# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2025

####################################################################### 
# 
# 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_20230511_Tak1
_audit_block_doi                 10.5517/ccdc.csd.cc2k9pcy
_database_code_depnum_ccdc_archive 'CCDC 2362800'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.orglett.4c03211 2024
loop_
_audit_author_name
_audit_author_address
'Masaya Naito'
;University of Fukui
Japan
;
_audit_update_record             
;
2024-06-14 deposited with the CCDC.	2025-01-22 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C36 H42 B N O10'
_chemical_formula_moiety         'C36 H42 B N O10'
_chemical_formula_weight         659.54
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   9.2943(4)
_cell_length_b                   10.4470(5)
_cell_length_c                   18.0750(9)
_cell_angle_alpha                101.885(7)
_cell_angle_beta                 93.808(7)
_cell_angle_gamma                103.420(7)
_cell_volume                     1658.46(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11072
_cell_measurement_theta_min      3.04
_cell_measurement_theta_max      27.55
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.120
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             700.00
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.989
_exptl_absorpt_correction_T_max  0.989

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            16500
_diffrn_reflns_av_unetI/netI     0.0531
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_theta_max         27.486
_diffrn_reflns_theta_min         3.045
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             7560
_reflns_number_gt                5191
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0930
_refine_ls_R_factor_gt           0.0536
_refine_ls_wR_factor_ref         0.1055
_refine_ls_wR_factor_gt          0.0936
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         7560
_refine_ls_number_parameters     433
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0340P)²+0.5017P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.17
_refine_diff_density_min         -0.20
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
B B 0.0013 0.0007
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
O1 O 0.78660(13) 0.80432(11) 0.71548(7) 0.0298(3) Uani 1 1 d . . . . .
O2 O 0.81299(14) 0.99283(12) 0.66015(8) 0.0425(3) Uani 1 1 d . . . . .
O3 O 0.86880(14) 1.03463(12) 0.79844(8) 0.0420(3) Uani 1 1 d . . . . .
O4 O 0.61869(13) 0.94954(11) 0.74546(7) 0.0306(3) Uani 1 1 d . . . . .
O5 O 0.81152(14) 0.55179(11) 0.64251(7) 0.0329(3) Uani 1 1 d . . . . .
O6 O 0.61711(14) 0.32024(11) 0.66238(7) 0.0353(3) Uani 1 1 d . . . . .
O7 O 0.33360(15) 0.27852(11) 0.73223(7) 0.0383(3) Uani 1 1 d . . . . .
O8 O 0.11784(14) 0.44462(12) 0.78092(7) 0.0369(3) Uani 1 1 d . . . . .
O9 O 0.15209(14) 0.74763(12) 0.83719(7) 0.0368(3) Uani 1 1 d . . . . .
O10 O 0.37431(14) 0.98297(12) 0.82345(7) 0.0361(3) Uani 1 1 d . . . . .
N1 N 0.53422(16) 0.57976(14) 0.71529(8) 0.0291(3) Uani 1 1 d . . . . .
H1A H 0.570545 0.508170 0.720976 0.035 Uiso 1 1 calc R U . . .
H1B H 0.612533 0.646947 0.710314 0.035 Uiso 1 1 calc R U . . .
C1 C 0.84036(19) 0.88667(19) 0.61104(11) 0.0359(4) Uani 1 1 d . . . . .
C2 C 0.82644(18) 0.77683(17) 0.64398(10) 0.0291(4) Uani 1 1 d . . . . .
C3 C 0.83930(19) 0.65365(18) 0.60432(10) 0.0307(4) Uani 1 1 d . . . . .
C4 C 0.8710(2) 0.6424(2) 0.52897(11) 0.0405(5) Uani 1 1 d . . . . .
H4 H 0.881227 0.558956 0.499880 0.049 Uiso 1 1 calc R U . . .
C5 C 0.8871(2) 0.7537(2) 0.49726(12) 0.0492(5) Uani 1 1 d . . . . .
H5 H 0.909820 0.745115 0.446264 0.059 Uiso 1 1 calc R U . . .
C6 C 0.8716(2) 0.8775(2) 0.53689(13) 0.0480(5) Uani 1 1 d . . . . .
H6 H 0.882076 0.952664 0.513932 0.058 Uiso 1 1 calc R U . . .
C7 C 0.7773(2) 1.07528(16) 0.84930(11) 0.0361(4) Uani 1 1 d . . . . .
