# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_iapp007
_audit_block_doi                 10.5517/ccdc.csd.cc1p4v3s
_database_code_depnum_ccdc_archive 'CCDC 1553785'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/jacs.7b07887 2017
_audit_update_record             
;
2017-06-02 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
_audit_creation_date             2017-02-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H18 B F5 N2 O4'
_chemical_formula_sum            'C28 H18 B F5 N2 O4'
_chemical_formula_weight         552.25
_chemical_melting_point          ?
_chemical_oxdiff_formula         C28H18BF5N2O4
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   9.4718(5)
_cell_length_b                   9.4932(3)
_cell_length_c                   13.4657(3)
_cell_angle_alpha                91.530(2)
_cell_angle_beta                 91.845(3)
_cell_angle_gamma                108.004(4)
_cell_volume                     1150.07(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    16151
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      76.5720
_cell_measurement_theta_min      4.8970
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.152
_exptl_absorpt_correction_T_max  0.951
_exptl_absorpt_correction_T_min  0.883
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
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            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             564
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 -1 0.0280
0 1 1 0.0351
0 -1 0 0.0260
-1 1 0 0.0375
1 -1 0 0.0375
0 1 0 0.0355
0 0 1 0.0941
0 0 -1 0.0941
-1 0 -1 0.0394
1 0 1 0.0394
2 -1 0 0.0416
-2 1 0 0.0416
3 1 -7 0.0904
-3 -1 7 0.0904
1 0 0 0.0416
-1 0 0 0.0416

_exptl_crystal_size_max          0.191
_exptl_crystal_size_mid          0.086
_exptl_crystal_size_min          0.062
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
-0.0000 -1.0000 -1.0000 -0.0466 -0.2040 -0.0026
0.0000 1.0000 1.0000 0.0466 0.2040 0.0026
0.0000 -1.0000 0.0000 0.0584 -0.1598 -0.0141
-1.0000 1.0000 0.0000 -0.0247 0.1016 0.1715
1.0000 -1.0000 -0.0000 0.0247 -0.1016 -0.1715
-0.0000 1.0000 -0.0000 -0.0584 0.1598 0.0141
0.0000 -0.0000 1.0000 0.1051 0.0441 -0.0115
-0.0000 0.0000 -1.0000 -0.1051 -0.0441 0.0115
-1.0000 0.0000 -1.0000 -0.0713 -0.1024 0.1689
1.0000 -0.0000 1.0000 0.0713 0.1024 -0.1689
2.0000 -1.0000 -0.0000 -0.0091 -0.0433 -0.3288
-2.0000 1.0000 0.0000 0.0091 0.0433 0.3288
3.0000 1.0000 -7.0000 -0.8953 0.0256 -0.3775
-3.0000 -1.0000 7.0000 0.8953 -0.0256 0.3775
1.0000 -0.0000 -0.0000 -0.0338 0.0583 -0.1574
-1.0000 0.0000 0.0000 0.0338 -0.0583 0.1574

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            23344
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.691
_diffrn_reflns_theta_min         3.286
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     22.00  47.00   0.50    3.00    --   54.00  78.00 171.94   50
  2  ω     36.00  65.00   0.50    3.00    --   66.00  76.00 143.34   58
  3  ω     43.00  82.00   0.50    3.00    --   74.00  77.00 102.27   78
  4  ω     99.00 125.00   0.50    3.00    --   70.00  76.00 171.41   52
  5  ω    132.00 163.00   0.50   12.00    --  111.00  61.00 120.00   62
  6  ω    150.00 178.00   0.50   12.00    --  111.00  77.00 120.00   56
  7  ω    145.00 177.00   0.50   12.00    --  111.00  61.00  30.00   64
  8  ω    152.00 178.00   0.50   12.00    --  111.00  77.00 -30.00   52
  9  ω    135.00 176.00   0.50   12.00    --  111.00  77.00-150.00   82
 10  ω    117.00 143.00   0.50    3.00    --   70.00  76.00 -47.17   52
 11  ω    107.00 134.00   0.50    3.00    --   66.00  76.00  21.79   54
 12  ω    122.00 167.00   0.50   12.00    --  111.00  61.00 -30.00   90
 13  ω    116.00 151.00   0.50   12.00    --  111.00  77.00-120.00   70
 14  ω    112.00 165.00   0.50   12.00    --  111.00  77.00-180.00  106
 15  ω    104.00 144.00   0.50    3.00    --   74.00  76.00 -93.74   80
 16  ω    119.00 173.00   0.50   12.00    --  111.00  77.00   0.00  108
 17  ω     85.00 110.00   0.50   12.00    --  111.00  61.00 120.00   50
 18  ω     83.00 143.00   0.50   12.00    --  111.00  61.00  90.00  120
 19  ω     86.00 126.00   0.50   12.00    --  111.00  61.00  30.00   80
 20  ω     85.00 111.00   0.50   12.00    --  111.00  61.00 -30.00   52
 21  ω     85.00 132.00   0.50   12.00    --  111.00  61.00   0.00   94
 22  ω     79.00 119.00   0.50    3.00    --   58.00  76.00 -44.89   80
 23  ω     80.00 105.00   0.50   12.00    --  111.00  77.00   0.00   50
 24  ω     80.00 135.00   0.50   12.00    --  111.00  77.00  30.00  110
 25  ω     81.00 139.00   0.50   12.00    --  111.00  77.00 120.00  116
 26  ω     80.00 174.00   0.50   12.00    --  111.00  77.00 150.00  188
 27  ω     84.00 174.00   0.50   12.00    --  111.00  61.00  60.00  180
 28  ω     84.00 122.00   0.50   12.00    --  111.00  61.00-120.00   76
 29  ω     85.00 162.00   0.50   12.00    --  111.00  61.00-150.00  154
 30  ω     83.00 143.00   0.50   12.00    --  111.00  61.00 -90.00  120
 31  ω     84.00 125.00   0.50   12.00    --  111.00  61.00-180.00   82
 32  ω     80.00 106.00   0.50   12.00    --  111.00  77.00-120.00   52
 33  ω     80.00 105.00   0.50   12.00    --  111.00  77.00-150.00   50
 34  ω     80.00 106.00   0.50   12.00    --  111.00  77.00-180.00   52
 35  ω     80.00 176.00   0.50   12.00    --  111.00  77.00 -90.00  192
 36  ω     80.00 106.00   0.50   12.00    --  111.00  77.00  60.00   52
 37  ω     80.00 176.00   0.50   12.00    --  111.00  77.00  90.00  192
 38  ω     80.00 178.00   0.50   12.00    --  111.00  77.00 -60.00  196
 39  ω     80.00 111.00   0.50   12.00    --  111.00  77.00 -30.00   62
 40  ω     47.00  80.00   0.50   12.00    --   78.00  77.00 -27.46   66
 41  ω     39.00  65.00   0.50    3.00    --   70.00  76.00 -47.17   52
 42  ω     43.00  68.00   0.50    3.00    --   74.00  76.00 -93.74   50
 43  ω     35.00  61.00   0.50    3.00    --   66.00  77.00-110.59   52
 44  ω     29.00  55.00   0.50    3.00    --   58.00  76.00 -44.89   52
 45  ω     22.00  47.00   0.50    3.00    --   54.00  78.00   6.62   50
 46  ω     35.00  61.00   0.50    3.00    --   66.00  76.00  21.79   52
 47  ω     39.00  65.00   0.50    3.00    --   70.00  75.00  57.93   52
 48  ω     39.00  65.00   0.50    3.00    --   70.00  77.00  81.77   52
 49  ω     18.00  43.00   0.50    3.00    --   50.00  81.00 128.77   50
 50  ω     39.00  65.00   0.50    3.00    --   70.00  76.00 171.41   52
 51  ω     13.00  39.00   0.50    3.00    --   46.00  82.00  69.99   52
 52  ω      1.00  26.00   0.50    3.00    --   38.00  93.00 -75.70   50
 53  ω    -45.00 -12.00   0.50    3.00    --  -38.50 -57.00  30.00   66
 54  ω    -44.00 -12.00   0.50    3.00    --  -38.50 -57.00 -90.00   64
 55  ω    -62.00  30.00   0.50    3.00    --  -38.50  57.00 -30.00  184
 56  ω     17.00  42.00   0.50    3.00    --   50.00  82.00 -96.34   50
 57  ω     44.00  75.00   0.50    3.00    --   74.00  75.00-168.35   62
 58  ω     42.00 142.00   0.50   12.00    --  111.00 -77.00-120.00  200
 59  ω     83.00 109.00   0.50   12.00    --  111.00 -94.00 -60.00   52
 60  ω     70.00 121.00   0.50   12.00    --  111.00-125.00-120.00  102
 61  ω     69.00 121.00   0.50   12.00    --  111.00-125.00 -90.00  104
 62  ω     64.00 119.00   0.50   12.00    --  111.00-125.00  60.00  110
 63  ω    117.00 142.00   0.50   12.00    --  111.00 -77.00  60.00   50
 64  ω     52.00  93.00   0.50   12.00    --  111.00 -94.00 150.00   82
 65  ω     44.00 121.00   0.50   12.00    --  111.00-125.00 150.00  154
 66  ω     38.00  78.00   0.50   12.00    --  111.00 -77.00  60.00   80
 67  ω     40.00  98.00   0.50   12.00    --  111.00 -94.00  60.00  116
 68  ω     34.00  59.00   0.50   12.00    --  111.00 -94.00 -60.00   50
 69  ω      1.00  80.00   0.50    3.00    --   42.75 -99.00  60.00  158
 70  ω     31.00  87.00   0.50    3.00    --   42.75-125.00 -90.00  112
 71  ω   -108.00 -49.00   0.50    3.00    --  -38.50 -57.00  30.00  118
 72  ω   -108.00 -49.00   0.50    3.00    --  -38.50 -57.00 -90.00  118
 73  ω   -109.00 -12.00   0.50    3.00    --  -38.50 -57.00-180.00  194
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0337731000
_diffrn_orient_matrix_UB_12      -0.0584290000
_diffrn_orient_matrix_UB_13      0.1050749000
_diffrn_orient_matrix_UB_21      0.0582595000
_diffrn_orient_matrix_UB_22      0.1598360000
_diffrn_orient_matrix_UB_23      0.0441444000
_diffrn_orient_matrix_UB_31      -0.1573730000
_diffrn_orient_matrix_UB_32      0.0140915000
_diffrn_orient_matrix_UB_33      -0.0115081000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4681
_reflns_number_total             4781
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.401
_refine_diff_density_min         -0.522
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       0.0036(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.188
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     387
_refine_ls_number_reflns         4781
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0675
_refine_ls_restrained_S_all      1.188
_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)+(0.1220P)²+0.8451P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2010
_refine_ls_wR_factor_ref         0.2043
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.741(2) 0.259(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
F1B \\sim F2B \\sim F3B \\sim C2: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(F3A) = Uanis(F1B)
4. Others
 Sof(F1B)=Sof(F2B)=Sof(F3B)=1-FVAR(1)
 Sof(F3A)=Sof(F4A)=Sof(F5A)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C7(H7), C10(H10), C11(H11), C13(H13), C14(H14), C17(H17), C20(H20),
 C23(H23), C24(H24), C26(H26), C27(H27)
5.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C28(H28A,H28B,H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.7599(2) 0.4427(2) 0.76694(14) 0.0311(4) Uani 1 1 d . . . . .
F1B F 1.1303(18) 0.0473(19) 0.6983(10) 0.0407(10) Uani 0.235(7) 1 d . U P A 2
F2 F 0.5652(2) 0.2493(2) 0.71029(14) 0.0318(4) Uani 1 1 d . . . . .
F2B F 1.0212(15) -0.0716(14) 0.8150(8) 0.048(4) Uani 0.235(7) 1 d . U P A 2
F3A F 1.1024(5) 0.0132(5) 0.6645(3) 0.0407(10) Uani 0.765(7) 1 d . . P A 1
F3B F 0.9314(11) -0.1257(12) 0.6680(10) 0.046(3) Uani 0.235(7) 1 d . U P A 2
F4A F 1.1033(3) 0.0295(4) 0.8234(2) 0.0392(9) Uani 0.765(7) 1 d . . P A 1
F5A F 0.9320(3) -0.1408(3) 0.7452(3) 0.0418(10) Uani 0.765(7) 1 d . . P A 1
O1 O 0.9143(2) 0.3227(3) 0.40956(17) 0.0283(5) Uani 1 1 d . . . . .
O2 O 0.7649(3) 0.6748(3) 0.04796(17) 0.0319(5) Uani 1 1 d . . . . .
O3 O 0.6932(2) 0.0869(3) 1.06554(17) 0.0281(5) Uani 1 1 d . . . . .
O4 O 0.3555(3) 0.2389(3) 1.43059(18) 0.0332(5) Uani 1 1 d . . . . .
N1 N 0.8080(3) 0.2661(3) 0.6524(2) 0.0259(5) Uani 1 1 d . . . . .
N2 N 0.7466(3) 0.2017(3) 0.8246(2) 0.0268(6) Uani 1 1 d . . . . .
C1 C 0.9148(3) 0.0993(4) 0.7379(2) 0.0263(6) Uani 1 1 d . . . . .
C2 C 1.0102(4) -0.0013(4) 0.7400(3) 0.0312(7) Uani 1 1 d . U . . .
C3 C 0.9003(3) 0.1752(4) 0.6518(2) 0.0261(6) Uani 1 1 d . . . . .
C4 C 0.9645(4) 0.1771(4) 0.5567(2) 0.0283(6) Uani 1 1 d . . . . .
H4 H 1.0297 0.1275 0.5361 0.034 Uiso 1 1 calc R . . . .
C5 C 0.9071(3) 0.2693(4) 0.5029(2) 0.0273(6) Uani 1 1 d . . . . .
C6 C 0.8137(3) 0.3232(4) 0.5602(2) 0.0262(6) Uani 1 1 d . . . . .
C7 C 0.7609(3) 0.4171(4) 0.5003(2) 0.0268(6) Uani 1 1 d . . . . .
H7 H 0.6972 0.4701 0.5180 0.032 Uiso 1 1 calc R . . . .
C8 C 0.8239(3) 0.4134(4) 0.4101(2) 0.0275(6) Uani 1 1 d . . . . .
C9 C 0.8117(3) 0.4821(4) 0.3164(2) 0.0272(6) Uani 1 1 d . . . . .
