# 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. 
# 
#######################################################################

data_a
_database_code_depnum_ccdc_archive 'CCDC 1921291'
loop_
_audit_author_name
_audit_author_address
'Ji-yu Zhu'
;Beijing Normal University
China
;
_audit_update_record             
;
2019-06-06 deposited with the CCDC.	2019-09-29 downloaded from the CCDC.
;
_audit_creation_date             2018-03-09
_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         'C35 H25 B F2 O2'
_chemical_formula_sum            'C35 H25 B F2 O2'
_chemical_formula_weight         526.36
_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      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   15.781(3)
_cell_length_b                   8.7539(18)
_cell_length_c                   19.382(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2677.6(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8372
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.4855
_cell_measurement_theta_min      2.3266
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.982
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.5829
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_unetI/netI     0.0438
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            10195
_diffrn_reflns_point_group_measured_fraction_full 0.794
_diffrn_reflns_point_group_measured_fraction_max 0.771
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.581
_diffrn_ambient_temperature      153.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.507
_reflns_Friedel_fraction_full    0.583
_reflns_Friedel_fraction_max     0.535
_reflns_number_gt                4538
_reflns_number_total             4748
_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  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.278
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.075
_refine_ls_abs_structure_details 
;
 Flack x determined using 1304 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   1.2(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         4748
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0472
_refine_ls_restrained_S_all      1.143
_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)+(0.0743P)²+0.5084P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1315
_refine_ls_wR_factor_ref         0.1436
_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:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11),
 C12(H12), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C22(H22), C23(H23),
  C25(H25), C26(H26), C28(H28), C31(H31), C32(H32), C33(H33), C34(H34), C35(H35)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.67481(13) 0.1351(3) 0.42361(12) 0.0425(6) Uani 1 1 d . . . . .
F2 F 0.70345(15) 0.3898(3) 0.43274(13) 0.0465(6) Uani 1 1 d . . . . .
O1 O 0.81096(14) 0.2231(3) 0.39985(13) 0.0294(5) Uani 1 1 d . . . . .
O2 O 0.75337(15) 0.2214(3) 0.51671(13) 0.0294(5) Uani 1 1 d . . . . .
C1 C 1.2519(2) 0.2697(4) 0.27756(18) 0.0252(6) Uani 1 1 d . . . . .
C2 C 1.2639(2) 0.1738(4) 0.33468(19) 0.0318(7) Uani 1 1 d . . . . .
H2 H 1.2205 0.1044 0.3478 0.038 Uiso 1 1 calc R . . . .
C3 C 1.3389(2) 0.1796(5) 0.3721(2) 0.0400(9) Uani 1 1 d . . . . .
H3 H 1.3467 0.1149 0.4109 0.048 Uiso 1 1 calc R . . . .
C4 C 1.4028(2) 0.2811(5) 0.3524(2) 0.0405(9) Uani 1 1 d . . . . .
H4 H 1.4543 0.2845 0.3778 0.049 Uiso 1 1 calc R . . . .
C5 C 1.3917(2) 0.3756(5) 0.2969(2) 0.0372(8) Uani 1 1 d . . . . .
H5 H 1.4352 0.4450 0.2840 0.045 Uiso 1 1 calc R . . . .
C6 C 1.31656(19) 0.3701(4) 0.25922(19) 0.0282(7) Uani 1 1 d . . . . .
H6 H 1.3094 0.4356 0.2206 0.034 Uiso 1 1 calc R . . . .
C7 C 1.2390(2) 0.2304(4) 0.12440(19) 0.0258(6) Uani 1 1 d . . . . .
C8 C 1.2922(2) 0.1069(4) 0.14039(19) 0.0308(7) Uani 1 1 d . . . . .
H8 H 1.2839 0.0520 0.1821 0.037 Uiso 1 1 calc R . . . .
C9 C 1.3570(2) 0.0642(4) 0.0957(2) 0.0383(8) Uani 1 1 d . . . . .
H9 H 1.3929 -0.0192 0.1072 0.046 Uiso 1 1 calc R . . . .
C10 C 1.3693(2) 0.1430(5) 0.0345(2) 0.0412(9) Uani 1 1 d . . . . .
H10 H 1.4135 0.1133 0.0041 0.049 Uiso 1 1 calc R . . . .
C11 C 1.3172(2) 0.2651(5) 0.0177(2) 0.0381(9) Uani 1 1 d . . . . .
H11 H 1.3258 0.3195 -0.0241 0.046 Uiso 1 1 calc R . . . .
C12 C 1.2522(2) 0.3078(4) 0.06253(19) 0.0315(7) Uani 1 1 d . . . . .
H12 H 1.2164 0.3910 0.0507 0.038 Uiso 1 1 calc R . . . .
C13 C 1.08519(18) 0.3061(4) 0.13112(16) 0.0243(6) Uani 1 1 d . . . . .
C14 C 1.0586(2) 0.2190(4) 0.07495(19) 0.0306(7) Uani 1 1 d . . . . .
H14 H 1.0905 0.1322 0.0612 0.037 Uiso 1 1 calc R . . . .
C15 C 0.9848(2) 0.2590(5) 0.0385(2) 0.0355(8) Uani 1 1 d . . . . .
H15 H 0.9667 0.1992 0.0004 0.043 Uiso 1 1 calc R . . . .
C16 C 0.9384(2) 0.3869(5) 0.0587(2) 0.0378(9) Uani 1 1 d . . . . .
H16 H 0.8882 0.4137 0.0345 0.045 Uiso 1 1 calc R . . . .
C17 C 0.9653(2) 0.4745(4) 0.1135(2) 0.0340(8) Uani 1 1 d . . . . .
H17 H 0.9338 0.5623 0.1266 0.041 Uiso 1 1 calc R . . . .
C18 C 1.03815(19) 0.4353(4) 0.14982(18) 0.0283(7) Uani 1 1 d . . . . .
H18 H 1.0561 0.4966 0.1875 0.034 Uiso 1 1 calc R . . . .
C19 C 1.16495(19) 0.2689(4) 0.16916(18) 0.0239(6) Uani 1 1 d . . . . .
C20 C 1.1695(2) 0.2710(4) 0.23954(18) 0.0240(6) Uani 1 1 d . . . . .
C21 C 1.09311(19) 0.2762(4) 0.28406(18) 0.0249(6) Uani 1 1 d . . . . .
C22 C 1.02081(19) 0.1869(4) 0.27006(18) 0.0263(7) Uani 1 1 d . . . . .
H22 H 1.0188 0.1273 0.2291 0.032 Uiso 1 1 calc R . . . .
C23 C 0.9528(2) 0.1847(4) 0.31503(18) 0.0273(7) Uani 1 1 d . . . . .
H23 H 0.9042 0.1250 0.3043 0.033 Uiso 1 1 calc R . . . .
C24 C 0.95486(19) 0.2694(4) 0.37603(18) 0.0254(7) Uani 1 1 d . . . . .
C25 C 1.02595(19) 0.3609(4) 0.39003(17) 0.0251(6) Uani 1 1 d . . . . .
H25 H 1.0278 0.4202 0.4311 0.030 Uiso 1 1 calc R . . . .
C26 C 1.0933(2) 0.3650(4) 0.34425(17) 0.0262(6) Uani 1 1 d . . . . .
H26 H 1.1404 0.4290 0.3538 0.031 Uiso 1 1 calc R . . . .
C27 C 0.88496(19) 0.2609(4) 0.42555(18) 0.0245(6) Uani 1 1 d . . . . .
C28 C 0.8959(2) 0.2807(4) 0.49629(18) 0.0290(7) Uani 1 1 d . . . . .
H28 H 0.9484 0.3163 0.5140 0.035 Uiso 1 1 calc R . . . .
C29 C 0.8296(2) 0.2481(4) 0.54067(19) 0.0256(7) Uani 1 1 d . . . . .
C30 C 0.8401(2) 0.2370(4) 0.61537(18) 0.0263(7) Uani 1 1 d . . . . .
C31 C 0.7723(2) 0.2688(4) 0.65976(19) 0.0323(8) Uani 1 1 d . . . . .
H31 H 0.7184 0.2954 0.6415 0.039 Uiso 1 1 calc R . . . .
C32 C 0.7846(3) 0.2612(5) 0.7310(2) 0.0410(9) Uani 1 1 d . . . . .
H32 H 0.7391 0.2847 0.7613 0.049 Uiso 1 1 calc R . . . .
C33 C 0.8623(3) 0.2197(5) 0.7576(2) 0.0415(9) Uani 1 1 d . . . . .
H33 H 0.8700 0.2157 0.8062 0.050 Uiso 1 1 calc R . . . .
C34 C 0.9292(3) 0.1838(4) 0.7142(2) 0.0374(8) Uani 1 1 d . . . . .
H34 H 0.9820 0.1526 0.7329 0.045 Uiso 1 1 calc R . . . .
C35 C 0.9188(2) 0.1937(4) 0.64292(19) 0.0313(7) Uani 1 1 d . . . . .
H35 H 0.9648 0.1713 0.6130 0.038 Uiso 1 1 calc R . . . .
B1 B 0.7327(2) 0.2430(5) 0.4428(2) 0.0292(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.366(5) . ?
