 C19 C18 178.72(15) . . . . ?
N3 C20 C21 C22 -178.74(16) . . . . ?
N3 C23 C24 C25 177.98(17) . . . . ?
N3 C23 C28 C27 -178.39(17) . . . . ?
N3 C29 C34 C33 178.92(15) . . . . ?
N3 C29 C30 C31 -179.60(19) . . . . ?
N4 C22 C21 C20 -0.3(3) . . . . ?
N1 C3 C2 C1 -175.86(14) . . . . ?
N1 C3 C4 C5 176.51(15) . . . . ?
N1 C6 C11 C10 -178.63(16) . . . . ?
N1 C6 C7 C8 179.44(17) . . . . ?
N1 C12 C17 C16 -178.24(17) . . . . ?
N1 C12 C13 C14 178.39(18) . . . . ?
C20 N3 C23 C24 121.96(17) . . . . ?
C20 N3 C23 C28 -60.2(2) . . . . ?
C20 N3 C29 C34 113.23(17) . . . . ?
C20 N3 C29 C30 -68.1(2) . . . . ?
C20 C19 C18 N4 0.4(3) . . . . ?
C1 N2 C5 C4 2.5(2) . . . . ?
C1 N2 B1 F1 -96.95(17) . . . . ?
C1 N2 B1 F2 22.8(2) . . . . ?
C1 N2 B1 F3 144.54(15) . . . . ?
C23 N3 C20 C19 -8.9(2) . . . . ?
C23 N3 C20 C21 171.04(15) . . . . ?
C23 N3 C29 C34 -68.3(2) . . . . ?
C23 N3 C29 C30 110.37(18) . . . . ?
C23 C24 C25 C26 0.2(3) . . . . ?
C23 C28 C27 C26 0.7(3) . . . . ?
C19 C20 C21 C22 1.2(2) . . . . ?
C3 N1 C6 C11 -124.27(18) . . . . ?
C3 N1 C6 C7 57.3(2) . . . . ?
C3 N1 C12 C17 74.0(2) . . . . ?
C3 N1 C12 C13 -105.24(19) . . . . ?
C3 C4 C5 N2 0.0(3) . . . . ?
C2 C3 C4 C5 -3.2(2) . . . . ?
C18 N4 C22 C21 -0.6(3) . . . . ?
C18 N4 B2 F5 -21.4(2) . . . . ?
C18 N4 B2 F4 -141.46(17) . . . . ?
C18 N4 B2 F6 98.3(2) . . . . ?
C29 N3 C20 C19 169.47(15) . . . . ?
C29 N3 C20 C21 -10.6(2) . . . . ?
C29 N3 C23 C24 -56.5(2) . . . . ?
C29 N3 C23 C28 121.37(17) . . . . ?
C29 C34 C33 C32 0.5(3) . . . . ?
C29 C30 C31 C32 0.9(3) . . . . ?
C6 N1 C3 C2 10.9(2) . . . . ?
C6 N1 C3 C4 -168.74(15) . . . . ?
C6 N1 C12 C17 -110.52(18) . . . . ?
C6 N1 C12 C13 70.2(2) . . . . ?
C6 C11 C10 C9 -0.6(3) . . . . ?
C6 C7 C8 C9 -1.1(3) . . . . ?
C4 C3 C2 C1 3.8(2) . . . . ?
C5 N2 C1 C2 -1.9(2) . . . . ?
C5 N2 B1 F1 76.92(18) . . . . ?
C5 N2 B1 F2 -163.31(14) . . . . ?
C5 N2 B1 F3 -41.6(2) . . . . ?
C12 N1 C3 C2 -173.87(14) . . . . ?
C12 N1 C3 C4 6.5(2) . . . . ?
C12 N1 C6 C11 60.4(2) . . . . ?
C12 N1 C6 C7 -118.00(18) . . . . ?
C12 C17 C16 C15 -0.4(3) . . . . ?
C12 C13 C14 C15 0.1(3) . . . . ?
C22 N4 C18 C19 0.6(2) . . . . ?
C22 N4 B2 F5 161.32(16) . . . . ?
C22 N4 B2 F4 41.2(2) . . . . ?
C22 N4 B2 F6 -79.0(2) . . . . ?
C34 C29 C30 C31 -1.0(3) . . . . ?
C34 C33 C32 C31 -0.6(3) . . . . ?
C21 C20 C19 C18 -1.2(2) . . . . ?
C17 C12 C13 C14 -0.9(3) . . . . ?
C17 C16 C15 C14 -0.4(4) . . . . ?
C24 C23 C28 C27 -0.6(3) . . . . ?
C24 C25 C26 C27 0.0(3) . . . . ?
C11 C6 C7 C8 1.0(3) . . . . ?
C7 C6 C11 C10 -0.2(3) . . . . ?
C33 C32 C31 C30 -0.1(4) . . . . ?
C13 C12 C17 C16 1.0(3) . . . . ?
C28 C23 C24 C25 0.1(3) . . . . ?
C28 C27 C26 C25 -0.5(3) . . . . ?
C30 C29 C34 C33 0.3(3) . . . . ?
C16 C15 C14 C13 0.6(4) . . . . ?
C10 C9 C8 C7 0.3(3) . . . . ?
C8 C9 C10 C11 0.6(3) . . . . ?
B1 N2 C1 C2 172.16(15) . . . . ?
B1 N2 C5 C4 -171.64(15) . . . . ?
B2 N4 C18 C19 -176.82(16) . . . . ?
B2 N4 C22 C21 176.86(18) . . . . ?

_olex2_exptl_crystal_mounting_method oil
_olex2_submission_original_sample_id PM3_42_DCM
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.958
_oxdiff_exptl_absorpt_empirical_full_min 0.299
####################################################################### 
# 
# 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_pm3_18_thf_1_auto
_database_code_depnum_ccdc_archive 'CCDC 2310950'
_audit_update_record             
;
2023-11-29 deposited with the CCDC.	2024-02-05 downloaded from the CCDC.
;
_audit_creation_date             2023-11-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
'peter.mcdonald@monash.edu '
Chris.Ritchie@monash.edu
_chemical_name_common            ?
