# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1477891'
_audit_update_record             
;
2016-05-03 deposited with the CCDC.
2016-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C43 H31 B N4 O2'
_chemical_formula_sum            'C43 H31 B N4 O2'
_chemical_formula_weight         646.53

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

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

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

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

_cell_length_a                   9.4858(12)
_cell_length_b                   16.647(2)
_cell_length_c                   20.977(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3312.5(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    20395
_cell_measurement_theta_min      3.37
_cell_measurement_theta_max      74.1

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_F_000             1352
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.631
_shelx_estimated_absorpt_T_min   0.911
_shelx_estimated_absorpt_T_max   0.957
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.940
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.27t (Agilent, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed microfocus tube'
_diffrn_measurement_device_type  'Agilent SuperNova with AtlasS2 CCD'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32887
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.389
_diffrn_reflns_theta_max         74.310
_diffrn_reflns_theta_full        67.684
_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 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6697
_reflns_number_gt                6473
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.781
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    1.000

_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       
'CrysAlisPro V 1.171.37.31, Agilent Technologies'
_computing_cell_refinement       
'CrysAlisPro V 1.171.37.31, Agilent Technologies'
_computing_data_reduction        
'CrysAlisPro V 1.171.37.31, Agilent Technologies'

_computing_structure_solution    
;

SUPERFLIP.  Palatinus, L. and Chapuis, G., J. Appl. Cryst. 40, 786-790.
;
_computing_structure_refinement  'Shelxl-2013, Sheldrick, G. M.'
_computing_molecular_graphics    'XP SHELXTL/PC, Siemens Analytical'
_computing_publication_material  'XL SHELXTL/PC, Siemens Analytical'





_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)+(0.0505P)²+0.4821P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -0.2(2)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         6697
_refine_ls_number_parameters     452
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0313
_refine_ls_wR_factor_ref         0.0831
_refine_ls_wR_factor_gt          0.0819
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3973(2) 0.07914(10) 0.94887(8) 0.0181(3) Uani 1 1 d . . . . .
C2 C 0.2555(2) 0.09106(11) 0.96132(8) 0.0209(4) Uani 1 1 d . . . . .
H2 H 0.1863 0.0634 0.9371 0.025 Uiso 1 1 calc R U . . .
C3 C 0.2145(2) 0.14408(11) 1.00979(9) 0.0232(4) Uani 1 1 d . . . . .
H3 H 0.1171 0.1513 1.0186 0.028 Uiso 1 1 calc R U . . .
C4 C 0.3142(2) 0.18636(12) 1.04531(9) 0.0239(4) Uani 1 1 d . . . . .
H4 H 0.2842 0.2218 1.0781 0.029 Uiso 1 1 calc R U . . .
C5 C 0.4571(2) 0.17683(11) 1.03287(8) 0.0212(4) Uani 1 1 d . . . . .
H5 H 0.5259 0.2064 1.0559 0.025 Uiso 1 1 calc R U . . .
C6 C 0.49617(19) 0.12270(11) 0.98563(8) 0.0184(3) Uani 1 1 d . . . . .
C7 C 0.6387(2) 0.09876(11) 0.96757(8) 0.0191(4) Uani 1 1 d . . . . .
H7 H 0.7214 0.1205 0.9864 0.023 Uiso 1 1 calc R U . . .
C8 C 0.7680(2) 0.00211(11) 0.90115(8) 0.0199(3) Uani 1 1 d . . . . .
H8 H 0.7372 -0.0332 0.8652 0.024 Uiso 1 1 calc R U . . .
C9 C 0.8780(2) 0.05749(11) 0.87435(8) 0.0191(3) Uani 1 1 d . . . . .
C10 C 0.9647(2) 0.04444(11) 0.82335(8) 0.0207(4) Uani 1 1 d . . . . .
H10 H 0.9681 -0.0015 0.7966 0.025 Uiso 1 1 calc R U . . .
