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

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

data_b1a-sr
_database_code_depnum_ccdc_archive 'CCDC 1839688'
_audit_update_record             
;
2018-04-26 deposited with the CCDC.
2018-11-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C43 H37 B N2'
_chemical_formula_weight         592.55

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.489(3)
_cell_length_b                   12.387(7)
_cell_length_c                   17.400(6)
_cell_angle_alpha                98.386(18)
_cell_angle_beta                 100.888(15)
_cell_angle_gamma                91.61(3)
_cell_volume                     1774.6(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    210
_cell_measurement_theta_min      2.88
_cell_measurement_theta_max      25.91

_exptl_crystal_description       Block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.109
_exptl_crystal_F_000             628
_exptl_transmission_factor_min   0.576
_exptl_transmission_factor_max   0.745
_exptl_crystal_size_max          0.367
_exptl_crystal_size_mid          0.207
_exptl_crystal_size_min          0.146
_exptl_absorpt_coefficient_mu    0.063
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.977
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16860
_diffrn_reflns_av_unetI/netI     0.1086
_diffrn_reflns_av_R_equivalents  0.0737
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.413
_diffrn_reflns_theta_max         27.203
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measured_fraction_theta_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_point_group_measured_fraction_full 0.969
_reflns_number_total             7652
_reflns_number_gt                4368
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1000P)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         7652
_refine_ls_number_parameters     421
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1322
_refine_ls_R_factor_gt           0.0767
_refine_ls_wR_factor_ref         0.2080
_refine_ls_wR_factor_gt          0.1875
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.1230(4) 0.7181(2) 0.59888(16) 0.0260(6) Uani 1 1 d . . . . .
N1 N 0.7265(3) 0.3645(2) 0.85010(12) 0.0371(6) Uani 1 1 d . . . . .
N2 N 0.2891(3) 0.1950(2) 0.84098(13) 0.0429(6) Uani 1 1 d . . . . .
C1 C 0.2192(3) 0.62876(19) 0.63954(14) 0.0272(6) Uani 1 1 d . . . . .
C2 C 0.1597(3) 0.57112(19) 0.69305(13) 0.0266(6) Uani 1 1 d . . . . .
H2 H 0.0530 0.5813 0.7008 0.032 Uiso 1 1 calc R U . . .
C3 C 0.2509(3) 0.5005(2) 0.73457(14) 0.0283(6) Uani 1 1 d . . . . .
H3 H 0.2065 0.4644 0.7708 0.034 Uiso 1 1 calc R U . . .
C4 C 0.4076(3) 0.4809(2) 0.72433(14) 0.0283(6) Uani 1 1 d . . . . .
C5 C 0.4676(3) 0.5353(2) 0.66992(14) 0.0319(6) Uani 1 1 d . . . . .
H5 H 0.5727 0.5223 0.6607 0.038 Uiso 1 1 calc R U . . .
C6 C 0.3768(3) 0.6076(2) 0.62932(14) 0.0297(6) Uani 1 1 d . . . . .
H6 H 0.4219 0.6440 0.5935 0.036 Uiso 1 1 calc R U . . .
C7 C 0.5118(3) 0.4127(2) 0.77195(14) 0.0296(6) Uani 1 1 d . . . . .
C8 C 0.6768(3) 0.4436(2) 0.80427(14) 0.0353(7) Uani 1 1 d . . . . .
C9 C 0.7929(4) 0.5270(2) 0.80842(16) 0.0410(7) Uani 1 1 d . . . . .
H9 H 0.7688 0.5855 0.7792 0.049 Uiso 1 1 calc R U . . .
C10 C 0.9439(4) 0.5243(3) 0.85532(17) 0.0499(8) Uani 1 1 d . . . . .
H10 H 1.0219 0.5816 0.8572 0.060 Uiso 1 1 calc R U . . .
C11 C 0.9859(4) 0.4402(3) 0.90020(18) 0.0531(9) Uani 1 1 d . . . . .
H11 H 1.0907 0.4409 0.9315 0.064 Uiso 1 1 calc R U . . .
C12 C 0.8748(4) 0.3575(3) 0.89846(15) 0.0435(8) Uani 1 1 d . . . . .
C13 C 0.8497(4) 0.2593(3) 0.93328(16) 0.0476(8) Uani 1 1 d . . . . .
C14 C 0.9538(5) 0.2101(3) 0.98852(17) 0.0610(10) Uani 1 1 d . . . . .
H14 H 1.0601 0.2401 1.0096 0.073 Uiso 1 1 calc R U . . .
C15 C 0.8986(6) 0.1182(3) 1.01109(19) 0.0681(12) Uani 1 1 d . . . . .
H15 H 0.9685 0.0833 1.0480 0.082 Uiso 1 1 calc R U . . .
C16 C 0.7426(5) 0.0732(3) 0.98187(19) 0.0633(11) Uani 1 1 d . . . . .
H16 H 0.7087 0.0091 0.9997 0.076 Uiso 1 1 calc R U . . .
C17 C 0.6359(4) 0.1200(3) 0.92745(16) 0.0508(9) Uani 1 1 d . . . . .
H17 H 0.5302 0.0884 0.9073 0.061 Uiso 1 1 calc R U . . .
C18 C 0.6883(4) 0.2146(2) 0.90319(15) 0.0414(8) Uani 1 1 d . . . . .
C19 C 0.6110(3) 0.2871(2) 0.85058(14) 0.0348(7) Uani 1 1 d . . . . .
C20 C 0.4734(3) 0.3153(2) 0.80111(14) 0.0322(6) Uani 1 1 d . . . . .
C21 C 0.3178(3) 0.2510(2) 0.78371(14) 0.0307(6) Uani 1 1 d . . . . .
C22 C 0.2106(3) 0.2456(2) 0.71219(15) 0.0354(7) Uani 1 1 d . . . . .
H22 H 0.2355 0.2832 0.6718 0.042 Uiso 1 1 calc R U . . .
C23 C 0.0678(4) 0.1848(2) 0.70089(18) 0.0452(8) Uani 1 1 d . . . . .
H23 H -0.0085 0.1813 0.6529 0.054 Uiso 1 1 calc R U . . .
C24 C 0.0365(4) 0.1294(2) 0.7596(2) 0.0523(8) Uani 1 1 d . . . . .
H24 H -0.0618 0.0873 0.7532 0.063 Uiso 1 1 calc R U . . .
C25 C 0.1503(4) 0.1360(3) 0.8279(2) 0.0516(9) Uani 1 1 d . . . . .
H25 H 0.1290 0.0965 0.8680 0.062 Uiso 1 1 calc R U . . .
C26 C -0.0251(3) 0.76318(19) 0.63404(13) 0.0247(5) Uani 1 1 d . . . . .
C27 C -0.0115(3) 0.8045(2) 0.71509(14) 0.0284(6) Uani 1 1 d . . . . .
C28 C 0.1476(3) 0.8205(2) 0.77197(15) 0.0377(7) Uani 1 1 d . . . . .
H28A H 0.1741 0.8988 0.7895 0.057 Uiso 1 1 calc R U . . .
H28B H 0.2313 0.7886 0.7455 0.057 Uiso 1 1 calc R U . . .
H28C H 0.1409 0.7846 0.8179 0.057 Uiso 1 1 calc R U . . .
C29 C -0.1467(3) 0.8378(2) 0.74468(15) 0.0322(6) Uani 1 1 d . . . . .
H29 H -0.1351 0.8640 0.7997 0.039 Uiso 1 1 calc R U . . .
C30 C -0.2968(3) 0.8341(2) 0.69694(16) 0.0331(6) Uani 1 1 d . . . . .
C31 C -0.4420(4) 0.8666(3) 0.73117(18) 0.0470(8) Uani 1 1 d . . . . .
H31A H -0.4784 0.8069 0.7560 0.071 Uiso 1 1 calc R U . . .
H31B H -0.5283 0.8819 0.6888 0.071 Uiso 1 1 calc R U . . .
H31C H -0.4137 0.9322 0.7710 0.071 Uiso 1 1 calc R U . . .
C32 C -0.3092(3) 0.7984(2) 0.61661(15) 0.0304(6) Uani 1 1 d . . . . .
H32 H -0.4106 0.7982 0.5822 0.036 Uiso 1 1 calc R U . . .
C33 C -0.1780(3) 0.7631(2) 0.58497(14) 0.0279(6) Uani 1 1 d . . . . .
C34 C -0.2036(4) 0.7251(2) 0.49673(15) 0.0389(7) Uani 1 1 d . . . . .
H34A H -0.3184 0.7237 0.4736 0.058 Uiso 1 1 calc R U . . .
H34B H -0.1649 0.6515 0.4868 0.058 Uiso 1 1 calc R U . . .
H34C H -0.1441 0.7754 0.4725 0.058 Uiso 1 1 calc R U . . .
C35 C 0.1838(3) 0.76197(19) 0.52830(13) 0.0256(6) Uani 1 1 d . . . . .
C36 C 0.2243(3) 0.6908(2) 0.46459(13) 0.0268(6) Uani 1 1 d . . . . .
C37 C 0.1814(4) 0.5697(2) 0.45018(16) 0.0409(7) Uani 1 1 d . . . . .
H37A H 0.1215 0.5482 0.3959 0.061 Uiso 1 1 calc R U . . .
H37B H 0.1149 0.5523 0.4875 0.061 Uiso 1 1 calc R U . . .
H37C H 0.2799 0.5299 0.4578 0.061 Uiso 1 1 calc R U . . .
C38 C 0.2999(3) 0.7318(2) 0.40970(14) 0.0307(6) Uani 1 1 d . . . . .
H38 H 0.3273 0.6823 0.3678 0.037 Uiso 1 1 calc R U . . .
C39 C 0.3363(3) 0.8422(2) 0.41404(14) 0.0302(6) Uani 1 1 d . . . . .
C40 C 0.4188(4) 0.8857(2) 0.35489(17) 0.0448(8) Uani 1 1 d . . . . .
H40A H 0.5300 0.8636 0.3622 0.067 Uiso 1 1 calc R U . . .
H40B H 0.4184 0.9657 0.3627 0.067 Uiso 1 1 calc R U . . .
H40C H 0.3620 0.8562 0.3012 0.067 Uiso 1 1 calc R U . . .
C41 C 0.2886(3) 0.9130(2) 0.47399(14) 0.0284(6) Uani 1 1 d . . . . .
H41 H 0.3092 0.9895 0.4771 0.034 Uiso 1 1 calc R U . . .
C42 C 0.2116(3) 0.8750(2) 0.52943(13) 0.0253(6) Uani 1 1 d . . . . .
C43 C 0.1597(3) 0.9603(2) 0.59119(15) 0.0338(6) Uani 1 1 d . . . . .
H43A H 0.1924 1.0337 0.5831 0.051 Uiso 1 1 calc R U . . .
H43B H 0.2108 0.9482 0.6444 0.051 Uiso 1 1 calc R U . . .
H43C H 0.0427 0.9539 0.5857 0.051 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1 C1 1.565(4) . ?
B1 C35 1.578(3) . ?
B1 C26 1.580(3) . ?
N1 C19 1.354(4) . ?
N1 C8 1.377(3) . ?
N1 C12 1.388(4) . ?
N2 C25 1.333(4) . ?
N2 C21 1.348(3) . ?
C1 C2 1.408(3) . ?
C1 C6 1.409(3) . ?
C2 C3 1.377(3) . ?
C3 C4 1.398(3) . ?
C4 C5 1.399(3) . ?
C4 C7 1.468(3) . ?
C5 C6 1.383(3) . ?
C7 C8 1.426(4) . ?
C7 C20 1.427(4) . ?
C8 C9 1.392(4) . ?
C9 C10 1.388(4) . ?
C10 C11 1.406(5) . ?
C11 C12 1.367(5) . ?
C12 C13 1.463(5) . ?
C13 C14 1.399(4) . ?
C13 C18 1.435(5) . ?
C14 C15 1.357(5) . ?
C15 C16 1.394(6) . ?
C16 C17 1.385(4) . ?
C17 C18 1.392(4) . ?
C18 C19 1.456(4) . ?
C19 C20 1.400(4) . ?
C20 C21 1.480(4) . ?
C21 C22 1.388(4) . ?
C22 C23 1.375(4) . ?
C23 C24 1.373(4) . ?
C24 C25 1.373(5) . ?
C26 C27 1.410(3) . ?
C26 C33 1.412(4) . ?
C27 C29 1.393(3) . ?
C27 C28 1.505(4) . ?
C29 C30 1.379(4) . ?
C30 C32 1.386(4) . ?
C30 C31 1.507(3) . ?
C32 C33 1.387(3) . ?
C33 C34 1.511(3) . ?
C35 C42 1.410(3) . ?
C35 C36 1.415(3) . ?
C36 C38 1.392(3) . ?
C36 C37 1.507(4) . ?
C38 C39 1.382(4) . ?
C39 C41 1.391(3) . ?
C39 C40 1.501(3) . ?
C41 C42 1.390(3) . ?
C42 C43 1.530(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 B1 C35 118.5(2) . . ?
C1 B1 C26 117.7(2) . . ?
C35 B1 C26 123.7(2) . . ?
C19 N1 C8 114.6(2) . . ?
C19 N1 C12 116.6(2) . . ?
C8 N1 C12 128.7(3) . . ?
C25 N2 C21 117.7(3) . . ?
C2 C1 C6 115.9(2) . . ?
C2 C1 B1 122.5(2) . . ?
C6 C1 B1 121.4(2) . . ?
C3 C2 C1 122.3(2) . . ?
C2 C3 C4 121.2(2) . . ?
C3 C4 C5 117.4(2) . . ?
C3 C4 C7 122.5(2) . . ?
C5 C4 C7 120.0(2) . . ?
C6 C5 C4 121.2(2) . . ?
C5 C6 C1 122.0(2) . . ?
C8 C7 C20 107.5(2) . . ?
C8 C7 C4 122.2(2) . . ?
C20 C7 C4 130.1(2) . . ?
N1 C8 C9 114.3(3) . . ?
N1 C8 C7 104.1(2) . . ?
C9 C8 C7 141.4(3) . . ?
C10 C9 C8 119.8(3) . . ?
C9 C10 C11 122.6(3) . . ?
C12 C11 C10 119.4(3) . . ?
C11 C12 N1 115.2(3) . . ?
C11 C12 C13 142.3(3) . . ?
N1 C12 C13 102.4(3) . . ?
C14 C13 C18 120.5(3) . . ?
C14 C13 C12 130.3(4) . . ?
C18 C13 C12 109.2(2) . . ?
C15 C14 C13 118.0(4) . . ?
C14 C15 C16 122.2(3) . . ?
C17 C16 C15 121.5(4) . . ?
C16 C17 C18 118.0(4) . . ?
C17 C18 C13 119.9(3) . . ?
C17 C18 C19 133.4(3) . . ?
C13 C18 C19 106.7(3) . . ?
N1 C19 C20 105.4(2) . . ?
N1 C19 C18 105.2(3) . . ?
C20 C19 C18 149.5(3) . . ?
C19 C20 C7 108.5(3) . . ?
C19 C20 C21 123.6(2) . . ?
C7 C20 C21 128.0(2) . . ?
N2 C21 C22 122.0(3) . . ?
N2 C21 C20 115.6(2) . . ?
C22 C21 C20 122.3(2) . . ?
C23 C22 C21 118.8(3) . . ?
C24 C23 C22 119.4(3) . . ?
C23 C24 C25 118.5(3) . . ?
N2 C25 C24 123.6(3) . . ?
C27 C26 C33 117.1(2) . . ?
C27 C26 B1 122.0(2) . . ?
C33 C26 B1 120.9(2) . . ?
C29 C27 C26 120.3(2) . . ?
C29 C27 C28 117.2(2) . . ?
C26 C27 C28 122.4(2) . . ?
C30 C29 C27 122.3(2) . . ?
C29 C30 C32 117.6(2) . . ?
C29 C30 C31 121.1(2) . . ?
C32 C30 C31 121.4(3) . . ?
C30 C32 C33 121.9(2) . . ?
C32 C33 C26 120.7(2) . . ?
C32 C33 C34 118.0(2) . . ?
C26 C33 C34 121.2(2) . . ?
C42 C35 C36 117.0(2) . . ?
C42 C35 B1 120.8(2) . . ?
C36 C35 B1 122.1(2) . . ?
C38 C36 C35 120.4(2) . . ?
C38 C36 C37 117.0(2) . . ?
C35 C36 C37 122.5(2) . . ?
C39 C38 C36 122.2(2) . . ?
C38 C39 C41 117.5(2) . . ?
C38 C39 C40 121.8(2) . . ?
C41 C39 C40 120.6(2) . . ?
C42 C41 C39 121.8(2) . . ?
C41 C42 C35 120.7(2) . . ?
C41 C42 C43 117.4(2) . . ?
C35 C42 C43 121.9(2) . . ?

_refine_diff_density_max         0.408
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.065
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.500 0.000 205 47 ' '
_platon_squeeze_details          
;A disordered hexane solvent molecule was removed by Squeeze 
;

####################################################################### 
# 
# 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_b4b
_database_code_depnum_ccdc_archive 'CCDC 1839695'
_audit_update_record             
;
2018-04-26 deposited with the CCDC.
2018-11-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C4.09 H3.36 B0.09 N0.18 S0.09'
_chemical_formula_weight         58.97

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0034 0.0017 '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 0.0014 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0066 0.0034 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1265 0.1256 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.741(4)
_cell_length_b                   13.927(5)
_cell_length_c                   15.334(6)
_cell_angle_alpha                63.989(11)
_cell_angle_beta                 89.736(13)
_cell_angle_gamma                69.795(12)
_cell_volume                     1727.6(11)
_cell_formula_units_Z            22
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    4625
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      23.85

_exptl_crystal_description       Block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_F_000             684
_exptl_transmission_factor_min   0.611
_exptl_transmission_factor_max   0.745
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.147
_exptl_crystal_size_min          0.145
_exptl_absorpt_coefficient_mu    0.128
_shelx_estimated_absorpt_T_min   0.975
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.975
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27025
_diffrn_reflns_av_unetI/netI     0.1358
_diffrn_reflns_av_R_equivalents  0.1469
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.681
_diffrn_reflns_theta_max         27.248
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7646
_reflns_number_gt                4284
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0598P)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         7646
_refine_ls_number_parameters     448
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1403
_refine_ls_R_factor_gt           0.0650
_refine_ls_wR_factor_ref         0.1594
_refine_ls_wR_factor_gt          0.1326
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.3226(3) 0.3556(3) 0.3917(2) 0.0266(7) Uani 1 1 d . . . . .
S1 S 0.54405(7) 0.14247(6) 0.24762(5) 0.02914(19) Uani 1 1 d . . . . .
N1 N 0.3729(2) 0.56233(18) 0.06727(15) 0.0268(5) Uani 1 1 d . . . . .
N2 N 0.2760(2) 0.25938(19) 0.14590(16) 0.0299(5) Uani 1 1 d . . . . .
C1 C 0.4932(3) 0.2994(2) 0.39249(19) 0.0271(6) Uani 1 1 d . . . . .
C2 C 0.5822(3) 0.2214(3) 0.4858(2) 0.0406(8) Uani 1 1 d . . . . .
H2 H 0.5351 0.1942 0.5408 0.049 Uiso 1 1 calc R U . . .
C3 C 0.7349(3) 0.1828(3) 0.5006(2) 0.0533(9) Uani 1 1 d . . . . .
H3 H 0.7911 0.1318 0.5651 0.064 Uiso 1 1 calc R U . . .
C4 C 0.8055(3) 0.2186(3) 0.4215(2) 0.0542(9) Uani 1 1 d . . . . .
H4 H 0.9107 0.1933 0.4313 0.065 Uiso 1 1 calc R U . . .
C5 C 0.7237(3) 0.2913(3) 0.3280(2) 0.0396(7) Uani 1 1 d . . . . .
H5 H 0.7736 0.3147 0.2737 0.047 Uiso 1 1 calc R U . . .
C6 C 0.5693(3) 0.3311(2) 0.31138(19) 0.0275(6) Uani 1 1 d . . . . .
C7 C 0.4876(3) 0.4070(2) 0.20878(19) 0.0254(6) Uani 1 1 d . . . . .
C8 C 0.3940(3) 0.3824(2) 0.15742(19) 0.0265(6) Uani 1 1 d . . . . .
C9 C 0.3172(3) 0.4846(2) 0.06846(18) 0.0261(6) Uani 1 1 d . . . . .
C10 C 0.2053(3) 0.5282(2) -0.01142(19) 0.0320(7) Uani 1 1 d . . . . .
H10 H 0.1616 0.4800 -0.0183 0.038 Uiso 1 1 calc R U . . .
C11 C 0.1602(3) 0.6436(3) -0.0803(2) 0.0376(7) Uani 1 1 d . . . . .
H11 H 0.0816 0.6740 -0.1331 0.045 Uiso 1 1 calc R U . . .
C12 C 0.2243(3) 0.7184(3) -0.0763(2) 0.0374(7) Uani 1 1 d . . . . .
H12 H 0.1913 0.7965 -0.1262 0.045 Uiso 1 1 calc R U . . .
C13 C 0.3356(3) 0.6761(2) 0.00094(19) 0.0307(6) Uani 1 1 d . . . . .
C14 C 0.4311(3) 0.7125(2) 0.0414(2) 0.0319(7) Uani 1 1 d . . . . .
C15 C 0.4501(3) 0.8175(3) 0.0065(2) 0.0395(7) Uani 1 1 d . . . . .
H15 H 0.3918 0.8820 -0.0535 0.047 Uiso 1 1 calc R U . . .
C16 C 0.5537(3) 0.8265(3) 0.0596(2) 0.0470(8) Uani 1 1 d . . . . .
H16 H 0.5682 0.8972 0.0357 0.056 Uiso 1 1 calc R U . . .
C17 C 0.6380(3) 0.7326(3) 0.1485(2) 0.0426(8) Uani 1 1 d . . . . .
H17 H 0.7078 0.7413 0.1847 0.051 Uiso 1 1 calc R U . . .
C18 C 0.6229(3) 0.6277(3) 0.1853(2) 0.0352(7) Uani 1 1 d . . . . .
H18 H 0.6819 0.5646 0.2457 0.042 Uiso 1 1 calc R U . . .
C19 C 0.5189(3) 0.6157(2) 0.1321(2) 0.0295(6) Uani 1 1 d . . . . .
C20 C 0.4770(3) 0.5205(2) 0.14780(19) 0.0265(6) Uani 1 1 d . . . . .
C21 C 0.3886(3) 0.2717(2) 0.17985(18) 0.0253(6) Uani 1 1 d . . . . .
C22 C 0.3070(3) 0.1443(2) 0.17311(19) 0.0281(6) Uani 1 1 d . . . . .
C23 C 0.4474(3) 0.0666(2) 0.22988(18) 0.0259(6) Uani 1 1 d . . . . .
C24 C 0.4923(3) -0.0515(2) 0.26211(19) 0.0314(7) Uani 1 1 d . . . . .
H24 H 0.5872 -0.1038 0.3013 0.038 Uiso 1 1 calc R U . . .
C25 C 0.3953(3) -0.0909(2) 0.2357(2) 0.0382(7) Uani 1 1 d . . . . .
H25 H 0.4242 -0.1712 0.2565 0.046 Uiso 1 1 calc R U . . .
C26 C 0.2555(3) -0.0140(3) 0.1788(2) 0.0403(8) Uani 1 1 d . . . . .
H26 H 0.1905 -0.0428 0.1615 0.048 Uiso 1 1 calc R U . . .
C27 C 0.2105(3) 0.1025(2) 0.1474(2) 0.0347(7) Uani 1 1 d . . . . .
H27 H 0.1150 0.1542 0.1087 0.042 Uiso 1 1 calc R U . . .
C28 C 0.2316(3) 0.4866(2) 0.31397(18) 0.0254(6) Uani 1 1 d . . . . .
C29 C 0.2779(3) 0.5758(2) 0.30415(19) 0.0277(6) Uani 1 1 d . . . . .
C30 C 0.4060(3) 0.5553(3) 0.3751(2) 0.0379(7) Uani 1 1 d . . . . .
H30A H 0.4713 0.5921 0.3376 0.057 Uiso 1 1 calc R U . . .
H30B H 0.4625 0.4720 0.4144 0.057 Uiso 1 1 calc R U . . .
H30C H 0.3668 0.5886 0.4188 0.057 Uiso 1 1 calc R U . . .
C31 C 0.2036(3) 0.6882(2) 0.23008(19) 0.0312(6) Uani 1 1 d . . . . .
H31 H 0.2363 0.7468 0.2256 0.037 Uiso 1 1 calc R U . . .
C32 C 0.0834(3) 0.7176(2) 0.1625(2) 0.0333(7) Uani 1 1 d . . . . .
C33 C 0.0081(4) 0.8395(3) 0.0807(2) 0.0489(8) Uani 1 1 d . . . . .
H33A H 0.0553 0.8479 0.0226 0.073 Uiso 1 1 calc R U . . .
H33B H 0.0175 0.8939 0.1023 0.073 Uiso 1 1 calc R U . . .
H33C H -0.0972 0.8559 0.0640 0.073 Uiso 1 1 calc R U . . .
C34 C 0.0363(3) 0.6307(2) 0.1731(2) 0.0331(7) Uani 1 1 d . . . . .
H34 H -0.0461 0.6491 0.1276 0.040 Uiso 1 1 calc R U . . .
C35 C 0.1048(3) 0.5171(2) 0.24771(19) 0.0285(6) Uani 1 1 d . . . . .
C36 C 0.0436(3) 0.4288(3) 0.2529(2) 0.0387(7) Uani 1 1 d . . . . .
H36A H -0.0503 0.4682 0.2066 0.058 Uiso 1 1 calc R U . . .
H36B H 0.0264 0.3879 0.3199 0.058 Uiso 1 1 calc R U . . .
H36C H 0.1152 0.3733 0.2355 0.058 Uiso 1 1 calc R U . . .
C37 C 0.2489(3) 0.2840(2) 0.47568(19) 0.0288(6) Uani 1 1 d . . . . .
C38 C 0.2465(3) 0.1778(2) 0.4870(2) 0.0313(7) Uani 1 1 d . . . . .
C39 C 0.3075(3) 0.1304(3) 0.4178(2) 0.0432(8) Uani 1 1 d . . . . .
H39A H 0.2434 0.1792 0.3529 0.065 Uiso 1 1 calc R U . . .
H39B H 0.3108 0.0515 0.4436 0.065 Uiso 1 1 calc R U . . .
H39C H 0.4080 0.1297 0.4117 0.065 Uiso 1 1 calc R U . . .
C40 C 0.1825(3) 0.1162(2) 0.56170(19) 0.0319(7) Uani 1 1 d . . . . .
H40 H 0.1820 0.0456 0.5675 0.038 Uiso 1 1 calc R U . . .
C41 C 0.1201(3) 0.1533(3) 0.6272(2) 0.0337(7) Uani 1 1 d . . . . .
C42 C 0.0560(3) 0.0821(3) 0.7092(2) 0.0504(9) Uani 1 1 d . . . . .
H42A H -0.0404 0.1325 0.7133 0.076 Uiso 1 1 calc R U . . .
H42B H 0.1240 0.0447 0.7718 0.076 Uiso 1 1 calc R U . . .
H42C H 0.0429 0.0229 0.6957 0.076 Uiso 1 1 calc R U . . .
C43 C 0.1229(3) 0.2564(3) 0.6175(2) 0.0349(7) Uani 1 1 d . . . . .
H43 H 0.0804 0.2836 0.6622 0.042 Uiso 1 1 calc R U . . .
C44 C 0.1861(3) 0.3219(2) 0.5442(2) 0.0315(7) Uani 1 1 d . . . . .
C45 C 0.1923(3) 0.4285(3) 0.5444(2) 0.0411(8) Uani 1 1 d . . . . .
H45A H 0.2952 0.4145 0.5655 0.062 Uiso 1 1 calc R U . . .
H45B H 0.1305 0.4467 0.5899 0.062 Uiso 1 1 calc R U . . .
H45C H 0.1553 0.4937 0.4778 0.062 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
B1 C1 1.571(4) . ?
B1 C28 1.587(4) . ?
B1 C37 1.589(4) . ?
S1 C23 1.738(3) . ?
S1 C21 1.761(3) . ?
N1 C9 1.363(3) . ?
N1 C20 1.365(3) . ?
N1 C13 1.367(3) . ?
N2 C21 1.310(3) . ?
N2 C22 1.383(3) . ?
C1 C2 1.405(4) . ?
C1 C6 1.424(3) . ?
C2 C3 1.377(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.376(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.377(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.392(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.482(3) . ?
C7 C20 1.406(4) . ?
C7 C8 1.423(3) . ?
C8 C9 1.420(3) . ?
C8 C21 1.446(4) . ?
C9 C10 1.399(3) . ?
C10 C11 1.385(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.408(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.373(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.455(4) . ?
C14 C15 1.399(4) . ?
C14 C19 1.433(4) . ?
C15 C16 1.372(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.396(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.379(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.401(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.441(4) . ?
C22 C27 1.400(4) . ?
C22 C23 1.400(4) . ?
C23 C24 1.390(4) . ?
C24 C25 1.384(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.395(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.372(4) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C29 1.412(4) . ?
C28 C35 1.417(3) . ?
C29 C31 1.389(4) . ?
C29 C30 1.522(4) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C32 1.385(4) . ?
C31 H31 0.9500 . ?
C32 C34 1.383(4) . ?
C32 C33 1.508(4) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 C35 1.396(4) . ?
C34 H34 0.9500 . ?
C35 C36 1.514(4) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 C44 1.418(4) . ?
C37 C38 1.420(4) . ?
C38 C40 1.392(3) . ?
C38 C39 1.501(4) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 C41 1.370(4) . ?
C40 H40 0.9500 . ?
C41 C43 1.388(4) . ?
C41 C42 1.511(4) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 C44 1.398(4) . ?
C43 H43 0.9500 . ?
C44 C45 1.509(4) . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 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
C1 B1 C28 119.3(2) . . ?
C1 B1 C37 119.0(2) . . ?
C28 B1 C37 121.4(2) . . ?
C23 S1 C21 89.12(13) . . ?
C9 N1 C20 114.2(2) . . ?
C9 N1 C13 130.1(2) . . ?
C20 N1 C13 115.7(2) . . ?
C21 N2 C22 110.9(2) . . ?
C2 C1 C6 116.5(2) . . ?
C2 C1 B1 115.9(2) . . ?
C6 C1 B1 126.9(2) . . ?
C3 C2 C1 122.7(3) . . ?
C3 C2 H2 118.7 . . ?
C1 C2 H2 118.7 . . ?
C4 C3 C2 119.6(3) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 120.0(3) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C4 C5 C6 121.3(3) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C5 C6 C1 119.8(2) . . ?
C5 C6 C7 118.8(2) . . ?
C1 C6 C7 121.4(2) . . ?
C20 C7 C8 107.4(2) . . ?
C20 C7 C6 126.2(2) . . ?
C8 C7 C6 126.1(2) . . ?
C9 C8 C7 108.2(2) . . ?
C9 C8 C21 122.9(2) . . ?
C7 C8 C21 128.3(2) . . ?
N1 C9 C10 114.6(2) . . ?
N1 C9 C8 104.4(2) . . ?
C10 C9 C8 140.9(3) . . ?
C11 C10 C9 118.1(3) . . ?
C11 C10 H10 120.9 . . ?
C9 C10 H10 120.9 . . ?
C10 C11 C12 123.7(3) . . ?
C10 C11 H11 118.2 . . ?
C12 C11 H11 118.2 . . ?
C13 C12 C11 118.7(3) . . ?
C13 C12 H12 120.7 . . ?
C11 C12 H12 120.7 . . ?
N1 C13 C12 114.8(3) . . ?
N1 C13 C14 104.0(2) . . ?
C12 C13 C14 141.2(3) . . ?
C15 C14 C19 120.1(3) . . ?
C15 C14 C13 132.0(3) . . ?
C19 C14 C13 107.9(2) . . ?
C16 C15 C14 119.4(3) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C15 C16 C17 120.5(3) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 H16 119.7 . . ?
C18 C17 C16 121.8(3) . . ?
C18 C17 H17 119.1 . . ?
C16 C17 H17 119.1 . . ?
C17 C18 C19 118.8(3) . . ?
C17 C18 H18 120.6 . . ?
C19 C18 H18 120.6 . . ?
C18 C19 C14 119.3(3) . . ?
C18 C19 C20 133.2(3) . . ?
C14 C19 C20 107.5(2) . . ?
N1 C20 C7 105.6(2) . . ?
N1 C20 C19 104.9(2) . . ?
C7 C20 C19 149.4(2) . . ?
N2 C21 C8 123.8(2) . . ?
N2 C21 S1 115.1(2) . . ?
C8 C21 S1 120.89(18) . . ?
N2 C22 C27 125.0(2) . . ?
N2 C22 C23 115.6(2) . . ?
C27 C22 C23 119.4(3) . . ?
C24 C23 C22 121.3(2) . . ?
C24 C23 S1 129.3(2) . . ?
C22 C23 S1 109.3(2) . . ?
C25 C24 C23 118.3(3) . . ?
C25 C24 H24 120.8 . . ?
C23 C24 H24 120.8 . . ?
C24 C25 C26 120.8(3) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C27 C26 C25 121.0(3) . . ?
C27 C26 H26 119.5 . . ?
C25 C26 H26 119.5 . . ?
C26 C27 C22 119.2(3) . . ?
C26 C27 H27 120.4 . . ?
C22 C27 H27 120.4 . . ?
C29 C28 C35 117.5(2) . . ?
C29 C28 B1 121.8(2) . . ?
C35 C28 B1 120.7(2) . . ?
C31 C29 C28 120.6(2) . . ?
C31 C29 C30 117.0(2) . . ?
C28 C29 C30 122.3(2) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C32 C31 C29 122.2(3) . . ?
C32 C31 H31 118.9 . . ?
C29 C31 H31 118.9 . . ?
C34 C32 C31 117.3(3) . . ?
C34 C32 C33 121.7(3) . . ?
C31 C32 C33 121.0(3) . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 C35 122.8(3) . . ?
C32 C34 H34 118.6 . . ?
C35 C34 H34 118.6 . . ?
C34 C35 C28 119.6(3) . . ?
C34 C35 C36 118.4(2) . . ?
C28 C35 C36 121.9(2) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C44 C37 C38 117.0(2) . . ?
C44 C37 B1 121.5(2) . . ?
C38 C37 B1 121.4(2) . . ?
C40 C38 C37 120.4(3) . . ?
C40 C38 C39 117.9(3) . . ?
C37 C38 C39 121.6(2) . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C41 C40 C38 122.7(3) . . ?
C41 C40 H40 118.7 . . ?
C38 C40 H40 118.7 . . ?
C40 C41 C43 117.5(2) . . ?
C40 C41 C42 121.1(3) . . ?
C43 C41 C42 121.3(3) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C41 C43 C44 122.4(3) . . ?
C41 C43 H43 118.8 . . ?
C44 C43 H43 118.8 . . ?
C43 C44 C37 120.0(3) . . ?
C43 C44 C45 118.0(3) . . ?
C37 C44 C45 121.9(2) . . ?
C44 C45 H45A 109.5 . . ?
C44 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C44 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?

