# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_nishino_210608
_database_code_depnum_ccdc_archive 'CCDC 2206174'
loop_
_audit_author_name
_audit_author_address
'Koji Hirano'
;Osaka University
Japan
;
_audit_update_record             
;
2022-09-09 deposited with the CCDC.	2022-11-24 downloaded from the CCDC.
;
_audit_creation_date             2021-09-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H34 B N O4'
_chemical_formula_sum            'C25 H34 B N O4'
_chemical_formula_weight         423.34
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C25 H35 N B O4'
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.4689(2)
_cell_length_b                   20.7919(4)
_cell_length_c                   12.8601(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.311(2)
_cell_angle_gamma                90
_cell_volume                     2389.40(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10367
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      73.9560
_cell_measurement_theta_min      4.2100
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.619
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77825
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.43a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.177
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             912
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-6 0 3 0.3371
0 -5 -7 0.2021
0 5 7 0.1871
-6 2 3 0.3194
0 -13 3 0.3097
5 -8 -1 0.4187
5 8 -4 0.1967
0 13 -3 0.4080
1 1 -8 0.2107
-4 1 -4 0.3219
0 -11 -4 0.2318
6 -3 -4 0.2987

_exptl_crystal_size_max          0.92
_exptl_crystal_size_mid          0.632
_exptl_crystal_size_min          0.397
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-6.1285 -0.2187 3.3074 0.0093 -0.0002 1.0000
-0.0892 -4.5971 -7.3675 0.9981 -0.0258 -0.0551
0.2490 4.6067 7.2876 -0.9992 0.0258 0.0291
-6.0852 1.8459 2.9212 -0.0040 -0.1592 0.9872
-0.4372 -12.6255 2.9258 0.0257 0.9935 0.1106
4.8002 -8.1403 -0.8814 0.0168 0.6521 -0.7580
4.6601 7.9910 -4.2391 -0.0161 -0.6189 -0.7853
0.0366 12.6788 -2.7190 -0.0258 -0.9986 -0.0454
1.0351 0.9582 -8.2119 0.8749 -0.4170 -0.2463
-4.1952 0.6298 -3.8595 0.7065 -0.3367 0.6225
-0.4406 -11.1864 -4.1754 0.8233 0.5662 0.0387
5.8879 -2.5745 -4.3276 0.2020 0.1390 -0.9695

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            20729
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.059
_diffrn_reflns_theta_min         4.218
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     66.00  91.00   0.50    0.05    --   42.80 133.00 -77.00   50
  2  ω     84.00 109.00   0.50    0.05    --   76.50 133.00 -77.00   50
  3  ω     78.00 115.00   0.50    0.05    --   42.80 125.00-180.00   74
  4  ω     65.00  90.00   0.50    0.05    --   42.80 136.00 100.00   50
  5  ω     90.00 116.00   0.50    0.05    --   76.50 136.00 100.00   52
  6  ω    -69.00 -31.00   0.50    0.05    -- -106.00  37.00 -30.00   76
  7  ω   -101.00 -19.00   0.50    0.05    --  -42.80 133.00 -77.00  164
  8  ω    -83.00 -57.00   0.50    0.05    -- -106.00 125.00-150.00   52
  9  ω   -104.00 -59.00   0.50    0.05    -- -106.00 133.00 -77.00   90
 10  ω   -111.00 -34.00   0.50    0.05    -- -106.00 125.00-120.00  154
 11  ω   -114.00 -33.00   0.50    0.05    -- -106.00 125.00 -90.00  162
 12  ω    -86.00 -41.00   0.50    0.05    -- -106.00 125.00  30.00   90
 13  ω    -97.00 -71.00   0.50    0.05    -- -106.00 125.00 120.00   52
 14  ω   -117.00 -80.00   0.50    0.05    -- -106.00 136.00 100.00   74