_chemical_name_systematic        
'4-(diphenylamino)pyridin-1-ium tetrafluoroborate'
_chemical_formula_moiety         'B F4, C17 H15 N2'
_chemical_formula_sum            'C17 H15 B F4 N2'
_chemical_formula_weight         334.12
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H14N2BF3
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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.30620(10)
_cell_length_b                   7.70180(10)
_cell_length_c                   10.32470(10)
_cell_angle_alpha                90
_cell_angle_beta                 101.0560(10)
_cell_angle_gamma                90
_cell_volume                     804.326(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10156
_cell_measurement_temperature    123.01(10)
_cell_measurement_theta_max      78.3540
_cell_measurement_theta_min      4.3380
_shelx_estimated_absorpt_T_max   0.892
_shelx_estimated_absorpt_T_min   0.746
_exptl_absorpt_coefficient_mu    0.974
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80354
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.113a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             344
_exptl_crystal_preparation       oil
_exptl_crystal_recrystallization_method THF
_exptl_crystal_size_max          0.32
_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  0.0324
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13391
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.960
_diffrn_reflns_theta_min         4.363
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     41.00  76.00   0.50    0.10    --  111.50 -45.00   0.00   70
  2  ω     41.00  76.00   0.50    0.10    --  111.50 -45.00-150.00   70
  3  ω     41.00  76.00   0.50    0.10    --  111.50 -45.00 -90.00   70
  4  ω     41.00  76.00   0.50    0.10    --  111.50 -45.00 -30.00   70
  5  ω     41.00  76.00   0.50    0.10    --  111.50 -45.00 120.00   70
  6  ω     41.00  76.00   0.50    0.10    --  111.50 -45.00  60.00   70
  7  ω     41.00  76.00   0.50    0.10    --  111.50 -45.00  90.00   70
  8  ω     41.00  76.00   0.50    0.10    --  111.50 -45.00  30.00   70
  9  ω     40.00  66.00   0.50    0.10    --  111.50 -30.00 120.00   52
 10  ω     40.00  66.00   0.50    0.10    --  111.50 -30.00  30.00   52
 11  ω     40.00  66.00   0.50    0.10    --  111.50 -30.00  60.00   52
 12  ω     41.00  76.00   0.50    0.10    --  111.50 -45.00-180.00   70
 13  ω     40.00  66.00   0.50    0.10    --  111.50 -30.00-180.00   52
 14  ω     40.00  66.00   0.50    0.10    --  111.50 -30.00 -90.00   52
 15  ω     40.00  66.00   0.50    0.10    --  111.50 -30.00   0.00   52
 16  ω    104.00 178.00   0.50    0.10    --  111.50 109.00 -27.00  148
 17  ω     95.00 178.00   0.50    0.10    --  111.50 125.00 120.00  166
 18  ω     22.00  86.00   0.50    0.10    --   50.49-109.00-123.00  128
 19  ω     41.00 111.00   0.50    0.10    --  111.50-125.00   0.00  140
 20  ω     41.00 111.00   0.50    0.10    --  111.50-125.00 -30.00  140
 21  ω     41.00 111.00   0.50    0.10    --  111.50-125.00 -60.00  140
 22  ω     41.00 107.00   0.50    0.10    --  111.50-109.00-123.00  132
 23  ω    -82.00  -1.00   0.50    0.10    --  -50.49 109.00 -27.00  162
 24  ω    -68.00 -17.00   0.50    0.10    --  -90.00  30.00-180.00  102
 25  ω    -82.00 -18.00   0.50    0.10    --  -90.00 109.00 -27.00  128
 26  ω    -99.00 -44.00   0.50    0.10    --  -50.49   0.00   0.00  110
 27  ω   -122.00 -64.00   0.50    0.10    --  -50.49 -57.00 -30.00  116
 28  ω   -122.00 -73.00   0.50    0.10    --  -50.49-125.00  90.00   98
 29  ω   -161.00 -82.00   0.50    0.10    --  -90.00-109.00-123.00  158
 30  ω   -122.00 -31.00   0.50    0.10    --  -50.49 -77.00-180.00  182
 31  ω   -146.00-121.00   0.50    0.10    --  -90.00-109.00-123.00   50
 32  ω     68.00 112.00   0.50    0.10    --  111.50-128.00 156.00   88
 33  ω     -9.00  17.00   0.50    0.10    --  -50.49  38.00 120.00   52
 34  ω    -78.00 -52.00   0.50    0.10    --  -50.49   0.00 -60.00   52
 35  ω    -42.00 -11.00   0.50    0.10    --  -50.49  38.00 120.00   62
 36  ω    111.00 144.00   0.50    0.10    --  111.50  30.00  60.00   66
 37  ω     48.00  76.00   0.50    0.10    --  111.50 -45.00 -60.00   56
 38  ω     79.00 105.00   0.50    0.10    --  111.50 -94.00   0.00   52
 39  ω     83.00 109.00   0.50    0.10    --  111.50-125.00-180.00   52
 40  ω     66.00 106.00   0.50    0.10    --  111.50   0.00 -60.00   80
 41  ω    109.00 135.00   0.50    0.10    --  111.50  45.00 120.00   52
 42  ω    140.00 172.00   0.50    0.10    --  111.50  45.00 120.00   64
 43  ω     61.00 107.00   0.50    0.10    --  111.50-125.00 120.00   92
 44  ω     47.00  73.00   0.50    0.10    --  111.50 -94.00-180.00   52
 45  ω     79.00 105.00   0.50    0.10    --  111.50 -94.00 -60.00   52
 46  ω     40.00  65.00   0.50    0.10    --  111.50 -30.00-150.00   50
 47  ω    150.00 177.00   0.50    0.10    --  111.50  30.00  60.00   54
 48  ω     71.00  97.00   0.50    0.10    --  111.50 -94.00  30.00   52
 49  ω     49.00  75.00   0.50    0.10    --  111.50 -94.00 150.00   52
 50  ω     81.00 106.00   0.50    0.10    --  111.50 -94.00 150.00   50
 51  ω     65.00  91.00   0.50    0.10    --  111.50   0.00-120.00   52
 52  ω     76.00 110.00   0.50    0.10    --  111.50   0.00   0.00   68
 53  ω    -77.00 -52.00   0.50    0.10    --  -90.00 129.00-129.00   50
 54  ω     43.00  68.00   0.50    0.10    --   50.49-129.00 156.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0299621000
_diffrn_orient_matrix_UB_12      0.0482056000
_diffrn_orient_matrix_UB_13      0.1475652000
_diffrn_orient_matrix_UB_21      -0.0271751000
_diffrn_orient_matrix_UB_22      -0.1889472000
_diffrn_orient_matrix_UB_23      0.0360702000
_diffrn_orient_matrix_UB_31      0.1467765000
_diffrn_orient_matrix_UB_32      -0.0447702000
_diffrn_orient_matrix_UB_33      0.0068517000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.815
_reflns_Friedel_fraction_full    0.979
_reflns_Friedel_fraction_max     0.938
_reflns_number_gt                3311
_reflns_number_total             3393
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.152
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 
;
 Flack x determined using 1452 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(5)
_refine_ls_extinction_coef       0.0072(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         3393
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0328
_refine_ls_R_factor_gt           0.0320
_refine_ls_restrained_S_all      1.067
_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)+(0.0404P)²+0.1883P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0831
_refine_ls_wR_factor_ref         0.0838
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C17(H17), C2(H2A), C7(H7), C15(H15), C13(H13), C4(H4), C11(H11), C16(H16),
 C1(H1), C5(H5), C8(H8), C10(H10), C9(H9), C14(H14)
;
_atom_sites_solution_hydrogens   mixed
_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
F2 F 0.64649(13) 0.9358(2) 0.52893(14) 0.0377(3) Uani 1 1 d . . . . .
