# Electronic Supplementary Material (ESI) for ChemComm.
# 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_cd15142
_database_code_depnum_ccdc_archive 'CCDC 1427606'
_audit_update_record             
;
2015-09-25 deposited with the CCDC.
2016-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C72 H80 B2 N2 O4'
_chemical_formula_weight         1059.00

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.7416(16)
_cell_length_b                   10.1024(17)
_cell_length_c                   16.600(3)
_cell_angle_alpha                92.408(4)
_cell_angle_beta                 106.474(4)
_cell_angle_gamma                105.593(4)
_cell_volume                     1496.5(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1778
_cell_measurement_theta_min      4.499
_cell_measurement_theta_max      42.326

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.175
_exptl_crystal_F_000             568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.071
_shelx_estimated_absorpt_T_min   0.985
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6188
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8641
_diffrn_reflns_av_unetI/netI     0.0561
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.110
_diffrn_reflns_theta_max         25.490
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5559
_reflns_number_gt                3861
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0727P)²+0.1868P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5559
_refine_ls_number_parameters     365
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0842
_refine_ls_R_factor_gt           0.0569
_refine_ls_wR_factor_ref         0.1557
_refine_ls_wR_factor_gt          0.1388
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N -0.11321(16) -0.01421(15) 0.23167(9) 0.0361(4) Uani 1 1 d . . . . .
O1 O 0.36477(15) 0.26525(15) 0.26890(9) 0.0497(4) Uani 1 1 d . . . . .
O2 O 0.26643(15) 0.35196(15) 0.14932(9) 0.0541(4) Uani 1 1 d . . . . .
B1 B 0.2400(3) 0.2579(2) 0.20391(14) 0.0394(5) Uani 1 1 d . . . . .
C1 C 0.0847(2) 0.15105(19) 0.18642(11) 0.0381(5) Uani 1 1 d . . . . .
C2 C -0.0367(3) 0.1718(2) 0.11258(13) 0.0573(6) Uani 1 1 d . . . . .
H2A H -0.1391 0.1395 0.1140 0.069 Uiso 1 1 calc R U . . .
H2B H -0.0136 0.2560 0.0867 0.069 Uiso 1 1 calc R U . . .
C3 C 0.0364(3) 0.0672(2) 0.09977(13) 0.0593(7) Uani 1 1 d . . . . .
H3A H 0.1046 0.0870 0.0662 0.071 Uiso 1 1 calc R U . . .
H3B H -0.0209 -0.0295 0.0935 0.071 Uiso 1 1 calc R U . . .
C4 C 0.0457(2) 0.07298(19) 0.25821(11) 0.0347(4) Uani 1 1 d . . . . .
H4 H 0.1063 0.0086 0.2689 0.042 Uiso 1 1 calc R U . . .
C5 C 0.0941(2) 0.1703(2) 0.34074(12) 0.0386(5) Uani 1 1 d . . . . .
C6 C 0.0616(2) 0.2966(2) 0.33801(14) 0.0492(5) Uani 1 1 d . . . . .
H6 H 0.0159 0.3207 0.2858 0.059 Uiso 1 1 calc R U . . .
C7 C 0.0949(3) 0.3867(3) 0.40987(16) 0.0629(7) Uani 1 1 d . . . . .
H7 H 0.0713 0.4700 0.4060 0.076 Uiso 1 1 calc R U . . .
C8 C 0.1631(3) 0.3534(3) 0.48721(16) 0.0732(8) Uani 1 1 d . . . . .
H8 H 0.1842 0.4128 0.5363 0.088 Uiso 1 1 calc R U . . .
C9 C 0.2000(3) 0.2321(3) 0.49154(14) 0.0649(7) Uani 1 1 d . . . . .
H9 H 0.2481 0.2112 0.5442 0.078 Uiso 1 1 calc R U . . .
C10 C 0.1683(2) 0.1383(2) 0.41983(12) 0.0450(5) Uani 1 1 d . . . . .
C11 C 0.2207(2) 0.0133(2) 0.43253(12) 0.0469(5) Uani 1 1 d . . . . .
C12 C 0.3239(2) -0.0125(2) 0.39653(13) 0.0509(6) Uani 1 1 d . . . . .
H12 H 0.3574 0.0468 0.3602 0.061 Uiso 1 1 calc R U . . .
C13 C 0.3783(3) -0.1243(3) 0.41334(15) 0.0628(7) Uani 1 1 d . . . . .
H13 H 0.4476 -0.1402 0.3883 0.075 Uiso 1 1 calc R U . . .
C14 C 0.3300(3) -0.2124(3) 0.46711(16) 0.0715(8) Uani 1 1 d . . . . .
H14 H 0.3671 -0.2876 0.4789 0.086 Uiso 1 1 calc R U . . .
C15 C 0.2273(3) -0.1892(3) 0.50312(17) 0.0758(8) Uani 1 1 d . . . . .
H15 H 0.1932 -0.2497 0.5387 0.091 Uiso 1 1 calc R U . . .
C16 C 0.1742(3) -0.0771(3) 0.48715(15) 0.0649(7) Uani 1 1 d . . . . .
H16 H 0.1061 -0.0613 0.5132 0.078 Uiso 1 1 calc R U . . .
C17 C 0.4282(2) 0.4100(2) 0.17104(15) 0.0546(6) Uani 1 1 d . . . . .
C18 C 0.4800(2) 0.3891(2) 0.26512(14) 0.0502(5) Uani 1 1 d . . . . .
C19 C 0.4745(3) 0.5036(3) 0.32546(19) 0.0850(9) Uani 1 1 d . . . . .
H19A H 0.3808 0.5239 0.3045 0.127 Uiso 1 1 calc R U . . .
H19B H 0.5553 0.5853 0.3295 0.127 Uiso 1 1 calc R U . . .
H19C H 0.4838 0.4740 0.3804 0.127 Uiso 1 1 calc R U . . .
