# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1823245'
_audit_update_record             
;
2018-03-02 deposited with the CCDC.
2018-05-18 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT026_1                   
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        26% Check
RESPONSE: The crystal was of moderate to bad quality and a weak scatterer.
;
# Added during the CSD deposition process: Friday 02 March 2018 03:22 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H20 B2 N2 S2'
_chemical_formula_weight         470.20

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'
N N 0.0061 0.0033 '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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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'

_cell_length_a                   12.195(4)
_cell_length_b                   12.807(5)
_cell_length_c                   30.751(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4803(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    786
_cell_measurement_theta_min      2.477
_cell_measurement_theta_max      24.627

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_F_000             1952
_exptl_transmission_factor_min   0.864
_exptl_transmission_factor_max   0.864
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.242
_shelx_estimated_absorpt_T_min   0.949
_shelx_estimated_absorpt_T_max   0.958
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16615
_diffrn_reflns_av_unetI/netI     0.3457
_diffrn_reflns_av_R_equivalents  0.2188
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         2.306
_diffrn_reflns_theta_max         25.006
_diffrn_reflns_theta_full        25.006
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 0.968
_reflns_number_total             8208
_reflns_number_gt                2133
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.898
_reflns_Friedel_fraction_max     0.935
_reflns_Friedel_fraction_full    0.935

