# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_mo_70308a
_database_code_depnum_ccdc_archive 'CCDC 1543215'
_audit_update_record             
;
2017-04-10 deposited with the CCDC.
2017-07-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H32 B F15 N O3 P'
_chemical_formula_weight         805.36

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'
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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   12.1359(14)
_cell_length_b                   14.9346(18)
_cell_length_c                   19.614(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.758(2)
_cell_angle_gamma                90
_cell_volume                     3503.5(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    7589
_cell_measurement_theta_min      2.18
_cell_measurement_theta_max      26.98

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_F_000             1640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.440
_exptl_crystal_size_mid          0.380
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.193
_shelx_estimated_absorpt_T_min   0.920
_shelx_estimated_absorpt_T_max   0.972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.863
_exptl_absorpt_correction_T_max  0.928
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(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            21201
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.844
_diffrn_reflns_theta_max         27.128
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             7706
_reflns_number_gt                5671
_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_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0729P)²+1.3156P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7706
_refine_ls_number_parameters     489
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0642
_refine_ls_R_factor_gt           0.0436
_refine_ls_wR_factor_ref         0.1401
_refine_ls_wR_factor_gt          0.1229
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.002
_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 0.19791(4) 0.19627(4) 0.15197(2) 0.03191(13) Uani 1 1 d . . . . .
O1 O 0.09729(12) 0.22814(10) 0.17878(7) 0.0411(3) Uani 1 1 d . . . . .
O3 O 0.21013(12) 0.09042(10) 0.16087(7) 0.0402(3) Uani 1 1 d . . . . .
O2 O 0.31107(12) 0.22944(11) 0.19774(7) 0.0427(4) Uani 1 1 d . . . . .
N1 N 0.96669(14) 0.30225(13) 0.26496(9) 0.0372(4) Uani 1 1 d . . . . .
B1 B 0.21421(18) 0.23155(16) 0.05442(11) 0.0313(4) Uani 1 1 d . . . . .
F1 F 0.39738(10) 0.10748(10) 0.10318(6) 0.0489(3) Uani 1 1 d . . . . .
F2 F 0.44142(13) -0.04721(10) 0.04703(8) 0.0632(4) Uani 1 1 d . . . . .
F3 F 0.32736(14) -0.09709(10) -0.07824(9) 0.0684(4) Uani 1 1 d . . . . .
F4 F 0.15860(12) 0.00983(11) -0.14359(7) 0.0639(4) Uani 1 1 d . . . . .
F5 F 0.10974(10) 0.16163(10) -0.08739(6) 0.0502(3) Uani 1 1 d . . . . .
F6 F 0.41845(11) 0.23372(10) -0.01854(7) 0.0539(4) Uani 1 1 d . . . . .
F7 F 0.57895(12) 0.35411(12) -0.00044(8) 0.0658(4) Uani 1 1 d . . . . .
F8 F 0.57325(13) 0.49565(11) 0.08648(8) 0.0660(4) Uani 1 1 d . . . . .
F9 F 0.39410(13) 0.51506(10) 0.15274(8) 0.0621(4) Uani 1 1 d . . . . .
F10 F 0.22880(11) 0.39555(9) 0.13437(7) 0.0491(3) Uani 1 1 d . . . . .
F11 F 0.00187(10) 0.14039(9) 0.04639(7) 0.0466(3) Uani 1 1 d . . . . .
F12 F -0.20090(10) 0.19990(11) -0.00725(8) 0.0609(4) Uani 1 1 d . . . . .
F13 F -0.22701(11) 0.36407(12) -0.06804(8) 0.0687(5) Uani 1 1 d . . . . .
F14 F -0.04384(13) 0.46658(11) -0.07347(8) 0.0651(4) Uani 1 1 d . . . . .
F15 F 0.15812(11) 0.40992(10) -0.02143(7) 0.0544(4) Uani 1 1 d . . . . .