 15  ω   -117.00 -42.00   0.50    0.05    -- -106.00 125.00  90.00  150
 16  ω    -80.00 -32.00   0.50    0.05    -- -106.00  57.00 150.00   96
 17  ω    -84.00 -59.00   0.50    0.05    --  -42.80 136.00 100.00   50
 18  ω     44.00  69.00   0.50    0.05    --   76.50-133.00-145.00   50
 19  ω   -115.00 -17.00   0.50    0.05    --  -42.80 -77.00-150.00  196
 20  ω   -109.00 -71.00   0.50    0.05    --  -42.80-125.00   0.00   76
 21  ω   -145.00-120.00   0.50    0.05    -- -106.00-133.00-145.00   50
 22  ω   -177.00-135.00   0.50    0.05    -- -106.00 -37.00 -60.00   84
 23  ω   -159.00 -83.00   0.50    0.05    -- -106.00 -19.00  30.00  152
 24  ω   -125.00 -77.00   0.50    0.05    -- -106.00  37.00 -30.00   96
 25  ω   -113.00 -87.00   0.50    0.05    -- -106.00 125.00  30.00   52
 26  ω   -128.00-102.00   0.50    0.05    -- -106.00  57.00 150.00   52
 27  ω   -108.00 -71.00   0.50    0.05    --  -42.80-125.00 150.00   74
 28  ω   -144.00-119.00   0.50    0.05    -- -106.00-136.00  36.00   50
 29  ω   -169.00 -71.00   0.50    0.05    -- -106.00-125.00   0.00  196
 30  ω   -173.00 -86.00   0.50    0.05    -- -106.00 -37.00-180.00  174
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0641131000
_diffrn_orient_matrix_UB_12      -0.0271120000
_diffrn_orient_matrix_UB_13      -0.1177857000
_diffrn_orient_matrix_UB_21      0.0274141000
_diffrn_orient_matrix_UB_22      -0.0689383000
_diffrn_orient_matrix_UB_23      0.0461874000
_diffrn_orient_matrix_UB_31      -0.1577338000
_diffrn_orient_matrix_UB_32      -0.0009810000
_diffrn_orient_matrix_UB_33      0.0099996000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4423
_reflns_number_total             4808
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_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       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     286
_refine_ls_number_reflns         4808
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0462
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0612P)²+0.8515P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1198
_refine_ls_wR_factor_ref         0.1221
_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 Ternary CH refined with riding coordinates:
 C9(H9), C14(H14)
2.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C7(H7A,H7B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C18(H18), C22(H22), C2(H2), C4(H4), C19(H19), C5(H5), C20(H20),
 C3(H3), C21(H21)
2.d Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C), C15(H15A,H15B,H15C), C12(H12A,H12B,H12C), C30(H30A,H30B,
 H30C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C)
;
_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
O27 O 0.51299(10) 0.58155(4) 0.59546(7) 0.0288(2) Uani 1 1 d . . . . .
O11 O 0.38248(11) 0.66741(5) 0.36781(8) 0.0322(2) Uani 1 1 d . . . . .
O24 O 0.59848(10) 0.63282(5) 0.76124(8) 0.0316(2) Uani 1 1 d . . . . .
N8 N 0.13116(11) 0.71614(5) 0.47325(8) 0.0222(2) Uani 1 1 d . . . . .
O13 O 0.47071(14) 0.74163(6) 0.49869(11) 0.0524(3) Uani 1 1 d . . . . .
C1 C 0.01937(14) 0.81855(6) 0.51061(10) 0.0240(3) Uani 1 1 d . . . . .
C9 C 0.26593(13) 0.67485(6) 0.50602(10) 0.0217(3) Uani 1 1 d . . . . .
H9 H 0.235293 0.631782 0.476107 0.026 Uiso 1 1 calc R . . . .
C16 C 0.05095(14) 0.71385(6) 0.35418(10) 0.0258(3) Uani 1 1 d . . . . .
H16A H 0.119127 0.726269 0.315627 0.031 Uiso 1 1 calc R . . . .
H16B H -0.029640 0.745093 0.336158 0.031 Uiso 1 1 calc R . . . .
C10 C 0.38484(14) 0.69880(6) 0.45880(11) 0.0265(3) Uani 1 1 d . . . . .
