# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2020

####################################################################### 
# 
# 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_rko19025
_database_code_depnum_ccdc_archive 'CCDC 1979847'
loop_
_audit_author_name
_audit_author_address
'Andreas Orthaber'
;Uppsala University
Sweden
;
_audit_update_record             
;
2020-01-24 deposited with the CCDC.	2020-04-23 downloaded from the CCDC.
;
_audit_creation_date             2019-10-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C34 H36 B N3 O)'
_chemical_formula_sum            'C17 H18 B0.50 N1.50 O0.50'
_chemical_formula_weight         256.73
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C34 H36 B N3 O'
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'
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/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                   10.0850(5)
_cell_length_b                   10.5734(5)
_cell_length_c                   27.1994(11)
_cell_angle_alpha                90
_cell_angle_beta                 99.738(4)
_cell_angle_gamma                90
_cell_volume                     2858.6(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6966
_cell_measurement_temperature    150.00(14)
_cell_measurement_theta_max      25.0720
_cell_measurement_theta_min      2.7340
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.990
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.892
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.193
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1096
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 11 25 0.0644
1 -11 -25 0.0505
14 2 -8 0.0493
-14 -1 10 0.0576
-1 -1 38 0.0233
1 1 -38 0.0105
6 13 -2 0.0697
-5 -2 -32 0.0282
-11 -7 -11 0.0368
-9 10 -6 0.0751
1 15 -8 0.0596
0 -15 4 0.0643
12 -4 13 0.0462

_exptl_crystal_size_max          0.143
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.034
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
-0.9993 11.0002 25.4986 -0.1650 0.1799 -0.9639
0.9993 -11.0002 -25.4986 0.1650 -0.1799 0.9639
14.0023 2.0013 -8.4921 -0.6277 0.7319 0.2510
-14.0022 -1.0013 10.4921 0.6128 -0.7086 -0.3319
-1.0029 -1.0007 37.9887 -0.6061 -0.4879 -0.6245
1.0029 1.0007 -37.9887 0.6061 0.4879 0.6245
6.0036 13.0012 -2.4904 -0.0567 0.8429 -0.4742
-4.9987 -2.0000 -32.4937 0.8027 0.0590 0.5840
-11.0019 -7.0011 -10.5044 0.6812 -0.6345 0.3509
-8.9982 10.0000 -5.9958 0.8134 0.1544 -0.4856
1.0040 15.0010 -8.4893 0.3726 0.7985 -0.5333
-0.0037 -15.0009 4.4907 -0.3626 -0.7165 0.6165
11.9993 -3.9995 13.4979 -0.9998 0.1517 0.1204

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0897
_diffrn_reflns_av_unetI/netI     0.1146
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            22519
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.682
_diffrn_reflns_theta_min         2.335
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(14)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3385
_diffrn_detector_type            Atlas
_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    -38.00  57.25   0.75   64.00    --   -9.42  57.00 -60.00  127
  2  ω    -81.00   5.25   0.75   64.00    --   -9.42 -57.00 150.00  115
  3  ω     -2.00  31.00   0.75   64.00    --   -9.42 -99.00 -60.00   44
  4  ω    -17.00   9.25   0.75   64.00    --   -9.42  19.00  60.00   35
  5  ω     32.00  59.00   0.75   64.00    --   -9.42  19.00  60.00   36
  6  ω     34.00  97.00   0.75   64.00    --   11.21-178.00 150.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0578558000
_diffrn_orient_matrix_UB_12      0.0191017000
_diffrn_orient_matrix_UB_13      -0.0169800000
_diffrn_orient_matrix_UB_21      0.0394566000
_diffrn_orient_matrix_UB_22      0.0445738000
_diffrn_orient_matrix_UB_23      -0.0106284000
_diffrn_orient_matrix_UB_31      0.0140574000
_diffrn_orient_matrix_UB_32      -0.0462769000
_diffrn_orient_matrix_UB_33      -0.0172876000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2873
_reflns_number_total             5422
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.260
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     360
_refine_ls_number_reflns         5422
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1415
_refine_ls_R_factor_gt           0.0678
_refine_ls_restrained_S_all      1.004
_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)+(0.0558P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1399
_refine_ls_wR_factor_ref         0.1783
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(H34D)=Sof(H34E)=Sof(H34F)=1-FVAR(1)
 Sof(H34A)=Sof(H34B)=Sof(H34C)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C23(H23), C14(H14), C21(H21), C33(H33), C12(H12), C5(H5), C4(H4),
 C29(H29), C30(H30), C7(H7), C32(H32)
3.b Disordered Me refined with riding coordinates:
 C34(H34A,H34B,H34C,H34D,H34E,H34F)
3.c Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C18(H18A,H18B,H18C), C16(H16A,H16B,H16C), C9(H9A,H9B,
 H9C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.8550(2) 0.5461(2) 0.45325(7) 0.0431(6) Uani 1 1 d . . . . .
N1 N 1.2029(2) 0.8681(2) 0.25478(8) 0.0309(6) Uani 1 1 d . . . . .
N2 N 1.1345(2) 0.9499(2) 0.27857(8) 0.0314(6) Uani 1 1 d . . . . .
N3 N 1.0850(2) 0.8807(2) 0.31156(8) 0.0287(6) Uani 1 1 d . . . . .
C8 C 1.0026(3) 0.7693(3) 0.37679(10) 0.0293(7) Uani 1 1 d . . . . .
C6 C 0.9296(3) 0.5863(3) 0.41824(10) 0.0346(8) Uani 1 1 d . . . . .
C1 C 1.1988(3) 0.7481(3) 0.27325(10) 0.0328(8) Uani 1 1 d . . . . .
H1 H 1.239300 0.675979 0.263021 0.039 Uiso 1 1 calc R . . . .
C28 C 1.2762(3) 0.9158(3) 0.21783(10) 0.0314(8) Uani 1 1 d . . . . .
C11 C 1.1246(3) 1.1410(3) 0.37800(10) 0.0299(7) Uani 1 1 d . . . . .
C23 C 0.6684(3) 1.0436(3) 0.38577(10) 0.0348(8) Uani 1 1 d . . . . .
H23 H 0.636086 1.075954 0.413262 0.042 Uiso 1 1 calc R . . . .
C13 C 1.3014(3) 1.1928(3) 0.44777(11) 0.0381(8) Uani 1 1 d . . . . .
C10 C 1.1260(3) 1.0125(3) 0.39165(10) 0.0292(7) Uani 1 1 d . . . . .
C14 C 1.3083(3) 1.0666(3) 0.45911(10) 0.0379(8) Uani 1 1 d . . . . .
H14 H 1.371215 1.040146 0.486200 0.045 Uiso 1 1 calc R . . . .
C20 C 0.7676(3) 0.9481(3) 0.30451(9) 0.0278(7) Uani 1 1 d . . . . .
C2 C 1.1221(3) 0.7574(3) 0.31000(10) 0.0312(7) Uani 1 1 d . . . . .
C21 C 0.6320(3) 0.9773(3) 0.30143(10) 0.0340(8) Uani 1 1 d . . . . .
H21 H 0.574693 0.964800 0.271256 0.041 Uiso 1 1 calc R . . . .
C15 C 1.2256(3) 0.9750(3) 0.43204(10) 0.0315(8) Uani 1 1 d . . . . .
C33 C 1.3472(3) 0.8354(3) 0.19232(11) 0.0435(9) Uani 1 1 d . . . . .
H33 H 1.344324 0.748473 0.197234 0.052 Uiso 1 1 calc R . . . .
C27 C 0.8887(3) 1.0399(3) 0.44130(10) 0.0382(8) Uani 1 1 d . . . . .
H27A H 0.936624 1.118271 0.440776 0.057 Uiso 1 1 calc GR . . . .
H27B H 0.951810 0.972043 0.449466 0.057 Uiso 1 1 calc GR . . . .
H27C H 0.830914 1.044519 0.465890 0.057 Uiso 1 1 calc GR . . . .
C22 C 0.5787(3) 1.0244(3) 0.34153(11) 0.0372(8) Uani 1 1 d . . . . .
C3 C 1.0664(3) 0.6854(3) 0.34783(10) 0.0310(7) Uani 1 1 d . . . . .
C12 C 1.2117(3) 1.2275(3) 0.40577(10) 0.0348(8) Uani 1 1 d . . . . .
H12 H 1.209194 1.311556 0.395583 0.042 Uiso 1 1 calc R . . . .
C5 C 0.9968(3) 0.5057(3) 0.39069(11) 0.0379(8) Uani 1 1 d . . . . .
H5 H 0.996351 0.418943 0.396216 0.045 Uiso 1 1 calc R . . . .
C4 C 1.0650(3) 0.5553(3) 0.35480(10) 0.0377(8) Uani 1 1 d . . . . .
H4 H 1.109077 0.502020 0.335648 0.045 Uiso 1 1 calc R . . . .
C29 C 1.2759(3) 1.0445(3) 0.20929(11) 0.0430(9) Uani 1 1 d . . . . .
H29 H 1.225240 1.098259 0.225847 0.052 Uiso 1 1 calc R . . . .
C18 C 1.2499(3) 0.8399(3) 0.44814(11) 0.0456(9) Uani 1 1 d . . . . .
H18A H 1.172631 0.808028 0.460450 0.068 Uiso 1 1 calc GR . . . .
H18B H 1.327265 0.835407 0.474067 0.068 Uiso 1 1 calc GR . . . .
H18C H 1.265442 0.789880 0.420207 0.068 Uiso 1 1 calc GR . . . .
C16 C 1.0292(3) 1.1938(3) 0.33377(10) 0.0353(8) Uani 1 1 d . . . . .
H16A H 1.019495 1.134038 0.306822 0.053 Uiso 1 1 calc GR . . . .
H16B H 1.064644 1.271691 0.323303 0.053 Uiso 1 1 calc GR . . . .
H16C H 0.943013 1.209081 0.343132 0.053 Uiso 1 1 calc GR . . . .
C19 C 0.8600(3) 0.9668(3) 0.34953(9) 0.0277(7) Uani 1 1 d . . . . .
C30 C 1.3523(3) 1.0925(4) 0.17564(11) 0.0480(9) Uani 1 1 d . . . . .
H30 H 1.352494 1.179199 0.169951 0.058 Uiso 1 1 calc R . . . .
C24 C 0.8044(3) 1.0162(3) 0.39017(10) 0.0319(8) Uani 1 1 d . . . . .
C9 C 0.8461(4) 0.4144(3) 0.46114(12) 0.0508(10) Uani 1 1 d . . . . .
H9A H 0.791031 0.398958 0.486042 0.076 Uiso 1 1 calc GR . . . .
H9B H 0.934549 0.380775 0.472211 0.076 Uiso 1 1 calc GR . . . .
H9C H 0.806788 0.374067 0.430504 0.076 Uiso 1 1 calc GR . . . .
C7 C 0.9322(3) 0.7166(3) 0.41121(10) 0.0329(8) Uani 1 1 d . . . . .
H7 H 0.885965 0.769117 0.429930 0.040 Uiso 1 1 calc R . . . .
C32 C 1.4233(4) 0.8860(4) 0.15906(12) 0.0517(10) Uani 1 1 d . . . . .
H32 H 1.472640 0.831773 0.142127 0.062 Uiso 1 1 calc R . . . .
C25 C 0.8105(3) 0.8917(3) 0.25863(10) 0.0403(9) Uani 1 1 d . . . . .
H25A H 0.875560 0.946015 0.247409 0.060 Uiso 1 1 calc GR . . . .
H25B H 0.733486 0.883364 0.232740 0.060 Uiso 1 1 calc GR . . . .
H25C H 0.849614 0.809915 0.266588 0.060 Uiso 1 1 calc GR . . . .
C31 C 1.4279(3) 1.0148(4) 0.15040(11) 0.0479(10) Uani 1 1 d . . . . .
C26 C 0.4324(3) 1.0513(4) 0.33825(13) 0.0629(12) Uani 1 1 d . . . . .
H26A H 0.383048 0.973215 0.334826 0.094 Uiso 1 1 calc GR . . . .
H26B H 0.402296 1.104001 0.309810 0.094 Uiso 1 1 calc GR . . . .
H26C H 0.417473 1.093925 0.367997 0.094 Uiso 1 1 calc GR . . . .
C17 C 1.3898(4) 1.2894(4) 0.47831(12) 0.0596(11) Uani 1 1 d . . . . .
H17A H 1.466484 1.307012 0.462755 0.089 Uiso 1 1 calc GR . . . .
