# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_160322c1
_database_code_depnum_ccdc_archive 'CCDC 1569437'
_audit_update_record             
;
2017-08-17 deposited with the CCDC.
2017-10-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C48 H46 B2 F4 N4 S2, 3(C6 H5 Cl)'
_chemical_formula_sum            'C66 H61 B2 Cl3 F4 N4 S2'
_chemical_formula_weight         1178.28

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.2634(10)
_cell_length_b                   12.174(2)
_cell_length_c                   15.232(3)
_cell_angle_alpha                88.77(3)
_cell_angle_beta                 79.422(18)
_cell_angle_gamma                76.323(18)
_cell_volume                     1463.2(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    1045
_cell_measurement_theta_min      25.7
_cell_measurement_theta_max      68.2

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_F_000             614
_exptl_transmission_factor_min   0.940
_exptl_transmission_factor_max   0.975
_exptl_crystal_size_max          0.050
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    2.556
_shelx_estimated_absorpt_T_min   0.883
_shelx_estimated_absorpt_T_max   0.975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            18884
_diffrn_reflns_av_unetI/netI     0.0392
_diffrn_reflns_av_R_equivalents  0.0426
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         6.806
_diffrn_reflns_theta_max         66.997
_diffrn_reflns_theta_full        66.997
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.971
_reflns_number_total             5066
_reflns_number_gt                3760
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0750P)²+1.2854P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5066
_refine_ls_number_parameters     391
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.0722
_refine_ls_R_factor_gt           0.0487
_refine_ls_wR_factor_ref         0.1387
_refine_ls_wR_factor_gt          0.1239
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.000
_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
C1 C 0.7565(3) -0.2190(2) 0.77683(17) 0.0204(6) Uani 1 1 d . . . . .
C2 C 0.7732(3) -0.3310(2) 0.75203(18) 0.0235(6) Uani 1 1 d . . . . .
H1 H 0.6822 -0.3671 0.7680 0.028 Uiso 1 1 calc R U . . .
C3 C 0.9275(3) -0.3877(2) 0.70317(18) 0.0250(6) Uani 1 1 d . . . . .
H2 H 0.9408 -0.4640 0.6852 0.030 Uiso 1 1 calc R U . . .
C4 C 1.0658(3) -0.3375(2) 0.67881(18) 0.0246(6) Uani 1 1 d . . . . .
C5 C 1.0454(3) -0.2254(2) 0.70366(18) 0.0227(6) Uani 1 1 d . . . . .
H3 H 1.1367 -0.1896 0.6878 0.027 Uiso 1 1 calc R U . . .
C6 C 0.8903(3) -0.1652(2) 0.75213(17) 0.0208(6) Uani 1 1 d . . . . .
C7 C 0.8249(3) -0.0484(2) 0.78408(17) 0.0196(6) Uani 1 1 d . . . . .
C8 C 0.8801(3) 0.0510(2) 0.77354(17) 0.0221(6) Uani 1 1 d . . . . .
H4 H 0.9913 0.0492 0.7423 0.026 Uiso 1 1 calc R U . . .
C9 C 0.7727(3) 0.1549(2) 0.80879(17) 0.0217(6) Uani 1 1 d . . . . .
C10 C 0.6151(3) 0.1548(2) 0.85996(17) 0.0219(6) Uani 1 1 d . . . . .
H5 H 0.5464 0.2233 0.8880 0.026 Uiso 1 1 calc R U . . .
C11 C 0.5549(3) 0.0560(2) 0.87116(17) 0.0201(6) Uani 1 1 d . . . . .
C12 C 0.6584(3) -0.0431(2) 0.82938(17) 0.0199(6) Uani 1 1 d . . . . .
C13 C 0.3896(3) 0.0493(2) 0.91509(17) 0.0197(6) Uani 1 1 d . . . . .
C14 C 0.0950(3) 0.0785(2) 0.99383(17) 0.0204(6) Uani 1 1 d . . . . .
C15 C 0.1655(3) -0.0310(2) 0.95534(17) 0.0196(6) Uani 1 1 d . . . . .
C16 C 0.0719(3) -0.1120(2) 0.96088(17) 0.0216(6) Uani 1 1 d . . . . .
N1 N 0.3335(3) -0.04456(18) 0.91209(14) 0.0197(5) Uani 1 1 d . . . . .
N2 N 0.6147(3) -0.14356(18) 0.82535(14) 0.0208(5) Uani 1 1 d . . . . .
B1 B 0.4415(4) -0.1619(3) 0.8636(2) 0.0251(7) Uani 1 1 d . . . . .
F1 F 0.4468(2) -0.24483(13) 0.92725(11) 0.0334(4) Uani 1 1 d . . . . .
F2 F 0.35659(19) -0.18557(15) 0.79858(11) 0.0360(4) Uani 1 1 d . . . . .
S1 S 0.24368(8) 0.16025(6) 0.97419(4) 0.02165(18) Uani 1 1 d . . . . .
C17 C 0.8273(3) 0.2656(2) 0.78391(19) 0.0256(6) Uani 1 1 d . . . . .
C18 C 0.9876(4) 0.2683(3) 0.8189(2) 0.0353(7) Uani 1 1 d . . . . .
H16 H 1.0258 0.3361 0.7978 0.053 Uiso 1 1 calc R U . . .
H17 H 1.0764 0.2008 0.7970 0.053 Uiso 1 1 calc R U . . .
H18 H 0.9637 0.2695 0.8843 0.053 Uiso 1 1 calc R U . . .
C19 C 0.8613(4) 0.2729(3) 0.6813(2) 0.0385(8) Uani 1 1 d . . . . .
H19 H 0.7596 0.2682 0.6585 0.058 Uiso 1 1 calc R U . . .
H20 H 0.9556 0.2102 0.6559 0.058 Uiso 1 1 calc R U . . .
H21 H 0.8903 0.3449 0.6642 0.058 Uiso 1 1 calc R U . . .
C20 C 0.6890(4) 0.3692(3) 0.8211(2) 0.0388(8) Uani 1 1 d . . . . .
H22 H 0.6652 0.3666 0.8865 0.058 Uiso 1 1 calc R U . . .
H23 H 0.5859 0.3694 0.7980 0.058 Uiso 1 1 calc R U . . .
H24 H 0.7272 0.4379 0.8029 0.058 Uiso 1 1 calc R U . . .
C21 C 1.2320(4) -0.4069(2) 0.6238(2) 0.0318(7) Uani 1 1 d . U . . .
C22 C 1.3662(5) -0.3396(4) 0.6045(5) 0.104(2) Uani 1 1 d . U . . .
H25 H 1.3860 -0.3127 0.6609 0.155 Uiso 1 1 calc R U . . .
H26 H 1.3279 -0.2748 0.5680 0.155 Uiso 1 1 calc R U . . .
H27 H 1.4717 -0.3879 0.5721 0.155 Uiso 1 1 calc R U . . .
C23 C 1.2982(5) -0.5131(4) 0.6708(3) 0.0644(12) Uani 1 1 d . U . . .
H28 H 1.4011 -0.5577 0.6333 0.097 Uiso 1 1 calc R U . . .
H29 H 1.2121 -0.5576 0.6819 0.097 Uiso 1 1 calc R U . . .
H30 H 1.3245 -0.4935 0.7278 0.097 Uiso 1 1 calc R U . . .
C24 C 1.1948(5) -0.4397(4) 0.5342(3) 0.0746(14) Uani 1 1 d . U . . .
H31 H 1.2991 -0.4844 0.4979 0.112 Uiso 1 1 calc R U . . .
H32 H 1.1522 -0.3711 0.5025 0.112 Uiso 1 1 calc R U . . .
H33 H 1.1094 -0.4846 0.5450 0.112 Uiso 1 1 calc R U . . .
C25 C -0.0872(7) 0.4862(6) 1.0241(4) 0.0480(19) Uani 0.5 1 d G . P A -1
C26 C 0.0605(9) 0.4355(4) 1.0549(3) 0.043(4) Uani 0.5 1 d G . P A -1
H6 H 0.0566 0.3853 1.1035 0.052 Uiso 0.5 1 calc R U P A -1
C27 C 0.2138(7) 0.4584(5) 1.0148(4) 0.050(2) Uani 0.5 1 d G . P A -1
H7 H 0.3148 0.4237 1.0358 0.060 Uiso 0.5 1 calc R U P A -1
C28 C 0.2195(8) 0.5318(6) 0.9438(5) 0.118(9) Uani 0.5 1 d G . P A -1
H8 H 0.3243 0.5475 0.9163 0.141 Uiso 0.5 1 calc R U P A -1
C29 C 0.0719(10) 0.5825(4) 0.9129(3) 0.0446(17) Uani 0.5 1 d G . P A -1
H9 H 0.0757 0.6327 0.8644 0.053 Uiso 0.5 1 calc R U P A -1
C30 C -0.0815(8) 0.5597(5) 0.9531(4) 0.041(4) Uani 0.5 1 d G . P A -1
H10 H -0.1824 0.5943 0.9320 0.050 Uiso 0.5 1 calc R U P A -1
Cl2 Cl -0.2691(4) 0.4510(3) 1.0705(2) 0.0691(8) Uani 0.5 1 d . . P A -1
C31 C 0.3519(4) 0.1172(3) 0.5964(2) 0.0358(8) Uani 1 1 d . . . . .
