# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_shengjia1
_database_code_depnum_ccdc_archive 'CCDC 2061438'
loop_
_audit_author_name
_audit_author_address
'Daniel Paley'
;Columbia University
United States of America
;
_audit_update_record             
;
2021-02-05 deposited with the CCDC.	2021-04-26 downloaded from the CCDC.
;
_audit_creation_date             2019-01-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3510 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H16 B N3 O4'
_chemical_formula_sum            'C15 H16 B N3 O4'
_chemical_formula_weight         313.12
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C15 H16 B N3 O4'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.1651(7)
_cell_length_b                   10.4907(6)
_cell_length_c                   12.5832(6)
_cell_angle_alpha                90
_cell_angle_beta                 94.045(6)
_cell_angle_gamma                90
_cell_volume                     1470.20(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1419
_cell_measurement_temperature    99.95(13)
_cell_measurement_theta_max      71.7320
_cell_measurement_theta_min      5.4880
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.853
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_correction_T_min  0.957
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
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    1.415
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             656
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 7 1 0.0533
7 0 -2 0.0153
0 -7 -1 0.0287
-7 0 2 0.0114
1 0 8 0.0100
-1 1 -8 0.0057

_exptl_crystal_size_max          0.085
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.017
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
0.0642 6.7810 0.7371 -0.0200 -0.0588 0.9981
7.1282 0.4101 -1.9569 0.3315 0.9364 0.1149
0.3726 -6.7652 -0.8580 0.0403 0.1163 -0.9924
-7.1122 0.4326 2.0463 -0.3336 -0.9427 0.0092
1.3657 -0.4995 7.6900 0.9273 -0.3115 0.0154
-1.2688 0.6741 -7.8798 -0.9427 0.3336 0.0093

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.1125
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3232
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.646
_diffrn_reflns_theta_min         3.969
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.95(13)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0549
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -108.00 -15.00   1.00    6.00    --  -37.78 -19.00 -60.00   93
  2  ω    -94.00 -50.00   1.00    6.00    --  -37.78 178.00-180.00   44
  3  ω   -108.00  -8.00   1.00    6.00    --  -37.78 -19.00  30.00  100
  4  ω     51.00  76.00   1.00    6.00    --   37.78 -99.00 -30.00   25
  5  ω     14.00  75.00   1.00    6.00    --   37.78 -99.00  90.00   61
  6  ω      3.00  77.00   1.00    6.00    --   37.78 -99.00 -90.00   74
  7  ω     73.00  98.00   1.00    6.00    --   37.78 178.00  90.00   25
  8  ω     15.00  94.00   1.00    6.00    --   37.78  77.00-180.00   79
  9  ω     43.00 130.00   1.00   30.00    --  111.00 -30.00   0.00   87
 10  ω    140.00 171.00   1.00   30.00    --  111.00  45.00  30.00   31
 11  ω     63.00 106.00   1.00   30.00    --  111.00 -94.00-180.00   43
 12  ω     41.00  67.00   1.00   30.00    --  111.00 -15.00 -30.00   26
 13  ω     41.00 121.00   1.00   30.00    --  111.00 -30.00-120.00   80
 14  ω     82.00 117.00   1.00   30.00    --  111.00 -61.00 120.00   35
 15  ω     44.00  69.00   1.00   30.00    --  111.00 -87.00   2.81   25
 16  ω     94.00 159.00   1.00   30.00    --  111.00  45.00  60.00   65
 17  ω     44.00  70.00   1.00   30.00    --  111.00 -30.00  60.00   26
 18  ω     92.00 156.00   1.00   30.00    --  111.00  30.00 -30.00   64
 19  ω     73.00 109.00   1.00   30.00    --  111.00-111.00 -90.00   36
 20  ω     67.00  93.00   1.00   30.00    --  111.00 178.00 -30.00   26
 21  ω     65.00  91.00   1.00   30.00    --  111.00 -94.00 -30.00   26
 22  ω     95.00 125.00   1.00   30.00    --  111.00  45.00  30.00   30
 23  ω     48.00  90.00   1.00   30.00    --  111.00 -30.00 150.00   42
 24  ω     48.00  88.00   1.00   30.00    --  111.00 -94.00  60.00   40
 25  ω     93.00 119.00   1.00   30.00    --  111.00 -77.00-150.00   26
 26  ω    105.00 130.00   1.00   30.00    --  111.00 -15.00 -30.00   25
 27  ω     47.00  73.00   1.00   30.00    --  111.00 -94.00 150.00   26
 28  ω     88.00 113.00   1.00   30.00    --  111.00-111.00 -60.00   25
 29  ω     47.00  81.00   1.00   30.00    --  111.00 -45.00  90.00   34
 30  ω     84.00 121.00   1.00   30.00    --  111.00 -45.00  90.00   37
 31  ω     87.00 113.00   1.00   30.00    --  111.00-111.00 150.00   26
 32  ω     66.00  71.00   1.00   30.00    --  111.00-111.00   0.00    5
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0764894000
_diffrn_orient_matrix_UB_12      -0.0151911000
_diffrn_orient_matrix_UB_13      0.1060122000
_diffrn_orient_matrix_UB_21      0.1147750000
_diffrn_orient_matrix_UB_22      -0.0031197000
_diffrn_orient_matrix_UB_23      -0.0610901000
_diffrn_orient_matrix_UB_31      0.0103684000
_diffrn_orient_matrix_UB_32      0.1460409000
_diffrn_orient_matrix_UB_33      0.0096398000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1923
_reflns_number_total             3232
_reflns_special_details          
;
 _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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    ?
