# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2016

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

data_1_0m
_database_code_depnum_ccdc_archive 'CCDC 1453219'
_audit_update_record             
;
2016-02-14 deposited with the CCDC.
2016-11-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H28 B N'
_chemical_formula_weight         389.32

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   P2(1)/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                   9.224(5)
_cell_length_b                   15.412(8)
_cell_length_c                   16.217(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.827(14)
_cell_angle_gamma                90.00
_cell_volume                     2272(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7351
_cell_measurement_theta_min      3.06
_cell_measurement_theta_max      26.64

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.138
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             832
_exptl_absorpt_coefficient_mu    0.064
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.994
_exptl_absorpt_correction_T_max  0.997
_exptl_absorpt_process_details   Sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(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 kapa 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            71456
_diffrn_reflns_av_R_equivalents  0.0610
_diffrn_reflns_av_sigmaI/netI    0.0237
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.06
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3987
_reflns_number_gt                3108
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker kapa apex ccd'
_computing_cell_refinement       'Bruker saint'
_computing_data_reduction        Shelxs-97
_computing_structure_solution    Shelxl-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP-111
_computing_publication_material  'Wingx v80.05'

_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)+(0.1073P)²+1.7909P] 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         3987
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.0675
_refine_ls_wR_factor_ref         0.2023
_refine_ls_wR_factor_gt          0.1858
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.42186(19) 0.16755(12) 0.12471(11) 0.0308(4) Uani 1 1 d . . .
C1 C 0.2806(2) 0.12540(15) 0.11823(13) 0.0314(5) Uani 1 1 d . . .
C7 C 0.5259(2) 0.13889(14) 0.19674(13) 0.0312(5) Uani 1 1 d . . .
C20 C 0.3028(2) 0.17399(16) -0.07557(14) 0.0377(6) Uani 1 1 d . . .
C19 C 0.3363(2) 0.24292(15) -0.01811(13) 0.0328(5) Uani 1 1 d . . .
C2 C 0.2709(3) 0.03586(16) 0.11949(15) 0.0419(6) Uani 1 1 d . . .
H2 H 0.3561 0.0027 0.1243 0.050 Uiso 1 1 calc R . .
C13 C 0.5996(2) 0.28698(14) 0.08538(14) 0.0337(5) Uani 1 1 d . . .
C18 C 0.7066(3) 0.28329(15) 0.03272(15) 0.0379(6) Uani 1 1 d . . .
C12 C 0.6678(2) 0.11714(15) 0.18896(15) 0.0368(5) Uani 1 1 d . . .
H12 H 0.6977 0.1215 0.1372 0.044 Uiso 1 1 calc R . .
C27 C 0.3794(3) 0.08720(17) -0.06393(17) 0.0468(6) Uani 1 1 d . . .
H27A H 0.4506 0.0880 -0.0133 0.070 Uiso 1 1 calc R . .
H27B H 0.4282 0.0760 -0.1106 0.070 Uiso 1 1 calc R . .
H27C H 0.3083 0.0425 -0.0605 0.070 Uiso 1 1 calc R . .
C6 C 0.1532(3) 0.17436(17) 0.11281(15) 0.0430(6) Uani 1 1 d . . .
H6 H 0.1582 0.2346 0.1131 0.052 Uiso 1 1 calc R . .
C9 C 0.5796(3) 0.10034(19) 0.34226(16) 0.0516(7) Uani 1 1 d . . .
H9 H 0.5491 0.0941 0.3937 0.062 Uiso 1 1 calc R . .
C3 C 0.1357(3) -0.00490(19) 0.11362(16) 0.0486(7) Uani 1 1 d . . .
H3 H 0.1298 -0.0651 0.1143 0.058 Uiso 1 1 calc R . .
C10 C 0.7221(3) 0.08005(18) 0.33449(17) 0.0516(7) Uani 1 1 d . . .
H10 H 0.7880 0.0606 0.3806 0.062 Uiso 1 1 calc R . .
C24 C 0.2615(3) 0.32238(17) -0.03707(15) 0.0436(6) Uani 1 1 d . . .
C11 C 0.7663(3) 0.08875(17) 0.25815(17) 0.0468(6) Uani 1 1 d . . .
H11 H 0.8626 0.0756 0.2528 0.056 Uiso 1 1 calc R . .
C26 C 0.6926(3) 0.22141(18) -0.03953(16) 0.0476(6) Uani 1 1 d . . .
H26A H 0.6008 0.1909 -0.0444 0.071 Uiso 1 1 calc R . .
H26B H 0.7723 0.1806 -0.0303 0.071 Uiso 1 1 calc R . .
