# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 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_a
_database_code_depnum_ccdc_archive 'CCDC 2484513'
loop_
_audit_author_name
_audit_author_address
'Ximei Zhao'
;Ludong University
China
;
_audit_update_record             
;
2025-09-02 deposited with the CCDC.	2026-01-26 downloaded from the CCDC.
;
_audit_creation_date             2024-12-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H8 B N O5'
_chemical_formula_sum            'C8 H8 B N O5'
_chemical_formula_weight         208.96
_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 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.82670(10)
_cell_length_b                   11.0677(2)
_cell_length_c                   13.3937(2)
_cell_angle_alpha                106.2940(10)
_cell_angle_beta                 90.1950(10)
_cell_angle_gamma                97.3360(10)
_cell_volume                     962.56(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9612
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      68.28
_cell_measurement_theta_min      4.20
_shelx_estimated_absorpt_T_max   0.905
_shelx_estimated_absorpt_T_min   0.822
_exptl_absorpt_coefficient_mu    1.022
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.4022
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1276 before and 0.0602 after correction.
The Ratio of minimum to maximum transmission is 0.5341.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.442
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14117
_diffrn_reflns_point_group_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.434
_diffrn_reflns_theta_min         4.199
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3187
_reflns_number_total             3419
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         3419
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0570
_refine_ls_R_factor_gt           0.0548
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0707P)²+0.4817P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1461
_refine_ls_wR_factor_ref         0.1480
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C4(H4A,H4B), C13(H13A,H13B), C15(H15A,H15B)
2.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C1(H1)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O4 O 0.16826(19) 0.84780(13) 0.63327(10) 0.0470(4) Uani 1 1 d . . . . .
O3 O 0.3343(2) 0.68140(12) 0.66718(12) 0.0530(4) Uani 1 1 d . . . . .
O8 O 0.57967(19) 0.69427(14) 0.30173(10) 0.0477(4) Uani 1 1 d . . . . .
O9 O 0.8339(2) 0.77241(14) 0.20434(11) 0.0519(4) Uani 1 1 d . . . . .
O7 O 0.4858(2) 0.73793(15) 0.46504(12) 0.0590(4) Uani 1 1 d . . . . .
O5 O 0.2172(3) 0.99336(15) 0.54635(12) 0.0598(4) Uani 1 1 d . . . . .
N2 N 0.9172(2) 0.66072(13) 0.32769(12) 0.0373(4) Uani 1 1 d . . . . .
N1 N 0.4751(2) 0.90246(13) 0.73861(11) 0.0356(3) Uani 1 1 d . . . . .
O10 O 1.0808(3) 0.93153(14) 0.24096(14) 0.0671(5) Uani 1 1 d . . . . .
O2 O 0.6119(3) 0.59295(15) 0.63654(15) 0.0737(5) Uani 1 1 d . . . . .
C8 C 0.2733(3) 0.94244(17) 0.60703(14) 0.0419(4) Uani 1 1 d . . . . .
C5 C 0.5298(3) 0.68459(18) 0.66858(16) 0.0473(5) Uani 1 1 d . . . . .
C12 C 0.9959(3) 0.83750(17) 0.25691(15) 0.0455(5) Uani 1 1 d . . . . .
C16 C 0.6050(3) 0.70411(17) 0.40138(15) 0.0423(4) Uani 1 1 d . . . . .
C7 C 0.4720(3) 0.97764(19) 0.66230(17) 0.0478(5) Uani 1 1 d . . . . .
H7A H 0.575164 0.958129 0.612963 0.057 Uiso 1 1 calc R U . . .
H7B H 0.493863 1.067823 0.698010 0.057 Uiso 1 1 calc R U . . .
C3 C 0.1384(3) 0.8053(2) 0.80817(17) 0.0513(5) Uani 1 1 d . . . . .
O1 O -0.2518(3) 0.8163(3) 0.96880(18) 0.1173(10) Uani 1 1 d . . . . .
C4 C 0.6296(3) 0.81628(19) 0.71845(17) 0.0501(5) Uani 1 1 d . . . . .
H4A H 0.697220 0.820000 0.783270 0.060 Uiso 1 1 calc R U . . .
H4B H 0.726213 0.841588 0.672706 0.060 Uiso 1 1 calc R U . . .
C11 C 0.7125(3) 0.5405(2) 0.14607(17) 0.0543(5) Uani 1 1 d . . . . .
C14 C 1.0322(4) 0.5507(2) 0.3009(2) 0.0601(6) Uani 1 1 d . . . . .
H14A H 1.105085 0.551209 0.239860 0.090 Uiso 1 1 calc R U . . .
H14B H 0.943025 0.472990 0.287789 0.090 Uiso 1 1 calc R U . . .
H14C H 1.122285 0.557129 0.357932 0.090 Uiso 1 1 calc R U . . .
C13 C 1.0521(3) 0.78104(19) 0.33950(19) 0.0561(6) Uani 1 1 d . . . . .
H13A H 1.040167 0.839454 0.407664 0.067 Uiso 1 1 calc R U . . .
H13B H 1.188035 0.764012 0.332676 0.067 Uiso 1 1 calc R U . . .
C2 C 0.0398(4) 0.8049(3) 0.88196(19) 0.0653(7) Uani 1 1 d . . . . .
C6 C 0.4936(4) 0.9895(2) 0.84707(16) 0.0634(6) Uani 1 1 d . . . . .
H6A H 0.615359 1.046003 0.856064 0.095 Uiso 1 1 calc R U . . .
H6B H 0.492630 0.940268 0.895833 0.095 Uiso 1 1 calc R U . . .
H6C H 0.384597 1.037944 0.858942 0.095 Uiso 1 1 calc R U . . .
O6 O 0.7582(4) 0.3151(3) -0.08881(19) 0.1190(10) Uani 1 1 d . . . . .
B1 B 0.2674(3) 0.8045(2) 0.71101(17) 0.0411(5) Uani 1 1 d . . . . .
