# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_cs2641
_database_code_depnum_ccdc_archive 'CCDC 2114716'
loop_
_audit_author_name
_audit_author_address
'Carla Slebodnick'
;Virginia Tech
United States of America
;
_audit_update_record             
;
2021-10-08 deposited with the CCDC.	2022-03-28 downloaded from the CCDC.
;
_audit_creation_date             2021-01-18
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
cszwet@vt.edu
slebod@vt.edu
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H22 B N O3, C H Cl3'
_chemical_formula_sum            'C17 H23 B Cl3 N O3'
_chemical_formula_weight         406.52
_chemical_absolute_configuration .
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C16 H22 B N O3 C H Cl3'
_chemical_oxdiff_usercomment     'Connor Szwetkowski/Santos (CDS-5-62)'
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           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   8.8732(3)
_cell_length_b                   23.4482(5)
_cell_length_c                   10.7330(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.856(3)
_cell_angle_gamma                90
_cell_volume                     2100.35(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12688
_cell_measurement_temperature    99.99(13)
_cell_measurement_theta_max      77.4010
_cell_measurement_theta_min      3.7460
_shelx_estimated_absorpt_T_max   0.822
_shelx_estimated_absorpt_T_min   0.286
_exptl_absorpt_coefficient_mu    4.074
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.341
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             848
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 1 0 0.0257
1 -1 0 0.0247
0 1 0 0.0278
0 -1 0 0.0278
0 0 -1 0.1852
0 0 1 0.1852
1 1 0 0.0252
-1 -1 0 0.0242

_exptl_crystal_recrystallization_method 'crystallized from CHCl3'
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
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
-0.9972 1.0048 0.0010 0.1954 -0.0042 -0.0052
0.9972 -1.0048 -0.0010 -0.1954 0.0042 0.0052
0.0004 1.0011 -0.0005 0.0222 0.0498 -0.0368
-0.0004 -1.0011 0.0005 -0.0222 -0.0498 0.0368
-0.0005 -0.0027 -0.9998 0.0538 0.0685 0.1254
0.0005 0.0027 0.9998 -0.0538 -0.0685 -0.1254
0.9981 0.9974 -0.0019 -0.1510 0.1038 -0.0683
-0.9981 -0.9974 0.0019 0.1510 -0.1038 0.0683

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0834
_diffrn_reflns_av_unetI/netI     0.0587
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            16596
_diffrn_reflns_point_group_measured_fraction_full 0.898
_diffrn_reflns_point_group_measured_fraction_max 0.877
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.070
_diffrn_reflns_theta_min         3.770
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(13)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -35.00   1.00   0.50    1.00    --  -46.87  76.00 128.00   72
  2  ω   -119.00 -29.00   0.50    1.00    --  -46.87 -76.00   2.00  180
  3  ω    -14.00  68.00   0.50    1.00    --   46.87 -76.00   2.00  164
  4  ω     25.00 113.00   0.50    1.00    --   46.87  76.00 128.00  176
  5  ω   -113.00 -67.00   0.50    5.00    --  -88.50 -76.00   2.00   92
  6  ω    -85.00 -59.00   0.50    5.00    --  -88.50  76.00 128.00   52
  7  ω     87.00 137.00   0.50    5.00    --  110.00  76.00 128.00  100
  8  ω     56.00  83.00   0.50    5.00    --  110.00 -76.00   2.00   54
  9  ω    -29.00   0.00   0.50    1.00    --  -46.87  19.00  90.00   58
 10  ω   -118.00 -87.00   0.50    1.00    --  -46.87-125.00 -60.00   62
 11  ω   -120.00 -93.00   0.50    1.00    --  -46.87-125.00  90.00   54
