# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2018

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

data_compound_2
_database_code_depnum_ccdc_archive 'CCDC 1827102'
_audit_update_record             
;
2018-03-02 deposited with the CCDC.
2018-04-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H23 B'
_chemical_formula_sum            'C26 H23 B'
_chemical_formula_weight         346.25

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

_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   33.652(8)
_cell_length_b                   33.652(8)
_cell_length_c                   8.379(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     8218(5)
_cell_formula_units_Z            18
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    4838
_cell_measurement_theta_min      2.4
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_F_000             3312
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    0.070
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.959
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoKa
_diffrn_source                   ?
_diffrn_measurement_device_type  
;
Rigaku Single Crystal X-ray diffractometer equipped with 
FR-X generator, Varimax optics, and PILATUS 200K photon 
counting detector
;
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23539
_diffrn_reflns_av_unetI/netI     0.0090
_diffrn_reflns_av_R_equivalents  0.0190
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.055
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        24.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3210
_reflns_number_gt                2919
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0415P)²+9.7646P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    none
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3210
_refine_ls_number_parameters     248
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0338
_refine_ls_wR_factor_ref         0.0865
_refine_ls_wR_factor_gt          0.0836
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.13358(4) 0.22043(4) 0.83216(15) 0.0151(3) Uani 1 1 d . . . . .
C1 C 0.12845(4) 0.24780(4) 0.97126(13) 0.0160(2) Uani 1 1 d . . . . .
C2 C 0.16692(4) 0.29150(4) 1.00866(13) 0.0178(2) Uani 1 1 d . . . . .
C3 C 0.16084(5) 0.32247(4) 1.10011(15) 0.0255(3) Uani 1 1 d . . . . .
H1 H 0.186517 0.351782 1.122443 0.031 Uiso 1 1 calc R U . . .
C4 C 0.11807(5) 0.31152(5) 1.15959(15) 0.0284(3) Uani 1 1 d . . . . .
H2 H 0.114158 0.334008 1.214637 0.034 Uiso 1 1 calc R U . . .
C5 C 0.08154(4) 0.26824(5) 1.13872(14) 0.0246(3) Uani 1 1 d . . . . .
H3 H 0.052801 0.260211 1.185753 0.029 Uiso 1 1 calc R U . . .
C6 C 0.08610(4) 0.23552(4) 1.04842(13) 0.0190(3) Uani 1 1 d . . . . .
C7 C 0.04679(4) 0.18962(4) 1.05564(14) 0.0229(3) Uani 1 1 d . . . . .
H4 H 0.022288 0.187454 1.118507 0.027 Uiso 1 1 calc R U . . .
C8 C 0.03802(4) 0.14950(4) 0.99130(14) 0.0225(3) Uani 1 1 d . . . . .
H5 H 0.012061 0.123562 1.035959 0.027 Uiso 1 1 calc R U . . .
C9 C 0.06056(4) 0.13821(4) 0.86694(14) 0.0184(2) Uani 1 1 d . . . . .
C10 C 0.03924(4) 0.09117(4) 0.82798(15) 0.0228(3) Uani 1 1 d . . . . .
H6 H 0.014061 0.069473 0.890014 0.027 Uiso 1 1 calc R U . . .
C11 C 0.05434(4) 0.07640(4) 0.70216(15) 0.0247(3) Uani 1 1 d . . . . .
H7 H 0.041640 0.044474 0.683421 0.030 Uiso 1 1 calc R U . . .
C12 C 0.08830(4) 0.10813(4) 0.60151(15) 0.0221(3) Uani 1 1 d . . . . .
H8 H 0.097129 0.097791 0.509845 0.027 Uiso 1 1 calc R U . . .
C13 C 0.10935(4) 0.15468(4) 0.63395(13) 0.0170(2) Uani 1 1 d . . . . .
C14 C 0.09876(4) 0.17072(4) 0.77647(13) 0.0155(2) Uani 1 1 d . . . . .
C15 C 0.18016(4) 0.24458(4) 0.73985(13) 0.0149(2) Uani 1 1 d . . . . .
C16 C 0.18472(4) 0.22666(4) 0.59271(13) 0.0166(2) Uani 1 1 d . . . . .
C17 C 0.22743(4) 0.24422(4) 0.52136(14) 0.0216(3) Uani 1 1 d . . . . .
H9 H 0.230305 0.232209 0.422162 0.026 Uiso 1 1 calc R U . . .
C18 C 0.26592(4) 0.27928(4) 0.59480(16) 0.0261(3) Uani 1 1 d . . . . .
H10 H 0.295310 0.290402 0.547869 0.031 Uiso 1 1 calc R U . . .
C19 C 0.26181(4) 0.29808(4) 0.73538(15) 0.0235(3) Uani 1 1 d . . . . .
H11 H 0.288402 0.322367 0.783863 0.028 Uiso 1 1 calc R U . . .
C20 C 0.21901(4) 0.28191(4) 0.80777(13) 0.0167(2) Uani 1 1 d . . . . .
C21 C 0.14132(4) 0.18985(4) 0.51133(13) 0.0184(3) Uani 1 1 d . . . . .
C22 C 0.11573(4) 0.21370(4) 0.44202(14) 0.0216(3) Uani 1 1 d . . . . .
H12 H 0.107964 0.228156 0.528773 0.032 Uiso 1 1 calc R U . . .
H13 H 0.087542 0.190841 0.388834 0.032 Uiso 1 1 calc R U . . .
H14 H 0.135537 0.237151 0.364731 0.032 Uiso 1 1 calc R U . . .
C23 C 0.15138(5) 0.16739(4) 0.36993(15) 0.0279(3) Uani 1 1 d . . . . .
H15 H 0.170268 0.190947 0.291510 0.042 Uiso 1 1 calc R U . . .
H16 H 0.122443 0.144779 0.320142 0.042 Uiso 1 1 calc R U . . .
H17 H 0.167877 0.152060 0.407673 0.042 Uiso 1 1 calc R U . . .
C24 C 0.21587(4) 0.30311(4) 0.96495(13) 0.0179(3) Uani 1 1 d . . . . .
C25 C 0.23172(4) 0.28193(5) 1.09755(15) 0.0263(3) Uani 1 1 d . . . . .
H18 H 0.211718 0.248520 1.098029 0.040 Uiso 1 1 calc R U . . .
H19 H 0.230028 0.294374 1.201462 0.040 Uiso 1 1 calc R U . . .
H20 H 0.263414 0.289521 1.076936 0.040 Uiso 1 1 calc R U . . .
C26 C 0.24876(4) 0.35536(4) 0.96372(16) 0.0280(3) Uani 1 1 d . . . . .
H21 H 0.279652 0.361867 0.934634 0.042 Uiso 1 1 calc R U . . .
H22 H 0.249510 0.367848 1.070052 0.042 Uiso 1 1 calc R U . . .
H23 H 0.238053 0.369622 0.885710 0.042 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1 C1 1.5479(17) . ?
B1 C14 1.5585(17) . ?
B1 C15 1.5626(16) . ?
C1 C6 1.4253(16) . ?
C1 C2 1.4258(16) . ?
C2 C3 1.3886(17) . ?
C2 C24 1.5351(16) . ?
C3 C4 1.3875(19) . ?
C3 H1 0.9500 . ?
C4 C5 1.3684(19) . ?
C4 H2 0.9500 . ?
C5 C6 1.4059(17) . ?
C5 H3 0.9500 . ?
C6 C7 1.4480(18) . ?
C7 C8 1.3424(18) . ?
C7 H4 0.9500 . ?
C8 C9 1.4470(17) . ?
C8 H5 0.9500 . ?
C9 C10 1.4113(17) . ?
C9 C14 1.4203(16) . ?
C10 C11 1.3671(19) . ?
C10 H6 0.9500 . ?
C11 C12 1.3920(18) . ?
C11 H7 0.9500 . ?
C12 C13 1.3855(17) . ?
C12 H8 0.9500 . ?
C13 C14 1.4271(16) . ?
C13 C21 1.5301(16) . ?
C15 C20 1.4031(16) . ?
C15 C16 1.4142(16) . ?
C16 C17 1.3870(16) . ?
C16 C21 1.5241(16) . ?
C17 C18 1.3858(18) . ?
C17 H9 0.9500 . ?
C18 C19 1.3765(18) . ?
C18 H10 0.9500 . ?
C19 C20 1.3981(17) . ?
C19 H11 0.9500 . ?
C20 C24 1.5264(16) . ?
C21 C23 1.5316(16) . ?
C21 C22 1.5539(16) . ?
C22 H12 0.9800 . ?
C22 H13 0.9800 . ?
C22 H14 0.9800 . ?
C23 H15 0.9800 . ?
C23 H16 0.9800 . ?
C23 H17 0.9800 . ?
C24 C26 1.5398(16) . ?
C24 C25 1.5514(16) . ?
C25 H18 0.9800 . ?
C25 H19 0.9800 . ?
C25 H20 0.9800 . ?
C26 H21 0.9800 . ?
C26 H22 0.9800 . ?
C26 H23 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 B1 C14 128.06(10) . . ?
C1 B1 C15 116.39(10) . . ?
C14 B1 C15 115.50(10) . . ?
C6 C1 C2 117.39(10) . . ?
C6 C1 B1 124.19(10) . . ?
C2 C1 B1 117.74(10) . . ?
C3 C2 C1 119.78(11) . . ?
C3 C2 C24 118.87(11) . . ?
C1 C2 C24 121.02(10) . . ?
C4 C3 C2 121.43(12) . . ?
C4 C3 H1 119.3 . . ?
C2 C3 H1 119.3 . . ?
C5 C4 C3 119.82(11) . . ?
C5 C4 H2 120.1 . . ?
C3 C4 H2 120.1 . . ?
C4 C5 C6 120.70(11) . . ?
C4 C5 H3 119.6 . . ?
C6 C5 H3 119.6 . . ?
C5 C6 C1 120.12(11) . . ?
C5 C6 C7 114.45(11) . . ?
C1 C6 C7 125.17(11) . . ?
C8 C7 C6 132.87(11) . . ?
C8 C7 H4 113.6 . . ?
C6 C7 H4 113.6 . . ?
C7 C8 C9 132.28(11) . . ?
C7 C8 H5 113.9 . . ?
C9 C8 H5 113.9 . . ?
C10 C9 C14 119.82(11) . . ?
C10 C9 C8 114.95(10) . . ?
C14 C9 C8 125.00(10) . . ?
C11 C10 C9 120.88(11) . . ?
C11 C10 H6 119.6 . . ?
C9 C10 H6 119.6 . . ?
C10 C11 C12 120.02(11) . . ?
C10 C11 H7 120.0 . . ?
C12 C11 H7 120.0 . . ?
C13 C12 C11 120.52(11) . . ?
C13 C12 H8 119.7 . . ?
C11 C12 H8 119.7 . . ?
C12 C13 C14 120.57(11) . . ?
C12 C13 C21 120.47(10) . . ?
C14 C13 C21 118.77(10) . . ?
C9 C14 C13 117.15(10) . . ?
C9 C14 B1 124.89(10) . . ?
C13 C14 B1 117.43(10) . . ?
C20 C15 C16 118.96(10) . . ?
C20 C15 B1 120.55(10) . . ?
C16 C15 B1 120.27(10) . . ?
C17 C16 C15 120.30(11) . . ?
C17 C16 C21 121.41(10) . . ?
C15 C16 C21 118.20(10) . . ?
C18 C17 C16 119.98(11) . . ?
C18 C17 H9 120.0 . . ?
C16 C17 H9 120.0 . . ?
C19 C18 C17 120.35(11) . . ?
C19 C18 H10 119.8 . . ?
C17 C18 H10 119.8 . . ?
C18 C19 C20 120.88(11) . . ?
C18 C19 H11 119.6 . . ?
C20 C19 H11 119.6 . . ?
C19 C20 C15 119.33(11) . . ?
C19 C20 C24 119.40(10) . . ?
C15 C20 C24 121.14(10) . . ?
C16 C21 C13 110.22(9) . . ?
C16 C21 C23 112.88(10) . . ?
C13 C21 C23 112.40(10) . . ?
C16 C21 C22 107.50(9) . . ?
C13 C21 C22 107.07(9) . . ?
C23 C21 C22 106.40(10) . . ?
C21 C22 H12 109.5 . . ?
C21 C22 H13 109.5 . . ?
H12 C22 H13 109.5 . . ?
C21 C22 H14 109.5 . . ?
H12 C22 H14 109.5 . . ?
H13 C22 H14 109.5 . . ?
C21 C23 H15 109.5 . . ?
C21 C23 H16 109.5 . . ?
H15 C23 H16 109.5 . . ?
C21 C23 H17 109.5 . . ?
H15 C23 H17 109.5 . . ?
H16 C23 H17 109.5 . . ?
C20 C24 C2 113.77(9) . . ?
C20 C24 C26 110.47(10) . . ?
C2 C24 C26 111.06(10) . . ?
C20 C24 C25 106.46(9) . . ?
C2 C24 C25 106.49(9) . . ?
C26 C24 C25 108.27(10) . . ?
C24 C25 H18 109.5 . . ?
C24 C25 H19 109.5 . . ?
H18 C25 H19 109.5 . . ?
C24 C25 H20 109.5 . . ?
H18 C25 H20 109.5 . . ?
H19 C25 H20 109.5 . . ?
C24 C26 H21 109.5 . . ?
C24 C26 H22 109.5 . . ?
H21 C26 H22 109.5 . . ?
C24 C26 H23 109.5 . . ?
H21 C26 H23 109.5 . . ?
H22 C26 H23 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C14 B1 C1 C6 -15.35(17) . . . . ?
C15 B1 C1 C6 167.43(10) . . . . ?
C14 B1 C1 C2 174.41(10) . . . . ?
C15 B1 C1 C2 -2.82(14) . . . . ?
C6 C1 C2 C3 -8.30(15) . . . . ?
B1 C1 C2 C3 162.62(10) . . . . ?
C6 C1 C2 C24 165.07(10) . . . . ?
B1 C1 C2 C24 -24.01(15) . . . . ?
C1 C2 C3 C4 1.45(18) . . . . ?
C24 C2 C3 C4 -172.06(11) . . . . ?
C2 C3 C4 C5 5.01(19) . . . . ?
C3 C4 C5 C6 -4.26(19) . . . . ?
C4 C5 C6 C1 -2.88(17) . . . . ?
C4 C5 C6 C7 171.54(11) . . . . ?
C2 C1 C6 C5 9.03(15) . . . . ?
B1 C1 C6 C5 -161.25(11) . . . . ?
C2 C1 C6 C7 -164.75(10) . . . . ?
B1 C1 C6 C7 24.97(17) . . . . ?
C5 C6 C7 C8 -178.32(13) . . . . ?
C1 C6 C7 C8 -4.2(2) . . . . ?
C6 C7 C8 C9 -13.6(2) . . . . ?
C7 C8 C9 C10 -177.31(13) . . . . ?
C7 C8 C9 C14 -3.0(2) . . . . ?
C14 C9 C10 C11 -1.17(17) . . . . ?
C8 C9 C10 C11 173.51(11) . . . . ?
C9 C10 C11 C12 -6.02(17) . . . . ?
C10 C11 C12 C13 4.53(17) . . . . ?
C11 C12 C13 C14 4.16(17) . . . . ?
C11 C12 C13 C21 -170.82(10) . . . . ?
C10 C9 C14 C13 9.44(15) . . . . ?
C8 C9 C14 C13 -164.67(10) . . . . ?
C10 C9 C14 B1 -161.94(10) . . . . ?
C8 C9 C14 B1 23.95(17) . . . . ?
C12 C13 C14 C9 -10.96(15) . . . . ?
C21 C13 C14 C9 164.11(10) . . . . ?
C12 C13 C14 B1 161.08(10) . . . . ?
C21 C13 C14 B1 -23.86(14) . . . . ?
C1 B1 C14 C9 -15.09(17) . . . . ?
C15 B1 C14 C9 162.16(10) . . . . ?
C1 B1 C14 C13 173.55(10) . . . . ?
C15 B1 C14 C13 -9.20(14) . . . . ?
C1 B1 C15 C20 18.21(15) . . . . ?
C14 B1 C15 C20 -159.37(10) . . . . ?
C1 B1 C15 C16 -167.20(10) . . . . ?
C14 B1 C15 C16 15.22(14) . . . . ?
C20 C15 C16 C17 3.39(16) . . . . ?
B1 C15 C16 C17 -171.28(10) . . . . ?
C20 C15 C16 C21 -173.07(10) . . . . ?
B1 C15 C16 C21 12.25(15) . . . . ?
C15 C16 C17 C18 0.42(17) . . . . ?
C21 C16 C17 C18 176.77(11) . . . . ?
C16 C17 C18 C19 -2.54(18) . . . . ?
C17 C18 C19 C20 0.80(19) . . . . ?
C18 C19 C20 C15 3.06(17) . . . . ?
C18 C19 C20 C24 179.07(11) . . . . ?
C16 C15 C20 C19 -5.08(16) . . . . ?
B1 C15 C20 C19 169.58(10) . . . . ?
C16 C15 C20 C24 178.98(10) . . . . ?
B1 C15 C20 C24 -6.36(15) . . . . ?
C17 C16 C21 C13 140.40(11) . . . . ?
C15 C16 C21 C13 -43.17(13) . . . . ?
C17 C16 C21 C23 13.80(15) . . . . ?
C15 C16 C21 C23 -169.78(10) . . . . ?
C17 C16 C21 C22 -103.23(12) . . . . ?
C15 C16 C21 C22 73.20(12) . . . . ?
C12 C13 C21 C16 -134.98(11) . . . . ?
C14 C13 C21 C16 49.95(13) . . . . ?
C12 C13 C21 C23 -8.11(15) . . . . ?
C14 C13 C21 C23 176.82(10) . . . . ?
C12 C13 C21 C22 108.38(11) . . . . ?
C14 C13 C21 C22 -66.69(12) . . . . ?
C19 C20 C24 C2 165.01(10) . . . . ?
C15 C20 C24 C2 -19.04(14) . . . . ?
C19 C20 C24 C26 39.31(14) . . . . ?
C15 C20 C24 C26 -144.74(11) . . . . ?
C19 C20 C24 C25 -78.02(13) . . . . ?
C15 C20 C24 C25 97.92(12) . . . . ?
C3 C2 C24 C20 -151.28(10) . . . . ?
C1 C2 C24 C20 35.29(14) . . . . ?
C3 C2 C24 C26 -25.89(14) . . . . ?
C1 C2 C24 C26 160.68(10) . . . . ?
C3 C2 C24 C25 91.77(13) . . . . ?
C1 C2 C24 C25 -81.66(12) . . . . ?

