# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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. 
# 
#######################################################################

data_ortho
_database_code_depnum_ccdc_archive 'CCDC 1530963'
_audit_update_record             
;
2017-02-27 deposited with the CCDC.
2017-03-01 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            'C31 H27 F4 N P2'
_chemical_formula_weight         551.47

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'
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           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'

_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'
'-x+1/2, y+1/2, -z'
'-x, -y, z'

_cell_length_a                   8.716(2)
_cell_length_b                   23.262(6)
_cell_length_c                   6.4438(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1306.6(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    1026
_cell_measurement_theta_min      2.92
_cell_measurement_theta_max      20.66

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_F_000             572
_exptl_transmission_factor_min   0.6707
_exptl_transmission_factor_max   0.7456
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.217
_shelx_estimated_absorpt_T_min   0.845
_shelx_estimated_absorpt_T_max   0.881
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   '(Blessing, 1995)'
_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 Kappa APEX II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12003
_diffrn_reflns_av_unetI/netI     0.1003
_diffrn_reflns_av_R_equivalents  0.0938
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.495
_diffrn_reflns_theta_max         27.490
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3004
_reflns_number_gt                2137
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.702
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    1.000

_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)+(0.0201P)²+0.3634P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 656 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.07(12)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3004
_refine_ls_number_parameters     173
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0916
_refine_ls_R_factor_gt           0.0535
_refine_ls_wR_factor_ref         0.0960
_refine_ls_wR_factor_gt          0.0849
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_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
P1 P 0.17612(12) 0.09709(5) 0.70451(16) 0.0180(2) Uani 1 1 d . . . . .
F1 F 0.2543(2) 0.09780(12) 0.4677(3) 0.0267(6) Uani 1 1 d . . . . .
F2 F 0.1074(2) 0.09547(11) 0.9486(3) 0.0230(6) Uani 1 1 d . . . . .
C1 C 0.2294(4) 0.02159(17) 0.7335(6) 0.0218(10) Uani 1 1 d . . . . .
H1A H 0.1424 0.0009 0.7979 0.026 Uiso 1 1 calc R U . . .
H1B H 0.2454 0.0050 0.5936 0.026 Uiso 1 1 calc R U . . .
C11 C -0.0157(5) 0.10940(18) 0.6003(6) 0.0186(10) Uani 1 1 d . . . . .
C12 C -0.1336(4) 0.12981(17) 0.7276(6) 0.0220(10) Uani 1 1 d . . . . .
H12 H -0.1122 0.1398 0.8676 0.026 Uiso 1 1 calc R U . . .
C13 C -0.2813(5) 0.13566(19) 0.6513(7) 0.0282(11) Uani 1 1 d . . . . .
H13 H -0.3604 0.1499 0.7387 0.034 Uiso 1 1 calc R U . . .
C14 C -0.3139(6) 0.12086(19) 0.4494(7) 0.0322(11) Uani 1 1 d . . . . .
H14 H -0.4159 0.1238 0.3987 0.039 Uiso 1 1 calc R U . . .
C15 C -0.1979(5) 0.10176(19) 0.3204(7) 0.0272(10) Uani 1 1 d . . . . .
H15 H -0.2202 0.0926 0.1799 0.033 Uiso 1 1 calc R U . . .
C16 C -0.0489(5) 0.0958(2) 0.3943(6) 0.0223(9) Uani 1 1 d . . . . .
H16 H 0.0301 0.0824 0.3048 0.027 Uiso 1 1 calc R U . . .
C21 C 0.2952(4) 0.15838(17) 0.7761(6) 0.0188(9) Uani 1 1 d . . . . .
C22 C 0.3253(5) 0.20110(18) 0.6297(6) 0.0238(10) Uani 1 1 d . . . . .
H22 H 0.2845 0.1974 0.4936 0.029 Uiso 1 1 calc R U . . .
C23 C 0.4131(5) 0.24858(19) 0.6788(8) 0.0313(11) Uani 1 1 d . . . . .
H23 H 0.4314 0.2774 0.5773 0.038 Uiso 1 1 calc R U . . .
C24 C 0.4746(6) 0.2542(2) 0.8758(7) 0.0339(12) Uani 1 1 d . . . . .
H24 H 0.5355 0.2867 0.9098 0.041 Uiso 1 1 calc R U . . .
C25 C 0.4468(5) 0.2119(2) 1.0238(7) 0.0314(12) Uani 1 1 d . . . . .
H25 H 0.4908 0.2151 1.1581 0.038 Uiso 1 1 calc R U . . .
C26 C 0.3551(5) 0.16519(19) 0.9756(6) 0.0219(10) Uani 1 1 d . . . . .
H26 H 0.3327 0.1374 1.0795 0.026 Uiso 1 1 calc R U . . .
N1 N 0.5000 0.0000 0.7533(7) 0.0194(12) Uani 1 2 d S T P . .
C31 C 0.3714(5) 0.01067(17) 0.8616(6) 0.0196(10) Uani 1 1 d . . . . .
C32 C 0.3679(5) 0.01191(19) 1.0776(6) 0.0244(11) Uani 1 1 d . . . . .
H32 H 0.2757 0.0209 1.1492 0.029 Uiso 1 1 calc R U . . .
C33 C 0.5000 0.0000 1.1854(10) 0.0245(14) Uani 1 2 d S T P . .
H33 H 0.5000 0.0000 1.3328 0.029 Uiso 1 2 calc R U P . .


_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 F1 1.671(2) . ?
P1 F2 1.683(2) . ?
P1 C21 1.823(4) . ?
P1 C11 1.824(4) . ?
P1 C1 1.826(4) . ?
C1 C31 1.509(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C11 C16 1.395(5) . ?
C11 C12 1.398(5) . ?
C12 C13 1.385(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.375(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.382(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.390(6) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C22 1.395(5) . ?
C21 C26 1.397(6) . ?
C22 C23 1.381(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.384(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.392(6) . ?
C24 H24 0.9500 . ?
C25 C26 1.383(6) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
N1 C31 1.344(5) 4_655 ?
N1 C31 1.344(5) . ?
C31 C32 1.393(5) . ?
C32 C33 1.372(5) . ?
C32 H32 0.9500 . ?
C33 C32 1.372(5) 4_655 ?
C33 H33 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
F1 P1 F2 176.71(13) . . ?
F1 P1 C21 89.50(16) . . ?
F2 P1 C21 89.07(16) . . ?
F1 P1 C11 92.06(15) . . ?
F2 P1 C11 91.22(15) . . ?
C21 P1 C11 119.48(19) . . ?
F1 P1 C1 89.95(17) . . ?
F2 P1 C1 88.48(16) . . ?
C21 P1 C1 125.57(19) . . ?
C11 P1 C1 114.94(18) . . ?
C31 C1 P1 115.2(3) . . ?
C31 C1 H1A 108.5 . . ?
P1 C1 H1A 108.5 . . ?
C31 C1 H1B 108.5 . . ?
P1 C1 H1B 108.5 . . ?
H1A C1 H1B 107.5 . . ?
C16 C11 C12 118.9(4) . . ?
C16 C11 P1 120.3(3) . . ?
C12 C11 P1 120.7(3) . . ?
C13 C12 C11 120.6(4) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C14 C13 C12 120.2(4) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C13 C14 C15 119.9(4) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C14 C15 C16 120.6(4) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C15 C16 C11 119.8(4) . . ?
C15 C16 H16 120.1 . . ?
C11 C16 H16 120.1 . . ?
C22 C21 C26 118.1(4) . . ?
C22 C21 P1 119.6(3) . . ?
C26 C21 P1 122.3(3) . . ?
C23 C22 C21 121.3(4) . . ?
C23 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
C22 C23 C24 120.0(4) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C23 C24 C25 119.6(4) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
C26 C25 C24 120.1(4) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C21 120.7(4) . . ?
C25 C26 H26 119.6 . . ?
C21 C26 H26 119.6 . . ?
C31 N1 C31 117.4(5) 4_655 . ?
N1 C31 C32 122.8(4) . . ?
N1 C31 C1 115.5(3) . . ?
C32 C31 C1 121.7(4) . . ?
C33 C32 C31 118.9(4) . . ?
C33 C32 H32 120.6 . . ?
C31 C32 H32 120.6 . . ?
C32 C33 C32 119.2(6) . 4_655 ?
C32 C33 H33 120.4 . . ?
C32 C33 H33 120.4 4_655 . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 P1 C1 C31 100.7(3) . . . . ?
F2 P1 C1 C31 -76.5(3) . . . . ?
C21 P1 C1 C31 11.3(4) . . . . ?
C11 P1 C1 C31 -167.1(3) . . . . ?
F1 P1 C11 C16 22.0(4) . . . . ?
F2 P1 C11 C16 -157.8(4) . . . . ?
C21 P1 C11 C16 112.6(4) . . . . ?
C1 P1 C11 C16 -68.9(4) . . . . ?
F1 P1 C11 C12 -161.3(3) . . . . ?
F2 P1 C11 C12 18.9(4) . . . . ?
C21 P1 C11 C12 -70.7(4) . . . . ?
C1 P1 C11 C12 107.8(4) . . . . ?
C16 C11 C12 C13 0.9(6) . . . . ?
P1 C11 C12 C13 -175.9(3) . . . . ?
C11 C12 C13 C14 0.6(7) . . . . ?
C12 C13 C14 C15 -2.0(7) . . . . ?
C13 C14 C15 C16 1.8(7) . . . . ?
C14 C15 C16 C11 -0.3(7) . . . . ?
C12 C11 C16 C15 -1.0(7) . . . . ?
P1 C11 C16 C15 175.8(3) . . . . ?
F1 P1 C21 C22 36.8(3) . . . . ?
F2 P1 C21 C22 -146.2(3) . . . . ?
C11 P1 C21 C22 -55.3(4) . . . . ?
C1 P1 C21 C22 126.3(3) . . . . ?
F1 P1 C21 C26 -144.9(3) . . . . ?
F2 P1 C21 C26 32.1(3) . . . . ?
C11 P1 C21 C26 123.0(3) . . . . ?
C1 P1 C21 C26 -55.3(4) . . . . ?
C26 C21 C22 C23 0.7(6) . . . . ?
P1 C21 C22 C23 179.1(3) . . . . ?
C21 C22 C23 C24 0.7(7) . . . . ?
C22 C23 C24 C25 -0.3(7) . . . . ?
C23 C24 C25 C26 -1.5(7) . . . . ?
C24 C25 C26 C21 3.0(7) . . . . ?
C22 C21 C26 C25 -2.5(6) . . . . ?
P1 C21 C26 C25 179.1(3) . . . . ?
C31 N1 C31 C32 1.1(3) 4_655 . . . ?
C31 N1 C31 C1 -179.2(4) 4_655 . . . ?
P1 C1 C31 N1 -100.8(3) . . . . ?
P1 C1 C31 C32 79.0(5) . . . . ?
N1 C31 C32 C33 -2.1(6) . . . . ?
C1 C31 C32 C33 178.2(3) . . . . ?
C31 C32 C33 C32 1.0(3) . . . 4_655 ?

_refine_diff_density_max         0.475
_refine_diff_density_min         -0.357
_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_pre1
_database_code_depnum_ccdc_archive 'CCDC 1530964'
_audit_update_record             
;
2017-02-27 deposited with the CCDC.
2017-03-01 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            'C35 H33 F6 N O6 P2 S2'
_chemical_formula_weight         803.68

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'
S S 0.1246 0.1234 '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                   16.5221(10)
_cell_length_b                   10.1677(6)
_cell_length_c                   21.9637(12)
_cell_angle_alpha                90
_cell_angle_beta                 100.283(2)
_cell_angle_gamma                90
_cell_volume                     3630.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9971
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      27.47