_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)+(0.0641P)²] 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_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.1(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         8208
_refine_ls_number_parameters     589
_refine_ls_number_restraints     1124
_refine_ls_R_factor_all          0.3509
_refine_ls_R_factor_gt           0.1251
_refine_ls_wR_factor_ref         0.3282
_refine_ls_wR_factor_gt          0.2319
_refine_ls_goodness_of_fit_ref   0.981
_refine_ls_restrained_S_all      0.934
_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
B1 B 0.590(2) 0.302(2) 0.6254(8) 0.045(7) Uani 1 1 d . U . . .
B2 B 0.732(2) -0.1321(18) 0.6383(8) 0.049(7) Uani 1 1 d . . . . .
B3 B 0.465(2) 0.628(3) 0.3653(10) 0.071(10) Uani 1 1 d . . . . .
B4 B 0.328(3) 0.192(2) 0.3815(9) 0.058(9) Uani 1 1 d . . . . .
C1 C 0.4977(19) 0.336(2) 0.5937(7) 0.062(3) Uani 1 1 d . U . . .
C2 C 0.4550(18) 0.436(2) 0.5834(8) 0.071(3) Uani 1 1 d . U . . .
H2 H 0.4813 0.4971 0.5958 0.085 Uiso 1 1 calc R U . . .
C3 C 0.3740(19) 0.434(2) 0.5545(8) 0.075(4) Uani 1 1 d . U . . .
H3 H 0.3379 0.4930 0.5443 0.090 Uiso 1 1 calc R U . . .
C4 C 0.449(2) 0.2529(18) 0.5712(9) 0.063(3) Uani 1 1 d . U . . .
C5 C 0.4796(19) 0.145(2) 0.5728(7) 0.063(3) Uani 1 1 d . U . . .
C6 C 0.5673(19) 0.1180(19) 0.6032(7) 0.060(3) Uani 1 1 d . U . . .
C7 C 0.5988(19) 0.0060(19) 0.6050(7) 0.063(3) Uani 1 1 d . U . . .
C8 C 0.5567(18) -0.069(2) 0.5757(7) 0.061(3) Uani 1 1 d . U . . .
C9 C 0.4674(17) -0.0378(18) 0.5452(7) 0.063(3) Uani 1 1 d . U . . .
H9 H 0.4352 -0.0864 0.5267 0.075 Uiso 1 1 calc R U . . .
C10 C 0.4333(19) 0.0658(19) 0.5451(7) 0.068(3) Uani 1 1 d . U . . .
H10 H 0.3777 0.0850 0.5260 0.081 Uiso 1 1 calc R U . . .
C11 C 0.596(2) -0.174(2) 0.5750(7) 0.062(3) Uani 1 1 d . U . . .
C12 C 0.685(2) -0.211(2) 0.6018(8) 0.062(3) Uani 1 1 d . U . . .
C13 C 0.707(2) -0.318(2) 0.5944(7) 0.066(4) Uani 1 1 d . U . . .
H13 H 0.7569 -0.3562 0.6106 0.080 Uiso 1 1 calc R U . . .
C14 C 0.6480(19) -0.359(2) 0.5620(7) 0.073(4) Uani 1 1 d . U . . .
H14 H 0.6570 -0.4266 0.5521 0.087 Uiso 1 1 calc R U . . .
C15 C 0.7125(19) 0.1513(19) 0.6540(8) 0.071(3) Uani 1 1 d . U . . .
H15A H 0.7770 0.1550 0.6356 0.085 Uiso 1 1 calc R U . . .
H15B H 0.7250 0.1970 0.6787 0.085 Uiso 1 1 calc R U . . .
C16 C 0.703(2) 0.0499(19) 0.6693(7) 0.066(3) Uani 1 1 d . U . . .
H16A H 0.6446 0.0481 0.6908 0.080 Uiso 1 1 calc R U . . .
H16B H 0.7705 0.0315 0.6841 0.080 Uiso 1 1 calc R U . . .
C17 C 0.653(2) 0.387(2) 0.6547(8) 0.068(3) Uani 1 1 d . U . . .
C18 C 0.600(2) 0.4552(18) 0.6830(8) 0.072(3) Uani 1 1 d . U . . .
H18 H 0.5234 0.4534 0.6842 0.086 Uiso 1 1 calc R U . . .
C19 C 0.655(2) 0.525(2) 0.7092(8) 0.076(4) Uani 1 1 d . U . . .
H19 H 0.6146 0.5650 0.7288 0.091 Uiso 1 1 calc R U . . .
C20 C 0.767(2) 0.539(2) 0.7077(8) 0.076(4) Uani 1 1 d . U . . .
H20 H 0.8047 0.5863 0.7252 0.091 Uiso 1 1 calc R U . . .
C21 C 0.821(2) 0.473(2) 0.6764(8) 0.078(4) Uani 1 1 d . U . . .
H21 H 0.8961 0.4821 0.6716 0.093 Uiso 1 1 calc R U . . .
C22 C 0.768(2) 0.398(2) 0.6536(8) 0.073(4) Uani 1 1 d . U . . .
H22 H 0.8090 0.3517 0.6367 0.088 Uiso 1 1 calc R U . . .
C23 C 0.8102(11) -0.1708(12) 0.6755(4) 0.062(3) Uani 1 1 d G U . . .
C24 C 0.7852(10) -0.1652(13) 0.7195(5) 0.064(4) Uani 1 1 d G U . . .
H24 H 0.7202 -0.1341 0.7285 0.077 Uiso 1 1 calc R U . . .
C25 C 0.8574(13) -0.2061(13) 0.7500(4) 0.068(4) Uani 1 1 d G U . . .
H25 H 0.8407 -0.2024 0.7795 0.081 Uiso 1 1 calc R U . . .
C26 C 0.9546(12) -0.2526(12) 0.7366(5) 0.068(4) Uani 1 1 d G U . . .
H26 H 1.0029 -0.2800 0.7570 0.082 Uiso 1 1 calc R U . . .
C27 C 0.9796(11) -0.2582(12) 0.6925(6) 0.067(4) Uani 1 1 d G U . . .
H27 H 1.0446 -0.2893 0.6835 0.081 Uiso 1 1 calc R U . . .
C28 C 0.9074(13) -0.2173(12) 0.6620(4) 0.068(3) Uani 1 1 d G U . . .
H28 H 0.9241 -0.2210 0.6325 0.082 Uiso 1 1 calc R U . . .
C29 C 0.425(2) 0.706(2) 0.4019(8) 0.064(3) Uani 1 1 d . U . . .
C30 C 0.452(2) 0.818(2) 0.4057(8) 0.071(4) Uani 1 1 d . U . . .
H30 H 0.5034 0.8528 0.3888 0.085 Uiso 1 1 calc R U . . .
C31 C 0.390(2) 0.862(2) 0.4382(7) 0.068(4) Uani 1 1 d . U . . .
H31 H 0.3969 0.9318 0.4465 0.081 Uiso 1 1 calc R U . . .
C32 C 0.3434(19) 0.675(2) 0.4300(8) 0.065(3) Uani 1 1 d . U . . .
C33 C 0.2987(19) 0.573(2) 0.4309(8) 0.064(3) Uani 1 1 d . U . . .
C34 C 0.344(2) 0.492(2) 0.4014(8) 0.067(3) Uani 1 1 d . U . . .
C35 C 0.3074(19) 0.386(2) 0.4050(8) 0.068(3) Uani 1 1 d . U . . .
C36 C 0.224(2) 0.356(2) 0.4355(8) 0.069(3) Uani 1 1 d . U . . .
C37 C 0.1789(19) 0.4351(19) 0.4608(8) 0.068(3) Uani 1 1 d . U . . .
H37 H 0.1230 0.4177 0.4800 0.082 Uiso 1 1 calc R U . . .
C38 C 0.2118(18) 0.5371(19) 0.4589(8) 0.068(3) Uani 1 1 d . U . . .
H38 H 0.1765 0.5856 0.4765 0.081 Uiso 1 1 calc R U . . .
C39 C 0.196(2) 0.251(2) 0.4368(10) 0.069(3) Uani 1 1 d . U . . .
C40 C 0.236(2) 0.169(2) 0.4134(8) 0.072(3) Uani 1 1 d . U . . .
C41 C 0.1895(19) 0.067(2) 0.4243(8) 0.077(4) Uani 1 1 d . U . . .
H41 H 0.2115 0.0030 0.4130 0.093 Uiso 1 1 calc R U . . .
C42 C 0.109(2) 0.082(2) 0.4539(8) 0.080(5) Uani 1 1 d . U . . .
H42 H 0.0657 0.0269 0.4639 0.096 Uiso 1 1 calc R U . . .
C43 C 0.440(2) 0.4459(18) 0.3334(8) 0.076(4) Uani 1 1 d D U . . .
H43A H 0.3783 0.4445 0.3135 0.091 Uiso 1 1 calc R U . . .
H43B H 0.5051 0.4655 0.3171 0.091 Uiso 1 1 calc R U . . .
C44 C 0.455(2) 0.3419(19) 0.3533(8) 0.079(4) Uani 1 1 d D U . . .
H44A H 0.4702 0.2912 0.3306 0.094 Uiso 1 1 calc R U . . .
H44B H 0.5187 0.3439 0.3724 0.094 Uiso 1 1 calc R U . . .
C45 C 0.5529(13) 0.6659(13) 0.3287(5) 0.073(4) Uani 1 1 d G U . . .
C46 C 0.6497(14) 0.7130(13) 0.3422(4) 0.077(4) Uani 1 1 d G U . . .
H46 H 0.6675 0.7151 0.3716 0.093 Uiso 1 1 calc R U . . .
C47 C 0.7202(11) 0.7570(12) 0.3118(6) 0.079(4) Uani 1 1 d G U . . .
H47 H 0.7850 0.7885 0.3208 0.095 Uiso 1 1 calc R U . . .
C48 C 0.6937(13) 0.7539(13) 0.2678(6) 0.078(4) Uani 1 1 d G U . . .
H48 H 0.7408 0.7834 0.2475 0.094 Uiso 1 1 calc R U . . .
C49 C 0.5968(14) 0.7068(14) 0.2543(4) 0.078(4) Uani 1 1 d G U . . .
H49 H 0.5791 0.7047 0.2249 0.094 Uiso 1 1 calc R U . . .
C50 C 0.5264(11) 0.6628(13) 0.2848(5) 0.076(4) Uani 1 1 d G U . . .
H50 H 0.4616 0.6313 0.2758 0.091 Uiso 1 1 calc R U . . .
C51 C 0.391(2) 0.115(2) 0.3512(9) 0.080(3) Uani 1 1 d . U . . .
C52 C 0.510(2) 0.099(2) 0.3521(9) 0.086(4) Uani 1 1 d . U . . .
H52 H 0.5519 0.1394 0.3712 0.103 Uiso 1 1 calc R U . . .
C53 C 0.564(2) 0.025(2) 0.3251(9) 0.088(4) Uani 1 1 d . U . . .
H53 H 0.6403 0.0182 0.3255 0.105 Uiso 1 1 calc R U . . .
C54 C 0.498(2) -0.037(2) 0.2976(9) 0.087(4) Uani 1 1 d . U . . .
H54 H 0.5313 -0.0861 0.2799 0.104 Uiso 1 1 calc R U . . .
C55 C 0.392(2) -0.026(2) 0.2964(9) 0.090(4) Uani 1 1 d . U . . .
H55 H 0.3524 -0.0681 0.2773 0.108 Uiso 1 1 calc R U . . .
C56 C 0.333(2) 0.047(2) 0.3234(9) 0.083(4) Uani 1 1 d . U . . .
H56 H 0.2565 0.0499 0.3223 0.100 Uiso 1 1 calc R U . . .
N1 N 0.6126(15) 0.1949(17) 0.6277(6) 0.057(6) Uani 1 1 d . . . . .
N2 N 0.6800(14) -0.0305(15) 0.6361(5) 0.058(5) Uani 1 1 d . . . . .
N3 N 0.4192(16) 0.5239(14) 0.3696(6) 0.064(6) Uani 1 1 d . . . . .
N4 N 0.3597(15) 0.3084(18) 0.3781(6) 0.062(6) Uani 1 1 d . . . . .
S1 S 0.3430(6) 0.3015(7) 0.5375(2) 0.088(2) Uani 1 1 d . . . . .
S2 S 0.5533(7) -0.2724(6) 0.5398(2) 0.079(2) Uani 1 1 d . . . . .
S3 S 0.2985(7) 0.7793(7) 0.4620(2) 0.089(3) Uani 1 1 d . . . . .
S4 S 0.0898(7) 0.2061(8) 0.4719(2) 0.098(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
B1 N1 1.40(4) . ?
B1 C1 1.55(3) . ?
B1 C17 1.61(4) . ?
B2 N2 1.45(3) . ?
B2 C12 1.62(4) . ?
B2 C23 1.57(3) . ?
B3 N3 1.46(3) . ?
B3 C29 1.58(4) . ?
B3 C45 1.62(3) . ?
B4 N4 1.54(4) . ?
B4 C51 1.56(4) . ?
B4 C40 1.52(4) . ?
C1 C4 1.40(3) . ?
C1 C2 1.41(3) . ?
C2 C3 1.33(3) . ?
C2 H2 0.9300 . ?
C3 S1 1.81(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.43(3) . ?
C4 S1 1.77(3) . ?
C5 C10 1.44(3) . ?
C5 C6 1.46(3) . ?
C6 N1 1.36(3) . ?
C6 C7 1.49(3) . ?
C7 C8 1.42(3) . ?
C7 N2 1.45(3) . ?
C8 C11 1.42(3) . ?
C8 C9 1.49(3) . ?
C9 C10 1.39(3) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.44(3) . ?
C11 S2 1.74(2) . ?
C12 C13 1.41(4) . ?
C13 C14 1.33(3) . ?
C13 H13 0.9300 . ?
C14 S2 1.74(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.39(3) . ?
C15 N1 1.57(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 N2 1.48(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.39(3) . ?
C17 C22 1.41(3) . ?
C18 C19 1.38(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.38(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.44(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.35(3) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C24 1.3900 . ?
C23 C28 1.3900 . ?
C24 C25 1.3900 . ?
C24 H24 0.9300 . ?
C25 C26 1.3900 . ?
C25 H25 0.9300 . ?
C26 C27 1.3900 . ?
C26 H26 0.9300 . ?
C27 C28 1.3900 . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 C30 1.48(4) . ?
C29 C32 1.38(3) . ?
C30 C31 1.38(3) . ?
C30 H30 0.9300 . ?
C31 S3 1.70(3) . ?
C31 H31 0.9300 . ?
C32 C33 1.42(3) . ?
C32 S3 1.75(3) . ?
C33 C38 1.44(3) . ?
C33 C34 1.48(3) . ?
C34 N3 1.41(3) . ?
C34 C35 1.43(3) . ?
C35 C36 1.44(3) . ?
C35 N4 1.44(3) . ?
C36 C39 1.38(3) . ?
C36 C37 1.39(3) . ?
C37 C38 1.37(3) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
C39 C40 1.37(4) . ?
C39 S4 1.78(3) . ?
C40 C41 1.46(3) . ?
C41 C42 1.35(3) . ?
C41 H41 0.9300 . ?
C42 S4 1.70(3) . ?
C42 H42 0.9300 . ?
C43 C44 1.48(2) . ?
C43 N3 1.52(3) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 N4 1.46(3) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 C46 1.3900 . ?
C45 C50 1.3900 . ?
C46 C47 1.3900 . ?
C46 H46 0.9300 . ?
C47 C48 1.3900 . ?
C47 H47 0.9300 . ?
C48 C49 1.3900 . ?
C48 H48 0.9300 . ?
C49 C50 1.3900 . ?
C49 H49 0.9300 . ?
C50 H50 0.9300 . ?
C51 C52 1.46(3) . ?
C51 C56 1.41(3) . ?
C52 C53 1.42(4) . ?
C52 H52 0.9300 . ?
C53 C54 1.41(4) . ?
C53 H53 0.9300 . ?
C54 C55 1.30(3) . ?
C54 H54 0.9300 . ?
C55 C56 1.45(3) . ?
C55 H55 0.9300 . ?
C56 H56 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 B1 C1 117(2) . . ?
N1 B1 C17 123(2) . . ?
C1 B1 C17 120(2) . . ?
N2 B2 C12 112(2) . . ?
N2 B2 C23 126(2) . . ?
C12 B2 C23 121.7(19) . . ?
N3 B3 C29 113(2) . . ?
N3 B3 C45 126(2) . . ?
C29 B3 C45 121(2) . . ?
N4 B4 C51 117(2) . . ?
N4 B4 C40 115(2) . . ?
C51 B4 C40 128(3) . . ?
C4 C1 C2 115(2) . . ?
C4 C1 B1 114(2) . . ?
C2 C1 B1 131(2) . . ?
C3 C2 C1 114(2) . . ?
C3 C2 H2 123.0 . . ?
C1 C2 H2 123.0 . . ?
C2 C3 S1 111(2) . . ?
C2 C3 H3 124.4 . . ?
S1 C3 H3 124.4 . . ?
C1 C4 C5 128(3) . . ?
C1 C4 S1 109.2(18) . . ?
C5 C4 S1 123(2) . . ?
C10 C5 C4 124(2) . . ?
C10 C5 C6 120(2) . . ?