F3 F 0.71733(16) 1.0439(2) 0.73439(14) 0.0498(4) Uani 1 1 d . . . . .
F1 F 0.85202(14) 0.8755(2) 0.63542(17) 0.0521(4) Uani 1 1 d . . . . .
F4 F 0.80175(19) 1.1480(2) 0.56442(17) 0.0584(5) Uani 1 1 d . . . . .
N1 N 0.67837(15) 0.1864(2) 0.19931(17) 0.0242(4) Uani 1 1 d . . . . .
N2 N 0.7575(2) 0.6053(3) 0.4483(2) 0.0356(4) Uani 1 1 d . . . . .
C17 C 0.4774(2) 0.1907(3) 0.0290(2) 0.0265(4) Uani 1 1 d . . . . .
H17 H 0.520161 0.266444 -0.022184 0.032 Uiso 1 1 calc R U . . .
C2 C 0.83512(19) 0.3883(3) 0.3215(2) 0.0262(4) Uani 1 1 d . . . . .
H2A H 0.906750 0.334333 0.291362 0.031 Uiso 1 1 calc R U . . .
C6 C 0.78185(18) 0.0740(3) 0.1715(2) 0.0242(4) Uani 1 1 d . . . . .
C12 C 0.54356(19) 0.1316(3) 0.1505(2) 0.0235(4) Uani 1 1 d . . . . .
C3 C 0.7044(2) 0.3261(3) 0.2787(2) 0.0243(4) Uani 1 1 d . . . . .
C7 C 0.8665(2) -0.0063(3) 0.2755(2) 0.0303(5) Uani 1 1 d . . . . .
H7 H 0.856742 0.013582 0.363905 0.036 Uiso 1 1 calc R U . . .
C15 C 0.2851(2) 0.0300(3) 0.0581(2) 0.0333(5) Uani 1 1 d . . . . .
H15 H 0.196192 -0.004699 0.026267 0.040 Uiso 1 1 calc R U . . .
C13 C 0.4819(2) 0.0224(3) 0.2267(2) 0.0295(4) Uani 1 1 d . . . . .
H13 H 0.528011 -0.017855 0.309893 0.035 Uiso 1 1 calc R U . . .
C4 C 0.6016(2) 0.4196(3) 0.3214(2) 0.0284(4) Uani 1 1 d . . . . .
H4 H 0.512057 0.387092 0.290945 0.034 Uiso 1 1 calc R U . . .
C11 C 0.7942(2) 0.0447(3) 0.0420(2) 0.0273(4) Uani 1 1 d . . . . .
H11 H 0.736679 0.100605 -0.028631 0.033 Uiso 1 1 calc R U . . .
C16 C 0.3481(2) 0.1379(3) -0.0173(2) 0.0296(4) Uani 1 1 d . . . . .
H16 H 0.302522 0.176171 -0.101212 0.036 Uiso 1 1 calc R U . . .
C1 C 0.8576(2) 0.5256(3) 0.4060(2) 0.0312(4) Uani 1 1 d . . . . .
H1 H 0.945511 0.565613 0.435443 0.037 Uiso 1 1 calc R U . . .
C5 C 0.6311(2) 0.5553(3) 0.4057(2) 0.0333(5) Uani 1 1 d . . . . .
H5 H 0.561841 0.615870 0.435041 0.040 Uiso 1 1 calc R U . . .
C8 C 0.9652(2) -0.1154(3) 0.2491(3) 0.0356(5) Uani 1 1 d . . . . .
H8 H 1.024479 -0.168634 0.319751 0.043 Uiso 1 1 calc R U . . .
C10 C 0.8925(2) -0.0682(3) 0.0169(2) 0.0328(5) Uani 1 1 d . . . . .
H10 H 0.901089 -0.090898 -0.071517 0.039 Uiso 1 1 calc R U . . .
C9 C 0.9774(2) -0.1471(3) 0.1200(3) 0.0343(5) Uani 1 1 d . . . . .
H9 H 1.044376 -0.223204 0.102183 0.041 Uiso 1 1 calc R U . . .
C14 C 0.3516(2) -0.0276(3) 0.1800(3) 0.0347(5) Uani 1 1 d . . . . .
H14 H 0.308054 -0.101404 0.231856 0.042 Uiso 1 1 calc R U . . .
B1 B 0.7534(2) 1.0038(3) 0.6175(2) 0.0280(5) Uani 1 1 d . . . . .
H2 H 0.770(3) 0.695(5) 0.499(3) 0.051(9) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F2 B1 1.393(3) . ?
F3 B1 1.364(3) . ?
F1 B1 1.404(3) . ?
F4 B1 1.374(3) . ?
N1 C6 1.444(2) . ?
N1 C12 1.447(2) . ?
N1 C3 1.348(3) . ?
N2 C1 1.344(3) . ?
N2 C5 1.348(3) . ?
N2 H2 0.86(4) . ?
C17 H17 0.9500 . ?
C17 C12 1.385(3) . ?
C17 C16 1.388(3) . ?
C2 H2A 0.9500 . ?
C2 C3 1.418(3) . ?
C2 C1 1.362(3) . ?
C6 C7 1.392(3) . ?
C6 C11 1.386(3) . ?
C12 C13 1.387(3) . ?
C3 C4 1.419(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.386(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.382(3) . ?
C15 C14 1.386(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.391(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.357(3) . ?
C11 H11 0.9500 . ?
C11 C10 1.397(3) . ?
C16 H16 0.9500 . ?
C1 H1 0.9500 . ?
C5 H5 0.9500 . ?
C8 H8 0.9500 . ?
C8 C9 1.385(4) . ?
C10 H10 0.9500 . ?
C10 C9 1.382(4) . ?
C9 H9 0.9500 . ?
C14 H14 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
C6 N1 C12 116.90(16) . . ?
C3 N1 C6 122.05(16) . . ?
C3 N1 C12 120.68(17) . . ?
C1 N2 C5 121.1(2) . . ?
C1 N2 H2 122(2) . . ?
C5 N2 H2 117(2) . . ?
C12 C17 H17 120.4 . . ?
C12 C17 C16 119.2(2) . . ?
C16 C17 H17 120.4 . . ?
C3 C2 H2A 120.1 . . ?
C1 C2 H2A 120.1 . . ?
C1 C2 C3 119.8(2) . . ?
C7 C6 N1 119.37(19) . . ?
C11 C6 N1 119.82(18) . . ?
C11 C6 C7 120.80(19) . . ?
