# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_final_a_a
_database_code_depnum_ccdc_archive 'CCDC 1840637'
_audit_update_record             
;
2018-06-04 deposited with the CCDC.
2018-06-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C82 H46 B2 F30 N2 O2 P2'
_chemical_formula_sum            'C82 H46 B2 F30 N2 O2 P2'
_chemical_formula_weight         1744.77

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   11.6128(17)
_cell_length_b                   11.9186(18)
_cell_length_c                   15.044(2)
_cell_angle_alpha                94.439(5)
_cell_angle_beta                 108.206(4)
_cell_angle_gamma                111.791(4)
_cell_volume                     1791.9(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6416
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      24.68

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.617
_exptl_crystal_F_000             878
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.193
_shelx_estimated_absorpt_T_min   0.893
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36164
_diffrn_reflns_av_unetI/netI     0.0701
_diffrn_reflns_av_R_equivalents  0.0695
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.375
_diffrn_reflns_theta_max         26.731
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7588
_reflns_number_gt                5032
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_molecular_graphics    ORTEP-3
_computing_data_collection       APEX2-
_computing_publication_material  SHELXT-version
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0449P)²+0.2615P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7588
_refine_ls_number_parameters     544
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0855
_refine_ls_R_factor_gt           0.0434
_refine_ls_wR_factor_ref         0.1055
_refine_ls_wR_factor_gt          0.0903
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P01 P 0.31899(6) 0.43755(5) 0.86566(4) 0.01460(14) Uani 1 1 d . . . . .
F06 F 0.70175(13) 0.49332(12) 0.85276(8) 0.0236(3) Uani 1 1 d . . . . .
F15 F 0.19846(12) 0.18146(12) 0.59055(9) 0.0234(3) Uani 1 1 d . . . . .
F11 F 0.60073(12) 0.20206(12) 0.56327(9) 0.0246(3) Uani 1 1 d . . . . .
F01 F 0.79743(13) 0.33540(12) 0.76551(10) 0.0279(3) Uani 1 1 d . . . . .
F10 F 0.54615(13) 0.39780(12) 0.51259(9) 0.0264(3) Uani 1 1 d . . . . .
F07 F 0.87034(13) 0.71689(12) 0.85424(9) 0.0289(3) Uani 1 1 d . . . . .
F14 F 0.06331(13) 0.01770(13) 0.42690(9) 0.0308(3) Uani 1 1 d . . . . .
F05 F 0.36483(13) 0.08797(12) 0.75504(10) 0.0295(3) Uani 1 1 d . . . . .
F12 F 0.46007(14) 0.04149(12) 0.39397(9) 0.0295(3) Uani 1 1 d . . . . .
F09 F 0.72708(14) 0.61365(13) 0.51860(9) 0.0362(4) Uani 1 1 d . . . . .
O01 O 0.42917(14) 0.33525(13) 0.74607(10) 0.0151(3) Uani 1 1 d . . . . .
F13 F 0.18922(14) -0.05475(14) 0.32471(10) 0.0379(4) Uani 1 1 d . . . . .
F08 F 0.88846(15) 0.78046(13) 0.68856(10) 0.0391(4) Uani 1 1 d . . . . .
F02 F 0.88951(13) 0.19293(13) 0.86259(10) 0.0349(4) Uani 1 1 d . . . . .
F04 F 0.46276(16) -0.05107(14) 0.85663(11) 0.0431(4) Uani 1 1 d . . . . .
F03 F 0.72522(16) -0.00257(14) 0.90951(11) 0.0463(4) Uani 1 1 d . . . . .
N01 N 0.37442(18) 0.40874(16) 0.70105(12) 0.0161(4) Uani 1 1 d . . . . .
C29 C 0.2263(2) 0.2836(2) 0.87310(15) 0.0148(5) Uani 1 1 d . . . . .
C01 C 0.3176(2) 0.4547(2) 0.74472(15) 0.0152(5) Uani 1 1 d . . . . .
C35 C 0.2545(2) 0.5409(2) 0.90160(14) 0.0158(5) Uani 1 1 d . . . . .
C24 C 0.2711(2) 0.1504(2) 0.54657(15) 0.0173(5) Uani 1 1 d . . . . .
C34 C 0.2042(2) 0.2613(2) 0.95788(16) 0.0187(5) Uani 1 1 d . . . . .
H34A H 0.233356 0.328307 1.009937 0.022 Uiso 1 1 calc R U . . .
C30 C 0.1803(2) 0.1848(2) 0.79663(16) 0.0207(5) Uani 1 1 d . . . . .
H30A H 0.194384 0.199553 0.738925 0.025 Uiso 1 1 calc R U . . .
C02 C 0.2617(2) 0.5398(2) 0.69979(15) 0.0182(5) Uani 1 1 d . . . . .
C41 C 0.4912(2) 0.4929(2) 0.94673(14) 0.0163(5) Uani 1 1 d . . . . .
H41A H 0.527773 0.434324 0.931068 0.020 Uiso 1 1 calc R U . . .
H41B H 0.543699 0.574034 0.936129 0.020 Uiso 1 1 calc R U . . .
C17 C 0.5752(2) 0.2220(2) 0.75666(15) 0.0172(5) Uani 1 1 d . . . . .
C11 C 0.6136(2) 0.4313(2) 0.68284(15) 0.0156(5) Uani 1 1 d . . . . .
C25 C 0.1972(2) 0.0649(2) 0.46087(16) 0.0201(5) Uani 1 1 d . . . . .
C16 C 0.7013(2) 0.5197(2) 0.76637(15) 0.0174(5) Uani 1 1 d . . . . .
C36 C 0.1264(2) 0.4972(2) 0.90307(15) 0.0209(5) Uani 1 1 d . . . . .
H36A H 0.074701 0.410742 0.892037 0.025 Uiso 1 1 calc R U . . .
C12 C 0.6264(2) 0.4706(2) 0.60094(15) 0.0190(5) Uani 1 1 d . . . . .
C23 C 0.4087(2) 0.2023(2) 0.58670(15) 0.0161(5) Uani 1 1 d . . . . .
C03 C 0.1237(2) 0.5040(2) 0.66221(15) 0.0222(5) Uani 1 1 d . . . . .
C33 C 0.1396(2) 0.1410(2) 0.96477(16) 0.0228(5) Uani 1 1 d . . . . .
H33A H 0.125828 0.124964 1.022355 0.027 Uiso 1 1 calc R U . . .
C15 C 0.7912(2) 0.6350(2) 0.76975(16) 0.0206(5) Uani 1 1 d . . . . .
C14 C 0.8008(2) 0.6677(2) 0.68614(17) 0.0235(6) Uani 1 1 d . . . . .
C40 C 0.3300(2) 0.6685(2) 0.91930(16) 0.0223(5) Uani 1 1 d . . . . .
H40A H 0.418130 0.699184 0.919412 0.027 Uiso 1 1 calc R U . . .
C22 C 0.7078(2) 0.2409(2) 0.78574(15) 0.0186(5) Uani 1 1 d . . . . .
C28 C 0.4665(2) 0.1592(2) 0.53174(16) 0.0181(5) Uani 1 1 d . . . . .
C09 C 0.3496(2) 0.6570(2) 0.69633(16) 0.0221(5) Uani 1 1 d . . . . .
C18 C 0.4972(2) 0.1197(2) 0.78187(16) 0.0201(5) Uani 1 1 d . . . . .
C32 C 0.0948(2) 0.0435(2) 0.88823(17) 0.0250(6) Uani 1 1 d . . . . .
H32A H 0.050514 -0.039112 0.893627 0.030 Uiso 1 1 calc R U . . .
C21 C 0.7585(2) 0.1672(2) 0.83556(16) 0.0239(6) Uani 1 1 d . . . . .
C26 C 0.2603(2) 0.0280(2) 0.40891(15) 0.0230(5) Uani 1 1 d . . . . .
C37 C 0.0743(2) 0.5801(2) 0.92063(17) 0.0250(6) Uani 1 1 d . . . . .
H37A H -0.013282 0.550305 0.921673 0.030 Uiso 1 1 calc R U . . .
C13 C 0.7186(2) 0.5843(2) 0.60115(17) 0.0234(5) Uani 1 1 d . . . . .
C38 C 0.1491(2) 0.7061(2) 0.93668(17) 0.0269(6) Uani 1 1 d . . . . .
H38A H 0.112336 0.762465 0.947797 0.032 Uiso 1 1 calc R U . . .
C27 C 0.3964(2) 0.0761(2) 0.44460(16) 0.0212(5) Uani 1 1 d . . . . .
C20 C 0.6762(3) 0.0682(2) 0.85862(17) 0.0269(6) Uani 1 1 d . . . . .
C05 C 0.0764(3) 0.5881(2) 0.62452(16) 0.0291(6) Uani 1 1 d . . . . .
H05A H -0.017156 0.564474 0.598761 0.035 Uiso 1 1 calc R U . . .
C06 C 0.1614(3) 0.7051(2) 0.62334(17) 0.0286(6) Uani 1 1 d . . . . .
C31 C 0.1141(2) 0.0653(2) 0.80462(17) 0.0246(6) Uani 1 1 d . . . . .
H31A H 0.081793 -0.001987 0.752071 0.030 Uiso 1 1 calc R U . . .
C19 C 0.5440(3) 0.0447(2) 0.83240(17) 0.0255(6) Uani 1 1 d . . . . .
C39 C 0.2766(3) 0.7500(2) 0.93661(17) 0.0281(6) Uani 1 1 d . . . . .
H39A H 0.328089 0.836691 0.948507 0.034 Uiso 1 1 calc R U . . .
C04 C 0.0279(2) 0.3760(2) 0.65867(17) 0.0306(6) Uani 1 1 d . . . . .
H04A H 0.050633 0.314662 0.629574 0.046 Uiso 1 1 calc R U . . .