C32 C 0.3112(4) 0.1958(3) 0.5321(2) 0.0352(7) Uani 1 1 d . . . . .
H11 H 0.3376 0.2676 0.5329 0.042 Uiso 1 1 calc R U . . .
C33 C 0.2312(4) 0.1675(3) 0.4666(2) 0.0383(8) Uani 1 1 d . . . . .
H12 H 0.2020 0.2205 0.4221 0.046 Uiso 1 1 calc R U . . .
C34 C 0.1938(4) 0.0635(3) 0.4653(2) 0.0415(8) Uani 1 1 d . . . . .
H13 H 0.1397 0.0444 0.4199 0.050 Uiso 1 1 calc R U . . .
C35 C 0.2352(4) -0.0130(3) 0.5305(2) 0.0450(9) Uani 1 1 d . . . . .
H14 H 0.2078 -0.0845 0.5299 0.054 Uiso 1 1 calc R U . . .
C36 C 0.3159(4) 0.0125(3) 0.5968(2) 0.0364(7) Uani 1 1 d . . . . .
H15 H 0.3455 -0.0407 0.6412 0.044 Uiso 1 1 calc R U . . .
Cl1 Cl 0.45437(11) 0.15057(8) 0.67855(6) 0.0503(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
C1 C2 1.390(4) . ?
C1 N2 1.402(3) . ?
C1 C6 1.404(4) . ?
C2 C3 1.384(4) . ?
C2 H1 0.9500 . ?
C3 C4 1.408(4) . ?
C3 H2 0.9500 . ?
C4 C5 1.387(4) . ?
C4 C21 1.537(4) . ?
C5 C6 1.399(4) . ?
C5 H3 0.9500 . ?
C6 C7 1.455(4) . ?
C7 C8 1.387(4) . ?
C7 C12 1.409(4) . ?
C8 C9 1.414(4) . ?
C8 H4 0.9500 . ?
C9 C10 1.390(4) . ?
C9 C17 1.539(4) . ?
C10 C11 1.402(4) . ?
C10 H5 0.9500 . ?
C11 C12 1.392(4) . ?
C11 C13 1.427(4) . ?
C12 N2 1.360(3) . ?
C13 N1 1.335(3) . ?
C13 S1 1.724(3) . ?
C14 C16 1.393(4) 2_557 ?
C14 C15 1.414(4) . ?
C14 S1 1.738(3) . ?
C15 C16 1.383(4) . ?
C15 N1 1.396(3) . ?
C16 C14 1.393(4) 2_557 ?
N1 B1 1.607(4) . ?
N2 B1 1.509(4) . ?
B1 F1 1.383(4) . ?
B1 F2 1.386(4) . ?
C17 C18 1.523(4) . ?
C17 C20 1.525(4) . ?
C17 C19 1.541(4) . ?
C18 H16 0.9800 . ?
C18 H17 0.9800 . ?
C18 H18 0.9800 . ?
C19 H19 0.9800 . ?
C19 H20 0.9800 . ?
C19 H21 0.9800 . ?
C20 H22 0.9800 . ?
C20 H23 0.9800 . ?
C20 H24 0.9800 . ?
C21 C23 1.501(5) . ?
C21 C22 1.512(5) . ?
C21 C24 1.533(5) . ?
C22 H25 0.9800 . ?
C22 H26 0.9800 . ?
C22 H27 0.9800 . ?
C23 H28 0.9800 . ?
C23 H29 0.9800 . ?
C23 H30 0.9800 . ?
C24 H31 0.9800 . ?
C24 H32 0.9800 . ?
C24 H33 0.9800 . ?
C25 C26 1.3900 . ?
C25 C30 1.3900 . ?
C25 Cl2 1.686(6) . ?
C26 C27 1.3900 . ?
C26 H6 0.9500 . ?
C27 C28 1.3900 . ?
C27 H7 0.9500 . ?
C28 C29 1.3900 . ?
C28 H8 0.9500 . ?
C29 C30 1.3900 . ?
C29 H9 0.9500 . ?
C30 H10 0.9500 . ?
C31 C36 1.375(5) . ?
C31 C32 1.385(5) . ?
C31 Cl1 1.738(3) . ?
C32 C33 1.384(4) . ?
C32 H11 0.9500 . ?
C33 C34 1.373(5) . ?
C33 H12 0.9500 . ?
C34 C35 1.380(5) . ?
C34 H13 0.9500 . ?
C35 C36 1.386(5) . ?
C35 H14 0.9500 . ?
C36 H15 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 N2 128.5(2) . . ?
C2 C1 C6 121.3(2) . . ?
N2 C1 C6 110.2(2) . . ?
C3 C2 C1 117.4(2) . . ?
C3 C2 H1 121.3 . . ?
C1 C2 H1 121.3 . . ?
C2 C3 C4 123.0(3) . . ?
C2 C3 H2 118.5 . . ?
C4 C3 H2 118.5 . . ?
C5 C4 C3 118.5(2) . . ?
C5 C4 C21 122.2(2) . . ?
C3 C4 C21 119.3(2) . . ?
C4 C5 C6 120.0(2) . . ?
C4 C5 H3 120.0 . . ?
C6 C5 H3 120.0 . . ?
C5 C6 C1 119.8(2) . . ?
C5 C6 C7 133.9(2) . . ?
C1 C6 C7 106.2(2) . . ?
C8 C7 C12 118.5(2) . . ?
C8 C7 C6 136.2(2) . . ?
C12 C7 C6 105.0(2) . . ?
C7 C8 C9 120.7(2) . . ?
C7 C8 H4 119.6 . . ?
C9 C8 H4 119.6 . . ?
C10 C9 C8 118.9(2) . . ?
C10 C9 C17 121.7(2) . . ?
C8 C9 C17 119.3(2) . . ?
C9 C10 C11 121.6(2) . . ?
C9 C10 H5 119.2 . . ?
C11 C10 H5 119.2 . . ?
C12 C11 C10 117.9(2) . . ?
C12 C11 C13 116.1(2) . . ?
C10 C11 C13 125.7(2) . . ?
N2 C12 C11 126.0(2) . . ?
N2 C12 C7 112.1(2) . . ?
C11 C12 C7 122.0(2) . . ?
N1 C13 C11 122.1(2) . . ?
N1 C13 S1 114.04(18) . . ?
C11 C13 S1 123.9(2) . . ?
C16 C14 C15 122.7(2) 2_557 . ?
C16 C14 S1 127.0(2) 2_557 . ?
C15 C14 S1 110.34(18) . . ?
C16 C15 N1 125.9(2) . . ?
C16 C15 C14 121.6(2) . . ?
N1 C15 C14 112.5(2) . . ?
C15 C16 C14 115.7(2) . 2_557 ?
C13 N1 C15 112.7(2) . . ?
C13 N1 B1 125.4(2) . . ?
C15 N1 B1 121.9(2) . . ?
C12 N2 C1 106.5(2) . . ?
C12 N2 B1 124.1(2) . . ?
C1 N2 B1 129.4(2) . . ?
F1 B1 F2 109.9(2) . . ?
F1 B1 N2 112.5(2) . . ?
F2 B1 N2 112.8(2) . . ?
F1 B1 N1 107.7(2) . . ?
F2 B1 N1 107.3(2) . . ?
N2 B1 N1 106.2(2) . . ?
C13 S1 C14 90.34(12) . . ?
C18 C17 C20 108.7(2) . . ?
C18 C17 C9 110.8(2) . . ?
C20 C17 C9 111.8(2) . . ?
C18 C17 C19 109.4(2) . . ?
C20 C17 C19 107.9(3) . . ?
C9 C17 C19 108.2(2) . . ?
C17 C18 H16 109.5 . . ?
C17 C18 H17 109.5 . . ?
H16 C18 H17 109.5 . . ?
C17 C18 H18 109.5 . . ?
H16 C18 H18 109.5 . . ?
H17 C18 H18 109.5 . . ?
C17 C19 H19 109.5 . . ?
C17 C19 H20 109.5 . . ?
H19 C19 H20 109.5 . . ?
C17 C19 H21 109.5 . . ?
H19 C19 H21 109.5 . . ?
H20 C19 H21 109.5 . . ?
C17 C20 H22 109.5 . . ?
C17 C20 H23 109.5 . . ?
H22 C20 H23 109.5 . . ?
C17 C20 H24 109.5 . . ?
H22 C20 H24 109.5 . . ?
H23 C20 H24 109.5 . . ?
C23 C21 C22 109.5(4) . . ?
C23 C21 C24 108.5(3) . . ?
C22 C21 C24 107.9(4) . . ?
C23 C21 C4 110.9(3) . . ?
C22 C21 C4 111.9(3) . . ?
C24 C21 C4 107.9(3) . . ?
C21 C22 H25 109.5 . . ?
C21 C22 H26 109.5 . . ?
H25 C22 H26 109.5 . . ?
C21 C22 H27 109.5 . . ?
H25 C22 H27 109.5 . . ?
H26 C22 H27 109.5 . . ?
C21 C23 H28 109.5 . . ?
C21 C23 H29 109.5 . . ?
H28 C23 H29 109.5 . . ?
C21 C23 H30 109.5 . . ?
H28 C23 H30 109.5 . . ?
H29 C23 H30 109.5 . . ?
C21 C24 H31 109.5 . . ?
C21 C24 H32 109.5 . . ?
H31 C24 H32 109.5 . . ?