_refine_diff_density_max         0.290
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.056

####################################################################### 
# 
# 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_B3b
_database_code_depnum_ccdc_archive 'CCDC 1839692'
_audit_update_record             
;
2018-04-26 deposited with the CCDC.
2018-11-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C95 H81 B2 Cl2 N4'
_chemical_formula_weight         1371.15

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

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

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

_cell_length_a                   22.13(4)
_cell_length_b                   17.76(3)
_cell_length_c                   19.24(3)
_cell_angle_alpha                90
_cell_angle_beta                 106.15(6)
_cell_angle_gamma                90
_cell_volume                     7262(23)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    6672
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      21.72

_exptl_crystal_description       Block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_F_000             2892
_exptl_transmission_factor_min   0.596
_exptl_transmission_factor_max   0.745
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.145
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.143
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.978
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41480
_diffrn_reflns_av_unetI/netI     0.1933
_diffrn_reflns_av_R_equivalents  0.1775
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.545
_diffrn_reflns_theta_max         27.232
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             15059
_reflns_number_gt                8145
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.999
_reflns_Friedel_fraction_max     0.988
_reflns_Friedel_fraction_full    0.998

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Refined as a 2-component inversion twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1800P)²+19.0000P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0070(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Refined as an inversion twin. 
;
_refine_ls_abs_structure_Flack   0.1(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         15059
_refine_ls_number_parameters     942
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.2104
_refine_ls_R_factor_gt           0.1236
_refine_ls_wR_factor_ref         0.3516
_refine_ls_wR_factor_gt          0.3025
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.2898(6) 0.4419(7) 0.4174(7) 0.029(3) Uani 1 1 d . . . . .
B2 B 0.8328(5) 0.4366(7) 0.5952(7) 0.025(3) Uani 1 1 d . . . . .
N1 N 0.3450(4) 0.3910(5) 0.4786(5) 0.029(2) Uani 1 1 d . . . . .
N2 N 0.1790(4) 0.2927(5) 0.5442(5) 0.031(2) Uani 1 1 d . . . . .
N3 N 0.8599(4) 0.4852(5) 0.5324(4) 0.0254(19) Uani 1 1 d . . . . .
N4 N 0.6636(5) 0.5813(6) 0.4542(5) 0.036(2) Uani 1 1 d . . . . .
C1 C 0.2505(5) 0.3803(7) 0.3558(6) 0.032(3) Uani 1 1 d . . . . .
C2 C 0.2438(6) 0.3891(7) 0.2821(6) 0.039(3) Uani 1 1 d . . . . .
H2 H 0.2657 0.4292 0.2671 0.047 Uiso 1 1 calc R U . . .
C3 C 0.2066(6) 0.3418(8) 0.2290(7) 0.046(3) Uani 1 1 d . . . . .
H3 H 0.2027 0.3509 0.1793 0.055 Uiso 1 1 calc R U . . .
C4 C 0.1758(6) 0.2821(8) 0.2493(7) 0.047(3) Uani 1 1 d . . . . .
H4 H 0.1507 0.2496 0.2135 0.056 Uiso 1 1 calc R U . . .
C5 C 0.1811(5) 0.2694(6) 0.3208(6) 0.034(3) Uani 1 1 d . . . . .
H5 H 0.1601 0.2277 0.3346 0.041 Uiso 1 1 calc R U . . .
C6 C 0.2175(5) 0.3175(7) 0.3739(6) 0.031(3) Uani 1 1 d . . . . .
C7 C 0.2137(5) 0.3062(6) 0.4487(6) 0.029(2) Uani 1 1 d . . . . .
C8 C 0.1601(5) 0.2917(6) 0.4703(6) 0.029(2) Uani 1 1 d . . . . .
H8 H 0.1634 0.2358 0.4667 0.035 Uiso 1 1 calc R U . . .
C9 C 0.0922(6) 0.2921(6) 0.4505(7) 0.036(3) Uani 1 1 d . . . . .
C10 C 0.0463(6) 0.2931(8) 0.3856(7) 0.045(3) Uani 1 1 d . . . . .
H10 H 0.0565 0.2937 0.3407 0.054 Uiso 1 1 calc R U . . .
C11 C -0.0162(7) 0.2933(9) 0.3887(10) 0.063(4) Uani 1 1 d . . . . .
H11 H -0.0488 0.2961 0.3446 0.076 Uiso 1 1 calc R U . . .
C12 C -0.0321(6) 0.2896(8) 0.4515(9) 0.057(4) Uani 1 1 d . . . . .
H12 H -0.0754 0.2891 0.4498 0.068 Uiso 1 1 calc R U . . .
C13 C 0.0125(6) 0.2864(8) 0.5185(8) 0.049(4) Uani 1 1 d . . . . .
H13 H 0.0008 0.2834 0.5624 0.059 Uiso 1 1 calc R U . . .
C14 C 0.0748(6) 0.2880(6) 0.5177(7) 0.037(3) Uani 1 1 d . . . . .
C15 C 0.1314(6) 0.2936(7) 0.5764(7) 0.036(3) Uani 1 1 d . . . . .
C16 C 0.1505(6) 0.3023(7) 0.6509(7) 0.042(3) Uani 1 1 d . . . . .
H16 H 0.1206 0.3015 0.6781 0.050 Uiso 1 1 calc R U . . .
C17 C 0.2143(6) 0.3123(7) 0.6850(7) 0.042(3) Uani 1 1 d . . . . .
H17 H 0.2273 0.3158 0.7363 0.051 Uiso 1 1 calc R U . . .
C18 C 0.2600(6) 0.3176(7) 0.6483(6) 0.035(3) Uani 1 1 d . . . . .
H18 H 0.3025 0.3289 0.6730 0.042 Uiso 1 1 calc R U . . .
C19 C 0.2412(5) 0.3056(6) 0.5748(6) 0.027(2) Uani 1 1 d . . . . .
C20 C 0.2658(5) 0.3158(6) 0.5115(5) 0.026(2) Uani 1 1 d . . . . .
C21 C 0.3304(5) 0.3303(6) 0.5169(5) 0.024(2) Uani 1 1 d . . . . .
C22 C 0.4063(6) 0.4119(8) 0.4930(6) 0.041(3) Uani 1 1 d . . . . .
H22 H 0.4162 0.4532 0.4667 0.050 Uiso 1 1 calc R U . . .
C23 C 0.4535(6) 0.3782(8) 0.5416(7) 0.042(3) Uani 1 1 d . . . . .
H23 H 0.4949 0.3981 0.5518 0.051 Uiso 1 1 calc R U . . .
C24 C 0.4419(6) 0.3132(7) 0.5779(6) 0.038(3) Uani 1 1 d . . . . .
C25 C 0.4915(6) 0.2699(8) 0.6272(6) 0.043(3) Uani 1 1 d . . . . .
H25 H 0.5341 0.2854 0.6367 0.052 Uiso 1 1 calc R U . . .
C26 C 0.4768(6) 0.2074(8) 0.6593(7) 0.049(3) Uani 1 1 d . . . . .
H26 H 0.5091 0.1804 0.6929 0.058 Uiso 1 1 calc R U . . .
C27 C 0.4146(6) 0.1820(7) 0.6438(6) 0.037(3) Uani 1 1 d . . . . .
H27 H 0.4053 0.1372 0.6658 0.044 Uiso 1 1 calc R U . . .
C28 C 0.3666(6) 0.2218(7) 0.5966(6) 0.034(3) Uani 1 1 d . . . . .
H28 H 0.3245 0.2040 0.5861 0.041 Uiso 1 1 calc R U . . .
C29 C 0.3797(6) 0.2880(7) 0.5643(6) 0.033(3) Uani 1 1 d . . . . .
C30 C 0.3281(6) 0.4999(7) 0.3774(6) 0.035(3) Uani 1 1 d . . . . .
C31 C 0.3216(5) 0.5811(7) 0.3748(6) 0.035(3) Uani 1 1 d . . . . .
C32 C 0.3520(6) 0.6243(7) 0.3358(6) 0.040(3) Uani 1 1 d . . . . .
H32 H 0.3468 0.6774 0.3367 0.048 Uiso 1 1 calc R U . . .
C33 C 0.3896(6) 0.5961(7) 0.2956(6) 0.039(3) Uani 1 1 d . . . . .
C34 C 0.3988(6) 0.5177(8) 0.2983(6) 0.043(3) Uani 1 1 d . . . . .
H34 H 0.4258 0.4961 0.2730 0.052 Uiso 1 1 calc R U . . .
C35 C 0.3696(6) 0.4711(7) 0.3367(6) 0.034(3) Uani 1 1 d . . . . .
C36 C 0.3857(6) 0.3878(7) 0.3336(7) 0.041(3) Uani 1 1 d . . . . .
H36A H 0.3685 0.3691 0.2842 0.061 Uiso 1 1 calc R U . . .
H36B H 0.3676 0.3593 0.3666 0.061 Uiso 1 1 calc R U . . .
H36C H 0.4316 0.3816 0.3483 0.061 Uiso 1 1 calc R U . . .
C37 C 0.2812(8) 0.6251(9) 0.4129(8) 0.059(4) Uani 1 1 d . . . . .
H37A H 0.2929 0.6784 0.4152 0.088 Uiso 1 1 calc R U . . .
H37B H 0.2878 0.6055 0.4621 0.088 Uiso 1 1 calc R U . . .
H37C H 0.2367 0.6196 0.3861 0.088 Uiso 1 1 calc R U . . .
C38 C 0.2433(5) 0.4749(6) 0.4638(6) 0.033(3) Uani 1 1 d . . . . .
C39 C 0.1770(6) 0.4813(7) 0.4320(6) 0.036(3) Uani 1 1 d . . . . .
C40 C 0.1363(6) 0.4875(7) 0.4769(8) 0.048(3) Uani 1 1 d . . . . .
H40 H 0.0923 0.4853 0.4549 0.058 Uiso 1 1 calc R U . . .
C41 C 0.1573(6) 0.4965(8) 0.5513(8) 0.048(3) Uani 1 1 d . . . . .
C42 C 0.2215(7) 0.5004(7) 0.5811(7) 0.047(3) Uani 1 1 d . . . . .
H42 H 0.2383 0.5095 0.6315 0.056 Uiso 1 1 calc R U . . .
C43 C 0.2626(5) 0.4911(7) 0.5373(6) 0.032(3) Uani 1 1 d . . . . .
C44 C 0.3313(6) 0.5049(8) 0.5768(7) 0.045(3) Uani 1 1 d . . . . .
H44A H 0.3463 0.4651 0.6128 0.067 Uiso 1 1 calc R U . . .
H44B H 0.3356 0.5539 0.6012 0.067 Uiso 1 1 calc R U . . .
H44C H 0.3563 0.5045 0.5420 0.067 Uiso 1 1 calc R U . . .
C45 C 0.1457(7) 0.4816(8) 0.3518(8) 0.057(4) Uani 1 1 d . . . . .
H45A H 0.1363 0.4297 0.3348 0.085 Uiso 1 1 calc R U . . .
H45B H 0.1738 0.5047 0.3266 0.085 Uiso 1 1 calc R U . . .
H45C H 0.1065 0.5105 0.3419 0.085 Uiso 1 1 calc R U . . .
C46 C 0.4245(7) 0.6463(9) 0.2554(8) 0.062(4) Uani 1 1 d . . . . .
H46A H 0.3968 0.6872 0.2314 0.093 Uiso 1 1 calc R U . . .
H46B H 0.4373 0.6164 0.2190 0.093 Uiso 1 1 calc R U . . .
H46C H 0.4619 0.6675 0.2898 0.093 Uiso 1 1 calc R U . . .
C47 C 0.1126(8) 0.4988(9) 0.5971(10) 0.066(5) Uani 1 1 d . . . . .
H47A H 0.1099 0.4488 0.6174 0.099 Uiso 1 1 calc R U . . .
H47B H 0.0709 0.5142 0.5674 0.099 Uiso 1 1 calc R U . . .
H47C H 0.1278 0.5351 0.6365 0.099 Uiso 1 1 calc R U . . .
C48 C 0.8236(5) 0.5036(6) 0.6518(6) 0.029(2) Uani 1 1 d . . . . .
C49 C 0.8526(6) 0.5022(8) 0.7251(6) 0.040(3) Uani 1 1 d . . . . .
H49 H 0.8818 0.4629 0.7435 0.048 Uiso 1 1 calc R U . . .
C50 C 0.8415(6) 0.5553(7) 0.7742(6) 0.042(3) Uani 1 1 d . . . . .
H50 H 0.8626 0.5511 0.8243 0.050 Uiso 1 1 calc R U . . .
C51 C 0.8005(7) 0.6130(8) 0.7499(7) 0.046(3) Uani 1 1 d . . . . .
H51 H 0.7947 0.6508 0.7824 0.055 Uiso 1 1 calc R U . . .
C52 C 0.7673(6) 0.6161(7) 0.6778(5) 0.033(3) Uani 1 1 d . . . . .
H52 H 0.7365 0.6542 0.6612 0.040 Uiso 1 1 calc R U . . .
C53 C 0.7789(5) 0.5635(6) 0.6290(5) 0.028(2) Uani 1 1 d . . . . .
C54 C 0.7426(5) 0.5705(6) 0.5544(5) 0.027(2) Uani 1 1 d . . . . .
C55 C 0.6772(5) 0.5836(7) 0.5289(6) 0.031(2) Uani 1 1 d . . . . .
C56 C 0.6165(5) 0.5860(6) 0.5432(7) 0.034(3) Uani 1 1 d . . . . .
C57 C 0.5994(6) 0.5860(7) 0.6081(7) 0.041(3) Uani 1 1 d . . . . .
H57 H 0.6304 0.5857 0.6537 0.050 Uiso 1 1 calc R U . . .
C58 C 0.5364(7) 0.5866(9) 0.6035(8) 0.060(4) Uani 1 1 d . . . . .
H58 H 0.5239 0.5865 0.6469 0.071 Uiso 1 1 calc R U . . .
C59 C 0.4906(7) 0.5874(9) 0.5381(9) 0.058(4) Uani 1 1 d . . . . .
H59 H 0.4475 0.5877 0.5376 0.070 Uiso 1 1 calc R U . . .
C60 C 0.5061(6) 0.5876(9) 0.4736(9) 0.056(4) Uani 1 1 d . . . . .
H60 H 0.4747 0.5887 0.4283 0.067 Uiso 1 1 calc R U . . .
C61 C 0.5708(5) 0.5861(6) 0.4779(6) 0.035(3) Uani 1 1 d . . . . .
C62 C 0.6007(6) 0.5793(7) 0.4175(8) 0.044(3) Uani 1 1 d . . . . .
C63 C 0.5868(6) 0.5689(7) 0.3459(7) 0.042(3) Uani 1 1 d . . . . .
H63 H 0.5443 0.5696 0.3170 0.050 Uiso 1 1 calc R U . . .
C64 C 0.6352(6) 0.5573(9) 0.3148(7) 0.052(4) Uani 1 1 d . . . . .
H64 H 0.6247 0.5496 0.2639 0.062 Uiso 1 1 calc R U . . .
C65 C 0.6987(6) 0.5561(8) 0.3536(6) 0.041(3) Uani 1 1 d . . . . .
H65 H 0.7305 0.5478 0.3299 0.050 Uiso 1 1 calc R U . . .
C66 C 0.7144(5) 0.5675(6) 0.4296(6) 0.029(2) Uani 1 1 d . . . . .
C67 C 0.7645(5) 0.5603(6) 0.4916(6) 0.027(2) Uani 1 1 d . . . . .
C68 C 0.8296(5) 0.5418(6) 0.4918(5) 0.026(2) Uani 1 1 d . . . . .
C69 C 0.8575(5) 0.5848(7) 0.4451(5) 0.030(2) Uani 1 1 d . . . . .
C70 C 0.8282(6) 0.6519(7) 0.4089(6) 0.035(3) Uani 1 1 d . . . . .
H70 H 0.7904 0.6708 0.4167 0.041 Uiso 1 1 calc R U . . .
C71 C 0.8562(7) 0.6877(8) 0.3633(6) 0.047(3) Uani 1 1 d . . . . .
H71 H 0.8363 0.7310 0.3380 0.056 Uiso 1 1 calc R U . . .
C72 C 0.9126(6) 0.6636(8) 0.3521(7) 0.044(3) Uani 1 1 d . . . . .
H72 H 0.9306 0.6903 0.3200 0.053 Uiso 1 1 calc R U . . .
C73 C 0.9420(7) 0.6005(8) 0.3883(7) 0.047(3) Uani 1 1 d . . . . .
H73 H 0.9809 0.5841 0.3817 0.056 Uiso 1 1 calc R U . . .
C74 C 0.9148(5) 0.5605(6) 0.4346(6) 0.031(3) Uani 1 1 d . . . . .
C75 C 0.9418(5) 0.4962(8) 0.4717(6) 0.038(3) Uani 1 1 d . . . . .
H75 H 0.9794 0.4764 0.4641 0.046 Uiso 1 1 calc R U . . .
C76 C 0.9148(5) 0.4605(7) 0.5198(6) 0.030(2) Uani 1 1 d . . . . .
H76 H 0.9349 0.4173 0.5449 0.036 Uiso 1 1 calc R U . . .
C77 C 0.8879(6) 0.3744(7) 0.6367(6) 0.035(3) Uani 1 1 d . . . . .
C78 C 0.9483(6) 0.3991(7) 0.6736(5) 0.033(3) Uani 1 1 d . . . . .
C79 C 0.9941(7) 0.3467(8) 0.7094(7) 0.045(3) Uani 1 1 d . . . . .
H79 H 1.0346 0.3648 0.7348 0.054 Uiso 1 1 calc R U . . .
C80 C 0.9829(8) 0.2698(8) 0.7091(7) 0.051(4) Uani 1 1 d . . . . .
C81 C 0.9239(7) 0.2455(8) 0.6713(7) 0.047(3) Uani 1 1 d . . . . .
H81 H 0.9153 0.1930 0.6686 0.056 Uiso 1 1 calc R U . . .
C82 C 0.8756(6) 0.2957(7) 0.6363(7) 0.042(3) Uani 1 1 d . . . . .
C83 C 0.8142(7) 0.2553(8) 0.6005(8) 0.055(4) Uani 1 1 d . . . . .
H83A H 0.8177 0.2023 0.6153 0.083 Uiso 1 1 calc R U . . .
H83B H 0.8056 0.2584 0.5478 0.083 Uiso 1 1 calc R U . . .
H83C H 0.7798 0.2791 0.6152 0.083 Uiso 1 1 calc R U . . .
C84 C 1.0334(9) 0.2156(11) 0.7478(8) 0.077(5) Uani 1 1 d . . . . .
H84A H 1.0419 0.2224 0.8002 0.116 Uiso 1 1 calc R U . . .
H84B H 1.0719 0.2252 0.7335 0.116 Uiso 1 1 calc R U . . .
H84C H 1.0193 0.1638 0.7349 0.116 Uiso 1 1 calc R U . . .
C85 C 0.9723(6) 0.4789(7) 0.6794(6) 0.040(3) Uani 1 1 d . . . . .
H85A H 0.9799 0.4964 0.7294 0.061 Uiso 1 1 calc R U . . .
H85B H 0.9410 0.5113 0.6471 0.061 Uiso 1 1 calc R U . . .
H85C H 1.0117 0.4807 0.6656 0.061 Uiso 1 1 calc R U . . .
C86 C 0.7619(5) 0.4053(6) 0.5524(5) 0.029(2) Uani 1 1 d . . . . .
C87 C 0.7126(5) 0.4004(6) 0.5869(6) 0.032(3) Uani 1 1 d . . . . .
C88 C 0.6512(6) 0.3929(7) 0.5481(7) 0.043(3) Uani 1 1 d . . . . .
H88 H 0.6199 0.3930 0.5733 0.052 Uiso 1 1 calc R U . . .
C89 C 0.6325(6) 0.3850(7) 0.4737(7) 0.041(3) Uani 1 1 d . . . . .
C90 C 0.6797(6) 0.3786(7) 0.4406(7) 0.043(3) Uani 1 1 d . . . . .
H90 H 0.6683 0.3697 0.3899 0.051 Uiso 1 1 calc R U . . .
C91 C 0.7426(5) 0.3842(7) 0.4766(6) 0.034(3) Uani 1 1 d . . . . .
C92 C 0.7894(6) 0.3704(7) 0.4349(7) 0.042(3) Uani 1 1 d . . . . .
H92A H 0.7708 0.3372 0.3938 0.063 Uiso 1 1 calc R U . . .
H92B H 0.8271 0.3466 0.4665 0.063 Uiso 1 1 calc R U . . .
H92C H 0.8010 0.4185 0.4170 0.063 Uiso 1 1 calc R U . . .
C93 C 0.7262(7) 0.4029(8) 0.6701(7) 0.049(4) Uani 1 1 d . . . . .
H93A H 0.7271 0.4554 0.6861 0.074 Uiso 1 1 calc R U . . .
H93B H 0.7669 0.3792 0.6925 0.074 Uiso 1 1 calc R U . . .
H93C H 0.6930 0.3757 0.6846 0.074 Uiso 1 1 calc R U . . .
C94 C 0.5636(7) 0.3810(10) 0.4314(9) 0.060(4) Uani 1 1 d . . . . .
H94A H 0.5496 0.3284 0.4279 0.090 Uiso 1 1 calc R U . . .
H94B H 0.5582 0.4013 0.3826 0.090 Uiso 1 1 calc R U . . .
H94C H 0.5385 0.4107 0.4562 0.090 Uiso 1 1 calc R U . . .
C95 C 0.6507(7) 0.1872(10) 0.4941(8) 0.062(4) Uani 1 1 d . . . . .
H95A H 0.6785 0.2319 0.5043 0.075 Uiso 1 1 calc R U . . .
H95B H 0.6769 0.1421 0.5114 0.075 Uiso 1 1 calc R U . . .
Cl1 Cl 0.6162(3) 0.1799(3) 0.4008(3) 0.0912(16) Uani 1 1 d . . . . .
Cl2 Cl 0.5929(3) 0.1951(3) 0.5406(3) 0.0913(16) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1 C38 1.646(16) . ?
B1 C30 1.655(17) . ?
B1 C1 1.669(18) . ?
B1 N1 1.700(15) . ?
B2 C86 1.652(16) . ?
B2 C48 1.662(16) . ?
B2 C77 1.673(17) . ?
B2 N3 1.724(14) . ?
N1 C22 1.358(15) . ?
N1 C21 1.394(13) . ?
N2 C19 1.359(14) . ?
N2 C15 1.362(14) . ?
N2 C8 1.366(14) . ?
N3 C68 1.333(14) . ?
N3 C76 1.375(13) . ?
N4 C66 1.358(14) . ?
N4 C62 1.375(16) . ?
N4 C55 1.383(15) . ?
C1 C2 1.392(15) . ?
C1 C6 1.428(16) . ?
C2 C3 1.400(18) . ?
C3 C4 1.37(2) . ?
C4 C5 1.366(18) . ?
C5 C6 1.401(15) . ?
C6 C7 1.478(15) . ?
C7 C8 1.387(15) . ?
C7 C20 1.429(16) . ?
C8 C9 1.442(16) . ?
C9 C10 1.373(18) . ?
C9 C14 1.451(18) . ?
C10 C11 1.40(2) . ?
C11 C12 1.35(2) . ?
C12 C13 1.39(2) . ?
C13 C14 1.384(17) . ?
C14 C15 1.439(18) . ?
C15 C16 1.385(18) . ?
C16 C17 1.394(19) . ?
C17 C18 1.389(17) . ?
C18 C19 1.375(16) . ?
C19 C20 1.475(14) . ?
C20 C21 1.429(15) . ?
C21 C29 1.425(16) . ?
C22 C23 1.335(18) . ?
C23 C24 1.409(18) . ?
C24 C29 1.401(17) . ?
C24 C25 1.454(18) . ?
C25 C26 1.35(2) . ?
C26 C27 1.398(19) . ?
C27 C28 1.385(16) . ?
C28 C29 1.396(16) . ?
C30 C31 1.448(17) . ?
C30 C35 1.455(16) . ?
C31 C32 1.374(16) . ?
C31 C37 1.521(18) . ?
C32 C33 1.378(18) . ?
C33 C34 1.406(19) . ?
C33 C46 1.524(17) . ?
C34 C35 1.383(17) . ?
C35 C36 1.526(18) . ?
C38 C43 1.389(16) . ?
C38 C39 1.429(16) . ?
C39 C40 1.415(17) . ?
C39 C45 1.505(18) . ?
C40 C41 1.39(2) . ?
C41 C42 1.378(19) . ?
C41 C47 1.498(19) . ?
C42 C43 1.409(16) . ?
C43 C44 1.519(17) . ?
C48 C49 1.378(16) . ?
C48 C53 1.435(16) . ?
C49 C50 1.405(17) . ?
C50 C51 1.362(18) . ?
C51 C52 1.379(17) . ?
C52 C53 1.398(15) . ?
C53 C54 1.443(15) . ?
C54 C55 1.412(16) . ?
C54 C67 1.433(14) . ?
C55 C56 1.444(16) . ?
C56 C61 1.376(17) . ?
C56 C57 1.403(16) . ?
C57 C58 1.37(2) . ?
C58 C59 1.38(2) . ?
C59 C60 1.38(2) . ?
C60 C61 1.412(17) . ?
C61 C62 1.493(18) . ?
C62 C63 1.339(18) . ?
C63 C64 1.380(19) . ?
C64 C65 1.397(18) . ?
C65 C66 1.420(16) . ?
C66 C67 1.390(16) . ?
C67 C68 1.476(15) . ?
C68 C69 1.444(14) . ?
C69 C74 1.406(16) . ?
C69 C70 1.440(16) . ?
C70 C71 1.365(16) . ?
C71 C72 1.390(19) . ?
C72 C73 1.385(19) . ?
C73 C74 1.399(16) . ?
C74 C75 1.391(17) . ?
C75 C76 1.386(15) . ?
C77 C78 1.398(18) . ?
C77 C82 1.423(18) . ?
C78 C79 1.407(17) . ?
C78 C85 1.507(18) . ?
C79 C80 1.39(2) . ?
C80 C81 1.38(2) . ?
C80 C84 1.507(19) . ?
C81 C82 1.411(19) . ?
C82 C83 1.52(2) . ?
C86 C87 1.430(15) . ?
C86 C91 1.450(15) . ?
C87 C88 1.362(18) . ?
C87 C93 1.546(16) . ?
C88 C89 1.382(18) . ?
C89 C90 1.372(17) . ?
C89 C94 1.518(19) . ?
C90 C91 1.376(17) . ?
C91 C92 1.496(16) . ?
C95 Cl1 1.748(17) . ?
C95 Cl2 1.761(17) . ?