H04B H -0.063142 0.363086 0.620213 0.046 Uiso 1 1 calc R U . . .
H04C H 0.033914 0.366658 0.723909 0.046 Uiso 1 1 calc R U . . .
C08 C 0.2960(3) 0.7361(2) 0.65766(17) 0.0268(6) Uani 1 1 d . . . . .
H08A H 0.354646 0.815130 0.654702 0.032 Uiso 1 1 calc R U . . .
C10 C 0.4982(2) 0.6968(2) 0.73157(19) 0.0314(6) Uani 1 1 d . . . . .
H10A H 0.529834 0.684959 0.797112 0.047 Uiso 1 1 calc R U . . .
H10B H 0.542265 0.784427 0.730987 0.047 Uiso 1 1 calc R U . . .
H10C H 0.519353 0.646882 0.689556 0.047 Uiso 1 1 calc R U . . .
B01 B 0.5054(3) 0.2996(2) 0.69072(17) 0.0160(5) Uani 1 1 d . . . . .
C07 C 0.1091(3) 0.7978(3) 0.5855(2) 0.0455(8) Uani 1 1 d . . . . .
H07A H 0.011879 0.756391 0.553409 0.068 Uiso 1 1 calc R U . . .
H07B H 0.149004 0.832076 0.539634 0.068 Uiso 1 1 calc R U . . .
H07C H 0.132645 0.864799 0.638916 0.068 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P01 C29 1.783(2) . ?
P01 C35 1.790(2) . ?
P01 C41 1.815(2) . ?
P01 C01 1.842(2) . ?
F06 C16 1.359(2) . ?
F15 C24 1.353(2) . ?
F11 C28 1.351(2) . ?
F01 C22 1.351(3) . ?
F10 C12 1.355(3) . ?
F07 C15 1.351(3) . ?
F14 C25 1.343(2) . ?
F05 C18 1.351(2) . ?
F12 C27 1.352(2) . ?
F09 C13 1.339(2) . ?
O01 N01 1.366(2) . ?
O01 B01 1.531(3) . ?
F13 C26 1.344(3) . ?
F08 C14 1.340(3) . ?
F02 C21 1.350(3) . ?
F04 C19 1.344(3) . ?
F03 C20 1.344(3) . ?
N01 C01 1.284(3) . ?
C29 C30 1.391(3) . ?
C29 C34 1.403(3) . ?
C01 C02 1.492(3) . ?
C35 C36 1.390(3) . ?
C35 C40 1.399(3) . ?
C24 C25 1.376(3) . ?
C24 C23 1.380(3) . ?
C34 C33 1.379(3) . ?
C34 H34A 0.9500 . ?
C30 C31 1.380(3) . ?
C30 H30A 0.9500 . ?
C02 C03 1.400(3) . ?
C02 C09 1.407(3) . ?
C41 C41 1.538(4) 2_667 ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C17 C18 1.384(3) . ?
C17 C22 1.385(3) . ?
C17 B01 1.641(3) . ?
C11 C12 1.382(3) . ?
C11 C16 1.387(3) . ?
C11 B01 1.648(3) . ?
C25 C26 1.374(3) . ?
C16 C15 1.368(3) . ?
C36 C37 1.383(3) . ?
C36 H36A 0.9500 . ?
C12 C13 1.380(3) . ?
C23 C28 1.391(3) . ?
C23 B01 1.646(3) . ?
C03 C05 1.389(3) . ?
C03 C04 1.503(3) . ?
C33 C32 1.385(3) . ?
C33 H33A 0.9500 . ?
C15 C14 1.371(3) . ?
C14 C13 1.368(3) . ?
C40 C39 1.380(3) . ?
C40 H40A 0.9500 . ?
C22 C21 1.375(3) . ?
C28 C27 1.377(3) . ?
C09 C08 1.382(3) . ?
C09 C10 1.506(3) . ?
C18 C19 1.372(3) . ?
C32 C31 1.372(3) . ?
C32 H32A 0.9500 . ?
C21 C20 1.363(3) . ?
C26 C27 1.365(3) . ?
C37 C38 1.383(3) . ?
C37 H37A 0.9500 . ?
C38 C39 1.376(3) . ?
C38 H38A 0.9500 . ?
C20 C19 1.370(3) . ?
C05 C06 1.383(4) . ?
C05 H05A 0.9500 . ?
C06 C08 1.372(3) . ?
C06 C07 1.514(3) . ?
C31 H31A 0.9500 . ?
C39 H39A 0.9500 . ?
C04 H04A 0.9800 . ?
C04 H04B 0.9800 . ?
C04 H04C 0.9800 . ?
C08 H08A 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C07 H07A 0.9800 . ?
C07 H07B 0.9800 . ?
C07 H07C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C29 P01 C35 110.85(10) . . ?
C29 P01 C41 109.74(10) . . ?
C35 P01 C41 107.07(10) . . ?
C29 P01 C01 114.50(10) . . ?
C35 P01 C01 106.10(10) . . ?
C41 P01 C01 108.26(10) . . ?
N01 O01 B01 109.66(15) . . ?
C01 N01 O01 116.13(17) . . ?
C30 C29 C34 119.8(2) . . ?
C30 C29 P01 120.29(16) . . ?
C34 C29 P01 119.89(17) . . ?
N01 C01 C02 117.68(18) . . ?
N01 C01 P01 124.04(16) . . ?
C02 C01 P01 117.83(15) . . ?
C36 C35 C40 119.4(2) . . ?
C36 C35 P01 121.45(17) . . ?
C40 C35 P01 118.86(17) . . ?
F15 C24 C25 114.75(19) . . ?
F15 C24 C23 121.11(19) . . ?
C25 C24 C23 124.1(2) . . ?
C33 C34 C29 119.2(2) . . ?
C33 C34 H34A 120.4 . . ?
C29 C34 H34A 120.4 . . ?
C31 C30 C29 120.0(2) . . ?
C31 C30 H30A 120.0 . . ?
C29 C30 H30A 120.0 . . ?
C03 C02 C09 120.3(2) . . ?
C03 C02 C01 120.5(2) . . ?
C09 C02 C01 119.2(2) . . ?
C41 C41 P01 113.72(19) 2_667 . ?
C41 C41 H41A 108.8 2_667 . ?
P01 C41 H41A 108.8 . . ?
C41 C41 H41B 108.8 2_667 . ?
P01 C41 H41B 108.8 . . ?
H41A C41 H41B 107.7 . . ?
C18 C17 C22 113.2(2) . . ?
C18 C17 B01 119.8(2) . . ?
C22 C17 B01 126.7(2) . . ?
C12 C11 C16 113.0(2) . . ?
C12 C11 B01 128.1(2) . . ?
C16 C11 B01 118.79(18) . . ?
F14 C25 C26 119.5(2) . . ?
F14 C25 C24 120.61(19) . . ?
C26 C25 C24 119.9(2) . . ?
F06 C16 C15 115.55(19) . . ?
F06 C16 C11 119.67(19) . . ?
C15 C16 C11 124.8(2) . . ?
C37 C36 C35 119.9(2) . . ?
C37 C36 H36A 120.1 . . ?
C35 C36 H36A 120.1 . . ?
F10 C12 C13 114.63(19) . . ?
F10 C12 C11 121.2(2) . . ?
C13 C12 C11 124.1(2) . . ?
C24 C23 C28 113.14(19) . . ?
C24 C23 B01 127.74(19) . . ?
C28 C23 B01 119.0(2) . . ?
C05 C03 C02 118.5(2) . . ?
C05 C03 C04 120.4(2) . . ?
C02 C03 C04 121.1(2) . . ?
C34 C33 C32 120.4(2) . . ?
C34 C33 H33A 119.8 . . ?
C32 C33 H33A 119.8 . . ?
F07 C15 C16 121.0(2) . . ?
F07 C15 C14 119.6(2) . . ?
C16 C15 C14 119.4(2) . . ?
F08 C14 C13 121.2(2) . . ?
F08 C14 C15 120.0(2) . . ?
C13 C14 C15 118.8(2) . . ?
C39 C40 C35 120.1(2) . . ?
C39 C40 H40A 120.0 . . ?
C35 C40 H40A 120.0 . . ?
F01 C22 C21 115.0(2) . . ?
F01 C22 C17 121.0(2) . . ?
C21 C22 C17 124.0(2) . . ?
F11 C28 C27 116.24(19) . . ?
F11 C28 C23 119.18(19) . . ?
C27 C28 C23 124.6(2) . . ?
C08 C09 C02 118.2(2) . . ?
C08 C09 C10 119.7(2) . . ?
C02 C09 C10 122.1(2) . . ?
F05 C18 C19 115.9(2) . . ?
F05 C18 C17 119.5(2) . . ?
C19 C18 C17 124.6(2) . . ?
C31 C32 C33 120.4(2) . . ?
C31 C32 H32A 119.8 . . ?
C33 C32 H32A 119.8 . . ?
F02 C21 C20 119.8(2) . . ?
F02 C21 C22 120.4(2) . . ?
C20 C21 C22 119.8(2) . . ?
F13 C26 C27 120.7(2) . . ?
F13 C26 C25 120.5(2) . . ?
C27 C26 C25 118.8(2) . . ?
C38 C37 C36 120.2(2) . . ?
C38 C37 H37A 119.9 . . ?
C36 C37 H37A 119.9 . . ?
F09 C13 C14 120.0(2) . . ?
F09 C13 C12 120.3(2) . . ?
C14 C13 C12 119.7(2) . . ?
C39 C38 C37 120.2(2) . . ?
C39 C38 H38A 119.9 . . ?
C37 C38 H38A 119.9 . . ?
F12 C27 C26 119.6(2) . . ?
F12 C27 C28 121.1(2) . . ?
C26 C27 C28 119.4(2) . . ?
F03 C20 C21 120.4(2) . . ?
F03 C20 C19 120.4(2) . . ?
C21 C20 C19 119.1(2) . . ?
C06 C05 C03 122.0(2) . . ?
C06 C05 H05A 119.0 . . ?
C03 C05 H05A 119.0 . . ?
C08 C06 C05 118.3(2) . . ?
C08 C06 C07 120.2(3) . . ?
C05 C06 C07 121.6(2) . . ?
C32 C31 C30 120.2(2) . . ?
C32 C31 H31A 119.9 . . ?
C30 C31 H31A 119.9 . . ?
F04 C19 C20 119.6(2) . . ?
F04 C19 C18 121.2(2) . . ?
C20 C19 C18 119.2(2) . . ?
C38 C39 C40 120.2(2) . . ?
C38 C39 H39A 119.9 . . ?
C40 C39 H39A 119.9 . . ?
C03 C04 H04A 109.5 . . ?
C03 C04 H04B 109.5 . . ?
H04A C04 H04B 109.5 . . ?
C03 C04 H04C 109.5 . . ?
H04A C04 H04C 109.5 . . ?
H04B C04 H04C 109.5 . . ?
C06 C08 C09 122.6(2) . . ?
C06 C08 H08A 118.7 . . ?
C09 C08 H08A 118.7 . . ?
C09 C10 H10A 109.5 . . ?
C09 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C09 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O01 B01 C17 104.45(16) . . ?
O01 B01 C23 113.85(18) . . ?
C17 B01 C23 105.18(18) . . ?
O01 B01 C11 105.69(17) . . ?
C17 B01 C11 113.57(19) . . ?
C23 B01 C11 113.89(17) . . ?
C06 C07 H07A 109.5 . . ?
C06 C07 H07B 109.5 . . ?
H07A C07 H07B 109.5 . . ?
C06 C07 H07C 109.5 . . ?
H07A C07 H07C 109.5 . . ?
H07B C07 H07C 109.5 . . ?