C8 C 0.63027(19) 1.02494(15) 0.81783(10) 0.0285(4) Uani 1 1 d . . . . .
C9 C 0.5150(2) 1.04551(16) 0.85908(10) 0.0321(4) Uani 1 1 d . . . . .
C10 C 0.5520(2) 1.12442(18) 0.93342(11) 0.0409(5) Uani 1 1 d . . . . .
H10 H 0.475475 1.142982 0.963076 0.049 Uiso 1 1 calc R U . . .
C11 C 0.7000(3) 1.17558(18) 0.96392(12) 0.0470(5) Uani 1 1 d . . . . .
H11 H 0.722907 1.228984 1.014540 0.056 Uiso 1 1 calc R U . . .
C12 C 0.8156(2) 1.15156(18) 0.92315(12) 0.0461(5) Uani 1 1 d . . . . .
H12 H 0.916729 1.185909 0.944920 0.055 Uiso 1 1 calc R U . . .
C13 C 0.8227(2) 0.42123(18) 0.60455(12) 0.0406(5) Uani 1 1 d . . . . .
H13A H 0.927234 0.423360 0.595953 0.049 Uiso 1 1 calc R U . . .
H13B H 0.760176 0.391450 0.554611 0.049 Uiso 1 1 calc R U . . .
C14 C 0.7703(2) 0.32728(18) 0.65428(12) 0.0413(5) Uani 1 1 d . . . . .
H14A H 0.782307 0.236281 0.631509 0.050 Uiso 1 1 calc R U . . .
H14B H 0.830356 0.359910 0.704889 0.050 Uiso 1 1 calc R U . . .
C15 C 0.5522(2) 0.20923(18) 0.69420(12) 0.0446(5) Uani 1 1 d . . . . .
H15A H 0.587495 0.230947 0.749300 0.053 Uiso 1 1 calc R U . . .
H15B H 0.584407 0.128418 0.669622 0.053 Uiso 1 1 calc R U . . .
C16 C 0.3871(2) 0.17915(17) 0.68316(12) 0.0439(5) Uani 1 1 d . . . . .
H16A H 0.353189 0.175822 0.629552 0.053 Uiso 1 1 calc R U . . .
H16B H 0.344800 0.089312 0.693422 0.053 Uiso 1 1 calc R U . . .
C17 C 0.1771(2) 0.23298(18) 0.73320(11) 0.0419(5) Uani 1 1 d . . . . .
H17A H 0.152474 0.138170 0.738559 0.050 Uiso 1 1 calc R U . . .
H17B H 0.124298 0.235727 0.684379 0.050 Uiso 1 1 calc R U . . .
C18 C 0.1259(2) 0.31901(19) 0.79733(11) 0.0442(5) Uani 1 1 d . . . . .
H18A H 0.026415 0.270696 0.806887 0.053 Uiso 1 1 calc R U . . .
H18B H 0.195767 0.335667 0.844079 0.053 Uiso 1 1 calc R U . . .
C19 C 0.0473(2) 0.5164(2) 0.83719(11) 0.0439(5) Uani 1 1 d . . . . .
H19A H 0.110619 0.541953 0.886805 0.053 Uiso 1 1 calc R U . . .
H19B H -0.049310 0.457172 0.842844 0.053 Uiso 1 1 calc R U . . .
C20 C 0.0219(2) 0.64053(19) 0.81573(12) 0.0426(5) Uani 1 1 d . . . . .
H20A H -0.006162 0.621638 0.760025 0.051 Uiso 1 1 calc R U . . .
H20B H -0.061149 0.666978 0.841309 0.051 Uiso 1 1 calc R U . . .
C21 C 0.1239(2) 0.87205(18) 0.82879(11) 0.0381(4) Uani 1 1 d . . . . .
H21A H 0.032157 0.883708 0.851206 0.046 Uiso 1 1 calc R U . . .
H21B H 0.109347 0.872465 0.774087 0.046 Uiso 1 1 calc R U . . .
C22 C 0.2528(2) 0.98426(18) 0.86809(11) 0.0372(4) Uani 1 1 d . . . . .
H22A H 0.225943 1.071786 0.873703 0.045 Uiso 1 1 calc R U . . .
H22B H 0.281619 0.972335 0.919478 0.045 Uiso 1 1 calc R U . . .
C23 C 0.5722(2) 0.63168(17) 0.85488(10) 0.0297(4) Uani 1 1 d . . . . .
C24 C 0.5777(2) 0.51273(19) 0.87655(11) 0.0460(5) Uani 1 1 d . . . . .