C15 C 0.7974(4) 0.6604(3) 0.42089(17) 0.0619(6) Uani 1 1 d . . . . .
H15A H 0.865549 0.717525 0.483323 0.074 Uiso 1 1 calc R U . . .
H15B H 0.774445 0.575676 0.429512 0.074 Uiso 1 1 calc R U . . .
B2 B 0.7520(3) 0.66440(19) 0.24032(16) 0.0398(5) Uani 1 1 d . . . . .
C10 C 0.6876(4) 0.4517(2) 0.06928(18) 0.0615(6) Uani 1 1 d . . . . .
C9 C 0.6513(5) 0.3465(3) -0.0240(2) 0.0750(8) Uani 1 1 d . . . . .
H9 H 0.526829 0.298851 -0.032200 0.090 Uiso 1 1 calc R U . . .
C1 C -0.0849(5) 0.8095(5) 0.9688(3) 0.1201(17) Uani 1 1 d . . . . .
H1 H -0.025528 0.806643 1.030574 0.144 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
O4 C8 1.323(2) . ?
O4 B1 1.459(3) . ?
O3 C5 1.330(3) . ?
O3 B1 1.457(2) . ?
O8 C16 1.317(2) . ?
O8 B2 1.457(3) . ?
O9 C12 1.321(3) . ?
O9 B2 1.459(3) . ?
O7 C16 1.197(2) . ?
O5 C8 1.198(2) . ?
N2 C14 1.493(2) . ?
N2 C13 1.488(2) . ?
N2 C15 1.495(3) . ?
N2 B2 1.635(3) . ?
N1 C7 1.490(2) . ?
N1 C4 1.486(2) . ?
N1 C6 1.495(2) . ?
N1 B1 1.643(3) . ?
O10 C12 1.198(2) . ?
O2 C5 1.196(2) . ?
C8 C7 1.495(3) . ?
C5 C4 1.494(3) . ?
C12 C13 1.486(3) . ?
C16 C15 1.502(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C3 C2 1.198(3) . ?
C3 B1 1.573(3) . ?
O1 C1 1.151(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C11 B2 1.574(3) . ?
C11 C10 1.201(3) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C2 C1 1.437(4) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
O6 C9 1.143(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C10 C9 1.444(3) . ?
C9 H9 0.9300 . ?
C1 H1 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
C8 O4 B1 113.94(15) . . ?
C5 O3 B1 114.24(15) . . ?
C16 O8 B2 114.47(15) . . ?
C12 O9 B2 113.93(15) . . ?
C14 N2 C15 110.73(17) . . ?
C14 N2 B2 116.49(15) . . ?
C13 N2 C14 109.95(16) . . ?
C13 N2 C15 113.59(18) . . ?
C13 N2 B2 102.89(14) . . ?
C15 N2 B2 102.96(15) . . ?
C7 N1 C6 109.94(16) . . ?
C7 N1 B1 103.61(14) . . ?
C4 N1 C7 112.88(15) . . ?
C4 N1 C6 112.07(17) . . ?
C4 N1 B1 103.48(14) . . ?
C6 N1 B1 114.51(15) . . ?
O4 C8 C7 111.47(16) . . ?
O5 C8 O4 124.44(19) . . ?
O5 C8 C7 124.09(19) . . ?
O3 C5 C4 110.76(16) . . ?
O2 C5 O3 123.9(2) . . ?
O2 C5 C4 125.3(2) . . ?
O9 C12 C13 110.92(16) . . ?
O10 C12 O9 123.7(2) . . ?
O10 C12 C13 125.4(2) . . ?
O8 C16 C15 110.18(16) . . ?
O7 C16 O8 123.83(19) . . ?
O7 C16 C15 125.91(19) . . ?
N1 C7 C8 107.23(16) . . ?
N1 C7 H7A 110.3 . . ?
N1 C7 H7B 110.3 . . ?
C8 C7 H7A 110.3 . . ?
C8 C7 H7B 110.3 . . ?
H7A C7 H7B 108.5 . . ?
C2 C3 B1 179.5(3) . . ?
N1 C4 C5 107.77(16) . . ?
N1 C4 H4A 110.2 . . ?
N1 C4 H4B 110.2 . . ?
C5 C4 H4A 110.2 . . ?
C5 C4 H4B 110.2 . . ?
H4A C4 H4B 108.5 . . ?
C10 C11 B2 174.9(3) . . ?
N2 C14 H14A 109.5 . . ?
N2 C14 H14B 109.5 . . ?
N2 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C13 H13A 110.1 . . ?
N2 C13 H13B 110.1 . . ?
C12 C13 N2 108.06(16) . . ?
C12 C13 H13A 110.1 . . ?
C12 C13 H13B 110.1 . . ?
H13A C13 H13B 108.4 . . ?
C3 C2 C1 176.7(3) . . ?
N1 C6 H6A 109.5 . . ?
N1 C6 H6B 109.5 . . ?
N1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O4 B1 N1 103.16(14) . . ?
O4 B1 C3 112.35(16) . . ?
O3 B1 O4 112.55(16) . . ?
O3 B1 N1 103.08(14) . . ?
O3 B1 C3 111.38(17) . . ?
C3 B1 N1 113.73(16) . . ?
N2 C15 C16 106.33(17) . . ?
N2 C15 H15A 110.5 . . ?
N2 C15 H15B 110.5 . . ?
C16 C15 H15A 110.5 . . ?
C16 C15 H15B 110.5 . . ?
H15A C15 H15B 108.7 . . ?
O8 B2 O9 110.30(16) . . ?
O8 B2 N2 102.84(14) . . ?
O8 B2 C11 114.18(17) . . ?
O9 B2 N2 103.32(15) . . ?
O9 B2 C11 110.46(17) . . ?
C11 B2 N2 115.01(16) . . ?
C11 C10 C9 177.9(3) . . ?
O6 C9 C10 127.4(3) . . ?
O6 C9 H9 116.3 . . ?
C10 C9 H9 116.3 . . ?
