# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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. 
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data_19jun13e_0m
_database_code_depnum_ccdc_archive 'CCDC 2064565'
loop_
_audit_author_name
_audit_author_address
'Tongdao Wang'
;Dalian University of Technology
China
;
_audit_update_record             
;
2021-05-21 deposited with the CCDC.	2021-05-21 downloaded from the CCDC.
;
_audit_creation_date             2021-05-19
_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         'C21 H20 B F10 N O2'
_chemical_formula_sum            'C21 H20 B F10 N O2'
_chemical_formula_weight         519.19
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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      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                   9.5625(2)
_cell_length_b                   11.9796(3)
_cell_length_c                   12.4343(3)
_cell_angle_alpha                66.0090(10)
_cell_angle_beta                 70.1130(10)
_cell_angle_gamma                56.6920(10)
_cell_volume                     1074.76(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5848
_cell_measurement_temperature    173
_cell_measurement_theta_max      32.218
_cell_measurement_theta_min      2.373
_shelx_estimated_absorpt_T_max   0.969
_shelx_estimated_absorpt_T_min   0.910
_exptl_absorpt_coefficient_mu    0.160
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.6679
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             528
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0168
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.823
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10926
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.823
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.843
_diffrn_reflns_theta_min         1.814
_diffrn_ambient_temperature      173
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.823
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5458
_reflns_number_total             6579
_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       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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         0.452
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     324
_refine_ls_number_reflns         6579
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0382
_refine_ls_restrained_S_all      1.072
_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)+(0.0517P)²+0.4090P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1016
_refine_ls_wR_factor_ref         0.1115
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Others
 Sof(H2A)=1-FVAR(1)
 Sof(H2)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C12(H12A,H12B), C13(H13A,H13B)
3.b Tetrahedral OH refined with riding coordinates:
 O2(H2)
3.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C17(H17A,H17B,
 H17C)
;
_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
F36 F 0.67496(10) 0.77632(8) 0.55481(6) 0.01807(15) Uani 1 1 d . . . . .
F22 F 0.61676(9) 0.56383(8) 0.57266(6) 0.01794(15) Uani 1 1 d . . . . .
F26 F 0.28668(9) 0.75717(8) 0.89755(6) 0.01944(16) Uani 1 1 d . . . . .
F32 F 0.61363(11) 0.75135(8) 0.95808(6) 0.02150(16) Uani 1 1 d . . . . .
F23 F 0.33644(10) 0.64146(8) 0.50309(7) 0.02096(16) Uani 1 1 d . . . . .
F35 F 0.68169(11) 1.01607(9) 0.48494(7) 0.02554(18) Uani 1 1 d . . . . .
F33 F 0.62104(11) 0.99029(9) 0.88566(7) 0.02450(17) Uani 1 1 d . . . . .
F25 F 0.00541(10) 0.84062(10) 0.82103(8) 0.0287(2) Uani 1 1 d . . . . .
F24 F 0.02709(10) 0.78350(10) 0.62259(8) 0.0293(2) Uani 1 1 d . . . . .
O1 O 0.79694(10) 0.50851(8) 0.72830(7) 0.01212(16) Uani 1 1 d . . . . .
O2 O 0.63097(11) 0.53281(9) 0.92120(7) 0.01419(16) Uiso 1 1 d . . . . .
H2 H 0.531153 0.549352 0.952907 0.021 Uiso 0.48(3) 1 calc R . P A 1
F34 F 0.65319(13) 1.12616(9) 0.65049(8) 0.0319(2) Uani 1 1 d . . . . .
N1 N 0.89780(12) 0.37785(10) 0.80196(8) 0.01135(17) Uani 1 1 d . . . . .
C22 C 0.47018(14) 0.62763(12) 0.64078(9) 0.0128(2) Uani 1 1 d . . . . .
C31 C 0.64368(13) 0.75098(12) 0.75940(9) 0.0120(2) Uani 1 1 d . . . . .
C32 C 0.63039(14) 0.81234(13) 0.83888(10) 0.0142(2) Uani 1 1 d . . . . .
C36 C 0.65951(14) 0.82641(12) 0.64009(10) 0.0137(2) Uani 1 1 d . . . . .
C23 C 0.32516(15) 0.66924(13) 0.60055(10) 0.0148(2) Uani 1 1 d . . . . .
C21 C 0.46827(14) 0.64933(12) 0.74305(9) 0.0122(2) Uani 1 1 d . . . . .
C26 C 0.30608(14) 0.72332(13) 0.79982(9) 0.0143(2) Uani 1 1 d . . . . .
C11 C 0.90031(14) 0.26037(12) 0.77751(10) 0.0142(2) Uani 1 1 d . . . . .
C35 C 0.66163(15) 0.95114(13) 0.60192(10) 0.0169(2) Uani 1 1 d . . . . .
C16 C 0.71915(15) 0.28167(13) 0.81420(11) 0.0170(2) Uani 1 1 d . . . . .
H16A H 0.674752 0.294848 0.894155 0.025 Uiso 1 1 calc GR . . . .
H16B H 0.719203 0.199739 0.814442 0.025 Uiso 1 1 calc GR . . . .
H16C H 0.647569 0.364055 0.757483 0.025 Uiso 1 1 calc GR . . . .
C24 C 0.16805(15) 0.74108(14) 0.66137(11) 0.0187(2) Uani 1 1 d . . . . .
C15 C 1.06799(14) 0.36700(13) 0.79803(10) 0.0146(2) Uani 1 1 d . . . . .
C33 C 0.63311(15) 0.93651(13) 0.80451(11) 0.0163(2) Uani 1 1 d . . . . .
C25 C 0.15828(14) 0.76885(14) 0.76190(10) 0.0179(2) Uani 1 1 d . . . . .
C34 C 0.64842(16) 1.00663(13) 0.68481(11) 0.0188(2) Uani 1 1 d . . . . .
C14 C 1.17433(16) 0.22183(14) 0.87572(11) 0.0199(2) Uani 1 1 d . . . . .
H14A H 1.289126 0.208507 0.866393 0.024 Uiso 1 1 calc R . . . .
H14B H 1.122890 0.217486 0.960194 0.024 Uiso 1 1 calc R . . . .
C12 C 1.01470(16) 0.12345(13) 0.85926(11) 0.0190(2) Uani 1 1 d . . . . .
H12A H 0.958902 0.120179 0.942896 0.023 Uiso 1 1 calc R . . . .
H12B H 1.026647 0.045106 0.841225 0.023 Uiso 1 1 calc R . . . .
C18 C 1.02550(16) 0.47694(15) 0.85297(12) 0.0208(2) Uani 1 1 d . . . . .
H18A H 0.965027 0.569749 0.800150 0.031 Uiso 1 1 calc GR . . . .
H18B H 1.130334 0.465013 0.863618 0.031 Uiso 1 1 calc GR . . . .
H18C H 0.953825 0.466771 0.930487 0.031 Uiso 1 1 calc GR . . . .
C13 C 1.19079(16) 0.10312(14) 0.84743(12) 0.0226(3) Uani 1 1 d . . . . .
H13A H 1.257226 0.013542 0.903046 0.027 Uiso 1 1 calc R . . . .
H13B H 1.250951 0.100797 0.765315 0.027 Uiso 1 1 calc R . . . .
C19 C 1.15740(16) 0.39583(15) 0.66980(11) 0.0214(3) Uani 1 1 d . . . . .
H19A H 1.206007 0.315333 0.640272 0.032 Uiso 1 1 calc GR . . . .
H19B H 1.247904 0.412592 0.667612 0.032 Uiso 1 1 calc GR . . . .
H19C H 1.075554 0.478035 0.619405 0.032 Uiso 1 1 calc GR . . . .
C17 C 0.95951(16) 0.26390(14) 0.64607(10) 0.0191(2) Uani 1 1 d . . . . .
H17A H 0.902686 0.359834 0.596673 0.029 Uiso 1 1 calc GR . . . .
H17B H 0.931532 0.205545 0.629674 0.029 Uiso 1 1 calc GR . . . .
H17C H 1.082301 0.228606 0.627539 0.029 Uiso 1 1 calc GR . . . .
B1 B 0.63477(15) 0.60598(14) 0.79507(10) 0.0114(2) Uani 1 1 d . . . . .
H1 H 0.842(2) 0.3816(17) 0.8749(14) 0.017(4) Uiso 1 1 d . . . . .
H2A H 0.622(5) 0.577(4) 0.961(4) 0.044(13) Uiso 0.52(3) 1 d . . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F36 C36 1.3490(13) . ?
F22 C22 1.3447(13) . ?
F26 C26 1.3566(13) . ?
F32 C32 1.3575(12) . ?
F23 C23 1.3380(13) . ?
F35 C35 1.3460(13) . ?
F33 C33 1.3469(14) . ?
F25 C25 1.3488(14) . ?
F24 C24 1.3409(13) . ?
O1 N1 1.4129(12) . ?
O1 B1 1.5431(15) . ?
O2 H2 0.8400 . ?
O2 B1 1.4518(14) . ?
O2 H2A 0.81(4) . ?
F34 C34 1.3402(15) . ?
N1 C11 1.5425(16) . ?
N1 C15 1.5448(14) . ?
N1 H1 0.888(16) . ?
C22 C23 1.3899(15) . ?
C22 C21 1.3903(15) . ?
C31 C32 1.3913(16) . ?
C31 C36 1.3956(14) . ?
C31 B1 1.6528(17) . ?
C32 C33 1.3835(17) . ?
C36 C35 1.3814(17) . ?
C23 C24 1.3806(18) . ?
C21 C26 1.3941(16) . ?
C21 B1 1.6560(16) . ?
C26 C25 1.3838(15) . ?
C11 C16 1.5316(16) . ?
C11 C12 1.5331(16) . ?
C11 C17 1.5278(16) . ?
C35 C34 1.3772(18) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C24 C25 1.3809(18) . ?
C15 C14 1.5335(17) . ?
C15 C18 1.5237(19) . ?
C15 C19 1.5302(16) . ?
C33 C34 1.3829(17) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.515(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.5253(18) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 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
N1 O1 B1 114.84(7) . . ?
B1 O2 H2 109.5 . . ?
B1 O2 H2A 113(3) . . ?
O1 N1 C11 110.37(8) . . ?
O1 N1 C15 109.66(8) . . ?
O1 N1 H1 103.7(10) . . ?
C11 N1 C15 118.78(9) . . ?
C11 N1 H1 106.9(10) . . ?
C15 N1 H1 106.2(10) . . ?
F22 C22 C23 115.02(10) . . ?
F22 C22 C21 121.13(9) . . ?
C23 C22 C21 123.84(10) . . ?
C32 C31 C36 113.95(10) . . ?
C32 C31 B1 126.08(9) . . ?
C36 C31 B1 119.92(10) . . ?
F32 C32 C31 120.76(10) . . ?
F32 C32 C33 115.41(10) . . ?
C33 C32 C31 123.83(10) . . ?
F36 C36 C31 119.25(10) . . ?
F36 C36 C35 116.63(10) . . ?
C35 C36 C31 124.12(11) . . ?
F23 C23 C22 120.68(10) . . ?
F23 C23 C24 119.82(10) . . ?
C24 C23 C22 119.49(11) . . ?
C22 C21 C26 113.85(10) . . ?
C22 C21 B1 126.69(10) . . ?
C26 C21 B1 119.32(10) . . ?
F26 C26 C21 119.73(10) . . ?
F26 C26 C25 115.99(10) . . ?
C25 C26 C21 124.27(11) . . ?
C16 C11 N1 107.06(9) . . ?
C16 C11 C12 108.99(9) . . ?
C12 C11 N1 106.58(9) . . ?
C17 C11 N1 111.71(9) . . ?
C17 C11 C16 109.66(10) . . ?
C17 C11 C12 112.62(10) . . ?
F35 C35 C36 120.65(11) . . ?
F35 C35 C34 120.03(11) . . ?
C34 C35 C36 119.29(11) . . ?
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 . . ?
F24 C24 C23 120.11(11) . . ?
F24 C24 C25 120.68(11) . . ?
C23 C24 C25 119.20(10) . . ?
C14 C15 N1 107.40(9) . . ?
C18 C15 N1 106.36(9) . . ?
C18 C15 C14 109.58(10) . . ?
C18 C15 C19 109.52(11) . . ?
C19 C15 N1 111.14(9) . . ?
C19 C15 C14 112.62(10) . . ?
F33 C33 C32 121.12(11) . . ?
F33 C33 C34 119.44(11) . . ?
C34 C33 C32 119.44(11) . . ?
F25 C25 C26 121.04(11) . . ?
F25 C25 C24 119.67(10) . . ?
C24 C25 C26 119.28(11) . . ?
F34 C34 C35 120.72(11) . . ?
F34 C34 C33 119.91(12) . . ?
C35 C34 C33 119.37(11) . . ?
C15 C14 H14A 108.6 . . ?
C15 C14 H14B 108.6 . . ?
H14A C14 H14B 107.6 . . ?
C13 C14 C15 114.66(10) . . ?
C13 C14 H14A 108.6 . . ?
C13 C14 H14B 108.6 . . ?
C11 C12 H12A 108.7 . . ?
C11 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
C13 C12 C11 114.07(10) . . ?
C13 C12 H12A 108.7 . . ?
C13 C12 H12B 108.7 . . ?
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 . . ?
C14 C13 C12 109.27(11) . . ?
C14 C13 H13A 109.8 . . ?
C14 C13 H13B 109.8 . . ?
C12 C13 H13A 109.8 . . ?
C12 C13 H13B 109.8 . . ?
H13A C13 H13B 108.3 . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C11 C17 H17A 109.5 . . ?
C11 C17 H17B 109.5 . . ?
C11 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O1 B1 C31 106.80(8) . . ?
O1 B1 C21 109.07(9) . . ?
O2 B1 O1 107.38(9) . . ?
O2 B1 C31 114.11(9) . . ?
O2 B1 C21 112.90(9) . . ?
C31 B1 C21 106.34(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F36 C36 C35 F35 -1.29(16) . . . . ?
F36 C36 C35 C34 -179.22(10) . . . . ?
F22 C22 C23 F23 2.21(16) . . . . ?
F22 C22 C23 C24 -177.19(10) . . . . ?
F22 C22 C21 C26 176.76(10) . . . . ?
F22 C22 C21 B1 1.07(17) . . . . ?
F26 C26 C25 F25 -0.97(17) . . . . ?
F26 C26 C25 C24 178.53(11) . . . . ?
F32 C32 C33 F33 0.49(16) . . . . ?
F32 C32 C33 C34 -179.49(10) . . . . ?
F23 C23 C24 F24 -0.32(18) . . . . ?
F23 C23 C24 C25 179.91(11) . . . . ?
F35 C35 C34 F34 0.84(18) . . . . ?
F35 C35 C34 C33 -178.01(11) . . . . ?
F33 C33 C34 F34 0.81(18) . . . . ?
F33 C33 C34 C35 179.67(11) . . . . ?
F24 C24 C25 F25 -0.67(19) . . . . ?
F24 C24 C25 C26 179.82(11) . . . . ?
O1 N1 C11 C16 -64.51(10) . . . . ?
O1 N1 C11 C12 178.97(8) . . . . ?
O1 N1 C11 C17 55.56(11) . . . . ?
O1 N1 C15 C14 -178.05(9) . . . . ?
O1 N1 C15 C18 64.68(11) . . . . ?
O1 N1 C15 C19 -54.46(13) . . . . ?
N1 O1 B1 O2 0.12(12) . . . . ?
N1 O1 B1 C31 122.92(9) . . . . ?
N1 O1 B1 C21 -122.54(9) . . . . ?
N1 C11 C12 C13 -53.95(13) . . . . ?
N1 C15 C14 C13 51.38(13) . . . . ?
C22 C23 C24 F24 179.09(11) . . . . ?
C22 C23 C24 C25 -0.69(18) . . . . ?
C22 C21 C26 F26 -176.91(10) . . . . ?
C22 C21 C26 C25 1.75(17) . . . . ?
C22 C21 B1 O1 -12.25(15) . . . . ?
C22 C21 B1 O2 -131.53(12) . . . . ?
C22 C21 B1 C31 102.59(13) . . . . ?
C31 C32 C33 F33 -179.48(10) . . . . ?
C31 C32 C33 C34 0.55(18) . . . . ?
C31 C36 C35 F35 178.29(10) . . . . ?
C31 C36 C35 C34 0.37(18) . . . . ?
C32 C31 C36 F36 179.38(9) . . . . ?
C32 C31 C36 C35 -0.20(16) . . . . ?
C32 C31 B1 O1 -125.43(11) . . . . ?
C32 C31 B1 O2 -6.94(15) . . . . ?
C32 C31 B1 C21 118.20(11) . . . . ?
C32 C33 C34 F34 -179.22(11) . . . . ?
C32 C33 C34 C35 -0.36(18) . . . . ?
C36 C31 C32 F32 179.77(10) . . . . ?
C36 C31 C32 C33 -0.27(16) . . . . ?
C36 C31 B1 O1 57.18(12) . . . . ?
C36 C31 B1 O2 175.67(10) . . . . ?
C36 C31 B1 C21 -59.19(12) . . . . ?
C36 C35 C34 F34 178.77(11) . . . . ?
C36 C35 C34 C33 -0.08(18) . . . . ?
C23 C22 C21 C26 -2.92(17) . . . . ?
C23 C22 C21 B1 -178.61(11) . . . . ?
C23 C24 C25 F25 179.10(11) . . . . ?
C23 C24 C25 C26 -0.41(19) . . . . ?
C21 C22 C23 F23 -178.09(10) . . . . ?
C21 C22 C23 C24 2.51(18) . . . . ?
C21 C26 C25 F25 -179.68(11) . . . . ?
C21 C26 C25 C24 -0.18(19) . . . . ?
C26 C21 B1 O1 172.27(9) . . . . ?
C26 C21 B1 O2 52.99(14) . . . . ?
C26 C21 B1 C31 -72.89(12) . . . . ?
C11 N1 C15 C14 -49.88(12) . . . . ?
C11 N1 C15 C18 -167.14(9) . . . . ?
C11 N1 C15 C19 73.72(12) . . . . ?
C11 C12 C13 C14 58.89(14) . . . . ?
C16 C11 C12 C13 -169.18(11) . . . . ?
C15 N1 C11 C16 167.65(9) . . . . ?
C15 N1 C11 C12 51.12(12) . . . . ?
C15 N1 C11 C17 -72.29(12) . . . . ?
C15 C14 C13 C12 -57.36(14) . . . . ?
C18 C15 C14 C13 166.52(10) . . . . ?
C19 C15 C14 C13 -71.30(14) . . . . ?
C17 C11 C12 C13 68.89(14) . . . . ?
B1 O1 N1 C11 113.99(9) . . . . ?
B1 O1 N1 C15 -113.32(9) . . . . ?
B1 C31 C32 F32 2.25(17) . . . . ?
B1 C31 C32 C33 -177.79(10) . . . . ?
B1 C31 C36 F36 -2.93(15) . . . . ?
B1 C31 C36 C35 177.49(10) . . . . ?
B1 C21 C26 F26 -0.87(16) . . . . ?
B1 C21 C26 C25 177.79(11) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_19apr30c_0m
_database_code_depnum_ccdc_archive 'CCDC 2064566'
loop_
_audit_author_name
_audit_author_address
'Tongdao Wang'
;Dalian University of Technology
China
;
_audit_update_record             
;
2021-05-21 deposited with the CCDC.	2021-05-21 downloaded from the CCDC.
;
_audit_creation_date             2021-02-23
_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         'C22 H22 B F10 N O2'
_chemical_formula_sum            'C22 H22 B F10 N O2'
_chemical_formula_weight         533.21
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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      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                   10.4834(2)
_cell_length_b                   11.7933(3)
_cell_length_c                   11.9729(3)
_cell_angle_alpha                114.2010(10)
_cell_angle_beta                 95.4820(10)
_cell_angle_gamma                110.8550(10)
_cell_volume                     1210.01(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5359
_cell_measurement_temperature    173
_cell_measurement_theta_max      31.079
_cell_measurement_theta_min      2.270
_shelx_estimated_absorpt_T_max   0.963
_shelx_estimated_absorpt_T_min   0.918
_exptl_absorpt_coefficient_mu    0.144
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.6750
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0850 before and 0.0313 after correction. The Ratio of minimum to maximum transmission is 0.9045. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.26
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0182
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.767
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            11307
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.767
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.790
_diffrn_reflns_theta_min         1.944
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.767
_diffrn_measurement_device_type  'CCD Area Detector'
_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                5340
_reflns_number_total             6343
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.459
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         6343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0368
_refine_ls_restrained_S_all      1.063
_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)+(0.0580P)²+0.2933P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1037
_refine_ls_wR_factor_ref         0.1097
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C12(H00N,H00O), C14(H00S,H00T), C13(H01A,H01B)
2.b Idealised Me refined as rotating group:
 C1(H00A,H00B,H00C), C16(H00D,H00F,H00G), C18(H00H,H00I,H00J), C19(H00K,H00L,
 H00M), C17(H00P,H00Q,H00R)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F36 F 0.78832(8) 0.48816(8) 0.45005(7) 0.01971(16) Uani 1 1 d . . . . .
F32 F 0.68749(8) 0.07660(8) 0.07343(7) 0.02113(16) Uani 1 1 d . . . . .
F22 F 0.89277(8) 0.35793(8) 0.09450(7) 0.02097(16) Uani 1 1 d . . . . .
F33 F 0.80584(9) -0.00625(8) 0.21011(8) 0.02645(18) Uani 1 1 d . . . . .
F35 F 0.91118(9) 0.40402(9) 0.58596(7) 0.02797(19) Uani 1 1 d . . . . .
