# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2017

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

data_4
_database_code_depnum_ccdc_archive 'CCDC 1530086'
_audit_update_record             
;
2017-05-17 deposited with the CCDC.
2017-05-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H40 B N'
_chemical_formula_weight         425.44

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'
N N 0.0061 0.0033 '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'

_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                   7.881(4)
_cell_length_b                   11.540(7)
_cell_length_c                   15.256(8)
_cell_angle_alpha                75.470(18)
_cell_angle_beta                 87.554(18)
_cell_angle_gamma                78.835(18)
_cell_volume                     1317.6(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    40525
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      25.0

_exptl_crystal_description       Block
_exptl_crystal_colour            Colour-less
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.072
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             464
_exptl_absorpt_coefficient_mu    0.060
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.993
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_process_details   Sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker kappa apex ccd'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            40525
_diffrn_reflns_av_R_equivalents  0.0800
_diffrn_reflns_av_sigmaI/netI    0.0562
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.04
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4624
_reflns_number_gt                2706
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker kappa apex ccd'
_computing_cell_refinement       'bruker saint'
_computing_data_reduction        'bruker saint'
_computing_structure_solution    SHELXS-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP-III
_computing_publication_material  WinGXv1.80.05

_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 > 2σ(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)+(0.0787P)²+1.0704P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4624
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1407
_refine_ls_R_factor_gt           0.0854
_refine_ls_wR_factor_ref         0.2383
_refine_ls_wR_factor_gt          0.2244
_refine_ls_goodness_of_fit_ref   1.181
_refine_ls_restrained_S_all      1.181
_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
C21 C 0.5072(4) 0.2946(3) 0.4907(2) 0.0470(9) Uani 1 1 d . . .
C23 C 0.2751(5) 0.1812(3) 0.5004(2) 0.0463(9) Uani 1 1 d . . .
C20 C 0.4592(4) 0.3562(3) 0.4015(2) 0.0433(9) Uani 1 1 d . . .
C19 C 0.3192(4) 0.3310(3) 0.3598(2) 0.0405(8) Uani 1 1 d . . .
C22 C 0.4123(5) 0.2084(3) 0.5409(2) 0.0473(9) Uani 1 1 d . . .
C24 C 0.2293(4) 0.2419(3) 0.4103(2) 0.0437(8) Uani 1 1 d . . .
B1 B 0.2649(5) 0.4029(4) 0.2584(3) 0.0425(10) Uani 1 1 d . . .
N1 N 0.4559(4) 0.1423(3) 0.6330(2) 0.0625(9) Uani 1 1 d . . .
C30 C 0.0764(5) 0.2125(3) 0.3684(3) 0.0540(10) Uani 1 1 d . . .
H30A H 0.0602 0.2604 0.3070 0.081 Uiso 1 1 calc R . .
H30B H -0.0260 0.2310 0.4026 0.081 Uiso 1 1 calc R . .
H30C H 0.0983 0.1275 0.3691 0.081 Uiso 1 1 calc R . .
C1 C 0.2115(4) 0.5466(3) 0.2333(2) 0.0453(9) Uani 1 1 d . . .
C2 C 0.0990(4) 0.6081(3) 0.2885(2) 0.0477(9) Uani 1 1 d . . .
C6 C 0.2750(5) 0.6208(4) 0.1545(2) 0.0557(10) Uani 1 1 d . . .
C7 C 0.2656(5) 0.3309(3) 0.1830(2) 0.0466(9) Uani 1 1 d . . .
C3 C 0.0543(5) 0.7342(4) 0.2647(3) 0.0581(10) Uani 1 1 d . . .
H3 H -0.0209 0.7724 0.3020 0.070 Uiso 1 1 calc R . .
C28 C 0.6645(5) 0.3197(4) 0.5323(3) 0.0656(11) Uani 1 1 d . . .
H28A H 0.6805 0.2710 0.5934 0.098 Uiso 1 1 calc R . .
H28B H 0.6468 0.4045 0.5321 0.098 Uiso 1 1 calc R . .
H28C H 0.7653 0.2996 0.4975 0.098 Uiso 1 1 calc R . .
C27 C 0.5683(5) 0.4449(4) 0.3482(3) 0.0596(11) Uani 1 1 d . . .
H27A H 0.5203 0.4800 0.2885 0.089 Uiso 1 1 calc R . .
H27B H 0.6845 0.4024 0.3440 0.089 Uiso 1 1 calc R . .
H27C H 0.5687 0.5084 0.3785 0.089 Uiso 1 1 calc R . .
C8 C 0.4129(5) 0.2488(3) 0.1667(3) 0.0546(10) Uani 1 1 d . . .
C13 C 0.0190(5) 0.5416(4) 0.3744(3) 0.0607(11) Uani 1 1 d . . .
H13A H 0.0592 0.4553 0.3838 0.091 Uiso 1 1 calc R . .
H13B H -0.1047 0.5598 0.3684 0.091 Uiso 1 1 calc R . .
H13C H 0.0522 0.5676 0.4251 0.091 Uiso 1 1 calc R . .
C29 C 0.1767(6) 0.0853(4) 0.5538(3) 0.0691(12) Uani 1 1 d . . .
H29A H 0.0864 0.0776 0.5166 0.104 Uiso 1 1 calc R . .
H29B H 0.1271 0.1095 0.6066 0.104 Uiso 1 1 calc R . .
H29C H 0.2547 0.0085 0.5720 0.104 Uiso 1 1 calc R . .
C12 C 0.1190(5) 0.3499(3) 0.1272(2) 0.0550(10) Uani 1 1 d . . .
C5 C 0.2267(6) 0.7472(4) 0.1347(3) 0.0676(12) Uani 1 1 d . . .
H5 H 0.2711 0.7936 0.0832 0.081 Uiso 1 1 calc R . .
C9 C 0.4122(6) 0.1927(4) 0.0954(3) 0.0666(12) Uani 1 1 d . . .
H9 H 0.5114 0.1396 0.0850 0.080 Uiso 1 1 calc R . .
C26 C 0.4342(6) 0.2056(4) 0.7031(3) 0.0776(13) Uani 1 1 d . . .
H26A H 0.4689 0.1490 0.7600 0.116 Uiso 1 1 calc R . .
H26B H 0.3148 0.2430 0.7060 0.116 Uiso 1 1 calc R . .
H26C H 0.5042 0.2672 0.6905 0.116 Uiso 1 1 calc R . .
C11 C 0.1241(6) 0.2897(4) 0.0583(3) 0.0692(12) Uani 1 1 d . . .
H11 H 0.0254 0.3017 0.0234 0.083 Uiso 1 1 calc R . .
C4 C 0.1163(6) 0.8056(4) 0.1884(3) 0.0653(11) Uani 1 1 d . . .
C18 C -0.0483(5) 0.4335(4) 0.1402(3) 0.0732(13) Uani 1 1 d . . .
H18A H -0.0351 0.4693 0.1893 0.110 Uiso 1 1 calc R . .
H18B H -0.1395 0.3875 0.1539 0.110 Uiso 1 1 calc R . .
H18C H -0.0766 0.4967 0.0857 0.110 Uiso 1 1 calc R . .
C10 C 0.2709(7) 0.2129(4) 0.0404(3) 0.0723(13) Uani 1 1 d . . .
C16 C 0.5784(5) 0.2234(4) 0.2197(3) 0.0779(13) Uani 1 1 d . . .
H16A H 0.5623 0.2670 0.2664 0.117 Uiso 1 1 calc R . .
H16B H 0.6688 0.2494 0.1799 0.117 Uiso 1 1 calc R . .
H16C H 0.6096 0.1375 0.2468 0.117 Uiso 1 1 calc R . .
C15 C 0.4024(6) 0.5664(4) 0.0913(3) 0.0847(15) Uani 1 1 d . . .
H15A H 0.4248 0.4792 0.1120 0.127 Uiso 1 1 calc R . .
H15B H 0.5086 0.5957 0.0907 0.127 Uiso 1 1 calc R . .
H15C H 0.3545 0.5901 0.0312 0.127 Uiso 1 1 calc R . .
C14 C 0.0666(8) 0.9440(4) 0.1658(4) 0.1031(18) Uani 1 1 d . . .
H14A H -0.0115 0.9681 0.2108 0.155 Uiso 1 1 calc R . .
H14B H 0.0111 0.9729 0.1075 0.155 Uiso 1 1 calc R . .
H14C H 0.1686 0.9782 0.1648 0.155 Uiso 1 1 calc R . .
C17 C 0.2747(9) 0.1552(6) -0.0393(4) 0.120(2) Uani 1 1 d . . .
H17A H 0.3860 0.1047 -0.0420 0.180 Uiso 1 1 calc R . .
H17B H 0.2536 0.2181 -0.0945 0.180 Uiso 1 1 calc R . .
H17C H 0.1868 0.1064 -0.0316 0.180 Uiso 1 1 calc R . .
C25 C 0.6041(8) 0.0430(4) 0.6448(3) 0.1048(19) Uani 1 1 d . . .
H25A H 0.6097 0.0054 0.5950 0.157 Uiso 1 1 calc R . .
H25B H 0.5927 -0.0163 0.7004 0.157 Uiso 1 1 calc R . .
H25C H 0.7080 0.0741 0.6468 0.157 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
C21 C20 1.398(5) . ?
C21 C22 1.411(5) . ?
C21 C28 1.524(5) . ?
C23 C22 1.391(5) . ?
C23 C24 1.404(5) . ?
C23 C29 1.522(5) . ?
C20 C19 1.408(5) . ?
C20 C27 1.520(5) . ?
C19 C24 1.411(4) . ?
C19 B1 1.594(5) . ?
C22 N1 1.440(4) . ?
C24 C30 1.519(5) . ?
B1 C1 1.580(5) . ?
B1 C7 1.580(5) . ?
N1 C26 1.427(5) . ?
N1 C25 1.452(6) . ?
C1 C2 1.411(5) . ?
C1 C6 1.424(5) . ?
C2 C3 1.386(5) . ?
C2 C13 1.522(5) . ?
C6 C5 1.393(6) . ?
C6 C15 1.519(6) . ?
C7 C8 1.405(5) . ?
C7 C12 1.414(5) . ?
C3 C4 1.378(6) . ?
C8 C9 1.399(5) . ?
C8 C16 1.505(6) . ?
C12 C11 1.392(6) . ?
C12 C18 1.513(6) . ?
C5 C4 1.368(6) . ?
C9 C10 1.371(6) . ?
C11 C10 1.377(6) . ?
C4 C14 1.522(6) . ?
C10 C17 1.522(6) . ?