H26C H 0.6956 0.2531 -0.0902 0.071 Uiso 1 1 calc R . .
C14 C 0.6247(3) 0.34444(16) 0.15460(15) 0.0458(6) Uani 1 1 d . . .
C21 C 0.1960(3) 0.1844(2) -0.14663(16) 0.0532(7) Uani 1 1 d . . .
H21 H 0.1747 0.1386 -0.1840 0.064 Uiso 1 1 calc R . .
C4 C 0.0092(3) 0.0451(2) 0.10678(18) 0.0549(7) Uani 1 1 d . . .
H4 H -0.0822 0.0183 0.1021 0.066 Uiso 1 1 calc R . .
C8 C 0.4818(3) 0.12994(17) 0.27408(15) 0.0434(6) Uani 1 1 d . . .
H8 H 0.3860 0.1440 0.2799 0.052 Uiso 1 1 calc R . .
B1 B 0.4532(3) 0.23067(16) 0.06612(15) 0.0308(6) Uani 1 1 d . . .
C5 C 0.0187(3) 0.1332(2) 0.10696(19) 0.0575(8) Uani 1 1 d . . .
H5 H -0.0666 0.1663 0.1031 0.069 Uiso 1 1 calc R . .
C23 C 0.1546(3) 0.3297(2) -0.10826(18) 0.0595(8) Uani 1 1 d . . .
H23 H 0.1045 0.3819 -0.1194 0.071 Uiso 1 1 calc R . .
C17 C 0.8331(3) 0.33466(18) 0.04955(19) 0.0525(7) Uani 1 1 d . . .
H17 H 0.9037 0.3310 0.0151 0.063 Uiso 1 1 calc R . .
C15 C 0.7514(4) 0.3956(2) 0.1682(2) 0.0641(9) Uani 1 1 d . . .
H15 H 0.7663 0.4338 0.2132 0.077 Uiso 1 1 calc R . .
C16 C 0.8541(4) 0.3905(2) 0.1166(2) 0.0675(9) Uani 1 1 d . . .
H16 H 0.9381 0.4249 0.1270 0.081 Uiso 1 1 calc R . .
C25 C 0.5191(4) 0.3531(2) 0.21586(18) 0.0633(8) Uani 1 1 d . . .
H25A H 0.4369 0.3149 0.1996 0.095 Uiso 1 1 calc R . .
H25B H 0.4847 0.4119 0.2159 0.095 Uiso 1 1 calc R . .
H25C H 0.5685 0.3380 0.2710 0.095 Uiso 1 1 calc R . .
C28 C 0.2908(4) 0.39996(19) 0.0198(2) 0.0665(9) Uani 1 1 d . . .
H28A H 0.3661 0.3859 0.0664 0.100 Uiso 1 1 calc R . .
H28B H 0.2023 0.4157 0.0398 0.100 Uiso 1 1 calc R . .
H28C H 0.3227 0.4477 -0.0106 0.100 Uiso 1 1 calc R . .
C22 C 0.1215(3) 0.2617(2) -0.16229(19) 0.0657(9) Uani 1 1 d . . .
H22 H 0.0490 0.2676 -0.2094 0.079 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
N1 B1 1.423(3) . ?
N1 C1 1.444(3) . ?
N1 C7 1.449(3) . ?
C1 C2 1.383(4) . ?
C1 C6 1.387(3) . ?
C7 C12 1.377(3) . ?
C7 C8 1.390(3) . ?
C20 C21 1.392(4) . ?
C20 C19 1.412(3) . ?
C20 C27 1.510(4) . ?
C19 C24 1.414(3) . ?
C19 B1 1.600(3) . ?
C2 C3 1.385(3) . ?
C13 C18 1.413(3) . ?
C13 C14 1.417(3) . ?
C13 B1 1.591(3) . ?
C18 C17 1.398(4) . ?
C18 C26 1.499(4) . ?
C12 C11 1.388(3) . ?
C6 C5 1.382(4) . ?
C9 C8 1.380(4) . ?
C9 C10 1.378(4) . ?
C3 C4 1.386(4) . ?
C10 C11 1.375(4) . ?
C24 C23 1.389(4) . ?
C24 C28 1.506(4) . ?
C14 C15 1.395(4) . ?
C14 C25 1.512(4) . ?
C21 C22 1.377(5) . ?
C4 C5 1.361(4) . ?
C23 C22 1.366(5) . ?
C17 C16 1.375(5) . ?
C15 C16 1.369(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B1 N1 C1 122.85(18) . . ?
B1 N1 C7 124.37(18) . . ?
C1 N1 C7 112.78(17) . . ?
C2 C1 C6 119.2(2) . . ?
C2 C1 N1 120.48(19) . . ?
C6 C1 N1 120.3(2) . . ?
C12 C7 C8 119.2(2) . . ?
C12 C7 N1 120.6(2) . . ?
C8 C7 N1 120.1(2) . . ?
C21 C20 C19 120.3(2) . . ?
C21 C20 C27 117.1(2) . . ?
C19 C20 C27 122.6(2) . . ?
C20 C19 C24 117.7(2) . . ?
C20 C19 B1 120.9(2) . . ?
C24 C19 B1 121.4(2) . . ?
C1 C2 C3 120.7(2) . . ?
C18 C13 C14 117.9(2) . . ?
C18 C13 B1 121.1(2) . . ?
C14 C13 B1 121.0(2) . . ?
C17 C18 C13 120.4(2) . . ?
C17 C18 C26 118.1(2) . . ?
C13 C18 C26 121.5(2) . . ?
C7 C12 C11 120.2(2) . . ?
C5 C6 C1 119.7(3) . . ?
C8 C9 C10 120.3(2) . . ?
C2 C3 C4 119.3(3) . . ?
C11 C10 C9 119.6(2) . . ?
C23 C24 C19 120.1(3) . . ?
C23 C24 C28 118.2(2) . . ?
C19 C24 C28 121.6(2) . . ?
C10 C11 C12 120.3(2) . . ?
C15 C14 C13 119.8(3) . . ?
C15 C14 C25 117.6(2) . . ?
C13 C14 C25 122.6(2) . . ?
C22 C21 C20 120.9(3) . . ?
C5 C4 C3 120.1(2) . . ?
C9 C8 C7 120.2(2) . . ?
N1 B1 C13 120.27(19) . . ?
N1 B1 C19 117.8(2) . . ?
C13 B1 C19 121.93(19) . . ?
C4 C5 C6 121.0(3) . . ?
C22 C23 C24 121.3(3) . . ?
C16 C17 C18 120.6(3) . . ?
C16 C15 C14 121.3(3) . . ?
C15 C16 C17 120.0(3) . . ?
C23 C22 C21 119.7(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         0.496
_refine_diff_density_min         -0.342
_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_2_0m
_database_code_depnum_ccdc_archive 'CCDC 1453220'
_audit_update_record             
;
2016-02-14 deposited with the CCDC.
2016-11-07 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 H32 B N'
_chemical_formula_weight         417.38