C11 C 1.1585(2) 0.12918(12) 0.77449(8) 0.0227(4) Uani 1 1 d . . . . .
H11A H 1.2411 0.0950 0.7844 0.027 Uiso 1 1 calc R U . . .
H11B H 1.1872 0.1860 0.7795 0.027 Uiso 1 1 calc R U . . .
C12 C 1.1129(2) 0.11457(11) 0.70630(9) 0.0228(4) Uani 1 1 d . . . . .
C13 C 0.9823(2) 0.14080(13) 0.68462(9) 0.0274(4) Uani 1 1 d . . . . .
H13 H 0.9202 0.1676 0.7131 0.033 Uiso 1 1 calc R U . . .
C14 C 0.9419(2) 0.12826(15) 0.62179(10) 0.0342(5) Uani 1 1 d . . . . .
H14 H 0.8534 0.1476 0.6072 0.041 Uiso 1 1 calc R U . . .
C15 C 1.0303(3) 0.08774(15) 0.58031(10) 0.0386(5) Uani 1 1 d . . . . .
H15 H 1.0020 0.0784 0.5375 0.046 Uiso 1 1 calc R U . . .
C16 C 1.1602(3) 0.06086(16) 0.60156(10) 0.0404(5) Uani 1 1 d . . . . .
H16 H 1.2209 0.0327 0.5733 0.048 Uiso 1 1 calc R U . . .
C17 C 1.2023(2) 0.07503(14) 0.66426(10) 0.0312(5) Uani 1 1 d . . . . .
H17 H 1.2924 0.0576 0.6783 0.037 Uiso 1 1 calc R U . . .
C18 C 0.8200(2) -0.05363(12) 0.95384(9) 0.0252(4) Uani 1 1 d . . . . .
C19 C 0.7670(2) -0.13164(13) 0.95662(11) 0.0340(5) Uani 1 1 d . . . . .
H19 H 0.6991 -0.1488 0.9263 0.041 Uiso 1 1 calc R U . . .
C20 C 0.8128(3) -0.18419(17) 1.00329(14) 0.0487(7) Uani 1 1 d . . . . .
H20 H 0.7774 -0.2375 1.0045 0.058 Uiso 1 1 calc R U . . .
C21 C 0.9107(3) -0.1590(2) 1.04842(13) 0.0538(8) Uani 1 1 d . . . . .
H21 H 0.9431 -0.1953 1.0802 0.065 Uiso 1 1 calc R U . . .
C22 C 0.9607(3) -0.08091(19) 1.04698(11) 0.0467(7) Uani 1 1 d . . . . .
H22 H 1.0255 -0.0632 1.0785 0.056 Uiso 1 1 calc R U . . .
C23 C 0.9165(2) -0.02802(15) 0.99946(9) 0.0315(5) Uani 1 1 d . . . . .
H23 H 0.9521 0.0253 0.9982 0.038 Uiso 1 1 calc R U . . .
C24 C 0.5057(2) 0.00789(11) 0.78314(8) 0.0184(3) Uani 1 1 d . . . . .
C25 C 0.6095(2) 0.04111(11) 0.74271(8) 0.0227(4) Uani 1 1 d . . . . .
H25 H 0.6465 0.0930 0.7514 0.027 Uiso 1 1 calc R U . . .
C26 C 0.6568(2) -0.00130(13) 0.69107(8) 0.0245(4) Uani 1 1 d . . . . .
H26 H 0.7247 0.0220 0.6634 0.029 Uiso 1 1 calc R U . . .
C27 C 0.6052(2) -0.07960(12) 0.67861(8) 0.0224(4) Uani 1 1 d . . . . .
C28 C 0.6605(2) -0.12678(14) 0.62797(9) 0.0278(4) Uani 1 1 d . . . . .
H28 H 0.7283 -0.1038 0.6000 0.033 Uiso 1 1 calc R U . . .
C29 C 0.6186(2) -0.20424(13) 0.61867(9) 0.0303(5) Uani 1 1 d . . . . .
