# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_mcconnell39
_database_code_depnum_ccdc_archive 'CCDC 2415221'
loop_
_audit_author_name
_audit_author_address
'Christian Nather'
;University of Kiel
Germany
;
_audit_update_record             
;
2025-01-07 deposited with the CCDC.	2025-10-15 downloaded from the CCDC.
;
_audit_creation_date             2023-08-03
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2020.11.27 svn.r5f609507 for Rigaku Oxford Diffraction, GUI svn.r6214)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'C40 H24 B2 Cl8 F2 N2 O7, 2(C10 H10 Co), 3(C2 H3 N)'
_chemical_formula_sum            'C66 H53 B2 Cl8 Co2 F2 N5 O7'
_chemical_formula_weight         1489.21
_chemical_melting_point          ?
_chemical_oxdiff_formula         C66H53B2Cl8Co2F2N5O7
_chemical_oxdiff_usercomment     'Patrick Harders PH74'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.7167(2)
_cell_length_b                   23.6309(2)
_cell_length_c                   30.1749(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     12633.1(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    29291
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      79.1440
_cell_measurement_theta_min      2.8960
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    7.774
_exptl_absorpt_correction_T_max  0.49443
_exptl_absorpt_correction_T_min  0.44255
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Spherical absorption correction
using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.566
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             6064
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0369
_diffrn_reflns_av_unetI/netI     0.0237
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            58806
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.421
_diffrn_reflns_theta_min         2.929
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -72.00 -44.00   0.50   30.00    --  -41.97 126.00-135.00   56
  2  ω    -93.00 -24.00   0.50   30.00    --  -41.97 -11.00-144.00  138
  3  ω     55.00  88.00   0.50   30.00    --   41.97-126.00 148.00   66
  4  ω     73.00 102.00   0.50   30.00    --   41.97  11.00  28.00   58
  5  ω    -72.00 -47.00   0.50  120.00    --  -96.00 119.00 138.00   50
  6  ω   -134.00 -99.00   0.50  120.00    --  -96.00-119.00  53.00   70
  7  ω   -128.00 -95.00   0.50  120.00    --  -96.00-126.00 148.00   66
  8  ω     72.00  99.00   0.50  120.00    --  117.50-126.00 148.00   54
  9  ω     48.00  73.00   0.50  120.00    --  117.50-119.00  53.00   50
 10  ω    122.00 147.00   0.50  120.00    --  117.50 119.00 138.00   50
 11  ω    111.00 144.00   0.50  120.00    --  117.50 126.00-135.00   66
 12  ω    -35.00  15.00   0.50   30.00    --   41.97 -38.00 120.00  100
 13  ω     44.00  70.00   0.50  120.00    --  117.50 -77.00  30.00   52
 14  ω    104.00 136.00   0.50  120.00    --  117.50  15.00 -30.00   64
 15  ω    104.00 136.00   0.50  120.00    --  117.50  15.00 -90.00   64
 16  ω    103.00 128.00   0.50  120.00    --  117.50  15.00  60.00   50
 17  ω     66.00  92.00   0.50  120.00    --  117.50 -95.00 150.00   52
 18  ω     50.00  93.00   0.50  120.00    --  117.50 -94.00 128.11   86
 19  ω    104.00 135.00   0.50  120.00    --  117.50  15.00-150.00   62
 20  ω    104.00 136.00   0.50  120.00    --  117.50  15.00   0.00   64
 21  ω     48.00  75.00   0.50  120.00    --  117.50 -77.00 -60.00   54
 22  ω    110.00 136.00   0.50  120.00    --  117.50  15.00-180.00   52
 23  ω    109.00 134.00   0.50  120.00    --  117.50  15.00 -60.00   50
 24  ω     58.00  92.00   0.50  120.00    --  117.50 -95.00 120.00   68
 25  ω     53.00  91.00   0.50  120.00    --  117.50 -95.00-180.00   76
 26  ω    105.00 130.00   0.50  120.00    --  117.50  15.00  30.00   50
 27  ω     76.00 101.00   0.50  120.00    --  117.50-125.00-150.00   50
 28  ω     45.00  75.00   0.50  120.00    --  117.50 -77.00-150.00   60
 29  ω     54.00  92.00   0.50  120.00    --  117.50 -95.00  90.00   76
 30  ω    104.00 129.00   0.50  120.00    --  117.50  15.00 150.00   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      -0.0067727000
_diffrn_orient_matrix_UB_12      0.0067266000
_diffrn_orient_matrix_UB_13      0.0506610000
_diffrn_orient_matrix_UB_21      0.0108452000
_diffrn_orient_matrix_UB_22      -0.0642571000
_diffrn_orient_matrix_UB_23      0.0057283000
_diffrn_orient_matrix_UB_31      0.0859700000
_diffrn_orient_matrix_UB_32      0.0086124000
_diffrn_orient_matrix_UB_33      0.0032583000
_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                12394
_reflns_number_total             13499
_reflns_odcompleteness_completeness 99.14
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.816
_refine_diff_density_min         -0.700
_refine_diff_density_rms         0.097
_refine_ls_extinction_coef       0.000121(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     843
_refine_ls_number_reflns         13499
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0612
_refine_ls_R_factor_gt           0.0577
_refine_ls_restrained_S_all      1.059
_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)+(0.0914P)²+22.8079P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1591
_refine_ls_wR_factor_ref         0.1616
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H82A,H82B,H82C} of C82
 At 1.5 times of:
  {H86A,H86B,H86C} of C86, {H84A,H84B,H84C} of C84, {H20A,H20B,H20C} of C20,
  {H34A,H34B,H34C} of C34
2. Restrained distances
 N1-H1
 0.91 with sigma of 0.02
 N2-H2
 0.91 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C13(H13), C21(H21), C41(H41), C42(H42), C43(H43), C45(H45), C71(H71),
 C73(H73), C74(H74), C75(H75)
3.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C12(H12), C15(H15), C16(H16), C18(H18), C19(H19),
 C24(H24), C25(H25), C26(H26), C29(H29), C30(H30), C32(H32), C33(H33), C44(H44),
  C51(H51), C52(H52), C53(H53), C54(H54), C55(H55), C61(H61), C62(H62),
 C63(H63), C64(H64), C65(H65), C72(H72)
3.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C34(H34A,H34B,H34C), C82(H82A,H82B,H82C), C84(H84A,H84B,
 H84C), C86(H86A,H86B,H86C)
;
_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
O1 O 0.73655(12) 0.61258(9) 0.44355(7) 0.0234(4) Uani 1 1 d . . . . .
O2 O 0.64113(12) 0.63057(9) 0.49814(7) 0.0241(4) Uani 1 1 d . . . . .
O3 O 0.60485(12) 0.58869(9) 0.42903(7) 0.0249(4) Uani 1 1 d . . . . .
O4 O 0.77570(15) 0.64871(11) 0.69467(8) 0.0365(5) Uani 1 1 d . . . . .
O5 O 0.97168(19) 0.34986(12) 0.30181(9) 0.0471(7) Uani 1 1 d . . . . .
O6 O 0.74071(12) 0.65885(9) 0.37073(7) 0.0258(4) Uani 1 1 d . . . . .
O7 O 0.74263(12) 0.55795(9) 0.37420(7) 0.0240(4) Uani 1 1 d . . . . .
N1 N 0.82613(16) 0.58957(12) 0.51785(9) 0.0284(6) Uani 1 1 d D . . . .
H1 H 0.800(2) 0.6111(15) 0.4992(11) 0.034(11) Uiso 1 1 d D . . . .
N2 N 0.88996(16) 0.46863(11) 0.45345(10) 0.0292(6) Uani 1 1 d D . . . .
H2 H 0.925(2) 0.470(2) 0.4758(11) 0.044(12) Uiso 1 1 d D . . . .
B1 B 0.67054(19) 0.58868(15) 0.46230(12) 0.0236(6) Uani 1 1 d . . . . .
B2 B 0.76897(19) 0.61027(14) 0.40092(12) 0.0227(6) Uani 1 1 d . . . . .
C1 C 0.58174(16) 0.65647(13) 0.48046(10) 0.0227(6) Uani 1 1 d . . . . .
C2 C 0.54305(18) 0.70250(13) 0.49770(11) 0.0256(6) Uani 1 1 d . . . . .
C3 C 0.48258(18) 0.72527(13) 0.47313(11) 0.0277(6) Uani 1 1 d . . . . .
C4 C 0.46209(18) 0.70171(14) 0.43304(11) 0.0283(6) Uani 1 1 d . . . . .
C5 C 0.50208(17) 0.65550(13) 0.41542(11) 0.0256(6) Uani 1 1 d . . . . .
C6 C 0.56146(16) 0.63269(12) 0.43942(10) 0.0225(6) Uani 1 1 d . . . . .
C7 C 0.67772(17) 0.52746(12) 0.48747(10) 0.0232(6) Uani 1 1 d . . . . .
C8 C 0.74437(17) 0.50463(13) 0.50685(10) 0.0240(6) Uani 1 1 d . . . . .
C9 C 0.73731(17) 0.45586(13) 0.53193(11) 0.0265(6) Uani 1 1 d . . . . .
C10 C 0.67025(19) 0.42799(14) 0.54041(11) 0.0293(6) Uani 1 1 d . . . . .
H10 H 0.668527 0.395345 0.558760 0.035 Uiso 1 1 calc R U . . .
C11 C 0.60543(18) 0.44988(14) 0.52088(11) 0.0287(6) Uani 1 1 d . . . . .
H11 H 0.558143 0.431779 0.525277 0.034 Uiso 1 1 calc R U . . .
C12 C 0.61005(17) 0.49832(13) 0.49490(10) 0.0253(6) Uani 1 1 d . . . . .
H12 H 0.565218 0.512321 0.481552 0.030 Uiso 1 1 calc R U . . .
C13 C 0.82276(18) 0.53203(13) 0.50213(11) 0.0266(6) Uani 1 1 d . . . . .
H13 H 0.857463 0.509722 0.521570 0.032 Uiso 1 1 calc R U . . .
C14 C 0.81180(18) 0.60036(14) 0.56263(11) 0.0285(7) Uani 1 1 d . . . . .
C15 C 0.8271(2) 0.56201(15) 0.59635(12) 0.0339(7) Uani 1 1 d . . . . .
H15 H 0.845871 0.525558 0.588950 0.041 Uiso 1 1 calc R U . . .
C16 C 0.8155(2) 0.57588(16) 0.64128(13) 0.0374(8) Uani 1 1 d . . . . .
H16 H 0.825736 0.548735 0.663711 0.045 Uiso 1 1 calc R U . . .
C17 C 0.78923(19) 0.62900(14) 0.65266(11) 0.0297(7) Uani 1 1 d . . . . .
C18 C 0.77242(19) 0.66714(15) 0.61854(11) 0.0305(7) Uani 1 1 d . . . . .
H18 H 0.752967 0.703427 0.625821 0.037 Uiso 1 1 calc R U . . .
C19 C 0.78336(19) 0.65335(15) 0.57485(11) 0.0311(7) Uani 1 1 d . . . . .
H19 H 0.771431 0.680233 0.552517 0.037 Uiso 1 1 calc R U . . .
C20 C 0.7965(3) 0.6120(2) 0.73026(13) 0.0476(10) Uani 1 1 d . . . . .
H20A H 0.768564 0.576350 0.727715 0.071 Uiso 1 1 calc R U . . .
H20B H 0.784291 0.630149 0.758576 0.071 Uiso 1 1 calc R U . . .