F26 F 0.66941(8) 0.64003(8) 0.30203(8) 0.02431(17) Uani 1 1 d . . . . .
F23 F 1.11146(8) 0.58071(10) 0.12448(8) 0.0303(2) Uani 1 1 d . . . . .
O2 O 0.55822(8) 0.23298(9) 0.05103(8) 0.01423(17) Uani 1 1 d . . . . .
O1 O 0.53711(8) 0.37432(8) 0.25199(8) 0.01325(16) Uani 1 1 d . . . . .
F34 F 0.92115(10) 0.15458(10) 0.46784(8) 0.0341(2) Uani 1 1 d . . . . .
F25 F 0.88825(10) 0.85811(9) 0.32989(10) 0.0357(2) Uani 1 1 d . . . . .
F24 F 1.11143(9) 0.83398(10) 0.23971(10) 0.0406(3) Uani 1 1 d . . . . .
N1 N 0.39244(10) 0.28231(11) 0.18519(10) 0.01342(19) Uani 1 1 d . . . . .
C31 C 0.72717(11) 0.28555(12) 0.25509(11) 0.0128(2) Uani 1 1 d . . . . .
C32 C 0.73809(12) 0.16184(12) 0.20071(11) 0.0147(2) Uani 1 1 d . . . . .
C21 C 0.76549(12) 0.48414(12) 0.19230(11) 0.0141(2) Uani 1 1 d . . . . .
C36 C 0.78980(12) 0.36361(12) 0.38610(11) 0.0148(2) Uani 1 1 d . . . . .
C22 C 0.88413(12) 0.47971(13) 0.15066(12) 0.0171(2) Uani 1 1 d . . . . .
C11 C 0.32792(12) 0.20134(12) 0.25573(11) 0.0155(2) Uani 1 1 d . . . . .
C15 C 0.31530(12) 0.35814(13) 0.15098(11) 0.0166(2) Uani 1 1 d . . . . .
C35 C 0.85435(13) 0.32303(13) 0.45897(11) 0.0188(2) Uani 1 1 d . . . . .
C26 C 0.77352(13) 0.61634(13) 0.25289(12) 0.0179(2) Uani 1 1 d . . . . .
C33 C 0.80064(13) 0.11589(13) 0.26962(12) 0.0177(2) Uani 1 1 d . . . . .
C34 C 0.85941(14) 0.19738(14) 0.40008(12) 0.0210(3) Uani 1 1 d . . . . .
C1 C 0.58852(13) 0.22785(13) -0.06315(11) 0.0185(2) Uani 1 1 d . . . . .
H00A H 0.503272 0.160892 -0.135409 0.028 Uiso 1 1 calc GR . . . .
H00B H 0.665690 0.199778 -0.075946 0.028 Uiso 1 1 calc GR . . . .
H00C H 0.617577 0.319333 -0.057174 0.028 Uiso 1 1 calc GR . . . .
C23 C 0.99932(13) 0.59381(15) 0.16494(12) 0.0216(3) Uani 1 1 d . . . . .
C16 C 0.40382(13) 0.11072(13) 0.24819(12) 0.0178(2) Uani 1 1 d . . . . .
H00D H 0.410978 0.066092 0.161228 0.027 Uiso 1 1 calc GR . . . .
H00F H 0.349786 0.039967 0.270301 0.027 Uiso 1 1 calc GR . . . .
H00G H 0.499502 0.167830 0.308187 0.027 Uiso 1 1 calc GR . . . .
C18 C 0.38071(13) 0.39881(14) 0.05667(12) 0.0206(3) Uani 1 1 d . . . . .
H00H H 0.481096 0.464684 0.098631 0.031 Uiso 1 1 calc GR . . . .
H00I H 0.329570 0.441533 0.027799 0.031 Uiso 1 1 calc GR . . . .
H00J H 0.373411 0.316302 -0.016942 0.031 Uiso 1 1 calc GR . . . .
C19 C 0.33325(14) 0.48707(14) 0.26946(13) 0.0214(3) Uani 1 1 d . . . . .
H00K H 0.270206 0.459905 0.318429 0.032 Uiso 1 1 calc GR . . . .
H00L H 0.308784 0.547095 0.243321 0.032 Uiso 1 1 calc GR . . . .
H00M H 0.432252 0.536869 0.322595 0.032 Uiso 1 1 calc GR . . . .
C12 C 0.16986(13) 0.10940(14) 0.18278(13) 0.0226(3) Uani 1 1 d . . . . .
H00N H 0.161988 0.035177 0.099789 0.027 Uiso 1 1 calc R . . . .
H00O H 0.123718 0.065095 0.231938 0.027 Uiso 1 1 calc R . . . .
C24 C 1.00014(14) 0.72123(14) 0.22375(14) 0.0256(3) Uani 1 1 d . . . . .
C17 C 0.35081(14) 0.29872(14) 0.39527(12) 0.0210(3) Uani 1 1 d . . . . .
H00P H 0.449144 0.370619 0.431866 0.031 Uiso 1 1 calc GR . . . .
H00Q H 0.332710 0.246563 0.442677 0.031 Uiso 1 1 calc GR . . . .
H00R H 0.285290 0.341624 0.400999 0.031 Uiso 1 1 calc GR . . . .
C14 C 0.15876(13) 0.25440(15) 0.08276(13) 0.0221(3) Uani 1 1 d . . . . .
H00S H 0.105083 0.302814 0.066417 0.027 Uiso 1 1 calc R . . . .
H00T H 0.152478 0.182282 -0.000896 0.027 Uiso 1 1 calc R . . . .
C25 C 0.88704(14) 0.73372(13) 0.26907(13) 0.0236(3) Uani 1 1 d . . . . .
C13 C 0.08932(13) 0.18550(15) 0.15815(14) 0.0252(3) Uani 1 1 d . . . . .
H01A H -0.011064 0.119623 0.109489 0.030 Uiso 1 1 calc R . . . .
H01B H 0.090595 0.256085 0.240381 0.030 Uiso 1 1 calc R . . . .
B1 B 0.64316(13) 0.33981(13) 0.17851(12) 0.0124(2) Uani 1 1 d . . . . .
H1 H 0.3964(16) 0.2224(17) 0.1097(16) 0.017(4) Uiso 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
F36 C36 1.3566(14) . ?
F32 C32 1.3507(13) . ?
F22 C22 1.3548(15) . ?
F33 C33 1.3444(14) . ?
F35 C35 1.3454(14) . ?
F26 C26 1.3492(15) . ?
F23 C23 1.3481(16) . ?
O2 C1 1.4150(14) . ?
O2 B1 1.4404(15) . ?
O1 N1 1.4149(12) . ?
O1 B1 1.5464(14) . ?
F34 C34 1.3416(14) . ?
F25 C25 1.3384(17) . ?
F24 C24 1.3455(14) . ?
N1 C11 1.5471(15) . ?
N1 C15 1.5406(15) . ?
N1 H1 0.907(17) . ?
C31 C32 1.3857(16) . ?
C31 C36 1.3885(16) . ?
C31 B1 1.6595(17) . ?
C32 C33 1.3858(16) . ?
C21 C22 1.3934(17) . ?
C21 C26 1.3898(18) . ?
C21 B1 1.6565(17) . ?
C36 C35 1.3815(17) . ?
C22 C23 1.3832(17) . ?
C11 C16 1.5244(17) . ?
C11 C12 1.5336(17) . ?
C11 C17 1.5237(17) . ?
C15 C18 1.5274(17) . ?
C15 C19 1.5286(18) . ?
C15 C14 1.5337(17) . ?
C35 C34 1.3792(19) . ?
C26 C25 1.3904(17) . ?
C33 C34 1.3808(18) . ?
C1 H00A 0.9800 . ?
C1 H00B 0.9800 . ?
C1 H00C 0.9800 . ?
C23 C24 1.370(2) . ?
C16 H00D 0.9800 . ?
C16 H00F 0.9800 . ?
C16 H00G 0.9800 . ?
C18 H00H 0.9800 . ?
C18 H00I 0.9800 . ?
C18 H00J 0.9800 . ?
C19 H00K 0.9800 . ?
C19 H00L 0.9800 . ?
C19 H00M 0.9800 . ?
C12 H00N 0.9900 . ?
C12 H00O 0.9900 . ?
C12 C13 1.521(2) . ?
C24 C25 1.380(2) . ?
C17 H00P 0.9800 . ?
C17 H00Q 0.9800 . ?
C17 H00R 0.9800 . ?
C14 H00S 0.9900 . ?
C14 H00T 0.9900 . ?
C14 C13 1.5201(19) . ?
C13 H01A 0.9900 . ?
C13 H01B 0.9900 . ?

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
C1 O2 B1 125.70(9) . . ?
N1 O1 B1 114.24(8) . . ?
O1 N1 C11 109.84(8) . . ?
O1 N1 C15 109.96(8) . . ?
O1 N1 H1 103.5(10) . . ?
C11 N1 H1 108.4(10) . . ?
C15 N1 C11 118.67(9) . . ?
C15 N1 H1 105.3(10) . . ?
C32 C31 C36 113.86(10) . . ?
C32 C31 B1 125.75(10) . . ?
C36 C31 B1 120.35(10) . . ?
F32 C32 C31 121.13(10) . . ?
F32 C32 C33 114.94(11) . . ?
C31 C32 C33 123.93(11) . . ?
C22 C21 B1 118.09(10) . . ?
C26 C21 C22 113.60(11) . . ?
C26 C21 B1 127.98(10) . . ?
F36 C36 C31 119.43(10) . . ?
F36 C36 C35 116.13(10) . . ?
C35 C36 C31 124.44(11) . . ?
F22 C22 C21 119.76(10) . . ?
F22 C22 C23 115.83(11) . . ?
C23 C22 C21 124.40(12) . . ?
C16 C11 N1 106.85(9) . . ?
C16 C11 C12 109.36(10) . . ?
C12 C11 N1 107.28(9) . . ?
C17 C11 N1 111.27(10) . . ?
C17 C11 C16 109.41(10) . . ?
C17 C11 C12 112.49(10) . . ?
C18 C15 N1 107.07(9) . . ?
C18 C15 C19 109.90(11) . . ?
C18 C15 C14 108.42(10) . . ?
C19 C15 N1 111.33(10) . . ?
C19 C15 C14 112.56(10) . . ?
C14 C15 N1 107.35(10) . . ?
F35 C35 C36 120.84(11) . . ?
F35 C35 C34 119.99(11) . . ?
C34 C35 C36 119.17(11) . . ?
F26 C26 C21 121.50(10) . . ?
F26 C26 C25 114.62(12) . . ?
C21 C26 C25 123.88(12) . . ?
F33 C33 C32 120.46(11) . . ?
F33 C33 C34 120.04(11) . . ?
C34 C33 C32 119.49(11) . . ?
F34 C34 C35 120.80(11) . . ?
F34 C34 C33 120.12(12) . . ?
C35 C34 C33 119.08(11) . . ?
O2 C1 H00A 109.5 . . ?
O2 C1 H00B 109.5 . . ?
O2 C1 H00C 109.5 . . ?
H00A C1 H00B 109.5 . . ?
H00A C1 H00C 109.5 . . ?
H00B C1 H00C 109.5 . . ?
F23 C23 C22 120.52(13) . . ?
F23 C23 C24 120.15(11) . . ?
C24 C23 C22 119.31(12) . . ?
C11 C16 H00D 109.5 . . ?
C11 C16 H00F 109.5 . . ?
C11 C16 H00G 109.5 . . ?
H00D C16 H00F 109.5 . . ?
H00D C16 H00G 109.5 . . ?
H00F C16 H00G 109.5 . . ?
C15 C18 H00H 109.5 . . ?
C15 C18 H00I 109.5 . . ?
C15 C18 H00J 109.5 . . ?
H00H C18 H00I 109.5 . . ?
H00H C18 H00J 109.5 . . ?
H00I C18 H00J 109.5 . . ?
C15 C19 H00K 109.5 . . ?
C15 C19 H00L 109.5 . . ?
C15 C19 H00M 109.5 . . ?
H00K C19 H00L 109.5 . . ?
H00K C19 H00M 109.5 . . ?
H00L C19 H00M 109.5 . . ?
C11 C12 H00N 108.7 . . ?
C11 C12 H00O 108.7 . . ?
H00N C12 H00O 107.6 . . ?
C13 C12 C11 114.30(11) . . ?
C13 C12 H00N 108.7 . . ?
C13 C12 H00O 108.7 . . ?
F24 C24 C23 120.46(13) . . ?
F24 C24 C25 120.06(13) . . ?
C23 C24 C25 119.47(11) . . ?
C11 C17 H00P 109.5 . . ?
C11 C17 H00Q 109.5 . . ?
C11 C17 H00R 109.5 . . ?
H00P C17 H00Q 109.5 . . ?
H00P C17 H00R 109.5 . . ?
H00Q C17 H00R 109.5 . . ?
C15 C14 H00S 108.9 . . ?
C15 C14 H00T 108.9 . . ?
H00S C14 H00T 107.7 . . ?
C13 C14 C15 113.38(10) . . ?
C13 C14 H00S 108.9 . . ?
C13 C14 H00T 108.9 . . ?
F25 C25 C26 120.56(13) . . ?
F25 C25 C24 120.10(12) . . ?
C24 C25 C26 119.32(13) . . ?
C12 C13 H01A 109.8 . . ?
C12 C13 H01B 109.8 . . ?
C14 C13 C12 109.46(10) . . ?
C14 C13 H01A 109.8 . . ?
C14 C13 H01B 109.8 . . ?
H01A C13 H01B 108.2 . . ?
O2 B1 O1 105.99(9) . . ?
O2 B1 C31 112.27(10) . . ?
O2 B1 C21 116.71(9) . . ?
O1 B1 C31 106.12(8) . . ?
O1 B1 C21 108.94(9) . . ?
C21 B1 C31 106.32(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F36 C36 C35 F35 0.25(17) . . . . ?
F36 C36 C35 C34 179.89(11) . . . . ?
F32 C32 C33 F33 -1.05(16) . . . . ?
F32 C32 C33 C34 178.14(11) . . . . ?
F22 C22 C23 F23 -0.08(16) . . . . ?
F22 C22 C23 C24 -178.39(11) . . . . ?
F33 C33 C34 F34 -0.35(18) . . . . ?
F33 C33 C34 C35 179.25(11) . . . . ?
F35 C35 C34 F34 -0.31(19) . . . . ?
F35 C35 C34 C33 -179.91(11) . . . . ?
F26 C26 C25 F25 0.36(17) . . . . ?
F26 C26 C25 C24 179.19(11) . . . . ?
F23 C23 C24 F24 1.16(18) . . . . ?
F23 C23 C24 C25 -177.50(11) . . . . ?
O1 N1 C11 C16 -65.68(11) . . . . ?
O1 N1 C11 C12 177.13(9) . . . . ?
O1 N1 C11 C17 53.70(12) . . . . ?
O1 N1 C15 C18 65.48(12) . . . . ?
O1 N1 C15 C19 -54.67(12) . . . . ?
O1 N1 C15 C14 -178.28(9) . . . . ?
F24 C24 C25 F25 -0.53(19) . . . . ?
F24 C24 C25 C26 -179.37(11) . . . . ?
N1 O1 B1 O2 9.23(12) . . . . ?
N1 O1 B1 C31 -110.31(9) . . . . ?
N1 O1 B1 C21 135.58(9) . . . . ?
N1 C11 C12 C13 -51.66(14) . . . . ?
N1 C15 C14 C13 53.75(14) . . . . ?
C31 C32 C33 F33 179.27(10) . . . . ?
C31 C32 C33 C34 -1.54(18) . . . . ?
C31 C36 C35 F35 -179.17(11) . . . . ?
C31 C36 C35 C34 0.47(19) . . . . ?
C32 C31 C36 F36 178.84(9) . . . . ?
C32 C31 C36 C35 -1.76(17) . . . . ?
C32 C31 B1 O2 10.75(15) . . . . ?
C32 C31 B1 O1 126.10(11) . . . . ?
C32 C31 B1 C21 -118.00(11) . . . . ?
C32 C33 C34 F34 -179.55(11) . . . . ?
C32 C33 C34 C35 0.05(19) . . . . ?
C21 C22 C23 F23 178.41(10) . . . . ?
C21 C22 C23 C24 0.10(19) . . . . ?
C21 C26 C25 F25 -179.17(11) . . . . ?
C21 C26 C25 C24 -0.34(19) . . . . ?
C36 C31 C32 F32 -177.37(10) . . . . ?
C36 C31 C32 C33 2.29(16) . . . . ?
C36 C31 B1 O2 -166.65(10) . . . . ?
C36 C31 B1 O1 -51.30(13) . . . . ?
C36 C31 B1 C21 64.60(13) . . . . ?
C36 C35 C34 F34 -179.95(11) . . . . ?
C36 C35 C34 C33 0.45(19) . . . . ?
C22 C21 C26 F26 -178.34(10) . . . . ?
C22 C21 C26 C25 1.16(17) . . . . ?
C22 C21 B1 O2 -70.26(14) . . . . ?
C22 C21 B1 O1 169.83(9) . . . . ?
C22 C21 B1 C31 55.85(13) . . . . ?
C22 C23 C24 F24 179.48(11) . . . . ?
C22 C23 C24 C25 0.82(19) . . . . ?
C11 N1 C15 C18 -166.93(10) . . . . ?
C11 N1 C15 C19 72.93(12) . . . . ?
C11 N1 C15 C14 -50.68(13) . . . . ?
C11 C12 C13 C14 58.37(15) . . . . ?
C15 N1 C11 C16 166.67(10) . . . . ?
C15 N1 C11 C12 49.48(13) . . . . ?
C15 N1 C11 C17 -73.96(12) . . . . ?
C15 C14 C13 C12 -59.19(15) . . . . ?
C26 C21 C22 F22 177.39(10) . . . . ?
C26 C21 C22 C23 -1.04(17) . . . . ?
C26 C21 B1 O2 116.85(13) . . . . ?
C26 C21 B1 O1 -3.06(15) . . . . ?
C26 C21 B1 C31 -117.04(12) . . . . ?
C1 O2 B1 O1 135.61(10) . . . . ?
C1 O2 B1 C31 -108.96(12) . . . . ?
C1 O2 B1 C21 14.13(16) . . . . ?
C23 C24 C25 F25 178.13(11) . . . . ?
C23 C24 C25 C26 -0.71(19) . . . . ?
C16 C11 C12 C13 -167.20(10) . . . . ?
C18 C15 C14 C13 169.11(11) . . . . ?
C19 C15 C14 C13 -69.10(14) . . . . ?
C17 C11 C12 C13 71.03(14) . . . . ?
B1 O1 N1 C11 114.27(10) . . . . ?
B1 O1 N1 C15 -113.38(10) . . . . ?
B1 C31 C32 F32 5.08(17) . . . . ?
B1 C31 C32 C33 -175.26(11) . . . . ?
B1 C31 C36 F36 -3.47(16) . . . . ?
B1 C31 C36 C35 175.94(11) . . . . ?
B1 C21 C22 F22 3.50(16) . . . . ?
B1 C21 C22 C23 -174.93(11) . . . . ?
B1 C21 C26 F26 -5.18(18) . . . . ?
B1 C21 C26 C25 174.32(11) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.500 0.000 0.500 144.6 45.1 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_19mar28c_0m
_database_code_depnum_ccdc_archive 'CCDC 2064567'
loop_
_audit_author_name
_audit_author_address
'Tongdao Wang'
;Dalian University of Technology
China
;
_audit_update_record             
;
2021-05-21 deposited with the CCDC.	2021-05-21 downloaded from the CCDC.
;
_audit_creation_date             2021-05-18
_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         'C21 H20 B F10 N O, C6 D6'
_chemical_formula_sum            'C27 H20 B D6 F10 N O'
_chemical_formula_weight         587.33
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
D D 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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      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                   11.24090(10)
_cell_length_b                   11.76880(10)
_cell_length_c                   12.12320(10)
_cell_angle_alpha                63.9275(5)
_cell_angle_beta                 81.7456(5)
_cell_angle_gamma                65.3098(5)
_cell_volume                     1307.32(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8094
_cell_measurement_temperature    173
_cell_measurement_theta_max      29.686
_cell_measurement_theta_min      2.248
_shelx_estimated_absorpt_T_max   0.973
_shelx_estimated_absorpt_T_min   0.953
_exptl_absorpt_coefficient_mu    0.138
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6599
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0400 before and 0.0273 after correction. The Ratio of minimum to maximum transmission is 0.8845. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.492
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             596
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0165
_diffrn_reflns_av_unetI/netI     0.0177
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.725
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            20796
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.725
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.896
_diffrn_reflns_theta_min         1.872
_diffrn_ambient_temperature      173
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.725
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5243
_reflns_number_total             5987
_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       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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         0.378
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     455
_refine_ls_number_reflns         5987
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0392
_refine_ls_restrained_S_all      1.044
_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)+(0.0347P)²+1.0786P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0888
_refine_ls_wR_factor_ref         0.0961
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Fixed Uiso: H2(0.0156)
3.a Aromatic/amide H refined with riding coordinates:
 C46(D46), C42(D42)
;
_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
F32 F 0.15149(9) 0.67304(9) 0.47150(8) 0.02150(19) Uani 1 1 d . . . . .
F33 F -0.10317(10) 0.72456(11) 0.49044(9) 0.0310(2) Uani 1 1 d . . . . .
F34 F -0.22921(9) 0.69025(12) 0.33805(10) 0.0332(2) Uani 1 1 d . . . . .
F35 F -0.09177(9) 0.60285(11) 0.16586(9) 0.0272(2) Uani 1 1 d . . . . .
F36 F 0.16113(8) 0.55454(9) 0.14261(8) 0.01961(18) Uani 1 1 d . . . . .
