# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2026

####################################################################### 
# 
# 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_chloroform-h_me_target_auto
_database_code_depnum_ccdc_archive 'CCDC 2523317'
loop_
_audit_author_name
_audit_author_address
'Hideaki Takano'
;Nagoya University
Japan
;
_audit_update_record             
;
2026-01-16 deposited with the CCDC.	2026-02-24 downloaded from the CCDC.
;
_audit_creation_date             2026-01-06
_audit_creation_method           
;
Olex2 1.5-ac6-018
(compiled 2024.02.14 svn.r2f8d729c for Rigaku Oxford Diffraction, GUI svn.r6920)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H Cl3, C22 H21 B N2 O3'
_chemical_formula_sum            'C23 H22 B Cl3 N2 O3'
_chemical_formula_weight         491.58
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNBOCl
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'
Cl Cl 0.3639 0.7018 '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                   7.31430(10)
_cell_length_b                   24.6211(4)
_cell_length_c                   13.1796(2)
_cell_angle_alpha                90
_cell_angle_beta                 101.440(2)
_cell_angle_gamma                90
_cell_volume                     2326.31(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10210
_cell_measurement_temperature    93.00(10)
_cell_measurement_theta_max      75.9580
_cell_measurement_theta_min      3.5800
_shelx_estimated_absorpt_T_max   0.638
_shelx_estimated_absorpt_T_min   0.326
_exptl_absorpt_coefficient_mu    3.800
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.527
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.113a (Rigaku Oxford Diffraction, 2024)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'intense orange'
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1016
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
4 -2 2 0.1017
-4 1 -3 0.2082
3 -7 -7 0.0870
2 -2 -1 0.0991
-1 -4 -7 0.2148
-3 7 6 0.1144
-4 3 -2 0.1913
-2 3 8 0.1455
-4 4 6 0.1276
-3 3 7 0.1142
1 2 -8 0.1707
-2 -1 8 0.1583
-4 2 7 0.1155
-3 0 7 0.1124
1 5 -8 0.1570
-1 -5 8 0.1562
2 5 -8 0.1268
4 -7 0 0.1007
-4 7 -1 0.1646
1 8 -7 0.1500
-4 9 -1 0.1620
-1 -11 6 0.1266
-4 8 0 0.1529
0 14 -4 0.1194
-1 15 -3 0.1093
-2 -12 4 0.0854
-1 15 -2 0.1032
2 14 -3 0.1034
0 -15 3 0.0704
-2 -14 3 0.0689
2 14 -3 0.0998
0 16 -1 0.0822
-1 -15 2 0.0598
3 -12 0 0.0801
-1 -16 1 0.0534
1 -15 0 0.0545
2 15 -2 0.0924
1 15 0 0.0820
0 16 1 0.0779
2 -15 -2 0.0558
1 -16 -1 0.0466
-1 -15 0 0.0649
0 15 3 0.0912
1 -14 -4 0.0621

_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.13
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
4.2807 -1.9193 1.9517 0.1115 0.4824 0.8688
-3.8587 0.5643 -3.4955 -0.1509 -0.6457 -0.7485
2.7164 -6.6744 -6.8874 -0.1652 -0.6808 0.7136
2.0006 -2.0033 -1.0007 0.0072 -0.0061 0.4409
-1.4259 -3.7837 -7.2369 -0.2284 -0.9607 -0.1578
-3.1604 6.6333 6.3274 0.1432 0.5873 -0.7966
-4.1875 2.6106 -2.2082 -0.0622 -0.5041 -0.8614
-2.4424 2.7809 7.9130 -0.0621 0.8019 -0.5942
-3.9388 4.3077 5.5048 -0.0312 0.4325 -0.9011
-3.4455 2.7279 6.8184 -0.1112 0.6112 -0.7837
1.1268 1.9764 -8.4831 0.2756 -0.9284 0.2490
-1.8420 -1.0289 8.3684 -0.2592 0.8756 -0.4075
-3.5654 1.8003 6.7287 -0.1723 0.5892 -0.7894
-3.4259 0.2894 7.0269 -0.2575 0.6264 -0.7357
1.4627 4.8427 -8.0867 0.4613 -0.8486 0.2590
-1.3717 -4.9750 8.0838 -0.4639 0.8532 -0.2385
2.3871 4.8212 -7.6475 0.5086 -0.7406 0.4392
4.2372 -6.6918 -0.1099 -0.1526 0.2146 0.9647
-3.9766 7.4718 -0.9490 0.2257 -0.3209 -0.9199
1.2427 8.2598 -7.2825 0.6433 -0.7517 0.1456
-3.6378 9.1080 -1.1908 0.3453 -0.3218 -0.8816
-1.1363 -11.0865 6.1076 -0.7926 0.6065 -0.0630
-4.0017 8.2295 0.1207 0.2576 -0.1923 -0.9469
-0.4264 14.1081 -3.7220 0.8562 -0.4053 -0.3205
-0.8010 14.7150 -2.6724 0.8592 -0.3009 -0.4138
-2.4273 -12.0008 4.3781 -0.9026 0.3193 -0.2886
-1.0256 15.0837 -1.7412 0.8580 -0.2026 -0.4721
1.8806 13.7206 -3.4099 0.9629 -0.2301 0.1411
-0.1649 -15.2606 2.5421 -0.9460 0.2246 0.2338
-1.8454 -13.7759 3.3959 -0.9640 0.2304 -0.1330
1.8951 14.2033 -2.5767 0.9833 -0.1284 0.1287
-0.3154 15.6788 -1.4266 0.9310 -0.1196 -0.3450
-1.3651 -14.9005 2.3363 -0.9916 0.1290 -0.0090
2.9919 -12.3616 -0.4908 -0.5579 0.0692 0.8270
-0.8309 -15.6434 1.2040 -0.9926 0.0239 0.1190
1.1999 -15.4314 0.1140 -0.8508 0.0188 0.5252
1.6669 14.8423 -1.6095 0.9976 -0.0248 0.0645
1.4816 15.1145 0.2349 0.9829 0.1838 0.0090
0.2437 15.8727 0.7982 0.9504 0.1788 -0.2544
1.7641 -14.7284 -1.5771 -0.7578 -0.1444 0.6363
0.8436 -15.6265 -1.2412 -0.8681 -0.1643 0.4683
-1.4816 -15.1145 -0.2349 -0.9829 -0.1838 -0.0090
0.4061 14.5863 3.2033 0.8569 0.4680 -0.2161
1.1136 -14.3515 -3.5176 -0.7517 -0.4122 0.5148

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14314
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         3.590
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      93.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    111.00 136.00   0.50    0.06    --  106.85 101.00  56.00   50
  2  ω     94.00 131.00   0.50    0.06    --  106.85  61.00  30.00   74
  3  ω    140.00 169.00   0.50    0.06    --  106.85  61.00  30.00   58
  4  ω    109.00 178.00   0.50    0.06    --  106.85  61.00   0.00  138
  5  ω    -23.00  46.00   0.50    0.05    --   46.22 -38.00-180.00  138
  6  ω     49.00  75.00   0.50    0.06    --  106.85 -61.00-180.00   52
  7  ω     37.00  62.00   0.50    0.06    --  106.85 -61.00 -60.00   50
  8  ω     37.00  74.00   0.50    0.06    --  106.85 -61.00 -30.00   74
  9  ω     59.00 101.00   0.50    0.06    --  106.85-101.00 -47.00   84
 10  ω     28.00  53.00   0.50    0.05    --   46.22-101.00 -47.00   50
 11  ω    -11.00  22.00   0.50    0.05    --   46.22-101.00 -47.00   66
 12  ω    -18.00   8.00   0.50    0.05    --  -46.22  19.00-150.00   52
 13  ω    -20.00  28.00   0.50    0.05    --  -46.22  19.00 -30.00   96
 14  ω    -21.00  28.00   0.50    0.05    --  -46.22  19.00  60.00   98
 15  ω    -80.00 -46.00   0.50    0.05    --  -46.22 101.00  56.00   68
 16  ω    -43.00  -5.00   0.50    0.05    --  -46.22 101.00  56.00   76
 17  ω    -61.00 -32.00   0.50    0.06    -- -104.50  61.00 -30.00   58
 18  ω    -61.00 -31.00   0.50    0.06    -- -104.50  61.00 -60.00   60
 19  ω    -61.00 -34.00   0.50    0.06    -- -104.50  61.00 -90.00   54
 20  ω    -62.00 -34.00   0.50    0.06    -- -104.50  61.00-150.00   56
 21  ω    -66.00 -41.00   0.50    0.06    -- -104.50  61.00   0.00   50
 22  ω    -94.00 -66.00   0.50    0.06    -- -104.50 101.00  56.00   56
 23  ω    -66.00 -33.00   0.50    0.06    -- -104.50  61.00 150.00   66
 24  ω    -99.00 -34.00   0.50    0.06    -- -104.50  77.00  60.00  130
 25  ω    -66.00 -35.00   0.50    0.06    -- -104.50  61.00-120.00   62
 26  ω    -57.00 -31.00   0.50    0.06    -- -104.50  61.00-180.00   52
 27  ω   -169.00 -88.00   0.50    0.06    -- -104.50-101.00 -47.00  162
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0577413000
_diffrn_orient_matrix_UB_12      0.0595422000
_diffrn_orient_matrix_UB_13      -0.0109475000
_diffrn_orient_matrix_UB_21      0.0606205000
_diffrn_orient_matrix_UB_22      0.0043727000
_diffrn_orient_matrix_UB_23      0.1185181000
_diffrn_orient_matrix_UB_31      0.1979610000
_diffrn_orient_matrix_UB_32      -0.0186949000
_diffrn_orient_matrix_UB_33      -0.0074184000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3740
_reflns_number_total             4156
_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 1.171.43.113a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.113a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.113a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5-ac6-018 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-018 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.333
_refine_diff_density_min         -1.302
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         4156
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0744
_refine_ls_R_factor_gt           0.0690
_refine_ls_restrained_S_all      1.060
_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)+(0.0780P)²+6.3735P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1731
_refine_ls_wR_factor_ref         0.1777
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10)
2.b Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00E(H00E), C00I(H00I), C00K(H00K), C00M(H00M), C00O(H00O),
 C00P(H00P), C00Q(H00Q), C00S(H00S)
2.c Idealised Me refined as rotating group:
 C00N(H00A,H00B,H00C), C00R(H00F,H00G,H00H), C00T(H00J,H00L,H00N), C00U(H00R,
 H00T,H00U)
;
_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
Cl01 Cl 0.95483(16) 0.40411(4) 0.72300(9) 0.0503(3) Uani 1 1 d . . . . .
Cl02 Cl 0.79887(18) 0.42570(4) 0.90434(8) 0.0519(3) Uani 1 1 d . . . . .
Cl3 Cl 1.1026(3) 0.48976(9) 0.86182(13) 0.1310(10) Uani 1 1 d . . . . .
O004 O 0.6197(3) 0.50989(9) 0.64738(19) 0.0298(5) Uani 1 1 d . . . . .
O005 O 0.5950(3) 0.59733(9) 0.6101(2) 0.0289(6) Uani 1 1 d . . . . .
O006 O 0.2883(3) 0.63776(9) 0.5473(2) 0.0299(6) Uani 1 1 d . . . . .
N007 N 0.5512(3) 0.69580(10) 0.6220(2) 0.0209(6) Uani 1 1 d . . . . .
N008 N 0.5444(3) 0.65290(10) 0.4520(2) 0.0215(6) Uani 1 1 d . . . . .
