# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1018810'
_audit_update_record             
;
2014-08-11 deposited with the CCDC.
2015-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H24 B2 N2'
_chemical_formula_weight         458.15

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   9.938(2)
_cell_length_b                   15.052(3)
_cell_length_c                   16.599(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.82(3)
_cell_angle_gamma                90.00
_cell_volume                     2474.1(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    113.1500
_cell_measurement_reflns_used    5141
_cell_measurement_theta_min      1.8294
_cell_measurement_theta_max      27.8585

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             960
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9847
_exptl_absorpt_correction_T_max  0.9874
_exptl_absorpt_process_details   crystalclear

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  Multilayer
_diffrn_measurement_device_type  'Rigaku Saturn 724CCD camera'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            20061
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_av_sigmaI/netI    0.0481
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_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         1.83
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4351
_reflns_number_gt                3435
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear-SM Expert 2.0 r2 (Rigaku, 2009)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r2'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r2'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0760P)²+0.1480P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.018(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4351
_refine_ls_number_parameters     326
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0745
_refine_ls_R_factor_gt           0.0561
_refine_ls_wR_factor_ref         0.1417
_refine_ls_wR_factor_gt          0.1299
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.081
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.25872(15) 0.53070(10) 0.03178(9) 0.0239(4) Uani 1 1 d . . .
C25 C 0.5310(2) 0.75393(14) 0.10590(13) 0.0317(5) Uani 1 1 d . . .
H25 H 0.5834 0.7872 0.0732 0.038 Uiso 1 1 calc R . .
C19 C 0.70112(19) 0.45984(14) 0.27055(12) 0.0304(5) Uani 1 1 d . . .
H19 H 0.7862 0.4858 0.2719 0.036 Uiso 1 1 calc R . .
N2 N 0.23036(15) 0.43966(10) 0.01494(9) 0.0230(4) Uani 1 1 d . . .
C11 C 0.1841(2) 0.13628(15) 0.06632(12) 0.0348(5) Uani 1 1 d . . .
H11 H 0.1054 0.1034 0.0553 0.042 Uiso 1 1 calc R . .
C26 C 0.48117(19) 0.67236(13) 0.07986(12) 0.0277(5) Uani 1 1 d . . .
H26 H 0.4995 0.6513 0.0293 0.033 Uiso 1 1 calc R . .
C20 C 0.60861(19) 0.47345(14) 0.20500(12) 0.0284(5) Uani 1 1 d . . .
H20 H 0.6325 0.5087 0.1625 0.034 Uiso 1 1 calc R . .
C10 C 0.1795(2) 0.22800(14) 0.06211(12) 0.0290(5) Uani 1 1 d . . .
H10 H 0.0975 0.2558 0.0476 0.035 Uiso 1 1 calc R . .
C5 C 0.01140(18) 0.53239(14) -0.14915(11) 0.0266(5) Uani 1 1 d . . .
H5 H -0.0189 0.5886 -0.1652 0.032 Uiso 1 1 calc R . .
C6 C -0.03471(19) 0.45814(14) -0.19240(12) 0.0299(5) Uani 1 1 d . . .
H6 H -0.0973 0.4644 -0.2369 0.036 Uiso 1 1 calc R . .
C31 C 0.1945(2) 0.84367(14) 0.01758(13) 0.0335(5) Uani 1 1 d . . .
H31 H 0.1935 0.8830 0.0608 0.040 Uiso 1 1 calc R . .
C32 C 0.18997(18) 0.75305(14) 0.03135(12) 0.0283(5) Uani 1 1 d . . .
H32 H 0.1860 0.7324 0.0839 0.034 Uiso 1 1 calc R . .
C18 C 0.6671(2) 0.40736(14) 0.33442(13) 0.0321(5) Uani 1 1 d . . .
H18 H 0.7290 0.3981 0.3788 0.039 Uiso 1 1 calc R . .
C14 C 0.41628(19) 0.23431(14) 0.10215(11) 0.0260(5) Uani 1 1 d . . .
H14 H 0.4946 0.2667 0.1159 0.031 Uiso 1 1 calc R . .
C13 C 0.4218(2) 0.14264(14) 0.10498(12) 0.0326(5) Uani 1 1 d . . .
H13 H 0.5034 0.1141 0.1190 0.039 Uiso 1 1 calc R . .
C3 C 0.14187(18) 0.43720(13) -0.05668(11) 0.0242(5) Uani 1 1 d . . .
C29 C 0.2008(2) 0.81775(15) -0.12409(14) 0.0363(5) Uani 1 1 d . . .
H29 H 0.2042 0.8393 -0.1764 0.044 Uiso 1 1 calc R . .
C16 C 0.44769(19) 0.38241(13) 0.26546(12) 0.0287(5) Uani 1 1 d . . .
H16 H 0.3631 0.3558 0.2641 0.034 Uiso 1 1 calc R . .
C24 C 0.5030(2) 0.78627(15) 0.18075(13) 0.0347(5) Uani 1 1 d . . .
H24 H 0.5350 0.8417 0.1979 0.042 Uiso 1 1 calc R . .
C4 C 0.10332(18) 0.52276(13) -0.08144(11) 0.0242(5) Uani 1 1 d . . .
C1 C 0.35126(18) 0.53361(13) 0.10001(11) 0.0229(4) Uani 1 1 d . . .
C23 C 0.4270(2) 0.73583(15) 0.22996(13) 0.0326(5) Uani 1 1 d . . .
H23 H 0.4083 0.7575 0.2803 0.039 Uiso 1 1 calc R . .
C22 C 0.37872(19) 0.65322(14) 0.20456(12) 0.0275(5) Uani 1 1 d . . .
H22 H 0.3295 0.6190 0.2384 0.033 Uiso 1 1 calc R . .
C15 C 0.47993(18) 0.43555(13) 0.20088(11) 0.0230(4) Uani 1 1 d . . .
C7 C 0.01266(19) 0.37438(14) -0.16914(12) 0.0299(5) Uani 1 1 d . . .
H7 H -0.0157 0.3253 -0.2001 0.036 Uiso 1 1 calc R . .
C28 C 0.19618(19) 0.72701(14) -0.11057(13) 0.0305(5) Uani 1 1 d . . .
H28 H 0.1964 0.6884 -0.1543 0.037 Uiso 1 1 calc R . .
C21 C 0.40374(17) 0.62128(13) 0.12846(11) 0.0231(4) Uani 1 1 d . . .
C17 C 0.5402(2) 0.36876(14) 0.33162(12) 0.0312(5) Uani 1 1 d . . .
H17 H 0.5170 0.3335 0.3743 0.037 Uiso 1 1 calc R . .
C2 C 0.38091(18) 0.45075(13) 0.13043(11) 0.0240(5) Uani 1 1 d . . .
C12 C 0.3051(2) 0.09332(15) 0.08681(13) 0.0371(5) Uani 1 1 d . . .
H12 H 0.3084 0.0316 0.0884 0.044 Uiso 1 1 calc R . .
C9 C 0.29581(18) 0.28031(13) 0.07917(11) 0.0244(5) Uani 1 1 d . . .
C27 C 0.19120(17) 0.69170(13) -0.03233(12) 0.0248(5) Uani 1 1 d . . .
C30 C 0.2004(2) 0.87622(15) -0.06017(14) 0.0387(6) Uani 1 1 d . . .
H30 H 0.2041 0.9371 -0.0692 0.046 Uiso 1 1 calc R . .
C8 C 0.10154(19) 0.36191(14) -0.10068(12) 0.0278(5) Uani 1 1 d . . .
H8 H 0.1325 0.3057 -0.0851 0.033 Uiso 1 1 calc R . .
B2 B 0.2987(2) 0.38382(16) 0.07518(13) 0.0243(5) Uani 1 1 d . . .
B1 B 0.1841(2) 0.58899(16) -0.02455(13) 0.0258(5) 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
N1 C1 1.398(2) . ?
N1 N2 1.422(2) . ?
N1 B1 1.441(3) . ?
C25 C26 1.380(3) . ?
C25 C24 1.384(3) . ?
C25 H25 0.9300 . ?
C19 C20 1.379(3) . ?
C19 C18 1.386(3) . ?
C19 H19 0.9300 . ?
N2 C3 1.419(2) . ?
N2 B2 1.433(3) . ?
C11 C10 1.383(3) . ?
C11 C12 1.383(3) . ?
C11 H11 0.9300 . ?
C26 C21 1.392(3) . ?
C26 H26 0.9300 . ?
C20 C15 1.397(3) . ?
C20 H20 0.9300 . ?
C10 C9 1.407(3) . ?
C10 H10 0.9300 . ?
C5 C6 1.385(3) . ?
C5 C4 1.395(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.389(3) . ?
C6 H6 0.9300 . ?
C31 C32 1.384(3) . ?
C31 C30 1.386(3) . ?
C31 H31 0.9300 . ?
C32 C27 1.404(3) . ?
C32 H32 0.9300 . ?
C18 C17 1.385(3) . ?
C18 H18 0.9300 . ?
C14 C13 1.382(3) . ?
C14 C9 1.408(3) . ?
C14 H14 0.9300 . ?
C13 C12 1.389(3) . ?
C13 H13 0.9300 . ?
C3 C8 1.389(3) . ?
C3 C4 1.396(3) . ?
C29 C30 1.379(3) . ?
C29 C28 1.385(3) . ?
C29 H29 0.9300 . ?
C16 C17 1.387(3) . ?
C16 C15 1.396(3) . ?
C16 H16 0.9300 . ?
C24 C23 1.385(3) . ?
C24 H24 0.9300 . ?
C4 B1 1.550(3) . ?
C1 C2 1.368(3) . ?
C1 C21 1.482(3) . ?
C23 C22 1.386(3) . ?
C23 H23 0.9300 . ?
C22 C21 1.393(3) . ?
C22 H22 0.9300 . ?
C15 C2 1.481(3) . ?
C7 C8 1.392(3) . ?
C7 H7 0.9300 . ?
C28 C27 1.408(3) . ?
C28 H28 0.9300 . ?
C17 H17 0.9300 . ?
C2 B2 1.548(3) . ?
C12 H12 0.9300 . ?
C9 B2 1.560(3) . ?
C27 B1 1.553(3) . ?
C30 H30 0.9300 . ?
C8 H8 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 N2 107.18(15) . . ?
C1 N1 B1 140.70(17) . . ?
N2 N1 B1 112.12(16) . . ?
C26 C25 C24 120.01(19) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C20 C19 C18 119.91(19) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C3 N2 N1 106.77(14) . . ?
C3 N2 B2 142.52(17) . . ?
N1 N2 B2 110.71(15) . . ?
C10 C11 C12 120.2(2) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C25 C26 C21 120.74(18) . . ?
C25 C26 H26 119.6 . . ?
C21 C26 H26 119.6 . . ?
C19 C20 C15 121.65(19) . . ?
C19 C20 H20 119.2 . . ?
C15 C20 H20 119.2 . . ?
C11 C10 C9 121.72(19) . . ?
C11 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
C6 C5 C4 119.96(19) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C7 119.90(19) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C32 C31 C30 120.4(2) . . ?
C32 C31 H31 119.8 . . ?
C30 C31 H31 119.8 . . ?
C31 C32 C27 121.42(19) . . ?
C31 C32 H32 119.3 . . ?
C27 C32 H32 119.3 . . ?
C17 C18 C19 119.53(19) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C13 C14 C9 122.08(19) . . ?
C13 C14 H14 119.0 . . ?
C9 C14 H14 119.0 . . ?
C14 C13 C12 119.8(2) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C8 C3 C4 122.55(18) . . ?
C8 C3 N2 126.38(18) . . ?
C4 C3 N2 110.99(17) . . ?
C30 C29 C28 120.2(2) . . ?
C30 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?
C17 C16 C15 120.86(18) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C25 C24 C23 119.8(2) . . ?
C25 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C5 C4 C3 118.56(18) . . ?
C5 C4 B1 134.00(19) . . ?
C3 C4 B1 107.38(17) . . ?
C2 C1 N1 112.14(17) . . ?
C2 C1 C21 129.43(17) . . ?
N1 C1 C21 118.42(16) . . ?
C24 C23 C22 120.31(19) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C22 C21 120.12(18) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C16 C15 C20 117.69(18) . . ?
C16 C15 C2 120.96(17) . . ?
C20 C15 C2 121.35(17) . . ?
C6 C7 C8 121.75(19) . . ?
C6 C7 H7 119.1 . . ?
C8 C7 H7 119.1 . . ?
C29 C28 C27 121.7(2) . . ?
C29 C28 H28 119.1 . . ?
C27 C28 H28 119.1 . . ?
C26 C21 C22 118.97(18) . . ?
C26 C21 C1 120.27(16) . . ?
C22 C21 C1 120.75(16) . . ?
C18 C17 C16 120.36(19) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C1 C2 C15 122.70(17) . . ?
C1 C2 B2 106.74(17) . . ?
C15 C2 B2 130.50(18) . . ?
C11 C12 C13 119.8(2) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C10 C9 C14 116.40(18) . . ?
C10 C9 B2 124.61(18) . . ?
C14 C9 B2 118.98(17) . . ?
C32 C27 C28 116.69(19) . . ?
C32 C27 B1 126.05(18) . . ?
C28 C27 B1 117.24(18) . . ?
C29 C30 C31 119.6(2) . . ?
C29 C30 H30 120.2 . . ?
C31 C30 H30 120.2 . . ?
C3 C8 C7 117.03(19) . . ?
C3 C8 H8 121.5 . . ?
C7 C8 H8 121.5 . . ?
N2 B2 C2 103.13(17) . . ?
N2 B2 C9 127.31(18) . . ?
C2 B2 C9 129.45(18) . . ?
N1 B1 C4 102.45(18) . . ?
N1 B1 C27 129.46(19) . . ?
C4 B1 C27 127.88(19) . . ?