C1 C 0.86170(19) 0.24293(17) 0.25474(13) 0.0497(6) Uani 1 1 d . . . . .
C2 C 0.8092(2) 0.2507(3) 0.17874(15) 0.0738(9) Uani 1 1 d . . . . .
H2A H 0.8579 0.2207 0.1508 0.089 Uiso 1 1 calc R U . . .
H2B H 0.7374 0.2191 0.1715 0.089 Uiso 1 1 calc R U . . .
C3 C 0.7899(3) 0.3447(3) 0.15334(15) 0.0893(12) Uani 1 1 d . . . . .
H3A H 0.7352 0.3737 0.1776 0.107 Uiso 1 1 calc R U . . .
H3B H 0.7589 0.3441 0.1038 0.107 Uiso 1 1 calc R U . . .
C4 C 0.8972(3) 0.3977(2) 0.16507(15) 0.0751(9) Uani 1 1 d . . . . .
H4A H 0.8810 0.4592 0.1489 0.090 Uiso 1 1 calc R U . . .
H4B H 0.9487 0.3716 0.1371 0.090 Uiso 1 1 calc R U . . .
C5 C 0.9546(2) 0.40058(17) 0.24022(13) 0.0514(6) Uani 1 1 d . . . . .
C6 C 1.0334(2) 0.2931(2) 0.33594(12) 0.0618(7) Uani 1 1 d . . . . .
H6A H 0.9901 0.3155 0.3696 0.093 Uiso 1 1 calc R U . . .
H6B H 1.1019 0.3274 0.3390 0.093 Uiso 1 1 calc R U . . .
H6C H 1.0513 0.2305 0.3453 0.093 Uiso 1 1 calc R U . . .
C7 C 0.7793(2) 0.2691(2) 0.30267(16) 0.0642(7) Uani 1 1 d . . . . .
H7A H 0.7383 0.3222 0.2847 0.096 Uiso 1 1 calc R U . . .
H7B H 0.8202 0.2814 0.3486 0.096 Uiso 1 1 calc R U . . .
H7C H 0.7273 0.2203 0.3050 0.096 Uiso 1 1 calc R U . . .
C8 C 0.8992(3) 0.1466(2) 0.2698(2) 0.0787(10) Uani 1 1 d . . . . .
H8A H 0.8404 0.1061 0.2490 0.118 Uiso 1 1 calc R U . . .
H8B H 0.9146 0.1371 0.3194 0.118 Uiso 1 1 calc R U . . .
H8C H 0.9664 0.1352 0.2505 0.118 Uiso 1 1 calc R U . . .
C9 C 0.8900(3) 0.4581(2) 0.28490(17) 0.0713(8) Uani 1 1 d . . . . .
H9A H 0.8959 0.5207 0.2728 0.107 Uiso 1 1 calc R U . . .
H9B H 0.9212 0.4496 0.3333 0.107 Uiso 1 1 calc R U . . .
H9C H 0.8119 0.4404 0.2768 0.107 Uiso 1 1 calc R U . . .
C10 C 1.0727(3) 0.4388(2) 0.24421(18) 0.0763(9) Uani 1 1 d . . . . .
H10A H 1.1207 0.3940 0.2286 0.114 Uiso 1 1 calc R U . . .
H10B H 1.1022 0.4552 0.2916 0.114 Uiso 1 1 calc R U . . .
H10C H 1.0699 0.4914 0.2149 0.114 Uiso 1 1 calc R U . . .
C11 C 0.3448(2) 0.20678(19) 0.26918(11) 0.0522(6) Uani 1 1 d . . . . .
H11A H 0.3216 0.1455 0.2777 0.063 Uiso 1 1 calc R U . . .
H11B H 0.3101 0.2476 0.2984 0.063 Uiso 1 1 calc R U . . .
C12 C 0.4681(3) 0.2145(3) 0.28537(16) 0.0777(9) Uani 1 1 d . . . . .
