# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2019

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

data_rm1919
_database_code_depnum_ccdc_archive 'CCDC 1935886'
loop_
_audit_author_name
_audit_author_address
'Theo Gazis'
;Cardiff University
United Kingdom
;
# Added during the CSD deposition process: Saturday 22 June 2019 08:28 AM
# end Validation Reply Form


_audit_update_record             
;
2019-12-05 deposited with the CCDC.	2019-12-11 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT910_rm1919              
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         12 Note
RESPONSE: A small number of low angle reflections were obscured by the beamstop.
;
# publcif _publ_body_element loop end
_audit_creation_date             2019-05-16
_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         'C33 H16 B F9 O2'
_chemical_formula_sum            'C33 H16 B F9 O2'
_chemical_formula_weight         626.27
_chemical_melting_point          ?
_chemical_oxdiff_formula         ?
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                   9.7170(4)
_cell_length_b                   10.2493(5)
_cell_length_c                   15.4586(9)
_cell_angle_alpha                85.283(4)
_cell_angle_beta                 75.672(4)
_cell_angle_gamma                66.463(4)
_cell_volume                     1367.33(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3929
_cell_measurement_temperature    200.0(2)
_cell_measurement_theta_max      28.1280
_cell_measurement_theta_min      4.0230
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.135
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.408
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.50a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             632
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 13 -6 0.0871
-13 -2 -4 0.1991
-8 2 -18 0.1148
0 -8 -16 0.0916
3 -2 21 0.0761
11 12 -2 0.1410
-1 4 -20 0.1102
12 -2 3 0.1995
1 13 6 0.1370
-1 12 6 0.1329
-1 2 -21 0.1049
7 -9 6 0.1548
-2 -6 19 0.0861
-3 -14 4 0.1414

_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Dichloromethane/pentane'
_exptl_crystal_size_max          0.436
_exptl_crystal_size_mid          0.277
_exptl_crystal_size_min          0.189
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0903 13.1447 -5.7972 -0.1135 0.6041 -0.7888
-13.0866 -1.6791 -3.9734 0.1201 -0.6512 -0.7494
-7.6375 2.1668 -18.4506 0.6626 0.0517 -0.7472
0.4385 -8.3202 -15.7474 0.8986 0.0719 0.4328
3.1577 -2.0857 21.1546 -0.8111 -0.3360 0.4787
10.8285 11.8482 -1.6444 -0.1825 0.9811 -0.0645
-0.8780 4.1821 -20.2621 0.7316 0.5043 -0.4588
11.6050 -2.0658 3.0296 0.0133 0.4714 0.8818
1.2044 13.1816 5.9543 -0.6092 0.3716 -0.7005
-1.3843 11.9400 5.6301 -0.5796 0.2037 -0.7890
-1.0062 2.1205 -21.1333 0.8247 0.4481 -0.3450
6.6965 -8.5759 6.0350 0.0324 -0.0566 0.9979
-2.1496 -5.7366 18.6750 -0.6432 -0.6794 0.3531
-2.7462 -13.8120 3.8852 0.2008 -0.6726 0.7122

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.823
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10499
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.823
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.635
_diffrn_reflns_theta_min         3.294
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      200.0(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5082
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.823
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -17.00  71.00   1.00   24.88    --   10.74  57.00   0.00   88
  2  ω    -77.00  12.00   1.00   24.88    --  -11.13 -57.00  60.00   89
  3  ω    -37.00  62.00   1.00   24.88    --  -11.13  57.00-150.00   99
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0071977000
_diffrn_orient_matrix_UB_12      -0.0278295000
_diffrn_orient_matrix_UB_13      -0.0421608000
_diffrn_orient_matrix_UB_21      0.0517571000
_diffrn_orient_matrix_UB_22      0.0326731000
_diffrn_orient_matrix_UB_23      -0.0203875000
_diffrn_orient_matrix_UB_31      0.0630792000
_diffrn_orient_matrix_UB_32      -0.0621121000
_diffrn_orient_matrix_UB_33      0.0070904000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4319
_reflns_number_total             6362
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.40.50a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.50a (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         0.275
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.949
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     470
_refine_ls_number_reflns         6362
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0780
_refine_ls_R_factor_gt           0.0474
_refine_ls_restrained_S_all      0.949
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1307
_refine_ls_wR_factor_ref         0.1577
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_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
O1 O 0.52486(14) 0.12007(12) 0.16388(9) 0.0310(3) Uani 1 1 d . . . . .
O2 O 0.40032(15) 0.02589(13) 0.29586(9) 0.0336(3) Uani 1 1 d . . . . .
F3 F 1.05977(13) -0.54967(12) 0.10442(9) 0.0495(3) Uani 1 1 d . . . . .
F4 F 0.60703(15) -0.55960(13) 0.05903(10) 0.0526(4) Uani 1 1 d . . . . .
F5 F 0.90975(15) -0.68988(12) 0.05234(10) 0.0530(4) Uani 1 1 d . . . . .
C6 C 0.5980(2) -0.00811(18) 0.12993(13) 0.0284(4) Uani 1 1 d . . . . .
F7 F -0.06439(16) 0.68071(13) 0.32784(11) 0.0652(4) Uani 1 1 d . . . . .
C8 C 0.5867(2) -0.12615(18) 0.17907(13) 0.0299(4) Uani 1 1 d . . . . .
F9 F 0.95545(16) 0.10368(16) 0.41559(11) 0.0688(5) Uani 1 1 d . . . . .
C10 C 0.4781(2) -0.10087(18) 0.26146(13) 0.0310(4) Uani 1 1 d . . . . .
F11 F 0.88129(18) 0.28312(17) 0.28173(11) 0.0688(4) Uani 1 1 d . . . . .
C12 C 0.8307(2) -0.34235(19) 0.13733(13) 0.0320(4) Uani 1 1 d . . . . .
F13 F 0.18068(18) 0.64998(13) 0.19187(12) 0.0699(5) Uani 1 1 d . . . . .
F14 F -0.06769(16) 0.45745(16) 0.43251(11) 0.0718(5) Uani 1 1 d . . . . .
C15 C 0.6777(2) -0.4859(2) 0.08555(14) 0.0367(4) Uani 1 1 d . . . . .
C16 C 0.6897(2) -0.01252(18) 0.03797(13) 0.0297(4) Uani 1 1 d . . . . .
C17 C 0.9078(2) -0.48131(19) 0.10816(14) 0.0348(4) Uani 1 1 d . . . . .
C18 C 0.7617(2) 0.0836(2) 0.01708(14) 0.0375(5) Uani 1 1 d . . . . .
C19 C 0.6737(2) -0.27453(18) 0.14204(13) 0.0302(4) Uani 1 1 d . . . . .
C20 C 0.5964(2) -0.34737(19) 0.11523(14) 0.0332(4) Uani 1 1 d . . . . .
C21 C 0.3096(2) 0.29294(18) 0.28050(13) 0.0305(4) Uani 1 1 d . . . . .
C22 C 0.8329(2) -0.55476(19) 0.08209(14) 0.0364(4) Uani 1 1 d . . . . .
C23 C 0.4364(2) -0.21151(19) 0.31521(13) 0.0329(4) Uani 1 1 d . . . . .
C24 C 0.7873(2) -0.0961(2) -0.11508(14) 0.0383(5) Uani 1 1 d . . . . .
C25 C 0.7041(2) -0.10305(19) -0.02985(13) 0.0329(4) Uani 1 1 d . . . . .
C26 C 0.0576(2) 0.5538(2) 0.31257(16) 0.0432(5) Uani 1 1 d . . . . .
C27 C 0.2808(2) -0.1809(2) 0.35351(14) 0.0389(5) Uani 1 1 d . . . . .
B28 B 0.4556(2) 0.1435(2) 0.26358(15) 0.0311(4) Uani 1 1 d . . . . .
C29 C 0.5922(2) 0.13041(19) 0.30976(13) 0.0338(4) Uani 1 1 d . . . . .
C30 C 0.6787(2) 0.2127(2) 0.27702(15) 0.0405(5) Uani 1 1 d . . . . .
C31 C 0.5471(3) -0.3417(2) 0.33174(15) 0.0413(5) Uani 1 1 d . . . . .
C32 C 0.1817(2) 0.3112(2) 0.35114(15) 0.0390(5) Uani 1 1 d . . . . .
C33 C 0.1832(3) 0.5365(2) 0.24392(16) 0.0438(5) Uani 1 1 d . . . . .
C34 C 0.8597(3) -0.0016(2) -0.13417(15) 0.0429(5) Uani 1 1 d . . . . .
C35 C 0.0580(2) 0.4402(2) 0.36531(16) 0.0441(5) Uani 1 1 d . . . . .
C36 C 0.3081(2) 0.4087(2) 0.22663(15) 0.0370(4) Uani 1 1 d . . . . .
C37 C 0.6320(3) 0.0400(2) 0.37965(16) 0.0440(5) Uani 1 1 d . . . . .
F38 F 0.7916(2) -0.05636(19) 0.48147(12) 0.0874(6) Uani 1 1 d . . . . .
C39 C 0.7984(3) 0.2032(2) 0.31317(16) 0.0456(5) Uani 1 1 d . . . . .
C40 C 0.8473(3) 0.0874(2) -0.06790(15) 0.0454(5) Uani 1 1 d . . . . .
C41 C 0.7530(3) 0.0321(2) 0.41420(16) 0.0527(6) Uani 1 1 d . . . . .
C42 C 0.5016(3) -0.4398(2) 0.38411(16) 0.0502(6) Uani 1 1 d . . . . .
C43 C 0.2374(3) -0.2817(2) 0.40413(16) 0.0459(5) Uani 1 1 d . . . . .
C44 C 0.8367(2) 0.1135(2) 0.38155(16) 0.0484(6) Uani 1 1 d . . . . .
C45 C 0.3470(3) -0.4106(2) 0.41898(16) 0.0501(6) Uani 1 1 d . . . . .
H20 H 0.488(2) -0.3001(19) 0.1160(13) 0.027(5) Uiso 1 1 d . . . . .
H12 H 0.887(2) -0.292(2) 0.1555(14) 0.035(5) Uiso 1 1 d . . . . .
H27 H 0.204(3) -0.094(2) 0.3409(16) 0.046(6) Uiso 1 1 d . . . . .
H32 H 0.176(3) 0.239(2) 0.3917(16) 0.042(6) Uiso 1 1 d . . . . .
H34 H 0.917(3) 0.006(2) -0.1916(17) 0.044(6) Uiso 1 1 d . . . . .
H30 H 0.655(2) 0.282(2) 0.2265(16) 0.040(6) Uiso 1 1 d . . . . .
H18 H 0.753(2) 0.144(2) 0.0636(16) 0.040(6) Uiso 1 1 d . . . . .
H37 H 0.584(3) -0.018(2) 0.4016(16) 0.045(6) Uiso 1 1 d . . . . .
H25 H 0.652(3) -0.168(2) -0.0162(16) 0.048(6) Uiso 1 1 d . . . . .
H36 H 0.388(3) 0.406(2) 0.1786(18) 0.053(7) Uiso 1 1 d . . . . .
H24 H 0.800(3) -0.158(3) -0.1606(18) 0.054(7) Uiso 1 1 d . . . . .
H40 H 0.900(3) 0.147(3) -0.0818(19) 0.065(8) Uiso 1 1 d . . . . .
H45 H 0.321(3) -0.483(3) 0.4534(18) 0.060(7) Uiso 1 1 d . . . . .
H42 H 0.577(3) -0.530(3) 0.3950(17) 0.055(7) Uiso 1 1 d . . . . .
H43 H 0.126(3) -0.263(2) 0.4298(18) 0.055(7) Uiso 1 1 d . . . . .
H31 H 0.657(3) -0.362(2) 0.3056(17) 0.050(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C6 1.300(2) . ?
O1 B28 1.518(3) . ?
O2 C10 1.293(2) . ?
O2 B28 1.508(2) . ?
F3 C17 1.347(2) . ?
F4 C15 1.347(2) . ?
F5 C22 1.340(2) . ?
C6 C8 1.402(3) . ?
C6 C16 1.472(3) . ?
F7 C26 1.354(2) . ?
C8 C10 1.405(3) . ?
C8 C19 1.494(2) . ?
F9 C44 1.348(3) . ?
C10 C23 1.478(3) . ?
F11 C39 1.350(3) . ?
C12 C17 1.371(3) . ?
C12 C19 1.387(3) . ?
F13 C33 1.354(2) . ?
F14 C35 1.354(3) . ?
C15 C20 1.372(3) . ?
C15 C22 1.375(3) . ?
C16 C18 1.397(3) . ?
C16 C25 1.401(3) . ?
C17 C22 1.375(3) . ?
C18 C40 1.377(3) . ?
C19 C20 1.394(3) . ?
C21 B28 1.605(3) . ?
C21 C32 1.395(3) . ?
C21 C36 1.390(3) . ?
C23 C27 1.394(3) . ?
C23 C31 1.392(3) . ?
C24 C25 1.378(3) . ?
C24 C34 1.384(3) . ?
C26 C33 1.366(3) . ?
C26 C35 1.364(3) . ?
C27 C43 1.382(3) . ?
B28 C29 1.613(3) . ?
C29 C30 1.400(3) . ?
C29 C37 1.390(3) . ?
C30 C39 1.377(3) . ?
C31 C42 1.380(3) . ?
C32 C35 1.374(3) . ?
C33 C36 1.374(3) . ?
C34 C40 1.379(3) . ?
C37 C41 1.379(3) . ?
F38 C41 1.346(3) . ?
C39 C44 1.364(4) . ?
C41 C44 1.371(4) . ?
C42 C45 1.380(4) . ?
C43 C45 1.371(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 O1 B28 120.44(14) . . ?
C10 O2 B28 119.92(14) . . ?
O1 C6 C8 121.22(16) . . ?
O1 C6 C16 113.02(15) . . ?
C8 C6 C16 125.76(15) . . ?
C6 C8 C10 118.00(16) . . ?
C6 C8 C19 121.90(16) . . ?
C10 C8 C19 119.76(16) . . ?
O2 C10 C8 121.74(16) . . ?
O2 C10 C23 113.52(16) . . ?
C8 C10 C23 124.70(16) . . ?
C17 C12 C19 119.64(18) . . ?
F4 C15 C20 120.72(18) . . ?
F4 C15 C22 117.63(17) . . ?
C20 C15 C22 121.65(18) . . ?
C18 C16 C6 117.33(16) . . ?
C18 C16 C25 118.55(18) . . ?
C25 C16 C6 124.08(16) . . ?
F3 C17 C12 120.52(17) . . ?
F3 C17 C22 118.18(16) . . ?
C12 C17 C22 121.30(18) . . ?
C40 C18 C16 120.68(19) . . ?
C12 C19 C8 120.02(16) . . ?
C12 C19 C20 119.68(17) . . ?
C20 C19 C8 120.26(16) . . ?
C15 C20 C19 119.05(18) . . ?
C32 C21 B28 120.82(17) . . ?
C36 C21 B28 121.06(17) . . ?
C36 C21 C32 118.10(18) . . ?
F5 C22 C15 120.49(17) . . ?
F5 C22 C17 120.83(18) . . ?
C15 C22 C17 118.67(17) . . ?
C27 C23 C10 118.35(17) . . ?
C31 C23 C10 122.29(17) . . ?
C31 C23 C27 119.30(18) . . ?
C25 C24 C34 120.40(19) . . ?
C24 C25 C16 120.20(18) . . ?
F7 C26 C33 120.7(2) . . ?
F7 C26 C35 120.9(2) . . ?
C35 C26 C33 118.43(18) . . ?
C43 C27 C23 120.0(2) . . ?
O1 B28 C21 109.00(16) . . ?
O1 B28 C29 107.15(15) . . ?
O2 B28 O1 107.36(14) . . ?
O2 B28 C21 108.60(15) . . ?
O2 B28 C29 109.51(16) . . ?
C21 B28 C29 114.96(15) . . ?
C30 C29 B28 118.60(18) . . ?
C37 C29 B28 124.01(19) . . ?
C37 C29 C30 117.4(2) . . ?
C39 C30 C29 120.7(2) . . ?
C42 C31 C23 119.8(2) . . ?
C35 C32 C21 120.2(2) . . ?
F13 C33 C26 117.74(18) . . ?
F13 C33 C36 120.4(2) . . ?
C26 C33 C36 121.9(2) . . ?
C40 C34 C24 120.0(2) . . ?
F14 C35 C26 118.15(19) . . ?
F14 C35 C32 120.4(2) . . ?
C26 C35 C32 121.5(2) . . ?
C33 C36 C21 119.9(2) . . ?
C41 C37 C29 120.6(2) . . ?
F11 C39 C30 120.6(2) . . ?
F11 C39 C44 118.1(2) . . ?
C44 C39 C30 121.3(2) . . ?
C18 C40 C34 120.2(2) . . ?
F38 C41 C37 120.3(2) . . ?
F38 C41 C44 118.3(2) . . ?
C44 C41 C37 121.4(2) . . ?
C31 C42 C45 120.5(2) . . ?
C45 C43 C27 120.3(2) . . ?
F9 C44 C39 120.8(2) . . ?
F9 C44 C41 120.6(2) . . ?
C39 C44 C41 118.6(2) . . ?
C43 C45 C42 120.1(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 1.284
_oxdiff_exptl_absorpt_empirical_full_min 0.809



