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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_klb-gr-2
_database_code_depnum_ccdc_archive 'CCDC 2041862'
loop_
_audit_author_name
_audit_author_address
'Lingbing Kong'
;Shandong University
China
;
_audit_update_record             
;
2020-11-02 deposited with the CCDC.	2020-12-26 downloaded from the CCDC.
;
_audit_creation_date             2020-11-02
_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         'C48 H52 B2 N2 O, C7 H8'
_chemical_formula_sum            'C55 H60 B2 N2 O'
_chemical_formula_weight         786.67
_chemical_melting_point          ?
_chemical_oxdiff_formula         CNBHBr
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0193 0.0097 '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 0.0097 0.0041 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0328 0.0186 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0527 0.0340 '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                   11.6024(4)
_cell_length_b                   12.4641(4)
_cell_length_c                   17.0448(5)
_cell_angle_alpha                111.154(3)
_cell_angle_beta                 91.945(3)
_cell_angle_gamma                97.305(3)
_cell_volume                     2271.64(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7301
_cell_measurement_temperature    172.99(10)
_cell_measurement_theta_max      72.1650
_cell_measurement_theta_min      3.7880
_shelx_estimated_absorpt_T_max   0.951
_shelx_estimated_absorpt_T_min   0.785
_exptl_absorpt_coefficient_mu    0.509
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87217
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.19a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.150
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             844
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_av_unetI/netI     0.0541
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            22282
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.604
_diffrn_reflns_theta_max         67.604
_diffrn_reflns_theta_min         3.845
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      172.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     54.00  80.00   1.00    5.50    --   98.46 -29.00 -17.00   26
  2  ω     28.00 112.00   1.00    5.50    --   98.46 -57.00   0.00   84
  3  ω     58.00 118.00   1.00    0.80    --   48.45  29.00 144.00   60
  4  ω     87.00 173.00   1.00    5.50    --   98.46  29.00 144.00   86
  5  ω     26.00 106.00   1.00    5.50    --   98.46 -99.00  30.00   80
  6  ω     23.00 111.00   1.00    5.50    --   98.46 -19.00 150.00   88
  7  ω    -24.00   4.00   1.00    0.80    --   48.45 -29.00 -17.00   28
  8  ω     37.00 114.00   1.00    5.50    --   98.46-125.00-150.00   77
  9  ω     26.00 109.00   1.00    5.50    --   98.46 -99.00-150.00   83
 10  ω    -60.00  22.00   1.00    0.80    --  -48.45  29.00 144.00   82
 11  ω    -94.00 -14.00   1.00    5.50    --  -86.25  29.00 144.00   80
 12  ω   -100.00 -21.00   1.00    5.50    --  -86.25  77.00 -30.00   79
 13  ω   -101.00 -15.00   1.00    5.50    --  -86.25  57.00 -30.00   86
 14  ω    -98.00 -13.00   1.00    5.50    --  -86.25  37.00 -60.00   85
 15  ω   -121.00 -42.00   1.00    0.80    --  -48.45 -29.00 -17.00   79
 16  ω   -103.00 -72.00   1.00    0.80    --  -48.45-125.00 -60.00   31
 17  ω   -161.00 -74.00   1.00    5.50    --  -86.25 -29.00 -17.00   87
 18  ω   -109.00 -13.00   1.00    5.50    --  -86.25  77.00 120.00   96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0753968000
_diffrn_orient_matrix_UB_12      -0.1181053000
_diffrn_orient_matrix_UB_13      -0.0159891000
_diffrn_orient_matrix_UB_21      0.1048334000
_diffrn_orient_matrix_UB_22      -0.0626509000
_diffrn_orient_matrix_UB_23      -0.0327039000
_diffrn_orient_matrix_UB_31      0.0371458000
_diffrn_orient_matrix_UB_32      0.0096002000
_diffrn_orient_matrix_UB_33      0.0902080000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5478
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6409
_reflns_number_total             7966
_reflns_odcompleteness_completeness 99.06
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     64.99
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.19a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.19a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.19a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.758
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     555
_refine_ls_number_reflns         7966
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0820
_refine_ls_R_factor_gt           0.0618
_refine_ls_restrained_S_all      1.074
_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)+(0.0576P)²+1.6219P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1480
_refine_ls_wR_factor_ref         0.1601
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 N1-H1A
 0.9 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C20(H20)
3.b Aromatic/amide H refined with riding coordinates:
 N1(H1A), C3(H3), C4(H4), C5(H5), C9(H9), C11(H11), C18(H18), C27(H27),
 C28(H28), C29(H29), C33(H33), C35(H35), C42(H42), C44(H44), C50(H50), C51(H51),
  C52(H52), C53(H53), C54(H54)
3.c Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C22(H22A,H22B,
 H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C37(H37A,H37B,H37C), C38(H38A,
 H38B,H38C), C39(H39A,H39B,H39C), C46(H46A,H46B,H46C), C47(H47A,H47B,H47C),
 C48(H48A,H48B,H48C), C55(H55A,H55B,H55C)
3.d Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.48380(14) 0.62803(13) 0.73079(11) 0.0345(4) Uani 1 1 d . . . . .
H1 H 0.517630 0.696954 0.746096 0.052 Uiso 1 1 calc GR . . . .
N1 N 0.33818(16) 0.41030(15) 0.70215(11) 0.0277(4) Uani 1 1 d D . . . .
H1A H 0.411692 0.401625 0.695159 0.033 Uiso 1 1 calc DR . . . .
N2 N 0.30166(15) 0.52078(15) 0.73457(11) 0.0259(4) Uani 1 1 d . . . . .
C1 C 0.3030(2) 0.73623(18) 0.78352(14) 0.0278(5) Uani 1 1 d . . . . .
C2 C 0.1802(2) 0.71455(19) 0.77004(14) 0.0301(5) Uani 1 1 d . . . . .
C3 C 0.1163(2) 0.8073(2) 0.79989(16) 0.0358(5) Uani 1 1 d . . . . .
H3 H 0.033522 0.792635 0.792734 0.043 Uiso 1 1 calc R . . . .
C4 C 0.1730(2) 0.9200(2) 0.83970(17) 0.0404(6) Uani 1 1 d . . . . .
H4 H 0.129079 0.982567 0.858480 0.048 Uiso 1 1 calc R . . . .
C5 C 0.2927(2) 0.9417(2) 0.85219(16) 0.0383(6) Uani 1 1 d . . . . .
H5 H 0.330820 1.019585 0.878822 0.046 Uiso 1 1 calc R . . . .
C6 C 0.3588(2) 0.85110(19) 0.82628(14) 0.0310(5) Uani 1 1 d . . . . .
C7 C 0.4875(2) 0.87530(18) 0.84917(15) 0.0324(5) Uani 1 1 d . . . . .
C8 C 0.5311(2) 0.85180(19) 0.91847(15) 0.0344(5) Uani 1 1 d . . . . .
C9 C 0.6506(2) 0.8678(2) 0.93708(17) 0.0394(6) Uani 1 1 d . . . . .
H9 H 0.679981 0.850199 0.983016 0.047 Uiso 1 1 calc R . . . .
C10 C 0.7288(2) 0.9087(2) 0.89104(18) 0.0435(6) Uani 1 1 d . . . . .
C11 C 0.6845(2) 0.9329(2) 0.82395(18) 0.0435(6) Uani 1 1 d . . . . .
H11 H 0.737132 0.961206 0.791924 0.052 Uiso 1 1 calc R . . . .
C12 C 0.5649(2) 0.9170(2) 0.80177(16) 0.0374(6) Uani 1 1 d . . . . .
C13 C 0.4497(3) 0.8096(2) 0.97189(18) 0.0459(6) Uani 1 1 d . . . . .
H13A H 0.390125 0.860768 0.989143 0.069 Uiso 1 1 calc GR . . . .
H13B H 0.494056 0.810617 1.022162 0.069 Uiso 1 1 calc GR . . . .
H13C H 0.411884 0.730085 0.939076 0.069 Uiso 1 1 calc GR . . . .
C14 C 0.5208(3) 0.9428(3) 0.72727(19) 0.0497(7) Uani 1 1 d . . . . .
H14A H 0.469277 0.874424 0.688335 0.074 Uiso 1 1 calc GR . . . .
H14B H 0.587042 0.962019 0.698057 0.074 Uiso 1 1 calc GR . . . .
H14C H 0.477502 1.008894 0.746978 0.074 Uiso 1 1 calc GR . . . .
C15 C 0.8583(3) 0.9257(3) 0.9146(2) 0.0640(9) Uani 1 1 d . . . . .
H15A H 0.879362 0.994342 0.966475 0.096 Uiso 1 1 calc GR . . . .
H15B H 0.900987 0.936839 0.868804 0.096 Uiso 1 1 calc GR . . . .
H15C H 0.878604 0.856884 0.923728 0.096 Uiso 1 1 calc GR . . . .
C16 C 0.12326(19) 0.59256(19) 0.72503(14) 0.0284(5) Uani 1 1 d . . . . .
C17 C 0.0437(2) 0.5581(2) 0.65854(15) 0.0325(5) Uani 1 1 d . . . . .
C18 C 0.0034(2) 0.4342(2) 0.61181(15) 0.0376(6) Uani 1 1 d . . . . .
H18 H -0.055233 0.413613 0.566468 0.045 Uiso 1 1 calc R . . . .
C19 C 0.0433(2) 0.3482(2) 0.62848(15) 0.0346(5) Uani 1 1 d . . . . .
C20 C 0.13105(19) 0.37340(18) 0.70231(14) 0.0282(5) Uani 1 1 d . . . . .
H20 H 0.091814 0.342354 0.742713 0.034 Uiso 1 1 calc R . . . .
C21 C 0.17722(19) 0.50439(18) 0.75204(13) 0.0259(5) Uani 1 1 d . . . . .
C22 C -0.0043(3) 0.6404(3) 0.62315(18) 0.0472(7) Uani 1 1 d . . . . .
H22A H -0.076044 0.662516 0.649091 0.071 Uiso 1 1 calc GR . . . .
H22B H -0.021274 0.601776 0.561875 0.071 Uiso 1 1 calc GR . . . .
H22C H 0.053495 0.710268 0.635584 0.071 Uiso 1 1 calc GR . . . .
C23 C -0.0057(3) 0.2232(2) 0.57883(19) 0.0511(7) Uani 1 1 d . . . . .
H23A H 0.058401 0.178039 0.561166 0.077 Uiso 1 1 calc GR . . . .
H23B H -0.053694 0.218152 0.528821 0.077 Uiso 1 1 calc GR . . . .
H23C H -0.053743 0.191985 0.614094 0.077 Uiso 1 1 calc GR . . . .
C24 C 0.1719(2) 0.5303(2) 0.84664(14) 0.0321(5) Uani 1 1 d . . . . .
H24A H 0.215932 0.478577 0.863062 0.048 Uiso 1 1 calc GR . . . .
H24B H 0.090417 0.517613 0.858832 0.048 Uiso 1 1 calc GR . . . .
H24C H 0.205834 0.611435 0.878593 0.048 Uiso 1 1 calc GR . . . .
C25 C 0.27040(19) 0.18573(18) 0.64877(14) 0.0283(5) Uani 1 1 d . . . . .
C26 C 0.3427(2) 0.14348(19) 0.58260(14) 0.0313(5) Uani 1 1 d . . . . .
