# Electronic Supplementary Material (ESI) for Materials Chemistry Frontiers.
# This journal is © the Partner Organisations 2019

####################################################################### 
# 
# 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_twin4
_database_code_depnum_ccdc_archive 'CCDC 1912365'
loop_
_audit_author_name
_audit_author_address
twofunan
;shihezi university
China
;
_audit_update_record             
;
2019-04-26 deposited with the CCDC.	2019-06-12 downloaded from the CCDC.
;
_audit_creation_date             2018-03-12
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2018.02.02 svn.r3481 for OlexSys, GUI svn.r5470)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H23 B F2 O3'
_chemical_formula_sum            'C33 H23 B F2 O3'
_chemical_formula_weight         516.32
_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'
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                   8.788(4)
_cell_length_b                   10.446(4)
_cell_length_c                   15.407(6)
_cell_angle_alpha                70.818(10)
_cell_angle_beta                 88.670(10)
_cell_angle_gamma                79.808(10)
_cell_volume                     1313.8(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1255
_cell_measurement_temperature    173
_cell_measurement_theta_max      19.29
_cell_measurement_theta_min      2.36
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.745373
_exptl_absorpt_correction_T_min  0.614942
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
Final HKLF 4 output contains 17944 reflections, Rint = 0.1004
 (3872 with I > 3sig(I), Rint = 0.0500)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0
_diffrn_reflns_av_unetI/netI     0.1752
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_number            4886
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.497
_diffrn_reflns_theta_min         1.400
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2095
_reflns_number_total             4886
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.351
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         4886
_refine_ls_number_restraints     25
_refine_ls_R_factor_all          0.1887
_refine_ls_R_factor_gt           0.0794
_refine_ls_restrained_S_all      1.125
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2090
_refine_ls_wR_factor_ref         0.2424
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Rigid bond restraints
 C4, C3
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C3 \\sim C4: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(C5) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C6) \\sim Ueq: with sigma of
0.005 and sigma for terminal atoms of 0.01
4.a Aromatic/amide H refined with riding coordinates:
 C25(H25), C22(H22), C16(H16), C28(H28), C26(H26), C20(H20), C23(H23), C3(H3),
 C13(H13), C9(H9), C17(H17), C7(H7), C18(H18), C10(H10), C11(H11), C31(H31),
 C19(H19), C12(H12), C33(H33), C4(H4), C32(H32), C6(H6), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F2 F 0.8095(3) 0.7410(3) 0.36655(17) 0.0583(8) Uani 1 1 d . . . . .
F1 F 0.6686(3) 0.8641(3) 0.4453(2) 0.0705(9) Uani 1 1 d . . . . .
O3 O 0.7356(4) 0.6292(4) 0.5134(2) 0.0513(9) Uani 1 1 d . . . . .
O2 O 0.9275(4) 0.7774(4) 0.4868(2) 0.0577(10) Uani 1 1 d . . . . .
O1 O 1.2374(4) 0.6348(4) 0.6522(2) 0.0618(10) Uani 1 1 d . . . . .
C24 C 0.7523(5) 0.4208(5) 0.6324(3) 0.0333(11) Uani 1 1 d . . . . .
C21 C 0.6081(5) 0.2046(5) 0.7380(3) 0.0326(11) Uani 1 1 d . . . . .
C8 C 0.2982(5) 0.0041(5) 0.8694(3) 0.0362(11) Uani 1 1 d . . . . .
C15 C 0.5994(5) -0.0480(5) 0.7843(3) 0.0343(11) Uani 1 1 d . . . . .
C1 C 0.4005(5) 0.1073(5) 0.8384(3) 0.0373(12) Uani 1 1 d . . . . .
C14 C 0.5309(5) 0.0882(5) 0.7914(3) 0.0352(11) Uani 1 1 d . . . . .
C25 C 0.8394(5) 0.3025(5) 0.6945(3) 0.0408(12) Uani 1 1 d . . . . .
H25 H 0.9455 0.2957 0.7020 0.049 Uiso 1 1 calc R . . . .
C22 C 0.5223(5) 0.3222(5) 0.6756(3) 0.0386(12) Uani 1 1 d . . . . .
H22 H 0.4157 0.3305 0.6694 0.046 Uiso 1 1 calc R . . . .
C16 C 0.6265(5) -0.1654(5) 0.8595(3) 0.0434(12) Uani 1 1 d . . . . .
H16 H 0.5956 -0.1607 0.9167 0.052 Uiso 1 1 calc R . . . .
C28 C 0.9663(5) 0.5603(5) 0.6004(3) 0.0410(12) Uani 1 1 d . . . . .
H28 H 1.0318 0.4917 0.6449 0.049 Uiso 1 1 calc R . . . .
C26 C 0.7663(5) 0.1946(5) 0.7453(3) 0.0423(12) Uani 1 1 d . . . . .
H26 H 0.8253 0.1145 0.7847 0.051 Uiso 1 1 calc R . . . .
C27 C 0.8216(5) 0.5389(5) 0.5803(3) 0.0379(12) Uani 1 1 d . . . . .
C2 C 0.3455(6) 0.2399(5) 0.8580(3) 0.0430(12) Uani 1 1 d . . . . .
C30 C 1.1499(6) 0.7218(5) 0.5782(3) 0.0451(13) Uani 1 1 d . . . . .
C29 C 1.0125(6) 0.6833(5) 0.5542(3) 0.0440(13) Uani 1 1 d . . . . .
C20 C 0.6489(5) -0.0575(6) 0.6991(3) 0.0495(13) Uani 1 1 d . . . . .
H20 H 0.6352 0.0213 0.6474 0.059 Uiso 1 1 calc R . . . .
C23 C 0.5954(5) 0.4267(5) 0.6230(3) 0.0402(12) Uani 1 1 d . . . . .
H23 H 0.5371 0.5034 0.5800 0.048 Uiso 1 1 calc R . . . .
C3 C 0.4487(7) 0.3081(5) 0.8839(3) 0.0529(14) Uani 1 1 d . U . . .
H3 H 0.5540 0.2716 0.8898 0.063 Uiso 1 1 calc R . . . .
C13 C 0.2333(6) -0.0424(5) 0.8071(3) 0.0479(13) Uani 1 1 d . . . . .
H13 H 0.2625 -0.0152 0.7462 0.057 Uiso 1 1 calc R . . . .
C9 C 0.2507(5) -0.0390(5) 0.9612(3) 0.0487(13) Uani 1 1 d . . . . .
H9 H 0.2898 -0.0074 1.0044 0.058 Uiso 1 1 calc R . . . .
C17 C 0.6981(6) -0.2902(5) 0.8528(4) 0.0549(14) Uani 1 1 d . . . . .
H17 H 0.7158 -0.3682 0.9050 0.066 Uiso 1 1 calc R . . . .
C7 C 0.1897(6) 0.2912(6) 0.8547(3) 0.0549(14) Uani 1 1 d . . . . .
H7 H 0.1195 0.2423 0.8419 0.066 Uiso 1 1 calc R . . . .
C18 C 0.7436(6) -0.2984(6) 0.7676(4) 0.0608(15) Uani 1 1 d . . . . .
H18 H 0.7915 -0.3822 0.7623 0.073 Uiso 1 1 calc R . . . .
C10 C 0.1468(6) -0.1277(6) 0.9866(4) 0.0602(15) Uani 1 1 d . . . . .
H10 H 0.1195 -0.1588 1.0477 0.072 Uiso 1 1 calc R . . . .
C11 C 0.0833(6) -0.1706(6) 0.9235(4) 0.0622(16) Uani 1 1 d . . . . .
H11 H 0.0109 -0.2286 0.9413 0.075 Uiso 1 1 calc R . . . .
C31 C 1.2081(6) 0.8367(6) 0.5421(4) 0.0620(16) Uani 1 1 d . . . . .
H31 H 1.1676 0.9130 0.4921 0.074 Uiso 1 1 calc R . . . .
C19 C 0.7174(6) -0.1820(6) 0.6908(4) 0.0579(15) Uani 1 1 d . . . . .
H19 H 0.7460 -0.1874 0.6335 0.069 Uiso 1 1 calc R . . . .
C12 C 0.1263(6) -0.1281(6) 0.8333(4) 0.0608(15) Uani 1 1 d . . . . .
H12 H 0.0830 -0.1574 0.7902 0.073 Uiso 1 1 calc R . . . .
C33 C 1.3566(6) 0.6959(7) 0.6610(4) 0.0656(16) Uani 1 1 d . . . . .
H33 H 1.4358 0.6583 0.7059 0.079 Uiso 1 1 calc R . . . .
B1 B 0.7841(7) 0.7555(7) 0.4522(4) 0.0444(15) Uani 1 1 d . . . . .
C4 C 0.3959(8) 0.4310(6) 0.9011(4) 0.0735(17) Uani 1 1 d . U . . .
H4 H 0.4646 0.4786 0.9171 0.088 Uiso 1 1 calc R . . . .
C32 C 1.3432(7) 0.8191(7) 0.5950(4) 0.0713(18) Uani 1 1 d . . . . .
H32 H 1.4106 0.8812 0.5858 0.086 Uiso 1 1 calc R . . . .
C6 C 0.1352(8) 0.4147(7) 0.8701(4) 0.0765(18) Uani 1 1 d . U . . .
H6 H 0.0301 0.4515 0.8642 0.092 Uiso 1 1 calc R . . . .
C5 C 0.2381(9) 0.4801(7) 0.8938(4) 0.087(2) Uani 1 1 d . U . . .
H5 H 0.2016 0.5616 0.9057 0.104 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F2 B1 1.386(6) . ?
F1 B1 1.359(7) . ?
O3 C27 1.292(5) . ?
O3 B1 1.475(6) . ?
O2 C29 1.307(6) . ?
O2 B1 1.462(6) . ?
O1 C30 1.353(6) . ?
O1 C33 1.350(6) . ?
C24 C25 1.396(6) . ?
C24 C27 1.459(6) . ?
C24 C23 1.378(6) . ?
C21 C14 1.491(6) . ?
C21 C22 1.389(6) . ?
C21 C26 1.380(6) . ?
C8 C1 1.478(6) . ?
C8 C13 1.384(6) . ?
C8 C9 1.413(6) . ?
C15 C14 1.482(6) . ?
C15 C16 1.371(6) . ?
C15 C20 1.401(6) . ?
C1 C14 1.361(6) . ?
C1 C2 1.507(6) . ?
C25 H25 0.9300 . ?
C25 C26 1.396(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.380(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.379(7) . ?
C28 H28 0.9300 . ?
C28 C27 1.388(6) . ?
C28 C29 1.375(6) . ?
C26 H26 0.9300 . ?
C2 C3 1.387(6) . ?
C2 C7 1.375(6) . ?
C30 C29 1.430(6) . ?
C30 C31 1.333(6) . ?
C20 H20 0.9300 . ?
C20 C19 1.378(7) . ?
C23 H23 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.394(7) . ?
C13 H13 0.9300 . ?
C13 C12 1.375(7) . ?
C9 H9 0.9300 . ?
C9 C10 1.375(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.389(7) . ?
C7 H7 0.9300 . ?
C7 C6 1.388(8) . ?
C18 H18 0.9300 . ?
C18 C19 1.378(7) . ?
C10 H10 0.9300 . ?
C10 C11 1.364(7) . ?
C11 H11 0.9300 . ?
C11 C12 1.379(7) . ?
C31 H31 0.9300 . ?
C31 C32 1.405(7) . ?
C19 H19 0.9300 . ?
C12 H12 0.9300 . ?
C33 H33 0.9300 . ?
C33 C32 1.340(8) . ?
C4 H4 0.9300 . ?
C4 C5 1.385(8) . ?
C32 H32 0.9300 . ?
C6 H6 0.9300 . ?
C6 C5 1.347(8) . ?
C5 H5 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C27 O3 B1 123.6(4) . . ?
C29 O2 B1 122.5(4) . . ?
C33 O1 C30 106.8(4) . . ?
C25 C24 C27 122.0(4) . . ?
C23 C24 C25 118.4(4) . . ?
C23 C24 C27 119.6(4) . . ?
C22 C21 C14 120.2(4) . . ?
C26 C21 C14 121.0(4) . . ?
C26 C21 C22 118.8(4) . . ?
C13 C8 C1 120.6(4) . . ?
C13 C8 C9 117.9(4) . . ?
C9 C8 C1 121.2(4) . . ?
C16 C15 C14 122.4(4) . . ?
C16 C15 C20 117.9(4) . . ?
C20 C15 C14 119.5(4) . . ?
C8 C1 C2 115.0(4) . . ?
C14 C1 C8 123.0(4) . . ?
C14 C1 C2 121.9(4) . . ?
C15 C14 C21 115.3(4) . . ?
C1 C14 C21 122.3(4) . . ?
C1 C14 C15 122.3(4) . . ?
C24 C25 H25 120.2 . . ?
C24 C25 C26 119.7(4) . . ?
C26 C25 H25 120.2 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.0(4) . . ?
C23 C22 H22 120.0 . . ?
C15 C16 H16 119.1 . . ?
C15 C16 C17 121.9(4) . . ?
C17 C16 H16 119.1 . . ?
C27 C28 H28 120.1 . . ?
C29 C28 H28 120.1 . . ?
C29 C28 C27 119.8(5) . . ?
C21 C26 C25 121.2(4) . . ?
C21 C26 H26 119.4 . . ?
C25 C26 H26 119.4 . . ?
O3 C27 C24 115.1(4) . . ?
O3 C27 C28 120.2(4) . . ?
C28 C27 C24 124.6(4) . . ?
C3 C2 C1 121.2(4) . . ?
C7 C2 C1 119.8(5) . . ?
C7 C2 C3 118.9(5) . . ?
O1 C30 C29 118.5(4) . . ?
C31 C30 O1 110.4(4) . . ?
C31 C30 C29 131.0(5) . . ?
O2 C29 C28 121.3(5) . . ?
O2 C29 C30 114.8(4) . . ?
C28 C29 C30 123.8(5) . . ?
C15 C20 H20 119.5 . . ?
C19 C20 C15 120.9(5) . . ?
C19 C20 H20 119.5 . . ?
C24 C23 C22 121.9(4) . . ?
C24 C23 H23 119.1 . . ?
C22 C23 H23 119.1 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.4(5) . . ?
C4 C3 H3 119.8 . . ?
C8 C13 H13 119.4 . . ?
C12 C13 C8 121.3(5) . . ?