_refine_diff_density_max         0.226
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.035

####################################################################### 
# 
# 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_compound_9
_database_code_depnum_ccdc_archive 'CCDC 1827104'
_audit_update_record             
;
2018-03-02 deposited with the CCDC.
2018-04-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H36 B N'
_chemical_formula_sum            'C44 H36 B N'
_chemical_formula_weight         589.55

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/c'
_space_group_name_Hall           '-P 2yc'

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

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

_cell_length_a                   10.379(3)
_cell_length_b                   18.921(5)
_cell_length_c                   8.611(2)
_cell_angle_alpha                90
_cell_angle_beta                 109.582(3)
_cell_angle_gamma                90
_cell_volume                     1593.2(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    4528
_cell_measurement_theta_min      3.8
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_F_000             624
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.070
_shelx_estimated_absorpt_T_min   0.973
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.929
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoKa
_diffrn_source                   'Sealed Tube'
_diffrn_measurement_device_type  
;
Rigaku Saturn70 (4x4 bin mode)
;

_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            10265
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         3.845
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             2784
_reflns_number_gt                2481
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0471P)²+0.5454P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    none
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2784
_refine_ls_number_parameters     213
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_ref         0.1042
_refine_ls_wR_factor_gt          0.1005
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.000000 0.29436(12) 0.250000 0.0252(5) Uani 1 2 d S T P . .
C1 C 0.14167(15) 0.25842(7) 0.33317(16) 0.0267(3) Uani 1 1 d . . . . .
C2 C 0.26018(14) 0.30224(7) 0.38687(17) 0.0272(3) Uani 1 1 d . . . . .
C3 C 0.38426(16) 0.27515(9) 0.48891(19) 0.0372(4) Uani 1 1 d . . . . .
H3 H 0.461753 0.305331 0.525551 0.045 Uiso 1 1 calc R U . . .
C4 C 0.39715(18) 0.20499(9) 0.5382(2) 0.0438(4) Uani 1 1 d . . . . .
H4 H 0.481617 0.187907 0.611874 0.053 Uiso 1 1 calc R U . . .
C5 C 0.28800(19) 0.16071(9) 0.4805(2) 0.0412(4) Uani 1 1 d . . . . .
H5 H 0.297974 0.112365 0.512062 0.049 Uiso 1 1 calc R U . . .
C6 C 0.16083(17) 0.18518(8) 0.37515(19) 0.0330(4) Uani 1 1 d . . . . .
C7 C 0.06294(17) 0.12974(8) 0.3055(2) 0.0403(4) Uani 1 1 d . . . . .
H7 H 0.094359 0.084081 0.347068 0.048 Uiso 1 1 calc R U . . .
C8 C 0.000000 0.37669(10) 0.250000 0.0219(4) Uani 1 2 d S T P . .
C9 C 0.12294(13) 0.41518(7) 0.28712(16) 0.0223(3) Uani 1 1 d . . . . .
C10 C 0.12122(13) 0.48849(7) 0.28510(16) 0.0237(3) Uani 1 1 d . . . . .
H10 H 0.204995 0.513451 0.308286 0.028 Uiso 1 1 calc R U . . .
C11 C 0.000000 0.52636(10) 0.250000 0.0233(4) Uani 1 2 d S T P . .
C12 C 0.25808(14) 0.37653(7) 0.31570(18) 0.0279(3) Uani 1 1 d . . . . .
C13 C 0.27128(17) 0.36540(8) 0.1432(2) 0.0389(4) Uani 1 1 d . . . . .
H13 H 0.354090 0.338036 0.154388 0.058 Uiso 1 1 calc R U . . .
H13A H 0.277008 0.411424 0.093694 0.058 Uiso 1 1 calc R U . . .
H13B H 0.191083 0.339701 0.072433 0.058 Uiso 1 1 calc R U . . .
C14 C 0.37981(16) 0.42136(9) 0.4187(3) 0.0543(5) Uani 1 1 d . . . . .
H14 H 0.372925 0.429690 0.527984 0.082 Uiso 1 1 calc R U . . .
H14A H 0.379094 0.466736 0.363551 0.082 Uiso 1 1 calc R U . . .
H14B H 0.465197 0.396308 0.430429 0.082 Uiso 1 1 calc R U . . .
C15 C 0.000000 0.60479(10) 0.250000 0.0241(4) Uani 1 2 d S T P . .
C16 C -0.09896(14) 0.64305(7) 0.29156(17) 0.0256(3) Uani 1 1 d . . . . .
H16 H -0.166862 0.618321 0.321349 0.031 Uiso 1 1 calc R U . . .
C17 C -0.10013(14) 0.71614(7) 0.29022(17) 0.0265(3) Uani 1 1 d . . . . .
H17 H -0.169462 0.741023 0.316831 0.032 Uiso 1 1 calc R U . . .
C18 C 0.000000 0.75333(10) 0.250000 0.0253(4) Uani 1 2 d S T P . .
N1 N 0.000000 0.82847(8) 0.250000 0.0293(4) Uani 1 2 d S T P . .
C19 C 0.12164(13) 0.86514(7) 0.33720(16) 0.0247(3) Uani 1 1 d . . . . .
C20 C 0.20561(14) 0.83968(7) 0.48875(17) 0.0286(3) Uani 1 1 d . . . . .
H20 H 0.180900 0.797943 0.533296 0.034 Uiso 1 1 calc R U . . .
C21 C 0.32471(15) 0.87477(8) 0.57473(19) 0.0341(4) Uani 1 1 d . . . . .
H21 H 0.381526 0.856945 0.678140 0.041 Uiso 1 1 calc R U . . .
C22 C 0.36212(15) 0.93555(8) 0.5120(2) 0.0357(4) Uani 1 1 d . . . . .
H22 H 0.444138 0.959607 0.571599 0.043 Uiso 1 1 calc R U . . .
C23 C 0.27859(15) 0.96105(8) 0.36089(19) 0.0329(3) Uani 1 1 d . . . . .
H23 H 0.303724 1.002844 0.316965 0.040 Uiso 1 1 calc R U . . .
C24 C 0.15903(15) 0.92630(7) 0.27339(18) 0.0292(3) Uani 1 1 d . . . . .
H24 H 0.102533 0.944186 0.169872 0.035 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1 C8 1.558(3) . ?
B1 C1 1.5593(17) 2 ?
B1 C1 1.5593(17) . ?
C1 C2 1.426(2) . ?
C1 C6 1.429(2) . ?
C2 C3 1.391(2) . ?
C2 C12 1.531(2) . ?
C3 C4 1.386(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.362(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.406(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.443(2) . ?
C7 C7 1.336(4) 2 ?
C7 H7 0.9500 . ?
C8 C9 1.4097(16) 2 ?
C8 C9 1.4097(16) . ?
C9 C10 1.3873(19) . ?
C9 C12 1.5269(18) . ?
C10 C11 1.3902(16) . ?
C10 H10 0.9500 . ?
C11 C15 1.484(3) . ?
C12 C14 1.533(2) . ?
C12 C13 1.551(2) . ?
C13 H13 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C14 H14 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C15 C16 1.3976(17) 2 ?
C15 C16 1.3976(17) . ?
C16 C17 1.383(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.3915(17) . ?
C17 H17 0.9500 . ?
C18 N1 1.422(2) . ?
N1 C19 1.4155(15) 2 ?
N1 C19 1.4155(15) . ?
C19 C20 1.3900(19) . ?
C19 C24 1.391(2) . ?
C20 C21 1.380(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.381(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.386(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.383(2) . ?
C23 H23 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 B1 C1 115.85(9) . 2 ?
C8 B1 C1 115.85(9) . . ?
C1 B1 C1 128.30(18) 2 . ?
C2 C1 C6 116.75(13) . . ?
C2 C1 B1 118.27(13) . . ?
C6 C1 B1 124.67(14) . . ?
C3 C2 C1 120.40(13) . . ?
C3 C2 C12 118.51(13) . . ?
C1 C2 C12 120.61(12) . . ?
C4 C3 C2 121.35(16) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C5 C4 C3 119.61(15) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 121.27(15) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C5 C6 C1 120.22(15) . . ?
C5 C6 C7 113.99(14) . . ?
C1 C6 C7 125.50(14) . . ?
C7 C7 C6 132.90(9) 2 . ?
C7 C7 H7 113.5 2 . ?
C6 C7 H7 113.5 . . ?
C9 C8 C9 117.79(16) 2 . ?
C9 C8 B1 121.10(8) 2 . ?
C9 C8 B1 121.11(8) . . ?
C10 C9 C8 120.46(12) . . ?
C10 C9 C12 119.22(12) . . ?
C8 C9 C12 120.12(12) . . ?
C9 C10 C11 121.66(13) . . ?
C9 C10 H10 119.2 . . ?
C11 C10 H10 119.2 . . ?
C10 C11 C10 117.96(17) 2 . ?
C10 C11 C15 121.02(8) 2 . ?
C10 C11 C15 121.02(8) . . ?
C9 C12 C2 113.16(11) . . ?
C9 C12 C14 111.26(12) . . ?
C2 C12 C14 112.21(13) . . ?
C9 C12 C13 106.37(11) . . ?
C2 C12 C13 105.35(11) . . ?
C14 C12 C13 108.00(14) . . ?
C12 C13 H13 109.5 . . ?
C12 C13 H13A 109.5 . . ?
H13 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C14 H14 109.5 . . ?
C12 C14 H14A 109.5 . . ?
H14 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C16 C15 C16 117.62(17) 2 . ?
C16 C15 C11 121.19(9) 2 . ?
C16 C15 C11 121.19(9) . . ?
C17 C16 C15 121.39(13) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C16 C17 C18 120.17(13) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C17 C18 C17 119.25(17) . 2 ?
C17 C18 N1 120.38(9) . . ?
C17 C18 N1 120.38(9) 2 . ?
C19 N1 C19 121.30(15) 2 . ?
C19 N1 C18 119.35(8) 2 . ?
C19 N1 C18 119.35(8) . . ?
C20 C19 C24 119.28(13) . . ?
C20 C19 N1 119.69(12) . . ?
C24 C19 N1 121.03(12) . . ?
C21 C20 C19 120.27(13) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C20 C21 C22 120.65(14) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
C21 C22 C23 119.21(14) . . ?
C21 C22 H22 120.4 . . ?
C23 C22 H22 120.4 . . ?
C24 C23 C22 120.71(14) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C23 C24 C19 119.90(13) . . ?
C23 C24 H24 120.1 . . ?
C19 C24 H24 120.1 . . ?