H29 H 0.6566 -0.2347 0.5845 0.036 Uiso 1 1 calc R U . . .
C30 C 0.5184(2) -0.23891(12) 0.66003(9) 0.0294(4) Uani 1 1 d . . . . .
H30 H 0.4909 -0.2933 0.6542 0.035 Uiso 1 1 calc R U . . .
C31 C 0.4601(2) -0.19451(12) 0.70871(9) 0.0252(4) Uani 1 1 d . . . . .
H31 H 0.3917 -0.2185 0.7357 0.030 Uiso 1 1 calc R U . . .
C32 C 0.5007(2) -0.11320(11) 0.71929(8) 0.0206(4) Uani 1 1 d . . . . .
C33 C 0.4449(2) -0.06614(11) 0.77096(8) 0.0188(3) Uani 1 1 d . . . . .
C34 C 0.3304(2) -0.09556(10) 0.81328(8) 0.0191(4) Uani 1 1 d . . . . .
C35 C 0.3514(2) -0.09418(10) 0.87859(8) 0.0184(3) Uani 1 1 d . . . . .
C36 C 0.2506(2) -0.12420(11) 0.92170(8) 0.0207(4) Uani 1 1 d . . . . .
H36 H 0.2702 -0.1246 0.9661 0.025 Uiso 1 1 calc R U . . .
C37 C 0.1249(2) -0.15273(11) 0.89985(9) 0.0224(4) Uani 1 1 d . . . . .
H37 H 0.0591 -0.1752 0.9290 0.027 Uiso 1 1 calc R U . . .
C38 C 0.0914(2) -0.14909(11) 0.83399(9) 0.0215(4) Uani 1 1 d . . . . .
C39 C -0.0452(2) -0.16929(11) 0.81191(10) 0.0252(4) Uani 1 1 d . . . . .
H39 H -0.1126 -0.1902 0.8410 0.030 Uiso 1 1 calc R U . . .
C40 C -0.0816(2) -0.15918(12) 0.74913(10) 0.0277(4) Uani 1 1 d . . . . .
H40 H -0.1745 -0.1712 0.7352 0.033 Uiso 1 1 calc R U . . .
C41 C 0.0200(2) -0.13074(12) 0.70546(9) 0.0279(4) Uani 1 1 d . . . . .
H41 H -0.0052 -0.1238 0.6620 0.033 Uiso 1 1 calc R U . . .
C42 C 0.1546(2) -0.11297(11) 0.72479(9) 0.0243(4) Uani 1 1 d . . . . .
H42 H 0.2219 -0.0954 0.6943 0.029 Uiso 1 1 calc R U . . .
C43 C 0.1948(2) -0.12046(11) 0.79000(8) 0.0205(4) Uani 1 1 d . . . . .
N1 N 0.64066(16) 0.04505(9) 0.92335(6) 0.0173(3) Uani 1 1 d . . . . .
N2 N 0.90811(18) 0.13079(10) 0.89947(7) 0.0237(3) Uani 1 1 d . . . . .
N3 N 1.00983(19) 0.16389(10) 0.86550(7) 0.0239(3) Uani 1 1 d . . . . .
N4 N 1.04406(17) 0.11106(9) 0.81957(7) 0.0198(3) Uani 1 1 d . . . . .
O1 O 0.46221(14) 0.05390(7) 0.83372(5) 0.0188(3) Uani 1 1 d . . . . .
O2 O 0.47368(13) -0.06289(7) 0.90338(6) 0.0187(3) Uani 1 1 d . . . . .
B1 B 0.4824(2) 0.02402(12) 0.89848(9) 0.0178(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.384(3) . ?
C1 C6 1.414(2) . ?
C1 B1 1.616(3) . ?
C2 C3 1.401(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.394(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.390(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.390(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.460(3) . ?
C7 N1 1.288(2) . ?
C7 H7 0.9500 . ?
C8 N1 1.479(2) . ?
C8 C9 1.501(3) . ?