C4 C5 C6 116(2) . . ?
N1 C6 C5 119(2) . . ?
N1 C6 C7 125(2) . . ?
C5 C6 C7 116(2) . . ?
C8 C7 N2 117(2) . . ?
C8 C7 C6 123(2) . . ?
N2 C7 C6 121(2) . . ?
C7 C8 C11 122(2) . . ?
C7 C8 C9 119(2) . . ?
C11 C8 C9 119(2) . . ?
C10 C9 C8 119(2) . . ?
C10 C9 H9 120.7 . . ?
C8 C9 H9 120.7 . . ?
C9 C10 C5 124(2) . . ?
C9 C10 H10 118.2 . . ?
C5 C10 H10 118.2 . . ?
C12 C11 C8 124(2) . . ?
C12 C11 S2 109.7(19) . . ?
C8 C11 S2 126.2(19) . . ?
C11 C12 C13 112(2) . . ?
C11 C12 B2 117(2) . . ?
C13 C12 B2 131(2) . . ?
C14 C13 C12 113(2) . . ?
C14 C13 H13 123.3 . . ?
C12 C13 H13 123.3 . . ?
C13 C14 S2 114(2) . . ?
C13 C14 H14 123.1 . . ?
S2 C14 H14 123.1 . . ?
C16 C15 N1 116(2) . . ?
C16 C15 H15A 108.2 . . ?
N1 C15 H15A 108.2 . . ?
C16 C15 H15B 108.2 . . ?
N1 C15 H15B 108.2 . . ?
H15A C15 H15B 107.4 . . ?
C15 C16 N2 116(2) . . ?
C15 C16 H16A 108.3 . . ?
N2 C16 H16A 108.3 . . ?
C15 C16 H16B 108.3 . . ?
N2 C16 H16B 108.3 . . ?
H16A C16 H16B 107.4 . . ?
C18 C17 C22 115(2) . . ?
C18 C17 B1 123(2) . . ?
C22 C17 B1 122(2) . . ?
C17 C18 C19 123(2) . . ?
C17 C18 H18 118.7 . . ?
C19 C18 H18 118.7 . . ?
C20 C19 C18 123(2) . . ?
C20 C19 H19 118.4 . . ?
C18 C19 H19 118.4 . . ?
C19 C20 C21 114(2) . . ?
C19 C20 H20 123.2 . . ?
C21 C20 H20 123.2 . . ?
C22 C21 C20 123(2) . . ?
C22 C21 H21 118.5 . . ?
C20 C21 H21 118.5 . . ?
C21 C22 C17 122(3) . . ?
C21 C22 H22 118.9 . . ?
C17 C22 H22 118.9 . . ?
C24 C23 C28 120.0 . . ?
C24 C23 B2 124.1(13) . . ?
C28 C23 B2 115.9(13) . . ?
C25 C24 C23 120.0 . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C24 C25 C26 120.0 . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C27 C26 C25 120.0 . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C26 C27 C28 120.0 . . ?
C26 C27 H27 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 C23 120.0 . . ?
C27 C28 H28 120.0 . . ?
C23 C28 H28 120.0 . . ?
C30 C29 C32 113(2) . . ?
C30 C29 B3 127(2) . . ?
C32 C29 B3 120(2) . . ?
C29 C30 C31 110(2) . . ?
C29 C30 H30 125.1 . . ?
C31 C30 H30 125.1 . . ?
C30 C31 S3 114(2) . . ?
C30 C31 H31 122.8 . . ?
S3 C31 H31 122.8 . . ?
C29 C32 C33 124(2) . . ?
C29 C32 S3 111(2) . . ?
C33 C32 S3 125(2) . . ?
C32 C33 C38 126(2) . . ?
C32 C33 C34 119(2) . . ?
C38 C33 C34 115(2) . . ?
N3 C34 C35 122(2) . . ?
N3 C34 C33 117(2) . . ?
C35 C34 C33 120(2) . . ?
C36 C35 N4 120(2) . . ?
C36 C35 C34 122(2) . . ?
N4 C35 C34 118(2) . . ?
C39 C36 C37 126(3) . . ?
C39 C36 C35 117(3) . . ?
C37 C36 C35 117(3) . . ?
C38 C37 C36 124(3) . . ?
C38 C37 H37 118.1 . . ?
C36 C37 H37 118.1 . . ?
C37 C38 C33 123(2) . . ?
C37 C38 H38 118.6 . . ?
C33 C38 H38 118.6 . . ?
C36 C39 C40 130(3) . . ?
C36 C39 S4 121(2) . . ?
C40 C39 S4 109(2) . . ?
C39 C40 C41 115(3) . . ?
C39 C40 B4 117(3) . . ?
C41 C40 B4 128(3) . . ?
C42 C41 C40 108(3) . . ?
C42 C41 H41 125.9 . . ?
C40 C41 H41 125.9 . . ?
C41 C42 S4 117(2) . . ?
C41 C42 H42 121.7 . . ?
S4 C42 H42 121.7 . . ?
C44 C43 N3 108(2) . . ?
C44 C43 H43A 110.1 . . ?
N3 C43 H43A 110.1 . . ?
C44 C43 H43B 110.1 . . ?
N3 C43 H43B 110.1 . . ?
H43A C43 H43B 108.4 . . ?
N4 C44 C43 112(2) . . ?
N4 C44 H44A 109.1 . . ?
C43 C44 H44A 109.1 . . ?
N4 C44 H44B 109.1 . . ?
C43 C44 H44B 109.1 . . ?
H44A C44 H44B 107.9 . . ?
C46 C45 C50 120.0 . . ?
C46 C45 B3 118.8(14) . . ?
C50 C45 B3 120.8(14) . . ?
C47 C46 C45 120.0 . . ?
C47 C46 H46 120.0 . . ?
C45 C46 H46 120.0 . . ?
C46 C47 C48 120.0 . . ?
C46 C47 H47 120.0 . . ?
C48 C47 H47 120.0 . . ?
C49 C48 C47 120.0 . . ?
C49 C48 H48 120.0 . . ?
C47 C48 H48 120.0 . . ?
C48 C49 C50 120.0 . . ?
C48 C49 H49 120.0 . . ?
C50 C49 H49 120.0 . . ?
C49 C50 C45 120.0 . . ?
C49 C50 H50 120.0 . . ?
C45 C50 H50 120.0 . . ?
C52 C51 C56 115(3) . . ?
C52 C51 B4 124(2) . . ?
C56 C51 B4 120(2) . . ?
C51 C52 C53 123(3) . . ?
C51 C52 H52 118.6 . . ?
C53 C52 H52 118.6 . . ?
C52 C53 C54 117(3) . . ?
C52 C53 H53 121.4 . . ?
C54 C53 H53 121.4 . . ?
C55 C54 C53 122(3) . . ?
C55 C54 H54 119.0 . . ?
C53 C54 H54 119.0 . . ?
C54 C55 C56 123(3) . . ?
C54 C55 H55 118.5 . . ?
C56 C55 H55 118.5 . . ?
C55 C56 C51 120(2) . . ?
C55 C56 H56 120.2 . . ?
C51 C56 H56 120.2 . . ?
C6 N1 B1 127(2) . . ?
C6 N1 C15 110(2) . . ?
B1 N1 C15 121.8(19) . . ?
B2 N2 C7 128.2(19) . . ?
B2 N2 C16 120.8(19) . . ?
C7 N2 C16 111.0(19) . . ?
C34 N3 B3 126(2) . . ?
C34 N3 C43 115(2) . . ?
B3 N3 C43 118(2) . . ?
C44 N4 C35 117(2) . . ?
C44 N4 B4 121(2) . . ?
C35 N4 B4 121.1(19) . . ?
C3 S1 C4 90.4(12) . . ?
C11 S2 C14 91.1(12) . . ?
C31 S3 C32 91.8(13) . . ?
C42 S4 C39 90.5(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
N1 B1 C1 C4 0(3) . . . . ?
C17 B1 C1 C4 -179(2) . . . . ?
N1 B1 C1 C2 -180(2) . . . . ?
C17 B1 C1 C2 2(4) . . . . ?
C4 C1 C2 C3 1(3) . . . . ?
B1 C1 C2 C3 -180(2) . . . . ?
C1 C2 C3 S1 0(3) . . . . ?
C2 C1 C4 C5 176(3) . . . . ?
B1 C1 C4 C5 -3(4) . . . . ?
C2 C1 C4 S1 -2(3) . . . . ?
B1 C1 C4 S1 178.3(18) . . . . ?
C1 C4 C5 C10 -173(2) . . . . ?
S1 C4 C5 C10 5(4) . . . . ?
C1 C4 C5 C6 3(4) . . . . ?
S1 C4 C5 C6 -178.5(18) . . . . ?
C10 C5 C6 N1 177(2) . . . . ?
C4 C5 C6 N1 1(3) . . . . ?
C10 C5 C6 C7 -3(3) . . . . ?
C4 C5 C6 C7 180(2) . . . . ?
N1 C6 C7 C8 -173(2) . . . . ?
C5 C6 C7 C8 7(3) . . . . ?
N1 C6 C7 N2 3(3) . . . . ?
C5 C6 C7 N2 -176.0(19) . . . . ?
N2 C7 C8 C11 -3(3) . . . . ?
C6 C7 C8 C11 173(2) . . . . ?
N2 C7 C8 C9 175.7(19) . . . . ?
C6 C7 C8 C9 -8(3) . . . . ?
C7 C8 C9 C10 4(3) . . . . ?
C11 C8 C9 C10 -177(2) . . . . ?
C8 C9 C10 C5 0(3) . . . . ?
C4 C5 C10 C9 176(2) . . . . ?
C6 C5 C10 C9 0(3) . . . . ?
C7 C8 C11 C12 -3(4) . . . . ?
C9 C8 C11 C12 178(2) . . . . ?
C7 C8 C11 S2 -178.4(17) . . . . ?
C9 C8 C11 S2 3(3) . . . . ?
C8 C11 C12 C13 -180(2) . . . . ?
S2 C11 C12 C13 -4(3) . . . . ?
C8 C11 C12 B2 7(3) . . . . ?
S2 C11 C12 B2 -177.3(16) . . . . ?
N2 B2 C12 C11 -4(3) . . . . ?
C23 B2 C12 C11 167.0(19) . . . . ?
N2 B2 C12 C13 -175(2) . . . . ?
C23 B2 C12 C13 -5(4) . . . . ?
C11 C12 C13 C14 5(3) . . . . ?
B2 C12 C13 C14 177(2) . . . . ?
C12 C13 C14 S2 -4(3) . . . . ?
N1 C15 C16 N2 56(3) . . . . ?
N1 B1 C17 C18 -122(3) . . . . ?
C1 B1 C17 C18 56(4) . . . . ?
N1 B1 C17 C22 57(3) . . . . ?
C1 B1 C17 C22 -124(3) . . . . ?
C22 C17 C18 C19 -2(4) . . . . ?
B1 C17 C18 C19 177(2) . . . . ?
C17 C18 C19 C20 4(4) . . . . ?
C18 C19 C20 C21 0(4) . . . . ?
C19 C20 C21 C22 -6(4) . . . . ?
C20 C21 C22 C17 8(4) . . . . ?
C18 C17 C22 C21 -4(4) . . . . ?
B1 C17 C22 C21 176(2) . . . . ?
N2 B2 C23 C24 51(3) . . . . ?
C12 B2 C23 C24 -118.4(19) . . . . ?
N2 B2 C23 C28 -132.1(19) . . . . ?
C12 B2 C23 C28 59(2) . . . . ?
C28 C23 C24 C25 0.0 . . . . ?
B2 C23 C24 C25 176.9(17) . . . . ?
C23 C24 C25 C26 0.0 . . . . ?
C24 C25 C26 C27 0.0 . . . . ?
C25 C26 C27 C28 0.0 . . . . ?
C26 C27 C28 C23 0.0 . . . . ?
C24 C23 C28 C27 0.0 . . . . ?
B2 C23 C28 C27 -177.1(16) . . . . ?
N3 B3 C29 C30 -177(2) . . . . ?
C45 B3 C29 C30 5(4) . . . . ?
N3 B3 C29 C32 -8(3) . . . . ?
C45 B3 C29 C32 174(2) . . . . ?
C32 C29 C30 C31 2(3) . . . . ?
B3 C29 C30 C31 172(2) . . . . ?
C29 C30 C31 S3 -3(3) . . . . ?
C30 C29 C32 C33 176(2) . . . . ?
B3 C29 C32 C33 6(4) . . . . ?
C30 C29 C32 S3 0(3) . . . . ?
B3 C29 C32 S3 -171.1(18) . . . . ?
C29 C32 C33 C38 -178(2) . . . . ?
S3 C32 C33 C38 -2(4) . . . . ?
C29 C32 C33 C34 3(4) . . . . ?
S3 C32 C33 C34 179.0(17) . . . . ?
C32 C33 C34 N3 -8(3) . . . . ?
C38 C33 C34 N3 172(2) . . . . ?
C32 C33 C34 C35 174(2) . . . . ?
C38 C33 C34 C35 -6(3) . . . . ?
N3 C34 C35 C36 -175(2) . . . . ?
C33 C34 C35 C36 3(4) . . . . ?
N3 C34 C35 N4 7(3) . . . . ?
C33 C34 C35 N4 -175(2) . . . . ?
N4 C35 C36 C39 -2(4) . . . . ?
C34 C35 C36 C39 -179(2) . . . . ?
N4 C35 C36 C37 179(2) . . . . ?
C34 C35 C36 C37 1(4) . . . . ?
C39 C36 C37 C38 178(3) . . . . ?
C35 C36 C37 C38 -2(4) . . . . ?
C36 C37 C38 C33 -1(4) . . . . ?
C32 C33 C38 C37 -174(2) . . . . ?
C34 C33 C38 C37 5(3) . . . . ?
C37 C36 C39 C40 -180(3) . . . . ?
C35 C36 C39 C40 1(5) . . . . ?
C37 C36 C39 S4 2(4) . . . . ?
C35 C36 C39 S4 -177.5(19) . . . . ?
C36 C39 C40 C41 178(3) . . . . ?
S4 C39 C40 C41 -4(3) . . . . ?
C36 C39 C40 B4 2(5) . . . . ?
S4 C39 C40 B4 -179.7(19) . . . . ?
N4 B4 C40 C39 -3(3) . . . . ?
C51 B4 C40 C39 179(3) . . . . ?
N4 B4 C40 C41 -179(2) . . . . ?
C51 B4 C40 C41 4(5) . . . . ?
C39 C40 C41 C42 5(4) . . . . ?
B4 C40 C41 C42 -180(2) . . . . ?
C40 C41 C42 S4 -4(3) . . . . ?
N3 C43 C44 N4 60(3) . . . . ?
N3 B3 C45 C46 -126(2) . . . . ?
C29 B3 C45 C46 52(3) . . . . ?
N3 B3 C45 C50 62(3) . . . . ?
C29 B3 C45 C50 -121(2) . . . . ?
C50 C45 C46 C47 0.0 . . . . ?
B3 C45 C46 C47 -172.4(19) . . . . ?
C45 C46 C47 C48 0.0 . . . . ?
C46 C47 C48 C49 0.0 . . . . ?
C47 C48 C49 C50 0.0 . . . . ?
C48 C49 C50 C45 0.0 . . . . ?
C46 C45 C50 C49 0.0 . . . . ?
B3 C45 C50 C49 172.2(19) . . . . ?
N4 B4 C51 C52 60(3) . . . . ?
C40 B4 C51 C52 -122(3) . . . . ?
N4 B4 C51 C56 -126(3) . . . . ?
C40 B4 C51 C56 52(4) . . . . ?
C56 C51 C52 C53 4(4) . . . . ?
B4 C51 C52 C53 178(3) . . . . ?
C51 C52 C53 C54 -2(4) . . . . ?
C52 C53 C54 C55 1(4) . . . . ?
C53 C54 C55 C56 -1(5) . . . . ?
C54 C55 C56 C51 3(5) . . . . ?
C52 C51 C56 C55 -4(4) . . . . ?
B4 C51 C56 C55 -178(2) . . . . ?
C5 C6 N1 B1 -5(3) . . . . ?
C7 C6 N1 B1 176(2) . . . . ?
C5 C6 N1 C15 -174.0(19) . . . . ?
C7 C6 N1 C15 7(3) . . . . ?
C1 B1 N1 C6 5(3) . . . . ?
C17 B1 N1 C6 -177(2) . . . . ?
C1 B1 N1 C15 173(2) . . . . ?
C17 B1 N1 C15 -9(3) . . . . ?
C16 C15 N1 C6 -36(3) . . . . ?
C16 C15 N1 B1 154(2) . . . . ?
C12 B2 N2 C7 -3(3) . . . . ?
C23 B2 N2 C7 -173.3(19) . . . . ?
C12 B2 N2 C16 174(2) . . . . ?
C23 B2 N2 C16 3(3) . . . . ?
C8 C7 N2 B2 7(3) . . . . ?
C6 C7 N2 B2 -170(2) . . . . ?
C8 C7 N2 C16 -170(2) . . . . ?
C6 C7 N2 C16 13(3) . . . . ?
C15 C16 N2 B2 141(2) . . . . ?
C15 C16 N2 C7 -42(3) . . . . ?
C35 C34 N3 B3 -176(2) . . . . ?
C33 C34 N3 B3 6(3) . . . . ?
C35 C34 N3 C43 13(3) . . . . ?
C33 C34 N3 C43 -164.8(19) . . . . ?
C29 B3 N3 C34 2(3) . . . . ?
C45 B3 N3 C34 180(2) . . . . ?
C29 B3 N3 C43 172(2) . . . . ?
C45 B3 N3 C43 -10(3) . . . . ?
C44 C43 N3 C34 -45(3) . . . . ?
C44 C43 N3 B3 143(2) . . . . ?
C43 C44 N4 C35 -42(3) . . . . ?
C43 C44 N4 B4 148(2) . . . . ?
C36 C35 N4 C44 -170(2) . . . . ?
C34 C35 N4 C44 8(3) . . . . ?
C36 C35 N4 B4 0(3) . . . . ?
C34 C35 N4 B4 177(2) . . . . ?
C51 B4 N4 C44 -10(3) . . . . ?
C40 B4 N4 C44 172(2) . . . . ?
C51 B4 N4 C35 -179(2) . . . . ?
C40 B4 N4 C35 3(3) . . . . ?
C2 C3 S1 C4 -1(2) . . . . ?
C1 C4 S1 C3 2(2) . . . . ?
C5 C4 S1 C3 -176(3) . . . . ?
C12 C11 S2 C14 1.7(18) . . . . ?
C8 C11 S2 C14 177(2) . . . . ?
C13 C14 S2 C11 1(2) . . . . ?
C30 C31 S3 C32 2(2) . . . . ?
C29 C32 S3 C31 -0.9(19) . . . . ?
C33 C32 S3 C31 -178(2) . . . . ?
C41 C42 S4 C39 2(3) . . . . ?
C36 C39 S4 C42 180(3) . . . . ?
C40 C39 S4 C42 1(2) . . . . ?

