# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_tdebzs
_database_code_depnum_ccdc_archive 'CCDC 1010916'
loop_
_audit_author_name
_audit_author_address
'Mark D. Smith'
;University of South Carolina
United States of America
;
_audit_update_record             
;
2025-04-04 deposited with the CCDC.	2026-01-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H10 B2 O4 S'
_chemical_formula_sum            'C16 H10 B2 O4 S'
_chemical_formula_weight         319.92

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   22.971(2)
_cell_length_b                   4.8498(4)
_cell_length_c                   26.049(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.150(2)
_cell_angle_gamma                90
_cell_volume                     2899.9(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5343
_cell_measurement_theta_min      2.410
_cell_measurement_theta_max      26.390

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.466
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.239
_shelx_estimated_absorpt_T_min   0.894
_shelx_estimated_absorpt_T_max   0.977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9120
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS Version 2.05 (Bruker, 2001)'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 7.39
_diffrn_reflns_number            26053
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.565
_diffrn_reflns_theta_max         26.401
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2962
_reflns_number_gt                2695
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'SMART Version 5.625 (Bruker, 2001)'
_computing_cell_refinement       'SAINT-Plus Version 6.45 (Bruker, 2001)'
_computing_data_reduction        'SAINT-Plus Version 6.45 (Bruker, 2001)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    various
_computing_publication_material  'SHELXTL Version 6.14 (Bruker, 2000)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0455P)²+3.9070P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2962
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0374
_refine_ls_wR_factor_ref         0.0960
_refine_ls_wR_factor_gt          0.0932
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
S1 S 0.64412(2) 0.23675(8) 0.38216(2) 0.02237(13) Uani 1 1 d . . . . .
B1 B 0.60853(8) -0.1304(4) 0.46094(7) 0.0215(4) Uani 1 1 d . . . . .
B2 B 0.60891(8) 0.6510(4) 0.30873(7) 0.0213(4) Uani 1 1 d . . . . .
C1 C 0.59290(7) 0.0898(3) 0.42026(6) 0.0214(3) Uani 1 1 d . . . . .
C2 C 0.53878(7) 0.2006(3) 0.40883(6) 0.0229(3) Uani 1 1 d . . . . .
H2 H 0.504499 0.146648 0.425488 0.027 Uiso 1 1 calc R U . . .
C3 C 0.53941(7) 0.4021(3) 0.36993(6) 0.0225(3) Uani 1 1 d . . . . .
H3 H 0.505563 0.498466 0.357917 0.027 Uiso 1 1 calc R U . . .
C4 C 0.59370(7) 0.4461(3) 0.35101(6) 0.0209(3) Uani 1 1 d . . . . .
C5 C 0.65775(7) -0.4093(3) 0.51292(6) 0.0215(3) Uani 1 1 d . . . . .
C6 C 0.69996(7) -0.5536(4) 0.54039(6) 0.0263(4) Uani 1 1 d . . . . .
H6 H 0.740300 -0.520704 0.536391 0.032 Uiso 1 1 calc R U . . .
C7 C 0.68006(8) -0.7517(4) 0.57457(6) 0.0260(4) Uani 1 1 d . . . . .
H7 H 0.707573 -0.855793 0.594630 0.031 Uiso 1 1 calc R U . . .
C8 C 0.62078(7) -0.8000(3) 0.57987(6) 0.0232(3) Uani 1 1 d . . . . .
H8 H 0.608839 -0.937949 0.603124 0.028 Uiso 1 1 calc R U . . .
C9 C 0.57861(7) -0.6508(3) 0.55189(6) 0.0215(3) Uani 1 1 d . . . . .
H9 H 0.538152 -0.683103 0.555314 0.026 Uiso 1 1 calc R U . . .
C10 C 0.59893(7) -0.4536(3) 0.51895(6) 0.0196(3) Uani 1 1 d . . . . .
C11 C 0.65633(7) 0.8993(3) 0.25352(6) 0.0209(3) Uani 1 1 d . . . . .
C12 C 0.69737(7) 1.0203(3) 0.22364(6) 0.0236(3) Uani 1 1 d . . . . .
H12 H 0.737151 0.966404 0.225742 0.028 Uiso 1 1 calc R U . . .
C13 C 0.67723(8) 1.2268(4) 0.19003(6) 0.0253(4) Uani 1 1 d . . . . .
H13 H 0.704067 1.318155 0.168978 0.030 Uiso 1 1 calc R U . . .
C14 C 0.61874(8) 1.3016(4) 0.18674(6) 0.0266(4) Uani 1 1 d . . . . .
H14 H 0.606548 1.442514 0.163389 0.032 Uiso 1 1 calc R U . . .
C15 C 0.57751(7) 1.1747(4) 0.21693(6) 0.0264(4) Uani 1 1 d . . . . .
H15 H 0.537516 1.224772 0.214727 0.032 Uiso 1 1 calc R U . . .
C16 C 0.59809(7) 0.9729(3) 0.25008(6) 0.0217(3) Uani 1 1 d . . . . .
O1 O 0.66470(5) -0.2065(2) 0.47597(4) 0.0238(3) Uani 1 1 d . . . . .
O2 O 0.56695(5) -0.2781(2) 0.48671(4) 0.0215(3) Uani 1 1 d . . . . .
O3 O 0.66408(5) 0.6951(2) 0.29046(4) 0.0218(3) Uani 1 1 d . . . . .
O4 O 0.56731(5) 0.8178(2) 0.28452(4) 0.0238(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C4 1.7206(16) . ?
S1 C1 1.7219(16) . ?
B1 O1 1.384(2) . ?
B1 O2 1.387(2) . ?
B1 C1 1.537(2) . ?
B2 O4 1.386(2) . ?
B2 O3 1.387(2) . ?
B2 C4 1.533(2) . ?
C1 C2 1.377(2) . ?
C2 C3 1.408(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.375(2) . ?
C3 H3 0.9500 . ?
C5 C6 1.375(2) . ?
C5 C10 1.383(2) . ?
C5 O1 1.3895(19) . ?
C6 C7 1.398(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.394(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.393(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.378(2) . ?
C9 H9 0.9500 . ?
C10 O2 1.3866(19) . ?
C11 C12 1.376(2) . ?
C11 C16 1.384(2) . ?
C11 O3 1.3878(19) . ?
C12 C13 1.398(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.391(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.396(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.377(2) . ?
C15 H15 0.9500 . ?
C16 O4 1.3851(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 S1 C1 93.08(8) . . ?
O1 B1 O2 112.14(15) . . ?