_exptl_crystal_description       shard
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_F_000             1656
_exptl_transmission_factor_min   0.7142
_exptl_transmission_factor_max   0.7456
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.312
_shelx_estimated_absorpt_T_min   0.918
_shelx_estimated_absorpt_T_max   0.958
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   '(Blessing, 1995)'
_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 Kappa APEX II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            56971
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.214
_diffrn_reflns_theta_max         27.596
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8357
_reflns_number_gt                6548
_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)+(0.0538P)²+3.5601P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8357
_refine_ls_number_parameters     471
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0453
_refine_ls_wR_factor_ref         0.1206
_refine_ls_wR_factor_gt          0.1103
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.08242(4) -0.08450(6) 0.32591(3) 0.02923(14) Uani 1 1 d . . . . .
S2 S 0.46657(3) 0.65677(5) 0.13199(2) 0.02499(13) Uani 1 1 d . . . . .
P1 P 0.17352(3) 0.17259(5) 0.35078(2) 0.02130(13) Uani 1 1 d . . . . .
P2 P 0.39667(3) 0.11174(5) 0.16742(2) 0.01820(12) Uani 1 1 d . . . . .
F1 F -0.01744(16) -0.0862(3) 0.44318(9) 0.1016(9) Uani 1 1 d . . . . .
F2 F -0.1237(2) -0.2057(4) 0.41912(12) 0.1631(18) Uani 1 1 d . . . . .
F3 F -0.1367(2) -0.0024(4) 0.42137(15) 0.1582(17) Uani 1 1 d . . . . .
F4 F 0.46279(12) 0.6457(2) 0.01281(7) 0.0716(6) Uani 1 1 d . . . . .
F5 F 0.54812(11) 0.78579(18) 0.05951(8) 0.0556(5) Uani 1 1 d . . . . .
F6 F 0.57665(11) 0.5822(2) 0.06877(11) 0.0718(6) Uani 1 1 d . . . . .
O1 O -0.02385(13) -0.1846(2) 0.31811(11) 0.0630(7) Uani 1 1 d . . . . .
O2 O -0.05055(12) 0.04423(19) 0.32106(10) 0.0474(5) Uani 1 1 d . . . . .
O3 O -0.16451(11) -0.1067(2) 0.29289(9) 0.0469(5) Uani 1 1 d . . . . .
O4 O 0.44332(12) 0.52173(17) 0.13357(9) 0.0455(5) Uani 1 1 d . . . . .
O5 O 0.39864(12) 0.74553(19) 0.11707(9) 0.0461(5) Uani 1 1 d . . . . .
O6 O 0.52952(14) 0.6998(2) 0.18135(9) 0.0574(6) Uani 1 1 d . . . . .
C7 C 0.29173(13) -0.0547(2) 0.21742(9) 0.0193(4) Uani 1 1 d . . . . .
C1 C -0.00401(17) 0.4685(3) 0.41231(13) 0.0455(7) Uani 1 1 d . . . . .
H1 H -0.0404 0.5301 0.4255 0.055 Uiso 1 1 calc R U . . .
C2 C 0.04366(16) 0.5057(3) 0.36976(12) 0.0406(6) Uani 1 1 d . . . . .
H9 H 0.0396 0.5924 0.3534 0.049 Uiso 1 1 calc R U . . .
C3 C 0.09762(15) 0.4161(2) 0.35090(11) 0.0315(5) Uani 1 1 d . . . . .
H10 H 0.1306 0.4413 0.3216 0.038 Uiso 1 1 calc R U . . .
C4 C 0.10332(13) 0.2888(2) 0.37516(9) 0.0243(4) Uani 1 1 d . . . . .
C5 C 0.12296(13) 0.1018(2) 0.27892(9) 0.0222(4) Uani 1 1 d . . . . .
H5A H 0.0710 0.0609 0.2859 0.027 Uiso 1 1 calc R U . . .
H5B H 0.1082 0.1740 0.2487 0.027 Uiso 1 1 calc R U . . .
C6 C 0.17095(13) -0.0002(2) 0.24994(9) 0.0203(4) Uani 1 1 d . . . . .
N1 N 0.24922(10) 0.03011(17) 0.24663(7) 0.0193(3) Uani 1 1 d . . . . .
C8 C 0.38102(12) -0.0217(2) 0.21853(9) 0.0200(4) Uani 1 1 d . . . . .
H23 H 0.4094 -0.1009 0.2068 0.024 Uiso 1 1 calc R U . . .
H24 H 0.4067 0.0021 0.2613 0.024 Uiso 1 1 calc R U . . .
C9 C 0.34936(13) 0.0703(2) 0.08959(9) 0.0210(4) Uani 1 1 d . . . . .
C10 C 0.39567(15) 0.0158(2) 0.04906(10) 0.0272(5) Uani 1 1 d . . . . .
H11 H 0.4533 0.0044 0.0616 0.033 Uiso 1 1 calc R U . . .
C11 C 0.35757(16) -0.0220(2) -0.00985(11) 0.0338(5) Uani 1 1 d . . . . .
H14 H 0.3893 -0.0592 -0.0376 0.041 Uiso 1 1 calc R U . . .
C12 C 0.27431(17) -0.0059(2) -0.02820(11) 0.0352(6) Uani 1 1 d . . . . .
H2 H 0.2487 -0.0314 -0.0687 0.042 Uiso 1 1 calc R U . . .
C13 C 0.24185(18) -0.1472(3) 0.49652(12) 0.0418(7) Uani 1 1 d . . . . .
H3 H 0.2575 -0.2144 0.5264 0.050 Uiso 1 1 calc R U . . .
C14 C 0.18375(18) -0.1726(3) 0.44492(12) 0.0416(6) Uani 1 1 d . . . . .
H33 H 0.1585 -0.2568 0.4398 0.050 Uiso 1 1 calc R U . . .
C15 C 0.16142(16) -0.0762(2) 0.39987(11) 0.0333(5) Uani 1 1 d . . . . .
H32 H 0.1213 -0.0941 0.3642 0.040 Uiso 1 1 calc R U . . .
C16 C 0.19886(13) 0.0466(2) 0.40809(9) 0.0247(5) Uani 1 1 d . . . . .
C17 C 0.26423(14) 0.2605(2) 0.34157(11) 0.0283(5) Uani 1 1 d . . . . .
H4 H 0.2848 0.3103 0.3794 0.042 Uiso 1 1 calc R U . . .
H6 H 0.2512 0.3213 0.3066 0.042 Uiso 1 1 calc R U . . .
H5 H 0.3064 0.1982 0.3337 0.042 Uiso 1 1 calc R U . . .
C18 C 0.00075(16) 0.3419(3) 0.43597(12) 0.0418(7) Uani 1 1 d . . . . .
H7 H -0.0330 0.3169 0.4648 0.050 Uiso 1 1 calc R U . . .
C19 C 0.05461(14) 0.2516(3) 0.41779(10) 0.0311(5) Uani 1 1 d . . . . .
H8 H 0.0582 0.1650 0.4343 0.037 Uiso 1 1 calc R U . . .
C20 C 0.13356(14) -0.1160(2) 0.22629(10) 0.0263(5) Uani 1 1 d . . . . .
H28 H 0.0792 -0.1368 0.2316 0.032 Uiso 1 1 calc R U . . .
C21 C 0.17710(15) -0.2003(2) 0.19486(11) 0.0303(5) Uani 1 1 d . . . . .
H27 H 0.1524 -0.2792 0.1772 0.036 Uiso 1 1 calc R U . . .
C22 C 0.25696(14) -0.1690(2) 0.18929(10) 0.0263(5) Uani 1 1 d . . . . .
H26 H 0.2874 -0.2243 0.1667 0.032 Uiso 1 1 calc R U . . .
C23 C 0.22789(17) 0.0470(3) 0.01175(12) 0.0411(6) Uani 1 1 d . . . . .
H13 H 0.1702 0.0573 -0.0011 0.049 Uiso 1 1 calc R U . . .
C24 C 0.26483(15) 0.0855(3) 0.07093(11) 0.0349(6) Uani 1 1 d . . . . .
H12 H 0.2326 0.1220 0.0985 0.042 Uiso 1 1 calc R U . . .
C25 C 0.50485(13) 0.1353(2) 0.16994(9) 0.0201(4) Uani 1 1 d . . . . .
C26 C 0.56323(14) 0.0569(2) 0.20660(10) 0.0279(5) Uani 1 1 d . . . . .
H19 H 0.5463 -0.0127 0.2303 0.034 Uiso 1 1 calc R U . . .
C27 C 0.64645(15) 0.0807(3) 0.20836(11) 0.0335(5) Uani 1 1 d . . . . .
H18 H 0.6865 0.0278 0.2336 0.040 Uiso 1 1 calc R U . . .
C28 C 0.67106(14) 0.1813(2) 0.17345(11) 0.0316(5) Uani 1 1 d . . . . .
H17 H 0.7280 0.1967 0.1747 0.038 Uiso 1 1 calc R U . . .
C29 C 0.61370(15) 0.2597(2) 0.13682(11) 0.0314(5) Uani 1 1 d . . . . .
H16 H 0.6312 0.3285 0.1129 0.038 Uiso 1 1 calc R U . . .
C30 C 0.53026(14) 0.2375(2) 0.13506(10) 0.0264(5) Uani 1 1 d . . . . .
H15 H 0.4906 0.2917 0.1102 0.032 Uiso 1 1 calc R U . . .
C31 C 0.35235(13) 0.2606(2) 0.18974(10) 0.0236(4) Uani 1 1 d . . . . .
H20 H 0.3765 0.2818 0.2327 0.035 Uiso 1 1 calc R U . . .
H22 H 0.2928 0.2492 0.1862 0.035 Uiso 1 1 calc R U . . .
H21 H 0.3634 0.3323 0.1626 0.035 Uiso 1 1 calc R U . . .
C32 C 0.25635(14) 0.0728(3) 0.46159(11) 0.0328(5) Uani 1 1 d . . . . .
H31 H 0.2807 0.1575 0.4678 0.039 Uiso 1 1 calc R U . . .
C33 C 0.27754(16) -0.0244(3) 0.50521(11) 0.0398(6) Uani 1 1 d . . . . .
H30 H 0.3169 -0.0068 0.5414 0.048 Uiso 1 1 calc R U . . .
C34 C -0.0911(3) -0.0949(5) 0.40606(15) 0.0758(13) Uani 1 1 d . . . . .
C35 C 0.51506(15) 0.6680(3) 0.06445(12) 0.0372(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
S1 O2 1.422(2) . ?
S1 O1 1.436(2) . ?
S1 O3 1.4371(19) . ?
S1 C34 1.795(3) . ?
S2 O4 1.4279(18) . ?
S2 O6 1.4304(19) . ?
S2 O5 1.4318(19) . ?
S2 C35 1.811(2) . ?
P1 C17 1.787(2) . ?
P1 C16 1.792(2) . ?
P1 C5 1.799(2) . ?
P1 C4 1.803(2) . ?
P2 C31 1.787(2) . ?
P2 C25 1.795(2) . ?
P2 C9 1.798(2) . ?
P2 C8 1.808(2) . ?
F1 C34 1.342(4) . ?
F2 C34 1.303(4) . ?
F3 C34 1.287(6) . ?
F4 C35 1.317(3) . ?
F5 C35 1.329(3) . ?
F6 C35 1.331(3) . ?
C7 N1 1.345(3) . ?
C7 C22 1.391(3) . ?
C7 C8 1.509(3) . ?
C1 C2 1.378(4) . ?
C1 C18 1.384(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.389(3) . ?
C2 H9 0.9500 . ?
C3 C4 1.396(3) . ?
C3 H10 0.9500 . ?
C4 C19 1.392(3) . ?
C5 C6 1.514(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 N1 1.344(3) . ?
C6 C20 1.387(3) . ?
C8 H23 0.9900 . ?
C8 H24 0.9900 . ?
C9 C10 1.389(3) . ?
C9 C24 1.392(3) . ?
C10 C11 1.388(3) . ?
C10 H11 0.9500 . ?
C11 C12 1.372(4) . ?
C11 H14 0.9500 . ?
C12 C23 1.374(4) . ?
C12 H2 0.9500 . ?
C13 C14 1.373(4) . ?
C13 C33 1.380(4) . ?
C13 H3 0.9500 . ?
C14 C15 1.395(3) . ?
C14 H33 0.9500 . ?
C15 C16 1.391(3) . ?
C15 H32 0.9500 . ?
C16 C32 1.398(3) . ?
C17 H4 0.9800 . ?
C17 H6 0.9800 . ?
C17 H5 0.9800 . ?
C18 C19 1.387(3) . ?
C18 H7 0.9500 . ?
C19 H8 0.9500 . ?
C20 C21 1.381(3) . ?
C20 H28 0.9500 . ?
C21 C22 1.384(3) . ?
C21 H27 0.9500 . ?
C22 H26 0.9500 . ?
C23 C24 1.390(3) . ?
C23 H13 0.9500 . ?
C24 H12 0.9500 . ?
C25 C26 1.392(3) . ?
C25 C30 1.399(3) . ?
C26 C27 1.390(3) . ?
C26 H19 0.9500 . ?
C27 C28 1.382(3) . ?
C27 H18 0.9500 . ?
C28 C29 1.381(3) . ?
C28 H17 0.9500 . ?
C29 C30 1.390(3) . ?
C29 H16 0.9500 . ?
C30 H15 0.9500 . ?
C31 H20 0.9800 . ?
C31 H22 0.9800 . ?
C31 H21 0.9800 . ?
C32 C33 1.377(4) . ?
C32 H31 0.9500 . ?
C33 H30 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
O2 S1 O1 112.16(13) . . ?
O2 S1 O3 115.83(13) . . ?
O1 S1 O3 115.07(12) . . ?
O2 S1 C34 102.91(16) . . ?
O1 S1 C34 104.4(2) . . ?
O3 S1 C34 104.59(15) . . ?
O4 S2 O6 115.99(13) . . ?
O4 S2 O5 114.10(12) . . ?
O6 S2 O5 114.51(14) . . ?
O4 S2 C35 103.93(12) . . ?
O6 S2 C35 103.49(13) . . ?
O5 S2 C35 102.49(12) . . ?
C17 P1 C16 109.97(11) . . ?
C17 P1 C5 111.61(10) . . ?
C16 P1 C5 110.11(10) . . ?
C17 P1 C4 107.61(11) . . ?
C16 P1 C4 110.00(10) . . ?
C5 P1 C4 107.46(10) . . ?
C31 P2 C25 109.44(10) . . ?
C31 P2 C9 109.23(10) . . ?
C25 P2 C9 108.80(9) . . ?
C31 P2 C8 110.72(10) . . ?
C25 P2 C8 109.45(10) . . ?
C9 P2 C8 109.17(10) . . ?
N1 C7 C22 122.55(19) . . ?
N1 C7 C8 116.19(18) . . ?
C22 C7 C8 121.23(18) . . ?
C2 C1 C18 120.6(2) . . ?
C2 C1 H1 119.7 . . ?
C18 C1 H1 119.7 . . ?
C1 C2 C3 119.8(3) . . ?
C1 C2 H9 120.1 . . ?
C3 C2 H9 120.1 . . ?
C2 C3 C4 119.8(2) . . ?
C2 C3 H10 120.1 . . ?
C4 C3 H10 120.1 . . ?
C19 C4 C3 120.1(2) . . ?
C19 C4 P1 120.09(18) . . ?
C3 C4 P1 119.82(17) . . ?
C6 C5 P1 116.56(14) . . ?
C6 C5 H5A 108.2 . . ?
P1 C5 H5A 108.2 . . ?
C6 C5 H5B 108.2 . . ?
P1 C5 H5B 108.2 . . ?
H5A C5 H5B 107.3 . . ?
N1 C6 C20 122.91(19) . . ?
N1 C6 C5 116.54(18) . . ?
C20 C6 C5 120.51(19) . . ?
C6 N1 C7 117.89(18) . . ?
C7 C8 P2 113.88(14) . . ?
C7 C8 H23 108.8 . . ?
P2 C8 H23 108.8 . . ?
C7 C8 H24 108.8 . . ?
P2 C8 H24 108.8 . . ?
H23 C8 H24 107.7 . . ?
C10 C9 C24 119.6(2) . . ?
C10 C9 P2 120.48(17) . . ?
C24 C9 P2 119.79(17) . . ?
C11 C10 C9 119.9(2) . . ?
C11 C10 H11 120.1 . . ?
C9 C10 H11 120.1 . . ?
C12 C11 C10 120.3(2) . . ?
C12 C11 H14 119.9 . . ?
C10 C11 H14 119.9 . . ?
C11 C12 C23 120.2(2) . . ?
C11 C12 H2 119.9 . . ?
C23 C12 H2 119.9 . . ?
C14 C13 C33 120.2(2) . . ?
C14 C13 H3 119.9 . . ?
C33 C13 H3 119.9 . . ?
C13 C14 C15 120.7(3) . . ?
C13 C14 H33 119.7 . . ?
C15 C14 H33 119.7 . . ?
C16 C15 C14 118.9(2) . . ?
C16 C15 H32 120.5 . . ?
C14 C15 H32 120.5 . . ?
C15 C16 C32 120.0(2) . . ?
C15 C16 P1 120.52(17) . . ?
C32 C16 P1 119.51(19) . . ?
P1 C17 H4 109.5 . . ?
P1 C17 H6 109.5 . . ?
H4 C17 H6 109.5 . . ?
P1 C17 H5 109.5 . . ?
H4 C17 H5 109.5 . . ?
H6 C17 H5 109.5 . . ?
C1 C18 C19 120.2(3) . . ?
C1 C18 H7 119.9 . . ?
C19 C18 H7 119.9 . . ?
C18 C19 C4 119.4(2) . . ?
C18 C19 H8 120.3 . . ?
C4 C19 H8 120.3 . . ?
C21 C20 C6 118.5(2) . . ?
C21 C20 H28 120.7 . . ?
C6 C20 H28 120.7 . . ?
C20 C21 C22 119.4(2) . . ?
C20 C21 H27 120.3 . . ?
C22 C21 H27 120.3 . . ?
C21 C22 C7 118.5(2) . . ?
C21 C22 H26 120.7 . . ?
C7 C22 H26 120.7 . . ?
C12 C23 C24 120.4(2) . . ?
C12 C23 H13 119.8 . . ?
C24 C23 H13 119.8 . . ?
C23 C24 C9 119.6(2) . . ?
C23 C24 H12 120.2 . . ?
C9 C24 H12 120.2 . . ?
C26 C25 C30 119.8(2) . . ?
C26 C25 P2 121.65(17) . . ?
C30 C25 P2 118.49(16) . . ?
C27 C26 C25 119.7(2) . . ?
C27 C26 H19 120.1 . . ?
C25 C26 H19 120.1 . . ?
C28 C27 C26 120.1(2) . . ?
C28 C27 H18 120.0 . . ?
C26 C27 H18 120.0 . . ?
C29 C28 C27 120.7(2) . . ?
C29 C28 H17 119.6 . . ?
C27 C28 H17 119.6 . . ?
C28 C29 C30 119.8(2) . . ?
C28 C29 H16 120.1 . . ?
C30 C29 H16 120.1 . . ?
C29 C30 C25 119.9(2) . . ?
C29 C30 H15 120.1 . . ?
C25 C30 H15 120.1 . . ?
P2 C31 H20 109.5 . . ?
P2 C31 H22 109.5 . . ?
H20 C31 H22 109.5 . . ?
P2 C31 H21 109.5 . . ?
H20 C31 H21 109.5 . . ?
H22 C31 H21 109.5 . . ?
C33 C32 C16 119.9(2) . . ?
C33 C32 H31 120.1 . . ?
C16 C32 H31 120.1 . . ?
C32 C33 C13 120.2(2) . . ?
C32 C33 H30 119.9 . . ?
C13 C33 H30 119.9 . . ?
F3 C34 F2 106.9(4) . . ?
F3 C34 F1 107.6(3) . . ?
F2 C34 F1 106.8(4) . . ?
F3 C34 S1 111.5(3) . . ?
F2 C34 S1 112.1(3) . . ?
F1 C34 S1 111.7(2) . . ?
F4 C35 F5 107.5(2) . . ?
F4 C35 F6 108.9(2) . . ?
F5 C35 F6 106.0(2) . . ?
F4 C35 S2 112.13(17) . . ?
F5 C35 S2 111.84(18) . . ?
F6 C35 S2 110.18(19) . . ?