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
C20 C21 C22 120.1(3) . . ?
C20 C21 C28 119.3(3) . . ?
C22 C21 C28 120.6(3) . . ?
C22 C23 C24 119.8(3) . . ?
C22 C23 C29 119.7(3) . . ?
C24 C23 C29 120.5(3) . . ?
C21 C20 C19 120.7(3) . . ?
C21 C20 C27 118.8(3) . . ?
C19 C20 C27 120.4(3) . . ?
C20 C19 C24 118.3(3) . . ?
C20 C19 B1 120.1(3) . . ?
C24 C19 B1 121.6(3) . . ?
C23 C22 C21 119.9(3) . . ?
C23 C22 N1 117.6(3) . . ?
C21 C22 N1 122.5(3) . . ?
C23 C24 C19 121.2(3) . . ?
C23 C24 C30 118.6(3) . . ?
C19 C24 C30 120.2(3) . . ?
C1 B1 C7 120.0(3) . . ?
C1 B1 C19 119.9(3) . . ?
C7 B1 C19 120.1(3) . . ?
C26 N1 C22 119.8(3) . . ?
C26 N1 C25 114.6(4) . . ?
C22 N1 C25 115.9(3) . . ?
C2 C1 C6 116.5(3) . . ?
C2 C1 B1 121.5(3) . . ?
C6 C1 B1 122.0(3) . . ?
C3 C2 C1 120.2(3) . . ?
C3 C2 C13 117.0(3) . . ?
C1 C2 C13 122.7(3) . . ?
C5 C6 C1 120.5(4) . . ?
C5 C6 C15 117.6(4) . . ?
C1 C6 C15 121.9(4) . . ?
C8 C7 C12 117.5(3) . . ?
C8 C7 B1 121.5(3) . . ?
C12 C7 B1 120.9(3) . . ?
C4 C3 C2 123.0(4) . . ?
C9 C8 C7 119.9(4) . . ?
C9 C8 C16 117.5(4) . . ?
C7 C8 C16 122.5(3) . . ?
C11 C12 C7 120.3(4) . . ?
C11 C12 C18 117.6(4) . . ?
C7 C12 C18 122.1(4) . . ?
C4 C5 C6 122.3(4) . . ?
C10 C9 C8 122.5(4) . . ?
C10 C11 C12 122.0(4) . . ?
C5 C4 C3 117.4(4) . . ?
C5 C4 C14 121.3(4) . . ?
C3 C4 C14 121.3(4) . . ?
C11 C10 C9 117.7(4) . . ?
C11 C10 C17 120.3(5) . . ?
C9 C10 C17 121.9(5) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.311
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.051
####################################################################### 
# 
# 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 1530085'
_audit_update_record             
;
2017-01-30 deposited with the CCDC.
2017-05-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H36 B N'
_chemical_formula_sum            'C28 H36 B N'
_chemical_formula_weight         397.39

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   'p b c a'

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

_cell_length_a                   8.4888(4)
_cell_length_b                   16.5462(7)
_cell_length_c                   32.8121(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4608.7(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    373(2)
_cell_measurement_reflns_used    137931
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      25.0

_exptl_crystal_description       block
_exptl_crystal_colour            colour-less
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      1.15
_exptl_crystal_density_diffrn    1.145
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1728
_exptl_absorpt_coefficient_mu    0.064
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.987
_exptl_absorpt_correction_T_max  0.994
_exptl_absorpt_process_details   Sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      373(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker kappa apex ccd'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            137931
_diffrn_reflns_av_R_equivalents  0.1032
_diffrn_reflns_av_sigmaI/netI    0.0313
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         2.97
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4037
_reflns_number_gt                3045
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker kappa apex ccd'
_computing_cell_refinement       'bruker saint'
_computing_data_reduction        'bruker saint'
_computing_structure_solution    SHELXS-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP-III
_computing_publication_material  WinGXv1.80.05

_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 > 2σ(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)+(0.0453P)²+3.2514P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4037
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0730
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_ref         0.1113
_refine_ls_wR_factor_gt          0.1031
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_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
C14 C 0.8892(3) 1.18508(13) -0.02554(6) 0.0317(5) Uani 1 1 d . . .
H1A H 0.9940 1.2049 -0.0209 0.048 Uiso 1 1 calc R . .
H1B H 0.8174 1.2298 -0.0270 0.048 Uiso 1 1 calc R . .
H1C H 0.8863 1.1556 -0.0507 0.048 Uiso 1 1 calc R . .
C4 C 0.8423(2) 1.13016(11) 0.00893(5) 0.0214(4) Uani 1 1 d . . .
C3 C 0.9533(2) 1.09253(11) 0.03327(6) 0.0223(4) Uani 1 1 d . . .
H3 H 1.0595 1.0991 0.0271 0.027 Uiso 1 1 calc R . .
C2 C 0.9117(2) 1.04513(11) 0.06668(5) 0.0189(4) Uani 1 1 d . . .
C1 C 0.7506(2) 1.03292(10) 0.07645(5) 0.0172(4) Uani 1 1 d . . .
C7 C 0.5639(2) 0.92404(11) 0.11756(5) 0.0171(4) Uani 1 1 d . . .
C8 C 0.4294(2) 0.93257(10) 0.14266(5) 0.0172(4) Uani 1 1 d . . .
C9 C 0.3171(2) 0.87136(11) 0.14412(5) 0.0202(4) Uani 1 1 d . . .
H8 H 0.2288 0.8782 0.1605 0.024 Uiso 1 1 calc R . .
C10 C 0.3324(2) 0.80051(11) 0.12189(6) 0.0214(4) Uani 1 1 d . . .
C17 C 0.2135(2) 0.73292(12) 0.12555(6) 0.0322(5) Uani 1 1 d . . .
H10A H 0.1905 0.7234 0.1538 0.048 Uiso 1 1 calc R . .
H10B H 0.2560 0.6846 0.1136 0.048 Uiso 1 1 calc R . .
H10C H 0.1185 0.7478 0.1115 0.048 Uiso 1 1 calc R . .
C16 C 0.3990(2) 1.00885(11) 0.16657(6) 0.0210(4) Uani 1 1 d . . .
H11A H 0.4974 1.0315 0.1753 0.031 Uiso 1 1 calc R . .
H11B H 0.3355 0.9965 0.1900 0.031 Uiso 1 1 calc R . .
H11C H 0.3446 1.0471 0.1497 0.031 Uiso 1 1 calc R . .
C13 C 1.0439(2) 1.00721(12) 0.09089(6) 0.0249(5) Uani 1 1 d . . .
H12A H 1.1348 1.0010 0.0738 0.037 Uiso 1 1 calc R . .
H12B H 1.0111 0.9552 0.1007 0.037 Uiso 1 1 calc R . .
H12C H 1.0697 1.0413 0.1136 0.037 Uiso 1 1 calc R . .
C5 C 0.6846(2) 1.11520(11) 0.01730(5) 0.0214(4) Uani 1 1 d . . .
H13 H 0.6082 1.1384 0.0007 0.026 Uiso 1 1 calc R . .
C6 C 0.6370(2) 1.06675(11) 0.04961(5) 0.0188(4) Uani 1 1 d . . .
C15 C 0.4618(2) 1.05480(12) 0.05542(6) 0.0246(5) Uani 1 1 d . . .
H15A H 0.4356 0.9992 0.0507 0.037 Uiso 1 1 calc R . .
H15B H 0.4054 1.0883 0.0365 0.037 Uiso 1 1 calc R . .
H15C H 0.4333 1.0694 0.0828 0.037 Uiso 1 1 calc R . .
C19 C 0.7946(2) 1.01291(10) 0.15730(5) 0.0157(4) Uani 1 1 d . . .
C24 C 0.8235(2) 1.09548(10) 0.16624(5) 0.0165(4) Uani 1 1 d . . .
C28 C 0.7278(2) 1.16032(11) 0.14528(6) 0.0220(4) Uani 1 1 d . . .
H18A H 0.6522 1.1355 0.1275 0.033 Uiso 1 1 calc R . .
H18B H 0.7965 1.1945 0.1297 0.033 Uiso 1 1 calc R . .
H18C H 0.6737 1.1921 0.1654 0.033 Uiso 1 1 calc R . .
C23 C 0.9311(2) 1.11833(10) 0.19624(5) 0.0177(4) Uani 1 1 d . . .
C22 C 1.0108(2) 1.05859(11) 0.21865(5) 0.0178(4) Uani 1 1 d . . .
C21 C 0.9779(2) 0.97634(11) 0.21242(5) 0.0187(4) Uani 1 1 d . . .
C26 C 1.0613(2) 0.91428(11) 0.23866(6) 0.0250(5) Uani 1 1 d . . .
H22A H 1.1728 0.9238 0.2378 0.038 Uiso 1 1 calc R . .
H22B H 1.0391 0.8611 0.2285 0.038 Uiso 1 1 calc R . .
H22C H 1.0248 0.9187 0.2663 0.038 Uiso 1 1 calc R . .
C20 C 0.8699(2) 0.95424(10) 0.18216(5) 0.0162(4) Uani 1 1 d . . .
C25 C 0.8433(2) 0.86498(10) 0.17543(6) 0.0229(4) Uani 1 1 d . . .
H24A H 0.7582 0.8575 0.1565 0.034 Uiso 1 1 calc R . .
H24B H 0.8174 0.8397 0.2009 0.034 Uiso 1 1 calc R . .
H24C H 0.9374 0.8410 0.1646 0.034 Uiso 1 1 calc R . .
N1 N 1.1181(2) 1.08160(11) 0.24841(5) 0.0246(4) Uani 1 1 d . . .
C12 C 0.5748(2) 0.85373(11) 0.09325(5) 0.0196(4) Uani 1 1 d . . .
C11 C 0.4610(2) 0.79353(11) 0.09617(6) 0.0227(4) Uani 1 1 d . . .
H27 H 0.4716 0.7472 0.0804 0.027 Uiso 1 1 calc R . .
C18 C 0.7135(2) 0.84023(12) 0.06522(6) 0.0276(5) Uani 1 1 d . . .
H28A H 0.7124 0.8801 0.0440 0.041 Uiso 1 1 calc R . .
H28B H 0.7066 0.7873 0.0534 0.041 Uiso 1 1 calc R . .
H28C H 0.8096 0.8447 0.0805 0.041 Uiso 1 1 calc R . .
B1 B 0.7006(2) 0.98921(12) 0.11744(6) 0.0163(5) Uani 1 1 d . . .
C27 C 0.9629(2) 1.20556(11) 0.20682(6) 0.0269(5) Uani 1 1 d . . .
H2A H 0.9095 1.2400 0.1878 0.040 Uiso 1 1 calc R . .
H2B H 1.0742 1.2157 0.2056 0.040 Uiso 1 1 calc R . .
H2C H 0.9254 1.2165 0.2339 0.040 Uiso 1 1 calc R . .
H25A H 1.142(3) 1.1339(14) 0.2490(7) 0.034(6) Uiso 1 1 d . . .
H25B H 1.181(3) 1.0432(15) 0.2612(7) 0.049(7) Uiso 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
C14 C4 1.505(3) . ?
C14 H1A 0.9600 . ?
C14 H1B 0.9600 . ?
C14 H1C 0.9600 . ?
C4 C3 1.384(3) . ?
C4 C5 1.389(3) . ?
C3 C2 1.393(3) . ?
C3 H3 0.9300 . ?
C2 C1 1.419(3) . ?
C2 C13 1.511(3) . ?
C1 C6 1.421(3) . ?
C1 B1 1.585(3) . ?
C7 C12 1.414(2) . ?
C7 C8 1.415(3) . ?
C7 B1 1.584(3) . ?
C8 C9 1.392(2) . ?
C8 C16 1.508(2) . ?
C9 C10 1.387(3) . ?
C9 H8 0.9300 . ?
C10 C11 1.385(3) . ?
C10 C17 1.511(3) . ?
C17 H10A 0.9600 . ?
C17 H10B 0.9600 . ?
C17 H10C 0.9600 . ?
C16 H11A 0.9600 . ?
C16 H11B 0.9600 . ?
C16 H11C 0.9600 . ?
C13 H12A 0.9600 . ?
C13 H12B 0.9600 . ?
C13 H12C 0.9600 . ?
C5 C6 1.389(3) . ?
C5 H13 0.9300 . ?
C6 C15 1.512(3) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C19 C24 1.419(2) . ?
C19 C20 1.420(2) . ?
C19 B1 1.581(3) . ?
C24 C23 1.395(3) . ?
C24 C28 1.511(2) . ?
C28 H18A 0.9600 . ?
C28 H18B 0.9600 . ?
C28 H18C 0.9600 . ?
C23 C22 1.406(3) . ?
C23 C27 1.509(2) . ?
C22 N1 1.388(2) . ?
C22 C21 1.404(3) . ?
C21 C20 1.400(3) . ?
C21 C26 1.516(3) . ?
C26 H22A 0.9600 . ?
C26 H22B 0.9600 . ?
C26 H22C 0.9600 . ?
C20 C25 1.510(2) . ?
C25 H24A 0.9600 . ?
C25 H24B 0.9600 . ?
C25 H24C 0.9600 . ?
N1 H25A 0.89(2) . ?
N1 H25B 0.93(3) . ?
C12 C11 1.391(3) . ?
C12 C18 1.511(3) . ?
C11 H27 0.9300 . ?
C18 H28A 0.9600 . ?
C18 H28B 0.9600 . ?
C18 H28C 0.9600 . ?
C27 H2A 0.9600 . ?
C27 H2B 0.9600 . ?
C27 H2C 0.9600 . ?