O1 B1 C1 124.83(15) . . ?
O2 B1 C1 123.03(15) . . ?
O4 B2 O3 112.16(14) . . ?
O4 B2 C4 122.24(15) . . ?
O3 B2 C4 125.60(15) . . ?
C2 C1 B1 127.29(15) . . ?
C2 C1 S1 110.18(12) . . ?
B1 C1 S1 122.53(12) . . ?
C1 C2 C3 113.13(15) . . ?
C1 C2 H2 123.4 . . ?
C3 C2 H2 123.4 . . ?
C4 C3 C2 113.56(15) . . ?
C4 C3 H3 123.2 . . ?
C2 C3 H3 123.2 . . ?
C3 C4 B2 126.32(15) . . ?
C3 C4 S1 110.06(12) . . ?
B2 C4 S1 123.63(12) . . ?
C6 C5 C10 122.31(15) . . ?
C6 C5 O1 128.62(15) . . ?
C10 C5 O1 109.07(14) . . ?
C5 C6 C7 116.13(15) . . ?
C5 C6 H6 121.9 . . ?
C7 C6 H6 121.9 . . ?
C8 C7 C6 121.49(15) . . ?
C8 C7 H7 119.3 . . ?
C6 C7 H7 119.3 . . ?
C9 C8 C7 121.59(15) . . ?
C9 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
C10 C9 C8 116.18(15) . . ?
C10 C9 H9 121.9 . . ?
C8 C9 H9 121.9 . . ?
C9 C10 C5 122.27(15) . . ?
C9 C10 O2 128.23(14) . . ?
C5 C10 O2 109.48(13) . . ?
C12 C11 C16 122.31(15) . . ?
C12 C11 O3 128.57(15) . . ?
C16 C11 O3 109.12(13) . . ?
C11 C12 C13 116.23(15) . . ?
C11 C12 H12 121.9 . . ?
C13 C12 H12 121.9 . . ?
C14 C13 C12 121.45(15) . . ?
C14 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
C13 C14 C15 121.61(16) . . ?
C13 C14 H14 119.2 . . ?
C15 C14 H14 119.2 . . ?
C16 C15 C14 116.25(15) . . ?
C16 C15 H15 121.9 . . ?
C14 C15 H15 121.9 . . ?
C15 C16 C11 122.15(15) . . ?
C15 C16 O4 128.35(15) . . ?
C11 C16 O4 109.49(14) . . ?
B1 O1 C5 104.75(12) . . ?
C10 O2 B1 104.55(13) . . ?
B2 O3 C11 104.64(12) . . ?
C16 O4 B2 104.58(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 B1 C1 C2 -170.33(16) . . . . ?
O2 B1 C1 C2 10.2(3) . . . . ?
O1 B1 C1 S1 8.9(2) . . . . ?
O2 B1 C1 S1 -170.58(12) . . . . ?
C4 S1 C1 C2 0.07(13) . . . . ?
C4 S1 C1 B1 -179.28(14) . . . . ?
B1 C1 C2 C3 179.03(15) . . . . ?
S1 C1 C2 C3 -0.29(18) . . . . ?
C1 C2 C3 C4 0.4(2) . . . . ?
C2 C3 C4 B2 -179.93(15) . . . . ?
C2 C3 C4 S1 -0.36(18) . . . . ?
O4 B2 C4 C3 -0.2(3) . . . . ?
O3 B2 C4 C3 179.24(16) . . . . ?
O4 B2 C4 S1 -179.71(12) . . . . ?
O3 B2 C4 S1 -0.3(2) . . . . ?
C1 S1 C4 C3 0.17(13) . . . . ?
C1 S1 C4 B2 179.75(14) . . . . ?
C10 C5 C6 C7 0.8(2) . . . . ?
O1 C5 C6 C7 -178.65(15) . . . . ?
C5 C6 C7 C8 0.5(2) . . . . ?
C6 C7 C8 C9 -0.9(3) . . . . ?
C7 C8 C9 C10 -0.1(2) . . . . ?
C8 C9 C10 C5 1.4(2) . . . . ?
C8 C9 C10 O2 179.71(14) . . . . ?
C6 C5 C10 C9 -1.8(2) . . . . ?
O1 C5 C10 C9 177.70(14) . . . . ?
C6 C5 C10 O2 179.60(14) . . . . ?
O1 C5 C10 O2 -0.87(17) . . . . ?
C16 C11 C12 C13 1.2(2) . . . . ?
O3 C11 C12 C13 -178.68(15) . . . . ?
C11 C12 C13 C14 -0.9(2) . . . . ?
C12 C13 C14 C15 0.2(3) . . . . ?
C13 C14 C15 C16 0.2(3) . . . . ?
C14 C15 C16 C11 0.1(2) . . . . ?
C14 C15 C16 O4 179.10(15) . . . . ?
C12 C11 C16 C15 -0.8(3) . . . . ?
O3 C11 C16 C15 179.06(15) . . . . ?
C12 C11 C16 O4 180.00(14) . . . . ?
O3 C11 C16 O4 -0.12(18) . . . . ?
O2 B1 O1 C5 -0.37(17) . . . . ?
C1 B1 O1 C5 -179.91(15) . . . . ?
C6 C5 O1 B1 -179.76(17) . . . . ?
C10 C5 O1 B1 0.74(17) . . . . ?
C9 C10 O2 B1 -177.85(16) . . . . ?
C5 C10 O2 B1 0.61(16) . . . . ?
O1 B1 O2 C10 -0.14(17) . . . . ?
C1 B1 O2 C10 179.41(15) . . . . ?
O4 B2 O3 C11 0.36(17) . . . . ?
C4 B2 O3 C11 -179.13(15) . . . . ?
C12 C11 O3 B2 179.74(16) . . . . ?
C16 C11 O3 B2 -0.14(17) . . . . ?
C15 C16 O4 B2 -178.79(17) . . . . ?
C11 C16 O4 B2 0.32(17) . . . . ?
O3 B2 O4 C16 -0.42(18) . . . . ?
C4 B2 O4 C16 179.08(15) . . . . ?