 12  ω     88.00 114.00   0.50    1.00    --   46.87  77.00-150.00   52
 13  ω     41.00  94.00   0.50    1.00    --   46.87-125.00-150.00  106
 14  ω   -159.00 -90.00   0.50    5.00    --  -88.50 -94.00 120.00  138
 15  ω     39.00  67.00   0.50    5.00    --  110.00 -94.00 120.00   56
 16  ω    133.00 159.00   0.50    5.00    --  110.00  77.00  30.00   52
 17  ω    108.00 140.00   0.50    5.00    --  110.00 125.00 -30.00   64
 18  ω     93.00 118.00   0.50    5.00    --  110.00  15.00-150.00   50
 19  ω    128.00 177.00   0.50    5.00    --  110.00  15.00-150.00   98
 20  ω     66.00  99.00   0.50    5.00    --  110.00 -94.00  60.00   66
 21  ω     42.00  80.00   0.50    5.00    --  110.00 -94.00  30.00   76
 22  ω     74.00 104.00   0.50    5.00    --  110.00 -94.00   0.00   60
 23  ω     38.00 102.00   0.50    5.00    --  110.00 -94.00-120.00  128
 24  ω     97.00 127.00   0.50    5.00    --  110.00  77.00  30.00   60
 25  ω     77.00 109.00   0.50    5.00    --  110.00-113.00 -30.62   64
 26  ω     70.00 112.00   0.50    5.00    --  110.00-125.00-120.00   84
 27  ω    115.00 175.00   0.50    5.00    --  110.00 125.00 -90.00  120
 28  ω     38.00  68.00   0.50    5.00    --  110.00 -61.00   0.00   60
 29  ω     45.00  90.00   0.50    5.00    --  110.00-144.00 147.06   90
 30  ω    138.00 168.00   0.50    5.00    --  110.00  45.00 -30.00   60
 31  ω     55.00 103.00   0.50    5.00    --  110.00 -94.00 -60.00   96
 32  ω     94.00 126.00   0.50    5.00    --  110.00  15.00  60.00   64
 33  ω    133.00 176.00   0.50    5.00    --  110.00  15.00  60.00   86
 34  ω     57.00 108.00   0.50    5.00    --  110.00-125.00-150.00  102
 35  ω    108.00 154.00   0.50    5.00    --  110.00  30.00  90.00   92
 36  ω    101.00 146.00   0.50    5.00    --  110.00  45.00 120.00   90
 37  ω     38.00  63.00   0.50    5.00    --  110.00 -61.00 120.00   50
 38  ω     58.00  97.00   0.50    5.00    --  110.00 -77.00  60.00   78
 39  ω     40.00 106.00   0.50    5.00    --  110.00 -94.00 -30.00  132
 40  ω     53.00  92.00   0.50    5.00    --  110.00 -94.00 -90.00   78
 41  ω     40.00  65.00   0.50    5.00    --  110.00-125.00-120.00   50
 42  ω     42.00  68.00   0.50    5.00    --  110.00 -61.00  30.00   52
 43  ω    122.00 173.00   0.50    5.00    --  110.00  45.00 -90.00  102
 44  ω     73.00 108.00   0.50    5.00    --  110.00-108.00  65.17   70
 45  ω     81.00 106.00   0.50    5.00    --  110.00 -94.00 120.00   50
 46  ω     56.00  85.00   0.50    5.00    --  110.00-125.00  30.00   58
 47  ω     97.00 176.00   0.50    5.00    --  110.00  30.00 -60.00  158
 48  ω     78.00 103.00   0.50    5.00    --  110.00 -77.00  90.00   50
 49  ω     66.00  99.00   0.50    5.00    --  110.00 -94.00  90.00   66
 50  ω     61.00  86.00   0.50    5.00    --  110.00-140.00 -53.78   50
 51  ω     90.00 122.00   0.50    5.00    --  110.00-140.00 -53.78   64
 52  ω     96.00 134.00   0.50    5.00    --  110.00  45.00 -30.00   76
 53  ω    145.00 171.00   0.50    5.00    --  110.00 125.00 -30.00   52
 54  ω     92.00 137.00   0.50    5.00    --  110.00  77.00 -30.00   90
 55  ω    145.00 177.00   0.50    5.00    --  110.00  77.00 -30.00   64
 56  ω     41.00  66.00   0.50    5.00    --  110.00 -61.00 -90.00   50
 57  ω     45.00 103.00   0.50    1.00    --   46.87  57.00-150.00  116
 58  ω   -116.00 -88.00   0.50    1.00    --  -46.87-125.00 -30.00   56
 59  ω     85.00 110.00   0.50    1.00    --   46.87  77.00 -60.00   50
 60  ω     38.00  74.00   0.50    5.00    --  110.00-125.00  90.00   72
 61  ω    148.00 174.00   0.50    5.00    --  110.00  77.00-120.00   52
