# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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-O
_database_code_depnum_ccdc_archive 'CCDC 1922537'
loop_
_audit_author_name
_audit_author_address
'Dominic Prieschl'
;University of Wuerzburg
Germany
;
_audit_update_record             
;
2019-06-12 deposited with the CCDC.	2019-07-19 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C39 H48 B2 N2 O'
_chemical_formula_sum            'C39 H48 B2 N2 O'
_chemical_formula_weight         582.41

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'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   12.017(5)
_cell_length_b                   8.345(4)
_cell_length_c                   33.497(13)
_cell_angle_alpha                90
_cell_angle_beta                 94.968(14)
_cell_angle_gamma                90
_cell_volume                     3346(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6911
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      25.00


_exptl_special_details           
;
The crystal was immersed in a film of perfluoropolyether oil, mounted on a 
polyimide microloop (MicroMounts of MiTeGen) and transferred to stream of cold 
nitrogen (Oxford Cryostream 700).
;
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_F_000             1256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.201
_exptl_crystal_size_mid          0.189
_exptl_crystal_size_min          0.121
_exptl_absorpt_coefficient_mu    0.067
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6973
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SadAbs 2014/5 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'rotating-anode (Nonius FR-591)'
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'CCD area detector (Apex2)'
_diffrn_detector_area_resol_mean 8.333
_diffrn_reflns_number            39686
_diffrn_reflns_av_unetI/netI     0.0594
_diffrn_reflns_av_R_equivalents  0.0736
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_theta_min         1.701
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        26.000
_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 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6849
_reflns_number_gt                4654
_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       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. V8.37A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.37A (Bruker AXS)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2017/1 (Sheldrick, 2017)'
_refine_special_details          
;

 Refinement of F² against ALL reflections. The weighted R-factor wR and 
goodness of fit S are based on F², conventional R-factors R are based on F, 
with F set to zero for negative F². The threshold expression of F² > 
2sigma(F²) is used only for calculating R-factors(gt) etc. and is not 
relevant to the choice of reflections for refinement. R-factors based on F² 
are statistically about twice as large as those based on F, and R-factors 
based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0513P)²+1.5310P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6849
_refine_ls_number_parameters     408
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0920
_refine_ls_R_factor_gt           0.0535
_refine_ls_wR_factor_ref         0.1295
_refine_ls_wR_factor_gt          0.1158
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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_1 C 0.66278(15) 0.1878(2) 0.30330(5) 0.0167(4) Uani 1 1 d . . . . .
C2_1 C 0.74808(15) 0.2500(2) 0.28207(5) 0.0194(4) Uani 1 1 d . . . . .
C3_1 C 0.83482(16) 0.1489(2) 0.27343(6) 0.0228(4) Uani 1 1 d . . . . .
H3_1 H 0.893017 0.190390 0.258960 0.027 Uiso 1 1 calc R U . . .
C4_1 C 0.83918(15) -0.0105(2) 0.28524(6) 0.0209(4) Uani 1 1 d . . . . .
C5_1 C 0.75172(16) -0.0693(2) 0.30564(5) 0.0206(4) Uani 1 1 d . . . . .
H5_1 H 0.752921 -0.178375 0.313753 0.025 Uiso 1 1 calc R U . . .
C6_1 C 0.66240(15) 0.0271(2) 0.31454(5) 0.0181(4) Uani 1 1 d . . . . .
C7_1 C 0.56841(16) -0.0432(2) 0.33588(6) 0.0244(5) Uani 1 1 d . . . . .
H7A_1 H 0.497128 -0.021950 0.320296 0.037 Uiso 1 1 calc R U . . .
H7B_1 H 0.567791 0.005826 0.362451 0.037 Uiso 1 1 calc R U . . .
H7C_1 H 0.579197 -0.159144 0.338784 0.037 Uiso 1 1 calc R U . . .
C8_1 C 0.74658(18) 0.4213(2) 0.26810(7) 0.0306(5) Uani 1 1 d . . . . .
H8A_1 H 0.823128 0.456769 0.265057 0.046 Uiso 1 1 calc R U . . .
H8B_1 H 0.713653 0.489114 0.287859 0.046 Uiso 1 1 calc R U . . .
H8C_1 H 0.701980 0.429661 0.242266 0.046 Uiso 1 1 calc R U . . .
C9_1 C 0.93435(17) -0.1164(3) 0.27544(7) 0.0307(5) Uani 1 1 d . . . . .
H9A_1 H 0.946646 -0.104415 0.247048 0.046 Uiso 1 1 calc R U . . .
H9B_1 H 0.916204 -0.228321 0.280907 0.046 Uiso 1 1 calc R U . . .
H9C_1 H 1.002231 -0.085447 0.291967 0.046 Uiso 1 1 calc R U . . .
C1_2 C 0.25631(15) 0.4720(2) 0.33823(5) 0.0180(4) Uani 1 1 d . . . . .
C2_2 C 0.17465(16) 0.3514(2) 0.33447(6) 0.0225(4) Uani 1 1 d . . . . .
C3_2 C 0.06575(17) 0.3862(2) 0.34229(6) 0.0257(5) Uani 1 1 d . . . . .
H3_2 H 0.010941 0.303990 0.339318 0.031 Uiso 1 1 calc R U . . .
C4_2 C 0.03461(16) 0.5378(2) 0.35436(6) 0.0247(5) Uani 1 1 d . . . . .
C5_2 C 0.11515(16) 0.6565(2) 0.35645(6) 0.0244(5) Uani 1 1 d . . . . .
H5_2 H 0.094841 0.761738 0.363876 0.029 Uiso 1 1 calc R U . . .
C6_2 C 0.22554(16) 0.6276(2) 0.34804(6) 0.0215(4) Uani 1 1 d . . . . .
C7_2 C 0.30579(17) 0.7657(2) 0.34831(7) 0.0309(5) Uani 1 1 d . . . . .
H7A_2 H 0.349423 0.758085 0.324981 0.046 Uiso 1 1 calc R U . . .
H7B_2 H 0.356249 0.762340 0.372894 0.046 Uiso 1 1 calc R U . . .
H7C_2 H 0.264049 0.866705 0.347213 0.046 Uiso 1 1 calc R U . . .
C8_2 C 0.20458(18) 0.1842(2) 0.32210(7) 0.0338(5) Uani 1 1 d . . . . .
H8A_2 H 0.219237 0.184119 0.293774 0.051 Uiso 1 1 calc R U . . .
H8B_2 H 0.142445 0.111441 0.326049 0.051 Uiso 1 1 calc R U . . .
H8C_2 H 0.271514 0.148239 0.338450 0.051 Uiso 1 1 calc R U . . .
C9_2 C -0.08397(17) 0.5701(3) 0.36433(7) 0.0362(6) Uani 1 1 d . . . . .
H9A_2 H -0.136502 0.531003 0.342485 0.054 Uiso 1 1 calc R U . . .
H9B_2 H -0.094435 0.685632 0.367722 0.054 Uiso 1 1 calc R U . . .
H9C_2 H -0.097630 0.514627 0.389222 0.054 Uiso 1 1 calc R U . . .
C1_3 C 0.76481(16) 0.2846(2) 0.44558(6) 0.0203(4) Uani 1 1 d . . . . .
C2_3 C 0.86310(16) 0.2069(2) 0.43590(6) 0.0247(5) Uani 1 1 d . . . . .
C3_3 C 0.95686(17) 0.2055(3) 0.46333(7) 0.0313(5) Uani 1 1 d . . . . .
H3_3 H 1.021958 0.150738 0.456588 0.038 Uiso 1 1 calc R U . . .
C4_3 C 0.95842(18) 0.2813(3) 0.50010(7) 0.0326(5) Uani 1 1 d . . . . .
C5_3 C 0.86331(19) 0.3621(2) 0.50890(6) 0.0312(5) Uani 1 1 d . . . . .
H5_3 H 0.863787 0.418058 0.533613 0.037 Uiso 1 1 calc R U . . .
C6_3 C 0.76692(17) 0.3644(2) 0.48280(6) 0.0242(5) Uani 1 1 d . . . . .
C7_3 C 0.66630(19) 0.4559(3) 0.49424(6) 0.0330(5) Uani 1 1 d . . . . .
H7A_3 H 0.649538 0.543085 0.475055 0.050 Uiso 1 1 calc R U . . .
H7B_3 H 0.681897 0.500611 0.521191 0.050 Uiso 1 1 calc R U . . .
H7C_3 H 0.602031 0.383448 0.493895 0.050 Uiso 1 1 calc R U . . .
C8_3 C 0.86661(17) 0.1170(3) 0.39690(6) 0.0307(5) Uani 1 1 d . . . . .
H8A_3 H 0.843665 0.188503 0.374480 0.046 Uiso 1 1 calc R U . . .
H8B_3 H 0.815647 0.025215 0.396579 0.046 Uiso 1 1 calc R U . . .
H8C_3 H 0.942801 0.078882 0.394332 0.046 Uiso 1 1 calc R U . . .
C9_3 C 1.0598(2) 0.2715(3) 0.53001(8) 0.0502(7) Uani 1 1 d . . . . .
H9A_3 H 1.125193 0.241076 0.516148 0.075 Uiso 1 1 calc R U . . .
H9B_3 H 1.047035 0.190889 0.550406 0.075 Uiso 1 1 calc R U . . .
H9C_3 H 1.072980 0.376029 0.542882 0.075 Uiso 1 1 calc R U . . .