_refine_diff_density_max         0.400
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.054



####################################################################### 
# 
# 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_ixn842
_database_code_depnum_ccdc_archive 'CCDC 1010917'
loop_
_audit_author_name
_audit_author_address
'Mark D. Smith'
;University of South Carolina
United States of America
;
_audit_update_record             
;
2025-04-04 deposited with the CCDC.	2026-01-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H10 B2 F2 O4 S, 2(C16 H36 N), C D Cl3'
_chemical_formula_sum            'C49 H82 D B2 Cl3 F2 N2 O4 S'
_chemical_formula_weight         963.21

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'
D D 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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                   22.0779(12)
_cell_length_b                   14.3138(7)
_cell_length_c                   17.3460(9)
_cell_angle_alpha                90
_cell_angle_beta                 104.5180(10)
_cell_angle_gamma                90
_cell_volume                     5306.6(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7683
_cell_measurement_theta_min      2.232
_cell_measurement_theta_max      26.313

_exptl_crystal_description       'square block'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.206
_exptl_crystal_F_000             2072
_exptl_crystal_size_max          0.460
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    0.261
_shelx_estimated_absorpt_T_min   0.889
_shelx_estimated_absorpt_T_max   0.945
_exptl_absorpt_correction_type   none
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 7.39
_diffrn_reflns_number            66206
_diffrn_reflns_av_unetI/netI     0.0450
_diffrn_reflns_av_R_equivalents  0.0588
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.712
_diffrn_reflns_theta_max         26.414
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             10874
_reflns_number_gt                7942
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'SMART Version 5.625 (Bruker, 2001)'
_computing_cell_refinement       'SAINT-Plus Version 6.45 (Bruker, 2001)'
_computing_data_reduction        'SAINT-Plus Version 6.45 (Bruker, 2001)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    various
_computing_publication_material  'SHELXTL Version 6.14 (Bruker, 2000)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0736P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10874
_refine_ls_number_parameters     576
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0471
_refine_ls_wR_factor_ref         0.1292
_refine_ls_wR_factor_gt          0.1197
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
S1 S 0.25725(2) 0.52671(3) 0.53227(3) 0.02001(12) Uani 1 1 d . . . . .
B1 B 0.35342(11) 0.61237(16) 0.65783(13) 0.0251(5) Uani 1 1 d . . . . .
B2 B 0.21564(10) 0.38242(15) 0.41306(13) 0.0211(5) Uani 1 1 d . . . . .
C1 C 0.33253(9) 0.53165(13) 0.59284(10) 0.0205(4) Uani 1 1 d . . . . .
C2 C 0.36488(9) 0.45610(13) 0.57648(10) 0.0211(4) Uani 1 1 d . . . . .
H2 H 0.407349 0.444398 0.603016 0.025 Uiso 1 1 calc R U . . .
C3 C 0.32934(9) 0.39611(13) 0.51598(10) 0.0204(4) Uani 1 1 d . . . . .
H3 H 0.346219 0.340961 0.499102 0.024 Uiso 1 1 calc R U . . .
C4 C 0.26929(9) 0.42436(12) 0.48442(10) 0.0189(4) Uani 1 1 d . . . . .
C5 C 0.40959(10) 0.74703(15) 0.66026(12) 0.0292(5) Uani 1 1 d . . . . .
C6 C 0.42906(12) 0.83759(16) 0.65505(14) 0.0388(6) Uani 1 1 d . . . . .
H6 H 0.403241 0.881490 0.620828 0.047 Uiso 1 1 calc R U . . .
C7 C 0.48841(13) 0.86309(19) 0.70201(17) 0.0494(7) Uani 1 1 d . . . . .
H7 H 0.503076 0.925143 0.699544 0.059 Uiso 1 1 calc R U . . .
C8 C 0.52540(12) 0.7991(2) 0.75146(17) 0.0536(8) Uani 1 1 d . . . . .
H8 H 0.565177 0.817814 0.783080 0.064 Uiso 1 1 calc R U . . .
C9 C 0.50557(10) 0.70683(19) 0.75611(14) 0.0424(6) Uani 1 1 d . . . . .
H9 H 0.531455 0.662641 0.789919 0.051 Uiso 1 1 calc R U . . .
C10 C 0.44757(10) 0.68214(15) 0.71031(12) 0.0309(5) Uani 1 1 d . . . . .
C11 C 0.11739(9) 0.33330(13) 0.41694(11) 0.0227(4) Uani 1 1 d . . . . .
C12 C 0.05583(9) 0.32526(15) 0.41846(12) 0.0292(5) Uani 1 1 d . . . . .
H12 H 0.030885 0.379264 0.418832 0.035 Uiso 1 1 calc R U . . .
C13 C 0.03061(10) 0.23601(16) 0.41947(12) 0.0333(5) Uani 1 1 d . . . . .
H13 H -0.011753 0.228984 0.421481 0.040 Uiso 1 1 calc R U . . .
C14 C 0.06689(10) 0.15779(15) 0.41754(12) 0.0323(5) Uani 1 1 d . . . . .
H14 H 0.048899 0.097530 0.417732 0.039 Uiso 1 1 calc R U . . .
C15 C 0.12962(10) 0.16561(14) 0.41532(11) 0.0263(4) Uani 1 1 d . . . . .
H15 H 0.154407 0.111696 0.413883 0.032 Uiso 1 1 calc R U . . .
C16 C 0.15419(9) 0.25388(13) 0.41530(10) 0.0204(4) Uani 1 1 d . . . . .
O1 O 0.35393(7) 0.70793(9) 0.62177(8) 0.0271(3) Uani 1 1 d . . . . .
O2 O 0.41864(7) 0.59860(10) 0.70712(8) 0.0325(4) Uani 1 1 d . . . . .
O3 O 0.15131(6) 0.41221(9) 0.41739(8) 0.0255(3) Uani 1 1 d . . . . .
O4 O 0.21343(6) 0.27799(9) 0.41458(7) 0.0212(3) Uani 1 1 d . . . . .
F1 F 0.31215(6) 0.61494(8) 0.70913(7) 0.0320(3) Uani 1 1 d . . . . .
F2 F 0.22485(5) 0.41109(8) 0.33827(6) 0.0308(3) Uani 1 1 d . . . . .
C21 C 0.16643(9) 0.39866(13) 0.65033(11) 0.0234(4) Uani 1 1 d . . . . .
H21B H 0.195991 0.430196 0.624364 0.028 Uiso 1 1 calc R U . . .
H21A H 0.128531 0.382930 0.608100 0.028 Uiso 1 1 calc R U . . .
C22 C 0.14807(10) 0.46725(14) 0.70666(12) 0.0284(5) Uani 1 1 d . . . . .
H22B H 0.185404 0.484190 0.749326 0.034 Uiso 1 1 calc R U . . .
H22A H 0.117218 0.437853 0.731807 0.034 Uiso 1 1 calc R U . . .
C23 C 0.12003(10) 0.55449(15) 0.66244(13) 0.0336(5) Uani 1 1 d . . . . .