_refine_diff_density_max         0.289
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.064

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

data_q_a
_database_code_depnum_ccdc_archive 'CCDC 1840638'
_audit_update_record             
;
2018-06-04 deposited with the CCDC.
2018-06-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C49 H31 B F15 N O P'
_chemical_formula_weight         976.53

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   11.6746(12)
_cell_length_b                   17.871(2)
_cell_length_c                   20.649(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.633(5)
_cell_angle_gamma                90
_cell_volume                     4307.8(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9932
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      24.60

_exptl_crystal_description       triangular
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.506
_exptl_crystal_F_000             1980
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.169
_shelx_estimated_absorpt_T_min   0.973
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   ?none'
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            69776
_diffrn_reflns_av_unetI/netI     0.0525
_diffrn_reflns_av_R_equivalents  0.0616
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.507
_diffrn_reflns_theta_max         27.621
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9878
_reflns_number_gt                6574
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_molecular_graphics    ORTEP-3
_computing_data_collection       APEX2-
_computing_publication_material  SHELXT-version
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0420P)²+2.3714P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9878
_refine_ls_number_parameters     620
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0875
_refine_ls_R_factor_gt           0.0472
_refine_ls_wR_factor_ref         0.1115
_refine_ls_wR_factor_gt          0.0958
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.009
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.24578(4) 0.21301(3) 0.77035(3) 0.01919(12) Uani 1 1 d . . . . .
F002 F 0.40744(10) 0.42955(7) 0.81887(6) 0.0335(3) Uani 1 1 d . . . . .
F003 F 0.59365(11) 0.20026(7) 0.69507(6) 0.0360(3) Uani 1 1 d . . . . .
F004 F 0.79942(11) 0.20703(8) 0.78001(7) 0.0403(3) Uani 1 1 d . . . . .
F005 F 0.49087(11) 0.25982(8) 0.92028(6) 0.0394(3) Uani 1 1 d . . . . .
O1 O 0.46663(11) 0.28395(8) 0.78761(6) 0.0223(3) Uani 1 1 d . . . . .
F007 F 0.86057(12) 0.09416(8) 0.85467(8) 0.0508(4) Uani 1 1 d . . . . .
F008 F 0.73999(14) 0.06075(8) 0.96351(7) 0.0538(4) Uani 1 1 d . . . . .
F009 F 0.41979(13) 0.54128(8) 0.90245(8) 0.0514(4) Uani 1 1 d . . . . .
F00A F 0.73785(12) 0.43850(7) 0.75294(8) 0.0493(4) Uani 1 1 d . . . . .
F00B F 0.69183(13) 0.21238(9) 0.58013(7) 0.0533(4) Uani 1 1 d . . . . .
F00C F 0.60954(15) 0.56272(8) 0.97700(7) 0.0555(4) Uani 1 1 d . . . . .
F00D F 0.55700(13) 0.14693(9) 0.99572(7) 0.0541(4) Uani 1 1 d . . . . .
F00E F 0.78528(12) 0.35846(8) 0.87679(9) 0.0589(5) Uani 1 1 d . . . . .
F00F F 0.84109(13) 0.44683(9) 0.64032(9) 0.0649(5) Uani 1 1 d . . . . .
F00G F 0.82244(13) 0.33325(11) 0.55206(8) 0.0650(5) Uani 1 1 d . . . . .
F00H F 0.79363(15) 0.47149(9) 0.96132(9) 0.0687(5) Uani 1 1 d . . . . .
N1 N 0.41578(13) 0.31159(9) 0.73237(8) 0.0214(4) Uani 1 1 d . . . . .
C00J C 0.25346(16) 0.31498(11) 0.66189(10) 0.0196(4) Uani 1 1 d . . . . .
C00K C 0.17933(16) 0.37660(11) 0.66847(10) 0.0232(4) Uani 1 1 d . . . . .
C00L C 0.27203(17) 0.28327(12) 0.60102(10) 0.0235(4) Uani 1 1 d . . . . .
C00M C 0.13898(16) 0.16563(11) 0.72218(10) 0.0222(4) Uani 1 1 d . . . . .
C1 C 0.31571(15) 0.28468(11) 0.72028(9) 0.0189(4) Uani 1 1 d . . . . .
C00O C 0.17575(16) 0.25816(11) 0.83652(10) 0.0216(4) Uani 1 1 d . . . . .
C00P C 0.12362(17) 0.40385(12) 0.61313(10) 0.0257(5) Uani 1 1 d . . . . .
H00A H 0.072682 0.444987 0.617278 0.031 Uiso 1 1 calc R U . . .
C00Q C 0.14001(17) 0.37304(11) 0.55246(10) 0.0254(5) Uani 1 1 d . . . . .
C00R C 0.33997(16) 0.14274(11) 0.80304(10) 0.0206(4) Uani 1 1 d . . . . .
C00S C -0.03768(18) 0.08696(13) 0.65932(10) 0.0294(5) Uani 1 1 d . . . . .
C00T C 0.23771(18) 0.30910(12) 0.87413(10) 0.0254(5) Uani 1 1 d . . . . .
H00B H 0.314890 0.320336 0.863742 0.031 Uiso 1 1 calc R U . . .
C00U C 0.47036(18) 0.02470(11) 0.85349(11) 0.0273(5) Uani 1 1 d . . . . .
C00V C 0.21540(18) 0.31317(12) 0.54736(10) 0.0265(5) Uani 1 1 d . . . . .
H00C H 0.228670 0.292025 0.505901 0.032 Uiso 1 1 calc R U . . .
C00W C 0.42358(17) 0.10917(12) 0.76557(10) 0.0246(5) Uani 1 1 d . . . . .
H00D H 0.436254 0.125856 0.722561 0.029 Uiso 1 1 calc R U . . .
C00X C -0.04213(18) 0.16437(13) 0.66569(11) 0.0297(5) Uani 1 1 d . . . . .
H00E H -0.106174 0.190799 0.648480 0.036 Uiso 1 1 calc R U . . .
C00Y C 0.04451(17) 0.20363(12) 0.69649(10) 0.0271(5) Uani 1 1 d . . . . .
H00F H 0.039796 0.256530 0.700183 0.033 Uiso 1 1 calc R U . . .
C00Z C 0.50589(18) 0.43550(12) 0.85403(10) 0.0265(5) Uani 1 1 d . . . . .
C010 C 0.48826(18) 0.05132(12) 0.79122(11) 0.0271(5) Uani 1 1 d . . . . .
H01A H 0.546347 0.029241 0.765640 0.033 Uiso 1 1 calc R U . . .
C011 C 0.18716(19) 0.34308(12) 0.92628(10) 0.0307(5) Uani 1 1 d . . . . .
H01B H 0.229779 0.378068 0.951438 0.037 Uiso 1 1 calc R U . . .
C012 C 0.06285(17) 0.24150(12) 0.85254(10) 0.0275(5) Uani 1 1 d . . . . .
H01C H 0.019850 0.206833 0.827264 0.033 Uiso 1 1 calc R U . . .
C013 C 0.32190(18) 0.11717(12) 0.86579(10) 0.0273(5) Uani 1 1 d . . . . .
H01D H 0.265164 0.140019 0.891833 0.033 Uiso 1 1 calc R U . . .
C014 C 0.14446(19) 0.08843(12) 0.71533(11) 0.0306(5) Uani 1 1 d . . . . .
H01E H 0.208393 0.061757 0.732382 0.037 Uiso 1 1 calc R U . . .
C015 C 0.73265(18) 0.19399(12) 0.83179(11) 0.0284(5) Uani 1 1 d . . . . .
C016 C 0.63834(17) 0.23839(11) 0.84440(10) 0.0252(5) Uani 1 1 d . . . . .
C017 C 0.1587(2) 0.41459(13) 0.73228(11) 0.0352(6) Uani 1 1 d . . . . .
H01F H 0.231586 0.420009 0.755843 0.053 Uiso 1 1 calc R U . . .
H01G H 0.105917 0.384390 0.757975 0.053 Uiso 1 1 calc R U . . .
H01H H 0.125280 0.464141 0.724590 0.053 Uiso 1 1 calc R U . . .
C018 C 0.38655(18) 0.05848(12) 0.89026(11) 0.0305(5) Uani 1 1 d . . . . .
H01I H 0.373145 0.041104 0.932993 0.037 Uiso 1 1 calc R U . . .
C019 C 0.0572(2) 0.05012(13) 0.68374(11) 0.0349(5) Uani 1 1 d . . . . .
H01J H 0.062732 -0.002603 0.678804 0.042 Uiso 1 1 calc R U . . .
C01A C 0.0799(2) 0.40485(13) 0.49368(11) 0.0348(5) Uani 1 1 d . . . . .
H01K H 0.076583 0.366834 0.459501 0.052 Uiso 1 1 calc R U . . .
H01L H 0.122172 0.448581 0.478139 0.052 Uiso 1 1 calc R U . . .
H01M H 0.002001 0.419809 0.505151 0.052 Uiso 1 1 calc R U . . .
C01B C 0.0744(2) 0.32701(14) 0.94281(11) 0.0346(6) Uani 1 1 d . . . . .
C01C C 0.58263(18) 0.21943(12) 0.90099(11) 0.0289(5) Uani 1 1 d . . . . .
C01D C 0.65016(17) 0.26464(13) 0.68292(11) 0.0296(5) Uani 1 1 d . . . . .
C01E C 0.01410(18) 0.27578(14) 0.90540(11) 0.0348(6) Uani 1 1 d . . . . .
H01N H -0.062613 0.263973 0.916375 0.042 Uiso 1 1 calc R U . . .
C01F C 0.59363(18) 0.38437(12) 0.84573(11) 0.0280(5) Uani 1 1 d . . . . .
C01G C 0.65606(16) 0.31933(12) 0.73065(11) 0.0255(5) Uani 1 1 d . . . . .
C01H C 0.6154(2) 0.16140(14) 0.94145(11) 0.0360(6) Uani 1 1 d . . . . .
C01I C 0.76760(19) 0.13475(12) 0.87067(12) 0.0339(6) Uani 1 1 d . . . . .
C01J C 0.5095(2) 0.49527(13) 0.89662(11) 0.0335(5) Uani 1 1 d . . . . .
C01K C 0.7082(2) 0.11835(13) 0.92554(12) 0.0369(6) Uani 1 1 d . . . . .
C01L C 0.6058(2) 0.50635(13) 0.93357(11) 0.0391(6) Uani 1 1 d . . . . .
C01M C 0.5400(2) -0.03962(13) 0.88023(13) 0.0395(6) Uani 1 1 d . . . . .
H01O H 0.533241 -0.040919 0.927476 0.059 Uiso 1 1 calc R U . . .
H01P H 0.620547 -0.032997 0.868664 0.059 Uiso 1 1 calc R U . . .
H01Q H 0.511409 -0.086729 0.861900 0.059 Uiso 1 1 calc R U . . .
C01N C 0.3525(2) 0.21837(13) 0.59239(11) 0.0375(6) Uani 1 1 d . . . . .
H01R H 0.428634 0.231880 0.609145 0.056 Uiso 1 1 calc R U . . .
H01S H 0.357683 0.206041 0.546272 0.056 Uiso 1 1 calc R U . . .
H01T H 0.323735 0.174912 0.616148 0.056 Uiso 1 1 calc R U . . .
C01O C 0.70144(19) 0.26847(15) 0.62317(12) 0.0375(6) Uani 1 1 d . . . . .
C01P C 0.72222(18) 0.38003(12) 0.71212(12) 0.0335(5) Uani 1 1 d . . . . .
C01Q C 0.77755(19) 0.38605(15) 0.65321(14) 0.0431(7) Uani 1 1 d . . . . .
C01R C -0.1352(2) 0.04479(15) 0.62761(13) 0.0460(7) Uani 1 1 d . . . . .