C27 C 0.3470(2) 0.0240(2) 0.54610(16) 0.0374(6) Uani 1 1 d . . . . .
H27 H 0.392082 -0.004378 0.499500 0.045 Uiso 1 1 calc R . . . .
C28 C 0.2867(2) -0.0531(2) 0.57670(16) 0.0399(6) Uani 1 1 d . . . . .
H28 H 0.288344 -0.134195 0.550099 0.048 Uiso 1 1 calc R . . . .
C29 C 0.2240(2) -0.0122(2) 0.64607(16) 0.0370(6) Uani 1 1 d . . . . .
H29 H 0.186900 -0.064871 0.669385 0.044 Uiso 1 1 calc R . . . .
C30 C 0.2147(2) 0.10599(19) 0.68230(14) 0.0303(5) Uani 1 1 d . . . . .
C31 C 0.1530(2) 0.14721(18) 0.76143(15) 0.0314(5) Uani 1 1 d . . . . .
C32 C 0.0337(2) 0.1104(2) 0.76172(16) 0.0362(5) Uani 1 1 d . . . . .
C33 C -0.0196(2) 0.1546(2) 0.83700(18) 0.0430(6) Uani 1 1 d . . . . .
H33 H -0.101123 0.132328 0.836574 0.052 Uiso 1 1 calc R . . . .
C34 C 0.0414(3) 0.2292(2) 0.91175(17) 0.0442(6) Uani 1 1 d . . . . .
C35 C 0.1600(2) 0.2595(2) 0.91115(16) 0.0405(6) Uani 1 1 d . . . . .
H35 H 0.203910 0.308789 0.962409 0.049 Uiso 1 1 calc R . . . .
C36 C 0.2175(2) 0.22025(18) 0.83799(15) 0.0330(5) Uani 1 1 d . . . . .
C37 C 0.3476(2) 0.2545(2) 0.84454(16) 0.0397(6) Uani 1 1 d . . . . .
H37A H 0.383077 0.187935 0.809549 0.060 Uiso 1 1 calc GR . . . .
H37B H 0.378867 0.278926 0.903487 0.060 Uiso 1 1 calc GR . . . .
H37C H 0.365598 0.319070 0.824834 0.060 Uiso 1 1 calc GR . . . .
C38 C -0.0390(2) 0.0217(2) 0.68549(18) 0.0487(7) Uani 1 1 d . . . . .
H38A H -0.003265 0.021215 0.634124 0.073 Uiso 1 1 calc GR . . . .
H38B H -0.117824 0.041815 0.683993 0.073 Uiso 1 1 calc GR . . . .
H38C H -0.043310 -0.055546 0.688832 0.073 Uiso 1 1 calc GR . . . .
C39 C -0.0189(3) 0.2771(3) 0.9915(2) 0.0658(9) Uani 1 1 d . . . . .
H39A H 0.035777 0.291953 1.040602 0.099 Uiso 1 1 calc GR . . . .
H39B H -0.086011 0.220418 0.990988 0.099 Uiso 1 1 calc GR . . . .
H39C H -0.045629 0.349849 0.994542 0.099 Uiso 1 1 calc GR . . . .
C40 C 0.4257(2) 0.22287(19) 0.55517(14) 0.0308(5) Uani 1 1 d . . . . .
C41 C 0.3947(2) 0.2608(2) 0.49048(15) 0.0366(6) Uani 1 1 d . . . . .
C42 C 0.4782(2) 0.3292(2) 0.46507(16) 0.0399(6) Uani 1 1 d . . . . .
H42 H 0.456629 0.354469 0.421044 0.048 Uiso 1 1 calc R . . . .
C43 C 0.5924(2) 0.3618(2) 0.50222(15) 0.0370(6) Uani 1 1 d . . . . .
C44 C 0.6209(2) 0.3251(2) 0.56732(15) 0.0349(5) Uani 1 1 d . . . . .
H44 H 0.697917 0.347847 0.594243 0.042 Uiso 1 1 calc R . . . .
C45 C 0.5404(2) 0.25604(19) 0.59438(14) 0.0317(5) Uani 1 1 d . . . . .
C46 C 0.2721(2) 0.2295(3) 0.44922(19) 0.0522(7) Uani 1 1 d . . . . .
H46A H 0.270659 0.244859 0.396734 0.078 Uiso 1 1 calc GR . . . .
H46B H 0.220940 0.276476 0.487524 0.078 Uiso 1 1 calc GR . . . .
H46C H 0.244913 0.146831 0.436523 0.078 Uiso 1 1 calc GR . . . .
C47 C 0.5780(2) 0.2186(2) 0.66501(17) 0.0425(6) Uani 1 1 d . . . . .
H47A H 0.662755 0.239031 0.677546 0.064 Uiso 1 1 calc GR . . . .
H47B H 0.556186 0.134223 0.647821 0.064 Uiso 1 1 calc GR . . . .
H47C H 0.539442 0.258180 0.715518 0.064 Uiso 1 1 calc GR . . . .
C48 C 0.6835(3) 0.4311(3) 0.47122(19) 0.0501(7) Uani 1 1 d . . . . .
H48A H 0.735567 0.485862 0.519299 0.075 Uiso 1 1 calc GR . . . .
H48B H 0.645146 0.474326 0.442652 0.075 Uiso 1 1 calc GR . . . .
H48C H 0.728874 0.378164 0.431563 0.075 Uiso 1 1 calc GR . . . .
B1 B 0.2502(2) 0.3173(2) 0.68234(15) 0.0273(5) Uani 1 1 d . . . . .
B2 B 0.3697(2) 0.6279(2) 0.74902(15) 0.0268(5) Uani 1 1 d . . . . .
C49 C 0.7425(3) 0.5291(3) 0.8119(2) 0.0667(9) Uani 1 1 d . . . . .
C50 C 0.6477(3) 0.5366(3) 0.8587(2) 0.0609(8) Uani 1 1 d . . . . .
H50 H 0.594322 0.588332 0.858290 0.073 Uiso 1 1 calc R . . . .
C51 C 0.6312(5) 0.4671(5) 0.9069(3) 0.1092(18) Uani 1 1 d . . . . .
H51 H 0.565180 0.469064 0.938556 0.131 Uiso 1 1 calc R . . . .
C52 C 0.7160(5) 0.3916(4) 0.9079(3) 0.0990(15) Uani 1 1 d . . . . .
H52 H 0.709591 0.344381 0.941022 0.119 Uiso 1 1 calc R . . . .
C53 C 0.8059(5) 0.3927(5) 0.8584(4) 0.1083(16) Uani 1 1 d . . . . .
H53 H 0.862362 0.343820 0.858224 0.130 Uiso 1 1 calc R . . . .
C54 C 0.8215(4) 0.4563(4) 0.8101(3) 0.0852(12) Uani 1 1 d . . . . .
H54 H 0.885100 0.451055 0.775892 0.102 Uiso 1 1 calc R . . . .
C55 C 0.7606(4) 0.6028(4) 0.7573(3) 0.0931(13) Uani 1 1 d . . . . .
H55A H 0.715743 0.562131 0.702423 0.140 Uiso 1 1 calc GR . . . .
H55B H 0.843606 0.615718 0.748914 0.140 Uiso 1 1 calc GR . . . .
H55C H 0.734066 0.677903 0.785557 0.140 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 B2 1.370(3) . ?
N1 N2 1.413(2) . ?
N1 B1 1.376(3) . ?
N2 C21 1.488(3) . ?
N2 B2 1.396(3) . ?
C1 C2 1.410(3) . ?
C1 C6 1.407(3) . ?
C1 B2 1.578(3) . ?
C2 C3 1.401(3) . ?
C2 C16 1.485(3) . ?
C3 C4 1.383(4) . ?
C4 C5 1.374(4) . ?
C5 C6 1.394(3) . ?
C6 C7 1.494(3) . ?
C7 C8 1.409(3) . ?
C7 C12 1.401(3) . ?
C8 C9 1.385(4) . ?
C8 C13 1.509(4) . ?
C9 C10 1.384(4) . ?
C10 C11 1.383(4) . ?
C10 C15 1.510(4) . ?
C11 C12 1.395(4) . ?
C12 C14 1.507(4) . ?
C16 C17 1.341(3) . ?
C16 C21 1.527(3) . ?
C17 C18 1.463(3) . ?
C17 C22 1.516(3) . ?
C18 C19 1.335(3) . ?
C19 C20 1.505(3) . ?
C19 C23 1.502(3) . ?
C20 C21 1.555(3) . ?
C20 B1 1.619(3) . ?
C21 C24 1.531(3) . ?
C25 C26 1.415(3) . ?
C25 C30 1.416(3) . ?
C25 B1 1.581(3) . ?
C26 C27 1.400(3) . ?
C26 C40 1.499(3) . ?
C27 C28 1.378(4) . ?
C28 C29 1.380(4) . ?
C29 C30 1.397(3) . ?
C30 C31 1.502(3) . ?
C31 C32 1.402(3) . ?
C31 C36 1.412(3) . ?
C32 C33 1.401(4) . ?
C32 C38 1.508(4) . ?
C33 C34 1.380(4) . ?
C34 C35 1.382(4) . ?
C34 C39 1.509(4) . ?
C35 C36 1.392(4) . ?
C36 C37 1.505(4) . ?
C40 C41 1.401(3) . ?
C40 C45 1.410(3) . ?
C41 C42 1.392(4) . ?
C41 C46 1.504(4) . ?
C42 C43 1.394(4) . ?
C43 C44 1.389(4) . ?
C43 C48 1.509(4) . ?
C44 C45 1.392(3) . ?
C45 C47 1.510(3) . ?
C49 C50 1.373(5) . ?
C49 C54 1.363(5) . ?
C49 C55 1.529(6) . ?
C50 C51 1.394(6) . ?
C51 C52 1.449(8) . ?
C52 C53 1.365(7) . ?
C53 C54 1.335(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B1 N1 N2 114.98(18) . . ?
N1 N2 C21 108.33(16) . . ?
B2 N2 N1 126.56(18) . . ?
B2 N2 C21 125.11(17) . . ?
C2 C1 B2 117.03(19) . . ?
C6 C1 C2 119.11(19) . . ?
C6 C1 B2 123.9(2) . . ?
C1 C2 C16 118.13(19) . . ?
C3 C2 C1 119.6(2) . . ?
C3 C2 C16 122.3(2) . . ?
C4 C3 C2 120.4(2) . . ?
C5 C4 C3 120.2(2) . . ?
C4 C5 C6 120.9(2) . . ?
C1 C6 C7 120.29(19) . . ?
C5 C6 C1 119.7(2) . . ?
C5 C6 C7 119.9(2) . . ?
C8 C7 C6 118.7(2) . . ?
C12 C7 C6 121.5(2) . . ?
C12 C7 C8 119.8(2) . . ?
C7 C8 C13 120.9(2) . . ?
C9 C8 C7 119.0(2) . . ?
C9 C8 C13 120.1(2) . . ?
C10 C9 C8 122.3(2) . . ?
C9 C10 C15 120.1(3) . . ?
C11 C10 C9 118.1(2) . . ?
C11 C10 C15 121.8(3) . . ?
C10 C11 C12 122.1(3) . . ?
C7 C12 C14 121.0(2) . . ?
C11 C12 C7 118.8(2) . . ?
C11 C12 C14 120.2(2) . . ?
C2 C16 C21 113.58(18) . . ?