C8 C18 1.525(3) . ?
C8 H8 1.0000 . ?
C9 N2 1.359(2) . ?
C9 C10 1.367(3) . ?
C10 N4 1.342(2) . ?
C10 H10 0.9500 . ?
C11 N4 1.471(2) . ?
C11 C12 1.514(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C17 1.389(3) . ?
C12 C13 1.390(3) . ?
C13 C14 1.388(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.384(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.385(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.395(3) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C23 1.391(3) . ?
C18 C19 1.394(3) . ?
C19 C20 1.383(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.391(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.384(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.394(3) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 O1 1.372(2) . ?
C24 C33 1.384(3) . ?
C24 C25 1.412(3) . ?
C25 C26 1.369(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.417(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.422(3) . ?
C27 C32 1.422(3) . ?
C28 C29 1.364(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.410(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.376(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.425(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.438(2) . ?
C33 C34 1.486(3) . ?
C34 C35 1.385(2) . ?
C34 C43 1.437(3) . ?
C35 O2 1.374(2) . ?
C35 C36 1.408(3) . ?
C36 C37 1.363(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.419(3) . ?
C37 H37 0.9500 . ?
C38 C39 1.417(3) . ?
C38 C43 1.428(3) . ?
C39 C40 1.372(3) . ?
C39 H39 0.9500 . ?
C40 C41 1.412(3) . ?
C40 H40 0.9500 . ?
C41 C42 1.371(3) . ?
C41 H41 0.9500 . ?
C42 C43 1.426(3) . ?
C42 H42 0.9500 . ?
N1 B1 1.628(2) . ?
N2 N3 1.320(2) . ?
N3 N4 1.344(2) . ?
O1 B1 1.459(2) . ?
O2 B1 1.453(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 117.89(17) . . ?
C2 C1 B1 133.63(16) . . ?
C6 C1 B1 108.48(16) . . ?
C1 C2 C3 119.79(18) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
C4 C3 C2 121.16(18) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C5 C4 C3 120.22(17) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C6 C5 C4 117.90(18) . . ?
C6 C5 H5 121.0 . . ?
C4 C5 H5 121.0 . . ?
C5 C6 C1 123.00(18) . . ?
C5 C6 C7 127.52(17) . . ?
C1 C6 C7 109.43(16) . . ?
N1 C7 C6 112.93(16) . . ?
N1 C7 H7 123.5 . . ?
C6 C7 H7 123.5 . . ?
N1 C8 C9 112.87(15) . . ?
N1 C8 C18 109.27(14) . . ?
C9 C8 C18 114.87(16) . . ?
N1 C8 H8 106.4 . . ?
C9 C8 H8 106.4 . . ?
C18 C8 H8 106.4 . . ?
N2 C9 C10 108.63(16) . . ?
N2 C9 C8 123.52(16) . . ?
C10 C9 C8 127.85(16) . . ?
N4 C10 C9 104.61(16) . . ?
N4 C10 H10 127.7 . . ?
C9 C10 H10 127.7 . . ?
N4 C11 C12 111.34(16) . . ?
N4 C11 H11A 109.4 . . ?
C12 C11 H11A 109.4 . . ?
N4 C11 H11B 109.4 . . ?
C12 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
C17 C12 C13 119.00(18) . . ?
C17 C12 C11 120.12(18) . . ?
C13 C12 C11 120.88(18) . . ?
C14 C13 C12 120.6(2) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C15 C14 C13 120.2(2) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 119.6(2) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C15 C16 C17 120.2(2) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C12 C17 C16 120.3(2) . . ?
C12 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C23 C18 C19 119.6(2) . . ?
C23 C18 C8 121.65(19) . . ?
C19 C18 C8 118.73(19) . . ?
C20 C19 C18 120.4(3) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C19 C20 C21 120.0(3) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 120.0 . . ?
C22 C21 C20 119.8(2) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C21 C22 C23 120.4(3) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C18 C23 C22 119.7(2) . . ?