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
C4 C14 H1A 109.5 . . ?
C4 C14 H1B 109.5 . . ?
H1A C14 H1B 109.5 . . ?
C4 C14 H1C 109.5 . . ?
H1A C14 H1C 109.5 . . ?
H1B C14 H1C 109.5 . . ?
C3 C4 C5 117.52(17) . . ?
C3 C4 C14 121.70(17) . . ?
C5 C4 C14 120.79(18) . . ?
C4 C3 C2 122.35(17) . . ?
C4 C3 H3 118.8 . . ?
C2 C3 H3 118.8 . . ?
C3 C2 C1 120.14(17) . . ?
C3 C2 C13 117.33(16) . . ?
C1 C2 C13 122.52(16) . . ?
C2 C1 C6 117.26(16) . . ?
C2 C1 B1 120.98(16) . . ?
C6 C1 B1 121.59(16) . . ?
C12 C7 C8 117.61(16) . . ?
C12 C7 B1 120.71(16) . . ?
C8 C7 B1 121.66(16) . . ?
C9 C8 C7 120.01(16) . . ?
C9 C8 C16 118.30(16) . . ?
C7 C8 C16 121.61(16) . . ?
C10 C9 C8 122.22(17) . . ?
C10 C9 H8 118.9 . . ?
C8 C9 H8 118.9 . . ?
C11 C10 C9 117.69(17) . . ?
C11 C10 C17 120.88(17) . . ?
C9 C10 C17 121.43(18) . . ?
C10 C17 H10A 109.5 . . ?
C10 C17 H10B 109.5 . . ?
H10A C17 H10B 109.5 . . ?
C10 C17 H10C 109.5 . . ?
H10A C17 H10C 109.5 . . ?
H10B C17 H10C 109.5 . . ?
C8 C16 H11A 109.5 . . ?
C8 C16 H11B 109.5 . . ?
H11A C16 H11B 109.5 . . ?
C8 C16 H11C 109.5 . . ?
H11A C16 H11C 109.5 . . ?
H11B C16 H11C 109.5 . . ?
C2 C13 H12A 109.5 . . ?
C2 C13 H12B 109.5 . . ?
H12A C13 H12B 109.5 . . ?
C2 C13 H12C 109.5 . . ?
H12A C13 H12C 109.5 . . ?
H12B C13 H12C 109.5 . . ?
C4 C5 C6 122.30(18) . . ?
C4 C5 H13 118.8 . . ?
C6 C5 H13 118.8 . . ?
C5 C6 C1 120.18(17) . . ?
C5 C6 C15 117.25(17) . . ?
C1 C6 C15 122.53(16) . . ?
C6 C15 H15A 109.5 . . ?
C6 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C6 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C24 C19 C20 117.50(16) . . ?
C24 C19 B1 119.80(15) . . ?
C20 C19 B1 122.19(15) . . ?
C23 C24 C19 121.34(16) . . ?
C23 C24 C28 118.72(15) . . ?
C19 C24 C28 119.78(16) . . ?
C24 C28 H18A 109.5 . . ?
C24 C28 H18B 109.5 . . ?
H18A C28 H18B 109.5 . . ?
C24 C28 H18C 109.5 . . ?
H18A C28 H18C 109.5 . . ?
H18B C28 H18C 109.5 . . ?
C24 C23 C22 119.58(16) . . ?
C24 C23 C27 122.61(16) . . ?
C22 C23 C27 117.78(16) . . ?
N1 C22 C21 119.91(17) . . ?
N1 C22 C23 119.40(17) . . ?
C21 C22 C23 120.64(16) . . ?
C20 C21 C22 119.12(16) . . ?
C20 C21 C26 122.12(16) . . ?
C22 C21 C26 118.75(16) . . ?
C21 C26 H22A 109.5 . . ?
C21 C26 H22B 109.5 . . ?
H22A C26 H22B 109.5 . . ?
C21 C26 H22C 109.5 . . ?
H22A C26 H22C 109.5 . . ?
H22B C26 H22C 109.5 . . ?
C21 C20 C19 121.58(16) . . ?
C21 C20 C25 117.20(16) . . ?
C19 C20 C25 121.14(16) . . ?
C20 C25 H24A 109.5 . . ?
C20 C25 H24B 109.5 . . ?
H24A C25 H24B 109.5 . . ?
C20 C25 H24C 109.5 . . ?
H24A C25 H24C 109.5 . . ?
H24B C25 H24C 109.5 . . ?
C22 N1 H25A 115.5(14) . . ?
C22 N1 H25B 120.3(15) . . ?
H25A N1 H25B 122(2) . . ?
C11 C12 C7 120.34(17) . . ?
C11 C12 C18 118.51(16) . . ?
C7 C12 C18 121.08(16) . . ?
C10 C11 C12 121.99(17) . . ?
C10 C11 H27 119.0 . . ?
C12 C11 H27 119.0 . . ?
C12 C18 H28A 109.5 . . ?
C12 C18 H28B 109.5 . . ?
H28A C18 H28B 109.5 . . ?
C12 C18 H28C 109.5 . . ?
H28A C18 H28C 109.5 . . ?
H28B C18 H28C 109.5 . . ?
C19 B1 C7 122.42(16) . . ?
C19 B1 C1 116.98(15) . . ?
C7 B1 C1 120.60(16) . . ?
C23 C27 H2A 109.5 . . ?
C23 C27 H2B 109.5 . . ?
H2A C27 H2B 109.5 . . ?
C23 C27 H2C 109.5 . . ?
H2A C27 H2C 109.5 . . ?
H2B C27 H2C 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
C5 C4 C3 C2 -3.9(3) . . . . ?
C14 C4 C3 C2 176.35(17) . . . . ?
C4 C3 C2 C1 1.0(3) . . . . ?
C4 C3 C2 C13 179.99(17) . . . . ?
C3 C2 C1 C6 3.6(3) . . . . ?
C13 C2 C1 C6 -175.35(16) . . . . ?
C3 C2 C1 B1 -171.80(16) . . . . ?
C13 C2 C1 B1 9.3(3) . . . . ?
C12 C7 C8 C9 2.7(2) . . . . ?
B1 C7 C8 C9 -175.44(16) . . . . ?
C12 C7 C8 C16 -173.94(16) . . . . ?
B1 C7 C8 C16 7.9(3) . . . . ?
C7 C8 C9 C10 0.7(3) . . . . ?
C16 C8 C9 C10 177.49(17) . . . . ?
C8 C9 C10 C11 -3.1(3) . . . . ?
C8 C9 C10 C17 176.76(18) . . . . ?
C3 C4 C5 C6 2.2(3) . . . . ?
C14 C4 C5 C6 -178.06(17) . . . . ?
C4 C5 C6 C1 2.4(3) . . . . ?
C4 C5 C6 C15 -179.72(17) . . . . ?
C2 C1 C6 C5 -5.2(2) . . . . ?
B1 C1 C6 C5 170.13(16) . . . . ?
C2 C1 C6 C15 177.02(17) . . . . ?
B1 C1 C6 C15 -7.6(3) . . . . ?
C20 C19 C24 C23 4.8(3) . . . . ?
B1 C19 C24 C23 -167.13(16) . . . . ?
C20 C19 C24 C28 -170.55(16) . . . . ?
B1 C19 C24 C28 17.5(2) . . . . ?
C19 C24 C23 C22 -1.1(3) . . . . ?
C28 C24 C23 C22 174.30(16) . . . . ?
C19 C24 C23 C27 -179.24(17) . . . . ?
C28 C24 C23 C27 -3.8(3) . . . . ?
C24 C23 C22 N1 179.86(16) . . . . ?
C27 C23 C22 N1 -1.9(2) . . . . ?
C24 C23 C22 C21 -2.9(3) . . . . ?
C27 C23 C22 C21 175.27(17) . . . . ?
N1 C22 C21 C20 -179.74(16) . . . . ?
C23 C22 C21 C20 3.1(3) . . . . ?
N1 C22 C21 C26 0.0(3) . . . . ?
C23 C22 C21 C26 -177.17(16) . . . . ?
C22 C21 C20 C19 0.8(3) . . . . ?
C26 C21 C20 C19 -178.92(16) . . . . ?
C22 C21 C20 C25 177.58(16) . . . . ?
C26 C21 C20 C25 -2.2(3) . . . . ?
C24 C19 C20 C21 -4.7(2) . . . . ?
B1 C19 C20 C21 167.07(16) . . . . ?
C24 C19 C20 C25 178.70(16) . . . . ?
B1 C19 C20 C25 -9.6(3) . . . . ?
C8 C7 C12 C11 -3.8(3) . . . . ?
B1 C7 C12 C11 174.40(17) . . . . ?
C8 C7 C12 C18 179.31(16) . . . . ?
B1 C7 C12 C18 -2.5(3) . . . . ?
C9 C10 C11 C12 2.0(3) . . . . ?
C17 C10 C11 C12 -177.86(18) . . . . ?
C7 C12 C11 C10 1.5(3) . . . . ?
C18 C12 C11 C10 178.45(17) . . . . ?
C24 C19 B1 C7 -134.68(18) . . . . ?
C20 C19 B1 C7 53.8(2) . . . . ?
C24 C19 B1 C1 46.2(2) . . . . ?
C20 C19 B1 C1 -125.41(18) . . . . ?
C12 C7 B1 C19 -120.11(19) . . . . ?
C8 C7 B1 C19 58.0(2) . . . . ?
C12 C7 B1 C1 59.0(2) . . . . ?
C8 C7 B1 C1 -122.85(18) . . . . ?
C2 C1 B1 C19 42.0(2) . . . . ?
C6 C1 B1 C19 -133.20(17) . . . . ?
C2 C1 B1 C7 -137.20(18) . . . . ?
C6 C1 B1 C7 47.6(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.043
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: EtOAc'
####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 1530088'
_audit_update_record             
;
2017-01-30 deposited with the CCDC.
2017-05-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H37 B N2'
_chemical_formula_sum            'C28 H37 B N2'
_chemical_formula_weight         412.41

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
N N 0.0061 0.0033 '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'

_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                   8.843(2)
_cell_length_b                   12.238(3)
_cell_length_c                   12.790(3)
_cell_angle_alpha                73.939(8)
_cell_angle_beta                 71.148(8)
_cell_angle_gamma                75.050(8)
_cell_volume                     1237.0(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    45261
_cell_measurement_theta_min      3.3
_cell_measurement_theta_max      25.0

_exptl_crystal_description       Needle
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.107
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             448
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.992
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_process_details   Sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker kappa apex ccd'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            45261
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_sigmaI/netI    0.0168
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.30
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4362
_reflns_number_gt                3463
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker Kappa Apex ccd'
_computing_cell_refinement       'bruker saint'
_computing_data_reduction        'bruker saint'
_computing_structure_solution    SHELXS-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP-III
_computing_publication_material  WinGXv1.80.05