C17 C12 N1 119.49(18) . . ?
C17 C12 C13 120.94(18) . . ?
C13 C12 N1 119.57(18) . . ?
N1 C3 C2 121.70(19) . . ?
N1 C3 C4 121.38(18) . . ?
C2 C3 C4 116.92(19) . . ?
C6 C7 H7 120.2 . . ?
C8 C7 C6 119.5(2) . . ?
C8 C7 H7 120.2 . . ?
C16 C15 H15 120.0 . . ?
C16 C15 C14 120.0(2) . . ?
C14 C15 H15 120.0 . . ?
C12 C13 H13 120.4 . . ?
C12 C13 C14 119.2(2) . . ?
C14 C13 H13 120.4 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.10(19) . . ?
C5 C4 H4 119.9 . . ?
C6 C11 H11 120.5 . . ?
C6 C11 C10 119.0(2) . . ?
C10 C11 H11 120.5 . . ?
C17 C16 H16 119.8 . . ?
C15 C16 C17 120.4(2) . . ?
C15 C16 H16 119.8 . . ?
N2 C1 C2 121.1(2) . . ?
N2 C1 H1 119.5 . . ?
C2 C1 H1 119.5 . . ?
N2 C5 C4 120.9(2) . . ?
N2 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.1(2) . . ?
C9 C8 H8 119.9 . . ?
C11 C10 H10 119.8 . . ?
C9 C10 C11 120.4(2) . . ?
C9 C10 H10 119.8 . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.2(2) . . ?
C10 C9 H9 119.9 . . ?
C15 C14 C13 120.2(2) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
F2 B1 F1 106.46(19) . . ?
F3 B1 F2 110.50(18) . . ?
F3 B1 F1 110.9(2) . . ?
F3 B1 F4 110.6(2) . . ?
F4 B1 F2 110.10(19) . . ?
F4 B1 F1 108.3(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C6 C7 C8 179.4(2) . . . . ?
N1 C6 C11 C10 -178.20(19) . . . . ?
N1 C12 C13 C14 179.0(2) . . . . ?
N1 C3 C4 C5 177.3(2) . . . . ?
C17 C12 C13 C14 -0.2(3) . . . . ?
C2 C3 C4 C5 -3.8(3) . . . . ?
C6 N1 C12 C17 -93.5(2) . . . . ?
C6 N1 C12 C13 87.2(2) . . . . ?
C6 N1 C3 C2 11.0(3) . . . . ?
C6 N1 C3 C4 -170.19(19) . . . . ?
C6 C7 C8 C9 -1.4(3) . . . . ?
C6 C11 C10 C9 -1.1(3) . . . . ?
C12 N1 C6 C7 -115.5(2) . . . . ?
C12 N1 C6 C11 63.2(3) . . . . ?
C12 N1 C3 C2 -176.26(19) . . . . ?
C12 N1 C3 C4 2.6(3) . . . . ?
C12 C17 C16 C15 1.1(3) . . . . ?
C12 C13 C14 C15 0.7(3) . . . . ?
C3 N1 C6 C7 57.5(3) . . . . ?
C3 N1 C6 C11 -123.7(2) . . . . ?
C3 N1 C12 C17 93.3(2) . . . . ?
C3 N1 C12 C13 -85.9(2) . . . . ?
C3 C2 C1 N2 -1.0(3) . . . . ?
C3 C4 C5 N2 1.1(4) . . . . ?
C7 C6 C11 C10 0.5(3) . . . . ?
C7 C8 C9 C10 0.9(3) . . . . ?
C11 C6 C7 C8 0.7(3) . . . . ?
C11 C10 C9 C8 0.4(3) . . . . ?
C16 C17 C12 N1 -179.90(18) . . . . ?
C16 C17 C12 C13 -0.7(3) . . . . ?
C16 C15 C14 C13 -0.2(4) . . . . ?
C1 N2 C5 C4 1.8(4) . . . . ?
C1 C2 C3 N1 -177.35(19) . . . . ?
C1 C2 C3 C4 3.7(3) . . . . ?
C5 N2 C1 C2 -1.9(4) . . . . ?
C14 C15 C16 C17 -0.7(3) . . . . ?

_olex2_exptl_crystal_mounting_method oil
_olex2_submission_original_sample_id PM3_18_THF
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.739
_oxdiff_exptl_absorpt_empirical_full_min 0.626
####################################################################### 
# 
# 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_pm3_20_dcm_test_auto
_database_code_depnum_ccdc_archive 'CCDC 2310938'
_audit_update_record             
;
2023-11-29 deposited with the CCDC.	2024-02-05 downloaded from the CCDC.
;
_audit_creation_date             2023-11-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
'peter.mcdonald@monash.edu '
Chris.Ritchie@monash.edu
_chemical_name_common            ?
_chemical_name_systematic        
(4-(diphenylamino)pyridin-1-ium)trifluoroborate
_chemical_formula_moiety         '2(C17 H14 B F3 N2)'
_chemical_formula_sum            'C34 H28 B2 F6 N4'
_chemical_formula_weight         628.22
_chemical_melting_point          ?