C20 C 0.6311(3) 0.3627(3) 0.29502(18) 0.0720(8) Uani 1 1 d . . . . .
H20A H 0.6524 0.3475 0.3534 0.108 Uiso 1 1 calc R U . . .
H20B H 0.7070 0.4416 0.2892 0.108 Uiso 1 1 calc R U . . .
H20C H 0.6296 0.2824 0.2614 0.108 Uiso 1 1 calc R U . . .
C21 C 0.4797(3) 0.3257(3) 0.11454(18) 0.0850(9) Uani 1 1 d . . . . .
H21A H 0.4579 0.2315 0.1264 0.128 Uiso 1 1 calc R U . . .
H21B H 0.5856 0.3637 0.1250 0.128 Uiso 1 1 calc R U . . .
H21C H 0.4283 0.3285 0.0563 0.128 Uiso 1 1 calc R U . . .
C22 C 0.4615(3) 0.5586(3) 0.1528(2) 0.0935(10) Uani 1 1 d . . . . .
H22A H 0.4140 0.5614 0.0940 0.140 Uiso 1 1 calc R U . . .
H22B H 0.5677 0.5986 0.1660 0.140 Uiso 1 1 calc R U . . .
H22C H 0.4239 0.6103 0.1869 0.140 Uiso 1 1 calc R U . . .
C23 C -0.2199(2) 0.0537(2) 0.24732(13) 0.0463(5) Uani 1 1 d . . . . .
H23A H -0.1928 0.1484 0.2347 0.056 Uiso 1 1 calc R U . . .
H23B H -0.2128 0.0570 0.3069 0.056 Uiso 1 1 calc R U . . .
C24 C -0.3797(2) -0.0187(2) 0.19511(12) 0.0404(5) Uani 1 1 d . . . . .
C25 C -0.4194(2) -0.0690(2) 0.11058(13) 0.0467(5) Uani 1 1 d . . . . .
H25 H -0.3450 -0.0638 0.0850 0.056 Uiso 1 1 calc R U . . .
C26 C -0.5668(3) -0.1268(2) 0.06355(14) 0.0528(6) Uani 1 1 d . . . . .
H26 H -0.5912 -0.1596 0.0066 0.063 Uiso 1 1 calc R U . . .
C27 C -0.6782(3) -0.1362(3) 0.10029(16) 0.0597(6) Uani 1 1 d . . . . .
H27 H -0.7780 -0.1756 0.0686 0.072 Uiso 1 1 calc R U . . .
C28 C -0.6408(3) -0.0872(3) 0.18397(17) 0.0653(7) Uani 1 1 d . . . . .
H28 H -0.7155 -0.0928 0.2094 0.078 Uiso 1 1 calc R U . . .
C29 C -0.4929(2) -0.0293(2) 0.23077(15) 0.0538(6) Uani 1 1 d . . . . .
H29 H -0.4690 0.0033 0.2877 0.065 Uiso 1 1 calc R U . . .
C30 C -0.1331(2) -0.1483(2) 0.26438(13) 0.0450(5) Uani 1 1 d . . . . .
H30A H -0.2379 -0.1881 0.2597 0.054 Uiso 1 1 calc R U . . .
H30B H -0.0760 -0.1340 0.3240 0.054 Uiso 1 1 calc R U . . .
C31 C -0.0841(2) -0.2486(2) 0.21805(14) 0.0461(5) Uani 1 1 d . . . . .
C32 C -0.1457(3) -0.2841(2) 0.13138(16) 0.0578(6) Uani 1 1 d . . . . .
H32 H -0.2192 -0.2459 0.1021 0.069 Uiso 1 1 calc R U . . .
C33 C -0.1012(3) -0.3743(3) 0.0873(2) 0.0781(8) Uani 1 1 d . . . . .
H33 H -0.1440 -0.3959 0.0289 0.094 Uiso 1 1 calc R U . . .
C34 C 0.0055(4) -0.4319(3) 0.1292(3) 0.0938(10) Uani 1 1 d . . . . .
H34 H 0.0366 -0.4924 0.0995 0.113 Uiso 1 1 calc R U . . .
C35 C 0.0667(4) -0.4003(3) 0.2151(3) 0.0923(11) Uani 1 1 d . . . . .
H35 H 0.1388 -0.4405 0.2438 0.111 Uiso 1 1 calc R U . . .
C36 C 0.0227(3) -0.3090(3) 0.25993(19) 0.0706(7) Uani 1 1 d . . . . .
H36 H 0.0653 -0.2884 0.3184 0.085 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C23 1.463(2) . ?
N1 C30 1.466(2) . ?
N1 C4 1.488(2) . ?
O1 B1 1.359(3) . ?
O1 C18 1.456(2) . ?
O2 B1 1.365(3) . ?
O2 C17 1.456(3) . ?
B1 C1 1.544(3) . ?
C1 C2 1.509(3) . ?
C1 C3 1.519(3) . ?
C1 C4 1.537(3) . ?
C2 C3 1.463(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.529(2) . ?
C4 H4 0.9800 . ?
C5 C6 1.395(3) . ?
C5 C10 1.405(3) . ?
C6 C7 1.374(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.370(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.365(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.396(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.486(3) . ?
C11 C12 1.380(3) . ?
C11 C16 1.394(3) . ?
C12 C13 1.378(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.375(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.367(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.372(4) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C22 1.511(3) . ?
C17 C21 1.512(4) . ?
C17 C18 1.542(3) . ?
C18 C20 1.513(3) . ?
C18 C19 1.521(3) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.509(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C29 1.374(3) . ?
C24 C25 1.380(3) . ?
C25 C26 1.374(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.372(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.366(3) . ?
C27 H27 0.9300 . ?
C28 C29 1.377(3) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C30 C31 1.499(3) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C36 1.380(3) . ?
C31 C32 1.382(3) . ?
C32 C33 1.375(3) . ?
C32 H32 0.9300 . ?