C17 C -0.01376(14) 0.64851(6) 0.31317(10) 0.0254(3) Uani 1 1 d . . . . .
C14 C 0.33746(14) 0.66839(6) 0.63148(10) 0.0255(3) Uani 1 1 d . . . . .
H14 H 0.366430 0.711701 0.660860 0.031 Uiso 1 1 calc R . . . .
C7 C 0.15936(14) 0.78318(6) 0.51052(11) 0.0261(3) Uani 1 1 d . . . . .
H7A H 0.203453 0.805829 0.462865 0.031 Uiso 1 1 calc R . . . .
H7B H 0.231305 0.783734 0.584513 0.031 Uiso 1 1 calc R . . . .
C6 C 0.01764(15) 0.88544(6) 0.50684(12) 0.0302(3) Uani 1 1 d . . . . .
H6 H 0.100625 0.907285 0.501407 0.036 Uiso 1 1 calc R . . . .
C18 C -0.01136(17) 0.62577(7) 0.21206(11) 0.0323(3) Uani 1 1 d . . . . .
H18 H 0.034847 0.649927 0.171612 0.039 Uiso 1 1 calc R . . . .
C26 C 0.64997(15) 0.54757(6) 0.66013(11) 0.0279(3) Uani 1 1 d . . . . .
C25 C 0.72665(14) 0.59830(7) 0.74933(11) 0.0293(3) Uani 1 1 d . . . . .
C22 C -0.08218(16) 0.61085(7) 0.37241(12) 0.0340(3) Uani 1 1 d . . . . .
H22 H -0.084095 0.625092 0.440478 0.041 Uiso 1 1 calc R . . . .
C2 C -0.10681(16) 0.78747(7) 0.51768(13) 0.0346(3) Uani 1 1 d . . . . .
H2 H -0.108398 0.742785 0.520349 0.042 Uiso 1 1 calc R . . . .
C4 C -0.23032(16) 0.88852(8) 0.51745(13) 0.0372(3) Uani 1 1 d . . . . .
H4 H -0.313414 0.911656 0.519503 0.045 Uiso 1 1 calc R . . . .
C19 C -0.07720(19) 0.56743(7) 0.17103(12) 0.0385(3) Uani 1 1 d . . . . .
H19 H -0.075256 0.552996 0.103072 0.046 Uiso 1 1 calc R . . . .
C5 C -0.10545(17) 0.92016(7) 0.51102(13) 0.0352(3) Uani 1 1 d . . . . .
H5 H -0.103783 0.964866 0.509480 0.042 Uiso 1 1 calc R . . . .
C20 C -0.14571(17) 0.53044(7) 0.22988(13) 0.0380(3) Uani 1 1 d . . . . .
H20 H -0.189980 0.491390 0.201889 0.046 Uiso 1 1 calc R . . . .
C3 C -0.23067(17) 0.82205(8) 0.52082(15) 0.0416(4) Uani 1 1 d . . . . .
H3 H -0.314434 0.800388 0.525222 0.050 Uiso 1 1 calc R . . . .
C21 C -0.14751(18) 0.55238(8) 0.33127(14) 0.0404(4) Uani 1 1 d . . . . .
H21 H -0.192714 0.527780 0.371851 0.049 Uiso 1 1 calc R . . . .
C31 C 0.73767(18) 0.52954(9) 0.58462(13) 0.0433(4) Uani 1 1 d . . . . .
H31A H 0.681996 0.498570 0.531449 0.065 Uiso 1 1 calc GR . . . .
H31B H 0.832226 0.511373 0.627478 0.065 Uiso 1 1 calc GR . . . .
H31C H 0.754240 0.567269 0.547198 0.065 Uiso 1 1 calc GR . . . .
C15 C 0.22590(17) 0.64269(9) 0.68470(13) 0.0409(4) Uani 1 1 d . . . . .
H15A H 0.143785 0.672185 0.671225 0.061 Uiso 1 1 calc GR . . . .
H15B H 0.274939 0.638230 0.762664 0.061 Uiso 1 1 calc GR . . . .