F26 F 0.25247(9) 0.77807(9) 0.04545(8) 0.02205(19) Uani 1 1 d . . . . .
F25 F 0.28185(11) 1.01743(10) -0.07411(8) 0.0307(2) Uani 1 1 d . . . . .
F24 F 0.38345(11) 1.10719(9) 0.04691(9) 0.0284(2) Uani 1 1 d . . . . .
F23 F 0.45408(10) 0.95238(10) 0.29159(9) 0.0267(2) Uani 1 1 d . . . . .
F22 F 0.42572(9) 0.71488(9) 0.41194(8) 0.02201(19) Uani 1 1 d . . . . .
O1 O 0.40365(9) 0.49934(9) 0.23280(8) 0.01225(19) Uani 1 1 d . . . . .
N1 N 0.50850(11) 0.37464(11) 0.30152(10) 0.0112(2) Uani 1 1 d . . . . .
H1 H 0.5075(18) 0.3692(19) 0.3804(17) 0.022(5) Uiso 1 1 d . . . . .
C15 C 0.48058(14) 0.25221(13) 0.31242(12) 0.0134(3) Uani 1 1 d . . . . .
C14 C 0.60005(15) 0.11890(14) 0.37865(13) 0.0169(3) Uani 1 1 d . . . . .
H14A H 0.6051(17) 0.1019(17) 0.4658(16) 0.015(4) Uiso 1 1 d . . . . .
H14B H 0.5844(18) 0.045(2) 0.3782(17) 0.024(5) Uiso 1 1 d . . . . .
C13 C 0.72930(15) 0.12202(14) 0.32229(13) 0.0180(3) Uani 1 1 d . . . . .
H13A H 0.8008(18) 0.0354(19) 0.3703(17) 0.021(4) Uiso 1 1 d . . . . .
H13B H 0.7322(18) 0.1303(18) 0.2357(17) 0.021(4) Uiso 1 1 d . . . . .
C12 C 0.74866(14) 0.24061(14) 0.32657(13) 0.0164(3) Uani 1 1 d . . . . .
H12A H 0.8311(18) 0.2427(18) 0.2930(16) 0.017(4) Uiso 1 1 d . . . . .
H12B H 0.7492(18) 0.2254(19) 0.4134(17) 0.022(5) Uiso 1 1 d . . . . .
C11 C 0.64105(13) 0.38260(14) 0.25443(12) 0.0132(3) Uani 1 1 d . . . . .
C18 C 0.65324(15) 0.49015(15) 0.28493(14) 0.0174(3) Uani 1 1 d . . . . .
H18A H 0.7437(18) 0.4842(18) 0.2714(16) 0.019(4) Uiso 1 1 d . . . . .
H18B H 0.6322(19) 0.4766(19) 0.3710(18) 0.026(5) Uiso 1 1 d . . . . .
H18C H 0.5954(19) 0.584(2) 0.2320(18) 0.025(5) Uiso 1 1 d . . . . .
C19 C 0.64546(15) 0.42680(16) 0.11609(13) 0.0182(3) Uani 1 1 d . . . . .
H19A H 0.6578(18) 0.3563(19) 0.0894(17) 0.021(4) Uiso 1 1 d . . . . .
H19B H 0.565(2) 0.508(2) 0.0730(18) 0.028(5) Uiso 1 1 d . . . . .
H19C H 0.724(2) 0.448(2) 0.0894(19) 0.035(5) Uiso 1 1 d . . . . .
C16 C 0.36255(15) 0.25362(15) 0.39222(13) 0.0174(3) Uani 1 1 d . . . . .
H16A H 0.3793(17) 0.2477(17) 0.4706(16) 0.016(4) Uiso 1 1 d . . . . .
H16B H 0.2830(18) 0.3357(18) 0.3526(16) 0.017(4) Uiso 1 1 d . . . . .
H16C H 0.3469(18) 0.170(2) 0.4072(17) 0.024(5) Uiso 1 1 d . . . . .
C17 C 0.44854(16) 0.27081(15) 0.18619(13) 0.0174(3) Uani 1 1 d . . . . .
H17A H 0.3849(19) 0.364(2) 0.1384(17) 0.023(5) Uiso 1 1 d . . . . .
H17B H 0.409(2) 0.208(2) 0.1981(18) 0.032(5) Uiso 1 1 d . . . . .
H17C H 0.526(2) 0.248(2) 0.1400(18) 0.029(5) Uiso 1 1 d . . . . .
C31 C 0.17078(13) 0.61083(13) 0.30643(12) 0.0135(3) Uani 1 1 d . . . . .
C32 C 0.09508(14) 0.65443(14) 0.39280(13) 0.0158(3) Uani 1 1 d . . . . .
C33 C -0.03708(15) 0.68200(16) 0.40482(14) 0.0199(3) Uani 1 1 d . . . . .
C34 C -0.10111(15) 0.66486(16) 0.32805(14) 0.0211(3) Uani 1 1 d . . . . .
C35 C -0.03114(15) 0.62114(15) 0.24064(13) 0.0188(3) Uani 1 1 d . . . . .
C36 C 0.10079(14) 0.59654(14) 0.23124(12) 0.0154(3) Uani 1 1 d . . . . .
C21 C 0.33889(13) 0.73392(13) 0.23412(12) 0.0128(3) Uani 1 1 d . . . . .
C26 C 0.30373(14) 0.81781(14) 0.11004(13) 0.0154(3) Uani 1 1 d . . . . .
C25 C 0.31765(15) 0.94144(15) 0.04606(13) 0.0192(3) Uani 1 1 d . . . . .
C24 C 0.36852(15) 0.98763(14) 0.10726(14) 0.0193(3) Uani 1 1 d . . . . .
C23 C 0.40406(15) 0.90912(15) 0.23052(13) 0.0173(3) Uani 1 1 d . . . . .
C22 C 0.38801(14) 0.78607(14) 0.29052(12) 0.0150(3) Uani 1 1 d . . . . .
B1 B 0.32648(15) 0.58468(15) 0.30345(13) 0.0120(3) Uani 1 1 d . . . . .
H2 H 0.3711(17) 0.5226(17) 0.4057(15) 0.016 Uiso 1 1 d . . . . .
C46 C 0.09389(17) 0.23770(18) 0.23851(16) 0.0273(3) Uani 1 1 d . . . . .
D46 D 0.113183 0.304558 0.247481 0.033 Uiso 1 1 calc R . . . .
C41 C 0.11329(17) 0.11234(18) 0.33767(16) 0.0279(4) Uani 1 1 d . . . . .
D41 D 0.143(2) 0.094(2) 0.4161(19) 0.031(5) Uiso 1 1 d . . . . .
C42 C 0.08577(16) 0.01462(17) 0.32455(16) 0.0270(3) Uani 1 1 d . . . . .
D42 D 0.098967 -0.071269 0.392742 0.032 Uiso 1 1 calc R . . . .
C43 C 0.03904(16) 0.04194(17) 0.21216(16) 0.0265(3) Uani 1 1 d . . . . .
D43 D 0.021(2) -0.025(2) 0.2019(18) 0.030(5) Uiso 1 1 d . . . . .
C44 C 0.01913(17) 0.16738(18) 0.11306(16) 0.0279(4) Uani 1 1 d . . . . .
D44 D -0.013(2) 0.188(2) 0.037(2) 0.035(6) Uiso 1 1 d . . . . .
C45 C 0.04631(17) 0.26549(18) 0.12621(16) 0.0281(4) Uani 1 1 d . . . . .
D45 D 0.034(2) 0.351(2) 0.0611(19) 0.034 Uiso 1 1 d R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F32 C32 1.3541(16) . ?
F33 C33 1.3435(16) . ?
F34 C34 1.3415(17) . ?
F35 C35 1.3432(17) . ?
F36 C36 1.3552(15) . ?
F26 C26 1.3566(16) . ?
F25 C25 1.3442(16) . ?
F24 C24 1.3418(16) . ?
F23 C23 1.3466(16) . ?
F22 C22 1.3590(16) . ?
O1 N1 1.4139(14) . ?
O1 B1 1.5197(16) . ?
N1 H1 0.928(19) . ?
N1 C15 1.5462(17) . ?
N1 C11 1.5427(17) . ?
C15 C14 1.5335(19) . ?
C15 C16 1.5243(19) . ?
C15 C17 1.5223(19) . ?
C14 H14A 0.990(17) . ?
C14 H14B 0.965(19) . ?
C14 C13 1.522(2) . ?
C13 H13A 0.976(19) . ?
C13 H13B 1.007(18) . ?
C13 C12 1.523(2) . ?
C12 H12A 0.962(18) . ?
C12 H12B 0.988(19) . ?
C12 C11 1.5333(19) . ?
C11 C18 1.5259(19) . ?
C11 C19 1.5221(19) . ?
C18 H18A 0.984(19) . ?
C18 H18B 0.992(19) . ?
C18 H18C 0.97(2) . ?
C19 H19A 0.969(19) . ?
C19 H19B 0.99(2) . ?
C19 H19C 0.98(2) . ?
C16 H16A 0.962(18) . ?
C16 H16B 0.978(18) . ?
C16 H16C 1.002(19) . ?
C17 H17A 0.974(19) . ?
C17 H17B 0.96(2) . ?
C17 H17C 0.97(2) . ?
C31 C32 1.3913(19) . ?
C31 C36 1.389(2) . ?
C31 B1 1.643(2) . ?
C32 C33 1.382(2) . ?
C33 C34 1.380(2) . ?
C34 C35 1.381(2) . ?
C35 C36 1.385(2) . ?
C21 C26 1.3903(19) . ?
C21 C22 1.3817(19) . ?
C21 B1 1.6384(19) . ?
C26 C25 1.381(2) . ?
C25 C24 1.382(2) . ?
C24 C23 1.377(2) . ?
C23 C22 1.3832(19) . ?
B1 H2 1.183(17) . ?
C46 D46 0.9500 . ?
C46 C41 1.385(2) . ?
C46 C45 1.385(2) . ?
C41 D41 0.96(2) . ?
C41 C42 1.384(3) . ?
C42 D42 0.9500 . ?
C42 C43 1.384(2) . ?
C43 D43 0.95(2) . ?
C43 C44 1.384(3) . ?
C44 D44 0.93(2) . ?
C44 C45 1.387(3) . ?
C45 D45 0.94(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 O1 B1 114.77(9) . . ?
O1 N1 H1 106.5(11) . . ?
O1 N1 C15 108.95(10) . . ?
O1 N1 C11 110.39(9) . . ?
C15 N1 H1 106.8(12) . . ?
C11 N1 H1 104.1(12) . . ?
C11 N1 C15 119.27(10) . . ?
C14 C15 N1 107.99(11) . . ?
C16 C15 N1 105.66(10) . . ?
C16 C15 C14 109.49(11) . . ?
C17 C15 N1 110.58(10) . . ?
C17 C15 C14 112.71(11) . . ?
C17 C15 C16 110.15(12) . . ?
C15 C14 H14A 109.2(10) . . ?
C15 C14 H14B 106.9(11) . . ?
H14A C14 H14B 107.0(15) . . ?
C13 C14 C15 113.57(12) . . ?
C13 C14 H14A 108.4(10) . . ?
C13 C14 H14B 111.5(11) . . ?
C14 C13 H13A 109.1(11) . . ?
C14 C13 H13B 111.4(10) . . ?
C14 C13 C12 108.97(11) . . ?
H13A C13 H13B 107.1(15) . . ?
C12 C13 H13A 109.0(11) . . ?
C12 C13 H13B 111.3(10) . . ?
C13 C12 H12A 110.1(10) . . ?
C13 C12 H12B 108.2(11) . . ?
C13 C12 C11 113.62(12) . . ?
H12A C12 H12B 109.2(15) . . ?
C11 C12 H12A 107.5(10) . . ?
C11 C12 H12B 108.2(11) . . ?
C12 C11 N1 107.14(10) . . ?
C18 C11 N1 106.55(10) . . ?
C18 C11 C12 109.62(11) . . ?
C19 C11 N1 111.04(11) . . ?
C19 C11 C12 112.71(11) . . ?
C19 C11 C18 109.56(12) . . ?
C11 C18 H18A 108.3(10) . . ?
C11 C18 H18B 112.5(11) . . ?
C11 C18 H18C 112.3(11) . . ?
H18A C18 H18B 109.4(15) . . ?
H18A C18 H18C 107.2(15) . . ?
H18B C18 H18C 107.0(15) . . ?
C11 C19 H19A 115.4(11) . . ?
C11 C19 H19B 111.1(11) . . ?
C11 C19 H19C 107.1(12) . . ?
H19A C19 H19B 107.9(16) . . ?
H19A C19 H19C 104.2(16) . . ?
H19B C19 H19C 110.9(17) . . ?
C15 C16 H16A 111.2(10) . . ?
C15 C16 H16B 112.5(10) . . ?
C15 C16 H16C 107.5(11) . . ?
H16A C16 H16B 109.0(14) . . ?
H16A C16 H16C 108.0(15) . . ?
H16B C16 H16C 108.4(15) . . ?
C15 C17 H17A 111.8(11) . . ?
C15 C17 H17B 107.8(12) . . ?
C15 C17 H17C 112.6(12) . . ?
H17A C17 H17B 107.2(16) . . ?
H17A C17 H17C 110.6(16) . . ?
H17B C17 H17C 106.5(16) . . ?
C32 C31 B1 118.27(12) . . ?
C36 C31 C32 113.48(13) . . ?
C36 C31 B1 128.25(12) . . ?
F32 C32 C31 119.39(13) . . ?
F32 C32 C33 116.06(12) . . ?
C33 C32 C31 124.55(13) . . ?
F33 C33 C32 120.74(13) . . ?
F33 C33 C34 119.95(13) . . ?
C34 C33 C32 119.32(13) . . ?
F34 C34 C33 120.58(13) . . ?
F34 C34 C35 120.51(14) . . ?
C33 C34 C35 118.90(14) . . ?
F35 C35 C34 119.64(13) . . ?
F35 C35 C36 120.77(13) . . ?
C34 C35 C36 119.58(14) . . ?
F36 C36 C31 120.44(12) . . ?
F36 C36 C35 115.39(12) . . ?
C35 C36 C31 124.16(13) . . ?
C26 C21 B1 121.86(12) . . ?
C22 C21 C26 114.00(12) . . ?
C22 C21 B1 124.11(12) . . ?
F26 C26 C21 119.26(12) . . ?
F26 C26 C25 116.60(12) . . ?
C25 C26 C21 124.14(13) . . ?
F25 C25 C26 121.07(13) . . ?
F25 C25 C24 119.75(13) . . ?
C26 C25 C24 119.18(13) . . ?
F24 C24 C25 120.26(13) . . ?
F24 C24 C23 120.62(13) . . ?
C23 C24 C25 119.12(13) . . ?
F23 C23 C24 119.94(13) . . ?
F23 C23 C22 120.58(13) . . ?
C24 C23 C22 119.48(13) . . ?
F22 C22 C21 120.23(12) . . ?
F22 C22 C23 115.71(12) . . ?
C21 C22 C23 124.06(13) . . ?
O1 B1 C31 111.73(11) . . ?
O1 B1 C21 107.71(10) . . ?
O1 B1 H2 107.7(8) . . ?
C31 B1 H2 108.3(8) . . ?
C21 B1 C31 108.94(11) . . ?
C21 B1 H2 112.4(8) . . ?
C41 C46 D46 120.1 . . ?
C41 C46 C45 119.90(16) . . ?
C45 C46 D46 120.1 . . ?
C46 C41 D41 120.1(12) . . ?
C42 C41 C46 120.10(16) . . ?
C42 C41 D41 119.8(12) . . ?
C41 C42 D42 120.0 . . ?
C43 C42 C41 120.04(16) . . ?
C43 C42 D42 120.0 . . ?
C42 C43 D43 120.7(12) . . ?
C44 C43 C42 119.94(16) . . ?
C44 C43 D43 119.3(12) . . ?
C43 C44 D44 120.9(13) . . ?
C43 C44 C45 120.06(16) . . ?
C45 C44 D44 119.1(13) . . ?
C46 C45 C44 119.96(16) . . ?
C46 C45 D45 117.8(13) . . ?
C44 C45 D45 122.2(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F32 C32 C33 F33 0.0(2) . . . . ?
F32 C32 C33 C34 -179.77(13) . . . . ?
F33 C33 C34 F34 0.0(2) . . . . ?
F33 C33 C34 C35 179.94(14) . . . . ?
F34 C34 C35 F35 -0.6(2) . . . . ?
F34 C34 C35 C36 179.50(14) . . . . ?
F35 C35 C36 F36 0.3(2) . . . . ?
F35 C35 C36 C31 -178.87(13) . . . . ?
F26 C26 C25 F25 0.0(2) . . . . ?
F26 C26 C25 C24 179.57(13) . . . . ?
F25 C25 C24 F24 -0.7(2) . . . . ?
F25 C25 C24 C23 179.62(14) . . . . ?
F24 C24 C23 F23 0.1(2) . . . . ?
F24 C24 C23 C22 -179.82(13) . . . . ?
F23 C23 C22 F22 -0.1(2) . . . . ?
F23 C23 C22 C21 -179.22(13) . . . . ?
O1 N1 C15 C14 175.77(10) . . . . ?
O1 N1 C15 C16 -67.14(12) . . . . ?
O1 N1 C15 C17 52.04(13) . . . . ?
O1 N1 C11 C12 -175.78(10) . . . . ?
O1 N1 C11 C18 66.95(12) . . . . ?
O1 N1 C11 C19 -52.30(13) . . . . ?
N1 O1 B1 C31 -121.14(11) . . . . ?
N1 O1 B1 C21 119.26(11) . . . . ?
N1 C15 C14 C13 -51.55(15) . . . . ?
C15 N1 C11 C12 -48.52(14) . . . . ?
C15 N1 C11 C18 -165.79(11) . . . . ?
C15 N1 C11 C19 74.96(14) . . . . ?
C15 C14 C13 C12 59.51(16) . . . . ?
C14 C13 C12 C11 -60.79(15) . . . . ?
C13 C12 C11 N1 53.43(14) . . . . ?
C13 C12 C11 C18 168.67(12) . . . . ?
C13 C12 C11 C19 -69.01(16) . . . . ?
C11 N1 C15 C14 47.84(14) . . . . ?
C11 N1 C15 C16 164.93(11) . . . . ?
C11 N1 C15 C17 -75.89(14) . . . . ?
C16 C15 C14 C13 -166.13(12) . . . . ?
C17 C15 C14 C13 70.90(16) . . . . ?
C31 C32 C33 F33 -179.60(13) . . . . ?
C31 C32 C33 C34 0.7(2) . . . . ?
C32 C31 C36 F36 -179.88(12) . . . . ?
C32 C31 C36 C35 -0.7(2) . . . . ?
C32 C31 B1 O1 163.31(11) . . . . ?
C32 C31 B1 C21 -77.81(15) . . . . ?
C32 C33 C34 F34 179.69(14) . . . . ?
C32 C33 C34 C35 -0.3(2) . . . . ?
C33 C34 C35 F35 179.45(14) . . . . ?
C33 C34 C35 C36 -0.5(2) . . . . ?
C34 C35 C36 F36 -179.74(13) . . . . ?
C34 C35 C36 C31 1.1(2) . . . . ?
C36 C31 C32 F32 -179.70(12) . . . . ?
C36 C31 C32 C33 -0.1(2) . . . . ?
C36 C31 B1 O1 -17.49(19) . . . . ?
C36 C31 B1 C21 101.39(15) . . . . ?
C21 C26 C25 F25 179.86(13) . . . . ?
C21 C26 C25 C24 -0.5(2) . . . . ?
C26 C21 C22 F22 179.72(12) . . . . ?
C26 C21 C22 C23 -1.2(2) . . . . ?
C26 C21 B1 O1 55.42(16) . . . . ?
C26 C21 B1 C31 -65.94(15) . . . . ?
C26 C25 C24 F24 179.73(13) . . . . ?
C26 C25 C24 C23 0.0(2) . . . . ?
C25 C24 C23 F23 179.85(13) . . . . ?
C25 C24 C23 C22 -0.1(2) . . . . ?
C24 C23 C22 F22 179.89(13) . . . . ?
C24 C23 C22 C21 0.7(2) . . . . ?
C22 C21 C26 F26 -179.06(12) . . . . ?
C22 C21 C26 C25 1.1(2) . . . . ?
C22 C21 B1 O1 -122.48(13) . . . . ?
C22 C21 B1 C31 116.15(14) . . . . ?
B1 O1 N1 C15 116.19(11) . . . . ?
B1 O1 N1 C11 -111.04(11) . . . . ?
B1 C31 C32 F32 -0.39(19) . . . . ?
B1 C31 C32 C33 179.17(13) . . . . ?
B1 C31 C36 F36 0.9(2) . . . . ?
B1 C31 C36 C35 -179.96(13) . . . . ?
B1 C21 C26 F26 2.84(19) . . . . ?
B1 C21 C26 C25 -177.04(13) . . . . ?
B1 C21 C22 F22 -2.2(2) . . . . ?
B1 C21 C22 C23 176.90(13) . . . . ?
C46 C41 C42 C43 0.1(2) . . . . ?
C41 C46 C45 C44 -0.5(3) . . . . ?
C41 C42 C43 C44 -0.4(2) . . . . ?
C42 C43 C44 C45 0.2(2) . . . . ?
C43 C44 C45 C46 0.2(3) . . . . ?
C45 C46 C41 C42 0.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_20aug16pyl1_0m
_database_code_depnum_ccdc_archive 'CCDC 2064569'
loop_
_audit_author_name
_audit_author_address
'Tongdao Wang'
;Dalian University of Technology
China
;
_audit_update_record             
;
2021-05-21 deposited with the CCDC.	2021-05-21 downloaded from the CCDC.