_refine_diff_density_max         0.326
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         3232
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0884
_refine_ls_R_factor_gt           0.0531
_refine_ls_restrained_S_all      1.024
_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)+(0.0200P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0946
_refine_ls_wR_factor_ref         0.0991
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.741(2)
 0.259(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C17(H17A,H17B)
3.b Aromatic/amide H refined with riding coordinates:
 C32(H32), C33(H33), C34(H34), C35(H35), C36(H36), C5(H5)
3.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C41(H41A,H41B,H41C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
C1 C 0.6702(3) 0.5870(3) 0.4735(2) 0.0174(6) Uani 1 1 d . . . . .
B11 B 0.5870(3) 0.6971(3) 0.4258(3) 0.0189(7) Uani 1 1 d . . . . .
N12 N 0.6502(2) 0.7993(2) 0.34914(19) 0.0172(5) Uani 1 1 d . . . . .
C13 C 0.6854(3) 0.9057(3) 0.4215(2) 0.0205(6) Uani 1 1 d . . . . .
H13A H 0.669568 0.988639 0.385743 0.025 Uiso 1 1 calc R . . . .
H13B H 0.771810 0.900495 0.444791 0.025 Uiso 1 1 calc R . . . .
C14 C 0.6090(3) 0.8912(3) 0.5161(2) 0.0204(7) Uani 1 1 d . . . . .
O15 O 0.6066(2) 0.9665(2) 0.58868(17) 0.0285(6) Uani 1 1 d . . . . .
O16 O 0.54728(19) 0.78339(19) 0.50932(16) 0.0215(5) Uani 1 1 d . . . . .
C17 C 0.5484(3) 0.8325(3) 0.2700(2) 0.0195(7) Uani 1 1 d . . . . .
H17A H 0.577247 0.841385 0.197759 0.023 Uiso 1 1 calc R . . . .
H17B H 0.510470 0.913673 0.289643 0.023 Uiso 1 1 calc R . . . .
C18 C 0.4605(3) 0.7243(3) 0.2732(2) 0.0194(6) Uani 1 1 d . . . . .
O19 O 0.3733(2) 0.7090(2) 0.21097(18) 0.0276(5) Uani 1 1 d . . . . .
O20 O 0.4875(2) 0.64815(19) 0.35582(17) 0.0219(5) Uani 1 1 d . . . . .
C21 C 0.7522(3) 0.7435(3) 0.2938(2) 0.0228(7) Uani 1 1 d . . . . .
H21A H 0.781700 0.806325 0.244248 0.034 Uiso 1 1 calc GR . . . .
H21B H 0.724612 0.667277 0.254207 0.034 Uiso 1 1 calc GR . . . .
H21C H 0.817236 0.720226 0.346638 0.034 Uiso 1 1 calc GR . . . .
N2 N 0.7604(2) 0.6147(2) 0.5478(2) 0.0194(6) Uani 1 1 d . . . . .
N3 N 0.8090(2) 0.4985(2) 0.5767(2) 0.0203(6) Uani 1 1 d . . . . .
C31 C 0.9060(3) 0.4949(3) 0.6574(2) 0.0195(6) Uani 1 1 d . . . . .
C32 C 1.0074(3) 0.5690(3) 0.6437(3) 0.0251(7) Uani 1 1 d . . . . .
H32 H 1.013340 0.617907 0.580712 0.030 Uiso 1 1 calc R . . . .
C33 C 1.0998(3) 0.5700(3) 0.7240(3) 0.0289(8) Uani 1 1 d . . . . .