H17B H 1.419598 1.256863 0.511277 0.089 Uiso 1 1 calc GR . . . .
H17C H 1.339710 1.365907 0.480329 0.089 Uiso 1 1 calc GR . . . .
C34 C 1.5118(4) 1.0694(4) 0.11440(13) 0.0681(12) Uani 1 1 d . . . . .
H34A H 1.557360 1.002176 0.100344 0.082 Uiso 0.35(4) 1 calc R . P . .
H34B H 1.454420 1.113546 0.088189 0.082 Uiso 0.35(4) 1 calc R . P . .
H34C H 1.576856 1.127039 0.131818 0.082 Uiso 0.35(4) 1 calc R . P . .
H34D H 1.501731 1.159665 0.113224 0.082 Uiso 0.65(4) 1 calc R . P . .
H34E H 1.604671 1.048295 0.125379 0.082 Uiso 0.65(4) 1 calc R . P . .
H34F H 1.482235 1.034801 0.081749 0.082 Uiso 0.65(4) 1 calc R . P . .
B1 B 1.0147(3) 0.9167(3) 0.36032(11) 0.0276(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
O1 C6 1.377(3) . ?
O1 C9 1.414(4) . ?
N1 N2 1.339(3) . ?
N1 C1 1.368(4) . ?
N1 C28 1.437(4) . ?
N2 N3 1.319(3) . ?
N3 C2 1.360(4) . ?
N3 B1 1.651(4) . ?
C8 C3 1.412(4) . ?
C8 C7 1.384(4) . ?
C8 B1 1.632(5) . ?
C6 C5 1.385(4) . ?
C6 C7 1.392(4) . ?
C1 C2 1.367(4) . ?
C28 C33 1.373(4) . ?
C28 C29 1.380(5) . ?
C11 C10 1.408(4) . ?
C11 C12 1.398(4) . ?
C11 C16 1.514(4) . ?
C23 C22 1.392(4) . ?
C23 C24 1.387(4) . ?
C13 C14 1.369(5) . ?
C13 C12 1.381(4) . ?
C13 C17 1.510(5) . ?
C10 C15 1.414(4) . ?
C10 B1 1.640(5) . ?
C14 C15 1.403(4) . ?
C20 C21 1.391(4) . ?
C20 C19 1.421(4) . ?
C20 C25 1.511(4) . ?
C2 C3 1.466(4) . ?
C21 C22 1.387(4) . ?
C15 C18 1.502(4) . ?
C33 C32 1.389(4) . ?
C27 C24 1.523(4) . ?
C22 C26 1.491(4) . ?
C3 C4 1.389(4) . ?
C5 C4 1.388(4) . ?
C29 C30 1.388(4) . ?
C19 C24 1.420(4) . ?
C19 B1 1.626(4) . ?
C30 C31 1.380(5) . ?
C32 C31 1.384(5) . ?
C31 C34 1.513(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
C6 O1 C9 117.7(3) . . ?
N2 N1 C1 111.8(2) . . ?
N2 N1 C28 118.7(3) . . ?
C1 N1 C28 129.3(3) . . ?
N3 N2 N1 104.8(2) . . ?
N2 N3 C2 111.9(2) . . ?
N2 N3 B1 133.0(2) . . ?
C2 N3 B1 113.8(2) . . ?
C3 C8 B1 112.6(2) . . ?
C7 C8 C3 117.3(3) . . ?
C7 C8 B1 129.8(3) . . ?
O1 C6 C5 124.0(3) . . ?
O1 C6 C7 115.2(3) . . ?
C5 C6 C7 120.8(3) . . ?
C2 C1 N1 105.0(3) . . ?
C33 C28 N1 120.7(3) . . ?
C33 C28 C29 120.8(3) . . ?
C29 C28 N1 118.5(3) . . ?
C10 C11 C16 122.8(3) . . ?
C12 C11 C10 120.7(3) . . ?
C12 C11 C16 116.4(3) . . ?
C24 C23 C22 122.2(3) . . ?
C14 C13 C12 116.5(3) . . ?
C14 C13 C17 122.2(3) . . ?
C12 C13 C17 121.2(3) . . ?
C11 C10 C15 116.7(3) . . ?
C11 C10 B1 118.9(2) . . ?
C15 C10 B1 124.3(3) . . ?
C13 C14 C15 123.5(3) . . ?
C21 C20 C19 121.0(2) . . ?
C21 C20 C25 117.0(2) . . ?
C19 C20 C25 121.9(3) . . ?
N3 C2 C1 106.5(3) . . ?
N3 C2 C3 109.6(3) . . ?
C1 C2 C3 143.9(3) . . ?
C22 C21 C20 122.7(3) . . ?
C10 C15 C18 123.6(3) . . ?
C14 C15 C10 119.7(3) . . ?
C14 C15 C18 116.8(3) . . ?
C28 C33 C32 118.9(3) . . ?
C23 C22 C26 121.0(3) . . ?
C21 C22 C23 116.8(3) . . ?
C21 C22 C26 122.2(3) . . ?
C8 C3 C2 109.3(3) . . ?
C4 C3 C8 122.0(3) . . ?
C4 C3 C2 128.6(3) . . ?
C13 C12 C11 122.5(3) . . ?
C6 C5 C4 119.6(3) . . ?
C5 C4 C3 119.2(3) . . ?
C28 C29 C30 119.0(3) . . ?
C20 C19 B1 125.4(2) . . ?
C24 C19 C20 115.7(3) . . ?
C24 C19 B1 118.2(2) . . ?
C31 C30 C29 121.7(4) . . ?
C23 C24 C27 115.8(2) . . ?
C23 C24 C19 121.6(3) . . ?
C19 C24 C27 122.6(3) . . ?
C8 C7 C6 121.0(3) . . ?
C31 C32 C33 121.8(3) . . ?
C30 C31 C32 117.7(3) . . ?
C30 C31 C34 120.8(4) . . ?
C32 C31 C34 121.6(3) . . ?
C8 B1 N3 93.6(2) . . ?
C8 B1 C10 121.6(2) . . ?
C10 B1 N3 102.1(2) . . ?
C19 B1 N3 117.4(2) . . ?
C19 B1 C8 104.3(2) . . ?
C19 B1 C10 116.4(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 1.357
_oxdiff_exptl_absorpt_empirical_full_min 0.846
####################################################################### 
# 
# 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_rko18005
_database_code_depnum_ccdc_archive 'CCDC 1979848'
loop_
_audit_author_name
_audit_author_address
'Andreas Orthaber'
;Uppsala University
Sweden
;
_audit_update_record             
;
2020-01-24 deposited with the CCDC.	2020-04-23 downloaded from the CCDC.
;
_audit_creation_date             2019-10-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H39 B N4 O'
_chemical_formula_sum            'C35 H39 B N4 O'
_chemical_formula_weight         542.51
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C35 H39 B N4 O'
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'
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                   10.1274(4)
_cell_length_b                   10.6069(5)
_cell_length_c                   27.6877(12)
_cell_angle_alpha                90
_cell_angle_beta                 98.683(4)
_cell_angle_gamma                90
_cell_volume                     2940.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7434
_cell_measurement_temperature    149.6(6)
_cell_measurement_theta_max      29.2990
_cell_measurement_theta_min      3.5380
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80534
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic red'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.204
_exptl_crystal_size_mid          0.181
_exptl_crystal_size_min          0.037
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_av_unetI/netI     0.0401
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            24420
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.692
_diffrn_reflns_theta_min         2.798
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.6(6)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3385
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -59.00 -34.00   1.00  128.00    --   -9.42 -57.00 120.00   25
  2  ω    -31.00  54.00   1.00  128.00    --   -9.42  77.00 -90.00   85
  3  ω     48.00  74.00   1.00  128.00    --   11.14-178.00-150.00   26
  4  ω      4.00  85.00   1.00  128.00    --   11.14  38.00  30.00   81
  5  ω     -8.00  24.00   1.00  128.00    --   11.14 -99.00   0.00   32
  6  ω     34.00  93.00   1.00  128.00    --   11.14-178.00-180.00   59
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0701695000
_diffrn_orient_matrix_UB_12      0.0019058000
_diffrn_orient_matrix_UB_13      -0.0073720000
_diffrn_orient_matrix_UB_21      0.0088828000
_diffrn_orient_matrix_UB_22      0.0414161000
_diffrn_orient_matrix_UB_23      -0.0193621000
_diffrn_orient_matrix_UB_31      0.0044790000
_diffrn_orient_matrix_UB_32      -0.0524146000
_diffrn_orient_matrix_UB_33      -0.0155745000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5079
_reflns_number_total             7085
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         7085
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0852
_refine_ls_R_factor_gt           0.0562
_refine_ls_restrained_S_all      1.048
_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)+(0.0535P)²+1.2913P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1269
_refine_ls_wR_factor_ref         0.1412
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(H17D)=Sof(H17E)=Sof(H17F)=1-FVAR(1)
 Sof(H17A)=Sof(H17B)=Sof(H17C)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C14(H14), C12(H12), C5(H5), C23(H23), C29(H29), C21(H21), C8(H8),
 C7(H7), C30(H30), C33(H33), C32(H32)
3.b Disordered Me refined with riding coordinates:
 C17(H17A,H17B,H17C,H17D,H17E,H17F)
3.c Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C27(H27A,H27B,H27C), C18(H18A,H18B,H18C), C34(H34A,H34B,
 H34C), C16(H16A,H16B,H16C), C26(H26A,H26B,H26C), C35(H35A,H35B,H35C), C9(H9A,
 H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.59310(14) 0.95333(13) 0.44868(5) 0.0419(4) Uani 1 1 d . . . . .
N4 N 0.24245(13) 0.61005(13) 0.31407(5) 0.0236(3) Uani 1 1 d . . . . .
N2 N 0.07252(13) 0.61687(14) 0.26037(5) 0.0251(3) Uani 1 1 d . . . . .
N3 N 0.16357(13) 0.53842(14) 0.28353(5) 0.0258(3) Uani 1 1 d . . . . .
C28 C -0.03385(16) 0.56391(17) 0.22605(6) 0.0260(4) Uani 1 1 d . . . . .
C1 C 0.09221(17) 0.73760(17) 0.27643(6) 0.0276(4) Uani 1 1 d . . . . .
H1 H 0.041363 0.808202 0.265960 0.033 Uiso 1 1 calc R . . . .
C10 C 0.27269(15) 0.48417(16) 0.39381(6) 0.0240(4) Uani 1 1 d . . . . .
C14 C 0.20399(17) 0.26959(18) 0.41056(6) 0.0305(4) Uani 1 1 d . . . . .
H14 H 0.198585 0.185064 0.401552 0.037 Uiso 1 1 calc R . . . .
C19 C 0.49926(15) 0.52098(16) 0.35150(6) 0.0229(3) Uani 1 1 d . . . . .
C3 C 0.29204(17) 0.80755(17) 0.34698(6) 0.0266(4) Uani 1 1 d . . . . .
C6 C 0.48925(18) 0.91080(18) 0.41481(6) 0.0318(4) Uani 1 1 d . . . . .
C12 C 0.15766(17) 0.43391(19) 0.46312(6) 0.0325(4) Uani 1 1 d . . . . .
H12 H 0.120884 0.461655 0.490045 0.039 Uiso 1 1 calc R . . . .
C5 C 0.48155(17) 0.78043(18) 0.40931(6) 0.0291(4) Uani 1 1 d . . . . .
H5 H 0.544364 0.729498 0.428001 0.035 Uiso 1 1 calc R . . . .
C15 C 0.26078(15) 0.35504(17) 0.38131(6) 0.0256(4) Uani 1 1 d . . . . .
C20 C 0.55064(16) 0.52801(16) 0.30670(6) 0.0243(4) Uani 1 1 d . . . . .
C23 C 0.71580(16) 0.43325(17) 0.38726(6) 0.0279(4) Uani 1 1 d . . . . .
H23 H 0.770603 0.401681 0.414560 0.034 Uiso 1 1 calc R . . . .
C29 C -0.04080(17) 0.43393(18) 0.22075(6) 0.0302(4) Uani 1 1 d . . . . .
H29 H 0.025540 0.383631 0.237886 0.036 Uiso 1 1 calc R . . . .
C2 C 0.20375(16) 0.73246(17) 0.31153(6) 0.0258(4) Uani 1 1 d . . . . .
C11 C 0.21326(16) 0.52294(18) 0.43480(6) 0.0272(4) Uani 1 1 d . . . . .