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
C1 N1 N2 C3 -177.09(13) . . . . ?
B1 N1 N2 C3 3.57(19) . . . . ?
C1 N1 N2 B2 3.36(19) . . . . ?
B1 N1 N2 B2 -175.98(15) . . . . ?
C24 C25 C26 C21 -0.7(3) . . . . ?
C18 C19 C20 C15 0.0(3) . . . . ?
C12 C11 C10 C9 -0.7(3) . . . . ?
C4 C5 C6 C7 -1.2(3) . . . . ?
C30 C31 C32 C27 0.0(3) . . . . ?
C20 C19 C18 C17 0.2(3) . . . . ?
C9 C14 C13 C12 -1.7(3) . . . . ?
N1 N2 C3 C8 171.38(17) . . . . ?
B2 N2 C3 C8 -9.3(4) . . . . ?
N1 N2 C3 C4 -5.5(2) . . . . ?
B2 N2 C3 C4 173.8(2) . . . . ?
C26 C25 C24 C23 1.2(3) . . . . ?
C6 C5 C4 C3 -3.0(3) . . . . ?
C6 C5 C4 B1 173.69(18) . . . . ?
C8 C3 C4 C5 5.7(3) . . . . ?
N2 C3 C4 C5 -177.23(15) . . . . ?
C8 C3 C4 B1 -171.78(17) . . . . ?
N2 C3 C4 B1 5.3(2) . . . . ?
N2 N1 C1 C2 -2.3(2) . . . . ?
B1 N1 C1 C2 176.7(2) . . . . ?
N2 N1 C1 C21 176.96(14) . . . . ?
B1 N1 C1 C21 -4.0(3) . . . . ?
C25 C24 C23 C22 -0.1(3) . . . . ?
C24 C23 C22 C21 -1.5(3) . . . . ?
C17 C16 C15 C20 0.7(3) . . . . ?
C17 C16 C15 C2 -179.56(18) . . . . ?
C19 C20 C15 C16 -0.5(3) . . . . ?
C19 C20 C15 C2 179.75(18) . . . . ?
C5 C6 C7 C8 3.0(3) . . . . ?
C30 C29 C28 C27 -0.1(3) . . . . ?
C25 C26 C21 C22 -0.9(3) . . . . ?
C25 C26 C21 C1 -179.73(18) . . . . ?
C23 C22 C21 C26 2.0(3) . . . . ?
C23 C22 C21 C1 -179.19(18) . . . . ?
C2 C1 C21 C26 115.2(2) . . . . ?
N1 C1 C21 C26 -63.9(2) . . . . ?
C2 C1 C21 C22 -63.6(3) . . . . ?
N1 C1 C21 C22 117.29(19) . . . . ?
C19 C18 C17 C16 0.0(3) . . . . ?
C15 C16 C17 C18 -0.4(3) . . . . ?
N1 C1 C2 C15 177.79(15) . . . . ?
C21 C1 C2 C15 -1.4(3) . . . . ?
N1 C1 C2 B2 0.5(2) . . . . ?
C21 C1 C2 B2 -178.70(17) . . . . ?
C16 C15 C2 C1 130.8(2) . . . . ?
C20 C15 C2 C1 -49.4(3) . . . . ?
C16 C15 C2 B2 -52.6(3) . . . . ?
C20 C15 C2 B2 127.2(2) . . . . ?
C10 C11 C12 C13 1.5(3) . . . . ?
C14 C13 C12 C11 -0.2(3) . . . . ?
C11 C10 C9 C14 -1.1(3) . . . . ?
C11 C10 C9 B2 179.60(18) . . . . ?
C13 C14 C9 C10 2.4(3) . . . . ?
C13 C14 C9 B2 -178.31(17) . . . . ?
C31 C32 C27 C28 -0.5(3) . . . . ?
C31 C32 C27 B1 -178.92(18) . . . . ?
C29 C28 C27 C32 0.5(3) . . . . ?
C29 C28 C27 B1 179.12(19) . . . . ?
C28 C29 C30 C31 -0.4(3) . . . . ?
C32 C31 C30 C29 0.5(3) . . . . ?
C4 C3 C8 C7 -4.0(3) . . . . ?
N2 C3 C8 C7 179.45(17) . . . . ?
C6 C7 C8 C3 -0.5(3) . . . . ?
C3 N2 B2 C2 177.8(2) . . . . ?
N1 N2 B2 C2 -2.94(18) . . . . ?
C3 N2 B2 C9 1.2(4) . . . . ?
N1 N2 B2 C9 -179.51(16) . . . . ?
C1 C2 B2 N2 1.50(19) . . . . ?
C15 C2 B2 N2 -175.51(17) . . . . ?
C1 C2 B2 C9 177.96(18) . . . . ?
C15 C2 B2 C9 1.0(3) . . . . ?
C10 C9 B2 N2 -41.6(3) . . . . ?
C14 C9 B2 N2 139.2(2) . . . . ?
C10 C9 B2 C2 142.7(2) . . . . ?
C14 C9 B2 C2 -36.5(3) . . . . ?
C1 N1 B1 C4 -179.5(2) . . . . ?
N2 N1 B1 C4 -0.45(18) . . . . ?
C1 N1 B1 C27 5.6(4) . . . . ?
N2 N1 B1 C27 -175.41(17) . . . . ?
C5 C4 B1 N1 -179.82(19) . . . . ?
C3 C4 B1 N1 -2.89(19) . . . . ?
C5 C4 B1 C27 -4.8(3) . . . . ?
C3 C4 B1 C27 172.18(18) . . . . ?
C32 C27 B1 N1 -47.0(3) . . . . ?
C28 C27 B1 N1 134.5(2) . . . . ?
C32 C27 B1 C4 139.2(2) . . . . ?
C28 C27 B1 C4 -39.2(3) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.058
####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1018811'
_audit_update_record             
;
2014-08-11 deposited with the CCDC.
2015-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H18 B2 N2 S'
_chemical_formula_sum            'C24 H18 B2 N2 S'
_chemical_formula_weight         388.08

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

_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                   9.4920(19)
_cell_length_b                   10.356(2)
_cell_length_c                   10.494(2)
_cell_angle_alpha                76.69(3)
_cell_angle_beta                 80.05(3)
_cell_angle_gamma                77.48(3)
_cell_volume                     971.7(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    2374
_cell_measurement_theta_min      2.0112
_cell_measurement_theta_max      28.0228

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             404
_exptl_absorpt_coefficient_mu    0.179
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9616
_exptl_absorpt_correction_T_max  0.9684
_exptl_absorpt_process_details   crystalclear

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  Multilayer
_diffrn_measurement_device_type  'Rigaku Saturn 724CCD camera'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 14.6
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            10239
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_av_sigmaI/netI    0.0920
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.01
_diffrn_reflns_theta_max         28.05
_reflns_number_total             4623
_reflns_number_gt                2676
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear-SM Expert 2.0 r2 (Rigaku, 2009)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r2'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r2'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0747P)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    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.038(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4623
_refine_ls_number_parameters     252
_refine_ls_number_restraints     80
_refine_ls_R_factor_all          0.1016
_refine_ls_R_factor_gt           0.0557
_refine_ls_wR_factor_ref         0.1474
_refine_ls_wR_factor_gt          0.1235
_refine_ls_goodness_of_fit_ref   0.942
_refine_ls_restrained_S_all      0.950
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.10853(9) 0.22402(14) 0.65198(11) 0.0291(2) Uani 0.7474(17) 1 d PDU A 1
C22 C 0.1464(4) 0.0932(7) 0.4636(5) 0.0291(2) Uani 0.7474(17) 1 d PDU A 1
H22 H 0.1294 0.0531 0.3961 0.035 Uiso 0.7474(17) 1 calc PR A 1
C23 C 0.0403(4) 0.1678(6) 0.5367(5) 0.0291(2) Uani 0.7474(17) 1 d PDU A 1
H23 H -0.0598 0.1866 0.5254 0.035 Uiso 0.7474(17) 1 calc PR A 1
C1 C 0.2837(4) 0.0837(5) 0.5013(4) 0.0291(2) Uani 0.7474(17) 1 d PDU A 1
H1 H 0.3707 0.0372 0.4598 0.035 Uiso 0.7474(17) 1 calc PR A 1
C8 C 0.2818(2) 0.1470(2) 0.6029(2) 0.0291(2) Uani 0.7474(17) 1 d PDU A 1
C1' C 0.1367(9) 0.2120(16) 0.6283(14) 0.0291(2) Uani 0.2526(17) 1 d PDU A 2
H1' H 0.1043 0.2726 0.6874 0.035 Uiso 0.2526(17) 1 calc PR A 2
C23' C 0.1260(8) 0.0978(19) 0.4686(16) 0.0291(2) Uani 0.2526(17) 1 d PDU A 2
H23' H 0.0847 0.0674 0.4072 0.035 Uiso 0.2526(17) 1 calc PR A 2
C22' C 0.0443(8) 0.1755(17) 0.5542(13) 0.0291(2) Uani 0.2526(17) 1 d PDU A 2
H22' H -0.0587 0.2013 0.5628 0.035 Uiso 0.2526(17) 1 calc PR A 2
S1' S 0.3090(3) 0.0598(3) 0.4813(3) 0.0291(2) Uani 0.2526(17) 1 d PDU A 2
C8' C 0.2818(2) 0.1470(2) 0.6029(2) 0.0291(2) Uani 0.2526(17) 1 d PDU A 2
N1 N 0.47329(18) 0.05547(19) 0.75166(16) 0.0221(4) Uani 1 1 d . A .
N2 N 0.58992(18) 0.10061(19) 0.78662(17) 0.0233(4) Uani 1 1 d . A .
C2 C 0.6022(2) -0.1239(2) 0.8902(2) 0.0233(5) Uani 1 1 d . A .
C3 C 0.6630(2) -0.2426(2) 0.9716(2) 0.0262(5) Uani 1 1 d . . .
H3 H 0.6193 -0.3203 0.9898 0.031 Uiso 1 1 calc R . .
C4 C 0.4060(2) 0.1630(2) 0.6602(2) 0.0242(5) Uani 1 1 d . . .
C5 C 0.6671(2) -0.0106(2) 0.86789(19) 0.0218(5) Uani 1 1 d . . .
C6 C 0.7939(2) -0.0135(2) 0.9189(2) 0.0255(5) Uani 1 1 d . . .
H6 H 0.8385 0.0637 0.9002 0.031 Uiso 1 1 calc R . .
C7 C 0.2223(2) -0.1438(2) 0.7841(2) 0.0253(5) Uani 1 1 d . . .
H7 H 0.1710 -0.0583 0.8002 0.030 Uiso 1 1 calc R . .
C9 C 0.4704(2) 0.2718(2) 0.6366(2) 0.0266(5) Uani 1 1 d . A .
H9 H 0.4436 0.3549 0.5777 0.032 Uiso 1 1 calc R . .
C10 C 0.1467(2) -0.2344(2) 0.7602(2) 0.0261(5) Uani 1 1 d . . .
H10 H 0.0441 -0.2110 0.7614 0.031 Uiso 1 1 calc R . .
C11 C 0.3741(2) -0.1766(2) 0.78468(19) 0.0228(5) Uani 1 1 d . A .
C12 C 0.6951(2) 0.3289(2) 0.7419(2) 0.0244(5) Uani 1 1 d . A .
C13 C 0.7875(2) -0.2464(2) 1.0258(2) 0.0274(5) Uani 1 1 d . . .
H13 H 0.8286 -0.3265 1.0820 0.033 Uiso 1 1 calc R . .
C14 C 0.4442(2) -0.3048(2) 0.7624(2) 0.0287(5) Uani 1 1 d . . .
H14 H 0.5460 -0.3311 0.7654 0.034 Uiso 1 1 calc R . .
C15 C 0.2195(2) -0.3591(3) 0.7347(2) 0.0316(6) Uani 1 1 d . . .
H15 H 0.1675 -0.4199 0.7163 0.038 Uiso 1 1 calc R . .
C16 C 0.8525(2) -0.1330(2) 0.9979(2) 0.0283(5) Uani 1 1 d . . .
H16 H 0.9391 -0.1378 1.0340 0.034 Uiso 1 1 calc R . .
C17 C 0.8550(2) 0.5137(3) 0.7786(3) 0.0357(6) Uani 1 1 d . . .
H17 H 0.9086 0.5766 0.7908 0.043 Uiso 1 1 calc R . .
C18 C 0.7464(2) 0.4235(2) 0.6362(2) 0.0283(5) Uani 1 1 d . . .
H18 H 0.7261 0.4258 0.5501 0.034 Uiso 1 1 calc R . .
B1 B 0.4711(3) -0.0838(3) 0.8092(2) 0.0233(5) Uani 1 1 d . . .
C19 C 0.3685(3) -0.3940(3) 0.7362(2) 0.0340(6) Uani 1 1 d . . .
H19 H 0.4190 -0.4794 0.7192 0.041 Uiso 1 1 calc R . .
C20 C 0.8056(2) 0.4218(3) 0.8854(2) 0.0327(6) Uani 1 1 d . A .
H20 H 0.8257 0.4206 0.9713 0.039 Uiso 1 1 calc R . .
B2 B 0.5942(3) 0.2374(3) 0.7218(2) 0.0250(6) Uani 1 1 d . . .
C21 C 0.7268(2) 0.3315(2) 0.8669(2) 0.0295(5) Uani 1 1 d . . .
H21 H 0.6930 0.2690 0.9414 0.035 Uiso 1 1 calc R A .
C24 C 0.8262(2) 0.5140(3) 0.6533(3) 0.0356(6) Uani 1 1 d . . .
H24 H 0.8612 0.5763 0.5793 0.043 Uiso 1 1 calc R . .