H33 H 1.169266 0.620545 0.716280 0.035 Uiso 1 1 calc R . . . .
C34 C 1.0910(3) 0.4984(3) 0.8143(3) 0.0279(7) Uani 1 1 d . . . . .
H34 H 1.154539 0.499711 0.868645 0.034 Uiso 1 1 calc R . . . .
C35 C 0.9903(3) 0.4239(3) 0.8271(3) 0.0300(8) Uani 1 1 d . . . . .
H35 H 0.984608 0.374343 0.889731 0.036 Uiso 1 1 calc R . . . .
C36 C 0.8976(3) 0.4228(3) 0.7468(3) 0.0259(7) Uani 1 1 d . . . . .
H36 H 0.828429 0.371735 0.754429 0.031 Uiso 1 1 calc R . . . .
C4 C 0.7538(3) 0.4014(3) 0.5231(2) 0.0202(6) Uani 1 1 d . . . . .
C41 C 0.7872(3) 0.2638(3) 0.5378(3) 0.0260(7) Uani 1 1 d . . . . .
H41A H 0.873779 0.256864 0.555888 0.039 Uiso 1 1 calc GR . . . .
H41B H 0.766193 0.217152 0.471622 0.039 Uiso 1 1 calc GR . . . .
H41C H 0.743510 0.227487 0.595492 0.039 Uiso 1 1 calc GR . . . .
C5 C 0.6649(3) 0.4549(3) 0.4559(2) 0.0211(7) Uani 1 1 d . . . . .
H5 H 0.610554 0.411001 0.407215 0.025 Uiso 1 1 calc R . . . .


_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
C1 B11 1.575(4) . ?
C1 N2 1.356(4) . ?
C1 C5 1.404(4) . ?
B11 N12 1.635(4) . ?
B11 O16 1.479(4) . ?
B11 O20 1.461(4) . ?
N12 C13 1.476(4) . ?
N12 C17 1.498(4) . ?
N12 C21 1.496(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.520(4) . ?
C14 O15 1.209(4) . ?
C14 O16 1.324(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.503(4) . ?
C18 O19 1.216(4) . ?
C18 O20 1.328(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
N2 N3 1.373(3) . ?
N3 C31 1.432(4) . ?
N3 C4 1.347(4) . ?
C31 C32 1.394(4) . ?
C31 C36 1.365(4) . ?
C32 H32 0.9500 . ?
C32 C33 1.393(5) . ?
C33 H33 0.9500 . ?
C33 C34 1.371(5) . ?
C34 H34 0.9500 . ?
C34 C35 1.388(5) . ?
C35 H35 0.9500 . ?
C35 C36 1.394(5) . ?
C36 H36 0.9500 . ?
C4 C41 1.499(4) . ?
C4 C5 1.377(4) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C5 H5 0.9500 . ?

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
N2 C1 B11 119.7(3) . . ?
N2 C1 C5 110.0(3) . . ?
C5 C1 B11 130.2(3) . . ?
C1 B11 N12 116.0(3) . . ?
O16 B11 C1 112.1(2) . . ?
O16 B11 N12 100.4(2) . . ?
O20 B11 C1 112.1(2) . . ?
O20 B11 N12 102.5(2) . . ?
O20 B11 O16 113.0(3) . . ?
C13 N12 B11 103.8(2) . . ?
C13 N12 C17 113.0(2) . . ?
C13 N12 C21 113.9(2) . . ?
C17 N12 B11 101.9(2) . . ?
C21 N12 B11 113.1(2) . . ?
C21 N12 C17 110.4(2) . . ?
N12 C13 H13A 110.6 . . ?
N12 C13 H13B 110.6 . . ?
N12 C13 C14 105.5(2) . . ?
H13A C13 H13B 108.8 . . ?
C14 C13 H13A 110.6 . . ?
C14 C13 H13B 110.6 . . ?
O15 C14 C13 124.7(3) . . ?
O15 C14 O16 124.6(3) . . ?
O16 C14 C13 110.7(2) . . ?
C14 O16 B11 112.8(2) . . ?
N12 C17 H17A 110.6 . . ?
N12 C17 H17B 110.6 . . ?
N12 C17 C18 105.8(2) . . ?
H17A C17 H17B 108.7 . . ?
C18 C17 H17A 110.6 . . ?
C18 C17 H17B 110.6 . . ?
O19 C18 C17 125.2(3) . . ?
O19 C18 O20 123.5(3) . . ?
O20 C18 C17 111.3(2) . . ?
C18 O20 B11 112.4(2) . . ?