C009 C 0.7820(4) 0.79104(12) 0.4591(2) 0.0164(6) Uani 1 1 d . . . . .
C00A C 0.9727(4) 0.79818(12) 0.5011(2) 0.0184(6) Uani 1 1 d . . . . .
C00B C 0.6835(4) 0.74222(12) 0.4895(2) 0.0176(6) Uani 1 1 d . . . . .
C00C C 0.6368(4) 0.69847(12) 0.4228(2) 0.0190(6) Uani 1 1 d . . . . .
C00D C 1.0593(4) 0.84613(13) 0.4794(2) 0.0209(6) Uani 1 1 d . . . . .
H00D H 1.187154 0.851675 0.509309 0.025 Uiso 1 1 calc R U . . .
C00E C 0.7774(4) 0.87704(12) 0.3715(2) 0.0203(6) Uani 1 1 d . . . . .
H00E H 0.711957 0.903403 0.325566 0.024 Uiso 1 1 calc R U . . .
C00F C 0.6381(4) 0.74078(12) 0.5882(2) 0.0183(6) Uani 1 1 d . . . . .
C00G C 0.6832(4) 0.83040(12) 0.3930(2) 0.0185(6) Uani 1 1 d . . . . .
C00H C 0.9634(4) 0.88605(12) 0.4151(2) 0.0219(7) Uani 1 1 d . . . . .
C00I C 0.6664(4) 0.77974(13) 0.6679(2) 0.0213(6) Uani 1 1 d . . . . .
H00I H 0.723132 0.814354 0.666222 0.026 Uiso 1 1 calc R U . . .
C00J C 0.2125(4) 0.59020(13) 0.5662(2) 0.0228(7) Uani 1 1 d . . . . .
C00K C 0.6703(4) 0.68898(13) 0.3225(2) 0.0227(7) Uani 1 1 d . . . . .
H00K H 0.731187 0.712917 0.283342 0.027 Uiso 1 1 calc R U . . .
C00L C 0.5183(4) 0.54862(12) 0.6190(2) 0.0228(7) Uani 1 1 d . . . . .
C00M C 0.5962(4) 0.75815(14) 0.7494(3) 0.0248(7) Uani 1 1 d . . . . .
H00M H 0.595473 0.775129 0.814022 0.030 Uiso 1 1 calc R U . . .
C00N C 1.0851(4) 0.75466(14) 0.5652(3) 0.0251(7) Uani 1 1 d . . . . .
H00A H 1.032990 0.747575 0.626869 0.038 Uiso 1 1 calc R U . . .
H00B H 1.214792 0.766756 0.586211 0.038 Uiso 1 1 calc R U . . .
H00C H 1.080949 0.721313 0.524183 0.038 Uiso 1 1 calc R U . . .
C00O C 0.5236(4) 0.61732(13) 0.3738(3) 0.0269(7) Uani 1 1 d . . . . .
H00O H 0.466318 0.582687 0.373710 0.032 Uiso 1 1 calc R U . . .
C00P C 0.3171(5) 0.54649(13) 0.5975(3) 0.0262(7) Uani 1 1 d . . . . .
H00P H 0.257117 0.513013 0.605799 0.031 Uiso 1 1 calc R U . . .
C00Q C 0.5267(4) 0.70684(14) 0.7185(3) 0.0256(7) Uani 1 1 d . . . . .
H00Q H 0.470046 0.682954 0.759762 0.031 Uiso 1 1 calc R U . . .
C00R C 0.4791(4) 0.82401(13) 0.3465(3) 0.0255(7) Uani 1 1 d . . . . .
H00F H 0.463582 0.796789 0.291228 0.038 Uiso 1 1 calc R U . . .
H00G H 0.428525 0.858868 0.317883 0.038 Uiso 1 1 calc R U . . .
H00H H 0.412286 0.812220 0.400188 0.038 Uiso 1 1 calc R U . . .
C00S C 0.5983(4) 0.63843(13) 0.2918(3) 0.0275(7) Uani 1 1 d . . . . .
H00S H 0.599053 0.621201 0.227386 0.033 Uiso 1 1 calc R U . . .
C00T C 0.0052(5) 0.59231(15) 0.5512(3) 0.0316(8) Uani 1 1 d . . . . .
H00J H -0.030688 0.618695 0.599409 0.047 Uiso 1 1 calc R U . . .
H00L H -0.042485 0.556341 0.564437 0.047 Uiso 1 1 calc R U . . .
H00N H -0.047552 0.603287 0.479946 0.047 Uiso 1 1 calc R U . . .
C00U C 1.0613(5) 0.93741(14) 0.3930(3) 0.0334(8) Uani 1 1 d . . . . .
H00R H 1.096370 0.958596 0.456871 0.050 Uiso 1 1 calc R U . . .
H00T H 0.977428 0.958955 0.341027 0.050 Uiso 1 1 calc R U . . .
H00U H 1.173610 0.928023 0.366799 0.050 Uiso 1 1 calc R U . . .
C10 C 0.9035(6) 0.45435(16) 0.8071(3) 0.0380(9) Uani 1 1 d . . . . .
H10 H 0.813129 0.480444 0.766151 0.046 Uiso 1 1 calc R U . . .
B00W B 0.4901(5) 0.64358(14) 0.5595(3) 0.0248(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl01 C10 1.751(4) . ?
Cl02 C10 1.765(4) . ?
Cl3 C10 1.727(4) . ?
O004 C00L 1.220(4) . ?
O005 C00L 1.339(4) . ?
O005 B00W 1.458(4) . ?
O006 C00J 1.340(4) . ?
O006 B00W 1.460(4) . ?
N007 C00F 1.393(4) . ?
N007 C00Q 1.347(4) . ?
N007 B00W 1.544(5) . ?
N008 C00C 1.403(4) . ?
N008 C00O 1.339(4) . ?
N008 B00W 1.562(5) . ?
C009 C00A 1.406(4) . ?
C009 C00B 1.496(4) . ?
C009 C00G 1.404(4) . ?
C00A C00D 1.396(4) . ?
C00A C00N 1.504(4) . ?
C00B C00C 1.390(4) . ?
C00B C00F 1.405(4) . ?
C00C C00K 1.411(4) . ?
C00D C00H 1.393(5) . ?
C00E C00G 1.397(4) . ?
C00E C00H 1.386(5) . ?
C00F C00I 1.408(4) . ?
C00G C00R 1.505(4) . ?
C00H C00U 1.510(4) . ?
C00I C00M 1.385(4) . ?
C00J C00P 1.337(5) . ?
C00J C00T 1.491(4) . ?
C00K C00S 1.380(5) . ?
C00L C00P 1.444(5) . ?
C00M C00Q 1.392(5) . ?
C00O C00S 1.403(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00L O005 B00W 123.2(3) . . ?
C00J O006 B00W 120.8(2) . . ?
C00F N007 B00W 126.4(3) . . ?
C00Q N007 C00F 107.2(3) . . ?
C00Q N007 B00W 126.4(3) . . ?
C00C N008 B00W 126.1(3) . . ?
C00O N008 C00C 107.4(3) . . ?
C00O N008 B00W 126.3(3) . . ?
C00A C009 C00B 119.2(3) . . ?
C00G C009 C00A 120.4(3) . . ?
C00G C009 C00B 120.3(3) . . ?
C009 C00A C00N 121.4(3) . . ?
C00D C00A C009 118.7(3) . . ?
C00D C00A C00N 119.8(3) . . ?
C00C C00B C009 121.6(3) . . ?
C00C C00B C00F 119.5(3) . . ?
C00F C00B C009 118.9(3) . . ?
N008 C00C C00K 107.9(3) . . ?
C00B C00C N008 121.2(3) . . ?
C00B C00C C00K 130.9(3) . . ?
C00H C00D C00A 121.8(3) . . ?
C00H C00E C00G 122.1(3) . . ?
N007 C00F C00B 121.5(3) . . ?
N007 C00F C00I 108.2(3) . . ?
C00B C00F C00I 130.3(3) . . ?
C009 C00G C00R 121.8(3) . . ?
C00E C00G C009 118.6(3) . . ?
C00E C00G C00R 119.5(3) . . ?
C00D C00H C00U 120.5(3) . . ?
C00E C00H C00D 118.3(3) . . ?
C00E C00H C00U 121.2(3) . . ?
C00M C00I C00F 107.1(3) . . ?
O006 C00J C00T 113.1(3) . . ?
C00P C00J O006 121.9(3) . . ?
C00P C00J C00T 125.0(3) . . ?
C00S C00K C00C 107.2(3) . . ?
O004 C00L O005 119.2(3) . . ?
O004 C00L C00P 124.4(3) . . ?
O005 C00L C00P 116.3(3) . . ?
C00I C00M C00Q 107.0(3) . . ?
N008 C00O C00S 110.4(3) . . ?
C00J C00P C00L 122.0(3) . . ?
N007 C00Q C00M 110.5(3) . . ?
C00K C00S C00O 107.0(3) . . ?
Cl01 C10 Cl02 110.8(2) . . ?
Cl3 C10 Cl01 110.6(3) . . ?
Cl3 C10 Cl02 110.5(2) . . ?
O005 B00W O006 113.7(3) . . ?
O005 B00W N007 109.6(3) . . ?
O005 B00W N008 108.9(3) . . ?
O006 B00W N007 108.7(3) . . ?
O006 B00W N008 110.3(3) . . ?
N007 B00W N008 105.2(2) . . ?

_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 1.772
_oxdiff_exptl_absorpt_empirical_full_min 0.734
####################################################################### 
# 
# 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_20231002-kondo-me_autored
_database_code_depnum_ccdc_archive 'CCDC 2523319'
loop_
_audit_author_name
_audit_author_address
'Hideaki Takano'
;Nagoya University
Japan
;
_audit_update_record             
;
2026-01-16 deposited with the CCDC.	2026-02-24 downloaded from the CCDC.
;
_audit_creation_date             2023-10-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H2 Cl2, C22 H21 B N2 O3'
_chemical_formula_sum            'C23 H23 B Cl2 N2 O3'
_chemical_formula_weight         457.14
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   7.3489(2)
_cell_length_b                   24.0265(6)
_cell_length_c                   12.8678(4)
_cell_angle_alpha                90
_cell_angle_beta                 104.907(3)
_cell_angle_gamma                90
_cell_volume                     2195.58(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11134
_cell_measurement_temperature    93
_cell_measurement_theta_max      30.6920
_cell_measurement_theta_min      2.3410
_shelx_estimated_absorpt_T_max   0.994
_shelx_estimated_absorpt_T_min   0.855
_exptl_absorpt_coefficient_mu    0.324
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85014
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             952
_exptl_crystal_preparation       CH2Cl2/Cyclohexane
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.897
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19885
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.897
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         31.045
_diffrn_reflns_theta_min         2.357
_diffrn_ambient_temperature      93
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Rigaku Saturn-N'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.897
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50   80.00    --  -20.00  45.00   0.00  360
  2  ω   -110.00  70.00   0.50   80.00    --  -20.00  45.00  90.00  360
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0127113000
_diffrn_orient_matrix_UB_12      0.0291906000
_diffrn_orient_matrix_UB_13      -0.0025826000
_diffrn_orient_matrix_UB_21      -0.0980952000
_diffrn_orient_matrix_UB_22      0.0040761000
_diffrn_orient_matrix_UB_23      -0.0072679000
_diffrn_orient_matrix_UB_31      0.0138400000
_diffrn_orient_matrix_UB_32      0.0018374000
_diffrn_orient_matrix_UB_33      0.0564916000
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating-anode X-ray tubee'
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4980
_reflns_number_total             6316
_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 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.366
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         6316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0437
_refine_ls_restrained_S_all      1.013
_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)+(0.0431P)²+1.3198P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0985
_refine_ls_wR_factor_ref         0.1064
_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:
 C00T(H00V,H00W)
2.b Aromatic/amide H refined with riding coordinates:
 C00B(H00B), C00E(H00E), C00H(H00H), C00I(H00I), C00J(H00J), C00M(H00M),
 C00N(H00N), C00P(H00P), C00R(H00R)
2.c Idealised Me refined as rotating group:
 C00O(H00A,H00C,H00D), C00Q(H00F,H00G,H00K), C00S(H00L,H00O,H00Q), C00U(H00S,
 H00T,H00U)
;
_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
Cl01 Cl 0.13372(6) 0.43811(2) 0.07407(3) 0.03263(11) Uani 1 1 d . . . . .