C33 C34 1.361(4) . ?
C33 H33 0.9300 . ?
C34 C35 1.367(5) . ?
C34 H34 0.9300 . ?
C35 C36 1.387(4) . ?
C35 H35 0.9300 . ?
C36 H36 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
C23 N1 C30 110.68(16) . . ?
C23 N1 C4 115.47(15) . . ?
C30 N1 C4 113.04(15) . . ?
B1 O1 C18 107.05(16) . . ?
B1 O2 C17 106.95(16) . . ?
O1 B1 O2 112.71(18) . . ?
O1 B1 C1 126.10(18) . . ?
O2 B1 C1 121.07(18) . . ?
C2 C1 C3 57.77(15) . . ?
C2 C1 C4 120.85(17) . . ?
C3 C1 C4 116.85(16) . . ?
C2 C1 B1 114.99(17) . . ?
C3 C1 B1 110.78(17) . . ?
C4 C1 B1 119.64(15) . . ?
C3 C2 C1 61.45(14) . . ?
C3 C2 H2A 117.6 . . ?
C1 C2 H2A 117.6 . . ?
C3 C2 H2B 117.6 . . ?
C1 C2 H2B 117.6 . . ?
H2A C2 H2B 114.7 . . ?
C2 C3 C1 60.78(14) . . ?
C2 C3 H3A 117.7 . . ?
C1 C3 H3A 117.7 . . ?
C2 C3 H3B 117.7 . . ?
C1 C3 H3B 117.7 . . ?
H3A C3 H3B 114.8 . . ?
N1 C4 C5 114.67(15) . . ?
N1 C4 C1 111.70(14) . . ?
C5 C4 C1 111.55(15) . . ?
N1 C4 H4 106.1 . . ?
C5 C4 H4 106.1 . . ?
C1 C4 H4 106.1 . . ?
C6 C5 C10 117.99(18) . . ?
C6 C5 C4 118.66(17) . . ?
C10 C5 C4 123.34(18) . . ?
C7 C6 C5 122.2(2) . . ?
C7 C6 H6 118.9 . . ?
C5 C6 H6 118.9 . . ?
C8 C7 C6 119.7(2) . . ?
C8 C7 H7 120.2 . . ?
C6 C7 H7 120.2 . . ?
C9 C8 C7 119.4(2) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C9 C10 122.5(2) . . ?
C8 C9 H9 118.8 . . ?
C10 C9 H9 118.8 . . ?
C9 C10 C5 118.2(2) . . ?
C9 C10 C11 117.23(19) . . ?
C5 C10 C11 124.50(18) . . ?
C12 C11 C16 117.7(2) . . ?
C12 C11 C10 122.11(19) . . ?
C16 C11 C10 120.0(2) . . ?
C13 C12 C11 121.3(2) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C14 C13 C12 119.9(2) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C15 C14 C13 119.7(3) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C14 C15 C16 120.4(2) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C15 C16 C11 121.0(2) . . ?
C15 C16 H16 119.5 . . ?
C11 C16 H16 119.5 . . ?
O2 C17 C22 108.07(19) . . ?
O2 C17 C21 106.9(2) . . ?
C22 C17 C21 110.0(2) . . ?
O2 C17 C18 101.82(16) . . ?
C22 C17 C18 115.8(2) . . ?
C21 C17 C18 113.5(2) . . ?
O1 C18 C20 108.92(18) . . ?
O1 C18 C19 106.36(19) . . ?
C20 C18 C19 109.7(2) . . ?
O1 C18 C17 102.15(15) . . ?
C20 C18 C17 115.2(2) . . ?
C19 C18 C17 113.8(2) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C21 H21A 109.5 . . ?
C17 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C17 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N1 C23 C24 113.07(16) . . ?
N1 C23 H23A 109.0 . . ?
C24 C23 H23A 109.0 . . ?
N1 C23 H23B 109.0 . . ?
C24 C23 H23B 109.0 . . ?
H23A C23 H23B 107.8 . . ?
C29 C24 C25 117.60(19) . . ?
C29 C24 C23 119.59(19) . . ?
C25 C24 C23 122.71(18) . . ?
C26 C25 C24 121.2(2) . . ?
C26 C25 H25 119.4 . . ?
C24 C25 H25 119.4 . . ?
C27 C26 C25 120.3(2) . . ?
C27 C26 H26 119.9 . . ?
C25 C26 H26 119.9 . . ?
C28 C27 C26 119.3(2) . . ?
C28 C27 H27 120.4 . . ?
C26 C27 H27 120.4 . . ?
C27 C28 C29 120.2(2) . . ?
C27 C28 H28 119.9 . . ?
C29 C28 H28 119.9 . . ?
C24 C29 C28 121.4(2) . . ?
C24 C29 H29 119.3 . . ?
C28 C29 H29 119.3 . . ?
N1 C30 C31 112.67(16) . . ?
N1 C30 H30A 109.1 . . ?
C31 C30 H30A 109.1 . . ?
N1 C30 H30B 109.1 . . ?
C31 C30 H30B 109.1 . . ?
H30A C30 H30B 107.8 . . ?
C36 C31 C32 117.7(2) . . ?
C36 C31 C30 121.6(2) . . ?
C32 C31 C30 120.68(19) . . ?
C33 C32 C31 121.8(2) . . ?
C33 C32 H32 119.1 . . ?
C31 C32 H32 119.1 . . ?
C34 C33 C32 120.0(3) . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C33 C34 C35 119.5(3) . . ?
C33 C34 H34 120.3 . . ?
C35 C34 H34 120.3 . . ?
C34 C35 C36 120.9(3) . . ?
C34 C35 H35 119.6 . . ?
C36 C35 H35 119.6 . . ?
C31 C36 C35 120.2(3) . . ?
C31 C36 H36 119.9 . . ?
C35 C36 H36 119.9 . . ?

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
C18 O1 B1 O2 9.4(2) . . . . ?