H12A H 0.5015 0.1756 0.2549 0.117 Uiso 1 1 calc R U . . .
H12B H 0.4937 0.1970 0.3331 0.117 Uiso 1 1 calc R U . . .
H12C H 0.4899 0.2760 0.2788 0.117 Uiso 1 1 calc R U . . .
C13 C 0.1236(2) 0.02929(18) 0.16985(15) 0.0580(7) Uani 1 1 d . . . . .
H13A H 0.0507 0.0589 0.1586 0.070 Uiso 1 1 calc R U . . .
H13B H 0.1336 0.0096 0.2182 0.070 Uiso 1 1 calc R U . . .
C14 C 0.1272(3) -0.0481(2) 0.1246(3) 0.1037(14) Uani 1 1 d . . . . .
H14A H 0.1087 -0.0293 0.0767 0.156 Uiso 1 1 calc R U . . .
H14B H 0.0737 -0.0926 0.1342 0.156 Uiso 1 1 calc R U . . .
H14C H 0.2018 -0.0738 0.1329 0.156 Uiso 1 1 calc R U . . .
C15 C 0.24387(15) 0.13962(14) 0.01519(9) 0.0320(4) Uani 1 1 d . . . . .
C16 C 0.33040(17) 0.08320(15) 0.04392(10) 0.0373(4) Uani 1 1 d . . . . .
C17 C 0.35691(19) 0.00412(16) 0.01475(12) 0.0444(5) Uani 1 1 d . . . . .
C18 C 0.2990(2) -0.02173(15) -0.04823(12) 0.0465(5) Uani 1 1 d . . . . .
C19 C 0.21502(18) 0.03221(16) -0.08051(11) 0.0427(5) Uani 1 1 d . . . . .
C20 C 0.19006(16) 0.11063(15) -0.04934(10) 0.0360(4) Uani 1 1 d . . . . .
C21 C 0.31602(15) 0.30507(14) 0.06023(9) 0.0328(4) Uani 1 1 d . . . . .
C22 C 0.40771(17) 0.30045(15) 0.02678(10) 0.0383(5) Uani 1 1 d . . . . .
C23 C 0.49368(18) 0.36279(17) 0.03475(11) 0.0452(5) Uani 1 1 d . . . . .
C24 C 0.49041(18) 0.43418(17) 0.07787(12) 0.0465(5) Uani 1 1 d . . . . .
C25 C 0.40011(19) 0.44374(15) 0.11152(11) 0.0430(5) Uani 1 1 d . . . . .
C26 C 0.31696(17) 0.38084(15) 0.10172(10) 0.0379(5) Uani 1 1 d . . . . .
C27 C 0.09164(16) 0.27328(14) 0.01978(9) 0.0326(4) Uani 1 1 d . . . . .
C28 C -0.00573(17) 0.22387(15) 0.01974(10) 0.0363(4) Uani 1 1 d . . . . .
C29 C -0.11130(17) 0.25265(17) -0.00827(11) 0.0429(5) Uani 1 1 d . . . . .
C30 C -0.12509(18) 0.33484(18) -0.03940(11) 0.0461(5) Uani 1 1 d . . . . .
C31 C -0.03244(19) 0.38677(16) -0.04151(11) 0.0448(5) Uani 1 1 d . . . . .
C32 C 0.07268(17) 0.35524(15) -0.01331(10) 0.0381(5) Uani 1 1 d . . . . .
H1 H 1.0089(19) 0.2808(15) 0.2371(12) 0.036(6) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O1 1.4873(15) . ?
P1 O2 1.5872(15) . ?
P1 O3 1.5947(16) . ?
P1 B1 2.026(2) . ?
O3 C13 1.425(3) . ?
O2 C11 1.432(2) . ?
N1 C6 1.493(3) . ?
N1 C1 1.537(3) . ?
N1 C5 1.546(3) . ?