C21 C 0.68064(17) 0.48720(17) 0.30337(6) 0.0283(4) Uani 1 1 d . . . . .
H21 H 0.711458 0.492512 0.273451 0.034 Uiso 1 1 calc R . . . .
C24 C 0.58677(16) 0.47302(17) 0.39220(6) 0.0258(4) Uani 1 1 d . . . . .
C4 C 0.38124(16) 0.72548(17) 0.37626(6) 0.0249(4) Uani 1 1 d . . . . .
C8 C 0.29902(18) 0.93682(18) 0.35254(7) 0.0321(4) Uani 1 1 d . . . . .
H8 H 0.238235 0.988596 0.333317 0.038 Uiso 1 1 calc R . . . .
C31 C -0.24633(17) 0.45239(19) 0.16396(6) 0.0334(4) Uani 1 1 d . . . . .
C22 C 0.76488(16) 0.43906(18) 0.34342(6) 0.0290(4) Uani 1 1 d . . . . .
C25 C 0.47054(18) 0.58105(19) 0.26060(6) 0.0311(4) Uani 1 1 d . . . . .
H25A H 0.394845 0.527808 0.250337 0.047 Uiso 1 1 calc GR . . . .
H25B H 0.525649 0.584609 0.235302 0.047 Uiso 1 1 calc GR . . . .
H25C H 0.440330 0.664373 0.266929 0.047 Uiso 1 1 calc GR . . . .
B1 B 0.35572(18) 0.57766(19) 0.36172(7) 0.0237(4) Uani 1 1 d . . . . .
C7 C 0.39772(19) 0.98891(18) 0.38713(7) 0.0335(4) Uani 1 1 d . . . . .
H7 H 0.402269 1.075767 0.391662 0.040 Uiso 1 1 calc R . . . .
C30 C -0.14491(18) 0.37862(19) 0.19037(6) 0.0334(4) Uani 1 1 d . . . . .
H30 H -0.148159 0.291324 0.187280 0.040 Uiso 1 1 calc R . . . .
C27 C 0.54958(17) 0.4622(2) 0.44309(6) 0.0327(4) Uani 1 1 d . . . . .
H27A H 0.494128 0.532252 0.448992 0.049 Uiso 1 1 calc GR . . . .
H27B H 0.629269 0.462626 0.466778 0.049 Uiso 1 1 calc GR . . . .
H27C H 0.501822 0.384950 0.445715 0.049 Uiso 1 1 calc GR . . . .
C18 C 0.30982(18) 0.30034(18) 0.33685(6) 0.0303(4) Uani 1 1 d . . . . .
H18A H 0.299824 0.361808 0.311106 0.045 Uiso 1 1 calc GR . . . .
H18B H 0.258485 0.226666 0.326203 0.045 Uiso 1 1 calc GR . . . .
H18C H 0.402308 0.277800 0.344994 0.045 Uiso 1 1 calc GR . . . .
N1 N -0.35398(17) 0.39582(17) 0.13568(7) 0.0488(5) Uani 1 1 d . . . . .
C13 C 0.15516(18) 0.3066(2) 0.45275(7) 0.0352(4) Uani 1 1 d . . . . .
C33 C -0.12927(17) 0.63895(18) 0.19932(6) 0.0321(4) Uani 1 1 d . . . . .
H33 H -0.123822 0.726269 0.201932 0.038 Uiso 1 1 calc R . . . .
C32 C -0.23410(18) 0.58264(19) 0.16830(7) 0.0355(4) Uani 1 1 d . . . . .
H32 H -0.297613 0.633664 0.150008 0.043 Uiso 1 1 calc R . . . .
C34 C -0.3561(2) 0.2605(2) 0.12967(8) 0.0491(6) Uani 1 1 d . . . . .
H34A H -0.284485 0.235391 0.112669 0.074 Uiso 1 1 calc GR . . . .
H34B H -0.439848 0.235455 0.111162 0.074 Uiso 1 1 calc GR . . . .
H34C H -0.345345 0.220832 0.161178 0.074 Uiso 1 1 calc GR . . . .
C16 C 0.21041(19) 0.65805(19) 0.45116(7) 0.0353(4) Uani 1 1 d . . . . .
H16A H 0.299388 0.684861 0.463916 0.053 Uiso 1 1 calc GR . . . .
H16B H 0.154595 0.665296 0.476135 0.053 Uiso 1 1 calc GR . . . .
H16C H 0.175418 0.710196 0.423869 0.053 Uiso 1 1 calc GR . . . .
C26 C 0.90616(18) 0.3979(2) 0.34017(8) 0.0446(5) Uani 1 1 d . . . . .
H26A H 0.958966 0.470291 0.334749 0.067 Uiso 1 1 calc GR . . . .
H26B H 0.905437 0.339804 0.313563 0.067 Uiso 1 1 calc GR . . . .
H26C H 0.943824 0.357628 0.370149 0.067 Uiso 1 1 calc GR . . . .
C17 C 0.1018(3) 0.2117(2) 0.48542(8) 0.0558(6) Uani 1 1 d . . . . .
H17A H 0.108349 0.128596 0.472220 0.067 Uiso 0.46(2) 1 calc R . P . .
H17B H 0.153071 0.215603 0.517507 0.067 Uiso 0.46(2) 1 calc R . P . .
H17C H 0.009962 0.230315 0.487324 0.067 Uiso 0.46(2) 1 calc R . P . .
H17D H 0.072572 0.254413 0.512481 0.067 Uiso 0.54(2) 1 calc R . P . .
H17E H 0.027851 0.167406 0.467194 0.067 Uiso 0.54(2) 1 calc R . P . .
H17F H 0.170959 0.152694 0.497377 0.067 Uiso 0.54(2) 1 calc R . P . .
C35 C -0.4469(2) 0.4704(2) 0.10393(9) 0.0573(7) Uani 1 1 d . . . . .
H35A H -0.483582 0.534364 0.122562 0.086 Uiso 1 1 calc GR . . . .
H35B H -0.517630 0.417628 0.088211 0.086 Uiso 1 1 calc GR . . . .
H35C H -0.402136 0.509497 0.079648 0.086 Uiso 1 1 calc GR . . . .
C9 C 0.6029(2) 1.0856(2) 0.45691(8) 0.0496(6) Uani 1 1 d . . . . .
H9A H 0.615342 1.127462 0.427176 0.074 Uiso 1 1 calc GR . . . .
H9B H 0.677530 1.103125 0.481730 0.074 Uiso 1 1 calc GR . . . .
H9C H 0.522329 1.115633 0.467363 0.074 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C6 1.375(2) . ?
O1 C9 1.423(3) . ?
N4 N3 1.3140(19) . ?
N4 C2 1.355(2) . ?
N4 B1 1.648(2) . ?
N2 N3 1.3323(19) . ?
N2 C28 1.439(2) . ?
N2 C1 1.360(2) . ?
C28 C29 1.387(3) . ?
C28 C33 1.378(2) . ?
C1 C2 1.375(2) . ?
C10 C15 1.413(2) . ?
C10 C11 1.423(2) . ?
C10 B1 1.645(3) . ?
C14 C15 1.396(2) . ?
C14 C13 1.392(3) . ?
C19 C20 1.418(2) . ?
C19 C24 1.419(2) . ?
C19 B1 1.637(2) . ?
C3 C2 1.460(2) . ?
C3 C4 1.418(2) . ?
C3 C8 1.380(3) . ?
C6 C5 1.392(3) . ?
C6 C7 1.385(3) . ?
C12 C11 1.399(3) . ?
C12 C13 1.380(3) . ?
C5 C4 1.389(2) . ?
C15 C18 1.511(2) . ?
C20 C21 1.402(2) . ?
C20 C25 1.514(2) . ?
C23 C24 1.399(2) . ?
C23 C22 1.381(2) . ?
C29 C30 1.377(2) . ?
C11 C16 1.505(3) . ?
C21 C22 1.390(2) . ?
C24 C27 1.517(2) . ?
C4 B1 1.630(3) . ?
C8 C7 1.390(3) . ?
C31 C30 1.405(3) . ?
C31 N1 1.380(2) . ?
C31 C32 1.391(3) . ?
C22 C26 1.511(2) . ?
N1 C34 1.444(3) . ?
N1 C35 1.427(3) . ?
C13 C17 1.507(3) . ?
C33 C32 1.395(3) . ?

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
C6 O1 C9 117.41(16) . . ?
N3 N4 C2 112.18(13) . . ?
N3 N4 B1 132.58(14) . . ?
C2 N4 B1 113.71(13) . . ?
N3 N2 C28 117.96(14) . . ?
N3 N2 C1 111.96(13) . . ?
C1 N2 C28 129.91(14) . . ?
N4 N3 N2 104.95(13) . . ?
C29 C28 N2 118.62(15) . . ?
C33 C28 N2 121.58(16) . . ?
C33 C28 C29 119.79(16) . . ?
N2 C1 C2 104.94(15) . . ?
C15 C10 C11 116.40(16) . . ?
C15 C10 B1 118.92(14) . . ?
C11 C10 B1 124.66(16) . . ?
C13 C14 C15 122.22(18) . . ?
C20 C19 C24 116.49(14) . . ?
C20 C19 B1 125.79(14) . . ?
C24 C19 B1 117.32(14) . . ?
C4 C3 C2 108.79(15) . . ?
C8 C3 C2 129.24(16) . . ?
C8 C3 C4 121.92(16) . . ?
O1 C6 C5 115.15(16) . . ?
O1 C6 C7 124.06(17) . . ?
C7 C6 C5 120.79(16) . . ?
C13 C12 C11 122.70(17) . . ?
C4 C5 C6 120.82(16) . . ?
C10 C15 C18 123.04(15) . . ?
C14 C15 C10 120.96(16) . . ?
C14 C15 C18 115.99(16) . . ?
C19 C20 C25 122.45(15) . . ?
C21 C20 C19 120.90(15) . . ?
C21 C20 C25 116.64(15) . . ?
C22 C23 C24 122.54(15) . . ?
C30 C29 C28 120.67(16) . . ?
N4 C2 C1 105.96(15) . . ?
N4 C2 C3 110.16(14) . . ?
C1 C2 C3 143.85(17) . . ?
C10 C11 C16 123.02(16) . . ?
C12 C11 C10 120.42(17) . . ?
C12 C11 C16 116.52(16) . . ?
C22 C21 C20 122.03(16) . . ?
C19 C24 C27 123.51(14) . . ?
C23 C24 C19 120.74(15) . . ?
C23 C24 C27 115.75(14) . . ?
C3 C4 B1 112.70(14) . . ?
C5 C4 C3 117.31(16) . . ?
C5 C4 B1 129.75(15) . . ?
C3 C8 C7 119.41(17) . . ?
N1 C31 C30 120.39(18) . . ?
N1 C31 C32 122.24(17) . . ?
C32 C31 C30 117.36(16) . . ?
C23 C22 C21 117.29(15) . . ?
C23 C22 C26 120.60(16) . . ?
C21 C22 C26 122.08(16) . . ?
C10 B1 N4 101.96(12) . . ?
C19 B1 N4 117.84(13) . . ?
C19 B1 C10 114.32(14) . . ?
C4 B1 N4 93.58(12) . . ?
C4 B1 C10 121.44(14) . . ?
C4 B1 C19 106.51(14) . . ?
C6 C7 C8 119.67(17) . . ?
C29 C30 C31 120.85(18) . . ?
C31 N1 C34 119.61(17) . . ?
C31 N1 C35 119.99(19) . . ?
C35 N1 C34 118.89(17) . . ?
C14 C13 C17 121.32(19) . . ?
C12 C13 C14 116.95(17) . . ?
C12 C13 C17 121.74(18) . . ?
C28 C33 C32 119.35(18) . . ?
C31 C32 C33 121.88(16) . . ?

_olex2_date_sample_data_collection 2019-06-25
_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 1.306
_oxdiff_exptl_absorpt_empirical_full_min 0.755
####################################################################### 
# 
# 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_rko18018
_database_code_depnum_ccdc_archive 'CCDC 1979849'
loop_
_audit_author_name
_audit_author_address
'Andreas Orthaber'
;Uppsala University
Sweden
;
_audit_update_record             
;
2020-01-24 deposited with the CCDC.	2020-04-23 downloaded from the CCDC.
;
_audit_creation_date             2020-01-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H33 B N4 O, 0.42(C H Cl3)'
_chemical_formula_sum            'C34.42 H33.42 B Cl1.26 N4 O'
_chemical_formula_weight         574.44
_chemical_melting_point          ?