O1 C1 C2 125.8(3) . . ?
O1 C1 H1 117.1 . . ?
C2 C1 H1 117.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O4 C8 C7 N1 -6.4(2) . . . . ?
O3 C5 C4 N1 -6.6(2) . . . . ?
O8 C16 C15 N2 17.4(3) . . . . ?
O9 C12 C13 N2 6.0(2) . . . . ?
O7 C16 C15 N2 -165.66(19) . . . . ?
O5 C8 C7 N1 173.86(17) . . . . ?
O10 C12 C13 N2 -176.10(19) . . . . ?
O2 C5 C4 N1 175.4(2) . . . . ?
C8 O4 B1 O3 -107.53(18) . . . . ?
C8 O4 B1 N1 2.87(19) . . . . ?
C8 O4 B1 C3 125.77(17) . . . . ?
C5 O3 B1 O4 114.06(19) . . . . ?
C5 O3 B1 N1 3.6(2) . . . . ?
C5 O3 B1 C3 -118.73(19) . . . . ?
C12 O9 B2 O8 103.43(18) . . . . ?
C12 O9 B2 N2 -5.9(2) . . . . ?
C12 O9 B2 C11 -129.41(18) . . . . ?
C16 O8 B2 O9 -111.81(18) . . . . ?
C16 O8 B2 N2 -2.2(2) . . . . ?
C16 O8 B2 C11 123.12(18) . . . . ?
C7 N1 C4 C5 -103.26(19) . . . . ?
C7 N1 B1 O4 -6.41(17) . . . . ?
C7 N1 B1 O3 110.88(16) . . . . ?
C7 N1 B1 C3 -128.38(18) . . . . ?
C4 N1 C7 C8 118.80(17) . . . . ?
C4 N1 B1 O4 -124.41(15) . . . . ?
C4 N1 B1 O3 -7.11(19) . . . . ?
C4 N1 B1 C3 113.62(18) . . . . ?
C14 N2 C13 C12 115.9(2) . . . . ?
C14 N2 C15 C16 -142.48(19) . . . . ?
C14 N2 B2 O8 133.66(17) . . . . ?
C14 N2 B2 O9 -111.53(18) . . . . ?
C14 N2 B2 C11 8.9(2) . . . . ?
C13 N2 C15 C16 93.2(2) . . . . ?
C13 N2 B2 O8 -106.00(17) . . . . ?
C13 N2 B2 O9 8.81(18) . . . . ?
C13 N2 B2 C11 129.26(19) . . . . ?
C6 N1 C7 C8 -115.27(18) . . . . ?
C6 N1 C4 C5 131.96(18) . . . . ?
C6 N1 B1 O4 113.32(18) . . . . ?
C6 N1 B1 O3 -129.38(18) . . . . ?
C6 N1 B1 C3 -8.7(2) . . . . ?
B1 O4 C8 O5 -178.34(18) . . . . ?
B1 O4 C8 C7 2.0(2) . . . . ?
B1 O3 C5 O2 179.6(2) . . . . ?
B1 O3 C5 C4 1.5(2) . . . . ?
B1 N1 C7 C8 7.54(19) . . . . ?
B1 N1 C4 C5 8.1(2) . . . . ?
C15 N2 C13 C12 -119.38(19) . . . . ?
C15 N2 B2 O8 12.29(19) . . . . ?
C15 N2 B2 O9 127.10(17) . . . . ?
C15 N2 B2 C11 -112.4(2) . . . . ?
B2 O8 C16 O7 173.82(19) . . . . ?
B2 O8 C16 C15 -9.2(2) . . . . ?
B2 O9 C12 O10 -177.57(18) . . . . ?
B2 O9 C12 C13 0.4(2) . . . . ?
B2 N2 C13 C12 -8.8(2) . . . . ?
B2 N2 C15 C16 -17.3(2) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cu_240514wgh_0m
_database_code_depnum_ccdc_archive 'CCDC 2484564'
loop_
_audit_author_name
_audit_author_address
'Ximei Zhao'
;Ludong University
China
;
_audit_update_record             
;
2025-09-02 deposited with the CCDC.	2026-01-26 downloaded from the CCDC.
;
_audit_creation_date             2024-05-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H26 B2 N2 O6'
_chemical_formula_sum            'C16 H26 B2 N2 O6'
_chemical_formula_weight         364.01
_chemical_absolute_configuration ad
_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 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   10.958
_cell_length_b                   13.200
_cell_length_c                   26.660
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3856.3
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9137
_cell_measurement_temperature    299.00
_cell_measurement_theta_max      68.257
_cell_measurement_theta_min      3.316
_shelx_estimated_absorpt_T_max   0.927
_shelx_estimated_absorpt_T_min   0.861
_exptl_absorpt_coefficient_mu    0.769
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.4226
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1638 before and 0.0853 after correction.
The Ratio of minimum to maximum transmission is 0.5611.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1552
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            34211
_diffrn_reflns_point_group_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.347
_diffrn_reflns_theta_min         3.315
_diffrn_ambient_temperature      299.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.887
_reflns_Friedel_fraction_full    0.930
_reflns_Friedel_fraction_max     0.929
_reflns_number_gt                6434
_reflns_number_total             6820
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.194
_refine_diff_density_min         -0.150
_refine_diff_density_rms         0.028
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.39(17)
_refine_ls_extinction_coef       0.0009(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     499
_refine_ls_number_reflns         6820
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0332
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0577P)²+0.3131P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0904
_refine_ls_wR_factor_ref         0.0922
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.61(17)
 0.39(17)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 B2-H2B = B2-H2A = B3-H3B = B3-H3A
 1.12 with sigma of 0.001
4.a Ternary CH refined with riding coordinates:
 C24(H24), C8(H8)
4.b Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B), C28(H28A,H28B), C10(H10A,H10B), C12(H12A,H12B)
4.c Aromatic/amide H refined with riding coordinates:
 C22(H22), C6(H6)
4.d Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C5(H5A,H5B,H5C), C21(H21A,H21B,H21C), C26(H26A,H26B,
 H26C), C11(H11A,H11B,H11C), C17(H17A,H17B,H17C), C14(H14A,H14B,H14C), C27(H27A,
 H27B,H27C), C25(H25A,H25B,H25C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C),
 C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O9 O 0.35125(14) 0.27252(12) 0.67530(6) 0.0419(4) Uani 1 1 d . . . . .