H23B H 0.150590 0.581922 0.635763 0.040 Uiso 1 1 calc R U . . .
H23A H 0.082313 0.536944 0.620615 0.040 Uiso 1 1 calc R U . . .
C24 C 0.10227(11) 0.62739(16) 0.71571(15) 0.0440(6) Uani 1 1 d . . . . .
H24A H 0.086884 0.683393 0.684393 0.066 Uiso 1 1 calc R U . . .
H24C H 0.139018 0.643506 0.758491 0.066 Uiso 1 1 calc R U . . .
H24B H 0.069359 0.602619 0.738824 0.066 Uiso 1 1 calc R U . . .
C25 C 0.24659(9) 0.32602(13) 0.76316(10) 0.0207(4) Uani 1 1 d . . . . .
H25A H 0.263369 0.265380 0.786575 0.025 Uiso 1 1 calc R U . . .
H25B H 0.227004 0.357358 0.801702 0.025 Uiso 1 1 calc R U . . .
C26 C 0.30068(9) 0.38572(14) 0.75225(12) 0.0272(5) Uani 1 1 d . . . . .
H26A H 0.328121 0.347762 0.727348 0.033 Uiso 1 1 calc R U . . .
H26B H 0.284196 0.438382 0.716066 0.033 Uiso 1 1 calc R U . . .
C27 C 0.33848(10) 0.42361(16) 0.83108(13) 0.0370(5) Uani 1 1 d . . . . .
H27A H 0.374280 0.459508 0.821674 0.044 Uiso 1 1 calc R U . . .
H27B H 0.311974 0.467526 0.852247 0.044 Uiso 1 1 calc R U . . .
C28 C 0.36305(11) 0.35045(18) 0.89291(13) 0.0429(6) Uani 1 1 d . . . . .
H28B H 0.327911 0.317523 0.905754 0.064 Uiso 1 1 calc R U . . .
H28C H 0.388528 0.380235 0.941069 0.064 Uiso 1 1 calc R U . . .
H28A H 0.388770 0.305803 0.872304 0.064 Uiso 1 1 calc R U . . .
C29 C 0.22462(9) 0.26290(14) 0.62492(11) 0.0247(4) Uani 1 1 d . . . . .
H29B H 0.253698 0.308363 0.610402 0.030 Uiso 1 1 calc R U . . .
H29A H 0.190513 0.251393 0.576607 0.030 Uiso 1 1 calc R U . . .
C30 C 0.25966(10) 0.17199(14) 0.64826(12) 0.0297(5) Uani 1 1 d . . . . .
H30A H 0.230338 0.122860 0.656489 0.036 Uiso 1 1 calc R U . . .
H30B H 0.292143 0.180386 0.698718 0.036 Uiso 1 1 calc R U . . .
C31 C 0.29023(12) 0.14253(16) 0.58184(13) 0.0398(6) Uani 1 1 d . . . . .
H31A H 0.257015 0.133161 0.532215 0.048 Uiso 1 1 calc R U . . .
H31B H 0.317404 0.193992 0.572261 0.048 Uiso 1 1 calc R U . . .
C32 C 0.32853(11) 0.05506(16) 0.59944(13) 0.0402(6) Uani 1 1 d . . . . .
H32C H 0.363321 0.064954 0.646417 0.060 Uiso 1 1 calc R U . . .
H32A H 0.345072 0.039286 0.553660 0.060 Uiso 1 1 calc R U . . .
H32B H 0.302226 0.003761 0.609742 0.060 Uiso 1 1 calc R U . . .
C33 C 0.14811(9) 0.24466(13) 0.70987(11) 0.0232(4) Uani 1 1 d . . . . .
H33A H 0.170336 0.191772 0.741508 0.028 Uiso 1 1 calc R U . . .
H33B H 0.127439 0.280628 0.744850 0.028 Uiso 1 1 calc R U . . .
C34 C 0.09762(9) 0.20509(14) 0.64129(11) 0.0258(4) Uani 1 1 d . . . . .
H34A H 0.116747 0.163220 0.608555 0.031 Uiso 1 1 calc R U . . .
H34B H 0.076176 0.256547 0.606946 0.031 Uiso 1 1 calc R U . . .
C35 C 0.05059(10) 0.15086(15) 0.67477(13) 0.0315(5) Uani 1 1 d . . . . .
H35B H 0.030570 0.193876 0.705643 0.038 Uiso 1 1 calc R U . . .
H35A H 0.072902 0.102075 0.711568 0.038 Uiso 1 1 calc R U . . .
C36 C 0.00012(10) 0.10496(16) 0.60926(14) 0.0380(5) Uani 1 1 d . . . . .
H36B H -0.021131 0.152769 0.571662 0.057 Uiso 1 1 calc R U . . .
H36C H -0.030344 0.073757 0.633002 0.057 Uiso 1 1 calc R U . . .
H36A H 0.019438 0.058895 0.581071 0.057 Uiso 1 1 calc R U . . .
C37 C 0.34566(10) 0.56980(13) 0.37470(11) 0.0264(4) Uani 1 1 d . . . . .
H37B H 0.374582 0.566489 0.428424 0.032 Uiso 1 1 calc R U . . .
H37A H 0.306576 0.537321 0.377057 0.032 Uiso 1 1 calc R U . . .
C38 C 0.37509(12) 0.51786(15) 0.31643(13) 0.0374(5) Uani 1 1 d . . . . .
H38B H 0.412625 0.552165 0.310596 0.045 Uiso 1 1 calc R U . . .
H38A H 0.344924 0.515303 0.263552 0.045 Uiso 1 1 calc R U . . .
C39 C 0.39381(10) 0.41769(15) 0.34563(12) 0.0314(5) Uani 1 1 d . . . . .
H39A H 0.359180 0.388879 0.364116 0.038 Uiso 1 1 calc R U . . .
H39B H 0.400439 0.379959 0.300617 0.038 Uiso 1 1 calc R U . . .
C40 C 0.45256(10) 0.41584(18) 0.41253(15) 0.0428(6) Uani 1 1 d . . . . .
H40B H 0.445396 0.449987 0.458410 0.064 Uiso 1 1 calc R U . . .
H40C H 0.486784 0.445380 0.394826 0.064 Uiso 1 1 calc R U . . .
H40A H 0.463665 0.350956 0.427812 0.064 Uiso 1 1 calc R U . . .
C41 C 0.29394(9) 0.68215(13) 0.26788(11) 0.0235(4) Uani 1 1 d . . . . .
H41A H 0.320736 0.660709 0.233369 0.028 Uiso 1 1 calc R U . . .