C1_4 C 0.39864(16) 0.4345(3) 0.29046(6) 0.0251(5) Uani 1 1 d . . . . .
H1A_4 H 0.433340 0.540055 0.286193 0.030 Uiso 1 1 calc R U . . .
H1AB_4 H 0.330423 0.425966 0.271774 0.030 Uiso 1 1 calc R U . . .
C2_4 C 0.47936(16) 0.3029(3) 0.28145(6) 0.0256(5) Uani 1 1 d . . . . .
H2A_4 H 0.439089 0.199348 0.279205 0.031 Uiso 1 1 calc R U . . .
H2AB_4 H 0.509521 0.324874 0.255418 0.031 Uiso 1 1 calc R U . . .
C3_4 C 0.46376(15) 0.4700(2) 0.35960(5) 0.0179(4) Uani 1 1 d . . . . .
H3_4 H 0.482230 0.584780 0.354705 0.022 Uiso 1 1 calc R U . . .
N1_4 N 0.57232(12) 0.29100(18) 0.31298(4) 0.0180(3) Uani 1 1 d . . . . .
N2_4 N 0.36827(12) 0.42427(18) 0.33156(4) 0.0185(4) Uani 1 1 d . . . . .
B1_4 B 0.56738(18) 0.3634(2) 0.35030(6) 0.0169(5) Uani 1 1 d . . . . .
B2_4 B 0.65493(18) 0.2786(2) 0.41657(6) 0.0189(5) Uani 1 1 d . . . . .
O1_4 O 0.65682(10) 0.34601(15) 0.37945(4) 0.0180(3) Uani 1 1 d . . . . .
C1_5 C 0.54135(15) 0.1965(2) 0.42698(5) 0.0181(4) Uani 1 1 d . . . . .
C2_5 C 0.53599(16) 0.0393(2) 0.44209(5) 0.0208(4) Uani 1 1 d . . . . .
C3_5 C 0.43259(17) -0.0316(2) 0.44575(6) 0.0246(5) Uani 1 1 d . . . . .
H3_5 H 0.430210 -0.138477 0.455372 0.030 Uiso 1 1 calc R U . . .
C4_5 C 0.33277(16) 0.0485(2) 0.43582(6) 0.0240(5) Uani 1 1 d . . . . .
C5_5 C 0.33804(16) 0.2058(2) 0.42289(5) 0.0214(4) Uani 1 1 d . . . . .
H5_5 H 0.270727 0.264236 0.417100 0.026 Uiso 1 1 calc R U . . .
C6_5 C 0.43951(15) 0.2799(2) 0.41823(5) 0.0183(4) Uani 1 1 d . . . . .
C7_5 C 0.44034(16) 0.4514(2) 0.40370(5) 0.0197(4) Uani 1 1 d . . . . .
H7A_5 H 0.497822 0.511521 0.420546 0.024 Uiso 1 1 calc R U . . .
H7AB_5 H 0.366993 0.500494 0.407467 0.024 Uiso 1 1 calc R U . . .
C8_5 C 0.63914(17) -0.0610(2) 0.45300(6) 0.0284(5) Uani 1 1 d . . . . .
H8A_5 H 0.663423 -0.111302 0.428778 0.043 Uiso 1 1 calc R U . . .
H8B_5 H 0.621763 -0.144271 0.472131 0.043 Uiso 1 1 calc R U . . .
H8C_5 H 0.699016 0.007630 0.465139 0.043 Uiso 1 1 calc R U . . .
C9_5 C 0.22215(17) -0.0333(3) 0.43918(7) 0.0343(5) Uani 1 1 d . . . . .
H9A_5 H 0.166124 0.011878 0.419331 0.051 Uiso 1 1 calc R U . . .
H9B_5 H 0.198447 -0.016711 0.466142 0.051 Uiso 1 1 calc R U . . .
H9C_5 H 0.229959 -0.148401 0.434266 0.051 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1_1 C6_1 1.392(3) . ?
C1_1 C2_1 1.397(3) . ?
C1_1 N1_4 1.446(2) . ?
C2_1 C3_1 1.390(3) . ?
C2_1 C8_1 1.504(3) . ?
C3_1 C4_1 1.387(3) . ?
C3_1 H3_1 0.9500 . ?
C4_1 C5_1 1.392(3) . ?
C4_1 C9_1 1.504(3) . ?
C5_1 C6_1 1.394(3) . ?
C5_1 H5_1 0.9500 . ?
C6_1 C7_1 1.507(3) . ?
C7_1 H7A_1 0.9800 . ?
C7_1 H7B_1 0.9800 . ?
C7_1 H7C_1 0.9800 . ?
C8_1 H8A_1 0.9800 . ?
C8_1 H8B_1 0.9800 . ?
C8_1 H8C_1 0.9800 . ?
C9_1 H9A_1 0.9800 . ?
C9_1 H9B_1 0.9800 . ?
C9_1 H9C_1 0.9800 . ?
C1_2 C6_2 1.397(3) . ?
C1_2 C2_2 1.404(3) . ?
C1_2 N2_4 1.439(2) . ?
C2_2 C3_2 1.388(3) . ?
C2_2 C8_2 1.508(3) . ?
C3_2 C4_2 1.389(3) . ?
C3_2 H3_2 0.9500 . ?
C4_2 C5_2 1.383(3) . ?
C4_2 C9_2 1.516(3) . ?
C5_2 C6_2 1.401(3) . ?
C5_2 H5_2 0.9500 . ?
C6_2 C7_2 1.502(3) . ?
C7_2 H7A_2 0.9800 . ?
C7_2 H7B_2 0.9800 . ?
C7_2 H7C_2 0.9800 . ?
C8_2 H8A_2 0.9800 . ?
C8_2 H8B_2 0.9800 . ?
C8_2 H8C_2 0.9800 . ?
C9_2 H9A_2 0.9800 . ?
C9_2 H9B_2 0.9800 . ?
C9_2 H9C_2 0.9800 . ?
C1_3 C2_3 1.410(3) . ?
C1_3 C6_3 1.412(3) . ?
C1_3 B2_4 1.571(3) . ?
C2_3 C3_3 1.391(3) . ?
C2_3 C8_3 1.510(3) . ?
C3_3 C4_3 1.383(3) . ?
C3_3 H3_3 0.9500 . ?
C4_3 C5_3 1.381(3) . ?
C4_3 C9_3 1.511(3) . ?
C5_3 C6_3 1.390(3) . ?
C5_3 H5_3 0.9500 . ?
C6_3 C7_3 1.507(3) . ?
C7_3 H7A_3 0.9800 . ?
C7_3 H7B_3 0.9800 . ?
C7_3 H7C_3 0.9800 . ?
C8_3 H8A_3 0.9800 . ?
C8_3 H8B_3 0.9800 . ?
C8_3 H8C_3 0.9800 . ?
C9_3 H9A_3 0.9800 . ?
C9_3 H9B_3 0.9800 . ?
C9_3 H9C_3 0.9800 . ?
C1_4 N2_4 1.457(2) . ?
C1_4 C2_4 1.513(3) . ?
C1_4 H1A_4 0.9900 . ?
C1_4 H1AB_4 0.9900 . ?
C2_4 N1_4 1.473(2) . ?
C2_4 H2A_4 0.9900 . ?
C2_4 H2AB_4 0.9900 . ?
C3_4 N2_4 1.469(2) . ?
C3_4 C7_5 1.536(3) . ?
C3_4 B1_4 1.583(3) . ?
C3_4 H3_4 1.0000 . ?
N1_4 B1_4 1.394(3) . ?
B1_4 O1_4 1.396(3) . ?
B2_4 O1_4 1.367(2) . ?
B2_4 C1_5 1.592(3) . ?
C1_5 C2_5 1.410(3) . ?
C1_5 C6_5 1.416(3) . ?
C2_5 C3_5 1.391(3) . ?
C2_5 C8_5 1.514(3) . ?
C3_5 C4_5 1.388(3) . ?
C3_5 H3_5 0.9500 . ?
C4_5 C5_5 1.385(3) . ?
C4_5 C9_5 1.507(3) . ?
C5_5 C6_5 1.388(3) . ?
C5_5 H5_5 0.9500 . ?
C6_5 C7_5 1.511(3) . ?
C7_5 H7A_5 0.9900 . ?
C7_5 H7AB_5 0.9900 . ?
C8_5 H8A_5 0.9800 . ?
C8_5 H8B_5 0.9800 . ?
C8_5 H8C_5 0.9800 . ?
C9_5 H9A_5 0.9800 . ?
C9_5 H9B_5 0.9800 . ?
C9_5 H9C_5 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6_1 C1_1 C2_1 120.99(17) . . ?
C6_1 C1_1 N1_4 119.53(16) . . ?
C2_1 C1_1 N1_4 119.46(16) . . ?
C3_1 C2_1 C1_1 118.49(17) . . ?
C3_1 C2_1 C8_1 120.04(17) . . ?
C1_1 C2_1 C8_1 121.46(17) . . ?
C4_1 C3_1 C2_1 122.17(17) . . ?
C4_1 C3_1 H3_1 118.9 . . ?
C2_1 C3_1 H3_1 118.9 . . ?
C3_1 C4_1 C5_1 117.80(17) . . ?
C3_1 C4_1 C9_1 120.77(18) . . ?
C5_1 C4_1 C9_1 121.42(18) . . ?
C4_1 C5_1 C6_1 122.01(18) . . ?
C4_1 C5_1 H5_1 119.0 . . ?
C6_1 C5_1 H5_1 119.0 . . ?
C1_1 C6_1 C5_1 118.48(17) . . ?
