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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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#######################################################################

data_61227cm1
_database_code_depnum_ccdc_archive 'CCDC 1536631'
_audit_update_record             
;
2017-03-08 deposited with the CCDC.
2017-08-03 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         'C35 H21 B N2 S, C H2 Cl2'
_chemical_formula_sum            'C36 H23 B Cl2 N2 S'
_chemical_formula_weight         597.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.523(3)
_cell_length_b                   11.578(3)
_cell_length_c                   12.402(6)
_cell_angle_alpha                97.230(11)
_cell_angle_beta                 102.026(15)
_cell_angle_gamma                100.544(3)
_cell_volume                     1431.6(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    1780
_cell_measurement_theta_min      25.7
_cell_measurement_theta_max      68.3

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_F_000             616
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.260
_exptl_absorpt_coefficient_mu    2.946
_shelx_estimated_absorpt_T_min   0.401
_shelx_estimated_absorpt_T_max   0.515
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.816
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            17192
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         6.593
_diffrn_reflns_theta_max         64.006
_diffrn_reflns_theta_full        64.006
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_point_group_measured_fraction_full 0.969
_reflns_number_total             4602
_reflns_number_gt                4352
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0513P)²+0.5843P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4602
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0351
_refine_ls_wR_factor_ref         0.0929
_refine_ls_wR_factor_gt          0.0915
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_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
N1 N -0.16528(12) 0.80040(11) 0.36292(12) 0.0153(3) Uani 1 1 d . . . . .
N2 N -0.01084(12) 0.65924(11) 0.39236(12) 0.0142(3) Uani 1 1 d . . . . .
C1 C -0.34349(16) 0.84704(14) 0.21568(16) 0.0203(4) Uani 1 1 d . . . . .
H1 H -0.3341 0.7915 0.1562 0.024 Uiso 1 1 calc R U . . .
C2 C -0.43718(17) 0.91804(16) 0.19880(18) 0.0259(4) Uani 1 1 d . . . . .
H2 H -0.4931 0.9106 0.1264 0.031 Uiso 1 1 calc R U . . .
C32 C 0.21008(18) 0.92073(16) -0.03603(17) 0.0265(4) Uani 1 1 d . . . . .
H3 H 0.2270 0.9977 -0.0559 0.032 Uiso 1 1 calc R U . . .
C33 C 0.26881(17) 0.83314(16) -0.07796(16) 0.0250(4) Uani 1 1 d . . . . .
H4 H 0.3264 0.8500 -0.1263 0.030 Uiso 1 1 calc R U . . .
C34 C 0.24357(17) 0.72028(16) -0.04927(17) 0.0259(4) Uani 1 1 d . . . . .
H5 H 0.2839 0.6601 -0.0781 0.031 Uiso 1 1 calc R U . . .
C35 C 0.15968(16) 0.69530(15) 0.02134(16) 0.0215(4) Uani 1 1 d . . . . .
H6 H 0.1427 0.6180 0.0405 0.026 Uiso 1 1 calc R U . . .
C36 C -0.54728(19) 0.67131(17) 0.36715(18) 0.0313(5) Uani 1 1 d . . . . .
H7 H -0.4728 0.6987 0.3327 0.038 Uiso 1 1 calc R U . . .
H8 H -0.5764 0.5837 0.3443 0.038 Uiso 1 1 calc R U . . .
S1 S 0.16653(4) 0.66057(3) 0.57062(4) 0.01699(13) Uani 1 1 d . . . . .
Cl1 Cl -0.49082(4) 0.70610(4) 0.51462(4) 0.03160(14) Uani 1 1 d . . . . .
Cl2 Cl -0.68062(5) 0.73880(5) 0.31721(4) 0.03789(16) Uani 1 1 d . . . . .
B1 B -0.12340(17) 0.69536(16) 0.30057(17) 0.0151(4) Uani 1 1 d . . . . .
C3 C -0.45036(17) 1.00031(15) 0.28701(18) 0.0272(4) Uani 1 1 d . . . . .
H9 H -0.5153 1.0473 0.2730 0.033 Uiso 1 1 calc R U . . .
C4 C -0.37126(17) 1.01442(15) 0.39331(18) 0.0243(4) Uani 1 1 d . . . . .
H10 H -0.3810 1.0706 0.4522 0.029 Uiso 1 1 calc R U . . .
C5 C -0.27619(16) 0.94440(14) 0.41312(16) 0.0190(4) Uani 1 1 d . . . . .
C6 C -0.26418(15) 0.86112(13) 0.32370(15) 0.0167(4) Uani 1 1 d . . . . .
C7 C -0.11406(15) 0.84634(13) 0.47395(15) 0.0156(4) Uani 1 1 d . . . . .
C8 C -0.17830(16) 0.93546(14) 0.51104(16) 0.0183(4) Uani 1 1 d . . . . .
C9 C -0.13591(17) 0.99169(14) 0.62218(16) 0.0218(4) Uani 1 1 d . . . . .
H11 H -0.1777 1.0515 0.6495 0.026 Uiso 1 1 calc R U . . .
C10 C -0.03145(17) 0.95957(15) 0.69338(16) 0.0219(4) Uani 1 1 d . . . . .
H12 H -0.0020 0.9988 0.7690 0.026 Uiso 1 1 calc R U . . .
C11 C 0.03034(16) 0.87123(14) 0.65568(15) 0.0188(4) Uani 1 1 d . . . . .
H13 H 0.1011 0.8508 0.7056 0.023 Uiso 1 1 calc R U . . .
C12 C -0.01136(15) 0.81248(13) 0.54485(15) 0.0161(4) Uani 1 1 d . . . . .
C13 C 0.03995(15) 0.71602(14) 0.49721(15) 0.0149(4) Uani 1 1 d . . . . .
C14 C 0.14971(15) 0.55211(14) 0.45555(15) 0.0169(4) Uani 1 1 d . . . . .
C15 C 0.22156(16) 0.46241(14) 0.44541(16) 0.0191(4) Uani 1 1 d . . . . .
H14 H 0.2887 0.4538 0.5063 0.023 Uiso 1 1 calc R U . . .
C16 C 0.19163(16) 0.38719(14) 0.34435(16) 0.0210(4) Uani 1 1 d . . . . .
H15 H 0.2393 0.3258 0.3352 0.025 Uiso 1 1 calc R U . . .
C17 C 0.09219(16) 0.39938(14) 0.25472(16) 0.0197(4) Uani 1 1 d . . . . .
H16 H 0.0735 0.3459 0.1859 0.024 Uiso 1 1 calc R U . . .
C18 C 0.02044(15) 0.48770(14) 0.26405(15) 0.0170(4) Uani 1 1 d . . . . .
H17 H -0.0470 0.4953 0.2029 0.020 Uiso 1 1 calc R U . . .
C19 C 0.05020(15) 0.56500(13) 0.36586(15) 0.0147(4) Uani 1 1 d . . . . .
C20 C -0.24924(15) 0.58677(14) 0.25700(14) 0.0152(4) Uani 1 1 d . . . . .
C21 C -0.35361(15) 0.51473(13) 0.22345(15) 0.0154(4) Uani 1 1 d . . . . .
C22 C -0.48012(15) 0.43269(14) 0.17609(14) 0.0147(3) Uani 1 1 d . . . . .
C23 C -0.57996(16) 0.46901(14) 0.10397(15) 0.0180(4) Uani 1 1 d . . . . .
H18 H -0.5658 0.5485 0.0896 0.022 Uiso 1 1 calc R U . . .
C24 C -0.70007(16) 0.38981(15) 0.05295(15) 0.0195(4) Uani 1 1 d . . . . .
H19 H -0.7670 0.4148 0.0029 0.023 Uiso 1 1 calc R U . . .
C25 C -0.72195(16) 0.27427(15) 0.07521(16) 0.0208(4) Uani 1 1 d . . . . .
H20 H -0.8037 0.2199 0.0402 0.025 Uiso 1 1 calc R U . . .
C26 C -0.62460(17) 0.23831(15) 0.14843(16) 0.0229(4) Uani 1 1 d . . . . .
H21 H -0.6404 0.1595 0.1644 0.027 Uiso 1 1 calc R U . . .
C27 C -0.50372(16) 0.31648(14) 0.19892(15) 0.0193(4) Uani 1 1 d . . . . .
H22 H -0.4372 0.2909 0.2489 0.023 Uiso 1 1 calc R U . . .
C28 C -0.05248(15) 0.73135(13) 0.20465(15) 0.0155(4) Uani 1 1 d . . . . .
C29 C 0.01533(15) 0.75663(13) 0.13974(15) 0.0157(4) Uani 1 1 d . . . . .
C30 C 0.09982(15) 0.78309(14) 0.06457(14) 0.0158(4) Uani 1 1 d . . . . .
C31 C 0.12645(17) 0.89648(15) 0.03502(16) 0.0229(4) Uani 1 1 d . . . . .
H23 H 0.0869 0.9572 0.0639 0.027 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
N1 C7 1.368(2) . ?
N1 C6 1.399(2) . ?
N1 B1 1.540(2) . ?
N2 C13 1.332(2) . ?
N2 C19 1.402(2) . ?
N2 B1 1.616(2) . ?
C1 C2 1.395(2) . ?
C1 C6 1.395(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.405(3) . ?
C2 H2 0.9500 . ?
C32 C33 1.382(3) . ?
C32 C31 1.387(3) . ?
C32 H3 0.9500 . ?
C33 C34 1.391(3) . ?
C33 H4 0.9500 . ?
C34 C35 1.386(3) . ?
C34 H5 0.9500 . ?
C35 C30 1.398(2) . ?
C35 H6 0.9500 . ?
C36 Cl2 1.767(2) . ?
C36 Cl1 1.770(2) . ?
C36 H7 0.9900 . ?
C36 H8 0.9900 . ?
S1 C13 1.7234(17) . ?
S1 C14 1.7341(19) . ?
B1 C28 1.590(3) . ?
B1 C20 1.596(2) . ?
C3 C4 1.377(3) . ?
C3 H9 0.9500 . ?
C4 C5 1.401(2) . ?
C4 H10 0.9500 . ?
C5 C6 1.418(3) . ?
C5 C8 1.448(3) . ?
C7 C12 1.393(2) . ?
C7 C8 1.414(2) . ?
C8 C9 1.391(3) . ?
C9 C10 1.398(3) . ?
C9 H11 0.9500 . ?
C10 C11 1.392(2) . ?
C10 H12 0.9500 . ?
C11 C12 1.396(3) . ?
C11 H13 0.9500 . ?
C12 C13 1.441(2) . ?
C14 C15 1.400(2) . ?
C14 C19 1.403(2) . ?
C15 C16 1.374(3) . ?
C15 H14 0.9500 . ?
C16 C17 1.400(3) . ?
C16 H15 0.9500 . ?
C17 C18 1.385(2) . ?
C17 H16 0.9500 . ?
C18 C19 1.393(3) . ?
C18 H17 0.9500 . ?
C20 C21 1.209(2) . ?
C21 C22 1.446(2) . ?
C22 C23 1.395(2) . ?
C22 C27 1.398(2) . ?
C23 C24 1.391(2) . ?
C23 H18 0.9500 . ?
C24 C25 1.388(2) . ?
C24 H19 0.9500 . ?
C25 C26 1.382(3) . ?
C25 H20 0.9500 . ?
C26 C27 1.390(2) . ?
C26 H21 0.9500 . ?
C27 H22 0.9500 . ?
C28 C29 1.210(2) . ?
C29 C30 1.439(2) . ?
C30 C31 1.402(2) . ?
C31 H23 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 N1 C6 107.05(13) . . ?
C7 N1 B1 123.86(14) . . ?
C6 N1 B1 128.96(14) . . ?
C13 N2 C19 112.13(14) . . ?
C13 N2 B1 125.91(13) . . ?
C19 N2 B1 121.87(14) . . ?
C2 C1 C6 117.15(17) . . ?
C2 C1 H1 121.4 . . ?
C6 C1 H1 121.4 . . ?
C1 C2 C3 121.17(18) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C33 C32 C31 120.16(16) . . ?
C33 C32 H3 119.9 . . ?
C31 C32 H3 119.9 . . ?
C32 C33 C34 119.95(17) . . ?
C32 C33 H4 120.0 . . ?
C34 C33 H4 120.0 . . ?
C35 C34 C33 120.19(17) . . ?
C35 C34 H5 119.9 . . ?
C33 C34 H5 119.9 . . ?
C34 C35 C30 120.49(16) . . ?
C34 C35 H6 119.8 . . ?
C30 C35 H6 119.8 . . ?
Cl2 C36 Cl1 111.96(11) . . ?
Cl2 C36 H7 109.2 . . ?
Cl1 C36 H7 109.2 . . ?
Cl2 C36 H8 109.2 . . ?
Cl1 C36 H8 109.2 . . ?
H7 C36 H8 107.9 . . ?
C13 S1 C14 90.28(8) . . ?
N1 B1 C28 113.15(13) . . ?
N1 B1 C20 109.02(13) . . ?
C28 B1 C20 113.23(15) . . ?
N1 B1 N2 105.55(14) . . ?
C28 B1 N2 105.42(13) . . ?
C20 B1 N2 110.12(13) . . ?
C4 C3 C2 121.45(16) . . ?
C4 C3 H9 119.3 . . ?
C2 C3 H9 119.3 . . ?
C3 C4 C5 118.81(18) . . ?
C3 C4 H10 120.6 . . ?
C5 C4 H10 120.6 . . ?
C4 C5 C6 119.32(17) . . ?
C4 C5 C8 133.87(18) . . ?
C6 C5 C8 106.81(14) . . ?
C1 C6 N1 128.51(16) . . ?
C1 C6 C5 122.09(15) . . ?
N1 C6 C5 109.40(15) . . ?
N1 C7 C12 125.95(15) . . ?
N1 C7 C8 111.68(15) . . ?
C12 C7 C8 122.37(16) . . ?
C9 C8 C7 118.40(16) . . ?
C9 C8 C5 136.54(16) . . ?
C7 C8 C5 105.04(15) . . ?
C8 C9 C10 119.56(16) . . ?
C8 C9 H11 120.2 . . ?
C10 C9 H11 120.2 . . ?
C11 C10 C9 121.32(17) . . ?
C11 C10 H12 119.3 . . ?
C9 C10 H12 119.3 . . ?
C10 C11 C12 120.24(16) . . ?
C10 C11 H13 119.9 . . ?
C12 C11 H13 119.9 . . ?
C7 C12 C11 118.10(15) . . ?
C7 C12 C13 116.32(16) . . ?
C11 C12 C13 125.55(15) . . ?
N2 C13 C12 122.05(15) . . ?
N2 C13 S1 114.26(12) . . ?
C12 C13 S1 123.65(13) . . ?
C15 C14 C19 121.33(16) . . ?
C15 C14 S1 128.27(14) . . ?
C19 C14 S1 110.39(12) . . ?
C16 C15 C14 117.76(16) . . ?
C16 C15 H14 121.1 . . ?
C14 C15 H14 121.1 . . ?
C15 C16 C17 121.16(15) . . ?
C15 C16 H15 119.4 . . ?
C17 C16 H15 119.4 . . ?
C18 C17 C16 121.48(17) . . ?
C18 C17 H16 119.3 . . ?
C16 C17 H16 119.3 . . ?
C17 C18 C19 117.98(16) . . ?
C17 C18 H17 121.0 . . ?
C19 C18 H17 121.0 . . ?
C18 C19 N2 126.80(15) . . ?
C18 C19 C14 120.29(15) . . ?
N2 C19 C14 112.91(15) . . ?
C21 C20 B1 172.18(16) . . ?
C20 C21 C22 175.77(18) . . ?
C23 C22 C27 119.10(14) . . ?
C23 C22 C21 119.46(14) . . ?
C27 C22 C21 121.42(15) . . ?
C24 C23 C22 120.52(15) . . ?
C24 C23 H18 119.7 . . ?
C22 C23 H18 119.7 . . ?
C25 C24 C23 119.92(16) . . ?
C25 C24 H19 120.0 . . ?
C23 C24 H19 120.0 . . ?
C26 C25 C24 119.92(15) . . ?
C26 C25 H20 120.0 . . ?
C24 C25 H20 120.0 . . ?
C25 C26 C27 120.56(15) . . ?
C25 C26 H21 119.7 . . ?
C27 C26 H21 119.7 . . ?
C26 C27 C22 119.96(16) . . ?
C26 C27 H22 120.0 . . ?
C22 C27 H22 120.0 . . ?
C29 C28 B1 172.12(16) . . ?
C28 C29 C30 177.34(16) . . ?
C35 C30 C31 118.63(15) . . ?
C35 C30 C29 119.85(15) . . ?
C31 C30 C29 121.51(15) . . ?
C32 C31 C30 120.58(16) . . ?
C32 C31 H23 119.7 . . ?
C30 C31 H23 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 0.2(2) . . . . ?
C31 C32 C33 C34 0.3(3) . . . . ?
C32 C33 C34 C35 0.0(3) . . . . ?
C33 C34 C35 C30 -0.1(3) . . . . ?
C7 N1 B1 C28 -115.88(16) . . . . ?
C6 N1 B1 C28 68.75(19) . . . . ?
C7 N1 B1 C20 117.17(16) . . . . ?
C6 N1 B1 C20 -58.2(2) . . . . ?
C7 N1 B1 N2 -1.10(19) . . . . ?
C6 N1 B1 N2 -176.47(13) . . . . ?
C13 N2 B1 N1 -4.4(2) . . . . ?
C19 N2 B1 N1 179.30(12) . . . . ?
C13 N2 B1 C28 115.57(16) . . . . ?
C19 N2 B1 C28 -60.70(17) . . . . ?
C13 N2 B1 C20 -121.96(16) . . . . ?
C19 N2 B1 C20 61.76(19) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
C2 C3 C4 C5 -0.2(3) . . . . ?
C3 C4 C5 C6 -0.1(2) . . . . ?
C3 C4 C5 C8 179.73(17) . . . . ?
C2 C1 C6 N1 178.97(15) . . . . ?
C2 C1 C6 C5 -0.6(2) . . . . ?
C7 N1 C6 C1 179.06(15) . . . . ?
B1 N1 C6 C1 -5.0(3) . . . . ?
C7 N1 C6 C5 -1.33(16) . . . . ?
B1 N1 C6 C5 174.64(14) . . . . ?
C4 C5 C6 C1 0.6(2) . . . . ?
C8 C5 C6 C1 -179.33(14) . . . . ?
C4 C5 C6 N1 -179.07(13) . . . . ?
C8 C5 C6 N1 1.03(17) . . . . ?
C6 N1 C7 C12 -178.77(14) . . . . ?
B1 N1 C7 C12 5.0(2) . . . . ?
C6 N1 C7 C8 1.13(17) . . . . ?
B1 N1 C7 C8 -175.10(13) . . . . ?
N1 C7 C8 C9 -179.26(14) . . . . ?
C12 C7 C8 C9 0.6(2) . . . . ?
N1 C7 C8 C5 -0.49(17) . . . . ?
C12 C7 C8 C5 179.41(14) . . . . ?
C4 C5 C8 C9 -1.8(3) . . . . ?
C6 C5 C8 C9 178.09(18) . . . . ?
C4 C5 C8 C7 179.79(17) . . . . ?
C6 C5 C8 C7 -0.34(16) . . . . ?
C7 C8 C9 C10 0.4(2) . . . . ?
C5 C8 C9 C10 -177.85(17) . . . . ?
C8 C9 C10 C11 -0.7(2) . . . . ?
C9 C10 C11 C12 0.0(2) . . . . ?
N1 C7 C12 C11 178.53(14) . . . . ?
C8 C7 C12 C11 -1.4(2) . . . . ?
N1 C7 C12 C13 -3.4(2) . . . . ?
C8 C7 C12 C13 176.72(14) . . . . ?
C10 C11 C12 C7 1.0(2) . . . . ?
C10 C11 C12 C13 -176.87(15) . . . . ?
C19 N2 C13 C12 -177.06(13) . . . . ?
B1 N2 C13 C12 6.4(2) . . . . ?
C19 N2 C13 S1 0.76(16) . . . . ?
B1 N2 C13 S1 -175.83(11) . . . . ?
C7 C12 C13 N2 -2.3(2) . . . . ?
C11 C12 C13 N2 175.61(15) . . . . ?
C7 C12 C13 S1 -179.91(11) . . . . ?
C11 C12 C13 S1 -2.0(2) . . . . ?
C14 S1 C13 N2 -1.18(12) . . . . ?
C14 S1 C13 C12 176.60(13) . . . . ?
C13 S1 C14 C15 -179.59(15) . . . . ?
C13 S1 C14 C19 1.25(12) . . . . ?
C19 C14 C15 C16 0.1(2) . . . . ?
S1 C14 C15 C16 -178.96(12) . . . . ?
C14 C15 C16 C17 -0.3(2) . . . . ?
C15 C16 C17 C18 0.2(2) . . . . ?
C16 C17 C18 C19 0.1(2) . . . . ?
C17 C18 C19 N2 -179.70(14) . . . . ?
C17 C18 C19 C14 -0.3(2) . . . . ?
C13 N2 C19 C18 179.67(14) . . . . ?
B1 N2 C19 C18 -3.6(2) . . . . ?
C13 N2 C19 C14 0.24(18) . . . . ?
B1 N2 C19 C14 176.98(13) . . . . ?
C15 C14 C19 C18 0.2(2) . . . . ?
S1 C14 C19 C18 179.44(12) . . . . ?
C15 C14 C19 N2 179.68(14) . . . . ?
S1 C14 C19 N2 -1.09(16) . . . . ?
C27 C22 C23 C24 -1.8(3) . . . . ?
C21 C22 C23 C24 176.75(16) . . . . ?
C22 C23 C24 C25 1.1(3) . . . . ?
C23 C24 C25 C26 0.3(3) . . . . ?
C24 C25 C26 C27 -1.0(3) . . . . ?
C25 C26 C27 C22 0.3(3) . . . . ?
C23 C22 C27 C26 1.1(3) . . . . ?
C21 C22 C27 C26 -177.40(17) . . . . ?
C34 C35 C30 C31 0.0(3) . . . . ?
C34 C35 C30 C29 -178.62(16) . . . . ?
C33 C32 C31 C30 -0.4(3) . . . . ?
C35 C30 C31 C32 0.3(3) . . . . ?
C29 C30 C31 C32 178.85(17) . . . . ?