H20C H 0.850779 0.604360 0.728895 0.071 Uiso 1 1 calc R U . . .
C21 C 0.85188(17) 0.52372(13) 0.45386(10) 0.0248(6) Uani 1 1 d . . . . .
H21 H 0.805861 0.519209 0.434992 0.030 Uiso 1 1 calc R U . . .
C22 C 0.89662(17) 0.57256(13) 0.43359(10) 0.0233(6) Uani 1 1 d . . . . .
C23 C 0.97336(19) 0.57895(14) 0.43922(11) 0.0280(6) Uani 1 1 d . . . . .
C24 C 1.01726(18) 0.61907(14) 0.41862(12) 0.0296(7) Uani 1 1 d . . . . .
H24 H 1.070004 0.621365 0.424010 0.036 Uiso 1 1 calc R U . . .
C25 C 0.98153(19) 0.65630(14) 0.38949(11) 0.0287(6) Uani 1 1 d . . . . .
H25 H 1.010034 0.683934 0.373915 0.034 Uiso 1 1 calc R U . . .
C26 C 0.90424(18) 0.65266(13) 0.38348(10) 0.0254(6) Uani 1 1 d . . . . .
H26 H 0.880107 0.678525 0.363989 0.031 Uiso 1 1 calc R U . . .
C27 C 0.86060(17) 0.61181(13) 0.40539(10) 0.0233(6) Uani 1 1 d . . . . .
C28 C 0.9147(2) 0.44398(14) 0.41350(12) 0.0311(7) Uani 1 1 d . . . . .
C29 C 0.8759(2) 0.45034(15) 0.37370(13) 0.0346(7) Uani 1 1 d . . . . .
H29 H 0.835277 0.476435 0.371750 0.042 Uiso 1 1 calc R U . . .
C30 C 0.8966(2) 0.41847(15) 0.33653(13) 0.0363(8) Uani 1 1 d . . . . .
H30 H 0.869597 0.422497 0.309498 0.044 Uiso 1 1 calc R U . . .
C31 C 0.9572(2) 0.38058(15) 0.33939(12) 0.0348(7) Uani 1 1 d . . . . .
C32 C 0.9977(2) 0.37655(16) 0.37829(13) 0.0367(8) Uani 1 1 d . . . . .
H32 H 1.039938 0.351906 0.379992 0.044 Uiso 1 1 calc R U . . .
C33 C 0.9769(2) 0.40830(15) 0.41489(13) 0.0339(7) Uani 1 1 d . . . . .
H33 H 1.005672 0.405616 0.441370 0.041 Uiso 1 1 calc R U . . .
C34 C 1.0238(2) 0.30433(18) 0.30520(16) 0.0464(10) Uani 1 1 d . . . . .
H34A H 1.024567 0.283199 0.277254 0.070 Uiso 1 1 calc R U . . .
H34B H 1.008375 0.279096 0.329332 0.070 Uiso 1 1 calc R U . . .
H34C H 1.074283 0.319301 0.311333 0.070 Uiso 1 1 calc R U . . .
C35 C 0.69823(17) 0.63579(13) 0.33918(10) 0.0244(6) Uani 1 1 d . . . . .
C36 C 0.69952(17) 0.57643(13) 0.34116(10) 0.0239(6) Uani 1 1 d . . . . .
C37 C 0.66040(18) 0.54467(14) 0.31077(11) 0.0275(6) Uani 1 1 d . . . . .
C38 C 0.61794(19) 0.57180(15) 0.27784(11) 0.0319(7) Uani 1 1 d . . . . .
C39 C 0.61607(19) 0.63055(15) 0.27579(11) 0.0317(7) Uani 1 1 d . . . . .
C40 C 0.65666(19) 0.66345(14) 0.30706(11) 0.0292(7) Uani 1 1 d . . . . .
F1 F 0.80072(11) 0.43258(8) 0.55060(7) 0.0321(4) Uani 1 1 d . . . . .
F2 F 1.01025(11) 0.54268(9) 0.46774(7) 0.0371(5) Uani 1 1 d . . . . .
Cl1 Cl 0.57248(4) 0.73123(3) 0.54732(3) 0.03021(17) Uani 1 1 d . . . . .
Cl2 Cl 0.43777(5) 0.78558(3) 0.49250(3) 0.03495(19) Uani 1 1 d . . . . .
Cl3 Cl 0.38565(5) 0.72803(4) 0.40430(3) 0.03724(19) Uani 1 1 d . . . . .
Cl4 Cl 0.47922(5) 0.62713(4) 0.36433(3) 0.03384(18) Uani 1 1 d . . . . .
Cl5 Cl 0.66541(5) 0.47163(3) 0.31464(3) 0.03297(18) Uani 1 1 d . . . . .
Cl6 Cl 0.56840(6) 0.53143(4) 0.23977(3) 0.0441(2) Uani 1 1 d . . . . .
Cl7 Cl 0.56202(6) 0.66460(4) 0.23613(3) 0.0464(2) Uani 1 1 d . . . . .
Cl8 Cl 0.65397(5) 0.73646(3) 0.30628(3) 0.03628(19) Uani 1 1 d . . . . .
Co1 Co 0.74220(3) 0.31244(2) 0.43711(2) 0.02646(13) Uani 1 1 d . . . . .
C41 C 0.6877(2) 0.30177(15) 0.37890(12) 0.0335(7) Uani 1 1 d . . . . .
H41 H 0.699412 0.272610 0.355894 0.040 Uiso 1 1 calc R U . . .
C42 C 0.6364(2) 0.29555(16) 0.41472(13) 0.0347(7) Uani 1 1 d . . . . .
H42 H 0.606188 0.260922 0.421614 0.042 Uiso 1 1 calc R U . . .
C43 C 0.6372(2) 0.34653(17) 0.43992(14) 0.0393(8) Uani 1 1 d . . . . .
H43 H 0.607412 0.353976 0.467479 0.047 Uiso 1 1 calc R U . . .
C44 C 0.6879(2) 0.38459(16) 0.41935(15) 0.0419(9) Uani 1 1 d . . . . .
H44 H 0.699234 0.421874 0.429062 0.050 Uiso 1 1 calc R U . . .
C45 C 0.7190(2) 0.35711(16) 0.38150(13) 0.0397(8) Uani 1 1 d . . . . .
H45 H 0.757093 0.373590 0.360706 0.048 Uiso 1 1 calc R U . . .
C51 C 0.81986(19) 0.24931(14) 0.43847(12) 0.0318(7) Uani 1 1 d . . . . .
H51 H 0.827541 0.221012 0.416567 0.038 Uiso 1 1 calc R U . . .
C52 C 0.7709(2) 0.24527(15) 0.47520(13) 0.0373(8) Uani 1 1 d . . . . .
H52 H 0.739327 0.214002 0.482172 0.045 Uiso 1 1 calc R U . . .
C53 C 0.7771(2) 0.29669(17) 0.50011(12) 0.0379(8) Uani 1 1 d . . . . .
H53 H 0.750775 0.305394 0.526685 0.045 Uiso 1 1 calc R U . . .
C54 C 0.8294(2) 0.33226(15) 0.47808(13) 0.0353(8) Uani 1 1 d . . . . .
H54 H 0.844288 0.369090 0.487196 0.042 Uiso 1 1 calc R U . . .
C55 C 0.8557(2) 0.30304(15) 0.43994(13) 0.0338(7) Uani 1 1 d . . . . .
H55 H 0.891168 0.317027 0.419016 0.041 Uiso 1 1 calc R U . . .
Co2 Co 0.45332(3) 0.40096(2) 0.35397(2) 0.02794(14) Uani 1 1 d . . . . .
C61 C 0.3886(2) 0.42568(16) 0.40650(12) 0.0362(8) Uani 1 1 d . . . . .
H61 H 0.347721 0.405264 0.419151 0.043 Uiso 1 1 calc R U . . .
C62 C 0.3836(2) 0.46540(17) 0.37114(14) 0.0437(9) Uani 1 1 d . . . . .
H62 H 0.338963 0.476467 0.356038 0.052 Uiso 1 1 calc R U . . .
C63 C 0.4578(3) 0.48545(16) 0.36258(14) 0.0441(9) Uani 1 1 d . . . . .
H63 H 0.471599 0.512099 0.340439 0.053 Uiso 1 1 calc R U . . .
C64 C 0.5074(2) 0.45907(17) 0.39252(13) 0.0393(8) Uani 1 1 d . . . . .
H64 H 0.560291 0.465100 0.394357 0.047 Uiso 1 1 calc R U . . .
C65 C 0.4648(2) 0.42206(16) 0.41938(11) 0.0325(7) Uani 1 1 d . . . . .
H65 H 0.484291 0.398656 0.442285 0.039 Uiso 1 1 calc R U . . .
C71 C 0.4103(2) 0.36912(19) 0.29708(13) 0.0429(9) Uani 1 1 d . . . . .
H71 H 0.364392 0.383320 0.281288 0.052 Uiso 1 1 calc R U . . .
C72 C 0.4855(2) 0.38812(18) 0.29017(12) 0.0417(9) Uani 1 1 d . . . . .
H72 H 0.501038 0.416483 0.269811 0.050 Uiso 1 1 calc R U . . .
C73 C 0.5329(2) 0.35726(16) 0.31902(13) 0.0358(7) Uani 1 1 d . . . . .
H73 H 0.588855 0.361781 0.321830 0.043 Uiso 1 1 calc R U . . .
C74 C 0.4874(2) 0.31937(15) 0.34380(13) 0.0367(8) Uani 1 1 d . . . . .
H74 H 0.505551 0.292574 0.367118 0.044 Uiso 1 1 calc R U . . .
C75 C 0.4115(2) 0.32647(17) 0.33005(14) 0.0407(8) Uani 1 1 d . . . . .
H75 H 0.366715 0.305495 0.341802 0.049 Uiso 1 1 calc R U . . .
N81 N 0.1857(3) 0.69572(17) 0.37554(15) 0.0582(10) Uani 1 1 d . . . . .
C81 C 0.1927(3) 0.6510(2) 0.36303(15) 0.0506(10) Uani 1 1 d . . . . .
C82 C 0.1990(5) 0.5924(2) 0.34663(19) 0.084(2) Uani 1 1 d . . . . .
H82A H 0.201047 0.592642 0.314173 0.101 Uiso 1 1 calc R U . . .
H82B H 0.155095 0.570577 0.356436 0.101 Uiso 1 1 calc R U . . .
H82C H 0.245159 0.575129 0.358375 0.101 Uiso 1 1 calc R U . . .
N82 N 0.3262(3) 0.5184(3) 0.27467(16) 0.0836(16) Uani 1 1 d . . . . .
C83 C 0.3493(3) 0.5438(2) 0.24524(15) 0.0515(10) Uani 1 1 d . . . . .
C84 C 0.3779(3) 0.5755(2) 0.20765(15) 0.0482(10) Uani 1 1 d . . . . .
H84A H 0.378452 0.551212 0.181338 0.072 Uiso 1 1 calc R U . . .
H84B H 0.429337 0.588491 0.214016 0.072 Uiso 1 1 calc R U . . .
H84C H 0.345325 0.608294 0.202221 0.072 Uiso 1 1 calc R U . . .
N83 N 0.3758(3) 0.73862(19) 0.21294(13) 0.0587(10) Uani 1 1 d . . . . .
C85 C 0.3427(3) 0.72620(18) 0.24395(15) 0.0481(10) Uani 1 1 d . . . . .
C86 C 0.3001(4) 0.7095(3) 0.28287(17) 0.0676(14) Uani 1 1 d . . . . .