F2 B1 1.379(5) . ?
O1 C27 1.312(4) . ?
O1 B1 1.499(4) . ?
O2 C29 1.311(4) . ?
O2 B1 1.481(5) . ?
C1 C2 1.402(5) . ?
C1 C6 1.393(4) . ?
C1 C20 1.495(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.390(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.397(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.369(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.393(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.403(5) . ?
C7 C12 1.393(5) . ?
C7 C19 1.493(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.392(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.385(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.388(6) . ?
C11 H11 0.9500 . ?
C11 C12 1.395(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.394(5) . ?
C13 C18 1.401(4) . ?
C13 C19 1.495(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.406(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.393(6) . ?
C16 H16 0.9500 . ?
C16 C17 1.377(6) . ?
C17 H17 0.9500 . ?
C17 C18 1.392(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.366(5) . ?
C20 C21 1.483(4) . ?
C21 C22 1.410(4) . ?
C21 C26 1.401(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.383(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.396(5) . ?
C24 C25 1.405(4) . ?
C24 C27 1.464(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.385(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.393(5) . ?
C28 H28 0.9500 . ?
C28 C29 1.383(5) . ?
C29 C30 1.460(5) . ?
C30 C31 1.401(5) . ?
C30 C35 1.404(5) . ?
C31 H31 0.9500 . ?
C31 C32 1.395(5) . ?
C32 H32 0.9500 . ?
C32 C33 1.379(6) . ?
C33 H33 0.9500 . ?
C33 C34 1.387(6) . ?
C34 H34 0.9500 . ?
C34 C35 1.393(5) . ?
C35 H35 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
C27 O1 B1 119.5(3) . . ?
C29 O2 B1 121.4(3) . . ?
C2 C1 C20 120.7(3) . . ?
C6 C1 C2 118.7(3) . . ?
C6 C1 C20 120.5(3) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.4(3) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.7(4) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.4(4) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.0(3) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 120.8(3) . . ?
C1 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C8 C7 C19 120.9(3) . . ?
C12 C7 C8 118.3(3) . . ?
C12 C7 C19 120.5(3) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 C7 120.7(3) . . ?
C9 C8 H8 119.7 . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.1(4) . . ?
C10 C9 H9 119.9 . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.1(3) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 120.2 . . ?
C10 C11 C12 119.7(4) . . ?
C12 C11 H11 120.2 . . ?
C7 C12 C11 121.1(4) . . ?
C7 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C14 C13 C18 119.0(3) . . ?
C14 C13 C19 121.3(3) . . ?
C18 C13 C19 119.7(3) . . ?
C13 C14 H14 119.8 . . ?
C13 C14 C15 120.3(3) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 H15 120.2 . . ?
C16 C15 C14 119.7(3) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.1(3) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 119.8 . . ?
C16 C17 C18 120.5(4) . . ?
C18 C17 H17 119.8 . . ?
C13 C18 H18 119.8 . . ?
C17 C18 C13 120.4(3) . . ?
C17 C18 H18 119.8 . . ?
C7 C19 C13 114.9(3) . . ?
C20 C19 C7 122.8(3) . . ?
C20 C19 C13 122.3(3) . . ?
C19 C20 C1 122.5(3) . . ?
C19 C20 C21 122.6(3) . . ?
C21 C20 C1 114.9(3) . . ?
C22 C21 C20 121.9(3) . . ?
C26 C21 C20 120.0(3) . . ?
C26 C21 C22 118.0(3) . . ?
C21 C22 H22 119.5 . . ?
C23 C22 C21 121.0(3) . . ?
C23 C22 H22 119.5 . . ?
C22 C23 H23 119.7 . . ?
C22 C23 C24 120.5(3) . . ?
C24 C23 H23 119.7 . . ?
C23 C24 C25 119.0(3) . . ?
C23 C24 C27 120.7(3) . . ?
C25 C24 C27 120.3(3) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 C24 120.2(3) . . ?
C26 C25 H25 119.9 . . ?
C21 C26 H26 119.4 . . ?
C25 C26 C21 121.2(3) . . ?
C25 C26 H26 119.4 . . ?
O1 C27 C24 115.8(3) . . ?
O1 C27 C28 121.0(3) . . ?
C28 C27 C24 123.1(3) . . ?
C27 C28 H28 120.2 . . ?
C29 C28 C27 119.6(3) . . ?
C29 C28 H28 120.2 . . ?
O2 C29 C28 120.7(3) . . ?
O2 C29 C30 116.3(3) . . ?
C28 C29 C30 123.0(3) . . ?
C31 C30 C29 120.6(3) . . ?
C31 C30 C35 119.7(3) . . ?
C35 C30 C29 119.7(3) . . ?
C30 C31 H31 120.3 . . ?
C32 C31 C30 119.5(4) . . ?
C32 C31 H31 120.3 . . ?
C31 C32 H32 119.8 . . ?
C33 C32 C31 120.5(4) . . ?
C33 C32 H32 119.8 . . ?
C32 C33 H33 119.7 . . ?
C32 C33 C34 120.6(4) . . ?
C34 C33 H33 119.7 . . ?
C33 C34 H34 120.1 . . ?
C33 C34 C35 119.9(4) . . ?
C35 C34 H34 120.1 . . ?
C30 C35 H35 120.1 . . ?
C34 C35 C30 119.9(3) . . ?
C34 C35 H35 120.1 . . ?
F1 B1 F2 112.4(3) . . ?
F1 B1 O1 108.6(3) . . ?
F1 B1 O2 108.8(3) . . ?
F2 B1 O1 107.8(3) . . ?
F2 B1 O2 109.2(3) . . ?
O2 B1 O1 110.0(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 C27 C28 C29 5.3(5) . . . . ?
O2 C29 C30 C31 -29.2(5) . . . . ?
O2 C29 C30 C35 150.7(3) . . . . ?
C1 C2 C3 C4 -0.4(6) . . . . ?
C1 C20 C21 C22 -138.0(3) . . . . ?
C1 C20 C21 C26 38.1(4) . . . . ?
C2 C1 C6 C5 -0.2(5) . . . . ?
C2 C1 C20 C19 -135.0(4) . . . . ?
C2 C1 C20 C21 45.6(4) . . . . ?
C2 C3 C4 C5 0.5(6) . . . . ?
C3 C4 C5 C6 -0.5(6) . . . . ?
C4 C5 C6 C1 0.4(5) . . . . ?
C6 C1 C2 C3 0.2(5) . . . . ?
C6 C1 C20 C19 48.6(5) . . . . ?
C6 C1 C20 C21 -130.8(3) . . . . ?
C7 C8 C9 C10 -0.4(5) . . . . ?
C7 C19 C20 C1 14.1(5) . . . . ?
C7 C19 C20 C21 -166.6(3) . . . . ?
C8 C7 C12 C11 -0.6(5) . . . . ?
C8 C7 C19 C13 -136.5(3) . . . . ?
C8 C7 C19 C20 43.9(5) . . . . ?
C8 C9 C10 C11 0.2(6) . . . . ?
C9 C10 C11 C12 -0.3(6) . . . . ?
C10 C11 C12 C7 0.5(5) . . . . ?
C12 C7 C8 C9 0.6(5) . . . . ?
C12 C7 C19 C13 37.7(4) . . . . ?
C12 C7 C19 C20 -141.9(3) . . . . ?
C13 C14 C15 C16 0.3(5) . . . . ?
C13 C19 C20 C1 -165.5(3) . . . . ?
C13 C19 C20 C21 13.8(5) . . . . ?
C14 C13 C18 C17 1.0(5) . . . . ?
C14 C13 C19 C7 43.7(4) . . . . ?
C14 C13 C19 C20 -136.7(4) . . . . ?
C14 C15 C16 C17 0.7(5) . . . . ?
C15 C16 C17 C18 -0.8(5) . . . . ?
C16 C17 C18 C13 0.0(5) . . . . ?
C18 C13 C14 C15 -1.2(5) . . . . ?
C18 C13 C19 C7 -133.1(3) . . . . ?
C18 C13 C19 C20 46.5(4) . . . . ?
C19 C7 C8 C9 174.9(3) . . . . ?
C19 C7 C12 C11 -175.0(3) . . . . ?
C19 C13 C14 C15 -177.9(3) . . . . ?
C19 C13 C18 C17 177.9(3) . . . . ?
C19 C20 C21 C22 42.6(5) . . . . ?
C19 C20 C21 C26 -141.3(3) . . . . ?
C20 C1 C2 C3 -176.3(3) . . . . ?
C20 C1 C6 C5 176.3(3) . . . . ?
C20 C21 C22 C23 175.0(3) . . . . ?
C20 C21 C26 C25 -173.9(3) . . . . ?
C21 C22 C23 C24 -1.0(5) . . . . ?
C22 C21 C26 C25 2.4(5) . . . . ?
C22 C23 C24 C25 2.1(5) . . . . ?
C22 C23 C24 C27 -176.7(3) . . . . ?
C23 C24 C25 C26 -0.9(5) . . . . ?
C23 C24 C27 O1 -25.6(4) . . . . ?
C23 C24 C27 C28 150.0(3) . . . . ?
C24 C25 C26 C21 -1.4(5) . . . . ?