_refine_diff_density_max         0.254
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.061

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_160611cm
_database_code_depnum_ccdc_archive 'CCDC 1536630'
_audit_update_record             
;
2017-03-08 deposited with the CCDC.
2017-08-03 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         'C39 H37 B N2 S, C6 H14'
_chemical_formula_sum            'C45 H51 B N2 S'
_chemical_formula_weight         662.74

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/a'
_symmetry_space_group_name_Hall  '-P 2ab'
_symmetry_Int_Tables_number      14

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

_cell_length_a                   10.337(2)
_cell_length_b                   25.595(5)
_cell_length_c                   14.097(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.574(5)
_cell_angle_gamma                90
_cell_volume                     3697.2(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    2381
_cell_measurement_theta_min      31.3
_cell_measurement_theta_max      68.3

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.191
_exptl_crystal_F_000             1424
_exptl_transmission_factor_min   0.885
_exptl_transmission_factor_max   0.990
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    1.021
_shelx_estimated_absorpt_T_min   0.822
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            23880
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         6.568
_diffrn_reflns_theta_max         66.999
_diffrn_reflns_theta_full        66.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             6549
_reflns_number_gt                5411
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0810P)²+3.9902P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6549
_refine_ls_number_parameters     450
_refine_ls_number_restraints     77
_refine_ls_R_factor_all          0.0689
_refine_ls_R_factor_gt           0.0568
_refine_ls_wR_factor_ref         0.1593
_refine_ls_wR_factor_gt          0.1486
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.076
_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 C 1.0118(2) 0.52429(9) 0.30672(17) 0.0218(5) Uani 1 1 d . . . . .
C2 C 1.0087(2) 0.50212(9) 0.21588(18) 0.0266(5) Uani 1 1 d . . . . .
H1 H 0.9306 0.5022 0.1719 0.032 Uiso 1 1 calc R U . . .
C3 C 1.1219(3) 0.48004(10) 0.1914(2) 0.0327(6) Uani 1 1 d . . . . .
H2 H 1.1209 0.4647 0.1299 0.039 Uiso 1 1 calc R U . . .
C4 C 1.2377(2) 0.47973(10) 0.2548(2) 0.0333(6) Uani 1 1 d . . . . .
H3 H 1.3136 0.4639 0.2362 0.040 Uiso 1 1 calc R U . . .
C5 C 1.2429(2) 0.50202(10) 0.34382(19) 0.0288(5) Uani 1 1 d . . . . .
H4 H 1.3215 0.5021 0.3871 0.035 Uiso 1 1 calc R U . . .
C6 C 1.1291(2) 0.52446(9) 0.36877(17) 0.0237(5) Uani 1 1 d . . . . .
S1 S 1.11212(5) 0.55728(2) 0.47381(4) 0.02222(17) Uani 1 1 d . . . . .
C7 C 0.9508(2) 0.56944(8) 0.43172(16) 0.0194(5) Uani 1 1 d . . . . .
C8 C 0.8705(2) 0.60119(8) 0.48417(16) 0.0203(5) Uani 1 1 d . . . . .
C9 C 0.9123(2) 0.62597(9) 0.57169(16) 0.0219(5) Uani 1 1 d . . . . .
H5 H 0.9971 0.6187 0.6038 0.026 Uiso 1 1 calc R U . . .
C10 C 0.8321(2) 0.66104(9) 0.61281(16) 0.0225(5) Uani 1 1 d . . . . .
C11 C 0.7069(2) 0.67162(8) 0.56435(17) 0.0215(5) Uani 1 1 d . . . . .
H6 H 0.6519 0.6957 0.5911 0.026 Uiso 1 1 calc R U . . .
C12 C 0.6627(2) 0.64742(8) 0.47821(16) 0.0200(5) Uani 1 1 d . . . . .
C13 C 0.7453(2) 0.61177(8) 0.43882(16) 0.0186(5) Uani 1 1 d . . . . .
C14 C 0.5446(2) 0.64860(8) 0.41075(16) 0.0195(5) Uani 1 1 d . . . . .
C15 C 0.4276(2) 0.67593(8) 0.40835(17) 0.0217(5) Uani 1 1 d . . . . .
H7 H 0.4165 0.7000 0.4579 0.026 Uiso 1 1 calc R U . . .
C16 C 0.3271(2) 0.66814(9) 0.33396(17) 0.0230(5) Uani 1 1 d . . . . .
C17 C 0.3478(2) 0.63148(9) 0.26282(18) 0.0264(5) Uani 1 1 d . . . . .
H8 H 0.2789 0.6251 0.2126 0.032 Uiso 1 1 calc R U . . .
C18 C 0.4641(2) 0.60432(9) 0.26263(18) 0.0249(5) Uani 1 1 d . . . . .
H9 H 0.4748 0.5801 0.2132 0.030 Uiso 1 1 calc R U . . .
C19 C 0.5642(2) 0.61347(8) 0.33645(16) 0.0196(5) Uani 1 1 d . . . . .
N1 N 0.90949(17) 0.54976(7) 0.34556(13) 0.0194(4) Uani 1 1 d . . . . .
N2 N 0.68970(17) 0.59166(7) 0.35392(13) 0.0189(4) Uani 1 1 d . . . . .
C20 C 0.2018(2) 0.70072(9) 0.32855(19) 0.0265(5) Uani 1 1 d . . . . .
C21 C 0.0890(2) 0.67558(11) 0.2625(2) 0.0383(7) Uani 1 1 d . . . . .
H20 H 0.0759 0.6397 0.2835 0.058 Uiso 1 1 calc R U . . .
H21 H 0.1099 0.6752 0.1967 0.058 Uiso 1 1 calc R U . . .
H22 H 0.0090 0.6958 0.2651 0.058 Uiso 1 1 calc R U . . .
C22 C 0.1576(2) 0.70638(10) 0.4279(2) 0.0317(6) Uani 1 1 d . . . . .
H23 H 0.1467 0.6717 0.4550 0.048 Uiso 1 1 calc R U . . .
H24 H 0.0744 0.7252 0.4221 0.048 Uiso 1 1 calc R U . . .
H25 H 0.2236 0.7259 0.4700 0.048 Uiso 1 1 calc R U . . .
C23 C 0.2293(2) 0.75531(10) 0.2900(2) 0.0321(6) Uani 1 1 d . . . . .
H26 H 0.1496 0.7764 0.2851 0.048 Uiso 1 1 calc R U . . .
H27 H 0.2576 0.7519 0.2266 0.048 Uiso 1 1 calc R U . . .
H28 H 0.2981 0.7723 0.3337 0.048 Uiso 1 1 calc R U . . .
C24 C 0.8773(2) 0.68951(9) 0.70717(17) 0.0269(5) Uani 1 1 d . . . . .
C25 C 0.7805(4) 0.67794(13) 0.7786(2) 0.0505(8) Uani 1 1 d . . . . .
H29 H 0.7754 0.6401 0.7884 0.076 Uiso 1 1 calc R U . . .
H30 H 0.6940 0.6913 0.7531 0.076 Uiso 1 1 calc R U . . .
H31 H 0.8104 0.6950 0.8398 0.076 Uiso 1 1 calc R U . . .
C26 C 0.8813(3) 0.74828(11) 0.6888(2) 0.0416(7) Uani 1 1 d . . . . .
H32 H 0.9085 0.7666 0.7492 0.062 Uiso 1 1 calc R U . . .
H33 H 0.7944 0.7604 0.6615 0.062 Uiso 1 1 calc R U . . .
H34 H 0.9437 0.7556 0.6438 0.062 Uiso 1 1 calc R U . . .
C27 C 1.0128(3) 0.67236(13) 0.7519(2) 0.0515(8) Uani 1 1 d . . . . .
H35 H 1.0762 0.6804 0.7080 0.077 Uiso 1 1 calc R U . . .
H36 H 1.0127 0.6347 0.7641 0.077 Uiso 1 1 calc R U . . .
H37 H 1.0368 0.6910 0.8124 0.077 Uiso 1 1 calc R U . . .
C28 C 0.6979(2) 0.49057(9) 0.32288(16) 0.0193(5) Uani 1 1 d . . . . .
C29 C 0.7333(2) 0.44439(9) 0.27946(17) 0.0249(5) Uani 1 1 d . . . . .
H10 H 0.7928 0.4463 0.2337 0.030 Uiso 1 1 calc R U . . .
C30 C 0.6843(2) 0.39584(9) 0.30101(19) 0.0288(5) Uani 1 1 d . . . . .
H11 H 0.7102 0.3654 0.2698 0.035 Uiso 1 1 calc R U . . .
C31 C 0.5981(2) 0.39173(9) 0.36788(19) 0.0295(5) Uani 1 1 d . . . . .
H12 H 0.5643 0.3586 0.3827 0.035 Uiso 1 1 calc R U . . .
C32 C 0.5618(2) 0.43640(9) 0.41293(19) 0.0287(5) Uani 1 1 d . . . . .
H13 H 0.5033 0.4340 0.4594 0.034 Uiso 1 1 calc R U . . .
C33 C 0.6106(2) 0.48481(9) 0.39026(17) 0.0230(5) Uani 1 1 d . . . . .
H14 H 0.5839 0.5150 0.4216 0.028 Uiso 1 1 calc R U . . .
C34 C 0.7383(2) 0.56291(9) 0.18601(16) 0.0212(5) Uani 1 1 d . . . . .
C35 C 0.6679(2) 0.53320(10) 0.11412(18) 0.0287(5) Uani 1 1 d . . . . .
H15 H 0.6282 0.5016 0.1309 0.034 Uiso 1 1 calc R U . . .
C36 C 0.6539(3) 0.54831(11) 0.01856(19) 0.0382(6) Uani 1 1 d . . . . .
H16 H 0.6054 0.5271 -0.0288 0.046 Uiso 1 1 calc R U . . .
C37 C 0.7103(3) 0.59406(12) -0.0075(2) 0.0412(7) Uani 1 1 d . . . . .
H17 H 0.7015 0.6044 -0.0727 0.049 Uiso 1 1 calc R U . . .
C38 C 0.7797(3) 0.62464(11) 0.0622(2) 0.0390(7) Uani 1 1 d . . . . .
H18 H 0.8190 0.6562 0.0448 0.047 Uiso 1 1 calc R U . . .
C39 C 0.7921(2) 0.60957(10) 0.15713(19) 0.0289(5) Uani 1 1 d . . . . .
H19 H 0.8385 0.6315 0.2042 0.035 Uiso 1 1 calc R U . . .
B1 B 0.7530(2) 0.54784(10) 0.29834(19) 0.0197(5) Uani 1 1 d . . . . .
C40 C 0.8902(5) 0.4190(2) -0.0046(4) 0.1053(19) Uani 1 1 d D U . . .
H38 H 0.9464 0.4016 0.0474 0.158 Uiso 1 1 calc R U . . .
H39 H 0.9033 0.4569 0.0002 0.158 Uiso 1 1 calc R U . . .
H40 H 0.9124 0.4067 -0.0663 0.158 Uiso 1 1 calc R U . . .
C41 C 0.7493(6) 0.4063(2) 0.0028(3) 0.0993(18) Uani 1 1 d D U . . .
H44 H 0.7256 0.4226 0.0619 0.119 Uiso 1 1 calc R U . . .
H45 H 0.6942 0.4226 -0.0521 0.119 Uiso 1 1 calc R U . . .
C42 C 0.7182(6) 0.3508(2) 0.0043(4) 0.1087(19) Uani 1 1 d D U . . .
H46 H 0.7523 0.3347 -0.0513 0.130 Uiso 1 1 calc R U . . .
H47 H 0.7693 0.3360 0.0624 0.130 Uiso 1 1 calc R U . . .
C43 C 0.5900(6) 0.3334(2) 0.0028(6) 0.141(3) Uani 1 1 d D U . . .
H48 H 0.5349 0.3510 -0.0506 0.169 Uiso 1 1 calc R U . . .
H49 H 0.5584 0.3445 0.0630 0.169 Uiso 1 1 calc R U . . .
C44 C 0.5714(8) 0.2758(3) -0.0081(7) 0.199(4) Uani 1 1 d D U . . .
H50 H 0.5983 0.2656 -0.0703 0.239 Uiso 1 1 calc R U . . .
H51 H 0.6324 0.2586 0.0425 0.239 Uiso 1 1 calc R U . . .
C45 C 0.4480(7) 0.25526(19) -0.0041(4) 0.110(2) Uani 1 1 d D U . . .
H41 H 0.4150 0.2677 0.0540 0.165 Uiso 1 1 calc R U . . .
H42 H 0.4530 0.2170 -0.0028 0.165 Uiso 1 1 calc R U . . .
H43 H 0.3889 0.2665 -0.0605 0.165 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 C2 1.397(3) . ?
C1 C6 1.399(3) . ?
C1 N1 1.412(3) . ?
C2 C3 1.384(3) . ?
C2 H1 0.9500 . ?
C3 C4 1.396(4) . ?
C3 H2 0.9500 . ?
C4 C5 1.373(4) . ?
C4 H3 0.9500 . ?
C5 C6 1.395(3) . ?
C5 H4 0.9500 . ?
C6 S1 1.731(2) . ?
S1 C7 1.723(2) . ?
C7 N1 1.332(3) . ?
C7 C8 1.435(3) . ?
C8 C13 1.392(3) . ?
C8 C9 1.404(3) . ?
C9 C10 1.398(3) . ?
C9 H5 0.9500 . ?
C10 C11 1.407(3) . ?
C10 C24 1.535(3) . ?
C11 C12 1.386(3) . ?
C11 H6 0.9500 . ?
C12 C13 1.412(3) . ?
C12 C14 1.446(3) . ?
C13 N2 1.359(3) . ?
C14 C15 1.393(3) . ?
C14 C19 1.415(3) . ?
C15 C16 1.390(3) . ?
C15 H7 0.9500 . ?
C16 C17 1.410(3) . ?
C16 C20 1.534(3) . ?
C17 C18 1.389(3) . ?
C17 H8 0.9500 . ?
C18 C19 1.387(3) . ?
C18 H9 0.9500 . ?
C19 N2 1.404(3) . ?
N1 B1 1.667(3) . ?
N2 B1 1.560(3) . ?
C20 C21 1.534(3) . ?
C20 C22 1.536(4) . ?
C20 C23 1.539(3) . ?
C21 H20 0.9800 . ?
C21 H21 0.9800 . ?
C21 H22 0.9800 . ?
C22 H23 0.9800 . ?
C22 H24 0.9800 . ?
C22 H25 0.9800 . ?
C23 H26 0.9800 . ?
C23 H27 0.9800 . ?
C23 H28 0.9800 . ?
C24 C27 1.523(4) . ?
C24 C26 1.528(4) . ?
C24 C25 1.539(4) . ?
C25 H29 0.9800 . ?
C25 H30 0.9800 . ?
C25 H31 0.9800 . ?
C26 H32 0.9800 . ?
C26 H33 0.9800 . ?
C26 H34 0.9800 . ?
C27 H35 0.9800 . ?
C27 H36 0.9800 . ?
C27 H37 0.9800 . ?
C28 C33 1.401(3) . ?
C28 C29 1.402(3) . ?
C28 B1 1.626(3) . ?
C29 C30 1.390(3) . ?
C29 H10 0.9500 . ?
C30 C31 1.384(4) . ?
C30 H11 0.9500 . ?
C31 C32 1.384(4) . ?
C31 H12 0.9500 . ?
C32 C33 1.391(3) . ?
C32 H13 0.9500 . ?
C33 H14 0.9500 . ?
C34 C35 1.393(3) . ?
C34 C39 1.400(3) . ?
C34 B1 1.617(3) . ?
C35 C36 1.391(4) . ?
C35 H15 0.9500 . ?
C36 C37 1.379(4) . ?
C36 H16 0.9500 . ?
C37 C38 1.381(4) . ?
C37 H17 0.9500 . ?
C38 C39 1.382(4) . ?
C38 H18 0.9500 . ?
C39 H19 0.9500 . ?
C40 C41 1.509(7) . ?
C40 H38 0.9800 . ?
C40 H39 0.9800 . ?
C40 H40 0.9800 . ?
C41 C42 1.458(7) . ?
C41 H44 0.9900 . ?
C41 H45 0.9900 . ?
C42 C43 1.396(7) . ?
C42 H46 0.9900 . ?
C42 H47 0.9900 . ?
C43 C44 1.492(9) . ?
C43 H48 0.9900 . ?
C43 H49 0.9900 . ?
C44 C45 1.388(5) . ?
C44 H50 0.9900 . ?
C44 H51 0.9900 . ?
C45 H41 0.9800 . ?
C45 H42 0.9800 . ?
C45 H43 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
C2 C1 C6 119.2(2) . . ?
C2 C1 N1 127.9(2) . . ?
C6 C1 N1 112.8(2) . . ?
C3 C2 C1 118.5(2) . . ?
C3 C2 H1 120.8 . . ?
C1 C2 H1 120.8 . . ?
C2 C3 C4 121.6(2) . . ?
C2 C3 H2 119.2 . . ?
C4 C3 H2 119.2 . . ?
C5 C4 C3 120.7(2) . . ?
C5 C4 H3 119.7 . . ?
C3 C4 H3 119.7 . . ?
C4 C5 C6 118.0(2) . . ?
C4 C5 H4 121.0 . . ?
C6 C5 H4 121.0 . . ?
C5 C6 C1 122.1(2) . . ?
C5 C6 S1 126.83(19) . . ?
C1 C6 S1 111.03(17) . . ?
C7 S1 C6 89.76(11) . . ?
N1 C7 C8 123.1(2) . . ?
N1 C7 S1 115.17(16) . . ?
C8 C7 S1 121.65(17) . . ?
C13 C8 C9 118.4(2) . . ?
C13 C8 C7 116.1(2) . . ?
C9 C8 C7 125.2(2) . . ?
C10 C9 C8 121.6(2) . . ?
C10 C9 H5 119.2 . . ?
C8 C9 H5 119.2 . . ?
C9 C10 C11 118.7(2) . . ?
C9 C10 C24 122.3(2) . . ?
C11 C10 C24 119.0(2) . . ?
C12 C11 C10 121.0(2) . . ?
C12 C11 H6 119.5 . . ?
C10 C11 H6 119.5 . . ?
C11 C12 C13 119.1(2) . . ?
C11 C12 C14 136.0(2) . . ?
C13 C12 C14 104.89(19) . . ?
N2 C13 C8 126.2(2) . . ?
N2 C13 C12 112.58(19) . . ?
C8 C13 C12 121.2(2) . . ?
C15 C14 C19 120.6(2) . . ?
C15 C14 C12 133.0(2) . . ?
C19 C14 C12 106.40(19) . . ?
C16 C15 C14 120.4(2) . . ?
C16 C15 H7 119.8 . . ?
C14 C15 H7 119.8 . . ?
C15 C16 C17 117.6(2) . . ?
C15 C16 C20 120.1(2) . . ?
C17 C16 C20 122.2(2) . . ?
C18 C17 C16 123.1(2) . . ?
C18 C17 H8 118.4 . . ?
C16 C17 H8 118.4 . . ?
C19 C18 C17 118.3(2) . . ?
C19 C18 H9 120.8 . . ?
C17 C18 H9 120.8 . . ?
C18 C19 N2 130.2(2) . . ?
C18 C19 C14 119.8(2) . . ?
N2 C19 C14 110.01(19) . . ?
C7 N1 C1 111.18(18) . . ?
C7 N1 B1 123.58(18) . . ?
C1 N1 B1 124.63(18) . . ?
C13 N2 C19 106.10(18) . . ?
C13 N2 B1 123.93(18) . . ?
C19 N2 B1 129.54(18) . . ?
C16 C20 C21 111.8(2) . . ?
C16 C20 C22 110.9(2) . . ?
C21 C20 C22 107.4(2) . . ?
C16 C20 C23 108.51(19) . . ?
C21 C20 C23 109.1(2) . . ?
C22 C20 C23 109.1(2) . . ?
C20 C21 H20 109.5 . . ?
C20 C21 H21 109.5 . . ?
H20 C21 H21 109.5 . . ?
C20 C21 H22 109.5 . . ?
H20 C21 H22 109.5 . . ?
H21 C21 H22 109.5 . . ?
C20 C22 H23 109.5 . . ?
C20 C22 H24 109.5 . . ?
H23 C22 H24 109.5 . . ?
C20 C22 H25 109.5 . . ?
H23 C22 H25 109.5 . . ?
H24 C22 H25 109.5 . . ?
C20 C23 H26 109.5 . . ?
C20 C23 H27 109.5 . . ?
H26 C23 H27 109.5 . . ?
C20 C23 H28 109.5 . . ?
H26 C23 H28 109.5 . . ?
H27 C23 H28 109.5 . . ?
C27 C24 C26 108.0(2) . . ?
C27 C24 C10 112.4(2) . . ?
C26 C24 C10 109.4(2) . . ?
C27 C24 C25 108.4(3) . . ?
C26 C24 C25 109.6(2) . . ?
C10 C24 C25 109.0(2) . . ?
C24 C25 H29 109.5 . . ?
C24 C25 H30 109.5 . . ?
H29 C25 H30 109.5 . . ?
C24 C25 H31 109.5 . . ?
H29 C25 H31 109.5 . . ?
H30 C25 H31 109.5 . . ?
C24 C26 H32 109.5 . . ?
C24 C26 H33 109.5 . . ?
H32 C26 H33 109.5 . . ?
C24 C26 H34 109.5 . . ?
H32 C26 H34 109.5 . . ?
H33 C26 H34 109.5 . . ?
C24 C27 H35 109.5 . . ?
C24 C27 H36 109.5 . . ?
H35 C27 H36 109.5 . . ?
C24 C27 H37 109.5 . . ?
H35 C27 H37 109.5 . . ?
H36 C27 H37 109.5 . . ?
C33 C28 C29 115.8(2) . . ?
C33 C28 B1 120.9(2) . . ?
C29 C28 B1 123.2(2) . . ?
C30 C29 C28 122.3(2) . . ?
C30 C29 H10 118.8 . . ?
C28 C29 H10 118.8 . . ?
C31 C30 C29 120.1(2) . . ?
C31 C30 H11 119.9 . . ?
C29 C30 H11 119.9 . . ?
C32 C31 C30 119.2(2) . . ?
C32 C31 H12 120.4 . . ?
C30 C31 H12 120.4 . . ?
C31 C32 C33 120.1(2) . . ?
C31 C32 H13 119.9 . . ?
C33 C32 H13 119.9 . . ?
C32 C33 C28 122.3(2) . . ?
C32 C33 H14 118.8 . . ?
C28 C33 H14 118.8 . . ?
C35 C34 C39 116.3(2) . . ?
C35 C34 B1 123.7(2) . . ?
C39 C34 B1 119.9(2) . . ?
C36 C35 C34 122.0(2) . . ?
C36 C35 H15 119.0 . . ?
C34 C35 H15 119.0 . . ?
C37 C36 C35 120.0(3) . . ?
C37 C36 H16 120.0 . . ?
C35 C36 H16 120.0 . . ?
C36 C37 C38 119.4(3) . . ?
C36 C37 H17 120.3 . . ?
C38 C37 H17 120.3 . . ?
C37 C38 C39 120.2(3) . . ?
C37 C38 H18 119.9 . . ?
C39 C38 H18 119.9 . . ?
C38 C39 C34 122.0(2) . . ?
C38 C39 H19 119.0 . . ?
C34 C39 H19 119.0 . . ?
N2 B1 C34 109.21(18) . . ?
N2 B1 C28 111.05(18) . . ?
C34 B1 C28 115.65(19) . . ?
N2 B1 N1 103.14(17) . . ?
C34 B1 N1 110.16(18) . . ?
C28 B1 N1 106.87(17) . . ?
C41 C40 H38 109.5 . . ?
C41 C40 H39 109.5 . . ?
H38 C40 H39 109.5 . . ?
C41 C40 H40 109.5 . . ?
H38 C40 H40 109.5 . . ?
H39 C40 H40 109.5 . . ?
C42 C41 C40 115.3(5) . . ?
C42 C41 H44 108.5 . . ?
C40 C41 H44 108.5 . . ?
C42 C41 H45 108.5 . . ?
C40 C41 H45 108.5 . . ?
H44 C41 H45 107.5 . . ?
C43 C42 C41 121.4(6) . . ?
C43 C42 H46 107.0 . . ?
C41 C42 H46 107.0 . . ?
C43 C42 H47 107.0 . . ?
C41 C42 H47 107.0 . . ?
H46 C42 H47 106.7 . . ?
C42 C43 C44 115.2(6) . . ?
C42 C43 H48 108.5 . . ?
C44 C43 H48 108.5 . . ?
C42 C43 H49 108.5 . . ?
C44 C43 H49 108.5 . . ?
H48 C43 H49 107.5 . . ?
C45 C44 C43 118.5(7) . . ?
C45 C44 H50 107.7 . . ?
C43 C44 H50 107.7 . . ?
C45 C44 H51 107.7 . . ?
C43 C44 H51 107.7 . . ?
H50 C44 H51 107.1 . . ?
C44 C45 H41 109.5 . . ?
C44 C45 H42 109.5 . . ?
H41 C45 H42 109.5 . . ?
C44 C45 H43 109.5 . . ?
H41 C45 H43 109.5 . . ?
H42 C45 H43 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 C1 C2 C3 1.4(3) . . . . ?
N1 C1 C2 C3 178.4(2) . . . . ?
C1 C2 C3 C4 -0.3(4) . . . . ?
C2 C3 C4 C5 -0.7(4) . . . . ?
C3 C4 C5 C6 0.5(4) . . . . ?
C4 C5 C6 C1 0.7(4) . . . . ?
C4 C5 C6 S1 -177.0(2) . . . . ?
C2 C1 C6 C5 -1.6(3) . . . . ?
N1 C1 C6 C5 -179.1(2) . . . . ?
C2 C1 C6 S1 176.37(18) . . . . ?
N1 C1 C6 S1 -1.1(2) . . . . ?
C5 C6 S1 C7 177.9(2) . . . . ?
C1 C6 S1 C7 0.03(18) . . . . ?
C6 S1 C7 N1 1.14(17) . . . . ?
C6 S1 C7 C8 -175.34(19) . . . . ?
N1 C7 C8 C13 -1.5(3) . . . . ?
S1 C7 C8 C13 174.68(16) . . . . ?
N1 C7 C8 C9 -175.0(2) . . . . ?
S1 C7 C8 C9 1.2(3) . . . . ?
C13 C8 C9 C10 -0.8(3) . . . . ?
C7 C8 C9 C10 172.6(2) . . . . ?
C8 C9 C10 C11 -0.3(3) . . . . ?
C8 C9 C10 C24 -178.5(2) . . . . ?
C9 C10 C11 C12 0.8(3) . . . . ?
C24 C10 C11 C12 179.0(2) . . . . ?
C10 C11 C12 C13 -0.2(3) . . . . ?
C10 C11 C12 C14 180.0(2) . . . . ?
C9 C8 C13 N2 179.5(2) . . . . ?
C7 C8 C13 N2 5.5(3) . . . . ?
C9 C8 C13 C12 1.5(3) . . . . ?
C7 C8 C13 C12 -172.53(19) . . . . ?
C11 C12 C13 N2 -179.24(19) . . . . ?
C14 C12 C13 N2 0.6(2) . . . . ?
C11 C12 C13 C8 -1.0(3) . . . . ?
C14 C12 C13 C8 178.9(2) . . . . ?
C11 C12 C14 C15 0.1(4) . . . . ?
C13 C12 C14 C15 -179.7(2) . . . . ?
C11 C12 C14 C19 -179.7(2) . . . . ?
C13 C12 C14 C19 0.4(2) . . . . ?
C19 C14 C15 C16 1.5(3) . . . . ?
C12 C14 C15 C16 -178.3(2) . . . . ?
C14 C15 C16 C17 0.8(3) . . . . ?
C14 C15 C16 C20 -176.3(2) . . . . ?
C15 C16 C17 C18 -1.8(4) . . . . ?
C20 C16 C17 C18 175.2(2) . . . . ?
C16 C17 C18 C19 0.5(4) . . . . ?
C17 C18 C19 N2 179.7(2) . . . . ?
C17 C18 C19 C14 1.8(3) . . . . ?
C15 C14 C19 C18 -2.9(3) . . . . ?
C12 C14 C19 C18 177.0(2) . . . . ?
C15 C14 C19 N2 178.83(19) . . . . ?
C12 C14 C19 N2 -1.3(2) . . . . ?
C8 C7 N1 C1 174.5(2) . . . . ?
S1 C7 N1 C1 -2.0(2) . . . . ?
C8 C7 N1 B1 -14.2(3) . . . . ?
S1 C7 N1 B1 169.42(15) . . . . ?
C2 C1 N1 C7 -175.3(2) . . . . ?
C6 C1 N1 C7 1.9(3) . . . . ?
C2 C1 N1 B1 13.5(3) . . . . ?
C6 C1 N1 B1 -169.33(19) . . . . ?
C8 C13 N2 C19 -179.6(2) . . . . ?
C12 C13 N2 C19 -1.4(2) . . . . ?
C8 C13 N2 B1 7.3(3) . . . . ?
C12 C13 N2 B1 -174.52(19) . . . . ?
C18 C19 N2 C13 -176.4(2) . . . . ?
C14 C19 N2 C13 1.7(2) . . . . ?
C18 C19 N2 B1 -3.8(4) . . . . ?
C14 C19 N2 B1 174.2(2) . . . . ?
C15 C16 C20 C21 -162.1(2) . . . . ?
C17 C16 C20 C21 20.9(3) . . . . ?
C15 C16 C20 C22 -42.3(3) . . . . ?
C17 C16 C20 C22 140.8(2) . . . . ?
C15 C16 C20 C23 77.5(3) . . . . ?
C17 C16 C20 C23 -99.4(3) . . . . ?
C9 C10 C24 C27 -3.7(3) . . . . ?
C11 C10 C24 C27 178.1(2) . . . . ?
C9 C10 C24 C26 116.3(3) . . . . ?
C11 C10 C24 C26 -61.8(3) . . . . ?
C9 C10 C24 C25 -123.9(3) . . . . ?
C11 C10 C24 C25 58.0(3) . . . . ?
C33 C28 C29 C30 0.5(3) . . . . ?
B1 C28 C29 C30 -179.6(2) . . . . ?
C28 C29 C30 C31 -0.4(4) . . . . ?
C29 C30 C31 C32 -0.2(4) . . . . ?
C30 C31 C32 C33 0.6(4) . . . . ?
C31 C32 C33 C28 -0.5(4) . . . . ?
C29 C28 C33 C32 0.0(3) . . . . ?
B1 C28 C33 C32 -179.9(2) . . . . ?
C39 C34 C35 C36 1.4(4) . . . . ?
B1 C34 C35 C36 177.8(2) . . . . ?
C34 C35 C36 C37 -0.2(4) . . . . ?
C35 C36 C37 C38 -0.4(4) . . . . ?
C36 C37 C38 C39 -0.2(4) . . . . ?
C37 C38 C39 C34 1.4(4) . . . . ?
C35 C34 C39 C38 -2.0(4) . . . . ?
B1 C34 C39 C38 -178.6(2) . . . . ?
C13 N2 B1 C34 -135.9(2) . . . . ?
C19 N2 B1 C34 52.7(3) . . . . ?
C13 N2 B1 C28 95.4(2) . . . . ?
C19 N2 B1 C28 -76.0(3) . . . . ?
C13 N2 B1 N1 -18.7(3) . . . . ?
C19 N2 B1 N1 169.87(19) . . . . ?
C35 C34 B1 N2 -117.4(2) . . . . ?
C39 C34 B1 N2 58.9(3) . . . . ?
C35 C34 B1 C28 8.7(3) . . . . ?
C39 C34 B1 C28 -174.9(2) . . . . ?
C35 C34 B1 N1 130.0(2) . . . . ?
C39 C34 B1 N1 -53.7(3) . . . . ?
C33 C28 B1 N2 -3.3(3) . . . . ?
C29 C28 B1 N2 176.8(2) . . . . ?
C33 C28 B1 C34 -128.4(2) . . . . ?
C29 C28 B1 C34 51.6(3) . . . . ?
C33 C28 B1 N1 108.5(2) . . . . ?
C29 C28 B1 N1 -71.4(3) . . . . ?
C7 N1 B1 N2 22.4(3) . . . . ?
C1 N1 B1 N2 -167.37(18) . . . . ?
C7 N1 B1 C34 138.9(2) . . . . ?
C1 N1 B1 C34 -50.9(3) . . . . ?
C7 N1 B1 C28 -94.7(2) . . . . ?
C1 N1 B1 C28 75.5(2) . . . . ?
C40 C41 C42 C43 -174.5(6) . . . . ?
C41 C42 C43 C44 172.4(6) . . . . ?
C42 C43 C44 C45 176.0(7) . . . . ?