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
C38 B1 C30 120.6(10) . . ?
C38 B1 C1 109.7(9) . . ?
C30 B1 C1 108.1(8) . . ?
C38 B1 N1 104.6(8) . . ?
C30 B1 N1 106.9(9) . . ?
C1 B1 N1 106.0(9) . . ?
C86 B2 C48 107.1(8) . . ?
C86 B2 C77 118.7(9) . . ?
C48 B2 C77 111.5(9) . . ?
C86 B2 N3 106.6(8) . . ?
C48 B2 N3 103.3(8) . . ?
C77 B2 N3 108.4(8) . . ?
C22 N1 C21 117.9(9) . . ?
C22 N1 B1 118.7(9) . . ?
C21 N1 B1 123.3(8) . . ?
C19 N2 C15 128.2(10) . . ?
C19 N2 C8 115.7(8) . . ?
C15 N2 C8 115.0(9) . . ?
C68 N3 C76 117.5(8) . . ?
C68 N3 B2 124.9(8) . . ?
C76 N3 B2 117.4(8) . . ?
C66 N4 C62 129.3(10) . . ?
C66 N4 C55 113.9(9) . . ?
C62 N4 C55 115.5(10) . . ?
C2 C1 C6 114.9(10) . . ?
C2 C1 B1 122.4(10) . . ?
C6 C1 B1 122.6(9) . . ?
C1 C2 C3 123.3(12) . . ?
C4 C3 C2 119.6(11) . . ?
C5 C4 C3 120.1(11) . . ?
C4 C5 C6 120.3(11) . . ?
C5 C6 C1 121.8(10) . . ?
C5 C6 C7 116.8(10) . . ?
C1 C6 C7 121.0(10) . . ?
C8 C7 C20 108.9(9) . . ?
C8 C7 C6 127.0(11) . . ?
C20 C7 C6 123.9(10) . . ?
N2 C8 C7 105.6(9) . . ?
N2 C8 C9 105.7(9) . . ?
C7 C8 C9 146.6(11) . . ?
C10 C9 C8 133.9(11) . . ?
C10 C9 C14 119.9(11) . . ?
C8 C9 C14 106.3(11) . . ?
C9 C10 C11 116.8(13) . . ?
C12 C11 C10 122.9(15) . . ?
C11 C12 C13 122.6(12) . . ?
C14 C13 C12 116.1(13) . . ?
C13 C14 C15 130.2(12) . . ?
C13 C14 C9 121.6(12) . . ?
C15 C14 C9 107.9(10) . . ?
N2 C15 C16 114.9(11) . . ?
N2 C15 C14 104.8(10) . . ?
C16 C15 C14 140.2(11) . . ?
C15 C16 C17 118.6(10) . . ?
C18 C17 C16 123.7(11) . . ?
C19 C18 C17 117.3(11) . . ?
N2 C19 C18 116.9(9) . . ?
N2 C19 C20 103.0(9) . . ?
C18 C19 C20 139.0(10) . . ?
C21 C20 C7 129.6(9) . . ?
C21 C20 C19 123.6(9) . . ?
C7 C20 C19 106.8(9) . . ?
N1 C21 C29 119.8(9) . . ?
N1 C21 C20 118.4(9) . . ?
C29 C21 C20 121.6(10) . . ?
C23 C22 N1 124.2(12) . . ?
C22 C23 C24 120.1(11) . . ?
C29 C24 C23 118.2(11) . . ?
C29 C24 C25 118.5(12) . . ?
C23 C24 C25 123.2(11) . . ?
C26 C25 C24 119.8(12) . . ?
C25 C26 C27 121.0(12) . . ?
C28 C27 C26 120.3(12) . . ?
C27 C28 C29 120.3(11) . . ?
C28 C29 C24 120.0(11) . . ?
C28 C29 C21 120.7(10) . . ?
C24 C29 C21 119.2(11) . . ?
C31 C30 C35 113.8(10) . . ?
C31 C30 B1 125.2(10) . . ?
C35 C30 B1 120.8(10) . . ?
C32 C31 C30 121.0(11) . . ?
C32 C31 C37 114.8(12) . . ?
C30 C31 C37 124.1(11) . . ?
C31 C32 C33 124.6(12) . . ?
C32 C33 C34 116.3(10) . . ?
C32 C33 C46 122.9(13) . . ?
C34 C33 C46 120.6(12) . . ?
C35 C34 C33 121.8(12) . . ?
C34 C35 C30 122.4(11) . . ?
C34 C35 C36 114.2(11) . . ?
C30 C35 C36 123.4(10) . . ?
C43 C38 C39 114.0(10) . . ?
C43 C38 B1 124.4(10) . . ?
C39 C38 B1 121.3(10) . . ?
C40 C39 C38 119.8(10) . . ?
C40 C39 C45 115.8(11) . . ?
C38 C39 C45 124.4(11) . . ?
C41 C40 C39 123.5(12) . . ?
C42 C41 C40 116.5(11) . . ?
C42 C41 C47 121.8(13) . . ?
C40 C41 C47 121.6(13) . . ?
C41 C42 C43 120.5(12) . . ?
C38 C43 C42 124.5(11) . . ?
C38 C43 C44 121.6(10) . . ?
C42 C43 C44 113.8(10) . . ?
C49 C48 C53 114.3(10) . . ?
C49 C48 B2 123.4(10) . . ?
C53 C48 B2 122.0(9) . . ?
C48 C49 C50 123.9(11) . . ?
C51 C50 C49 119.9(10) . . ?
C50 C51 C52 119.6(11) . . ?
C51 C52 C53 120.2(11) . . ?
C52 C53 C48 122.0(10) . . ?
C52 C53 C54 117.0(10) . . ?
C48 C53 C54 120.9(9) . . ?
C55 C54 C67 106.4(9) . . ?
C55 C54 C53 126.4(9) . . ?
C67 C54 C53 127.0(9) . . ?
N4 C55 C54 105.2(9) . . ?
N4 C55 C56 104.7(10) . . ?
C54 C55 C56 148.8(10) . . ?
C61 C56 C57 120.1(11) . . ?
C61 C56 C55 108.2(10) . . ?
C57 C56 C55 131.7(12) . . ?
C58 C57 C56 117.5(13) . . ?
C57 C58 C59 122.4(13) . . ?
C60 C59 C58 121.3(13) . . ?
C59 C60 C61 116.7(14) . . ?
C56 C61 C60 122.0(12) . . ?
C56 C61 C62 109.7(10) . . ?
C60 C61 C62 128.2(12) . . ?
C63 C62 N4 116.3(11) . . ?
C63 C62 C61 141.9(11) . . ?
N4 C62 C61 101.7(11) . . ?
C62 C63 C64 118.9(12) . . ?
C63 C64 C65 123.9(12) . . ?
C64 C65 C66 118.0(11) . . ?
N4 C66 C67 105.0(9) . . ?
N4 C66 C65 113.4(10) . . ?
C67 C66 C65 141.0(10) . . ?
C66 C67 C54 109.5(9) . . ?
C66 C67 C68 124.6(9) . . ?
C54 C67 C68 125.8(10) . . ?
N3 C68 C69 122.0(9) . . ?
N3 C68 C67 120.1(9) . . ?
C69 C68 C67 117.8(9) . . ?
C74 C69 C70 119.3(10) . . ?
C74 C69 C68 119.1(10) . . ?
C70 C69 C68 121.7(10) . . ?
C71 C70 C69 118.1(12) . . ?
C70 C71 C72 123.0(13) . . ?
C73 C72 C71 119.2(11) . . ?
C72 C73 C74 120.4(12) . . ?
C75 C74 C73 122.9(11) . . ?
C75 C74 C69 117.1(9) . . ?
C73 C74 C69 120.0(11) . . ?
C76 C75 C74 120.9(10) . . ?
N3 C76 C75 122.6(10) . . ?
C78 C77 C82 117.7(11) . . ?
C78 C77 B2 120.2(10) . . ?
C82 C77 B2 122.1(11) . . ?
C77 C78 C79 119.9(12) . . ?
C77 C78 C85 126.9(10) . . ?
C79 C78 C85 113.2(12) . . ?
C80 C79 C78 123.0(14) . . ?
C81 C80 C79 117.0(12) . . ?
C81 C80 C84 121.8(15) . . ?
C79 C80 C84 121.3(16) . . ?
C80 C81 C82 122.4(13) . . ?
C81 C82 C77 120.0(12) . . ?
C81 C82 C83 112.4(12) . . ?
C77 C82 C83 127.7(12) . . ?
C87 C86 C91 113.7(10) . . ?
C87 C86 B2 122.1(9) . . ?
C91 C86 B2 124.2(9) . . ?
C88 C87 C86 121.7(10) . . ?
C88 C87 C93 116.6(10) . . ?
C86 C87 C93 121.7(10) . . ?
C87 C88 C89 122.9(11) . . ?
C90 C89 C88 116.2(11) . . ?
C90 C89 C94 121.9(12) . . ?
C88 C89 C94 121.8(12) . . ?
C89 C90 C91 123.7(11) . . ?
C90 C91 C86 119.9(10) . . ?
C90 C91 C92 118.2(10) . . ?
C86 C91 C92 121.9(10) . . ?
Cl1 C95 Cl2 110.8(9) . . ?

_refine_diff_density_max         0.694
_refine_diff_density_min         -0.539
_refine_diff_density_rms         0.132

####################################################################### 
# 
# 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_b2b
_database_code_depnum_ccdc_archive 'CCDC 1839691'
_audit_update_record             
;
2018-04-26 deposited with the CCDC.
2018-11-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C86 H74 B2 N4'
_chemical_formula_weight         1185.11

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.296(6)
_cell_length_b                   18.788(10)
_cell_length_c                   19.886(11)
_cell_angle_alpha                111.16(2)
_cell_angle_beta                 90.63(2)
_cell_angle_gamma                97.62(2)
_cell_volume                     3204(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    5733
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      25.88

_exptl_crystal_description       Block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_F_000             1256
_exptl_transmission_factor_min   0.615
_exptl_transmission_factor_max   0.746
_exptl_crystal_size_max          0.326
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.070
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.977
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38712
_diffrn_reflns_av_unetI/netI     0.0959
_diffrn_reflns_av_R_equivalents  0.0822
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.201
_diffrn_reflns_theta_max         27.327
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             14058
_reflns_number_gt                8441
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0820P)²+1.4000P] 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         14058
_refine_ls_number_parameters     841
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1357
_refine_ls_R_factor_gt           0.0724
_refine_ls_wR_factor_ref         0.1855
_refine_ls_wR_factor_gt          0.1592
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.9838(2) 0.65333(12) 0.97007(11) 0.0236(5) Uani 1 1 d . . . . .
N2 N 0.9546(2) 0.91330(13) 1.07051(14) 0.0370(6) Uani 1 1 d . . . . .
N3 N 0.5513(2) 0.36115(11) 0.59061(11) 0.0207(5) Uani 1 1 d . . . . .
N4 N 0.5453(2) 0.10179(12) 0.45961(11) 0.0245(5) Uani 1 1 d . . . . .
B1 B 0.8171(3) 0.64075(16) 0.92639(15) 0.0205(6) Uani 1 1 d . . . . .
B2 B 0.3660(3) 0.33984(17) 0.57068(16) 0.0227(6) Uani 1 1 d . . . . .
C1 C 0.8409(3) 0.68285(15) 0.86666(14) 0.0245(6) Uani 1 1 d . . . . .
C2 C 0.7925(3) 0.64284(16) 0.79451(14) 0.0298(6) Uani 1 1 d . . . . .
H2A H 0.7575 0.5892 0.7792 0.036 Uiso 1 1 calc R U . . .
C3 C 0.7934(3) 0.67839(19) 0.74393(16) 0.0401(8) Uani 1 1 d . . . . .
H3A H 0.7576 0.6498 0.6954 0.048 Uiso 1 1 calc R U . . .
C4 C 0.8478(3) 0.75651(18) 0.76581(18) 0.0414(8) Uani 1 1 d . . . . .
H4A H 0.8522 0.7811 0.7316 0.050 Uiso 1 1 calc R U . . .
C5 C 0.8952(3) 0.79840(18) 0.83676(17) 0.0376(7) Uani 1 1 d . . . . .
H5A H 0.9312 0.8518 0.8509 0.045 Uiso 1 1 calc R U . . .
C6 C 0.8911(3) 0.76372(16) 0.88804(16) 0.0296(6) Uani 1 1 d . . . . .
C7 C 0.9303(3) 0.81402(15) 0.96400(15) 0.0289(6) Uani 1 1 d . . . . .
C8 C 1.0068(3) 0.79572(15) 1.01510(15) 0.0278(6) Uani 1 1 d . . . . .
C9 C 1.0640(3) 0.72512(15) 1.00555(14) 0.0262(6) Uani 1 1 d . . . . .
C10 C 1.2018(3) 0.73183(16) 1.03761(15) 0.0325(6) Uani 1 1 d . . . . .
H10A H 1.2574 0.7815 1.0598 0.039 Uiso 1 1 calc R U . . .
C11 C 1.2579(3) 0.66873(17) 1.03778(15) 0.0340(7) Uani 1 1 d . . . . .
H11A H 1.3523 0.6735 1.0591 0.041 Uiso 1 1 calc R U . . .
C12 C 1.1727(3) 0.59665(16) 1.00565(15) 0.0303(6) Uani 1 1 d . . . . .
H12A H 1.2066 0.5516 1.0068 0.036 Uiso 1 1 calc R U . . .
C13 C 1.0401(3) 0.59156(15) 0.97253(14) 0.0250(6) Uani 1 1 d . . . . .
H13A H 0.9845 0.5419 0.9500 0.030 Uiso 1 1 calc R U . . .
C14 C 0.8989(3) 0.89098(16) 1.00161(16) 0.0312(7) Uani 1 1 d . . . . .
C15 C 0.8189(3) 0.95073(17) 1.00083(18) 0.0383(7) Uani 1 1 d . . . . .
C16 C 0.7377(3) 0.96239(19) 0.9486(2) 0.0496(9) Uani 1 1 d . . . . .
H16A H 0.7271 0.9256 0.9006 0.059 Uiso 1 1 calc R U . . .
C17 C 0.6721(4) 1.0271(2) 0.9659(2) 0.0622(10) Uani 1 1 d . . . . .
H17A H 0.6162 1.0350 0.9295 0.075 Uiso 1 1 calc R U . . .
C18 C 0.6863(4) 1.0826(2) 1.0371(3) 0.0683(12) Uani 1 1 d . . . . .
H18A H 0.6394 1.1270 1.0478 0.082 Uiso 1 1 calc R U . . .
C19 C 0.7669(4) 1.0735(2) 1.0912(2) 0.0573(10) Uani 1 1 d . . . . .
H19A H 0.7767 1.1106 1.1391 0.069 Uiso 1 1 calc R U . . .
C20 C 0.8327(3) 1.00800(17) 1.07268(18) 0.0432(8) Uani 1 1 d . . . . .
C21 C 0.9215(3) 0.98216(16) 1.11894(19) 0.0419(8) Uani 1 1 d . . . . .
C22 C 0.9725(4) 1.0037(2) 1.1905(2) 0.0511(9) Uani 1 1 d . . . . .
H22A H 0.9561 1.0511 1.2261 0.061 Uiso 1 1 calc R U . . .
C23 C 1.0498(4) 0.9520(2) 1.20786(19) 0.0544(9) Uani 1 1 d . . . . .
H23A H 1.0871 0.9663 1.2563 0.065 Uiso 1 1 calc R U . . .
C24 C 1.0738(3) 0.88211(17) 1.15844(17) 0.0413(7) Uani 1 1 d . . . . .
H24A H 1.1237 0.8487 1.1732 0.050 Uiso 1 1 calc R U . . .
C25 C 1.0226(3) 0.86003(16) 1.08388(16) 0.0339(7) Uani 1 1 d . . . . .
C26 C 0.7191(2) 0.69081(14) 0.99111(13) 0.0216(5) Uani 1 1 d . . . . .
C27 C 0.7392(3) 0.69801(15) 1.06440(14) 0.0268(6) Uani 1 1 d . . . . .
C28 C 0.6839(3) 0.75505(17) 1.12028(15) 0.0342(7) Uani 1 1 d . . . . .
H28A H 0.7001 0.7581 1.1686 0.041 Uiso 1 1 calc R U . . .
C29 C 0.6064(3) 0.80717(16) 1.10762(16) 0.0355(7) Uani 1 1 d . . . . .
C30 C 0.5715(3) 0.79451(15) 1.03616(16) 0.0330(7) Uani 1 1 d . . . . .
H30A H 0.5114 0.8269 1.0258 0.040 Uiso 1 1 calc R U . . .
C31 C 0.6205(3) 0.73611(14) 0.97800(14) 0.0250(6) Uani 1 1 d . . . . .
C32 C 0.5557(3) 0.72389(18) 0.90383(16) 0.0372(7) Uani 1 1 d . . . . .
H32A H 0.4521 0.7288 0.9066 0.056 Uiso 1 1 calc R U . . .
H32B H 0.5673 0.6722 0.8702 0.056 Uiso 1 1 calc R U . . .
H32C H 0.6059 0.7627 0.8866 0.056 Uiso 1 1 calc R U . . .
C33 C 0.8149(3) 0.64327(18) 1.08698(16) 0.0372(7) Uani 1 1 d . . . . .
H33A H 0.7708 0.6371 1.1294 0.056 Uiso 1 1 calc R U . . .
H33B H 0.9182 0.6641 1.0989 0.056 Uiso 1 1 calc R U . . .
H33C H 0.8048 0.5930 1.0473 0.056 Uiso 1 1 calc R U . . .
C34 C 0.5566(4) 0.87291(19) 1.16892(19) 0.0591(10) Uani 1 1 d . . . . .
H34A H 0.5854 0.8698 1.2152 0.089 Uiso 1 1 calc R U . . .
H34B H 0.4505 0.8691 1.1641 0.089 Uiso 1 1 calc R U . . .
H34C H 0.6016 0.9223 1.1670 0.089 Uiso 1 1 calc R U . . .
C35 C 0.7666(3) 0.54622(14) 0.88435(13) 0.0210(5) Uani 1 1 d . . . . .
C36 C 0.8554(3) 0.49985(15) 0.83388(13) 0.0232(6) Uani 1 1 d . . . . .
C37 C 0.8160(3) 0.42009(15) 0.79914(14) 0.0278(6) Uani 1 1 d . . . . .
H37A H 0.8804 0.3921 0.7665 0.033 Uiso 1 1 calc R U . . .
C38 C 0.6881(3) 0.38007(15) 0.80994(14) 0.0280(6) Uani 1 1 d . . . . .
C39 C 0.5978(3) 0.42453(14) 0.85674(13) 0.0236(6) Uani 1 1 d . . . . .
H39A H 0.5078 0.3996 0.8652 0.028 Uiso 1 1 calc R U . . .
C40 C 0.6326(3) 0.50501(14) 0.89252(13) 0.0221(5) Uani 1 1 d . . . . .
C41 C 0.5144(3) 0.54394(15) 0.93640(15) 0.0284(6) Uani 1 1 d . . . . .
H41A H 0.4288 0.5055 0.9316 0.043 Uiso 1 1 calc R U . . .
H41B H 0.4880 0.5832 0.9188 0.043 Uiso 1 1 calc R U . . .
H41C H 0.5496 0.5684 0.9873 0.043 Uiso 1 1 calc R U . . .
C42 C 0.9988(3) 0.53169(16) 0.81208(15) 0.0322(6) Uani 1 1 d . . . . .
H42A H 0.9927 0.5206 0.7600 0.048 Uiso 1 1 calc R U . . .
H42B H 1.0773 0.5074 0.8240 0.048 Uiso 1 1 calc R U . . .
H42C H 1.0188 0.5876 0.8382 0.048 Uiso 1 1 calc R U . . .
C43 C 0.6461(3) 0.29346(16) 0.77097(17) 0.0427(8) Uani 1 1 d . . . . .
H43A H 0.6598 0.2799 0.7193 0.064 Uiso 1 1 calc R U . . .
H43B H 0.5439 0.2785 0.7778 0.064 Uiso 1 1 calc R U . . .
H43C H 0.7075 0.2662 0.7907 0.064 Uiso 1 1 calc R U . . .
C44 C 0.3049(2) 0.28622(14) 0.61712(13) 0.0218(5) Uani 1 1 d . . . . .
C45 C 0.1930(3) 0.30637(16) 0.66362(14) 0.0278(6) Uani 1 1 d . . . . .
H45A H 0.1594 0.3542 0.6716 0.033 Uiso 1 1 calc R U . . .
C46 C 0.1750(3) 0.19011(16) 0.68880(14) 0.0305(6) Uani 1 1 d . . . . .
H46A H 0.1321 0.1584 0.7133 0.037 Uiso 1 1 calc R U . . .
C47 C 0.1290(3) 0.25970(16) 0.69859(14) 0.0316(6) Uani 1 1 d . . . . .
H47A H 0.0529 0.2758 0.7295 0.038 Uiso 1 1 calc R U . . .
C48 C 0.2832(3) 0.16731(16) 0.64325(14) 0.0274(6) Uani 1 1 d . . . . .
H48A H 0.3154 0.1193 0.6359 0.033 Uiso 1 1 calc R U . . .
C49 C 0.3466(2) 0.21399(14) 0.60742(13) 0.0218(5) Uani 1 1 d . . . . .
C50 C 0.4487(3) 0.18201(14) 0.55306(13) 0.0221(5) Uani 1 1 d . . . . .
C51 C 0.5736(2) 0.22344(14) 0.53801(13) 0.0216(5) Uani 1 1 d . . . . .
C52 C 0.6358(3) 0.30438(14) 0.57323(13) 0.0219(5) Uani 1 1 d . . . . .
C53 C 0.7865(3) 0.32340(16) 0.58548(14) 0.0265(6) Uani 1 1 d . . . . .
H53A H 0.8446 0.2832 0.5749 0.032 Uiso 1 1 calc R U . . .
C54 C 0.8533(3) 0.39930(16) 0.61267(14) 0.0296(6) Uani 1 1 d . . . . .
H54A H 0.9562 0.4115 0.6200 0.035 Uiso 1 1 calc R U . . .
C55 C 0.7676(3) 0.45663(16) 0.62880(14) 0.0289(6) Uani 1 1 d . . . . .
H55A H 0.8095 0.5094 0.6474 0.035 Uiso 1 1 calc R U . . .
C56 C 0.6200(3) 0.43571(15) 0.61740(14) 0.0261(6) Uani 1 1 d . . . . .
H56A H 0.5613 0.4757 0.6289 0.031 Uiso 1 1 calc R U . . .
C57 C 0.4324(3) 0.10470(15) 0.50281(14) 0.0244(6) Uani 1 1 d . . . . .
C58 C 0.3422(3) 0.02965(15) 0.46821(14) 0.0265(6) Uani 1 1 d . . . . .
C59 C 0.2113(3) -0.00401(16) 0.48445(16) 0.0319(6) Uani 1 1 d . . . . .
H59A H 0.1640 0.0229 0.5262 0.038 Uiso 1 1 calc R U . . .
C60 C 0.1504(3) -0.07795(17) 0.43842(17) 0.0381(7) Uani 1 1 d . . . . .
H60A H 0.0605 -0.1006 0.4493 0.046 Uiso 1 1 calc R U . . .
C61 C 0.2171(3) -0.11952(17) 0.37721(18) 0.0444(8) Uani 1 1 d . . . . .
H61A H 0.1731 -0.1700 0.3474 0.053 Uiso 1 1 calc R U . . .
C62 C 0.3461(3) -0.08783(16) 0.35976(17) 0.0386(7) Uani 1 1 d . . . . .
H62A H 0.3922 -0.1159 0.3180 0.046 Uiso 1 1 calc R U . . .
C63 C 0.4086(3) -0.01332(16) 0.40459(15) 0.0294(6) Uani 1 1 d . . . . .
C64 C 0.5405(3) 0.03554(15) 0.39950(14) 0.0279(6) Uani 1 1 d . . . . .
C65 C 0.6481(3) 0.03619(17) 0.35391(16) 0.0376(7) Uani 1 1 d . . . . .
H65A H 0.6554 -0.0080 0.3121 0.045 Uiso 1 1 calc R U . . .
C66 C 0.7488(3) 0.10434(18) 0.37026(16) 0.0395(7) Uani 1 1 d . . . . .
H66A H 0.8254 0.1042 0.3390 0.047 Uiso 1 1 calc R U . . .
C67 C 0.7424(3) 0.17171(17) 0.42963(15) 0.0321(6) Uani 1 1 d . . . . .
H67A H 0.8101 0.2168 0.4371 0.039 Uiso 1 1 calc R U . . .
C68 C 0.6345(3) 0.17162(14) 0.47780(14) 0.0242(6) Uani 1 1 d . . . . .
C69 C 0.3541(3) 0.28845(15) 0.48173(13) 0.0234(6) Uani 1 1 d . . . . .
C70 C 0.2575(3) 0.21807(16) 0.44742(14) 0.0287(6) Uani 1 1 d . . . . .
C71 C 0.2766(3) 0.16717(18) 0.37752(16) 0.0399(7) Uani 1 1 d . . . . .
H71A H 0.2131 0.1196 0.3580 0.048 Uiso 1 1 calc R U . . .
C72 C 0.3845(4) 0.1838(2) 0.33620(16) 0.0442(8) Uani 1 1 d . . . . .
C73 C 0.4640(3) 0.2570(2) 0.36541(16) 0.0423(8) Uani 1 1 d . . . . .
H73A H 0.5319 0.2728 0.3364 0.051 Uiso 1 1 calc R U . . .
C74 C 0.4500(3) 0.30895(17) 0.43536(15) 0.0312(6) Uani 1 1 d . . . . .
C75 C 0.1246(3) 0.19373(19) 0.48105(17) 0.0423(8) Uani 1 1 d . . . . .
H75A H 0.0478 0.1652 0.4432 0.063 Uiso 1 1 calc R U . . .
H75B H 0.0904 0.2396 0.5153 0.063 Uiso 1 1 calc R U . . .
H75C H 0.1493 0.1606 0.5066 0.063 Uiso 1 1 calc R U . . .
C76 C 0.4084(4) 0.1267(2) 0.26162(18) 0.0695(12) Uani 1 1 d . . . . .
H76A H 0.4198 0.1536 0.2275 0.104 Uiso 1 1 calc R U . . .
H76B H 0.3245 0.0858 0.2452 0.104 Uiso 1 1 calc R U . . .
H76C H 0.4964 0.1040 0.2642 0.104 Uiso 1 1 calc R U . . .
C77 C 0.5367(3) 0.38948(19) 0.45667(17) 0.0474(8) Uani 1 1 d . . . . .
H77A H 0.5370 0.4060 0.4152 0.071 Uiso 1 1 calc R U . . .
H77B H 0.6369 0.3886 0.4719 0.071 Uiso 1 1 calc R U . . .
H77C H 0.4919 0.4257 0.4967 0.071 Uiso 1 1 calc R U . . .
C78 C 0.3032(3) 0.42289(15) 0.60086(14) 0.0264(6) Uani 1 1 d . . . . .
C79 C 0.2139(3) 0.44711(17) 0.55709(16) 0.0339(7) Uani 1 1 d . . . . .
C80 C 0.1659(3) 0.51863(18) 0.58584(19) 0.0399(8) Uani 1 1 d . . . . .
H80A H 0.1072 0.5332 0.5550 0.048 Uiso 1 1 calc R U . . .
C81 C 0.1980(3) 0.56988(18) 0.65618(19) 0.0409(8) Uani 1 1 d . . . . .
C82 C 0.2796(3) 0.54633(17) 0.70060(17) 0.0374(7) Uani 1 1 d . . . . .
H82A H 0.3026 0.5794 0.7495 0.045 Uiso 1 1 calc R U . . .
C83 C 0.3293(3) 0.47446(16) 0.67482(15) 0.0301(6) Uani 1 1 d . . . . .
C84 C 0.4116(3) 0.45855(17) 0.73315(15) 0.0347(7) Uani 1 1 d . . . . .
H84A H 0.4935 0.4999 0.7543 0.052 Uiso 1 1 calc R U . . .
H84B H 0.4482 0.4091 0.7118 0.052 Uiso 1 1 calc R U . . .
H84C H 0.3462 0.4564 0.7709 0.052 Uiso 1 1 calc R U . . .
C85 C 0.1639(4) 0.3989(2) 0.47844(18) 0.0532(9) Uani 1 1 d . . . . .
H85A H 0.0959 0.4250 0.4609 0.080 Uiso 1 1 calc R U . . .
H85B H 0.1155 0.3480 0.4750 0.080 Uiso 1 1 calc R U . . .
H85C H 0.2484 0.3929 0.4489 0.080 Uiso 1 1 calc R U . . .
C86 C 0.1498(4) 0.6483(2) 0.6844(2) 0.0631(11) Uani 1 1 d . . . . .
H86A H 0.1750 0.6750 0.6510 0.095 Uiso 1 1 calc R U . . .
H86B H 0.1987 0.6786 0.7320 0.095 Uiso 1 1 calc R U . . .
H86C H 0.0442 0.6424 0.6885 0.095 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 C13 1.351(3) . ?
N1 C9 1.381(3) . ?
N1 B1 1.713(3) . ?
N2 C25 1.352(3) . ?
N2 C14 1.354(4) . ?
N2 C21 1.382(4) . ?
N3 C52 1.355(3) . ?
N3 C56 1.367(3) . ?
N3 B2 1.724(3) . ?
N4 C57 1.358(3) . ?
N4 C64 1.375(3) . ?
N4 C68 1.379(3) . ?
B1 C1 1.650(4) . ?
B1 C26 1.658(4) . ?
B1 C35 1.665(4) . ?
B2 C78 1.646(4) . ?
B2 C44 1.650(4) . ?
B2 C69 1.676(4) . ?
C1 C2 1.394(4) . ?
C1 C6 1.431(4) . ?
C2 C3 1.393(4) . ?
C3 C4 1.392(4) . ?
C4 C5 1.377(4) . ?
C5 C6 1.393(4) . ?
C6 C7 1.474(4) . ?
C7 C8 1.399(4) . ?
C7 C14 1.439(4) . ?
C8 C9 1.444(4) . ?
C8 C25 1.452(4) . ?
C9 C10 1.394(4) . ?
C10 C11 1.358(4) . ?
C11 C12 1.396(4) . ?
C12 C13 1.367(4) . ?
C14 C15 1.431(4) . ?
C15 C16 1.374(4) . ?
C15 C20 1.437(4) . ?
C16 C17 1.366(5) . ?
C17 C18 1.416(6) . ?
C18 C19 1.378(5) . ?
C19 C20 1.379(4) . ?
C20 C21 1.475(5) . ?
C21 C22 1.389(5) . ?
C22 C23 1.416(5) . ?
C23 C24 1.374(5) . ?
C24 C25 1.444(4) . ?
C26 C31 1.412(3) . ?
C26 C27 1.422(4) . ?
C27 C28 1.395(4) . ?
C27 C33 1.507(4) . ?
C28 C29 1.379(4) . ?
C29 C30 1.381(4) . ?
C29 C34 1.518(4) . ?
C30 C31 1.406(4) . ?
C31 C32 1.513(4) . ?
C35 C40 1.420(3) . ?
C35 C36 1.423(3) . ?
C36 C37 1.399(4) . ?
C36 C42 1.520(3) . ?
C37 C38 1.383(4) . ?
C38 C39 1.382(4) . ?
C38 C43 1.522(4) . ?
C39 C40 1.409(4) . ?
C40 C41 1.509(3) . ?
C44 C45 1.397(3) . ?
C44 C49 1.408(3) . ?
C45 C47 1.385(4) . ?
C46 C48 1.368(4) . ?
C46 C47 1.377(4) . ?
C48 C49 1.396(3) . ?
C49 C50 1.461(3) . ?
C50 C51 1.407(3) . ?
C50 C57 1.422(4) . ?
C51 C68 1.422(4) . ?
C51 C52 1.458(4) . ?
C52 C53 1.395(3) . ?
C53 C54 1.383(4) . ?
C54 C55 1.372(4) . ?
C55 C56 1.369(4) . ?
C57 C58 1.462(4) . ?
C58 C59 1.392(4) . ?
C58 C63 1.430(4) . ?
C59 C60 1.396(4) . ?
C60 C61 1.391(4) . ?
C61 C62 1.372(4) . ?
C62 C63 1.402(4) . ?
C63 C64 1.458(4) . ?
C64 C65 1.359(4) . ?
C65 C66 1.413(4) . ?
C66 C67 1.394(4) . ?
C67 C68 1.395(4) . ?
C69 C74 1.406(4) . ?
C69 C70 1.428(4) . ?
C70 C71 1.403(4) . ?
C70 C75 1.507(4) . ?
C71 C72 1.378(4) . ?
C72 C73 1.384(5) . ?
C72 C76 1.524(5) . ?
C73 C74 1.401(4) . ?
C74 C77 1.524(4) . ?
C78 C79 1.423(4) . ?
C78 C83 1.436(4) . ?
C79 C80 1.393(4) . ?
C79 C85 1.527(5) . ?
C80 C81 1.384(5) . ?
C81 C82 1.381(4) . ?
C81 C86 1.507(4) . ?
C82 C83 1.404(4) . ?
C83 C84 1.521(4) . ?