C18 O1 B1 C1 -174.6(2) . . . . ?
C17 O2 B1 O1 11.2(2) . . . . ?
C17 O2 B1 C1 -165.02(19) . . . . ?
O1 B1 C1 C2 176.6(2) . . . . ?
O2 B1 C1 C2 -7.8(3) . . . . ?
O1 B1 C1 C3 -120.3(2) . . . . ?
O2 B1 C1 C3 55.3(3) . . . . ?
O1 B1 C1 C4 20.2(3) . . . . ?
O2 B1 C1 C4 -164.15(18) . . . . ?
C4 C1 C2 C3 -104.2(2) . . . . ?
B1 C1 C2 C3 99.7(2) . . . . ?
C4 C1 C3 C2 111.1(2) . . . . ?
B1 C1 C3 C2 -107.16(19) . . . . ?
C23 N1 C4 C5 37.9(2) . . . . ?
C30 N1 C4 C5 -90.98(19) . . . . ?
C23 N1 C4 C1 -90.27(19) . . . . ?
C30 N1 C4 C1 140.86(16) . . . . ?
C2 C1 C4 N1 19.2(2) . . . . ?
C3 C1 C4 N1 -47.6(2) . . . . ?
B1 C1 C4 N1 174.18(17) . . . . ?
C2 C1 C4 C5 -110.6(2) . . . . ?
C3 C1 C4 C5 -177.41(18) . . . . ?
B1 C1 C4 C5 44.4(2) . . . . ?
N1 C4 C5 C6 -82.4(2) . . . . ?
C1 C4 C5 C6 45.9(2) . . . . ?
N1 C4 C5 C10 96.8(2) . . . . ?
C1 C4 C5 C10 -135.01(19) . . . . ?
C10 C5 C6 C7 -2.4(3) . . . . ?
C4 C5 C6 C7 176.8(2) . . . . ?
C5 C6 C7 C8 0.4(4) . . . . ?
C6 C7 C8 C9 1.4(4) . . . . ?
C7 C8 C9 C10 -1.3(4) . . . . ?
C8 C9 C10 C5 -0.7(4) . . . . ?
C8 C9 C10 C11 177.1(2) . . . . ?
C6 C5 C10 C9 2.4(3) . . . . ?
C4 C5 C10 C9 -176.68(19) . . . . ?
C6 C5 C10 C11 -175.25(19) . . . . ?
C4 C5 C10 C11 5.6(3) . . . . ?
C9 C10 C11 C12 -117.2(2) . . . . ?
C5 C10 C11 C12 60.5(3) . . . . ?
C9 C10 C11 C16 58.0(3) . . . . ?
C5 C10 C11 C16 -124.3(2) . . . . ?
C16 C11 C12 C13 0.6(3) . . . . ?
C10 C11 C12 C13 175.8(2) . . . . ?
C11 C12 C13 C14 -0.2(4) . . . . ?
C12 C13 C14 C15 0.5(4) . . . . ?
C13 C14 C15 C16 -1.2(4) . . . . ?
C14 C15 C16 C11 1.5(4) . . . . ?
C12 C11 C16 C15 -1.2(4) . . . . ?
C10 C11 C16 C15 -176.6(2) . . . . ?
B1 O2 C17 C22 -147.7(2) . . . . ?
B1 O2 C17 C21 93.9(2) . . . . ?
B1 O2 C17 C18 -25.3(2) . . . . ?
B1 O1 C18 C20 -146.72(19) . . . . ?
B1 O1 C18 C19 95.1(2) . . . . ?
B1 O1 C18 C17 -24.4(2) . . . . ?
O2 C17 C18 O1 29.8(2) . . . . ?
C22 C17 C18 O1 146.7(2) . . . . ?
C21 C17 C18 O1 -84.6(2) . . . . ?
O2 C17 C18 C20 147.71(19) . . . . ?
C22 C17 C18 C20 -95.4(3) . . . . ?
C21 C17 C18 C20 33.3(3) . . . . ?
O2 C17 C18 C19 -84.4(2) . . . . ?
C22 C17 C18 C19 32.6(3) . . . . ?
C21 C17 C18 C19 161.2(2) . . . . ?
C30 N1 C23 C24 -69.0(2) . . . . ?
C4 N1 C23 C24 160.99(16) . . . . ?
N1 C23 C24 C29 141.0(2) . . . . ?
N1 C23 C24 C25 -42.7(3) . . . . ?
C29 C24 C25 C26 0.5(3) . . . . ?
C23 C24 C25 C26 -175.9(2) . . . . ?
C24 C25 C26 C27 -0.4(3) . . . . ?
C25 C26 C27 C28 0.2(4) . . . . ?
C26 C27 C28 C29 -0.2(4) . . . . ?
C25 C24 C29 C28 -0.5(3) . . . . ?
C23 C24 C29 C28 176.1(2) . . . . ?
C27 C28 C29 C24 0.3(4) . . . . ?
C23 N1 C30 C31 153.32(16) . . . . ?
C4 N1 C30 C31 -75.4(2) . . . . ?
N1 C30 C31 C36 123.3(2) . . . . ?
N1 C30 C31 C32 -57.0(3) . . . . ?
C36 C31 C32 C33 -1.2(3) . . . . ?
C30 C31 C32 C33 179.1(2) . . . . ?
C31 C32 C33 C34 0.4(4) . . . . ?
C32 C33 C34 C35 0.6(5) . . . . ?
C33 C34 C35 C36 -0.8(5) . . . . ?
C32 C31 C36 C35 1.0(4) . . . . ?
C30 C31 C36 C35 -179.3(2) . . . . ?
C34 C35 C36 C31 0.0(4) . . . . ?

_refine_diff_density_max         0.196
_refine_diff_density_min         -0.148
_refine_diff_density_rms         0.038

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_cd15248
_database_code_depnum_ccdc_archive 'CCDC 1436569'
_audit_update_record             
;
2015-11-12 deposited with the CCDC.