H86A H 0.269488 0.676162 0.275916 0.101 Uiso 1 1 calc R U . . .
H86B H 0.267097 0.740682 0.291970 0.101 Uiso 1 1 calc R U . . .
H86C H 0.335074 0.700445 0.307033 0.101 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
O1 B1 1.417(4) . ?
O1 B2 1.410(4) . ?
O2 B1 1.556(4) . ?
O2 C1 1.329(4) . ?
O3 B1 1.537(4) . ?
O3 C6 1.331(4) . ?
O4 C17 1.372(4) . ?
O4 C20 1.429(5) . ?
O5 C31 1.370(4) . ?
O5 C34 1.421(5) . ?
O6 B2 1.549(4) . ?
O6 C35 1.330(4) . ?
O7 B2 1.548(4) . ?
O7 C36 1.330(4) . ?
N1 H1 0.890(19) . ?
N1 C13 1.441(4) . ?
N1 C14 1.398(4) . ?
N2 H2 0.913(19) . ?
N2 C21 1.466(4) . ?
N2 C28 1.409(4) . ?
B1 C7 1.639(5) . ?
B2 C27 1.629(4) . ?
C1 C2 1.387(4) . ?
C1 C6 1.407(4) . ?
C2 C3 1.410(5) . ?
C2 Cl1 1.725(3) . ?
C3 C4 1.380(5) . ?
C3 Cl2 1.733(3) . ?
C4 C5 1.406(5) . ?
C4 Cl3 1.724(3) . ?
C5 C6 1.386(4) . ?
C5 Cl4 1.729(3) . ?
C7 C8 1.424(4) . ?
C7 C12 1.401(4) . ?
C8 C9 1.384(4) . ?
C8 C13 1.539(4) . ?
C9 C10 1.382(5) . ?
C9 F1 1.372(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.391(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.390(5) . ?
C12 H12 0.9500 . ?
C13 H13 1.0000 . ?
C13 C21 1.558(4) . ?
C14 C15 1.389(5) . ?
C14 C19 1.399(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.410(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.382(5) . ?
C17 C18 1.400(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.372(5) . ?
C19 H19 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21 1.0000 . ?
C21 C22 1.528(4) . ?
C22 C23 1.378(5) . ?
C22 C27 1.411(4) . ?
C23 C24 1.375(5) . ?
C23 F2 1.379(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.395(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.384(5) . ?
C26 H26 0.9500 . ?
C26 C27 1.402(4) . ?
C28 C29 1.391(5) . ?
C28 C33 1.388(5) . ?
C29 H29 0.9500 . ?
C29 C30 1.400(5) . ?
C30 H30 0.9500 . ?
C30 C31 1.401(5) . ?
C31 C32 1.378(6) . ?
C32 H32 0.9500 . ?
C32 C33 1.385(5) . ?
C33 H33 0.9500 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 C36 1.404(4) . ?
C35 C40 1.382(4) . ?
C36 C37 1.373(4) . ?
C37 C38 1.402(5) . ?
C37 Cl5 1.732(3) . ?
C38 C39 1.390(5) . ?
C38 Cl6 1.732(4) . ?
C39 C40 1.418(5) . ?
C39 Cl7 1.731(3) . ?
C40 Cl8 1.726(3) . ?
Co1 C41 2.020(4) . ?
Co1 C42 2.032(4) . ?
Co1 C43 2.030(4) . ?
Co1 C44 2.029(4) . ?
Co1 C45 2.024(4) . ?
Co1 C51 2.030(3) . ?
Co1 C52 2.024(3) . ?
Co1 C53 2.033(4) . ?
Co1 C54 2.034(4) . ?
Co1 C55 2.025(4) . ?
C41 H41 1.0000 . ?
C41 C42 1.419(5) . ?
C41 C45 1.423(5) . ?
C42 H42 1.0000 . ?
C42 C43 1.425(5) . ?
C43 H43 1.0000 . ?
C43 C44 1.415(6) . ?
C44 H44 0.9500 . ?
C44 C45 1.425(6) . ?
C45 H45 1.0000 . ?
C51 H51 0.9500 . ?
C51 C52 1.411(5) . ?
C51 C55 1.420(5) . ?
C52 H52 0.9500 . ?
C52 C53 1.433(5) . ?
C53 H53 0.9500 . ?
C53 C54 1.417(6) . ?
C54 H54 0.9500 . ?
C54 C55 1.421(5) . ?
C55 H55 0.9500 . ?
Co2 C61 2.042(3) . ?
Co2 C62 2.028(4) . ?
Co2 C63 2.015(4) . ?
Co2 C64 2.038(4) . ?
Co2 C65 2.046(3) . ?
Co2 C71 2.024(4) . ?
Co2 C72 2.031(4) . ?
Co2 C73 2.042(3) . ?
Co2 C74 2.043(4) . ?
Co2 C75 2.042(4) . ?
C61 H61 0.9500 . ?
C61 C62 1.424(6) . ?
C61 C65 1.408(5) . ?
C62 H62 0.9500 . ?
C62 C63 1.421(6) . ?
C63 H63 0.9500 . ?
C63 C64 1.405(6) . ?
C64 H64 0.9500 . ?
C64 C65 1.411(5) . ?
C65 H65 0.9500 . ?
C71 H71 1.0000 . ?
C71 C72 1.422(6) . ?
C71 C75 1.416(6) . ?
C72 H72 0.9500 . ?
C72 C73 1.413(6) . ?
C73 H73 1.0000 . ?
C73 C74 1.419(5) . ?
C74 H74 1.0000 . ?
C74 C75 1.417(6) . ?
C75 H75 1.0000 . ?
N81 C81 1.128(6) . ?
C81 C82 1.475(7) . ?
C82 H82A 0.9800 . ?
C82 H82B 0.9800 . ?
C82 H82C 0.9800 . ?
N82 C83 1.147(7) . ?
C83 C84 1.452(6) . ?
C84 H84A 0.9800 . ?
C84 H84B 0.9800 . ?
C84 H84C 0.9800 . ?
N83 C85 1.142(6) . ?
C85 C86 1.451(7) . ?
C86 H86A 0.9800 . ?
C86 H86B 0.9800 . ?
C86 H86C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B2 O1 B1 133.3(3) . . ?
C1 O2 B1 106.2(2) . . ?
C6 O3 B1 106.5(2) . . ?
C17 O4 C20 116.3(3) . . ?
C31 O5 C34 117.6(3) . . ?
C35 O6 B2 107.5(2) . . ?
C36 O7 B2 107.5(2) . . ?
C13 N1 H1 108(3) . . ?
C14 N1 H1 114(3) . . ?
C14 N1 C13 118.9(3) . . ?
C21 N2 H2 106(3) . . ?
C28 N2 H2 116(3) . . ?
C28 N2 C21 121.2(3) . . ?
O1 B1 O2 107.5(2) . . ?
O1 B1 O3 111.3(3) . . ?
O1 B1 C7 118.2(3) . . ?
O2 B1 C7 105.4(2) . . ?
O3 B1 O2 101.6(2) . . ?
O3 B1 C7 111.2(2) . . ?
O1 B2 O6 112.1(3) . . ?
O1 B2 O7 112.6(2) . . ?
O1 B2 C27 109.2(3) . . ?
O6 B2 C27 110.7(2) . . ?
O7 B2 O6 100.8(2) . . ?
O7 B2 C27 111.2(2) . . ?
O2 C1 C2 127.0(3) . . ?
O2 C1 C6 111.8(3) . . ?
C2 C1 C6 121.2(3) . . ?
C1 C2 C3 118.5(3) . . ?
C1 C2 Cl1 119.0(2) . . ?
C3 C2 Cl1 122.4(2) . . ?
C2 C3 Cl2 119.0(3) . . ?
C4 C3 C2 120.5(3) . . ?
C4 C3 Cl2 120.5(2) . . ?
C3 C4 C5 120.8(3) . . ?
C3 C4 Cl3 120.1(3) . . ?
C5 C4 Cl3 119.1(3) . . ?
C4 C5 Cl4 121.4(2) . . ?
C6 C5 C4 119.1(3) . . ?
C6 C5 Cl4 119.5(2) . . ?
O3 C6 C1 111.8(3) . . ?
O3 C6 C5 128.3(3) . . ?
C5 C6 C1 119.9(3) . . ?
C8 C7 B1 126.1(3) . . ?
C12 C7 B1 116.2(3) . . ?
C12 C7 C8 117.3(3) . . ?
C7 C8 C13 123.4(3) . . ?
C9 C8 C7 117.7(3) . . ?
C9 C8 C13 118.8(3) . . ?
C10 C9 C8 125.1(3) . . ?
F1 C9 C8 119.0(3) . . ?
F1 C9 C10 115.9(3) . . ?
C9 C10 H10 121.5 . . ?
C9 C10 C11 117.0(3) . . ?
C11 C10 H10 121.5 . . ?
C10 C11 H11 120.1 . . ?
C12 C11 C10 119.8(3) . . ?
C12 C11 H11 120.1 . . ?
C7 C12 H12 118.5 . . ?
C11 C12 C7 123.1(3) . . ?
C11 C12 H12 118.5 . . ?
N1 C13 C8 113.8(3) . . ?
N1 C13 H13 106.2 . . ?
N1 C13 C21 114.4(3) . . ?
C8 C13 H13 106.2 . . ?
C8 C13 C21 109.4(3) . . ?
C21 C13 H13 106.2 . . ?
N1 C14 C19 118.9(3) . . ?
C15 C14 N1 123.6(3) . . ?
C15 C14 C19 117.5(3) . . ?
C14 C15 H15 119.2 . . ?
C14 C15 C16 121.6(3) . . ?
C16 C15 H15 119.2 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 119.9(3) . . ?
C17 C16 H16 120.0 . . ?
O4 C17 C16 126.6(3) . . ?
O4 C17 C18 115.1(3) . . ?
C16 C17 C18 118.3(3) . . ?
C17 C18 H18 119.2 . . ?
C19 C18 C17 121.6(3) . . ?
C19 C18 H18 119.2 . . ?
C14 C19 H19 119.4 . . ?
C18 C19 C14 121.1(3) . . ?
C18 C19 H19 119.4 . . ?
O4 C20 H20A 109.5 . . ?
O4 C20 H20B 109.5 . . ?
O4 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N2 C21 C13 105.8(2) . . ?
N2 C21 H21 106.0 . . ?
N2 C21 C22 115.4(3) . . ?
C13 C21 H21 106.0 . . ?
C22 C21 C13 116.8(3) . . ?
C22 C21 H21 106.0 . . ?
C23 C22 C21 123.0(3) . . ?
C23 C22 C27 116.6(3) . . ?
C27 C22 C21 120.2(3) . . ?
C22 C23 F2 118.4(3) . . ?
C24 C23 C22 125.3(3) . . ?
C24 C23 F2 116.3(3) . . ?
C23 C24 H24 121.2 . . ?
C23 C24 C25 117.6(3) . . ?
C25 C24 H24 121.2 . . ?
C24 C25 H25 120.3 . . ?
C26 C25 C24 119.5(3) . . ?
C26 C25 H25 120.3 . . ?
C25 C26 H26 119.1 . . ?
C25 C26 C27 121.8(3) . . ?
C27 C26 H26 119.1 . . ?
C22 C27 B2 119.1(3) . . ?
C26 C27 B2 121.7(3) . . ?
C26 C27 C22 119.2(3) . . ?
C29 C28 N2 122.7(3) . . ?