C10 C 0.7197(4) 0.5720(4) 0.3048(2) 0.0290(7) Uani 1 1 d . . . . .
H10 H 0.6664 0.5890 0.3581 0.035 Uiso 1 1 calc R . . . .
C11 C 0.7075(4) 0.6357(4) 0.2148(2) 0.0290(6) Uani 1 1 d . . . . .
H11 H 0.6465 0.6954 0.2081 0.035 Uiso 1 1 calc R . . . .
C12 C 0.7866(4) 0.6105(4) 0.1347(2) 0.0280(6) Uani 1 1 d . . . . .
C13 C 0.8798(4) 0.5234(4) 0.1454(2) 0.0312(7) Uani 1 1 d . . . . .
H13 H 0.9338 0.5075 0.0921 0.037 Uiso 1 1 calc R . . . .
C14 C 0.8919(4) 0.4602(4) 0.2357(3) 0.0298(7) Uani 1 1 d . . . . .
H14 H 0.9547 0.4023 0.2425 0.036 Uiso 1 1 calc R . . . .
C15 C 0.8466(4) 0.6518(4) -0.0348(2) 0.0316(7) Uani 1 1 d . . . . .
H15A H 0.8222 0.7011 -0.0911 0.047 Uiso 1 1 calc GR . . . .
H15B H 0.8214 0.5476 -0.0506 0.047 Uiso 1 1 calc GR . . . .
H15C H 0.9511 0.6913 -0.0183 0.047 Uiso 1 1 calc GR . . . .
C16 C 0.8384(3) 0.1109(4) 0.8232(2) 0.0261(6) Uani 1 1 d . . . . .
C17 C 0.8378(3) 0.0432(4) 0.9174(2) 0.0281(6) Uani 1 1 d . . . . .
H17 H 0.8882 -0.0223 0.9366 0.034 Uiso 1 1 calc R . . . .
C18 C 0.7466(3) 0.0971(4) 0.9719(2) 0.0272(6) Uani 1 1 d . . . . .
C19 C 0.6913(3) 0.1933(3) 0.9162(2) 0.0261(6) Uani 1 1 d . . . . .
C20 C 0.5980(3) 0.2439(4) 0.9775(2) 0.0271(6) Uani 1 1 d . . . . .
H20 H 0.5439 0.3073 0.9612 0.033 Uiso 1 1 calc R . . . .
C21 C 0.6045(3) 0.1784(4) 1.0677(2) 0.0262(6) Uani 1 1 d . . . . .
C22 C 0.5382(3) 0.1897(3) 1.1610(2) 0.0256(6) Uani 1 1 d . . . . .
C23 C 0.5534(4) 0.1004(4) 1.2399(3) 0.0299(7) Uani 1 1 d . . . . .
H23 H 0.6047 0.0322 1.2312 0.036 Uiso 1 1 calc R . . . .
C24 C 0.4924(4) 0.1137(4) 1.3305(2) 0.0297(6) Uani 1 1 d . . . . .
H24 H 0.5022 0.0539 1.3822 0.036 Uiso 1 1 calc R . . . .
C25 C 0.4167(3) 0.2163(4) 1.3439(2) 0.0278(6) Uani 1 1 d . . . . .
C26 C 0.4003(3) 0.3049(4) 1.2654(2) 0.0280(6) Uani 1 1 d . . . . .
H26 H 0.3486 0.3728 1.2741 0.034 Uiso 1 1 calc R . . . .
C27 C 0.4605(3) 0.2912(4) 1.1757(2) 0.0283(6) Uani 1 1 d . . . . .
H27 H 0.4495 0.3505 1.1240 0.034 Uiso 1 1 calc R . . . .
C28 C 0.3709(4) 0.1484(4) 1.5110(3) 0.0337(7) Uani 1 1 d . . . . .
H28A H 0.3224 0.0461 1.4925 0.051 Uiso 1 1 calc GR . . . .
H28B H 0.3262 0.1751 1.5686 0.051 Uiso 1 1 calc GR . . . .
H28C H 0.4744 0.1634 1.5260 0.051 Uiso 1 1 calc GR . . . .
B1 B 0.7165(4) 0.2935(4) 0.7383(3) 0.0249(6) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.387(4) . ?
F1B C2 1.246(16) . ?
F2 B1 1.399(4) . ?
F2B C2 1.245(10) . ?
F3A C2 1.343(5) . ?
F3B C2 1.496(11) . ?
F4A C2 1.373(5) . ?
F5A C2 1.307(4) . ?
O1 C5 1.363(4) . ?
O1 C8 1.389(4) . ?
O2 C12 1.371(4) . ?
O2 C15 1.427(4) . ?
O3 C18 1.368(4) . ?
O3 C21 1.383(4) . ?
O4 C25 1.361(4) . ?
O4 C28 1.432(4) . ?
N1 C3 1.405(4) . ?
N1 C6 1.364(4) . ?
N1 B1 1.531(4) . ?
N2 C16 1.401(4) . ?
N2 C19 1.350(4) . ?
N2 B1 1.541(4) . ?
C1 C2 1.504(4) . ?
C1 C3 1.407(4) . ?
C1 C16 1.398(4) . ?
C3 C4 1.434(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.374(5) . ?
C5 C6 1.394(5) . ?
C6 C7 1.407(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.375(4) . ?
C8 C9 1.453(4) . ?
C9 C10 1.403(5) . ?
C9 C14 1.393(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.386(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.391(4) . ?
C12 C13 1.389(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.388(4) . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.436(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.356(5) . ?
C18 C19 1.408(4) . ?
C19 C20 1.408(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.387(4) . ?
C21 C22 1.439(4) . ?
C22 C23 1.408(4) . ?
C22 C27 1.395(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.385(5) . ?
C24 H24 0.9300 . ?
C24 C25 1.388(5) . ?
C25 C26 1.402(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.372(4) . ?
C27 H27 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 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
C5 O1 C8 104.7(2) . . ?
C12 O2 C15 116.8(3) . . ?
C18 O3 C21 105.2(2) . . ?
C25 O4 C28 116.4(3) . . ?
C3 N1 B1 127.1(3) . . ?
C6 N1 C3 106.3(3) . . ?
C6 N1 B1 126.6(3) . . ?
C16 N2 B1 126.4(3) . . ?
C19 N2 C16 106.4(3) . . ?
C19 N2 B1 127.2(3) . . ?
C3 C1 C2 120.8(3) . . ?
C16 C1 C2 117.6(3) . . ?
C16 C1 C3 121.6(3) . . ?
F1B C2 F3B 99.6(8) . . ?
F1B C2 C1 114.6(8) . . ?
F2B C2 F1B 112.5(9) . . ?
F2B C2 F3B 100.6(8) . . ?
F2B C2 C1 121.4(5) . . ?
F3A C2 F4A 104.0(3) . . ?
F3A C2 C1 114.9(3) . . ?
F3B C2 C1 103.9(5) . . ?
F4A C2 C1 110.5(3) . . ?
F5A C2 F3A 109.1(4) . . ?
F5A C2 F4A 105.2(3) . . ?
F5A C2 C1 112.4(3) . . ?
N1 C3 C1 119.0(3) . . ?
N1 C3 C4 110.0(3) . . ?
C1 C3 C4 131.0(3) . . ?
C3 C4 H4 128.0 . . ?
C5 C4 C3 103.9(3) . . ?
C5 C4 H4 128.0 . . ?
O1 C5 C4 138.5(3) . . ?
O1 C5 C6 110.7(3) . . ?
C4 C5 C6 110.8(3) . . ?
N1 C6 C5 109.0(3) . . ?
N1 C6 C7 143.8(3) . . ?
C5 C6 C7 107.2(3) . . ?
C6 C7 H7 127.4 . . ?
C8 C7 C6 105.1(3) . . ?
C8 C7 H7 127.4 . . ?
O1 C8 C9 114.9(3) . . ?
C7 C8 O1 112.2(3) . . ?
C7 C8 C9 132.8(3) . . ?
C10 C9 C8 121.2(3) . . ?
C14 C9 C8 120.4(3) . . ?
C14 C9 C10 118.4(3) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.8(3) . . ?
C11 C10 H10 119.6 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 119.9(3) . . ?
C12 C11 H11 120.0 . . ?
O2 C12 C11 115.9(3) . . ?
O2 C12 C13 124.1(3) . . ?
C13 C12 C11 120.0(3) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.8(3) . . ?
C14 C13 H13 120.1 . . ?
C9 C14 H14 119.5 . . ?
C13 C14 C9 121.1(3) . . ?
C13 C14 H14 119.5 . . ?
O2 C15 H15A 109.5 . . ?
O2 C15 H15B 109.5 . . ?
O2 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N2 C16 C17 110.1(3) . . ?
C1 C16 N2 119.8(3) . . ?
C1 C16 C17 130.1(3) . . ?
C16 C17 H17 128.1 . . ?
C18 C17 C16 103.9(3) . . ?
C18 C17 H17 128.1 . . ?
O3 C18 C19 110.2(3) . . ?
C17 C18 O3 138.9(3) . . ?
C17 C18 C19 110.8(3) . . ?
N2 C19 C18 108.8(3) . . ?
N2 C19 C20 143.9(3) . . ?
C20 C19 C18 107.3(3) . . ?
C19 C20 H20 127.5 . . ?
C21 C20 C19 105.0(3) . . ?
C21 C20 H20 127.5 . . ?
O3 C21 C20 112.3(3) . . ?
O3 C21 C22 115.6(3) . . ?
C20 C21 C22 132.1(3) . . ?
C23 C22 C21 120.4(3) . . ?
C27 C22 C21 120.7(3) . . ?
C27 C22 C23 118.8(3) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.4(3) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 120.1 . . ?
C23 C24 C25 119.9(3) . . ?
C25 C24 H24 120.1 . . ?
O4 C25 C24 124.0(3) . . ?
O4 C25 C26 116.0(3) . . ?
C24 C25 C26 120.0(3) . . ?
C25 C26 H26 120.0 . . ?
C27 C26 C25 120.0(3) . . ?
C27 C26 H26 120.0 . . ?
C22 C27 H27 119.5 . . ?
C26 C27 C22 120.9(3) . . ?
C26 C27 H27 119.5 . . ?
O4 C28 H28A 109.5 . . ?
O4 C28 H28B 109.5 . . ?
O4 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
F1 B1 F2 108.2(2) . . ?
F1 B1 N1 110.8(3) . . ?
F1 B1 N2 110.2(3) . . ?
F2 B1 N1 110.7(3) . . ?
F2 B1 N2 110.9(3) . . ?
N1 B1 N2 106.1(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C5 C6 N1 179.2(2) . . . . ?
O1 C5 C6 C7 -0.9(4) . . . . ?
O1 C8 C9 C10 177.5(3) . . . . ?
O1 C8 C9 C14 -2.7(4) . . . . ?
O2 C12 C13 C14 -178.5(3) . . . . ?
O3 C18 C19 N2 179.6(3) . . . . ?
O3 C18 C19 C20 -0.7(3) . . . . ?
O3 C21 C22 C23 -5.9(4) . . . . ?
O3 C21 C22 C27 172.7(3) . . . . ?
O4 C25 C26 C27 178.9(3) . . . . ?
N1 C3 C4 C5 -0.3(4) . . . . ?
N1 C6 C7 C8 -179.6(4) . . . . ?
N2 C16 C17 C18 -0.5(4) . . . . ?
N2 C19 C20 C21 -179.1(4) . . . . ?
C1 C3 C4 C5 179.0(3) . . . . ?
C1 C16 C17 C18 178.7(3) . . . . ?
C2 C1 C3 N1 178.9(3) . . . . ?
C2 C1 C3 C4 -0.3(6) . . . . ?
C2 C1 C16 N2 -179.2(3) . . . . ?
C2 C1 C16 C17 1.7(5) . . . . ?
C3 N1 C6 C5 0.1(3) . . . . ?
C3 N1 C6 C7 -179.7(4) . . . . ?
C3 N1 B1 F1 119.8(3) . . . . ?
C3 N1 B1 F2 -120.2(3) . . . . ?
C3 N1 B1 N2 0.3(4) . . . . ?
C3 C1 C2 F1B 41.1(9) . . . . ?
C3 C1 C2 F2B -178.4(8) . . . . ?
C3 C1 C2 F3A 14.0(5) . . . . ?
C3 C1 C2 F3B -66.5(6) . . . . ?
C3 C1 C2 F4A 131.3(3) . . . . ?
C3 C1 C2 F5A -111.5(4) . . . . ?
C3 C1 C16 N2 -1.0(5) . . . . ?
C3 C1 C16 C17 179.9(3) . . . . ?
C3 C4 C5 O1 -179.0(4) . . . . ?
C3 C4 C5 C6 0.4(3) . . . . ?
C4 C5 C6 N1 -0.3(4) . . . . ?
C4 C5 C6 C7 179.5(3) . . . . ?
C5 O1 C8 C7 -0.3(4) . . . . ?
C5 O1 C8 C9 -179.0(2) . . . . ?
C5 C6 C7 C8 0.6(3) . . . . ?
C6 N1 C3 C1 -179.3(3) . . . . ?
C6 N1 C3 C4 0.1(4) . . . . ?
C6 N1 B1 F1 -61.5(4) . . . . ?
C6 N1 B1 F2 58.5(4) . . . . ?
C6 N1 B1 N2 178.9(3) . . . . ?
C6 C7 C8 O1 -0.2(4) . . . . ?
C6 C7 C8 C9 178.1(3) . . . . ?
C7 C8 C9 C10 -0.8(6) . . . . ?
C7 C8 C9 C14 179.0(3) . . . . ?
C8 O1 C5 C4 -179.8(4) . . . . ?
C8 O1 C5 C6 0.7(3) . . . . ?
C8 C9 C10 C11 -179.3(3) . . . . ?
C8 C9 C14 C13 179.1(3) . . . . ?
C9 C10 C11 C12 0.2(5) . . . . ?
C10 C9 C14 C13 -1.1(5) . . . . ?
C10 C11 C12 O2 178.4(3) . . . . ?
C10 C11 C12 C13 -1.1(5) . . . . ?
C11 C12 C13 C14 0.9(5) . . . . ?
C12 C13 C14 C9 0.2(5) . . . . ?
C14 C9 C10 C11 0.9(5) . . . . ?
