# Electronic Supplementary Material (ESI) for RSC Mechanochemistry.
# 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_tes_2_371
_database_code_depnum_ccdc_archive 'CCDC 2285502'
loop_
_audit_author_name
_audit_author_address
'Thomas Shaw'
;University of Central Florida
United States of America
;
_audit_update_record             
;
2023-07-31 deposited with the CCDC.	2024-02-07 downloaded from the CCDC.
;
_audit_creation_date             2023-07-17
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H28 Cu N4, B F4'
_chemical_formula_sum            'C28 H28 B Cu F4 N4'
_chemical_formula_weight         570.89
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N B Cu F'
_chemical_oxdiff_usercomment     'small rectangular crystal from DCM Pentane'
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'
Cu Cu 0.3201 1.2651 '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                   8.4782(2)
_cell_length_b                   15.1109(5)
_cell_length_c                   21.1155(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.371(3)
_cell_angle_gamma                90
_cell_volume                     2682.84(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8045
_cell_measurement_temperature    298.0(9)
_cell_measurement_theta_max      24.0530
_cell_measurement_theta_min      1.6640
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.866
_exptl_absorpt_correction_T_max  0.975
_exptl_absorpt_correction_T_min  0.960
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark brown'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1176
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 2 0.0846
0 -1 -2 0.0815
11 8 -7 0.1246
-11 -6 11 0.1490
-2 17 17 0.0671
-2 16 -18 0.0688
2 -17 17 0.1061
-1 10 27 0.0939
2 -17 -17 0.1018
-11 7 -5 0.1247
11 -10 -1 0.1104
-9 12 9 0.1227
-12 -2 3 0.1247
11 6 6 0.1202
-7 -17 1 0.1464
4 18 11 0.0949
4 17 -16 0.0841
0 17 18 0.0671
-4 -17 16 0.1247
1 17 -17 0.0530
-12 3 2 0.1194

_exptl_crystal_size_max          0.254
_exptl_crystal_size_mid          0.171
_exptl_crystal_size_min          0.166
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0000 1.0008 2.0004 -0.0012 -0.0103 0.0818
-0.0000 -1.0008 -2.0004 0.0012 0.0103 -0.0818
11.0835 7.5365 -7.1677 -0.0000 -0.9997 -0.0250
-11.1271 -5.5257 11.1425 0.0000 0.9822 0.1881
-2.0643 17.1398 17.4614 0.3633 -0.0772 0.9285
-1.7812 16.3160 -17.8823 0.9741 -0.2071 -0.0905
1.8321 -16.7230 17.1219 -0.9765 0.2076 0.0587
-1.2566 9.6979 26.5125 -0.0973 0.0207 0.9950
2.0988 -17.4712 -16.7766 -0.3889 0.0827 -0.9176
-10.6587 7.3330 -5.2380 0.7422 0.6683 0.0499
10.5791 -9.7346 -0.8416 -0.7129 -0.6419 -0.2822
-9.4559 12.2009 9.3591 0.6034 0.5433 0.5836
-11.9003 -1.8746 2.9502 0.3086 0.9499 0.0499
10.9368 5.6238 5.5167 -0.2962 -0.9116 0.2850
-7.0415 -17.1927 0.7772 -0.3720 0.8356 -0.4042
4.3753 17.6723 11.0949 0.2669 -0.5994 0.7546
4.2404 16.8041 -16.1723 0.7426 -0.6687 -0.0370
0.2050 17.0705 17.6181 0.2760 -0.2485 0.9285
-4.2568 -16.6459 16.4879 -0.7422 0.6683 0.0499
0.6394 17.2346 -17.4766 0.9120 -0.4060 -0.0587
-11.8160 2.7869 1.6340 0.4957 0.8586 0.1305

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            26642
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_min         1.662
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      298.0(9)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -10.00  16.00   0.50   60.00    --   20.00  54.00   0.00   52