C1_1 C6_1 C7_1 121.55(17) . . ?
C5_1 C6_1 C7_1 119.97(17) . . ?
C6_1 C7_1 H7A_1 109.5 . . ?
C6_1 C7_1 H7B_1 109.5 . . ?
H7A_1 C7_1 H7B_1 109.5 . . ?
C6_1 C7_1 H7C_1 109.5 . . ?
H7A_1 C7_1 H7C_1 109.5 . . ?
H7B_1 C7_1 H7C_1 109.5 . . ?
C2_1 C8_1 H8A_1 109.5 . . ?
C2_1 C8_1 H8B_1 109.5 . . ?
H8A_1 C8_1 H8B_1 109.5 . . ?
C2_1 C8_1 H8C_1 109.5 . . ?
H8A_1 C8_1 H8C_1 109.5 . . ?
H8B_1 C8_1 H8C_1 109.5 . . ?
C4_1 C9_1 H9A_1 109.5 . . ?
C4_1 C9_1 H9B_1 109.5 . . ?
H9A_1 C9_1 H9B_1 109.5 . . ?
C4_1 C9_1 H9C_1 109.5 . . ?
H9A_1 C9_1 H9C_1 109.5 . . ?
H9B_1 C9_1 H9C_1 109.5 . . ?
C6_2 C1_2 C2_2 119.36(17) . . ?
C6_2 C1_2 N2_4 124.34(17) . . ?
C2_2 C1_2 N2_4 116.30(16) . . ?
C3_2 C2_2 C1_2 119.78(18) . . ?
C3_2 C2_2 C8_2 119.77(18) . . ?
C1_2 C2_2 C8_2 120.45(18) . . ?
C2_2 C3_2 C4_2 121.84(19) . . ?
C2_2 C3_2 H3_2 119.1 . . ?
C4_2 C3_2 H3_2 119.1 . . ?
C5_2 C4_2 C3_2 117.55(18) . . ?
C5_2 C4_2 C9_2 121.90(19) . . ?
C3_2 C4_2 C9_2 120.55(19) . . ?
C4_2 C5_2 C6_2 122.49(18) . . ?
C4_2 C5_2 H5_2 118.8 . . ?
C6_2 C5_2 H5_2 118.8 . . ?
C1_2 C6_2 C5_2 118.83(18) . . ?
C1_2 C6_2 C7_2 122.09(17) . . ?
C5_2 C6_2 C7_2 119.04(17) . . ?
C6_2 C7_2 H7A_2 109.5 . . ?
C6_2 C7_2 H7B_2 109.5 . . ?
H7A_2 C7_2 H7B_2 109.5 . . ?
C6_2 C7_2 H7C_2 109.5 . . ?
H7A_2 C7_2 H7C_2 109.5 . . ?
H7B_2 C7_2 H7C_2 109.5 . . ?
C2_2 C8_2 H8A_2 109.5 . . ?
C2_2 C8_2 H8B_2 109.5 . . ?
H8A_2 C8_2 H8B_2 109.5 . . ?
C2_2 C8_2 H8C_2 109.5 . . ?
H8A_2 C8_2 H8C_2 109.5 . . ?
H8B_2 C8_2 H8C_2 109.5 . . ?
C4_2 C9_2 H9A_2 109.5 . . ?
C4_2 C9_2 H9B_2 109.5 . . ?
H9A_2 C9_2 H9B_2 109.5 . . ?
C4_2 C9_2 H9C_2 109.5 . . ?
H9A_2 C9_2 H9C_2 109.5 . . ?
H9B_2 C9_2 H9C_2 109.5 . . ?
C2_3 C1_3 C6_3 117.95(18) . . ?
C2_3 C1_3 B2_4 121.29(17) . . ?
C6_3 C1_3 B2_4 120.73(17) . . ?
C3_3 C2_3 C1_3 119.93(19) . . ?
C3_3 C2_3 C8_3 119.05(19) . . ?
C1_3 C2_3 C8_3 120.94(18) . . ?
C4_3 C3_3 C2_3 122.2(2) . . ?
C4_3 C3_3 H3_3 118.9 . . ?
C2_3 C3_3 H3_3 118.9 . . ?
C5_3 C4_3 C3_3 117.75(19) . . ?
C5_3 C4_3 C9_3 121.3(2) . . ?
C3_3 C4_3 C9_3 120.9(2) . . ?
C4_3 C5_3 C6_3 122.2(2) . . ?
C4_3 C5_3 H5_3 118.9 . . ?
C6_3 C5_3 H5_3 118.9 . . ?
C5_3 C6_3 C1_3 119.96(19) . . ?
C5_3 C6_3 C7_3 119.37(19) . . ?
C1_3 C6_3 C7_3 120.66(18) . . ?
C6_3 C7_3 H7A_3 109.5 . . ?
C6_3 C7_3 H7B_3 109.5 . . ?
H7A_3 C7_3 H7B_3 109.5 . . ?
C6_3 C7_3 H7C_3 109.5 . . ?
H7A_3 C7_3 H7C_3 109.5 . . ?
H7B_3 C7_3 H7C_3 109.5 . . ?
C2_3 C8_3 H8A_3 109.5 . . ?
C2_3 C8_3 H8B_3 109.5 . . ?
H8A_3 C8_3 H8B_3 109.5 . . ?
C2_3 C8_3 H8C_3 109.5 . . ?
H8A_3 C8_3 H8C_3 109.5 . . ?
H8B_3 C8_3 H8C_3 109.5 . . ?
C4_3 C9_3 H9A_3 109.5 . . ?
C4_3 C9_3 H9B_3 109.5 . . ?
H9A_3 C9_3 H9B_3 109.5 . . ?
C4_3 C9_3 H9C_3 109.5 . . ?
H9A_3 C9_3 H9C_3 109.5 . . ?
H9B_3 C9_3 H9C_3 109.5 . . ?
N2_4 C1_4 C2_4 111.30(16) . . ?
N2_4 C1_4 H1A_4 109.4 . . ?
C2_4 C1_4 H1A_4 109.4 . . ?
N2_4 C1_4 H1AB_4 109.4 . . ?
C2_4 C1_4 H1AB_4 109.4 . . ?
H1A_4 C1_4 H1AB_4 108.0 . . ?
N1_4 C2_4 C1_4 111.44(16) . . ?
N1_4 C2_4 H2A_4 109.3 . . ?
C1_4 C2_4 H2A_4 109.3 . . ?
N1_4 C2_4 H2AB_4 109.3 . . ?
C1_4 C2_4 H2AB_4 109.3 . . ?
H2A_4 C2_4 H2AB_4 108.0 . . ?
N2_4 C3_4 C7_5 113.00(15) . . ?
N2_4 C3_4 B1_4 108.22(15) . . ?
C7_5 C3_4 B1_4 110.20(15) . . ?
N2_4 C3_4 H3_4 108.4 . . ?
C7_5 C3_4 H3_4 108.4 . . ?
B1_4 C3_4 H3_4 108.4 . . ?
B1_4 N1_4 C1_1 123.39(16) . . ?
B1_4 N1_4 C2_4 121.67(16) . . ?
C1_1 N1_4 C2_4 114.71(14) . . ?
C1_2 N2_4 C1_4 116.38(14) . . ?
C1_2 N2_4 C3_4 121.20(14) . . ?
C1_4 N2_4 C3_4 110.07(15) . . ?
N1_4 B1_4 O1_4 119.48(17) . . ?
N1_4 B1_4 C3_4 121.01(17) . . ?
O1_4 B1_4 C3_4 119.48(16) . . ?
O1_4 B2_4 C1_3 118.05(17) . . ?
O1_4 B2_4 C1_5 117.27(17) . . ?
C1_3 B2_4 C1_5 124.67(17) . . ?
B2_4 O1_4 B1_4 127.36(15) . . ?
C2_5 C1_5 C6_5 117.78(17) . . ?
C2_5 C1_5 B2_4 123.05(17) . . ?
C6_5 C1_5 B2_4 119.03(16) . . ?
C3_5 C2_5 C1_5 119.74(18) . . ?
C3_5 C2_5 C8_5 117.56(18) . . ?
C1_5 C2_5 C8_5 122.63(17) . . ?
C4_5 C3_5 C2_5 122.31(18) . . ?
C4_5 C3_5 H3_5 118.8 . . ?
C2_5 C3_5 H3_5 118.8 . . ?
C5_5 C4_5 C3_5 117.96(18) . . ?
C5_5 C4_5 C9_5 121.14(19) . . ?
C3_5 C4_5 C9_5 120.90(19) . . ?
C4_5 C5_5 C6_5 121.45(18) . . ?
C4_5 C5_5 H5_5 119.3 . . ?
C6_5 C5_5 H5_5 119.3 . . ?
C5_5 C6_5 C1_5 120.63(18) . . ?
C5_5 C6_5 C7_5 119.23(17) . . ?
C1_5 C6_5 C7_5 120.13(16) . . ?
C6_5 C7_5 C3_4 114.36(15) . . ?
C6_5 C7_5 H7A_5 108.7 . . ?
C3_4 C7_5 H7A_5 108.7 . . ?
C6_5 C7_5 H7AB_5 108.7 . . ?
C3_4 C7_5 H7AB_5 108.7 . . ?
H7A_5 C7_5 H7AB_5 107.6 . . ?
C2_5 C8_5 H8A_5 109.5 . . ?
C2_5 C8_5 H8B_5 109.5 . . ?
H8A_5 C8_5 H8B_5 109.5 . . ?