;
_audit_creation_date             2021-02-04
_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         'C29 H26 B F10 N O'
_chemical_formula_sum            'C29 H26 B F10 N O'
_chemical_formula_weight         605.32
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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                   11.8091(8)
_cell_length_b                   17.6895(8)
_cell_length_c                   16.5586(9)
_cell_angle_alpha                90
_cell_angle_beta                 128.367(3)
_cell_angle_gamma                90
_cell_volume                     2712.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5676
_cell_measurement_temperature    200
_cell_measurement_theta_max      22.121
_cell_measurement_theta_min      2.473
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.967
_exptl_absorpt_coefficient_mu    0.136
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1098 before and 0.0736 after correction. The Ratio of minimum to maximum transmission is 0.7987. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             1240
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0852
_diffrn_reflns_av_unetI/netI     0.0800
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            30896
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.493
_diffrn_reflns_theta_min         2.303
_diffrn_ambient_temperature      200
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3454
_reflns_number_total             6193
_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       'SAINT V8.40A (Bruker, 2016)'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     383
_refine_ls_number_reflns         6193
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1199
_refine_ls_R_factor_gt           0.0519
_refine_ls_restrained_S_all      1.005
_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)+(0.0391P)²+0.6317P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0984
_refine_ls_wR_factor_ref         0.1196
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Riding coordinates:
 N1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C14(H14A,H14B), C13(H13A,H13B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H3), C1(H2), C22(H22), C24(H24), C26(H26), C23(H23), C25(H25)
2.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C16(H16A,H16B,H16C), C18(H18A,H18B,H18C), C19(H19A,H19B,
 H19C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F46 F 1.08279(13) -0.13047(7) 1.56969(10) 0.0445(3) Uani 1 1 d . . . . .
F45 F 0.99454(16) -0.04024(7) 1.41570(11) 0.0519(4) Uani 1 1 d . . . . .
F42 F 0.60310(13) -0.21845(7) 1.39190(10) 0.0445(3) Uani 1 1 d . . . . .
F36 F 1.01395(14) -0.30607(7) 1.49838(11) 0.0487(4) Uani 1 1 d . . . . .
F32 F 0.66085(15) -0.35617(8) 1.54191(12) 0.0553(4) Uani 1 1 d . . . . .
F43 F 0.52035(16) -0.13190(8) 1.23300(11) 0.0606(4) Uani 1 1 d . . . . .
F35 F 0.95516(16) -0.43898(8) 1.40429(11) 0.0603(4) Uani 1 1 d . . . . .
F44 F 0.71350(17) -0.04111(8) 1.24142(11) 0.0626(4) Uani 1 1 d . . . . .
F34 F 0.75601(17) -0.53316(8) 1.38221(12) 0.0714(5) Uani 1 1 d . . . . .
F33 F 0.60683(16) -0.48743(8) 1.44935(12) 0.0693(5) Uani 1 1 d . . . . .
O1 O 1.04871(14) -0.23842(8) 1.66904(10) 0.0309(3) Uani 1 1 d . . . . .
N1 N 1.10071(18) -0.23374(9) 1.77197(13) 0.0313(4) Uani 1 1 d . . . . .
H1 H 1.017742 -0.222946 1.768301 0.038 Uiso 1 1 d R . . . .
C21 C 0.6504(2) -0.12507(12) 1.64439(16) 0.0333(5) Uani 1 1 d . . . . .
C45 C 0.8967(3) -0.08572(12) 1.40877(18) 0.0372(6) Uani 1 1 d . . . . .
C44 C 0.7564(3) -0.08532(12) 1.32190(18) 0.0411(6) Uani 1 1 d . . . . .
C2 C 0.7374(2) -0.14978(12) 1.61301(17) 0.0355(5) Uani 1 1 d . . . . .
H3 H 0.753711 -0.112281 1.580154 0.043 Uiso 1 1 calc R . . . .
C41 C 0.8471(2) -0.17908(11) 1.49171(16) 0.0306(5) Uani 1 1 d . . . . .
C42 C 0.7065(2) -0.17524(12) 1.40188(17) 0.0345(5) Uani 1 1 d . . . . .
C31 C 0.8424(2) -0.32323(12) 1.52691(16) 0.0337(5) Uani 1 1 d . . . . .
C46 C 0.9407(2) -0.13243(12) 1.49043(16) 0.0322(5) Uani 1 1 d . . . . .
C33 C 0.7098(3) -0.44272(13) 1.46267(19) 0.0475(6) Uani 1 1 d . . . . .
C11 C 1.1933(2) -0.16147(12) 1.82389(17) 0.0357(5) Uani 1 1 d . . . . .
C1 C 0.7963(2) -0.21674(12) 1.62403(16) 0.0342(5) Uani 1 1 d . . . . .
H2 H 0.785921 -0.254715 1.659605 0.041 Uiso 1 1 calc R . . . .
C32 C 0.7399(2) -0.37341(13) 1.51058(18) 0.0394(6) Uani 1 1 d . . . . .
C22 C 0.6201(2) -0.17154(13) 1.69680(17) 0.0382(5) Uani 1 1 d . . . . .
H22 H 0.661197 -0.220676 1.717799 0.046 Uiso 1 1 calc R . . . .
C17 C 1.3139(2) -0.15879(13) 1.81491(19) 0.0450(6) Uani 1 1 d . . . . .
H17A H 1.391553 -0.193230 1.865505 0.068 Uiso 1 1 calc GR . . . .
H17B H 1.351767 -0.107173 1.828052 0.068 Uiso 1 1 calc GR . . . .
H17C H 1.275990 -0.174243 1.745403 0.068 Uiso 1 1 calc GR . . . .
C15 C 1.1666(2) -0.31037(12) 1.82741(17) 0.0379(5) Uani 1 1 d . . . . .
C16 C 1.0924(2) -0.09410(12) 1.76888(18) 0.0405(6) Uani 1 1 d . . . . .
H16A H 1.054556 -0.093482 1.696850 0.061 Uiso 1 1 calc GR . . . .
H16B H 1.145778 -0.047228 1.802783 0.061 Uiso 1 1 calc GR . . . .
H16C H 1.012120 -0.098253 1.771614 0.061 Uiso 1 1 calc GR . . . .
C36 C 0.9117(2) -0.34965(12) 1.48882(17) 0.0373(5) Uani 1 1 d . . . . .
C43 C 0.6588(3) -0.13085(13) 1.31746(17) 0.0402(6) Uani 1 1 d . . . . .
C24 C 0.4710(3) -0.07513(14) 1.68917(19) 0.0491(6) Uani 1 1 d . . . . .
H24 H 0.408462 -0.058510 1.703331 0.059 Uiso 1 1 calc R . . . .
C34 C 0.7829(3) -0.46520(13) 1.42801(19) 0.0492(7) Uani 1 1 d . . . . .
C26 C 0.5923(3) -0.05304(13) 1.61834(19) 0.0460(6) Uani 1 1 d . . . . .
H26 H 0.614721 -0.019760 1.585017 0.055 Uiso 1 1 calc R . . . .
C35 C 0.8844(3) -0.41819(13) 1.44030(18) 0.0433(6) Uani 1 1 d . . . . .
C18 C 1.0446(3) -0.36781(13) 1.77341(19) 0.0496(6) Uani 1 1 d . . . . .
H18A H 0.962488 -0.347646 1.767575 0.074 Uiso 1 1 calc GR . . . .
H18B H 1.077907 -0.414805 1.813372 0.074 Uiso 1 1 calc GR . . . .
H18C H 1.014701 -0.378040 1.704468 0.074 Uiso 1 1 calc GR . . . .
C23 C 0.5308(3) -0.14658(14) 1.71837(18) 0.0448(6) Uani 1 1 d . . . . .
H23 H 0.510187 -0.178858 1.753641 0.054 Uiso 1 1 calc R . . . .
C12 C 1.2492(3) -0.16215(13) 1.93543(18) 0.0489(6) Uani 1 1 d . . . . .
H12A H 1.316754 -0.119289 1.972405 0.059 Uiso 1 1 calc R . . . .
H12B H 1.166620 -0.153868 1.935862 0.059 Uiso 1 1 calc R . . . .
C14 C 1.2233(3) -0.30017(14) 1.93823(18) 0.0527(7) Uani 1 1 d . . . . .
H14A H 1.140182 -0.293246 1.938270 0.063 Uiso 1 1 calc R . . . .
H14B H 1.274021 -0.346984 1.977108 0.063 Uiso 1 1 calc R . . . .
C25 C 0.5026(3) -0.02845(14) 1.6397(2) 0.0539(7) Uani 1 1 d . . . . .
H25 H 0.462610 0.020975 1.620003 0.065 Uiso 1 1 calc R . . . .
C13 C 1.3252(3) -0.23407(14) 1.99352(19) 0.0569(7) Uani 1 1 d . . . . .
H13A H 1.356568 -0.230510 2.064436 0.068 Uiso 1 1 calc R . . . .
H13B H 1.411938 -0.241569 1.997896 0.068 Uiso 1 1 calc R . . . .
C19 C 1.2823(3) -0.33576(14) 1.8193(2) 0.0535(7) Uani 1 1 d . . . . .
H19A H 1.249709 -0.325817 1.749612 0.080 Uiso 1 1 calc GR . . . .
H19B H 1.299947 -0.390019 1.833876 0.080 Uiso 1 1 calc GR . . . .
H19C H 1.371767 -0.307802 1.869309 0.080 Uiso 1 1 calc GR . . . .
B1 B 0.8837(3) -0.23891(14) 1.58208(19) 0.0320(6) 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
F46 C46 1.344(2) . ?
F45 C45 1.353(2) . ?
F42 C42 1.361(2) . ?
F36 C36 1.357(2) . ?
F32 C32 1.354(3) . ?
F43 C43 1.338(3) . ?
F35 C35 1.344(3) . ?
F44 C44 1.344(2) . ?
F34 C34 1.350(3) . ?
F33 C33 1.349(3) . ?
O1 N1 1.410(2) . ?
O1 B1 1.545(3) . ?
N1 H1 0.9624 . ?
N1 C11 1.550(3) . ?
N1 C15 1.549(3) . ?
C21 C2 1.477(3) . ?
C21 C22 1.394(3) . ?
C21 C26 1.383(3) . ?
C45 C44 1.363(3) . ?
C45 C46 1.382(3) . ?
C44 C43 1.370(3) . ?
C2 H3 0.9500 . ?
C2 C1 1.327(3) . ?
C41 C42 1.382(3) . ?
C41 C46 1.389(3) . ?
C41 B1 1.657(3) . ?
C42 C43 1.382(3) . ?
C31 C32 1.386(3) . ?
C31 C36 1.388(3) . ?
C31 B1 1.657(3) . ?
C33 C32 1.382(3) . ?
C33 C34 1.360(4) . ?
C11 C17 1.522(3) . ?
C11 C16 1.524(3) . ?
C11 C12 1.528(3) . ?
C1 H2 0.9500 . ?
C1 B1 1.610(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.379(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C15 C18 1.519(3) . ?
C15 C14 1.524(3) . ?
C15 C19 1.521(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C36 C35 1.378(3) . ?
C24 H24 0.9500 . ?
C24 C23 1.380(3) . ?
C24 C25 1.368(3) . ?
C34 C35 1.366(3) . ?
C26 H26 0.9500 . ?
C26 C25 1.379(3) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C23 H23 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.509(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.512(4) . ?
C25 H25 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 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
N1 O1 B1 118.54(14) . . ?
O1 N1 H1 105.8 . . ?
O1 N1 C11 110.30(14) . . ?
O1 N1 C15 110.27(15) . . ?
C11 N1 H1 102.2 . . ?
C15 N1 H1 109.2 . . ?
C15 N1 C11 118.12(16) . . ?
C22 C21 C2 123.3(2) . . ?
C26 C21 C2 118.8(2) . . ?
C26 C21 C22 117.9(2) . . ?
F45 C45 C44 120.1(2) . . ?
F45 C45 C46 119.4(2) . . ?
C44 C45 C46 120.5(2) . . ?
F44 C44 C45 120.9(2) . . ?
F44 C44 C43 120.1(2) . . ?
C45 C44 C43 119.0(2) . . ?
C21 C2 H3 115.3 . . ?
C1 C2 C21 129.4(2) . . ?
C1 C2 H3 115.3 . . ?
C42 C41 C46 112.98(19) . . ?
C42 C41 B1 117.96(19) . . ?
C46 C41 B1 129.00(19) . . ?
F42 C42 C41 119.45(19) . . ?
F42 C42 C43 115.1(2) . . ?
C41 C42 C43 125.4(2) . . ?
C32 C31 C36 112.7(2) . . ?
C32 C31 B1 127.35(19) . . ?
C36 C31 B1 119.94(19) . . ?
F46 C46 C45 115.01(19) . . ?
F46 C46 C41 121.55(19) . . ?
C45 C46 C41 123.4(2) . . ?
F33 C33 C32 119.9(2) . . ?
F33 C33 C34 120.2(2) . . ?
C34 C33 C32 119.8(2) . . ?
C17 C11 N1 110.61(17) . . ?
C17 C11 C16 110.41(18) . . ?
C17 C11 C12 113.0(2) . . ?
C16 C11 N1 107.05(17) . . ?
C16 C11 C12 108.65(19) . . ?
C12 C11 N1 106.91(17) . . ?
C2 C1 H2 117.3 . . ?
C2 C1 B1 125.4(2) . . ?
B1 C1 H2 117.3 . . ?
F32 C32 C31 120.5(2) . . ?
F32 C32 C33 115.3(2) . . ?
C33 C32 C31 124.2(2) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.4(2) . . ?
C23 C22 H22 119.8 . . ?
C11 C17 H17A 109.5 . . ?
C11 C17 H17B 109.5 . . ?
C11 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C18 C15 N1 107.01(17) . . ?
C18 C15 C14 109.60(19) . . ?
C18 C15 C19 109.0(2) . . ?
C14 C15 N1 107.08(18) . . ?
C19 C15 N1 110.76(17) . . ?
C19 C15 C14 113.2(2) . . ?
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 . . ?
F36 C36 C31 119.26(19) . . ?
F36 C36 C35 115.9(2) . . ?
C35 C36 C31 124.8(2) . . ?
F43 C43 C44 120.4(2) . . ?
F43 C43 C42 121.0(2) . . ?
C44 C43 C42 118.6(2) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
C25 C24 C23 119.5(2) . . ?
F34 C34 C33 120.5(2) . . ?
F34 C34 C35 120.3(2) . . ?
C33 C34 C35 119.2(2) . . ?
C21 C26 H26 119.3 . . ?
C25 C26 C21 121.4(2) . . ?
C25 C26 H26 119.3 . . ?
F35 C35 C36 121.0(2) . . ?
F35 C35 C34 119.8(2) . . ?
C34 C35 C36 119.2(2) . . ?
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 . . ?
C22 C23 C24 120.6(2) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C11 C12 H12A 108.6 . . ?
C11 C12 H12B 108.6 . . ?
H12A C12 H12B 107.6 . . ?
C13 C12 C11 114.6(2) . . ?
C13 C12 H12A 108.6 . . ?
C13 C12 H12B 108.6 . . ?
C15 C14 H14A 108.7 . . ?
C15 C14 H14B 108.7 . . ?
H14A C14 H14B 107.6 . . ?
C13 C14 C15 114.2(2) . . ?
C13 C14 H14A 108.7 . . ?
C13 C14 H14B 108.7 . . ?
C24 C25 C26 120.1(2) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C12 C13 C14 109.3(2) . . ?
C12 C13 H13A 109.8 . . ?
C12 C13 H13B 109.8 . . ?
C14 C13 H13A 109.8 . . ?
C14 C13 H13B 109.8 . . ?
H13A C13 H13B 108.3 . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O1 B1 C41 107.99(16) . . ?
O1 B1 C31 106.75(16) . . ?
O1 B1 C1 111.84(18) . . ?
C41 B1 C31 104.76(17) . . ?
C1 B1 C41 110.90(17) . . ?
C1 B1 C31 114.17(18) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F45 C45 C44 F44 1.2(3) . . . . ?
F45 C45 C44 C43 -178.80(19) . . . . ?
F45 C45 C46 F46 -3.0(3) . . . . ?
F45 C45 C46 C41 177.71(18) . . . . ?
F42 C42 C43 F43 -0.3(3) . . . . ?
F42 C42 C43 C44 179.55(18) . . . . ?
F36 C36 C35 F35 -0.7(3) . . . . ?
F36 C36 C35 C34 179.9(2) . . . . ?
F44 C44 C43 F43 0.2(3) . . . . ?
F44 C44 C43 C42 -179.59(19) . . . . ?
F34 C34 C35 F35 1.7(3) . . . . ?
F34 C34 C35 C36 -178.9(2) . . . . ?
F33 C33 C32 F32 0.5(3) . . . . ?
F33 C33 C32 C31 -179.3(2) . . . . ?
F33 C33 C34 F34 -1.6(3) . . . . ?
F33 C33 C34 C35 178.5(2) . . . . ?
O1 N1 C11 C17 -54.8(2) . . . . ?
O1 N1 C11 C16 65.6(2) . . . . ?
O1 N1 C11 C12 -178.14(16) . . . . ?
O1 N1 C15 C18 -63.9(2) . . . . ?
O1 N1 C15 C14 178.64(17) . . . . ?
O1 N1 C15 C19 54.8(2) . . . . ?
N1 O1 B1 C41 133.99(16) . . . . ?
N1 O1 B1 C31 -113.84(18) . . . . ?
N1 O1 B1 C1 11.7(2) . . . . ?
N1 C11 C12 C13 52.7(3) . . . . ?
N1 C15 C14 C13 -53.3(3) . . . . ?
C21 C2 C1 B1 177.0(2) . . . . ?
C21 C22 C23 C24 -0.5(4) . . . . ?
C21 C26 C25 C24 1.1(4) . . . . ?
C45 C44 C43 F43 -179.7(2) . . . . ?
C45 C44 C43 C42 0.4(3) . . . . ?
C44 C45 C46 F46 176.94(19) . . . . ?
C44 C45 C46 C41 -2.3(3) . . . . ?
C2 C21 C22 C23 -176.0(2) . . . . ?
C2 C21 C26 C25 175.8(2) . . . . ?
C2 C1 B1 O1 102.0(2) . . . . ?
C2 C1 B1 C41 -18.6(3) . . . . ?
C2 C1 B1 C31 -136.7(2) . . . . ?
C41 C42 C43 F43 178.90(19) . . . . ?
C41 C42 C43 C44 -1.3(3) . . . . ?
C42 C41 C46 F46 -177.74(18) . . . . ?
C42 C41 C46 C45 1.5(3) . . . . ?
C42 C41 B1 O1 174.48(17) . . . . ?
C42 C41 B1 C31 61.0(2) . . . . ?
C42 C41 B1 C1 -62.7(2) . . . . ?
C31 C36 C35 F35 179.0(2) . . . . ?
C31 C36 C35 C34 -0.4(4) . . . . ?
C46 C45 C44 F44 -178.71(19) . . . . ?
C46 C45 C44 C43 1.3(3) . . . . ?
C46 C41 C42 F42 179.46(17) . . . . ?
C46 C41 C42 C43 0.3(3) . . . . ?
C46 C41 B1 O1 -2.6(3) . . . . ?
C46 C41 B1 C31 -116.1(2) . . . . ?
C46 C41 B1 C1 120.3(2) . . . . ?
C33 C34 C35 F35 -178.5(2) . . . . ?
C33 C34 C35 C36 0.9(4) . . . . ?
C11 N1 C15 C18 168.00(18) . . . . ?
C11 N1 C15 C14 50.5(2) . . . . ?
C11 N1 C15 C19 -73.3(2) . . . . ?
C11 C12 C13 C14 -58.5(3) . . . . ?
C32 C31 C36 F36 179.33(19) . . . . ?
C32 C31 C36 C35 -0.4(3) . . . . ?
C32 C31 B1 O1 126.7(2) . . . . ?
C32 C31 B1 C41 -119.0(2) . . . . ?
C32 C31 B1 C1 2.5(3) . . . . ?
C32 C33 C34 F34 179.2(2) . . . . ?
C32 C33 C34 C35 -0.7(4) . . . . ?
C22 C21 C2 C1 2.4(4) . . . . ?
C22 C21 C26 C25 -2.5(4) . . . . ?
C17 C11 C12 C13 -69.2(3) . . . . ?
C15 N1 C11 C17 73.3(2) . . . . ?
C15 N1 C11 C16 -166.35(17) . . . . ?
C15 N1 C11 C12 -50.1(2) . . . . ?
C15 C14 C13 C12 58.7(3) . . . . ?
C16 C11 C12 C13 167.9(2) . . . . ?
C36 C31 C32 F32 -179.24(19) . . . . ?
C36 C31 C32 C33 0.6(3) . . . . ?
C36 C31 B1 O1 -54.9(2) . . . . ?
C36 C31 B1 C41 59.4(2) . . . . ?
C36 C31 B1 C1 -179.06(19) . . . . ?
C34 C33 C32 F32 179.8(2) . . . . ?
C34 C33 C32 C31 -0.1(4) . . . . ?
C26 C21 C2 C1 -175.8(2) . . . . ?
C26 C21 C22 C23 2.2(3) . . . . ?
C18 C15 C14 C13 -169.1(2) . . . . ?
C23 C24 C25 C26 0.6(4) . . . . ?
C25 C24 C23 C22 -0.9(4) . . . . ?
C19 C15 C14 C13 69.0(3) . . . . ?
B1 O1 N1 C11 -119.29(17) . . . . ?
B1 O1 N1 C15 108.45(18) . . . . ?