H41B H 0.285051 0.749253 0.256579 0.028 Uiso 1 1 calc R U . . .
C42 C 0.23256(10) 0.62890(14) 0.24498(12) 0.0283(5) Uani 1 1 d . . . . .
H42B H 0.205272 0.648785 0.279373 0.034 Uiso 1 1 calc R U . . .
H42A H 0.240708 0.561152 0.253145 0.034 Uiso 1 1 calc R U . . .
C43 C 0.19977(10) 0.64737(16) 0.15816(12) 0.0332(5) Uani 1 1 d . . . . .
H43B H 0.191537 0.715187 0.150772 0.040 Uiso 1 1 calc R U . . .
H43A H 0.227968 0.629085 0.124465 0.040 Uiso 1 1 calc R U . . .
C44 C 0.13837(11) 0.59473(18) 0.13040(14) 0.0437(6) Uani 1 1 d . . . . .
H44A H 0.146172 0.527448 0.137008 0.065 Uiso 1 1 calc R U . . .
H44B H 0.119742 0.608605 0.074112 0.065 Uiso 1 1 calc R U . . .
H44C H 0.109591 0.614193 0.162165 0.065 Uiso 1 1 calc R U . . .
C45 C 0.29239(9) 0.70707(13) 0.40949(11) 0.0221(4) Uani 1 1 d . . . . .
H45B H 0.318107 0.701414 0.464932 0.027 Uiso 1 1 calc R U . . .
H45A H 0.255623 0.665707 0.404056 0.027 Uiso 1 1 calc R U . . .
C46 C 0.26956(9) 0.80684(13) 0.39586(11) 0.0252(4) Uani 1 1 d . . . . .
H46A H 0.235835 0.810553 0.346090 0.030 Uiso 1 1 calc R U . . .
H46B H 0.304347 0.847563 0.389897 0.030 Uiso 1 1 calc R U . . .
C47 C 0.24490(10) 0.84090(14) 0.46576(11) 0.0267(4) Uani 1 1 d . . . . .
H47A H 0.216075 0.793430 0.478058 0.032 Uiso 1 1 calc R U . . .
H47B H 0.280388 0.847865 0.513308 0.032 Uiso 1 1 calc R U . . .
C48 C 0.21078(11) 0.93336(15) 0.44837(13) 0.0338(5) Uani 1 1 d . . . . .
H48A H 0.174432 0.926086 0.402854 0.051 Uiso 1 1 calc R U . . .
H48C H 0.239051 0.980533 0.435873 0.051 Uiso 1 1 calc R U . . .
H48B H 0.196777 0.953270 0.495134 0.051 Uiso 1 1 calc R U . . .
C49 C 0.38959(9) 0.73014(15) 0.36364(12) 0.0278(5) Uani 1 1 d . . . . .
H49A H 0.416920 0.699550 0.333812 0.033 Uiso 1 1 calc R U . . .
H49B H 0.378027 0.792343 0.339469 0.033 Uiso 1 1 calc R U . . .
C50 C 0.42645(11) 0.74342(19) 0.44943(13) 0.0443(6) Uani 1 1 d . . . . .
H50A H 0.438055 0.681553 0.474264 0.053 Uiso 1 1 calc R U . . .
H50B H 0.399867 0.775491 0.479473 0.053 Uiso 1 1 calc R U . . .
C51 C 0.48587(11) 0.80101(18) 0.45466(14) 0.0459(6) Uani 1 1 d . . . . .
H51B H 0.510844 0.801881 0.510689 0.055 Uiso 1 1 calc R U . . .
H51A H 0.511278 0.769960 0.422508 0.055 Uiso 1 1 calc R U . . .
C52 C 0.47304(12) 0.90128(18) 0.42579(16) 0.0518(7) Uani 1 1 d . . . . .
H52A H 0.452288 0.901302 0.368791 0.078 Uiso 1 1 calc R U . . .
H52C H 0.512652 0.935478 0.434789 0.078 Uiso 1 1 calc R U . . .
H52B H 0.445922 0.931583 0.455224 0.078 Uiso 1 1 calc R U . . .
N1 N 0.19648(7) 0.30748(11) 0.68710(9) 0.0202(3) Uani 1 1 d . . . . .
N2 N 0.33051(7) 0.67230(11) 0.35399(9) 0.0223(4) Uani 1 1 d . . . . .
C61 C 0.07107(9) 0.59442(15) 0.37102(12) 0.0297(5) Uani 1 1 d . . . . .
D61 D 0.098927 0.538288 0.379439 0.036 Uiso 1 1 calc R U . . .
Cl1 Cl 0.02718(3) 0.59504(5) 0.44269(4) 0.04818(17) Uani 1 1 d . . . . .
Cl2 Cl 0.02062(3) 0.58966(6) 0.27544(4) 0.0632(2) Uani 1 1 d . . . . .
Cl3 Cl 0.11686(3) 0.69498(5) 0.38051(5) 0.0649(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.7309(19) . ?
S1 C4 1.7368(18) . ?
B1 F1 1.425(3) . ?
B1 O2 1.492(3) . ?
B1 O1 1.505(3) . ?
B1 C1 1.599(3) . ?
B2 F2 1.423(2) . ?
B2 O4 1.496(2) . ?
B2 O3 1.503(3) . ?
B2 C4 1.600(3) . ?
C1 C2 1.364(3) . ?
C2 C3 1.429(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.363(3) . ?
C3 H3 0.9500 . ?
C5 O1 1.363(2) . ?
C5 C6 1.376(3) . ?
C5 C10 1.398(3) . ?
C6 C7 1.407(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.375(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.400(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.373(3) . ?
C9 H9 0.9500 . ?
C10 O2 1.350(3) . ?
C11 O3 1.354(2) . ?
C11 C12 1.371(3) . ?
C11 C16 1.402(3) . ?
C12 C13 1.395(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.382(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.400(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.375(3) . ?
C15 H15 0.9500 . ?
C16 O4 1.356(2) . ?
C21 C22 1.510(3) . ?
C21 N1 1.529(2) . ?
C21 H21B 0.9900 . ?
C21 H21A 0.9900 . ?
C22 C23 1.514(3) . ?
C22 H22B 0.9900 . ?
C22 H22A 0.9900 . ?
C23 C24 1.509(3) . ?
C23 H23B 0.9900 . ?
C23 H23A 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24C 0.9800 . ?
C24 H24B 0.9800 . ?
C25 N1 1.518(2) . ?
C25 C26 1.518(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.513(3) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.500(3) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C28 H28A 0.9800 . ?