C2_5 C8_5 H8C_5 109.5 . . ?
H8A_5 C8_5 H8C_5 109.5 . . ?
H8B_5 C8_5 H8C_5 109.5 . . ?
C4_5 C9_5 H9A_5 109.5 . . ?
C4_5 C9_5 H9B_5 109.5 . . ?
H9A_5 C9_5 H9B_5 109.5 . . ?
C4_5 C9_5 H9C_5 109.5 . . ?
H9A_5 C9_5 H9C_5 109.5 . . ?
H9B_5 C9_5 H9C_5 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6_1 C1_1 C2_1 C3_1 -2.0(3) . . . . ?
N1_4 C1_1 C2_1 C3_1 179.39(16) . . . . ?
C6_1 C1_1 C2_1 C8_1 177.09(18) . . . . ?
N1_4 C1_1 C2_1 C8_1 -1.5(3) . . . . ?
C1_1 C2_1 C3_1 C4_1 -0.1(3) . . . . ?
C8_1 C2_1 C3_1 C4_1 -179.20(18) . . . . ?
C2_1 C3_1 C4_1 C5_1 1.4(3) . . . . ?
C2_1 C3_1 C4_1 C9_1 -179.91(18) . . . . ?
C3_1 C4_1 C5_1 C6_1 -0.6(3) . . . . ?
C9_1 C4_1 C5_1 C6_1 -179.29(18) . . . . ?
C2_1 C1_1 C6_1 C5_1 2.7(3) . . . . ?
N1_4 C1_1 C6_1 C5_1 -178.65(16) . . . . ?
C2_1 C1_1 C6_1 C7_1 -177.33(17) . . . . ?
N1_4 C1_1 C6_1 C7_1 1.3(3) . . . . ?
C4_1 C5_1 C6_1 C1_1 -1.4(3) . . . . ?
C4_1 C5_1 C6_1 C7_1 178.62(17) . . . . ?
C6_2 C1_2 C2_2 C3_2 -2.9(3) . . . . ?
N2_4 C1_2 C2_2 C3_2 176.94(17) . . . . ?
C6_2 C1_2 C2_2 C8_2 177.28(18) . . . . ?
N2_4 C1_2 C2_2 C8_2 -2.9(3) . . . . ?
C1_2 C2_2 C3_2 C4_2 -0.8(3) . . . . ?
C8_2 C2_2 C3_2 C4_2 179.00(19) . . . . ?
C2_2 C3_2 C4_2 C5_2 3.2(3) . . . . ?
C2_2 C3_2 C4_2 C9_2 -177.47(19) . . . . ?
C3_2 C4_2 C5_2 C6_2 -1.8(3) . . . . ?
C9_2 C4_2 C5_2 C6_2 178.8(2) . . . . ?
C2_2 C1_2 C6_2 C5_2 4.1(3) . . . . ?
N2_4 C1_2 C6_2 C5_2 -175.71(17) . . . . ?
C2_2 C1_2 C6_2 C7_2 -173.44(18) . . . . ?
N2_4 C1_2 C6_2 C7_2 6.7(3) . . . . ?
C4_2 C5_2 C6_2 C1_2 -1.8(3) . . . . ?
C4_2 C5_2 C6_2 C7_2 175.87(19) . . . . ?
C6_3 C1_3 C2_3 C3_3 2.3(3) . . . . ?
B2_4 C1_3 C2_3 C3_3 -175.81(18) . . . . ?
C6_3 C1_3 C2_3 C8_3 179.08(18) . . . . ?
B2_4 C1_3 C2_3 C8_3 0.9(3) . . . . ?
C1_3 C2_3 C3_3 C4_3 -1.3(3) . . . . ?
C8_3 C2_3 C3_3 C4_3 -178.1(2) . . . . ?
C2_3 C3_3 C4_3 C5_3 -1.0(3) . . . . ?
C2_3 C3_3 C4_3 C9_3 177.2(2) . . . . ?
C3_3 C4_3 C5_3 C6_3 2.2(3) . . . . ?
C9_3 C4_3 C5_3 C6_3 -176.02(19) . . . . ?
C4_3 C5_3 C6_3 C1_3 -1.1(3) . . . . ?
C4_3 C5_3 C6_3 C7_3 -179.66(19) . . . . ?
C2_3 C1_3 C6_3 C5_3 -1.2(3) . . . . ?
B2_4 C1_3 C6_3 C5_3 176.99(18) . . . . ?
C2_3 C1_3 C6_3 C7_3 177.33(18) . . . . ?
B2_4 C1_3 C6_3 C7_3 -4.5(3) . . . . ?
N2_4 C1_4 C2_4 N1_4 -48.2(2) . . . . ?
C6_1 C1_1 N1_4 B1_4 82.3(2) . . . . ?
C2_1 C1_1 N1_4 B1_4 -99.1(2) . . . . ?
C6_1 C1_1 N1_4 C2_4 -92.4(2) . . . . ?
C2_1 C1_1 N1_4 C2_4 86.3(2) . . . . ?
C1_4 C2_4 N1_4 B1_4 15.5(2) . . . . ?
C1_4 C2_4 N1_4 C1_1 -169.74(16) . . . . ?
C6_2 C1_2 N2_4 C1_4 -90.8(2) . . . . ?
C2_2 C1_2 N2_4 C1_4 89.3(2) . . . . ?
C6_2 C1_2 N2_4 C3_4 47.6(2) . . . . ?
C2_2 C1_2 N2_4 C3_4 -132.23(18) . . . . ?
C2_4 C1_4 N2_4 C1_2 -146.35(17) . . . . ?
C2_4 C1_4 N2_4 C3_4 70.8(2) . . . . ?
C7_5 C3_4 N2_4 C1_2 43.1(2) . . . . ?
B1_4 C3_4 N2_4 C1_2 165.38(15) . . . . ?
C7_5 C3_4 N2_4 C1_4 -176.20(15) . . . . ?
B1_4 C3_4 N2_4 C1_4 -53.88(19) . . . . ?
C1_1 N1_4 B1_4 O1_4 4.5(3) . . . . ?
C2_4 N1_4 B1_4 O1_4 178.76(16) . . . . ?
C1_1 N1_4 B1_4 C3_4 -177.64(16) . . . . ?
C2_4 N1_4 B1_4 C3_4 -3.4(3) . . . . ?
N2_4 C3_4 B1_4 N1_4 21.9(2) . . . . ?
C7_5 C3_4 B1_4 N1_4 145.94(17) . . . . ?
N2_4 C3_4 B1_4 O1_4 -160.20(15) . . . . ?
C7_5 C3_4 B1_4 O1_4 -36.2(2) . . . . ?
C2_3 C1_3 B2_4 O1_4 -62.8(2) . . . . ?
C6_3 C1_3 B2_4 O1_4 119.1(2) . . . . ?
C2_3 C1_3 B2_4 C1_5 116.0(2) . . . . ?
C6_3 C1_3 B2_4 C1_5 -62.1(3) . . . . ?
C1_3 B2_4 O1_4 B1_4 -175.34(17) . . . . ?
C1_5 B2_4 O1_4 B1_4 5.7(3) . . . . ?
N1_4 B1_4 O1_4 B2_4 -119.8(2) . . . . ?
C3_4 B1_4 O1_4 B2_4 62.3(2) . . . . ?
O1_4 B2_4 C1_5 C2_5 128.60(19) . . . . ?
C1_3 B2_4 C1_5 C2_5 -50.3(3) . . . . ?
O1_4 B2_4 C1_5 C6_5 -46.9(2) . . . . ?
C1_3 B2_4 C1_5 C6_5 134.21(19) . . . . ?
C6_5 C1_5 C2_5 C3_5 3.6(3) . . . . ?
B2_4 C1_5 C2_5 C3_5 -171.95(17) . . . . ?
C6_5 C1_5 C2_5 C8_5 -179.29(17) . . . . ?
B2_4 C1_5 C2_5 C8_5 5.1(3) . . . . ?
C1_5 C2_5 C3_5 C4_5 -1.5(3) . . . . ?
C8_5 C2_5 C3_5 C4_5 -178.72(18) . . . . ?
C2_5 C3_5 C4_5 C5_5 -1.8(3) . . . . ?
C2_5 C3_5 C4_5 C9_5 178.48(18) . . . . ?
C3_5 C4_5 C5_5 C6_5 2.8(3) . . . . ?
C9_5 C4_5 C5_5 C6_5 -177.45(17) . . . . ?
C4_5 C5_5 C6_5 C1_5 -0.6(3) . . . . ?
C4_5 C5_5 C6_5 C7_5 179.48(17) . . . . ?
C2_5 C1_5 C6_5 C5_5 -2.6(3) . . . . ?
B2_4 C1_5 C6_5 C5_5 173.12(16) . . . . ?
C2_5 C1_5 C6_5 C7_5 177.28(16) . . . . ?
B2_4 C1_5 C6_5 C7_5 -7.0(2) . . . . ?
C5_5 C6_5 C7_5 C3_4 -103.68(19) . . . . ?
C1_5 C6_5 C7_5 C3_4 76.4(2) . . . . ?
N2_4 C3_4 C7_5 C6_5 74.2(2) . . . . ?
B1_4 C3_4 C7_5 C6_5 -47.0(2) . . . . ?