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                   9.418(4)
_cell_length_b                   15.613(6)
_cell_length_c                   16.741(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.846(11)
_cell_angle_gamma                90.00
_cell_volume                     2452.9(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7862
_cell_measurement_theta_min      3.1
_cell_measurement_theta_max      25.0

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.130
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             896
_exptl_absorpt_coefficient_mu    0.064
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.994
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(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 kapa 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            68641
_diffrn_reflns_av_R_equivalents  0.0615
_diffrn_reflns_av_sigmaI/netI    0.0274
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.13
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4295
_reflns_number_gt                3129
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker kapa apex ccd'
_computing_cell_refinement       'Bruker saint'
_computing_data_reduction        Shelxs-97
_computing_structure_solution    Shelxl-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP-111
_computing_publication_material  'Wingx v80.05'

_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)+(0.1294P)²+1.8179P] 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         4295
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0969
_refine_ls_R_factor_gt           0.0662
_refine_ls_wR_factor_ref         0.2148
_refine_ls_wR_factor_gt          0.1914
_refine_ls_goodness_of_fit_ref   0.962
_refine_ls_restrained_S_all      0.962
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.40706(19) 0.66208(12) 0.12871(11) 0.0348(5) Uani 1 1 d . . .
C7 C 0.2708(2) 0.61934(15) 0.12183(13) 0.0366(6) Uani 1 1 d . . .
C8 C 0.1457(3) 0.66574(18) 0.10944(15) 0.0455(6) Uani 1 1 d . . .
H8 H 0.1490 0.7252 0.1078 0.055 Uiso 1 1 calc R . .
C13 C 0.3436(2) 0.73662(15) -0.00707(13) 0.0364(6) Uani 1 1 d . . .
C24 C 0.5999(3) 0.83647(16) 0.15854(15) 0.0463(6) Uani 1 1 d . . .
C1 C 0.5009(2) 0.63402(15) 0.19627(14) 0.0367(5) Uani 1 1 d . . .
C19 C 0.5853(2) 0.78091(14) 0.09149(14) 0.0369(6) Uani 1 1 d . . .
C14 C 0.3121(2) 0.66815(15) -0.06075(13) 0.0378(6) Uani 1 1 d . . .
C15 C 0.2098(3) 0.67677(18) -0.12496(14) 0.0470(6) Uani 1 1 d . . .
H15 H 0.1935 0.6312 -0.1604 0.056 Uiso 1 1 calc R . .
C20 C 0.6955(3) 0.78085(15) 0.03952(15) 0.0423(6) Uani 1 1 d . . .
C28 C 0.6905(3) 0.7224(2) -0.03254(17) 0.0573(8) Uani 1 1 d . . .
H28A H 0.6025 0.6910 -0.0365 0.086 Uiso 1 1 calc R . .
H28B H 0.7690 0.6831 -0.0267 0.086 Uiso 1 1 calc R . .
H28C H 0.6966 0.7561 -0.0801 0.086 Uiso 1 1 calc R . .
C5 C 0.7274(3) 0.58191(17) 0.25105(17) 0.0500(7) Uani 1 1 d . . .
H5 H 0.8207 0.5661 0.2438 0.060 Uiso 1 1 calc R . .
C6 C 0.6388(2) 0.60916(15) 0.18624(14) 0.0398(6) Uani 1 1 d . . .
H6 H 0.6721 0.6108 0.1355 0.048 Uiso 1 1 calc R . .
C9 C 0.0160(3) 0.6242(2) 0.09956(17) 0.0580(8) Uani 1 1 d . . .
H9 H -0.0673 0.6559 0.0903 0.070 Uiso 1 1 calc R . .
C4 C 0.6793(3) 0.57790(18) 0.32615(18) 0.0581(8) Uani 1 1 d . . .
H4 H 0.7395 0.5593 0.3696 0.070 Uiso 1 1 calc R . .
C21 C 0.8145(3) 0.83299(18) 0.05555(19) 0.0551(7) Uani 1 1 d . . .
H21 H 0.8867 0.8315 0.0210 0.066 Uiso 1 1 calc R . .
C18 C 0.2715(3) 0.81450(16) -0.02414(15) 0.0464(6) Uani 1 1 d . . .
B1 B 0.4459(3) 0.72490(16) 0.07235(15) 0.0344(6) Uani 1 1 d . . .
C12 C 0.2628(3) 0.53123(17) 0.12703(16) 0.0488(7) Uani 1 1 d . . .
H12 H 0.3458 0.4992 0.1369 0.059 Uiso 1 1 calc R . .
C23 C 0.7208(3) 0.88781(18) 0.17095(18) 0.0590(8) Uani 1 1 d . . .
H23 H 0.7283 0.9243 0.2150 0.071 Uiso 1 1 calc R . .
C11 C 0.1322(3) 0.49029(19) 0.11772(17) 0.0582(8) Uani 1 1 d . . .
H11 H 0.1278 0.4309 0.1213 0.070 Uiso 1 1 calc R . .
C10 C 0.0090(3) 0.5368(2) 0.10324(17) 0.0612(8) Uani 1 1 d . . .
H10 H -0.0786 0.5092 0.0960 0.073 Uiso 1 1 calc R . .
C2 C 0.4522(3) 0.62924(19) 0.27186(15) 0.0514(7) Uani 1 1 d . . .