N1 H1 0.87(2) . ?
B1 C21 1.642(3) . ?
B1 C15 1.643(3) . ?
B1 C27 1.649(3) . ?
F1 C16 1.350(2) . ?
F2 C17 1.349(3) . ?
F3 C18 1.342(3) . ?
F4 C19 1.351(2) . ?
F5 C20 1.357(2) . ?
F6 C22 1.356(2) . ?
F7 C23 1.344(2) . ?
F8 C24 1.351(3) . ?
F9 C25 1.347(3) . ?
F10 C26 1.355(2) . ?
F11 C28 1.349(2) . ?
F12 C29 1.346(3) . ?
F13 C30 1.342(2) . ?
F14 C31 1.343(3) . ?
F15 C32 1.350(2) . ?
C1 C8 1.523(4) . ?
C1 C2 1.523(4) . ?
C1 C7 1.535(3) . ?
C2 C3 1.495(5) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C3 C4 1.508(5) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C4 C5 1.521(4) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C5 C10 1.532(4) . ?
C5 C9 1.535(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 H6C 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7C 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 H8C 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 H9C 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 H10C 0.9700 . ?
C11 C12 1.480(4) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?
C13 C14 1.463(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 H14C 0.9700 . ?
C15 C16 1.389(3) . ?
C15 C20 1.391(3) . ?
C16 C17 1.374(3) . ?
C17 C18 1.369(3) . ?
C18 C19 1.367(3) . ?
C19 C20 1.378(3) . ?
C21 C22 1.386(3) . ?
C21 C26 1.393(3) . ?
C22 C23 1.387(3) . ?
C23 C24 1.366(4) . ?
C24 C25 1.379(3) . ?
C25 C26 1.368(3) . ?
C27 C32 1.386(3) . ?
C27 C28 1.393(3) . ?
C28 C29 1.375(3) . ?
C29 C30 1.369(3) . ?
C30 C31 1.372(3) . ?
C31 C32 1.384(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 P1 O2 112.57(9) . . ?
O1 P1 O3 110.19(8) . . ?
O2 P1 O3 101.07(8) . . ?
O1 P1 B1 117.91(9) . . ?
O2 P1 B1 103.85(8) . . ?
O3 P1 B1 109.81(9) . . ?
C13 O3 P1 126.30(15) . . ?
C11 O2 P1 123.79(14) . . ?
C6 N1 C1 112.03(19) . . ?
C6 N1 C5 112.8(2) . . ?
C1 N1 C5 118.32(18) . . ?
C6 N1 H1 105.5(15) . . ?
C1 N1 H1 105.6(15) . . ?
C5 N1 H1 100.8(15) . . ?
C21 B1 C15 111.66(15) . . ?
C21 B1 C27 113.04(17) . . ?
C15 B1 C27 112.12(16) . . ?
C21 B1 P1 107.52(13) . . ?
C15 B1 P1 106.81(13) . . ?
C27 B1 P1 105.17(12) . . ?
C8 C1 C2 108.9(3) . . ?
C8 C1 C7 109.0(2) . . ?
C2 C1 C7 111.8(2) . . ?
C8 C1 N1 107.8(2) . . ?
C2 C1 N1 106.5(2) . . ?
C7 C1 N1 112.65(19) . . ?
C3 C2 C1 114.5(2) . . ?
C3 C2 H2A 108.6 . . ?
C1 C2 H2A 108.6 . . ?
C3 C2 H2B 108.6 . . ?
C1 C2 H2B 108.6 . . ?
H2A C2 H2B 107.6 . . ?
C2 C3 C4 111.1(2) . . ?
C2 C3 H3A 109.4 . . ?
C4 C3 H3A 109.4 . . ?
C2 C3 H3B 109.4 . . ?
C4 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
C3 C4 C5 113.9(2) . . ?
C3 C4 H4A 108.8 . . ?