_refine_diff_density_max         0.442
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.075

####################################################################### 
# 
# 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_8
_database_code_depnum_ccdc_archive 'CCDC 1823247'
_audit_update_record             
;
2018-05-05 deposited with the CCDC.
2018-05-18 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT430_8                   
;
PROBLEM: Short Inter D...A Contact  O1       ..O2               2.46 Ang.
RESPONSE: The vibration of the solvent water molecules is too strong, leading to the impossibility of adding H atoms.
;
# Added during the CSD deposition process: Saturday 05 May 2018 02:31 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H20 B2 N2 O S2'
_chemical_formula_weight         486.20

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'
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           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   13.257(4)
_cell_length_b                   8.073(2)
_cell_length_c                   13.405(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.92(3)
_cell_angle_gamma                90
_cell_volume                     1386.3(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4286
_cell_measurement_theta_min      1.92
_cell_measurement_theta_max      25.00

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_F_000             504
_exptl_transmission_factor_min   0.864
_exptl_transmission_factor_max   0.864
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.214
_shelx_estimated_absorpt_T_min   0.954
_shelx_estimated_absorpt_T_max   0.962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ccd
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4286
_diffrn_reflns_av_unetI/netI     0.0609
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.927
_diffrn_reflns_theta_max         25.007
_diffrn_reflns_theta_full        25.007
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.688
_diffrn_reflns_point_group_measured_fraction_full 0.688
_reflns_number_total             3365
_reflns_number_gt                2316
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.287
_reflns_Friedel_fraction_max     0.332
_reflns_Friedel_fraction_full    0.333