O4 O 0.42338(14) 0.56156(13) 0.32009(7) 0.0455(4) Uani 1 1 d . . . . .
O2 O 0.58318(14) 0.76979(12) 0.32107(6) 0.0389(3) Uani 1 1 d . . . . .
O5 O 0.35504(16) 0.56183(14) 0.40617(7) 0.0515(4) Uani 1 1 d . . . . .
O11 O 0.19838(14) 0.05822(12) 0.67745(6) 0.0426(4) Uani 1 1 d . . . . .
O10 O 0.13085(14) 0.05313(12) 0.59098(6) 0.0453(4) Uani 1 1 d . . . . .
O12 O 0.17559(19) -0.05751(15) 0.73770(8) 0.0610(5) Uani 1 1 d . . . . .
N4 N -0.01524(17) 0.08444(13) 0.65626(8) 0.0385(4) Uani 1 1 d . . . . .
O3 O 0.3994(2) 0.44212(16) 0.26166(9) 0.0648(5) Uani 1 1 d . . . . .
O8 O 0.0053(2) -0.00597(19) 0.53193(9) 0.0726(6) Uani 1 1 d . . . . .
N2 N 0.3094(2) 0.91302(16) 0.40431(9) 0.0524(5) Uani 1 1 d . . . . .
N1 N 0.21023(16) 0.59163(15) 0.34048(8) 0.0428(5) Uani 1 1 d . . . . .
O7 O 0.71143(18) 0.2677(2) 0.62353(10) 0.0798(7) Uani 1 1 d . . . . .
C9 C 0.3584(2) 0.49651(18) 0.29367(11) 0.0474(6) Uani 1 1 d . . . . .
N3 N 0.06948(19) 0.40280(16) 0.58915(10) 0.0524(5) Uani 1 1 d . . . . .
O1 O 0.93973(18) 0.7636(2) 0.37976(10) 0.0777(7) Uani 1 1 d . . . . .
C20 C 0.4730(2) 0.27864(17) 0.66742(9) 0.0392(5) Uani 1 1 d . . . . .
C19 C 0.4990(2) 0.25256(17) 0.61949(9) 0.0370(5) Uani 1 1 d . . . . .
C3 C 0.7260(2) 0.74868(16) 0.37898(10) 0.0385(5) Uani 1 1 d . . . . .
C22 C 0.38315(19) 0.22796(17) 0.59640(9) 0.0375(5) Uani 1 1 d . . . . .
H22 H 0.371326 0.207212 0.563416 0.045 Uiso 1 1 calc R U . . .
C4 C 0.7051(2) 0.77322(17) 0.33031(9) 0.0386(5) Uani 1 1 d . . . . .
C24 C 0.1598(2) 0.22920(17) 0.63300(9) 0.0373(5) Uani 1 1 d . . . . .
H24 H 0.130885 0.263720 0.663284 0.045 Uiso 1 1 calc R U . . .
C7 C 0.5239(2) 0.74231(17) 0.36525(9) 0.0372(5) Uani 1 1 d . . . . .
C23 C 0.2958(2) 0.24052(16) 0.63119(9) 0.0355(5) Uani 1 1 d . . . . .
O6 O 0.2281(3) 0.5131(2) 0.46707(10) 0.0957(9) Uani 1 1 d . . . . .
C30 C -0.0765(2) 0.16530(18) 0.68615(10) 0.0480(6) Uani 1 1 d . . . . .
H30A H -0.156035 0.142516 0.696192 0.072 Uiso 1 1 calc R U . . .
H30B H -0.084298 0.225361 0.666099 0.072 Uiso 1 1 calc R U . . .
H30C H -0.028622 0.180077 0.715409 0.072 Uiso 1 1 calc R U . . .
C18 C 0.6217(2) 0.25359(18) 0.59755(10) 0.0451(6) Uani 1 1 d . . . . .
C32 C 0.1338(2) -0.00607(17) 0.70439(10) 0.0437(5) Uani 1 1 d . . . . .
C31 C 0.0028(2) -0.00776(19) 0.68790(11) 0.0483(6) Uani 1 1 d . . . . .
H31A H -0.014174 -0.068532 0.668660 0.058 Uiso 1 1 calc R U . . .
H31B H -0.051164 -0.006215 0.716739 0.058 Uiso 1 1 calc R U . . .
C5 C 0.7838(2) 0.8020(2) 0.28748(10) 0.0543(6) Uani 1 1 d . . . . .
H5A H 0.852916 0.839503 0.299542 0.081 Uiso 1 1 calc R U . . .
H5B H 0.738088 0.843192 0.264514 0.081 Uiso 1 1 calc R U . . .
H5C H 0.811476 0.741992 0.270615 0.081 Uiso 1 1 calc R U . . .
C8 C 0.38823(19) 0.73506(16) 0.36244(9) 0.0383(5) Uani 1 1 d . . . . .
H8 H 0.361450 0.769194 0.331708 0.046 Uiso 1 1 calc R U . . .
C2 C 0.8465(2) 0.7470(2) 0.40314(11) 0.0509(6) Uani 1 1 d . . . . .
C29 C 0.0219(2) 0.03171(19) 0.57213(10) 0.0484(6) Uani 1 1 d . . . . .
C28 C -0.0785(2) 0.05984(19) 0.60830(11) 0.0482(6) Uani 1 1 d . . . . .
H28A H -0.123829 0.117962 0.596099 0.058 Uiso 1 1 calc R U . . .
H28B H -0.134545 0.003694 0.612854 0.058 Uiso 1 1 calc R U . . .