_refine_diff_density_max         1.003
_refine_diff_density_min         -0.656
_refine_diff_density_rms         0.060

####################################################################### 
# 
# 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_61031cm2
_database_code_depnum_ccdc_archive 'CCDC 1536633'
_audit_update_record             
;
2017-03-08 deposited with the CCDC.
2017-08-03 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         'C29 H27 B N4 S'
_chemical_formula_sum            'C29 H27 B N4 S'
_chemical_formula_weight         474.41

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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/a'
_space_group_name_Hall           '-P 2yab'

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

_cell_length_a                   11.733(3)
_cell_length_b                   9.921(2)
_cell_length_c                   21.775(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.847(9)
_cell_angle_gamma                90
_cell_volume                     2525.6(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    1903
_cell_measurement_theta_min      30.7
_cell_measurement_theta_max      68.1

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_F_000             1000
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    1.319
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.854
_exptl_absorpt_correction_T_max  0.924
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            24175
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         6.951
_diffrn_reflns_theta_max         66.996
_diffrn_reflns_theta_full        66.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4480
_reflns_number_gt                3991
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0688P)²+0.3712P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4480
_refine_ls_number_parameters     322
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0348
_refine_ls_wR_factor_ref         0.0997
_refine_ls_wR_factor_gt          0.0973
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.32584(3) 0.49422(3) 0.43692(2) 0.01560(12) Uani 1 1 d . . . . .
N1 N 0.52375(9) 0.32944(10) 0.28277(5) 0.0149(2) Uani 1 1 d . . . . .
N2 N 0.47221(9) 0.33843(10) 0.39178(4) 0.0140(2) Uani 1 1 d . . . . .
C4 C 0.38207(10) 0.59345(13) 0.19464(5) 0.0152(3) Uani 1 1 d . . . . .
H1 H 0.3784 0.6251 0.1534 0.018 Uiso 1 1 calc R U . . .
C5 C 0.52205(10) 0.38971(12) 0.18094(5) 0.0135(3) Uani 1 1 d . . . . .
C6 C 0.45169(10) 0.43642(12) 0.27259(5) 0.0134(3) Uani 1 1 d . . . . .
C7 C 0.53745(11) 0.19837(13) 0.48384(6) 0.0170(3) Uani 1 1 d . . . . .
H2 H 0.5899 0.1467 0.4627 0.020 Uiso 1 1 calc R U . . .
C8 C 0.55484(10) 0.38044(12) 0.12067(5) 0.0140(3) Uani 1 1 d . . . . .
H3 H 0.5245 0.4418 0.0900 0.017 Uiso 1 1 calc R U . . .
C9 C 0.40084(10) 0.44062(12) 0.37701(5) 0.0143(3) Uani 1 1 d . . . . .
C10 C 0.32167(11) 0.66278(13) 0.23811(6) 0.0162(3) Uani 1 1 d . . . . .
C11 C 0.68335(11) 0.32060(13) 0.37242(6) 0.0178(3) Uani 1 1 d . . . . .
N3 N 0.76979(10) 0.36456(12) 0.39143(6) 0.0263(3) Uani 1 1 d . . . . .
C13 C 0.64644(11) 0.20101(13) 0.21287(6) 0.0194(3) Uani 1 1 d . . . . .
H4 H 0.6783 0.1409 0.2436 0.023 Uiso 1 1 calc R U . . .
C14 C 0.56799(11) 0.29978(12) 0.22656(5) 0.0148(3) Uani 1 1 d . . . . .
C15 C 0.32487(10) 0.61295(13) 0.29829(5) 0.0160(3) Uani 1 1 d . . . . .
H5 H 0.2820 0.6571 0.3275 0.019 Uiso 1 1 calc R U . . .
C16 C 0.67612(11) 0.19384(13) 0.15287(6) 0.0193(3) Uani 1 1 d . . . . .
H6 H 0.7291 0.1265 0.1428 0.023 Uiso 1 1 calc R U . . .
C17 C 0.52350(12) 0.17560(13) 0.54553(6) 0.0200(3) Uani 1 1 d . . . . .
H7 H 0.5667 0.1065 0.5669 0.024 Uiso 1 1 calc R U . . .
C18 C 0.47171(10) 0.29990(13) 0.45383(5) 0.0151(3) Uani 1 1 d . . . . .
C19 C 0.39585(10) 0.37580(13) 0.48551(6) 0.0159(3) Uani 1 1 d . . . . .
C20 C 0.44686(12) 0.25254(13) 0.57705(6) 0.0205(3) Uani 1 1 d . . . . .
H8 H 0.4395 0.2350 0.6194 0.025 Uiso 1 1 calc R U . . .
C21 C 0.79950(12) 0.26990(15) 0.04185(6) 0.0245(3) Uani 1 1 d . . . . .
H9 H 0.8260 0.3576 0.0582 0.037 Uiso 1 1 calc R U . . .
H10 H 0.8225 0.2588 -0.0001 0.037 Uiso 1 1 calc R U . . .
H11 H 0.8335 0.1979 0.0682 0.037 Uiso 1 1 calc R U . . .
C22 C 0.38188(11) 0.35323(13) 0.54777(6) 0.0188(3) Uani 1 1 d . . . . .
H12 H 0.3297 0.4051 0.5691 0.023 Uiso 1 1 calc R U . . .
C23 C 0.54831(11) 0.11310(14) 0.34425(5) 0.0184(3) Uani 1 1 d . . . . .
C24 C 0.25539(11) 0.79084(14) 0.21799(6) 0.0201(3) Uani 1 1 d . . . . .
C25 C 0.44666(10) 0.48015(12) 0.21080(5) 0.0135(3) Uani 1 1 d . . . . .
C26 C 0.20057(14) 0.85693(16) 0.27164(6) 0.0301(4) Uani 1 1 d . . . . .
H13 H 0.1432 0.7960 0.2865 0.045 Uiso 1 1 calc R U . . .
H14 H 0.1637 0.9415 0.2577 0.045 Uiso 1 1 calc R U . . .
H15 H 0.2596 0.8757 0.3051 0.045 Uiso 1 1 calc R U . . .
C27 C 0.63162(10) 0.28163(13) 0.10580(5) 0.0154(3) Uani 1 1 d . . . . .
C28 C 0.66863(11) 0.26273(13) 0.04065(6) 0.0175(3) Uani 1 1 d . . . . .
C29 C 0.61814(12) 0.37121(15) -0.00384(6) 0.0227(3) Uani 1 1 d . . . . .
H16 H 0.5345 0.3650 -0.0071 0.034 Uiso 1 1 calc R U . . .
H17 H 0.6460 0.3574 -0.0446 0.034 Uiso 1 1 calc R U . . .
H18 H 0.6417 0.4605 0.0117 0.034 Uiso 1 1 calc R U . . .
N4 N 0.54650(12) -0.00102(12) 0.33577(5) 0.0271(3) Uani 1 1 d . . . . .
C31 C 0.39005(11) 0.49904(12) 0.31646(6) 0.0145(3) Uani 1 1 d . . . . .
C32 C 0.62717(13) 0.12495(15) 0.01581(6) 0.0262(3) Uani 1 1 d . . . . .
H19 H 0.6609 0.0536 0.0427 0.039 Uiso 1 1 calc R U . . .
H20 H 0.6505 0.1126 -0.0260 0.039 Uiso 1 1 calc R U . . .
H21 H 0.5436 0.1206 0.0149 0.039 Uiso 1 1 calc R U . . .
C33 C 0.16115(13) 0.75323(16) 0.16740(7) 0.0275(3) Uani 1 1 d . . . . .
H22 H 0.1091 0.6875 0.1837 0.041 Uiso 1 1 calc R U . . .
H23 H 0.1961 0.7139 0.1322 0.041 Uiso 1 1 calc R U . . .
H24 H 0.1182 0.8343 0.1541 0.041 Uiso 1 1 calc R U . . .
B1 B 0.55614(12) 0.27379(14) 0.34664(6) 0.0154(3) Uani 1 1 d . . . . .
C35 C 0.33700(13) 0.89381(14) 0.19231(7) 0.0284(3) Uani 1 1 d . . . . .
H25 H 0.2943 0.9754 0.1795 0.043 Uiso 1 1 calc R U . . .
H26 H 0.3711 0.8548 0.1568 0.043 Uiso 1 1 calc R U . . .
H27 H 0.3976 0.9169 0.2243 0.043 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
S1 C9 1.7184(12) . ?
S1 C19 1.7400(13) . ?
N1 C6 1.3633(16) . ?
N1 C14 1.4007(16) . ?
N1 B1 1.5147(17) . ?
N2 C9 1.3368(16) . ?
N2 C18 1.4045(16) . ?
N2 B1 1.5846(17) . ?
C4 C25 1.3844(18) . ?
C4 C10 1.4088(18) . ?
C4 H1 0.9500 . ?
C5 C8 1.4016(17) . ?
C5 C14 1.4081(17) . ?
C5 C25 1.4516(17) . ?
C6 C31 1.3922(18) . ?
C6 C25 1.4103(17) . ?
C7 C17 1.3854(18) . ?
C7 C18 1.3969(18) . ?
C7 H2 0.9500 . ?
C8 C27 1.3879(18) . ?
C8 H3 0.9500 . ?
C9 C31 1.4362(17) . ?
C10 C15 1.3982(18) . ?
C10 C24 1.5340(17) . ?
C11 N3 1.1486(18) . ?
C11 B1 1.618(2) . ?
C13 C16 1.3820(19) . ?
C13 C14 1.3937(18) . ?
C13 H4 0.9500 . ?
C15 C31 1.4025(18) . ?
C15 H5 0.9500 . ?
C16 C27 1.4111(18) . ?
C16 H6 0.9500 . ?
C17 C20 1.402(2) . ?
C17 H7 0.9500 . ?
C18 C19 1.3925(18) . ?
C19 C22 1.3972(18) . ?
C20 C22 1.3797(19) . ?
C20 H8 0.9500 . ?
C21 C28 1.5351(19) . ?
C21 H9 0.9800 . ?
C21 H10 0.9800 . ?
C21 H11 0.9800 . ?
C22 H12 0.9500 . ?
C23 N4 1.1471(18) . ?
C23 B1 1.5974(19) . ?
C24 C26 1.5282(18) . ?
C24 C35 1.537(2) . ?
C24 C33 1.5393(19) . ?
C26 H13 0.9800 . ?
C26 H14 0.9800 . ?
C26 H15 0.9800 . ?
C27 C28 1.5299(17) . ?
C28 C29 1.5333(18) . ?
C28 C32 1.5341(19) . ?
C29 H16 0.9800 . ?
C29 H17 0.9800 . ?
C29 H18 0.9800 . ?
C32 H19 0.9800 . ?
C32 H20 0.9800 . ?
C32 H21 0.9800 . ?
C33 H22 0.9800 . ?
C33 H23 0.9800 . ?
C33 H24 0.9800 . ?
C35 H25 0.9800 . ?
C35 H26 0.9800 . ?
C35 H27 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
C9 S1 C19 90.40(6) . . ?
C6 N1 C14 106.98(10) . . ?
C6 N1 B1 122.49(10) . . ?
C14 N1 B1 130.02(10) . . ?
C9 N2 C18 112.60(10) . . ?
C9 N2 B1 124.56(10) . . ?
C18 N2 B1 122.67(10) . . ?
C25 C4 C10 121.42(11) . . ?
C25 C4 H1 119.3 . . ?
C10 C4 H1 119.3 . . ?
C8 C5 C14 119.99(11) . . ?
C8 C5 C25 133.30(11) . . ?
C14 C5 C25 106.69(10) . . ?
N1 C6 C31 125.94(11) . . ?
N1 C6 C25 111.71(11) . . ?
C31 C6 C25 122.35(11) . . ?
C17 C7 C18 117.74(12) . . ?
C17 C7 H2 121.1 . . ?
C18 C7 H2 121.1 . . ?
C27 C8 C5 119.98(11) . . ?
C27 C8 H3 120.0 . . ?
C5 C8 H3 120.0 . . ?
N2 C9 C31 122.12(11) . . ?
N2 C9 S1 113.74(9) . . ?
C31 C9 S1 124.13(10) . . ?
C15 C10 C4 118.81(11) . . ?
C15 C10 C24 122.23(11) . . ?
C4 C10 C24 118.95(11) . . ?
N3 C11 B1 174.15(14) . . ?
C16 C13 C14 117.52(11) . . ?
C16 C13 H4 121.2 . . ?
C14 C13 H4 121.2 . . ?
C13 C14 N1 129.41(11) . . ?
C13 C14 C5 121.00(11) . . ?
N1 C14 C5 109.58(11) . . ?
C10 C15 C31 121.33(12) . . ?
C10 C15 H5 119.3 . . ?
C31 C15 H5 119.3 . . ?
C13 C16 C27 123.19(12) . . ?
C13 C16 H6 118.4 . . ?
C27 C16 H6 118.4 . . ?
C7 C17 C20 121.26(12) . . ?
C7 C17 H7 119.4 . . ?
C20 C17 H7 119.4 . . ?
C19 C18 C7 120.59(11) . . ?
C19 C18 N2 112.60(11) . . ?
C7 C18 N2 126.82(11) . . ?
C18 C19 C22 121.76(12) . . ?
C18 C19 S1 110.64(9) . . ?
C22 C19 S1 127.60(10) . . ?
C22 C20 C17 121.34(12) . . ?
C22 C20 H8 119.3 . . ?
C17 C20 H8 119.3 . . ?
C28 C21 H9 109.5 . . ?
C28 C21 H10 109.5 . . ?
H9 C21 H10 109.5 . . ?
C28 C21 H11 109.5 . . ?
H9 C21 H11 109.5 . . ?
H10 C21 H11 109.5 . . ?
C20 C22 C19 117.31(12) . . ?
C20 C22 H12 121.3 . . ?
C19 C22 H12 121.3 . . ?
N4 C23 B1 172.10(13) . . ?
C26 C24 C10 111.90(10) . . ?
C26 C24 C35 107.95(12) . . ?
C10 C24 C35 109.75(11) . . ?
C26 C24 C33 109.13(12) . . ?
C10 C24 C33 108.65(11) . . ?
C35 C24 C33 109.42(11) . . ?
C4 C25 C6 118.04(11) . . ?
C4 C25 C5 136.82(11) . . ?
C6 C25 C5 105.02(10) . . ?
C24 C26 H13 109.5 . . ?
C24 C26 H14 109.5 . . ?
H13 C26 H14 109.5 . . ?
C24 C26 H15 109.5 . . ?
H13 C26 H15 109.5 . . ?
H14 C26 H15 109.5 . . ?
C8 C27 C16 118.30(11) . . ?
C8 C27 C28 122.92(11) . . ?
C16 C27 C28 118.77(11) . . ?
C27 C28 C29 112.03(10) . . ?
C27 C28 C32 109.25(11) . . ?
C29 C28 C32 107.97(11) . . ?
C27 C28 C21 109.91(10) . . ?
C29 C28 C21 108.11(11) . . ?
C32 C28 C21 109.52(11) . . ?
C28 C29 H16 109.5 . . ?
C28 C29 H17 109.5 . . ?
H16 C29 H17 109.5 . . ?
C28 C29 H18 109.5 . . ?
H16 C29 H18 109.5 . . ?
H17 C29 H18 109.5 . . ?
C6 C31 C15 117.94(11) . . ?
C6 C31 C9 116.05(11) . . ?
C15 C31 C9 126.00(12) . . ?
C28 C32 H19 109.5 . . ?
C28 C32 H20 109.5 . . ?
H19 C32 H20 109.5 . . ?
C28 C32 H21 109.5 . . ?
H19 C32 H21 109.5 . . ?
H20 C32 H21 109.5 . . ?
C24 C33 H22 109.5 . . ?
C24 C33 H23 109.5 . . ?
H22 C33 H23 109.5 . . ?
C24 C33 H24 109.5 . . ?
H22 C33 H24 109.5 . . ?
H23 C33 H24 109.5 . . ?
N1 B1 N2 107.53(10) . . ?
N1 B1 C23 108.94(10) . . ?
N2 B1 C23 112.77(10) . . ?
N1 B1 C11 111.51(10) . . ?
N2 B1 C11 105.79(10) . . ?
C23 B1 C11 110.29(11) . . ?
C24 C35 H25 109.5 . . ?
C24 C35 H26 109.5 . . ?
H25 C35 H26 109.5 . . ?
C24 C35 H27 109.5 . . ?
H25 C35 H27 109.5 . . ?
H26 C35 H27 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
C14 N1 C6 C31 -179.55(11) . . . . ?
B1 N1 C6 C31 -7.00(19) . . . . ?
C14 N1 C6 C25 -0.29(14) . . . . ?
B1 N1 C6 C25 172.26(11) . . . . ?
C14 C5 C8 C27 0.72(17) . . . . ?
C25 C5 C8 C27 179.08(12) . . . . ?
C18 N2 C9 C31 178.13(11) . . . . ?
B1 N2 C9 C31 2.70(18) . . . . ?
C18 N2 C9 S1 -1.45(13) . . . . ?
B1 N2 C9 S1 -176.88(9) . . . . ?
C19 S1 C9 N2 1.31(10) . . . . ?
C19 S1 C9 C31 -178.26(11) . . . . ?
C25 C4 C10 C15 -1.91(18) . . . . ?
C25 C4 C10 C24 177.65(11) . . . . ?
C16 C13 C14 N1 -179.78(13) . . . . ?
C16 C13 C14 C5 -0.77(19) . . . . ?
C6 N1 C14 C13 178.87(13) . . . . ?
B1 N1 C14 C13 7.1(2) . . . . ?
C6 N1 C14 C5 -0.22(13) . . . . ?
B1 N1 C14 C5 -172.01(12) . . . . ?
C8 C5 C14 C13 0.19(18) . . . . ?
C25 C5 C14 C13 -178.56(12) . . . . ?
C8 C5 C14 N1 179.37(10) . . . . ?
C25 C5 C14 N1 0.62(13) . . . . ?
C4 C10 C15 C31 2.37(18) . . . . ?
C24 C10 C15 C31 -177.17(11) . . . . ?
C14 C13 C16 C27 0.5(2) . . . . ?
C18 C7 C17 C20 -0.60(19) . . . . ?
C17 C7 C18 C19 0.61(18) . . . . ?
C17 C7 C18 N2 -179.58(12) . . . . ?
C9 N2 C18 C19 0.80(15) . . . . ?
B1 N2 C18 C19 176.34(11) . . . . ?
C9 N2 C18 C7 -179.02(12) . . . . ?
B1 N2 C18 C7 -3.48(19) . . . . ?
C7 C18 C19 C22 -0.47(19) . . . . ?
N2 C18 C19 C22 179.70(11) . . . . ?
C7 C18 C19 S1 -179.99(10) . . . . ?
N2 C18 C19 S1 0.18(13) . . . . ?
C9 S1 C19 C18 -0.81(10) . . . . ?
C9 S1 C19 C22 179.70(12) . . . . ?
C7 C17 C20 C22 0.4(2) . . . . ?
C17 C20 C22 C19 -0.25(19) . . . . ?
C18 C19 C22 C20 0.27(19) . . . . ?
S1 C19 C22 C20 179.71(10) . . . . ?
C15 C10 C24 C26 2.65(18) . . . . ?
C4 C10 C24 C26 -176.89(12) . . . . ?
C15 C10 C24 C35 122.47(13) . . . . ?
C4 C10 C24 C35 -57.07(15) . . . . ?
C15 C10 C24 C33 -117.92(13) . . . . ?
C4 C10 C24 C33 62.54(15) . . . . ?
C10 C4 C25 C6 -0.77(18) . . . . ?
C10 C4 C25 C5 -176.24(13) . . . . ?
N1 C6 C25 C4 -176.13(11) . . . . ?
C31 C6 C25 C4 3.16(18) . . . . ?
N1 C6 C25 C5 0.66(13) . . . . ?
C31 C6 C25 C5 179.95(11) . . . . ?
C8 C5 C25 C4 -3.4(2) . . . . ?
C14 C5 C25 C4 175.10(14) . . . . ?
C8 C5 C25 C6 -179.28(13) . . . . ?
C14 C5 C25 C6 -0.76(13) . . . . ?
C5 C8 C27 C16 -0.99(18) . . . . ?
C5 C8 C27 C28 178.16(11) . . . . ?
C13 C16 C27 C8 0.4(2) . . . . ?
C13 C16 C27 C28 -178.79(12) . . . . ?
C8 C27 C28 C29 4.22(17) . . . . ?
C16 C27 C28 C29 -176.63(11) . . . . ?
C8 C27 C28 C32 -115.38(13) . . . . ?
C16 C27 C28 C32 63.77(15) . . . . ?
C8 C27 C28 C21 124.43(13) . . . . ?
C16 C27 C28 C21 -56.43(16) . . . . ?
N1 C6 C31 C15 176.48(11) . . . . ?
C25 C6 C31 C15 -2.71(18) . . . . ?
N1 C6 C31 C9 -2.76(18) . . . . ?
C25 C6 C31 C9 178.06(11) . . . . ?
C10 C15 C31 C6 -0.12(18) . . . . ?
C10 C15 C31 C9 179.03(12) . . . . ?
N2 C9 C31 C6 4.77(17) . . . . ?
S1 C9 C31 C6 -175.70(9) . . . . ?
N2 C9 C31 C15 -174.40(11) . . . . ?
S1 C9 C31 C15 5.14(18) . . . . ?
C6 N1 B1 N2 12.48(16) . . . . ?
C14 N1 B1 N2 -176.85(11) . . . . ?
C6 N1 B1 C23 134.99(12) . . . . ?
C14 N1 B1 C23 -54.33(17) . . . . ?
C6 N1 B1 C11 -103.06(13) . . . . ?
C14 N1 B1 C11 67.62(16) . . . . ?
C9 N2 B1 N1 -10.70(16) . . . . ?
C18 N2 B1 N1 174.30(10) . . . . ?
C9 N2 B1 C23 -130.82(12) . . . . ?
C18 N2 B1 C23 54.19(15) . . . . ?
C9 N2 B1 C11 108.56(12) . . . . ?
C18 N2 B1 C11 -66.43(14) . . . . ?

