# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2020

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

data_100k
_database_code_depnum_ccdc_archive 'CCDC 1943066'
loop_
_audit_author_name
_audit_author_address
'Jian-Xin Wang'
;College of Chemistry, Beijing Normal University
China
;
_audit_update_record             
;
2019-07-25 deposited with the CCDC.	2020-04-22 downloaded from the CCDC.
;
_audit_creation_date             2018-11-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H29 B F2 O3'
_chemical_formula_sum            'C24 H29 B F2 O3'
_chemical_formula_weight         414.28
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H29 B F2 O3'
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                   10.1095(5)
_cell_length_b                   14.6951(6)
_cell_length_c                   16.0516(6)
_cell_angle_alpha                70.598(4)
_cell_angle_beta                 79.739(4)
_cell_angle_gamma                77.184(4)
_cell_volume                     2178.99(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14146
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.4470
_cell_measurement_theta_min      2.0950
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.964
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65935
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.895
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            29362
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.895
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.601
_diffrn_reflns_theta_min         2.079
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.895
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     46.00  72.00   0.50    4.00    --  -15.70  57.00 120.00   52
  2  ω    -57.00 -10.00   0.50    4.00    --  -15.70  77.00 -30.00   94
  3  ω    -57.00 -17.00   0.50    4.00    --  -15.70  77.00-120.00   80
  4  ω    -35.00  32.00   0.50    4.00    --  -15.70  57.00 -30.00  134
  5  ω    -56.00 -25.00   0.50    4.00    --  -15.70  77.00  60.00   62
  6  ω    -49.00  30.00   0.50    4.00    --  -15.70  57.00 120.00  158
  7  ω    -14.00  12.00   0.50    4.00    --   15.80  71.00-125.48   52
  8  ω    -18.00 105.00   0.50    4.00    --   15.80  57.00-150.00  246
  9  ω     14.00  81.00   0.50    4.00    --   15.80  57.00  30.00  134
 10  ω     35.00  83.00   0.50    4.00    --   15.80  71.00-125.48   96
 11  ω     35.00 102.00   0.50    4.00    --   15.80  57.00  90.00  134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0173255000
_diffrn_orient_matrix_UB_12      -0.0336044000
_diffrn_orient_matrix_UB_13      0.0415106000
_diffrn_orient_matrix_UB_21      -0.0610379000
_diffrn_orient_matrix_UB_22      -0.0187271000
_diffrn_orient_matrix_UB_23      0.0057733000
_diffrn_orient_matrix_UB_31      0.0349185000
_diffrn_orient_matrix_UB_32      -0.0349542000
_diffrn_orient_matrix_UB_33      -0.0216117000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9392
_reflns_number_total             10961
_reflns_odcompleteness_completeness 89.52
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.54
_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 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_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         0.437
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     555
_refine_ls_number_reflns         10961
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0436
_refine_ls_restrained_S_all      1.022
_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)+(0.0696P)²+0.5380P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1192
_refine_ls_wR_factor_ref         0.1241
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C7(H7), C9(H9), C12(H12), C14(H14), C16(H16),
 C27(H27), C28(H28), C29(H29), C31(H31), C33(H33), C36(H36), C38(H38), C40(H40)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,
 H25B,H25C), C42(H42A,H42B,H42C), C43(H43A,H43B,H43C), C44(H44A,H44B,H44C),
 C46(H46A,H46B,H46C), C47(H47A,H47B,H47C), C48(H48A,H48B,H48C)
;
_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 0.72656(7) 0.60722(5) 0.37862(4) 0.02433(15) Uani 1 1 d . . . . .
F2 F 0.69318(7) 0.75216(5) 0.40712(5) 0.02461(15) Uani 1 1 d . . . . .
O1 O 0.50576(8) 0.68065(6) 0.41578(5) 0.02186(17) Uani 1 1 d . . . . .
O2 O 0.67167(8) 0.61023(6) 0.52543(5) 0.02025(17) Uani 1 1 d . . . . .
O3 O 0.12251(8) 0.78361(6) 0.24281(5) 0.02584(19) Uani 1 1 d . . . . .
C1 C -0.00505(13) 0.79804(9) 0.21032(8) 0.0272(3) Uani 1 1 d . . . . .
H1A H 0.000254 0.838343 0.147814 0.041 Uiso 1 1 calc GR . . . .
H1B H -0.076774 0.831282 0.245332 0.041 Uiso 1 1 calc GR . . . .
H1C H -0.026495 0.734413 0.215433 0.041 Uiso 1 1 calc GR . . . .
C2 C 0.13126(11) 0.72883(8) 0.32988(7) 0.0186(2) Uani 1 1 d . . . . .
C3 C 0.25730(11) 0.71478(8) 0.35984(7) 0.0182(2) Uani 1 1 d . . . . .
H3 H 0.329910 0.743014 0.320772 0.022 Uiso 1 1 calc R . . . .
C4 C 0.27698(11) 0.65909(8) 0.44745(7) 0.0167(2) Uani 1 1 d . . . . .
C5 C 0.16867(11) 0.61857(9) 0.50536(8) 0.0224(2) Uani 1 1 d . . . . .
H5 H 0.181074 0.580973 0.565174 0.027 Uiso 1 1 calc R . . . .
C6 C 0.04371(12) 0.63405(9) 0.47429(8) 0.0259(2) Uani 1 1 d . . . . .
H6 H -0.029617 0.606847 0.513413 0.031 Uiso 1 1 calc R . . . .
C7 C 0.02350(11) 0.68873(9) 0.38679(8) 0.0231(2) Uani 1 1 d . . . . .
H7 H -0.062572 0.698539 0.366189 0.028 Uiso 1 1 calc R . . . .
C8 C 0.41303(10) 0.64123(8) 0.47622(7) 0.0164(2) Uani 1 1 d . . . . .
C9 C 0.44422(11) 0.58542(8) 0.56114(7) 0.0184(2) Uani 1 1 d . . . . .
H9 H 0.375993 0.555911 0.603997 0.022 Uiso 1 1 calc R . . . .
C10 C 0.57530(11) 0.57264(7) 0.58359(7) 0.0163(2) Uani 1 1 d . . . . .
C11 C 0.61329(11) 0.51780(8) 0.67365(7) 0.0167(2) Uani 1 1 d . . . . .
C12 C 0.72929(11) 0.53274(8) 0.69953(7) 0.0173(2) Uani 1 1 d . . . . .
H12 H 0.782939 0.577747 0.658993 0.021 Uiso 1 1 calc R . . . .
C13 C 0.76731(11) 0.48189(8) 0.78485(7) 0.0170(2) Uani 1 1 d . . . . .
C14 C 0.68646(11) 0.41566(8) 0.84159(7) 0.0192(2) Uani 1 1 d . . . . .
H14 H 0.711931 0.380150 0.899362 0.023 Uiso 1 1 calc R . . . .
C15 C 0.56905(11) 0.39887(8) 0.81746(7) 0.0183(2) Uani 1 1 d . . . . .
C16 C 0.53304(11) 0.45126(8) 0.73267(7) 0.0180(2) Uani 1 1 d . . . . .
H16 H 0.453783 0.442015 0.714547 0.022 Uiso 1 1 calc R . . . .
C17 C 0.88937(11) 0.50423(8) 0.81479(7) 0.0193(2) Uani 1 1 d . . . . .
C18 C 1.00991(12) 0.51298(10) 0.74084(8) 0.0286(3) Uani 1 1 d . . . . .
H18A H 1.034205 0.452625 0.723916 0.043 Uiso 1 1 calc GR . . . .
H18B H 1.088507 0.523260 0.762431 0.043 Uiso 1 1 calc GR . . . .
H18C H 0.983869 0.568631 0.689027 0.043 Uiso 1 1 calc GR . . . .
C19 C 0.84467(14) 0.60229(9) 0.83466(9) 0.0314(3) Uani 1 1 d . . . . .
H19A H 0.819180 0.654314 0.780363 0.047 Uiso 1 1 calc GR . . . .
H19B H 0.920180 0.617088 0.855810 0.047 Uiso 1 1 calc GR . . . .
H19C H 0.766050 0.598183 0.880512 0.047 Uiso 1 1 calc GR . . . .
C20 C 0.93806(13) 0.42561(9) 0.89907(8) 0.0281(3) Uani 1 1 d . . . . .
H20A H 0.865561 0.424548 0.948681 0.042 Uiso 1 1 calc GR . . . .
H20B H 1.019524 0.440684 0.913257 0.042 Uiso 1 1 calc GR . . . .
H20C H 0.960198 0.361374 0.889117 0.042 Uiso 1 1 calc GR . . . .
C21 C 0.48701(12) 0.32385(8) 0.88406(7) 0.0215(2) Uani 1 1 d . . . . .
C22 C 0.57770(13) 0.22209(9) 0.90601(8) 0.0263(2) Uani 1 1 d . . . . .
H22A H 0.607282 0.203293 0.851558 0.040 Uiso 1 1 calc GR . . . .
H22B H 0.525809 0.174107 0.949005 0.040 Uiso 1 1 calc GR . . . .
H22C H 0.657901 0.223910 0.931495 0.040 Uiso 1 1 calc GR . . . .
C23 C 0.44032(14) 0.35239(10) 0.97010(8) 0.0310(3) Uani 1 1 d . . . . .
H23A H 0.520440 0.353761 0.995913 0.047 Uiso 1 1 calc GR . . . .
H23B H 0.388298 0.304198 1.012646 0.047 Uiso 1 1 calc GR . . . .
H23C H 0.382513 0.417369 0.956518 0.047 Uiso 1 1 calc GR . . . .
C24 C 0.36033(14) 0.31776(10) 0.84712(9) 0.0336(3) Uani 1 1 d . . . . .
H24A H 0.299739 0.381651 0.834255 0.050 Uiso 1 1 calc GR . . . .
H24B H 0.311897 0.268335 0.891168 0.050 Uiso 1 1 calc GR . . . .
H24C H 0.388470 0.299415 0.792370 0.050 Uiso 1 1 calc GR . . . .
B1 B 0.65176(12) 0.66377(9) 0.43038(8) 0.0189(2) Uani 1 1 d . . . . .
F3 F 0.81789(7) 0.75216(5) 0.61123(5) 0.02802(16) Uani 1 1 d . . . . .
F4 F 0.77092(7) 0.89607(6) 0.64278(5) 0.02908(17) Uani 1 1 d . . . . .
O4 O 0.83883(8) 0.89697(6) 0.49710(5) 0.02098(17) Uani 1 1 d . . . . .
O5 O 0.99640(8) 0.82773(6) 0.61154(5) 0.02100(17) Uani 1 1 d . . . . .
O6 O 1.39906(9) 0.68268(6) 0.78428(5) 0.02535(18) Uani 1 1 d . . . . .
C25 C 1.28741(14) 0.64830(11) 0.84437(9) 0.0339(3) Uani 1 1 d . . . . .
H25A H 1.247299 0.608430 0.820695 0.051 Uiso 1 1 calc GR . . . .
H25B H 1.218464 0.704238 0.852190 0.051 Uiso 1 1 calc GR . . . .
H25C H 1.319106 0.608419 0.901859 0.051 Uiso 1 1 calc GR . . . .
C26 C 1.37300(11) 0.74152(8) 0.70056(7) 0.0195(2) Uani 1 1 d . . . . .
C27 C 1.48596(11) 0.77690(9) 0.64536(8) 0.0219(2) Uani 1 1 d . . . . .
H27 H 1.572634 0.759647 0.666886 0.026 Uiso 1 1 calc R . . . .
C28 C 1.47117(11) 0.83716(9) 0.55924(8) 0.0229(2) Uani 1 1 d . . . . .
H28 H 1.547849 0.861612 0.522059 0.028 Uiso 1 1 calc R . . . .
C29 C 1.34481(11) 0.86222(8) 0.52666(7) 0.0206(2) Uani 1 1 d . . . . .
H29 H 1.335360 0.903351 0.467464 0.025 Uiso 1 1 calc R . . . .
C30 C 1.23229(11) 0.82650(8) 0.58156(7) 0.0164(2) Uani 1 1 d . . . . .
C31 C 1.24585(11) 0.76627(8) 0.66959(7) 0.0176(2) Uani 1 1 d . . . . .
H31 H 1.168976 0.742831 0.707367 0.021 Uiso 1 1 calc R . . . .
C32 C 1.09699(10) 0.85082(7) 0.54997(7) 0.0152(2) Uani 1 1 d . . . . .
C33 C 1.07437(11) 0.89565(8) 0.46136(7) 0.0178(2) Uani 1 1 d . . . . .
H33 H 1.148956 0.910858 0.417044 0.021 Uiso 1 1 calc R . . . .
C34 C 0.94232(10) 0.91816(7) 0.43777(7) 0.01493(19) Uani 1 1 d . . . . .
C35 C 0.90821(11) 0.96701(7) 0.34585(7) 0.0156(2) Uani 1 1 d . . . . .
C36 C 1.00500(10) 1.00759(8) 0.27823(7) 0.0160(2) Uani 1 1 d . . . . .
H36 H 1.093613 1.005630 0.291603 0.019 Uiso 1 1 calc R . . . .
C37 C 0.97283(11) 1.05124(8) 0.19070(7) 0.0163(2) Uani 1 1 d . . . . .
C38 C 0.84133(11) 1.05288(8) 0.17411(7) 0.0168(2) Uani 1 1 d . . . . .
H38 H 0.818342 1.082408 0.115012 0.020 Uiso 1 1 calc R . . . .
C39 C 0.74130(11) 1.01285(8) 0.24084(7) 0.0160(2) Uani 1 1 d . . . . .
C40 C 0.77604(10) 0.97044(8) 0.32705(7) 0.0160(2) Uani 1 1 d . . . . .
H40 H 0.710152 0.943543 0.373663 0.019 Uiso 1 1 calc R . . . .
C41 C 0.60218(11) 1.01215(8) 0.21530(7) 0.0178(2) Uani 1 1 d . . . . .
C42 C 0.62556(13) 0.94700(10) 0.15448(9) 0.0301(3) Uani 1 1 d . . . . .
H42A H 0.687149 0.973091 0.101399 0.045 Uiso 1 1 calc GR . . . .
H42B H 0.538010 0.946257 0.136759 0.045 Uiso 1 1 calc GR . . . .
H42C H 0.666421 0.880135 0.186498 0.045 Uiso 1 1 calc GR . . . .
C43 C 0.53608(12) 1.11633(9) 0.16534(8) 0.0250(2) Uani 1 1 d . . . . .
H43A H 0.517923 1.157477 0.204645 0.038 Uiso 1 1 calc GR . . . .
H43B H 0.450070 1.114278 0.146462 0.038 Uiso 1 1 calc GR . . . .
H43C H 0.598052 1.143766 0.112993 0.038 Uiso 1 1 calc GR . . . .
C44 C 0.50367(11) 0.97097(9) 0.29699(8) 0.0237(2) Uani 1 1 d . . . . .
H44A H 0.541914 0.902903 0.327511 0.036 Uiso 1 1 calc GR . . . .
H44B H 0.415622 0.973426 0.278087 0.036 Uiso 1 1 calc GR . . . .
H44C H 0.490538 1.010277 0.337558 0.036 Uiso 1 1 calc GR . . . .
C45 C 1.08248(11) 1.09439(8) 0.11774(7) 0.0181(2) Uani 1 1 d . . . . .
C46 C 1.12308(13) 1.17783(9) 0.13953(8) 0.0266(3) Uani 1 1 d . . . . .
H46A H 1.042817 1.228910 0.141742 0.040 Uiso 1 1 calc GR . . . .
H46B H 1.193436 1.205621 0.093453 0.040 Uiso 1 1 calc GR . . . .
H46C H 1.158932 1.152257 0.197303 0.040 Uiso 1 1 calc GR . . . .
C47 C 1.20830(12) 1.01454(9) 0.11370(8) 0.0256(2) Uani 1 1 d . . . . .
H47A H 1.243966 0.988239 0.171540 0.038 Uiso 1 1 calc GR . . . .
H47B H 1.278753 1.042731 0.067965 0.038 Uiso 1 1 calc GR . . . .
H47C H 1.182480 0.961688 0.099013 0.038 Uiso 1 1 calc GR . . . .
C48 C 1.03173(12) 1.13529(10) 0.02586(7) 0.0258(2) Uani 1 1 d . . . . .
H48A H 1.004546 1.082917 0.011209 0.039 Uiso 1 1 calc GR . . . .
H48B H 1.105048 1.161118 -0.018686 0.039 Uiso 1 1 calc GR . . . .
H48C H 0.953118 1.188024 0.026250 0.039 Uiso 1 1 calc GR . . . .
B2 B 0.85359(12) 0.84183(9) 0.59211(8) 0.0179(2) 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 1.3816(14) . ?
F2 B1 1.3658(14) . ?
O1 C8 1.3035(12) . ?
O1 B1 1.4891(14) . ?
O2 C10 1.3031(12) . ?
O2 B1 1.4930(14) . ?
O3 C1 1.4230(14) . ?
O3 C2 1.3690(13) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.3903(15) . ?
C2 C7 1.3933(15) . ?
C3 H3 0.9500 . ?
C3 C4 1.3964(15) . ?
C4 C5 1.4058(15) . ?
C4 C8 1.4696(15) . ?
C5 H5 0.9500 . ?
C5 C6 1.3849(16) . ?
C6 H6 0.9500 . ?
C6 C7 1.3928(16) . ?
C7 H7 0.9500 . ?
C8 C9 1.3876(15) . ?
C9 H9 0.9500 . ?
C9 C10 1.3913(15) . ?
C10 C11 1.4742(14) . ?
C11 C12 1.3945(15) . ?
C11 C16 1.4052(14) . ?
C12 H12 0.9500 . ?
C12 C13 1.4006(15) . ?
C13 C14 1.3941(14) . ?
C13 C17 1.5354(15) . ?
C14 H14 0.9500 . ?
C14 C15 1.4060(15) . ?
C15 C16 1.3907(15) . ?
C15 C21 1.5338(14) . ?
C16 H16 0.9500 . ?
C17 C18 1.5374(16) . ?
C17 C19 1.5321(16) . ?
C17 C20 1.5342(16) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.5356(16) . ?
C21 C23 1.5399(16) . ?
C21 C24 1.5350(17) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
F3 B2 1.3651(14) . ?
F4 B2 1.3741(14) . ?
O4 C34 1.3003(12) . ?
O4 B2 1.4869(14) . ?
O5 C32 1.3032(12) . ?
O5 B2 1.4865(14) . ?
O6 C25 1.4146(15) . ?
O6 C26 1.3697(13) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.3987(16) . ?
C26 C31 1.3899(15) . ?
C27 H27 0.9500 . ?
C27 C28 1.3853(16) . ?
C28 H28 0.9500 . ?
C28 C29 1.3936(16) . ?
C29 H29 0.9500 . ?
C29 C30 1.3952(15) . ?
C30 C31 1.4081(15) . ?
C30 C32 1.4716(14) . ?
C31 H31 0.9500 . ?
C32 C33 1.3913(14) . ?
C33 H33 0.9500 . ?
C33 C34 1.3914(14) . ?
C34 C35 1.4761(14) . ?
C35 C36 1.3933(14) . ?
C35 C40 1.4080(14) . ?
C36 H36 0.9500 . ?
C36 C37 1.4010(14) . ?
C37 C38 1.3951(14) . ?
C37 C45 1.5357(14) . ?
C38 H38 0.9500 . ?
C38 C39 1.4055(14) . ?
C39 C40 1.3892(14) . ?
C39 C41 1.5365(14) . ?
C40 H40 0.9500 . ?
C41 C42 1.5376(15) . ?
C41 C43 1.5345(16) . ?
C41 C44 1.5336(15) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 C46 1.5341(15) . ?
C45 C47 1.5356(16) . ?
C45 C48 1.5308(15) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O1 B1 123.09(9) . . ?
C10 O2 B1 122.76(8) . . ?
C2 O3 C1 116.54(9) . . ?
O3 C1 H1A 109.5 . . ?
O3 C1 H1B 109.5 . . ?
O3 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O3 C2 C3 115.51(9) . . ?
O3 C2 C7 123.87(10) . . ?
C3 C2 C7 120.62(10) . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.89(10) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 C5 119.85(10) . . ?
C3 C4 C8 118.83(9) . . ?
C5 C4 C8 121.29(10) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 C4 119.30(10) . . ?
C6 C5 H5 120.3 . . ?
C5 C6 H6 119.4 . . ?
C5 C6 C7 121.26(10) . . ?
C7 C6 H6 119.4 . . ?
C2 C7 H7 120.5 . . ?
C6 C7 C2 119.09(10) . . ?
C6 C7 H7 120.5 . . ?
O1 C8 C4 115.49(9) . . ?
O1 C8 C9 121.02(10) . . ?
C9 C8 C4 123.49(9) . . ?
C8 C9 H9 120.0 . . ?
C8 C9 C10 120.08(10) . . ?
C10 C9 H9 120.0 . . ?
O2 C10 C9 121.20(9) . . ?
O2 C10 C11 116.11(9) . . ?
C9 C10 C11 122.68(9) . . ?
C12 C11 C10 119.35(9) . . ?
C12 C11 C16 120.50(10) . . ?
C16 C11 C10 120.15(9) . . ?
C11 C12 H12 119.8 . . ?
C11 C12 C13 120.50(10) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 C17 119.98(9) . . ?
C14 C13 C12 117.68(10) . . ?
C14 C13 C17 122.25(9) . . ?
C13 C14 H14 118.4 . . ?
C13 C14 C15 123.19(10) . . ?
C15 C14 H14 118.4 . . ?
C14 C15 C21 119.55(10) . . ?
C16 C15 C14 117.80(10) . . ?
C16 C15 C21 122.65(10) . . ?
C11 C16 H16 119.8 . . ?
C15 C16 C11 120.33(10) . . ?
C15 C16 H16 119.8 . . ?
C13 C17 C18 110.69(9) . . ?
C19 C17 C13 107.99(9) . . ?
C19 C17 C18 108.75(10) . . ?
C19 C17 C20 108.31(10) . . ?
C20 C17 C13 112.48(9) . . ?
C20 C17 C18 108.54(10) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C15 C21 C22 109.29(9) . . ?
C15 C21 C23 109.62(9) . . ?
C15 C21 C24 112.10(9) . . ?
C22 C21 C23 109.06(10) . . ?
C24 C21 C22 108.19(10) . . ?
C24 C21 C23 108.51(10) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
F1 B1 O1 107.86(9) . . ?
F1 B1 O2 108.63(9) . . ?
F2 B1 F1 111.11(9) . . ?
F2 B1 O1 108.99(9) . . ?
F2 B1 O2 109.07(9) . . ?
O1 B1 O2 111.19(8) . . ?
C34 O4 B2 123.01(8) . . ?
C32 O5 B2 123.07(8) . . ?
C26 O6 C25 117.51(9) . . ?
O6 C25 H25A 109.5 . . ?
O6 C25 H25B 109.5 . . ?
O6 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O6 C26 C27 115.00(10) . . ?
O6 C26 C31 124.54(10) . . ?
C31 C26 C27 120.46(10) . . ?
C26 C27 H27 120.1 . . ?
C28 C27 C26 119.85(10) . . ?
C28 C27 H27 120.1 . . ?
C27 C28 H28 119.7 . . ?
C27 C28 C29 120.59(10) . . ?
C29 C28 H28 119.7 . . ?
C28 C29 H29 120.2 . . ?
C28 C29 C30 119.56(10) . . ?
C30 C29 H29 120.2 . . ?
C29 C30 C31 120.29(10) . . ?
C29 C30 C32 121.46(10) . . ?
C31 C30 C32 118.25(9) . . ?
C26 C31 C30 119.24(10) . . ?
C26 C31 H31 120.4 . . ?
C30 C31 H31 120.4 . . ?
O5 C32 C30 115.19(9) . . ?
O5 C32 C33 121.01(9) . . ?
C33 C32 C30 123.79(9) . . ?
C32 C33 H33 120.1 . . ?
C32 C33 C34 119.88(10) . . ?
C34 C33 H33 120.1 . . ?
O4 C34 C33 121.17(9) . . ?
O4 C34 C35 115.11(9) . . ?
C33 C34 C35 123.72(9) . . ?
C36 C35 C34 121.05(9) . . ?
C36 C35 C40 120.23(9) . . ?
C40 C35 C34 118.71(9) . . ?
C35 C36 H36 119.7 . . ?
C35 C36 C37 120.61(9) . . ?
C37 C36 H36 119.7 . . ?
C36 C37 C45 119.17(9) . . ?
C38 C37 C36 117.79(9) . . ?
C38 C37 C45 123.05(9) . . ?
C37 C38 H38 118.5 . . ?
C37 C38 C39 123.00(9) . . ?
C39 C38 H38 118.5 . . ?
C38 C39 C41 119.30(9) . . ?
C40 C39 C38 117.89(9) . . ?
C40 C39 C41 122.71(9) . . ?
C35 C40 H40 119.8 . . ?
C39 C40 C35 120.48(9) . . ?
C39 C40 H40 119.8 . . ?
C39 C41 C42 108.17(9) . . ?
C43 C41 C39 110.37(9) . . ?
C43 C41 C42 109.24(10) . . ?
C44 C41 C39 111.99(9) . . ?
C44 C41 C42 108.52(9) . . ?
C44 C41 C43 108.50(9) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C41 C43 H43A 109.5 . . ?
C41 C43 H43B 109.5 . . ?
C41 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C41 C44 H44A 109.5 . . ?
C41 C44 H44B 109.5 . . ?
C41 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C46 C45 C37 108.88(9) . . ?
C46 C45 C47 109.55(9) . . ?
C47 C45 C37 109.75(9) . . ?
C48 C45 C37 112.15(9) . . ?
C48 C45 C46 108.49(9) . . ?
C48 C45 C47 107.97(9) . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C45 C47 H47A 109.5 . . ?
C45 C47 H47B 109.5 . . ?
C45 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C45 C48 H48A 109.5 . . ?
C45 C48 H48B 109.5 . . ?
C45 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
F3 B2 F4 111.62(9) . . ?
F3 B2 O4 109.07(9) . . ?
F3 B2 O5 108.87(9) . . ?
F4 B2 O4 107.84(9) . . ?
F4 B2 O5 108.11(9) . . ?
O5 B2 O4 111.34(8) . . ?

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 C9 C10 1.50(16) . . . . ?
O2 C10 C11 C12 19.03(14) . . . . ?
O2 C10 C11 C16 -161.03(9) . . . . ?
O3 C2 C3 C4 -179.36(9) . . . . ?
O3 C2 C7 C6 179.96(11) . . . . ?
C1 O3 C2 C3 179.28(9) . . . . ?
C1 O3 C2 C7 -0.79(16) . . . . ?
C2 C3 C4 C5 -0.87(16) . . . . ?
C2 C3 C4 C8 176.99(9) . . . . ?
C3 C2 C7 C6 -0.12(17) . . . . ?
C3 C4 C5 C6 0.43(17) . . . . ?
C3 C4 C8 O1 0.43(14) . . . . ?
C3 C4 C8 C9 -178.73(10) . . . . ?
C4 C5 C6 C7 0.17(18) . . . . ?
C4 C8 C9 C10 -179.39(9) . . . . ?
C5 C4 C8 O1 178.26(10) . . . . ?
C5 C4 C8 C9 -0.90(16) . . . . ?
C5 C6 C7 C2 -0.32(18) . . . . ?
C7 C2 C3 C4 0.71(16) . . . . ?
C8 O1 B1 F1 110.16(11) . . . . ?
C8 O1 B1 F2 -129.11(10) . . . . ?
C8 O1 B1 O2 -8.84(15) . . . . ?
C8 C4 C5 C6 -177.38(10) . . . . ?
C8 C9 C10 O2 -1.76(16) . . . . ?
C8 C9 C10 C11 177.32(9) . . . . ?
C9 C10 C11 C12 -160.10(10) . . . . ?
C9 C10 C11 C16 19.84(15) . . . . ?
C10 O2 B1 F1 -109.99(11) . . . . ?
C10 O2 B1 F2 128.77(10) . . . . ?
C10 O2 B1 O1 8.55(14) . . . . ?
C10 C11 C12 C13 179.72(9) . . . . ?
C10 C11 C16 C15 179.54(9) . . . . ?
C11 C12 C13 C14 0.84(15) . . . . ?
C11 C12 C13 C17 -175.73(9) . . . . ?
C12 C11 C16 C15 -0.52(16) . . . . ?
C12 C13 C14 C15 -0.78(16) . . . . ?
C12 C13 C17 C18 -44.00(14) . . . . ?
C12 C13 C17 C19 74.95(12) . . . . ?
C12 C13 C17 C20 -165.60(10) . . . . ?
C13 C14 C15 C16 0.07(16) . . . . ?
C13 C14 C15 C21 179.46(10) . . . . ?
C14 C13 C17 C18 139.61(11) . . . . ?
C14 C13 C17 C19 -101.45(12) . . . . ?
C14 C13 C17 C20 18.01(15) . . . . ?
C14 C15 C16 C11 0.58(15) . . . . ?
C14 C15 C21 C22 -61.78(13) . . . . ?
C14 C15 C21 C23 57.70(14) . . . . ?
C14 C15 C21 C24 178.27(11) . . . . ?
C16 C11 C12 C13 -0.22(16) . . . . ?
C16 C15 C21 C22 117.58(11) . . . . ?
C16 C15 C21 C23 -122.94(12) . . . . ?
C16 C15 C21 C24 -2.36(15) . . . . ?
C17 C13 C14 C15 175.70(10) . . . . ?
C21 C15 C16 C11 -178.79(10) . . . . ?
B1 O1 C8 C4 -174.82(9) . . . . ?
B1 O1 C8 C9 4.36(16) . . . . ?
B1 O2 C10 C9 -3.81(15) . . . . ?
B1 O2 C10 C11 177.05(9) . . . . ?
O4 C34 C35 C36 169.75(9) . . . . ?
O4 C34 C35 C40 -11.41(14) . . . . ?
O5 C32 C33 C34 1.27(16) . . . . ?
O6 C26 C27 C28 -179.97(10) . . . . ?
O6 C26 C31 C30 -179.18(10) . . . . ?
C25 O6 C26 C27 177.23(10) . . . . ?
C25 O6 C26 C31 -2.83(16) . . . . ?
C26 C27 C28 C29 -0.61(17) . . . . ?
C27 C26 C31 C30 0.75(16) . . . . ?
C27 C28 C29 C30 0.26(17) . . . . ?
C28 C29 C30 C31 0.60(16) . . . . ?
C28 C29 C30 C32 -179.86(10) . . . . ?
C29 C30 C31 C26 -1.10(15) . . . . ?
C29 C30 C32 O5 -168.33(10) . . . . ?
C29 C30 C32 C33 11.37(16) . . . . ?
C30 C32 C33 C34 -178.42(9) . . . . ?
C31 C26 C27 C28 0.09(16) . . . . ?
C31 C30 C32 O5 11.23(14) . . . . ?
C31 C30 C32 C33 -169.08(10) . . . . ?
C32 O5 B2 F3 112.57(11) . . . . ?
C32 O5 B2 F4 -125.99(10) . . . . ?
C32 O5 B2 O4 -7.71(14) . . . . ?
C32 C30 C31 C26 179.34(9) . . . . ?
C32 C33 C34 O4 -0.84(16) . . . . ?
C32 C33 C34 C35 179.01(9) . . . . ?
C33 C34 C35 C36 -10.10(15) . . . . ?
C33 C34 C35 C40 168.73(10) . . . . ?
C34 O4 B2 F3 -112.03(11) . . . . ?
C34 O4 B2 F4 126.58(10) . . . . ?
C34 O4 B2 O5 8.14(14) . . . . ?
C34 C35 C36 C37 178.10(9) . . . . ?
C34 C35 C40 C39 -177.85(9) . . . . ?
C35 C36 C37 C38 0.28(15) . . . . ?
C35 C36 C37 C45 -179.46(9) . . . . ?
C36 C35 C40 C39 0.99(15) . . . . ?
C36 C37 C38 C39 -0.12(15) . . . . ?
C36 C37 C45 C46 -62.20(13) . . . . ?
C36 C37 C45 C47 57.71(12) . . . . ?
C36 C37 C45 C48 177.72(10) . . . . ?
C37 C38 C39 C40 0.38(15) . . . . ?
C37 C38 C39 C41 -176.10(9) . . . . ?
C38 C37 C45 C46 118.07(11) . . . . ?
C38 C37 C45 C47 -122.02(11) . . . . ?
C38 C37 C45 C48 -2.01(14) . . . . ?
C38 C39 C40 C35 -0.81(15) . . . . ?
C38 C39 C41 C42 63.59(13) . . . . ?
C38 C39 C41 C43 -55.87(12) . . . . ?
C38 C39 C41 C44 -176.87(9) . . . . ?
C40 C35 C36 C37 -0.72(15) . . . . ?
C40 C39 C41 C42 -112.72(11) . . . . ?
C40 C39 C41 C43 127.82(11) . . . . ?
C40 C39 C41 C44 6.82(14) . . . . ?
C41 C39 C40 C35 175.54(9) . . . . ?
C45 C37 C38 C39 179.61(10) . . . . ?
B2 O4 C34 C33 -4.35(15) . . . . ?
B2 O4 C34 C35 175.79(9) . . . . ?
B2 O5 C32 C30 -176.78(9) . . . . ?
B2 O5 C32 C33 3.51(15) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.459
_oxdiff_exptl_absorpt_empirical_full_min 0.621
####################################################################### 
# 
# 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_350k
_database_code_depnum_ccdc_archive 'CCDC 1943071'
loop_
_audit_author_name
_audit_author_address
'Jian-Xin Wang'
;College of Chemistry, Beijing Normal University
China
;
_audit_update_record             
;
2019-07-25 deposited with the CCDC.	2020-04-22 downloaded from the CCDC.
;
_audit_creation_date             2018-11-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H29 B F2 O3'
_chemical_formula_sum            'C24 H29 B F2 O3'
_chemical_formula_weight         414.28
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H29 B F2 O3'
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                   8.4132(7)
_cell_length_b                   9.9177(8)
_cell_length_c                   15.6851(11)
_cell_angle_alpha                74.475(7)
_cell_angle_beta                 86.897(6)
_cell_angle_gamma                66.845(8)
_cell_volume                     1157.49(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5777
_cell_measurement_temperature    350.00(10)
_cell_measurement_theta_max      29.1080
_cell_measurement_theta_min      2.7160
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.966
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82868
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.189
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0176
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.903
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            15772
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.903
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.450
_diffrn_reflns_theta_min         2.349
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      350.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.903
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     46.00  72.00   0.50    4.00    --  -15.70  57.00 120.00   52
  2  ω    -57.00 -10.00   0.50    4.00    --  -15.70  77.00 -30.00   94
  3  ω    -57.00 -17.00   0.50    4.00    --  -15.70  77.00-120.00   80
  4  ω    -35.00  32.00   0.50    4.00    --  -15.70  57.00 -30.00  134
  5  ω    -56.00 -25.00   0.50    4.00    --  -15.70  77.00  60.00   62
  6  ω    -49.00  30.00   0.50    4.00    --  -15.70  57.00 120.00  158
  7  ω    -14.00  12.00   0.50    4.00    --   15.80  71.00-125.48   52
  8  ω    -18.00 105.00   0.50    4.00    --   15.80  57.00-150.00  246
  9  ω     14.00  81.00   0.50    4.00    --   15.80  57.00  30.00  134
 10  ω     35.00  83.00   0.50    4.00    --   15.80  71.00-125.48   96
 11  ω     35.00 102.00   0.50    4.00    --   15.80  57.00  90.00  134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0505820000
_diffrn_orient_matrix_UB_12      0.0315743000
_diffrn_orient_matrix_UB_13      -0.0406347000
_diffrn_orient_matrix_UB_21      0.0404917000
_diffrn_orient_matrix_UB_22      -0.0704932000
_diffrn_orient_matrix_UB_23      -0.0107751000
_diffrn_orient_matrix_UB_31      -0.0650995000
_diffrn_orient_matrix_UB_32      -0.0235327000
_diffrn_orient_matrix_UB_33      0.0210436000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3784
_reflns_number_total             5800
_reflns_odcompleteness_completeness 90.29
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.39
_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 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     349
_refine_ls_number_reflns         5800
_refine_ls_number_restraints     210
_refine_ls_R_factor_all          0.0877
_refine_ls_R_factor_gt           0.0625
_refine_ls_restrained_S_all      1.177
_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)+(0.1193P)²+0.0996P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2003
_refine_ls_wR_factor_ref         0.2195
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C22-C21 = C22A-C21A = C23A-C21A = C24-C21 = C24A-C21A = C23-C21 = C19A-C17 =
 C19-C17 = C18-C17 = C18A-C17 = C20-C17 = C20A-C17
 1.54 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C18 \\sim C19 \\sim C20 \\sim C20A \\sim C18A \\sim C19A: within 1.7A with
sigma of 0.01 and sigma for terminal atoms of 0.01
C23 \\sim C21 \\sim C22 \\sim C22A \\sim C21A \\sim C24A \\sim C24 \\sim C23A:
within 1.7A with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(C17) \\sim Ueq, Uanis(C18) \\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(C20)
\\sim Ueq, Uanis(C18A) \\sim Ueq, Uanis(C19A) \\sim Ueq, Uanis(C20A) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(C21) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C24)
\\sim Ueq, Uanis(C23A) \\sim Ueq, Uanis(C22A) \\sim Ueq, Uanis(C24A) \\sim Ueq,
Uanis(C21A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
4. Others
 Sof(C20A)=Sof(H20D)=Sof(H20E)=Sof(H20F)=Sof(C18A)=Sof(H18D)=Sof(H18E)=
 Sof(H18F)=Sof(C19A)=Sof(H19D)=Sof(H19E)=Sof(H19F)=1-FVAR(1)
 Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(H18C)=Sof(C19)=Sof(H19A)=Sof(H19B)=Sof(H19C)=
 Sof(C20)=Sof(H20A)=Sof(H20B)=Sof(H20C)=FVAR(1)
 Sof(C23A)=Sof(H23D)=Sof(H23E)=Sof(H23F)=Sof(C22A)=Sof(H22D)=Sof(H22E)=
 Sof(H22F)=Sof(C24A)=Sof(H24D)=Sof(H24E)=Sof(H24F)=Sof(C21A)=1-FVAR(2)
 Sof(C21)=Sof(C22)=Sof(H22A)=Sof(H22B)=Sof(H22C)=Sof(C23)=Sof(H23A)=Sof(H23B)=
 Sof(H23C)=Sof(C24)=Sof(H24A)=Sof(H24B)=Sof(H24C)=FVAR(2)
5.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C7(H7), C9(H9), C12(H12), C14(H14), C16(H16)
5.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C),
 C20A(H20D,H20E,H20F), C18A(H18D,H18E,H18F), C19A(H19D,H19E,H19F), C23A(H23D,
 H23E,H23F), C22A(H22D,H22E,H22F), C24A(H24D,H24E,H24F)
;
_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 0.62921(16) 0.29071(15) 0.37147(7) 0.1002(5) Uani 1 1 d . . . . .
F2 F 0.46801(18) 0.15171(13) 0.39822(9) 0.1045(5) Uani 1 1 d . . . . .
O1 O 0.34552(16) 0.40100(14) 0.40332(7) 0.0756(4) Uani 1 1 d . . . . .
O2 O 0.56509(16) 0.20485(14) 0.51463(7) 0.0729(4) Uani 1 1 d . . . . .
O3 O -0.1458(2) 0.8131(3) 0.22985(12) 0.1353(8) Uani 1 1 d . . . . .
C1 C -0.2837(4) 0.9466(4) 0.1912(2) 0.1530(15) Uani 1 1 d . . . . .
H1A H -0.305889 0.949518 0.131216 0.229 Uiso 1 1 calc GR . . . .
H1B H -0.256654 1.031869 0.191580 0.229 Uiso 1 1 calc GR . . . .
H1C H -0.384623 0.951229 0.224012 0.229 Uiso 1 1 calc GR . . . .
C2 C -0.0883(3) 0.7859(2) 0.31523(14) 0.0825(6) Uani 1 1 d . . . . .
C3 C 0.0554(2) 0.6514(2) 0.34709(12) 0.0708(5) Uani 1 1 d . . . . .
H3 H 0.105418 0.587208 0.310756 0.085 Uiso 1 1 calc R . . . .
C4 C 0.1243(2) 0.61253(18) 0.43227(11) 0.0590(4) Uani 1 1 d . . . . .
C5 C 0.0483(3) 0.7104(2) 0.48514(14) 0.0851(6) Uani 1 1 d . . . . .
H5 H 0.093393 0.687171 0.542540 0.102 Uiso 1 1 calc R . . . .
C6 C -0.0944(3) 0.8420(3) 0.45185(17) 0.1050(8) Uani 1 1 d . . . . .
H6 H -0.145556 0.906866 0.487705 0.126 Uiso 1 1 calc R . . . .
C7 C -0.1631(3) 0.8803(2) 0.36794(17) 0.0959(7) Uani 1 1 d . . . . .
H7 H -0.259987 0.969862 0.346897 0.115 Uiso 1 1 calc R . . . .
C8 C 0.27814(19) 0.47134(17) 0.46316(10) 0.0544(4) Uani 1 1 d . . . . .
C9 C 0.3506(2) 0.41406(19) 0.54843(10) 0.0622(4) Uani 1 1 d . . . . .
H9 H 0.302533 0.467134 0.590468 0.075 Uiso 1 1 calc R . . . .
C10 C 0.4936(2) 0.27897(17) 0.57215(9) 0.0533(4) Uani 1 1 d . . . . .
C11 C 0.5757(2) 0.20785(17) 0.66232(9) 0.0548(4) Uani 1 1 d . . . . .
C12 C 0.6875(2) 0.05532(18) 0.68484(10) 0.0585(4) Uani 1 1 d . . . . .
H12 H 0.711199 0.001076 0.642412 0.070 Uiso 1 1 calc R . . . .
C13 C 0.7644(2) -0.01729(18) 0.76989(10) 0.0587(4) Uani 1 1 d . . . . .
C14 C 0.7271(2) 0.0693(2) 0.83010(10) 0.0657(4) Uani 1 1 d . . . . .
H14 H 0.777392 0.021980 0.887346 0.079 Uiso 1 1 calc R . . . .
C15 C 0.6193(3) 0.2219(2) 0.80991(10) 0.0704(5) Uani 1 1 d . . . . .
C16 C 0.5422(2) 0.29065(19) 0.72471(10) 0.0662(4) Uani 1 1 d . . . . .
H16 H 0.467657 0.392868 0.709318 0.079 Uiso 1 1 calc R . . . .
C17 C 0.8806(3) -0.1866(2) 0.79668(12) 0.0741(5) Uani 1 1 d D U . . .
C18 C 0.7525(6) -0.2712(5) 0.8153(4) 0.1134(16) Uani 0.631(6) 1 d D U P A 1
H18A H 0.673295 -0.234675 0.858286 0.170 Uiso 0.631(6) 1 calc GR . P A 1
H18B H 0.817517 -0.378733 0.837768 0.170 Uiso 0.631(6) 1 calc GR . P A 1
H18C H 0.688945 -0.251558 0.761285 0.170 Uiso 0.631(6) 1 calc GR . P A 1
C19 C 0.9880(11) -0.2328(10) 0.7213(6) 0.129(3) Uani 0.631(6) 1 d D U P A 1
H19A H 0.913577 -0.201417 0.669218 0.194 Uiso 0.631(6) 1 calc GR . P A 1
H19B H 1.049424 -0.341405 0.737000 0.194 Uiso 0.631(6) 1 calc GR . P A 1
H19C H 1.069343 -0.185038 0.709611 0.194 Uiso 0.631(6) 1 calc GR . P A 1
C20 C 0.9860(8) -0.2379(6) 0.8830(4) 0.1212(19) Uani 0.631(6) 1 d D U P A 1
H20A H 1.038592 -0.167862 0.883343 0.182 Uiso 0.631(6) 1 calc GR . P A 1
H20B H 1.074606 -0.337659 0.888961 0.182 Uiso 0.631(6) 1 calc GR . P A 1
H20C H 0.911771 -0.240643 0.931566 0.182 Uiso 0.631(6) 1 calc GR . P A 1
C21 C 0.6020(10) 0.3124(11) 0.8790(7) 0.0946(17) Uani 0.578(4) 1 d D U P B 1
C22 C 0.4947(11) 0.2554(8) 0.9518(4) 0.1397(19) Uani 0.578(4) 1 d D U P B 1
H22A H 0.383589 0.275959 0.926386 0.210 Uiso 0.578(4) 1 calc GR . P B 1
H22B H 0.479480 0.307008 0.997270 0.210 Uiso 0.578(4) 1 calc GR . P B 1
H22C H 0.554422 0.147777 0.976951 0.210 Uiso 0.578(4) 1 calc GR . P B 1
C23 C 0.7739(7) 0.2907(6) 0.9160(4) 0.132(2) Uani 0.578(4) 1 d D U P B 1
H23A H 0.844191 0.183867 0.936743 0.198 Uiso 0.578(4) 1 calc GR . P B 1
H23B H 0.756366 0.336390 0.964308 0.198 Uiso 0.578(4) 1 calc GR . P B 1
H23C H 0.831095 0.337944 0.870461 0.198 Uiso 0.578(4) 1 calc GR . P B 1
C24 C 0.4831(10) 0.4819(8) 0.8423(5) 0.124(2) Uani 0.578(4) 1 d D U P B 1
H24A H 0.527203 0.524654 0.788822 0.186 Uiso 0.578(4) 1 calc GR . P B 1
H24B H 0.479744 0.535662 0.885458 0.186 Uiso 0.578(4) 1 calc GR . P B 1
H24C H 0.368313 0.490903 0.829917 0.186 Uiso 0.578(4) 1 calc GR . P B 1
B1 B 0.5033(3) 0.2598(2) 0.42013(12) 0.0669(5) Uani 1 1 d . . . . .
C20A C 1.0629(10) -0.1963(10) 0.8309(7) 0.108(2) Uani 0.369(6) 1 d D U P A 2
H20D H 1.118055 -0.154935 0.781695 0.162 Uiso 0.369(6) 1 calc GR . P A 2
H20E H 1.136142 -0.300651 0.857712 0.162 Uiso 0.369(6) 1 calc GR . P A 2
H20F H 1.042985 -0.138932 0.873829 0.162 Uiso 0.369(6) 1 calc GR . P A 2
C18A C 0.8160(14) -0.2722(9) 0.8707(7) 0.124(3) Uani 0.369(6) 1 d D U P A 2
H18D H 0.811409 -0.234069 0.921400 0.186 Uiso 0.369(6) 1 calc GR . P A 2
H18E H 0.892113 -0.377903 0.884882 0.186 Uiso 0.369(6) 1 calc GR . P A 2
H18F H 0.702052 -0.260778 0.854640 0.186 Uiso 0.369(6) 1 calc GR . P A 2
C19A C 0.9301(17) -0.2596(15) 0.7210(9) 0.102(3) Uani 0.369(6) 1 d D U P A 2
H19D H 0.828999 -0.260833 0.696141 0.152 Uiso 0.369(6) 1 calc GR . P A 2
H19E H 1.013912 -0.361974 0.742363 0.152 Uiso 0.369(6) 1 calc GR . P A 2
H19F H 0.978738 -0.202277 0.676212 0.152 Uiso 0.369(6) 1 calc GR . P A 2
C23A C 0.3594(12) 0.3552(11) 0.8944(6) 0.150(3) Uani 0.422(4) 1 d D U P B 2
H23D H 0.295247 0.413723 0.838856 0.225 Uiso 0.422(4) 1 calc GR . P B 2
H23E H 0.325076 0.415068 0.936368 0.225 Uiso 0.422(4) 1 calc GR . P B 2
H23F H 0.336172 0.265056 0.916387 0.225 Uiso 0.422(4) 1 calc GR . P B 2
C22A C 0.6284(13) 0.2084(9) 0.9730(4) 0.119(2) Uani 0.422(4) 1 d D U P B 2
H22D H 0.591250 0.125466 0.986657 0.179 Uiso 0.422(4) 1 calc GR . P B 2
H22E H 0.586035 0.266808 1.015385 0.179 Uiso 0.422(4) 1 calc GR . P B 2
H22F H 0.752642 0.169112 0.975453 0.179 Uiso 0.422(4) 1 calc GR . P B 2
C24A C 0.5697(14) 0.4616(11) 0.8440(7) 0.114(2) Uani 0.422(4) 1 d D U P B 2
H24D H 0.688959 0.447325 0.837756 0.171 Uiso 0.422(4) 1 calc GR . P B 2
H24E H 0.519601 0.524222 0.883625 0.171 Uiso 0.422(4) 1 calc GR . P B 2
H24F H 0.507931 0.510443 0.787107 0.171 Uiso 0.422(4) 1 calc GR . P B 2
C21A C 0.5580(16) 0.3093(16) 0.8809(10) 0.103(2) Uani 0.422(4) 1 d D U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.357(3) . ?
F2 B1 1.346(2) . ?
O1 C8 1.2927(18) . ?
O1 B1 1.473(2) . ?
O2 C10 1.2901(18) . ?
O2 B1 1.481(2) . ?
O3 C1 1.380(3) . ?
O3 C2 1.369(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.389(3) . ?
C2 C7 1.361(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.379(2) . ?
C4 C5 1.387(3) . ?
C4 C8 1.467(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.374(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.361(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.376(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.377(2) . ?
C10 C11 1.471(2) . ?
C11 C12 1.389(2) . ?
C11 C16 1.389(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.389(2) . ?
C13 C14 1.385(2) . ?
C13 C17 1.526(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.382(2) . ?
C15 C16 1.389(2) . ?
C15 C21 1.549(12) . ?
C15 C21A 1.536(18) . ?
C16 H16 0.9300 . ?
C17 C18 1.580(5) . ?
C17 C19 1.508(8) . ?
C17 C20 1.512(4) . ?
C17 C20A 1.611(7) . ?
C17 C18A 1.460(8) . ?
C17 C19A 1.509(11) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.543(10) . ?
C21 C23 1.501(9) . ?
C21 C24 1.543(10) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C20A H20D 0.9600 . ?
C20A H20E 0.9600 . ?
C20A H20F 0.9600 . ?
C18A H18D 0.9600 . ?
C18A H18E 0.9600 . ?
C18A H18F 0.9600 . ?
C19A H19D 0.9600 . ?
C19A H19E 0.9600 . ?
C19A H19F 0.9600 . ?
C23A H23D 0.9600 . ?
C23A H23E 0.9600 . ?
C23A H23F 0.9600 . ?
C23A C21A 1.568(13) . ?
C22A H22D 0.9600 . ?
C22A H22E 0.9600 . ?
C22A H22F 0.9600 . ?
C22A C21A 1.514(13) . ?
C24A H24D 0.9600 . ?
C24A H24E 0.9600 . ?
C24A H24F 0.9600 . ?
C24A C21A 1.507(14) . ?