 62  ω    148.00 175.00   0.50    5.00    --  110.00  45.00  90.00   54
 63  ω    102.00 133.00   0.50    5.00    --  110.00  30.00-150.00   62
 64  ω    152.00 177.00   0.50    5.00    --  110.00  30.00-150.00   50
 65  ω     88.00 130.00   0.50    5.00    --  110.00  77.00-120.00   84
 66  ω     38.00  64.00   0.50    5.00    --  110.00-125.00 120.00   52
 67  ω    100.00 126.00   0.50    5.00    --  110.00  45.00  90.00   52
 68  ω    131.00 160.00   0.50    5.00    --  110.00  30.00-120.00   58
 69  ω     95.00 133.00   0.50    5.00    --  110.00 125.00   0.00   76
 70  ω    116.00 160.00   0.50    5.00    --  110.00  77.00 -90.00   88
 71  ω     98.00 129.00   0.50    5.00    --  110.00  45.00-120.00   62
 72  ω     98.00 124.00   0.50    5.00    --  110.00  61.00-180.00   52
 73  ω    142.00 169.00   0.50    5.00    --  110.00  61.00-180.00   54
 74  ω     98.00 124.00   0.50    5.00    --  110.00  30.00-120.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1735985000
_diffrn_orient_matrix_UB_12      0.0222681000
_diffrn_orient_matrix_UB_13      -0.0537551000
_diffrn_orient_matrix_UB_21      0.0542158000
_diffrn_orient_matrix_UB_22      0.0496880000
_diffrn_orient_matrix_UB_23      -0.0686452000
_diffrn_orient_matrix_UB_31      -0.0319004000
_diffrn_orient_matrix_UB_32      -0.0367586000
_diffrn_orient_matrix_UB_33      -0.1253110000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\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         0.761
_reflns_Friedel_fraction_full    0.795
_reflns_Friedel_fraction_max     0.760
_reflns_number_gt                3706
_reflns_number_total             3935
_reflns_odcompleteness_completeness 99.61
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     77.17
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.523
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.082
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.05(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.148
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3935
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0535
_refine_ls_restrained_S_all      1.148
_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)+(0.0882P)²+1.0521P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1462
_refine_ls_wR_factor_ref         0.1481
_refine_special_details          
;
The final refinement model involved anisotropic displacement
 parameters for non-hydrogen atoms.  A riding model was used
 for the C-H hydrogens.  The -NH2 hydrogens were located from
 the difference electron density map and the positions and
 isotropic thermal parameters were refined independently.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.95(3)
 0.05(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C17(H17)
3.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
3.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16)
3.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.2906(4) 0.41125(12) 0.6781(3) 0.0251(6) Uani 1 1 d . . . . .
O2 O 0.3527(4) 0.35109(12) 0.5317(3) 0.0254(6) Uani 1 1 d . . . . .
O3 O 0.1887(3) 0.43699(12) 0.4402(3) 0.0227(6) Uani 1 1 d . . . . .
N1 N 0.1540(4) 0.50349(16) 0.2807(4) 0.0242(7) Uani 1 1 d . . . . .
H1A H 0.049(7) 0.491(2) 0.230(6) 0.029 Uiso 1 1 d . U . . .
H1B H 0.190(7) 0.527(3) 0.243(6) 0.029 Uiso 1 1 d . U . . .
C1 C 0.2909(6) 0.35335(17) 0.7261(4) 0.0279(9) Uani 1 1 d . . . . .
C2 C 0.2643(6) 0.31802(17) 0.5973(4) 0.0276(9) Uani 1 1 d . . . . .
C3 C 0.4527(7) 0.3422(2) 0.8309(5) 0.0410(11) Uani 1 1 d . . . . .