B1 C41 C42 F42 1.9(3) . . . . ?
B1 C41 C42 C43 -177.2(2) . . . . ?
B1 C41 C46 F46 -0.6(3) . . . . ?
B1 C41 C46 C45 178.7(2) . . . . ?
B1 C31 C32 F32 -0.7(3) . . . . ?
B1 C31 C32 C33 179.1(2) . . . . ?
B1 C31 C36 F36 0.7(3) . . . . ?
B1 C31 C36 C35 -179.0(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_19dec09pyl3_0m
_database_code_depnum_ccdc_archive 'CCDC 2064568'
loop_
_audit_author_name
_audit_author_address
'Tongdao Wang'
;Dalian University of Technology
China
;
_audit_update_record             
;
2021-05-21 deposited with the CCDC.	2021-05-21 downloaded from the CCDC.
;
_audit_creation_date             2021-02-22
_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         'C36 H3 B2 F30 O2, C9 H18 N O'
_chemical_formula_sum            'C45 H21 B2 F30 N O3'
_chemical_formula_weight         1215.25
_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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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      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                   12.5804(11)
_cell_length_b                   13.3091(12)
_cell_length_c                   16.1032(16)
_cell_angle_alpha                67.740(3)
_cell_angle_beta                 69.334(3)
_cell_angle_gamma                79.055(3)
_cell_volume                     2329.8(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9958
_cell_measurement_temperature    200
_cell_measurement_theta_max      27.203
_cell_measurement_theta_min      2.320
_shelx_estimated_absorpt_T_max   0.963
_shelx_estimated_absorpt_T_min   0.945
_exptl_absorpt_coefficient_mu    0.189
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6905
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0976 before and 0.0508 after correction. The Ratio of minimum to maximum transmission is 0.9261. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.732
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             1204
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            54129
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.542
_diffrn_reflns_theta_min         2.319
_diffrn_ambient_temperature      200.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8164
_reflns_number_total             10732
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'SAINT V8.40A (Bruker, 2016)'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.280
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     746
_refine_ls_number_reflns         10732
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0371
_refine_ls_restrained_S_all      1.041
_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)+(0.0386P)²+0.7476P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0851
_refine_ls_wR_factor_ref         0.0921
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13(H01A,H01B), C12(H01C,H01D), C14(H01E,H01F)
2.b Idealised Me refined as rotating group:
 C18(H01G,H01H,H01I), C17(H02A,H02B,H02C), C16(H02D,H02E,H02F), C19(H02G,H02H,
 H02I)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F56 F 0.09557(8) 0.56105(8) 0.47715(6) 0.0295(2) Uani 1 1 d . . . . .
F76 F 0.33917(8) 0.30375(7) 0.39615(7) 0.0304(2) Uani 1 1 d . . . . .
F72 F 0.31200(8) 0.64584(8) 0.43136(7) 0.0330(2) Uani 1 1 d . . . . .
F52 F 0.23212(8) 0.69559(8) 0.14326(7) 0.0325(2) Uani 1 1 d . . . . .
F66 F 0.51924(8) 0.45731(7) 0.22965(8) 0.0343(2) Uani 1 1 d . . . . .
F26 F -0.10060(8) 0.47444(8) 0.34413(7) 0.0324(2) Uani 1 1 d . . . . .
F55 F -0.09691(8) 0.68252(8) 0.47124(7) 0.0333(2) Uani 1 1 d . . . . .
F62 F 0.32090(8) 0.79464(7) 0.24154(8) 0.0353(2) Uani 1 1 d . . . . .
F54 F -0.12713(8) 0.81514(8) 0.30556(8) 0.0380(3) Uani 1 1 d . . . . .
F46 F -0.18468(8) 0.31117(9) 0.31972(8) 0.0365(2) Uani 1 1 d . . . . .
F53 F 0.03976(8) 0.81898(8) 0.14045(7) 0.0376(3) Uani 1 1 d . . . . .
F42 F 0.10849(9) 0.14772(8) 0.45844(8) 0.0379(2) Uani 1 1 d . . . . .
F34 F 0.34042(9) 0.02625(9) 0.08280(8) 0.0379(3) Uani 1 1 d . . . . .
F22 F 0.15588(9) 0.39401(8) 0.07680(7) 0.0409(3) Uani 1 1 d . . . . .
F23 F 0.09762(9) 0.58453(9) -0.03288(7) 0.0389(3) Uani 1 1 d . . . . .
F65 F 0.71176(8) 0.55891(9) 0.12994(8) 0.0416(3) Uani 1 1 d . . . . .
F64 F 0.71018(8) 0.77874(9) 0.08223(8) 0.0425(3) Uani 1 1 d . . . . .
F63 F 0.51349(9) 0.89218(8) 0.14204(9) 0.0448(3) Uani 1 1 d . . . . .
F36 F -0.00994(8) 0.18807(9) 0.21451(8) 0.0397(3) Uani 1 1 d . . . . .
F33 F 0.44509(8) 0.12281(10) 0.15281(9) 0.0450(3) Uani 1 1 d . . . . .
F25 F -0.16366(9) 0.66257(9) 0.23033(8) 0.0423(3) Uani 1 1 d . . . . .
F32 F 0.32633(8) 0.24850(9) 0.25181(8) 0.0420(3) Uani 1 1 d . . . . .
F75 F 0.39360(10) 0.20905(8) 0.55297(8) 0.0431(3) Uani 1 1 d . . . . .
O2 O 0.28883(10) 0.47484(9) 0.25455(8) 0.0226(2) Uani 1 1 d . . . . .
O1 O 0.13595(9) 0.35382(10) 0.33285(9) 0.0233(2) Uani 1 1 d . . . . .
F24 F -0.06007(9) 0.72312(9) 0.03963(8) 0.0422(3) Uani 1 1 d . . . . .
F35 F 0.11153(9) 0.05644(10) 0.11880(9) 0.0448(3) Uani 1 1 d . . . . .
F73 F 0.36626(9) 0.54705(10) 0.59121(8) 0.0424(3) Uani 1 1 d . . . . .
F74 F 0.40957(10) 0.32723(10) 0.65328(8) 0.0465(3) Uani 1 1 d . . . . .
F45 F -0.33586(9) 0.20029(10) 0.47754(9) 0.0521(3) Uani 1 1 d . . . . .
F43 F -0.04450(13) 0.03952(10) 0.61576(9) 0.0608(4) Uani 1 1 d . . . . .
O3 O 0.63134(12) 0.95541(10) 0.23458(9) 0.0392(3) Uani 1 1 d . . . . .
F44 F -0.26959(12) 0.06333(11) 0.62732(9) 0.0678(4) Uani 1 1 d . . . . .
N1 N 0.66226(11) 1.04187(10) 0.21797(9) 0.0230(3) Uani 1 1 d . . . . .
C51 C 0.17589(12) 0.62248(12) 0.31045(11) 0.0207(3) Uani 1 1 d . . . . .
C31 C 0.15045(13) 0.22544(13) 0.23875(11) 0.0218(3) Uani 1 1 d . . . . .
C52 C 0.15316(13) 0.68981(13) 0.22761(11) 0.0236(3) Uani 1 1 d . . . . .
C56 C 0.08767(13) 0.62327(12) 0.39123(11) 0.0223(3) Uani 1 1 d . . . . .
C71 C 0.32135(12) 0.48117(12) 0.40530(11) 0.0208(3) Uani 1 1 d . . . . .
C72 C 0.33134(13) 0.53660(13) 0.45956(12) 0.0245(3) Uani 1 1 d . . . . .
C66 C 0.51320(13) 0.56728(13) 0.20804(12) 0.0253(3) Uani 1 1 d . . . . .
C21 C 0.02915(12) 0.42093(13) 0.21799(11) 0.0224(3) Uani 1 1 d . . . . .
C61 C 0.40930(12) 0.62047(12) 0.23862(11) 0.0221(3) Uani 1 1 d . . . . .
C62 C 0.41472(13) 0.73164(13) 0.21425(12) 0.0255(3) Uani 1 1 d . . . . .
C55 C -0.01343(13) 0.68621(13) 0.39039(11) 0.0241(3) Uani 1 1 d . . . . .
C36 C 0.10321(13) 0.17182(14) 0.20275(12) 0.0260(3) Uani 1 1 d . . . . .
C11 C 0.74378(13) 1.09597(13) 0.11886(11) 0.0228(3) Uani 1 1 d . . . . .
C76 C 0.34445(13) 0.37003(12) 0.44101(11) 0.0228(3) Uani 1 1 d . . . . .
C15 C 0.62344(13) 1.08830(13) 0.29868(11) 0.0243(3) Uani 1 1 d . . . . .
C41 C -0.03050(14) 0.24051(13) 0.38230(12) 0.0255(3) Uani 1 1 d . . . . .
C54 C -0.02955(13) 0.75307(13) 0.30673(12) 0.0268(4) Uani 1 1 d . . . . .
C32 C 0.26687(13) 0.20306(14) 0.22054(12) 0.0258(3) Uani 1 1 d . . . . .
C34 C 0.27969(14) 0.08819(13) 0.13412(12) 0.0268(4) Uani 1 1 d . . . . .
C35 C 0.16352(14) 0.10479(14) 0.15210(12) 0.0277(4) Uani 1 1 d . . . . .
C75 C 0.37316(14) 0.31808(13) 0.52290(12) 0.0281(4) Uani 1 1 d . . . . .
C26 C -0.05111(13) 0.49634(14) 0.25054(11) 0.0256(3) Uani 1 1 d . . . . .
C63 C 0.51362(14) 0.78468(13) 0.16246(13) 0.0295(4) Uani 1 1 d . . . . .
C33 C 0.33109(13) 0.13791(14) 0.16917(12) 0.0283(4) Uani 1 1 d . . . . .
C74 C 0.38077(14) 0.37701(15) 0.57383(12) 0.0309(4) Uani 1 1 d . . . . .
C23 C 0.04761(14) 0.55585(14) 0.06110(12) 0.0281(4) Uani 1 1 d . . . . .
C22 C 0.07620(13) 0.45647(14) 0.12067(12) 0.0262(3) Uani 1 1 d . . . . .
C13 C 0.71527(14) 1.26015(13) 0.17205(12) 0.0279(4) Uani 1 1 d . . . . .
H01A H 0.786620 1.238553 0.189108 0.033 Uiso 1 1 calc R . . . .
H01B H 0.705041 1.340567 0.149896 0.033 Uiso 1 1 calc R . . . .
C12 C 0.72281(14) 1.21891(13) 0.09419(12) 0.0266(3) Uani 1 1 d . . . . .
H01C H 0.785163 1.254168 0.037401 0.032 Uiso 1 1 calc R . . . .
H01D H 0.650947 1.241491 0.077951 0.032 Uiso 1 1 calc R . . . .
C53 C 0.05476(14) 0.75507(13) 0.22401(12) 0.0271(4) Uani 1 1 d . . . . .
C64 C 0.61407(13) 0.72718(14) 0.13283(12) 0.0298(4) Uani 1 1 d . . . . .
C14 C 0.61549(14) 1.21256(13) 0.25747(12) 0.0276(4) Uani 1 1 d . . . . .
H01E H 0.544727 1.236804 0.239648 0.033 Uiso 1 1 calc R . . . .
H01F H 0.609683 1.241978 0.307024 0.033 Uiso 1 1 calc R . . . .
C42 C -0.00249(15) 0.16637(14) 0.46049(13) 0.0314(4) Uani 1 1 d . . . . .
C65 C 0.61459(13) 0.61673(14) 0.15657(12) 0.0288(4) Uani 1 1 d . . . . .
C18 C 0.71965(15) 1.05623(14) 0.05110(12) 0.0306(4) Uani 1 1 d . . . . .
H01G H 0.738123 0.977605 0.067446 0.046 Uiso 1 1 calc GR . . . .
H01H H 0.766307 1.093494 -0.013452 0.046 Uiso 1 1 calc GR . . . .
H01I H 0.638908 1.071872 0.055477 0.046 Uiso 1 1 calc GR . . . .
C73 C 0.35944(13) 0.48793(15) 0.54183(12) 0.0289(4) Uani 1 1 d . . . . .
C24 C -0.03307(14) 0.62600(14) 0.09737(13) 0.0295(4) Uani 1 1 d . . . . .
C46 C -0.14542(14) 0.24692(14) 0.39167(13) 0.0309(4) Uani 1 1 d . . . . .
C25 C -0.08376(13) 0.59533(14) 0.19340(13) 0.0293(4) Uani 1 1 d . . . . .
C17 C 0.71429(15) 1.04271(14) 0.34969(13) 0.0313(4) Uani 1 1 d . . . . .
H02A H 0.729490 0.964569 0.360256 0.047 Uiso 1 1 calc GR . . . .
H02B H 0.686613 1.054571 0.410495 0.047 Uiso 1 1 calc GR . . . .
H02C H 0.784580 1.079961 0.310799 0.047 Uiso 1 1 calc GR . . . .
C16 C 0.50821(15) 1.04519(14) 0.36318(13) 0.0337(4) Uani 1 1 d . . . . .
H02D H 0.455881 1.062208 0.326070 0.051 Uiso 1 1 calc GR . . . .
H02E H 0.477448 1.079401 0.411838 0.051 Uiso 1 1 calc GR . . . .
H02F H 0.517030 0.966172 0.393208 0.051 Uiso 1 1 calc GR . . . .
C19 C 0.86387(14) 1.05556(15) 0.12593(13) 0.0324(4) Uani 1 1 d . . . . .
H02G H 0.879163 1.084193 0.168135 0.049 Uiso 1 1 calc GR . . . .
H02H H 0.919775 1.080802 0.063140 0.049 Uiso 1 1 calc GR . . . .
H02I H 0.869417 0.975860 0.151048 0.049 Uiso 1 1 calc GR . . . .
C45 C -0.22543(15) 0.18898(16) 0.47263(15) 0.0391(5) Uani 1 1 d . . . . .
C43 C -0.07967(19) 0.10765(15) 0.54274(14) 0.0421(5) Uani 1 1 d . . . . .
C44 C -0.19244(18) 0.11974(16) 0.54850(15) 0.0453(5) Uani 1 1 d . . . . .
B1 B 0.07082(14) 0.31001(15) 0.29162(13) 0.0222(4) Uani 1 1 d . . . . .
B2 B 0.29674(14) 0.54935(14) 0.30394(13) 0.0201(3) Uani 1 1 d . . . . .
H2 H 0.3478(18) 0.4399(16) 0.2371(14) 0.035(6) Uiso 1 1 d . . . . .
H3 H 0.147(2) 0.3101(19) 0.3806(17) 0.055(7) Uiso 1 1 d . . . . .
H1 H 0.203(3) 0.421(2) 0.292(2) 0.096(9) Uiso 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
F56 C56 1.3446(18) . ?
F76 C76 1.3578(18) . ?
F72 C72 1.3501(18) . ?
F52 C52 1.3547(18) . ?
F66 C66 1.3637(18) . ?
F26 C26 1.3483(18) . ?
F55 C55 1.3440(18) . ?
F62 C62 1.3514(18) . ?
F54 C54 1.3451(17) . ?
F46 C46 1.346(2) . ?
F53 C53 1.3493(18) . ?
F42 C42 1.362(2) . ?
F34 C34 1.3332(18) . ?
F22 C22 1.3503(19) . ?
F23 C23 1.3466(19) . ?
F65 C65 1.3391(18) . ?
F64 C64 1.3390(18) . ?
F63 C63 1.3410(18) . ?
F36 C36 1.3539(17) . ?
F33 C33 1.3530(18) . ?
F25 C25 1.3433(19) . ?
F32 C32 1.3591(18) . ?
F75 C75 1.3491(19) . ?
O2 B2 1.522(2) . ?
O2 H2 0.82(2) . ?
O2 H1 1.25(3) . ?
O1 B1 1.520(2) . ?
O1 H3 0.81(2) . ?
O1 H1 1.18(3) . ?
F24 C24 1.3403(19) . ?
F35 C35 1.3411(18) . ?
F73 C73 1.3441(19) . ?
F74 C74 1.3420(19) . ?
F45 C45 1.346(2) . ?
F43 C43 1.344(2) . ?
O3 N1 1.1876(17) . ?
F44 C44 1.342(2) . ?
N1 C11 1.540(2) . ?
N1 C15 1.535(2) . ?
C51 C52 1.389(2) . ?
C51 C56 1.382(2) . ?
C51 B2 1.635(2) . ?
C31 C36 1.384(2) . ?
C31 C32 1.385(2) . ?
C31 B1 1.641(2) . ?
C52 C53 1.376(2) . ?
C56 C55 1.385(2) . ?
C71 C72 1.387(2) . ?
C71 C76 1.383(2) . ?
C71 B2 1.647(2) . ?
C72 C73 1.376(2) . ?
C66 C61 1.382(2) . ?
C66 C65 1.381(2) . ?
C21 C26 1.393(2) . ?
C21 C22 1.386(2) . ?
C21 B1 1.637(2) . ?
C61 C62 1.388(2) . ?
C61 B2 1.646(2) . ?
C62 C63 1.377(2) . ?
C55 C54 1.365(2) . ?
C36 C35 1.376(2) . ?
C11 C12 1.524(2) . ?
C11 C18 1.515(2) . ?
C11 C19 1.533(2) . ?
C76 C75 1.378(2) . ?
C15 C14 1.529(2) . ?
C15 C17 1.540(2) . ?
C15 C16 1.520(2) . ?
C41 C42 1.387(2) . ?
C41 C46 1.389(2) . ?
C41 B1 1.650(2) . ?
C54 C53 1.374(2) . ?
C32 C33 1.376(2) . ?
C34 C35 1.377(2) . ?
C34 C33 1.370(2) . ?
C75 C74 1.367(3) . ?
C26 C25 1.376(2) . ?
C63 C64 1.376(2) . ?
C74 C73 1.374(3) . ?
C23 C22 1.379(2) . ?
C23 C24 1.370(2) . ?
C13 H01A 0.9900 . ?
C13 H01B 0.9900 . ?
C13 C12 1.517(2) . ?
C13 C14 1.514(2) . ?
C12 H01C 0.9900 . ?
C12 H01D 0.9900 . ?
C64 C65 1.371(2) . ?
C14 H01E 0.9900 . ?
C14 H01F 0.9900 . ?
C42 C43 1.380(3) . ?
C18 H01G 0.9800 . ?
C18 H01H 0.9800 . ?
C18 H01I 0.9800 . ?
C24 C25 1.375(2) . ?
C46 C45 1.384(2) . ?
C17 H02A 0.9800 . ?
C17 H02B 0.9800 . ?
C17 H02C 0.9800 . ?
C16 H02D 0.9800 . ?
C16 H02E 0.9800 . ?
C16 H02F 0.9800 . ?
C19 H02G 0.9800 . ?
C19 H02H 0.9800 . ?
C19 H02I 0.9800 . ?
C45 C44 1.369(3) . ?
C43 C44 1.371(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
B2 O2 H2 115.1(14) . . ?
B2 O2 H1 116.0(13) . . ?
H2 O2 H1 113.6(19) . . ?
B1 O1 H3 113.1(17) . . ?
B1 O1 H1 127.5(14) . . ?
H3 O1 H1 114(2) . . ?
O3 N1 C11 117.59(13) . . ?
O3 N1 C15 117.47(13) . . ?
C15 N1 C11 124.84(12) . . ?
C52 C51 B2 119.09(13) . . ?
C56 C51 C52 113.65(13) . . ?
C56 C51 B2 127.22(14) . . ?
C36 C31 C32 112.91(14) . . ?
C36 C31 B1 120.24(13) . . ?
C32 C31 B1 126.78(14) . . ?
F52 C52 C51 119.66(13) . . ?
F52 C52 C53 115.87(14) . . ?
C53 C52 C51 124.45(15) . . ?
F56 C56 C51 120.98(13) . . ?
F56 C56 C55 115.48(14) . . ?
C51 C56 C55 123.54(14) . . ?
C72 C71 B2 119.97(13) . . ?
C76 C71 C72 113.35(14) . . ?
C76 C71 B2 126.41(14) . . ?
F72 C72 C71 118.90(14) . . ?
F72 C72 C73 116.58(15) . . ?
C73 C72 C71 124.52(15) . . ?
F66 C66 C61 119.13(14) . . ?
F66 C66 C65 115.79(14) . . ?
C65 C66 C61 125.08(15) . . ?
C26 C21 B1 120.99(14) . . ?
C22 C21 C26 113.06(15) . . ?
C22 C21 B1 125.54(14) . . ?
C66 C61 C62 113.68(14) . . ?
C66 C61 B2 119.41(13) . . ?
C62 C61 B2 126.77(14) . . ?
F62 C62 C61 120.87(13) . . ?
F62 C62 C63 115.81(14) . . ?
C63 C62 C61 123.32(15) . . ?
F55 C55 C56 120.89(14) . . ?
F55 C55 C54 119.02(14) . . ?
C54 C55 C56 120.09(15) . . ?
F36 C36 C31 118.82(14) . . ?
F36 C36 C35 116.29(14) . . ?
C35 C36 C31 124.85(14) . . ?
C12 C11 N1 108.16(12) . . ?
C12 C11 C19 112.61(13) . . ?
C18 C11 N1 107.54(12) . . ?
C18 C11 C12 112.20(14) . . ?
C18 C11 C19 110.51(14) . . ?
C19 C11 N1 105.44(13) . . ?
F76 C76 C71 120.92(14) . . ?
F76 C76 C75 115.08(14) . . ?
C75 C76 C71 123.99(15) . . ?
N1 C15 C17 104.74(12) . . ?
C14 C15 N1 109.17(13) . . ?
C14 C15 C17 113.06(14) . . ?