H24 H 0.512766 0.429585 0.849279 0.055 Uiso 1 1 calc R U . . .
C25 C 0.6764(3) 0.5141(2) 0.93720(13) 0.0579(6) Uani 1 1 d . . . . .
H25 H 0.679230 0.432039 0.951429 0.069 Uiso 1 1 calc R U . . .
C26 C 0.7706(3) 0.6335(2) 0.97714(11) 0.0483(5) Uani 1 1 d . . . . .
H26 H 0.838899 0.634020 1.018776 0.058 Uiso 1 1 calc R U . . .
C27 C 0.7659(2) 0.7522(2) 0.95676(11) 0.0411(5) Uani 1 1 d . . . . .
H27 H 0.830479 0.835125 0.984549 0.049 Uiso 1 1 calc R U . . .
C28 C 0.6676(2) 0.75103(17) 0.89613(10) 0.0328(4) Uani 1 1 d . . . . .
H28 H 0.665280 0.833560 0.882347 0.039 Uiso 1 1 calc R U . . .
C29 C 0.46885(19) 0.62799(18) 0.78637(10) 0.0317(4) Uani 1 1 d . . . . .
H29A H 0.370474 0.566339 0.786724 0.038 Uiso 1 1 calc R U . . .
H29B H 0.454556 0.719445 0.787836 0.038 Uiso 1 1 calc R U . . .
C30 C 0.39355(19) 0.65458(16) 0.61501(9) 0.0288(4) Uani 1 1 d . . . . .
C31 C 0.4799(2) 0.71101(18) 0.56488(10) 0.0337(4) Uani 1 1 d . . . . .
H31 H 0.561599 0.676595 0.548944 0.040 Uiso 1 1 calc R U . . .
C32 C 0.4484(2) 0.81695(19) 0.53775(11) 0.0383(4) Uani 1 1 d . . . . .
H32 H 0.509506 0.856378 0.504107 0.046 Uiso 1 1 calc R U . . .
C33 C 0.3283(2) 0.86538(18) 0.55951(11) 0.0390(5) Uani 1 1 d . . . . .
H33 H 0.305936 0.937662 0.540453 0.047 Uiso 1 1 calc R U . . .
C34 C 0.2408(2) 0.80940(19) 0.60871(11) 0.0391(5) Uani 1 1 d . . . . .
H34 H 0.157689 0.842678 0.623444 0.047 Uiso 1 1 calc R U . . .
C35 C 0.2734(2) 0.70459(18) 0.63688(10) 0.0346(4) Uani 1 1 d . . . . .
H35 H 0.213272 0.666758 0.671353 0.042 Uiso 1 1 calc R U . . .
C36 C 0.4283(2) 0.53800(17) 0.64301(10) 0.0365(4) Uani 1 1 d . . . . .
H36A H 0.471781 0.484446 0.602846 0.044 Uiso 1 1 calc R U . . .
H36B H 0.334116 0.478758 0.651649 0.044 Uiso 1 1 calc R U . . .
B1 B 0.7720(2) 0.94784(19) 0.72999(13) 0.0340(5) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2016/4 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_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
O1 C2 1.360(2) . ?
O1 B1 1.507(2) . ?
O2 C1 1.356(2) . ?
O2 B1 1.478(3) . ?
O3 C7 1.364(2) . ?
O3 B1 1.474(3) . ?
O4 C8 1.364(2) . ?
O4 B1 1.474(2) . ?
O5 C3 1.369(2) . ?
O5 C13 1.425(2) . ?
O6 C15 1.427(2) . ?
O6 C14 1.427(2) . ?
O7 C17 1.424(2) . ?
O7 C16 1.425(2) . ?
O8 C18 1.421(2) . ?
O8 C19 1.424(2) . ?
O9 C20 1.413(2) . ?
O9 C21 1.420(2) . ?
O10 C9 1.367(2) . ?
O10 C22 1.432(2) . ?
N1 C29 1.501(2) . ?
N1 C36 1.504(2) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
C1 C6 1.379(3) . ?
C1 C2 1.382(2) . ?
C2 C3 1.374(2) . ?
C3 C4 1.400(3) . ?
C4 C5 1.381(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.388(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.381(2) . ?
C7 C12 1.382(3) . ?
C8 C9 1.377(2) . ?
C9 C10 1.398(2) . ?
C10 C11 1.385(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.384(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.486(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.484(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.490(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.492(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.485(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C28 1.383(2) . ?