_chemical_oxdiff_formula         C34H33BN4O
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           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   15.5807(5)
_cell_length_b                   10.6032(3)
_cell_length_c                   36.5596(13)
_cell_angle_alpha                90
_cell_angle_beta                 98.811(3)
_cell_angle_gamma                90
_cell_volume                     5968.6(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    17176
_cell_measurement_temperature    150.00(14)
_cell_measurement_theta_max      29.0690
_cell_measurement_theta_min      3.3610
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.958
_exptl_absorpt_coefficient_mu    0.186
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90280
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             2418
_exptl_crystal_size_max          0.235
_exptl_crystal_size_mid          0.157
_exptl_crystal_size_min          0.122
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0238
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       48
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            39569
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.281
_diffrn_reflns_theta_min         3.031
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(14)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3385
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -10.00  29.00   1.00   50.00    --   -9.42 -19.00 -60.00   39
  2  ω    -87.00 -61.00   1.00   50.00    --   -9.42 -19.00 -60.00   26
  3  ω     -9.00  17.00   1.00   50.00    --   -9.42 -57.00 -60.00   26
  4  ω    -44.00  22.00   1.00   50.00    --   -9.42 -77.00-180.00   66
  5  ω     46.00  96.00   1.00   50.00    --   11.14-178.00-150.00   50
  6  ω    -68.00  52.00   1.00   50.00    --   11.14 -19.00 120.00  120
  7  ω    -62.00  37.00   1.00   50.00    --   11.14 -57.00-120.00   99
  8  ω     58.00  96.00   1.00   50.00    --   11.14-178.00  60.00   38
  9  ω     -5.00  21.00   1.00   50.00    --   11.14 -38.00  90.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0062993000
_diffrn_orient_matrix_UB_12      -0.0072210000
_diffrn_orient_matrix_UB_13      -0.0195118000
_diffrn_orient_matrix_UB_21      0.0295358000
_diffrn_orient_matrix_UB_22      0.0500396000
_diffrn_orient_matrix_UB_23      -0.0013770000
_diffrn_orient_matrix_UB_31      0.0347875000
_diffrn_orient_matrix_UB_32      -0.0438169000
_diffrn_orient_matrix_UB_33      0.0016188000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5915
_reflns_number_total             7284
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.550
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     405
_refine_ls_number_reflns         7284
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0643
_refine_ls_R_factor_gt           0.0511
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.037
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0563P)²+7.0640P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1273
_refine_ls_wR_factor_ref         0.1363
_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. Others
 Sof(Cl1S)=Sof(Cl2S)=Sof(C1S)=Sof(H1S)=Sof(Cl3S)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C1S(H1S)
3.b Aromatic/amide H refined with riding coordinates:
 C21(H21), C1(H1), C23(H23), C12(H12), C33(H33), C5(H5), C32(H32), C8(H8),
 C7(H7), C29(H29), C30(H30), C14(H14)
3.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C27(H27A,H27B,H27C), C25(H25A,H25B,H25C), C9(H9A,H9B,
 H9C), C26(H26A,H26B,H26C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C)
;
_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
O1 O 0.27551(8) 0.31225(12) 0.41512(4) 0.0412(3) Uani 1 1 d . . . . .
N4 N 0.52106(8) 0.66949(12) 0.35960(3) 0.0237(3) Uani 1 1 d . . . . .
N2 N 0.63903(8) 0.67031(12) 0.33874(3) 0.0249(3) Uani 1 1 d . . . . .
N3 N 0.57258(8) 0.74362(12) 0.34456(4) 0.0254(3) Uani 1 1 d . . . . .
C24 C 0.32101(10) 0.69817(14) 0.31839(4) 0.0245(3) Uani 1 1 d . . . . .
C2 C 0.55273(9) 0.54927(14) 0.36430(4) 0.0247(3) Uani 1 1 d . . . . .
C3 C 0.49215(10) 0.47101(14) 0.38118(4) 0.0263(3) Uani 1 1 d . . . . .
C11 C 0.49904(9) 0.92055(14) 0.40133(4) 0.0252(3) Uani 1 1 d . . . . .
C19 C 0.34526(9) 0.73715(13) 0.35560(4) 0.0225(3) Uani 1 1 d . . . . .
C28 C 0.70569(9) 0.72879(15) 0.32155(4) 0.0262(3) Uani 1 1 d . . . . .
C20 C 0.27922(10) 0.79293(14) 0.37296(4) 0.0247(3) Uani 1 1 d . . . . .
C10 C 0.48230(9) 0.79621(14) 0.41270(4) 0.0252(3) Uani 1 1 d . . . . .
C21 C 0.19525(10) 0.80830(15) 0.35370(4) 0.0274(3) Uani 1 1 d . . . . .
H21 H 0.153724 0.847353 0.365586 0.033 Uiso 1 1 calc R . . . .
C4 C 0.42478(9) 0.54824(14) 0.39042(4) 0.0248(3) Uani 1 1 d . . . . .
C1 C 0.62967(10) 0.54927(15) 0.35033(4) 0.0279(3) Uani 1 1 d . . . . .
H1 H 0.667176 0.481729 0.349046 0.033 Uiso 1 1 calc R . . . .
C31 C 0.82726(10) 0.84655(16) 0.28565(4) 0.0307(3) Uani 1 1 d . . . . .
N1 N 0.92882(10) 0.96117(18) 0.24662(5) 0.0520(5) Uani 1 1 d . . . . .
C23 C 0.23598(10) 0.71291(15) 0.30044(4) 0.0282(3) Uani 1 1 d . . . . .
H23 H 0.221913 0.685178 0.276124 0.034 Uiso 1 1 calc R . . . .
C22 C 0.17153(10) 0.76754(16) 0.31758(4) 0.0301(3) Uani 1 1 d . . . . .
C12 C 0.54629(10) 1.00484(15) 0.42587(5) 0.0297(3) Uani 1 1 d . . . . .
H12 H 0.557502 1.085097 0.417492 0.036 Uiso 1 1 calc R . . . .
C16 C 0.46379(10) 0.97113(15) 0.36320(4) 0.0296(3) Uani 1 1 d . . . . .
H16A H 0.468687 0.907435 0.344970 0.044 Uiso 1 1 calc GR . . . .
H16B H 0.496500 1.044143 0.358164 0.044 Uiso 1 1 calc GR . . . .
H16C H 0.403864 0.993847 0.362310 0.044 Uiso 1 1 calc GR . . . .
C33 C 0.77013(10) 0.65704(16) 0.30952(4) 0.0299(3) Uani 1 1 d . . . . .
H33 H 0.772553 0.570392 0.313493 0.036 Uiso 1 1 calc R . . . .
C6 C 0.35121(10) 0.35895(15) 0.40550(4) 0.0301(3) Uani 1 1 d . . . . .
C5 C 0.35384(10) 0.48954(15) 0.40174(4) 0.0283(3) Uani 1 1 d . . . . .
H5 H 0.307374 0.537972 0.406881 0.034 Uiso 1 1 calc R . . . .
C27 C 0.38418(10) 0.63542(17) 0.29649(4) 0.0317(3) Uani 1 1 d . . . . .
H27A H 0.428757 0.694368 0.292701 0.048 Uiso 1 1 calc GR . . . .
H27B H 0.353782 0.608443 0.272952 0.048 Uiso 1 1 calc GR . . . .
H27C H 0.410043 0.563691 0.309923 0.048 Uiso 1 1 calc GR . . . .
C13 C 0.57717(10) 0.97339(17) 0.46232(5) 0.0345(4) Uani 1 1 d . . . . .
C32 C 0.83121(10) 0.71647(17) 0.29139(5) 0.0326(4) Uani 1 1 d . . . . .
H32 H 0.874758 0.669395 0.283081 0.039 Uiso 1 1 calc R . . . .
C8 C 0.49123(11) 0.34136(15) 0.38613(5) 0.0324(3) Uani 1 1 d . . . . .
H8 H 0.537487 0.292411 0.381024 0.039 Uiso 1 1 calc R . . . .
C25 C 0.29345(11) 0.83541(17) 0.41302(5) 0.0334(4) Uani 1 1 d . . . . .
H25A H 0.318481 0.767612 0.428506 0.050 Uiso 1 1 calc GR . . . .
H25B H 0.238818 0.859022 0.420099 0.050 Uiso 1 1 calc GR . . . .
H25C H 0.332064 0.906486 0.415838 0.050 Uiso 1 1 calc GR . . . .
C7 C 0.42061(11) 0.28494(15) 0.39881(5) 0.0332(4) Uani 1 1 d . . . . .
H7 H 0.419962 0.198318 0.402750 0.040 Uiso 1 1 calc R . . . .
C29 C 0.70318(11) 0.85939(16) 0.31716(5) 0.0347(4) Uani 1 1 d . . . . .
H29 H 0.660767 0.906696 0.326221 0.042 Uiso 1 1 calc R . . . .
C30 C 0.76419(11) 0.91807(17) 0.29924(5) 0.0357(4) Uani 1 1 d . . . . .
H30 H 0.763103 1.005194 0.296277 0.043 Uiso 1 1 calc R . . . .
C34 C 0.88547(11) 0.90935(18) 0.26440(5) 0.0379(4) Uani 1 1 d . . . . .
C15 C 0.51324(11) 0.76457(16) 0.44996(5) 0.0338(4) Uani 1 1 d . . . . .
C14 C 0.55930(12) 0.85347(18) 0.47355(5) 0.0385(4) Uani 1 1 d . . . . .
H14 H 0.578768 0.830524 0.497961 0.046 Uiso 1 1 calc R . . . .
C9 C 0.26807(13) 0.17960(17) 0.41989(5) 0.0411(4) Uani 1 1 d . . . . .
H9A H 0.273110 0.137541 0.397060 0.062 Uiso 1 1 calc GR . . . .
H9B H 0.212637 0.160629 0.426953 0.062 Uiso 1 1 calc GR . . . .
H9C H 0.313458 0.151219 0.438862 0.062 Uiso 1 1 calc GR . . . .
C26 C 0.07928(11) 0.7803(2) 0.29803(5) 0.0452(5) Uani 1 1 d . . . . .
H26A H 0.039800 0.766037 0.315350 0.068 Uiso 1 1 calc GR . . . .
H26B H 0.068822 0.719320 0.278441 0.068 Uiso 1 1 calc GR . . . .
H26C H 0.070581 0.863617 0.287868 0.068 Uiso 1 1 calc GR . . . .
C17 C 0.62770(14) 1.0672(2) 0.48822(6) 0.0518(5) Uani 1 1 d . . . . .
H17A H 0.683914 1.079950 0.481150 0.078 Uiso 1 1 calc GR . . . .
H17B H 0.634368 1.035476 0.513086 0.078 Uiso 1 1 calc GR . . . .
H17C H 0.596942 1.145955 0.486902 0.078 Uiso 1 1 calc GR . . . .
B1 B 0.43692(11) 0.69699(16) 0.38097(5) 0.0234(3) Uani 1 1 d . . . . .
C18 C 0.49605(17) 0.6386(2) 0.46687(5) 0.0553(6) Uani 1 1 d . . . . .
H18A H 0.434617 0.623354 0.463590 0.083 Uiso 1 1 calc GR . . . .
H18B H 0.518686 0.639539 0.492809 0.083 Uiso 1 1 calc GR . . . .
H18C H 0.523943 0.572987 0.454926 0.083 Uiso 1 1 calc GR . . . .
Cl1S Cl 0.32892(10) 0.57778(14) 0.54490(5) 0.0562(4) Uani 0.4186(15) 1 d . . P
A -1
Cl2S Cl 0.27808(10) 0.36374(14) 0.49827(4) 0.0650(5) Uani 0.4186(15) 1 d . . P
A -1
C1S C 0.2432(3) 0.5054(5) 0.51430(13) 0.0444(11) Uani 0.4186(15) 1 d . . P A -1
H1S H 0.195308 0.488109 0.528079 0.053 Uiso 0.4186(15) 1 calc R . P A -1
Cl3S Cl 0.20547(13) 0.6072(2) 0.47778(7) 0.0849(7) Uani 0.4186(15) 1 d . . P A
-1


_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 C6 1.3737(19) . ?
O1 C9 1.424(2) . ?
N4 N3 1.3037(17) . ?
N4 C2 1.3682(19) . ?
N4 B1 1.652(2) . ?
N2 N3 1.3376(17) . ?
N2 C28 1.4345(19) . ?
N2 C1 1.366(2) . ?
C24 C19 1.417(2) . ?
C24 C23 1.394(2) . ?