C16 C15 N1 107.54(13) . . ?
C16 C15 C14 111.17(13) . . ?
C16 C15 C17 110.81(14) . . ?
C42 C41 C46 113.45(16) . . ?
C42 C41 B1 118.94(14) . . ?
C46 C41 B1 127.61(16) . . ?
F54 C54 C55 120.33(15) . . ?
F54 C54 C53 120.65(15) . . ?
C55 C54 C53 119.02(14) . . ?
F32 C32 C31 120.40(14) . . ?
F32 C32 C33 115.21(13) . . ?
C33 C32 C31 124.37(15) . . ?
F34 C34 C35 120.53(14) . . ?
F34 C34 C33 121.08(14) . . ?
C33 C34 C35 118.39(15) . . ?
F35 C35 C36 121.27(14) . . ?
F35 C35 C34 119.31(14) . . ?
C36 C35 C34 119.41(15) . . ?
F75 C75 C76 120.07(16) . . ?
F75 C75 C74 119.95(15) . . ?
C74 C75 C76 119.98(15) . . ?
F26 C26 C21 119.54(14) . . ?
F26 C26 C25 115.90(14) . . ?
C25 C26 C21 124.55(15) . . ?
F63 C63 C62 120.45(15) . . ?
F63 C63 C64 119.41(14) . . ?
C64 C63 C62 120.13(15) . . ?
F33 C33 C32 120.30(14) . . ?
F33 C33 C34 119.67(14) . . ?
C34 C33 C32 120.03(14) . . ?
F74 C74 C75 120.42(16) . . ?
F74 C74 C73 120.70(16) . . ?
C75 C74 C73 118.88(15) . . ?
F23 C23 C22 120.57(15) . . ?
F23 C23 C24 119.44(15) . . ?
C24 C23 C22 119.98(16) . . ?
F22 C22 C21 121.18(15) . . ?
F22 C22 C23 114.62(15) . . ?
C23 C22 C21 124.20(15) . . ?
H01A C13 H01B 108.3 . . ?
C12 C13 H01A 109.8 . . ?
C12 C13 H01B 109.8 . . ?
C14 C13 H01A 109.8 . . ?
C14 C13 H01B 109.8 . . ?
C14 C13 C12 109.34(13) . . ?
C11 C12 H01C 108.6 . . ?
C11 C12 H01D 108.6 . . ?
C13 C12 C11 114.52(14) . . ?
C13 C12 H01C 108.6 . . ?
C13 C12 H01D 108.6 . . ?
H01C C12 H01D 107.6 . . ?
F53 C53 C52 120.76(15) . . ?
F53 C53 C54 120.02(14) . . ?
C54 C53 C52 119.21(15) . . ?
F64 C64 C63 120.16(15) . . ?
F64 C64 C65 120.61(15) . . ?
C65 C64 C63 119.23(15) . . ?
C15 C14 H01E 108.7 . . ?
C15 C14 H01F 108.7 . . ?
C13 C14 C15 114.24(13) . . ?
C13 C14 H01E 108.7 . . ?
C13 C14 H01F 108.7 . . ?
H01E C14 H01F 107.6 . . ?
F42 C42 C41 119.42(15) . . ?
F42 C42 C43 115.79(17) . . ?
C43 C42 C41 124.79(18) . . ?
F65 C65 C66 121.23(15) . . ?
F65 C65 C64 120.23(14) . . ?
C64 C65 C66 118.53(15) . . ?
C11 C18 H01G 109.5 . . ?
C11 C18 H01H 109.5 . . ?
C11 C18 H01I 109.5 . . ?
H01G C18 H01H 109.5 . . ?
H01G C18 H01I 109.5 . . ?
H01H C18 H01I 109.5 . . ?
F73 C73 C72 121.11(16) . . ?
F73 C73 C74 119.63(15) . . ?
C74 C73 C72 119.26(16) . . ?
F24 C24 C23 120.05(16) . . ?
F24 C24 C25 121.19(16) . . ?
C23 C24 C25 118.76(16) . . ?
F46 C46 C41 120.40(15) . . ?
F46 C46 C45 116.09(16) . . ?
C45 C46 C41 123.51(18) . . ?
F25 C25 C26 120.87(15) . . ?
F25 C25 C24 119.70(15) . . ?
C24 C25 C26 119.43(15) . . ?
C15 C17 H02A 109.5 . . ?
C15 C17 H02B 109.5 . . ?
C15 C17 H02C 109.5 . . ?
H02A C17 H02B 109.5 . . ?
H02A C17 H02C 109.5 . . ?
H02B C17 H02C 109.5 . . ?
C15 C16 H02D 109.5 . . ?
C15 C16 H02E 109.5 . . ?
C15 C16 H02F 109.5 . . ?
H02D C16 H02E 109.5 . . ?
H02D C16 H02F 109.5 . . ?
H02E C16 H02F 109.5 . . ?
C11 C19 H02G 109.5 . . ?
C11 C19 H02H 109.5 . . ?
C11 C19 H02I 109.5 . . ?
H02G C19 H02H 109.5 . . ?
H02G C19 H02I 109.5 . . ?
H02H C19 H02I 109.5 . . ?
F45 C45 C46 120.5(2) . . ?
F45 C45 C44 119.57(17) . . ?
C44 C45 C46 119.96(18) . . ?
F43 C43 C42 120.4(2) . . ?
F43 C43 C44 120.71(18) . . ?
C44 C43 C42 118.9(2) . . ?
F44 C44 C45 120.3(2) . . ?
F44 C44 C43 120.4(2) . . ?
C45 C44 C43 119.32(17) . . ?
O1 B1 C31 112.33(12) . . ?
O1 B1 C21 102.55(12) . . ?
O1 B1 C41 105.87(13) . . ?
C31 B1 C41 107.35(13) . . ?
C21 B1 C31 112.25(13) . . ?
C21 B1 C41 116.35(13) . . ?
O2 B2 C51 102.51(12) . . ?
O2 B2 C71 112.38(12) . . ?
O2 B2 C61 108.09(13) . . ?
C51 B2 C71 115.57(13) . . ?
C51 B2 C61 113.81(12) . . ?
C61 B2 C71 104.49(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F56 C56 C55 F55 -0.8(2) . . . . ?
F56 C56 C55 C54 179.37(14) . . . . ?
F76 C76 C75 F75 0.0(2) . . . . ?
F76 C76 C75 C74 -179.91(14) . . . . ?
F72 C72 C73 F73 0.4(2) . . . . ?
F72 C72 C73 C74 -179.62(14) . . . . ?
F52 C52 C53 F53 0.8(2) . . . . ?
F52 C52 C53 C54 179.59(15) . . . . ?
F66 C66 C61 C62 178.48(15) . . . . ?
F66 C66 C61 B2 2.5(2) . . . . ?
F66 C66 C65 F65 0.2(2) . . . . ?
F66 C66 C65 C64 -179.87(15) . . . . ?
F26 C26 C25 F25 -2.6(2) . . . . ?
F26 C26 C25 C24 176.83(14) . . . . ?
F55 C55 C54 F54 0.7(2) . . . . ?
F55 C55 C54 C53 -178.58(15) . . . . ?
F62 C62 C63 F63 0.2(2) . . . . ?
F62 C62 C63 C64 178.88(16) . . . . ?
F54 C54 C53 F53 -0.6(3) . . . . ?
F54 C54 C53 C52 -179.39(15) . . . . ?
F46 C46 C45 F45 -1.6(2) . . . . ?
F46 C46 C45 C44 178.52(16) . . . . ?
F42 C42 C43 F43 1.9(3) . . . . ?
F42 C42 C43 C44 -177.88(16) . . . . ?
F34 C34 C35 F35 1.1(3) . . . . ?
F34 C34 C35 C36 -177.97(16) . . . . ?
F34 C34 C33 F33 -1.0(3) . . . . ?
F34 C34 C33 C32 178.83(16) . . . . ?
F23 C23 C22 F22 0.0(2) . . . . ?
F23 C23 C22 C21 179.77(14) . . . . ?
F23 C23 C24 F24 -1.3(2) . . . . ?
F23 C23 C24 C25 179.67(15) . . . . ?
F64 C64 C65 F65 0.5(3) . . . . ?
F64 C64 C65 C66 -179.38(16) . . . . ?
F63 C63 C64 F64 -1.5(3) . . . . ?
F63 C63 C64 C65 177.81(16) . . . . ?
F36 C36 C35 F35 -1.7(3) . . . . ?
F36 C36 C35 C34 177.37(15) . . . . ?
F32 C32 C33 F33 -0.1(2) . . . . ?
F32 C32 C33 C34 -179.89(16) . . . . ?
F75 C75 C74 F74 0.7(2) . . . . ?
F75 C75 C74 C73 -179.92(15) . . . . ?
F24 C24 C25 F25 1.5(2) . . . . ?
F24 C24 C25 C26 -177.95(15) . . . . ?
F74 C74 C73 F73 -0.7(2) . . . . ?
F74 C74 C73 C72 179.28(15) . . . . ?
F45 C45 C44 F44 0.1(3) . . . . ?
F45 C45 C44 C43 179.30(16) . . . . ?
F43 C43 C44 F44 -0.2(3) . . . . ?
F43 C43 C44 C45 -179.40(17) . . . . ?
O3 N1 C11 C12 150.00(14) . . . . ?
O3 N1 C11 C18 28.62(18) . . . . ?
O3 N1 C11 C19 -89.31(16) . . . . ?
O3 N1 C15 C14 -150.80(14) . . . . ?
O3 N1 C15 C17 87.86(17) . . . . ?
O3 N1 C15 C16 -30.08(19) . . . . ?
N1 C11 C12 C13 46.35(17) . . . . ?
N1 C15 C14 C13 -44.34(18) . . . . ?
C51 C52 C53 F53 179.37(15) . . . . ?
C51 C52 C53 C54 -1.8(3) . . . . ?
C51 C56 C55 F55 179.10(14) . . . . ?
C51 C56 C55 C54 -0.8(3) . . . . ?
C31 C36 C35 F35 -179.38(16) . . . . ?
C31 C36 C35 C34 -0.3(3) . . . . ?
C31 C32 C33 F33 178.27(16) . . . . ?
C31 C32 C33 C34 -1.6(3) . . . . ?
C52 C51 C56 F56 178.91(14) . . . . ?
C52 C51 C56 C55 -0.9(2) . . . . ?
C52 C51 B2 O2 -63.02(17) . . . . ?
C52 C51 B2 C71 174.40(13) . . . . ?
C52 C51 B2 C61 53.45(19) . . . . ?
C56 C51 C52 F52 -179.22(14) . . . . ?
C56 C51 C52 C53 2.3(2) . . . . ?
C56 C51 B2 O2 114.41(17) . . . . ?
C56 C51 B2 C71 -8.2(2) . . . . ?
C56 C51 B2 C61 -129.13(16) . . . . ?
C56 C55 C54 F54 -179.38(15) . . . . ?
C56 C55 C54 C53 1.3(3) . . . . ?
C71 C72 C73 F73 -179.24(14) . . . . ?
C71 C72 C73 C74 0.7(2) . . . . ?
C71 C76 C75 F75 179.55(14) . . . . ?
C71 C76 C75 C74 -0.3(3) . . . . ?
C72 C71 C76 F76 -179.63(13) . . . . ?
C72 C71 C76 C75 0.8(2) . . . . ?
C72 C71 B2 O2 179.84(13) . . . . ?
C72 C71 B2 C51 -62.98(18) . . . . ?
C72 C71 B2 C61 62.89(17) . . . . ?
C66 C61 C62 F62 -177.93(15) . . . . ?
C66 C61 C62 C63 1.5(3) . . . . ?
C66 C61 B2 O2 -50.84(19) . . . . ?
C66 C61 B2 C51 -164.00(15) . . . . ?
C66 C61 B2 C71 69.04(18) . . . . ?
C21 C26 C25 F25 178.58(15) . . . . ?
C21 C26 C25 C24 -2.0(3) . . . . ?
C61 C66 C65 F65 179.82(16) . . . . ?
C61 C66 C65 C64 -0.3(3) . . . . ?
C61 C62 C63 F63 -179.31(16) . . . . ?
C61 C62 C63 C64 -0.6(3) . . . . ?
C62 C61 B2 O2 133.80(16) . . . . ?
C62 C61 B2 C51 20.6(2) . . . . ?
C62 C61 B2 C71 -106.32(17) . . . . ?
C62 C63 C64 F64 179.79(16) . . . . ?
C62 C63 C64 C65 -0.9(3) . . . . ?
C55 C54 C53 F53 178.74(15) . . . . ?
C55 C54 C53 C52 -0.1(3) . . . . ?
C36 C31 C32 F32 -179.43(15) . . . . ?
C36 C31 C32 C33 2.3(3) . . . . ?
C36 C31 B1 O1 175.54(14) . . . . ?
C36 C31 B1 C21 -69.51(19) . . . . ?
C36 C31 B1 C41 59.56(19) . . . . ?
C11 N1 C15 C14 32.91(18) . . . . ?
C11 N1 C15 C17 -88.43(16) . . . . ?
C11 N1 C15 C16 153.64(13) . . . . ?
C76 C71 C72 F72 179.33(13) . . . . ?
C76 C71 C72 C73 -1.0(2) . . . . ?
C76 C71 B2 O2 6.3(2) . . . . ?
C76 C71 B2 C51 123.48(16) . . . . ?
C76 C71 B2 C61 -110.65(16) . . . . ?
C76 C75 C74 F74 -179.47(15) . . . . ?
C76 C75 C74 C73 0.0(2) . . . . ?
C15 N1 C11 C12 -33.72(18) . . . . ?
C15 N1 C11 C18 -155.09(14) . . . . ?
C15 N1 C11 C19 86.97(16) . . . . ?
C41 C42 C43 F43 -178.32(16) . . . . ?
C41 C42 C43 C44 1.9(3) . . . . ?
C41 C46 C45 F45 178.95(15) . . . . ?
C41 C46 C45 C44 -0.9(3) . . . . ?
C32 C31 C36 F36 -179.01(15) . . . . ?
C32 C31 C36 C35 -1.4(3) . . . . ?
C32 C31 B1 O1 -7.8(2) . . . . ?
C32 C31 B1 C21 107.13(18) . . . . ?
C32 C31 B1 C41 -123.80(17) . . . . ?
C35 C34 C33 F33 179.82(16) . . . . ?
C35 C34 C33 C32 -0.3(3) . . . . ?
C75 C74 C73 F73 179.83(15) . . . . ?
C75 C74 C73 C72 -0.1(2) . . . . ?
C26 C21 C22 F22 179.74(14) . . . . ?
C26 C21 C22 C23 0.0(2) . . . . ?
C26 C21 B1 O1 -67.77(17) . . . . ?
C26 C21 B1 C31 171.45(13) . . . . ?
C26 C21 B1 C41 47.2(2) . . . . ?
C63 C64 C65 F65 -178.79(16) . . . . ?
C63 C64 C65 C66 1.3(3) . . . . ?
C33 C34 C35 F35 -179.69(16) . . . . ?
C33 C34 C35 C36 1.2(3) . . . . ?
C23 C24 C25 F25 -179.52(15) . . . . ?
C23 C24 C25 C26 1.1(2) . . . . ?
C22 C21 C26 F26 -177.38(13) . . . . ?
C22 C21 C26 C25 1.4(2) . . . . ?
C22 C21 B1 O1 104.41(17) . . . . ?
C22 C21 B1 C31 -16.4(2) . . . . ?
C22 C21 B1 C41 -140.58(15) . . . . ?
C22 C23 C24 F24 179.28(14) . . . . ?
C22 C23 C24 C25 0.3(2) . . . . ?
C12 C13 C14 C15 60.39(19) . . . . ?
C14 C13 C12 C11 -61.96(18) . . . . ?
C42 C41 C46 F46 -176.56(14) . . . . ?
C42 C41 C46 C45 2.9(2) . . . . ?
C42 C41 B1 O1 -47.87(19) . . . . ?
C42 C41 B1 C31 72.30(18) . . . . ?
C42 C41 B1 C21 -161.01(14) . . . . ?
C42 C43 C44 F44 179.62(16) . . . . ?
C42 C43 C44 C45 0.4(3) . . . . ?
C65 C66 C61 C62 -1.1(3) . . . . ?
C65 C66 C61 B2 -177.04(16) . . . . ?
C18 C11 C12 C13 164.79(13) . . . . ?
C24 C23 C22 F22 179.43(14) . . . . ?
C24 C23 C22 C21 -0.8(3) . . . . ?
C46 C41 C42 F42 176.38(14) . . . . ?
C46 C41 C42 C43 -3.4(2) . . . . ?
C46 C41 B1 O1 131.66(16) . . . . ?
C46 C41 B1 C31 -108.16(18) . . . . ?
C46 C41 B1 C21 18.5(2) . . . . ?
C46 C45 C44 F44 179.93(16) . . . . ?
C46 C45 C44 C43 -0.8(3) . . . . ?
C17 C15 C14 C13 71.81(19) . . . . ?
C16 C15 C14 C13 -162.81(15) . . . . ?
C19 C11 C12 C13 -69.77(18) . . . . ?
B1 C31 C36 F36 -1.9(2) . . . . ?
B1 C31 C36 C35 175.68(16) . . . . ?
B1 C31 C32 F32 3.7(3) . . . . ?
B1 C31 C32 C33 -174.52(16) . . . . ?
B1 C21 C26 F26 -4.3(2) . . . . ?
B1 C21 C26 C25 174.52(15) . . . . ?
B1 C21 C22 F22 7.0(2) . . . . ?
B1 C21 C22 C23 -172.72(15) . . . . ?
B1 C41 C42 F42 -4.0(2) . . . . ?
B1 C41 C42 C43 176.22(16) . . . . ?
B1 C41 C46 F46 3.9(2) . . . . ?
B1 C41 C46 C45 -176.69(16) . . . . ?
B2 C51 C52 F52 -1.5(2) . . . . ?
B2 C51 C52 C53 -179.98(15) . . . . ?
B2 C51 C56 F56 1.4(2) . . . . ?
B2 C51 C56 C55 -178.48(15) . . . . ?
B2 C71 C72 F72 5.0(2) . . . . ?
B2 C71 C72 C73 -175.36(14) . . . . ?
B2 C71 C76 F76 -5.7(2) . . . . ?
B2 C71 C76 C75 174.72(14) . . . . ?
B2 C61 C62 F62 -2.3(3) . . . . ?
B2 C61 C62 C63 177.12(16) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.500 0.500 0.000 115.8 42.0 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_19nov05pyl2_0m
_database_code_depnum_ccdc_archive 'CCDC 2064570'
loop_
_audit_author_name
_audit_author_address
'Tongdao Wang'
;Dalian University of Technology
China
;
_audit_update_record             
;
2021-05-21 deposited with the CCDC.	2021-05-21 downloaded from the CCDC.
;
_audit_creation_date             2021-05-20
_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         
'C36 H B2 F30 O, C9 H18 N O, 1[dichloromethane]'
_chemical_formula_sum            'C46 H21 B2 Cl2 F30 N O2'
_chemical_formula_weight         1282.16
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 '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'
F F 0.0171 0.0103 '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'

_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                   11.994(4)
_cell_length_b                   13.023(4)
_cell_length_c                   17.033(5)
_cell_angle_alpha                81.550(10)
_cell_angle_beta                 85.189(9)
_cell_angle_gamma                69.211(9)
_cell_volume                     2458.9(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7388
_cell_measurement_temperature    173
_cell_measurement_theta_max      41.557
_cell_measurement_theta_min      4.838
_shelx_estimated_absorpt_T_max   0.945
_shelx_estimated_absorpt_T_min   0.846
_exptl_absorpt_coefficient_mu    0.288
_exptl_absorpt_correction_T_max  0.965
_exptl_absorpt_correction_T_min  0.919
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0791'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.732
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1268
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1271
_diffrn_reflns_av_unetI/netI     0.1490
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            47929
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.148
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD Area Detector'
_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                4677
_reflns_number_total             8634
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'SAINT V8.40A (Bruker, 2016)'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.473
_refine_diff_density_min         -0.436
_refine_diff_density_rms         0.089
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.945
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     729
_refine_ls_number_reflns         8634
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1272
_refine_ls_R_factor_gt           0.0760
_refine_ls_restrained_S_all      0.945
_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)+(0.0989P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1752
_refine_ls_wR_factor_ref         0.1947
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C14(H14A,H14B), C12(H12A,H12B)
2.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,
 H19C)
;
_atom_sites_solution_hydrogens   mixed
_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
F42 F 0.3479(2) 0.6960(2) 0.87065(16) 0.0293(7) Uani 1 1 d . . . . .
F36 F 0.2582(2) 0.4978(2) 0.59412(16) 0.0297(7) Uani 1 1 d . . . . .
F26 F 0.3584(2) 0.3570(2) 0.84337(16) 0.0289(7) Uani 1 1 d . . . . .
F46 F 0.1564(2) 0.4936(2) 0.75615(16) 0.0290(7) Uani 1 1 d . . . . .
F62 F 0.8525(2) 0.4820(2) 0.75663(16) 0.0293(7) Uani 1 1 d . . . . .
F22 F 0.4991(2) 0.4795(2) 0.59229(16) 0.0345(7) Uani 1 1 d . . . . .
F56 F 0.5046(2) 0.4807(2) 0.91452(16) 0.0295(7) Uani 1 1 d . . . . .
F52 F 0.7569(2) 0.3424(2) 0.69623(16) 0.0312(7) Uani 1 1 d . . . . .
F72 F 0.7461(2) 0.4831(2) 0.91643(16) 0.0294(7) Uani 1 1 d . . . . .
F76 F 0.5108(2) 0.7924(2) 0.74889(17) 0.0333(7) Uani 1 1 d . . . . .