_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 > 2σ(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)+(0.1297P)²+0.4030P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4354
_refine_ls_number_parameters     280
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0777
_refine_ls_R_factor_gt           0.0648
_refine_ls_wR_factor_ref         0.2193
_refine_ls_wR_factor_gt          0.2082
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_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
C21 C 0.1925(3) 0.06444(17) 0.30679(17) 0.0453(5) Uani 1 1 d . . .
C22 C 0.0252(3) 0.07348(18) 0.33513(18) 0.0487(5) Uani 1 1 d . . .
H002 H -0.0416 0.1346 0.3675 0.058 Uiso 1 1 calc R . .
C23 C -0.0464(2) -0.00645(17) 0.31648(17) 0.0459(5) Uani 1 1 d . . .
C20 C 0.2918(3) -0.02923(17) 0.26126(18) 0.0467(5) Uani 1 1 d . . .
H004 H 0.4042 -0.0383 0.2448 0.056 Uiso 1 1 calc R . .
C24 C 0.0558(3) -0.09652(17) 0.26644(18) 0.0465(5) Uani 1 1 d . . .
H005 H 0.0110 -0.1488 0.2503 0.056 Uiso 1 1 calc R . .
B1 B 0.3390(3) -0.21533(19) 0.1912(2) 0.0449(5) Uani 1 1 d . . .
N1 N 0.2631(2) 0.14444(16) 0.32821(17) 0.0562(5) Uani 1 1 d . . .
C1 C 0.4933(2) -0.27196(16) 0.23743(18) 0.0455(5) Uani 1 1 d . . .
C19 C 0.2246(3) -0.10929(17) 0.24021(18) 0.0453(5) Uani 1 1 d . . .
C7 C 0.2949(2) -0.26078(17) 0.10333(18) 0.0456(5) Uani 1 1 d . . .
N2 N -0.2146(2) 0.00717(17) 0.34367(17) 0.0583(5) Uani 1 1 d . . .
C12 C 0.3055(3) -0.38001(18) 0.1118(2) 0.0517(6) Uani 1 1 d . . .
C6 C 0.6517(3) -0.27937(18) 0.1646(2) 0.0514(5) Uani 1 1 d . . .
C8 C 0.2396(3) -0.18298(18) 0.01250(18) 0.0498(5) Uani 1 1 d . . .
C2 C 0.4761(3) -0.31588(18) 0.35355(19) 0.0509(5) Uani 1 1 d . . .
C5 C 0.7858(3) -0.3275(2) 0.2077(2) 0.0596(6) Uani 1 1 d . . .
H016 H 0.8897 -0.3298 0.1583 0.071 Uiso 1 1 calc R . .
C3 C 0.6125(3) -0.3659(2) 0.3931(2) 0.0597(6) Uani 1 1 d . . .
H017 H 0.5989 -0.3964 0.4700 0.072 Uiso 1 1 calc R . .
C9 C 0.1940(3) -0.2237(2) -0.0615(2) 0.0593(6) Uani 1 1 d . . .
H018 H 0.1585 -0.1711 -0.1206 0.071 Uiso 1 1 calc R . .
C13 C 0.3102(3) -0.3155(2) 0.4386(2) 0.0652(7) Uani 1 1 d . . .
H01A H 0.2271 -0.2783 0.4004 0.098 Uiso 1 1 calc R . .
H01B H 0.3019 -0.2743 0.4947 0.098 Uiso 1 1 calc R . .
H01C H 0.2966 -0.3937 0.4744 0.098 Uiso 1 1 calc R . .
C11 C 0.2559(3) -0.4155(2) 0.0359(2) 0.0635(7) Uani 1 1 d . . .
H020 H 0.2614 -0.4943 0.0440 0.076 Uiso 1 1 calc R . .
C28 C -0.2854(3) -0.0873(2) 0.3464(2) 0.0669(7) Uani 1 1 d . . .
H02A H -0.4017 -0.0651 0.3661 0.100 Uiso 1 1 calc R . .
H02B H -0.2542 -0.1533 0.4016 0.100 Uiso 1 1 calc R . .
H02C H -0.2475 -0.1067 0.2733 0.100 Uiso 1 1 calc R . .
C10 C 0.1995(3) -0.3401(2) -0.0502(2) 0.0635(7) Uani 1 1 d . . .
C27 C -0.3143(3) 0.0869(2) 0.4144(2) 0.0680(7) Uani 1 1 d . . .
H02D H -0.4270 0.0870 0.4253 0.102 Uiso 1 1 calc R . .
H02E H -0.2921 0.1633 0.3787 0.102 Uiso 1 1 calc R . .
H02F H -0.2903 0.0636 0.4863 0.102 Uiso 1 1 calc R . .
C16 C 0.2369(3) -0.0544(2) -0.0130(2) 0.0644(7) Uani 1 1 d . . .
H02G H 0.2699 -0.0362 0.0437 0.097 Uiso 1 1 calc R . .
H02H H 0.1288 -0.0130 -0.0132 0.097 Uiso 1 1 calc R . .
H02I H 0.3104 -0.0324 -0.0858 0.097 Uiso 1 1 calc R . .
C4 C 0.7687(3) -0.3716(2) 0.3209(3) 0.0636(7) Uani 1 1 d . . .
C18 C 0.3678(4) -0.47231(19) 0.2016(2) 0.0692(7) Uani 1 1 d . . .
H02J H 0.3984 -0.4368 0.2480 0.104 Uiso 1 1 calc R . .
H02K H 0.4607 -0.5235 0.1664 0.104 Uiso 1 1 calc R . .
H02L H 0.2840 -0.5154 0.2476 0.104 Uiso 1 1 calc R . .
C15 C 0.6802(3) -0.2364(2) 0.0391(2) 0.0687(7) Uani 1 1 d . . .
H02M H 0.5776 -0.2062 0.0217 0.103 Uiso 1 1 calc R . .
H02N H 0.7377 -0.2991 0.0017 0.103 Uiso 1 1 calc R . .
H02O H 0.7435 -0.1763 0.0138 0.103 Uiso 1 1 calc R . .
C26 C 0.1545(4) 0.2359(3) 0.3814(3) 0.0832(9) Uani 1 1 d . . .
H02P H 0.2169 0.2840 0.3914 0.125 Uiso 1 1 calc R . .
H02Q H 0.0891 0.2029 0.4537 0.125 Uiso 1 1 calc R . .
H02R H 0.0853 0.2817 0.3346 0.125 Uiso 1 1 calc R . .
C25 C 0.4010(4) 0.1835(2) 0.2413(2) 0.0747(8) Uani 1 1 d . . .
H02S H 0.4384 0.2369 0.2655 0.112 Uiso 1 1 calc R . .
H02T H 0.3696 0.2213 0.1730 0.112 Uiso 1 1 calc R . .
H02U H 0.4869 0.1184 0.2277 0.112 Uiso 1 1 calc R . .
C14 C 0.9155(4) -0.4237(3) 0.3669(3) 0.0938(10) Uani 1 1 d . . .
H03A H 1.0130 -0.4203 0.3058 0.141 Uiso 1 1 calc R . .
H03B H 0.9111 -0.5029 0.4046 0.141 Uiso 1 1 calc R . .
H03C H 0.9154 -0.3809 0.4195 0.141 Uiso 1 1 calc R . .
C17 C 0.1462(4) -0.3815(3) -0.1316(3) 0.0941(10) Uani 1 1 d . . .
H03D H 0.1584 -0.4643 -0.1116 0.141 Uiso 1 1 calc R . .
H03E H 0.2121 -0.3586 -0.2071 0.141 Uiso 1 1 calc R . .
H03F H 0.0342 -0.3478 -0.1277 0.141 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
C21 C22 1.387(3) . ?
C21 C20 1.394(3) . ?
C21 N1 1.413(3) . ?
C22 C23 1.400(3) . ?
C23 N2 1.390(3) . ?
C23 C24 1.394(3) . ?
C20 C19 1.391(3) . ?
C24 C19 1.396(3) . ?
B1 C19 1.570(3) . ?
B1 C7 1.570(3) . ?
B1 C1 1.580(3) . ?
N1 C26 1.443(3) . ?
N1 C25 1.443(3) . ?
C1 C2 1.404(3) . ?
C1 C6 1.405(3) . ?
C7 C12 1.414(3) . ?
C7 C8 1.418(3) . ?
N2 C28 1.438(3) . ?
N2 C27 1.441(3) . ?
C12 C11 1.390(3) . ?
C12 C18 1.506(3) . ?
C6 C5 1.392(3) . ?
C6 C15 1.502(4) . ?
C8 C9 1.385(3) . ?
C8 C16 1.512(3) . ?
C2 C3 1.388(3) . ?
C2 C13 1.518(3) . ?
C5 C4 1.371(4) . ?
C3 C4 1.388(4) . ?
C9 C10 1.381(4) . ?
C11 C10 1.366(4) . ?
C10 C17 1.516(4) . ?
C4 C14 1.516(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C22 C21 C20 118.63(19) . . ?
C22 C21 N1 121.47(19) . . ?
C20 C21 N1 119.83(19) . . ?
C21 C22 C23 122.08(19) . . ?
N2 C23 C24 121.59(19) . . ?
N2 C23 C22 120.30(19) . . ?
C24 C23 C22 118.06(19) . . ?
C19 C20 C21 120.7(2) . . ?
C23 C24 C19 120.85(19) . . ?
C19 B1 C7 119.88(19) . . ?
C19 B1 C1 116.25(18) . . ?
C7 B1 C1 123.85(18) . . ?
C21 N1 C26 117.5(2) . . ?
C21 N1 C25 117.12(19) . . ?
C26 N1 C25 112.6(2) . . ?
C2 C1 C6 117.8(2) . . ?
C2 C1 B1 120.71(19) . . ?
C6 C1 B1 121.5(2) . . ?
C20 C19 C24 119.61(19) . . ?
C20 C19 B1 119.65(19) . . ?
C24 C19 B1 120.70(18) . . ?
C12 C7 C8 116.9(2) . . ?
C12 C7 B1 122.00(19) . . ?
C8 C7 B1 121.05(18) . . ?
C23 N2 C28 119.07(19) . . ?
C23 N2 C27 119.3(2) . . ?
C28 N2 C27 116.1(2) . . ?
C11 C12 C7 119.8(2) . . ?
C11 C12 C18 117.6(2) . . ?
C7 C12 C18 122.5(2) . . ?
C5 C6 C1 120.4(2) . . ?
C5 C6 C15 118.6(2) . . ?
C1 C6 C15 121.0(2) . . ?
C9 C8 C7 120.5(2) . . ?
C9 C8 C16 116.8(2) . . ?
C7 C8 C16 122.6(2) . . ?
C3 C2 C1 120.2(2) . . ?
C3 C2 C13 118.0(2) . . ?
C1 C2 C13 121.7(2) . . ?
C4 C5 C6 121.7(2) . . ?
C2 C3 C4 121.7(2) . . ?
C10 C9 C8 122.1(2) . . ?
C10 C11 C12 123.0(2) . . ?
C11 C10 C9 117.6(2) . . ?
C11 C10 C17 121.8(3) . . ?
C9 C10 C17 120.6(3) . . ?
C5 C4 C3 118.1(2) . . ?
C5 C4 C14 121.3(3) . . ?
C3 C4 C14 120.6(3) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.048
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane/DCM'
####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1530087'
_audit_update_record             
;
2017-05-17 deposited with the CCDC.
2017-05-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H32 B N'
_chemical_formula_weight         369.34

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'
N N 0.0061 0.0033 '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'

_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                   8.490(2)
_cell_length_b                   11.754(3)
_cell_length_c                   12.334(3)
_cell_angle_alpha                106.332(13)
_cell_angle_beta                 96.924(13)
_cell_angle_gamma                102.979(12)
_cell_volume                     1128.6(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    17830
_cell_measurement_theta_min      1.8
_cell_measurement_theta_max      25.0

_exptl_crystal_description       Block
_exptl_crystal_colour            'Pale Yellow'
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.087
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             400
_exptl_absorpt_coefficient_mu    0.061
_exptl_absorpt_correction_T_min  0.989
_exptl_absorpt_correction_T_max  0.994
_exptl_absorpt_process_details   Sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker kappa apex ccd'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17830
_diffrn_reflns_av_R_equivalents  0.0475
_diffrn_reflns_av_sigmaI/netI    0.0345
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.75
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3973
_reflns_number_gt                2997
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker kappa apex ccd'
_computing_cell_refinement       'bruker saint'
_computing_data_reduction        'bruker saint'
_computing_structure_solution    SHELXS-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP-III
_computing_publication_material  WinGXv1.80.05