H2 H 0.3588 0.6447 0.2793 0.062 Uiso 1 1 calc R . .
C17 C 0.1667(3) 0.8192(2) -0.08779(17) 0.0588(8) Uani 1 1 d . . .
H17 H 0.1182 0.8706 -0.0970 0.071 Uiso 1 1 calc R . .
C16 C 0.1317(3) 0.7508(2) -0.13777(16) 0.0563(8) Uani 1 1 d . . .
C3 C 0.5421(3) 0.6015(2) 0.33664(16) 0.0610(8) Uani 1 1 d . . .
H3 H 0.5091 0.5989 0.3874 0.073 Uiso 1 1 calc R . .
C25 C 0.3887(3) 0.58342(16) -0.05195(16) 0.0484(7) Uani 1 1 d . . .
H25A H 0.4561 0.5851 -0.0057 0.073 Uiso 1 1 calc R . .
H25B H 0.4379 0.5727 -0.0989 0.073 Uiso 1 1 calc R . .
H25C H 0.3208 0.5385 -0.0457 0.073 Uiso 1 1 calc R . .
C30 C 0.4884(4) 0.8435(2) 0.21805(18) 0.0657(9) Uani 1 1 d . . .
H30A H 0.4114 0.8049 0.2030 0.099 Uiso 1 1 calc R . .
H30B H 0.4529 0.9011 0.2184 0.099 Uiso 1 1 calc R . .
H30C H 0.5302 0.8289 0.2706 0.099 Uiso 1 1 calc R . .
C27 C 0.3035(4) 0.89341(19) 0.0268(2) 0.0718(9) Uani 1 1 d . . .
H27A H 0.2454 0.9401 0.0059 0.108 Uiso 1 1 calc R . .
H27B H 0.4022 0.9083 0.0257 0.108 Uiso 1 1 calc R . .
H27C H 0.2831 0.8819 0.0810 0.108 Uiso 1 1 calc R . .
C26 C 0.0128(4) 0.7569(3) -0.2043(2) 0.0906(12) Uani 1 1 d . . .
H26A H -0.0294 0.8129 -0.2040 0.136 Uiso 1 1 calc R . .
H26B H -0.0584 0.7145 -0.1962 0.136 Uiso 1 1 calc R . .
H26C H 0.0506 0.7473 -0.2550 0.136 Uiso 1 1 calc R . .
C22 C 0.8287(3) 0.88691(18) 0.1213(2) 0.0610(8) Uani 1 1 d . . .
C29 C 0.9604(4) 0.9412(2) 0.1378(3) 0.0946(13) Uani 1 1 d . . .
H29A H 0.9515 0.9753 0.1849 0.142 Uiso 1 1 calc R . .
H29B H 0.9711 0.9781 0.0928 0.142 Uiso 1 1 calc R . .
H29C H 1.0424 0.9048 0.1461 0.142 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
N1 B1 1.430(3) . ?
N1 C7 1.443(3) . ?
N1 C1 1.443(3) . ?
C7 C8 1.383(3) . ?
C7 C12 1.381(4) . ?
C8 C9 1.381(4) . ?
C13 C14 1.412(3) . ?
C13 C18 1.410(3) . ?
C13 B1 1.585(4) . ?
C24 C23 1.393(4) . ?
C24 C19 1.416(3) . ?
C24 C30 1.511(4) . ?
C1 C6 1.379(3) . ?
C1 C2 1.384(4) . ?
C19 C20 1.410(3) . ?
C19 B1 1.587(4) . ?
C14 C15 1.388(4) . ?
C14 C25 1.508(3) . ?
C15 C16 1.377(4) . ?
C20 C21 1.393(4) . ?
C20 C28 1.510(4) . ?
C5 C4 1.374(4) . ?
C5 C6 1.379(3) . ?
C9 C10 1.366(5) . ?
C4 C3 1.369(4) . ?
C21 C22 1.384(4) . ?
C18 C17 1.392(4) . ?
C18 C27 1.514(4) . ?
C12 C11 1.384(4) . ?
C23 C22 1.366(4) . ?
C11 C10 1.373(4) . ?
C2 C3 1.388(4) . ?
C17 C16 1.379(4) . ?
C16 C26 1.515(4) . ?
C22 C29 1.509(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
B1 N1 C7 122.68(19) . . ?
B1 N1 C1 123.48(19) . . ?
C7 N1 C1 113.82(18) . . ?
C8 C7 C12 118.8(2) . . ?
C8 C7 N1 120.7(2) . . ?
C12 C7 N1 120.5(2) . . ?
C7 C8 C9 120.3(3) . . ?
C14 C13 C18 116.9(2) . . ?
C14 C13 B1 121.8(2) . . ?
C18 C13 B1 121.2(2) . . ?
C23 C24 C19 119.6(2) . . ?
C23 C24 C30 117.7(2) . . ?
C19 C24 C30 122.7(2) . . ?
C6 C1 C2 119.0(2) . . ?
C6 C1 N1 120.7(2) . . ?
C2 C1 N1 120.3(2) . . ?
C20 C19 C24 117.5(2) . . ?
C20 C19 B1 121.0(2) . . ?
C24 C19 B1 121.4(2) . . ?
C15 C14 C13 120.9(2) . . ?
C15 C14 C25 117.1(2) . . ?
C13 C14 C25 122.0(2) . . ?
C16 C15 C14 121.9(3) . . ?
C21 C20 C19 120.2(2) . . ?
C21 C20 C28 118.5(2) . . ?
C19 C20 C28 121.2(2) . . ?
C4 C5 C6 120.6(3) . . ?
C1 C6 C5 120.3(2) . . ?
C10 C9 C8 120.6(3) . . ?
C3 C4 C5 119.6(3) . . ?
C20 C21 C22 122.1(3) . . ?
C17 C18 C13 119.9(2) . . ?
C17 C18 C27 118.9(2) . . ?
C13 C18 C27 121.2(2) . . ?
N1 B1 C13 117.5(2) . . ?
N1 B1 C19 119.9(2) . . ?
C13 B1 C19 122.6(2) . . ?
C7 C12 C11 120.4(2) . . ?
C22 C23 C24 122.9(3) . . ?
C10 C11 C12 120.4(3) . . ?
C9 C10 C11 119.5(3) . . ?
C1 C2 C3 120.2(3) . . ?
C16 C17 C18 122.8(2) . . ?
C15 C16 C17 117.2(3) . . ?
C15 C16 C26 121.3(3) . . ?
C17 C16 C26 121.4(3) . . ?
C4 C3 C2 120.3(3) . . ?
C23 C22 C21 117.6(3) . . ?
C23 C22 C29 121.7(3) . . ?
C21 C22 C29 120.6(3) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.376
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.047
####################################################################### 
# 
# 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_3_0m
_database_code_depnum_ccdc_archive 'CCDC 1453221'
_audit_update_record             
;
2016-02-14 deposited with the CCDC.
2016-11-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H37 B N2'
_chemical_formula_weight         460.45