  2  ω     42.00 109.00   0.50   60.00    --   20.00  54.00   0.00  134
  3  ω    -65.00 -39.00   0.50   60.00    --   20.00  54.00 -90.00   52
  4  ω      9.00  34.00   0.50   60.00    --   20.00  54.00 -90.00   50
  5  ω     61.00  99.00   0.50   60.00    --   20.00  54.00 -90.00   76
  6  ω    -51.00   1.00   0.50   60.00    --   20.00  54.00-150.00  104
  7  ω      4.00  53.00   0.50   60.00    --   20.00  54.00-150.00   98
  8  ω     58.00  97.00   0.50   60.00    --   20.00  54.00-150.00   78
  9  ω    -16.00  41.00   0.50   60.00    --   20.00  54.00-180.00  114
 10  ω     48.00  81.00   0.50   60.00    --   20.00  54.00-180.00   66
 11  ω    -71.00  90.00   0.50   60.00    --   20.00  54.00  60.00  322
 12  ω    -45.00 -20.00   0.50   60.00    --   20.00  54.00 120.00   50
 13  ω     13.00  38.00   0.50   60.00    --   20.00  54.00 120.00   50
 14  ω    -40.00 -15.00   0.50   60.00    --   20.00  54.00   0.00   50
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0361036000
_diffrn_orient_matrix_UB_12      0.0355939000
_diffrn_orient_matrix_UB_13      -0.0184021000
_diffrn_orient_matrix_UB_21      -0.0762478000
_diffrn_orient_matrix_UB_22      -0.0172177000
_diffrn_orient_matrix_UB_23      0.0034643000
_diffrn_orient_matrix_UB_31      -0.0011770000
_diffrn_orient_matrix_UB_32      0.0252661000
_diffrn_orient_matrix_UB_33      0.0282331000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4368
_reflns_number_total             6151
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 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 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.926
_refine_diff_density_min         -0.446
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         6151
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0994
_refine_ls_R_factor_gt           0.0674
_refine_ls_restrained_S_all      1.058
_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)+(0.0711P)²+2.1956P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1508
_refine_ls_wR_factor_ref         0.1658
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C7(H7), C13(H13), C12(H12), C6(H6), C24(H24), C31(H31), C15(H15),
 C3(H3), C30(H30), C27(H27), C4(H4), C28(H28), C23(H23), C20(H20), C21(H21)
1.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C32(H32A,H32B,H32C), C33(H33A,H33B,
 H33C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.21895(5) 0.24090(3) 0.47406(2) 0.05664(18) Uani 1 1 d . . . . .
N10 N 0.0286(3) 0.16905(18) 0.49295(13) 0.0439(6) Uani 1 1 d . . . . .
N8 N 0.3222(3) 0.18072(17) 0.55715(12) 0.0395(6) Uani 1 1 d . . . . .
N25 N 0.2491(3) 0.3738(2) 0.46287(14) 0.0510(7) Uani 1 1 d . . . . .
N18 N 0.2796(3) 0.2394(2) 0.38318(14) 0.0527(7) Uani 1 1 d . . . . .
F34 F 0.2046(4) -0.0494(2) 0.79404(13) 0.1107(11) Uani 1 1 d . . . . .
C11 C 0.0620(4) 0.1208(2) 0.54701(15) 0.0390(7) Uani 1 1 d . . . . .
C9 C 0.2208(4) 0.1324(2) 0.58149(15) 0.0407(7) Uani 1 1 d . . . . .
H9 H 0.248604 0.105023 0.620790 0.049 Uiso 1 1 calc R U . . .
F36 F 0.2685(5) 0.0062(2) 0.70283(15) 0.1252(13) Uani 1 1 d . . . . .
C2 C 0.4793(3) 0.1916(2) 0.59054(14) 0.0394(7) Uani 1 1 d . . . . .
C14 C -0.2305(4) 0.1018(2) 0.47660(17) 0.0475(8) Uani 1 1 d . . . . .
C7 C 0.5501(4) 0.1327(2) 0.63581(15) 0.0448(8) Uani 1 1 d . . . . .
H7 H 0.495512 0.082383 0.646028 0.054 Uiso 1 1 calc R U . . .
C26 C 0.2238(4) 0.4401(2) 0.50808(18) 0.0526(9) Uani 1 1 d . . . . .
C13 C -0.1932(4) 0.0538(2) 0.53121(17) 0.0499(8) Uani 1 1 d . . . . .