C21 C24 H33 109.5 . . ?
H31 C24 H33 109.5 . . ?
H32 C24 H33 109.5 . . ?
C26 C25 C30 120.0 . . ?
C26 C25 Cl2 118.8(5) . . ?
C30 C25 Cl2 121.1(4) . . ?
C25 C26 C27 120.0 . . ?
C25 C26 H6 120.0 . . ?
C27 C26 H6 120.0 . . ?
C26 C27 C28 120.0 . . ?
C26 C27 H7 120.0 . . ?
C28 C27 H7 120.0 . . ?
C29 C28 C27 120.0 . . ?
C29 C28 H8 120.0 . . ?
C27 C28 H8 120.0 . . ?
C28 C29 C30 120.0 . . ?
C28 C29 H9 120.0 . . ?
C30 C29 H9 120.0 . . ?
C29 C30 C25 120.0 . . ?
C29 C30 H10 120.0 . . ?
C25 C30 H10 120.0 . . ?
C36 C31 C32 122.1(3) . . ?
C36 C31 Cl1 118.7(3) . . ?
C32 C31 Cl1 119.2(3) . . ?
C33 C32 C31 118.5(3) . . ?
C33 C32 H11 120.7 . . ?
C31 C32 H11 120.7 . . ?
C34 C33 C32 120.7(3) . . ?
C34 C33 H12 119.7 . . ?
C32 C33 H12 119.7 . . ?
C33 C34 C35 119.6(3) . . ?
C33 C34 H13 120.2 . . ?
C35 C34 H13 120.2 . . ?
C34 C35 C36 121.2(3) . . ?
C34 C35 H14 119.4 . . ?
C36 C35 H14 119.4 . . ?
C31 C36 C35 118.0(3) . . ?
C31 C36 H15 121.0 . . ?
C35 C36 H15 121.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 C1 C2 C3 179.5(3) . . . . ?
C6 C1 C2 C3 0.9(4) . . . . ?
C1 C2 C3 C4 0.5(4) . . . . ?
C2 C3 C4 C5 -1.1(4) . . . . ?
C2 C3 C4 C21 -179.5(3) . . . . ?
C3 C4 C5 C6 0.3(4) . . . . ?
C21 C4 C5 C6 178.6(3) . . . . ?
C4 C5 C6 C1 1.1(4) . . . . ?
C4 C5 C6 C7 -176.4(3) . . . . ?
C2 C1 C6 C5 -1.7(4) . . . . ?
N2 C1 C6 C5 179.4(2) . . . . ?
C2 C1 C6 C7 176.4(2) . . . . ?
N2 C1 C6 C7 -2.4(3) . . . . ?
C5 C6 C7 C8 7.2(5) . . . . ?
C1 C6 C7 C8 -170.5(3) . . . . ?
C5 C6 C7 C12 -179.5(3) . . . . ?
C1 C6 C7 C12 2.7(3) . . . . ?
C12 C7 C8 C9 1.0(4) . . . . ?
C6 C7 C8 C9 173.6(3) . . . . ?
C7 C8 C9 C10 4.7(4) . . . . ?
C7 C8 C9 C17 -170.8(2) . . . . ?
C8 C9 C10 C11 -5.3(4) . . . . ?
C17 C9 C10 C11 170.1(2) . . . . ?
C9 C10 C11 C12 0.1(4) . . . . ?
C9 C10 C11 C13 -173.8(3) . . . . ?
C10 C11 C12 N2 -173.0(2) . . . . ?
C13 C11 C12 N2 1.5(4) . . . . ?
C10 C11 C12 C7 5.9(4) . . . . ?
C13 C11 C12 C7 -179.6(2) . . . . ?
C8 C7 C12 N2 172.5(2) . . . . ?
C6 C7 C12 N2 -2.2(3) . . . . ?
C8 C7 C12 C11 -6.5(4) . . . . ?
C6 C7 C12 C11 178.8(2) . . . . ?
C12 C11 C13 N1 -3.7(4) . . . . ?
C10 C11 C13 N1 170.2(3) . . . . ?
C12 C11 C13 S1 177.66(19) . . . . ?
C10 C11 C13 S1 -8.4(4) . . . . ?
C16 C14 C15 C16 -0.3(5) 2_557 . . . ?
S1 C14 C15 C16 -179.3(2) . . . . ?
C16 C14 C15 N1 178.9(2) 2_557 . . . ?
S1 C14 C15 N1 -0.1(3) . . . . ?
N1 C15 C16 C14 -178.8(2) . . . 2_557 ?
C14 C15 C16 C14 0.3(4) . . . 2_557 ?
C11 C13 N1 C15 -176.7(2) . . . . ?
S1 C13 N1 C15 2.0(3) . . . . ?
C11 C13 N1 B1 2.4(4) . . . . ?
S1 C13 N1 B1 -178.8(2) . . . . ?
C16 C15 N1 C13 178.0(3) . . . . ?
C14 C15 N1 C13 -1.2(3) . . . . ?
C16 C15 N1 B1 -1.2(4) . . . . ?
C14 C15 N1 B1 179.6(2) . . . . ?
C11 C12 N2 C1 179.7(2) . . . . ?
C7 C12 N2 C1 0.7(3) . . . . ?
C11 C12 N2 B1 2.3(4) . . . . ?
C7 C12 N2 B1 -176.7(2) . . . . ?
C2 C1 N2 C12 -177.6(3) . . . . ?
C6 C1 N2 C12 1.1(3) . . . . ?
C2 C1 N2 B1 -0.3(5) . . . . ?
C6 C1 N2 B1 178.4(3) . . . . ?
C12 N2 B1 F1 -121.0(3) . . . . ?
C1 N2 B1 F1 62.2(4) . . . . ?
C12 N2 B1 F2 114.0(3) . . . . ?
C1 N2 B1 F2 -62.8(4) . . . . ?
C12 N2 B1 N1 -3.3(3) . . . . ?
C1 N2 B1 N1 179.9(2) . . . . ?
C13 N1 B1 F1 121.9(3) . . . . ?
C15 N1 B1 F1 -59.1(3) . . . . ?
C13 N1 B1 F2 -119.9(3) . . . . ?
C15 N1 B1 F2 59.1(3) . . . . ?
C13 N1 B1 N2 1.0(4) . . . . ?
C15 N1 B1 N2 -179.9(2) . . . . ?
N1 C13 S1 C14 -1.8(2) . . . . ?
C11 C13 S1 C14 176.9(2) . . . . ?
C16 C14 S1 C13 -178.0(3) 2_557 . . . ?
C15 C14 S1 C13 1.0(2) . . . . ?
C10 C9 C17 C18 120.8(3) . . . . ?
C8 C9 C17 C18 -63.8(3) . . . . ?
C10 C9 C17 C20 -0.6(4) . . . . ?
C8 C9 C17 C20 174.8(3) . . . . ?
C10 C9 C17 C19 -119.2(3) . . . . ?
C8 C9 C17 C19 56.2(3) . . . . ?
C5 C4 C21 C23 124.7(3) . . . . ?
C3 C4 C21 C23 -57.0(4) . . . . ?
C5 C4 C21 C22 2.0(5) . . . . ?
C3 C4 C21 C22 -179.6(4) . . . . ?
C5 C4 C21 C24 -116.6(4) . . . . ?
C3 C4 C21 C24 61.8(4) . . . . ?
C30 C25 C26 C27 0.0 . . . . ?
Cl2 C25 C26 C27 176.6(5) . . . . ?
C25 C26 C27 C28 0.0 . . . . ?
C26 C27 C28 C29 0.0 . . . . ?
C27 C28 C29 C30 0.0 . . . . ?
C28 C29 C30 C25 0.0 . . . . ?
C26 C25 C30 C29 0.0 . . . . ?
Cl2 C25 C30 C29 -176.5(5) . . . . ?
C36 C31 C32 C33 0.3(4) . . . . ?
Cl1 C31 C32 C33 179.3(2) . . . . ?
C31 C32 C33 C34 -0.3(5) . . . . ?
C32 C33 C34 C35 0.5(5) . . . . ?
C33 C34 C35 C36 -0.8(5) . . . . ?
C32 C31 C36 C35 -0.5(4) . . . . ?
Cl1 C31 C36 C35 -179.6(2) . . . . ?
C34 C35 C36 C31 0.8(5) . . . . ?

_refine_diff_density_max         0.797
_refine_diff_density_min         -0.410
_refine_diff_density_rms         0.061

####################################################################### 
# 
# 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_160219c1
_database_code_depnum_ccdc_archive 'CCDC 1569438'
_audit_update_record             
;
2017-08-17 deposited with the CCDC.