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_rm_1923_sq
_database_code_depnum_ccdc_archive 'CCDC 1935888'
loop_
_audit_author_name
_audit_author_address
'Theo Gazis'
;Cardiff University
United Kingdom
;
_audit_update_record             
;
2019-12-05 deposited with the CCDC.	2019-12-11 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_DIFMN02_rm_1923_sq          
;
PROBLEM: The minimum difference density is < -0.1*ZMAX*1.00
RESPONSE: The structure contained a severely disordered CH2Cl2 molecule
          located about a symmetry element. Prior to the application of SQUEEZE
          all F3C6H2 aryl groups refined well but the disordered CH2Cl2 proved 
          difficult to model satisfactorily. After applying SQUEEZE, R1 and wR2
          improved significantly but appear to be manifested in slight splitting 
          of F9. Since this is part of a rigid aryl group, splitting a single
          atom seemed nonsensival and refinement. Use of EADP with the symmetry
          equivalent F7 provided a satisfactory model at the expense of a modest
          deterioration in the R1 and wR2 values and some slightly larger residual
          electron denisty near F7 and F9 - manifested in the ALERTs highlighted 
          below. 
;
_vrf_PLAT097_rm_1923_sq          
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       1.02 eA-3  
RESPONSE: see comments above
;
_vrf_PLAT098_rm_1923_sq          
;
PROBLEM: Large Reported Min.  (Negative) Residual Density      -0.96 eA-3  
RESPONSE: see comments above.
;
_vrf_PLAT230_rm_1923_sq          
;
PROBLEM: Hirshfeld Test Diff for    F7       --C20      .        9.7 s.u.  
RESPONSE: see comments above.
;
# end Validation Reply Form 

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H12 B F9 O4'
_chemical_formula_sum            'C23 H12 B F9 O4'
_chemical_formula_weight         534.14

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8452(4)
_cell_length_b                   10.5570(6)
_cell_length_c                   15.6990(9)
_cell_angle_alpha                71.330(5)
_cell_angle_beta                 75.721(5)
_cell_angle_gamma                84.401(4)
_cell_volume                     1193.50(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    3187
_cell_measurement_theta_min      4.045
_cell_measurement_theta_max      28.780

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.486
_exptl_crystal_F_000             536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.774
_exptl_crystal_size_mid          0.548
_exptl_crystal_size_min          0.295
_exptl_absorpt_coefficient_mu    0.146
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.473
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.50a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model. Empirical absorption correction using
spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8874
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_av_R_equivalents  0.0190
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.334
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4677
_reflns_number_gt                3510
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0742P)²+1.6788P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4677
_refine_ls_number_parameters     330
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0833
_refine_ls_R_factor_gt           0.0642
_refine_ls_wR_factor_ref         0.1849
_refine_ls_wR_factor_gt          0.1677
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
C1 C 0.9870(4) 0.6487(3) 0.2617(3) 0.0454(8) Uani 1 1 d . . . . .
H1A H 1.016501 0.719231 0.202242 0.068 Uiso 1 1 calc R U . . .
H1B H 1.048563 0.565418 0.256097 0.068 Uiso 1 1 calc R U . . .
H1C H 1.023053 0.675315 0.308879 0.068 Uiso 1 1 calc R U . . .
B1 B 0.6526(4) 0.9759(3) 0.2425(2) 0.0286(7) Uani 1 1 d . . . . .
F1 F 0.4180(3) 0.3278(2) 0.22788(19) 0.0736(7) Uani 1 1 d . . . . .
O1 O 0.7975(3) 0.6283(2) 0.28815(16) 0.0389(5) Uani 1 1 d . . . . .
C2 C 0.6920(4) 0.7332(3) 0.28793(19) 0.0293(6) Uani 1 1 d . . . . .
F2 F 0.2286(3) 0.2067(2) 0.3997(2) 0.0711(7) Uani 1 1 d . . . . .
O2 O 0.7622(3) 0.84767(19) 0.26566(14) 0.0320(5) Uani 1 1 d . . . . .
C3 C 0.5113(4) 0.7124(3) 0.31409(19) 0.0282(6) Uani 1 1 d . . . . .
F3 F 0.1728(4) 0.3305(2) 0.53003(17) 0.0796(8) Uani 1 1 d . . . . .
O3 O 0.4630(3) 0.94336(18) 0.29550(13) 0.0299(5) Uani 1 1 d . . . . .
C4 C 0.4050(4) 0.8241(3) 0.31920(18) 0.0271(6) Uani 1 1 d . . . . .
F4 F 0.6201(3) 1.1819(2) 0.49039(13) 0.0644(7) Uani 1 1 d . . . . .
O4 O 0.2349(3) 0.8082(2) 0.35056(14) 0.0329(5) Uani 1 1 d . . . . .
C5 C 0.1243(5) 0.9261(3) 0.3513(3) 0.0501(9) Uani 1 1 d . . . . .
H5A H 0.158339 0.970924 0.390298 0.075 Uiso 1 1 calc R U . . .
H5B H 0.001059 0.899885 0.375967 0.075 Uiso 1 1 calc R U . . .
H5C H 0.138707 0.987227 0.288227 0.075 Uiso 1 1 calc R U . . .
F5 F 0.8864(3) 1.34566(19) 0.38910(14) 0.0503(5) Uani 1 1 d . . . . .
C6 C 0.4368(4) 0.5779(3) 0.3378(2) 0.0306(6) Uani 1 1 d . . . . .
F6 F 1.0409(3) 1.3408(2) 0.21608(17) 0.0711(7) Uani 1 1 d . . . . .
C7 C 0.4637(4) 0.5141(3) 0.2706(2) 0.0378(7) Uani 1 1 d . . . . .
H7 H 0.530531 0.555297 0.210025 0.045 Uiso 1 1 calc R U . . .
C8 C 0.3921(5) 0.3898(3) 0.2929(3) 0.0451(8) Uani 1 1 d . . . . .
C9 C 0.2959(5) 0.3281(3) 0.3791(3) 0.0469(9) Uani 1 1 d . . . . .
C10 C 0.2692(5) 0.3924(3) 0.4447(3) 0.0471(8) Uani 1 1 d . . . . .
C11 C 0.3382(4) 0.5157(3) 0.4256(2) 0.0395(7) Uani 1 1 d . . . . .
H11 H 0.318526 0.558174 0.472295 0.047 Uiso 1 1 calc R U . . .
C12 C 0.7184(4) 1.0815(3) 0.28155(19) 0.0285(6) Uani 1 1 d . . . . .
C13 C 0.6416(4) 1.0856(3) 0.3706(2) 0.0368(7) Uani 1 1 d . . . . .
H13 H 0.549160 1.026661 0.408003 0.044 Uiso 1 1 calc R U . . .
C14 C 0.6986(5) 1.1746(3) 0.4048(2) 0.0381(7) Uani 1 1 d . . . . .
C15 C 0.8328(4) 1.2597(3) 0.3536(2) 0.0357(7) Uani 1 1 d . . . . .
C16 C 0.9092(4) 1.2564(3) 0.2660(2) 0.0396(7) Uani 1 1 d . . . . .
C17 C 0.8527(4) 1.1695(3) 0.2295(2) 0.0352(7) Uani 1 1 d . . . . .
H17 H 0.906409 1.170039 0.168094 0.042 Uiso 1 1 calc R U . . .
C18 C 0.6589(4) 1.0268(3) 0.1336(2) 0.0322(6) Uani 1 1 d . . . . .
C19 C 0.7584(4) 0.9638(4) 0.0717(2) 0.0455(8) Uani 1 1 d . . . . .
H19 H 0.825739 0.885427 0.093456 0.055 Uiso 1 1 calc R U . . .
C20 C 0.7597(5) 1.0147(5) -0.0215(2) 0.0538(10) Uani 1 1 d . . . . .
C21 C 0.6664(5) 1.1263(4) -0.0557(2) 0.0495(9) Uani 1 1 d . . . . .
C22 C 0.5678(6) 1.1875(4) 0.0044(3) 0.0590(11) Uani 1 1 d . . . . .
C23 C 0.5622(6) 1.1396(4) 0.0974(2) 0.0519(9) Uani 1 1 d . . . . .
H23 H 0.490865 1.184655 0.137549 0.062 Uiso 1 1 calc R U . . .
F7 F 0.8553(5) 0.9527(3) -0.08134(19) 0.0993(8) Uani 1 1 d . . . . .
F8 F 0.6709(3) 1.1743(3) -0.14680(14) 0.0736(8) Uani 1 1 d . . . . .
F9 F 0.4728(5) 1.2980(3) -0.03055(18) 0.0993(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
C1 O1 1.459(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
B1 O2 1.522(4) . ?
B1 O3 1.526(4) . ?
B1 C18 1.609(4) . ?
B1 C12 1.609(4) . ?
F1 C8 1.346(4) . ?
O1 C2 1.316(3) . ?
C2 O2 1.285(3) . ?
C2 C3 1.394(4) . ?
F2 C9 1.346(4) . ?
C3 C4 1.388(4) . ?
C3 C6 1.487(4) . ?
F3 C10 1.353(4) . ?
O3 C4 1.289(3) . ?
C4 O4 1.311(3) . ?
F4 C14 1.357(4) . ?
O4 C5 1.447(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
F5 C15 1.351(3) . ?
C6 C11 1.388(4) . ?
C6 C7 1.389(4) . ?
F6 C16 1.345(4) . ?
C7 C8 1.383(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.362(5) . ?
C9 C10 1.370(5) . ?
C10 C11 1.373(4) . ?
C11 H11 0.9500 . ?
C12 C17 1.386(4) . ?
C12 C13 1.392(4) . ?
C13 C14 1.375(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.366(5) . ?
C15 C16 1.367(5) . ?
C16 C17 1.382(4) . ?
C17 H17 0.9500 . ?
C18 C23 1.385(5) . ?
C18 C19 1.391(5) . ?
C19 C20 1.386(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.355(6) . ?
C20 F7 1.350(4) . ?
C21 F8 1.348(4) . ?
C21 C22 1.357(6) . ?
C22 F9 1.356(5) . ?
C22 C23 1.374(5) . ?
C23 H23 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O2 B1 O3 107.6(2) . . ?
O2 B1 C18 109.6(2) . . ?
O3 B1 C18 108.8(2) . . ?
O2 B1 C12 108.5(2) . . ?
O3 B1 C12 106.8(2) . . ?
C18 B1 C12 115.3(2) . . ?
C2 O1 C1 118.3(2) . . ?
O2 C2 O1 117.9(3) . . ?
O2 C2 C3 124.2(3) . . ?
O1 C2 C3 117.9(2) . . ?
C2 O2 B1 120.5(2) . . ?
C4 C3 C2 116.0(2) . . ?
C4 C3 C6 121.9(3) . . ?
C2 C3 C6 122.0(3) . . ?
C4 O3 B1 121.0(2) . . ?
O3 C4 O4 117.4(2) . . ?
O3 C4 C3 124.1(3) . . ?
O4 C4 C3 118.5(2) . . ?
C4 O4 C5 118.1(2) . . ?
O4 C5 H5A 109.5 . . ?
O4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
O4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C11 C6 C7 119.2(3) . . ?
C11 C6 C3 121.1(3) . . ?
C7 C6 C3 119.7(3) . . ?
C8 C7 C6 119.3(3) . . ?
C8 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
F1 C8 C9 119.0(3) . . ?
F1 C8 C7 119.4(3) . . ?
C9 C8 C7 121.7(3) . . ?
F2 C9 C8 120.8(3) . . ?
F2 C9 C10 120.6(3) . . ?
C8 C9 C10 118.6(3) . . ?
F3 C10 C9 118.1(3) . . ?
F3 C10 C11 120.3(3) . . ?
C9 C10 C11 121.7(3) . . ?
C10 C11 C6 119.6(3) . . ?
C10 C11 H11 120.2 . . ?
C6 C11 H11 120.2 . . ?
C17 C12 C13 117.8(3) . . ?
C17 C12 B1 122.1(3) . . ?
C13 C12 B1 120.2(3) . . ?
C14 C13 C12 120.4(3) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
F4 C14 C15 117.9(3) . . ?
F4 C14 C13 120.6(3) . . ?
C15 C14 C13 121.5(3) . . ?
F5 C15 C14 120.2(3) . . ?
F5 C15 C16 121.3(3) . . ?
C14 C15 C16 118.5(3) . . ?
F6 C16 C15 118.1(3) . . ?
F6 C16 C17 120.7(3) . . ?
C15 C16 C17 121.2(3) . . ?
C16 C17 C12 120.6(3) . . ?
C16 C17 H17 119.7 . . ?
C12 C17 H17 119.7 . . ?
C23 C18 C19 116.8(3) . . ?
C23 C18 B1 119.6(3) . . ?
C19 C18 B1 123.5(3) . . ?
C20 C19 C18 120.3(3) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C21 C20 F7 117.8(3) . . ?
C21 C20 C19 122.0(3) . . ?
F7 C20 C19 120.2(4) . . ?
F8 C21 C20 120.8(4) . . ?
F8 C21 C22 121.2(4) . . ?
C20 C21 C22 118.0(3) . . ?
C21 C22 F9 117.4(3) . . ?
C21 C22 C23 121.8(4) . . ?
F9 C22 C23 120.9(4) . . ?
C22 C23 C18 121.1(3) . . ?
C22 C23 H23 119.4 . . ?
C18 C23 H23 119.4 . . ?