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
C13 N1 C9 117.2(2) . . ?
C13 N1 B1 119.9(2) . . ?
C9 N1 B1 122.86(19) . . ?
C25 N2 C14 114.2(2) . . ?
C25 N2 C21 128.6(3) . . ?
C14 N2 C21 116.8(3) . . ?
C52 N3 C56 117.5(2) . . ?
C52 N3 B2 120.8(2) . . ?
C56 N3 B2 121.37(19) . . ?
C57 N4 C64 116.2(2) . . ?
C57 N4 C68 112.9(2) . . ?
C64 N4 C68 130.0(2) . . ?
C1 B1 C26 109.15(19) . . ?
C1 B1 C35 110.0(2) . . ?
C26 B1 C35 119.7(2) . . ?
C1 B1 N1 106.44(18) . . ?
C26 B1 N1 103.31(19) . . ?
C35 B1 N1 107.28(18) . . ?
C78 B2 C44 110.2(2) . . ?
C78 B2 C69 119.6(2) . . ?
C44 B2 C69 111.6(2) . . ?
C78 B2 N3 106.1(2) . . ?
C44 B2 N3 105.50(18) . . ?
C69 B2 N3 102.47(18) . . ?
C2 C1 C6 117.2(2) . . ?
C2 C1 B1 120.4(2) . . ?
C6 C1 B1 121.7(2) . . ?
C3 C2 C1 122.6(3) . . ?
C4 C3 C2 118.8(3) . . ?
C5 C4 C3 120.5(3) . . ?
C4 C5 C6 121.0(3) . . ?
C5 C6 C1 119.8(3) . . ?
C5 C6 C7 117.6(3) . . ?
C1 C6 C7 122.5(2) . . ?
C8 C7 C14 105.4(2) . . ?
C8 C7 C6 126.3(2) . . ?
C14 C7 C6 128.3(2) . . ?
C7 C8 C9 128.2(3) . . ?
C7 C8 C25 109.7(2) . . ?
C9 C8 C25 122.1(2) . . ?
N1 C9 C10 120.4(2) . . ?
N1 C9 C8 122.2(2) . . ?
C10 C9 C8 117.2(2) . . ?
C11 C10 C9 121.3(3) . . ?
C10 C11 C12 118.0(3) . . ?
C13 C12 C11 119.4(2) . . ?
N1 C13 C12 123.5(2) . . ?
N2 C14 C15 105.4(3) . . ?
N2 C14 C7 106.9(2) . . ?
C15 C14 C7 147.0(3) . . ?
C16 C15 C14 134.2(3) . . ?
C16 C15 C20 118.4(3) . . ?
C14 C15 C20 107.4(3) . . ?
C17 C16 C15 119.8(4) . . ?
C16 C17 C18 121.0(4) . . ?
C19 C18 C17 121.3(3) . . ?
C18 C19 C20 116.9(4) . . ?
C19 C20 C15 122.6(3) . . ?
C19 C20 C21 129.0(3) . . ?
C15 C20 C21 108.4(3) . . ?
N2 C21 C22 117.2(3) . . ?
N2 C21 C20 102.0(3) . . ?
C22 C21 C20 140.7(3) . . ?
C21 C22 C23 117.1(3) . . ?
C24 C23 C22 123.6(3) . . ?
C23 C24 C25 119.4(3) . . ?
N2 C25 C24 113.9(3) . . ?
N2 C25 C8 103.8(2) . . ?
C24 C25 C8 142.1(3) . . ?
C31 C26 C27 115.4(2) . . ?
C31 C26 B1 121.4(2) . . ?
C27 C26 B1 122.9(2) . . ?
C28 C27 C26 121.6(2) . . ?
C28 C27 C33 115.4(2) . . ?
C26 C27 C33 123.0(2) . . ?
C29 C28 C27 122.0(3) . . ?
C28 C29 C30 116.4(2) . . ?
C28 C29 C34 121.8(3) . . ?
C30 C29 C34 121.7(3) . . ?
C29 C30 C31 123.2(3) . . ?
C30 C31 C26 120.0(2) . . ?
C30 C31 C32 115.9(2) . . ?
C26 C31 C32 124.0(2) . . ?
C40 C35 C36 114.0(2) . . ?
C40 C35 B1 124.6(2) . . ?
C36 C35 B1 121.4(2) . . ?
C37 C36 C35 122.2(2) . . ?
C37 C36 C42 114.1(2) . . ?
C35 C36 C42 123.8(2) . . ?
C38 C37 C36 123.3(2) . . ?
C39 C38 C37 115.4(2) . . ?
C39 C38 C43 122.0(2) . . ?
C37 C38 C43 122.6(2) . . ?
C38 C39 C40 123.2(2) . . ?
C39 C40 C35 121.8(2) . . ?
C39 C40 C41 115.1(2) . . ?
C35 C40 C41 123.0(2) . . ?
C45 C44 C49 114.9(2) . . ?
C45 C44 B2 120.8(2) . . ?
C49 C44 B2 123.9(2) . . ?
C47 C45 C44 122.9(2) . . ?
C48 C46 C47 119.0(2) . . ?
C46 C47 C45 120.4(2) . . ?
C46 C48 C49 120.5(2) . . ?
C48 C49 C44 122.2(2) . . ?
C48 C49 C50 117.5(2) . . ?
C44 C49 C50 120.0(2) . . ?
C51 C50 C57 108.4(2) . . ?
C51 C50 C49 126.0(2) . . ?
C57 C50 C49 125.5(2) . . ?
C50 C51 C68 107.4(2) . . ?
C50 C51 C52 129.8(2) . . ?
C68 C51 C52 122.8(2) . . ?
N3 C52 C53 119.7(2) . . ?
N3 C52 C51 121.5(2) . . ?
C53 C52 C51 118.7(2) . . ?
C54 C53 C52 121.6(2) . . ?
C55 C54 C53 118.4(2) . . ?
C56 C55 C54 118.2(2) . . ?
N3 C56 C55 124.5(2) . . ?
N4 C57 C50 105.6(2) . . ?
N4 C57 C58 103.8(2) . . ?
C50 C57 C58 149.6(2) . . ?
C59 C58 C63 118.2(2) . . ?
C59 C58 C57 133.2(3) . . ?
C63 C58 C57 108.6(2) . . ?
C58 C59 C60 119.0(3) . . ?
C61 C60 C59 122.2(3) . . ?
C62 C61 C60 120.1(3) . . ?
C61 C62 C63 118.8(3) . . ?
C62 C63 C58 121.6(2) . . ?
C62 C63 C64 131.5(3) . . ?
C58 C63 C64 106.9(2) . . ?
C65 C64 N4 115.4(2) . . ?
C65 C64 C63 140.1(3) . . ?
N4 C64 C63 104.5(2) . . ?
C64 C65 C66 118.3(3) . . ?
C67 C66 C65 123.8(3) . . ?
C66 C67 C68 118.7(3) . . ?
N4 C68 C67 113.6(2) . . ?
N4 C68 C51 105.7(2) . . ?
C67 C68 C51 140.3(2) . . ?
C74 C69 C70 114.3(2) . . ?
C74 C69 B2 121.2(2) . . ?
C70 C69 B2 124.3(2) . . ?
C71 C70 C69 121.9(3) . . ?
C71 C70 C75 114.5(3) . . ?
C69 C70 C75 123.6(3) . . ?
C72 C71 C70 122.2(3) . . ?
C71 C72 C73 115.6(3) . . ?
C71 C72 C76 121.8(3) . . ?
C73 C72 C76 122.6(3) . . ?
C72 C73 C74 123.7(3) . . ?
C73 C74 C69 121.0(3) . . ?
C73 C74 C77 116.8(3) . . ?
C69 C74 C77 122.1(3) . . ?
C79 C78 C83 115.2(2) . . ?
C79 C78 B2 122.9(2) . . ?
C83 C78 B2 121.9(2) . . ?
C80 C79 C78 119.9(3) . . ?
C80 C79 C85 116.0(3) . . ?
C78 C79 C85 124.1(3) . . ?
C81 C80 C79 124.5(3) . . ?
C82 C81 C80 116.7(3) . . ?
C82 C81 C86 120.4(3) . . ?
C80 C81 C86 123.0(3) . . ?
C81 C82 C83 121.3(3) . . ?
C82 C83 C78 122.3(3) . . ?
C82 C83 C84 112.8(3) . . ?
C78 C83 C84 124.9(2) . . ?

_refine_diff_density_max         0.546
_refine_diff_density_min         -0.364
_refine_diff_density_rms         0.055

####################################################################### 
# 
# 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_B4a
_database_code_depnum_ccdc_archive 'CCDC 1839694'
_audit_update_record             
;
2018-04-26 deposited with the CCDC.
2018-11-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C45 H37 B N2 S'
_chemical_formula_weight         648.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   11.145(10)
_cell_length_b                   12.992(13)
_cell_length_c                   14.196(13)
_cell_angle_alpha                64.16(3)
_cell_angle_beta                 75.45(3)
_cell_angle_gamma                73.97(3)
_cell_volume                     1758(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    4256
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      24.70

_exptl_crystal_description       Block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_F_000             684
_exptl_transmission_factor_min   0.614
_exptl_transmission_factor_max   0.745
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.127
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.980
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25091
_diffrn_reflns_av_unetI/netI     0.1258
_diffrn_reflns_av_R_equivalents  0.1272
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.691
_diffrn_reflns_theta_max         27.276
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7700
_reflns_number_gt                4319
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0668P)²+0.0820P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.011(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7700
_refine_ls_number_parameters     449
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1388
_refine_ls_R_factor_gt           0.0651
_refine_ls_wR_factor_ref         0.1681
_refine_ls_wR_factor_gt          0.1416
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.21558(7) 0.61647(6) 0.25049(6) 0.0354(2) Uani 1 1 d . . . . .
N1 N 0.4284(2) 0.34569(19) 0.07541(16) 0.0299(5) Uani 1 1 d . . . . .
N2 N 0.4470(2) 0.5067(2) 0.28129(18) 0.0347(6) Uani 1 1 d . . . . .
C1 C 0.0919(2) 0.3424(2) 0.3260(2) 0.0279(6) Uani 1 1 d . . . . .
C2 C -0.0352(2) 0.3532(3) 0.3750(2) 0.0370(7) Uani 1 1 d . . . . .
H2 H -0.0549 0.3038 0.4473 0.044 Uiso 1 1 calc R U . . .
C3 C -0.1329(3) 0.4332(3) 0.3218(2) 0.0414(8) Uani 1 1 d . . . . .
H3 H -0.2178 0.4362 0.3566 0.050 Uiso 1 1 calc R U . . .
C4 C -0.1051(3) 0.5075(3) 0.2185(3) 0.0433(8) Uani 1 1 d . . . . .
H4 H -0.1708 0.5633 0.1819 0.052 Uiso 1 1 calc R U . . .
C5 C 0.0196(3) 0.5016(2) 0.1670(2) 0.0389(7) Uani 1 1 d . . . . .
H5 H 0.0379 0.5535 0.0955 0.047 Uiso 1 1 calc R U . . .
C6 C 0.1184(2) 0.4195(2) 0.2198(2) 0.0280(6) Uani 1 1 d . . . . .
C7 C 0.2508(2) 0.4132(2) 0.1620(2) 0.0277(6) Uani 1 1 d . . . . .
C8 C 0.2985(2) 0.3585(2) 0.0887(2) 0.0294(6) Uani 1 1 d . . . . .
C9 C 0.2580(3) 0.3144(2) 0.0298(2) 0.0390(7) Uani 1 1 d . . . . .
H9 H 0.1704 0.3213 0.0316 0.047 Uiso 1 1 calc R U . . .
C10 C 0.3475(3) 0.2603(3) -0.0313(2) 0.0456(8) Uani 1 1 d . . . . .
H10 H 0.3185 0.2323 -0.0716 0.055 Uiso 1 1 calc R U . . .
C11 C 0.4800(3) 0.2450(3) -0.0360(2) 0.0406(7) Uani 1 1 d . . . . .
H11 H 0.5381 0.2066 -0.0777 0.049 Uiso 1 1 calc R U . . .
C12 C 0.5222(3) 0.2869(2) 0.0210(2) 0.0330(7) Uani 1 1 d . . . . .
C13 C 0.6375(3) 0.2911(2) 0.0479(2) 0.0325(6) Uani 1 1 d . . . . .
C14 C 0.7642(3) 0.2397(3) 0.0247(2) 0.0407(8) Uani 1 1 d . . . . .
H14 H 0.7864 0.1974 -0.0194 0.049 Uiso 1 1 calc R U . . .
C15 C 0.8556(3) 0.2521(3) 0.0673(2) 0.0435(8) Uani 1 1 d . . . . .
H15 H 0.9412 0.2169 0.0530 0.052 Uiso 1 1 calc R U . . .
C16 C 0.8241(3) 0.3161(3) 0.1315(2) 0.0432(8) Uani 1 1 d . . . . .
H16 H 0.8892 0.3242 0.1585 0.052 Uiso 1 1 calc R U . . .
C17 C 0.7004(3) 0.3676(2) 0.1562(2) 0.0371(7) Uani 1 1 d . . . . .
H17 H 0.6804 0.4102 0.1999 0.045 Uiso 1 1 calc R U . . .
C18 C 0.6053(2) 0.3553(2) 0.1150(2) 0.0296(6) Uani 1 1 d . . . . .
C19 C 0.4682(2) 0.3886(2) 0.1318(2) 0.0283(6) Uani 1 1 d . . . . .
C20 C 0.3563(2) 0.4365(2) 0.1845(2) 0.0279(6) Uani 1 1 d . . . . .
C21 C 0.3514(2) 0.5091(2) 0.2412(2) 0.0281(6) Uani 1 1 d . . . . .
C22 C 0.4148(3) 0.5914(2) 0.3245(2) 0.0347(7) Uani 1 1 d . . . . .
C23 C 0.4940(3) 0.6118(3) 0.3740(3) 0.0546(9) Uani 1 1 d . . . . .
H23 H 0.5772 0.5673 0.3800 0.066 Uiso 1 1 calc R U . . .
C24 C 0.4503(4) 0.6979(3) 0.4145(3) 0.0663(11) Uani 1 1 d . . . . .
H24 H 0.5049 0.7128 0.4470 0.080 Uiso 1 1 calc R U . . .
C25 C 0.3269(3) 0.7629(3) 0.4081(3) 0.0562(9) Uani 1 1 d . . . . .
H25 H 0.2981 0.8193 0.4384 0.067 Uiso 1 1 calc R U . . .
C26 C 0.2460(3) 0.7461(3) 0.3581(2) 0.0435(8) Uani 1 1 d . . . . .
H26 H 0.1630 0.7912 0.3522 0.052 Uiso 1 1 calc R U . . .
C27 C 0.2918(3) 0.6589(2) 0.3161(2) 0.0327(7) Uani 1 1 d . . . . .
C28 C 0.1638(2) 0.1936(2) 0.5175(2) 0.0288(6) Uani 1 1 d . . . . .
C29 C 0.1450(2) 0.2754(2) 0.5645(2) 0.0331(7) Uani 1 1 d . . . . .
C30 C 0.1699(3) 0.3995(3) 0.4998(2) 0.0460(8) Uani 1 1 d . . . . .
H30A H 0.1177 0.4395 0.4431 0.069 Uiso 1 1 calc R U . . .
H30B H 0.2593 0.3963 0.4688 0.069 Uiso 1 1 calc R U . . .
H30C H 0.1487 0.4421 0.5461 0.069 Uiso 1 1 calc R U . . .
C31 C 0.1089(2) 0.2435(3) 0.6733(2) 0.0378(7) Uani 1 1 d . . . . .
H31 H 0.0974 0.2991 0.7029 0.045 Uiso 1 1 calc R U . . .
C32 C 0.0891(2) 0.1298(3) 0.7400(2) 0.0370(7) Uani 1 1 d . . . . .
C33 C 0.0451(3) 0.0982(3) 0.8567(2) 0.0586(10) Uani 1 1 d . . . . .
H33A H 0.0546 0.1590 0.8761 0.088 Uiso 1 1 calc R U . . .
H33B H 0.0960 0.0237 0.8967 0.088 Uiso 1 1 calc R U . . .
H33C H -0.0439 0.0914 0.8734 0.088 Uiso 1 1 calc R U . . .
C34 C 0.1125(2) 0.0479(3) 0.6950(2) 0.0359(7) Uani 1 1 d . . . . .
H34 H 0.1021 -0.0297 0.7398 0.043 Uiso 1 1 calc R U . . .
C35 C 0.1503(2) 0.0765(2) 0.5869(2) 0.0304(6) Uani 1 1 d . . . . .
C36 C 0.1743(3) -0.0216(2) 0.5486(2) 0.0397(7) Uani 1 1 d . . . . .
H36A H 0.1149 -0.0026 0.5003 0.059 Uiso 1 1 calc R U . . .
H36B H 0.1624 -0.0945 0.6095 0.059 Uiso 1 1 calc R U . . .
H36C H 0.2610 -0.0306 0.5115 0.059 Uiso 1 1 calc R U . . .
C37 C 0.2960(2) 0.1586(2) 0.33703(19) 0.0257(6) Uani 1 1 d . . . . .
C38 C 0.2662(2) 0.1075(2) 0.2768(2) 0.0291(6) Uani 1 1 d . . . . .
C39 C 0.1319(3) 0.1162(3) 0.2662(2) 0.0429(8) Uani 1 1 d . . . . .
H39A H 0.1319 0.0754 0.2221 0.064 Uiso 1 1 calc R U . . .
H39B H 0.0925 0.1983 0.2330 0.064 Uiso 1 1 calc R U . . .
H39C H 0.0841 0.0804 0.3364 0.064 Uiso 1 1 calc R U . . .
C40 C 0.3629(3) 0.0412(2) 0.2303(2) 0.0354(7) Uani 1 1 d . . . . .
H40 H 0.3413 0.0070 0.1914 0.042 Uiso 1 1 calc R U . . .
C41 C 0.4894(3) 0.0236(3) 0.2389(2) 0.0384(7) Uani 1 1 d . . . . .
C42 C 0.5905(3) -0.0474(3) 0.1844(3) 0.0618(10) Uani 1 1 d . . . . .
H42A H 0.6634 -0.0088 0.1509 0.093 Uiso 1 1 calc R U . . .
H42B H 0.5560 -0.0534 0.1303 0.093 Uiso 1 1 calc R U . . .
H42C H 0.6171 -0.1256 0.2369 0.093 Uiso 1 1 calc R U . . .
C43 C 0.5177(2) 0.0732(2) 0.2978(2) 0.0350(7) Uani 1 1 d . . . . .
H43 H 0.6034 0.0625 0.3046 0.042 Uiso 1 1 calc R U . . .
C44 C 0.4249(2) 0.1383(2) 0.3477(2) 0.0290(6) Uani 1 1 d . . . . .
C45 C 0.4650(2) 0.1877(3) 0.4117(2) 0.0377(7) Uani 1 1 d . . . . .
H45A H 0.5565 0.1843 0.3943 0.057 Uiso 1 1 calc R U . . .
H45B H 0.4430 0.1418 0.4874 0.057 Uiso 1 1 calc R U . . .
H45C H 0.4214 0.2689 0.3946 0.057 Uiso 1 1 calc R U . . .
B1 B 0.1885(3) 0.2328(3) 0.3934(2) 0.0276(7) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C27 1.731(3) . ?
S1 C21 1.774(3) . ?
N1 C19 1.360(3) . ?
N1 C8 1.384(4) . ?
N1 C12 1.392(3) . ?
N2 C21 1.316(3) . ?
N2 C22 1.406(3) . ?
C1 C6 1.409(4) . ?
C1 C2 1.411(4) . ?
C1 B1 1.608(4) . ?
C2 C3 1.394(4) . ?
C3 C4 1.372(4) . ?
C4 C5 1.396(4) . ?
C5 C6 1.407(4) . ?
C6 C7 1.497(4) . ?
C7 C8 1.424(4) . ?
C7 C20 1.432(4) . ?
C8 C9 1.407(4) . ?
C9 C10 1.397(4) . ?
C10 C11 1.423(4) . ?
C11 C12 1.375(4) . ?
C12 C13 1.451(4) . ?
C13 C14 1.409(4) . ?
C13 C18 1.443(4) . ?
C14 C15 1.385(4) . ?
C15 C16 1.408(4) . ?
C16 C17 1.386(4) . ?
C17 C18 1.407(4) . ?
C18 C19 1.457(4) . ?
C19 C20 1.418(4) . ?
C20 C21 1.467(4) . ?
C22 C23 1.395(4) . ?
C22 C27 1.410(4) . ?
C23 C24 1.392(4) . ?
C24 C25 1.404(5) . ?
C25 C26 1.390(4) . ?
C26 C27 1.419(4) . ?
C28 C29 1.430(4) . ?
C28 C35 1.433(4) . ?
C28 B1 1.579(4) . ?
C29 C31 1.393(4) . ?
C29 C30 1.532(4) . ?
C31 C32 1.407(4) . ?
C32 C34 1.402(4) . ?
C32 C33 1.505(4) . ?
C34 C35 1.392(4) . ?
C35 C36 1.527(4) . ?
C37 C44 1.422(4) . ?
C37 C38 1.428(4) . ?
C37 B1 1.599(4) . ?
C38 C40 1.402(4) . ?
C38 C39 1.512(4) . ?
C40 C41 1.392(4) . ?
C41 C43 1.390(4) . ?
C41 C42 1.526(4) . ?
C43 C44 1.399(4) . ?
C44 C45 1.519(4) . ?