_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 429 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3365
_refine_ls_number_parameters     355
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.1382
_refine_ls_R_factor_gt           0.1045
_refine_ls_wR_factor_ref         0.3326
_refine_ls_wR_factor_gt          0.2953
_refine_ls_goodness_of_fit_ref   1.212
_refine_ls_restrained_S_all      1.217
_refine_ls_shift/su_max          0.002
_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
O1 O 0.419(2) 0.796(6) 0.364(3) 0.094(14) Uani 0.25 1 d . . P . .
O2 O 0.376(2) 0.954(4) 0.504(3) 0.087(10) Uani 0.25 1 d . U P . .
O3 O 0.4857(17) 0.814(4) 0.6350(16) 0.125(10) Uani 0.5 1 d . . P . .
S1 S 0.2394(2) 0.6783(5) 0.89561(18) 0.0644(9) Uani 1 1 d . . . . .
S2 S 0.0390(2) 0.6688(5) 0.08433(18) 0.0683(9) Uani 1 1 d . . . . .
N2 N 0.1910(7) 0.5258(12) 0.3805(6) 0.052(2) Uani 1 1 d . . . . .
N1 N 0.2438(7) 0.5276(12) 0.6020(6) 0.055(2) Uani 1 1 d . . . . .
C12 C 0.0931(7) 0.6535(16) 0.2159(6) 0.051(3) Uani 1 1 d . . . . .
C8 C 0.0832(7) 0.7734(14) 0.3806(7) 0.045(2) Uani 1 1 d . . . . .
C23 C 0.2079(9) 0.3753(15) 0.2113(7) 0.055(3) Uani 1 1 d . . . . .
C7 C 0.1510(7) 0.6512(14) 0.4353(7) 0.045(2) Uani 1 1 d . . . . .
C11 C 0.0531(8) 0.7689(15) 0.2671(7) 0.050(2) Uani 1 1 d . . . . .
C9 C 0.0449(9) 0.8941(15) 0.4338(8) 0.058(3) Uani 1 1 d . . . . .
H9 H 0.0010 0.9757 0.3974 0.069 Uiso 1 1 calc R U . . .
C6 C 0.1767(7) 0.6526(15) 0.5446(6) 0.045(2) Uani 1 1 d . . . . .
C4 C 0.1605(8) 0.7742(14) 0.7099(7) 0.049(2) Uani 1 1 d . . . . .
C3 C 0.1183(8) 0.8794(17) 0.7746(8) 0.060(3) Uani 1 1 d . . . . .
H3 H 0.0705 0.9637 0.7501 0.072 Uiso 1 1 calc R U . . .
C1 C 0.2285(7) 0.6572(15) 0.7653(6) 0.050(2) Uani 1 1 d . . . . .
C17 C 0.3452(9) 0.3844(16) 0.7732(8) 0.059(3) Uani 1 1 d . . . . .
C5 C 0.1358(7) 0.7748(15) 0.5967(7) 0.048(2) Uani 1 1 d . . . . .
C2 C 0.1548(9) 0.8429(19) 0.8730(9) 0.072(4) Uani 1 1 d . . . . .
H2 H 0.1364 0.9012 0.9255 0.087 Uiso 1 1 calc R U . . .
C24 C 0.1770(13) 0.2141(18) 0.2133(10) 0.083(4) Uani 1 1 d . . . . .
H24 H 0.1314 0.1838 0.2526 0.100 Uiso 1 1 calc R U . . .
C14 C -0.0222(8) 0.8749(18) 0.1993(8) 0.063(3) Uani 1 1 d . . . . .
H14 H -0.0567 0.9620 0.2218 0.075 Uiso 1 1 calc R U . . .
B1 B 0.2728(9) 0.5197(18) 0.7119(9) 0.051(3) Uani 1 1 d . . . . .
C13 C -0.0359(10) 0.833(2) 0.1024(10) 0.081(4) Uani 1 1 d . . . . .
H13 H -0.0820 0.8879 0.0483 0.097 Uiso 1 1 calc R U . . .
C26 C 0.2802(10) 0.137(2) 0.0974(10) 0.078(4) Uani 1 1 d . . . . .
H26 H 0.3082 0.0551 0.0636 0.094 Uiso 1 1 calc R U . . .
C28 C 0.2737(10) 0.413(2) 0.1469(9) 0.079(4) Uani 1 1 d . . . . .
H28 H 0.2967 0.5210 0.1444 0.095 Uiso 1 1 calc R U . . .
B2 B 0.1648(10) 0.5180(18) 0.2708(8) 0.055(3) Uani 1 1 d . . . . .
C25 C 0.2146(13) 0.094(2) 0.1553(11) 0.099(5) Uani 1 1 d . . . . .
H25 H 0.1939 -0.0157 0.1570 0.118 Uiso 1 1 calc R U . . .
C22 C 0.3105(11) 0.2199(19) 0.7725(11) 0.088(5) Uani 1 1 d . . . . .
H22 H 0.2446 0.1930 0.7315 0.105 Uiso 1 1 calc R U . . .
C27 C 0.3048(13) 0.295(2) 0.0884(12) 0.091(5) Uani 1 1 d . . . . .
H27 H 0.3432 0.3256 0.0421 0.109 Uiso 1 1 calc R U . . .
C20 C 0.4738(12) 0.139(2) 0.8931(11) 0.088(5) Uani 1 1 d . . . . .
H20 H 0.5186 0.0590 0.9300 0.106 Uiso 1 1 calc R U . . .
C18 C 0.4439(11) 0.415(2) 0.8371(11) 0.099(5) Uani 1 1 d . . . . .
H18 H 0.4714 0.5216 0.8401 0.119 Uiso 1 1 calc R U . . .
C19 C 0.5021(15) 0.291(3) 0.8964(18) 0.136(8) Uani 1 1 d . . . . .
H19 H 0.5656 0.3197 0.9413 0.163 Uiso 1 1 calc R U . . .
C21 C 0.3716(13) 0.094(2) 0.8317(13) 0.105(5) Uani 1 1 d . . . . .
H21 H 0.3469 -0.0141 0.8310 0.126 Uiso 1 1 calc R U . . .
C10 C 0.0708(9) 0.8954(15) 0.5399(8) 0.056(3) Uani 1 1 d . . . . .
H10 H 0.0443 0.9782 0.5742 0.067 Uiso 1 1 calc R U . . .
C30 C 0.287(2) 0.451(4) 0.442(2) 0.057(7) Uani 0.5 1 d . . P A 1
H30A H 0.3420 0.5316 0.4573 0.069 Uiso 0.5 1 d R U P A 1
H30B H 0.3074 0.3618 0.4039 0.069 Uiso 0.5 1 d R U P A 1
C16 C 0.241(2) 0.383(3) 0.4435(18) 0.050(6) Uani 0.5 1 d . . P A 2
H16A H 0.2798 0.3188 0.4057 0.060 Uiso 0.5 1 d R U P A 2
H16B H 0.1889 0.3134 0.4595 0.060 Uiso 0.5 1 d R U P A 2
C29 C 0.270(2) 0.393(4) 0.5411(17) 0.060(8) Uani 0.5 1 d G . P A 1
H29A H 0.2146 0.3120 0.5276 0.072 Uiso 0.5 1 calc R U P A 1
H29B H 0.3334 0.3394 0.5807 0.072 Uiso 0.5 1 calc R U P A 1
C15 C 0.318(3) 0.447(6) 0.545(3) 0.089(14) Uani 0.5 1 d . . P A 2
H15A H 0.3563 0.3569 0.5850 0.107 Uiso 0.5 1 calc R U P A 2
H15B H 0.3664 0.5277 0.5308 0.107 Uiso 0.5 1 calc R 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
S1 C2 1.715(15) . ?
S1 C1 1.724(8) . ?
S2 C13 1.712(15) . ?
S2 C12 1.729(9) . ?
N2 B2 1.423(13) . ?
N2 C7 1.430(13) . ?
N2 C30 1.46(3) . ?
N2 C16 1.48(2) . ?
N1 B1 1.425(14) . ?
N1 C6 1.432(13) . ?
N1 C29 1.45(3) . ?
N1 C15 1.53(4) . ?
C12 C11 1.344(16) . ?
C12 B2 1.510(18) . ?
C8 C9 1.379(15) . ?
C8 C7 1.406(14) . ?
C8 C11 1.472(13) . ?
C23 C24 1.366(18) . ?
C23 C28 1.409(16) . ?
C23 B2 1.588(17) . ?
C7 C6 1.417(12) . ?
C11 C14 1.445(15) . ?
C9 C10 1.374(14) . ?
C9 H9 0.9300 . ?
C6 C5 1.396(14) . ?
C4 C1 1.382(15) . ?
C4 C3 1.427(14) . ?
C4 C5 1.467(13) . ?
C3 C2 1.317(15) . ?
C3 H3 0.9300 . ?
C1 B1 1.519(17) . ?
C17 C18 1.389(17) . ?
C17 C22 1.40(2) . ?
C17 B1 1.544(17) . ?
C5 C10 1.391(15) . ?
C2 H2 0.9300 . ?
C24 C25 1.41(2) . ?
C24 H24 0.9300 . ?
C14 C13 1.309(17) . ?
C14 H14 0.9300 . ?
C13 H13 0.9300 . ?
C26 C27 1.33(2) . ?
C26 C25 1.35(2) . ?
C26 H26 0.9300 . ?
C28 C27 1.360(19) . ?
C28 H28 0.9300 . ?
C25 H25 0.9300 . ?
C22 C21 1.41(2) . ?
C22 H22 0.9300 . ?
C27 H27 0.9300 . ?
C20 C19 1.28(3) . ?
C20 C21 1.44(2) . ?
C20 H20 0.9300 . ?
C18 C19 1.38(2) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C21 H21 0.9300 . ?
C10 H10 0.9300 . ?
C30 C29 1.48(4) . ?
C30 H30A 0.9601 . ?
C30 H30B 0.9599 . ?
C16 C15 1.56(4) . ?
C16 H16A 0.9601 . ?
C16 H16B 0.9600 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?

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 S1 C1 91.0(5) . . ?
C13 S2 C12 90.8(6) . . ?
B2 N2 C7 122.5(9) . . ?
B2 N2 C30 120.7(12) . . ?
C7 N2 C30 112.9(12) . . ?
B2 N2 C16 120.6(12) . . ?
C7 N2 C16 115.4(11) . . ?
B1 N1 C6 123.5(9) . . ?
B1 N1 C29 120.5(12) . . ?
C6 N1 C29 115.5(11) . . ?
B1 N1 C15 117.3(18) . . ?
C6 N1 C15 114.8(19) . . ?
C11 C12 B2 122.4(8) . . ?
C11 C12 S2 110.9(8) . . ?
B2 C12 S2 126.3(8) . . ?
C9 C8 C7 119.8(8) . . ?
C9 C8 C11 120.9(9) . . ?
C7 C8 C11 119.2(9) . . ?
C24 C23 C28 116.8(12) . . ?
C24 C23 B2 122.2(11) . . ?
C28 C23 B2 120.8(11) . . ?
C8 C7 C6 119.0(9) . . ?
C8 C7 N2 120.1(8) . . ?
C6 C7 N2 121.0(9) . . ?
C12 C11 C14 112.9(9) . . ?
C12 C11 C8 120.5(9) . . ?
C14 C11 C8 126.6(10) . . ?
C10 C9 C8 120.9(10) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C5 C6 C7 120.1(9) . . ?
C5 C6 N1 119.8(7) . . ?
C7 C6 N1 120.1(9) . . ?
C1 C4 C3 112.6(9) . . ?
C1 C4 C5 119.9(9) . . ?
C3 C4 C5 127.5(10) . . ?
C2 C3 C4 112.1(11) . . ?
C2 C3 H3 124.0 . . ?
C4 C3 H3 124.0 . . ?
C4 C1 B1 121.6(8) . . ?
C4 C1 S1 110.5(8) . . ?
B1 C1 S1 127.4(8) . . ?
C18 C17 C22 115.4(12) . . ?
C18 C17 B1 124.0(13) . . ?
C22 C17 B1 120.5(11) . . ?
C10 C5 C6 119.1(8) . . ?
C10 C5 C4 120.7(9) . . ?
C6 C5 C4 120.2(9) . . ?
C3 C2 S1 113.9(9) . . ?
C3 C2 H2 123.0 . . ?
S1 C2 H2 123.0 . . ?
C23 C24 C25 119.5(13) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
C13 C14 C11 111.6(12) . . ?
C13 C14 H14 124.2 . . ?
C11 C14 H14 124.2 . . ?
N1 B1 C1 114.8(9) . . ?
N1 B1 C17 123.2(11) . . ?
C1 B1 C17 122.0(9) . . ?
C14 C13 S2 113.7(10) . . ?
C14 C13 H13 123.1 . . ?
S2 C13 H13 123.1 . . ?
C27 C26 C25 120.3(15) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C27 C28 C23 122.2(15) . . ?
C27 C28 H28 118.9 . . ?
C23 C28 H28 118.9 . . ?
N2 B2 C12 115.2(10) . . ?
N2 B2 C23 121.8(11) . . ?
C12 B2 C23 122.9(9) . . ?
C26 C25 C24 120.9(16) . . ?
C26 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
C17 C22 C21 122.5(14) . . ?
C17 C22 H22 118.7 . . ?
C21 C22 H22 118.7 . . ?
C26 C27 C28 119.8(14) . . ?
C26 C27 H27 120.1 . . ?
C28 C27 H27 120.1 . . ?
C19 C20 C21 119.1(15) . . ?
C19 C20 H20 120.4 . . ?
C21 C20 H20 120.4 . . ?
C19 C18 C17 121.4(16) . . ?
C19 C18 H18 119.3 . . ?
C17 C18 H18 119.3 . . ?
C20 C19 C18 124.0(16) . . ?
C20 C19 H19 118.0 . . ?
C18 C19 H19 118.0 . . ?
C22 C21 C20 117.3(17) . . ?
C22 C21 H21 121.3 . . ?
C20 C21 H21 121.3 . . ?
C9 C10 C5 121.1(10) . . ?
C9 C10 H10 119.5 . . ?
C5 C10 H10 119.5 . . ?
C29 C30 N2 109(2) . . ?
C29 C30 H30A 107.5 . . ?
N2 C30 H30A 110.1 . . ?
C29 C30 H30B 111.8 . . ?
N2 C30 H30B 109.6 . . ?
H30A C30 H30B 108.7 . . ?
N2 C16 C15 110(3) . . ?
N2 C16 H16A 110.0 . . ?
C15 C16 H16A 109.1 . . ?
N2 C16 H16B 109.8 . . ?
C15 C16 H16B 110.1 . . ?
H16A C16 H16B 108.3 . . ?
N1 C29 C30 113(2) . . ?
N1 C29 H29A 109.1 . . ?
C30 C29 H29A 109.1 . . ?
N1 C29 H29B 109.1 . . ?
C30 C29 H29B 109.1 . . ?
H29A C29 H29B 107.8 . . ?
N1 C15 C16 103(2) . . ?
N1 C15 H15A 111.2 . . ?
C16 C15 H15A 111.2 . . ?
N1 C15 H15B 111.2 . . ?
C16 C15 H15B 111.2 . . ?
H15A C15 H15B 109.1 . . ?