Cl02 Cl -0.08718(9) 0.43056(2) 0.23106(5) 0.05249(16) Uani 1 1 d . . . . .
O003 O 0.42493(14) 0.60222(4) 0.38692(9) 0.0232(2) Uani 1 1 d . . . . .
O004 O 0.74644(14) 0.63565(4) 0.45569(10) 0.0251(2) Uani 1 1 d . . . . .
O005 O 0.37018(17) 0.51386(4) 0.34477(10) 0.0301(3) Uani 1 1 d . . . . .
N006 N 0.49334(15) 0.70152(5) 0.38402(10) 0.0169(2) Uani 1 1 d . . . . .
N007 N 0.50832(16) 0.65451(5) 0.55606(10) 0.0194(2) Uani 1 1 d . . . . .
C008 C 0.41481(18) 0.69963(6) 0.58644(12) 0.0183(3) Uani 1 1 d . . . . .
C009 C 0.41186(18) 0.74705(6) 0.42126(11) 0.0169(3) Uani 1 1 d . . . . .
C00A C 0.36817(18) 0.74602(6) 0.52068(11) 0.0164(3) Uani 1 1 d . . . . .
C00B C 0.38433(19) 0.78887(6) 0.34213(11) 0.0185(3) Uani 1 1 d . . . . .
H00B H 0.332344 0.823866 0.345919 0.022 Uiso 1 1 calc R U . . .
C00C C 0.07149(19) 0.79850(6) 0.50676(11) 0.0176(3) Uani 1 1 d . . . . .
C00D C 0.36305(19) 0.83636(6) 0.61957(11) 0.0172(3) Uani 1 1 d . . . . .
C00E C 0.3854(2) 0.68788(6) 0.68845(12) 0.0219(3) Uani 1 1 d . . . . .
H00E H 0.325368 0.710684 0.727705 0.026 Uiso 1 1 calc R U . . .
C00F C 0.26630(18) 0.79441(5) 0.55153(11) 0.0154(2) Uani 1 1 d . . . . .
C00G C 0.0720(2) 0.88930(6) 0.58922(12) 0.0205(3) Uani 1 1 d . . . . .
C00H C 0.44873(19) 0.76838(6) 0.25786(12) 0.0203(3) Uani 1 1 d . . . . .
H00H H 0.448348 0.786889 0.194334 0.024 Uiso 1 1 calc R U . . .
C00I C -0.0213(2) 0.84636(6) 0.52479(12) 0.0200(3) Uani 1 1 d . . . . .
H00I H -0.149552 0.849803 0.492865 0.024 Uiso 1 1 calc R U . . .
C00J C 0.51446(19) 0.71459(6) 0.28623(12) 0.0199(3) Uani 1 1 d . . . . .
H00J H 0.565547 0.691151 0.243613 0.024 Uiso 1 1 calc R U . . .
C00K C 0.8064(2) 0.58504(6) 0.43589(12) 0.0213(3) Uani 1 1 d . . . . .
C00L C 0.4853(2) 0.55043(6) 0.37696(12) 0.0212(3) Uani 1 1 d . . . . .
C00M C 0.2621(2) 0.88275(6) 0.63802(12) 0.0196(3) Uani 1 1 d . . . . .
H00M H 0.324388 0.910245 0.684664 0.023 Uiso 1 1 calc R U . . .
C00N C 0.5356(2) 0.61680(6) 0.63539(13) 0.0239(3) Uani 1 1 d . . . . .
H00N H 0.594724 0.582596 0.635092 0.029 Uiso 1 1 calc R U . . .
C00O C 0.5711(2) 0.83232(7) 0.66987(13) 0.0236(3) Uani 1 1 d . . . . .
H00A H 0.596041 0.801160 0.718170 0.035 Uiso 1 1 calc R U . . .
H00C H 0.614136 0.865877 0.708967 0.035 Uiso 1 1 calc R U . . .
H00D H 0.635956 0.827325 0.614625 0.035 Uiso 1 1 calc R U . . .
C00P C 0.4624(2) 0.63640(7) 0.71872(13) 0.0254(3) Uani 1 1 d . . . . .
H00P H 0.465226 0.617997 0.782699 0.031 Uiso 1 1 calc R U . . .
C00Q C -0.0366(2) 0.75130(7) 0.44381(13) 0.0237(3) Uani 1 1 d . . . . .
H00F H 0.015521 0.742404 0.384658 0.036 Uiso 1 1 calc R U . . .
H00G H -0.166129 0.761896 0.416858 0.036 Uiso 1 1 calc R U . . .
H00K H -0.028419 0.719342 0.489558 0.036 Uiso 1 1 calc R U . . .
C00R C 0.6868(2) 0.54293(6) 0.40133(13) 0.0255(3) Uani 1 1 d . . . . .
H00R H 0.734801 0.507904 0.392788 0.031 Uiso 1 1 calc R U . . .
C00S C -0.0333(3) 0.94112(7) 0.60501(15) 0.0309(4) Uani 1 1 d . . . . .
H00L H -0.092680 0.957091 0.536262 0.046 Uiso 1 1 calc R U . . .
H00O H 0.053109 0.967511 0.647069 0.046 Uiso 1 1 calc R U . . .
H00Q H -0.127508 0.931762 0.641762 0.046 Uiso 1 1 calc R U . . .
C00T C 0.0306(2) 0.47523(7) 0.16257(13) 0.0287(3) Uani 1 1 d . . . . .
H00V H 0.127871 0.495288 0.214278 0.034 Uiso 1 1 calc R U . . .
H00W H -0.057689 0.502273 0.122084 0.034 Uiso 1 1 calc R U . . .
C00U C 1.0143(2) 0.58213(7) 0.45482(14) 0.0302(4) Uani 1 1 d . . . . .
H00S H 1.054374 0.608313 0.408866 0.045 Uiso 1 1 calc R U . . .
H00T H 1.049958 0.545230 0.439240 0.045 Uiso 1 1 calc R U . . .
H00U H 1.073043 0.590958 0.528596 0.045 Uiso 1 1 calc R U . . .
B00V B 0.5476(2) 0.64597(7) 0.44410(14) 0.0204(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl01 C00T 1.7634(17) . ?
Cl02 C00T 1.7524(18) . ?
O003 C00L 1.3383(17) . ?
O003 B00V 1.4554(19) . ?
O004 C00K 1.3402(17) . ?
O004 B00V 1.4513(18) . ?
O005 C00L 1.2163(18) . ?
N006 C009 1.3902(17) . ?
N006 C00J 1.3441(19) . ?
N006 B00V 1.543(2) . ?
N007 C008 1.3922(17) . ?
N007 C00N 1.3408(19) . ?
N007 B00V 1.554(2) . ?
C008 C00A 1.3880(19) . ?
C008 C00E 1.412(2) . ?
C009 C00A 1.397(2) . ?
C009 C00B 1.408(2) . ?
C00A C00F 1.4910(18) . ?
C00B H00B 0.9300 . ?
C00B C00H 1.381(2) . ?
C00C C00F 1.4025(18) . ?
C00C C00I 1.3865(19) . ?
C00C C00Q 1.497(2) . ?
C00D C00F 1.4026(19) . ?
C00D C00M 1.3927(19) . ?
C00D C00O 1.502(2) . ?
C00E H00E 0.9300 . ?
C00E C00P 1.374(2) . ?
C00G C00I 1.389(2) . ?
C00G C00M 1.385(2) . ?
C00G C00S 1.507(2) . ?
C00H H00H 0.9300 . ?
C00H C00J 1.395(2) . ?
C00I H00I 0.9300 . ?
C00J H00J 0.9300 . ?
C00K C00R 1.339(2) . ?
C00K C00U 1.486(2) . ?
C00L C00R 1.443(2) . ?
C00M H00M 0.9300 . ?
C00N H00N 0.9300 . ?
C00N C00P 1.399(2) . ?
C00O H00A 0.9600 . ?
C00O H00C 0.9600 . ?
C00O H00D 0.9600 . ?
C00P H00P 0.9300 . ?
C00Q H00F 0.9600 . ?
C00Q H00G 0.9600 . ?
C00Q H00K 0.9600 . ?
C00R H00R 0.9300 . ?
C00S H00L 0.9600 . ?
C00S H00O 0.9600 . ?
C00S H00Q 0.9600 . ?
C00T H00V 0.9700 . ?
C00T H00W 0.9700 . ?
C00U H00S 0.9600 . ?
C00U H00T 0.9600 . ?
C00U H00U 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
C00L O003 B00V 122.84(12) . . ?
C00K O004 B00V 120.48(12) . . ?
C009 N006 B00V 125.94(12) . . ?
C00J N006 C009 107.61(12) . . ?
C00J N006 B00V 126.45(12) . . ?
C008 N007 B00V 125.87(12) . . ?
C00N N007 C008 107.48(13) . . ?
C00N N007 B00V 126.12(12) . . ?
N007 C008 C00E 108.05(12) . . ?
C00A C008 N007 121.09(13) . . ?
C00A C008 C00E 130.85(13) . . ?
N006 C009 C00A 121.50(12) . . ?
N006 C009 C00B 107.87(12) . . ?
C00A C009 C00B 130.62(13) . . ?
C008 C00A C009 119.58(12) . . ?
C008 C00A C00F 121.74(13) . . ?
C009 C00A C00F 118.64(12) . . ?
C009 C00B H00B 126.3 . . ?
C00H C00B C009 107.40(13) . . ?
C00H C00B H00B 126.3 . . ?
C00F C00C C00Q 120.84(13) . . ?
C00I C00C C00F 118.90(13) . . ?
C00I C00C C00Q 120.23(13) . . ?
C00F C00D C00O 121.25(12) . . ?
C00M C00D C00F 118.34(13) . . ?
C00M C00D C00O 120.40(13) . . ?
C008 C00E H00E 126.5 . . ?
C00P C00E C008 107.05(14) . . ?
C00P C00E H00E 126.5 . . ?
C00C C00F C00A 118.33(12) . . ?
C00C C00F C00D 120.41(12) . . ?
C00D C00F C00A 121.19(12) . . ?
C00I C00G C00S 120.15(14) . . ?
C00M C00G C00I 118.12(13) . . ?
C00M C00G C00S 121.72(14) . . ?
C00B C00H H00H 126.6 . . ?
C00B C00H C00J 106.88(13) . . ?
C00J C00H H00H 126.6 . . ?
C00C C00I C00G 121.84(13) . . ?
C00C C00I H00I 119.1 . . ?
C00G C00I H00I 119.1 . . ?
N006 C00J C00H 110.24(12) . . ?