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
C8 B1 C1 C2 -6.17(12) . . . . ?
C1 B1 C1 C2 173.84(12) 2 . . . ?
C8 B1 C1 C6 167.16(10) . . . . ?
C1 B1 C1 C6 -12.84(10) 2 . . . ?
C6 C1 C2 C3 -6.20(19) . . . . ?
B1 C1 C2 C3 167.65(11) . . . . ?
C6 C1 C2 C12 165.68(12) . . . . ?
B1 C1 C2 C12 -20.47(17) . . . . ?
C1 C2 C3 C4 1.4(2) . . . . ?
C12 C2 C3 C4 -170.67(14) . . . . ?
C2 C3 C4 C5 2.8(2) . . . . ?
C3 C4 C5 C6 -1.8(2) . . . . ?
C4 C5 C6 C1 -3.3(2) . . . . ?
C4 C5 C6 C7 170.93(15) . . . . ?
C2 C1 C6 C5 7.1(2) . . . . ?
B1 C1 C6 C5 -166.28(12) . . . . ?
C2 C1 C6 C7 -166.37(13) . . . . ?
B1 C1 C6 C7 20.2(2) . . . . ?
C5 C6 C7 C7 -175.0(2) . . . 2 ?
C1 C6 C7 C7 -1.1(3) . . . 2 ?
C1 B1 C8 C9 14.29(8) 2 . . 2 ?
C1 B1 C8 C9 -165.71(8) . . . 2 ?
C1 B1 C8 C9 -165.71(8) 2 . . . ?
C1 B1 C8 C9 14.29(8) . . . . ?
C9 C8 C9 C10 -0.62(9) 2 . . . ?
B1 C8 C9 C10 179.38(9) . . . . ?
C9 C8 C9 C12 -175.45(13) 2 . . . ?
B1 C8 C9 C12 4.55(13) . . . . ?
C8 C9 C10 C11 1.26(18) . . . . ?
C12 C9 C10 C11 176.14(10) . . . . ?
C9 C10 C11 C10 -0.63(9) . . . 2 ?
C9 C10 C11 C15 179.37(9) . . . . ?
C10 C9 C12 C2 155.41(12) . . . . ?
C8 C9 C12 C2 -29.70(16) . . . . ?
C10 C9 C12 C14 27.99(19) . . . . ?
C8 C9 C12 C14 -157.12(13) . . . . ?
C10 C9 C12 C13 -89.39(15) . . . . ?
C8 C9 C12 C13 85.51(14) . . . . ?
C3 C2 C12 C9 -149.56(13) . . . . ?
C1 C2 C12 C9 38.41(17) . . . . ?
C3 C2 C12 C14 -22.65(19) . . . . ?
C1 C2 C12 C14 165.32(13) . . . . ?
C3 C2 C12 C13 94.62(15) . . . . ?
C1 C2 C12 C13 -77.41(15) . . . . ?
C10 C11 C15 C16 -149.79(9) 2 . . 2 ?
C10 C11 C15 C16 30.21(9) . . . 2 ?
C10 C11 C15 C16 30.21(9) 2 . . . ?
C10 C11 C15 C16 -149.79(9) . . . . ?
C16 C15 C16 C17 0.62(9) 2 . . . ?
C11 C15 C16 C17 -179.38(9) . . . . ?
C15 C16 C17 C18 -1.23(19) . . . . ?
C16 C17 C18 C17 0.61(9) . . . 2 ?
C16 C17 C18 N1 -179.39(9) . . . . ?
C17 C18 N1 C19 -50.76(9) . . . 2 ?
C17 C18 N1 C19 129.24(9) 2 . . 2 ?
C17 C18 N1 C19 129.24(9) . . . . ?
C17 C18 N1 C19 -50.76(9) 2 . . . ?
C19 N1 C19 C20 141.10(14) 2 . . . ?
C18 N1 C19 C20 -38.90(14) . . . . ?
C19 N1 C19 C24 -39.14(10) 2 . . . ?
C18 N1 C19 C24 140.86(10) . . . . ?
C24 C19 C20 C21 0.0(2) . . . . ?
N1 C19 C20 C21 179.77(12) . . . . ?
C19 C20 C21 C22 0.1(2) . . . . ?
C20 C21 C22 C23 -0.1(2) . . . . ?
C21 C22 C23 C24 0.0(2) . . . . ?
C22 C23 C24 C19 0.1(2) . . . . ?
C20 C19 C24 C23 -0.1(2) . . . . ?
N1 C19 C24 C23 -179.84(12) . . . . ?

_refine_diff_density_max         0.180
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.033

####################################################################### 
# 
# 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_compound_1b
_database_code_depnum_ccdc_archive 'CCDC 1827105'
_audit_update_record             
;
2018-03-02 deposited with the CCDC.
2018-04-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H33 B'
_chemical_formula_sum            'C29 H33 B'
_chemical_formula_weight         392.36

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'

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

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

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

_cell_length_a                   8.7378(9)
_cell_length_b                   16.5639(17)
_cell_length_c                   16.8755(18)
_cell_angle_alpha                80.618(4)
_cell_angle_beta                 84.316(4)
_cell_angle_gamma                79.857(3)
_cell_volume                     2365.9(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    4837
_cell_measurement_theta_min      3.1
_cell_measurement_theta_max      27.6