C29 N1 1.514(2) . ?
C29 C30 1.516(3) . ?
C29 H29B 0.9900 . ?
C29 H29A 0.9900 . ?
C30 C31 1.533(3) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.499(3) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C33 C34 1.521(3) . ?
C33 N1 1.522(2) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.523(3) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.526(3) . ?
C35 H35B 0.9900 . ?
C35 H35A 0.9900 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C36 H36A 0.9800 . ?
C37 C38 1.525(3) . ?
C37 N2 1.527(2) . ?
C37 H37B 0.9900 . ?
C37 H37A 0.9900 . ?
C38 C39 1.542(3) . ?
C38 H38B 0.9900 . ?
C38 H38A 0.9900 . ?
C39 C40 1.508(3) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C40 H40A 0.9800 . ?
C41 N2 1.516(2) . ?
C41 C42 1.518(3) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 C43 1.522(3) . ?
C42 H42B 0.9900 . ?
C42 H42A 0.9900 . ?
C43 C44 1.520(3) . ?
C43 H43B 0.9900 . ?
C43 H43A 0.9900 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 N2 1.513(2) . ?
C45 C46 1.513(3) . ?
C45 H45B 0.9900 . ?
C45 H45A 0.9900 . ?
C46 C47 1.528(3) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C47 C48 1.515(3) . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C48 H48A 0.9800 . ?
C48 H48C 0.9800 . ?
C48 H48B 0.9800 . ?
C49 C50 1.518(3) . ?
C49 N2 1.518(2) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C50 C51 1.533(3) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C51 C52 1.523(3) . ?
C51 H51B 0.9900 . ?
C51 H51A 0.9900 . ?
C52 H52A 0.9800 . ?
C52 H52C 0.9800 . ?
C52 H52B 0.9800 . ?
C61 Cl3 1.743(2) . ?
C61 Cl2 1.752(2) . ?
C61 Cl1 1.757(2) . ?
C61 D61 1.0000 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C4 94.92(9) . . ?
F1 B1 O2 108.78(16) . . ?
F1 B1 O1 107.98(16) . . ?
O2 B1 O1 104.57(16) . . ?
F1 B1 C1 110.01(17) . . ?
O2 B1 C1 112.02(17) . . ?
O1 B1 C1 113.23(15) . . ?
F2 B2 O4 108.48(15) . . ?
F2 B2 O3 108.46(15) . . ?
O4 B2 O3 104.32(15) . . ?
F2 B2 C4 110.47(16) . . ?
O4 B2 C4 112.47(15) . . ?
O3 B2 C4 112.36(16) . . ?
C2 C1 B1 130.21(17) . . ?
C2 C1 S1 108.33(13) . . ?
B1 C1 S1 121.38(14) . . ?
C1 C2 C3 114.16(17) . . ?
C1 C2 H2 122.9 . . ?
C3 C2 H2 122.9 . . ?
C4 C3 C2 114.62(17) . . ?
C4 C3 H3 122.7 . . ?
C2 C3 H3 122.7 . . ?
C3 C4 B2 131.03(17) . . ?
C3 C4 S1 107.96(13) . . ?
B2 C4 S1 120.91(14) . . ?
O1 C5 C6 127.8(2) . . ?
O1 C5 C10 110.98(18) . . ?
C6 C5 C10 121.2(2) . . ?
C5 C6 C7 117.9(2) . . ?
C5 C6 H6 121.1 . . ?
C7 C6 H6 121.1 . . ?
C8 C7 C6 120.6(2) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C7 C8 C9 121.3(2) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C10 C9 C8 118.0(2) . . ?
C10 C9 H9 121.0 . . ?
C8 C9 H9 121.0 . . ?
O2 C10 C9 127.9(2) . . ?
O2 C10 C5 111.04(18) . . ?
C9 C10 C5 121.0(2) . . ?
O3 C11 C12 128.27(18) . . ?
O3 C11 C16 110.73(16) . . ?
C12 C11 C16 121.00(18) . . ?
C11 C12 C13 118.5(2) . . ?
C11 C12 H12 120.7 . . ?
C13 C12 H12 120.7 . . ?
C14 C13 C12 120.4(2) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C15 121.30(19) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
C16 C15 C14 117.82(19) . . ?
C16 C15 H15 121.1 . . ?
C14 C15 H15 121.1 . . ?
O4 C16 C15 127.99(18) . . ?
O4 C16 C11 111.05(16) . . ?
C15 C16 C11 120.95(18) . . ?
C5 O1 B1 105.62(15) . . ?
C10 O2 B1 106.57(16) . . ?
C11 O3 B2 106.93(14) . . ?
C16 O4 B2 106.88(14) . . ?
C22 C21 N1 116.34(15) . . ?
C22 C21 H21B 108.2 . . ?
N1 C21 H21B 108.2 . . ?
C22 C21 H21A 108.2 . . ?
N1 C21 H21A 108.2 . . ?
H21B C21 H21A 107.4 . . ?
C21 C22 C23 110.50(16) . . ?
C21 C22 H22B 109.5 . . ?
C23 C22 H22B 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C23 C22 H22A 109.5 . . ?
H22B C22 H22A 108.1 . . ?
C24 C23 C22 113.33(18) . . ?
C24 C23 H23B 108.9 . . ?
C22 C23 H23B 108.9 . . ?
C24 C23 H23A 108.9 . . ?
C22 C23 H23A 108.9 . . ?
H23B C23 H23A 107.7 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24C C24 H24B 109.5 . . ?
N1 C25 C26 114.51(15) . . ?
N1 C25 H25A 108.6 . . ?
C26 C25 H25A 108.6 . . ?
N1 C25 H25B 108.6 . . ?
C26 C25 H25B 108.6 . . ?
H25A C25 H25B 107.6 . . ?
C27 C26 C25 111.23(17) . . ?
C27 C26 H26A 109.4 . . ?
C25 C26 H26A 109.4 . . ?
C27 C26 H26B 109.4 . . ?
C25 C26 H26B 109.4 . . ?
H26A C26 H26B 108.0 . . ?
C28 C27 C26 114.51(19) . . ?
C28 C27 H27A 108.6 . . ?
C26 C27 H27A 108.6 . . ?
C28 C27 H27B 108.6 . . ?
C26 C27 H27B 108.6 . . ?
H27A C27 H27B 107.6 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C28 H28A 109.5 . . ?
H28B C28 H28A 109.5 . . ?
H28C C28 H28A 109.5 . . ?
N1 C29 C30 116.39(15) . . ?
N1 C29 H29B 108.2 . . ?