H13 H -0.267414 0.014595 0.544106 0.060 Uiso 1 1 calc R U . . .
C12 C -0.0470(4) 0.0626(2) 0.56747(17) 0.0465(8) Uani 1 1 d . . . . .
H12 H -0.022156 0.030217 0.604874 0.056 Uiso 1 1 calc R U . . .
C5 C 0.7881(4) 0.2225(2) 0.65204(17) 0.0499(8) Uani 1 1 d . . . . .
C6 C 0.7028(4) 0.1489(2) 0.66589(16) 0.0500(8) Uani 1 1 d . . . . .
H6 H 0.748903 0.108909 0.696259 0.060 Uiso 1 1 calc R U . . .
C24 C 0.2963(4) 0.3921(3) 0.40913(18) 0.0546(9) Uani 1 1 d . . . . .
H24 H 0.316619 0.450395 0.398548 0.066 Uiso 1 1 calc R U . . .
C31 C 0.1274(4) 0.4207(3) 0.55385(18) 0.0578(10) Uani 1 1 d . . . . .
H31 H 0.080923 0.364937 0.554064 0.069 Uiso 1 1 calc R U . . .
C15 C -0.1139(4) 0.1586(2) 0.45921(17) 0.0506(8) Uani 1 1 d . . . . .
H15 H -0.137039 0.191196 0.421806 0.061 Uiso 1 1 calc R U . . .
C3 C 0.5654(4) 0.2645(2) 0.57537(19) 0.0553(9) Uani 1 1 d . . . . .
H3 H 0.521179 0.303750 0.544073 0.066 Uiso 1 1 calc R U . . .
C19 C 0.3176(4) 0.3211(3) 0.36503(18) 0.0577(10) Uani 1 1 d . . . . .
C30 C 0.0979(5) 0.4812(3) 0.5991(2) 0.0641(10) Uani 1 1 d . . . . .
H30 H 0.029690 0.466223 0.628501 0.077 Uiso 1 1 calc R U . . .
C29 C 0.1671(5) 0.5641(3) 0.6021(2) 0.0622(10) Uani 1 1 d . . . . .
C27 C 0.2949(4) 0.5247(3) 0.5096(2) 0.0612(10) Uani 1 1 d . . . . .
H27 H 0.360585 0.540110 0.479263 0.073 Uiso 1 1 calc R U . . .
C4 C 0.7170(4) 0.2797(3) 0.6064(2) 0.0610(10) Uani 1 1 d . . . . .
H4 H 0.772048 0.329774 0.596144 0.073 Uiso 1 1 calc R U . . .
C28 C 0.2662(5) 0.5845(3) 0.5562(2) 0.0668(11) Uani 1 1 d . . . . .
H28 H 0.314319 0.639856 0.557047 0.080 Uiso 1 1 calc R U . . .
C23 C 0.2868(4) 0.1721(3) 0.34297(19) 0.0590(10) Uani 1 1 d . . . . .
H23 H 0.253197 0.116909 0.355312 0.071 Uiso 1 1 calc R U . . .
C16 C -0.3907(4) 0.0967(3) 0.4359(2) 0.0686(11) Uani 1 1 d . . . . .
H16A H -0.439081 0.040532 0.442217 0.103 Uiso 1 1 calc R U . . .
H16B H -0.376676 0.103116 0.391686 0.103 Uiso 1 1 calc R U . . .
H16C H -0.457900 0.143338 0.447813 0.103 Uiso 1 1 calc R U . . .
C22 C 0.3411(5) 0.1788(3) 0.28373(19) 0.0687(11) Uani 1 1 d . . . . .
C17 C 0.9536(4) 0.2397(3) 0.6862(2) 0.0679(11) Uani 1 1 d . . . . .
H17A H 0.946067 0.268783 0.726062 0.102 Uiso 1 1 calc R U . . .
H17B H 1.011042 0.276625 0.660047 0.102 Uiso 1 1 calc R U . . .
H17C H 1.008679 0.184440 0.693970 0.102 Uiso 1 1 calc R U . . .
C20 C 0.3715(6) 0.3345(4) 0.3061(2) 0.0842(14) Uani 1 1 d . . . . .
H20 H 0.398100 0.390984 0.293516 0.101 Uiso 1 1 calc R U . . .