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
C18 C1 C2 C3 -0.7(4) . . . . ?
C1 C2 C3 C4 0.0(4) . . . . ?
C2 C3 C4 C19 0.5(3) . . . . ?
C2 C3 C4 P1 -179.87(17) . . . . ?
C17 P1 C4 C19 -142.91(18) . . . . ?
C16 P1 C4 C19 -23.1(2) . . . . ?
C5 P1 C4 C19 96.76(19) . . . . ?
C17 P1 C4 C3 37.4(2) . . . . ?
C16 P1 C4 C3 157.23(17) . . . . ?
C5 P1 C4 C3 -82.90(19) . . . . ?
C17 P1 C5 C6 62.64(19) . . . . ?
C16 P1 C5 C6 -59.80(18) . . . . ?
C4 P1 C5 C6 -179.60(15) . . . . ?
P1 C5 C6 N1 -47.1(2) . . . . ?
P1 C5 C6 C20 135.27(18) . . . . ?
C20 C6 N1 C7 1.9(3) . . . . ?
C5 C6 N1 C7 -175.67(17) . . . . ?
C22 C7 N1 C6 2.1(3) . . . . ?
C8 C7 N1 C6 -175.95(16) . . . . ?
N1 C7 C8 P2 -74.51(19) . . . . ?
C22 C7 C8 P2 107.4(2) . . . . ?
C31 P2 C8 C7 62.33(17) . . . . ?
C25 P2 C8 C7 -176.94(14) . . . . ?
C9 P2 C8 C7 -57.95(17) . . . . ?
C31 P2 C9 C10 142.58(18) . . . . ?
C25 P2 C9 C10 23.2(2) . . . . ?
C8 P2 C9 C10 -96.23(19) . . . . ?
C31 P2 C9 C24 -41.3(2) . . . . ?
C25 P2 C9 C24 -160.72(18) . . . . ?
C8 P2 C9 C24 79.9(2) . . . . ?
C24 C9 C10 C11 0.5(3) . . . . ?
P2 C9 C10 C11 176.66(17) . . . . ?
C9 C10 C11 C12 0.0(3) . . . . ?
C10 C11 C12 C23 -0.5(4) . . . . ?
C33 C13 C14 C15 1.6(4) . . . . ?
C13 C14 C15 C16 -0.1(4) . . . . ?
C14 C15 C16 C32 -1.6(3) . . . . ?
C14 C15 C16 P1 178.85(19) . . . . ?
C17 P1 C16 C15 -140.35(19) . . . . ?
C5 P1 C16 C15 -17.0(2) . . . . ?
C4 P1 C16 C15 101.3(2) . . . . ?
C17 P1 C16 C32 40.1(2) . . . . ?
C5 P1 C16 C32 163.47(17) . . . . ?
C4 P1 C16 C32 -78.3(2) . . . . ?
C2 C1 C18 C19 1.0(4) . . . . ?
C1 C18 C19 C4 -0.6(4) . . . . ?
C3 C4 C19 C18 -0.2(3) . . . . ?
P1 C4 C19 C18 -179.83(18) . . . . ?
N1 C6 C20 C21 -3.8(3) . . . . ?
C5 C6 C20 C21 173.7(2) . . . . ?
C6 C20 C21 C22 1.7(3) . . . . ?
C20 C21 C22 C7 2.0(3) . . . . ?
N1 C7 C22 C21 -4.0(3) . . . . ?
C8 C7 C22 C21 173.91(19) . . . . ?
C11 C12 C23 C24 0.5(4) . . . . ?
C12 C23 C24 C9 0.0(4) . . . . ?
C10 C9 C24 C23 -0.5(4) . . . . ?
P2 C9 C24 C23 -176.7(2) . . . . ?
C31 P2 C25 C26 122.18(18) . . . . ?
C9 P2 C25 C26 -118.55(18) . . . . ?
C8 P2 C25 C26 0.7(2) . . . . ?
C31 P2 C25 C30 -56.32(19) . . . . ?
C9 P2 C25 C30 62.96(18) . . . . ?
C8 P2 C25 C30 -177.82(16) . . . . ?
C30 C25 C26 C27 0.1(3) . . . . ?
P2 C25 C26 C27 -178.38(17) . . . . ?
C25 C26 C27 C28 -0.5(3) . . . . ?
C26 C27 C28 C29 0.4(4) . . . . ?
C27 C28 C29 C30 0.1(3) . . . . ?
C28 C29 C30 C25 -0.6(3) . . . . ?
C26 C25 C30 C29 0.4(3) . . . . ?
P2 C25 C30 C29 178.97(17) . . . . ?
C15 C16 C32 C33 1.9(3) . . . . ?
P1 C16 C32 C33 -178.55(18) . . . . ?
C16 C32 C33 C13 -0.4(4) . . . . ?
C14 C13 C33 C32 -1.3(4) . . . . ?
O2 S1 C34 F3 57.0(3) . . . . ?
O1 S1 C34 F3 174.3(3) . . . . ?
O3 S1 C34 F3 -64.4(3) . . . . ?
O2 S1 C34 F2 176.8(3) . . . . ?
O1 S1 C34 F2 -65.9(4) . . . . ?
O3 S1 C34 F2 55.4(4) . . . . ?
O2 S1 C34 F1 -63.4(4) . . . . ?
O1 S1 C34 F1 53.9(3) . . . . ?
O3 S1 C34 F1 175.2(3) . . . . ?
O4 S2 C35 F4 65.5(2) . . . . ?
O6 S2 C35 F4 -172.9(2) . . . . ?
O5 S2 C35 F4 -53.6(2) . . . . ?
O4 S2 C35 F5 -173.68(18) . . . . ?
O6 S2 C35 F5 -52.1(2) . . . . ?
O5 S2 C35 F5 67.3(2) . . . . ?
O4 S2 C35 F6 -56.0(2) . . . . ?
O6 S2 C35 F6 65.6(2) . . . . ?
O5 S2 C35 F6 -175.08(19) . . . . ?