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 123.42(12) . . ?
C10 O2 B1 123.01(12) . . ?
C2 O3 C1 119.7(3) . . ?
O3 C1 H1A 109.5 . . ?
O3 C1 H1B 109.5 . . ?
O3 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O3 C2 C3 115.5(2) . . ?
C7 C2 O3 124.17(19) . . ?
C7 C2 C3 120.3(2) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.41(18) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C5 118.84(16) . . ?
C3 C4 C8 118.99(15) . . ?
C5 C4 C8 122.15(15) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 C4 119.3(2) . . ?
C6 C5 H5 120.3 . . ?
C5 C6 H6 119.0 . . ?
C7 C6 C5 122.0(2) . . ?
C7 C6 H6 119.0 . . ?
C2 C7 C6 119.15(19) . . ?
C2 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
O1 C8 C4 114.93(13) . . ?
O1 C8 C9 120.57(14) . . ?
C9 C8 C4 124.51(14) . . ?
C8 C9 H9 119.7 . . ?
C8 C9 C10 120.65(14) . . ?
C10 C9 H9 119.7 . . ?
O2 C10 C9 120.89(13) . . ?
O2 C10 C11 115.09(13) . . ?
C9 C10 C11 124.03(13) . . ?
C12 C11 C10 119.00(13) . . ?
C12 C11 C16 119.98(13) . . ?
C16 C11 C10 121.01(14) . . ?
C11 C12 H12 119.6 . . ?
C11 C12 C13 120.88(14) . . ?
C13 C12 H12 119.6 . . ?
C12 C13 C17 121.35(14) . . ?
C14 C13 C12 117.25(15) . . ?
C14 C13 C17 121.37(14) . . ?
C13 C14 H14 118.2 . . ?
C15 C14 C13 123.69(14) . . ?
C15 C14 H14 118.2 . . ?
C14 C15 C16 117.66(15) . . ?
C14 C15 C21 119.5(3) . . ?
C14 C15 C21A 122.6(5) . . ?
C16 C15 C21 122.6(3) . . ?
C16 C15 C21A 118.9(5) . . ?
C11 C16 H16 119.7 . . ?
C15 C16 C11 120.51(15) . . ?
C15 C16 H16 119.7 . . ?
C13 C17 C18 105.2(2) . . ?
C13 C17 C20A 105.2(3) . . ?
C19 C17 C13 110.9(4) . . ?
C19 C17 C18 107.8(4) . . ?
C19 C17 C20 113.4(4) . . ?
C20 C17 C13 113.9(2) . . ?
C20 C17 C18 105.0(3) . . ?
C18A C17 C13 112.3(4) . . ?
C18A C17 C20A 107.1(6) . . ?
C18A C17 C19A 113.3(7) . . ?
C19A C17 C13 114.9(5) . . ?
C19A C17 C20A 102.9(6) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C15 105.1(7) . . ?
C22 C21 C24 102.4(7) . . ?
C23 C21 C15 112.9(6) . . ?
C23 C21 C22 111.8(7) . . ?
C23 C21 C24 112.4(8) . . ?
C24 C21 C15 111.5(7) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
F1 B1 O1 108.06(16) . . ?
F1 B1 O2 107.82(15) . . ?
F2 B1 F1 111.84(16) . . ?
F2 B1 O1 108.98(16) . . ?
F2 B1 O2 108.85(16) . . ?
O1 B1 O2 111.31(13) . . ?
C17 C20A H20D 109.5 . . ?
C17 C20A H20E 109.5 . . ?
C17 C20A H20F 109.5 . . ?
H20D C20A H20E 109.5 . . ?
H20D C20A H20F 109.5 . . ?
H20E C20A H20F 109.5 . . ?
C17 C18A H18D 109.5 . . ?
C17 C18A H18E 109.5 . . ?
C17 C18A H18F 109.5 . . ?
H18D C18A H18E 109.5 . . ?
H18D C18A H18F 109.5 . . ?
H18E C18A H18F 109.5 . . ?
C17 C19A H19D 109.5 . . ?
C17 C19A H19E 109.5 . . ?
C17 C19A H19F 109.5 . . ?
H19D C19A H19E 109.5 . . ?
H19D C19A H19F 109.5 . . ?
H19E C19A H19F 109.5 . . ?
H23D C23A H23E 109.5 . . ?
H23D C23A H23F 109.5 . . ?
H23E C23A H23F 109.5 . . ?
C21A C23A H23D 109.5 . . ?
C21A C23A H23E 109.5 . . ?
C21A C23A H23F 109.5 . . ?
H22D C22A H22E 109.5 . . ?
H22D C22A H22F 109.5 . . ?
H22E C22A H22F 109.5 . . ?
C21A C22A H22D 109.5 . . ?
C21A C22A H22E 109.5 . . ?
C21A C22A H22F 109.5 . . ?
H24D C24A H24E 109.5 . . ?
H24D C24A H24F 109.5 . . ?
H24E C24A H24F 109.5 . . ?
C21A C24A H24D 109.5 . . ?
C21A C24A H24E 109.5 . . ?
C21A C24A H24F 109.5 . . ?
C15 C21A C23A 112.2(10) . . ?
C22A C21A C15 112.1(9) . . ?
C22A C21A C23A 99.2(10) . . ?
C24A C21A C15 107.1(10) . . ?
C24A C21A C23A 102.3(10) . . ?
C24A C21A C22A 123.1(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C8 C9 C10 -1.6(3) . . . . ?
O2 C10 C11 C12 -16.7(2) . . . . ?
O2 C10 C11 C16 163.52(15) . . . . ?
O3 C2 C3 C4 -179.99(17) . . . . ?
O3 C2 C7 C6 -179.8(2) . . . . ?
C1 O3 C2 C3 -177.5(2) . . . . ?
C1 O3 C2 C7 2.8(4) . . . . ?
C2 C3 C4 C5 -0.4(3) . . . . ?
C2 C3 C4 C8 -178.74(16) . . . . ?
C3 C2 C7 C6 0.6(4) . . . . ?
C3 C4 C5 C6 0.8(3) . . . . ?
C3 C4 C8 O1 5.8(2) . . . . ?
C3 C4 C8 C9 -174.59(16) . . . . ?
C4 C5 C6 C7 -0.5(4) . . . . ?
C4 C8 C9 C10 178.83(15) . . . . ?
C5 C4 C8 O1 -172.48(17) . . . . ?
C5 C4 C8 C9 7.1(3) . . . . ?
C5 C6 C7 C2 -0.2(4) . . . . ?
C7 C2 C3 C4 -0.3(3) . . . . ?
C8 O1 B1 F1 -114.14(17) . . . . ?
C8 O1 B1 F2 124.13(17) . . . . ?
C8 O1 B1 O2 4.1(3) . . . . ?
C8 C4 C5 C6 179.1(2) . . . . ?
C8 C9 C10 O2 1.5(3) . . . . ?
C8 C9 C10 C11 -178.13(14) . . . . ?
C9 C10 C11 C12 162.92(15) . . . . ?
C9 C10 C11 C16 -16.8(2) . . . . ?
C10 O2 B1 F1 114.23(18) . . . . ?
C10 O2 B1 F2 -124.26(17) . . . . ?
C10 O2 B1 O1 -4.1(3) . . . . ?
C10 C11 C12 C13 -178.42(14) . . . . ?
C10 C11 C16 C15 179.46(16) . . . . ?
C11 C12 C13 C14 -1.1(2) . . . . ?
C11 C12 C13 C17 177.01(15) . . . . ?
C12 C11 C16 C15 -0.3(3) . . . . ?
C12 C13 C14 C15 -0.2(3) . . . . ?
C12 C13 C17 C18 -79.3(3) . . . . ?
C12 C13 C17 C19 36.9(5) . . . . ?
C12 C13 C17 C20 166.2(4) . . . . ?
C12 C13 C17 C20A 123.0(4) . . . . ?
C12 C13 C17 C18A -120.8(6) . . . . ?
C12 C13 C17 C19A 10.6(6) . . . . ?
C13 C14 C15 C16 1.2(3) . . . . ?
C13 C14 C15 C21 -173.4(4) . . . . ?
C13 C14 C15 C21A 170.4(6) . . . . ?
C14 C13 C17 C18 98.7(3) . . . . ?
C14 C13 C17 C19 -145.1(4) . . . . ?
C14 C13 C17 C20 -15.8(4) . . . . ?
C14 C13 C17 C20A -59.0(5) . . . . ?
C14 C13 C17 C18A 57.2(6) . . . . ?
C14 C13 C17 C19A -171.4(6) . . . . ?
C14 C15 C16 C11 -1.0(3) . . . . ?
C14 C15 C21 C22 -72.5(6) . . . . ?
C14 C15 C21 C23 49.6(7) . . . . ?
C14 C15 C21 C24 177.3(5) . . . . ?
C14 C15 C21A C23A -111.0(8) . . . . ?
C14 C15 C21A C22A -0.3(12) . . . . ?
C14 C15 C21A C24A 137.5(7) . . . . ?
C16 C11 C12 C13 1.3(2) . . . . ?
C16 C15 C21 C22 113.2(5) . . . . ?
C16 C15 C21 C23 -124.7(5) . . . . ?
C16 C15 C21 C24 2.9(8) . . . . ?
C16 C15 C21A C23A 58.1(10) . . . . ?
C16 C15 C21A C22A 168.7(7) . . . . ?
C16 C15 C21A C24A -53.4(10) . . . . ?
C17 C13 C14 C15 -178.31(17) . . . . ?
C21 C15 C16 C11 173.5(4) . . . . ?
B1 O1 C8 C4 178.14(16) . . . . ?
B1 O1 C8 C9 -1.5(3) . . . . ?
B1 O2 C10 C9 1.6(3) . . . . ?
B1 O2 C10 C11 -178.72(15) . . . . ?
C21A C15 C16 C11 -170.5(6) . . . . ?


_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 1.331
_oxdiff_exptl_absorpt_empirical_full_min 0.671
####################################################################### 
# 
# 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_400k
_database_code_depnum_ccdc_archive 'CCDC 1943072'
loop_
_audit_author_name
_audit_author_address
'Jian-Xin Wang'
;College of Chemistry, Beijing Normal University
China
;
_audit_update_record             
;
2019-07-25 deposited with the CCDC.	2020-04-22 downloaded from the CCDC.
;
_audit_creation_date             2018-11-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H29 B F2 O3'
_chemical_formula_sum            'C24 H29 B F2 O3'
_chemical_formula_weight         414.28
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H29 B F2 O3'
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                   8.5049(7)
_cell_length_b                   9.9575(9)
_cell_length_c                   15.6872(12)
_cell_angle_alpha                74.405(7)
_cell_angle_beta                 86.917(7)
_cell_angle_gamma                66.543(8)
_cell_volume                     1171.72(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5391
_cell_measurement_temperature    399.99(11)
_cell_measurement_theta_max      25.7930
_cell_measurement_theta_min      2.6990
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.967
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72059
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.901
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            15970
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.901
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.446
_diffrn_reflns_theta_min         2.316
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      399.99(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.901
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     46.00  72.00   0.50    4.00    --  -15.70  57.00 120.00   52
  2  ω    -57.00 -10.00   0.50    4.00    --  -15.70  77.00 -30.00   94
  3  ω    -57.00 -17.00   0.50    4.00    --  -15.70  77.00-120.00   80
  4  ω    -35.00  32.00   0.50    4.00    --  -15.70  57.00 -30.00  134
  5  ω    -56.00 -25.00   0.50    4.00    --  -15.70  77.00  60.00   62
  6  ω    -49.00  30.00   0.50    4.00    --  -15.70  57.00 120.00  158
  7  ω    -14.00  12.00   0.50    4.00    --   15.80  71.00-125.48   52
  8  ω    -18.00 105.00   0.50    4.00    --   15.80  57.00-150.00  246
  9  ω     14.00  81.00   0.50    4.00    --   15.80  57.00  30.00  134
 10  ω     35.00  83.00   0.50    4.00    --   15.80  71.00-125.48   96
 11  ω     35.00 102.00   0.50    4.00    --   15.80  57.00  90.00  134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0508857000
_diffrn_orient_matrix_UB_12      0.0327074000
_diffrn_orient_matrix_UB_13      -0.0404991000
_diffrn_orient_matrix_UB_21      0.0396707000
_diffrn_orient_matrix_UB_22      -0.0698887000
_diffrn_orient_matrix_UB_23      -0.0113533000
_diffrn_orient_matrix_UB_31      -0.0642803000
_diffrn_orient_matrix_UB_32      -0.0234484000
_diffrn_orient_matrix_UB_33      0.0210390000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3484
_reflns_number_total             5853
_reflns_odcompleteness_completeness 90.09
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.38
_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 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.348
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     349
_refine_ls_number_reflns         5853
_refine_ls_number_restraints     210
_refine_ls_R_factor_all          0.1015
_refine_ls_R_factor_gt           0.0678
_refine_ls_restrained_S_all      1.174
_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)+(0.1335P)²+0.0892P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2202
_refine_ls_wR_factor_ref         0.2471
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C19A-C17 = C19-C17 = C20A-C17 = C20-C17 = C18A-C17 = C18-C17 = C24-C21 = C24A-
 C21A = C23-C21 = C22A-C21A = C22-C21 = C23A-C21A
 1.54 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C19 \\sim C19A \\sim C20A \\sim C20 \\sim C18A \\sim C18: within 1.7A with
sigma of 0.01 and sigma for terminal atoms of 0.01
C23 \\sim C22A \\sim C21 \\sim C21A \\sim C22 \\sim C23A \\sim C24A \\sim C24:
within 1.7A with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(C17) \\sim Ueq, Uanis(C18) \\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(C20)
\\sim Ueq, Uanis(C18A) \\sim Ueq, Uanis(C20A) \\sim Ueq, Uanis(C19A) \\sim Ueq,
Uanis(C21) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C23A)
\\sim Ueq, Uanis(C22A) \\sim Ueq, Uanis(C21A) \\sim Ueq, Uanis(C24) \\sim Ueq,
Uanis(C24A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
4. Others
 Sof(C18A)=Sof(H18D)=Sof(H18E)=Sof(H18F)=Sof(C20A)=Sof(H20D)=Sof(H20E)=
 Sof(H20F)=Sof(C19A)=Sof(H19D)=Sof(H19E)=Sof(H19F)=1-FVAR(1)
 Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(H18C)=Sof(C19)=Sof(H19A)=Sof(H19B)=Sof(H19C)=
 Sof(C20)=Sof(H20A)=Sof(H20B)=Sof(H20C)=FVAR(1)
 Sof(C23A)=Sof(H23D)=Sof(H23E)=Sof(H23F)=Sof(C24A)=Sof(H24D)=Sof(H24E)=
 Sof(H24F)=Sof(C22A)=Sof(H22D)=Sof(H22E)=Sof(H22F)=Sof(C21A)=1-FVAR(2)
 Sof(C21)=Sof(C22)=Sof(H22A)=Sof(H22B)=Sof(H22C)=Sof(C23)=Sof(H23A)=Sof(H23B)=
 Sof(H23C)=Sof(C24)=Sof(H24A)=Sof(H24B)=Sof(H24C)=FVAR(2)
5.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C7(H7), C9(H9), C12(H12), C14(H14), C16(H16)
5.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C),
 C18A(H18D,H18E,H18F), C20A(H20D,H20E,H20F), C19A(H19D,H19E,H19F), C23A(H23D,
 H23E,H23F), C24A(H24D,H24E,H24F), C22A(H22D,H22E,H22F)
;
_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 0.62663(18) 0.29100(18) 0.37158(9) 0.1164(5) Uani 1 1 d . . . . .
F2 F 0.4684(2) 0.15220(15) 0.39871(10) 0.1216(6) Uani 1 1 d . . . . .
O1 O 0.34568(18) 0.40084(15) 0.40379(8) 0.0872(5) Uani 1 1 d . . . . .
O2 O 0.56496(18) 0.20472(15) 0.51501(8) 0.0845(4) Uani 1 1 d . . . . .
O3 O -0.1466(3) 0.8122(3) 0.23188(14) 0.1572(10) Uani 1 1 d . . . . .
C1 C -0.2842(5) 0.9449(5) 0.1929(3) 0.1774(18) Uani 1 1 d . . . . .
H1A H -0.306533 0.946910 0.133169 0.266 Uiso 1 1 calc GR . . . .
H1B H -0.258235 1.030426 0.192548 0.266 Uiso 1 1 calc GR . . . .
H1C H -0.383751 0.949684 0.226012 0.266 Uiso 1 1 calc GR . . . .
C2 C -0.0875(3) 0.7851(3) 0.31708(16) 0.0954(7) Uani 1 1 d . . . . .
C3 C 0.0559(2) 0.6510(2) 0.34846(13) 0.0817(6) Uani 1 1 d . . . . .
H3 H 0.104983 0.587166 0.311979 0.098 Uiso 1 1 calc R . . . .
C4 C 0.1261(2) 0.6119(2) 0.43316(12) 0.0682(5) Uani 1 1 d . . . . .
C5 C 0.0509(3) 0.7091(3) 0.48623(16) 0.0995(7) Uani 1 1 d . . . . .
H5 H 0.096389 0.685480 0.543548 0.119 Uiso 1 1 calc R . . . .
C6 C -0.0911(4) 0.8403(3) 0.45342(19) 0.1217(10) Uani 1 1 d . . . . .
H6 H -0.141099 0.904881 0.489393 0.146 Uiso 1 1 calc R . . . .
C7 C -0.1613(3) 0.8788(3) 0.3700(2) 0.1096(8) Uani 1 1 d . . . . .
H7 H -0.258238 0.968061 0.349395 0.131 Uiso 1 1 calc R . . . .
C8 C 0.2792(2) 0.47096(19) 0.46374(11) 0.0629(4) Uani 1 1 d . . . . .
C9 C 0.3528(2) 0.4133(2) 0.54871(12) 0.0723(5) Uani 1 1 d . . . . .
H9 H 0.305969 0.466487 0.590722 0.087 Uiso 1 1 calc R . . . .
C10 C 0.4946(2) 0.27822(19) 0.57252(11) 0.0625(4) Uani 1 1 d . . . . .
C11 C 0.5769(2) 0.20712(19) 0.66268(10) 0.0636(4) Uani 1 1 d . . . . .
C12 C 0.6882(2) 0.0543(2) 0.68534(11) 0.0679(5) Uani 1 1 d . . . . .
H12 H 0.711561 0.000137 0.642978 0.081 Uiso 1 1 calc R . . . .
C13 C 0.7648(2) -0.0183(2) 0.77037(11) 0.0682(5) Uani 1 1 d . . . . .
C14 C 0.7280(3) 0.0683(2) 0.83026(12) 0.0760(5) Uani 1 1 d . . . . .
H14 H 0.778803 0.021157 0.887416 0.091 Uiso 1 1 calc R . . . .
C15 C 0.6203(3) 0.2207(2) 0.81017(12) 0.0797(5) Uani 1 1 d . . . . .
C16 C 0.5438(3) 0.2895(2) 0.72506(11) 0.0755(5) Uani 1 1 d . . . . .
H16 H 0.469642 0.391711 0.709630 0.091 Uiso 1 1 calc R . . . .
C17 C 0.8811(3) -0.1873(2) 0.79716(13) 0.0856(6) Uani 1 1 d D U . . .
C18 C 0.9207(17) -0.2630(14) 0.7231(8) 0.122(3) Uani 0.377(6) 1 d D U P A 1
H18A H 0.816234 -0.257178 0.698833 0.182 Uiso 0.377(6) 1 calc GR . P A 1
H18B H 0.997232 -0.367756 0.745575 0.182 Uiso 0.377(6) 1 calc GR . P A 1
H18C H 0.974100 -0.212594 0.677601 0.182 Uiso 0.377(6) 1 calc GR . P A 1
C19 C 0.8198(16) -0.2730(10) 0.8734(8) 0.139(3) Uani 0.377(6) 1 d D U P A 1
H19A H 0.837517 -0.247858 0.926088 0.208 Uiso 0.377(6) 1 calc GR . P A 1
H19B H 0.882355 -0.379988 0.880726 0.208 Uiso 0.377(6) 1 calc GR . P A 1
H19C H 0.699654 -0.246849 0.863208 0.208 Uiso 0.377(6) 1 calc GR . P A 1
C20 C 1.0615(11) -0.1966(11) 0.8307(8) 0.124(3) Uani 0.377(6) 1 d D U P A 1
H20A H 1.112645 -0.150952 0.781610 0.186 Uiso 0.377(6) 1 calc GR . P A 1
H20B H 1.136895 -0.301122 0.854967 0.186 Uiso 0.377(6) 1 calc GR . P A 1
H20C H 1.042567 -0.143253 0.875439 0.186 Uiso 0.377(6) 1 calc GR . P A 1
C21 C 0.6004(12) 0.3108(13) 0.8795(8) 0.1086(19) Uani 0.561(5) 1 d D U P B 1
C22 C 0.4995(12) 0.2531(9) 0.9529(5) 0.154(2) Uani 0.561(5) 1 d D U P B 1
H22A H 0.385964 0.278761 0.929720 0.230 Uiso 0.561(5) 1 calc GR . P B 1
H22B H 0.492133 0.299625 1.000107 0.230 Uiso 0.561(5) 1 calc GR . P B 1
H22C H 0.556775 0.144736 0.975277 0.230 Uiso 0.561(5) 1 calc GR . P B 1
C23 C 0.7730(8) 0.2915(7) 0.9145(4) 0.147(2) Uani 0.561(5) 1 d D U P B 1
H23A H 0.846938 0.185354 0.932401 0.220 Uiso 0.561(5) 1 calc GR . P B 1
H23B H 0.757248 0.332840 0.964536 0.220 Uiso 0.561(5) 1 calc GR . P B 1
H23C H 0.823943 0.344045 0.868817 0.220 Uiso 0.561(5) 1 calc GR . P B 1
C24 C 0.4795(11) 0.4797(8) 0.8430(5) 0.138(2) Uani 0.561(5) 1 d D U P B 1
H24A H 0.522792 0.523737 0.789882 0.208 Uiso 0.561(5) 1 calc GR . P B 1
H24B H 0.473643 0.533040 0.886511 0.208 Uiso 0.561(5) 1 calc GR . P B 1
H24C H 0.366807 0.487229 0.829880 0.208 Uiso 0.561(5) 1 calc GR . P B 1
B1 B 0.5028(3) 0.2596(3) 0.42044(14) 0.0782(6) Uani 1 1 d . . . . .
C18A C 0.9901(11) -0.2315(10) 0.7212(6) 0.144(3) Uani 0.623(6) 1 d D U P A 2
H18D H 0.917394 -0.197176 0.668310 0.216 Uiso 0.623(6) 1 calc GR . P A 2
H18E H 1.050099 -0.340044 0.735739 0.216 Uiso 0.623(6) 1 calc GR . P A 2
H18F H 1.071573 -0.185173 0.711538 0.216 Uiso 0.623(6) 1 calc GR . P A 2
C20A C 0.9837(9) -0.2398(7) 0.8842(4) 0.139(2) Uani 0.623(6) 1 d D U P A 2
H20D H 1.036777 -0.171271 0.885133 0.208 Uiso 0.623(6) 1 calc GR . P A 2
H20E H 1.070759 -0.340157 0.890556 0.208 Uiso 0.623(6) 1 calc GR . P A 2
H20F H 0.908823 -0.241447 0.932092 0.208 Uiso 0.623(6) 1 calc GR . P A 2
C19A C 0.7568(8) -0.2726(5) 0.8144(5) 0.1349(19) Uani 0.623(6) 1 d D U P A 2
H19D H 0.674499 -0.234560 0.855472 0.202 Uiso 0.623(6) 1 calc GR . P A 2
H19E H 0.822146 -0.379572 0.838628 0.202 Uiso 0.623(6) 1 calc GR . P A 2
H19F H 0.698035 -0.255782 0.759474 0.202 Uiso 0.623(6) 1 calc GR . P A 2
C23A C 0.3712(12) 0.3572(12) 0.8948(6) 0.162(3) Uani 0.439(5) 1 d D U P B 2
H23D H 0.306651 0.420671 0.840055 0.242 Uiso 0.439(5) 1 calc GR . P B 2
H23E H 0.340858 0.412693 0.938867 0.242 Uiso 0.439(5) 1 calc GR . P B 2
H23F H 0.345706 0.268502 0.914415 0.242 Uiso 0.439(5) 1 calc GR . P B 2
C24A C 0.5769(15) 0.4611(11) 0.8437(7) 0.130(2) Uani 0.439(5) 1 d D U P B 2
H24D H 0.695355 0.446523 0.839700 0.195 Uiso 0.439(5) 1 calc GR . P B 2
H24E H 0.523518 0.524803 0.882278 0.195 Uiso 0.439(5) 1 calc GR . P B 2
H24F H 0.519252 0.508767 0.785806 0.195 Uiso 0.439(5) 1 calc GR . P B 2
C22A C 0.6322(14) 0.2077(9) 0.9729(4) 0.133(2) Uani 0.439(5) 1 d D U P B 2
H22D H 0.595335 0.125242 0.985717 0.199 Uiso 0.439(5) 1 calc GR . P B 2
H22E H 0.588445 0.265879 1.015167 0.199 Uiso 0.439(5) 1 calc GR . P B 2
H22F H 0.755383 0.167746 0.976602 0.199 Uiso 0.439(5) 1 calc GR . P B 2
C21A C 0.5652(18) 0.3086(18) 0.8805(11) 0.117(2) Uani 0.439(5) 1 d D U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.357(3) . ?
F2 B1 1.342(3) . ?
O1 C8 1.293(2) . ?
O1 B1 1.475(2) . ?
O2 C10 1.287(2) . ?
O2 B1 1.482(2) . ?
O3 C1 1.379(4) . ?
O3 C2 1.372(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.388(3) . ?
C2 C7 1.360(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.377(3) . ?
C4 C5 1.386(3) . ?
C4 C8 1.465(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.371(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.359(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.375(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.375(2) . ?
C10 C11 1.471(2) . ?
C11 C12 1.392(2) . ?
C11 C16 1.389(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.388(2) . ?
C13 C14 1.383(3) . ?
C13 C17 1.525(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.381(3) . ?
C15 C16 1.387(2) . ?
C15 C21 1.549(14) . ?
C15 C21A 1.53(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.503(11) . ?
C17 C19 1.473(9) . ?
C17 C20 1.608(8) . ?
C17 C18A 1.520(7) . ?
C17 C20A 1.509(5) . ?
C17 C19A 1.572(6) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.524(11) . ?
C21 C23 1.516(11) . ?
C21 C24 1.543(11) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C18A H18D 0.9600 . ?
C18A H18E 0.9600 . ?
C18A H18F 0.9600 . ?
C20A H20D 0.9600 . ?
C20A H20E 0.9600 . ?
C20A H20F 0.9600 . ?
C19A H19D 0.9600 . ?
C19A H19E 0.9600 . ?
C19A H19F 0.9600 . ?
C23A H23D 0.9600 . ?
C23A H23E 0.9600 . ?
C23A H23F 0.9600 . ?
C23A C21A 1.545(14) . ?
C24A H24D 0.9600 . ?
C24A H24E 0.9600 . ?
C24A H24F 0.9600 . ?
C24A C21A 1.514(15) . ?
C22A H22D 0.9600 . ?
C22A H22E 0.9600 . ?
C22A H22F 0.9600 . ?
C22A C21A 1.512(14) . ?

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 123.41(13) . . ?
C10 O2 B1 123.16(14) . . ?
C2 O3 C1 120.2(3) . . ?
O3 C1 H1A 109.5 . . ?
O3 C1 H1B 109.5 . . ?
O3 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O3 C2 C3 115.5(2) . . ?
C7 C2 O3 124.2(2) . . ?
C7 C2 C3 120.3(2) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 C5 118.68(18) . . ?
C3 C4 C8 119.18(16) . . ?
C5 C4 C8 122.13(17) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 C4 119.4(2) . . ?
C6 C5 H5 120.3 . . ?
C5 C6 H6 119.0 . . ?
C7 C6 C5 122.1(2) . . ?
C7 C6 H6 119.0 . . ?
C2 C7 H7 120.5 . . ?
C6 C7 C2 119.0(2) . . ?
C6 C7 H7 120.5 . . ?
O1 C8 C4 114.99(14) . . ?
O1 C8 C9 120.34(16) . . ?
C9 C8 C4 124.66(16) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 C8 120.99(16) . . ?
C10 C9 H9 119.5 . . ?
O2 C10 C9 120.73(15) . . ?
O2 C10 C11 115.21(15) . . ?
C9 C10 C11 124.06(15) . . ?
C12 C11 C10 118.94(15) . . ?
C16 C11 C10 121.10(16) . . ?
C16 C11 C12 119.96(15) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 C11 120.81(16) . . ?
C13 C12 H12 119.6 . . ?
C12 C13 C17 121.34(16) . . ?
C14 C13 C12 117.18(16) . . ?
C14 C13 C17 121.47(15) . . ?
C13 C14 H14 118.1 . . ?
C15 C14 C13 123.86(16) . . ?
C15 C14 H14 118.1 . . ?
C14 C15 C16 117.64(17) . . ?
C14 C15 C21 119.7(4) . . ?
C14 C15 C21A 122.6(5) . . ?
C16 C15 C21 122.5(4) . . ?
C16 C15 C21A 119.3(5) . . ?
C11 C16 H16 119.7 . . ?
C15 C16 C11 120.54(17) . . ?
C15 C16 H16 119.7 . . ?
C13 C17 C20 105.3(4) . . ?
C13 C17 C19A 105.5(2) . . ?
C18 C17 C13 115.3(5) . . ?
C18 C17 C20 105.9(6) . . ?
C19 C17 C13 112.2(4) . . ?
C19 C17 C18 111.2(7) . . ?
C19 C17 C20 106.2(7) . . ?
C18A C17 C13 110.4(3) . . ?
C18A C17 C19A 107.9(4) . . ?
C20A C17 C13 114.2(3) . . ?
C20A C17 C18A 113.5(5) . . ?
C20A C17 C19A 104.6(4) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C15 106.4(8) . . ?
C22 C21 C24 102.5(9) . . ?
C23 C21 C15 111.8(8) . . ?
C23 C21 C22 112.0(9) . . ?
C23 C21 C24 112.2(9) . . ?
C24 C21 C15 111.6(7) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
F1 B1 O1 107.90(18) . . ?
F1 B1 O2 107.79(18) . . ?
F2 B1 F1 111.99(18) . . ?
F2 B1 O1 108.99(18) . . ?
F2 B1 O2 108.99(18) . . ?
O1 B1 O2 111.20(14) . . ?
C17 C18A H18D 109.5 . . ?
C17 C18A H18E 109.5 . . ?
C17 C18A H18F 109.5 . . ?
H18D C18A H18E 109.5 . . ?
H18D C18A H18F 109.5 . . ?
H18E C18A H18F 109.5 . . ?
C17 C20A H20D 109.5 . . ?
C17 C20A H20E 109.5 . . ?
C17 C20A H20F 109.5 . . ?
H20D C20A H20E 109.5 . . ?
H20D C20A H20F 109.5 . . ?
H20E C20A H20F 109.5 . . ?
C17 C19A H19D 109.5 . . ?
C17 C19A H19E 109.5 . . ?
C17 C19A H19F 109.5 . . ?
H19D C19A H19E 109.5 . . ?
H19D C19A H19F 109.5 . . ?
H19E C19A H19F 109.5 . . ?
H23D C23A H23E 109.5 . . ?
H23D C23A H23F 109.5 . . ?
H23E C23A H23F 109.5 . . ?
C21A C23A H23D 109.5 . . ?
C21A C23A H23E 109.5 . . ?
C21A C23A H23F 109.5 . . ?
H24D C24A H24E 109.5 . . ?
H24D C24A H24F 109.5 . . ?
H24E C24A H24F 109.5 . . ?
C21A C24A H24D 109.5 . . ?
C21A C24A H24E 109.5 . . ?
C21A C24A H24F 109.5 . . ?
H22D C22A H22E 109.5 . . ?
H22D C22A H22F 109.5 . . ?
H22E C22A H22F 109.5 . . ?
C21A C22A H22D 109.5 . . ?
C21A C22A H22E 109.5 . . ?
C21A C22A H22F 109.5 . . ?
C15 C21A C23A 111.6(11) . . ?
C24A C21A C15 108.4(10) . . ?
C24A C21A C23A 101.5(11) . . ?
C22A C21A C15 112.3(10) . . ?
C22A C21A C23A 98.0(10) . . ?
C22A C21A C24A 123.5(15) . . ?

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 C9 C10 -2.1(3) . . . . ?
O2 C10 C11 C12 -17.1(2) . . . . ?
O2 C10 C11 C16 163.52(17) . . . . ?
O3 C2 C3 C4 -179.8(2) . . . . ?
O3 C2 C7 C6 -179.9(3) . . . . ?
C1 O3 C2 C3 -177.4(3) . . . . ?
C1 O3 C2 C7 3.3(4) . . . . ?
C2 C3 C4 C5 -0.1(3) . . . . ?
C2 C3 C4 C8 -178.95(19) . . . . ?
C3 C2 C7 C6 0.8(4) . . . . ?
C3 C4 C5 C6 0.4(4) . . . . ?
C3 C4 C8 O1 6.1(3) . . . . ?
C3 C4 C8 C9 -174.43(18) . . . . ?
C4 C5 C6 C7 -0.1(5) . . . . ?
C4 C8 C9 C10 178.53(17) . . . . ?
C5 C4 C8 O1 -172.6(2) . . . . ?
C5 C4 C8 C9 6.8(3) . . . . ?
C5 C6 C7 C2 -0.5(5) . . . . ?
C7 C2 C3 C4 -0.5(4) . . . . ?
C8 O1 B1 F1 -114.0(2) . . . . ?
C8 O1 B1 F2 124.2(2) . . . . ?
C8 O1 B1 O2 4.0(3) . . . . ?
C8 C4 C5 C6 179.2(2) . . . . ?
C8 C9 C10 O2 2.1(3) . . . . ?
C8 C9 C10 C11 -177.97(16) . . . . ?
C9 C10 C11 C12 162.97(17) . . . . ?
C9 C10 C11 C16 -16.4(3) . . . . ?
C10 O2 B1 F1 114.1(2) . . . . ?
C10 O2 B1 F2 -124.2(2) . . . . ?
C10 O2 B1 O1 -4.0(3) . . . . ?
C10 C11 C12 C13 -178.19(16) . . . . ?
C10 C11 C16 C15 179.13(17) . . . . ?
C11 C12 C13 C14 -1.2(3) . . . . ?
C11 C12 C13 C17 177.42(17) . . . . ?
C12 C11 C16 C15 -0.2(3) . . . . ?
C12 C13 C14 C15 0.2(3) . . . . ?
C12 C13 C17 C18 6.3(7) . . . . ?
C12 C13 C17 C19 -122.4(7) . . . . ?
C12 C13 C17 C20 122.6(5) . . . . ?
C12 C13 C17 C18A 37.8(5) . . . . ?
C12 C13 C17 C20A 167.2(4) . . . . ?
C12 C13 C17 C19A -78.5(4) . . . . ?
C13 C14 C15 C16 0.7(3) . . . . ?
C13 C14 C15 C21 -174.6(5) . . . . ?
C13 C14 C15 C21A 172.5(7) . . . . ?
C14 C13 C17 C18 -175.1(6) . . . . ?
C14 C13 C17 C19 56.1(7) . . . . ?
C14 C13 C17 C20 -58.9(5) . . . . ?
C14 C13 C17 C18A -143.6(5) . . . . ?
C14 C13 C17 C20A -14.3(5) . . . . ?
C14 C13 C17 C19A 100.0(4) . . . . ?
C14 C15 C16 C11 -0.7(3) . . . . ?
C14 C15 C21 C22 -70.9(7) . . . . ?
C14 C15 C21 C23 51.6(8) . . . . ?
C14 C15 C21 C24 178.1(6) . . . . ?
C14 C15 C21A C23A -112.7(8) . . . . ?
C14 C15 C21A C24A 136.3(7) . . . . ?
C14 C15 C21A C22A -3.7(13) . . . . ?
C16 C11 C12 C13 1.2(3) . . . . ?
C16 C15 C21 C22 114.1(6) . . . . ?
C16 C15 C21 C23 -123.4(6) . . . . ?
C16 C15 C21 C24 3.1(9) . . . . ?
C16 C15 C21A C23A 58.9(10) . . . . ?
C16 C15 C21A C24A -52.1(11) . . . . ?
C16 C15 C21A C22A 167.9(7) . . . . ?
C17 C13 C14 C15 -178.4(2) . . . . ?
C21 C15 C16 C11 174.4(5) . . . . ?
B1 O1 C8 C4 178.18(18) . . . . ?
B1 O1 C8 C9 -1.3(3) . . . . ?
B1 O2 C10 C9 1.2(3) . . . . ?
B1 O2 C10 C11 -178.73(17) . . . . ?
C21A C15 C16 C11 -172.7(6) . . . . ?