C30 C29 H29B 108.2 . . ?
N1 C29 H29A 108.2 . . ?
C30 C29 H29A 108.2 . . ?
H29B C29 H29A 107.3 . . ?
C29 C30 C31 109.06(17) . . ?
C29 C30 H30A 109.9 . . ?
C31 C30 H30A 109.9 . . ?
C29 C30 H30B 109.9 . . ?
C31 C30 H30B 109.9 . . ?
H30A C30 H30B 108.3 . . ?
C32 C31 C30 114.13(18) . . ?
C32 C31 H31A 108.7 . . ?
C30 C31 H31A 108.7 . . ?
C32 C31 H31B 108.7 . . ?
C30 C31 H31B 108.7 . . ?
H31A C31 H31B 107.6 . . ?
C31 C32 H32C 109.5 . . ?
C31 C32 H32A 109.5 . . ?
H32C C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32C C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C34 C33 N1 116.18(15) . . ?
C34 C33 H33A 108.2 . . ?
N1 C33 H33A 108.2 . . ?
C34 C33 H33B 108.2 . . ?
N1 C33 H33B 108.2 . . ?
H33A C33 H33B 107.4 . . ?
C33 C34 C35 109.11(16) . . ?
C33 C34 H34A 109.9 . . ?
C35 C34 H34A 109.9 . . ?
C33 C34 H34B 109.9 . . ?
C35 C34 H34B 109.9 . . ?
H34A C34 H34B 108.3 . . ?
C34 C35 C36 112.07(18) . . ?
C34 C35 H35B 109.2 . . ?
C36 C35 H35B 109.2 . . ?
C34 C35 H35A 109.2 . . ?
C36 C35 H35A 109.2 . . ?
H35B C35 H35A 107.9 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C36 H36A 109.5 . . ?
H36B C36 H36A 109.5 . . ?
H36C C36 H36A 109.5 . . ?
C38 C37 N2 114.65(15) . . ?
C38 C37 H37B 108.6 . . ?
N2 C37 H37B 108.6 . . ?
C38 C37 H37A 108.6 . . ?
N2 C37 H37A 108.6 . . ?
H37B C37 H37A 107.6 . . ?
C37 C38 C39 111.05(17) . . ?
C37 C38 H38B 109.4 . . ?
C39 C38 H38B 109.4 . . ?
C37 C38 H38A 109.4 . . ?
C39 C38 H38A 109.4 . . ?
H38B C38 H38A 108.0 . . ?
C40 C39 C38 112.1(2) . . ?
C40 C39 H39A 109.2 . . ?
C38 C39 H39A 109.2 . . ?
C40 C39 H39B 109.2 . . ?
C38 C39 H39B 109.2 . . ?
H39A C39 H39B 107.9 . . ?
C39 C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C39 C40 H40A 109.5 . . ?
H40B C40 H40A 109.5 . . ?
H40C C40 H40A 109.5 . . ?
N2 C41 C42 115.53(15) . . ?
N2 C41 H41A 108.4 . . ?
C42 C41 H41A 108.4 . . ?
N2 C41 H41B 108.4 . . ?
C42 C41 H41B 108.4 . . ?
H41A C41 H41B 107.5 . . ?
C41 C42 C43 110.10(16) . . ?
C41 C42 H42B 109.6 . . ?
C43 C42 H42B 109.6 . . ?
C41 C42 H42A 109.6 . . ?
C43 C42 H42A 109.6 . . ?
H42B C42 H42A 108.2 . . ?
C44 C43 C42 113.13(18) . . ?
C44 C43 H43B 109.0 . . ?
C42 C43 H43B 109.0 . . ?
C44 C43 H43A 109.0 . . ?
C42 C43 H43A 109.0 . . ?
H43B C43 H43A 107.8 . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
N2 C45 C46 115.33(15) . . ?
N2 C45 H45B 108.4 . . ?
C46 C45 H45B 108.4 . . ?
N2 C45 H45A 108.4 . . ?
C46 C45 H45A 108.4 . . ?
H45B C45 H45A 107.5 . . ?
C45 C46 C47 110.37(15) . . ?
C45 C46 H46A 109.6 . . ?
C47 C46 H46A 109.6 . . ?
C45 C46 H46B 109.6 . . ?
C47 C46 H46B 109.6 . . ?
H46A C46 H46B 108.1 . . ?
C48 C47 C46 112.26(16) . . ?
C48 C47 H47A 109.2 . . ?
C46 C47 H47A 109.2 . . ?
C48 C47 H47B 109.2 . . ?
C46 C47 H47B 109.2 . . ?
H47A C47 H47B 107.9 . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
C47 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48C C48 H48B 109.5 . . ?
C50 C49 N2 114.26(16) . . ?
C50 C49 H49A 108.7 . . ?
N2 C49 H49A 108.7 . . ?
C50 C49 H49B 108.7 . . ?
N2 C49 H49B 108.7 . . ?
H49A C49 H49B 107.6 . . ?
C49 C50 C51 111.46(18) . . ?
C49 C50 H50A 109.3 . . ?
C51 C50 H50A 109.3 . . ?
C49 C50 H50B 109.3 . . ?
C51 C50 H50B 109.3 . . ?
H50A C50 H50B 108.0 . . ?
C52 C51 C50 113.7(2) . . ?
C52 C51 H51B 108.8 . . ?
C50 C51 H51B 108.8 . . ?
C52 C51 H51A 108.8 . . ?
C50 C51 H51A 108.8 . . ?
H51B C51 H51A 107.7 . . ?
C51 C52 H52A 109.5 . . ?
C51 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
C51 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52C C52 H52B 109.5 . . ?
C29 N1 C25 110.67(14) . . ?
C29 N1 C33 112.07(14) . . ?
C25 N1 C33 106.48(13) . . ?
C29 N1 C21 105.98(13) . . ?
C25 N1 C21 111.03(14) . . ?
C33 N1 C21 110.68(14) . . ?
C45 N2 C41 110.65(14) . . ?
C45 N2 C49 110.48(15) . . ?
C41 N2 C49 106.77(14) . . ?
C45 N2 C37 106.88(14) . . ?
C41 N2 C37 110.63(14) . . ?
C49 N2 C37 111.49(15) . . ?
Cl3 C61 Cl2 109.73(12) . . ?
Cl3 C61 Cl1 109.79(12) . . ?
Cl2 C61 Cl1 109.71(11) . . ?
Cl3 C61 D61 109.2 . . ?
Cl2 C61 D61 109.2 . . ?
Cl1 C61 D61 109.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 B1 C1 C2 -121.9(2) . . . . ?