2017-10-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C28 H26 B F2 N3 S2), 0.615(C Cl2) '
_chemical_formula_sum            'C56.61 H52 B2 Cl1.23 F4 N6 S4'
_chemical_formula_weight         1085.71

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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   9.6199(15)
_cell_length_b                   11.2244(19)
_cell_length_c                   24.169(4)
_cell_angle_alpha                88.899(15)
_cell_angle_beta                 85.634(13)
_cell_angle_gamma                83.446(12)
_cell_volume                     2585.0(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    2676
_cell_measurement_theta_min      25.3
_cell_measurement_theta_max      68.3

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_F_000             1129
_exptl_transmission_factor_min   0.753
_exptl_transmission_factor_max   0.920
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    2.767
_shelx_estimated_absorpt_T_min   0.581
_shelx_estimated_absorpt_T_max   0.922
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32248
_diffrn_reflns_av_unetI/netI     0.0195
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         6.616
_diffrn_reflns_theta_max         65.994
_diffrn_reflns_theta_full        65.994
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measured_fraction_theta_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_point_group_measured_fraction_full 0.965
_reflns_number_total             8710
_reflns_number_gt                7907
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0861P)²+4.4633P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8710
_refine_ls_number_parameters     716
_refine_ls_number_restraints     64
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0520
_refine_ls_wR_factor_ref         0.1517
_refine_ls_wR_factor_gt          0.1484
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.028
_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
C1 C 0.3614(3) 0.7523(2) 0.37664(10) 0.0184(5) Uani 1 1 d . . . . .
H1 H 0.3902 0.8054 0.4026 0.022 Uiso 1 1 calc R U . . .
C2 C 0.2590(3) 0.7906(2) 0.34097(11) 0.0189(5) Uani 1 1 d . . . . .
H2 H 0.2174 0.8715 0.3431 0.023 Uiso 1 1 calc R U . . .
C3 C 0.2136(3) 0.7150(2) 0.30159(10) 0.0178(5) Uani 1 1 d . . . . .
C4 C 0.2739(3) 0.5968(2) 0.29889(10) 0.0167(5) Uani 1 1 d . . . . .
H3 H 0.2449 0.5441 0.2729 0.020 Uiso 1 1 calc R U . . .
C5 C 0.3773(3) 0.5550(2) 0.33437(10) 0.0161(5) Uani 1 1 d . . . . .
C6 C 0.4209(3) 0.6334(2) 0.37324(10) 0.0166(5) Uani 1 1 d . . . . .
C7 C 0.5474(3) 0.4580(2) 0.38460(10) 0.0165(5) Uani 1 1 d . . . . .
C8 C 0.4598(3) 0.4403(2) 0.34172(10) 0.0158(5) Uani 1 1 d . . . . .
C9 C 0.4691(3) 0.3272(2) 0.31839(10) 0.0176(5) Uani 1 1 d . . . . .
H4 H 0.4118 0.3142 0.2892 0.021 Uiso 1 1 calc R U . . .
C10 C 0.5617(3) 0.2317(2) 0.33709(10) 0.0190(5) Uani 1 1 d . . . . .
C11 C 0.6469(3) 0.2526(2) 0.37953(11) 0.0188(5) Uani 1 1 d . . . . .
H5 H 0.7103 0.1886 0.3922 0.023 Uiso 1 1 calc R U . . .
C12 C 0.6408(3) 0.3657(2) 0.40365(10) 0.0168(5) Uani 1 1 d . . . . .
C13 C 0.7176(3) 0.3948(2) 0.44947(10) 0.0173(5) Uani 1 1 d . . . . .
C14 C 0.7827(3) 0.5111(2) 0.51709(10) 0.0170(5) Uani 1 1 d . . . . .
C15 C 0.8644(3) 0.4019(2) 0.52776(10) 0.0181(5) Uani 1 1 d . . . . .
C16 C 0.9572(3) 0.3889(3) 0.56913(10) 0.0193(5) Uani 1 1 d . . . . .
H6 H 1.0130 0.3152 0.5754 0.023 Uiso 1 1 calc R U . . .
C17 C 0.9643(3) 0.4898(3) 0.60098(10) 0.0192(5) Uani 1 1 d . . . . .
C18 C 0.8780(3) 0.5978(3) 0.59154(10) 0.0198(6) Uani 1 1 d . . . . .
C19 C 0.7861(3) 0.6116(3) 0.54958(10) 0.0193(5) Uani 1 1 d . . . . .
H7 H 0.7292 0.6850 0.5435 0.023 Uiso 1 1 calc R U . . .
C20 C 1.0342(3) 0.5970(3) 0.66635(11) 0.0242(6) Uani 1 1 d . . . . .
H8 H 1.0865 0.6154 0.6962 0.029 Uiso 1 1 calc R U . . .
C21 C 0.1025(3) 0.7675(2) 0.26296(11) 0.0206(6) Uani 1 1 d . . . . .
C22 C -0.0270(3) 0.8281(3) 0.29689(13) 0.0294(7) Uani 1 1 d . . . . .
H17 H -0.0646 0.7697 0.3229 0.044 Uiso 1 1 calc R U . . .
H18 H -0.0987 0.8581 0.2718 0.044 Uiso 1 1 calc R U . . .
H19 H -0.0003 0.8951 0.3176 0.044 Uiso 1 1 calc R U . . .
C23 C 0.1653(3) 0.8614(3) 0.22422(12) 0.0294(6) Uani 1 1 d . . . . .
H20 H 0.1911 0.9265 0.2464 0.044 Uiso 1 1 calc R U . . .
H21 H 0.0958 0.8939 0.1987 0.044 Uiso 1 1 calc R U . . .
H22 H 0.2490 0.8235 0.2029 0.044 Uiso 1 1 calc R U . . .
C24 C 0.0551(3) 0.6707(2) 0.22711(11) 0.0220(6) Uani 1 1 d . . . . .
H23 H 0.1356 0.6336 0.2038 0.033 Uiso 1 1 calc R U . . .
H24 H -0.0170 0.7072 0.2035 0.033 Uiso 1 1 calc R U . . .
H25 H 0.0164 0.6094 0.2511 0.033 Uiso 1 1 calc R U . . .
C25 C 0.5661(3) 0.1076(2) 0.31087(11) 0.0226(6) Uani 1 1 d . . . . .
C26 C 0.6220(4) 0.1134(3) 0.25031(14) 0.0439(9) Uani 1 1 d . . . . .
H26 H 0.7196 0.1313 0.2483 0.066 Uiso 1 1 calc R U . . .
H27 H 0.5649 0.1765 0.2309 0.066 Uiso 1 1 calc R U . . .
H28 H 0.6174 0.0360 0.2328 0.066 Uiso 1 1 calc R U . . .
C27 C 0.4161(3) 0.0702(3) 0.31324(16) 0.0383(8) Uani 1 1 d . . . . .
H29 H 0.4193 -0.0103 0.2978 0.057 Uiso 1 1 calc R U . . .
H30 H 0.3569 0.1273 0.2915 0.057 Uiso 1 1 calc R U . . .
H31 H 0.3771 0.0697 0.3519 0.057 Uiso 1 1 calc R U . . .
C28 C 0.6536(4) 0.0097(3) 0.34155(15) 0.0424(9) Uani 1 1 d . . . . .
H32 H 0.6495 -0.0677 0.3241 0.064 Uiso 1 1 calc R U . . .
H33 H 0.6164 0.0063 0.3804 0.064 Uiso 1 1 calc R U . . .
H34 H 0.7512 0.0276 0.3400 0.064 Uiso 1 1 calc R U . . .
C29 C 1.0693(3) 0.7492(2) 0.96854(11) 0.0195(5) Uani 1 1 d . . . . .
H9 H 1.0873 0.8027 0.9964 0.023 Uiso 1 1 calc R U . . .
C30 C 0.9882(3) 0.7880(2) 0.92559(11) 0.0205(6) Uani 1 1 d . . . . .
H10 H 0.9523 0.8704 0.9239 0.025 Uiso 1 1 calc R U . . .
C31 C 0.9559(3) 0.7109(2) 0.88388(10) 0.0184(5) Uani 1 1 d . . . . .
C32 C 1.0073(3) 0.5902(2) 0.88705(10) 0.0169(5) Uani 1 1 d . . . . .
H11 H 0.9849 0.5359 0.8603 0.020 Uiso 1 1 calc R U . . .
C33 C 1.0917(3) 0.5487(2) 0.92943(10) 0.0161(5) Uani 1 1 d . . . . .
C34 C 1.1237(3) 0.6292(2) 0.96970(10) 0.0164(5) Uani 1 1 d . . . . .
C35 C 1.2432(3) 0.4541(2) 0.98794(10) 0.0157(5) Uani 1 1 d . . . . .
C36 C 1.1683(3) 0.4337(2) 0.94161(10) 0.0161(5) Uani 1 1 d . . . . .
C37 C 1.1827(3) 0.3188(2) 0.91974(10) 0.0179(5) Uani 1 1 d . . . . .
H12 H 1.1313 0.3031 0.8892 0.021 Uiso 1 1 calc R U . . .
C38 C 1.2721(3) 0.2257(2) 0.94215(10) 0.0181(5) Uani 1 1 d . . . . .
C39 C 1.3501(3) 0.2506(2) 0.98619(10) 0.0180(5) Uani 1 1 d . . . . .
H13 H 1.4136 0.1886 1.0005 0.022 Uiso 1 1 calc R U . . .
C40 C 1.3367(3) 0.3650(2) 1.00979(10) 0.0168(5) Uani 1 1 d . . . . .
C41 C 1.4131(3) 0.3996(2) 1.05447(10) 0.0173(5) Uani 1 1 d . . . . .
C42 C 1.4743(3) 0.5229(2) 1.12004(10) 0.0173(5) Uani 1 1 d . . . . .
C43 C 1.5625(3) 0.4173(2) 1.13098(11) 0.0190(5) Uani 1 1 d . . . . .
C44 C 1.6519(3) 0.4087(3) 1.17369(11) 0.0206(6) Uani 1 1 d . . . . .