_refine_diff_density_max         1.023
_refine_diff_density_min         -0.963
_refine_diff_density_rms         0.064



####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1935890'
loop_
_audit_author_name
_audit_author_address
'Theo Gazis'
;Cardiff University
United Kingdom
;
#Added by publCIF



_audit_update_record             
;
2019-12-05 deposited with the CCDC.	2019-12-11 downloaded from the CCDC.
;


_cell_special_details            ?
#Added by publCIF




_diffrn_radiation_monochromator  Mirror
#Added by publCIF




_diffrn_standards_number         ?
# publcif _publ_body_element loop end
_audit_creation_date             2019-06-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H6 B F15 O4'
_chemical_formula_sum            'C23 H6 B F15 O4'
_chemical_formula_weight         642.09
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   13.3140(16)
_cell_length_b                   10.1081(14)
_cell_length_c                   18.044(3)
_cell_angle_alpha                90
_cell_angle_beta                 111.202(16)
_cell_angle_gamma                90
_cell_volume                     2263.9(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1700
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.5260
_cell_measurement_theta_min      3.6600
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.208
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.884
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.354
_exptl_crystal_size_mid          0.256
_exptl_crystal_size_min          0.166
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0731
_diffrn_reflns_av_unetI/netI     0.1118
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11032
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.347
_diffrn_reflns_theta_min         3.300
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1995
_reflns_number_total             4127
_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       'CrysAlis PRO 1.171.39.45b (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlis PRO 1.171.39.45b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlis PRO 1.171.39.45b (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_refine_diff_density_max         0.276
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     gaussian
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     390
_refine_ls_number_reflns         4127
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1480
_refine_ls_R_factor_gt           0.0645
_refine_ls_restrained_S_all      1.032
_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)+(0.0484P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1215
_refine_ls_wR_factor_ref         0.1627
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H30A(0.074) H30B(0.074) H30C(0.074) H34A(0.074) H34B(0.074)
 H34C(0.074)
 Fixed X: H30A(0.327831) H30B(0.274217) H30C(0.21662) H34A(-0.000776)
 H34B(0.090121) H34C(-0.027345)
 Fixed Y: H30A(0.012906) H30B(-0.122124) H30C(0.011401) H34A(0.303259)
 H34B(0.370707) H34C(0.361222)
 Fixed Z: H30A(0.115666) H30B(0.122949) H30C(0.127157) H34A(-0.315365) H34B(-
 0.244089) H34C(-0.243968)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.3069(2) 0.3377(3) 0.14376(15) 0.0543(8) Uani 1 1 d . . . . .
O2 O 0.2079(2) 0.1845(4) 0.01766(17) 0.0394(8) Uani 1 1 d . . . . .
F3 F 0.0354(2) 0.7363(3) 0.00292(18) 0.0605(8) Uani 1 1 d . . . . .
O4 O 0.0519(2) 0.1911(3) -0.21877(17) 0.0416(8) Uani 1 1 d . . . . .
F5 F 0.0689(2) 0.5468(3) -0.08661(15) 0.0522(8) Uani 1 1 d . . . . .
F6 F 0.2678(2) 0.5200(3) -0.10886(17) 0.0627(9) Uani 1 1 d . . . . .
O7 O 0.1278(2) 0.3033(3) -0.10666(17) 0.0390(8) Uani 1 1 d . . . . .
F8 F -0.0459(2) -0.0757(3) -0.12811(17) 0.0612(9) Uani 1 1 d . . . . .
O9 O 0.2051(2) -0.0362(4) 0.01712(17) 0.0431(9) Uani 1 1 d . . . . .
F10 F 0.2674(2) 0.5265(4) 0.23217(16) 0.0696(10) Uani 1 1 d . . . . .
F11 F 0.4109(2) 0.1306(3) 0.03459(18) 0.0623(9) Uani 1 1 d . . . . .
F12 F 0.2770(2) -0.0471(3) -0.17528(18) 0.0629(9) Uani 1 1 d . . . . .
F13 F 0.2250(2) -0.2684(3) -0.26365(18) 0.0713(10) Uani 1 1 d . . . . .
F14 F 0.1332(2) 0.7295(3) 0.16275(18) 0.0680(10) Uani 1 1 d . . . . .
F15 F 0.0354(2) -0.3897(3) -0.28832(18) 0.0709(9) Uani 1 1 d . . . . .
F16 F 0.4475(3) 0.5471(4) -0.14073(18) 0.0800(11) Uani 1 1 d . . . . .
F17 F -0.0995(2) -0.2959(3) -0.2196(2) 0.0770(10) Uani 1 1 d . . . . .
C19 C 0.1411(3) 0.0710(5) -0.1048(3) 0.0387(12) Uani 1 1 d . . . . .
C20 C 0.1838(4) -0.1075(5) -0.1838(3) 0.0449(13) Uani 1 1 d . . . . .
C27 C 0.1570(4) -0.2214(6) -0.2301(3) 0.0491(13) Uani 1 1 d . . . . .
C38 C 0.0619(4) -0.2825(6) -0.2423(3) 0.0500(14) Uani 1 1 d . . . . .
C25 C -0.0066(4) -0.2330(6) -0.2081(3) 0.0504(14) Uani 1 1 d . . . . .
C40 C 0.0224(4) -0.1225(6) -0.1613(3) 0.0446(13) Uani 1 1 d . . . . .
C18 C 0.1153(3) -0.0550(5) -0.1497(2) 0.0349(11) Uani 1 1 d . . . . .
F21 F 0.6079(2) 0.3657(4) -0.08751(19) 0.0835(12) Uani 1 1 d . . . . .
C22 C 0.1076(3) 0.1912(5) -0.1426(3) 0.0383(12) Uani 1 1 d . . . . .
F24 F 0.5876(2) 0.1615(4) 0.0020(2) 0.0844(11) Uani 1 1 d . . . . .
C28 C 0.1862(3) 0.0750(6) -0.0221(3) 0.0384(12) Uani 1 1 d . . . . .
B29 B 0.2126(4) 0.3111(6) -0.0242(3) 0.0379(13) Uani 1 1 d . . . . .
C30 C 0.2607(4) -0.0333(6) 0.1031(2) 0.0496(14) Uani 1 1 d . . . . .
H30A H 0.327831 0.012906 0.115666 0.074 Uiso 1 1 calc R U . . .
H30B H 0.274217 -0.122124 0.122949 0.074 Uiso 1 1 calc R U . . .
H30C H 0.216620 0.011401 0.127157 0.074 Uiso 1 1 calc R U . . .
C33 C 0.4145(4) 0.2363(6) -0.0098(3) 0.0451(13) Uani 1 1 d . . . . .
C43 C 0.5077(4) 0.2507(7) -0.0263(3) 0.0588(17) Uani 1 1 d . . . . .
C42 C 0.5184(4) 0.3531(7) -0.0705(3) 0.0611(17) Uani 1 1 d . . . . .
C36 C 0.4371(4) 0.4441(6) -0.0973(3) 0.0534(15) Uani 1 1 d . . . . .
C41 C 0.3454(4) 0.4272(6) -0.0807(3) 0.0506(14) Uani 1 1 d . . . . .
C39 C 0.3288(4) 0.3225(5) -0.0369(3) 0.0414(12) Uani 1 1 d . . . . .
C34 C 0.0263(4) 0.3171(5) -0.2589(3) 0.0492(13) Uani 1 1 d . . . . .
H34A H -0.000776 0.303259 -0.315365 0.074 Uiso 1 1 calc R U . . .
H34B H 0.090121 0.370707 -0.244089 0.074 Uiso 1 1 calc R U . . .
H34C H -0.027345 0.361222 -0.243968 0.074 Uiso 1 1 calc R U . . .
C37 C 0.2362(3) 0.4348(6) 0.1065(3) 0.0428(13) Uani 1 1 d . . . . .
C26 C 0.2190(4) 0.5326(6) 0.1533(3) 0.0480(14) Uani 1 1 d . . . . .
C31 C 0.1517(4) 0.6327(6) 0.1183(3) 0.0506(14) Uani 1 1 d . . . . .
C32 C 0.1024(4) 0.6364(6) 0.0372(3) 0.0463(13) Uani 1 1 d . . . . .
C23 C 0.1209(3) 0.5371(5) -0.0074(3) 0.0412(12) Uani 1 1 d . . . . .
C35 C 0.1883(3) 0.4303(5) 0.0242(3) 0.0415(12) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C37 1.358(6) . ?
O2 C28 1.294(6) . ?
O2 B29 1.499(7) . ?
F3 C32 1.341(6) . ?
O4 C22 1.304(5) . ?
O4 C34 1.444(6) . ?
F5 C23 1.348(5) . ?
F6 C41 1.351(6) . ?
O7 C22 1.285(6) . ?
O7 B29 1.509(6) . ?
F8 C40 1.343(5) . ?
O9 C28 1.304(6) . ?
O9 C30 1.457(5) . ?
F10 C26 1.335(5) . ?
F11 C33 1.346(6) . ?
F12 C20 1.341(5) . ?
F13 C27 1.343(5) . ?
F14 C31 1.344(6) . ?
F15 C38 1.333(6) . ?
F16 C36 1.341(6) . ?
F17 C25 1.339(5) . ?
C19 C18 1.481(6) . ?
C19 C22 1.386(7) . ?
C19 C28 1.394(6) . ?
C20 C27 1.391(7) . ?
C20 C18 1.378(6) . ?
C27 C38 1.354(7) . ?
C38 C25 1.366(7) . ?
C25 C40 1.369(7) . ?
C40 C18 1.361(6) . ?
F21 C42 1.340(5) . ?
F24 C43 1.346(6) . ?
B29 C39 1.648(7) . ?
B29 C35 1.589(8) . ?
C33 C43 1.384(6) . ?
C33 C39 1.377(7) . ?
C43 C42 1.345(8) . ?
C42 C36 1.369(8) . ?
C36 C41 1.368(6) . ?
C41 C39 1.385(7) . ?
C37 C26 1.371(7) . ?
C37 C35 1.390(6) . ?
C26 C31 1.348(7) . ?
C31 C32 1.371(6) . ?
C32 C23 1.363(7) . ?
C23 C35 1.387(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C28 O2 B29 119.5(4) . . ?
C22 O4 C34 118.0(4) . . ?
C22 O7 B29 119.3(4) . . ?
C28 O9 C30 119.0(4) . . ?
C22 C19 C18 121.0(4) . . ?
C22 C19 C28 116.0(5) . . ?
C28 C19 C18 122.4(5) . . ?
F12 C20 C27 118.1(4) . . ?
F12 C20 C18 120.5(5) . . ?
C18 C20 C27 121.4(4) . . ?
F13 C27 C20 119.7(4) . . ?
F13 C27 C38 120.6(5) . . ?
C38 C27 C20 119.7(5) . . ?
F15 C38 C27 119.5(5) . . ?
F15 C38 C25 120.6(5) . . ?
C27 C38 C25 119.9(5) . . ?
F17 C25 C38 119.1(5) . . ?
F17 C25 C40 121.4(5) . . ?
C38 C25 C40 119.5(4) . . ?
F8 C40 C25 118.5(4) . . ?
F8 C40 C18 118.6(5) . . ?
C18 C40 C25 122.8(4) . . ?
C20 C18 C19 121.1(4) . . ?
C40 C18 C19 122.2(4) . . ?
C40 C18 C20 116.7(5) . . ?
O4 C22 C19 118.4(5) . . ?
O7 C22 O4 117.9(4) . . ?
O7 C22 C19 123.6(4) . . ?
O2 C28 O9 118.4(4) . . ?
O2 C28 C19 122.9(5) . . ?
O9 C28 C19 118.7(5) . . ?
O2 B29 O7 107.5(4) . . ?
O2 B29 C39 110.1(4) . . ?
O2 B29 C35 108.4(4) . . ?
O7 B29 C39 105.8(3) . . ?
O7 B29 C35 110.7(4) . . ?
C35 B29 C39 114.3(4) . . ?
F11 C33 C43 116.0(5) . . ?
F11 C33 C39 120.7(4) . . ?
C39 C33 C43 123.3(5) . . ?
F24 C43 C33 119.7(6) . . ?
C42 C43 F24 120.1(5) . . ?
C42 C43 C33 120.3(6) . . ?
F21 C42 C43 120.2(6) . . ?
F21 C42 C36 120.7(6) . . ?
C43 C42 C36 119.1(5) . . ?
F16 C36 C42 119.5(5) . . ?
F16 C36 C41 120.9(6) . . ?
C41 C36 C42 119.5(5) . . ?
F6 C41 C36 116.9(5) . . ?
F6 C41 C39 119.1(4) . . ?
C36 C41 C39 124.0(5) . . ?
C33 C39 B29 127.2(5) . . ?
C33 C39 C41 113.8(4) . . ?
C41 C39 B29 119.0(4) . . ?
F1 C37 C26 117.2(4) . . ?
F1 C37 C35 118.3(5) . . ?
C26 C37 C35 124.6(5) . . ?
F10 C26 C37 120.0(5) . . ?
F10 C26 C31 121.1(5) . . ?
C31 C26 C37 118.9(5) . . ?
F14 C31 C26 120.1(5) . . ?
F14 C31 C32 119.8(5) . . ?
C26 C31 C32 120.1(5) . . ?
F3 C32 C31 119.6(5) . . ?
F3 C32 C23 121.0(5) . . ?
C23 C32 C31 119.3(5) . . ?
F5 C23 C32 116.0(5) . . ?
F5 C23 C35 120.0(4) . . ?
C32 C23 C35 124.0(5) . . ?
C37 C35 B29 120.4(5) . . ?
C23 C35 B29 126.5(4) . . ?
C23 C35 C37 113.1(5) . . ?