_refine_diff_density_max         0.288
_refine_diff_density_min         -0.379
_refine_diff_density_rms         0.052

####################################################################### 
# 
# 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_161124cm
_database_code_depnum_ccdc_archive 'CCDC 1536632'
_audit_update_record             
;
2017-03-08 deposited with the CCDC.
2017-08-03 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         'C43 H37 B N2 S, C H2 Cl2'
_chemical_formula_sum            'C44 H39 B Cl2 N2 S'
_chemical_formula_weight         709.54

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.213(4)
_cell_length_b                   13.215(7)
_cell_length_c                   13.236(9)
_cell_angle_alpha                119.751(18)
_cell_angle_beta                 96.382(14)
_cell_angle_gamma                91.1942(13)
_cell_volume                     1836.0(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    1533
_cell_measurement_theta_min      31.1
_cell_measurement_theta_max      68.1

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_F_000             744
_exptl_transmission_factor_min   0.796
_exptl_transmission_factor_max   0.954
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    2.377
_shelx_estimated_absorpt_T_min   0.764
_shelx_estimated_absorpt_T_max   0.954
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            22400
_diffrn_reflns_av_unetI/netI     0.0503
_diffrn_reflns_av_R_equivalents  0.0695
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         6.702
_diffrn_reflns_theta_max         62.998
_diffrn_reflns_theta_full        62.998
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measured_fraction_theta_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_point_group_measured_fraction_full 0.962
_reflns_number_total             5715
_reflns_number_gt                4762
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0800P)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_number_reflns         5715
_refine_ls_number_parameters     457
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0451
_refine_ls_wR_factor_ref         0.1261
_refine_ls_wR_factor_gt          0.1229
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_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 C 0.94076(16) 0.15210(16) 0.14073(17) 0.0205(4) Uani 1 1 d . . . . .
C2 C 0.84231(17) 0.19863(17) 0.12563(18) 0.0243(5) Uani 1 1 d . . . . .
H1 H 0.7796 0.1922 0.1592 0.029 Uiso 1 1 calc R U . . .
C3 C 0.83928(17) 0.25390(17) 0.06066(19) 0.0271(5) Uani 1 1 d . . . . .
H2 H 0.7733 0.2862 0.0497 0.033 Uiso 1 1 calc R U . . .
C4 C 0.93025(17) 0.26382(17) 0.01045(19) 0.0279(5) Uani 1 1 d . . . . .
H3 H 0.9250 0.3018 -0.0347 0.033 Uiso 1 1 calc R U . . .
C5 C 1.02825(17) 0.21915(16) 0.02543(18) 0.0241(5) Uani 1 1 d . . . . .
H4 H 1.0906 0.2254 -0.0088 0.029 Uiso 1 1 calc R U . . .
C6 C 1.03193(16) 0.16483(16) 0.09248(18) 0.0218(4) Uani 1 1 d . . . . .
S1 S 1.14294(4) 0.10087(4) 0.12563(4) 0.02193(16) Uani 1 1 d . . . . .
C7 C 1.06318(15) 0.05819(16) 0.19917(17) 0.0195(4) Uani 1 1 d . . . . .
C8 C 1.10147(15) -0.00891(16) 0.25141(17) 0.0198(4) Uani 1 1 d . . . . .
C9 C 1.20798(16) -0.04772(16) 0.25130(17) 0.0206(4) Uani 1 1 d . . . . .
H5 H 1.2622 -0.0239 0.2193 0.025 Uiso 1 1 calc R U . . .
C10 C 1.23568(15) -0.12010(16) 0.29688(18) 0.0209(4) Uani 1 1 d . . . . .
C11 C 1.15478(15) -0.15688(16) 0.34167(18) 0.0219(4) Uani 1 1 d . . . . .
H6 H 1.1726 -0.2076 0.3715 0.026 Uiso 1 1 calc R U . . .
C12 C 1.04910(15) -0.12045(16) 0.34312(17) 0.0197(4) Uani 1 1 d . . . . .
C13 C 1.02436(15) -0.04515(15) 0.29842(17) 0.0183(4) Uani 1 1 d . . . . .
C14 C 0.86766(16) -0.08050(16) 0.34903(17) 0.0198(4) Uani 1 1 d . . . . .
C15 C 0.94635(15) -0.14373(16) 0.37583(18) 0.0205(4) Uani 1 1 d . . . . .
C16 C 0.91488(16) -0.21392(16) 0.42070(18) 0.0218(4) Uani 1 1 d . . . . .
H7 H 0.9685 -0.2542 0.4411 0.026 Uiso 1 1 calc R U . . .
C17 C 0.80545(16) -0.22528(17) 0.43572(18) 0.0234(5) Uani 1 1 d . . . . .
C18 C 0.72976(16) -0.16035(17) 0.40847(19) 0.0252(5) Uani 1 1 d . . . . .
H8 H 0.6549 -0.1671 0.4192 0.030 Uiso 1 1 calc R U . . .
C19 C 0.75871(16) -0.08752(17) 0.36697(18) 0.0230(5) Uani 1 1 d . . . . .
H9 H 0.7057 -0.0437 0.3512 0.028 Uiso 1 1 calc R U . . .
C20 C 1.35146(16) -0.16424(17) 0.29589(19) 0.0244(5) Uani 1 1 d . . . . .
C21 C 1.43267(17) -0.1059(2) 0.2565(2) 0.0313(5) Uani 1 1 d . . . . .
H20 H 1.4069 -0.1256 0.1755 0.047 Uiso 1 1 calc R U . . .
H21 H 1.5059 -0.1338 0.2605 0.047 Uiso 1 1 calc R U . . .
H22 H 1.4374 -0.0208 0.3082 0.047 Uiso 1 1 calc R U . . .
C22 C 1.39688(16) -0.13708(19) 0.42014(19) 0.0279(5) Uani 1 1 d . . . . .
H23 H 1.4676 -0.1711 0.4188 0.042 Uiso 1 1 calc R U . . .
H24 H 1.3441 -0.1707 0.4485 0.042 Uiso 1 1 calc R U . . .
H25 H 1.4080 -0.0521 0.4727 0.042 Uiso 1 1 calc R U . . .
C23 C 1.34212(18) -0.29670(19) 0.2119(2) 0.0348(6) Uani 1 1 d . . . . .
H26 H 1.4156 -0.3254 0.2104 0.052 Uiso 1 1 calc R U . . .
H27 H 1.3116 -0.3142 0.1327 0.052 Uiso 1 1 calc R U . . .
H28 H 1.2932 -0.3353 0.2389 0.052 Uiso 1 1 calc R U . . .
C24 C 0.76445(17) -0.31177(18) 0.47213(19) 0.0267(5) Uani 1 1 d . . . . .
C25 C 0.85993(18) -0.34797(19) 0.5293(2) 0.0333(5) Uani 1 1 d . . . . .
H29 H 0.8303 -0.3986 0.5562 0.050 Uiso 1 1 calc R U . . .
H30 H 0.9007 -0.2780 0.5965 0.050 Uiso 1 1 calc R U . . .
H31 H 0.9098 -0.3905 0.4717 0.050 Uiso 1 1 calc R U . . .
C26 C 0.68074(17) -0.25969(19) 0.5584(2) 0.0306(5) Uani 1 1 d . . . . .
H32 H 0.6147 -0.2452 0.5198 0.046 Uiso 1 1 calc R U . . .
H33 H 0.7137 -0.1858 0.6268 0.046 Uiso 1 1 calc R U . . .
H34 H 0.6601 -0.3146 0.5839 0.046 Uiso 1 1 calc R U . . .
C27 C 0.7081(2) -0.42192(19) 0.3620(2) 0.0394(6) Uani 1 1 d . . . . .
H35 H 0.6469 -0.4005 0.3238 0.059 Uiso 1 1 calc R U . . .
H36 H 0.6794 -0.4768 0.3843 0.059 Uiso 1 1 calc R U . . .
H37 H 0.7619 -0.4589 0.3075 0.059 Uiso 1 1 calc R U . . .
C28 C 0.76475(16) -0.01892(16) 0.15097(18) 0.0211(4) Uani 1 1 d . . . . .
C29 C 0.68917(16) -0.07445(16) 0.07361(18) 0.0220(4) Uani 1 1 d . . . . .
C30 C 0.60011(15) -0.13760(16) -0.02067(17) 0.0210(4) Uani 1 1 d . . . . .
C31 C 0.56924(16) -0.10056(17) -0.10070(18) 0.0246(5) Uani 1 1 d . . . . .
H10 H 0.6071 -0.0329 -0.0927 0.030 Uiso 1 1 calc R U . . .
C32 C 0.48370(17) -0.16173(18) -0.19192(19) 0.0280(5) Uani 1 1 d . . . . .
H11 H 0.4628 -0.1358 -0.2460 0.034 Uiso 1 1 calc R U . . .
C33 C 0.42852(17) -0.26081(18) -0.2043(2) 0.0293(5) Uani 1 1 d . . . . .
H12 H 0.3704 -0.3033 -0.2674 0.035 Uiso 1 1 calc R U . . .
C34 C 0.45803(17) -0.29777(18) -0.1248(2) 0.0288(5) Uani 1 1 d . . . . .
H13 H 0.4199 -0.3654 -0.1331 0.035 Uiso 1 1 calc R U . . .
C35 C 0.54294(16) -0.23657(17) -0.03330(19) 0.0250(5) Uani 1 1 d . . . . .
H14 H 0.5625 -0.2621 0.0214 0.030 Uiso 1 1 calc R U . . .
C36 C 0.82388(15) 0.17156(17) 0.35571(18) 0.0213(4) Uani 1 1 d . . . . .
C37 C 0.79402(15) 0.25824(17) 0.43492(18) 0.0214(4) Uani 1 1 d . . . . .
C38 C 0.76102(17) 0.36072(16) 0.53308(18) 0.0237(5) Uani 1 1 d . . . . .
C39 C 0.65190(18) 0.39013(18) 0.5335(2) 0.0288(5) Uani 1 1 d . . . . .
H15 H 0.5980 0.3426 0.4674 0.035 Uiso 1 1 calc R U . . .
C40 C 0.6214(2) 0.48770(19) 0.6291(2) 0.0361(6) Uani 1 1 d . . . . .
H16 H 0.5470 0.5072 0.6281 0.043 Uiso 1 1 calc R U . . .
C41 C 0.6986(2) 0.55688(19) 0.7259(2) 0.0401(6) Uani 1 1 d . . . . .
H17 H 0.6774 0.6239 0.7916 0.048 Uiso 1 1 calc R U . . .
C42 C 0.8065(2) 0.52868(19) 0.7272(2) 0.0372(6) Uani 1 1 d . . . . .
H18 H 0.8596 0.5762 0.7941 0.045 Uiso 1 1 calc R U . . .
C43 C 0.83825(19) 0.43153(17) 0.63148(19) 0.0295(5) Uani 1 1 d . . . . .
H19 H 0.9130 0.4131 0.6329 0.035 Uiso 1 1 calc R U . . .
N1 N 0.95955(13) 0.08960(13) 0.19979(14) 0.0189(4) Uani 1 1 d . . . . .
N2 N 0.91661(12) -0.01998(13) 0.30232(14) 0.0192(4) Uani 1 1 d . . . . .
B1 B 0.86291(18) 0.05537(19) 0.2545(2) 0.0201(5) Uani 1 1 d . . . . .
Cl1 Cl 0.12829(6) 0.44263(6) -0.05042(9) 0.0707(3) Uani 1 1 d . . . . .
Cl2 Cl 0.36298(5) 0.44025(5) -0.07160(6) 0.04267(19) Uani 1 1 d . . . . .
C44 C 0.2338(2) 0.3573(2) -0.1170(2) 0.0407(6) Uani 1 1 d . . . . .
H38 H 0.2154 0.3202 -0.2034 0.049 Uiso 1 1 calc R U . . .
H39 H 0.2390 0.2942 -0.0974 0.049 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 C6 1.390(3) . ?
C1 N1 1.398(3) . ?
C1 C2 1.401(3) . ?
C2 C3 1.375(3) . ?
C2 H1 0.9500 . ?
C3 C4 1.392(3) . ?
C3 H2 0.9500 . ?
C4 C5 1.383(3) . ?
C4 H3 0.9500 . ?
C5 C6 1.389(3) . ?
C5 H4 0.9500 . ?
C6 S1 1.7403(19) . ?
S1 C7 1.717(2) . ?
C7 N1 1.340(2) . ?
C7 C8 1.427(3) . ?
C8 C13 1.382(3) . ?
C8 C9 1.408(3) . ?
C9 C10 1.391(3) . ?
C9 H5 0.9500 . ?
C10 C11 1.400(3) . ?
C10 C20 1.540(3) . ?
C11 C12 1.386(3) . ?
C11 H6 0.9500 . ?
C12 C13 1.410(3) . ?
C12 C15 1.447(3) . ?
C13 N2 1.364(3) . ?
C14 C19 1.387(3) . ?
C14 N2 1.390(3) . ?
C14 C15 1.414(3) . ?
C15 C16 1.394(3) . ?
C16 C17 1.389(3) . ?
C16 H7 0.9500 . ?
C17 C18 1.410(3) . ?
C17 C24 1.538(3) . ?
C18 C19 1.381(3) . ?
C18 H8 0.9500 . ?
C19 H9 0.9500 . ?
C20 C21 1.527(3) . ?
C20 C22 1.531(3) . ?
C20 C23 1.531(3) . ?
C21 H20 0.9800 . ?
C21 H21 0.9800 . ?
C21 H22 0.9800 . ?
C22 H23 0.9800 . ?
C22 H24 0.9800 . ?
C22 H25 0.9800 . ?
C23 H26 0.9800 . ?
C23 H27 0.9800 . ?
C23 H28 0.9800 . ?
C24 C26 1.527(3) . ?
C24 C25 1.532(3) . ?
C24 C27 1.532(3) . ?
C25 H29 0.9800 . ?
C25 H30 0.9800 . ?
C25 H31 0.9800 . ?
C26 H32 0.9800 . ?
C26 H33 0.9800 . ?
C26 H34 0.9800 . ?
C27 H35 0.9800 . ?
C27 H36 0.9800 . ?
C27 H37 0.9800 . ?
C28 C29 1.206(3) . ?
C28 B1 1.590(3) . ?
C29 C30 1.436(3) . ?
C30 C31 1.392(3) . ?
C30 C35 1.395(3) . ?
C31 C32 1.385(3) . ?
C31 H10 0.9500 . ?
C32 C33 1.386(3) . ?
C32 H11 0.9500 . ?
C33 C34 1.381(3) . ?
C33 H12 0.9500 . ?
C34 C35 1.382(3) . ?
C34 H13 0.9500 . ?
C35 H14 0.9500 . ?
C36 C37 1.206(3) . ?
C36 B1 1.585(3) . ?
C37 C38 1.441(3) . ?
C38 C43 1.394(3) . ?
C38 C39 1.396(3) . ?
C39 C40 1.381(3) . ?
C39 H15 0.9500 . ?
C40 C41 1.377(4) . ?
C40 H16 0.9500 . ?
C41 C42 1.378(4) . ?
C41 H17 0.9500 . ?
C42 C43 1.385(3) . ?
C42 H18 0.9500 . ?
C43 H19 0.9500 . ?
N1 B1 1.617(3) . ?
N2 B1 1.544(3) . ?
Cl1 C44 1.742(3) . ?
Cl2 C44 1.765(2) . ?
C44 H38 0.9900 . ?
C44 H39 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
C6 C1 N1 113.39(16) . . ?
C6 C1 C2 119.75(18) . . ?
N1 C1 C2 126.84(19) . . ?
C3 C2 C1 118.0(2) . . ?
C3 C2 H1 121.0 . . ?
C1 C2 H1 121.0 . . ?
C2 C3 C4 121.82(19) . . ?
C2 C3 H2 119.1 . . ?
C4 C3 H2 119.1 . . ?
C5 C4 C3 120.85(19) . . ?
C5 C4 H3 119.6 . . ?
C3 C4 H3 119.6 . . ?
C4 C5 C6 117.4(2) . . ?
C4 C5 H4 121.3 . . ?
C6 C5 H4 121.3 . . ?
C5 C6 C1 122.20(18) . . ?
C5 C6 S1 127.47(17) . . ?
C1 C6 S1 110.30(14) . . ?
C7 S1 C6 90.27(10) . . ?
N1 C7 C8 122.36(18) . . ?
N1 C7 S1 114.12(14) . . ?
C8 C7 S1 123.47(15) . . ?
C13 C8 C9 117.86(17) . . ?
C13 C8 C7 116.49(17) . . ?
C9 C8 C7 125.48(19) . . ?
C10 C9 C8 121.56(19) . . ?
C10 C9 H5 119.2 . . ?
C8 C9 H5 119.2 . . ?
C9 C10 C11 118.96(18) . . ?
C9 C10 C20 122.00(18) . . ?
C11 C10 C20 119.01(17) . . ?
C12 C11 C10 121.01(18) . . ?
C12 C11 H6 119.5 . . ?
C10 C11 H6 119.5 . . ?
C11 C12 C13 118.59(18) . . ?
C11 C12 C15 136.25(18) . . ?
C13 C12 C15 105.09(16) . . ?
N2 C13 C8 126.12(17) . . ?
N2 C13 C12 111.80(17) . . ?
C8 C13 C12 121.99(17) . . ?
C19 C14 N2 129.39(17) . . ?
C19 C14 C15 120.55(18) . . ?
N2 C14 C15 110.03(17) . . ?
C16 C15 C14 120.13(18) . . ?
C16 C15 C12 133.53(17) . . ?
C14 C15 C12 106.30(16) . . ?
C17 C16 C15 120.29(17) . . ?
C17 C16 H7 119.9 . . ?
C15 C16 H7 119.9 . . ?
C16 C17 C18 117.74(18) . . ?
C16 C17 C24 122.09(17) . . ?
C18 C17 C24 120.03(18) . . ?
C19 C18 C17 123.46(19) . . ?
C19 C18 H8 118.3 . . ?
C17 C18 H8 118.3 . . ?
C18 C19 C14 117.77(18) . . ?
C18 C19 H9 121.1 . . ?
C14 C19 H9 121.1 . . ?
C21 C20 C22 108.25(17) . . ?
C21 C20 C23 108.89(19) . . ?
C22 C20 C23 109.48(17) . . ?
C21 C20 C10 112.15(16) . . ?
C22 C20 C10 109.07(17) . . ?
C23 C20 C10 108.96(16) . . ?
C20 C21 H20 109.5 . . ?
C20 C21 H21 109.5 . . ?
H20 C21 H21 109.5 . . ?
C20 C21 H22 109.5 . . ?
H20 C21 H22 109.5 . . ?
H21 C21 H22 109.5 . . ?
C20 C22 H23 109.5 . . ?
C20 C22 H24 109.5 . . ?
H23 C22 H24 109.5 . . ?
C20 C22 H25 109.5 . . ?
H23 C22 H25 109.5 . . ?
H24 C22 H25 109.5 . . ?
C20 C23 H26 109.5 . . ?
C20 C23 H27 109.5 . . ?
H26 C23 H27 109.5 . . ?
C20 C23 H28 109.5 . . ?
H26 C23 H28 109.5 . . ?
H27 C23 H28 109.5 . . ?
C26 C24 C25 108.29(19) . . ?
C26 C24 C27 108.42(18) . . ?
C25 C24 C27 108.19(19) . . ?
C26 C24 C17 111.47(18) . . ?
C25 C24 C17 111.76(17) . . ?
C27 C24 C17 108.61(18) . . ?
C24 C25 H29 109.5 . . ?
C24 C25 H30 109.5 . . ?
H29 C25 H30 109.5 . . ?
C24 C25 H31 109.5 . . ?
H29 C25 H31 109.5 . . ?
H30 C25 H31 109.5 . . ?
C24 C26 H32 109.5 . . ?
C24 C26 H33 109.5 . . ?
H32 C26 H33 109.5 . . ?
C24 C26 H34 109.5 . . ?
H32 C26 H34 109.5 . . ?
H33 C26 H34 109.5 . . ?
C24 C27 H35 109.5 . . ?
C24 C27 H36 109.5 . . ?
H35 C27 H36 109.5 . . ?
C24 C27 H37 109.5 . . ?
H35 C27 H37 109.5 . . ?
H36 C27 H37 109.5 . . ?
C29 C28 B1 179.0(2) . . ?
C28 C29 C30 177.6(2) . . ?
C31 C30 C35 118.93(18) . . ?
C31 C30 C29 120.41(17) . . ?
C35 C30 C29 120.66(18) . . ?
C32 C31 C30 120.42(19) . . ?
C32 C31 H10 119.8 . . ?
C30 C31 H10 119.8 . . ?
C31 C32 C33 120.04(19) . . ?
C31 C32 H11 120.0 . . ?
C33 C32 H11 120.0 . . ?
C34 C33 C32 119.96(19) . . ?
C34 C33 H12 120.0 . . ?
C32 C33 H12 120.0 . . ?
C33 C34 C35 120.17(19) . . ?
C33 C34 H13 119.9 . . ?
C35 C34 H13 119.9 . . ?
C34 C35 C30 120.47(19) . . ?
C34 C35 H14 119.8 . . ?
C30 C35 H14 119.8 . . ?
C37 C36 B1 177.9(2) . . ?
C36 C37 C38 177.55(19) . . ?
C43 C38 C39 118.5(2) . . ?
C43 C38 C37 119.99(19) . . ?
C39 C38 C37 121.47(18) . . ?
C40 C39 C38 120.7(2) . . ?
C40 C39 H15 119.7 . . ?
C38 C39 H15 119.7 . . ?
C41 C40 C39 120.2(2) . . ?
C41 C40 H16 119.9 . . ?
C39 C40 H16 119.9 . . ?
C40 C41 C42 119.9(2) . . ?
C40 C41 H17 120.1 . . ?
C42 C41 H17 120.1 . . ?
C41 C42 C43 120.4(2) . . ?
C41 C42 H18 119.8 . . ?
C43 C42 H18 119.8 . . ?
C42 C43 C38 120.3(2) . . ?
C42 C43 H19 119.9 . . ?
C38 C43 H19 119.9 . . ?
C7 N1 C1 111.89(17) . . ?
C7 N1 B1 125.77(15) . . ?
C1 N1 B1 122.26(15) . . ?
C13 N2 C14 106.77(15) . . ?
C13 N2 B1 124.18(16) . . ?
C14 N2 B1 128.93(16) . . ?
N2 B1 C36 111.79(18) . . ?
N2 B1 C28 110.80(16) . . ?
C36 B1 C28 111.91(16) . . ?
N2 B1 N1 105.01(15) . . ?
C36 B1 N1 109.02(16) . . ?
C28 B1 N1 107.99(17) . . ?
Cl1 C44 Cl2 112.11(14) . . ?
Cl1 C44 H38 109.2 . . ?
Cl2 C44 H38 109.2 . . ?
Cl1 C44 H39 109.2 . . ?
Cl2 C44 H39 109.2 . . ?
H38 C44 H39 107.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 1.3(3) . . . . ?
N1 C1 C2 C3 -177.64(18) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
C2 C3 C4 C5 -0.7(3) . . . . ?
C3 C4 C5 C6 -0.2(3) . . . . ?
C4 C5 C6 C1 1.7(3) . . . . ?
C4 C5 C6 S1 179.84(15) . . . . ?
N1 C1 C6 C5 176.75(17) . . . . ?
C2 C1 C6 C5 -2.3(3) . . . . ?
N1 C1 C6 S1 -1.6(2) . . . . ?
C2 C1 C6 S1 179.31(15) . . . . ?
C5 C6 S1 C7 -177.29(19) . . . . ?
C1 C6 S1 C7 1.01(15) . . . . ?
C6 S1 C7 N1 -0.14(15) . . . . ?
C6 S1 C7 C8 177.48(17) . . . . ?
N1 C7 C8 C13 3.0(3) . . . . ?
S1 C7 C8 C13 -174.45(14) . . . . ?
N1 C7 C8 C9 178.16(18) . . . . ?
S1 C7 C8 C9 0.7(3) . . . . ?
C13 C8 C9 C10 -0.1(3) . . . . ?
C7 C8 C9 C10 -175.19(18) . . . . ?
C8 C9 C10 C11 1.3(3) . . . . ?
C8 C9 C10 C20 179.26(17) . . . . ?
C9 C10 C11 C12 -1.3(3) . . . . ?
C20 C10 C11 C12 -179.28(18) . . . . ?
C10 C11 C12 C13 0.0(3) . . . . ?
C10 C11 C12 C15 176.4(2) . . . . ?
C9 C8 C13 N2 -177.53(18) . . . . ?
C7 C8 C13 N2 -2.0(3) . . . . ?
C9 C8 C13 C12 -1.3(3) . . . . ?
C7 C8 C13 C12 174.29(17) . . . . ?
C11 C12 C13 N2 178.07(17) . . . . ?
C15 C12 C13 N2 0.6(2) . . . . ?
C11 C12 C13 C8 1.3(3) . . . . ?
C15 C12 C13 C8 -176.11(17) . . . . ?
C19 C14 C15 C16 0.0(3) . . . . ?
N2 C14 C15 C16 -178.14(17) . . . . ?
C19 C14 C15 C12 177.97(18) . . . . ?
N2 C14 C15 C12 -0.2(2) . . . . ?
C11 C12 C15 C16 0.6(4) . . . . ?
C13 C12 C15 C16 177.3(2) . . . . ?
C11 C12 C15 C14 -177.0(2) . . . . ?
C13 C12 C15 C14 -0.3(2) . . . . ?
C14 C15 C16 C17 2.1(3) . . . . ?
C12 C15 C16 C17 -175.2(2) . . . . ?
C15 C16 C17 C18 -2.4(3) . . . . ?
C15 C16 C17 C24 173.25(19) . . . . ?
C16 C17 C18 C19 0.6(3) . . . . ?
C24 C17 C18 C19 -175.13(19) . . . . ?
C17 C18 C19 C14 1.5(3) . . . . ?
N2 C14 C19 C18 176.00(19) . . . . ?
C15 C14 C19 C18 -1.7(3) . . . . ?
C9 C10 C20 C21 8.1(3) . . . . ?
C11 C10 C20 C21 -173.95(18) . . . . ?
C9 C10 C20 C22 128.0(2) . . . . ?
C11 C10 C20 C22 -54.0(2) . . . . ?
C9 C10 C20 C23 -112.5(2) . . . . ?
C11 C10 C20 C23 65.4(2) . . . . ?
C16 C17 C24 C26 141.2(2) . . . . ?
C18 C17 C24 C26 -43.2(3) . . . . ?
C16 C17 C24 C25 19.9(3) . . . . ?
C18 C17 C24 C25 -164.6(2) . . . . ?
C16 C17 C24 C27 -99.4(2) . . . . ?
C18 C17 C24 C27 76.1(3) . . . . ?
C35 C30 C31 C32 -0.5(3) . . . . ?
C29 C30 C31 C32 179.71(19) . . . . ?
C30 C31 C32 C33 -0.3(3) . . . . ?
C31 C32 C33 C34 0.7(3) . . . . ?
C32 C33 C34 C35 -0.4(3) . . . . ?
C33 C34 C35 C30 -0.5(3) . . . . ?
C31 C30 C35 C34 0.9(3) . . . . ?
C29 C30 C35 C34 -179.34(19) . . . . ?
C43 C38 C39 C40 0.4(3) . . . . ?
C37 C38 C39 C40 179.03(19) . . . . ?
C38 C39 C40 C41 -0.5(3) . . . . ?
C39 C40 C41 C42 0.1(3) . . . . ?
C40 C41 C42 C43 0.4(3) . . . . ?
C41 C42 C43 C38 -0.4(3) . . . . ?
C39 C38 C43 C42 0.1(3) . . . . ?
C37 C38 C43 C42 -178.57(19) . . . . ?
C8 C7 N1 C1 -178.42(17) . . . . ?
S1 C7 N1 C1 -0.8(2) . . . . ?
C8 C7 N1 B1 -1.7(3) . . . . ?
S1 C7 N1 B1 175.94(14) . . . . ?
C6 C1 N1 C7 1.6(2) . . . . ?
C2 C1 N1 C7 -179.46(18) . . . . ?
C6 C1 N1 B1 -175.27(16) . . . . ?
C2 C1 N1 B1 3.7(3) . . . . ?
C8 C13 N2 C14 175.83(18) . . . . ?
C12 C13 N2 C14 -0.7(2) . . . . ?
C8 C13 N2 B1 -0.4(3) . . . . ?
C12 C13 N2 B1 -177.03(17) . . . . ?
C19 C14 N2 C13 -177.4(2) . . . . ?
C15 C14 N2 C13 0.6(2) . . . . ?
C19 C14 N2 B1 -1.3(3) . . . . ?
C15 C14 N2 B1 176.60(18) . . . . ?
C13 N2 B1 C36 -116.5(2) . . . . ?
C14 N2 B1 C36 68.1(2) . . . . ?
C13 N2 B1 C28 117.96(19) . . . . ?
C14 N2 B1 C28 -57.5(3) . . . . ?
C13 N2 B1 N1 1.6(2) . . . . ?
C14 N2 B1 N1 -173.81(16) . . . . ?
C7 N1 B1 N2 -0.6(2) . . . . ?
C1 N1 B1 N2 175.84(16) . . . . ?
C7 N1 B1 C36 119.37(19) . . . . ?
C1 N1 B1 C36 -64.2(2) . . . . ?
C7 N1 B1 C28 -118.83(19) . . . . ?
C1 N1 B1 C28 57.6(2) . . . . ?