N006 C00J H00J 124.9 . . ?
C00H C00J H00J 124.9 . . ?
O004 C00K C00U 112.72(13) . . ?
C00R C00K O004 121.92(13) . . ?
C00R C00K C00U 125.35(14) . . ?
O003 C00L C00R 116.24(13) . . ?
O005 C00L O003 119.03(14) . . ?
O005 C00L C00R 124.66(14) . . ?
C00D C00M H00M 118.9 . . ?
C00G C00M C00D 122.20(13) . . ?
C00G C00M H00M 118.9 . . ?
N007 C00N H00N 124.9 . . ?
N007 C00N C00P 110.14(13) . . ?
C00P C00N H00N 124.9 . . ?
C00D C00O H00A 109.5 . . ?
C00D C00O H00C 109.5 . . ?
C00D C00O H00D 109.5 . . ?
H00A C00O H00C 109.5 . . ?
H00A C00O H00D 109.5 . . ?
H00C C00O H00D 109.5 . . ?
C00E C00P C00N 107.28(14) . . ?
C00E C00P H00P 126.4 . . ?
C00N C00P H00P 126.4 . . ?
C00C C00Q H00F 109.5 . . ?
C00C C00Q H00G 109.5 . . ?
C00C C00Q H00K 109.5 . . ?
H00F C00Q H00G 109.5 . . ?
H00F C00Q H00K 109.5 . . ?
H00G C00Q H00K 109.5 . . ?
C00K C00R C00L 121.80(13) . . ?
C00K C00R H00R 119.1 . . ?
C00L C00R H00R 119.1 . . ?
C00G C00S H00L 109.5 . . ?
C00G C00S H00O 109.5 . . ?
C00G C00S H00Q 109.5 . . ?
H00L C00S H00O 109.5 . . ?
H00L C00S H00Q 109.5 . . ?
H00O C00S H00Q 109.5 . . ?
Cl01 C00T H00V 109.3 . . ?
Cl01 C00T H00W 109.3 . . ?
Cl02 C00T Cl01 111.40(9) . . ?
Cl02 C00T H00V 109.3 . . ?
Cl02 C00T H00W 109.3 . . ?
H00V C00T H00W 108.0 . . ?
C00K C00U H00S 109.5 . . ?
C00K C00U H00T 109.5 . . ?
C00K C00U H00U 109.5 . . ?
H00S C00U H00T 109.5 . . ?
H00S C00U H00U 109.5 . . ?
H00T C00U H00U 109.5 . . ?
O003 B00V N006 108.96(12) . . ?
O003 B00V N007 108.98(12) . . ?
O004 B00V O003 113.89(12) . . ?
O004 B00V N006 108.85(12) . . ?
O004 B00V N007 110.46(12) . . ?
N006 B00V N007 105.34(11) . . ?

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
O003 C00L C00R C00K 2.5(2) . . . . ?
O004 C00K C00R C00L 3.9(2) . . . . ?
O005 C00L C00R C00K 179.54(16) . . . . ?
N006 C009 C00A C008 3.08(19) . . . . ?
N006 C009 C00A C00F -174.90(12) . . . . ?
N006 C009 C00B C00H 0.12(15) . . . . ?
N007 C008 C00A C009 1.44(19) . . . . ?
N007 C008 C00A C00F 179.36(12) . . . . ?
N007 C008 C00E C00P 0.50(16) . . . . ?
N007 C00N C00P C00E 0.67(17) . . . . ?
C008 N007 C00N C00P -0.35(16) . . . . ?
C008 N007 B00V O003 -107.26(15) . . . . ?
C008 N007 B00V O004 126.90(14) . . . . ?
C008 N007 B00V N006 9.52(17) . . . . ?
C008 C00A C00F C00C -99.45(16) . . . . ?
C008 C00A C00F C00D 83.52(17) . . . . ?
C008 C00E C00P C00N -0.70(17) . . . . ?
C009 N006 C00J C00H 0.22(15) . . . . ?
C009 N006 B00V O003 111.94(14) . . . . ?
C009 N006 B00V O004 -123.32(14) . . . . ?
C009 N006 B00V N007 -4.86(17) . . . . ?
C009 C00A C00F C00C 78.49(16) . . . . ?
C009 C00A C00F C00D -98.54(16) . . . . ?
C009 C00B C00H C00J 0.01(15) . . . . ?
C00A C008 C00E C00P -178.83(14) . . . . ?
C00A C009 C00B C00H -178.67(14) . . . . ?
C00B C009 C00A C008 -178.27(14) . . . . ?
C00B C009 C00A C00F 3.7(2) . . . . ?
C00B C00H C00J N006 -0.14(16) . . . . ?
C00E C008 C00A C009 -179.30(14) . . . . ?
C00E C008 C00A C00F -1.4(2) . . . . ?
C00F C00C C00I C00G -2.5(2) . . . . ?
C00F C00D C00M C00G -1.8(2) . . . . ?
C00I C00C C00F C00A -172.62(13) . . . . ?
C00I C00C C00F C00D 4.4(2) . . . . ?
C00I C00G C00M C00D 3.7(2) . . . . ?
C00J N006 C009 C00A 178.71(12) . . . . ?
C00J N006 C009 C00B -0.21(15) . . . . ?
C00J N006 B00V O003 -67.45(17) . . . . ?
C00J N006 B00V O004 57.29(18) . . . . ?
C00J N006 B00V N007 175.75(12) . . . . ?
C00K O004 B00V O003 -13.7(2) . . . . ?
C00K O004 B00V N006 -135.46(13) . . . . ?
C00K O004 B00V N007 109.34(15) . . . . ?
C00L O003 B00V O004 20.7(2) . . . . ?
C00L O003 B00V N006 142.42(13) . . . . ?
C00L O003 B00V N007 -103.13(15) . . . . ?
C00M C00D C00F C00A 174.66(13) . . . . ?
C00M C00D C00F C00C -2.3(2) . . . . ?
C00M C00G C00I C00C -1.5(2) . . . . ?
C00N N007 C008 C00A 179.32(13) . . . . ?
C00N N007 C008 C00E -0.09(15) . . . . ?
C00N N007 B00V O003 63.33(17) . . . . ?
C00N N007 B00V O004 -62.51(18) . . . . ?
C00N N007 B00V N006 -179.89(13) . . . . ?
C00O C00D C00F C00A -4.1(2) . . . . ?
C00O C00D C00F C00C 178.93(13) . . . . ?
C00O C00D C00M C00G 176.93(13) . . . . ?
C00Q C00C C00F C00A 9.6(2) . . . . ?
C00Q C00C C00F C00D -173.36(13) . . . . ?
C00Q C00C C00I C00G 175.29(14) . . . . ?
C00S C00G C00I C00C 178.80(14) . . . . ?
C00S C00G C00M C00D -176.57(14) . . . . ?
C00U C00K C00R C00L -175.08(15) . . . . ?
B00V O003 C00L O005 167.46(14) . . . . ?
B00V O003 C00L C00R -15.3(2) . . . . ?
B00V O004 C00K C00R 2.4(2) . . . . ?
B00V O004 C00K C00U -178.47(14) . . . . ?
B00V N006 C009 C00A -0.8(2) . . . . ?
B00V N006 C009 C00B -179.70(12) . . . . ?
B00V N006 C00J C00H 179.70(12) . . . . ?
B00V N007 C008 C00A -8.6(2) . . . . ?
B00V N007 C008 C00E 171.95(12) . . . . ?
B00V N007 C00N C00P -172.36(13) . . . . ?

_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.211
_oxdiff_exptl_absorpt_empirical_full_min 0.818
####################################################################### 
# 
# 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_hfip_h_me_target_auto
_database_code_depnum_ccdc_archive 'CCDC 2523318'
loop_
_audit_author_name
_audit_author_address
'Hideaki Takano'
;Nagoya University
Japan
;
_audit_update_record             
;
2026-01-16 deposited with the CCDC.	2026-02-24 downloaded from the CCDC.
;
_audit_creation_date             2026-01-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C22 H21 B N2 O3), 2(C3 H2 F6 O)'
_chemical_formula_sum            'C54 H46 B2 F12 N0.50 O8'
_chemical_formula_weight         1079.53
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHFBO
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'
F F 0.0727 0.0534 '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'
N N 0.0311 0.0180 '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                   7.80990(10)
_cell_length_b                   17.2188(3)
_cell_length_c                   19.0199(3)
_cell_angle_alpha                82.0630(10)
_cell_angle_beta                 80.498(2)
_cell_angle_gamma                88.397(2)
_cell_volume                     2498.45(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10308
_cell_measurement_temperature    93.00(10)
_cell_measurement_theta_max      75.4990
_cell_measurement_theta_min      3.2350
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.078
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90296
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.113a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'intense orange'
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1111
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0528
_diffrn_reflns_av_unetI/netI     0.0492
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            29960
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.456
_diffrn_reflns_theta_min         2.377
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      93.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -46.00   7.00   0.50    7.91    --  -46.22 103.00 -22.00  106
  2  ω      1.00  78.00   0.50    7.91    --   46.22-103.00-125.00  154
  3  ω    -98.00 -49.00   0.50   31.62    -- -104.50 103.00 -22.00   98
  4  ω   -151.00 -85.00   0.50   31.62    -- -104.50-103.00-125.00  132
  5  ω     61.00 107.00   0.50   31.62    --  106.85-103.00-125.00   92
  6  ω    123.00 156.00   0.50   31.62    --  106.85 103.00 -22.00   66
  7  ω    -20.00   5.00   0.50    7.91    --  -46.22  19.00 -90.00   50
  8  ω   -116.00 -55.00   0.50    7.91    --  -46.22 -57.00-150.00  122
  9  ω     -7.00  23.00   0.50    7.91    --  -46.22  19.00 -60.00   60
 10  ω    -27.00  29.00   0.50    7.91    --   46.22 -19.00 -90.00  112
 11  ω    -13.00  43.00   0.50    7.91    --   46.22 -38.00 -30.00  112
 12  ω     21.00  93.00   0.50    7.91    --   46.22-125.00-150.00  144
 13  ω    -20.00  44.00   0.50    7.91    --   46.22 -38.00  60.00  128
 14  ω    -65.00 -32.00   0.50   31.62    -- -104.50  61.00  30.00   66
 15  ω   -172.00 -90.00   0.50   31.62    -- -104.50 -45.00-120.00  164
 16  ω   -173.00-147.00   0.50   31.62    -- -104.50 -30.00  90.00   52
 17  ω   -167.00 -92.00   0.50   31.62    -- -104.50 -77.00   0.00  150
 18  ω    -72.00 -46.00   0.50   31.62    -- -104.50  77.00 -60.00   52
 19  ω   -172.00 -83.00   0.50   31.62    -- -104.50 -77.00 -30.00  178
 20  ω   -146.00-121.00   0.50   31.62    -- -104.50 -45.00 -90.00   50
 21  ω   -149.00-122.00   0.50   31.62    -- -104.50 -45.00-180.00   54