H3A H 0.535849 0.342435 0.789786 0.061 Uiso 1 1 calc R U . . .
H3B H 0.451253 0.304987 0.871917 0.061 Uiso 1 1 calc R U . . .
H3C H 0.475528 0.372067 0.898709 0.061 Uiso 1 1 calc R U . . .
C4 C 0.1573(7) 0.3474(2) 0.7844(6) 0.0389(11) Uani 1 1 d . . . . .
H4A H 0.184018 0.369856 0.866118 0.058 Uiso 1 1 calc R U . . .
H4B H 0.145318 0.307229 0.804197 0.058 Uiso 1 1 calc R U . . .
H4C H 0.056575 0.361410 0.720462 0.058 Uiso 1 1 calc R U . . .
C5 C 0.3355(8) 0.2582(2) 0.6195(6) 0.0428(12) Uani 1 1 d . . . . .
H5A H 0.315171 0.239413 0.533769 0.064 Uiso 1 1 calc R U . . .
H5B H 0.285745 0.236095 0.672666 0.064 Uiso 1 1 calc R U . . .
H5C H 0.451236 0.260643 0.666248 0.064 Uiso 1 1 calc R U . . .
C6 C 0.0896(6) 0.3158(2) 0.5078(5) 0.0367(11) Uani 1 1 d . . . . .
H6A H 0.041972 0.353799 0.502088 0.055 Uiso 1 1 calc R U . . .
H6B H 0.031129 0.288929 0.544611 0.055 Uiso 1 1 calc R U . . .
H6C H 0.083342 0.303109 0.419187 0.055 Uiso 1 1 calc R U . . .
C7 C 0.2455(5) 0.47672(16) 0.3868(4) 0.0212(7) Uani 1 1 d . . . . .
C8 C 0.4150(4) 0.48882(16) 0.4517(4) 0.0224(8) Uani 1 1 d . . . . .
H8 H 0.473376 0.518062 0.426965 0.027 Uiso 1 1 calc R U . . .
C9 C 0.4753(5) 0.45231(18) 0.5516(4) 0.0242(8) Uani 1 1 d . . . . .
C10 C 0.6481(5) 0.45004(18) 0.6397(4) 0.0291(9) Uani 1 1 d . . . . .
H10A H 0.653825 0.453136 0.733230 0.035 Uiso 1 1 calc R U . . .
H10B H 0.693597 0.412635 0.628511 0.035 Uiso 1 1 calc R U . . .
C11 C 0.7473(5) 0.49651(18) 0.6107(4) 0.0256(8) Uani 1 1 d . . . . .
C12 C 0.8255(5) 0.4894(2) 0.5192(4) 0.0317(9) Uani 1 1 d . . . . .
H12 H 0.823572 0.453270 0.478763 0.038 Uiso 1 1 calc R U . . .
C13 C 0.9065(5) 0.5345(3) 0.4861(5) 0.0368(10) Uani 1 1 d . . . . .
H13 H 0.958074 0.528907 0.422599 0.044 Uiso 1 1 calc R U . . .
C14 C 0.9128(6) 0.5873(2) 0.5444(5) 0.0374(11) Uani 1 1 d . . . . .
H14 H 0.968001 0.617969 0.521112 0.045 Uiso 1 1 calc R U . . .
C15 C 0.8373(6) 0.5952(2) 0.6381(5) 0.0336(10) Uani 1 1 d . . . . .
H15 H 0.842135 0.631207 0.679765 0.040 Uiso 1 1 calc R U . . .
C16 C 0.7555(5) 0.55044(19) 0.6700(4) 0.0277(8) Uani 1 1 d . . . . .
H16 H 0.703745 0.556264 0.733290 0.033 Uiso 1 1 calc R U . . .
B1 B 0.3335(6) 0.40991(19) 0.5596(5) 0.0233(8) Uani 1 1 d . . . . .
Cl1 Cl 0.3166(2) 0.27307(8) 0.1850(2) 0.0663(5) Uani 1 1 d . . . . .