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
C27 S1 C21 89.53(14) . . ?
C19 N1 C8 114.0(2) . . ?
C19 N1 C12 116.4(2) . . ?
C8 N1 C12 129.3(2) . . ?
C21 N2 C22 110.1(2) . . ?
C6 C1 C2 117.1(2) . . ?
C6 C1 B1 126.7(2) . . ?
C2 C1 B1 115.7(2) . . ?
C3 C2 C1 122.7(3) . . ?
C4 C3 C2 119.2(3) . . ?
C3 C4 C5 120.3(3) . . ?
C4 C5 C6 120.8(3) . . ?
C5 C6 C1 119.9(2) . . ?
C5 C6 C7 119.7(3) . . ?
C1 C6 C7 120.4(2) . . ?
C8 C7 C20 107.4(2) . . ?
C8 C7 C6 124.0(2) . . ?
C20 C7 C6 127.4(2) . . ?
N1 C8 C9 113.7(2) . . ?
N1 C8 C7 104.9(2) . . ?
C9 C8 C7 141.4(3) . . ?
C10 C9 C8 119.5(3) . . ?
C9 C10 C11 123.2(3) . . ?
C12 C11 C10 118.5(3) . . ?
C11 C12 N1 115.5(3) . . ?
C11 C12 C13 141.4(3) . . ?
N1 C12 C13 103.1(2) . . ?
C14 C13 C18 120.0(3) . . ?
C14 C13 C12 131.2(3) . . ?
C18 C13 C12 108.7(2) . . ?
C15 C14 C13 118.7(3) . . ?
C14 C15 C16 121.2(3) . . ?
C17 C16 C15 121.7(3) . . ?
C16 C17 C18 118.4(3) . . ?
C17 C18 C13 120.1(2) . . ?
C17 C18 C19 132.6(2) . . ?
C13 C18 C19 107.2(2) . . ?
N1 C19 C20 105.3(2) . . ?
N1 C19 C18 104.6(2) . . ?
C20 C19 C18 149.8(2) . . ?
C19 C20 C7 108.2(2) . . ?
C19 C20 C21 124.9(2) . . ?
C7 C20 C21 126.6(2) . . ?
N2 C21 C20 123.9(2) . . ?
N2 C21 S1 115.2(2) . . ?
C20 C21 S1 120.63(19) . . ?
C23 C22 N2 125.1(3) . . ?
C23 C22 C27 119.2(3) . . ?
N2 C22 C27 115.6(2) . . ?
C24 C23 C22 119.6(3) . . ?
C23 C24 C25 120.9(3) . . ?
C26 C25 C24 121.1(3) . . ?
C25 C26 C27 117.5(3) . . ?
C22 C27 C26 121.6(3) . . ?
C22 C27 S1 109.5(2) . . ?
C26 C27 S1 128.9(2) . . ?
C29 C28 C35 117.6(2) . . ?
C29 C28 B1 121.3(2) . . ?
C35 C28 B1 121.0(2) . . ?
C31 C29 C28 121.0(3) . . ?
C31 C29 C30 116.7(3) . . ?
C28 C29 C30 122.2(3) . . ?
C29 C31 C32 120.9(3) . . ?
C34 C32 C31 118.4(3) . . ?
C34 C32 C33 121.5(3) . . ?
C31 C32 C33 120.2(3) . . ?
C35 C34 C32 122.2(3) . . ?
C34 C35 C28 119.9(3) . . ?
C34 C35 C36 116.7(3) . . ?
C28 C35 C36 123.4(2) . . ?
C44 C37 C38 117.5(2) . . ?
C44 C37 B1 121.0(2) . . ?
C38 C37 B1 121.5(2) . . ?
C40 C38 C37 119.8(2) . . ?
C40 C38 C39 117.8(2) . . ?
C37 C38 C39 122.3(2) . . ?
C41 C40 C38 122.6(3) . . ?
C43 C41 C40 117.3(2) . . ?
C43 C41 C42 122.7(3) . . ?
C40 C41 C42 120.1(3) . . ?
C41 C43 C44 122.6(2) . . ?
C43 C44 C37 120.2(2) . . ?
C43 C44 C45 118.7(2) . . ?
C37 C44 C45 121.1(2) . . ?
C28 B1 C37 121.5(2) . . ?
C28 B1 C1 117.6(2) . . ?
C37 B1 C1 120.5(2) . . ?

_refine_diff_density_max         0.292
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.070

####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 1853312'
_audit_update_record             
;
2018-07-04 deposited with the CCDC.
2018-11-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H54 Ag6 S6'
_chemical_formula_weight         1182.25

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.4774(15)
_cell_length_b                   12.5886(17)
_cell_length_c                   16.437(3)
_cell_angle_alpha                71.344(4)
_cell_angle_beta                 87.354(6)
_cell_angle_gamma                71.435(5)
_cell_volume                     1943.4(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.2572
_cell_measurement_theta_max      27.4855

_exptl_crystal_description       cuboid
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.020
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1152
_exptl_absorpt_coefficient_mu    3.299
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.7274
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            26381
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_sigmaI/netI    0.0317
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_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         2.05
_diffrn_reflns_theta_max         27.49
_reflns_number_total             8897
_reflns_number_gt                7062
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0478P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8897
_refine_ls_number_parameters     328
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0348
_refine_ls_wR_factor_ref         0.0924
_refine_ls_wR_factor_gt          0.0785
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag1 Ag 0.54316(4) 0.83518(3) 0.79121(2) 0.05262(10) Uani 1 1 d . . .
Ag2 Ag 0.36802(4) 0.92341(3) 0.60662(3) 0.06299(12) Uani 1 1 d . . .
Ag3 Ag 0.68124(4) 0.85288(4) 0.60817(2) 0.06050(11) Uani 1 1 d . . .
Ag4 Ag 0.36206(4) 0.66768(3) 0.88877(3) 0.05911(11) Uani 1 1 d . . .
Ag5 Ag 0.53362(4) 0.64488(3) 0.71573(2) 0.05350(10) Uani 1 1 d . . .
Ag6 Ag 0.68031(4) 0.53173(4) 0.90515(2) 0.06103(12) Uani 1 1 d . . .
S1 S 0.31600(12) 0.87709(10) 0.82933(7) 0.0483(3) Uani 1 1 d . . .
S2 S 0.39005(12) 1.11515(10) 0.53647(8) 0.0514(3) Uani 1 1 d . . .
S3 S 0.76940(12) 0.80633(10) 0.75083(8) 0.0505(3) Uani 1 1 d . . .
S4 S 0.37482(11) 0.46510(9) 0.95304(7) 0.0455(2) Uani 1 1 d . . .
S5 S 0.30462(12) 0.74834(11) 0.66674(8) 0.0537(3) Uani 1 1 d . . .
S6 S 0.75943(12) 0.52750(10) 0.76730(8) 0.0519(3) Uani 1 1 d . . .
C1 C 0.3007(5) 0.9358(4) 0.9213(3) 0.0485(10) Uani 1 1 d . . .
C2 C 0.2880(8) 1.0635(5) 0.8859(4) 0.104(2) Uani 1 1 d . . .
H2A H 0.2802 1.0958 0.9322 0.156 Uiso 1 1 calc R . .
H2B H 0.2092 1.1050 0.8472 0.156 Uiso 1 1 calc R . .
H2C H 0.3665 1.0722 0.8556 0.156 Uiso 1 1 calc R . .
C3 C 0.1730(7) 0.9224(8) 0.9630(4) 0.117(3) Uani 1 1 d . . .
H3A H 0.1609 0.9518 1.0109 0.176 Uiso 1 1 calc R . .
H3B H 0.1793 0.8404 0.9827 0.176 Uiso 1 1 calc R . .
H3C H 0.0974 0.9666 0.9219 0.176 Uiso 1 1 calc R . .
C4 C 0.4202(3) 0.8703(3) 0.9855(2) 0.0774(16) Uani 1 1 d . . .
H4A H 0.4087 0.9033 1.0316 0.116 Uiso 1 1 calc R . .
H4B H 0.5010 0.8777 0.9577 0.116 Uiso 1 1 calc R . .
H4C H 0.4270 0.7882 1.0082 0.116 Uiso 1 1 calc R . .
C5 C 0.2554(3) 1.2213(3) 0.5747(2) 0.0543(11) Uani 1 1 d R . .
C6 C 0.3160(3) 1.2341(3) 0.6518(2) 0.112(3) Uani 1 1 d R . .
H6A H 0.2488 1.2887 0.6736 0.167 Uiso 1 1 d R . .
H6B H 0.3906 1.2633 0.6348 0.167 Uiso 1 1 d R . .
H6C H 0.3469 1.1584 0.6959 0.167 Uiso 1 1 d R . .
C7 C 0.1384(6) 1.1744(6) 0.6022(5) 0.120(3) Uani 1 1 d . . .
H7A H 0.0695 1.2304 0.6218 0.180 Uiso 1 1 calc R . .
H7B H 0.1693 1.1004 0.6480 0.180 Uiso 1 1 calc R . .
H7C H 0.1024 1.1628 0.5542 0.180 Uiso 1 1 calc R . .
C8 C 0.2082(3) 1.3396(3) 0.5042(2) 0.099(2) Uani 1 1 d . . .
H8A H 0.1384 1.3944 0.5243 0.149 Uiso 1 1 calc R . .
H8B H 0.1737 1.3301 0.4548 0.149 Uiso 1 1 calc R . .
H8C H 0.2826 1.3696 0.4888 0.149 Uiso 1 1 calc R . .
C9 C 0.8107(3) 0.9361(3) 0.7563(2) 0.0493(10) Uani 1 1 d R . .
C10 C 0.8363(3) 0.9181(3) 0.8510(2) 0.092(2) Uani 1 1 d R . .
H10A H 0.8579 0.9843 0.8562 0.137 Uiso 1 1 d R . .
H10B H 0.9103 0.8469 0.8753 0.137 Uiso 1 1 d R . .
H10C H 0.7569 0.9117 0.8810 0.137 Uiso 1 1 d R . .
C11 C 0.9356(6) 0.9413(6) 0.7057(5) 0.0835(19) Uani 1 1 d . . .
H11B H 0.921(7) 0.933(6) 0.645(5) 0.125 Uiso 1 1 d . . .
H11A H 0.957(7) 1.002(6) 0.715(4) 0.125 Uiso 1 1 d . . .
H11C H 1.003(7) 0.861(6) 0.737(4) 0.125 Uiso 1 1 d . . .
C12 C 0.6933(3) 1.0494(2) 0.71858(19) 0.0720(15) Uani 1 1 d . . .
H12A H 0.7167 1.1156 0.7221 0.108 Uiso 1 1 calc R . .
H12B H 0.6152 1.0441 0.7504 0.108 Uiso 1 1 calc R . .
H12C H 0.6741 1.0599 0.6595 0.108 Uiso 1 1 calc R . .
C13 C 0.2277(3) 0.4467(2) 0.90613(19) 0.0471(10) Uani 1 1 d R . .
C14 C 0.2766(3) 0.4065(2) 0.82900(19) 0.0808(18) Uani 1 1 d R . .
H14A H 0.2038 0.3959 0.8026 0.121 Uiso 1 1 d R . .
H14B H 0.3493 0.3330 0.8476 0.121 Uiso 1 1 d R . .
H14C H 0.3077 0.4654 0.7881 0.121 Uiso 1 1 d R . .
C15 C 0.1871(6) 0.3496(5) 0.9733(3) 0.0711(15) Uani 1 1 d . . .
H15A H 0.1112 0.3386 0.9506 0.107 Uiso 1 1 calc R . .
H15B H 0.1631 0.3720 1.0240 0.107 Uiso 1 1 calc R . .
H15C H 0.2613 0.2771 0.9877 0.107 Uiso 1 1 calc R . .
C16 C 0.1136(6) 0.5608(6) 0.8802(6) 0.092(2) Uani 1 1 d . . .
H16B H 0.129(8) 0.629(7) 0.843(5) 0.138 Uiso 1 1 d . . .
H16C H 0.076(8) 0.589(7) 0.930(5) 0.138 Uiso 1 1 d . . .
H16A H 0.031(8) 0.544(7) 0.869(5) 0.138 Uiso 1 1 d . . .
C17 C 0.2665(5) 0.7073(5) 0.5726(3) 0.0638(13) Uani 1 1 d . . .
C18 C 0.1809(10) 0.6306(7) 0.6036(4) 0.158(5) Uani 1 1 d . . .
H18A H 0.1586 0.6072 0.5574 0.237 Uiso 1 1 calc R . .
H18D H 0.0995 0.6733 0.6238 0.237 Uiso 1 1 calc R . .
H18B H 0.2289 0.5614 0.6498 0.237 Uiso 1 1 calc R . .
C19 C 0.1839(9) 0.8181(7) 0.5069(4) 0.127(3) Uani 1 1 d . . .
H19A H 0.1626 0.8002 0.4576 0.191 Uiso 1 1 calc R . .
H19B H 0.2338 0.8730 0.4899 0.191 Uiso 1 1 calc R . .
H19D H 0.1019 0.8526 0.5309 0.191 Uiso 1 1 calc R . .
C20 C 0.3893(3) 0.6551(3) 0.5341(2) 0.200(6) Uani 1 1 d . . .
H20A H 0.3657 0.6356 0.4862 0.300 Uiso 1 1 calc R . .
H20B H 0.4450 0.5846 0.5762 0.300 Uiso 1 1 calc R . .
H20C H 0.4378 0.7108 0.5146 0.300 Uiso 1 1 calc R . .
C21 C 0.7772(3) 0.3780(3) 0.7628(2) 0.0499(10) Uani 1 1 d R . .
C22 C 0.9049(3) 0.2937(3) 0.8168(2) 0.102(2) Uani 1 1 d R . .
H22A H 0.9181 0.2149 0.8161 0.153 Uiso 1 1 d R . .
H22B H 0.8965 0.2948 0.8750 0.153 Uiso 1 1 d R . .
H22C H 0.9807 0.3179 0.7936 0.153 Uiso 1 1 d R . .
C23 C 0.6575(6) 0.3398(5) 0.7958(4) 0.0871(19) Uani 1 1 d . . .
H23A H 0.6706 0.2624 0.7922 0.131 Uiso 1 1 calc R . .
H23B H 0.5776 0.3949 0.7616 0.131 Uiso 1 1 calc R . .
H23C H 0.6478 0.3375 0.8546 0.131 Uiso 1 1 calc R . .
C24 C 0.7922(8) 0.3831(6) 0.6695(4) 0.0849(19) Uani 1 1 d . . .
H24A H 0.800(7) 0.307(6) 0.665(4) 0.127 Uiso 1 1 d . . .
H24B H 0.873(7) 0.403(6) 0.655(5) 0.127 Uiso 1 1 d . . .
H24C H 0.687(7) 0.435(6) 0.651(4) 0.127 Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ag1 S1 2.3685(13) . ?
Ag1 S3 2.3774(13) . ?
Ag1 Ag5 3.0585(6) . ?
Ag1 Ag3 3.2510(7) . ?
Ag1 Ag4 3.2744(6) . ?
Ag1 Ag2 3.2965(7) . ?
Ag2 S2 2.3997(13) . ?
Ag2 S5 2.3986(13) . ?
Ag2 Ag3 3.1139(7) . ?
Ag2 Ag5 3.3033(7) . ?
Ag3 S3 2.3814(13) . ?
Ag3 S2 2.3943(12) 2_676 ?
Ag4 S4 2.3895(12) . ?
Ag4 S1 2.3922(12) . ?
Ag4 Ag6 3.2054(7) . ?
Ag4 Ag5 3.3355(7) . ?
Ag5 S5 2.3705(13) . ?
Ag5 S6 2.3786(13) . ?
Ag5 Ag6 3.2087(7) . ?
Ag6 S4 2.3851(12) 2_667 ?
Ag6 S6 2.3874(13) . ?
S1 C1 1.864(4) . ?
S2 C5 1.851(3) . ?
S2 Ag3 2.3943(13) 2_676 ?
S3 C9 1.848(3) . ?
S4 C13 1.864(3) . ?
S4 Ag6 2.3851(12) 2_667 ?
S5 C17 1.877(5) . ?
S6 C21 1.856(3) . ?
C1 C2 1.488(7) . ?
C1 C4 1.506(5) . ?
C1 C3 1.508(7) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C7 1.514(7) . ?
C5 C8 1.512(4) . ?
C5 C6 1.5191 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C12 1.522(4) . ?
C9 C10 1.5221 . ?
C9 C11 1.526(7) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11B 1.06(6) . ?
C11 H11A 0.92(7) . ?
C11 H11C 1.02(7) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C16 1.496(7) . ?
C13 C14 1.5200 . ?
C13 C15 1.523(5) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9601 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16B 0.94(7) . ?
C16 H16C 1.01(7) . ?
C16 H16A 1.00(7) . ?
C17 C20 1.463(6) . ?
C17 C18 1.481(8) . ?
C17 C19 1.488(8) . ?
C18 H18A 0.9600 . ?
C18 H18D 0.9600 . ?
C18 H18B 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19D 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C23 1.501(6) . ?
C21 C24 1.517(7) . ?
C21 C22 1.5190 . ?
C22 H22A 0.9601 . ?
C22 H22B 0.9601 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.97(6) . ?
C24 H24B 0.96(7) . ?
C24 H24C 1.09(7) . ?

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
S1 Ag1 S3 176.30(4) . . ?
S1 Ag1 Ag5 94.44(3) . . ?
S3 Ag1 Ag5 88.58(3) . . ?
S1 Ag1 Ag3 132.76(3) . . ?
S3 Ag1 Ag3 46.96(3) . . ?
Ag5 Ag1 Ag3 65.698(14) . . ?
S1 Ag1 Ag4 46.85(3) . . ?
S3 Ag1 Ag4 136.78(3) . . ?
Ag5 Ag1 Ag4 63.457(15) . . ?
Ag3 Ag1 Ag4 128.532(14) . . ?
S1 Ag1 Ag2 75.97(3) . . ?
S3 Ag1 Ag2 103.64(3) . . ?
Ag5 Ag1 Ag2 62.505(14) . . ?
Ag3 Ag1 Ag2 56.791(16) . . ?
Ag4 Ag1 Ag2 92.223(16) . . ?
S2 Ag2 S5 169.69(4) . . ?
S2 Ag2 Ag3 80.65(3) . . ?
S5 Ag2 Ag3 109.25(3) . . ?
S2 Ag2 Ag1 102.71(3) . . ?
S5 Ag2 Ag1 85.10(3) . . ?
Ag3 Ag2 Ag1 60.868(14) . . ?
S2 Ag2 Ag5 144.47(3) . . ?
S5 Ag2 Ag5 45.81(3) . . ?
Ag3 Ag2 Ag5 64.462(14) . . ?
Ag1 Ag2 Ag5 55.216(12) . . ?
S3 Ag3 S2 174.71(4) . 2_676 ?
S3 Ag3 Ag2 109.08(3) . . ?
S2 Ag3 Ag2 75.08(3) 2_676 . ?
S3 Ag3 Ag1 46.86(3) . . ?
S2 Ag3 Ag1 136.89(3) 2_676 . ?
Ag2 Ag3 Ag1 62.342(14) . . ?
S4 Ag4 S1 171.76(4) . . ?
S4 Ag4 Ag6 77.32(3) . . ?
S1 Ag4 Ag6 110.75(3) . . ?
S4 Ag4 Ag1 141.99(3) . . ?
S1 Ag4 Ag1 46.24(3) . . ?
Ag6 Ag4 Ag1 65.649(16) . . ?
S4 Ag4 Ag5 98.74(3) . . ?
S1 Ag4 Ag5 87.26(3) . . ?
Ag6 Ag4 Ag5 58.715(13) . . ?
Ag1 Ag4 Ag5 55.115(12) . . ?
S5 Ag5 S6 175.66(4) . . ?
S5 Ag5 Ag1 91.17(3) . . ?
S6 Ag5 Ag1 92.29(3) . . ?
S5 Ag5 Ag6 131.73(3) . . ?
S6 Ag5 Ag6 47.80(3) . . ?
Ag1 Ag5 Ag6 68.137(15) . . ?
S5 Ag5 Ag2 46.51(3) . . ?
S6 Ag5 Ag2 137.73(3) . . ?
Ag1 Ag5 Ag2 62.279(16) . . ?
Ag6 Ag5 Ag2 129.974(14) . . ?
S5 Ag5 Ag4 73.13(3) . . ?
S6 Ag5 Ag4 106.33(3) . . ?
Ag1 Ag5 Ag4 61.428(12) . . ?
Ag6 Ag5 Ag4 58.617(16) . . ?
Ag2 Ag5 Ag4 91.011(16) . . ?
S4 Ag6 S6 173.81(4) 2_667 . ?
S4 Ag6 Ag4 75.37(3) 2_667 . ?
S6 Ag6 Ag4 110.14(3) . . ?
S4 Ag6 Ag5 137.63(3) 2_667 . ?
S6 Ag6 Ag5 47.56(3) . . ?
Ag4 Ag6 Ag5 62.668(14) . . ?
C1 S1 Ag1 108.00(15) . . ?
C1 S1 Ag4 107.19(14) . . ?
Ag1 S1 Ag4 86.91(4) . . ?
C5 S2 Ag3 105.76(11) . 2_676 ?
C5 S2 Ag2 106.53(12) . . ?
Ag3 S2 Ag2 100.29(4) 2_676 . ?
C9 S3 Ag1 105.78(11) . . ?
C9 S3 Ag3 107.37(11) . . ?
Ag1 S3 Ag3 86.18(4) . . ?
C13 S4 Ag6 105.94(10) . 2_667 ?
C13 S4 Ag4 106.74(10) . . ?
Ag6 S4 Ag4 98.60(4) 2_667 . ?
C17 S5 Ag5 108.81(18) . . ?
C17 S5 Ag2 105.74(17) . . ?
Ag5 S5 Ag2 87.68(4) . . ?
C21 S6 Ag5 105.46(12) . . ?
C21 S6 Ag6 106.59(12) . . ?
Ag5 S6 Ag6 84.64(4) . . ?
C2 C1 C4 110.2(4) . . ?
C2 C1 C3 109.6(5) . . ?
C4 C1 C3 110.4(4) . . ?
C2 C1 S1 107.9(3) . . ?
C4 C1 S1 112.0(3) . . ?
C3 C1 S1 106.6(3) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C7 C5 C8 110.3(4) . . ?
C7 C5 C6 109.2(3) . . ?
C8 C5 C6 109.97(15) . . ?
C7 C5 S2 110.4(3) . . ?
C8 C5 S2 109.8(2) . . ?
C6 C5 S2 107.07(10) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C12 C9 C10 108.87(16) . . ?
C12 C9 C11 110.5(3) . . ?
C10 C9 C11 112.0(3) . . ?
C12 C9 S3 110.8(2) . . ?
C10 C9 S3 107.23(10) . . ?
C11 C9 S3 107.4(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11B 109(4) . . ?
C9 C11 H11A 104(5) . . ?
H11B C11 H11A 126(6) . . ?
C9 C11 H11C 102(4) . . ?
H11B C11 H11C 101(6) . . ?
H11A C11 H11C 112(6) . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C16 C13 C14 111.3(4) . . ?
C16 C13 C15 111.3(4) . . ?
C14 C13 C15 109.3(2) . . ?
C16 C13 S4 110.4(3) . . ?
C14 C13 S4 106.52(10) . . ?
C15 C13 S4 108.0(3) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16B 119(5) . . ?
C13 C16 H16C 113(5) . . ?
H16B C16 H16C 101(6) . . ?
C13 C16 H16A 108(4) . . ?
H16B C16 H16A 118(6) . . ?
H16C C16 H16A 94(6) . . ?
C20 C17 C18 114.7(6) . . ?
C20 C17 C19 108.5(5) . . ?
C18 C17 C19 107.6(6) . . ?
C20 C17 S5 112.0(3) . . ?
C18 C17 S5 106.4(4) . . ?
C19 C17 S5 107.3(4) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18D 109.5 . . ?
H18A C18 H18D 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18D C18 H18B 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19D 109.5 . . ?
H19A C19 H19D 109.5 . . ?
H19B C19 H19D 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C23 C21 C24 109.7(4) . . ?
C23 C21 C22 110.7(3) . . ?
C24 C21 C22 110.2(3) . . ?
C23 C21 S6 112.1(3) . . ?
C24 C21 S6 107.3(3) . . ?
C22 C21 S6 106.73(11) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109(4) . . ?
C21 C24 H24B 104(4) . . ?
H24A C24 H24B 112(6) . . ?
C21 C24 H24C 93(4) . . ?
H24A C24 H24C 104(5) . . ?
H24B C24 H24C 132(6) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.871
_refine_diff_density_min         -0.818
_refine_diff_density_rms         0.294
####################################################################### 
# 
# 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_b3a-sr
_database_code_depnum_ccdc_archive 'CCDC 1839693'
_audit_update_record             
;
2018-04-26 deposited with the CCDC.
2018-11-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6.96 H5.78 B0.15 N0.30'
_chemical_formula_weight         95.20

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   13.873(19)
_cell_length_b                   16.28(2)
_cell_length_c                   17.74(3)
_cell_angle_alpha                86.66(4)
_cell_angle_beta                 80.14(4)
_cell_angle_gamma                72.27(4)
_cell_volume                     3759(9)
_cell_formula_units_Z            27
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    3468
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      20.07