C18 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
O1 C24 C33 120.97(16) . . ?
O1 C24 C25 117.08(16) . . ?
C33 C24 C25 121.87(16) . . ?
C26 C25 C24 120.13(18) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C27 120.49(18) . . ?
C25 C26 H26 119.8 . . ?
C27 C26 H26 119.8 . . ?
C26 C27 C28 121.25(18) . . ?
C26 C27 C32 119.46(17) . . ?
C28 C27 C32 119.23(18) . . ?
C29 C28 C27 121.44(19) . . ?
C29 C28 H28 119.3 . . ?
C27 C28 H28 119.3 . . ?
C28 C29 C30 119.72(18) . . ?
C28 C29 H29 120.1 . . ?
C30 C29 H29 120.1 . . ?
C31 C30 C29 120.47(19) . . ?
C31 C30 H30 119.8 . . ?
C29 C30 H30 119.8 . . ?
C30 C31 C32 121.16(19) . . ?
C30 C31 H31 119.4 . . ?
C32 C31 H31 119.4 . . ?
C27 C32 C31 117.94(17) . . ?
C27 C32 C33 119.62(17) . . ?
C31 C32 C33 122.38(17) . . ?
C24 C33 C32 118.09(17) . . ?
C24 C33 C34 119.18(15) . . ?
C32 C33 C34 122.66(16) . . ?
C35 C34 C43 118.00(17) . . ?
C35 C34 C33 118.74(17) . . ?
C43 C34 C33 123.12(15) . . ?
O2 C35 C34 120.14(16) . . ?
O2 C35 C36 117.71(15) . . ?
C34 C35 C36 122.15(17) . . ?
C37 C36 C35 120.13(16) . . ?
C37 C36 H36 119.9 . . ?
C35 C36 H36 119.9 . . ?
C36 C37 C38 120.55(17) . . ?
C36 C37 H37 119.7 . . ?
C38 C37 H37 119.7 . . ?
C39 C38 C37 120.85(18) . . ?
C39 C38 C43 119.73(17) . . ?
C37 C38 C43 119.33(17) . . ?
C40 C39 C38 121.01(19) . . ?
C40 C39 H39 119.5 . . ?
C38 C39 H39 119.5 . . ?
C39 C40 C41 119.48(19) . . ?
C39 C40 H40 120.3 . . ?
C41 C40 H40 120.3 . . ?
C42 C41 C40 121.07(18) . . ?
C42 C41 H41 119.5 . . ?
C40 C41 H41 119.5 . . ?
C41 C42 C43 120.92(19) . . ?
C41 C42 H42 119.5 . . ?
C43 C42 H42 119.5 . . ?
C42 C43 C38 117.74(17) . . ?
C42 C43 C34 122.71(17) . . ?
C38 C43 C34 119.42(16) . . ?
C7 N1 C8 125.00(16) . . ?
C7 N1 B1 111.51(14) . . ?
C8 N1 B1 123.29(13) . . ?
N3 N2 C9 108.61(15) . . ?
N2 N3 N4 106.88(15) . . ?
C10 N4 N3 111.27(15) . . ?
C10 N4 C11 128.39(15) . . ?
N3 N4 C11 120.32(15) . . ?
C24 O1 B1 119.36(13) . . ?
C35 O2 B1 113.49(14) . . ?
O2 B1 O1 113.45(14) . . ?
O2 B1 C1 119.40(15) . . ?
O1 B1 C1 110.50(14) . . ?
O2 B1 N1 104.11(14) . . ?
O1 B1 N1 110.23(14) . . ?
C1 B1 N1 97.40(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -1.0(3) . . . . ?
B1 C1 C2 C3 179.67(17) . . . . ?
C1 C2 C3 C4 1.1(3) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
C3 C4 C5 C6 -1.7(3) . . . . ?
C4 C5 C6 C1 1.9(3) . . . . ?
C4 C5 C6 C7 -175.30(18) . . . . ?