H01U H -0.160835 0.071677 0.588711 0.069 Uiso 1 1 calc R U . . .
H01V H -0.198801 0.040711 0.657954 0.069 Uiso 1 1 calc R U . . .
H01W H -0.109164 -0.005402 0.615552 0.069 Uiso 1 1 calc R U . . .
C01S C 0.6896(2) 0.40089(13) 0.88330(13) 0.0390(6) Uani 1 1 d . . . . .
C01T C 0.7673(2) 0.32978(17) 0.60875(13) 0.0437(7) Uani 1 1 d . . . . .
C01U C 0.6971(2) 0.45972(14) 0.92632(13) 0.0438(7) Uani 1 1 d . . . . .
C01V C 0.0220(3) 0.36287(19) 1.00129(13) 0.0606(9) Uani 1 1 d . . . . .
H01X H 0.022061 0.417364 0.996001 0.091 Uiso 1 1 calc R U . . .
H01Y H 0.066667 0.349423 1.040020 0.091 Uiso 1 1 calc R U . . .
H01Z H -0.056963 0.345194 1.005962 0.091 Uiso 1 1 calc R U . . .
B1 B 0.58934(19) 0.30881(13) 0.79973(12) 0.0244(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C00O 1.792(2) . ?
P1 C00R 1.796(2) . ?
P1 C00M 1.798(2) . ?
P1 C1 1.842(2) . ?
F002 C00Z 1.357(2) . ?
F003 C01D 1.351(2) . ?
F004 C015 1.350(3) . ?
F005 C01C 1.355(2) . ?
O1 N1 1.372(2) . ?
O1 B1 1.518(3) . ?
F007 C01I 1.350(3) . ?
F008 C01K 1.344(2) . ?
F009 C01J 1.338(3) . ?
F00A C01P 1.354(3) . ?
F00B C01O 1.344(3) . ?
F00C C01L 1.349(3) . ?
F00D C01H 1.343(3) . ?
F00E C01S 1.358(3) . ?
F00F C01Q 1.344(3) . ?
F00G C01T 1.343(3) . ?
F00H C01U 1.349(3) . ?
N1 C1 1.285(2) . ?
C00J C00L 1.398(3) . ?
C00J C00K 1.408(3) . ?
C00J C1 1.502(3) . ?
C00K C00P 1.396(3) . ?
C00K C017 1.504(3) . ?
C00L C00V 1.391(3) . ?
C00L C01N 1.505(3) . ?
C00M C014 1.388(3) . ?
C00M C00Y 1.395(3) . ?
C00O C00T 1.394(3) . ?
C00O C012 1.395(3) . ?
C00P C00Q 1.384(3) . ?
C00P H00A 0.9500 . ?
C00Q C00V 1.390(3) . ?
C00Q C01A 1.506(3) . ?
C00R C00W 1.389(3) . ?
C00R C013 1.392(3) . ?
C00S C019 1.379(3) . ?
C00S C00X 1.391(3) . ?
C00S C01R 1.508(3) . ?
C00T C011 1.375(3) . ?
C00T H00B 0.9500 . ?
C00U C018 1.384(3) . ?
C00U C010 1.389(3) . ?
C00U C01M 1.509(3) . ?
C00V H00C 0.9500 . ?
C00W C010 1.382(3) . ?
C00W H00D 0.9500 . ?
C00X C00Y 1.380(3) . ?
C00X H00E 0.9500 . ?
C00Y H00F 0.9500 . ?
C00Z C01J 1.384(3) . ?
C00Z C01F 1.385(3) . ?
C010 H01A 0.9500 . ?
C011 C01B 1.394(3) . ?
C011 H01B 0.9500 . ?
C012 C01E 1.380(3) . ?
C012 H01C 0.9500 . ?
C013 C018 1.385(3) . ?
C013 H01D 0.9500 . ?
C014 C019 1.385(3) . ?
C014 H01E 0.9500 . ?
C015 C016 1.384(3) . ?
C015 C01I 1.387(3) . ?
C016 C01C 1.386(3) . ?
C016 B1 1.658(3) . ?
C017 H01F 0.9800 . ?
C017 H01G 0.9800 . ?
C017 H01H 0.9800 . ?
C018 H01I 0.9500 . ?
C019 H01J 0.9500 . ?
C01A H01K 0.9800 . ?
C01A H01L 0.9800 . ?
C01A H01M 0.9800 . ?
C01B C01E 1.385(3) . ?
C01B C01V 1.503(3) . ?
C01C C01H 1.383(3) . ?
C01D C01O 1.379(3) . ?
C01D C01G 1.389(3) . ?
C01E H01N 0.9500 . ?
C01F C01S 1.388(3) . ?
C01F B1 1.651(3) . ?
C01G C01P 1.388(3) . ?
C01G B1 1.644(3) . ?
C01H C01K 1.372(4) . ?
C01I C01K 1.367(4) . ?
C01J C01L 1.366(3) . ?
C01L C01U 1.363(4) . ?
C01M H01O 0.9800 . ?
C01M H01P 0.9800 . ?
C01M H01Q 0.9800 . ?
C01N H01R 0.9800 . ?
C01N H01S 0.9800 . ?
C01N H01T 0.9800 . ?
C01O C01T 1.373(4) . ?
C01P C01Q 1.388(4) . ?
C01Q C01T 1.366(4) . ?
C01R H01U 0.9800 . ?
C01R H01V 0.9800 . ?
C01R H01W 0.9800 . ?
C01S C01U 1.378(3) . ?
C01V H01X 0.9800 . ?
C01V H01Y 0.9800 . ?
C01V H01Z 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00O P1 C00R 108.11(9) . . ?
C00O P1 C00M 108.32(9) . . ?
C00R P1 C00M 107.25(9) . . ?
C00O P1 C1 108.88(9) . . ?
C00R P1 C1 115.07(9) . . ?
C00M P1 C1 109.01(9) . . ?
N1 O1 B1 115.50(15) . . ?
C1 N1 O1 114.26(16) . . ?
C00L C00J C00K 120.36(18) . . ?
C00L C00J C1 119.81(17) . . ?
C00K C00J C1 119.80(18) . . ?
C00P C00K C00J 118.36(19) . . ?
C00P C00K C017 118.81(18) . . ?
C00J C00K C017 122.82(18) . . ?
C00V C00L C00J 118.92(18) . . ?
C00V C00L C01N 119.60(19) . . ?
C00J C00L C01N 121.48(18) . . ?
C014 C00M C00Y 118.82(19) . . ?
C014 C00M P1 119.47(16) . . ?
C00Y C00M P1 121.44(16) . . ?
N1 C1 C00J 116.86(17) . . ?
N1 C1 P1 123.95(15) . . ?
C00J C1 P1 119.18(13) . . ?
C00T C00O C012 119.55(19) . . ?
C00T C00O P1 118.73(15) . . ?
C012 C00O P1 121.68(16) . . ?
C00Q C00P C00K 122.30(19) . . ?
C00Q C00P H00A 118.9 . . ?
C00K C00P H00A 118.9 . . ?
C00P C00Q C00V 117.97(19) . . ?
C00P C00Q C01A 120.77(19) . . ?
C00V C00Q C01A 121.2(2) . . ?
C00W C00R C013 119.44(19) . . ?
C00W C00R P1 121.60(16) . . ?
C013 C00R P1 118.74(15) . . ?
C019 C00S C00X 118.10(19) . . ?
C019 C00S C01R 121.3(2) . . ?
C00X C00S C01R 120.6(2) . . ?
C011 C00T C00O 120.0(2) . . ?
C011 C00T H00B 120.0 . . ?
C00O C00T H00B 120.0 . . ?
C018 C00U C010 118.23(19) . . ?
C018 C00U C01M 120.9(2) . . ?
C010 C00U C01M 120.9(2) . . ?
C00Q C00V C00L 122.1(2) . . ?
C00Q C00V H00C 119.0 . . ?
C00L C00V H00C 119.0 . . ?
C010 C00W C00R 119.6(2) . . ?
C010 C00W H00D 120.2 . . ?
C00R C00W H00D 120.2 . . ?
C00Y C00X C00S 121.4(2) . . ?
C00Y C00X H00E 119.3 . . ?
C00S C00X H00E 119.3 . . ?
C00X C00Y C00M 120.0(2) . . ?
C00X C00Y H00F 120.0 . . ?
C00M C00Y H00F 120.0 . . ?
F002 C00Z C01J 114.83(19) . . ?
F002 C00Z C01F 120.35(19) . . ?
C01J C00Z C01F 124.8(2) . . ?
C00W C010 C00U 121.6(2) . . ?
C00W C010 H01A 119.2 . . ?
C00U C010 H01A 119.2 . . ?
C00T C011 C01B 121.0(2) . . ?
C00T C011 H01B 119.5 . . ?
C01B C011 H01B 119.5 . . ?
C01E C012 C00O 119.5(2) . . ?
C01E C012 H01C 120.3 . . ?
C00O C012 H01C 120.3 . . ?
C018 C013 C00R 120.0(2) . . ?
C018 C013 H01D 120.0 . . ?
C00R C013 H01D 120.0 . . ?
C019 C014 C00M 120.3(2) . . ?
C019 C014 H01E 119.8 . . ?
C00M C014 H01E 119.8 . . ?
F004 C015 C016 121.15(19) . . ?
F004 C015 C01I 114.9(2) . . ?
C016 C015 C01I 123.9(2) . . ?
C015 C016 C01C 113.59(19) . . ?
C015 C016 B1 126.92(19) . . ?
C01C C016 B1 119.49(19) . . ?
C00K C017 H01F 109.5 . . ?
C00K C017 H01G 109.5 . . ?
H01F C017 H01G 109.5 . . ?
C00K C017 H01H 109.5 . . ?
H01F C017 H01H 109.5 . . ?
H01G C017 H01H 109.5 . . ?
C00U C018 C013 121.1(2) . . ?
C00U C018 H01I 119.5 . . ?
C013 C018 H01I 119.5 . . ?
C00S C019 C014 121.3(2) . . ?
C00S C019 H01J 119.3 . . ?
C014 C019 H01J 119.3 . . ?
C00Q C01A H01K 109.5 . . ?
C00Q C01A H01L 109.5 . . ?
H01K C01A H01L 109.5 . . ?
C00Q C01A H01M 109.5 . . ?
H01K C01A H01M 109.5 . . ?
H01L C01A H01M 109.5 . . ?
C01E C01B C011 118.4(2) . . ?
C01E C01B C01V 121.4(2) . . ?
C011 C01B C01V 120.2(2) . . ?
F005 C01C C01H 115.8(2) . . ?
F005 C01C C016 119.84(19) . . ?
C01H C01C C016 124.3(2) . . ?
F003 C01D C01O 115.2(2) . . ?
F003 C01D C01G 119.19(19) . . ?
C01O C01D C01G 125.5(2) . . ?
C012 C01E C01B 121.5(2) . . ?
C012 C01E H01N 119.2 . . ?
C01B C01E H01N 119.2 . . ?
C00Z C01F C01S 112.6(2) . . ?
C00Z C01F B1 126.38(18) . . ?
C01S C01F B1 120.97(19) . . ?
C01P C01G C01D 112.2(2) . . ?
C01P C01G B1 126.8(2) . . ?
C01D C01G B1 121.00(18) . . ?
F00D C01H C01K 120.1(2) . . ?
F00D C01H C01C 120.6(2) . . ?
C01K C01H C01C 119.3(2) . . ?
F007 C01I C01K 120.3(2) . . ?
F007 C01I C015 120.0(2) . . ?
C01K C01I C015 119.7(2) . . ?
F009 C01J C01L 120.0(2) . . ?
F009 C01J C00Z 120.9(2) . . ?
C01L C01J C00Z 119.1(2) . . ?
F008 C01K C01I 120.6(2) . . ?
F008 C01K C01H 120.2(2) . . ?
C01I C01K C01H 119.2(2) . . ?
F00C C01L C01U 120.6(2) . . ?
F00C C01L C01J 120.0(2) . . ?
C01U C01L C01J 119.3(2) . . ?
C00U C01M H01O 109.5 . . ?
C00U C01M H01P 109.5 . . ?
H01O C01M H01P 109.5 . . ?
C00U C01M H01Q 109.5 . . ?
H01O C01M H01Q 109.5 . . ?
H01P C01M H01Q 109.5 . . ?
C00L C01N H01R 109.5 . . ?
C00L C01N H01S 109.5 . . ?
H01R C01N H01S 109.5 . . ?
C00L C01N H01T 109.5 . . ?
H01R C01N H01T 109.5 . . ?
H01S C01N H01T 109.5 . . ?
F00B C01O C01T 119.6(2) . . ?
F00B C01O C01D 121.4(2) . . ?
C01T C01O C01D 118.9(2) . . ?
F00A C01P C01Q 115.2(2) . . ?
F00A C01P C01G 120.2(2) . . ?
C01Q C01P C01G 124.6(2) . . ?
F00F C01Q C01T 120.4(2) . . ?
F00F C01Q C01P 120.0(3) . . ?
C01T C01Q C01P 119.6(2) . . ?
C00S C01R H01U 109.5 . . ?
C00S C01R H01V 109.5 . . ?
H01U C01R H01V 109.5 . . ?
C00S C01R H01W 109.5 . . ?
H01U C01R H01W 109.5 . . ?
H01V C01R H01W 109.5 . . ?
F00E C01S C01U 116.3(2) . . ?
F00E C01S C01F 119.1(2) . . ?
C01U C01S C01F 124.6(2) . . ?
F00G C01T C01Q 120.8(2) . . ?
F00G C01T C01O 120.0(3) . . ?
C01Q C01T C01O 119.1(2) . . ?
F00H C01U C01L 119.7(2) . . ?
F00H C01U C01S 120.7(2) . . ?
C01L C01U C01S 119.5(2) . . ?
C01B C01V H01X 109.5 . . ?
C01B C01V H01Y 109.5 . . ?
H01X C01V H01Y 109.5 . . ?
C01B C01V H01Z 109.5 . . ?
H01X C01V H01Z 109.5 . . ?
H01Y C01V H01Z 109.5 . . ?
O1 B1 C01G 110.23(17) . . ?
O1 B1 C01F 110.90(17) . . ?
C01G B1 C01F 113.20(18) . . ?
O1 B1 C016 100.88(16) . . ?
C01G B1 C016 113.93(17) . . ?
C01F B1 C016 107.02(17) . . ?