H14 H 1.7113 0.3372 1.1805 0.025 Uiso 1 1 calc R U . . .
C45 C 1.6501(3) 0.5096(3) 1.20591(11) 0.0205(6) Uani 1 1 d . . . . .
C46 C 1.5625(3) 0.6160(3) 1.19465(11) 0.0203(6) Uani 1 1 d . . . . .
C47 C 1.4733(3) 0.6250(2) 1.15147(10) 0.0193(5) Uani 1 1 d . . . . .
H15 H 1.4153 0.6969 1.1440 0.023 Uiso 1 1 calc R U . . .
C48 C 1.7038(3) 0.6197(3) 1.27373(11) 0.0234(6) Uani 1 1 d . . . . .
H16 H 1.7478 0.6389 1.3058 0.028 Uiso 1 1 calc R U . . .
C49 C 0.8752(3) 0.7627(2) 0.83493(11) 0.0198(5) Uani 1 1 d . . . . .
C50 C 0.7613(3) 0.8646(3) 0.85337(12) 0.0247(6) Uani 1 1 d . . . . .
H44 H 0.6996 0.8358 0.8836 0.037 Uiso 1 1 calc R U . . .
H45 H 0.7060 0.8905 0.8220 0.037 Uiso 1 1 calc R U . . .
H46 H 0.8056 0.9323 0.8662 0.037 Uiso 1 1 calc R U . . .
C51 C 0.9811(3) 0.8119(3) 0.79170(11) 0.0238(6) Uani 1 1 d . . . . .
H47 H 1.0246 0.8762 0.8082 0.036 Uiso 1 1 calc R U . . .
H48 H 0.9323 0.8435 0.7595 0.036 Uiso 1 1 calc R U . . .
H49 H 1.0539 0.7471 0.7799 0.036 Uiso 1 1 calc R U . . .
C52 C 0.8036(3) 0.6661(2) 0.80729(11) 0.0235(6) Uani 1 1 d . . . . .
H50 H 0.8752 0.6049 0.7912 0.035 Uiso 1 1 calc R U . . .
H51 H 0.7476 0.7031 0.7780 0.035 Uiso 1 1 calc R U . . .
H52 H 0.7423 0.6288 0.8351 0.035 Uiso 1 1 calc R U . . .
C53 C 1.2880(3) 0.0967(2) 0.92026(11) 0.0208(6) Uani 1 1 d . . . . .
C54 C 1.1841(3) 0.0806(3) 0.87685(12) 0.0275(6) Uani 1 1 d . . . . .
H35 H 1.0882 0.1030 0.8928 0.041 Uiso 1 1 calc R U . . .
H36 H 1.1944 -0.0035 0.8654 0.041 Uiso 1 1 calc R U . . .
H37 H 1.2031 0.1318 0.8445 0.041 Uiso 1 1 calc R U . . .
C55 C 1.4375(3) 0.0637(3) 0.89378(12) 0.0249(6) Uani 1 1 d . . . . .
H38 H 1.4486 -0.0201 0.8820 0.037 Uiso 1 1 calc R U . . .
H39 H 1.5055 0.0744 0.9210 0.037 Uiso 1 1 calc R U . . .
H40 H 1.4537 0.1159 0.8615 0.037 Uiso 1 1 calc R U . . .
C56 C 1.2609(3) 0.0092(2) 0.96884(12) 0.0286(6) Uani 1 1 d . . . . .
H41 H 1.1662 0.0302 0.9863 0.043 Uiso 1 1 calc R U . . .
H42 H 1.3298 0.0148 0.9963 0.043 Uiso 1 1 calc R U . . .
H43 H 1.2697 -0.0729 0.9549 0.043 Uiso 1 1 calc R U . . .
B1 B 0.6118(3) 0.6194(3) 0.44664(12) 0.0167(6) Uani 1 1 d . . . . .
F1 F 0.52832(15) 0.67722(14) 0.48957(6) 0.0227(3) Uani 1 1 d . . . . .
F2 F 0.70498(15) 0.69675(13) 0.42399(6) 0.0213(3) Uani 1 1 d . . . . .
N1 N 0.5251(2) 0.57269(19) 0.40358(8) 0.0165(4) Uani 1 1 d . . . . .
N2 N 0.7018(2) 0.50428(19) 0.47135(8) 0.0163(4) Uani 1 1 d . . . . .
S1 S 0.83206(6) 0.29236(6) 0.48200(2) 0.01885(16) Uani 1 1 d . . . . .
N3 N 1.0528(2) 0.4928(2) 0.64385(9) 0.0220(5) Uani 1 1 d . . . . .
S2 S 0.90891(7) 0.70306(6) 0.63966(3) 0.02386(18) Uani 1 1 d . . . . .
B2 B 1.2762(3) 0.6165(3) 1.05655(12) 0.0176(6) Uani 1 1 d . . . . .
F3 F 1.17642(16) 0.63949(14) 1.10042(6) 0.0244(3) Uani 1 1 d . . . . .
F4 F 1.34316(16) 0.71760(13) 1.04474(6) 0.0229(3) Uani 1 1 d . . . . .
N4 N 1.2161(2) 0.56972(19) 1.00570(8) 0.0167(4) Uani 1 1 d . . . . .
N5 N 1.3906(2) 0.50987(19) 1.07583(8) 0.0170(5) Uani 1 1 d . . . . .
S3 S 1.54073(6) 0.30573(6) 1.08468(3) 0.01909(16) Uani 1 1 d . . . . .
N6 N 1.7298(2) 0.5148(2) 1.25126(10) 0.0250(5) Uani 1 1 d . . . . .
S4 S 1.58496(7) 0.72401(6) 1.24271(3) 0.02339(17) Uani 1 1 d . . . . .
C57 C 0.9411(18) 0.985(2) 0.5165(4) 0.183(7) Uani 0.3965(17) 1 d D U P A -1
Cl1 Cl 0.9460(4) 0.9595(2) 0.44388(11) 0.0815(12) Uani 0.3965(17) 1 d D U P A
-1
Cl2 Cl 0.7855(8) 0.9416(3) 0.54741(18) 0.143(2) Uani 0.3965(17) 1 d D U P A -1
C58 C 0.6114(19) 0.9126(11) 0.5119(11) 0.092(3) Uani 0.207(3) 1 d D U P A 2
Cl3 Cl 0.5525(8) 1.0608(5) 0.4988(2) 0.074(2) Uani 0.207(3) 1 d D U P A 2
Cl4 Cl 0.7790(16) 0.9455(9) 0.4864(6) 0.160(4) Uani 0.207(3) 1 d D U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.385(4) . ?
C1 C6 1.392(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.412(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.388(4) . ?
C3 C21 1.532(4) . ?
C4 C5 1.397(4) . ?
C4 H3 0.9500 . ?
C5 C6 1.418(3) . ?
C5 C8 1.448(4) . ?
C6 N1 1.394(3) . ?
C7 N1 1.364(3) . ?
C7 C12 1.387(4) . ?
C7 C8 1.415(3) . ?
C8 C9 1.390(4) . ?
C9 C10 1.404(4) . ?
C9 H4 0.9500 . ?
C10 C11 1.400(4) . ?
C10 C25 1.536(4) . ?
C11 C12 1.401(4) . ?
C11 H5 0.9500 . ?
C12 C13 1.439(3) . ?
C13 N2 1.335(3) . ?
C13 S1 1.721(3) . ?
C14 C19 1.392(4) . ?
C14 N2 1.407(3) . ?
C14 C15 1.409(4) . ?
C15 C16 1.385(4) . ?
C15 S1 1.738(3) . ?
C16 C17 1.392(4) . ?
C16 H6 0.9500 . ?
C17 N3 1.394(3) . ?
C17 C18 1.414(4) . ?
C18 C19 1.391(4) . ?
C18 S2 1.738(3) . ?
C19 H7 0.9500 . ?
C20 N3 1.287(4) . ?
C20 S2 1.746(3) . ?
C20 H8 0.9500 . ?
C21 C24 1.533(4) . ?
C21 C22 1.536(4) . ?
C21 C23 1.541(4) . ?
C22 H17 0.9800 . ?
C22 H18 0.9800 . ?
C22 H19 0.9800 . ?
C23 H20 0.9800 . ?
C23 H21 0.9800 . ?
C23 H22 0.9800 . ?
C24 H23 0.9800 . ?
C24 H24 0.9800 . ?
C24 H25 0.9800 . ?
C25 C28 1.522(4) . ?
C25 C26 1.523(4) . ?
C25 C27 1.544(4) . ?
C26 H26 0.9800 . ?
C26 H27 0.9800 . ?
C26 H28 0.9800 . ?
C27 H29 0.9800 . ?
C27 H30 0.9800 . ?
C27 H31 0.9800 . ?
C28 H32 0.9800 . ?
C28 H33 0.9800 . ?
C28 H34 0.9800 . ?
C29 C30 1.380(4) . ?
C29 C34 1.388(4) . ?
C29 H9 0.9500 . ?
C30 C31 1.416(4) . ?
C30 H10 0.9500 . ?
C31 C32 1.390(4) . ?
C31 C49 1.534(3) . ?
C32 C33 1.396(4) . ?
C32 H11 0.9500 . ?
C33 C34 1.414(3) . ?
C33 C36 1.448(4) . ?
C34 N4 1.398(3) . ?
C35 N4 1.365(3) . ?
C35 C40 1.391(4) . ?