C33 C28 N2 118.2(3) . . ?
C33 C28 C29 118.9(3) . . ?
C28 C29 H29 119.8 . . ?
C28 C29 C30 120.3(3) . . ?
C30 C29 H29 119.8 . . ?
C29 C30 H30 120.2 . . ?
C29 C30 C31 119.6(4) . . ?
C31 C30 H30 120.2 . . ?
O5 C31 C30 115.5(3) . . ?
O5 C31 C32 124.8(3) . . ?
C32 C31 C30 119.7(3) . . ?
C31 C32 H32 119.9 . . ?
C31 C32 C33 120.2(4) . . ?
C33 C32 H32 119.9 . . ?
C28 C33 H33 119.5 . . ?
C32 C33 C28 121.1(3) . . ?
C32 C33 H33 119.5 . . ?
O5 C34 H34A 109.5 . . ?
O5 C34 H34B 109.5 . . ?
O5 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O6 C35 C36 111.7(3) . . ?
O6 C35 C40 127.6(3) . . ?
C40 C35 C36 120.7(3) . . ?
O7 C36 C35 111.7(3) . . ?
O7 C36 C37 127.7(3) . . ?
C37 C36 C35 120.6(3) . . ?
C36 C37 C38 119.6(3) . . ?
C36 C37 Cl5 118.3(2) . . ?
C38 C37 Cl5 122.1(3) . . ?
C37 C38 Cl6 119.3(3) . . ?
C39 C38 C37 120.1(3) . . ?
C39 C38 Cl6 120.6(3) . . ?
C38 C39 C40 120.4(3) . . ?
C38 C39 Cl7 120.5(3) . . ?
C40 C39 Cl7 119.1(3) . . ?
C35 C40 C39 118.5(3) . . ?
C35 C40 Cl8 119.8(3) . . ?
C39 C40 Cl8 121.7(3) . . ?
C41 Co1 C42 41.01(15) . . ?
C41 Co1 C43 69.36(15) . . ?
C41 Co1 C44 69.44(15) . . ?
C41 Co1 C45 41.20(15) . . ?
C41 Co1 C51 104.47(14) . . ?
C41 Co1 C52 121.04(15) . . ?
C41 Co1 C53 159.27(16) . . ?
C41 Co1 C54 157.01(16) . . ?
C41 Co1 C55 119.85(15) . . ?
C42 Co1 C53 123.73(16) . . ?
C42 Co1 C54 161.49(16) . . ?
C43 Co1 C42 41.07(15) . . ?
C43 Co1 C51 155.83(16) . . ?
C43 Co1 C53 108.19(16) . . ?
C43 Co1 C54 125.44(15) . . ?
C44 Co1 C42 68.90(15) . . ?
C44 Co1 C43 40.81(17) . . ?
C44 Co1 C51 160.73(17) . . ?
C44 Co1 C53 123.00(17) . . ?
C44 Co1 C54 109.10(15) . . ?
C45 Co1 C42 68.89(15) . . ?
C45 Co1 C43 69.01(17) . . ?
C45 Co1 C44 41.15(18) . . ?
C45 Co1 C51 122.51(17) . . ?
C45 Co1 C53 158.75(17) . . ?
C45 Co1 C54 122.54(16) . . ?
C45 Co1 C55 107.07(16) . . ?
C51 Co1 C42 119.18(14) . . ?
C51 Co1 C53 68.93(15) . . ?
C51 Co1 C54 69.02(14) . . ?
C52 Co1 C42 105.43(15) . . ?
C52 Co1 C43 121.16(17) . . ?
C52 Co1 C44 158.04(18) . . ?
C52 Co1 C45 158.48(17) . . ?
C52 Co1 C51 40.73(15) . . ?
C52 Co1 C53 41.36(16) . . ?
C52 Co1 C54 69.20(15) . . ?
C52 Co1 C55 68.96(15) . . ?
C53 Co1 C54 40.78(16) . . ?
C55 Co1 C42 155.30(15) . . ?
C55 Co1 C43 162.24(15) . . ?
C55 Co1 C44 125.03(16) . . ?
C55 Co1 C51 41.01(14) . . ?
C55 Co1 C53 68.82(16) . . ?
C55 Co1 C54 40.98(15) . . ?
Co1 C41 H41 126.2 . . ?
C42 C41 Co1 69.9(2) . . ?
C42 C41 H41 126.2 . . ?
C42 C41 C45 107.6(3) . . ?
C45 C41 Co1 69.6(2) . . ?
C45 C41 H41 126.2 . . ?
Co1 C42 H42 125.9 . . ?
C41 C42 Co1 69.1(2) . . ?
C41 C42 H42 125.9 . . ?
C41 C42 C43 108.3(3) . . ?
C43 C42 Co1 69.4(2) . . ?
C43 C42 H42 125.9 . . ?
Co1 C43 H43 126.0 . . ?
C42 C43 Co1 69.5(2) . . ?
C42 C43 H43 126.0 . . ?
C44 C43 Co1 69.6(2) . . ?
C44 C43 C42 108.0(4) . . ?
C44 C43 H43 126.0 . . ?
Co1 C44 H44 126.7 . . ?
C43 C44 Co1 69.6(2) . . ?
C43 C44 H44 126.0 . . ?
C43 C44 C45 107.9(3) . . ?
C45 C44 Co1 69.2(2) . . ?
C45 C44 H44 126.0 . . ?
Co1 C45 H45 125.9 . . ?
C41 C45 Co1 69.2(2) . . ?
C41 C45 C44 108.2(3) . . ?
C41 C45 H45 125.9 . . ?
C44 C45 Co1 69.6(2) . . ?
C44 C45 H45 125.9 . . ?
Co1 C51 H51 126.9 . . ?
C52 C51 Co1 69.4(2) . . ?
C52 C51 H51 125.9 . . ?
C52 C51 C55 108.1(3) . . ?
C55 C51 Co1 69.32(19) . . ?
C55 C51 H51 125.9 . . ?
Co1 C52 H52 126.0 . . ?
C51 C52 Co1 69.8(2) . . ?
C51 C52 H52 126.0 . . ?
C51 C52 C53 107.9(3) . . ?
C53 C52 Co1 69.7(2) . . ?
C53 C52 H52 126.0 . . ?
Co1 C53 H53 126.9 . . ?
C52 C53 Co1 69.0(2) . . ?
C52 C53 H53 126.1 . . ?
C54 C53 Co1 69.6(2) . . ?
C54 C53 C52 107.9(3) . . ?
C54 C53 H53 126.1 . . ?
Co1 C54 H54 126.7 . . ?
C53 C54 Co1 69.6(2) . . ?
C53 C54 H54 126.1 . . ?
C53 C54 C55 107.8(3) . . ?
C55 C54 Co1 69.2(2) . . ?
C55 C54 H54 126.1 . . ?
Co1 C55 H55 126.2 . . ?
C51 C55 Co1 69.7(2) . . ?
C51 C55 C54 108.3(3) . . ?
C51 C55 H55 125.9 . . ?
C54 C55 Co1 69.8(2) . . ?
C54 C55 H55 125.9 . . ?
C61 Co2 C65 40.30(15) . . ?
C61 Co2 C74 123.53(16) . . ?
C62 Co2 C61 40.96(17) . . ?
C62 Co2 C64 68.55(17) . . ?
C62 Co2 C65 68.36(16) . . ?
C62 Co2 C72 121.68(17) . . ?
C62 Co2 C73 158.82(17) . . ?
C62 Co2 C74 157.93(18) . . ?
C62 Co2 C75 121.11(17) . . ?
C63 Co2 C61 68.83(16) . . ?
C63 Co2 C62 41.16(18) . . ?
C63 Co2 C64 40.57(18) . . ?
C63 Co2 C65 68.30(16) . . ?
C63 Co2 C71 119.53(18) . . ?
C63 Co2 C72 105.02(17) . . ?
C63 Co2 C73 122.70(17) . . ?
C63 Co2 C74 160.49(17) . . ?
C63 Co2 C75 156.10(18) . . ?
C64 Co2 C61 68.17(15) . . ?
C64 Co2 C65 40.41(15) . . ?
C64 Co2 C73 108.11(15) . . ?
C64 Co2 C74 125.64(17) . . ?
C64 Co2 C75 162.36(18) . . ?
C71 Co2 C61 123.58(16) . . ?
C71 Co2 C62 105.45(17) . . ?
C71 Co2 C64 155.73(18) . . ?
C71 Co2 C65 161.18(17) . . ?
C71 Co2 C72 41.05(17) . . ?
C71 Co2 C73 68.54(16) . . ?
C71 Co2 C74 68.46(17) . . ?
C71 Co2 C75 40.77(18) . . ?
C72 Co2 C61 159.45(17) . . ?
C72 Co2 C64 120.65(17) . . ?
C72 Co2 C65 157.39(16) . . ?
C72 Co2 C73 40.61(16) . . ?
C72 Co2 C74 68.52(16) . . ?
C72 Co2 C75 68.77(17) . . ?
C73 Co2 C61 159.03(16) . . ?
C73 Co2 C65 123.56(15) . . ?
C73 Co2 C74 40.65(15) . . ?
C73 Co2 C75 68.42(15) . . ?
C74 Co2 C65 110.21(16) . . ?
C75 Co2 C61 108.49(15) . . ?
C75 Co2 C65 125.96(16) . . ?
C75 Co2 C74 40.59(16) . . ?
Co2 C61 H61 126.5 . . ?
C62 C61 Co2 69.0(2) . . ?
C62 C61 H61 126.1 . . ?
C65 C61 Co2 70.0(2) . . ?
C65 C61 H61 126.1 . . ?
C65 C61 C62 107.8(3) . . ?
Co2 C62 H62 126.3 . . ?
C61 C62 Co2 70.1(2) . . ?
C61 C62 H62 126.3 . . ?
C63 C62 Co2 68.9(2) . . ?
C63 C62 C61 107.4(3) . . ?
C63 C62 H62 126.3 . . ?
Co2 C63 H63 125.2 . . ?
C62 C63 Co2 69.9(2) . . ?
C62 C63 H63 125.9 . . ?
C64 C63 Co2 70.6(2) . . ?
C64 C63 C62 108.2(4) . . ?
C64 C63 H63 125.9 . . ?
Co2 C64 H64 126.7 . . ?
C63 C64 Co2 68.8(2) . . ?
C63 C64 H64 126.0 . . ?
C63 C64 C65 108.1(3) . . ?
C65 C64 Co2 70.1(2) . . ?
C65 C64 H64 126.0 . . ?
Co2 C65 H65 126.6 . . ?
C61 C65 Co2 69.7(2) . . ?
C61 C65 C64 108.4(3) . . ?
C61 C65 H65 125.8 . . ?
C64 C65 Co2 69.5(2) . . ?
C64 C65 H65 125.8 . . ?
Co2 C71 H71 125.9 . . ?
C72 C71 Co2 69.7(2) . . ?
C72 C71 H71 125.9 . . ?
C75 C71 Co2 70.3(2) . . ?
C75 C71 H71 125.9 . . ?
C75 C71 C72 108.3(4) . . ?
Co2 C72 H72 126.1 . . ?
C71 C72 Co2 69.2(2) . . ?
C71 C72 H72 126.1 . . ?
C73 C72 Co2 70.1(2) . . ?
C73 C72 C71 107.7(4) . . ?
C73 C72 H72 126.1 . . ?
Co2 C73 H73 125.9 . . ?
C72 C73 Co2 69.3(2) . . ?
C72 C73 H73 125.9 . . ?