_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 C8 1.713(2) . ?
S1 C23 1.726(3) . ?
C22 C23 1.367(4) . ?
C22 C1 1.403(4) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C1 C8 1.370(4) . ?
C1 H1 0.9500 . ?
C8 C4 1.468(3) . ?
C1' C22' 1.425(8) . ?
C1' H1' 0.9500 . ?
C23' C22' 1.370(8) . ?
C23' S1' 1.717(7) . ?
C23' H23' 0.9500 . ?
C22' H22' 0.9500 . ?
N1 C4 1.407(3) . ?
N1 N2 1.422(2) . ?
N1 B1 1.433(3) . ?
N2 C5 1.410(3) . ?
N2 B2 1.429(3) . ?
C2 C5 1.396(3) . ?
C2 C3 1.398(3) . ?
C2 B1 1.556(3) . ?
C3 C13 1.387(3) . ?
C3 H3 0.9500 . ?
C4 C9 1.350(3) . ?
C5 C6 1.391(3) . ?
C6 C16 1.385(3) . ?
C6 H6 0.9500 . ?
C7 C10 1.386(3) . ?
C7 C11 1.407(3) . ?
C7 H7 0.9500 . ?
C9 B2 1.531(3) . ?
C9 H9 0.9500 . ?
C10 C15 1.387(3) . ?
C10 H10 0.9500 . ?
C11 C14 1.402(3) . ?
C11 B1 1.555(3) . ?
C12 C18 1.396(3) . ?
C12 C21 1.403(3) . ?
C12 B2 1.554(3) . ?
C13 C16 1.392(3) . ?
C13 H13 0.9500 . ?
C14 C19 1.385(3) . ?
C14 H14 0.9500 . ?
C15 C19 1.384(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C20 1.379(3) . ?
C17 C24 1.388(3) . ?
C17 H17 0.9500 . ?
C18 C24 1.384(3) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 C21 1.381(3) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C24 H24 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 S1 C23 91.33(13) . . ?
C23 C22 C1 111.0(3) . . ?
C23 C22 H22 124.5 . . ?
C1 C22 H22 124.5 . . ?
C22 C23 S1 112.4(2) . . ?
C22 C23 H23 123.8 . . ?
S1 C23 H23 123.8 . . ?
C8 C1 C22 114.4(3) . . ?
C8 C1 H1 122.8 . . ?
C22 C1 H1 122.8 . . ?
C1 C8 C4 128.1(2) . . ?
C1 C8 S1 110.8(2) . . ?
C4 C8 S1 120.82(16) . . ?
C22' C1' H1' 124.3 . . ?
C22' C23' S1' 114.6(5) . . ?
C22' C23' H23' 122.7 . . ?
S1' C23' H23' 122.7 . . ?
C23' C22' C1' 109.9(5) . . ?
C23' C22' H22' 125.0 . . ?
C1' C22' H22' 125.0 . . ?
C4 N1 N2 106.53(17) . . ?
C4 N1 B1 141.01(19) . . ?
N2 N1 B1 112.11(17) . . ?
C5 N2 N1 107.04(17) . . ?
C5 N2 B2 142.01(19) . . ?
N1 N2 B2 110.78(17) . . ?
C5 C2 C3 118.79(19) . . ?
C5 C2 B1 106.99(19) . . ?
C3 C2 B1 134.2(2) . . ?
C13 C3 C2 119.6(2) . . ?
C13 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C9 C4 N1 111.86(18) . . ?
C9 C4 C8 128.3(2) . . ?
N1 C4 C8 119.9(2) . . ?
C6 C5 C2 122.3(2) . . ?
C6 C5 N2 126.4(2) . . ?
C2 C5 N2 111.23(18) . . ?
C16 C6 C5 117.5(2) . . ?
C16 C6 H6 121.3 . . ?
C5 C6 H6 121.3 . . ?
C10 C7 C11 120.9(2) . . ?
C10 C7 H7 119.6 . . ?
C11 C7 H7 119.6 . . ?
C4 C9 B2 107.8(2) . . ?
C4 C9 H9 126.1 . . ?
B2 C9 H9 126.1 . . ?
C7 C10 C15 120.6(2) . . ?
C7 C10 H10 119.7 . . ?
C15 C10 H10 119.7 . . ?
C14 C11 C7 117.2(2) . . ?
C14 C11 B1 116.97(19) . . ?
C7 C11 B1 125.8(2) . . ?
C18 C12 C21 116.5(2) . . ?
C18 C12 B2 120.56(19) . . ?
C21 C12 B2 122.6(2) . . ?
C3 C13 C16 120.2(2) . . ?
C3 C13 H13 119.9 . . ?
C16 C13 H13 119.9 . . ?
C19 C14 C11 121.6(2) . . ?
C19 C14 H14 119.2 . . ?
C11 C14 H14 119.2 . . ?
C19 C15 C10 119.5(2) . . ?
C19 C15 H15 120.3 . . ?
C10 C15 H15 120.3 . . ?
C6 C16 C13 121.5(2) . . ?
C6 C16 H16 119.2 . . ?
C13 C16 H16 119.2 . . ?
C20 C17 C24 119.7(2) . . ?
C20 C17 H17 120.1 . . ?
C24 C17 H17 120.1 . . ?
C24 C18 C12 121.8(2) . . ?
C24 C18 H18 119.1 . . ?
C12 C18 H18 119.1 . . ?
N1 B1 C11 128.9(2) . . ?
N1 B1 C2 102.57(19) . . ?
C11 B1 C2 128.2(2) . . ?
C15 C19 C14 120.1(2) . . ?
C15 C19 H19 119.9 . . ?
C14 C19 H19 119.9 . . ?
C17 C20 C21 119.8(2) . . ?
C17 C20 H20 120.1 . . ?
C21 C20 H20 120.1 . . ?
N2 B2 C9 102.98(19) . . ?
N2 B2 C12 127.4(2) . . ?
C9 B2 C12 129.5(2) . . ?
C20 C21 C12 122.2(2) . . ?
C20 C21 H21 118.9 . . ?
C12 C21 H21 118.9 . . ?
C18 C24 C17 120.0(2) . . ?
C18 C24 H24 120.0 . . ?
C17 C24 H24 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C22 C23 S1 -0.7(7) . . . . ?
C8 S1 C23 C22 -0.1(5) . . . . ?
C23 C22 C1 C8 1.4(8) . . . . ?
C22 C1 C8 C4 -176.1(4) . . . . ?
C22 C1 C8 S1 -1.4(6) . . . . ?
C23 S1 C8 C1 0.9(4) . . . . ?
C23 S1 C8 C4 175.9(3) . . . . ?
S1' C23' C22' C1' 3(2) . . . . ?
C4 N1 N2 C5 -174.24(17) . . . . ?
B1 N1 N2 C5 0.4(2) . . . . ?
C4 N1 N2 B2 2.0(2) . . . . ?
B1 N1 N2 B2 176.70(18) . . . . ?
C5 C2 C3 C13 -1.4(3) . . . . ?
B1 C2 C3 C13 177.0(2) . . . . ?
N2 N1 C4 C9 -0.7(2) . . . . ?
B1 N1 C4 C9 -172.8(3) . . . . ?
N2 N1 C4 C8 178.95(18) . . . . ?
B1 N1 C4 C8 6.8(4) . . . . ?
C1 C8 C4 C9 99.7(4) . . . . ?
S1 C8 C4 C9 -74.5(3) . . . . ?
C1 C8 C4 N1 -79.9(4) . . . . ?
S1 C8 C4 N1 105.9(2) . . . . ?
C3 C2 C5 C6 3.0(3) . . . . ?
B1 C2 C5 C6 -175.83(19) . . . . ?
C3 C2 C5 N2 -178.53(19) . . . . ?
B1 C2 C5 N2 2.7(2) . . . . ?
N1 N2 C5 C6 176.41(19) . . . . ?
B2 N2 C5 C6 2.1(4) . . . . ?
N1 N2 C5 C2 -2.0(2) . . . . ?
B2 N2 C5 C2 -176.3(3) . . . . ?
C2 C5 C6 C16 -2.2(3) . . . . ?
N2 C5 C6 C16 179.5(2) . . . . ?
N1 C4 C9 B2 -0.8(3) . . . . ?
C8 C4 C9 B2 179.6(2) . . . . ?
C11 C7 C10 C15 -0.9(3) . . . . ?
C10 C7 C11 C14 -1.0(3) . . . . ?
C10 C7 C11 B1 179.6(2) . . . . ?
C2 C3 C13 C16 -0.7(3) . . . . ?
C7 C11 C14 C19 2.2(3) . . . . ?
B1 C11 C14 C19 -178.3(2) . . . . ?
C7 C10 C15 C19 1.5(3) . . . . ?
C5 C6 C16 C13 -0.1(3) . . . . ?
C3 C13 C16 C6 1.5(3) . . . . ?
C21 C12 C18 C24 0.8(3) . . . . ?
B2 C12 C18 C24 174.5(2) . . . . ?
C4 N1 B1 C11 -0.7(4) . . . . ?
N2 N1 B1 C11 -172.6(2) . . . . ?
C4 N1 B1 C2 173.0(2) . . . . ?
N2 N1 B1 C2 1.1(2) . . . . ?
C14 C11 B1 N1 132.9(2) . . . . ?
C7 C11 B1 N1 -47.7(3) . . . . ?
C14 C11 B1 C2 -39.2(3) . . . . ?
C7 C11 B1 C2 140.1(2) . . . . ?
C5 C2 B1 N1 -2.2(2) . . . . ?
C3 C2 B1 N1 179.2(2) . . . . ?
C5 C2 B1 C11 171.5(2) . . . . ?
C3 C2 B1 C11 -7.0(4) . . . . ?
C10 C15 C19 C14 -0.3(4) . . . . ?
C11 C14 C19 C15 -1.6(4) . . . . ?
C24 C17 C20 C21 -0.5(4) . . . . ?
C5 N2 B2 C9 171.8(3) . . . . ?
N1 N2 B2 C9 -2.4(2) . . . . ?
C5 N2 B2 C12 -11.7(5) . . . . ?
N1 N2 B2 C12 174.1(2) . . . . ?
C4 C9 B2 N2 1.9(2) . . . . ?
C4 C9 B2 C12 -174.5(2) . . . . ?
C18 C12 B2 N2 145.5(2) . . . . ?
C21 C12 B2 N2 -41.3(4) . . . . ?
C18 C12 B2 C9 -38.9(3) . . . . ?
C21 C12 B2 C9 134.3(3) . . . . ?
C17 C20 C21 C12 0.3(4) . . . . ?
C18 C12 C21 C20 -0.5(3) . . . . ?
B2 C12 C21 C20 -174.0(2) . . . . ?
C12 C18 C24 C17 -1.1(4) . . . . ?
C20 C17 C24 C18 0.9(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        28.05
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         0.531
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.060
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1018812'
_audit_update_record             
;
2014-08-11 deposited with the CCDC.
2015-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H25 B N2'
_chemical_formula_weight         400.31

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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pna2(1)

loop_
_symmetry_equiv_pos_as_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                   11.268(2)
_cell_length_b                   23.152(5)
_cell_length_c                   8.5403(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2228.0(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    5956
_cell_measurement_theta_min      1.7592
_cell_measurement_theta_max      27.9064

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.193
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             848
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9850
_exptl_absorpt_correction_T_max  0.9877
_exptl_absorpt_process_details   crystalclear