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   P2(1)/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                   17.373(3)
_cell_length_b                   9.3612(14)
_cell_length_c                   18.579(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.262(7)
_cell_angle_gamma                90.00
_cell_volume                     2775.9(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7980
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      23.23

_exptl_crystal_description       Block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.102
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             992
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.993
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(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 kapa 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            40669
_diffrn_reflns_av_R_equivalents  0.0659
_diffrn_reflns_av_sigmaI/netI    0.0399
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.28
_diffrn_reflns_theta_max         26.00
_reflns_number_total             5468
_reflns_number_gt                3424
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker kapa apex ccd'
_computing_cell_refinement       'Bruker saint'
_computing_data_reduction        Shelxs-97
_computing_structure_solution    Shelxl-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP-111
_computing_publication_material  'Wingx v80.05'

_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)+(0.0570P)²+0.6700P] 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         5468
_refine_ls_number_parameters     324
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.0490
_refine_ls_wR_factor_ref         0.1374
_refine_ls_wR_factor_gt          0.1214
_refine_ls_goodness_of_fit_ref   0.966
_refine_ls_restrained_S_all      0.966
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.75056(8) 0.41123(13) 0.67397(8) 0.0468(3) Uani 1 1 d . . .
N2 N 0.52406(11) 0.0962(2) 0.41791(11) 0.0856(6) Uani 1 1 d . . .
C26 C 0.64362(16) -0.1140(3) 0.87311(14) 0.0950(8) Uani 1 1 d . . .
H1A H 0.6014 -0.0767 0.8891 0.143 Uiso 1 1 calc R . .
H1B H 0.6876 -0.1566 0.9173 0.143 Uiso 1 1 calc R . .
H1C H 0.6193 -0.1848 0.8332 0.143 Uiso 1 1 calc R . .
C4 C 0.67936(13) 0.0062(2) 0.84114(11) 0.0647(5) Uani 1 1 d . . .
C5 C 0.76039(13) 0.0021(2) 0.84500(11) 0.0626(5) Uani 1 1 d . . .
H3 H 0.7933 -0.0774 0.8673 0.075 Uiso 1 1 calc R . .
C6 C 0.79496(11) 0.11247(18) 0.81675(10) 0.0523(4) Uani 1 1 d . . .
C1 C 0.74597(10) 0.23280(17) 0.78077(9) 0.0475(4) Uani 1 1 d . . .
C13 C 0.69239(10) 0.32856(17) 0.60960(9) 0.0465(4) Uani 1 1 d . . .
C14 C 0.62087(11) 0.39115(19) 0.55548(11) 0.0605(5) Uani 1 1 d . . .
H7 H 0.6097 0.4865 0.5618 0.073 Uiso 1 1 calc R . .
C15 C 0.56570(12) 0.3160(2) 0.49253(11) 0.0657(5) Uani 1 1 d . . .
H8 H 0.5182 0.3616 0.4573 0.079 Uiso 1 1 calc R . .
C16 C 0.57982(11) 0.1725(2) 0.48061(10) 0.0583(5) Uani 1 1 d . . .
C31 C 0.44575(14) 0.1590(3) 0.36719(13) 0.0919(7) Uani 1 1 d . . .
H10A H 0.4165 0.1935 0.3980 0.138 Uiso 1 1 calc R . .
H10B H 0.4122 0.0883 0.3309 0.138 Uiso 1 1 calc R . .
H10C H 0.4564 0.2370 0.3388 0.138 Uiso 1 1 calc R . .
C32 C 0.54083(15) -0.0505(2) 0.40557(13) 0.0866(7) Uani 1 1 d . . .
H11A H 0.5933 -0.0565 0.3998 0.130 Uiso 1 1 calc R . .
H11B H 0.4968 -0.0859 0.3590 0.130 Uiso 1 1 calc R . .
H11C H 0.5436 -0.1069 0.4497 0.130 Uiso 1 1 calc R . .
C19 C 0.77324(10) 0.54550(18) 0.64921(10) 0.0516(4) Uani 1 1 d . . .
C20 C 0.76656(12) 0.67196(19) 0.68505(11) 0.0652(5) Uani 1 1 d . . .
H13 H 0.7464 0.6708 0.7246 0.078 Uiso 1 1 calc R . .
C21 C 0.78972(16) 0.7995(2) 0.66225(14) 0.0890(8) Uani 1 1 d . . .
H14 H 0.7853 0.8841 0.6866 0.107 Uiso 1 1 calc R . .
C22 C 0.81917(16) 0.8024(3) 0.60404(16) 0.0985(9) Uani 1 1 d . . .
H15 H 0.8356 0.8885 0.5895 0.118 Uiso 1 1 calc R . .
C23 C 0.82447(15) 0.6776(3) 0.56703(14) 0.0914(8) Uani 1 1 d . . .
H16 H 0.8440 0.6798 0.5271 0.110 Uiso 1 1 calc R . .
C24 C 0.80094(13) 0.5486(2) 0.58894(12) 0.0701(5) Uani 1 1 d . . .
H17 H 0.8038 0.4648 0.5633 0.084 Uiso 1 1 calc R . .
C27 C 0.88371(12) 0.0977(2) 0.82391(12) 0.0667(5) Uani 1 1 d . . .
H18A H 0.9066 0.0093 0.8496 0.100 Uiso 1 1 calc R . .
H18B H 0.9165 0.1759 0.8541 0.100 Uiso 1 1 calc R . .
H18C H 0.8848 0.0985 0.7727 0.100 Uiso 1 1 calc R . .
C3 C 0.63216(12) 0.1242(2) 0.80630(10) 0.0629(5) Uani 1 1 d . . .
H19 H 0.5775 0.1296 0.8032 0.076 Uiso 1 1 calc R . .
C2 C 0.66268(11) 0.23631(19) 0.77541(10) 0.0542(4) Uani 1 1 d . . .
C25 C 0.60361(12) 0.3590(2) 0.73771(13) 0.0723(6) Uani 1 1 d . . .
H21A H 0.5695 0.3355 0.6842 0.108 Uiso 1 1 calc R . .
H21B H 0.6355 0.4435 0.7393 0.108 Uiso 1 1 calc R . .
H21C H 0.5684 0.3758 0.7657 0.108 Uiso 1 1 calc R . .
C7 C 0.86160(10) 0.45464(18) 0.81317(9) 0.0478(4) Uani 1 1 d . . .
C12 C 0.93711(10) 0.46931(18) 0.80272(10) 0.0504(4) Uani 1 1 d . . .
C11 C 1.00009(11) 0.5589(2) 0.85172(10) 0.0595(5) Uani 1 1 d . . .
H24 H 1.0494 0.5676 0.8436 0.071 Uiso 1 1 calc R . .
C10 C 0.99188(13) 0.6350(2) 0.91174(11) 0.0658(5) Uani 1 1 d . . .
C9 C 0.91926(14) 0.6161(2) 0.92380(11) 0.0689(6) Uani 1 1 d . . .
H26 H 0.9133 0.6643 0.9651 0.083 Uiso 1 1 calc R . .
C8 C 0.85447(12) 0.52798(19) 0.87698(10) 0.0575(5) Uani 1 1 d . . .
C28 C 0.77631(14) 0.5174(3) 0.89368(13) 0.0855(7) Uani 1 1 d . . .
H28A H 0.7848 0.5674 0.9413 0.128 Uiso 1 1 calc R . .
H28B H 0.7644 0.4188 0.8991 0.128 Uiso 1 1 calc R . .
H28C H 0.7300 0.5592 0.8512 0.128 Uiso 1 1 calc R . .