 22  ω   -135.00-104.00   0.50   31.62    -- -104.50 -30.00  90.00   62
 23  ω     93.00 168.00   0.50   31.62    --  106.85  61.00 -60.00  150
 24  ω     79.00 111.00   0.50   31.62    --  106.85-125.00-180.00   64
 25  ω     49.00  74.00   0.50   31.62    --  106.85 -61.00 -90.00   50
 26  ω     44.00  72.00   0.50   31.62    --  106.85-125.00-180.00   56
 27  ω     34.00  76.00   0.50   31.62    --  106.85 -61.00 120.00   84
 28  ω     63.00  99.00   0.50   31.62    --  106.85-125.00  30.00   72
 29  ω     41.00  77.00   0.50   31.62    --  106.85 -61.00 150.00   72
 30  ω     38.00 112.00   0.50   31.62    --  106.85-125.00  90.00  148
 31  ω     63.00 100.00   0.50   31.62    --  106.85 -95.00-180.00   74
 32  ω     76.00 103.00   0.50   31.62    --  106.85 -95.00  90.00   54
 33  ω     38.00  65.00   0.50   31.62    --  106.85 -95.00  90.00   54
 34  ω     39.00 112.00   0.50   31.62    --  106.85-125.00  60.00  146
 35  ω     35.00 102.00   0.50   31.62    --  106.85 -95.00-120.00  134
 36  ω     37.00  77.00   0.50   31.62    --  106.85 -61.00-120.00   80
 37  ω     85.00 110.00   0.50   31.62    --  106.85 -77.00  30.00   50
 38  ω     93.00 169.00   0.50   31.62    --  106.85  45.00  60.00  152
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0429372000
_diffrn_orient_matrix_UB_12      -0.0819747000
_diffrn_orient_matrix_UB_13      -0.0221479000
_diffrn_orient_matrix_UB_21      0.0365784000
_diffrn_orient_matrix_UB_22      -0.0297913000
_diffrn_orient_matrix_UB_23      0.0762898000
_diffrn_orient_matrix_UB_31      -0.1918858000
_diffrn_orient_matrix_UB_32      -0.0235223000
_diffrn_orient_matrix_UB_33      0.0236558000
_diffrn_oxdiff_ac3_digest_hkl    41d264ffe8cce27985584dd21d49223482e7e2
_diffrn_oxdiff_digest_hkl        
;
43f7273101dd36253bf9d54ad406c5f0345af2
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7149
_reflns_number_total             10113
_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 1.171.43.113a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.113a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.113a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.595
_refine_diff_density_min         -0.704
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     778
_refine_ls_number_reflns         10113
_refine_ls_number_restraints     150
_refine_ls_R_factor_all          0.0869
_refine_ls_R_factor_gt           0.0614
_refine_ls_restrained_S_all      1.068
_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)+(0.0946P)²+0.9343P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1605
_refine_ls_wR_factor_ref         0.1760
_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, All O(H) groups
2. Uiso/Uaniso restraints and constraints
C75 \\sim F76 \\sim F77 \\sim F78 \\sim C75A \\sim F76A \\sim F77A \\sim F78A:
within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
Uanis(C75) \\sim Ueq, Uanis(F76) \\sim Ueq, Uanis(F77) \\sim Ueq, Uanis(F78)
\\sim Ueq, Uanis(C75A) \\sim Ueq, Uanis(F76A) \\sim Ueq, Uanis(F77A) \\sim Ueq,
Uanis(F78A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Others
 Sof(H70A)=Sof(C75A)=Sof(F76A)=Sof(F77A)=Sof(F78A)=Sof(O69A)=Sof(H69A)=
 Sof(F72A)=Sof(F74A)=Sof(F73A)=Sof(C71A)=1-FVAR(1)
 Sof(F76)=Sof(F72)=Sof(F74)=Sof(O69)=Sof(H69)=Sof(F73)=Sof(F77)=Sof(H70)=
 Sof(C71)=Sof(F78)=Sof(C75)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C30(H30), C70(H70), C70(H70A)
4.b Aromatic/amide H refined with riding coordinates:
 C50(H50), C43(H43), C48(H48), C49(H49), C10(H10), C16(H16), C11(H11), C9(H9),
 C14(H14), C2(H2), C4(H4), C41(H41), C25(H25), C42(H42), C3(H3), C56(H56),
 C54(H54), C65(H65)
4.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C60(H60A,H60B,H60C), C20(H20A,H20B,H20C), C24(H24A,H24B,
 H24C), C58(H58A,H58B,H58C), C64(H64A,H64B,H64C), C19(H19A,H19B,H19C), C59(H59A,
 H59B,H59C)
4.d Idealised tetrahedral OH refined as rotating group:
 O29(H29), O69(H69), O69A(H69A)
;
_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
O62 O -0.3494(2) 0.65113(9) 0.10807(10) 0.0307(4) Uani 1 1 d . . . . .
O67 O -0.0994(2) 0.57413(9) 0.14009(9) 0.0301(4) Uani 1 1 d . . . . .
O27 O 0.9689(2) 0.13227(10) 0.49548(9) 0.0306(4) Uani 1 1 d . . . . .
O22 O 1.1822(2) 0.15865(10) 0.56975(9) 0.0308(4) Uani 1 1 d . . . . .
O28 O 1.0330(2) 0.05241(10) 0.41407(10) 0.0374(4) Uani 1 1 d . . . . .
O68 O -0.0813(3) 0.44817(10) 0.12806(11) 0.0431(5) Uani 1 1 d . . . . .
O29 O 0.7135(3) 0.06760(11) 0.38455(11) 0.0415(4) Uani 1 1 d . . . . .
H29 H 0.800084 0.058345 0.405417 0.062 Uiso 1 1 calc R U . . .
N46 N -0.1610(2) 0.70294(11) 0.17986(11) 0.0246(4) Uani 1 1 d . . . . .
N7 N 0.8728(2) 0.17324(11) 0.61343(11) 0.0256(4) Uani 1 1 d . . . . .
N1 N 1.0180(2) 0.26875(11) 0.51433(11) 0.0272(4) Uani 1 1 d . . . . .
F76 F 0.527(2) 0.3444(10) 0.1633(9) 0.062(3) Uani 0.596(6) 1 d . U P A 1
F72 F 0.3113(10) 0.3364(4) 0.2945(5) 0.0446(13) Uani 0.596(6) 1 d . . P A 1
N40 N -0.0497(2) 0.69331(11) 0.05238(11) 0.0271(4) Uani 1 1 d . . . . .
F35 F 0.7117(4) 0.24535(13) 0.26530(14) 0.0971(9) Uani 1 1 d . . . . .
F39 F 0.7705(4) 0.12012(15) 0.19559(12) 0.0933(9) Uani 1 1 d . . . . .
C5 C 0.9087(3) 0.32711(13) 0.54104(13) 0.0252(5) Uani 1 1 d . . . . .
C8 C 0.7671(3) 0.23391(13) 0.63837(13) 0.0248(5) Uani 1 1 d . . . . .
C12 C 0.6634(3) 0.37430(12) 0.62564(13) 0.0251(5) Uani 1 1 d . . . . .
C50 C -0.2415(3) 0.68857(14) 0.24860(13) 0.0281(5) Uani 1 1 d . . . . .
H50 H -0.312614 0.644375 0.268068 0.034 Uiso 1 1 calc R U . . .
C44 C 0.0362(3) 0.76438(13) 0.04718(13) 0.0270(5) Uani 1 1 d . . . . .
C6 C 0.7832(3) 0.30994(13) 0.60234(13) 0.0250(5) Uani 1 1 d . . . . .
C17 C 0.6946(3) 0.41430(13) 0.68182(13) 0.0281(5) Uani 1 1 d . . . . .
C47 C -0.0705(3) 0.77330(13) 0.17236(13) 0.0245(5) Uani 1 1 d . . . . .
C43 C 0.1311(3) 0.78064(14) -0.02316(13) 0.0299(5) Uani 1 1 d . . . . .
H43 H 0.200398 0.825600 -0.041892 0.036 Uiso 1 1 calc R U . . .
C45 C 0.0258(3) 0.80426(13) 0.10689(13) 0.0251(5) Uani 1 1 d . . . . .
C48 C -0.0989(3) 0.80099(13) 0.23995(13) 0.0270(5) Uani 1 1 d . . . . .
H48 H -0.052960 0.847615 0.250829 0.032 Uiso 1 1 calc R U . . .
C51 C 0.1165(3) 0.88021(13) 0.10035(13) 0.0271(5) Uani 1 1 d . . . . .
C49 C -0.2056(3) 0.74794(14) 0.28729(14) 0.0298(5) Uani 1 1 d . . . . .
H49 H -0.246683 0.751146 0.336679 0.036 Uiso 1 1 calc R U . . .
C33 C 0.5243(3) 0.39578(13) 0.58866(13) 0.0278(5) Uani 1 1 d . . . . .
C57 C 0.0210(3) 0.95050(14) 0.09642(14) 0.0310(5) Uani 1 1 d . . . . .
C10 C 0.6889(3) 0.12195(14) 0.71171(14) 0.0317(5) Uani 1 1 d . . . . .
H10 H 0.632837 0.084839 0.749533 0.038 Uiso 1 1 calc R U . . .
C16 C 0.5821(3) 0.47545(13) 0.70073(13) 0.0296(5) Uani 1 1 d . . . . .
H16 H 0.600844 0.502298 0.739180 0.036 Uiso 1 1 calc R U . . .
C11 C 0.8235(3) 0.10668(13) 0.65683(14) 0.0300(5) Uani 1 1 d . . . . .
H11 H 0.872892 0.056425 0.651140 0.036 Uiso 1 1 calc R U . . .
C9 C 0.6534(3) 0.20116(14) 0.70033(14) 0.0299(5) Uani 1 1 d . . . . .
H9 H 0.567890 0.228726 0.729009 0.036 Uiso 1 1 calc R U . . .
C14 C 0.4169(3) 0.45790(14) 0.60945(14) 0.0311(5) Uani 1 1 d . . . . .
H14 H 0.322543 0.473089 0.584727 0.037 Uiso 1 1 calc R U . . .
C15 C 0.4443(3) 0.49792(14) 0.66506(14) 0.0314(5) Uani 1 1 d . . . . .
C23 C 1.2988(3) 0.11797(14) 0.52883(14) 0.0305(5) Uani 1 1 d . . . . .
C52 C 0.2967(3) 0.88148(14) 0.09878(14) 0.0312(5) Uani 1 1 d . . . . .
C2 C 1.1227(3) 0.30298(15) 0.45505(14) 0.0334(5) Uani 1 1 d . . . . .
H2 H 1.209645 0.276378 0.426128 0.040 Uiso 1 1 calc R U . . .
C26 C 1.0834(3) 0.08849(14) 0.45860(13) 0.0303(5) Uani 1 1 d . . . . .
C4 C 0.9509(3) 0.39811(14) 0.49626(14) 0.0313(5) Uani 1 1 d . . . . .
H4 H 0.897366 0.447579 0.501897 0.038 Uiso 1 1 calc R U . . .
C66 C -0.1617(3) 0.51040(14) 0.12062(14) 0.0328(5) Uani 1 1 d . . . . .
C63 C -0.4145(3) 0.58581(15) 0.09283(14) 0.0322(5) Uani 1 1 d . . . . .
C41 C -0.0073(3) 0.66678(15) -0.01180(14) 0.0335(5) Uani 1 1 d . . . . .
H41 H -0.047827 0.619171 -0.023005 0.040 Uiso 1 1 calc R U . . .
C25 C 1.2578(3) 0.08521(15) 0.47385(14) 0.0345(6) Uani 1 1 d . . . . .
H25 H 1.345431 0.059420 0.444516 0.041 Uiso 1 1 calc R U . . .
C18 C 0.4867(3) 0.35404(15) 0.52862(15) 0.0340(5) Uani 1 1 d . . . . .
H18A H 0.593957 0.348921 0.494637 0.051 Uiso 1 1 calc R U . . .
H18B H 0.400993 0.384165 0.503614 0.051 Uiso 1 1 calc R U . . .