Cl2 Cl 0.62028(15) 0.32358(6) 0.34586(14) 0.0456(3) Uani 1 1 d . . . . .
Cl3 Cl 0.36888(15) 0.39421(6) 0.16886(13) 0.0447(3) Uani 1 1 d . . . . .
C17 C 0.4100(7) 0.3341(2) 0.2736(6) 0.0402(11) Uani 1 1 d . . . . .
H17 H 0.365548 0.341028 0.346243 0.048 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.452(5) . ?
O1 B1 1.447(5) . ?
O2 C2 1.445(5) . ?
O2 B1 1.434(5) . ?
O3 C7 1.284(5) . ?
O3 B1 1.605(6) . ?
N1 H1A 0.96(6) . ?
N1 H1B 0.82(6) . ?
N1 C7 1.312(5) . ?
C1 C2 1.559(6) . ?
C1 C3 1.516(7) . ?
C1 C4 1.523(6) . ?
C2 C5 1.523(6) . ?
C2 C6 1.522(7) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C8 1.454(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.334(6) . ?
C9 C10 1.504(6) . ?
C9 B1 1.628(6) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.499(6) . ?
C11 C12 1.391(6) . ?
C11 C16 1.407(6) . ?
C12 H12 0.9500 . ?
C12 C13 1.391(7) . ?
C13 H13 0.9500 . ?
C13 C14 1.379(9) . ?
C14 H14 0.9500 . ?
C14 C15 1.397(7) . ?
C15 H15 0.9500 . ?
C15 C16 1.384(6) . ?
C16 H16 0.9500 . ?
Cl1 C17 1.761(5) . ?
Cl2 C17 1.778(6) . ?
Cl3 C17 1.762(6) . ?
C17 H17 1.0000 . ?

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
B1 O1 C1 108.8(3) . . ?
B1 O2 C2 107.0(3) . . ?
C7 O3 B1 108.3(3) . . ?
H1A N1 H1B 114(5) . . ?
C7 N1 H1A 123(4) . . ?
C7 N1 H1B 122(4) . . ?
O1 C1 C2 101.6(3) . . ?
O1 C1 C3 108.1(4) . . ?
O1 C1 C4 108.8(4) . . ?
C3 C1 C2 112.7(4) . . ?
C3 C1 C4 110.6(4) . . ?
C4 C1 C2 114.3(4) . . ?
O2 C2 C1 101.7(3) . . ?
O2 C2 C5 107.8(4) . . ?
O2 C2 C6 108.4(4) . . ?
C5 C2 C1 114.9(4) . . ?
C6 C2 C1 113.1(4) . . ?
C6 C2 C5 110.2(4) . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6B 109.5 . . ?
C2 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O3 C7 N1 120.9(4) . . ?
O3 C7 C8 115.2(3) . . ?
N1 C7 C8 123.8(4) . . ?
C7 C8 H8 125.4 . . ?
C9 C8 C7 109.1(3) . . ?
C9 C8 H8 125.4 . . ?
C8 C9 C10 125.0(4) . . ?
C8 C9 B1 109.1(3) . . ?
C10 C9 B1 125.9(3) . . ?
C9 C10 H10A 109.0 . . ?
C9 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C11 C10 C9 112.9(3) . . ?
C11 C10 H10A 109.0 . . ?
C11 C10 H10B 109.0 . . ?
C12 C11 C10 121.9(4) . . ?
C12 C11 C16 117.7(4) . . ?
C16 C11 C10 120.2(4) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 C11 121.0(4) . . ?
C13 C12 H12 119.5 . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.7(4) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 H14 120.3 . . ?
C13 C14 C15 119.3(5) . . ?
C15 C14 H14 120.3 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.9(5) . . ?
C16 C15 H15 120.1 . . ?
C11 C16 H16 119.3 . . ?
C15 C16 C11 121.3(4) . . ?
C15 C16 H16 119.3 . . ?
O1 B1 O3 108.3(3) . . ?
O1 B1 C9 118.2(3) . . ?
O2 B1 O1 106.8(3) . . ?
O2 B1 O3 109.5(3) . . ?
O2 B1 C9 115.3(3) . . ?