H15C H 0.189072 0.601539 0.653547 0.061 Uiso 1 1 calc GR . . . .
C12 C 0.50132(19) 0.68274(8) 0.32429(14) 0.0420(4) Uani 1 1 d . . . . .
H12A H 0.486174 0.659418 0.257040 0.063 Uiso 1 1 calc GR . . . .
H12B H 0.595941 0.670879 0.377036 0.063 Uiso 1 1 calc GR . . . .
H12C H 0.500629 0.728068 0.309958 0.063 Uiso 1 1 calc GR . . . .
C30 C 0.81748(17) 0.56998(9) 0.86062(12) 0.0426(4) Uani 1 1 d . . . . .
H30A H 0.859594 0.604172 0.911610 0.064 Uiso 1 1 calc GR . . . .
H30B H 0.896542 0.543779 0.852291 0.064 Uiso 1 1 calc GR . . . .
H30C H 0.753548 0.544126 0.888089 0.064 Uiso 1 1 calc GR . . . .
C28 C 0.60000(19) 0.48773(7) 0.70582(15) 0.0437(4) Uani 1 1 d . . . . .
H28A H 0.547625 0.500014 0.755147 0.065 Uiso 1 1 calc GR . . . .
H28B H 0.685975 0.462435 0.744941 0.065 Uiso 1 1 calc GR . . . .
H28C H 0.534787 0.462884 0.646300 0.065 Uiso 1 1 calc GR . . . .
B23 B 0.48481(16) 0.62668(7) 0.66314(12) 0.0241(3) Uani 1 1 d . . . . .
C29 C 0.8179(2) 0.64747(9) 0.71221(18) 0.0513(4) Uani 1 1 d . . . . .
H29A H 0.760303 0.663540 0.640783 0.077 Uiso 1 1 calc GR . . . .
H29B H 0.907672 0.627652 0.708400 0.077 Uiso 1 1 calc GR . . . .
H29C H 0.843735 0.682399 0.763906 0.077 Uiso 1 1 calc GR . . . .


_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
O27 C26 1.4696(15) . ?
O27 B23 1.3648(17) . ?
O11 C10 1.3335(16) . ?
O11 C12 1.4484(17) . ?
O24 C25 1.4610(15) . ?
O24 B23 1.3669(17) . ?
N8 C9 1.4790(15) . ?
N8 C16 1.4679(16) . ?
N8 C7 1.4695(16) . ?
O13 C10 1.2005(17) . ?
C1 C7 1.5162(17) . ?
C1 C6 1.3914(18) . ?
C1 C2 1.3876(18) . ?
C9 H9 0.9800 . ?
C9 C10 1.5287(17) . ?
C9 C14 1.5352(17) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.5118(18) . ?
C17 C18 1.3908(19) . ?
C17 C22 1.3928(19) . ?
C14 H14 0.9800 . ?
C14 C15 1.5324(19) . ?
C14 B23 1.5777(19) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C6 H6 0.9300 . ?
C6 C5 1.387(2) . ?
C18 H18 0.9300 . ?
C18 C19 1.386(2) . ?
C26 C25 1.5508(18) . ?
C26 C31 1.5188(19) . ?
C26 C28 1.517(2) . ?
C25 C30 1.523(2) . ?
C25 C29 1.514(2) . ?
C22 H22 0.9300 . ?
C22 C21 1.387(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.388(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.379(2) . ?
C4 C3 1.383(2) . ?
C19 H19 0.9300 . ?
C19 C20 1.382(2) . ?
C5 H5 0.9300 . ?
C20 H20 0.9300 . ?
C20 C21 1.387(2) . ?
C3 H3 0.9300 . ?
C21 H21 0.9300 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 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 . ?

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
B23 O27 C26 106.96(10) . . ?
C10 O11 C12 116.21(12) . . ?
B23 O24 C25 106.57(10) . . ?
C16 N8 C9 112.24(10) . . ?
C16 N8 C7 110.28(10) . . ?
C7 N8 C9 114.27(10) . . ?
C6 C1 C7 119.01(11) . . ?