C24 C27 C28 C29 -170.2(3) . . . . ?
C25 C24 C27 O1 155.7(3) . . . . ?
C25 C24 C27 C28 -28.7(5) . . . . ?
C26 C21 C22 C23 -1.2(5) . . . . ?
C27 O1 B1 F1 -150.3(3) . . . . ?
C27 O1 B1 F2 87.7(4) . . . . ?
C27 O1 B1 O2 -31.3(4) . . . . ?
C27 C24 C25 C26 177.9(3) . . . . ?
C27 C28 C29 O2 -10.4(5) . . . . ?
C27 C28 C29 C30 167.8(3) . . . . ?
C28 C29 C30 C31 152.6(3) . . . . ?
C28 C29 C30 C35 -27.5(5) . . . . ?
C29 O2 B1 F1 145.6(3) . . . . ?
C29 O2 B1 F2 -91.4(4) . . . . ?
C29 O2 B1 O1 26.7(4) . . . . ?
C29 C30 C31 C32 -178.3(3) . . . . ?
C29 C30 C35 C34 179.6(3) . . . . ?
C30 C31 C32 C33 -1.3(6) . . . . ?
C31 C30 C35 C34 -0.5(5) . . . . ?
C31 C32 C33 C34 -0.5(6) . . . . ?
C32 C33 C34 C35 1.8(6) . . . . ?
C33 C34 C35 C30 -1.3(5) . . . . ?
C35 C30 C31 C32 1.8(5) . . . . ?
B1 O1 C27 C24 -167.3(3) . . . . ?
B1 O1 C27 C28 17.0(5) . . . . ?
B1 O2 C29 C28 -7.4(5) . . . . ?
B1 O2 C29 C30 174.3(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_180902a
_database_code_depnum_ccdc_archive 'CCDC 1921300'
loop_
_audit_author_name
_audit_author_address
'Ji-yu Zhu'
;Beijing Normal University
China
;
_audit_update_record             
;
2019-06-06 deposited with the CCDC.	2019-09-29 downloaded from the CCDC.
;
_audit_creation_date             2018-09-03
_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         'C35 H25 B F2 O2'
_chemical_formula_sum            'C35 H25 B F2 O2'
_chemical_formula_weight         526.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         COBF
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 1 2/c 1'
_space_group_name_Hall           '-P 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'

_cell_length_a                   24.5080(7)
_cell_length_b                   7.1148(2)
_cell_length_c                   16.4499(5)
_cell_angle_alpha                90
_cell_angle_beta                 101.430(3)
_cell_angle_gamma                90
_cell_volume                     2811.47(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4533
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      75.3200
_cell_measurement_theta_min      3.6550
_shelx_estimated_absorpt_T_max   0.954
_shelx_estimated_absorpt_T_min   0.935
_exptl_absorpt_coefficient_mu    0.684
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.30452
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.1
_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  0.0522
_diffrn_reflns_av_unetI/netI     0.0520
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            15217
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         3.680
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      298
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -6.00  19.00   1.00    2.00    --   48.45 -14.00  -1.00   25
  2  ω     74.00 100.00   1.00   16.00    --  107.75 -14.00  -1.00   26
  3  ω     37.00  63.00   1.00   16.00    --  107.75 -14.00  -1.00   26
  4  ω     46.00 108.00   1.00   16.00    --  107.75 -99.00 120.00   62
  5  ω     55.00  80.00   1.00    2.00    --   48.45  14.00 169.00   25
  6  ω     93.00 178.00   1.00   16.00    --  107.75  14.00 169.00   85
  7  ω     33.00 119.00   1.00   16.00    --  107.75 -19.00 150.00   86
  8  ω     35.00 109.00   1.00   16.00    --  107.75 -99.00   0.00   74
  9  ω     42.00  70.00   1.00   16.00    --  107.75 -99.00-180.00   28
 10  ω     83.00 109.00   1.00   16.00    --  107.75 -99.00-180.00   26
 11  ω    -61.00  11.00   1.00    2.00    --  -48.45  37.00-150.00   72
 12  ω   -109.00 -53.00   1.00    2.00    --  -48.45 -14.00  -1.00   56
 13  ω    -63.00   4.00   1.00    2.00    --  -48.45  14.00 169.00   67
 14  ω   -100.00 -18.00   1.00   16.00    --  -86.25  14.00 169.00   82
 15  ω   -141.00-116.00   1.00   16.00    --  -86.25 -14.00  -1.00   25
 16  ω   -109.00 -13.00   1.00   16.00    --  -86.25  77.00-150.00   96
;
_diffrn_measurement_device       'AFC12 (Right): Kappa 3 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0641087000
_diffrn_orient_matrix_UB_12      0.0033575000
_diffrn_orient_matrix_UB_13      -0.0201789000
_diffrn_orient_matrix_UB_21      -0.0011757000
_diffrn_orient_matrix_UB_22      -0.0673373000
_diffrn_orient_matrix_UB_23      0.0886639000
_diffrn_orient_matrix_UB_31      0.0007158000
_diffrn_orient_matrix_UB_32      0.2058294000
_diffrn_orient_matrix_UB_33      0.0292508000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3437
_reflns_number_total             4888
_reflns_odcompleteness_completeness 96.51
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_collection       'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.195
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         4888
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0735
_refine_ls_R_factor_gt           0.0486
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0650P)²+0.6566P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1228
_refine_ls_wR_factor_ref         0.1492
_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:
 C8(H8), C14(H14), C15(H15), C11(H11), C12(H12), C1(H1), C22(H22), C31(H31),
 C5(H5), C25(H25), C35(H35), C18(H18), C2(H2), C29(H29), C32(H32), C33(H33),
 C3(H3), C4(H4), C19(H19), C21(H21), C34(H34), C20(H20), C26(H26), C27(H27),
 C28(H28)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F2 F 0.06254(8) -0.4354(2) 0.56538(16) 0.1208(8) Uani 1 1 d . . . . .
O1 O 0.03122(6) -0.17875(19) 0.62685(11) 0.0653(4) Uani 1 1 d . . . . .
O2 O 0.11929(6) -0.1781(2) 0.57886(12) 0.0689(5) Uani 1 1 d . . . . .
F1 F 0.10630(8) -0.3458(3) 0.69234(15) 0.1319(9) Uani 1 1 d . . . . .
C10 C 0.15713(7) 0.0888(3) 0.52854(12) 0.0429(4) Uani 1 1 d . . . . .
C8 C 0.06770(8) 0.0951(3) 0.58172(13) 0.0504(5) Uani 1 1 d . . . . .
H8 H 0.0642 0.2237 0.5719 0.060 Uiso 1 1 calc R . . . .
C6 C -0.02139(8) 0.0910(3) 0.63628(12) 0.0447(4) Uani 1 1 d . . . . .
C14 C 0.19632(8) 0.3547(3) 0.47013(13) 0.0512(5) Uani 1 1 d . . . . .
H14 H 0.1931 0.4788 0.4520 0.061 Uiso 1 1 calc R . . . .
C7 C 0.02744(8) 0.0003(3) 0.61410(12) 0.0438(4) Uani 1 1 d . . . . .
C17 C 0.27077(8) 0.4749(3) 0.35786(13) 0.0503(5) Uani 1 1 d . . . . .
C15 C 0.15413(8) 0.2753(3) 0.50291(13) 0.0497(5) Uani 1 1 d . . . . .
H15 H 0.1233 0.3473 0.5079 0.060 Uiso 1 1 calc R . . . .
C24 C 0.36781(8) 0.2101(3) 0.53545(14) 0.0539(5) Uani 1 1 d . . . . .
C13 C 0.24376(8) 0.2523(3) 0.46362(12) 0.0460(4) Uani 1 1 d . . . . .
C16 C 0.28899(8) 0.3434(3) 0.42868(13) 0.0478(5) Uani 1 1 d . . . . .
C11 C 0.20359(8) -0.0171(3) 0.51966(14) 0.0509(5) Uani 1 1 d . . . . .
H11 H 0.2059 -0.1431 0.5349 0.061 Uiso 1 1 calc R . . . .
C12 C 0.24611(8) 0.0647(3) 0.48840(14) 0.0524(5) Uani 1 1 d . . . . .
H12 H 0.2771 -0.0069 0.4838 0.063 Uiso 1 1 calc R . . . .
C23 C 0.34374(8) 0.3159(3) 0.45874(13) 0.0499(5) Uani 1 1 d . . . . .
C30 C 0.38661(8) 0.4049(3) 0.41762(13) 0.0512(5) Uani 1 1 d . . . . .
C9 C 0.11274(8) 0.0007(3) 0.56405(12) 0.0442(4) Uani 1 1 d . . . . .
C1 C -0.06161(9) -0.0182(3) 0.66268(14) 0.0556(5) Uani 1 1 d . . . . .
H1 H -0.0579 -0.1483 0.6652 0.067 Uiso 1 1 calc R . . . .
C22 C 0.28382(10) 0.6631(3) 0.36605(16) 0.0648(6) Uani 1 1 d . . . . .
H22 H 0.3032 0.7085 0.4166 0.078 Uiso 1 1 calc R . . . .
C31 C 0.39431(11) 0.3514(4) 0.34037(17) 0.0701(7) Uani 1 1 d . . . . .