C24 C27 1.515(2) . ?
C2 C3 1.463(2) . ?
C2 C1 1.373(2) . ?
C3 C4 1.413(2) . ?
C3 C8 1.387(2) . ?
C11 C10 1.419(2) . ?
C11 C12 1.394(2) . ?
C11 C16 1.516(2) . ?
C19 C20 1.418(2) . ?
C19 B1 1.636(2) . ?
C28 C33 1.384(2) . ?
C28 C29 1.394(2) . ?
C20 C21 1.397(2) . ?
C20 C25 1.516(2) . ?
C10 C15 1.414(2) . ?
C10 B1 1.643(2) . ?
C21 H21 0.9300 . ?
C21 C22 1.385(2) . ?
C4 C5 1.386(2) . ?
C4 B1 1.632(2) . ?
C1 H1 0.9300 . ?
C31 C32 1.395(2) . ?
C31 C30 1.392(2) . ?
C31 C34 1.444(2) . ?
N1 C34 1.147(2) . ?
C23 H23 0.9300 . ?
C23 C22 1.389(2) . ?
C22 C26 1.510(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.386(2) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C33 H33 0.9300 . ?
C33 C32 1.391(2) . ?
C6 C5 1.393(2) . ?
C6 C7 1.388(2) . ?
C5 H5 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C13 C14 1.378(3) . ?
C13 C17 1.509(2) . ?
C32 H32 0.9300 . ?
C8 H8 0.9300 . ?
C8 C7 1.393(2) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C7 H7 0.9300 . ?
C29 H29 0.9300 . ?
C29 C30 1.382(2) . ?
C30 H30 0.9300 . ?
C15 C14 1.399(2) . ?
C15 C18 1.513(3) . ?
C14 H14 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
Cl1S C1S 1.779(6) . ?
Cl2S C1S 1.730(5) . ?
C1S H1S 0.9800 . ?
C1S Cl3S 1.747(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
C6 O1 C9 118.45(14) . . ?
N3 N4 C2 112.40(12) . . ?
N3 N4 B1 132.66(12) . . ?
C2 N4 B1 113.72(12) . . ?
N3 N2 C28 116.65(12) . . ?
N3 N2 C1 111.99(12) . . ?
C1 N2 C28 131.35(13) . . ?
N4 N3 N2 104.98(12) . . ?
C19 C24 C27 122.44(13) . . ?
C23 C24 C19 120.91(13) . . ?
C23 C24 C27 116.62(13) . . ?
N4 C2 C3 109.75(12) . . ?
N4 C2 C1 105.78(13) . . ?
C1 C2 C3 144.45(14) . . ?
C4 C3 C2 108.87(13) . . ?
C8 C3 C2 129.62(14) . . ?
C8 C3 C4 121.36(14) . . ?
C10 C11 C16 122.76(13) . . ?
C12 C11 C10 120.66(14) . . ?
C12 C11 C16 116.51(14) . . ?
C24 C19 C20 116.51(13) . . ?
C24 C19 B1 123.36(12) . . ?
C20 C19 B1 119.02(12) . . ?
C33 C28 N2 120.71(14) . . ?
C33 C28 C29 121.23(14) . . ?
C29 C28 N2 118.06(14) . . ?
C19 C20 C25 123.20(13) . . ?
C21 C20 C19 120.71(14) . . ?
C21 C20 C25 116.07(13) . . ?
C11 C10 B1 117.82(13) . . ?
C15 C10 C11 116.86(14) . . ?
C15 C10 B1 125.06(14) . . ?
C20 C21 H21 118.8 . . ?
C22 C21 C20 122.46(14) . . ?
C22 C21 H21 118.8 . . ?
C3 C4 B1 113.27(12) . . ?
C5 C4 C3 117.84(14) . . ?
C5 C4 B1 128.39(13) . . ?
N2 C1 C2 104.84(13) . . ?
N2 C1 H1 127.6 . . ?
C2 C1 H1 127.6 . . ?
C32 C31 C34 121.33(16) . . ?
C30 C31 C32 120.14(15) . . ?
C30 C31 C34 118.48(16) . . ?
C24 C23 H23 118.8 . . ?
C22 C23 C24 122.34(14) . . ?
C22 C23 H23 118.8 . . ?
C21 C22 C23 117.04(14) . . ?
C21 C22 C26 121.27(15) . . ?
C23 C22 C26 121.68(15) . . ?
C11 C12 H12 118.8 . . ?
C13 C12 C11 122.39(15) . . ?
C13 C12 H12 118.8 . . ?
C11 C16 H16A 109.5 . . ?
C11 C16 H16B 109.5 . . ?
C11 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C28 C33 H33 120.5 . . ?
C28 C33 C32 119.01(15) . . ?
C32 C33 H33 120.5 . . ?
O1 C6 C5 115.03(14) . . ?
O1 C6 C7 124.34(15) . . ?
C7 C6 C5 120.62(15) . . ?
C4 C5 C6 120.86(14) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C12 C13 C17 121.02(18) . . ?
C14 C13 C12 116.89(15) . . ?
C14 C13 C17 122.09(17) . . ?
C31 C32 H32 119.9 . . ?
C33 C32 C31 120.12(15) . . ?
C33 C32 H32 119.9 . . ?
C3 C8 H8 120.2 . . ?
C3 C8 C7 119.58(15) . . ?
C7 C8 H8 120.2 . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C6 C7 C8 119.50(15) . . ?
C6 C7 H7 120.2 . . ?
C8 C7 H7 120.3 . . ?
C28 C29 H29 120.2 . . ?
C30 C29 C28 119.50(15) . . ?
C30 C29 H29 120.2 . . ?
C31 C30 H30 120.1 . . ?
C29 C30 C31 119.90(16) . . ?
C29 C30 H30 120.1 . . ?
N1 C34 C31 177.22(19) . . ?
C10 C15 C18 123.19(15) . . ?
C14 C15 C10 120.06(16) . . ?
C14 C15 C18 116.69(15) . . ?
C13 C14 C15 123.10(16) . . ?
C13 C14 H14 118.4 . . ?
C15 C14 H14 118.4 . . ?
O1 C9 H9A 109.5 . . ?
O1 C9 H9B 109.5 . . ?
O1 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C22 C26 H26A 109.5 . . ?
C22 C26 H26B 109.5 . . ?
C22 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C13 C17 H17A 109.5 . . ?
C13 C17 H17B 109.5 . . ?
C13 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 B1 N4 117.72(12) . . ?
C19 B1 C10 118.52(12) . . ?
C10 B1 N4 99.21(11) . . ?
C4 B1 N4 93.20(10) . . ?
C4 B1 C19 104.61(12) . . ?
C4 B1 C10 121.36(12) . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
Cl1S C1S H1S 108.3 . . ?
Cl2S C1S Cl1S 110.1(3) . . ?
Cl2S C1S H1S 108.3 . . ?
Cl2S C1S Cl3S 111.4(3) . . ?
Cl3S C1S Cl1S 110.3(3) . . ?
Cl3S C1S H1S 108.3 . . ?

_olex2_date_sample_data_collection 2019-06-25
_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 1.154
_oxdiff_exptl_absorpt_empirical_full_min 0.873
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1980385'
loop_
_audit_author_name
_audit_author_address
'Yu Sun'
;TU Kaiserslautern
Germany
;
_audit_update_record             
;
2020-01-28 deposited with the CCDC.	2020-04-23 downloaded from the CCDC.
;
_audit_creation_date             2020-01-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        rkp-047
_chemical_formula_moiety         '2(C33 H33 B N4 O3), C H Cl3'
_chemical_formula_sum            'C67 H67 B2 Cl3 N8 O6'
_chemical_formula_weight         1208.25
_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'
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'
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'

_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                   10.5710(42)
_cell_length_b                   15.4906(56)
_cell_length_c                   19.6225(78)
_cell_angle_alpha                105.262(12)
_cell_angle_beta                 100.319(24)
_cell_angle_gamma                90.618(13)
_cell_volume                     3044(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    123
_cell_measurement_temperature    150
_cell_measurement_theta_max      23.2
_cell_measurement_theta_min      8.2
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.956
_exptl_absorpt_coefficient_mu    0.211
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1268
_exptl_crystal_size_max          0.217
_exptl_crystal_size_mid          0.123
_exptl_crystal_size_min          0.066
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_unetI/netI     0.0335
_diffrn_reflns_Laue_measured_fraction_full 0.992
_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       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            61638
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        23.826
_diffrn_reflns_theta_max         23.826
_diffrn_reflns_theta_min         2.059
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7749
_reflns_number_total             9282
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_solution    'SIR92 (Giacovazzo et al., 1994)'
_refine_diff_density_max         0.390
_refine_diff_density_min         -0.568
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     826
_refine_ls_number_reflns         9282
_refine_ls_number_restraints     102
_refine_ls_R_factor_all          0.0681
_refine_ls_R_factor_gt           0.0559
_refine_ls_restrained_S_all      1.062
_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)+(0.0560P)²+3.9555P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1384
_refine_ls_wR_factor_ref         0.1475
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H2(0.034) H4(0.041) H5(0.041) H8(0.036) H10(0.045) H11(0.048)
 H13(0.039) H14(0.038) H17(0.036) H19(0.034) H23(0.035) H25(0.046) H27A(0.051)
 H27B(0.051) H27C(0.051) H28A(0.068) H28B(0.068) H28C(0.068) H29A(0.052)
 H29B(0.052) H29C(0.052) H30A(0.092) H30B(0.092) H30C(0.092) H31A(0.046)
 H31B(0.046) H31C(0.046) H32A(0.075) H32B(0.075) H32C(0.075) H33A(0.063)
 H33B(0.063) H33C(0.063) H35(0.034) H37(0.04) H38(0.041) H41(0.033) H43(0.037)
 H44(0.042) H46(0.044) H47(0.04) H50(0.032) H52(0.035) H56(0.036) H58(0.048)
 H60A(0.05) H60B(0.05) H60C(0.05) H61A(0.066) H61B(0.066) H61C(0.066)
 H62A(0.058) H62B(0.058) H62C(0.058) H63A(0.044) H63B(0.044) H63C(0.044)
 H64A(0.08) H64B(0.08) H64C(0.08) H65A(0.104) H65B(0.104) H65C(0.104)
 H66A(0.062) H66B(0.062) H66C(0.062) H67(0.05) H67A(0.073)
 Fixed X: H2(0.397788) H4(0.73721) H5(0.630663) H8(0.431426) H10(0.32663)
 H11(0.214627) H13(-0.114935) H14(-0.00431) H17(0.101493) H19(0.040793) H23(-
 0.138955) H25(0.175891) H27A(0.13152) H27B(0.275769) H27C(0.196738)
 H28A(0.017198) H28B(0.067115) H28C(-0.073519) H29A(0.10625) H29B(0.197996)
 H29C(0.048257) H30A(0.361608) H30B(0.355113) H30C(0.40172) H31A(-0.141505)
 H31B(-0.013712) H31C(-0.081859) H32A(-0.075273) H32B(-0.152374) H32C(-
 0.023029) H33A(0.803891) H33B(0.788093) H33C(0.795377) H35(0.522829)
 H37(0.877602) H38(0.807759) H41(0.652944) H43(0.60636) H44(0.547862)
 H46(0.179451) H47(0.239106) H50(0.231253) H52(0.407704) H56(-0.026917)
 H58(0.189341) H60A(0.215009) H60B(0.297455) H60C(0.158067) H61A(0.345364)
 H61B(0.334904) H61C(0.210521) H62A(0.487994) H62B(0.404757) H62C(0.53785)
 H63A(0.050053) H63B(0.197184) H63C(0.107675) H64A(-0.061689) H64B(-0.125474)
 H64C(-0.029916) H65A(0.392443) H65B(0.422574) H65C(0.475493) H66A(0.885121)
 H66B(0.877126) H66C(0.928404) H67(0.467271) H67A(0.511396)
 Fixed Y: H2(0.599338) H4(0.488779) H5(0.346633) H8(0.181966) H10(0.042309)
 H11(-0.093439) H13(0.00524) H14(0.139861) H17(0.532733) H19(0.700379)
 H23(0.359529) H25(0.419807) H27A(0.348538) H27B(0.384854) H27C(0.402443)
 H28A(0.672105) H28B(0.750081) H28C(0.707366) H29A(0.679887) H29B(0.604081)
 H29C(0.58529) H30A(0.476939) H30B(0.529579) H30C(0.431782) H31A(0.354549)
 H31B(0.36126) H31C(0.448486) H32A(0.298422) H32B(0.38456) H32C(0.389531)
 H33A(0.63169) H33B(0.721455) H33C(0.631216) H35(-0.098053) H37(0.010606)
 H38(0.152244) H41(0.318556) H43(0.45843) H44(0.594154) H46(0.49701)
 H47(0.359582) H50(-0.204537) H52(-0.03535) H56(0.13673) H58(0.08728) H60A(-
 0.178153) H60B(-0.099434) H60C(-0.084058) H61A(-0.182055) H61B(-0.257402)
 H61C(-0.213488) H62A(0.101378) H62B(0.151663) H62C(0.117147) H63A(0.143757)
 H63B(0.13847) H63C(0.050379) H64A(0.197514) H64B(0.101756) H64C(0.1164)
 H65A(0.048795) H65B(-0.013168) H65C(0.087328) H66A(-0.130863) H66B(-0.222912)
 H66C(-0.135477) H67(0.17092) H67A(0.330491)
 Fixed Z: H2(0.31302) H4(0.296653) H5(0.253625) H8(0.195305) H10(0.115649)
 H11(0.050362) H13(0.104053) H14(0.168238) H17(0.053022) H19(0.234466)
 H23(0.342848) H25(0.495075) H27A(0.09052) H27B(0.117542) H27C(0.047387)
 H28A(0.046223) H28B(0.115699) H28C(0.101295) H29A(0.343474) H29B(0.355075)
 H29C(0.340977) H30A(0.481927) H30B(0.423343) H30C(0.408159) H31A(0.226034)
 H31B(0.197201) H31C(0.228044) H32A(0.472723) H32B(0.474132) H32C(0.528883)
 H33A(0.375652) H33B(0.35317) H33C(0.294967) H35(0.685141) H37(0.701473)
 H38(0.748368) H41(0.806729) H43(0.880656) H44(0.948664) H46(0.906502)
 H47(0.841522) H50(0.760801) H52(0.94479) H56(0.65635) H58(0.506176)
 H60A(0.653027) H60B(0.642716) H60C(0.658578) H61A(0.947738) H61B(0.875413)
 H61C(0.898013) H62A(0.955221) H62B(0.905069) H62C(0.888617) H63A(0.773825)
 H63B(0.80265) H63C(0.771266) H64A(0.531665) H64B(0.520517) H64C(0.471444)
 H65A(0.522663) H65B(0.57441) H65C(0.599855) H66A(0.62027) H66B(0.638925)
 H66C(0.69987) H67(0.436951) H67A(0.56133)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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 0.3782(2) 0.46444(17) 0.27956(13) 0.0253(6) Uani 1 1 d . . . . .