_olex2_submission_special_instructions 'No special instructions were received'



_publcif_funding_html            
;
;
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Dichloromethane/pentane'
####################################################################### 
# 
# 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_rm1818b
_database_code_depnum_ccdc_archive 'CCDC 1936166'
loop_
_audit_author_name
_audit_author_address
'Theo Gazis'
;Cardiff University
United Kingdom
;
_audit_update_record             
;
2019-12-05 deposited with the CCDC.	2019-12-11 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT340_rm1818b             
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.00422 Ang.  
RESPONSE: ... A full hemisphere of data was collected to 0.80 A resolution 
but high angle data were relatively weak, in turn giving rise to larger uncertainties.
However, the connectivity and absolute structure appear correct
;
_vrf_PLAT431_rm1818b             
;
PROBLEM: Short Inter HL..A Contact  F5       ..O9       .       2.84 Ang.  
RESPONSE: ... The solid state packing in the unit cell 
of the compound shows close contacts between the 
para-F (F5) on the benzene ring and ether oxygen 
(O9). 
;
_vrf_PLAT906_rm1818b             
;
PROBLEM: Large K Value in the Analysis of Variance ......      5.754 Check 
RESPONSE: ... This can be explained by the detector slightly underestimating
the background, which has resulted in an overestimation in F0 and the high
value of F0/Fc = 5.754.
;
_vrf_PLAT910_rm1818b             
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         10 Note  
RESPONSE: ... This can be explained by the reflections being behind
the beam stop.
;
_vrf_PLAT911_rm1818b             
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600         10 Report
RESPONSE: ... There are 10 missing reflections, which can be explained due to
outliers in the integration errors.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H14 B F9 O3'
_chemical_formula_sum            'C24 H14 B F9 O3'
_chemical_formula_weight         532.16

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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                   9.0378(8)
_cell_length_b                   17.4814(12)
_cell_length_c                   14.4485(10)
_cell_angle_alpha                90
_cell_angle_beta                 96.721(7)
_cell_angle_gamma                90
_cell_volume                     2267.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3850
_cell_measurement_theta_min      3.7570
_cell_measurement_theta_max      29.0580

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.559
_exptl_crystal_F_000             1072
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          1.005
_exptl_crystal_size_mid          0.466
_exptl_crystal_size_min          0.203
_exptl_absorpt_coefficient_mu    0.150
_shelx_estimated_absorpt_T_min   0.864
_shelx_estimated_absorpt_T_max   0.970
_exptl_absorpt_correction_type   Gaussian'
_exptl_absorpt_correction_T_min  0.376
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45b (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed tube'
_diffrn_measurement_device_type  
'Agilent Supernova Dual Atlas with CCD Detector'
_diffrn_measurement_method       'Omega scans'
_diffrn_detector_area_resol_mean 10.5082
_diffrn_reflns_number            5375
_diffrn_reflns_av_unetI/netI     0.0513
_diffrn_reflns_av_R_equivalents  0.061
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.422
_diffrn_reflns_theta_max         29.558
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.852
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.852
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.852
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5375
_reflns_number_gt                3529
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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.
;

_computing_data_collection       'CrysAlisPro 1.171.39.45b (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45b (Rigaku OD, 2018)'
_computing_structure_solution    ShelXS
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XShell and Mercury'
_computing_publication_material  Xcif

_refine_special_details          
;
Refined as a 2-component twin from HKLF5 file and using BASF command.
Structure was solved by direct methods to reveal all non H atoms. Subsequent
non H atoms were revealed by difference map and refined anisotropically. H	
atoms were added at calculated positions using a riding model.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0570P)²+1.7046P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     Direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5375
_refine_ls_number_parameters     336
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0984
_refine_ls_R_factor_gt           0.0610
_refine_ls_wR_factor_ref         0.1613
_refine_ls_wR_factor_gt          0.1414
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.6187(2) -0.18669(11) 0.54163(14) 0.0583(5) Uani 1 1 d . . . . .
F2 F 0.8300(2) -0.10591(12) 0.46746(12) 0.0574(5) Uani 1 1 d . . . . .
F3 F 0.8594(2) 0.04568(12) 0.50097(14) 0.0594(6) Uani 1 1 d . . . . .
F4 F 0.6165(2) -0.13214(11) 0.98407(13) 0.0598(6) Uani 1 1 d . . . . .
F5 F 0.7972(2) -0.02580(13) 1.07252(13) 0.0629(6) Uani 1 1 d . . . . .
F6 F 0.8124(3) 0.11460(15) 0.99858(16) 0.0932(9) Uani 1 1 d . . . . .
F7 F -0.0393(2) 0.26640(13) 0.96973(15) 0.0722(7) Uani 1 1 d . . . . .
F8 F -0.2708(2) 0.29632(11) 0.83975(19) 0.0716(7) Uani 1 1 d . . . . .
F9 F -0.2639(2) 0.25000(13) 0.66249(17) 0.0681(6) Uani 1 1 d . . . . .
O7 O 0.31156(18) 0.00909(10) 0.70816(13) 0.0282(4) Uani 1 1 d . . . . .
O8 O 0.4606(2) 0.12535(10) 0.69585(14) 0.0325(4) Uani 1 1 d . . . . .
O9 O 0.07747(18) 0.02176(10) 0.73826(13) 0.0301(4) Uani 1 1 d . . . . .
C1 C 0.5599(3) 0.00121(15) 0.64044(18) 0.0281(6) Uani 1 1 d . . . . .
C2 C 0.6342(3) -0.11104(17) 0.5622(2) 0.0391(7) Uani 1 1 d . . . . .
C3 C 0.5436(3) -0.07630(16) 0.62001(19) 0.0316(6) Uani 1 1 d . . . . .
H3 H 0.4714 -0.1047 0.6454 0.038 Uiso 1 1 calc R U . . .
C4 C 0.7416(3) -0.07087(19) 0.52331(19) 0.0404(7) Uani 1 1 d . . . . .
C5 C 0.7565(3) 0.00563(19) 0.5417(2) 0.0396(7) Uani 1 1 d . . . . .
C6 C 0.6683(3) 0.04212(17) 0.59968(19) 0.0333(6) Uani 1 1 d . . . . .
H6 H 0.6809 0.0941 0.6117 0.040 Uiso 1 1 calc R U . . .
C7 C 0.5504(3) 0.02613(15) 0.82002(19) 0.0297(6) Uani 1 1 d . . . . .
C8 C 0.6429(4) 0.07980(18) 0.8681(2) 0.0443(7) Uani 1 1 d . . . . .
H8 H 0.6503 0.1285 0.8432 0.053 Uiso 1 1 calc R U . . .
C9 C 0.7239(4) 0.0620(2) 0.9519(2) 0.0514(8) Uani 1 1 d . . . . .
C10 C 0.7159(4) -0.0093(2) 0.9902(2) 0.0452(8) Uani 1 1 d . . . . .
C11 C 0.6245(3) -0.06193(17) 0.9449(2) 0.0396(7) Uani 1 1 d . . . . .
C12 C 0.5419(3) -0.04603(16) 0.86122(19) 0.0338(6) Uani 1 1 d . . . . .
H12 H 0.4800 -0.0834 0.8317 0.041 Uiso 1 1 calc R U . . .
C15 C 0.0911(3) 0.17711(14) 0.76800(19) 0.0301(6) Uani 1 1 d . . . . .
C16 C 0.0887(3) 0.20244(16) 0.8594(2) 0.0383(7) Uani 1 1 d . . . . .
H16 H 0.1682 0.1924 0.9046 0.046 Uiso 1 1 calc R U . . .
C17 C -0.0334(4) 0.24252(18) 0.8814(2) 0.0468(8) Uani 1 1 d . . . . .
C18 C -0.1517(3) 0.25754(17) 0.8159(3) 0.0476(9) Uani 1 1 d . . . . .
C19 C -0.1474(3) 0.23347(17) 0.7260(3) 0.0436(8) Uani 1 1 d . . . . .
C20 C -0.0278(3) 0.19254(16) 0.7013(2) 0.0360(6) Uani 1 1 d . . . . .
H20 H -0.0270 0.1755 0.6404 0.043 Uiso 1 1 calc R U . . .
C48 C 0.2066(3) 0.05188(15) 0.73037(17) 0.0265(5) Uani 1 1 d . . . . .
C49 C 0.3477(3) 0.16571(15) 0.71916(19) 0.0301(6) Uani 1 1 d . . . . .
C50 C 0.3689(3) 0.24984(16) 0.7122(2) 0.0430(7) Uani 1 1 d . . . . .
H50A H 0.2806 0.2761 0.7298 0.052 Uiso 1 1 d R U . . .
H50B H 0.3831 0.2634 0.6480 0.052 Uiso 1 1 d R U . . .
H50C H 0.4567 0.2653 0.7543 0.052 Uiso 1 1 d R U . . .
C51 C 0.0633(3) -0.06140(15) 0.7333(2) 0.0345(6) Uani 1 1 d . . . . .
H51A H 0.1502 -0.0856 0.7668 0.041 Uiso 1 1 calc R U . . .
H51B H 0.0541 -0.0783 0.6689 0.041 Uiso 1 1 calc R U . . .
C52 C -0.0737(3) -0.08175(17) 0.7768(2) 0.0419(7) Uani 1 1 d . . . . .
H52A H -0.0883 -0.1361 0.7738 0.063 Uiso 1 1 calc R U . . .
H52B H -0.1584 -0.0566 0.7437 0.063 Uiso 1 1 calc R U . . .
H52C H -0.0623 -0.0656 0.8407 0.063 Uiso 1 1 calc R U . . .
C81 C 0.2210(3) 0.13217(14) 0.74300(18) 0.0282(6) Uani 1 1 d . . . . .
B1 B 0.4707(3) 0.04183(17) 0.7156(2) 0.0282(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 C2 1.359(3) . ?
F2 C4 1.348(3) . ?
F3 C5 1.353(3) . ?
F4 C11 1.357(3) . ?
F5 C10 1.354(4) . ?
F6 C9 1.347(4) . ?
F7 C17 1.350(4) . ?
F8 C18 1.351(3) . ?
F9 C19 1.345(4) . ?
O7 C48 1.278(3) . ?
O7 B1 1.540(3) . ?
O8 C49 1.316(3) . ?
O8 B1 1.488(3) . ?
O9 C48 1.297(3) . ?
O9 C51 1.460(3) . ?
C1 C3 1.391(4) . ?
C1 C6 1.397(4) . ?
C1 B1 1.594(4) . ?
C2 C4 1.371(4) . ?
C2 C3 1.377(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.367(5) . ?
C5 C6 1.378(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.388(4) . ?
C7 C12 1.401(4) . ?
C7 B1 1.617(4) . ?
C8 C9 1.376(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.369(5) . ?
C10 C11 1.353(4) . ?
C11 C12 1.373(4) . ?
C12 H12 0.9300 . ?
C15 C20 1.383(4) . ?
C15 C16 1.395(4) . ?
C15 C81 1.491(3) . ?
C16 C17 1.375(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.367(5) . ?
C18 C19 1.369(5) . ?
C19 C20 1.378(4) . ?
C20 H20 0.9300 . ?
C48 C81 1.419(4) . ?
C49 C81 1.366(4) . ?
C49 C50 1.488(4) . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9804 . ?
C50 H50C 0.9798 . ?
C51 C52 1.496(4) . ?
C51 H51A 0.9700 . ?
C51 H51B 0.9700 . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 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
C48 O7 B1 118.6(2) . . ?
C49 O8 B1 120.6(2) . . ?
C48 O9 C51 118.31(19) . . ?
C3 C1 C6 118.1(2) . . ?
C3 C1 B1 122.0(2) . . ?
C6 C1 B1 119.7(2) . . ?
F1 C2 C4 117.9(3) . . ?
F1 C2 C3 120.6(3) . . ?
C4 C2 C3 121.5(3) . . ?
C2 C3 C1 120.2(3) . . ?
C2 C3 H3 119.9 . . ?
C1 C3 H3 119.9 . . ?
F2 C4 C5 120.6(3) . . ?
F2 C4 C2 120.7(3) . . ?
C5 C4 C2 118.7(3) . . ?
F3 C5 C4 118.6(3) . . ?
F3 C5 C6 120.1(3) . . ?
C4 C5 C6 121.4(3) . . ?
C5 C6 C1 120.2(3) . . ?
C5 C6 H6 119.9 . . ?
C1 C6 H6 119.9 . . ?
C8 C7 C12 117.1(3) . . ?
C8 C7 B1 121.9(2) . . ?
C12 C7 B1 120.6(2) . . ?
C9 C8 C7 121.0(3) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
F6 C9 C10 118.4(3) . . ?
F6 C9 C8 120.6(3) . . ?
C10 C9 C8 120.9(3) . . ?
C11 C10 F5 121.2(3) . . ?
C11 C10 C9 118.8(3) . . ?
F5 C10 C9 120.0(3) . . ?
C10 C11 F4 118.2(3) . . ?
C10 C11 C12 121.8(3) . . ?
F4 C11 C12 120.0(3) . . ?
C11 C12 C7 120.3(3) . . ?
C11 C12 H12 119.8 . . ?
C7 C12 H12 119.8 . . ?
C20 C15 C16 120.0(3) . . ?
C20 C15 C81 120.2(2) . . ?
C16 C15 C81 119.8(2) . . ?
C17 C16 C15 118.8(3) . . ?
C17 C16 H16 120.6 . . ?
C15 C16 H16 120.6 . . ?
F7 C17 C18 118.8(3) . . ?
F7 C17 C16 119.8(3) . . ?
C18 C17 C16 121.4(3) . . ?
F8 C18 C17 120.1(3) . . ?
F8 C18 C19 120.5(3) . . ?
C17 C18 C19 119.4(3) . . ?
F9 C19 C18 118.3(3) . . ?
F9 C19 C20 120.7(3) . . ?
C18 C19 C20 121.0(3) . . ?
C19 C20 C15 119.3(3) . . ?
C19 C20 H20 120.3 . . ?
C15 C20 H20 120.3 . . ?
O7 C48 O9 119.1(2) . . ?
O7 C48 C81 123.5(2) . . ?
O9 C48 C81 117.4(2) . . ?
O8 C49 C81 122.2(2) . . ?
O8 C49 C50 113.7(2) . . ?
C81 C49 C50 124.0(2) . . ?
C49 C50 H50A 109.3 . . ?
C49 C50 H50B 109.6 . . ?
H50A C50 H50B 109.4 . . ?
C49 C50 H50C 109.4 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
O9 C51 C52 106.7(2) . . ?
O9 C51 H51A 110.4 . . ?
C52 C51 H51A 110.4 . . ?
O9 C51 H51B 110.4 . . ?
C52 C51 H51B 110.4 . . ?
H51A C51 H51B 108.6 . . ?
C51 C52 H52A 109.5 . . ?
C51 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C51 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C49 C81 C48 117.3(2) . . ?
C49 C81 C15 122.8(2) . . ?
C48 C81 C15 119.3(2) . . ?
O8 B1 O7 108.4(2) . . ?
O8 B1 C1 109.3(2) . . ?
O7 B1 C1 109.2(2) . . ?
O8 B1 C7 110.9(2) . . ?
O7 B1 C7 108.2(2) . . ?
C1 B1 C7 110.7(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
F1 C2 C3 C1 -179.8(2) . . . . ?
C4 C2 C3 C1 -0.2(4) . . . . ?
C6 C1 C3 C2 1.0(4) . . . . ?
B1 C1 C3 C2 -173.0(2) . . . . ?
F1 C2 C4 F2 -0.9(4) . . . . ?
C3 C2 C4 F2 179.5(2) . . . . ?
F1 C2 C4 C5 178.6(3) . . . . ?
C3 C2 C4 C5 -1.0(4) . . . . ?
F2 C4 C5 F3 1.5(4) . . . . ?
C2 C4 C5 F3 -178.0(3) . . . . ?
F2 C4 C5 C6 -179.1(2) . . . . ?
C2 C4 C5 C6 1.4(4) . . . . ?
F3 C5 C6 C1 178.8(2) . . . . ?
C4 C5 C6 C1 -0.6(4) . . . . ?
C3 C1 C6 C5 -0.6(4) . . . . ?
B1 C1 C6 C5 173.5(2) . . . . ?
C12 C7 C8 C9 0.9(5) . . . . ?
B1 C7 C8 C9 -172.0(3) . . . . ?
C7 C8 C9 F6 -179.3(3) . . . . ?
C7 C8 C9 C10 0.2(5) . . . . ?
F6 C9 C10 C11 178.4(3) . . . . ?
C8 C9 C10 C11 -1.1(5) . . . . ?
F6 C9 C10 F5 -0.8(5) . . . . ?
C8 C9 C10 F5 179.6(3) . . . . ?
F5 C10 C11 F4 -0.1(5) . . . . ?
C9 C10 C11 F4 -179.3(3) . . . . ?
F5 C10 C11 C12 -179.8(3) . . . . ?
C9 C10 C11 C12 1.0(5) . . . . ?
C10 C11 C12 C7 0.1(5) . . . . ?
F4 C11 C12 C7 -179.6(2) . . . . ?
C8 C7 C12 C11 -1.0(4) . . . . ?
B1 C7 C12 C11 171.9(2) . . . . ?
C20 C15 C16 C17 0.1(4) . . . . ?
C81 C15 C16 C17 -178.8(3) . . . . ?
C15 C16 C17 F7 178.8(3) . . . . ?
C15 C16 C17 C18 0.3(4) . . . . ?
F7 C17 C18 F8 0.7(4) . . . . ?
C16 C17 C18 F8 179.3(3) . . . . ?
F7 C17 C18 C19 -179.8(3) . . . . ?
C16 C17 C18 C19 -1.3(5) . . . . ?
F8 C18 C19 F9 0.5(4) . . . . ?
C17 C18 C19 F9 -178.9(3) . . . . ?
F8 C18 C19 C20 -178.7(3) . . . . ?
C17 C18 C19 C20 1.9(5) . . . . ?
F9 C19 C20 C15 179.3(3) . . . . ?
C18 C19 C20 C15 -1.5(4) . . . . ?
C16 C15 C20 C19 0.5(4) . . . . ?
C81 C15 C20 C19 179.3(3) . . . . ?
B1 O7 C48 O9 -169.4(2) . . . . ?
B1 O7 C48 C81 13.6(4) . . . . ?
C51 O9 C48 O7 7.8(3) . . . . ?
C51 O9 C48 C81 -175.0(2) . . . . ?
B1 O8 C49 C81 -14.5(4) . . . . ?
B1 O8 C49 C50 168.4(2) . . . . ?
C48 O9 C51 C52 160.4(2) . . . . ?
O8 C49 C81 C48 -7.9(4) . . . . ?
C50 C49 C81 C48 168.9(3) . . . . ?
O8 C49 C81 C15 -178.9(2) . . . . ?
C50 C49 C81 C15 -2.2(4) . . . . ?
O7 C48 C81 C49 8.0(4) . . . . ?
O9 C48 C81 C49 -169.0(2) . . . . ?
O7 C48 C81 C15 179.4(2) . . . . ?
O9 C48 C81 C15 2.3(4) . . . . ?
C20 C15 C81 C49 95.8(3) . . . . ?
C16 C15 C81 C49 -85.3(3) . . . . ?
C20 C15 C81 C48 -75.0(3) . . . . ?
C16 C15 C81 C48 103.9(3) . . . . ?
C49 O8 B1 O7 32.6(3) . . . . ?
C49 O8 B1 C1 151.5(2) . . . . ?
C49 O8 B1 C7 -86.1(3) . . . . ?
C48 O7 B1 O8 -31.8(3) . . . . ?
C48 O7 B1 C1 -150.8(2) . . . . ?
C48 O7 B1 C7 88.5(3) . . . . ?
C3 C1 B1 O8 -157.0(2) . . . . ?
C6 C1 B1 O8 29.1(3) . . . . ?
C3 C1 B1 O7 -38.6(3) . . . . ?
C6 C1 B1 O7 147.6(2) . . . . ?
C3 C1 B1 C7 80.5(3) . . . . ?
C6 C1 B1 C7 -93.3(3) . . . . ?
C8 C7 B1 O8 -22.0(4) . . . . ?
C12 C7 B1 O8 165.4(2) . . . . ?
C8 C7 B1 O7 -140.7(3) . . . . ?
C12 C7 B1 O7 46.7(3) . . . . ?
C8 C7 B1 C1 99.5(3) . . . . ?
C12 C7 B1 C1 -73.1(3) . . . . ?