_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 > 2σ(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)+(0.0852P)²+0.2684P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3973
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0832
_refine_ls_R_factor_gt           0.0649
_refine_ls_wR_factor_ref         0.2037
_refine_ls_wR_factor_gt          0.1924
_refine_ls_goodness_of_fit_ref   1.269
_refine_ls_restrained_S_all      1.269
_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
B1 B 0.2212(3) 0.0953(2) 0.2514(2) 0.0450(6) Uani 1 1 d . . .
C7 C 0.2173(2) -0.04368(19) 0.22874(18) 0.0467(5) Uani 1 1 d . . .
C1 C 0.1071(2) 0.16006(18) 0.32371(18) 0.0453(5) Uani 1 1 d . . .
C24 C 0.4085(3) 0.2971(2) 0.2467(2) 0.0508(5) Uani 1 1 d . . .
H24 H 0.3773 0.3357 0.3143 0.061 Uiso 1 1 calc R . .
C19 C 0.3435(2) 0.17136(19) 0.19537(18) 0.0469(5) Uani 1 1 d . . .
C6 C 0.1037(3) 0.15956(19) 0.43739(19) 0.0512(6) Uani 1 1 d . . .
C23 C 0.5193(3) 0.3682(2) 0.2003(2) 0.0564(6) Uani 1 1 d . . .
C8 C 0.3616(3) -0.0796(2) 0.2538(2) 0.0546(6) Uani 1 1 d . . .
C12 C 0.0707(3) -0.1383(2) 0.17715(18) 0.0506(5) Uani 1 1 d . . .
C20 C 0.3882(3) 0.1144(2) 0.0929(2) 0.0556(6) Uani 1 1 d . . .
H20 H 0.3480 0.0297 0.0579 0.067 Uiso 1 1 calc R . .
C2 C 0.0044(3) 0.2211(2) 0.2771(2) 0.0527(6) Uani 1 1 d . . .
C11 C 0.0725(3) -0.2599(2) 0.1482(2) 0.0589(6) Uani 1 1 d . . .
H11 H -0.0253 -0.3205 0.1112 0.071 Uiso 1 1 calc R . .
C10 C 0.2130(3) -0.2955(2) 0.1717(2) 0.0627(7) Uani 1 1 d . . .
C9 C 0.3556(3) -0.2039(2) 0.2257(2) 0.0635(7) Uani 1 1 d . . .
H9 H 0.4516 -0.2257 0.2441 0.076 Uiso 1 1 calc R . .
C5 C 0.0036(3) 0.2188(2) 0.5001(2) 0.0630(6) Uani 1 1 d . . .
H5 H 0.0032 0.2175 0.5751 0.076 Uiso 1 1 calc R . .
C22 C 0.5575(3) 0.3087(2) 0.0968(2) 0.0636(7) Uani 1 1 d . . .
H22 H 0.6284 0.3537 0.0626 0.076 Uiso 1 1 calc R . .
C3 C -0.0939(3) 0.2777(2) 0.3429(2) 0.0635(7) Uani 1 1 d . . .
H3 H -0.1619 0.3162 0.3102 0.076 Uiso 1 1 calc R . .
C21 C 0.4915(3) 0.1835(2) 0.0439(2) 0.0643(7) Uani 1 1 d . . .
H21 H 0.5176 0.1456 -0.0260 0.077 Uiso 1 1 calc R . .
C4 C -0.0952(3) 0.2794(2) 0.4553(2) 0.0670(7) Uani 1 1 d . . .
C13 C -0.0097(3) 0.2216(3) 0.1541(2) 0.0704(7) Uani 1 1 d . . .
H13A H 0.0643 0.1795 0.1179 0.106 Uiso 1 1 calc R . .
H13B H 0.0185 0.3051 0.1532 0.106 Uiso 1 1 calc R . .
H13C H -0.1207 0.1806 0.1130 0.106 Uiso 1 1 calc R . .
C15 C 0.2093(3) 0.0988(2) 0.4957(2) 0.0696(7) Uani 1 1 d . . .
H15A H 0.2720 0.0616 0.4433 0.104 Uiso 1 1 calc R . .
H15B H 0.1405 0.0367 0.5188 0.104 Uiso 1 1 calc R . .
H15C H 0.2831 0.1594 0.5624 0.104 Uiso 1 1 calc R . .
N1 N 0.5849(3) 0.4941(2) 0.2558(2) 0.0863(8) Uani 1 1 d . . .
C18 C -0.0908(3) -0.1100(2) 0.1496(2) 0.0719(7) Uani 1 1 d . . .
H18A H -0.0745 -0.0224 0.1743 0.108 Uiso 1 1 calc R . .
H18B H -0.1685 -0.1465 0.1889 0.108 Uiso 1 1 calc R . .
H18C H -0.1325 -0.1431 0.0680 0.108 Uiso 1 1 calc R . .
C16 C 0.5231(3) 0.0137(2) 0.3138(3) 0.0781(8) Uani 1 1 d . . .
H16A H 0.5093 0.0951 0.3279 0.117 Uiso 1 1 calc R . .
H16B H 0.6036 0.0033 0.2661 0.117 Uiso 1 1 calc R . .
H16C H 0.5598 0.0022 0.3858 0.117 Uiso 1 1 calc R . .
C17 C 0.2099(5) -0.4307(3) 0.1392(3) 0.0918(10) Uani 1 1 d . . .
H17A H 0.3184 -0.4378 0.1623 0.138 Uiso 1 1 calc R . .
H17B H 0.1745 -0.4683 0.0573 0.138 Uiso 1 1 calc R . .
H17C H 0.1348 -0.4714 0.1775 0.138 Uiso 1 1 calc R . .
C26 C 0.5665(4) 0.5509(3) 0.3687(3) 0.0963(10) Uani 1 1 d . . .
H26A H 0.6197 0.6376 0.3917 0.144 Uiso 1 1 calc R . .
H26B H 0.6159 0.5153 0.4203 0.144 Uiso 1 1 calc R . .
H26C H 0.4514 0.5386 0.3709 0.144 Uiso 1 1 calc R . .
C14 C -0.2036(5) 0.3427(4) 0.5248(3) 0.1078(12) Uani 1 1 d . . .
H14A H -0.1887 0.3341 0.6002 0.162 Uiso 1 1 calc R . .
H14B H -0.3169 0.3058 0.4869 0.162 Uiso 1 1 calc R . .
H14C H -0.1743 0.4285 0.5316 0.162 Uiso 1 1 calc R . .
C25 C 0.7057(5) 0.5630(3) 0.2091(3) 0.1099(12) Uani 1 1 d . . .
H25A H 0.7391 0.6480 0.2562 0.165 Uiso 1 1 calc R . .
H25B H 0.6588 0.5566 0.1321 0.165 Uiso 1 1 calc R . .
H25C H 0.7998 0.5305 0.2079 0.165 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 C19 1.568(3) . ?
B1 C1 1.572(3) . ?
B1 C7 1.570(3) . ?
C7 C12 1.407(3) . ?
C7 C8 1.411(3) . ?
C1 C6 1.407(3) . ?
C1 C2 1.414(3) . ?
C24 C19 1.383(3) . ?
C24 C23 1.398(3) . ?
C19 C20 1.394(3) . ?
C6 C5 1.389(3) . ?
C6 C15 1.500(3) . ?
C23 N1 1.392(3) . ?
C23 C22 1.386(3) . ?
C8 C9 1.390(3) . ?
C8 C16 1.501(3) . ?
C12 C11 1.377(3) . ?
C12 C18 1.504(3) . ?
C20 C21 1.371(3) . ?
C2 C3 1.380(3) . ?
C2 C13 1.510(3) . ?
C11 C10 1.375(4) . ?
C10 C9 1.373(4) . ?
C10 C17 1.518(3) . ?
C5 C4 1.376(4) . ?
C22 C21 1.380(4) . ?
C3 C4 1.382(4) . ?
C4 C14 1.509(4) . ?
N1 C26 1.409(4) . ?
N1 C25 1.439(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C19 B1 C1 118.96(18) . . ?
C19 B1 C7 117.30(18) . . ?
C1 B1 C7 123.72(18) . . ?
C12 C7 C8 117.0(2) . . ?
C12 C7 B1 121.27(19) . . ?
C8 C7 B1 121.62(18) . . ?
C6 C1 C2 117.5(2) . . ?
C6 C1 B1 121.20(18) . . ?
C2 C1 B1 121.27(19) . . ?
C19 C24 C23 122.2(2) . . ?
C24 C19 C20 118.6(2) . . ?
C24 C19 B1 120.36(19) . . ?
C20 C19 B1 121.01(19) . . ?
C5 C6 C1 120.1(2) . . ?
C5 C6 C15 117.9(2) . . ?
C1 C6 C15 121.9(2) . . ?
N1 C23 C22 122.0(2) . . ?
N1 C23 C24 120.5(2) . . ?
C22 C23 C24 117.4(2) . . ?
C9 C8 C7 120.1(2) . . ?
C9 C8 C16 118.4(2) . . ?
C7 C8 C16 121.5(2) . . ?
C11 C12 C7 120.5(2) . . ?
C11 C12 C18 118.2(2) . . ?
C7 C12 C18 121.3(2) . . ?
C21 C20 C19 119.9(2) . . ?
C3 C2 C1 120.0(2) . . ?
C3 C2 C13 117.6(2) . . ?
C1 C2 C13 122.3(2) . . ?
C10 C11 C12 122.7(2) . . ?
C11 C10 C9 117.2(2) . . ?
C11 C10 C17 121.2(3) . . ?
C9 C10 C17 121.6(3) . . ?
C10 C9 C8 122.5(2) . . ?
C4 C5 C6 122.4(2) . . ?
C21 C22 C23 120.9(2) . . ?
C4 C3 C2 122.6(2) . . ?
C20 C21 C22 120.9(2) . . ?
C3 C4 C5 117.3(2) . . ?
C3 C4 C14 121.2(3) . . ?
C5 C4 C14 121.5(3) . . ?
C23 N1 C26 121.8(2) . . ?
C23 N1 C25 119.0(2) . . ?
C26 N1 C25 117.6(2) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.043
####################################################################### 
# 
# 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_dia
_database_code_depnum_ccdc_archive 'CCDC 947986'
_audit_update_record             
;
2015-06-18 deposited with the CCDC.
2017-05-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H29 B N2'
_chemical_formula_weight         356.30

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'
N N 0.0061 0.0033 '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'

_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                   8.4233(3)
_cell_length_b                   15.8089(6)
_cell_length_c                   16.7308(6)
_cell_angle_alpha                99.825(2)
_cell_angle_beta                 101.361(2)
_cell_angle_gamma                100.190(2)
_cell_volume                     2100.50(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9975
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      30.47

_exptl_crystal_description       Needle
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.127
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             768
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9910
_exptl_absorpt_correction_T_max  0.9968
_exptl_absorpt_process_details   Sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker kappa apex ccd'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 0.3
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            33986
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_sigmaI/netI    0.0251
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.64
_diffrn_reflns_theta_max         26.00
_reflns_number_total             8257
_reflns_number_gt                7102
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker Kappa Apex ccd'
_computing_cell_refinement       'bruker saint'
_computing_data_reduction        'bruker saint'
_computing_structure_solution    SHELXS-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP-III
_computing_publication_material  WinGXv1.80.05