_refine_diff_density_max         0.529
_refine_diff_density_min         -0.649
_refine_diff_density_rms         0.062

####################################################################### 
# 
# 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_161119cm
_database_code_depnum_ccdc_archive 'CCDC 1536635'
_audit_update_record             
;
2017-03-08 deposited with the CCDC.
2017-08-03 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         'C63 H61 B N2 S, 2(C H Cl3)'
_chemical_formula_sum            'C65 H63 B Cl6 N2 S'
_chemical_formula_weight         1127.74

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.908(4)
_cell_length_b                   13.971(6)
_cell_length_c                   17.856(7)
_cell_angle_alpha                100.643(12)
_cell_angle_beta                 92.2079(10)
_cell_angle_gamma                92.499(16)
_cell_volume                     2913(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    1500
_cell_measurement_theta_min      25.3
_cell_measurement_theta_max      68.1

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_F_000             1180
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    3.342
_shelx_estimated_absorpt_T_min   0.731
_shelx_estimated_absorpt_T_max   0.967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.755
_exptl_absorpt_correction_T_max  0.967
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            35282
_diffrn_reflns_av_unetI/netI     0.0614
_diffrn_reflns_av_R_equivalents  0.0702
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         6.571
_diffrn_reflns_theta_max         65.996
_diffrn_reflns_theta_full        65.996
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measured_fraction_theta_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 0.968
_reflns_number_total             9820
_reflns_number_gt                6711
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0968P)²+4.4399P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9820
_refine_ls_number_parameters     698
_refine_ls_number_restraints     72
_refine_ls_R_factor_all          0.0995
_refine_ls_R_factor_gt           0.0619
_refine_ls_wR_factor_ref         0.1859
_refine_ls_wR_factor_gt          0.1573
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.013
_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 C 0.0180(3) 0.5449(3) 0.83574(19) 0.0169(7) Uani 1 1 d . . . . .
H1 H -0.0276 0.5748 0.8027 0.020 Uiso 1 1 calc R U . . .
C2 C 0.0635(3) 0.4558(3) 0.81031(18) 0.0165(7) Uani 1 1 d . . . . .
H2 H 0.0490 0.4253 0.7585 0.020 Uiso 1 1 calc R U . . .
C3 C 0.1300(3) 0.4084(2) 0.85729(18) 0.0152(7) Uani 1 1 d . . . . .
C4 C 0.1521(3) 0.4536(2) 0.93309(19) 0.0155(7) Uani 1 1 d . . . . .
H3 H 0.1957 0.4224 0.9663 0.019 Uiso 1 1 calc R U . . .
C5 C 0.1103(3) 0.5445(2) 0.96019(18) 0.0150(7) Uani 1 1 d . . . . .
C6 C 0.0417(3) 0.5890(2) 0.91155(18) 0.0146(7) Uani 1 1 d . . . . .
C7 C 0.0576(3) 0.6911(2) 1.02227(18) 0.0140(7) Uani 1 1 d . . . . .
C8 C 0.1214(3) 0.6119(2) 1.03271(18) 0.0138(7) Uani 1 1 d . . . . .
C9 C 0.1752(3) 0.6130(2) 1.10301(18) 0.0157(7) Uani 1 1 d . . . . .
H4 H 0.2183 0.5598 1.1110 0.019 Uiso 1 1 calc R U . . .
C10 C 0.1659(3) 0.6936(2) 1.16294(18) 0.0147(7) Uani 1 1 d . . . . .
C11 C 0.1049(3) 0.7724(2) 1.14958(18) 0.0148(7) Uani 1 1 d . . . . .
H5 H 0.1014 0.8276 1.1892 0.018 Uiso 1 1 calc R U . . .
C12 C 0.0493(3) 0.7718(2) 1.07949(18) 0.0139(7) Uani 1 1 d . . . . .
C13 C -0.0205(3) 0.8472(2) 1.06148(18) 0.0155(7) Uani 1 1 d . . . . .
C14 C -0.1392(3) 0.9198(3) 0.9896(2) 0.0175(8) Uani 1 1 d . . . . .
C15 C -0.2095(3) 0.9324(3) 0.9285(2) 0.0220(8) Uani 1 1 d . . . . .
H6 H -0.2190 0.8837 0.8836 0.026 Uiso 1 1 calc R U . . .
C16 C -0.2648(3) 1.0180(3) 0.9352(2) 0.0277(9) Uani 1 1 d . . . . .
H7 H -0.3140 1.0277 0.8944 0.033 Uiso 1 1 calc R U . . .
C17 C -0.2505(3) 1.0909(3) 1.0006(2) 0.0273(9) Uani 1 1 d . . . . .
H8 H -0.2884 1.1497 1.0028 0.033 Uiso 1 1 calc R U . . .
C18 C -0.1827(3) 1.0787(3) 1.0616(2) 0.0239(8) Uani 1 1 d . . . . .
H9 H -0.1736 1.1277 1.1062 0.029 Uiso 1 1 calc R U . . .
C19 C -0.1275(3) 0.9917(3) 1.0558(2) 0.0180(8) Uani 1 1 d . . . . .
C20 C 0.1799(3) 0.3140(3) 0.82598(19) 0.0168(8) Uani 1 1 d . . . . .
C21 C 0.1303(3) 0.2517(3) 0.76128(19) 0.0178(8) Uani 1 1 d . . . . .
H10 H 0.0622 0.2685 0.7386 0.021 Uiso 1 1 calc R U . . .
C22 C 0.1797(3) 0.1656(3) 0.7299(2) 0.0241(9) Uani 1 1 d . . . . .
C23 C 0.2800(3) 0.1440(3) 0.7639(2) 0.0277(9) Uani 1 1 d . . . . .
H11 H 0.3146 0.0859 0.7426 0.033 Uiso 1 1 calc R U . . .
C24 C 0.3319(3) 0.2040(3) 0.8280(2) 0.0224(8) Uani 1 1 d . . . . .
C25 C 0.2786(3) 0.2877(3) 0.8587(2) 0.0204(8) Uani 1 1 d . . . . .
H12 H 0.3109 0.3284 0.9036 0.025 Uiso 1 1 calc R U . . .
C26 C 0.1288(3) 0.0988(3) 0.6570(2) 0.0344(10) Uani 1 1 d D U . . .
C27 C 0.0178(13) 0.1423(11) 0.6242(9) 0.020(4) Uiso 0.29(2) 1 d D U P A 1
H55 H 0.0327 0.2115 0.6231 0.030 Uiso 0.29(2) 1 calc R U P A 1
H56 H -0.0020 0.1067 0.5724 0.030 Uiso 0.29(2) 1 calc R U P A 1
H57 H -0.0447 0.1350 0.6572 0.030 Uiso 0.29(2) 1 calc R U P A 1
C28 C 0.2138(16) 0.1086(16) 0.5931(12) 0.021(5) Uiso 0.29(2) 1 d D U P A 1
H58 H 0.2315 0.1778 0.5931 0.031 Uiso 0.29(2) 1 calc R U P A 1
H59 H 0.2830 0.0768 0.6031 0.031 Uiso 0.29(2) 1 calc R U P A 1
H60 H 0.1797 0.0773 0.5432 0.031 Uiso 0.29(2) 1 calc R U P A 1
C29 C 0.1014(18) -0.0061(12) 0.6575(13) 0.039(5) Uiso 0.29(2) 1 d D U P A 1
H61 H 0.0699 -0.0382 0.6071 0.059 Uiso 0.29(2) 1 calc R U P A 1
H62 H 0.1700 -0.0376 0.6697 0.059 Uiso 0.29(2) 1 calc R U P A 1
H63 H 0.0462 -0.0117 0.6960 0.059 Uiso 0.29(2) 1 calc R U P A 1
C30 C 0.4433(4) 0.1798(3) 0.8646(2) 0.0282(9) Uani 1 1 d . . . . .
C31 C 0.5163(4) 0.2724(4) 0.8987(3) 0.0507(13) Uani 1 1 d . . . . .
H26 H 0.5901 0.2539 0.9158 0.076 Uiso 1 1 calc R U . . .
H27 H 0.4794 0.3092 0.9422 0.076 Uiso 1 1 calc R U . . .
H28 H 0.5260 0.3128 0.8599 0.076 Uiso 1 1 calc R U . . .
C32 C 0.4175(4) 0.1251(4) 0.9284(3) 0.0403(11) Uani 1 1 d . . . . .
H29 H 0.4881 0.1118 0.9536 0.060 Uiso 1 1 calc R U . . .
H30 H 0.3759 0.0634 0.9071 0.060 Uiso 1 1 calc R U . . .
H31 H 0.3720 0.1649 0.9655 0.060 Uiso 1 1 calc R U . . .
C33 C 0.5155(4) 0.1234(4) 0.8045(3) 0.0506(14) Uani 1 1 d . . . . .
H32 H 0.4856 0.0556 0.7907 0.076 Uiso 1 1 calc R U . . .
H33 H 0.5931 0.1248 0.8251 0.076 Uiso 1 1 calc R U . . .
H34 H 0.5140 0.1535 0.7591 0.076 Uiso 1 1 calc R U . . .
C34 C 0.2166(3) 0.6923(3) 1.24008(19) 0.0159(7) Uani 1 1 d . . . . .
C35 C 0.2206(3) 0.6052(3) 1.26697(19) 0.0178(8) Uani 1 1 d . . . . .
H13 H 0.1924 0.5464 1.2348 0.021 Uiso 1 1 calc R U . . .
C36 C 0.2648(3) 0.6016(3) 1.33975(19) 0.0185(8) Uani 1 1 d . . . . .
C37 C 0.3060(3) 0.6883(3) 1.3852(2) 0.0209(8) Uani 1 1 d . . . . .
H14 H 0.3375 0.6869 1.4347 0.025 Uiso 1 1 calc R U . . .
C38 C 0.3029(3) 0.7775(3) 1.36085(19) 0.0194(8) Uani 1 1 d . . . . .
C39 C 0.2584(3) 0.7782(3) 1.28830(19) 0.0165(7) Uani 1 1 d . . . . .
H15 H 0.2561 0.8383 1.2707 0.020 Uiso 1 1 calc R U . . .
C40 C 0.2592(4) 0.5047(3) 1.3686(2) 0.0245(9) Uani 1 1 d . . . . .
C41 C 0.1367(4) 0.4848(3) 1.3891(2) 0.0324(10) Uani 1 1 d . . . . .
H35 H 0.0863 0.4821 1.3440 0.049 Uiso 1 1 calc R U . . .
H36 H 0.1156 0.5373 1.4297 0.049 Uiso 1 1 calc R U . . .
H37 H 0.1303 0.4225 1.4067 0.049 Uiso 1 1 calc R U . . .
C42 C 0.3360(4) 0.5075(3) 1.4398(2) 0.0343(10) Uani 1 1 d . . . . .
H38 H 0.3106 0.5560 1.4818 0.051 Uiso 1 1 calc R U . . .
H39 H 0.4135 0.5253 1.4289 0.051 Uiso 1 1 calc R U . . .
H40 H 0.3333 0.4431 1.4542 0.051 Uiso 1 1 calc R U . . .
C43 C 0.2932(4) 0.4205(3) 1.3068(2) 0.0320(10) Uani 1 1 d . . . . .
H41 H 0.3695 0.4346 1.2917 0.048 Uiso 1 1 calc R U . . .
H42 H 0.2406 0.4134 1.2623 0.048 Uiso 1 1 calc R U . . .
H43 H 0.2911 0.3599 1.3270 0.048 Uiso 1 1 calc R U . . .
C44 C 0.3518(3) 0.8701(3) 1.4142(2) 0.0230(8) Uani 1 1 d . . . . .
C45 C 0.4800(3) 0.8625(3) 1.4230(2) 0.0309(10) Uani 1 1 d . . . . .
H44 H 0.5126 0.8569 1.3729 0.046 Uiso 1 1 calc R U . . .
H45 H 0.4963 0.8049 1.4448 0.046 Uiso 1 1 calc R U . . .
H46 H 0.5128 0.9211 1.4570 0.046 Uiso 1 1 calc R U . . .
C46 C 0.3013(4) 0.8788(3) 1.4928(2) 0.0317(10) Uani 1 1 d . . . . .
H47 H 0.3160 0.8202 1.5138 0.048 Uiso 1 1 calc R U . . .
H48 H 0.2199 0.8854 1.4877 0.048 Uiso 1 1 calc R U . . .
H49 H 0.3358 0.9363 1.5272 0.048 Uiso 1 1 calc R U . . .
C47 C 0.3280(4) 0.9627(3) 1.3836(2) 0.0323(10) Uani 1 1 d . . . . .
H50 H 0.2465 0.9677 1.3769 0.048 Uiso 1 1 calc R U . . .
H51 H 0.3626 0.9602 1.3345 0.048 Uiso 1 1 calc R U . . .
H52 H 0.3595 1.0198 1.4199 0.048 Uiso 1 1 calc R U . . .
C48 C -0.0447(3) 0.7758(2) 0.84669(19) 0.0182(8) Uani 1 1 d . . . . .
C49 C -0.0255(3) 0.7764(3) 0.7816(2) 0.0196(8) Uani 1 1 d . . . . .
C50 C -0.0051(3) 0.7680(3) 0.7016(2) 0.0227(9) Uani 1 1 d . . . . .
C51 C 0.0918(4) 0.7247(3) 0.6722(2) 0.0341(10) Uani 1 1 d . . . . .
H16 H 0.1465 0.7047 0.7055 0.041 Uiso 1 1 calc R U . . .
C52 C 0.1078(5) 0.7113(3) 0.5950(2) 0.0435(12) Uani 1 1 d . . . . .
H17 H 0.1735 0.6817 0.5754 0.052 Uiso 1 1 calc R U . . .
C53 C 0.0300(5) 0.7400(4) 0.5461(2) 0.0494(15) Uani 1 1 d . . . . .
H18 H 0.0417 0.7300 0.4930 0.059 Uiso 1 1 calc R U . . .
C54 C -0.0647(5) 0.7833(4) 0.5743(2) 0.0458(13) Uani 1 1 d . . . . .
H19 H -0.1182 0.8039 0.5405 0.055 Uiso 1 1 calc R U . . .
C55 C -0.0833(4) 0.7974(3) 0.6517(2) 0.0327(10) Uani 1 1 d . . . . .
H20 H -0.1494 0.8271 0.6706 0.039 Uiso 1 1 calc R U . . .
C56 C -0.2028(3) 0.7001(3) 0.91531(19) 0.0182(8) Uani 1 1 d . . . . .
C57 C -0.3008(3) 0.6737(3) 0.90432(19) 0.0211(8) Uani 1 1 d . . . . .
C58 C -0.4190(3) 0.6500(3) 0.8908(2) 0.0222(8) Uani 1 1 d . . . . .
C59 C -0.4654(4) 0.5561(4) 0.8855(3) 0.0500(14) Uani 1 1 d . . . . .
H21 H -0.4177 0.5047 0.8905 0.060 Uiso 1 1 calc R U . . .
C60 C -0.5796(4) 0.5358(4) 0.8729(4) 0.0597(16) Uani 1 1 d . . . . .
H22 H -0.6097 0.4710 0.8693 0.072 Uiso 1 1 calc R U . . .
C61 C -0.6503(4) 0.6094(4) 0.8655(3) 0.0411(11) Uani 1 1 d . . . . .
H23 H -0.7292 0.5956 0.8583 0.049 Uiso 1 1 calc R U . . .
C62 C -0.6063(4) 0.7029(3) 0.8687(2) 0.0327(10) Uani 1 1 d . . . . .
H24 H -0.6546 0.7534 0.8625 0.039 Uiso 1 1 calc R U . . .
C63 C -0.4914(4) 0.7231(3) 0.8811(2) 0.0294(9) Uani 1 1 d . . . . .
H25 H -0.4615 0.7877 0.8831 0.035 Uiso 1 1 calc R U . . .
N1 N 0.0084(2) 0.6782(2) 0.95050(15) 0.0149(6) Uani 1 1 d . . . . .
N2 N -0.0755(2) 0.8391(2) 0.99429(15) 0.0157(6) Uani 1 1 d . . . . .
B1 B -0.0780(4) 0.7458(3) 0.9251(2) 0.0164(8) Uani 1 1 d . . . . .
S1 S -0.03897(8) 0.95459(6) 1.12320(5) 0.0190(2) Uani 1 1 d . . . . .
C64 C -0.5169(5) 0.2143(4) 0.3018(3) 0.0557(15) Uani 1 1 d . . . . .
H53 H -0.5124 0.2757 0.2805 0.067 Uiso 1 1 calc R U . . .
Cl1 Cl -0.38876(14) 0.15857(12) 0.28856(11) 0.0754(5) Uani 1 1 d . . . . .
Cl2 Cl -0.62886(12) 0.13966(10) 0.25420(8) 0.0557(4) Uani 1 1 d . . . . .
Cl3 Cl -0.53958(18) 0.24567(12) 0.39959(9) 0.0813(6) Uani 1 1 d . . . . .
C65 C -0.2915(4) 0.5512(3) 0.3265(3) 0.0399(11) Uani 1 1 d . . . . .
H54 H -0.2622 0.5432 0.2740 0.048 Uiso 1 1 calc R U . . .
Cl4 Cl -0.34834(12) 0.43700(9) 0.33980(7) 0.0528(3) Uani 1 1 d . . . . .
Cl5 Cl -0.39487(14) 0.63599(11) 0.33394(10) 0.0716(5) Uani 1 1 d . . . . .
Cl6 Cl -0.17813(12) 0.58953(10) 0.39306(7) 0.0542(4) Uani 1 1 d . . . . .
C67 C 0.0031(6) 0.1012(11) 0.6508(8) 0.096(6) Uani 0.71(2) 1 d D U P A 2
H64 H -0.0287 0.0851 0.6970 0.144 Uiso 0.71(2) 1 calc R U P A 2
H65 H -0.0179 0.1666 0.6451 0.144 Uiso 0.71(2) 1 calc R U P A 2
H66 H -0.0262 0.0536 0.6063 0.144 Uiso 0.71(2) 1 calc R U P A 2
C68 C 0.1528(11) -0.0090(4) 0.6635(4) 0.040(3) Uani 0.71(2) 1 d D U P A 2
H67 H 0.1164 -0.0257 0.7081 0.060 Uiso 0.71(2) 1 calc R U P A 2
H68 H 0.1228 -0.0533 0.6173 0.060 Uiso 0.71(2) 1 calc R U P A 2
H69 H 0.2341 -0.0154 0.6693 0.060 Uiso 0.71(2) 1 calc R U P A 2
C66 C 0.1845(11) 0.1225(7) 0.5894(4) 0.044(3) Uani 0.71(2) 1 d D U P A 2
H70 H 0.2662 0.1197 0.5968 0.065 Uiso 0.71(2) 1 calc R U P A 2
H71 H 0.1580 0.0752 0.5439 0.065 Uiso 0.71(2) 1 calc R U P A 2
H72 H 0.1663 0.1882 0.5827 0.065 Uiso 0.71(2) 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
C1 C2 1.385(5) . ?
C1 C6 1.392(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.404(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.394(5) . ?
C3 C20 1.492(5) . ?
C4 C5 1.393(5) . ?
C4 H3 0.9500 . ?
C5 C6 1.414(5) . ?
C5 C8 1.452(5) . ?
C6 N1 1.392(4) . ?
C7 N1 1.366(4) . ?
C7 C12 1.385(5) . ?
C7 C8 1.404(5) . ?
C8 C9 1.385(5) . ?
C9 C10 1.414(5) . ?
C9 H4 0.9500 . ?
C10 C11 1.395(5) . ?
C10 C34 1.486(5) . ?
C11 C12 1.392(5) . ?
C11 H5 0.9500 . ?
C12 C13 1.444(5) . ?
C13 N2 1.328(5) . ?
C13 S1 1.717(3) . ?
C14 C15 1.392(5) . ?
C14 N2 1.400(5) . ?
C14 C19 1.400(5) . ?
C15 C16 1.378(6) . ?
C15 H6 0.9500 . ?
C16 C17 1.400(6) . ?
C16 H7 0.9500 . ?
C17 C18 1.370(6) . ?
C17 H8 0.9500 . ?
C18 C19 1.396(5) . ?
C18 H9 0.9500 . ?
C19 S1 1.735(4) . ?
C20 C25 1.386(5) . ?
C20 C21 1.404(5) . ?
C21 C22 1.395(5) . ?
C21 H10 0.9500 . ?
C22 C23 1.389(6) . ?
C22 C26 1.541(5) . ?
C23 C24 1.392(6) . ?
C23 H11 0.9500 . ?
C24 C25 1.387(5) . ?
C24 C30 1.535(6) . ?
C25 H12 0.9500 . ?
C26 C29 1.490(16) . ?
C26 C66 1.484(9) . ?
C26 C67 1.499(8) . ?
C26 C28 1.576(16) . ?
C26 C68 1.570(9) . ?
C26 C27 1.613(14) . ?
C27 H55 0.9800 . ?
C27 H56 0.9800 . ?
C27 H57 0.9800 . ?
C28 H58 0.9800 . ?
C28 H59 0.9800 . ?
C28 H60 0.9800 . ?
C29 H61 0.9800 . ?
C29 H62 0.9800 . ?
C29 H63 0.9800 . ?
C30 C32 1.517(6) . ?
C30 C33 1.526(6) . ?
C30 C31 1.540(7) . ?
C31 H26 0.9800 . ?
C31 H27 0.9800 . ?
C31 H28 0.9800 . ?
C32 H29 0.9800 . ?
C32 H30 0.9800 . ?
C32 H31 0.9800 . ?
C33 H32 0.9800 . ?
C33 H33 0.9800 . ?
C33 H34 0.9800 . ?
C34 C35 1.391(5) . ?
C34 C39 1.400(5) . ?
C35 C36 1.394(5) . ?
C35 H13 0.9500 . ?
C36 C37 1.386(5) . ?
C36 C40 1.534(5) . ?
C37 C38 1.396(5) . ?
C37 H14 0.9500 . ?
C38 C39 1.382(5) . ?
C38 C44 1.535(5) . ?
C39 H15 0.9500 . ?
C40 C42 1.531(5) . ?
C40 C43 1.536(5) . ?
C40 C41 1.544(6) . ?