_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 1.348
_oxdiff_exptl_absorpt_empirical_full_min 0.660
####################################################################### 
# 
# 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_250k
_database_code_depnum_ccdc_archive 'CCDC 1943069'
loop_
_audit_author_name
_audit_author_address
'Jian-Xin Wang'
;College of Chemistry, Beijing Normal University
China
;
_audit_update_record             
;
2019-07-25 deposited with the CCDC.	2020-04-22 downloaded from the CCDC.
;
_audit_creation_date             2018-11-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H29 B F2 O3'
_chemical_formula_sum            'C24 H29 B F2 O3'
_chemical_formula_weight         414.28
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H29 B F2 O3'
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                   10.1447(6)
_cell_length_b                   15.1024(8)
_cell_length_c                   16.1256(8)
_cell_angle_alpha                70.107(5)
_cell_angle_beta                 78.921(4)
_cell_angle_gamma                78.570(5)
_cell_volume                     2256.1(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11627
_cell_measurement_temperature    250.00(10)
_cell_measurement_theta_max      29.3190
_cell_measurement_theta_min      2.3310
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.965
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74017
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_av_unetI/netI     0.0251
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.906
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            30768
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.906
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.399
_diffrn_reflns_theta_min         2.067
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      250.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.906
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     46.00  72.00   0.50    4.00    --  -15.70  57.00 120.00   52
  2  ω    -57.00 -10.00   0.50    4.00    --  -15.70  77.00 -30.00   94
  3  ω    -57.00 -17.00   0.50    4.00    --  -15.70  77.00-120.00   80
  4  ω    -35.00  32.00   0.50    4.00    --  -15.70  57.00 -30.00  134
  5  ω    -56.00 -25.00   0.50    4.00    --  -15.70  77.00  60.00   62
  6  ω    -49.00  30.00   0.50    4.00    --  -15.70  57.00 120.00  158
  7  ω    -14.00  12.00   0.50    4.00    --   15.80  71.00-125.48   52
  8  ω    -18.00 105.00   0.50    4.00    --   15.80  57.00-150.00  246
  9  ω     14.00  81.00   0.50    4.00    --   15.80  57.00  30.00  134
 10  ω     35.00  83.00   0.50    4.00    --   15.80  71.00-125.48   96
 11  ω     35.00 102.00   0.50    4.00    --   15.80  57.00  90.00  134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0160524000
_diffrn_orient_matrix_UB_12      -0.0332891000
_diffrn_orient_matrix_UB_13      0.0412360000
_diffrn_orient_matrix_UB_21      -0.0613004000
_diffrn_orient_matrix_UB_22      -0.0186163000
_diffrn_orient_matrix_UB_23      0.0059173000
_diffrn_orient_matrix_UB_31      0.0341753000
_diffrn_orient_matrix_UB_32      -0.0330553000
_diffrn_orient_matrix_UB_33      -0.0222145000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8365
_reflns_number_total             11283
_reflns_odcompleteness_completeness 90.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.33
_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 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.304
_refine_diff_density_min         -0.231
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     615
_refine_ls_number_reflns         11283
_refine_ls_number_restraints     204
_refine_ls_R_factor_all          0.0761
_refine_ls_R_factor_gt           0.0570
_refine_ls_restrained_S_all      1.062
_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)+(0.0809P)²+0.5150P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1550
_refine_ls_wR_factor_ref         0.1663
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C22-C21 = C24-C21 = C23-C21 = C22A-C21A = C23A-C21A = C24A-C21A
 1.54 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
O3A \\sim O3 \\sim C1A \\sim C1: within 1.7A with sigma of 0.01 and sigma for
terminal atoms of 0.01
C22 \\sim C21 \\sim C23 \\sim C24 \\sim C24A \\sim C21A \\sim C22A \\sim C23A:
within 1.7A with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(O3) \\sim Ueq, Uanis(O3A) \\sim Ueq, Uanis(C1A) \\sim Ueq, Uanis(C1)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C23) \\sim Ueq, Uanis(C24A) \\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C23A)
\\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C22A) \\sim Ueq, Uanis(C21) \\sim Ueq,
Uanis(C21A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
4. Others
 Sof(O3A)=Sof(C1A)=Sof(H1AA)=Sof(H1AB)=Sof(H1AC)=1-FVAR(1)
 Sof(O3)=Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=FVAR(1)
 Sof(C24A)=Sof(H24D)=Sof(H24E)=Sof(H24F)=Sof(C22A)=Sof(H22D)=Sof(H22E)=
 Sof(H22F)=Sof(C21A)=Sof(C23A)=Sof(H23D)=Sof(H23E)=Sof(H23F)=1-FVAR(2)
 Sof(C21)=Sof(C22)=Sof(H22A)=Sof(H22B)=Sof(H22C)=Sof(C23)=Sof(H23A)=Sof(H23B)=
 Sof(H23C)=Sof(C24)=Sof(H24A)=Sof(H24B)=Sof(H24C)=FVAR(2)
5.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C7(H7), C9(H9), C12(H12), C14(H14), C16(H16),
 C27(H27), C28(H28), C29(H29), C31(H31), C33(H33), C36(H36), C38(H38), C40(H40)
5.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,
 H25B,H25C), C42(H42A,H42B,H42C), C43(H43A,H43B,H43C), C44(H44A,H44B,H44C),
 C46(H46A,H46B,H46C), C47(H47A,H47B,H47C), C48(H48A,H48B,H48C), C1A(H1AA,H1AB,
 H1AC), C24A(H24D,H24E,H24F), C22A(H22D,H22E,H22F), C23A(H23D,H23E,H23F)
;
_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 0.21553(13) 0.23825(9) 0.38522(8) 0.0817(4) Uani 1 1 d . . . . .
F2 F 0.23836(11) 0.09718(10) 0.36193(7) 0.0779(4) Uani 1 1 d . . . . .
O1 O 0.02488(10) 0.17524(9) 0.38929(7) 0.0520(3) Uani 1 1 d . . . . .
O2 O 0.17440(10) 0.10452(9) 0.50406(7) 0.0496(3) Uani 1 1 d . . . . .
O3 O -0.3221(3) 0.3264(3) 0.2062(2) 0.0814(10) Uani 0.681(4) 1 d . U P A 1
C1 C -0.4395(3) 0.3595(2) 0.16440(19) 0.0672(9) Uani 0.681(4) 1 d . U P A 1
H1A H -0.416371 0.398565 0.103461 0.101 Uiso 0.681(4) 1 calc GR . P A 1
H1B H -0.504859 0.396973 0.196154 0.101 Uiso 0.681(4) 1 calc GR . P A 1
H1C H -0.478544 0.305674 0.164656 0.101 Uiso 0.681(4) 1 calc GR . P A 1
C2 C -0.33876(19) 0.26349(13) 0.29501(12) 0.0560(4) Uani 1 1 d . . . . .
C3 C -0.21633(16) 0.23660(12) 0.32898(10) 0.0473(4) Uani 1 1 d . . . . .
H3 H -0.137381 0.258587 0.293056 0.057 Uiso 1 1 calc R . . . .
C4 C -0.20964(14) 0.17717(10) 0.41608(9) 0.0380(3) Uani 1 1 d . . . . .
C5 C -0.32666(16) 0.14423(13) 0.46849(11) 0.0488(4) Uani 1 1 d . . . . .
H5 H -0.323420 0.103468 0.527200 0.059 Uiso 1 1 calc R . . . .
C6 C -0.44785(17) 0.17211(15) 0.43327(13) 0.0589(5) Uani 1 1 d . . . . .
H6 H -0.527098 0.150002 0.468625 0.071 Uiso 1 1 calc R . . . .
C7 C -0.45468(18) 0.23191(14) 0.34702(13) 0.0587(5) Uani 1 1 d . . . . .
H7 H -0.537984 0.250775 0.324194 0.070 Uiso 1 1 calc R . . . .
C8 C -0.07754(14) 0.15049(10) 0.44933(9) 0.0348(3) Uani 1 1 d . . . . .
C9 C -0.05893(14) 0.10269(11) 0.53699(9) 0.0400(3) Uani 1 1 d . . . . .
H9 H -0.133993 0.084554 0.579817 0.048 Uiso 1 1 calc R . . . .
C10 C 0.06964(14) 0.08135(10) 0.56213(9) 0.0340(3) Uani 1 1 d . . . . .
C11 C 0.09929(14) 0.03240(10) 0.65408(9) 0.0347(3) Uani 1 1 d . . . . .
C12 C 0.22769(14) 0.03276(10) 0.67396(9) 0.0364(3) Uani 1 1 d . . . . .
H12 H 0.292947 0.062416 0.628517 0.044 Uiso 1 1 calc R . . . .
C13 C 0.25952(14) -0.01001(10) 0.75969(9) 0.0368(3) Uani 1 1 d . . . . .
C14 C 0.15993(15) -0.05464(10) 0.82485(9) 0.0399(3) Uani 1 1 d . . . . .
H14 H 0.180721 -0.084611 0.883207 0.048 Uiso 1 1 calc R . . . .
C15 C 0.03163(15) -0.05685(11) 0.80749(9) 0.0404(3) Uani 1 1 d . . . . .
C16 C 0.00261(14) -0.01234(10) 0.72050(9) 0.0382(3) Uani 1 1 d . . . . .
H16 H -0.083158 -0.012594 0.706644 0.046 Uiso 1 1 calc R . . . .
C17 C 0.39609(15) -0.00786(11) 0.78594(10) 0.0433(3) Uani 1 1 d . . . . .
C18 C 0.49310(18) 0.04112(17) 0.70562(14) 0.0721(6) Uani 1 1 d . . . . .
H18A H 0.506854 0.008913 0.661203 0.108 Uiso 1 1 calc GR . . . .
H18B H 0.579476 0.038496 0.724384 0.108 Uiso 1 1 calc GR . . . .
H18C H 0.454486 0.107023 0.680340 0.108 Uiso 1 1 calc GR . . . .
C19 C 0.3719(2) 0.0435(2) 0.85439(19) 0.0954(9) Uani 1 1 d . . . . .
H19A H 0.329591 0.108441 0.828971 0.143 Uiso 1 1 calc GR . . . .
H19B H 0.457800 0.043918 0.872101 0.143 Uiso 1 1 calc GR . . . .
H19C H 0.312608 0.011131 0.906039 0.143 Uiso 1 1 calc GR . . . .
C20 C 0.4649(2) -0.10990(14) 0.82499(15) 0.0719(6) Uani 1 1 d . . . . .
H20A H 0.405195 -0.143942 0.875367 0.108 Uiso 1 1 calc GR . . . .
H20B H 0.549126 -0.108824 0.844435 0.108 Uiso 1 1 calc GR . . . .
H20C H 0.483933 -0.141626 0.779945 0.108 Uiso 1 1 calc GR . . . .
C21 C -0.0792(3) -0.1032(2) 0.8806(2) 0.0489(7) Uani 0.828(3) 1 d D U P B 1
C22 C -0.0347(3) -0.1392(2) 0.97300(14) 0.0736(8) Uani 0.828(3) 1 d D U P B 1
H22A H 0.041970 -0.189463 0.974965 0.110 Uiso 0.828(3) 1 calc GR . P B 1
H22B H -0.109277 -0.163782 1.017095 0.110 Uiso 0.828(3) 1 calc GR . P B 1
H22C H -0.008485 -0.087245 0.985667 0.110 Uiso 0.828(3) 1 calc GR . P B 1
C23 C -0.2064(2) -0.0290(2) 0.88609(17) 0.0756(8) Uani 0.828(3) 1 d D U P B 1
H23A H -0.183456 0.021708 0.902427 0.113 Uiso 0.828(3) 1 calc GR . P B 1
H23B H -0.276633 -0.059232 0.930614 0.113 Uiso 0.828(3) 1 calc GR . P B 1
H23C H -0.239176 -0.002694 0.828673 0.113 Uiso 0.828(3) 1 calc GR . P B 1
C24 C -0.1177(4) -0.1828(2) 0.8566(2) 0.0841(10) Uani 0.828(3) 1 d D U P B 1
H24A H -0.147765 -0.157352 0.798356 0.126 Uiso 0.828(3) 1 calc GR . P B 1
H24B H -0.190437 -0.210413 0.900530 0.126 Uiso 0.828(3) 1 calc GR . P B 1
H24C H -0.039447 -0.231354 0.855575 0.126 Uiso 0.828(3) 1 calc GR . P B 1
B1 B 0.16617(17) 0.15521(14) 0.40841(11) 0.0443(4) Uani 1 1 d . . . . .
F3 F 0.27194(10) 0.38955(8) 0.62373(6) 0.0578(3) Uani 1 1 d . . . . .
F4 F 0.30042(10) 0.25092(7) 0.59397(7) 0.0585(3) Uani 1 1 d . . . . .
O4 O 0.32758(10) 0.39007(8) 0.47727(7) 0.0451(3) Uani 1 1 d . . . . .
O5 O 0.48885(10) 0.31986(8) 0.58576(7) 0.0471(3) Uani 1 1 d . . . . .
O6 O 0.86664(13) 0.20852(11) 0.75530(8) 0.0678(4) Uani 1 1 d . . . . .
C25 C 0.9895(2) 0.19587(16) 0.79040(14) 0.0708(6) Uani 1 1 d . . . . .
H25A H 1.062951 0.166273 0.755970 0.106 Uiso 1 1 calc GR . . . .
H25B H 0.980238 0.155452 0.851943 0.106 Uiso 1 1 calc GR . . . .
H25C H 1.009400 0.257252 0.787290 0.106 Uiso 1 1 calc GR . . . .
C26 C 0.86019(16) 0.26671(12) 0.66966(10) 0.0453(4) Uani 1 1 d . . . . .
C27 C 0.96756(16) 0.30830(14) 0.61433(13) 0.0572(4) Uani 1 1 d . . . . .
H27 H 1.052139 0.297657 0.634413 0.069 Uiso 1 1 calc R . . . .
C28 C 0.94935(18) 0.36603(16) 0.52870(13) 0.0672(5) Uani 1 1 d . . . . .
H28 H 1.022655 0.394345 0.490734 0.081 Uiso 1 1 calc R . . . .
C29 C 0.82650(16) 0.38290(13) 0.49788(11) 0.0539(4) Uani 1 1 d . . . . .
H29 H 0.815917 0.422578 0.439613 0.065 Uiso 1 1 calc R . . . .
C30 C 0.71773(13) 0.34057(10) 0.55394(9) 0.0364(3) Uani 1 1 d . . . . .
C31 C 0.73556(14) 0.28174(11) 0.63989(10) 0.0409(3) Uani 1 1 d . . . . .
H31 H 0.663177 0.252181 0.677766 0.049 Uiso 1 1 calc R . . . .
C32 C 0.58305(13) 0.35912(10) 0.52566(9) 0.0343(3) Uani 1 1 d . . . . .
C33 C 0.55419(15) 0.41535(11) 0.44135(9) 0.0396(3) Uani 1 1 d . . . . .
H33 H 0.622783 0.444815 0.398869 0.047 Uiso 1 1 calc R . . . .
C34 C 0.42483(14) 0.42820(9) 0.41958(9) 0.0345(3) Uani 1 1 d . . . . .
C35 C 0.38853(14) 0.48356(10) 0.33001(9) 0.0363(3) Uani 1 1 d . . . . .
C36 C 0.46983(16) 0.54971(11) 0.27145(9) 0.0411(3) Uani 1 1 d . . . . .
H36 H 0.547413 0.559229 0.289341 0.049 Uiso 1 1 calc R . . . .
C37 C 0.43645(16) 0.60142(11) 0.18696(9) 0.0432(3) Uani 1 1 d . . . . .
C38 C 0.32084(16) 0.58395(11) 0.16312(9) 0.0444(3) Uani 1 1 d . . . . .
H38 H 0.297752 0.618559 0.105981 0.053 Uiso 1 1 calc R . . . .
C39 C 0.23829(15) 0.51830(10) 0.21921(9) 0.0393(3) Uani 1 1 d . . . . .
C40 C 0.27355(15) 0.46842(10) 0.30444(9) 0.0382(3) Uani 1 1 d . . . . .
H40 H 0.219107 0.424341 0.344718 0.046 Uiso 1 1 calc R . . . .
C41 C 0.5227(2) 0.67464(13) 0.12012(11) 0.0565(4) Uani 1 1 d . . . . .
C42 C 0.6381(3) 0.68889(19) 0.16066(15) 0.0897(8) Uani 1 1 d . . . . .
H42A H 0.601199 0.706318 0.214018 0.135 Uiso 1 1 calc GR . . . .
H42B H 0.685274 0.739166 0.117982 0.135 Uiso 1 1 calc GR . . . .
H42C H 0.701115 0.630249 0.175731 0.135 Uiso 1 1 calc GR . . . .
C43 C 0.5787(3) 0.6437(2) 0.03928(16) 0.1135(11) Uani 1 1 d . . . . .
H43A H 0.638400 0.583653 0.056387 0.170 Uiso 1 1 calc GR . . . .
H43B H 0.629271 0.691535 -0.004182 0.170 Uiso 1 1 calc GR . . . .
H43C H 0.504528 0.635868 0.013538 0.170 Uiso 1 1 calc GR . . . .
C44 C 0.4327(3) 0.77235(16) 0.09135(17) 0.0899(8) Uani 1 1 d . . . . .
H44A H 0.358861 0.766950 0.063848 0.135 Uiso 1 1 calc GR . . . .
H44B H 0.486828 0.818707 0.049013 0.135 Uiso 1 1 calc GR . . . .
H44C H 0.395910 0.792706 0.143150 0.135 Uiso 1 1 calc GR . . . .
C45 C 0.11680(17) 0.49635(12) 0.18938(10) 0.0471(4) Uani 1 1 d . . . . .
C46 C 0.1598(3) 0.40318(17) 0.16859(19) 0.0887(8) Uani 1 1 d . . . . .
H46A H 0.232947 0.410517 0.119277 0.133 Uiso 1 1 calc GR . . . .
H46B H 0.083239 0.385833 0.152687 0.133 Uiso 1 1 calc GR . . . .
H46C H 0.190754 0.353658 0.220521 0.133 Uiso 1 1 calc GR . . . .
C47 C 0.0707(3) 0.57374(17) 0.10683(16) 0.0889(8) Uani 1 1 d . . . . .
H47A H 0.053766 0.634968 0.117006 0.133 Uiso 1 1 calc GR . . . .
H47B H -0.012013 0.560549 0.094465 0.133 Uiso 1 1 calc GR . . . .
H47C H 0.140954 0.574991 0.056443 0.133 Uiso 1 1 calc GR . . . .
C48 C -0.0027(2) 0.4844(2) 0.26316(15) 0.0907(8) Uani 1 1 d . . . . .
H48A H 0.021254 0.429668 0.313460 0.136 Uiso 1 1 calc GR . . . .
H48B H -0.080121 0.475015 0.241578 0.136 Uiso 1 1 calc GR . . . .
H48C H -0.025713 0.541055 0.281600 0.136 Uiso 1 1 calc GR . . . .
B2 B 0.34464(16) 0.33631(13) 0.57176(11) 0.0403(4) Uani 1 1 d . . . . .
O3A O -0.3771(7) 0.3127(6) 0.2174(5) 0.0691(17) Uani 0.319(4) 1 d . U P A 2
C1A C -0.2696(9) 0.3498(7) 0.1577(6) 0.088(2) Uani 0.319(4) 1 d . U P A 2
H1AA H -0.301560 0.389731 0.102022 0.132 Uiso 0.319(4) 1 calc GR . P A 2
H1AB H -0.201730 0.298258 0.147205 0.132 Uiso 0.319(4) 1 calc GR . P A 2
H1AC H -0.229817 0.387501 0.181857 0.132 Uiso 0.319(4) 1 calc GR . P A 2
C24A C -0.1731(16) -0.1367(13) 0.8430(11) 0.082(3) Uani 0.172(3) 1 d D U P B 2
H24D H -0.232819 -0.077083 0.823481 0.124 Uiso 0.172(3) 1 calc GR . P B 2
H24E H -0.223115 -0.182643 0.889581 0.124 Uiso 0.172(3) 1 calc GR . P B 2
H24F H -0.138896 -0.160775 0.793145 0.124 Uiso 0.172(3) 1 calc GR . P B 2
C22A C -0.1042(15) -0.0675(12) 0.9445(10) 0.089(3) Uani 0.172(3) 1 d D U P B 2
H22D H -0.026034 -0.058702 0.965754 0.133 Uiso 0.172(3) 1 calc GR . P B 2
H22E H -0.162815 -0.103473 0.994301 0.133 Uiso 0.172(3) 1 calc GR . P B 2
H22F H -0.153958 -0.005842 0.916389 0.133 Uiso 0.172(3) 1 calc GR . P B 2
C21A C -0.058(2) -0.1208(15) 0.8780(16) 0.071(3) Uani 0.172(3) 1 d D U P B 2
C23A C 0.0185(13) -0.2227(9) 0.9227(9) 0.083(3) Uani 0.172(3) 1 d D U P B 2
H23D H 0.062482 -0.251335 0.877094 0.124 Uiso 0.172(3) 1 calc GR . P B 2
H23E H -0.046256 -0.262131 0.963451 0.124 Uiso 0.172(3) 1 calc GR . P B 2
H23F H 0.086313 -0.217547 0.955212 0.124 Uiso 0.172(3) 1 calc GR . P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.350(2) . ?
F2 B1 1.359(2) . ?
O1 C8 1.2953(17) . ?
O1 B1 1.4751(19) . ?
O2 C10 1.2925(16) . ?
O2 B1 1.4808(19) . ?
O3 C1 1.402(4) . ?
O3 C2 1.424(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 H1C 0.9700 . ?
C2 C3 1.385(2) . ?
C2 C7 1.373(3) . ?
C2 O3A 1.307(7) . ?
C3 H3 0.9400 . ?
C3 C4 1.392(2) . ?
C4 C5 1.390(2) . ?
C4 C8 1.4700(19) . ?
C5 H5 0.9400 . ?
C5 C6 1.383(2) . ?
C6 H6 0.9400 . ?
C6 C7 1.383(3) . ?
C7 H7 0.9400 . ?
C8 C9 1.3816(19) . ?
C9 H9 0.9400 . ?
C9 C10 1.3846(19) . ?
C10 C11 1.4741(18) . ?
C11 C12 1.4015(19) . ?
C11 C16 1.3899(19) . ?
C12 H12 0.9400 . ?
C12 C13 1.3834(19) . ?
C13 C14 1.400(2) . ?
C13 C17 1.5337(19) . ?
C14 H14 0.9400 . ?
C14 C15 1.392(2) . ?
C15 C16 1.3946(19) . ?
C15 C21 1.544(4) . ?
C15 C21A 1.50(3) . ?
C16 H16 0.9400 . ?
C17 C18 1.530(2) . ?
C17 C19 1.511(3) . ?
C17 C20 1.530(2) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 H20C 0.9700 . ?
C21 C22 1.526(4) . ?
C21 C23 1.544(4) . ?
C21 C24 1.518(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 H22C 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 H23C 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?
F3 B2 1.371(2) . ?
F4 B2 1.358(2) . ?
O4 C34 1.2955(16) . ?
O4 B2 1.4882(18) . ?
O5 C32 1.2969(16) . ?
O5 B2 1.4824(18) . ?
O6 C25 1.419(2) . ?
O6 C26 1.3674(19) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 H25C 0.9700 . ?
C26 C27 1.376(2) . ?
C26 C31 1.388(2) . ?
C27 H27 0.9400 . ?
C27 C28 1.384(3) . ?
C28 H28 0.9400 . ?
C28 C29 1.375(2) . ?
C29 H29 0.9400 . ?
C29 C30 1.395(2) . ?
C30 C31 1.392(2) . ?
C30 C32 1.4677(18) . ?
C31 H31 0.9400 . ?
C32 C33 1.3870(19) . ?
C33 H33 0.9400 . ?
C33 C34 1.3831(19) . ?
C34 C35 1.4770(18) . ?
C35 C36 1.3983(19) . ?
C35 C40 1.3919(19) . ?
C36 H36 0.9400 . ?
C36 C37 1.389(2) . ?
C37 C38 1.399(2) . ?
C37 C41 1.536(2) . ?
C38 H38 0.9400 . ?
C38 C39 1.389(2) . ?
C39 C40 1.4008(19) . ?
C39 C45 1.536(2) . ?
C40 H40 0.9400 . ?
C41 C42 1.528(3) . ?
C41 C43 1.505(3) . ?
C41 C44 1.546(3) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 H42C 0.9700 . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 H43C 0.9700 . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C44 H44C 0.9700 . ?
C45 C46 1.518(3) . ?
C45 C47 1.523(2) . ?
C45 C48 1.518(3) . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C46 H46C 0.9700 . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C47 H47C 0.9700 . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
C48 H48C 0.9700 . ?
O3A C1A 1.379(11) . ?
C1A H1AA 0.9700 . ?
C1A H1AB 0.9700 . ?
C1A H1AC 0.9700 . ?
C24A H24D 0.9700 . ?
C24A H24E 0.9700 . ?
C24A H24F 0.9700 . ?
C24A C21A 1.486(18) . ?
C22A H22D 0.9700 . ?
C22A H22E 0.9700 . ?
C22A H22F 0.9700 . ?
C22A C21A 1.505(17) . ?
C21A C23A 1.572(17) . ?
C23A H23D 0.9700 . ?
C23A H23E 0.9700 . ?
C23A H23F 0.9700 . ?

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 123.53(11) . . ?
C10 O2 B1 123.32(11) . . ?
C1 O3 C2 116.0(3) . . ?
O3 C1 H1A 109.5 . . ?
O3 C1 H1B 109.5 . . ?
O3 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 O3 110.5(2) . . ?
C7 C2 O3 129.22(19) . . ?
C7 C2 C3 120.28(16) . . ?
O3A C2 C3 135.2(3) . . ?
O3A C2 C7 104.4(3) . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.31(15) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C8 118.44(13) . . ?
C5 C4 C3 119.47(14) . . ?
C5 C4 C8 122.09(13) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 C4 119.24(15) . . ?
C6 C5 H5 120.4 . . ?
C5 C6 H6 119.4 . . ?
C5 C6 C7 121.25(17) . . ?
C7 C6 H6 119.4 . . ?
C2 C7 C6 119.44(15) . . ?
C2 C7 H7 120.3 . . ?
C6 C7 H7 120.3 . . ?
O1 C8 C4 114.76(12) . . ?
O1 C8 C9 120.65(12) . . ?
C9 C8 C4 124.59(13) . . ?
C8 C9 H9 119.8 . . ?
C8 C9 C10 120.38(13) . . ?
C10 C9 H9 119.8 . . ?
O2 C10 C9 120.77(12) . . ?
O2 C10 C11 114.88(12) . . ?
C9 C10 C11 124.35(12) . . ?
C12 C11 C10 118.46(12) . . ?
C16 C11 C10 121.42(12) . . ?
C16 C11 C12 120.12(12) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 C11 120.77(13) . . ?
C13 C12 H12 119.6 . . ?
C12 C13 C14 117.58(12) . . ?
C12 C13 C17 122.91(13) . . ?
C14 C13 C17 119.48(12) . . ?
C13 C14 H14 118.4 . . ?
C15 C14 C13 123.24(13) . . ?
C15 C14 H14 118.4 . . ?
C14 C15 C16 117.65(13) . . ?
C14 C15 C21 122.77(15) . . ?
C14 C15 C21A 118.3(7) . . ?
C16 C15 C21 119.55(16) . . ?
C16 C15 C21A 123.1(8) . . ?
C11 C16 C15 120.64(13) . . ?
C11 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C18 C17 C13 111.93(13) . . ?
C18 C17 C20 107.00(15) . . ?
C19 C17 C13 109.17(14) . . ?
C19 C17 C18 109.63(17) . . ?
C19 C17 C20 109.82(18) . . ?
C20 C17 C13 109.27(13) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C15 112.3(2) . . ?
C22 C21 C23 105.5(3) . . ?
C23 C21 C15 110.0(2) . . ?
C24 C21 C15 108.7(2) . . ?
C24 C21 C22 111.5(3) . . ?
C24 C21 C23 108.7(3) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
F1 B1 F2 112.10(15) . . ?
F1 B1 O1 108.94(14) . . ?
F1 B1 O2 109.05(14) . . ?
F2 B1 O1 107.80(14) . . ?
F2 B1 O2 107.62(14) . . ?
O1 B1 O2 111.35(12) . . ?
C34 O4 B2 122.64(11) . . ?
C32 O5 B2 123.22(11) . . ?
C26 O6 C25 117.31(15) . . ?
O6 C25 H25A 109.5 . . ?
O6 C25 H25B 109.5 . . ?
O6 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O6 C26 C27 124.10(14) . . ?
O6 C26 C31 115.38(14) . . ?
C27 C26 C31 120.52(14) . . ?
C26 C27 H27 120.4 . . ?
C26 C27 C28 119.11(15) . . ?
C28 C27 H27 120.4 . . ?
C27 C28 H28 119.2 . . ?
C29 C28 C27 121.52(16) . . ?
C29 C28 H28 119.2 . . ?
C28 C29 H29 120.3 . . ?
C28 C29 C30 119.36(15) . . ?
C30 C29 H29 120.3 . . ?
C29 C30 C32 121.60(13) . . ?
C31 C30 C29 119.47(13) . . ?
C31 C30 C32 118.90(12) . . ?
C26 C31 C30 120.01(14) . . ?
C26 C31 H31 120.0 . . ?
C30 C31 H31 120.0 . . ?
O5 C32 C30 115.48(12) . . ?
O5 C32 C33 120.70(12) . . ?
C33 C32 C30 123.82(12) . . ?
C32 C33 H33 119.9 . . ?
C34 C33 C32 120.22(12) . . ?
C34 C33 H33 119.9 . . ?
O4 C34 C33 121.28(12) . . ?
O4 C34 C35 115.63(12) . . ?
C33 C34 C35 123.08(12) . . ?
C36 C35 C34 120.16(12) . . ?
C40 C35 C34 119.27(12) . . ?
C40 C35 C36 120.57(12) . . ?
C35 C36 H36 119.9 . . ?
C37 C36 C35 120.28(14) . . ?
C37 C36 H36 119.9 . . ?
C36 C37 C38 117.71(13) . . ?
C36 C37 C41 122.26(14) . . ?
C38 C37 C41 120.03(13) . . ?
C37 C38 H38 118.2 . . ?
C39 C38 C37 123.63(13) . . ?
C39 C38 H38 118.2 . . ?
C38 C39 C40 117.24(13) . . ?
C38 C39 C45 122.50(13) . . ?
C40 C39 C45 120.20(13) . . ?
C35 C40 C39 120.56(13) . . ?
C35 C40 H40 119.7 . . ?
C39 C40 H40 119.7 . . ?
C37 C41 C44 109.28(16) . . ?
C42 C41 C37 112.18(14) . . ?
C42 C41 C44 106.63(19) . . ?
C43 C41 C37 109.52(16) . . ?
C43 C41 C42 110.2(2) . . ?
C43 C41 C44 109.0(2) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C41 C43 H43A 109.5 . . ?
C41 C43 H43B 109.5 . . ?
C41 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C41 C44 H44A 109.5 . . ?
C41 C44 H44B 109.5 . . ?
C41 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C46 C45 C39 107.78(14) . . ?
C46 C45 C47 108.88(17) . . ?
C46 C45 C48 108.30(19) . . ?
C47 C45 C39 112.42(14) . . ?
C48 C45 C39 110.88(14) . . ?
C48 C45 C47 108.48(18) . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C45 C47 H47A 109.5 . . ?
C45 C47 H47B 109.5 . . ?
C45 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C45 C48 H48A 109.5 . . ?
C45 C48 H48B 109.5 . . ?
C45 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
F3 B2 O4 108.28(13) . . ?
F3 B2 O5 107.93(13) . . ?
F4 B2 F3 111.48(13) . . ?
F4 B2 O4 108.94(13) . . ?
F4 B2 O5 108.98(13) . . ?
O5 B2 O4 111.25(11) . . ?
C2 O3A C1A 110.9(5) . . ?
O3A C1A H1AA 109.5 . . ?
O3A C1A H1AB 109.5 . . ?
O3A C1A H1AC 109.5 . . ?
H1AA C1A H1AB 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 109.5 . . ?
H24D C24A H24E 109.5 . . ?
H24D C24A H24F 109.5 . . ?
H24E C24A H24F 109.5 . . ?
C21A C24A H24D 109.5 . . ?
C21A C24A H24E 109.5 . . ?
C21A C24A H24F 109.5 . . ?
H22D C22A H22E 109.5 . . ?
H22D C22A H22F 109.5 . . ?
H22E C22A H22F 109.5 . . ?
C21A C22A H22D 109.5 . . ?
C21A C22A H22E 109.5 . . ?
C21A C22A H22F 109.5 . . ?
C15 C21A C22A 102.4(14) . . ?
C15 C21A C23A 113.7(15) . . ?
C24A C21A C15 112.5(16) . . ?
C24A C21A C22A 112.1(18) . . ?
C24A C21A C23A 105.7(16) . . ?
C22A C21A C23A 110.6(17) . . ?
C21A C23A H23D 109.5 . . ?
C21A C23A H23E 109.5 . . ?
C21A C23A H23F 109.5 . . ?
H23D C23A H23E 109.5 . . ?
H23D C23A H23F 109.5 . . ?
H23E C23A H23F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C8 C9 C10 0.6(2) . . . . ?
O2 C10 C11 C12 12.92(19) . . . . ?
O2 C10 C11 C16 -167.90(13) . . . . ?
O3 C2 C3 C4 178.1(2) . . . . ?
O3 C2 C7 C6 -178.4(3) . . . . ?
C1 O3 C2 C3 -179.6(3) . . . . ?
C1 O3 C2 C7 -1.8(5) . . . . ?
C2 C3 C4 C5 0.6(2) . . . . ?
C2 C3 C4 C8 -179.99(14) . . . . ?
C3 C2 C7 C6 -0.8(3) . . . . ?
C3 C2 O3A C1A -3.9(11) . . . . ?
C3 C4 C5 C6 -0.7(2) . . . . ?
C3 C4 C8 O1 -8.9(2) . . . . ?
C3 C4 C8 C9 171.14(14) . . . . ?
C4 C5 C6 C7 0.1(3) . . . . ?
C4 C8 C9 C10 -179.44(13) . . . . ?
C5 C4 C8 O1 170.43(14) . . . . ?
C5 C4 C8 C9 -9.5(2) . . . . ?
C5 C6 C7 C2 0.7(3) . . . . ?
C7 C2 C3 C4 0.1(3) . . . . ?
C7 C2 O3A C1A 179.7(7) . . . . ?
C8 O1 B1 F1 -120.74(16) . . . . ?
C8 O1 B1 F2 117.39(16) . . . . ?
C8 O1 B1 O2 -0.4(2) . . . . ?
C8 C4 C5 C6 179.90(15) . . . . ?
C8 C9 C10 O2 -0.9(2) . . . . ?
C8 C9 C10 C11 178.74(13) . . . . ?
C9 C10 C11 C12 -166.77(13) . . . . ?
C9 C10 C11 C16 12.4(2) . . . . ?
C10 O2 B1 F1 120.38(16) . . . . ?
C10 O2 B1 F2 -117.80(16) . . . . ?
C10 O2 B1 O1 0.1(2) . . . . ?
C10 C11 C12 C13 178.33(13) . . . . ?
C10 C11 C16 C15 -178.85(13) . . . . ?
C11 C12 C13 C14 1.0(2) . . . . ?
C11 C12 C13 C17 -177.21(13) . . . . ?
C12 C11 C16 C15 0.3(2) . . . . ?
C12 C13 C14 C15 -0.7(2) . . . . ?
C12 C13 C17 C18 -3.5(2) . . . . ?
C12 C13 C17 C19 118.03(19) . . . . ?
C12 C13 C17 C20 -121.85(17) . . . . ?
C13 C14 C15 C16 0.2(2) . . . . ?
C13 C14 C15 C21 -177.78(18) . . . . ?
C13 C14 C15 C21A 169.4(8) . . . . ?
C14 C13 C17 C18 178.26(16) . . . . ?
C14 C13 C17 C19 -60.2(2) . . . . ?
C14 C13 C17 C20 59.93(19) . . . . ?
C14 C15 C16 C11 0.0(2) . . . . ?
C14 C15 C21 C22 4.0(3) . . . . ?
C14 C15 C21 C23 121.2(2) . . . . ?
C14 C15 C21 C24 -119.9(3) . . . . ?
C14 C15 C21A C24A -164.3(11) . . . . ?
C14 C15 C21A C22A 75.2(13) . . . . ?
C14 C15 C21A C23A -44.2(16) . . . . ?
C16 C11 C12 C13 -0.9(2) . . . . ?
C16 C15 C21 C22 -174.0(2) . . . . ?
C16 C15 C21 C23 -56.8(3) . . . . ?
C16 C15 C21 C24 62.1(3) . . . . ?
C16 C15 C21A C24A 4.3(18) . . . . ?
C16 C15 C21A C22A -116.2(11) . . . . ?
C16 C15 C21A C23A 124.3(12) . . . . ?
C17 C13 C14 C15 177.57(14) . . . . ?
C21 C15 C16 C11 178.07(18) . . . . ?
B1 O1 C8 C4 -179.87(14) . . . . ?
B1 O1 C8 C9 0.1(2) . . . . ?
B1 O2 C10 C9 0.5(2) . . . . ?
B1 O2 C10 C11 -179.19(14) . . . . ?
O4 C34 C35 C36 161.03(13) . . . . ?
O4 C34 C35 C40 -19.59(19) . . . . ?
O5 C32 C33 C34 -1.7(2) . . . . ?
O6 C26 C27 C28 179.97(18) . . . . ?
O6 C26 C31 C30 179.40(14) . . . . ?
C25 O6 C26 C27 4.3(3) . . . . ?
C25 O6 C26 C31 -176.18(15) . . . . ?
C26 C27 C28 C29 0.2(3) . . . . ?
C27 C26 C31 C30 -1.1(2) . . . . ?
C27 C28 C29 C30 -0.3(3) . . . . ?
C28 C29 C30 C31 -0.3(3) . . . . ?
C28 C29 C30 C32 177.57(17) . . . . ?
C29 C30 C31 C26 1.0(2) . . . . ?
C29 C30 C32 O5 -176.10(15) . . . . ?
C29 C30 C32 C33 3.1(2) . . . . ?
C30 C32 C33 C34 179.08(13) . . . . ?
C31 C26 C27 C28 0.5(3) . . . . ?
C31 C30 C32 O5 1.7(2) . . . . ?
C31 C30 C32 C33 -179.02(14) . . . . ?
C32 O5 B2 F3 -109.81(15) . . . . ?
C32 O5 B2 F4 128.98(14) . . . . ?
C32 O5 B2 O4 8.9(2) . . . . ?
C32 C30 C31 C26 -176.93(13) . . . . ?
C32 C33 C34 O4 1.4(2) . . . . ?
C32 C33 C34 C35 -177.22(13) . . . . ?
C33 C34 C35 C36 -20.3(2) . . . . ?
C33 C34 C35 C40 159.11(14) . . . . ?
C34 O4 B2 F3 109.35(15) . . . . ?
C34 O4 B2 F4 -129.25(14) . . . . ?
C34 O4 B2 O5 -9.1(2) . . . . ?
C34 C35 C36 C37 179.57(14) . . . . ?
C34 C35 C40 C39 -178.55(13) . . . . ?
C35 C36 C37 C38 -0.7(2) . . . . ?
C35 C36 C37 C41 -179.80(15) . . . . ?
C36 C35 C40 C39 0.8(2) . . . . ?
C36 C37 C38 C39 0.2(2) . . . . ?
C36 C37 C41 C42 -5.1(3) . . . . ?
C36 C37 C41 C43 117.6(2) . . . . ?
C36 C37 C41 C44 -123.13(19) . . . . ?
C37 C38 C39 C40 0.8(2) . . . . ?
C37 C38 C39 C45 -176.32(15) . . . . ?
C38 C37 C41 C42 175.80(19) . . . . ?
C38 C37 C41 C43 -61.5(3) . . . . ?
C38 C37 C41 C44 57.8(2) . . . . ?
C38 C39 C40 C35 -1.3(2) . . . . ?
C38 C39 C45 C46 101.5(2) . . . . ?
C38 C39 C45 C47 -18.5(2) . . . . ?
C38 C39 C45 C48 -140.10(19) . . . . ?
C40 C35 C36 C37 0.2(2) . . . . ?
C40 C39 C45 C46 -75.5(2) . . . . ?
C40 C39 C45 C47 164.47(17) . . . . ?
C40 C39 C45 C48 42.8(2) . . . . ?
C41 C37 C38 C39 179.30(15) . . . . ?
C45 C39 C40 C35 175.91(14) . . . . ?
B2 O4 C34 C33 4.6(2) . . . . ?
B2 O4 C34 C35 -176.72(13) . . . . ?
B2 O5 C32 C30 175.27(13) . . . . ?
B2 O5 C32 C33 -4.0(2) . . . . ?
O3A C2 C3 C4 -175.9(6) . . . . ?
O3A C2 C7 C6 176.3(4) . . . . ?
C21A C15 C16 C11 -168.6(9) . . . . ?