_refine_diff_density_max         0.242
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.045


_chemical_properties_physical    
Air-sensitive,Moisture-sensitive,Oxygen-sensitive
####################################################################### 
# 
# 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-S
_database_code_depnum_ccdc_archive 'CCDC 1922538'
loop_
_audit_author_name
_audit_author_address
'Dominic Prieschl'
;University of Wuerzburg
Germany
;
_audit_update_record             
;
2019-06-12 deposited with the CCDC.	2019-07-19 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C39 H48 B2 N2 S'
_chemical_formula_sum            'C39 H48 B2 N2 S'
_chemical_formula_weight         598.47

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   12.3083(17)
_cell_length_b                   8.2219(11)
_cell_length_c                   34.364(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.549(8)
_cell_angle_gamma                90
_cell_volume                     3470.9(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    103
_cell_measurement_reflns_used    9886
_cell_measurement_theta_min      2.81
_cell_measurement_theta_max      26.71


_exptl_special_details           
;
The crystal was immersed in a film of perfluoropolyether oil, mounted on a 
polyimide microloop (MicroMounts of MiTeGen) and transferred to stream of cold 
nitrogen (Bruker Kryoflex2).
;
_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.145
_exptl_crystal_F_000             1288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.377
_exptl_crystal_size_mid          0.328
_exptl_crystal_size_min          0.172
_exptl_absorpt_coefficient_mu    0.122
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6969
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SadAbs 2016/2 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      103(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'microfocus sealed tube (Incoatec ImS)'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'CMOS area detector (Photon II)'
_diffrn_detector_area_resol_mean 7.5
_diffrn_reflns_number            78123
_diffrn_reflns_av_unetI/netI     0.0136
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_theta_min         1.979
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_full        26.000
_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 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6825
_reflns_number_gt                6437
_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       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. V8.38A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.38A (Bruker AXS)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2016/6 (Sheldrick, 2016)'
_refine_special_details          
;

 Refinement of F² against ALL reflections. The weighted R-factor wR and 
goodness of fit S are based on F², conventional R-factors R are based on F, 
with F set to zero for negative F². The threshold expression of F² > 
2sigma(F²) is used only for calculating R-factors(gt) etc. and is not 
relevant to the choice of reflections for refinement. R-factors based on F² 
are statistically about twice as large as those based on F, and R-factors 
based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0404P)²+2.7264P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6825
_refine_ls_number_parameters     412
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0497
_refine_ls_wR_factor_ref         0.1195
_refine_ls_wR_factor_gt          0.1178
_refine_ls_goodness_of_fit_ref   1.159
_refine_ls_restrained_S_all      1.159
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1_1 C 0.75670(13) 0.7070(2) 0.45122(5) 0.0229(4) Uani 1 1 d . . . . .
C2_1 C 0.74840(15) 0.6237(2) 0.48678(5) 0.0255(4) Uani 1 1 d . . . . .
C3_1 C 0.83618(16) 0.6211(2) 0.51434(5) 0.0322(4) Uani 1 1 d . . . . .
H3_1 H 0.829774 0.562690 0.537937 0.039 Uiso 1 1 calc R U . . .
C4_1 C 0.93256(16) 0.7015(3) 0.50829(6) 0.0356(5) Uani 1 1 d . . . . .
C5_1 C 0.94014(15) 0.7833(3) 0.47341(6) 0.0358(5) Uani 1 1 d . . . . .
H5_1 H 1.005512 0.839951 0.468975 0.043 Uiso 1 1 calc R U . . .
C6_1 C 0.85571(14) 0.7859(2) 0.44457(5) 0.0293(4) Uani 1 1 d . . . . .
C7_1 C 0.87222(17) 0.8780(3) 0.40726(6) 0.0411(5) Uani 1 1 d . . . . .
H7A_1 H 0.888378 0.800904 0.386640 0.062 Uiso 1 1 calc R U . . .
H7B_1 H 0.933112 0.953990 0.411538 0.062 Uiso 1 1 calc R U . . .
H7C_1 H 0.805872 0.938572 0.399436 0.062 Uiso 1 1 calc R U . . .
C8_1 C 0.64526(17) 0.5347(3) 0.49498(6) 0.0344(4) Uani 1 1 d . . . . .
H8A_1 H 0.586182 0.613235 0.497385 0.052 Uiso 1 1 calc R U . . .
H8B_1 H 0.656535 0.473397 0.519361 0.052 Uiso 1 1 calc R U . . .
H8C_1 H 0.626002 0.459417 0.473535 0.052 Uiso 1 1 calc R U . . .
C9_1 C 1.02524(19) 0.7010(3) 0.53928(7) 0.0520(7) Uani 1 1 d . . . . .
H9A_1 H 1.048415 0.588760 0.544651 0.078 Uiso 1 1 calc R U . . .
H9B_1 H 1.000939 0.750478 0.563185 0.078 Uiso 1 1 calc R U . . .
H9C_1 H 1.086459 0.763427 0.530087 0.078 Uiso 1 1 calc R U . . .
C1_2 C 0.65700(13) 0.7846(2) 0.30019(5) 0.0203(3) Uani 1 1 d . . . . .
C2_2 C 0.66998(13) 0.9469(2) 0.31134(5) 0.0206(3) Uani 1 1 d . . . . .
C3_2 C 0.76158(14) 1.0297(2) 0.30033(5) 0.0239(4) Uani 1 1 d . . . . .
H3_2 H 0.771291 1.140072 0.307953 0.029 Uiso 1 1 calc R U . . .
C4_2 C 0.83937(14) 0.9565(2) 0.27857(5) 0.0266(4) Uani 1 1 d . . . . .
C5_2 C 0.82377(14) 0.7958(3) 0.26771(5) 0.0288(4) Uani 1 1 d . . . . .
H5_2 H 0.876039 0.744226 0.252651 0.035 Uiso 1 1 calc R U . . .
C6_2 C 0.73398(15) 0.7078(2) 0.27818(5) 0.0261(4) Uani 1 1 d . . . . .
C7_2 C 0.7205(2) 0.5318(3) 0.26650(6) 0.0427(5) Uani 1 1 d . . . . .
H7A_2 H 0.652677 0.518591 0.250298 0.064 Uiso 1 1 calc R U . . .
H7B_2 H 0.717761 0.464294 0.289933 0.064 Uiso 1 1 calc R U . . .
H7C_2 H 0.782154 0.498054 0.251692 0.064 Uiso 1 1 calc R U . . .
C8_2 C 0.58764(15) 1.0318(2) 0.33498(6) 0.0306(4) Uani 1 1 d . . . . .
H8A_2 H 0.521019 1.051741 0.318554 0.046 Uiso 1 1 calc R U . . .
H8B_2 H 0.617660 1.135700 0.344606 0.046 Uiso 1 1 calc R U . . .
H8C_2 H 0.570760 0.963171 0.357120 0.046 Uiso 1 1 calc R U . . .
C9_2 C 0.93816(15) 1.0495(3) 0.26686(6) 0.0397(5) Uani 1 1 d . . . . .
H9A_2 H 0.953004 1.021812 0.239965 0.059 Uiso 1 1 calc R U . . .
H9B_2 H 1.001187 1.020486 0.284300 0.059 Uiso 1 1 calc R U . . .
H9C_2 H 0.924327 1.166561 0.268728 0.059 Uiso 1 1 calc R U . . .
C1_3 C 0.25597(13) 0.4967(2) 0.33855(5) 0.0204(3) Uani 1 1 d . . . . .
C2_3 C 0.23268(14) 0.3316(2) 0.34359(5) 0.0241(4) Uani 1 1 d . . . . .
C3_3 C 0.12628(14) 0.2852(2) 0.34993(5) 0.0261(4) Uani 1 1 d . . . . .
H3_3 H 0.111434 0.173323 0.354076 0.031 Uiso 1 1 calc R U . . .
C4_3 C 0.04159(14) 0.3953(2) 0.35044(5) 0.0252(4) Uani 1 1 d . . . . .
C5_3 C 0.06553(15) 0.5583(2) 0.34407(5) 0.0277(4) Uani 1 1 d . . . . .
H5_3 H 0.008415 0.636049 0.343710 0.033 Uiso 1 1 calc R U . . .
C6_3 C 0.17076(15) 0.6102(2) 0.33821(5) 0.0246(4) Uani 1 1 d . . . . .
C7_3 C 0.19173(18) 0.7874(2) 0.33078(7) 0.0392(5) Uani 1 1 d . . . . .
H7A_3 H 0.201184 0.804063 0.302954 0.059 Uiso 1 1 calc R U . . .
H7B_3 H 0.257876 0.821563 0.345931 0.059 Uiso 1 1 calc R U . . .
H7C_3 H 0.129812 0.851922 0.338610 0.059 Uiso 1 1 calc R U . . .
C8_3 C 0.31712(16) 0.2002(2) 0.34031(7) 0.0394(5) Uani 1 1 d . . . . .
H8A_3 H 0.364093 0.227224 0.319226 0.059 Uiso 1 1 calc R U . . .
H8B_3 H 0.280823 0.096015 0.334618 0.059 Uiso 1 1 calc R U . . .
H8C_3 H 0.361300 0.191883 0.364950 0.059 Uiso 1 1 calc R U . . .
C9_3 C -0.07332(15) 0.3432(3) 0.35646(6) 0.0371(5) Uani 1 1 d . . . . .
H9A_3 H -0.120740 0.374962 0.333779 0.056 Uiso 1 1 calc R U . . .
H9B_3 H -0.098353 0.395798 0.379881 0.056 Uiso 1 1 calc R U . . .
H9C_3 H -0.075730 0.224799 0.359658 0.056 Uiso 1 1 calc R U . . .