_exptl_crystal_description       Plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.102
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.061
_shelx_estimated_absorpt_T_min   0.981
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.879
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoKa
_diffrn_source                   ?
_diffrn_measurement_device_type  
;
Rigaku Single Crystal X-ray diffractometer equipped with 
FR-X generator, Varimax optics, and PILATUS 200K photon 
counting detector
;
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24128
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_av_R_equivalents  0.0169
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.111
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             10526
_reflns_number_gt                8275
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0462P)²+0.7208P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    none
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10526
_refine_ls_number_parameters     553
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.1039
_refine_ls_wR_factor_gt          0.0958
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B -0.22909(14) 0.81210(8) 0.21509(8) 0.0180(2) Uani 1 1 d . . . . .
C1 C -0.28803(13) 0.89311(7) 0.15769(7) 0.0188(2) Uani 1 1 d . . . . .
C2 C -0.21623(14) 0.90128(7) 0.07853(7) 0.0235(2) Uani 1 1 d . . . . .
H1 H -0.137829 0.857460 0.064344 0.028 Uiso 1 1 calc R U . . .
C3 C -0.25375(15) 0.96935(8) 0.02080(8) 0.0273(3) Uani 1 1 d . . . . .
H2 H -0.200904 0.972219 -0.031312 0.033 Uiso 1 1 calc R U . . .
C4 C -0.36992(15) 1.03379(7) 0.03978(8) 0.0267(3) Uani 1 1 d . . . . .
H3 H -0.397275 1.081084 0.000698 0.032 Uiso 1 1 calc R U . . .
C5 C -0.44463(14) 1.02836(7) 0.11554(7) 0.0240(2) Uani 1 1 d . . . . .
H4 H -0.524604 1.072311 0.127821 0.029 Uiso 1 1 calc R U . . .
C6 C -0.40673(13) 0.95980(7) 0.17574(7) 0.0192(2) Uani 1 1 d . . . . .
C7 C -0.49668(13) 0.96463(7) 0.25238(7) 0.0232(2) Uani 1 1 d . . . . .
H5 H -0.573454 1.013022 0.252108 0.028 Uiso 1 1 calc R U . . .
C8 C -0.49355(13) 0.91471(7) 0.32355(7) 0.0231(2) Uani 1 1 d . . . . .
H6 H -0.567494 0.935488 0.363543 0.028 Uiso 1 1 calc R U . . .
C9 C -0.40051(13) 0.83547(7) 0.35210(7) 0.0206(2) Uani 1 1 d . . . . .
C10 C -0.43605(14) 0.80400(8) 0.43337(7) 0.0266(3) Uani 1 1 d . . . . .
H7 H -0.516509 0.834844 0.463570 0.032 Uiso 1 1 calc R U . . .
C11 C -0.35824(16) 0.73024(8) 0.47035(8) 0.0314(3) Uani 1 1 d . . . . .
H8 H -0.384141 0.710717 0.525308 0.038 Uiso 1 1 calc R U . . .
C12 C -0.24116(16) 0.68454(8) 0.42634(8) 0.0329(3) Uani 1 1 d . . . . .
H9 H -0.186110 0.633457 0.451061 0.039 Uiso 1 1 calc R U . . .
C13 C -0.20537(14) 0.71377(8) 0.34659(7) 0.0272(3) Uani 1 1 d . . . . .
H10 H -0.125214 0.681533 0.317487 0.033 Uiso 1 1 calc R U . . .
C14 C -0.28192(13) 0.78931(7) 0.30591(7) 0.0198(2) Uani 1 1 d . . . . .
C15 C -0.10290(12) 0.74404(7) 0.17749(6) 0.0174(2) Uani 1 1 d . . . . .
C16 C -0.15201(13) 0.67976(7) 0.14657(7) 0.0194(2) Uani 1 1 d . . . . .
C17 C -0.04219(13) 0.61785(7) 0.11690(7) 0.0216(2) Uani 1 1 d . . . . .
H11 H -0.077201 0.575002 0.095921 0.026 Uiso 1 1 calc R U . . .
C18 C 0.11728(13) 0.61723(7) 0.11726(7) 0.0216(2) Uani 1 1 d . . . . .
C19 C 0.16443(13) 0.68164(7) 0.14721(7) 0.0206(2) Uani 1 1 d . . . . .
H12 H 0.272747 0.682690 0.147374 0.025 Uiso 1 1 calc R U . . .
C20 C 0.05802(13) 0.74473(7) 0.17700(7) 0.0179(2) Uani 1 1 d . . . . .
C21 C -0.32533(13) 0.67703(7) 0.14611(7) 0.0240(2) Uani 1 1 d . . . . .
H13 H -0.383585 0.724408 0.172407 0.029 Uiso 1 1 calc R U . . .
C22 C -0.37529(15) 0.68932(9) 0.06010(8) 0.0340(3) Uani 1 1 d . . . . .
H14 H -0.349090 0.741861 0.030921 0.051 Uiso 1 1 calc R U . . .
H15 H -0.488054 0.690504 0.061520 0.051 Uiso 1 1 calc R U . . .
H16 H -0.320774 0.643478 0.032722 0.051 Uiso 1 1 calc R U . . .
C23 C -0.36887(17) 0.59720(9) 0.19527(10) 0.0404(3) Uani 1 1 d . . . . .
H17 H -0.316599 0.549558 0.169834 0.061 Uiso 1 1 calc R U . . .
H18 H -0.482021 0.599459 0.197456 0.061 Uiso 1 1 calc R U . . .
H19 H -0.335912 0.591433 0.250037 0.061 Uiso 1 1 calc R U . . .
C24 C 0.11654(13) 0.81360(7) 0.20895(7) 0.0208(2) Uani 1 1 d . . . . .
H20 H 0.022883 0.852946 0.225629 0.025 Uiso 1 1 calc R U . . .
C25 C 0.21219(16) 0.86261(8) 0.14367(8) 0.0322(3) Uani 1 1 d . . . . .
H21 H 0.307552 0.826417 0.127503 0.048 Uiso 1 1 calc R U . . .
H22 H 0.239705 0.909505 0.164734 0.048 Uiso 1 1 calc R U . . .
H23 H 0.150644 0.883319 0.096907 0.048 Uiso 1 1 calc R U . . .
C26 C 0.20960(16) 0.78218(8) 0.28312(8) 0.0292(3) Uani 1 1 d . . . . .
H24 H 0.143552 0.755713 0.326420 0.044 Uiso 1 1 calc R U . . .
H25 H 0.244290 0.828932 0.301047 0.044 Uiso 1 1 calc R U . . .
H26 H 0.300584 0.741760 0.269408 0.044 Uiso 1 1 calc R U . . .
C27 C 0.23800(15) 0.54955(8) 0.08591(8) 0.0293(3) Uani 1 1 d . . . . .
H27 H 0.337445 0.549375 0.110655 0.035 Uiso 1 1 calc R U . . .
C28 C 0.27032(18) 0.56786(9) -0.00503(9) 0.0415(4) Uani 1 1 d . . . . .
H28 H 0.176323 0.566123 -0.031522 0.062 Uiso 1 1 calc R U . . .
H29 H 0.355500 0.526174 -0.022589 0.062 Uiso 1 1 calc R U . . .
H30 H 0.299928 0.623049 -0.019511 0.062 Uiso 1 1 calc R U . . .
C29 C 0.1943(2) 0.46329(8) 0.11052(10) 0.0429(4) Uani 1 1 d . . . . .
H31 H 0.167257 0.454152 0.168679 0.064 Uiso 1 1 calc R U . . .
H32 H 0.282969 0.421448 0.096908 0.064 Uiso 1 1 calc R U . . .
H33 H 0.104760 0.458851 0.081783 0.064 Uiso 1 1 calc R U . . .
B2 B 0.13736(14) 0.16316(8) 0.30670(8) 0.0188(2) Uani 1 1 d . . . . .
C30 C 0.15943(13) 0.08611(7) 0.37366(7) 0.0195(2) Uani 1 1 d . . . . .
C31 C 0.24291(14) 0.09251(7) 0.43941(7) 0.0233(2) Uani 1 1 d . . . . .
H34 H 0.280156 0.142952 0.439879 0.028 Uiso 1 1 calc R U . . .
C32 C 0.27327(14) 0.02915(8) 0.50319(8) 0.0273(3) Uani 1 1 d . . . . .
H35 H 0.331157 0.036090 0.545682 0.033 Uiso 1 1 calc R U . . .
C33 C 0.21782(14) -0.04476(7) 0.50413(8) 0.0275(3) Uani 1 1 d . . . . .
H36 H 0.237532 -0.088852 0.547376 0.033 Uiso 1 1 calc R U . . .
C34 C 0.13457(14) -0.05356(7) 0.44226(8) 0.0259(3) Uani 1 1 d . . . . .
H37 H 0.096449 -0.104122 0.443788 0.031 Uiso 1 1 calc R U . . .
C35 C 0.10343(13) 0.00983(7) 0.37634(7) 0.0214(2) Uani 1 1 d . . . . .
C36 C 0.00948(14) -0.00896(7) 0.31782(8) 0.0267(3) Uani 1 1 d . . . . .
H38 H -0.028402 -0.059997 0.333532 0.032 Uiso 1 1 calc R U . . .
C37 C -0.03513(14) 0.03099(8) 0.24583(8) 0.0281(3) Uani 1 1 d . . . . .
H39 H -0.098266 0.002495 0.221116 0.034 Uiso 1 1 calc R U . . .
C38 C -0.00649(13) 0.10883(7) 0.19814(7) 0.0239(2) Uani 1 1 d . . . . .
C39 C -0.06517(14) 0.12499(9) 0.12123(8) 0.0307(3) Uani 1 1 d . . . . .
H40 H -0.116854 0.085151 0.105021 0.037 Uiso 1 1 calc R U . . .
C40 C -0.05000(15) 0.19655(9) 0.06892(8) 0.0337(3) Uani 1 1 d . . . . .
H41 H -0.091265 0.205887 0.017601 0.040 Uiso 1 1 calc R U . . .
C41 C 0.02599(15) 0.25493(9) 0.09173(8) 0.0326(3) Uani 1 1 d . . . . .
H42 H 0.039251 0.304066 0.055763 0.039 Uiso 1 1 calc R U . . .
C42 C 0.08222(15) 0.24094(8) 0.16724(8) 0.0279(3) Uani 1 1 d . . . . .
H43 H 0.132122 0.282086 0.182326 0.033 Uiso 1 1 calc R U . . .
C43 C 0.06944(13) 0.16852(7) 0.22338(7) 0.0212(2) Uani 1 1 d . . . . .
C44 C 0.18866(12) 0.24646(6) 0.32315(7) 0.0180(2) Uani 1 1 d . . . . .
C45 C 0.08022(13) 0.30316(7) 0.36182(7) 0.0199(2) Uani 1 1 d . . . . .
C46 C 0.11636(13) 0.38021(7) 0.36940(7) 0.0210(2) Uani 1 1 d . . . . .
H44 H 0.041736 0.417698 0.395990 0.025 Uiso 1 1 calc R U . . .
C47 C 0.25805(13) 0.40359(7) 0.33922(7) 0.0206(2) Uani 1 1 d . . . . .
C48 C 0.36635(13) 0.34641(7) 0.30200(7) 0.0206(2) Uani 1 1 d . . . . .
H45 H 0.464866 0.360841 0.281751 0.025 Uiso 1 1 calc R U . . .
C49 C 0.33459(13) 0.26877(7) 0.29358(7) 0.0185(2) Uani 1 1 d . . . . .
C50 C -0.08149(14) 0.28399(8) 0.39178(8) 0.0285(3) Uani 1 1 d . . . . .