_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 1.322
_oxdiff_exptl_absorpt_empirical_full_min 0.694
####################################################################### 
# 
# 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_100k_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1977251'
loop_
_audit_author_name
_audit_author_address
'Jian-Xin Wang'
;College of Chemistry, Beijing Normal University
China
;
_audit_update_record             
;
2020-01-13 deposited with the CCDC.	2020-04-22 downloaded from the CCDC.
;
_audit_creation_date             2019-10-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H15 B F2 O3'
_chemical_formula_sum            'C17 H15 B F2 O3'
_chemical_formula_weight         316.10
_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                   7.6754(4)
_cell_length_b                   19.1327(9)
_cell_length_c                   10.1490(5)
_cell_angle_alpha                90
_cell_angle_beta                 102.782(5)
_cell_angle_gamma                90
_cell_volume                     1453.46(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5418
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      30.2690
_cell_measurement_theta_min      2.6900
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.969
_exptl_absorpt_coefficient_mu    0.113
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72049
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_av_unetI/netI     0.0377
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.837
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10466
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.837
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.860
_diffrn_reflns_theta_min         2.721
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.837
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      1.00  59.00   0.50    0.68    --   17.73 -91.00 -97.00  116
  2  ω    -14.00  16.00   0.50    0.68    --  -18.52 -99.00  90.00   60
  3  ω    -69.00  28.00   0.50    0.68    --   17.73 -19.00  30.00  194
  4  ω      9.00  34.00   0.50    0.68    --  -18.52  91.00  15.00   50
  5  ω     51.00 100.00   0.50    0.68    --   17.73 178.00-120.00   98
  6  ω    -61.00 -25.00   0.50    0.68    --  -18.52  91.00  15.00   72
  7  ω    -67.00 -42.00   0.50    0.68    --  -18.52-178.00  60.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0682806000
_diffrn_orient_matrix_UB_12      0.0256998000
_diffrn_orient_matrix_UB_13      0.0146426000
_diffrn_orient_matrix_UB_21      0.0512188000
_diffrn_orient_matrix_UB_22      -0.0222324000
_diffrn_orient_matrix_UB_23      0.0497705000
_diffrn_orient_matrix_UB_31      0.0413282000
_diffrn_orient_matrix_UB_32      -0.0147906000
_diffrn_orient_matrix_UB_33      -0.0494061000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3003
_reflns_number_total             3829
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3829
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0435
_refine_ls_restrained_S_all      1.076
_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)+(0.0500P)²+0.3683P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1077
_refine_ls_wR_factor_ref         0.1141
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C7(H7), C9(H9), C12(H12), C13(H13), C15(H15), C16(H16)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C17(H17A,H17B,H17C)
;
_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 0.24809(12) 0.70295(4) 0.33804(8) 0.0256(2) Uani 1 1 d . . . . .
F2 F 0.49091(11) 0.63641(4) 0.32787(8) 0.0254(2) Uani 1 1 d . . . . .
O1 O 0.41389(13) 0.65343(5) 0.53492(9) 0.0187(2) Uani 1 1 d . . . . .
O2 O 0.23046(13) 0.58282(5) 0.35667(9) 0.0185(2) Uani 1 1 d . . . . .
O3 O -0.11639(13) 0.41214(5) 0.06102(9) 0.0218(2) Uani 1 1 d . . . . .
C1 C -0.2094(2) 0.35142(8) -0.00171(14) 0.0238(3) Uani 1 1 d . . . . .
H1A H -0.257439 0.360818 -0.097809 0.036 Uiso 1 1 calc GR . . . .
H1B H -0.307656 0.340185 0.042043 0.036 Uiso 1 1 calc GR . . . .
H1C H -0.126536 0.311825 0.007836 0.036 Uiso 1 1 calc GR . . . .
C2 C -0.04128(17) 0.40805(7) 0.19585(13) 0.0170(3) Uani 1 1 d . . . . .
C3 C -0.05572(18) 0.35069(7) 0.27725(14) 0.0176(3) Uani 1 1 d . . . . .
H3 H -0.120724 0.310418 0.239944 0.021 Uiso 1 1 calc R . . . .
C4 C 0.02642(18) 0.35315(7) 0.41413(13) 0.0181(3) Uani 1 1 d . . . . .
H4 H 0.015654 0.314299 0.470079 0.022 Uiso 1 1 calc R . . . .
C5 C 0.12354(17) 0.41110(7) 0.47038(13) 0.0172(3) Uani 1 1 d . . . . .
H5 H 0.179822 0.411784 0.563685 0.021 Uiso 1 1 calc R . . . .
C6 C 0.13766(17) 0.46859(7) 0.38805(13) 0.0147(3) Uani 1 1 d . . . . .
C7 C 0.05406(17) 0.46723(7) 0.25117(13) 0.0162(3) Uani 1 1 d . . . . .
H7 H 0.061997 0.506552 0.195642 0.019 Uiso 1 1 calc R . . . .
C8 C 0.24155(17) 0.53100(7) 0.44230(13) 0.0144(3) Uani 1 1 d . . . . .
C9 C 0.34385(17) 0.53687(7) 0.57307(13) 0.0160(3) Uani 1 1 d . . . . .
H9 H 0.358551 0.497731 0.632113 0.019 Uiso 1 1 calc R . . . .
C10 C 0.42479(17) 0.60038(7) 0.61727(13) 0.0149(3) Uani 1 1 d . . . . .
C11 C 0.52285(17) 0.61404(7) 0.75626(12) 0.0155(3) Uani 1 1 d . . . . .
C12 C 0.57190(18) 0.68255(7) 0.79519(13) 0.0183(3) Uani 1 1 d . . . . .
H12 H 0.540596 0.719533 0.731917 0.022 Uiso 1 1 calc R . . . .
C13 C 0.66600(18) 0.69705(7) 0.92554(13) 0.0189(3) Uani 1 1 d . . . . .
H13 H 0.696360 0.744042 0.950949 0.023 Uiso 1 1 calc R . . . .
C14 C 0.71666(17) 0.64365(7) 1.01978(13) 0.0176(3) Uani 1 1 d . . . . .
C15 C 0.66871(18) 0.57512(7) 0.98005(13) 0.0190(3) Uani 1 1 d . . . . .
H15 H 0.703017 0.538029 1.042652 0.023 Uiso 1 1 calc R . . . .
C16 C 0.57192(18) 0.56032(7) 0.85079(13) 0.0179(3) Uani 1 1 d . . . . .
H16 H 0.538717 0.513468 0.826245 0.021 Uiso 1 1 calc R . . . .
C17 C 0.81928(19) 0.65936(8) 1.16130(13) 0.0221(3) Uani 1 1 d . . . . .
H17A H 0.875931 0.705362 1.163139 0.033 Uiso 1 1 calc GR . . . .
H17B H 0.911335 0.623616 1.189887 0.033 Uiso 1 1 calc GR . . . .
H17C H 0.737290 0.659323 1.222863 0.033 Uiso 1 1 calc GR . . . .
B1 B 0.3467(2) 0.64529(8) 0.38744(15) 0.0172(3) 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 1.3685(16) . ?
F2 B1 1.3843(17) . ?
O1 C10 1.3058(15) . ?
O1 B1 1.4796(17) . ?
O2 C8 1.3088(15) . ?
O2 B1 1.4826(17) . ?
O3 C1 1.4364(16) . ?
O3 C2 1.3645(15) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.3926(19) . ?
C2 C7 1.3968(18) . ?
C3 H3 0.9500 . ?
C3 C4 1.3936(18) . ?
C4 H4 0.9500 . ?
C4 C5 1.3866(18) . ?
C5 H5 0.9500 . ?
C5 C6 1.3999(18) . ?
C6 C7 1.3956(17) . ?
C6 C8 1.4734(17) . ?
C7 H7 0.9500 . ?
C8 C9 1.3890(18) . ?
C9 H9 0.9500 . ?
C9 C10 1.3930(18) . ?
C10 C11 1.4679(17) . ?
C11 C12 1.3965(18) . ?
C11 C16 1.3995(18) . ?
C12 H12 0.9500 . ?
C12 C13 1.3878(18) . ?
C13 H13 0.9500 . ?
C13 C14 1.3949(18) . ?
C14 C15 1.3970(19) . ?
C14 C17 1.5077(18) . ?
C15 H15 0.9500 . ?
C15 C16 1.3863(18) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 O1 B1 121.62(10) . . ?
C8 O2 B1 121.54(10) . . ?
C2 O3 C1 117.15(10) . . ?
O3 C1 H1A 109.5 . . ?
O3 C1 H1B 109.5 . . ?
O3 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O3 C2 C3 124.66(12) . . ?
O3 C2 C7 115.10(11) . . ?
C3 C2 C7 120.24(12) . . ?
C2 C3 H3 120.4 . . ?
C2 C3 C4 119.14(12) . . ?
C4 C3 H3 120.4 . . ?
C3 C4 H4 119.3 . . ?
C5 C4 C3 121.39(12) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 H5 120.4 . . ?
C4 C5 C6 119.22(12) . . ?
C6 C5 H5 120.4 . . ?
C5 C6 C8 121.38(11) . . ?
C7 C6 C5 120.02(12) . . ?
C7 C6 C8 118.60(11) . . ?
C2 C7 H7 120.0 . . ?
C6 C7 C2 119.98(12) . . ?
C6 C7 H7 120.0 . . ?
O2 C8 C6 114.56(11) . . ?
O2 C8 C9 120.88(12) . . ?
C9 C8 C6 124.56(11) . . ?
C8 C9 H9 120.1 . . ?
C8 C9 C10 119.72(12) . . ?
C10 C9 H9 120.1 . . ?
O1 C10 C9 120.74(11) . . ?
O1 C10 C11 115.04(11) . . ?
C9 C10 C11 124.20(11) . . ?
C12 C11 C10 119.20(11) . . ?
C12 C11 C16 118.72(12) . . ?
C16 C11 C10 122.08(12) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.55(12) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 119.5 . . ?
C12 C13 C14 120.97(12) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 C15 118.29(12) . . ?
C13 C14 C17 120.98(12) . . ?
C15 C14 C17 120.73(12) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.11(12) . . ?
C16 C15 H15 119.4 . . ?
C11 C16 H16 119.8 . . ?
C15 C16 C11 120.36(12) . . ?
C15 C16 H16 119.8 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
F1 B1 F2 111.70(11) . . ?
F1 B1 O1 109.06(11) . . ?
F1 B1 O2 108.34(11) . . ?
F2 B1 O1 108.73(11) . . ?
F2 B1 O2 108.12(11) . . ?
O1 B1 O2 110.91(10) . . ?

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 C10 C11 C12 9.52(17) . . . . ?
O1 C10 C11 C16 -169.28(12) . . . . ?
O2 C8 C9 C10 4.96(19) . . . . ?
O3 C2 C3 C4 -179.58(12) . . . . ?
O3 C2 C7 C6 -179.50(11) . . . . ?
C1 O3 C2 C3 -3.13(19) . . . . ?
C1 O3 C2 C7 177.42(11) . . . . ?
C2 C3 C4 C5 -0.7(2) . . . . ?
C3 C2 C7 C6 1.02(19) . . . . ?
C3 C4 C5 C6 0.7(2) . . . . ?
C4 C5 C6 C7 0.21(19) . . . . ?
C4 C5 C6 C8 -179.04(12) . . . . ?
C5 C6 C7 C2 -1.05(19) . . . . ?
C5 C6 C8 O2 -174.49(11) . . . . ?
C5 C6 C8 C9 5.1(2) . . . . ?
C6 C8 C9 C10 -174.65(12) . . . . ?
C7 C2 C3 C4 -0.2(2) . . . . ?
C7 C6 C8 O2 6.25(17) . . . . ?
C7 C6 C8 C9 -174.11(12) . . . . ?
C8 O2 B1 F1 -142.15(11) . . . . ?
C8 O2 B1 F2 96.63(13) . . . . ?
C8 O2 B1 O1 -22.49(17) . . . . ?
C8 C6 C7 C2 178.23(11) . . . . ?
C8 C9 C10 O1 -3.82(19) . . . . ?
C8 C9 C10 C11 174.65(12) . . . . ?
C9 C10 C11 C12 -169.04(12) . . . . ?
C9 C10 C11 C16 12.2(2) . . . . ?
C10 O1 B1 F1 142.89(12) . . . . ?
C10 O1 B1 F2 -95.09(14) . . . . ?
C10 O1 B1 O2 23.66(17) . . . . ?
C10 C11 C12 C13 -179.45(12) . . . . ?
C10 C11 C16 C15 178.24(12) . . . . ?
C11 C12 C13 C14 1.2(2) . . . . ?
C12 C11 C16 C15 -0.6(2) . . . . ?
C12 C13 C14 C15 -0.6(2) . . . . ?
C12 C13 C14 C17 179.85(13) . . . . ?
C13 C14 C15 C16 -0.6(2) . . . . ?
C14 C15 C16 C11 1.2(2) . . . . ?
C16 C11 C12 C13 -0.6(2) . . . . ?
C17 C14 C15 C16 178.97(13) . . . . ?
B1 O1 C10 C9 -11.78(18) . . . . ?
B1 O1 C10 C11 169.62(11) . . . . ?
B1 O2 C8 C6 -170.85(11) . . . . ?
B1 O2 C8 C9 9.50(18) . . . . ?


_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 1.551
_oxdiff_exptl_absorpt_empirical_full_min 0.725
####################################################################### 
# 
# 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_200k
_database_code_depnum_ccdc_archive 'CCDC 1943068'
loop_
_audit_author_name
_audit_author_address
'Jian-Xin Wang'
;College of Chemistry, Beijing Normal University
China
;
_audit_update_record             
;
2019-07-25 deposited with the CCDC.	2020-04-22 downloaded from the CCDC.
;
_audit_creation_date             2018-11-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H29 B F2 O3'
_chemical_formula_sum            'C24 H29 B F2 O3'
_chemical_formula_weight         414.28
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H29 B F2 O3'
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                   10.1293(6)
_cell_length_b                   14.9169(7)
_cell_length_c                   16.0997(7)
_cell_angle_alpha                70.326(4)
_cell_angle_beta                 79.384(4)
_cell_angle_gamma                77.847(4)
_cell_volume                     2222.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12950
_cell_measurement_temperature    200.00(10)
_cell_measurement_theta_max      29.1510
_cell_measurement_theta_min      2.3350
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.965
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81866
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.902
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            30305
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.902
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.479
_diffrn_reflns_theta_min         2.072
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      200.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.902
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     46.00  72.00   0.50    4.00    --  -15.70  57.00 120.00   52
  2  ω    -57.00 -10.00   0.50    4.00    --  -15.70  77.00 -30.00   94
  3  ω    -57.00 -17.00   0.50    4.00    --  -15.70  77.00-120.00   80
  4  ω    -35.00  32.00   0.50    4.00    --  -15.70  57.00 -30.00  134
  5  ω    -56.00 -25.00   0.50    4.00    --  -15.70  77.00  60.00   62
  6  ω    -49.00  30.00   0.50    4.00    --  -15.70  57.00 120.00  158
  7  ω    -14.00  12.00   0.50    4.00    --   15.80  71.00-125.48   52
  8  ω    -18.00 105.00   0.50    4.00    --   15.80  57.00-150.00  246
  9  ω     14.00  81.00   0.50    4.00    --   15.80  57.00  30.00  134
 10  ω     35.00  83.00   0.50    4.00    --   15.80  71.00-125.48   96
 11  ω     35.00 102.00   0.50    4.00    --   15.80  57.00  90.00  134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0167048000
_diffrn_orient_matrix_UB_12      -0.0336277000
_diffrn_orient_matrix_UB_13      0.0412762000
_diffrn_orient_matrix_UB_21      -0.0611885000
_diffrn_orient_matrix_UB_22      -0.0185327000
_diffrn_orient_matrix_UB_23      0.0056974000
_diffrn_orient_matrix_UB_31      0.0344500000
_diffrn_orient_matrix_UB_32      -0.0338105000
_diffrn_orient_matrix_UB_33      -0.0220597000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8874
_reflns_number_total             11160
_reflns_odcompleteness_completeness 90.25
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.41
_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 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_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         0.450
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     575
_refine_ls_number_reflns         11160
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0649
_refine_ls_R_factor_gt           0.0513
_refine_ls_restrained_S_all      1.040
_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)+(0.0768P)²+0.5100P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1401
_refine_ls_wR_factor_ref         0.1487
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
O6A \\sim O6 \\sim C25A \\sim C25: within 1.7A with sigma of 0.01 and sigma for
terminal atoms of 0.01
Uanis(O6) \\sim Ueq, Uanis(O6A) \\sim Ueq, Uanis(C25) \\sim Ueq, Uanis(C25A)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Others
 Sof(O6A)=Sof(C25A)=Sof(H25D)=Sof(H25E)=Sof(H25F)=1-FVAR(1)
 Sof(O6)=Sof(C25)=Sof(H25A)=Sof(H25B)=Sof(H25C)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C7(H7), C9(H9), C12(H12), C14(H14), C16(H16),
 C27(H27), C28(H28), C29(H29), C31(H31), C33(H33), C36(H36), C38(H38), C40(H40)
4.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,
 H25B,H25C), C42(H42A,H42B,H42C), C43(H43A,H43B,H43C), C44(H44A,H44B,H44C),
 C46(H46A,H46B,H46C), C47(H47A,H47B,H47C), C48(H48A,H48B,H48C), C25A(H25D,H25E,
 H25F)
;
_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 0.69567(8) 0.75070(6) 0.40695(6) 0.0449(2) Uani 1 1 d . . . . .
F2 F 0.72651(8) 0.60931(7) 0.37774(6) 0.0448(2) Uani 1 1 d . . . . .
O1 O 0.50796(9) 0.68062(8) 0.41542(6) 0.0380(2) Uani 1 1 d . . . . .
O2 O 0.67190(9) 0.61038(7) 0.52425(6) 0.0360(2) Uani 1 1 d . . . . .
O3 O 0.12704(11) 0.78694(9) 0.24440(7) 0.0507(3) Uani 1 1 d . . . . .
C1 C 0.00189(18) 0.80016(13) 0.21062(12) 0.0534(4) Uani 1 1 d . . . . .
H1A H 0.009029 0.840745 0.148332 0.080 Uiso 1 1 calc GR . . . .
H1B H -0.071187 0.831532 0.245518 0.080 Uiso 1 1 calc GR . . . .
H1C H -0.018518 0.737331 0.214719 0.080 Uiso 1 1 calc GR . . . .
C2 C 0.13483(13) 0.73071(10) 0.33073(9) 0.0341(3) Uani 1 1 d . . . . .
C3 C 0.26050(13) 0.71621(10) 0.36054(9) 0.0321(3) Uani 1 1 d . . . . .
H3 H 0.333325 0.745111 0.321780 0.039 Uiso 1 1 calc R . . . .
C4 C 0.27927(12) 0.65942(9) 0.44705(8) 0.0287(3) Uani 1 1 d . . . . .
C5 C 0.17133(14) 0.61771(11) 0.50422(10) 0.0412(3) Uani 1 1 d . . . . .
H5 H 0.183274 0.578781 0.563501 0.049 Uiso 1 1 calc R . . . .
C6 C 0.04725(15) 0.63390(13) 0.47330(11) 0.0498(4) Uani 1 1 d . . . . .
H6 H -0.026408 0.606166 0.512124 0.060 Uiso 1 1 calc R . . . .
C7 C 0.02792(14) 0.68964(12) 0.38700(10) 0.0430(3) Uani 1 1 d . . . . .
H7 H -0.057850 0.699602 0.366612 0.052 Uiso 1 1 calc R . . . .
C8 C 0.41500(12) 0.64105(9) 0.47567(8) 0.0273(2) Uani 1 1 d . . . . .
C9 C 0.44531(13) 0.58489(10) 0.56002(8) 0.0315(3) Uani 1 1 d . . . . .
H9 H 0.376844 0.554970 0.602841 0.038 Uiso 1 1 calc R . . . .
C10 C 0.57562(12) 0.57232(9) 0.58201(8) 0.0274(2) Uani 1 1 d . . . . .
C11 C 0.61305(13) 0.51700(9) 0.67178(8) 0.0292(3) Uani 1 1 d . . . . .
C12 C 0.72822(13) 0.53242(9) 0.69759(8) 0.0307(3) Uani 1 1 d . . . . .
H12 H 0.782187 0.577384 0.657084 0.037 Uiso 1 1 calc R . . . .
C13 C 0.76501(13) 0.48204(9) 0.78291(8) 0.0319(3) Uani 1 1 d . . . . .
C14 C 0.68369(15) 0.41588(10) 0.83895(9) 0.0359(3) Uani 1 1 d . . . . .
H14 H 0.708161 0.380610 0.896668 0.043 Uiso 1 1 calc R . . . .
C15 C 0.56763(14) 0.39843(10) 0.81488(9) 0.0352(3) Uani 1 1 d . . . . .
C16 C 0.53288(14) 0.45041(9) 0.73029(8) 0.0327(3) Uani 1 1 d . . . . .
H16 H 0.454369 0.440726 0.712049 0.039 Uiso 1 1 calc R . . . .
C17 C 0.88638(15) 0.50431(10) 0.81280(9) 0.0374(3) Uani 1 1 d . . . . .
C18 C 0.8420(2) 0.59964(14) 0.83307(14) 0.0647(5) Uani 1 1 d . . . . .
H18A H 0.815312 0.650870 0.779301 0.097 Uiso 1 1 calc GR . . . .
H18B H 0.917713 0.615267 0.852949 0.097 Uiso 1 1 calc GR . . . .
H18C H 0.764544 0.594109 0.879988 0.097 Uiso 1 1 calc GR . . . .
C19 C 1.00629(17) 0.51470(17) 0.73919(12) 0.0609(5) Uani 1 1 d . . . . .
H19A H 1.030870 0.455714 0.721925 0.091 Uiso 1 1 calc GR . . . .
H19B H 1.084240 0.525372 0.760752 0.091 Uiso 1 1 calc GR . . . .
H19C H 0.980768 0.569693 0.687609 0.091 Uiso 1 1 calc GR . . . .
C20 C 0.9342(2) 0.42622(14) 0.89621(12) 0.0612(5) Uani 1 1 d . . . . .
H20A H 0.861947 0.424094 0.946210 0.092 Uiso 1 1 calc GR . . . .
H20B H 1.015706 0.441113 0.910187 0.092 Uiso 1 1 calc GR . . . .
H20C H 0.955650 0.363476 0.885632 0.092 Uiso 1 1 calc GR . . . .
C21 C 0.48396(16) 0.32410(11) 0.88145(10) 0.0430(3) Uani 1 1 d . . . . .
C22 C 0.5743(2) 0.22473(12) 0.90668(12) 0.0591(5) Uani 1 1 d . . . . .
H22A H 0.608398 0.205367 0.853177 0.089 Uiso 1 1 calc GR . . . .
H22B H 0.520903 0.177219 0.949064 0.089 Uiso 1 1 calc GR . . . .
H22C H 0.651286 0.228201 0.933878 0.089 Uiso 1 1 calc GR . . . .
C23 C 0.4335(2) 0.35339(16) 0.96536(13) 0.0749(6) Uani 1 1 d . . . . .
H23A H 0.511323 0.359543 0.990159 0.112 Uiso 1 1 calc GR . . . .
H23B H 0.384469 0.304093 1.009169 0.112 Uiso 1 1 calc GR . . . .
H23C H 0.372277 0.415356 0.950659 0.112 Uiso 1 1 calc GR . . . .
C24 C 0.3629(2) 0.31405(16) 0.84231(14) 0.0707(6) Uani 1 1 d . . . . .
H24A H 0.300177 0.375403 0.828920 0.106 Uiso 1 1 calc GR . . . .
H24B H 0.315386 0.263429 0.885399 0.106 Uiso 1 1 calc GR . . . .
H24C H 0.395721 0.296903 0.787580 0.106 Uiso 1 1 calc GR . . . .
B1 B 0.65323(14) 0.66389(11) 0.42958(10) 0.0322(3) Uani 1 1 d . . . . .
F3 F 0.76712(10) 0.89885(8) 0.64003(6) 0.0570(3) Uani 1 1 d . . . . .
F4 F 0.80390(10) 0.75669(7) 0.61204(7) 0.0587(3) Uani 1 1 d . . . . .
O4 O 0.83369(9) 0.89606(8) 0.49631(6) 0.0386(2) Uani 1 1 d . . . . .
O5 O 0.98720(10) 0.82646(8) 0.61087(6) 0.0402(2) Uani 1 1 d . . . . .
O6 O 1.3899(2) 0.68423(17) 0.78299(16) 0.0482(6) Uani 0.692(4) 1 d . U P A 1
C25 C 1.2795(3) 0.6491(2) 0.8434(2) 0.0676(9) Uani 0.692(4) 1 d . U P A 1
H25A H 1.240223 0.608859 0.820306 0.101 Uiso 0.692(4) 1 calc GR . P A 1
H25B H 1.210291 0.703377 0.851107 0.101 Uiso 0.692(4) 1 calc GR . P A 1
H25C H 1.311013 0.610412 0.900743 0.101 Uiso 0.692(4) 1 calc GR . P A 1
C26 C 1.35873(17) 0.74017(11) 0.70186(10) 0.0436(3) Uani 1 1 d . . . . .
C27 C 1.47241(15) 0.77341(13) 0.64826(11) 0.0479(4) Uani 1 1 d . . . . .
H27 H 1.558071 0.755332 0.670342 0.057 Uiso 1 1 calc R . . . .
C28 C 1.46099(15) 0.83311(13) 0.56234(11) 0.0472(4) Uani 1 1 d . . . . .
H28 H 1.539096 0.856599 0.525675 0.057 Uiso 1 1 calc R . . . .
C29 C 1.33677(14) 0.85925(11) 0.52887(10) 0.0384(3) Uani 1 1 d . . . . .
H29 H 1.329995 0.900258 0.469614 0.046 Uiso 1 1 calc R . . . .
C30 C 1.22233(13) 0.82509(9) 0.58254(8) 0.0302(3) Uani 1 1 d . . . . .
C31 C 1.23277(14) 0.76535(10) 0.67026(9) 0.0357(3) Uani 1 1 d . . . . .
H31 H 1.154847 0.742366 0.707621 0.043 Uiso 1 1 calc R . . . .
C32 C 1.08829(12) 0.85035(9) 0.55023(8) 0.0273(2) Uani 1 1 d . . . . .
C33 C 1.06799(13) 0.89660(10) 0.46211(8) 0.0310(3) Uani 1 1 d . . . . .
H33 H 1.143183 0.913492 0.418422 0.037 Uiso 1 1 calc R . . . .
C34 C 0.93752(12) 0.91824(8) 0.43770(8) 0.0260(2) Uani 1 1 d . . . . .
C35 C 0.90563(12) 0.96730(9) 0.34567(8) 0.0268(2) Uani 1 1 d . . . . .
C36 C 1.00232(13) 1.00953(9) 0.27880(8) 0.0286(3) Uani 1 1 d . . . . .
H36 H 1.090019 1.008544 0.292492 0.034 Uiso 1 1 calc R . . . .
C37 C 0.97172(13) 1.05350(9) 0.19147(8) 0.0298(3) Uani 1 1 d . . . . .
C38 C 0.84184(13) 1.05353(9) 0.17458(8) 0.0301(3) Uani 1 1 d . . . . .
H38 H 0.819799 1.083383 0.115553 0.036 Uiso 1 1 calc R . . . .
C39 C 0.74191(12) 1.01158(9) 0.24057(8) 0.0288(2) Uani 1 1 d . . . . .
C40 C 0.77530(12) 0.96897(9) 0.32653(8) 0.0287(2) Uani 1 1 d . . . . .
H40 H 0.709410 0.940681 0.372820 0.034 Uiso 1 1 calc R . . . .
C41 C 1.08090(14) 1.09869(11) 0.11862(9) 0.0371(3) Uani 1 1 d . . . . .
C42 C 1.1233(2) 1.17806(15) 0.14178(13) 0.0628(5) Uani 1 1 d . . . . .
H42A H 1.044401 1.228224 0.145040 0.094 Uiso 1 1 calc GR . . . .
H42B H 1.194253 1.206128 0.095898 0.094 Uiso 1 1 calc GR . . . .
H42C H 1.158638 1.151185 0.199378 0.094 Uiso 1 1 calc GR . . . .
C43 C 1.20742(17) 1.02075(15) 0.11368(12) 0.0581(5) Uani 1 1 d . . . . .
H43A H 1.241108 0.993283 0.171798 0.087 Uiso 1 1 calc GR . . . .
H43B H 1.278762 1.050039 0.069004 0.087 Uiso 1 1 calc GR . . . .
H43C H 1.182448 0.969595 0.097121 0.087 Uiso 1 1 calc GR . . . .
C44 C 1.03361(19) 1.13722(15) 0.02663(10) 0.0587(5) Uani 1 1 d . . . . .
H44A H 1.006712 1.084978 0.012766 0.088 Uiso 1 1 calc GR . . . .
H44B H 1.108046 1.162430 -0.017752 0.088 Uiso 1 1 calc GR . . . .
H44C H 0.955684 1.189029 0.025764 0.088 Uiso 1 1 calc GR . . . .
C45 C 0.60351(13) 1.01051(10) 0.21472(9) 0.0334(3) Uani 1 1 d . . . . .
C46 C 0.62697(18) 0.95170(16) 0.15077(15) 0.0641(5) Uani 1 1 d . . . . .
H46A H 0.688176 0.980481 0.098128 0.096 Uiso 1 1 calc GR . . . .
H46B H 0.539798 0.951394 0.132783 0.096 Uiso 1 1 calc GR . . . .
H46C H 0.668044 0.885372 0.180218 0.096 Uiso 1 1 calc GR . . . .
C47 C 0.53692(17) 1.11380(12) 0.16984(12) 0.0517(4) Uani 1 1 d . . . . .
H47A H 0.519217 1.150692 0.211985 0.078 Uiso 1 1 calc GR . . . .
H47B H 0.450903 1.112584 0.150920 0.078 Uiso 1 1 calc GR . . . .
H47C H 0.598000 1.144243 0.117897 0.078 Uiso 1 1 calc GR . . . .
C48 C 0.50574(15) 0.96630(14) 0.29600(11) 0.0512(4) Uani 1 1 d . . . . .
H48A H 0.544911 0.899424 0.325287 0.077 Uiso 1 1 calc GR . . . .
H48B H 0.418575 0.967628 0.277084 0.077 Uiso 1 1 calc GR . . . .
H48C H 0.491162 1.003549 0.337667 0.077 Uiso 1 1 calc GR . . . .
B2 B 0.84531(15) 0.84317(12) 0.59142(10) 0.0338(3) Uani 1 1 d . . . . .
O6A O 1.3291(6) 0.6739(5) 0.7961(4) 0.0611(15) Uani 0.308(4) 1 d . U P A 2
C25A C 1.4492(6) 0.6380(4) 0.8372(3) 0.0498(14) Uani 0.308(4) 1 d . U P A 2
H25D H 1.515803 0.602557 0.802405 0.075 Uiso 0.308(4) 1 calc GR . P A 2
H25E H 1.428268 0.594703 0.897369 0.075 Uiso 0.308(4) 1 calc GR . P A 2
H25F H 1.486865 0.691921 0.840570 0.075 Uiso 0.308(4) 1 calc GR . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.3613(17) . ?
F2 B1 1.3730(18) . ?
O1 C8 1.2993(14) . ?
O1 B1 1.4867(16) . ?
O2 C10 1.2967(14) . ?
O2 B1 1.4899(16) . ?
O3 C1 1.4206(19) . ?
O3 C2 1.3671(16) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.3917(18) . ?
C2 C7 1.383(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.3889(18) . ?
C4 C5 1.3999(18) . ?
C4 C8 1.4722(17) . ?
C5 H5 0.9500 . ?
C5 C6 1.381(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.383(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.3854(17) . ?
C9 H9 0.9500 . ?
C9 C10 1.3878(17) . ?
C10 C11 1.4766(16) . ?
C11 C12 1.3937(17) . ?
C11 C16 1.4004(17) . ?
C12 H12 0.9500 . ?
C12 C13 1.4022(17) . ?
C13 C14 1.3912(18) . ?
C13 C17 1.5333(18) . ?
C14 H14 0.9500 . ?
C14 C15 1.4017(19) . ?
C15 C16 1.3895(18) . ?
C15 C21 1.5353(18) . ?
C16 H16 0.9500 . ?
C17 C18 1.523(2) . ?
C17 C19 1.526(2) . ?
C17 C20 1.531(2) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.536(2) . ?
C21 C23 1.525(2) . ?
C21 C24 1.533(2) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
F3 B2 1.3645(19) . ?
F4 B2 1.3558(18) . ?
O4 C34 1.2949(15) . ?
O4 B2 1.4814(17) . ?
O5 C32 1.2961(15) . ?
O5 B2 1.4793(17) . ?
O6 C25 1.405(4) . ?
O6 C26 1.345(3) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.379(2) . ?
C26 C31 1.392(2) . ?
C26 O6A 1.522(6) . ?
C27 H27 0.9500 . ?
C27 C28 1.381(2) . ?
C28 H28 0.9500 . ?
C28 C29 1.388(2) . ?
C29 H29 0.9500 . ?
C29 C30 1.3904(19) . ?
C30 C31 1.4027(18) . ?
C30 C32 1.4728(17) . ?
C31 H31 0.9500 . ?
C32 C33 1.3854(17) . ?
C33 H33 0.9500 . ?
C33 C34 1.3898(17) . ?
C34 C35 1.4771(16) . ?
C35 C36 1.3892(17) . ?
C35 C40 1.4034(17) . ?
C36 H36 0.9500 . ?
C36 C37 1.3989(17) . ?
C37 C38 1.3915(17) . ?
C37 C41 1.5350(17) . ?
C38 H38 0.9500 . ?
C38 C39 1.4028(17) . ?
C39 C40 1.3868(17) . ?
C39 C45 1.5387(17) . ?
C40 H40 0.9500 . ?
C41 C42 1.515(2) . ?
C41 C43 1.548(2) . ?
C41 C44 1.525(2) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 C46 1.522(2) . ?
C45 C47 1.531(2) . ?
C45 C48 1.531(2) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
O6A C25A 1.411(7) . ?
C25A H25D 0.9800 . ?
C25A H25E 0.9800 . ?
C25A H25F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O1 B1 123.07(10) . . ?
C10 O2 B1 122.73(10) . . ?
C2 O3 C1 116.97(12) . . ?
O3 C1 H1A 109.5 . . ?
O3 C1 H1B 109.5 . . ?
O3 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O3 C2 C3 115.42(12) . . ?
O3 C2 C7 124.17(12) . . ?
C7 C2 C3 120.41(12) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.88(12) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 C5 119.89(12) . . ?
C3 C4 C8 118.90(11) . . ?
C5 C4 C8 121.17(11) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 C4 119.12(13) . . ?
C6 C5 H5 120.4 . . ?
C5 C6 H6 119.3 . . ?
C5 C6 C7 121.41(13) . . ?
C7 C6 H6 119.3 . . ?
C2 C7 C6 119.28(13) . . ?
C2 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
O1 C8 C4 115.31(10) . . ?
O1 C8 C9 120.97(11) . . ?
C9 C8 C4 123.72(11) . . ?
C8 C9 H9 120.0 . . ?
C8 C9 C10 120.06(11) . . ?
C10 C9 H9 120.0 . . ?
O2 C10 C9 121.29(11) . . ?
O2 C10 C11 115.94(11) . . ?
C9 C10 C11 122.77(11) . . ?
C12 C11 C10 119.22(11) . . ?
C12 C11 C16 120.60(11) . . ?
C16 C11 C10 120.18(11) . . ?
C11 C12 H12 119.8 . . ?
C11 C12 C13 120.48(11) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 C17 120.07(11) . . ?
C14 C13 C12 117.33(12) . . ?
C14 C13 C17 122.53(11) . . ?
C13 C14 H14 118.2 . . ?
C13 C14 C15 123.57(12) . . ?
C15 C14 H14 118.2 . . ?
C14 C15 C21 119.80(12) . . ?
C16 C15 C14 117.70(12) . . ?
C16 C15 C21 122.49(12) . . ?
C11 C16 H16 119.8 . . ?
C15 C16 C11 120.31(12) . . ?
C15 C16 H16 119.8 . . ?
C18 C17 C13 107.82(13) . . ?
C18 C17 C19 108.62(15) . . ?
C18 C17 C20 108.71(14) . . ?
C19 C17 C13 110.81(12) . . ?
C19 C17 C20 108.36(14) . . ?
C20 C17 C13 112.44(12) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C15 C21 C22 109.43(13) . . ?
C23 C21 C15 109.45(13) . . ?
C23 C21 C22 108.62(15) . . ?
C23 C21 C24 109.84(17) . . ?
C24 C21 C15 111.97(12) . . ?
C24 C21 C22 107.45(15) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
F1 B1 F2 111.41(11) . . ?
F1 B1 O1 108.86(11) . . ?
F1 B1 O2 108.93(11) . . ?
F2 B1 O1 107.87(11) . . ?
F2 B1 O2 108.61(11) . . ?
O1 B1 O2 111.16(10) . . ?
C34 O4 B2 123.23(10) . . ?
C32 O5 B2 123.25(10) . . ?
C26 O6 C25 115.0(2) . . ?
O6 C25 H25A 109.5 . . ?
O6 C25 H25B 109.5 . . ?
O6 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O6 C26 C27 110.80(16) . . ?
O6 C26 C31 128.31(18) . . ?
C27 C26 C31 120.88(14) . . ?
C27 C26 O6A 135.9(2) . . ?
C31 C26 O6A 103.2(2) . . ?
C26 C27 H27 120.2 . . ?
C26 C27 C28 119.62(13) . . ?
C28 C27 H27 120.2 . . ?
C27 C28 H28 119.6 . . ?
C27 C28 C29 120.81(15) . . ?
C29 C28 H28 119.6 . . ?
C28 C29 H29 120.2 . . ?
C28 C29 C30 119.64(14) . . ?
C30 C29 H29 120.2 . . ?
C29 C30 C31 119.88(12) . . ?
C29 C30 C32 121.82(12) . . ?
C31 C30 C32 118.29(12) . . ?
C26 C31 C30 119.15(13) . . ?
C26 C31 H31 120.4 . . ?
C30 C31 H31 120.4 . . ?
O5 C32 C30 115.07(10) . . ?
O5 C32 C33 121.04(11) . . ?
C33 C32 C30 123.88(11) . . ?
C32 C33 H33 120.0 . . ?
C32 C33 C34 119.94(11) . . ?
C34 C33 H33 120.0 . . ?
O4 C34 C33 120.95(11) . . ?
O4 C34 C35 115.11(10) . . ?
C33 C34 C35 123.94(11) . . ?
C36 C35 C34 121.27(11) . . ?
C36 C35 C40 120.30(11) . . ?
C40 C35 C34 118.42(11) . . ?
C35 C36 H36 119.7 . . ?
C35 C36 C37 120.61(11) . . ?
C37 C36 H36 119.7 . . ?
C36 C37 C41 119.56(11) . . ?
C38 C37 C36 117.69(11) . . ?
C38 C37 C41 122.74(11) . . ?
C37 C38 H38 118.4 . . ?
C37 C38 C39 123.11(11) . . ?
C39 C38 H38 118.4 . . ?
C38 C39 C45 119.42(11) . . ?
C40 C39 C38 117.75(11) . . ?
C40 C39 C45 122.77(11) . . ?
C35 C40 H40 119.7 . . ?
C39 C40 C35 120.53(11) . . ?
C39 C40 H40 119.7 . . ?
C37 C41 C43 109.31(12) . . ?
C42 C41 C37 109.40(12) . . ?
C42 C41 C43 108.32(14) . . ?
C42 C41 C44 110.60(14) . . ?
C44 C41 C37 112.59(11) . . ?
C44 C41 C43 106.49(14) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C41 C43 H43A 109.5 . . ?
C41 C43 H43B 109.5 . . ?
C41 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C41 C44 H44A 109.5 . . ?
C41 C44 H44B 109.5 . . ?
C41 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C46 C45 C39 108.52(11) . . ?
C46 C45 C47 109.84(14) . . ?
C46 C45 C48 109.22(14) . . ?
C47 C45 C39 109.74(11) . . ?
C47 C45 C48 107.70(13) . . ?
C48 C45 C39 111.81(11) . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C45 C47 H47A 109.5 . . ?
C45 C47 H47B 109.5 . . ?
C45 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C45 C48 H48A 109.5 . . ?
C45 C48 H48B 109.5 . . ?
C45 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
F3 B2 O4 107.74(12) . . ?
F3 B2 O5 108.00(12) . . ?
F4 B2 F3 112.02(12) . . ?
F4 B2 O4 108.89(12) . . ?
F4 B2 O5 108.78(12) . . ?
O5 B2 O4 111.44(11) . . ?
C25A O6A C26 110.7(5) . . ?
O6A C25A H25D 109.5 . . ?
O6A C25A H25E 109.5 . . ?
O6A C25A H25F 109.5 . . ?
H25D C25A H25E 109.5 . . ?
H25D C25A H25F 109.5 . . ?
H25E C25A H25F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C8 C9 C10 1.76(19) . . . . ?
O2 C10 C11 C12 19.55(17) . . . . ?
O2 C10 C11 C16 -160.91(12) . . . . ?
O3 C2 C3 C4 -179.42(12) . . . . ?
O3 C2 C7 C6 -179.99(15) . . . . ?
C1 O3 C2 C3 177.58(13) . . . . ?
C1 O3 C2 C7 -2.5(2) . . . . ?
C2 C3 C4 C5 -0.6(2) . . . . ?
C2 C3 C4 C8 176.91(12) . . . . ?
C3 C2 C7 C6 0.0(2) . . . . ?
C3 C4 C5 C6 0.0(2) . . . . ?
C3 C4 C8 O1 -0.23(17) . . . . ?
C3 C4 C8 C9 -179.43(12) . . . . ?
C4 C5 C6 C7 0.6(3) . . . . ?
C4 C8 C9 C10 -179.08(12) . . . . ?
C5 C4 C8 O1 177.26(13) . . . . ?
C5 C4 C8 C9 -1.9(2) . . . . ?
C5 C6 C7 C2 -0.6(3) . . . . ?
C7 C2 C3 C4 0.6(2) . . . . ?
C8 O1 B1 F1 -129.14(13) . . . . ?
C8 O1 B1 F2 109.83(13) . . . . ?
C8 O1 B1 O2 -9.15(18) . . . . ?
C8 C4 C5 C6 -177.44(14) . . . . ?
C8 C9 C10 O2 -1.69(19) . . . . ?
C8 C9 C10 C11 177.23(11) . . . . ?
C9 C10 C11 C12 -159.43(12) . . . . ?
C9 C10 C11 C16 20.11(19) . . . . ?
C10 O2 B1 F1 129.13(12) . . . . ?
C10 O2 B1 F2 -109.35(13) . . . . ?
C10 O2 B1 O1 9.18(18) . . . . ?
C10 C11 C12 C13 178.99(11) . . . . ?
C10 C11 C16 C15 -179.82(12) . . . . ?
C11 C12 C13 C14 1.08(19) . . . . ?
C11 C12 C13 C17 -175.98(12) . . . . ?
C12 C11 C16 C15 -0.3(2) . . . . ?
C12 C13 C14 C15 -0.8(2) . . . . ?
C12 C13 C17 C18 75.22(17) . . . . ?
C12 C13 C17 C19 -43.53(19) . . . . ?
C12 C13 C17 C20 -164.96(14) . . . . ?
C13 C14 C15 C16 0.0(2) . . . . ?
C13 C14 C15 C21 -179.83(13) . . . . ?
C14 C13 C17 C18 -101.68(16) . . . . ?
C14 C13 C17 C19 139.57(15) . . . . ?
C14 C13 C17 C20 18.1(2) . . . . ?
C14 C15 C16 C11 0.5(2) . . . . ?
C14 C15 C21 C22 -59.95(18) . . . . ?
C14 C15 C21 C23 59.0(2) . . . . ?
C14 C15 C21 C24 -178.98(16) . . . . ?
C16 C11 C12 C13 -0.55(19) . . . . ?
C16 C15 C21 C22 120.19(16) . . . . ?
C16 C15 C21 C23 -120.88(17) . . . . ?
C16 C15 C21 C24 1.2(2) . . . . ?
C17 C13 C14 C15 176.14(13) . . . . ?
C21 C15 C16 C11 -179.60(13) . . . . ?
B1 O1 C8 C4 -174.98(12) . . . . ?
B1 O1 C8 C9 4.25(19) . . . . ?
B1 O2 C10 C9 -4.36(19) . . . . ?
B1 O2 C10 C11 176.65(11) . . . . ?
O4 C34 C35 C36 169.09(11) . . . . ?
O4 C34 C35 C40 -12.04(16) . . . . ?
O5 C32 C33 C34 0.16(19) . . . . ?
O6 C26 C27 C28 -179.29(17) . . . . ?
O6 C26 C31 C30 -179.98(18) . . . . ?
C25 O6 C26 C27 178.3(2) . . . . ?
C25 O6 C26 C31 -1.5(4) . . . . ?
C26 C27 C28 C29 -0.7(2) . . . . ?
C27 C26 C31 C30 0.2(2) . . . . ?
C27 C26 O6A C25A -0.5(7) . . . . ?
C27 C28 C29 C30 0.1(2) . . . . ?
C28 C29 C30 C31 0.6(2) . . . . ?
C28 C29 C30 C32 -179.79(13) . . . . ?
C29 C30 C31 C26 -0.8(2) . . . . ?
C29 C30 C32 O5 -169.52(12) . . . . ?
C29 C30 C32 C33 10.2(2) . . . . ?
C30 C32 C33 C34 -179.55(11) . . . . ?
C31 C26 C27 C28 0.5(2) . . . . ?
C31 C26 O6A C25A 177.6(4) . . . . ?
C31 C30 C32 O5 10.06(17) . . . . ?
C31 C30 C32 C33 -170.21(12) . . . . ?
C32 O5 B2 F3 -122.16(13) . . . . ?
C32 O5 B2 F4 116.04(14) . . . . ?
C32 O5 B2 O4 -4.01(19) . . . . ?
C32 C30 C31 C26 179.60(12) . . . . ?
C32 C33 C34 O4 0.21(19) . . . . ?
C32 C33 C34 C35 180.00(11) . . . . ?
C33 C34 C35 C36 -10.72(19) . . . . ?
C33 C34 C35 C40 168.16(12) . . . . ?
C34 O4 B2 F3 122.69(13) . . . . ?
C34 O4 B2 F4 -115.61(14) . . . . ?
C34 O4 B2 O5 4.38(19) . . . . ?
C34 C35 C36 C37 178.30(11) . . . . ?
C34 C35 C40 C39 -178.03(11) . . . . ?
C35 C36 C37 C38 0.24(18) . . . . ?
C35 C36 C37 C41 -179.35(12) . . . . ?
C36 C35 C40 C39 0.85(18) . . . . ?
C36 C37 C38 C39 -0.22(19) . . . . ?
C36 C37 C41 C42 -60.49(18) . . . . ?
C36 C37 C41 C43 57.97(16) . . . . ?
C36 C37 C41 C44 176.11(14) . . . . ?
C37 C38 C39 C40 0.50(19) . . . . ?
C37 C38 C39 C45 -176.85(12) . . . . ?
C38 C37 C41 C42 119.95(16) . . . . ?
C38 C37 C41 C43 -121.59(15) . . . . ?
C38 C37 C41 C44 -3.5(2) . . . . ?
C38 C39 C40 C35 -0.81(18) . . . . ?
C38 C39 C45 C46 62.25(17) . . . . ?
C38 C39 C45 C47 -57.78(16) . . . . ?
C38 C39 C45 C48 -177.22(13) . . . . ?
C40 C35 C36 C37 -0.56(18) . . . . ?
C40 C39 C45 C46 -114.97(16) . . . . ?
C40 C39 C45 C47 125.00(14) . . . . ?
C40 C39 C45 C48 5.56(18) . . . . ?
C41 C37 C38 C39 179.35(12) . . . . ?
C45 C39 C40 C35 176.45(11) . . . . ?
B2 O4 C34 C33 -2.74(19) . . . . ?
B2 O4 C34 C35 177.45(11) . . . . ?
B2 O5 C32 C30 -178.25(12) . . . . ?
B2 O5 C32 C33 2.0(2) . . . . ?
O6A C26 C27 C28 178.4(4) . . . . ?
O6A C26 C31 C30 -178.2(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.290
_oxdiff_exptl_absorpt_empirical_full_min 0.680
####################################################################### 
# 
# 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_150k
_database_code_depnum_ccdc_archive 'CCDC 1943067'
loop_
_audit_author_name
_audit_author_address
'Jian-Xin Wang'
;College of Chemistry, Beijing Normal University
China
;
_audit_update_record             
;
2019-07-25 deposited with the CCDC.	2020-04-22 downloaded from the CCDC.
;
_audit_creation_date             2018-11-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H29 B F2 O3'
_chemical_formula_sum            'C24 H29 B F2 O3'
_chemical_formula_weight         414.28
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H29 B F2 O3'
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                   10.1217(5)
_cell_length_b                   14.7660(7)
_cell_length_c                   16.0705(7)
_cell_angle_alpha                70.555(4)
_cell_angle_beta                 79.713(4)
_cell_angle_gamma                77.319(4)
_cell_volume                     2195.03(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13441
_cell_measurement_temperature    150.01(10)
_cell_measurement_theta_max      29.1130
_cell_measurement_theta_min      2.3380
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.964
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62069
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.903
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            29553
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.903
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.512
_diffrn_reflns_theta_min         2.076
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.903
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     46.00  72.00   0.50    4.00    --  -15.70  57.00 120.00   52
  2  ω    -57.00 -10.00   0.50    4.00    --  -15.70  77.00 -30.00   94
  3  ω    -57.00 -17.00   0.50    4.00    --  -15.70  77.00-120.00   80
  4  ω    -35.00  32.00   0.50    4.00    --  -15.70  57.00 -30.00  134
  5  ω    -56.00 -25.00   0.50    4.00    --  -15.70  77.00  60.00   62
  6  ω    -49.00  30.00   0.50    4.00    --  -15.70  57.00 120.00  158
  7  ω    -14.00  12.00   0.50    4.00    --   15.80  71.00-125.48   52
  8  ω    -18.00 105.00   0.50    4.00    --   15.80  57.00-150.00  246
  9  ω     14.00  81.00   0.50    4.00    --   15.80  57.00  30.00  134
 10  ω     35.00  83.00   0.50    4.00    --   15.80  71.00-125.48   96
 11  ω     35.00 102.00   0.50    4.00    --   15.80  57.00  90.00  134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0172288000
_diffrn_orient_matrix_UB_12      -0.0336364000
_diffrn_orient_matrix_UB_13      0.0413979000
_diffrn_orient_matrix_UB_21      -0.0610102000
_diffrn_orient_matrix_UB_22      -0.0186344000
_diffrn_orient_matrix_UB_23      0.0056866000
_diffrn_orient_matrix_UB_31      0.0347722000
_diffrn_orient_matrix_UB_32      -0.0345838000
_diffrn_orient_matrix_UB_33      -0.0217697000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9117
_reflns_number_total             11037
_reflns_odcompleteness_completeness 90.26
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.45
_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 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_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         0.361
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     555
_refine_ls_number_reflns         11037
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0454
_refine_ls_restrained_S_all      1.027
_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)+(0.0694P)²+0.5004P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1230
_refine_ls_wR_factor_ref         0.1292
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C7(H7), C9(H9), C12(H12), C14(H14), C16(H16),
 C27(H27), C28(H28), C29(H29), C31(H31), C33(H33), C36(H36), C38(H38), C40(H40)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,
 H25B,H25C), C42(H42A,H42B,H42C), C43(H43A,H43B,H43C), C44(H44A,H44B,H44C),
 C46(H46A,H46B,H46C), C47(H47A,H47B,H47C), C48(H48A,H48B,H48C)
;
_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 0.18453(8) 0.24651(6) 0.38891(5) 0.03860(19) Uani 1 1 d . . . . .
F2 F 0.22894(8) 0.10326(6) 0.35860(5) 0.0397(2) Uani 1 1 d . . . . .
O1 O 0.00491(8) 0.17256(7) 0.38906(5) 0.02832(19) Uani 1 1 d . . . . .
O2 O 0.16156(8) 0.10354(7) 0.50350(5) 0.02800(19) Uani 1 1 d . . . . .
O3 O -0.39651(10) 0.31650(7) 0.21622(6) 0.0370(2) Uani 1 1 d . . . . .
C1 C -0.28631(17) 0.35119(13) 0.15668(10) 0.0506(4) Uani 1 1 d . . . . .
H1A H -0.318282 0.391422 0.099497 0.076 Uiso 1 1 calc GR . . . .
H1B H -0.217502 0.295908 0.148217 0.076 Uiso 1 1 calc GR . . . .
H1C H -0.246109 0.390498 0.180701 0.076 Uiso 1 1 calc GR . . . .
C2 C -0.37065(12) 0.25782(9) 0.29980(8) 0.0263(2) Uani 1 1 d . . . . .
C3 C -0.24380(11) 0.23332(8) 0.33069(7) 0.0231(2) Uani 1 1 d . . . . .
H3 H -0.167005 0.256803 0.292926 0.028 Uiso 1 1 calc R . . . .
C4 C -0.23037(11) 0.17337(8) 0.41848(7) 0.0212(2) Uani 1 1 d . . . . .
C5 C -0.34302(12) 0.13787(9) 0.47317(8) 0.0272(2) Uani 1 1 d . . . . .
H5 H -0.333944 0.096882 0.532338 0.033 Uiso 1 1 calc R . . . .
C6 C -0.46891(12) 0.16289(10) 0.44047(9) 0.0313(3) Uani 1 1 d . . . . .
H6 H -0.545682 0.138583 0.477559 0.038 Uiso 1 1 calc R . . . .
C7 C -0.48324(12) 0.22270(10) 0.35466(9) 0.0304(3) Uani 1 1 d . . . . .
H7 H -0.569684 0.239860 0.333082 0.036 Uiso 1 1 calc R . . . .
C8 C -0.09555(11) 0.14914(8) 0.45024(7) 0.0197(2) Uani 1 1 d . . . . .
C9 C -0.07307(11) 0.10397(8) 0.53858(7) 0.0230(2) Uani 1 1 d . . . . .
H9 H -0.147600 0.088121 0.582699 0.028 Uiso 1 1 calc R . . . .
C10 C 0.05821(11) 0.08197(8) 0.56247(7) 0.0191(2) Uani 1 1 d . . . . .
C11 C 0.09208(11) 0.03300(8) 0.65444(7) 0.0200(2) Uani 1 1 d . . . . .
C12 C 0.22366(11) 0.02996(8) 0.67333(7) 0.0208(2) Uani 1 1 d . . . . .
H12 H 0.289438 0.057128 0.626838 0.025 Uiso 1 1 calc R . . . .
C13 C 0.25823(11) -0.01247(8) 0.75943(7) 0.0209(2) Uani 1 1 d . . . . .
C14 C 0.15834(11) -0.05289(8) 0.82592(7) 0.0220(2) Uani 1 1 d . . . . .
H14 H 0.181078 -0.082526 0.884976 0.026 Uiso 1 1 calc R . . . .
C15 C 0.02733(11) -0.05142(8) 0.80906(7) 0.0210(2) Uani 1 1 d . . . . .
C16 C -0.00456(11) -0.00775(8) 0.72172(7) 0.0207(2) Uani 1 1 d . . . . .
H16 H -0.092947 -0.005907 0.708257 0.025 Uiso 1 1 calc R . . . .
C17 C 0.39731(11) -0.01175(9) 0.78498(8) 0.0240(2) Uani 1 1 d . . . . .
C18 C 0.49570(12) 0.02921(10) 0.70349(9) 0.0332(3) Uani 1 1 d . . . . .
H18A H 0.508798 -0.009916 0.663008 0.050 Uiso 1 1 calc GR . . . .
H18B H 0.583592 0.026839 0.722377 0.050 Uiso 1 1 calc GR . . . .
H18C H 0.457700 0.096913 0.672932 0.050 Uiso 1 1 calc GR . . . .
C19 C 0.37403(14) 0.05223(12) 0.84596(11) 0.0427(4) Uani 1 1 d . . . . .
H19A H 0.332180 0.118626 0.814510 0.064 Uiso 1 1 calc GR . . . .
H19B H 0.461567 0.053608 0.863118 0.064 Uiso 1 1 calc GR . . . .
H19C H 0.313443 0.025389 0.899288 0.064 Uiso 1 1 calc GR . . . .
C20 C 0.46290(13) -0.11563(10) 0.83423(9) 0.0351(3) Uani 1 1 d . . . . .
H20A H 0.401193 -0.143163 0.886638 0.053 Uiso 1 1 calc GR . . . .
H20B H 0.549168 -0.113968 0.852859 0.053 Uiso 1 1 calc GR . . . .
H20C H 0.480246 -0.156139 0.794651 0.053 Uiso 1 1 calc GR . . . .
C21 C -0.08218(12) -0.09492(9) 0.88192(7) 0.0246(2) Uani 1 1 d . . . . .
C22 C -0.03174(14) -0.13597(11) 0.97365(8) 0.0362(3) Uani 1 1 d . . . . .
H22A H 0.046525 -0.188449 0.973175 0.054 Uiso 1 1 calc GR . . . .
H22B H -0.105118 -0.161726 1.018115 0.054 Uiso 1 1 calc GR . . . .
H22C H -0.004301 -0.084024 0.988446 0.054 Uiso 1 1 calc GR . . . .
C23 C -0.12347(15) -0.17717(10) 0.85957(9) 0.0374(3) Uani 1 1 d . . . . .
H23A H -0.159403 -0.151123 0.801914 0.056 Uiso 1 1 calc GR . . . .
H23B H -0.193781 -0.205051 0.905560 0.056 Uiso 1 1 calc GR . . . .
H23C H -0.043631 -0.227984 0.856935 0.056 Uiso 1 1 calc GR . . . .
C24 C -0.20730(13) -0.01556(11) 0.88641(9) 0.0364(3) Uani 1 1 d . . . . .
H24A H -0.181280 0.036433 0.901925 0.055 Uiso 1 1 calc GR . . . .
H24B H -0.278073 -0.043907 0.931679 0.055 Uiso 1 1 calc GR . . . .
H24C H -0.242446 0.011495 0.828510 0.055 Uiso 1 1 calc GR . . . .
B1 B 0.14750(13) 0.15790(10) 0.40851(8) 0.0235(3) Uani 1 1 d . . . . .
F3 F 0.27416(7) 0.39224(6) 0.62122(5) 0.03312(17) Uani 1 1 d . . . . .
F4 F 0.30719(7) 0.24840(5) 0.59272(5) 0.03345(17) Uani 1 1 d . . . . .
O4 O 0.32889(8) 0.38953(6) 0.47472(5) 0.02726(18) Uani 1 1 d . . . . .
O5 O 0.49428(8) 0.31955(7) 0.58418(5) 0.02927(19) Uani 1 1 d . . . . .
O6 O 0.87713(9) 0.21634(7) 0.75658(6) 0.0357(2) Uani 1 1 d . . . . .
C25 C 1.00416(15) 0.20208(11) 0.78936(9) 0.0378(3) Uani 1 1 d . . . . .
H25A H 1.075933 0.168895 0.754630 0.057 Uiso 1 1 calc GR . . . .
H25B H 0.998318 0.162099 0.851872 0.057 Uiso 1 1 calc GR . . . .
H25C H 1.025717 0.265417 0.784163 0.057 Uiso 1 1 calc GR . . . .
C26 C 0.86845(12) 0.27128(9) 0.66978(8) 0.0253(2) Uani 1 1 d . . . . .
C27 C 0.97557(12) 0.31129(10) 0.61300(9) 0.0311(3) Uani 1 1 d . . . . .
H27 H 1.061615 0.301426 0.633458 0.037 Uiso 1 1 calc R . . . .
C28 C 0.95542(13) 0.36599(11) 0.52582(9) 0.0352(3) Uani 1 1 d . . . . .
H28 H 1.028680 0.393212 0.486725 0.042 Uiso 1 1 calc R . . . .
C29 C 0.83074(12) 0.38150(10) 0.49495(8) 0.0299(3) Uani 1 1 d . . . . .
H29 H 0.818356 0.419245 0.435267 0.036 Uiso 1 1 calc R . . . .
C30 C 0.72276(11) 0.34100(8) 0.55255(7) 0.0218(2) Uani 1 1 d . . . . .
C31 C 0.74249(11) 0.28536(8) 0.63988(8) 0.0241(2) Uani 1 1 d . . . . .
H31 H 0.669967 0.257084 0.678929 0.029 Uiso 1 1 calc R . . . .
C32 C 0.58682(11) 0.35882(8) 0.52385(7) 0.0210(2) Uani 1 1 d . . . . .
C33 C 0.55558(11) 0.41451(8) 0.43924(7) 0.0238(2) Uani 1 1 d . . . . .
H33 H 0.623702 0.444148 0.396460 0.029 Uiso 1 1 calc R . . . .
C34 C 0.42488(11) 0.42717(8) 0.41673(7) 0.0211(2) Uani 1 1 d . . . . .
C35 C 0.38694(11) 0.48192(8) 0.32675(7) 0.0214(2) Uani 1 1 d . . . . .
C36 C 0.46709(12) 0.54826(8) 0.26784(8) 0.0241(2) Uani 1 1 d . . . . .
H36 H 0.546149 0.557616 0.285952 0.029 Uiso 1 1 calc R . . . .
C37 C 0.43132(12) 0.60026(8) 0.18323(8) 0.0250(2) Uani 1 1 d . . . . .
C38 C 0.31467(12) 0.58327(9) 0.15908(7) 0.0258(2) Uani 1 1 d . . . . .
H38 H 0.289597 0.618532 0.101277 0.031 Uiso 1 1 calc R . . . .
C39 C 0.23365(11) 0.51726(8) 0.21556(7) 0.0225(2) Uani 1 1 d . . . . .
C40 C 0.27138(11) 0.46674(8) 0.30096(7) 0.0226(2) Uani 1 1 d . . . . .
H40 H 0.217754 0.421859 0.341511 0.027 Uiso 1 1 calc R . . . .
C41 C 0.51351(13) 0.67521(9) 0.11668(8) 0.0299(3) Uani 1 1 d . . . . .
C42 C 0.63893(16) 0.68194(13) 0.15408(11) 0.0498(4) Uani 1 1 d . . . . .
H42A H 0.610033 0.699084 0.209267 0.075 Uiso 1 1 calc GR . . . .
H42B H 0.686477 0.732139 0.110657 0.075 Uiso 1 1 calc GR . . . .
H42C H 0.700444 0.618889 0.166243 0.075 Uiso 1 1 calc GR . . . .
C43 C 0.56024(17) 0.64685(11) 0.03100(10) 0.0459(4) Uani 1 1 d . . . . .
H43A H 0.617733 0.582195 0.044693 0.069 Uiso 1 1 calc GR . . . .
H43B H 0.612461 0.694789 -0.011497 0.069 Uiso 1 1 calc GR . . . .
H43C H 0.480330 0.645459 0.005130 0.069 Uiso 1 1 calc GR . . . .
C44 C 0.42314(15) 0.77614(10) 0.09442(9) 0.0382(3) Uani 1 1 d . . . . .
H44A H 0.343376 0.774083 0.068783 0.057 Uiso 1 1 calc GR . . . .
H44B H 0.475146 0.823953 0.051514 0.057 Uiso 1 1 calc GR . . . .
H44C H 0.393124 0.794911 0.148733 0.057 Uiso 1 1 calc GR . . . .
C45 C 0.11176(12) 0.49514(9) 0.18575(8) 0.0264(2) Uani 1 1 d . . . . .
C46 C 0.15624(17) 0.39771(11) 0.16588(11) 0.0447(4) Uani 1 1 d . . . . .
H46A H 0.234383 0.402078 0.119750 0.067 Uiso 1 1 calc GR . . . .
H46B H 0.080630 0.382711 0.145150 0.067 Uiso 1 1 calc GR . . . .
H46C H 0.182191 0.345990 0.220020 0.067 Uiso 1 1 calc GR . . . .
C47 C -0.00848(14) 0.48617(12) 0.25945(9) 0.0408(3) Uani 1 1 d . . . . .
H47A H 0.017347 0.430703 0.311170 0.061 Uiso 1 1 calc GR . . . .
H47B H -0.086922 0.475959 0.237794 0.061 Uiso 1 1 calc GR . . . .
H47C H -0.032677 0.546120 0.276460 0.061 Uiso 1 1 calc GR . . . .
C48 C 0.06310(15) 0.57343(11) 0.10176(9) 0.0406(3) Uani 1 1 d . . . . .
H48A H 0.041607 0.637306 0.111709 0.061 Uiso 1 1 calc GR . . . .
H48B H -0.018619 0.558578 0.087862 0.061 Uiso 1 1 calc GR . . . .
H48C H 0.135206 0.574462 0.052014 0.061 Uiso 1 1 calc GR . . . .
B2 B 0.34849(13) 0.33627(10) 0.56962(9) 0.0248(3) 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 1.3603(15) . ?
F2 B1 1.3699(15) . ?
O1 C8 1.3005(13) . ?
O1 B1 1.4855(15) . ?
O2 C10 1.2981(13) . ?
O2 B1 1.4854(14) . ?
O3 C1 1.4020(18) . ?
O3 C2 1.3692(15) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.3893(16) . ?
C2 C7 1.3932(17) . ?
C3 H3 0.9500 . ?
C3 C4 1.4059(15) . ?
C4 C5 1.3947(15) . ?
C4 C8 1.4709(15) . ?
C5 H5 0.9500 . ?
C5 C6 1.3926(17) . ?
C6 H6 0.9500 . ?
C6 C7 1.3809(18) . ?
C7 H7 0.9500 . ?
C8 C9 1.3894(15) . ?
C9 H9 0.9500 . ?
C9 C10 1.3886(15) . ?
C10 C11 1.4784(15) . ?
C11 C12 1.4061(15) . ?
C11 C16 1.3912(15) . ?
C12 H12 0.9500 . ?
C12 C13 1.3889(15) . ?
C13 C14 1.4052(15) . ?
C13 C17 1.5383(15) . ?
C14 H14 0.9500 . ?
C14 C15 1.3942(15) . ?
C15 C16 1.3993(15) . ?
C15 C21 1.5363(15) . ?
C16 H16 0.9500 . ?
C17 C18 1.5309(16) . ?
C17 C19 1.5312(17) . ?
C17 C20 1.5337(17) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.5296(16) . ?
C21 C23 1.5315(17) . ?
C21 C24 1.5344(18) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
F3 B2 1.3773(15) . ?
F4 B2 1.3633(15) . ?
O4 C34 1.3001(13) . ?
O4 B2 1.4917(15) . ?
O5 C32 1.3012(13) . ?
O5 B2 1.4892(15) . ?
O6 C25 1.4227(16) . ?
O6 C26 1.3677(14) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.3879(17) . ?
C26 C31 1.3911(16) . ?
C27 H27 0.9500 . ?
C27 C28 1.3905(18) . ?
C28 H28 0.9500 . ?
C28 C29 1.3828(17) . ?
C29 H29 0.9500 . ?
C29 C30 1.4022(15) . ?
C30 C31 1.3946(16) . ?
C30 C32 1.4705(15) . ?
C31 H31 0.9500 . ?
C32 C33 1.3857(15) . ?
C33 H33 0.9500 . ?
C33 C34 1.3904(15) . ?
C34 C35 1.4750(15) . ?
C35 C36 1.4040(15) . ?
C35 C40 1.3929(15) . ?
C36 H36 0.9500 . ?
C36 C37 1.3887(16) . ?
C37 C38 1.4022(16) . ?
C37 C41 1.5359(16) . ?
C38 H38 0.9500 . ?
C38 C39 1.3937(15) . ?
C39 C40 1.4023(15) . ?
C39 C45 1.5333(16) . ?
C40 H40 0.9500 . ?
C41 C42 1.5331(19) . ?
C41 C43 1.5360(19) . ?
C41 C44 1.5326(19) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 C46 1.5311(18) . ?
C45 C47 1.5339(18) . ?
C45 C48 1.5328(18) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O1 B1 123.16(9) . . ?
C10 O2 B1 123.05(9) . . ?
C2 O3 C1 117.69(10) . . ?
O3 C1 H1A 109.5 . . ?
O3 C1 H1B 109.5 . . ?
O3 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O3 C2 C3 124.51(11) . . ?
O3 C2 C7 114.92(10) . . ?
C3 C2 C7 120.57(11) . . ?
C2 C3 H3 120.4 . . ?
C2 C3 C4 119.24(10) . . ?
C4 C3 H3 120.4 . . ?
C3 C4 C8 118.42(10) . . ?
C5 C4 C3 120.11(10) . . ?
C5 C4 C8 121.47(10) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 C4 119.56(11) . . ?
C6 C5 H5 120.2 . . ?
C5 C6 H6 119.7 . . ?
C7 C6 C5 120.65(11) . . ?
C7 C6 H6 119.7 . . ?
C2 C7 H7 120.1 . . ?
C6 C7 C2 119.86(11) . . ?
C6 C7 H7 120.1 . . ?
O1 C8 C4 115.20(9) . . ?
O1 C8 C9 120.88(10) . . ?
C9 C8 C4 123.92(10) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 120.07(10) . . ?
C10 C9 H9 120.0 . . ?
O2 C10 C9 121.11(10) . . ?
O2 C10 C11 115.01(9) . . ?
C9 C10 C11 123.88(10) . . ?
C12 C11 C10 118.69(9) . . ?
C16 C11 C10 121.01(10) . . ?
C16 C11 C12 120.29(10) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.52(10) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 C14 117.82(10) . . ?
C12 C13 C17 122.69(10) . . ?
C14 C13 C17 119.40(9) . . ?
C13 C14 H14 118.5 . . ?
C15 C14 C13 122.92(10) . . ?
C15 C14 H14 118.5 . . ?
C14 C15 C16 117.89(10) . . ?
C14 C15 C21 122.89(10) . . ?
C16 C15 C21 119.22(9) . . ?
C11 C16 C15 120.56(10) . . ?
C11 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C18 C17 C13 111.99(9) . . ?
C18 C17 C19 108.83(11) . . ?
C18 C17 C20 108.28(10) . . ?
C19 C17 C13 108.15(9) . . ?
C19 C17 C20 109.44(11) . . ?
C20 C17 C13 110.12(9) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C15 112.21(9) . . ?
C22 C21 C23 108.76(11) . . ?
C22 C21 C24 107.78(10) . . ?
C23 C21 C15 108.96(9) . . ?
C23 C21 C24 109.48(11) . . ?
C24 C21 C15 109.61(10) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
F1 B1 F2 111.69(10) . . ?
F1 B1 O1 108.91(10) . . ?
F1 B1 O2 109.05(10) . . ?
F2 B1 O1 108.09(10) . . ?
F2 B1 O2 107.77(10) . . ?
O2 B1 O1 111.34(9) . . ?
C34 O4 B2 122.83(9) . . ?
C32 O5 B2 123.08(9) . . ?
C26 O6 C25 116.69(10) . . ?
O6 C25 H25A 109.5 . . ?
O6 C25 H25B 109.5 . . ?
O6 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O6 C26 C27 124.02(11) . . ?
O6 C26 C31 115.49(10) . . ?
C27 C26 C31 120.50(11) . . ?
C26 C27 H27 120.4 . . ?
C26 C27 C28 119.20(11) . . ?
C28 C27 H27 120.4 . . ?
C27 C28 H28 119.4 . . ?
C29 C28 C27 121.24(11) . . ?
C29 C28 H28 119.4 . . ?
C28 C29 H29 120.3 . . ?
C28 C29 C30 119.38(11) . . ?
C30 C29 H29 120.3 . . ?
C29 C30 C32 121.34(10) . . ?
C31 C30 C29 119.73(10) . . ?
C31 C30 C32 118.89(10) . . ?
C26 C31 C30 119.96(10) . . ?
C26 C31 H31 120.0 . . ?
C30 C31 H31 120.0 . . ?
O5 C32 C30 115.48(10) . . ?
O5 C32 C33 120.94(10) . . ?
C33 C32 C30 123.57(10) . . ?
C32 C33 H33 119.9 . . ?
C32 C33 C34 120.24(10) . . ?
C34 C33 H33 119.9 . . ?
O4 C34 C33 121.08(10) . . ?
O4 C34 C35 116.12(10) . . ?
C33 C34 C35 122.79(10) . . ?
C36 C35 C34 120.14(10) . . ?
C40 C35 C34 119.29(10) . . ?
C40 C35 C36 120.57(10) . . ?
C35 C36 H36 119.9 . . ?
C37 C36 C35 120.29(10) . . ?
C37 C36 H36 119.9 . . ?
C36 C37 C38 117.85(10) . . ?
C36 C37 C41 122.56(10) . . ?
C38 C37 C41 119.58(10) . . ?
C37 C38 H38 118.3 . . ?
C39 C38 C37 123.33(10) . . ?
C39 C38 H38 118.3 . . ?
C38 C39 C40 117.51(10) . . ?
C38 C39 C45 122.40(10) . . ?
C40 C39 C45 120.02(10) . . ?
C35 C40 C39 120.45(10) . . ?
C35 C40 H40 119.8 . . ?
C39 C40 H40 119.8 . . ?
C37 C41 C43 109.51(10) . . ?
C42 C41 C37 112.01(10) . . ?
C42 C41 C43 108.99(12) . . ?
C44 C41 C37 109.35(10) . . ?
C44 C41 C42 107.99(12) . . ?
C44 C41 C43 108.94(11) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C41 C43 H43A 109.5 . . ?
C41 C43 H43B 109.5 . . ?
C41 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C41 C44 H44A 109.5 . . ?
C41 C44 H44B 109.5 . . ?
C41 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C39 C45 C47 110.82(10) . . ?
C46 C45 C39 107.88(10) . . ?
C46 C45 C47 108.70(12) . . ?
C46 C45 C48 108.41(11) . . ?
C48 C45 C39 112.54(10) . . ?
C48 C45 C47 108.41(11) . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C45 C47 H47A 109.5 . . ?
C45 C47 H47B 109.5 . . ?
C45 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C45 C48 H48A 109.5 . . ?
C45 C48 H48B 109.5 . . ?
C45 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
F3 B2 O4 108.69(10) . . ?
F3 B2 O5 107.85(10) . . ?
F4 B2 F3 111.21(10) . . ?
F4 B2 O4 109.01(10) . . ?
F4 B2 O5 108.93(10) . . ?
O5 B2 O4 111.16(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C8 C9 C10 -0.90(17) . . . . ?
O2 C10 C11 C12 11.40(14) . . . . ?
O2 C10 C11 C16 -169.86(10) . . . . ?
O3 C2 C3 C4 179.13(10) . . . . ?
O3 C2 C7 C6 -179.93(11) . . . . ?
C1 O3 C2 C3 2.55(18) . . . . ?
C1 O3 C2 C7 -177.63(13) . . . . ?
C2 C3 C4 C5 1.01(16) . . . . ?
C2 C3 C4 C8 -179.33(10) . . . . ?
C3 C2 C7 C6 -0.09(18) . . . . ?
C3 C4 C5 C6 -0.55(17) . . . . ?
C3 C4 C8 O1 -10.94(15) . . . . ?
C3 C4 C8 C9 169.45(10) . . . . ?
C4 C5 C6 C7 -0.23(19) . . . . ?
C4 C8 C9 C10 178.69(10) . . . . ?
C5 C4 C8 O1 168.71(10) . . . . ?
C5 C4 C8 C9 -10.90(17) . . . . ?
C5 C6 C7 C2 0.55(19) . . . . ?
C7 C2 C3 C4 -0.68(17) . . . . ?
C8 O1 B1 F1 -113.68(12) . . . . ?
C8 O1 B1 F2 124.80(11) . . . . ?
C8 O1 B1 O2 6.61(16) . . . . ?
C8 C4 C5 C6 179.80(11) . . . . ?
C8 C9 C10 O2 0.51(17) . . . . ?
C8 C9 C10 C11 -179.24(10) . . . . ?
C9 C10 C11 C12 -168.83(10) . . . . ?
C9 C10 C11 C16 9.91(16) . . . . ?
C10 O2 B1 F1 113.20(12) . . . . ?
C10 O2 B1 F2 -125.38(11) . . . . ?
C10 O2 B1 O1 -7.00(15) . . . . ?
C10 C11 C12 C13 177.85(9) . . . . ?
C10 C11 C16 C15 -178.13(10) . . . . ?
C11 C12 C13 C14 0.81(16) . . . . ?
C11 C12 C13 C17 -175.81(10) . . . . ?
C12 C11 C16 C15 0.59(16) . . . . ?
C12 C13 C14 C15 -0.46(16) . . . . ?
C12 C13 C17 C18 -6.98(15) . . . . ?
C12 C13 C17 C19 112.94(13) . . . . ?
C12 C13 C17 C20 -127.52(12) . . . . ?
C13 C14 C15 C16 0.17(16) . . . . ?
C13 C14 C15 C21 -179.51(10) . . . . ?
C14 C13 C17 C18 176.46(10) . . . . ?
C14 C13 C17 C19 -63.63(14) . . . . ?
C14 C13 C17 C20 55.91(14) . . . . ?
C14 C15 C16 C11 -0.23(16) . . . . ?
C14 C15 C21 C22 1.89(16) . . . . ?
C14 C15 C21 C23 -118.61(12) . . . . ?
C14 C15 C21 C24 121.61(12) . . . . ?
C16 C11 C12 C13 -0.90(16) . . . . ?
C16 C15 C21 C22 -177.78(11) . . . . ?
C16 C15 C21 C23 61.71(14) . . . . ?
C16 C15 C21 C24 -58.07(13) . . . . ?
C17 C13 C14 C15 176.27(10) . . . . ?
C21 C15 C16 C11 179.46(10) . . . . ?
B1 O1 C8 C4 177.28(10) . . . . ?
B1 O1 C8 C9 -3.10(17) . . . . ?
B1 O2 C10 C9 3.86(16) . . . . ?
B1 O2 C10 C11 -176.36(10) . . . . ?
O4 C34 C35 C36 161.12(10) . . . . ?
O4 C34 C35 C40 -19.13(15) . . . . ?
O5 C32 C33 C34 -1.73(17) . . . . ?
O6 C26 C27 C28 179.95(12) . . . . ?
O6 C26 C31 C30 179.48(10) . . . . ?
C25 O6 C26 C27 1.24(17) . . . . ?
C25 O6 C26 C31 -179.01(11) . . . . ?
C26 C27 C28 C29 0.3(2) . . . . ?
C27 C26 C31 C30 -0.76(17) . . . . ?
C27 C28 C29 C30 -0.2(2) . . . . ?
C28 C29 C30 C31 -0.30(18) . . . . ?
C28 C29 C30 C32 177.46(12) . . . . ?
C29 C30 C31 C26 0.80(17) . . . . ?
C29 C30 C32 O5 -178.08(11) . . . . ?
C29 C30 C32 C33 0.97(17) . . . . ?
C30 C32 C33 C34 179.27(10) . . . . ?
C31 C26 C27 C28 0.22(19) . . . . ?
C31 C30 C32 O5 -0.30(15) . . . . ?
C31 C30 C32 C33 178.75(10) . . . . ?
C32 O5 B2 F3 -110.18(12) . . . . ?
C32 O5 B2 F4 129.00(11) . . . . ?
C32 O5 B2 O4 8.87(16) . . . . ?
C32 C30 C31 C26 -177.02(10) . . . . ?
C32 C33 C34 O4 1.83(17) . . . . ?
C32 C33 C34 C35 -177.23(10) . . . . ?
C33 C34 C35 C36 -19.78(16) . . . . ?
C33 C34 C35 C40 159.97(11) . . . . ?
C34 O4 B2 F3 109.80(11) . . . . ?
C34 O4 B2 F4 -128.83(11) . . . . ?
C34 O4 B2 O5 -8.75(16) . . . . ?
C34 C35 C36 C37 -179.70(10) . . . . ?
C34 C35 C40 C39 -179.49(10) . . . . ?
C35 C36 C37 C38 -0.69(17) . . . . ?
C35 C36 C37 C41 178.77(11) . . . . ?
C36 C35 C40 C39 0.26(17) . . . . ?
C36 C37 C38 C39 0.05(18) . . . . ?
C36 C37 C41 C42 1.89(17) . . . . ?
C36 C37 C41 C43 122.92(13) . . . . ?
C36 C37 C41 C44 -117.78(13) . . . . ?
C37 C38 C39 C40 0.73(17) . . . . ?
C37 C38 C39 C45 -176.05(11) . . . . ?
C38 C37 C41 C42 -178.66(12) . . . . ?
C38 C37 C41 C43 -57.62(15) . . . . ?
C38 C37 C41 C44 61.67(14) . . . . ?
C38 C39 C40 C35 -0.87(16) . . . . ?
C38 C39 C45 C46 101.54(13) . . . . ?
C38 C39 C45 C47 -139.57(12) . . . . ?
C38 C39 C45 C48 -18.00(16) . . . . ?
C40 C35 C36 C37 0.55(17) . . . . ?
C40 C39 C45 C46 -75.17(14) . . . . ?
C40 C39 C45 C47 43.72(15) . . . . ?
C40 C39 C45 C48 165.29(11) . . . . ?
C41 C37 C38 C39 -179.43(11) . . . . ?
C45 C39 C40 C35 175.99(10) . . . . ?
B2 O4 C34 C33 3.98(16) . . . . ?
B2 O4 C34 C35 -176.90(10) . . . . ?
B2 O5 C32 C30 174.89(10) . . . . ?
B2 O5 C32 C33 -4.19(17) . . . . ?