C1_4 C 0.54159(13) 0.7797(2) 0.42516(4) 0.0199(3) Uani 1 1 d . . . . .
C2_4 C 0.44341(13) 0.6935(2) 0.41572(4) 0.0196(3) Uani 1 1 d . . . . .
C3_4 C 0.34311(14) 0.7663(2) 0.42085(5) 0.0237(4) Uani 1 1 d . . . . .
H3_4 H 0.278535 0.705524 0.414928 0.028 Uiso 1 1 calc R U . . .
C4_4 C 0.33436(15) 0.9239(2) 0.43428(5) 0.0281(4) Uani 1 1 d . . . . .
C5_4 C 0.43026(15) 1.0084(2) 0.44365(5) 0.0288(4) Uani 1 1 d . . . . .
H5_4 H 0.425843 1.116780 0.453022 0.035 Uiso 1 1 calc R U . . .
C6_4 C 0.53246(14) 0.9401(2) 0.43982(5) 0.0241(4) Uani 1 1 d . . . . .
C7_4 C 0.63041(16) 1.0454(2) 0.45078(6) 0.0337(4) Uani 1 1 d . . . . .
H7A_4 H 0.668479 1.071170 0.427330 0.051 Uiso 1 1 calc R U . . .
H7B_4 H 0.679750 0.986861 0.469361 0.051 Uiso 1 1 calc R U . . .
H7C_4 H 0.606444 1.146399 0.462738 0.051 Uiso 1 1 calc R U . . .
C8_4 C 0.44233(14) 0.5206(2) 0.40067(5) 0.0210(3) Uani 1 1 d . . . . .
H8A_4 H 0.372000 0.469663 0.406139 0.025 Uiso 1 1 calc R U . . .
H8AB_4 H 0.500754 0.458542 0.415135 0.025 Uiso 1 1 calc R U . . .
C9_4 C 0.22449(16) 1.0008(3) 0.43885(7) 0.0414(5) Uani 1 1 d . . . . .
H9A_4 H 0.224058 1.111364 0.428159 0.062 Uiso 1 1 calc R U . . .
H9B_4 H 0.210095 1.005201 0.466563 0.062 Uiso 1 1 calc R U . . .
H9C_4 H 0.167989 0.935896 0.424797 0.062 Uiso 1 1 calc R U . . .
B1_5 B 0.65689(15) 0.7002(2) 0.42020(5) 0.0204(4) Uani 1 1 d . . . . .
S1_5 S 0.68802(3) 0.58577(6) 0.37748(2) 0.02414(12) Uani 1 1 d . . . . .
C1_5 C 0.46589(15) 0.7083(3) 0.28479(5) 0.0368(5) Uani 1 1 d . . . . .
H1A_5 H 0.487153 0.705469 0.257481 0.044 Uiso 1 1 calc R U . . .
H1AB_5 H 0.430038 0.813924 0.289145 0.044 Uiso 1 1 calc R U . . .
N1_5 N 0.56404(11) 0.69345(18) 0.31151(4) 0.0224(3) Uani 1 1 d . . . . .
B2_5 B 0.56196(15) 0.6046(2) 0.34549(5) 0.0201(4) Uani 1 1 d . . . . .
N2_5 N 0.36250(11) 0.55998(18) 0.33227(4) 0.0224(3) Uani 1 1 d . . . . .
C3_5 C 0.45836(14) 0.5068(2) 0.35666(5) 0.0209(3) Uani 1 1 d . . . . .
H3_5 H 0.4772(15) 0.392(2) 0.3515(5) 0.021(5) Uiso 1 1 d . . . . .
C2_5 C 0.38665(16) 0.5710(3) 0.29134(5) 0.0342(5) Uani 1 1 d . . . . .
H2A_5 H 0.318325 0.589866 0.275233 0.041 Uiso 1 1 calc R U . . .
H2AB_5 H 0.418281 0.466904 0.283015 0.041 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1_1 C2_1 1.410(2) . ?
C1_1 C6_1 1.412(2) . ?
C1_1 B1_5 1.577(2) . ?
C2_1 C3_1 1.392(3) . ?
C2_1 C8_1 1.507(3) . ?
C3_1 C4_1 1.385(3) . ?
C3_1 H3_1 0.9500 . ?
C4_1 C5_1 1.383(3) . ?
C4_1 C9_1 1.512(3) . ?
C5_1 C6_1 1.391(3) . ?
C5_1 H5_1 0.9500 . ?
C6_1 C7_1 1.513(3) . ?
C7_1 H7A_1 0.9800 . ?
C7_1 H7B_1 0.9800 . ?
C7_1 H7C_1 0.9800 . ?
C8_1 H8A_1 0.9800 . ?
C8_1 H8B_1 0.9800 . ?
C8_1 H8C_1 0.9800 . ?
C9_1 H9A_1 0.9800 . ?
C9_1 H9B_1 0.9800 . ?
C9_1 H9C_1 0.9800 . ?
C1_2 C2_2 1.395(2) . ?
C1_2 C6_2 1.399(2) . ?
C1_2 N1_5 1.441(2) . ?
C2_2 C3_2 1.389(2) . ?
C2_2 C8_2 1.509(2) . ?
C3_2 C4_2 1.388(3) . ?
C3_2 H3_2 0.9500 . ?
C4_2 C5_2 1.383(3) . ?
C4_2 C9_2 1.512(2) . ?
C5_2 C6_2 1.387(3) . ?
C5_2 H5_2 0.9500 . ?
C6_2 C7_2 1.508(3) . ?
C7_2 H7A_2 0.9800 . ?
C7_2 H7B_2 0.9800 . ?
C7_2 H7C_2 0.9800 . ?
C8_2 H8A_2 0.9800 . ?
C8_2 H8B_2 0.9800 . ?
C8_2 H8C_2 0.9800 . ?
C9_2 H9A_2 0.9800 . ?
C9_2 H9B_2 0.9800 . ?
C9_2 H9C_2 0.9800 . ?
C1_3 C2_3 1.400(2) . ?
C1_3 C6_3 1.404(2) . ?
C1_3 N2_5 1.439(2) . ?
C2_3 C3_3 1.394(2) . ?
C2_3 C8_3 1.508(3) . ?
C3_3 C4_3 1.381(3) . ?
C3_3 H3_3 0.9500 . ?
C4_3 C5_3 1.392(3) . ?
C4_3 C9_3 1.504(2) . ?
C5_3 C6_3 1.390(3) . ?
C5_3 H5_3 0.9500 . ?
C6_3 C7_3 1.504(3) . ?
C7_3 H7A_3 0.9800 . ?
C7_3 H7B_3 0.9800 . ?
C7_3 H7C_3 0.9800 . ?
C8_3 H8A_3 0.9800 . ?
C8_3 H8B_3 0.9800 . ?
C8_3 H8C_3 0.9800 . ?
C9_3 H9A_3 0.9800 . ?
C9_3 H9B_3 0.9800 . ?
C9_3 H9C_3 0.9800 . ?
C1_4 C6_4 1.419(2) . ?
C1_4 C2_4 1.421(2) . ?
C1_4 B1_5 1.581(2) . ?
C2_4 C3_4 1.393(2) . ?
C2_4 C8_4 1.512(2) . ?
C3_4 C4_4 1.382(3) . ?
C3_4 H3_4 0.9500 . ?
C4_4 C5_4 1.390(3) . ?
C4_4 C9_4 1.510(3) . ?
C5_4 C6_4 1.391(3) . ?
C5_4 H5_4 0.9500 . ?
C6_4 C7_4 1.513(3) . ?
C7_4 H7A_4 0.9800 . ?
C7_4 H7B_4 0.9800 . ?
C7_4 H7C_4 0.9800 . ?
C8_4 C3_5 1.541(2) . ?
C8_4 H8A_4 0.9900 . ?
C8_4 H8AB_4 0.9900 . ?
C9_4 H9A_4 0.9800 . ?
C9_4 H9B_4 0.9800 . ?
C9_4 H9C_4 0.9800 . ?
B1_5 S1_5 1.8047(19) . ?
S1_5 B2_5 1.8516(19) . ?
C1_5 N1_5 1.477(2) . ?
C1_5 C2_5 1.517(3) . ?
C1_5 H1A_5 0.9900 . ?
C1_5 H1AB_5 0.9900 . ?
N1_5 B2_5 1.379(2) . ?
B2_5 C3_5 1.575(2) . ?
N2_5 C2_5 1.458(2) . ?
N2_5 C3_5 1.471(2) . ?
C3_5 H3_5 0.99(2) . ?
C2_5 H2A_5 0.9900 . ?
C2_5 H2AB_5 0.9900 . ?

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_1 C1_1 C6_1 118.22(16) . . ?
C2_1 C1_1 B1_5 118.27(15) . . ?
C6_1 C1_1 B1_5 123.45(15) . . ?
C3_1 C2_1 C1_1 120.16(17) . . ?
C3_1 C2_1 C8_1 119.49(17) . . ?
C1_1 C2_1 C8_1 120.34(16) . . ?
C4_1 C3_1 C2_1 121.76(18) . . ?
C4_1 C3_1 H3_1 119.1 . . ?
C2_1 C3_1 H3_1 119.1 . . ?
C5_1 C4_1 C3_1 117.83(17) . . ?
C5_1 C4_1 C9_1 121.6(2) . . ?
C3_1 C4_1 C9_1 120.6(2) . . ?
C4_1 C5_1 C6_1 122.51(19) . . ?
C4_1 C5_1 H5_1 118.7 . . ?
C6_1 C5_1 H5_1 118.7 . . ?