_refine_diff_density_max         0.739
_refine_diff_density_min         -0.561
_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_pre1
_database_code_depnum_ccdc_archive 'CCDC 1530965'
_audit_update_record             
;
2017-02-27 deposited with the CCDC.
2017-03-01 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            'C66 H54 F16 N2 O12 P4 S4'
_chemical_formula_weight         1623.23

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'
S S 0.1246 0.1234 '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                   23.497(2)
_cell_length_b                   16.0412(15)
_cell_length_c                   18.2355(14)
_cell_angle_alpha                90
_cell_angle_beta                 91.850(3)
_cell_angle_gamma                90
_cell_volume                     6869.9(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9909
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      27.31

_exptl_crystal_description       block/shard
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.569
_exptl_crystal_F_000             3312
_exptl_transmission_factor_min   0.7132
_exptl_transmission_factor_max   0.7456
_exptl_crystal_size_max          0.090
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.339
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   '(Blessing, 1995)'
_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 Kappa APEX II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            62904
_diffrn_reflns_av_unetI/netI     0.0447
_diffrn_reflns_av_R_equivalents  0.0445
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         0.867
_diffrn_reflns_theta_max         27.514
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             15715
_reflns_number_gt                11622
_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)+(0.0452P)²+8.1656P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         15715
_refine_ls_number_parameters     1001
_refine_ls_number_restraints     85
_refine_ls_R_factor_all          0.0733
_refine_ls_R_factor_gt           0.0472
_refine_ls_wR_factor_ref         0.1211
_refine_ls_wR_factor_gt          0.1098
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.037
_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
P4 P 0.89452(3) 0.27666(4) 1.09178(4) 0.02042(14) Uani 1 1 d . . . . .
S2 S 1.02047(3) 0.34222(4) 1.35217(4) 0.02836(15) Uani 1 1 d . . . . .
S3 S 0.78602(3) 0.10190(4) 1.37614(3) 0.02339(14) Uani 1 1 d . . . . .
S5 S 0.70440(3) 0.88746(4) 1.88261(3) 0.02341(14) Uani 1 1 d . . . . .
P1 P 0.64001(3) 1.18435(4) 1.87351(3) 0.02053(14) Uani 1 1 d . . . . .
P2 P 0.39998(3) 1.24112(4) 1.91746(4) 0.02255(14) Uani 1 1 d . . . . .
P3 P 1.13651(3) 0.32397(4) 1.12831(3) 0.01918(13) Uani 1 1 d . . . . .
F1 F 0.69668(6) 1.18663(10) 1.83160(8) 0.0311(4) Uani 1 1 d . . . . .
F2 F 0.43521(7) 1.27016(10) 1.85214(8) 0.0322(4) Uani 1 1 d . . . . .
F3 F 0.93628(7) 0.24954(10) 1.15434(8) 0.0309(4) Uani 1 1 d . . . . .
F4 F 1.19551(6) 0.32347(10) 1.16968(8) 0.0288(3) Uani 1 1 d . . . . .
F5 F 1.01635(8) 0.48336(10) 1.42364(10) 0.0404(4) Uani 1 1 d . . . . .
F6 F 1.02626(11) 0.37488(13) 1.49241(10) 0.0659(7) Uani 1 1 d . . . . .
F7 F 0.94548(8) 0.40265(13) 1.44006(12) 0.0572(6) Uani 1 1 d . . . . .
F8 F 0.76908(9) 0.18693(13) 1.25371(10) 0.0524(5) Uani 1 1 d . . . . .
F9 F 0.83241(11) 0.23872(14) 1.32714(11) 0.0673(7) Uani 1 1 d . . . . .
F10 F 0.85094(9) 0.12861(16) 1.26498(11) 0.0691(7) Uani 1 1 d . . . . .
F14 F 0.65796(11) 0.87607(16) 1.75110(11) 0.0739(7) Uani 1 1 d . . . . .
F15 F 0.74314(10) 0.82947(13) 1.75991(11) 0.0591(6) Uani 1 1 d . . . . .
F16 F 0.67513(10) 0.75792(12) 1.80280(11) 0.0622(6) Uani 1 1 d . . . . .
O1 O 1.00615(9) 0.25831(12) 1.37424(12) 0.0367(5) Uani 1 1 d . . . . .
O2 O 1.08082(9) 0.35877(13) 1.34641(12) 0.0389(5) Uani 1 1 d . . . . .
O3 O 0.98655(10) 0.37591(13) 1.29240(11) 0.0412(5) Uani 1 1 d . . . . .
O4 O 0.83782(8) 0.08828(13) 1.41968(11) 0.0359(5) Uani 1 1 d . . . . .
O5 O 0.76466(10) 0.02889(13) 1.33894(12) 0.0418(5) Uani 1 1 d . . . . .
O6 O 0.74454(9) 0.15256(13) 1.41109(11) 0.0373(5) Uani 1 1 d . . . . .
O10 O 0.64746(8) 0.88979(12) 1.91100(11) 0.0344(5) Uani 1 1 d . . . . .
O11 O 0.74309(9) 0.83378(15) 1.92290(11) 0.0424(5) Uani 1 1 d . . . . .
O12 O 0.72655(9) 0.96770(12) 1.86239(11) 0.0381(5) Uani 1 1 d . . . . .
N1 N 0.52535(9) 1.13036(13) 1.90232(11) 0.0207(4) Uani 1 1 d . . . . .
N2 N 1.01972(8) 0.38117(12) 1.09427(11) 0.0179(4) Uani 1 1 d . . . . .
C44A C 0.69469(12) 1.12044(18) 2.10749(14) 0.0286(6) Uani 1 1 d . . . . .
H44A H 0.7073 1.1061 2.1559 0.034 Uiso 1 1 calc R U . . .
C43A C 0.68206(11) 1.05841(17) 2.05721(14) 0.0258(6) Uani 1 1 d . . . . .
H43A H 0.6865 1.0016 2.0708 0.031 Uiso 1 1 calc R U . . .
C42A C 0.66283(11) 1.07896(16) 1.98691(14) 0.0239(5) Uani 1 1 d . . . . .
H42A H 0.6529 1.0363 1.9527 0.029 Uiso 1 1 calc R U . . .
C41A C 0.65808(10) 1.16266(15) 1.96664(13) 0.0196(5) Uani 1 1 d . . . . .
C111 C 0.60592(11) 1.09687(17) 1.82935(14) 0.0246(5) Uani 1 1 d . . . . .
H11A H 0.5970 1.1113 1.7774 0.030 Uiso 1 1 calc R U . . .
H11B H 0.6328 1.0493 1.8299 0.030 Uiso 1 1 calc R U . . .
C11A C 0.55172(11) 1.07025(16) 1.86502(13) 0.0219(5) Uani 1 1 d . . . . .
C15A C 0.47649(11) 1.11029(17) 1.93417(14) 0.0238(5) Uani 1 1 d . . . . .
C222 C 0.44729(11) 1.17997(18) 1.97463(14) 0.0272(6) Uani 1 1 d . . . . .
H22A H 0.4767 1.2171 1.9970 0.033 Uiso 1 1 calc R U . . .
H22B H 0.4255 1.1555 2.0149 0.033 Uiso 1 1 calc R U . . .
C31A C 0.37877(11) 1.33265(16) 1.96329(14) 0.0237(5) Uani 1 1 d . . . . .
C32A C 0.38783(12) 1.41072(18) 1.93168(16) 0.0312(6) Uani 1 1 d . . . . .
H32A H 0.4043 1.4150 1.8849 0.037 Uiso 1 1 calc R U . . .
C33A C 0.37242(12) 1.48184(18) 1.96959(19) 0.0381(7) Uani 1 1 d . . . . .
H33A H 0.3786 1.5353 1.9488 0.046 Uiso 1 1 calc R U . . .
C34A C 0.34797(12) 1.47535(19) 2.03771(18) 0.0370(7) Uani 1 1 d . . . . .
H34A H 0.3371 1.5243 2.0631 0.044 Uiso 1 1 calc R U . . .
C51A C 0.60923(11) 1.28393(16) 1.85739(14) 0.0248(6) Uani 1 1 d . . . . .
C56A C 0.57342(11) 1.32019(16) 1.90744(16) 0.0275(6) Uani 1 1 d . . . . .
H56A H 0.5659 1.2926 1.9522 0.033 Uiso 1 1 calc R U . . .
C55A C 0.54869(13) 1.39672(18) 1.89173(19) 0.0378(7) Uani 1 1 d . . . . .
H55A H 0.5243 1.4219 1.9259 0.045 Uiso 1 1 calc R U . . .
C54A C 0.55948(15) 1.43651(19) 1.8265(2) 0.0494(9) Uani 1 1 d . . . . .
H54A H 0.5421 1.4888 1.8157 0.059 Uiso 1 1 calc R U . . .
C53A C 0.59532(16) 1.4009(2) 1.7769(2) 0.0492(9) Uani 1 1 d . . . . .
H53A H 0.6027 1.4291 1.7324 0.059 Uiso 1 1 calc R U . . .
C52A C 0.62074(13) 1.32408(19) 1.79126(16) 0.0366(7) Uani 1 1 d . . . . .
H52A H 0.6453 1.2994 1.7571 0.044 Uiso 1 1 calc R U . . .
C45A C 0.68916(12) 1.20331(18) 2.08795(15) 0.0319(6) Uani 1 1 d . . . . .
H45A H 0.6975 1.2455 2.1233 0.038 Uiso 1 1 calc R U . . .
C46A C 0.67150(11) 1.22559(17) 2.01720(14) 0.0267(6) Uani 1 1 d . . . . .
H46A H 0.6686 1.2826 2.0035 0.032 Uiso 1 1 calc R U . . .
C12A C 0.53106(12) 0.98909(17) 1.85847(15) 0.0299(6) Uani 1 1 d . . . . .
H12A H 0.5509 0.9483 1.8315 0.036 Uiso 1 1 calc R U . . .
C13A C 0.48115(13) 0.96937(18) 1.89203(17) 0.0362(7) Uani 1 1 d . . . . .
H13A H 0.4660 0.9145 1.8890 0.043 Uiso 1 1 calc R U . . .
C14A C 0.45334(12) 1.03102(18) 1.93039(16) 0.0322(6) Uani 1 1 d . . . . .
H14A H 0.4188 1.0190 1.9538 0.039 Uiso 1 1 calc R U . . .
C21A C 0.34225(11) 1.18293(16) 1.87738(13) 0.0224(5) Uani 1 1 d . . . . .
C22A C 0.35273(12) 1.12740(16) 1.81982(14) 0.0269(6) Uani 1 1 d . . . . .
H22C H 0.3902 1.1204 1.8028 0.032 Uiso 1 1 calc R U . . .
C23A C 0.30806(13) 1.08314(17) 1.78825(14) 0.0298(6) Uani 1 1 d . . . . .
H23A H 0.3147 1.0460 1.7488 0.036 Uiso 1 1 calc R U . . .
C24A C 0.25301(12) 1.09262(17) 1.81392(15) 0.0297(6) Uani 1 1 d . . . . .
H24A H 0.2224 1.0617 1.7921 0.036 Uiso 1 1 calc R U . . .
C25A C 0.24298(12) 1.14685(18) 1.87089(16) 0.0320(6) Uani 1 1 d . . . . .
H25A H 0.2055 1.1529 1.8882 0.038 Uiso 1 1 calc R U . . .
C26A C 0.28734(11) 1.19267(16) 1.90303(15) 0.0261(6) Uani 1 1 d . . . . .
H26A H 0.2804 1.2302 1.9420 0.031 Uiso 1 1 calc R U . . .
C36A C 0.35484(12) 1.32558(18) 2.03207(15) 0.0288(6) Uani 1 1 d . . . . .
H36A H 0.3492 1.2724 2.0535 0.035 Uiso 1 1 calc R U . . .
C35A C 0.33942(12) 1.39805(19) 2.06870(16) 0.0343(7) Uani 1 1 d . . . . .
H35A H 0.3229 1.3942 2.1154 0.041 Uiso 1 1 calc R U . . .
C24B C 0.76355(15) 0.43606(19) 1.20376(18) 0.0425(8) Uani 1 1 d . . . . .
H24B H 0.7356 0.4678 1.2278 0.051 Uiso 1 1 calc R U . . .
C23B C 0.75123(14) 0.4033(2) 1.13560(19) 0.0419(8) Uani 1 1 d . . . . .
H23B H 0.7150 0.4129 1.1126 0.050 Uiso 1 1 calc R U . . .