2016-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H36 B N O2'
_chemical_formula_weight         453.41

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'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.5305(18)
_cell_length_b                   11.491(2)
_cell_length_c                   13.290(2)
_cell_angle_alpha                68.577(4)
_cell_angle_beta                 71.096(3)
_cell_angle_gamma                63.363(3)
_cell_volume                     1313.2(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2226
_cell_measurement_theta_min      4.450
_cell_measurement_theta_max      45.785

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.147
_exptl_crystal_F_000             488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.070
_shelx_estimated_absorpt_T_min   0.985
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6492
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7592
_diffrn_reflns_av_unetI/netI     0.0474
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.677
_diffrn_reflns_theta_max         25.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4872
_reflns_number_gt                3551
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0823P)²+0.2111P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4872
_refine_ls_number_parameters     361
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.0765
_refine_ls_R_factor_gt           0.0569
_refine_ls_wR_factor_ref         0.1631
_refine_ls_wR_factor_gt          0.1475
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.74543(15) 0.77548(14) 0.16258(12) 0.0378(4) Uani 1 1 d . . . . .
O1 O 0.97339(14) 0.39261(13) 0.40047(11) 0.0497(4) Uani 1 1 d . . . . .
O2 O 0.73326(13) 0.47129(13) 0.40253(10) 0.0490(4) Uani 1 1 d . . . . .
B1 B 0.8654(2) 0.4670(2) 0.34037(17) 0.0382(5) Uani 1 1 d . . . . .
C1 C 0.90157(19) 0.52508(17) 0.21419(15) 0.0393(4) Uani 1 1 d . . . . .
C2 C 1.0048(2) 0.4093(2) 0.15964(18) 0.0591(6) Uani 1 1 d . . . . .
H2A H 1.0338 0.3183 0.2071 0.071 Uiso 1 1 calc R U . . .
H2B H 0.9935 0.4168 0.0877 0.071 Uiso 1 1 calc R U . . .
C3 C 1.0606(2) 0.5019(2) 0.16722(18) 0.0598(6) Uani 1 1 d . . . . .
H3A H 1.0841 0.5657 0.0997 0.072 Uiso 1 1 calc R U . . .
H3B H 1.1243 0.4673 0.2190 0.072 Uiso 1 1 calc R U . . .
C4 C 0.79580(19) 0.64195(17) 0.14311(14) 0.0374(4) Uani 1 1 d . . . . .
H4 H 0.8519 0.6506 0.0677 0.045 Uiso 1 1 calc R U . . .
C5 C 0.6672(2) 0.61689(18) 0.13935(14) 0.0409(4) Uani 1 1 d . . . . .
C6 C 0.6589(2) 0.4912(2) 0.17686(18) 0.0545(5) Uani 1 1 d . . . . .
H6 H 0.7305 0.4181 0.2119 0.065 Uiso 1 1 calc R U . . .
C7 C 0.5451(3) 0.4724(3) 0.1629(2) 0.0685(7) Uani 1 1 d . . . . .
H7 H 0.5418 0.3867 0.1885 0.082 Uiso 1 1 calc R U . . .
C8 C 0.4386(3) 0.5770(3) 0.1126(2) 0.0712(7) Uani 1 1 d . . . . .
H8 H 0.3632 0.5635 0.1028 0.085 Uiso 1 1 calc R U . . .
C9 C 0.4440(3) 0.7016(3) 0.0768(3) 0.0848(9) Uani 1 1 d . . . . .
H9 H 0.3709 0.7743 0.0431 0.102 Uiso 1 1 calc R U . . .
C10 C 0.5563(3) 0.7215(2) 0.0900(2) 0.0675(7) Uani 1 1 d . . . . .
H10 H 0.5575 0.8079 0.0648 0.081 Uiso 1 1 calc R U . . .
C11 C 0.8587(2) 0.8286(2) 0.13310(16) 0.0472(5) Uani 1 1 d . . . . .
H11A H 0.9361 0.7635 0.1725 0.057 Uiso 1 1 calc R U . . .
H11B H 0.8193 0.9104 0.1571 0.057 Uiso 1 1 calc R U . . .
C12 C 0.9214(2) 0.85955(18) 0.01172(16) 0.0453(5) Uani 1 1 d . . . . .
C13 C 0.8348(3) 0.9241(2) -0.06552(19) 0.0624(6) Uani 1 1 d . . . . .
H13 H 0.7354 0.9457 -0.0429 0.075 Uiso 1 1 calc R U . . .
C14 C 0.8929(3) 0.9578(3) -0.1768(2) 0.0817(8) Uani 1 1 d . . . . .
H14 H 0.8327 1.0010 -0.2281 0.098 Uiso 1 1 calc R U . . .
C15 C 1.0388(4) 0.9277(3) -0.2113(2) 0.0819(8) Uani 1 1 d . . . . .
H15 H 1.0778 0.9510 -0.2859 0.098 Uiso 1 1 calc R U . . .
C16 C 1.1260(3) 0.8637(2) -0.1363(2) 0.0751(8) Uani 1 1 d . . . . .
H16 H 1.2253 0.8425 -0.1596 0.090 Uiso 1 1 calc R U . . .
C17 C 1.0685(2) 0.8297(2) -0.0252(2) 0.0606(6) Uani 1 1 d . . . . .
H17 H 1.1297 0.7860 0.0254 0.073 Uiso 1 1 calc R U . . .
C18 C 0.6633(2) 0.78255(19) 0.27344(16) 0.0432(5) Uani 1 1 d . . . . .
C25 C 0.9120(2) 0.3174(2) 0.50468(16) 0.0485(5) Uani 1 1 d . . . . .
C26 C 0.7502(2) 0.4100(2) 0.51778(16) 0.0520(5) Uani 1 1 d . . . . .
C27 C 0.6459(3) 0.3385(3) 0.5780(2) 0.0772(8) Uani 1 1 d . . . . .