C41 H35 0.9800 . ?
C41 H36 0.9800 . ?
C41 H37 0.9800 . ?
C42 H38 0.9800 . ?
C42 H39 0.9800 . ?
C42 H40 0.9800 . ?
C43 H41 0.9800 . ?
C43 H42 0.9800 . ?
C43 H43 0.9800 . ?
C44 C47 1.529(6) . ?
C44 C46 1.533(5) . ?
C44 C45 1.539(6) . ?
C45 H44 0.9800 . ?
C45 H45 0.9800 . ?
C45 H46 0.9800 . ?
C46 H47 0.9800 . ?
C46 H48 0.9800 . ?
C46 H49 0.9800 . ?
C47 H50 0.9800 . ?
C47 H51 0.9800 . ?
C47 H52 0.9800 . ?
C48 C49 1.195(5) . ?
C48 B1 1.593(5) . ?
C49 C50 1.442(5) . ?
C50 C55 1.392(6) . ?
C50 C51 1.401(6) . ?
C51 C52 1.378(6) . ?
C51 H16 0.9500 . ?
C52 C53 1.371(8) . ?
C52 H17 0.9500 . ?
C53 C54 1.372(8) . ?
C53 H18 0.9500 . ?
C54 C55 1.387(6) . ?
C54 H19 0.9500 . ?
C55 H20 0.9500 . ?
C56 C57 1.206(5) . ?
C56 B1 1.582(6) . ?
C57 C58 1.432(6) . ?
C58 C59 1.387(6) . ?
C58 C63 1.395(6) . ?
C59 C60 1.378(7) . ?
C59 H21 0.9500 . ?
C60 C61 1.377(7) . ?
C60 H22 0.9500 . ?
C61 C62 1.376(7) . ?
C61 H23 0.9500 . ?
C62 C63 1.386(6) . ?
C62 H24 0.9500 . ?
C63 H25 0.9500 . ?
N1 B1 1.537(5) . ?
N2 B1 1.621(5) . ?
C64 Cl2 1.747(6) . ?
C64 Cl1 1.748(6) . ?
C64 Cl3 1.754(6) . ?
C64 H53 1.0000 . ?
C65 Cl5 1.737(5) . ?
C65 Cl6 1.761(5) . ?
C65 Cl4 1.767(5) . ?
C65 H54 1.0000 . ?
C67 H64 0.9800 . ?
C67 H65 0.9800 . ?
C67 H66 0.9800 . ?
C68 H67 0.9800 . ?
C68 H68 0.9800 . ?
C68 H69 0.9800 . ?
C66 H70 0.9800 . ?
C66 H71 0.9800 . ?
C66 H72 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
C2 C1 C6 117.4(3) . . ?
C2 C1 H1 121.3 . . ?
C6 C1 H1 121.3 . . ?
C1 C2 C3 123.3(3) . . ?
C1 C2 H2 118.4 . . ?
C3 C2 H2 118.4 . . ?
C4 C3 C2 118.3(3) . . ?
C4 C3 C20 120.8(3) . . ?
C2 C3 C20 120.8(3) . . ?
C5 C4 C3 120.1(3) . . ?
C5 C4 H3 120.0 . . ?
C3 C4 H3 120.0 . . ?
C4 C5 C6 119.9(3) . . ?
C4 C5 C8 134.0(3) . . ?
C6 C5 C8 106.1(3) . . ?
N1 C6 C1 128.8(3) . . ?
N1 C6 C5 110.1(3) . . ?
C1 C6 C5 121.0(3) . . ?
N1 C7 C12 125.8(3) . . ?
N1 C7 C8 112.1(3) . . ?
C12 C7 C8 122.1(3) . . ?
C9 C8 C7 119.2(3) . . ?
C9 C8 C5 135.6(3) . . ?
C7 C8 C5 105.1(3) . . ?
C8 C9 C10 119.8(3) . . ?
C8 C9 H4 120.1 . . ?
C10 C9 H4 120.1 . . ?
C11 C10 C9 119.3(3) . . ?
C11 C10 C34 120.5(3) . . ?
C9 C10 C34 120.1(3) . . ?
C12 C11 C10 121.5(3) . . ?
C12 C11 H5 119.2 . . ?
C10 C11 H5 119.2 . . ?
C7 C12 C11 118.0(3) . . ?
C7 C12 C13 116.4(3) . . ?
C11 C12 C13 125.6(3) . . ?
N2 C13 C12 122.0(3) . . ?
N2 C13 S1 114.2(3) . . ?
C12 C13 S1 123.8(3) . . ?
C15 C14 N2 126.9(3) . . ?
C15 C14 C19 120.4(3) . . ?
N2 C14 C19 112.8(3) . . ?
C16 C15 C14 117.8(3) . . ?
C16 C15 H6 121.1 . . ?
C14 C15 H6 121.1 . . ?
C15 C16 C17 121.7(4) . . ?
C15 C16 H7 119.1 . . ?
C17 C16 H7 119.1 . . ?
C18 C17 C16 121.0(4) . . ?
C18 C17 H8 119.5 . . ?
C16 C17 H8 119.5 . . ?
C17 C18 C19 117.7(3) . . ?
C17 C18 H9 121.1 . . ?
C19 C18 H9 121.1 . . ?
C18 C19 C14 121.4(3) . . ?
C18 C19 S1 128.4(3) . . ?
C14 C19 S1 110.3(3) . . ?
C25 C20 C21 118.7(3) . . ?
C25 C20 C3 120.5(3) . . ?
C21 C20 C3 120.8(3) . . ?
C22 C21 C20 120.8(4) . . ?
C22 C21 H10 119.6 . . ?
C20 C21 H10 119.6 . . ?
C23 C22 C21 118.1(3) . . ?
C23 C22 C26 120.5(3) . . ?
C21 C22 C26 121.3(4) . . ?
C22 C23 C24 122.8(4) . . ?
C22 C23 H11 118.6 . . ?
C24 C23 H11 118.6 . . ?
C25 C24 C23 117.4(4) . . ?
C25 C24 C30 120.3(3) . . ?
C23 C24 C30 122.2(3) . . ?
C20 C25 C24 122.2(3) . . ?
C20 C25 H12 118.9 . . ?
C24 C25 H12 118.9 . . ?
C66 C26 C67 113.3(7) . . ?
C29 C26 C22 119.7(10) . . ?
C66 C26 C22 109.8(5) . . ?
C67 C26 C22 112.2(4) . . ?
C29 C26 C28 109.9(10) . . ?
C22 C26 C28 105.6(9) . . ?
C66 C26 C68 108.6(5) . . ?
C67 C26 C68 105.1(6) . . ?
C22 C26 C68 107.5(4) . . ?
C29 C26 C27 107.1(8) . . ?
C22 C26 C27 111.9(7) . . ?
C28 C26 C27 101.2(8) . . ?
C26 C27 H55 109.5 . . ?
C26 C27 H56 109.5 . . ?
H55 C27 H56 109.5 . . ?
C26 C27 H57 109.5 . . ?
H55 C27 H57 109.5 . . ?
H56 C27 H57 109.5 . . ?
C26 C28 H58 109.5 . . ?
C26 C28 H59 109.5 . . ?
H58 C28 H59 109.5 . . ?
C26 C28 H60 109.5 . . ?
H58 C28 H60 109.5 . . ?
H59 C28 H60 109.5 . . ?
C26 C29 H61 109.5 . . ?
C26 C29 H62 109.5 . . ?
H61 C29 H62 109.5 . . ?
C26 C29 H63 109.5 . . ?
H61 C29 H63 109.5 . . ?
H62 C29 H63 109.5 . . ?
C32 C30 C33 112.9(4) . . ?
C32 C30 C24 108.8(3) . . ?
C33 C30 C24 110.6(3) . . ?
C32 C30 C31 108.2(4) . . ?
C33 C30 C31 104.4(4) . . ?
C24 C30 C31 111.9(4) . . ?
C30 C31 H26 109.5 . . ?
C30 C31 H27 109.5 . . ?
H26 C31 H27 109.5 . . ?
C30 C31 H28 109.5 . . ?
H26 C31 H28 109.5 . . ?
H27 C31 H28 109.5 . . ?
C30 C32 H29 109.5 . . ?
C30 C32 H30 109.5 . . ?
H29 C32 H30 109.5 . . ?
C30 C32 H31 109.5 . . ?
H29 C32 H31 109.5 . . ?
H30 C32 H31 109.5 . . ?
C30 C33 H32 109.5 . . ?
C30 C33 H33 109.5 . . ?
H32 C33 H33 109.5 . . ?
C30 C33 H34 109.5 . . ?
H32 C33 H34 109.5 . . ?
H33 C33 H34 109.5 . . ?
C35 C34 C39 118.3(3) . . ?
C35 C34 C10 120.2(3) . . ?
C39 C34 C10 121.5(3) . . ?
C34 C35 C36 121.8(3) . . ?
C34 C35 H13 119.1 . . ?
C36 C35 H13 119.1 . . ?
C37 C36 C35 117.8(3) . . ?
C37 C36 C40 122.5(3) . . ?
C35 C36 C40 119.6(3) . . ?
C36 C37 C38 122.3(3) . . ?
C36 C37 H14 118.9 . . ?
C38 C37 H14 118.9 . . ?
C39 C38 C37 118.2(3) . . ?
C39 C38 C44 122.7(3) . . ?
C37 C38 C44 119.1(3) . . ?
C38 C39 C34 121.5(3) . . ?
C38 C39 H15 119.2 . . ?
C34 C39 H15 119.2 . . ?
C42 C40 C36 112.3(3) . . ?
C42 C40 C43 108.1(3) . . ?
C36 C40 C43 110.9(3) . . ?
C42 C40 C41 108.4(3) . . ?
C36 C40 C41 107.8(3) . . ?
C43 C40 C41 109.3(3) . . ?
C40 C41 H35 109.5 . . ?
C40 C41 H36 109.5 . . ?
H35 C41 H36 109.5 . . ?
C40 C41 H37 109.5 . . ?
H35 C41 H37 109.5 . . ?
H36 C41 H37 109.5 . . ?
C40 C42 H38 109.5 . . ?
C40 C42 H39 109.5 . . ?
H38 C42 H39 109.5 . . ?
C40 C42 H40 109.5 . . ?
H38 C42 H40 109.5 . . ?
H39 C42 H40 109.5 . . ?
C40 C43 H41 109.5 . . ?
C40 C43 H42 109.5 . . ?
H41 C43 H42 109.5 . . ?
C40 C43 H43 109.5 . . ?
H41 C43 H43 109.5 . . ?
H42 C43 H43 109.5 . . ?
C47 C44 C46 108.0(3) . . ?
C47 C44 C38 112.5(3) . . ?
C46 C44 C38 110.1(3) . . ?
C47 C44 C45 108.7(3) . . ?
C46 C44 C45 109.2(3) . . ?
C38 C44 C45 108.3(3) . . ?
C44 C45 H44 109.5 . . ?
C44 C45 H45 109.5 . . ?
H44 C45 H45 109.5 . . ?
C44 C45 H46 109.5 . . ?
H44 C45 H46 109.5 . . ?
H45 C45 H46 109.5 . . ?
C44 C46 H47 109.5 . . ?
C44 C46 H48 109.5 . . ?
H47 C46 H48 109.5 . . ?
C44 C46 H49 109.5 . . ?
H47 C46 H49 109.5 . . ?
H48 C46 H49 109.5 . . ?
C44 C47 H50 109.5 . . ?
C44 C47 H51 109.5 . . ?
H50 C47 H51 109.5 . . ?
C44 C47 H52 109.5 . . ?
H50 C47 H52 109.5 . . ?
H51 C47 H52 109.5 . . ?
C49 C48 B1 165.1(4) . . ?
C48 C49 C50 174.9(4) . . ?
C55 C50 C51 118.8(4) . . ?
C55 C50 C49 121.0(4) . . ?
C51 C50 C49 120.1(4) . . ?
C52 C51 C50 119.9(5) . . ?
C52 C51 H16 120.0 . . ?
C50 C51 H16 120.0 . . ?
C53 C52 C51 120.9(5) . . ?
C53 C52 H17 119.5 . . ?
C51 C52 H17 119.5 . . ?
C52 C53 C54 119.7(4) . . ?
C52 C53 H18 120.1 . . ?
C54 C53 H18 120.1 . . ?
C53 C54 C55 120.7(5) . . ?
C53 C54 H19 119.7 . . ?
C55 C54 H19 119.7 . . ?
C54 C55 C50 119.9(5) . . ?
C54 C55 H20 120.0 . . ?
C50 C55 H20 120.0 . . ?
C57 C56 B1 173.0(4) . . ?
C56 C57 C58 175.4(4) . . ?
C59 C58 C63 117.7(4) . . ?
C59 C58 C57 122.6(4) . . ?
C63 C58 C57 119.6(3) . . ?
C60 C59 C58 121.2(5) . . ?
C60 C59 H21 119.4 . . ?
C58 C59 H21 119.4 . . ?
C61 C60 C59 120.2(5) . . ?
C61 C60 H22 119.9 . . ?
C59 C60 H22 119.9 . . ?
C62 C61 C60 119.8(4) . . ?
C62 C61 H23 120.1 . . ?
C60 C61 H23 120.1 . . ?
C61 C62 C63 119.9(4) . . ?
C61 C62 H24 120.1 . . ?
C63 C62 H24 120.1 . . ?
C62 C63 C58 121.1(4) . . ?
C62 C63 H25 119.5 . . ?
C58 C63 H25 119.5 . . ?
C7 N1 C6 106.5(3) . . ?
C7 N1 B1 124.1(3) . . ?
C6 N1 B1 128.9(3) . . ?
C13 N2 C14 112.4(3) . . ?
C13 N2 B1 126.1(3) . . ?
C14 N2 B1 121.5(3) . . ?
N1 B1 C56 113.9(3) . . ?
N1 B1 C48 110.5(3) . . ?
C56 B1 C48 108.6(3) . . ?
N1 B1 N2 104.9(3) . . ?
C56 B1 N2 106.9(3) . . ?
C48 B1 N2 112.1(3) . . ?
C13 S1 C19 90.36(17) . . ?
Cl2 C64 Cl1 111.6(3) . . ?
Cl2 C64 Cl3 110.7(4) . . ?
Cl1 C64 Cl3 109.8(3) . . ?
Cl2 C64 H53 108.2 . . ?
Cl1 C64 H53 108.2 . . ?
Cl3 C64 H53 108.2 . . ?
Cl5 C65 Cl6 111.8(3) . . ?
Cl5 C65 Cl4 110.5(3) . . ?
Cl6 C65 Cl4 109.3(3) . . ?
Cl5 C65 H54 108.4 . . ?
Cl6 C65 H54 108.4 . . ?
Cl4 C65 H54 108.4 . . ?
C26 C67 H64 109.5 . . ?
C26 C67 H65 109.5 . . ?
H64 C67 H65 109.5 . . ?
C26 C67 H66 109.5 . . ?
H64 C67 H66 109.5 . . ?
H65 C67 H66 109.5 . . ?
C26 C68 H67 109.5 . . ?
C26 C68 H68 109.5 . . ?
H67 C68 H68 109.5 . . ?
C26 C68 H69 109.5 . . ?
H67 C68 H69 109.5 . . ?
H68 C68 H69 109.5 . . ?
C26 C66 H70 109.5 . . ?
C26 C66 H71 109.5 . . ?
H70 C66 H71 109.5 . . ?
C26 C66 H72 109.5 . . ?
H70 C66 H72 109.5 . . ?
H71 C66 H72 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 C1 C2 C3 0.9(5) . . . . ?
C1 C2 C3 C4 -0.6(5) . . . . ?
C1 C2 C3 C20 -178.0(3) . . . . ?
C2 C3 C4 C5 -1.2(5) . . . . ?
C20 C3 C4 C5 176.2(3) . . . . ?
C3 C4 C5 C6 2.6(5) . . . . ?
C3 C4 C5 C8 -176.8(3) . . . . ?
C2 C1 C6 N1 178.7(3) . . . . ?
C2 C1 C6 C5 0.5(5) . . . . ?
C4 C5 C6 N1 179.2(3) . . . . ?
C8 C5 C6 N1 -1.2(4) . . . . ?
C4 C5 C6 C1 -2.3(5) . . . . ?
C8 C5 C6 C1 177.3(3) . . . . ?
N1 C7 C8 C9 -178.9(3) . . . . ?
C12 C7 C8 C9 1.9(5) . . . . ?
N1 C7 C8 C5 0.2(4) . . . . ?
C12 C7 C8 C5 -179.0(3) . . . . ?
C4 C5 C8 C9 -1.0(7) . . . . ?
C6 C5 C8 C9 179.5(4) . . . . ?
C4 C5 C8 C7 -179.9(4) . . . . ?
C6 C5 C8 C7 0.6(4) . . . . ?
C7 C8 C9 C10 -0.4(5) . . . . ?
C5 C8 C9 C10 -179.2(4) . . . . ?
C8 C9 C10 C11 -1.8(5) . . . . ?
C8 C9 C10 C34 175.7(3) . . . . ?
C9 C10 C11 C12 2.6(5) . . . . ?
C34 C10 C11 C12 -174.9(3) . . . . ?
N1 C7 C12 C11 179.8(3) . . . . ?
C8 C7 C12 C11 -1.1(5) . . . . ?
N1 C7 C12 C13 1.8(5) . . . . ?
C8 C7 C12 C13 -179.0(3) . . . . ?
C10 C11 C12 C7 -1.2(5) . . . . ?
C10 C11 C12 C13 176.6(3) . . . . ?
C7 C12 C13 N2 1.2(5) . . . . ?
C11 C12 C13 N2 -176.5(3) . . . . ?
C7 C12 C13 S1 -178.1(3) . . . . ?
C11 C12 C13 S1 4.2(5) . . . . ?
N2 C14 C15 C16 -179.8(4) . . . . ?
C19 C14 C15 C16 1.0(5) . . . . ?
C14 C15 C16 C17 0.8(6) . . . . ?
C15 C16 C17 C18 -1.7(6) . . . . ?
C16 C17 C18 C19 0.8(6) . . . . ?
C17 C18 C19 C14 1.0(6) . . . . ?
C17 C18 C19 S1 -178.8(3) . . . . ?
C15 C14 C19 C18 -1.9(5) . . . . ?
N2 C14 C19 C18 178.8(3) . . . . ?
C15 C14 C19 S1 177.9(3) . . . . ?
N2 C14 C19 S1 -1.4(4) . . . . ?
C4 C3 C20 C25 -24.8(5) . . . . ?
C2 C3 C20 C25 152.5(3) . . . . ?
C4 C3 C20 C21 157.6(3) . . . . ?
C2 C3 C20 C21 -25.2(5) . . . . ?
C25 C20 C21 C22 -0.6(5) . . . . ?
C3 C20 C21 C22 177.1(3) . . . . ?
C20 C21 C22 C23 -0.9(5) . . . . ?
C20 C21 C22 C26 -177.4(3) . . . . ?
C21 C22 C23 C24 0.7(6) . . . . ?
C26 C22 C23 C24 177.3(4) . . . . ?
C22 C23 C24 C25 1.0(6) . . . . ?
C22 C23 C24 C30 -179.4(4) . . . . ?
C21 C20 C25 C24 2.4(5) . . . . ?
C3 C20 C25 C24 -175.3(3) . . . . ?
C23 C24 C25 C20 -2.6(5) . . . . ?
C30 C24 C25 C20 177.8(3) . . . . ?
C23 C22 C26 C29 58.0(10) . . . . ?
C21 C22 C26 C29 -125.5(10) . . . . ?
C23 C22 C26 C66 -81.7(7) . . . . ?
C21 C22 C26 C66 94.8(6) . . . . ?
C23 C22 C26 C67 151.4(9) . . . . ?
C21 C22 C26 C67 -32.2(10) . . . . ?
C23 C22 C26 C28 -66.4(9) . . . . ?
C21 C22 C26 C28 110.1(8) . . . . ?
C23 C22 C26 C68 36.2(6) . . . . ?
C21 C22 C26 C68 -147.3(5) . . . . ?
C23 C22 C26 C27 -175.6(6) . . . . ?
C21 C22 C26 C27 0.8(7) . . . . ?
C25 C24 C30 C32 85.7(5) . . . . ?
C23 C24 C30 C32 -93.9(4) . . . . ?
C25 C24 C30 C33 -149.7(4) . . . . ?
C23 C24 C30 C33 30.7(6) . . . . ?
C25 C24 C30 C31 -33.8(5) . . . . ?
C23 C24 C30 C31 146.6(4) . . . . ?
C11 C10 C34 C35 144.1(3) . . . . ?
C9 C10 C34 C35 -33.4(5) . . . . ?
C11 C10 C34 C39 -34.0(5) . . . . ?
C9 C10 C34 C39 148.5(3) . . . . ?
C39 C34 C35 C36 -0.1(5) . . . . ?
C10 C34 C35 C36 -178.3(3) . . . . ?
C34 C35 C36 C37 -0.4(5) . . . . ?
C34 C35 C36 C40 175.5(3) . . . . ?
C35 C36 C37 C38 0.9(6) . . . . ?
C40 C36 C37 C38 -174.9(4) . . . . ?
C36 C37 C38 C39 -1.0(6) . . . . ?
C36 C37 C38 C44 -179.1(3) . . . . ?
C37 C38 C39 C34 0.4(5) . . . . ?
C44 C38 C39 C34 178.5(3) . . . . ?
C35 C34 C39 C38 0.1(5) . . . . ?
C10 C34 C39 C38 178.2(3) . . . . ?
C37 C36 C40 C42 -18.5(5) . . . . ?
C35 C36 C40 C42 165.7(4) . . . . ?
C37 C36 C40 C43 -139.6(4) . . . . ?
C35 C36 C40 C43 44.7(5) . . . . ?
C37 C36 C40 C41 100.8(4) . . . . ?
C35 C36 C40 C41 -74.9(4) . . . . ?
C39 C38 C44 C47 9.5(5) . . . . ?
C37 C38 C44 C47 -172.4(4) . . . . ?
C39 C38 C44 C46 129.9(4) . . . . ?
C37 C38 C44 C46 -52.0(5) . . . . ?
C39 C38 C44 C45 -110.7(4) . . . . ?
C37 C38 C44 C45 67.4(4) . . . . ?
C55 C50 C51 C52 -0.6(6) . . . . ?
C49 C50 C51 C52 176.0(4) . . . . ?
C50 C51 C52 C53 0.2(7) . . . . ?
C51 C52 C53 C54 0.4(7) . . . . ?
C52 C53 C54 C55 -0.7(7) . . . . ?
C53 C54 C55 C50 0.4(6) . . . . ?
C51 C50 C55 C54 0.2(6) . . . . ?
C49 C50 C55 C54 -176.3(4) . . . . ?
C63 C58 C59 C60 -1.6(8) . . . . ?
C57 C58 C59 C60 179.6(5) . . . . ?
C58 C59 C60 C61 -0.2(9) . . . . ?
C59 C60 C61 C62 1.8(9) . . . . ?
C60 C61 C62 C63 -1.5(7) . . . . ?
C61 C62 C63 C58 -0.3(6) . . . . ?
C59 C58 C63 C62 1.8(6) . . . . ?
C57 C58 C63 C62 -179.4(4) . . . . ?
C12 C7 N1 C6 178.2(3) . . . . ?
C8 C7 N1 C6 -1.0(4) . . . . ?
C12 C7 N1 B1 -8.8(5) . . . . ?
C8 C7 N1 B1 172.0(3) . . . . ?
C1 C6 N1 C7 -177.0(3) . . . . ?
C5 C6 N1 C7 1.4(4) . . . . ?
C1 C6 N1 B1 10.5(6) . . . . ?
C5 C6 N1 B1 -171.2(3) . . . . ?
C12 C13 N2 C14 179.1(3) . . . . ?
S1 C13 N2 C14 -1.5(4) . . . . ?
C12 C13 N2 B1 2.5(5) . . . . ?
S1 C13 N2 B1 -178.2(3) . . . . ?
C15 C14 N2 C13 -177.4(4) . . . . ?
C19 C14 N2 C13 1.9(4) . . . . ?
C15 C14 N2 B1 -0.6(5) . . . . ?
C19 C14 N2 B1 178.7(3) . . . . ?
C7 N1 B1 C56 -106.2(4) . . . . ?
C6 N1 B1 C56 65.2(4) . . . . ?
C7 N1 B1 C48 131.3(3) . . . . ?
C6 N1 B1 C48 -57.4(4) . . . . ?
C7 N1 B1 N2 10.3(4) . . . . ?
C6 N1 B1 N2 -178.3(3) . . . . ?
C49 C48 B1 N1 67.8(16) . . . . ?
C49 C48 B1 C56 -57.7(16) . . . . ?
C49 C48 B1 N2 -175.6(14) . . . . ?
C13 N2 B1 N1 -7.6(4) . . . . ?
C14 N2 B1 N1 176.1(3) . . . . ?
C13 N2 B1 C56 113.6(4) . . . . ?
C14 N2 B1 C56 -62.7(4) . . . . ?
C13 N2 B1 C48 -127.5(4) . . . . ?
C14 N2 B1 C48 56.2(4) . . . . ?
N2 C13 S1 C19 0.6(3) . . . . ?
C12 C13 S1 C19 180.0(3) . . . . ?
C18 C19 S1 C13 -179.7(4) . . . . ?
C14 C19 S1 C13 0.4(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C64 H53 Cl4 1.00 2.93 3.569(6) 122.4 .