_exptl_crystal_description       Block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.135
_exptl_crystal_F_000             1360
_exptl_transmission_factor_min   0.578
_exptl_transmission_factor_max   0.745
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.065
_shelx_estimated_absorpt_T_min   0.990
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.990
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36686
_diffrn_reflns_av_unetI/netI     0.2715
_diffrn_reflns_av_R_equivalents  0.1446
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.214
_diffrn_reflns_theta_max         27.103
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measured_fraction_theta_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_point_group_measured_fraction_full 0.970
_reflns_number_total             16022
_reflns_number_gt                5488
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0660P)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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0079(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         16022
_refine_ls_number_parameters     914
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2272
_refine_ls_R_factor_gt           0.0807
_refine_ls_wR_factor_ref         0.2107
_refine_ls_wR_factor_gt          0.1706
_refine_ls_goodness_of_fit_ref   0.853
_refine_ls_restrained_S_all      0.853
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.6511(2) 0.55328(19) 0.79284(17) 0.0362(8) Uani 1 1 d . . . . .
N2 N 0.6179(2) 0.74785(18) 0.60178(17) 0.0366(8) Uani 1 1 d . . . . .
N3 N 0.7668(2) 1.06836(19) 0.11970(16) 0.0336(7) Uani 1 1 d . . . . .
N4 N 0.6936(2) 1.13147(18) 0.37285(16) 0.0321(7) Uani 1 1 d . . . . .
B1 B 0.6724(3) 0.4794(3) 0.7226(2) 0.0353(11) Uani 1 1 d . . . . .
B2 B 0.7795(3) 0.9633(3) 0.1499(2) 0.0307(10) Uani 1 1 d . . . . .
C1 C 0.5593(3) 0.4936(2) 0.6976(2) 0.0337(9) Uani 1 1 d . . . . .
C2 C 0.5129(3) 0.4270(2) 0.6983(2) 0.0440(10) Uani 1 1 d . . . . .
H2 H 0.5465 0.3721 0.7179 0.053 Uiso 1 1 calc R U . . .
C3 C 0.4220(3) 0.4373(3) 0.6720(2) 0.0554(12) Uani 1 1 d . . . . .
H3 H 0.3937 0.3907 0.6744 0.066 Uiso 1 1 calc R U . . .
C4 C 0.3734(3) 0.5144(3) 0.6429(2) 0.0568(12) Uani 1 1 d . . . . .
H4 H 0.3099 0.5229 0.6257 0.068 Uiso 1 1 calc R U . . .
C5 C 0.4170(3) 0.5811(3) 0.6383(2) 0.0451(10) Uani 1 1 d . . . . .
H5 H 0.3835 0.6345 0.6162 0.054 Uiso 1 1 calc R U . . .
C6 C 0.5079(3) 0.5723(2) 0.6650(2) 0.0355(9) Uani 1 1 d . . . . .
C7 C 0.5529(2) 0.6442(2) 0.65406(19) 0.0307(9) Uani 1 1 d . . . . .
C8 C 0.5636(3) 0.6928(2) 0.5860(2) 0.0365(10) Uani 1 1 d . . . . .
C9 C 0.5470(3) 0.6956(3) 0.5101(2) 0.0469(11) Uani 1 1 d . . . . .
H9 H 0.5104 0.6609 0.4940 0.056 Uiso 1 1 calc R U . . .
C10 C 0.5858(3) 0.7508(3) 0.4584(2) 0.0508(11) Uani 1 1 d . . . . .
H10 H 0.5718 0.7545 0.4076 0.061 Uiso 1 1 calc R U . . .
C11 C 0.6440(3) 0.8008(2) 0.4779(2) 0.0510(11) Uani 1 1 d . . . . .
H11 H 0.6706 0.8353 0.4399 0.061 Uiso 1 1 calc R U . . .
C12 C 0.6630(3) 0.8005(2) 0.5517(2) 0.0396(10) Uani 1 1 d . . . . .
C13 C 0.7196(3) 0.8309(2) 0.5984(2) 0.0407(10) Uani 1 1 d . . . . .
C14 C 0.7822(3) 0.8853(3) 0.5819(3) 0.0555(12) Uani 1 1 d . . . . .
H14 H 0.7923 0.9089 0.5320 0.067 Uiso 1 1 calc R U . . .
C15 C 0.8287(3) 0.9042(3) 0.6378(3) 0.0689(14) Uani 1 1 d . . . . .
H15 H 0.8704 0.9415 0.6269 0.083 Uiso 1 1 calc R U . . .
C16 C 0.8149(3) 0.8688(3) 0.7109(3) 0.0614(12) Uani 1 1 d . . . . .
H16 H 0.8472 0.8831 0.7492 0.074 Uiso 1 1 calc R U . . .
C17 C 0.7557(3) 0.8135(2) 0.7295(2) 0.0483(11) Uani 1 1 d . . . . .
H17 H 0.7489 0.7891 0.7793 0.058 Uiso 1 1 calc R U . . .
C18 C 0.7061(3) 0.7940(2) 0.6736(2) 0.0375(9) Uani 1 1 d . . . . .
C19 C 0.6409(2) 0.7398(2) 0.6729(2) 0.0334(9) Uani 1 1 d . . . . .
C20 C 0.5997(3) 0.6734(2) 0.7069(2) 0.0326(9) Uani 1 1 d . . . . .
C21 C 0.6128(2) 0.6401(2) 0.7833(2) 0.0352(9) Uani 1 1 d . . . . .
C22 C 0.5911(3) 0.6991(2) 0.8464(2) 0.0370(9) Uani 1 1 d . . . . .
C23 C 0.5418(3) 0.7889(2) 0.8385(2) 0.0383(10) Uani 1 1 d . . . . .
H23 H 0.5221 0.8113 0.7909 0.046 Uiso 1 1 calc R U . . .
C24 C 0.5222(3) 0.8434(3) 0.8991(2) 0.0493(11) Uani 1 1 d . . . . .
H24 H 0.4922 0.9035 0.8920 0.059 Uiso 1 1 calc R U . . .
C25 C 0.5449(3) 0.8132(3) 0.9701(3) 0.0590(12) Uani 1 1 d . . . . .
H25 H 0.5287 0.8518 1.0118 0.071 Uiso 1 1 calc R U . . .
C26 C 0.5916(3) 0.7262(3) 0.9801(2) 0.0623(13) Uani 1 1 d . . . . .
H26 H 0.6078 0.7050 1.0289 0.075 Uiso 1 1 calc R U . . .
C27 C 0.6156(3) 0.6682(3) 0.9179(2) 0.0475(11) Uani 1 1 d . . . . .
C28 C 0.6631(3) 0.5790(3) 0.9238(2) 0.0577(12) Uani 1 1 d . . . . .
H28 H 0.6852 0.5552 0.9704 0.069 Uiso 1 1 calc R U . . .
C29 C 0.6776(3) 0.5266(3) 0.8632(2) 0.0511(11) Uani 1 1 d . . . . .
H29 H 0.7086 0.4667 0.8702 0.061 Uiso 1 1 calc R U . . .
C30 C 0.7087(3) 0.3808(2) 0.7602(2) 0.0378(10) Uani 1 1 d . . . . .
C31 C 0.6437(3) 0.3500(2) 0.8187(2) 0.0385(10) Uani 1 1 d . . . . .
C32 C 0.5461(3) 0.4079(2) 0.8654(2) 0.0478(11) Uani 1 1 d . . . . .
H32A H 0.5314 0.4667 0.8445 0.072 Uiso 1 1 calc R U . . .
H32B H 0.5557 0.4086 0.9188 0.072 Uiso 1 1 calc R U . . .
H32C H 0.4886 0.3856 0.8629 0.072 Uiso 1 1 calc R U . . .
C33 C 0.6636(3) 0.2628(2) 0.8392(2) 0.0426(10) Uani 1 1 d . . . . .
H33 H 0.6180 0.2463 0.8792 0.051 Uiso 1 1 calc R U . . .
C34 C 0.7474(3) 0.1999(2) 0.8029(2) 0.0411(10) Uani 1 1 d . . . . .
C35 C 0.7641(3) 0.1050(2) 0.8210(2) 0.0545(12) Uani 1 1 d . . . . .
H35A H 0.7696 0.0740 0.7739 0.082 Uiso 1 1 calc R U . . .
H35B H 0.7060 0.0979 0.8580 0.082 Uiso 1 1 calc R U . . .
H35C H 0.8274 0.0817 0.8427 0.082 Uiso 1 1 calc R U . . .
C36 C 0.8145(3) 0.2291(2) 0.7502(2) 0.0462(11) Uani 1 1 d . . . . .
H36 H 0.8752 0.1879 0.7266 0.055 Uiso 1 1 calc R U . . .
C37 C 0.7992(3) 0.3159(2) 0.7292(2) 0.0421(10) Uani 1 1 d . . . . .
C38 C 0.8864(3) 0.3337(3) 0.6734(2) 0.0635(13) Uani 1 1 d . . . . .
H38A H 0.8662 0.3463 0.6227 0.095 Uiso 1 1 calc R U . . .
H38B H 0.9472 0.2830 0.6704 0.095 Uiso 1 1 calc R U . . .
H38C H 0.9023 0.3834 0.6910 0.095 Uiso 1 1 calc R U . . .
C39 C 0.7492(3) 0.5063(2) 0.6516(2) 0.0387(10) Uani 1 1 d . . . . .
C40 C 0.7443(3) 0.4889(2) 0.5748(2) 0.0448(11) Uani 1 1 d . . . . .
C41 C 0.6882(3) 0.4271(3) 0.5537(2) 0.0605(13) Uani 1 1 d . . . . .
H41A H 0.6174 0.4597 0.5490 0.091 Uiso 1 1 calc R U . . .
H41B H 0.6882 0.3830 0.5939 0.091 Uiso 1 1 calc R U . . .
H41C H 0.7234 0.3991 0.5049 0.091 Uiso 1 1 calc R U . . .
C42 C 0.7963(3) 0.5246(3) 0.5127(2) 0.0539(12) Uani 1 1 d . . . . .
H42 H 0.7909 0.5121 0.4623 0.065 Uiso 1 1 calc R U . . .
C43 C 0.8549(3) 0.5771(3) 0.5222(3) 0.0592(13) Uani 1 1 d . . . . .
C44 C 0.9072(4) 0.6169(3) 0.4548(3) 0.0952(19) Uani 1 1 d . . . . .
H44A H 0.9484 0.5716 0.4183 0.143 Uiso 1 1 calc R U . . .
H44B H 0.9517 0.6457 0.4724 0.143 Uiso 1 1 calc R U . . .
H44C H 0.8553 0.6591 0.4297 0.143 Uiso 1 1 calc R U . . .
C45 C 0.8680(3) 0.5877(3) 0.5954(3) 0.0581(13) Uani 1 1 d . . . . .
H45 H 0.9117 0.6203 0.6033 0.070 Uiso 1 1 calc R U . . .
C46 C 0.8190(3) 0.5519(2) 0.6597(2) 0.0461(11) Uani 1 1 d . . . . .
C47 C 0.8520(3) 0.5618(3) 0.7356(3) 0.0687(14) Uani 1 1 d . . . . .
H47A H 0.9234 0.5626 0.7263 0.103 Uiso 1 1 calc R U . . .
H47B H 0.8460 0.5131 0.7694 0.103 Uiso 1 1 calc R U . . .
H47C H 0.8079 0.6158 0.7599 0.103 Uiso 1 1 calc R U . . .
C48 C 0.6624(3) 0.9609(2) 0.1845(2) 0.0314(9) Uani 1 1 d . . . . .
C49 C 0.6199(3) 0.9001(2) 0.1587(2) 0.0416(10) Uani 1 1 d . . . . .
H49 H 0.6580 0.8646 0.1165 0.050 Uiso 1 1 calc R U . . .
C50 C 0.5264(3) 0.8900(3) 0.1916(2) 0.0508(11) Uani 1 1 d . . . . .
H50 H 0.5028 0.8466 0.1741 0.061 Uiso 1 1 calc R U . . .
C51 C 0.4676(3) 0.9445(3) 0.2508(2) 0.0549(12) Uani 1 1 d . . . . .
H51 H 0.4016 0.9406 0.2724 0.066 Uiso 1 1 calc R U . . .
C52 C 0.5055(3) 1.0051(2) 0.2784(2) 0.0434(10) Uani 1 1 d . . . . .
H52 H 0.4652 1.0416 0.3193 0.052 Uiso 1 1 calc R U . . .
C53 C 0.6012(3) 1.0128(2) 0.2470(2) 0.0338(9) Uani 1 1 d . . . . .
C54 C 0.6419(2) 1.0714(2) 0.28436(19) 0.0295(9) Uani 1 1 d . . . . .
C55 C 0.6372(2) 1.0772(2) 0.3639(2) 0.0304(9) Uani 1 1 d . . . . .
C56 C 0.6016(3) 1.0419(2) 0.4331(2) 0.0419(10) Uani 1 1 d . . . . .
H56 H 0.5600 1.0049 0.4338 0.050 Uiso 1 1 calc R U . . .
C57 C 0.6276(3) 1.0614(3) 0.5006(2) 0.0498(11) Uani 1 1 d . . . . .
H57 H 0.6018 1.0376 0.5470 0.060 Uiso 1 1 calc R U . . .
C58 C 0.6896(3) 1.1143(3) 0.5039(2) 0.0468(11) Uani 1 1 d . . . . .
H58 H 0.7061 1.1253 0.5514 0.056 Uiso 1 1 calc R U . . .
C59 C 0.7264(3) 1.1502(2) 0.4371(2) 0.0392(10) Uani 1 1 d . . . . .
C60 C 0.7943(3) 1.2014(2) 0.4087(2) 0.0401(10) Uani 1 1 d . . . . .
C61 C 0.8508(3) 1.2386(3) 0.4462(2) 0.0525(12) Uani 1 1 d . . . . .
H61 H 0.8476 1.2328 0.5001 0.063 Uiso 1 1 calc R U . . .
C62 C 0.9110(3) 1.2834(3) 0.4046(3) 0.0665(14) Uani 1 1 d . . . . .
H62 H 0.9500 1.3090 0.4296 0.080 Uiso 1 1 calc R U . . .
C63 C 0.9153(3) 1.2917(3) 0.3255(3) 0.0589(13) Uani 1 1 d . . . . .
H63 H 0.9572 1.3233 0.2976 0.071 Uiso 1 1 calc R U . . .
C64 C 0.8606(3) 1.2556(2) 0.2864(2) 0.0464(11) Uani 1 1 d . . . . .
H64 H 0.8646 1.2623 0.2325 0.056 Uiso 1 1 calc R U . . .
C65 C 0.7990(3) 1.2089(2) 0.3279(2) 0.0333(9) Uani 1 1 d . . . . .
C66 C 0.7338(3) 1.1620(2) 0.3061(2) 0.0348(9) Uani 1 1 d . . . . .
C67 C 0.7013(2) 1.1242(2) 0.24896(19) 0.0296(9) Uani 1 1 d . . . . .
C68 C 0.7264(2) 1.1376(2) 0.1667(2) 0.0318(9) Uani 1 1 d . . . . .
C69 C 0.7125(2) 1.2237(2) 0.1376(2) 0.0324(9) Uani 1 1 d . . . . .
C70 C 0.6623(2) 1.2977(2) 0.1846(2) 0.0382(10) Uani 1 1 d . . . . .
H70 H 0.6369 1.2905 0.2370 0.046 Uiso 1 1 calc R U . . .
C71 C 0.6505(3) 1.3791(3) 0.1547(2) 0.0513(11) Uani 1 1 d . . . . .
H71 H 0.6194 1.4276 0.1872 0.062 Uiso 1 1 calc R U . . .
C72 C 0.6834(3) 1.3918(3) 0.0772(3) 0.0687(14) Uani 1 1 d . . . . .
H72 H 0.6737 1.4485 0.0570 0.082 Uiso 1 1 calc R U . . .
C73 C 0.7298(3) 1.3218(3) 0.0305(2) 0.0603(12) Uani 1 1 d . . . . .
H73 H 0.7520 1.3305 -0.0222 0.072 Uiso 1 1 calc R U . . .
C74 C 0.7450(3) 1.2369(3) 0.0598(2) 0.0413(10) Uani 1 1 d . . . . .
C75 C 0.7939(3) 1.1631(3) 0.0144(2) 0.0458(10) Uani 1 1 d . . . . .
H75 H 0.8208 1.1696 -0.0378 0.055 Uiso 1 1 calc R U . . .
C76 C 0.8032(3) 1.0829(3) 0.0443(2) 0.0419(10) Uani 1 1 d . . . . .
H76 H 0.8362 1.0345 0.0119 0.050 Uiso 1 1 calc R U . . .
C77 C 0.8274(3) 0.8998(2) 0.0737(2) 0.0354(9) Uani 1 1 d . . . . .
C78 C 0.9195(3) 0.8303(2) 0.0671(2) 0.0387(10) Uani 1 1 d . . . . .
C79 C 0.9910(3) 0.8093(2) 0.1265(2) 0.0510(12) Uani 1 1 d . . . . .
H79A H 1.0529 0.7626 0.1076 0.077 Uiso 1 1 calc R U . . .
H79B H 0.9561 0.7910 0.1744 0.077 Uiso 1 1 calc R U . . .
H79C H 1.0100 0.8606 0.1358 0.077 Uiso 1 1 calc R U . . .
C80 C 0.9516(3) 0.7765(3) 0.0033(2) 0.0476(11) Uani 1 1 d . . . . .
H80 H 1.0160 0.7332 0.0004 0.057 Uiso 1 1 calc R U . . .
C81 C 0.8983(3) 0.7814(3) -0.0546(2) 0.0516(12) Uani 1 1 d . . . . .
C82 C 0.9340(4) 0.7190(3) -0.1221(3) 0.0834(17) Uani 1 1 d . . . . .
H82A H 0.9397 0.7515 -0.1701 0.125 Uiso 1 1 calc R U . . .
H82B H 0.8842 0.6874 -0.1224 0.125 Uiso 1 1 calc R U . . .
H82C H 1.0010 0.6781 -0.1171 0.125 Uiso 1 1 calc R U . . .
C83 C 0.8093(3) 0.8492(3) -0.0510(2) 0.0476(11) Uani 1 1 d . . . . .
H83 H 0.7707 0.8579 -0.0917 0.057 Uiso 1 1 calc R U . . .
C84 C 0.7742(3) 0.9057(2) 0.0111(2) 0.0384(10) Uani 1 1 d . . . . .
C85 C 0.6767(3) 0.9756(2) 0.0033(2) 0.0460(10) Uani 1 1 d . . . . .
H85A H 0.6870 1.0084 -0.0439 0.069 Uiso 1 1 calc R U . . .
H85B H 0.6575 1.0143 0.0473 0.069 Uiso 1 1 calc R U . . .
H85C H 0.6219 0.9497 0.0015 0.069 Uiso 1 1 calc R U . . .
C86 C 0.8471(2) 0.9499(2) 0.21973(19) 0.0293(9) Uani 1 1 d . . . . .
C87 C 0.9197(3) 0.9943(2) 0.2248(2) 0.0375(10) Uani 1 1 d . . . . .
C88 C 0.9617(3) 1.0446(2) 0.1589(2) 0.0506(11) Uani 1 1 d . . . . .
H88A H 0.9659 1.0169 0.1104 0.076 Uiso 1 1 calc R U . . .
H88B H 1.0302 1.0453 0.1653 0.076 Uiso 1 1 calc R U . . .
H88C H 0.9160 1.1039 0.1588 0.076 Uiso 1 1 calc R U . . .
C89 C 0.9629(3) 0.9896(3) 0.2907(2) 0.0461(11) Uani 1 1 d . . . . .
H89 H 1.0087 1.0220 0.2933 0.055 Uiso 1 1 calc R U . . .
C90 C 0.9410(3) 0.9388(3) 0.3525(2) 0.0477(11) Uani 1 1 d . . . . .
C91 C 0.9891(3) 0.9365(3) 0.4229(2) 0.0805(16) Uani 1 1 d . . . . .
H91A H 1.0629 0.9275 0.4078 0.121 Uiso 1 1 calc R U . . .
H91B H 0.9778 0.8892 0.4565 0.121 Uiso 1 1 calc R U . . .
H91C H 0.9578 0.9913 0.4501 0.121 Uiso 1 1 calc R U . . .
C92 C 0.8785(3) 0.8896(3) 0.3445(2) 0.0442(10) Uani 1 1 d . . . . .
H92 H 0.8662 0.8515 0.3851 0.053 Uiso 1 1 calc R U . . .
C93 C 0.8331(2) 0.8926(2) 0.2816(2) 0.0330(9) Uani 1 1 d . . . . .
C94 C 0.7737(3) 0.8270(2) 0.2788(2) 0.0508(11) Uani 1 1 d . . . . .
H94A H 0.7799 0.8101 0.2256 0.076 Uiso 1 1 calc R U . . .
H94B H 0.7012 0.8534 0.2997 0.076 Uiso 1 1 calc R U . . .
H94C H 0.8022 0.7760 0.3092 0.076 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 C21 1.361(5) . ?
N1 C29 1.370(5) . ?
N1 B1 1.709(5) . ?
N2 C19 1.343(4) . ?
N2 C8 1.400(5) . ?
N2 C12 1.401(5) . ?
N3 C68 1.358(4) . ?
N3 C76 1.379(5) . ?
N3 B2 1.728(5) . ?
N4 C66 1.354(5) . ?
N4 C55 1.377(4) . ?
N4 C59 1.379(5) . ?
B1 C39 1.635(6) . ?
B1 C1 1.648(6) . ?
B1 C30 1.665(6) . ?
B2 C86 1.644(5) . ?
B2 C48 1.648(5) . ?
B2 C77 1.665(5) . ?
C1 C6 1.409(5) . ?
C1 C2 1.417(5) . ?
C2 C3 1.379(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.350(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.386(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.385(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.475(5) . ?
C7 C20 1.405(5) . ?
C7 C8 1.415(5) . ?
C8 C9 1.401(5) . ?
C9 C10 1.403(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.401(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.378(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.434(5) . ?
C13 C14 1.405(5) . ?
C13 C18 1.437(5) . ?
C14 C15 1.367(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.394(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.385(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.399(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.446(5) . ?
C19 C20 1.428(5) . ?
C20 C21 1.450(5) . ?
C21 C22 1.449(5) . ?
C22 C27 1.395(5) . ?
C22 C23 1.422(5) . ?
C23 C24 1.372(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.378(6) . ?
C24 H24 0.9500 . ?
C25 C26 1.380(6) . ?
C25 H25 0.9500 . ?
C26 C27 1.423(5) . ?
C26 H26 0.9500 . ?
C27 C28 1.405(6) . ?
C28 C29 1.361(5) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C30 C37 1.421(5) . ?
C30 C31 1.427(5) . ?
C31 C33 1.400(5) . ?
C31 C32 1.529(5) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.382(5) . ?
C33 H33 0.9500 . ?
C34 C36 1.373(5) . ?
C34 C35 1.514(5) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 C37 1.400(5) . ?
C36 H36 0.9500 . ?
C37 C38 1.516(5) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 C46 1.417(5) . ?
C39 C40 1.424(5) . ?
C40 C42 1.407(5) . ?
C40 C41 1.543(5) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 C43 1.381(6) . ?
C42 H42 0.9500 . ?
C43 C45 1.369(6) . ?
C43 C44 1.508(6) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 C46 1.415(6) . ?
C45 H45 0.9500 . ?
C46 C47 1.527(6) . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 C53 1.419(5) . ?
C48 C49 1.426(5) . ?
C49 C50 1.382(5) . ?
C49 H49 0.9500 . ?
C50 C51 1.388(5) . ?
C50 H50 0.9500 . ?
C51 C52 1.397(5) . ?
C51 H51 0.9500 . ?
C52 C53 1.389(5) . ?
C52 H52 0.9500 . ?
C53 C54 1.482(5) . ?
C54 C55 1.409(5) . ?
C54 C67 1.416(5) . ?
C55 C56 1.402(5) . ?
C56 C57 1.388(5) . ?
C56 H56 0.9500 . ?
C57 C58 1.401(5) . ?
C57 H57 0.9500 . ?
C58 C59 1.378(5) . ?
C58 H58 0.9500 . ?
C59 C60 1.450(5) . ?
C60 C61 1.393(5) . ?
C60 C65 1.424(5) . ?
C61 C62 1.369(6) . ?
C61 H61 0.9500 . ?
C62 C63 1.394(6) . ?
C62 H62 0.9500 . ?
C63 C64 1.378(5) . ?
C63 H63 0.9500 . ?
C64 C65 1.402(5) . ?
C64 H64 0.9500 . ?
C65 C66 1.458(5) . ?
C66 C67 1.416(5) . ?
C67 C68 1.461(5) . ?
C68 C69 1.433(5) . ?
C69 C74 1.402(5) . ?
C69 C70 1.427(5) . ?
C70 C71 1.370(5) . ?
C70 H70 0.9500 . ?
C71 C72 1.396(6) . ?
C71 H71 0.9500 . ?
C72 C73 1.370(5) . ?
C72 H72 0.9500 . ?
C73 C74 1.415(6) . ?
C73 H73 0.9500 . ?
C74 C75 1.407(5) . ?
C75 C76 1.359(5) . ?
C75 H75 0.9500 . ?
C76 H76 0.9500 . ?
C77 C78 1.417(5) . ?
C77 C84 1.418(5) . ?
C78 C80 1.397(5) . ?
C78 C79 1.523(5) . ?
C79 H79A 0.9800 . ?
C79 H79B 0.9800 . ?
C79 H79C 0.9800 . ?
C80 C81 1.350(5) . ?
C80 H80 0.9500 . ?
C81 C83 1.378(5) . ?
C81 C82 1.531(5) . ?
C82 H82A 0.9800 . ?
C82 H82B 0.9800 . ?
C82 H82C 0.9800 . ?
C83 C84 1.399(5) . ?
C83 H83 0.9500 . ?
C84 C85 1.501(5) . ?
C85 H85A 0.9800 . ?
C85 H85B 0.9800 . ?
C85 H85C 0.9800 . ?
C86 C93 1.424(5) . ?
C86 C87 1.424(5) . ?
C87 C89 1.390(5) . ?
C87 C88 1.523(5) . ?
C88 H88A 0.9800 . ?
C88 H88B 0.9800 . ?
C88 H88C 0.9800 . ?
C89 C90 1.382(6) . ?
C89 H89 0.9500 . ?
C90 C92 1.374(5) . ?
C90 C91 1.507(6) . ?
C91 H91A 0.9800 . ?
C91 H91B 0.9800 . ?
C91 H91C 0.9800 . ?
C92 C93 1.364(5) . ?
C92 H92 0.9500 . ?
C93 C94 1.542(5) . ?
C94 H94A 0.9800 . ?
C94 H94B 0.9800 . ?
C94 H94C 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
C21 N1 C29 115.7(3) . . ?
C21 N1 B1 124.2(3) . . ?
C29 N1 B1 120.0(3) . . ?
C19 N2 C8 114.3(3) . . ?
C19 N2 C12 115.8(3) . . ?
C8 N2 C12 129.3(3) . . ?
C68 N3 C76 117.8(3) . . ?
C68 N3 B2 123.7(3) . . ?
C76 N3 B2 118.4(3) . . ?
C66 N4 C55 113.9(3) . . ?
C66 N4 C59 115.3(3) . . ?
C55 N4 C59 130.2(3) . . ?
C39 B1 C1 109.9(3) . . ?
C39 B1 C30 118.8(3) . . ?
C1 B1 C30 107.4(3) . . ?
C39 B1 N1 106.1(3) . . ?
C1 B1 N1 105.1(3) . . ?
C30 B1 N1 108.7(3) . . ?
C86 B2 C48 109.7(3) . . ?
C86 B2 C77 118.3(3) . . ?
C48 B2 C77 110.3(3) . . ?
C86 B2 N3 104.2(3) . . ?
C48 B2 N3 105.5(3) . . ?
C77 B2 N3 107.9(3) . . ?
C6 C1 C2 115.3(3) . . ?
C6 C1 B1 120.5(3) . . ?
C2 C1 B1 123.8(3) . . ?
C3 C2 C1 123.8(4) . . ?
C3 C2 H2 118.1 . . ?
C1 C2 H2 118.1 . . ?
C4 C3 C2 119.2(4) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 119.5(4) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C6 C5 C4 122.1(4) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C5 C6 C1 120.0(3) . . ?
C5 C6 C7 119.1(3) . . ?
C1 C6 C7 120.8(3) . . ?
C20 C7 C8 107.0(3) . . ?
C20 C7 C6 126.8(3) . . ?
C8 C7 C6 126.1(3) . . ?
N2 C8 C9 114.6(4) . . ?
N2 C8 C7 104.8(3) . . ?
C9 C8 C7 140.2(4) . . ?
C8 C9 C10 118.4(4) . . ?
C8 C9 H9 120.8 . . ?
C10 C9 H9 120.8 . . ?
C11 C10 C9 123.4(4) . . ?
C11 C10 H10 118.3 . . ?
C9 C10 H10 118.3 . . ?
C12 C11 C10 120.7(4) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 N2 113.4(4) . . ?
C11 C12 C13 143.0(4) . . ?
N2 C12 C13 103.4(3) . . ?
C14 C13 C12 131.7(4) . . ?
C14 C13 C18 119.9(4) . . ?
C12 C13 C18 108.4(4) . . ?
C15 C14 C13 119.9(4) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C16 120.0(4) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C17 C16 C15 122.2(4) . . ?
C17 C16 H16 118.9 . . ?
C15 C16 H16 118.9 . . ?
C16 C17 C18 118.9(4) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 H17 120.5 . . ?
C17 C18 C13 119.0(4) . . ?
C17 C18 C19 133.5(4) . . ?
C13 C18 C19 107.5(3) . . ?
N2 C19 C20 104.0(3) . . ?
N2 C19 C18 104.9(3) . . ?
C20 C19 C18 150.2(4) . . ?
C7 C20 C19 109.9(3) . . ?
C7 C20 C21 127.4(3) . . ?
C19 C20 C21 122.6(3) . . ?
N1 C21 C22 121.5(4) . . ?
N1 C21 C20 118.4(3) . . ?
C22 C21 C20 120.0(3) . . ?
C27 C22 C23 118.1(3) . . ?
C27 C22 C21 120.2(4) . . ?
C23 C22 C21 121.7(4) . . ?
C24 C23 C22 120.5(4) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C24 C25 121.7(4) . . ?
C23 C24 H24 119.2 . . ?
C25 C24 H24 119.2 . . ?
C24 C25 C26 119.3(4) . . ?
C24 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?
C25 C26 C27 120.5(4) . . ?
C25 C26 H26 119.8 . . ?
C27 C26 H26 119.8 . . ?
C22 C27 C28 116.6(4) . . ?
C22 C27 C26 119.9(4) . . ?
C28 C27 C26 123.5(4) . . ?
C29 C28 C27 120.2(4) . . ?
C29 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?
C28 C29 N1 125.4(4) . . ?
C28 C29 H29 117.3 . . ?
N1 C29 H29 117.3 . . ?
C37 C30 C31 113.7(3) . . ?
C37 C30 B1 123.1(3) . . ?
C31 C30 B1 122.5(3) . . ?
C33 C31 C30 122.9(3) . . ?
C33 C31 C32 113.1(3) . . ?
C30 C31 C32 124.0(3) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C34 C33 C31 122.0(4) . . ?
C34 C33 H33 119.0 . . ?
C31 C33 H33 119.0 . . ?
C36 C34 C33 115.7(4) . . ?
C36 C34 C35 122.5(3) . . ?
C33 C34 C35 121.8(4) . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C34 C36 C37 124.2(3) . . ?
C34 C36 H36 117.9 . . ?
C37 C36 H36 117.9 . . ?
C36 C37 C30 121.1(3) . . ?
C36 C37 C38 115.0(3) . . ?
C30 C37 C38 124.0(4) . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C46 C39 C40 115.2(3) . . ?
C46 C39 B1 124.5(4) . . ?
C40 C39 B1 120.2(3) . . ?
C42 C40 C39 120.9(4) . . ?
C42 C40 C41 115.7(4) . . ?
C39 C40 C41 123.3(4) . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C43 C42 C40 122.6(4) . . ?
C43 C42 H42 118.7 . . ?
C40 C42 H42 118.7 . . ?
C45 C43 C42 116.9(4) . . ?
C45 C43 C44 121.4(5) . . ?
C42 C43 C44 121.6(5) . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C43 C45 C46 122.6(4) . . ?
C43 C45 H45 118.7 . . ?
C46 C45 H45 118.7 . . ?
C45 C46 C39 121.1(4) . . ?
C45 C46 C47 115.1(4) . . ?
C39 C46 C47 123.7(4) . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C53 C48 C49 115.5(3) . . ?
C53 C48 B2 122.3(3) . . ?
C49 C48 B2 122.0(3) . . ?
C50 C49 C48 123.7(3) . . ?
C50 C49 H49 118.1 . . ?
C48 C49 H49 118.1 . . ?
C49 C50 C51 118.7(4) . . ?
C49 C50 H50 120.7 . . ?
C51 C50 H50 120.7 . . ?
C50 C51 C52 120.0(4) . . ?
C50 C51 H51 120.0 . . ?
C52 C51 H51 120.0 . . ?
C53 C52 C51 121.1(4) . . ?
C53 C52 H52 119.4 . . ?
C51 C52 H52 119.4 . . ?
C52 C53 C48 121.0(3) . . ?
C52 C53 C54 118.4(3) . . ?
C48 C53 C54 120.5(3) . . ?
C55 C54 C67 106.8(3) . . ?
C55 C54 C53 125.0(3) . . ?
C67 C54 C53 127.8(3) . . ?
N4 C55 C56 113.2(3) . . ?
N4 C55 C54 105.6(3) . . ?
C56 C55 C54 140.9(4) . . ?
C57 C56 C55 119.4(4) . . ?
C57 C56 H56 120.3 . . ?
C55 C56 H56 120.3 . . ?
C56 C57 C58 123.6(4) . . ?
C56 C57 H57 118.2 . . ?
C58 C57 H57 118.2 . . ?
C59 C58 C57 118.8(4) . . ?
C59 C58 H58 120.6 . . ?
C57 C58 H58 120.6 . . ?
C58 C59 N4 114.6(4) . . ?
C58 C59 C60 140.9(4) . . ?
N4 C59 C60 104.5(3) . . ?
C61 C60 C65 120.8(4) . . ?
C61 C60 C59 131.4(4) . . ?
C65 C60 C59 107.8(3) . . ?
C62 C61 C60 119.3(4) . . ?
C62 C61 H61 120.3 . . ?
C60 C61 H61 120.3 . . ?
C61 C62 C63 120.1(4) . . ?
C61 C62 H62 120.0 . . ?
C63 C62 H62 120.0 . . ?
C64 C63 C62 122.3(4) . . ?
C64 C63 H63 118.9 . . ?
C62 C63 H63 118.9 . . ?
C63 C64 C65 118.6(4) . . ?
C63 C64 H64 120.7 . . ?
C65 C64 H64 120.7 . . ?
C64 C65 C60 118.9(3) . . ?
C64 C65 C66 133.5(4) . . ?
C60 C65 C66 107.6(3) . . ?
N4 C66 C67 104.5(3) . . ?
N4 C66 C65 104.8(3) . . ?
C67 C66 C65 150.0(3) . . ?
C54 C67 C66 109.2(3) . . ?
C54 C67 C68 125.8(3) . . ?
C66 C67 C68 125.0(3) . . ?
N3 C68 C69 121.2(3) . . ?
N3 C68 C67 119.6(3) . . ?
C69 C68 C67 119.1(3) . . ?
C74 C69 C70 118.1(3) . . ?
C74 C69 C68 119.6(3) . . ?
C70 C69 C68 122.2(3) . . ?
C71 C70 C69 120.5(4) . . ?
C71 C70 H70 119.7 . . ?
C69 C70 H70 119.7 . . ?
C70 C71 C72 121.0(4) . . ?
C70 C71 H71 119.5 . . ?
C72 C71 H71 119.5 . . ?
C73 C72 C71 119.6(4) . . ?
C73 C72 H72 120.2 . . ?
C71 C72 H72 120.2 . . ?
C72 C73 C74 120.9(4) . . ?
C72 C73 H73 119.6 . . ?
C74 C73 H73 119.6 . . ?
C69 C74 C75 117.3(4) . . ?
C69 C74 C73 119.8(4) . . ?
C75 C74 C73 122.9(4) . . ?
C76 C75 C74 120.8(4) . . ?
C76 C75 H75 119.6 . . ?
C74 C75 H75 119.6 . . ?
C75 C76 N3 123.0(3) . . ?
C75 C76 H76 118.5 . . ?
N3 C76 H76 118.5 . . ?
C78 C77 C84 113.1(3) . . ?
C78 C77 B2 124.3(3) . . ?
C84 C77 B2 122.4(3) . . ?
C80 C78 C77 121.0(4) . . ?
C80 C78 C79 115.2(3) . . ?
C77 C78 C79 123.8(3) . . ?
C78 C79 H79A 109.5 . . ?
C78 C79 H79B 109.5 . . ?
H79A C79 H79B 109.5 . . ?
C78 C79 H79C 109.5 . . ?
H79A C79 H79C 109.5 . . ?
H79B C79 H79C 109.5 . . ?
C81 C80 C78 125.1(4) . . ?
C81 C80 H80 117.5 . . ?
C78 C80 H80 117.5 . . ?
C80 C81 C83 115.5(4) . . ?
C80 C81 C82 123.6(4) . . ?
C83 C81 C82 120.9(4) . . ?
C81 C82 H82A 109.5 . . ?
C81 C82 H82B 109.5 . . ?
H82A C82 H82B 109.5 . . ?
C81 C82 H82C 109.5 . . ?
H82A C82 H82C 109.5 . . ?
H82B C82 H82C 109.5 . . ?
C81 C83 C84 121.7(4) . . ?
C81 C83 H83 119.2 . . ?
C84 C83 H83 119.2 . . ?
C83 C84 C77 123.5(4) . . ?
C83 C84 C85 113.2(3) . . ?
C77 C84 C85 123.2(3) . . ?
C84 C85 H85A 109.5 . . ?
C84 C85 H85B 109.5 . . ?
H85A C85 H85B 109.5 . . ?
C84 C85 H85C 109.5 . . ?
H85A C85 H85C 109.5 . . ?
H85B C85 H85C 109.5 . . ?
C93 C86 C87 115.4(3) . . ?
C93 C86 B2 120.3(3) . . ?
C87 C86 B2 124.2(3) . . ?
C89 C87 C86 121.0(4) . . ?
C89 C87 C88 114.7(4) . . ?
C86 C87 C88 124.1(3) . . ?
C87 C88 H88A 109.5 . . ?
C87 C88 H88B 109.5 . . ?
H88A C88 H88B 109.5 . . ?
C87 C88 H88C 109.5 . . ?
H88A C88 H88C 109.5 . . ?
H88B C88 H88C 109.5 . . ?
C90 C89 C87 121.7(4) . . ?
C90 C89 H89 119.1 . . ?
C87 C89 H89 119.1 . . ?
C92 C90 C89 117.0(4) . . ?
C92 C90 C91 123.3(4) . . ?
C89 C90 C91 119.7(4) . . ?
C90 C91 H91A 109.5 . . ?
C90 C91 H91B 109.5 . . ?
H91A C91 H91B 109.5 . . ?
C90 C91 H91C 109.5 . . ?
H91A C91 H91C 109.5 . . ?
H91B C91 H91C 109.5 . . ?
C93 C92 C90 123.6(4) . . ?
C93 C92 H92 118.2 . . ?
C90 C92 H92 118.2 . . ?
C92 C93 C86 120.7(4) . . ?
C92 C93 C94 116.8(4) . . ?
C86 C93 C94 122.4(3) . . ?
C93 C94 H94A 109.5 . . ?
C93 C94 H94B 109.5 . . ?
H94A C94 H94B 109.5 . . ?
C93 C94 H94C 109.5 . . ?
H94A C94 H94C 109.5 . . ?
H94B C94 H94C 109.5 . . ?