C15 O2 C12 C11 179.2(3) . . . . ?
C15 O2 C12 C13 -1.4(5) . . . . ?
C16 N2 C19 C18 -0.5(4) . . . . ?
C16 N2 C19 C20 180.0(4) . . . . ?
C16 N2 B1 F1 -120.5(3) . . . . ?
C16 N2 B1 F2 119.7(3) . . . . ?
C16 N2 B1 N1 -0.5(4) . . . . ?
C16 C1 C2 F1B -140.6(8) . . . . ?
C16 C1 C2 F2B -0.2(10) . . . . ?
C16 C1 C2 F3A -167.8(4) . . . . ?
C16 C1 C2 F3B 111.8(6) . . . . ?
C16 C1 C2 F4A -50.5(4) . . . . ?
C16 C1 C2 F5A 66.7(4) . . . . ?
C16 C1 C3 N1 0.7(5) . . . . ?
C16 C1 C3 C4 -178.5(3) . . . . ?
C16 C17 C18 O3 -179.0(4) . . . . ?
C16 C17 C18 C19 0.2(4) . . . . ?
C17 C18 C19 N2 0.2(4) . . . . ?
C17 C18 C19 C20 179.9(3) . . . . ?
C18 O3 C21 C20 1.2(4) . . . . ?
C18 O3 C21 C22 -178.3(2) . . . . ?
C18 C19 C20 C21 1.3(3) . . . . ?
C19 N2 C16 C1 -178.6(3) . . . . ?
C19 N2 C16 C17 0.6(4) . . . . ?
C19 N2 B1 F1 59.0(4) . . . . ?
C19 N2 B1 F2 -60.7(4) . . . . ?
C19 N2 B1 N1 179.0(3) . . . . ?
C19 C20 C21 O3 -1.6(4) . . . . ?
C19 C20 C21 C22 177.7(3) . . . . ?
C20 C21 C22 C23 174.8(3) . . . . ?
C20 C21 C22 C27 -6.6(6) . . . . ?
C21 O3 C18 C17 178.9(4) . . . . ?
C21 O3 C18 C19 -0.3(3) . . . . ?
C21 C22 C23 C24 178.5(3) . . . . ?
C21 C22 C27 C26 -178.4(3) . . . . ?
C22 C23 C24 C25 -0.5(5) . . . . ?
C23 C22 C27 C26 0.3(5) . . . . ?
C23 C24 C25 O4 -178.8(3) . . . . ?
C23 C24 C25 C26 0.9(5) . . . . ?
C24 C25 C26 C27 -0.7(5) . . . . ?
C25 C26 C27 C22 0.2(5) . . . . ?
C27 C22 C23 C24 -0.1(5) . . . . ?
C28 O4 C25 C24 -0.7(5) . . . . ?
C28 O4 C25 C26 179.7(3) . . . . ?
B1 N1 C3 C1 -0.4(5) . . . . ?
B1 N1 C3 C4 179.0(3) . . . . ?
B1 N1 C6 C5 -178.8(3) . . . . ?
B1 N1 C6 C7 1.5(7) . . . . ?
B1 N2 C16 C1 1.0(5) . . . . ?
B1 N2 C16 C17 -179.8(3) . . . . ?
B1 N2 C19 C18 179.9(3) . . . . ?
B1 N2 C19 C20 0.4(7) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.407
_oxdiff_exptl_absorpt_empirical_full_min 0.774
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.741(2)
2 0.259(2)

####################################################################### 
# 
# 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_iapp001
_database_code_depnum_ccdc_archive 'CCDC 1823943'
_audit_update_record             
;
2018-02-14 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
_audit_creation_date             2016-11-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H18 B F7 N2 O4'
_chemical_formula_sum            'C29 H18 B F7 N2 O4'
_chemical_formula_weight         602.26
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C58 H36 B2 F14 N4 O8 '
_chemical_oxdiff_usercomment     LTY-90B
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   7.6728(3)
_cell_length_b                   12.6770(6)
_cell_length_c                   13.41465(19)
_cell_angle_alpha                102.618(3)
_cell_angle_beta                 90.338(2)
_cell_angle_gamma                100.899(4)
_cell_volume                     1248.82(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6400
_cell_measurement_temperature    99.9(2)
_cell_measurement_theta_max      76.3250
_cell_measurement_theta_min      5.8700
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.235
_exptl_absorpt_correction_T_max  0.961
_exptl_absorpt_correction_T_min  0.691
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
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            'metallic greenish yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   greenish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             612
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 0 0.0162
0 1 0 0.0162
0 -3 9 0.1369
0 3 -9 0.1369
-5 3 -3 0.1957
5 -3 3 0.1957
-4 1 4 0.2383

_exptl_crystal_size_max          0.492
_exptl_crystal_size_mid          0.281
_exptl_crystal_size_min          0.032
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
-0.0002 -0.9991 0.0007 -0.1214 -0.0327 -0.0166
0.0002 0.9991 -0.0007 0.1214 0.0327 0.0166
-0.0232 -2.9931 8.9981 0.0001 -0.0332 -1.0428
0.0232 2.9931 -8.9981 -0.0001 0.0332 1.0428
-4.9815 2.9875 -3.0090 0.3065 -0.9433 0.3878
4.9815 -2.9875 3.0090 -0.3065 0.9433 -0.3878
-4.0016 0.9943 3.9909 0.3343 -0.7543 -0.4192

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12670
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.311
_diffrn_reflns_theta_min         3.380
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5700
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -6.00  19.00   0.50    1.50    --   42.50 -26.00 -70.00   50
  2  ω      3.00  50.00   0.50    1.50    --   42.50 -99.00-150.00   94
  3  ω      9.00  80.00   0.50    1.50    --   42.50 -99.00 -90.00  142
  4  ω     37.00 139.00   0.50    6.00    --  111.00 -26.00 -70.00  204
  5  ω    103.00 156.00   0.50    6.00    --  111.00 -15.00  60.00  106
  6  ω    126.00 153.00   0.50    6.00    --  111.00  26.00  91.00   54
  7  ω     82.00 112.00   0.50    1.50    --   42.50  26.00  91.00   60
  8  ω    121.00 173.00   0.50    6.00    --  111.00 125.00  30.00  104
  9  ω     96.00 171.00   0.50    6.00    --  111.00 125.00 -60.00  150
 10  ω     50.00  77.00   0.50    6.00    --  111.00 -15.00  60.00   54
 11  ω     43.00 127.00   0.50    6.00    --  111.00 -30.00  30.00  168
 12  ω     72.00  99.00   0.50    6.00    --  111.00 -94.00  90.00   54
 13  ω     64.00 120.00   0.50    6.00    --  111.00-125.00  90.00  112
 14  ω     93.00 120.00   0.50    6.00    --  111.00-125.00  30.00   54
 15  ω     88.00 117.00   0.50    6.00    --  111.00-125.00 -30.00   58
 16  ω     76.00 116.00   0.50    6.00    --  111.00-125.00-120.00   80
 17  ω     91.00 117.00   0.50    6.00    --  111.00-125.00-180.00   52
 18  ω     55.00  82.00   0.50    6.00    --  111.00 -94.00 -60.00   54
 19  ω     49.00  76.00   0.50    6.00    --  111.00-125.00 -30.00   54
 20  ω     43.00  71.00   0.50    6.00    --  111.00-125.00  30.00   56
 21  ω     30.00 109.00   0.50    6.00    --  111.00 -94.00 -30.00  158
 22  ω     43.00  73.00   0.50    6.00    --  111.00-125.00-120.00   60
 23  ω     32.00  95.00   0.50    6.00    --  111.00 -94.00-120.00  126
 24  ω     46.00 130.00   0.50    6.00    --  111.00 -61.00 -30.00  168
 25  ω     62.00 109.00   0.50    6.00    --  111.00 -45.00 150.00   94
 26  ω     41.00 114.00   0.50    6.00    --  111.00 -61.00  60.00  146
 27  ω     33.00  98.00   0.50    1.50    --   42.50-125.00 150.00  130
 28  ω    -66.00  38.00   0.50    1.50    --  -38.50  26.00  91.00  208
 29  ω    -57.00 -27.00   0.50    1.50    --  -38.50  38.00-180.00   60
 30  ω     -6.00  23.00   0.50    1.50    --  -38.50  38.00-180.00   58
 31  ω   -113.00 -46.00   0.50    1.50    --  -38.50 -26.00 -70.00  134
 32  ω     34.00 154.00   0.50    6.00    --  111.00 -15.00-180.00  240
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0130261000
_diffrn_orient_matrix_UB_12      0.1215811000
_diffrn_orient_matrix_UB_13      0.0404239000
_diffrn_orient_matrix_UB_21      0.2042998000
_diffrn_orient_matrix_UB_22      0.0326745000
_diffrn_orient_matrix_UB_23      0.0077102000
_diffrn_orient_matrix_UB_31      -0.0012660000
_diffrn_orient_matrix_UB_32      0.0164972000
_diffrn_orient_matrix_UB_33      -0.1104070000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4808
_reflns_number_total             5192
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.335
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     390
_refine_ls_number_reflns         5192
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0463
_refine_ls_restrained_S_all      1.059
_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)+(0.0756P)²+0.4296P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1296
_refine_ls_wR_factor_ref         0.1330
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C21(H21), C14(H14), C8(H8), C15(H15), C5(H5), C12(H12), C25(H25), C28(H28),
 C11(H11), C27(H27), C18(H18), C24(H24)
2.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F7 F 0.47205(13) 0.58517(8) 0.73411(7) 0.0389(2) Uani 1 1 d . . . . .
F1 F 0.18605(14) 0.98617(8) 0.64192(7) 0.0413(2) Uani 1 1 d . . . . .
F6 F 0.29774(14) 0.53429(8) 0.58809(7) 0.0412(2) Uani 1 1 d . . . . .
F3 F 0.38706(14) 1.04209(8) 0.82720(8) 0.0425(2) Uani 1 1 d . . . . .
F5 F 0.14919(15) 0.98299(9) 0.90001(7) 0.0444(2) Uani 1 1 d . . . . .
F2 F -0.03690(13) 0.91697(8) 0.72166(8) 0.0412(2) Uani 1 1 d . . . . .
O1 O 0.76931(15) 0.86145(9) 0.51767(8) 0.0317(2) Uani 1 1 d . . . . .
F4 F 0.15560(16) 1.11382(9) 0.82077(9) 0.0500(3) Uani 1 1 d . . . . .
O3 O -0.16078(15) 0.56698(10) 0.87841(8) 0.0362(3) Uani 1 1 d . . . . .
O2 O 1.45852(16) 0.76185(10) 0.29346(9) 0.0388(3) Uani 1 1 d . . . . .
O4 O -0.43288(16) 0.13635(11) 1.04844(10) 0.0437(3) Uani 1 1 d . . . . .
N1 N 0.44006(17) 0.72492(10) 0.64375(9) 0.0291(3) Uani 1 1 d . . . . .
N2 N 0.19233(17) 0.64572(10) 0.73505(9) 0.0306(3) Uani 1 1 d . . . . .
C9 C 0.8371(2) 0.76539(12) 0.50971(11) 0.0300(3) Uani 1 1 d . . . . .
C21 C 0.0573(2) 0.47546(13) 0.80921(11) 0.0326(3) Uani 1 1 d . . . . .
H21 H 0.1253 0.4214 0.7910 0.039 Uiso 1 1 calc R . . . .
C14 C 1.2438(2) 0.67219(13) 0.39759(11) 0.0323(3) Uani 1 1 d . . . . .
H14 H 1.3037 0.6146 0.3959 0.039 Uiso 1 1 calc R . . . .
C10 C 0.9982(2) 0.76218(12) 0.45468(11) 0.0300(3) Uani 1 1 d . . . . .
C8 C 0.7332(2) 0.69016(12) 0.55530(10) 0.0292(3) Uani 1 1 d . . . . .
H8 H 0.7523 0.6210 0.5597 0.035 Uiso 1 1 calc R . . . .
C7 C 0.5921(2) 0.74063(12) 0.59372(10) 0.0288(3) Uani 1 1 d . . . . .
C1 C 0.2130(2) 0.82865(13) 0.70418(11) 0.0317(3) Uani 1 1 d . . . . .
C17 C 0.1247(2) 0.74282(13) 0.74646(11) 0.0324(3) Uani 1 1 d . . . . .
C15 C 1.0897(2) 0.67558(12) 0.45045(11) 0.0315(3) Uani 1 1 d . . . . .
H15 H 1.0462 0.6195 0.4837 0.038 Uiso 1 1 calc R . . . .
C22 C -0.0908(2) 0.47125(13) 0.86666(11) 0.0323(3) Uani 1 1 d . . . . .
C13 C 1.3087(2) 0.75551(13) 0.34694(11) 0.0324(3) Uani 1 1 d . . . . .
C23 C -0.1822(2) 0.38716(14) 0.91513(11) 0.0335(3) Uani 1 1 d . . . . .
C4 C 0.3702(2) 0.82102(12) 0.65246(11) 0.0309(3) Uani 1 1 d . . . . .
C6 C 0.6182(2) 0.84454(12) 0.57010(11) 0.0311(3) Uani 1 1 d . . . . .
C5 C 0.4842(2) 0.89768(13) 0.60549(11) 0.0323(3) Uani 1 1 d . . . . .
H5 H 0.4701 0.9676 0.6003 0.039 Uiso 1 1 calc R . . . .
C19 C -0.0508(2) 0.63236(14) 0.82661(12) 0.0342(3) Uani 1 1 d . . . . .
C20 C 0.0836(2) 0.57880(13) 0.78398(11) 0.0312(3) Uani 1 1 d . . . . .
C12 C 1.2181(2) 0.84210(13) 0.35046(12) 0.0353(3) Uani 1 1 d . . . . .
H12 H 1.2607 0.8974 0.3163 0.042 Uiso 1 1 calc R . . . .
C25 C -0.4217(2) 0.31906(16) 1.01580(12) 0.0397(4) Uani 1 1 d . . . . .
H25 H -0.5224 0.3294 1.0519 0.048 Uiso 1 1 calc R . . . .
C26 C -0.3589(2) 0.22200(15) 1.00711(12) 0.0368(3) Uani 1 1 d . . . . .
C28 C -0.1201(2) 0.28844(15) 0.90781(12) 0.0366(3) Uani 1 1 d . . . . .