C2 C 0.4435(3) 0.54822(18) 0.30153(14) 0.0286(6) Uani 1 1 d . . . . .
H2 H 0.397788 0.599338 0.313020 0.034 Uiso 1 1 calc R U . . .
C3 C 0.5765(3) 0.55704(18) 0.30667(14) 0.0299(6) Uani 1 1 d . . . . .
C4 C 0.6480(3) 0.48235(19) 0.29078(16) 0.0344(7) Uani 1 1 d . . . . .
H4 H 0.737210 0.488779 0.296653 0.041 Uiso 1 1 calc R U . . .
C5 C 0.5844(3) 0.39735(19) 0.26583(16) 0.0338(7) Uani 1 1 d . . . . .
H5 H 0.630663 0.346633 0.253625 0.041 Uiso 1 1 calc R U . . .
C6 C 0.4519(2) 0.38910(17) 0.25937(14) 0.0270(6) Uani 1 1 d . . . . .
C7 C 0.3653(2) 0.30868(17) 0.22799(14) 0.0272(6) Uani 1 1 d . . . . .
C8 C 0.3619(2) 0.21791(18) 0.20000(15) 0.0299(6) Uani 1 1 d . . . . .
H8 H 0.431426 0.181966 0.195305 0.036 Uiso 1 1 calc R U . . .
C9 C 0.1697(3) 0.10488(17) 0.14537(14) 0.0275(6) Uani 1 1 d . . . . .
C10 C 0.2380(3) 0.03505(19) 0.11212(16) 0.0372(7) Uani 1 1 d . . . . .
H10 H 0.326630 0.042309 0.115649 0.045 Uiso 1 1 calc R U . . .
C11 C 0.1713(3) -0.0458(2) 0.07349(17) 0.0404(7) Uani 1 1 d . . . . .
H11 H 0.214627 -0.093439 0.050362 0.048 Uiso 1 1 calc R U . . .
C12 C 0.0401(3) -0.05467(18) 0.06985(15) 0.0336(7) Uani 1 1 d . . . . .
C13 C -0.0271(3) 0.01344(18) 0.10567(15) 0.0323(6) Uani 1 1 d . . . . .
H13 H -0.114935 0.005240 0.104053 0.039 Uiso 1 1 calc R U . . .
C14 C 0.0389(3) 0.09332(18) 0.14361(15) 0.0316(6) Uani 1 1 d . . . . .
H14 H -0.004310 0.139861 0.168238 0.038 Uiso 1 1 calc R U . . .
C15 C 0.1566(2) 0.50162(17) 0.21434(13) 0.0237(6) Uani 1 1 d . . . . .
C16 C 0.1498(2) 0.48353(17) 0.13886(14) 0.0248(6) Uani 1 1 d . . . . .
C17 C 0.1038(2) 0.54630(18) 0.10232(14) 0.0297(6) Uani 1 1 d . . . . .
H17 H 0.101493 0.532733 0.053022 0.036 Uiso 1 1 calc R U . . .
C18 C 0.0616(3) 0.62782(18) 0.13629(15) 0.0301(6) Uani 1 1 d . . . . .
C19 C 0.0683(2) 0.64602(18) 0.21015(14) 0.0283(6) Uani 1 1 d . . . . .
H19 H 0.040793 0.700379 0.234466 0.034 Uiso 1 1 calc R U . . .
C20 C 0.1148(2) 0.58579(17) 0.24929(14) 0.0264(6) Uani 1 1 d . . . . .
C21 C 0.1477(2) 0.42509(17) 0.32746(14) 0.0262(6) Uani 1 1 d . . . . .
C22 C 0.0152(2) 0.39722(16) 0.30735(14) 0.0259(6) Uani 1 1 d . . . . .
C23 C -0.0520(3) 0.37784(17) 0.35750(15) 0.0293(6) Uani 1 1 d . . . . .
H23 H -0.138955 0.359529 0.342848 0.035 Uiso 1 1 calc R U . . .
C24 C 0.0059(3) 0.38486(18) 0.42786(16) 0.0346(7) Uani 1 1 d . . . . .
C25 C 0.1349(3) 0.4139(2) 0.44786(15) 0.0384(7) Uani 1 1 d . . . . .
H25 H 0.175891 0.419807 0.495075 0.046 Uiso 1 1 calc R U . . .
C26 C 0.2063(3) 0.4347(2) 0.40006(15) 0.0356(7) Uani 1 1 d . . . . .
C27 C 0.1924(3) 0.39689(18) 0.09451(15) 0.0341(7) Uani 1 1 d . . . . .
H27A H 0.131520 0.348538 0.090520 0.051 Uiso 1 1 calc R U . . .
H27B H 0.275769 0.384854 0.117542 0.051 Uiso 1 1 calc R U . . .
H27C H 0.196738 0.402443 0.047387 0.051 Uiso 1 1 calc R U . . .
C28 C 0.0138(3) 0.6955(2) 0.09624(17) 0.0452(8) Uani 1 1 d . . . . .
H28A H 0.017198 0.672105 0.046223 0.068 Uiso 1 1 calc R U . . .
H28B H 0.067115 0.750081 0.115699 0.068 Uiso 1 1 calc R U . . .
H28C H -0.073519 0.707366 0.101295 0.068 Uiso 1 1 calc R U . . .
C29 C 0.1170(3) 0.61659(19) 0.32957(14) 0.0346(7) Uani 1 1 d . . . . .
H29A H 0.106250 0.679887 0.343474 0.052 Uiso 1 1 calc R U . . .
H29B H 0.197996 0.604081 0.355075 0.052 Uiso 1 1 calc R U . . .
H29C H 0.048257 0.585290 0.340977 0.052 Uiso 1 1 calc R U . . .
C30 C 0.3438(3) 0.4716(3) 0.43122(18) 0.0612(11) Uani 1 1 d . . . . .
H30A H 0.361608 0.476939 0.481927 0.092 Uiso 1 1 calc R U . . .
H30B H 0.355113 0.529579 0.423343 0.092 Uiso 1 1 calc R U . . .
H30C H 0.401720 0.431782 0.408159 0.092 Uiso 1 1 calc R U . . .
C31 C -0.0626(2) 0.38969(19) 0.23280(15) 0.0304(6) Uani 1 1 d . . . . .
H31A H -0.141505 0.354549 0.226034 0.046 Uiso 1 1 calc R U . . .
H31B H -0.013712 0.361260 0.197201 0.046 Uiso 1 1 calc R U . . .
H31C H -0.081859 0.448486 0.228044 0.046 Uiso 1 1 calc R U . . .
C32 C -0.0679(4) 0.3623(2) 0.48072(18) 0.0503(9) Uani 1 1 d . . . . .
H32A H -0.075273 0.298422 0.472723 0.075 Uiso 1 1 calc R U . . .
H32B H -0.152374 0.384560 0.474132 0.075 Uiso 1 1 calc R U . . .
H32C H -0.023029 0.389531 0.528883 0.075 Uiso 1 1 calc R U . . .
C33 C 0.7651(3) 0.6583(2) 0.33856(18) 0.0420(7) Uani 1 1 d . . . . .
H33A H 0.803891 0.631690 0.375652 0.063 Uiso 1 1 calc R U . . .
H33B H 0.788093 0.721455 0.353170 0.063 Uiso 1 1 calc R U . . .
H33C H 0.795377 0.631216 0.294967 0.063 Uiso 1 1 calc R U . . .
N1 N 0.2335(2) 0.19152(14) 0.18036(12) 0.0263(5) Uani 1 1 d . . . . .
N2 N 0.1590(2) 0.26109(14) 0.19517(12) 0.0264(5) Uani 1 1 d . . . . .
N3 N 0.23998(19) 0.33127(14) 0.22305(11) 0.0243(5) Uani 1 1 d . . . . .
N4 N -0.0330(3) -0.13718(16) 0.02299(14) 0.0421(6) Uani 1 1 d . . . . .
O1 O 0.62846(18) 0.64402(13) 0.32650(11) 0.0390(5) Uani 1 1 d . . . . .
O2 O -0.1460(2) -0.14816(15) 0.02587(15) 0.0609(7) Uani 1 1 d . . . . .
O3 O 0.0238(3) -0.19035(15) -0.01754(12) 0.0533(6) Uani 1 1 d . . . . .
B1 B 0.2233(3) 0.43815(19) 0.26410(16) 0.0248(6) Uani 1 1 d . . . . .
C34 C 0.5320(2) 0.03671(17) 0.72010(14) 0.0249(6) Uani 1 1 d . . . . .
C35 C 0.5785(2) -0.04727(17) 0.69680(14) 0.0281(6) Uani 1 1 d . . . . .
H35 H 0.522829 -0.098053 0.685141 0.034 Uiso 1 1 calc R U . . .
C36 C 0.7067(3) -0.05690(18) 0.69055(15) 0.0298(6) Uani 1 1 d . . . . .
C37 C 0.7928(3) 0.01741(19) 0.70785(16) 0.0334(7) Uani 1 1 d . . . . .
H37 H 0.877602 0.010606 0.701473 0.040 Uiso 1 1 calc R U . . .
C38 C 0.7505(3) 0.10204(19) 0.73482(16) 0.0338(7) Uani 1 1 d . . . . .
H38 H 0.807759 0.152244 0.748368 0.041 Uiso 1 1 calc R U . . .
C39 C 0.6229(2) 0.11131(17) 0.74145(14) 0.0267(6) Uani 1 1 d . . . . .
C40 C 0.5604(2) 0.19177(17) 0.77323(14) 0.0253(6) Uani 1 1 d . . . . .
C41 C 0.5789(2) 0.28274(17) 0.80171(14) 0.0276(6) Uani 1 1 d . . . . .
H41 H 0.652944 0.318556 0.806729 0.033 Uiso 1 1 calc R U . . .
C42 C 0.4288(2) 0.39599(17) 0.85753(14) 0.0254(6) Uani 1 1 d . . . . .