_chemical_oxdiff_formula         C14H14N2F3B
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      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                   8.3590(2)
_cell_length_b                   11.6452(2)
_cell_length_c                   16.1214(3)
_cell_angle_alpha                90.762(2)
_cell_angle_beta                 100.271(2)
_cell_angle_gamma                94.709(2)
_cell_volume                     1538.31(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    22048
_cell_measurement_temperature    123.00(10)
_cell_measurement_theta_max      79.4220
_cell_measurement_theta_min      3.7830
_shelx_estimated_absorpt_T_max   0.957
_shelx_estimated_absorpt_T_min   0.815
_exptl_absorpt_coefficient_mu    0.889
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87940
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.113a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             648
_exptl_crystal_preparation       oil
_exptl_crystal_recrystallization_method DCM
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.945
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            31801
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.945
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.332
_diffrn_reflns_theta_min         3.810
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     63.00 118.00   0.50    0.40    --  111.50   0.00 -60.00  110
  2  ω    108.00 178.00   0.50    0.40    --  111.50  30.00 -90.00  140
  3  ω    108.00 178.00   0.50    0.40    --  111.50  30.00  30.00  140
  4  ω    108.00 178.00   0.50    0.40    --  111.50  30.00  60.00  140
  5  ω     98.00 178.00   0.50    0.40    --  111.50  61.00 120.00  160
  6  ω     63.00 118.00   0.50    0.40    --  111.50   0.00  60.00  110
  7  ω    -99.00 -44.00   0.50    0.30    --  -50.49   0.00-180.00  110
  8  ω   -101.00 -24.00   0.50    0.40    --  -90.00 146.00  60.00  154
  9  ω   -101.00 -24.00   0.50    0.30    --  -50.49 146.00  60.00  154
 10  ω    -85.00 -18.00   0.50    0.40    --  -90.00 125.00-105.00  134
 11  ω    -86.00 -13.00   0.50    0.30    --  -50.49 125.00-105.00  146
 12  ω    -55.00  21.00   0.50    0.30    --  -50.49  19.00-150.00  152
 13  ω     41.00  76.00   0.50    0.40    --  111.50 -45.00 150.00   70
 14  ω     41.00  76.00   0.50    0.40    --  111.50 -45.00 120.00   70
 15  ω     40.00  66.00   0.50    0.40    --  111.50 -30.00 -30.00   52
 16  ω     40.00  66.00   0.50    0.40    --  111.50 -30.00-150.00   52
 17  ω     41.00 106.00   0.50    0.40    --  111.50 -94.00-120.00  130
 18  ω     46.00 107.00   0.50    0.30    --   50.49-146.00  10.00  122
 19  ω     46.00 127.00   0.50    0.40    --  111.50-146.00  10.00  162
 20  ω     41.00 106.00   0.50    0.40    --  111.50 -94.00-180.00  130
 21  ω     41.00 106.00   0.50    0.40    --  111.50 -94.00  60.00  130
 22  ω     41.00 106.00   0.50    0.40    --  111.50 -94.00  90.00  130
 23  ω     41.00 111.00   0.50    0.40    --  111.50-125.00 176.00  140
 24  ω     34.00  95.00   0.50    0.30    --   50.49-125.00 176.00  122
 25  ω     81.00 169.00   0.50    0.40    --  111.50 146.00  60.00  176
 26  ω     95.00 178.00   0.50    0.40    --  111.50 125.00 120.00  166
 27  ω     95.00 178.00   0.50    0.40    --  111.50 125.00-105.00  166
 28  ω   -122.00 -73.00   0.50    0.30    --  -50.49-125.00 176.00   98
 29  ω   -161.00 -73.00   0.50    0.40    --  -90.00-125.00 176.00  176
 30  ω   -122.00 -59.00   0.50    0.30    --  -50.49-146.00  10.00  126
 31  ω   -152.00 -59.00   0.50    0.40    --  -90.00-146.00  10.00  186
 32  ω   -122.00 -31.00   0.50    0.30    --  -50.49 -77.00  60.00  182
 33  ω   -161.00 -70.00   0.50    0.40    --  -90.00 -77.00   0.00  182
 34  ω   -122.00 -31.00   0.50    0.30    --  -50.49 -77.00 -30.00  182
 35  ω   -122.00 -31.00   0.50    0.30    --  -50.49 -77.00-120.00  182
 36  ω   -161.00 -70.00   0.50    0.40    --  -90.00 -77.00-150.00  182
 37  ω   -161.00 -80.00   0.50    0.40    --  -90.00 -77.00 -90.00  162
 38  ω   -122.00 -39.00   0.50    0.30    --  -50.49 -57.00  90.00  166
 39  ω   -122.00 -39.00   0.50    0.30    --  -50.49 -57.00 150.00  166
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0651231000
_diffrn_orient_matrix_UB_12      -0.0421406000
_diffrn_orient_matrix_UB_13      0.0788687000
_diffrn_orient_matrix_UB_21      0.1598088000
_diffrn_orient_matrix_UB_22      0.0501478000
_diffrn_orient_matrix_UB_23      0.0562327000
_diffrn_orient_matrix_UB_31      -0.0745829000
_diffrn_orient_matrix_UB_32      0.1155138000
_diffrn_orient_matrix_UB_33      0.0075410000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5698
_reflns_number_total             6368
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.241
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       0.0020(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   0.975
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     416
_refine_ls_number_reflns         6368
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0357
_refine_ls_restrained_S_all      0.975
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0420P)²+0.6760P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0891
_refine_ls_wR_factor_ref         0.0918
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C19(H19), C18(H18), C1(H1), C2(H2), C5(H5), C22(H22), C21(H21), C30(H30),
 C4(H4), C28(H28), C13(H13), C24(H24), C31(H31), C7(H7), C34(H34), C11(H11),
 C14(H14), C17(H17), C32(H32), C25(H25), C27(H27), C8(H8), C10(H10), C26(H26),
 C9(H9), C33(H33), C16(H16), C15(H15)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 1.37454(9) -0.21241(6) 0.47746(5) 0.03144(18) Uani 1 1 d . . . . .
F2 F 1.12563(9) -0.25457(6) 0.51370(5) 0.03325(18) Uani 1 1 d . . . . .
F3 F 1.32452(10) -0.14357(7) 0.60215(5) 0.03626(19) Uani 1 1 d . . . . .
F6 F 0.11859(9) 0.25167(6) -0.01027(5) 0.03242(18) Uani 1 1 d . . . . .
F4 F 0.34461(12) 0.35307(8) -0.03970(7) 0.0578(3) Uani 1 1 d . . . . .
F5 F 0.35513(12) 0.26029(8) 0.08378(7) 0.0577(3) Uani 1 1 d . . . . .
N2 N 1.19583(12) -0.06091(8) 0.47394(6) 0.0218(2) Uani 1 1 d . . . . .
N4 N 0.21294(12) 0.43039(8) 0.06590(6) 0.0227(2) Uani 1 1 d . . . . .
N3 N 0.11036(12) 0.72233(8) 0.19231(6) 0.0234(2) Uani 1 1 d . . . . .
N1 N 1.08643(12) 0.22569(9) 0.32962(6) 0.0250(2) Uani 1 1 d . . . . .
C23 C -0.03180(14) 0.72500(10) 0.23091(7) 0.0228(2) Uani 1 1 d . . . . .
C19 C 0.03005(14) 0.52897(10) 0.13368(8) 0.0234(2) Uani 1 1 d . . . . .
H19 H -0.072789 0.528363 0.151061 0.028 Uiso 1 1 calc R U . . .
C20 C 0.14252(14) 0.62715(10) 0.15036(7) 0.0220(2) Uani 1 1 d . . . . .
C18 C 0.06898(14) 0.43466(10) 0.09250(8) 0.0233(2) Uani 1 1 d . . . . .
H18 H -0.008434 0.369337 0.082142 0.028 Uiso 1 1 calc R U . . .
C1 C 1.05865(14) -0.06331(10) 0.41481(7) 0.0223(2) Uani 1 1 d . . . . .
H1 H 0.989185 -0.132772 0.405563 0.027 Uiso 1 1 calc R U . . .
C2 C 1.01550(14) 0.02965(10) 0.36779(7) 0.0225(2) Uani 1 1 d . . . . .
H2 H 0.916756 0.024537 0.327750 0.027 Uiso 1 1 calc R U . . .
C5 C 1.29021(14) 0.04005(10) 0.48814(8) 0.0234(2) Uani 1 1 d . . . . .