N12 C21 H21A 109.5 . . ?
N12 C21 H21B 109.5 . . ?
N12 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C1 N2 N3 104.7(2) . . ?
N2 N3 C31 118.5(2) . . ?
C4 N3 N2 112.3(2) . . ?
C4 N3 C31 129.2(3) . . ?
C32 C31 N3 118.5(3) . . ?
C36 C31 N3 120.5(3) . . ?
C36 C31 C32 121.0(3) . . ?
C31 C32 H32 120.6 . . ?
C33 C32 C31 118.7(3) . . ?
C33 C32 H32 120.6 . . ?
C32 C33 H33 119.9 . . ?
C34 C33 C32 120.3(3) . . ?
C34 C33 H33 119.9 . . ?
C33 C34 H34 119.6 . . ?
C33 C34 C35 120.7(3) . . ?
C35 C34 H34 119.6 . . ?
C34 C35 H35 120.4 . . ?
C34 C35 C36 119.1(3) . . ?
C36 C35 H35 120.4 . . ?
C31 C36 C35 120.1(3) . . ?
C31 C36 H36 119.9 . . ?
C35 C36 H36 119.9 . . ?
N3 C4 C41 124.4(3) . . ?
N3 C4 C5 106.5(3) . . ?
C5 C4 C41 129.1(3) . . ?
C4 C41 H41A 109.5 . . ?
C4 C41 H41B 109.5 . . ?
C4 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C1 C5 H5 126.7 . . ?
C4 C5 C1 106.5(3) . . ?
C4 C5 H5 126.7 . . ?

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
C1 B11 N12 C13 -95.9(3) . . . . ?
C1 B11 N12 C17 146.5(3) . . . . ?
C1 B11 N12 C21 28.1(3) . . . . ?
C1 B11 O16 C14 101.2(3) . . . . ?
C1 B11 O20 C18 -143.8(3) . . . . ?
C1 N2 N3 C31 -178.4(3) . . . . ?
C1 N2 N3 C4 0.5(3) . . . . ?
B11 C1 N2 N3 176.3(3) . . . . ?
B11 C1 C5 C4 -175.9(3) . . . . ?
B11 N12 C13 C14 -19.7(3) . . . . ?
B11 N12 C17 C18 -21.3(3) . . . . ?
N12 B11 O16 C14 -22.6(3) . . . . ?
N12 B11 O20 C18 -18.8(3) . . . . ?
N12 C13 C14 O15 -174.5(3) . . . . ?
N12 C13 C14 O16 6.9(3) . . . . ?
N12 C17 C18 O19 -170.5(3) . . . . ?
N12 C17 C18 O20 11.6(3) . . . . ?
C13 N12 C17 C18 -132.1(3) . . . . ?
C13 C14 O16 B11 11.4(3) . . . . ?
O15 C14 O16 B11 -167.3(3) . . . . ?
O16 B11 N12 C13 25.1(3) . . . . ?
O16 B11 N12 C17 -92.5(2) . . . . ?
O16 B11 N12 C21 149.1(2) . . . . ?
O16 B11 O20 C18 88.4(3) . . . . ?
C17 N12 C13 C14 89.8(3) . . . . ?
C17 C18 O20 B11 5.6(4) . . . . ?
O19 C18 O20 B11 -172.3(3) . . . . ?
O20 B11 N12 C13 141.7(2) . . . . ?
O20 B11 N12 C17 24.1(3) . . . . ?
O20 B11 N12 C21 -94.4(3) . . . . ?
O20 B11 O16 C14 -131.1(3) . . . . ?
C21 N12 C13 C14 -143.1(2) . . . . ?
C21 N12 C17 C18 99.0(3) . . . . ?
N2 C1 B11 N12 68.9(4) . . . . ?
N2 C1 B11 O16 -45.7(4) . . . . ?
N2 C1 B11 O20 -173.9(3) . . . . ?
N2 C1 C5 C4 0.9(4) . . . . ?
N2 N3 C31 C32 -54.7(4) . . . . ?
N2 N3 C31 C36 123.6(3) . . . . ?
N2 N3 C4 C41 -179.9(3) . . . . ?
N2 N3 C4 C5 0.0(4) . . . . ?
N3 C31 C32 C33 177.3(3) . . . . ?
N3 C31 C36 C35 -177.3(3) . . . . ?
N3 C4 C5 C1 -0.5(4) . . . . ?
C31 N3 C4 C41 -1.1(5) . . . . ?
C31 N3 C4 C5 178.8(3) . . . . ?
C31 C32 C33 C34 0.5(5) . . . . ?