C12 C13 H13 119.4 . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 120.0(5) . . ?
C10 C9 H9 120.0 . . ?
C16 C17 H17 120.3 . . ?
C16 C17 C18 119.5(5) . . ?
C18 C17 H17 120.3 . . ?
C2 C7 H7 119.3 . . ?
C2 C7 C6 121.3(6) . . ?
C6 C7 H7 119.3 . . ?
C17 C18 H18 120.1 . . ?
C19 C18 C17 119.8(5) . . ?
C19 C18 H18 120.1 . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 120.9(5) . . ?
C11 C10 H10 119.5 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.0(5) . . ?
C12 C11 H11 120.0 . . ?
C30 C31 H31 127.0 . . ?
C30 C31 C32 106.1(5) . . ?
C32 C31 H31 127.0 . . ?
C20 C19 H19 120.0 . . ?
C18 C19 C20 120.0(5) . . ?
C18 C19 H19 120.0 . . ?
C13 C12 C11 120.0(5) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
O1 C33 H33 125.2 . . ?
C32 C33 O1 109.5(5) . . ?
C32 C33 H33 125.2 . . ?
F2 B1 O3 108.1(4) . . ?
F2 B1 O2 108.5(4) . . ?
F1 B1 F2 109.9(4) . . ?
F1 B1 O3 108.5(4) . . ?
F1 B1 O2 110.3(5) . . ?
O2 B1 O3 111.4(4) . . ?
C3 C4 H4 121.0 . . ?
C5 C4 C3 118.0(6) . . ?
C5 C4 H4 121.0 . . ?
C31 C32 H32 126.4 . . ?
C33 C32 C31 107.1(5) . . ?
C33 C32 H32 126.4 . . ?
C7 C6 H6 120.8 . . ?
C5 C6 C7 118.5(6) . . ?
C5 C6 H6 120.8 . . ?
C4 C5 H5 118.6 . . ?
C6 C5 C4 122.7(6) . . ?
C6 C5 H5 118.6 . . ?

_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_20180234-1-yellow_0m
_database_code_depnum_ccdc_archive 'CCDC 1912366'
loop_
_audit_author_name
_audit_author_address
threefunanqianse
;shihezi university
China
;
_audit_update_record             
;
2019-04-26 deposited with the CCDC.	2019-06-12 downloaded from the CCDC.
;
_audit_creation_date             2018-03-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H23 B F2 O3'
_chemical_formula_sum            'C33 H23 B F2 O3'
_chemical_formula_weight         516.32
_chemical_absolute_configuration .
_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'
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           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   53.109(11)
_cell_length_b                   7.2441(17)
_cell_length_c                   13.687(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.371(5)
_cell_angle_gamma                90
_cell_volume                     5222(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3135
_cell_measurement_temperature    173
_cell_measurement_theta_max      24.900
_cell_measurement_theta_min      2.84
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0943 before and 0.0654 after correction. The Ratio of minimum to maximum transmission is 0.8008. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2144
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0637
_diffrn_reflns_av_unetI/netI     0.1012
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       60
_diffrn_reflns_limit_h_min       -64
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16154
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_min         1.546
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.999
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                6066
_reflns_number_total             8579
_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       ?
_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         0.784
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.102
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   1.6(16)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     704
_refine_ls_number_reflns         8579
_refine_ls_number_restraints     1390
_refine_ls_R_factor_all          0.1206
_refine_ls_R_factor_gt           0.0890
_refine_ls_restrained_S_all      0.964
_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)+(0.1680P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2251
_refine_ls_wR_factor_ref         0.2518
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: -0.6(16)
 1.6(16)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08
Uanis(C34) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(B1) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
5. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C17(H17), C20(H20), C21(H21), C23(H23), C28(H28), C29(H29), C30(H30),
 C31(H31), C40(H40), C42(H42), C43(H43), C47(H47), C49(H49), C51(H51), C52(H52),
  C53(H53), C54(H54), C58(H58), C60(H60), C62(H62), C63(H63), C64(H64), C1(H1),
 C5(H5), C9(H9), C10(H10), C16(H16), C18(H18), C22(H22), C25(H25), C35(H35),
 C38(H38), C39(H39), C41(H41), C44(H44), C45(H45), C46(H46), C48(H48), C55(H55),
  C56(H56), C57(H57), C59(H59), C61(H61), C65(H65), C66(H66)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.46173(8) -0.5256(7) -0.0468(3) 0.0704(13) Uani 1 1 d . U . . .
F3 F 0.46346(8) -0.5536(7) 0.1164(4) 0.0747(14) Uani 1 1 d . U . . .
O1 O 0.55326(7) -0.0228(6) 0.0791(3) 0.0279(10) Uani 1 1 d . U . . .
O3 O 0.48658(8) -0.3271(5) 0.0538(3) 0.0288(10) Uani 1 1 d . U . . .
O6 O 0.44017(8) -0.3213(5) 0.0369(3) 0.0313(10) Uani 1 1 d . U . . .
C2 C 0.51117(10) -0.0601(8) 0.0597(4) 0.0224(11) Uani 1 1 d . U . . .
C4 C 0.41619(10) -0.0462(8) 0.0244(4) 0.0200(11) Uani 1 1 d . U . . .
C6 C 0.46388(10) -0.0480(7) 0.0380(4) 0.0199(11) Uani 1 1 d . U . . .
H6 H 0.4641 0.0801 0.0342 0.024 Uiso 1 1 calc R . . . .
C8 C 0.48648(10) -0.1448(7) 0.0493(3) 0.0191(11) Uani 1 1 d . U . . .
C13 C 0.36837(10) 0.1177(8) 0.0104(4) 0.0208(11) Uani 1 1 d . U . . .
C17 C 0.37096(11) -0.0744(8) 0.0153(4) 0.0254(12) Uani 1 1 d . U . . .
H17 H 0.3565 -0.1478 0.0125 0.031 Uiso 1 1 calc R . . . .
C19 C 0.44103(10) -0.1393(7) 0.0323(3) 0.0193(11) Uani 1 1 d . U . . .
C20 C 0.53398(11) -0.1483(8) 0.0740(4) 0.0270(13) Uani 1 1 d . U . . .
H20 H 0.5361 -0.2754 0.0795 0.032 Uiso 1 1 calc R . . . .
C21 C 0.51691(12) 0.1329(9) 0.0560(4) 0.0321(14) Uani 1 1 d . U . . .
H21 H 0.5054 0.2299 0.0479 0.038 Uiso 1 1 calc R . . . .
C23 C 0.36561(12) 0.5528(10) 0.1884(4) 0.0349(14) Uani 1 1 d . U . . .
H23 H 0.3559 0.6461 0.1553 0.042 Uiso 1 1 calc R . . . .
C26 C 0.35935(11) 0.3723(9) 0.1673(4) 0.0299(13) Uani 1 1 d . U . . .
C27 C 0.32308(11) 0.1469(9) -0.0694(4) 0.0306(13) Uani 1 1 d . U . . .
C28 C 0.39009(11) 0.2238(8) 0.0098(4) 0.0230(12) Uani 1 1 d . U . . .
H28 H 0.3887 0.3516 0.0058 0.028 Uiso 1 1 calc R . . . .
C29 C 0.54189(12) 0.1454(9) 0.0666(4) 0.0327(14) Uani 1 1 d . U . . .
H29 H 0.5507 0.2561 0.0655 0.039 Uiso 1 1 calc R . . . .
C30 C 0.39435(11) -0.1565(8) 0.0241(4) 0.0267(13) Uani 1 1 d . U . . .
H30 H 0.3958 -0.2840 0.0299 0.032 Uiso 1 1 calc R . . . .
C31 C 0.41359(10) 0.1425(8) 0.0151(4) 0.0231(12) Uani 1 1 d . U . . .
H31 H 0.4279 0.2155 0.0124 0.028 Uiso 1 1 calc R . . . .
C33 C 0.33859(11) 0.3289(9) 0.0833(4) 0.0287(13) Uani 1 1 d . U . . .
C37 C 0.34271(10) 0.2071(8) 0.0122(4) 0.0231(12) Uani 1 1 d . U . . .
C40 C 0.38618(13) 0.6006(12) 0.2584(5) 0.0494(18) Uani 1 1 d . U . . .
H40 H 0.3902 0.7238 0.2712 0.059 Uiso 1 1 calc R . . . .
C42 C 0.40024(14) 0.4626(12) 0.3079(5) 0.0518(18) Uani 1 1 d . U . . .
H42 H 0.4143 0.4922 0.3528 0.062 Uiso 1 1 calc R . . . .
C43 C 0.28813(13) 0.0247(10) -0.2270(5) 0.0429(16) Uani 1 1 d . U . . .
H43 H 0.2765 -0.0150 -0.2793 0.052 Uiso 1 1 calc R . . . .
C47 C 0.29837(12) 0.1016(10) -0.0553(5) 0.0410(16) Uani 1 1 d . U . . .
H47 H 0.2934 0.1143 0.0071 0.049 Uiso 1 1 calc R . . . .
C49 C 0.27957(14) 0.5235(11) 0.1702(7) 0.0532(18) Uani 1 1 d . U . . .
H49 H 0.2712 0.5159 0.2259 0.064 Uiso 1 1 calc R . . . .
C50 C 0.31461(11) 0.4343(8) 0.0831(5) 0.0303(13) Uani 1 1 d . U . . .
C51 C 0.30198(12) 0.4364(10) 0.1674(5) 0.0406(16) Uani 1 1 d . U . . .
H51 H 0.3094 0.3752 0.2236 0.049 Uiso 1 1 calc R . . . .
C52 C 0.28091(13) 0.0378(10) -0.1319(5) 0.0455(17) Uani 1 1 d . U . . .
H52 H 0.2646 0.0042 -0.1206 0.055 Uiso 1 1 calc R . . . .
C53 C 0.37261(13) 0.2349(11) 0.2197(4) 0.0434(16) Uani 1 1 d . U . . .
H53 H 0.3676 0.1130 0.2076 0.052 Uiso 1 1 calc R . . . .
C54 C 0.30363(14) 0.5281(10) 0.0036(5) 0.0442(17) Uani 1 1 d . U . . .
H54 H 0.3114 0.5270 -0.0536 0.053 Uiso 1 1 calc R . . . .
C58 C 0.33004(12) 0.1293(10) -0.1644(5) 0.0406(17) Uani 1 1 d . U . . .
H58 H 0.3465 0.1571 -0.1753 0.049 Uiso 1 1 calc R . . . .
C60 C 0.26927(15) 0.6237(11) 0.0894(7) 0.0606(19) Uani 1 1 d . U . . .
H60 H 0.2543 0.6896 0.0920 0.073 Uiso 1 1 calc R . . . .
C62 C 0.31239(13) 0.0703(11) -0.2429(5) 0.0472(18) Uani 1 1 d . U . . .
H62 H 0.3171 0.0620 -0.3059 0.057 Uiso 1 1 calc R . . . .
C63 C 0.39324(14) 0.2708(12) 0.2904(5) 0.0513(18) Uani 1 1 d . U . . .
H63 H 0.4022 0.1759 0.3249 0.062 Uiso 1 1 calc R . . . .
C64 C 0.28084(14) 0.6277(10) 0.0044(7) 0.0559(18) Uani 1 1 d . U . . .
H64 H 0.2738 0.6940 -0.0506 0.067 Uiso 1 1 calc R . . . .
B1 B 0.46291(14) -0.4357(9) 0.0407(6) 0.0297(14) Uani 1 1 d . U . . .
F2 F 0.03659(8) 1.0301(6) 0.2428(3) 0.0637(12) Uani 1 1 d . U . . .
F4 F 0.03461(8) 1.0332(7) 0.4047(3) 0.0692(13) Uani 1 1 d . U . . .
O2 O -0.05406(8) 0.5049(5) 0.2748(3) 0.0285(9) Uani 1 1 d . U . . .
O4 O 0.05828(8) 0.8097(6) 0.3405(3) 0.0337(10) Uani 1 1 d . U . . .
O5 O 0.01195(8) 0.8151(5) 0.3095(3) 0.0305(10) Uani 1 1 d . U . . .
C1 C 0.08519(11) 0.3519(8) 0.3514(4) 0.0245(13) Uani 1 1 d . U . . .
H1 H 0.0708 0.2793 0.3352 0.029 Uiso 1 1 calc R . . . .
C3 C -0.01225(10) 0.5442(8) 0.2969(4) 0.0235(12) Uani 1 1 d . U . . .
C5 C 0.10896(10) 0.2698(8) 0.3698(4) 0.0231(12) Uani 1 1 d . U . . .
H5 H 0.1104 0.1420 0.3668 0.028 Uiso 1 1 calc R . . . .
C7 C 0.15637(10) 0.2874(8) 0.4181(4) 0.0214(11) Uani 1 1 d . U . . .
C9 C -0.03554(11) 0.6331(8) 0.2805(4) 0.0238(12) Uani 1 1 d . U . . .
H9 H -0.0380 0.7600 0.2744 0.029 Uiso 1 1 calc R . . . .
C10 C 0.10446(11) 0.6496(8) 0.3786(4) 0.0264(13) Uani 1 1 d . U . . .
H10 H 0.1029 0.7771 0.3831 0.032 Uiso 1 1 calc R . . . .
C11 C 0.08292(10) 0.5407(8) 0.3572(4) 0.0200(11) Uani 1 1 d . U . . .
C12 C 0.05756(10) 0.6274(7) 0.3392(3) 0.0190(11) Uani 1 1 d . U . . .
C14 C 0.01244(10) 0.6341(7) 0.3111(3) 0.0180(11) Uani 1 1 d . U . . .
C15 C 0.13070(10) 0.3781(8) 0.3929(4) 0.0203(11) Uani 1 1 d . U . . .
C16 C -0.01792(11) 0.3528(8) 0.2999(4) 0.0281(13) Uani 1 1 d . U . . .
H16 H -0.0062 0.2571 0.3092 0.034 Uiso 1 1 calc R . . . .
C18 C -0.04309(12) 0.3354(8) 0.2868(4) 0.0313(14) Uani 1 1 d . U . . .
H18 H -0.0518 0.2241 0.2859 0.038 Uiso 1 1 calc R . . . .
C22 C 0.03485(11) 0.5360(8) 0.3233(4) 0.0225(11) Uani 1 1 d . U . . .
H22 H 0.0345 0.4078 0.3207 0.027 Uiso 1 1 calc R . . . .