C17 C16 C2 124.5(2) . . ?
C17 C16 C21 121.2(2) . . ?
C16 C17 C18 120.4(2) . . ?
C16 C17 C22 123.9(2) . . ?
C18 C17 C22 115.6(2) . . ?
C19 C18 C17 124.5(2) . . ?
C18 C19 C20 121.1(2) . . ?
C18 C19 C23 121.0(2) . . ?
C23 C19 C20 117.7(2) . . ?
C19 C20 C21 115.35(18) . . ?
C19 C20 B1 116.94(18) . . ?
C21 C20 B1 102.58(17) . . ?
N2 C21 C16 104.26(17) . . ?
N2 C21 C20 105.48(16) . . ?
N2 C21 C24 108.57(17) . . ?
C16 C21 C20 117.19(18) . . ?
C16 C21 C24 111.74(17) . . ?
C24 C21 C20 109.02(18) . . ?
C26 C25 C30 117.9(2) . . ?
C26 C25 B1 120.8(2) . . ?
C30 C25 B1 121.3(2) . . ?
C25 C26 C40 122.43(19) . . ?
C27 C26 C25 119.8(2) . . ?
C27 C26 C40 117.4(2) . . ?
C28 C27 C26 121.0(2) . . ?
C27 C28 C29 119.9(2) . . ?
C28 C29 C30 120.6(2) . . ?
C25 C30 C31 121.03(19) . . ?
C29 C30 C25 120.4(2) . . ?
C29 C30 C31 118.4(2) . . ?
C32 C31 C30 121.4(2) . . ?
C32 C31 C36 119.2(2) . . ?
C36 C31 C30 119.3(2) . . ?
C31 C32 C38 123.0(2) . . ?
C33 C32 C31 118.7(2) . . ?
C33 C32 C38 118.3(2) . . ?
C34 C33 C32 122.7(3) . . ?
C33 C34 C35 117.7(2) . . ?
C33 C34 C39 121.4(3) . . ?
C35 C34 C39 120.9(3) . . ?
C34 C35 C36 122.2(2) . . ?
C31 C36 C37 122.5(2) . . ?
C35 C36 C31 119.3(2) . . ?
C35 C36 C37 118.2(2) . . ?
C41 C40 C26 122.5(2) . . ?
C41 C40 C45 119.5(2) . . ?
C45 C40 C26 117.9(2) . . ?
C40 C41 C46 120.6(2) . . ?
C42 C41 C40 119.4(2) . . ?
C42 C41 C46 120.0(2) . . ?
C41 C42 C43 122.0(2) . . ?
C42 C43 C48 121.5(2) . . ?
C44 C43 C42 117.7(2) . . ?
C44 C43 C48 120.8(2) . . ?
C43 C44 C45 122.1(2) . . ?
C40 C45 C47 121.6(2) . . ?
C44 C45 C40 119.2(2) . . ?
C44 C45 C47 119.2(2) . . ?
N1 B1 C20 105.51(18) . . ?
N1 B1 C25 124.1(2) . . ?
C25 B1 C20 130.4(2) . . ?
O1 B2 N2 117.8(2) . . ?
O1 B2 C1 127.5(2) . . ?
N2 B2 C1 114.7(2) . . ?
C50 C49 C55 119.5(3) . . ?
C54 C49 C50 123.1(4) . . ?
C54 C49 C55 117.4(4) . . ?
C49 C50 C51 118.7(4) . . ?
C50 C51 C52 119.2(5) . . ?
C53 C52 C51 115.8(4) . . ?
C54 C53 C52 125.9(5) . . ?
C53 C54 C49 117.2(5) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.491
_oxdiff_exptl_absorpt_empirical_full_min 0.680



_vrf_PLAT420_klb-gr-2            
;
PROBLEM: D-H Without Acceptor O1 --H1
RESPONSE: there are no suitable acceptors around H1 atom.
                  
;

# end Validation Reply Form




####################################################################### 
# 
# 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_klb-gr-5
_database_code_depnum_ccdc_archive 'CCDC 2041864'
loop_
_audit_author_name
_audit_author_address
'Lingbing Kong'
;Shandong University
China
;
_audit_update_record             
;
2020-11-02 deposited with the CCDC.	2020-12-26 downloaded from the CCDC.
;
_audit_creation_date             2020-11-02
_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         'C49 H50 B2 N2 O2, C3 H3'
_chemical_formula_sum            'C52 H53 B2 N2 O2'
_chemical_formula_weight         759.58
_chemical_melting_point          ?
_chemical_oxdiff_formula         CBNO
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   8.1757(3)
_cell_length_b                   13.4922(6)
_cell_length_c                   19.8843(8)
_cell_angle_alpha                86.111(4)
_cell_angle_beta                 83.103(3)
_cell_angle_gamma                72.919(4)
_cell_volume                     2080.25(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7768
_cell_measurement_temperature    172.99(10)
_cell_measurement_theta_max      76.1080
_cell_measurement_theta_min      3.4030
_shelx_estimated_absorpt_T_max   0.947
_shelx_estimated_absorpt_T_min   0.733
_exptl_absorpt_coefficient_mu    0.552
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.29359
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.25a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.213
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             810
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0887
_diffrn_reflns_av_unetI/netI     0.0892
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            19731
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.072
_diffrn_reflns_theta_max         67.072
_diffrn_reflns_theta_min         3.429
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      172.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     28.00 117.00   1.00    0.90    --   48.45  77.00-120.00   89
  2  ω    111.00 136.00   1.00    5.60    --  106.49 126.00-146.00   25
  3  ω    128.00 177.00   1.00    5.60    --  106.49  77.00-180.00   49
  4  ω     90.00 178.00   1.00    5.60    --  106.49  61.00-150.00   88
  5  ω     84.00 118.00   1.00    5.60    --  106.49  77.00-180.00   34
  6  ω     36.00 113.00   1.00    5.60    --  106.49 -45.00 -90.00   77
  7  ω     42.00  72.00   1.00    0.90    --   48.45-144.00 -31.00   30
  8  ω     49.00 130.00   1.00    5.60    --  106.49-144.00 -31.00   81
  9  ω     59.00  91.00   1.00    0.90    --   48.45-126.00 137.00   32
 10  ω     57.00 118.00   1.00    5.60    --  106.49-126.00 137.00   61
 11  ω     54.00 108.00   1.00    5.60    --  106.49 -94.00 150.00   54
 12  ω     32.00 119.00   1.00    5.60    --  106.49 -30.00  60.00   87
 13  ω     94.00 171.00   1.00    5.60    --  106.49  30.00 150.00   77
 14  ω     80.00 105.00   1.00    5.60    --  106.49 144.00  22.00   25
 15  ω     34.00 123.00   1.00    5.60    --  106.49 -61.00 -90.00   89
 16  ω    -94.00 -44.00   1.00    0.90    --  -48.45 144.00  22.00   50
 17  ω    -91.00 -39.00   1.00    0.90    --  -48.45 126.00-146.00   52
 18  ω    -90.00 -25.00   1.00    5.60    --  -86.25 126.00-146.00   65
 19  ω   -104.00 -24.00   1.00    5.60    --  -86.25 144.00  22.00   80
 20  ω   -156.00 -73.00   1.00    5.60    --  -86.25 -30.00-180.00   83
 21  ω    -95.00 -62.00   1.00    0.90    --  -48.45-144.00 -31.00   33
 22  ω   -109.00 -70.00   1.00    0.90    --  -48.45-126.00 137.00   39
 23  ω   -117.00 -29.00   1.00    0.90    --  -48.45 -77.00 150.00   88
 24  ω   -145.00-120.00   1.00    5.60    --  -86.25-144.00 -31.00   25
 25  ω   -139.00-114.00   1.00    5.60    --  -86.25-126.00 137.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0367095000
_diffrn_orient_matrix_UB_12      -0.0078761000
_diffrn_orient_matrix_UB_13      0.0776967000
_diffrn_orient_matrix_UB_21      -0.0483566000
_diffrn_orient_matrix_UB_22      -0.1008940000
_diffrn_orient_matrix_UB_23      -0.0060174000
_diffrn_orient_matrix_UB_31      0.1886963000
_diffrn_orient_matrix_UB_32      -0.0635893000
_diffrn_orient_matrix_UB_33      0.0049575000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5854
_reflns_number_total             7330
_reflns_odcompleteness_completeness 98.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     535
_refine_ls_number_reflns         7330
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1087
_refine_ls_R_factor_gt           0.0743
_refine_ls_restrained_S_all      1.040
_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)+(0.1046P)²+1.4880P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1964
_refine_ls_wR_factor_ref         0.2211
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4)
2.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C29(H29), C48(H48), C11(H11), C38(H38), C12(H12), C36(H36),
 C46(H46), C27(H27), C6(H6), C22(H22), C20(H20), C21(H21), C56(H56), C57(H57),
 C58(H58)
2.c Idealised Me refined as rotating group:
 C40(H40A,H40B,H40C), C43(H43A,H43B,H43C), C41(H41A,H41B,H41C), C54(H54A,H54B,
 H54C), C55(H55A,H55B,H55C), C33(H33A,H33B,H33C), C32(H32A,H32B,H32C), C51(H51A,
 H51B,H51C), C31(H31A,H31B,H31C), C52(H52A,H52B,H52C), C50(H50A,H50B,H50C),
 C42(H42A,H42B,H42C)
;
_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
O16 O 0.6023(2) 0.59330(15) 0.19707(11) 0.0508(5) Uani 1 1 d . . . . .
O53 O 0.7750(3) 0.42985(17) 0.17827(12) 0.0577(6) Uani 1 1 d . . . . .
N2 N 0.3450(3) 0.56123(18) 0.20726(12) 0.0463(5) Uani 1 1 d . . . . .
N1 N 0.4768(3) 0.46472(18) 0.19952(12) 0.0465(5) Uani 1 1 d . . . . .
C8 C 0.1759(4) 0.6045(2) 0.31409(15) 0.0481(7) Uani 1 1 d . . . . .
C9 C 0.1968(4) 0.7110(2) 0.30528(15) 0.0482(6) Uani 1 1 d . . . . .
C44 C 0.4636(4) 0.8548(2) 0.18718(16) 0.0485(7) Uani 1 1 d . . . . .
C24 C 0.5618(3) 0.2698(2) 0.22810(15) 0.0463(6) Uani 1 1 d . . . . .
C3 C 0.1885(3) 0.5485(2) 0.24819(15) 0.0465(6) Uani 1 1 d . . . . .
C35 C 0.5874(4) 0.3423(2) 0.38506(16) 0.0506(7) Uani 1 1 d . . . . .
C5 C 0.1524(4) 0.3926(2) 0.32348(16) 0.0514(7) Uani 1 1 d . . . . .
C14 C 0.3204(4) 0.7335(2) 0.25393(15) 0.0472(6) Uani 1 1 d . . . . .
C10 C 0.0972(4) 0.7931(2) 0.34506(16) 0.0524(7) Uani 1 1 d . . . . .
H10 H 0.014410 0.781393 0.378486 0.063 Uiso 1 1 calc R . . . .
C19 C 0.6148(4) 0.2250(2) 0.16402(16) 0.0497(7) Uani 1 1 d . . . . .
C13 C 0.3386(4) 0.8331(2) 0.24410(16) 0.0493(7) Uani 1 1 d . . . . .