_refine_diff_density_max         0.325
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.053

####################################################################### 
# 
# 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_ortho_a
_database_code_depnum_ccdc_archive 'CCDC 1840640'
_audit_update_record             
;
2018-06-04 deposited with the CCDC.
2018-06-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H29 B F12 N O P'
_chemical_formula_weight         881.48

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   24.839(5)
_cell_length_b                   10.496(2)
_cell_length_c                   15.154(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3950.8(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9941
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      25.54

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_F_000             1792
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.165
_shelx_estimated_absorpt_T_min   0.969
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            61540
_diffrn_reflns_av_unetI/netI     0.0565
_diffrn_reflns_av_R_equivalents  0.0637
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.875
_diffrn_reflns_theta_max         27.811
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             8956
_reflns_number_gt                6686
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.888
_reflns_Friedel_fraction_max     0.934
_reflns_Friedel_fraction_full    0.993

_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.
;

_computing_molecular_graphics    ORTEP-3
_computing_data_collection       APEX2-
_computing_publication_material  SHELXT-version
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0400P)²+0.2117P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2454 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.10(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         8956
_refine_ls_number_parameters     562
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0719
_refine_ls_R_factor_gt           0.0415
_refine_ls_wR_factor_ref         0.0875
_refine_ls_wR_factor_gt          0.0786
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.48030(3) 0.23037(8) 0.62386(6) 0.02283(18) Uani 1 1 d . . . . .
F002 F 0.21183(8) 0.77302(18) 0.49016(15) 0.0382(5) Uani 1 1 d . . . . .
F003 F 0.29248(8) 0.50840(18) 0.32629(13) 0.0331(5) Uani 1 1 d . . . . .
F004 F 0.23005(7) 0.52460(17) 0.48257(14) 0.0321(5) Uani 1 1 d . . . . .
F005 F 0.41690(7) 0.60123(18) 0.51643(16) 0.0407(5) Uani 1 1 d . . . . .
F006 F 0.33779(8) 0.46641(19) 0.68450(13) 0.0340(5) Uani 1 1 d . . . . .
F007 F 0.27988(9) 0.3855(2) 0.17815(14) 0.0485(6) Uani 1 1 d . . . . .
F008 F 0.34682(8) 0.12255(18) 0.46432(14) 0.0391(5) Uani 1 1 d . . . . .
F009 F 0.34006(9) 0.00458(19) 0.31129(17) 0.0496(6) Uani 1 1 d . . . . .
F00A F 0.39821(9) 0.84716(19) 0.51615(19) 0.0563(7) Uani 1 1 d . . . . .
F00B F 0.23228(8) 0.2109(2) 0.49225(15) 0.0430(5) Uani 1 1 d . . . . .
F00C F 0.17031(8) 0.1482(2) 0.62607(17) 0.0522(6) Uani 1 1 d . . . . .
F00D F 0.27347(9) 0.4057(2) 0.81698(15) 0.0486(6) Uani 1 1 d . . . . .
O1 O 0.38439(8) 0.3492(2) 0.54140(14) 0.0221(5) Uani 1 1 d . . . . .
N1 N 0.42503(10) 0.3402(2) 0.48070(17) 0.0208(6) Uani 1 1 d . . . . .
C00G C 0.30456(13) 0.3815(3) 0.3283(2) 0.0254(8) Uani 1 1 d . . . . .
C00H C 0.57116(14) 0.1653(3) 0.3465(2) 0.0282(8) Uani 1 1 d . . . . .
H00A H 0.577036 0.091275 0.311773 0.034 Uiso 1 1 calc R U . . .
C00I C 0.26345(13) 0.7306(3) 0.4959(2) 0.0272(8) Uani 1 1 d . . . . .
C00J C 0.41710(14) 0.2203(3) 0.7730(2) 0.0312(8) Uani 1 1 d . . . . .
H00B H 0.443533 0.274648 0.798185 0.037 Uiso 1 1 calc R U . . .
C00K C 0.27350(12) 0.6030(3) 0.4939(2) 0.0242(7) Uani 1 1 d . . . . .
C00L C 0.29834(14) 0.3188(4) 0.2490(2) 0.0318(8) Uani 1 1 d . . . . .
C00M C 0.60942(14) 0.2625(3) 0.3451(2) 0.0304(8) Uani 1 1 d . . . . .
C00N C 0.52452(13) 0.1737(3) 0.3975(2) 0.0234(7) Uani 1 1 d . . . . .
C00O C 0.37319(15) 0.1809(4) 0.8228(3) 0.0390(9) Uani 1 1 d . . . . .
H00C H 0.369406 0.207991 0.882330 0.047 Uiso 1 1 calc R U . . .
C00P C 0.32723(14) 0.1303(3) 0.3145(3) 0.0342(9) Uani 1 1 d . . . . .
C00Q C 0.21194(14) 0.2276(3) 0.6416(3) 0.0344(9) Uani 1 1 d . . . . .
C00R C 0.55340(13) 0.3853(3) 0.4453(2) 0.0268(8) Uani 1 1 d . . . . .
C00S C 0.36461(13) 0.6384(3) 0.5081(2) 0.0285(8) Uani 1 1 d . . . . .
C00T C 0.54138(18) -0.1298(4) 0.6107(3) 0.0513(11) Uani 1 1 d . . . . .
H00D H 0.528660 -0.214249 0.619577 0.062 Uiso 1 1 calc R U . . .
C00U C 0.51016(13) 0.3583(3) 0.6849(2) 0.0294(8) Uani 1 1 d . . . . .
C00V C 0.54529(15) 0.5100(3) 0.4931(3) 0.0381(9) Uani 1 1 d . . . . .
H00E H 0.506750 0.529546 0.496008 0.057 Uiso 1 1 calc R U . . .
H00F H 0.564040 0.578134 0.461340 0.057 Uiso 1 1 calc R U . . .
H00G H 0.559811 0.503276 0.553078 0.057 Uiso 1 1 calc R U . . .
C00W C 0.48438(14) 0.0663(3) 0.3948(2) 0.0332(8) Uani 1 1 d . . . . .
H00H H 0.469882 0.052012 0.454072 0.050 Uiso 1 1 calc R U . . .
H00I H 0.502164 -0.011410 0.373931 0.050 Uiso 1 1 calc R U . . .
H00J H 0.454958 0.088490 0.354497 0.050 Uiso 1 1 calc R U . . .
C00X C 0.59943(14) 0.3711(3) 0.3943(2) 0.0308(8) Uani 1 1 d . . . . .
H00K H 0.625014 0.438351 0.393127 0.037 Uiso 1 1 calc R U . . .
C00Y C 0.38393(13) 0.0991(3) 0.6486(2) 0.0293(8) Uani 1 1 d . . . . .
H00L H 0.387790 0.070655 0.589477 0.035 Uiso 1 1 calc R U . . .
C00Z C 0.32112(12) 0.3235(3) 0.4058(2) 0.0230(7) Uani 1 1 d . . . . .
C010 C 0.30910(14) 0.1912(4) 0.2401(3) 0.0354(9) Uani 1 1 d . . . . .
H01A H 0.304288 0.147708 0.185692 0.042 Uiso 1 1 calc R U . . .
C011 C 0.50805(14) -0.0261(3) 0.6283(3) 0.0374(9) Uani 1 1 d . . . . .
H01B H 0.472797 -0.039876 0.650638 0.045 Uiso 1 1 calc R U . . .
C012 C 0.42212(12) 0.1799(3) 0.6863(2) 0.0240(7) Uani 1 1 d . . . . .
C013 C 0.32438(12) 0.5476(3) 0.4998(2) 0.0234(7) Uani 1 1 d . . . . .
C014 C 0.52597(13) 0.0968(3) 0.6134(2) 0.0277(8) Uani 1 1 d . . . . .
C015 C 0.51618(12) 0.2841(3) 0.4496(2) 0.0212(7) Uani 1 1 d . . . . .
C016 C 0.33520(14) 0.1021(4) 0.7853(3) 0.0392(10) Uani 1 1 d . . . . .
H01C H 0.305055 0.075635 0.819200 0.047 Uiso 1 1 calc R U . . .
C017 C 0.35559(14) 0.7682(3) 0.5089(3) 0.0357(9) Uani 1 1 d . . . . .
C018 C 0.48241(14) 0.4733(3) 0.6871(2) 0.0332(8) Uani 1 1 d . . . . .
H01D H 0.449535 0.482110 0.655608 0.040 Uiso 1 1 calc R U . . .
C019 C 0.59259(17) -0.1091(5) 0.5807(3) 0.0508(11) Uani 1 1 d . . . . .
H01E H 0.615419 -0.179645 0.568648 0.061 Uiso 1 1 calc R U . . .
C01A C 0.50262(16) 0.5750(4) 0.7350(3) 0.0432(10) Uani 1 1 d . . . . .
H01F H 0.483702 0.653604 0.736962 0.052 Uiso 1 1 calc R U . . .
C01B C 0.29632(14) 0.3859(3) 0.6667(2) 0.0282(8) Uani 1 1 d . . . . .
C01C C 0.33174(13) 0.1943(3) 0.3936(2) 0.0282(8) Uani 1 1 d . . . . .
C1 C 0.46888(12) 0.2903(3) 0.5099(2) 0.0205(7) Uani 1 1 d . . . . .
C01E C 0.55763(14) 0.3421(4) 0.7334(3) 0.0405(10) Uani 1 1 d . . . . .
H01G H 0.575778 0.262392 0.734223 0.049 Uiso 1 1 calc R U . . .
C01F C 0.22018(15) 0.2750(4) 0.7248(3) 0.0395(10) Uani 1 1 d . . . . .
H01H H 0.197323 0.252624 0.772666 0.047 Uiso 1 1 calc R U . . .
C01G C 0.26282(15) 0.3560(3) 0.7359(3) 0.0352(9) Uani 1 1 d . . . . .
C01H C 0.66076(15) 0.2498(4) 0.2921(3) 0.0438(10) Uani 1 1 d . . . . .
H01I H 0.651922 0.226343 0.231160 0.066 Uiso 1 1 calc R U . . .
H01J H 0.683521 0.183610 0.318299 0.066 Uiso 1 1 calc R U . . .
H01K H 0.680093 0.331192 0.292367 0.066 Uiso 1 1 calc R U . . .
C01I C 0.57850(14) 0.1174(4) 0.5834(2) 0.0359(9) Uani 1 1 d . . . . .
H01L H 0.591388 0.201491 0.573992 0.043 Uiso 1 1 calc R U . . .
C01J C 0.34020(14) 0.0611(4) 0.6991(3) 0.0375(9) Uani 1 1 d . . . . .