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
C13 S2 C12 C11 0.5(9) . . . . ?
C13 S2 C12 B2 173.0(10) . . . . ?
C9 C8 C7 C6 1.5(14) . . . . ?
C11 C8 C7 C6 -177.7(9) . . . . ?
C9 C8 C7 N2 180.0(10) . . . . ?
C11 C8 C7 N2 0.8(14) . . . . ?
B2 N2 C7 C8 0.0(15) . . . . ?
C30 N2 C7 C8 157.9(15) . . . . ?
C16 N2 C7 C8 -166.6(15) . . . . ?
B2 N2 C7 C6 178.4(10) . . . . ?
C30 N2 C7 C6 -23.7(18) . . . . ?
C16 N2 C7 C6 11.8(18) . . . . ?
B2 C12 C11 C14 -173.6(10) . . . . ?
S2 C12 C11 C14 -0.8(12) . . . . ?
B2 C12 C11 C8 3.7(16) . . . . ?
S2 C12 C11 C8 176.5(8) . . . . ?
C9 C8 C11 C12 178.2(11) . . . . ?
C7 C8 C11 C12 -2.6(15) . . . . ?
C9 C8 C11 C14 -4.9(17) . . . . ?
C7 C8 C11 C14 174.3(10) . . . . ?
C7 C8 C9 C10 -1.1(16) . . . . ?
C11 C8 C9 C10 178.1(10) . . . . ?
C8 C7 C6 C5 -0.6(13) . . . . ?
N2 C7 C6 C5 -179.1(9) . . . . ?
C8 C7 C6 N1 178.7(9) . . . . ?
N2 C7 C6 N1 0.2(14) . . . . ?
B1 N1 C6 C5 -0.3(16) . . . . ?
C29 N1 C6 C5 171.7(18) . . . . ?
C15 N1 C6 C5 -156.1(15) . . . . ?
B1 N1 C6 C7 -179.6(10) . . . . ?
C29 N1 C6 C7 -8(2) . . . . ?
C15 N1 C6 C7 24.6(19) . . . . ?
C1 C4 C3 C2 0.9(14) . . . . ?
C5 C4 C3 C2 178.0(11) . . . . ?
C3 C4 C1 B1 172.7(10) . . . . ?
C5 C4 C1 B1 -4.7(15) . . . . ?
C3 C4 C1 S1 0.0(12) . . . . ?
C5 C4 C1 S1 -177.3(8) . . . . ?
C2 S1 C1 C4 -0.7(9) . . . . ?
C2 S1 C1 B1 -172.8(10) . . . . ?
C7 C6 C5 C10 -0.7(15) . . . . ?
N1 C6 C5 C10 180.0(10) . . . . ?
C7 C6 C5 C4 178.7(9) . . . . ?
N1 C6 C5 C4 -0.6(14) . . . . ?
C1 C4 C5 C10 -177.5(10) . . . . ?
C3 C4 C5 C10 5.6(17) . . . . ?
C1 C4 C5 C6 3.1(15) . . . . ?
C3 C4 C5 C6 -173.8(10) . . . . ?
C4 C3 C2 S1 -1.5(14) . . . . ?
C1 S1 C2 C3 1.3(11) . . . . ?
C28 C23 C24 C25 2(2) . . . . ?
B2 C23 C24 C25 177.3(12) . . . . ?
C12 C11 C14 C13 0.8(15) . . . . ?
C8 C11 C14 C13 -176.3(12) . . . . ?
C6 N1 B1 C1 -1.1(16) . . . . ?
C29 N1 B1 C1 -172.7(19) . . . . ?
C15 N1 B1 C1 154.2(18) . . . . ?
C6 N1 B1 C17 180.0(10) . . . . ?
C29 N1 B1 C17 8(2) . . . . ?
C15 N1 B1 C17 -25(2) . . . . ?
C4 C1 B1 N1 3.6(15) . . . . ?
S1 C1 B1 N1 175.0(8) . . . . ?
C4 C1 B1 C17 -177.5(10) . . . . ?
S1 C1 B1 C17 -6.1(16) . . . . ?
C18 C17 B1 N1 114.2(15) . . . . ?
C22 C17 B1 N1 -70.4(16) . . . . ?
C18 C17 B1 C1 -64.7(17) . . . . ?
C22 C17 B1 C1 110.8(14) . . . . ?
C11 C14 C13 S2 -0.4(15) . . . . ?
C12 S2 C13 C14 0.0(11) . . . . ?
C24 C23 C28 C27 1(2) . . . . ?
B2 C23 C28 C27 -174.4(13) . . . . ?
C7 N2 B2 C12 0.9(15) . . . . ?
C30 N2 B2 C12 -155.3(17) . . . . ?
C16 N2 B2 C12 166.8(16) . . . . ?
C7 N2 B2 C23 -178.6(10) . . . . ?
C30 N2 B2 C23 25(2) . . . . ?
C16 N2 B2 C23 -13(2) . . . . ?
C11 C12 B2 N2 -2.8(16) . . . . ?
S2 C12 B2 N2 -174.4(8) . . . . ?
C11 C12 B2 C23 176.7(11) . . . . ?
S2 C12 B2 C23 5.0(16) . . . . ?
C24 C23 B2 N2 68.4(17) . . . . ?
C28 C23 B2 N2 -116.8(13) . . . . ?
C24 C23 B2 C12 -111.0(15) . . . . ?
C28 C23 B2 C12 63.7(16) . . . . ?
C27 C26 C25 C24 -5(3) . . . . ?
C23 C24 C25 C26 0(2) . . . . ?
C18 C17 C22 C21 -1(2) . . . . ?
B1 C17 C22 C21 -176.5(13) . . . . ?
C25 C26 C27 C28 8(3) . . . . ?
C23 C28 C27 C26 -6(3) . . . . ?
C22 C17 C18 C19 -1(3) . . . . ?
B1 C17 C18 C19 174.9(18) . . . . ?
C21 C20 C19 C18 -6(4) . . . . ?
C17 C18 C19 C20 4(4) . . . . ?
C17 C22 C21 C20 -1(3) . . . . ?
C19 C20 C21 C22 4(3) . . . . ?
C8 C9 C10 C5 -0.3(17) . . . . ?
C6 C5 C10 C9 1.2(16) . . . . ?
C4 C5 C10 C9 -178.2(10) . . . . ?
B2 N2 C30 C29 -149(2) . . . . ?
C7 N2 C30 C29 53(3) . . . . ?
B2 N2 C16 C15 146.6(18) . . . . ?
C7 N2 C16 C15 -47(3) . . . . ?
B1 N1 C29 C30 -149.6(19) . . . . ?
C6 N1 C29 C30 38(3) . . . . ?
N2 C30 C29 N1 -61(3) . . . . ?
B1 N1 C15 C16 147(2) . . . . ?
C6 N1 C15 C16 -56(3) . . . . ?
N2 C16 C15 N1 66(3) . . . . ?

_refine_diff_density_max         1.128
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.133

####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 1823246'
_audit_update_record             
;
2018-05-05 deposited with the CCDC.
2018-05-18 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         ?
_chemical_formula_sum            'C33 H26 B2 Cl2 N2'
_chemical_formula_weight         543.08

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'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   7.742(2)
_cell_length_b                   14.293(5)
_cell_length_c                   25.540(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2826.3(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    797
_cell_measurement_theta_min      2.148
_cell_measurement_theta_max      22.981

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_F_000             1128
_exptl_transmission_factor_min   0.864
_exptl_transmission_factor_max   0.864
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.255
_shelx_estimated_absorpt_T_min   0.946
_shelx_estimated_absorpt_T_max   0.955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9454
_diffrn_reflns_av_unetI/netI     0.1166
_diffrn_reflns_av_R_equivalents  0.0752
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.139
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_full        24.994
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             4933
_reflns_number_gt                2165
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.735
_reflns_Friedel_fraction_max     0.983
_reflns_Friedel_fraction_full    0.983