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  Multilayer
_diffrn_measurement_device_type  'Rigaku Saturn 724CCD camera'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 14.6
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            21697
_diffrn_reflns_av_R_equivalents  0.0489
_diffrn_reflns_av_sigmaI/netI    0.0460
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.76
_diffrn_reflns_theta_max         27.93
_reflns_number_total             5148
_reflns_number_gt                4401
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear-SM Expert 2.0 r2 (Rigaku, 2009)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r2'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r2'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0768P)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    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.064(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   2(3)
_refine_ls_number_reflns         5148
_refine_ls_number_parameters     283
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0503
_refine_ls_wR_factor_ref         0.1316
_refine_ls_wR_factor_gt          0.1239
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.32207(14) 0.71948(7) 0.1989(2) 0.0333(4) Uani 1 1 d . . .
N1 N 0.17891(11) 0.62469(6) 0.4685(2) 0.0359(3) Uani 1 1 d . . .
N2 N 0.25335(12) 0.58620(6) 0.3808(2) 0.0373(3) Uani 1 1 d . . .
C2 C 0.33203(14) 0.61694(7) 0.3093(2) 0.0339(4) Uani 1 1 d . . .
C3 C 0.14987(14) 0.73638(7) 0.5279(2) 0.0348(4) Uani 1 1 d . . .
C4 C 0.32530(14) 0.68111(7) 0.3413(2) 0.0327(4) Uani 1 1 d . . .
H4 H 0.3961 0.6921 0.4053 0.039 Uiso 1 1 calc R . .
C5 C 0.04321(15) 0.73407(7) 0.6125(2) 0.0378(4) Uani 1 1 d . . .
H5 H 0.0039 0.6980 0.6239 0.045 Uiso 1 1 calc R . .
C6 C 0.42257(15) 0.58844(7) 0.2115(2) 0.0350(4) Uani 1 1 d . . .
C7 C 0.04878(15) 0.83618(8) 0.6636(3) 0.0423(5) Uani 1 1 d . . .
H7 H 0.0154 0.8697 0.7101 0.051 Uiso 1 1 calc R . .
C8 C 0.53143(15) 0.61497(8) 0.1837(3) 0.0429(5) Uani 1 1 d . . .
H8 H 0.5461 0.6526 0.2236 0.051 Uiso 1 1 calc R . .
C9 C 0.20232(16) 0.79108(7) 0.5121(2) 0.0407(4) Uani 1 1 d . . .
H9 H 0.2738 0.7946 0.4540 0.049 Uiso 1 1 calc R . .
C10 C 0.41033(15) 0.75997(8) 0.1683(2) 0.0393(4) Uani 1 1 d . . .
H10 H 0.4775 0.7621 0.2353 0.047 Uiso 1 1 calc R . .
C11 C 0.40266(16) 0.53373(8) 0.1478(3) 0.0434(5) Uani 1 1 d . . .
H11 H 0.3282 0.5153 0.1631 0.052 Uiso 1 1 calc R . .
C12 C -0.00657(15) 0.78299(8) 0.6801(2) 0.0394(4) Uani 1 1 d . . .
H12 H -0.0785 0.7800 0.7375 0.047 Uiso 1 1 calc R . .
C13 C 0.59816(17) 0.53242(8) 0.0379(3) 0.0527(5) Uani 1 1 d . . .
H13 H 0.6580 0.5131 -0.0204 0.063 Uiso 1 1 calc R . .
C14 C 0.22671(16) 0.71701(8) 0.0968(3) 0.0439(5) Uani 1 1 d . . .
H14 H 0.1663 0.6890 0.1134 0.053 Uiso 1 1 calc R . .
C15 C 0.15317(16) 0.83983(8) 0.5786(3) 0.0452(5) Uani 1 1 d . . .
H15 H 0.1912 0.8762 0.5659 0.054 Uiso 1 1 calc R . .
C16 C 0.40210(17) 0.79731(8) 0.0414(3) 0.0462(5) Uani 1 1 d . . .
H16 H 0.4633 0.8247 0.0225 0.055 Uiso 1 1 calc R . .
C17 C 0.09317(15) 0.59631(7) 0.5659(3) 0.0399(5) Uani 1 1 d . . .
C18 C 0.61880(17) 0.58679(8) 0.0981(3) 0.0526(6) Uani 1 1 d . . .
H18 H 0.6932 0.6051 0.0809 0.063 Uiso 1 1 calc R . .
C19 C -0.01595(16) 0.58016(7) 0.5004(3) 0.0477(5) Uani 1 1 d . . .
C20 C 0.21757(18) 0.75449(9) -0.0292(3) 0.0531(5) Uani 1 1 d . . .
H20 H 0.1508 0.7526 -0.0970 0.064 Uiso 1 1 calc R . .
C21 C 0.30636(18) 0.79478(9) -0.0559(3) 0.0491(5) Uani 1 1 d . . .
H21 H 0.3005 0.8206 -0.1419 0.059 Uiso 1 1 calc R . .
C22 C 0.12080(18) 0.58674(8) 0.7226(3) 0.0471(5) Uani 1 1 d . . .
B1 B 0.21144(17) 0.68286(8) 0.4524(3) 0.0352(4) Uani 1 1 d . . .
C23 C 0.2399(2) 0.60197(10) 0.7870(3) 0.0607(6) Uani 1 1 d . . .
H23A H 0.3017 0.5830 0.7247 0.091 Uiso 1 1 calc R . .
H23B H 0.2454 0.5890 0.8959 0.091 Uiso 1 1 calc R . .
H23C H 0.2509 0.6439 0.7825 0.091 Uiso 1 1 calc R . .
C24 C -0.0438(2) 0.59146(9) 0.3319(3) 0.0595(7) Uani 1 1 d . . .
H24A H -0.1164 0.5707 0.3029 0.089 Uiso 1 1 calc R . .
H24B H 0.0221 0.5780 0.2666 0.089 Uiso 1 1 calc R . .
H24C H -0.0555 0.6330 0.3160 0.089 Uiso 1 1 calc R . .
C25 C 0.48962(18) 0.50635(9) 0.0632(3) 0.0517(5) Uani 1 1 d . . .
H25 H 0.4749 0.4690 0.0215 0.062 Uiso 1 1 calc R . .
C26 C -0.09885(18) 0.55424(8) 0.5978(4) 0.0602(7) Uani 1 1 d . . .
H26 H -0.1727 0.5420 0.5556 0.072 Uiso 1 1 calc R . .
C27 C 0.0325(2) 0.56205(9) 0.8171(3) 0.0612(6) Uani 1 1 d . . .
H27 H 0.0472 0.5563 0.9255 0.073 Uiso 1 1 calc R . .
C28 C -0.0759(2) 0.54601(9) 0.7542(4) 0.0648(8) Uani 1 1 d . . .
H28 H -0.1347 0.5292 0.8196 0.078 Uiso 1 1 calc R . .


_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 C14 1.385(3) . ?
C1 C10 1.392(2) . ?
C1 C4 1.506(2) . ?
N1 B1 1.403(2) . ?
N1 C17 1.434(2) . ?
N1 N2 1.435(2) . ?
N2 C2 1.291(2) . ?
C2 C6 1.474(2) . ?
C2 C4 1.513(2) . ?
C3 C5 1.403(2) . ?
C3 C9 1.404(2) . ?
C3 B1 1.560(3) . ?
C4 B1 1.596(3) . ?
C4 H4 1.0000 . ?
C5 C12 1.389(3) . ?
C5 H5 0.9500 . ?
C6 C8 1.392(2) . ?
C6 C11 1.397(3) . ?
C7 C15 1.385(3) . ?
C7 C12 1.388(3) . ?
C7 H7 0.9500 . ?
C8 C18 1.389(3) . ?
C8 H8 0.9500 . ?
C9 C15 1.380(3) . ?
C9 H9 0.9500 . ?
C10 C16 1.389(3) . ?
C10 H10 0.9500 . ?
C11 C25 1.373(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C18 1.379(3) . ?
C13 C25 1.381(3) . ?
C13 H13 0.9500 . ?
C14 C20 1.386(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C21 1.363(3) . ?
C16 H16 0.9500 . ?
C17 C22 1.392(3) . ?
C17 C19 1.402(3) . ?
C18 H18 0.9500 . ?
C19 C26 1.387(3) . ?
C19 C24 1.496(4) . ?
C20 C21 1.387(3) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 C27 1.403(3) . ?
C22 C23 1.493(3) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25 0.9500 . ?
C26 C28 1.374(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.385(4) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C14 C1 C10 117.62(18) . . ?
C14 C1 C4 120.18(15) . . ?
C10 C1 C4 122.14(16) . . ?
B1 N1 C17 132.28(16) . . ?
B1 N1 N2 113.12(15) . . ?
C17 N1 N2 114.32(13) . . ?
C2 N2 N1 107.82(14) . . ?
N2 C2 C6 119.78(15) . . ?
N2 C2 C4 114.94(15) . . ?
C6 C2 C4 125.22(15) . . ?
C5 C3 C9 116.38(16) . . ?
C5 C3 B1 124.31(15) . . ?
C9 C3 B1 119.32(16) . . ?
C1 C4 C2 115.77(15) . . ?
C1 C4 B1 116.44(14) . . ?
C2 C4 B1 99.94(13) . . ?
C1 C4 H4 108.0 . . ?
C2 C4 H4 108.0 . . ?
B1 C4 H4 108.0 . . ?
C12 C5 C3 121.91(16) . . ?
C12 C5 H5 119.0 . . ?
C3 C5 H5 119.0 . . ?
C8 C6 C11 118.37(17) . . ?
C8 C6 C2 120.58(16) . . ?
C11 C6 C2 121.03(15) . . ?
C15 C7 C12 119.29(17) . . ?
C15 C7 H7 120.4 . . ?
C12 C7 H7 120.4 . . ?
C18 C8 C6 120.47(17) . . ?
C18 C8 H8 119.8 . . ?
C6 C8 H8 119.8 . . ?
C15 C9 C3 121.98(18) . . ?
C15 C9 H9 119.0 . . ?
C3 C9 H9 119.0 . . ?
C16 C10 C1 121.22(18) . . ?
C16 C10 H10 119.4 . . ?
C1 C10 H10 119.4 . . ?
C25 C11 C6 120.62(17) . . ?
C25 C11 H11 119.7 . . ?
C6 C11 H11 119.7 . . ?
C7 C12 C5 119.99(17) . . ?
C7 C12 H12 120.0 . . ?
C5 C12 H12 120.0 . . ?
C18 C13 C25 119.35(18) . . ?
C18 C13 H13 120.3 . . ?
C25 C13 H13 120.3 . . ?
C1 C14 C20 121.38(18) . . ?
C1 C14 H14 119.3 . . ?
C20 C14 H14 119.3 . . ?
C9 C15 C7 120.44(17) . . ?
C9 C15 H15 119.8 . . ?
C7 C15 H15 119.8 . . ?
C21 C16 C10 120.10(18) . . ?
C21 C16 H16 119.9 . . ?
C10 C16 H16 119.9 . . ?
C22 C17 C19 122.51(19) . . ?
C22 C17 N1 118.68(17) . . ?
C19 C17 N1 118.80(19) . . ?
C13 C18 C8 120.34(17) . . ?
C13 C18 H18 119.8 . . ?
C8 C18 H18 119.8 . . ?
C26 C19 C17 117.8(2) . . ?
C26 C19 C24 120.7(2) . . ?
C17 C19 C24 121.43(19) . . ?
C14 C20 C21 119.65(19) . . ?
C14 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C16 C21 C20 120.01(19) . . ?
C16 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C17 C22 C27 117.4(2) . . ?
C17 C22 C23 121.18(19) . . ?
C27 C22 C23 121.5(2) . . ?
N1 B1 C3 127.31(18) . . ?
N1 B1 C4 104.12(15) . . ?
C3 B1 C4 128.57(15) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C19 C24 H24A 109.5 . . ?
C19 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C19 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C11 C25 C13 120.83(19) . . ?
C11 C25 H25 119.6 . . ?
C13 C25 H25 119.6 . . ?
C28 C26 C19 121.1(2) . . ?
C28 C26 H26 119.5 . . ?
C19 C26 H26 119.5 . . ?
C28 C27 C22 120.8(3) . . ?
C28 C27 H27 119.6 . . ?
C22 C27 H27 119.6 . . ?
C26 C28 C27 120.4(2) . . ?
C26 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
B1 N1 N2 C2 0.0(2) . . . . ?
C17 N1 N2 C2 -174.70(15) . . . . ?
N1 N2 C2 C6 178.98(15) . . . . ?
N1 N2 C2 C4 1.7(2) . . . . ?
C14 C1 C4 C2 64.6(2) . . . . ?
C10 C1 C4 C2 -118.22(18) . . . . ?
C14 C1 C4 B1 -52.4(2) . . . . ?
C10 C1 C4 B1 124.77(18) . . . . ?
N2 C2 C4 C1 -128.41(17) . . . . ?
C6 C2 C4 C1 54.5(2) . . . . ?
N2 C2 C4 B1 -2.5(2) . . . . ?
C6 C2 C4 B1 -179.59(17) . . . . ?
C9 C3 C5 C12 -1.4(3) . . . . ?
B1 C3 C5 C12 178.69(18) . . . . ?
N2 C2 C6 C8 -154.88(19) . . . . ?
C4 C2 C6 C8 22.1(3) . . . . ?
N2 C2 C6 C11 23.5(3) . . . . ?
C4 C2 C6 C11 -159.52(18) . . . . ?
C11 C6 C8 C18 -1.7(3) . . . . ?
C2 C6 C8 C18 176.8(2) . . . . ?
C5 C3 C9 C15 1.2(3) . . . . ?
B1 C3 C9 C15 -178.87(19) . . . . ?
C14 C1 C10 C16 1.2(3) . . . . ?
C4 C1 C10 C16 -176.09(17) . . . . ?
C8 C6 C11 C25 1.6(3) . . . . ?
C2 C6 C11 C25 -176.8(2) . . . . ?
C15 C7 C12 C5 0.4(3) . . . . ?
C3 C5 C12 C7 0.6(3) . . . . ?
C10 C1 C14 C20 -1.7(3) . . . . ?
C4 C1 C14 C20 175.61(18) . . . . ?
C3 C9 C15 C7 -0.2(3) . . . . ?
C12 C7 C15 C9 -0.6(3) . . . . ?
C1 C10 C16 C21 0.0(3) . . . . ?
B1 N1 C17 C22 -78.1(2) . . . . ?
N2 N1 C17 C22 95.3(2) . . . . ?
B1 N1 C17 C19 100.9(3) . . . . ?
N2 N1 C17 C19 -85.74(19) . . . . ?
C25 C13 C18 C8 0.2(4) . . . . ?
C6 C8 C18 C13 0.8(4) . . . . ?
C22 C17 C19 C26 0.7(3) . . . . ?
N1 C17 C19 C26 -178.22(15) . . . . ?
C22 C17 C19 C24 179.41(19) . . . . ?
N1 C17 C19 C24 0.5(3) . . . . ?
C1 C14 C20 C21 1.1(3) . . . . ?
C10 C16 C21 C20 -0.7(3) . . . . ?
C14 C20 C21 C16 0.1(3) . . . . ?
C19 C17 C22 C27 -2.6(3) . . . . ?
N1 C17 C22 C27 176.25(16) . . . . ?
C19 C17 C22 C23 177.13(18) . . . . ?
N1 C17 C22 C23 -4.0(3) . . . . ?
C17 N1 B1 C3 -7.6(3) . . . . ?
N2 N1 B1 C3 178.95(18) . . . . ?
C17 N1 B1 C4 171.95(18) . . . . ?
N2 N1 B1 C4 -1.5(2) . . . . ?
C5 C3 B1 N1 -6.8(3) . . . . ?
C9 C3 B1 N1 173.29(19) . . . . ?
C5 C3 B1 C4 173.80(18) . . . . ?
C9 C3 B1 C4 -6.1(3) . . . . ?
C1 C4 B1 N1 127.67(16) . . . . ?
C2 C4 B1 N1 2.21(18) . . . . ?
C1 C4 B1 C3 -52.8(3) . . . . ?
C2 C4 B1 C3 -178.27(19) . . . . ?
C6 C11 C25 C13 -0.6(4) . . . . ?
C18 C13 C25 C11 -0.3(4) . . . . ?
C17 C19 C26 C28 1.6(3) . . . . ?
C24 C19 C26 C28 -177.1(2) . . . . ?
C17 C22 C27 C28 2.4(3) . . . . ?
C23 C22 C27 C28 -177.4(2) . . . . ?
C19 C26 C28 C27 -1.9(3) . . . . ?
C22 C27 C28 C26 -0.2(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.93
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.178
_refine_diff_density_min         -0.191
_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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1018813'
_audit_update_record             
;
2014-08-11 deposited with the CCDC.
2015-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H17 B N2'
_chemical_formula_sum            'C20 H17 B N2'
_chemical_formula_weight         296.17