C24 C 0.17594(11) 0.3509(9) 0.3560(4) 0.0309(14) Uani 1 1 d . U . . .
C25 C 0.12835(11) 0.5683(8) 0.3935(4) 0.0260(13) Uani 1 1 d . U . . .
H25 H 0.1428 0.6419 0.4038 0.031 Uiso 1 1 calc R . . . .
C32 C 0.18478(12) 0.0645(8) 0.5193(4) 0.0307(13) Uani 1 1 d . U . . .
C34 C 0.13983(11) 0.1237(9) 0.5570(4) 0.0294(12) Uani 1 1 d . U . . .
C35 C 0.13342(12) -0.0549(10) 0.5700(4) 0.0364(14) Uani 1 1 d . U . . .
H35 H 0.1427 -0.1501 0.5461 0.044 Uiso 1 1 calc R . . . .
C36 C 0.16037(11) 0.1699(8) 0.4932(4) 0.0280(12) Uani 1 1 d . U . . .
C38 C 0.12713(13) 0.2697(10) 0.5992(4) 0.0418(15) Uani 1 1 d . U . . .
H38 H 0.1324 0.3913 0.5942 0.050 Uiso 1 1 calc R . . . .
C39 C 0.20053(12) 0.3985(9) 0.3954(5) 0.0383(15) Uani 1 1 d . U . . .
H39 H 0.2054 0.3884 0.4629 0.046 Uiso 1 1 calc R . . . .
C41 C 0.19665(12) 0.0630(9) 0.6169(5) 0.0383(16) Uani 1 1 d . U . . .
H41 H 0.1890 0.1219 0.6657 0.046 Uiso 1 1 calc R . . . .
C44 C 0.19569(13) -0.0300(10) 0.4476(5) 0.0399(16) Uani 1 1 d . U . . .
H44 H 0.1880 -0.0295 0.3826 0.048 Uiso 1 1 calc R . . . .
C45 C 0.10679(14) 0.2267(13) 0.6478(5) 0.0553(17) Uani 1 1 d . U . . .
H45 H 0.0979 0.3207 0.6748 0.066 Uiso 1 1 calc R . . . .
C46 C 0.21926(13) -0.0238(10) 0.6406(6) 0.0517(18) Uani 1 1 d . U . . .
H46 H 0.2274 -0.0174 0.7048 0.062 Uiso 1 1 calc R . . . .
C48 C 0.16940(12) 0.3682(10) 0.2547(4) 0.0366(16) Uani 1 1 d . U . . .
H48 H 0.1529 0.3390 0.2276 0.044 Uiso 1 1 calc R . . . .
C55 C 0.09924(15) 0.0426(13) 0.6570(5) 0.0573(18) Uani 1 1 d . U . . .
H55 H 0.0851 0.0158 0.6884 0.069 Uiso 1 1 calc R . . . .
C56 C 0.21789(13) 0.4606(11) 0.3356(6) 0.0508(19) Uani 1 1 d . U . . .
H56 H 0.2342 0.4924 0.3631 0.061 Uiso 1 1 calc R . . . .
C57 C 0.11211(13) -0.0943(13) 0.6212(5) 0.0516(18) Uani 1 1 d . U . . .
H57 H 0.1073 -0.2161 0.6295 0.062 Uiso 1 1 calc R . . . .
C59 C 0.21099(13) 0.4756(11) 0.2346(6) 0.0471(18) Uani 1 1 d . U . . .
H59 H 0.2226 0.5179 0.1945 0.057 Uiso 1 1 calc R . . . .
C61 C 0.23031(15) -0.1214(10) 0.5705(7) 0.0584(19) Uani 1 1 d . U . . .
H61 H 0.2456 -0.1832 0.5881 0.070 Uiso 1 1 calc R . . . .
C65 C 0.21856(14) -0.1271(10) 0.4736(7) 0.0531(18) Uani 1 1 d . U . . .
H65 H 0.2258 -0.1945 0.4264 0.064 Uiso 1 1 calc R . . . .
C66 C 0.18626(14) 0.4264(12) 0.1931(6) 0.052(2) Uani 1 1 d . U . . .
H66 H 0.1814 0.4333 0.1254 0.062 Uiso 1 1 calc R . . . .
B2 B 0.03530(14) 0.9250(9) 0.3251(6) 0.0332(15) Uani 1 1 d . U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.358(9) . ?
F3 B1 1.340(9) . ?
O1 C20 1.364(7) . ?
O1 C29 1.361(8) . ?
O3 C8 1.322(6) . ?
O3 B1 1.474(8) . ?
O6 C19 1.321(6) . ?
O6 B1 1.460(8) . ?
C2 C8 1.438(8) . ?
C2 C20 1.362(8) . ?
C2 C21 1.433(8) . ?
C4 C19 1.473(8) . ?
C4 C30 1.408(8) . ?
C4 C31 1.378(8) . ?
C6 H6 0.9300 . ?
C6 C8 1.381(8) . ?
C6 C19 1.375(8) . ?
C13 C17 1.399(8) . ?
C13 C28 1.387(8) . ?
C13 C37 1.512(8) . ?
C17 H17 0.9300 . ?
C17 C30 1.368(8) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C21 C29 1.319(9) . ?
C23 H23 0.9300 . ?
C23 C26 1.371(9) . ?
C23 C40 1.401(9) . ?
C26 C33 1.520(8) . ?
C26 C53 1.368(9) . ?
C27 C37 1.492(8) . ?
C27 C47 1.390(9) . ?
C27 C58 1.402(9) . ?
C28 H28 0.9300 . ?
C28 C31 1.374(8) . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C33 C37 1.353(8) . ?
C33 C50 1.484(9) . ?
C40 H40 0.9300 . ?
C40 C42 1.373(11) . ?
C42 H42 0.9300 . ?
C42 C63 1.450(12) . ?
C43 H43 0.9300 . ?
C43 C52 1.406(11) . ?
C43 C62 1.374(10) . ?
C47 H47 0.9300 . ?
C47 C52 1.387(9) . ?
C49 H49 0.9300 . ?
C49 C51 1.352(10) . ?
C49 C60 1.376(12) . ?
C50 C51 1.407(10) . ?
C50 C54 1.350(9) . ?
C51 H51 0.9300 . ?
C52 H52 0.9300 . ?
C53 H53 0.9300 . ?
C53 C63 1.390(10) . ?
C54 H54 0.9300 . ?
C54 C64 1.411(10) . ?
C58 H58 0.9300 . ?
C58 C62 1.399(9) . ?
C60 H60 0.9300 . ?
C60 C64 1.384(13) . ?
C62 H62 0.9300 . ?
C63 H63 0.9300 . ?
C64 H64 0.9300 . ?
F2 B2 1.370(9) . ?
F4 B2 1.347(9) . ?
O2 C9 1.348(7) . ?
O2 C18 1.360(7) . ?
O4 C12 1.321(7) . ?
O4 B2 1.471(8) . ?
O5 C14 1.312(6) . ?
O5 B2 1.466(8) . ?
C1 H1 0.9300 . ?
C1 C5 1.389(8) . ?
C1 C11 1.376(8) . ?
C3 C9 1.387(8) . ?
C3 C14 1.454(8) . ?
C3 C16 1.420(8) . ?
C5 H5 0.9300 . ?
C5 C15 1.398(8) . ?
C7 C15 1.512(7) . ?
C7 C24 1.497(8) . ?
C7 C36 1.330(8) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.390(8) . ?
C10 C25 1.390(8) . ?
C11 C12 1.478(8) . ?
C12 C22 1.368(8) . ?
C14 C22 1.378(8) . ?
C15 C25 1.383(8) . ?
C16 H16 0.9300 . ?
C16 C18 1.332(9) . ?
C18 H18 0.9300 . ?
C22 H22 0.9300 . ?
C24 C39 1.390(8) . ?
C24 C48 1.392(8) . ?
C25 H25 0.9300 . ?
C32 C36 1.507(8) . ?
C32 C41 1.402(9) . ?
C32 C44 1.383(9) . ?
C34 C35 1.356(9) . ?
C34 C36 1.519(9) . ?
C34 C38 1.417(9) . ?
C35 H35 0.9300 . ?
C35 C57 1.434(10) . ?
C38 H38 0.9300 . ?
C38 C45 1.375(10) . ?
C39 H39 0.9300 . ?
C39 C56 1.384(10) . ?
C41 H41 0.9300 . ?
C41 C46 1.357(9) . ?
C44 H44 0.9300 . ?
C44 C65 1.410(10) . ?
C45 H45 0.9300 . ?
C45 C55 1.403(13) . ?
C46 H46 0.9300 . ?
C46 C61 1.381(12) . ?
C48 H48 0.9300 . ?
C48 C66 1.372(10) . ?
C55 H55 0.9300 . ?
C55 C57 1.333(12) . ?
C56 H56 0.9300 . ?
C56 C59 1.388(11) . ?
C57 H57 0.9300 . ?
C59 H59 0.9300 . ?
C59 C66 1.408(10) . ?
C61 H61 0.9300 . ?
C61 C65 1.392(12) . ?
C65 H65 0.9300 . ?
C66 H66 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C29 O1 C20 105.8(5) . . ?
C8 O3 B1 121.9(5) . . ?
C19 O6 B1 122.3(5) . . ?
C20 C2 C8 126.7(5) . . ?
C20 C2 C21 105.8(5) . . ?
C21 C2 C8 127.5(5) . . ?
C30 C4 C19 118.0(5) . . ?
C31 C4 C19 122.6(5) . . ?
C31 C4 C30 119.3(5) . . ?
C8 C6 H6 119.7 . . ?
C19 C6 H6 119.7 . . ?
C19 C6 C8 120.6(5) . . ?
O3 C8 C2 115.1(5) . . ?
O3 C8 C6 120.7(5) . . ?
C6 C8 C2 124.2(5) . . ?
C17 C13 C37 120.6(5) . . ?
C28 C13 C17 118.4(5) . . ?
C28 C13 C37 120.9(5) . . ?
C13 C17 H17 119.4 . . ?
C30 C17 C13 121.3(5) . . ?
C30 C17 H17 119.4 . . ?
O6 C19 C4 115.1(5) . . ?
O6 C19 C6 120.9(5) . . ?
C6 C19 C4 124.0(5) . . ?
O1 C20 H20 125.0 . . ?
C2 C20 O1 110.1(5) . . ?
C2 C20 H20 125.0 . . ?
C2 C21 H21 126.9 . . ?
C29 C21 C2 106.2(6) . . ?
C29 C21 H21 126.9 . . ?
C26 C23 H23 119.1 . . ?
C26 C23 C40 121.7(6) . . ?
C40 C23 H23 119.1 . . ?
C23 C26 C33 119.2(5) . . ?
C53 C26 C23 119.3(6) . . ?
C53 C26 C33 121.4(6) . . ?
C47 C27 C37 123.1(6) . . ?
C47 C27 C58 118.3(6) . . ?
C58 C27 C37 118.6(5) . . ?
C13 C28 H28 119.6 . . ?
C31 C28 C13 120.8(5) . . ?
C31 C28 H28 119.6 . . ?
O1 C29 H29 123.9 . . ?
C21 C29 O1 112.1(6) . . ?
C21 C29 H29 123.9 . . ?
C4 C30 H30 120.3 . . ?
C17 C30 C4 119.5(5) . . ?
C17 C30 H30 120.3 . . ?
C4 C31 H31 119.7 . . ?
C28 C31 C4 120.6(5) . . ?
C28 C31 H31 119.7 . . ?
C37 C33 C26 120.7(5) . . ?
C37 C33 C50 123.5(5) . . ?
C50 C33 C26 115.7(5) . . ?
C27 C37 C13 114.1(5) . . ?
C33 C37 C13 121.4(5) . . ?
C33 C37 C27 124.6(5) . . ?
C23 C40 H40 120.5 . . ?
C42 C40 C23 119.0(8) . . ?
C42 C40 H40 120.5 . . ?
C40 C42 H42 119.9 . . ?
C40 C42 C63 120.3(6) . . ?
C63 C42 H42 119.9 . . ?
C52 C43 H43 119.9 . . ?
C62 C43 H43 119.9 . . ?
C62 C43 C52 120.2(6) . . ?
C27 C47 H47 119.2 . . ?
C52 C47 C27 121.7(7) . . ?
C52 C47 H47 119.2 . . ?
C51 C49 H49 120.6 . . ?
C51 C49 C60 118.9(8) . . ?
C60 C49 H49 120.6 . . ?
C51 C50 C33 120.2(5) . . ?
C54 C50 C33 122.8(6) . . ?
C54 C50 C51 116.9(6) . . ?
C49 C51 C50 122.9(7) . . ?
C49 C51 H51 118.6 . . ?
C50 C51 H51 118.6 . . ?
C43 C52 H52 120.4 . . ?
C47 C52 C43 119.1(7) . . ?
C47 C52 H52 120.4 . . ?
C26 C53 H53 118.8 . . ?
C26 C53 C63 122.4(7) . . ?
C63 C53 H53 118.8 . . ?
C50 C54 H54 118.9 . . ?
C50 C54 C64 122.3(8) . . ?
C64 C54 H54 118.9 . . ?
C27 C58 H58 119.7 . . ?
C62 C58 C27 120.6(6) . . ?
C62 C58 H58 119.7 . . ?
C49 C60 H60 119.6 . . ?
C49 C60 C64 120.9(7) . . ?
C64 C60 H60 119.6 . . ?
C43 C62 C58 120.1(7) . . ?
C43 C62 H62 119.9 . . ?
C58 C62 H62 119.9 . . ?
C42 C63 H63 121.4 . . ?
C53 C63 C42 117.2(7) . . ?
C53 C63 H63 121.4 . . ?
C54 C64 H64 121.0 . . ?
C60 C64 C54 118.0(7) . . ?
C60 C64 H64 121.0 . . ?
F1 B1 O3 107.7(6) . . ?
F1 B1 O6 107.2(5) . . ?
F3 B1 F1 111.7(6) . . ?
F3 B1 O3 108.2(5) . . ?
F3 B1 O6 109.0(6) . . ?
O6 B1 O3 113.0(5) . . ?
C9 O2 C18 108.5(5) . . ?
C12 O4 B2 122.9(5) . . ?
C14 O5 B2 121.7(5) . . ?
C5 C1 H1 120.0 . . ?
C11 C1 H1 120.0 . . ?
C11 C1 C5 120.0(5) . . ?
C9 C3 C14 125.7(5) . . ?
C9 C3 C16 105.7(5) . . ?