C5 C4 H4A 108.8 . . ?
C3 C4 H4B 108.8 . . ?
C5 C4 H4B 108.8 . . ?
H4A C4 H4B 107.7 . . ?
C4 C5 C10 109.3(2) . . ?
C4 C5 C9 112.0(2) . . ?
C10 C5 C9 109.1(2) . . ?
C4 C5 N1 106.3(2) . . ?
C10 C5 N1 107.5(2) . . ?
C9 C5 N1 112.5(2) . . ?
N1 C6 H6A 109.5 . . ?
N1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C1 C8 H8A 109.5 . . ?
C1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C5 C9 H9A 109.5 . . ?
C5 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C5 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O2 C11 C12 107.6(2) . . ?
O2 C11 H11A 110.2 . . ?
C12 C11 H11A 110.2 . . ?
O2 C11 H11B 110.2 . . ?
C12 C11 H11B 110.2 . . ?
H11A C11 H11B 108.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O3 C13 C14 109.4(2) . . ?
O3 C13 H13A 109.8 . . ?
C14 C13 H13A 109.8 . . ?
O3 C13 H13B 109.8 . . ?
C14 C13 H13B 109.8 . . ?
H13A C13 H13B 108.2 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C20 112.73(18) . . ?
C16 C15 B1 121.82(17) . . ?
C20 C15 B1 125.43(17) . . ?
F1 C16 C17 116.10(18) . . ?
F1 C16 C15 119.33(19) . . ?
C17 C16 C15 124.5(2) . . ?
F2 C17 C18 119.8(2) . . ?
F2 C17 C16 120.4(2) . . ?
C18 C17 C16 119.8(2) . . ?
F3 C18 C19 121.2(2) . . ?
F3 C18 C17 120.1(2) . . ?
C19 C18 C17 118.7(2) . . ?
F4 C19 C18 120.1(2) . . ?
F4 C19 C20 120.1(2) . . ?
C18 C19 C20 119.9(2) . . ?
F5 C20 C19 115.12(18) . . ?
F5 C20 C15 120.55(18) . . ?
C19 C20 C15 124.3(2) . . ?
C22 C21 C26 112.91(19) . . ?
C22 C21 B1 126.08(18) . . ?
C26 C21 B1 121.02(17) . . ?
F6 C22 C21 121.39(19) . . ?
F6 C22 C23 114.39(18) . . ?
C21 C22 C23 124.2(2) . . ?
F7 C23 C24 119.9(2) . . ?
F7 C23 C22 120.5(2) . . ?
C24 C23 C22 119.57(19) . . ?
F8 C24 C23 120.6(2) . . ?
F8 C24 C25 120.3(2) . . ?
C23 C24 C25 119.1(2) . . ?
F9 C25 C26 120.9(2) . . ?
F9 C25 C24 119.8(2) . . ?
C26 C25 C24 119.3(2) . . ?
F10 C26 C25 116.43(19) . . ?
F10 C26 C21 118.62(18) . . ?
C25 C26 C21 124.94(19) . . ?
C32 C27 C28 113.20(18) . . ?
C32 C27 B1 126.37(18) . . ?
C28 C27 B1 120.38(18) . . ?
F11 C28 C29 116.21(18) . . ?
F11 C28 C27 119.15(18) . . ?
C29 C28 C27 124.6(2) . . ?
F12 C29 C30 119.59(19) . . ?
F12 C29 C28 120.8(2) . . ?
C30 C29 C28 119.6(2) . . ?
F13 C30 C29 120.9(2) . . ?
F13 C30 C31 120.4(2) . . ?
C29 C30 C31 118.78(19) . . ?
F14 C31 C30 119.7(2) . . ?
F14 C31 C32 120.2(2) . . ?
C30 C31 C32 120.0(2) . . ?
F15 C32 C31 114.92(19) . . ?
F15 C32 C27 121.29(18) . . ?