H18C H 0.440518 0.301813 0.548426 0.051 Uiso 1 1 calc R U . . .
F38 F 0.8299(7) 0.01269(15) 0.25883(14) 0.1417(17) Uani 1 1 d . . . . .
C42 C 0.1047(3) 0.71920(15) -0.05960(14) 0.0342(5) Uani 1 1 d . . . . .
H42 H 0.153182 0.713551 -0.107839 0.041 Uiso 1 1 calc R U . . .
F74 F 0.1526(7) 0.2416(3) 0.2824(3) 0.0644(13) Uani 0.596(6) 1 d . . P A 1
C3 C 1.0851(3) 0.38290(15) 0.44228(15) 0.0360(6) Uani 1 1 d . . . . .
H3 H 1.140598 0.419726 0.404060 0.043 Uiso 1 1 calc R U . . .
C56 C 0.1073(3) 1.02129(14) 0.09042(15) 0.0348(6) Uani 1 1 d . . . . .
H56 H 0.042772 1.068894 0.087567 0.042 Uiso 1 1 calc R U . . .
C54 C 0.3766(3) 0.95402(15) 0.09240(16) 0.0371(6) Uani 1 1 d . . . . .
H54 H 0.498750 0.955418 0.090655 0.045 Uiso 1 1 calc R U . . .
C55 C 0.2854(3) 1.02397(15) 0.08852(16) 0.0381(6) Uani 1 1 d . . . . .
C60 C -0.1725(3) 0.95052(15) 0.09746(16) 0.0369(6) Uani 1 1 d . . . . .
H60A H -0.200891 0.912628 0.067190 0.055 Uiso 1 1 calc R U . . .
H60B H -0.210436 1.003004 0.078933 0.055 Uiso 1 1 calc R U . . .
H60C H -0.231812 0.935934 0.146926 0.055 Uiso 1 1 calc R U . . .
C20 C 0.8481(3) 0.39440(15) 0.71948(15) 0.0352(6) Uani 1 1 d . . . . .
H20A H 0.834410 0.341422 0.746127 0.053 Uiso 1 1 calc R U . . .
H20B H 0.855421 0.432120 0.753021 0.053 Uiso 1 1 calc R U . . .
H20C H 0.954558 0.396699 0.683852 0.053 Uiso 1 1 calc R U . . .
C24 C 1.4714(3) 0.11133(16) 0.55258(17) 0.0391(6) Uani 1 1 d . . . . .
H24A H 1.512776 0.163739 0.555799 0.059 Uiso 1 1 calc R U . . .
H24B H 1.554092 0.086521 0.517727 0.059 Uiso 1 1 calc R U . . .
H24C H 1.461105 0.079365 0.599876 0.059 Uiso 1 1 calc R U . . .
C65 C -0.3251(4) 0.51821(16) 0.09429(16) 0.0418(6) Uani 1 1 d . . . . .
H65 H -0.370202 0.474659 0.077710 0.050 Uiso 1 1 calc R U . . .
C58 C 0.4017(3) 0.80701(16) 0.10478(17) 0.0406(6) Uani 1 1 d . . . . .
H58A H 0.336708 0.767305 0.140313 0.061 Uiso 1 1 calc R U . . .
H58B H 0.511833 0.817320 0.120032 0.061 Uiso 1 1 calc R U . . .
H58C H 0.425050 0.787886 0.057915 0.061 Uiso 1 1 calc R U . . .
C30 C 0.7612(4) 0.11749(16) 0.32080(15) 0.0407(6) Uani 1 1 d . . . . .
H30 H 0.888370 0.127897 0.315247 0.049 Uiso 1 1 calc R U . . .
F32 F 0.5001(5) 0.1870(3) 0.3348(2) 0.166(2) Uani 1 1 d . . . . .
C64 C -0.5957(4) 0.59575(17) 0.07656(18) 0.0439(7) Uani 1 1 d . . . . .
H64A H -0.673844 0.608606 0.119289 0.066 Uiso 1 1 calc R U . . .
H64B H -0.633361 0.546878 0.062966 0.066 Uiso 1 1 calc R U . . .
H64C H -0.598455 0.638260 0.036771 0.066 Uiso 1 1 calc R U . . .
F37 F 0.5660(6) 0.0560(2) 0.2659(2) 0.1504(18) Uani 1 1 d . . . . .
O69 O 0.2351(6) 0.4211(3) 0.1621(4) 0.0530(13) Uani 0.596(6) 1 d . . P A 1
H69 H 0.150345 0.439640 0.143152 0.080 Uiso 0.596(6) 1 calc R U P A 1
C19 C 0.3233(4) 0.56358(17) 0.68656(17) 0.0467(7) Uani 1 1 d . . . . .
H19A H 0.355304 0.582321 0.728975 0.070 Uiso 1 1 calc R U . . .
H19B H 0.203680 0.544294 0.697917 0.070 Uiso 1 1 calc R U . . .
H19C H 0.332328 0.606739 0.646760 0.070 Uiso 1 1 calc R U . . .
F73 F 0.0404(5) 0.3567(3) 0.2858(2) 0.0651(12) Uani 0.596(6) 1 d . . P A 1
F77 F 0.4192(5) 0.2319(2) 0.1759(3) 0.0688(13) Uani 0.596(6) 1 d . U P A 1
C70 C 0.2131(4) 0.34199(17) 0.18229(17) 0.0472(7) Uani 1 1 d . . . . .
H70 H 0.121183 0.321804 0.158731 0.057 Uiso 0.596(6) 1 calc R U P A 1
H70A H 0.121715 0.327765 0.155232 0.057 Uiso 0.404(6) 1 calc R U P A 2
F53 F 0.7089(8) 0.22682(16) 0.37941(16) 0.168(2) Uani 1 1 d . . . . .
B21 B 1.0162(3) 0.18079(15) 0.54662(15) 0.0269(5) Uani 1 1 d . . . . .
B61 B -0.1688(3) 0.65257(15) 0.11993(15) 0.0261(5) Uani 1 1 d . . . . .
C59 C 0.3759(4) 1.10102(18) 0.0826(2) 0.0541(8) Uani 1 1 d . . . . .
H59A H 0.299122 1.143789 0.067314 0.081 Uiso 1 1 calc R U . . .
H59B H 0.482399 1.101628 0.047085 0.081 Uiso 1 1 calc R U . . .
H59C H 0.405332 1.107894 0.129472 0.081 Uiso 1 1 calc R U . . .
C71 C 0.1776(13) 0.3187(5) 0.2608(7) 0.0374(18) Uani 0.596(6) 1 d . . P A 1
C36 C 0.7310(7) 0.0766(2) 0.2594(2) 0.0743(12) Uani 1 1 d . . . . .
F78 F 0.4166(7) 0.3110(5) 0.0796(2) 0.103(2) Uani 0.596(6) 1 d . U P A 1
C31 C 0.6669(8) 0.1940(2) 0.3243(2) 0.0827(14) Uani 1 1 d . . . . .
C75 C 0.4043(11) 0.3082(6) 0.1509(5) 0.0570(18) Uani 0.596(6) 1 d . U P A 1
C75A C 0.3652(18) 0.3359(8) 0.1378(8) 0.060(3) Uani 0.404(6) 1 d . U P A 2
F76A F 0.511(4) 0.3564(15) 0.1726(15) 0.062(4) Uani 0.404(6) 1 d . U P A 2
F77A F 0.4003(11) 0.2639(5) 0.1253(6) 0.098(3) Uani 0.404(6) 1 d . U P A 2
F78A F 0.3760(10) 0.3812(4) 0.0760(3) 0.080(2) Uani 0.404(6) 1 d . U P A 2
O69A O 0.1701(12) 0.4220(4) 0.1977(5) 0.054(2) Uani 0.404(6) 1 d . . P A 2
H69A H 0.086927 0.439225 0.177081 0.081 Uiso 0.404(6) 1 calc R U P A 2
F72A F 0.2814(18) 0.3103(8) 0.2974(8) 0.080(4) Uani 0.404(6) 1 d . . P A 2
F74A F 0.1809(11) 0.2182(5) 0.2463(5) 0.082(2) Uani 0.404(6) 1 d . . P A 2
F73A F 0.0138(9) 0.3009(8) 0.2931(4) 0.091(3) Uani 0.404(6) 1 d . . P A 2
C71A C 0.178(3) 0.2908(12) 0.2548(14) 0.069(6) Uani 0.404(6) 1 d . . P A 2


_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
O62 C63 1.334(3) . ?
O62 B61 1.466(3) . ?
O67 C66 1.334(3) . ?
O67 B61 1.466(3) . ?
O27 C26 1.327(3) . ?
O27 B21 1.463(3) . ?
O22 C23 1.344(3) . ?
O22 B21 1.461(3) . ?
O28 C26 1.236(3) . ?
O68 C66 1.230(3) . ?
O29 H29 0.8400 . ?
O29 C30 1.389(3) . ?
N46 C50 1.347(3) . ?
N46 C47 1.398(3) . ?
N46 B61 1.534(3) . ?
N7 C8 1.399(3) . ?
N7 C11 1.342(3) . ?
N7 B21 1.542(3) . ?
N1 C5 1.395(3) . ?
N1 C2 1.351(3) . ?
N1 B21 1.553(3) . ?
F76 C75 1.23(2) . ?
F72 C71 1.373(13) . ?
N40 C44 1.396(3) . ?
N40 C41 1.349(3) . ?
N40 B61 1.549(3) . ?
F35 C31 1.333(5) . ?
F39 C36 1.330(4) . ?
C5 C6 1.397(3) . ?
C5 C4 1.404(3) . ?
C8 C6 1.390(3) . ?
C8 C9 1.412(3) . ?
C12 C6 1.497(3) . ?
C12 C17 1.405(3) . ?
C12 C33 1.404(3) . ?
C50 H50 0.9500 . ?
C50 C49 1.399(3) . ?
C44 C43 1.414(3) . ?
C44 C45 1.396(3) . ?
C17 C16 1.400(3) . ?
C17 C20 1.503(3) . ?
C47 C45 1.389(3) . ?
C47 C48 1.414(3) . ?
C43 H43 0.9500 . ?
C43 C42 1.380(3) . ?
C45 C51 1.485(3) . ?
C48 H48 0.9500 . ?
C48 C49 1.381(4) . ?
C51 C57 1.404(3) . ?
C51 C52 1.403(3) . ?
C49 H49 0.9500 . ?
C33 C14 1.400(3) . ?
C33 C18 1.502(3) . ?
C57 C56 1.391(3) . ?
C57 C60 1.508(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.401(4) . ?
C10 C9 1.379(3) . ?
C16 H16 0.9500 . ?
C16 C15 1.383(4) . ?
C11 H11 0.9500 . ?
C9 H9 0.9500 . ?
C14 H14 0.9500 . ?
C14 C15 1.387(4) . ?
C15 C19 1.509(3) . ?
C23 C25 1.341(4) . ?
C23 C24 1.487(4) . ?
C52 C54 1.393(3) . ?
C52 C58 1.504(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.396(4) . ?
C26 C25 1.436(4) . ?
C4 H4 0.9500 . ?
C4 C3 1.387(4) . ?
C66 C65 1.442(4) . ?
C63 C65 1.340(4) . ?
C63 C64 1.498(4) . ?
C41 H41 0.9500 . ?
C41 C42 1.401(4) . ?
C25 H25 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
F38 C36 1.327(5) . ?
C42 H42 0.9500 . ?
F74 C71 1.344(10) . ?