C32 C31 C36 C35 1.0(5) . . . . ?
C32 C33 C34 C35 0.0(5) . . . . ?
C33 C34 C35 C36 -0.1(5) . . . . ?
C34 C35 C36 C31 -0.4(5) . . . . ?
C36 C31 C32 C33 -1.0(5) . . . . ?
C4 N3 C31 C32 126.5(3) . . . . ?
C4 N3 C31 C36 -55.1(5) . . . . ?
C41 C4 C5 C1 179.4(3) . . . . ?
C5 C1 B11 N12 -114.7(4) . . . . ?
C5 C1 B11 O16 130.8(3) . . . . ?
C5 C1 B11 O20 2.6(5) . . . . ?
C5 C1 N2 N3 -0.8(3) . . . . ?

_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 1.293
_oxdiff_exptl_absorpt_empirical_full_min 0.778
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.741(2) 5709 3740 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000
0.0000 1.0000
2 0.259(2) 0 3740 nmt 1.0011 0.0001 0.1254 0.0005 -1.0004 0.0000 -0.0011 0.0001
-0.9997

_twin_special_details            
;
Component 2 rotated by 179.9940° 
 around [1.00 0.00 -0.00] (reciprocal) or [1.00 0.00 0.06] (direct)
;
####################################################################### 
# 
# 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_exp_4256
_database_code_depnum_ccdc_archive 'CCDC 2061439'
loop_
_audit_author_name
_audit_author_address
'Manju Rajeswaran'
;Columbia University
United States of America
;
_audit_update_record             
;
2021-02-05 deposited with the CCDC.	2021-04-26 downloaded from the CCDC.
;
_audit_creation_date             2020-12-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H18 B N3 O4'
_chemical_formula_sum            'C20 H18 B N3 O4'
_chemical_formula_weight         375.18
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.1144(19)
_cell_length_b                   9.3148(9)
_cell_length_c                   12.0484(17)
_cell_angle_alpha                90
_cell_angle_beta                 94.910(11)
_cell_angle_gamma                90
_cell_volume                     1913.7(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1006
_cell_measurement_temperature    292.9(5)
_cell_measurement_theta_max      53.8950
_cell_measurement_theta_min      5.0700
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.750
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.10338
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Plate
_exptl_crystal_F_000             784
_exptl_crystal_size_max          .15
_exptl_crystal_size_mid          .04
_exptl_crystal_size_min          .01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0577
_diffrn_reflns_av_unetI/netI     0.0979
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7012
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.216
_diffrn_reflns_theta_min         5.188
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      292.9(5)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0549
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -23.00   7.00   1.00    5.00    --    0.00  77.00   0.00   30
  2  ω    -24.00   7.00   1.00    5.00    --    0.00  57.00 -90.00   31
  3  ω      8.00  45.00   1.00    5.00    --    0.00  77.00   0.00   37
  4  ω     25.00  68.00   1.00    5.00    --    0.00  57.00 -90.00   43
  5  ω   -117.00 -80.00   1.00   20.00    --  -59.50 -94.00-120.00   37
  6  ω    -74.00 -26.00   1.00   20.00    --  -59.50 125.00  90.00   48
  7  ω   -120.00 -93.00   1.00   20.00    --  -59.50 -94.00 -60.00   27
  8  ω   -109.00 -80.00   1.00   20.00    --  -59.50 -94.00-150.00   29
  9  ω    -86.00 -51.00   1.00   20.00    --  -59.50 125.00-180.00   35
 10  ω   -128.00-101.00   1.00   20.00    --  -59.50 -94.00 -90.00   27
 11  ω   -133.00 -86.00   1.00   20.00    --  -59.50 -94.00 -30.00   47
 12  ω    -90.00  14.00   1.00   20.00    --  -59.50  45.00 -90.00  104
 13  ω   -124.00 -81.00   1.00   20.00    --  -59.50 -94.00   0.00   43
 14  ω    100.00 167.00   1.00   20.00    --  119.00  50.00-120.00   67
 15  ω     49.00  87.00   1.00   20.00    --  119.00 -50.00 -60.00   38