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'

_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                   10.344(2)
_cell_length_b                   17.825(4)
_cell_length_c                   18.052(4)
_cell_angle_alpha                94.99(3)
_cell_angle_beta                 98.18(3)
_cell_angle_gamma                90.06(3)
_cell_volume                     3281.6(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    5595
_cell_measurement_theta_min      1.6898
_cell_measurement_theta_max      27.8346

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.199
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1248
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9848
_exptl_absorpt_correction_T_max  0.9875
_exptl_absorpt_process_details   crystalclear

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  Multilayer
_diffrn_measurement_device_type  'Rigaku Saturn 724CCD camera'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 14.6
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            27025
_diffrn_reflns_av_R_equivalents  0.0712
_diffrn_reflns_av_sigmaI/netI    0.1011
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.55
_diffrn_reflns_theta_max         25.00
_reflns_number_total             11484
_reflns_number_gt                5271
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear-SM Expert 2.0 r2 (Rigaku, 2009)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r2'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r2'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.1181P)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    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0045(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         11484
_refine_ls_number_parameters     830
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1435
_refine_ls_R_factor_gt           0.0798
_refine_ls_wR_factor_ref         0.2505
_refine_ls_wR_factor_gt          0.2043
_refine_ls_goodness_of_fit_ref   0.950
_refine_ls_restrained_S_all      0.950
_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
N1 N 0.4920(2) 0.60141(13) 0.27263(13) 0.0453(6) Uani 1 1 d . . .
N2 N 0.3887(2) 0.55518(12) 0.23025(13) 0.0436(6) Uani 1 1 d . . .
C1 C 0.5285(3) 0.57172(15) 0.33494(16) 0.0419(7) Uani 1 1 d . . .
C2 C 0.6377(3) 0.60655(16) 0.38921(17) 0.0451(7) Uani 1 1 d . . .
C3 C 0.3421(3) 0.58112(17) 0.15891(16) 0.0467(8) Uani 1 1 d . . .
C4 C 0.4530(3) 0.50281(16) 0.34494(17) 0.0495(8) Uani 1 1 d . . .
H4A H 0.4048 0.5107 0.3885 0.059 Uiso 1 1 calc R . .
H4B H 0.5106 0.4588 0.3513 0.059 Uiso 1 1 calc R . .
C5 C 0.6620(3) 0.58407(19) 0.46150(18) 0.0571(9) Uani 1 1 d . . .
H5 H 0.6074 0.5467 0.4760 0.069 Uiso 1 1 calc R . .
C6 C 0.3192(4) 0.65599(18) 0.1512(2) 0.0682(10) Uani 1 1 d . . .
H6 H 0.3332 0.6915 0.1940 0.082 Uiso 1 1 calc R . .
C7 C 0.2507(3) 0.43045(16) 0.24338(16) 0.0466(8) Uani 1 1 d . . .
C8 C 0.7200(3) 0.66126(17) 0.36878(18) 0.0520(8) Uani 1 1 d . . .
H8 H 0.7054 0.6772 0.3194 0.062 Uiso 1 1 calc R . .
B1 B 0.3567(3) 0.49276(19) 0.2685(2) 0.0458(9) Uani 1 1 d . . .
C9 C 0.3181(4) 0.52918(19) 0.09621(18) 0.0666(10) Uani 1 1 d . . .
H9 H 0.3332 0.4771 0.1009 0.080 Uiso 1 1 calc R . .
C10 C 0.8224(3) 0.69223(19) 0.4201(2) 0.0645(10) Uani 1 1 d . . .
H10 H 0.8771 0.7297 0.4059 0.077 Uiso 1 1 calc R . .
C11 C 0.2759(4) 0.6798(2) 0.0817(2) 0.0809(12) Uani 1 1 d . . .
H11 H 0.2623 0.7320 0.0768 0.097 Uiso 1 1 calc R . .
C12 C 0.8457(4) 0.6692(2) 0.4918(2) 0.0695(11) Uani 1 1 d . . .
H12 H 0.9170 0.6902 0.5264 0.083 Uiso 1 1 calc R . .
C13 C 0.1368(3) 0.43880(19) 0.19223(19) 0.0615(9) Uani 1 1 d . . .
H13 H 0.1214 0.4855 0.1710 0.074 Uiso 1 1 calc R . .
C14 C 0.2661(4) 0.36012(19) 0.2731(2) 0.0693(11) Uani 1 1 d . . .
H14 H 0.3407 0.3522 0.3086 0.083 Uiso 1 1 calc R . .
C15 C 0.7652(4) 0.6154(2) 0.5134(2) 0.0688(10) Uani 1 1 d . . .
H15 H 0.7800 0.5999 0.5629 0.083 Uiso 1 1 calc R . .
C16 C 0.2719(4) 0.5542(2) 0.0269(2) 0.0823(12) Uani 1 1 d . . .
H16 H 0.2539 0.5188 -0.0159 0.099 Uiso 1 1 calc R . .
C17 C 0.2519(4) 0.6293(2) 0.0192(2) 0.0789(12) Uani 1 1 d . . .
H17 H 0.2218 0.6462 -0.0286 0.095 Uiso 1 1 calc R . .
C18 C 0.1761(4) 0.3023(2) 0.2522(3) 0.0906(14) Uani 1 1 d . . .
H18 H 0.1897 0.2551 0.2727 0.109 Uiso 1 1 calc R . .
C19 C 0.0461(4) 0.3801(2) 0.1720(2) 0.0774(11) Uani 1 1 d . . .
H19 H -0.0302 0.3871 0.1374 0.093 Uiso 1 1 calc R . .
C20 C 0.0669(4) 0.3131(2) 0.2018(2) 0.0813(13) Uani 1 1 d . . .
H20 H 0.0050 0.2731 0.1875 0.098 Uiso 1 1 calc R . .
N6 N 0.6462(2) 0.10161(13) 0.27112(13) 0.0452(6) Uani 1 1 d . . .
N5 N 0.7290(2) 0.05514(13) 0.22965(13) 0.0430(6) Uani 1 1 d . . .
C23 C 0.6395(3) 0.07265(16) 0.33392(16) 0.0435(7) Uani 1 1 d . . .
C24 C 0.5564(3) 0.10741(16) 0.38626(16) 0.0437(7) Uani 1 1 d . . .
C25 C 0.8723(3) -0.06955(16) 0.24361(17) 0.0459(7) Uani 1 1 d . . .
C26 C 0.7401(3) 0.08077(17) 0.15804(17) 0.0476(8) Uani 1 1 d . . .
C27 C 0.7200(3) 0.00367(16) 0.34448(16) 0.0473(8) Uani 1 1 d . . .
H27A H 0.6653 -0.0402 0.3510 0.057 Uiso 1 1 calc R . .
H27B H 0.7895 0.0119 0.3882 0.057 Uiso 1 1 calc R . .
C28 C 0.5631(3) 0.08409(19) 0.45858(18) 0.0576(9) Uani 1 1 d . . .
H28 H 0.6235 0.0465 0.4741 0.069 Uiso 1 1 calc R . .
C29 C 0.7590(4) 0.15522(18) 0.1501(2) 0.0673(10) Uani 1 1 d . . .
H29 H 0.7669 0.1909 0.1928 0.081 Uiso 1 1 calc R . .
C30 C 0.4660(3) 0.16355(17) 0.36557(18) 0.0518(8) Uani 1 1 d . . .
H30 H 0.4593 0.1805 0.3167 0.062 Uiso 1 1 calc R . .
C31 C 0.7341(4) 0.02874(18) 0.09545(19) 0.0682(10) Uani 1 1 d . . .
H31 H 0.7220 -0.0233 0.1004 0.082 Uiso 1 1 calc R . .
C32 C 0.9613(3) -0.06300(19) 0.19331(19) 0.0591(9) Uani 1 1 d . . .
H32 H 0.9683 -0.0164 0.1722 0.071 Uiso 1 1 calc R . .
B3 B 0.7793(3) -0.00723(19) 0.26863(19) 0.0444(8) Uani 1 1 d . . .
C34 C 0.3949(4) 0.1705(2) 0.4871(2) 0.0694(11) Uani 1 1 d . . .
H34 H 0.3405 0.1921 0.5212 0.083 Uiso 1 1 calc R . .
C35 C 0.7666(4) 0.1787(2) 0.0800(2) 0.0775(12) Uani 1 1 d . . .
H35 H 0.7764 0.2309 0.0749 0.093 Uiso 1 1 calc R . .
C36 C 0.3871(3) 0.19411(19) 0.4157(2) 0.0652(10) Uani 1 1 d . . .
H36 H 0.3266 0.2319 0.4008 0.078 Uiso 1 1 calc R . .
C37 C 0.8709(4) -0.13906(19) 0.2739(2) 0.0708(11) Uani 1 1 d . . .
H37 H 0.8141 -0.1460 0.3099 0.085 Uiso 1 1 calc R . .
C38 C 0.7459(4) 0.0531(2) 0.0259(2) 0.0836(12) Uani 1 1 d . . .
H38 H 0.7440 0.0174 -0.0165 0.100 Uiso 1 1 calc R . .
C39 C 0.4821(4) 0.1155(2) 0.5082(2) 0.0698(10) Uani 1 1 d . . .
H39 H 0.4872 0.0987 0.5571 0.084 Uiso 1 1 calc R . .
C40 C 0.7604(4) 0.1286(2) 0.0175(2) 0.0791(12) Uani 1 1 d . . .
H40 H 0.7659 0.1455 -0.0304 0.095 Uiso 1 1 calc R . .
C41 C 0.9489(5) -0.1981(2) 0.2537(3) 0.0919(13) Uani 1 1 d . . .
H41 H 0.9437 -0.2448 0.2748 0.110 Uiso 1 1 calc R . .
C42 C 1.0336(4) -0.1895(2) 0.2032(2) 0.0813(12) Uani 1 1 d . . .
H42 H 1.0874 -0.2299 0.1892 0.098 Uiso 1 1 calc R . .
C43 C 1.0399(4) -0.1219(2) 0.1730(2) 0.0770(11) Uani 1 1 d . . .
H43 H 1.0985 -0.1154 0.1380 0.092 Uiso 1 1 calc R . .
N3 N 0.1385(2) 0.10659(13) 0.26863(13) 0.0457(6) Uani 1 1 d . . .
N4 N 0.2282(2) 0.06553(13) 0.22727(13) 0.0456(6) Uani 1 1 d . . .
C51 C 0.1361(3) 0.07542(16) 0.33076(17) 0.0450(7) Uani 1 1 d . . .
C52 C 0.2387(3) 0.09549(16) 0.15766(16) 0.0467(8) Uani 1 1 d . . .
C53 C 0.0535(3) 0.10774(16) 0.38609(17) 0.0461(8) Uani 1 1 d . . .
C54 C 0.3751(3) -0.06011(17) 0.23874(17) 0.0469(8) Uani 1 1 d . . .
C55 C 0.0673(3) 0.08368(19) 0.45817(18) 0.0594(9) Uani 1 1 d . . .
H55 H 0.1294 0.0462 0.4716 0.071 Uiso 1 1 calc R . .
C56 C 0.2618(4) 0.1544(2) 0.0216(2) 0.0739(11) Uani 1 1 d . . .
H56 H 0.2687 0.1719 -0.0260 0.089 Uiso 1 1 calc R . .
C57 C 0.2226(3) 0.00823(16) 0.33988(16) 0.0501(8) Uani 1 1 d . . .
H57A H 0.1715 -0.0377 0.3444 0.060 Uiso 1 1 calc R . .
H57B H 0.2907 0.0168 0.3843 0.060 Uiso 1 1 calc R . .
C58 C -0.0385(3) 0.16329(18) 0.3674(2) 0.0571(9) Uani 1 1 d . . .
H58 H -0.0492 0.1806 0.3186 0.069 Uiso 1 1 calc R . .
C59 C 0.1307(4) 0.11088(19) 0.1085(2) 0.0694(10) Uani 1 1 d . . .
H59 H 0.0464 0.1010 0.1208 0.083 Uiso 1 1 calc R . .
C60 C 0.4003(4) -0.12020(19) 0.2824(2) 0.0699(10) Uani 1 1 d . . .
H60 H 0.3616 -0.1202 0.3271 0.084 Uiso 1 1 calc R . .
C61 C 0.1417(4) 0.1407(2) 0.0410(2) 0.0818(12) Uani 1 1 d . . .
H61 H 0.0651 0.1516 0.0082 0.098 Uiso 1 1 calc R . .
C62 C 0.3735(4) 0.1429(2) 0.0712(2) 0.0769(11) Uani 1 1 d . . .
H62 H 0.4572 0.1549 0.0592 0.092 Uiso 1 1 calc R . .
B2 B 0.2840(3) 0.0027(2) 0.2643(2) 0.0473(9) Uani 1 1 d . . .
C63 C -0.0996(4) 0.1684(2) 0.4918(2) 0.0717(11) Uani 1 1 d . . .
H63 H -0.1520 0.1891 0.5275 0.086 Uiso 1 1 calc R . .
C64 C -0.0089(4) 0.1140(2) 0.5108(2) 0.0703(10) Uani 1 1 d . . .
H64 H 0.0015 0.0972 0.5598 0.084 Uiso 1 1 calc R . .
C65 C -0.1135(3) 0.1928(2) 0.4202(2) 0.0672(10) Uani 1 1 d . . .
H65 H -0.1756 0.2303 0.4073 0.081 Uiso 1 1 calc R . .
C66 C 0.4346(4) -0.06447(19) 0.1742(2) 0.0689(10) Uani 1 1 d . . .
H66 H 0.4223 -0.0249 0.1420 0.083 Uiso 1 1 calc R . .
C67 C 0.5343(4) -0.1827(2) 0.2004(2) 0.0719(11) Uani 1 1 d . . .
H67 H 0.5876 -0.2236 0.1873 0.086 Uiso 1 1 calc R . .
C68 C 0.4787(4) -0.1802(2) 0.2646(3) 0.0838(12) Uani 1 1 d . . .
H68 H 0.4936 -0.2195 0.2970 0.101 Uiso 1 1 calc R . .
C69 C 0.5119(4) -0.1252(2) 0.1554(2) 0.0806(12) Uani 1 1 d . . .
H69 H 0.5496 -0.1265 0.1103 0.097 Uiso 1 1 calc R . .
N7 N 0.8828(2) 0.56539(13) 0.22663(13) 0.0446(6) Uani 1 1 d . . .
N8 N 0.9933(2) 0.60667(13) 0.26733(14) 0.0466(6) Uani 1 1 d . . .
C75 C 1.0284(3) 0.57614(16) 0.32973(16) 0.0438(7) Uani 1 1 d . . .
C76 C 1.1386(3) 0.60855(16) 0.38358(16) 0.0462(7) Uani 1 1 d . . .
C77 C 0.8363(3) 0.59440(17) 0.15596(17) 0.0477(8) Uani 1 1 d U . .
C78 C 0.7437(3) 0.43947(16) 0.23940(17) 0.0475(8) Uani 1 1 d . . .
C79 C 0.9478(3) 0.50912(16) 0.33970(16) 0.0484(8) Uani 1 1 d . . .
H79A H 0.9026 0.5177 0.3845 0.058 Uiso 1 1 calc R . .
H79B H 1.0016 0.4634 0.3441 0.058 Uiso 1 1 calc R . .
C80 C 0.7060(4) 0.61274(18) 0.1385(2) 0.0654(10) Uani 1 1 d . . .
H80 H 0.6469 0.6061 0.1732 0.079 Uiso 1 1 calc R . .
C81 C 1.1664(3) 0.58381(19) 0.45487(18) 0.0589(9) Uani 1 1 d . . .
H81 H 1.1137 0.5454 0.4691 0.071 Uiso 1 1 calc R . .
C82 C 1.2196(3) 0.66532(18) 0.36400(19) 0.0565(9) Uani 1 1 d . . .
H82 H 1.2032 0.6829 0.3154 0.068 Uiso 1 1 calc R . .
C83 C 0.7463(4) 0.6526(2) 0.0202(2) 0.0726(11) Uani 1 1 d . . .
H83 H 0.7149 0.6700 -0.0272 0.087 Uiso 1 1 calc R . .
C84 C 0.9218(4) 0.60937(19) 0.1065(2) 0.0682(10) Uani 1 1 d U . .
H84 H 1.0121 0.5993 0.1188 0.082 Uiso 1 1 calc R . .
C85 C 0.7423(4) 0.3795(2) 0.2836(2) 0.0698(10) Uani 1 1 d . . .
H85 H 0.8037 0.3799 0.3281 0.084 Uiso 1 1 calc R . .
B4 B 0.8473(4) 0.5029(2) 0.26452(19) 0.0472(9) Uani 1 1 d . . .
C87 C 0.6615(4) 0.64100(19) 0.0696(2) 0.0743(11) Uani 1 1 d . . .
H87 H 0.5717 0.6522 0.0572 0.089 Uiso 1 1 calc R . .
C88 C 1.3478(4) 0.6702(2) 0.4860(2) 0.0743(11) Uani 1 1 d . . .
H88 H 1.4186 0.6913 0.5210 0.089 Uiso 1 1 calc R . .
C89 C 1.3227(3) 0.6955(2) 0.4153(2) 0.0686(10) Uani 1 1 d . . .
H89 H 1.3765 0.7338 0.4018 0.082 Uiso 1 1 calc R . .
C90 C 0.8769(4) 0.6390(2) 0.0391(2) 0.0803(12) Uani 1 1 d . . .
H90 H 0.9366 0.6498 0.0060 0.096 Uiso 1 1 calc R . .
C91 C 0.5686(4) 0.3154(2) 0.2018(2) 0.0721(11) Uani 1 1 d . . .
H91 H 0.5104 0.2735 0.1888 0.086 Uiso 1 1 calc R . .
C92 C 0.6514(3) 0.43402(19) 0.1742(2) 0.0679(10) Uani 1 1 d . . .
H92 H 0.6472 0.4732 0.1415 0.081 Uiso 1 1 calc R . .
C93 C 0.6558(4) 0.3191(2) 0.2660(2) 0.0827(12) Uani 1 1 d . . .
H93 H 0.6574 0.2802 0.2988 0.099 Uiso 1 1 calc R . .
C94 C 1.2713(4) 0.6149(2) 0.5062(2) 0.0707(10) Uani 1 1 d . . .
H94 H 1.2893 0.5975 0.5548 0.085 Uiso 1 1 calc R . .
C95 C 0.5661(4) 0.3729(2) 0.1562(2) 0.0808(12) Uani 1 1 d . . .
H95 H 0.5049 0.3711 0.1116 0.097 Uiso 1 1 calc R . .
C107 C 0.3615(4) 0.11380(18) 0.1386(2) 0.0664(10) Uani 1 1 d . . .
H107 H 0.4380 0.1060 0.1728 0.080 Uiso 1 1 calc R . .