C22B C 0.79164(12) 0.35620(18) 1.10013(16) 0.0320(6) Uani 1 1 d . . . . .
H22D H 0.7833 0.3342 1.0526 0.038 Uiso 1 1 calc R U . . .
C21B C 0.84433(11) 0.34153(16) 1.13472(13) 0.0229(5) Uani 1 1 d . . . . .
C444 C 0.93583(10) 0.33120(16) 1.02656(14) 0.0220(5) Uani 1 1 d . . . . .
H44B H 0.9628 0.2921 1.0040 0.026 Uiso 1 1 calc R U . . .
H44C H 0.9103 0.3538 0.9871 0.026 Uiso 1 1 calc R U . . .
C15B C 0.96871(10) 0.40191(15) 1.06320(13) 0.0195(5) Uani 1 1 d . . . . .
C11B C 1.04948(10) 0.44141(15) 1.12899(13) 0.0191(5) Uani 1 1 d . . . . .
C333 C 1.10450(11) 0.41436(15) 1.16721(14) 0.0210(5) Uani 1 1 d . . . . .
H33B H 1.0970 0.4029 1.2194 0.025 Uiso 1 1 calc R U . . .
H33C H 1.1320 0.4611 1.1658 0.025 Uiso 1 1 calc R U . . .
C51B C 1.15309(10) 0.33737(15) 1.03524(14) 0.0209(5) Uani 1 1 d . . . . .
C52B C 1.19794(12) 0.39236(18) 1.02014(16) 0.0305(6) Uani 1 1 d . . . . .
H52B H 1.2183 0.4195 1.0591 0.037 Uiso 1 1 calc R U . . .
C53B C 1.21210(13) 0.4065(2) 0.94861(17) 0.0374(7) Uani 1 1 d . . . . .
H53B H 1.2426 0.4429 0.9382 0.045 Uiso 1 1 calc R U . . .
C54B C 1.18203(12) 0.36775(18) 0.89184(16) 0.0324(6) Uani 1 1 d . . . . .
H54B H 1.1919 0.3784 0.8426 0.039 Uiso 1 1 calc R U . . .
C34B C 0.81819(11) 0.03657(18) 1.00168(16) 0.0309(6) Uani 1 1 d . . . . .
H34B H 0.8017 -0.0136 0.9833 0.037 Uiso 1 1 calc R U . . .
C33B C 0.80826(11) 0.11049(18) 0.96462(16) 0.0313(6) Uani 1 1 d . . . . .
H33D H 0.7854 0.1105 0.9207 0.038 Uiso 1 1 calc R U . . .
C32B C 0.83140(11) 0.18491(17) 0.99084(15) 0.0266(6) Uani 1 1 d . . . . .
H32B H 0.8247 0.2358 0.9653 0.032 Uiso 1 1 calc R U . . .
C31B C 0.86487(10) 0.18296(15) 1.05587(14) 0.0209(5) Uani 1 1 d . . . . .
C25B C 0.81584(16) 0.4235(2) 1.23756(18) 0.0461(9) Uani 1 1 d . . . . .
H25B H 0.8238 0.4473 1.2845 0.055 Uiso 1 1 calc R U . . .
C26B C 0.85738(14) 0.37615(19) 1.20392(16) 0.0364(7) Uani 1 1 d . . . . .
H26B H 0.8936 0.3675 1.2273 0.044 Uiso 1 1 calc R U . . .
C41B C 1.10449(11) 0.22771(15) 1.14924(13) 0.0201(5) Uani 1 1 d . . . . .
C42B C 1.06018(11) 0.22496(16) 1.19804(14) 0.0236(5) Uani 1 1 d . . . . .
H42B H 1.0440 0.2752 1.2156 0.028 Uiso 1 1 calc R U . . .
C43B C 1.03976(12) 0.14849(17) 1.22090(15) 0.0291(6) Uani 1 1 d . . . . .
H43B H 1.0102 0.1463 1.2551 0.035 Uiso 1 1 calc R U . . .
C44B C 1.06224(13) 0.07552(17) 1.19409(16) 0.0318(6) Uani 1 1 d . . . . .
H44D H 1.0481 0.0232 1.2098 0.038 Uiso 1 1 calc R U . . .
C45B C 1.10538(14) 0.07867(17) 1.14421(17) 0.0352(7) Uani 1 1 d . . . . .
H45B H 1.1202 0.0282 1.1254 0.042 Uiso 1 1 calc R U . . .
C46B C 1.12721(12) 0.15421(17) 1.12134(16) 0.0296(6) Uani 1 1 d . . . . .
H46B H 1.1570 0.1560 1.0874 0.035 Uiso 1 1 calc R U . . .
C55B C 1.13762(12) 0.31348(17) 0.90590(15) 0.0284(6) Uani 1 1 d . . . . .
H55B H 1.1172 0.2871 0.8665 0.034 Uiso 1 1 calc R U . . .
C56B C 1.12330(11) 0.29808(16) 0.97813(14) 0.0246(5) Uani 1 1 d . . . . .
H56B H 1.0932 0.2607 0.9883 0.029 Uiso 1 1 calc R U . . .
C12B C 1.03120(11) 0.52372(16) 1.13234(14) 0.0229(5) Uani 1 1 d . . . . .
H12B H 1.0540 0.5650 1.1563 0.028 Uiso 1 1 calc R U . . .
C13B C 0.97901(11) 0.54410(16) 1.10002(15) 0.0259(6) Uani 1 1 d . . . . .
H13B H 0.9655 0.5999 1.1014 0.031 Uiso 1 1 calc R U . . .
C14B C 0.94650(11) 0.48220(16) 1.06552(14) 0.0246(5) Uani 1 1 d . . . . .
H14B H 0.9101 0.4944 1.0441 0.030 Uiso 1 1 calc R U . . .
C36B C 0.87512(11) 0.10786(17) 1.09294(15) 0.0268(6) Uani 1 1 d . . . . .
H36B H 0.8980 0.1070 1.1369 0.032 Uiso 1 1 calc R U . . .
C35B C 0.85181(12) 0.03485(18) 1.06521(16) 0.0322(6) Uani 1 1 d . . . . .
H35B H 0.8589 -0.0165 1.0898 0.039 Uiso 1 1 calc R U . . .
C63 C 1.00168(13) 0.40417(18) 1.43106(16) 0.0333(6) Uani 1 1 d . . . . .
C64 C 0.81068(14) 0.1676(2) 1.30205(15) 0.0367(7) Uani 1 1 d . . . . .
C66 C 0.69465(14) 0.83494(19) 1.79483(16) 0.0364(7) Uani 1 1 d . . . . .
C1S C 0.51141(13) 0.79493(19) 1.31502(16) 0.0322(6) Uani 1 1 d . U . . .
S1A S 0.45995(6) 0.81864(13) 1.38147(7) 0.0284(3) Uani 0.755(4) 1 d . U P A 1
O1A O 0.4896(3) 0.8788(4) 1.4277(3) 0.0782(18) Uani 0.755(4) 1 d . U P A 1
O2A O 0.4114(3) 0.8500(4) 1.3392(3) 0.066(2) Uani 0.755(4) 1 d . U P A 1
O3A O 0.45073(13) 0.7398(2) 1.41503(17) 0.0486(9) Uani 0.755(4) 1 d . U P A 1
F11A F 0.55886(13) 0.7655(4) 1.34228(18) 0.0769(14) Uani 0.755(4) 1 d . U P A 1
F12A F 0.52356(19) 0.8600(2) 1.2719(2) 0.0775(13) Uani 0.755(4) 1 d . U P A 1
F13A F 0.49280(16) 0.7381(3) 1.2666(2) 0.0706(13) Uani 0.755(4) 1 d . U P A 1
S1B S 0.4569(2) 0.8573(5) 1.3720(3) 0.0450(14) Uani 0.245(4) 1 d . U P A 2
O1B O 0.4630(6) 0.9386(7) 1.3425(7) 0.073(4) Uani 0.245(4) 1 d . U P A 2
O2B O 0.4070(11) 0.8263(17) 1.3468(16) 0.088(6) Uani 0.245(4) 1 d . U P A 2
O3B O 0.4774(9) 0.8439(12) 1.4456(9) 0.074(5) Uani 0.245(4) 1 d . U P A 2
F11B F 0.5147(10) 0.7205(7) 1.3413(7) 0.131(8) Uani 0.245(4) 1 d . . P A 2
F12B F 0.4966(4) 0.7936(9) 1.2508(4) 0.052(3) Uani 0.245(4) 1 d . . P A 2
F13B F 0.5585(4) 0.8388(11) 1.3228(9) 0.093(5) Uani 0.245(4) 1 d . . P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P4 F3 1.5432(16) . ?
P4 C31B 1.773(3) . ?
P4 C21B 1.774(3) . ?
P4 C444 1.788(2) . ?
S2 O3 1.435(2) . ?
S2 O1 1.447(2) . ?
S2 O2 1.450(2) . ?
S2 C63 1.815(3) . ?
S3 O6 1.434(2) . ?
S3 O5 1.436(2) . ?
S3 O4 1.448(2) . ?
S3 C64 1.822(3) . ?
S5 O11 1.437(2) . ?
S5 O12 1.441(2) . ?
S5 O10 1.4506(19) . ?
S5 C66 1.817(3) . ?
P1 F1 1.5572(15) . ?
P1 C41A 1.772(2) . ?
P1 C51A 1.774(3) . ?
P1 C111 1.794(3) . ?
P2 F2 1.5442(16) . ?
P2 C31A 1.769(3) . ?
P2 C21A 1.784(3) . ?
P2 C222 1.792(3) . ?
P3 F4 1.5567(15) . ?
P3 C41B 1.765(3) . ?
P3 C51B 1.767(3) . ?
P3 C333 1.791(2) . ?
F5 C63 1.324(3) . ?
F6 C63 1.328(3) . ?
F7 C63 1.336(4) . ?
F8 C64 1.332(3) . ?
F9 C64 1.326(4) . ?
F10 C64 1.336(4) . ?
F14 C66 1.331(4) . ?
F15 C66 1.326(4) . ?
F16 C66 1.327(4) . ?
N1 C15A 1.342(3) . ?
N1 C11A 1.343(3) . ?
N2 C11B 1.340(3) . ?
N2 C15B 1.351(3) . ?
C44A C43A 1.379(4) . ?
C44A C45A 1.381(4) . ?
C44A H44A 0.9500 . ?
C43A C42A 1.385(4) . ?
C43A H43A 0.9500 . ?
C42A C41A 1.396(4) . ?
C42A H42A 0.9500 . ?
C41A C46A 1.396(4) . ?
C111 C11A 1.510(4) . ?
C111 H11A 0.9900 . ?
C111 H11B 0.9900 . ?
C11A C12A 1.393(4) . ?
C15A C14A 1.384(4) . ?
C15A C222 1.516(4) . ?
C222 H22A 0.9900 . ?
C222 H22B 0.9900 . ?
C31A C36A 1.396(4) . ?
C31A C32A 1.398(4) . ?
C32A C33A 1.388(4) . ?
C32A H32A 0.9500 . ?
C33A C34A 1.389(5) . ?
C33A H33A 0.9500 . ?
C34A C35A 1.380(4) . ?
C34A H34A 0.9500 . ?
C51A C56A 1.389(4) . ?
C51A C52A 1.401(4) . ?
C56A C55A 1.384(4) . ?
C56A H56A 0.9500 . ?
C55A C54A 1.381(5) . ?
C55A H55A 0.9500 . ?
C54A C53A 1.380(5) . ?
C54A H54A 0.9500 . ?
C53A C52A 1.390(5) . ?
C53A H53A 0.9500 . ?
C52A H52A 0.9500 . ?
C45A C46A 1.389(4) . ?
C45A H45A 0.9500 . ?
C46A H46A 0.9500 . ?
C12A C13A 1.377(4) . ?
C12A H12A 0.9500 . ?
C13A C14A 1.387(4) . ?
C13A H13A 0.9500 . ?
C14A H14A 0.9500 . ?
C21A C26A 1.395(4) . ?
C21A C22A 1.405(4) . ?
C22A C23A 1.378(4) . ?
C22A H22C 0.9500 . ?
C23A C24A 1.398(4) . ?
C23A H23A 0.9500 . ?
C24A C25A 1.381(4) . ?
C24A H24A 0.9500 . ?
C25A C26A 1.390(4) . ?
C25A H25A 0.9500 . ?
C26A H26A 0.9500 . ?
C36A C35A 1.394(4) . ?
C36A H36A 0.9500 . ?
C35A H35A 0.9500 . ?
C24B C23B 1.371(5) . ?
C24B C25B 1.372(5) . ?
C24B H24B 0.9500 . ?
C23B C22B 1.390(4) . ?
C23B H23B 0.9500 . ?
C22B C21B 1.391(4) . ?
C22B H22D 0.9500 . ?
C21B C26B 1.403(4) . ?
C444 C15B 1.516(3) . ?
C444 H44B 0.9900 . ?
C444 H44C 0.9900 . ?
C15B C14B 1.391(3) . ?
C11B C12B 1.390(3) . ?
C11B C333 1.512(3) . ?
C333 H33B 0.9900 . ?
C333 H33C 0.9900 . ?
C51B C56B 1.387(4) . ?
C51B C52B 1.408(4) . ?
C52B C53B 1.375(4) . ?
C52B H52B 0.9500 . ?
C53B C54B 1.382(4) . ?
C53B H53B 0.9500 . ?
C54B C55B 1.389(4) . ?
C54B H54B 0.9500 . ?
C34B C33B 1.381(4) . ?
C34B C35B 1.381(4) . ?
C34B H34B 0.9500 . ?
C33B C32B 1.390(4) . ?
C33B H33D 0.9500 . ?
C32B C31B 1.402(4) . ?
C32B H32B 0.9500 . ?
C31B C36B 1.399(4) . ?
C25B C26B 1.394(5) . ?
C25B H25B 0.9500 . ?
C26B H26B 0.9500 . ?
C41B C42B 1.392(4) . ?
C41B C46B 1.397(4) . ?
C42B C43B 1.386(4) . ?
C42B H42B 0.9500 . ?
C43B C44B 1.380(4) . ?
C43B H43B 0.9500 . ?
C44B C45B 1.384(4) . ?
C44B H44D 0.9500 . ?
C45B C46B 1.385(4) . ?
C45B H45B 0.9500 . ?
C46B H46B 0.9500 . ?
C55B C56B 1.392(4) . ?
C55B H55B 0.9500 . ?
C56B H56B 0.9500 . ?
C12B C13B 1.383(4) . ?
C12B H12B 0.9500 . ?
C13B C14B 1.391(4) . ?
C13B H13B 0.9500 . ?
C14B H14B 0.9500 . ?
C36B C35B 1.382(4) . ?
C36B H36B 0.9500 . ?
C35B H35B 0.9500 . ?
C1S F12B 1.211(9) . ?
C1S F11B 1.288(11) . ?
C1S F11A 1.295(4) . ?
C1S F13B 1.314(11) . ?
C1S F13A 1.333(4) . ?
C1S F12A 1.343(4) . ?
C1S S1A 1.780(3) . ?
C1S S1B 1.950(6) . ?
S1A O3A 1.425(4) . ?
S1A O1A 1.446(6) . ?
S1A O2A 1.446(6) . ?
S1B O2B 1.34(3) . ?
S1B O1B 1.421(14) . ?
S1B O3B 1.427(18) . ?