C16 C3 C14 128.6(5) . . ?
C1 C5 H5 119.8 . . ?
C1 C5 C15 120.4(5) . . ?
C15 C5 H5 119.8 . . ?
C24 C7 C15 114.1(5) . . ?
C36 C7 C15 120.3(5) . . ?
C36 C7 C24 125.5(5) . . ?
O2 C9 C3 108.5(5) . . ?
O2 C9 H9 125.7 . . ?
C3 C9 H9 125.7 . . ?
C11 C10 H10 119.9 . . ?
C11 C10 C25 120.1(5) . . ?
C25 C10 H10 119.9 . . ?
C1 C11 C10 120.0(5) . . ?
C1 C11 C12 119.8(5) . . ?
C10 C11 C12 120.1(5) . . ?
O4 C12 C11 113.5(5) . . ?
O4 C12 C22 120.6(5) . . ?
C22 C12 C11 125.9(5) . . ?
O5 C14 C3 115.4(5) . . ?
O5 C14 C22 122.2(5) . . ?
C22 C14 C3 122.4(5) . . ?
C5 C15 C7 120.1(5) . . ?
C25 C15 C5 119.2(5) . . ?
C25 C15 C7 120.7(5) . . ?
C3 C16 H16 126.2 . . ?
C18 C16 C3 107.5(5) . . ?
C18 C16 H16 126.2 . . ?
O2 C18 H18 125.1 . . ?
C16 C18 O2 109.7(5) . . ?
C16 C18 H18 125.1 . . ?
C12 C22 C14 120.0(5) . . ?
C12 C22 H22 120.0 . . ?
C14 C22 H22 120.0 . . ?
C39 C24 C7 122.9(5) . . ?
C39 C24 C48 117.7(6) . . ?
C48 C24 C7 119.4(5) . . ?
C10 C25 H25 119.9 . . ?
C15 C25 C10 120.2(5) . . ?
C15 C25 H25 119.9 . . ?
C41 C32 C36 119.9(5) . . ?
C44 C32 C36 120.6(5) . . ?
C44 C32 C41 119.6(6) . . ?
C35 C34 C36 119.8(5) . . ?
C35 C34 C38 121.2(6) . . ?
C38 C34 C36 119.0(6) . . ?
C34 C35 H35 120.6 . . ?
C34 C35 C57 118.8(7) . . ?
C57 C35 H35 120.6 . . ?
C7 C36 C32 123.7(5) . . ?
C7 C36 C34 122.0(5) . . ?
C32 C36 C34 114.3(5) . . ?
C34 C38 H38 120.9 . . ?
C45 C38 C34 118.2(7) . . ?
C45 C38 H38 120.9 . . ?
C24 C39 H39 119.5 . . ?
C56 C39 C24 121.0(6) . . ?
C56 C39 H39 119.5 . . ?
C32 C41 H41 119.7 . . ?
C46 C41 C32 120.5(7) . . ?
C46 C41 H41 119.7 . . ?
C32 C44 H44 120.2 . . ?
C32 C44 C65 119.6(7) . . ?
C65 C44 H44 120.2 . . ?
C38 C45 H45 119.7 . . ?
C38 C45 C55 120.7(7) . . ?
C55 C45 H45 119.7 . . ?
C41 C46 H46 119.6 . . ?
C41 C46 C61 120.8(7) . . ?
C61 C46 H46 119.6 . . ?
C24 C48 H48 118.6 . . ?
C66 C48 C24 122.7(6) . . ?
C66 C48 H48 118.6 . . ?
C45 C55 H55 119.7 . . ?
C57 C55 C45 120.5(7) . . ?
C57 C55 H55 119.7 . . ?
C39 C56 H56 119.9 . . ?
C39 C56 C59 120.2(6) . . ?
C59 C56 H56 119.9 . . ?
C35 C57 H57 119.8 . . ?
C55 C57 C35 120.4(8) . . ?
C55 C57 H57 119.8 . . ?
C56 C59 H59 120.2 . . ?
C56 C59 C66 119.7(7) . . ?
C66 C59 H59 120.2 . . ?
C46 C61 H61 120.1 . . ?
C46 C61 C65 119.9(7) . . ?
C65 C61 H61 120.1 . . ?
C44 C65 H65 120.3 . . ?
C61 C65 C44 119.5(7) . . ?
C61 C65 H65 120.3 . . ?
C48 C66 C59 118.6(7) . . ?
C48 C66 H66 120.7 . . ?
C59 C66 H66 120.7 . . ?
F2 B2 O4 107.8(6) . . ?
F2 B2 O5 108.2(5) . . ?
F4 B2 F2 110.6(6) . . ?
F4 B2 O4 108.8(6) . . ?
F4 B2 O5 108.9(6) . . ?
O5 B2 O4 112.5(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
C2 C21 C29 O1 -1.4(7) . . . . ?
C8 O3 B1 F1 110.1(6) . . . . ?
C8 O3 B1 F3 -128.9(5) . . . . ?
C8 O3 B1 O6 -8.2(8) . . . . ?
C8 C2 C20 O1 179.2(5) . . . . ?
C8 C2 C21 C29 -178.4(5) . . . . ?
C8 C6 C19 O6 -0.4(8) . . . . ?
C8 C6 C19 C4 177.3(5) . . . . ?
C13 C17 C30 C4 -2.6(8) . . . . ?
C13 C28 C31 C4 -2.1(8) . . . . ?
C17 C13 C28 C31 -0.8(7) . . . . ?
C17 C13 C37 C27 -58.8(7) . . . . ?
C17 C13 C37 C33 120.6(6) . . . . ?
C19 O6 B1 F1 -110.0(6) . . . . ?
C19 O6 B1 F3 128.9(5) . . . . ?
C19 O6 B1 O3 8.6(8) . . . . ?
C19 C4 C30 C17 -179.0(5) . . . . ?
C19 C4 C31 C28 -178.8(5) . . . . ?
C19 C6 C8 O3 0.8(8) . . . . ?
C19 C6 C8 C2 -177.5(5) . . . . ?
C20 O1 C29 C21 1.3(6) . . . . ?
C20 C2 C8 O3 -0.5(8) . . . . ?
C20 C2 C8 C6 177.8(5) . . . . ?
C20 C2 C21 C29 0.9(6) . . . . ?
C21 C2 C8 O3 178.7(5) . . . . ?
C21 C2 C8 C6 -3.0(8) . . . . ?
C21 C2 C20 O1 -0.2(6) . . . . ?
C23 C26 C33 C37 128.5(6) . . . . ?
C23 C26 C33 C50 -48.8(8) . . . . ?
C23 C26 C53 C63 -3.6(10) . . . . ?
C23 C40 C42 C63 -2.3(11) . . . . ?
C26 C23 C40 C42 -0.7(10) . . . . ?
C26 C33 C37 C13 -3.3(8) . . . . ?
C26 C33 C37 C27 176.0(5) . . . . ?
C26 C33 C50 C51 -53.3(8) . . . . ?
C26 C33 C50 C54 128.0(7) . . . . ?
C26 C53 C63 C42 0.7(10) . . . . ?
C27 C47 C52 C43 -2.2(11) . . . . ?
C27 C58 C62 C43 -1.6(11) . . . . ?
C28 C13 C17 C30 3.2(8) . . . . ?
C28 C13 C37 C27 125.0(5) . . . . ?
C28 C13 C37 C33 -55.6(7) . . . . ?
C29 O1 C20 C2 -0.6(6) . . . . ?
C30 C4 C19 O6 1.0(7) . . . . ?
C30 C4 C19 C6 -176.9(5) . . . . ?
C30 C4 C31 C28 2.8(7) . . . . ?
C31 C4 C19 O6 -177.5(5) . . . . ?
C31 C4 C19 C6 4.6(8) . . . . ?
C31 C4 C30 C17 -0.4(8) . . . . ?
C33 C26 C53 C63 173.7(6) . . . . ?
C33 C50 C51 C49 -177.2(6) . . . . ?
C33 C50 C54 C64 180.0(6) . . . . ?
C37 C13 C17 C30 -173.1(5) . . . . ?
C37 C13 C28 C31 175.5(5) . . . . ?
C37 C27 C47 C52 -176.9(6) . . . . ?
C37 C27 C58 C62 178.9(6) . . . . ?
C37 C33 C50 C51 129.5(7) . . . . ?
C37 C33 C50 C54 -49.2(9) . . . . ?
C40 C23 C26 C33 -173.7(6) . . . . ?
C40 C23 C26 C53 3.7(9) . . . . ?
C40 C42 C63 C53 2.3(10) . . . . ?
C47 C27 C37 C13 135.6(6) . . . . ?
C47 C27 C37 C33 -43.7(9) . . . . ?
C47 C27 C58 C62 1.0(10) . . . . ?
C49 C60 C64 C54 -0.8(11) . . . . ?
C50 C33 C37 C13 173.8(5) . . . . ?
C50 C33 C37 C27 -6.9(9) . . . . ?
C50 C54 C64 C60 -1.6(11) . . . . ?
C51 C49 C60 C64 3.5(11) . . . . ?
C51 C50 C54 C64 1.3(10) . . . . ?
C52 C43 C62 C58 0.3(11) . . . . ?
C53 C26 C33 C37 -48.8(8) . . . . ?
C53 C26 C33 C50 133.9(6) . . . . ?
C54 C50 C51 C49 1.5(10) . . . . ?
C58 C27 C37 C13 -42.2(8) . . . . ?
C58 C27 C37 C33 138.5(7) . . . . ?
C58 C27 C47 C52 0.9(10) . . . . ?
C60 C49 C51 C50 -3.9(11) . . . . ?
C62 C43 C52 C47 1.6(11) . . . . ?
B1 O3 C8 C2 -177.7(5) . . . . ?
B1 O3 C8 C6 3.9(8) . . . . ?
B1 O6 C19 C4 177.3(5) . . . . ?
B1 O6 C19 C6 -4.7(8) . . . . ?
O4 C12 C22 C14 -1.8(8) . . . . ?
O5 C14 C22 C12 3.3(8) . . . . ?
C1 C5 C15 C7 176.8(5) . . . . ?
C1 C5 C15 C25 -2.5(8) . . . . ?
C1 C11 C12 O4 -175.7(5) . . . . ?
C1 C11 C12 C22 4.9(8) . . . . ?
C3 C14 C22 C12 -178.1(5) . . . . ?
C3 C16 C18 O2 0.4(6) . . . . ?
C5 C1 C11 C10 1.8(8) . . . . ?
C5 C1 C11 C12 -178.9(5) . . . . ?
C5 C15 C25 C10 4.9(8) . . . . ?
C7 C15 C25 C10 -174.4(5) . . . . ?
C7 C24 C39 C56 -178.5(6) . . . . ?
C7 C24 C48 C66 179.6(7) . . . . ?
C9 O2 C18 C16 -0.1(6) . . . . ?
C9 C3 C14 O5 1.2(7) . . . . ?
C9 C3 C14 C22 -177.4(5) . . . . ?
C9 C3 C16 C18 -0.6(6) . . . . ?
C10 C11 C12 O4 3.5(7) . . . . ?
C10 C11 C12 C22 -175.8(5) . . . . ?
C11 C1 C5 C15 -0.9(8) . . . . ?
C11 C10 C25 C15 -4.0(8) . . . . ?
C11 C12 C22 C14 177.6(5) . . . . ?
C12 O4 B2 F2 -118.7(6) . . . . ?
C12 O4 B2 F4 121.4(6) . . . . ?
C12 O4 B2 O5 0.6(9) . . . . ?
C14 O5 B2 F2 119.9(5) . . . . ?
C14 O5 B2 F4 -119.8(6) . . . . ?
C14 O5 B2 O4 1.0(8) . . . . ?
C14 C3 C9 O2 -177.6(4) . . . . ?
C14 C3 C16 C18 177.5(5) . . . . ?
C15 C7 C24 C39 134.1(6) . . . . ?
C15 C7 C24 C48 -44.3(8) . . . . ?
C15 C7 C36 C32 176.0(5) . . . . ?
C15 C7 C36 C34 -0.8(8) . . . . ?
C16 C3 C9 O2 0.5(6) . . . . ?
C16 C3 C14 O5 -176.5(5) . . . . ?
C16 C3 C14 C22 4.9(8) . . . . ?
C18 O2 C9 C3 -0.3(6) . . . . ?
C24 C7 C15 C5 125.0(5) . . . . ?
C24 C7 C15 C25 -55.8(7) . . . . ?
C24 C7 C36 C32 -7.8(9) . . . . ?
C24 C7 C36 C34 175.5(5) . . . . ?
C24 C39 C56 C59 -0.3(11) . . . . ?
C24 C48 C66 C59 -1.8(12) . . . . ?
C25 C10 C11 C1 0.6(8) . . . . ?
C25 C10 C11 C12 -178.7(5) . . . . ?
C32 C41 C46 C61 -3.8(11) . . . . ?
C32 C44 C65 C61 -2.1(11) . . . . ?
C34 C35 C57 C55 -1.4(9) . . . . ?
C34 C38 C45 C55 1.5(9) . . . . ?
C35 C34 C36 C7 125.8(6) . . . . ?
C35 C34 C36 C32 -51.2(7) . . . . ?
C35 C34 C38 C45 -4.8(8) . . . . ?
C36 C7 C15 C5 -58.4(7) . . . . ?
C36 C7 C15 C25 120.9(6) . . . . ?
C36 C7 C24 C39 -42.4(9) . . . . ?
C36 C7 C24 C48 139.2(6) . . . . ?
C36 C32 C41 C46 -176.8(6) . . . . ?
C36 C32 C44 C65 179.8(6) . . . . ?
C36 C34 C35 C57 -173.1(5) . . . . ?
C36 C34 C38 C45 173.1(5) . . . . ?
C38 C34 C35 C57 4.7(8) . . . . ?
C38 C34 C36 C7 -52.1(7) . . . . ?
C38 C34 C36 C32 130.9(6) . . . . ?
C38 C45 C55 C57 1.8(10) . . . . ?
C39 C24 C48 C66 1.2(11) . . . . ?
C39 C56 C59 C66 -0.3(12) . . . . ?
C41 C32 C36 C7 130.9(6) . . . . ?
C41 C32 C36 C34 -52.1(8) . . . . ?
C41 C32 C44 C65 0.2(10) . . . . ?
C41 C46 C61 C65 1.8(11) . . . . ?
C44 C32 C36 C7 -48.7(9) . . . . ?