H28 H -0.0190 0.2780 0.8720 0.044 Uiso 1 1 calc R . . . .
C11 C 1.0669(2) 0.84579(13) 0.40407(12) 0.0341(3) Uani 1 1 d . . . . .
H11 H 1.0091 0.9045 0.4069 0.041 Uiso 1 1 calc R . . . .
C27 C -0.2065(2) 0.20737(15) 0.95279(13) 0.0395(4) Uani 1 1 d . . . . .
H27 H -0.1639 0.1424 0.9473 0.047 Uiso 1 1 calc R . . . .
C3 C 0.2117(2) 1.01978(14) 0.81890(12) 0.0374(3) Uani 1 1 d . . . . .
C18 C -0.0314(2) 0.73393(14) 0.80495(12) 0.0367(3) Uani 1 1 d . . . . .
H18 H -0.1031 0.7858 0.8238 0.044 Uiso 1 1 calc R . . . .
C2 C 0.1434(2) 0.93468(13) 0.71937(12) 0.0348(3) Uani 1 1 d . . . . .
C16 C 1.5483(2) 0.67118(16) 0.27936(14) 0.0418(4) Uani 1 1 d . . . . .
H16A H 1.6459 0.6832 0.2361 0.063 Uiso 1 1 calc GR . . . .
H16B H 1.4672 0.6045 0.2480 0.063 Uiso 1 1 calc GR . . . .
H16C H 1.5923 0.6648 0.3445 0.063 Uiso 1 1 calc GR . . . .
C24 C -0.3329(2) 0.40050(15) 0.97013(13) 0.0387(4) Uani 1 1 d . . . . .
H24 H -0.3750 0.4657 0.9764 0.046 Uiso 1 1 calc R . . . .
C29 C -0.5948(2) 0.14353(17) 1.09884(13) 0.0437(4) Uani 1 1 d . . . . .
H29A H -0.6827 0.1528 1.0520 0.066 Uiso 1 1 calc GR . . . .
H29B H -0.5747 0.2055 1.1562 0.066 Uiso 1 1 calc GR . . . .
H29C H -0.6358 0.0772 1.1222 0.066 Uiso 1 1 calc GR . . . .
B1 B 0.3533(2) 0.61834(14) 0.67447(12) 0.0309(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F7 B1 1.3895(19) . ?
F1 C2 1.3536(19) . ?
F6 B1 1.3937(19) . ?
F3 C3 1.320(2) . ?
F5 C3 1.332(2) . ?
F2 C2 1.3604(19) . ?
O1 C9 1.3956(18) . ?
O1 C6 1.3659(19) . ?
F4 C3 1.3375(19) . ?
O3 C22 1.3965(19) . ?
O3 C19 1.370(2) . ?
O2 C13 1.357(2) . ?
O2 C16 1.428(2) . ?
O4 C26 1.357(2) . ?
O4 C29 1.426(2) . ?
N1 C7 1.353(2) . ?
N1 C4 1.4040(18) . ?
N1 B1 1.531(2) . ?
N2 C17 1.4030(19) . ?
N2 C20 1.352(2) . ?
N2 B1 1.535(2) . ?
C9 C10 1.446(2) . ?
C9 C8 1.376(2) . ?
C21 H21 0.9300 . ?
C21 C22 1.376(2) . ?
C21 C20 1.402(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.385(2) . ?
C14 C13 1.394(2) . ?
C10 C15 1.402(2) . ?
C10 C11 1.404(2) . ?
C8 H8 0.9300 . ?
C8 C7 1.404(2) . ?
C7 C6 1.400(2) . ?
C1 C17 1.400(2) . ?
C1 C4 1.404(2) . ?
C1 C2 1.512(2) . ?
C17 C18 1.435(2) . ?
C15 H15 0.9300 . ?
C22 C23 1.441(2) . ?
C13 C12 1.399(2) . ?
C23 C28 1.406(2) . ?
C23 C24 1.392(2) . ?
C4 C5 1.435(2) . ?
C6 C5 1.365(2) . ?
C5 H5 0.9300 . ?
C19 C20 1.398(2) . ?
C19 C18 1.362(2) . ?
C12 H12 0.9300 . ?
C12 C11 1.372(2) . ?
C25 H25 0.9300 . ?
C25 C26 1.386(3) . ?
C25 C24 1.386(3) . ?
C26 C27 1.402(2) . ?
C28 H28 0.9300 . ?
C28 C27 1.370(2) . ?
C11 H11 0.9300 . ?
C27 H27 0.9300 . ?
C3 C2 1.540(2) . ?
C18 H18 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C24 H24 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 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
C6 O1 C9 104.69(11) . . ?
C19 O3 C22 104.74(12) . . ?
C13 O2 C16 117.75(13) . . ?
C26 O4 C29 117.43(15) . . ?
C7 N1 C4 106.48(13) . . ?
C7 N1 B1 126.11(12) . . ?
C4 N1 B1 127.13(13) . . ?
C17 N2 B1 126.72(13) . . ?
C20 N2 C17 106.69(13) . . ?
C20 N2 B1 126.53(13) . . ?
O1 C9 C10 115.39(13) . . ?
C8 C9 O1 112.35(13) . . ?
C8 C9 C10 132.24(14) . . ?
C22 C21 H21 127.4 . . ?
C22 C21 C20 105.15(14) . . ?
C20 C21 H21 127.4 . . ?
C15 C14 H14 120.1 . . ?
C15 C14 C13 119.72(14) . . ?
C13 C14 H14 120.1 . . ?
C15 C10 C9 120.94(14) . . ?
C15 C10 C11 118.28(15) . . ?
C11 C10 C9 120.77(14) . . ?
C9 C8 H8 127.5 . . ?
C9 C8 C7 104.92(13) . . ?
C7 C8 H8 127.5 . . ?
N1 C7 C8 143.04(14) . . ?
N1 C7 C6 109.16(13) . . ?
C6 C7 C8 107.80(14) . . ?
C17 C1 C4 121.60(14) . . ?
C17 C1 C2 119.37(14) . . ?
C4 C1 C2 118.95(14) . . ?
N2 C17 C18 109.34(14) . . ?
C1 C17 N2 119.38(14) . . ?
C1 C17 C18 131.28(14) . . ?
C14 C15 C10 121.05(14) . . ?
C14 C15 H15 119.5 . . ?
C10 C15 H15 119.5 . . ?
O3 C22 C23 116.39(13) . . ?
C21 C22 O3 112.11(14) . . ?
C21 C22 C23 131.50(15) . . ?
O2 C13 C14 125.24(14) . . ?
O2 C13 C12 115.07(14) . . ?
C14 C13 C12 119.68(15) . . ?
C28 C23 C22 120.19(14) . . ?
C24 C23 C22 121.73(15) . . ?
C24 C23 C28 118.09(16) . . ?
N1 C4 C5 109.68(13) . . ?
C1 C4 N1 118.79(14) . . ?
C1 C4 C5 131.51(14) . . ?
O1 C6 C7 110.24(13) . . ?
C5 C6 O1 139.28(14) . . ?
C5 C6 C7 110.47(15) . . ?
C4 C5 H5 127.9 . . ?
C6 C5 C4 104.21(13) . . ?
C6 C5 H5 127.9 . . ?
O3 C19 C20 110.13(14) . . ?
C18 C19 O3 139.38(15) . . ?
C18 C19 C20 110.48(15) . . ?
N2 C20 C21 143.07(14) . . ?
N2 C20 C19 109.05(14) . . ?
C19 C20 C21 107.87(14) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 C13 120.34(15) . . ?
C11 C12 H12 119.8 . . ?
C26 C25 H25 120.3 . . ?
C24 C25 H25 120.3 . . ?
C24 C25 C26 119.37(15) . . ?
O4 C26 C25 125.17(15) . . ?
O4 C26 C27 114.96(16) . . ?
C25 C26 C27 119.86(16) . . ?
C23 C28 H28 119.6 . . ?
C27 C28 C23 120.84(15) . . ?
C27 C28 H28 119.6 . . ?
C10 C11 H11 119.5 . . ?
C12 C11 C10 120.92(14) . . ?
C12 C11 H11 119.5 . . ?
C26 C27 H27 119.9 . . ?
C28 C27 C26 120.21(16) . . ?
C28 C27 H27 119.9 . . ?
F3 C3 F5 109.13(14) . . ?
F3 C3 F4 108.15(14) . . ?
F3 C3 C2 111.28(13) . . ?
F5 C3 F4 107.29(13) . . ?
F5 C3 C2 110.61(14) . . ?
F4 C3 C2 110.26(13) . . ?
C17 C18 H18 127.8 . . ?
C19 C18 C17 104.44(14) . . ?
C19 C18 H18 127.8 . . ?
F1 C2 F2 106.10(12) . . ?
F1 C2 C1 111.37(13) . . ?
F1 C2 C3 106.38(13) . . ?
F2 C2 C1 112.13(14) . . ?
F2 C2 C3 105.32(13) . . ?
C1 C2 C3 114.92(13) . . ?
O2 C16 H16A 109.5 . . ?
O2 C16 H16B 109.5 . . ?
O2 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C23 C24 H24 119.2 . . ?
C25 C24 C23 121.63(16) . . ?
C25 C24 H24 119.2 . . ?
O4 C29 H29A 109.5 . . ?
O4 C29 H29B 109.5 . . ?
O4 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
F7 B1 F6 108.97(13) . . ?
F7 B1 N1 110.51(13) . . ?
F7 B1 N2 110.98(12) . . ?
F6 B1 N1 110.66(12) . . ?
F6 B1 N2 110.11(13) . . ?
N1 B1 N2 105.58(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F3 C3 C2 F1 -69.28(16) . . . . ?
F3 C3 C2 F2 178.37(13) . . . . ?
F3 C3 C2 C1 54.46(19) . . . . ?
F5 C3 C2 F1 169.24(12) . . . . ?
F5 C3 C2 F2 56.89(16) . . . . ?
F5 C3 C2 C1 -67.02(18) . . . . ?
O1 C9 C10 C15 173.30(12) . . . . ?
O1 C9 C10 C11 -6.7(2) . . . . ?
O1 C9 C8 C7 0.27(16) . . . . ?
O1 C6 C5 C4 178.68(17) . . . . ?
F4 C3 C2 F1 50.73(17) . . . . ?
F4 C3 C2 F2 -61.62(17) . . . . ?
F4 C3 C2 C1 174.46(14) . . . . ?
O3 C22 C23 C28 -179.56(13) . . . . ?
O3 C22 C23 C24 0.4(2) . . . . ?
O3 C19 C20 N2 -178.79(12) . . . . ?
O3 C19 C20 C21 0.33(17) . . . . ?
O3 C19 C18 C17 178.58(18) . . . . ?
O2 C13 C12 C11 -178.64(14) . . . . ?
O4 C26 C27 C28 -179.88(15) . . . . ?
N1 C7 C6 O1 -178.80(11) . . . . ?
N1 C7 C6 C5 0.58(17) . . . . ?
N1 C4 C5 C6 0.13(16) . . . . ?
N2 C17 C18 C19 0.22(17) . . . . ?
C9 O1 C6 C7 -0.29(15) . . . . ?
C9 O1 C6 C5 -179.39(18) . . . . ?
C9 C10 C15 C14 179.84(13) . . . . ?
C9 C10 C11 C12 -178.96(14) . . . . ?
C9 C8 C7 N1 178.41(18) . . . . ?
C9 C8 C7 C6 -0.44(16) . . . . ?
C21 C22 C23 C28 0.4(3) . . . . ?
C21 C22 C23 C24 -179.67(16) . . . . ?
C14 C13 C12 C11 0.5(2) . . . . ?
C10 C9 C8 C7 -178.41(15) . . . . ?
C8 C9 C10 C15 -8.0(2) . . . . ?
C8 C9 C10 C11 171.93(15) . . . . ?
C8 C7 C6 O1 0.47(16) . . . . ?
C8 C7 C6 C5 179.84(12) . . . . ?
C7 N1 C4 C1 -178.36(12) . . . . ?
C7 N1 C4 C5 0.21(16) . . . . ?
C7 N1 B1 F7 56.24(18) . . . . ?
C7 N1 B1 F6 -64.56(19) . . . . ?
C7 N1 B1 N2 176.32(12) . . . . ?
C7 C6 C5 C4 -0.42(16) . . . . ?
C1 C17 C18 C19 -178.66(16) . . . . ?
C1 C4 C5 C6 178.45(15) . . . . ?
C17 N2 C20 C21 -179.0(2) . . . . ?
C17 N2 C20 C19 -0.38(16) . . . . ?
C17 N2 B1 F7 128.28(15) . . . . ?
C17 N2 B1 F6 -110.98(16) . . . . ?
C17 N2 B1 N1 8.51(19) . . . . ?
C17 C1 C4 N1 -0.3(2) . . . . ?
C17 C1 C4 C5 -178.53(14) . . . . ?
C17 C1 C2 F1 -152.55(14) . . . . ?
C17 C1 C2 F2 -33.82(19) . . . . ?
C17 C1 C2 C3 86.41(18) . . . . ?
C15 C14 C13 O2 179.42(14) . . . . ?
C15 C14 C13 C12 0.4(2) . . . . ?
C15 C10 C11 C12 1.0(2) . . . . ?
C22 O3 C19 C20 -0.03(16) . . . . ?
C22 O3 C19 C18 -179.1(2) . . . . ?
C22 C21 C20 N2 178.12(19) . . . . ?
C22 C21 C20 C19 -0.50(16) . . . . ?
C22 C23 C28 C27 -179.45(15) . . . . ?
C22 C23 C24 C25 179.32(14) . . . . ?
C13 C14 C15 C10 -0.5(2) . . . . ?
C13 C12 C11 C10 -1.2(2) . . . . ?
C23 C28 C27 C26 -0.1(3) . . . . ?
C4 N1 C7 C8 -179.30(19) . . . . ?
C4 N1 C7 C6 -0.46(15) . . . . ?
C4 N1 B1 F7 -130.59(14) . . . . ?
C4 N1 B1 F6 108.61(15) . . . . ?
C4 N1 B1 N2 -10.51(19) . . . . ?
C4 C1 C17 N2 -1.4(2) . . . . ?
C4 C1 C17 C18 177.34(15) . . . . ?
C4 C1 C2 F1 30.74(19) . . . . ?