C4 C 0.2238(4) 0.4280(2) 0.25581(15) 0.0479(6) Uani 1 1 d . . . . .
H4 H 0.160160 0.409745 0.222188 0.057 Uiso 1 1 calc R . . . .
C17 C 0.6345(4) 0.4887(2) 0.18975(15) 0.0493(7) Uani 1 1 d . . . . .
C7 C 0.1463(4) 0.5566(2) 0.37416(16) 0.0510(7) Uani 1 1 d . . . . .
C34 C 0.5778(4) 0.2520(2) 0.35614(16) 0.0499(7) Uani 1 1 d . . . . .
C25 C 0.5043(4) 0.2642(2) 0.10739(15) 0.0490(7) Uani 1 1 d . . . . .
C39 C 0.5048(4) 0.1826(2) 0.39600(16) 0.0520(7) Uani 1 1 d . . . . .
C23 C 0.6471(4) 0.2233(2) 0.28450(16) 0.0477(6) Uani 1 1 d . . . . .
C26 C 0.3423(4) 0.2455(2) 0.11245(16) 0.0512(7) Uani 1 1 d . . . . .
C29 C 0.4406(4) 0.3600(3) 0.00194(16) 0.0541(7) Uani 1 1 d . . . . .
H29 H 0.474797 0.396969 -0.035590 0.065 Uiso 1 1 calc R . . . .
C45 C 0.6253(4) 0.8606(2) 0.20101(16) 0.0517(7) Uani 1 1 d . . . . .
C48 C 0.5378(4) 0.8862(2) 0.06864(17) 0.0546(7) Uani 1 1 d . . . . .
H48 H 0.508420 0.894804 0.024414 0.065 Uiso 1 1 calc R . . . .
C30 C 0.5556(4) 0.3197(2) 0.05034(16) 0.0510(7) Uani 1 1 d . . . . .
C28 C 0.2771(4) 0.3470(2) 0.00781(16) 0.0538(7) Uani 1 1 d . . . . .
C11 C 0.1184(4) 0.8907(2) 0.33610(17) 0.0557(7) Uani 1 1 d . . . . .
H11 H 0.051493 0.943357 0.364046 0.067 Uiso 1 1 calc R . . . .
C38 C 0.4421(4) 0.2048(3) 0.46298(17) 0.0556(7) Uani 1 1 d . . . . .
H38 H 0.391991 0.159237 0.488820 0.067 Uiso 1 1 calc R . . . .
C40 C 0.6677(4) 0.4185(3) 0.34633(18) 0.0590(8) Uani 1 1 d . . . . .
H40A H 0.730192 0.388508 0.305047 0.089 Uiso 1 1 calc GR . . . .
H40B H 0.744944 0.435395 0.373306 0.089 Uiso 1 1 calc GR . . . .
H40C H 0.579216 0.480387 0.335831 0.089 Uiso 1 1 calc GR . . . .
C43 C 0.0315(4) 0.5982(2) 0.21010(17) 0.0537(7) Uani 1 1 d . . . . .
H43A H 0.018123 0.671143 0.203117 0.081 Uiso 1 1 calc GR . . . .
H43B H -0.069341 0.588074 0.236177 0.081 Uiso 1 1 calc GR . . . .
H43C H 0.047097 0.566676 0.167039 0.081 Uiso 1 1 calc GR . . . .
C12 C 0.2386(4) 0.9118(2) 0.28574(16) 0.0525(7) Uani 1 1 d . . . . .
H12 H 0.251880 0.978112 0.280041 0.063 Uiso 1 1 calc R . . . .
C36 C 0.5251(4) 0.3596(2) 0.45261(17) 0.0553(7) Uani 1 1 d . . . . .
H36 H 0.532994 0.418866 0.471754 0.066 Uiso 1 1 calc R . . . .
C46 C 0.7374(4) 0.8808(2) 0.14707(17) 0.0547(7) Uani 1 1 d . . . . .
H46 H 0.843841 0.885719 0.155884 0.066 Uiso 1 1 calc R . . . .
C37 C 0.4518(4) 0.2929(3) 0.49268(17) 0.0576(8) Uani 1 1 d . . . . .
C47 C 0.6970(4) 0.8938(2) 0.08102(17) 0.0539(7) Uani 1 1 d . . . . .
C27 C 0.2322(4) 0.2892(3) 0.06350(17) 0.0563(7) Uani 1 1 d . . . . .
H27 H 0.123415 0.279299 0.068266 0.068 Uiso 1 1 calc R . . . .
C6 C 0.1191(4) 0.4542(3) 0.37631(17) 0.0542(7) Uani 1 1 d . . . . .
H6 H 0.075388 0.430033 0.417452 0.065 Uiso 1 1 calc R . . . .
C49 C 0.4206(4) 0.8660(2) 0.12085(16) 0.0514(7) Uani 1 1 d . . . . .
C22 C 0.7970(4) 0.1395(2) 0.27422(17) 0.0558(7) Uani 1 1 d . . . . .
H22 H 0.857913 0.110104 0.310776 0.067 Uiso 1 1 calc R . . . .
C20 C 0.7619(4) 0.1407(2) 0.15611(17) 0.0570(8) Uani 1 1 d . . . . .
H20 H 0.798314 0.111149 0.113982 0.068 Uiso 1 1 calc R . . . .
C41 C 0.4976(5) 0.0826(3) 0.36909(19) 0.0615(8) Uani 1 1 d . . . . .
H41A H 0.476471 0.093003 0.322310 0.092 Uiso 1 1 calc GR . . . .
H41B H 0.406625 0.060451 0.394747 0.092 Uiso 1 1 calc GR . . . .
H41C H 0.605303 0.030374 0.373038 0.092 Uiso 1 1 calc GR . . . .
C21 C 0.8545(4) 0.1005(3) 0.21099(18) 0.0596(8) Uani 1 1 d . . . . .
H21 H 0.956223 0.046843 0.204746 0.072 Uiso 1 1 calc R . . . .
C54 C 0.1179(4) 0.2894(3) 0.32828(19) 0.0617(8) Uani 1 1 d . . . . .
H54A H 0.039403 0.288364 0.296295 0.093 Uiso 1 1 calc GR . . . .
H54B H 0.068330 0.277725 0.373289 0.093 Uiso 1 1 calc GR . . . .
H54C H 0.223886 0.235925 0.318345 0.093 Uiso 1 1 calc GR . . . .
C56 C 0.8292(4) 0.0101(3) 0.49658(18) 0.0630(8) Uani 1 1 d . . . . .
H56 H 0.713588 0.016341 0.494303 0.076 Uiso 1 1 calc R . . . .
C57 C 1.0622(4) 0.0840(3) 0.48315(18) 0.0616(8) Uani 1 1 d . . . . .
H57 H 1.104810 0.140360 0.471768 0.074 Uiso 1 1 calc R . . . .
C55 C 0.1411(4) 0.5998(3) 0.44275(16) 0.0605(8) Uani 1 1 d . . . . .
H55A H 0.198946 0.652753 0.438124 0.091 Uiso 1 1 calc GR . . . .
H55B H 0.197445 0.545152 0.472873 0.091 Uiso 1 1 calc GR . . . .
H55C H 0.023577 0.628979 0.460841 0.091 Uiso 1 1 calc GR . . . .
C58 C 0.8897(4) 0.0939(3) 0.47985(17) 0.0600(8) Uani 1 1 d . . . . .
H58 H 0.815843 0.156921 0.466409 0.072 Uiso 1 1 calc R . . . .
C33 C 0.7316(4) 0.3354(3) 0.03888(18) 0.0603(8) Uani 1 1 d . . . . .
H33A H 0.771583 0.339426 0.081783 0.091 Uiso 1 1 calc GR . . . .
H33B H 0.725887 0.398659 0.012821 0.091 Uiso 1 1 calc GR . . . .
H33C H 0.809556 0.278148 0.014718 0.091 Uiso 1 1 calc GR . . . .
C32 C 0.2916(5) 0.1716(3) 0.16532(18) 0.0660(9) Uani 1 1 d . . . . .
H32A H 0.340752 0.101735 0.150685 0.099 Uiso 1 1 calc GR . . . .
H32B H 0.168503 0.187236 0.171646 0.099 Uiso 1 1 calc GR . . . .
H32C H 0.333172 0.178766 0.207346 0.099 Uiso 1 1 calc GR . . . .
C51 C 0.2492(4) 0.8585(3) 0.10408(18) 0.0623(8) Uani 1 1 d . . . . .
H51A H 0.236475 0.791714 0.119060 0.093 Uiso 1 1 calc GR . . . .
H51B H 0.244183 0.867092 0.055972 0.093 Uiso 1 1 calc GR . . . .
H51C H 0.157969 0.911786 0.126551 0.093 Uiso 1 1 calc GR . . . .
C31 C 0.1583(4) 0.3877(3) -0.04637(18) 0.0647(9) Uani 1 1 d . . . . .
H31A H 0.164917 0.455551 -0.061863 0.097 Uiso 1 1 calc GR . . . .
H31B H 0.042447 0.391813 -0.028166 0.097 Uiso 1 1 calc GR . . . .
H31C H 0.191867 0.341872 -0.083661 0.097 Uiso 1 1 calc GR . . . .
C52 C 0.8235(4) 0.9146(3) 0.02420(19) 0.0646(9) Uani 1 1 d . . . . .
H52A H 0.925776 0.856764 0.021248 0.097 Uiso 1 1 calc GR . . . .
H52B H 0.852490 0.976132 0.032963 0.097 Uiso 1 1 calc GR . . . .
H52C H 0.772970 0.924010 -0.017779 0.097 Uiso 1 1 calc GR . . . .
C50 C 0.6805(4) 0.8416(3) 0.27128(18) 0.0625(8) Uani 1 1 d . . . . .
H50A H 0.590437 0.881132 0.302735 0.094 Uiso 1 1 calc GR . . . .
H50B H 0.782719 0.862483 0.272478 0.094 Uiso 1 1 calc GR . . . .
H50C H 0.703711 0.769148 0.283536 0.094 Uiso 1 1 calc GR . . . .
B18 B 0.4231(4) 0.3802(3) 0.22993(17) 0.0462(7) Uani 1 1 d . . . . .
C42 C 0.3891(6) 0.3129(4) 0.5663(2) 0.0777(11) Uani 1 1 d . . . . .
H42A H 0.325059 0.265622 0.583564 0.117 Uiso 1 1 calc GR . . . .
H42B H 0.316400 0.382891 0.570687 0.117 Uiso 1 1 calc GR . . . .
H42C H 0.485855 0.302903 0.591671 0.117 Uiso 1 1 calc GR . . . .
B15 B 0.4243(4) 0.6366(3) 0.21458(17) 0.0472(7) 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
O16 C17 1.373(4) . ?
O16 B15 1.409(4) . ?
O53 C17 1.195(4) . ?
N2 N1 1.429(3) . ?
N2 C3 1.480(4) . ?
N2 B15 1.381(4) . ?
N1 C17 1.408(4) . ?
N1 B18 1.412(4) . ?
C8 C9 1.492(4) . ?
C8 C3 1.535(4) . ?
C8 C7 1.349(4) . ?
C9 C14 1.431(4) . ?
C9 C10 1.396(4) . ?
C44 C13 1.504(4) . ?
C44 C45 1.407(4) . ?
C44 C49 1.393(4) . ?
C24 C19 1.412(4) . ?