_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 > 2σ(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)+(0.0607P)²+0.7330P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8257
_refine_ls_number_parameters     531
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0441
_refine_ls_wR_factor_ref         0.1247
_refine_ls_wR_factor_gt          0.1202
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C35 C 0.22819(17) 0.21993(9) 0.76315(9) 0.0277(3) Uani 1 1 d . . .
H1 H 0.1204 0.1879 0.7394 0.033 Uiso 1 1 calc R . .
C31 C 0.51812(16) 0.25477(8) 0.75639(8) 0.0222(3) Uani 1 1 d . . .
C30 C 0.92476(16) 0.32971(8) 0.67875(8) 0.0234(3) Uani 1 1 d . . .
H3 H 0.9629 0.2778 0.6753 0.028 Uiso 1 1 calc R . .
C25 C 0.76642(16) 0.32996(8) 0.69303(8) 0.0227(3) Uani 1 1 d . . .
C41 C 0.71110(17) 0.12752(9) 0.59126(8) 0.0265(3) Uani 1 1 d . . .
C36 C 0.35289(16) 0.20756(8) 0.72138(8) 0.0248(3) Uani 1 1 d . . .
C16 C 0.44923(16) 0.27755(8) 0.16330(8) 0.0236(3) Uani 1 1 d . . .
N4 N 1.18120(16) 0.40178(9) 0.65143(8) 0.0331(3) Uani 1 1 d . . .
C21 C 0.48077(16) 0.36211(8) 0.14471(8) 0.0233(3) Uani 1 1 d . . .
C40 C 0.70219(16) 0.15396(8) 0.67521(8) 0.0223(3) Uani 1 1 d . . .
C32 C 0.55154(16) 0.31227(8) 0.83574(8) 0.0232(3) Uani 1 1 d . . .
C11 C 0.72110(17) 0.00982(9) 0.17594(9) 0.0277(3) Uani 1 1 d . . .
H12 H 0.7367 -0.0329 0.2069 0.033 Uiso 1 1 calc R . .
C29 C 1.02627(16) 0.40543(9) 0.66959(8) 0.0247(3) Uani 1 1 d . . .
C45 C 0.74912(16) 0.10041(8) 0.73108(8) 0.0235(3) Uani 1 1 d . . .
C44 C 0.81547(17) 0.02865(9) 0.70517(9) 0.0269(3) Uani 1 1 d . . .
H15 H 0.8531 -0.0034 0.7439 0.032 Uiso 1 1 calc R . .
C12 C 0.66389(16) 0.08212(9) 0.20970(8) 0.0250(3) Uani 1 1 d . . .
C8 C 0.66414(17) 0.13476(9) 0.08169(8) 0.0267(3) Uani 1 1 d . . .
C15 C 0.62287(18) 0.08374(9) 0.29409(9) 0.0288(3) Uani 1 1 d . . .
H18A H 0.5599 0.0270 0.2946 0.043 Uiso 1 1 calc R . .
H18B H 0.5589 0.1273 0.3043 0.043 Uiso 1 1 calc R . .
H18C H 0.7238 0.0979 0.3368 0.043 Uiso 1 1 calc R . .
C10 C 0.75562(18) -0.00048(9) 0.09724(9) 0.0296(3) Uani 1 1 d . . .
C20 C 0.34971(17) 0.40090(9) 0.11768(8) 0.0257(3) Uani 1 1 d . . .
H20 H 0.3728 0.4561 0.1050 0.031 Uiso 1 1 calc R . .
C7 C 0.63805(16) 0.14808(8) 0.16383(8) 0.0241(3) Uani 1 1 d . . .
C27 C 0.80692(18) 0.48346(9) 0.68258(8) 0.0269(3) Uani 1 1 d . . .
C26 C 0.70856(17) 0.40805(9) 0.69421(8) 0.0247(3) Uani 1 1 d . . .
H23 H 0.6032 0.4094 0.7029 0.030 Uiso 1 1 calc R . .
C33 C 0.42315(17) 0.32316(9) 0.87483(8) 0.0259(3) Uani 1 1 d . . .
H24 H 0.4471 0.3615 0.9265 0.031 Uiso 1 1 calc R . .
C43 C 0.82717(17) 0.00357(9) 0.62308(9) 0.0296(3) Uani 1 1 d . . .
C28 C 0.96691(18) 0.48242(9) 0.67218(8) 0.0264(3) Uani 1 1 d . . .
H26 H 1.0344 0.5335 0.6669 0.032 Uiso 1 1 calc R . .
C1 C 0.69748(18) 0.28756(9) 0.29372(8) 0.0266(3) Uani 1 1 d . . .
C2 C 0.85688(18) 0.27823(9) 0.32878(9) 0.0275(3) Uani 1 1 d . . .
H28 H 0.9082 0.2413 0.2982 0.033 Uiso 1 1 calc R . .
N3 N 0.7400(2) 0.55848(9) 0.67688(10) 0.0411(3) Uani 1 1 d . . .
C24 C 0.65467(17) 0.41170(9) 0.15039(9) 0.0287(3) Uani 1 1 d . . .
H30A H 0.7334 0.3853 0.1815 0.043 Uiso 1 1 calc R . .
H30B H 0.6684 0.4719 0.1780 0.043 Uiso 1 1 calc R . .
H30C H 0.6728 0.4095 0.0953 0.043 Uiso 1 1 calc R . .
C48 C 0.72831(19) 0.11691(9) 0.81992(9) 0.0291(3) Uani 1 1 d . . .
H31A H 0.7785 0.1770 0.8469 0.044 Uiso 1 1 calc R . .
H31B H 0.7809 0.0786 0.8497 0.044 Uiso 1 1 calc R . .
H31C H 0.6123 0.1055 0.8195 0.044 Uiso 1 1 calc R . .
C37 C 0.72529(17) 0.35921(9) 0.88287(9) 0.0273(3) Uani 1 1 d . . .
H32A H 0.7863 0.3171 0.9005 0.041 Uiso 1 1 calc R . .
H32B H 0.7206 0.4008 0.9309 0.041 Uiso 1 1 calc R . .
H32C H 0.7796 0.3895 0.8472 0.041 Uiso 1 1 calc R . .
C18 C 0.15404(17) 0.27614(9) 0.12671(9) 0.0300(3) Uani 1 1 d . . .
H33 H 0.0449 0.2470 0.1206 0.036 Uiso 1 1 calc R . .
B1 B 0.59457(19) 0.23608(10) 0.20454(9) 0.0247(3) Uani 1 1 d . . .
C9 C 0.72379(18) 0.06196(9) 0.05096(9) 0.0297(3) Uani 1 1 d . . .
H35 H 0.7428 0.0551 -0.0024 0.036 Uiso 1 1 calc R . .
C19 C 0.18514(17) 0.35958(9) 0.10912(9) 0.0279(3) Uani 1 1 d . . .
C17 C 0.28205(18) 0.23507(9) 0.15328(9) 0.0279(3) Uani 1 1 d . . .
B2 B 0.65884(18) 0.24503(10) 0.70780(9) 0.0222(3) Uani 1 1 d . . .
C6 C 0.6249(2) 0.34435(10) 0.34118(9) 0.0336(3) Uani 1 1 d . . .
H39 H 0.5194 0.3516 0.3184 0.040 Uiso 1 1 calc R . .
C39 C 0.30401(18) 0.14567(10) 0.63687(9) 0.0340(3) Uani 1 1 d . . .
H40A H 0.1893 0.1166 0.6258 0.051 Uiso 1 1 calc R . .
H40B H 0.3714 0.1026 0.6364 0.051 Uiso 1 1 calc R . .
H40C H 0.3202 0.1784 0.5947 0.051 Uiso 1 1 calc R . .
C38 C 0.12348(19) 0.29468(12) 0.88176(11) 0.0396(4) Uani 1 1 d . . .
H41A H 0.1168 0.3553 0.8874 0.059 Uiso 1 1 calc R . .
H41B H 0.1464 0.2809 0.9360 0.059 Uiso 1 1 calc R . .
H41C H 0.0199 0.2580 0.8490 0.059 Uiso 1 1 calc R . .
N2 N 1.10160(18) 0.31758(10) 0.44405(10) 0.0420(3) Uani 1 1 d . . .
C34 C 0.26054(17) 0.27865(9) 0.83912(9) 0.0286(3) Uani 1 1 d . . .
C3 C 0.93984(19) 0.32435(9) 0.40999(9) 0.0302(3) Uani 1 1 d . . .
C42 C 0.77046(18) 0.05269(9) 0.56673(9) 0.0300(3) Uani 1 1 d . . .
H45 H 0.7721 0.0352 0.5110 0.036 Uiso 1 1 calc R . .
C46 C 0.6496(2) 0.17570(10) 0.52451(9) 0.0349(3) Uani 1 1 d . . .
H46A H 0.6048 0.2231 0.5485 0.052 Uiso 1 1 calc R . .
H46B H 0.5649 0.1356 0.4808 0.052 Uiso 1 1 calc R . .
H46C H 0.7402 0.1989 0.5019 0.052 Uiso 1 1 calc R . .
C4 C 0.8635(2) 0.38017(10) 0.45509(9) 0.0365(4) Uani 1 1 d . . .
H47 H 0.9191 0.4111 0.5086 0.044 Uiso 1 1 calc R . .
C13 C 0.6333(2) 0.19796(10) 0.02518(9) 0.0354(3) Uani 1 1 d . . .
H48A H 0.5346 0.2182 0.0314 0.053 Uiso 1 1 calc R . .
H48B H 0.6196 0.1686 -0.0317 0.053 Uiso 1 1 calc R . .
H48C H 0.7260 0.2473 0.0399 0.053 Uiso 1 1 calc R . .
C47 C 0.8941(2) -0.07638(10) 0.59652(11) 0.0425(4) Uani 1 1 d . . .
H49A H 0.9667 -0.0870 0.6439 0.064 Uiso 1 1 calc R . .
H49B H 0.9545 -0.0665 0.5547 0.064 Uiso 1 1 calc R . .
H49C H 0.8037 -0.1265 0.5740 0.064 Uiso 1 1 calc R . .
N1 N 0.6313(3) 0.44937(12) 0.46550(11) 0.0624(5) Uani 1 1 d . . .
C5 C 0.7064(2) 0.39057(10) 0.42187(9) 0.0387(4) Uani 1 1 d . . .
C23 C 0.04604(18) 0.40508(10) 0.08386(11) 0.0368(3) Uani 1 1 d . . .
H52A H 0.0359 0.4450 0.1318 0.055 Uiso 1 1 calc R . .
H52B H -0.0560 0.3620 0.0615 0.055 Uiso 1 1 calc R . .
H52C H 0.0697 0.4372 0.0422 0.055 Uiso 1 1 calc R . .
C14 C 0.8240(2) -0.07744(10) 0.06333(11) 0.0409(4) Uani 1 1 d . . .
H53A H 0.8540 -0.1084 0.1067 0.061 Uiso 1 1 calc R . .
H53B H 0.9202 -0.0565 0.0437 0.061 Uiso 1 1 calc R . .
H53C H 0.7412 -0.1164 0.0180 0.061 Uiso 1 1 calc R . .
C22 C 0.2391(2) 0.14641(10) 0.17572(11) 0.0399(4) Uani 1 1 d . . .
H54A H 0.2952 0.1065 0.1485 0.060 Uiso 1 1 calc R . .
H54B H 0.1214 0.1237 0.1578 0.060 Uiso 1 1 calc R . .
H54C H 0.2734 0.1528 0.2351 0.060 Uiso 1 1 calc R . .
H29A H 0.686(3) 0.5722(14) 0.7157(14) 0.059(6) Uiso 1 1 d . . .
H8A H 1.233(3) 0.3660(14) 0.6780(13) 0.056(6) Uiso 1 1 d . . .
H8B H 1.248(2) 0.4547(14) 0.6594(12) 0.051(5) Uiso 1 1 d . . .
H42A H 1.133(3) 0.2687(16) 0.4184(14) 0.067(7) Uiso 1 1 d . . .
H29B H 0.813(3) 0.6036(16) 0.6782(15) 0.069(7) Uiso 1 1 d . . .
H42B H 1.140(3) 0.3401(15) 0.5009(15) 0.068(7) Uiso 1 1 d . . .
H50A H 0.511(4) 0.4431(18) 0.4432(18) 0.098(9) Uiso 1 1 d . . .
H50B H 0.676(4) 0.4653(19) 0.521(2) 0.098(9) Uiso 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
C35 C34 1.387(2) . ?
C35 C36 1.3947(19) . ?
C31 C36 1.4140(19) . ?
C31 C32 1.4208(18) . ?
C31 B2 1.5783(19) . ?
C30 C29 1.3928(19) . ?
C30 C25 1.4011(18) . ?
C25 C26 1.4036(18) . ?
C25 B2 1.5670(19) . ?
C41 C42 1.3936(19) . ?
C41 C40 1.4160(18) . ?
C41 C46 1.516(2) . ?
C36 C39 1.511(2) . ?
C16 C17 1.4128(19) . ?
C16 C21 1.4154(18) . ?
C16 B1 1.584(2) . ?
N4 C29 1.4056(18) . ?
C21 C20 1.3917(19) . ?
C21 C24 1.5109(19) . ?
C40 C45 1.4105(18) . ?
C40 B2 1.5812(19) . ?
C32 C33 1.3903(18) . ?
C32 C37 1.5085(19) . ?
C11 C10 1.393(2) . ?
C11 C12 1.3927(19) . ?
C29 C28 1.3925(19) . ?
C45 C44 1.3926(18) . ?
C45 C48 1.5148(18) . ?
C44 C43 1.391(2) . ?
C12 C7 1.4182(19) . ?
C12 C15 1.5155(18) . ?
C8 C9 1.3949(19) . ?
C8 C7 1.4204(18) . ?
C8 C13 1.5090(19) . ?
C10 C9 1.385(2) . ?
C10 C14 1.5081(19) . ?
C20 C19 1.3923(19) . ?
C7 B1 1.5776(19) . ?
C27 C26 1.3925(19) . ?
C27 C28 1.395(2) . ?
C27 N3 1.4097(18) . ?
C33 C34 1.386(2) . ?
C43 C42 1.387(2) . ?
C43 C47 1.5073(19) . ?
C1 C6 1.397(2) . ?
C1 C2 1.399(2) . ?
C1 B1 1.570(2) . ?
C2 C3 1.405(2) . ?
C18 C19 1.391(2) . ?
C18 C17 1.392(2) . ?
C19 C23 1.5085(19) . ?
C17 C22 1.513(2) . ?
C6 C5 1.396(2) . ?
C38 C34 1.5075(19) . ?
N2 C3 1.400(2) . ?
C3 C4 1.388(2) . ?
C4 C5 1.380(2) . ?
N1 C5 1.398(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C34 C35 C36 121.79(13) . . ?
C36 C31 C32 117.59(12) . . ?
C36 C31 B2 120.87(12) . . ?
C32 C31 B2 121.53(11) . . ?
C29 C30 C25 121.50(12) . . ?
C30 C25 C26 118.19(12) . . ?
C30 C25 B2 120.32(11) . . ?
C26 C25 B2 121.49(12) . . ?
C42 C41 C40 120.20(13) . . ?
C42 C41 C46 117.68(12) . . ?
C40 C41 C46 122.05(12) . . ?
C35 C36 C31 120.31(13) . . ?
C35 C36 C39 117.92(12) . . ?
C31 C36 C39 121.72(12) . . ?
C17 C16 C21 117.71(12) . . ?
C17 C16 B1 120.18(12) . . ?
C21 C16 B1 121.68(12) . . ?
C20 C21 C16 120.21(12) . . ?
C20 C21 C24 117.88(12) . . ?
C16 C21 C24 121.87(12) . . ?
C45 C40 C41 117.74(12) . . ?
C45 C40 B2 120.59(11) . . ?
C41 C40 B2 121.39(11) . . ?
C33 C32 C31 120.14(12) . . ?
C33 C32 C37 117.51(12) . . ?
C31 C32 C37 122.26(11) . . ?
C10 C11 C12 121.98(13) . . ?
C28 C29 C30 119.17(12) . . ?
C28 C29 N4 120.72(13) . . ?
C30 C29 N4 119.93(12) . . ?
C44 C45 C40 120.20(12) . . ?
C44 C45 C48 117.40(12) . . ?
C40 C45 C48 122.39(12) . . ?
C43 C44 C45 121.91(13) . . ?
C11 C12 C7 120.31(12) . . ?
C11 C12 C15 117.05(12) . . ?
C7 C12 C15 122.56(12) . . ?
C9 C8 C7 120.06(13) . . ?
C9 C8 C13 117.34(12) . . ?
C7 C8 C13 122.58(12) . . ?
C9 C10 C11 117.73(12) . . ?
C9 C10 C14 121.18(13) . . ?
C11 C10 C14 121.08(13) . . ?
C21 C20 C19 122.02(12) . . ?
C12 C7 C8 117.49(12) . . ?
C12 C7 B1 121.33(12) . . ?
C8 C7 B1 121.03(12) . . ?
C26 C27 C28 119.75(12) . . ?
C26 C27 N3 119.39(13) . . ?
C28 C27 N3 120.77(13) . . ?
C27 C26 C25 120.81(12) . . ?
C34 C33 C32 122.02(13) . . ?
C42 C43 C44 117.81(12) . . ?
C42 C43 C47 121.67(13) . . ?
C44 C43 C47 120.49(14) . . ?
C29 C28 C27 120.48(12) . . ?
C6 C1 C2 118.27(13) . . ?
C6 C1 B1 118.32(13) . . ?
C2 C1 B1 123.40(12) . . ?
C1 C2 C3 120.37(13) . . ?
C19 C18 C17 121.74(13) . . ?
C1 B1 C7 119.32(12) . . ?
C1 B1 C16 115.60(11) . . ?
C7 B1 C16 125.07(12) . . ?
C10 C9 C8 122.25(13) . . ?
C18 C19 C20 117.76(13) . . ?
C18 C19 C23 121.34(13) . . ?
C20 C19 C23 120.88(13) . . ?
C18 C17 C16 120.53(12) . . ?
C18 C17 C22 118.71(13) . . ?
C16 C17 C22 120.67(13) . . ?
C25 B2 C31 118.87(11) . . ?
C25 B2 C40 117.49(11) . . ?
C31 B2 C40 123.61(11) . . ?
C5 C6 C1 121.80(14) . . ?
C33 C34 C35 118.08(12) . . ?
C33 C34 C38 120.56(14) . . ?
C35 C34 C38 121.35(14) . . ?
C4 C3 N2 119.89(14) . . ?
C4 C3 C2 119.58(14) . . ?
N2 C3 C2 120.46(14) . . ?
C43 C42 C41 121.88(13) . . ?
C5 C4 C3 121.15(14) . . ?
C4 C5 C6 118.82(14) . . ?
C4 C5 N1 121.50(15) . . ?
C6 C5 N1 119.60(16) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.039
####################################################################### 
# 
# 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_diamine
_database_code_depnum_ccdc_archive 'CCDC 1407288'
_audit_update_record             
;
2015-06-18 deposited with the CCDC.
2017-05-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H58 B2 N4'
_chemical_formula_weight         712.62