C4 C1 C2 F2 149.47(13) . . . . ?
C4 C1 C2 C3 -90.31(17) . . . . ?
C6 O1 C9 C10 178.93(12) . . . . ?
C6 O1 C9 C8 0.00(15) . . . . ?
C19 O3 C22 C21 -0.30(16) . . . . ?
C19 O3 C22 C23 179.64(13) . . . . ?
C20 N2 C17 C1 179.14(13) . . . . ?
C20 N2 C17 C18 0.11(16) . . . . ?
C20 N2 B1 F7 -54.9(2) . . . . ?
C20 N2 B1 F6 65.84(18) . . . . ?
C20 N2 B1 N1 -174.67(13) . . . . ?
C20 C21 C22 O3 0.50(17) . . . . ?
C20 C21 C22 C23 -179.43(15) . . . . ?
C20 C19 C18 C17 -0.45(18) . . . . ?
C25 C26 C27 C28 -0.4(3) . . . . ?
C26 C25 C24 C23 0.3(3) . . . . ?
C28 C23 C24 C25 -0.7(2) . . . . ?
C11 C10 C15 C14 -0.1(2) . . . . ?
C18 C19 C20 N2 0.55(18) . . . . ?
C18 C19 C20 C21 179.67(13) . . . . ?
C2 C1 C17 N2 -178.06(13) . . . . ?
C2 C1 C17 C18 0.7(2) . . . . ?
C2 C1 C4 N1 176.30(12) . . . . ?
C2 C1 C4 C5 -1.9(2) . . . . ?
C16 O2 C13 C14 6.3(2) . . . . ?
C16 O2 C13 C12 -174.57(14) . . . . ?
C24 C23 C28 C27 0.6(2) . . . . ?
C24 C25 C26 O4 179.71(15) . . . . ?
C24 C25 C26 C27 0.2(2) . . . . ?
C29 O4 C26 C25 4.5(2) . . . . ?
C29 O4 C26 C27 -175.99(14) . . . . ?
B1 N1 C7 C8 -5.0(3) . . . . ?
B1 N1 C7 C6 173.86(13) . . . . ?
B1 N1 C4 C1 7.4(2) . . . . ?
B1 N1 C4 C5 -174.04(13) . . . . ?
B1 N2 C17 C1 -3.5(2) . . . . ?
B1 N2 C17 C18 177.44(13) . . . . ?
B1 N2 C20 C21 3.7(3) . . . . ?
B1 N2 C20 C19 -177.72(13) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.452
_oxdiff_exptl_absorpt_empirical_full_min 0.587
####################################################################### 
# 
# 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_iapp004
_database_code_depnum_ccdc_archive 'CCDC 1823944'
_audit_update_record             
;
2018-02-14 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
_audit_creation_date             2016-12-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H18 B F9 N2 O4'
_chemical_formula_sum            'C30 H18 B F9 N2 O4'
_chemical_formula_weight         652.27
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C60 H36 B2 F18 N4 O8 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.7774(4)
_cell_length_b                   15.2002(4)
_cell_length_c                   17.0421(4)
_cell_angle_alpha                93.918(2)
_cell_angle_beta                 105.682(3)
_cell_angle_gamma                97.023(3)
_cell_volume                     2898.81(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14865
_cell_measurement_temperature    100.0(3)
_cell_measurement_theta_max      76.3620
_cell_measurement_theta_min      3.7830
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.214
_exptl_absorpt_correction_T_max  0.974
_exptl_absorpt_correction_T_min  0.891
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
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            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1320
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0424
0 -1 0 0.0424
7 3 -4 0.0411
-7 -3 4 0.0411
0 0 1 0.0109
0 0 -1 0.0109

_exptl_crystal_size_max          0.135
_exptl_crystal_size_mid          0.082
_exptl_crystal_size_min          0.022
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
-0.0001 0.9993 0.0014 -0.0342 0.0923 0.0290
0.0001 -0.9993 -0.0014 0.0342 -0.0923 -0.0290
6.9958 2.9986 -3.9931 -0.1259 0.0942 0.9968
-6.9958 -2.9986 3.9931 0.1259 -0.0942 -0.9968
0.0003 -0.0018 0.9996 -0.0912 -0.0174 -0.0169
-0.0003 0.0018 -0.9996 0.0912 0.0174 0.0169

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            36690
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.801
_diffrn_reflns_theta_min         2.708
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -125.00  48.00   0.50    1.50    --  -38.50   0.00  60.00  346
  2  ω    -61.00  34.00   0.50    1.50    --  -38.50  38.00 -60.00  190
  3  ω     23.00  98.00   0.50    1.50    --   42.75-125.00-150.00  150
  4  ω     23.00  98.00   0.50    1.50    --   42.75-125.00 -30.00  150
  5  ω      1.00  83.00   0.50    1.50    --   42.75 -99.00  60.00  164
  6  ω     87.00 178.00   0.50    6.00    --  111.00  30.00   0.00  182
  7  ω     36.00 135.00   0.50    6.00    --  111.00 -30.00   0.00  198
  8  ω     30.00 109.00   0.50    6.00    --  111.00 -94.00   0.00  158
  9  ω     41.00 139.00   0.50    6.00    --  111.00 -61.00   0.00  196
 10  ω     39.00 121.00   0.50    6.00    --  111.00-125.00 120.00  164
 11  ω     39.00 121.00   0.50    6.00    --  111.00-125.00 -30.00  164
 12  ω     39.00 121.00   0.50    6.00    --  111.00-125.00-150.00  164
 13  ω     87.00 178.00   0.50    6.00    --  111.00  45.00  30.00  182
 14  ω     36.00 135.00   0.50    6.00    --  111.00 -30.00  90.00  198
 15  ω     37.00 142.00   0.50    6.00    --  111.00 -77.00 150.00  210
 16  ω     83.00 178.00   0.50    6.00    --  111.00  61.00-120.00  190
 17  ω    133.00 178.00   0.50    6.00    --  111.00 125.00-120.00   90
 18  ω     52.00 130.00   0.50    6.00    --  111.00 -30.00-180.00  156
 19  ω     56.00  89.00   0.50    6.00    --  111.00 -45.00 120.00   66
 20  ω     90.00 133.00   0.50    6.00    --  111.00 -45.00 120.00   86
 21  ω     39.00  68.00   0.50    6.00    --  111.00   0.00-180.00   58
 22  ω     75.00 111.00   0.50    6.00    --  111.00   0.00-180.00   72
 23  ω    112.00 164.00   0.50    6.00    --  111.00   0.00-180.00  104
 24  ω     40.00 100.00   0.50    6.00    --  111.00 -77.00 -60.00  120
 25  ω     67.00  94.00   0.50    6.00    --  111.00 -77.00   0.00   54
 26  ω    117.00 142.00   0.50    6.00    --  111.00 -77.00   0.00   50
 27  ω     77.00 104.00   0.50    6.00    --  111.00 -94.00-180.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0554978000
_diffrn_orient_matrix_UB_12      -0.0340782000
_diffrn_orient_matrix_UB_13      -0.0912900000
_diffrn_orient_matrix_UB_21      -0.0359654000
_diffrn_orient_matrix_UB_22      0.0924143000
_diffrn_orient_matrix_UB_23      -0.0172110000
_diffrn_orient_matrix_UB_31      0.1203757000
_diffrn_orient_matrix_UB_32      0.0290684000
_diffrn_orient_matrix_UB_33      -0.0169123000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9714
_reflns_number_total             12061
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.476
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     833
_refine_ls_number_reflns         12061
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0472
_refine_ls_R_factor_gt           0.0392
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0752P)²+0.1931P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1173
_refine_ls_wR_factor_ref         0.1234
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6A(H6A), C9A(H9A), C12A(H12A), C13A(H13A), C15A(H15A), C16A(H16A),
 C19A(H19A), C22A(H22A), C25A(H25A), C26A(H26A), C28A(H28A), C29A(H29A),
 C6B(H6B), C9B(H9B), C12B(H12B), C13B(H13B), C15B(H15B), C16B(H16B), C19B(H19B),
  C22B(H22B), C25B(H25B), C26B(H26B), C28B(H28B), C29B(H29B)
2.b Idealised Me refined as rotating group:
 C17A(H17A,H17B,H17C), C30A(H30A,H30B,H30C), C17B(H17D,H17E,H17F), C30B(H30D,
 H30E,H30F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1A F 0.02794(6) 0.64139(5) 0.16248(4) 0.02274(15) Uani 1 1 d . . . . .
F2A F 0.10381(6) 0.53308(5) 0.11589(4) 0.02235(15) Uani 1 1 d . . . . .
F3A F 0.16711(7) 0.76366(5) 0.12010(5) 0.02764(17) Uani 1 1 d . . . . .
F4A F 0.28549(6) 0.67180(5) 0.09721(5) 0.02666(16) Uani 1 1 d . . . . .
F5A F -0.01804(8) 0.65338(8) -0.00322(5) 0.0426(2) Uani 1 1 d . . . . .
F6A F 0.12895(9) 0.72389(7) -0.03726(5) 0.0435(2) Uani 1 1 d . . . . .
F7A F 0.11749(9) 0.58270(6) -0.02828(5) 0.0391(2) Uani 1 1 d . . . . .
F8A F 0.50360(6) 0.65986(5) 0.44848(5) 0.02392(16) Uani 1 1 d . . . . .
F9A F 0.34612(6) 0.56039(5) 0.45325(4) 0.02207(15) Uani 1 1 d . . . . .
O1A O 0.16562(8) 0.85939(6) 0.42938(5) 0.02112(17) Uani 1 1 d . . . . .
O2A O 0.18928(8) 1.08152(6) 0.76427(6) 0.02500(19) Uani 1 1 d . . . . .
O3A O 0.50232(7) 0.40930(5) 0.21948(5) 0.01857(17) Uani 1 1 d . . . . .
O4A O 0.94060(8) 0.19761(6) 0.29137(6) 0.02585(19) Uani 1 1 d . . . . .
N1A N 0.30604(9) 0.68677(6) 0.37788(6) 0.01750(19) Uani 1 1 d . . . . .
N2A N 0.39365(8) 0.56615(6) 0.32422(6) 0.01668(19) Uani 1 1 d . . . . .
C1A C 0.22281(10) 0.62075(7) 0.23778(7) 0.0165(2) Uani 1 1 d . . . . .
C2A C 0.13191(10) 0.61717(7) 0.15509(7) 0.0175(2) Uani 1 1 d . . . . .
C3A C 0.17212(10) 0.67857(8) 0.09525(7) 0.0201(2) Uani 1 1 d . . . . .
C4A C 0.09738(12) 0.65867(10) 0.00455(8) 0.0284(3) Uani 1 1 d . . . . .
C5A C 0.22254(10) 0.68428(7) 0.30146(7) 0.0176(2) Uani 1 1 d . . . . .
C6A C 0.14940(10) 0.75272(8) 0.30298(7) 0.0202(2) Uani 1 1 d . . . . .
H6A H 0.0878 0.7662 0.2605 0.024 Uiso 1 1 calc R . . . .
C7A C 0.19130(10) 0.79363(8) 0.38137(7) 0.0196(2) Uani 1 1 d . . . . .
C8A C 0.28514(10) 0.75343(7) 0.42672(7) 0.0179(2) Uani 1 1 d . . . . .
C9A C 0.32049(10) 0.79622(7) 0.50740(7) 0.0190(2) Uani 1 1 d . . . . .
H9A H 0.3811 0.7846 0.5515 0.023 Uiso 1 1 calc R . . . .
C10A C 0.24526(10) 0.85908(7) 0.50630(7) 0.0187(2) Uani 1 1 d . . . . .
C11A C 0.23185(10) 0.92020(7) 0.57074(7) 0.0195(2) Uani 1 1 d . . . . .
C12A C 0.14806(11) 0.97903(8) 0.55498(8) 0.0235(2) Uani 1 1 d . . . . .
H12A H 0.1025 0.9810 0.5014 0.028 Uiso 1 1 calc R . . . .
C13A C 0.13147(11) 1.03460(8) 0.61786(8) 0.0239(2) Uani 1 1 d . . . . .
H13A H 0.0750 1.0732 0.6065 0.029 Uiso 1 1 calc R . . . .
C14A C 0.20008(10) 1.03199(7) 0.69796(7) 0.0201(2) Uani 1 1 d . . . . .
C15A C 0.28706(11) 0.97579(8) 0.71409(8) 0.0229(2) Uani 1 1 d . . . . .
H15A H 0.3350 0.9758 0.7673 0.028 Uiso 1 1 calc R . . . .
C16A C 0.30224(10) 0.92026(8) 0.65143(8) 0.0217(2) Uani 1 1 d . . . . .
H16A H 0.3597 0.8825 0.6629 0.026 Uiso 1 1 calc R . . . .
C17A C 0.09931(11) 1.13827(8) 0.74934(8) 0.0263(3) Uani 1 1 d . . . . .
H17A H 0.1173 1.1822 0.7149 0.039 Uiso 1 1 calc GR . . . .
H17B H 0.0968 1.1675 0.8005 0.039 Uiso 1 1 calc GR . . . .
H17C H 0.0233 1.1033 0.7226 0.039 Uiso 1 1 calc GR . . . .
C18A C 0.30830(10) 0.56291(7) 0.24801(7) 0.0169(2) Uani 1 1 d . . . . .
C19A C 0.33027(10) 0.49951(7) 0.18954(7) 0.0179(2) Uani 1 1 d . . . . .
H19A H 0.2871 0.4838 0.1350 0.022 Uiso 1 1 calc R . . . .
C20A C 0.42911(10) 0.46784(7) 0.23267(7) 0.0175(2) Uani 1 1 d . . . . .
C21A C 0.46773(10) 0.50768(7) 0.31398(7) 0.0166(2) Uani 1 1 d . . . . .
C22A C 0.57102(10) 0.47212(7) 0.35425(7) 0.0176(2) Uani 1 1 d . . . . .
H22A H 0.6169 0.4855 0.4085 0.021 Uiso 1 1 calc R . . . .
C23A C 0.58826(10) 0.41313(7) 0.29473(7) 0.0175(2) Uani 1 1 d . . . . .
C24A C 0.67760(10) 0.35595(7) 0.29420(7) 0.0179(2) Uani 1 1 d . . . . .
C25A C 0.67379(10) 0.30570(8) 0.22164(7) 0.0205(2) Uani 1 1 d . . . . .