C21 C 0.3845(6) 0.2628(4) 0.2670(2) 0.0862(15) Uani 1 1 d . . . . .
H21 H 0.423588 0.271129 0.228209 0.103 Uiso 1 1 calc R U . . .
F38 F 0.1725(9) -0.1247(3) 0.7044(2) 0.208(3) Uani 1 1 d . . . . .
C32 C 0.1341(6) 0.6302(3) 0.6518(2) 0.0855(14) Uani 1 1 d . . . . .
H32A H 0.056521 0.672183 0.633225 0.128 Uiso 1 1 calc R U . . .
H32B H 0.230573 0.660673 0.667501 0.128 Uiso 1 1 calc R U . . .
H32C H 0.093958 0.600116 0.686436 0.128 Uiso 1 1 calc R U . . .
F37 F 0.0200(6) -0.0155(5) 0.7169(3) 0.220(3) Uani 1 1 d . . . . .
B35 B 0.1670(8) -0.0450(4) 0.7304(3) 0.0778(15) Uani 1 1 d . . . . .
C33 C 0.3526(6) 0.1009(4) 0.2420(2) 0.0954(16) Uani 1 1 d . . . . .
H33A H 0.438225 0.063516 0.260163 0.143 Uiso 1 1 calc R U . . .
H33B H 0.372428 0.120282 0.200425 0.143 Uiso 1 1 calc R U . . .
H33C H 0.254614 0.068333 0.238277 0.143 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
Cu1 N10 2.027(3) . ?
Cu1 N8 2.068(3) . ?
Cu1 N25 2.043(3) . ?
Cu1 N18 2.050(3) . ?
N10 C11 1.354(4) . ?
N10 C15 1.331(4) . ?
N8 C9 1.284(4) . ?
N8 C2 1.434(4) . ?
N25 C26 1.419(5) . ?
N25 C24 1.281(4) . ?
N18 C19 1.343(5) . ?
N18 C23 1.331(5) . ?
F34 B35 1.343(6) . ?
C11 C9 1.457(4) . ?
C11 C12 1.384(4) . ?
C9 H9 0.9300 . ?
F36 B35 1.344(6) . ?
C2 C7 1.386(4) . ?
C2 C3 1.381(5) . ?
C14 C13 1.365(5) . ?
C14 C15 1.394(5) . ?
C14 C16 1.514(5) . ?
C7 H7 0.9300 . ?
C7 C6 1.389(5) . ?
C26 C31 1.375(5) . ?
C26 C27 1.412(5) . ?
C13 H13 0.9300 . ?
C13 C12 1.377(5) . ?
C12 H12 0.9300 . ?
C5 C6 1.378(5) . ?
C5 C4 1.374(5) . ?
C5 C17 1.516(5) . ?
C6 H6 0.9300 . ?
C24 H24 0.9300 . ?
C24 C19 1.448(6) . ?
C31 H31 0.9300 . ?
C31 C30 1.369(6) . ?
C15 H15 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.385(5) . ?
C19 C20 1.394(6) . ?
C30 H30 0.9300 . ?
C30 C29 1.380(6) . ?
C29 C28 1.396(6) . ?
C29 C32 1.502(6) . ?
C27 H27 0.9300 . ?
C27 C28 1.380(6) . ?
C4 H4 0.9300 . ?
C28 H28 0.9300 . ?
C23 H23 0.9300 . ?
C23 C22 1.391(6) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C22 C21 1.380(6) . ?
C22 C33 1.482(7) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C20 H20 0.9300 . ?
C20 C21 1.377(7) . ?
C21 H21 0.9300 . ?
F38 B35 1.327(7) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
F37 B35 1.320(7) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N10 Cu1 N8 81.86(10) . . ?
N10 Cu1 N25 131.63(11) . . ?
N10 Cu1 N18 118.70(12) . . ?
N25 Cu1 N8 119.01(11) . . ?
N25 Cu1 N18 81.50(13) . . ?
N18 Cu1 N8 131.28(11) . . ?
C11 N10 Cu1 111.7(2) . . ?
C15 N10 Cu1 130.5(2) . . ?
C15 N10 C11 117.7(3) . . ?