C44 C32 C36 C34 128.3(6) . . . . ?
C44 C32 C41 C46 2.8(10) . . . . ?
C45 C55 C57 C35 -1.9(10) . . . . ?
C46 C61 C65 C44 1.2(11) . . . . ?
C48 C24 C39 C56 -0.1(10) . . . . ?
C56 C59 C66 C48 1.3(12) . . . . ?
B2 O4 C12 C11 -179.6(5) . . . . ?
B2 O4 C12 C22 -0.1(8) . . . . ?
B2 O5 C14 C3 178.5(5) . . . . ?
B2 O5 C14 C22 -2.9(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 -0.6(16)
2 1.6(16)

####################################################################### 
# 
# 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_20180235-1-red_0m
_database_code_depnum_ccdc_archive 'CCDC 1912368'
loop_
_audit_author_name
_audit_author_address
threefunanhongr
;shihezi university
China
;
_audit_update_record             
;
2019-04-26 deposited with the CCDC.	2019-06-12 downloaded from the CCDC.
;
_audit_creation_date             2018-03-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H23 B F2 O3'
_chemical_formula_sum            'C33 H23 B F2 O3'
_chemical_formula_weight         516.32
_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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   15.955(4)
_cell_length_b                   8.978(2)
_cell_length_c                   19.823(5)
_cell_angle_alpha                90
_cell_angle_beta                 113.380(5)
_cell_angle_gamma                90
_cell_volume                     2606.3(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3536
_cell_measurement_temperature    173
_cell_measurement_theta_max      22.21
_cell_measurement_theta_min      2.530
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.982
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6872
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0890 before and 0.0588 after correction. The Ratio of minimum to maximum transmission is 0.9219. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0545
_diffrn_reflns_av_unetI/netI     0.0589
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            19442
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.573
_diffrn_reflns_theta_min         1.397
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3363
_reflns_number_total             5393
_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       ?
_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         0.173
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         5393
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0920
_refine_ls_R_factor_gt           0.0490
_refine_ls_restrained_S_all      1.031
_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)+(0.0740P)²+0.0510P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1261
_refine_ls_wR_factor_ref         0.1468
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C13(H13), C10(H10), C6(H6), C12(H12), C33(H33), C29(H29), C23(H23),
 C16(H16), C20(H20), C27(H27), C30(H30), C1(H1), C19(H19), C3(H3), C17(H17),
 C32(H32), C31(H31), C24(H24), C18(H18), C26(H26), C25(H25), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.32050(9) 0.16894(15) 0.44080(8) 0.0529(4) Uani 1 1 d . . . . .
F2 F 0.32145(9) 0.25765(16) 0.33473(8) 0.0624(4) Uani 1 1 d . . . . .
O1 O 0.45803(9) 0.22947(16) 0.43463(8) 0.0394(4) Uani 1 1 d . . . . .
O2 O 0.36759(9) 0.01535(17) 0.36862(8) 0.0433(4) Uani 1 1 d . . . . .
O3 O 0.46583(12) -0.4387(2) 0.33494(10) 0.0634(5) Uani 1 1 d . . . . .
C7 C 0.53249(13) 0.1535(2) 0.44596(11) 0.0314(5) Uani 1 1 d . . . . .
C8 C 0.61793(13) 0.2355(2) 0.48290(10) 0.0302(5) Uani 1 1 d . . . . .
C22 C 0.94730(14) 0.7278(2) 0.57431(11) 0.0334(5) Uani 1 1 d . . . . .
C21 C 0.87448(13) 0.6132(2) 0.53849(11) 0.0332(5) Uani 1 1 d . . . . .
C28 C 0.81068(13) 0.6532(2) 0.46234(11) 0.0341(5) Uani 1 1 d . . . . .
C14 C 0.86544(13) 0.4892(2) 0.57353(11) 0.0328(5) Uani 1 1 d . . . . .
C11 C 0.78032(13) 0.3989(2) 0.54388(11) 0.0324(5) Uani 1 1 d . . . . .
C9 C 0.70246(13) 0.1645(2) 0.50467(11) 0.0351(5) Uani 1 1 d . . . . .
H9 H 0.7050 0.0599 0.4984 0.042 Uiso 1 1 calc R . . . .
C5 C 0.44342(13) -0.0570(2) 0.38301(11) 0.0330(5) Uani 1 1 d . . . . .
C15 C 0.93671(14) 0.4325(2) 0.64359(11) 0.0338(5) Uani 1 1 d . . . . .
C13 C 0.61561(14) 0.3868(2) 0.49506(12) 0.0349(5) Uani 1 1 d . . . . .
H13 H 0.5585 0.4353 0.4826 0.042 Uiso 1 1 calc R . . . .
C10 C 0.78235(14) 0.2454(2) 0.53524(12) 0.0362(5) Uani 1 1 d . . . . .
H10 H 0.8394 0.1956 0.5506 0.043 Uiso 1 1 calc R . . . .
C6 C 0.52739(14) 0.0090(2) 0.42209(11) 0.0369(5) Uani 1 1 d . . . . .
H6 H 0.5819 -0.0463 0.4324 0.044 Uiso 1 1 calc R . . . .
C12 C 0.69548(14) 0.4682(2) 0.52508(12) 0.0373(5) Uani 1 1 d . . . . .
H12 H 0.6927 0.5721 0.5330 0.045 Uiso 1 1 calc R . . . .
C2 C 0.43371(14) -0.2072(2) 0.35525(11) 0.0368(5) Uani 1 1 d . . . . .
C33 C 0.77796(15) 0.5481(3) 0.40618(12) 0.0421(6) Uani 1 1 d . . . . .
H33 H 0.7968 0.4472 0.4160 0.051 Uiso 1 1 calc R . . . .
C29 C 0.78326(14) 0.8001(3) 0.44473(13) 0.0416(6) Uani 1 1 d . . . . .
H29 H 0.8053 0.8743 0.4818 0.050 Uiso 1 1 calc R . . . .
C23 C 0.94611(16) 0.8066(3) 0.63396(12) 0.0445(6) Uani 1 1 d . . . . .
H23 H 0.9047 0.7792 0.6555 0.053 Uiso 1 1 calc R . . . .
C16 C 0.91203(16) 0.3668(3) 0.69650(12) 0.0428(6) Uani 1 1 d . . . . .
H16 H 0.8497 0.3662 0.6898 0.051 Uiso 1 1 calc R . . . .
C20 C 1.02949(14) 0.4305(3) 0.65592(12) 0.0412(6) Uani 1 1 d . . . . .
H20 H 1.0487 0.4734 0.6206 0.049 Uiso 1 1 calc R . . . .
C27 C 1.00920(16) 0.7671(3) 0.54534(13) 0.0460(6) Uani 1 1 d . . . . .
H27 H 1.0104 0.7144 0.5042 0.055 Uiso 1 1 calc R . . . .
C30 C 0.72467(15) 0.8410(3) 0.37448(13) 0.0493(6) Uani 1 1 d . . . . .
H30 H 0.7076 0.9424 0.3636 0.059 Uiso 1 1 calc R . . . .
C1 C 0.49993(16) -0.3096(3) 0.36954(14) 0.0480(6) Uani 1 1 d . . . . .
H1 H 0.5624 -0.2932 0.4000 0.058 Uiso 1 1 calc R . . . .
C19 C 1.09320(16) 0.3670(3) 0.71868(13) 0.0509(7) Uani 1 1 d . . . . .
H19 H 1.1558 0.3677 0.7263 0.061 Uiso 1 1 calc R . . . .
C3 C 0.35153(16) -0.2783(3) 0.30880(13) 0.0507(7) Uani 1 1 d . . . . .
H3 H 0.2922 -0.2357 0.2891 0.061 Uiso 1 1 calc R . . . .
C17 C 0.97640(18) 0.3027(3) 0.75852(12) 0.0509(7) Uani 1 1 d . . . . .
H17 H 0.9578 0.2576 0.7937 0.061 Uiso 1 1 calc R . . . .
C32 C 0.71835(16) 0.5888(3) 0.33624(13) 0.0530(7) Uani 1 1 d . . . . .
H32 H 0.6960 0.5153 0.2988 0.064 Uiso 1 1 calc R . . . .
C31 C 0.69106(17) 0.7347(3) 0.32032(14) 0.0557(7) Uani 1 1 d . . . . .
H31 H 0.6494 0.7617 0.2724 0.067 Uiso 1 1 calc R . . . .
C24 C 1.00522(17) 0.9253(3) 0.66240(13) 0.0527(7) Uani 1 1 d . . . . .
H24 H 1.0029 0.9811 0.7023 0.063 Uiso 1 1 calc R . . . .
C18 C 1.06751(18) 0.3031(3) 0.77012(13) 0.0523(7) Uani 1 1 d . . . . .
H18 H 1.1118 0.2597 0.8132 0.063 Uiso 1 1 calc R . . . .
C26 C 1.06999(17) 0.8829(3) 0.57540(14) 0.0558(7) Uani 1 1 d . . . . .
H26 H 1.1138 0.9069 0.5558 0.067 Uiso 1 1 calc R . . . .
C25 C 1.06718(17) 0.9624(3) 0.63301(14) 0.0543(7) Uani 1 1 d . . . . .
H25 H 1.1080 1.0434 0.6528 0.065 Uiso 1 1 calc R . . . .
C4 C 0.37404(18) -0.4158(3) 0.29828(14) 0.0593(7) Uani 1 1 d . . . . .
H4 H 0.3321 -0.4886 0.2692 0.071 Uiso 1 1 calc R . . . .
B1 B 0.36482(16) 0.1697(3) 0.39408(15) 0.0393(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
F1 B1 1.370(3) . ?
F2 B1 1.356(3) . ?
O1 C7 1.309(2) . ?
O1 B1 1.482(3) . ?
O2 C5 1.301(2) . ?
O2 B1 1.482(3) . ?
O3 C1 1.346(3) . ?
O3 C4 1.368(3) . ?
C7 C8 1.464(3) . ?
C7 C6 1.372(3) . ?
C8 C9 1.396(3) . ?
C8 C13 1.383(3) . ?
C22 C21 1.502(3) . ?
C22 C23 1.385(3) . ?
C22 C27 1.371(3) . ?
C21 C28 1.491(3) . ?
C21 C14 1.350(3) . ?
C28 C33 1.393(3) . ?
C28 C29 1.390(3) . ?
C14 C11 1.488(3) . ?
C14 C15 1.493(3) . ?
C11 C10 1.391(3) . ?
C11 C12 1.399(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.381(3) . ?
C5 C6 1.386(3) . ?
C5 C2 1.442(3) . ?
C15 C16 1.389(3) . ?
C15 C20 1.401(3) . ?
C13 H13 0.9500 . ?
C13 C12 1.382(3) . ?
C10 H10 0.9500 . ?
C6 H6 0.9500 . ?
C12 H12 0.9500 . ?
C2 C1 1.343(3) . ?
C2 C3 1.420(3) . ?
C33 H33 0.9500 . ?
C33 C32 1.383(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.384(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.386(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.377(3) . ?
C20 H20 0.9500 . ?
C20 C19 1.379(3) . ?
C27 H27 0.9500 . ?
C27 C26 1.384(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.376(4) . ?
C1 H1 0.9500 . ?
C19 H19 0.9500 . ?
C19 C18 1.367(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.325(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.379(4) . ?
C32 H32 0.9500 . ?
C32 C31 1.377(4) . ?
C31 H31 0.9500 . ?
C24 H24 0.9500 . ?
C24 C25 1.373(4) . ?
C18 H18 0.9500 . ?
C26 H26 0.9500 . ?
C26 C25 1.363(4) . ?
C25 H25 0.9500 . ?
C4 H4 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 O1 B1 123.47(18) . . ?
C5 O2 B1 122.89(16) . . ?
C1 O3 C4 105.8(2) . . ?
O1 C7 C8 115.18(18) . . ?
O1 C7 C6 120.49(18) . . ?
C6 C7 C8 124.30(19) . . ?
C9 C8 C7 121.25(19) . . ?
C13 C8 C7 119.80(18) . . ?
C13 C8 C9 118.94(18) . . ?
C23 C22 C21 118.89(19) . . ?
C27 C22 C21 121.93(19) . . ?
C27 C22 C23 118.8(2) . . ?
C28 C21 C22 113.76(18) . . ?
C14 C21 C22 122.81(18) . . ?
C14 C21 C28 123.35(18) . . ?
C33 C28 C21 122.3(2) . . ?
C29 C28 C21 120.18(19) . . ?
C29 C28 C33 117.5(2) . . ?
C21 C14 C11 120.88(18) . . ?
C21 C14 C15 124.25(18) . . ?
C11 C14 C15 114.87(18) . . ?
C10 C11 C14 121.75(19) . . ?
C10 C11 C12 118.35(19) . . ?
C12 C11 C14 119.89(19) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.4(2) . . ?
C10 C9 H9 119.8 . . ?
O2 C5 C6 121.2(2) . . ?
O2 C5 C2 115.69(17) . . ?
C6 C5 C2 123.2(2) . . ?
C16 C15 C14 120.52(19) . . ?
C16 C15 C20 117.3(2) . . ?
C20 C15 C14 121.90(19) . . ?
C8 C13 H13 119.7 . . ?
C12 C13 C8 120.70(19) . . ?
C12 C13 H13 119.7 . . ?
C11 C10 H10 119.6 . . ?
C9 C10 C11 120.9(2) . . ?
C9 C10 H10 119.6 . . ?
C7 C6 C5 120.6(2) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.6(2) . . ?
C13 C12 H12 119.7 . . ?
C1 C2 C5 127.1(2) . . ?
C1 C2 C3 106.0(2) . . ?
C3 C2 C5 126.8(2) . . ?
C28 C33 H33 119.6 . . ?
C32 C33 C28 120.8(2) . . ?
C32 C33 H33 119.6 . . ?
C28 C29 H29 119.2 . . ?
C30 C29 C28 121.6(2) . . ?
C30 C29 H29 119.2 . . ?
C22 C23 H23 119.9 . . ?
C22 C23 C24 120.2(2) . . ?
C24 C23 H23 119.9 . . ?
C15 C16 H16 119.4 . . ?
C17 C16 C15 121.1(2) . . ?
C17 C16 H16 119.4 . . ?
C15 C20 H20 119.6 . . ?
C19 C20 C15 120.8(2) . . ?
C19 C20 H20 119.6 . . ?
C22 C27 H27 119.6 . . ?