H27A H 0.5486 0.4039 0.5852 0.116 Uiso 1 1 calc R U . . .
H27B H 0.6671 0.2861 0.6499 0.116 Uiso 1 1 calc R U . . .
H27C H 0.6556 0.2801 0.5373 0.116 Uiso 1 1 calc R U . . .
C28 C 0.7145(3) 0.5240(3) 0.5667(2) 0.0763(7) Uani 1 1 d . . . . .
H28A H 0.7824 0.5677 0.5287 0.114 Uiso 1 1 calc R U . . .
H28B H 0.7201 0.4883 0.6434 0.114 Uiso 1 1 calc R U . . .
H28C H 0.6183 0.5880 0.5590 0.114 Uiso 1 1 calc R U . . .
C29 C 0.9422(3) 0.1832(2) 0.4883(2) 0.0762(7) Uani 1 1 d . . . . .
H29A H 0.8929 0.1976 0.4329 0.114 Uiso 1 1 calc R U . . .
H29B H 0.9085 0.1279 0.5563 0.114 Uiso 1 1 calc R U . . .
H29C H 1.0445 0.1388 0.4653 0.114 Uiso 1 1 calc R U . . .
C30 C 0.9853(3) 0.2964(3) 0.59403(19) 0.0724(7) Uani 1 1 d . . . . .
H30A H 1.0846 0.2368 0.5804 0.109 Uiso 1 1 calc R U . . .
H30B H 0.9368 0.2576 0.6642 0.109 Uiso 1 1 calc R U . . .
H30C H 0.9810 0.3816 0.5942 0.109 Uiso 1 1 calc R U . . .
C19 C 0.5703(4) 0.9265(3) 0.2805(4) 0.0470(14) Uani 0.7 1 d G U P A 1
C20 C 0.4621(5) 1.0029(4) 0.2185(4) 0.085(3) Uani 0.6 1 d G . P A 1
H20 H 0.4490 0.9664 0.1723 0.102 Uiso 0.6 1 calc R U P A 1
C21 C 0.3734(4) 1.1340(4) 0.2253(3) 0.078(2) Uani 0.6 1 d G U P A 1
H21 H 0.3010 1.1851 0.1838 0.094 Uiso 0.6 1 calc R U P A 1
C22 C 0.3929(3) 1.1885(3) 0.2943(3) 0.0759(14) Uani 0.6 1 d G U P A 1
H22 H 0.3335 1.2762 0.2989 0.091 Uiso 0.6 1 calc R U P A 1
C23 C 0.5011(3) 1.1121(3) 0.3563(3) 0.0740(10) Uani 0.6 1 d G U P A 1
H23 H 0.5141 1.1486 0.4025 0.089 Uiso 0.6 1 calc R U P A 1
C24 C 0.5898(3) 0.9810(3) 0.3495(3) 0.0630(9) Uani 0.6 1 d G U P A 1
H24 H 0.6622 0.9299 0.3910 0.076 Uiso 0.6 1 calc R U P A 1
C19' C 0.5489(15) 0.9192(12) 0.2821(11) 0.048(2) Uani 0.3 1 d . U P A 2
C20' C 0.5078(8) 1.0281(8) 0.1993(6) 0.0481(17) Uani 0.4 1 d . . P A 2
H20' H 0.5488 1.0178 0.1282 0.058 Uiso 0.4 1 calc R U P A 2
C21' C 0.4096(10) 1.1548(9) 0.2098(8) 0.072(2) Uani 0.4 1 d . U P A 2
H21' H 0.3935 1.2294 0.1493 0.086 Uiso 0.4 1 calc R U P A 2
C22' C 0.3369(9) 1.1637(8) 0.3156(7) 0.0817(18) Uani 0.4 1 d . U P A 2
H22' H 0.2584 1.2421 0.3263 0.098 Uiso 0.4 1 calc R U P A 2
C23' C 0.3776(8) 1.0620(7) 0.4022(6) 0.0840(16) Uani 0.4 1 d . U P A 2
H23' H 0.3347 1.0733 0.4729 0.101 Uiso 0.4 1 calc R U P A 2
C24' C 0.4837(7) 0.9390(6) 0.3882(5) 0.0707(14) Uani 0.4 1 d . U P A 2
H24' H 0.5120 0.8689 0.4496 0.085 Uiso 0.4 1 calc R U P A 2
H18A H 0.607(2) 0.727(2) 0.2954(15) 0.043(5) Uiso 1 1 d . . . . .
H18B H 0.726(2) 0.745(2) 0.3265(18) 0.054(6) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C18 1.457(2) . ?
N1 C11 1.458(2) . ?
N1 C4 1.475(2) . ?
O1 B1 1.371(2) . ?
O1 C25 1.459(2) . ?
O2 B1 1.358(2) . ?
O2 C26 1.467(2) . ?
B1 C1 1.549(3) . ?
C1 C3 1.520(3) . ?
C1 C4 1.533(2) . ?
C1 C2 1.541(3) . ?
C2 C3 1.472(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.525(3) . ?
C4 H4 0.9800 . ?
C5 C10 1.379(3) . ?
C5 C6 1.379(3) . ?
C6 C7 1.386(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.357(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.355(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.373(3) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.505(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.371(3) . ?
C12 C17 1.383(3) . ?
C13 C14 1.385(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.368(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.353(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.382(3) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19' 1.509(10) . ?
C18 C19 1.518(3) . ?
C18 H18A 0.97(2) . ?
C18 H18B 0.97(2) . ?
C25 C30 1.510(3) . ?
C25 C29 1.512(3) . ?
C25 C26 1.543(3) . ?
C26 C27 1.511(3) . ?
C26 C28 1.517(3) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
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 . ?
C19 C20 1.3900 . ?
C19 C24 1.3900 . ?
C20 C21 1.3900 . ?
C20 H20 0.9300 . ?
C21 C22 1.3900 . ?
C21 H21 0.9300 . ?