_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 1.293(3) . ?
N1 N2 1.436(3) . ?
N2 B1 1.422(4) . ?
N2 C3 1.426(3) . ?
C1 C2 1.483(4) . ?
C1 C4 1.492(4) . ?
C2 C5 1.387(4) . ?
C2 C8 1.401(4) . ?
C3 C6 1.371(4) . ?
C3 C9 1.392(4) . ?
C4 B1 1.579(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C15 1.397(5) . ?
C5 H5 0.9500 . ?
C6 C11 1.374(5) . ?
C6 H6 0.9500 . ?
C7 C13 1.406(4) . ?
C7 C14 1.406(4) . ?
C7 B1 1.552(4) . ?
C8 C10 1.384(4) . ?
C8 H8 0.9500 . ?
C9 C16 1.385(4) . ?
C9 H9 0.9500 . ?
C10 C12 1.381(5) . ?
C10 H10 0.9500 . ?
C11 C17 1.374(5) . ?
C11 H11 0.9500 . ?
C12 C15 1.385(5) . ?
C12 H12 0.9500 . ?
C13 C19 1.393(5) . ?
C13 H13 0.9500 . ?
C14 C18 1.379(5) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.372(5) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C20 1.371(6) . ?
C18 H18 0.9500 . ?
C19 C20 1.358(5) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
N6 C23 1.296(3) . ?
N6 N5 1.434(3) . ?
N5 B3 1.427(4) . ?
N5 C26 1.428(4) . ?
C23 C24 1.465(4) . ?
C23 C27 1.497(4) . ?
C24 C28 1.397(4) . ?
C24 C30 1.408(4) . ?
C25 C32 1.393(4) . ?
C25 C37 1.398(4) . ?
C25 B3 1.550(5) . ?
C26 C29 1.364(4) . ?
C26 C31 1.392(4) . ?
C27 B3 1.575(4) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C39 1.395(5) . ?
C28 H28 0.9500 . ?
C29 C35 1.379(4) . ?
C29 H29 0.9500 . ?
C30 C36 1.381(4) . ?
C30 H30 0.9500 . ?
C31 C38 1.385(5) . ?
C31 H31 0.9500 . ?
C32 C43 1.384(5) . ?
C32 H32 0.9500 . ?
C34 C39 1.374(5) . ?
C34 C36 1.382(5) . ?
C34 H34 0.9500 . ?
C35 C40 1.370(5) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C37 C41 1.383(5) . ?
C37 H37 0.9500 . ?
C38 C40 1.377(5) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C41 C42 1.369(6) . ?
C41 H41 0.9500 . ?
C42 C43 1.370(5) . ?
C42 H42 0.9500 . ?
C43 H43 0.9500 . ?
N3 C51 1.298(3) . ?
N3 N4 1.434(3) . ?
N4 C52 1.425(4) . ?
N4 B2 1.434(4) . ?
C51 C53 1.484(4) . ?
C51 C57 1.502(4) . ?
C52 C59 1.368(4) . ?
C52 C107 1.408(4) . ?
C53 C55 1.393(4) . ?
C53 C58 1.403(4) . ?
C54 C60 1.388(4) . ?
C54 C66 1.389(4) . ?
C54 B2 1.547(5) . ?
C55 C64 1.393(5) . ?
C55 H55 0.9500 . ?
C56 C61 1.366(5) . ?
C56 C62 1.384(5) . ?
C56 H56 0.9500 . ?
C57 B2 1.580(5) . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
C58 C65 1.382(5) . ?
C58 H58 0.9500 . ?
C59 C61 1.390(5) . ?
C59 H59 0.9500 . ?
C60 C68 1.386(5) . ?
C60 H60 0.9500 . ?
C61 H61 0.9500 . ?
C62 C107 1.385(4) . ?
C62 H62 0.9500 . ?
C63 C64 1.381(5) . ?
C63 C65 1.387(5) . ?
C63 H63 0.9500 . ?
C64 H64 0.9500 . ?
C65 H65 0.9500 . ?
C66 C69 1.393(5) . ?
C66 H66 0.9500 . ?
C67 C68 1.362(5) . ?
C67 C69 1.362(5) . ?
C67 H67 0.9500 . ?
C68 H68 0.9500 . ?
C69 H69 0.9500 . ?
N7 B4 1.431(4) . ?
N7 N8 1.433(3) . ?
N7 C77 1.438(4) . ?
N8 C75 1.299(3) . ?
C75 C76 1.471(4) . ?
C75 C79 1.494(4) . ?
C76 C81 1.388(4) . ?
C76 C82 1.413(4) . ?
C77 C84 1.384(4) . ?
C77 C80 1.386(4) . ?
C78 C85 1.389(4) . ?
C78 C92 1.402(4) . ?
C78 B4 1.549(4) . ?
C79 B4 1.583(4) . ?
C79 H79A 0.9900 . ?
C79 H79B 0.9900 . ?
C80 C87 1.398(4) . ?
C80 H80 0.9500 . ?
C81 C94 1.402(5) . ?
C81 H81 0.9500 . ?
C82 C89 1.385(4) . ?
C82 H82 0.9500 . ?
C83 C87 1.364(5) . ?
C83 C90 1.373(5) . ?
C83 H83 0.9500 . ?
C84 C90 1.388(5) . ?
C84 H84 0.9500 . ?
C85 C93 1.384(5) . ?
C85 H85 0.9500 . ?
C87 H87 0.9500 . ?
C88 C94 1.368(5) . ?
C88 C89 1.381(5) . ?
C88 H88 0.9500 . ?
C89 H89 0.9500 . ?
C90 H90 0.9500 . ?
C91 C93 1.360(5) . ?
C91 C95 1.367(5) . ?
C91 H91 0.9500 . ?
C92 C95 1.387(4) . ?
C92 H92 0.9500 . ?
C93 H93 0.9500 . ?
C94 H94 0.9500 . ?
C95 H95 0.9500 . ?
C107 H107 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 N2 107.9(2) . . ?
B1 N2 C3 134.1(2) . . ?
B1 N2 N1 112.6(2) . . ?
C3 N2 N1 113.3(2) . . ?
N1 C1 C2 119.7(3) . . ?
N1 C1 C4 114.6(3) . . ?
C2 C1 C4 125.7(3) . . ?
C5 C2 C8 118.5(3) . . ?
C5 C2 C1 120.1(3) . . ?
C8 C2 C1 121.4(3) . . ?
C6 C3 C9 119.6(3) . . ?
C6 C3 N2 121.2(3) . . ?
C9 C3 N2 119.2(3) . . ?
C1 C4 B1 101.6(2) . . ?
C1 C4 H4A 111.4 . . ?
B1 C4 H4A 111.4 . . ?
C1 C4 H4B 111.4 . . ?
B1 C4 H4B 111.4 . . ?
H4A C4 H4B 109.3 . . ?
C2 C5 C15 121.2(3) . . ?
C2 C5 H5 119.4 . . ?
C15 C5 H5 119.4 . . ?
C3 C6 C11 120.2(3) . . ?
C3 C6 H6 119.9 . . ?
C11 C6 H6 119.9 . . ?
C13 C7 C14 116.0(3) . . ?
C13 C7 B1 124.6(3) . . ?
C14 C7 B1 119.4(3) . . ?
C10 C8 C2 120.3(3) . . ?
C10 C8 H8 119.8 . . ?
C2 C8 H8 119.8 . . ?
N2 B1 C7 129.1(3) . . ?
N2 B1 C4 103.3(2) . . ?
C7 B1 C4 127.6(3) . . ?
C16 C9 C3 119.3(3) . . ?
C16 C9 H9 120.3 . . ?
C3 C9 H9 120.3 . . ?
C12 C10 C8 120.6(3) . . ?
C12 C10 H10 119.7 . . ?
C8 C10 H10 119.7 . . ?
C17 C11 C6 121.0(3) . . ?
C17 C11 H11 119.5 . . ?
C6 C11 H11 119.5 . . ?
C10 C12 C15 120.1(3) . . ?
C10 C12 H12 120.0 . . ?
C15 C12 H12 120.0 . . ?
C19 C13 C7 121.4(3) . . ?
C19 C13 H13 119.3 . . ?
C7 C13 H13 119.3 . . ?
C18 C14 C7 122.0(3) . . ?
C18 C14 H14 119.0 . . ?
C7 C14 H14 119.0 . . ?
C12 C15 C5 119.3(3) . . ?
C12 C15 H15 120.3 . . ?
C5 C15 H15 120.3 . . ?
C17 C16 C9 120.9(3) . . ?
C17 C16 H16 119.6 . . ?
C9 C16 H16 119.6 . . ?
C16 C17 C11 119.0(4) . . ?
C16 C17 H17 120.5 . . ?
C11 C17 H17 120.5 . . ?
C20 C18 C14 119.8(4) . . ?
C20 C18 H18 120.1 . . ?
C14 C18 H18 120.1 . . ?
C20 C19 C13 120.0(4) . . ?
C20 C19 H19 120.0 . . ?
C13 C19 H19 120.0 . . ?
C19 C20 C18 120.7(3) . . ?
C19 C20 H20 119.6 . . ?
C18 C20 H20 119.6 . . ?
C23 N6 N5 108.1(2) . . ?
B3 N5 C26 134.5(3) . . ?