_refine_diff_density_max         0.324
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.058

_shelxl_version_number           2013-3

####################################################################### 
# 
# 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_rm1928h_sq
_database_code_depnum_ccdc_archive 'CCDC 1963748'
loop_
_audit_author_name
_audit_author_address
'Theo Gazis'
;Cardiff University
United Kingdom
;
_audit_update_record             
;
2019-12-05 deposited with the CCDC.	2019-12-11 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT910_rm1928h_sq          
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         44 Note
RESPONSE: A small number of low angle reflections were obscured by the beamstop.
;
# Added during the CSD deposition process: Tuesday 05 November 2019 09:22 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H15 B F15 I O2'
_chemical_formula_sum            'C32 H15 B F15 I O2'
_chemical_formula_weight         854.15

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'
O O 0.0106 0.0060 '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'
I I -0.4742 1.8119 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   16.1557(4)
_cell_length_b                   37.6672(11)
_cell_length_c                   16.7091(4)
_cell_angle_alpha                90
_cell_angle_beta                 104.564(3)
_cell_angle_gamma                90
_cell_volume                     9841.5(5)
_cell_formula_units_Z            12
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    19129
_cell_measurement_theta_min      3.688
_cell_measurement_theta_max      28.701

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.729
_exptl_crystal_F_000             4992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.332
_exptl_crystal_size_mid          0.129
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.091
_shelx_estimated_absorpt_T_min   0.713
_shelx_estimated_absorpt_T_max   0.899
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.657
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.50a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model. Empirical absorption correction 
using spherical harmonics, implemented in SCALE3 ABSPACK scaling 
algorithm.
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova (Mo) X-ray Source'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            83238
_diffrn_reflns_av_unetI/netI     0.0549
_diffrn_reflns_av_R_equivalents  0.0497
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -48
_diffrn_reflns_limit_k_max       48
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.321
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             22003
_reflns_number_gt                15239
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_structure_solution    SHELXS
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_refine_special_details          
;
Structure solved by direct methods with three molecules in the asymmetric unit.
Two disordered lattice solvent molecules were identified, comprising one region
of electron density about a symmetry elelent and  second severeley disordered over 
multiple sites. These were treated with SQUEEZE within PLATON.Subsequent refinement proceeded smoothly.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0583P)²+14.4429P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         22003
_refine_ls_number_parameters     1384
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0840
_refine_ls_R_factor_gt           0.0530
_refine_ls_wR_factor_ref         0.1388
_refine_ls_wR_factor_gt          0.1208
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
I1 I -0.22193(2) 0.11827(2) 0.22757(2) 0.03748(9) Uani 1 1 d . . . . .
I2 I -0.15698(2) 0.76865(2) 0.21856(2) 0.04303(9) Uani 1 1 d . . . . .
I3 I 0.70679(2) 0.97270(2) 0.28888(2) 0.04158(9) Uani 1 1 d . . . . .
F32 F 0.22748(17) 0.14811(8) 0.25922(16) 0.0456(7) Uani 1 1 d . . . . .
O11 O -0.02899(18) 0.12092(8) 0.24125(19) 0.0349(7) Uani 1 1 d . . . . .
F92 F 0.29170(16) 0.73545(8) 0.25972(16) 0.0444(7) Uani 1 1 d . . . . .
F93 F 0.41013(17) 0.73417(9) 0.40264(18) 0.0560(8) Uani 1 1 d . . . . .
F102 F 0.28470(17) 0.80925(8) 0.25026(17) 0.0492(7) Uani 1 1 d . . . . .
F142 F 0.46979(18) 0.95182(8) 0.10422(16) 0.0462(7) Uani 1 1 d . . . . .
O21 O 0.03453(19) 0.77613(9) 0.22814(18) 0.0355(7) Uani 1 1 d . . . . .
F36 F -0.03182(17) 0.11469(8) 0.07204(17) 0.0514(8) Uani 1 1 d . . . . .
F96 F 0.09243(18) 0.78195(8) 0.39639(16) 0.0492(7) Uani 1 1 d . . . . .
F46 F 0.22696(17) 0.07631(8) 0.27522(17) 0.0480(7) Uani 1 1 d . . . . .
F152 F 0.26333(17) 0.97659(8) 0.24727(17) 0.0474(7) Uani 1 1 d . . . . .
F33 F 0.28284(18) 0.17336(8) 0.13470(19) 0.0550(8) Uani 1 1 d . . . . .
F42 F 0.02923(19) 0.12621(9) 0.40968(18) 0.0548(8) Uani 1 1 d . . . . .
O31 O 0.51548(18) 0.95730(8) 0.27160(18) 0.0347(7) Uani 1 1 d . . . . .
F106 F 0.03536(18) 0.77010(9) 0.05643(17) 0.0540(8) Uani 1 1 d . . . . .
F52 F -0.04170(19) 0.05704(8) 0.31128(19) 0.0533(8) Uani 1 1 d . . . . .
F146 F 0.26649(18) 0.90471(9) 0.23496(17) 0.0512(8) Uani 1 1 d . . . . .
F82 F 0.0280(2) 0.71368(8) 0.30393(18) 0.0497(7) Uani 1 1 d . . . . .
F156 F 0.51534(19) 0.94092(9) 0.44474(17) 0.0542(8) Uani 1 1 d . . . . .
F145 F 0.15466(19) 0.89875(10) 0.0886(2) 0.0630(9) Uani 1 1 d . . . . .
F56 F 0.1214(2) 0.06188(8) 0.1128(2) 0.0620(9) Uani 1 1 d . . . . .
O12 O -0.2459(2) 0.19934(9) 0.2619(2) 0.0464(8) Uani 1 1 d . . . . .
C31 C 0.0960(3) 0.12820(12) 0.1720(3) 0.0318(9) Uani 1 1 d . . . . .
F95 F 0.2106(2) 0.77889(10) 0.53882(17) 0.0615(9) Uani 1 1 d . . . . .
C21 C -0.1363(3) 0.16043(12) 0.2479(3) 0.0316(10) Uani 1 1 d . . . . .
F35 F 0.0220(2) 0.14401(9) -0.05110(16) 0.0584(8) Uani 1 1 d . . . . .
F105 F 0.0854(2) 0.80400(9) -0.06267(17) 0.0606(9) Uani 1 1 d . . . . .
F85 F 0.1216(2) 0.65310(8) 0.04671(19) 0.0618(9) Uani 1 1 d . . . . .
F132 F 0.5629(2) 0.89720(9) 0.2105(2) 0.0627(9) Uani 1 1 d . . . . .
F143 F 0.3607(2) 0.94203(9) -0.04099(17) 0.0613(9) Uani 1 1 d . . . . .
C101 C 0.1580(3) 0.78600(12) 0.1596(3) 0.0333(10) Uani 1 1 d . . . . .
F86 F 0.1739(2) 0.71795(8) 0.09146(19) 0.0552(8) Uani 1 1 d . . . . .
C41 C 0.1237(3) 0.10350(12) 0.3335(3) 0.0347(10) Uani 1 1 d . . . . .
O32 O 0.6869(2) 1.05169(9) 0.2335(2) 0.0467(8) Uani 1 1 d . . . . .
F45 F 0.33982(19) 0.06901(9) 0.4197(2) 0.0618(9) Uani 1 1 d . . . . .
C91 C 0.1881(3) 0.76070(12) 0.3197(3) 0.0339(10) Uani 1 1 d . . . . .
F94 F 0.3712(2) 0.75627(11) 0.54489(17) 0.0674(10) Uani 1 1 d . . . . .
F144 F 0.2004(2) 0.91789(10) -0.05234(18) 0.0692(10) Uani 1 1 d . . . . .
F83 F -0.0235(2) 0.64878(9) 0.2579(2) 0.0678(9) Uani 1 1 d . . . . .
C122 C 0.5209(3) 0.99040(12) 0.2519(3) 0.0315(9) Uani 1 1 d . . . . .
F34 F 0.1808(2) 0.17290(9) -0.02220(18) 0.0581(8) Uani 1 1 d . . . . .
F155 F 0.4556(2) 0.97057(10) 0.56323(18) 0.0701(10) Uani 1 1 d . . . . .
C46 C 0.2037(3) 0.08808(13) 0.3425(3) 0.0384(11) Uani 1 1 d . . . . .
F154 F 0.2998(3) 1.00325(10) 0.5256(2) 0.0752(11) Uani 1 1 d . . . . .
F43 F 0.1435(2) 0.11851(10) 0.55322(19) 0.0713(10) Uani 1 1 d . . . . .
C156 C 0.4375(3) 0.95641(13) 0.4224(3) 0.0404(11) Uani 1 1 d . . . . .
C123 C 0.4448(3) 1.01392(13) 0.2299(3) 0.0390(11) Uani 1 1 d . . . . .
H134 H 0.431442 1.021717 0.280531 0.047 Uiso 1 1 calc R U . . .
H133 H 0.396577 1.000132 0.199025 0.047 Uiso 1 1 calc R U . . .
F136 F 0.3821(2) 0.88479(8) 0.3910(2) 0.0627(9) Uani 1 1 d . . . . .
F54 F -0.0157(3) -0.04272(8) 0.1530(3) 0.0841(12) Uani 1 1 d . . . . .
C23 C 0.0104(3) 0.18367(11) 0.2677(3) 0.0317(9) Uani 1 1 d . . . . .
H23A H 0.019955 0.191403 0.215397 0.038 Uiso 1 1 calc R U . . .
H23B H 0.064615 0.175261 0.301797 0.038 Uiso 1 1 calc R U . . .
F153 F 0.2058(2) 1.00474(9) 0.3663(2) 0.0662(9) Uani 1 1 d . . . . .
C152 C 0.3140(3) 0.97278(13) 0.3251(3) 0.0392(11) Uani 1 1 d . . . . .
C86 C 0.1231(3) 0.70257(13) 0.1342(3) 0.0391(11) Uani 1 1 d . . . . .
C51 C 0.0381(3) 0.06419(12) 0.2110(3) 0.0345(10) Uani 1 1 d . . . . .