C72 C73 C74 108.2(3) . . ?
C74 C73 Co2 69.7(2) . . ?
C74 C73 H73 125.9 . . ?
Co2 C74 H74 125.9 . . ?
C73 C74 Co2 69.6(2) . . ?
C73 C74 H74 125.9 . . ?
C75 C74 Co2 69.7(2) . . ?
C75 C74 C73 108.1(4) . . ?
C75 C74 H74 125.9 . . ?
Co2 C75 H75 126.1 . . ?
C71 C75 Co2 68.9(2) . . ?
C71 C75 C74 107.7(3) . . ?
C71 C75 H75 126.1 . . ?
C74 C75 Co2 69.8(2) . . ?
C74 C75 H75 126.1 . . ?
N81 C81 C82 178.0(6) . . ?
C81 C82 H82A 109.5 . . ?
C81 C82 H82B 109.5 . . ?
C81 C82 H82C 109.5 . . ?
H82A C82 H82B 109.5 . . ?
H82A C82 H82C 109.5 . . ?
H82B C82 H82C 109.5 . . ?
N82 C83 C84 179.3(6) . . ?
C83 C84 H84A 109.5 . . ?
C83 C84 H84B 109.5 . . ?
C83 C84 H84C 109.5 . . ?
H84A C84 H84B 109.5 . . ?
H84A C84 H84C 109.5 . . ?
H84B C84 H84C 109.5 . . ?
N83 C85 C86 178.9(5) . . ?
C85 C86 H86A 109.5 . . ?
C85 C86 H86B 109.5 . . ?
C85 C86 H86C 109.5 . . ?
H86A C86 H86B 109.5 . . ?
H86A C86 H86C 109.5 . . ?
H86B C86 H86C 109.5 . . ?

_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 2.406
_oxdiff_exptl_absorpt_empirical_full_min 0.637
####################################################################### 
# 
# 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_mcconnell41
_database_code_depnum_ccdc_archive 'CCDC 2415535'
loop_
_audit_author_name
_audit_author_address
'Christian Nather'
;University of Kiel
Germany
;
_audit_update_record             
;
2025-01-08 deposited with the CCDC.	2025-10-15 downloaded from the CCDC.
;
_audit_creation_date             2024-08-30
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2020.11.27 svn.r5f609507 for Rigaku Oxford Diffraction, GUI svn.r6214)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H12 B Cl F N O2'
_chemical_formula_sum            'C19 H12 B Cl F N O2'
_chemical_formula_weight         351.56
_chemical_melting_point          ?
_chemical_oxdiff_formula         C19H12BClFNO2
_chemical_oxdiff_usercomment     'Patrick Harders PH-66'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.93061(14)
_cell_length_b                   15.29640(15)
_cell_length_c                   10.61622(12)
_cell_angle_alpha                90
_cell_angle_beta                 116.8175(15)
_cell_angle_gamma                90
_cell_volume                     1584.11(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12807
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      79.9840
_cell_measurement_theta_min      4.5340
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.342
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83978
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.136a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_density_diffrn    1.474
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_av_unetI/netI     0.0153
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            16948
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.294
_diffrn_reflns_theta_min         4.533
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(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 0.980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -67.00   0.00   0.50    0.60    --  -42.22 105.00-100.00  134
  2  ω    -67.00   0.00   0.50    0.60    --  -42.22 105.00-100.00  134
  3  ω     22.00  79.00   0.50    0.60    --   42.22-105.00 159.00  114
  4  ω   -158.00-102.00   0.50    2.40    --  -96.00-105.00 159.00  112
  5  ω     44.00  92.00   0.50    2.40    --  117.50-105.00 159.00   96
  6  ω     27.00  59.00   0.50    0.60    --   42.22  58.00 153.48   64
  7  ω    -35.00  19.00   0.50    0.60    --   42.22 -38.00 150.00  108
  8  ω     26.00  54.00   0.50    0.60    --   42.22  61.00   1.85   56
  9  ω     26.00  54.00   0.50    0.60    --   42.22  61.00  30.60   56
 10  ω     27.00  59.00   0.50    0.60    --   42.22  58.00  96.69   64
 11  ω    -35.00  19.00   0.50    0.60    --   42.22 -38.00  90.00  108
 12  ω     34.00  88.00   0.50    0.60    --   42.22-125.00 -90.00  108
 13  ω     26.00  54.00   0.50    0.60    --   42.22  61.00  51.07   56
 14  ω     26.00  54.00   0.50    0.60    --   42.22  61.00 -86.99   56
 15  ω   -136.00 -81.00   0.50    2.40    --  -96.00 -15.00 150.00  110
 16  ω   -136.00 -81.00   0.50    2.40    --  -96.00 -15.00-120.00  110
 17  ω   -136.00 -81.00   0.50    2.40    --  -96.00 -15.00-150.00  110
 18  ω    103.00 136.00   0.50    2.40    --  117.50  15.00-180.00   66
 19  ω    103.00 136.00   0.50    2.40    --  117.50  15.00 -60.00   66
 20  ω     44.00  75.00   0.50    2.40    --  117.50 -77.00 150.00   62
 21  ω     44.00  75.00   0.50    2.40    --  117.50 -77.00 -90.00   62
 22  ω     44.00  75.00   0.50    2.40    --  117.50 -77.00 -30.00   62
 23  ω    105.00 178.00   0.50    2.40    --  117.50  45.00-180.00  146
 24  ω     44.00  75.00   0.50    2.40    --  117.50 -77.00-120.00   62
 25  ω     44.00  75.00   0.50    2.40    --  117.50 -77.00-180.00   62
 26  ω     46.00 101.00   0.50    2.40    --  117.50-125.00-120.00  110
 27  ω    104.00 166.00   0.50    2.40    --  117.50  30.00   0.00  124
 28  ω     44.00  75.00   0.50    2.40    --  117.50 -77.00   0.00   62
 29  ω    124.00 178.00   0.50    2.40    --  117.50  77.00-120.00  108
 30  ω     46.00 101.00   0.50    2.40    --  117.50-125.00 -60.00  110
 31  ω    103.00 136.00   0.50    2.40    --  117.50  15.00  90.00   66
 32  ω    112.00 178.00   0.50    2.40    --  117.50 125.00 -30.00  132
 33  ω     44.00  93.00   0.50    2.40    --  117.50 -97.00-129.75   98
 34  ω     46.00 101.00   0.50    2.40    --  117.50-125.00 -90.00  110
 35  ω     44.00  92.00   0.50    2.40    --  117.50 -95.00-180.00   96
 36  ω    103.00 136.00   0.50    2.40    --  117.50  15.00 -30.00   66
 37  ω    103.00 136.00   0.50    2.40    --  117.50  15.00 120.00   66
 38  ω    123.00 178.00   0.50    2.40    --  117.50 105.00-100.00  110
 39  ω    -19.00  35.00   0.50    0.60    --  -42.22  38.00-120.00  108
 40  ω     27.00  59.00   0.50    0.60    --   42.22  58.00-173.74   64
 41  ω     26.00  54.00   0.50    0.60    --   42.22  61.00 121.45   56
 42  ω      1.00  65.00   0.50    0.60    --   42.22 -77.00   0.00  128
 43  ω     27.00  57.00   0.50    0.60    --   42.22  60.00 -46.11   60
 44  ω     28.00  60.00   0.50    0.60    --   42.22  56.00-110.93   64
 45  ω     27.00  57.00   0.50    0.60    --   42.22  60.00-136.92   60
;
_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      -0.0429700000
_diffrn_orient_matrix_UB_12      0.0847938000
_diffrn_orient_matrix_UB_13      0.0476346000
_diffrn_orient_matrix_UB_21      0.1254004000
_diffrn_orient_matrix_UB_22      0.0473102000
_diffrn_orient_matrix_UB_23      0.0022638000
_diffrn_orient_matrix_UB_31      -0.0858763000
_diffrn_orient_matrix_UB_32      0.0267229000
_diffrn_orient_matrix_UB_33      -0.1554392000
_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                3285
_reflns_number_total             3397
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3397
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0289
_refine_ls_restrained_S_all      1.072
_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)+(0.0419P)²+0.5648P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0788
_refine_ls_wR_factor_ref         0.0793
_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:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C10(H10), C11(H11), C12(H12),
 C15(H15), C16(H16), C18(H18), C19(H19)
;
_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
B1 B 0.45580(13) 0.33968(8) 0.53801(13) 0.0193(2) Uani 1 1 d . . . . .
O1 O 0.33153(8) 0.36731(5) 0.41356(8) 0.02129(17) Uani 1 1 d . . . . .
O2 O 0.41999(8) 0.26208(5) 0.59449(8) 0.02031(17) Uani 1 1 d . . . . .
C1 C 0.23016(11) 0.31151(7) 0.40499(11) 0.0201(2) Uani 1 1 d . . . . .
C2 C 0.09406(12) 0.31227(8) 0.30739(12) 0.0241(2) Uani 1 1 d . . . . .
H2 H 0.059202 0.354129 0.233362 0.029 Uiso 1 1 calc R U . . .
C3 C 0.00922(12) 0.24857(9) 0.32208(12) 0.0264(3) Uani 1 1 d . . . . .
H3 H -0.084868 0.246434 0.255480 0.032 Uiso 1 1 calc R U . . .
C4 C 0.05965(12) 0.18866(8) 0.43166(13) 0.0269(3) Uani 1 1 d . . . . .
H4 H -0.000726 0.146923 0.439856 0.032 Uiso 1 1 calc R U . . .
C5 C 0.19854(12) 0.18860(8) 0.53081(13) 0.0241(2) Uani 1 1 d . . . . .
H5 H 0.233492 0.148191 0.606932 0.029 Uiso 1 1 calc R U . . .
C6 C 0.28190(11) 0.24971(7) 0.51284(12) 0.0195(2) Uani 1 1 d . . . . .
N1 N 0.50810(10) 0.42264(6) 0.65777(9) 0.01896(19) Uani 1 1 d . . . . .
C7 C 0.62785(11) 0.45003(8) 0.67764(11) 0.0206(2) Uani 1 1 d . . . . .
H7 H 0.675010 0.496782 0.739450 0.025 Uiso 1 1 calc R U . . .
C8 C 0.68264(11) 0.40243(8) 0.59646(11) 0.0209(2) Uani 1 1 d . . . . .
C9 C 0.80510(12) 0.41553(8) 0.58967(13) 0.0243(2) Uani 1 1 d . . . . .
F1 F 0.89156(7) 0.47889(5) 0.66825(9) 0.03304(18) Uani 1 1 d . . . . .
C10 C 0.84043(12) 0.36342(8) 0.50471(13) 0.0272(3) Uani 1 1 d . . . . .
H10 H 0.923740 0.372827 0.499082 0.033 Uiso 1 1 calc R U . . .
C11 C 0.75147(13) 0.29713(9) 0.42790(13) 0.0268(3) Uani 1 1 d . . . . .
H11 H 0.775333 0.260486 0.370144 0.032 Uiso 1 1 calc R U . . .
C12 C 0.62740(12) 0.28279(8) 0.43328(12) 0.0237(2) Uani 1 1 d . . . . .
H12 H 0.567996 0.236983 0.379774 0.028 Uiso 1 1 calc R U . . .
C13 C 0.59211(11) 0.33592(7) 0.51718(11) 0.0203(2) Uani 1 1 d . . . . .
C14 C 0.43519(11) 0.46049(7) 0.72712(11) 0.0194(2) Uani 1 1 d . . . . .