B3 N5 N6 112.7(2) . . ?
C26 N5 N6 112.8(2) . . ?
N6 C23 C24 119.6(3) . . ?
N6 C23 C27 114.1(3) . . ?
C24 C23 C27 126.3(3) . . ?
C28 C24 C30 117.8(3) . . ?
C28 C24 C23 120.2(3) . . ?
C30 C24 C23 121.9(3) . . ?
C32 C25 C37 115.3(3) . . ?
C32 C25 B3 125.9(3) . . ?
C37 C25 B3 118.8(3) . . ?
C29 C26 C31 119.4(3) . . ?
C29 C26 N5 121.2(3) . . ?
C31 C26 N5 119.5(3) . . ?
C23 C27 B3 102.1(2) . . ?
C23 C27 H27A 111.4 . . ?
B3 C27 H27A 111.4 . . ?
C23 C27 H27B 111.4 . . ?
B3 C27 H27B 111.4 . . ?
H27A C27 H27B 109.2 . . ?
C39 C28 C24 120.7(3) . . ?
C39 C28 H28 119.7 . . ?
C24 C28 H28 119.7 . . ?
C26 C29 C35 120.0(3) . . ?
C26 C29 H29 120.0 . . ?
C35 C29 H29 120.0 . . ?
C36 C30 C24 120.6(3) . . ?
C36 C30 H30 119.7 . . ?
C24 C30 H30 119.7 . . ?
C38 C31 C26 119.8(3) . . ?
C38 C31 H31 120.1 . . ?
C26 C31 H31 120.1 . . ?
C43 C32 C25 122.4(3) . . ?
C43 C32 H32 118.8 . . ?
C25 C32 H32 118.8 . . ?
N5 B3 C25 128.7(3) . . ?
N5 B3 C27 103.1(3) . . ?
C25 B3 C27 128.3(3) . . ?
C39 C34 C36 119.4(4) . . ?
C39 C34 H34 120.3 . . ?
C36 C34 H34 120.3 . . ?
C40 C35 C29 121.7(3) . . ?
C40 C35 H35 119.2 . . ?
C29 C35 H35 119.2 . . ?
C30 C36 C34 121.0(3) . . ?
C30 C36 H36 119.5 . . ?
C34 C36 H36 119.5 . . ?
C41 C37 C25 122.5(4) . . ?
C41 C37 H37 118.7 . . ?
C25 C37 H37 118.7 . . ?
C40 C38 C31 120.7(4) . . ?
C40 C38 H38 119.6 . . ?
C31 C38 H38 119.6 . . ?
C34 C39 C28 120.6(4) . . ?
C34 C39 H39 119.7 . . ?
C28 C39 H39 119.7 . . ?
C35 C40 C38 118.4(4) . . ?
C35 C40 H40 120.8 . . ?
C38 C40 H40 120.8 . . ?
C42 C41 C37 120.2(4) . . ?
C42 C41 H41 119.9 . . ?
C37 C41 H41 119.9 . . ?
C41 C42 C43 119.3(4) . . ?
C41 C42 H42 120.4 . . ?
C43 C42 H42 120.4 . . ?
C42 C43 C32 120.4(4) . . ?
C42 C43 H43 119.8 . . ?
C32 C43 H43 119.8 . . ?
C51 N3 N4 107.8(2) . . ?
C52 N4 B2 134.7(3) . . ?
C52 N4 N3 112.4(2) . . ?
B2 N4 N3 112.9(2) . . ?
N3 C51 C53 119.7(3) . . ?
N3 C51 C57 114.6(3) . . ?
C53 C51 C57 125.8(3) . . ?
C59 C52 C107 117.4(3) . . ?
C59 C52 N4 121.8(3) . . ?
C107 C52 N4 120.8(3) . . ?
C55 C53 C58 118.8(3) . . ?
C55 C53 C51 120.2(3) . . ?
C58 C53 C51 121.0(3) . . ?
C60 C54 C66 114.6(3) . . ?
C60 C54 B2 118.6(3) . . ?
C66 C54 B2 126.8(3) . . ?
C64 C55 C53 120.8(3) . . ?
C64 C55 H55 119.6 . . ?
C53 C55 H55 119.6 . . ?
C61 C56 C62 120.0(4) . . ?
C61 C56 H56 120.0 . . ?
C62 C56 H56 120.0 . . ?
C51 C57 B2 101.7(2) . . ?
C51 C57 H57A 111.4 . . ?
B2 C57 H57A 111.4 . . ?
C51 C57 H57B 111.4 . . ?
B2 C57 H57B 111.4 . . ?
H57A C57 H57B 109.3 . . ?
C65 C58 C53 119.8(3) . . ?
C65 C58 H58 120.1 . . ?
C53 C58 H58 120.1 . . ?
C52 C59 C61 121.4(4) . . ?
C52 C59 H59 119.3 . . ?
C61 C59 H59 119.3 . . ?
C68 C60 C54 123.8(4) . . ?
C68 C60 H60 118.1 . . ?
C54 C60 H60 118.1 . . ?
C56 C61 C59 120.4(4) . . ?
C56 C61 H61 119.8 . . ?
C59 C61 H61 119.8 . . ?
C56 C62 C107 119.1(4) . . ?
C56 C62 H62 120.5 . . ?
C107 C62 H62 120.5 . . ?
N4 B2 C54 131.1(3) . . ?
N4 B2 C57 103.0(3) . . ?
C54 B2 C57 125.7(3) . . ?
C64 C63 C65 119.5(4) . . ?
C64 C63 H63 120.3 . . ?
C65 C63 H63 120.3 . . ?
C63 C64 C55 120.0(4) . . ?
C63 C64 H64 120.0 . . ?
C55 C64 H64 120.0 . . ?
C58 C65 C63 121.2(4) . . ?
C58 C65 H65 119.4 . . ?
C63 C65 H65 119.4 . . ?
C54 C66 C69 121.9(3) . . ?
C54 C66 H66 119.0 . . ?
C69 C66 H66 119.0 . . ?
C68 C67 C69 118.7(4) . . ?
C68 C67 H67 120.6 . . ?
C69 C67 H67 120.6 . . ?
C67 C68 C60 119.7(4) . . ?
C67 C68 H68 120.1 . . ?
C60 C68 H68 120.1 . . ?
C67 C69 C66 121.2(4) . . ?
C67 C69 H69 119.4 . . ?
C66 C69 H69 119.4 . . ?
B4 N7 N8 112.4(2) . . ?
B4 N7 C77 134.7(2) . . ?
N8 N7 C77 112.9(2) . . ?
C75 N8 N7 108.3(2) . . ?
N8 C75 C76 119.8(3) . . ?
N8 C75 C79 114.4(3) . . ?
C76 C75 C79 125.8(3) . . ?
C81 C76 C82 118.2(3) . . ?
C81 C76 C75 120.9(3) . . ?
C82 C76 C75 120.9(3) . . ?
C84 C77 C80 118.7(3) . . ?
C84 C77 N7 120.9(3) . . ?
C80 C77 N7 120.3(3) . . ?
C85 C78 C92 114.9(3) . . ?
C85 C78 B4 118.2(3) . . ?
C92 C78 B4 126.9(3) . . ?
C75 C79 B4 101.7(2) . . ?
C75 C79 H79A 111.4 . . ?
B4 C79 H79A 111.4 . . ?
C75 C79 H79B 111.4 . . ?
B4 C79 H79B 111.4 . . ?
H79A C79 H79B 109.3 . . ?
C77 C80 C87 120.0(3) . . ?
C77 C80 H80 120.0 . . ?
C87 C80 H80 120.0 . . ?
C76 C81 C94 120.8(3) . . ?
C76 C81 H81 119.6 . . ?
C94 C81 H81 119.6 . . ?
C89 C82 C76 120.3(3) . . ?
C89 C82 H82 119.8 . . ?
C76 C82 H82 119.8 . . ?
C87 C83 C90 120.0(4) . . ?
C87 C83 H83 120.0 . . ?
C90 C83 H83 120.0 . . ?
C77 C84 C90 120.6(4) . . ?
C77 C84 H84 119.7 . . ?
C90 C84 H84 119.7 . . ?
C93 C85 C78 123.2(3) . . ?
C93 C85 H85 118.4 . . ?
C78 C85 H85 118.4 . . ?
N7 B4 C78 130.7(3) . . ?
N7 B4 C79 103.2(2) . . ?
C78 B4 C79 126.0(3) . . ?
C83 C87 C80 120.4(4) . . ?
C83 C87 H87 119.8 . . ?
C80 C87 H87 119.8 . . ?
C94 C88 C89 120.4(3) . . ?
C94 C88 H88 119.8 . . ?
C89 C88 H88 119.8 . . ?
C88 C89 C82 120.3(3) . . ?
C88 C89 H89 119.8 . . ?
C82 C89 H89 119.8 . . ?
C83 C90 C84 120.1(4) . . ?
C83 C90 H90 119.9 . . ?
C84 C90 H90 119.9 . . ?
C93 C91 C95 118.8(3) . . ?
C93 C91 H91 120.6 . . ?
C95 C91 H91 120.6 . . ?
C95 C92 C78 121.7(3) . . ?
C95 C92 H92 119.1 . . ?
C78 C92 H92 119.1 . . ?
C91 C93 C85 120.2(4) . . ?
C91 C93 H93 119.9 . . ?
C85 C93 H93 119.9 . . ?
C88 C94 C81 119.9(4) . . ?
C88 C94 H94 120.0 . . ?
C81 C94 H94 120.0 . . ?
C91 C95 C92 121.1(4) . . ?
C91 C95 H95 119.4 . . ?
C92 C95 H95 119.4 . . ?
C62 C107 C52 121.6(3) . . ?
C62 C107 H107 119.2 . . ?
C52 C107 H107 119.2 . . ?