 16  ω     69.00 110.00   1.00   20.00    --  119.00-111.00-180.00   41
 17  ω    109.00 134.00   1.00   20.00    --  119.00 111.00 -60.00   25
 18  ω     94.00 174.00   1.00   20.00    --  119.00  50.00 120.00   80
 19  ω     86.00 159.00   1.00   20.00    --  119.00  37.00  30.00   73
 20  ω     93.00 120.00   1.00   20.00    --  119.00  63.00-150.00   27
 21  ω    130.00 155.00   1.00   20.00    --  119.00  63.00-150.00   25
 22  ω     77.00 104.00   1.00   20.00    --  119.00-111.00-150.00   27
 23  ω     50.00 130.00   1.00   20.00    --  119.00 -50.00-150.00   80
 24  ω     48.00 160.00   1.00   20.00    --  119.00 -91.00 -30.00  112
 25  ω     83.00 120.00   1.00   20.00    --  119.00 -77.00-180.00   37
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0886526000
_diffrn_orient_matrix_UB_12      -0.0230656000
_diffrn_orient_matrix_UB_13      -0.0277861000
_diffrn_orient_matrix_UB_21      -0.0104231000
_diffrn_orient_matrix_UB_22      -0.0197218000
_diffrn_orient_matrix_UB_23      0.1247003000
_diffrn_orient_matrix_UB_31      -0.0140193000
_diffrn_orient_matrix_UB_32      0.1626671000
_diffrn_orient_matrix_UB_33      0.0113535000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1616
_reflns_number_total             3826
_reflns_odcompleteness_completeness 99.08
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.389
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       0.0009(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3826
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1838
_refine_ls_R_factor_gt           0.0929
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1157P)²+0.1286P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2320
_refine_ls_wR_factor_ref         0.2818
_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:
 C00B(H00A,H00B), C00F(H00C,H00D)
2.b Aromatic/amide H refined with riding coordinates:
 C00G(H00G), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N),
 C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S)
2.c Idealised Me refined as rotating group:
 C00H(H00E,H00F,H00H)
;
_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
O001 O 0.4349(2) 0.2335(4) 0.4781(3) 0.0690(10) Uani 1 1 d . . . . .
O002 O 0.47411(19) 0.3856(4) 0.6339(3) 0.0732(11) Uani 1 1 d . . . . .
N003 N 0.3861(2) 0.1857(4) 0.6540(3) 0.0576(10) Uani 1 1 d . . . . .
O004 O 0.5723(2) 0.3233(4) 0.7586(4) 0.0915(13) Uani 1 1 d . . . . .
O005 O 0.4197(2) 0.0196(5) 0.4007(3) 0.0978(14) Uani 1 1 d . . . . .
N006 N 0.2674(2) 0.3652(4) 0.5028(4) 0.0689(12) Uani 1 1 d . . . . .
N007 N 0.2230(2) 0.4777(4) 0.4612(4) 0.0682(12) Uani 1 1 d . . . . .
C008 C 0.3388(3) 0.4202(5) 0.5325(4) 0.0610(13) Uani 1 1 d . . . . .
C009 C 0.4094(3) 0.0983(6) 0.4762(4) 0.0641(14) Uani 1 1 d . . . . .
C00A C 0.5099(3) 0.2977(6) 0.7093(5) 0.0682(14) Uani 1 1 d . . . . .
C00B C 0.4636(3) 0.1636(6) 0.7214(4) 0.0641(14) Uani 1 1 d . . . . .
H00A H 0.455463 0.146843 0.799056 0.077 Uiso 1 1 calc R . . . .
H00B H 0.490907 0.081582 0.693615 0.077 Uiso 1 1 calc R . . . .
C00C C 0.2311(3) 0.7429(6) 0.4279(5) 0.0703(15) Uani 1 1 d . . . . .
C00D C 0.1445(3) 0.4478(6) 0.4182(6) 0.0768(17) Uani 1 1 d . . . . .
C00E C 0.2648(3) 0.6030(5) 0.4636(5) 0.0695(15) Uani 1 1 d . . . . .
C00F C 0.3674(3) 0.0657(5) 0.5734(4) 0.0702(15) Uani 1 1 d . . . . .
H00C H 0.384607 -0.025470 0.605799 0.084 Uiso 1 1 calc R . . . .
H00D H 0.311362 0.060812 0.552973 0.084 Uiso 1 1 calc R . . . .
C00G C 0.3381(3) 0.5687(5) 0.5107(5) 0.0717(15) Uani 1 1 d . . . . .
H00G H 0.379796 0.631833 0.525514 0.086 Uiso 1 1 calc R . . . .
C00H C 0.3231(3) 0.2097(7) 0.7289(5) 0.0777(16) Uani 1 1 d . . . . .
H00E H 0.318324 0.126633 0.775007 0.117 Uiso 1 1 calc GR . . . .
H00F H 0.274400 0.226320 0.685253 0.117 Uiso 1 1 calc GR . . . .