C23 C24 1.388(2) . ?
C23 C29 1.504(2) . ?
C24 C25 1.377(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.371(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.374(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.375(3) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.382(3) . ?
C30 C35 1.385(2) . ?
C30 C36 1.503(2) . ?
C31 C32 1.381(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.377(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.372(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.383(3) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?

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
C2 O1 B1 105.88(13) . . ?
C1 O2 B1 107.66(13) . . ?
C7 O3 B1 106.85(14) . . ?
C8 O4 B1 106.11(14) . . ?
C3 O5 C13 118.20(14) . . ?
C15 O6 C14 111.27(13) . . ?
C17 O7 C16 110.49(14) . . ?
C18 O8 C19 110.46(14) . . ?
C20 O9 C21 111.40(14) . . ?
C9 O10 C22 117.80(14) . . ?
C29 N1 C36 115.29(14) . . ?
C29 N1 H1A 108.5 . . ?
C36 N1 H1A 108.5 . . ?
C29 N1 H1B 108.5 . . ?
C36 N1 H1B 108.5 . . ?
H1A N1 H1B 107.5 . . ?
O2 C1 C6 128.61(17) . . ?
O2 C1 C2 110.43(16) . . ?
C6 C1 C2 120.91(18) . . ?
O1 C2 C3 126.14(15) . . ?
O1 C2 C1 111.66(15) . . ?
C3 C2 C1 121.96(17) . . ?
O5 C3 C2 115.32(15) . . ?
O5 C3 C4 126.67(16) . . ?
C2 C3 C4 117.92(17) . . ?
C5 C4 C3 119.46(18) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C4 C5 C6 122.63(19) . . ?
C4 C5 H5 118.7 . . ?
C6 C5 H5 118.7 . . ?
C1 C6 C5 117.11(19) . . ?
C1 C6 H6 121.4 . . ?
C5 C6 H6 121.4 . . ?
O3 C7 C8 110.10(16) . . ?
O3 C7 C12 128.39(18) . . ?
C8 C7 C12 121.48(19) . . ?
O4 C8 C9 126.92(16) . . ?
O4 C8 C7 111.35(16) . . ?
C9 C8 C7 121.63(16) . . ?
O10 C9 C8 116.18(15) . . ?
O10 C9 C10 126.24(17) . . ?
C8 C9 C10 117.55(18) . . ?
C11 C10 C9 120.13(19) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C12 C11 C10 122.24(18) . . ?
C12 C11 H11 118.9 . . ?
C10 C11 H11 118.9 . . ?
C7 C12 C11 116.93(19) . . ?
C7 C12 H12 121.5 . . ?
C11 C12 H12 121.5 . . ?
O5 C13 C14 107.20(15) . . ?
O5 C13 H13A 110.3 . . ?
C14 C13 H13A 110.3 . . ?
O5 C13 H13B 110.3 . . ?
C14 C13 H13B 110.3 . . ?
H13A C13 H13B 108.5 . . ?
O6 C14 C13 109.21(15) . . ?
O6 C14 H14A 109.8 . . ?
C13 C14 H14A 109.8 . . ?
O6 C14 H14B 109.8 . . ?
C13 C14 H14B 109.8 . . ?
H14A C14 H14B 108.3 . . ?
O6 C15 C16 110.99(15) . . ?
O6 C15 H15A 109.4 . . ?
C16 C15 H15A 109.4 . . ?
O6 C15 H15B 109.4 . . ?
C16 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
O7 C16 C15 111.57(16) . . ?
O7 C16 H16A 109.3 . . ?
C15 C16 H16A 109.3 . . ?
O7 C16 H16B 109.3 . . ?
C15 C16 H16B 109.3 . . ?
H16A C16 H16B 108.0 . . ?
O7 C17 C18 110.96(15) . . ?
O7 C17 H17A 109.4 . . ?
C18 C17 H17A 109.4 . . ?
O7 C17 H17B 109.4 . . ?
C18 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
O8 C18 C17 111.32(16) . . ?
O8 C18 H18A 109.4 . . ?
C17 C18 H18A 109.4 . . ?
O8 C18 H18B 109.4 . . ?
C17 C18 H18B 109.4 . . ?
H18A C18 H18B 108.0 . . ?
O8 C19 C20 110.91(16) . . ?
O8 C19 H19A 109.5 . . ?
C20 C19 H19A 109.5 . . ?
O8 C19 H19B 109.5 . . ?
C20 C19 H19B 109.5 . . ?