C22 C27 C26 120.7(2) . . ?
C26 C27 H27 119.6 . . ?
C29 C30 H30 120.0 . . ?
C31 C30 C29 120.0(2) . . ?
C31 C30 H30 120.0 . . ?
O3 C1 H1 124.6 . . ?
C2 C1 O3 110.9(2) . . ?
C2 C1 H1 124.6 . . ?
C20 C19 H19 119.5 . . ?
C18 C19 C20 121.0(2) . . ?
C18 C19 H19 119.5 . . ?
C2 C3 H3 126.8 . . ?
C4 C3 C2 106.4(2) . . ?
C4 C3 H3 126.8 . . ?
C16 C17 H17 119.6 . . ?
C16 C17 C18 120.7(2) . . ?
C18 C17 H17 119.6 . . ?
C33 C32 H32 119.7 . . ?
C31 C32 C33 120.6(2) . . ?
C31 C32 H32 119.7 . . ?
C30 C31 C32 119.4(2) . . ?
C30 C31 H31 120.3 . . ?
C32 C31 H31 120.3 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.2(2) . . ?
C25 C24 H24 119.9 . . ?
C19 C18 C17 119.0(2) . . ?
C19 C18 H18 120.5 . . ?
C17 C18 H18 120.5 . . ?
C27 C26 H26 119.9 . . ?
C25 C26 C27 120.3(2) . . ?
C25 C26 H26 119.9 . . ?
C24 C25 H25 120.1 . . ?
C26 C25 C24 119.8(2) . . ?
C26 C25 H25 120.1 . . ?
O3 C4 H4 124.6 . . ?
C3 C4 O3 110.9(2) . . ?
C3 C4 H4 124.6 . . ?
F1 B1 O1 108.14(19) . . ?
F1 B1 O2 108.6(2) . . ?
F2 B1 F1 111.5(2) . . ?
F2 B1 O1 108.5(2) . . ?
F2 B1 O2 108.8(2) . . ?
O2 B1 O1 111.35(18) . . ?


_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_08
_database_code_depnum_ccdc_archive 'CCDC 1912461'
loop_
_audit_author_name
_audit_author_address
theefunanfour
;shihezi university
China
;
_audit_update_record             
;
2019-04-26 deposited with the CCDC.	2019-06-12 downloaded from the CCDC.
;
_audit_creation_date             2018-05-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H23 B F2 O3'
_chemical_formula_sum            'C33 H23 B F2 O3'
_chemical_formula_weight         516.32
_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'
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                   15.958(6)
_cell_length_b                   8.990(4)
_cell_length_c                   19.915(6)
_cell_angle_alpha                90
_cell_angle_beta                 113.62(2)
_cell_angle_gamma                90
_cell_volume                     2617.7(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    857
_cell_measurement_temperature    173
_cell_measurement_theta_max      18.235
_cell_measurement_theta_min      2.659
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6189
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0685 before and 0.0551 after correction. The Ratio of minimum to maximum transmission is 0.8303. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1442
_diffrn_reflns_av_unetI/netI     0.1508
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            16573
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.010
_diffrn_reflns_theta_max         25.010
_diffrn_reflns_theta_min         2.105
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1995
_reflns_number_total             4601
_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       ?
_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         0.214
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.937
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         4601
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1770
_refine_ls_R_factor_gt           0.0614
_refine_ls_restrained_S_all      0.937
_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)+(0.0220P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0904
_refine_ls_wR_factor_ref         0.1088
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C6(H6), C9(H9), C10(H10), C12(H12), C13(H13),
 C17(H17), C18(H18), C19(H19), C20(H20), C21(H21), C23(H23), C24(H24), C25(H25),
  C26(H26), C27(H27), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F -0.12044(13) 0.8312(2) 0.55904(11) 0.0541(6) Uani 1 1 d . . . . .
F2 F -0.01410(15) 0.7418(2) 0.66514(11) 0.0653(7) Uani 1 1 d . . . . .
O1 O 0.13005(19) 1.4380(3) 0.66533(15) 0.0670(8) Uani 1 1 d . . . . .
O2 O -0.00142(16) 0.9847(2) 0.63127(12) 0.0441(7) Uani 1 1 d . . . . .
O3 O 0.02325(15) 0.7702(2) 0.56560(11) 0.0398(6) Uani 1 1 d . . . . .
C1 C 0.0753(3) 1.4152(5) 0.7023(2) 0.0632(13) Uani 1 1 d . . . . .
H1 H 0.0627 1.4873 0.7319 0.076 Uiso 1 1 calc R . . . .
C2 C 0.0424(3) 1.2776(4) 0.69102(19) 0.0548(11) Uani 1 1 d . . . . .
H2 H 0.0024 1.2350 0.7105 0.066 Uiso 1 1 calc R . . . .
C3 C 0.0777(2) 1.2060(4) 0.64471(18) 0.0354(9) Uani 1 1 d . . . . .
C4 C 0.1300(3) 1.3084(4) 0.63090(19) 0.0525(11) Uani 1 1 d . . . . .
H4 H 0.1627 1.2919 0.6009 0.063 Uiso 1 1 calc R . . . .
C5 C 0.0602(2) 1.0574(4) 0.61699(17) 0.0362(9) Uani 1 1 d . . . . .
C6 C 0.1050(2) 0.9899(4) 0.57823(17) 0.0356(9) Uani 1 1 d . . . . .
H6 H 0.1495 1.0443 0.5679 0.043 Uiso 1 1 calc R . . . .
C7 C 0.0863(2) 0.8469(4) 0.55472(17) 0.0330(9) Uani 1 1 d . . . . .
C8 C 0.1351(2) 0.7639(4) 0.51746(16) 0.0307(8) Uani 1 1 d . . . . .
C9 C 0.1212(2) 0.6135(4) 0.50538(17) 0.0351(9) Uani 1 1 d . . . . .
H9 H 0.0766 0.5652 0.5179 0.042 Uiso 1 1 calc R . . . .
C10 C 0.1706(2) 0.5310(4) 0.47548(17) 0.0377(9) Uani 1 1 d . . . . .
H10 H 0.1601 0.4271 0.4678 0.045 Uiso 1 1 calc R . . . .
C11 C 0.2359(2) 0.6008(4) 0.45661(17) 0.0324(9) Uani 1 1 d . . . . .
C12 C 0.2475(2) 0.7533(4) 0.46521(17) 0.0373(9) Uani 1 1 d . . . . .
H12 H 0.2897 0.8023 0.4500 0.045 Uiso 1 1 calc R . . . .
C13 C 0.1981(2) 0.8349(4) 0.49572(16) 0.0374(9) Uani 1 1 d . . . . .
H13 H 0.2071 0.9393 0.5019 0.045 Uiso 1 1 calc R . . . .
C14 C 0.2923(2) 0.5106(4) 0.42728(17) 0.0348(9) Uani 1 1 d . . . . .
C15 C 0.3364(2) 0.3871(4) 0.46183(18) 0.0344(9) Uani 1 1 d . . . . .
C16 C 0.3484(2) 0.3465(4) 0.53790(18) 0.0361(9) Uani 1 1 d . . . . .
C17 C 0.3719(2) 0.4509(4) 0.59379(19) 0.0443(10) Uani 1 1 d . . . . .
H17 H 0.3812 0.5515 0.5837 0.053 Uiso 1 1 calc R . . . .
C18 C 0.3821(2) 0.4119(5) 0.6636(2) 0.0534(11) Uani 1 1 d . . . . .
H18 H 0.3965 0.4858 0.7006 0.064 Uiso 1 1 calc R . . . .
C19 C 0.3714(3) 0.2654(5) 0.6798(2) 0.0580(12) Uani 1 1 d . . . . .
H19 H 0.3784 0.2381 0.7278 0.070 Uiso 1 1 calc R . . . .
C20 C 0.3506(2) 0.1597(4) 0.6255(2) 0.0541(11) Uani 1 1 d . . . . .
H20 H 0.3442 0.0585 0.6364 0.065 Uiso 1 1 calc R . . . .
C21 C 0.3388(2) 0.1996(4) 0.55561(19) 0.0420(10) Uani 1 1 d . . . . .
H21 H 0.3237 0.1254 0.5187 0.050 Uiso 1 1 calc R . . . .
C22 C 0.3726(2) 0.2715(4) 0.42622(18) 0.0345(9) Uani 1 1 d . . . . .
C23 C 0.4643(2) 0.2326(4) 0.45492(19) 0.0482(10) Uani 1 1 d . . . . .
H23 H 0.5066 0.2856 0.4957 0.058 Uiso 1 1 calc R . . . .
C24 C 0.4946(3) 0.1173(4) 0.4245(2) 0.0571(12) Uani 1 1 d . . . . .
H24 H 0.5578 0.0931 0.4435 0.069 Uiso 1 1 calc R . . . .
C25 C 0.4338(3) 0.0381(4) 0.3674(2) 0.0550(11) Uani 1 1 d . . . . .
H25 H 0.4548 -0.0430 0.3477 0.066 Uiso 1 1 calc R . . . .
C26 C 0.3428(3) 0.0744(4) 0.3380(2) 0.0556(11) Uani 1 1 d . . . . .
H26 H 0.3008 0.0185 0.2983 0.067 Uiso 1 1 calc R . . . .
C27 C 0.3121(2) 0.1933(4) 0.36658(18) 0.0442(10) Uani 1 1 d . . . . .
H27 H 0.2495 0.2211 0.3452 0.053 Uiso 1 1 calc R . . . .
C28 C 0.2931(2) 0.5671(4) 0.35732(18) 0.0338(9) Uani 1 1 d . . . . .
C29 C 0.3729(2) 0.5694(4) 0.34480(18) 0.0432(10) Uani 1 1 d . . . . .
H29 H 0.4275 0.5275 0.3800 0.052 Uiso 1 1 calc R . . . .
C30 C 0.3737(3) 0.6317(4) 0.2821(2) 0.0518(11) Uani 1 1 d . . . . .
H30 H 0.4286 0.6303 0.2742 0.062 Uiso 1 1 calc R . . . .
C31 C 0.2970(3) 0.6956(4) 0.2306(2) 0.0557(11) Uani 1 1 d . . . . .
H31 H 0.2984 0.7383 0.1874 0.067 Uiso 1 1 calc R . . . .
C32 C 0.2177(3) 0.6969(4) 0.24263(19) 0.0494(10) Uani 1 1 d . . . . .
H32 H 0.1643 0.7433 0.2082 0.059 Uiso 1 1 calc R . . . .
C33 C 0.2158(3) 0.6313(4) 0.30414(19) 0.0444(10) Uani 1 1 d . . . . .
H33 H 0.1600 0.6298 0.3106 0.053 Uiso 1 1 calc R . . . .
B1 B -0.0302(3) 0.8306(5) 0.6053(2) 0.0428(12) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.363(5) . ?
F2 B1 1.370(4) . ?
O1 C1 1.365(4) . ?
O1 C4 1.351(4) . ?
O2 C5 1.304(4) . ?
O2 B1 1.487(5) . ?
O3 C7 1.307(3) . ?
O3 B1 1.479(4) . ?
C1 H1 0.9500 . ?
C1 C2 1.327(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.414(4) . ?
C3 C4 1.343(4) . ?
C3 C5 1.430(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.385(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.360(4) . ?
C7 C8 1.475(4) . ?
C8 C9 1.376(4) . ?
C8 C13 1.399(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.379(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.391(4) . ?
C11 C12 1.385(4) . ?
C11 C14 1.492(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.382(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.347(4) . ?
C14 C28 1.488(4) . ?
C15 C16 1.494(4) . ?
C15 C22 1.499(4) . ?
C16 C17 1.388(4) . ?
C16 C21 1.391(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.379(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.382(5) . ?
C19 H19 0.9500 . ?
C19 C20 1.376(5) . ?
C20 H20 0.9500 . ?
C20 C21 1.376(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.385(4) . ?
C22 C27 1.385(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.382(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.363(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.371(5) . ?
C26 H26 0.9500 . ?
C26 C27 1.388(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.393(4) . ?
C28 C33 1.389(4) . ?
C29 H29 0.9500 . ?
C29 C30 1.373(4) . ?
C30 H30 0.9500 . ?
C30 C31 1.369(5) . ?
C31 H31 0.9500 . ?
C31 C32 1.378(5) . ?
C32 H32 0.9500 . ?
C32 C33 1.370(4) . ?
C33 H33 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 O1 C1 106.0(3) . . ?
C5 O2 B1 123.1(3) . . ?
C7 O3 B1 122.8(3) . . ?
O1 C1 H1 125.0 . . ?
C2 C1 O1 110.1(3) . . ?
C2 C1 H1 125.0 . . ?
C1 C2 H2 126.3 . . ?
C1 C2 C3 107.5(3) . . ?
C3 C2 H2 126.3 . . ?
C2 C3 C5 127.5(3) . . ?
C4 C3 C2 105.4(3) . . ?
C4 C3 C5 127.1(3) . . ?
O1 C4 H4 124.4 . . ?
C3 C4 O1 111.1(3) . . ?
C3 C4 H4 124.4 . . ?
O2 C5 C3 115.6(3) . . ?
O2 C5 C6 120.3(3) . . ?
C6 C5 C3 124.1(3) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 C5 121.0(3) . . ?
C7 C6 H6 119.5 . . ?
O3 C7 C6 121.2(3) . . ?
O3 C7 C8 114.4(3) . . ?
C6 C7 C8 124.3(3) . . ?
C9 C8 C7 120.3(3) . . ?
C9 C8 C13 118.6(3) . . ?
C13 C8 C7 121.0(3) . . ?
C8 C9 H9 119.2 . . ?
C8 C9 C10 121.7(3) . . ?
C10 C9 H9 119.2 . . ?
C9 C10 H10 120.2 . . ?
C9 C10 C11 119.6(3) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 C14 119.7(3) . . ?
C12 C11 C10 119.3(3) . . ?
C12 C11 C14 121.0(3) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.6(3) . . ?
C13 C12 H12 119.7 . . ?
C8 C13 H13 119.9 . . ?
C12 C13 C8 120.1(3) . . ?
C12 C13 H13 119.9 . . ?
C15 C14 C11 121.4(3) . . ?
C15 C14 C28 124.1(3) . . ?
C28 C14 C11 114.5(3) . . ?
C14 C15 C16 123.2(3) . . ?
C14 C15 C22 123.5(3) . . ?
C16 C15 C22 113.2(3) . . ?