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
F3 P4 C31B 105.48(11) . . ?
F3 P4 C21B 104.77(11) . . ?
C31B P4 C21B 113.67(12) . . ?
F3 P4 C444 106.50(11) . . ?
C31B P4 C444 112.61(12) . . ?
C21B P4 C444 112.93(12) . . ?
O3 S2 O1 115.66(14) . . ?
O3 S2 O2 113.36(14) . . ?
O1 S2 O2 115.28(13) . . ?
O3 S2 C63 104.62(13) . . ?
O1 S2 C63 102.96(13) . . ?
O2 S2 C63 102.74(14) . . ?
O6 S3 O5 116.10(14) . . ?
O6 S3 O4 114.40(13) . . ?
O5 S3 O4 114.24(13) . . ?
O6 S3 C64 103.82(14) . . ?
O5 S3 C64 103.64(14) . . ?
O4 S3 C64 102.24(13) . . ?
O11 S5 O12 116.01(14) . . ?
O11 S5 O10 114.11(13) . . ?
O12 S5 O10 114.41(12) . . ?
O11 S5 C66 103.43(14) . . ?
O12 S5 C66 103.01(13) . . ?
O10 S5 C66 103.58(14) . . ?
F1 P1 C41A 107.03(10) . . ?
F1 P1 C51A 104.36(11) . . ?
C41A P1 C51A 114.80(12) . . ?
F1 P1 C111 100.05(11) . . ?
C41A P1 C111 111.50(12) . . ?
C51A P1 C111 117.15(13) . . ?
F2 P2 C31A 106.27(11) . . ?
F2 P2 C21A 105.15(11) . . ?
C31A P2 C21A 113.94(12) . . ?
F2 P2 C222 106.02(11) . . ?
C31A P2 C222 111.01(13) . . ?
C21A P2 C222 113.65(13) . . ?
F4 P3 C41B 105.66(10) . . ?
F4 P3 C51B 104.22(10) . . ?
C41B P3 C51B 115.03(12) . . ?
F4 P3 C333 101.01(10) . . ?
C41B P3 C333 115.80(12) . . ?
C51B P3 C333 112.99(12) . . ?
C15A N1 C11A 117.5(2) . . ?
C11B N2 C15B 117.6(2) . . ?
C43A C44A C45A 120.4(2) . . ?
C43A C44A H44A 119.8 . . ?
C45A C44A H44A 119.8 . . ?
C44A C43A C42A 120.0(3) . . ?
C44A C43A H43A 120.0 . . ?
C42A C43A H43A 120.0 . . ?
C43A C42A C41A 119.7(2) . . ?
C43A C42A H42A 120.2 . . ?
C41A C42A H42A 120.2 . . ?
C42A C41A C46A 120.4(2) . . ?
C42A C41A P1 117.21(19) . . ?
C46A C41A P1 122.2(2) . . ?
C11A C111 P1 113.47(17) . . ?
C11A C111 H11A 108.9 . . ?
P1 C111 H11A 108.9 . . ?
C11A C111 H11B 108.9 . . ?
P1 C111 H11B 108.9 . . ?
H11A C111 H11B 107.7 . . ?
N1 C11A C12A 123.3(2) . . ?
N1 C11A C111 115.1(2) . . ?
C12A C11A C111 121.6(2) . . ?
N1 C15A C14A 122.6(3) . . ?
N1 C15A C222 116.1(2) . . ?
C14A C15A C222 121.2(2) . . ?
C15A C222 P2 113.74(18) . . ?
C15A C222 H22A 108.8 . . ?
P2 C222 H22A 108.8 . . ?
C15A C222 H22B 108.8 . . ?
P2 C222 H22B 108.8 . . ?
H22A C222 H22B 107.7 . . ?
C36A C31A C32A 121.0(3) . . ?
C36A C31A P2 119.0(2) . . ?
C32A C31A P2 120.0(2) . . ?
C33A C32A C31A 119.0(3) . . ?
C33A C32A H32A 120.5 . . ?
C31A C32A H32A 120.5 . . ?
C32A C33A C34A 120.4(3) . . ?
C32A C33A H33A 119.8 . . ?
C34A C33A H33A 119.8 . . ?
C35A C34A C33A 120.2(3) . . ?
C35A C34A H34A 119.9 . . ?
C33A C34A H34A 119.9 . . ?
C56A C51A C52A 120.7(3) . . ?
C56A C51A P1 121.4(2) . . ?
C52A C51A P1 117.9(2) . . ?
C55A C56A C51A 119.6(3) . . ?
C55A C56A H56A 120.2 . . ?
C51A C56A H56A 120.2 . . ?
C54A C55A C56A 120.1(3) . . ?
C54A C55A H55A 120.0 . . ?
C56A C55A H55A 120.0 . . ?
C53A C54A C55A 120.4(3) . . ?
C53A C54A H54A 119.8 . . ?
C55A C54A H54A 119.8 . . ?
C54A C53A C52A 120.7(3) . . ?
C54A C53A H53A 119.6 . . ?
C52A C53A H53A 119.6 . . ?
C53A C52A C51A 118.4(3) . . ?
C53A C52A H52A 120.8 . . ?
C51A C52A H52A 120.8 . . ?
C44A C45A C46A 120.7(3) . . ?
C44A C45A H45A 119.7 . . ?
C46A C45A H45A 119.7 . . ?
C45A C46A C41A 118.8(3) . . ?
C45A C46A H46A 120.6 . . ?
C41A C46A H46A 120.6 . . ?
C13A C12A C11A 118.4(3) . . ?
C13A C12A H12A 120.8 . . ?
C11A C12A H12A 120.8 . . ?
C12A C13A C14A 118.8(3) . . ?
C12A C13A H13A 120.6 . . ?
C14A C13A H13A 120.6 . . ?
C15A C14A C13A 119.3(3) . . ?
C15A C14A H14A 120.3 . . ?
C13A C14A H14A 120.3 . . ?
C26A C21A C22A 120.5(2) . . ?
C26A C21A P2 120.2(2) . . ?
C22A C21A P2 119.3(2) . . ?
C23A C22A C21A 119.3(3) . . ?
C23A C22A H22C 120.3 . . ?
C21A C22A H22C 120.3 . . ?
C22A C23A C24A 120.3(3) . . ?
C22A C23A H23A 119.8 . . ?
C24A C23A H23A 119.8 . . ?
C25A C24A C23A 120.2(3) . . ?
C25A C24A H24A 119.9 . . ?
C23A C24A H24A 119.9 . . ?
C24A C25A C26A 120.4(3) . . ?
C24A C25A H25A 119.8 . . ?
C26A C25A H25A 119.8 . . ?
C25A C26A C21A 119.3(3) . . ?
C25A C26A H26A 120.4 . . ?
C21A C26A H26A 120.4 . . ?
C35A C36A C31A 118.8(3) . . ?
C35A C36A H36A 120.6 . . ?
C31A C36A H36A 120.6 . . ?
C34A C35A C36A 120.6(3) . . ?
C34A C35A H35A 119.7 . . ?
C36A C35A H35A 119.7 . . ?
C23B C24B C25B 120.7(3) . . ?
C23B C24B H24B 119.6 . . ?
C25B C24B H24B 119.6 . . ?
C24B C23B C22B 120.2(3) . . ?
C24B C23B H23B 119.9 . . ?
C22B C23B H23B 119.9 . . ?
C23B C22B C21B 119.5(3) . . ?
C23B C22B H22D 120.3 . . ?
C21B C22B H22D 120.3 . . ?
C22B C21B C26B 120.4(3) . . ?
C22B C21B P4 119.6(2) . . ?
C26B C21B P4 120.0(2) . . ?
C15B C444 P4 110.67(17) . . ?
C15B C444 H44B 109.5 . . ?
P4 C444 H44B 109.5 . . ?
C15B C444 H44C 109.5 . . ?
P4 C444 H44C 109.5 . . ?
H44B C444 H44C 108.1 . . ?
N2 C15B C14B 123.0(2) . . ?
N2 C15B C444 115.7(2) . . ?
C14B C15B C444 121.3(2) . . ?
N2 C11B C12B 123.3(2) . . ?
N2 C11B C333 115.9(2) . . ?
C12B C11B C333 120.9(2) . . ?
C11B C333 P3 114.42(17) . . ?
C11B C333 H33B 108.7 . . ?
P3 C333 H33B 108.7 . . ?
C11B C333 H33C 108.7 . . ?
P3 C333 H33C 108.7 . . ?
H33B C333 H33C 107.6 . . ?
C56B C51B C52B 120.0(2) . . ?
C56B C51B P3 122.97(19) . . ?
C52B C51B P3 117.0(2) . . ?
C53B C52B C51B 119.6(3) . . ?
C53B C52B H52B 120.2 . . ?
C51B C52B H52B 120.2 . . ?
C52B C53B C54B 120.2(3) . . ?
C52B C53B H53B 119.9 . . ?
C54B C53B H53B 119.9 . . ?
C53B C54B C55B 120.8(3) . . ?
C53B C54B H54B 119.6 . . ?
C55B C54B H54B 119.6 . . ?
C33B C34B C35B 120.7(3) . . ?
C33B C34B H34B 119.6 . . ?
C35B C34B H34B 119.6 . . ?
C34B C33B C32B 120.7(3) . . ?
C34B C33B H33D 119.6 . . ?
C32B C33B H33D 119.6 . . ?
C33B C32B C31B 118.3(3) . . ?
C33B C32B H32B 120.8 . . ?
C31B C32B H32B 120.8 . . ?
C36B C31B C32B 120.7(2) . . ?
C36B C31B P4 119.5(2) . . ?
C32B C31B P4 119.8(2) . . ?
C24B C25B C26B 120.8(3) . . ?
C24B C25B H25B 119.6 . . ?
C26B C25B H25B 119.6 . . ?
C25B C26B C21B 118.4(3) . . ?
C25B C26B H26B 120.8 . . ?
C21B C26B H26B 120.8 . . ?
C42B C41B C46B 120.6(2) . . ?
C42B C41B P3 119.93(19) . . ?
C46B C41B P3 119.3(2) . . ?
C43B C42B C41B 119.6(2) . . ?
C43B C42B H42B 120.2 . . ?
C41B C42B H42B 120.2 . . ?
C44B C43B C42B 120.3(3) . . ?
C44B C43B H43B 119.9 . . ?
C42B C43B H43B 119.9 . . ?
C43B C44B C45B 119.9(3) . . ?
C43B C44B H44D 120.1 . . ?
C45B C44B H44D 120.1 . . ?
C44B C45B C46B 121.1(3) . . ?
C44B C45B H45B 119.5 . . ?
C46B C45B H45B 119.5 . . ?
C45B C46B C41B 118.6(3) . . ?
C45B C46B H46B 120.7 . . ?
C41B C46B H46B 120.7 . . ?
C54B C55B C56B 119.5(3) . . ?
C54B C55B H55B 120.3 . . ?
C56B C55B H55B 120.3 . . ?
C51B C56B C55B 119.9(2) . . ?
C51B C56B H56B 120.1 . . ?
C55B C56B H56B 120.1 . . ?
C13B C12B C11B 118.5(2) . . ?
C13B C12B H12B 120.8 . . ?
C11B C12B H12B 120.8 . . ?
C12B C13B C14B 119.4(2) . . ?
C12B C13B H13B 120.3 . . ?
C14B C13B H13B 120.3 . . ?
C15B C14B C13B 118.3(2) . . ?
C15B C14B H14B 120.9 . . ?
C13B C14B H14B 120.9 . . ?
C35B C36B C31B 119.5(3) . . ?
C35B C36B H36B 120.2 . . ?
C31B C36B H36B 120.2 . . ?
C34B C35B C36B 119.9(3) . . ?
C34B C35B H35B 120.0 . . ?
C36B C35B H35B 120.0 . . ?
F5 C63 F6 108.5(3) . . ?
F5 C63 F7 106.9(2) . . ?
F6 C63 F7 107.1(3) . . ?
F5 C63 S2 111.94(19) . . ?
F6 C63 S2 111.3(2) . . ?
F7 C63 S2 110.7(2) . . ?
F9 C64 F8 107.1(3) . . ?
F9 C64 F10 107.8(3) . . ?
F8 C64 F10 106.9(2) . . ?
F9 C64 S3 111.7(2) . . ?
F8 C64 S3 112.4(2) . . ?
F10 C64 S3 110.6(2) . . ?
F15 C66 F16 107.2(3) . . ?
F15 C66 F14 107.2(3) . . ?
F16 C66 F14 107.9(3) . . ?
F15 C66 S5 111.6(2) . . ?
F16 C66 S5 111.7(2) . . ?
F14 C66 S5 111.0(2) . . ?
F12B C1S F11B 110.9(9) . . ?
F12B C1S F13B 109.1(10) . . ?
F11B C1S F13B 114.5(12) . . ?
F11A C1S F13A 105.4(4) . . ?