_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 1.398
_oxdiff_exptl_absorpt_empirical_full_min 0.663
####################################################################### 
# 
# 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_300k
_database_code_depnum_ccdc_archive 'CCDC 1943070'
loop_
_audit_author_name
_audit_author_address
'Jian-Xin Wang'
;College of Chemistry, Beijing Normal University
China
;
_audit_update_record             
;
2019-07-25 deposited with the CCDC.	2020-04-22 downloaded from the CCDC.
;
_audit_creation_date             2018-11-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H29 B F2 O3'
_chemical_formula_sum            'C24 H29 B F2 O3'
_chemical_formula_weight         414.28
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H29 B F2 O3'
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                   10.1611(6)
_cell_length_b                   15.2065(9)
_cell_length_c                   16.1543(9)
_cell_angle_alpha                70.258(5)
_cell_angle_beta                 78.911(5)
_cell_angle_gamma                79.039(5)
_cell_volume                     2284.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9988
_cell_measurement_temperature    299.99(10)
_cell_measurement_theta_max      29.1470
_cell_measurement_theta_min      2.3290
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.966
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75934
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0189
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.901
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            31152
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.901
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.473
_diffrn_reflns_theta_min         2.061
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      299.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.901
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     46.00  72.00   0.50    4.00    --  -15.70  57.00 120.00   52
  2  ω    -57.00 -10.00   0.50    4.00    --  -15.70  77.00 -30.00   94
  3  ω    -57.00 -17.00   0.50    4.00    --  -15.70  77.00-120.00   80
  4  ω    -35.00  32.00   0.50    4.00    --  -15.70  57.00 -30.00  134
  5  ω    -56.00 -25.00   0.50    4.00    --  -15.70  77.00  60.00   62
  6  ω    -49.00  30.00   0.50    4.00    --  -15.70  57.00 120.00  158
  7  ω    -14.00  12.00   0.50    4.00    --   15.80  71.00-125.48   52
  8  ω    -18.00 105.00   0.50    4.00    --   15.80  57.00-150.00  246
  9  ω     14.00  81.00   0.50    4.00    --   15.80  57.00  30.00  134
 10  ω     35.00  83.00   0.50    4.00    --   15.80  71.00-125.48   96
 11  ω     35.00 102.00   0.50    4.00    --   15.80  57.00  90.00  134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0199016000
_diffrn_orient_matrix_UB_12      -0.0307926000
_diffrn_orient_matrix_UB_13      0.0409016000
_diffrn_orient_matrix_UB_21      -0.0613215000
_diffrn_orient_matrix_UB_22      -0.0196601000
_diffrn_orient_matrix_UB_23      0.0100545000
_diffrn_orient_matrix_UB_31      0.0315950000
_diffrn_orient_matrix_UB_32      -0.0341636000
_diffrn_orient_matrix_UB_33      -0.0210902000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7606
_reflns_number_total             11427
_reflns_odcompleteness_completeness 90.13
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.41
_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 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.312
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     676
_refine_ls_number_reflns         11427
_refine_ls_number_restraints     334
_refine_ls_R_factor_all          0.0918
_refine_ls_R_factor_gt           0.0622
_refine_ls_restrained_S_all      1.114
_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)+(0.0956P)²+0.3469P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1754
_refine_ls_wR_factor_ref         0.1933
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O6-C26 = O6A-C26
 1.36 with sigma of 0.02
 O6-C25 = O6A-C25A
 1.43 with sigma of 0.02
 C43A-C41A = C44-C41 = C44A-C41A = C43-C41 = C42A-C41A = C42-C41
 1.54 with sigma of 0.02
 C22A-C21 = C22-C21 = C23A-C21 = C23-C21 = C24A-C21 = C24-C21
 1.54 with sigma of 0.02
 C46A-C45 = C46-C45 = C47-C45 = C47A-C45 = C48-C45 = C48A-C45
 1.54 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
O6A \\sim C25A \\sim O6 \\sim C25: within 1.7A with sigma of 0.01 and sigma for
terminal atoms of 0.01
C44 \\sim C44A \\sim C43A \\sim C41A \\sim C41 \\sim C43 \\sim C42 \\sim C42A:
within 1.7A with sigma of 0.01 and sigma for terminal atoms of 0.01
C23 \\sim C23A \\sim C22 \\sim C22A \\sim C24 \\sim C24A: within 1.7A with
sigma of 0.01 and sigma for terminal atoms of 0.01
C47A \\sim C47 \\sim C46A \\sim C46 \\sim C48A \\sim C48: within 1.7A with
sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(O6) \\sim Ueq, Uanis(O6A) \\sim Ueq, Uanis(C25) \\sim Ueq, Uanis(C25A)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(C44A) \\sim Ueq, Uanis(C44) \\sim Ueq, Uanis(C41A) \\sim Ueq, Uanis(C41)
\\sim Ueq, Uanis(C43A) \\sim Ueq, Uanis(C43) \\sim Ueq, Uanis(C42) \\sim Ueq,
Uanis(C42A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(C23) \\sim Ueq, Uanis(C23A) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C22A)
\\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C24A) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.01
Uanis(C48) \\sim Ueq, Uanis(C48A) \\sim Ueq, Uanis(C46) \\sim Ueq, Uanis(C46A)
\\sim Ueq, Uanis(C47) \\sim Ueq, Uanis(C47A) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.01
4. Others
 Sof(O6A)=Sof(C25A)=Sof(H25D)=Sof(H25E)=Sof(H25F)=1-FVAR(1)
 Sof(O6)=Sof(C25)=Sof(H25A)=Sof(H25B)=Sof(H25C)=FVAR(1)
 Sof(C43A)=Sof(H43D)=Sof(H43E)=Sof(H43F)=Sof(C42A)=Sof(H42D)=Sof(H42E)=
 Sof(H42F)=Sof(C44A)=Sof(H44D)=Sof(H44E)=Sof(H44F)=Sof(C41A)=1-FVAR(2)
 Sof(C41)=Sof(C42)=Sof(H42A)=Sof(H42B)=Sof(H42C)=Sof(C43)=Sof(H43A)=Sof(H43B)=
 Sof(H43C)=Sof(C44)=Sof(H44A)=Sof(H44B)=Sof(H44C)=FVAR(2)
 Sof(C23A)=Sof(H23D)=Sof(H23E)=Sof(H23F)=Sof(C24A)=Sof(H24D)=Sof(H24E)=
 Sof(H24F)=Sof(C22A)=Sof(H22D)=Sof(H22E)=Sof(H22F)=1-FVAR(3)
 Sof(C22)=Sof(H22A)=Sof(H22B)=Sof(H22C)=Sof(C23)=Sof(H23A)=Sof(H23B)=Sof(H23C)=
 Sof(C24)=Sof(H24A)=Sof(H24B)=Sof(H24C)=FVAR(3)
 Sof(C46A)=Sof(H46D)=Sof(H46E)=Sof(H46F)=Sof(C47A)=Sof(H47D)=Sof(H47E)=
 Sof(H47F)=Sof(C48A)=Sof(H48D)=Sof(H48E)=Sof(H48F)=1-FVAR(4)
 Sof(C46)=Sof(H46A)=Sof(H46B)=Sof(H46C)=Sof(C47)=Sof(H47A)=Sof(H47B)=Sof(H47C)=
 Sof(C48)=Sof(H48A)=Sof(H48B)=Sof(H48C)=FVAR(4)
5.a Me refined with riding coordinates:
 C22(H22A,H22B,H22C)
5.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C7(H7), C9(H9), C12(H12), C14(H14), C16(H16),
 C27(H27), C28(H28), C29(H29), C31(H31), C33(H33), C36(H36), C38(H38), C40(H40)
5.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C42(H42A,
 H42B,H42C), C43(H43A,H43B,H43C), C44(H44A,H44B,H44C), C46(H46A,H46B,H46C),
 C47(H47A,H47B,H47C), C48(H48A,H48B,H48C), C25A(H25D,H25E,H25F), C43A(H43D,H43E,
 H43F), C42A(H42D,H42E,H42F), C44A(H44D,H44E,H44F), C23A(H23D,H23E,H23F),
 C24A(H24D,H24E,H24F), C22A(H22D,H22E,H22F), C46A(H46D,H46E,H46F), C47A(H47D,
 H47E,H47F), C48A(H48D,H48E,H48F)
;
_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 0.72887(11) 0.60979(9) 0.37570(7) 0.0736(3) Uani 1 1 d . . . . .
F2 F 0.70078(11) 0.74710(8) 0.40509(8) 0.0748(3) Uani 1 1 d . . . . .
O1 O 0.51295(11) 0.67847(9) 0.41222(7) 0.0588(3) Uani 1 1 d . . . . .
O2 O 0.67132(11) 0.60987(9) 0.52118(7) 0.0571(3) Uani 1 1 d . . . . .
O3 O 0.13884(15) 0.79213(12) 0.24248(10) 0.0907(5) Uani 1 1 d . . . . .
C1 C 0.0176(3) 0.80700(19) 0.20624(16) 0.0955(8) Uani 1 1 d . . . . .
H1A H 0.029465 0.846531 0.145520 0.143 Uiso 1 1 calc GR . . . .
H1B H -0.054132 0.837087 0.239678 0.143 Uiso 1 1 calc GR . . . .
H1C H -0.004825 0.747498 0.208857 0.143 Uiso 1 1 calc GR . . . .
C2 C 0.14349(18) 0.73428(13) 0.32777(12) 0.0589(4) Uani 1 1 d . . . . .
C3 C 0.26739(16) 0.71811(12) 0.35794(11) 0.0527(4) Uani 1 1 d . . . . .
H3 H 0.339939 0.746336 0.320702 0.063 Uiso 1 1 calc R . . . .
C4 C 0.28362(15) 0.66011(11) 0.44334(10) 0.0455(3) Uani 1 1 d . . . . .
C5 C 0.17410(18) 0.61890(15) 0.49872(13) 0.0678(5) Uani 1 1 d . . . . .
H5 H 0.183352 0.579659 0.556193 0.081 Uiso 1 1 calc R . . . .
C6 C 0.05229(19) 0.63691(18) 0.46741(15) 0.0853(7) Uani 1 1 d . . . . .
H6 H -0.021113 0.609789 0.504646 0.102 Uiso 1 1 calc R . . . .
C7 C 0.03563(19) 0.69387(16) 0.38262(15) 0.0738(6) Uani 1 1 d . . . . .
H7 H -0.047795 0.704874 0.362677 0.089 Uiso 1 1 calc R . . . .
C8 C 0.41761(15) 0.64114(10) 0.47220(10) 0.0427(3) Uani 1 1 d . . . . .
C9 C 0.44493(16) 0.58679(11) 0.55648(10) 0.0490(4) Uani 1 1 d . . . . .
H9 H 0.376075 0.559043 0.598545 0.059 Uiso 1 1 calc R . . . .
C10 C 0.57318(15) 0.57335(10) 0.57877(9) 0.0430(3) Uani 1 1 d . . . . .
C11 C 0.60820(16) 0.51945(11) 0.66846(9) 0.0449(3) Uani 1 1 d . . . . .
C12 C 0.72418(16) 0.53372(11) 0.69318(10) 0.0475(4) Uani 1 1 d . . . . .
H12 H 0.779519 0.575780 0.652763 0.057 Uiso 1 1 calc R . . . .
C13 C 0.75833(16) 0.48541(11) 0.77821(10) 0.0488(4) Uani 1 1 d . . . . .
C14 C 0.67338(18) 0.42215(12) 0.83513(10) 0.0550(4) Uani 1 1 d . . . . .
H14 H 0.694989 0.389219 0.891879 0.066 Uiso 1 1 calc R . . . .
C15 C 0.55748(18) 0.40528(12) 0.81187(10) 0.0544(4) Uani 1 1 d . . . . .
C16 C 0.52516(17) 0.45557(12) 0.72750(10) 0.0512(4) Uani 1 1 d . . . . .
H16 H 0.447775 0.446623 0.710254 0.061 Uiso 1 1 calc R . . . .
C17 C 0.88150(19) 0.50570(13) 0.80741(12) 0.0591(4) Uani 1 1 d . . . . .
C18 C 0.8422(3) 0.5983(2) 0.8278(2) 0.1198(11) Uani 1 1 d . . . . .
H18A H 0.814525 0.647264 0.776105 0.180 Uiso 1 1 calc GR . . . .
H18B H 0.918362 0.613895 0.844501 0.180 Uiso 1 1 calc GR . . . .
H18C H 0.768679 0.592374 0.875776 0.180 Uiso 1 1 calc GR . . . .
C19 C 0.9995(2) 0.5181(3) 0.73304(18) 0.1227(12) Uani 1 1 d . . . . .
H19A H 1.020674 0.462971 0.714125 0.184 Uiso 1 1 calc GR . . . .
H19B H 1.076810 0.526930 0.753881 0.184 Uiso 1 1 calc GR . . . .
H19C H 0.975641 0.572245 0.683996 0.184 Uiso 1 1 calc GR . . . .
C20 C 0.9258(3) 0.4294(2) 0.88924(19) 0.1237(12) Uani 1 1 d . . . . .
H20A H 0.857699 0.429856 0.939378 0.186 Uiso 1 1 calc GR . . . .
H20B H 1.009480 0.440954 0.900351 0.186 Uiso 1 1 calc GR . . . .
H20C H 0.938483 0.369130 0.879897 0.186 Uiso 1 1 calc GR . . . .
C21 C 0.4693(2) 0.33403(15) 0.87938(12) 0.0739(6) Uani 1 1 d D . . . .
C22 C 0.495(3) 0.323(2) 0.9733(12) 0.130(6) Uani 0.127(3) 1 d D U P A 1
H22A H 0.492323 0.384744 0.978775 0.195 Uiso 0.127(3) 1 calc R . P A 1
H22B H 0.426457 0.291314 1.016403 0.195 Uiso 0.127(3) 1 calc R . P A 1
H22C H 0.582344 0.287709 0.983464 0.195 Uiso 0.127(3) 1 calc R . P A 1
C23 C 0.3215(18) 0.3939(16) 0.8861(17) 0.123(4) Uani 0.127(3) 1 d D U P A 1
H23A H 0.325747 0.446687 0.904979 0.184 Uiso 0.127(3) 1 calc GR . P A 1
H23B H 0.259619 0.354602 0.928395 0.184 Uiso 0.127(3) 1 calc GR . P A 1
H23C H 0.290907 0.416272 0.829021 0.184 Uiso 0.127(3) 1 calc GR . P A 1
C24 C 0.466(3) 0.2550(14) 0.8457(15) 0.117(4) Uani 0.127(3) 1 d D U P A 1
H24A H 0.404365 0.274962 0.802444 0.176 Uiso 0.127(3) 1 calc GR . P A 1
H24B H 0.435806 0.202438 0.894157 0.176 Uiso 0.127(3) 1 calc GR . P A 1
H24C H 0.554743 0.236398 0.818734 0.176 Uiso 0.127(3) 1 calc GR . P A 1
B1 B 0.65612(18) 0.66285(14) 0.42665(12) 0.0507(4) Uani 1 1 d . . . . .
F3 F 0.78417(13) 0.76253(9) 0.61171(9) 0.0950(4) Uani 1 1 d . . . . .
F4 F 0.76220(12) 0.90213(11) 0.63516(8) 0.0915(4) Uani 1 1 d . . . . .
O4 O 0.82584(11) 0.89486(9) 0.49350(7) 0.0601(3) Uani 1 1 d . . . . .
O5 O 0.97456(11) 0.82526(10) 0.60759(7) 0.0623(3) Uani 1 1 d . . . . .
O6 O 1.3254(4) 0.6784(4) 0.7875(3) 0.1036(13) Uani 0.739(4) 1 d D U P B 1
C25 C 1.4406(4) 0.6497(2) 0.8296(2) 0.0923(11) Uani 0.739(4) 1 d D U P B 1
H25A H 1.509039 0.616169 0.797220 0.138 Uiso 0.739(4) 1 calc GR . P B 1
H25B H 1.418586 0.609013 0.888949 0.138 Uiso 0.739(4) 1 calc GR . P B 1
H25C H 1.473606 0.703898 0.831562 0.138 Uiso 0.739(4) 1 calc GR . P B 1
C26 C 1.3368(2) 0.74128(15) 0.70088(13) 0.0670(5) Uani 1 1 d D . . . .
C27 C 1.45218(19) 0.77366(16) 0.64901(14) 0.0710(5) Uani 1 1 d . . . . .
H27 H 1.534318 0.756116 0.671412 0.085 Uiso 1 1 calc R . . . .
C28 C 1.44499(19) 0.83232(17) 0.56359(14) 0.0740(6) Uani 1 1 d . . . . .
H28 H 1.523074 0.854632 0.528540 0.089 Uiso 1 1 calc R . . . .
C29 C 1.32454(17) 0.85888(14) 0.52863(12) 0.0614(5) Uani 1 1 d . . . . .
H29 H 1.321586 0.898717 0.470680 0.074 Uiso 1 1 calc R . . . .
C30 C 1.20807(15) 0.82570(11) 0.58059(10) 0.0465(4) Uani 1 1 d . . . . .
C31 C 1.21512(17) 0.76688(13) 0.66712(11) 0.0573(4) Uani 1 1 d . . . . .
H31 H 1.137363 0.744526 0.702634 0.069 Uiso 1 1 calc R . . . .
C32 C 1.07633(15) 0.85133(10) 0.54784(10) 0.0428(3) Uani 1 1 d . . . . .
C33 C 1.05770(16) 0.89912(12) 0.46076(10) 0.0490(4) Uani 1 1 d . . . . .
H33 H 1.131685 0.917917 0.418529 0.059 Uiso 1 1 calc R . . . .
C34 C 0.92996(15) 0.91925(10) 0.43583(9) 0.0419(3) Uani 1 1 d . . . . .
C35 C 0.90055(15) 0.96818(10) 0.34425(9) 0.0432(3) Uani 1 1 d . . . . .
C36 C 0.99610(16) 1.01508(11) 0.27885(10) 0.0491(4) Uani 1 1 d . . . . .
H36 H 1.079986 1.016743 0.292872 0.059 Uiso 1 1 calc R . . . .
C37 C 0.96708(17) 1.05974(12) 0.19220(10) 0.0521(4) Uani 1 1 d . . . . .
C38 C 0.84056(17) 1.05521(12) 0.17454(10) 0.0504(4) Uani 1 1 d . . . . .
H38 H 0.820285 1.084807 0.116997 0.060 Uiso 1 1 calc R . . . .
C39 C 0.74243(15) 1.00873(11) 0.23835(10) 0.0451(3) Uani 1 1 d . . . . .
C40 C 0.77399(15) 0.96575(11) 0.32391(10) 0.0454(3) Uani 1 1 d . . . . .
H40 H 0.710144 0.934907 0.368321 0.054 Uiso 1 1 calc R . . . .
C41 C 1.0790(5) 1.1065(4) 0.1190(3) 0.0654(11) Uani 0.705(4) 1 d D U P C 1
C42 C 1.1194(6) 1.1824(3) 0.1464(3) 0.1045(15) Uani 0.705(4) 1 d D U P C 1
H42A H 1.043312 1.230206 0.148620 0.157 Uiso 0.705(4) 1 calc GR . P C 1
H42B H 1.192232 1.209949 0.103986 0.157 Uiso 0.705(4) 1 calc GR . P C 1
H42C H 1.148360 1.155050 0.203959 0.157 Uiso 0.705(4) 1 calc GR . P C 1
C43 C 1.2049(3) 1.0323(3) 0.1120(2) 0.1007(12) Uani 0.705(4) 1 d D U P C 1
H43A H 1.237654 1.005639 0.168447 0.151 Uiso 0.705(4) 1 calc GR . P C 1
H43B H 1.274513 1.062099 0.068003 0.151 Uiso 0.705(4) 1 calc GR . P C 1
H43C H 1.180523 0.983325 0.095310 0.151 Uiso 0.705(4) 1 calc GR . P C 1
C44 C 1.0352(4) 1.1416(3) 0.02766(19) 0.0935(12) Uani 0.705(4) 1 d D U P C 1
H44A H 1.008314 1.090582 0.015355 0.140 Uiso 0.705(4) 1 calc GR . P C 1
H44B H 1.109189 1.165446 -0.016013 0.140 Uiso 0.705(4) 1 calc GR . P C 1
H44C H 0.960221 1.191042 0.025701 0.140 Uiso 0.705(4) 1 calc GR . P C 1
C45 C 0.60733(17) 1.00445(13) 0.21250(11) 0.0556(4) Uani 1 1 d D . . . .
C46 C 0.5354(4) 1.1080(2) 0.1764(3) 0.0752(11) Uani 0.725(8) 1 d D U P D 1
H46A H 0.515274 1.136442 0.222911 0.113 Uiso 0.725(8) 1 calc GR . P D 1
H46B H 0.452808 1.107076 0.156247 0.113 Uiso 0.725(8) 1 calc GR . P D 1
H46C H 0.593938 1.143821 0.127796 0.113 Uiso 0.725(8) 1 calc GR . P D 1
C47 C 0.6296(4) 0.9604(5) 0.1397(4) 0.0976(16) Uani 0.725(8) 1 d D U P D 1
H47A H 0.681655 0.997865 0.088212 0.146 Uiso 0.725(8) 1 calc GR . P D 1
H47B H 0.543713 0.957380 0.125063 0.146 Uiso 0.725(8) 1 calc GR . P D 1
H47C H 0.677561 0.897922 0.159336 0.146 Uiso 0.725(8) 1 calc GR . P D 1
C48 C 0.5099(7) 0.9518(4) 0.2909(4) 0.0796(17) Uani 0.725(8) 1 d D U P D 1
H48A H 0.549914 0.887593 0.314566 0.119 Uiso 0.725(8) 1 calc GR . P D 1
H48B H 0.426366 0.953091 0.270825 0.119 Uiso 0.725(8) 1 calc GR . P D 1
H48C H 0.492658 0.981840 0.336197 0.119 Uiso 0.725(8) 1 calc GR . P D 1
B2 B 0.83369(19) 0.84488(15) 0.58885(12) 0.0545(5) Uani 1 1 d . . . . .
O6A O 1.3684(12) 0.6971(11) 0.7820(9) 0.094(3) Uani 0.261(4) 1 d D U P B 2
C25A C 1.2666(11) 0.6527(9) 0.8392(8) 0.113(3) Uani 0.261(4) 1 d D U P B 2
H25D H 1.239455 0.610481 0.815014 0.169 Uiso 0.261(4) 1 calc GR . P B 2
H25E H 1.190923 0.698777 0.847904 0.169 Uiso 0.261(4) 1 calc GR . P B 2
H25F H 1.297874 0.617706 0.895168 0.169 Uiso 0.261(4) 1 calc GR . P B 2
C43A C 0.9812(9) 1.2246(6) 0.0792(6) 0.107(3) Uani 0.295(4) 1 d D U P C 2
H43D H 0.901415 1.218693 0.058973 0.160 Uiso 0.295(4) 1 calc GR . P C 2
H43E H 1.040805 1.257874 0.029587 0.160 Uiso 0.295(4) 1 calc GR . P C 2
H43F H 0.956213 1.258719 0.121413 0.160 Uiso 0.295(4) 1 calc GR . P C 2
C42A C 1.1731(11) 1.1410(9) 0.1557(8) 0.100(3) Uani 0.295(4) 1 d D U P C 2
H42D H 1.142623 1.163164 0.206112 0.149 Uiso 0.295(4) 1 calc GR . P C 2
H42E H 1.219310 1.187633 0.108875 0.149 Uiso 0.295(4) 1 calc GR . P C 2
H42F H 1.233896 1.083341 0.172267 0.149 Uiso 0.295(4) 1 calc GR . P C 2
C44A C 1.1075(11) 1.0777(8) 0.0550(7) 0.112(2) Uani 0.295(4) 1 d D U P C 2
H44D H 1.163814 1.019691 0.079476 0.168 Uiso 0.295(4) 1 calc GR . P C 2
H44E H 1.159675 1.118671 0.006303 0.168 Uiso 0.295(4) 1 calc GR . P C 2
H44F H 1.033069 1.064792 0.034243 0.168 Uiso 0.295(4) 1 calc GR . P C 2
C41A C 1.0550(16) 1.1240(11) 0.1244(12) 0.084(3) Uani 0.295(4) 1 d D U P C 2
C23A C 0.4116(5) 0.3668(3) 0.9581(2) 0.1344(16) Uani 0.873(3) 1 d D U P A 2
H23D H 0.483839 0.375162 0.984057 0.202 Uiso 0.873(3) 1 calc GR . P A 2
H23E H 0.360057 0.320517 1.001143 0.202 Uiso 0.873(3) 1 calc GR . P A 2
H23F H 0.353782 0.425587 0.939611 0.202 Uiso 0.873(3) 1 calc GR . P A 2
C24A C 0.3563(3) 0.3173(2) 0.83872(19) 0.1002(11) Uani 0.873(3) 1 d D U P A 2
H24D H 0.292583 0.373686 0.824084 0.150 Uiso 0.873(3) 1 calc GR . P A 2
H24E H 0.311092 0.266823 0.880639 0.150 Uiso 0.873(3) 1 calc GR . P A 2
H24F H 0.394143 0.300780 0.785860 0.150 Uiso 0.873(3) 1 calc GR . P A 2
C22A C 0.5581(3) 0.2367(2) 0.9098(2) 0.1135(12) Uani 0.873(3) 1 d D U P A 2
H22D H 0.593110 0.214994 0.859423 0.170 Uiso 0.873(3) 1 calc GR . P A 2
H22E H 0.504098 0.192062 0.952870 0.170 Uiso 0.873(3) 1 calc GR . P A 2
H22F H 0.631889 0.242839 0.935743 0.170 Uiso 0.873(3) 1 calc GR . P A 2
C46A C 0.5738(12) 1.0789(10) 0.1318(9) 0.103(3) Uani 0.275(8) 1 d D U P D 2
H46D H 0.612047 1.133958 0.126361 0.154 Uiso 0.275(8) 1 calc GR . P D 2
H46E H 0.477226 1.093857 0.134727 0.154 Uiso 0.275(8) 1 calc GR . P D 2
H46F H 0.610026 1.057766 0.081290 0.154 Uiso 0.275(8) 1 calc GR . P D 2
C47A C 0.6405(12) 0.9073(10) 0.1847(10) 0.092(3) Uani 0.275(8) 1 d D U P D 2
H47D H 0.719250 0.910674 0.140602 0.138 Uiso 0.275(8) 1 calc GR . P D 2
H47E H 0.564732 0.900397 0.161029 0.138 Uiso 0.275(8) 1 calc GR . P D 2
H47F H 0.656990 0.854143 0.236182 0.138 Uiso 0.275(8) 1 calc GR . P D 2
C48A C 0.5037(19) 0.9848(12) 0.2917(12) 0.076(3) Uani 0.275(8) 1 d D U P D 2
H48D H 0.537297 0.929967 0.336861 0.114 Uiso 0.275(8) 1 calc GR . P D 2
H48E H 0.423094 0.973849 0.276066 0.114 Uiso 0.275(8) 1 calc GR . P D 2
H48F H 0.483156 1.037909 0.313633 0.114 Uiso 0.275(8) 1 calc GR . P D 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.365(2) . ?
F2 B1 1.352(2) . ?
O1 C8 1.2946(17) . ?
O1 B1 1.480(2) . ?
O2 C10 1.2934(17) . ?
O2 B1 1.489(2) . ?
O3 C1 1.412(2) . ?
O3 C2 1.366(2) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.386(2) . ?
C2 C7 1.371(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.385(2) . ?
C4 C5 1.391(2) . ?
C4 C8 1.469(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.372(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.374(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.383(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.378(2) . ?
C10 C11 1.4775(19) . ?
C11 C12 1.390(2) . ?
C11 C16 1.393(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.397(2) . ?
C13 C14 1.389(2) . ?
C13 C17 1.535(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.394(2) . ?
C15 C16 1.387(2) . ?
C15 C21 1.536(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.517(3) . ?
C17 C19 1.515(3) . ?
C17 C20 1.513(3) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.539(18) . ?
C21 C23 1.607(16) . ?
C21 C24 1.486(16) . ?
C21 C23A 1.496(4) . ?
C21 C24A 1.526(3) . ?
C21 C22A 1.555(4) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
F3 B2 1.347(2) . ?
F4 B2 1.355(3) . ?
O4 C34 1.2891(18) . ?
O4 B2 1.480(2) . ?
O5 C32 1.2929(18) . ?
O5 B2 1.474(2) . ?
O6 C25 1.389(4) . ?
O6 C26 1.401(4) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C27 1.372(3) . ?
C26 C31 1.383(2) . ?
C26 O6A 1.325(12) . ?
C27 H27 0.9300 . ?
C27 C28 1.374(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.380(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.385(2) . ?
C30 C31 1.389(2) . ?
C30 C32 1.469(2) . ?
C31 H31 0.9300 . ?
C32 C33 1.379(2) . ?
C33 H33 0.9300 . ?
C33 C34 1.381(2) . ?
C34 C35 1.474(2) . ?
C35 C36 1.388(2) . ?
C35 C40 1.397(2) . ?
C36 H36 0.9300 . ?
C36 C37 1.396(2) . ?
C37 C38 1.388(2) . ?
C37 C41 1.556(6) . ?
C37 C41A 1.479(19) . ?
C38 H38 0.9300 . ?
C38 C39 1.392(2) . ?
C39 C40 1.386(2) . ?
C39 C45 1.528(2) . ?
C40 H40 0.9300 . ?
C41 C42 1.513(7) . ?
C41 C43 1.551(6) . ?
C41 C44 1.513(6) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C45 C46 1.568(4) . ?
C45 C47 1.501(4) . ?
C45 C48 1.535(6) . ?
C45 C46A 1.457(9) . ?
C45 C47A 1.642(11) . ?
C45 C48A 1.476(15) . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
O6A C25A 1.362(13) . ?
C25A H25D 0.9600 . ?
C25A H25E 0.9600 . ?
C25A H25F 0.9600 . ?
C43A H43D 0.9600 . ?
C43A H43E 0.9600 . ?
C43A H43F 0.9600 . ?
C43A C41A 1.566(15) . ?
C42A H42D 0.9600 . ?
C42A H42E 0.9600 . ?
C42A H42F 0.9600 . ?
C42A C41A 1.485(16) . ?
C44A H44D 0.9600 . ?
C44A H44E 0.9600 . ?
C44A H44F 0.9600 . ?
C44A C41A 1.482(15) . ?
C23A H23D 0.9600 . ?
C23A H23E 0.9600 . ?
C23A H23F 0.9600 . ?
C24A H24D 0.9600 . ?
C24A H24E 0.9600 . ?
C24A H24F 0.9600 . ?
C22A H22D 0.9600 . ?
C22A H22E 0.9600 . ?
C22A H22F 0.9600 . ?
C46A H46D 0.9600 . ?
C46A H46E 0.9600 . ?
C46A H46F 0.9600 . ?
C47A H47D 0.9600 . ?
C47A H47E 0.9600 . ?
C47A H47F 0.9600 . ?
C48A H48D 0.9600 . ?
C48A H48E 0.9600 . ?
C48A H48F 0.9600 . ?