C29 C 1.05987(16) 0.7358(3) 0.96288(13) 0.0991(8) Uani 1 1 d . . .
H29A H 1.1114 0.7147 0.9574 0.149 Uiso 1 1 calc R . .
H29B H 1.0676 0.7238 1.0166 0.149 Uiso 1 1 calc R . .
H29C H 1.0437 0.8326 0.9470 0.149 Uiso 1 1 calc R . .
C30 C 0.95507(12) 0.3892(2) 0.74047(11) 0.0669(5) Uani 1 1 d . . .
H30A H 0.9677 0.4561 0.7075 0.100 Uiso 1 1 calc R . .
H30B H 0.9069 0.3338 0.7094 0.100 Uiso 1 1 calc R . .
H30C H 1.0021 0.3269 0.7650 0.100 Uiso 1 1 calc R . .
C18 C 0.70772(11) 0.18798(18) 0.59753(10) 0.0513(4) Uani 1 1 d . . .
H31 H 0.7561 0.1441 0.6323 0.062 Uiso 1 1 calc R . .
C17 C 0.65268(11) 0.11068(19) 0.53475(10) 0.0582(5) Uani 1 1 d . . .
H32 H 0.6646 0.0157 0.5286 0.070 Uiso 1 1 calc R . .
B1 B 0.78512(12) 0.3658(2) 0.75331(11) 0.0460(4) Uani 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
N1 B1 1.419(2) . ?
N1 C19 1.446(2) . ?
N1 C13 1.448(2) . ?
N2 C16 1.383(2) . ?
N2 C31 1.439(3) . ?
N2 C32 1.441(3) . ?
C26 C4 1.515(3) . ?
C26 H1A 0.9600 . ?
C26 H1B 0.9600 . ?
C26 H1C 0.9600 . ?
C4 C3 1.376(3) . ?
C4 C5 1.382(3) . ?
C5 C6 1.398(2) . ?
C5 H3 0.9300 . ?
C6 C1 1.411(2) . ?
C6 C27 1.501(3) . ?
C1 C2 1.411(2) . ?
C1 B1 1.596(3) . ?
C13 C18 1.379(2) . ?
C13 C14 1.383(2) . ?
C14 C15 1.377(2) . ?
C14 H7 0.9300 . ?
C15 C16 1.400(3) . ?
C15 H8 0.9300 . ?
C16 C17 1.394(2) . ?
C31 H10A 0.9600 . ?
C31 H10B 0.9600 . ?
C31 H10C 0.9600 . ?
C32 H11A 0.9600 . ?
C32 H11B 0.9600 . ?
C32 H11C 0.9600 . ?
C19 C24 1.383(3) . ?
C19 C20 1.385(3) . ?
C20 C21 1.379(3) . ?
C20 H13 0.9300 . ?
C21 C22 1.367(4) . ?
C21 H14 0.9300 . ?
C22 C23 1.377(4) . ?
C22 H15 0.9300 . ?
C23 C24 1.386(3) . ?
C23 H16 0.9300 . ?
C24 H17 0.9300 . ?
C27 H18A 0.9600 . ?
C27 H18B 0.9600 . ?
C27 H18C 0.9600 . ?
C3 C2 1.397(3) . ?
C3 H19 0.9300 . ?
C2 C25 1.515(2) . ?
C25 H21A 0.9600 . ?
C25 H21B 0.9600 . ?
C25 H21C 0.9600 . ?
C7 C12 1.407(2) . ?
C7 C8 1.417(2) . ?
C7 B1 1.590(2) . ?
C12 C11 1.394(2) . ?
C12 C30 1.511(2) . ?
C11 C10 1.377(3) . ?
C11 H24 0.9300 . ?
C10 C9 1.377(3) . ?
C10 C29 1.517(3) . ?
C9 C8 1.389(3) . ?
C9 H26 0.9300 . ?
C8 C28 1.511(3) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C18 C17 1.385(2) . ?
C18 H31 0.9300 . ?
C17 H32 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B1 N1 C19 122.29(14) . . ?
B1 N1 C13 124.66(14) . . ?
C19 N1 C13 113.01(13) . . ?
C16 N2 C31 120.47(18) . . ?
C16 N2 C32 120.50(18) . . ?
C31 N2 C32 118.90(17) . . ?
C4 C26 H1A 109.5 . . ?
C4 C26 H1B 109.5 . . ?
H1A C26 H1B 109.5 . . ?
C4 C26 H1C 109.5 . . ?
H1A C26 H1C 109.5 . . ?
H1B C26 H1C 109.5 . . ?
C3 C4 C5 116.92(17) . . ?
C3 C4 C26 121.4(2) . . ?
C5 C4 C26 121.7(2) . . ?
C4 C5 C6 122.67(18) . . ?
C4 C5 H3 118.7 . . ?
C6 C5 H3 118.7 . . ?
C5 C6 C1 120.01(17) . . ?
C5 C6 C27 118.51(16) . . ?
C1 C6 C27 121.46(16) . . ?
C6 C1 C2 117.51(15) . . ?
C6 C1 B1 121.39(15) . . ?
C2 C1 B1 120.92(15) . . ?
C18 C13 C14 117.53(15) . . ?
C18 C13 N1 121.87(14) . . ?
C14 C13 N1 120.53(14) . . ?
C15 C14 C13 121.71(16) . . ?
C15 C14 H7 119.1 . . ?
C13 C14 H7 119.1 . . ?
C14 C15 C16 121.21(17) . . ?
C14 C15 H8 119.4 . . ?
C16 C15 H8 119.4 . . ?
N2 C16 C17 121.86(17) . . ?
N2 C16 C15 121.38(17) . . ?
C17 C16 C15 116.76(16) . . ?
N2 C31 H10A 109.5 . . ?
N2 C31 H10B 109.5 . . ?
H10A C31 H10B 109.5 . . ?
N2 C31 H10C 109.5 . . ?
H10A C31 H10C 109.5 . . ?
H10B C31 H10C 109.5 . . ?
N2 C32 H11A 109.5 . . ?
N2 C32 H11B 109.5 . . ?
H11A C32 H11B 109.5 . . ?
N2 C32 H11C 109.5 . . ?
H11A C32 H11C 109.5 . . ?
H11B C32 H11C 109.5 . . ?
C24 C19 C20 119.54(17) . . ?
C24 C19 N1 120.13(16) . . ?
C20 C19 N1 120.33(16) . . ?
C21 C20 C19 120.2(2) . . ?
C21 C20 H13 119.9 . . ?
C19 C20 H13 119.9 . . ?
C22 C21 C20 120.4(2) . . ?
C22 C21 H14 119.8 . . ?
C20 C21 H14 119.8 . . ?
C21 C22 C23 119.9(2) . . ?
C21 C22 H15 120.1 . . ?
C23 C22 H15 120.1 . . ?
C22 C23 C24 120.4(2) . . ?
C22 C23 H16 119.8 . . ?
C24 C23 H16 119.8 . . ?
C19 C24 C23 119.6(2) . . ?
C19 C24 H17 120.2 . . ?
C23 C24 H17 120.2 . . ?
C6 C27 H18A 109.5 . . ?
C6 C27 H18B 109.5 . . ?
H18A C27 H18B 109.5 . . ?
C6 C27 H18C 109.5 . . ?
H18A C27 H18C 109.5 . . ?
H18B C27 H18C 109.5 . . ?
C4 C3 C2 122.96(18) . . ?
C4 C3 H19 118.5 . . ?
C2 C3 H19 118.5 . . ?
C3 C2 C1 119.90(17) . . ?
C3 C2 C25 117.50(17) . . ?
C1 C2 C25 122.60(16) . . ?
C2 C25 H21A 109.5 . . ?
C2 C25 H21B 109.5 . . ?
H21A C25 H21B 109.5 . . ?
C2 C25 H21C 109.5 . . ?
H21A C25 H21C 109.5 . . ?
H21B C25 H21C 109.5 . . ?
C12 C7 C8 117.56(15) . . ?
C12 C7 B1 121.46(14) . . ?
C8 C7 B1 120.91(15) . . ?
C11 C12 C7 120.19(16) . . ?
C11 C12 C30 116.90(16) . . ?
C7 C12 C30 122.89(15) . . ?
C10 C11 C12 122.31(18) . . ?
C10 C11 H24 118.8 . . ?
C12 C11 H24 118.8 . . ?
C9 C10 C11 117.35(17) . . ?
C9 C10 C29 121.0(2) . . ?
C11 C10 C29 121.7(2) . . ?
C10 C9 C8 122.85(18) . . ?
C10 C9 H26 118.6 . . ?
C8 C9 H26 118.6 . . ?
C9 C8 C7 119.62(17) . . ?
C9 C8 C28 118.83(17) . . ?
C7 C8 C28 121.51(16) . . ?
C8 C28 H28A 109.5 . . ?
C8 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C8 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C10 C29 H29A 109.5 . . ?
C10 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C10 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C12 C30 H30A 109.5 . . ?
C12 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C12 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C13 C18 C17 121.49(16) . . ?
C13 C18 H31 119.3 . . ?
C17 C18 H31 119.3 . . ?
C18 C17 C16 121.28(16) . . ?
C18 C17 H32 119.4 . . ?
C16 C17 H32 119.4 . . ?
N1 B1 C7 117.63(15) . . ?
N1 B1 C1 120.45(15) . . ?
C7 B1 C1 121.90(14) . . ?