H5 H 1.384343 0.043836 0.531248 0.028 Uiso 1 1 calc R U . . .
C29 C 0.21125(14) 0.82927(10) 0.19437(8) 0.0228(2) Uani 1 1 d . . . . .
C6 C 0.96398(14) 0.21834(10) 0.25432(8) 0.0246(2) Uani 1 1 d . . . . .
C22 C 0.32139(14) 0.52426(10) 0.08082(8) 0.0249(2) Uani 1 1 d . . . . .
H22 H 0.422842 0.522198 0.062290 0.030 Uiso 1 1 calc R U . . .
C21 C 0.29180(14) 0.62188(10) 0.12129(8) 0.0257(3) Uani 1 1 d . . . . .
H21 H 0.371249 0.686105 0.129909 0.031 Uiso 1 1 calc R U . . .
C30 C 0.29693(14) 0.87370(11) 0.27098(8) 0.0260(3) Uani 1 1 d . . . . .
H30 H 0.291916 0.833201 0.321348 0.031 Uiso 1 1 calc R U . . .
C12 C 1.18547(14) 0.33352(10) 0.34831(8) 0.0242(2) Uani 1 1 d . . . . .
C3 C 1.11783(14) 0.13330(10) 0.37879(7) 0.0222(2) Uani 1 1 d . . . . .
C4 C 1.25665(14) 0.13657(10) 0.44356(8) 0.0237(2) Uani 1 1 d . . . . .
H4 H 1.326214 0.205633 0.455973 0.028 Uiso 1 1 calc R U . . .
C28 C -0.14277(15) 0.80520(11) 0.20482(8) 0.0273(3) Uani 1 1 d . . . . .
H28 H -0.126336 0.855927 0.160859 0.033 Uiso 1 1 calc R U . . .
C13 C 1.16874(15) 0.40103(10) 0.41731(8) 0.0277(3) Uani 1 1 d . . . . .
H13 H 1.090274 0.377766 0.451104 0.033 Uiso 1 1 calc R U . . .
C24 C -0.05441(16) 0.65038(11) 0.29507(8) 0.0284(3) Uani 1 1 d . . . . .
H24 H 0.022377 0.596006 0.313101 0.034 Uiso 1 1 calc R U . . .
C31 C 0.39066(15) 0.97864(11) 0.27326(9) 0.0303(3) Uani 1 1 d . . . . .
H31 H 0.449126 1.010391 0.325602 0.036 Uiso 1 1 calc R U . . .
C7 C 0.84119(15) 0.29265(11) 0.24546(8) 0.0294(3) Uani 1 1 d . . . . .
H7 H 0.836923 0.347225 0.289169 0.035 Uiso 1 1 calc R U . . .
C34 C 0.21828(16) 0.88720(11) 0.12022(8) 0.0297(3) Uani 1 1 d . . . . .
H34 H 0.158334 0.856067 0.068020 0.036 Uiso 1 1 calc R U . . .
C11 C 0.97138(16) 0.13871(11) 0.19089(8) 0.0297(3) Uani 1 1 d . . . . .
H11 H 1.056701 0.088688 0.196950 0.036 Uiso 1 1 calc R U . . .
C14 C 1.26790(16) 0.50294(11) 0.43647(9) 0.0315(3) Uani 1 1 d . . . . .
H14 H 1.257892 0.549624 0.483737 0.038 Uiso 1 1 calc R U . . .
C17 C 1.29776(16) 0.36690(12) 0.29770(8) 0.0307(3) Uani 1 1 d . . . . .
H17 H 1.307498 0.320508 0.250231 0.037 Uiso 1 1 calc R U . . .
C32 C 0.39908(16) 1.03691(11) 0.19969(9) 0.0330(3) Uani 1 1 d . . . . .
H32 H 0.463389 1.108386 0.201665 0.040 Uiso 1 1 calc R U . . .
C25 C -0.19120(17) 0.65639(12) 0.33257(9) 0.0335(3) Uani 1 1 d . . . . .
H25 H -0.208770 0.604988 0.375961 0.040 Uiso 1 1 calc R U . . .
C27 C -0.27789(16) 0.81098(12) 0.24323(9) 0.0331(3) Uani 1 1 d . . . . .
H27 H -0.354042 0.865942 0.225679 0.040 Uiso 1 1 calc R U . . .
C8 C 0.72445(16) 0.28675(12) 0.17222(9) 0.0345(3) Uani 1 1 d . . . . .
H8 H 0.640510 0.337925 0.165616 0.041 Uiso 1 1 calc R U . . .
C10 C 0.85264(17) 0.13265(12) 0.11817(8) 0.0344(3) Uani 1 1 d . . . . .
H10 H 0.856094 0.077358 0.074807 0.041 Uiso 1 1 calc R U . . .
C26 C -0.30192(16) 0.73677(12) 0.30711(9) 0.0351(3) Uani 1 1 d . . . . .
H26 H -0.394330 0.740985 0.333469 0.042 Uiso 1 1 calc R U . . .
C9 C 0.72981(16) 0.20639(13) 0.10855(9) 0.0350(3) Uani 1 1 d . . . . .
H9 H 0.649379 0.202166 0.058634 0.042 Uiso 1 1 calc R U . . .
C33 C 0.31377(18) 0.99111(11) 0.12305(9) 0.0350(3) Uani 1 1 d . . . . .
H33 H 0.320648 1.030789 0.072531 0.042 Uiso 1 1 calc R U . . .
C16 C 1.39606(17) 0.46939(12) 0.31743(9) 0.0363(3) Uani 1 1 d . . . . .
H16 H 1.473537 0.493350 0.283254 0.044 Uiso 1 1 calc R U . . .
C15 C 1.38130(17) 0.53645(12) 0.38664(9) 0.0348(3) Uani 1 1 d . . . . .
H15 H 1.449438 0.605974 0.400080 0.042 Uiso 1 1 calc R U . . .
B1 B 1.25764(17) -0.17369(12) 0.51982(9) 0.0247(3) Uani 1 1 d . . . . .
B2 B 0.25985(17) 0.31754(12) 0.02236(10) 0.0290(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.3879(16) . ?
F2 B1 1.3793(15) . ?
F3 B1 1.3742(16) . ?
F6 B2 1.3705(16) . ?
F4 B2 1.3748(18) . ?
F5 B2 1.3721(18) . ?
N2 C1 1.3523(15) . ?
N2 C5 1.3539(15) . ?
N2 B1 1.5937(17) . ?
N4 C18 1.3520(15) . ?
N4 C22 1.3517(15) . ?
N4 B2 1.5912(17) . ?
N3 C23 1.4387(15) . ?
N3 C20 1.3609(15) . ?
N3 C29 1.4421(14) . ?
N1 C6 1.4382(15) . ?
N1 C12 1.4433(15) . ?