C6 C 0.6083(2) 0.72863(19) 0.40124(9) 0.0432(5) Uani 1 1 d . . . . .
H6 H 0.593549 0.709764 0.434302 0.052 Uiso 1 1 calc R U . . .
C13 C 0.2453(3) 0.5450(2) 0.42529(12) 0.0609(7) Uani 1 1 d . . . . .
C21 C 0.5473(3) 0.3122(3) 0.71089(11) 0.0611(7) Uani 1 1 d . . . . .
H21A H 0.631733 0.314862 0.701355 0.092 Uiso 1 1 calc R U . . .
H21B H 0.537330 0.265161 0.738046 0.092 Uiso 1 1 calc R U . . .
H21C H 0.520986 0.378241 0.721372 0.092 Uiso 1 1 calc R U . . .
C10 C 0.2267(2) 0.4980(2) 0.31005(12) 0.0528(6) Uani 1 1 d . . . . .
H10A H 0.173116 0.498934 0.281089 0.063 Uiso 1 1 calc R U . . .
H10B H 0.208138 0.438415 0.329960 0.063 Uiso 1 1 calc R U . . .
B1 B 0.3519(2) 0.6179(2) 0.35822(10) 0.0389(5) Uani 1 1 d . . . . .
C26 C 0.0053(3) 0.4368(3) 0.54316(15) 0.0735(9) Uani 1 1 d . . . . .
H26A H 0.055553 0.423659 0.514406 0.110 Uiso 1 1 calc R U . . .
H26B H -0.011017 0.508102 0.545403 0.110 Uiso 1 1 calc R U . . .
H26C H -0.070307 0.400587 0.539914 0.110 Uiso 1 1 calc R U . . .
C12 C 0.1458(2) 0.5713(2) 0.38874(11) 0.0561(7) Uani 1 1 d . . . . .
H12A H 0.088996 0.515476 0.385123 0.067 Uiso 1 1 calc R U . . .
H12B H 0.101362 0.630819 0.399799 0.067 Uiso 1 1 calc R U . . .
C11 C 0.1505(2) 0.6716(2) 0.30982(12) 0.0547(6) Uani 1 1 d . . . . .
H11A H 0.199494 0.685519 0.280767 0.082 Uiso 1 1 calc R U . . .
H11B H 0.142315 0.732217 0.329455 0.082 Uiso 1 1 calc R U . . .
H11C H 0.071272 0.648807 0.299461 0.082 Uiso 1 1 calc R U . . .
C17 C 0.6347(3) 0.2429(3) 0.54235(12) 0.0662(8) Uani 1 1 d . . . . .
H17A H 0.596878 0.180972 0.531662 0.099 Uiso 1 1 calc R U . . .
H17B H 0.719738 0.241680 0.533685 0.099 Uiso 1 1 calc R U . . .
H17C H 0.595963 0.299187 0.526020 0.099 Uiso 1 1 calc R U . . .
B4 B 0.1262(2) 0.11181(19) 0.63835(10) 0.0358(5) Uani 1 1 d . . . . .
C14 C 0.2285(4) 0.9403(2) 0.36141(14) 0.0752(9) Uani 1 1 d . . . . .
H14A H 0.266477 0.920311 0.330523 0.113 Uiso 1 1 calc R U . . .
H14B H 0.215196 1.012235 0.361212 0.113 Uiso 1 1 calc R U . . .
H14C H 0.151650 0.906088 0.364876 0.113 Uiso 1 1 calc R U . . .
B3 B 0.0892(2) 0.2799(2) 0.58484(11) 0.0420(6) Uani 1 1 d D . . . .
C27 C -0.0079(4) 0.4306(2) 0.63229(15) 0.0712(9) Uani 1 1 d . . . . .
H27A H -0.024041 0.502042 0.631497 0.107 Uiso 1 1 calc R U . . .
H27B H 0.033599 0.413757 0.662894 0.107 Uiso 1 1 calc R U . . .
H27C H -0.083478 0.394030 0.630541 0.107 Uiso 1 1 calc R U . . .
B2 B 0.3206(2) 0.7891(2) 0.40987(11) 0.0433(6) Uani 1 1 d D . . . .
C25 C 0.1875(3) 0.4561(2) 0.59232(19) 0.0814(11) Uani 1 1 d . . . . .
H25A H 0.238542 0.435651 0.564842 0.122 Uiso 1 1 calc R U . . .
H25B H 0.226834 0.439362 0.623417 0.122 Uiso 1 1 calc R U . . .
H25C H 0.174073 0.527863 0.590745 0.122 Uiso 1 1 calc R U . . .
C15 C 0.2522(3) 0.9540(2) 0.45074(14) 0.0701(8) Uani 1 1 d . . . . .
H15A H 0.239132 1.025488 0.446992 0.105 Uiso 1 1 calc R U . . .
H15B H 0.305275 0.942024 0.478789 0.105 Uiso 1 1 calc R U . . .
H15C H 0.175479 0.920836 0.456393 0.105 Uiso 1 1 calc R U . . .
C16 C 0.4307(3) 0.9604(2) 0.3984(2) 0.0928(14) Uani 1 1 d . . . . .
H16A H 0.466817 0.938293 0.367502 0.139 Uiso 1 1 calc R U . . .
H16B H 0.482108 0.940929 0.425953 0.139 Uiso 1 1 calc R U . . .
H16C H 0.422050 1.032771 0.398013 0.139 Uiso 1 1 calc R U . . .
C1 C 0.8518(4) 0.7276(5) 0.45789(15) 0.0979(15) Uani 1 1 d . . . . .
H1A H 0.923404 0.758838 0.471656 0.147 Uiso 1 1 calc R U . . .
H1B H 0.854732 0.655866 0.463800 0.147 Uiso 1 1 calc R U . . .
H1C H 0.780486 0.755415 0.473647 0.147 Uiso 1 1 calc R U . . .