C35 C36 1.413(3) . ?
C36 C37 1.391(4) . ?
C37 C38 1.403(4) . ?
C37 H12 0.9500 . ?
C38 C39 1.398(4) . ?
C38 C53 1.539(4) . ?
C39 C40 1.404(4) . ?
C39 H13 0.9500 . ?
C40 C41 1.435(3) . ?
C41 N5 1.338(3) . ?
C41 S3 1.721(3) . ?
C42 C47 1.385(4) . ?
C42 N5 1.405(3) . ?
C42 C43 1.410(4) . ?
C43 C44 1.388(4) . ?
C43 S3 1.736(3) . ?
C44 C45 1.385(4) . ?
C44 H14 0.9500 . ?
C45 N6 1.390(3) . ?
C45 C46 1.415(4) . ?
C46 C47 1.395(4) . ?
C46 S4 1.738(3) . ?
C47 H15 0.9500 . ?
C48 N6 1.297(4) . ?
C48 S4 1.741(3) . ?
C48 H16 0.9500 . ?
C49 C50 1.538(4) . ?
C49 C52 1.538(4) . ?
C49 C51 1.542(4) . ?
C50 H44 0.9800 . ?
C50 H45 0.9800 . ?
C50 H46 0.9800 . ?
C51 H47 0.9800 . ?
C51 H48 0.9800 . ?
C51 H49 0.9800 . ?
C52 H50 0.9800 . ?
C52 H51 0.9800 . ?
C52 H52 0.9800 . ?
C53 C54 1.530(4) . ?
C53 C55 1.537(4) . ?
C53 C56 1.542(4) . ?
C54 H35 0.9800 . ?
C54 H36 0.9800 . ?
C54 H37 0.9800 . ?
C55 H38 0.9800 . ?
C55 H39 0.9800 . ?
C55 H40 0.9800 . ?
C56 H41 0.9800 . ?
C56 H42 0.9800 . ?
C56 H43 0.9800 . ?
B1 F1 1.387(3) . ?
B1 F2 1.394(3) . ?
B1 N1 1.519(3) . ?
B1 N2 1.603(4) . ?
B2 F3 1.382(3) . ?
B2 F4 1.383(3) . ?
B2 N4 1.524(3) . ?
B2 N5 1.617(4) . ?
C57 Cl2 1.737(10) . ?
C57 Cl1 1.779(10) . ?
C58 Cl3 1.61(2) 2_676 ?
C58 Cl3 1.726(10) . ?
C58 Cl4 1.758(10) . ?
Cl3 C58 1.61(2) 2_676 ?
Cl3 Cl3 1.785(13) 2_676 ?

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
C2 C1 C6 117.8(2) . . ?
C2 C1 H1 121.1 . . ?
C6 C1 H1 121.1 . . ?
C1 C2 C3 123.1(2) . . ?
C1 C2 H2 118.5 . . ?
C3 C2 H2 118.5 . . ?
C4 C3 C2 118.3(2) . . ?
C4 C3 C21 122.8(2) . . ?
C2 C3 C21 118.8(2) . . ?
C3 C4 C5 120.2(2) . . ?
C3 C4 H3 119.9 . . ?
C5 C4 H3 119.9 . . ?
C4 C5 C6 120.0(2) . . ?
C4 C5 C8 133.7(2) . . ?
C6 C5 C8 106.2(2) . . ?
C1 C6 N1 129.5(2) . . ?
C1 C6 C5 120.7(2) . . ?
N1 C6 C5 109.9(2) . . ?
N1 C7 C12 126.7(2) . . ?
N1 C7 C8 111.6(2) . . ?
C12 C7 C8 121.7(2) . . ?
C9 C8 C7 118.4(2) . . ?
C9 C8 C5 136.3(2) . . ?
C7 C8 C5 105.3(2) . . ?
C8 C9 C10 121.2(2) . . ?
C8 C9 H4 119.4 . . ?
C10 C9 H4 119.4 . . ?
C11 C10 C9 118.7(2) . . ?
C11 C10 C25 121.9(2) . . ?
C9 C10 C25 119.4(2) . . ?
C10 C11 C12 121.5(2) . . ?
C10 C11 H5 119.2 . . ?
C12 C11 H5 119.2 . . ?
C7 C12 C11 118.4(2) . . ?
C7 C12 C13 115.6(2) . . ?
C11 C12 C13 125.9(2) . . ?
N2 C13 C12 122.0(2) . . ?
N2 C13 S1 114.37(18) . . ?
C12 C13 S1 123.6(2) . . ?
C19 C14 N2 126.1(2) . . ?
C19 C14 C15 121.5(2) . . ?
N2 C14 C15 112.4(2) . . ?
C16 C15 C14 122.6(2) . . ?
C16 C15 S1 126.9(2) . . ?
C14 C15 S1 110.48(18) . . ?
C15 C16 C17 116.4(3) . . ?
C15 C16 H6 121.8 . . ?
C17 C16 H6 121.8 . . ?
C16 C17 N3 123.9(3) . . ?
C16 C17 C18 120.7(2) . . ?
N3 C17 C18 115.3(2) . . ?
C19 C18 C17 123.0(2) . . ?
C19 C18 S2 128.1(2) . . ?
C17 C18 S2 108.84(19) . . ?
C14 C19 C18 115.6(3) . . ?
C14 C19 H7 122.2 . . ?
C18 C19 H7 122.2 . . ?
N3 C20 S2 117.2(2) . . ?
N3 C20 H8 121.4 . . ?
S2 C20 H8 121.4 . . ?
C24 C21 C3 111.8(2) . . ?
C24 C21 C22 108.3(2) . . ?
C3 C21 C22 110.3(2) . . ?
C24 C21 C23 108.4(2) . . ?
C3 C21 C23 108.9(2) . . ?
C22 C21 C23 109.1(2) . . ?
C21 C22 H17 109.5 . . ?
C21 C22 H18 109.5 . . ?
H17 C22 H18 109.5 . . ?
C21 C22 H19 109.5 . . ?
H17 C22 H19 109.5 . . ?
H18 C22 H19 109.5 . . ?
C21 C23 H20 109.5 . . ?
C21 C23 H21 109.5 . . ?
H20 C23 H21 109.5 . . ?
C21 C23 H22 109.5 . . ?
H20 C23 H22 109.5 . . ?
H21 C23 H22 109.5 . . ?
C21 C24 H23 109.5 . . ?
C21 C24 H24 109.5 . . ?
H23 C24 H24 109.5 . . ?
C21 C24 H25 109.5 . . ?
H23 C24 H25 109.5 . . ?
H24 C24 H25 109.5 . . ?
C28 C25 C26 110.1(3) . . ?
C28 C25 C10 113.0(2) . . ?
C26 C25 C10 109.5(2) . . ?
C28 C25 C27 106.2(3) . . ?
C26 C25 C27 108.5(3) . . ?
C10 C25 C27 109.4(2) . . ?
C25 C26 H26 109.5 . . ?
C25 C26 H27 109.5 . . ?
H26 C26 H27 109.5 . . ?
C25 C26 H28 109.5 . . ?
H26 C26 H28 109.5 . . ?
H27 C26 H28 109.5 . . ?
C25 C27 H29 109.5 . . ?
C25 C27 H30 109.5 . . ?
H29 C27 H30 109.5 . . ?
C25 C27 H31 109.5 . . ?
H29 C27 H31 109.5 . . ?
H30 C27 H31 109.5 . . ?
C25 C28 H32 109.5 . . ?
C25 C28 H33 109.5 . . ?
H32 C28 H33 109.5 . . ?
C25 C28 H34 109.5 . . ?
H32 C28 H34 109.5 . . ?
H33 C28 H34 109.5 . . ?
C30 C29 C34 117.9(2) . . ?
C30 C29 H9 121.1 . . ?
C34 C29 H9 121.1 . . ?
C29 C30 C31 123.0(2) . . ?
C29 C30 H10 118.5 . . ?
C31 C30 H10 118.5 . . ?
C32 C31 C30 118.1(2) . . ?
C32 C31 C49 121.9(2) . . ?
C30 C31 C49 119.9(2) . . ?
C31 C32 C33 120.1(2) . . ?
C31 C32 H11 119.9 . . ?
C33 C32 H11 119.9 . . ?
C32 C33 C34 120.0(2) . . ?
C32 C33 C36 133.4(2) . . ?
C34 C33 C36 106.5(2) . . ?
C29 C34 N4 129.2(2) . . ?
C29 C34 C33 120.8(2) . . ?
N4 C34 C33 109.9(2) . . ?
N4 C35 C40 126.1(2) . . ?
N4 C35 C36 111.9(2) . . ?
C40 C35 C36 121.9(2) . . ?
C37 C36 C35 118.5(2) . . ?
C37 C36 C33 136.5(2) . . ?
C35 C36 C33 105.0(2) . . ?
C36 C37 C38 121.0(2) . . ?
C36 C37 H12 119.5 . . ?
C38 C37 H12 119.5 . . ?
C39 C38 C37 119.0(2) . . ?
C39 C38 C53 118.4(2) . . ?
C37 C38 C53 122.6(2) . . ?
C38 C39 C40 121.5(2) . . ?
C38 C39 H13 119.2 . . ?
C40 C39 H13 119.2 . . ?
C35 C40 C39 118.0(2) . . ?
C35 C40 C41 116.4(2) . . ?