F11A C1S F12A 108.1(4) . . ?
F13A C1S F12A 102.4(3) . . ?
F11A C1S S1A 114.3(2) . . ?
F13A C1S S1A 112.4(2) . . ?
F12A C1S S1A 113.2(2) . . ?
F12B C1S S1B 110.5(5) . . ?
F11B C1S S1B 108.0(7) . . ?
F13B C1S S1B 103.5(5) . . ?
O3A S1A O1A 114.8(3) . . ?
O3A S1A O2A 114.2(4) . . ?
O1A S1A O2A 115.8(5) . . ?
O3A S1A C1S 102.63(18) . . ?
O1A S1A C1S 102.3(3) . . ?
O2A S1A C1S 104.6(3) . . ?
O2B S1B O1B 108.0(14) . . ?
O2B S1B O3B 122.1(16) . . ?
O1B S1B O3B 117.3(11) . . ?
O2B S1B C1S 102.2(14) . . ?
O1B S1B C1S 101.1(5) . . ?
O3B S1B C1S 102.5(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C45A C44A C43A C42A -1.0(4) . . . . ?
C44A C43A C42A C41A 2.0(4) . . . . ?
C43A C42A C41A C46A -1.3(4) . . . . ?
C43A C42A C41A P1 173.9(2) . . . . ?
F1 P1 C41A C42A -87.1(2) . . . . ?
C51A P1 C41A C42A 157.66(19) . . . . ?
C111 P1 C41A C42A 21.4(2) . . . . ?
F1 P1 C41A C46A 88.1(2) . . . . ?
C51A P1 C41A C46A -27.2(3) . . . . ?
C111 P1 C41A C46A -163.5(2) . . . . ?
F1 P1 C111 C11A 172.27(18) . . . . ?
C41A P1 C111 C11A 59.4(2) . . . . ?
C51A P1 C111 C11A -75.8(2) . . . . ?
C15A N1 C11A C12A -0.4(4) . . . . ?
C15A N1 C11A C111 179.0(2) . . . . ?
P1 C111 C11A N1 25.2(3) . . . . ?
P1 C111 C11A C12A -155.3(2) . . . . ?
C11A N1 C15A C14A 0.7(4) . . . . ?
C11A N1 C15A C222 -178.9(2) . . . . ?
N1 C15A C222 P2 87.4(2) . . . . ?
C14A C15A C222 P2 -92.2(3) . . . . ?
F2 P2 C222 C15A -53.2(2) . . . . ?
C31A P2 C222 C15A -168.24(19) . . . . ?
C21A P2 C222 C15A 61.8(2) . . . . ?
F2 P2 C31A C36A -168.8(2) . . . . ?
C21A P2 C31A C36A 75.9(2) . . . . ?
C222 P2 C31A C36A -53.9(2) . . . . ?
F2 P2 C31A C32A 9.1(2) . . . . ?
C21A P2 C31A C32A -106.2(2) . . . . ?
C222 P2 C31A C32A 123.9(2) . . . . ?
C36A C31A C32A C33A -0.3(4) . . . . ?
P2 C31A C32A C33A -178.1(2) . . . . ?
C31A C32A C33A C34A -0.5(4) . . . . ?
C32A C33A C34A C35A 0.8(4) . . . . ?
F1 P1 C51A C56A -151.9(2) . . . . ?
C41A P1 C51A C56A -35.1(3) . . . . ?
C111 P1 C51A C56A 98.6(2) . . . . ?
F1 P1 C51A C52A 30.1(2) . . . . ?
C41A P1 C51A C52A 146.9(2) . . . . ?
C111 P1 C51A C52A -79.4(2) . . . . ?
C52A C51A C56A C55A 0.2(4) . . . . ?
P1 C51A C56A C55A -177.8(2) . . . . ?
C51A C56A C55A C54A 0.2(4) . . . . ?
C56A C55A C54A C53A -0.6(5) . . . . ?
C55A C54A C53A C52A 0.6(5) . . . . ?
C54A C53A C52A C51A -0.2(5) . . . . ?
C56A C51A C52A C53A -0.2(4) . . . . ?
P1 C51A C52A C53A 177.8(2) . . . . ?
C43A C44A C45A C46A -0.8(4) . . . . ?
C44A C45A C46A C41A 1.6(4) . . . . ?
C42A C41A C46A C45A -0.5(4) . . . . ?
P1 C41A C46A C45A -175.5(2) . . . . ?
N1 C11A C12A C13A -0.1(4) . . . . ?
C111 C11A C12A C13A -179.5(2) . . . . ?
C11A C12A C13A C14A 0.5(4) . . . . ?
N1 C15A C14A C13A -0.3(4) . . . . ?
C222 C15A C14A C13A 179.2(2) . . . . ?
C12A C13A C14A C15A -0.2(4) . . . . ?
F2 P2 C21A C26A -137.8(2) . . . . ?
C31A P2 C21A C26A -21.8(3) . . . . ?
C222 P2 C21A C26A 106.7(2) . . . . ?
F2 P2 C21A C22A 42.2(2) . . . . ?
C31A P2 C21A C22A 158.1(2) . . . . ?
C222 P2 C21A C22A -73.4(2) . . . . ?
C26A C21A C22A C23A 0.7(4) . . . . ?
P2 C21A C22A C23A -179.2(2) . . . . ?
C21A C22A C23A C24A -0.8(4) . . . . ?
C22A C23A C24A C25A 0.4(4) . . . . ?
C23A C24A C25A C26A 0.2(4) . . . . ?
C24A C25A C26A C21A -0.4(4) . . . . ?
C22A C21A C26A C25A -0.1(4) . . . . ?
P2 C21A C26A C25A 179.9(2) . . . . ?
C32A C31A C36A C35A 0.7(4) . . . . ?
P2 C31A C36A C35A 178.5(2) . . . . ?
C33A C34A C35A C36A -0.3(4) . . . . ?
C31A C36A C35A C34A -0.4(4) . . . . ?
C25B C24B C23B C22B 0.6(5) . . . . ?
C24B C23B C22B C21B 0.9(5) . . . . ?
C23B C22B C21B C26B -2.0(4) . . . . ?
C23B C22B C21B P4 176.6(2) . . . . ?
F3 P4 C21B C22B -160.4(2) . . . . ?
C31B P4 C21B C22B -45.8(3) . . . . ?
C444 P4 C21B C22B 84.1(2) . . . . ?
F3 P4 C21B C26B 18.1(2) . . . . ?
C31B P4 C21B C26B 132.8(2) . . . . ?
C444 P4 C21B C26B -97.4(2) . . . . ?
F3 P4 C444 C15B -54.73(19) . . . . ?
C31B P4 C444 C15B -169.86(17) . . . . ?
C21B P4 C444 C15B 59.7(2) . . . . ?
C11B N2 C15B C14B 0.4(3) . . . . ?
C11B N2 C15B C444 -178.2(2) . . . . ?
P4 C444 C15B N2 86.0(2) . . . . ?
P4 C444 C15B C14B -92.7(2) . . . . ?
C15B N2 C11B C12B -2.1(3) . . . . ?
C15B N2 C11B C333 176.2(2) . . . . ?
N2 C11B C333 P3 26.7(3) . . . . ?
C12B C11B C333 P3 -155.05(19) . . . . ?
F4 P3 C333 C11B 170.10(17) . . . . ?
C41B P3 C333 C11B -76.4(2) . . . . ?
C51B P3 C333 C11B 59.3(2) . . . . ?
F4 P3 C51B C56B 142.8(2) . . . . ?
C41B P3 C51B C56B 27.6(3) . . . . ?
C333 P3 C51B C56B -108.5(2) . . . . ?
F4 P3 C51B C52B -38.7(2) . . . . ?
C41B P3 C51B C52B -153.9(2) . . . . ?
C333 P3 C51B C52B 70.0(2) . . . . ?
C56B C51B C52B C53B -0.3(4) . . . . ?
P3 C51B C52B C53B -178.8(2) . . . . ?
C51B C52B C53B C54B 0.8(5) . . . . ?
C52B C53B C54B C55B -0.7(5) . . . . ?
C35B C34B C33B C32B -0.7(4) . . . . ?
C34B C33B C32B C31B -0.2(4) . . . . ?
C33B C32B C31B C36B 0.6(4) . . . . ?
C33B C32B C31B P4 -179.3(2) . . . . ?
F3 P4 C31B C36B 9.6(2) . . . . ?
C21B P4 C31B C36B -104.6(2) . . . . ?
C444 P4 C31B C36B 125.4(2) . . . . ?
F3 P4 C31B C32B -170.5(2) . . . . ?
C21B P4 C31B C32B 75.3(2) . . . . ?
C444 P4 C31B C32B -54.7(2) . . . . ?
C23B C24B C25B C26B -0.9(5) . . . . ?
C24B C25B C26B C21B -0.2(5) . . . . ?
C22B C21B C26B C25B 1.6(4) . . . . ?
P4 C21B C26B C25B -176.9(2) . . . . ?
F4 P3 C41B C42B 105.9(2) . . . . ?
C51B P3 C41B C42B -139.8(2) . . . . ?
C333 P3 C41B C42B -5.0(2) . . . . ?
F4 P3 C41B C46B -68.7(2) . . . . ?
C51B P3 C41B C46B 45.6(2) . . . . ?
C333 P3 C41B C46B -179.6(2) . . . . ?
C46B C41B C42B C43B 2.1(4) . . . . ?
P3 C41B C42B C43B -172.4(2) . . . . ?
C41B C42B C43B C44B -1.6(4) . . . . ?
C42B C43B C44B C45B 0.0(4) . . . . ?
C43B C44B C45B C46B 1.0(5) . . . . ?
C44B C45B C46B C41B -0.5(4) . . . . ?
C42B C41B C46B C45B -1.1(4) . . . . ?
P3 C41B C46B C45B 173.5(2) . . . . ?
C53B C54B C55B C56B 0.1(4) . . . . ?
C52B C51B C56B C55B -0.4(4) . . . . ?
P3 C51B C56B C55B 178.1(2) . . . . ?
C54B C55B C56B C51B 0.5(4) . . . . ?
N2 C11B C12B C13B 1.8(4) . . . . ?
C333 C11B C12B C13B -176.3(2) . . . . ?
C11B C12B C13B C14B 0.1(4) . . . . ?
N2 C15B C14B C13B 1.5(4) . . . . ?
C444 C15B C14B C13B -180.0(2) . . . . ?
C12B C13B C14B C15B -1.7(4) . . . . ?
C32B C31B C36B C35B -0.2(4) . . . . ?
P4 C31B C36B C35B 179.7(2) . . . . ?
C33B C34B C35B C36B 1.1(4) . . . . ?
C31B C36B C35B C34B -0.6(4) . . . . ?
O3 S2 C63 F5 -64.0(2) . . . . ?
O1 S2 C63 F5 174.7(2) . . . . ?
O2 S2 C63 F5 54.6(2) . . . . ?
O3 S2 C63 F6 174.3(2) . . . . ?
O1 S2 C63 F6 53.0(3) . . . . ?
O2 S2 C63 F6 -67.1(2) . . . . ?
O3 S2 C63 F7 55.2(2) . . . . ?
O1 S2 C63 F7 -66.1(2) . . . . ?
O2 S2 C63 F7 173.9(2) . . . . ?
O6 S3 C64 F9 58.6(3) . . . . ?
O5 S3 C64 F9 -179.7(2) . . . . ?
O4 S3 C64 F9 -60.6(3) . . . . ?
O6 S3 C64 F8 -61.8(2) . . . . ?
O5 S3 C64 F8 59.9(2) . . . . ?
O4 S3 C64 F8 178.9(2) . . . . ?
O6 S3 C64 F10 178.7(2) . . . . ?
O5 S3 C64 F10 -59.5(2) . . . . ?
O4 S3 C64 F10 59.5(2) . . . . ?
O11 S5 C66 F15 -62.4(2) . . . . ?
O12 S5 C66 F15 58.8(2) . . . . ?
O10 S5 C66 F15 178.3(2) . . . . ?
O11 S5 C66 F16 57.6(3) . . . . ?
O12 S5 C66 F16 178.8(2) . . . . ?
O10 S5 C66 F16 -61.7(3) . . . . ?
O11 S5 C66 F14 178.1(2) . . . . ?
O12 S5 C66 F14 -60.7(3) . . . . ?
O10 S5 C66 F14 58.8(2) . . . . ?
F11A C1S S1A O3A -60.5(4) . . . . ?
F13A C1S S1A O3A 59.6(4) . . . . ?
F12A C1S S1A O3A 175.0(3) . . . . ?
F11A C1S S1A O1A 58.8(5) . . . . ?
F13A C1S S1A O1A 178.9(4) . . . . ?
F12A C1S S1A O1A -65.7(4) . . . . ?
F11A C1S S1A O2A 180.0(5) . . . . ?
F13A C1S S1A O2A -60.0(5) . . . . ?
F12A C1S S1A O2A 55.5(5) . . . . ?