H46 H -0.085373 0.226521 0.381828 0.034 Uiso 1 1 calc R U . . .
C51 C -0.11455(19) 0.28537(10) 0.48218(10) 0.0454(4) Uani 1 1 d . . . . .
H47 H -0.119064 0.341956 0.493499 0.068 Uiso 1 1 calc R U . . .
H48 H -0.031267 0.248253 0.511081 0.068 Uiso 1 1 calc R U . . .
H49 H -0.214519 0.266794 0.499948 0.068 Uiso 1 1 calc R U . . .
C52 C -0.20628(17) 0.34249(10) 0.34442(12) 0.0525(4) Uani 1 1 d . . . . .
H50 H -0.203932 0.399680 0.351947 0.079 Uiso 1 1 calc R U . . .
H51 H -0.308933 0.328012 0.363709 0.079 Uiso 1 1 calc R U . . .
H52 H -0.186375 0.337470 0.287112 0.079 Uiso 1 1 calc R U . . .
C53 C 0.45504(13) 0.20840(7) 0.25161(8) 0.0239(2) Uani 1 1 d . . . . .
H53 H 0.399201 0.165102 0.238325 0.029 Uiso 1 1 calc R U . . .
C54 C 0.58097(15) 0.16379(8) 0.30758(9) 0.0348(3) Uani 1 1 d . . . . .
H54 H 0.639787 0.204205 0.321234 0.052 Uiso 1 1 calc R U . . .
H55 H 0.651880 0.122398 0.280423 0.052 Uiso 1 1 calc R U . . .
H56 H 0.531916 0.136181 0.356918 0.052 Uiso 1 1 calc R U . . .
C55 C 0.52820(17) 0.24880(9) 0.17226(9) 0.0368(3) Uani 1 1 d . . . . .
H57 H 0.445692 0.276816 0.137295 0.055 Uiso 1 1 calc R U . . .
H58 H 0.596169 0.206087 0.145479 0.055 Uiso 1 1 calc R U . . .
H59 H 0.589637 0.289369 0.183140 0.055 Uiso 1 1 calc R U . . .
C56 C 0.29571(16) 0.48886(7) 0.34383(8) 0.0290(3) Uani 1 1 d . . . . .
H60 H 0.357236 0.506154 0.292602 0.035 Uiso 1 1 calc R U . . .
C57 C 0.3974(2) 0.48698(10) 0.41229(12) 0.0534(5) Uani 1 1 d . . . . .
H61 H 0.339126 0.472708 0.463879 0.080 Uiso 1 1 calc R U . . .
H62 H 0.427431 0.541651 0.409907 0.080 Uiso 1 1 calc R U . . .
H63 H 0.491184 0.445370 0.407258 0.080 Uiso 1 1 calc R U . . .
C58 C 0.1517(2) 0.55456(8) 0.34952(11) 0.0462(4) Uani 1 1 d . . . . .
H64 H 0.085538 0.554150 0.306003 0.069 Uiso 1 1 calc R U . . .
H65 H 0.183124 0.609210 0.344612 0.069 Uiso 1 1 calc R U . . .
H66 H 0.093433 0.542729 0.401600 0.069 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1 C1 1.5606(16) . ?
B1 C14 1.5611(17) . ?
B1 C15 1.5957(16) . ?
C1 C2 1.4147(16) . ?
C1 C6 1.4256(15) . ?
C2 C3 1.3794(17) . ?
C2 H1 0.9500 . ?
C3 C4 1.3921(17) . ?
C3 H2 0.9500 . ?
C4 C5 1.3736(18) . ?
C4 H3 0.9500 . ?
C5 C6 1.4105(16) . ?
C5 H4 0.9500 . ?
C6 C7 1.4516(16) . ?
C7 C8 1.3424(17) . ?
C7 H5 0.9500 . ?
C8 C9 1.4530(16) . ?
C8 H6 0.9500 . ?
C9 C10 1.4102(17) . ?
C9 C14 1.4217(15) . ?
C10 C11 1.3737(18) . ?
C10 H7 0.9500 . ?
C11 C12 1.3896(18) . ?
C11 H8 0.9500 . ?
C12 C13 1.3788(18) . ?
C12 H9 0.9500 . ?
C13 C14 1.4143(16) . ?
C13 H10 0.9500 . ?
C15 C16 1.4058(15) . ?
C15 C20 1.4074(15) . ?
C16 C17 1.3960(15) . ?
C16 C21 1.5239(15) . ?
C17 C18 1.3922(16) . ?
C17 H11 0.9500 . ?
C18 C19 1.3911(16) . ?
C18 C27 1.5218(15) . ?
C19 C20 1.3949(15) . ?
C19 H12 0.9500 . ?
C20 C24 1.5212(15) . ?
C21 C22 1.5286(18) . ?
C21 C23 1.5292(18) . ?
C21 H13 1.0000 . ?
C22 H14 0.9800 . ?
C22 H15 0.9800 . ?
C22 H16 0.9800 . ?
C23 H17 0.9800 . ?
C23 H18 0.9800 . ?
C23 H19 0.9800 . ?
C24 C25 1.5284(16) . ?
C24 C26 1.5293(17) . ?
C24 H20 1.0000 . ?
C25 H21 0.9800 . ?
C25 H22 0.9800 . ?
C25 H23 0.9800 . ?
C26 H24 0.9800 . ?
C26 H25 0.9800 . ?
C26 H26 0.9800 . ?
C27 C28 1.523(2) . ?
C27 C29 1.525(2) . ?
C27 H27 1.0000 . ?
C28 H28 0.9800 . ?
C28 H29 0.9800 . ?
C28 H30 0.9800 . ?
C29 H31 0.9800 . ?
C29 H32 0.9800 . ?
C29 H33 0.9800 . ?
B2 C30 1.5585(17) . ?
B2 C43 1.5630(17) . ?
B2 C44 1.5967(16) . ?
C30 C31 1.4143(17) . ?
C30 C35 1.4257(15) . ?
C31 C32 1.3859(17) . ?
C31 H34 0.9500 . ?
C32 C33 1.3910(18) . ?
C32 H35 0.9500 . ?
C33 C34 1.3704(19) . ?
C33 H36 0.9500 . ?
C34 C35 1.4116(17) . ?
C34 H37 0.9500 . ?
C35 C36 1.4481(17) . ?
C36 C37 1.3441(19) . ?
C36 H38 0.9500 . ?
C37 C38 1.4519(18) . ?
C37 H39 0.9500 . ?
C38 C39 1.4104(18) . ?
C38 C43 1.4225(16) . ?
C39 C40 1.376(2) . ?
C39 H40 0.9500 . ?
C40 C41 1.386(2) . ?
C40 H41 0.9500 . ?
C41 C42 1.3808(18) . ?
C41 H42 0.9500 . ?
C42 C43 1.4159(17) . ?
C42 H43 0.9500 . ?
C44 C45 1.4033(15) . ?
C44 C49 1.4111(15) . ?
C45 C46 1.3957(15) . ?
C45 C50 1.5222(16) . ?
C46 C47 1.3863(16) . ?
C46 H44 0.9500 . ?
C47 C48 1.3956(16) . ?
C47 C56 1.5211(15) . ?
C48 C49 1.3943(15) . ?
C48 H45 0.9500 . ?
C49 C53 1.5237(15) . ?
C50 C52 1.521(2) . ?
C50 C51 1.527(2) . ?
C50 H46 1.0000 . ?
C51 H47 0.9800 . ?
C51 H48 0.9800 . ?
C51 H49 0.9800 . ?
C52 H50 0.9800 . ?
C52 H51 0.9800 . ?
C52 H52 0.9800 . ?
C53 C55 1.5292(18) . ?
C53 C54 1.5300(17) . ?
C53 H53 1.0000 . ?
C54 H54 0.9800 . ?
C54 H55 0.9800 . ?
C54 H56 0.9800 . ?
C55 H57 0.9800 . ?
C55 H58 0.9800 . ?
C55 H59 0.9800 . ?
C56 C58 1.5182(19) . ?
C56 C57 1.519(2) . ?
C56 H60 1.0000 . ?
C57 H61 0.9800 . ?
C57 H62 0.9800 . ?
C57 H63 0.9800 . ?
C58 H64 0.9800 . ?
C58 H65 0.9800 . ?
C58 H66 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 B1 C14 127.04(10) . . ?
C1 B1 C15 117.17(10) . . ?
C14 B1 C15 115.79(10) . . ?
C2 C1 C6 116.14(10) . . ?
C2 C1 B1 116.44(10) . . ?
C6 C1 B1 127.42(10) . . ?
C3 C2 C1 123.64(11) . . ?
C3 C2 H1 118.2 . . ?
C1 C2 H1 118.2 . . ?
C2 C3 C4 119.24(11) . . ?
C2 C3 H2 120.4 . . ?
C4 C3 H2 120.4 . . ?
C5 C4 C3 119.38(11) . . ?
C5 C4 H3 120.3 . . ?
C3 C4 H3 120.3 . . ?
C4 C5 C6 122.28(11) . . ?
C4 C5 H4 118.9 . . ?
C6 C5 H4 118.9 . . ?
C5 C6 C1 119.32(10) . . ?
C5 C6 C7 114.89(10) . . ?
C1 C6 C7 125.80(10) . . ?
C8 C7 C6 133.12(11) . . ?
C8 C7 H5 113.4 . . ?
C6 C7 H5 113.4 . . ?
C7 C8 C9 133.30(11) . . ?
C7 C8 H6 113.3 . . ?
C9 C8 H6 113.3 . . ?
C10 C9 C14 119.45(10) . . ?
C10 C9 C8 114.54(10) . . ?
C14 C9 C8 126.02(11) . . ?
C11 C10 C9 122.22(11) . . ?
C11 C10 H7 118.9 . . ?
C9 C10 H7 118.9 . . ?
C10 C11 C12 119.17(12) . . ?
C10 C11 H8 120.4 . . ?
C12 C11 H8 120.4 . . ?
C13 C12 C11 119.60(12) . . ?
C13 C12 H9 120.2 . . ?
C11 C12 H9 120.2 . . ?
C12 C13 C14 123.34(11) . . ?
C12 C13 H10 118.3 . . ?
C14 C13 H10 118.3 . . ?
C13 C14 C9 116.22(10) . . ?
C13 C14 B1 116.59(10) . . ?
C9 C14 B1 127.18(10) . . ?
C16 C15 C20 118.61(10) . . ?
C16 C15 B1 119.74(9) . . ?
C20 C15 B1 121.61(9) . . ?
C17 C16 C15 120.12(10) . . ?
C17 C16 C21 119.81(10) . . ?
C15 C16 C21 120.07(10) . . ?
C18 C17 C16 121.74(10) . . ?
C18 C17 H11 119.1 . . ?
C16 C17 H11 119.1 . . ?
C19 C18 C17 117.61(10) . . ?
C19 C18 C27 120.21(10) . . ?
C17 C18 C27 122.19(10) . . ?
C18 C19 C20 122.22(10) . . ?
C18 C19 H12 118.9 . . ?
C20 C19 H12 118.9 . . ?
C19 C20 C15 119.69(10) . . ?
C19 C20 C24 119.86(10) . . ?
C15 C20 C24 120.45(9) . . ?
C16 C21 C22 111.17(10) . . ?
C16 C21 C23 111.57(10) . . ?
C22 C21 C23 111.59(11) . . ?
C16 C21 H13 107.4 . . ?
C22 C21 H13 107.4 . . ?
C23 C21 H13 107.4 . . ?
C21 C22 H14 109.5 . . ?
C21 C22 H15 109.5 . . ?
H14 C22 H15 109.5 . . ?
C21 C22 H16 109.5 . . ?
H14 C22 H16 109.5 . . ?
H15 C22 H16 109.5 . . ?
C21 C23 H17 109.5 . . ?
C21 C23 H18 109.5 . . ?
H17 C23 H18 109.5 . . ?
C21 C23 H19 109.5 . . ?
H17 C23 H19 109.5 . . ?
H18 C23 H19 109.5 . . ?
C20 C24 C25 111.60(10) . . ?
C20 C24 C26 112.95(9) . . ?
C25 C24 C26 110.23(10) . . ?
C20 C24 H20 107.3 . . ?
C25 C24 H20 107.3 . . ?
C26 C24 H20 107.3 . . ?
C24 C25 H21 109.5 . . ?
C24 C25 H22 109.5 . . ?
H21 C25 H22 109.5 . . ?
C24 C25 H23 109.5 . . ?
H21 C25 H23 109.5 . . ?
H22 C25 H23 109.5 . . ?
C24 C26 H24 109.5 . . ?
C24 C26 H25 109.5 . . ?
H24 C26 H25 109.5 . . ?
C24 C26 H26 109.5 . . ?
H24 C26 H26 109.5 . . ?
H25 C26 H26 109.5 . . ?
C18 C27 C28 111.50(11) . . ?
C18 C27 C29 112.82(11) . . ?
C28 C27 C29 110.73(11) . . ?
C18 C27 H27 107.2 . . ?
C28 C27 H27 107.2 . . ?
C29 C27 H27 107.2 . . ?
C27 C28 H28 109.5 . . ?
C27 C28 H29 109.5 . . ?
H28 C28 H29 109.5 . . ?
C27 C28 H30 109.5 . . ?
H28 C28 H30 109.5 . . ?
H29 C28 H30 109.5 . . ?
C27 C29 H31 109.5 . . ?
C27 C29 H32 109.5 . . ?
H31 C29 H32 109.5 . . ?
C27 C29 H33 109.5 . . ?
H31 C29 H33 109.5 . . ?
H32 C29 H33 109.5 . . ?
C30 B2 C43 126.96(10) . . ?
C30 B2 C44 117.86(10) . . ?
C43 B2 C44 115.18(10) . . ?