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'
N N 0.0061 0.0033 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   8.6548(11)
_cell_length_b                   12.1919(13)
_cell_length_c                   39.327(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.715(7)
_cell_angle_gamma                90.00
_cell_volume                     4149.4(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9885
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      28.83

_exptl_crystal_description       Prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.141
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1536
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.994
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker kappa apex ccd'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 0.3
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            58331
_diffrn_reflns_av_R_equivalents  0.1051
_diffrn_reflns_av_sigmaI/netI    0.0680
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -48
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_theta_min         1.75
_diffrn_reflns_theta_max         26.00
_reflns_number_total             8126
_reflns_number_gt                5975
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker Kappa Apex ccd'
_computing_cell_refinement       'bruker saint'
_computing_data_reduction        'bruker saint'
_computing_structure_solution    SHELXS-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP-III
_computing_publication_material  WinGXv1.80.05

_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 > 2σ(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)+(0.0750P)²+0.3640P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8126
_refine_ls_number_parameters     531
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0814
_refine_ls_R_factor_gt           0.0557
_refine_ls_wR_factor_ref         0.1483
_refine_ls_wR_factor_gt          0.1361
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_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
N2 N 0.14318(19) 0.53601(12) 0.30512(5) 0.0208(4) Uani 1 1 d . . .
N3 N 0.3754(2) 0.69562(14) 0.27761(4) 0.0219(4) Uani 1 1 d . . .
N1 N 0.0103(2) 0.26389(15) 0.21991(4) 0.0251(4) Uani 1 1 d . . .
C2 C -0.08664(19) 0.24755(14) 0.27699(4) 0.0152(4) Uani 1 1 d . . .
H4 H -0.1423 0.1857 0.2704 0.018 Uiso 1 1 calc R . .
C31 C 0.19412(19) 0.69127(14) 0.41057(4) 0.0158(4) Uani 1 1 d . . .
C26 C 0.3713(2) 0.71942(14) 0.33885(4) 0.0172(4) Uani 1 1 d . . .
H6 H 0.2659 0.7338 0.3375 0.021 Uiso 1 1 calc R . .
C41 C 0.47294(19) 0.75941(14) 0.46665(4) 0.0168(4) Uani 1 1 d . . .
N4 N 0.84476(18) 0.64968(15) 0.34452(5) 0.0259(4) Uani 1 1 d . . .
C40 C 0.44988(19) 0.80466(13) 0.43396(4) 0.0154(4) Uani 1 1 d . . .
C33 C -0.0658(2) 0.71050(14) 0.43275(4) 0.0181(4) Uani 1 1 d . . .
H10 H -0.1455 0.7555 0.4401 0.022 Uiso 1 1 calc R . .
C3 C 0.00585(19) 0.30104(13) 0.25331(4) 0.0162(4) Uani 1 1 d . . .
C1 C -0.09706(19) 0.28531(13) 0.31041(4) 0.0152(4) Uani 1 1 d . . .
C7 C -0.35192(19) 0.16773(13) 0.32045(4) 0.0146(4) Uani 1 1 d . . .
C30 C 0.6050(2) 0.69807(14) 0.37188(5) 0.0184(4) Uani 1 1 d . . .
H14 H 0.6572 0.7021 0.3926 0.022 Uiso 1 1 calc R . .
C32 C 0.0699(2) 0.75844(14) 0.42162(4) 0.0165(4) Uani 1 1 d . . .
C35 C 0.0304(2) 0.53187(14) 0.42044(5) 0.0203(4) Uani 1 1 d . . .
H16 H 0.0162 0.4563 0.4194 0.024 Uiso 1 1 calc R . .
C19 C -0.0583(2) 0.23580(14) 0.44454(5) 0.0203(4) Uani 1 1 d . . .
C4 C 0.08529(19) 0.39567(14) 0.26319(4) 0.0170(4) Uani 1 1 d . . .
H18 H 0.1466 0.4321 0.2476 0.020 Uiso 1 1 calc R . .
C15 C -0.2256(2) -0.01774(14) 0.33023(5) 0.0225(4) Uani 1 1 d . . .
H19A H -0.1369 -0.0052 0.3163 0.034 Uiso 1 1 calc R . .
H19B H -0.2539 -0.0938 0.3291 0.034 Uiso 1 1 calc R . .
H19C H -0.2012 0.0015 0.3534 0.034 Uiso 1 1 calc R . .
C29 C 0.6867(2) 0.66955(14) 0.34270(5) 0.0178(4) Uani 1 1 d . . .
C17 C -0.0003(2) 0.19768(13) 0.38522(5) 0.0181(4) Uani 1 1 d . . .
C5 C 0.07383(19) 0.43606(13) 0.29617(4) 0.0157(4) Uani 1 1 d . . .
C43 C 0.6381(2) 0.91336(14) 0.48333(5) 0.0195(4) Uani 1 1 d . . .
C45 C 0.51978(19) 0.90746(14) 0.42692(4) 0.0180(4) Uani 1 1 d . . .
C25 C 0.44697(19) 0.72055(13) 0.37056(4) 0.0163(4) Uani 1 1 d . . .
C6 C -0.01538(19) 0.37978(14) 0.31989(5) 0.0167(4) Uani 1 1 d . . .
H26 H -0.0205 0.4053 0.3421 0.020 Uiso 1 1 calc R . .
C21 C -0.2613(2) 0.24725(13) 0.40113(4) 0.0170(4) Uani 1 1 d . . .
C28 C 0.6089(2) 0.66967(14) 0.31141(5) 0.0185(4) Uani 1 1 d . . .
H28 H 0.6619 0.6514 0.2918 0.022 Uiso 1 1 calc R . .
C16 C -0.15490(19) 0.22103(13) 0.37510(4) 0.0158(4) Uani 1 1 d . . .
C27 C 0.4529(2) 0.69685(13) 0.30922(4) 0.0164(4) Uani 1 1 d . . .
C20 C -0.2109(2) 0.25315(14) 0.43485(5) 0.0203(4) Uani 1 1 d . . .
H31 H -0.2826 0.2694 0.4515 0.024 Uiso 1 1 calc R . .
C42 C 0.5666(2) 0.81393(14) 0.49045(5) 0.0198(4) Uani 1 1 d . . .
H32 H 0.5815 0.7826 0.5118 0.024 Uiso 1 1 calc R . .
C18 C 0.0440(2) 0.20583(14) 0.41932(5) 0.0201(4) Uani 1 1 d . . .
H33 H 0.1459 0.1906 0.4254 0.024 Uiso 1 1 calc R . .
C12 C -0.3588(2) 0.05195(14) 0.31750(4) 0.0166(4) Uani 1 1 d . . .
C36 C 0.1687(2) 0.57682(14) 0.40896(4) 0.0172(4) Uani 1 1 d . . .
C34 C -0.0867(2) 0.59735(14) 0.43333(4) 0.0184(4) Uani 1 1 d . . .
C10 C -0.6125(2) 0.06381(15) 0.29017(4) 0.0206(4) Uani 1 1 d . . .
C8 C -0.4759(2) 0.23030(14) 0.30718(4) 0.0171(4) Uani 1 1 d . . .
C11 C -0.4872(2) 0.00281(14) 0.30229(5) 0.0201(4) Uani 1 1 d . . .
H39 H -0.4896 -0.0731 0.3001 0.024 Uiso 1 1 calc R . .
C9 C -0.6048(2) 0.17718(15) 0.29302(4) 0.0189(4) Uani 1 1 d . . .
H40 H -0.6878 0.2191 0.2853 0.023 Uiso 1 1 calc R . .
C13 C -0.4764(2) 0.35458(14) 0.30836(5) 0.0243(4) Uani 1 1 d . . .
H41A H -0.5579 0.3792 0.3228 0.036 Uiso 1 1 calc R . .
H41B H -0.4927 0.3830 0.2858 0.036 Uiso 1 1 calc R . .
H41C H -0.3790 0.3802 0.3172 0.036 Uiso 1 1 calc R . .
C44 C 0.6115(2) 0.95901(14) 0.45161(5) 0.0208(4) Uani 1 1 d . . .
H42 H 0.6562 1.0263 0.4465 0.025 Uiso 1 1 calc R . .
C46 C 0.4001(2) 0.65177(14) 0.47717(5) 0.0217(4) Uani 1 1 d . . .
H43A H 0.2899 0.6601 0.4779 0.033 Uiso 1 1 calc R . .
H43B H 0.4384 0.6312 0.4993 0.033 Uiso 1 1 calc R . .
H43C H 0.4259 0.5959 0.4610 0.033 Uiso 1 1 calc R . .
B1 B -0.2025(2) 0.22408(15) 0.33626(5) 0.0158(4) Uani 1 1 d . . .
C24 C -0.4277(2) 0.27585(16) 0.39368(5) 0.0238(4) Uani 1 1 d . . .