C2 C1 C6 C5 -0.5(3) . . . . ?
B1 C1 C6 C5 179.02(16) . . . . ?
C2 C1 C6 C7 177.10(16) . . . . ?
B1 C1 C6 C7 -3.37(19) . . . . ?
C5 C6 C7 N1 177.65(17) . . . . ?
C1 C6 C7 N1 0.2(2) . . . . ?
N1 C8 C9 N2 38.8(2) . . . . ?
C18 C8 C9 N2 -87.4(2) . . . . ?
N1 C8 C9 C10 -142.40(18) . . . . ?
C18 C8 C9 C10 91.4(2) . . . . ?
N2 C9 C10 N4 -0.2(2) . . . . ?
C8 C9 C10 N4 -179.14(17) . . . . ?
N4 C11 C12 C17 -135.90(19) . . . . ?
N4 C11 C12 C13 44.6(2) . . . . ?
C17 C12 C13 C14 -0.5(3) . . . . ?
C11 C12 C13 C14 179.07(19) . . . . ?
C12 C13 C14 C15 1.5(3) . . . . ?
C13 C14 C15 C16 -1.0(3) . . . . ?
C14 C15 C16 C17 -0.5(4) . . . . ?
C13 C12 C17 C16 -1.0(3) . . . . ?
C11 C12 C17 C16 179.5(2) . . . . ?
C15 C16 C17 C12 1.5(4) . . . . ?
N1 C8 C18 C23 -90.0(2) . . . . ?
C9 C8 C18 C23 38.0(2) . . . . ?
N1 C8 C18 C19 88.9(2) . . . . ?
C9 C8 C18 C19 -143.11(18) . . . . ?
C23 C18 C19 C20 -1.8(3) . . . . ?
C8 C18 C19 C20 179.29(19) . . . . ?
C18 C19 C20 C21 1.0(3) . . . . ?
C19 C20 C21 C22 0.8(4) . . . . ?
C20 C21 C22 C23 -1.8(4) . . . . ?
C19 C18 C23 C22 0.9(3) . . . . ?
C8 C18 C23 C22 179.71(18) . . . . ?
C21 C22 C23 C18 1.0(3) . . . . ?
O1 C24 C25 C26 -179.48(16) . . . . ?
C33 C24 C25 C26 -2.5(3) . . . . ?
C24 C25 C26 C27 -1.7(3) . . . . ?
C25 C26 C27 C28 -175.35(18) . . . . ?
C25 C26 C27 C32 1.7(3) . . . . ?
C26 C27 C28 C29 175.16(19) . . . . ?
C32 C27 C28 C29 -1.9(3) . . . . ?
C27 C28 C29 C30 -0.2(3) . . . . ?
C28 C29 C30 C31 1.6(3) . . . . ?
C29 C30 C31 C32 -1.0(3) . . . . ?
C26 C27 C32 C31 -174.66(17) . . . . ?
C28 C27 C32 C31 2.4(3) . . . . ?
C26 C27 C32 C33 2.4(3) . . . . ?
C28 C27 C32 C33 179.50(16) . . . . ?
C30 C31 C32 C27 -1.0(3) . . . . ?
C30 C31 C32 C33 -178.03(18) . . . . ?
O1 C24 C33 C32 -176.65(15) . . . . ?
C25 C24 C33 C32 6.5(3) . . . . ?
O1 C24 C33 C34 0.4(2) . . . . ?
C25 C24 C33 C34 -176.49(17) . . . . ?
C27 C32 C33 C24 -6.4(3) . . . . ?
C31 C32 C33 C24 170.55(17) . . . . ?
C27 C32 C33 C34 176.72(16) . . . . ?
C31 C32 C33 C34 -6.3(3) . . . . ?
C24 C33 C34 C35 -50.0(2) . . . . ?
C32 C33 C34 C35 126.82(19) . . . . ?
C24 C33 C34 C43 125.61(19) . . . . ?
C32 C33 C34 C43 -57.5(2) . . . . ?