C43 C 0.5218(3) 0.46572(17) 0.88731(15) 0.0307(6) Uani 1 1 d . . . . .
H43 H 0.606360 0.458430 0.880656 0.037 Uiso 1 1 calc R U . . .
C44 C 0.4867(3) 0.54671(18) 0.92727(15) 0.0352(7) Uani 1 1 d . . . . .
H44 H 0.547862 0.594154 0.948664 0.042 Uiso 1 1 calc R U . . .
C45 C 0.3604(3) 0.55609(18) 0.93490(15) 0.0330(7) Uani 1 1 d . . . . .
C46 C 0.2649(3) 0.48815(19) 0.90235(16) 0.0364(7) Uani 1 1 d . . . . .
H46 H 0.179451 0.497010 0.906502 0.044 Uiso 1 1 calc R U . . .
C47 C 0.3006(3) 0.40671(18) 0.86347(16) 0.0335(6) Uani 1 1 d . . . . .
H47 H 0.239106 0.359582 0.841522 0.040 Uiso 1 1 calc R U . . .
C48 C 0.3536(2) -0.00078(16) 0.78488(13) 0.0225(5) Uani 1 1 d . . . . .
C49 C 0.2895(2) -0.08624(17) 0.74861(13) 0.0243(6) Uani 1 1 d . . . . .
C50 C 0.2731(2) -0.14926(17) 0.78608(14) 0.0263(6) Uani 1 1 d . . . . .
H50 H 0.231253 -0.204537 0.760801 0.032 Uiso 1 1 calc R U . . .
C51 C 0.3171(3) -0.13268(18) 0.85994(15) 0.0293(6) Uani 1 1 d . . . . .
C52 C 0.3780(3) -0.04874(18) 0.89539(14) 0.0290(6) Uani 1 1 d . . . . .
H52 H 0.407704 -0.035350 0.944790 0.035 Uiso 1 1 calc R U . . .
C53 C 0.3963(2) 0.01593(17) 0.86012(14) 0.0259(6) Uani 1 1 d . . . . .
C54 C 0.2716(2) 0.07831(17) 0.67310(14) 0.0256(6) Uani 1 1 d . . . . .
C55 C 0.1519(2) 0.10342(16) 0.69259(14) 0.0251(6) Uani 1 1 d . . . . .
C56 C 0.0509(3) 0.12079(17) 0.64220(15) 0.0297(6) Uani 1 1 d . . . . .
H56 H -0.026917 0.136730 0.656350 0.036 Uiso 1 1 calc R U . . .
C57 C 0.0627(3) 0.11508(18) 0.57198(15) 0.0349(7) Uani 1 1 d . . . . .
C58 C 0.1793(3) 0.0914(2) 0.55303(16) 0.0402(7) Uani 1 1 d . . . . .
H58 H 0.189341 0.087280 0.506176 0.048 Uiso 1 1 calc R U . . .
C59 C 0.2833(3) 0.0733(2) 0.60120(15) 0.0363(7) Uani 1 1 d . . . . .
C60 C 0.2350(3) -0.11458(18) 0.66834(14) 0.0332(6) Uani 1 1 d . . . . .
H60A H 0.215009 -0.178153 0.653027 0.050 Uiso 1 1 calc R U . . .
H60B H 0.297455 -0.099434 0.642716 0.050 Uiso 1 1 calc R U . . .
H60C H 0.158067 -0.084058 0.658578 0.050 Uiso 1 1 calc R U . . .
C61 C 0.3005(3) -0.2028(2) 0.89880(16) 0.0439(8) Uani 1 1 d . . . . .
H61A H 0.345364 -0.182055 0.947738 0.066 Uiso 1 1 calc R U . . .
H61B H 0.334904 -0.257402 0.875413 0.066 Uiso 1 1 calc R U . . .
H61C H 0.210521 -0.213488 0.898013 0.066 Uiso 1 1 calc R U . . .
C62 C 0.4628(3) 0.10469(19) 0.90652(15) 0.0387(7) Uani 1 1 d . . . . .
H62A H 0.487994 0.101378 0.955221 0.058 Uiso 1 1 calc R U . . .
H62B H 0.404757 0.151663 0.905069 0.058 Uiso 1 1 calc R U . . .
H62C H 0.537850 0.117147 0.888617 0.058 Uiso 1 1 calc R U . . .
C63 C 0.1242(3) 0.10957(18) 0.76691(15) 0.0296(6) Uani 1 1 d . . . . .
H63A H 0.050053 0.143757 0.773825 0.044 Uiso 1 1 calc R U . . .
H63B H 0.197184 0.138470 0.802650 0.044 Uiso 1 1 calc R U . . .
H63C H 0.107675 0.050379 0.771266 0.044 Uiso 1 1 calc R U . . .
C64 C -0.0488(3) 0.1345(2) 0.51906(18) 0.0532(9) Uani 1 1 d . . . . .
H64A H -0.061689 0.197514 0.531665 0.080 Uiso 1 1 calc R U . . .
H64B H -0.125474 0.101756 0.520517 0.080 Uiso 1 1 calc R U . . .
H64C H -0.029916 0.116400 0.471444 0.080 Uiso 1 1 calc R U . . .
C65 C 0.4046(4) 0.0466(3) 0.57184(19) 0.0695(12) Uani 1 1 d . . . . .
H65A H 0.392443 0.048795 0.522663 0.104 Uiso 1 1 calc R U . . .
H65B H 0.422574 -0.013168 0.574410 0.104 Uiso 1 1 calc R U . . .
H65C H 0.475493 0.087328 0.599855 0.104 Uiso 1 1 calc R U . . .
C66 C 0.8682(3) -0.1596(2) 0.65575(17) 0.0410(7) Uani 1 1 d . . . . .
H66A H 0.885121 -0.130863 0.620270 0.062 Uiso 1 1 calc R U . . .
H66B H 0.877126 -0.222912 0.638925 0.062 Uiso 1 1 calc R U . . .
H66C H 0.928404 -0.135477 0.699870 0.062 Uiso 1 1 calc R U . . .
N5 N 0.46491(19) 0.30925(13) 0.82108(11) 0.0235(5) Uani 1 1 d . . . . .
N6 N 0.3775(2) 0.24009(14) 0.80601(11) 0.0243(5) Uani 1 1 d . . . . .
N7 N 0.43730(19) 0.16989(13) 0.77792(11) 0.0235(5) Uani 1 1 d . . . . .
N8 N 0.3253(3) 0.64008(17) 0.98225(15) 0.0452(7) Uani 1 1 d . . . . .
O4 O 0.74021(19) -0.14424(13) 0.66792(11) 0.0398(5) Uani 1 1 d . . . . .
O5 O 0.2109(3) 0.65182(16) 0.98046(16) 0.0700(8) Uani 1 1 d . . . . .
O6 O 0.4134(3) 0.69274(15) 1.02054(12) 0.0569(7) Uani 1 1 d . . . . .
B2 B 0.3887(3) 0.06380(19) 0.73602(16) 0.0239(6) Uani 1 1 d . . . . .
Cl1 Cl 0.54797(13) 0.28932(8) 0.40531(7) 0.0529(4) Uani 0.674(2) 1 d . U P A 1
Cl2 Cl 0.64257(16) 0.21801(15) 0.52396(12) 0.0955(7) Uani 0.674(2) 1 d . U P A
1
Cl3 Cl 0.3902(2) 0.28532(14) 0.51074(11) 0.0835(6) Uani 0.674(2) 1 d . U P A 1
C67 C 0.5042(4) 0.2306(3) 0.4652(3) 0.0420(11) Uani 0.674(2) 1 d . U P A 1
H67 H 0.467271 0.170920 0.436951 0.050 Uiso 0.674(2) 1 calc R U P A 1
Cl1A Cl 0.6173(6) 0.2805(4) 0.4712(3) 0.132(2) Uani 0.326(2) 1 d . U P A 2
Cl2A Cl 0.6137(3) 0.2139(2) 0.5922(2) 0.0804(12) Uani 0.326(2) 1 d . U P A 2
Cl3A Cl 0.3772(4) 0.2175(4) 0.4932(3) 0.1089(17) Uani 0.326(2) 1 d . U P A 2
C67A C 0.5247(12) 0.2701(8) 0.5330(7) 0.061(3) Uani 0.326(2) 1 d . U P A 2
H67A H 0.511396 0.330491 0.561330 0.073 Uiso 0.326(2) 1 calc R U 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
C1 C2 1.388(4) . ?
C1 C6 1.419(4) . ?
C1 B1 1.638(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.393(4) . ?
C3 C4 1.386(4) . ?
C3 O1 1.379(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.396(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.385(4) . ?
C6 C7 1.462(4) . ?
C7 C8 1.366(4) . ?
C7 N3 1.367(3) . ?
C8 H8 0.9300 . ?
C8 N1 1.369(3) . ?
C9 C10 1.390(4) . ?
C9 C14 1.385(4) . ?
C9 N1 1.434(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.390(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.379(4) . ?
C12 C13 1.384(4) . ?
C12 N4 1.477(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.372(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.421(4) . ?
C15 C20 1.420(4) . ?
C15 B1 1.640(4) . ?
C16 C17 1.396(4) . ?
C16 C27 1.516(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.383(4) . ?
C18 C19 1.390(4) . ?
C18 C28 1.508(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.398(4) . ?
C20 C29 1.517(4) . ?
C21 C22 1.416(4) . ?
C21 C26 1.416(4) . ?
C21 B1 1.646(4) . ?
C22 C23 1.402(4) . ?
C22 C31 1.519(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.382(4) . ?
C24 C25 1.385(4) . ?
C24 C32 1.511(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.400(4) . ?
C26 C30 1.514(4) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C33 O1 1.427(3) . ?
N1 N2 1.343(3) . ?
N2 N3 1.309(3) . ?
N3 B1 1.666(3) . ?
N4 O2 1.218(4) . ?
N4 O3 1.228(3) . ?
C34 C35 1.387(4) . ?
C34 C39 1.418(4) . ?
C34 B2 1.638(4) . ?
C35 H35 0.9300 . ?
C35 C36 1.388(4) . ?
C36 C37 1.389(4) . ?
C36 O4 1.380(3) . ?
C37 H37 0.9300 . ?
C37 C38 1.390(4) . ?
C38 H38 0.9300 . ?
C38 C39 1.384(4) . ?
C39 C40 1.461(4) . ?
C40 C41 1.370(4) . ?
C40 N7 1.366(3) . ?
C41 H41 0.9300 . ?
C41 N5 1.363(3) . ?
C42 C43 1.383(4) . ?
C42 C47 1.389(4) . ?
C42 N5 1.437(3) . ?
C43 H43 0.9300 . ?
C43 C44 1.387(4) . ?
C44 H44 0.9300 . ?
C44 C45 1.374(4) . ?
C45 C46 1.388(4) . ?
C45 N8 1.480(4) . ?
C46 H46 0.9300 . ?
C46 C47 1.387(4) . ?
C47 H47 0.9300 . ?
C48 C49 1.425(4) . ?
C48 C53 1.417(4) . ?
C48 B2 1.638(4) . ?
C49 C50 1.394(4) . ?
C49 C60 1.520(4) . ?
C50 H50 0.9300 . ?
C50 C51 1.394(4) . ?
C51 C52 1.391(4) . ?
C51 C61 1.507(4) . ?
C52 H52 0.9300 . ?
C52 C53 1.389(4) . ?
C53 C62 1.518(4) . ?
C54 C55 1.416(4) . ?
C54 C59 1.420(4) . ?
C54 B2 1.647(4) . ?
C55 C56 1.399(4) . ?
C55 C63 1.517(4) . ?
C56 H56 0.9300 . ?
C56 C57 1.385(4) . ?
C57 C58 1.377(4) . ?
C57 C64 1.513(4) . ?
C58 H58 0.9300 . ?
C58 C59 1.398(4) . ?
C59 C65 1.516(4) . ?
C60 H60A 0.9600 . ?
C60 H60B 0.9600 . ?
C60 H60C 0.9600 . ?
C61 H61A 0.9600 . ?
C61 H61B 0.9600 . ?
C61 H61C 0.9600 . ?
C62 H62A 0.9600 . ?
C62 H62B 0.9600 . ?
C62 H62C 0.9600 . ?
C63 H63A 0.9600 . ?
C63 H63B 0.9600 . ?
C63 H63C 0.9600 . ?
C64 H64A 0.9600 . ?
C64 H64B 0.9600 . ?
C64 H64C 0.9600 . ?
C65 H65A 0.9600 . ?
C65 H65B 0.9600 . ?