H31 H 0.3720 0.2583 0.3111 0.084 Uiso 1 1 calc R . . . .
C5 C -0.02783(10) 0.2840(3) 0.63382(18) 0.0694(7) Uani 1 1 d . . . . .
H5 H -0.0015 0.3592 0.6158 0.083 Uiso 1 1 calc R . . . .
C25 C 0.35479(10) 0.2553(4) 0.61144(15) 0.0705(6) Uani 1 1 d . . . . .
H25 H 0.3284 0.3478 0.6143 0.085 Uiso 1 1 calc R . . . .
C35 C 0.42062(10) 0.5444(4) 0.45926(16) 0.0693(6) Uani 1 1 d . . . . .
H35 H 0.4164 0.5805 0.5120 0.083 Uiso 1 1 calc R . . . .
C18 C 0.24055(10) 0.4123(4) 0.28259(16) 0.0707(7) Uani 1 1 d . . . . .
H18 H 0.2298 0.2869 0.2764 0.085 Uiso 1 1 calc R . . . .
C2 C -0.10714(9) 0.0665(4) 0.68521(15) 0.0650(6) Uani 1 1 d . . . . .
H2 H -0.1344 -0.0071 0.7016 0.078 Uiso 1 1 calc R . . . .
C29 C 0.40731(10) 0.0701(3) 0.53374(17) 0.0678(6) Uani 1 1 d . . . . .
H29 H 0.4169 0.0378 0.4836 0.081 Uiso 1 1 calc R . . . .
C32 C 0.43555(13) 0.4366(4) 0.3060(2) 0.0886(9) Uani 1 1 d . . . . .
H32 H 0.4409 0.3988 0.2541 0.106 Uiso 1 1 calc R . . . .
C33 C 0.46819(12) 0.5746(4) 0.3474(2) 0.0826(8) Uani 1 1 d . . . . .
H33 H 0.4956 0.6307 0.3237 0.099 Uiso 1 1 calc R . . . .
C3 C -0.11224(10) 0.2572(4) 0.68360(17) 0.0725(7) Uani 1 1 d . . . . .
H3 H -0.1425 0.3135 0.7001 0.087 Uiso 1 1 calc R . . . .
C4 C -0.07315(12) 0.3654(4) 0.6580(2) 0.0865(9) Uani 1 1 d . . . . .
H4 H -0.0770 0.4955 0.6568 0.104 Uiso 1 1 calc R . . . .
B1 B 0.08030(12) -0.2888(4) 0.6168(2) 0.0684(8) Uani 1 1 d . . . . .
C19 C 0.22616(12) 0.5348(6) 0.21657(17) 0.0885(9) Uani 1 1 d . . . . .
H19 H 0.2065 0.4907 0.1660 0.106 Uiso 1 1 calc R . . . .
C21 C 0.26865(13) 0.7854(4) 0.3003(2) 0.0865(9) Uani 1 1 d . . . . .
H21 H 0.2774 0.9124 0.3069 0.104 Uiso 1 1 calc R . . . .
C34 C 0.46060(11) 0.6305(4) 0.4239(2) 0.0803(8) Uani 1 1 d . . . . .
H34 H 0.4823 0.7263 0.4520 0.096 Uiso 1 1 calc R . . . .
C20 C 0.24056(12) 0.7195(6) 0.2251(2) 0.0929(10) Uani 1 1 d . . . . .
H20 H 0.2314 0.8009 0.1802 0.111 Uiso 1 1 calc R . . . .
C26 C 0.38058(13) 0.1641(5) 0.68287(18) 0.0873(9) Uani 1 1 d . . . . .
H26 H 0.3717 0.1966 0.7334 0.105 Uiso 1 1 calc R . . . .
C27 C 0.41914(13) 0.0264(5) 0.6800(2) 0.0910(9) Uani 1 1 d . . . . .
H27 H 0.4362 -0.0346 0.7284 0.109 Uiso 1 1 calc R . . . .
C28 C 0.43251(12) -0.0213(4) 0.6055(2) 0.0865(9) Uani 1 1 d . . . . .
H28 H 0.4586 -0.1153 0.6034 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 1.359(4) . ?
O1 C7 1.291(2) . ?
O1 B1 1.472(3) . ?
O2 C9 1.299(2) . ?
O2 B1 1.469(3) . ?
F1 B1 1.342(4) . ?
C10 C15 1.390(3) . ?
C10 C11 1.397(3) . ?
C10 C9 1.473(3) . ?
C8 C7 1.386(3) . ?
C8 C9 1.372(3) . ?
C6 C7 1.468(3) . ?
C6 C1 1.391(3) . ?
C6 C5 1.382(3) . ?
C14 C15 1.379(3) . ?
C14 C13 1.394(3) . ?
C17 C16 1.492(3) . ?
C17 C22 1.377(3) . ?
C17 C18 1.384(3) . ?
C24 C23 1.487(3) . ?
C24 C25 1.388(3) . ?
C24 C29 1.393(3) . ?
C13 C16 1.494(3) . ?
C13 C12 1.393(3) . ?
C16 C23 1.349(3) . ?
C11 C12 1.379(3) . ?
C23 C30 1.498(3) . ?
C30 C31 1.375(3) . ?
C30 C35 1.386(3) . ?
C1 C2 1.382(3) . ?
C22 C21 1.381(4) . ?
C31 C32 1.391(4) . ?
C5 C4 1.379(3) . ?
C25 C26 1.381(4) . ?
C35 C34 1.379(3) . ?
C18 C19 1.382(4) . ?
C2 C3 1.362(4) . ?
C29 C28 1.382(4) . ?
C32 C33 1.360(4) . ?
C33 C34 1.367(4) . ?
C3 C4 1.360(4) . ?
C19 C20 1.361(5) . ?
C21 C20 1.373(5) . ?
C26 C27 1.369(5) . ?
C27 C28 1.372(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 O1 B1 122.71(16) . . ?
C9 O2 B1 122.53(16) . . ?
C15 C10 C11 118.57(17) . . ?
C15 C10 C9 121.86(16) . . ?
C11 C10 C9 119.56(17) . . ?
C9 C8 C7 120.48(18) . . ?
C1 C6 C7 119.67(18) . . ?
C5 C6 C7 121.59(17) . . ?
C5 C6 C1 118.72(18) . . ?
C15 C14 C13 121.14(19) . . ?
O1 C7 C8 120.60(17) . . ?
O1 C7 C6 115.42(16) . . ?
C8 C7 C6 123.98(17) . . ?
C22 C17 C16 120.4(2) . . ?
C22 C17 C18 118.2(2) . . ?
C18 C17 C16 121.4(2) . . ?
C14 C15 C10 120.76(18) . . ?
C25 C24 C23 121.6(2) . . ?
C25 C24 C29 117.9(2) . . ?
C29 C24 C23 120.3(2) . . ?
C14 C13 C16 119.74(18) . . ?
C12 C13 C14 117.72(17) . . ?
C12 C13 C16 122.51(17) . . ?
C17 C16 C13 116.26(17) . . ?
C23 C16 C17 119.96(17) . . ?
C23 C16 C13 123.77(19) . . ?
C12 C11 C10 120.22(18) . . ?
C11 C12 C13 121.52(18) . . ?
C24 C23 C30 113.65(17) . . ?
C16 C23 C24 125.66(18) . . ?
C16 C23 C30 120.57(19) . . ?
C31 C30 C23 122.5(2) . . ?
C31 C30 C35 118.42(19) . . ?
C35 C30 C23 119.09(19) . . ?
O2 C9 C10 114.69(16) . . ?
O2 C9 C8 120.95(17) . . ?
C8 C9 C10 124.35(17) . . ?
C2 C1 C6 120.0(2) . . ?
C17 C22 C21 121.0(3) . . ?
C30 C31 C32 119.9(3) . . ?
C4 C5 C6 120.2(2) . . ?
C26 C25 C24 120.6(3) . . ?
C34 C35 C30 121.2(2) . . ?
C19 C18 C17 120.5(3) . . ?
C3 C2 C1 120.3(2) . . ?
C28 C29 C24 120.9(3) . . ?
C33 C32 C31 121.0(3) . . ?
C32 C33 C34 119.8(2) . . ?
C4 C3 C2 120.2(2) . . ?
C3 C4 C5 120.6(2) . . ?
F2 B1 O1 108.1(2) . . ?
F2 B1 O2 107.6(2) . . ?
O2 B1 O1 112.18(18) . . ?
F1 B1 F2 112.3(2) . . ?
F1 B1 O1 107.8(2) . . ?
F1 B1 O2 109.0(2) . . ?
C20 C19 C18 120.5(3) . . ?
C20 C21 C22 120.0(3) . . ?
C33 C34 C35 119.8(3) . . ?
C19 C20 C21 119.8(3) . . ?
C27 C26 C25 120.6(3) . . ?
C26 C27 C28 119.8(3) . . ?
C27 C28 C29 120.1(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.015
_oxdiff_exptl_absorpt_empirical_full_min 0.539
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_270
_database_code_depnum_ccdc_archive 'CCDC 1921299'
loop_
_audit_author_name
_audit_author_address
'Ji-yu Zhu'
;Beijing Normal University
China
;
_audit_update_record             
;
2019-06-06 deposited with the CCDC.	2019-09-29 downloaded from the CCDC.