C24 C23 1.405(4) . ?
C24 B18 1.585(4) . ?
C3 C4 1.564(4) . ?
C3 C43 1.526(4) . ?
C35 C34 1.408(4) . ?
C35 C40 1.500(5) . ?
C35 C36 1.388(5) . ?
C5 C4 1.506(4) . ?
C5 C6 1.336(5) . ?
C5 C54 1.493(4) . ?
C14 C13 1.392(4) . ?
C14 B15 1.539(4) . ?
C10 C11 1.376(5) . ?
C19 C25 1.499(4) . ?
C19 C20 1.393(4) . ?
C13 C12 1.389(4) . ?
C4 B18 1.601(4) . ?
C7 C6 1.460(5) . ?
C7 C55 1.510(5) . ?
C34 C39 1.406(4) . ?
C34 C23 1.501(4) . ?
C25 C26 1.410(4) . ?
C25 C30 1.407(4) . ?
C39 C38 1.388(5) . ?
C39 C41 1.505(5) . ?
C23 C22 1.407(4) . ?
C26 C27 1.388(4) . ?
C26 C32 1.505(5) . ?
C29 C30 1.397(4) . ?
C29 C28 1.389(5) . ?
C45 C46 1.391(5) . ?
C45 C50 1.503(5) . ?
C48 C47 1.387(5) . ?
C48 C49 1.395(5) . ?
C30 C33 1.503(4) . ?
C28 C27 1.386(5) . ?
C28 C31 1.505(5) . ?
C11 C12 1.393(5) . ?
C38 C37 1.389(5) . ?
C36 C37 1.382(5) . ?
C46 C47 1.380(5) . ?
C37 C42 1.508(5) . ?
C47 C52 1.508(5) . ?
C49 C51 1.512(4) . ?
C22 C21 1.371(5) . ?
C20 C21 1.391(5) . ?
C56 C57 1.384(5) 2_756 ?
C56 C58 1.369(5) . ?
C57 C58 1.386(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
C17 O16 B15 108.5(2) . . ?
N1 N2 C3 111.8(2) . . ?
B15 N2 N1 107.4(2) . . ?
B15 N2 C3 126.2(2) . . ?
C17 N1 N2 106.5(2) . . ?
C17 N1 B18 134.5(2) . . ?
B18 N1 N2 112.4(2) . . ?
C9 C8 C3 115.4(3) . . ?
C7 C8 C9 125.2(3) . . ?
C7 C8 C3 119.4(3) . . ?
C14 C9 C8 120.5(3) . . ?
C10 C9 C8 122.6(3) . . ?
C10 C9 C14 116.9(3) . . ?
C45 C44 C13 119.8(3) . . ?
C49 C44 C13 119.8(3) . . ?
C49 C44 C45 120.3(3) . . ?
C19 C24 B18 116.6(3) . . ?
C23 C24 C19 120.0(3) . . ?
C23 C24 B18 122.9(3) . . ?
N2 C3 C8 105.4(2) . . ?
N2 C3 C4 103.6(2) . . ?
N2 C3 C43 109.6(2) . . ?
C8 C3 C4 115.7(2) . . ?
C43 C3 C8 110.7(2) . . ?
C43 C3 C4 111.3(2) . . ?
C34 C35 C40 122.5(3) . . ?
C36 C35 C34 118.7(3) . . ?
C36 C35 C40 118.8(3) . . ?
C6 C5 C4 119.6(3) . . ?
C6 C5 C54 122.4(3) . . ?
C54 C5 C4 118.0(3) . . ?
C9 C14 B15 111.9(3) . . ?
C13 C14 C9 121.2(3) . . ?
C13 C14 B15 126.9(3) . . ?
C11 C10 C9 121.7(3) . . ?
C24 C19 C25 119.2(3) . . ?
C20 C19 C24 119.3(3) . . ?
C20 C19 C25 121.3(3) . . ?
C14 C13 C44 119.5(3) . . ?
C12 C13 C44 120.6(3) . . ?
C12 C13 C14 119.9(3) . . ?
C3 C4 B18 105.5(2) . . ?
C5 C4 C3 113.4(2) . . ?
C5 C4 B18 119.8(2) . . ?
O16 C17 N1 108.4(2) . . ?
O53 C17 O16 124.2(3) . . ?
O53 C17 N1 127.4(3) . . ?
C8 C7 C6 120.2(3) . . ?
C8 C7 C55 125.0(3) . . ?
C6 C7 C55 114.7(3) . . ?
C35 C34 C23 123.3(3) . . ?
C39 C34 C35 119.4(3) . . ?
C39 C34 C23 117.3(3) . . ?
C26 C25 C19 118.3(3) . . ?
C30 C25 C19 122.4(3) . . ?
C30 C25 C26 119.3(3) . . ?
C34 C39 C41 122.0(3) . . ?
C38 C39 C34 119.4(3) . . ?
C38 C39 C41 118.6(3) . . ?
C24 C23 C34 123.2(3) . . ?
C24 C23 C22 118.7(3) . . ?
C22 C23 C34 117.9(3) . . ?
C25 C26 C32 122.1(3) . . ?
C27 C26 C25 119.0(3) . . ?
C27 C26 C32 118.7(3) . . ?
C28 C29 C30 122.4(3) . . ?
C44 C45 C50 121.7(3) . . ?
C46 C45 C44 118.2(3) . . ?
C46 C45 C50 120.1(3) . . ?
C47 C48 C49 121.7(3) . . ?
C25 C30 C33 122.2(3) . . ?
C29 C30 C25 119.0(3) . . ?
C29 C30 C33 118.7(3) . . ?
C29 C28 C31 121.3(3) . . ?
C27 C28 C29 117.2(3) . . ?
C27 C28 C31 121.3(3) . . ?
C10 C11 C12 120.9(3) . . ?
C39 C38 C37 122.1(3) . . ?
C13 C12 C11 119.5(3) . . ?
C37 C36 C35 122.9(3) . . ?
C47 C46 C45 122.6(3) . . ?
C38 C37 C42 121.0(3) . . ?
C36 C37 C38 117.4(3) . . ?
C36 C37 C42 121.5(3) . . ?
C48 C47 C52 121.3(3) . . ?
C46 C47 C48 118.0(3) . . ?
C46 C47 C52 120.6(3) . . ?
C28 C27 C26 122.9(3) . . ?
C5 C6 C7 124.8(3) . . ?
C44 C49 C48 119.1(3) . . ?
C44 C49 C51 121.7(3) . . ?
C48 C49 C51 119.2(3) . . ?
C21 C22 C23 120.8(3) . . ?
C21 C20 C19 120.2(3) . . ?
C22 C21 C20 120.5(3) . . ?
C58 C56 C57 120.8(3) . 2_756 ?
C56 C57 C58 119.9(3) 2_756 . ?
C56 C58 C57 119.3(3) . . ?
N1 B18 C24 117.0(3) . . ?
N1 B18 C4 105.2(2) . . ?
C24 B18 C4 137.7(3) . . ?
O16 B15 C14 132.2(3) . . ?
N2 B15 O16 107.7(3) . . ?
N2 B15 C14 118.1(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 2.635
_oxdiff_exptl_absorpt_empirical_full_min 0.439
####################################################################### 
# 
# 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_klb-gr-3
_database_code_depnum_ccdc_archive 'CCDC 2041863'
loop_
_audit_author_name
_audit_author_address
'Lingbing Kong'
;Shandong University
China
;
_audit_update_record             
;
2020-11-02 deposited with the CCDC.	2020-12-26 downloaded from the CCDC.
;
_audit_creation_date             2020-11-02
_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         'C18 H B F15 O, C59 H71 B2 N4'
_chemical_formula_sum            'C77 H72 B3 F15 N4 O'
_chemical_formula_weight         1386.81
_chemical_melting_point          ?
_chemical_oxdiff_formula         BCNOF
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   11.1752(4)
_cell_length_b                   14.7860(5)
_cell_length_c                   21.3743(7)
_cell_angle_alpha                81.940(3)
_cell_angle_beta                 77.947(3)
_cell_angle_gamma                88.914(3)
_cell_volume                     3419.6(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    18789
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      76.1670
_cell_measurement_theta_min      3.9010
_shelx_estimated_absorpt_T_max   0.915
_shelx_estimated_absorpt_T_min   0.659
_exptl_absorpt_coefficient_mu    0.910
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75025
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.25a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_unetI/netI     0.0401
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            33871
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.079
_diffrn_reflns_theta_max         67.079
_diffrn_reflns_theta_min         3.019
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -68.00  17.00   1.00    0.10    --  -48.45  97.00  95.00   85
  2  ω     -5.00  21.00   1.00    0.10    --   48.45 -97.00 -12.00   26
  3  ω     22.00  55.00   1.00    0.10    --   48.45 -97.00 -12.00   33
  4  ω    -82.00 -48.00   1.00    0.68    --  -86.25  97.00  95.00   34
  5  ω   -155.00 -82.00   1.00    0.68    --  -86.25 -97.00 -12.00   73
  6  ω     40.00  95.00   1.00    0.68    --  106.49 -97.00 -12.00   55
  7  ω   -118.00 -70.00   1.00    0.10    --  -48.45-125.00 150.00   48
  8  ω   -119.00 -72.00   1.00    0.10    --  -48.45-125.00  60.00   47
  9  ω    -63.00  24.00   1.00    0.10    --  -48.45  57.00  60.00   87
 10  ω    -24.00  61.00   1.00    0.10    --   48.45 -38.00-120.00   85
 11  ω    -99.00 -14.00   1.00    0.68    --  -86.25  38.00-120.00   85
 12  ω   -146.00 -84.00   1.00    0.68    --  -86.25 -99.00 -60.00   62
 13  ω     35.00 128.00   1.00    0.68    --  106.49 -77.00  60.00   93
 14  ω     92.00 175.00   1.00    0.68    --  106.49 125.00 -30.00   83
 15  ω     34.00 117.00   1.00    0.68    --  106.49-125.00 -60.00   83
 16  ω     37.00 109.00   1.00    0.68    --  106.49 -99.00  60.00   72
 17  ω     32.00 118.00   1.00    0.68    --  106.49 -19.00 -60.00   86
 18  ω     34.00 109.00   1.00    0.68    --  106.49 -99.00 -60.00   75
 19  ω     99.00 176.00   1.00    0.68    --  106.49  38.00-180.00   77
 20  ω     88.00 178.00   1.00    0.68    --  106.49  77.00-120.00   90
 21  ω    104.00 162.00   1.00    0.68    --  106.49  97.00  95.00   58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0183500000
_diffrn_orient_matrix_UB_12      0.0790210000
_diffrn_orient_matrix_UB_13      -0.0522080000
_diffrn_orient_matrix_UB_21      -0.0081678000
_diffrn_orient_matrix_UB_22      -0.0690967000
_diffrn_orient_matrix_UB_23      -0.0466449000
_diffrn_orient_matrix_UB_31      -0.1395325000
_diffrn_orient_matrix_UB_32      -0.0074819000
_diffrn_orient_matrix_UB_33      0.0252556000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10129
_reflns_number_total             12111
_reflns_odcompleteness_completeness 99.16
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.295
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     923
_refine_ls_number_reflns         12111
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0544
_refine_ls_R_factor_gt           0.0420
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0513P)²+1.7177P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1074
_refine_ls_wR_factor_ref         0.1230
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N1-H1
 0.9 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C35(H35), C52(H52), C55(H55)
3.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C3(H3), C4(H4), C5(H5), C9(H9), C11(H11), C18(H18), C20(H20),
 C27(H27), C28(H28), C29(H29), C33(H33), C42(H42), C44(H44)
3.c Idealised Me refined as rotating group:
 C13(H13a,H13b,H13c), C14(H14a,H14b,H14c), C15(H15a,H15b,H15c), C22(H22a,H22b,
 H22c), C23(H23a,H23b,H23c), C24(H24a,H24b,H24c), C37(H37a,H37b,H37c), C38(H38a,
 H38b,H38c), C39(H39a,H39b,H39c), C46(H46a,H46b,H46c), C47(H47a,H47b,H47c),
 C48(H48a,H48b,H48c), C53(H53a,H53b,H53c), C54(H54a,H54b,H54c), C56(H56a,H56b,
 H56c), C57(H57a,H57b,H57c), C58(H58a,H58b,H58c), C59(H59a,H59b,H59c)
;
_atom_sites_solution_hydrogens   mixed
_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
F1 F 0.72862(11) 0.31084(10) 0.62757(6) 0.0517(3) Uani 1 1 d . . . . .