H01M H 0.313631 0.006744 0.674355 0.045 Uiso 1 1 calc R U . . .
C01K C 0.30466(14) 0.8176(3) 0.5023(3) 0.0344(8) Uani 1 1 d . . . . .
H01N H 0.298200 0.906849 0.502022 0.041 Uiso 1 1 calc R U . . .
C01L C 0.24503(13) 0.2609(3) 0.5721(3) 0.0298(8) Uani 1 1 d . . . . .
C01M C 0.61144(15) 0.0135(4) 0.5676(3) 0.0466(11) Uani 1 1 d . . . . .
H01O H 0.647282 0.026552 0.547702 0.056 Uiso 1 1 calc R U . . .
C01N C 0.28936(13) 0.3413(3) 0.5814(2) 0.0251(8) Uani 1 1 d . . . . .
C01O C 0.55105(17) 0.5606(5) 0.7804(3) 0.0525(12) Uani 1 1 d . . . . .
H01P H 0.565848 0.630828 0.811656 0.063 Uiso 1 1 calc R U . . .
C01P C 0.57752(16) 0.4459(5) 0.7804(3) 0.0516(12) Uani 1 1 d . . . . .
H01Q H 0.609975 0.437153 0.813000 0.062 Uiso 1 1 calc R U . . .
B1 B 0.33056(13) 0.3902(3) 0.5036(3) 0.0217(8) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C00U 1.791(4) . ?
P1 C012 1.807(3) . ?
P1 C014 1.810(3) . ?
P1 C1 1.860(3) . ?
F002 C00I 1.360(4) . ?
F003 C00G 1.366(4) . ?
F004 C00K 1.368(3) . ?
F005 C00S 1.362(4) . ?
F006 C01B 1.359(4) . ?
F007 C00L 1.361(4) . ?
F008 C01C 1.362(4) . ?
F009 C00P 1.359(4) . ?
F00A C017 1.349(4) . ?
F00B C01L 1.356(4) . ?
F00C C00Q 1.349(4) . ?
F00D C01G 1.361(4) . ?
O1 N1 1.369(3) . ?
O1 B1 1.517(4) . ?
N1 C1 1.287(4) . ?
C00G C00L 1.378(5) . ?
C00G C00Z 1.386(5) . ?
C00H C00M 1.394(5) . ?
C00H C00N 1.395(5) . ?
C00H H00A 0.9500 . ?
C00I C00K 1.362(5) . ?
C00I C01K 1.375(5) . ?
C00J C012 1.386(5) . ?
C00J C00O 1.390(5) . ?
C00J H00B 0.9500 . ?
C00K C013 1.394(4) . ?
C00L C010 1.372(5) . ?
C00M C00X 1.384(5) . ?
C00M C01H 1.513(5) . ?
C00N C015 1.418(5) . ?
C00N C00W 1.505(5) . ?
C00O C016 1.378(6) . ?
C00O H00C 0.9500 . ?
C00P C010 1.373(5) . ?
C00P C01C 1.378(5) . ?
C00Q C01F 1.371(6) . ?
C00Q C01L 1.382(5) . ?
C00R C00X 1.388(5) . ?
C00R C015 1.410(4) . ?
C00R C00V 1.509(5) . ?
C00S C017 1.381(5) . ?
C00S C013 1.387(4) . ?
C00T C019 1.368(6) . ?
C00T C011 1.394(5) . ?
C00T H00D 0.9500 . ?
C00U C018 1.390(5) . ?
C00U C01E 1.400(5) . ?
C00V H00E 0.9800 . ?
C00V H00F 0.9800 . ?
C00V H00G 0.9800 . ?
C00W H00H 0.9800 . ?
C00W H00I 0.9800 . ?
C00W H00J 0.9800 . ?
C00X H00K 0.9500 . ?
C00Y C01J 1.387(5) . ?
C00Y C012 1.395(5) . ?
C00Y H00L 0.9500 . ?
C00Z C01C 1.394(5) . ?
C00Z B1 1.656(5) . ?
C010 H01A 0.9500 . ?
C011 C014 1.383(5) . ?
C011 H01B 0.9500 . ?
C013 B1 1.660(5) . ?
C014 C01I 1.399(5) . ?
C015 C1 1.490(4) . ?
C016 C01J 1.380(6) . ?
C016 H01C 0.9500 . ?
C017 C01K 1.371(5) . ?
C018 C01A 1.386(5) . ?
C018 H01D 0.9500 . ?
C019 C01M 1.384(6) . ?
C019 H01E 0.9500 . ?
C01A C01O 1.394(6) . ?
C01A H01F 0.9500 . ?
C01B C01G 1.375(5) . ?
C01B C01N 1.386(5) . ?
C01E C01P 1.392(6) . ?
C01E H01G 0.9500 . ?
C01F C01G 1.368(5) . ?
C01F H01H 0.9500 . ?
C01H H01I 0.9800 . ?
C01H H01J 0.9800 . ?
C01H H01K 0.9800 . ?
C01I C01M 1.383(5) . ?
C01I H01L 0.9500 . ?
C01J H01M 0.9500 . ?
C01K H01N 0.9500 . ?
C01L C01N 1.394(5) . ?
C01M H01O 0.9500 . ?
C01N B1 1.644(5) . ?
C01O C01P 1.372(6) . ?
C01O H01P 0.9500 . ?
C01P H01Q 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00U P1 C012 106.28(16) . . ?
C00U P1 C014 111.49(16) . . ?
C012 P1 C014 108.65(15) . . ?
C00U P1 C1 106.81(15) . . ?
C012 P1 C1 117.62(15) . . ?
C014 P1 C1 106.04(15) . . ?
N1 O1 B1 114.5(2) . . ?
C1 N1 O1 114.9(2) . . ?
F003 C00G C00L 115.0(3) . . ?
F003 C00G C00Z 120.8(3) . . ?
C00L C00G C00Z 124.2(3) . . ?
C00M C00H C00N 121.9(3) . . ?
C00M C00H H00A 119.0 . . ?
C00N C00H H00A 119.0 . . ?
F002 C00I C00K 119.5(3) . . ?
F002 C00I C01K 119.2(3) . . ?
C00K C00I C01K 121.2(3) . . ?
C012 C00J C00O 119.7(3) . . ?
C012 C00J H00B 120.2 . . ?
C00O C00J H00B 120.2 . . ?
C00I C00K F004 116.7(3) . . ?
C00I C00K C013 125.1(3) . . ?
F004 C00K C013 118.2(3) . . ?
F007 C00L C010 119.3(3) . . ?
F007 C00L C00G 118.7(3) . . ?
C010 C00L C00G 122.0(3) . . ?
C00X C00M C00H 118.1(3) . . ?
C00X C00M C01H 120.7(3) . . ?
C00H C00M C01H 121.2(3) . . ?
C00H C00N C015 118.7(3) . . ?
C00H C00N C00W 119.2(3) . . ?
C015 C00N C00W 122.0(3) . . ?
C016 C00O C00J 119.4(4) . . ?
C016 C00O H00C 120.3 . . ?
C00J C00O H00C 120.3 . . ?
F009 C00P C010 120.0(3) . . ?
F009 C00P C01C 119.0(3) . . ?
C010 C00P C01C 121.0(3) . . ?
F00C C00Q C01F 120.0(3) . . ?
F00C C00Q C01L 118.6(4) . . ?
C01F C00Q C01L 121.4(3) . . ?
C00X C00R C015 119.0(3) . . ?
C00X C00R C00V 118.1(3) . . ?
C015 C00R C00V 123.0(3) . . ?
F005 C00S C017 115.9(3) . . ?
F005 C00S C013 119.9(3) . . ?
C017 C00S C013 124.2(3) . . ?
C019 C00T C011 119.4(4) . . ?
C019 C00T H00D 120.3 . . ?
C011 C00T H00D 120.3 . . ?
C018 C00U C01E 120.8(3) . . ?
C018 C00U P1 117.2(3) . . ?
C01E C00U P1 121.9(3) . . ?
C00R C00V H00E 109.5 . . ?
C00R C00V H00F 109.5 . . ?
H00E C00V H00F 109.5 . . ?
C00R C00V H00G 109.5 . . ?
H00E C00V H00G 109.5 . . ?
H00F C00V H00G 109.5 . . ?
C00N C00W H00H 109.5 . . ?
C00N C00W H00I 109.5 . . ?
H00H C00W H00I 109.5 . . ?
C00N C00W H00J 109.5 . . ?
H00H C00W H00J 109.5 . . ?
H00I C00W H00J 109.5 . . ?
C00M C00X C00R 122.4(3) . . ?
C00M C00X H00K 118.8 . . ?
C00R C00X H00K 118.8 . . ?
C01J C00Y C012 118.8(3) . . ?
C01J C00Y H00L 120.6 . . ?
C012 C00Y H00L 120.6 . . ?
C00G C00Z C01C 111.8(3) . . ?
C00G C00Z B1 128.0(3) . . ?
C01C C00Z B1 120.2(3) . . ?
C00L C010 C00P 115.9(3) . . ?
C00L C010 H01A 122.0 . . ?
C00P C010 H01A 122.0 . . ?
C014 C011 C00T 120.4(4) . . ?
C014 C011 H01B 119.8 . . ?
C00T C011 H01B 119.8 . . ?
C00J C012 C00Y 120.9(3) . . ?
C00J C012 P1 118.6(3) . . ?
C00Y C012 P1 120.5(3) . . ?
C00S C013 C00K 111.8(3) . . ?
C00S C013 B1 127.9(3) . . ?
C00K C013 B1 120.1(3) . . ?
C011 C014 C01I 119.8(3) . . ?
C011 C014 P1 120.4(3) . . ?
C01I C014 P1 119.6(3) . . ?
C00R C015 C00N 119.7(3) . . ?
C00R C015 C1 120.8(3) . . ?
C00N C015 C1 119.5(3) . . ?
C00O C016 C01J 121.1(3) . . ?
C00O C016 H01C 119.5 . . ?
C01J C016 H01C 119.5 . . ?
F00A C017 C01K 119.9(3) . . ?
F00A C017 C00S 118.7(3) . . ?
C01K C017 C00S 121.5(3) . . ?
C01A C018 C00U 120.1(4) . . ?
C01A C018 H01D 120.0 . . ?
C00U C018 H01D 120.0 . . ?
C00T C019 C01M 120.6(4) . . ?
C00T C019 H01E 119.7 . . ?
C01M C019 H01E 119.7 . . ?
C018 C01A C01O 119.2(4) . . ?
C018 C01A H01F 120.4 . . ?
C01O C01A H01F 120.4 . . ?
F006 C01B C01G 116.7(3) . . ?
F006 C01B C01N 119.4(3) . . ?
C01G C01B C01N 124.0(3) . . ?
F008 C01C C00P 115.9(3) . . ?
F008 C01C C00Z 119.1(3) . . ?
C00P C01C C00Z 125.0(3) . . ?
N1 C1 C015 118.3(3) . . ?
N1 C1 P1 125.9(2) . . ?
C015 C1 P1 115.7(2) . . ?
C01P C01E C00U 118.2(4) . . ?
C01P C01E H01G 120.9 . . ?
C00U C01E H01G 120.9 . . ?
C01G C01F C00Q 117.0(3) . . ?
C01G C01F H01H 121.5 . . ?
C00Q C01F H01H 121.5 . . ?
F00D C01G C01F 119.9(3) . . ?
F00D C01G C01B 118.9(3) . . ?
C01F C01G C01B 121.1(4) . . ?
C00M C01H H01I 109.5 . . ?
C00M C01H H01J 109.5 . . ?
H01I C01H H01J 109.5 . . ?
C00M C01H H01K 109.5 . . ?
H01I C01H H01K 109.5 . . ?
H01J C01H H01K 109.5 . . ?
C01M C01I C014 119.1(4) . . ?
C01M C01I H01L 120.4 . . ?
C014 C01I H01L 120.4 . . ?
C016 C01J C00Y 120.2(4) . . ?
C016 C01J H01M 119.9 . . ?
C00Y C01J H01M 119.9 . . ?
C017 C01K C00I 116.1(3) . . ?
C017 C01K H01N 121.9 . . ?
C00I C01K H01N 121.9 . . ?
F00B C01L C00Q 116.4(3) . . ?
F00B C01L C01N 120.6(3) . . ?
C00Q C01L C01N 123.0(4) . . ?
C01I C01M C019 120.5(4) . . ?
C01I C01M H01O 119.7 . . ?
C019 C01M H01O 119.7 . . ?
C01B C01N C01L 113.4(3) . . ?
C01B C01N B1 119.1(3) . . ?
C01L C01N B1 127.4(3) . . ?
C01P C01O C01A 120.6(4) . . ?
C01P C01O H01P 119.7 . . ?
C01A C01O H01P 119.7 . . ?
C01O C01P C01E 121.1(4) . . ?
C01O C01P H01Q 119.4 . . ?
C01E C01P H01Q 119.4 . . ?
O1 B1 C01N 100.9(3) . . ?
O1 B1 C00Z 110.1(3) . . ?
C01N B1 C00Z 115.0(3) . . ?
O1 B1 C013 112.1(2) . . ?
C01N B1 C013 106.1(3) . . ?
C00Z B1 C013 112.2(3) . . ?