O2 B1 C1 C2 -0.8(3) . . . . ?
O1 B1 C1 C2 117.2(2) . . . . ?
F1 B1 C1 S1 54.6(2) . . . . ?
O2 B1 C1 S1 175.68(13) . . . . ?
O1 B1 C1 S1 -66.4(2) . . . . ?
C4 S1 C1 C2 -0.57(14) . . . . ?
C4 S1 C1 B1 -177.74(15) . . . . ?
B1 C1 C2 C3 177.11(18) . . . . ?
S1 C1 C2 C3 0.3(2) . . . . ?
C1 C2 C3 C4 0.3(2) . . . . ?
C2 C3 C4 B2 175.71(18) . . . . ?
C2 C3 C4 S1 -0.7(2) . . . . ?
F2 B2 C4 C3 -79.8(2) . . . . ?
O4 B2 C4 C3 41.6(3) . . . . ?
O3 B2 C4 C3 158.91(18) . . . . ?
F2 B2 C4 S1 96.19(18) . . . . ?
O4 B2 C4 S1 -142.44(14) . . . . ?
O3 B2 C4 S1 -25.1(2) . . . . ?
C1 S1 C4 C3 0.72(14) . . . . ?
C1 S1 C4 B2 -176.11(15) . . . . ?
O1 C5 C6 C7 178.6(2) . . . . ?
C10 C5 C6 C7 -0.3(3) . . . . ?
C5 C6 C7 C8 -0.1(3) . . . . ?
C6 C7 C8 C9 0.6(4) . . . . ?
C7 C8 C9 C10 -0.7(3) . . . . ?
C8 C9 C10 O2 -178.0(2) . . . . ?
C8 C9 C10 C5 0.3(3) . . . . ?
O1 C5 C10 O2 -0.3(2) . . . . ?
C6 C5 C10 O2 178.77(18) . . . . ?
O1 C5 C10 C9 -178.88(18) . . . . ?
C6 C5 C10 C9 0.2(3) . . . . ?
O3 C11 C12 C13 -178.54(18) . . . . ?
C16 C11 C12 C13 0.9(3) . . . . ?
C11 C12 C13 C14 -1.1(3) . . . . ?
C12 C13 C14 C15 0.6(3) . . . . ?
C13 C14 C15 C16 0.1(3) . . . . ?
C14 C15 C16 O4 178.92(17) . . . . ?
C14 C15 C16 C11 -0.4(3) . . . . ?
O3 C11 C16 O4 0.0(2) . . . . ?
C12 C11 C16 O4 -179.54(16) . . . . ?
O3 C11 C16 C15 179.39(16) . . . . ?
C12 C11 C16 C15 -0.1(3) . . . . ?
C6 C5 O1 B1 -171.9(2) . . . . ?
C10 C5 O1 B1 7.0(2) . . . . ?
F1 B1 O1 C5 105.16(17) . . . . ?
O2 B1 O1 C5 -10.57(19) . . . . ?
C1 B1 O1 C5 -132.78(17) . . . . ?
C9 C10 O2 B1 171.8(2) . . . . ?
C5 C10 O2 B1 -6.7(2) . . . . ?
F1 B1 O2 C10 -104.67(18) . . . . ?
O1 B1 O2 C10 10.50(19) . . . . ?
C1 B1 O2 C10 133.50(17) . . . . ?
C12 C11 O3 B2 -178.62(19) . . . . ?
C16 C11 O3 B2 1.9(2) . . . . ?
F2 B2 O3 C11 112.57(16) . . . . ?
O4 B2 O3 C11 -2.91(18) . . . . ?
C4 B2 O3 C11 -125.01(16) . . . . ?
C15 C16 O4 B2 178.75(18) . . . . ?
C11 C16 O4 B2 -1.88(19) . . . . ?
F2 B2 O4 C16 -112.58(16) . . . . ?
O3 B2 O4 C16 2.88(18) . . . . ?
C4 B2 O4 C16 124.92(16) . . . . ?
N1 C21 C22 C23 179.07(16) . . . . ?
C21 C22 C23 C24 -178.36(19) . . . . ?
N1 C25 C26 C27 163.94(17) . . . . ?
C25 C26 C27 C28 55.7(3) . . . . ?
N1 C29 C30 C31 -174.39(17) . . . . ?
C29 C30 C31 C32 177.73(19) . . . . ?
N1 C33 C34 C35 -175.44(16) . . . . ?
C33 C34 C35 C36 -177.20(18) . . . . ?
N2 C37 C38 C39 175.26(17) . . . . ?
C37 C38 C39 C40 -76.0(2) . . . . ?
N2 C41 C42 C43 178.12(17) . . . . ?
C41 C42 C43 C44 178.89(18) . . . . ?
N2 C45 C46 C47 -167.29(16) . . . . ?
C45 C46 C47 C48 -169.50(17) . . . . ?
N2 C49 C50 C51 179.11(19) . . . . ?
C49 C50 C51 C52 65.0(3) . . . . ?
C30 C29 N1 C25 57.4(2) . . . . ?
C30 C29 N1 C33 -61.3(2) . . . . ?
C30 C29 N1 C21 177.91(16) . . . . ?
C26 C25 N1 C29 56.2(2) . . . . ?
C26 C25 N1 C33 178.21(16) . . . . ?
C26 C25 N1 C21 -61.2(2) . . . . ?
C34 C33 N1 C29 -50.5(2) . . . . ?
C34 C33 N1 C25 -171.66(16) . . . . ?
C34 C33 N1 C21 67.6(2) . . . . ?
C22 C21 N1 C29 -166.35(16) . . . . ?
C22 C21 N1 C25 -46.1(2) . . . . ?
C22 C21 N1 C33 71.9(2) . . . . ?
C46 C45 N2 C41 -56.5(2) . . . . ?
C46 C45 N2 C49 61.5(2) . . . . ?
C46 C45 N2 C37 -177.01(16) . . . . ?
C42 C41 N2 C45 -60.0(2) . . . . ?
C42 C41 N2 C49 179.77(17) . . . . ?
C42 C41 N2 C37 58.3(2) . . . . ?
C50 C49 N2 C45 48.9(2) . . . . ?
C50 C49 N2 C41 169.26(18) . . . . ?
C50 C49 N2 C37 -69.8(2) . . . . ?
C38 C37 N2 C45 170.74(17) . . . . ?
C38 C37 N2 C41 50.2(2) . . . . ?
C38 C37 N2 C49 -68.4(2) . . . . ?

_refine_diff_density_max         0.569
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.057