C31 C30 C35 116.21(10) . . ?
C31 C30 B2 116.69(10) . . ?
C35 C30 B2 127.10(11) . . ?
C32 C31 C30 123.51(11) . . ?
C32 C31 H34 118.2 . . ?
C30 C31 H34 118.2 . . ?
C31 C32 C33 119.08(12) . . ?
C31 C32 H35 120.5 . . ?
C33 C32 H35 120.5 . . ?
C34 C33 C32 119.57(11) . . ?
C34 C33 H36 120.2 . . ?
C32 C33 H36 120.2 . . ?
C33 C34 C35 122.34(11) . . ?
C33 C34 H37 118.8 . . ?
C35 C34 H37 118.8 . . ?
C34 C35 C30 119.28(11) . . ?
C34 C35 C36 114.96(11) . . ?
C30 C35 C36 125.71(11) . . ?
C37 C36 C35 133.16(11) . . ?
C37 C36 H38 113.4 . . ?
C35 C36 H38 113.4 . . ?
C36 C37 C38 133.08(11) . . ?
C36 C37 H39 113.5 . . ?
C38 C37 H39 113.5 . . ?
C39 C38 C43 119.37(12) . . ?
C39 C38 C37 114.75(11) . . ?
C43 C38 C37 125.85(11) . . ?
C40 C39 C38 122.16(12) . . ?
C40 C39 H40 118.9 . . ?
C38 C39 H40 118.9 . . ?
C39 C40 C41 119.45(12) . . ?
C39 C40 H41 120.3 . . ?
C41 C40 H41 120.3 . . ?
C42 C41 C40 119.35(13) . . ?
C42 C41 H42 120.3 . . ?
C40 C41 H42 120.3 . . ?
C41 C42 C43 123.46(12) . . ?
C41 C42 H43 118.3 . . ?
C43 C42 H43 118.3 . . ?
C42 C43 C38 116.20(11) . . ?
C42 C43 B2 116.87(10) . . ?
C38 C43 B2 126.92(11) . . ?
C45 C44 C49 118.52(10) . . ?
C45 C44 B2 119.06(10) . . ?
C49 C44 B2 122.16(9) . . ?
C46 C45 C44 120.22(10) . . ?
C46 C45 C50 118.86(10) . . ?
C44 C45 C50 120.83(10) . . ?
C47 C46 C45 121.88(10) . . ?
C47 C46 H44 119.1 . . ?
C45 C46 H44 119.1 . . ?
C46 C47 C48 117.61(10) . . ?
C46 C47 C56 122.27(10) . . ?
C48 C47 C56 120.10(10) . . ?
C49 C48 C47 122.11(10) . . ?
C49 C48 H45 118.9 . . ?
C47 C48 H45 118.9 . . ?
C48 C49 C44 119.64(10) . . ?
C48 C49 C53 120.59(10) . . ?
C44 C49 C53 119.76(10) . . ?
C52 C50 C45 110.93(11) . . ?
C52 C50 C51 111.18(13) . . ?
C45 C50 C51 112.18(11) . . ?
C52 C50 H46 107.4 . . ?
C45 C50 H46 107.4 . . ?
C51 C50 H46 107.4 . . ?
C50 C51 H47 109.5 . . ?
C50 C51 H48 109.5 . . ?
H47 C51 H48 109.5 . . ?
C50 C51 H49 109.5 . . ?
H47 C51 H49 109.5 . . ?
H48 C51 H49 109.5 . . ?
C50 C52 H50 109.5 . . ?
C50 C52 H51 109.5 . . ?
H50 C52 H51 109.5 . . ?
C50 C52 H52 109.5 . . ?
H50 C52 H52 109.5 . . ?
H51 C52 H52 109.5 . . ?
C49 C53 C55 113.26(10) . . ?
C49 C53 C54 111.38(10) . . ?
C55 C53 C54 110.81(11) . . ?
C49 C53 H53 107.0 . . ?
C55 C53 H53 107.0 . . ?
C54 C53 H53 107.0 . . ?
C53 C54 H54 109.5 . . ?
C53 C54 H55 109.5 . . ?
H54 C54 H55 109.5 . . ?
C53 C54 H56 109.5 . . ?
H54 C54 H56 109.5 . . ?
H55 C54 H56 109.5 . . ?
C53 C55 H57 109.5 . . ?
C53 C55 H58 109.5 . . ?
H57 C55 H58 109.5 . . ?
C53 C55 H59 109.5 . . ?
H57 C55 H59 109.5 . . ?
H58 C55 H59 109.5 . . ?
C58 C56 C57 110.17(12) . . ?
C58 C56 C47 113.20(11) . . ?
C57 C56 C47 112.06(11) . . ?
C58 C56 H60 107.0 . . ?
C57 C56 H60 107.0 . . ?
C47 C56 H60 107.0 . . ?
C56 C57 H61 109.5 . . ?
C56 C57 H62 109.5 . . ?
H61 C57 H62 109.5 . . ?
C56 C57 H63 109.5 . . ?
H61 C57 H63 109.5 . . ?
H62 C57 H63 109.5 . . ?
C56 C58 H64 109.5 . . ?
C56 C58 H65 109.5 . . ?
H64 C58 H65 109.5 . . ?
C56 C58 H66 109.5 . . ?
H64 C58 H66 109.5 . . ?
H65 C58 H66 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C14 B1 C1 C2 176.82(11) . . . . ?
C15 B1 C1 C2 -4.11(15) . . . . ?
C14 B1 C1 C6 -3.52(18) . . . . ?
C15 B1 C1 C6 175.55(10) . . . . ?
C6 C1 C2 C3 1.00(17) . . . . ?
B1 C1 C2 C3 -179.30(11) . . . . ?
C1 C2 C3 C4 -0.97(19) . . . . ?
C2 C3 C4 C5 0.08(19) . . . . ?
C3 C4 C5 C6 0.72(19) . . . . ?
C4 C5 C6 C1 -0.66(17) . . . . ?
C4 C5 C6 C7 179.61(11) . . . . ?
C2 C1 C6 C5 -0.18(15) . . . . ?
B1 C1 C6 C5 -179.84(11) . . . . ?
C2 C1 C6 C7 179.52(11) . . . . ?
B1 C1 C6 C7 -0.14(18) . . . . ?
C5 C6 C7 C8 -177.92(13) . . . . ?
C1 C6 C7 C8 2.4(2) . . . . ?
C6 C7 C8 C9 -0.9(2) . . . . ?
C7 C8 C9 C10 179.85(13) . . . . ?
C7 C8 C9 C14 -0.4(2) . . . . ?
C14 C9 C10 C11 0.92(19) . . . . ?
C8 C9 C10 C11 -179.31(12) . . . . ?
C9 C10 C11 C12 -0.4(2) . . . . ?
C10 C11 C12 C13 -0.1(2) . . . . ?
C11 C12 C13 C14 0.2(2) . . . . ?
C12 C13 C14 C9 0.25(19) . . . . ?
C12 C13 C14 B1 -178.75(12) . . . . ?
C10 C9 C14 C13 -0.79(16) . . . . ?
C8 C9 C14 C13 179.47(11) . . . . ?
C10 C9 C14 B1 178.08(11) . . . . ?
C8 C9 C14 B1 -1.65(19) . . . . ?
C1 B1 C14 C13 -176.79(11) . . . . ?
C15 B1 C14 C13 4.13(15) . . . . ?
C1 B1 C14 C9 4.34(19) . . . . ?
C15 B1 C14 C9 -174.74(10) . . . . ?
C1 B1 C15 C16 -92.98(12) . . . . ?
C14 B1 C15 C16 86.19(13) . . . . ?
C1 B1 C15 C20 89.39(13) . . . . ?
C14 B1 C15 C20 -91.43(13) . . . . ?
C20 C15 C16 C17 0.61(16) . . . . ?
B1 C15 C16 C17 -177.09(10) . . . . ?
C20 C15 C16 C21 -179.99(10) . . . . ?
B1 C15 C16 C21 2.31(16) . . . . ?
C15 C16 C17 C18 0.36(17) . . . . ?
C21 C16 C17 C18 -179.04(11) . . . . ?
C16 C17 C18 C19 -1.02(17) . . . . ?
C16 C17 C18 C27 179.33(11) . . . . ?
C17 C18 C19 C20 0.74(17) . . . . ?
C27 C18 C19 C20 -179.61(11) . . . . ?
C18 C19 C20 C15 0.21(17) . . . . ?
C18 C19 C20 C24 -179.96(10) . . . . ?
C16 C15 C20 C19 -0.88(16) . . . . ?
B1 C15 C20 C19 176.77(10) . . . . ?
C16 C15 C20 C24 179.29(10) . . . . ?
B1 C15 C20 C24 -3.06(16) . . . . ?
C17 C16 C21 C22 -65.90(14) . . . . ?
C15 C16 C21 C22 114.69(12) . . . . ?
C17 C16 C21 C23 59.36(15) . . . . ?
C15 C16 C21 C23 -120.05(12) . . . . ?
C19 C20 C24 C25 61.11(14) . . . . ?
C15 C20 C24 C25 -119.07(12) . . . . ?
C19 C20 C24 C26 -63.74(14) . . . . ?
C15 C20 C24 C26 116.09(12) . . . . ?
C19 C18 C27 C28 -95.41(14) . . . . ?
C17 C18 C27 C28 84.24(15) . . . . ?
C19 C18 C27 C29 139.25(12) . . . . ?
C17 C18 C27 C29 -41.11(17) . . . . ?
C43 B2 C30 C31 171.58(11) . . . . ?
C44 B2 C30 C31 -8.37(15) . . . . ?
C43 B2 C30 C35 -9.01(18) . . . . ?
C44 B2 C30 C35 171.05(10) . . . . ?
C35 C30 C31 C32 1.11(17) . . . . ?
B2 C30 C31 C32 -179.41(11) . . . . ?
C30 C31 C32 C33 -0.88(18) . . . . ?
C31 C32 C33 C34 0.01(18) . . . . ?
C32 C33 C34 C35 0.58(18) . . . . ?
C33 C34 C35 C30 -0.32(17) . . . . ?
C33 C34 C35 C36 -178.03(11) . . . . ?
C31 C30 C35 C34 -0.49(15) . . . . ?
B2 C30 C35 C34 -179.91(10) . . . . ?
C31 C30 C35 C36 176.95(11) . . . . ?
B2 C30 C35 C36 -2.47(18) . . . . ?
C34 C35 C36 C37 -174.36(13) . . . . ?
C30 C35 C36 C37 8.1(2) . . . . ?
C35 C36 C37 C38 0.1(2) . . . . ?
C36 C37 C38 C39 174.77(13) . . . . ?
C36 C37 C38 C43 -7.1(2) . . . . ?
C43 C38 C39 C40 0.75(18) . . . . ?
C37 C38 C39 C40 179.02(11) . . . . ?
C38 C39 C40 C41 0.37(19) . . . . ?
C39 C40 C41 C42 -1.35(19) . . . . ?
C40 C41 C42 C43 1.3(2) . . . . ?
C41 C42 C43 C38 -0.15(18) . . . . ?
C41 C42 C43 B2 -179.17(11) . . . . ?
C39 C38 C43 C42 -0.84(16) . . . . ?
C37 C38 C43 C42 -178.90(11) . . . . ?
C39 C38 C43 B2 178.06(11) . . . . ?
C37 C38 C43 B2 0.01(18) . . . . ?
C30 B2 C43 C42 -170.67(11) . . . . ?
C44 B2 C43 C42 9.27(15) . . . . ?
C30 B2 C43 C38 10.43(18) . . . . ?
C44 B2 C43 C38 -169.62(10) . . . . ?
C30 B2 C44 C45 -88.61(13) . . . . ?
C43 B2 C44 C45 91.44(13) . . . . ?
C30 B2 C44 C49 97.38(13) . . . . ?
C43 B2 C44 C49 -82.57(13) . . . . ?
C49 C44 C45 C46 0.96(16) . . . . ?
B2 C44 C45 C46 -173.27(10) . . . . ?
C49 C44 C45 C50 177.40(11) . . . . ?
B2 C44 C45 C50 3.18(16) . . . . ?
C44 C45 C46 C47 0.31(17) . . . . ?
C50 C45 C46 C47 -176.20(11) . . . . ?
C45 C46 C47 C48 -1.32(17) . . . . ?
C45 C46 C47 C56 177.19(11) . . . . ?
C46 C47 C48 C49 1.09(17) . . . . ?
C56 C47 C48 C49 -177.46(11) . . . . ?
C47 C48 C49 C44 0.16(17) . . . . ?
C47 C48 C49 C53 179.21(11) . . . . ?
C45 C44 C49 C48 -1.18(16) . . . . ?
B2 C44 C49 C48 172.86(10) . . . . ?
C45 C44 C49 C53 179.76(10) . . . . ?
B2 C44 C49 C53 -6.20(16) . . . . ?
C46 C45 C50 C52 63.30(15) . . . . ?
C44 C45 C50 C52 -113.18(13) . . . . ?
C46 C45 C50 C51 -61.69(15) . . . . ?
C44 C45 C50 C51 121.82(13) . . . . ?
C48 C49 C53 C55 -46.50(15) . . . . ?
C44 C49 C53 C55 132.55(12) . . . . ?
C48 C49 C53 C54 79.20(14) . . . . ?
C44 C49 C53 C54 -101.76(12) . . . . ?
C46 C47 C56 C58 -24.74(17) . . . . ?
C48 C47 C56 C58 153.74(12) . . . . ?
C46 C47 C56 C57 100.60(15) . . . . ?
C48 C47 C56 C57 -80.92(15) . . . . ?