C17 C16 C15 122.1(3) . . ?
C17 C16 C21 117.4(3) . . ?
C21 C16 C15 120.4(3) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 C16 121.4(4) . . ?
C18 C17 H17 119.3 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.1(4) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.4 . . ?
C20 C19 C18 119.3(4) . . ?
C20 C19 H19 120.4 . . ?
C19 C20 H20 119.8 . . ?
C19 C20 C21 120.4(4) . . ?
C21 C20 H20 119.8 . . ?
C16 C21 H21 119.3 . . ?
C20 C21 C16 121.3(3) . . ?
C20 C21 H21 119.3 . . ?
C23 C22 C15 121.6(3) . . ?
C23 C22 C27 118.9(3) . . ?
C27 C22 C15 119.3(3) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.4(3) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 120.0 . . ?
C25 C24 C23 120.1(4) . . ?
C25 C24 H24 120.0 . . ?
C24 C25 H25 119.7 . . ?
C24 C25 C26 120.6(3) . . ?
C26 C25 H25 119.7 . . ?
C25 C26 H26 120.1 . . ?
C25 C26 C27 119.7(4) . . ?
C27 C26 H26 120.1 . . ?
C22 C27 C26 120.2(3) . . ?
C22 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
C29 C28 C14 121.6(3) . . ?
C33 C28 C14 121.2(3) . . ?
C33 C28 C29 116.9(3) . . ?
C28 C29 H29 119.6 . . ?
C30 C29 C28 120.7(3) . . ?
C30 C29 H29 119.6 . . ?
C29 C30 H30 119.3 . . ?
C31 C30 C29 121.4(4) . . ?
C31 C30 H30 119.3 . . ?
C30 C31 H31 120.6 . . ?
C30 C31 C32 118.8(4) . . ?
C32 C31 H31 120.6 . . ?
C31 C32 H32 119.9 . . ?
C33 C32 C31 120.1(4) . . ?
C33 C32 H32 119.9 . . ?
C28 C33 H33 119.0 . . ?
C32 C33 C28 122.0(3) . . ?
C32 C33 H33 119.0 . . ?
F1 B1 F2 111.7(3) . . ?
F1 B1 O2 109.1(3) . . ?
F1 B1 O3 108.7(3) . . ?
F2 B1 O2 108.4(3) . . ?
F2 B1 O3 107.7(3) . . ?
O3 B1 O2 111.4(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 0.4(5) . . . . ?
O2 C5 C6 C7 -0.4(5) . . . . ?
O3 C7 C8 C9 -8.2(4) . . . . ?
O3 C7 C8 C13 173.8(3) . . . . ?
C1 O1 C4 C3 0.1(4) . . . . ?
C1 C2 C3 C4 -0.4(4) . . . . ?
C1 C2 C3 C5 -179.2(4) . . . . ?
C2 C3 C4 O1 0.2(4) . . . . ?
C2 C3 C5 O2 6.3(5) . . . . ?
C2 C3 C5 C6 -172.8(3) . . . . ?
C3 C5 C6 C7 178.6(3) . . . . ?
C4 O1 C1 C2 -0.3(5) . . . . ?
C4 C3 C5 O2 -172.2(3) . . . . ?
C4 C3 C5 C6 8.7(6) . . . . ?
C5 O2 B1 F1 -116.8(3) . . . . ?
C5 O2 B1 F2 121.4(3) . . . . ?
C5 O2 B1 O3 3.1(5) . . . . ?
C5 C3 C4 O1 179.0(3) . . . . ?
C5 C6 C7 O3 2.5(5) . . . . ?
C5 C6 C7 C8 -175.8(3) . . . . ?
C6 C7 C8 C9 170.2(3) . . . . ?
C6 C7 C8 C13 -7.8(5) . . . . ?
C7 O3 B1 F1 119.1(3) . . . . ?
C7 O3 B1 F2 -119.8(3) . . . . ?
C7 O3 B1 O2 -1.1(5) . . . . ?
C7 C8 C9 C10 -175.3(3) . . . . ?
C7 C8 C13 C12 175.8(3) . . . . ?
C8 C9 C10 C11 -0.3(5) . . . . ?
C9 C8 C13 C12 -2.3(5) . . . . ?
C9 C10 C11 C12 -2.8(5) . . . . ?
C9 C10 C11 C14 177.4(3) . . . . ?
C10 C11 C12 C13 3.3(5) . . . . ?
C10 C11 C14 C15 -50.3(5) . . . . ?
C10 C11 C14 C28 128.3(3) . . . . ?
C11 C12 C13 C8 -0.8(5) . . . . ?
C11 C14 C15 C16 -12.5(5) . . . . ?
C11 C14 C15 C22 163.2(3) . . . . ?
C11 C14 C28 C29 138.7(3) . . . . ?
C11 C14 C28 C33 -35.8(4) . . . . ?
C12 C11 C14 C15 129.8(4) . . . . ?
C12 C11 C14 C28 -51.5(4) . . . . ?
C13 C8 C9 C10 2.8(5) . . . . ?
C14 C11 C12 C13 -176.8(3) . . . . ?
C14 C15 C16 C17 -42.6(5) . . . . ?
C14 C15 C16 C21 139.2(4) . . . . ?
C14 C15 C22 C23 122.3(4) . . . . ?
C14 C15 C22 C27 -62.9(5) . . . . ?
C14 C28 C29 C30 -175.3(3) . . . . ?
C14 C28 C33 C32 173.5(3) . . . . ?
C15 C14 C28 C29 -42.7(5) . . . . ?
C15 C14 C28 C33 142.9(3) . . . . ?
C15 C16 C17 C18 179.5(3) . . . . ?
C15 C16 C21 C20 179.3(3) . . . . ?
C15 C22 C23 C24 174.6(3) . . . . ?
C15 C22 C27 C26 -172.6(3) . . . . ?
C16 C15 C22 C23 -61.7(4) . . . . ?
C16 C15 C22 C27 113.1(3) . . . . ?
C16 C17 C18 C19 1.8(5) . . . . ?
C17 C16 C21 C20 1.0(5) . . . . ?
C17 C18 C19 C20 0.0(6) . . . . ?
C18 C19 C20 C21 -1.2(6) . . . . ?
C19 C20 C21 C16 0.7(5) . . . . ?
C21 C16 C17 C18 -2.3(5) . . . . ?
C22 C15 C16 C17 141.3(3) . . . . ?
C22 C15 C16 C21 -36.9(4) . . . . ?
C22 C23 C24 C25 -1.9(6) . . . . ?
C23 C22 C27 C26 2.3(5) . . . . ?
C23 C24 C25 C26 1.9(6) . . . . ?
C24 C25 C26 C27 0.2(6) . . . . ?
C25 C26 C27 C22 -2.4(6) . . . . ?
C27 C22 C23 C24 -0.2(5) . . . . ?
C28 C14 C15 C16 169.0(3) . . . . ?
C28 C14 C15 C22 -15.3(5) . . . . ?
C28 C29 C30 C31 1.2(6) . . . . ?
C29 C28 C33 C32 -1.2(5) . . . . ?
C29 C30 C31 C32 0.0(6) . . . . ?
C30 C31 C32 C33 -1.8(6) . . . . ?
C31 C32 C33 C28 2.4(5) . . . . ?
C33 C28 C29 C30 -0.6(5) . . . . ?
B1 O2 C5 C3 178.4(3) . . . . ?
B1 O2 C5 C6 -2.5(5) . . . . ?
B1 O3 C7 C6 -1.5(5) . . . . ?
B1 O3 C7 C8 176.9(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_07
_database_code_depnum_ccdc_archive 'CCDC 1912460'
loop_
_audit_author_name
_audit_author_address
threefunanthree
;shihezi university
China
;
_audit_update_record             
;
2019-04-26 deposited with the CCDC.	2019-06-12 downloaded from the CCDC.
;
_audit_creation_date             2018-05-23
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2018.05.18 svn.r3508 for OlexSys, GUI svn.r5497)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H23 B F2 O3'
_chemical_formula_sum            'C33 H23 B F2 O3'
_chemical_formula_weight         516.32
_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'
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                   15.957(5)
_cell_length_b                   8.984(3)
_cell_length_c                   19.969(6)
_cell_angle_alpha                90
_cell_angle_beta                 113.55
_cell_angle_gamma                90
_cell_volume                     2624.3(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1080
_cell_measurement_temperature    173
_cell_measurement_theta_max      18.245
_cell_measurement_theta_min      2.659
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5764
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0873 before and 0.0664 after correction. The Ratio of minimum to maximum transmission is 0.7733. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1419
_diffrn_reflns_av_unetI/netI     0.1238
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            19698
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.010
_diffrn_reflns_theta_max         25.010
_diffrn_reflns_theta_min         1.112
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2276
_reflns_number_total             4777
_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       ?
_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         0.308
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.099
_refine_ls_extinction_coef       0.0102(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   0.932
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         4777
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1598
_refine_ls_R_factor_gt           0.0671
_refine_ls_restrained_S_all      0.932
_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)+(0.0880P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1593
_refine_ls_wR_factor_ref         0.1922
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.8669(15)
 0.1331(15)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C24(H24), C30(H30), C13(H13), C22(H22), C10(H10), C19(H19), C11(H11),
 C18(H18), C31(H31), C25(H25), C27(H27), C20(H20), C26(H26), C21(H21), C28(H28),
  C34(H34), C2(H2), C32(H32), C3(H3), C14(H14), C5(H5), C33(H33)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.6209(2) 0.3315(3) 0.44127(17) 0.0675(9) Uani 1 1 d . . . . .
F2 F 0.5160(2) 0.2420(3) 0.33541(17) 0.0787(10) Uani 1 1 d . . . . .
O1 O 0.4770(2) 0.2698(3) 0.43391(17) 0.0516(9) Uani 1 1 d . . . . .
O4 O 0.5025(2) 0.4851(4) 0.36869(17) 0.0560(9) Uani 1 1 d . . . . .
O6 O 0.3705(3) 0.9381(4) 0.3348(2) 0.0811(12) Uani 1 1 d . . . . .
C23 C 0.1512(3) -0.1537(5) 0.4613(3) 0.0438(11) Uani 1 1 d . . . . .
C8 C 0.4137(3) 0.3475(5) 0.4456(2) 0.0422(11) Uani 1 1 d . . . . .
C16 C 0.1650(3) -0.1131(5) 0.5377(2) 0.0434(12) Uani 1 1 d . . . . .
C7 C 0.3959(3) 0.4897(5) 0.4216(2) 0.0469(12) Uani 1 1 d . . . . .
H7 H 0.3516 0.5448 0.4318 0.056 Uiso 1 1 calc R . . . .
C15 C 0.2079(3) 0.0099(5) 0.5725(2) 0.0432(11) Uani 1 1 d . . . . .
C12 C 0.2637(3) 0.1002(5) 0.5426(2) 0.0437(11) Uani 1 1 d . . . . .
C4 C 0.4228(3) 0.7061(5) 0.3554(3) 0.0492(12) Uani 1 1 d . . . . .
C24 C 0.1612(3) -0.3007(5) 0.4438(3) 0.0518(13) Uani 1 1 d . . . . .
H24 H 0.1762 -0.3749 0.4807 0.062 Uiso 1 1 calc R . . . .
C30 C 0.1270(3) 0.0703(6) 0.6548(3) 0.0524(13) Uani 1 1 d . . . . .
H30 H 0.0719 0.0302 0.6195 0.063 Uiso 1 1 calc R . . . .
C9 C 0.3649(3) 0.2630(5) 0.4818(2) 0.0407(11) Uani 1 1 d . . . . .
C13 C 0.2532(3) 0.2532(5) 0.5340(3) 0.0504(13) Uani 1 1 d . . . . .
H13 H 0.2111 0.3024 0.5492 0.060 Uiso 1 1 calc R . . . .
C6 C 0.4402(3) 0.5568(5) 0.3829(2) 0.0457(12) Uani 1 1 d . . . . .
C17 C 0.1279(3) -0.2292(5) 0.5735(3) 0.0484(12) Uani 1 1 d . . . . .
C22 C 0.1872(4) -0.3065(6) 0.6325(3) 0.0594(14) Uani 1 1 d . . . . .
H22 H 0.2497 -0.2781 0.6540 0.071 Uiso 1 1 calc R . . . .
C10 C 0.3791(3) 0.1123(5) 0.4939(2) 0.0455(12) Uani 1 1 d . . . . .
H10 H 0.4240 0.0638 0.4817 0.055 Uiso 1 1 calc R . . . .
C29 C 0.2076(3) 0.0661(5) 0.6423(2) 0.0459(12) Uani 1 1 d . . . . .
C19 C 0.0055(4) -0.3821(6) 0.5747(3) 0.0686(16) Uani 1 1 d . . . . .
H19 H -0.0577 -0.4061 0.5558 0.082 Uiso 1 1 calc R . . . .
C11 C 0.3290(3) 0.0310(5) 0.5235(3) 0.0502(13) Uani 1 1 d . . . . .
H11 H 0.3392 -0.0730 0.5310 0.060 Uiso 1 1 calc R . . . .
C18 C 0.0350(3) -0.2676(6) 0.5444(3) 0.0583(14) Uani 1 1 d . . . . .
H18 H -0.0072 -0.2146 0.5037 0.070 Uiso 1 1 calc R . . . .
C31 C 0.1276(4) 0.1318(6) 0.7176(3) 0.0659(15) Uani 1 1 d . . . . .
H31 H 0.0729 0.1301 0.7258 0.079 Uiso 1 1 calc R . . . .
C25 C 0.1496(3) -0.3404(7) 0.3742(3) 0.0628(15) Uani 1 1 d . . . . .
H25 H 0.1565 -0.4415 0.3634 0.075 Uiso 1 1 calc R . . . .
C27 C 0.1168(4) -0.0891(7) 0.3363(3) 0.0646(15) Uani 1 1 d . . . . .
H27 H 0.1013 -0.0158 0.2990 0.078 Uiso 1 1 calc R . . . .
C20 C 0.0655(4) -0.4623(6) 0.6318(3) 0.0702(16) Uani 1 1 d . . . . .
H20 H 0.0443 -0.5434 0.6514 0.084 Uiso 1 1 calc R . . . .
C26 C 0.1281(4) -0.2347(8) 0.3203(3) 0.0707(17) Uani 1 1 d . . . . .
H26 H 0.1211 -0.2619 0.2723 0.085 Uiso 1 1 calc R . . . .