C15 C 0.32698(13) 0.41367(8) 0.72995(13) 0.0248(2) Uani 1 1 d . . . . .
H15 H 0.301989 0.358496 0.684287 0.030 Uiso 1 1 calc R U . . .
C16 C 0.25550(12) 0.44715(8) 0.79905(13) 0.0247(2) Uani 1 1 d . . . . .
H16 H 0.181204 0.415601 0.800305 0.030 Uiso 1 1 calc R U . . .
C17 C 0.29427(12) 0.52717(8) 0.86598(11) 0.0214(2) Uani 1 1 d . . . . .
Cl1 Cl 0.20806(3) 0.56753(2) 0.95765(3) 0.02592(9) Uani 1 1 d . . . . .
C18 C 0.39953(12) 0.57557(8) 0.86239(12) 0.0231(2) Uani 1 1 d . . . . .
H18 H 0.423675 0.630852 0.907823 0.028 Uiso 1 1 calc R U . . .
C19 C 0.46936(11) 0.54236(8) 0.79161(12) 0.0218(2) Uani 1 1 d . . . . .
H19 H 0.540753 0.575489 0.787020 0.026 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
B1 O1 1.4662(14) . ?
B1 O2 1.4607(14) . ?
B1 N1 1.7023(15) . ?
B1 C13 1.6029(16) . ?
O1 C1 1.3688(13) . ?
O2 C6 1.3729(13) . ?
C1 C2 1.3770(16) . ?
C1 C6 1.3928(16) . ?
C2 H2 0.9500 . ?
C2 C3 1.4016(17) . ?
C3 H3 0.9500 . ?
C3 C4 1.3850(19) . ?
C4 H4 0.9500 . ?
C4 C5 1.4039(17) . ?
C5 H5 0.9500 . ?
C5 C6 1.3775(16) . ?
N1 C7 1.2979(15) . ?
N1 C14 1.4288(14) . ?
C7 H7 0.9500 . ?
C7 C8 1.4481(16) . ?
C8 C9 1.3871(16) . ?
C8 C13 1.4040(16) . ?
C9 F1 1.3480(14) . ?
C9 C10 1.3828(18) . ?
C10 H10 0.9500 . ?
C10 C11 1.3869(19) . ?
C11 H11 0.9500 . ?
C11 C12 1.4001(17) . ?
C12 H12 0.9500 . ?
C12 C13 1.3830(16) . ?
C14 C15 1.3946(16) . ?
C14 C19 1.3949(16) . ?
C15 H15 0.9500 . ?
C15 C16 1.3885(16) . ?
C16 H16 0.9500 . ?
C16 C17 1.3823(17) . ?
C17 Cl1 1.7446(11) . ?
C17 C18 1.3831(17) . ?
C18 H18 0.9500 . ?
C18 C19 1.3867(17) . ?
C19 H19 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
O1 B1 N1 108.70(9) . . ?
O1 B1 C13 115.27(9) . . ?
O2 B1 O1 107.05(9) . . ?
O2 B1 N1 111.16(8) . . ?
O2 B1 C13 117.73(10) . . ?
C13 B1 N1 96.31(8) . . ?
C1 O1 B1 105.86(8) . . ?
C6 O2 B1 105.94(8) . . ?
O1 C1 C2 127.74(11) . . ?
O1 C1 C6 110.63(9) . . ?
C2 C1 C6 121.63(11) . . ?
C1 C2 H2 121.5 . . ?
C1 C2 C3 117.05(11) . . ?
C3 C2 H2 121.5 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.39(11) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 121.08(11) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 H5 121.5 . . ?
C6 C5 C4 117.06(11) . . ?
C6 C5 H5 121.5 . . ?
O2 C6 C1 110.40(9) . . ?
O2 C6 C5 127.85(10) . . ?
C5 C6 C1 121.72(11) . . ?
C7 N1 B1 109.64(9) . . ?
C7 N1 C14 122.79(10) . . ?
C14 N1 B1 127.55(9) . . ?
N1 C7 H7 123.3 . . ?
N1 C7 C8 113.49(10) . . ?
C8 C7 H7 123.3 . . ?
C9 C8 C7 128.77(11) . . ?
C9 C8 C13 120.61(11) . . ?
C13 C8 C7 110.62(10) . . ?
F1 C9 C8 119.68(11) . . ?
F1 C9 C10 119.60(11) . . ?
C10 C9 C8 120.71(11) . . ?
C9 C10 H10 120.8 . . ?
C9 C10 C11 118.48(11) . . ?
C11 C10 H10 120.8 . . ?
C10 C11 H11 119.1 . . ?
C10 C11 C12 121.71(11) . . ?
C12 C11 H11 119.1 . . ?
C11 C12 H12 120.3 . . ?
C13 C12 C11 119.41(11) . . ?
C13 C12 H12 120.3 . . ?
C8 C13 B1 109.81(10) . . ?
C12 C13 B1 131.05(11) . . ?
C12 C13 C8 119.07(10) . . ?
C15 C14 N1 118.60(10) . . ?
C15 C14 C19 119.49(10) . . ?
C19 C14 N1 121.91(10) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.45(11) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 120.6 . . ?
C17 C16 C15 118.89(11) . . ?
C17 C16 H16 120.6 . . ?
C16 C17 Cl1 118.86(9) . . ?
C16 C17 C18 121.71(11) . . ?
C18 C17 Cl1 119.43(9) . . ?
C17 C18 H18 120.4 . . ?
C17 C18 C19 119.14(11) . . ?
C19 C18 H18 120.4 . . ?
C14 C19 H19 119.9 . . ?
C18 C19 C14 120.26(11) . . ?
C18 C19 H19 119.9 . . ?

_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 1.257
_oxdiff_exptl_absorpt_empirical_full_min 0.832
####################################################################### 
# 
# 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_mcconnell43
_database_code_depnum_ccdc_archive 'CCDC 2415536'
loop_
_audit_author_name
_audit_author_address
'Christian Nather'
;University of Kiel
Germany
;
_audit_update_record             
;
2025-01-08 deposited with the CCDC.	2025-10-15 downloaded from the CCDC.
;
_audit_creation_date             2024-08-30
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2020.11.27 svn.r5f609507 for Rigaku Oxford Diffraction, GUI svn.r6214)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H11 B Cl4 F N O3'
_chemical_formula_sum            'C20 H11 B Cl4 F N O3'
_chemical_formula_weight         484.91
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H11BCl4FNO3
_chemical_oxdiff_usercomment     'Patrick Harders PH-74'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.59214(9)
_cell_length_b                   10.16779(10)
_cell_length_c                   11.84606(13)
_cell_angle_alpha                81.7111(9)
_cell_angle_beta                 73.4913(9)
_cell_angle_gamma                83.7735(8)
_cell_volume                     979.393(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    49580
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      79.8870
_cell_measurement_theta_min      3.8890
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.797
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76224
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.136a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.644
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_av_unetI/netI     0.0078
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            59175
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.098
_diffrn_reflns_theta_min         3.920
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     44.00  75.00   0.50    0.60    --  117.50 -77.00-180.00   62
  2  ω     44.00  75.00   0.50    0.60    --  117.50 -77.00-150.00   62
  3  ω     44.00  75.00   0.50    0.60    --  117.50 -77.00 -90.00   62
  4  ω     44.00  75.00   0.50    0.60    --  117.50 -77.00 -30.00   62
  5  ω     44.00  75.00   0.50    0.60    --  117.50 -77.00   0.00   62
  6  ω     44.00  75.00   0.50    0.60    --  117.50 -77.00  30.00   62
  7  ω     44.00  75.00   0.50    0.60    --  117.50 -77.00  60.00   62
  8  ω     44.00  75.00   0.50    0.60    --  117.50 -77.00  90.00   62
  9  ω     45.00  73.00   0.50    0.60    --  117.50 -77.00 120.00   56
 10  ω     44.00  75.00   0.50    0.60    --  117.50 -77.00 150.00   62
 11  ω     18.00  75.00   0.50    0.15    --   42.22 -99.00  90.00  114
 12  ω     46.00 101.00   0.50    0.60    --  117.50-125.00 150.00  110
 13  ω     46.00 101.00   0.50    0.60    --  117.50-125.00  90.00  110
 14  ω      6.00  68.00   0.50    0.15    --   42.22 -83.00 -47.00  124
 15  ω     18.00  75.00   0.50    0.15    --   42.22 -99.00-150.00  114
 16  ω     46.00 101.00   0.50    0.60    --  117.50-125.00-150.00  110
 17  ω     70.00  96.00   0.50    0.60    --  117.50-125.00 -90.00   52
 18  ω     44.00  92.00   0.50    0.60    --  117.50 -95.00 -90.00   96
 19  ω     46.00 101.00   0.50    0.60    --  117.50-125.00 -60.00  110
 20  ω     44.00  92.00   0.50    0.60    --  117.50 -95.00   0.00   96
 21  ω     44.00  92.00   0.50    0.60    --  117.50 -95.00  60.00   96
 22  ω     44.00  92.00   0.50    0.60    --  117.50 -95.00  30.00   96
 23  ω     44.00  92.00   0.50    0.60    --  117.50 -95.00 -30.00   96
 24  ω     44.00  92.00   0.50    0.60    --  117.50 -95.00 -60.00   96
 25  ω     44.00  92.00   0.50    0.60    --  117.50 -95.00-180.00   96
 26  ω     44.00  92.00   0.50    0.60    --  117.50 -95.00-150.00   96
 27  ω     44.00  86.00   0.50    0.60    --  117.50 -83.00 -47.00   84
 28  ω     48.00  74.00   0.50    0.60    --  117.50 -95.00  90.00   52
 29  ω     66.00  92.00   0.50    0.60    --  117.50 -95.00 120.00   52
 30  ω    103.00 133.00   0.50    0.60    --  117.50  15.00  90.00   60
 31  ω    105.00 178.00   0.50    0.60    --  117.50  45.00 150.00  146
 32  ω    104.00 166.00   0.50    0.60    --  117.50  30.00 150.00  124
 33  ω    104.00 166.00   0.50    0.60    --  117.50  30.00 150.00  124
 34  ω    105.00 178.00   0.50    0.60    --  117.50  45.00  60.00  146
 35  ω    103.00 136.00   0.50    0.60    --  117.50  15.00  60.00   66
 36  ω    103.00 136.00   0.50    0.60    --  117.50  15.00  30.00   66
 37  ω    103.00 136.00   0.50    0.60    --  117.50  15.00   0.00   66
 38  ω    103.00 136.00   0.50    0.60    --  117.50  15.00-120.00   66
 39  ω    103.00 136.00   0.50    0.60    --  117.50  15.00 -90.00   66
 40  ω    103.00 132.00   0.50    0.60    --  117.50  15.00 -30.00   58
 41  ω    104.00 133.00   0.50    0.60    --  117.50  15.00-150.00   58
 42  ω    104.00 134.00   0.50    0.60    --  117.50  15.00 -60.00   60
 43  ω    105.00 178.00   0.50    0.60    --  117.50  45.00   0.00  146
 44  ω    103.00 136.00   0.50    0.60    --  117.50  15.00 120.00   66
 45  ω    103.00 136.00   0.50    0.60    --  117.50  15.00 150.00   66
 46  ω    112.00 178.00   0.50    0.60    --  117.50 125.00   0.00  132
 47  ω    124.00 178.00   0.50    0.60    --  117.50  83.00  73.00  108
 48  ω    -35.00  19.00   0.50    0.15    --   42.22 -38.00-120.00  108
 49  ω    -35.00  19.00   0.50    0.15    --   42.22 -38.00-180.00  108
 50  ω     28.00  60.00   0.50    0.15    --   42.22  53.00 -39.55   64
 51  ω     27.00  59.00   0.50    0.15    --   42.22  59.00 -70.29   64
 52  ω     27.00  59.00   0.50    0.15    --   42.22  59.00-130.68   64
 53  ω     28.00  60.00   0.50    0.15    --   42.22  57.00-152.43   64
 54  ω     27.00  59.00   0.50    0.15    --   42.22  58.00-102.84   64
 55  ω     27.00  57.00   0.50    0.15    --   42.22  60.00 -16.76   60
 56  ω     28.00  60.00   0.50    0.15    --   42.22  55.00  31.63   64
 57  ω     27.00  59.00   0.50    0.15    --   42.22  59.00  93.64   64
 58  ω     28.00  60.00   0.50    0.15    --   42.22  55.00 177.61   64
 59  ω    -67.00  16.00   0.50    0.15    --  -42.22  83.00  73.00  166
 60  ω    -19.00  35.00   0.50    0.15    --  -42.22  38.00  60.00  108
 61  ω    -19.00  35.00   0.50    0.15    --  -42.22  38.00 -30.00  108
 62  ω    -51.00 -22.00   0.50    0.60    --  -96.00  61.00-150.00   58
 63  ω    -51.00 -22.00   0.50    0.60    --  -96.00  61.00   0.00   58
 64  ω   -136.00 -81.00   0.50    0.60    --  -96.00 -15.00 120.00  110
 65  ω   -136.00 -81.00   0.50    0.60    --  -96.00 -15.00   0.00  110
 66  ω   -170.00-102.00   0.50    0.60    --  -96.00 -83.00 -47.00  136
 67  ω     29.00  60.00   0.50    0.15    --   42.22  38.00-180.00   62
 68  ω   -118.00 -82.00   0.50    0.15    --  -42.22 -38.00 -90.00   72
 69  ω    -54.00 -28.00   0.50    0.15    --  -42.22 -48.00  36.95   52
 70  ω   -117.00 -77.00   0.50    0.15    --  -42.22 -48.00  36.95   80
 71  ω    -76.00 -36.00   0.50    0.15    --  -42.22 -38.00 -90.00   80
 72  ω    -33.00  19.00   0.50    0.15    --   42.22 -38.00 120.00  104
 73  ω     45.00  79.00   0.50    0.15    --   42.22-125.00-150.00   68
 74  ω     71.00  97.00   0.50    0.15    --   42.22  52.00  64.51   52
 75  ω     28.00  53.00   0.50    0.15    --   42.22  56.00  69.99   50
 76  ω     27.00  52.00   0.50    0.15    --   42.22  59.00  17.23   50
 77  ω     29.00  56.00   0.50    0.15    --   42.22  58.00 -32.00   54
 78  ω     29.00  67.00   0.50    0.15    --   42.22  19.00-180.00   76
 79  ω    -30.00  -5.00   0.50    0.15    --   42.22 -38.00  90.00   50
 80  ω     27.00  52.00   0.50    0.15    --   42.22  58.00 172.47   50