C65 H65C 0.9600 . ?
C66 H66A 0.9600 . ?
C66 H66B 0.9600 . ?
C66 H66C 0.9600 . ?
C66 O4 1.427(3) . ?
N5 N6 1.343(3) . ?
N6 N7 1.308(3) . ?
N7 B2 1.661(3) . ?
N8 O5 1.221(4) . ?
N8 O6 1.227(4) . ?
Cl1 C67 1.781(5) . ?
Cl2 C67 1.740(5) . ?
Cl3 C67 1.725(5) . ?
C67 H67 0.9800 . ?
Cl1A C67A 1.727(13) . ?
Cl2A C67A 1.774(13) . ?
Cl3A C67A 1.705(12) . ?
C67A H67A 0.9800 . ?

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
C2 C1 C6 117.0(2) . . ?
C2 C1 B1 129.6(2) . . ?
C6 C1 B1 113.0(2) . . ?
C1 C2 H2 119.4 . . ?
C1 C2 C3 121.1(2) . . ?
C3 C2 H2 119.4 . . ?
C4 C3 C2 121.1(2) . . ?
O1 C3 C2 115.2(2) . . ?
O1 C3 C4 123.7(2) . . ?
C3 C4 H4 120.5 . . ?
C3 C4 C5 119.1(3) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 H5 120.2 . . ?
C6 C5 C4 119.5(3) . . ?
C6 C5 H5 120.2 . . ?
C1 C6 C7 109.3(2) . . ?
C5 C6 C1 122.0(2) . . ?
C5 C6 C7 128.5(2) . . ?
C8 C7 C6 143.5(2) . . ?
C8 C7 N3 106.4(2) . . ?
N3 C7 C6 110.0(2) . . ?
C7 C8 H8 127.6 . . ?
C7 C8 N1 104.8(2) . . ?
N1 C8 H8 127.6 . . ?
C10 C9 N1 120.1(2) . . ?
C14 C9 C10 121.1(2) . . ?
C14 C9 N1 118.8(2) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 C9 118.7(3) . . ?
C11 C10 H10 120.7 . . ?
C10 C11 H11 120.4 . . ?
C12 C11 C10 119.2(3) . . ?
C12 C11 H11 120.4 . . ?
C11 C12 C13 122.1(3) . . ?
C11 C12 N4 119.3(3) . . ?
C13 C12 N4 118.5(3) . . ?
C12 C13 H13 120.7 . . ?
C14 C13 C12 118.5(3) . . ?
C14 C13 H13 120.7 . . ?
C9 C14 H14 119.9 . . ?
C13 C14 C9 120.2(3) . . ?
C13 C14 H14 119.9 . . ?
C16 C15 B1 124.8(2) . . ?
C20 C15 C16 116.5(2) . . ?
C20 C15 B1 118.3(2) . . ?
C15 C16 C27 122.4(2) . . ?
C17 C16 C15 120.7(2) . . ?
C17 C16 C27 117.0(2) . . ?
C16 C17 H17 118.6 . . ?
C18 C17 C16 122.8(2) . . ?
C18 C17 H17 118.6 . . ?
C17 C18 C19 116.8(2) . . ?
C17 C18 C28 122.2(3) . . ?
C19 C18 C28 121.0(3) . . ?
C18 C19 H19 118.7 . . ?
C18 C19 C20 122.6(2) . . ?
C20 C19 H19 118.7 . . ?
C15 C20 C29 123.5(2) . . ?
C19 C20 C15 120.7(2) . . ?
C19 C20 C29 115.8(2) . . ?
C22 C21 C26 117.0(2) . . ?
C22 C21 B1 117.7(2) . . ?
C26 C21 B1 125.2(2) . . ?
C21 C22 C31 123.0(2) . . ?
C23 C22 C21 120.5(2) . . ?
C23 C22 C31 116.5(2) . . ?
C22 C23 H23 118.7 . . ?
C24 C23 C22 122.6(3) . . ?
C24 C23 H23 118.7 . . ?
C23 C24 C25 116.9(3) . . ?
C23 C24 C32 121.7(3) . . ?
C25 C24 C32 121.4(3) . . ?
C24 C25 H25 118.6 . . ?
C24 C25 C26 122.8(3) . . ?
C26 C25 H25 118.6 . . ?
C21 C26 C30 123.2(3) . . ?
C25 C26 C21 120.2(3) . . ?
C25 C26 C30 116.6(3) . . ?
C16 C27 H27A 109.5 . . ?
C16 C27 H27B 109.5 . . ?
C16 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C18 C28 H28A 109.5 . . ?
C18 C28 H28B 109.5 . . ?
C18 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C20 C29 H29A 109.5 . . ?
C20 C29 H29B 109.5 . . ?
C20 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C26 C30 H30A 109.5 . . ?
C26 C30 H30B 109.5 . . ?
C26 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C22 C31 H31A 109.5 . . ?
C22 C31 H31B 109.5 . . ?
C22 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C24 C32 H32A 109.5 . . ?
C24 C32 H32B 109.5 . . ?
C24 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
O1 C33 H33A 109.5 . . ?
O1 C33 H33B 109.5 . . ?
O1 C33 H33C 109.5 . . ?
C8 N1 C9 130.8(2) . . ?
N2 N1 C8 111.9(2) . . ?
N2 N1 C9 117.3(2) . . ?
N3 N2 N1 104.81(19) . . ?
C7 N3 B1 113.7(2) . . ?
N2 N3 C7 112.1(2) . . ?
N2 N3 B1 133.5(2) . . ?
O2 N4 C12 118.5(3) . . ?
O2 N4 O3 123.8(3) . . ?
O3 N4 C12 117.7(3) . . ?
C3 O1 C33 118.2(2) . . ?
C1 B1 C15 105.4(2) . . ?
C1 B1 C21 122.4(2) . . ?
C1 B1 N3 93.28(19) . . ?
C15 B1 C21 116.4(2) . . ?
C15 B1 N3 117.6(2) . . ?
C21 B1 N3 100.01(19) . . ?
C35 C34 C39 116.9(2) . . ?
C35 C34 B2 129.7(2) . . ?
C39 C34 B2 113.0(2) . . ?
C34 C35 H35 119.4 . . ?
C34 C35 C36 121.2(2) . . ?
C36 C35 H35 119.4 . . ?
C35 C36 C37 121.0(2) . . ?
O4 C36 C35 115.1(2) . . ?
O4 C36 C37 123.9(2) . . ?
C36 C37 H37 120.5 . . ?
C36 C37 C38 119.0(2) . . ?
C38 C37 H37 120.5 . . ?
C37 C38 H38 120.1 . . ?
C39 C38 C37 119.7(3) . . ?
C39 C38 H38 120.1 . . ?
C34 C39 C40 109.1(2) . . ?
C38 C39 C34 121.9(2) . . ?
C38 C39 C40 128.9(2) . . ?
C41 C40 C39 143.7(2) . . ?
N7 C40 C39 110.3(2) . . ?
N7 C40 C41 106.0(2) . . ?
C40 C41 H41 127.6 . . ?
N5 C41 C40 104.9(2) . . ?
N5 C41 H41 127.6 . . ?
C43 C42 C47 121.6(2) . . ?
C43 C42 N5 119.8(2) . . ?
C47 C42 N5 118.5(2) . . ?
C42 C43 H43 120.6 . . ?
C42 C43 C44 118.8(3) . . ?
C44 C43 H43 120.6 . . ?
C43 C44 H44 120.4 . . ?
C45 C44 C43 119.3(3) . . ?
C45 C44 H44 120.4 . . ?
C44 C45 C46 122.5(3) . . ?
C44 C45 N8 119.0(3) . . ?
C46 C45 N8 118.4(3) . . ?
C45 C46 H46 121.0 . . ?
C47 C46 C45 118.1(3) . . ?
C47 C46 H46 121.0 . . ?
C42 C47 H47 120.2 . . ?
C46 C47 C42 119.5(3) . . ?
C46 C47 H47 120.2 . . ?
C49 C48 B2 118.0(2) . . ?
C53 C48 C49 116.2(2) . . ?
C53 C48 B2 125.2(2) . . ?
C48 C49 C60 123.2(2) . . ?
C50 C49 C48 120.8(2) . . ?
C50 C49 C60 116.0(2) . . ?
C49 C50 H50 118.7 . . ?
C51 C50 C49 122.6(2) . . ?
C51 C50 H50 118.7 . . ?
C50 C51 C61 121.4(2) . . ?
C52 C51 C50 116.5(2) . . ?
C52 C51 C61 122.1(2) . . ?
C51 C52 H52 118.6 . . ?
C53 C52 C51 122.8(2) . . ?
C53 C52 H52 118.6 . . ?
C48 C53 C62 122.4(2) . . ?
C52 C53 C48 121.1(2) . . ?
C52 C53 C62 116.4(2) . . ?
C55 C54 C59 116.7(2) . . ?
C55 C54 B2 118.1(2) . . ?
C59 C54 B2 125.1(2) . . ?
C54 C55 C63 122.7(2) . . ?
C56 C55 C54 120.6(2) . . ?
C56 C55 C63 116.7(2) . . ?
C55 C56 H56 118.8 . . ?
C57 C56 C55 122.4(3) . . ?
C57 C56 H56 118.8 . . ?
C56 C57 C64 120.8(3) . . ?
C58 C57 C56 117.2(3) . . ?
C58 C57 C64 122.1(3) . . ?
C57 C58 H58 118.6 . . ?
C57 C58 C59 122.8(3) . . ?
C59 C58 H58 118.6 . . ?
C54 C59 C65 123.1(3) . . ?
C58 C59 C54 120.3(3) . . ?
C58 C59 C65 116.5(3) . . ?
C49 C60 H60A 109.5 . . ?
C49 C60 H60B 109.5 . . ?
C49 C60 H60C 109.5 . . ?
H60A C60 H60B 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C51 C61 H61A 109.5 . . ?
C51 C61 H61B 109.5 . . ?
C51 C61 H61C 109.5 . . ?
H61A C61 H61B 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C53 C62 H62A 109.5 . . ?
C53 C62 H62B 109.5 . . ?
C53 C62 H62C 109.5 . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C55 C63 H63A 109.5 . . ?
C55 C63 H63B 109.5 . . ?
C55 C63 H63C 109.5 . . ?
H63A C63 H63B 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C57 C64 H64A 109.5 . . ?
C57 C64 H64B 109.5 . . ?
C57 C64 H64C 109.5 . . ?
H64A C64 H64B 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
C59 C65 H65A 109.5 . . ?
C59 C65 H65B 109.5 . . ?
C59 C65 H65C 109.5 . . ?
H65A C65 H65B 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?
H66A C66 H66B 109.5 . . ?
H66A C66 H66C 109.5 . . ?
H66B C66 H66C 109.5 . . ?
O4 C66 H66A 109.5 . . ?
O4 C66 H66B 109.5 . . ?
O4 C66 H66C 109.5 . . ?
C41 N5 C42 130.5(2) . . ?
N6 N5 C41 112.1(2) . . ?
N6 N5 C42 117.3(2) . . ?
N7 N6 N5 104.62(19) . . ?
C40 N7 B2 113.6(2) . . ?
N6 N7 C40 112.3(2) . . ?
N6 N7 B2 133.3(2) . . ?
O5 N8 C45 117.6(3) . . ?
O5 N8 O6 124.8(3) . . ?
O6 N8 C45 117.6(3) . . ?
C36 O4 C66 118.5(2) . . ?
C34 B2 C54 122.4(2) . . ?
C34 B2 N7 93.39(18) . . ?
C48 B2 C34 104.8(2) . . ?
C48 B2 C54 116.7(2) . . ?
C48 B2 N7 117.7(2) . . ?
C54 B2 N7 100.10(19) . . ?
Cl1 C67 H67 108.4 . . ?
Cl2 C67 Cl1 108.7(3) . . ?
Cl2 C67 H67 108.4 . . ?
Cl3 C67 Cl1 111.2(3) . . ?
Cl3 C67 Cl2 111.7(3) . . ?
Cl3 C67 H67 108.4 . . ?
Cl1A C67A Cl2A 108.0(7) . . ?
Cl1A C67A H67A 108.0 . . ?
Cl2A C67A H67A 108.0 . . ?
Cl3A C67A Cl1A 112.5(7) . . ?
Cl3A C67A Cl2A 112.2(7) . . ?
Cl3A C67A H67A 108.0 . . ?

_olex2_submission_original_sample_id RK17076
_olex2_submission_special_instructions 'No special instructions were received'