H00H H 0.335875 0.291818 0.775166 0.117 Uiso 1 1 calc GR . . . .
B00I B 0.4067(3) 0.3154(6) 0.5722(5) 0.0585(14) Uani 1 1 d . . . . .
C00J C 0.2558(3) 0.8079(6) 0.3346(6) 0.0877(19) Uani 1 1 d . . . . .
H00J H 0.292612 0.762131 0.294349 0.105 Uiso 1 1 calc R . . . .
C00K C 0.1785(4) 0.8114(7) 0.4874(6) 0.094(2) Uani 1 1 d . . . . .
H00K H 0.161907 0.769246 0.551241 0.113 Uiso 1 1 calc R . . . .
C00L C 0.1740(4) 1.0083(7) 0.3590(8) 0.107(2) Uani 1 1 d . . . . .
H00L H 0.154673 1.097804 0.336129 0.129 Uiso 1 1 calc R . . . .
C00M C 0.1489(4) 0.9476(7) 0.4517(8) 0.105(2) Uani 1 1 d . . . . .
H00M H 0.112507 0.994841 0.491739 0.126 Uiso 1 1 calc R . . . .
C00N C 0.0991(3) 0.3614(7) 0.4801(7) 0.097(2) Uani 1 1 d . . . . .
H00N H 0.118633 0.328251 0.549834 0.116 Uiso 1 1 calc R . . . .
C00O C 0.2263(4) 0.9424(7) 0.2993(7) 0.098(2) Uani 1 1 d . . . . .
H00O H 0.242580 0.985203 0.235443 0.118 Uiso 1 1 calc R . . . .
C00P C 0.1148(4) 0.5004(7) 0.3174(7) 0.107(2) Uani 1 1 d . . . . .
H00P H 0.145112 0.560622 0.276847 0.129 Uiso 1 1 calc R . . . .
C00Q C -0.0054(4) 0.3755(9) 0.3362(9) 0.135(3) Uani 1 1 d . . . . .
H00Q H -0.055876 0.350835 0.308136 0.162 Uiso 1 1 calc R . . . .
C00R C 0.0242(4) 0.3247(8) 0.4368(9) 0.124(3) Uani 1 1 d . . . . .
H00R H -0.006253 0.264485 0.477107 0.148 Uiso 1 1 calc R . . . .
C00S C 0.0397(5) 0.4638(9) 0.2759(8) 0.132(3) Uani 1 1 d . . . . .
H00S H 0.019538 0.498834 0.207097 0.159 Uiso 1 1 calc R . . . .


_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
O001 C009 1.332(6) . ?
O001 B00I 1.481(7) . ?
O002 C00A 1.332(6) . ?
O002 B00I 1.471(7) . ?
N003 C00B 1.509(6) . ?
N003 C00F 1.497(6) . ?
N003 C00H 1.481(6) . ?
N003 B00I 1.617(7) . ?
O004 C00A 1.202(6) . ?
O005 C009 1.193(6) . ?
N006 N007 1.364(5) . ?
N006 C008 1.345(6) . ?
N007 C00D 1.426(6) . ?
N007 C00E 1.367(6) . ?
C008 C00G 1.407(7) . ?
C008 B00I 1.561(7) . ?
C009 C00F 1.458(7) . ?
C00A C00B 1.493(7) . ?
C00B H00A 0.9700 . ?
C00B H00B 0.9700 . ?
C00C C00E 1.474(7) . ?
C00C C00J 1.376(8) . ?
C00C C00K 1.357(8) . ?
C00D C00N 1.380(8) . ?
C00D C00P 1.367(9) . ?
C00E C00G 1.370(7) . ?
C00F H00C 0.9700 . ?
C00F H00D 0.9700 . ?
C00G H00G 0.9300 . ?
C00H H00E 0.9600 . ?
C00H H00F 0.9600 . ?
C00H H00H 0.9600 . ?
C00J H00J 0.9300 . ?
C00J C00O 1.404(8) . ?
C00K H00K 0.9300 . ?
C00K C00M 1.419(9) . ?
C00L H00L 0.9300 . ?
C00L C00M 1.355(9) . ?
C00L C00O 1.343(9) . ?
C00M H00M 0.9300 . ?
C00N H00N 0.9300 . ?
C00N C00R 1.386(9) . ?
C00O H00O 0.9300 . ?
C00P H00P 0.9300 . ?
C00P C00S 1.382(9) . ?
C00Q H00Q 0.9300 . ?
C00Q C00R 1.358(11) . ?
C00Q C00S 1.376(10) . ?
C00R H00R 0.9300 . ?