C71 C -0.0773(3) 0.81305(13) 0.2323(3) 0.0388(11) Uani 1 1 d . . . . .
B1 B 0.0592(3) 0.10609(15) 0.2399(3) 0.0338(11) Uani 1 1 d . . . . .
C72 C 0.0077(3) 0.80801(13) 0.2381(3) 0.0342(10) Uani 1 1 d . . . . .
C36 C 0.0465(3) 0.12991(13) 0.0904(3) 0.0373(10) Uani 1 1 d . . . . .
C102 C 0.2331(3) 0.80554(12) 0.1737(3) 0.0352(10) Uani 1 1 d . . . . .
F53 F -0.0762(2) -0.01059(9) 0.2736(2) 0.0753(11) Uani 1 1 d . . . . .
C22 C -0.0516(3) 0.15333(12) 0.2518(2) 0.0304(9) Uani 1 1 d . . . . .
C141 C 0.3717(3) 0.93107(12) 0.1782(3) 0.0329(10) Uani 1 1 d . . . . .
F104 F 0.2369(2) 0.83958(9) -0.0278(2) 0.0642(9) Uani 1 1 d . . . . .
C26 C -0.1710(3) 0.19492(12) 0.2580(3) 0.0364(10) Uani 1 1 d . . . . .
F44 F 0.3002(2) 0.09065(10) 0.56170(19) 0.0724(10) Uani 1 1 d . . . . .
C96 C 0.1710(3) 0.77031(13) 0.3938(3) 0.0383(11) Uani 1 1 d . . . . .
C92 C 0.2693(3) 0.74760(13) 0.3275(3) 0.0355(10) Uani 1 1 d . . . . .
C121 C 0.5995(3) 1.00447(12) 0.2530(3) 0.0346(10) Uani 1 1 d . . . . .
C76 C -0.1173(3) 0.84678(14) 0.2363(4) 0.0499(13) Uani 1 1 d . . . . .
C73 C 0.0668(3) 0.83938(12) 0.2544(3) 0.0357(10) Uani 1 1 d . . . . .
H73B H 0.076388 0.847399 0.202332 0.043 Uiso 1 1 calc R U . . .
H73A H 0.121487 0.831799 0.289184 0.043 Uiso 1 1 calc R U . . .
C95 C 0.2316(3) 0.76915(14) 0.4691(3) 0.0450(12) Uani 1 1 d . . . . .
C24 C -0.0186(3) 0.21574(12) 0.3105(3) 0.0352(10) Uani 1 1 d . . . . .
C142 C 0.3928(3) 0.93885(13) 0.1049(3) 0.0372(10) Uani 1 1 d . . . . .
C52 C -0.0107(3) 0.04314(13) 0.2500(3) 0.0413(11) Uani 1 1 d . . . . .
C81 C 0.0998(3) 0.72088(13) 0.1973(3) 0.0356(10) Uani 1 1 d . . . . .
C151 C 0.3911(3) 0.95524(12) 0.3396(3) 0.0336(10) Uani 1 1 d . . . . .
C25 C -0.1104(3) 0.22532(13) 0.2645(3) 0.0433(12) Uani 1 1 d . . . . .
H25A H -0.130064 0.244758 0.293053 0.052 Uiso 1 1 calc R U . . .
H25B H -0.110826 0.233441 0.209279 0.052 Uiso 1 1 calc R U . . .
C32 C 0.1742(3) 0.14490(12) 0.1828(3) 0.0340(10) Uani 1 1 d . . . . .
F103 F 0.3361(2) 0.84014(9) 0.1304(2) 0.0637(9) Uani 1 1 d . . . . .
C93 C 0.3327(3) 0.74618(14) 0.4013(3) 0.0410(11) Uani 1 1 d . . . . .
F55 F 0.0860(3) -0.00519(9) 0.0759(2) 0.0829(12) Uani 1 1 d . . . . .
F135 F 0.4430(2) 0.82059(8) 0.4313(2) 0.0699(10) Uani 1 1 d . . . . .
C106 C 0.1105(3) 0.78732(13) 0.0781(3) 0.0372(11) Uani 1 1 d . . . . .
C131 C 0.4703(3) 0.89560(12) 0.3002(3) 0.0345(10) Uani 1 1 d . . . . .
F84 F 0.0202(2) 0.61737(8) 0.1271(2) 0.0703(10) Uani 1 1 d . . . . .
B2 B 0.1220(3) 0.76219(14) 0.2266(3) 0.0329(11) Uani 1 1 d . . . . .
B3 B 0.4349(3) 0.93547(15) 0.2722(3) 0.0346(11) Uani 1 1 d . . . . .
C153 C 0.2820(3) 0.98831(14) 0.3857(3) 0.0457(12) Uani 1 1 d . . . . .
C34 C 0.1530(3) 0.15878(13) 0.0405(3) 0.0396(11) Uani 1 1 d . . . . .
C146 C 0.2910(3) 0.91619(13) 0.1678(3) 0.0383(11) Uani 1 1 d . . . . .
C82 C 0.0512(3) 0.70029(13) 0.2373(3) 0.0378(11) Uani 1 1 d . . . . .
C104 C 0.2108(3) 0.82254(13) 0.0324(3) 0.0444(12) Uani 1 1 d . . . . .
C132 C 0.5318(3) 0.87951(14) 0.2667(3) 0.0453(12) Uani 1 1 d . . . . .
C124 C 0.4544(3) 1.04697(13) 0.1786(3) 0.0419(11) Uani 1 1 d . . . . .
C83 C 0.0244(3) 0.66634(14) 0.2158(3) 0.0458(12) Uani 1 1 d . . . . .
C84 C 0.0466(3) 0.65037(13) 0.1499(3) 0.0467(12) Uani 1 1 d . . . . .
C42 C 0.1063(3) 0.11260(13) 0.4074(3) 0.0401(11) Uani 1 1 d . . . . .
C35 C 0.0731(3) 0.14436(13) 0.0260(3) 0.0417(11) Uani 1 1 d . . . . .
C33 C 0.2043(3) 0.15896(13) 0.1194(3) 0.0387(11) Uani 1 1 d . . . . .
C126 C 0.6151(3) 1.04115(13) 0.2341(3) 0.0381(11) Uani 1 1 d . . . . .
C145 C 0.2329(3) 0.91236(15) 0.0928(3) 0.0470(13) Uani 1 1 d . . . . .
C144 C 0.2565(3) 0.92146(15) 0.0225(3) 0.0467(13) Uani 1 1 d . . . . .
C28 C 0.0415(3) 0.24711(13) 0.3063(3) 0.0469(12) Uani 1 1 d . . . . .
H28B H 0.040504 0.251863 0.249591 0.070 Uiso 1 1 calc R U . . .
H28A H 0.098718 0.241212 0.336259 0.070 Uiso 1 1 calc R U . . .
H28C H 0.022741 0.267790 0.330342 0.070 Uiso 1 1 calc R U . . .
C45 C 0.2628(3) 0.08358(14) 0.4169(3) 0.0448(12) Uani 1 1 d . . . . .
C125 C 0.5397(3) 1.06504(13) 0.2185(3) 0.0457(12) Uani 1 1 d . . . . .
H126 H 0.548479 1.084260 0.182917 0.055 Uiso 1 1 calc R U . . .
H125 H 0.536006 1.075404 0.270661 0.055 Uiso 1 1 calc R U . . .
C27 C -0.0151(3) 0.20691(14) 0.4011(3) 0.0458(12) Uani 1 1 d . . . . .
H27C H -0.054218 0.187941 0.403056 0.069 Uiso 1 1 calc R U . . .
H27B H -0.030736 0.227517 0.427751 0.069 Uiso 1 1 calc R U . . .
H27A H 0.041875 0.199754 0.429026 0.069 Uiso 1 1 calc R U . . .
C44 C 0.2421(3) 0.09450(15) 0.4886(3) 0.0497(13) Uani 1 1 d . . . . .
C143 C 0.3360(3) 0.93432(14) 0.0278(3) 0.0442(12) Uani 1 1 d . . . . .
C43 C 0.1641(4) 0.10885(15) 0.4837(3) 0.0491(13) Uani 1 1 d . . . . .
C74 C 0.0343(3) 0.87066(13) 0.2961(3) 0.0425(11) Uani 1 1 d . . . . .
C56 C 0.0691(4) 0.04583(14) 0.1537(3) 0.0493(13) Uani 1 1 d . . . . .
C154 C 0.3302(4) 0.98793(14) 0.4659(3) 0.0510(14) Uani 1 1 d . . . . .
C136 C 0.4427(3) 0.87339(13) 0.3544(3) 0.0410(11) Uani 1 1 d . . . . .
C54 C 0.0022(4) -0.00858(14) 0.1724(4) 0.0598(16) Uani 1 1 d . . . . .
C135 C 0.4730(4) 0.83974(14) 0.3759(3) 0.0475(13) Uani 1 1 d . . . . .
C103 C 0.2609(3) 0.82285(13) 0.1119(3) 0.0426(11) Uani 1 1 d . . . . .
O22 O -0.1942(2) 0.85026(11) 0.2294(3) 0.0729(13) Uani 1 1 d . . . . .
C53 C -0.0291(4) 0.00778(14) 0.2328(4) 0.0524(14) Uani 1 1 d . . . . .
C85 C 0.0975(3) 0.66869(13) 0.1099(3) 0.0438(12) Uani 1 1 d . . . . .
C94 C 0.3123(3) 0.75717(15) 0.4720(3) 0.0455(12) Uani 1 1 d . . . . .
C105 C 0.1358(3) 0.80483(13) 0.0155(3) 0.0426(12) Uani 1 1 d . . . . .
C155 C 0.4078(4) 0.97168(14) 0.4847(3) 0.0479(13) Uani 1 1 d . . . . .
C55 C 0.0526(4) 0.01050(15) 0.1338(4) 0.0553(14) Uani 1 1 d . . . . .
C75 C -0.0574(3) 0.87857(14) 0.2471(4) 0.0536(14) Uani 1 1 d . . . . .
H75A H -0.080403 0.897278 0.275143 0.064 Uiso 1 1 calc R U . . .
H75B H -0.056114 0.887382 0.192932 0.064 Uiso 1 1 calc R U . . .
F134 F 0.5637(2) 0.79294(9) 0.3632(2) 0.0717(10) Uani 1 1 d . . . . .
F133 F 0.6207(3) 0.83197(11) 0.2491(3) 0.0885(13) Uani 1 1 d . . . . .
C133 C 0.5625(4) 0.84565(16) 0.2862(4) 0.0537(14) Uani 1 1 d . . . . .
C134 C 0.5331(4) 0.82572(14) 0.3420(3) 0.0514(14) Uani 1 1 d . . . . .
C77 C 0.0365(4) 0.86187(15) 0.3864(3) 0.0545(14) Uani 1 1 d . . . . .
H77C H 0.094280 0.857049 0.416421 0.082 Uiso 1 1 calc R U . . .
H77A H 0.001609 0.841382 0.388024 0.082 Uiso 1 1 calc R U . . .
H77B H 0.014868 0.881691 0.411032 0.082 Uiso 1 1 calc R U . . .
C127 C 0.4527(4) 1.03655(15) 0.0894(3) 0.0507(13) Uani 1 1 d . . . . .
H132 H 0.497946 1.020004 0.089731 0.076 Uiso 1 1 calc R U . . .
H130 H 0.460323 1.057367 0.058934 0.076 Uiso 1 1 calc R U . . .
H131 H 0.398670 1.025759 0.063862 0.076 Uiso 1 1 calc R U . . .
C128 C 0.3801(4) 1.07216(15) 0.1788(4) 0.0602(16) Uani 1 1 d . . . . .
H127 H 0.326896 1.060383 0.154882 0.090 Uiso 1 1 calc R U . . .
H129 H 0.384744 1.092942 0.146933 0.090 Uiso 1 1 calc R U . . .
H128 H 0.381978 1.078939 0.234574 0.090 Uiso 1 1 calc R U . . .
C78 C 0.0906(4) 0.90296(15) 0.2941(4) 0.0566(14) Uani 1 1 d . . . . .
H78A H 0.148763 0.897475 0.321947 0.085 Uiso 1 1 calc R U . . .
H78C H 0.071117 0.922539 0.321240 0.085 Uiso 1 1 calc R U . . .
H78B H 0.087492 0.909218 0.237666 0.085 Uiso 1 1 calc R U . . .
C61 C -0.1712(3) 0.76623(13) 0.3403(3) 0.0389(11) Uani 1 1 d . . . . .
C11 C -0.2369(3) 0.11336(14) 0.3494(3) 0.0426(12) Uani 1 1 d . . . . .
C111 C 0.7375(3) 0.96286(14) 0.1756(3) 0.0449(12) Uani 1 1 d . . . . .
C66 C -0.1364(4) 0.73733(14) 0.3883(3) 0.0496(13) Uani 1 1 d . . . . .
H66 H -0.104117 0.720380 0.369286 0.059 Uiso 1 1 calc R U . . .
C62 C -0.2172(4) 0.79222(16) 0.3670(3) 0.0542(14) Uani 1 1 d . . . . .
H62 H -0.237955 0.811746 0.333993 0.065 Uiso 1 1 calc R U . . .
C16 C -0.2902(4) 0.13661(17) 0.3751(4) 0.0592(15) Uani 1 1 d . . . . .
H16 H -0.317403 0.155063 0.341672 0.071 Uiso 1 1 calc R U . . .
C12 C -0.1964(4) 0.08531(16) 0.3961(4) 0.0577(15) Uani 1 1 d . . . . .
H12 H -0.161371 0.069865 0.376121 0.069 Uiso 1 1 calc R U . . .
C116 C 0.7569(4) 0.99019(17) 0.1304(3) 0.0606(16) Uani 1 1 d . . . . .