C22 C23 1.3900 . ?
C22 H22 0.9300 . ?
C23 C24 1.3900 . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C19' C20' 1.334(13) . ?
C19' C24' 1.407(14) . ?
C20' C21' 1.383(9) . ?
C20' H20' 0.9300 . ?
C21' C22' 1.383(12) . ?
C21' H21' 0.9300 . ?
C22' C23' 1.328(10) . ?
C22' H22' 0.9300 . ?
C23' C24' 1.386(8) . ?
C23' H23' 0.9300 . ?
C24' H24' 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
C18 N1 C11 110.84(15) . . ?
C18 N1 C4 113.54(14) . . ?
C11 N1 C4 114.28(14) . . ?
B1 O1 C25 106.68(14) . . ?
B1 O2 C26 107.47(15) . . ?
O2 B1 O1 112.28(16) . . ?
O2 B1 C1 126.86(17) . . ?
O1 B1 C1 120.64(16) . . ?
C3 C1 C4 115.24(15) . . ?
C3 C1 C2 57.48(14) . . ?
C4 C1 C2 114.02(16) . . ?
C3 C1 B1 114.79(16) . . ?
C4 C1 B1 125.77(15) . . ?
C2 C1 B1 109.52(15) . . ?
C3 C2 C1 60.55(13) . . ?
C3 C2 H2A 117.7 . . ?
C1 C2 H2A 117.7 . . ?
C3 C2 H2B 117.7 . . ?
C1 C2 H2B 117.7 . . ?
H2A C2 H2B 114.8 . . ?
C2 C3 C1 61.97(13) . . ?
C2 C3 H3A 117.6 . . ?
C1 C3 H3A 117.6 . . ?
C2 C3 H3B 117.6 . . ?
C1 C3 H3B 117.6 . . ?
H3A C3 H3B 114.7 . . ?
N1 C4 C5 109.76(14) . . ?
N1 C4 C1 115.91(14) . . ?
C5 C4 C1 115.46(14) . . ?
N1 C4 H4 104.8 . . ?
C5 C4 H4 104.8 . . ?
C1 C4 H4 104.8 . . ?
C10 C5 C6 116.81(19) . . ?
C10 C5 C4 119.75(17) . . ?
C6 C5 C4 123.29(17) . . ?
C5 C6 C7 120.8(2) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C8 C7 C6 121.0(2) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C9 C8 C7 118.9(2) . . ?
C9 C8 H8 120.6 . . ?
C7 C8 H8 120.6 . . ?
C8 C9 C10 120.7(2) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C9 C10 C5 121.8(2) . . ?
C9 C10 H10 119.1 . . ?
C5 C10 H10 119.1 . . ?
N1 C11 C12 113.89(16) . . ?
N1 C11 H11A 108.8 . . ?
C12 C11 H11A 108.8 . . ?
N1 C11 H11B 108.8 . . ?
C12 C11 H11B 108.8 . . ?
H11A C11 H11B 107.7 . . ?
C13 C12 C17 117.7(2) . . ?
C13 C12 C11 121.52(18) . . ?
C17 C12 C11 120.66(19) . . ?
C12 C13 C14 121.1(2) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C15 C14 C13 120.1(3) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C16 C15 C14 119.6(2) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C15 C16 C17 120.4(2) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C16 C17 C12 121.0(2) . . ?
C16 C17 H17 119.5 . . ?
C12 C17 H17 119.5 . . ?
N1 C18 C19' 114.9(6) . . ?
N1 C18 C19 112.4(2) . . ?
N1 C18 H18A 107.1(11) . . ?
C19' C18 H18A 102.8(13) . . ?
C19 C18 H18A 112.6(11) . . ?
N1 C18 H18B 111.9(13) . . ?
C19' C18 H18B 112.6(13) . . ?
C19 C18 H18B 106.3(12) . . ?
H18A C18 H18B 106.5(16) . . ?
O1 C25 C30 109.21(16) . . ?
O1 C25 C29 106.50(18) . . ?
C30 C25 C29 110.25(19) . . ?
O1 C25 C26 101.70(14) . . ?
C30 C25 C26 114.78(19) . . ?
C29 C25 C26 113.65(18) . . ?
O2 C26 C27 109.11(17) . . ?
O2 C26 C28 106.88(17) . . ?
C27 C26 C28 110.1(2) . . ?
O2 C26 C25 101.44(15) . . ?
C27 C26 C25 115.28(19) . . ?
C28 C26 C25 113.25(19) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C25 C29 H29A 109.5 . . ?
C25 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C25 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C25 C30 H30A 109.5 . . ?
C25 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C25 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C20 C19 C24 120.0 . . ?
C20 C19 C18 118.9(2) . . ?
C24 C19 C18 121.1(2) . . ?
C19 C20 C21 120.0 . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 120.0 . . ?
C22 C21 C20 120.0 . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C22 C23 120.0 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C24 C23 C22 120.0 . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 C19 120.0 . . ?
C23 C24 H24 120.0 . . ?
C19 C24 H24 120.0 . . ?
C20' C19' C24' 115.2(7) . . ?
C20' C19' C18 127.1(9) . . ?
C24' C19' C18 117.6(9) . . ?
C19' C20' C21' 125.9(7) . . ?
C19' C20' H20' 117.1 . . ?
C21' C20' H20' 117.1 . . ?
C20' C21' C22' 116.0(8) . . ?
C20' C21' H21' 122.0 . . ?
C22' C21' H21' 122.0 . . ?
C23' C22' C21' 120.9(7) . . ?
C23' C22' H22' 119.5 . . ?
C21' C22' H22' 119.5 . . ?
C22' C23' C24' 120.6(7) . . ?
C22' C23' H23' 119.7 . . ?
C24' C23' H23' 119.7 . . ?
C23' C24' C19' 120.6(7) . . ?
C23' C24' H24' 119.7 . . ?
C19' C24' H24' 119.7 . . ?