_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)+(0.1833P)²] 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_abs_structure_details 
;
 Flack x determined using 527 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.28(12)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4933
_refine_ls_number_parameters     359
_refine_ls_number_restraints     61
_refine_ls_R_factor_all          0.1952
_refine_ls_R_factor_gt           0.0954
_refine_ls_wR_factor_ref         0.3313
_refine_ls_wR_factor_gt          0.2520
_refine_ls_goodness_of_fit_ref   0.931
_refine_ls_restrained_S_all      0.933
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.5771(14) 0.4969(7) 0.6119(4) 0.050(3) Uani 1 1 d . . . . .
B2 B 0.5742(15) 0.4352(8) 0.3922(4) 0.055(3) Uani 1 1 d . . . . .
C1 C 0.7143(12) 0.4504(6) 0.6471(3) 0.051(2) Uani 1 1 d . . . . .
C2 C 0.7179(13) 0.4622(7) 0.7015(3) 0.054(2) Uani 1 1 d . . . . .
H2 H 0.6387 0.5026 0.7169 0.064 Uiso 1 1 calc R U . . .
C3 C 0.8317(15) 0.4171(7) 0.7324(4) 0.065(3) Uani 1 1 d . . . . .
H3 H 0.8292 0.4244 0.7686 0.078 Uiso 1 1 calc R U . . .
C4 C 0.9552(16) 0.3585(7) 0.7082(4) 0.068(3) Uani 1 1 d . . . . .
H4 H 1.0382 0.3290 0.7287 0.082 Uiso 1 1 calc R U . . .
C5 C 0.9554(13) 0.3442(7) 0.6560(4) 0.060(3) Uani 1 1 d . . . . .
H5 H 1.0363 0.3035 0.6416 0.072 Uiso 1 1 calc R U . . .
C6 C 0.8370(12) 0.3889(6) 0.6226(3) 0.046(2) Uani 1 1 d . . . . .
C7 C 0.8368(11) 0.3763(6) 0.5666(3) 0.045(2) Uani 1 1 d . . . . .
C8 C 0.7048(10) 0.4185(6) 0.5339(3) 0.046(2) Uani 1 1 d D . . . .
C9 C 0.7040(10) 0.4002(6) 0.4788(3) 0.046(2) Uani 1 1 d D . . . .
C10 C 0.8354(11) 0.3472(6) 0.4554(3) 0.045(2) Uani 1 1 d . . . . .
C11 C 0.9653(12) 0.3111(6) 0.4884(4) 0.055(2) Uani 1 1 d . . . . .
H11 H 1.0538 0.2763 0.4733 0.066 Uiso 1 1 calc R U . . .
C12 C 0.9680(12) 0.3243(7) 0.5408(4) 0.053(2) Uani 1 1 d . . . . .
H12 H 1.0577 0.2988 0.5604 0.064 Uiso 1 1 calc R U . . .
C13 C 0.8376(13) 0.3294(6) 0.3989(3) 0.051(2) Uani 1 1 d . . . . .
C14 C 0.7140(11) 0.3776(6) 0.3676(3) 0.044(2) Uani 1 1 d . . . . .
C15 C 0.7229(13) 0.3629(7) 0.3122(4) 0.057(3) Uani 1 1 d . . . . .
H15 H 0.6442 0.3938 0.2908 0.069 Uiso 1 1 calc R U . . .
C16 C 0.8424(15) 0.3052(7) 0.2893(4) 0.064(3) Uani 1 1 d . . . . .
H16 H 0.8459 0.2978 0.2532 0.077 Uiso 1 1 calc R U . . .
C17 C 0.9585(15) 0.2579(7) 0.3214(4) 0.069(3) Uani 1 1 d . . . . .
H17 H 1.0379 0.2170 0.3066 0.083 Uiso 1 1 calc R U . . .
C18 C 0.9575(13) 0.2708(7) 0.3745(4) 0.061(3) Uani 1 1 d . . . . .
H18 H 1.0388 0.2398 0.3949 0.073 Uiso 1 1 calc R U . . .
C19A C 0.4680(19) 0.5279(11) 0.5207(4) 0.076(5) Uani 0.77(2) 1 d D U P A 1
H19A H 0.3676 0.5516 0.5392 0.091 Uiso 0.77(2) 1 calc R U P A 1
H19B H 0.5297 0.5805 0.5058 0.091 Uiso 0.77(2) 1 calc R U P A 1
C20A C 0.4132(13) 0.4621(12) 0.4785(4) 0.071(5) Uani 0.77(2) 1 d D U P A 1
H20A H 0.3290 0.4919 0.4558 0.085 Uiso 0.77(2) 1 calc R U P A 1
H20B H 0.3614 0.4065 0.4935 0.085 Uiso 0.77(2) 1 calc R U P A 1
C19B C 0.417(2) 0.483(3) 0.5265(6) 0.073(6) Uani 0.23(2) 1 d D U P A 2
H19C H 0.3386 0.5270 0.5423 0.088 Uiso 0.23(2) 1 calc R U P A 2
H19D H 0.3608 0.4221 0.5243 0.088 Uiso 0.23(2) 1 calc R U P A 2
C20B C 0.474(4) 0.516(2) 0.4725(5) 0.074(6) Uani 0.23(2) 1 d D U P A 2
H20C H 0.5463 0.5706 0.4754 0.089 Uiso 0.23(2) 1 calc R U P A 2
H20D H 0.3736 0.5312 0.4514 0.089 Uiso 0.23(2) 1 calc R U P A 2
C21 C 0.4353(9) 0.5676(5) 0.6339(3) 0.061(3) Uani 1 1 d G . . . .
C22 C 0.2870(10) 0.5291(4) 0.6558(3) 0.104(5) Uani 1 1 d G . . . .
H22 H 0.2722 0.4646 0.6563 0.125 Uiso 1 1 calc R U . . .
C23 C 0.1608(9) 0.5872(7) 0.6768(4) 0.128(6) Uani 1 1 d G . . . .
H23 H 0.0616 0.5615 0.6914 0.154 Uiso 1 1 calc R U . . .
C24 C 0.1829(11) 0.6837(6) 0.6760(4) 0.097(4) Uani 1 1 d G . . . .
H24 H 0.0984 0.7226 0.6900 0.117 Uiso 1 1 calc R U . . .
C25 C 0.3312(12) 0.7221(4) 0.6541(4) 0.120(6) Uani 1 1 d G . . . .
H25 H 0.3460 0.7867 0.6536 0.144 Uiso 1 1 calc R U . . .
C26 C 0.4574(9) 0.6641(5) 0.6331(4) 0.117(5) Uani 1 1 d G . . . .
H26 H 0.5567 0.6898 0.6185 0.140 Uiso 1 1 calc R U . . .
C27 C 0.4278(13) 0.4879(7) 0.3618(3) 0.057(3) Uani 1 1 d . . . . .
C28 C 0.3045(15) 0.4423(9) 0.3322(5) 0.083(4) Uani 1 1 d . . . . .
H28 H 0.3077 0.3774 0.3303 0.100 Uiso 1 1 calc R U . . .
C29 C 0.1772(18) 0.4893(12) 0.3055(5) 0.104(5) Uani 1 1 d . . . . .
H29 H 0.0953 0.4558 0.2865 0.125 Uiso 1 1 calc R U . . .
C30 C 0.1700(17) 0.5847(10) 0.3064(5) 0.089(4) Uani 1 1 d . . . . .
H30 H 0.0843 0.6164 0.2880 0.106 Uiso 1 1 calc R U . . .
C31 C 0.2880(17) 0.6323(9) 0.3342(5) 0.085(4) Uani 1 1 d . . . . .
H31 H 0.2850 0.6973 0.3347 0.102 Uiso 1 1 calc R U . . .
C32 C 0.4162(14) 0.5845(8) 0.3626(4) 0.070(3) Uani 1 1 d . . . . .
H32 H 0.4949 0.6186 0.3824 0.084 Uiso 1 1 calc R U . . .
C33 C 1.002(2) 0.6295(11) 0.5303(5) 0.149(7) Uani 1 1 d D . . . .
H33A H 0.9721 0.5740 0.5502 0.179 Uiso 1 1 calc R U . . .
H33B H 1.1159 0.6499 0.5414 0.179 Uiso 1 1 calc R U . . .
Cl1 Cl 0.8550(10) 0.7161(5) 0.5429(3) 0.213(3) Uani 1 1 d D . . . .
Cl2 Cl 1.0063(9) 0.6024(5) 0.4634(3) 0.197(3) Uani 1 1 d D . . . .
N1 N 0.5827(10) 0.4757(5) 0.5577(3) 0.055(2) Uani 1 1 d D . . . .
N2 N 0.5718(9) 0.4369(6) 0.4481(3) 0.057(2) Uani 1 1 d 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
B1 N1 1.418(12) . ?
B1 C1 1.543(14) . ?
B1 C21 1.594(11) . ?
B2 N2 1.428(12) . ?
B2 C14 1.498(14) . ?
B2 C27 1.566(15) . ?
C1 C2 1.400(11) . ?
C1 C6 1.437(12) . ?
C2 C3 1.346(14) . ?
C2 H2 0.9300 . ?
C3 C4 1.414(15) . ?
C3 H3 0.9300 . ?
C4 C5 1.348(12) . ?
C4 H4 0.9300 . ?
C5 C6 1.405(12) . ?
C5 H5 0.9300 . ?
C6 C7 1.443(11) . ?
C7 C12 1.420(12) . ?
C7 C8 1.451(11) . ?
C8 N1 1.391(10) . ?
C8 C9 1.431(11) . ?
C9 N2 1.392(10) . ?
C9 C10 1.402(11) . ?
C10 C11 1.411(12) . ?
C10 C13 1.464(11) . ?
C11 C12 1.351(12) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C18 1.397(13) . ?
C13 C14 1.424(12) . ?
C14 C15 1.434(12) . ?
C15 C16 1.369(13) . ?
C15 H15 0.9300 . ?
C16 C17 1.391(14) . ?
C16 H16 0.9300 . ?
C17 C18 1.369(13) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19A C20A 1.492(18) . ?
C19A N1 1.495(11) . ?
C19A H19A 0.9700 . ?
C19A H19B 0.9700 . ?
C20A N2 1.497(11) . ?
C20A H20A 0.9700 . ?
C20A H20B 0.9700 . ?
C19B N1 1.510(13) . ?
C19B C20B 1.52(3) . ?
C19B H19C 0.9700 . ?
C19B H19D 0.9700 . ?
C20B N2 1.494(13) . ?
C20B H20C 0.9700 . ?
C20B H20D 0.9700 . ?
C21 C22 1.3900 . ?
C21 C26 1.3900 . ?
C22 C23 1.3900 . ?
C22 H22 0.9300 . ?
C23 C24 1.3900 . ?
C23 H23 0.9300 . ?
C24 C25 1.3900 . ?
C24 H24 0.9300 . ?
C25 C26 1.3900 . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 C28 1.382(14) . ?
C27 C32 1.383(14) . ?
C28 C29 1.374(16) . ?
C28 H28 0.9300 . ?
C29 C30 1.365(18) . ?
C29 H29 0.9300 . ?
C30 C31 1.342(16) . ?
C30 H30 0.9300 . ?
C31 C32 1.406(15) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 Cl1 1.712(11) . ?
C33 Cl2 1.753(12) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?