C9 N8 Cu1 110.9(2) . . ?
C9 N8 C2 119.7(3) . . ?
C2 N8 Cu1 129.2(2) . . ?
C26 N25 Cu1 125.8(2) . . ?
C24 N25 Cu1 111.9(3) . . ?
C24 N25 C26 122.4(3) . . ?
C19 N18 Cu1 110.8(3) . . ?
C23 N18 Cu1 130.0(3) . . ?
C23 N18 C19 119.2(3) . . ?
N10 C11 C9 115.9(3) . . ?
N10 C11 C12 122.0(3) . . ?
C12 C11 C9 122.1(3) . . ?
N8 C9 C11 119.4(3) . . ?
N8 C9 H9 120.3 . . ?
C11 C9 H9 120.3 . . ?
C7 C2 N8 123.9(3) . . ?
C3 C2 N8 117.6(3) . . ?
C3 C2 C7 118.5(3) . . ?
C13 C14 C15 117.0(3) . . ?
C13 C14 C16 123.2(3) . . ?
C15 C14 C16 119.7(3) . . ?
C2 C7 H7 120.1 . . ?
C2 C7 C6 119.9(3) . . ?
C6 C7 H7 120.1 . . ?
C31 C26 N25 118.5(3) . . ?
C31 C26 C27 117.9(4) . . ?
C27 C26 N25 123.6(3) . . ?
C14 C13 H13 119.6 . . ?
C14 C13 C12 120.9(3) . . ?
C12 C13 H13 119.6 . . ?
C11 C12 H12 120.7 . . ?
C13 C12 C11 118.5(3) . . ?
C13 C12 H12 120.7 . . ?
C6 C5 C17 121.1(4) . . ?
C4 C5 C6 117.5(3) . . ?
C4 C5 C17 121.5(3) . . ?
C7 C6 H6 119.0 . . ?
C5 C6 C7 121.9(3) . . ?
C5 C6 H6 119.0 . . ?
N25 C24 H24 120.4 . . ?
N25 C24 C19 119.3(3) . . ?
C19 C24 H24 120.4 . . ?
C26 C31 H31 119.1 . . ?
C30 C31 C26 121.7(4) . . ?
C30 C31 H31 119.1 . . ?
N10 C15 C14 123.9(3) . . ?
N10 C15 H15 118.1 . . ?
C14 C15 H15 118.1 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.5(3) . . ?
C4 C3 H3 119.7 . . ?
N18 C19 C24 116.3(3) . . ?
N18 C19 C20 120.5(4) . . ?
C20 C19 C24 123.2(4) . . ?
C31 C30 H30 119.2 . . ?
C31 C30 C29 121.6(4) . . ?
C29 C30 H30 119.2 . . ?
C30 C29 C28 117.3(4) . . ?
C30 C29 C32 121.3(4) . . ?
C28 C29 C32 121.4(4) . . ?
C26 C27 H27 120.2 . . ?
C28 C27 C26 119.6(4) . . ?
C28 C27 H27 120.2 . . ?
C5 C4 C3 121.7(3) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C29 C28 H28 119.1 . . ?
C27 C28 C29 121.8(4) . . ?
C27 C28 H28 119.1 . . ?
N18 C23 H23 117.8 . . ?
N18 C23 C22 124.4(4) . . ?
C22 C23 H23 117.8 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C23 C22 C33 122.1(4) . . ?
C21 C22 C23 115.3(4) . . ?
C21 C22 C33 122.6(4) . . ?
C5 C17 H17A 109.5 . . ?
C5 C17 H17B 109.5 . . ?
C5 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C20 H20 120.6 . . ?
C21 C20 C19 118.8(5) . . ?
C21 C20 H20 120.6 . . ?
C22 C21 H21 119.2 . . ?
C20 C21 C22 121.7(4) . . ?
C20 C21 H21 119.2 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
F34 B35 F36 112.2(5) . . ?
F38 B35 F34 110.7(5) . . ?
F38 B35 F36 106.5(5) . . ?
F37 B35 F34 109.3(5) . . ?
F37 B35 F36 110.5(5) . . ?
F37 B35 F38 107.5(6) . . ?
C22 C33 H33A 109.5 . . ?