O3 B1 C9 98.0(3) . . ?
Cl1 C17 Cl2 110.8(3) . . ?
Cl1 C17 Cl3 110.4(3) . . ?
Cl1 C17 H17 108.4 . . ?
Cl2 C17 H17 108.4 . . ?
Cl3 C17 Cl2 110.4(3) . . ?
Cl3 C17 H17 108.4 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1B O1 0.82(6) 1.94(6) 2.754(5) 172(6) 2_564 yes
C17 H17 O2 1.00 2.05 3.009(6) 160.9 . yes

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
O1 C1 C2 O2 35.6(4) . . . . ?
O1 C1 C2 C5 151.7(4) . . . . ?
O1 C1 C2 C6 -80.5(4) . . . . ?
O3 C7 C8 C9 3.2(5) . . . . ?
N1 C7 C8 C9 -176.5(4) . . . . ?
C1 O1 B1 O2 2.6(4) . . . . ?
C1 O1 B1 O3 120.5(3) . . . . ?
C1 O1 B1 C9 -129.4(4) . . . . ?
C2 O2 B1 O1 21.8(4) . . . . ?
C2 O2 B1 O3 -95.3(4) . . . . ?
C2 O2 B1 C9 155.3(4) . . . . ?
C3 C1 C2 O2 -79.9(4) . . . . ?
C3 C1 C2 C5 36.2(5) . . . . ?
C3 C1 C2 C6 164.0(4) . . . . ?
C4 C1 C2 O2 152.7(4) . . . . ?
C4 C1 C2 C5 -91.3(5) . . . . ?
C4 C1 C2 C6 36.6(5) . . . . ?
C7 O3 B1 O1 126.7(3) . . . . ?
C7 O3 B1 O2 -117.1(4) . . . . ?
C7 O3 B1 C9 3.4(4) . . . . ?
C7 C8 C9 C10 178.0(4) . . . . ?
C7 C8 C9 B1 -0.5(4) . . . . ?
C8 C9 C10 C11 4.2(6) . . . . ?
C8 C9 B1 O1 -117.5(4) . . . . ?
C8 C9 B1 O2 114.4(4) . . . . ?
C8 C9 B1 O3 -1.6(4) . . . . ?
C9 C10 C11 C12 -90.0(5) . . . . ?
C9 C10 C11 C16 85.8(5) . . . . ?
C10 C9 B1 O1 64.1(5) . . . . ?
C10 C9 B1 O2 -64.0(5) . . . . ?
C10 C9 B1 O3 179.9(4) . . . . ?
C10 C11 C12 C13 174.9(4) . . . . ?
C10 C11 C16 C15 -175.6(4) . . . . ?
C11 C12 C13 C14 0.7(7) . . . . ?
C12 C11 C16 C15 0.5(6) . . . . ?
C12 C13 C14 C15 0.3(7) . . . . ?
C13 C14 C15 C16 -0.9(7) . . . . ?
C14 C15 C16 C11 0.5(7) . . . . ?
C16 C11 C12 C13 -1.1(6) . . . . ?
B1 O1 C1 C2 -23.6(4) . . . . ?
B1 O1 C1 C3 95.3(4) . . . . ?
B1 O1 C1 C4 -144.5(4) . . . . ?
B1 O2 C2 C1 -35.5(4) . . . . ?
B1 O2 C2 C5 -156.7(4) . . . . ?
B1 O2 C2 C6 84.0(4) . . . . ?
B1 O3 C7 N1 175.5(4) . . . . ?
B1 O3 C7 C8 -4.2(4) . . . . ?
B1 C9 C10 C11 -177.6(4) . . . . ?

_olex2_date_sample_completion    2021-01-17
_olex2_date_sample_data_collection 2021-01-11
_olex2_date_sample_submission    2021-01-11
_olex2_exptl_crystal_mounting_method 'mounted on a nylon loop with Krytox oil'
_olex2_submission_original_sample_id CDS-5-62
_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 7.634
_oxdiff_exptl_absorpt_empirical_full_min 0.291
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.95(3)
2 0.05(3)