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
N1 B1 C1 117.2(8) . . ?
N1 B1 C21 120.0(8) . . ?
C1 B1 C21 122.8(8) . . ?
N2 B2 C14 115.9(9) . . ?
N2 B2 C27 118.6(9) . . ?
C14 B2 C27 125.5(9) . . ?
C2 C1 C6 119.5(8) . . ?
C2 C1 B1 122.7(9) . . ?
C6 C1 B1 117.7(8) . . ?
C3 C2 C1 122.5(9) . . ?
C3 C2 H2 118.8 . . ?
C1 C2 H2 118.8 . . ?
C2 C3 C4 118.0(9) . . ?
C2 C3 H3 121.0 . . ?
C4 C3 H3 121.0 . . ?
C5 C4 C3 121.5(10) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C4 C5 C6 122.0(9) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C5 C6 C1 116.4(8) . . ?
C5 C6 C7 123.0(8) . . ?
C1 C6 C7 120.5(8) . . ?
C12 C7 C6 121.7(8) . . ?
C12 C7 C8 117.0(8) . . ?
C6 C7 C8 121.3(8) . . ?
N1 C8 C9 122.3(6) . . ?
N1 C8 C7 118.1(7) . . ?
C9 C8 C7 119.5(6) . . ?
N2 C9 C10 119.8(7) . . ?
N2 C9 C8 119.2(6) . . ?
C10 C9 C8 121.0(7) . . ?
C11 C10 C9 117.4(8) . . ?
C11 C10 C13 121.1(8) . . ?
C9 C10 C13 121.5(8) . . ?
C12 C11 C10 123.5(9) . . ?
C12 C11 H11 118.2 . . ?
C10 C11 H11 118.2 . . ?
C11 C12 C7 121.4(9) . . ?
C11 C12 H12 119.3 . . ?
C7 C12 H12 119.3 . . ?
C18 C13 C14 119.1(8) . . ?
C18 C13 C10 123.4(9) . . ?
C14 C13 C10 117.4(8) . . ?
C13 C14 C15 116.8(8) . . ?
C13 C14 B2 121.1(8) . . ?
C15 C14 B2 122.0(9) . . ?
C16 C15 C14 122.8(10) . . ?
C16 C15 H15 118.6 . . ?
C14 C15 H15 118.6 . . ?
C15 C16 C17 118.6(9) . . ?
C15 C16 H16 120.7 . . ?
C17 C16 H16 120.7 . . ?
C18 C17 C16 121.0(10) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C13 121.8(9) . . ?
C17 C18 H18 119.1 . . ?
C13 C18 H18 119.1 . . ?
C20A C19A N1 108.1(9) . . ?
C20A C19A H19A 110.1 . . ?
N1 C19A H19A 110.1 . . ?
C20A C19A H19B 110.1 . . ?
N1 C19A H19B 110.1 . . ?
H19A C19A H19B 108.4 . . ?
C19A C20A N2 107.1(10) . . ?
C19A C20A H20A 110.3 . . ?
N2 C20A H20A 110.3 . . ?
C19A C20A H20B 110.3 . . ?
N2 C20A H20B 110.3 . . ?
H20A C20A H20B 108.6 . . ?
N1 C19B C20B 104.9(15) . . ?
N1 C19B H19C 110.8 . . ?
C20B C19B H19C 110.8 . . ?
N1 C19B H19D 110.8 . . ?
C20B C19B H19D 110.8 . . ?
H19C C19B H19D 108.9 . . ?
C19B C20B N2 106.9(15) . . ?
C19B C20B H20C 110.4 . . ?
N2 C20B H20C 110.4 . . ?
C19B C20B H20D 110.3 . . ?
N2 C20B H20D 110.3 . . ?
H20C C20B H20D 108.6 . . ?
C22 C21 C26 120.0 . . ?
C22 C21 B1 117.4(6) . . ?
C26 C21 B1 122.6(6) . . ?
C23 C22 C21 120.0 . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C23 C24 120.0 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C25 C24 C23 120.0 . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C26 C25 C24 120.0 . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C25 C26 C21 120.0 . . ?
C25 C26 H26 120.0 . . ?
C21 C26 H26 120.0 . . ?
C28 C27 C32 115.7(10) . . ?
C28 C27 B2 123.0(10) . . ?
C32 C27 B2 121.3(9) . . ?
C27 C28 C29 122.5(12) . . ?
C27 C28 H28 118.7 . . ?
C29 C28 H28 118.7 . . ?
C30 C29 C28 120.6(13) . . ?
C30 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C31 C30 C29 119.2(12) . . ?
C31 C30 H30 120.4 . . ?
C29 C30 H30 120.4 . . ?
C30 C31 C32 120.5(12) . . ?
C30 C31 H31 119.8 . . ?
C32 C31 H31 119.8 . . ?
C27 C32 C31 121.5(11) . . ?
C27 C32 H32 119.2 . . ?
C31 C32 H32 119.2 . . ?
Cl1 C33 Cl2 110.8(10) . . ?
Cl1 C33 H33A 109.5 . . ?
Cl2 C33 H33A 109.5 . . ?
Cl1 C33 H33B 109.5 . . ?
Cl2 C33 H33B 109.5 . . ?
H33A C33 H33B 108.1 . . ?
C8 N1 B1 125.0(7) . . ?
C8 N1 C19B 112.5(9) . . ?
B1 N1 C19B 118.4(8) . . ?
C8 N1 C19A 114.9(6) . . ?
B1 N1 C19A 119.5(7) . . ?
C9 N2 B2 123.2(8) . . ?
C9 N2 C20A 113.7(6) . . ?
B2 N2 C20A 122.2(8) . . ?
C9 N2 C20B 115.0(9) . . ?
B2 N2 C20B 115.8(8) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 B1 C1 C2 -177.0(9) . . . . ?
C21 B1 C1 C2 4.1(14) . . . . ?
N1 B1 C1 C6 -0.2(13) . . . . ?
C21 B1 C1 C6 -179.1(8) . . . . ?
C6 C1 C2 C3 -0.7(15) . . . . ?
B1 C1 C2 C3 176.1(10) . . . . ?
C1 C2 C3 C4 2.2(16) . . . . ?
C2 C3 C4 C5 -2.9(17) . . . . ?
C3 C4 C5 C6 2.1(17) . . . . ?
C4 C5 C6 C1 -0.5(15) . . . . ?
C4 C5 C6 C7 178.7(10) . . . . ?
C2 C1 C6 C5 -0.2(13) . . . . ?
B1 C1 C6 C5 -177.2(8) . . . . ?
C2 C1 C6 C7 -179.5(8) . . . . ?
B1 C1 C6 C7 3.6(12) . . . . ?
C5 C6 C7 C12 -6.2(13) . . . . ?
C1 C6 C7 C12 173.0(8) . . . . ?
C5 C6 C7 C8 175.6(9) . . . . ?
C1 C6 C7 C8 -5.3(12) . . . . ?
C12 C7 C8 N1 -175.1(8) . . . . ?
C6 C7 C8 N1 3.2(12) . . . . ?
C12 C7 C8 C9 4.9(11) . . . . ?
C6 C7 C8 C9 -176.8(8) . . . . ?
N1 C8 C9 N2 -3.4(13) . . . . ?
C7 C8 C9 N2 176.6(8) . . . . ?
N1 C8 C9 C10 175.8(8) . . . . ?
C7 C8 C9 C10 -4.2(12) . . . . ?
N2 C9 C10 C11 -179.5(8) . . . . ?
C8 C9 C10 C11 1.4(12) . . . . ?
N2 C9 C10 C13 0.2(13) . . . . ?
C8 C9 C10 C13 -179.0(8) . . . . ?
C9 C10 C11 C12 0.6(14) . . . . ?
C13 C10 C11 C12 -179.0(9) . . . . ?
C10 C11 C12 C7 0.3(15) . . . . ?
C6 C7 C12 C11 178.7(9) . . . . ?
C8 C7 C12 C11 -3.0(13) . . . . ?
C11 C10 C13 C18 5.1(14) . . . . ?
C9 C10 C13 C18 -174.5(9) . . . . ?
C11 C10 C13 C14 -172.6(8) . . . . ?
C9 C10 C13 C14 7.8(12) . . . . ?
C18 C13 C14 C15 -0.7(13) . . . . ?
C10 C13 C14 C15 177.2(8) . . . . ?
C18 C13 C14 B2 175.2(9) . . . . ?
C10 C13 C14 B2 -7.0(12) . . . . ?
N2 B2 C14 C13 -1.2(13) . . . . ?
C27 B2 C14 C13 -177.6(9) . . . . ?
N2 B2 C14 C15 174.4(8) . . . . ?
C27 B2 C14 C15 -2.0(14) . . . . ?
C13 C14 C15 C16 0.4(13) . . . . ?
B2 C14 C15 C16 -175.3(9) . . . . ?
C14 C15 C16 C17 0.9(15) . . . . ?
C15 C16 C17 C18 -2.1(16) . . . . ?
C16 C17 C18 C13 1.9(16) . . . . ?
C14 C13 C18 C17 -0.5(15) . . . . ?
C10 C13 C18 C17 -178.2(9) . . . . ?
N1 C19A C20A N2 -65.9(15) . . . . ?
N1 C19B C20B N2 69(3) . . . . ?
N1 B1 C21 C22 97.7(10) . . . . ?
C1 B1 C21 C22 -83.5(10) . . . . ?
N1 B1 C21 C26 -84.0(10) . . . . ?
C1 B1 C21 C26 94.9(10) . . . . ?
C26 C21 C22 C23 0.0 . . . . ?
B1 C21 C22 C23 178.4(7) . . . . ?
C21 C22 C23 C24 0.0 . . . . ?
C22 C23 C24 C25 0.0 . . . . ?
C23 C24 C25 C26 0.0 . . . . ?
C24 C25 C26 C21 0.0 . . . . ?
C22 C21 C26 C25 0.0 . . . . ?
B1 C21 C26 C25 -178.3(8) . . . . ?
N2 B2 C27 C28 -112.9(11) . . . . ?
C14 B2 C27 C28 63.5(14) . . . . ?
N2 B2 C27 C32 68.1(13) . . . . ?
C14 B2 C27 C32 -115.6(11) . . . . ?
C32 C27 C28 C29 -0.5(17) . . . . ?
B2 C27 C28 C29 -179.6(11) . . . . ?
C27 C28 C29 C30 1(2) . . . . ?
C28 C29 C30 C31 -1(2) . . . . ?
C29 C30 C31 C32 -1(2) . . . . ?
C28 C27 C32 C31 -1.0(15) . . . . ?
B2 C27 C32 C31 178.1(10) . . . . ?
C30 C31 C32 C27 1.7(18) . . . . ?
C9 C8 N1 B1 -179.6(9) . . . . ?
C7 C8 N1 B1 0.4(13) . . . . ?
C9 C8 N1 C19B 23.6(19) . . . . ?
C7 C8 N1 C19B -156.4(18) . . . . ?
C9 C8 N1 C19A -8.8(14) . . . . ?
C7 C8 N1 C19A 171.1(10) . . . . ?
C1 B1 N1 C8 -1.8(14) . . . . ?
C21 B1 N1 C8 177.1(8) . . . . ?
C1 B1 N1 C19B 154(2) . . . . ?
C21 B1 N1 C19B -27(2) . . . . ?
C1 B1 N1 C19A -172.2(11) . . . . ?
C21 B1 N1 C19A 6.7(15) . . . . ?
C20B C19B N1 C8 -55(2) . . . . ?
C20B C19B N1 B1 146.1(15) . . . . ?
C20A C19A N1 C8 43.6(15) . . . . ?
C20A C19A N1 B1 -145.1(11) . . . . ?
C10 C9 N2 B2 -9.4(13) . . . . ?
C8 C9 N2 B2 169.8(8) . . . . ?
C10 C9 N2 C20A 160.0(10) . . . . ?
C8 C9 N2 C20A -20.8(12) . . . . ?
C10 C9 N2 C20B -161.1(19) . . . . ?
C8 C9 N2 C20B 18(2) . . . . ?
C14 B2 N2 C9 9.7(13) . . . . ?
C27 B2 N2 C9 -173.6(9) . . . . ?
C14 B2 N2 C20A -158.8(10) . . . . ?
C27 B2 N2 C20A 17.9(14) . . . . ?
C14 B2 N2 C20B 161(2) . . . . ?
C27 B2 N2 C20B -22(2) . . . . ?
C19A C20A N2 C9 55.4(14) . . . . ?
C19A C20A N2 B2 -135.1(10) . . . . ?
C19B C20B N2 C9 -52(3) . . . . ?
C19B C20B N2 B2 154.7(16) . . . . ?

_refine_diff_density_max         0.338
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.063