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
C26 O2 B1 O1 8.2(2) . . . . ?
C26 O2 B1 C1 -177.13(18) . . . . ?
C25 O1 B1 O2 13.5(2) . . . . ?
C25 O1 B1 C1 -161.55(17) . . . . ?
O2 B1 C1 C3 -178.71(18) . . . . ?
O1 B1 C1 C3 -4.5(3) . . . . ?
O2 B1 C1 C4 25.6(3) . . . . ?
O1 B1 C1 C4 -160.18(17) . . . . ?
O2 B1 C1 C2 -116.4(2) . . . . ?
O1 B1 C1 C2 57.9(2) . . . . ?
C4 C1 C2 C3 105.64(17) . . . . ?
B1 C1 C2 C3 -107.56(18) . . . . ?
C4 C1 C3 C2 -103.48(18) . . . . ?
B1 C1 C3 C2 98.16(18) . . . . ?
C18 N1 C4 C5 70.26(18) . . . . ?
C11 N1 C4 C5 -161.25(15) . . . . ?
C18 N1 C4 C1 -62.8(2) . . . . ?
C11 N1 C4 C1 65.72(19) . . . . ?
C3 C1 C4 N1 -88.5(2) . . . . ?
C2 C1 C4 N1 -152.35(16) . . . . ?
B1 C1 C4 N1 67.1(2) . . . . ?
C3 C1 C4 C5 141.15(18) . . . . ?
C2 C1 C4 C5 77.3(2) . . . . ?
B1 C1 C4 C5 -63.2(2) . . . . ?
N1 C4 C5 C10 38.1(2) . . . . ?
C1 C4 C5 C10 171.40(19) . . . . ?
N1 C4 C5 C6 -146.30(18) . . . . ?
C1 C4 C5 C6 -13.0(3) . . . . ?
C10 C5 C6 C7 1.2(3) . . . . ?
C4 C5 C6 C7 -174.48(19) . . . . ?
C5 C6 C7 C8 -0.3(4) . . . . ?
C6 C7 C8 C9 -0.7(4) . . . . ?
C7 C8 C9 C10 0.8(5) . . . . ?
C8 C9 C10 C5 0.1(5) . . . . ?
C6 C5 C10 C9 -1.1(4) . . . . ?
C4 C5 C10 C9 174.7(2) . . . . ?
C18 N1 C11 C12 -164.44(15) . . . . ?
C4 N1 C11 C12 65.7(2) . . . . ?
N1 C11 C12 C13 43.8(3) . . . . ?
N1 C11 C12 C17 -139.64(18) . . . . ?
C17 C12 C13 C14 0.2(3) . . . . ?
C11 C12 C13 C14 176.9(2) . . . . ?
C12 C13 C14 C15 -0.5(4) . . . . ?
C13 C14 C15 C16 0.6(4) . . . . ?
C14 C15 C16 C17 -0.5(4) . . . . ?
C15 C16 C17 C12 0.2(4) . . . . ?
C13 C12 C17 C16 -0.1(3) . . . . ?
C11 C12 C17 C16 -176.81(19) . . . . ?
C11 N1 C18 C19' 80.3(6) . . . . ?
C4 N1 C18 C19' -149.5(6) . . . . ?
C11 N1 C18 C19 69.7(2) . . . . ?
C4 N1 C18 C19 -160.1(2) . . . . ?
B1 O1 C25 C30 -149.49(18) . . . . ?
B1 O1 C25 C29 91.46(19) . . . . ?
B1 O1 C25 C26 -27.8(2) . . . . ?
B1 O2 C26 C27 -146.8(2) . . . . ?
B1 O2 C26 C28 94.1(2) . . . . ?
B1 O2 C26 C25 -24.74(19) . . . . ?
O1 C25 C26 O2 31.30(18) . . . . ?
C30 C25 C26 O2 149.06(17) . . . . ?
C29 C25 C26 O2 -82.7(2) . . . . ?
O1 C25 C26 C27 149.01(19) . . . . ?
C30 C25 C26 C27 -93.2(2) . . . . ?
C29 C25 C26 C27 35.0(3) . . . . ?
O1 C25 C26 C28 -82.87(19) . . . . ?
C30 C25 C26 C28 34.9(2) . . . . ?
C29 C25 C26 C28 163.09(19) . . . . ?
N1 C18 C19 C20 61.7(3) . . . . ?
C19' C18 C19 C20 -45(4) . . . . ?
N1 C18 C19 C24 -119.7(3) . . . . ?
C19' C18 C19 C24 133(4) . . . . ?
C24 C19 C20 C21 0.0 . . . . ?
C18 C19 C20 C21 178.6(4) . . . . ?
C19 C20 C21 C22 0.0 . . . . ?
C20 C21 C22 C23 0.0 . . . . ?
C21 C22 C23 C24 0.0 . . . . ?
C22 C23 C24 C19 0.0 . . . . ?
C20 C19 C24 C23 0.0 . . . . ?
C18 C19 C24 C23 -178.6(4) . . . . ?
N1 C18 C19' C20' 6.3(16) . . . . ?
C19 C18 C19' C20' 84(4) . . . . ?
N1 C18 C19' C24' -169.1(9) . . . . ?
C19 C18 C19' C24' -92(3) . . . . ?
C24' C19' C20' C21' 0.3(19) . . . . ?
C18 C19' C20' C21' -175.2(10) . . . . ?
C19' C20' C21' C22' -7.7(16) . . . . ?
C20' C21' C22' C23' 11.0(15) . . . . ?
C21' C22' C23' C24' -7.2(14) . . . . ?
C22' C23' C24' C19' -0.7(14) . . . . ?
C20' C19' C24' C23' 4.1(18) . . . . ?
C18 C19' C24' C23' -179.9(8) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C27 H27A O2 0.96 2.63 3.564(3) 163.5 2_666

_refine_diff_density_max         0.243
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.048

_shelxl_version_number           2013-4