N1 C3 1.3600(15) . ?
C23 C28 1.3868(17) . ?
C23 C24 1.3882(17) . ?
C19 H19 0.9500 . ?
C19 C20 1.4101(16) . ?
C19 C18 1.3671(17) . ?
C20 C21 1.4145(16) . ?
C18 H18 0.9500 . ?
C1 H1 0.9500 . ?
C1 C2 1.3656(17) . ?
C2 H2 0.9500 . ?
C2 C3 1.4109(16) . ?
C5 H5 0.9500 . ?
C5 C4 1.3638(17) . ?
C29 C30 1.3830(17) . ?
C29 C34 1.3883(17) . ?
C6 C7 1.3856(18) . ?
C6 C11 1.3842(18) . ?
C22 H22 0.9500 . ?
C22 C21 1.3650(17) . ?
C21 H21 0.9500 . ?
C30 H30 0.9500 . ?
C30 C31 1.3929(18) . ?
C12 C13 1.3876(18) . ?
C12 C17 1.3854(18) . ?
C3 C4 1.4135(17) . ?
C4 H4 0.9500 . ?
C28 H28 0.9500 . ?
C28 C27 1.3873(18) . ?
C13 H13 0.9500 . ?
C13 C14 1.3886(17) . ?
C24 H24 0.9500 . ?
C24 C25 1.3916(18) . ?
C31 H31 0.9500 . ?
C31 C32 1.384(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.3881(19) . ?
C34 H34 0.9500 . ?
C34 C33 1.3894(18) . ?
C11 H11 0.9500 . ?
C11 C10 1.3913(18) . ?
C14 H14 0.9500 . ?
C14 C15 1.384(2) . ?
C17 H17 0.9500 . ?
C17 C16 1.3917(19) . ?
C32 H32 0.9500 . ?
C32 C33 1.388(2) . ?
C25 H25 0.9500 . ?
C25 C26 1.385(2) . ?
C27 H27 0.9500 . ?
C27 C26 1.384(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.389(2) . ?
C10 H10 0.9500 . ?
C10 C9 1.381(2) . ?
C26 H26 0.9500 . ?
C9 H9 0.9500 . ?
C33 H33 0.9500 . ?
C16 H16 0.9500 . ?
C16 C15 1.383(2) . ?
C15 H15 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N2 C5 117.57(10) . . ?
C1 N2 B1 122.58(10) . . ?
C5 N2 B1 119.56(10) . . ?
C18 N4 B2 122.07(10) . . ?
C22 N4 C18 117.83(10) . . ?
C22 N4 B2 120.03(10) . . ?
C23 N3 C29 116.33(9) . . ?
C20 N3 C23 122.33(10) . . ?
C20 N3 C29 121.15(9) . . ?
C6 N1 C12 117.38(9) . . ?
C3 N1 C6 122.20(10) . . ?
C3 N1 C12 120.25(10) . . ?
C28 C23 N3 119.06(10) . . ?
C28 C23 C24 120.74(11) . . ?
C24 C23 N3 120.17(11) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C18 C19 C20 120.01(11) . . ?
N3 C20 C19 122.16(10) . . ?
N3 C20 C21 121.32(10) . . ?
C19 C20 C21 116.52(11) . . ?
N4 C18 C19 122.80(11) . . ?
N4 C18 H18 118.6 . . ?
C19 C18 H18 118.6 . . ?
N2 C1 H1 118.5 . . ?
N2 C1 C2 122.94(10) . . ?
C2 C1 H1 118.5 . . ?
C1 C2 H2 120.1 . . ?
C1 C2 C3 119.89(11) . . ?
C3 C2 H2 120.1 . . ?
N2 C5 H5 118.4 . . ?
N2 C5 C4 123.17(11) . . ?
C4 C5 H5 118.4 . . ?
C30 C29 N3 119.09(11) . . ?
C30 C29 C34 121.06(11) . . ?
C34 C29 N3 119.83(11) . . ?
C7 C6 N1 119.49(11) . . ?
C11 C6 N1 119.85(11) . . ?
C11 C6 C7 120.66(12) . . ?
N4 C22 H22 118.5 . . ?
N4 C22 C21 123.01(11) . . ?
C21 C22 H22 118.5 . . ?
C20 C21 H21 120.1 . . ?
C22 C21 C20 119.82(11) . . ?
C22 C21 H21 120.1 . . ?
C29 C30 H30 120.5 . . ?
C29 C30 C31 119.08(12) . . ?
C31 C30 H30 120.5 . . ?
C13 C12 N1 119.59(11) . . ?
C17 C12 N1 119.29(11) . . ?
C17 C12 C13 121.11(11) . . ?
N1 C3 C2 122.24(11) . . ?
N1 C3 C4 121.16(10) . . ?
C2 C3 C4 116.61(11) . . ?
C5 C4 C3 119.65(11) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C23 C28 H28 120.2 . . ?
C23 C28 C27 119.66(12) . . ?
C27 C28 H28 120.2 . . ?
C12 C13 H13 120.3 . . ?
C12 C13 C14 119.31(12) . . ?
C14 C13 H13 120.3 . . ?
C23 C24 H24 120.5 . . ?
C23 C24 C25 119.03(12) . . ?
C25 C24 H24 120.5 . . ?
C30 C31 H31 119.8 . . ?
C32 C31 C30 120.36(12) . . ?
C32 C31 H31 119.8 . . ?
C6 C7 H7 120.3 . . ?
C6 C7 C8 119.49(13) . . ?
C8 C7 H7 120.3 . . ?
C29 C34 H34 120.3 . . ?
C29 C34 C33 119.41(12) . . ?
C33 C34 H34 120.3 . . ?
C6 C11 H11 120.3 . . ?
C6 C11 C10 119.36(13) . . ?
C10 C11 H11 120.3 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 119.95(13) . . ?
C15 C14 H14 120.0 . . ?
C12 C17 H17 120.5 . . ?
C12 C17 C16 119.01(13) . . ?
C16 C17 H17 120.5 . . ?
C31 C32 H32 119.9 . . ?
C31 C32 C33 120.12(12) . . ?
C33 C32 H32 119.9 . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.48(12) . . ?
C26 C25 H25 119.8 . . ?
C28 C27 H27 119.9 . . ?
C26 C27 C28 120.10(13) . . ?
C26 C27 H27 119.9 . . ?
C7 C8 H8 119.8 . . ?
C7 C8 C9 120.31(13) . . ?
C9 C8 H8 119.8 . . ?
C11 C10 H10 119.7 . . ?
C9 C10 C11 120.51(13) . . ?
C9 C10 H10 119.7 . . ?
C25 C26 H26 120.0 . . ?
C27 C26 C25 119.99(12) . . ?
C27 C26 H26 120.0 . . ?
C8 C9 H9 120.2 . . ?