C2 C1 C7 123.10(12) . . ?
C2 C1 C6 117.86(12) . . ?
N8 C9 H9 107.6 . . ?
N8 C9 C10 112.16(10) . . ?
N8 C9 C14 112.92(10) . . ?
C10 C9 H9 107.6 . . ?
C10 C9 C14 108.61(10) . . ?
C14 C9 H9 107.6 . . ?
N8 C16 H16A 108.8 . . ?
N8 C16 H16B 108.8 . . ?
N8 C16 C17 113.78(10) . . ?
H16A C16 H16B 107.7 . . ?
C17 C16 H16A 108.8 . . ?
C17 C16 H16B 108.8 . . ?
O11 C10 C9 112.85(11) . . ?
O13 C10 O11 123.40(12) . . ?
O13 C10 C9 123.75(12) . . ?
C18 C17 C16 120.11(12) . . ?
C18 C17 C22 118.33(13) . . ?
C22 C17 C16 121.51(12) . . ?
C9 C14 H14 107.1 . . ?
C9 C14 B23 111.38(10) . . ?
C15 C14 C9 111.73(11) . . ?
C15 C14 H14 107.1 . . ?
C15 C14 B23 111.99(11) . . ?
B23 C14 H14 107.1 . . ?
N8 C7 C1 113.31(10) . . ?
N8 C7 H7A 108.9 . . ?
N8 C7 H7B 108.9 . . ?
C1 C7 H7A 108.9 . . ?
C1 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
C1 C6 H6 119.4 . . ?
C5 C6 C1 121.27(12) . . ?
C5 C6 H6 119.4 . . ?
C17 C18 H18 119.7 . . ?
C19 C18 C17 120.61(14) . . ?
C19 C18 H18 119.7 . . ?
O27 C26 C25 101.61(10) . . ?
O27 C26 C31 108.89(11) . . ?
O27 C26 C28 106.47(11) . . ?
C31 C26 C25 114.81(12) . . ?
C28 C26 C25 113.64(12) . . ?
C28 C26 C31 110.60(13) . . ?
O24 C25 C26 102.11(10) . . ?
O24 C25 C30 108.78(11) . . ?
O24 C25 C29 106.38(12) . . ?
C30 C25 C26 114.38(12) . . ?
C29 C25 C26 113.73(13) . . ?
C29 C25 C30 110.69(13) . . ?
C17 C22 H22 119.5 . . ?
C21 C22 C17 120.91(13) . . ?
C21 C22 H22 119.5 . . ?
C1 C2 H2 119.5 . . ?
C1 C2 C3 120.99(13) . . ?
C3 C2 H2 119.5 . . ?
C5 C4 H4 120.3 . . ?
C5 C4 C3 119.31(13) . . ?
C3 C4 H4 120.3 . . ?
C18 C19 H19 119.6 . . ?
C20 C19 C18 120.80(13) . . ?
C20 C19 H19 119.6 . . ?
C6 C5 H5 119.9 . . ?
C4 C5 C6 120.14(13) . . ?
C4 C5 H5 119.9 . . ?
C19 C20 H20 120.5 . . ?
C19 C20 C21 119.07(14) . . ?
C21 C20 H20 120.5 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.41(13) . . ?
C4 C3 H3 119.8 . . ?
C22 C21 H21 119.9 . . ?
C20 C21 C22 120.28(14) . . ?
C20 C21 H21 119.9 . . ?
C26 C31 H31A 109.5 . . ?
C26 C31 H31B 109.5 . . ?
C26 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O11 C12 H12A 109.5 . . ?
O11 C12 H12B 109.5 . . ?
O11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C25 C30 H30A 109.5 . . ?
C25 C30 H30B 109.5 . . ?
C25 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O27 B23 O24 113.12(12) . . ?
O27 B23 C14 123.78(12) . . ?
O24 B23 C14 123.10(12) . . ?
C25 C29 H29A 109.5 . . ?
C25 C29 H29B 109.5 . . ?
C25 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.388
_oxdiff_exptl_absorpt_empirical_full_min 0.682