C3 H3 0.9500 . ?
C56 H56 0.9500 . ?
C56 C55 1.388(4) . ?
C54 H54 0.9500 . ?
C54 C55 1.381(4) . ?
C55 C59 1.502(4) . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C65 H65 0.9500 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C30 H30 1.0000 . ?
C30 C36 1.496(5) . ?
C30 C31 1.495(5) . ?
F32 C31 1.292(7) . ?
C64 H64A 0.9800 . ?
C64 H64B 0.9800 . ?
C64 H64C 0.9800 . ?
F37 C36 1.328(6) . ?
O69 H69 0.8400 . ?
O69 C70 1.370(5) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
F73 C71 1.297(10) . ?
F77 C75 1.342(10) . ?
C70 H70 1.0000 . ?
C70 H70A 1.0000 . ?
C70 C71 1.474(13) . ?
C70 C75 1.636(9) . ?
C70 C75A 1.351(14) . ?
C70 O69A 1.467(7) . ?
C70 C71A 1.52(3) . ?
F53 C31 1.347(6) . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?
F78 C75 1.338(10) . ?
C75A F76A 1.48(3) . ?
C75A F77A 1.307(14) . ?
C75A F78A 1.309(15) . ?
O69A H69A 0.8400 . ?
F72A C71A 1.31(3) . ?
F74A C71A 1.282(19) . ?
F73A C71A 1.39(2) . ?

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
C63 O62 B61 119.99(18) . . ?
C66 O67 B61 121.62(19) . . ?
C26 O27 B21 122.74(19) . . ?
C23 O22 B21 119.56(19) . . ?
C30 O29 H29 109.5 . . ?
C50 N46 C47 107.49(19) . . ?
C50 N46 B61 126.69(19) . . ?
C47 N46 B61 125.81(19) . . ?
C8 N7 B21 126.25(19) . . ?
C11 N7 C8 107.72(19) . . ?
C11 N7 B21 126.00(19) . . ?
C5 N1 B21 125.92(19) . . ?
C2 N1 C5 107.2(2) . . ?
C2 N1 B21 126.89(19) . . ?
C44 N40 B61 125.97(19) . . ?
C41 N40 C44 107.1(2) . . ?
C41 N40 B61 126.9(2) . . ?
N1 C5 C6 121.1(2) . . ?
N1 C5 C4 108.1(2) . . ?
C6 C5 C4 130.8(2) . . ?
N7 C8 C9 107.46(19) . . ?
C6 C8 N7 121.0(2) . . ?
C6 C8 C9 131.5(2) . . ?
C17 C12 C6 120.2(2) . . ?
C33 C12 C6 118.9(2) . . ?
C33 C12 C17 120.9(2) . . ?
N46 C50 H50 124.8 . . ?
N46 C50 C49 110.4(2) . . ?
C49 C50 H50 124.8 . . ?
N40 C44 C43 108.1(2) . . ?
C45 C44 N40 120.6(2) . . ?
C45 C44 C43 131.2(2) . . ?
C5 C6 C12 118.3(2) . . ?
C8 C6 C5 120.1(2) . . ?
C8 C6 C12 121.6(2) . . ?
C12 C17 C20 121.4(2) . . ?
C16 C17 C12 118.4(2) . . ?
C16 C17 C20 120.2(2) . . ?
N46 C47 C48 107.7(2) . . ?
C45 C47 N46 121.3(2) . . ?
C45 C47 C48 131.0(2) . . ?
C44 C43 H43 126.3 . . ?
C42 C43 C44 107.4(2) . . ?
C42 C43 H43 126.3 . . ?
C44 C45 C51 120.0(2) . . ?
C47 C45 C44 120.1(2) . . ?
C47 C45 C51 119.9(2) . . ?
C47 C48 H48 126.2 . . ?
C49 C48 C47 107.6(2) . . ?
C49 C48 H48 126.2 . . ?
C57 C51 C45 119.7(2) . . ?
C52 C51 C45 120.0(2) . . ?
C52 C51 C57 120.3(2) . . ?
C50 C49 H49 126.6 . . ?
C48 C49 C50 106.9(2) . . ?
C48 C49 H49 126.6 . . ?
C12 C33 C18 122.3(2) . . ?
C14 C33 C12 118.2(2) . . ?
C14 C33 C18 119.5(2) . . ?
C51 C57 C60 121.1(2) . . ?
C56 C57 C51 119.2(2) . . ?
C56 C57 C60 119.7(2) . . ?
C11 C10 H10 126.6 . . ?
C9 C10 H10 126.6 . . ?
C9 C10 C11 106.9(2) . . ?
C17 C16 H16 119.0 . . ?
C15 C16 C17 121.9(2) . . ?
C15 C16 H16 119.0 . . ?
N7 C11 C10 110.3(2) . . ?
N7 C11 H11 124.9 . . ?
C10 C11 H11 124.9 . . ?
C8 C9 H9 126.2 . . ?
C10 C9 C8 107.7(2) . . ?
C10 C9 H9 126.2 . . ?
C33 C14 H14 119.0 . . ?
C15 C14 C33 122.0(2) . . ?
C15 C14 H14 119.0 . . ?
C16 C15 C14 118.6(2) . . ?
C16 C15 C19 121.2(2) . . ?
C14 C15 C19 120.2(2) . . ?
O22 C23 C24 113.3(2) . . ?
C25 C23 O22 122.0(2) . . ?
C25 C23 C24 124.7(2) . . ?
C51 C52 C58 121.5(2) . . ?
C54 C52 C51 118.1(2) . . ?
C54 C52 C58 120.4(2) . . ?
N1 C2 H2 124.8 . . ?
N1 C2 C3 110.5(2) . . ?
C3 C2 H2 124.8 . . ?
O27 C26 C25 117.7(2) . . ?
O28 C26 O27 118.1(2) . . ?
O28 C26 C25 124.2(2) . . ?
C5 C4 H4 126.2 . . ?
C3 C4 C5 107.6(2) . . ?
C3 C4 H4 126.2 . . ?
O67 C66 C65 117.3(2) . . ?
O68 C66 O67 119.1(2) . . ?
O68 C66 C65 123.6(2) . . ?
O62 C63 C65 122.0(2) . . ?
O62 C63 C64 113.4(2) . . ?
C65 C63 C64 124.5(2) . . ?
N40 C41 H41 124.7 . . ?
N40 C41 C42 110.6(2) . . ?
C42 C41 H41 124.7 . . ?
C23 C25 C26 121.1(2) . . ?
C23 C25 H25 119.5 . . ?
C26 C25 H25 119.5 . . ?
C33 C18 H18A 109.5 . . ?
C33 C18 H18B 109.5 . . ?
C33 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C43 C42 C41 106.8(2) . . ?
C43 C42 H42 126.6 . . ?
C41 C42 H42 126.6 . . ?
C2 C3 H3 126.7 . . ?
C4 C3 C2 106.7(2) . . ?
C4 C3 H3 126.7 . . ?
C57 C56 H56 119.2 . . ?
C55 C56 C57 121.5(2) . . ?
C55 C56 H56 119.2 . . ?
C52 C54 H54 118.7 . . ?
C55 C54 C52 122.7(2) . . ?
C55 C54 H54 118.7 . . ?
C56 C55 C59 120.7(3) . . ?
C54 C55 C56 118.2(2) . . ?
C54 C55 C59 121.1(3) . . ?
C57 C60 H60A 109.5 . . ?
C57 C60 H60B 109.5 . . ?
C57 C60 H60C 109.5 . . ?
H60A C60 H60B 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C66 C65 H65 119.4 . . ?
C63 C65 C66 121.1(2) . . ?
C63 C65 H65 119.4 . . ?
C52 C58 H58A 109.5 . . ?
C52 C58 H58B 109.5 . . ?
C52 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
O29 C30 H30 108.0 . . ?
O29 C30 C36 108.7(3) . . ?
O29 C30 C31 110.1(3) . . ?
C36 C30 H30 108.0 . . ?
C31 C30 H30 108.0 . . ?
C31 C30 C36 113.8(3) . . ?
C63 C64 H64A 109.5 . . ?
C63 C64 H64B 109.5 . . ?
C63 C64 H64C 109.5 . . ?
H64A C64 H64B 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
C70 O69 H69 109.5 . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O69 C70 H70 110.8 . . ?
O69 C70 C71 113.9(5) . . ?
O69 C70 C75 101.4(4) . . ?
C71 C70 H70 110.8 . . ?
C71 C70 C75 108.7(5) . . ?
C75 C70 H70 110.8 . . ?
C75A C70 H70A 105.4 . . ?
C75A C70 O69A 114.0(7) . . ?
C75A C70 C71A 120.3(9) . . ?
O69A C70 H70A 105.4 . . ?
O69A C70 C71A 105.2(7) . . ?
C71A C70 H70A 105.4 . . ?
O27 B21 N7 108.42(19) . . ?
O27 B21 N1 110.3(2) . . ?
O22 B21 O27 113.40(18) . . ?
O22 B21 N7 108.6(2) . . ?
O22 B21 N1 110.1(2) . . ?
N7 B21 N1 105.67(17) . . ?
O62 B61 O67 112.80(19) . . ?
O62 B61 N46 108.03(18) . . ?
O62 B61 N40 111.2(2) . . ?
O67 B61 N46 109.53(19) . . ?
O67 B61 N40 109.02(19) . . ?
N46 B61 N40 106.06(18) . . ?
C55 C59 H59A 109.5 . . ?
C55 C59 H59B 109.5 . . ?
C55 C59 H59C 109.5 . . ?
H59A C59 H59B 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
F72 C71 C70 112.8(8) . . ?
F74 C71 F72 103.6(8) . . ?
F74 C71 C70 115.4(7) . . ?
F73 C71 F72 108.3(7) . . ?
F73 C71 F74 108.9(9) . . ?
F73 C71 C70 107.5(8) . . ?
F39 C36 C30 113.5(3) . . ?
F39 C36 F37 106.7(4) . . ?
F38 C36 F39 107.8(4) . . ?
F38 C36 C30 108.4(3) . . ?
F38 C36 F37 109.0(4) . . ?
F37 C36 C30 111.4(4) . . ?
F35 C31 C30 112.8(3) . . ?
F35 C31 F53 106.4(4) . . ?
F32 C31 F35 107.7(4) . . ?
F32 C31 C30 113.3(4) . . ?
F32 C31 F53 107.5(4) . . ?
F53 C31 C30 108.7(4) . . ?
F76 C75 F77 109.6(10) . . ?
F76 C75 C70 114.4(9) . . ?
F76 C75 F78 108.5(11) . . ?
F77 C75 C70 110.6(6) . . ?
F78 C75 F77 105.1(8) . . ?
F78 C75 C70 108.3(6) . . ?
C70 C75A F76A 109.9(13) . . ?
F77A C75A C70 112.6(10) . . ?
F77A C75A F76A 103.8(15) . . ?
F77A C75A F78A 108.5(11) . . ?
F78A C75A C70 114.1(11) . . ?
F78A C75A F76A 107.3(14) . . ?
C70 O69A H69A 109.5 . . ?
F72A C71A C70 110.2(19) . . ?
F72A C71A F73A 103.2(16) . . ?
F74A C71A C70 110.3(15) . . ?
F74A C71A F72A 115.6(18) . . ?
F74A C71A F73A 103.4(19) . . ?
F73A C71A C70 113.9(14) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O62 C63 C65 C66 7.3(4) . . . . ?
O67 C66 C65 C63 -3.2(4) . . . . ?