C43 C34 C35 O2 -173.14(15) . . . . ?
C33 C34 C35 O2 2.7(3) . . . . ?
C43 C34 C35 C36 6.9(3) . . . . ?
C33 C34 C35 C36 -177.20(16) . . . . ?
O2 C35 C36 C37 177.17(16) . . . . ?
C34 C35 C36 C37 -2.9(3) . . . . ?
C35 C36 C37 C38 -3.0(3) . . . . ?
C36 C37 C38 C39 -172.11(18) . . . . ?
C36 C37 C38 C43 4.4(3) . . . . ?
C37 C38 C39 C40 174.26(18) . . . . ?
C43 C38 C39 C40 -2.3(3) . . . . ?
C38 C39 C40 C41 2.1(3) . . . . ?
C39 C40 C41 C42 -0.1(3) . . . . ?
C40 C41 C42 C43 -1.8(3) . . . . ?
C41 C42 C43 C38 1.6(3) . . . . ?
C41 C42 C43 C34 -174.16(18) . . . . ?
C39 C38 C43 C42 0.4(3) . . . . ?
C37 C38 C43 C42 -176.22(17) . . . . ?
C39 C38 C43 C34 176.33(17) . . . . ?
C37 C38 C43 C34 -0.3(3) . . . . ?
C35 C34 C43 C42 170.50(17) . . . . ?
C33 C34 C43 C42 -5.2(3) . . . . ?
C35 C34 C43 C38 -5.2(3) . . . . ?
C33 C34 C43 C38 179.08(16) . . . . ?
C6 C7 N1 C8 -171.93(15) . . . . ?
C6 C7 N1 B1 3.1(2) . . . . ?
C9 C8 N1 C7 -60.7(2) . . . . ?
C18 C8 N1 C7 68.4(2) . . . . ?
C9 C8 N1 B1 124.81(16) . . . . ?
C18 C8 N1 B1 -106.08(18) . . . . ?
C10 C9 N2 N3 0.5(2) . . . . ?
C8 C9 N2 N3 179.45(17) . . . . ?
C9 N2 N3 N4 -0.5(2) . . . . ?
C9 C10 N4 N3 -0.1(2) . . . . ?
C9 C10 N4 C11 178.16(17) . . . . ?
N2 N3 N4 C10 0.4(2) . . . . ?
N2 N3 N4 C11 -178.03(15) . . . . ?
C12 C11 N4 C10 50.7(2) . . . . ?
C12 C11 N4 N3 -131.20(17) . . . . ?
C33 C24 O1 B1 63.9(2) . . . . ?
C25 C24 O1 B1 -119.16(18) . . . . ?
C34 C35 O2 B1 72.0(2) . . . . ?
C36 C35 O2 B1 -108.09(18) . . . . ?
C35 O2 B1 O1 -54.2(2) . . . . ?
C35 O2 B1 C1 78.87(19) . . . . ?
C35 O2 B1 N1 -174.03(13) . . . . ?
C24 O1 B1 O2 -31.8(2) . . . . ?
C24 O1 B1 C1 -169.02(15) . . . . ?
C24 O1 B1 N1 84.46(18) . . . . ?
C2 C1 B1 O2 -65.2(3) . . . . ?
C6 C1 B1 O2 115.37(17) . . . . ?
C2 C1 B1 O1 69.1(3) . . . . ?
C6 C1 B1 O1 -110.33(16) . . . . ?
C2 C1 B1 N1 -176.02(19) . . . . ?
C6 C1 B1 N1 4.56(17) . . . . ?
C7 N1 B1 O2 -127.55(15) . . . . ?
C8 N1 B1 O2 47.62(19) . . . . ?
C7 N1 B1 O1 110.45(16) . . . . ?
C8 N1 B1 O1 -74.38(19) . . . . ?
C7 N1 B1 C1 -4.65(17) . . . . ?
C8 N1 B1 C1 170.52(14) . . . . ?

_refine_diff_density_max         0.173
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.036