C00S H00S 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C009 O001 B00I 111.9(4) . . ?
C00A O002 B00I 111.5(4) . . ?
C00B N003 B00I 101.7(4) . . ?
C00F N003 C00B 112.1(4) . . ?
C00F N003 B00I 102.0(4) . . ?
C00H N003 C00B 110.1(4) . . ?
C00H N003 C00F 112.5(4) . . ?
C00H N003 B00I 117.8(4) . . ?
C008 N006 N007 105.6(4) . . ?
N006 N007 C00D 117.4(4) . . ?
N006 N007 C00E 112.0(4) . . ?
C00E N007 C00D 130.5(4) . . ?
N006 C008 C00G 109.4(4) . . ?
N006 C008 B00I 118.6(4) . . ?
C00G C008 B00I 131.7(5) . . ?
O001 C009 C00F 111.5(5) . . ?
O005 C009 O001 121.7(5) . . ?
O005 C009 C00F 126.8(6) . . ?
O002 C00A C00B 111.4(5) . . ?
O004 C00A O002 123.5(5) . . ?
O004 C00A C00B 125.1(5) . . ?
N003 C00B H00A 110.4 . . ?
N003 C00B H00B 110.4 . . ?
C00A C00B N003 106.4(4) . . ?
C00A C00B H00A 110.4 . . ?
C00A C00B H00B 110.4 . . ?
H00A C00B H00B 108.6 . . ?
C00J C00C C00E 119.2(5) . . ?
C00K C00C C00E 121.5(6) . . ?
C00K C00C C00J 119.2(5) . . ?
C00N C00D N007 118.3(6) . . ?
C00P C00D N007 121.3(6) . . ?
C00P C00D C00N 120.4(6) . . ?
N007 C00E C00C 123.8(4) . . ?
N007 C00E C00G 105.6(4) . . ?
C00G C00E C00C 130.5(5) . . ?
N003 C00F H00C 110.6 . . ?
N003 C00F H00D 110.6 . . ?
C009 C00F N003 105.8(4) . . ?
C009 C00F H00C 110.6 . . ?
C009 C00F H00D 110.6 . . ?
H00C C00F H00D 108.7 . . ?
C008 C00G H00G 126.3 . . ?
C00E C00G C008 107.4(5) . . ?
C00E C00G H00G 126.3 . . ?
N003 C00H H00E 109.5 . . ?
N003 C00H H00F 109.5 . . ?
N003 C00H H00H 109.5 . . ?
H00E C00H H00F 109.5 . . ?
H00E C00H H00H 109.5 . . ?
H00F C00H H00H 109.5 . . ?
O001 B00I N003 100.6(4) . . ?
O001 B00I C008 111.7(4) . . ?
O002 B00I O001 108.8(4) . . ?
O002 B00I N003 103.1(4) . . ?
O002 B00I C008 114.1(5) . . ?
C008 B00I N003 117.3(4) . . ?
C00C C00J H00J 119.6 . . ?
C00C C00J C00O 120.8(6) . . ?
C00O C00J H00J 119.6 . . ?
C00C C00K H00K 120.1 . . ?
C00C C00K C00M 119.8(7) . . ?
C00M C00K H00K 120.1 . . ?
C00M C00L H00L 119.2 . . ?
C00O C00L H00L 119.2 . . ?
C00O C00L C00M 121.6(6) . . ?
C00K C00M H00M 120.3 . . ?
C00L C00M C00K 119.5(6) . . ?
C00L C00M H00M 120.3 . . ?
C00D C00N H00N 120.5 . . ?
C00D C00N C00R 119.1(7) . . ?
C00R C00N H00N 120.5 . . ?
C00J C00O H00O 120.5 . . ?
C00L C00O C00J 119.0(7) . . ?
C00L C00O H00O 120.5 . . ?
C00D C00P H00P 120.1 . . ?
C00D C00P C00S 119.7(7) . . ?
C00S C00P H00P 120.1 . . ?
C00R C00Q H00Q 120.1 . . ?
C00R C00Q C00S 119.8(7) . . ?
C00S C00Q H00Q 120.1 . . ?
C00N C00R H00R 119.6 . . ?
C00Q C00R C00N 120.8(8) . . ?
C00Q C00R H00R 119.6 . . ?
C00P C00S H00S 119.9 . . ?
C00Q C00S C00P 120.2(8) . . ?
C00Q C00S H00S 119.9 . . ?

_olex2_date_sample_data_collection 2020-12-28
_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 8.818
_oxdiff_exptl_absorpt_empirical_full_min 0.508