;
_audit_creation_date             2018-06-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C35 H25 B F2 O2'
_chemical_formula_sum            'C35 H25 B F2 O2'
_chemical_formula_weight         526.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         COBF
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   48.0265(13)
_cell_length_b                   7.1399(2)
_cell_length_c                   16.1674(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5543.9(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4634
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      75.8460
_cell_measurement_theta_min      5.4140
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.966
_exptl_absorpt_coefficient_mu    0.694
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68608
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2192
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_unetI/netI     0.0349
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       57
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            16662
_diffrn_reflns_point_group_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.073
_diffrn_reflns_theta_min         5.472
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     49.00 113.00   1.00    3.00    --   48.45  68.00-124.00   64
  2  ω     36.00 118.00   1.00   20.00    --  107.75 -37.00-120.00   82
  3  ω     85.00 136.00   1.00   20.00    --  107.75 -91.00   1.00   51
  4  ω     92.00 117.00   1.00   20.00    --  107.75-125.00-120.00   25
  5  ω     47.00  73.00   1.00   20.00    --  107.75-125.00-120.00   26
  6  ω     33.00  94.00   1.00    3.00    --   48.45-125.00-180.00   61
  7  ω    -99.00 -54.00   1.00   20.00    --  -86.25  68.00-124.00   45
  8  ω   -159.00 -84.00   1.00   20.00    --  -86.25 -65.00-122.00   75
  9  ω   -119.00 -83.00   1.00    3.00    --  -48.45-125.00-180.00   36
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0242962000
_diffrn_orient_matrix_UB_12      -0.0960118000
_diffrn_orient_matrix_UB_13      -0.0455087000
_diffrn_orient_matrix_UB_21      -0.0044980000
_diffrn_orient_matrix_UB_22      0.1303180000
_diffrn_orient_matrix_UB_23      -0.0748116000
_diffrn_orient_matrix_UB_31      0.0204274000
_diffrn_orient_matrix_UB_32      0.1428789000
_diffrn_orient_matrix_UB_33      0.0375553000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3795
_reflns_number_total             4820
_reflns_odcompleteness_completeness 96.63
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         4820
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0723
_refine_ls_R_factor_gt           0.0532
_refine_ls_restrained_S_all      1.136
_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)+(0.0256P)²+6.1516P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1172
_refine_ls_wR_factor_ref         0.1302
_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), C3(H3), C4(H4), C5(H5), C8(H8), C11(H11), C12(H12), C14(H14),
 C15(H15), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C25(H25), C26(H26),
  C27(H27), C28(H28), C29(H29), C31(H31), C32(H32), C33(H33), C34(H34), C35(H35)
;
_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 0.46846(4) 0.9457(2) 0.45163(12) 0.0641(6) Uani 1 1 d . . . . .
F2 F 0.44661(4) 0.8406(3) 0.33657(12) 0.0691(6) Uani 1 1 d . . . . .
O2 O 0.44095(3) 0.6834(2) 0.46012(12) 0.0404(5) Uani 1 1 d . . . . .
O4 O 0.48506(3) 0.6833(2) 0.38438(12) 0.0366(4) Uani 1 1 d . . . . .
C1 C 0.53088(4) 0.5217(4) 0.31629(15) 0.0299(5) Uani 1 1 d . . . . .
H1 H 0.5288 0.6511 0.3143 0.036 Uiso 1 1 calc R . . . .
C2 C 0.55351(5) 0.4384(4) 0.27865(16) 0.0365(6) Uani 1 1 d . . . . .
H2 H 0.5667 0.5117 0.2519 0.044 Uiso 1 1 calc R . . . .
C3 C 0.55650(5) 0.2459(4) 0.28072(17) 0.0417(7) Uani 1 1 d . . . . .
H3 H 0.5717 0.1896 0.2551 0.050 Uiso 1 1 calc R . . . .
C4 C 0.53701(6) 0.1374(4) 0.32071(19) 0.0470(7) Uani 1 1 d . . . . .
H4 H 0.5390 0.0079 0.3217 0.056 Uiso 1 1 calc R . . . .
C5 C 0.51446(5) 0.2192(4) 0.35940(17) 0.0381(6) Uani 1 1 d . . . . .
H5 H 0.5015 0.1449 0.3869 0.046 Uiso 1 1 calc R . . . .
C6 C 0.51105(4) 0.4132(3) 0.35723(14) 0.0256(5) Uani 1 1 d . . . . .
C7 C 0.48671(4) 0.5035(3) 0.39476(14) 0.0248(5) Uani 1 1 d . . . . .
C8 C 0.46643(5) 0.4090(3) 0.43952(15) 0.0294(5) Uani 1 1 d . . . . .
H8 H 0.4680 0.2804 0.4474 0.035 Uiso 1 1 calc R . . . .
C9 C 0.44404(4) 0.5041(3) 0.47244(14) 0.0245(5) Uani 1 1 d . . . . .
C10 C 0.42202(4) 0.4175(3) 0.52248(14) 0.0250(5) Uani 1 1 d . . . . .
C11 C 0.42343(5) 0.2304(3) 0.54712(14) 0.0281(5) Uani 1 1 d . . . . .
H11 H 0.4387 0.1581 0.5320 0.034 Uiso 1 1 calc R . . . .
C12 C 0.40228(4) 0.1513(4) 0.59386(15) 0.0290(5) Uani 1 1 d . . . . .
H12 H 0.4037 0.0270 0.6105 0.035 Uiso 1 1 calc R . . . .
C13 C 0.37884(5) 0.2555(3) 0.61640(15) 0.0274(5) Uani 1 1 d . . . . .
C14 C 0.37785(5) 0.4435(3) 0.59259(16) 0.0312(5) Uani 1 1 d . . . . .
H14 H 0.3626 0.5162 0.6077 0.037 Uiso 1 1 calc R . . . .
C15 C 0.39905(5) 0.5233(3) 0.54702(15) 0.0291(5) Uani 1 1 d . . . . .
H15 H 0.3980 0.6491 0.5325 0.035 Uiso 1 1 calc R . . . .
C16 C 0.35612(5) 0.1650(3) 0.66520(14) 0.0275(5) Uani 1 1 d . . . . .
C17 C 0.36527(4) 0.0267(4) 0.72876(15) 0.0295(5) Uani 1 1 d . . . . .
C18 C 0.38151(5) 0.0799(4) 0.79599(16) 0.0398(6) Uani 1 1 d . . . . .
H18 H 0.3878 0.2028 0.7998 0.048 Uiso 1 1 calc R . . . .
C19 C 0.38844(5) -0.0466(5) 0.85700(17) 0.0491(8) Uani 1 1 d . . . . .
H19 H 0.3988 -0.0078 0.9024 0.059 Uiso 1 1 calc R . . . .
C20 C 0.37995(6) -0.2317(5) 0.85078(19) 0.0514(8) Uani 1 1 d . . . . .
H20 H 0.3844 -0.3172 0.8921 0.062 Uiso 1 1 calc R . . . .
C21 C 0.36482(6) -0.2874(4) 0.78304(19) 0.0465(7) Uani 1 1 d . . . . .
H21 H 0.3596 -0.4122 0.7778 0.056 Uiso 1 1 calc R . . . .
C22 C 0.35734(5) -0.1603(4) 0.72274(17) 0.0363(6) Uani 1 1 d . . . . .
H22 H 0.3469 -0.2000 0.6776 0.044 Uiso 1 1 calc R . . . .
C23 C 0.32872(5) 0.1972(3) 0.65338(15) 0.0293(5) Uani 1 1 d . . . . .
C24 C 0.31683(5) 0.3098(4) 0.58365(16) 0.0329(6) Uani 1 1 d . . . . .
C25 C 0.32361(5) 0.2730(4) 0.50199(17) 0.0411(6) Uani 1 1 d . . . . .
H25 H 0.3366 0.1802 0.4898 0.049 Uiso 1 1 calc R . . . .
C26 C 0.31135(6) 0.3724(5) 0.43868(19) 0.0560(9) Uani 1 1 d . . . . .
H26 H 0.3161 0.3467 0.3841 0.067 Uiso 1 1 calc R . . . .
C27 C 0.29205(7) 0.5096(6) 0.4559(2) 0.0646(10) Uani 1 1 d . . . . .
H27 H 0.2838 0.5766 0.4130 0.078 Uiso 1 1 calc R . . . .
C28 C 0.28496(7) 0.5473(5) 0.5369(2) 0.0621(9) Uani 1 1 d . . . . .
H28 H 0.2718 0.6395 0.5484 0.075 Uiso 1 1 calc R . . . .
C29 C 0.29720(6) 0.4491(4) 0.60084(19) 0.0474(7) Uani 1 1 d . . . . .
H29 H 0.2924 0.4756 0.6553 0.057 Uiso 1 1 calc R . . . .
C30 C 0.30723(5) 0.1065(4) 0.70745(17) 0.0346(6) Uani 1 1 d . . . . .
C31 C 0.30719(6) 0.1302(4) 0.79253(18) 0.0433(7) Uani 1 1 d . . . . .