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 123.48(12) . . ?
C10 O2 B1 122.88(12) . . ?
C2 O3 C1 118.11(18) . . ?
O3 C1 H1A 109.5 . . ?
O3 C1 H1B 109.5 . . ?
O3 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O3 C2 C3 115.46(17) . . ?
O3 C2 C7 124.33(17) . . ?
C7 C2 C3 120.21(17) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.28(16) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 119.37(15) . . ?
C3 C4 C8 119.04(14) . . ?
C5 C4 C8 121.57(14) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 C4 119.11(17) . . ?
C6 C5 H5 120.4 . . ?
C5 C6 H6 119.1 . . ?
C5 C6 C7 121.87(18) . . ?
C7 C6 H6 119.1 . . ?
C2 C7 C6 119.17(17) . . ?
C2 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
O1 C8 C4 115.35(12) . . ?
O1 C8 C9 120.49(13) . . ?
C9 C8 C4 124.16(13) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.64(14) . . ?
C10 C9 H9 119.7 . . ?
O2 C10 C9 120.99(13) . . ?
O2 C10 C11 115.49(13) . . ?
C9 C10 C11 123.51(13) . . ?
C12 C11 C10 119.22(13) . . ?
C12 C11 C16 120.63(13) . . ?
C16 C11 C10 120.15(14) . . ?
C11 C12 H12 119.7 . . ?
C11 C12 C13 120.56(14) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 C17 120.53(14) . . ?
C14 C13 C12 117.17(14) . . ?
C14 C13 C17 122.25(14) . . ?
C13 C14 H14 118.2 . . ?
C13 C14 C15 123.61(14) . . ?
C15 C14 H14 118.2 . . ?
C14 C15 C21 119.97(15) . . ?
C16 C15 C14 117.78(14) . . ?
C16 C15 C21 122.25(16) . . ?
C11 C16 H16 119.9 . . ?
C15 C16 C11 120.24(15) . . ?
C15 C16 H16 119.9 . . ?
C18 C17 C13 107.58(16) . . ?
C19 C17 C13 110.94(16) . . ?
C19 C17 C18 107.4(2) . . ?
C20 C17 C13 112.59(17) . . ?
C20 C17 C18 108.9(2) . . ?
C20 C17 C19 109.3(2) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C15 C21 C22 108.4(11) . . ?
C15 C21 C23 103.9(8) . . ?
C15 C21 C22A 108.99(19) . . ?
C22 C21 C23 95.9(16) . . ?
C24 C21 C15 110.4(9) . . ?
C24 C21 C22 125.4(16) . . ?
C24 C21 C23 110.0(15) . . ?
C23A C21 C15 110.0(2) . . ?
C23A C21 C24A 110.4(3) . . ?
C23A C21 C22A 109.6(3) . . ?
C24A C21 C15 112.23(16) . . ?
C24A C21 C22A 105.6(2) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
F1 B1 O1 108.00(15) . . ?
F1 B1 O2 108.04(14) . . ?
F2 B1 F1 111.76(14) . . ?
F2 B1 O1 109.27(14) . . ?
F2 B1 O2 108.75(15) . . ?
O1 B1 O2 111.03(12) . . ?
C34 O4 B2 123.34(12) . . ?
C32 O5 B2 123.48(12) . . ?
C25 O6 C26 117.7(3) . . ?
O6 C25 H25A 109.5 . . ?
O6 C25 H25B 109.5 . . ?
O6 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 O6 127.3(2) . . ?
C27 C26 C31 120.23(18) . . ?
C31 C26 O6 112.4(2) . . ?
O6A C26 C27 106.7(5) . . ?
O6A C26 C31 132.6(5) . . ?
C26 C27 H27 120.4 . . ?
C26 C27 C28 119.24(17) . . ?
C28 C27 H27 120.4 . . ?
C27 C28 H28 119.3 . . ?
C27 C28 C29 121.49(19) . . ?
C29 C28 H28 119.3 . . ?
C28 C29 H29 120.3 . . ?
C28 C29 C30 119.42(17) . . ?
C30 C29 H29 120.3 . . ?
C29 C30 C31 119.11(15) . . ?
C29 C30 C32 122.36(14) . . ?
C31 C30 C32 118.52(14) . . ?
C26 C31 C30 120.51(17) . . ?
C26 C31 H31 119.7 . . ?
C30 C31 H31 119.7 . . ?
O5 C32 C30 114.84(13) . . ?
O5 C32 C33 120.64(14) . . ?
C33 C32 C30 124.52(14) . . ?
C32 C33 H33 119.8 . . ?
C32 C33 C34 120.47(14) . . ?
C34 C33 H33 119.8 . . ?
O4 C34 C33 120.77(13) . . ?
O4 C34 C35 114.88(13) . . ?
C33 C34 C35 124.35(13) . . ?
C36 C35 C34 121.28(13) . . ?
C36 C35 C40 120.18(13) . . ?
C40 C35 C34 118.53(13) . . ?
C35 C36 H36 119.8 . . ?
C35 C36 C37 120.43(14) . . ?
C37 C36 H36 119.8 . . ?
C36 C37 C41 119.3(2) . . ?
C36 C37 C41A 122.3(6) . . ?
C38 C37 C36 117.64(14) . . ?
C38 C37 C41 122.9(2) . . ?
C38 C37 C41A 119.2(6) . . ?
C37 C38 H38 118.3 . . ?
C37 C38 C39 123.50(14) . . ?
C39 C38 H38 118.3 . . ?
C38 C39 C45 120.08(13) . . ?
C40 C39 C38 117.44(14) . . ?
C40 C39 C45 122.47(14) . . ?
C35 C40 H40 119.6 . . ?
C39 C40 C35 120.80(14) . . ?
C39 C40 H40 119.6 . . ?
C42 C41 C37 107.8(4) . . ?
C42 C41 C43 108.5(4) . . ?
C42 C41 C44 113.9(5) . . ?
C43 C41 C37 109.9(4) . . ?
C44 C41 C37 112.1(3) . . ?
C44 C41 C43 104.6(4) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C41 C43 H43A 109.5 . . ?
C41 C43 H43B 109.5 . . ?
C41 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C41 C44 H44A 109.5 . . ?
C41 C44 H44B 109.5 . . ?
C41 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C39 C45 C46 108.16(18) . . ?
C39 C45 C48 113.4(3) . . ?
C39 C45 C47A 101.8(4) . . ?
C47 C45 C39 110.6(2) . . ?
C47 C45 C46 107.9(3) . . ?
C47 C45 C48 109.6(3) . . ?
C48 C45 C46 106.8(3) . . ?
C46A C45 C39 113.5(5) . . ?
C46A C45 C47A 104.7(7) . . ?
C46A C45 C48A 119.3(10) . . ?
C48A C45 C39 110.3(9) . . ?
C48A C45 C47A 105.1(8) . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C45 C47 H47A 109.5 . . ?
C45 C47 H47B 109.5 . . ?
C45 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C45 C48 H48A 109.5 . . ?
C45 C48 H48B 109.5 . . ?
C45 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
F3 B2 F4 112.24(16) . . ?
F3 B2 O4 108.86(16) . . ?
F3 B2 O5 108.81(16) . . ?
F4 B2 O4 107.65(16) . . ?
F4 B2 O5 108.01(16) . . ?
O5 B2 O4 111.28(13) . . ?
C26 O6A C25A 113.3(9) . . ?
O6A C25A H25D 109.5 . . ?
O6A C25A H25E 109.5 . . ?
O6A C25A H25F 109.5 . . ?
H25D C25A H25E 109.5 . . ?
H25D C25A H25F 109.5 . . ?
H25E C25A H25F 109.5 . . ?
H43D C43A H43E 109.5 . . ?
H43D C43A H43F 109.5 . . ?
H43E C43A H43F 109.5 . . ?
C41A C43A H43D 109.5 . . ?
C41A C43A H43E 109.5 . . ?
C41A C43A H43F 109.5 . . ?
H42D C42A H42E 109.5 . . ?
H42D C42A H42F 109.5 . . ?
H42E C42A H42F 109.5 . . ?
C41A C42A H42D 109.5 . . ?
C41A C42A H42E 109.5 . . ?
C41A C42A H42F 109.5 . . ?
H44D C44A H44E 109.5 . . ?
H44D C44A H44F 109.5 . . ?
H44E C44A H44F 109.5 . . ?
C41A C44A H44D 109.5 . . ?
C41A C44A H44E 109.5 . . ?
C41A C44A H44F 109.5 . . ?
C37 C41A C43A 114.8(10) . . ?
C37 C41A C42A 115.4(12) . . ?
C37 C41A C44A 105.4(11) . . ?
C42A C41A C43A 105.1(12) . . ?
C44A C41A C43A 108.1(12) . . ?
C44A C41A C42A 107.7(13) . . ?
C21 C23A H23D 109.5 . . ?
C21 C23A H23E 109.5 . . ?
C21 C23A H23F 109.5 . . ?
H23D C23A H23E 109.5 . . ?
H23D C23A H23F 109.5 . . ?
H23E C23A H23F 109.5 . . ?
C21 C24A H24D 109.5 . . ?
C21 C24A H24E 109.5 . . ?
C21 C24A H24F 109.5 . . ?
H24D C24A H24E 109.5 . . ?
H24D C24A H24F 109.5 . . ?
H24E C24A H24F 109.5 . . ?
C21 C22A H22D 109.5 . . ?
C21 C22A H22E 109.5 . . ?
C21 C22A H22F 109.5 . . ?
H22D C22A H22E 109.5 . . ?
H22D C22A H22F 109.5 . . ?
H22E C22A H22F 109.5 . . ?
C45 C46A H46D 109.5 . . ?
C45 C46A H46E 109.5 . . ?
C45 C46A H46F 109.5 . . ?
H46D C46A H46E 109.5 . . ?
H46D C46A H46F 109.5 . . ?
H46E C46A H46F 109.5 . . ?
C45 C47A H47D 109.5 . . ?
C45 C47A H47E 109.5 . . ?
C45 C47A H47F 109.5 . . ?
H47D C47A H47E 109.5 . . ?
H47D C47A H47F 109.5 . . ?
H47E C47A H47F 109.5 . . ?
C45 C48A H48D 109.5 . . ?
C45 C48A H48E 109.5 . . ?
C45 C48A H48F 109.5 . . ?
H48D C48A H48E 109.5 . . ?
H48D C48A H48F 109.5 . . ?
H48E C48A H48F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C8 C9 C10 1.6(2) . . . . ?
O2 C10 C11 C12 18.9(2) . . . . ?
O2 C10 C11 C16 -161.48(15) . . . . ?
O3 C2 C3 C4 -179.68(16) . . . . ?
O3 C2 C7 C6 -179.9(2) . . . . ?
C1 O3 C2 C3 176.46(17) . . . . ?
C1 O3 C2 C7 -4.0(3) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C2 C3 C4 C8 177.47(15) . . . . ?
C3 C2 C7 C6 -0.4(3) . . . . ?
C3 C4 C5 C6 -0.1(3) . . . . ?
C3 C4 C8 O1 -2.7(2) . . . . ?
C3 C4 C8 C9 177.99(15) . . . . ?
C4 C5 C6 C7 0.6(4) . . . . ?
C4 C8 C9 C10 -179.12(14) . . . . ?
C5 C4 C8 O1 175.24(16) . . . . ?
C5 C4 C8 C9 -4.1(2) . . . . ?
C5 C6 C7 C2 -0.3(4) . . . . ?
C7 C2 C3 C4 0.8(3) . . . . ?
C8 O1 B1 F1 110.93(17) . . . . ?
C8 O1 B1 F2 -127.30(16) . . . . ?
C8 O1 B1 O2 -7.3(2) . . . . ?
C8 C4 C5 C6 -178.09(19) . . . . ?
C8 C9 C10 O2 -1.1(2) . . . . ?
C8 C9 C10 C11 177.42(14) . . . . ?
C9 C10 C11 C12 -159.70(15) . . . . ?
C9 C10 C11 C16 19.9(2) . . . . ?
C10 O2 B1 F1 -110.43(17) . . . . ?
C10 O2 B1 F2 128.09(16) . . . . ?
C10 O2 B1 O1 7.8(2) . . . . ?
C10 C11 C12 C13 178.54(14) . . . . ?
C10 C11 C16 C15 -179.66(15) . . . . ?
C11 C12 C13 C14 1.2(2) . . . . ?
C11 C12 C13 C17 -176.19(15) . . . . ?
C12 C11 C16 C15 0.0(2) . . . . ?
C12 C13 C14 C15 -0.3(3) . . . . ?
C12 C13 C17 C18 76.4(2) . . . . ?
C12 C13 C17 C19 -40.7(3) . . . . ?
C12 C13 C17 C20 -163.6(2) . . . . ?
C13 C14 C15 C16 -0.8(3) . . . . ?
C13 C14 C15 C21 -179.89(17) . . . . ?
C14 C13 C17 C18 -100.9(2) . . . . ?
C14 C13 C17 C19 142.0(2) . . . . ?
C14 C13 C17 C20 19.1(3) . . . . ?
C14 C15 C16 C11 0.9(3) . . . . ?
C14 C15 C21 C22 22.8(15) . . . . ?
C14 C15 C21 C23 124.0(12) . . . . ?
C14 C15 C21 C24 -118.1(12) . . . . ?
C14 C15 C21 C23A 63.0(3) . . . . ?
C14 C15 C21 C24A -173.8(2) . . . . ?
C14 C15 C21 C22A -57.2(3) . . . . ?
C16 C11 C12 C13 -1.1(2) . . . . ?
C16 C15 C21 C22 -156.3(15) . . . . ?
C16 C15 C21 C23 -55.1(12) . . . . ?
C16 C15 C21 C24 62.9(12) . . . . ?
C16 C15 C21 C23A -116.1(3) . . . . ?
C16 C15 C21 C24A 7.2(3) . . . . ?
C16 C15 C21 C22A 123.8(2) . . . . ?
C17 C13 C14 C15 177.08(16) . . . . ?
C21 C15 C16 C11 -179.97(17) . . . . ?
B1 O1 C8 C4 -176.19(15) . . . . ?
B1 O1 C8 C9 3.1(2) . . . . ?
B1 O2 C10 C9 -4.1(2) . . . . ?
B1 O2 C10 C11 177.26(14) . . . . ?
O4 C34 C35 C36 166.90(14) . . . . ?
O4 C34 C35 C40 -13.7(2) . . . . ?
O5 C32 C33 C34 -0.5(2) . . . . ?
O6 C26 C27 C28 177.2(3) . . . . ?
O6 C26 C31 C30 -177.3(3) . . . . ?
C25 O6 C26 C27 4.9(6) . . . . ?
C25 O6 C26 C31 -178.2(4) . . . . ?
C26 C27 C28 C29 -0.4(3) . . . . ?
C27 C26 C31 C30 -0.1(3) . . . . ?
C27 C26 O6A C25A -173.8(12) . . . . ?
C27 C28 C29 C30 -0.1(3) . . . . ?
C28 C29 C30 C31 0.5(3) . . . . ?
C28 C29 C30 C32 179.77(17) . . . . ?
C29 C30 C31 C26 -0.4(3) . . . . ?
C29 C30 C32 O5 -171.10(16) . . . . ?
C29 C30 C32 C33 9.1(3) . . . . ?
C30 C32 C33 C34 179.24(14) . . . . ?
C31 C26 C27 C28 0.5(3) . . . . ?
C31 C26 O6A C25A 14.8(19) . . . . ?
C31 C30 C32 O5 8.2(2) . . . . ?
C31 C30 C32 C33 -171.56(16) . . . . ?
C32 O5 B2 F3 121.74(17) . . . . ?
C32 O5 B2 F4 -116.17(17) . . . . ?
C32 O5 B2 O4 1.8(3) . . . . ?
C32 C30 C31 C26 -179.69(16) . . . . ?
C32 C33 C34 O4 0.9(2) . . . . ?
C32 C33 C34 C35 -178.71(14) . . . . ?
C33 C34 C35 C36 -13.5(2) . . . . ?
C33 C34 C35 C40 165.86(15) . . . . ?
C34 O4 B2 F3 -121.36(17) . . . . ?
C34 O4 B2 F4 116.74(17) . . . . ?
C34 O4 B2 O5 -1.4(3) . . . . ?
C34 C35 C36 C37 179.00(15) . . . . ?
C34 C35 C40 C39 -178.48(14) . . . . ?
C35 C36 C37 C38 -0.1(2) . . . . ?
C35 C36 C37 C41 -176.3(3) . . . . ?
C35 C36 C37 C41A 169.2(7) . . . . ?
C36 C35 C40 C39 0.9(2) . . . . ?
C36 C37 C38 C39 0.0(3) . . . . ?
C36 C37 C41 C42 -60.5(5) . . . . ?
C36 C37 C41 C43 57.6(4) . . . . ?
C36 C37 C41 C44 173.5(3) . . . . ?
C36 C37 C41A C43A -125.0(9) . . . . ?
C36 C37 C41A C42A -2.5(15) . . . . ?
C36 C37 C41A C44A 116.2(9) . . . . ?
C37 C38 C39 C40 0.6(3) . . . . ?
C37 C38 C39 C45 -178.00(16) . . . . ?
C38 C37 C41 C42 123.5(4) . . . . ?
C38 C37 C41 C43 -118.4(3) . . . . ?
C38 C37 C41 C44 -2.5(5) . . . . ?
C38 C37 C41A C43A 44.1(13) . . . . ?
C38 C37 C41A C42A 166.6(9) . . . . ?
C38 C37 C41A C44A -74.8(11) . . . . ?
C38 C39 C40 C35 -1.0(2) . . . . ?
C38 C39 C45 C46 -60.9(3) . . . . ?
C38 C39 C45 C47 57.1(3) . . . . ?
C38 C39 C45 C48 -179.2(3) . . . . ?
C38 C39 C45 C46A -22.2(9) . . . . ?
C38 C39 C45 C47A 89.7(6) . . . . ?
C38 C39 C45 C48A -159.1(7) . . . . ?
C40 C35 C36 C37 -0.4(2) . . . . ?
C40 C39 C45 C46 120.6(2) . . . . ?
C40 C39 C45 C47 -121.4(3) . . . . ?
C40 C39 C45 C48 2.3(4) . . . . ?
C40 C39 C45 C46A 159.3(9) . . . . ?
C40 C39 C45 C47A -88.7(6) . . . . ?
C40 C39 C45 C48A 22.4(7) . . . . ?
C41 C37 C38 C39 176.1(3) . . . . ?
C45 C39 C40 C35 177.56(14) . . . . ?
B2 O4 C34 C33 0.2(2) . . . . ?
B2 O4 C34 C35 179.84(15) . . . . ?
B2 O5 C32 C30 179.31(16) . . . . ?
B2 O5 C32 C33 -0.9(3) . . . . ?
O6A C26 C27 C28 -172.2(8) . . . . ?
O6A C26 C31 C30 170.3(10) . . . . ?
C41A C37 C38 C39 -169.6(7) . . . . ?


_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 1.345
_oxdiff_exptl_absorpt_empirical_full_min 0.685
####################################################################### 
# 
# 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_100k_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1977245'
loop_
_audit_author_name
_audit_author_address
'Jian-Xin Wang'
;College of Chemistry, Beijing Normal University
China
;
_audit_update_record             
;
2020-01-13 deposited with the CCDC.	2020-04-22 downloaded from the CCDC.
;
_audit_creation_date             2019-10-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H21 B F2 O3'
_chemical_formula_sum            'C20 H21 B F2 O3'
_chemical_formula_weight         358.18
_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           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   7.1609(2)
_cell_length_b                   10.0337(3)
_cell_length_c                   48.7164(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3500.29(18)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8715
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.9720
_cell_measurement_theta_min      2.4970
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.946
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61651
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0502
_diffrn_reflns_av_unetI/netI     0.0445
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.884
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       67
_diffrn_reflns_limit_l_min       -69
_diffrn_reflns_number            20228
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.884
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.621
_diffrn_reflns_theta_min         2.508
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.884
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -5.00  94.18   0.38    0.69    --   17.58  57.00  60.00  261
  2  ω    -18.00  96.00   0.38    0.69    --   17.58  77.00-120.00  300
  3  ω    -16.00  15.16   0.38    0.69    --  -18.36  57.00-150.00   82
  4  ω    -17.00  16.06   0.38    0.69    --  -18.36  57.00  30.00   87
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0146406000
_diffrn_orient_matrix_UB_12      0.0088280000
_diffrn_orient_matrix_UB_13      0.0142884000
_diffrn_orient_matrix_UB_21      -0.0972070000
_diffrn_orient_matrix_UB_22      0.0071028000
_diffrn_orient_matrix_UB_23      -0.0023375000
_diffrn_orient_matrix_UB_31      -0.0118231000
_diffrn_orient_matrix_UB_32      -0.0697845000
_diffrn_orient_matrix_UB_33      0.0015799000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3807
_reflns_number_total             4780
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         4780
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0836
_refine_ls_R_factor_gt           0.0692
_refine_ls_restrained_S_all      1.112
_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)+(0.0440P)²+5.8891P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1594
_refine_ls_wR_factor_ref         0.1652
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C7(H7), C9(H9), C12(H12), C13(H13), C15(H15), C16(H16)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
;
_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 0.77765(19) 0.77346(14) 0.62496(3) 0.0266(3) Uani 1 1 d . . . . .
F2 F 0.80182(18) 0.62124(14) 0.59113(3) 0.0248(3) Uani 1 1 d . . . . .
O1 O 0.5655(2) 0.77946(16) 0.58870(3) 0.0196(3) Uani 1 1 d . . . . .
O2 O 0.5631(2) 0.60075(16) 0.62326(3) 0.0198(3) Uani 1 1 d . . . . .
O3 O 0.4055(2) 1.13826(16) 0.52030(3) 0.0229(3) Uani 1 1 d . . . . .
C1 C 0.6057(3) 1.1412(2) 0.52221(5) 0.0234(5) Uani 1 1 d . . . . .
H1A H 0.654987 1.208989 0.509673 0.035 Uiso 1 1 calc GR . . . .
H1B H 0.656128 1.053728 0.517191 0.035 Uiso 1 1 calc GR . . . .
H1C H 0.642457 1.162851 0.541065 0.035 Uiso 1 1 calc GR . . . .
C2 C 0.3135(3) 1.0515(2) 0.53715(4) 0.0167(4) Uani 1 1 d . . . . .
C3 C 0.4008(3) 0.9605(2) 0.55455(4) 0.0155(4) Uani 1 1 d . . . . .
H3 H 0.533209 0.956048 0.555373 0.019 Uiso 1 1 calc R . . . .
C4 C 0.2912(3) 0.8755(2) 0.57086(4) 0.0145(4) Uani 1 1 d . . . . .
C5 C 0.0969(3) 0.8823(2) 0.56964(4) 0.0195(4) Uani 1 1 d . . . . .
H5 H 0.022788 0.825539 0.580807 0.023 Uiso 1 1 calc R . . . .
C6 C 0.0126(3) 0.9726(2) 0.55199(5) 0.0235(5) Uani 1 1 d . . . . .
H6 H -0.119727 0.976815 0.551053 0.028 Uiso 1 1 calc R . . . .
C7 C 0.1187(3) 1.0564(2) 0.53575(4) 0.0204(4) Uani 1 1 d . . . . .
H7 H 0.059250 1.117316 0.523644 0.025 Uiso 1 1 calc R . . . .
C8 C 0.3834(3) 0.7798(2) 0.58936(4) 0.0142(4) Uani 1 1 d . . . . .
C9 C 0.2855(3) 0.6941(2) 0.60650(4) 0.0165(4) Uani 1 1 d . . . . .
H9 H 0.152874 0.696067 0.606757 0.020 Uiso 1 1 calc R . . . .
C10 C 0.3810(3) 0.6058(2) 0.62319(4) 0.0141(4) Uani 1 1 d . . . . .
C11 C 0.2875(3) 0.5136(2) 0.64213(4) 0.0143(4) Uani 1 1 d . . . . .
C12 C 0.3916(3) 0.4180(2) 0.65634(4) 0.0164(4) Uani 1 1 d . . . . .
H12 H 0.521288 0.408596 0.652729 0.020 Uiso 1 1 calc R . . . .
C13 C 0.3062(3) 0.3366(2) 0.67573(4) 0.0162(4) Uani 1 1 d . . . . .
H13 H 0.378735 0.271449 0.685039 0.019 Uiso 1 1 calc R . . . .
C14 C 0.1164(3) 0.3482(2) 0.68184(4) 0.0156(4) Uani 1 1 d . . . . .
C15 C 0.0124(3) 0.4411(2) 0.66671(4) 0.0186(4) Uani 1 1 d . . . . .
H15 H -0.118051 0.448605 0.669925 0.022 Uiso 1 1 calc R . . . .
C16 C 0.0954(3) 0.5221(2) 0.64719(4) 0.0182(4) Uani 1 1 d . . . . .
H16 H 0.021523 0.583913 0.637178 0.022 Uiso 1 1 calc R . . . .
C17 C 0.0227(3) 0.2712(2) 0.70528(4) 0.0180(4) Uani 1 1 d . . . . .
C18 C 0.1459(3) 0.1588(2) 0.71640(4) 0.0223(4) Uani 1 1 d . . . . .
H18A H 0.176173 0.096771 0.701513 0.033 Uiso 1 1 calc GR . . . .
H18B H 0.078971 0.111142 0.730944 0.033 Uiso 1 1 calc GR . . . .
H18C H 0.261464 0.196549 0.723865 0.033 Uiso 1 1 calc GR . . . .
C19 C -0.0141(4) 0.3713(2) 0.72862(5) 0.0271(5) Uani 1 1 d . . . . .
H19A H 0.103725 0.413541 0.734025 0.041 Uiso 1 1 calc GR . . . .
H19B H -0.067644 0.324445 0.744411 0.041 Uiso 1 1 calc GR . . . .
H19C H -0.101704 0.439729 0.722269 0.041 Uiso 1 1 calc GR . . . .
C20 C -0.1632(3) 0.2103(3) 0.69568(5) 0.0296(5) Uani 1 1 d . . . . .
H20A H -0.246884 0.281570 0.689505 0.044 Uiso 1 1 calc GR . . . .
H20B H -0.221310 0.162060 0.710932 0.044 Uiso 1 1 calc GR . . . .
H20C H -0.139822 0.148618 0.680469 0.044 Uiso 1 1 calc GR . . . .
B1 B 0.6801(3) 0.6941(2) 0.60704(5) 0.0164(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.373(3) . ?
F2 B1 1.377(3) . ?
O1 C8 1.304(2) . ?
O1 B1 1.485(3) . ?
O2 C10 1.305(2) . ?
O2 B1 1.484(3) . ?
O3 C1 1.437(3) . ?
O3 C2 1.366(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.393(3) . ?
C2 C7 1.397(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.405(3) . ?
C4 C5 1.395(3) . ?
C4 C8 1.473(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.387(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.382(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.389(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.383(3) . ?
C10 C11 1.469(3) . ?
C11 C12 1.398(3) . ?
C11 C16 1.400(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.390(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.397(3) . ?
C14 C15 1.402(3) . ?
C14 C17 1.533(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.385(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.531(3) . ?
C17 C19 1.540(3) . ?
C17 C20 1.537(3) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O1 B1 122.61(17) . . ?
C10 O2 B1 122.53(17) . . ?
C2 O3 C1 117.07(16) . . ?
O3 C1 H1A 109.5 . . ?
O3 C1 H1B 109.5 . . ?
O3 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O3 C2 C3 124.51(18) . . ?
O3 C2 C7 115.42(18) . . ?
C3 C2 C7 120.06(19) . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.39(18) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C8 119.43(17) . . ?
C5 C4 C3 120.23(19) . . ?
C5 C4 C8 120.34(19) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 C4 119.5(2) . . ?
C6 C5 H5 120.2 . . ?
C5 C6 H6 119.6 . . ?
C7 C6 C5 120.9(2) . . ?
C7 C6 H6 119.6 . . ?
C2 C7 H7 120.0 . . ?
C6 C7 C2 119.9(2) . . ?
C6 C7 H7 120.0 . . ?
O1 C8 C4 115.76(18) . . ?
O1 C8 C9 121.20(18) . . ?
C9 C8 C4 123.04(18) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 120.02(18) . . ?
C10 C9 H9 120.0 . . ?
O2 C10 C9 121.37(18) . . ?
O2 C10 C11 115.42(17) . . ?
C9 C10 C11 123.21(18) . . ?
C12 C11 C10 120.03(17) . . ?
C12 C11 C16 118.59(19) . . ?
C16 C11 C10 121.33(18) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.33(19) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 119.2 . . ?
C12 C13 C14 121.58(19) . . ?
C14 C13 H13 119.2 . . ?
C13 C14 C15 117.43(18) . . ?
C13 C14 C17 122.85(19) . . ?
C15 C14 C17 119.60(18) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 C14 121.53(19) . . ?
C16 C15 H15 119.2 . . ?
C11 C16 H16 119.8 . . ?
C15 C16 C11 120.45(19) . . ?
C15 C16 H16 119.8 . . ?
C14 C17 C19 107.19(18) . . ?
C14 C17 C20 110.64(17) . . ?
C18 C17 C14 112.50(18) . . ?
C18 C17 C19 108.53(18) . . ?
C18 C17 C20 108.31(19) . . ?
C20 C17 C19 109.62(19) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
F1 B1 F2 110.10(18) . . ?
F1 B1 O1 109.24(18) . . ?
F1 B1 O2 108.34(17) . . ?
F2 B1 O1 108.51(17) . . ?
F2 B1 O2 108.77(18) . . ?
O2 B1 O1 111.88(16) . . ?