_refine_diff_density_max         0.245
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.054

####################################################################### 
# 
# 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_dzhu019_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1840639'
_audit_update_record             
;
2018-06-04 deposited with the CCDC.
2018-06-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H26 B F15 N O P'
_chemical_formula_sum            'C46 H26 B F15 N O P'
_chemical_formula_weight         935.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   11.6657(7)
_cell_length_b                   17.8082(9)
_cell_length_c                   19.8218(10)
_cell_angle_alpha                90
_cell_angle_beta                 93.482(3)
_cell_angle_gamma                90
_cell_volume                     4110.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    71139
_cell_measurement_theta_min      0.6899
_cell_measurement_theta_max      0.7455

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.512
_exptl_crystal_F_000             1888
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.174
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            69656
_diffrn_reflns_av_unetI/netI     0.1038
_diffrn_reflns_av_R_equivalents  0.1076
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.538
_diffrn_reflns_theta_max         27.255
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9106
_reflns_number_gt                5290
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_molecular_graphics    ORTEP-3
_computing_data_collection       APEX2-
_computing_publication_material  SHELXT-version
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0419P)²+1.0250P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9106
_refine_ls_number_parameters     589
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1346
_refine_ls_R_factor_gt           0.0568
_refine_ls_wR_factor_ref         0.1064
_refine_ls_wR_factor_gt          0.0891
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.000
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P01 P 0.76706(5) 0.22171(3) 0.23792(3) 0.02066(15) Uani 1 1 d . . . . .
F15 F 0.59495(11) 0.44192(7) 0.18340(7) 0.0341(4) Uani 1 1 d . . . . .
F06 F 0.42393(11) 0.21615(7) 0.30410(6) 0.0336(3) Uani 1 1 d . . . . .
F05 F 0.22307(11) 0.20582(8) 0.20772(7) 0.0357(4) Uani 1 1 d . . . . .
F01 F 0.52806(12) 0.25999(8) 0.06787(7) 0.0389(4) Uani 1 1 d . . . . .
O01 O 0.54813(12) 0.29161(8) 0.20700(7) 0.0214(4) Uani 1 1 d . . . . .
F13 F 0.39672(13) 0.57881(8) 0.01280(7) 0.0425(4) Uani 1 1 d . . . . .
F10 F 0.25610(12) 0.44043(8) 0.21532(8) 0.0415(4) Uani 1 1 d . . . . .
F07 F 0.31673(12) 0.23619(9) 0.41672(7) 0.0458(4) Uani 1 1 d . . . . .
F14 F 0.57666(13) 0.56226(8) 0.10573(8) 0.0482(4) Uani 1 1 d . . . . .
F09 F 0.14443(13) 0.45582(8) 0.32559(8) 0.0506(4) Uani 1 1 d . . . . .
F04 F 0.17028(14) 0.08703(8) 0.13393(8) 0.0522(5) Uani 1 1 d . . . . .
F12 F 0.23209(14) 0.47150(9) 0.00230(8) 0.0582(5) Uani 1 1 d . . . . .
F08 F 0.17187(13) 0.35432(9) 0.42884(8) 0.0536(5) Uani 1 1 d . . . . .
F02 F 0.47045(15) 0.13949(9) -0.00695(8) 0.0559(5) Uani 1 1 d . . . . .
F03 F 0.29312(16) 0.04977(9) 0.02634(8) 0.0628(5) Uani 1 1 d . . . . .
F11 F 0.24618(13) 0.35082(9) 0.08020(9) 0.0625(5) Uani 1 1 d . . . . .
N01 N 0.59419(15) 0.32132(10) 0.26646(9) 0.0206(4) Uani 1 1 d . . . . .
C02 C 0.75494(18) 0.32588(12) 0.34743(11) 0.0202(5) Uani 1 1 d . . . . .
C03 C 0.82770(19) 0.38842(13) 0.34278(11) 0.0231(5) Uani 1 1 d . . . . .
C01 C 0.69354(18) 0.29442(12) 0.28506(11) 0.0198(5) Uani 1 1 d . . . . .
C05 C 0.8899(2) 0.41196(13) 0.40112(11) 0.0260(6) Uani 1 1 d . . . . .
H05A H 0.939976 0.453789 0.398506 0.031 Uiso 1 1 calc R U . . .
C12 C 0.50151(19) 0.44546(13) 0.13919(11) 0.0231(5) Uani 1 1 d . . . . .
C09 C 0.74279(19) 0.29034(13) 0.40950(11) 0.0247(5) Uani 1 1 d . . . . .
C06 C 0.8814(2) 0.37669(13) 0.46267(11) 0.0275(6) Uani 1 1 d . . . . .
C24 C 0.35966(19) 0.27899(13) 0.30827(12) 0.0257(6) Uani 1 1 d . . . . .
C36 C 0.7838(2) 0.31920(13) 0.13074(11) 0.0267(6) Uani 1 1 d . . . . .
H36A H 0.704520 0.328737 0.135296 0.032 Uiso 1 1 calc R U . . .
C41 C 0.67529(19) 0.14951(12) 0.20112(11) 0.0221(5) Uani 1 1 d . . . . .
C23 C 0.35169(18) 0.32841(13) 0.25382(11) 0.0222(5) Uani 1 1 d . . . . .
C13 C 0.4947(2) 0.50935(13) 0.09992(12) 0.0280(6) Uani 1 1 d . . . . .
C29 C 0.87108(19) 0.17463(13) 0.29463(11) 0.0242(6) Uani 1 1 d . . . . .
C35 C 0.84180(19) 0.26742(13) 0.17308(11) 0.0248(5) Uani 1 1 d . . . . .
C08 C 0.8066(2) 0.31663(14) 0.46585(11) 0.0293(6) Uani 1 1 d . . . . .
H08A H 0.798771 0.292615 0.508113 0.035 Uiso 1 1 calc R U . . .
C17 C 0.38100(19) 0.23947(13) 0.14294(11) 0.0234(5) Uani 1 1 d . . . . .
C42 C 0.5902(2) 0.11668(13) 0.23708(12) 0.0267(6) Uani 1 1 d . . . . .
H42A H 0.574207 0.135446 0.280379 0.032 Uiso 1 1 calc R U . . .
C11 C 0.42185(19) 0.38818(13) 0.13650(11) 0.0238(5) Uani 1 1 d . . . . .
C14 C 0.4039(2) 0.51786(13) 0.05303(12) 0.0290(6) Uani 1 1 d . . . . .
C37 C 0.8418(2) 0.35663(14) 0.08215(12) 0.0353(6) Uani 1 1 d . . . . .
H37A H 0.802594 0.392489 0.053740 0.042 Uiso 1 1 calc R U . . .
C46 C 0.6991(2) 0.12143(14) 0.13797(12) 0.0321(6) Uani 1 1 d . . . . .
H46A H 0.757236 0.143788 0.113102 0.038 Uiso 1 1 calc R U . . .
C22 C 0.2902(2) 0.19248(13) 0.15551(12) 0.0272(6) Uani 1 1 d . . . . .
C04 C 0.8432(2) 0.42920(14) 0.27718(12) 0.0359(7) Uani 1 1 d . . . . .
H04A H 0.768171 0.436779 0.253211 0.054 Uiso 1 1 calc R U . . .
H04B H 0.892193 0.399263 0.249029 0.054 Uiso 1 1 calc R U . . .
H04C H 0.879446 0.478020 0.286728 0.054 Uiso 1 1 calc R U . . .
C21 C 0.2595(2) 0.12997(14) 0.11749(14) 0.0353(7) Uani 1 1 d . . . . .
C28 C 0.27659(19) 0.38730(14) 0.26359(13) 0.0278(6) Uani 1 1 d . . . . .
C18 C 0.4386(2) 0.21811(14) 0.08651(12) 0.0298(6) Uani 1 1 d . . . . .
C15 C 0.3228(2) 0.46315(15) 0.04732(12) 0.0342(6) Uani 1 1 d . . . . .
C26 C 0.2307(2) 0.34662(16) 0.37296(13) 0.0350(7) Uani 1 1 d . . . . .
C34 C 0.8672(2) 0.09759(14) 0.30079(13) 0.0366(7) Uani 1 1 d . . . . .
H34A H 0.809065 0.070100 0.275922 0.044 Uiso 1 1 calc R U . . .
C27 C 0.2165(2) 0.39711(14) 0.32069(14) 0.0324(6) Uani 1 1 d . . . . .
C30 C 0.9576(2) 0.21438(14) 0.33125(13) 0.0347(6) Uani 1 1 d . . . . .
H30A H 0.962142 0.267433 0.327141 0.042 Uiso 1 1 calc R U . . .
C16 C 0.3329(2) 0.40082(14) 0.08781(13) 0.0336(6) Uani 1 1 d . . . . .
C43 C 0.5284(2) 0.05633(14) 0.20958(14) 0.0375(7) Uani 1 1 d . . . . .
H43A H 0.468918 0.034470 0.233710 0.045 Uiso 1 1 calc R U . . .
C25 C 0.3035(2) 0.28680(15) 0.36663(12) 0.0315(6) Uani 1 1 d . . . . .
C10 C 0.6634(2) 0.22441(14) 0.41581(12) 0.0359(7) Uani 1 1 d . . . . .
H10A H 0.587105 0.237184 0.395712 0.054 Uiso 1 1 calc R U . . .
H10B H 0.657837 0.212044 0.463675 0.054 Uiso 1 1 calc R U . . .
H10C H 0.693714 0.181065 0.392160 0.054 Uiso 1 1 calc R U . . .
C20 C 0.3204(3) 0.11169(15) 0.06297(14) 0.0411(7) Uani 1 1 d . . . . .
C19 C 0.4108(2) 0.15668(15) 0.04693(13) 0.0381(7) Uani 1 1 d . . . . .
C44 C 0.5529(2) 0.02794(15) 0.14743(15) 0.0432(8) Uani 1 1 d . . . . .
H44A H 0.511600 -0.014170 0.129333 0.052 Uiso 1 1 calc R U . . .
C45 C 0.6371(2) 0.06044(16) 0.11156(14) 0.0429(7) Uani 1 1 d . . . . .
H45A H 0.652982 0.041082 0.068453 0.052 Uiso 1 1 calc R U . . .
C31 C 1.0364(2) 0.17638(16) 0.37334(14) 0.0438(7) Uani 1 1 d . . . . .
H31A H 1.094493 0.203527 0.398580 0.053 Uiso 1 1 calc R U . . .