C31 C32 C27 123.8(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 P1 O3 C13 20.3(2) . . . . ?
O2 P1 O3 C13 139.51(19) . . . . ?
B1 P1 O3 C13 -111.24(19) . . . . ?
O1 P1 O2 C11 61.3(2) . . . . ?
O3 P1 O2 C11 -56.2(2) . . . . ?
B1 P1 O2 C11 -170.01(19) . . . . ?
C6 N1 C1 C8 -57.2(3) . . . . ?
C5 N1 C1 C8 169.0(2) . . . . ?
C6 N1 C1 C2 -173.9(2) . . . . ?
C5 N1 C1 C2 52.3(3) . . . . ?
C6 N1 C1 C7 63.2(3) . . . . ?
C5 N1 C1 C7 -70.6(3) . . . . ?
C8 C1 C2 C3 -168.1(3) . . . . ?
C7 C1 C2 C3 71.3(3) . . . . ?
N1 C1 C2 C3 -52.2(3) . . . . ?
C1 C2 C3 C4 56.8(3) . . . . ?
C2 C3 C4 C5 -57.2(3) . . . . ?
C3 C4 C5 C10 168.5(3) . . . . ?
C3 C4 C5 C9 -70.5(3) . . . . ?
C3 C4 C5 N1 52.7(3) . . . . ?
C6 N1 C5 C4 173.6(2) . . . . ?
C1 N1 C5 C4 -52.9(2) . . . . ?
C6 N1 C5 C10 56.6(2) . . . . ?
C1 N1 C5 C10 -169.9(2) . . . . ?
C6 N1 C5 C9 -63.4(3) . . . . ?
C1 N1 C5 C9 70.0(3) . . . . ?
P1 O2 C11 C12 156.0(2) . . . . ?
P1 O3 C13 C14 134.4(3) . . . . ?
C21 B1 C15 C16 65.7(2) . . . . ?
C27 B1 C15 C16 -166.30(17) . . . . ?
P1 B1 C15 C16 -51.6(2) . . . . ?
C21 B1 C15 C20 -112.4(2) . . . . ?
C27 B1 C15 C20 15.6(3) . . . . ?
P1 B1 C15 C20 130.30(17) . . . . ?
C20 C15 C16 F1 173.38(17) . . . . ?
B1 C15 C16 F1 -4.9(3) . . . . ?
C20 C15 C16 C17 -3.9(3) . . . . ?
B1 C15 C16 C17 177.81(19) . . . . ?
F1 C16 C17 F2 3.8(3) . . . . ?
C15 C16 C17 F2 -178.89(19) . . . . ?
F1 C16 C17 C18 -174.65(19) . . . . ?
C15 C16 C17 C18 2.7(3) . . . . ?
F2 C17 C18 F3 -1.1(3) . . . . ?
C16 C17 C18 F3 177.38(19) . . . . ?
F2 C17 C18 C19 -178.84(19) . . . . ?
C16 C17 C18 C19 -0.4(3) . . . . ?
F3 C18 C19 F4 0.3(3) . . . . ?
C17 C18 C19 F4 178.04(19) . . . . ?
F3 C18 C19 C20 -177.99(18) . . . . ?
C17 C18 C19 C20 -0.3(3) . . . . ?
F4 C19 C20 F5 -1.8(3) . . . . ?
C18 C19 C20 F5 176.45(18) . . . . ?
F4 C19 C20 C15 -179.59(18) . . . . ?
C18 C19 C20 C15 -1.3(3) . . . . ?
C16 C15 C20 F5 -174.45(17) . . . . ?
B1 C15 C20 F5 3.8(3) . . . . ?
C16 C15 C20 C19 3.2(3) . . . . ?
B1 C15 C20 C19 -178.58(19) . . . . ?
C15 B1 C21 C22 10.9(3) . . . . ?
C27 B1 C21 C22 -116.7(2) . . . . ?