H116 H 0.753561 1.013668 0.146583 0.073 Uiso 1 1 calc R U . . .
C112 C 0.7435(4) 0.92758(17) 0.1559(4) 0.0634(16) Uani 1 1 d . . . . .
H112 H 0.730620 0.909543 0.188777 0.076 Uiso 1 1 calc R U . . .
C64 C -0.2002(4) 0.75966(17) 0.4924(3) 0.0539(14) Uani 1 1 d . . . . .
H64 H -0.211753 0.756882 0.543843 0.065 Uiso 1 1 calc R U . . .
C63 C -0.2318(4) 0.78847(17) 0.4450(4) 0.0584(15) Uani 1 1 d . . . . .
H63 H -0.263043 0.805576 0.464848 0.070 Uiso 1 1 calc R U . . .
C65 C -0.1517(4) 0.73481(16) 0.4652(4) 0.0559(14) Uani 1 1 d . . . . .
H65 H -0.128801 0.715911 0.499495 0.067 Uiso 1 1 calc R U . . .
C14 C -0.2614(4) 0.1040(2) 0.5015(4) 0.073(2) Uani 1 1 d . . . . .
H14 H -0.269399 0.100884 0.554272 0.087 Uiso 1 1 calc R U . . .
C15 C -0.3013(4) 0.1310(2) 0.4547(4) 0.0723(19) Uani 1 1 d . . . . .
H15 H -0.336636 0.146062 0.475261 0.087 Uiso 1 1 calc R U . . .
C13 C -0.2098(4) 0.0811(2) 0.4738(4) 0.078(2) Uani 1 1 d . . . . .
H13 H -0.183500 0.062527 0.507360 0.093 Uiso 1 1 calc R U . . .
C115 C 0.7817(5) 0.9816(3) 0.0592(4) 0.090(3) Uani 1 1 d . . . . .
H115 H 0.793731 0.999672 0.025831 0.108 Uiso 1 1 calc R U . . .
C114 C 0.7888(5) 0.9471(3) 0.0373(5) 0.098(3) Uani 1 1 d . . . . .
H114 H 0.806737 0.941769 -0.010050 0.118 Uiso 1 1 calc R U . . .
C113 C 0.7696(5) 0.9202(2) 0.0848(5) 0.091(3) Uani 1 1 d . . . . .
H113 H 0.774229 0.896758 0.069221 0.109 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C21 2.077(4) . ?
I1 C11 2.117(5) . ?
I2 C71 2.087(5) . ?
I2 C61 2.105(5) . ?
I3 C121 2.067(5) . ?
I3 C111 2.106(5) . ?
F32 C32 1.355(5) . ?
O11 C22 1.299(5) . ?
O11 B1 1.537(6) . ?
F92 C92 1.353(5) . ?
F93 C93 1.325(6) . ?
F102 C102 1.347(5) . ?
F142 C142 1.339(5) . ?
O21 C72 1.302(6) . ?
O21 B2 1.514(6) . ?
F36 C36 1.352(5) . ?
F96 C96 1.354(5) . ?
F46 C46 1.347(5) . ?
F152 C152 1.360(5) . ?
F33 C33 1.344(5) . ?
F42 C42 1.356(6) . ?
O31 C122 1.298(5) . ?
O31 B3 1.542(6) . ?
F106 C106 1.343(5) . ?
F52 C52 1.353(6) . ?
F146 C146 1.351(5) . ?
F82 C82 1.358(5) . ?
F156 C156 1.351(6) . ?
F145 C145 1.350(6) . ?
F56 C56 1.355(6) . ?
O12 C26 1.239(6) . ?
C31 C32 1.382(6) . ?
C31 C36 1.397(6) . ?
C31 B1 1.635(7) . ?
F95 C95 1.344(6) . ?
C21 C22 1.380(6) . ?
C21 C26 1.441(6) . ?
F35 C35 1.344(5) . ?
F105 C105 1.355(5) . ?
F85 C85 1.347(6) . ?
F132 C132 1.347(6) . ?
F143 C143 1.340(6) . ?
C101 C106 1.386(6) . ?
C101 C102 1.388(6) . ?
C101 B2 1.650(7) . ?
F86 C86 1.347(6) . ?
C41 C42 1.378(7) . ?
C41 C46 1.390(6) . ?
C41 B1 1.649(6) . ?
O32 C126 1.228(5) . ?
F45 C45 1.349(6) . ?
C91 C92 1.377(6) . ?
C91 C96 1.383(7) . ?
C91 B2 1.651(6) . ?
F94 C94 1.344(5) . ?
F144 C144 1.355(5) . ?
F83 C83 1.344(6) . ?
C122 C121 1.372(6) . ?
C122 C123 1.484(6) . ?
F34 C34 1.349(5) . ?
F155 C155 1.346(6) . ?
C46 C45 1.374(7) . ?
F154 C154 1.347(6) . ?
F43 C43 1.337(6) . ?
C156 C155 1.376(7) . ?
C156 C151 1.399(6) . ?
C123 C124 1.541(7) . ?
C123 H134 0.9700 . ?
C123 H133 0.9700 . ?
F136 C136 1.349(6) . ?
F54 C54 1.340(6) . ?
C23 C22 1.499(6) . ?
C23 C24 1.536(6) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
F153 C153 1.344(6) . ?
C152 C151 1.376(7) . ?
C152 C153 1.378(7) . ?
C86 C85 1.371(7) . ?
C86 C81 1.388(7) . ?
C51 C56 1.374(7) . ?
C51 C52 1.391(7) . ?
C51 B1 1.661(7) . ?
C71 C72 1.366(6) . ?
C71 C76 1.434(7) . ?
C72 C73 1.501(6) . ?
C36 C35 1.368(7) . ?
C102 C103 1.387(7) . ?
F53 C53 1.336(6) . ?
C141 C142 1.383(6) . ?
C141 C146 1.389(6) . ?
C141 B3 1.652(6) . ?
F104 C104 1.347(5) . ?
C26 C25 1.492(7) . ?
F44 C44 1.348(5) . ?
C96 C95 1.387(7) . ?
C92 C93 1.392(6) . ?
C121 C126 1.453(7) . ?
C76 O22 1.226(6) . ?
C76 C75 1.521(8) . ?
C73 C74 1.527(7) . ?
C73 H73B 0.9700 . ?
C73 H73A 0.9700 . ?
C95 C94 1.369(7) . ?
C24 C25 1.533(7) . ?
C24 C27 1.536(7) . ?
C24 C28 1.543(7) . ?
C142 C143 1.391(7) . ?
C52 C53 1.379(7) . ?
C81 C82 1.388(7) . ?
C81 B2 1.644(7) . ?
C151 B3 1.650(7) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C32 C33 1.377(7) . ?
F103 C103 1.344(6) . ?
C93 C94 1.368(7) . ?
F55 C55 1.355(7) . ?
F135 C135 1.355(6) . ?
C106 C105 1.381(7) . ?
C131 C136 1.386(7) . ?
C131 C132 1.396(7) . ?
C131 B3 1.633(7) . ?
F84 C84 1.338(6) . ?
C153 C154 1.370(7) . ?
C34 C35 1.366(7) . ?
C34 C33 1.369(7) . ?
C146 C145 1.371(6) . ?
C82 C83 1.369(7) . ?
C104 C105 1.350(7) . ?
C104 C103 1.371(7) . ?
C132 C133 1.378(8) . ?
C124 C125 1.531(7) . ?
C124 C128 1.531(7) . ?
C124 C127 1.534(7) . ?
C83 C84 1.379(7) . ?
C84 C85 1.370(7) . ?
C42 C43 1.384(7) . ?
C126 C125 1.485(7) . ?
C145 C144 1.367(7) . ?
C144 C143 1.354(7) . ?
C28 H28B 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28C 0.9600 . ?
C45 C44 1.385(8) . ?
C125 H126 0.9700 . ?
C125 H125 0.9700 . ?
C27 H27C 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27A 0.9600 . ?
C44 C43 1.354(8) . ?
C74 C78 1.525(7) . ?
C74 C75 1.531(7) . ?
C74 C77 1.536(7) . ?
C56 C55 1.381(8) . ?
C154 C155 1.359(8) . ?
C136 C135 1.374(7) . ?
C54 C55 1.364(9) . ?
C54 C53 1.382(9) . ?
C135 C134 1.349(8) . ?
C75 H75A 0.9700 . ?
C75 H75B 0.9700 . ?
F134 C134 1.344(6) . ?
F133 C133 1.353(6) . ?
C133 C134 1.372(8) . ?
C77 H77C 0.9600 . ?
C77 H77A 0.9600 . ?
C77 H77B 0.9600 . ?
C127 H132 0.9600 . ?
C127 H130 0.9600 . ?
C127 H131 0.9600 . ?
C128 H127 0.9600 . ?
C128 H129 0.9600 . ?
C128 H128 0.9600 . ?
C78 H78A 0.9600 . ?
C78 H78C 0.9600 . ?
C78 H78B 0.9600 . ?
C61 C62 1.370(7) . ?
C61 C66 1.385(7) . ?
C11 C16 1.371(8) . ?
C11 C12 1.378(8) . ?
C111 C116 1.359(8) . ?
C111 C112 1.379(8) . ?
C66 C65 1.372(8) . ?
C66 H66 0.9300 . ?
C62 C63 1.388(8) . ?
C62 H62 0.9300 . ?
C16 C15 1.402(8) . ?
C16 H16 0.9300 . ?
C12 C13 1.378(8) . ?
C12 H12 0.9300 . ?
C116 C115 1.387(9) . ?
C116 H116 0.9300 . ?
C112 C113 1.384(9) . ?
C112 H112 0.9300 . ?
C64 C63 1.365(8) . ?
C64 C65 1.369(8) . ?
C64 H64 0.9300 . ?
C63 H63 0.9300 . ?
C65 H65 0.9300 . ?
C14 C15 1.345(10) . ?
C14 C13 1.359(10) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C13 H13 0.9300 . ?
C115 C114 1.363(12) . ?
C115 H115 0.9300 . ?
C114 C113 1.369(12) . ?
C114 H114 0.9300 . ?
C113 H113 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C21 I1 C11 98.13(17) . . ?
C71 I2 C61 98.16(18) . . ?
C121 I3 C111 102.17(18) . . ?
C22 O11 B1 129.6(4) . . ?
C72 O21 B2 131.6(4) . . ?
C122 O31 B3 128.6(4) . . ?
C32 C31 C36 112.7(4) . . ?
C32 C31 B1 128.4(4) . . ?
C36 C31 B1 118.8(4) . . ?
C22 C21 C26 125.4(4) . . ?
C22 C21 I1 118.1(3) . . ?
C26 C21 I1 116.5(3) . . ?
C106 C101 C102 113.1(4) . . ?
C106 C101 B2 119.0(4) . . ?
C102 C101 B2 127.9(4) . . ?
C42 C41 C46 113.6(4) . . ?
C42 C41 B1 127.8(4) . . ?
C46 C41 B1 118.4(4) . . ?
C92 C91 C96 114.1(4) . . ?
C92 C91 B2 118.5(4) . . ?
C96 C91 B2 127.4(4) . . ?
O31 C122 C121 119.2(4) . . ?
O31 C122 C123 122.1(4) . . ?
C121 C122 C123 118.6(4) . . ?
F46 C46 C45 116.0(4) . . ?
F46 C46 C41 119.5(4) . . ?
C45 C46 C41 124.5(5) . . ?
F156 C156 C155 116.7(4) . . ?
F156 C156 C151 119.3(4) . . ?
C155 C156 C151 124.0(5) . . ?
C122 C123 C124 115.3(4) . . ?
C122 C123 H134 108.5 . . ?
C124 C123 H134 108.5 . . ?
C122 C123 H133 108.5 . . ?
C124 C123 H133 108.5 . . ?
H134 C123 H133 107.5 . . ?
C22 C23 C24 114.4(4) . . ?
C22 C23 H23A 108.7 . . ?
C24 C23 H23A 108.7 . . ?
C22 C23 H23B 108.7 . . ?
C24 C23 H23B 108.7 . . ?
H23A C23 H23B 107.6 . . ?
F152 C152 C151 121.3(4) . . ?
F152 C152 C153 114.3(4) . . ?
C151 C152 C153 124.4(5) . . ?
F86 C86 C85 114.9(4) . . ?
F86 C86 C81 120.4(4) . . ?
C85 C86 C81 124.7(5) . . ?
C56 C51 C52 112.9(5) . . ?
C56 C51 B1 126.6(4) . . ?
C52 C51 B1 120.3(4) . . ?
C72 C71 C76 125.2(5) . . ?
C72 C71 I2 118.5(4) . . ?
C76 C71 I2 116.3(3) . . ?
O11 B1 C31 109.0(4) . . ?
O11 B1 C41 112.0(4) . . ?
C31 B1 C41 115.8(4) . . ?
O11 B1 C51 103.1(3) . . ?
C31 B1 C51 111.5(4) . . ?
C41 B1 C51 104.7(4) . . ?
O21 C72 C71 118.7(4) . . ?
O21 C72 C73 122.2(4) . . ?
C71 C72 C73 119.1(4) . . ?
F36 C36 C35 116.8(4) . . ?
F36 C36 C31 118.4(4) . . ?
C35 C36 C31 124.7(4) . . ?
F102 C102 C103 114.8(4) . . ?
F102 C102 C101 121.5(4) . . ?
C103 C102 C101 123.8(4) . . ?
O11 C22 C21 119.1(4) . . ?
O11 C22 C23 122.8(4) . . ?