 81  ω     28.00  53.00   0.50    0.15    --   42.22  56.00 133.13   50
 82  ω     31.00  59.00   0.50    0.15    --   42.22  52.00  64.51   56
 83  ω   -108.00 -82.00   0.50    0.60    --  -96.00 -49.00  82.83   52
 84  ω   -109.00 -83.00   0.50    0.60    --  -96.00 -55.00  96.54   52
 85  ω   -108.00 -83.00   0.50    0.60    --  -96.00 -55.00 -88.01   50
 86  ω   -109.00 -83.00   0.50    0.60    --  -96.00 -49.00-127.31   52
 87  ω   -166.00-140.00   0.50    0.60    --  -96.00 -51.00  14.29   52
 88  ω   -106.00 -81.00   0.50    0.60    --  -96.00 -50.00-156.96   50
 89  ω   -109.00 -83.00   0.50    0.60    --  -96.00 -52.00 -42.44   52
 90  ω   -107.00 -82.00   0.50    0.60    --  -96.00 -49.00 132.15   50
 91  ω   -107.00 -82.00   0.50    0.60    --  -96.00 -51.00  14.29   50
 92  ω   -108.00 -83.00   0.50    0.60    --  -96.00 -53.00-143.74   50
 93  ω   -107.00 -81.00   0.50    0.60    --  -96.00 -50.00-169.06   52
 94  ω   -109.00 -83.00   0.50    0.60    --  -96.00 -56.00 117.74   52
 95  ω   -109.00 -83.00   0.50    0.60    --  -96.00 -43.00 167.87   52
 96  ω   -150.00-124.00   0.50    0.60    --  -96.00 -50.00-156.96   52
 97  ω   -111.00 -85.00   0.50    0.60    --  -96.00 -57.00 108.94   52
 98  ω   -108.00 -82.00   0.50    0.60    --  -96.00 -47.00  61.25   52
 99  ω   -107.00 -81.00   0.50    0.60    --  -96.00 -50.00  26.28   52
100  ω   -109.00 -83.00   0.50    0.60    --  -96.00 -52.00  53.43   52
101  ω   -108.00 -82.00   0.50    0.60    --  -96.00 -51.00 167.78   52
102  ω   -112.00 -86.00   0.50    0.60    --  -96.00 -52.00-114.83   52
103  ω   -110.00 -84.00   0.50    0.60    --  -96.00 -53.00-130.78   52
104  ω   -169.00-143.00   0.50    0.60    --  -96.00 -57.00  48.69   52
105  ω   -108.00 -82.00   0.50    0.60    --  -96.00 -51.00 122.97   52
106  ω   -108.00 -83.00   0.50    0.60    --  -96.00 -57.00   9.98   50
107  ω   -109.00 -83.00   0.50    0.60    --  -96.00 -50.00 -53.58   52
108  ω   -111.00 -85.00   0.50    0.60    --  -96.00 -56.00  -7.77   52
109  ω   -111.00 -85.00   0.50    0.60    --  -96.00 -57.00  48.69   52
110  ω   -160.00-134.00   0.50    0.60    --  -96.00 -57.00 -25.00   52
111  ω   -170.00-137.00   0.50    0.60    --  -96.00 -49.00 132.15   66
112  ω   -110.00 -82.00   0.50    0.60    --  -96.00 -49.00 -28.54   56
113  ω   -108.00 -83.00   0.50    0.60    --  -96.00 -57.00 -25.00   50
114  ω   -116.00 -82.00   0.50    0.60    --  -96.00 -52.00-172.36   68
115  ω   -111.00 -84.00   0.50    0.60    --  -96.00 -54.00 166.29   54
116  ω   -169.00-128.00   0.50    0.60    --  -96.00 -52.00-172.36   82
117  ω   -110.00 -84.00   0.50    0.60    --  -96.00 -51.00 -73.32   52
118  ω   -111.00 -85.00   0.50    0.60    --  -96.00 -50.00 -64.26   52
119  ω   -108.00 -83.00   0.50    0.60    --  -96.00 -57.00-101.74   50
120  ω   -108.00 -82.00   0.50    0.60    --  -96.00 -50.00 -86.33   52
121  ω   -111.00 -85.00   0.50    0.60    --  -96.00 -58.00 158.52   52
122  ω   -119.00 -86.00   0.50    0.60    --  -96.00 -58.00  86.42   66
123  ω    133.00 173.00   0.50    0.60    --  117.50  77.00 150.00   80
124  ω    104.00 131.00   0.50    0.60    --  117.50  30.00 -30.00   54
125  ω    131.00 157.00   0.50    0.60    --  117.50  77.00 -60.00   52
126  ω    153.00 178.00   0.50    0.60    --  117.50  61.00  90.00   50
127  ω    143.00 176.00   0.50    0.60    --  117.50  77.00-120.00   66
128  ω    109.00 136.00   0.50    0.60    --  117.50  61.00  90.00   54
129  ω     67.00  93.00   0.50    0.60    --  117.50 -90.00 -86.33   52
130  ω    113.00 158.00   0.50    0.60    --  117.50  45.00 -30.00   90
131  ω    105.00 132.00   0.50    0.60    --  117.50  45.00 -90.00   54
132  ω    106.00 132.00   0.50    0.60    --  117.50  45.00-120.00   52
133  ω    112.00 138.00   0.50    0.60    --  117.50  61.00  60.00   52
134  ω    153.00 178.00   0.50    0.60    --  117.50  45.00  30.00   50
135  ω    108.00 134.00   0.50    0.60    --  117.50  45.00  30.00   52
136  ω    134.00 177.00   0.50    0.60    --  117.50  77.00 -90.00   86
137  ω    145.00 171.00   0.50    0.60    --  117.50  61.00   0.00   52
138  ω    109.00 171.00   0.50    0.60    --  117.50  61.00 -30.00  124
139  ω    112.00 138.00   0.50    0.60    --  117.50  61.00   0.00   52
140  ω    113.00 139.00   0.50    0.60    --  117.50  61.00-120.00   52
141  ω    140.00 166.00   0.50    0.60    --  117.50  77.00-150.00   52
142  ω     46.00  71.00   0.50    0.60    --  117.50-125.00  30.00   50
143  ω    109.00 169.00   0.50    0.60    --  117.50  61.00-180.00  120
144  ω    143.00 168.00   0.50    0.60    --  117.50  45.00-150.00   50
145  ω    108.00 134.00   0.50    0.60    --  117.50  45.00-150.00   52
146  ω    107.00 133.00   0.50    0.60    --  117.50  45.00-180.00   52
147  ω    108.00 134.00   0.50    0.60    --  117.50  30.00-180.00   52
148  ω    111.00 163.00   0.50    0.60    --  117.50  61.00 -90.00  104
149  ω     44.00  69.00   0.50    0.60    --  117.50 -83.00 -47.00   50
150  ω    -50.00 -25.00   0.50    0.15    --  -42.22  83.00  73.00   50
151  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 -60.00  190
152  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 150.00  190
153  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00-150.00  190
154  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00-120.00  190
155  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 -90.00  190
156  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00-180.00  190
157  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 -30.00  190
158  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00   0.00  190
159  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00  30.00  190
160  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00  60.00  190
161  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00  90.00  190
162  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 120.00  190
163  ω     29.00 123.00   0.50    0.15    --   42.22  19.00-180.00  188
164  ω    -35.00  19.00   0.50    0.15    --   42.22 -38.00 -90.00  108
165  ω     29.00 119.00   0.50    0.15    --   42.22  38.00 -30.00  180
166  ω     44.00  69.00   0.50    0.60    --  117.50 -83.00 -47.00   50
167  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00-150.00  190
168  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00-120.00  190
169  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 -90.00  190
170  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 -60.00  190
171  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 -30.00  190
172  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00   0.00  190
173  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00  30.00  190
174  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00  60.00  190
175  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00  90.00  190
176  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 120.00  190
177  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 150.00  190
178  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 -60.00  190
179  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 150.00  190
180  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00-150.00  190
181  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00-120.00  190
182  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 -90.00  190
183  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00-180.00  190
184  ω    127.00 152.00   0.50    0.60    --  117.50  83.00  73.00   50
185  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00-150.00  190
186  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00-120.00  190
187  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 -90.00  190
188  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 -60.00  190
189  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 -30.00  190
190  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00   0.00  190
191  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00  30.00  190
192  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00  60.00  190
193  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00  90.00  190
194  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 120.00  190
195  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 150.00  190
196  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 -60.00  190
197  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 150.00  190
198  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00-150.00  190
199  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00-120.00  190
200  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 -90.00  190
201  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00-180.00  190
202  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 -30.00  190
203  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00   0.00  190
204  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00  30.00  190
205  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00  60.00  190
206  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00  90.00  190
207  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 120.00  190
208  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00-150.00  190
209  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00-120.00  190
210  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 -90.00  190
211  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 -60.00  190
212  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00 -30.00  190
213  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00   0.00  190
214  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00  30.00  190
215  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00  60.00  190
216  ω   -123.00 -28.00   0.50    0.15    --  -42.22 -19.00-180.00  190
;
_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      0.0503587000
_diffrn_orient_matrix_UB_12      -0.0347723000
_diffrn_orient_matrix_UB_13      0.1162389000
_diffrn_orient_matrix_UB_21      -0.0901335000
_diffrn_orient_matrix_UB_22      -0.1287326000
_diffrn_orient_matrix_UB_23      0.0272017000
_diffrn_orient_matrix_UB_31      0.1564924000
_diffrn_orient_matrix_UB_32      -0.0760378000
_diffrn_orient_matrix_UB_33      -0.0664132000
_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                4125
_reflns_number_total             4148
_reflns_odcompleteness_completeness 98.61
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       0.00261(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         4148
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0232
_refine_ls_R_factor_gt           0.0231
_refine_ls_restrained_S_all      1.073
_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)+(0.0301P)²+0.5638P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0606
_refine_ls_wR_factor_ref         0.0607
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C10(H10), C11(H11), C12(H12), C15(H15), C16(H16), C18(H18), C19(H19)
2.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_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
B1 B 0.28426(17) 0.43091(14) 0.70913(12) 0.0136(3) Uani 1 1 d . . . . .