C22 C33 H33B 109.5 . . ?
C22 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?

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
Cu1 N10 C11 C9 2.5(3) . . . . ?
Cu1 N10 C11 C12 -176.2(3) . . . . ?
Cu1 N10 C15 C14 175.5(3) . . . . ?
Cu1 N8 C9 C11 5.1(4) . . . . ?
Cu1 N8 C2 C7 -162.7(2) . . . . ?
Cu1 N8 C2 C3 16.0(4) . . . . ?
Cu1 N25 C26 C31 -21.3(4) . . . . ?
Cu1 N25 C26 C27 157.4(3) . . . . ?
Cu1 N25 C24 C19 1.3(4) . . . . ?
Cu1 N18 C19 C24 -4.8(4) . . . . ?
Cu1 N18 C19 C20 176.3(3) . . . . ?
Cu1 N18 C23 C22 -175.1(3) . . . . ?
N10 C11 C9 N8 -5.4(4) . . . . ?
N10 C11 C12 C13 0.4(5) . . . . ?
N8 C2 C7 C6 -179.8(3) . . . . ?
N8 C2 C3 C4 179.1(3) . . . . ?
N25 C26 C31 C30 179.8(3) . . . . ?
N25 C26 C27 C28 -178.6(3) . . . . ?
N25 C24 C19 N18 2.5(5) . . . . ?
N25 C24 C19 C20 -178.7(4) . . . . ?
N18 C19 C20 C21 0.2(7) . . . . ?
N18 C23 C22 C21 -2.0(6) . . . . ?
N18 C23 C22 C33 177.5(4) . . . . ?
C11 N10 C15 C14 0.6(5) . . . . ?
C9 N8 C2 C7 22.7(5) . . . . ?
C9 N8 C2 C3 -158.7(3) . . . . ?
C9 C11 C12 C13 -178.3(3) . . . . ?
C2 N8 C9 C11 -179.3(3) . . . . ?
C2 C7 C6 C5 -0.2(5) . . . . ?
C2 C3 C4 C5 1.3(6) . . . . ?
C14 C13 C12 C11 -0.6(5) . . . . ?
C7 C2 C3 C4 -2.2(6) . . . . ?
C26 N25 C24 C19 -179.2(3) . . . . ?
C26 C31 C30 C29 -1.8(6) . . . . ?
C26 C27 C28 C29 -0.6(6) . . . . ?
C13 C14 C15 N10 -0.8(5) . . . . ?
C12 C11 C9 N8 173.4(3) . . . . ?
C6 C5 C4 C3 0.1(6) . . . . ?
C24 N25 C26 C31 159.3(3) . . . . ?
C24 N25 C26 C27 -21.9(5) . . . . ?
C24 C19 C20 C21 -178.6(4) . . . . ?
C31 C26 C27 C28 0.1(5) . . . . ?
C31 C30 C29 C28 1.2(6) . . . . ?
C31 C30 C29 C32 179.9(4) . . . . ?
C15 N10 C11 C9 178.3(3) . . . . ?
C15 N10 C11 C12 -0.4(5) . . . . ?
C15 C14 C13 C12 0.8(5) . . . . ?
C3 C2 C7 C6 1.6(5) . . . . ?
C19 N18 C23 C22 4.2(6) . . . . ?
C19 C20 C21 C22 2.0(8) . . . . ?
C30 C29 C28 C27 -0.1(6) . . . . ?
C27 C26 C31 C30 1.0(5) . . . . ?
C4 C5 C6 C7 -0.7(5) . . . . ?
C23 N18 C19 C24 175.7(3) . . . . ?
C23 N18 C19 C20 -3.2(5) . . . . ?
C23 C22 C21 C20 -1.1(7) . . . . ?
C16 C14 C13 C12 -178.2(3) . . . . ?
C16 C14 C15 N10 178.2(3) . . . . ?
C17 C5 C6 C7 179.1(3) . . . . ?
C17 C5 C4 C3 -179.6(4) . . . . ?
C32 C29 C28 C27 -178.7(4) . . . . ?
C33 C22 C21 C20 179.3(5) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.124
_oxdiff_exptl_absorpt_empirical_full_min 0.878