C39 C40 C41 125.7(2) . . ?
N5 C41 C40 121.9(2) . . ?
N5 C41 S3 114.36(19) . . ?
C40 C41 S3 123.8(2) . . ?
C47 C42 N5 126.1(2) . . ?
C47 C42 C43 121.3(2) . . ?
N5 C42 C43 112.5(2) . . ?
C44 C43 C42 122.5(2) . . ?
C44 C43 S3 126.9(2) . . ?
C42 C43 S3 110.57(19) . . ?
C45 C44 C43 116.6(3) . . ?
C45 C44 H14 121.7 . . ?
C43 C44 H14 121.7 . . ?
C44 C45 N6 123.9(3) . . ?
C44 C45 C46 120.9(2) . . ?
N6 C45 C46 115.2(2) . . ?
C47 C46 C45 122.5(2) . . ?
C47 C46 S4 128.4(2) . . ?
C45 C46 S4 109.06(19) . . ?
C42 C47 C46 116.1(3) . . ?
C42 C47 H15 121.9 . . ?
C46 C47 H15 121.9 . . ?
N6 C48 S4 117.2(2) . . ?
N6 C48 H16 121.4 . . ?
S4 C48 H16 121.4 . . ?
C31 C49 C50 111.5(2) . . ?
C31 C49 C52 111.4(2) . . ?
C50 C49 C52 107.9(2) . . ?
C31 C49 C51 108.0(2) . . ?
C50 C49 C51 109.3(2) . . ?
C52 C49 C51 108.5(2) . . ?
C49 C50 H44 109.5 . . ?
C49 C50 H45 109.5 . . ?
H44 C50 H45 109.5 . . ?
C49 C50 H46 109.5 . . ?
H44 C50 H46 109.5 . . ?
H45 C50 H46 109.5 . . ?
C49 C51 H47 109.5 . . ?
C49 C51 H48 109.5 . . ?
H47 C51 H48 109.5 . . ?
C49 C51 H49 109.5 . . ?
H47 C51 H49 109.5 . . ?
H48 C51 H49 109.5 . . ?
C49 C52 H50 109.5 . . ?
C49 C52 H51 109.5 . . ?
H50 C52 H51 109.5 . . ?
C49 C52 H52 109.5 . . ?
H50 C52 H52 109.5 . . ?
H51 C52 H52 109.5 . . ?
C54 C53 C55 108.4(2) . . ?
C54 C53 C38 112.1(2) . . ?
C55 C53 C38 109.9(2) . . ?
C54 C53 C56 108.0(2) . . ?
C55 C53 C56 108.9(2) . . ?
C38 C53 C56 109.4(2) . . ?
C53 C54 H35 109.5 . . ?
C53 C54 H36 109.5 . . ?
H35 C54 H36 109.5 . . ?
C53 C54 H37 109.5 . . ?
H35 C54 H37 109.5 . . ?
H36 C54 H37 109.5 . . ?
C53 C55 H38 109.5 . . ?
C53 C55 H39 109.5 . . ?
H38 C55 H39 109.5 . . ?
C53 C55 H40 109.5 . . ?
H38 C55 H40 109.5 . . ?
H39 C55 H40 109.5 . . ?
C53 C56 H41 109.5 . . ?
C53 C56 H42 109.5 . . ?
H41 C56 H42 109.5 . . ?
C53 C56 H43 109.5 . . ?
H41 C56 H43 109.5 . . ?
H42 C56 H43 109.5 . . ?
F1 B1 F2 108.8(2) . . ?
F1 B1 N1 112.0(2) . . ?
F2 B1 N1 112.7(2) . . ?
F1 B1 N2 108.8(2) . . ?
F2 B1 N2 108.0(2) . . ?
N1 B1 N2 106.3(2) . . ?
C7 N1 C6 107.0(2) . . ?
C7 N1 B1 122.9(2) . . ?
C6 N1 B1 129.9(2) . . ?
C13 N2 C14 112.3(2) . . ?
C13 N2 B1 125.1(2) . . ?
C14 N2 B1 122.4(2) . . ?
C13 S1 C15 90.34(12) . . ?
C20 N3 C17 109.8(2) . . ?
C18 S2 C20 88.74(13) . . ?
F3 B2 F4 109.5(2) . . ?
F3 B2 N4 112.8(2) . . ?
F4 B2 N4 112.4(2) . . ?
F3 B2 N5 107.6(2) . . ?
F4 B2 N5 108.6(2) . . ?
N4 B2 N5 105.7(2) . . ?
C35 N4 C34 106.6(2) . . ?
C35 N4 B2 123.8(2) . . ?
C34 N4 B2 129.6(2) . . ?
C41 N5 C42 112.2(2) . . ?
C41 N5 B2 125.5(2) . . ?
C42 N5 B2 122.2(2) . . ?
C41 S3 C43 90.32(13) . . ?
C48 N6 C45 109.8(2) . . ?
C46 S4 C48 88.73(13) . . ?
Cl2 C57 Cl1 108.5(7) . . ?
Cl3 C58 Cl3 64.5(7) 2_676 . ?
Cl3 C58 Cl4 142.4(14) 2_676 . ?
Cl3 C58 Cl4 87.3(8) . . ?
C58 Cl3 C58 115.5(7) 2_676 . ?
C58 Cl3 Cl3 60.9(6) 2_676 2_676 ?
C58 Cl3 Cl3 54.6(7) . 2_676 ?

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
C6 C1 C2 C3 -0.4(4) . . . . ?
C1 C2 C3 C4 0.4(4) . . . . ?
C1 C2 C3 C21 -178.3(2) . . . . ?
C2 C3 C4 C5 -0.3(4) . . . . ?
C21 C3 C4 C5 178.4(2) . . . . ?
C3 C4 C5 C6 0.0(4) . . . . ?
C3 C4 C5 C8 -179.5(3) . . . . ?
C2 C1 C6 N1 179.6(2) . . . . ?
C2 C1 C6 C5 0.1(4) . . . . ?
C4 C5 C6 C1 0.1(4) . . . . ?
C8 C5 C6 C1 179.7(2) . . . . ?
C4 C5 C6 N1 -179.5(2) . . . . ?
C8 C5 C6 N1 0.1(3) . . . . ?
N1 C7 C8 C9 -179.3(2) . . . . ?
C12 C7 C8 C9 -0.2(4) . . . . ?
N1 C7 C8 C5 -0.1(3) . . . . ?
C12 C7 C8 C5 179.1(2) . . . . ?
C4 C5 C8 C9 -1.4(5) . . . . ?
C6 C5 C8 C9 179.1(3) . . . . ?
C4 C5 C8 C7 179.5(3) . . . . ?
C6 C5 C8 C7 0.0(3) . . . . ?
C7 C8 C9 C10 0.8(4) . . . . ?
C5 C8 C9 C10 -178.2(3) . . . . ?
C8 C9 C10 C11 -0.9(4) . . . . ?
C8 C9 C10 C25 178.7(2) . . . . ?
C9 C10 C11 C12 0.4(4) . . . . ?
C25 C10 C11 C12 -179.2(2) . . . . ?
N1 C7 C12 C11 178.8(2) . . . . ?
C8 C7 C12 C11 -0.3(4) . . . . ?
N1 C7 C12 C13 2.3(4) . . . . ?
C8 C7 C12 C13 -176.7(2) . . . . ?
C10 C11 C12 C7 0.1(4) . . . . ?
C10 C11 C12 C13 176.2(2) . . . . ?
C7 C12 C13 N2 -1.4(4) . . . . ?
C11 C12 C13 N2 -177.5(2) . . . . ?
C7 C12 C13 S1 176.52(18) . . . . ?
C11 C12 C13 S1 0.4(4) . . . . ?
C19 C14 C15 C16 -3.0(4) . . . . ?
N2 C14 C15 C16 176.9(2) . . . . ?
C19 C14 C15 S1 177.66(19) . . . . ?
N2 C14 C15 S1 -2.5(3) . . . . ?
C14 C15 C16 C17 1.2(4) . . . . ?
S1 C15 C16 C17 -179.54(19) . . . . ?
C15 C16 C17 N3 -179.3(2) . . . . ?
C15 C16 C17 C18 1.3(4) . . . . ?
C16 C17 C18 C19 -2.3(4) . . . . ?
N3 C17 C18 C19 178.3(2) . . . . ?
C16 C17 C18 S2 178.0(2) . . . . ?
N3 C17 C18 S2 -1.4(3) . . . . ?
N2 C14 C19 C18 -177.9(2) . . . . ?
C15 C14 C19 C18 2.0(4) . . . . ?
C17 C18 C19 C14 0.5(4) . . . . ?
S2 C18 C19 C14 -179.77(19) . . . . ?
C4 C3 C21 C24 7.0(3) . . . . ?
C2 C3 C21 C24 -174.3(2) . . . . ?
C4 C3 C21 C22 127.6(3) . . . . ?
C2 C3 C21 C22 -53.8(3) . . . . ?
C4 C3 C21 C23 -112.7(3) . . . . ?
C2 C3 C21 C23 66.0(3) . . . . ?
C11 C10 C25 C28 8.8(4) . . . . ?
C9 C10 C25 C28 -170.8(3) . . . . ?
C11 C10 C25 C26 -114.3(3) . . . . ?
C9 C10 C25 C26 66.1(3) . . . . ?
C11 C10 C25 C27 126.8(3) . . . . ?