_refine_diff_density_max         0.308
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.065

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.000 1.000 187 33 ' '
_platon_squeeze_details          
;A disordered hexane molecule was removed by Squeeze 
;


####################################################################### 
# 
# 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_zc5a
_database_code_depnum_ccdc_archive 'CCDC 1854311'
_audit_update_record             
;
2018-07-06 deposited with the CCDC.
2018-11-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C41 H35 B N2 S'
_chemical_formula_weight         598.58

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   13.384(3)
_cell_length_b                   12.918(3)
_cell_length_c                   22.321(7)
_cell_angle_alpha                90
_cell_angle_beta                 125.50(2)
_cell_angle_gamma                90
_cell_volume                     3141.8(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    8401
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      26.73

_exptl_crystal_description       Cubic
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_F_000             1264
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.136
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.780
_exptl_absorpt_correction_T_max  0.790
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            51049
_diffrn_reflns_av_unetI/netI     0.0688
_diffrn_reflns_av_R_equivalents  0.1109
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.191
_diffrn_reflns_theta_max         27.699
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7337
_reflns_number_gt                4937
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0460P)²+1.1000P] 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         7337
_refine_ls_number_parameters     412
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0922
_refine_ls_R_factor_gt           0.0507
_refine_ls_wR_factor_ref         0.1251
_refine_ls_wR_factor_gt          0.1088
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.78848(18) 0.16648(16) 0.52219(11) 0.0218(4) Uani 1 1 d . . . . .
C1 C 0.79167(16) 0.24127(14) 0.58307(10) 0.0235(4) Uani 1 1 d . . . . .
N1 N 0.91603(13) 0.19751(11) 0.52758(8) 0.0219(3) Uani 1 1 d . . . . .
S1 S 1.06610(4) 0.29490(4) 0.51318(3) 0.03142(14) Uani 1 1 d . . . . .
C2 C 0.77848(17) 0.19928(15) 0.63609(10) 0.0293(4) Uani 1 1 d . . . . .
H2 H 0.7756 0.1261 0.6391 0.035 Uiso 1 1 calc R U . . .
N2 N 0.73932(13) 0.51148(11) 0.43185(8) 0.0238(3) Uani 1 1 d . . . . .
C3 C 0.76948(19) 0.25903(17) 0.68426(11) 0.0349(5) Uani 1 1 d . . . . .
H3 H 0.7592 0.2269 0.7186 0.042 Uiso 1 1 calc R U . . .
C4 C 0.77554(18) 0.36522(16) 0.68220(11) 0.0345(5) Uani 1 1 d . . . . .
H4 H 0.7701 0.4068 0.7153 0.041 Uiso 1 1 calc R U . . .
C5 C 0.78959(17) 0.41059(15) 0.63167(10) 0.0294(4) Uani 1 1 d . . . . .
H5 H 0.7952 0.4838 0.6306 0.035 Uiso 1 1 calc R U . . .
C6 C 0.79576(15) 0.34995(14) 0.58161(10) 0.0238(4) Uani 1 1 d . . . . .
C7 C 0.79438(16) 0.40469(13) 0.52357(10) 0.0231(4) Uani 1 1 d . . . . .
C8 C 0.85953(16) 0.38027(13) 0.49333(10) 0.0227(4) Uani 1 1 d . . . . .
C9 C 0.93820(16) 0.29117(13) 0.51283(10) 0.0226(4) Uani 1 1 d . . . . .
C10 C 1.00353(16) 0.12707(14) 0.53884(11) 0.0274(4) Uani 1 1 d . . . . .
H10 H 1.0020 0.0563 0.5499 0.033 Uiso 1 1 calc R U . . .
C11 C 1.09022(18) 0.16589(15) 0.53307(12) 0.0325(5) Uani 1 1 d . . . . .
H11 H 1.1559 0.1272 0.5392 0.039 Uiso 1 1 calc R U . . .
C12 C 0.82540(16) 0.45030(13) 0.43572(10) 0.0231(4) Uani 1 1 d . . . . .
C13 C 0.82430(17) 0.47937(14) 0.37291(11) 0.0273(4) Uani 1 1 d . . . . .
C14 C 0.8936(2) 0.44959(16) 0.34750(12) 0.0375(5) Uani 1 1 d . . . . .
H14 H 0.9570 0.3996 0.3736 0.045 Uiso 1 1 calc R U . . .
C15 C 0.8687(2) 0.49362(18) 0.28414(14) 0.0492(6) Uani 1 1 d . . . . .
H15 H 0.9162 0.4739 0.2669 0.059 Uiso 1 1 calc R U . . .
C16 C 0.7754(2) 0.56664(19) 0.24457(14) 0.0554(7) Uani 1 1 d . . . . .
H16 H 0.7592 0.5945 0.2004 0.067 Uiso 1 1 calc R U . . .
C17 C 0.7068(2) 0.59857(18) 0.26860(13) 0.0463(6) Uani 1 1 d . . . . .
H17 H 0.6438 0.6487 0.2418 0.056 Uiso 1 1 calc R U . . .
C18 C 0.73123(18) 0.55605(15) 0.33313(11) 0.0314(4) Uani 1 1 d . . . . .
C19 C 0.67564(17) 0.57509(14) 0.37143(11) 0.0284(4) Uani 1 1 d . . . . .
C20 C 0.58193(19) 0.62992(16) 0.36472(12) 0.0377(5) Uani 1 1 d . . . . .
H20 H 0.5346 0.6771 0.3252 0.045 Uiso 1 1 calc R U . . .
C21 C 0.55682(19) 0.61549(16) 0.41690(12) 0.0382(5) Uani 1 1 d . . . . .
H21 H 0.4928 0.6550 0.4123 0.046 Uiso 1 1 calc R U . . .
C22 C 0.62061(17) 0.54658(15) 0.47470(11) 0.0314(4) Uani 1 1 d . . . . .
H22 H 0.5996 0.5383 0.5084 0.038 Uiso 1 1 calc R U . . .
C23 C 0.71683(16) 0.48901(13) 0.48298(10) 0.0243(4) Uani 1 1 d . . . . .
C24 C 0.67593(16) 0.20321(13) 0.43731(10) 0.0234(4) Uani 1 1 d . . . . .
C25 C 0.56898(17) 0.25335(15) 0.42165(11) 0.0310(4) Uani 1 1 d . . . . .
C26 C 0.4939(2) 0.30988(16) 0.35691(13) 0.0463(6) Uani 1 1 d . . . . .
H26 H 0.4240 0.3439 0.3486 0.056 Uiso 1 1 calc R U . . .
C27 C 0.5168(2) 0.31849(18) 0.30473(12) 0.0527(7) Uani 1 1 d . . . . .
C28 C 0.6112(2) 0.25982(19) 0.31550(12) 0.0460(6) Uani 1 1 d . . . . .
H28 H 0.6254 0.2598 0.2785 0.055 Uiso 1 1 calc R U . . .
C29 C 0.68689(18) 0.20047(16) 0.37815(11) 0.0326(5) Uani 1 1 d . . . . .
C30 C 0.7767(2) 0.1297(2) 0.37721(13) 0.0528(7) Uani 1 1 d . . . . .
H30A H 0.7374 0.1007 0.3278 0.079 Uiso 1 1 calc R U . . .
H30B H 0.8013 0.0734 0.4126 0.079 Uiso 1 1 calc R U . . .
H30C H 0.8494 0.1695 0.3906 0.079 Uiso 1 1 calc R U . . .
C31 C 0.4365(3) 0.3852(2) 0.23730(15) 0.0943(12) Uani 1 1 d . . . . .
H31A H 0.4048 0.4437 0.2496 0.141 Uiso 1 1 calc R U . . .
H31B H 0.3677 0.3439 0.1982 0.141 Uiso 1 1 calc R U . . .
H31C H 0.4848 0.4113 0.2204 0.141 Uiso 1 1 calc R U . . .
C32 C 0.5265(2) 0.2460(2) 0.47090(13) 0.0529(7) Uani 1 1 d . . . . .
H32A H 0.5559 0.3064 0.5035 0.079 Uiso 1 1 calc R U . . .
H32B H 0.5594 0.1828 0.5005 0.079 Uiso 1 1 calc R U . . .
H32C H 0.4366 0.2441 0.4407 0.079 Uiso 1 1 calc R U . . .
C33 C 0.80426(16) 0.04464(14) 0.54756(10) 0.0238(4) Uani 1 1 d . . . . .
C34 C 0.90858(17) 0.01237(14) 0.61739(11) 0.0267(4) Uani 1 1 d . . . . .
C35 C 0.92081(18) -0.08909(15) 0.64186(11) 0.0315(4) Uani 1 1 d . . . . .
H35 H 0.9923 -0.1077 0.6886 0.038 Uiso 1 1 calc R U . . .
C36 C 0.83269(19) -0.16353(15) 0.60056(12) 0.0329(5) Uani 1 1 d . . . . .
C37 C 0.73018(18) -0.13361(15) 0.53315(12) 0.0320(5) Uani 1 1 d . . . . .
H37 H 0.6682 -0.1835 0.5038 0.038 Uiso 1 1 calc R U . . .
C38 C 0.71366(17) -0.03269(14) 0.50614(11) 0.0274(4) Uani 1 1 d . . . . .
C39 C 0.59366(19) -0.01375(16) 0.43228(12) 0.0421(5) Uani 1 1 d . . . . .
H39A H 0.5479 -0.0789 0.4134 0.063 Uiso 1 1 calc R U . . .
H39B H 0.6102 0.0130 0.3977 0.063 Uiso 1 1 calc R U . . .
H39C H 0.5450 0.0369 0.4378 0.063 Uiso 1 1 calc R U . . .
C40 C 0.8463(2) -0.27273(16) 0.62925(15) 0.0478(6) Uani 1 1 d . . . . .
H40A H 0.9318 -0.2846 0.6708 0.072 Uiso 1 1 calc R U . . .
H40B H 0.8230 -0.3224 0.5900 0.072 Uiso 1 1 calc R U . . .
H40C H 0.7928 -0.2817 0.6456 0.072 Uiso 1 1 calc R U . . .
C41 C 1.01425(17) 0.08283(15) 0.67266(11) 0.0334(5) Uani 1 1 d . . . . .
H41A H 1.0260 0.0787 0.7202 0.050 Uiso 1 1 calc R U . . .
H41B H 0.9952 0.1544 0.6548 0.050 Uiso 1 1 calc R U . . .
H41C H 1.0895 0.0608 0.6785 0.050 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
B1 C33 1.644(3) . ?
B1 C1 1.648(3) . ?
B1 C24 1.664(3) . ?
B1 N1 1.688(2) . ?
C1 C2 1.403(2) . ?
C1 C6 1.406(3) . ?
N1 C9 1.332(2) . ?
N1 C10 1.386(2) . ?
S1 C11 1.707(2) . ?
S1 C9 1.7079(18) . ?
C2 C3 1.384(3) . ?
N2 C12 1.358(2) . ?
N2 C23 1.370(2) . ?
N2 C19 1.373(2) . ?
C3 C4 1.376(3) . ?
C4 C5 1.377(3) . ?
C5 C6 1.406(2) . ?
C6 C7 1.466(3) . ?
C7 C23 1.412(2) . ?
C7 C8 1.414(2) . ?
C8 C12 1.414(3) . ?
C8 C9 1.446(2) . ?
C10 C11 1.337(3) . ?
C12 C13 1.443(3) . ?
C13 C14 1.393(3) . ?
C13 C18 1.427(3) . ?
C14 C15 1.374(3) . ?
C15 C16 1.396(3) . ?
C16 C17 1.368(3) . ?
C17 C18 1.392(3) . ?
C18 C19 1.443(3) . ?
C19 C20 1.371(3) . ?
C20 C21 1.400(3) . ?
C21 C22 1.381(3) . ?
C22 C23 1.403(2) . ?
C24 C29 1.411(3) . ?
C24 C25 1.418(3) . ?
C25 C26 1.395(3) . ?
C25 C32 1.506(3) . ?
C26 C27 1.370(4) . ?
C27 C28 1.370(4) . ?
C27 C31 1.512(3) . ?
C28 C29 1.387(3) . ?
C29 C30 1.520(3) . ?
C33 C38 1.422(3) . ?
C33 C34 1.423(3) . ?
C34 C35 1.393(3) . ?
C34 C41 1.525(3) . ?
C35 C36 1.379(3) . ?
C36 C37 1.378(3) . ?
C36 C40 1.516(3) . ?
C37 C38 1.399(3) . ?
C38 C39 1.511(3) . ?

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
C33 B1 C1 109.91(15) . . ?
C33 B1 C24 121.02(15) . . ?
C1 B1 C24 110.16(14) . . ?
C33 B1 N1 106.29(13) . . ?
C1 B1 N1 105.14(14) . . ?
C24 B1 N1 102.88(13) . . ?
C2 C1 C6 115.55(16) . . ?
C2 C1 B1 120.88(16) . . ?
C6 C1 B1 123.30(15) . . ?
C9 N1 C10 110.80(14) . . ?
C9 N1 B1 124.01(14) . . ?
C10 N1 B1 124.75(14) . . ?
C11 S1 C9 90.65(9) . . ?
C3 C2 C1 123.35(18) . . ?
C12 N2 C23 114.36(15) . . ?
C12 N2 C19 115.51(15) . . ?
C23 N2 C19 129.33(15) . . ?
C4 C3 C2 119.76(18) . . ?
C3 C4 C5 119.35(18) . . ?
C4 C5 C6 120.85(18) . . ?
C5 C6 C1 121.12(17) . . ?
C5 C6 C7 117.20(16) . . ?
C1 C6 C7 121.42(15) . . ?
C23 C7 C8 107.04(16) . . ?
C23 C7 C6 124.50(15) . . ?
C8 C7 C6 128.26(16) . . ?
C12 C8 C7 109.18(15) . . ?
C12 C8 C9 125.27(16) . . ?
C7 C8 C9 125.24(16) . . ?
N1 C9 C8 124.73(15) . . ?
N1 C9 S1 113.02(13) . . ?
C8 C9 S1 122.12(13) . . ?
C11 C10 N1 115.18(17) . . ?
C10 C11 S1 110.34(14) . . ?
N2 C12 C8 104.15(15) . . ?
N2 C12 C13 104.89(15) . . ?
C8 C12 C13 149.97(16) . . ?
C14 C13 C18 119.04(18) . . ?
C14 C13 C12 133.63(18) . . ?
C18 C13 C12 107.32(16) . . ?
C15 C14 C13 119.0(2) . . ?
C14 C15 C16 121.6(2) . . ?
C17 C16 C15 120.9(2) . . ?
C16 C17 C18 118.6(2) . . ?
C17 C18 C13 120.90(18) . . ?
C17 C18 C19 130.81(19) . . ?
C13 C18 C19 108.29(17) . . ?
C20 C19 N2 115.04(17) . . ?
C20 C19 C18 140.98(19) . . ?
N2 C19 C18 103.90(15) . . ?
C19 C20 C21 119.13(19) . . ?
C22 C21 C20 123.12(18) . . ?
C21 C22 C23 119.14(18) . . ?
N2 C23 C22 114.00(17) . . ?
N2 C23 C7 105.24(15) . . ?
C22 C23 C7 140.36(18) . . ?
C29 C24 C25 114.80(17) . . ?
C29 C24 B1 122.74(16) . . ?
C25 C24 B1 121.86(15) . . ?
C26 C25 C24 120.75(19) . . ?
C26 C25 C32 116.06(19) . . ?
C24 C25 C32 123.14(18) . . ?
C27 C26 C25 122.8(2) . . ?
C26 C27 C28 116.4(2) . . ?
C26 C27 C31 120.8(3) . . ?
C28 C27 C31 122.7(3) . . ?
C27 C28 C29 122.8(2) . . ?
C28 C29 C24 121.2(2) . . ?
C28 C29 C30 116.04(19) . . ?
C24 C29 C30 122.74(19) . . ?
C38 C33 C34 115.49(16) . . ?
C38 C33 B1 123.93(16) . . ?
C34 C33 B1 120.38(16) . . ?
C35 C34 C33 121.49(18) . . ?
C35 C34 C41 113.71(17) . . ?
C33 C34 C41 124.79(16) . . ?
C36 C35 C34 122.27(19) . . ?
C37 C36 C35 117.20(18) . . ?
C37 C36 C40 121.43(19) . . ?
C35 C36 C40 121.3(2) . . ?
C36 C37 C38 122.69(18) . . ?
C37 C38 C33 120.86(18) . . ?
C37 C38 C39 115.03(17) . . ?
C33 C38 C39 124.10(17) . . ?

_refine_diff_density_max         0.267
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.050

####################################################################### 
# 
# 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_b1b-sr
_database_code_depnum_ccdc_archive 'CCDC 1839689'
_audit_update_record             
;
2018-04-26 deposited with the CCDC.
2018-11-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C43 H38 B N2'
_chemical_formula_weight         593.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.1887(14)
_cell_length_b                   13.353(2)
_cell_length_c                   15.493(2)
_cell_angle_alpha                81.008(6)
_cell_angle_beta                 83.598(6)
_cell_angle_gamma                78.061(6)
_cell_volume                     1631.5(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    179(2)
_cell_measurement_reflns_used    3099
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      22.40