C21 C22 C23 118.1(4) . . ?
C142 C141 C146 114.0(4) . . ?
C142 C141 B3 126.1(4) . . ?
C146 C141 B3 119.7(4) . . ?
O12 C26 C21 122.7(4) . . ?
O12 C26 C25 121.6(4) . . ?
C21 C26 C25 115.7(4) . . ?
F96 C96 C91 120.9(4) . . ?
F96 C96 C95 115.7(4) . . ?
C91 C96 C95 123.4(5) . . ?
F92 C92 C91 119.4(4) . . ?
F92 C92 C93 115.9(4) . . ?
C91 C92 C93 124.7(4) . . ?
C122 C121 C126 125.1(4) . . ?
C122 C121 I3 119.1(3) . . ?
C126 C121 I3 115.8(3) . . ?
O22 C76 C71 123.2(5) . . ?
O22 C76 C75 121.8(5) . . ?
C71 C76 C75 115.0(4) . . ?
C72 C73 C74 114.5(4) . . ?
C72 C73 H73B 108.6 . . ?
C74 C73 H73B 108.6 . . ?
C72 C73 H73A 108.6 . . ?
C74 C73 H73A 108.6 . . ?
H73B C73 H73A 107.6 . . ?
F95 C95 C94 120.3(4) . . ?
F95 C95 C96 120.3(5) . . ?
C94 C95 C96 119.4(5) . . ?
C25 C24 C23 108.8(4) . . ?
C25 C24 C27 109.7(4) . . ?
C23 C24 C27 110.4(4) . . ?
C25 C24 C28 109.7(4) . . ?
C23 C24 C28 108.2(4) . . ?
C27 C24 C28 110.1(4) . . ?
F142 C142 C141 121.4(4) . . ?
F142 C142 C143 115.8(4) . . ?
C141 C142 C143 122.8(4) . . ?
F52 C52 C53 115.5(5) . . ?
F52 C52 C51 119.7(4) . . ?
C53 C52 C51 124.8(5) . . ?
C82 C81 C86 112.5(4) . . ?
C82 C81 B2 119.5(4) . . ?
C86 C81 B2 128.0(4) . . ?
C152 C151 C156 113.2(4) . . ?
C152 C151 B3 128.4(4) . . ?
C156 C151 B3 118.3(4) . . ?
C26 C25 C24 113.0(4) . . ?
C26 C25 H25A 109.0 . . ?
C24 C25 H25A 109.0 . . ?
C26 C25 H25B 109.0 . . ?
C24 C25 H25B 109.0 . . ?
H25A C25 H25B 107.8 . . ?
F32 C32 C33 115.3(4) . . ?
F32 C32 C31 120.4(4) . . ?
C33 C32 C31 124.2(4) . . ?
F93 C93 C94 121.4(4) . . ?
F93 C93 C92 120.6(4) . . ?
C94 C93 C92 118.1(4) . . ?
F106 C106 C105 116.5(4) . . ?
F106 C106 C101 119.1(4) . . ?
C105 C106 C101 124.4(4) . . ?
C136 C131 C132 112.2(5) . . ?
C136 C131 B3 126.5(4) . . ?
C132 C131 B3 121.2(4) . . ?
O21 B2 C81 101.4(3) . . ?
O21 B2 C101 108.2(4) . . ?
C81 B2 C101 113.6(4) . . ?
O21 B2 C91 112.4(4) . . ?
C81 B2 C91 106.8(4) . . ?
C101 B2 C91 113.8(4) . . ?
O31 B3 C131 104.9(4) . . ?
O31 B3 C151 105.7(4) . . ?
C131 B3 C151 113.5(4) . . ?
O31 B3 C141 111.6(4) . . ?
C131 B3 C141 105.5(4) . . ?
C151 B3 C141 115.2(4) . . ?
F153 C153 C154 120.1(5) . . ?
F153 C153 C152 120.6(5) . . ?
C154 C153 C152 119.3(5) . . ?
F34 C34 C35 120.3(4) . . ?
F34 C34 C33 120.5(4) . . ?
C35 C34 C33 119.3(4) . . ?
F146 C146 C145 116.7(4) . . ?
F146 C146 C141 119.2(4) . . ?
C145 C146 C141 124.2(4) . . ?
F82 C82 C83 115.3(4) . . ?
F82 C82 C81 119.6(4) . . ?
C83 C82 C81 125.1(5) . . ?
F104 C104 C105 120.9(5) . . ?
F104 C104 C103 120.0(5) . . ?
C105 C104 C103 119.2(5) . . ?
F132 C132 C133 116.6(5) . . ?
F132 C132 C131 119.5(4) . . ?
C133 C132 C131 123.8(5) . . ?
C125 C124 C128 110.1(4) . . ?
C125 C124 C127 109.4(4) . . ?
C128 C124 C127 109.7(4) . . ?
C125 C124 C123 108.8(4) . . ?
C128 C124 C123 108.1(4) . . ?
C127 C124 C123 110.7(4) . . ?
F83 C83 C82 120.5(5) . . ?
F83 C83 C84 120.2(5) . . ?
C82 C83 C84 119.2(5) . . ?
F84 C84 C85 121.1(5) . . ?
F84 C84 C83 120.3(5) . . ?
C85 C84 C83 118.6(5) . . ?
F42 C42 C41 121.0(4) . . ?
F42 C42 C43 115.1(4) . . ?
C41 C42 C43 123.9(5) . . ?
F35 C35 C34 119.9(4) . . ?
F35 C35 C36 120.8(4) . . ?
C34 C35 C36 119.3(4) . . ?
F33 C33 C34 119.9(4) . . ?
F33 C33 C32 120.5(4) . . ?
C34 C33 C32 119.6(4) . . ?
O32 C126 C121 121.7(5) . . ?
O32 C126 C125 122.6(4) . . ?
C121 C126 C125 115.8(4) . . ?
F145 C145 C144 120.6(4) . . ?
F145 C145 C146 120.3(5) . . ?
C144 C145 C146 119.0(5) . . ?
C143 C144 F144 120.0(5) . . ?
C143 C144 C145 119.9(4) . . ?
F144 C144 C145 120.1(5) . . ?
C24 C28 H28B 109.5 . . ?
C24 C28 H28A 109.5 . . ?
H28B C28 H28A 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
F45 C45 C46 120.5(5) . . ?
F45 C45 C44 120.7(4) . . ?
C46 C45 C44 118.8(5) . . ?
C126 C125 C124 114.6(4) . . ?
C126 C125 H126 108.6 . . ?
C124 C125 H126 108.6 . . ?
C126 C125 H125 108.6 . . ?
C124 C125 H125 108.6 . . ?
H126 C125 H125 107.6 . . ?
C24 C27 H27C 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27C C27 H27B 109.5 . . ?
C24 C27 H27A 109.5 . . ?
H27C C27 H27A 109.5 . . ?
H27B C27 H27A 109.5 . . ?
F44 C44 C43 121.5(5) . . ?
F44 C44 C45 119.2(5) . . ?
C43 C44 C45 119.3(4) . . ?
F143 C143 C144 120.2(4) . . ?
F143 C143 C142 119.9(5) . . ?
C144 C143 C142 119.9(5) . . ?
F43 C43 C44 119.2(5) . . ?
F43 C43 C42 120.9(5) . . ?
C44 C43 C42 119.9(5) . . ?
C78 C74 C73 109.3(4) . . ?
C78 C74 C75 109.6(4) . . ?
C73 C74 C75 107.7(4) . . ?
C78 C74 C77 109.1(4) . . ?
C73 C74 C77 110.9(4) . . ?
C75 C74 C77 110.3(4) . . ?
F56 C56 C51 120.7(5) . . ?
F56 C56 C55 114.5(5) . . ?
C51 C56 C55 124.8(5) . . ?
F154 C154 C155 120.6(5) . . ?
F154 C154 C153 119.8(6) . . ?
C155 C154 C153 119.6(5) . . ?
F136 C136 C135 115.2(5) . . ?
F136 C136 C131 119.6(5) . . ?
C135 C136 C131 125.2(5) . . ?
F54 C54 C55 120.7(6) . . ?
F54 C54 C53 120.5(6) . . ?
C55 C54 C53 118.8(5) . . ?
C134 C135 F135 119.8(5) . . ?
C134 C135 C136 119.9(5) . . ?
F135 C135 C136 120.4(5) . . ?
F103 C103 C104 120.4(4) . . ?
F103 C103 C102 120.0(4) . . ?
C104 C103 C102 119.6(4) . . ?
F53 C53 C52 120.9(6) . . ?
F53 C53 C54 120.1(5) . . ?
C52 C53 C54 118.9(5) . . ?
F85 C85 C84 119.3(5) . . ?
F85 C85 C86 120.9(5) . . ?
C84 C85 C86 119.8(5) . . ?
F94 C94 C93 120.3(5) . . ?
F94 C94 C95 119.5(5) . . ?
C93 C94 C95 120.2(4) . . ?
C104 C105 F105 120.2(4) . . ?
C104 C105 C106 119.9(4) . . ?
F105 C105 C106 119.9(4) . . ?
F155 C155 C154 120.6(5) . . ?
F155 C155 C156 120.0(5) . . ?
C154 C155 C156 119.4(5) . . ?
F55 C55 C54 120.0(5) . . ?
F55 C55 C56 120.3(5) . . ?
C54 C55 C56 119.7(5) . . ?
C76 C75 C74 114.3(4) . . ?
C76 C75 H75A 108.7 . . ?
C74 C75 H75A 108.7 . . ?
C76 C75 H75B 108.7 . . ?
C74 C75 H75B 108.7 . . ?
H75A C75 H75B 107.6 . . ?
F133 C133 C134 120.2(5) . . ?
F133 C133 C132 119.6(5) . . ?
C134 C133 C132 120.2(5) . . ?
F134 C134 C135 120.4(5) . . ?
F134 C134 C133 120.9(5) . . ?
C135 C134 C133 118.7(5) . . ?
C74 C77 H77C 109.5 . . ?
C74 C77 H77A 109.5 . . ?
H77C C77 H77A 109.5 . . ?
C74 C77 H77B 109.5 . . ?
H77C C77 H77B 109.5 . . ?
H77A C77 H77B 109.5 . . ?
C124 C127 H132 109.5 . . ?
C124 C127 H130 109.5 . . ?
H132 C127 H130 109.5 . . ?
C124 C127 H131 109.5 . . ?
H132 C127 H131 109.5 . . ?
H130 C127 H131 109.5 . . ?
C124 C128 H127 109.5 . . ?
C124 C128 H129 109.5 . . ?
H127 C128 H129 109.5 . . ?
C124 C128 H128 109.5 . . ?
H127 C128 H128 109.5 . . ?
H129 C128 H128 109.5 . . ?
C74 C78 H78A 109.5 . . ?
C74 C78 H78C 109.5 . . ?
H78A C78 H78C 109.5 . . ?
C74 C78 H78B 109.5 . . ?
H78A C78 H78B 109.5 . . ?
H78C C78 H78B 109.5 . . ?
C62 C61 C66 123.1(5) . . ?
C62 C61 I2 118.9(4) . . ?
C66 C61 I2 117.9(4) . . ?
C16 C11 C12 123.9(5) . . ?
C16 C11 I1 118.6(4) . . ?
C12 C11 I1 117.4(4) . . ?
C116 C111 C112 123.9(5) . . ?
C116 C111 I3 120.4(4) . . ?
C112 C111 I3 115.6(4) . . ?
C65 C66 C61 117.1(5) . . ?
C65 C66 H66 121.5 . . ?
C61 C66 H66 121.5 . . ?
C61 C62 C63 117.9(5) . . ?
C61 C62 H62 121.1 . . ?
C63 C62 H62 121.1 . . ?
C11 C16 C15 116.2(6) . . ?
C11 C16 H16 121.9 . . ?
C15 C16 H16 121.9 . . ?
C11 C12 C13 117.2(6) . . ?
C11 C12 H12 121.4 . . ?
C13 C12 H12 121.4 . . ?
C111 C116 C115 117.2(7) . . ?
C111 C116 H116 121.4 . . ?
C115 C116 H116 121.4 . . ?
C111 C112 C113 117.0(7) . . ?
C111 C112 H112 121.5 . . ?
C113 C112 H112 121.5 . . ?
C63 C64 C65 120.8(5) . . ?
C63 C64 H64 119.6 . . ?
C65 C64 H64 119.6 . . ?
C64 C63 C62 119.9(6) . . ?
C64 C63 H63 120.0 . . ?
C62 C63 H63 120.0 . . ?
C64 C65 C66 121.1(6) . . ?
C64 C65 H65 119.5 . . ?
C66 C65 H65 119.5 . . ?
C15 C14 C13 121.8(6) . . ?
C15 C14 H14 119.1 . . ?
C13 C14 H14 119.1 . . ?
C14 C15 C16 120.6(6) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C14 C13 C12 120.2(7) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C114 C115 C116 121.0(7) . . ?
C114 C115 H115 119.5 . . ?
C116 C115 H115 119.5 . . ?
C115 C114 C113 120.2(7) . . ?
C115 C114 H114 119.9 . . ?
C113 C114 H114 119.9 . . ?
C114 C113 C112 120.8(8) . . ?
C114 C113 H113 119.6 . . ?
C112 C113 H113 119.6 . . ?

_refine_diff_density_max         2.534
_refine_diff_density_min         -1.307
_refine_diff_density_rms         0.102



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DCM/pentane'