H25A H 0.6125 0.3084 0.1746 0.025 Uiso 1 1 calc R . . . .
C26A C 0.75951(11) 0.25181(8) 0.21835(8) 0.0213(2) Uani 1 1 d . . . . .
H26A H 0.7557 0.2186 0.1696 0.026 Uiso 1 1 calc R . . . .
C27A C 0.85166(10) 0.24775(7) 0.28895(8) 0.0204(2) Uani 1 1 d . . . . .
C28A C 0.85648(10) 0.29719(8) 0.36232(8) 0.0215(2) Uani 1 1 d . . . . .
H28A H 0.9176 0.2940 0.4093 0.026 Uiso 1 1 calc R . . . .
C29A C 0.77061(10) 0.35093(7) 0.36528(7) 0.0196(2) Uani 1 1 d . . . . .
H29A H 0.7743 0.3838 0.4142 0.023 Uiso 1 1 calc R . . . .
C30A C 0.93878(12) 0.15008(10) 0.21597(9) 0.0294(3) Uani 1 1 d . . . . .
H30A H 0.9352 0.1906 0.1748 0.044 Uiso 1 1 calc GR . . . .
H30B H 0.8702 0.1048 0.1990 0.044 Uiso 1 1 calc GR . . . .
H30C H 1.0098 0.1229 0.2232 0.044 Uiso 1 1 calc GR . . . .
B1A B 0.39113(11) 0.61772(8) 0.40485(8) 0.0171(2) Uani 1 1 d . . . . .
F1B F 0.52096(6) 0.63769(5) 0.15531(4) 0.02272(15) Uani 1 1 d . . . . .
F2B F 0.59955(6) 0.53161(5) 0.10846(4) 0.02284(15) Uani 1 1 d . . . . .
F3B F 0.66509(7) 0.76300(5) 0.12142(5) 0.02757(17) Uani 1 1 d . . . . .
F4B F 0.78495(6) 0.67240(5) 0.09786(5) 0.02671(17) Uani 1 1 d . . . . .
F5B F 0.48379(8) 0.65697(7) -0.00803(5) 0.0418(2) Uani 1 1 d . . . . .
F6B F 0.63402(9) 0.73110(7) -0.03562(6) 0.0453(2) Uani 1 1 d . . . . .
F7B F 0.62176(9) 0.58883(7) -0.03236(5) 0.0404(2) Uani 1 1 d . . . . .
F8B F 1.00119(6) 0.66822(5) 0.43548(5) 0.02722(17) Uani 1 1 d . . . . .
F9B F 0.86107(7) 0.56265(5) 0.45507(4) 0.02433(16) Uani 1 1 d . . . . .
O1B O 0.64270(8) 0.84324(6) 0.42988(5) 0.02145(18) Uani 1 1 d . . . . .
O2B O 0.68962(8) 1.07792(6) 0.76401(6) 0.02472(19) Uani 1 1 d . . . . .
O3B O 0.99693(7) 0.40797(5) 0.21395(5) 0.01902(17) Uani 1 1 d . . . . .
O4B O 1.43372(8) 0.19500(6) 0.28358(5) 0.02314(18) Uani 1 1 d . . . . .
N1B N 0.79460(9) 0.68011(6) 0.37447(6) 0.01807(19) Uani 1 1 d . . . . .
N2B N 0.88770(8) 0.56376(6) 0.31951(6) 0.01699(19) Uani 1 1 d . . . . .
C1B C 0.71379(10) 0.61574(7) 0.23371(7) 0.0167(2) Uani 1 1 d . . . . .
C2B C 0.62614(10) 0.61442(7) 0.15014(7) 0.0176(2) Uani 1 1 d . . . . .
C3B C 0.67062(10) 0.67897(8) 0.09411(7) 0.0202(2) Uani 1 1 d . . . . .
C4B C 0.60002(12) 0.66307(10) 0.00245(8) 0.0289(3) Uani 1 1 d . . . . .
C5B C 0.70971(10) 0.67651(7) 0.29840(7) 0.0181(2) Uani 1 1 d . . . . .
C6B C 0.63113(10) 0.74062(8) 0.30169(7) 0.0205(2) Uani 1 1 d . . . . .
H6B H 0.5674 0.7526 0.2599 0.025 Uiso 1 1 calc R . . . .
C7B C 0.67164(11) 0.78024(8) 0.38071(7) 0.0205(2) Uani 1 1 d . . . . .
C8B C 0.77028(10) 0.74381(7) 0.42436(7) 0.0188(2) Uani 1 1 d . . . . .
C9B C 0.80617(10) 0.78647(8) 0.50506(7) 0.0200(2) Uani 1 1 d . . . . .
H9B H 0.8696 0.7769 0.5483 0.024 Uiso 1 1 calc R . . . .
C10B C 0.72641(11) 0.84545(8) 0.50562(7) 0.0206(2) Uani 1 1 d . . . . .
C11B C 0.71447(11) 0.90655(8) 0.57063(7) 0.0202(2) Uani 1 1 d . . . . .
C12B C 0.61168(11) 0.94575(8) 0.56258(8) 0.0249(2) Uani 1 1 d . . . . .
H12B H 0.5495 0.9325 0.5145 0.030 Uiso 1 1 calc R . . . .
C13B C 0.60057(11) 1.00459(8) 0.62547(8) 0.0248(2) Uani 1 1 d . . . . .
H13B H 0.5322 1.0314 0.6190 0.030 Uiso 1 1 calc R . . . .
C14B C 0.69259(11) 1.02306(7) 0.69806(7) 0.0201(2) Uani 1 1 d . . . . .
C15B C 0.79486(11) 0.98260(8) 0.70756(8) 0.0230(2) Uani 1 1 d . . . . .
H15B H 0.8556 0.9942 0.7565 0.028 Uiso 1 1 calc R . . . .
C16B C 0.80620(11) 0.92543(8) 0.64461(8) 0.0228(2) Uani 1 1 d . . . . .
H16B H 0.8750 0.8992 0.6511 0.027 Uiso 1 1 calc R . . . .
C17B C 0.59379(11) 1.12928(9) 0.75172(9) 0.0280(3) Uani 1 1 d . . . . .
H17D H 0.5962 1.1660 0.7084 0.042 Uiso 1 1 calc GR . . . .
H17E H 0.6014 1.1663 0.8013 0.042 Uiso 1 1 calc GR . . . .
H17F H 0.5193 1.0900 0.7372 0.042 Uiso 1 1 calc GR . . . .
C18B C 0.80140(10) 0.55979(7) 0.24340(7) 0.0172(2) Uani 1 1 d . . . . .
C19B C 0.82387(10) 0.49682(7) 0.18471(7) 0.0185(2) Uani 1 1 d . . . . .
H19B H 0.7806 0.4809 0.1302 0.022 Uiso 1 1 calc R . . . .
C20B C 0.92347(10) 0.46591(7) 0.22768(7) 0.0177(2) Uani 1 1 d . . . . .
C21B C 0.96264(10) 0.50604(7) 0.30882(7) 0.0169(2) Uani 1 1 d . . . . .
C22B C 1.06708(10) 0.47159(7) 0.34816(7) 0.0180(2) Uani 1 1 d . . . . .
H22B H 1.1136 0.4853 0.4022 0.022 Uiso 1 1 calc R . . . .
C23B C 1.08456(10) 0.41311(7) 0.28853(7) 0.0179(2) Uani 1 1 d . . . . .
C24B C 1.17479(10) 0.35686(7) 0.28730(7) 0.0181(2) Uani 1 1 d . . . . .
C25B C 1.17098(10) 0.30762(8) 0.21398(7) 0.0211(2) Uani 1 1 d . . . . .
H25B H 1.1105 0.3117 0.1668 0.025 Uiso 1 1 calc R . . . .
C26B C 1.25579(10) 0.25295(8) 0.21048(7) 0.0208(2) Uani 1 1 d . . . . .
H26B H 1.2520 0.2203 0.1614 0.025 Uiso 1 1 calc R . . . .
C27B C 1.34677(10) 0.24719(7) 0.28101(7) 0.0191(2) Uani 1 1 d . . . . .
C28B C 1.35266(10) 0.29676(8) 0.35458(7) 0.0199(2) Uani 1 1 d . . . . .
H28B H 1.4140 0.2932 0.4014 0.024 Uiso 1 1 calc R . . . .
C29B C 1.26764(10) 0.35102(7) 0.35798(7) 0.0190(2) Uani 1 1 d . . . . .
H29B H 1.2718 0.3837 0.4071 0.023 Uiso 1 1 calc R . . . .
C30B C 1.42702(12) 0.14335(9) 0.20898(8) 0.0263(3) Uani 1 1 d . . . . .
H30D H 1.4334 0.1824 0.1679 0.040 Uiso 1 1 calc GR . . . .
H30E H 1.3521 0.1046 0.1909 0.040 Uiso 1 1 calc GR . . . .
H30F H 1.4910 0.1084 0.2179 0.040 Uiso 1 1 calc GR . . . .
B1B B 0.89025(11) 0.61823(8) 0.39975(8) 0.0178(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1A C2A 1.3557(13) . ?
F2A C2A 1.3601(13) . ?
F3A C3A 1.3465(14) . ?
F4A C3A 1.3433(14) . ?
F5A C4A 1.3215(17) . ?
F6A C4A 1.3336(17) . ?
F7A C4A 1.3239(17) . ?
F8A B1A 1.3830(14) . ?
F9A B1A 1.3938(14) . ?
O1A C7A 1.3622(14) . ?
O1A C10A 1.3913(14) . ?
O2A C14A 1.3582(14) . ?
O2A C17A 1.4281(15) . ?
O3A C20A 1.3605(14) . ?
O3A C23A 1.3950(14) . ?
O4A C27A 1.3623(14) . ?
O4A C30A 1.4240(16) . ?
N1A C5A 1.3987(14) . ?
N1A C8A 1.3552(15) . ?
N1A B1A 1.5464(15) . ?
N2A C18A 1.4046(14) . ?
N2A C21A 1.3536(15) . ?
N2A B1A 1.5441(15) . ?
C1A C2A 1.5148(15) . ?
C1A C5A 1.4035(16) . ?
C1A C18A 1.3999(15) . ?
C2A C3A 1.5551(16) . ?
C3A C4A 1.5462(16) . ?
C5A C6A 1.4326(15) . ?
C6A H6A 0.9300 . ?
C6A C7A 1.3675(17) . ?
C7A C8A 1.4000(16) . ?
C8A C9A 1.4103(16) . ?
C9A H9A 0.9300 . ?
C9A C10A 1.3779(16) . ?
C10A C11A 1.4437(16) . ?
C11A C12A 1.3968(16) . ?
C11A C16A 1.4006(17) . ?
C12A H12A 0.9300 . ?
C12A C13A 1.3891(17) . ?
C13A H13A 0.9300 . ?
C13A C14A 1.3918(17) . ?
C14A C15A 1.3960(17) . ?
C15A H15A 0.9300 . ?
C15A C16A 1.3790(17) . ?
C16A H16A 0.9300 . ?
C17A H17A 0.9600 . ?
C17A H17B 0.9600 . ?
C17A H17C 0.9600 . ?
C18A C19A 1.4345(15) . ?
C19A H19A 0.9300 . ?
C19A C20A 1.3601(16) . ?
C20A C21A 1.4039(16) . ?
C21A C22A 1.4154(15) . ?
C22A H22A 0.9300 . ?
C22A C23A 1.3804(16) . ?
C23A C24A 1.4459(16) . ?
C24A C25A 1.3953(17) . ?
C24A C29A 1.4104(16) . ?
C25A H25A 0.9300 . ?
C25A C26A 1.3855(16) . ?
C26A H26A 0.9300 . ?
C26A C27A 1.3964(17) . ?
C27A C28A 1.3980(17) . ?
C28A H28A 0.9300 . ?
C28A C29A 1.3844(17) . ?
C29A H29A 0.9300 . ?
C30A H30A 0.9600 . ?
C30A H30B 0.9600 . ?
C30A H30C 0.9600 . ?
F1B C2B 1.3524(13) . ?
F2B C2B 1.3595(13) . ?
F3B C3B 1.3446(14) . ?
F4B C3B 1.3470(14) . ?
F5B C4B 1.3224(17) . ?
F6B C4B 1.3347(17) . ?
F7B C4B 1.3237(18) . ?
F8B B1B 1.3854(14) . ?
F9B B1B 1.3906(14) . ?
O1B C7B 1.3638(14) . ?
O1B C10B 1.3918(14) . ?
O2B C14B 1.3638(14) . ?
O2B C17B 1.4273(15) . ?
O3B C20B 1.3589(14) . ?
O3B C23B 1.3943(14) . ?
O4B C27B 1.3635(14) . ?
O4B C30B 1.4258(15) . ?
N1B C5B 1.3999(15) . ?
N1B C8B 1.3525(15) . ?
N1B B1B 1.5464(15) . ?
N2B C18B 1.4074(14) . ?
N2B C21B 1.3551(15) . ?
N2B B1B 1.5405(15) . ?
C1B C2B 1.5135(15) . ?
C1B C5B 1.4040(16) . ?
C1B C18B 1.3988(16) . ?
C2B C3B 1.5562(16) . ?
C3B C4B 1.5449(17) . ?
C5B C6B 1.4319(16) . ?
C6B H6B 0.9300 . ?
C6B C7B 1.3695(17) . ?
C7B C8B 1.3985(16) . ?
C8B C9B 1.4097(16) . ?
C9B H9B 0.9300 . ?
C9B C10B 1.3769(16) . ?
C10B C11B 1.4442(16) . ?
C11B C12B 1.3917(17) . ?
C11B C16B 1.4062(17) . ?
C12B H12B 0.9300 . ?
C12B C13B 1.3927(17) . ?
C13B H13B 0.9300 . ?
C13B C14B 1.3917(18) . ?
C14B C15B 1.3945(17) . ?
C15B H15B 0.9300 . ?
C15B C16B 1.3793(17) . ?
C16B H16B 0.9300 . ?
C17B H17D 0.9600 . ?
C17B H17E 0.9600 . ?
C17B H17F 0.9600 . ?
C18B C19B 1.4355(15) . ?
C19B H19B 0.9300 . ?
C19B C20B 1.3604(16) . ?
C20B C21B 1.4029(16) . ?