H19A C19 H19B 108.0 . . ?
O9 C20 C19 110.42(16) . . ?
O9 C20 H20A 109.6 . . ?
C19 C20 H20A 109.6 . . ?
O9 C20 H20B 109.6 . . ?
C19 C20 H20B 109.6 . . ?
H20A C20 H20B 108.1 . . ?
O9 C21 C22 108.89(15) . . ?
O9 C21 H21A 109.9 . . ?
C22 C21 H21A 109.9 . . ?
O9 C21 H21B 109.9 . . ?
C22 C21 H21B 109.9 . . ?
H21A C21 H21B 108.3 . . ?
O10 C22 C21 108.32(14) . . ?
O10 C22 H22A 110.0 . . ?
C21 C22 H22A 110.0 . . ?
O10 C22 H22B 110.0 . . ?
C21 C22 H22B 110.0 . . ?
H22A C22 H22B 108.4 . . ?
C28 C23 C24 118.16(17) . . ?
C28 C23 C29 121.70(16) . . ?
C24 C23 C29 120.10(16) . . ?
C25 C24 C23 120.64(19) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C26 C25 C24 120.29(19) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C27 119.8(2) . . ?
C25 C26 H26 120.1 . . ?
C27 C26 H26 120.1 . . ?
C26 C27 C28 120.00(19) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 C23 121.11(17) . . ?
C27 C28 H28 119.4 . . ?
C23 C28 H28 119.4 . . ?
N1 C29 C23 109.38(13) . . ?
N1 C29 H29A 109.8 . . ?
C23 C29 H29A 109.8 . . ?
N1 C29 H29B 109.8 . . ?
C23 C29 H29B 109.8 . . ?
H29A C29 H29B 108.2 . . ?
C31 C30 C35 119.03(16) . . ?
C31 C30 C36 119.77(16) . . ?
C35 C30 C36 121.17(17) . . ?
C32 C31 C30 120.59(17) . . ?
C32 C31 H31 119.7 . . ?
C30 C31 H31 119.7 . . ?
C33 C32 C31 119.90(18) . . ?
C33 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C34 C33 C32 120.10(17) . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C33 C34 C35 120.12(17) . . ?
C33 C34 H34 119.9 . . ?
C35 C34 H34 119.9 . . ?
C34 C35 C30 120.26(18) . . ?
C34 C35 H35 119.9 . . ?
C30 C35 H35 119.9 . . ?
C30 C36 N1 113.87(14) . . ?
C30 C36 H36A 108.8 . . ?
N1 C36 H36A 108.8 . . ?
C30 C36 H36B 108.8 . . ?
N1 C36 H36B 108.8 . . ?
H36A C36 H36B 107.7 . . ?
O4 B1 O3 105.49(15) . . ?
O4 B1 O2 113.89(16) . . ?
O3 B1 O2 111.86(15) . . ?
O4 B1 O1 109.16(14) . . ?
O3 B1 O1 112.27(15) . . ?
O2 B1 O1 104.32(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
B1 O2 C1 C6 174.82(19) . . . . ?
B1 O2 C1 C2 -2.3(2) . . . . ?
B1 O1 C2 C3 -173.85(17) . . . . ?
B1 O1 C2 C1 0.49(18) . . . . ?
O2 C1 C2 O1 1.2(2) . . . . ?
C6 C1 C2 O1 -176.23(16) . . . . ?
O2 C1 C2 C3 175.80(16) . . . . ?
C6 C1 C2 C3 -1.6(3) . . . . ?
C13 O5 C3 C2 179.91(15) . . . . ?
C13 O5 C3 C4 3.5(3) . . . . ?
O1 C2 C3 O5 -1.4(2) . . . . ?
C1 C2 C3 O5 -175.17(15) . . . . ?
O1 C2 C3 C4 175.34(16) . . . . ?
C1 C2 C3 C4 1.5(3) . . . . ?
O5 C3 C4 C5 175.92(17) . . . . ?
C2 C3 C4 C5 -0.4(3) . . . . ?
C3 C4 C5 C6 -0.8(3) . . . . ?
O2 C1 C6 C5 -176.44(18) . . . . ?
C2 C1 C6 C5 0.5(3) . . . . ?
C4 C5 C6 C1 0.7(3) . . . . ?
B1 O3 C7 C8 -1.93(18) . . . . ?
B1 O3 C7 C12 176.06(18) . . . . ?
B1 O4 C8 C9 -174.39(16) . . . . ?