_exptl_crystal_description       Block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.208
_exptl_crystal_F_000             630
_exptl_transmission_factor_min   0.618
_exptl_transmission_factor_max   0.745
_exptl_crystal_size_max          0.293
_exptl_crystal_size_mid          0.204
_exptl_crystal_size_min          0.138
_exptl_absorpt_coefficient_mu    0.069
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.980
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      179(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19378
_diffrn_reflns_av_unetI/netI     0.1730
_diffrn_reflns_av_R_equivalents  0.1340
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.199
_diffrn_reflns_theta_max         27.202
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             7207
_reflns_number_gt                3723
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Refined as a 2-component inversion twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1200P)²+2.4000P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.028(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7207
_refine_ls_number_parameters     423
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2006
_refine_ls_R_factor_gt           0.1223
_refine_ls_wR_factor_ref         0.3284
_refine_ls_wR_factor_gt          0.2965
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.3637(7) 0.1275(4) 0.2941(3) 0.0306(12) Uani 1 1 d . . . . .
N1 N 1.0175(5) 0.5062(3) 0.1584(2) 0.0329(9) Uani 1 1 d . . . . .
N2 N 0.7095(6) 0.6040(4) 0.3785(3) 0.0578(14) Uani 1 1 d . . . . .
C1 C 0.4913(6) 0.2017(3) 0.2684(3) 0.0308(11) Uani 1 1 d . . . . .
C2 C 0.5685(6) 0.2326(3) 0.3334(3) 0.0318(11) Uani 1 1 d . . . . .
H2 H 0.5478 0.2044 0.3929 0.038 Uiso 1 1 calc R U . . .
C3 C 0.6738(6) 0.3029(3) 0.3134(3) 0.0295(10) Uani 1 1 d . . . . .
H3 H 0.7276 0.3202 0.3588 0.035 Uiso 1 1 calc R U . . .
C4 C 0.7018(6) 0.3486(3) 0.2274(3) 0.0272(10) Uani 1 1 d . . . . .
C5 C 0.6286(6) 0.3174(3) 0.1616(3) 0.0310(11) Uani 1 1 d . . . . .
H5 H 0.6488 0.3460 0.1022 0.037 Uiso 1 1 calc R U . . .
C6 C 0.5264(6) 0.2447(4) 0.1824(3) 0.0358(12) Uani 1 1 d . . . . .
H6 H 0.4789 0.2237 0.1366 0.043 Uiso 1 1 calc R U . . .
C7 C 0.8078(6) 0.4277(3) 0.2081(3) 0.0290(10) Uani 1 1 d . . . . .
C8 C 0.9490(6) 0.4247(3) 0.1483(3) 0.0304(10) Uani 1 1 d . . . . .
C9 C 1.0607(6) 0.3766(3) 0.0808(3) 0.0298(10) Uani 1 1 d . . . . .
C10 C 1.0607(6) 0.2906(4) 0.0396(3) 0.0341(11) Uani 1 1 d . . . . .
H10 H 0.9761 0.2505 0.0558 0.041 Uiso 1 1 calc R U . . .
C11 C 1.1855(7) 0.2651(4) -0.0246(4) 0.0442(13) Uani 1 1 d . . . . .
H11 H 1.1879 0.2057 -0.0517 0.053 Uiso 1 1 calc R U . . .
C12 C 1.3083(7) 0.3238(4) -0.0511(3) 0.0459(14) Uani 1 1 d . . . . .
H12 H 1.3914 0.3049 -0.0967 0.055 Uiso 1 1 calc R U . . .
C13 C 1.3107(6) 0.4085(4) -0.0123(3) 0.0404(12) Uani 1 1 d . . . . .
H13 H 1.3945 0.4487 -0.0310 0.048 Uiso 1 1 calc R U . . .
C14 C 1.1886(6) 0.4354(3) 0.0553(3) 0.0314(11) Uani 1 1 d . . . . .
C15 C 1.1581(6) 0.5200(4) 0.1069(3) 0.0337(11) Uani 1 1 d . . . . .
C16 C 1.2235(7) 0.6025(4) 0.1195(4) 0.0442(13) Uani 1 1 d . . . . .
H16 H 1.3218 0.6173 0.0855 0.053 Uiso 1 1 calc R U . . .
C17 C 1.1445(7) 0.6654(4) 0.1830(4) 0.0479(14) Uani 1 1 d . . . . .
H17 H 1.1917 0.7220 0.1917 0.057 Uiso 1 1 calc R U . . .
C18 C 1.0000(7) 0.6471(4) 0.2331(4) 0.0440(13) Uani 1 1 d . . . . .
H18 H 0.9477 0.6913 0.2748 0.053 Uiso 1 1 calc R U . . .
C19 C 0.9321(6) 0.5624(3) 0.2213(3) 0.0327(11) Uani 1 1 d . . . . .
C20 C 0.7964(6) 0.5137(3) 0.2547(3) 0.0320(11) Uani 1 1 d . . . . .
C21 C 0.6622(6) 0.5540(3) 0.3194(3) 0.0342(11) Uani 1 1 d . . . . .
C22 C 0.4983(6) 0.5443(4) 0.3180(3) 0.0409(12) Uani 1 1 d . . . . .
H22 H 0.4676 0.5092 0.2753 0.049 Uiso 1 1 calc R U . . .
C23 C 0.3794(8) 0.5865(4) 0.3795(4) 0.0527(15) Uani 1 1 d . . . . .
H23 H 0.2657 0.5805 0.3798 0.063 Uiso 1 1 calc R U . . .
C24 C 0.4267(9) 0.6366(5) 0.4399(4) 0.0599(17) Uani 1 1 d . . . . .
H24 H 0.3478 0.6652 0.4835 0.072 Uiso 1 1 calc R U . . .
C25 C 0.5909(9) 0.6445(5) 0.4355(4) 0.0665(19) Uani 1 1 d . . . . .
H25 H 0.6225 0.6818 0.4763 0.080 Uiso 1 1 calc R U . . .
C26 C 0.2645(6) 0.1291(3) 0.3877(3) 0.0307(10) Uani 1 1 d . . . . .
C27 C 0.2672(6) 0.0386(3) 0.4476(3) 0.0320(11) Uani 1 1 d . . . . .
C28 C 0.1764(6) 0.0423(4) 0.5295(3) 0.0361(11) Uani 1 1 d . . . . .
H28 H 0.1786 -0.0197 0.5693 0.043 Uiso 1 1 calc R U . . .
C29 C 0.0843(7) 0.1332(4) 0.5538(3) 0.0388(12) Uani 1 1 d . . . . .
C30 C 0.0801(6) 0.2229(4) 0.4948(3) 0.0371(12) Uani 1 1 d . . . . .
H30 H 0.0138 0.2857 0.5104 0.045 Uiso 1 1 calc R U . . .
C31 C 0.1709(6) 0.2233(4) 0.4132(3) 0.0325(11) Uani 1 1 d . . . . .
C32 C 0.1563(7) 0.3254(4) 0.3535(4) 0.0467(14) Uani 1 1 d . . . . .
H32A H 0.0480 0.3695 0.3675 0.070 Uiso 1 1 calc R U . . .
H32B H 0.1645 0.3131 0.2923 0.070 Uiso 1 1 calc R U . . .
H32C H 0.2469 0.3598 0.3622 0.070 Uiso 1 1 calc R U . . .
C33 C 0.3711(7) -0.0635(4) 0.4281(3) 0.0424(13) Uani 1 1 d . . . . .
H33A H 0.4867 -0.0680 0.4417 0.064 Uiso 1 1 calc R U . . .
H33B H 0.3695 -0.0692 0.3659 0.064 Uiso 1 1 calc R U . . .
H33C H 0.3247 -0.1199 0.4641 0.064 Uiso 1 1 calc R U . . .
C34 C -0.0146(7) 0.1351(5) 0.6426(3) 0.0497(14) Uani 1 1 d . . . . .
H34A H -0.0589 0.0713 0.6587 0.075 Uiso 1 1 calc R U . . .
H34B H -0.1077 0.1947 0.6397 0.075 Uiso 1 1 calc R U . . .
H34C H 0.0588 0.1406 0.6867 0.075 Uiso 1 1 calc R U . . .
C35 C 0.3327(6) 0.0597(3) 0.2260(3) 0.0294(10) Uani 1 1 d . . . . .
C36 C 0.1725(6) 0.0650(3) 0.2005(3) 0.0297(10) Uani 1 1 d . . . . .
C37 C 0.1504(7) 0.0100(4) 0.1355(3) 0.0379(12) Uani 1 1 d . . . . .
H37 H 0.0405 0.0159 0.1185 0.045 Uiso 1 1 calc R U . . .
C38 C 0.2810(7) -0.0530(4) 0.0942(3) 0.0380(12) Uani 1 1 d . . . . .
C39 C 0.4375(7) -0.0612(4) 0.1214(3) 0.0417(13) Uani 1 1 d . . . . .
H39 H 0.5291 -0.1050 0.0946 0.050 Uiso 1 1 calc R U . . .
C40 C 0.4678(6) -0.0089(4) 0.1858(3) 0.0388(12) Uani 1 1 d . . . . .
C41 C 0.6435(7) -0.0282(5) 0.2163(4) 0.0538(15) Uani 1 1 d . . . . .
H41A H 0.7232 -0.0651 0.1745 0.081 Uiso 1 1 calc R U . . .
H41B H 0.6460 -0.0699 0.2743 0.081 Uiso 1 1 calc R U . . .
H41C H 0.6745 0.0381 0.2198 0.081 Uiso 1 1 calc R U . . .
C42 C 0.0207(6) 0.1319(4) 0.2399(3) 0.0405(12) Uani 1 1 d . . . . .
H42A H -0.0789 0.1256 0.2131 0.061 Uiso 1 1 calc R U . . .
H42B H 0.0346 0.2041 0.2291 0.061 Uiso 1 1 calc R U . . .
H42C H 0.0075 0.1098 0.3032 0.061 Uiso 1 1 calc R U . . .
C43 C 0.2544(9) -0.1101(5) 0.0220(4) 0.0616(17) Uani 1 1 d . . . . .
H43A H 0.3299 -0.1777 0.0263 0.092 Uiso 1 1 calc R U . . .
H43B H 0.2780 -0.0701 -0.0350 0.092 Uiso 1 1 calc R U . . .
H43C H 0.1381 -0.1198 0.0276 0.092 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
B1 C1 1.563(7) . ?
B1 C35 1.566(7) . ?
B1 C26 1.583(7) . ?
N1 C15 1.354(6) . ?
N1 C8 1.360(6) . ?
N1 C19 1.364(6) . ?
N2 C25 1.325(7) . ?
N2 C21 1.347(6) . ?
C1 C6 1.389(6) . ?
C1 C2 1.402(6) . ?
C2 C3 1.380(6) . ?
C3 C4 1.391(6) . ?
C4 C5 1.395(6) . ?
C4 C7 1.477(6) . ?
C5 C6 1.387(6) . ?
C7 C8 1.397(6) . ?
C7 C20 1.432(6) . ?
C8 C9 1.447(6) . ?
C9 C10 1.399(6) . ?
C9 C14 1.421(6) . ?
C10 C11 1.374(7) . ?
C11 C12 1.388(8) . ?
C12 C13 1.365(7) . ?
C13 C14 1.401(7) . ?
C14 C15 1.448(6) . ?
C15 C16 1.369(7) . ?
C16 C17 1.409(7) . ?
C17 C18 1.385(8) . ?
C18 C19 1.404(7) . ?
C19 C20 1.411(7) . ?
C20 C21 1.476(7) . ?
C21 C22 1.377(7) . ?
C22 C23 1.382(7) . ?
C23 C24 1.363(8) . ?
C24 C25 1.363(9) . ?
C26 C27 1.402(6) . ?
C26 C31 1.419(6) . ?
C27 C28 1.399(7) . ?
C27 C33 1.505(7) . ?
C28 C29 1.373(7) . ?
C29 C30 1.385(7) . ?
C29 C34 1.518(7) . ?
C30 C31 1.394(7) . ?
C31 C32 1.514(7) . ?
C35 C36 1.396(6) . ?
C35 C40 1.434(6) . ?
C36 C37 1.383(6) . ?
C36 C42 1.503(7) . ?
C37 C38 1.380(7) . ?
C38 C39 1.371(7) . ?
C38 C43 1.508(7) . ?
C39 C40 1.374(7) . ?
C40 C41 1.524(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 B1 C35 119.6(4) . . ?
C1 B1 C26 117.4(4) . . ?
C35 B1 C26 122.9(4) . . ?
C15 N1 C8 117.1(4) . . ?
C15 N1 C19 129.4(4) . . ?
C8 N1 C19 113.5(4) . . ?
C25 N2 C21 117.0(5) . . ?
C6 C1 C2 116.9(4) . . ?
C6 C1 B1 122.7(4) . . ?
C2 C1 B1 120.3(4) . . ?
C3 C2 C1 121.8(4) . . ?
C2 C3 C4 120.5(4) . . ?
C3 C4 C5 118.4(4) . . ?
C3 C4 C7 119.7(4) . . ?
C5 C4 C7 121.9(4) . . ?
C6 C5 C4 120.3(4) . . ?
C5 C6 C1 121.9(4) . . ?
C8 C7 C20 107.9(4) . . ?
C8 C7 C4 125.7(4) . . ?
C20 C7 C4 125.9(4) . . ?
N1 C8 C7 105.9(4) . . ?
N1 C8 C9 103.6(4) . . ?
C7 C8 C9 150.6(4) . . ?
C10 C9 C14 119.5(4) . . ?
C10 C9 C8 132.8(4) . . ?
C14 C9 C8 107.7(4) . . ?
C11 C10 C9 118.7(5) . . ?
C10 C11 C12 121.9(5) . . ?
C13 C12 C11 120.6(5) . . ?
C12 C13 C14 119.4(5) . . ?
C13 C14 C9 119.8(4) . . ?
C13 C14 C15 131.8(5) . . ?
C9 C14 C15 108.3(4) . . ?
N1 C15 C16 115.3(4) . . ?
N1 C15 C14 103.3(4) . . ?
C16 C15 C14 141.4(5) . . ?
C15 C16 C17 119.7(5) . . ?
C18 C17 C16 121.9(5) . . ?
C17 C18 C19 119.1(5) . . ?
N1 C19 C18 114.7(5) . . ?
N1 C19 C20 105.6(4) . . ?
C18 C19 C20 139.7(4) . . ?
C19 C20 C7 107.1(4) . . ?
C19 C20 C21 124.2(4) . . ?
C7 C20 C21 128.4(4) . . ?
N2 C21 C22 122.0(5) . . ?
N2 C21 C20 115.5(5) . . ?
C22 C21 C20 122.6(4) . . ?
C21 C22 C23 118.9(5) . . ?
C24 C23 C22 119.4(6) . . ?
C23 C24 C25 117.9(5) . . ?
N2 C25 C24 124.8(5) . . ?
C27 C26 C31 118.3(4) . . ?
C27 C26 B1 121.3(4) . . ?
C31 C26 B1 120.3(4) . . ?
C28 C27 C26 120.0(4) . . ?
C28 C27 C33 118.1(4) . . ?
C26 C27 C33 121.9(4) . . ?
C29 C28 C27 121.7(5) . . ?
C28 C29 C30 118.7(5) . . ?
C28 C29 C34 120.7(5) . . ?
C30 C29 C34 120.5(5) . . ?
C29 C30 C31 121.6(5) . . ?
C30 C31 C26 119.6(4) . . ?
C30 C31 C32 117.3(4) . . ?
C26 C31 C32 123.0(4) . . ?
C36 C35 C40 117.1(4) . . ?
C36 C35 B1 121.3(4) . . ?
C40 C35 B1 121.5(4) . . ?
C37 C36 C35 120.1(4) . . ?
C37 C36 C42 118.0(4) . . ?
C35 C36 C42 121.9(4) . . ?
C38 C37 C36 122.9(5) . . ?
C39 C38 C37 117.1(4) . . ?
C39 C38 C43 121.0(5) . . ?
C37 C38 C43 121.9(5) . . ?
C38 C39 C40 122.9(5) . . ?
C39 C40 C35 119.8(5) . . ?
C39 C40 C41 119.4(5) . . ?
C35 C40 C41 120.7(4) . . ?

_refine_diff_density_max         0.502
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.094

####################################################################### 
# 
# 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_b2a-sr
_database_code_depnum_ccdc_archive 'CCDC 1839690'
_audit_update_record             
;
2018-04-26 deposited with the CCDC.
2018-11-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C43 H37 B N2'
_chemical_formula_weight         592.55

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.196(3)
_cell_length_b                   14.091(4)
_cell_length_c                   14.197(4)
_cell_angle_alpha                74.441(9)
_cell_angle_beta                 87.034(9)
_cell_angle_gamma                75.138(8)
_cell_volume                     1712.7(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    1244
_cell_measurement_theta_min      2.71
_cell_measurement_theta_max      21.15

_exptl_crystal_description       Block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.149
_exptl_crystal_F_000             628
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.035
_exptl_absorpt_coefficient_mu    0.066
_shelx_estimated_absorpt_T_min   0.988
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.988
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18842
_diffrn_reflns_av_unetI/netI     0.2731
_diffrn_reflns_av_R_equivalents  0.1783
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.756
_diffrn_reflns_theta_max         27.193
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             7536
_reflns_number_gt                2897
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0680P)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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0111(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7536
_refine_ls_number_parameters     422
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2364
_refine_ls_R_factor_gt           0.0939
_refine_ls_wR_factor_ref         0.2128
_refine_ls_wR_factor_gt          0.1719
_refine_ls_goodness_of_fit_ref   0.912
_refine_ls_restrained_S_all      0.912
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.5180(3) 0.8194(2) 0.6842(2) 0.0217(8) Uani 1 1 d . . . . .
C1 C 0.4422(4) 0.9035(3) 0.7115(3) 0.0274(10) Uani 1 1 d . . . . .
H1A H 0.4987 0.9429 0.7312 0.033 Uiso 1 1 calc R U . . .
B1 B 0.7114(4) 0.7798(3) 0.6901(3) 0.0241(11) Uani 1 1 d . . . . .
N2 N 0.5517(3) 0.5121(2) 0.6215(2) 0.0279(8) Uani 1 1 d . . . . .
C2 C 0.2879(4) 0.9348(3) 0.7122(3) 0.0313(11) Uani 1 1 d . . . . .
H2A H 0.2399 0.9953 0.7304 0.038 Uiso 1 1 calc R U . . .
C3 C 0.2036(4) 0.8781(3) 0.6864(3) 0.0323(11) Uani 1 1 d . . . . .
H3A H 0.0968 0.8984 0.6860 0.039 Uiso 1 1 calc R U . . .
C4 C 0.2779(4) 0.7911(3) 0.6611(3) 0.0285(10) Uani 1 1 d . . . . .
H4A H 0.2219 0.7500 0.6438 0.034 Uiso 1 1 calc R U . . .
C5 C 0.4349(4) 0.7622(3) 0.6604(3) 0.0224(9) Uani 1 1 d . . . . .
C7 C 0.4637(4) 0.5773(3) 0.6687(3) 0.0262(10) Uani 1 1 d . . . . .
C6 C 0.5069(4) 0.6692(3) 0.6335(3) 0.0248(10) Uani 1 1 d . . . . .
C8 C 0.3839(4) 0.5151(3) 0.7388(3) 0.0288(10) Uani 1 1 d . . . . .
C9 C 0.2856(4) 0.5356(3) 0.8137(3) 0.0334(11) Uani 1 1 d . . . . .
H9A H 0.2589 0.6014 0.8248 0.040 Uiso 1 1 calc R U . . .
C10 C 0.2289(5) 0.4588(4) 0.8703(3) 0.0421(12) Uani 1 1 d . . . . .
H10A H 0.1611 0.4717 0.9208 0.051 Uiso 1 1 calc R U . . .
C12 C 0.3700(5) 0.3383(3) 0.7845(3) 0.0438(12) Uani 1 1 d . . . . .
H12A H 0.3988 0.2713 0.7764 0.053 Uiso 1 1 calc R U . . .
C11 C 0.2690(5) 0.3623(4) 0.8550(3) 0.0489(13) Uani 1 1 d . . . . .
H11A H 0.2254 0.3111 0.8944 0.059 Uiso 1 1 calc R U . . .
C13 C 0.4280(5) 0.4153(3) 0.7260(3) 0.0339(11) Uani 1 1 d . . . . .
C14 C 0.5403(4) 0.4134(3) 0.6507(3) 0.0338(11) Uani 1 1 d . . . . .
C15 C 0.6377(5) 0.3482(3) 0.6061(3) 0.0433(12) Uani 1 1 d . . . . .
H15A H 0.6352 0.2789 0.6198 0.052 Uiso 1 1 calc R U . . .
C18 C 0.6514(4) 0.5548(3) 0.5587(3) 0.0266(10) Uani 1 1 d . . . . .
C17 C 0.7510(4) 0.4853(3) 0.5156(3) 0.0363(12) Uani 1 1 d . . . . .
H17A H 0.8238 0.5067 0.4706 0.044 Uiso 1 1 calc R U . . .
C16 C 0.7417(5) 0.3859(4) 0.5394(3) 0.0463(14) Uani 1 1 d . . . . .
H16A H 0.8091 0.3399 0.5092 0.056 Uiso 1 1 calc R U . . .
C19 C 0.6226(4) 0.6555(3) 0.5653(3) 0.0229(9) Uani 1 1 d . . . . .
C20 C 0.7111(4) 0.7270(3) 0.5208(3) 0.0279(10) Uani 1 1 d . . . . .
C21 C 0.7629(5) 0.7286(3) 0.4262(3) 0.0366(12) Uani 1 1 d . . . . .
H21A H 0.7257 0.6924 0.3893 0.044 Uiso 1 1 calc R U . . .
C22 C 0.8671(5) 0.7820(4) 0.3859(3) 0.0460(13) Uani 1 1 d . . . . .
H22A H 0.9032 0.7813 0.3221 0.055 Uiso 1 1 calc R U . . .
C23 C 0.9192(4) 0.8367(3) 0.4381(3) 0.0387(11) Uani 1 1 d . . . . .
H23A H 0.9915 0.8735 0.4110 0.046 Uiso 1 1 calc R U . . .
C24 C 0.8645(4) 0.8370(3) 0.5305(3) 0.0316(10) Uani 1 1 d . . . . .
H24A H 0.9004 0.8756 0.5653 0.038 Uiso 1 1 calc R U . . .
C25 C 0.7587(4) 0.7835(3) 0.5763(3) 0.0240(9) Uani 1 1 d . . . . .
C26 C 0.7726(4) 0.8631(3) 0.7302(3) 0.0248(9) Uani 1 1 d . . . . .
C27 C 0.8670(4) 0.8353(3) 0.8149(3) 0.0281(10) Uani 1 1 d . . . . .
C28 C 0.9333(5) 0.7275(3) 0.8743(3) 0.0402(12) Uani 1 1 d . . . . .
H28A H 1.0126 0.7268 0.9182 0.060 Uiso 1 1 calc R U . . .
H28B H 0.9761 0.6849 0.8303 0.060 Uiso 1 1 calc R U . . .
H28C H 0.8543 0.7007 0.9130 0.060 Uiso 1 1 calc R U . . .
C29 C 0.9115(4) 0.9086(3) 0.8480(3) 0.0356(11) Uani 1 1 d . . . . .
H29A H 0.9728 0.8866 0.9055 0.043 Uiso 1 1 calc R U . . .
C30 C 0.8715(5) 1.0101(3) 0.8021(3) 0.0375(11) Uani 1 1 d . . . . .
C31 C 0.9198(5) 1.0883(4) 0.8395(4) 0.0621(15) Uani 1 1 d . . . . .
H31A H 0.8846 1.0847 0.9065 0.093 Uiso 1 1 calc R U . . .
H31B H 0.8764 1.1565 0.7973 0.093 Uiso 1 1 calc R U . . .
H31C H 1.0299 1.0745 0.8391 0.093 Uiso 1 1 calc R U . . .
C32 C 0.7857(5) 1.0386(3) 0.7172(3) 0.0403(12) Uani 1 1 d . . . . .
H32A H 0.7580 1.1085 0.6823 0.048 Uiso 1 1 calc R U . . .
C33 C 0.7384(4) 0.9690(3) 0.6808(3) 0.0306(10) Uani 1 1 d . . . . .
C34 C 0.6449(5) 1.0154(3) 0.5859(3) 0.0398(12) Uani 1 1 d . . . . .
H34A H 0.5574 1.0685 0.5955 0.060 Uiso 1 1 calc R U . . .
H34B H 0.6108 0.9622 0.5677 0.060 Uiso 1 1 calc R U . . .
H34C H 0.7067 1.0452 0.5336 0.060 Uiso 1 1 calc R U . . .
C35 C 0.7410(4) 0.6631(3) 0.7603(3) 0.0210(9) Uani 1 1 d . . . . .
C36 C 0.6539(4) 0.6368(3) 0.8440(3) 0.0248(10) Uani 1 1 d . . . . .
C37 C 0.5518(4) 0.7159(3) 0.8878(3) 0.0385(12) Uani 1 1 d . . . . .
H37A H 0.5522 0.6896 0.9591 0.058 Uiso 1 1 calc R U . . .
H37B H 0.4491 0.7314 0.8620 0.058 Uiso 1 1 calc R U . . .
H37C H 0.5877 0.7780 0.8708 0.058 Uiso 1 1 calc R U . . .
C38 C 0.6616(4) 0.5363(3) 0.8917(3) 0.0317(10) Uani 1 1 d . . . . .
H38A H 0.5994 0.5223 0.9466 0.038 Uiso 1 1 calc R U . . .
C39 C 0.7551(4) 0.4550(3) 0.8636(3) 0.0305(10) Uani 1 1 d . . . . .
C40 C 0.7538(5) 0.3459(3) 0.9128(3) 0.0479(13) Uani 1 1 d . . . . .
H40A H 0.8485 0.3004 0.9003 0.072 Uiso 1 1 calc R U . . .
H40B H 0.6695 0.3295 0.8867 0.072 Uiso 1 1 calc R U . . .
H40C H 0.7425 0.3370 0.9835 0.072 Uiso 1 1 calc R U . . .
C41 C 0.8519(4) 0.4799(3) 0.7892(3) 0.0319(11) Uani 1 1 d . . . . .
H41A H 0.9240 0.4265 0.7711 0.038 Uiso 1 1 calc R U . . .
C42 C 0.8485(4) 0.5794(3) 0.7397(3) 0.0225(9) Uani 1 1 d . . . . .
C43 C 0.9755(4) 0.5914(3) 0.6669(3) 0.0301(10) Uani 1 1 d . . . . .
H43A H 1.0606 0.5313 0.6854 0.045 Uiso 1 1 calc R U . . .
H43B H 1.0079 0.6523 0.6677 0.045 Uiso 1 1 calc R U . . .
H43C H 0.9393 0.5984 0.6011 0.045 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 C1 1.355(4) . ?
N1 C5 1.355(4) . ?
N1 B1 1.721(5) . ?
C1 C2 1.374(5) . ?
B1 C35 1.640(6) . ?
B1 C25 1.642(6) . ?
B1 C26 1.659(6) . ?
N2 C7 1.357(4) . ?
N2 C14 1.369(5) . ?
N2 C18 1.382(5) . ?
C2 C3 1.370(5) . ?
C3 C4 1.370(5) . ?
C4 C5 1.397(5) . ?
C5 C6 1.449(5) . ?
C7 C6 1.408(5) . ?
C7 C8 1.443(6) . ?
C6 C19 1.412(5) . ?
C8 C9 1.401(5) . ?
C8 C13 1.419(5) . ?
C9 C10 1.366(6) . ?
C10 C11 1.387(6) . ?
C12 C11 1.380(6) . ?
C12 C13 1.385(6) . ?
C13 C14 1.448(6) . ?
C14 C15 1.371(5) . ?
C15 C16 1.411(6) . ?
C18 C19 1.402(5) . ?
C18 C17 1.406(5) . ?
C17 C16 1.374(6) . ?
C19 C20 1.450(5) . ?
C20 C21 1.398(5) . ?
C20 C25 1.413(5) . ?
C21 C22 1.376(6) . ?
C22 C23 1.380(6) . ?
C23 C24 1.381(5) . ?
C24 C25 1.409(5) . ?
C26 C27 1.425(5) . ?
C26 C33 1.428(5) . ?
C27 C29 1.397(5) . ?
C27 C28 1.511(5) . ?
C29 C30 1.364(6) . ?
C30 C32 1.383(6) . ?
C30 C31 1.511(6) . ?
C32 C33 1.390(5) . ?
C33 C34 1.530(5) . ?
C35 C36 1.418(5) . ?
C35 C42 1.418(5) . ?
C36 C38 1.381(5) . ?
C36 C37 1.512(5) . ?
C38 C39 1.384(5) . ?
C39 C41 1.377(5) . ?
C39 C40 1.512(6) . ?
C41 C42 1.382(5) . ?
C42 C43 1.531(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C5 117.1(3) . . ?
C1 N1 B1 121.8(3) . . ?
C5 N1 B1 120.9(3) . . ?
N1 C1 C2 123.4(4) . . ?
C35 B1 C25 112.5(3) . . ?
C35 B1 C26 117.7(3) . . ?
C25 B1 C26 111.8(3) . . ?
C35 B1 N1 102.4(3) . . ?
C25 B1 N1 103.7(3) . . ?
C26 B1 N1 107.2(3) . . ?
C7 N2 C14 116.2(4) . . ?
C7 N2 C18 113.1(3) . . ?
C14 N2 C18 130.2(3) . . ?
C3 C2 C1 119.6(3) . . ?
C4 C3 C2 118.1(3) . . ?
C3 C4 C5 120.8(4) . . ?
N1 C5 C4 121.0(3) . . ?
N1 C5 C6 120.8(3) . . ?
C4 C5 C6 118.2(3) . . ?
N2 C7 C6 105.2(3) . . ?
N2 C7 C8 104.3(3) . . ?
C6 C7 C8 149.8(3) . . ?
C7 C6 C19 108.6(3) . . ?
C7 C6 C5 123.9(3) . . ?
C19 C6 C5 127.4(4) . . ?
C9 C8 C13 120.1(4) . . ?
C9 C8 C7 132.1(4) . . ?
C13 C8 C7 107.7(3) . . ?
C10 C9 C8 118.5(4) . . ?
C9 C10 C11 121.0(4) . . ?
C11 C12 C13 117.8(4) . . ?
C12 C11 C10 122.1(5) . . ?
C12 C13 C8 120.5(4) . . ?
C12 C13 C14 131.0(4) . . ?
C8 C13 C14 108.4(4) . . ?
N2 C14 C15 114.6(4) . . ?
N2 C14 C13 103.4(3) . . ?
C15 C14 C13 141.9(5) . . ?
C14 C15 C16 118.9(4) . . ?
N2 C18 C19 105.4(3) . . ?
N2 C18 C17 113.4(4) . . ?
C19 C18 C17 141.1(4) . . ?
C16 C17 C18 119.1(4) . . ?
C17 C16 C15 123.7(4) . . ?
C18 C19 C6 107.7(3) . . ?
C18 C19 C20 125.5(3) . . ?
C6 C19 C20 126.3(3) . . ?
C21 C20 C25 121.2(4) . . ?
C21 C20 C19 117.9(4) . . ?
C25 C20 C19 120.4(3) . . ?
C22 C21 C20 120.8(4) . . ?
C21 C22 C23 120.0(4) . . ?
C22 C23 C24 118.9(4) . . ?
C23 C24 C25 124.0(4) . . ?
C24 C25 C20 115.1(3) . . ?
C24 C25 B1 120.6(3) . . ?
C20 C25 B1 124.0(4) . . ?
C27 C26 C33 114.2(4) . . ?
C27 C26 B1 123.3(3) . . ?
C33 C26 B1 122.5(3) . . ?
C29 C27 C26 121.3(4) . . ?
C29 C27 C28 113.6(4) . . ?
C26 C27 C28 125.0(3) . . ?
C30 C29 C27 123.4(4) . . ?
C29 C30 C32 116.4(4) . . ?
C29 C30 C31 122.6(4) . . ?
C32 C30 C31 120.9(4) . . ?
C30 C32 C33 122.6(4) . . ?
C32 C33 C26 121.9(4) . . ?
C32 C33 C34 114.7(4) . . ?
C26 C33 C34 123.3(4) . . ?
C36 C35 C42 114.3(3) . . ?
C36 C35 B1 122.2(3) . . ?
C42 C35 B1 123.3(3) . . ?
C38 C36 C35 121.2(3) . . ?
C38 C36 C37 116.4(4) . . ?
C35 C36 C37 122.4(4) . . ?
C36 C38 C39 123.4(4) . . ?
C41 C39 C38 115.5(4) . . ?
C41 C39 C40 122.1(4) . . ?
C38 C39 C40 122.3(4) . . ?
C39 C41 C42 122.8(4) . . ?
C41 C42 C35 121.9(4) . . ?
C41 C42 C43 114.7(3) . . ?
C35 C42 C43 123.2(4) . . ?

_refine_diff_density_max         0.286
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.068
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.000 1.000 187 33 ' '
_platon_squeeze_details          
;A disordered hexane molecule was removed by Squeeze 
;