H31 H 0.3200 0.2103 0.8170 0.052 Uiso 1 1 calc R . . . .
C32 C 0.28810(7) 0.0353(5) 0.8416(2) 0.0621(10) Uani 1 1 d . . . . .
H32 H 0.2880 0.0527 0.8986 0.075 Uiso 1 1 calc R . . . .
C33 C 0.26924(7) -0.0847(5) 0.8053(3) 0.0714(12) Uani 1 1 d . . . . .
H33 H 0.2569 -0.1522 0.8382 0.086 Uiso 1 1 calc R . . . .
C34 C 0.26849(6) -0.1055(5) 0.7215(3) 0.0650(11) Uani 1 1 d . . . . .
H34 H 0.2554 -0.1850 0.6976 0.078 Uiso 1 1 calc R . . . .
C35 C 0.28719(5) -0.0082(4) 0.6713(2) 0.0490(8) Uani 1 1 d . . . . .
H35 H 0.2863 -0.0199 0.6141 0.059 Uiso 1 1 calc R . . . .
B1 B 0.46008(6) 0.7925(4) 0.4072(2) 0.0369(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.369(4) . ?
F2 B1 1.357(4) . ?
O2 C9 1.304(3) . ?
O2 B1 1.478(3) . ?
O4 C7 1.297(3) . ?
O4 B1 1.477(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.380(3) . ?
C1 C6 1.395(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.382(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.376(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.380(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.395(4) . ?
C6 C7 1.467(3) . ?
C7 C8 1.389(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.378(3) . ?
C9 C10 1.468(3) . ?
C10 C11 1.396(3) . ?
C10 C15 1.395(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.386(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.397(3) . ?
C13 C14 1.397(4) . ?
C13 C16 1.493(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.380(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.491(3) . ?
C16 C23 1.350(3) . ?
C17 C18 1.391(4) . ?
C17 C22 1.392(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.378(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.386(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.373(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.380(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.498(3) . ?
C23 C30 1.500(3) . ?
C24 C25 1.385(4) . ?
C24 C29 1.399(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.378(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.377(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.379(5) . ?
C28 H28 0.9300 . ?
C28 C29 1.381(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.386(4) . ?
C30 C35 1.392(4) . ?
C31 H31 0.9300 . ?
C31 C32 1.389(4) . ?
C32 H32 0.9300 . ?
C32 C33 1.378(5) . ?
C33 H33 0.9300 . ?
C33 C34 1.364(5) . ?
C34 H34 0.9300 . ?
C34 C35 1.395(4) . ?
C35 H35 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
C9 O2 B1 122.36(19) . . ?
C7 O4 B1 122.65(19) . . ?
C2 C1 H1 119.7 . . ?
C2 C1 C6 120.5(2) . . ?
C6 C1 H1 119.7 . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 120.0(2) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.0(2) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.6(3) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.0(2) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 118.9(2) . . ?
C1 C6 C7 119.8(2) . . ?
C5 C6 C7 121.3(2) . . ?
O4 C7 C6 115.5(2) . . ?
O4 C7 C8 120.4(2) . . ?
C8 C7 C6 124.1(2) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 C7 120.6(2) . . ?
C9 C8 H8 119.7 . . ?
O2 C9 C8 120.9(2) . . ?
O2 C9 C10 114.6(2) . . ?
C8 C9 C10 124.6(2) . . ?
C11 C10 C9 121.7(2) . . ?
C15 C10 C9 119.9(2) . . ?
C15 C10 C11 118.4(2) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.7(2) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 H12 119.5 . . ?
C11 C12 C13 121.0(2) . . ?
C13 C12 H12 119.5 . . ?
C12 C13 C14 117.8(2) . . ?
C12 C13 C16 119.8(2) . . ?
C14 C13 C16 122.4(2) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 C13 121.3(2) . . ?
C15 C14 H14 119.4 . . ?
C10 C15 H15 119.6 . . ?
C14 C15 C10 120.8(2) . . ?
C14 C15 H15 119.6 . . ?
C17 C16 C13 115.78(19) . . ?
C23 C16 C13 124.3(2) . . ?
C23 C16 C17 119.8(2) . . ?
C18 C17 C16 121.5(2) . . ?
C18 C17 C22 118.0(2) . . ?
C22 C17 C16 120.4(2) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 C17 121.1(3) . . ?
C19 C18 H18 119.5 . . ?
C18 C19 H19 119.9 . . ?
C18 C19 C20 120.1(3) . . ?
C20 C19 H19 119.9 . . ?
C19 C20 H20 120.3 . . ?
C21 C20 C19 119.3(3) . . ?
C21 C20 H20 120.3 . . ?
C20 C21 H21 119.6 . . ?
C20 C21 C22 120.7(3) . . ?
C22 C21 H21 119.6 . . ?
C17 C22 H22 119.6 . . ?
C21 C22 C17 120.7(3) . . ?
C21 C22 H22 119.6 . . ?
C16 C23 C24 124.7(2) . . ?
C16 C23 C30 121.0(2) . . ?
C24 C23 C30 114.1(2) . . ?
C25 C24 C23 121.8(2) . . ?
C25 C24 C29 118.9(3) . . ?
C29 C24 C23 119.3(2) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 C24 120.7(3) . . ?
C26 C25 H25 119.7 . . ?
C25 C26 H26 119.9 . . ?
C27 C26 C25 120.3(3) . . ?
C27 C26 H26 119.9 . . ?
C26 C27 H27 120.1 . . ?
C26 C27 C28 119.8(3) . . ?
C28 C27 H27 120.1 . . ?
C27 C28 H28 119.8 . . ?
C27 C28 C29 120.4(3) . . ?
C29 C28 H28 119.8 . . ?
C24 C29 H29 120.0 . . ?
C28 C29 C24 119.9(3) . . ?
C28 C29 H29 120.0 . . ?
C31 C30 C23 121.8(2) . . ?
C31 C30 C35 119.1(3) . . ?
C35 C30 C23 119.1(3) . . ?
C30 C31 H31 119.7 . . ?
C30 C31 C32 120.5(3) . . ?
C32 C31 H31 119.7 . . ?
C31 C32 H32 120.2 . . ?
C33 C32 C31 119.6(3) . . ?
C33 C32 H32 120.2 . . ?
C32 C33 H33 119.7 . . ?
C34 C33 C32 120.5(3) . . ?
C34 C33 H33 119.7 . . ?
C33 C34 H34 119.8 . . ?
C33 C34 C35 120.4(3) . . ?
C35 C34 H34 119.8 . . ?
C30 C35 C34 119.6(3) . . ?
C30 C35 H35 120.2 . . ?
C34 C35 H35 120.2 . . ?
F1 B1 O2 107.4(2) . . ?
F1 B1 O4 108.3(2) . . ?
F2 B1 F1 112.3(2) . . ?
F2 B1 O2 108.9(2) . . ?
F2 B1 O4 108.1(2) . . ?
O4 B1 O2 111.8(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.417
_oxdiff_exptl_absorpt_empirical_full_min 0.734
####################################################################### 
# 
# 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_bww18116
_database_code_depnum_ccdc_archive 'CCDC 1921301'
loop_
_audit_author_name
_audit_author_address
'Ji-yu Zhu' 'Beijing Normal University'
_audit_update_record             
;
2019-06-06 deposited with the CCDC.	2019-09-29 downloaded from the CCDC.
;
_audit_creation_date             2018-03-07
_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         'C35 H25 B F2 O2'
_chemical_formula_sum            'C35 H25 B F2 O2'
_chemical_formula_weight         526.36
_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      tetragonal
_space_group_IT_number           96
_space_group_name_H-M_alt        'P 43 21 2'
_space_group_name_Hall           'P 4nw 2abw'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+3/4'
'y+1/2, -x+1/2, z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'x+1/2, -y+1/2, -z+1/4'
'y, x, -z'
'-y, -x, -z+1/2'

_cell_length_a                   11.2434(16)
_cell_length_b                   11.2434(16)
_cell_length_c                   44.141(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5580.1(19)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    14566
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      26.3626
_cell_measurement_theta_min      1.3840
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.980
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8766
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.253
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2192
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       52
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_number            34409
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.362
_diffrn_reflns_theta_min         1.845
_diffrn_ambient_temperature      153.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.690
_reflns_Friedel_fraction_full    0.990
_reflns_Friedel_fraction_max     0.987
_reflns_number_gt                5483
_reflns_number_total             5605
_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  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.394
_refine_diff_density_min         -0.393
_refine_diff_density_rms         0.123
_refine_ls_abs_structure_details 
;
 Flack x determined using 1971 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.218
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         5605
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0559
_refine_ls_R_factor_gt           0.0493
_refine_ls_restrained_S_all      1.218
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1050P)²+0.6150P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1555
_refine_ls_wR_factor_ref         0.1762
_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:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11),
 C12(H12), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C22(H22), C23(H23),
  C25(H25), C26(H26), C28(H28), C31(H31), C32(H32), C33(H33), C34(H34), C35(H35)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 1.1643(2) 0.71644(19) 0.55256(6) 0.0626(6) Uani 1 1 d . . . . .
F2 F 1.0462(2) 0.8778(2) 0.55940(5) 0.0541(5) Uani 1 1 d . . . . .