_refine_diff_density_max         0.744
_refine_diff_density_min         -0.682
_refine_diff_density_rms         0.077

####################################################################### 
# 
# 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_61031cm2_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1536634'
_audit_update_record             
;
2017-03-08 deposited with the CCDC.
2017-08-03 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         'C53 H41 B N2 S, C O'
_chemical_formula_sum            'C54 H41 B N2 O S'
_chemical_formula_weight         776.76

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.071(3)
_cell_length_b                   12.310(4)
_cell_length_c                   15.729(5)
_cell_angle_alpha                99.083(14)
_cell_angle_beta                 96.913(9)
_cell_angle_gamma                99.963(9)
_cell_volume                     2060.7(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    2203
_cell_measurement_theta_min      25.4
_cell_measurement_theta_max      68.2

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_F_000             816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    1.023
_shelx_estimated_absorpt_T_min   0.784
_shelx_estimated_absorpt_T_max   0.960
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.852
_exptl_absorpt_correction_T_max  0.960
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            26226
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         6.553
_diffrn_reflns_theta_max         65.982
_diffrn_reflns_theta_full        65.982
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.974
_reflns_number_total             6989
_reflns_number_gt                6132
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0950P)²+2.2562P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6989
_refine_ls_number_parameters     704
_refine_ls_number_restraints     436
_refine_ls_R_factor_all          0.0708
_refine_ls_R_factor_gt           0.0649
_refine_ls_wR_factor_ref         0.1792
_refine_ls_wR_factor_gt          0.1748
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.125
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8948(2) 0.2688(2) 0.16365(16) 0.0306(6) Uani 1 1 d . . . . .
H1 H 0.9197 0.2030 0.1373 0.037 Uiso 1 1 calc R U . . .
C2 C 0.9043(3) 0.3628(2) 0.12567(17) 0.0335(6) Uani 1 1 d . . . . .
H2 H 0.9378 0.3613 0.0727 0.040 Uiso 1 1 calc R U . . .
C3 C 0.8664(2) 0.4613(2) 0.16238(17) 0.0311(6) Uani 1 1 d . . . . .
C4 C 0.8145(2) 0.4627(2) 0.23867(17) 0.0297(6) Uani 1 1 d . . . . .
H3 H 0.7852 0.5271 0.2631 0.036 Uiso 1 1 calc R U . . .
C5 C 0.8056(2) 0.3695(2) 0.27922(16) 0.0262(5) Uani 1 1 d . . . . .
C6 C 0.8474(2) 0.2733(2) 0.24190(16) 0.0258(5) Uani 1 1 d . . . . .
C7 C 0.7941(2) 0.2403(2) 0.36782(15) 0.0240(5) Uani 1 1 d . . . . .
C8 C 0.7705(2) 0.3481(2) 0.36170(16) 0.0252(5) Uani 1 1 d . . . . .
C9 C 0.7279(2) 0.4072(2) 0.43112(17) 0.0286(5) Uani 1 1 d . . . . .
H4 H 0.7099 0.4793 0.4279 0.034 Uiso 1 1 calc R U . . .
C10 C 0.7115(2) 0.3610(2) 0.50576(16) 0.0285(5) Uani 1 1 d . . . . .
C11 C 0.7359(2) 0.2545(2) 0.51020(16) 0.0276(5) Uani 1 1 d . . . . .
H5 H 0.7242 0.2238 0.5611 0.033 Uiso 1 1 calc R U . . .
C12 C 0.7774(2) 0.1917(2) 0.44105(15) 0.0245(5) Uani 1 1 d . . . . .
C13 C 0.8087(2) 0.0830(2) 0.43914(15) 0.0250(5) Uani 1 1 d . . . . .
C14 C 0.8722(2) -0.0754(2) 0.38250(16) 0.0253(5) Uani 1 1 d . . . . .
C15 C 0.9113(2) -0.1535(2) 0.32272(17) 0.0289(5) Uani 1 1 d . . . . .
H6 H 0.9196 -0.1408 0.2655 0.035 Uiso 1 1 calc R U . . .
C16 C 0.9373(2) -0.2496(2) 0.34921(18) 0.0318(6) Uani 1 1 d . . . . .
H7 H 0.9643 -0.3036 0.3096 0.038 Uiso 1 1 calc R U . . .
C17 C 0.9247(2) -0.2693(2) 0.43337(18) 0.0330(6) Uani 1 1 d . . . . .
H8 H 0.9450 -0.3356 0.4501 0.040 Uiso 1 1 calc R U . . .
C18 C 0.8834(2) -0.1940(2) 0.49245(17) 0.0316(6) Uani 1 1 d . . . . .
H9 H 0.8734 -0.2079 0.5491 0.038 Uiso 1 1 calc R U . . .
C28 C 0.6743(2) 0.4293(2) 0.58251(17) 0.0306(6) Uani 1 1 d . . . . .
C29 C 0.7615(2) 0.5179(2) 0.63446(16) 0.0269(5) Uani 1 1 d . . . . .
C30 C 0.7270(3) 0.5801(2) 0.70605(16) 0.0314(6) Uani 1 1 d . . . . .
H21 H 0.7864 0.6404 0.7412 0.038 Uiso 1 1 calc R U . . .
C31 C 0.6089(3) 0.5570(2) 0.72787(17) 0.0347(6) Uani 1 1 d . . . . .
C32 C 0.5242(3) 0.4703(3) 0.6751(2) 0.0479(8) Uani 1 1 d . . . . .
H22 H 0.4425 0.4539 0.6888 0.057 Uiso 1 1 calc R U . . .
C33 C 0.5538(3) 0.4056(3) 0.6024(2) 0.0513(9) Uani 1 1 d . . . . .
C34 C 0.8927(3) 0.5451(2) 0.61637(18) 0.0370(6) Uani 1 1 d . . . . .
H23 H 0.8919 0.5478 0.5544 0.055 Uiso 1 1 calc R U . . .
H24 H 0.9373 0.4870 0.6317 0.055 Uiso 1 1 calc R U . . .
H25 H 0.9342 0.6180 0.6513 0.055 Uiso 1 1 calc R U . . .
C35 C 0.5753(3) 0.6238(3) 0.8076(2) 0.0484(8) Uani 1 1 d . . . . .
H26 H 0.6271 0.6992 0.8204 0.073 Uiso 1 1 calc R U . . .
H27 H 0.5892 0.5863 0.8573 0.073 Uiso 1 1 calc R U . . .
H28 H 0.4877 0.6294 0.7967 0.073 Uiso 1 1 calc R U . . .
C36 C 0.4557(3) 0.3147(5) 0.5445(3) 0.107(2) Uani 1 1 d . U . . .
H29 H 0.4357 0.3369 0.4881 0.160 Uiso 1 1 calc R U . . .
H30 H 0.3808 0.3037 0.5721 0.160 Uiso 1 1 calc R U . . .
H31 H 0.4868 0.2446 0.5357 0.160 Uiso 1 1 calc R U . . .
C37 C 1.0098(2) 0.0782(2) 0.27193(15) 0.0252(5) Uani 1 1 d . . . . .
C38 C 1.1169(2) 0.0750(2) 0.27044(17) 0.0317(6) Uani 1 1 d . . . . .
C39 C 1.24372(18) 0.0522(2) 0.28357(18) 0.0298(9) Uani 0.687(4) 1 d G U P A 1
C40 C 1.2606(2) -0.05806(19) 0.26691(19) 0.0422(11) Uani 0.687(4) 1 d G U P A 1
H32 H 1.1915 -0.1173 0.2445 0.051 Uiso 0.687(4) 1 calc R U P A 1
C41 C 1.3787(2) -0.08164(19) 0.2830(2) 0.0515(12) Uani 0.687(4) 1 d G U P A 1
H33 H 1.3902 -0.1570 0.2716 0.062 Uiso 0.687(4) 1 calc R U P A 1
C42 C 1.47987(18) 0.0050(3) 0.3158(2) 0.0494(12) Uani 0.687(4) 1 d G U P A 1
H34 H 1.5606 -0.0111 0.3268 0.059 Uiso 0.687(4) 1 calc R U P A 1
C43 C 1.4630(2) 0.1152(2) 0.3324(2) 0.0439(12) Uani 0.687(4) 1 d G U P A 1
H35 H 1.5321 0.1745 0.3548 0.053 Uiso 0.687(4) 1 calc R U P A 1
C44 C 1.3449(2) 0.13881(17) 0.3163(2) 0.0294(11) Uani 0.687(4) 1 d G U P A 1
H36 H 1.3333 0.2141 0.3277 0.035 Uiso 0.687(4) 1 calc R U P A 1
C45 C 0.7752(2) -0.0029(2) 0.20328(17) 0.0309(6) Uani 1 1 d . . . . .
C46 C 0.7037(4) -0.0427(4) 0.1372(3) 0.0284(10) Uani 0.663(4) 1 d . U P B 3
C47 C 0.6171(4) -0.0895(4) 0.0595(2) 0.0486(13) Uani 0.663(4) 1 d G U P B 3
C48 C 0.6368(4) -0.0538(4) -0.0182(2) 0.0688(17) Uani 0.663(4) 1 d G U P B 3
H42 H 0.7097 -0.0014 -0.0202 0.083 Uiso 0.663(4) 1 calc R U P B 3
C49 C 0.5498(5) -0.0949(5) -0.0928(2) 0.100(2) Uani 0.663(4) 1 d G U P B 3
H43 H 0.5633 -0.0705 -0.1458 0.121 Uiso 0.663(4) 1 calc R U P B 3
C50 C 0.4431(4) -0.1716(5) -0.0897(4) 0.114(3) Uani 0.663(4) 1 d G U P B 3
H44 H 0.3830 -0.1985 -0.1405 0.137 Uiso 0.663(4) 1 calc R U P B 3
C51 C 0.4242(3) -0.2084(6) -0.0147(5) 0.092(3) Uani 0.663(4) 1 d G U P B 3
H45 H 0.3517 -0.2618 -0.0134 0.110 Uiso 0.663(4) 1 calc R U P B 3
C52 C 0.5104(3) -0.1682(5) 0.0604(5) 0.077(3) Uani 0.663(4) 1 d G U P B 3
H46 H 0.4966 -0.1945 0.1128 0.093 Uiso 0.663(4) 1 calc R U P B 3
S1 S 0.80492(6) 0.01261(5) 0.52519(4) 0.02897(19) Uani 1 1 d . . . . .
N1 N 0.84594(17) 0.02863(17) 0.36988(13) 0.0240(4) Uani 1 1 d . . . . .
N2 N 0.83875(18) 0.19448(17) 0.29628(13) 0.0241(4) Uani 1 1 d . . . . .
C53 C 0.8570(2) -0.0970(2) 0.46581(16) 0.0273(5) Uani 1 1 d . . . . .
B1 B 0.8685(2) 0.0759(2) 0.28118(17) 0.0241(6) Uani 1 1 d . . . . .
C54 C 1.2440(3) 0.0944(4) 0.2477(2) 0.0260(18) Uani 0.313(4) 1 d G U P A 2
C55 C 1.3280(3) 0.1562(5) 0.3188(3) 0.031(2) Uani 0.313(4) 1 d G U P A 2
H37 H 1.2988 0.1899 0.3690 0.038 Uiso 0.313(4) 1 calc R U P A 2
C56 C 1.4547(3) 0.1688(4) 0.3166(3) 0.037(2) Uani 0.313(4) 1 d G U P A 2
H38 H 1.5121 0.2111 0.3653 0.044 Uiso 0.313(4) 1 calc R U P A 2
C57 C 1.4975(3) 0.1196(4) 0.2433(3) 0.039(2) Uani 0.313(4) 1 d G U P A 2
H39 H 1.5841 0.1282 0.2418 0.047 Uiso 0.313(4) 1 calc R U P A 2
C58 C 1.4135(3) 0.0577(5) 0.1722(3) 0.037(2) Uani 0.313(4) 1 d G U P A 2
H40 H 1.4427 0.0240 0.1220 0.045 Uiso 0.313(4) 1 calc R U P A 2
C59 C 1.2868(3) 0.0451(4) 0.1744(2) 0.0321(19) Uani 0.313(4) 1 d G U P A 2
H41 H 1.2294 0.0028 0.1257 0.038 Uiso 0.313(4) 1 calc R U P A 2
O1 O -0.5006(3) 1.0641(3) 0.5861(2) 0.0326(8) Uiso 0.5 1 d D U P C 2
C67 C -0.428(3) 0.987(3) 0.551(3) 0.346(14) Uiso 0.5 1 d D U P C 2
O2 O -0.3975(8) 1.2351(7) 0.7431(6) 0.117(3) Uiso 0.5 1 d D U P D 2
C68 C -0.5127(17) 1.162(2) 0.6947(16) 0.229(9) Uiso 0.5 1 d D U P D 2
C60 C 0.5840(8) -0.1713(6) 0.1193(5) 0.0296(18) Uani 0.337(4) 1 d . U P B 4
C61 C 0.5366(7) -0.2557(7) 0.1621(5) 0.0326(19) Uani 0.337(4) 1 d . U P B 4
H47 H 0.5770 -0.2597 0.2180 0.039 Uiso 0.337(4) 1 calc R U P B 4
C62 C 0.4302(8) -0.3349(7) 0.1236(6) 0.040(2) Uani 0.337(4) 1 d . U P B 4
H48 H 0.3977 -0.3929 0.1527 0.048 Uiso 0.337(4) 1 calc R U P B 4
C63 C 0.3729(8) -0.3268(7) 0.0421(6) 0.040(2) Uani 0.337(4) 1 d . U P B 4
H52 H 0.2981 -0.3768 0.0149 0.048 Uiso 0.337(4) 1 calc R U P B 4
C64 C 0.4222(10) -0.2526(8) 0.0060(8) 0.040(2) Uani 0.337(4) 1 d . U P B 4
H50 H 0.3815 -0.2531 -0.0508 0.048 Uiso 0.337(4) 1 calc R U P B 4
C65 C 0.5305(10) -0.1656(9) 0.0350(6) 0.025(2) Uani 0.337(4) 1 d . U P B 4
H51 H 0.5616 -0.1119 0.0017 0.030 Uiso 0.337(4) 1 calc R U P B 4
C66 C 0.6903(7) -0.0862(8) 0.1656(6) 0.0240(18) Uani 0.337(4) 1 d . U P B 4
C19 C 0.883(2) 0.570(2) 0.1188(17) 0.032(3) Uani 0.528(16) 1 d . U P E 5
C20 C 1.012(3) 0.6126(16) 0.127(2) 0.035(3) Uani 0.528(16) 1 d . U P E 5
C21 C 1.020(2) 0.7298(15) 0.0922(17) 0.037(4) Uani 0.528(16) 1 d . U P E 5
H53 H 1.1006 0.7752 0.1003 0.045 Uiso 0.528(16) 1 calc R U P E 5
C22 C 0.9446(17) 0.765(2) 0.0606(16) 0.036(3) Uani 0.528(16) 1 d . U P E 5
C23 C 0.8216(12) 0.7145(9) 0.0644(7) 0.037(2) Uani 0.528(16) 1 d . U P E 5
H54 H 0.7557 0.7481 0.0432 0.044 Uiso 0.528(16) 1 calc R U P E 5
C24 C 0.7936(11) 0.6163(8) 0.0984(7) 0.0322(19) Uani 0.528(16) 1 d . U P E 5
C27 C 0.6590(6) 0.5712(8) 0.1045(7) 0.051(3) Uani 0.528(16) 1 d . U P E 5
H57 H 0.6435 0.4890 0.0939 0.076 Uiso 0.528(16) 1 calc R U P E 5
H58 H 0.6048 0.5965 0.0609 0.076 Uiso 0.528(16) 1 calc R U P E 5
H59 H 0.6416 0.5990 0.1628 0.076 Uiso 0.528(16) 1 calc R U P E 5
C25 C 1.1200(16) 0.5631(12) 0.1552(11) 0.049(3) Uani 0.528(16) 1 d . U P E 5
H60 H 1.1126 0.5425 0.2124 0.073 Uiso 0.528(16) 1 calc R U P E 5
H61 H 1.1969 0.6180 0.1594 0.073 Uiso 0.528(16) 1 calc R U P E 5
H62 H 1.1216 0.4960 0.1129 0.073 Uiso 0.528(16) 1 calc R U P E 5
C26 C 0.952(3) 0.865(2) 0.0175(17) 0.069(6) Uani 0.528(16) 1 d . U P E 5
H63 H 0.9107 0.9194 0.0484 0.103 Uiso 0.528(16) 1 calc R U P E 5
H64 H 0.9114 0.8414 -0.0431 0.103 Uiso 0.528(16) 1 calc R U P E 5
H65 H 1.0394 0.8984 0.0189 0.103 Uiso 0.528(16) 1 calc R U P E 5
C69 C 0.893(3) 0.559(2) 0.127(2) 0.029(3) Uani 0.472(16) 1 d . U P E 6
C70 C 1.007(3) 0.6328(19) 0.126(2) 0.033(3) Uani 0.472(16) 1 d . U P E 6
C71 C 1.038(2) 0.7119(18) 0.0945(18) 0.033(3) Uani 0.472(16) 1 d . U P E 6
H55 H 1.1223 0.7438 0.0941 0.039 Uiso 0.472(16) 1 calc R U P E 6
C72 C 0.9202(19) 0.763(3) 0.0509(16) 0.033(3) Uani 0.472(16) 1 d . U P E 6
C73 C 0.8065(14) 0.6921(12) 0.0358(8) 0.039(2) Uani 0.472(16) 1 d . U P E 6
H56 H 0.7387 0.7108 0.0021 0.047 Uiso 0.472(16) 1 calc R U P E 6
C74 C 0.7888(12) 0.5933(11) 0.0688(8) 0.038(2) Uani 0.472(16) 1 d . U P E 6
C75 C 0.6621(7) 0.5217(10) 0.0491(10) 0.063(3) Uani 0.472(16) 1 d . U P E 6
H66 H 0.6026 0.5647 0.0267 0.095 Uiso 0.472(16) 1 calc R U P E 6
H67 H 0.6386 0.4979 0.1024 0.095 Uiso 0.472(16) 1 calc R U P E 6
H68 H 0.6617 0.4555 0.0053 0.095 Uiso 0.472(16) 1 calc R U P E 6
C76 C 1.1200(19) 0.6006(12) 0.1765(12) 0.047(3) Uani 0.472(16) 1 d . U P E 6
H69 H 1.1391 0.5329 0.1434 0.071 Uiso 0.472(16) 1 calc R U P E 6
H70 H 1.1005 0.5861 0.2333 0.071 Uiso 0.472(16) 1 calc R U P E 6
H71 H 1.1918 0.6623 0.1850 0.071 Uiso 0.472(16) 1 calc R U P E 6
C77 C 0.958(3) 0.880(2) 0.0269(14) 0.048(4) Uani 0.472(16) 1 d . U P E 6
H72 H 0.9003 0.8870 -0.0230 0.071 Uiso 0.472(16) 1 calc R U P E 6
H73 H 1.0423 0.8877 0.0119 0.071 Uiso 0.472(16) 1 calc R U P E 6
H74 H 0.9565 0.9379 0.0767 0.071 Uiso 0.472(16) 1 calc R U P E 6