C10 C9 C8 119.66(12) . . ?
C10 C9 H9 120.2 . . ?
C34 C33 H33 120.0 . . ?
C32 C33 C34 119.98(13) . . ?
C32 C33 H33 120.0 . . ?
C17 C16 H16 119.9 . . ?
C15 C16 C17 120.19(13) . . ?
C15 C16 H16 119.9 . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.43(12) . . ?
C16 C15 H15 119.8 . . ?
F1 B1 N2 106.90(10) . . ?
F2 B1 F1 110.73(10) . . ?
F2 B1 N2 107.94(10) . . ?
F3 B1 F1 110.81(11) . . ?
F3 B1 F2 112.17(11) . . ?
F3 B1 N2 108.06(10) . . ?
F6 B2 F4 111.63(12) . . ?
F6 B2 F5 111.06(12) . . ?
F6 B2 N4 108.29(10) . . ?
F4 B2 N4 107.13(11) . . ?
F5 B2 F4 111.39(12) . . ?
F5 B2 N4 107.11(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
N2 C1 C2 C3 1.33(18) . . . . ?
N2 C5 C4 C3 -0.30(18) . . . . ?
N4 C22 C21 C20 0.62(19) . . . . ?
N3 C23 C28 C27 -178.11(11) . . . . ?
N3 C23 C24 C25 178.65(11) . . . . ?
N3 C20 C21 C22 178.77(11) . . . . ?
N3 C29 C30 C31 -178.17(11) . . . . ?
N3 C29 C34 C33 178.97(12) . . . . ?
N1 C6 C7 C8 179.01(11) . . . . ?
N1 C6 C11 C10 -179.75(11) . . . . ?
N1 C12 C13 C14 178.04(11) . . . . ?
N1 C12 C17 C16 -178.23(11) . . . . ?
N1 C3 C4 C5 -175.83(11) . . . . ?
C23 N3 C20 C19 7.22(17) . . . . ?
C23 N3 C20 C21 -172.67(11) . . . . ?
C23 N3 C29 C30 67.80(14) . . . . ?
C23 N3 C29 C34 -110.79(13) . . . . ?
C23 C28 C27 C26 -0.2(2) . . . . ?
C23 C24 C25 C26 -0.93(19) . . . . ?
C19 C20 C21 C22 -1.13(17) . . . . ?
C20 N3 C23 C28 -120.35(13) . . . . ?
C20 N3 C23 C24 61.52(16) . . . . ?
C20 N3 C29 C30 -117.00(13) . . . . ?
C20 N3 C29 C34 64.41(16) . . . . ?
C20 C19 C18 N4 -0.27(18) . . . . ?
C18 N4 C22 C21 0.11(18) . . . . ?
C18 N4 B2 F6 22.53(16) . . . . ?
C18 N4 B2 F4 143.06(11) . . . . ?
C18 N4 B2 F5 -97.32(13) . . . . ?
C18 C19 C20 N3 -178.94(11) . . . . ?
C18 C19 C20 C21 0.96(17) . . . . ?
C1 N2 C5 C4 -2.74(17) . . . . ?
C1 N2 B1 F1 96.94(12) . . . . ?
C1 N2 B1 F2 -22.23(15) . . . . ?
C1 N2 B1 F3 -143.74(11) . . . . ?
C1 C2 C3 N1 175.33(11) . . . . ?
C1 C2 C3 C4 -4.24(17) . . . . ?
C2 C3 C4 C5 3.75(17) . . . . ?
C5 N2 C1 C2 2.22(17) . . . . ?
C5 N2 B1 F1 -76.80(13) . . . . ?
C5 N2 B1 F2 164.03(10) . . . . ?
C5 N2 B1 F3 42.52(14) . . . . ?
C29 N3 C23 C28 54.79(15) . . . . ?
C29 N3 C23 C24 -123.34(12) . . . . ?
C29 N3 C20 C19 -167.69(11) . . . . ?
C29 N3 C20 C21 12.42(17) . . . . ?
C29 C30 C31 C32 -0.65(18) . . . . ?
C29 C34 C33 C32 -1.0(2) . . . . ?
C6 N1 C12 C13 111.70(13) . . . . ?
C6 N1 C12 C17 -69.37(15) . . . . ?
C6 N1 C3 C2 -10.91(17) . . . . ?
C6 N1 C3 C4 168.64(11) . . . . ?
C6 C7 C8 C9 0.51(19) . . . . ?
C6 C11 C10 C9 0.99(19) . . . . ?
C22 N4 C18 C19 -0.29(17) . . . . ?
C22 N4 B2 F6 -160.52(11) . . . . ?
C22 N4 B2 F4 -39.98(16) . . . . ?
C22 N4 B2 F5 79.63(14) . . . . ?
C30 C29 C34 C33 0.40(19) . . . . ?
C30 C31 C32 C33 0.1(2) . . . . ?
C12 N1 C6 C7 -60.18(15) . . . . ?
C12 N1 C6 C11 118.70(13) . . . . ?
C12 N1 C3 C2 174.01(11) . . . . ?
C12 N1 C3 C4 -6.44(17) . . . . ?
C12 C13 C14 C15 0.33(19) . . . . ?
C12 C17 C16 C15 0.0(2) . . . . ?
C3 N1 C6 C7 124.60(13) . . . . ?
C3 N1 C6 C11 -56.51(16) . . . . ?
C3 N1 C12 C13 -72.99(15) . . . . ?
C3 N1 C12 C17 105.94(14) . . . . ?
C28 C23 C24 C25 0.55(18) . . . . ?
C28 C27 C26 C25 -0.2(2) . . . . ?
C13 C12 C17 C16 0.68(19) . . . . ?
C13 C14 C15 C16 0.4(2) . . . . ?
C24 C23 C28 C27 0.01(18) . . . . ?
C24 C25 C26 C27 0.8(2) . . . . ?
C31 C32 C33 C34 0.7(2) . . . . ?
C7 C6 C11 C10 -0.88(18) . . . . ?
C7 C8 C9 C10 -0.4(2) . . . . ?
C34 C29 C30 C31 0.40(18) . . . . ?
C11 C6 C7 C8 0.14(18) . . . . ?
C11 C10 C9 C8 -0.3(2) . . . . ?
C17 C12 C13 C14 -0.87(19) . . . . ?
C17 C16 C15 C14 -0.6(2) . . . . ?
B1 N2 C1 C2 -171.64(11) . . . . ?
B1 N2 C5 C4 171.31(11) . . . . ?
B2 N4 C18 C19 176.73(11) . . . . ?
B2 N4 C22 C21 -176.97(12) . . . . ?

_olex2_exptl_crystal_mounting_method oil
_olex2_submission_original_sample_id PM3_20_DCM
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.170
_oxdiff_exptl_absorpt_empirical_full_min 0.833