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 C9 C10 -0.3(3) . . . . ?
O2 C10 C11 C12 -7.2(3) . . . . ?
O2 C10 C11 C16 170.30(19) . . . . ?
O3 C2 C3 C4 -179.65(19) . . . . ?
O3 C2 C7 C6 -180.0(2) . . . . ?
C1 O3 C2 C3 -4.4(3) . . . . ?
C1 O3 C2 C7 176.8(2) . . . . ?
C2 C3 C4 C5 0.0(3) . . . . ?
C2 C3 C4 C8 -179.71(18) . . . . ?
C3 C2 C7 C6 1.1(3) . . . . ?
C3 C4 C5 C6 0.7(3) . . . . ?
C3 C4 C8 O1 -1.5(3) . . . . ?
C3 C4 C8 C9 178.82(19) . . . . ?
C4 C5 C6 C7 -0.4(4) . . . . ?
C4 C8 C9 C10 179.44(19) . . . . ?
C5 C4 C8 O1 178.87(19) . . . . ?
C5 C4 C8 C9 -0.8(3) . . . . ?
C5 C6 C7 C2 -0.5(4) . . . . ?
C7 C2 C3 C4 -0.9(3) . . . . ?
C8 O1 B1 F1 -113.3(2) . . . . ?
C8 O1 B1 F2 126.7(2) . . . . ?
C8 O1 B1 O2 6.7(3) . . . . ?
C8 C4 C5 C6 -179.7(2) . . . . ?
C8 C9 C10 O2 -0.1(3) . . . . ?
C8 C9 C10 C11 179.09(19) . . . . ?
C9 C10 C11 C12 173.55(19) . . . . ?
C9 C10 C11 C16 -8.9(3) . . . . ?
C10 O2 B1 F1 113.4(2) . . . . ?
C10 O2 B1 F2 -126.9(2) . . . . ?
C10 O2 B1 O1 -7.0(3) . . . . ?
C10 C11 C12 C13 175.46(19) . . . . ?
C10 C11 C16 C15 -174.93(19) . . . . ?
C11 C12 C13 C14 -0.7(3) . . . . ?
C12 C11 C16 C15 2.6(3) . . . . ?
C12 C13 C14 C15 3.0(3) . . . . ?
C12 C13 C14 C17 -172.99(19) . . . . ?
C13 C14 C15 C16 -2.5(3) . . . . ?
C13 C14 C17 C18 -13.4(3) . . . . ?
C13 C14 C17 C19 105.8(2) . . . . ?
C13 C14 C17 C20 -134.7(2) . . . . ?
C14 C15 C16 C11 -0.3(3) . . . . ?
C15 C14 C17 C18 170.64(19) . . . . ?
C15 C14 C17 C19 -70.1(2) . . . . ?
C15 C14 C17 C20 49.4(3) . . . . ?
C16 C11 C12 C13 -2.1(3) . . . . ?
C17 C14 C15 C16 173.6(2) . . . . ?
B1 O1 C8 C4 176.82(18) . . . . ?
B1 O1 C8 C9 -3.5(3) . . . . ?
B1 O2 C10 C9 4.1(3) . . . . ?
B1 O2 C10 C11 -175.10(18) . . . . ?


_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 1.555
_oxdiff_exptl_absorpt_empirical_full_min 0.611
####################################################################### 
# 
# 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_400k_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1977246'
loop_
_audit_author_name
_audit_author_address
'Jian-Xin Wang'
;College of Chemistry, Beijing Normal University
China
;
_audit_update_record             
;
2020-01-13 deposited with the CCDC.	2020-04-22 downloaded from the CCDC.
;
_audit_creation_date             2019-10-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H15 B F2 O3'
_chemical_formula_sum            'C17 H15 B F2 O3'
_chemical_formula_weight         316.10
_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                   7.9445(7)
_cell_length_b                   19.2382(16)
_cell_length_c                   10.3606(11)
_cell_angle_alpha                90
_cell_angle_beta                 104.183(10)
_cell_angle_gamma                90
_cell_volume                     1535.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3690
_cell_measurement_temperature    400.0(2)
_cell_measurement_theta_max      25.8850
_cell_measurement_theta_min      2.6110
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.971
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90597
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.854
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            10149
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.854
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.662
_diffrn_reflns_theta_min         2.644
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      400.0(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.854
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -1.00  95.00   0.50    1.50    --   17.58  57.00-180.00  192
  2  ω     -8.00  39.00   0.50    1.50    --   17.58  57.00 -90.00   94
  3  ω     49.00  94.00   0.50    1.50    --   17.58  57.00 -90.00   90
  4  ω     -4.00  60.00   0.50    1.50    --   17.58  57.00   0.00  128
  5  ω    -45.00  -5.00   0.50    1.50    --  -18.36  57.00  60.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0570648000
_diffrn_orient_matrix_UB_12      0.0158089000
_diffrn_orient_matrix_UB_13      0.0557290000
_diffrn_orient_matrix_UB_21      -0.0018996000
_diffrn_orient_matrix_UB_22      -0.0305686000
_diffrn_orient_matrix_UB_23      0.0378286000
_diffrn_orient_matrix_UB_31      0.0723753000
_diffrn_orient_matrix_UB_32      -0.0132796000
_diffrn_orient_matrix_UB_33      -0.0208787000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1992
_reflns_number_total             4058
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.174
_refine_diff_density_min         -0.167
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         4058
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1104
_refine_ls_R_factor_gt           0.0540
_refine_ls_restrained_S_all      1.037
_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)+(0.0778P)²+0.0596P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1451
_refine_ls_wR_factor_ref         0.1742
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C7(H7), C9(H9), C12(H12), C13(H13), C15(H15), C16(H16)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C17(H17A,H17B,H17C)
;
_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 0.02432(18) 0.36322(7) 0.67440(13) 0.1086(5) Uani 1 1 d . . . . .
F2 F 0.25965(18) 0.30262(6) 0.65813(13) 0.1122(5) Uani 1 1 d . . . . .
O1 O 0.26595(17) 0.42117(7) 0.64546(12) 0.0810(4) Uani 1 1 d . . . . .
O2 O 0.08538(18) 0.35093(7) 0.46958(13) 0.0804(4) Uani 1 1 d . . . . .
O3 O 0.61486(19) 0.58985(8) 0.93520(14) 0.0960(5) Uani 1 1 d . . . . .
C1 C 0.7059(3) 0.64825(13) 0.9995(2) 0.1053(8) Uani 1 1 d . . . . .
H1A H 0.795797 0.660705 0.956480 0.158 Uiso 1 1 calc GR . . . .
H1B H 0.756729 0.637222 1.091091 0.158 Uiso 1 1 calc GR . . . .
H1C H 0.627074 0.686540 0.994495 0.158 Uiso 1 1 calc GR . . . .
C2 C 0.5392(2) 0.59363(10) 0.80225(19) 0.0692(5) Uani 1 1 d . . . . .
C3 C 0.5509(3) 0.64960(10) 0.7224(2) 0.0741(5) Uani 1 1 d . . . . .
H3 H 0.613945 0.688750 0.758179 0.089 Uiso 1 1 calc R . . . .
C4 C 0.4690(3) 0.64733(10) 0.5896(2) 0.0783(6) Uani 1 1 d . . . . .
H4 H 0.477964 0.685161 0.535795 0.094 Uiso 1 1 calc R . . . .
C5 C 0.3740(2) 0.59028(10) 0.53426(19) 0.0712(5) Uani 1 1 d . . . . .
H5 H 0.318424 0.589831 0.444125 0.085 Uiso 1 1 calc R . . . .
C6 C 0.3614(2) 0.53315(9) 0.61404(17) 0.0586(4) Uani 1 1 d . . . . .
C7 C 0.4461(2) 0.53534(9) 0.74822(18) 0.0655(5) Uani 1 1 d . . . . .
H7 H 0.440236 0.497269 0.802263 0.079 Uiso 1 1 calc R . . . .
C8 C 0.2596(2) 0.47130(9) 0.56110(17) 0.0584(4) Uani 1 1 d . . . . .
C9 C 0.1635(2) 0.46395(9) 0.43186(18) 0.0645(5) Uani 1 1 d . . . . .
H9 H 0.154794 0.501103 0.373172 0.077 Uiso 1 1 calc R . . . .
C10 C 0.0798(2) 0.40231(9) 0.38791(18) 0.0602(4) Uani 1 1 d . . . . .
C11 C -0.0165(2) 0.38896(9) 0.25058(17) 0.0613(5) Uani 1 1 d . . . . .
C12 C -0.0627(2) 0.32174(11) 0.2094(2) 0.0772(6) Uani 1 1 d . . . . .
H12 H -0.032550 0.285279 0.269571 0.093 Uiso 1 1 calc R . . . .
C13 C -0.1530(3) 0.30800(11) 0.0801(2) 0.0823(6) Uani 1 1 d . . . . .
H13 H -0.180884 0.262303 0.054232 0.099 Uiso 1 1 calc R . . . .
C14 C -0.2023(2) 0.36062(11) -0.01096(19) 0.0723(5) Uani 1 1 d . . . . .
C15 C -0.1576(3) 0.42813(11) 0.0314(2) 0.0800(6) Uani 1 1 d . . . . .
H15 H -0.191088 0.464675 -0.028162 0.096 Uiso 1 1 calc R . . . .
C16 C -0.0651(2) 0.44223(10) 0.1592(2) 0.0744(5) Uani 1 1 d . . . . .
H16 H -0.035030 0.487840 0.184370 0.089 Uiso 1 1 calc R . . . .
C17 C -0.3001(3) 0.34598(15) -0.1519(2) 0.1011(7) Uani 1 1 d . . . . .
H17A H -0.219787 0.342573 -0.207426 0.152 Uiso 1 1 calc GR . . . .
H17B H -0.380661 0.383030 -0.183358 0.152 Uiso 1 1 calc GR . . . .
H17C H -0.362310 0.302986 -0.155051 0.152 Uiso 1 1 calc GR . . . .
B1 B 0.1590(3) 0.35795(11) 0.6138(2) 0.0709(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 1.371(3) . ?
F2 B1 1.343(2) . ?
O1 C8 1.294(2) . ?
O1 B1 1.474(2) . ?
O2 C10 1.295(2) . ?
O2 B1 1.471(3) . ?
O3 C1 1.412(3) . ?
O3 C2 1.363(2) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.375(3) . ?
C2 C7 1.384(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.371(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.375(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.393(2) . ?
C6 C7 1.389(2) . ?
C6 C8 1.467(2) . ?
C7 H7 0.9300 . ?
C8 C9 1.377(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.381(2) . ?
C10 C11 1.464(2) . ?
C11 C12 1.383(3) . ?
C11 C16 1.385(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.381(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.374(3) . ?
C14 C15 1.389(3) . ?
C14 C17 1.503(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.375(3) . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?

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 122.66(15) . . ?
C10 O2 B1 122.35(14) . . ?
C2 O3 C1 118.84(17) . . ?
O3 C1 H1A 109.5 . . ?
O3 C1 H1B 109.5 . . ?
O3 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O3 C2 C3 124.88(17) . . ?
O3 C2 C7 115.16(17) . . ?
C3 C2 C7 119.95(18) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.58(18) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 119.3 . . ?
C3 C4 C5 121.39(19) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 H5 120.2 . . ?
C4 C5 C6 119.60(18) . . ?
C6 C5 H5 120.2 . . ?
C5 C6 C8 122.07(16) . . ?
C7 C6 C5 118.84(16) . . ?
C7 C6 C8 119.09(16) . . ?
C2 C7 C6 120.62(17) . . ?
C2 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
O1 C8 C6 115.17(15) . . ?
O1 C8 C9 120.04(16) . . ?
C9 C8 C6 124.79(16) . . ?
C8 C9 H9 119.4 . . ?
C8 C9 C10 121.10(17) . . ?
C10 C9 H9 119.4 . . ?
O2 C10 C9 120.22(16) . . ?
O2 C10 C11 115.31(15) . . ?
C9 C10 C11 124.47(16) . . ?
C12 C11 C10 120.00(16) . . ?
C12 C11 C16 118.20(17) . . ?
C16 C11 C10 121.80(16) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 C11 120.91(19) . . ?
C13 C12 H12 119.5 . . ?
C12 C13 H13 119.4 . . ?
C14 C13 C12 121.20(19) . . ?
C14 C13 H13 119.4 . . ?
C13 C14 C15 117.68(18) . . ?
C13 C14 C17 121.5(2) . . ?
C15 C14 C17 120.9(2) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 C14 121.56(19) . . ?
C16 C15 H15 119.2 . . ?
C11 C16 H16 119.8 . . ?
C15 C16 C11 120.44(18) . . ?
C15 C16 H16 119.8 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
F1 B1 O1 107.99(17) . . ?
F1 B1 O2 108.13(17) . . ?
F2 B1 F1 111.59(18) . . ?
F2 B1 O1 108.40(17) . . ?
F2 B1 O2 109.27(17) . . ?
O2 B1 O1 111.47(16) . . ?

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 C9 C10 -3.3(3) . . . . ?
O2 C10 C11 C12 -13.3(2) . . . . ?
O2 C10 C11 C16 166.12(16) . . . . ?
O3 C2 C3 C4 179.95(18) . . . . ?
O3 C2 C7 C6 179.28(15) . . . . ?
C1 O3 C2 C3 3.2(3) . . . . ?
C1 O3 C2 C7 -177.26(18) . . . . ?
C2 C3 C4 C5 0.5(3) . . . . ?
C3 C2 C7 C6 -1.1(3) . . . . ?
C3 C4 C5 C6 -0.6(3) . . . . ?
C4 C5 C6 C7 -0.1(3) . . . . ?
C4 C5 C6 C8 179.02(16) . . . . ?
C5 C6 C7 C2 1.0(3) . . . . ?
C5 C6 C8 O1 177.15(15) . . . . ?
C5 C6 C8 C9 -2.2(3) . . . . ?
C6 C8 C9 C10 176.02(15) . . . . ?
C7 C2 C3 C4 0.4(3) . . . . ?
C7 C6 C8 O1 -3.7(2) . . . . ?
C7 C6 C8 C9 176.90(15) . . . . ?
C8 O1 B1 F1 -103.1(2) . . . . ?
C8 O1 B1 F2 135.80(18) . . . . ?
C8 O1 B1 O2 15.5(3) . . . . ?
C8 C6 C7 C2 -178.18(15) . . . . ?
C8 C9 C10 O2 2.5(3) . . . . ?
C8 C9 C10 C11 -176.34(15) . . . . ?
C9 C10 C11 C12 165.62(17) . . . . ?
C9 C10 C11 C16 -15.0(3) . . . . ?
C10 O2 B1 F1 102.27(19) . . . . ?
C10 O2 B1 F2 -136.08(18) . . . . ?
C10 O2 B1 O1 -16.3(3) . . . . ?
C10 C11 C12 C13 -179.76(16) . . . . ?
C10 C11 C16 C15 -179.08(17) . . . . ?
C11 C12 C13 C14 -1.1(3) . . . . ?
C12 C11 C16 C15 0.3(3) . . . . ?
C12 C13 C14 C15 0.2(3) . . . . ?
C12 C13 C14 C17 179.82(19) . . . . ?
C13 C14 C15 C16 0.9(3) . . . . ?
C14 C15 C16 C11 -1.2(3) . . . . ?
C16 C11 C12 C13 0.8(3) . . . . ?
C17 C14 C15 C16 -178.65(19) . . . . ?
B1 O1 C8 C6 173.96(16) . . . . ?
B1 O1 C8 C9 -6.6(3) . . . . ?
B1 O2 C10 C9 8.2(3) . . . . ?
B1 O2 C10 C11 -172.80(16) . . . . ?


_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 1.191
_oxdiff_exptl_absorpt_empirical_full_min 0.775
####################################################################### 
# 
# 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_300k_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1977247'
loop_
_audit_author_name
_audit_author_address
'Jian-Xin Wang'
;College of Chemistry, Beijing Normal University
China
;
_audit_update_record             
;
2020-01-13 deposited with the CCDC.	2020-04-22 downloaded from the CCDC.
;
_audit_creation_date             2019-10-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H15 B F2 O3'
_chemical_formula_sum            'C17 H15 B F2 O3'
_chemical_formula_weight         316.10
_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                   7.8494(4)
_cell_length_b                   19.1910(10)
_cell_length_c                   10.3146(5)
_cell_angle_alpha                90
_cell_angle_beta                 103.760(5)
_cell_angle_gamma                90
_cell_volume                     1509.18(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5074
_cell_measurement_temperature    300.01(19)
_cell_measurement_theta_max      29.0990
_cell_measurement_theta_min      2.8190
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.970
_exptl_absorpt_coefficient_mu    0.109
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86599
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_av_unetI/netI     0.0523
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.862
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13401
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.862
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.522
_diffrn_reflns_theta_min         2.293
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      300.01(19)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.862
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -24.00  64.00   0.50    1.38    --  -18.36  19.00  30.00  176
  2  ω     -9.00  17.00   0.50    1.38    --   17.58  97.00   0.00   52
  3  ω    -19.00   9.00   0.50    1.38    --   17.58 -97.00-107.00   56
  4  ω    -21.00   4.00   0.50    1.38    --  -18.36 -97.00-107.00   50
  5  ω      3.00  30.00   0.50    1.38    --  -18.36 -99.00-180.00   54
  6  ω    -15.00  30.00   0.50    1.38    --  -18.36 -99.00   0.00   90
  7  ω      5.00  30.00   0.50    1.38    --  -18.36 -99.00 150.00   50
  8  ω    -21.00  27.00   0.50    1.38    --  -18.36  97.00   0.00   96
  9  ω     52.00  78.00   0.50    1.38    --   17.58 178.00 -90.00   52
 10  ω     55.00 100.00   0.50    1.38    --   17.58 178.00-120.00   90
 11  ω    -99.00 -56.00   0.50    1.38    --  -18.36-178.00  60.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0735724000
_diffrn_orient_matrix_UB_12      0.0212745000
_diffrn_orient_matrix_UB_13      -0.0274309000
_diffrn_orient_matrix_UB_21      -0.0396326000
_diffrn_orient_matrix_UB_22      -0.0281063000
_diffrn_orient_matrix_UB_23      -0.0409193000
_diffrn_orient_matrix_UB_31      -0.0408162000
_diffrn_orient_matrix_UB_32      -0.0111351000
_diffrn_orient_matrix_UB_33      0.0508549000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2311
_reflns_number_total             3984
_reflns_odcompleteness_completeness 99.22
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.422
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.162
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.967
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3984
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1096
_refine_ls_R_factor_gt           0.0695
_refine_ls_restrained_S_all      0.967
_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)+(0.1771P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2074
_refine_ls_wR_factor_ref         0.2595
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C7(H7), C9(H9), C12(H12), C13(H13), C15(H15), C16(H16)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C17(H17A,H17B,H17C)
;
_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 0.4825(2) 0.36339(9) -0.17433(14) 0.0746(5) Uani 1 1 d . . . . .
F2 F 0.2443(2) 0.30064(7) -0.15988(15) 0.0767(5) Uani 1 1 d . . . . .
O1 O 0.2338(2) 0.42003(8) -0.14501(13) 0.0558(5) Uani 1 1 d . . . . .
O2 O 0.4158(2) 0.34953(8) 0.03120(14) 0.0559(5) Uani 1 1 d . . . . .
O3 O -0.1162(2) 0.58937(9) -0.43632(14) 0.0651(5) Uani 1 1 d . . . . .
C1 C -0.2091(4) 0.64873(15) -0.4997(2) 0.0707(8) Uani 1 1 d . . . . .
H1A H -0.261074 0.638071 -0.591551 0.106 Uiso 1 1 calc GR . . . .
H1B H -0.129406 0.687104 -0.494880 0.106 Uiso 1 1 calc GR . . . .
H1C H -0.299508 0.661008 -0.455429 0.106 Uiso 1 1 calc GR . . . .
C2 C -0.0404(3) 0.59317(11) -0.3026(2) 0.0461(5) Uani 1 1 d . . . . .
C3 C -0.0537(3) 0.64968(11) -0.2223(2) 0.0501(5) Uani 1 1 d . . . . .
H3 H -0.117636 0.688799 -0.258346 0.060 Uiso 1 1 calc R . . . .
C4 C 0.0288(3) 0.64758(11) -0.0877(2) 0.0532(6) Uani 1 1 d . . . . .
H4 H 0.019668 0.685514 -0.033652 0.064 Uiso 1 1 calc R . . . .
C5 C 0.1244(3) 0.58998(11) -0.0328(2) 0.0490(5) Uani 1 1 d . . . . .
H5 H 0.179899 0.589343 0.057525 0.059 Uiso 1 1 calc R . . . .
C6 C 0.1377(2) 0.53275(10) -0.11299(19) 0.0409(5) Uani 1 1 d . . . . .
C7 C 0.0532(3) 0.53435(11) -0.24857(19) 0.0451(5) Uani 1 1 d . . . . .
H7 H 0.059567 0.496078 -0.302515 0.054 Uiso 1 1 calc R . . . .
C8 C 0.2412(2) 0.47073(10) -0.06005(19) 0.0403(5) Uani 1 1 d . . . . .
C9 C 0.3382(3) 0.46386(11) 0.0699(2) 0.0446(5) Uani 1 1 d . . . . .
H9 H 0.347264 0.501232 0.128502 0.053 Uiso 1 1 calc R . . . .
C10 C 0.4222(3) 0.40154(11) 0.11344(18) 0.0416(5) Uani 1 1 d . . . . .
C11 C 0.5196(3) 0.38821(11) 0.25166(18) 0.0424(5) Uani 1 1 d . . . . .
C12 C 0.5671(3) 0.32017(12) 0.2912(2) 0.0511(6) Uani 1 1 d . . . . .
H12 H 0.537780 0.283918 0.230156 0.061 Uiso 1 1 calc R . . . .
C13 C 0.6579(3) 0.30615(13) 0.4213(2) 0.0566(6) Uani 1 1 d . . . . .
H13 H 0.685992 0.260369 0.447461 0.068 Uiso 1 1 calc R . . . .
C14 C 0.7075(3) 0.36005(12) 0.5133(2) 0.0502(6) Uani 1 1 d . . . . .
C15 C 0.6619(3) 0.42715(13) 0.4725(2) 0.0537(6) Uani 1 1 d . . . . .
H15 H 0.695221 0.463586 0.532633 0.064 Uiso 1 1 calc R . . . .
C16 C 0.5673(3) 0.44177(12) 0.3437(2) 0.0513(6) Uani 1 1 d . . . . .
H16 H 0.535719 0.487458 0.319058 0.062 Uiso 1 1 calc R . . . .
C17 C 0.8079(4) 0.34470(16) 0.6551(2) 0.0684(7) Uani 1 1 d . . . . .
H17A H 0.726881 0.339729 0.711063 0.103 Uiso 1 1 calc GR . . . .
H17B H 0.887108 0.382360 0.687322 0.103 Uiso 1 1 calc GR . . . .
H17C H 0.873150 0.302286 0.656561 0.103 Uiso 1 1 calc GR . . . .
B1 B 0.3448(3) 0.35700(12) -0.1140(2) 0.0490(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 1.375(3) . ?
F2 B1 1.356(3) . ?
O1 C8 1.301(2) . ?
O1 B1 1.481(3) . ?
O2 C10 1.303(2) . ?
O2 B1 1.475(3) . ?
O3 C1 1.425(3) . ?
O3 C2 1.368(2) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.384(3) . ?
C2 C7 1.389(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.386(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.380(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.394(3) . ?
C6 C7 1.398(3) . ?
C6 C8 1.471(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.381(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.388(3) . ?
C10 C11 1.471(3) . ?
C11 C12 1.392(3) . ?
C11 C16 1.389(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.388(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.395(3) . ?
C14 C15 1.376(3) . ?
C14 C17 1.516(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.387(3) . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?

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 122.37(16) . . ?
C10 O2 B1 122.22(16) . . ?
C2 O3 C1 118.19(18) . . ?
O3 C1 H1A 109.5 . . ?
O3 C1 H1B 109.5 . . ?
O3 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O3 C2 C3 124.67(18) . . ?
O3 C2 C7 115.01(18) . . ?
C3 C2 C7 120.32(18) . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.54(19) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.9(2) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.9(2) . . ?
C6 C5 H5 120.1 . . ?
C5 C6 C7 119.44(18) . . ?
C5 C6 C8 122.01(18) . . ?
C7 C6 C8 118.55(18) . . ?
C2 C7 C6 119.93(19) . . ?
C2 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
O1 C8 C6 115.00(16) . . ?
O1 C8 C9 120.53(17) . . ?
C9 C8 C6 124.46(18) . . ?
C8 C9 H9 119.8 . . ?
C8 C9 C10 120.42(18) . . ?
C10 C9 H9 119.8 . . ?
O2 C10 C9 120.49(17) . . ?
O2 C10 C11 115.37(17) . . ?
C9 C10 C11 124.14(18) . . ?
C12 C11 C10 119.24(18) . . ?
C16 C11 C10 121.82(18) . . ?
C16 C11 C12 118.93(18) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.4(2) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 119.7 . . ?
C12 C13 C14 120.7(2) . . ?
C14 C13 H13 119.7 . . ?
C13 C14 C17 120.6(2) . . ?
C15 C14 C13 118.42(18) . . ?
C15 C14 C17 121.0(2) . . ?
C14 C15 H15 119.2 . . ?
C14 C15 C16 121.6(2) . . ?
C16 C15 H15 119.2 . . ?
C11 C16 H16 120.0 . . ?
C15 C16 C11 120.0(2) . . ?
C15 C16 H16 120.0 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
F1 B1 O1 108.35(19) . . ?
F1 B1 O2 108.67(19) . . ?
F2 B1 F1 111.56(19) . . ?
F2 B1 O1 108.22(18) . . ?
F2 B1 O2 108.97(19) . . ?
O2 B1 O1 111.09(17) . . ?

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 C9 C10 -3.2(3) . . . . ?
O2 C10 C11 C12 -12.2(3) . . . . ?
O2 C10 C11 C16 167.1(2) . . . . ?
O3 C2 C3 C4 180.0(2) . . . . ?
O3 C2 C7 C6 179.33(18) . . . . ?
C1 O3 C2 C3 3.0(3) . . . . ?
C1 O3 C2 C7 -177.8(2) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
C3 C2 C7 C6 -1.4(3) . . . . ?
C3 C4 C5 C6 -0.4(3) . . . . ?
C4 C5 C6 C7 -0.2(3) . . . . ?
C4 C5 C6 C8 178.6(2) . . . . ?
C5 C6 C7 C2 1.1(3) . . . . ?
C5 C6 C8 O1 176.52(18) . . . . ?
C5 C6 C8 C9 -2.3(3) . . . . ?
C6 C8 C9 C10 175.59(19) . . . . ?
C7 C2 C3 C4 0.8(3) . . . . ?
C7 C6 C8 O1 -4.6(3) . . . . ?
C7 C6 C8 C9 176.54(18) . . . . ?
C8 O1 B1 F1 -101.2(2) . . . . ?
C8 O1 B1 F2 137.7(2) . . . . ?
C8 O1 B1 O2 18.1(3) . . . . ?
C8 C6 C7 C2 -177.73(18) . . . . ?
C8 C9 C10 O2 2.4(3) . . . . ?
C8 C9 C10 C11 -176.31(18) . . . . ?
C9 C10 C11 C12 166.56(19) . . . . ?
C9 C10 C11 C16 -14.1(3) . . . . ?
C10 O2 B1 F1 100.3(2) . . . . ?
C10 O2 B1 F2 -138.0(2) . . . . ?
C10 O2 B1 O1 -18.8(3) . . . . ?
C10 C11 C12 C13 -179.5(2) . . . . ?
C10 C11 C16 C15 -178.8(2) . . . . ?
C11 C12 C13 C14 -1.9(4) . . . . ?
C12 C11 C16 C15 0.5(3) . . . . ?
C12 C13 C14 C15 1.0(4) . . . . ?
C12 C13 C14 C17 -179.6(2) . . . . ?
C13 C14 C15 C16 0.6(4) . . . . ?
C14 C15 C16 C11 -1.4(4) . . . . ?
C16 C11 C12 C13 1.1(3) . . . . ?
C17 C14 C15 C16 -178.8(2) . . . . ?
B1 O1 C8 C6 172.95(19) . . . . ?
B1 O1 C8 C9 -8.2(3) . . . . ?
B1 O2 C10 C9 9.7(3) . . . . ?
B1 O2 C10 C11 -171.48(19) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.487
_oxdiff_exptl_absorpt_empirical_full_min 0.638
####################################################################### 
# 
# 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_200k_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1977250'
loop_
_audit_author_name
_audit_author_address
'Jian-Xin Wang'
;College of Chemistry, Beijing Normal University
China
;
_audit_update_record             
;
2020-01-13 deposited with the CCDC.	2020-04-22 downloaded from the CCDC.
;
_audit_creation_date             2019-10-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H15 B F2 O3'
_chemical_formula_sum            'C17 H15 B F2 O3'
_chemical_formula_weight         316.10
_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                   7.7481(4)
_cell_length_b                   19.1442(7)
_cell_length_c                   10.2334(4)
_cell_angle_alpha                90
_cell_angle_beta                 103.133(4)
_cell_angle_gamma                90
_cell_volume                     1478.23(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6493
_cell_measurement_temperature    199.98(10)
_cell_measurement_theta_max      29.9670
_cell_measurement_theta_min      2.6730
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.969
_exptl_absorpt_coefficient_mu    0.111
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91406
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.851
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13362
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.851
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.653
_diffrn_reflns_theta_min         2.304
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      199.98(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.851
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  58.00   0.50    1.07    --   17.58 -95.00-101.00  168
  2  ω      4.00  30.00   0.50    1.07    --  -18.36 -99.00   0.00   52
  3  ω    -18.00  30.00   0.50    1.07    --  -18.36 -99.00  90.00   96
  4  ω    -24.00  42.00   0.50    1.07    --  -18.36  19.00 120.00  132
  5  ω    -60.00  30.00   0.50    1.07    --  -18.36  95.00   8.00  180
  6  ω     48.00  77.00   0.50    1.07    --   17.58 178.00-120.00   58
  7  ω    -67.00 -42.00   0.50    1.07    --  -18.36-178.00  60.00   50
  8  ω   -104.00 -71.00   0.50    1.07    --  -18.36-178.00  60.00   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0711410000
_diffrn_orient_matrix_UB_12      0.0237632000
_diffrn_orient_matrix_UB_13      0.0213256000
_diffrn_orient_matrix_UB_21      0.0450656000
_diffrn_orient_matrix_UB_22      -0.0251622000
_diffrn_orient_matrix_UB_23      0.0462673000
_diffrn_orient_matrix_UB_31      0.0418454000
_diffrn_orient_matrix_UB_32      -0.0132165000
_diffrn_orient_matrix_UB_33      -0.0496846000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2906
_reflns_number_total             3886
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3886
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0612
_refine_ls_R_factor_gt           0.0446
_refine_ls_restrained_S_all      1.070
_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)+(0.0509P)²+0.3605P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1124
_refine_ls_wR_factor_ref         0.1211
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C7(H7), C9(H9), C12(H12), C13(H13), C15(H15), C16(H16)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C17(H17A,H17B,H17C)
;
_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 0.24685(13) 0.70108(4) 0.33890(9) 0.0483(3) Uani 1 1 d . . . . .
F2 F 0.48743(13) 0.63627(5) 0.32626(9) 0.0477(3) Uani 1 1 d . . . . .
O1 O 0.41600(14) 0.65181(5) 0.53274(10) 0.0353(3) Uani 1 1 d . . . . .
O2 O 0.23296(14) 0.58123(5) 0.35543(9) 0.0353(2) Uani 1 1 d . . . . .
O3 O -0.11670(14) 0.41138(5) 0.06249(10) 0.0402(3) Uani 1 1 d . . . . .
C1 C -0.2098(2) 0.35131(9) -0.00017(16) 0.0442(4) Uani 1 1 d . . . . .
H1A H -0.259669 0.361284 -0.095181 0.066 Uiso 1 1 calc GR . . . .
H1B H -0.305697 0.339690 0.044116 0.066 Uiso 1 1 calc GR . . . .
H1C H -0.127741 0.311762 0.007580 0.066 Uiso 1 1 calc GR . . . .
C2 C -0.04157(18) 0.40735(7) 0.19648(14) 0.0298(3) Uani 1 1 d . . . . .
C3 C -0.05526(19) 0.35023(7) 0.27744(15) 0.0317(3) Uani 1 1 d . . . . .
H3 H -0.120273 0.310038 0.240448 0.038 Uiso 1 1 calc R . . . .
C4 C 0.0271(2) 0.35253(7) 0.41300(15) 0.0329(3) Uani 1 1 d . . . . .
H4 H 0.016891 0.313672 0.468495 0.039 Uiso 1 1 calc R . . . .
C5 C 0.12368(18) 0.41031(7) 0.46871(14) 0.0303(3) Uani 1 1 d . . . . .
H5 H 0.180037 0.410949 0.561411 0.036 Uiso 1 1 calc R . . . .
C6 C 0.13757(17) 0.46778(7) 0.38728(13) 0.0261(3) Uani 1 1 d . . . . .
C7 C 0.05361(18) 0.46632(7) 0.25119(14) 0.0289(3) Uani 1 1 d . . . . .
H7 H 0.061373 0.505518 0.195899 0.035 Uiso 1 1 calc R . . . .
C8 C 0.24141(17) 0.53002(7) 0.44082(13) 0.0255(3) Uani 1 1 d . . . . .
C9 C 0.34049(18) 0.53632(7) 0.57122(13) 0.0280(3) Uani 1 1 d . . . . .
H9 H 0.351386 0.497690 0.630820 0.034 Uiso 1 1 calc R . . . .
C10 C 0.42413(17) 0.59921(7) 0.61501(13) 0.0260(3) Uani 1 1 d . . . . .
C11 C 0.52127(17) 0.61276(7) 0.75326(13) 0.0271(3) Uani 1 1 d . . . . .
C12 C 0.57003(19) 0.68116(7) 0.79289(14) 0.0326(3) Uani 1 1 d . . . . .
H12 H 0.539481 0.718294 0.730320 0.039 Uiso 1 1 calc R . . . .
C13 C 0.6628(2) 0.69527(8) 0.92302(14) 0.0350(3) Uani 1 1 d . . . . .
H13 H 0.692641 0.742178 0.948944 0.042 Uiso 1 1 calc R . . . .
C14 C 0.71273(19) 0.64182(8) 1.01608(14) 0.0319(3) Uani 1 1 d . . . . .
C15 C 0.6651(2) 0.57350(8) 0.97555(14) 0.0339(3) Uani 1 1 d . . . . .
H15 H 0.698866 0.536268 1.037447 0.041 Uiso 1 1 calc R . . . .
C16 C 0.56968(19) 0.55904(7) 0.84699(14) 0.0321(3) Uani 1 1 d . . . . .
H16 H 0.536780 0.512246 0.822170 0.038 Uiso 1 1 calc R . . . .
C17 C 0.8142(2) 0.65718(9) 1.15725(15) 0.0413(4) Uani 1 1 d . . . . .
H17A H 0.871220 0.703007 1.159753 0.062 Uiso 1 1 calc GR . . . .
H17B H 0.904803 0.621204 1.186108 0.062 Uiso 1 1 calc GR . . . .
H17C H 0.732440 0.657319 1.217606 0.062 Uiso 1 1 calc GR . . . .
B1 B 0.3466(2) 0.64410(8) 0.38650(16) 0.0306(3) 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 1.3616(17) . ?
F2 B1 1.378(2) . ?
O1 C10 1.3049(16) . ?
O1 B1 1.4781(18) . ?
O2 C8 1.3050(15) . ?
O2 B1 1.4827(18) . ?
O3 C1 1.4296(17) . ?
O3 C2 1.3645(16) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.390(2) . ?
C2 C7 1.3942(18) . ?
C3 H3 0.9500 . ?
C3 C4 1.390(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.3838(19) . ?
C5 H5 0.9500 . ?
C5 C6 1.3990(18) . ?
C6 C7 1.3971(18) . ?
C6 C8 1.4720(17) . ?
C7 H7 0.9500 . ?
C8 C9 1.3854(18) . ?
C9 H9 0.9500 . ?
C9 C10 1.3923(18) . ?
C10 C11 1.4668(18) . ?
C11 C12 1.3972(19) . ?
C11 C16 1.3983(19) . ?
C12 H12 0.9500 . ?
C12 C13 1.3885(19) . ?
C13 H13 0.9500 . ?
C13 C14 1.391(2) . ?
C14 C15 1.396(2) . ?
C14 C17 1.5085(19) . ?
C15 H15 0.9500 . ?
C15 C16 1.383(2) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 O1 B1 121.96(11) . . ?
C8 O2 B1 121.96(11) . . ?
C2 O3 C1 117.51(11) . . ?
O3 C1 H1A 109.5 . . ?
O3 C1 H1B 109.5 . . ?
O3 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O3 C2 C3 124.76(12) . . ?
O3 C2 C7 115.07(12) . . ?
C3 C2 C7 120.16(12) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 C2 119.34(12) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 119.4 . . ?
C5 C4 C3 121.28(13) . . ?
C5 C4 H4 119.4 . . ?
C4 C5 H5 120.3 . . ?
C4 C5 C6 119.40(13) . . ?
C6 C5 H5 120.3 . . ?
C5 C6 C8 121.63(12) . . ?
C7 C6 C5 119.77(12) . . ?
C7 C6 C8 118.60(12) . . ?
C2 C7 C6 120.04(12) . . ?
C2 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
O2 C8 C6 114.76(11) . . ?
O2 C8 C9 120.80(12) . . ?
C9 C8 C6 124.43(12) . . ?
C8 C9 H9 120.0 . . ?
C8 C9 C10 120.06(12) . . ?
C10 C9 H9 120.0 . . ?
O1 C10 C9 120.60(12) . . ?
O1 C10 C11 115.14(11) . . ?
C9 C10 C11 124.24(12) . . ?
C12 C11 C10 119.43(12) . . ?
C12 C11 C16 118.53(12) . . ?
C16 C11 C10 122.03(12) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.50(13) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 119.5 . . ?
C12 C13 C14 121.08(13) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 C15 118.16(13) . . ?
C13 C14 C17 121.03(13) . . ?
C15 C14 C17 120.81(13) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.22(13) . . ?
C16 C15 H15 119.4 . . ?
C11 C16 H16 119.8 . . ?
C15 C16 C11 120.49(13) . . ?
C15 C16 H16 119.8 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
F1 B1 F2 111.72(12) . . ?
F1 B1 O1 109.17(12) . . ?
F1 B1 O2 108.20(12) . . ?
F2 B1 O1 108.74(12) . . ?
F2 B1 O2 107.94(12) . . ?
O1 B1 O2 111.09(11) . . ?