F66 F 0.5189(2) 0.6822(2) 0.60030(16) 0.0342(7) Uani 1 1 d . . . . .
F55 F 0.5579(2) 0.2747(2) 0.98694(17) 0.0379(8) Uani 1 1 d . . . . .
F32 F 0.2929(2) 0.7991(2) 0.70599(17) 0.0336(7) Uani 1 1 d . . . . .
F43 F 0.1803(2) 0.7345(2) 0.98472(17) 0.0371(8) Uani 1 1 d . . . . .
F63 F 0.9950(2) 0.5147(3) 0.63465(18) 0.0434(8) Uani 1 1 d . . . . .
F65 F 0.6622(3) 0.7107(3) 0.48020(17) 0.0436(8) Uani 1 1 d . . . . .
F73 F 0.7815(2) 0.6167(2) 1.00663(17) 0.0367(8) Uani 1 1 d . . . . .
F45 F -0.0119(2) 0.5350(3) 0.87064(18) 0.0433(8) Uani 1 1 d . . . . .
F35 F 0.1428(3) 0.6363(3) 0.47456(17) 0.0432(8) Uani 1 1 d . . . . .
O1 O 0.4658(3) 0.5996(3) 0.7457(2) 0.0225(8) Uani 1 1 d . . . . .
F0AA F -0.0023(2) 0.6574(3) 0.98677(18) 0.0454(9) Uani 1 1 d . . . . .
F54 F 0.7176(3) 0.1034(2) 0.91896(19) 0.0515(9) Uani 1 1 d . . . . .
F23 F 0.6039(3) 0.2703(3) 0.56473(18) 0.0451(8) Uani 1 1 d . . . . .
F33 F 0.1783(3) 0.9360(2) 0.58451(19) 0.0503(9) Uani 1 1 d . . . . .
F25 F 0.4652(3) 0.1520(2) 0.81524(19) 0.0445(8) Uani 1 1 d . . . . .
F64 F 0.9020(3) 0.6273(3) 0.49435(18) 0.0479(9) Uani 1 1 d . . . . .
F74 F 0.6890(3) 0.8395(3) 0.9705(2) 0.0553(10) Uani 1 1 d . . . . .
F34 F 0.1005(3) 0.8573(3) 0.4665(2) 0.0531(9) Uani 1 1 d . . . . .
F75 F 0.5545(3) 0.9240(2) 0.8396(2) 0.0522(9) Uani 1 1 d . . . . .
F53 F 0.8136(3) 0.1419(2) 0.7728(2) 0.0505(9) Uani 1 1 d . . . . .
F24 F 0.5883(3) 0.1040(3) 0.6760(2) 0.0556(9) Uani 1 1 d . . . . .
C52 C 0.7079(4) 0.3328(4) 0.7703(3) 0.0220(11) Uani 1 1 d . . . . .
C36 C 0.2426(4) 0.6049(4) 0.5956(3) 0.0235(12) Uani 1 1 d . . . . .
C62 C 0.8006(4) 0.5378(4) 0.6875(3) 0.0234(11) Uani 1 1 d . . . . .
C46 C 0.1678(4) 0.5521(4) 0.8121(3) 0.0212(11) Uani 1 1 d . . . . .
C22 C 0.4869(4) 0.3999(4) 0.6485(3) 0.0252(12) Uani 1 1 d . . . . .
C71 C 0.6227(4) 0.6292(4) 0.8287(3) 0.0213(11) Uani 1 1 d . . . . .
C76 C 0.5798(4) 0.7428(4) 0.8133(3) 0.0290(13) Uani 1 1 d . . . . .
C72 C 0.6938(4) 0.5914(4) 0.8948(3) 0.0227(12) Uani 1 1 d . . . . .
C42 C 0.2626(4) 0.6511(4) 0.8671(3) 0.0256(12) Uani 1 1 d . . . . .
C56 C 0.5841(4) 0.3967(4) 0.8770(3) 0.0210(11) Uani 1 1 d . . . . .
C31 C 0.2879(4) 0.6391(4) 0.6560(3) 0.0248(12) Uani 1 1 d . . . . .
C41 C 0.2658(4) 0.5858(4) 0.8079(3) 0.0234(12) Uani 1 1 d . . . . .
C66 C 0.6375(4) 0.6339(4) 0.6132(3) 0.0262(12) Uani 1 1 d . . . . .
O2 O 0.0693(4) 1.0106(4) 0.7390(3) 0.0653(13) Uani 1 1 d . . . . .
C45 C 0.0785(4) 0.5741(4) 0.8706(3) 0.0277(12) Uani 1 1 d . . . . .
C63 C 0.8771(4) 0.5540(4) 0.6254(3) 0.0277(12) Uani 1 1 d . . . . .
C21 C 0.4187(3) 0.4322(4) 0.7175(3) 0.0198(11) Uani 1 1 d . . . . .
N1 N 0.1077(4) 1.0687(4) 0.7714(3) 0.0463(13) Uani 1 1 d . . . . .
C26 C 0.4138(4) 0.3428(4) 0.7721(3) 0.0242(12) Uani 1 1 d . . . . .
C51 C 0.6319(4) 0.4248(4) 0.8029(3) 0.0252(12) Uani 1 1 d . . . . .
C61 C 0.6788(4) 0.5747(4) 0.6846(3) 0.0212(11) Uani 1 1 d . . . . .
C55 C 0.6079(4) 0.2945(4) 0.9160(3) 0.0268(12) Uani 1 1 d . . . . .
C35 C 0.1799(4) 0.6775(5) 0.5317(3) 0.0323(13) Uani 1 1 d . . . . .
C43 C 0.1754(4) 0.6733(4) 0.9277(3) 0.0239(12) Uani 1 1 d . . . . .
C32 C 0.2579(4) 0.7541(5) 0.6488(3) 0.0314(13) Uani 1 1 d . . . . .
C25 C 0.4690(4) 0.2346(4) 0.7588(3) 0.0298(13) Uani 1 1 d . . . . .
C54 C 0.6881(5) 0.2063(4) 0.8828(3) 0.0320(13) Uani 1 1 d . . . . .
C65 C 0.7085(4) 0.6526(4) 0.5487(3) 0.0308(13) Uani 1 1 d . . . . .
C23 C 0.5396(4) 0.2933(4) 0.6343(3) 0.0304(13) Uani 1 1 d . . . . .
C33 C 0.1983(4) 0.8258(4) 0.5875(3) 0.0330(13) Uani 1 1 d . . . . .
C44 C 0.0833(4) 0.6336(4) 0.9289(3) 0.0328(13) Uani 1 1 d . . . . .
C75 C 0.5991(4) 0.8148(4) 0.8603(4) 0.0347(14) Uani 1 1 d . . . . .
C24 C 0.5348(4) 0.2095(4) 0.6878(4) 0.0337(14) Uani 1 1 d . . . . .
C73 C 0.7145(4) 0.6594(4) 0.9427(3) 0.0255(12) Uani 1 1 d . . . . .
C34 C 0.1575(4) 0.7889(4) 0.5289(3) 0.0320(13) Uani 1 1 d . . . . .
C64 C 0.8312(4) 0.6102(4) 0.5563(3) 0.0335(13) Uani 1 1 d . . . . .
C53 C 0.7376(4) 0.2261(4) 0.8092(3) 0.0354(14) Uani 1 1 d . . . . .
C74 C 0.6679(5) 0.7727(5) 0.9239(3) 0.0387(15) Uani 1 1 d . . . . .
B2 B 0.3590(5) 0.5611(5) 0.7322(3) 0.0238(13) Uani 1 1 d . . . . .
C11 C 0.1342(5) 1.1654(4) 0.7168(3) 0.0392(15) Uani 1 1 d . . . . .
B1 B 0.6013(5) 0.5526(5) 0.7649(3) 0.0256(14) Uani 1 1 d . . . . .
C15 C 0.1344(5) 1.0374(5) 0.8587(4) 0.0524(17) Uani 1 1 d . . . . .
C13 C 0.1485(6) 1.2276(6) 0.8542(4) 0.0583(18) Uani 1 1 d . . . . .
H13A H 0.236793 1.196703 0.852137 0.070 Uiso 1 1 calc R . . . .
H13B H 0.123072 1.293285 0.883110 0.070 Uiso 1 1 calc R . . . .
C14 C 0.0995(6) 1.1427(6) 0.8962(4) 0.0595(18) Uani 1 1 d . . . . .
H14A H 0.011341 1.175939 0.898595 0.071 Uiso 1 1 calc R . . . .
H14B H 0.126761 1.123812 0.951458 0.071 Uiso 1 1 calc R . . . .
C16 C 0.2651(5) 1.1189(6) 0.6908(4) 0.0588(18) Uani 1 1 d . . . . .
H16A H 0.314961 1.104995 0.736634 0.088 Uiso 1 1 calc GR . . . .
H16B H 0.283977 1.172379 0.650098 0.088 Uiso 1 1 calc GR . . . .
H16C H 0.280578 1.049435 0.668914 0.088 Uiso 1 1 calc GR . . . .
C17 C 0.0548(5) 1.1938(6) 0.6467(4) 0.0603(19) Uani 1 1 d . . . . .
H17A H 0.090257 1.140002 0.608953 0.090 Uiso 1 1 calc GR . . . .
H17B H 0.046788 1.268240 0.620535 0.090 Uiso 1 1 calc GR . . . .
H17C H -0.024048 1.191722 0.665075 0.090 Uiso 1 1 calc GR . . . .
C18 C 0.2662(6) 0.9723(6) 0.8638(4) 0.071(2) Uani 1 1 d . . . . .
H18A H 0.295749 0.939631 0.814478 0.106 Uiso 1 1 calc GR . . . .
H18B H 0.279764 0.913273 0.908653 0.106 Uiso 1 1 calc GR . . . .
H18C H 0.308744 1.021659 0.871598 0.106 Uiso 1 1 calc GR . . . .
C12 C 0.1012(6) 1.2613(5) 0.7689(4) 0.068(2) Uani 1 1 d . . . . .
H12A H 0.132501 1.318536 0.741669 0.081 Uiso 1 1 calc R . . . .
H12B H 0.013188 1.295435 0.772590 0.081 Uiso 1 1 calc R . . . .
C19 C 0.0582(7) 0.9658(6) 0.8922(4) 0.075(2) Uani 1 1 d . . . . .
H19A H -0.026573 1.011400 0.889528 0.113 Uiso 1 1 calc GR . . . .
H19B H 0.077984 0.936329 0.947617 0.113 Uiso 1 1 calc GR . . . .
H19C H 0.075057 0.904432 0.860784 0.113 Uiso 1 1 calc GR . . . .
H1 H 0.448(5) 0.665(4) 0.744(3) 0.038(18) Uiso 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
F42 C42 1.356(5) . ?
F36 C36 1.343(5) . ?
F26 C26 1.339(5) . ?
F46 C46 1.349(5) . ?
F62 C62 1.361(5) . ?
F22 C22 1.343(5) . ?
F56 C56 1.370(5) . ?
F52 C52 1.354(5) . ?
F72 C72 1.333(5) . ?
F76 C76 1.368(6) . ?
F66 C66 1.359(5) . ?
F55 C55 1.335(5) . ?
F32 C32 1.371(5) . ?
F43 C43 1.362(5) . ?
F63 C63 1.336(5) . ?
F65 C65 1.338(6) . ?
F73 C73 1.338(5) . ?
F45 C45 1.351(5) . ?
F35 C35 1.352(5) . ?
O1 B2 1.576(5) . ?
O1 B1 1.565(6) . ?
O1 H1 0.80(5) . ?
F0AA C44 1.348(6) . ?
F54 C54 1.326(5) . ?
F23 C23 1.370(6) . ?
F33 C33 1.362(6) . ?
F25 C25 1.344(5) . ?
F64 C64 1.342(5) . ?
F74 C74 1.358(6) . ?
F34 C34 1.342(6) . ?
F75 C75 1.332(6) . ?
F53 C53 1.347(6) . ?
F24 C24 1.332(6) . ?
C52 C51 1.383(7) . ?
C52 C53 1.383(7) . ?
C36 C31 1.397(7) . ?
C36 C35 1.404(7) . ?
C62 C63 1.383(6) . ?
C62 C61 1.369(6) . ?
C46 C41 1.385(6) . ?
C46 C45 1.381(6) . ?
C22 C21 1.403(7) . ?
C22 C23 1.355(7) . ?
C71 C76 1.375(7) . ?
C71 C72 1.392(7) . ?
C71 B1 1.670(7) . ?
C76 C75 1.406(7) . ?
C72 C73 1.383(6) . ?
C42 C41 1.401(7) . ?
C42 C43 1.391(6) . ?
C56 C51 1.395(6) . ?
C56 C55 1.341(6) . ?
C31 C32 1.400(7) . ?
C31 B2 1.621(7) . ?
C41 B2 1.626(7) . ?
C66 C61 1.369(6) . ?
C66 C65 1.380(7) . ?
O2 N1 1.226(6) . ?
C45 C44 1.364(7) . ?
C63 C64 1.339(7) . ?
C21 C26 1.395(6) . ?
C21 B2 1.623(7) . ?
N1 C11 1.563(7) . ?
N1 C15 1.513(7) . ?
C26 C25 1.371(7) . ?
C51 B1 1.617(7) . ?
C61 B1 1.637(7) . ?
C55 C54 1.371(7) . ?
C35 C34 1.373(7) . ?
C43 C44 1.373(6) . ?
C32 C33 1.356(7) . ?
C25 C24 1.402(7) . ?
C54 C53 1.371(7) . ?
C65 C64 1.386(7) . ?
C23 C24 1.329(7) . ?
C33 C34 1.362(7) . ?
C75 C74 1.346(7) . ?
C73 C74 1.379(7) . ?
C11 C16 1.521(8) . ?
C11 C17 1.510(8) . ?
C11 C12 1.556(9) . ?
C15 C14 1.506(9) . ?
C15 C18 1.509(8) . ?
C15 C19 1.546(8) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.496(8) . ?
C13 C12 1.549(9) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 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
B2 O1 H1 114(4) . . ?
B1 O1 B2 141.5(4) . . ?
B1 O1 H1 104(4) . . ?
F52 C52 C51 121.1(4) . . ?
F52 C52 C53 115.6(4) . . ?
C51 C52 C53 123.3(4) . . ?
F36 C36 C31 121.5(4) . . ?
F36 C36 C35 114.9(4) . . ?
C31 C36 C35 123.6(4) . . ?
F62 C62 C63 116.3(4) . . ?
F62 C62 C61 118.6(4) . . ?
C61 C62 C63 125.1(5) . . ?
F46 C46 C41 119.2(4) . . ?
F46 C46 C45 116.2(4) . . ?
C45 C46 C41 124.6(5) . . ?
F22 C22 C21 118.2(4) . . ?
F22 C22 C23 117.8(5) . . ?
C23 C22 C21 124.0(4) . . ?
C76 C71 C72 112.3(4) . . ?
C76 C71 B1 120.3(4) . . ?
C72 C71 B1 126.9(4) . . ?
F76 C76 C71 119.2(4) . . ?
F76 C76 C75 115.8(5) . . ?
C71 C76 C75 124.9(5) . . ?
F72 C72 C71 120.2(4) . . ?
F72 C72 C73 115.3(4) . . ?
C73 C72 C71 124.5(5) . . ?
F42 C42 C41 121.8(4) . . ?
F42 C42 C43 114.3(4) . . ?
C43 C42 C41 123.9(4) . . ?
F56 C56 C51 117.8(4) . . ?
C55 C56 F56 115.8(4) . . ?
C55 C56 C51 126.4(5) . . ?
C36 C31 C32 112.9(4) . . ?
C36 C31 B2 126.6(4) . . ?
C32 C31 B2 120.4(4) . . ?
C46 C41 C42 113.1(4) . . ?
C46 C41 B2 119.0(4) . . ?
C42 C41 B2 127.4(4) . . ?
F66 C66 C61 121.5(4) . . ?
F66 C66 C65 113.4(4) . . ?
C61 C66 C65 125.0(4) . . ?
F45 C45 C46 120.1(4) . . ?
F45 C45 C44 120.3(4) . . ?
C44 C45 C46 119.6(4) . . ?
F63 C63 C62 120.3(5) . . ?
F63 C63 C64 120.6(4) . . ?
C64 C63 C62 119.1(4) . . ?
C22 C21 B2 122.0(4) . . ?
C26 C21 C22 113.1(4) . . ?
C26 C21 B2 124.7(4) . . ?
O2 N1 C11 116.5(5) . . ?
O2 N1 C15 118.5(5) . . ?
C15 N1 C11 124.9(5) . . ?
F26 C26 C21 121.7(4) . . ?
F26 C26 C25 115.1(4) . . ?
C25 C26 C21 123.1(5) . . ?
C52 C51 C56 112.2(4) . . ?
C52 C51 B1 126.5(4) . . ?
C56 C51 B1 121.3(4) . . ?
C62 C61 C66 112.9(4) . . ?
C62 C61 B1 118.8(4) . . ?
C66 C61 B1 128.2(4) . . ?
F55 C55 C56 122.7(5) . . ?
F55 C55 C54 118.1(4) . . ?
C56 C55 C54 119.2(5) . . ?
F35 C35 C36 119.4(5) . . ?
F35 C35 C34 121.5(5) . . ?
C34 C35 C36 119.1(5) . . ?
F43 C43 C42 120.6(4) . . ?
F43 C43 C44 120.2(4) . . ?
C44 C43 C42 119.2(5) . . ?
F32 C32 C31 118.9(4) . . ?
C33 C32 F32 116.5(5) . . ?
C33 C32 C31 124.5(5) . . ?
F25 C25 C26 120.2(5) . . ?
F25 C25 C24 119.6(5) . . ?
C26 C25 C24 120.1(4) . . ?
F54 C54 C55 122.3(5) . . ?
F54 C54 C53 119.5(5) . . ?
C55 C54 C53 118.2(5) . . ?
F65 C65 C66 121.9(4) . . ?
F65 C65 C64 119.9(4) . . ?
C66 C65 C64 118.2(5) . . ?
C22 C23 F23 119.6(5) . . ?
C24 C23 F23 118.8(5) . . ?
C24 C23 C22 121.6(5) . . ?
F33 C33 C34 119.5(5) . . ?
C32 C33 F33 119.8(5) . . ?
C32 C33 C34 120.7(5) . . ?
F0AA C44 C45 121.5(4) . . ?
F0AA C44 C43 119.0(5) . . ?
C45 C44 C43 119.5(5) . . ?
F75 C75 C76 120.2(5) . . ?
F75 C75 C74 120.1(5) . . ?
C74 C75 C76 119.6(5) . . ?
F24 C24 C25 119.4(5) . . ?
C23 C24 F24 122.6(5) . . ?
C23 C24 C25 118.0(5) . . ?
F73 C73 C72 121.0(5) . . ?
F73 C73 C74 119.1(4) . . ?
C74 C73 C72 119.9(5) . . ?
F34 C34 C35 118.6(5) . . ?
F34 C34 C33 122.3(5) . . ?
C33 C34 C35 119.1(5) . . ?
F64 C64 C65 119.2(5) . . ?
C63 C64 F64 121.1(4) . . ?
C63 C64 C65 119.7(4) . . ?
F53 C53 C52 118.9(5) . . ?
F53 C53 C54 120.6(5) . . ?
C54 C53 C52 120.5(5) . . ?
F74 C74 C73 119.9(5) . . ?
C75 C74 F74 121.4(5) . . ?
C75 C74 C73 118.7(5) . . ?
O1 B2 C31 108.0(4) . . ?
O1 B2 C41 108.3(4) . . ?
O1 B2 C21 106.1(4) . . ?
C31 B2 C41 106.2(4) . . ?
C31 B2 C21 112.4(4) . . ?
C21 B2 C41 115.7(4) . . ?
C16 C11 N1 105.8(4) . . ?
C16 C11 C12 115.5(5) . . ?
C17 C11 N1 106.3(4) . . ?
C17 C11 C16 110.9(5) . . ?
C17 C11 C12 112.5(5) . . ?
C12 C11 N1 105.1(4) . . ?
O1 B1 C71 107.5(4) . . ?
O1 B1 C51 107.2(3) . . ?
O1 B1 C61 108.9(4) . . ?
C51 B1 C71 111.9(4) . . ?
C51 B1 C61 116.1(4) . . ?
C61 B1 C71 104.9(3) . . ?
N1 C15 C19 105.5(5) . . ?
C14 C15 N1 107.9(5) . . ?
C14 C15 C18 112.1(6) . . ?
C14 C15 C19 112.2(6) . . ?
C18 C15 N1 107.0(5) . . ?
C18 C15 C19 111.8(6) . . ?
H13A C13 H13B 108.3 . . ?
C14 C13 H13A 110.0 . . ?
C14 C13 H13B 110.0 . . ?
C14 C13 C12 108.6(5) . . ?
C12 C13 H13A 110.0 . . ?
C12 C13 H13B 110.0 . . ?
C15 C14 H14A 108.5 . . ?
C15 C14 H14B 108.5 . . ?
C13 C14 C15 115.0(5) . . ?
C13 C14 H14A 108.5 . . ?
C13 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
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 . . ?
C11 C17 H17A 109.5 . . ?
C11 C17 H17B 109.5 . . ?
C11 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
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 . . ?
C11 C12 H12A 108.4 . . ?
C11 C12 H12B 108.4 . . ?
C13 C12 C11 115.4(5) . . ?
C13 C12 H12A 108.4 . . ?
C13 C12 H12B 108.4 . . ?
H12A C12 H12B 107.5 . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F42 C42 C41 C46 -177.0(4) . . . . ?
F42 C42 C41 B2 -5.5(8) . . . . ?