_refine_diff_density_max         0.305
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.035

####################################################################### 
# 
# 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_compound_2DMAP
_database_code_depnum_ccdc_archive 'CCDC 1827103'
_audit_update_record             
;
2018-03-02 deposited with the CCDC.
2018-04-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H33 B N2, C7 H8'
_chemical_formula_sum            'C40 H41 B N2'
_chemical_formula_weight         560.56

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   13.674(2)
_cell_length_b                   16.498(3)
_cell_length_c                   14.380(2)
_cell_angle_alpha                90
_cell_angle_beta                 108.3840(18)
_cell_angle_gamma                90
_cell_volume                     3078.6(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    8347
_cell_measurement_theta_min      3.1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_F_000             1200
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.069
_shelx_estimated_absorpt_T_min   0.973
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.940
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoKa
_diffrn_radiation_source         'Sealed Tube'
_diffrn_radiation_monochromator  VariMax
_diffrn_measurement_device_type  
;
Saturn70 CCD (4x4 bin mode) with MicroMax-007
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            19899
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.052
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_full        24.996
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             5349
_reflns_number_gt                4535
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0601P)²+0.6783P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    none
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5349
_refine_ls_number_parameters     436
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0395
_refine_ls_wR_factor_ref         0.1059
_refine_ls_wR_factor_gt          0.0992
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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
B1 B 0.76845(11) 0.28250(8) 0.71666(10) 0.0191(3) Uani 1 1 d . . . . .
C1 C 0.80822(9) 0.31195(7) 0.62553(9) 0.0198(3) Uani 1 1 d . . . . .
C2 C 0.87743(9) 0.37766(7) 0.63768(9) 0.0212(3) Uani 1 1 d . . . . .
C3 C 0.92440(10) 0.39586(8) 0.56625(10) 0.0266(3) Uani 1 1 d . . . . .
H1 H 0.970380 0.440570 0.576564 0.032 Uiso 1 1 calc R U . . .
C4 C 0.90585(11) 0.35091(8) 0.48173(10) 0.0304(3) Uani 1 1 d . . . . .
H2 H 0.938952 0.363765 0.434608 0.037 Uiso 1 1 calc R U . . .
C5 C 0.83841(11) 0.28714(8) 0.46735(10) 0.0289(3) Uani 1 1 d . . . . .
H3 H 0.825372 0.255206 0.409737 0.035 Uiso 1 1 calc R U . . .
C6 C 0.78825(10) 0.26806(8) 0.53590(9) 0.0233(3) Uani 1 1 d . . . . .
C7 C 0.71294(10) 0.20301(8) 0.50286(9) 0.0248(3) Uani 1 1 d . . . . .
H4 H 0.725210 0.168397 0.454916 0.030 Uiso 1 1 calc R U . . .
C8 C 0.62996(10) 0.18344(7) 0.52790(9) 0.0237(3) Uani 1 1 d . . . . .
H5 H 0.588377 0.142953 0.487166 0.028 Uiso 1 1 calc R U . . .
C10 C 0.48654(10) 0.19036(8) 0.58843(10) 0.0266(3) Uani 1 1 d . . . . .
H6 H 0.448343 0.166573 0.527661 0.032 Uiso 1 1 calc R U . . .
C11 C 0.43974(10) 0.20341(8) 0.65830(11) 0.0295(3) Uani 1 1 d . . . . .
H7 H 0.368751 0.191393 0.645402 0.035 Uiso 1 1 calc R U . . .
C12 C 0.49777(10) 0.23444(8) 0.74810(10) 0.0266(3) Uani 1 1 d . . . . .
H8 H 0.466440 0.241315 0.797886 0.032 Uiso 1 1 calc R U . . .
C13 C 0.60133(10) 0.25601(7) 0.76774(9) 0.0213(3) Uani 1 1 d . . . . .
C15 C 0.78784(9) 0.35327(7) 0.79938(9) 0.0177(3) Uani 1 1 d . . . . .
C17 C 0.75537(10) 0.41009(7) 0.94392(9) 0.0223(3) Uani 1 1 d . . . . .
H9 H 0.719180 0.408262 0.990454 0.027 Uiso 1 1 calc R U . . .
C18 C 0.82552(10) 0.47156(7) 0.94886(9) 0.0237(3) Uani 1 1 d . . . . .
H10 H 0.839332 0.510641 0.999887 0.028 Uiso 1 1 calc R U . . .
C19 C 0.87501(10) 0.47575(7) 0.87966(9) 0.0221(3) Uani 1 1 d . . . . .
H11 H 0.923529 0.517820 0.883399 0.026 Uiso 1 1 calc R U . . .
C20 C 0.85514(9) 0.41881(7) 0.80325(9) 0.0189(3) Uani 1 1 d . . . . .
C21 C 0.90851(9) 0.43469(7) 0.72653(9) 0.0206(3) Uani 1 1 d . . . . .
C22 C 1.02661(10) 0.42982(9) 0.77598(10) 0.0303(3) Uani 1 1 d . . . . .
H12 H 1.047478 0.468012 0.830917 0.045 Uiso 1 1 calc R U . . .
H13 H 1.061473 0.443704 0.728122 0.045 Uiso 1 1 calc R U . . .
H14 H 1.045653 0.374651 0.800218 0.045 Uiso 1 1 calc R U . . .
C23 C 0.88073(11) 0.52197(8) 0.68764(10) 0.0262(3) Uani 1 1 d . . . . .
H15 H 0.805890 0.526534 0.657739 0.039 Uiso 1 1 calc R U . . .
H16 H 0.914595 0.534147 0.638505 0.039 Uiso 1 1 calc R U . . .
H17 H 0.904136 0.560470 0.742061 0.039 Uiso 1 1 calc R U . . .
C24 C 0.66243(10) 0.28176(8) 0.87278(9) 0.0226(3) Uani 1 1 d . . . . .
C25 C 0.72429(11) 0.20798(8) 0.92844(9) 0.0264(3) Uani 1 1 d . . . . .
H18 H 0.770443 0.188000 0.893454 0.040 Uiso 1 1 calc R U . . .
H19 H 0.676437 0.164825 0.932211 0.040 Uiso 1 1 calc R U . . .
H20 H 0.765040 0.224550 0.994800 0.040 Uiso 1 1 calc R U . . .
C26 C 0.59110(12) 0.30586(9) 0.93181(11) 0.0353(4) Uani 1 1 d . . . . .
H21 H 0.632661 0.320502 0.998639 0.053 Uiso 1 1 calc R U . . .
H22 H 0.546159 0.260126 0.934046 0.053 Uiso 1 1 calc R U . . .
H23 H 0.548899 0.352350 0.900468 0.053 Uiso 1 1 calc R U . . .
N1 N 0.84552(8) 0.20554(6) 0.76544(7) 0.0177(2) Uani 1 1 d . . . . .
C27 C 0.93824(9) 0.21617(7) 0.83413(9) 0.0210(3) Uani 1 1 d . . . . .
H24 H 0.959525 0.270021 0.853893 0.025 Uiso 1 1 calc R U . . .
C28 C 1.00343(10) 0.15428(8) 0.87701(9) 0.0224(3) Uani 1 1 d . . . . .
H25 H 1.067469 0.165912 0.925317 0.027 Uiso 1 1 calc R U . . .
C29 C 0.97590(10) 0.07322(7) 0.84975(9) 0.0208(3) Uani 1 1 d . . . . .
C31 C 0.81889(9) 0.12797(7) 0.73898(9) 0.0199(3) Uani 1 1 d . . . . .
H27 H 0.754355 0.118430 0.690418 0.024 Uiso 1 1 calc R U . . .
N2 N 1.03800(8) 0.01038(6) 0.89038(8) 0.0274(3) Uani 1 1 d . . . . .
C16 C 0.73715(9) 0.35084(7) 0.87157(9) 0.0193(3) Uani 1 1 d . . . . .
C9 C 0.59010(10) 0.21154(7) 0.60507(9) 0.0213(3) Uani 1 1 d . . . . .
C14 C 0.64982(9) 0.24882(7) 0.69405(9) 0.0194(3) Uani 1 1 d . . . . .
C30 C 0.87902(10) 0.06248(7) 0.77772(9) 0.0211(3) Uani 1 1 d . . . . .
H26 H 0.855548 0.009441 0.756109 0.025 Uiso 1 1 calc R U . . .
C32 C 1.14106(11) 0.02357(9) 0.95814(11) 0.0367(4) Uani 1 1 d . . . . .
H28 H 1.181891 0.054387 0.925256 0.055 Uiso 1 1 calc R U . . .
H29 H 1.174192 -0.028847 0.979672 0.055 Uiso 1 1 calc R U . . .
H30 H 1.136524 0.054041 1.015132 0.055 Uiso 1 1 calc R U . . .
C33 C 1.00893(12) -0.07223(8) 0.85748(12) 0.0376(4) Uani 1 1 d . . . . .
H31 H 0.939620 -0.083584 0.860410 0.056 Uiso 1 1 calc R U . . .
H32 H 1.058105 -0.110269 0.899997 0.056 Uiso 1 1 calc R U . . .
H33 H 1.009523 -0.078441 0.789881 0.056 Uiso 1 1 calc R U . . .
C34 C 0.1861(3) -0.0524(3) 0.6852(4) 0.0809(15) Uani 0.567(4) 1 d . . P A 1
H34 H 0.207836 -0.069680 0.753889 0.121 Uiso 0.567(4) 1 calc R U P A 1
H35 H 0.245888 -0.051835 0.661444 0.121 Uiso 0.567(4) 1 calc R U P A 1
H36 H 0.134293 -0.090152 0.645643 0.121 Uiso 0.567(4) 1 calc R U P A 1
C35 C 0.1406(2) 0.03148(13) 0.6770(2) 0.0461(9) Uani 0.567(4) 1 d G . P A 1
C36 C 0.0373(2) 0.04148(14) 0.6234(2) 0.041(2) Uani 0.567(4) 1 d G . P A 1
H37 H -0.003067 -0.004054 0.593678 0.049 Uiso 0.567(4) 1 calc R U P A 1
C37 C -0.00710(17) 0.11812(16) 0.6133(2) 0.0434(11) Uani 0.567(4) 1 d G . P A 1
H38 H -0.077761 0.124954 0.576684 0.052 Uiso 0.567(4) 1 calc R U P A 1
C38 C 0.0519(2) 0.18475(13) 0.65676(19) 0.0500(10) Uani 0.567(4) 1 d G . P A 1
H39 H 0.021581 0.237122 0.649863 0.060 Uiso 0.567(4) 1 calc R U P A 1
C39 C 0.1553(2) 0.17474(14) 0.7103(3) 0.0616(15) Uani 0.567(4) 1 d G . P A 1
H40 H 0.195619 0.220282 0.740035 0.074 Uiso 0.567(4) 1 calc R U P A 1
C40 C 0.19966(17) 0.09811(17) 0.7204(3) 0.0482(17) Uani 0.567(4) 1 d G . P A 1
H41 H 0.270315 0.091274 0.757031 0.058 Uiso 0.567(4) 1 calc R U P A 1
C41 C 0.1417(4) 0.2406(3) 0.7064(4) 0.0621(14) Uani 0.433(4) 1 d . . P A 2
H42 H 0.149017 0.251885 0.775196 0.093 Uiso 0.433(4) 1 calc R U P A 2
H43 H 0.080159 0.268023 0.664098 0.093 Uiso 0.433(4) 1 calc R U P A 2
H44 H 0.202667 0.260326 0.691551 0.093 Uiso 0.433(4) 1 calc R U P A 2
C42 C 0.1313(3) 0.15140(18) 0.6888(3) 0.0390(13) Uani 0.433(4) 1 d G . P A 2
C43 C 0.2162(2) 0.1004(2) 0.7217(4) 0.061(3) Uani 0.433(4) 1 d G . P A 2
H45 H 0.281585 0.122058 0.757578 0.073 Uiso 0.433(4) 1 calc R U P A 2
C44 C 0.2054(2) 0.0178(2) 0.7021(3) 0.0610(15) Uani 0.433(4) 1 d G . P A 2
H46 H 0.263382 -0.016987 0.724532 0.073 Uiso 0.433(4) 1 calc R U P A 2
C45 C 0.1096(3) -0.01379(17) 0.6496(3) 0.0646(16) Uani 0.433(4) 1 d G . P A 2
H47 H 0.102250 -0.070238 0.636144 0.078 Uiso 0.433(4) 1 calc R U P A 2
C46 C 0.0247(2) 0.0372(2) 0.6167(4) 0.063(3) Uani 0.433(4) 1 d G . P A 2
H48 H -0.040681 0.015556 0.580800 0.075 Uiso 0.433(4) 1 calc R U P A 2
C47 C 0.0355(2) 0.1198(2) 0.6363(3) 0.0458(16) Uani 0.433(4) 1 d G . P A 2
H49 H -0.022480 0.154601 0.613844 0.055 Uiso 0.433(4) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1 C15 1.6277(18) . ?
B1 C1 1.6427(19) . ?
B1 C14 1.6472(19) . ?
B1 N1 1.6579(16) . ?
C1 C2 1.4132(18) . ?
C1 C6 1.4277(18) . ?
C2 C3 1.4050(18) . ?
C2 C21 1.5349(18) . ?
C3 C4 1.377(2) . ?
C3 H1 0.9500 . ?
C4 C5 1.371(2) . ?
C4 H2 0.9500 . ?
C5 C6 1.4029(19) . ?
C5 H3 0.9500 . ?
C6 C7 1.4592(19) . ?
C7 C8 1.3339(19) . ?
C7 H4 0.9500 . ?
C8 C9 1.4577(19) . ?
C8 H5 0.9500 . ?
C10 C11 1.368(2) . ?
C10 C9 1.4040(19) . ?
C10 H6 0.9500 . ?
C11 C12 1.383(2) . ?
C11 H7 0.9500 . ?
C12 C13 1.3998(18) . ?
C12 H8 0.9500 . ?
C13 C14 1.4212(18) . ?
C13 C24 1.5375(18) . ?
C15 C20 1.4096(17) . ?
C15 C16 1.4190(17) . ?
C17 C18 1.3823(19) . ?
C17 C16 1.3915(17) . ?
C17 H9 0.9500 . ?
C18 C19 1.3702(18) . ?
C18 H10 0.9500 . ?
C19 C20 1.4055(17) . ?
C19 H11 0.9500 . ?
C20 C21 1.5252(17) . ?
C21 C22 1.5478(18) . ?
C21 C23 1.5480(17) . ?
C22 H12 0.9800 . ?
C22 H13 0.9800 . ?
C22 H14 0.9800 . ?
C23 H15 0.9800 . ?
C23 H16 0.9800 . ?
C23 H17 0.9800 . ?
C24 C26 1.5338(18) . ?
C24 C16 1.5345(17) . ?
C24 C25 1.5526(18) . ?
C25 H18 0.9800 . ?
C25 H19 0.9800 . ?
C25 H20 0.9800 . ?
C26 H21 0.9800 . ?