F2 F 0.88696(11) 0.23339(11) 0.69525(7) 0.0579(4) Uani 1 1 d . . . . .
F3 F 0.83143(13) 0.21044(11) 0.82617(7) 0.0617(4) Uani 1 1 d . . . . .
F4 F 0.61511(14) 0.27408(13) 0.88835(7) 0.0693(4) Uani 1 1 d . . . . .
F5 F 0.45872(11) 0.35614(10) 0.82187(6) 0.0504(3) Uani 1 1 d . . . . .
F6 F 0.52487(10) 0.17897(7) 0.66768(5) 0.0353(2) Uani 1 1 d . . . . .
F7 F 0.48847(11) 0.09426(7) 0.57287(6) 0.0397(3) Uani 1 1 d . . . . .
F8 F 0.41610(13) 0.18710(9) 0.46772(6) 0.0519(3) Uani 1 1 d . . . . .
F9 F 0.37883(13) 0.37130(9) 0.46203(6) 0.0534(3) Uani 1 1 d . . . . .
F10 F 0.41043(11) 0.45861(8) 0.55803(6) 0.0406(3) Uani 1 1 d . . . . .
F11 F 0.33062(10) 0.24166(7) 0.75368(6) 0.0353(2) Uani 1 1 d . . . . .
F12 F 0.09306(11) 0.25160(8) 0.80578(6) 0.0441(3) Uani 1 1 d . . . . .
F13 F -0.02584(10) 0.41253(9) 0.79284(7) 0.0513(3) Uani 1 1 d . . . . .
F14 F 0.10034(11) 0.56563(8) 0.72925(7) 0.0523(3) Uani 1 1 d . . . . .
F15 F 0.33733(11) 0.55951(7) 0.67902(7) 0.0441(3) Uani 1 1 d . . . . .
O1 O 0.55653(12) 0.47317(9) 0.64787(7) 0.0347(3) Uani 1 1 d . . . . .
H1A H 0.526(2) 0.5003(19) 0.6191(14) 0.053(8) Uiso 1 1 d . . . . .
C60 C 0.58248(16) 0.33564(12) 0.72083(9) 0.0289(4) Uani 1 1 d . . . . .
C61 C 0.69617(17) 0.30431(14) 0.69234(10) 0.0351(4) Uani 1 1 d . . . . .
C62 C 0.77937(17) 0.26364(15) 0.72635(11) 0.0403(5) Uani 1 1 d . . . . .
C63 C 0.75251(19) 0.25215(15) 0.79254(11) 0.0416(5) Uani 1 1 d . . . . .
C64 C 0.6433(2) 0.28361(16) 0.82335(10) 0.0432(5) Uani 1 1 d . . . . .
C65 C 0.56251(17) 0.32506(14) 0.78716(10) 0.0349(4) Uani 1 1 d . . . . .
C66 C 0.47439(15) 0.32520(12) 0.61748(9) 0.0267(4) Uani 1 1 d . . . . .
C67 C 0.43512(17) 0.36789(13) 0.56305(9) 0.0311(4) Uani 1 1 d . . . . .
C68 C 0.41622(18) 0.32445(14) 0.51304(10) 0.0363(4) Uani 1 1 d . . . . .
C69 C 0.43463(18) 0.23166(14) 0.51565(10) 0.0361(4) Uani 1 1 d . . . . .
C70 C 0.47106(17) 0.18530(13) 0.56890(9) 0.0315(4) Uani 1 1 d . . . . .
C71 C 0.48954(16) 0.23189(12) 0.61767(9) 0.0283(4) Uani 1 1 d . . . . .
C72 C 0.34822(16) 0.39928(12) 0.71312(9) 0.0273(4) Uani 1 1 d . . . . .
C73 C 0.28278(17) 0.47961(12) 0.70944(10) 0.0310(4) Uani 1 1 d . . . . .
C74 C 0.15875(18) 0.48532(13) 0.73526(10) 0.0350(4) Uani 1 1 d . . . . .
C75 C 0.09429(17) 0.40858(14) 0.76735(10) 0.0343(4) Uani 1 1 d . . . . .
C76 C 0.15479(17) 0.32703(13) 0.77345(9) 0.0305(4) Uani 1 1 d . . . . .
C77 C 0.27753(17) 0.32442(12) 0.74653(9) 0.0284(4) Uani 1 1 d . . . . .
B3 B 0.49277(19) 0.38741(14) 0.67479(10) 0.0280(4) Uani 1 1 d . . . . .
N1 N 0.90367(13) 0.78006(10) 0.81082(7) 0.0248(3) Uani 1 1 d D . . . .
H1 H 0.835688 0.753477 0.811209 0.030 Uiso 1 1 calc DR . . . .
N2 N 0.99315(12) 0.80332(10) 0.75326(7) 0.0229(3) Uani 1 1 d . . . . .
N3 N 0.76999(12) 0.72460(10) 0.68770(7) 0.0240(3) Uani 1 1 d . . . . .
N4 N 0.76934(13) 0.87287(10) 0.67821(7) 0.0246(3) Uani 1 1 d . . . . .
C1 C 0.85690(17) 0.77981(12) 0.93778(8) 0.0287(4) Uani 1 1 d . . . . .
C2 C 0.91203(19) 0.72201(13) 0.98227(9) 0.0333(4) Uani 1 1 d . . . . .
C3 C 0.8577(2) 0.70908(16) 1.04758(10) 0.0480(5) Uani 1 1 d . . . . .
H3 H 0.895065 0.671766 1.076496 0.058 Uiso 1 1 calc R . . . .
C4 C 0.7493(2) 0.75074(19) 1.06997(11) 0.0561(6) Uani 1 1 d . . . . .
H4 H 0.715328 0.743741 1.113987 0.067 Uiso 1 1 calc R . . . .
C5 C 0.6913(2) 0.80282(17) 1.02697(10) 0.0475(5) Uani 1 1 d . . . . .
H5 H 0.616216 0.828695 1.042270 0.057 Uiso 1 1 calc R . . . .
C6 C 0.74226(17) 0.81785(13) 0.96081(9) 0.0330(4) Uani 1 1 d . . . . .
C7 C 1.0257(2) 0.67040(13) 0.96005(9) 0.0350(4) Uani 1 1 d . . . . .
C8 C 1.0199(2) 0.59761(13) 0.92447(10) 0.0400(5) Uani 1 1 d . . . . .
C9 C 1.1261(3) 0.55179(15) 0.90332(11) 0.0508(6) Uani 1 1 d . . . . .
H9 H 1.122509 0.504427 0.879353 0.061 Uiso 1 1 calc R . . . .
C10 C 1.2371(3) 0.57308(16) 0.91613(14) 0.0583(7) Uani 1 1 d . . . . .
C11 C 1.2400(2) 0.64213(16) 0.95356(14) 0.0560(6) Uani 1 1 d . . . . .
H11 H 1.313776 0.656388 0.963646 0.067 Uiso 1 1 calc R . . . .
C12 C 1.1368(2) 0.69035(15) 0.97631(11) 0.0440(5) Uani 1 1 d . . . . .
C13 C 0.9005(3) 0.56514(16) 0.91275(13) 0.0537(6) Uani 1 1 d . . . . .
H13A H 0.834302 0.582149 0.945286 0.081 Uiso 1 1 calc GR . . . .
H13B H 0.901550 0.499894 0.914591 0.081 Uiso 1 1 calc GR . . . .
H13C H 0.889686 0.592698 0.870914 0.081 Uiso 1 1 calc GR . . . .
C14 C 1.3515(3) 0.5212(2) 0.8922(2) 0.0970(13) Uani 1 1 d . . . . .
H14A H 1.334135 0.456758 0.901171 0.145 Uiso 1 1 calc GR . . . .
H14B H 1.414653 0.535298 0.913707 0.145 Uiso 1 1 calc GR . . . .
H14C H 1.378388 0.538469 0.846437 0.145 Uiso 1 1 calc GR . . . .
C15 C 1.1470(3) 0.7616(2) 1.01894(17) 0.0699(8) Uani 1 1 d . . . . .
H15A H 1.081892 0.804639 1.017453 0.105 Uiso 1 1 calc GR . . . .
H15B H 1.224312 0.793024 1.003951 0.105 Uiso 1 1 calc GR . . . .
H15C H 1.141398 0.732682 1.062573 0.105 Uiso 1 1 calc GR . . . .
C16 C 0.66544(16) 0.87245(14) 0.91970(9) 0.0327(4) Uani 1 1 d . . . . .
C17 C 0.65161(18) 0.96716(15) 0.92010(10) 0.0381(4) Uani 1 1 d . . . . .
C18 C 0.5656(2) 1.01352(17) 0.88903(11) 0.0451(5) Uani 1 1 d . . . . .
H18 H 0.557734 1.076218 0.889176 0.054 Uiso 1 1 calc R . . . .
C19 C 0.4918(2) 0.96962(19) 0.85806(11) 0.0487(6) Uani 1 1 d . . . . .
C20 C 0.50648(19) 0.87665(18) 0.85802(12) 0.0489(6) Uani 1 1 d . . . . .
H20 H 0.458199 0.846033 0.837027 0.059 Uiso 1 1 calc R . . . .
C21 C 0.59096(18) 0.82695(16) 0.88827(11) 0.0402(5) Uani 1 1 d . . . . .
C22 C 0.7245(3) 1.02030(18) 0.95453(14) 0.0583(7) Uani 1 1 d . . . . .
H22A H 0.746962 0.980656 0.989700 0.087 Uiso 1 1 calc GR . . . .
H22B H 0.675951 1.069400 0.970975 0.087 Uiso 1 1 calc GR . . . .
H22C H 0.797013 1.044778 0.924917 0.087 Uiso 1 1 calc GR . . . .
C23 C 0.3988(3) 1.0223(2) 0.82591(15) 0.0733(9) Uani 1 1 d . . . . .
H23A H 0.346600 1.055052 0.856502 0.110 Uiso 1 1 calc GR . . . .
H23B H 0.350434 0.980626 0.810627 0.110 Uiso 1 1 calc GR . . . .
H23C H 0.440298 1.064727 0.790135 0.110 Uiso 1 1 calc GR . . . .