O1 O 0.42900(10) 0.46963(8) 0.73752(7) 0.01405(17) Uani 1 1 d . . . . .
O2 O 0.22132(10) 0.31945(9) 0.79865(7) 0.01403(17) Uani 1 1 d . . . . .
C1 C 0.44336(15) 0.38685(12) 0.83479(10) 0.0129(2) Uani 1 1 d . . . . .
C2 C 0.56355(15) 0.38033(12) 0.89166(11) 0.0139(2) Uani 1 1 d . . . . .
C3 C 0.55799(15) 0.28288(12) 0.98975(11) 0.0151(2) Uani 1 1 d . . . . .
C4 C 0.43483(15) 0.19510(12) 1.02660(10) 0.0139(2) Uani 1 1 d . . . . .
C5 C 0.31374(15) 0.20195(12) 0.96648(10) 0.0134(2) Uani 1 1 d . . . . .
C6 C 0.32041(14) 0.29831(12) 0.87112(10) 0.0127(2) Uani 1 1 d . . . . .
Cl1 Cl 0.71671(4) 0.48789(3) 0.83979(3) 0.01793(8) Uani 1 1 d . . . . .
Cl2 Cl 0.70485(4) 0.27519(3) 1.06417(3) 0.02203(8) Uani 1 1 d . . . . .
Cl3 Cl 0.43025(4) 0.07497(3) 1.14630(3) 0.01768(8) Uani 1 1 d . . . . .
Cl4 Cl 0.16273(4) 0.09187(3) 1.00672(3) 0.01808(8) Uani 1 1 d . . . . .
N1 N 0.34309(12) 0.38585(10) 0.57206(9) 0.0132(2) Uani 1 1 d . . . . .
C7 C 0.27245(15) 0.46759(12) 0.50385(11) 0.0150(2) Uani 1 1 d . . . . .
H7 H 0.293755 0.463350 0.421200 0.018 Uiso 1 1 calc R U . . .
C8 C 0.15822(15) 0.56565(12) 0.56612(11) 0.0151(2) Uani 1 1 d . . . . .
C9 C 0.06033(16) 0.66469(13) 0.52131(11) 0.0173(2) Uani 1 1 d . . . . .
F1 F 0.06872(10) 0.67826(8) 0.40428(7) 0.02313(17) Uani 1 1 d . . . . .
C10 C -0.04413(16) 0.74976(13) 0.59382(12) 0.0191(3) Uani 1 1 d . . . . .
H10 H -0.112188 0.816902 0.563170 0.023 Uiso 1 1 calc R U . . .
C11 C -0.04738(16) 0.73476(13) 0.71325(12) 0.0188(3) Uani 1 1 d . . . . .
H11 H -0.118640 0.792891 0.764171 0.023 Uiso 1 1 calc R U . . .
C12 C 0.05156(15) 0.63636(13) 0.76005(11) 0.0169(2) Uani 1 1 d . . . . .
H12 H 0.047783 0.628194 0.841670 0.020 Uiso 1 1 calc R U . . .
C13 C 0.15522(15) 0.55080(12) 0.68635(11) 0.0144(2) Uani 1 1 d . . . . .
C14 C 0.45951(14) 0.28033(12) 0.53013(11) 0.0133(2) Uani 1 1 d . . . . .
C15 C 0.55071(16) 0.21204(12) 0.60400(11) 0.0159(2) Uani 1 1 d . . . . .
H15 H 0.530702 0.233386 0.682582 0.019 Uiso 1 1 calc R U . . .
C16 C 0.66957(16) 0.11386(12) 0.56358(11) 0.0166(2) Uani 1 1 d . . . . .
H16 H 0.731252 0.068498 0.614283 0.020 Uiso 1 1 calc R U . . .
C17 C 0.69943(15) 0.08102(12) 0.44858(11) 0.0145(2) Uani 1 1 d . . . . .
C18 C 0.60600(16) 0.14596(13) 0.37566(11) 0.0159(2) Uani 1 1 d . . . . .
H18 H 0.623949 0.122632 0.297917 0.019 Uiso 1 1 calc R U . . .
C19 C 0.48724(15) 0.24428(13) 0.41626(11) 0.0158(2) Uani 1 1 d . . . . .
H19 H 0.423719 0.287857 0.366145 0.019 Uiso 1 1 calc R U . . .
O3 O 0.82142(12) -0.01428(9) 0.41528(8) 0.01863(19) Uani 1 1 d . . . . .
C20 C 0.85783(18) -0.04691(14) 0.29608(12) 0.0212(3) Uani 1 1 d . . . . .
H20A H 0.888220 0.033000 0.240096 0.032 Uiso 1 1 calc R U . . .
H20B H 0.761761 -0.080513 0.284057 0.032 Uiso 1 1 calc R U . . .
H20C H 0.948359 -0.115489 0.282757 0.032 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
B1 O1 1.4821(15) . ?
B1 O2 1.4703(15) . ?
B1 N1 1.6733(17) . ?
B1 C13 1.6032(18) . ?
O1 C1 1.3528(14) . ?
O2 C6 1.3530(14) . ?
C1 C2 1.3756(17) . ?
C1 C6 1.3956(17) . ?
C2 C3 1.4074(17) . ?
C2 Cl1 1.7218(12) . ?
C3 C4 1.3917(18) . ?
C3 Cl2 1.7224(12) . ?
C4 C5 1.4092(17) . ?
C4 Cl3 1.7273(12) . ?
C5 C6 1.3768(17) . ?
C5 Cl4 1.7243(12) . ?
N1 C7 1.2991(16) . ?
N1 C14 1.4272(16) . ?
C7 H7 0.9500 . ?
C7 C8 1.4456(18) . ?
C8 C9 1.3854(17) . ?
C8 C13 1.4035(17) . ?
C9 F1 1.3552(15) . ?
C9 C10 1.3781(19) . ?
C10 H10 0.9500 . ?
C10 C11 1.3935(19) . ?
C11 H11 0.9500 . ?
C11 C12 1.3980(18) . ?
C12 H12 0.9500 . ?
C12 C13 1.3860(18) . ?
C14 C15 1.3994(17) . ?
C14 C19 1.3969(17) . ?
C15 H15 0.9500 . ?
C15 C16 1.3811(18) . ?
C16 H16 0.9500 . ?
C16 C17 1.3953(17) . ?
C17 C18 1.3933(17) . ?
C17 O3 1.3594(15) . ?
C18 H18 0.9500 . ?
C18 C19 1.3822(18) . ?
C19 H19 0.9500 . ?
O3 C20 1.4365(15) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 B1 N1 108.28(9) . . ?
O1 B1 C13 115.69(10) . . ?
O2 B1 O1 106.25(10) . . ?
O2 B1 N1 111.81(10) . . ?
O2 B1 C13 116.87(10) . . ?
C13 B1 N1 97.57(9) . . ?
C1 O1 B1 105.77(9) . . ?
C6 O2 B1 106.14(9) . . ?
O1 C1 C2 127.52(11) . . ?
O1 C1 C6 110.95(10) . . ?
C2 C1 C6 121.46(11) . . ?
C1 C2 C3 118.14(11) . . ?
C1 C2 Cl1 119.58(9) . . ?
C3 C2 Cl1 122.27(9) . . ?
C2 C3 Cl2 118.92(10) . . ?
C4 C3 C2 120.47(11) . . ?
C4 C3 Cl2 120.61(9) . . ?
C3 C4 C5 120.72(11) . . ?
C3 C4 Cl3 120.07(9) . . ?
C5 C4 Cl3 119.21(9) . . ?
C4 C5 Cl4 122.08(9) . . ?
C6 C5 C4 118.09(11) . . ?
C6 C5 Cl4 119.82(9) . . ?
O2 C6 C1 110.89(10) . . ?
O2 C6 C5 127.95(11) . . ?
C5 C6 C1 121.12(11) . . ?
C7 N1 B1 109.43(10) . . ?
C7 N1 C14 123.20(11) . . ?
C14 N1 B1 127.27(10) . . ?
N1 C7 H7 123.3 . . ?
N1 C7 C8 113.36(11) . . ?
C8 C7 H7 123.3 . . ?
C9 C8 C7 128.34(12) . . ?
C9 C8 C13 120.73(12) . . ?
C13 C8 C7 110.93(11) . . ?
F1 C9 C8 119.27(12) . . ?
F1 C9 C10 119.78(11) . . ?
C10 C9 C8 120.94(12) . . ?
C9 C10 H10 120.8 . . ?
C9 C10 C11 118.30(12) . . ?
C11 C10 H10 120.8 . . ?
C10 C11 H11 119.2 . . ?
C10 C11 C12 121.68(12) . . ?
C12 C11 H11 119.2 . . ?
C11 C12 H12 120.3 . . ?
C13 C12 C11 119.44(12) . . ?
C13 C12 H12 120.3 . . ?
C8 C13 B1 108.54(11) . . ?
C12 C13 B1 132.55(11) . . ?
C12 C13 C8 118.89(12) . . ?
C15 C14 N1 119.39(11) . . ?
C19 C14 N1 121.84(11) . . ?
C19 C14 C15 118.76(11) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.53(12) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.28(11) . . ?
C17 C16 H16 119.9 . . ?
C18 C17 C16 119.50(12) . . ?
O3 C17 C16 116.28(11) . . ?
O3 C17 C18 124.22(11) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 120.09(11) . . ?
C19 C18 H18 120.0 . . ?
C14 C19 H19 119.6 . . ?
C18 C19 C14 120.78(11) . . ?
C18 C19 H19 119.6 . . ?
C17 O3 C20 117.32(10) . . ?
O3 C20 H20A 109.5 . . ?
O3 C20 H20B 109.5 . . ?
O3 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

_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 1.242
_oxdiff_exptl_absorpt_empirical_full_min 0.846