F42 C42 C43 F43 -0.6(7) . . . . ?
F42 C42 C43 C44 178.7(4) . . . . ?
F36 C36 C31 C32 -177.4(4) . . . . ?
F36 C36 C31 B2 -2.2(7) . . . . ?
F36 C36 C35 F35 -1.2(6) . . . . ?
F36 C36 C35 C34 178.7(4) . . . . ?
F26 C26 C25 F25 -0.1(6) . . . . ?
F26 C26 C25 C24 -176.9(4) . . . . ?
F46 C46 C41 C42 176.5(4) . . . . ?
F46 C46 C41 B2 4.3(7) . . . . ?
F46 C46 C45 F45 1.7(7) . . . . ?
F46 C46 C45 C44 -179.5(4) . . . . ?
F62 C62 C63 F63 0.8(7) . . . . ?
F62 C62 C63 C64 -178.8(4) . . . . ?
F62 C62 C61 C66 177.1(4) . . . . ?
F62 C62 C61 B1 1.4(6) . . . . ?
F22 C22 C21 C26 -179.0(4) . . . . ?
F22 C22 C21 B2 -2.2(6) . . . . ?
F22 C22 C23 F23 0.8(6) . . . . ?
F22 C22 C23 C24 178.0(4) . . . . ?
F56 C56 C51 C52 -178.2(4) . . . . ?
F56 C56 C51 B1 3.7(6) . . . . ?
F56 C56 C55 F55 0.0(6) . . . . ?
F56 C56 C55 C54 -178.9(4) . . . . ?
F52 C52 C51 C56 175.5(4) . . . . ?
F52 C52 C51 B1 -6.5(7) . . . . ?
F52 C52 C53 F53 1.8(6) . . . . ?
F52 C52 C53 C54 -176.6(4) . . . . ?
F72 C72 C73 F73 -0.8(6) . . . . ?
F72 C72 C73 C74 177.8(4) . . . . ?
F76 C76 C75 F75 -2.1(6) . . . . ?
F76 C76 C75 C74 -178.7(4) . . . . ?
F66 C66 C61 C62 -176.6(4) . . . . ?
F66 C66 C61 B1 -1.3(8) . . . . ?
F66 C66 C65 F65 -1.7(7) . . . . ?
F66 C66 C65 C64 177.9(4) . . . . ?
F55 C55 C54 F54 -0.3(7) . . . . ?
F55 C55 C54 C53 178.6(4) . . . . ?
F32 C32 C33 F33 1.3(7) . . . . ?
F32 C32 C33 C34 -178.4(4) . . . . ?
F43 C43 C44 F0AA 0.7(7) . . . . ?
F43 C43 C44 C45 178.8(4) . . . . ?
F63 C63 C64 F64 0.8(8) . . . . ?
F63 C63 C64 C65 -178.4(4) . . . . ?
F65 C65 C64 F64 -0.5(7) . . . . ?
F65 C65 C64 C63 178.7(5) . . . . ?
F73 C73 C74 F74 -0.8(7) . . . . ?
F73 C73 C74 C75 -178.9(4) . . . . ?
F45 C45 C44 F0AA -1.5(8) . . . . ?
F45 C45 C44 C43 -179.6(4) . . . . ?
F35 C35 C34 F34 -2.0(7) . . . . ?
F35 C35 C34 C33 -179.2(4) . . . . ?
F54 C54 C53 F53 1.4(7) . . . . ?
F54 C54 C53 C52 179.8(4) . . . . ?
F23 C23 C24 F24 -1.2(7) . . . . ?
F23 C23 C24 C25 179.7(4) . . . . ?
F33 C33 C34 F34 1.8(7) . . . . ?
F33 C33 C34 C35 178.9(4) . . . . ?
F25 C25 C24 F24 2.9(7) . . . . ?
F25 C25 C24 C23 -178.0(4) . . . . ?
F75 C75 C74 F74 3.2(8) . . . . ?
F75 C75 C74 C73 -178.8(4) . . . . ?
C52 C51 B1 O1 115.1(5) . . . . ?
C52 C51 B1 C71 -127.2(5) . . . . ?
C52 C51 B1 C61 -6.8(7) . . . . ?
C36 C31 C32 F32 177.5(4) . . . . ?
C36 C31 C32 C33 -4.2(7) . . . . ?
C36 C31 B2 O1 138.6(4) . . . . ?
C36 C31 B2 C41 -105.5(5) . . . . ?
C36 C31 B2 C21 22.0(6) . . . . ?
C36 C35 C34 F34 178.2(4) . . . . ?
C36 C35 C34 C33 0.9(7) . . . . ?
C62 C63 C64 F64 -179.6(4) . . . . ?
C62 C63 C64 C65 1.2(8) . . . . ?
C62 C61 B1 O1 -178.5(4) . . . . ?
C62 C61 B1 C71 66.6(5) . . . . ?
C62 C61 B1 C51 -57.5(6) . . . . ?
C46 C41 B2 O1 -175.8(4) . . . . ?
C46 C41 B2 C31 68.4(5) . . . . ?
C46 C41 B2 C21 -57.0(6) . . . . ?
C46 C45 C44 F0AA 179.6(4) . . . . ?
C46 C45 C44 C43 1.5(8) . . . . ?
C22 C21 C26 F26 176.3(4) . . . . ?
C22 C21 C26 C25 -0.9(6) . . . . ?
C22 C21 B2 O1 -69.4(5) . . . . ?
C22 C21 B2 C31 48.4(5) . . . . ?
C22 C21 B2 C41 170.6(4) . . . . ?
C22 C23 C24 F24 -178.4(4) . . . . ?
C22 C23 C24 C25 2.5(7) . . . . ?
C71 C76 C75 F75 179.3(4) . . . . ?
C71 C76 C75 C74 2.7(7) . . . . ?
C71 C72 C73 F73 178.1(4) . . . . ?
C71 C72 C73 C74 -3.3(7) . . . . ?
C76 C71 C72 F72 -177.7(4) . . . . ?
C76 C71 C72 C73 3.4(6) . . . . ?
C76 C71 B1 O1 -49.8(5) . . . . ?
C76 C71 B1 C51 -167.3(4) . . . . ?
C76 C71 B1 C61 66.0(5) . . . . ?
C76 C75 C74 F74 179.7(4) . . . . ?
C76 C75 C74 C73 -2.2(7) . . . . ?
C72 C71 C76 F76 178.4(4) . . . . ?
C72 C71 C76 C75 -3.2(6) . . . . ?
C72 C71 B1 O1 138.6(4) . . . . ?
C72 C71 B1 C51 21.2(6) . . . . ?
C72 C71 B1 C61 -105.6(5) . . . . ?
C72 C73 C74 F74 -179.4(4) . . . . ?
C72 C73 C74 C75 2.5(7) . . . . ?
C42 C41 B2 O1 13.1(7) . . . . ?
C42 C41 B2 C31 -102.6(5) . . . . ?
C42 C41 B2 C21 132.0(5) . . . . ?
C42 C43 C44 F0AA -178.6(4) . . . . ?
C42 C43 C44 C45 -0.4(8) . . . . ?
C56 C51 B1 O1 -67.1(5) . . . . ?
C56 C51 B1 C71 50.5(5) . . . . ?
C56 C51 B1 C61 170.9(4) . . . . ?
C56 C55 C54 F54 178.6(4) . . . . ?
C56 C55 C54 C53 -2.5(7) . . . . ?
C31 C36 C35 F35 177.8(4) . . . . ?
C31 C36 C35 C34 -2.3(7) . . . . ?
C31 C32 C33 F33 -177.1(4) . . . . ?
C31 C32 C33 C34 3.2(8) . . . . ?
C41 C46 C45 F45 -178.2(4) . . . . ?
C41 C46 C45 C44 0.6(8) . . . . ?
C41 C42 C43 F43 177.8(4) . . . . ?
C41 C42 C43 C44 -2.9(8) . . . . ?
C66 C61 B1 O1 6.4(7) . . . . ?
C66 C61 B1 C71 -108.4(5) . . . . ?
C66 C61 B1 C51 127.5(5) . . . . ?
C66 C65 C64 F64 180.0(4) . . . . ?
C66 C65 C64 C63 -0.8(8) . . . . ?
O2 N1 C11 C16 -92.6(6) . . . . ?
O2 N1 C11 C17 25.3(7) . . . . ?
O2 N1 C11 C12 144.7(5) . . . . ?
O2 N1 C15 C14 -142.6(5) . . . . ?
O2 N1 C15 C18 96.7(6) . . . . ?
O2 N1 C15 C19 -22.5(7) . . . . ?
C45 C46 C41 C42 -3.6(7) . . . . ?
C45 C46 C41 B2 -175.8(5) . . . . ?
C63 C62 C61 C66 -1.8(7) . . . . ?
C63 C62 C61 B1 -177.5(5) . . . . ?
C21 C22 C23 F23 179.6(4) . . . . ?
C21 C22 C23 C24 -3.2(7) . . . . ?
C21 C26 C25 F25 177.2(4) . . . . ?
C21 C26 C25 C24 0.4(7) . . . . ?
N1 C11 C12 C13 46.0(6) . . . . ?
N1 C15 C14 C13 -50.6(7) . . . . ?
C26 C21 B2 O1 107.0(4) . . . . ?
C26 C21 B2 C31 -135.2(4) . . . . ?
C26 C21 B2 C41 -13.0(6) . . . . ?
C26 C25 C24 F24 179.7(4) . . . . ?
C26 C25 C24 C23 -1.2(7) . . . . ?
C51 C52 C53 F53 -179.2(4) . . . . ?
C51 C52 C53 C54 2.4(7) . . . . ?
C51 C56 C55 F55 -179.9(4) . . . . ?
C51 C56 C55 C54 1.2(7) . . . . ?
C61 C62 C63 F63 179.7(4) . . . . ?
C61 C62 C63 C64 0.2(8) . . . . ?
C61 C66 C65 F65 179.5(4) . . . . ?
C61 C66 C65 C64 -1.0(8) . . . . ?
C55 C56 C51 C52 1.7(7) . . . . ?
C55 C56 C51 B1 -176.3(4) . . . . ?
C55 C54 C53 F53 -177.6(4) . . . . ?
C55 C54 C53 C52 0.8(7) . . . . ?
C35 C36 C31 C32 3.7(7) . . . . ?
C35 C36 C31 B2 178.9(4) . . . . ?
C43 C42 C41 C46 4.7(7) . . . . ?
C43 C42 C41 B2 176.2(5) . . . . ?
C32 C31 B2 O1 -46.5(6) . . . . ?
C32 C31 B2 C41 69.5(5) . . . . ?
C32 C31 B2 C21 -163.1(4) . . . . ?
C32 C33 C34 F34 -178.5(5) . . . . ?
C32 C33 C34 C35 -1.4(7) . . . . ?
C65 C66 C61 C62 2.2(7) . . . . ?
C65 C66 C61 B1 177.5(5) . . . . ?
C23 C22 C21 C26 2.2(6) . . . . ?
C23 C22 C21 B2 179.0(4) . . . . ?
C53 C52 C51 C56 -3.5(6) . . . . ?
C53 C52 C51 B1 174.5(4) . . . . ?
B2 O1 B1 C71 -139.9(5) . . . . ?
B2 O1 B1 C51 -19.4(8) . . . . ?
B2 O1 B1 C61 107.0(6) . . . . ?
B2 C31 C32 F32 1.9(6) . . . . ?
B2 C31 C32 C33 -179.7(5) . . . . ?
B2 C21 C26 F26 -0.4(7) . . . . ?
B2 C21 C26 C25 -177.6(4) . . . . ?
C11 N1 C15 C14 42.2(7) . . . . ?
C11 N1 C15 C18 -78.5(7) . . . . ?
C11 N1 C15 C19 162.3(5) . . . . ?
B1 O1 B2 C31 -136.2(5) . . . . ?
B1 O1 B2 C41 109.3(6) . . . . ?
B1 O1 B2 C21 -15.5(7) . . . . ?
B1 C71 C76 F76 5.7(6) . . . . ?
B1 C71 C76 C75 -175.9(4) . . . . ?
B1 C71 C72 F72 -5.6(6) . . . . ?
B1 C71 C72 C73 175.6(4) . . . . ?
C15 N1 C11 C16 82.7(6) . . . . ?
C15 N1 C11 C17 -159.4(5) . . . . ?
C15 N1 C11 C12 -40.0(7) . . . . ?
C14 C13 C12 C11 -59.3(7) . . . . ?
C16 C11 C12 C13 -70.2(7) . . . . ?
C17 C11 C12 C13 161.2(5) . . . . ?
C18 C15 C14 C13 66.9(8) . . . . ?
C12 C13 C14 C15 60.9(8) . . . . ?
C19 C15 C14 C13 -166.4(6) . . . . ?

_smtbx_masks_special_details     
;
A solvent mask was calculated and 51.0 electrons were 

found in a volume of 906.0Å^3 in 1 void. 

This is consistent with the presence of 

1[dichloromethane] per formula unit 

which account for 42 electrons.
;
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.195 -0.495 -0.411 906.2 51.0 '1 CH2Cl2'
2 0.047 0.521 0.711 0.0 0.0 ?
3 0.047 0.722 0.422 0.0 0.0 ?
4 0.047 0.792 0.422 0.0 0.0 ?
5 0.062 0.486 0.200 0.0 0.0 ?
6 0.062 0.792 0.411 0.0 0.0 ?
7 0.094 0.472 0.189 0.0 0.0 ?
8 0.109 0.472 0.178 0.0 0.0 ?
9 0.125 0.486 0.956 0.0 0.0 ?
10 0.141 0.958 0.667 0.0 0.0 ?
11 0.156 0.931 0.500 0.0 0.0 ?
12 0.172 0.556 0.678 0.0 0.0 ?
13 0.188 0.569 0.689 0.0 0.0 ?
14 0.203 0.528 0.678 0.0 0.0 ?
15 0.203 0.556 0.689 0.0 0.0 ?
16 0.219 0.514 0.678 0.0 0.0 ?
17 0.219 0.542 0.689 0.0 0.0 ?
18 0.219 0.764 0.056 0.0 0.0 ?
19 0.219 0.792 0.044 0.0 0.0 ?
20 0.234 0.083 0.789 0.0 0.0 ?
21 0.234 0.514 0.689 0.0 0.0 ?
22 0.234 0.750 0.056 0.0 0.0 ?
23 0.250 0.729 0.056 0.0 0.0 ?
24 0.250 0.778 0.033 0.0 0.0 ?
25 0.273 0.750 0.789 0.0 0.0 ?
26 0.281 0.722 0.778 0.0 0.0 ?
27 0.297 0.736 0.789 0.0 0.0 ?
28 0.312 0.681 0.489 0.0 0.0 ?
29 0.328 0.694 0.344 0.0 0.0 ?
30 0.344 0.667 0.344 0.0 0.0 ?
31 0.344 0.681 0.333 0.0 0.0 ?
32 0.344 0.694 0.322 0.0 0.0 ?
33 0.344 0.708 0.311 0.0 0.0 ?
34 0.344 0.785 0.267 0.0 0.0 ?
35 0.344 0.812 0.256 0.0 0.0 ?
36 0.359 0.139 0.778 0.0 0.0 ?
37 0.359 0.653 0.333 0.0 0.0 ?
38 0.359 0.667 0.322 0.0 0.0 ?
39 0.359 0.681 0.311 0.0 0.0 ?
40 0.359 0.708 0.300 0.0 0.0 ?
41 0.359 0.806 0.244 0.0 0.0 ?
42 0.375 0.139 0.767 0.0 0.0 ?
43 0.375 0.653 0.311 0.0 0.0 ?
44 0.375 0.708 0.289 0.0 0.0 ?
45 0.375 0.722 0.278 0.0 0.0 ?
46 0.375 0.736 0.267 0.0 0.0 ?
47 0.375 0.750 0.256 0.0 0.0 ?
48 0.375 0.778 0.244 0.0 0.0 ?
49 0.391 0.111 0.767 0.0 0.0 ?
50 0.391 0.708 0.278 0.0 0.0 ?
51 0.391 0.722 0.267 0.0 0.0 ?
52 0.391 0.741 0.248 0.0 0.0 ?
53 0.391 0.764 0.233 0.0 0.0 ?
54 0.391 0.792 0.211 0.0 0.0 ?
55 0.406 0.292 0.300 0.0 0.0 ?
56 0.406 0.764 0.200 0.0 0.0 ?
57 0.406 0.792 0.189 0.0 0.0 ?
58 0.422 0.299 0.578 0.0 0.0 ?
59 0.422 0.542 0.311 0.0 0.0 ?
60 0.422 0.556 0.300 0.0 0.0 ?
61 0.422 0.569 0.289 0.0 0.0 ?
62 0.422 0.667 0.656 0.0 0.0 ?
63 0.438 0.417 0.867 0.0 0.0 ?
64 0.438 0.750 0.844 0.0 0.0 ?
65 0.438 0.778 0.167 0.0 0.0 ?
66 0.453 0.417 0.833 0.0 0.0 ?
67 0.469 0.438 0.811 0.0 0.0 ?
68 0.469 0.486 0.822 0.0 0.0 ?
69 0.469 0.500 0.322 0.0 0.0 ?
70 0.469 0.597 0.644 0.0 0.0 ?
71 0.484 0.597 0.656 0.0 0.0 ?
72 0.516 0.403 0.344 0.0 0.0 ?
73 0.531 0.403 0.356 0.0 0.0 ?
74 0.531 0.500 0.678 0.0 0.0 ?
75 0.531 0.514 0.178 0.0 0.0 ?
76 0.531 0.562 0.189 0.0 0.0 ?
77 0.547 0.583 0.167 0.0 0.0 ?
78 0.562 0.222 0.833 0.0 0.0 ?
79 0.562 0.250 0.156 0.0 0.0 ?
80 0.562 0.583 0.133 0.0 0.0 ?
81 0.578 0.333 0.344 0.0 0.0 ?
82 0.578 0.431 0.711 0.0 0.0 ?
83 0.578 0.444 0.700 0.0 0.0 ?
84 0.578 0.458 0.689 0.0 0.0 ?
85 0.578 0.701 0.422 0.0 0.0 ?
86 0.594 0.208 0.811 0.0 0.0 ?
87 0.594 0.236 0.800 0.0 0.0 ?
88 0.594 0.708 0.700 0.0 0.0 ?
89 0.609 0.208 0.789 0.0 0.0 ?
90 0.609 0.236 0.767 0.0 0.0 ?
91 0.609 0.259 0.752 0.0 0.0 ?
92 0.609 0.278 0.733 0.0 0.0 ?
93 0.609 0.292 0.722 0.0 0.0 ?
94 0.609 0.889 0.233 0.0 0.0 ?
95 0.625 0.222 0.756 0.0 0.0 ?
96 0.625 0.250 0.744 0.0 0.0 ?
97 0.625 0.264 0.733 0.0 0.0 ?
98 0.625 0.278 0.722 0.0 0.0 ?
99 0.625 0.292 0.711 0.0 0.0 ?
100 0.625 0.347 0.689 0.0 0.0 ?
101 0.625 0.861 0.233 0.0 0.0 ?
102 0.641 0.194 0.756 0.0 0.0 ?
103 0.641 0.292 0.700 0.0 0.0 ?
104 0.641 0.319 0.689 0.0 0.0 ?
105 0.641 0.333 0.678 0.0 0.0 ?
106 0.641 0.347 0.667 0.0 0.0 ?
107 0.641 0.861 0.222 0.0 0.0 ?
108 0.656 0.188 0.744 0.0 0.0 ?
109 0.656 0.215 0.733 0.0 0.0 ?
110 0.656 0.292 0.689 0.0 0.0 ?
111 0.656 0.306 0.678 0.0 0.0 ?
112 0.656 0.319 0.667 0.0 0.0 ?
113 0.656 0.333 0.656 0.0 0.0 ?
114 0.672 0.306 0.656 0.0 0.0 ?
115 0.688 0.319 0.511 0.0 0.0 ?
116 0.703 0.264 0.211 0.0 0.0 ?
117 0.727 0.250 0.211 0.0 0.0 ?
118 0.719 0.278 0.222 0.0 0.0 ?
119 0.750 0.222 0.967 0.0 0.0 ?
120 0.750 0.271 0.944 0.0 0.0 ?
121 0.766 0.250 0.944 0.0 0.0 ?
122 0.766 0.486 0.311 0.0 0.0 ?
123 0.766 0.917 0.211 0.0 0.0 ?
124 0.781 0.208 0.956 0.0 0.0 ?
125 0.781 0.236 0.944 0.0 0.0 ?
126 0.781 0.458 0.311 0.0 0.0 ?
127 0.781 0.486 0.322 0.0 0.0 ?
128 0.797 0.444 0.311 0.0 0.0 ?
129 0.797 0.472 0.322 0.0 0.0 ?
130 0.812 0.431 0.311 0.0 0.0 ?
131 0.828 0.444 0.322 0.0 0.0 ?
132 0.844 0.069 0.500 0.0 0.0 ?
133 0.859 0.042 0.333 0.0 0.0 ?
134 0.875 0.514 0.044 0.0 0.0 ?
135 0.891 0.528 0.822 0.0 0.0 ?
136 0.906 0.528 0.811 0.0 0.0 ?
137 0.938 0.208 0.589 0.0 0.0 ?
138 0.938 0.514 0.800 0.0 0.0 ?
139 0.953 0.208 0.578 0.0 0.0 ?
140 0.953 0.278 0.578 0.0 0.0 ?
141 0.953 0.479 0.289 0.0 0.0 ?

_smtbx_masks_void_probe_radius   0.0
_smtbx_masks_void_truncation_radius 0.0
_olex2_submission_special_instructions 'No special instructions were received'