O1 O 1.0090(2) 0.7488(2) 0.51929(5) 0.0508(6) Uani 1 1 d . . . . .
O2 O 1.1835(2) 0.8797(2) 0.52044(5) 0.0511(6) Uani 1 1 d . . . . .
C1 C 0.5412(3) 0.3914(3) 0.38955(6) 0.0382(6) Uani 1 1 d . . . . .
C2 C 0.4439(3) 0.4545(4) 0.37851(8) 0.0497(8) Uani 1 1 d . . . . .
H2 H 0.4390 0.5380 0.3816 0.060 Uiso 1 1 calc R . . . .
C3 C 0.3540(3) 0.3954(4) 0.36296(9) 0.0601(10) Uani 1 1 d . . . . .
H3 H 0.2876 0.4390 0.3557 0.072 Uiso 1 1 calc R . . . .
C4 C 0.3599(4) 0.2744(4) 0.35801(8) 0.0595(10) Uani 1 1 d . . . . .
H4 H 0.2975 0.2347 0.3476 0.071 Uiso 1 1 calc R . . . .
C5 C 0.4569(4) 0.2119(4) 0.36832(8) 0.0531(9) Uani 1 1 d . . . . .
H5 H 0.4619 0.1287 0.3648 0.064 Uiso 1 1 calc R . . . .
C6 C 0.5478(3) 0.2696(3) 0.38385(7) 0.0419(7) Uani 1 1 d . . . . .
H6 H 0.6149 0.2257 0.3906 0.050 Uiso 1 1 calc R . . . .
C7 C 0.7625(3) 0.4258(3) 0.39596(7) 0.0357(6) Uani 1 1 d . . . . .
C8 C 0.8494(3) 0.3784(3) 0.41502(8) 0.0472(7) Uani 1 1 d . . . . .
H8 H 0.8307 0.3636 0.4357 0.057 Uiso 1 1 calc R . . . .
C9 C 0.9614(3) 0.3527(4) 0.40455(11) 0.0616(10) Uani 1 1 d . . . . .
H9 H 1.0196 0.3211 0.4179 0.074 Uiso 1 1 calc R . . . .
C10 C 0.9891(4) 0.3732(4) 0.37442(12) 0.0668(11) Uani 1 1 d . . . . .
H10 H 1.0662 0.3543 0.3670 0.080 Uiso 1 1 calc R . . . .
C11 C 0.9050(4) 0.4210(4) 0.35510(9) 0.0580(10) Uani 1 1 d . . . . .
H11 H 0.9249 0.4365 0.3346 0.070 Uiso 1 1 calc R . . . .
C12 C 0.7915(3) 0.4464(3) 0.36574(7) 0.0443(7) Uani 1 1 d . . . . .
H12 H 0.7334 0.4780 0.3523 0.053 Uiso 1 1 calc R . . . .
C13 C 0.6393(3) 0.4513(3) 0.40672(6) 0.0351(6) Uani 1 1 d . . . . .
C14 C 0.6172(3) 0.5226(3) 0.43067(7) 0.0370(6) Uani 1 1 d . . . . .
C15 C 0.4971(3) 0.5446(3) 0.44382(7) 0.0392(7) Uani 1 1 d . . . . .
C16 C 0.4526(3) 0.6595(3) 0.44554(7) 0.0424(7) Uani 1 1 d . . . . .
H16 H 0.4997 0.7239 0.4385 0.051 Uiso 1 1 calc R . . . .
C17 C 0.3413(3) 0.6819(4) 0.45735(8) 0.0534(9) Uani 1 1 d . . . . .
H17 H 0.3122 0.7612 0.4581 0.064 Uiso 1 1 calc R . . . .
C18 C 0.2725(4) 0.5908(4) 0.46803(11) 0.0705(12) Uani 1 1 d . . . . .
H18 H 0.1952 0.6061 0.4758 0.085 Uiso 1 1 calc R . . . .
C19 C 0.3164(5) 0.4768(5) 0.46741(15) 0.0920(19) Uani 1 1 d . . . . .
H19 H 0.2701 0.4134 0.4754 0.110 Uiso 1 1 calc R . . . .
C20 C 0.4279(4) 0.4535(4) 0.45526(12) 0.0719(13) Uani 1 1 d . . . . .
H20 H 0.4569 0.3741 0.4548 0.086 Uiso 1 1 calc R . . . .
C21 C 0.7151(3) 0.5887(3) 0.44605(7) 0.0367(6) Uani 1 1 d . . . . .
C22 C 0.7400(3) 0.5676(3) 0.47675(7) 0.0431(7) Uani 1 1 d . . . . .
H22 H 0.6948 0.5104 0.4877 0.052 Uiso 1 1 calc R . . . .
C23 C 0.8301(3) 0.6296(3) 0.49119(7) 0.0416(7) Uani 1 1 d . . . . .
H23 H 0.8484 0.6126 0.5118 0.050 Uiso 1 1 calc R . . . .
C24 C 0.8942(3) 0.7168(3) 0.47572(7) 0.0365(6) Uani 1 1 d . . . . .
C25 C 0.8665(3) 0.7415(3) 0.44548(7) 0.0401(7) Uani 1 1 d . . . . .
H25 H 0.9079 0.8025 0.4350 0.048 Uiso 1 1 calc R . . . .
C26 C 0.7789(3) 0.6770(3) 0.43097(7) 0.0405(7) Uani 1 1 d . . . . .
H26 H 0.7618 0.6931 0.4103 0.049 Uiso 1 1 calc R . . . .
C27 C 0.9892(3) 0.7813(3) 0.49147(7) 0.0364(6) Uani 1 1 d . . . . .
C28 C 1.0581(3) 0.8701(3) 0.47824(7) 0.0382(6) Uani 1 1 d . . . . .
H28 H 1.0377 0.9000 0.4588 0.046 Uiso 1 1 calc R . . . .
C29 C 1.1557(3) 0.9148(3) 0.49330(7) 0.0379(6) Uani 1 1 d . . . . .
C30 C 1.2406(3) 0.9971(3) 0.47893(7) 0.0411(7) Uani 1 1 d . . . . .
C31 C 1.3585(3) 0.9981(3) 0.48911(8) 0.0502(8) Uani 1 1 d . . . . .
H31 H 1.3811 0.9526 0.5063 0.060 Uiso 1 1 calc R . . . .
C32 C 1.4418(4) 1.0663(4) 0.47382(10) 0.0589(10) Uani 1 1 d . . . . .
H32 H 1.5222 1.0662 0.4804 0.071 Uiso 1 1 calc R . . . .
C33 C 1.4097(4) 1.1337(4) 0.44928(10) 0.0618(11) Uani 1 1 d . . . . .
H33 H 1.4681 1.1779 0.4385 0.074 Uiso 1 1 calc R . . . .
C34 C 1.2913(4) 1.1372(4) 0.44018(9) 0.0628(11) Uani 1 1 d . . . . .
H34 H 1.2684 1.1873 0.4239 0.075 Uiso 1 1 calc R . . . .
C35 C 1.2066(4) 1.0686(3) 0.45461(9) 0.0519(8) Uani 1 1 d . . . . .
H35 H 1.1261 1.0701 0.4481 0.062 Uiso 1 1 calc R . . . .
B1 B 1.1016(4) 0.8053(4) 0.53889(9) 0.0448(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.363(5) . ?
F2 B1 1.368(5) . ?
O1 C27 1.300(4) . ?
O1 B1 1.495(4) . ?
O2 C29 1.299(4) . ?
O2 B1 1.487(4) . ?
C1 C2 1.391(5) . ?
C1 C6 1.395(5) . ?
C1 C13 1.498(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.391(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.379(7) . ?
C4 H4 0.9500 . ?
C4 C5 1.376(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.391(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.395(5) . ?
C7 C12 1.392(4) . ?
C7 C13 1.492(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.372(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.386(7) . ?
C10 H10 0.9500 . ?
C10 C11 1.382(7) . ?
C11 H11 0.9500 . ?
C11 C12 1.390(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.350(4) . ?
C14 C15 1.490(4) . ?
C14 C21 1.491(4) . ?
C15 C16 1.388(5) . ?
C15 C20 1.382(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.379(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.368(6) . ?
C18 H18 0.9500 . ?
C18 C19 1.373(7) . ?
C19 H19 0.9500 . ?
C19 C20 1.389(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.404(4) . ?
C21 C26 1.394(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.385(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.396(4) . ?
C24 C25 1.398(4) . ?
C24 C27 1.466(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.381(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.392(4) . ?
C28 H28 0.9500 . ?
C28 C29 1.378(4) . ?
C29 C30 1.473(4) . ?
C30 C31 1.400(5) . ?
C30 C35 1.394(5) . ?
C31 H31 0.9500 . ?
C31 C32 1.386(5) . ?
C32 H32 0.9500 . ?
C32 C33 1.371(7) . ?
C33 H33 0.9500 . ?
C33 C34 1.391(7) . ?
C34 H34 0.9500 . ?
C34 C35 1.381(5) . ?
C35 H35 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
C27 O1 B1 123.1(3) . . ?
C29 O2 B1 121.8(3) . . ?
C2 C1 C6 118.6(3) . . ?