H45A H -0.4335 0.3486 0.3844 0.036 Uiso 1 1 calc R . .
H45B H -0.4855 0.2727 0.4143 0.036 Uiso 1 1 calc R . .
H45C H -0.4700 0.2245 0.3776 0.036 Uiso 1 1 calc R . .
B2 B 0.3599(2) 0.74109(16) 0.40466(5) 0.0166(4) Uani 1 1 d . . .
C37 C 0.0804(2) 0.88174(14) 0.42023(5) 0.0230(4) Uani 1 1 d . . .
H47A H 0.1798 0.9048 0.4287 0.034 Uiso 1 1 calc R . .
H47B H 0.0009 0.9131 0.4340 0.034 Uiso 1 1 calc R . .
H47C H 0.0672 0.9059 0.3971 0.034 Uiso 1 1 calc R . .
C39 C 0.2917(2) 0.49678(14) 0.39733(5) 0.0234(4) Uani 1 1 d . . .
H48A H 0.3332 0.5213 0.3761 0.035 Uiso 1 1 calc R . .
H48B H 0.2466 0.4254 0.3944 0.035 Uiso 1 1 calc R . .
H48C H 0.3729 0.4930 0.4141 0.035 Uiso 1 1 calc R . .
C22 C 0.1215(2) 0.15950(16) 0.36062(5) 0.0243(4) Uani 1 1 d . . .
H49A H 0.0723 0.1274 0.3410 0.036 Uiso 1 1 calc R . .
H49B H 0.1866 0.1059 0.3715 0.036 Uiso 1 1 calc R . .
H49C H 0.1830 0.2210 0.3537 0.036 Uiso 1 1 calc R . .
C38 C -0.2314(2) 0.54685(16) 0.44741(5) 0.0281(5) Uani 1 1 d . . .
H50A H -0.2925 0.6028 0.4579 0.042 Uiso 1 1 calc R . .
H50B H -0.2040 0.4922 0.4640 0.042 Uiso 1 1 calc R . .
H50C H -0.2899 0.5134 0.4293 0.042 Uiso 1 1 calc R . .
C48 C 0.4896(2) 0.96866(15) 0.39419(5) 0.0275(5) Uani 1 1 d . . .
H51A H 0.4987 0.9192 0.3753 0.041 Uiso 1 1 calc R . .
H51B H 0.5636 1.0268 0.3920 0.041 Uiso 1 1 calc R . .
H51C H 0.3872 0.9990 0.3944 0.041 Uiso 1 1 calc R . .
C47 C 0.7383(2) 0.97206(16) 0.50919(5) 0.0280(5) Uani 1 1 d . . .
H52A H 0.7343 0.9340 0.5305 0.042 Uiso 1 1 calc R . .
H52B H 0.7013 1.0457 0.5121 0.042 Uiso 1 1 calc R . .
H52C H 0.8430 0.9739 0.5014 0.042 Uiso 1 1 calc R . .
C23 C -0.0074(2) 0.25224(17) 0.48102(5) 0.0304(5) Uani 1 1 d . . .
H53A H -0.0264 0.3268 0.4876 0.046 Uiso 1 1 calc R . .
H53B H 0.1010 0.2366 0.4832 0.046 Uiso 1 1 calc R . .
H53C H -0.0644 0.2037 0.4954 0.046 Uiso 1 1 calc R . .
C14 C -0.7536(2) 0.00838(16) 0.27494(5) 0.0293(5) Uani 1 1 d . . .
H54A H -0.7261 -0.0278 0.2542 0.044 Uiso 1 1 calc R . .
H54B H -0.8318 0.0624 0.2702 0.044 Uiso 1 1 calc R . .
H54C H -0.7927 -0.0446 0.2907 0.044 Uiso 1 1 calc R . .
H1A H 0.165(2) 0.5442(16) 0.3268(6) 0.032(6) Uiso 1 1 d . . .
H3A H -0.022(2) 0.1954(18) 0.2162(5) 0.033(6) Uiso 1 1 d . . .
H2A H 0.436(3) 0.694(2) 0.2598(8) 0.070(9) Uiso 1 1 d . . .
H1B H 0.223(3) 0.5565(17) 0.2921(6) 0.038(6) Uiso 1 1 d . . .
H2B H 0.296(3) 0.7454(18) 0.2767(5) 0.034(6) Uiso 1 1 d . . .
H8A H 0.884(3) 0.6329(17) 0.3648(6) 0.040(7) Uiso 1 1 d . . .
H8B H 0.878(3) 0.600(2) 0.3282(6) 0.053(7) Uiso 1 1 d . . .
H3B H 0.091(3) 0.2907(17) 0.2060(6) 0.039(6) Uiso 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
N2 C5 1.401(2) . ?
N3 C27 1.405(2) . ?
N1 C3 1.390(2) . ?
C2 C1 1.397(2) . ?
C2 C3 1.397(2) . ?
C31 C36 1.414(2) . ?
C31 C32 1.423(2) . ?
C31 B2 1.578(3) . ?
C26 C27 1.398(2) . ?
C26 C25 1.401(2) . ?
C41 C42 1.398(2) . ?
C41 C40 1.411(2) . ?
C41 C46 1.516(2) . ?
N4 C29 1.390(2) . ?
C40 C45 1.420(2) . ?
C40 B2 1.585(3) . ?
C33 C32 1.388(2) . ?
C33 C34 1.391(2) . ?
C3 C4 1.396(2) . ?
C1 C6 1.400(2) . ?
C1 B1 1.564(3) . ?
C7 C8 1.412(2) . ?
C7 C12 1.417(2) . ?
C7 B1 1.585(3) . ?
C30 C25 1.395(2) . ?
C30 C29 1.400(2) . ?
C32 C37 1.507(2) . ?
C35 C34 1.391(2) . ?
C35 C36 1.397(2) . ?
C19 C18 1.386(3) . ?
C19 C20 1.387(3) . ?
C19 C23 1.509(3) . ?
C4 C5 1.392(2) . ?
C15 C12 1.513(2) . ?
C29 C28 1.396(2) . ?
C17 C18 1.394(2) . ?
C17 C16 1.420(2) . ?
C17 C22 1.513(3) . ?
C5 C6 1.398(2) . ?
C43 C44 1.383(3) . ?
C43 C42 1.391(3) . ?
C43 C47 1.508(2) . ?
C45 C44 1.396(2) . ?
C45 C48 1.508(3) . ?
C25 B2 1.567(3) . ?
C21 C20 1.392(2) . ?
C21 C16 1.422(2) . ?
C21 C24 1.507(2) . ?
C28 C27 1.392(2) . ?
C16 B1 1.577(3) . ?
C12 C11 1.391(2) . ?
C36 C39 1.519(2) . ?
C34 C38 1.507(3) . ?
C10 C9 1.388(2) . ?
C10 C11 1.394(3) . ?
C10 C14 1.513(2) . ?
C8 C9 1.399(2) . ?
C8 C13 1.516(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 C2 C3 121.18(16) . . ?
C36 C31 C32 117.63(16) . . ?
C36 C31 B2 120.97(15) . . ?
C32 C31 B2 120.99(15) . . ?
C27 C26 C25 120.56(16) . . ?
C42 C41 C40 119.89(16) . . ?
C42 C41 C46 117.92(16) . . ?
C40 C41 C46 122.19(15) . . ?
C41 C40 C45 117.83(15) . . ?
C41 C40 B2 122.26(15) . . ?
C45 C40 B2 119.76(15) . . ?
C32 C33 C34 122.22(16) . . ?
N1 C3 C4 120.86(16) . . ?
N1 C3 C2 120.03(16) . . ?
C4 C3 C2 118.99(16) . . ?
C2 C1 C6 118.92(16) . . ?
C2 C1 B1 119.97(15) . . ?
C6 C1 B1 121.09(16) . . ?
C8 C7 C12 118.48(15) . . ?
C8 C7 B1 121.59(14) . . ?
C12 C7 B1 119.81(15) . . ?
C25 C30 C29 121.58(16) . . ?
C33 C32 C31 119.96(16) . . ?
C33 C32 C37 118.89(15) . . ?
C31 C32 C37 121.11(16) . . ?
C34 C35 C36 121.59(16) . . ?
C18 C19 C20 117.28(17) . . ?
C18 C19 C23 122.25(17) . . ?
C20 C19 C23 120.45(18) . . ?
C5 C4 C3 120.75(16) . . ?
N4 C29 C28 120.64(17) . . ?
N4 C29 C30 120.54(17) . . ?
C28 C29 C30 118.64(16) . . ?
C18 C17 C16 120.15(16) . . ?
C18 C17 C22 116.87(16) . . ?
C16 C17 C22 122.94(16) . . ?
C4 C5 C6 119.63(15) . . ?
C4 C5 N2 120.43(16) . . ?
C6 C5 N2 119.83(16) . . ?
C44 C43 C42 117.55(16) . . ?
C44 C43 C47 120.35(17) . . ?
C42 C43 C47 122.09(17) . . ?
C44 C45 C40 120.10(16) . . ?
C44 C45 C48 117.52(16) . . ?
C40 C45 C48 122.23(15) . . ?
C30 C25 C26 118.57(16) . . ?
C30 C25 B2 118.77(15) . . ?
C26 C25 B2 122.60(16) . . ?
C5 C6 C1 120.49(16) . . ?
C20 C21 C16 119.94(16) . . ?
C20 C21 C24 117.42(16) . . ?
C16 C21 C24 122.55(16) . . ?
C27 C28 C29 120.81(17) . . ?
C17 C16 C21 117.37(16) . . ?
C17 C16 B1 120.65(16) . . ?
C21 C16 B1 121.89(15) . . ?
C28 C27 C26 119.69(16) . . ?
C28 C27 N3 120.28(17) . . ?
C26 C27 N3 119.94(17) . . ?
C19 C20 C21 122.68(17) . . ?
C43 C42 C41 122.35(17) . . ?
C19 C18 C17 122.46(17) . . ?
C11 C12 C7 119.78(16) . . ?
C11 C12 C15 120.13(15) . . ?
C7 C12 C15 120.08(15) . . ?
C35 C36 C31 120.42(16) . . ?
C35 C36 C39 116.86(15) . . ?
C31 C36 C39 122.58(16) . . ?
C35 C34 C33 117.90(16) . . ?
C35 C34 C38 120.80(16) . . ?
C33 C34 C38 121.31(16) . . ?
C9 C10 C11 117.88(16) . . ?
C9 C10 C14 120.93(17) . . ?
C11 C10 C14 121.18(16) . . ?
C9 C8 C7 119.71(16) . . ?
C9 C8 C13 118.19(15) . . ?
C7 C8 C13 122.09(15) . . ?
C12 C11 C10 122.07(16) . . ?
C10 C9 C8 122.00(16) . . ?
C43 C44 C45 122.23(17) . . ?
C1 B1 C16 119.57(15) . . ?
C1 B1 C7 115.58(15) . . ?
C16 B1 C7 124.85(16) . . ?
C25 B2 C31 120.84(15) . . ?
C25 B2 C40 117.58(15) . . ?
C31 B2 C40 121.38(16) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.060