C21B C22B 1.4129(15) . ?
C22B H22B 0.9300 . ?
C22B C23B 1.3783(16) . ?
C23B C24B 1.4465(16) . ?
C24B C25B 1.3990(17) . ?
C24B C29B 1.4075(16) . ?
C25B H25B 0.9300 . ?
C25B C26B 1.3857(16) . ?
C26B H26B 0.9300 . ?
C26B C27B 1.3935(16) . ?
C27B C28B 1.3983(17) . ?
C28B H28B 0.9300 . ?
C28B C29B 1.3831(16) . ?
C29B H29B 0.9300 . ?
C30B H30D 0.9600 . ?
C30B H30E 0.9600 . ?
C30B H30F 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
C7A O1A C10A 104.67(9) . . ?
C14A O2A C17A 116.61(10) . . ?
C20A O3A C23A 104.58(9) . . ?
C27A O4A C30A 116.47(10) . . ?
C5A N1A B1A 126.39(9) . . ?
C8A N1A C5A 106.32(9) . . ?
C8A N1A B1A 126.63(10) . . ?
C18A N2A B1A 125.52(9) . . ?
C21A N2A C18A 106.22(9) . . ?
C21A N2A B1A 127.83(9) . . ?
C5A C1A C2A 119.36(10) . . ?
C18A C1A C2A 119.19(10) . . ?
C18A C1A C5A 121.40(10) . . ?
F1A C2A F2A 105.99(9) . . ?
F1A C2A C1A 111.70(9) . . ?
F1A C2A C3A 106.03(9) . . ?
F2A C2A C1A 111.37(9) . . ?
F2A C2A C3A 106.73(9) . . ?
C1A C2A C3A 114.48(9) . . ?
F3A C3A C2A 108.71(9) . . ?
F3A C3A C4A 107.77(10) . . ?
F4A C3A F3A 108.10(10) . . ?
F4A C3A C2A 109.88(9) . . ?
F4A C3A C4A 106.85(10) . . ?
C4A C3A C2A 115.30(10) . . ?
F5A C4A F6A 108.72(11) . . ?
F5A C4A F7A 108.51(12) . . ?
F5A C4A C3A 111.72(11) . . ?
F6A C4A C3A 108.97(11) . . ?
F7A C4A F6A 108.17(11) . . ?
F7A C4A C3A 110.67(11) . . ?
N1A C5A C1A 119.10(10) . . ?
N1A C5A C6A 110.19(10) . . ?
C1A C5A C6A 130.71(11) . . ?
C5A C6A H6A 128.1 . . ?
C7A C6A C5A 103.90(10) . . ?
C7A C6A H6A 128.1 . . ?
O1A C7A C6A 138.82(11) . . ?
O1A C7A C8A 110.57(10) . . ?
C6A C7A C8A 110.53(10) . . ?
N1A C8A C7A 109.05(10) . . ?
N1A C8A C9A 143.41(11) . . ?
C7A C8A C9A 107.51(10) . . ?
C8A C9A H9A 127.7 . . ?
C10A C9A C8A 104.64(10) . . ?
C10A C9A H9A 127.7 . . ?
O1A C10A C11A 115.83(10) . . ?
C9A C10A O1A 112.61(10) . . ?
C9A C10A C11A 131.49(11) . . ?
C12A C11A C10A 121.46(11) . . ?
C12A C11A C16A 118.52(11) . . ?
C16A C11A C10A 120.01(11) . . ?
C11A C12A H12A 119.4 . . ?
C13A C12A C11A 121.20(11) . . ?
C13A C12A H12A 119.4 . . ?
C12A C13A H13A 120.3 . . ?
C12A C13A C14A 119.41(11) . . ?
C14A C13A H13A 120.3 . . ?
O2A C14A C13A 124.41(11) . . ?
O2A C14A C15A 115.69(11) . . ?
C13A C14A C15A 119.90(11) . . ?
C14A C15A H15A 119.9 . . ?
C16A C15A C14A 120.29(11) . . ?
C16A C15A H15A 119.9 . . ?
C11A C16A H16A 119.7 . . ?
C15A C16A C11A 120.61(11) . . ?
C15A C16A H16A 119.7 . . ?
O2A C17A H17A 109.5 . . ?
O2A C17A H17B 109.5 . . ?
O2A C17A H17C 109.5 . . ?
H17A C17A H17B 109.5 . . ?
H17A C17A H17C 109.5 . . ?
H17B C17A H17C 109.5 . . ?
N2A C18A C19A 110.20(9) . . ?
C1A C18A N2A 119.69(10) . . ?
C1A C18A C19A 130.01(10) . . ?
C18A C19A H19A 128.1 . . ?
C20A C19A C18A 103.72(10) . . ?
C20A C19A H19A 128.1 . . ?
O3A C20A C21A 110.68(10) . . ?
C19A C20A O3A 138.26(11) . . ?
C19A C20A C21A 111.05(10) . . ?
N2A C21A C20A 108.79(10) . . ?
N2A C21A C22A 143.63(11) . . ?
C20A C21A C22A 107.57(10) . . ?
C21A C22A H22A 127.8 . . ?
C23A C22A C21A 104.30(10) . . ?
C23A C22A H22A 127.8 . . ?
O3A C23A C24A 113.89(10) . . ?
C22A C23A O3A 112.87(10) . . ?
C22A C23A C24A 133.23(11) . . ?
C25A C24A C23A 119.68(11) . . ?
C25A C24A C29A 118.84(11) . . ?
C29A C24A C23A 121.46(11) . . ?
C24A C25A H25A 119.4 . . ?
C26A C25A C24A 121.29(11) . . ?
C26A C25A H25A 119.4 . . ?
C25A C26A H26A 120.3 . . ?
C25A C26A C27A 119.42(11) . . ?
C27A C26A H26A 120.3 . . ?
O4A C27A C26A 123.60(11) . . ?
O4A C27A C28A 116.31(11) . . ?
C26A C27A C28A 120.08(11) . . ?
C27A C28A H28A 119.9 . . ?
C29A C28A C27A 120.27(11) . . ?
C29A C28A H28A 119.9 . . ?
C24A C29A H29A 120.0 . . ?
C28A C29A C24A 120.10(11) . . ?
C28A C29A H29A 120.0 . . ?
O4A C30A H30A 109.5 . . ?
O4A C30A H30B 109.5 . . ?
O4A C30A H30C 109.5 . . ?
H30A C30A H30B 109.5 . . ?
H30A C30A H30C 109.5 . . ?
H30B C30A H30C 109.5 . . ?
F8A B1A F9A 109.55(10) . . ?
F8A B1A N1A 110.69(9) . . ?
F8A B1A N2A 111.25(9) . . ?
F9A B1A N1A 109.80(9) . . ?
F9A B1A N2A 110.54(9) . . ?
N2A B1A N1A 104.93(9) . . ?
C7B O1B C10B 104.43(9) . . ?
C14B O2B C17B 116.43(10) . . ?
C20B O3B C23B 104.53(9) . . ?
C27B O4B C30B 116.37(9) . . ?
C5B N1B B1B 127.28(10) . . ?
C8B N1B C5B 106.38(9) . . ?
C8B N1B B1B 126.12(10) . . ?
C18B N2B B1B 126.37(9) . . ?
C21B N2B C18B 106.12(9) . . ?
C21B N2B B1B 127.39(10) . . ?
C5B C1B C2B 119.36(10) . . ?
C18B C1B C2B 119.03(10) . . ?
C18B C1B C5B 121.51(10) . . ?
F1B C2B F2B 105.86(9) . . ?
F1B C2B C1B 112.10(9) . . ?
F1B C2B C3B 105.85(9) . . ?
F2B C2B C1B 111.63(9) . . ?
F2B C2B C3B 106.96(9) . . ?
C1B C2B C3B 113.90(9) . . ?
F3B C3B F4B 108.25(9) . . ?
F3B C3B C2B 108.68(9) . . ?
F3B C3B C4B 107.72(10) . . ?
F4B C3B C2B 110.06(9) . . ?
F4B C3B C4B 106.55(10) . . ?
C4B C3B C2B 115.36(10) . . ?
F5B C4B F6B 108.60(12) . . ?
F5B C4B F7B 108.32(12) . . ?
F5B C4B C3B 111.81(11) . . ?
F6B C4B C3B 108.98(11) . . ?
F7B C4B F6B 108.33(12) . . ?
F7B C4B C3B 110.72(11) . . ?
N1B C5B C1B 118.98(10) . . ?
N1B C5B C6B 110.12(10) . . ?
C1B C5B C6B 130.90(11) . . ?
C5B C6B H6B 128.1 . . ?
C7B C6B C5B 103.86(10) . . ?
C7B C6B H6B 128.1 . . ?
O1B C7B C6B 138.80(11) . . ?
O1B C7B C8B 110.68(10) . . ?
C6B C7B C8B 110.50(11) . . ?
N1B C8B C7B 109.13(10) . . ?
N1B C8B C9B 143.33(11) . . ?
C7B C8B C9B 107.52(10) . . ?
C8B C9B H9B 127.7 . . ?
C10B C9B C8B 104.59(10) . . ?
C10B C9B H9B 127.7 . . ?
O1B C10B C11B 115.98(10) . . ?
C9B C10B O1B 112.77(10) . . ?
C9B C10B C11B 131.24(11) . . ?
C12B C11B C10B 121.17(11) . . ?
C12B C11B C16B 118.78(11) . . ?
C16B C11B C10B 120.03(11) . . ?
C11B C12B H12B 119.5 . . ?
C11B C12B C13B 120.94(11) . . ?
C13B C12B H12B 119.5 . . ?
C12B C13B H13B 120.2 . . ?
C14B C13B C12B 119.51(11) . . ?
C14B C13B H13B 120.2 . . ?
O2B C14B C13B 124.23(11) . . ?
O2B C14B C15B 115.70(11) . . ?
C13B C14B C15B 120.05(11) . . ?
C14B C15B H15B 119.9 . . ?
C16B C15B C14B 120.20(11) . . ?
C16B C15B H15B 119.9 . . ?
C11B C16B H16B 119.8 . . ?
C15B C16B C11B 120.48(11) . . ?
C15B C16B H16B 119.8 . . ?
O2B C17B H17D 109.5 . . ?
O2B C17B H17E 109.5 . . ?
O2B C17B H17F 109.5 . . ?
H17D C17B H17E 109.5 . . ?
H17D C17B H17F 109.5 . . ?
H17E C17B H17F 109.5 . . ?
N2B C18B C19B 110.21(10) . . ?
C1B C18B N2B 119.76(10) . . ?
C1B C18B C19B 129.97(11) . . ?
C18B C19B H19B 128.2 . . ?
C20B C19B C18B 103.65(10) . . ?
C20B C19B H19B 128.2 . . ?
O3B C20B C19B 137.96(11) . . ?
O3B C20B C21B 110.83(10) . . ?
C19B C20B C21B 111.21(10) . . ?
N2B C21B C20B 108.81(10) . . ?
N2B C21B C22B 143.83(11) . . ?
C20B C21B C22B 107.35(10) . . ?
C21B C22B H22B 127.7 . . ?
C23B C22B C21B 104.55(10) . . ?
C23B C22B H22B 127.7 . . ?
O3B C23B C24B 113.88(10) . . ?
C22B C23B O3B 112.74(10) . . ?
C22B C23B C24B 133.38(11) . . ?
C25B C24B C23B 119.46(11) . . ?
C25B C24B C29B 118.85(11) . . ?
C29B C24B C23B 121.68(11) . . ?
C24B C25B H25B 119.5 . . ?
C26B C25B C24B 121.09(11) . . ?
C26B C25B H25B 119.5 . . ?
C25B C26B H26B 120.2 . . ?
C25B C26B C27B 119.52(11) . . ?
C27B C26B H26B 120.2 . . ?
O4B C27B C26B 123.70(11) . . ?
O4B C27B C28B 116.20(10) . . ?
C26B C27B C28B 120.10(11) . . ?
C27B C28B H28B 119.9 . . ?
C29B C28B C27B 120.26(11) . . ?
C29B C28B H28B 119.9 . . ?
C24B C29B H29B 119.9 . . ?
C28B C29B C24B 120.16(11) . . ?
C28B C29B H29B 119.9 . . ?
O4B C30B H30D 109.5 . . ?
O4B C30B H30E 109.5 . . ?
O4B C30B H30F 109.5 . . ?
H30D C30B H30E 109.5 . . ?
H30D C30B H30F 109.5 . . ?
H30E C30B H30F 109.5 . . ?
F8B B1B F9B 109.41(10) . . ?
F8B B1B N1B 110.33(9) . . ?
F8B B1B N2B 111.23(10) . . ?
F9B B1B N1B 109.81(9) . . ?
F9B B1B N2B 110.84(9) . . ?
N2B B1B N1B 105.15(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1A C2A C3A F3A 49.45(11) . . . . ?
F1A C2A C3A F4A 167.57(9) . . . . ?
F1A C2A C3A C4A -71.65(12) . . . . ?
F2A C2A C3A F3A 162.14(9) . . . . ?
F2A C2A C3A F4A -79.74(11) . . . . ?
F2A C2A C3A C4A 41.04(13) . . . . ?
F3A C3A C4A F5A -71.37(14) . . . . ?
F3A C3A C4A F6A 48.79(14) . . . . ?
F3A C3A C4A F7A 167.61(10) . . . . ?
F4A C3A C4A F5A 172.66(11) . . . . ?
F4A C3A C4A F6A -67.18(13) . . . . ?
F4A C3A C4A F7A 51.64(14) . . . . ?
O1A C7A C8A N1A 178.24(9) . . . . ?
O1A C7A C8A C9A -0.12(13) . . . . ?
O1A C10A C11A C12A -3.37(16) . . . . ?
O1A C10A C11A C16A 175.47(10) . . . . ?
O2A C14A C15A C16A 177.60(11) . . . . ?
O3A C20A C21A N2A 179.19(8) . . . . ?
O3A C20A C21A C22A -0.06(12) . . . . ?
O3A C23A C24A C25A 1.86(15) . . . . ?
O3A C23A C24A C29A -179.43(9) . . . . ?
O4A C27A C28A C29A 179.18(10) . . . . ?
N1A C5A C6A C7A -0.64(13) . . . . ?
N1A C8A C9A C10A -176.80(15) . . . . ?