C5_1 C6_1 C1_1 119.47(18) . . ?
C5_1 C6_1 C7_1 118.54(18) . . ?
C1_1 C6_1 C7_1 121.97(16) . . ?
C6_1 C7_1 H7A_1 109.5 . . ?
C6_1 C7_1 H7B_1 109.5 . . ?
H7A_1 C7_1 H7B_1 109.5 . . ?
C6_1 C7_1 H7C_1 109.5 . . ?
H7A_1 C7_1 H7C_1 109.5 . . ?
H7B_1 C7_1 H7C_1 109.5 . . ?
C2_1 C8_1 H8A_1 109.5 . . ?
C2_1 C8_1 H8B_1 109.5 . . ?
H8A_1 C8_1 H8B_1 109.5 . . ?
C2_1 C8_1 H8C_1 109.5 . . ?
H8A_1 C8_1 H8C_1 109.5 . . ?
H8B_1 C8_1 H8C_1 109.5 . . ?
C4_1 C9_1 H9A_1 109.5 . . ?
C4_1 C9_1 H9B_1 109.5 . . ?
H9A_1 C9_1 H9B_1 109.5 . . ?
C4_1 C9_1 H9C_1 109.5 . . ?
H9A_1 C9_1 H9C_1 109.5 . . ?
H9B_1 C9_1 H9C_1 109.5 . . ?
C2_2 C1_2 C6_2 120.68(16) . . ?
C2_2 C1_2 N1_5 120.17(15) . . ?
C6_2 C1_2 N1_5 119.15(16) . . ?
C3_2 C2_2 C1_2 118.37(15) . . ?
C3_2 C2_2 C8_2 120.22(16) . . ?
C1_2 C2_2 C8_2 121.41(16) . . ?
C4_2 C3_2 C2_2 122.19(17) . . ?
C4_2 C3_2 H3_2 118.9 . . ?
C2_2 C3_2 H3_2 118.9 . . ?
C5_2 C4_2 C3_2 118.07(16) . . ?
C5_2 C4_2 C9_2 120.79(18) . . ?
C3_2 C4_2 C9_2 121.14(18) . . ?
C4_2 C5_2 C6_2 121.86(16) . . ?
C4_2 C5_2 H5_2 119.1 . . ?
C6_2 C5_2 H5_2 119.1 . . ?
C5_2 C6_2 C1_2 118.83(17) . . ?
C5_2 C6_2 C7_2 120.53(17) . . ?
C1_2 C6_2 C7_2 120.63(17) . . ?
C6_2 C7_2 H7A_2 109.5 . . ?
C6_2 C7_2 H7B_2 109.5 . . ?
H7A_2 C7_2 H7B_2 109.5 . . ?
C6_2 C7_2 H7C_2 109.5 . . ?
H7A_2 C7_2 H7C_2 109.5 . . ?
H7B_2 C7_2 H7C_2 109.5 . . ?
C2_2 C8_2 H8A_2 109.5 . . ?
C2_2 C8_2 H8B_2 109.5 . . ?
H8A_2 C8_2 H8B_2 109.5 . . ?
C2_2 C8_2 H8C_2 109.5 . . ?
H8A_2 C8_2 H8C_2 109.5 . . ?
H8B_2 C8_2 H8C_2 109.5 . . ?
C4_2 C9_2 H9A_2 109.5 . . ?
C4_2 C9_2 H9B_2 109.5 . . ?
H9A_2 C9_2 H9B_2 109.5 . . ?
C4_2 C9_2 H9C_2 109.5 . . ?
H9A_2 C9_2 H9C_2 109.5 . . ?
H9B_2 C9_2 H9C_2 109.5 . . ?
C2_3 C1_3 C6_3 119.16(16) . . ?
C2_3 C1_3 N2_5 124.36(16) . . ?
C6_3 C1_3 N2_5 116.44(15) . . ?
C3_3 C2_3 C1_3 119.11(16) . . ?
C3_3 C2_3 C8_3 118.26(16) . . ?
C1_3 C2_3 C8_3 122.55(16) . . ?
C4_3 C3_3 C2_3 122.63(17) . . ?
C4_3 C3_3 H3_3 118.7 . . ?
C2_3 C3_3 H3_3 118.7 . . ?
C3_3 C4_3 C5_3 117.48(16) . . ?
C3_3 C4_3 C9_3 122.13(18) . . ?
C5_3 C4_3 C9_3 120.37(17) . . ?
C6_3 C5_3 C4_3 121.79(17) . . ?
C6_3 C5_3 H5_3 119.1 . . ?
C4_3 C5_3 H5_3 119.1 . . ?
C5_3 C6_3 C1_3 119.76(16) . . ?
C5_3 C6_3 C7_3 119.58(17) . . ?
C1_3 C6_3 C7_3 120.64(17) . . ?
C6_3 C7_3 H7A_3 109.5 . . ?
C6_3 C7_3 H7B_3 109.5 . . ?
H7A_3 C7_3 H7B_3 109.5 . . ?
C6_3 C7_3 H7C_3 109.5 . . ?
H7A_3 C7_3 H7C_3 109.5 . . ?
H7B_3 C7_3 H7C_3 109.5 . . ?
C2_3 C8_3 H8A_3 109.5 . . ?
C2_3 C8_3 H8B_3 109.5 . . ?
H8A_3 C8_3 H8B_3 109.5 . . ?
C2_3 C8_3 H8C_3 109.5 . . ?
H8A_3 C8_3 H8C_3 109.5 . . ?
H8B_3 C8_3 H8C_3 109.5 . . ?
C4_3 C9_3 H9A_3 109.5 . . ?
C4_3 C9_3 H9B_3 109.5 . . ?
H9A_3 C9_3 H9B_3 109.5 . . ?
C4_3 C9_3 H9C_3 109.5 . . ?
H9A_3 C9_3 H9C_3 109.5 . . ?
H9B_3 C9_3 H9C_3 109.5 . . ?
C6_4 C1_4 C2_4 117.38(15) . . ?
C6_4 C1_4 B1_5 120.92(15) . . ?
C2_4 C1_4 B1_5 121.70(15) . . ?
C3_4 C2_4 C1_4 120.30(16) . . ?
C3_4 C2_4 C8_4 117.26(15) . . ?
C1_4 C2_4 C8_4 122.43(15) . . ?
C4_4 C3_4 C2_4 122.22(17) . . ?
C4_4 C3_4 H3_4 118.9 . . ?
C2_4 C3_4 H3_4 118.9 . . ?
C3_4 C4_4 C5_4 117.61(17) . . ?
C3_4 C4_4 C9_4 121.07(18) . . ?
C5_4 C4_4 C9_4 121.32(18) . . ?
C4_4 C5_4 C6_4 122.42(17) . . ?
C4_4 C5_4 H5_4 118.8 . . ?
C6_4 C5_4 H5_4 118.8 . . ?
C5_4 C6_4 C1_4 120.05(16) . . ?
C5_4 C6_4 C7_4 117.18(17) . . ?
C1_4 C6_4 C7_4 122.75(16) . . ?
C6_4 C7_4 H7A_4 109.5 . . ?
C6_4 C7_4 H7B_4 109.5 . . ?
H7A_4 C7_4 H7B_4 109.5 . . ?
C6_4 C7_4 H7C_4 109.5 . . ?
H7A_4 C7_4 H7C_4 109.5 . . ?
H7B_4 C7_4 H7C_4 109.5 . . ?
C2_4 C8_4 C3_5 113.94(13) . . ?
C2_4 C8_4 H8A_4 108.8 . . ?
C3_5 C8_4 H8A_4 108.8 . . ?
C2_4 C8_4 H8AB_4 108.8 . . ?
C3_5 C8_4 H8AB_4 108.8 . . ?
H8A_4 C8_4 H8AB_4 107.7 . . ?
C4_4 C9_4 H9A_4 109.5 . . ?
C4_4 C9_4 H9B_4 109.5 . . ?
H9A_4 C9_4 H9B_4 109.5 . . ?
C4_4 C9_4 H9C_4 109.5 . . ?
H9A_4 C9_4 H9C_4 109.5 . . ?
H9B_4 C9_4 H9C_4 109.5 . . ?
C1_1 B1_5 C1_4 125.41(15) . . ?
C1_1 B1_5 S1_5 111.87(12) . . ?
C1_4 B1_5 S1_5 122.71(13) . . ?
B1_5 S1_5 B2_5 103.11(9) . . ?
N1_5 C1_5 C2_5 110.80(16) . . ?
N1_5 C1_5 H1A_5 109.5 . . ?
C2_5 C1_5 H1A_5 109.5 . . ?
N1_5 C1_5 H1AB_5 109.5 . . ?
C2_5 C1_5 H1AB_5 109.5 . . ?
H1A_5 C1_5 H1AB_5 108.1 . . ?
B2_5 N1_5 C1_2 124.09(14) . . ?
B2_5 N1_5 C1_5 120.87(14) . . ?
C1_2 N1_5 C1_5 114.96(13) . . ?
N1_5 B2_5 C3_5 122.31(15) . . ?
N1_5 B2_5 S1_5 119.23(13) . . ?
C3_5 B2_5 S1_5 118.28(13) . . ?
C1_3 N2_5 C2_5 114.15(13) . . ?
C1_3 N2_5 C3_5 120.86(13) . . ?
C2_5 N2_5 C3_5 111.35(14) . . ?
N2_5 C3_5 C8_4 112.98(14) . . ?
N2_5 C3_5 B2_5 110.01(14) . . ?