H2A H 0.372(2) 0.7788(19) 0.4458(5) 0.037(6) Uiso 1 1 d D . . . .
H2B H 0.2224(7) 0.7672(19) 0.4143(11) 0.046(7) Uiso 1 1 d D . . . .
H3A H 0.133(3) 0.263(2) 0.5479(6) 0.063(9) Uiso 1 1 d D . . . .
H3B H -0.0067(11) 0.252(2) 0.5809(16) 0.077(11) Uiso 1 1 d 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
O9 C20 1.352(3) . ?
O9 C23 1.389(3) . ?
O4 C9 1.319(3) . ?
O4 B1 1.484(3) . ?
O2 C4 1.360(3) . ?
O2 C7 1.393(3) . ?
O5 C13 1.325(4) . ?
O5 B1 1.477(3) . ?
O11 C32 1.318(3) . ?
O11 B4 1.487(3) . ?
O10 C29 1.325(3) . ?
O10 B4 1.482(3) . ?
O12 C32 1.208(3) . ?
N4 C30 1.492(3) . ?
N4 C31 1.494(3) . ?
N4 C28 1.490(3) . ?
N4 B4 1.662(3) . ?
O3 C9 1.203(4) . ?
O8 C29 1.195(3) . ?
N2 C14 1.491(5) . ?
N2 B2 1.646(3) . ?
N2 C15 1.489(4) . ?
N2 C16 1.478(4) . ?
N1 C10 1.490(3) . ?
N1 B1 1.659(3) . ?
N1 C12 1.492(3) . ?
N1 C11 1.487(3) . ?
O7 C18 1.217(3) . ?
C9 C10 1.508(4) . ?
N3 C26 1.483(4) . ?
N3 B3 1.641(3) . ?
N3 C27 1.475(4) . ?
N3 C25 1.475(4) . ?
O1 C2 1.216(4) . ?
C20 C19 1.354(4) . ?
C20 C21 1.484(4) . ?
C19 C22 1.448(3) . ?
C19 C18 1.466(3) . ?
C3 C4 1.357(4) . ?
C3 C2 1.470(3) . ?
C3 C6 1.444(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.343(3) . ?
C4 C5 1.480(3) . ?
C24 H24 0.9800 . ?
C24 C23 1.498(3) . ?
C24 B4 1.599(3) . ?
C24 B3 1.641(4) . ?
C7 C8 1.492(3) . ?
C7 C6 1.344(3) . ?
O6 C13 1.205(4) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C18 C17 1.485(4) . ?
C32 C31 1.502(3) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C8 H8 0.9800 . ?
C8 B1 1.601(3) . ?
C8 B2 1.631(4) . ?
C2 C1 1.483(5) . ?
C29 C28 1.510(4) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C6 H6 0.9300 . ?
C13 C12 1.503(5) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
B3 H3A 1.1200(15) . ?
B3 H3B 1.1199(15) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
B2 H2A 1.1201(15) . ?
B2 H2B 1.1200(15) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C20 O9 C23 108.54(17) . . ?
C9 O4 B1 114.01(19) . . ?
C4 O2 C7 108.29(17) . . ?
C13 O5 B1 113.3(2) . . ?
C32 O11 B4 113.73(18) . . ?
C29 O10 B4 113.80(18) . . ?
C30 N4 C31 109.9(2) . . ?
C30 N4 B4 114.70(17) . . ?
C31 N4 B4 102.49(16) . . ?
C28 N4 C30 113.88(19) . . ?
C28 N4 C31 111.61(19) . . ?
C28 N4 B4 103.58(17) . . ?
C14 N2 B2 110.7(2) . . ?
C15 N2 C14 107.5(2) . . ?
C15 N2 B2 108.5(2) . . ?
C16 N2 C14 110.5(3) . . ?
C16 N2 B2 111.3(2) . . ?
C16 N2 C15 108.2(3) . . ?
C10 N1 B1 102.44(18) . . ?
C10 N1 C12 112.2(2) . . ?
C12 N1 B1 103.54(18) . . ?
C11 N1 C10 110.1(2) . . ?
C11 N1 B1 114.82(18) . . ?
C11 N1 C12 113.2(2) . . ?
O4 C9 C10 110.7(2) . . ?
O3 C9 O4 124.4(2) . . ?
O3 C9 C10 124.8(3) . . ?
C26 N3 B3 107.7(2) . . ?
C27 N3 C26 107.3(2) . . ?
C27 N3 B3 112.1(2) . . ?
C25 N3 C26 108.6(3) . . ?
C25 N3 B3 111.1(2) . . ?
C25 N3 C27 109.9(3) . . ?
O9 C20 C19 109.8(2) . . ?
O9 C20 C21 116.0(2) . . ?
C19 C20 C21 134.2(2) . . ?
C20 C19 C22 105.9(2) . . ?
C20 C19 C18 124.6(2) . . ?
C22 C19 C18 129.5(2) . . ?
C4 C3 C2 125.0(2) . . ?
C4 C3 C6 106.6(2) . . ?
C6 C3 C2 128.3(2) . . ?
C19 C22 H22 126.2 . . ?
C23 C22 C19 107.7(2) . . ?
C23 C22 H22 126.2 . . ?
O2 C4 C5 116.2(2) . . ?
C3 C4 O2 109.31(19) . . ?
C3 C4 C5 134.5(2) . . ?
C23 C24 H24 107.6 . . ?
C23 C24 B4 109.19(18) . . ?
C23 C24 B3 113.77(18) . . ?
B4 C24 H24 107.6 . . ?
B4 C24 B3 110.86(19) . . ?
B3 C24 H24 107.6 . . ?
O2 C7 C8 116.0(2) . . ?
C6 C7 O2 108.53(19) . . ?
C6 C7 C8 135.4(2) . . ?
O9 C23 C24 115.98(19) . . ?
C22 C23 O9 108.09(19) . . ?
C22 C23 C24 135.9(2) . . ?
N4 C30 H30A 109.5 . . ?
N4 C30 H30B 109.5 . . ?