C9 C10 C25 C27 -52.8(3) . . . . ?
C34 C29 C30 C31 1.5(4) . . . . ?
C29 C30 C31 C32 0.8(4) . . . . ?
C29 C30 C31 C49 -175.0(2) . . . . ?
C30 C31 C32 C33 -2.0(4) . . . . ?
C49 C31 C32 C33 173.8(2) . . . . ?
C31 C32 C33 C34 0.8(4) . . . . ?
C31 C32 C33 C36 -174.7(3) . . . . ?
C30 C29 C34 N4 174.8(2) . . . . ?
C30 C29 C34 C33 -2.7(4) . . . . ?
C32 C33 C34 C29 1.6(4) . . . . ?
C36 C33 C34 C29 178.2(2) . . . . ?
C32 C33 C34 N4 -176.3(2) . . . . ?
C36 C33 C34 N4 0.3(3) . . . . ?
N4 C35 C36 C37 -178.4(2) . . . . ?
C40 C35 C36 C37 4.0(4) . . . . ?
N4 C35 C36 C33 1.7(3) . . . . ?
C40 C35 C36 C33 -175.9(2) . . . . ?
C32 C33 C36 C37 -5.1(5) . . . . ?
C34 C33 C36 C37 179.0(3) . . . . ?
C32 C33 C36 C35 174.8(3) . . . . ?
C34 C33 C36 C35 -1.1(3) . . . . ?
C35 C36 C37 C38 -1.5(4) . . . . ?
C33 C36 C37 C38 178.4(3) . . . . ?
C36 C37 C38 C39 -1.7(4) . . . . ?
C36 C37 C38 C53 178.2(2) . . . . ?
C37 C38 C39 C40 2.5(4) . . . . ?
C53 C38 C39 C40 -177.4(2) . . . . ?
N4 C35 C40 C39 179.6(2) . . . . ?
C36 C35 C40 C39 -3.2(4) . . . . ?
N4 C35 C40 C41 -1.2(4) . . . . ?
C36 C35 C40 C41 176.0(2) . . . . ?
C38 C39 C40 C35 -0.1(4) . . . . ?
C38 C39 C40 C41 -179.2(2) . . . . ?
C35 C40 C41 N5 3.2(4) . . . . ?
C39 C40 C41 N5 -177.7(2) . . . . ?
C35 C40 C41 S3 -176.20(18) . . . . ?
C39 C40 C41 S3 2.9(4) . . . . ?
C47 C42 C43 C44 0.6(4) . . . . ?
N5 C42 C43 C44 -178.5(2) . . . . ?
C47 C42 C43 S3 -179.7(2) . . . . ?
N5 C42 C43 S3 1.2(3) . . . . ?
C42 C43 C44 C45 0.4(4) . . . . ?
S3 C43 C44 C45 -179.2(2) . . . . ?
C43 C44 C45 N6 177.9(2) . . . . ?
C43 C44 C45 C46 -1.0(4) . . . . ?
C44 C45 C46 C47 0.6(4) . . . . ?
N6 C45 C46 C47 -178.5(2) . . . . ?
C44 C45 C46 S4 179.7(2) . . . . ?
N6 C45 C46 S4 0.7(3) . . . . ?
N5 C42 C47 C46 177.9(2) . . . . ?
C43 C42 C47 C46 -1.0(4) . . . . ?
C45 C46 C47 C42 0.5(4) . . . . ?
S4 C46 C47 C42 -178.5(2) . . . . ?
C32 C31 C49 C50 146.4(2) . . . . ?
C30 C31 C49 C50 -37.9(3) . . . . ?
C32 C31 C49 C52 25.7(3) . . . . ?
C30 C31 C49 C52 -158.7(2) . . . . ?
C32 C31 C49 C51 -93.5(3) . . . . ?
C30 C31 C49 C51 82.2(3) . . . . ?
C39 C38 C53 C54 173.4(2) . . . . ?
C37 C38 C53 C54 -6.5(4) . . . . ?
C39 C38 C53 C55 -65.9(3) . . . . ?
C37 C38 C53 C55 114.2(3) . . . . ?
C39 C38 C53 C56 53.6(3) . . . . ?
C37 C38 C53 C56 -126.3(3) . . . . ?
C12 C7 N1 C6 -179.0(2) . . . . ?
C8 C7 N1 C6 0.1(3) . . . . ?
C12 C7 N1 B1 5.4(4) . . . . ?
C8 C7 N1 B1 -175.5(2) . . . . ?
C1 C6 N1 C7 -179.7(3) . . . . ?
C5 C6 N1 C7 -0.1(3) . . . . ?
C1 C6 N1 B1 -4.5(4) . . . . ?
C5 C6 N1 B1 175.0(2) . . . . ?
F1 B1 N1 C7 -130.3(2) . . . . ?
F2 B1 N1 C7 106.6(3) . . . . ?
N2 B1 N1 C7 -11.5(3) . . . . ?
F1 B1 N1 C6 55.2(3) . . . . ?
F2 B1 N1 C6 -67.9(3) . . . . ?
N2 B1 N1 C6 174.0(2) . . . . ?
C12 C13 N2 C14 177.6(2) . . . . ?
S1 C13 N2 C14 -0.5(3) . . . . ?
C12 C13 N2 B1 -7.1(4) . . . . ?
S1 C13 N2 B1 174.86(18) . . . . ?
C19 C14 N2 C13 -178.2(2) . . . . ?
C15 C14 N2 C13 1.9(3) . . . . ?
C19 C14 N2 B1 6.3(4) . . . . ?
C15 C14 N2 B1 -173.6(2) . . . . ?
F1 B1 N2 C13 133.6(2) . . . . ?
F2 B1 N2 C13 -108.5(3) . . . . ?
N1 B1 N2 C13 12.7(3) . . . . ?
F1 B1 N2 C14 -51.5(3) . . . . ?
F2 B1 N2 C14 66.4(3) . . . . ?
N1 B1 N2 C14 -172.4(2) . . . . ?
N2 C13 S1 C15 -0.8(2) . . . . ?
C12 C13 S1 C15 -178.8(2) . . . . ?
C16 C15 S1 C13 -177.5(2) . . . . ?
C14 C15 S1 C13 1.82(19) . . . . ?
S2 C20 N3 C17 0.4(3) . . . . ?
C16 C17 N3 C20 -178.7(2) . . . . ?
C18 C17 N3 C20 0.7(3) . . . . ?
C19 C18 S2 C20 -178.4(3) . . . . ?
C17 C18 S2 C20 1.29(19) . . . . ?
N3 C20 S2 C18 -1.0(2) . . . . ?
C40 C35 N4 C34 175.9(2) . . . . ?
C36 C35 N4 C34 -1.5(3) . . . . ?
C40 C35 N4 B2 -5.7(4) . . . . ?
C36 C35 N4 B2 176.9(2) . . . . ?
C29 C34 N4 C35 -176.9(3) . . . . ?
C33 C34 N4 C35 0.7(3) . . . . ?
C29 C34 N4 B2 4.8(4) . . . . ?
C33 C34 N4 B2 -177.5(2) . . . . ?
F3 B2 N4 C35 -108.5(3) . . . . ?
F4 B2 N4 C35 127.0(3) . . . . ?
N5 B2 N4 C35 8.8(3) . . . . ?
F3 B2 N4 C34 69.4(3) . . . . ?
F4 B2 N4 C34 -55.0(3) . . . . ?
N5 B2 N4 C34 -173.3(2) . . . . ?
C40 C41 N5 C42 178.5(2) . . . . ?
S3 C41 N5 C42 -2.0(3) . . . . ?
C40 C41 N5 B2 1.4(4) . . . . ?
S3 C41 N5 B2 -179.10(18) . . . . ?
C47 C42 N5 C41 -178.5(2) . . . . ?
C43 C42 N5 C41 0.5(3) . . . . ?
C47 C42 N5 B2 -1.4(4) . . . . ?
C43 C42 N5 B2 177.7(2) . . . . ?
F3 B2 N5 C41 113.9(3) . . . . ?
F4 B2 N5 C41 -127.7(2) . . . . ?
N4 B2 N5 C41 -6.9(3) . . . . ?
F3 B2 N5 C42 -62.9(3) . . . . ?
F4 B2 N5 C42 55.5(3) . . . . ?
N4 B2 N5 C42 176.3(2) . . . . ?
N5 C41 S3 C43 2.3(2) . . . . ?
C40 C41 S3 C43 -178.2(2) . . . . ?
C44 C43 S3 C41 177.7(2) . . . . ?
C42 C43 S3 C41 -1.94(19) . . . . ?
S4 C48 N6 C45 -1.2(3) . . . . ?
C44 C45 N6 C48 -178.7(2) . . . . ?
C46 C45 N6 C48 0.3(3) . . . . ?
C47 C46 S4 C48 178.0(3) . . . . ?
C45 C46 S4 C48 -1.05(19) . . . . ?
N6 C48 S4 C46 1.4(2) . . . . ?
Cl3 C58 Cl3 C58 0.004(1) 2_676 . . 2_676 ?
Cl4 C58 Cl3 C58 154.4(16) . . . 2_676 ?
Cl4 C58 Cl3 Cl3 154.4(16) . . . 2_676 ?

_refine_diff_density_max         1.308
_refine_diff_density_min         -0.919
_refine_diff_density_rms         0.080