C8_4 C3_5 B2_5 110.87(13) . . ?
N2_5 C3_5 H3_5 111.7(11) . . ?
C8_4 C3_5 H3_5 106.9(11) . . ?
B2_5 C3_5 H3_5 104.0(11) . . ?
N2_5 C2_5 C1_5 111.14(15) . . ?
N2_5 C2_5 H2A_5 109.4 . . ?
C1_5 C2_5 H2A_5 109.4 . . ?
N2_5 C2_5 H2AB_5 109.4 . . ?
C1_5 C2_5 H2AB_5 109.4 . . ?
H2A_5 C2_5 H2AB_5 108.0 . . ?

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
C6_1 C1_1 C2_1 C3_1 0.2(3) . . . . ?
B1_5 C1_1 C2_1 C3_1 177.45(16) . . . . ?
C6_1 C1_1 C2_1 C8_1 -178.79(17) . . . . ?
B1_5 C1_1 C2_1 C8_1 -1.5(3) . . . . ?
C1_1 C2_1 C3_1 C4_1 1.2(3) . . . . ?
C8_1 C2_1 C3_1 C4_1 -179.75(18) . . . . ?
C2_1 C3_1 C4_1 C5_1 -1.0(3) . . . . ?
C2_1 C3_1 C4_1 C9_1 178.04(19) . . . . ?
C3_1 C4_1 C5_1 C6_1 -0.7(3) . . . . ?
C9_1 C4_1 C5_1 C6_1 -179.7(2) . . . . ?
C4_1 C5_1 C6_1 C1_1 2.1(3) . . . . ?
C4_1 C5_1 C6_1 C7_1 -179.5(2) . . . . ?
C2_1 C1_1 C6_1 C5_1 -1.8(3) . . . . ?
B1_5 C1_1 C6_1 C5_1 -178.90(18) . . . . ?
C2_1 C1_1 C6_1 C7_1 179.87(18) . . . . ?
B1_5 C1_1 C6_1 C7_1 2.8(3) . . . . ?
C6_2 C1_2 C2_2 C3_2 -0.6(2) . . . . ?
N1_5 C1_2 C2_2 C3_2 179.04(14) . . . . ?
C6_2 C1_2 C2_2 C8_2 179.83(16) . . . . ?
N1_5 C1_2 C2_2 C8_2 -0.6(2) . . . . ?
C1_2 C2_2 C3_2 C4_2 0.4(2) . . . . ?
C8_2 C2_2 C3_2 C4_2 -179.95(16) . . . . ?
C2_2 C3_2 C4_2 C5_2 0.1(3) . . . . ?
C2_2 C3_2 C4_2 C9_2 179.81(16) . . . . ?
C3_2 C4_2 C5_2 C6_2 -0.4(3) . . . . ?
C9_2 C4_2 C5_2 C6_2 179.81(17) . . . . ?
C4_2 C5_2 C6_2 C1_2 0.3(3) . . . . ?
C4_2 C5_2 C6_2 C7_2 -178.86(18) . . . . ?
C2_2 C1_2 C6_2 C5_2 0.2(2) . . . . ?
N1_5 C1_2 C6_2 C5_2 -179.40(15) . . . . ?
C2_2 C1_2 C6_2 C7_2 179.37(17) . . . . ?
N1_5 C1_2 C6_2 C7_2 -0.2(2) . . . . ?
C6_3 C1_3 C2_3 C3_3 -2.9(3) . . . . ?
N2_5 C1_3 C2_3 C3_3 179.24(15) . . . . ?
C6_3 C1_3 C2_3 C8_3 173.73(18) . . . . ?
N2_5 C1_3 C2_3 C8_3 -4.1(3) . . . . ?
C1_3 C2_3 C3_3 C4_3 1.8(3) . . . . ?
C8_3 C2_3 C3_3 C4_3 -175.02(18) . . . . ?
C2_3 C3_3 C4_3 C5_3 0.4(3) . . . . ?
C2_3 C3_3 C4_3 C9_3 178.66(17) . . . . ?
C3_3 C4_3 C5_3 C6_3 -1.3(3) . . . . ?
C9_3 C4_3 C5_3 C6_3 -179.68(17) . . . . ?
C4_3 C5_3 C6_3 C1_3 0.2(3) . . . . ?
C4_3 C5_3 C6_3 C7_3 178.97(17) . . . . ?
C2_3 C1_3 C6_3 C5_3 2.0(2) . . . . ?
N2_5 C1_3 C6_3 C5_3 180.00(15) . . . . ?
C2_3 C1_3 C6_3 C7_3 -176.78(17) . . . . ?
N2_5 C1_3 C6_3 C7_3 1.2(2) . . . . ?
C6_4 C1_4 C2_4 C3_4 0.1(2) . . . . ?
B1_5 C1_4 C2_4 C3_4 179.25(15) . . . . ?
C6_4 C1_4 C2_4 C8_4 -178.69(14) . . . . ?
B1_5 C1_4 C2_4 C8_4 0.4(2) . . . . ?
C1_4 C2_4 C3_4 C4_4 1.4(2) . . . . ?
C8_4 C2_4 C3_4 C4_4 -179.70(15) . . . . ?
C2_4 C3_4 C4_4 C5_4 -1.6(3) . . . . ?
C2_4 C3_4 C4_4 C9_4 178.85(17) . . . . ?
C3_4 C4_4 C5_4 C6_4 0.2(3) . . . . ?
C9_4 C4_4 C5_4 C6_4 179.79(18) . . . . ?
C4_4 C5_4 C6_4 C1_4 1.3(3) . . . . ?
C4_4 C5_4 C6_4 C7_4 179.62(17) . . . . ?
C2_4 C1_4 C6_4 C5_4 -1.4(2) . . . . ?
B1_5 C1_4 C6_4 C5_4 179.44(16) . . . . ?
C2_4 C1_4 C6_4 C7_4 -179.66(16) . . . . ?
B1_5 C1_4 C6_4 C7_4 1.2(2) . . . . ?
C3_4 C2_4 C8_4 C3_5 99.79(17) . . . . ?
C1_4 C2_4 C8_4 C3_5 -81.38(19) . . . . ?
C2_1 C1_1 B1_5 C1_4 67.0(2) . . . . ?
C6_1 C1_1 B1_5 C1_4 -115.9(2) . . . . ?
C2_1 C1_1 B1_5 S1_5 -111.98(16) . . . . ?
C6_1 C1_1 B1_5 S1_5 65.1(2) . . . . ?
C6_4 C1_4 B1_5 C1_1 44.9(2) . . . . ?
C2_4 C1_4 B1_5 C1_1 -134.19(17) . . . . ?
C6_4 C1_4 B1_5 S1_5 -136.23(15) . . . . ?
C2_4 C1_4 B1_5 S1_5 44.7(2) . . . . ?
C1_1 B1_5 S1_5 B2_5 -177.51(13) . . . . ?
C1_4 B1_5 S1_5 B2_5 3.51(16) . . . . ?
C2_2 C1_2 N1_5 B2_5 -90.0(2) . . . . ?
C6_2 C1_2 N1_5 B2_5 89.6(2) . . . . ?
C2_2 C1_2 N1_5 C1_5 86.7(2) . . . . ?
C6_2 C1_2 N1_5 C1_5 -93.7(2) . . . . ?
C2_5 C1_5 N1_5 B2_5 -21.3(3) . . . . ?
C2_5 C1_5 N1_5 C1_2 161.81(16) . . . . ?
C1_2 N1_5 B2_5 C3_5 -179.99(15) . . . . ?
C1_5 N1_5 B2_5 C3_5 3.4(3) . . . . ?
C1_2 N1_5 B2_5 S1_5 -4.8(2) . . . . ?
C1_5 N1_5 B2_5 S1_5 178.60(15) . . . . ?
B1_5 S1_5 B2_5 N1_5 111.97(15) . . . . ?
B1_5 S1_5 B2_5 C3_5 -72.68(15) . . . . ?
C2_3 C1_3 N2_5 C2_5 90.3(2) . . . . ?
C6_3 C1_3 N2_5 C2_5 -87.6(2) . . . . ?
C2_3 C1_3 N2_5 C3_5 -46.8(2) . . . . ?
C6_3 C1_3 N2_5 C3_5 135.34(16) . . . . ?
C1_3 N2_5 C3_5 C8_4 -51.3(2) . . . . ?
C2_5 N2_5 C3_5 C8_4 170.50(15) . . . . ?
C1_3 N2_5 C3_5 B2_5 -175.80(14) . . . . ?
C2_5 N2_5 C3_5 B2_5 46.02(19) . . . . ?
C2_4 C8_4 C3_5 N2_5 -72.48(18) . . . . ?
C2_4 C8_4 C3_5 B2_5 51.53(19) . . . . ?
N1_5 B2_5 C3_5 N2_5 -15.1(2) . . . . ?
S1_5 B2_5 C3_5 N2_5 169.72(12) . . . . ?
N1_5 B2_5 C3_5 C8_4 -140.78(17) . . . . ?
S1_5 B2_5 C3_5 C8_4 44.03(19) . . . . ?
C1_3 N2_5 C2_5 C1_5 150.88(17) . . . . ?
C3_5 N2_5 C2_5 C1_5 -68.0(2) . . . . ?
N1_5 C1_5 C2_5 N2_5 53.0(2) . . . . ?

_refine_diff_density_max         0.334
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.044



_chemical_properties_physical    
Air-sensitive,Moisture-sensitive,Oxygen-sensitive