C07 C 0.9512(2) 0.40381(16) 0.52463(12) 0.0418(7) Uani 1 1 d . . . . .
H07A H 0.967456 0.361484 0.555342 0.063 Uiso 1 1 calc R U . . .
H07B H 0.907833 0.442216 0.547653 0.063 Uiso 1 1 calc R U . . .
H07C H 1.023670 0.425304 0.511088 0.063 Uiso 1 1 calc R U . . .
C32 C 1.0313(2) 0.09929(17) 0.37900(15) 0.0499(8) Uani 1 1 d . . . . .
H32A H 1.085939 0.073474 0.407941 0.060 Uiso 1 1 calc R U . . .
C40 C 0.9567(2) 0.25237(16) 0.16458(14) 0.0443(7) Uani 1 1 d . . . . .
H40A H 0.996383 0.216341 0.192569 0.053 Uiso 1 1 calc R U . . .
C33 C 0.9469(3) 0.05972(16) 0.34268(15) 0.0528(8) Uani 1 1 d . . . . .
H33A H 0.943421 0.006597 0.346385 0.063 Uiso 1 1 calc R U . . .
C38 C 0.9562(2) 0.34204(17) 0.07486(15) 0.0486(8) Uani 1 1 d . . . . .
H38A H 0.996041 0.368145 0.041655 0.058 Uiso 1 1 calc R U . . .
C39 C 1.0132(2) 0.28959(18) 0.11566(16) 0.0611(10) Uani 1 1 d . . . . .
H39A H 1.091917 0.279125 0.109933 0.073 Uiso 1 1 calc R U . . .
B01 B 0.4245(2) 0.31383(15) 0.18662(13) 0.0231(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
P01 C35 1.792(2) . ?
P01 C41 1.799(2) . ?
P01 C29 1.809(2) . ?
P01 C01 1.839(2) . ?
F15 C12 1.358(2) . ?
F06 C24 1.352(3) . ?
F05 C22 1.357(3) . ?
F01 C18 1.353(3) . ?
O01 N01 1.371(2) . ?
O01 B01 1.526(3) . ?
F13 C14 1.347(3) . ?
F10 C28 1.356(3) . ?
F07 C25 1.343(3) . ?
F14 C13 1.343(3) . ?
F09 C27 1.349(3) . ?
F04 C21 1.347(3) . ?
F12 C15 1.350(3) . ?
F08 C26 1.345(3) . ?
F02 C19 1.345(3) . ?
F03 C20 1.348(3) . ?
F11 C16 1.349(3) . ?
N01 C01 1.287(3) . ?
C02 C09 1.398(3) . ?
C02 C03 1.407(3) . ?
C02 C01 1.499(3) . ?
C03 C05 1.392(3) . ?
C03 C04 1.510(3) . ?
C05 C06 1.381(3) . ?
C05 H05A 0.9500 . ?
C12 C13 1.378(3) . ?
C12 C11 1.379(3) . ?
C09 C08 1.386(3) . ?
C09 C10 1.505(3) . ?
C06 C08 1.384(3) . ?
C06 C07 1.511(3) . ?
C24 C25 1.371(3) . ?
C24 C23 1.391(3) . ?
C36 C37 1.381(3) . ?
C36 C35 1.394(3) . ?
C36 H36A 0.9500 . ?
C41 C42 1.386(3) . ?
C41 C46 1.391(3) . ?
C23 C28 1.387(3) . ?
C23 B01 1.644(4) . ?
C13 C14 1.374(3) . ?
C29 C34 1.378(3) . ?
C29 C30 1.399(3) . ?
C35 C40 1.387(3) . ?
C08 H08A 0.9500 . ?
C17 C22 1.384(3) . ?
C17 C18 1.392(3) . ?
C17 B01 1.645(3) . ?
C42 C43 1.387(3) . ?
C42 H42A 0.9500 . ?
C11 C16 1.392(3) . ?
C11 B01 1.654(4) . ?
C14 C15 1.359(3) . ?
C37 C38 1.376(4) . ?
C37 H37A 0.9500 . ?
C46 C45 1.389(4) . ?
C46 H46A 0.9500 . ?
C22 C21 1.380(3) . ?
C04 H04A 0.9800 . ?
C04 H04B 0.9800 . ?
C04 H04C 0.9800 . ?
C21 C20 1.368(4) . ?
C28 C27 1.378(3) . ?
C18 C19 1.373(3) . ?
C15 C16 1.371(3) . ?
C26 C25 1.373(4) . ?
C26 C27 1.374(4) . ?
C34 C33 1.383(3) . ?
C34 H34A 0.9500 . ?
C30 C31 1.380(3) . ?
C30 H30A 0.9500 . ?
C43 C44 1.378(4) . ?
C43 H43A 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C20 C19 1.377(4) . ?
C44 C45 1.374(4) . ?
C44 H44A 0.9500 . ?
C45 H45A 0.9500 . ?
C31 C32 1.379(4) . ?
C31 H31A 0.9500 . ?
C07 H07A 0.9800 . ?
C07 H07B 0.9800 . ?
C07 H07C 0.9800 . ?
C32 C33 1.378(4) . ?
C32 H32A 0.9500 . ?
C40 C39 1.376(4) . ?
C40 H40A 0.9500 . ?
C33 H33A 0.9500 . ?
C38 C39 1.380(4) . ?
C38 H38A 0.9500 . ?
C39 H39A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C35 P01 C41 109.72(11) . . ?
C35 P01 C29 108.60(11) . . ?
C41 P01 C29 106.31(11) . . ?
C35 P01 C01 107.87(10) . . ?
C41 P01 C01 115.14(10) . . ?
C29 P01 C01 109.05(10) . . ?
N01 O01 B01 116.25(16) . . ?
C01 N01 O01 113.68(18) . . ?
C09 C02 C03 120.66(19) . . ?
C09 C02 C01 119.17(19) . . ?
C03 C02 C01 120.11(19) . . ?
C05 C03 C02 118.0(2) . . ?
C05 C03 C04 119.1(2) . . ?
C02 C03 C04 122.81(19) . . ?
N01 C01 C02 118.3(2) . . ?
N01 C01 P01 123.78(17) . . ?
C02 C01 P01 117.89(15) . . ?
C06 C05 C03 122.4(2) . . ?
C06 C05 H05A 118.8 . . ?
C03 C05 H05A 118.8 . . ?
F15 C12 C13 114.8(2) . . ?
F15 C12 C11 120.2(2) . . ?
C13 C12 C11 125.0(2) . . ?
C08 C09 C02 118.6(2) . . ?
C08 C09 C10 120.0(2) . . ?
C02 C09 C10 121.5(2) . . ?
C05 C06 C08 118.1(2) . . ?
C05 C06 C07 120.6(2) . . ?
C08 C06 C07 121.3(2) . . ?
F06 C24 C25 115.5(2) . . ?
F06 C24 C23 119.2(2) . . ?
C25 C24 C23 125.3(2) . . ?
C37 C36 C35 119.9(2) . . ?
C37 C36 H36A 120.0 . . ?
C35 C36 H36A 120.0 . . ?
C42 C41 C46 119.9(2) . . ?
C42 C41 P01 121.34(18) . . ?
C46 C41 P01 118.38(19) . . ?
C28 C23 C24 112.5(2) . . ?
C28 C23 B01 126.5(2) . . ?
C24 C23 B01 121.0(2) . . ?
F14 C13 C14 119.7(2) . . ?
F14 C13 C12 121.0(2) . . ?
C14 C13 C12 119.3(2) . . ?
C34 C29 C30 118.9(2) . . ?
C34 C29 P01 119.48(18) . . ?
C30 C29 P01 121.56(18) . . ?
C40 C35 C36 119.5(2) . . ?
C40 C35 P01 121.01(18) . . ?
C36 C35 P01 119.52(17) . . ?
C06 C08 C09 122.3(2) . . ?
C06 C08 H08A 118.9 . . ?
C09 C08 H08A 118.9 . . ?
C22 C17 C18 113.0(2) . . ?
C22 C17 B01 127.4(2) . . ?
C18 C17 B01 119.6(2) . . ?
C41 C42 C43 119.7(2) . . ?
C41 C42 H42A 120.1 . . ?
C43 C42 H42A 120.1 . . ?
C12 C11 C16 112.3(2) . . ?
C12 C11 B01 125.50(19) . . ?
C16 C11 B01 122.1(2) . . ?
F13 C14 C15 120.7(2) . . ?
F13 C14 C13 120.5(2) . . ?
C15 C14 C13 118.8(2) . . ?
C38 C37 C36 120.1(2) . . ?
C38 C37 H37A 120.0 . . ?
C36 C37 H37A 120.0 . . ?
C45 C46 C41 119.5(3) . . ?
C45 C46 H46A 120.3 . . ?
C41 C46 H46A 120.3 . . ?
F05 C22 C21 114.5(2) . . ?
F05 C22 C17 121.0(2) . . ?
C21 C22 C17 124.5(2) . . ?
C03 C04 H04A 109.5 . . ?
C03 C04 H04B 109.5 . . ?
H04A C04 H04B 109.5 . . ?
C03 C04 H04C 109.5 . . ?
H04A C04 H04C 109.5 . . ?
H04B C04 H04C 109.5 . . ?
F04 C21 C20 120.1(2) . . ?
F04 C21 C22 120.3(3) . . ?
C20 C21 C22 119.5(2) . . ?
F10 C28 C27 114.5(2) . . ?
F10 C28 C23 121.0(2) . . ?
C27 C28 C23 124.6(2) . . ?
F01 C18 C19 116.2(2) . . ?
F01 C18 C17 119.1(2) . . ?
C19 C18 C17 124.6(2) . . ?
F12 C15 C14 119.4(2) . . ?
F12 C15 C16 120.8(2) . . ?
C14 C15 C16 119.8(2) . . ?
F08 C26 C25 120.2(2) . . ?
F08 C26 C27 120.7(2) . . ?
C25 C26 C27 119.0(2) . . ?
C29 C34 C33 120.9(2) . . ?
C29 C34 H34A 119.5 . . ?
C33 C34 H34A 119.5 . . ?
F09 C27 C26 120.0(2) . . ?
F09 C27 C28 120.5(2) . . ?
C26 C27 C28 119.5(2) . . ?
C31 C30 C29 119.9(2) . . ?
C31 C30 H30A 120.1 . . ?
C29 C30 H30A 120.1 . . ?
F11 C16 C15 115.6(2) . . ?
F11 C16 C11 119.5(2) . . ?
C15 C16 C11 124.8(2) . . ?
C44 C43 C42 120.3(3) . . ?
C44 C43 H43A 119.8 . . ?
C42 C43 H43A 119.8 . . ?
F07 C25 C24 121.1(2) . . ?
F07 C25 C26 119.8(2) . . ?
C24 C25 C26 119.1(2) . . ?
C09 C10 H10A 109.5 . . ?
C09 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C09 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
F03 C20 C21 120.2(3) . . ?
F03 C20 C19 120.7(3) . . ?
C21 C20 C19 119.1(2) . . ?
F02 C19 C18 121.3(3) . . ?
F02 C19 C20 119.4(2) . . ?
C18 C19 C20 119.3(3) . . ?
C45 C44 C43 120.1(2) . . ?
C45 C44 H44A 119.9 . . ?
C43 C44 H44A 119.9 . . ?
C44 C45 C46 120.4(3) . . ?
C44 C45 H45A 119.8 . . ?
C46 C45 H45A 119.8 . . ?
C30 C31 C32 120.5(2) . . ?
C30 C31 H31A 119.8 . . ?
C32 C31 H31A 119.8 . . ?
C06 C07 H07A 109.5 . . ?
C06 C07 H07B 109.5 . . ?
H07A C07 H07B 109.5 . . ?
C06 C07 H07C 109.5 . . ?
H07A C07 H07C 109.5 . . ?
H07B C07 H07C 109.5 . . ?
C33 C32 C31 120.0(2) . . ?
C33 C32 H32A 120.0 . . ?
C31 C32 H32A 120.0 . . ?
C39 C40 C35 120.0(2) . . ?
C39 C40 H40A 120.0 . . ?
C35 C40 H40A 120.0 . . ?
C32 C33 C34 119.8(3) . . ?
C32 C33 H33A 120.1 . . ?
C34 C33 H33A 120.1 . . ?
C37 C38 C39 120.2(3) . . ?
C37 C38 H38A 119.9 . . ?
C39 C38 H38A 119.9 . . ?
C40 C39 C38 120.3(3) . . ?
C40 C39 H39A 119.9 . . ?
C38 C39 H39A 119.9 . . ?
O01 B01 C23 110.68(18) . . ?
O01 B01 C17 100.79(18) . . ?
C23 B01 C17 113.29(19) . . ?
O01 B01 C11 110.47(18) . . ?
C23 B01 C11 111.61(19) . . ?
C17 B01 C11 109.52(18) . . ?

_refine_diff_density_max         0.331
_refine_diff_density_min         -0.380
_refine_diff_density_rms         0.052