N4 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
O7 C18 C19 121.0(3) . . ?
O7 C18 C17 120.0(2) . . ?
C19 C18 C17 118.8(2) . . ?
O11 C32 C31 111.3(2) . . ?
O12 C32 O11 124.0(2) . . ?
O12 C32 C31 124.7(2) . . ?
N4 C31 C32 106.22(18) . . ?
N4 C31 H31A 110.5 . . ?
N4 C31 H31B 110.5 . . ?
C32 C31 H31A 110.5 . . ?
C32 C31 H31B 110.5 . . ?
H31A C31 H31B 108.7 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C8 H8 108.1 . . ?
C7 C8 B1 108.27(17) . . ?
C7 C8 B2 112.7(2) . . ?
B1 C8 H8 108.1 . . ?
B1 C8 B2 111.36(18) . . ?
B2 C8 H8 108.1 . . ?
O1 C2 C3 121.8(3) . . ?
O1 C2 C1 120.2(3) . . ?
C3 C2 C1 117.9(3) . . ?
O10 C29 C28 111.2(2) . . ?
O8 C29 O10 124.5(3) . . ?
O8 C29 C28 124.3(3) . . ?
N4 C28 C29 105.21(19) . . ?
N4 C28 H28A 110.7 . . ?
N4 C28 H28B 110.7 . . ?
C29 C28 H28A 110.7 . . ?
C29 C28 H28B 110.7 . . ?
H28A C28 H28B 108.8 . . ?
C3 C6 H6 126.4 . . ?
C7 C6 C3 107.2(2) . . ?
C7 C6 H6 126.4 . . ?
O5 C13 C12 111.7(2) . . ?
O6 C13 O5 123.8(3) . . ?
O6 C13 C12 124.5(3) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N1 C10 C9 106.51(19) . . ?
N1 C10 H10A 110.4 . . ?
N1 C10 H10B 110.4 . . ?
C9 C10 H10A 110.4 . . ?
C9 C10 H10B 110.4 . . ?
H10A C10 H10B 108.6 . . ?
O4 B1 N1 101.18(18) . . ?
O4 B1 C8 113.64(19) . . ?
O5 B1 O4 109.23(19) . . ?
O5 B1 N1 99.42(17) . . ?
O5 B1 C8 114.7(2) . . ?
C8 B1 N1 117.05(18) . . ?
N3 C26 H26A 109.5 . . ?
N3 C26 H26B 109.5 . . ?
N3 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N1 C12 C13 104.9(2) . . ?
N1 C12 H12A 110.8 . . ?
N1 C12 H12B 110.8 . . ?
C13 C12 H12A 110.8 . . ?
C13 C12 H12B 110.8 . . ?
H12A C12 H12B 108.8 . . ?
N1 C11 H11A 109.5 . . ?
N1 C11 H11B 109.5 . . ?
N1 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C18 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O11 B4 N4 101.02(17) . . ?
O11 B4 C24 113.63(19) . . ?
O10 B4 O11 109.28(18) . . ?
O10 B4 N4 99.40(16) . . ?
O10 B4 C24 114.98(19) . . ?
C24 B4 N4 116.83(18) . . ?
N2 C14 H14A 109.5 . . ?
N2 C14 H14B 109.5 . . ?
N2 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N3 B3 C24 114.2(2) . . ?
N3 B3 H3A 108.5(16) . . ?
N3 B3 H3B 102.1(17) . . ?
C24 B3 H3A 113.7(16) . . ?
C24 B3 H3B 112(2) . . ?
H3A B3 H3B 105(3) . . ?
N3 C27 H27A 109.5 . . ?
N3 C27 H27B 109.5 . . ?
N3 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N2 B2 H2A 103.6(13) . . ?
N2 B2 H2B 101.2(13) . . ?
C8 B2 N2 113.51(19) . . ?
C8 B2 H2A 112.4(13) . . ?
C8 B2 H2B 113.8(15) . . ?
H2A B2 H2B 111(2) . . ?
N3 C25 H25A 109.5 . . ?
N3 C25 H25B 109.5 . . ?
N3 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N2 C15 H15A 109.5 . . ?
N2 C15 H15B 109.5 . . ?
N2 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N2 C16 H16A 109.5 . . ?
N2 C16 H16B 109.5 . . ?
N2 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O9 C20 C19 C22 -0.3(2) . . . . ?
O9 C20 C19 C18 178.12(19) . . . . ?
O4 C9 C10 N1 15.1(3) . . . . ?
O2 C7 C8 B1 101.5(2) . . . . ?
O2 C7 C8 B2 -134.8(2) . . . . ?
O2 C7 C6 C3 0.2(3) . . . . ?
O5 C13 C12 N1 8.9(3) . . . . ?
O11 C32 C31 N4 -15.3(3) . . . . ?
O10 C29 C28 N4 -10.1(3) . . . . ?
O12 C32 C31 N4 165.4(2) . . . . ?
O3 C9 C10 N1 -166.4(3) . . . . ?
O8 C29 C28 N4 169.2(3) . . . . ?
C9 O4 B1 O5 91.0(2) . . . . ?
C9 O4 B1 N1 -13.3(2) . . . . ?
C9 O4 B1 C8 -139.6(2) . . . . ?
C20 O9 C23 C22 -0.5(2) . . . . ?
C20 O9 C23 C24 179.90(18) . . . . ?
C20 C19 C22 C23 0.0(2) . . . . ?
C20 C19 C18 O7 8.4(4) . . . . ?
C20 C19 C18 C17 -168.1(3) . . . . ?
C19 C22 C23 O9 0.3(2) . . . . ?
C19 C22 C23 C24 179.8(2) . . . . ?
C22 C19 C18 O7 -173.5(3) . . . . ?
C22 C19 C18 C17 9.9(4) . . . . ?
C4 O2 C7 C8 179.72(18) . . . . ?
C4 O2 C7 C6 -0.2(2) . . . . ?
C4 C3 C2 O1 -3.5(4) . . . . ?