O27 C26 C25 C23 7.3(4) . . . . ?
O22 C23 C25 C26 -3.5(4) . . . . ?
O28 C26 C25 C23 -171.7(3) . . . . ?
O68 C66 C65 C63 174.4(3) . . . . ?
O29 C30 C36 F39 179.0(3) . . . . ?
O29 C30 C36 F38 -61.3(4) . . . . ?
O29 C30 C36 F37 58.6(4) . . . . ?
O29 C30 C31 F35 178.0(4) . . . . ?
O29 C30 C31 F32 -59.3(5) . . . . ?
O29 C30 C31 F53 60.2(5) . . . . ?
N46 C50 C49 C48 0.2(3) . . . . ?
N46 C47 C45 C44 -1.1(3) . . . . ?
N46 C47 C45 C51 178.36(19) . . . . ?
N46 C47 C48 C49 -0.2(3) . . . . ?
N7 C8 C6 C5 -1.3(3) . . . . ?
N7 C8 C6 C12 176.0(2) . . . . ?
N7 C8 C9 C10 -0.8(3) . . . . ?
N1 C5 C6 C8 0.9(3) . . . . ?
N1 C5 C6 C12 -176.5(2) . . . . ?
N1 C5 C4 C3 0.2(3) . . . . ?
N1 C2 C3 C4 -0.1(3) . . . . ?
N40 C44 C43 C42 -0.9(3) . . . . ?
N40 C44 C45 C47 0.1(3) . . . . ?
N40 C44 C45 C51 -179.4(2) . . . . ?
N40 C41 C42 C43 -0.3(3) . . . . ?
C5 N1 C2 C3 0.3(3) . . . . ?
C5 N1 B21 O27 116.1(2) . . . . ?
C5 N1 B21 O22 -118.0(2) . . . . ?
C5 N1 B21 N7 -0.9(3) . . . . ?
C5 C4 C3 C2 -0.1(3) . . . . ?
C8 N7 C11 C10 -1.4(3) . . . . ?
C8 N7 B21 O27 -117.8(2) . . . . ?
C8 N7 B21 O22 118.6(2) . . . . ?
C8 N7 B21 N1 0.4(3) . . . . ?
C12 C17 C16 C15 -1.1(4) . . . . ?
C12 C33 C14 C15 -0.2(4) . . . . ?
C50 N46 C47 C45 -179.7(2) . . . . ?
C50 N46 C47 C48 0.3(2) . . . . ?
C50 N46 B61 O62 62.5(3) . . . . ?
C50 N46 B61 O67 -60.7(3) . . . . ?
C50 N46 B61 N40 -178.2(2) . . . . ?
C44 N40 C41 C42 -0.2(3) . . . . ?
C44 N40 B61 O62 113.2(2) . . . . ?
C44 N40 B61 O67 -121.8(2) . . . . ?
C44 N40 B61 N46 -4.0(3) . . . . ?
C44 C43 C42 C41 0.8(3) . . . . ?
C44 C45 C51 C57 103.7(3) . . . . ?
C44 C45 C51 C52 -76.9(3) . . . . ?
C6 C5 C4 C3 -179.5(2) . . . . ?
C6 C8 C9 C10 178.0(2) . . . . ?
C6 C12 C17 C16 178.4(2) . . . . ?
C6 C12 C17 C20 0.5(4) . . . . ?
C6 C12 C33 C14 -177.8(2) . . . . ?
C6 C12 C33 C18 2.8(4) . . . . ?
C17 C12 C6 C5 -99.8(3) . . . . ?
C17 C12 C6 C8 82.8(3) . . . . ?
C17 C12 C33 C14 -0.3(3) . . . . ?
C17 C12 C33 C18 -179.7(2) . . . . ?
C17 C16 C15 C14 0.6(4) . . . . ?
C17 C16 C15 C19 179.5(2) . . . . ?
C47 N46 C50 C49 -0.3(3) . . . . ?
C47 N46 B61 O62 -116.4(2) . . . . ?
C47 N46 B61 O67 120.4(2) . . . . ?
C47 N46 B61 N40 2.9(3) . . . . ?
C47 C45 C51 C57 -75.9(3) . . . . ?
C47 C45 C51 C52 103.6(3) . . . . ?
C47 C48 C49 C50 0.0(3) . . . . ?
C43 C44 C45 C47 -176.1(2) . . . . ?
C43 C44 C45 C51 4.4(4) . . . . ?
C45 C44 C43 C42 175.6(2) . . . . ?
C45 C47 C48 C49 179.8(2) . . . . ?
C45 C51 C57 C56 179.9(2) . . . . ?
C45 C51 C57 C60 -1.0(4) . . . . ?
C45 C51 C52 C54 179.8(2) . . . . ?
C45 C51 C52 C58 -1.0(4) . . . . ?
C48 C47 C45 C44 178.9(2) . . . . ?
C48 C47 C45 C51 -1.6(4) . . . . ?
C51 C57 C56 C55 -0.3(4) . . . . ?
C51 C52 C54 C55 0.8(4) . . . . ?
C33 C12 C6 C5 77.7(3) . . . . ?
C33 C12 C6 C8 -99.6(3) . . . . ?
C33 C12 C17 C16 0.9(4) . . . . ?
C33 C12 C17 C20 -177.0(2) . . . . ?
C33 C14 C15 C16 0.0(4) . . . . ?
C33 C14 C15 C19 -178.9(2) . . . . ?
C57 C51 C52 C54 -0.7(4) . . . . ?
C57 C51 C52 C58 178.4(2) . . . . ?
C57 C56 C55 C54 0.3(4) . . . . ?
C57 C56 C55 C59 -179.5(3) . . . . ?
C11 N7 C8 C6 -177.5(2) . . . . ?
C11 N7 C8 C9 1.4(3) . . . . ?
C11 N7 B21 O27 60.0(3) . . . . ?
C11 N7 B21 O22 -63.6(3) . . . . ?
C11 N7 B21 N1 178.2(2) . . . . ?
C11 C10 C9 C8 0.0(3) . . . . ?
C9 C8 C6 C5 -179.9(2) . . . . ?
C9 C8 C6 C12 -2.7(4) . . . . ?
C9 C10 C11 N7 0.9(3) . . . . ?
C23 O22 B21 O27 21.4(3) . . . . ?
C23 O22 B21 N7 142.0(2) . . . . ?
C23 O22 B21 N1 -102.7(2) . . . . ?
C52 C51 C57 C56 0.5(4) . . . . ?
C52 C51 C57 C60 179.5(2) . . . . ?
C52 C54 C55 C56 -0.6(4) . . . . ?
C52 C54 C55 C59 179.2(3) . . . . ?
C2 N1 C5 C6 179.4(2) . . . . ?
C2 N1 C5 C4 -0.3(3) . . . . ?
C2 N1 B21 O27 -62.9(3) . . . . ?
C2 N1 B21 O22 63.0(3) . . . . ?
C2 N1 B21 N7 -179.8(2) . . . . ?
C26 O27 B21 O22 -18.0(3) . . . . ?
C26 O27 B21 N7 -138.7(2) . . . . ?
C26 O27 B21 N1 106.1(2) . . . . ?
C4 C5 C6 C8 -179.5(2) . . . . ?
C4 C5 C6 C12 3.2(4) . . . . ?
C66 O67 B61 O62 26.2(3) . . . . ?
C66 O67 B61 N46 146.5(2) . . . . ?
C66 O67 B61 N40 -97.8(2) . . . . ?
C63 O62 B61 O67 -21.7(3) . . . . ?
C63 O62 B61 N46 -142.9(2) . . . . ?
C63 O62 B61 N40 101.1(2) . . . . ?
C41 N40 C44 C43 0.7(3) . . . . ?
C41 N40 C44 C45 -176.3(2) . . . . ?
C41 N40 B61 O62 -67.8(3) . . . . ?
C41 N40 B61 O67 57.1(3) . . . . ?
C41 N40 B61 N46 175.0(2) . . . . ?
C18 C33 C14 C15 179.2(2) . . . . ?
C60 C57 C56 C55 -179.3(3) . . . . ?
C20 C17 C16 C15 176.9(2) . . . . ?
C24 C23 C25 C26 174.2(3) . . . . ?
C58 C52 C54 C55 -178.4(3) . . . . ?
C64 C63 C65 C66 -170.8(3) . . . . ?
O69 C70 C71 F72 -62.1(7) . . . . ?
O69 C70 C71 F74 179.0(6) . . . . ?
O69 C70 C71 F73 57.2(8) . . . . ?
O69 C70 C75 F76 45.2(11) . . . . ?
O69 C70 C75 F77 169.5(6) . . . . ?
O69 C70 C75 F78 -75.8(8) . . . . ?
B21 O27 C26 O28 -176.6(2) . . . . ?
B21 O27 C26 C25 4.3(4) . . . . ?
B21 O22 C23 C25 -11.7(4) . . . . ?
B21 O22 C23 C24 170.3(2) . . . . ?
B21 N7 C8 C6 0.6(3) . . . . ?
B21 N7 C8 C9 179.5(2) . . . . ?
B21 N7 C11 C10 -179.6(2) . . . . ?
B21 N1 C5 C6 0.3(3) . . . . ?
B21 N1 C5 C4 -179.4(2) . . . . ?
B21 N1 C2 C3 179.4(2) . . . . ?
B61 O62 C63 C65 6.3(4) . . . . ?
B61 O62 C63 C64 -175.5(2) . . . . ?
B61 O67 C66 O68 167.8(2) . . . . ?
B61 O67 C66 C65 -14.5(3) . . . . ?
B61 N46 C50 C49 -179.3(2) . . . . ?
B61 N46 C47 C45 -0.7(3) . . . . ?
B61 N46 C47 C48 179.3(2) . . . . ?
B61 N40 C44 C43 179.8(2) . . . . ?
B61 N40 C44 C45 2.8(3) . . . . ?
B61 N40 C41 C42 -179.4(2) . . . . ?
C71 C70 C75 F76 -75.1(12) . . . . ?
C71 C70 C75 F77 49.2(8) . . . . ?
C71 C70 C75 F78 163.8(7) . . . . ?
C36 C30 C31 F35 -59.7(6) . . . . ?
C36 C30 C31 F32 63.0(5) . . . . ?
C36 C30 C31 F53 -177.5(4) . . . . ?
C31 C30 C36 F39 56.0(5) . . . . ?
C31 C30 C36 F38 175.7(4) . . . . ?
C31 C30 C36 F37 -64.4(4) . . . . ?
C75 C70 C71 F72 50.2(8) . . . . ?
C75 C70 C71 F74 -68.7(9) . . . . ?
C75 C70 C71 F73 169.5(6) . . . . ?
C75A C70 C71A F72A 67.4(15) . . . . ?
C75A C70 C71A F74A -61(2) . . . . ?
C75A C70 C71A F73A -177.2(12) . . . . ?
O69A C70 C75A F76A 64.6(15) . . . . ?
O69A C70 C75A F77A 179.7(10) . . . . ?
O69A C70 C75A F78A -56.1(12) . . . . ?
O69A C70 C71A F72A -62.9(13) . . . . ?
O69A C70 C71A F74A 168.3(13) . . . . ?
O69A C70 C71A F73A 52.5(18) . . . . ?
C71A C70 C75A F76A -61.8(17) . . . . ?
C71A C70 C75A F77A 53.4(18) . . . . ?
C71A C70 C75A F78A 177.6(12) . . . . ?


_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 1.761
_oxdiff_exptl_absorpt_empirical_full_min 0.495