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.378(4) . ?
C1 C6 1.392(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.412(4) . ?
C2 H2 0.9500 . ?
C3 C69 1.41(3) . ?
C3 C4 1.391(4) . ?
C3 C19 1.59(2) . ?
C4 C5 1.393(4) . ?
C4 H3 0.9500 . ?
C5 C6 1.413(4) . ?
C5 C8 1.448(3) . ?
C6 N2 1.390(3) . ?
C7 N2 1.363(3) . ?
C7 C12 1.396(3) . ?
C7 C8 1.413(4) . ?
C8 C9 1.391(3) . ?
C9 C10 1.401(4) . ?
C9 H4 0.9500 . ?
C10 C11 1.393(4) . ?
C10 C28 1.501(3) . ?
C11 C12 1.403(3) . ?
C11 H5 0.9500 . ?
C12 C13 1.436(4) . ?
C13 N1 1.333(3) . ?
C13 S1 1.719(2) . ?
C14 C15 1.398(4) . ?
C14 N1 1.399(3) . ?
C14 C53 1.402(4) . ?
C15 C16 1.379(4) . ?
C15 H6 0.9500 . ?
C16 C17 1.402(4) . ?
C16 H7 0.9500 . ?
C17 C18 1.382(4) . ?
C17 H8 0.9500 . ?
C18 C53 1.390(4) . ?
C18 H9 0.9500 . ?
C28 C29 1.397(4) . ?
C28 C33 1.400(4) . ?
C29 C30 1.390(4) . ?
C29 C34 1.505(4) . ?
C30 C31 1.386(4) . ?
C30 H21 0.9500 . ?
C31 C32 1.376(4) . ?
C31 C35 1.510(4) . ?
C32 C33 1.394(4) . ?
C32 H22 0.9500 . ?
C33 C36 1.510(5) . ?
C34 H23 0.9800 . ?
C34 H24 0.9800 . ?
C34 H25 0.9800 . ?
C35 H26 0.9800 . ?
C35 H27 0.9800 . ?
C35 H28 0.9800 . ?
C36 H29 0.9800 . ?
C36 H30 0.9800 . ?
C36 H31 0.9800 . ?
C37 C38 1.196(4) . ?
C37 B1 1.584(3) . ?
C38 C39 1.476(3) . ?
C38 C54 1.482(4) . ?
C39 C40 1.3900 . ?
C39 C44 1.3900 . ?
C40 C41 1.3900 . ?
C40 H32 0.9500 . ?
C41 C42 1.3900 . ?
C41 H33 0.9500 . ?
C42 C43 1.3900 . ?
C42 H34 0.9500 . ?
C43 C44 1.3900 . ?
C43 H35 0.9500 . ?
C44 H36 0.9500 . ?
C45 C46 1.205(5) . ?
C45 C66 1.275(9) . ?
C45 B1 1.576(4) . ?
C46 C47 1.432(5) . ?
C47 C48 1.3900 . ?
C47 C52 1.395(7) . ?
C48 C49 1.3900 . ?
C48 H42 0.9500 . ?
C49 C50 1.3900 . ?
C49 H43 0.9500 . ?
C50 C51 1.355(11) . ?
C50 H44 0.9500 . ?
C51 C52 1.3900 . ?
C51 H45 0.9500 . ?
C52 H46 0.9500 . ?
S1 C53 1.740(3) . ?
N1 B1 1.624(3) . ?
N2 B1 1.540(3) . ?
C54 C55 1.3900 . ?
C54 C59 1.3900 . ?
C55 C56 1.3900 . ?
C55 H37 0.9500 . ?
C56 C57 1.3900 . ?
C56 H38 0.9500 . ?
C57 C58 1.3900 . ?
C57 H39 0.9500 . ?
C58 C59 1.3900 . ?
C58 H40 0.9500 . ?
C59 H41 0.9500 . ?
O1 C67 1.436(10) . ?
O2 C68 1.474(10) . ?
C60 C61 1.388(11) . ?
C60 C65 1.404(12) . ?
C60 C66 1.463(12) . ?
C61 C62 1.396(12) . ?
C61 H47 0.9500 . ?
C62 C63 1.387(13) . ?
C62 H48 0.9500 . ?
C63 C64 1.232(13) . ?
C63 H52 0.9500 . ?
C64 C65 1.436(14) . ?
C64 H50 0.9500 . ?
C65 H51 0.9500 . ?
C19 C24 1.26(3) . ?
C19 C20 1.42(4) . ?
C20 C25 1.49(3) . ?
C20 C21 1.61(4) . ?
C21 C22 1.11(4) . ?
C21 H53 0.9500 . ?
C22 C23 1.41(2) . ?
C22 C26 1.49(4) . ?
C23 C24 1.399(13) . ?
C23 H54 0.9500 . ?
C24 C27 1.518(13) . ?
C27 H57 0.9800 . ?
C27 H58 0.9800 . ?
C27 H59 0.9800 . ?
C25 H60 0.9800 . ?
C25 H61 0.9800 . ?
C25 H62 0.9800 . ?
C26 H63 0.9800 . ?
C26 H64 0.9800 . ?
C26 H65 0.9800 . ?
C69 C70 1.43(5) . ?
C69 C74 1.54(3) . ?
C70 C71 1.18(4) . ?
C70 C76 1.54(4) . ?
C71 C72 1.67(4) . ?
C71 H55 0.9500 . ?
C72 C73 1.37(2) . ?
C72 C77 1.54(4) . ?
C73 C74 1.388(16) . ?
C73 H56 0.9500 . ?
C74 C75 1.491(15) . ?
C75 H66 0.9800 . ?
C75 H67 0.9800 . ?
C75 H68 0.9800 . ?
C76 H69 0.9800 . ?
C76 H70 0.9800 . ?
C76 H71 0.9800 . ?
C77 H72 0.9800 . ?
C77 H73 0.9800 . ?
C77 H74 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
C2 C1 C6 117.8(2) . . ?
C2 C1 H1 121.1 . . ?
C6 C1 H1 121.1 . . ?
C1 C2 C3 122.6(2) . . ?
C1 C2 H2 118.7 . . ?
C3 C2 H2 118.7 . . ?
C69 C3 C4 121.0(13) . . ?
C69 C3 C2 119.9(13) . . ?
C4 C3 C2 118.8(2) . . ?
C4 C3 C19 119.7(10) . . ?
C2 C3 C19 121.5(10) . . ?
C5 C4 C3 119.8(2) . . ?
C5 C4 H3 120.1 . . ?
C3 C4 H3 120.1 . . ?
C4 C5 C6 119.9(2) . . ?
C4 C5 C8 133.7(2) . . ?
C6 C5 C8 106.2(2) . . ?
C1 C6 N2 128.7(2) . . ?
C1 C6 C5 121.0(2) . . ?
N2 C6 C5 110.1(2) . . ?
N2 C7 C12 125.9(2) . . ?
N2 C7 C8 111.7(2) . . ?
C12 C7 C8 122.4(2) . . ?
C9 C8 C7 118.4(2) . . ?
C9 C8 C5 136.3(2) . . ?
C7 C8 C5 105.2(2) . . ?
C8 C9 C10 120.3(2) . . ?
C8 C9 H4 119.8 . . ?
C10 C9 H4 119.8 . . ?
C11 C10 C9 120.0(2) . . ?
C11 C10 C28 120.3(2) . . ?
C9 C10 C28 119.5(2) . . ?
C10 C11 C12 121.3(2) . . ?
C10 C11 H5 119.3 . . ?
C12 C11 H5 119.3 . . ?
C7 C12 C11 117.5(2) . . ?
C7 C12 C13 116.2(2) . . ?
C11 C12 C13 126.3(2) . . ?
N1 C13 C12 122.2(2) . . ?
N1 C13 S1 114.04(19) . . ?
C12 C13 S1 123.74(18) . . ?
C15 C14 N1 127.0(2) . . ?
C15 C14 C53 120.2(2) . . ?
N1 C14 C53 112.8(2) . . ?
C16 C15 C14 118.0(2) . . ?
C16 C15 H6 121.0 . . ?
C14 C15 H6 121.0 . . ?
C15 C16 C17 121.4(2) . . ?
C15 C16 H7 119.3 . . ?
C17 C16 H7 119.3 . . ?
C18 C17 C16 121.1(2) . . ?
C18 C17 H8 119.4 . . ?
C16 C17 H8 119.4 . . ?
C17 C18 C53 117.5(2) . . ?
C17 C18 H9 121.2 . . ?
C53 C18 H9 121.2 . . ?
C29 C28 C33 119.8(2) . . ?
C29 C28 C10 119.3(2) . . ?
C33 C28 C10 120.9(2) . . ?
C30 C29 C28 119.1(2) . . ?
C30 C29 C34 119.3(2) . . ?
C28 C29 C34 121.5(2) . . ?
C31 C30 C29 122.1(2) . . ?
C31 C30 H21 118.9 . . ?
C29 C30 H21 118.9 . . ?
C32 C31 C30 117.7(2) . . ?
C32 C31 C35 121.4(3) . . ?
C30 C31 C35 120.9(3) . . ?
C31 C32 C33 122.4(3) . . ?
C31 C32 H22 118.8 . . ?
C33 C32 H22 118.8 . . ?
C32 C33 C28 118.8(3) . . ?
C32 C33 C36 120.2(3) . . ?
C28 C33 C36 120.9(3) . . ?
C29 C34 H23 109.5 . . ?
C29 C34 H24 109.5 . . ?
H23 C34 H24 109.5 . . ?
C29 C34 H25 109.5 . . ?
H23 C34 H25 109.5 . . ?
H24 C34 H25 109.5 . . ?
C31 C35 H26 109.5 . . ?
C31 C35 H27 109.5 . . ?
H26 C35 H27 109.5 . . ?
C31 C35 H28 109.5 . . ?
H26 C35 H28 109.5 . . ?
H27 C35 H28 109.5 . . ?
C33 C36 H29 109.5 . . ?
C33 C36 H30 109.5 . . ?
H29 C36 H30 109.5 . . ?
C33 C36 H31 109.5 . . ?
H29 C36 H31 109.5 . . ?
H30 C36 H31 109.5 . . ?
C38 C37 B1 174.6(3) . . ?
C37 C38 C39 166.0(3) . . ?
C37 C38 C54 161.6(3) . . ?
C40 C39 C44 120.0 . . ?
C40 C39 C38 119.20(19) . . ?
C44 C39 C38 120.72(19) . . ?
C41 C40 C39 120.0 . . ?
C41 C40 H32 120.0 . . ?
C39 C40 H32 120.0 . . ?
C42 C41 C40 120.0 . . ?
C42 C41 H33 120.0 . . ?
C40 C41 H33 120.0 . . ?
C41 C42 C43 120.0 . . ?
C41 C42 H34 120.0 . . ?
C43 C42 H34 120.0 . . ?
C42 C43 C44 120.0 . . ?
C42 C43 H35 120.0 . . ?
C44 C43 H35 120.0 . . ?
C43 C44 C39 120.0 . . ?
C43 C44 H36 120.0 . . ?
C39 C44 H36 120.0 . . ?
C46 C45 B1 166.3(4) . . ?
C66 C45 B1 157.0(5) . . ?
C45 C46 C47 179.0(4) . . ?
C48 C47 C52 118.9(4) . . ?
C48 C47 C46 119.8(4) . . ?
C52 C47 C46 121.3(5) . . ?
C49 C48 C47 120.0 . . ?
C49 C48 H42 120.0 . . ?
C47 C48 H42 120.0 . . ?
C48 C49 C50 120.0 . . ?
C48 C49 H43 120.0 . . ?
C50 C49 H43 120.0 . . ?
C51 C50 C49 120.4(2) . . ?
C51 C50 H44 119.8 . . ?
C49 C50 H44 119.8 . . ?
C50 C51 C52 120.3(2) . . ?
C50 C51 H45 119.8 . . ?
C52 C51 H45 119.8 . . ?
C51 C52 C47 120.4(3) . . ?
C51 C52 H46 119.8 . . ?
C47 C52 H46 119.8 . . ?
C13 S1 C53 90.38(12) . . ?
C13 N1 C14 112.5(2) . . ?
C13 N1 B1 126.1(2) . . ?
C14 N1 B1 121.31(19) . . ?
C7 N2 C6 106.9(2) . . ?
C7 N2 B1 124.5(2) . . ?
C6 N2 B1 128.6(2) . . ?
C18 C53 C14 121.7(2) . . ?
C18 C53 S1 128.1(2) . . ?
C14 C53 S1 110.25(19) . . ?
N2 B1 C45 110.8(2) . . ?
N2 B1 C37 112.2(2) . . ?
C45 B1 C37 113.7(2) . . ?
N2 B1 N1 104.90(18) . . ?
C45 B1 N1 108.1(2) . . ?
C37 B1 N1 106.66(19) . . ?
C55 C54 C59 120.0 . . ?
C55 C54 C38 110.37(17) . . ?
C59 C54 C38 128.67(17) . . ?
C54 C55 C56 120.0 . . ?
C54 C55 H37 120.0 . . ?
C56 C55 H37 120.0 . . ?
C57 C56 C55 120.0 . . ?
C57 C56 H38 120.0 . . ?
C55 C56 H38 120.0 . . ?
C56 C57 C58 120.0 . . ?
C56 C57 H39 120.0 . . ?
C58 C57 H39 120.0 . . ?
C59 C58 C57 120.0 . . ?
C59 C58 H40 120.0 . . ?
C57 C58 H40 120.0 . . ?
C58 C59 C54 120.0 . . ?
C58 C59 H41 120.0 . . ?
C54 C59 H41 120.0 . . ?
C61 C60 C65 121.4(8) . . ?
C61 C60 C66 118.0(7) . . ?
C65 C60 C66 120.6(8) . . ?
C60 C61 C62 120.5(8) . . ?
C60 C61 H47 119.7 . . ?
C62 C61 H47 119.7 . . ?
C63 C62 C61 118.5(8) . . ?
C63 C62 H48 120.8 . . ?
C61 C62 H48 120.8 . . ?
C64 C63 C62 117.8(9) . . ?
C64 C63 H52 121.1 . . ?
C62 C63 H52 121.1 . . ?
C63 C64 C65 131.2(10) . . ?
C63 C64 H50 114.4 . . ?
C65 C64 H50 114.4 . . ?
C60 C65 C64 110.4(8) . . ?
C60 C65 H51 124.8 . . ?
C64 C65 H51 124.8 . . ?
C45 C66 C60 172.8(8) . . ?
C24 C19 C20 129(2) . . ?
C24 C19 C3 122.4(19) . . ?
C20 C19 C3 107.4(19) . . ?
C19 C20 C25 130(2) . . ?
C19 C20 C21 104(2) . . ?
C25 C20 C21 126(2) . . ?
C22 C21 C20 129(3) . . ?
C22 C21 H53 115.5 . . ?
C20 C21 H53 115.5 . . ?
C21 C22 C23 118(3) . . ?
C21 C22 C26 130(2) . . ?
C23 C22 C26 112.6(19) . . ?
C24 C23 C22 121.8(14) . . ?
C24 C23 H54 119.1 . . ?
C22 C23 H54 119.1 . . ?
C19 C24 C23 116.7(14) . . ?
C19 C24 C27 125.0(14) . . ?
C23 C24 C27 118.3(9) . . ?
C24 C27 H57 109.5 . . ?
C24 C27 H58 109.5 . . ?
H57 C27 H58 109.5 . . ?
C24 C27 H59 109.5 . . ?
H57 C27 H59 109.5 . . ?
H58 C27 H59 109.5 . . ?
C20 C25 H60 109.5 . . ?
C20 C25 H61 109.5 . . ?
H60 C25 H61 109.5 . . ?
C20 C25 H62 109.5 . . ?
H60 C25 H62 109.5 . . ?
H61 C25 H62 109.5 . . ?
C22 C26 H63 109.5 . . ?
C22 C26 H64 109.5 . . ?
H63 C26 H64 109.5 . . ?
C22 C26 H65 109.5 . . ?
H63 C26 H65 109.5 . . ?
H64 C26 H65 109.5 . . ?
C3 C69 C70 131(2) . . ?
C3 C69 C74 120(2) . . ?
C70 C69 C74 109(2) . . ?
C71 C70 C69 135(3) . . ?
C71 C70 C76 111(3) . . ?
C69 C70 C76 113(2) . . ?
C70 C71 C72 114(3) . . ?
C70 C71 H55 122.9 . . ?
C72 C71 H55 122.9 . . ?
C73 C72 C77 130(2) . . ?
C73 C72 C71 115(2) . . ?
C77 C72 C71 114(2) . . ?
C72 C73 C74 121.4(16) . . ?
C72 C73 H56 119.3 . . ?
C74 C73 H56 119.3 . . ?
C73 C74 C75 117.5(10) . . ?
C73 C74 C69 122.4(15) . . ?
C75 C74 C69 120.1(14) . . ?
C74 C75 H66 109.5 . . ?
C74 C75 H67 109.5 . . ?
H66 C75 H67 109.5 . . ?
C74 C75 H68 109.5 . . ?
H66 C75 H68 109.5 . . ?
H67 C75 H68 109.5 . . ?
C70 C76 H69 109.5 . . ?
C70 C76 H70 109.5 . . ?
H69 C76 H70 109.5 . . ?
C70 C76 H71 109.5 . . ?
H69 C76 H71 109.5 . . ?
H70 C76 H71 109.5 . . ?
C72 C77 H72 109.5 . . ?
C72 C77 H73 109.5 . . ?
H72 C77 H73 109.5 . . ?
C72 C77 H74 109.5 . . ?
H72 C77 H74 109.5 . . ?
H73 C77 H74 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 C1 C2 C3 -1.0(4) . . . . ?
C1 C2 C3 C69 172.1(12) . . . . ?
C1 C2 C3 C4 -1.7(4) . . . . ?
C1 C2 C3 C19 177.9(10) . . . . ?
C69 C3 C4 C5 -171.0(12) . . . . ?
C2 C3 C4 C5 2.7(4) . . . . ?
C19 C3 C4 C5 -176.9(10) . . . . ?
C3 C4 C5 C6 -1.1(4) . . . . ?
C3 C4 C5 C8 172.1(3) . . . . ?
C2 C1 C6 N2 -173.8(2) . . . . ?
C2 C1 C6 C5 2.7(4) . . . . ?
C4 C5 C6 C1 -1.7(4) . . . . ?
C8 C5 C6 C1 -176.5(2) . . . . ?
C4 C5 C6 N2 175.4(2) . . . . ?
C8 C5 C6 N2 0.6(3) . . . . ?
N2 C7 C8 C9 -178.1(2) . . . . ?
C12 C7 C8 C9 -0.6(3) . . . . ?
N2 C7 C8 C5 -0.7(3) . . . . ?
C12 C7 C8 C5 176.8(2) . . . . ?
C4 C5 C8 C9 3.0(5) . . . . ?
C6 C5 C8 C9 176.8(3) . . . . ?
C4 C5 C8 C7 -173.7(3) . . . . ?
C6 C5 C8 C7 0.1(3) . . . . ?
C7 C8 C9 C10 1.2(3) . . . . ?
C5 C8 C9 C10 -175.1(3) . . . . ?
C8 C9 C10 C11 -1.0(4) . . . . ?
C8 C9 C10 C28 175.6(2) . . . . ?
C9 C10 C11 C12 0.2(4) . . . . ?
C28 C10 C11 C12 -176.5(2) . . . . ?
N2 C7 C12 C11 176.9(2) . . . . ?
C8 C7 C12 C11 -0.3(3) . . . . ?
N2 C7 C12 C13 -1.0(3) . . . . ?
C8 C7 C12 C13 -178.2(2) . . . . ?
C10 C11 C12 C7 0.4(3) . . . . ?
C10 C11 C12 C13 178.1(2) . . . . ?
C7 C12 C13 N1 -3.2(3) . . . . ?
C11 C12 C13 N1 179.1(2) . . . . ?
C7 C12 C13 S1 175.51(17) . . . . ?
C11 C12 C13 S1 -2.2(4) . . . . ?
N1 C14 C15 C16 177.3(2) . . . . ?
C53 C14 C15 C16 -1.8(4) . . . . ?
C14 C15 C16 C17 0.2(4) . . . . ?
C15 C16 C17 C18 1.3(4) . . . . ?
C16 C17 C18 C53 -1.2(4) . . . . ?
C11 C10 C28 C29 103.4(3) . . . . ?
C9 C10 C28 C29 -73.3(3) . . . . ?
C11 C10 C28 C33 -76.8(4) . . . . ?
C9 C10 C28 C33 106.5(3) . . . . ?
C33 C28 C29 C30 1.0(4) . . . . ?
C10 C28 C29 C30 -179.3(2) . . . . ?
C33 C28 C29 C34 179.0(3) . . . . ?
C10 C28 C29 C34 -1.3(4) . . . . ?
C28 C29 C30 C31 0.2(4) . . . . ?
C34 C29 C30 C31 -177.9(2) . . . . ?
C29 C30 C31 C32 -1.0(4) . . . . ?
C29 C30 C31 C35 178.2(3) . . . . ?
C30 C31 C32 C33 0.7(5) . . . . ?
C35 C31 C32 C33 -178.4(3) . . . . ?
C31 C32 C33 C28 0.4(6) . . . . ?
C31 C32 C33 C36 -177.3(4) . . . . ?
C29 C28 C33 C32 -1.2(5) . . . . ?
C10 C28 C33 C32 179.0(3) . . . . ?
C29 C28 C33 C36 176.5(4) . . . . ?
C10 C28 C33 C36 -3.3(6) . . . . ?
C37 C38 C39 C40 56.2(11) . . . . ?
C37 C38 C39 C44 -120.6(11) . . . . ?
C44 C39 C40 C41 0.0 . . . . ?
C38 C39 C40 C41 -176.8(3) . . . . ?
C39 C40 C41 C42 0.0 . . . . ?
C40 C41 C42 C43 0.0 . . . . ?
C41 C42 C43 C44 0.0 . . . . ?
C42 C43 C44 C39 0.0 . . . . ?
C40 C39 C44 C43 0.0 . . . . ?
C38 C39 C44 C43 176.8(3) . . . . ?
C52 C47 C48 C49 1.2(5) . . . . ?
C46 C47 C48 C49 -176.7(3) . . . . ?
C47 C48 C49 C50 0.0 . . . . ?
C48 C49 C50 C51 -1.2(5) . . . . ?
C49 C50 C51 C52 1.1(7) . . . . ?
C50 C51 C52 C47 0.1(4) . . . . ?
C48 C47 C52 C51 -1.3(5) . . . . ?
C46 C47 C52 C51 176.6(3) . . . . ?
N1 C13 S1 C53 0.23(19) . . . . ?
C12 C13 S1 C53 -178.6(2) . . . . ?
C12 C13 N1 C14 179.7(2) . . . . ?
S1 C13 N1 C14 0.8(3) . . . . ?
C12 C13 N1 B1 3.3(4) . . . . ?
S1 C13 N1 B1 -175.53(17) . . . . ?
C15 C14 N1 C13 179.0(2) . . . . ?
C53 C14 N1 C13 -1.8(3) . . . . ?
C15 C14 N1 B1 -4.4(4) . . . . ?
C53 C14 N1 B1 174.8(2) . . . . ?
C12 C7 N2 C6 -176.4(2) . . . . ?
C8 C7 N2 C6 1.1(3) . . . . ?
C12 C7 N2 B1 5.2(4) . . . . ?
C8 C7 N2 B1 -177.3(2) . . . . ?
C1 C6 N2 C7 175.8(2) . . . . ?
C5 C6 N2 C7 -1.0(3) . . . . ?
C1 C6 N2 B1 -5.9(4) . . . . ?
C5 C6 N2 B1 177.3(2) . . . . ?
C17 C18 C53 C14 -0.4(4) . . . . ?
C17 C18 C53 S1 -179.53(19) . . . . ?
C15 C14 C53 C18 1.9(4) . . . . ?
N1 C14 C53 C18 -177.3(2) . . . . ?
C15 C14 C53 S1 -178.81(19) . . . . ?
N1 C14 C53 S1 1.9(3) . . . . ?
C13 S1 C53 C18 178.0(2) . . . . ?
C13 S1 C53 C14 -1.22(18) . . . . ?
C7 N2 B1 C45 111.9(2) . . . . ?
C6 N2 B1 C45 -66.2(3) . . . . ?
C7 N2 B1 C37 -119.9(2) . . . . ?
C6 N2 B1 C37 62.0(3) . . . . ?
C7 N2 B1 N1 -4.5(3) . . . . ?
C6 N2 B1 N1 177.4(2) . . . . ?
C46 C45 B1 N2 31.3(13) . . . . ?
C66 C45 B1 N2 -117.4(10) . . . . ?
C46 C45 B1 C37 -96.1(13) . . . . ?
C66 C45 B1 C37 115.2(10) . . . . ?
C46 C45 B1 N1 145.7(12) . . . . ?
C66 C45 B1 N1 -2.9(11) . . . . ?
C13 N1 B1 N2 0.5(3) . . . . ?
C14 N1 B1 N2 -175.63(19) . . . . ?
C13 N1 B1 C45 -117.8(2) . . . . ?
C14 N1 B1 C45 66.1(3) . . . . ?
C13 N1 B1 C37 119.6(2) . . . . ?
C14 N1 B1 C37 -56.4(3) . . . . ?
C37 C38 C54 C55 114.0(9) . . . . ?
C37 C38 C54 C59 -77.5(10) . . . . ?
C59 C54 C55 C56 0.0 . . . . ?
C38 C54 C55 C56 169.7(3) . . . . ?
C54 C55 C56 C57 0.0 . . . . ?
C55 C56 C57 C58 0.0 . . . . ?
C56 C57 C58 C59 0.0 . . . . ?
C57 C58 C59 C54 0.0 . . . . ?
C55 C54 C59 C58 0.0 . . . . ?
C38 C54 C59 C58 -167.6(4) . . . . ?
C65 C60 C61 C62 -3.0(12) . . . . ?
C66 C60 C61 C62 175.6(7) . . . . ?
C60 C61 C62 C63 -0.2(12) . . . . ?
C61 C62 C63 C64 3.0(13) . . . . ?
C62 C63 C64 C65 -2.9(18) . . . . ?
C61 C60 C65 C64 3.2(12) . . . . ?
C66 C60 C65 C64 -175.4(8) . . . . ?
C63 C64 C65 C60 -0.2(17) . . . . ?
C4 C3 C19 C24 -55(2) . . . . ?
C2 C3 C19 C24 125.1(19) . . . . ?
C4 C3 C19 C20 112(2) . . . . ?
C2 C3 C19 C20 -67(2) . . . . ?
C24 C19 C20 C25 176(2) . . . . ?
C3 C19 C20 C25 9(4) . . . . ?
C24 C19 C20 C21 -6(4) . . . . ?
C3 C19 C20 C21 -173.1(17) . . . . ?
C19 C20 C21 C22 -8(5) . . . . ?
C25 C20 C21 C22 169(3) . . . . ?
C20 C21 C22 C23 14(5) . . . . ?
C20 C21 C22 C26 -170(3) . . . . ?
C21 C22 C23 C24 -7(3) . . . . ?
C26 C22 C23 C24 176.8(16) . . . . ?
C20 C19 C24 C23 12(4) . . . . ?
C3 C19 C24 C23 177.1(13) . . . . ?
C20 C19 C24 C27 -171(2) . . . . ?
C3 C19 C24 C27 -6(3) . . . . ?
C22 C23 C24 C19 -6(2) . . . . ?
C22 C23 C24 C27 176.7(13) . . . . ?
C4 C3 C69 C70 105(4) . . . . ?
C2 C3 C69 C70 -69(4) . . . . ?
C4 C3 C69 C74 -83(2) . . . . ?
C2 C3 C69 C74 103(2) . . . . ?
C3 C69 C70 C71 176(3) . . . . ?
C74 C69 C70 C71 3(6) . . . . ?
C3 C69 C70 C76 -3(5) . . . . ?
C74 C69 C70 C76 -175.7(18) . . . . ?
C69 C70 C71 C72 10(6) . . . . ?
C76 C70 C71 C72 -171.6(18) . . . . ?
C70 C71 C72 C73 -17(4) . . . . ?
C70 C71 C72 C77 168(3) . . . . ?
C77 C72 C73 C74 -175(2) . . . . ?
C71 C72 C73 C74 11(3) . . . . ?
C72 C73 C74 C75 179.8(15) . . . . ?
C72 C73 C74 C69 2(2) . . . . ?
C3 C69 C74 C73 176.1(16) . . . . ?
C70 C69 C74 C73 -10(3) . . . . ?
C3 C69 C74 C75 -1(3) . . . . ?
C70 C69 C74 C75 172(2) . . . . ?

_refine_diff_density_max         1.126
_refine_diff_density_min         -0.697
_refine_diff_density_rms         0.062