C2 C1 C13 121.8(3) . . ?
C6 C1 C13 119.5(3) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.1(4) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.0(4) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.4 . . ?
C5 C4 C3 119.3(3) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.5(4) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 H6 119.7 . . ?
C5 C6 C1 120.5(3) . . ?
C5 C6 H6 119.7 . . ?
C8 C7 C13 122.1(3) . . ?
C12 C7 C8 118.5(3) . . ?
C12 C7 C13 119.4(3) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 C7 121.3(3) . . ?
C9 C8 H8 119.3 . . ?
C8 C9 H9 120.2 . . ?
C8 C9 C10 119.7(4) . . ?
C10 C9 H9 120.2 . . ?
C9 C10 H10 119.9 . . ?
C11 C10 C9 120.2(4) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.0(4) . . ?
C12 C11 H11 120.0 . . ?
C7 C12 H12 119.9 . . ?
C11 C12 C7 120.3(3) . . ?
C11 C12 H12 119.9 . . ?
C7 C13 C1 115.9(2) . . ?
C14 C13 C1 121.9(3) . . ?
C14 C13 C7 122.3(3) . . ?
C13 C14 C15 124.7(3) . . ?
C13 C14 C21 121.1(3) . . ?
C15 C14 C21 114.1(2) . . ?
C16 C15 C14 120.1(3) . . ?
C20 C15 C14 122.0(3) . . ?
C20 C15 C16 117.8(3) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 C15 121.2(3) . . ?
C17 C16 H16 119.4 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.4(4) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 120.4 . . ?
C17 C18 C19 119.3(4) . . ?
C19 C18 H18 120.4 . . ?
C18 C19 H19 119.7 . . ?
C18 C19 C20 120.6(4) . . ?
C20 C19 H19 119.7 . . ?
C15 C20 C19 120.6(4) . . ?
C15 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C22 C21 C14 120.1(3) . . ?
C26 C21 C14 121.1(3) . . ?
C26 C21 C22 118.6(3) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.3(3) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 119.8 . . ?
C22 C23 C24 120.4(3) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 C25 119.4(3) . . ?
C23 C24 C27 119.5(3) . . ?
C25 C24 C27 121.1(3) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 C24 119.8(3) . . ?
C26 C25 H25 120.1 . . ?
C21 C26 H26 119.4 . . ?
C25 C26 C21 121.3(3) . . ?
C25 C26 H26 119.4 . . ?
O1 C27 C24 115.7(3) . . ?
O1 C27 C28 120.1(3) . . ?
C28 C27 C24 124.1(3) . . ?
C27 C28 H28 119.9 . . ?
C29 C28 C27 120.1(3) . . ?
C29 C28 H28 119.9 . . ?
O2 C29 C28 121.7(3) . . ?
O2 C29 C30 115.6(3) . . ?
C28 C29 C30 122.5(3) . . ?
C31 C30 C29 118.7(3) . . ?
C35 C30 C29 121.1(3) . . ?
C35 C30 C31 120.1(3) . . ?
C30 C31 H31 120.4 . . ?
C32 C31 C30 119.2(4) . . ?
C32 C31 H31 120.4 . . ?
C31 C32 H32 119.6 . . ?
C33 C32 C31 120.9(4) . . ?
C33 C32 H32 119.6 . . ?
C32 C33 H33 120.1 . . ?
C32 C33 C34 119.7(3) . . ?
C34 C33 H33 120.1 . . ?
C33 C34 H34 119.6 . . ?
C35 C34 C33 120.7(4) . . ?
C35 C34 H34 119.6 . . ?
C30 C35 H35 120.4 . . ?
C34 C35 C30 119.2(4) . . ?
C34 C35 H35 120.4 . . ?
F1 B1 F2 112.3(3) . . ?
F1 B1 O1 107.7(3) . . ?
F1 B1 O2 109.6(3) . . ?
F2 B1 O1 108.6(3) . . ?
F2 B1 O2 108.0(3) . . ?
O2 B1 O1 110.7(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 C27 C28 C29 7.2(5) . . . . ?
O2 C29 C30 C31 22.9(4) . . . . ?
O2 C29 C30 C35 -160.4(3) . . . . ?
C1 C2 C3 C4 -0.5(6) . . . . ?
C1 C13 C14 C15 3.7(5) . . . . ?
C1 C13 C14 C21 -175.3(3) . . . . ?
C2 C1 C6 C5 -2.2(5) . . . . ?
C2 C1 C13 C7 -129.5(3) . . . . ?
C2 C1 C13 C14 51.3(4) . . . . ?
C2 C3 C4 C5 -0.8(6) . . . . ?
C3 C4 C5 C6 0.6(6) . . . . ?
C4 C5 C6 C1 0.9(5) . . . . ?
C6 C1 C2 C3 2.0(5) . . . . ?
C6 C1 C13 C7 49.3(4) . . . . ?
C6 C1 C13 C14 -130.0(3) . . . . ?
C7 C8 C9 C10 -0.5(6) . . . . ?
C7 C13 C14 C15 -175.4(3) . . . . ?
C7 C13 C14 C21 5.5(4) . . . . ?
C8 C7 C12 C11 -0.5(5) . . . . ?
C8 C7 C13 C1 -123.2(3) . . . . ?
C8 C7 C13 C14 56.0(4) . . . . ?
C8 C9 C10 C11 1.0(6) . . . . ?
C9 C10 C11 C12 -1.3(6) . . . . ?
C10 C11 C12 C7 1.1(6) . . . . ?
C12 C7 C8 C9 0.2(5) . . . . ?
C12 C7 C13 C1 54.9(4) . . . . ?
C12 C7 C13 C14 -125.9(3) . . . . ?
C13 C1 C2 C3 -179.3(3) . . . . ?
C13 C1 C6 C5 179.1(3) . . . . ?
C13 C7 C8 C9 178.3(3) . . . . ?
C13 C7 C12 C11 -178.7(3) . . . . ?
C13 C14 C15 C16 -122.0(4) . . . . ?
C13 C14 C15 C20 59.6(5) . . . . ?
C13 C14 C21 C22 -119.0(3) . . . . ?
C13 C14 C21 C26 64.7(4) . . . . ?
C14 C15 C16 C17 179.4(3) . . . . ?
C14 C15 C20 C19 179.9(5) . . . . ?
C14 C21 C22 C23 -179.4(3) . . . . ?
C14 C21 C26 C25 177.5(3) . . . . ?
C15 C14 C21 C22 61.9(4) . . . . ?
C15 C14 C21 C26 -114.4(3) . . . . ?
C15 C16 C17 C18 0.8(6) . . . . ?
C16 C15 C20 C19 1.4(7) . . . . ?
C16 C17 C18 C19 1.3(8) . . . . ?
C17 C18 C19 C20 -1.9(10) . . . . ?
C18 C19 C20 C15 0.6(10) . . . . ?
C20 C15 C16 C17 -2.1(5) . . . . ?
C21 C14 C15 C16 57.2(4) . . . . ?
C21 C14 C15 C20 -121.3(4) . . . . ?
C21 C22 C23 C24 2.4(5) . . . . ?
C22 C21 C26 C25 1.2(5) . . . . ?
C22 C23 C24 C25 0.2(5) . . . . ?
C22 C23 C24 C27 -179.9(3) . . . . ?
C23 C24 C25 C26 -2.0(5) . . . . ?
C23 C24 C27 O1 1.8(4) . . . . ?
C23 C24 C27 C28 -179.7(3) . . . . ?
C24 C25 C26 C21 1.4(5) . . . . ?
C24 C27 C28 C29 -171.3(3) . . . . ?
C25 C24 C27 O1 -178.3(3) . . . . ?
C25 C24 C27 C28 0.2(5) . . . . ?
C26 C21 C22 C23 -3.0(5) . . . . ?
C27 O1 B1 F1 -133.2(3) . . . . ?
C27 O1 B1 F2 105.0(4) . . . . ?
C27 O1 B1 O2 -13.4(5) . . . . ?
C27 C24 C25 C26 178.1(3) . . . . ?
C27 C28 C29 O2 -2.9(5) . . . . ?
C27 C28 C29 C30 171.8(3) . . . . ?
C28 C29 C30 C31 -152.1(3) . . . . ?
C28 C29 C30 C35 24.6(5) . . . . ?
C29 O2 B1 F1 136.2(3) . . . . ?
C29 O2 B1 F2 -101.2(3) . . . . ?
C29 O2 B1 O1 17.6(5) . . . . ?
C29 C30 C31 C32 173.6(3) . . . . ?
C29 C30 C35 C34 -174.7(3) . . . . ?
C30 C31 C32 C33 1.0(6) . . . . ?
C31 C30 C35 C34 2.0(5) . . . . ?
C31 C32 C33 C34 2.2(6) . . . . ?
C32 C33 C34 C35 -3.4(6) . . . . ?
C33 C34 C35 C30 1.3(6) . . . . ?
C35 C30 C31 C32 -3.2(5) . . . . ?
B1 O1 C27 C24 -179.4(3) . . . . ?
B1 O1 C27 C28 2.0(5) . . . . ?
B1 O2 C29 C28 -10.5(5) . . . . ?
B1 O2 C29 C30 174.5(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