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
C1 N1 N2 B1 0.7(3) . . . . ?
C1 N1 N2 C3 -178.4(2) . . . . ?
N2 N1 C1 C2 178.0(2) . . . . ?
N2 N1 C1 C4 -1.8(3) . . . . ?
N1 C1 C2 C5 168.1(3) . . . . ?
C4 C1 C2 C5 -12.2(5) . . . . ?
N1 C1 C2 C8 -13.2(4) . . . . ?
C4 C1 C2 C8 166.5(3) . . . . ?
B1 N2 C3 C6 137.0(4) . . . . ?
N1 N2 C3 C6 -44.1(4) . . . . ?
B1 N2 C3 C9 -42.3(5) . . . . ?
N1 N2 C3 C9 136.7(3) . . . . ?
N1 C1 C4 B1 2.0(3) . . . . ?
C2 C1 C4 B1 -177.8(3) . . . . ?
C8 C2 C5 C15 0.5(5) . . . . ?
C1 C2 C5 C15 179.3(3) . . . . ?
C9 C3 C6 C11 -1.6(5) . . . . ?
N2 C3 C6 C11 179.1(3) . . . . ?
C5 C2 C8 C10 -0.4(5) . . . . ?
C1 C2 C8 C10 -179.1(3) . . . . ?
C3 N2 B1 C7 -2.1(6) . . . . ?
N1 N2 B1 C7 179.0(3) . . . . ?
C3 N2 B1 C4 179.4(3) . . . . ?
N1 N2 B1 C4 0.5(3) . . . . ?
C13 C7 B1 N2 -24.9(5) . . . . ?
C14 C7 B1 N2 155.5(3) . . . . ?
C13 C7 B1 C4 153.2(3) . . . . ?
C14 C7 B1 C4 -26.4(5) . . . . ?
C1 C4 B1 N2 -1.4(3) . . . . ?
C1 C4 B1 C7 -179.9(3) . . . . ?
C6 C3 C9 C16 0.3(5) . . . . ?
N2 C3 C9 C16 179.6(3) . . . . ?
C2 C8 C10 C12 0.6(5) . . . . ?
C3 C6 C11 C17 1.5(6) . . . . ?
C8 C10 C12 C15 -1.0(6) . . . . ?
C14 C7 C13 C19 -0.7(5) . . . . ?
B1 C7 C13 C19 179.7(3) . . . . ?
C13 C7 C14 C18 1.2(6) . . . . ?
B1 C7 C14 C18 -179.2(4) . . . . ?
C10 C12 C15 C5 1.0(6) . . . . ?
C2 C5 C15 C12 -0.8(5) . . . . ?
C3 C9 C16 C17 1.1(6) . . . . ?
C9 C16 C17 C11 -1.2(6) . . . . ?
C6 C11 C17 C16 -0.1(7) . . . . ?
C7 C14 C18 C20 -0.9(7) . . . . ?
C7 C13 C19 C20 -0.1(6) . . . . ?
C13 C19 C20 C18 0.5(7) . . . . ?
C14 C18 C20 C19 0.0(7) . . . . ?
C23 N6 N5 B3 -0.5(3) . . . . ?
C23 N6 N5 C26 178.2(2) . . . . ?
N5 N6 C23 C24 -177.5(2) . . . . ?
N5 N6 C23 C27 1.6(3) . . . . ?
N6 C23 C24 C28 -170.3(3) . . . . ?
C27 C23 C24 C28 10.6(4) . . . . ?
N6 C23 C24 C30 11.1(4) . . . . ?
C27 C23 C24 C30 -168.0(3) . . . . ?
B3 N5 C26 C29 -137.4(4) . . . . ?
N6 N5 C26 C29 44.3(4) . . . . ?
B3 N5 C26 C31 41.4(5) . . . . ?
N6 N5 C26 C31 -136.9(3) . . . . ?
N6 C23 C27 B3 -2.0(3) . . . . ?
C24 C23 C27 B3 177.1(3) . . . . ?
C30 C24 C28 C39 0.3(4) . . . . ?
C23 C24 C28 C39 -178.4(3) . . . . ?
C31 C26 C29 C35 2.6(5) . . . . ?
N5 C26 C29 C35 -178.6(3) . . . . ?
C28 C24 C30 C36 0.0(4) . . . . ?
C23 C24 C30 C36 178.6(3) . . . . ?
C29 C26 C31 C38 -0.7(5) . . . . ?
N5 C26 C31 C38 -179.5(3) . . . . ?
C37 C25 C32 C43 1.9(5) . . . . ?
B3 C25 C32 C43 -179.1(3) . . . . ?
C26 N5 B3 C25 2.3(5) . . . . ?
N6 N5 B3 C25 -179.4(3) . . . . ?
C26 N5 B3 C27 -179.1(3) . . . . ?
N6 N5 B3 C27 -0.8(3) . . . . ?
C32 C25 B3 N5 25.2(5) . . . . ?
C37 C25 B3 N5 -155.8(3) . . . . ?
C32 C25 B3 C27 -153.1(3) . . . . ?
C37 C25 B3 C27 25.9(5) . . . . ?
C23 C27 B3 N5 1.5(3) . . . . ?
C23 C27 B3 C25 -179.8(3) . . . . ?
C26 C29 C35 C40 -2.4(6) . . . . ?
C24 C30 C36 C34 0.1(5) . . . . ?
C39 C34 C36 C30 -0.3(5) . . . . ?
C32 C25 C37 C41 -2.1(5) . . . . ?
B3 C25 C37 C41 178.8(4) . . . . ?
C26 C31 C38 C40 -1.6(6) . . . . ?
C36 C34 C39 C28 0.6(5) . . . . ?
C24 C28 C39 C34 -0.6(5) . . . . ?
C29 C35 C40 C38 0.1(7) . . . . ?
C31 C38 C40 C35 1.9(6) . . . . ?
C25 C37 C41 C42 1.3(7) . . . . ?
C37 C41 C42 C43 -0.1(7) . . . . ?
C41 C42 C43 C32 -0.1(6) . . . . ?
C25 C32 C43 C42 -0.9(6) . . . . ?
C51 N3 N4 C52 -179.8(2) . . . . ?
C51 N3 N4 B2 1.8(3) . . . . ?
N4 N3 C51 C53 178.4(2) . . . . ?
N4 N3 C51 C57 -0.7(3) . . . . ?
B2 N4 C52 C59 128.8(4) . . . . ?
N3 N4 C52 C59 -49.1(4) . . . . ?
B2 N4 C52 C107 -54.3(5) . . . . ?
N3 N4 C52 C107 127.8(3) . . . . ?
N3 C51 C53 C55 -168.5(3) . . . . ?
C57 C51 C53 C55 10.4(4) . . . . ?
N3 C51 C53 C58 10.9(4) . . . . ?
C57 C51 C53 C58 -170.2(3) . . . . ?
C58 C53 C55 C64 0.1(4) . . . . ?
C51 C53 C55 C64 179.5(3) . . . . ?
N3 C51 C57 B2 -0.5(3) . . . . ?
C53 C51 C57 B2 -179.5(3) . . . . ?
C55 C53 C58 C65 -0.2(4) . . . . ?
C51 C53 C58 C65 -179.6(3) . . . . ?
C107 C52 C59 C61 2.4(5) . . . . ?
N4 C52 C59 C61 179.4(3) . . . . ?
C66 C54 C60 C68 0.3(5) . . . . ?
B2 C54 C60 C68 179.0(3) . . . . ?
C62 C56 C61 C59 -3.9(6) . . . . ?
C52 C59 C61 C56 0.9(6) . . . . ?
C61 C56 C62 C107 3.3(6) . . . . ?
C52 N4 B2 C54 -3.4(6) . . . . ?
N3 N4 B2 C54 174.6(3) . . . . ?
C52 N4 B2 C57 -179.9(3) . . . . ?
N3 N4 B2 C57 -2.0(3) . . . . ?
C60 C54 B2 N4 -171.4(3) . . . . ?
C66 C54 B2 N4 7.1(5) . . . . ?
C60 C54 B2 C57 4.5(5) . . . . ?
C66 C54 B2 C57 -177.0(3) . . . . ?
C51 C57 B2 N4 1.5(3) . . . . ?
C51 C57 B2 C54 -175.4(3) . . . . ?
C65 C63 C64 C55 -0.3(5) . . . . ?
C53 C55 C64 C63 0.1(5) . . . . ?
C53 C58 C65 C63 0.0(5) . . . . ?
C64 C63 C65 C58 0.2(5) . . . . ?
C60 C54 C66 C69 0.7(5) . . . . ?
B2 C54 C66 C69 -177.9(3) . . . . ?
C69 C67 C68 C60 0.5(6) . . . . ?
C54 C60 C68 C67 -1.0(6) . . . . ?
C68 C67 C69 C66 0.5(6) . . . . ?
C54 C66 C69 C67 -1.1(6) . . . . ?
B4 N7 N8 C75 -1.9(3) . . . . ?
C77 N7 N8 C75 -179.6(2) . . . . ?
N7 N8 C75 C76 -178.7(3) . . . . ?
N7 N8 C75 C79 0.8(3) . . . . ?
N8 C75 C76 C81 170.9(3) . . . . ?
C79 C75 C76 C81 -8.6(5) . . . . ?
N8 C75 C76 C82 -9.6(5) . . . . ?
C79 C75 C76 C82 171.0(3) . . . . ?
B4 N7 C77 C84 -128.5(4) . . . . ?
N8 N7 C77 C84 48.6(4) . . . . ?
B4 N7 C77 C80 56.0(5) . . . . ?
N8 N7 C77 C80 -127.0(3) . . . . ?
N8 C75 C79 B4 0.4(3) . . . . ?
C76 C75 C79 B4 179.9(3) . . . . ?
C84 C77 C80 C87 4.3(5) . . . . ?
N7 C77 C80 C87 179.9(3) . . . . ?
C82 C76 C81 C94 0.6(5) . . . . ?
C75 C76 C81 C94 -179.9(3) . . . . ?
C81 C76 C82 C89 -0.7(5) . . . . ?
C75 C76 C82 C89 179.8(3) . . . . ?
C80 C77 C84 C90 -2.9(5) . . . . ?
N7 C77 C84 C90 -178.5(3) . . . . ?
C92 C78 C85 C93 -0.9(6) . . . . ?
B4 C78 C85 C93 -178.8(4) . . . . ?
N8 N7 B4 C78 -174.3(3) . . . . ?
C77 N7 B4 C78 2.8(6) . . . . ?
N8 N7 B4 C79 2.0(3) . . . . ?
C77 N7 B4 C79 179.1(3) . . . . ?
C85 C78 B4 N7 171.1(3) . . . . ?
C92 C78 B4 N7 -6.5(6) . . . . ?
C85 C78 B4 C79 -4.4(5) . . . . ?
C92 C78 B4 C79 178.0(3) . . . . ?
C75 C79 B4 N7 -1.4(3) . . . . ?
C75 C79 B4 C78 175.1(3) . . . . ?
C90 C83 C87 C80 -2.3(6) . . . . ?
C77 C80 C87 C83 -1.7(5) . . . . ?
C94 C88 C89 C82 0.2(6) . . . . ?
C76 C82 C89 C88 0.3(5) . . . . ?
C87 C83 C90 C84 3.7(6) . . . . ?
C77 C84 C90 C83 -1.1(6) . . . . ?
C85 C78 C92 C95 0.0(5) . . . . ?
B4 C78 C92 C95 177.7(3) . . . . ?
C95 C91 C93 C85 -1.5(6) . . . . ?
C78 C85 C93 C91 1.7(7) . . . . ?
C89 C88 C94 C81 -0.3(6) . . . . ?
C76 C81 C94 C88 -0.1(6) . . . . ?
C93 C91 C95 C92 0.6(6) . . . . ?
C78 C92 C95 C91 0.1(6) . . . . ?
C56 C62 C107 C52 0.1(5) . . . . ?
C59 C52 C107 C62 -3.0(5) . . . . ?
N4 C52 C107 C62 180.0(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.539
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.053