C4 C3 C2 C1 174.5(3) . . . . ?
C4 C3 C6 C7 -0.2(3) . . . . ?
C7 O2 C4 C3 0.1(2) . . . . ?
C7 O2 C4 C5 -179.6(2) . . . . ?
C7 C8 B1 O4 -47.7(3) . . . . ?
C7 C8 B1 O5 78.9(2) . . . . ?
C7 C8 B1 N1 -165.15(19) . . . . ?
C7 C8 B2 N2 80.5(2) . . . . ?
C23 O9 C20 C19 0.5(2) . . . . ?
C23 O9 C20 C21 179.9(2) . . . . ?
C23 C24 B4 O11 46.9(2) . . . . ?
C23 C24 B4 O10 -80.0(2) . . . . ?
C23 C24 B4 N4 164.03(18) . . . . ?
C23 C24 B3 N3 -81.0(2) . . . . ?
O6 C13 C12 N1 -171.5(3) . . . . ?
C30 N4 C31 C32 -100.7(2) . . . . ?
C30 N4 C28 C29 146.9(2) . . . . ?
C30 N4 B4 O11 98.1(2) . . . . ?
C30 N4 B4 O10 -150.00(19) . . . . ?
C30 N4 B4 C24 -25.7(3) . . . . ?
C18 C19 C22 C23 -178.3(2) . . . . ?
C32 O11 B4 O10 -90.9(2) . . . . ?
C32 O11 B4 N4 13.3(2) . . . . ?
C32 O11 B4 C24 139.2(2) . . . . ?
C31 N4 C28 C29 -87.9(2) . . . . ?
C31 N4 B4 O11 -21.0(2) . . . . ?
C31 N4 B4 O10 90.9(2) . . . . ?
C31 N4 B4 C24 -144.8(2) . . . . ?
C8 C7 C6 C3 -179.7(2) . . . . ?
C2 C3 C4 O2 -178.2(2) . . . . ?
C2 C3 C4 C5 1.4(4) . . . . ?
C2 C3 C6 C7 178.0(2) . . . . ?
C29 O10 B4 O11 126.2(2) . . . . ?
C29 O10 B4 N4 20.9(2) . . . . ?
C29 O10 B4 C24 -104.7(2) . . . . ?
C28 N4 C31 C32 131.9(2) . . . . ?
C28 N4 B4 O11 -137.20(18) . . . . ?
C28 N4 B4 O10 -25.3(2) . . . . ?
C28 N4 B4 C24 99.0(2) . . . . ?
C6 C3 C4 O2 0.1(2) . . . . ?
C6 C3 C4 C5 179.7(3) . . . . ?
C6 C3 C2 O1 178.6(3) . . . . ?
C6 C3 C2 C1 -3.4(5) . . . . ?
C6 C7 C8 B1 -78.6(3) . . . . ?
C6 C7 C8 B2 45.1(3) . . . . ?
C13 O5 B1 O4 -127.6(2) . . . . ?
C13 O5 B1 N1 -22.1(3) . . . . ?
C13 O5 B1 C8 103.5(2) . . . . ?
C21 C20 C19 C22 -179.5(3) . . . . ?
C21 C20 C19 C18 -1.0(4) . . . . ?
C10 N1 B1 O4 20.9(2) . . . . ?
C10 N1 B1 O5 -91.0(2) . . . . ?
C10 N1 B1 C8 144.9(2) . . . . ?
C10 N1 C12 C13 88.5(2) . . . . ?
B1 O4 C9 O3 -178.5(3) . . . . ?
B1 O4 C9 C10 0.1(3) . . . . ?
B1 O5 C13 O6 -169.5(3) . . . . ?
B1 O5 C13 C12 10.0(3) . . . . ?
B1 N1 C10 C9 -21.5(3) . . . . ?
B1 N1 C12 C13 -21.3(3) . . . . ?
B1 C8 B2 N2 -157.54(19) . . . . ?
C26 N3 B3 C24 179.9(2) . . . . ?
C12 N1 C10 C9 -131.9(2) . . . . ?
C12 N1 B1 O4 137.71(19) . . . . ?
C12 N1 B1 O5 25.8(2) . . . . ?
C12 N1 B1 C8 -98.2(2) . . . . ?
C11 N1 C10 C9 101.1(2) . . . . ?
C11 N1 B1 O4 -98.4(2) . . . . ?
C11 N1 B1 O5 149.7(2) . . . . ?
C11 N1 B1 C8 25.6(3) . . . . ?
C11 N1 C12 C13 -146.2(2) . . . . ?
B4 O11 C32 O12 179.4(2) . . . . ?
B4 O11 C32 C31 0.1(3) . . . . ?
B4 O10 C29 O8 172.3(3) . . . . ?
B4 O10 C29 C28 -8.4(3) . . . . ?
B4 N4 C31 C32 21.6(2) . . . . ?
B4 N4 C28 C29 21.7(2) . . . . ?
B4 C24 C23 O9 -102.0(2) . . . . ?
B4 C24 C23 C22 78.6(3) . . . . ?
B4 C24 B3 N3 155.48(19) . . . . ?
C14 N2 B2 C8 65.2(3) . . . . ?
B3 C24 C23 O9 133.6(2) . . . . ?
B3 C24 C23 C22 -45.8(3) . . . . ?
B3 C24 B4 O11 173.06(18) . . . . ?
B3 C24 B4 O10 46.1(2) . . . . ?
B3 C24 B4 N4 -69.9(2) . . . . ?
C27 N3 B3 C24 -62.4(3) . . . . ?
B2 C8 B1 O4 -172.15(19) . . . . ?
B2 C8 B1 O5 -45.5(2) . . . . ?
B2 C8 B1 N1 70.4(3) . . . . ?
C25 N3 B3 C24 61.1(3) . . . . ?
C15 N2 B2 C8 -177.1(2) . . . . ?
C16 N2 B2 C8 -58.1(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.61(17)
2 0.39(17)