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
C3 C4 C5 C6 1.3(3) . . . . ?
C26 C4 C5 C6 -179.21(19) . . . . ?
C4 C5 C6 C1 -1.6(3) . . . . ?
C4 C5 C6 C27 179.86(18) . . . . ?
C5 C6 C1 C2 0.4(2) . . . . ?
C27 C6 C1 C2 178.88(16) . . . . ?
C5 C6 C1 B1 175.60(15) . . . . ?
C27 C6 C1 B1 -5.9(2) . . . . ?
B1 N1 C13 C18 -50.2(2) . . . . ?
C19 N1 C13 C18 127.64(17) . . . . ?
B1 N1 C13 C14 133.02(18) . . . . ?
C19 N1 C13 C14 -49.1(2) . . . . ?
C18 C13 C14 C15 1.3(3) . . . . ?
N1 C13 C14 C15 178.20(17) . . . . ?
C13 C14 C15 C16 0.0(3) . . . . ?
C31 N2 C16 C17 174.3(2) . . . . ?
C32 N2 C16 C17 -1.4(3) . . . . ?
C31 N2 C16 C15 -5.9(3) . . . . ?
C32 N2 C16 C15 178.4(2) . . . . ?
C14 C15 C16 N2 179.29(19) . . . . ?
C14 C15 C16 C17 -0.9(3) . . . . ?
B1 N1 C19 C24 126.94(19) . . . . ?
C13 N1 C19 C24 -51.0(2) . . . . ?
B1 N1 C19 C20 -53.8(2) . . . . ?
C13 N1 C19 C20 128.34(16) . . . . ?
C24 C19 C20 C21 -1.9(3) . . . . ?
N1 C19 C20 C21 178.80(17) . . . . ?
C19 C20 C21 C22 0.2(3) . . . . ?
C20 C21 C22 C23 1.1(4) . . . . ?
C21 C22 C23 C24 -0.7(4) . . . . ?
C20 C19 C24 C23 2.3(3) . . . . ?
N1 C19 C24 C23 -178.41(18) . . . . ?
C22 C23 C24 C19 -1.0(3) . . . . ?
C5 C4 C3 C2 0.2(3) . . . . ?
C26 C4 C3 C2 -179.28(19) . . . . ?
C4 C3 C2 C1 -1.4(3) . . . . ?
C4 C3 C2 C25 179.23(17) . . . . ?
C6 C1 C2 C3 1.0(2) . . . . ?
B1 C1 C2 C3 -174.18(16) . . . . ?
C6 C1 C2 C25 -179.64(16) . . . . ?
B1 C1 C2 C25 5.2(2) . . . . ?
C8 C7 C12 C11 -3.1(2) . . . . ?
B1 C7 C12 C11 173.81(15) . . . . ?
C8 C7 C12 C30 175.79(16) . . . . ?
B1 C7 C12 C30 -7.3(3) . . . . ?
C7 C12 C11 C10 0.4(3) . . . . ?
C30 C12 C11 C10 -178.52(17) . . . . ?
C12 C11 C10 C9 2.1(3) . . . . ?
C12 C11 C10 C29 -178.00(18) . . . . ?
C11 C10 C9 C8 -1.9(3) . . . . ?
C29 C10 C9 C8 178.16(19) . . . . ?
C10 C9 C8 C7 -0.7(3) . . . . ?
C10 C9 C8 C28 -178.4(2) . . . . ?
C12 C7 C8 C9 3.2(2) . . . . ?
B1 C7 C8 C9 -173.68(16) . . . . ?
C12 C7 C8 C28 -179.20(18) . . . . ?
B1 C7 C8 C28 3.9(3) . . . . ?
C14 C13 C18 C17 -1.6(3) . . . . ?
N1 C13 C18 C17 -178.47(15) . . . . ?
C13 C18 C17 C16 0.7(3) . . . . ?
N2 C16 C17 C18 -179.60(18) . . . . ?
C15 C16 C17 C18 0.6(3) . . . . ?
C19 N1 B1 C7 -10.0(2) . . . . ?
C13 N1 B1 C7 167.63(14) . . . . ?
C19 N1 B1 C1 168.22(15) . . . . ?
C13 N1 B1 C1 -14.1(2) . . . . ?
C12 C7 B1 N1 -59.9(2) . . . . ?
C8 C7 B1 N1 116.95(18) . . . . ?
C12 C7 B1 C1 121.92(18) . . . . ?
C8 C7 B1 C1 -61.3(2) . . . . ?
C6 C1 B1 N1 122.54(17) . . . . ?
C2 C1 B1 N1 -62.4(2) . . . . ?
C6 C1 B1 C7 -59.3(2) . . . . ?
C2 C1 B1 C7 115.73(18) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.157
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.032
####################################################################### 
# 
# 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_bnme2
_database_code_depnum_ccdc_archive 'CCDC 1453222'
_audit_update_record             
;
2016-02-14 deposited with the CCDC.
2016-11-07 downloaded from the CCDC.
;
_audit_creation_date             2015-12-18
_audit_creation_method           
;
  Olex2 1.2
  (compiled Nov  5 2012 18:22:26, GUI svn.r4372)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C17 H21 B0.5 N1.5'
_chemical_formula_sum            'C17 H21 B0.50 N1.50'
_chemical_formula_weight         251.76
_chemical_melting_point          ?
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   20.5005(12)
_cell_length_b                   12.5350(7)
_cell_length_c                   14.2586(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.861(2)
_cell_angle_gamma                90.00
_cell_volume                     3524.6(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8712
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      24.75
_cell_measurement_theta_min      3.12
_exptl_absorpt_coefficient_mu    0.055
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6158
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1206 before and 0.0679 after correction.
The Ratio of minimum to maximum transmission is 0.8261.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    0.949
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0583
_diffrn_reflns_av_unetI/netI     0.0411
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            31148
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         26.72
_diffrn_reflns_theta_min         2.97
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.864
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                2324
_reflns_number_total             3225
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'olex2.solve (Bourhis et al., 2013)'
_refine_diff_density_max         0.220
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         3225
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0929
_refine_ls_R_factor_gt           0.0610
_refine_ls_restrained_S_all      1.128
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0977P)²+1.4496P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1691
_refine_ls_wR_factor_ref         0.1821
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  H5 of C5, H10 of C10, H12 of C12, H13 of C13, H15 of C15, H2 of C2
 At 1.5 times of:
  {H17A,H17B,H17C} of C17, {H18A,H18B,H18C} of C18, {H19A,H19B,H19C} of C19,
  {H20A,H20B,H20C} of C20, {H16A,H16B,H16C} of C16
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C10(H10), C12(H12), C13(H13), C15(H15)
2.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,
 H19C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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
C2 C 0.42257(9) 0.83374(15) 0.58899(13) 0.0290(5) Uani 1 1 d . . .
H2 H 0.4408 0.8922 0.5649 0.035 Uiso 1 1 calc R . .
C3 C 0.42222(9) 1.12840(15) 0.64190(13) 0.0277(5) Uani 1 1 d . . .
C4 C 0.43083(9) 1.04805(14) 0.71363(13) 0.0248(5) Uani 1 1 d . . .
C5 C 0.36438(10) 1.19178(17) 0.61945(14) 0.0330(5) Uani 1 1 d . . .
H5 H 0.3595 1.2438 0.5715 0.040 Uiso 1 1 calc R . .
C7 C 0.44616(9) 0.80871(15) 0.68679(13) 0.0270(5) Uani 1 1 d . . .
C8 C 0.37887(9) 1.03496(15) 0.76060(13) 0.0277(5) Uani 1 1 d . . .
C9 C 0.34374(10) 0.68532(16) 0.55923(15) 0.0348(5) Uani 1 1 d . . .
C10 C 0.37244(10) 0.77419(16) 0.52574(15) 0.0333(5) Uani 1 1 d . . .
H10 H 0.3576 0.7934 0.4603 0.040 Uiso 1 1 calc R . .
C11 C 0.31363(9) 1.17997(17) 0.66625(14) 0.0343(5) Uani 1 1 d . . .
C12 C 0.32228(9) 1.10086(16) 0.73623(14) 0.0318(5) Uani 1 1 d . . .
H12 H 0.2888 1.0914 0.7683 0.038 Uiso 1 1 calc R . .
C13 C 0.36874(10) 0.66007(16) 0.65803(15) 0.0370(5) Uani 1 1 d . . .
H13 H 0.3514 0.6010 0.6825 0.044 Uiso 1 1 calc R . .
C15 C 0.41845(10) 0.72037(16) 0.72021(15) 0.0344(5) Uani 1 1 d . . .
H15 H 0.4336 0.7015 0.7856 0.041 Uiso 1 1 calc R . .
C16 C 0.47471(10) 1.14740(17) 0.58772(14) 0.0347(5) Uani 1 1 d . . .
H16A H 0.5132 1.1830 0.6298 0.052 Uiso 1 1 calc R . .
H16B H 0.4557 1.1911 0.5316 0.052 Uiso 1 1 calc R . .
H16C H 0.4887 1.0803 0.5672 0.052 Uiso 1 1 calc R . .
C17 C 0.38320(10) 0.95296(17) 0.83956(15) 0.0353(5) Uani 1 1 d . . .
H17A H 0.3627 0.8876 0.8108 0.053 Uiso 1 1 calc R . .
H17B H 0.3597 0.9788 0.8848 0.053 Uiso 1 1 calc R . .
H17C H 0.4299 0.9403 0.8733 0.053 Uiso 1 1 calc R . .
C18 C 0.25184(11) 1.2511(2) 0.64255(18) 0.0522(7) Uani 1 1 d . . .
H18A H 0.2624 1.3167 0.6782 0.078 Uiso 1 1 calc R . .
H18B H 0.2155 1.2158 0.6604 0.078 Uiso 1 1 calc R . .
H18C H 0.2384 1.2661 0.5739 0.078 Uiso 1 1 calc R . .
C19 C 0.27404(12) 0.6474(2) 0.39325(16) 0.0525(7) Uani 1 1 d . . .
H19A H 0.2642 0.7219 0.3820 0.079 Uiso 1 1 calc R . .
H19B H 0.2347 0.6062 0.3618 0.079 Uiso 1 1 calc R . .
H19C H 0.3109 0.6280 0.3672 0.079 Uiso 1 1 calc R . .
C20 C 0.27148(13) 0.5265(2) 0.52913(19) 0.0571(7) Uani 1 1 d . . .
H20A H 0.3092 0.4781 0.5454 0.086 Uiso 1 1 calc R . .
H20B H 0.2357 0.4964 0.4779 0.086 Uiso 1 1 calc R . .
H20C H 0.2555 0.5385 0.5855 0.086 Uiso 1 1 calc R . .
N1 N 0.5000 0.87030(17) 0.7500 0.0262(5) Uani 1 2 d S . .
N6 N 0.29268(10) 0.62629(15) 0.49695(13) 0.0470(5) Uani 1 1 d . . .
B14 B 0.5000 0.9837(2) 0.7500 0.0254(7) Uani 1 2 d S . .