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 C10 C11 C12 10.82(19) . . . . ?
O1 C10 C11 C16 -168.13(13) . . . . ?
O2 C8 C9 C10 3.8(2) . . . . ?
O3 C2 C3 C4 -179.83(13) . . . . ?
O3 C2 C7 C6 -179.42(12) . . . . ?
C1 O3 C2 C3 -2.8(2) . . . . ?
C1 O3 C2 C7 177.48(13) . . . . ?
C2 C3 C4 C5 -0.5(2) . . . . ?
C3 C2 C7 C6 0.9(2) . . . . ?
C3 C4 C5 C6 0.5(2) . . . . ?
C4 C5 C6 C7 0.2(2) . . . . ?
C4 C5 C6 C8 -178.83(13) . . . . ?
C5 C6 C7 C2 -0.9(2) . . . . ?
C5 C6 C8 O2 -175.75(12) . . . . ?
C5 C6 C8 C9 3.5(2) . . . . ?
C6 C8 C9 C10 -175.45(12) . . . . ?
C7 C2 C3 C4 -0.1(2) . . . . ?
C7 C6 C8 O2 5.20(18) . . . . ?
C7 C6 C8 C9 -175.52(12) . . . . ?
C8 O2 B1 F1 -139.64(13) . . . . ?
C8 O2 B1 F2 99.30(14) . . . . ?
C8 O2 B1 O1 -19.82(19) . . . . ?
C8 C6 C7 C2 178.17(12) . . . . ?
C8 C9 C10 O1 -2.7(2) . . . . ?
C8 C9 C10 C11 175.49(12) . . . . ?
C9 C10 C11 C12 -167.45(13) . . . . ?
C9 C10 C11 C16 13.6(2) . . . . ?
C10 O1 B1 F1 140.18(13) . . . . ?
C10 O1 B1 F2 -97.70(15) . . . . ?
C10 O1 B1 O2 20.95(19) . . . . ?
C10 C11 C12 C13 -179.69(13) . . . . ?
C10 C11 C16 C15 178.38(13) . . . . ?
C11 C12 C13 C14 1.4(2) . . . . ?
C12 C11 C16 C15 -0.6(2) . . . . ?
C12 C13 C14 C15 -0.8(2) . . . . ?
C12 C13 C14 C17 179.73(14) . . . . ?
C13 C14 C15 C16 -0.5(2) . . . . ?
C14 C15 C16 C11 1.2(2) . . . . ?
C16 C11 C12 C13 -0.7(2) . . . . ?
C17 C14 C15 C16 178.97(14) . . . . ?
B1 O1 C10 C9 -10.9(2) . . . . ?
B1 O1 C10 C11 170.81(12) . . . . ?
B1 O2 C8 C6 -172.05(12) . . . . ?
B1 O2 C8 C9 8.6(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 1.156
_oxdiff_exptl_absorpt_empirical_full_min 0.876
####################################################################### 
# 
# 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_400k_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1977233'
loop_
_audit_author_name
_audit_author_address
'Jian-Xin Wang'
;College of Chemistry, Beijing Normal University
China
;
_audit_update_record             
;
2020-01-13 deposited with the CCDC.	2020-04-22 downloaded from the CCDC.
;
_audit_creation_date             2019-10-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H21 B F2 O3'
_chemical_formula_sum            'C20 H21 B F2 O3'
_chemical_formula_weight         358.18
_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           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   7.1936(15)
_cell_length_b                   10.205(3)
_cell_length_c                   50.76(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3727(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3323
_cell_measurement_temperature    399.9(3)
_cell_measurement_theta_max      29.4450
_cell_measurement_theta_min      2.9240
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.949
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47240
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.58a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1199
_diffrn_reflns_av_unetI/netI     0.0870
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.872
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -70
_diffrn_reflns_number            20217
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.872
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.856
_diffrn_reflns_theta_min         2.407
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      399.9(3)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.872
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -4.00  87.00   0.25    2.00    --   17.58  57.00  30.00  364
  2  ω     33.00  72.00   0.25    2.00    --   17.58  77.00 120.00  156
  3  ω     -1.00  30.00   0.25    2.00    --   17.58  77.00 120.00  124
  4  ω    -12.00  93.00   0.25    2.00    --   17.58  57.00  90.00  420
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0873854000
_diffrn_orient_matrix_UB_12      -0.0050135000
_diffrn_orient_matrix_UB_13      0.0063195000
_diffrn_orient_matrix_UB_21      -0.0437850000
_diffrn_orient_matrix_UB_22      -0.0046267000
_diffrn_orient_matrix_UB_23      0.0125548000
_diffrn_orient_matrix_UB_31      -0.0034466000
_diffrn_orient_matrix_UB_32      -0.0689288000
_diffrn_orient_matrix_UB_33      -0.0015158000
_diffrn_oxdiff_digest_frames     
;
0108a728e287377d75bb0c93cfff91b747010649025
;
_diffrn_oxdiff_digest_hkl        
;
0130a798f802ce23d34316331725435b733665
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2367
_reflns_number_total             5122
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.58a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.58a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.58a (Rigaku OD, 2019)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.283
_refine_diff_density_min         -0.488
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         5122
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1737
_refine_ls_R_factor_gt           0.1104
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3171
_refine_ls_wR_factor_ref         0.3638
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C7(H7), C13(H13), C16(H16), C12(H12), C5(H5), C15(H15), C3(H3), C4(H4)
2.b Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C1(H1A,H1B,H1C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
;
_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
O2 O 0.4395(3) 0.6296(2) 0.62291(4) 0.0809(7) Uani 1 1 d . . . . .
O1 O 0.4354(3) 0.8001(2) 0.58889(4) 0.0840(7) Uani 1 1 d . . . . .
C11 C 0.7128(4) 0.5464(3) 0.64151(5) 0.0619(7) Uani 1 1 d . . . . .
C10 C 0.6198(4) 0.6337(3) 0.62273(5) 0.0593(7) Uani 1 1 d . . . . .
C6 C 0.7049(4) 0.8913(3) 0.57086(5) 0.0643(7) Uani 1 1 d . . . . .
C8 C 0.6157(4) 0.7999(3) 0.58925(5) 0.0614(7) Uani 1 1 d . . . . .
C9 C 0.7106(4) 0.7179(3) 0.60601(6) 0.0710(8) Uani 1 1 d . . . . .
H9 H 0.839860 0.719579 0.606024 0.085 Uiso 1 1 calc R . . . .
F2 F 0.2235(3) 0.7938(2) 0.62338(4) 0.1095(8) Uani 1 1 d . . . . .
F1 F 0.2066(3) 0.6448(2) 0.59159(4) 0.1074(8) Uani 1 1 d . . . . .
C7 C 0.5977(4) 0.9730(3) 0.55461(5) 0.0696(8) Uani 1 1 d . . . . .
H7 H 0.468679 0.969319 0.555447 0.083 Uiso 1 1 calc R . . . .
C14 C 0.8870(4) 0.3934(3) 0.68089(5) 0.0689(8) Uani 1 1 d . . . . .
C13 C 0.6986(4) 0.3803(3) 0.67520(6) 0.0753(8) Uani 1 1 d . . . . .
H13 H 0.628263 0.319754 0.684579 0.090 Uiso 1 1 calc R . . . .
C2 C 0.6825(4) 1.0587(3) 0.53743(6) 0.0778(9) Uani 1 1 d . . . . .
O3 O 0.5918(4) 1.1420(3) 0.52072(5) 0.1083(9) Uani 1 1 d . . . . .
C16 C 0.9014(4) 0.5564(4) 0.64630(6) 0.0822(9) Uani 1 1 d . . . . .
H16 H 0.972860 0.614798 0.636534 0.099 Uiso 1 1 calc R . . . .
C12 C 0.6136(4) 0.4547(3) 0.65607(6) 0.0735(8) Uani 1 1 d . . . . .
H12 H 0.487351 0.443379 0.652827 0.088 Uiso 1 1 calc R . . . .
C5 C 0.8960(4) 0.8979(4) 0.56933(7) 0.0863(10) Uani 1 1 d . . . . .
H5 H 0.969103 0.844638 0.579999 0.104 Uiso 1 1 calc R . . . .
C15 C 0.9848(4) 0.4803(4) 0.66547(7) 0.0875(10) Uani 1 1 d . . . . .
H15 H 1.112262 0.488102 0.668061 0.105 Uiso 1 1 calc R . . . .
C3 C 0.8732(5) 1.0626(4) 0.53573(7) 0.0950(11) Uani 1 1 d . . . . .
H3 H 0.930822 1.118152 0.523721 0.114 Uiso 1 1 calc R . . . .
B1 B 0.3220(5) 0.7170(4) 0.60664(7) 0.0755(10) Uani 1 1 d . . . . .
C17 C 0.9813(5) 0.3200(4) 0.70401(6) 0.0832(10) Uani 1 1 d . . . . .
C4 C 0.9783(4) 0.9837(5) 0.55190(9) 0.1071(13) Uani 1 1 d . . . . .
H4 H 1.107287 0.988419 0.551055 0.129 Uiso 1 1 calc R . . . .
C18 C 0.8595(7) 0.2119(5) 0.71547(9) 0.1200(14) Uani 1 1 d . . . . .
H18A H 0.743846 0.248671 0.721317 0.180 Uiso 1 1 calc GR . . . .
H18B H 0.922148 0.171954 0.730115 0.180 Uiso 1 1 calc GR . . . .
H18C H 0.835947 0.146989 0.702199 0.180 Uiso 1 1 calc GR . . . .
C1 C 0.3934(5) 1.1460(5) 0.52201(8) 0.1101(14) Uani 1 1 d . . . . .
H1A H 0.347520 1.210731 0.509929 0.165 Uiso 1 1 calc GR . . . .
H1B H 0.355463 1.168243 0.539584 0.165 Uiso 1 1 calc GR . . . .
H1C H 0.343937 1.061699 0.517398 0.165 Uiso 1 1 calc GR . . . .
C19 C 1.0082(6) 0.4203(5) 0.72650(9) 0.1322(18) Uani 1 1 d . . . . .
H19A H 1.091350 0.488246 0.720791 0.198 Uiso 1 1 calc GR . . . .
H19B H 1.059764 0.376989 0.741609 0.198 Uiso 1 1 calc GR . . . .
H19C H 0.890322 0.458089 0.731058 0.198 Uiso 1 1 calc GR . . . .
C20 C 1.1611(7) 0.2630(7) 0.69468(11) 0.168(3) Uani 1 1 d . . . . .
H20A H 1.141894 0.219425 0.678141 0.252 Uiso 1 1 calc GR . . . .
H20B H 1.205969 0.201165 0.707429 0.252 Uiso 1 1 calc GR . . . .
H20C H 1.250721 0.331809 0.692473 0.252 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C10 1.298(3) . ?
O2 B1 1.480(4) . ?
O1 C8 1.297(3) . ?
O1 B1 1.482(4) . ?
C11 C10 1.466(3) . ?
C11 C16 1.383(4) . ?
C11 C12 1.390(4) . ?
C10 C9 1.374(4) . ?
C6 C8 1.468(4) . ?
C6 C7 1.404(4) . ?
C6 C5 1.379(4) . ?
C8 C9 1.375(4) . ?
C9 H9 0.9300 . ?
F2 B1 1.356(4) . ?
F1 B1 1.347(4) . ?
C7 H7 0.9300 . ?
C7 C2 1.377(4) . ?
C14 C13 1.392(4) . ?
C14 C15 1.376(4) . ?
C14 C17 1.549(4) . ?
C13 H13 0.9300 . ?
C13 C12 1.375(4) . ?
C2 O3 1.367(4) . ?
C2 C3 1.376(5) . ?
O3 C1 1.429(4) . ?
C16 H16 0.9300 . ?
C16 C15 1.382(4) . ?
C12 H12 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.379(5) . ?
C15 H15 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.376(5) . ?
C17 C18 1.524(6) . ?
C17 C19 1.545(6) . ?
C17 C20 1.495(6) . ?
C4 H4 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?

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
C10 O2 B1 123.2(2) . . ?
C8 O1 B1 122.8(2) . . ?
C16 C11 C10 121.2(2) . . ?
C16 C11 C12 117.4(2) . . ?
C12 C11 C10 121.4(2) . . ?
O2 C10 C11 115.6(2) . . ?
O2 C10 C9 120.0(2) . . ?
C9 C10 C11 124.4(2) . . ?
C7 C6 C8 120.8(2) . . ?
C5 C6 C8 120.2(2) . . ?
C5 C6 C7 119.1(2) . . ?
O1 C8 C6 115.3(2) . . ?
O1 C8 C9 120.4(2) . . ?
C9 C8 C6 124.3(2) . . ?
C10 C9 C8 121.8(3) . . ?
C10 C9 H9 119.1 . . ?
C8 C9 H9 119.1 . . ?
C6 C7 H7 119.8 . . ?
C2 C7 C6 120.4(3) . . ?
C2 C7 H7 119.8 . . ?
C13 C14 C17 122.5(3) . . ?
C15 C14 C13 116.2(3) . . ?
C15 C14 C17 121.2(3) . . ?
C14 C13 H13 119.1 . . ?
C12 C13 C14 121.8(3) . . ?
C12 C13 H13 119.1 . . ?
O3 C2 C7 125.2(3) . . ?
O3 C2 C3 114.8(3) . . ?
C3 C2 C7 120.0(3) . . ?
C2 O3 C1 117.8(2) . . ?
C11 C16 H16 119.7 . . ?
C15 C16 C11 120.6(3) . . ?
C15 C16 H16 119.7 . . ?
C11 C12 H12 119.4 . . ?
C13 C12 C11 121.3(3) . . ?
C13 C12 H12 119.4 . . ?
C6 C5 H5 120.2 . . ?
C4 C5 C6 119.7(3) . . ?
C4 C5 H5 120.2 . . ?
C14 C15 C16 122.7(3) . . ?
C14 C15 H15 118.6 . . ?
C16 C15 H15 118.6 . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.6(3) . . ?
C4 C3 H3 120.2 . . ?
O2 B1 O1 111.7(2) . . ?
F2 B1 O2 107.3(3) . . ?
F2 B1 O1 109.8(3) . . ?
F1 B1 O2 109.8(3) . . ?
F1 B1 O1 107.9(3) . . ?
F1 B1 F2 110.4(3) . . ?
C18 C17 C14 112.8(3) . . ?
C18 C17 C19 105.6(3) . . ?
C19 C17 C14 107.1(3) . . ?
C20 C17 C14 109.1(3) . . ?
C20 C17 C18 109.6(4) . . ?
C20 C17 C19 112.6(4) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 C5 121.2(3) . . ?
C3 C4 H4 119.4 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O3 C1 H1A 109.5 . . ?
O3 C1 H1B 109.5 . . ?
O3 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C10 C9 C8 0.3(4) . . . . ?
O1 C8 C9 C10 0.3(4) . . . . ?
C11 C10 C9 C8 -178.4(3) . . . . ?
C11 C16 C15 C14 -1.0(6) . . . . ?
C10 O2 B1 O1 4.7(4) . . . . ?
C10 O2 B1 F2 -115.6(3) . . . . ?
C10 O2 B1 F1 124.3(3) . . . . ?
C10 C11 C16 C15 175.1(3) . . . . ?
C10 C11 C12 C13 -174.7(3) . . . . ?
C6 C8 C9 C10 -179.6(3) . . . . ?
C6 C7 C2 O3 179.8(3) . . . . ?
C6 C7 C2 C3 1.4(5) . . . . ?
C6 C5 C4 C3 -0.6(7) . . . . ?
C8 O1 B1 O2 -4.1(4) . . . . ?
C8 O1 B1 F2 114.8(3) . . . . ?
C8 O1 B1 F1 -124.8(3) . . . . ?
C8 C6 C7 C2 179.9(3) . . . . ?
C8 C6 C5 C4 179.7(4) . . . . ?
C7 C6 C8 O1 0.9(4) . . . . ?
C7 C6 C8 C9 -179.2(3) . . . . ?
C7 C6 C5 C4 -0.2(5) . . . . ?
C7 C2 O3 C1 3.4(5) . . . . ?
C7 C2 C3 C4 -2.2(6) . . . . ?
C14 C13 C12 C11 0.1(5) . . . . ?
C13 C14 C15 C16 3.4(5) . . . . ?
C13 C14 C17 C18 12.9(5) . . . . ?
C13 C14 C17 C19 -102.9(4) . . . . ?
C13 C14 C17 C20 135.0(5) . . . . ?
C2 C3 C4 C5 1.8(7) . . . . ?
O3 C2 C3 C4 179.2(4) . . . . ?
C16 C11 C10 O2 -169.5(3) . . . . ?
C16 C11 C10 C9 9.2(5) . . . . ?
C16 C11 C12 C13 2.4(5) . . . . ?
C12 C11 C10 O2 7.5(4) . . . . ?
C12 C11 C10 C9 -173.8(3) . . . . ?
C12 C11 C16 C15 -2.0(5) . . . . ?
C5 C6 C8 O1 -179.1(3) . . . . ?
C5 C6 C8 C9 0.9(5) . . . . ?
C5 C6 C7 C2 -0.1(5) . . . . ?
C15 C14 C13 C12 -2.9(5) . . . . ?
C15 C14 C17 C18 -170.1(3) . . . . ?
C15 C14 C17 C19 74.1(4) . . . . ?
C15 C14 C17 C20 -48.0(5) . . . . ?
C3 C2 O3 C1 -178.1(4) . . . . ?
B1 O2 C10 C11 175.7(3) . . . . ?
B1 O2 C10 C9 -3.0(4) . . . . ?
B1 O1 C8 C6 -178.2(3) . . . . ?
B1 O1 C8 C9 1.9(4) . . . . ?
C17 C14 C13 C12 174.2(3) . . . . ?
C17 C14 C15 C16 -173.8(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 4.630
_oxdiff_exptl_absorpt_empirical_full_min 0.409
####################################################################### 
# 
# 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_300k_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1977234'
loop_
_audit_author_name
_audit_author_address
'Jian-Xin Wang'
;College of Chemistry, Beijing Normal University
China
;
_audit_update_record             
;
2020-01-13 deposited with the CCDC.	2020-04-22 downloaded from the CCDC.
;
_audit_creation_date             2019-10-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H21 B F2 O3'
_chemical_formula_sum            'C20 H21 B F2 O3'
_chemical_formula_weight         358.18
_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           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   7.2099(10)
_cell_length_b                   10.1738(9)
_cell_length_c                   49.415(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3624.7(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3802
_cell_measurement_temperature    300.00(17)
_cell_measurement_theta_max      28.3110
_cell_measurement_theta_min      2.9160
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.947
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.02848
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0856
_diffrn_reflns_av_unetI/netI     0.0687
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.883
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       67
_diffrn_reflns_limit_l_min       -69
_diffrn_reflns_number            21132
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.883
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.565
_diffrn_reflns_theta_min         2.473
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      300.00(17)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.883
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -18.00  71.00   0.25    0.60    --   17.58  77.00  90.00  356
  2  ω    -17.00  31.00   0.25    0.60    --   17.58  77.00-120.00  192
  3  ω     60.00  96.00   0.25    0.60    --   17.58  77.00-120.00  144
  4  ω    -56.00  56.00   0.25    0.60    --  -18.36  77.00 150.00  448
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0750308000
_diffrn_orient_matrix_UB_12      -0.0011965000
_diffrn_orient_matrix_UB_13      -0.0092673000
_diffrn_orient_matrix_UB_21      0.0624956000
_diffrn_orient_matrix_UB_22      -0.0131340000
_diffrn_orient_matrix_UB_23      -0.0107647000
_diffrn_orient_matrix_UB_31      -0.0107777000
_diffrn_orient_matrix_UB_32      -0.0684603000
_diffrn_orient_matrix_UB_33      0.0022017000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2801
_reflns_number_total             4923
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         4923
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1356
_refine_ls_R_factor_gt           0.0887
_refine_ls_restrained_S_all      1.046
_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)+(0.1332P)²+1.5942P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2518
_refine_ls_wR_factor_ref         0.2803
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C7(H7), C9(H9), C12(H12), C13(H13), C15(H15), C16(H16)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
;
_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 0.2030(3) 0.63453(19) 0.59141(4) 0.0716(6) Uani 1 1 d . . . . .
F2 F 0.2220(3) 0.7851(2) 0.62408(4) 0.0732(6) Uani 1 1 d . . . . .
O1 O 0.4346(2) 0.7915(2) 0.58892(4) 0.0567(6) Uani 1 1 d . . . . .
O2 O 0.4382(2) 0.6176(2) 0.62318(4) 0.0541(5) Uani 1 1 d . . . . .
O3 O 0.5923(3) 1.1405(2) 0.52048(5) 0.0695(7) Uani 1 1 d . . . . .
C1 C 0.3945(5) 1.1443(4) 0.52210(7) 0.0717(10) Uani 1 1 d . . . . .
H1A H 0.347084 1.203800 0.508706 0.107 Uiso 1 1 calc GR . . . .
H1B H 0.357879 1.173605 0.539776 0.107 Uiso 1 1 calc GR . . . .
H1C H 0.345511 1.057892 0.518904 0.107 Uiso 1 1 calc GR . . . .
C2 C 0.6841(4) 1.0554(3) 0.53723(5) 0.0505(7) Uani 1 1 d . . . . .
C3 C 0.8756(4) 1.0604(3) 0.53579(7) 0.0631(8) Uani 1 1 d . . . . .
H3 H 0.932964 1.118326 0.523889 0.076 Uiso 1 1 calc R . . . .
C4 C 0.9815(4) 0.9794(4) 0.55202(7) 0.0674(9) Uani 1 1 d . . . . .
H4 H 1.110157 0.983984 0.551167 0.081 Uiso 1 1 calc R . . . .
C5 C 0.8980(4) 0.8917(3) 0.56949(6) 0.0569(8) Uani 1 1 d . . . . .
H5 H 0.970196 0.837213 0.580327 0.068 Uiso 1 1 calc R . . . .
C6 C 0.7068(3) 0.8850(2) 0.57084(5) 0.0411(6) Uani 1 1 d . . . . .
C7 C 0.5982(4) 0.9684(3) 0.55470(5) 0.0451(6) Uani 1 1 d . . . . .
H7 H 0.469532 0.965248 0.555740 0.054 Uiso 1 1 calc R . . . .
C8 C 0.6148(3) 0.7922(2) 0.58947(5) 0.0400(6) Uani 1 1 d . . . . .
C9 C 0.7112(3) 0.7094(3) 0.60630(5) 0.0451(6) Uani 1 1 d . . . . .
H9 H 0.840108 0.711788 0.606455 0.054 Uiso 1 1 calc R . . . .
C10 C 0.6183(3) 0.6226(2) 0.62301(5) 0.0388(5) Uani 1 1 d . . . . .
C11 C 0.7129(3) 0.5330(2) 0.64187(5) 0.0402(6) Uani 1 1 d . . . . .
C12 C 0.6108(4) 0.4405(3) 0.65625(5) 0.0458(6) Uani 1 1 d . . . . .
H12 H 0.484579 0.430739 0.652924 0.055 Uiso 1 1 calc R . . . .
C13 C 0.6973(4) 0.3624(3) 0.67560(5) 0.0484(6) Uani 1 1 d . . . . .
H13 H 0.627552 0.300184 0.684905 0.058 Uiso 1 1 calc R . . . .
C14 C 0.8850(4) 0.3747(2) 0.68144(5) 0.0444(6) Uani 1 1 d . . . . .
C15 C 0.9852(4) 0.4657(3) 0.66624(6) 0.0560(8) Uani 1 1 d . . . . .
H15 H 1.111839 0.474475 0.669292 0.067 Uiso 1 1 calc R . . . .
C16 C 0.9022(4) 0.5432(3) 0.64682(6) 0.0524(7) Uani 1 1 d . . . . .
H16 H 0.973225 0.602619 0.636973 0.063 Uiso 1 1 calc R . . . .
C17 C 0.9801(4) 0.3011(3) 0.70466(6) 0.0541(7) Uani 1 1 d . . . . .
C18 C 0.8573(5) 0.1904(3) 0.71592(7) 0.0734(10) Uani 1 1 d . . . . .
H18A H 0.746784 0.227516 0.723594 0.110 Uiso 1 1 calc GR . . . .
H18B H 0.924038 0.143247 0.729642 0.110 Uiso 1 1 calc GR . . . .
H18C H 0.824434 0.131336 0.701549 0.110 Uiso 1 1 calc GR . . . .
C19 C 1.0110(6) 0.3998(4) 0.72756(8) 0.0848(12) Uani 1 1 d . . . . .
H19A H 1.100618 0.464078 0.721988 0.127 Uiso 1 1 calc GR . . . .
H19B H 1.055678 0.354479 0.743303 0.127 Uiso 1 1 calc GR . . . .
H19C H 0.895957 0.442725 0.731758 0.127 Uiso 1 1 calc GR . . . .
C20 C 1.1630(5) 0.2405(5) 0.69530(9) 0.1009(16) Uani 1 1 d . . . . .
H20A H 1.141362 0.186667 0.679659 0.151 Uiso 1 1 calc GR . . . .
H20B H 1.213766 0.187470 0.709573 0.151 Uiso 1 1 calc GR . . . .
H20C H 1.248943 0.309155 0.690799 0.151 Uiso 1 1 calc GR . . . .
B1 B 0.3210(4) 0.7081(3) 0.60702(7) 0.0490(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 1.371(4) . ?
F2 B1 1.354(4) . ?
O1 C8 1.299(3) . ?
O1 B1 1.480(4) . ?
O2 C10 1.300(3) . ?
O2 B1 1.483(3) . ?
O3 C1 1.429(4) . ?
O3 C2 1.368(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.383(4) . ?
C2 C7 1.383(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.380(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.380(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.382(4) . ?
C6 C7 1.403(3) . ?
C6 C8 1.476(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.372(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.382(3) . ?
C10 C11 1.471(3) . ?
C11 C12 1.391(3) . ?
C11 C16 1.390(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.391(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.389(4) . ?
C14 C15 1.394(4) . ?
C14 C17 1.533(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.378(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.536(5) . ?
C17 C19 1.529(5) . ?
C17 C20 1.527(5) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?

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 123.0(2) . . ?
C10 O2 B1 122.8(2) . . ?
C2 O3 C1 117.8(2) . . ?
O3 C1 H1A 109.5 . . ?
O3 C1 H1B 109.5 . . ?
O3 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O3 C2 C3 115.4(2) . . ?
O3 C2 C7 124.5(3) . . ?
C7 C2 C3 120.1(3) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.0(3) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 119.7 . . ?
C5 C4 C3 120.5(3) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.8(3) . . ?
C6 C5 H5 120.1 . . ?
C5 C6 C7 119.9(2) . . ?
C5 C6 C8 120.6(2) . . ?
C7 C6 C8 119.4(2) . . ?
C2 C7 C6 119.5(2) . . ?
C2 C7 H7 120.2 . . ?
C6 C7 H7 120.2 . . ?
O1 C8 C6 116.1(2) . . ?
O1 C8 C9 121.0(2) . . ?
C9 C8 C6 122.9(2) . . ?
C8 C9 H9 119.7 . . ?
C8 C9 C10 120.6(2) . . ?
C10 C9 H9 119.7 . . ?
O2 C10 C9 120.8(2) . . ?
O2 C10 C11 115.8(2) . . ?
C9 C10 C11 123.4(2) . . ?
C12 C11 C10 119.9(2) . . ?
C16 C11 C10 121.4(2) . . ?
C16 C11 C12 118.7(2) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0(2) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 119.1 . . ?
C14 C13 C12 121.9(2) . . ?
C14 C13 H13 119.1 . . ?
C13 C14 C15 116.9(2) . . ?
C13 C14 C17 123.2(2) . . ?
C15 C14 C17 119.8(2) . . ?
C14 C15 H15 119.0 . . ?
C16 C15 C14 122.0(3) . . ?
C16 C15 H15 119.0 . . ?
C11 C16 H16 119.8 . . ?
C15 C16 C11 120.4(2) . . ?
C15 C16 H16 119.8 . . ?
C14 C17 C18 111.8(3) . . ?
C19 C17 C14 107.3(3) . . ?
C19 C17 C18 107.3(3) . . ?
C20 C17 C14 110.9(3) . . ?
C20 C17 C18 108.1(3) . . ?
C20 C17 C19 111.3(3) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
F1 B1 O1 108.5(2) . . ?
F1 B1 O2 108.5(2) . . ?
F2 B1 F1 109.8(2) . . ?
F2 B1 O1 109.7(3) . . ?
F2 B1 O2 108.9(2) . . ?
O1 B1 O2 111.5(2) . . ?

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 C9 C10 0.3(4) . . . . ?
O2 C10 C11 C12 7.0(4) . . . . ?
O2 C10 C11 C16 -169.6(3) . . . . ?
O3 C2 C3 C4 179.4(3) . . . . ?
O3 C2 C7 C6 179.6(3) . . . . ?
C1 O3 C2 C3 -176.9(3) . . . . ?
C1 O3 C2 C7 3.2(5) . . . . ?
C2 C3 C4 C5 0.9(6) . . . . ?
C3 C2 C7 C6 -0.3(4) . . . . ?
C3 C4 C5 C6 -0.2(6) . . . . ?
C4 C5 C6 C7 -0.7(5) . . . . ?
C4 C5 C6 C8 -179.8(3) . . . . ?
C5 C6 C7 C2 1.0(4) . . . . ?
C5 C6 C8 O1 -178.8(3) . . . . ?
C5 C6 C8 C9 0.4(4) . . . . ?
C6 C8 C9 C10 -178.8(2) . . . . ?
C7 C2 C3 C4 -0.7(5) . . . . ?
C7 C6 C8 O1 2.2(4) . . . . ?
C7 C6 C8 C9 -178.6(2) . . . . ?
C8 O1 B1 F1 -125.5(3) . . . . ?
C8 O1 B1 F2 114.5(3) . . . . ?
C8 O1 B1 O2 -6.2(4) . . . . ?
C8 C6 C7 C2 -180.0(2) . . . . ?
C8 C9 C10 O2 -0.1(4) . . . . ?
C8 C9 C10 C11 -178.8(2) . . . . ?
C9 C10 C11 C12 -174.3(2) . . . . ?
C9 C10 C11 C16 9.2(4) . . . . ?
C10 O2 B1 F1 125.7(3) . . . . ?
C10 O2 B1 F2 -114.7(3) . . . . ?
C10 O2 B1 O1 6.4(4) . . . . ?
C10 C11 C12 C13 -175.1(2) . . . . ?
C10 C11 C16 C15 174.5(3) . . . . ?
C11 C12 C13 C14 0.8(4) . . . . ?
C12 C11 C16 C15 -2.1(4) . . . . ?
C12 C13 C14 C15 -2.4(4) . . . . ?
C12 C13 C14 C17 173.2(3) . . . . ?
C13 C14 C15 C16 1.9(5) . . . . ?
C13 C14 C17 C18 13.5(4) . . . . ?
C13 C14 C17 C19 -103.9(3) . . . . ?
C13 C14 C17 C20 134.3(4) . . . . ?
C14 C15 C16 C11 0.4(5) . . . . ?
C15 C14 C17 C18 -171.0(3) . . . . ?
C15 C14 C17 C19 71.6(4) . . . . ?
C15 C14 C17 C20 -50.2(4) . . . . ?
C16 C11 C12 C13 1.5(4) . . . . ?
C17 C14 C15 C16 -173.9(3) . . . . ?
B1 O1 C8 C6 -177.6(3) . . . . ?
B1 O1 C8 C9 3.2(4) . . . . ?
B1 O2 C10 C9 -3.6(4) . . . . ?
B1 O2 C10 C11 175.2(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 21.696
_oxdiff_exptl_absorpt_empirical_full_min 0.434
####################################################################### 
# 
# 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_200k_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1977249'
loop_
_audit_author_name
_audit_author_address
'Jian-Xin Wang'
;College of Chemistry, Beijing Normal University
China
;
_audit_update_record             
;
2020-01-13 deposited with the CCDC.	2020-04-22 downloaded from the CCDC.
;
_audit_creation_date             2019-10-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H21 B F2 O3'
_chemical_formula_sum            'C20 H21 B F2 O3'
_chemical_formula_weight         358.18
_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           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.1750(2)
_cell_length_b                   10.0917(3)
_cell_length_c                   49.0041(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3548.29(17)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    16137
_cell_measurement_temperature    200.03(16)
_cell_measurement_theta_max      30.3680
_cell_measurement_theta_min      2.4740
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.946
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63596
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0655
_diffrn_reflns_av_unetI/netI     0.0364
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.915
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       68
_diffrn_reflns_limit_l_min       -69
_diffrn_reflns_number            40487
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.915
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.717
_diffrn_reflns_theta_min         2.494
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      200.03(16)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.915
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     15.00  89.86   0.38    0.77    --   17.58  77.00 -30.00  197
  2  ω     -5.00  95.32   0.38    0.77    --   17.58  77.00  90.00  264
  3  ω     -8.00  82.06   0.38    0.77    --   17.58  77.00-120.00  237
  4  ω    -17.00  87.12   0.38    0.77    --   17.58  77.00  30.00  274
  5  ω    -52.00  20.20   0.38    0.77    --  -18.36  77.00-120.00  190
  6  ω    -37.00  55.72   0.38    0.77    --  -18.36  77.00 120.00  244
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0773799000
_diffrn_orient_matrix_UB_12      0.0009682000
_diffrn_orient_matrix_UB_13      -0.0089985000
_diffrn_orient_matrix_UB_21      0.0604037000
_diffrn_orient_matrix_UB_22      -0.0120553000
_diffrn_orient_matrix_UB_23      -0.0111878000
_diffrn_orient_matrix_UB_31      -0.0116405000
_diffrn_orient_matrix_UB_32      -0.0692497000
_diffrn_orient_matrix_UB_33      0.0018202000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3793
_reflns_number_total             5061
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29a (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.345
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         5061
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0933
_refine_ls_R_factor_gt           0.0729
_refine_ls_restrained_S_all      1.095
_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)+(0.0848P)²+3.4158P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1964
_refine_ls_wR_factor_ref         0.2066
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C7(H7), C9(H9), C12(H12), C13(H13), C15(H15), C16(H16)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
;
_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 0.2005(2) 0.62721(16) 0.59124(3) 0.0442(4) Uani 1 1 d . . . . .
F2 F 0.2218(2) 0.77863(16) 0.62455(3) 0.0458(4) Uani 1 1 d . . . . .
O1 O 0.43447(19) 0.78511(16) 0.58883(3) 0.0341(4) Uani 1 1 d . . . . .
O2 O 0.43749(19) 0.60869(16) 0.62329(3) 0.0330(4) Uani 1 1 d . . . . .
O3 O 0.5934(2) 1.13932(18) 0.52038(3) 0.0409(4) Uani 1 1 d . . . . .
C1 C 0.3941(3) 1.1421(3) 0.52213(5) 0.0421(6) Uani 1 1 d . . . . .
H1A H 0.345060 1.207979 0.509312 0.063 Uiso 1 1 calc GR . . . .
H1B H 0.356741 1.165724 0.540742 0.063 Uiso 1 1 calc GR . . . .
H1C H 0.344184 1.054510 0.517535 0.063 Uiso 1 1 calc GR . . . .
C2 C 0.6852(3) 1.0536(2) 0.53715(4) 0.0295(4) Uani 1 1 d . . . . .
C3 C 0.8789(3) 1.0573(2) 0.53574(5) 0.0370(5) Uani 1 1 d . . . . .
H3 H 0.938332 1.116664 0.523470 0.044 Uiso 1 1 calc R . . . .
C4 C 0.9844(3) 0.9759(3) 0.55190(5) 0.0412(6) Uani 1 1 d . . . . .
H4 H 1.116490 0.980965 0.551034 0.049 Uiso 1 1 calc R . . . .
C5 C 0.9009(3) 0.8862(2) 0.56953(5) 0.0335(5) Uani 1 1 d . . . . .
H5 H 0.975093 0.829767 0.580613 0.040 Uiso 1 1 calc R . . . .
C6 C 0.7073(3) 0.8796(2) 0.57080(4) 0.0243(4) Uani 1 1 d . . . . .
C7 C 0.5988(3) 0.9638(2) 0.55461(4) 0.0262(4) Uani 1 1 d . . . . .
H7 H 0.466666 0.959717 0.555530 0.031 Uiso 1 1 calc R . . . .
C8 C 0.6156(3) 0.78560(19) 0.58938(4) 0.0233(4) Uani 1 1 d . . . . .
C9 C 0.7131(3) 0.7007(2) 0.60645(4) 0.0274(4) Uani 1 1 d . . . . .
H9 H 0.845478 0.702538 0.606632 0.033 Uiso 1 1 calc R . . . .
C10 C 0.6187(3) 0.61348(19) 0.62318(4) 0.0228(4) Uani 1 1 d . . . . .
C11 C 0.7121(2) 0.52234(19) 0.64206(4) 0.0230(4) Uani 1 1 d . . . . .
C12 C 0.6093(3) 0.4283(2) 0.65640(4) 0.0267(4) Uani 1 1 d . . . . .
H12 H 0.479610 0.419117 0.652950 0.032 Uiso 1 1 calc R . . . .
C13 C 0.6950(3) 0.3477(2) 0.67578(4) 0.0277(4) Uani 1 1 d . . . . .
H13 H 0.623114 0.282844 0.685109 0.033 Uiso 1 1 calc R . . . .
C14 C 0.8837(3) 0.3603(2) 0.68172(4) 0.0262(4) Uani 1 1 d . . . . .
C15 C 0.9864(3) 0.4520(2) 0.66654(5) 0.0324(5) Uani 1 1 d . . . . .
H15 H 1.116643 0.459687 0.669673 0.039 Uiso 1 1 calc R . . . .
C16 C 0.9034(3) 0.5320(2) 0.64704(4) 0.0314(5) Uani 1 1 d . . . . .
H16 H 0.976725 0.593544 0.637042 0.038 Uiso 1 1 calc R . . . .
C17 C 0.9781(3) 0.2848(2) 0.70508(4) 0.0319(5) Uani 1 1 d . . . . .
C18 C 0.8558(4) 0.1737(2) 0.71623(5) 0.0404(6) Uani 1 1 d . . . . .
H18A H 0.741944 0.211561 0.724050 0.061 Uiso 1 1 calc GR . . . .
H18B H 0.923988 0.125281 0.730401 0.061 Uiso 1 1 calc GR . . . .
H18C H 0.822927 0.112890 0.701400 0.061 Uiso 1 1 calc GR . . . .
C19 C 1.0124(4) 0.3851(3) 0.72827(5) 0.0491(7) Uani 1 1 d . . . . .
H19A H 1.096834 0.454784 0.721865 0.074 Uiso 1 1 calc GR . . . .
H19B H 1.068442 0.339501 0.743901 0.074 Uiso 1 1 calc GR . . . .
H19C H 0.893532 0.424785 0.733793 0.074 Uiso 1 1 calc GR . . . .
C20 C 1.1621(4) 0.2238(3) 0.69555(6) 0.0561(8) Uani 1 1 d . . . . .
H20A H 1.138643 0.164612 0.680077 0.084 Uiso 1 1 calc GR . . . .
H20B H 1.217921 0.173285 0.710549 0.084 Uiso 1 1 calc GR . . . .
H20C H 1.247623 0.294435 0.689931 0.084 Uiso 1 1 calc GR . . . .
B1 B 0.3201(3) 0.6998(2) 0.60702(5) 0.0280(5) 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 1.368(3) . ?
F2 B1 1.367(3) . ?
O1 C8 1.300(2) . ?
O1 B1 1.487(3) . ?
O2 C10 1.301(2) . ?
O2 B1 1.480(3) . ?
O3 C1 1.433(3) . ?
O3 C2 1.362(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.392(3) . ?
C2 C7 1.392(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.369(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.388(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.392(3) . ?
C6 C7 1.399(3) . ?
C6 C8 1.470(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.387(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.380(3) . ?
C10 C11 1.467(3) . ?
C11 C12 1.392(3) . ?
C11 C16 1.398(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.394(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.391(3) . ?
C14 C15 1.398(3) . ?
C14 C17 1.533(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.385(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.525(3) . ?
C17 C19 1.542(4) . ?
C17 C20 1.529(3) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O1 B1 122.77(16) . . ?
C10 O2 B1 122.91(16) . . ?
C2 O3 C1 117.31(17) . . ?
O3 C1 H1A 109.5 . . ?
O3 C1 H1B 109.5 . . ?
O3 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O3 C2 C3 115.84(19) . . ?
O3 C2 C7 124.65(19) . . ?
C3 C2 C7 119.49(19) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.6 . . ?
C3 C4 C5 120.8(2) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 120.3 . . ?
C4 C5 C6 119.3(2) . . ?
C6 C5 H5 120.3 . . ?
C5 C6 C7 120.06(18) . . ?
C5 C6 C8 120.31(18) . . ?
C7 C6 C8 119.63(17) . . ?
C2 C7 C6 119.76(18) . . ?
C2 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
O1 C8 C6 115.89(17) . . ?
O1 C8 C9 120.97(17) . . ?
C9 C8 C6 123.14(17) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.31(17) . . ?
C10 C9 H9 119.8 . . ?
O2 C10 C9 121.10(17) . . ?
O2 C10 C11 115.50(17) . . ?
C9 C10 C11 123.39(17) . . ?
C12 C11 C10 120.24(17) . . ?
C12 C11 C16 118.68(18) . . ?
C16 C11 C10 121.01(18) . . ?
C11 C12 H12 119.7 . . ?
C11 C12 C13 120.54(18) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 119.4 . . ?
C14 C13 C12 121.23(19) . . ?
C14 C13 H13 119.4 . . ?
C13 C14 C15 117.56(18) . . ?
C13 C14 C17 122.76(19) . . ?
C15 C14 C17 119.57(19) . . ?
C14 C15 H15 119.1 . . ?
C16 C15 C14 121.77(19) . . ?
C16 C15 H15 119.1 . . ?
C11 C16 H16 119.9 . . ?
C15 C16 C11 120.13(19) . . ?
C15 C16 H16 119.9 . . ?
C14 C17 C19 107.15(19) . . ?
C18 C17 C14 112.24(19) . . ?
C18 C17 C19 108.1(2) . . ?
C18 C17 C20 108.1(2) . . ?
C20 C17 C14 110.71(19) . . ?
C20 C17 C19 110.6(2) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
F1 B1 O1 108.49(18) . . ?
F1 B1 O2 109.22(19) . . ?
F2 B1 F1 110.07(18) . . ?
F2 B1 O1 108.92(19) . . ?
F2 B1 O2 108.47(18) . . ?
O2 B1 O1 111.65(16) . . ?

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 C9 C10 0.2(3) . . . . ?
O2 C10 C11 C12 7.0(3) . . . . ?
O2 C10 C11 C16 -169.9(2) . . . . ?
O3 C2 C3 C4 179.5(2) . . . . ?
O3 C2 C7 C6 179.5(2) . . . . ?
C1 O3 C2 C3 -177.5(2) . . . . ?
C1 O3 C2 C7 3.9(3) . . . . ?
C2 C3 C4 C5 1.5(4) . . . . ?
C3 C2 C7 C6 0.9(3) . . . . ?
C3 C4 C5 C6 -0.3(4) . . . . ?
C4 C5 C6 C7 -0.6(4) . . . . ?
C4 C5 C6 C8 -179.8(2) . . . . ?
C5 C6 C7 C2 0.3(3) . . . . ?
C5 C6 C8 O1 -178.9(2) . . . . ?
C5 C6 C8 C9 0.4(3) . . . . ?
C6 C8 C9 C10 -179.15(18) . . . . ?
C7 C2 C3 C4 -1.8(4) . . . . ?
C7 C6 C8 O1 1.9(3) . . . . ?
C7 C6 C8 C9 -178.7(2) . . . . ?
C8 O1 B1 F1 -126.1(2) . . . . ?
C8 O1 B1 F2 114.1(2) . . . . ?
C8 O1 B1 O2 -5.7(3) . . . . ?
C8 C6 C7 C2 179.49(19) . . . . ?
C8 C9 C10 O2 0.1(3) . . . . ?
C8 C9 C10 C11 -178.99(18) . . . . ?
C9 C10 C11 C12 -173.8(2) . . . . ?
C9 C10 C11 C16 9.3(3) . . . . ?
C10 O2 B1 F1 126.0(2) . . . . ?
C10 O2 B1 F2 -114.1(2) . . . . ?
C10 O2 B1 O1 6.0(3) . . . . ?
C10 C11 C12 C13 -175.49(19) . . . . ?
C10 C11 C16 C15 174.9(2) . . . . ?
C11 C12 C13 C14 1.3(3) . . . . ?
C12 C11 C16 C15 -2.0(3) . . . . ?
C12 C13 C14 C15 -3.3(3) . . . . ?
C12 C13 C14 C17 172.8(2) . . . . ?
C13 C14 C15 C16 2.7(3) . . . . ?
C13 C14 C17 C18 13.3(3) . . . . ?
C13 C14 C17 C19 -105.1(3) . . . . ?
C13 C14 C17 C20 134.2(2) . . . . ?
C14 C15 C16 C11 -0.1(4) . . . . ?
C15 C14 C17 C18 -170.6(2) . . . . ?
C15 C14 C17 C19 70.9(3) . . . . ?
C15 C14 C17 C20 -49.8(3) . . . . ?
C16 C11 C12 C13 1.4(3) . . . . ?
C17 C14 C15 C16 -173.6(2) . . . . ?
B1 O1 C8 C6 -177.70(19) . . . . ?
B1 O1 C8 C9 2.9(3) . . . . ?
B1 O2 C10 C9 -3.6(3) . . . . ?
B1 O2 C10 C11 175.62(19) . . . . ?


_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 1.871
_oxdiff_exptl_absorpt_empirical_full_min 0.598