C24 C 0.5951(2) 0.72426(18) 0.89067(15) 0.0600(7) Uani 1 1 d . . . . .
H24A H 0.678737 0.705180 0.880962 0.090 Uiso 1 1 calc GR . . . .
H24B H 0.552816 0.706524 0.859481 0.090 Uiso 1 1 calc GR . . . .
H24C H 0.556380 0.695871 0.933081 0.090 Uiso 1 1 calc GR . . . .
C25 C 1.09152(15) 0.84431(11) 0.63569(8) 0.0221(3) Uani 1 1 d . . . . .
C26 C 1.12208(15) 0.82600(12) 0.57119(8) 0.0239(3) Uani 1 1 d . . . . .
C27 C 1.22779(16) 0.86649(13) 0.53011(9) 0.0290(4) Uani 1 1 d . . . . .
H27 H 1.249554 0.852671 0.488117 0.035 Uiso 1 1 calc R . . . .
C28 C 1.30056(16) 0.92647(13) 0.55043(9) 0.0299(4) Uani 1 1 d . . . . .
H28 H 1.368986 0.953596 0.521945 0.036 Uiso 1 1 calc R . . . .
C29 C 1.27113(15) 0.94581(12) 0.61308(9) 0.0270(4) Uani 1 1 d . . . . .
H29 H 1.319889 0.985935 0.626905 0.032 Uiso 1 1 calc R . . . .
C30 C 1.16889(15) 0.90547(11) 0.65548(8) 0.0234(3) Uani 1 1 d . . . . .
C31 C 1.13875(14) 0.92398(12) 0.72336(8) 0.0230(3) Uani 1 1 d . . . . .
C32 C 1.12542(15) 1.00861(12) 0.74040(9) 0.0273(4) Uani 1 1 d . . . . .
C33 C 1.08983(17) 1.02035(13) 0.80832(10) 0.0335(4) Uani 1 1 d . . . . .
H33 H 1.084399 1.079515 0.818702 0.040 Uiso 1 1 calc R . . . .
C34 C 1.06461(17) 0.95126(14) 0.85643(9) 0.0317(4) Uani 1 1 d . . . . .
C35 C 1.06487(16) 0.85335(13) 0.84373(8) 0.0272(4) Uani 1 1 d . . . . .
H35 H 1.121171 0.819489 0.867724 0.033 Uiso 1 1 calc R . . . .
C36 C 1.10511(15) 0.83845(12) 0.77188(8) 0.0239(3) Uani 1 1 d . . . . .
C37 C 1.20366(16) 0.76517(12) 0.76569(9) 0.0287(4) Uani 1 1 d . . . . .
H37A H 1.174439 0.710939 0.794778 0.043 Uiso 1 1 calc GR . . . .
H37B H 1.276215 0.787213 0.776240 0.043 Uiso 1 1 calc GR . . . .
H37C H 1.222181 0.751364 0.722153 0.043 Uiso 1 1 calc GR . . . .
C38 C 1.1438(2) 1.09541(13) 0.69318(10) 0.0378(4) Uani 1 1 d . . . . .
H38A H 1.221602 1.122298 0.692579 0.057 Uiso 1 1 calc GR . . . .
H38B H 1.079816 1.137422 0.706058 0.057 Uiso 1 1 calc GR . . . .
H38C H 1.141624 1.081832 0.650802 0.057 Uiso 1 1 calc GR . . . .
C39 C 1.0469(2) 0.96699(17) 0.92560(10) 0.0490(6) Uani 1 1 d . . . . .
H39A H 0.976976 0.932628 0.950809 0.073 Uiso 1 1 calc GR . . . .
H39B H 1.034057 1.030828 0.928311 0.073 Uiso 1 1 calc GR . . . .
H39C H 1.118360 0.947582 0.941939 0.073 Uiso 1 1 calc GR . . . .
C40 C 1.05443(15) 0.76423(12) 0.53941(8) 0.0246(3) Uani 1 1 d . . . . .
C41 C 1.10459(16) 0.67892(13) 0.52769(9) 0.0298(4) Uani 1 1 d . . . . .
C42 C 1.05687(17) 0.62888(13) 0.48761(9) 0.0324(4) Uani 1 1 d . . . . .
H42 H 1.089939 0.572201 0.480212 0.039 Uiso 1 1 calc R . . . .
C43 C 0.96125(17) 0.66133(13) 0.45839(9) 0.0326(4) Uani 1 1 d . . . . .
C44 C 0.91207(17) 0.74502(13) 0.47119(9) 0.0314(4) Uani 1 1 d . . . . .
H44 H 0.846715 0.766975 0.452969 0.038 Uiso 1 1 calc R . . . .
C45 C 0.95755(16) 0.79752(12) 0.51064(8) 0.0269(4) Uani 1 1 d . . . . .
C46 C 1.2122(2) 0.64232(15) 0.55498(12) 0.0425(5) Uani 1 1 d . . . . .
H46A H 1.284279 0.677143 0.533236 0.064 Uiso 1 1 calc GR . . . .
H46B H 1.224149 0.579446 0.548827 0.064 Uiso 1 1 calc GR . . . .
H46C H 1.197018 0.647010 0.600296 0.064 Uiso 1 1 calc GR . . . .
C47 C 0.90398(18) 0.89048(13) 0.51784(10) 0.0348(4) Uani 1 1 d . . . . .
H47A H 0.943759 0.919277 0.545678 0.052 Uiso 1 1 calc GR . . . .
H47B H 0.817996 0.884358 0.536241 0.052 Uiso 1 1 calc GR . . . .
H47C H 0.915973 0.927150 0.476207 0.052 Uiso 1 1 calc GR . . . .
C48 C 0.9147(2) 0.60910(16) 0.41233(11) 0.0469(5) Uani 1 1 d . . . . .
H48A H 0.979014 0.571923 0.392499 0.070 Uiso 1 1 calc GR . . . .
H48B H 0.888552 0.651332 0.379572 0.070 Uiso 1 1 calc GR . . . .
H48C H 0.846933 0.570830 0.435643 0.070 Uiso 1 1 calc GR . . . .
C49 C 0.84070(15) 0.79899(11) 0.68271(8) 0.0222(3) Uani 1 1 d . . . . .
C50 C 0.65020(16) 0.84438(13) 0.68047(9) 0.0278(4) Uani 1 1 d . . . . .
C51 C 0.65040(16) 0.75189(12) 0.68595(9) 0.0273(4) Uani 1 1 d . . . . .
C52 C 0.81701(16) 0.96680(12) 0.67917(9) 0.0283(4) Uani 1 1 d . . . . .
H52 H 0.906452 0.964055 0.667385 0.034 Uiso 1 1 calc R . . . .
C53 C 0.7773(2) 1.03934(13) 0.62994(10) 0.0375(4) Uani 1 1 d . . . . .
H53A H 0.782421 1.015342 0.590001 0.056 Uiso 1 1 calc GR . . . .
H53B H 0.829965 1.091967 0.622778 0.056 Uiso 1 1 calc GR . . . .
H53C H 0.694465 1.056485 0.645968 0.056 Uiso 1 1 calc GR . . . .
C54 C 0.7853(2) 0.99239(14) 0.74683(10) 0.0385(5) Uani 1 1 d . . . . .
H54A H 0.698394 0.999774 0.759236 0.058 Uiso 1 1 calc GR . . . .
H54B H 0.825944 1.048664 0.747730 0.058 Uiso 1 1 calc GR . . . .
H54C H 0.811397 0.944958 0.776401 0.058 Uiso 1 1 calc GR . . . .
C55 C 0.81987(17) 0.63026(12) 0.69351(10) 0.0302(4) Uani 1 1 d . . . . .
H55 H 0.905106 0.635703 0.697547 0.036 Uiso 1 1 calc R . . . .
C56 C 0.7533(2) 0.57087(14) 0.75445(11) 0.0427(5) Uani 1 1 d . . . . .
H56A H 0.748443 0.603038 0.790909 0.064 Uiso 1 1 calc GR . . . .
H56B H 0.797355 0.515139 0.760971 0.064 Uiso 1 1 calc GR . . . .
H56C H 0.672286 0.557018 0.749875 0.064 Uiso 1 1 calc GR . . . .
C57 C 0.82189(18) 0.58653(14) 0.63328(10) 0.0367(4) Uani 1 1 d . . . . .
H57A H 0.740162 0.569179 0.632025 0.055 Uiso 1 1 calc GR . . . .
H57B H 0.872455 0.533334 0.633929 0.055 Uiso 1 1 calc GR . . . .
H57C H 0.854314 0.629374 0.595721 0.055 Uiso 1 1 calc GR . . . .
C58 C 0.54484(17) 0.90684(14) 0.67586(11) 0.0389(5) Uani 1 1 d . . . . .
H58A H 0.541935 0.950653 0.705295 0.058 Uiso 1 1 calc GR . . . .
H58B H 0.470040 0.871866 0.686753 0.058 Uiso 1 1 calc GR . . . .
H58C H 0.554808 0.938137 0.632569 0.058 Uiso 1 1 calc GR . . . .
C59 C 0.54512(17) 0.68864(14) 0.69043(11) 0.0367(4) Uani 1 1 d . . . . .
H59A H 0.574043 0.635641 0.670749 0.055 Uiso 1 1 calc GR . . . .
H59B H 0.486078 0.719342 0.668397 0.055 Uiso 1 1 calc GR . . . .
H59C H 0.507685 0.670356 0.735004 0.055 Uiso 1 1 calc GR . . . .
B1 B 0.93347(18) 0.80319(13) 0.86647(9) 0.0253(4) Uani 1 1 d . . . . .
B2 B 0.97846(17) 0.80798(13) 0.69035(9) 0.0223(4) 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
F1 C61 1.346(2) . ?
F2 C62 1.348(2) . ?
F3 C63 1.340(2) . ?
F4 C64 1.347(3) . ?
F5 C65 1.350(2) . ?
F6 C71 1.357(2) . ?
F7 C70 1.350(2) . ?
F8 C69 1.345(2) . ?
F9 C68 1.346(2) . ?
F10 C67 1.358(2) . ?
F11 C77 1.353(2) . ?
F12 C76 1.346(2) . ?
F13 C75 1.343(2) . ?
F14 C74 1.347(2) . ?
F15 C73 1.355(2) . ?
O1 B3 1.451(2) . ?
C60 C61 1.390(3) . ?
C60 C65 1.375(3) . ?
C60 B3 1.653(3) . ?
C61 C62 1.376(3) . ?
C62 C63 1.370(3) . ?
C63 C64 1.367(3) . ?
C64 C65 1.388(3) . ?
C66 C67 1.393(3) . ?
C66 C71 1.386(3) . ?
C66 B3 1.678(3) . ?
C67 C68 1.375(3) . ?
C68 C69 1.379(3) . ?
C69 C70 1.377(3) . ?
C70 C71 1.379(3) . ?
C72 C73 1.384(3) . ?
C72 C77 1.391(3) . ?
C72 B3 1.670(3) . ?
C73 C74 1.386(3) . ?
C74 C75 1.372(3) . ?
C75 C76 1.375(3) . ?
C76 C77 1.374(3) . ?
N1 N2 1.419(2) . ?
N1 B1 1.388(2) . ?
N2 C36 1.511(2) . ?
N2 B2 1.380(2) . ?
N3 C49 1.345(2) . ?
N3 C51 1.395(2) . ?
N3 C55 1.491(2) . ?