_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
C2 C7 1.381(3) . ?
C2 C10 1.386(3) . ?
C3 C4 1.412(3) . ?
C3 C5 1.390(3) . ?
C3 C16 1.505(3) . ?
C4 C8 1.414(3) . ?
C4 B14 1.590(2) . ?
C5 C11 1.389(3) . ?
C7 C15 1.387(3) . ?
C7 N1 1.443(2) . ?
C8 C12 1.389(3) . ?
C8 C17 1.509(3) . ?
C9 C10 1.403(3) . ?
C9 C13 1.397(3) . ?
C9 N6 1.387(3) . ?
C11 C12 1.383(3) . ?
C11 C18 1.510(3) . ?
C13 C15 1.379(3) . ?
C19 N6 1.447(3) . ?
C20 N6 1.440(3) . ?
N1 C7 1.443(2) 2_656 ?
N1 B14 1.422(4) . ?
B14 C4 1.590(2) 2_656 ?

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
C7 C2 C10 121.83(18) . . ?
C4 C3 C16 121.29(17) . . ?
C5 C3 C4 120.29(18) . . ?
C5 C3 C16 118.42(17) . . ?
C3 C4 C8 117.69(17) . . ?
C3 C4 B14 121.46(16) . . ?
C8 C4 B14 120.45(15) . . ?
C11 C5 C3 122.16(19) . . ?
C2 C7 C15 117.70(17) . . ?
C2 C7 N1 120.39(16) . . ?
C15 C7 N1 121.85(16) . . ?
C4 C8 C17 122.28(17) . . ?
C12 C8 C4 119.89(17) . . ?
C12 C8 C17 117.81(17) . . ?
C13 C9 C10 116.78(18) . . ?
N6 C9 C10 121.26(19) . . ?
N6 C9 C13 121.96(19) . . ?
C2 C10 C9 120.77(19) . . ?
C5 C11 C18 121.48(19) . . ?
C12 C11 C5 117.25(17) . . ?
C12 C11 C18 121.27(19) . . ?
C11 C12 C8 122.71(18) . . ?
C15 C13 C9 121.80(19) . . ?
C13 C15 C7 121.12(19) . . ?
C7 N1 C7 115.3(2) . 2_656 ?
B14 N1 C7 122.34(10) . 2_656 ?
B14 N1 C7 122.34(10) . . ?
C9 N6 C19 119.95(19) . . ?
C9 N6 C20 120.01(19) . . ?
C20 N6 C19 117.76(19) . . ?
C4 B14 C4 119.0(2) . 2_656 ?
N1 B14 C4 120.48(11) . 2_656 ?
N1 B14 C4 120.47(11) . . ?

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 -0.015 398 52 ' '
2 0.500 0.500 0.746 398 52 ' '
_platon_squeeze_details          
;
;