C26 H22 0.9800 . ?
C26 H23 0.9800 . ?
N1 C27 1.3506(16) . ?
N1 C31 1.3519(16) . ?
C27 C28 1.3678(18) . ?
C27 H24 0.9500 . ?
C28 C29 1.4110(18) . ?
C28 H25 0.9500 . ?
C29 N2 1.3506(16) . ?
C29 C30 1.4120(18) . ?
C31 C30 1.3656(18) . ?
C31 H27 0.9500 . ?
N2 C32 1.4549(18) . ?
N2 C33 1.4564(18) . ?
C9 C14 1.4224(17) . ?
C30 H26 0.9500 . ?
C32 H28 0.9800 . ?
C32 H29 0.9800 . ?
C32 H30 0.9800 . ?
C33 H31 0.9800 . ?
C33 H32 0.9800 . ?
C33 H33 0.9800 . ?
C34 C35 1.506(5) . ?
C34 H34 0.9800 . ?
C34 H35 0.9800 . ?
C34 H36 0.9800 . ?
C35 C36 1.3900 . ?
C35 C40 1.3900 . ?
C36 C37 1.3900 . ?
C36 H37 0.9500 . ?
C37 C38 1.3900 . ?
C37 H38 0.9500 . ?
C38 C39 1.3900 . ?
C38 H39 0.9500 . ?
C39 C40 1.3900 . ?
C39 H40 0.9500 . ?
C40 H41 0.9500 . ?
C41 C42 1.492(6) . ?
C41 H42 0.9800 . ?
C41 H43 0.9800 . ?
C41 H44 0.9800 . ?
C42 C43 1.3900 . ?
C42 C47 1.3900 . ?
C43 C44 1.3900 . ?
C43 H45 0.9500 . ?
C44 C45 1.3900 . ?
C44 H46 0.9500 . ?
C45 C46 1.3900 . ?
C45 H47 0.9500 . ?
C46 C47 1.3900 . ?
C46 H48 0.9500 . ?
C47 H49 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
C15 B1 C1 110.63(10) . . ?
C15 B1 C14 108.03(10) . . ?
C1 B1 C14 119.70(10) . . ?
C15 B1 N1 107.75(9) . . ?
C1 B1 N1 103.77(9) . . ?
C14 B1 N1 106.27(9) . . ?
C2 C1 C6 115.51(12) . . ?
C2 C1 B1 120.36(11) . . ?
C6 C1 B1 123.57(11) . . ?
C3 C2 C1 121.08(12) . . ?
C3 C2 C21 114.03(11) . . ?
C1 C2 C21 124.89(11) . . ?
C4 C3 C2 122.05(13) . . ?
C4 C3 H1 119.0 . . ?
C2 C3 H1 119.0 . . ?
C5 C4 C3 118.31(13) . . ?
C5 C4 H2 120.8 . . ?
C3 C4 H2 120.8 . . ?
C4 C5 C6 121.39(13) . . ?
C4 C5 H3 119.3 . . ?
C6 C5 H3 119.3 . . ?
C5 C6 C1 121.60(12) . . ?
C5 C6 C7 112.79(11) . . ?
C1 C6 C7 125.55(12) . . ?
C8 C7 C6 131.54(12) . . ?
C8 C7 H4 114.2 . . ?
C6 C7 H4 114.2 . . ?
C7 C8 C9 133.05(12) . . ?
C7 C8 H5 113.5 . . ?
C9 C8 H5 113.5 . . ?
C11 C10 C9 121.06(12) . . ?
C11 C10 H6 119.5 . . ?
C9 C10 H6 119.5 . . ?
C10 C11 C12 118.73(12) . . ?
C10 C11 H7 120.6 . . ?
C12 C11 H7 120.6 . . ?
C11 C12 C13 121.90(13) . . ?
C11 C12 H8 119.0 . . ?
C13 C12 H8 119.0 . . ?
C12 C13 C14 120.56(12) . . ?
C12 C13 C24 118.04(11) . . ?
C14 C13 C24 121.26(11) . . ?
C20 C15 C16 117.14(11) . . ?
C20 C15 B1 122.20(11) . . ?
C16 C15 B1 120.66(10) . . ?
C18 C17 C16 120.76(12) . . ?
C18 C17 H9 119.6 . . ?
C16 C17 H9 119.6 . . ?
C19 C18 C17 119.56(12) . . ?
C19 C18 H10 120.2 . . ?
C17 C18 H10 120.2 . . ?
C18 C19 C20 121.07(12) . . ?
C18 C19 H11 119.5 . . ?
C20 C19 H11 119.5 . . ?
C19 C20 C15 120.42(12) . . ?
C19 C20 C21 115.60(11) . . ?
C15 C20 C21 123.96(11) . . ?
C20 C21 C2 115.26(10) . . ?
C20 C21 C22 109.06(10) . . ?
C2 C21 C22 109.00(10) . . ?
C20 C21 C23 107.59(10) . . ?
C2 C21 C23 107.31(10) . . ?
C22 C21 C23 108.41(10) . . ?
C21 C22 H12 109.5 . . ?
C21 C22 H13 109.5 . . ?
H12 C22 H13 109.5 . . ?
C21 C22 H14 109.5 . . ?
H12 C22 H14 109.5 . . ?
H13 C22 H14 109.5 . . ?
C21 C23 H15 109.5 . . ?
C21 C23 H16 109.5 . . ?
H15 C23 H16 109.5 . . ?
C21 C23 H17 109.5 . . ?
H15 C23 H17 109.5 . . ?
H16 C23 H17 109.5 . . ?
C26 C24 C16 110.83(10) . . ?
C26 C24 C13 111.84(11) . . ?
C16 C24 C13 110.58(10) . . ?
C26 C24 C25 104.84(11) . . ?
C16 C24 C25 109.37(10) . . ?
C13 C24 C25 109.19(10) . . ?
C24 C25 H18 109.5 . . ?
C24 C25 H19 109.5 . . ?
H18 C25 H19 109.5 . . ?
C24 C25 H20 109.5 . . ?
H18 C25 H20 109.5 . . ?
H19 C25 H20 109.5 . . ?
C24 C26 H21 109.5 . . ?
C24 C26 H22 109.5 . . ?
H21 C26 H22 109.5 . . ?
C24 C26 H23 109.5 . . ?
H21 C26 H23 109.5 . . ?
H22 C26 H23 109.5 . . ?
C27 N1 C31 115.86(10) . . ?
C27 N1 B1 122.33(10) . . ?
C31 N1 B1 121.81(10) . . ?
N1 C27 C28 124.11(11) . . ?
N1 C27 H24 117.9 . . ?
C28 C27 H24 117.9 . . ?
C27 C28 C29 120.23(11) . . ?
C27 C28 H25 119.9 . . ?
C29 C28 H25 119.9 . . ?
N2 C29 C28 122.08(11) . . ?
N2 C29 C30 122.51(11) . . ?
C28 C29 C30 115.41(11) . . ?
N1 C31 C30 124.06(11) . . ?
N1 C31 H27 118.0 . . ?
C30 C31 H27 118.0 . . ?
C29 N2 C32 121.27(11) . . ?
C29 N2 C33 120.52(11) . . ?
C32 N2 C33 117.71(11) . . ?
C17 C16 C15 120.91(11) . . ?
C17 C16 C24 118.43(11) . . ?
C15 C16 C24 120.65(10) . . ?
C10 C9 C14 121.53(12) . . ?
C10 C9 C8 112.97(11) . . ?
C14 C9 C8 125.17(11) . . ?
C13 C14 C9 115.87(11) . . ?
C13 C14 B1 119.12(11) . . ?
C9 C14 B1 125.00(11) . . ?
C31 C30 C29 120.33(11) . . ?
C31 C30 H26 119.8 . . ?
C29 C30 H26 119.8 . . ?
N2 C32 H28 109.5 . . ?
N2 C32 H29 109.5 . . ?
H28 C32 H29 109.5 . . ?
N2 C32 H30 109.5 . . ?
H28 C32 H30 109.5 . . ?
H29 C32 H30 109.5 . . ?
N2 C33 H31 109.5 . . ?
N2 C33 H32 109.5 . . ?
H31 C33 H32 109.5 . . ?
N2 C33 H33 109.5 . . ?
H31 C33 H33 109.5 . . ?
H32 C33 H33 109.5 . . ?
C35 C34 H34 109.5 . . ?
C35 C34 H35 109.5 . . ?
H34 C34 H35 109.5 . . ?
C35 C34 H36 109.5 . . ?
H34 C34 H36 109.5 . . ?
H35 C34 H36 109.5 . . ?
C36 C35 C40 120.0 . . ?
C36 C35 C34 118.4(2) . . ?
C40 C35 C34 121.6(2) . . ?
C37 C36 C35 120.0 . . ?
C37 C36 H37 120.0 . . ?
C35 C36 H37 120.0 . . ?
C36 C37 C38 120.0 . . ?
C36 C37 H38 120.0 . . ?
C38 C37 H38 120.0 . . ?
C39 C38 C37 120.0 . . ?
C39 C38 H39 120.0 . . ?
C37 C38 H39 120.0 . . ?
C40 C39 C38 120.0 . . ?
C40 C39 H40 120.0 . . ?
C38 C39 H40 120.0 . . ?
C39 C40 C35 120.0 . . ?
C39 C40 H41 120.0 . . ?
C35 C40 H41 120.0 . . ?
C42 C41 H42 109.5 . . ?
C42 C41 H43 109.5 . . ?
H42 C41 H43 109.5 . . ?
C42 C41 H44 109.5 . . ?
H42 C41 H44 109.5 . . ?
H43 C41 H44 109.5 . . ?
C43 C42 C47 120.0 . . ?
C43 C42 C41 120.9(3) . . ?
C47 C42 C41 119.0(3) . . ?
C44 C43 C42 120.0 . . ?
C44 C43 H45 120.0 . . ?
C42 C43 H45 120.0 . . ?
C43 C44 C45 120.0 . . ?
C43 C44 H46 120.0 . . ?
C45 C44 H46 120.0 . . ?
C46 C45 C44 120.0 . . ?
C46 C45 H47 120.0 . . ?
C44 C45 H47 120.0 . . ?
C45 C46 C47 120.0 . . ?
C45 C46 H48 120.0 . . ?
C47 C46 H48 120.0 . . ?
C46 C47 C42 120.0 . . ?
C46 C47 H49 120.0 . . ?
C42 C47 H49 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
C15 B1 C1 C2 18.22(15) . . . . ?
C14 B1 C1 C2 144.76(11) . . . . ?
N1 B1 C1 C2 -97.09(12) . . . . ?
C15 B1 C1 C6 -170.68(11) . . . . ?
C14 B1 C1 C6 -44.14(16) . . . . ?
N1 B1 C1 C6 74.00(13) . . . . ?
C6 C1 C2 C3 -1.59(17) . . . . ?
B1 C1 C2 C3 170.19(11) . . . . ?
C6 C1 C2 C21 178.45(11) . . . . ?
B1 C1 C2 C21 -9.77(18) . . . . ?
C1 C2 C3 C4 -0.2(2) . . . . ?
C21 C2 C3 C4 179.75(12) . . . . ?
C2 C3 C4 C5 0.7(2) . . . . ?
C3 C4 C5 C6 0.7(2) . . . . ?
C4 C5 C6 C1 -2.6(2) . . . . ?
C4 C5 C6 C7 174.77(12) . . . . ?
C2 C1 C6 C5 2.97(17) . . . . ?
B1 C1 C6 C5 -168.52(11) . . . . ?
C2 C1 C6 C7 -174.06(11) . . . . ?
B1 C1 C6 C7 14.45(19) . . . . ?
C5 C6 C7 C8 -156.59(14) . . . . ?
C1 C6 C7 C8 20.7(2) . . . . ?
C6 C7 C8 C9 -9.4(2) . . . . ?
C9 C10 C11 C12 -3.1(2) . . . . ?
C10 C11 C12 C13 2.8(2) . . . . ?
C11 C12 C13 C14 1.89(19) . . . . ?
C11 C12 C13 C24 -173.89(12) . . . . ?
C1 B1 C15 C20 -16.50(15) . . . . ?
C14 B1 C15 C20 -149.28(11) . . . . ?
N1 B1 C15 C20 96.30(13) . . . . ?
C1 B1 C15 C16 163.84(10) . . . . ?
C14 B1 C15 C16 31.06(14) . . . . ?
N1 B1 C15 C16 -83.37(13) . . . . ?
C16 C17 C18 C19 2.27(18) . . . . ?
C17 C18 C19 C20 0.41(18) . . . . ?
C18 C19 C20 C15 -3.57(18) . . . . ?
C18 C19 C20 C21 174.99(11) . . . . ?
C16 C15 C20 C19 3.90(16) . . . . ?
B1 C15 C20 C19 -175.77(11) . . . . ?
C16 C15 C20 C21 -174.54(10) . . . . ?
B1 C15 C20 C21 5.79(17) . . . . ?
C19 C20 C21 C2 -173.68(10) . . . . ?
C15 C20 C21 C2 4.83(17) . . . . ?
C19 C20 C21 C22 63.37(14) . . . . ?
C15 C20 C21 C22 -118.12(13) . . . . ?
C19 C20 C21 C23 -54.02(14) . . . . ?
C15 C20 C21 C23 124.48(12) . . . . ?
C3 C2 C21 C20 177.40(10) . . . . ?
C1 C2 C21 C20 -2.64(17) . . . . ?
C3 C2 C21 C22 -59.62(14) . . . . ?
C1 C2 C21 C22 120.34(13) . . . . ?
C3 C2 C21 C23 57.59(14) . . . . ?
C1 C2 C21 C23 -122.46(13) . . . . ?
C12 C13 C24 C26 -18.53(16) . . . . ?
C14 C13 C24 C26 165.71(11) . . . . ?
C12 C13 C24 C16 -142.57(11) . . . . ?
C14 C13 C24 C16 41.68(15) . . . . ?
C12 C13 C24 C25 97.04(13) . . . . ?
C14 C13 C24 C25 -78.72(14) . . . . ?
C15 B1 N1 C27 -31.03(15) . . . . ?
C1 B1 N1 C27 86.30(13) . . . . ?
C14 B1 N1 C27 -146.62(11) . . . . ?
C15 B1 N1 C31 148.67(11) . . . . ?
C1 B1 N1 C31 -93.99(12) . . . . ?
C14 B1 N1 C31 33.09(14) . . . . ?
C31 N1 C27 C28 -0.57(18) . . . . ?
B1 N1 C27 C28 179.14(12) . . . . ?
N1 C27 C28 C29 0.5(2) . . . . ?
C27 C28 C29 N2 -179.93(12) . . . . ?
C27 C28 C29 C30 -0.27(18) . . . . ?
C27 N1 C31 C30 0.50(18) . . . . ?
B1 N1 C31 C30 -179.22(11) . . . . ?
C28 C29 N2 C32 -5.7(2) . . . . ?
C30 C29 N2 C32 174.63(13) . . . . ?
C28 C29 N2 C33 -177.42(13) . . . . ?
C30 C29 N2 C33 3.0(2) . . . . ?
C18 C17 C16 C15 -1.81(18) . . . . ?
C18 C17 C16 C24 177.02(11) . . . . ?
C20 C15 C16 C17 -1.28(17) . . . . ?
B1 C15 C16 C17 178.40(11) . . . . ?
C20 C15 C16 C24 179.91(11) . . . . ?
B1 C15 C16 C24 -0.41(16) . . . . ?
C26 C24 C16 C17 20.45(16) . . . . ?
C13 C24 C16 C17 145.07(11) . . . . ?
C25 C24 C16 C17 -94.65(13) . . . . ?
C26 C24 C16 C15 -160.72(11) . . . . ?
C13 C24 C16 C15 -36.10(15) . . . . ?
C25 C24 C16 C15 84.18(13) . . . . ?
C11 C10 C9 C14 -1.32(19) . . . . ?
C11 C10 C9 C8 172.41(12) . . . . ?
C7 C8 C9 C10 163.79(14) . . . . ?
C7 C8 C9 C14 -22.8(2) . . . . ?
C12 C13 C14 C9 -5.99(17) . . . . ?
C24 C13 C14 C9 169.67(11) . . . . ?
C12 C13 C14 B1 174.49(11) . . . . ?
C24 C13 C14 B1 -9.86(17) . . . . ?
C10 C9 C14 C13 5.76(17) . . . . ?
C8 C9 C14 C13 -167.17(11) . . . . ?
C10 C9 C14 B1 -174.75(11) . . . . ?
C8 C9 C14 B1 12.32(19) . . . . ?
C15 B1 C14 C13 -25.68(14) . . . . ?
C1 B1 C14 C13 -153.43(11) . . . . ?
N1 B1 C14 C13 89.71(12) . . . . ?
C15 B1 C14 C9 154.84(11) . . . . ?
C1 B1 C14 C9 27.10(17) . . . . ?
N1 B1 C14 C9 -89.76(13) . . . . ?
N1 C31 C30 C29 -0.34(19) . . . . ?
N2 C29 C30 C31 179.86(12) . . . . ?
C28 C29 C30 C31 0.20(18) . . . . ?
C40 C35 C36 C37 0.0 . . . . ?
C34 C35 C36 C37 -179.3(3) . . . . ?
C35 C36 C37 C38 0.0 . . . . ?
C36 C37 C38 C39 0.0 . . . . ?
C37 C38 C39 C40 0.0 . . . . ?
C38 C39 C40 C35 0.0 . . . . ?
C36 C35 C40 C39 0.0 . . . . ?
C34 C35 C40 C39 179.3(3) . . . . ?
C47 C42 C43 C44 0.0 . . . . ?
C41 C42 C43 C44 -178.2(4) . . . . ?
C42 C43 C44 C45 0.0 . . . . ?
C43 C44 C45 C46 0.0 . . . . ?
C44 C45 C46 C47 0.0 . . . . ?
C45 C46 C47 C42 0.0 . . . . ?
C43 C42 C47 C46 0.0 . . . . ?
C41 C42 C47 C46 178.2(4) . . . . ?

_refine_diff_density_max         0.233
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.033