P1 B1 C21 C22 127.71(18) . . . . ?
C15 B1 C21 C26 -168.85(17) . . . . ?
C27 B1 C21 C26 63.6(2) . . . . ?
P1 B1 C21 C26 -52.0(2) . . . . ?
C26 C21 C22 F6 -176.69(18) . . . . ?
B1 C21 C22 F6 3.6(3) . . . . ?
C26 C21 C22 C23 1.7(3) . . . . ?
B1 C21 C22 C23 -177.99(19) . . . . ?
F6 C22 C23 F7 -0.5(3) . . . . ?
C21 C22 C23 F7 -179.0(2) . . . . ?
F6 C22 C23 C24 178.5(2) . . . . ?
C21 C22 C23 C24 -0.1(3) . . . . ?
F7 C23 C24 F8 -1.1(3) . . . . ?
C22 C23 C24 F8 179.9(2) . . . . ?
F7 C23 C24 C25 177.6(2) . . . . ?
C22 C23 C24 C25 -1.4(3) . . . . ?
F8 C24 C25 F9 0.5(3) . . . . ?
C23 C24 C25 F9 -178.2(2) . . . . ?
F8 C24 C25 C26 179.7(2) . . . . ?
C23 C24 C25 C26 1.0(3) . . . . ?
F9 C25 C26 F10 1.3(3) . . . . ?
C24 C25 C26 F10 -177.88(19) . . . . ?
F9 C25 C26 C21 -179.93(19) . . . . ?
C24 C25 C26 C21 0.9(3) . . . . ?
C22 C21 C26 F10 176.58(17) . . . . ?
B1 C21 C26 F10 -3.7(3) . . . . ?
C22 C21 C26 C25 -2.2(3) . . . . ?
B1 C21 C26 C25 177.57(19) . . . . ?
C21 B1 C27 C32 11.3(3) . . . . ?
C15 B1 C27 C32 -116.0(2) . . . . ?
P1 B1 C27 C32 128.28(18) . . . . ?
C21 B1 C27 C28 -171.12(17) . . . . ?
C15 B1 C27 C28 61.6(2) . . . . ?
P1 B1 C27 C28 -54.1(2) . . . . ?
C32 C27 C28 F11 175.81(17) . . . . ?
B1 C27 C28 F11 -2.1(3) . . . . ?
C32 C27 C28 C29 -1.6(3) . . . . ?
B1 C27 C28 C29 -179.50(19) . . . . ?
F11 C28 C29 F12 1.3(3) . . . . ?
C27 C28 C29 F12 178.75(19) . . . . ?
F11 C28 C29 C30 -176.74(19) . . . . ?
C27 C28 C29 C30 0.7(3) . . . . ?
F12 C29 C30 F13 1.0(3) . . . . ?
C28 C29 C30 F13 179.0(2) . . . . ?
F12 C29 C30 C31 -178.3(2) . . . . ?
C28 C29 C30 C31 -0.3(3) . . . . ?
F13 C30 C31 F14 -1.1(3) . . . . ?
C29 C30 C31 F14 178.2(2) . . . . ?
F13 C30 C31 C32 -178.4(2) . . . . ?
C29 C30 C31 C32 0.9(3) . . . . ?
F14 C31 C32 F15 -0.5(3) . . . . ?
C30 C31 C32 F15 176.8(2) . . . . ?
F14 C31 C32 C27 -179.25(19) . . . . ?
C30 C31 C32 C27 -2.0(3) . . . . ?
C28 C27 C32 F15 -176.45(18) . . . . ?
B1 C27 C32 F15 1.3(3) . . . . ?
C28 C27 C32 C31 2.2(3) . . . . ?
B1 C27 C32 C31 180.0(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.87(2) 1.87(2) 2.739(2) 177(2) 1_655

_refine_diff_density_max         0.694
_refine_diff_density_min         -0.412
_refine_diff_density_rms         0.053