C21 C 0.1576(4) -0.4249(6) 0.6613(3) 0.0696(16) Uani 1 1 d . . . . .
H21 H 0.1999 -0.4804 0.7008 0.083 Uiso 1 1 calc R . . . .
C28 C 0.1276(3) -0.0481(6) 0.4059(3) 0.0563(14) Uani 1 1 d . . . . .
H28 H 0.1189 0.0528 0.4160 0.068 Uiso 1 1 calc R . . . .
C34 C 0.2852(4) 0.1305(6) 0.6954(3) 0.0568(14) Uani 1 1 d . . . . .
H34 H 0.3407 0.1301 0.6883 0.068 Uiso 1 1 calc R . . . .
C2 C 0.4263(5) 0.9142(6) 0.2982(3) 0.0759(18) Uani 1 1 d . . . . .
H2 H 0.4399 0.9862 0.2691 0.091 Uiso 1 1 calc R . . . .
C32 C 0.2029(4) 0.1948(6) 0.7682(3) 0.0688(16) Uani 1 1 d . . . . .
H32 H 0.2010 0.2390 0.8108 0.083 Uiso 1 1 calc R . . . .
C3 C 0.4578(4) 0.7791(6) 0.3091(3) 0.0665(16) Uani 1 1 d . . . . .
H3 H 0.4975 0.7365 0.2894 0.080 Uiso 1 1 calc R . . . .
C14 C 0.3022(3) 0.3358(5) 0.5039(2) 0.0466(12) Uani 1 1 d . . . . .
H14 H 0.2938 0.4405 0.4981 0.056 Uiso 1 1 calc R . . . .
C5 C 0.3699(4) 0.8091(6) 0.3682(3) 0.0678(16) Uani 1 1 d . . . . .
H5 H 0.3361 0.7923 0.3973 0.081 Uiso 1 1 calc R . . . .
C33 C 0.2842(4) 0.1937(6) 0.7569(3) 0.0669(16) Uani 1 1 d . . . . .
H33 H 0.3382 0.2369 0.7920 0.080 Uiso 1 1 calc R . . . .
B1 B 0.5308(4) 0.3310(6) 0.3948(3) 0.0506(15) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.365(7) . ?
F2 B1 1.371(6) . ?
O1 C8 1.322(5) . ?
O1 B1 1.478(6) . ?
O4 C6 1.306(5) . ?
O4 B1 1.485(7) . ?
O6 C2 1.378(7) . ?
O6 C5 1.339(6) . ?
C23 C16 1.496(6) . ?
C23 C24 1.391(6) . ?
C23 C28 1.391(6) . ?
C8 C7 1.354(6) . ?
C8 C9 1.469(6) . ?
C16 C15 1.339(6) . ?
C16 C17 1.513(6) . ?
C7 H7 0.9500 . ?
C7 C6 1.378(6) . ?
C15 C12 1.492(6) . ?
C15 C29 1.485(6) . ?
C12 C13 1.387(6) . ?
C12 C11 1.392(6) . ?
C4 C6 1.433(6) . ?
C4 C3 1.418(7) . ?
C4 C5 1.345(7) . ?
C24 H24 0.9500 . ?
C24 C25 1.374(7) . ?
C30 H30 0.9500 . ?
C30 C29 1.406(6) . ?
C30 C31 1.366(7) . ?
C9 C10 1.378(6) . ?
C9 C14 1.406(6) . ?
C13 H13 0.9500 . ?
C13 C14 1.379(6) . ?
C17 C22 1.369(6) . ?
C17 C18 1.402(6) . ?
C22 H22 0.9500 . ?
C22 C21 1.378(7) . ?
C10 H10 0.9500 . ?
C10 C11 1.377(6) . ?
C29 C34 1.394(6) . ?
C19 H19 0.9500 . ?
C19 C18 1.370(7) . ?
C19 C20 1.364(7) . ?
C11 H11 0.9500 . ?
C18 H18 0.9500 . ?
C31 H31 0.9500 . ?
C31 C32 1.348(7) . ?
C25 H25 0.9500 . ?
C25 C26 1.373(8) . ?
C27 H27 0.9500 . ?
C27 C26 1.376(8) . ?
C27 C28 1.381(7) . ?
C20 H20 0.9500 . ?
C20 C21 1.388(7) . ?
C26 H26 0.9500 . ?
C21 H21 0.9500 . ?
C28 H28 0.9500 . ?
C34 H34 0.9500 . ?
C34 C33 1.359(7) . ?
C2 H2 0.9500 . ?
C2 C3 1.298(7) . ?
C32 H32 0.9500 . ?
C32 C33 1.402(8) . ?
C3 H3 0.9500 . ?
C14 H14 0.9500 . ?
C5 H5 0.9500 . ?
C33 H33 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O1 B1 122.8(4) . . ?
C6 O4 B1 122.3(4) . . ?
C5 O6 C2 105.3(4) . . ?
C24 C23 C16 120.1(4) . . ?
C28 C23 C16 121.9(4) . . ?
C28 C23 C24 118.0(5) . . ?
O1 C8 C7 120.2(4) . . ?
O1 C8 C9 114.0(4) . . ?
C7 C8 C9 125.7(4) . . ?
C23 C16 C17 112.9(4) . . ?
C15 C16 C23 124.4(4) . . ?
C15 C16 C17 122.6(4) . . ?
C8 C7 H7 119.0 . . ?
C8 C7 C6 121.9(4) . . ?
C6 C7 H7 119.0 . . ?
C16 C15 C12 120.3(4) . . ?
C16 C15 C29 125.1(4) . . ?
C29 C15 C12 114.6(4) . . ?
C13 C12 C15 121.8(4) . . ?
C13 C12 C11 118.3(4) . . ?
C11 C12 C15 119.9(4) . . ?
C3 C4 C6 128.0(5) . . ?
C5 C4 C6 127.7(5) . . ?
C5 C4 C3 104.3(5) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 C23 121.2(5) . . ?
C25 C24 H24 119.4 . . ?
C29 C30 H30 119.9 . . ?
C31 C30 H30 119.9 . . ?
C31 C30 C29 120.1(5) . . ?
C10 C9 C8 120.9(4) . . ?
C10 C9 C14 119.3(4) . . ?
C14 C9 C8 119.8(4) . . ?
C12 C13 H13 119.1 . . ?
C14 C13 C12 121.7(4) . . ?
C14 C13 H13 119.1 . . ?
O4 C6 C7 120.7(4) . . ?
O4 C6 C4 115.2(4) . . ?
C7 C6 C4 124.0(5) . . ?
C22 C17 C16 119.4(4) . . ?
C22 C17 C18 119.0(4) . . ?
C18 C17 C16 121.4(4) . . ?
C17 C22 H22 119.5 . . ?
C17 C22 C21 121.1(5) . . ?
C21 C22 H22 119.5 . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 121.0(4) . . ?
C11 C10 H10 119.5 . . ?
C30 C29 C15 121.5(4) . . ?
C34 C29 C15 121.3(4) . . ?
C34 C29 C30 116.9(5) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 H19 119.5 . . ?
C20 C19 C18 121.0(5) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 C12 120.5(4) . . ?
C10 C11 H11 119.8 . . ?
C17 C18 H18 120.2 . . ?
C19 C18 C17 119.6(5) . . ?
C19 C18 H18 120.2 . . ?
C30 C31 H31 118.8 . . ?
C32 C31 C30 122.4(5) . . ?
C32 C31 H31 118.8 . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.3(5) . . ?
C26 C25 H25 119.8 . . ?
C26 C27 H27 119.6 . . ?
C26 C27 C28 120.9(5) . . ?
C28 C27 H27 119.6 . . ?
C19 C20 H20 120.1 . . ?
C19 C20 C21 119.8(5) . . ?
C21 C20 H20 120.1 . . ?
C25 C26 C27 119.3(5) . . ?
C25 C26 H26 120.3 . . ?
C27 C26 H26 120.3 . . ?
C22 C21 C20 119.4(5) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C23 C28 H28 119.9 . . ?
C27 C28 C23 120.3(5) . . ?
C27 C28 H28 119.9 . . ?
C29 C34 H34 118.9 . . ?
C33 C34 C29 122.2(5) . . ?
C33 C34 H34 118.9 . . ?
O6 C2 H2 124.9 . . ?
C3 C2 O6 110.2(5) . . ?
C3 C2 H2 124.9 . . ?
C31 C32 H32 120.6 . . ?
C31 C32 C33 118.7(5) . . ?
C33 C32 H32 120.6 . . ?
C4 C3 H3 125.8 . . ?
C2 C3 C4 108.4(5) . . ?
C2 C3 H3 125.8 . . ?
C9 C14 H14 120.5 . . ?
C13 C14 C9 119.0(4) . . ?
C13 C14 H14 120.5 . . ?
O6 C5 C4 111.8(5) . . ?
O6 C5 H5 124.1 . . ?
C4 C5 H5 124.1 . . ?
C34 C33 C32 119.7(5) . . ?
C34 C33 H33 120.2 . . ?
C32 C33 H33 120.2 . . ?
F1 B1 F2 111.1(5) . . ?
F1 B1 O1 108.6(4) . . ?
F1 B1 O4 109.0(4) . . ?
F2 B1 O1 107.7(4) . . ?
F2 B1 O4 108.5(4) . . ?
O1 B1 O4 111.9(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C8 C7 C6 1.9(7) . . . . ?
O1 C8 C9 C10 -6.8(6) . . . . ?
O1 C8 C9 C14 173.8(4) . . . . ?
O6 C2 C3 C4 -0.2(7) . . . . ?
C23 C16 C15 C12 -13.5(7) . . . . ?
C23 C16 C15 C29 168.2(4) . . . . ?
C23 C16 C17 C22 114.5(5) . . . . ?
C23 C16 C17 C18 -60.5(6) . . . . ?
C23 C24 C25 C26 0.2(7) . . . . ?
C8 O1 B1 F1 118.3(5) . . . . ?
C8 O1 B1 F2 -121.3(5) . . . . ?
C8 O1 B1 O4 -2.1(7) . . . . ?
C8 C7 C6 O4 -0.9(7) . . . . ?
C8 C7 C6 C4 179.0(4) . . . . ?
C8 C9 C10 C11 -175.7(4) . . . . ?
C8 C9 C14 C13 176.3(4) . . . . ?
C16 C23 C24 C25 -179.5(4) . . . . ?
C16 C23 C28 C27 179.1(4) . . . . ?
C16 C15 C12 C13 130.4(5) . . . . ?
C16 C15 C12 C11 -50.4(6) . . . . ?
C16 C15 C29 C30 -44.0(7) . . . . ?
C16 C15 C29 C34 142.3(5) . . . . ?
C16 C17 C22 C21 -172.2(5) . . . . ?
C16 C17 C18 C19 174.4(5) . . . . ?
C7 C8 C9 C10 170.0(5) . . . . ?
C7 C8 C9 C14 -9.4(7) . . . . ?
C15 C16 C17 C22 -63.5(7) . . . . ?
C15 C16 C17 C18 121.5(5) . . . . ?
C15 C12 C13 C14 -177.5(4) . . . . ?
C15 C12 C11 C10 178.1(4) . . . . ?
C15 C29 C34 C33 174.4(5) . . . . ?
C12 C15 C29 C30 137.6(4) . . . . ?
C12 C15 C29 C34 -36.0(6) . . . . ?
C12 C13 C14 C9 -0.4(7) . . . . ?
C24 C23 C16 C15 139.7(5) . . . . ?
C24 C23 C16 C17 -38.3(6) . . . . ?
C24 C23 C28 C27 -1.5(7) . . . . ?
C24 C25 C26 C27 -1.1(8) . . . . ?
C30 C29 C34 C33 0.5(7) . . . . ?
C30 C31 C32 C33 -1.7(9) . . . . ?
C9 C8 C7 C6 -174.7(4) . . . . ?
C9 C10 C11 C12 -0.8(7) . . . . ?
C13 C12 C11 C10 -2.7(7) . . . . ?
C6 O4 B1 F1 -117.0(5) . . . . ?
C6 O4 B1 F2 121.9(4) . . . . ?
C6 O4 B1 O1 3.2(7) . . . . ?
C6 C4 C3 C2 -179.0(5) . . . . ?
C6 C4 C5 O6 178.8(5) . . . . ?
C17 C16 C15 C12 164.2(4) . . . . ?
C17 C16 C15 C29 -14.0(7) . . . . ?
C17 C22 C21 C20 -2.8(9) . . . . ?
C22 C17 C18 C19 -0.6(8) . . . . ?
C10 C9 C14 C13 -3.1(7) . . . . ?
C29 C15 C12 C13 -51.1(6) . . . . ?
C29 C15 C12 C11 128.1(5) . . . . ?
C29 C30 C31 C32 2.4(8) . . . . ?
C29 C34 C33 C32 0.2(8) . . . . ?
C19 C20 C21 C22 0.3(9) . . . . ?
C11 C12 C13 C14 3.3(7) . . . . ?
C18 C17 C22 C21 2.9(8) . . . . ?
C18 C19 C20 C21 2.0(9) . . . . ?
C31 C30 C29 C15 -175.6(4) . . . . ?
C31 C30 C29 C34 -1.7(7) . . . . ?
C31 C32 C33 C34 0.4(8) . . . . ?
C20 C19 C18 C17 -1.8(9) . . . . ?
C26 C27 C28 C23 0.7(8) . . . . ?
C28 C23 C16 C15 -41.0(7) . . . . ?
C28 C23 C16 C17 141.1(4) . . . . ?
C28 C23 C24 C25 1.1(7) . . . . ?
C28 C27 C26 C25 0.6(8) . . . . ?
C2 O6 C5 C4 0.7(7) . . . . ?
C3 C4 C6 O4 6.8(7) . . . . ?
C3 C4 C6 C7 -173.0(5) . . . . ?
C3 C4 C5 O6 -0.9(7) . . . . ?
C14 C9 C10 C11 3.7(7) . . . . ?
C5 O6 C2 C3 -0.3(7) . . . . ?
C5 C4 C6 O4 -172.7(5) . . . . ?
C5 C4 C6 C7 7.5(8) . . . . ?
C5 C4 C3 C2 0.6(7) . . . . ?
B1 O1 C8 C7 -0.2(7) . . . . ?
B1 O1 C8 C9 176.8(4) . . . . ?
B1 O4 C6 C7 -1.8(7) . . . . ?
B1 O4 C6 C4 178.3(4) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.8669(15)
2 0.1331(15)