N4 C49 1.345(2) . ?
N4 C50 1.393(2) . ?
N4 C52 1.501(2) . ?
C1 C2 1.418(3) . ?
C1 C6 1.410(3) . ?
C1 B1 1.579(3) . ?
C2 C3 1.389(3) . ?
C2 C7 1.495(3) . ?
C3 C4 1.374(4) . ?
C4 C5 1.375(3) . ?
C5 C6 1.398(3) . ?
C6 C16 1.500(3) . ?
C7 C8 1.412(3) . ?
C7 C12 1.405(3) . ?
C8 C9 1.380(3) . ?
C8 C13 1.506(3) . ?
C9 C10 1.376(4) . ?
C10 C11 1.387(4) . ?
C10 C14 1.512(4) . ?
C11 C12 1.380(3) . ?
C12 C15 1.507(3) . ?
C16 C17 1.407(3) . ?
C16 C21 1.407(3) . ?
C17 C18 1.396(3) . ?
C17 C22 1.503(3) . ?
C18 C19 1.382(3) . ?
C19 C20 1.381(4) . ?
C19 C23 1.508(3) . ?
C20 C21 1.394(3) . ?
C21 C24 1.512(3) . ?
C25 C26 1.413(2) . ?
C25 C30 1.426(2) . ?
C25 B2 1.576(2) . ?
C26 C27 1.404(3) . ?
C26 C40 1.511(2) . ?
C27 C28 1.385(3) . ?
C28 C29 1.379(3) . ?
C29 C30 1.387(2) . ?
C30 C31 1.482(2) . ?
C31 C32 1.349(3) . ?
C31 C36 1.518(2) . ?
C32 C33 1.457(3) . ?
C32 C38 1.506(3) . ?
C33 C34 1.333(3) . ?
C34 C35 1.510(3) . ?
C34 C39 1.501(3) . ?
C35 C36 1.553(2) . ?
C35 B1 1.608(3) . ?
C36 C37 1.529(2) . ?
C40 C41 1.404(3) . ?
C40 C45 1.402(2) . ?
C41 C42 1.396(3) . ?
C41 C46 1.503(3) . ?
C42 C43 1.392(3) . ?
C43 C44 1.384(3) . ?
C43 C48 1.509(3) . ?
C44 C45 1.396(3) . ?
C45 C47 1.504(3) . ?
C49 B2 1.592(2) . ?
C50 C51 1.356(3) . ?
C50 C58 1.494(3) . ?
C51 C59 1.496(3) . ?
C52 C53 1.522(3) . ?
C52 C54 1.515(3) . ?
C55 C56 1.523(3) . ?
C55 C57 1.516(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
C61 C60 B3 119.65(17) . . ?
C65 C60 C61 113.11(17) . . ?
C65 C60 B3 127.03(17) . . ?
F1 C61 C60 119.67(17) . . ?
F1 C61 C62 116.17(18) . . ?
C62 C61 C60 124.13(19) . . ?
F2 C62 C61 120.7(2) . . ?
F2 C62 C63 119.26(18) . . ?
C63 C62 C61 120.06(19) . . ?
F3 C63 C62 120.6(2) . . ?
F3 C63 C64 120.9(2) . . ?
C64 C63 C62 118.55(18) . . ?
F4 C64 C63 119.79(19) . . ?
F4 C64 C65 120.7(2) . . ?
C63 C64 C65 119.5(2) . . ?
F5 C65 C60 120.32(17) . . ?
F5 C65 C64 115.10(18) . . ?
C60 C65 C64 124.58(19) . . ?
C67 C66 B3 119.27(16) . . ?
C71 C66 C67 112.93(17) . . ?
C71 C66 B3 127.75(16) . . ?
F10 C67 C66 119.33(17) . . ?
F10 C67 C68 115.89(16) . . ?
C68 C67 C66 124.77(18) . . ?
F9 C68 C67 120.76(19) . . ?
F9 C68 C69 119.74(18) . . ?
C67 C68 C69 119.49(18) . . ?
F8 C69 C68 120.91(18) . . ?
F8 C69 C70 120.65(19) . . ?
C70 C69 C68 118.43(18) . . ?
F7 C70 C69 119.53(17) . . ?
F7 C70 C71 120.48(17) . . ?
C69 C70 C71 119.99(18) . . ?
F6 C71 C66 121.00(16) . . ?
F6 C71 C70 114.64(16) . . ?
C70 C71 C66 124.35(17) . . ?
C73 C72 C77 113.26(17) . . ?
C73 C72 B3 124.89(16) . . ?
C77 C72 B3 121.47(16) . . ?
F15 C73 C72 121.27(17) . . ?
F15 C73 C74 114.93(16) . . ?
C72 C73 C74 123.80(17) . . ?
F14 C74 C73 120.72(18) . . ?
F14 C74 C75 119.38(18) . . ?
C75 C74 C73 119.91(17) . . ?
F13 C75 C74 120.94(18) . . ?
F13 C75 C76 120.12(18) . . ?
C74 C75 C76 118.95(17) . . ?
F12 C76 C75 119.52(17) . . ?
F12 C76 C77 121.34(17) . . ?
C77 C76 C75 119.13(17) . . ?
F11 C77 C72 119.18(16) . . ?
F11 C77 C76 115.87(16) . . ?
C76 C77 C72 124.95(17) . . ?
O1 B3 C60 103.17(14) . . ?
O1 B3 C66 112.36(15) . . ?
O1 B3 C72 114.09(15) . . ?
C60 B3 C66 111.48(15) . . ?
C60 B3 C72 114.51(15) . . ?
C72 B3 C66 101.59(13) . . ?
B1 N1 N2 115.35(14) . . ?
N1 N2 C36 107.63(12) . . ?
B2 N2 N1 127.74(14) . . ?
B2 N2 C36 123.91(14) . . ?
C49 N3 C51 109.22(14) . . ?
C49 N3 C55 122.18(14) . . ?
C51 N3 C55 128.60(14) . . ?
C49 N4 C50 108.92(14) . . ?
C49 N4 C52 121.37(14) . . ?
C50 N4 C52 129.30(14) . . ?
C2 C1 B1 117.24(16) . . ?
C6 C1 C2 118.36(17) . . ?
C6 C1 B1 124.23(17) . . ?
C1 C2 C7 121.26(17) . . ?
C3 C2 C1 120.18(19) . . ?
C3 C2 C7 118.50(18) . . ?
C4 C3 C2 120.8(2) . . ?
C3 C4 C5 119.7(2) . . ?
C4 C5 C6 121.6(2) . . ?
C1 C6 C16 125.43(17) . . ?
C5 C6 C1 119.16(19) . . ?
C5 C6 C16 115.39(18) . . ?
C8 C7 C2 119.27(19) . . ?
C12 C7 C2 121.25(18) . . ?
C12 C7 C8 119.4(2) . . ?
C7 C8 C13 122.0(2) . . ?
C9 C8 C7 118.5(2) . . ?
C9 C8 C13 119.4(2) . . ?
C10 C9 C8 122.9(2) . . ?
C9 C10 C11 117.7(2) . . ?
C9 C10 C14 121.3(3) . . ?
C11 C10 C14 120.9(3) . . ?
C12 C11 C10 122.1(2) . . ?
C7 C12 C15 122.2(2) . . ?
C11 C12 C7 119.2(2) . . ?
C11 C12 C15 118.6(2) . . ?
C17 C16 C6 120.95(17) . . ?
C21 C16 C6 119.53(18) . . ?
C21 C16 C17 118.75(19) . . ?
C16 C17 C22 122.08(19) . . ?
C18 C17 C16 119.44(19) . . ?
C18 C17 C22 118.5(2) . . ?
C19 C18 C17 122.4(2) . . ?
C18 C19 C23 120.6(2) . . ?
C20 C19 C18 117.5(2) . . ?
C20 C19 C23 121.9(2) . . ?
C19 C20 C21 122.5(2) . . ?
C16 C21 C24 121.0(2) . . ?
C20 C21 C16 119.4(2) . . ?
C20 C21 C24 119.5(2) . . ?
C26 C25 C30 117.84(15) . . ?
C26 C25 B2 128.56(15) . . ?
C30 C25 B2 113.58(14) . . ?
C25 C26 C40 127.37(15) . . ?
C27 C26 C25 119.11(15) . . ?
C27 C26 C40 113.51(15) . . ?
C28 C27 C26 121.79(17) . . ?
C29 C28 C27 119.74(16) . . ?
C28 C29 C30 120.08(16) . . ?
C25 C30 C31 118.26(15) . . ?
C29 C30 C25 121.41(16) . . ?
C29 C30 C31 120.32(15) . . ?
C30 C31 C36 113.22(14) . . ?
C32 C31 C30 123.73(16) . . ?
C32 C31 C36 122.43(16) . . ?
C31 C32 C33 120.03(17) . . ?
C31 C32 C38 124.30(17) . . ?
C33 C32 C38 115.66(16) . . ?
C34 C33 C32 123.82(17) . . ?
C33 C34 C35 121.58(16) . . ?
C33 C34 C39 121.12(18) . . ?
C39 C34 C35 117.04(18) . . ?
C34 C35 C36 115.75(15) . . ?
C34 C35 B1 114.10(15) . . ?
C36 C35 B1 103.49(13) . . ?
N2 C36 C31 102.67(13) . . ?
N2 C36 C35 106.12(13) . . ?
N2 C36 C37 108.53(13) . . ?
C31 C36 C35 116.02(14) . . ?
C31 C36 C37 113.22(14) . . ?
C37 C36 C35 109.57(14) . . ?
C41 C40 C26 118.72(15) . . ?
C45 C40 C26 120.68(15) . . ?
C45 C40 C41 119.41(16) . . ?
C40 C41 C46 121.32(16) . . ?
C42 C41 C40 119.29(17) . . ?
C42 C41 C46 119.33(17) . . ?
C43 C42 C41 121.93(18) . . ?
C42 C43 C48 121.57(18) . . ?
C44 C43 C42 117.88(17) . . ?
C44 C43 C48 120.52(18) . . ?
C43 C44 C45 122.02(17) . . ?
C40 C45 C47 122.44(16) . . ?
C44 C45 C40 119.45(17) . . ?
C44 C45 C47 118.04(16) . . ?
N3 C49 B2 130.65(15) . . ?
N4 C49 N3 107.77(14) . . ?
N4 C49 B2 121.03(14) . . ?
N4 C50 C58 124.80(16) . . ?
C51 C50 N4 107.39(15) . . ?
C51 C50 C58 127.80(16) . . ?
N3 C51 C59 125.06(16) . . ?
C50 C51 N3 106.69(15) . . ?
C50 C51 C59 128.24(16) . . ?
N4 C52 C53 113.48(15) . . ?
N4 C52 C54 110.68(15) . . ?
C54 C52 C53 112.00(16) . . ?
N3 C55 C56 111.84(16) . . ?
N3 C55 C57 111.79(15) . . ?
C57 C55 C56 112.16(16) . . ?
N1 B1 C1 126.74(16) . . ?
N1 B1 C35 105.87(15) . . ?
C1 B1 C35 127.32(15) . . ?
N2 B2 C25 116.58(15) . . ?
N2 B2 C49 114.84(15) . . ?
C25 B2 C49 126.80(15) . . ?

_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 1.389
_oxdiff_exptl_absorpt_empirical_full_min 0.522