N2A C18A C19A C20A -0.75(12) . . . . ?
N2A C21A C22A C23A -178.77(14) . . . . ?
C1A C2A C3A F3A -74.16(12) . . . . ?
C1A C2A C3A F4A 43.96(13) . . . . ?
C1A C2A C3A C4A 164.74(10) . . . . ?
C1A C5A C6A C7A -179.48(12) . . . . ?
C1A C18A C19A C20A 175.59(11) . . . . ?
C2A C1A C5A N1A 179.47(9) . . . . ?
C2A C1A C5A C6A -1.77(18) . . . . ?
C2A C1A C18A N2A 179.47(9) . . . . ?
C2A C1A C18A C19A 3.42(17) . . . . ?
C2A C3A C4A F5A 50.25(15) . . . . ?
C2A C3A C4A F6A 170.40(10) . . . . ?
C2A C3A C4A F7A -70.78(14) . . . . ?
C5A N1A C8A C7A -1.13(12) . . . . ?
C5A N1A C8A C9A 176.23(15) . . . . ?
C5A N1A B1A F8A 138.07(11) . . . . ?
C5A N1A B1A F9A -100.85(12) . . . . ?
C5A N1A B1A N2A 17.96(14) . . . . ?
C5A C1A C2A F1A -31.81(14) . . . . ?
C5A C1A C2A F2A -150.11(10) . . . . ?
C5A C1A C2A C3A 88.71(12) . . . . ?
C5A C1A C18A N2A 2.05(16) . . . . ?
C5A C1A C18A C19A -174.00(11) . . . . ?
C5A C6A C7A O1A -176.46(14) . . . . ?
C5A C6A C7A C8A -0.07(13) . . . . ?
C6A C7A C8A N1A 0.77(14) . . . . ?
C6A C7A C8A C9A -177.58(10) . . . . ?
C7A O1A C10A C9A 0.82(12) . . . . ?
C7A O1A C10A C11A -176.47(10) . . . . ?
C7A C8A C9A C10A 0.59(12) . . . . ?
C8A N1A C5A C1A -179.90(10) . . . . ?
C8A N1A C5A C6A 1.11(12) . . . . ?
C8A N1A B1A F8A -52.55(15) . . . . ?
C8A N1A B1A F9A 68.53(14) . . . . ?
C8A N1A B1A N2A -172.66(10) . . . . ?
C8A C9A C10A O1A -0.88(13) . . . . ?
C8A C9A C10A C11A 175.86(12) . . . . ?
C9A C10A C11A C12A 179.98(12) . . . . ?
C9A C10A C11A C16A -1.18(19) . . . . ?
C10A O1A C7A C6A 175.99(15) . . . . ?
C10A O1A C7A C8A -0.40(12) . . . . ?
C10A C11A C12A C13A 176.79(11) . . . . ?
C10A C11A C16A C15A -177.41(11) . . . . ?
C11A C12A C13A C14A 0.39(18) . . . . ?
C12A C11A C16A C15A 1.46(17) . . . . ?
C12A C13A C14A O2A -178.22(11) . . . . ?
C12A C13A C14A C15A 1.92(18) . . . . ?
C13A C14A C15A C16A -2.52(18) . . . . ?
C14A C15A C16A C11A 0.81(18) . . . . ?
C16A C11A C12A C13A -2.07(18) . . . . ?
C17A O2A C14A C13A 1.25(17) . . . . ?
C17A O2A C14A C15A -178.88(10) . . . . ?
C18A N2A C21A C20A -0.36(12) . . . . ?
C18A N2A C21A C22A 178.43(14) . . . . ?
C18A N2A B1A F8A -138.67(10) . . . . ?
C18A N2A B1A F9A 99.38(12) . . . . ?
C18A N2A B1A N1A -18.93(14) . . . . ?
C18A C1A C2A F1A 150.72(10) . . . . ?
C18A C1A C2A F2A 32.41(14) . . . . ?
C18A C1A C2A C3A -88.76(12) . . . . ?
C18A C1A C5A N1A -3.11(16) . . . . ?
C18A C1A C5A C6A 175.64(11) . . . . ?
C18A C19A C20A O3A -178.50(13) . . . . ?
C18A C19A C20A C21A 0.53(12) . . . . ?
C19A C20A C21A N2A -0.12(13) . . . . ?
C19A C20A C21A C22A -179.37(9) . . . . ?
C20A O3A C23A C22A -0.04(12) . . . . ?
C20A O3A C23A C24A -179.18(9) . . . . ?
C20A C21A C22A C23A 0.03(12) . . . . ?
C21A N2A C18A C1A -176.08(10) . . . . ?
C21A N2A C18A C19A 0.70(12) . . . . ?
C21A N2A B1A F8A 49.88(15) . . . . ?
C21A N2A B1A F9A -72.07(14) . . . . ?
C21A N2A B1A N1A 169.61(10) . . . . ?
C21A C22A C23A O3A 0.01(12) . . . . ?
C21A C22A C23A C24A 178.93(11) . . . . ?
C22A C23A C24A C25A -177.05(11) . . . . ?
C22A C23A C24A C29A 1.66(19) . . . . ?
C23A O3A C20A C19A 179.09(13) . . . . ?
C23A O3A C20A C21A 0.06(11) . . . . ?
C23A C24A C25A C26A 178.44(10) . . . . ?
C23A C24A C29A C28A -178.42(10) . . . . ?
C24A C25A C26A C27A -0.10(17) . . . . ?
C25A C24A C29A C28A 0.30(16) . . . . ?
C25A C26A C27A O4A -179.15(11) . . . . ?
C25A C26A C27A C28A 0.51(17) . . . . ?
C26A C27A C28A C29A -0.51(17) . . . . ?
C27A C28A C29A C24A 0.10(17) . . . . ?
C29A C24A C25A C26A -0.30(17) . . . . ?
C30A O4A C27A C26A 2.22(17) . . . . ?
C30A O4A C27A C28A -177.46(11) . . . . ?
B1A N1A C5A C1A -8.76(16) . . . . ?
B1A N1A C5A C6A 172.24(10) . . . . ?
B1A N1A C8A C7A -172.24(10) . . . . ?
B1A N1A C8A C9A 5.1(2) . . . . ?
B1A N2A C18A C1A 10.94(16) . . . . ?
B1A N2A C18A C19A -172.28(10) . . . . ?
B1A N2A C21A C20A 172.41(10) . . . . ?
B1A N2A C21A C22A -8.8(2) . . . . ?
F1B C2B C3B F3B 49.91(11) . . . . ?
F1B C2B C3B F4B 168.29(9) . . . . ?
F1B C2B C3B C4B -71.14(12) . . . . ?
F2B C2B C3B F3B 162.47(9) . . . . ?
F2B C2B C3B F4B -79.15(11) . . . . ?
F2B C2B C3B C4B 41.42(13) . . . . ?
F3B C3B C4B F5B -71.88(14) . . . . ?
F3B C3B C4B F6B 48.18(14) . . . . ?
F3B C3B C4B F7B 167.23(10) . . . . ?
F4B C3B C4B F5B 172.15(11) . . . . ?
F4B C3B C4B F6B -67.79(13) . . . . ?
F4B C3B C4B F7B 51.26(14) . . . . ?
O1B C7B C8B N1B 178.43(9) . . . . ?
O1B C7B C8B C9B -0.51(13) . . . . ?
O1B C10B C11B C12B 13.29(16) . . . . ?
O1B C10B C11B C16B -168.54(11) . . . . ?
O2B C14B C15B C16B 179.57(11) . . . . ?
O3B C20B C21B N2B 179.40(9) . . . . ?
O3B C20B C21B C22B 0.30(12) . . . . ?
O3B C23B C24B C25B 3.17(15) . . . . ?
O3B C23B C24B C29B -177.58(9) . . . . ?
O4B C27B C28B C29B -179.46(10) . . . . ?
N1B C5B C6B C7B -0.49(13) . . . . ?
N1B C8B C9B C10B -177.72(15) . . . . ?
N2B C18B C19B C20B -0.49(12) . . . . ?
N2B C21B C22B C23B -178.46(15) . . . . ?
C1B C2B C3B F3B -73.71(12) . . . . ?
C1B C2B C3B F4B 44.67(13) . . . . ?
C1B C2B C3B C4B 165.24(10) . . . . ?
C1B C5B C6B C7B -179.67(11) . . . . ?
C1B C18B C19B C20B 176.81(11) . . . . ?
C2B C1B C5B N1B -177.07(9) . . . . ?
C2B C1B C5B C6B 2.04(18) . . . . ?
C2B C1B C18B N2B 176.46(9) . . . . ?
C2B C1B C18B C19B -0.63(17) . . . . ?
C2B C3B C4B F5B 49.69(16) . . . . ?
C2B C3B C4B F6B 169.75(10) . . . . ?
C2B C3B C4B F7B -71.20(14) . . . . ?
C5B N1B C8B C7B -0.08(12) . . . . ?
C5B N1B C8B C9B 178.21(15) . . . . ?
C5B N1B B1B F8B 130.29(11) . . . . ?
C5B N1B B1B F9B -109.04(12) . . . . ?
C5B N1B B1B N2B 10.26(15) . . . . ?
C5B C1B C2B F1B -31.05(14) . . . . ?
C5B C1B C2B F2B -149.63(10) . . . . ?
C5B C1B C2B C3B 89.11(12) . . . . ?
C5B C1B C18B N2B 0.18(16) . . . . ?
C5B C1B C18B C19B -176.91(11) . . . . ?
C5B C6B C7B O1B -177.67(14) . . . . ?
C5B C6B C7B C8B 0.44(13) . . . . ?
C6B C7B C8B N1B -0.24(14) . . . . ?
C6B C7B C8B C9B -179.17(10) . . . . ?
C7B O1B C10B C9B 0.20(13) . . . . ?
C7B O1B C10B C11B -178.80(10) . . . . ?
C7B C8B C9B C10B 0.59(13) . . . . ?
C8B N1B C5B C1B 179.65(10) . . . . ?
C8B N1B C5B C6B 0.36(12) . . . . ?
C8B N1B B1B F8B -55.82(15) . . . . ?
C8B N1B B1B F9B 64.85(14) . . . . ?
C8B N1B B1B N2B -175.85(10) . . . . ?
C8B C9B C10B O1B -0.50(13) . . . . ?
C8B C9B C10B C11B 178.30(12) . . . . ?
C9B C10B C11B C12B -165.48(13) . . . . ?
C9B C10B C11B C16B 12.7(2) . . . . ?
C10B O1B C7B C6B 178.30(15) . . . . ?
C10B O1B C7B C8B 0.20(12) . . . . ?
C10B C11B C12B C13B 179.96(11) . . . . ?
C10B C11B C16B C15B -178.97(11) . . . . ?
C11B C12B C13B C14B -1.31(19) . . . . ?
C12B C11B C16B C15B -0.76(18) . . . . ?
C12B C13B C14B O2B -178.42(11) . . . . ?
C12B C13B C14B C15B -0.17(18) . . . . ?
C13B C14B C15B C16B 1.17(18) . . . . ?
C14B C15B C16B C11B -0.70(19) . . . . ?
C16B C11B C12B C13B 1.77(18) . . . . ?
C17B O2B C14B C13B -10.02(17) . . . . ?
C17B O2B C14B C15B 171.66(11) . . . . ?
C18B N2B C21B C20B -0.55(12) . . . . ?
C18B N2B C21B C22B 177.99(15) . . . . ?
C18B N2B B1B F8B -130.25(11) . . . . ?
C18B N2B B1B F9B 107.78(12) . . . . ?
C18B N2B B1B N1B -10.82(14) . . . . ?
C18B C1B C2B F1B 152.59(10) . . . . ?
C18B C1B C2B F2B 34.01(14) . . . . ?
C18B C1B C2B C3B -87.25(12) . . . . ?
C18B C1B C5B N1B -0.81(16) . . . . ?
C18B C1B C5B C6B 178.31(11) . . . . ?
C18B C19B C20B O3B -178.65(13) . . . . ?
C18B C19B C20B C21B 0.15(12) . . . . ?
C19B C20B C21B N2B 0.26(13) . . . . ?
C19B C20B C21B C22B -178.84(9) . . . . ?
C20B O3B C23B C22B 0.63(12) . . . . ?
C20B O3B C23B C24B -179.02(9) . . . . ?
C20B C21B C22B C23B 0.09(12) . . . . ?
C21B N2B C18B C1B -176.96(10) . . . . ?
C21B N2B C18B C19B 0.66(12) . . . . ?
C21B N2B B1B F8B 54.29(15) . . . . ?
C21B N2B B1B F9B -67.67(14) . . . . ?
C21B N2B B1B N1B 173.72(10) . . . . ?
C21B C22B C23B O3B -0.45(12) . . . . ?
C21B C22B C23B C24B 179.11(12) . . . . ?
C22B C23B C24B C25B -176.38(12) . . . . ?
C22B C23B C24B C29B 2.86(19) . . . . ?
C23B O3B C20B C19B 178.25(13) . . . . ?
C23B O3B C20B C21B -0.55(12) . . . . ?
C23B C24B C25B C26B -179.92(10) . . . . ?
C23B C24B C29B C28B -179.81(10) . . . . ?
C24B C25B C26B C27B -0.33(18) . . . . ?
C25B C24B C29B C28B -0.56(16) . . . . ?
C25B C26B C27B O4B 179.71(10) . . . . ?
C25B C26B C27B C28B -0.42(17) . . . . ?
C26B C27B C28B C29B 0.66(17) . . . . ?
C27B C28B C29B C24B -0.17(17) . . . . ?
C29B C24B C25B C26B 0.81(17) . . . . ?
C30B O4B C27B C26B -1.02(16) . . . . ?
C30B O4B C27B C28B 179.10(10) . . . . ?
B1B N1B C5B C1B -5.49(17) . . . . ?
B1B N1B C5B C6B 175.22(10) . . . . ?
B1B N1B C8B C7B -175.02(10) . . . . ?
B1B N1B C8B C9B 3.3(2) . . . . ?
B1B N2B C18B C1B 6.79(16) . . . . ?
B1B N2B C18B C19B -175.58(10) . . . . ?
B1B N2B C21B C20B 175.64(10) . . . . ?
B1B N2B C21B C22B -5.8(2) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.580
_oxdiff_exptl_absorpt_empirical_full_min 0.854