B1 O4 C8 C7 1.90(18) . . . . ?
O3 C7 C8 O4 0.01(19) . . . . ?
C12 C7 C8 O4 -178.14(16) . . . . ?
O3 C7 C8 C9 176.53(15) . . . . ?
C12 C7 C8 C9 -1.6(3) . . . . ?
C22 O10 C9 C8 170.46(14) . . . . ?
C22 O10 C9 C10 -7.7(2) . . . . ?
O4 C8 C9 O10 0.3(2) . . . . ?
C7 C8 C9 O10 -175.66(15) . . . . ?
O4 C8 C9 C10 178.57(15) . . . . ?
C7 C8 C9 C10 2.6(2) . . . . ?
O10 C9 C10 C11 176.27(17) . . . . ?
C8 C9 C10 C11 -1.8(3) . . . . ?
C9 C10 C11 C12 0.0(3) . . . . ?
O3 C7 C12 C11 -178.05(17) . . . . ?
C8 C7 C12 C11 -0.3(3) . . . . ?
C10 C11 C12 C7 1.1(3) . . . . ?
C3 O5 C13 C14 -173.43(15) . . . . ?
C15 O6 C14 C13 166.34(15) . . . . ?
O5 C13 C14 O6 63.11(19) . . . . ?
C14 O6 C15 C16 -164.46(16) . . . . ?
C17 O7 C16 C15 -167.07(16) . . . . ?
O6 C15 C16 O7 -73.3(2) . . . . ?
C16 O7 C17 C18 166.30(16) . . . . ?
C19 O8 C18 C17 171.04(16) . . . . ?
O7 C17 C18 O8 76.5(2) . . . . ?
C18 O8 C19 C20 -173.25(16) . . . . ?
C21 O9 C20 C19 -170.46(15) . . . . ?
O8 C19 C20 O9 -83.2(2) . . . . ?
C20 O9 C21 C22 167.23(15) . . . . ?
C9 O10 C22 C21 -158.88(15) . . . . ?
O9 C21 C22 O10 73.25(19) . . . . ?
C28 C23 C24 C25 -0.4(3) . . . . ?
C29 C23 C24 C25 177.22(19) . . . . ?
C23 C24 C25 C26 0.1(4) . . . . ?
C24 C25 C26 C27 0.3(4) . . . . ?
C25 C26 C27 C28 -0.5(3) . . . . ?
C26 C27 C28 C23 0.2(3) . . . . ?
C24 C23 C28 C27 0.3(3) . . . . ?
C29 C23 C28 C27 -177.30(16) . . . . ?
C36 N1 C29 C23 165.47(14) . . . . ?
C28 C23 C29 N1 100.53(18) . . . . ?
C24 C23 C29 N1 -77.0(2) . . . . ?
C35 C30 C31 C32 0.9(3) . . . . ?
C36 C30 C31 C32 179.12(16) . . . . ?
C30 C31 C32 C33 -1.3(3) . . . . ?
C31 C32 C33 C34 0.7(3) . . . . ?
C32 C33 C34 C35 0.3(3) . . . . ?
C33 C34 C35 C30 -0.7(3) . . . . ?
C31 C30 C35 C34 0.1(3) . . . . ?
C36 C30 C35 C34 -178.11(16) . . . . ?
C31 C30 C36 N1 90.8(2) . . . . ?
C35 C30 C36 N1 -91.0(2) . . . . ?
C29 N1 C36 C30 74.6(2) . . . . ?
C8 O4 B1 O3 -2.94(17) . . . . ?
C8 O4 B1 O2 -125.99(15) . . . . ?
C8 O4 B1 O1 117.89(15) . . . . ?
C7 O3 B1 O4 2.98(18) . . . . ?
C7 O3 B1 O2 127.30(15) . . . . ?
C7 O3 B1 O1 -115.81(16) . . . . ?
C1 O2 B1 O4 -116.41(16) . . . . ?
C1 O2 B1 O3 124.09(15) . . . . ?
C1 O2 B1 O1 2.51(18) . . . . ?
C2 O1 B1 O4 120.29(16) . . . . ?
C2 O1 B1 O3 -123.11(16) . . . . ?
C2 O1 B1 O2 -1.80(17) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1A O6 . . . 2.976(2) 0.910 2.182 145.3 no
N1 H1B O1 . . . 2.9064(17) 0.910 2.003 171.8 no
N1 H1B O5 . . . 3.017(2) 0.910 2.562 111.5 no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.



#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetone'