_refine_diff_density_max         1.547
_refine_diff_density_min         -0.629
_refine_diff_density_rms         0.065

####################################################################### 
# 
# 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_pbca_sq
_database_code_depnum_ccdc_archive 'CCDC 1530966'
_audit_update_record             
;
2017-02-27 deposited with the CCDC.
2017-03-01 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            'C33 H30 F7 N O3 P2 S'
_chemical_formula_weight         715.58

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_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, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.7886(16)
_cell_length_b                   16.6604(15)
_cell_length_c                   27.550(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7705.9(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6492
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      20.56

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_F_000             2944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.231
_shelx_estimated_absorpt_T_min   0.966
_shelx_estimated_absorpt_T_max   0.982
_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            35388
_diffrn_reflns_av_unetI/netI     0.0483
_diffrn_reflns_av_R_equivalents  0.0639
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.912
_diffrn_reflns_theta_max         23.255
_diffrn_reflns_theta_full        23.255
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5536
_reflns_number_gt                3543
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       '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          
;
A pocket of electron density was found in the course of the refinement of this structure. 
An attempt to model this electron density as a pentane (C5H12) molecule disordered across 
two positions was attempted, but did not give satisfactory figures of merit in the end of the
refinement process. The SQUEEZE function was used to remove the contribution of this pocket of 
disordered electron density. This treatment is no way affects the conclusions made on the 
connectivity or composition of the target structure.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0611P)²+14.4529P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5536
_refine_ls_number_parameters     425
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1026
_refine_ls_R_factor_gt           0.0630
_refine_ls_wR_factor_ref         0.1665
_refine_ls_wR_factor_gt          0.1467
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.034
_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 0.82519(7) 1.03224(6) 0.11912(4) 0.0349(3) Uani 1 1 d . . . . .
F1 F 0.75607(16) 0.9421(2) 0.34935(9) 0.0652(8) Uani 1 1 d . . . . .
N1 N 0.7680(2) 0.9606(2) 0.23486(11) 0.0358(9) Uani 1 1 d . . . . .
C1A C 0.7326(3) 0.8998(3) 0.26017(15) 0.0441(12) Uani 1 1 d . . . . .
C1 C 0.7319(3) 1.0424(3) 0.23475(16) 0.0463(12) Uani 1 1 d . . . . .
H1A H 0.7023 1.0507 0.2650 0.069 Uiso 1 1 calc R U . . .
H1B H 0.6955 1.0474 0.2071 0.069 Uiso 1 1 calc R U . . .
H1C H 0.7741 1.0828 0.2321 0.069 Uiso 1 1 calc R U . . .
C2 C 0.7687(4) 0.8249(3) 0.26109(17) 0.0568(14) Uani 1 1 d . . . . .
H2 H 0.7437 0.7819 0.2778 0.068 Uiso 1 1 calc R U . . .
C22 C 0.5985(4) 1.1091(3) 0.3509(2) 0.0720(17) Uani 1 1 d . . . . .
H22 H 0.5486 1.0859 0.3425 0.086 Uiso 1 1 calc R U . . .
C21 C 0.6641(3) 1.0606(3) 0.35750(16) 0.0568(14) Uani 1 1 d . . . . .
C3 C 0.8394(4) 0.8124(3) 0.23832(19) 0.0658(16) Uani 1 1 d . . . . .
H3 H 0.8654 0.7619 0.2406 0.079 Uiso 1 1 calc R U . . .
C4 C 0.8729(3) 0.8741(3) 0.21171(16) 0.0510(13) Uani 1 1 d . . . . .
H4 H 0.9216 0.8655 0.1950 0.061 Uiso 1 1 calc R U . . .
C25 C 0.7403(5) 1.1809(5) 0.3761(2) 0.099(2) Uani 1 1 d . U . . .
H25 H 0.7892 1.2056 0.3850 0.119 Uiso 1 1 calc R U . . .
C1B C 0.8362(3) 0.9479(3) 0.20917(14) 0.0365(11) Uani 1 1 d . . . . .
C24 C 0.6744(6) 1.2254(5) 0.3692(3) 0.105(3) Uani 1 1 d . U . . .
H24 H 0.6769 1.2820 0.3735 0.126 Uiso 1 1 calc R U . . .
C23 C 0.6051(5) 1.1913(4) 0.3563(2) 0.095(2) Uani 1 1 d . . . . .
H23 H 0.5597 1.2242 0.3509 0.114 Uiso 1 1 calc R U . . .
C26 C 0.7357(4) 1.0966(4) 0.3700(2) 0.0833(19) Uani 1 1 d . U . . .
H26 H 0.7819 1.0646 0.3746 0.100 Uiso 1 1 calc R U . . .
C11 C 0.6492(3) 0.8863(3) 0.40028(16) 0.0455(12) Uani 1 1 d . . . . .
C12 C 0.5942(3) 0.8244(3) 0.40127(17) 0.0512(13) Uani 1 1 d . . . . .
H12 H 0.5594 0.8162 0.3745 0.061 Uiso 1 1 calc R U . . .
C13 C 0.5898(3) 0.7741(3) 0.44160(19) 0.0618(15) Uani 1 1 d . . . . .
H13 H 0.5528 0.7310 0.4422 0.074 Uiso 1 1 calc R U . . .
C14 C 0.6393(4) 0.7872(4) 0.4805(2) 0.0698(17) Uani 1 1 d . . . . .
H14 H 0.6356 0.7533 0.5082 0.084 Uiso 1 1 calc R U . . .
C15 C 0.6936(4) 0.8479(4) 0.48008(19) 0.0784(18) Uani 1 1 d . . . . .
H15 H 0.7275 0.8562 0.5073 0.094 Uiso 1 1 calc R U . . .
C16 C 0.6993(4) 0.8978(3) 0.43979(19) 0.0675(16) Uani 1 1 d . . . . .
H16 H 0.7376 0.9398 0.4393 0.081 Uiso 1 1 calc R U . . .
C33 C 0.6287(4) 1.1677(4) 0.0893(2) 0.0756(18) Uani 1 1 d . . . . .
H33 H 0.5764 1.1588 0.0774 0.091 Uiso 1 1 calc R U . . .
C222 C 0.6555(3) 0.9134(3) 0.28603(16) 0.0499(13) Uani 1 1 d . . . . .
H22A H 0.6265 0.8617 0.2867 0.060 Uiso 1 1 calc R U . . .
H22B H 0.6235 0.9510 0.2662 0.060 Uiso 1 1 calc R U . . .
C31 C 0.7569(3) 1.1158(3) 0.11262(15) 0.0423(12) Uani 1 1 d . . . . .
C41 C 0.8488(3) 0.9702(2) 0.06725(15) 0.0381(11) Uani 1 1 d . . . . .
C46 C 0.9275(3) 0.9588(3) 0.05338(16) 0.0484(12) Uani 1 1 d . . . . .
H46 H 0.9692 0.9838 0.0711 0.058 Uiso 1 1 calc R U . . .
C45 C 0.9455(4) 0.9105(3) 0.01338(19) 0.0652(16) Uani 1 1 d . . . . .
H45 H 0.9994 0.9011 0.0044 0.078 Uiso 1 1 calc R U . . .
C36 C 0.7817(3) 1.1933(3) 0.12244(18) 0.0581(14) Uani 1 1 d . . . . .
H36 H 0.8345 1.2029 0.1334 0.070 Uiso 1 1 calc R U . . .
C42 C 0.7886(3) 0.9339(3) 0.04035(17) 0.0540(13) Uani 1 1 d . . . . .
H42 H 0.7346 0.9412 0.0496 0.065 Uiso 1 1 calc R U . . .
C44 C 0.8843(6) 0.8767(3) -0.0129(2) 0.079(2) Uani 1 1 d . . . . .
H44 H 0.8962 0.8452 -0.0407 0.095 Uiso 1 1 calc R U . . .
C32 C 0.6794(3) 1.1040(3) 0.09663(18) 0.0570(14) Uani 1 1 d . . . . .
H32 H 0.6611 1.0510 0.0906 0.068 Uiso 1 1 calc R U . . .
C34 C 0.6541(5) 1.2444(4) 0.0994(2) 0.080(2) Uani 1 1 d . . . . .
H34 H 0.6192 1.2887 0.0945 0.097 Uiso 1 1 calc R U . . .
C35 C 0.7293(5) 1.2568(3) 0.1162(2) 0.0802(19) Uani 1 1 d . . . . .
H35 H 0.7461 1.3098 0.1239 0.096 Uiso 1 1 calc R U . . .
C43 C 0.8067(5) 0.8876(3) 0.0005(2) 0.0734(18) Uani 1 1 d . . . . .
H43 H 0.7653 0.8633 -0.0178 0.088 Uiso 1 1 calc R U . . .
C111 C 0.8715(3) 1.0123(3) 0.17816(15) 0.0387(11) Uani 1 1 d . . . . .
H11A H 0.9281 0.9985 0.1724 0.046 Uiso 1 1 calc R U . . .
H11B H 0.8708 1.0629 0.1970 0.046 Uiso 1 1 calc R U . . .
C1T C 0.5258(5) 0.6110(5) 0.3003(4) 0.148(5) Uani 1 1 d . . . . .
P2 P 0.65769(8) 0.95260(8) 0.34833(4) 0.0463(4) Uani 1 1 d . . . . .
F2 F 0.55835(14) 0.95587(15) 0.34448(9) 0.0473(7) Uani 1 1 d . . . . .
F3 F 0.90234(14) 1.09128(13) 0.10818(8) 0.0441(6) Uani 1 1 d . . . . .
F4 F 0.74878(14) 0.97093(13) 0.13279(8) 0.0404(6) Uani 1 1 d . . . . .
S1 S 0.56029(11) 0.69176(9) 0.26673(6) 0.0751(5) Uani 1 1 d . . . . .
O1 O 0.5257(3) 0.7595(2) 0.28892(18) 0.1024(15) Uani 1 1 d . . . . .
F1T F 0.5389(4) 0.6145(3) 0.3468(2) 0.178(3) Uani 1 1 d . . . . .
F2T F 0.5542(4) 0.5415(2) 0.2863(2) 0.230(4) Uani 1 1 d . . . . .
O2 O 0.6428(3) 0.6817(3) 0.2722(3) 0.154(3) Uani 1 1 d . . . . .
O3 O 0.5415(6) 0.6770(4) 0.2195(2) 0.210(4) Uani 1 1 d . . . . .
F3T F 0.4458(4) 0.6082(5) 0.2963(4) 0.272(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 F3 1.654(3) . ?
P1 F4 1.682(3) . ?
P1 C41 1.807(4) . ?
P1 C31 1.812(5) . ?
P1 C111 1.833(4) . ?
F1 P2 1.661(3) . ?
N1 C1B 1.362(5) . ?
N1 C1A 1.366(5) . ?
N1 C1 1.492(5) . ?
C1A C2 1.388(7) . ?
C1A C222 1.495(6) . ?
C2 C3 1.358(7) . ?
C22 C21 1.378(8) . ?
C22 C23 1.383(8) . ?
C21 C26 1.387(8) . ?
C21 P2 1.820(6) . ?
C3 C4 1.382(7) . ?
C4 C1B 1.377(6) . ?
C25 C24 1.346(10) . ?
C25 C26 1.416(10) . ?
C1B C111 1.494(6) . ?
C24 C23 1.343(10) . ?
C11 C12 1.386(6) . ?
C11 C16 1.389(7) . ?
C11 P2 1.813(5) . ?
C12 C13 1.394(7) . ?
C13 C14 1.374(7) . ?
C14 C15 1.362(8) . ?
C15 C16 1.390(8) . ?
C33 C34 1.375(9) . ?
C33 C32 1.376(7) . ?
C222 P2 1.837(4) . ?
C31 C36 1.382(6) . ?
C31 C32 1.388(7) . ?
C41 C46 1.389(6) . ?
C41 C42 1.391(6) . ?
C46 C45 1.398(7) . ?
C45 C44 1.377(9) . ?
C36 C35 1.388(7) . ?
C42 C43 1.377(7) . ?
C44 C43 1.365(9) . ?
C34 C35 1.361(9) . ?
C1T F1T 1.301(12) . ?
C1T F2T 1.311(8) . ?
C1T F3T 1.349(11) . ?
C1T S1 1.731(10) . ?
P2 F2 1.672(3) . ?
S1 O3 1.360(6) . ?
S1 O2 1.403(5) . ?
S1 O1 1.409(4) . ?

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
F3 P1 F4 177.24(14) . . ?
F3 P1 C41 91.40(17) . . ?
F4 P1 C41 89.82(17) . . ?
F3 P1 C31 91.15(18) . . ?
F4 P1 C31 90.38(18) . . ?
C41 P1 C31 120.0(2) . . ?
F3 P1 C111 86.39(16) . . ?
F4 P1 C111 90.86(16) . . ?
C41 P1 C111 120.3(2) . . ?
C31 P1 C111 119.7(2) . . ?
C1B N1 C1A 121.1(4) . . ?
C1B N1 C1 118.8(3) . . ?
C1A N1 C1 120.0(4) . . ?
N1 C1A C2 119.0(4) . . ?
N1 C1A C222 120.6(4) . . ?
C2 C1A C222 120.4(4) . . ?
C3 C2 C1A 120.8(5) . . ?
C21 C22 C23 120.1(7) . . ?
C22 C21 C26 118.1(6) . . ?
C22 C21 P2 120.9(4) . . ?
C26 C21 P2 121.0(5) . . ?
C2 C3 C4 119.1(5) . . ?
C1B C4 C3 120.6(5) . . ?
C24 C25 C26 119.0(7) . . ?
N1 C1B C4 119.2(4) . . ?
N1 C1B C111 121.3(4) . . ?
C4 C1B C111 119.5(4) . . ?
C23 C24 C25 121.1(8) . . ?
C24 C23 C22 121.2(8) . . ?
C21 C26 C25 120.5(7) . . ?
C12 C11 C16 119.4(5) . . ?
C12 C11 P2 121.4(4) . . ?
C16 C11 P2 119.2(4) . . ?
C11 C12 C13 119.9(5) . . ?
C14 C13 C12 119.7(5) . . ?
C15 C14 C13 121.0(5) . . ?
C14 C15 C16 119.8(5) . . ?
C11 C16 C15 120.1(5) . . ?
C34 C33 C32 119.8(6) . . ?
C1A C222 P2 118.8(3) . . ?
C36 C31 C32 118.5(5) . . ?
C36 C31 P1 120.5(4) . . ?
C32 C31 P1 121.0(4) . . ?
C46 C41 C42 119.0(4) . . ?
C46 C41 P1 120.3(3) . . ?
C42 C41 P1 120.7(4) . . ?
C41 C46 C45 120.1(5) . . ?
C44 C45 C46 119.2(6) . . ?
C31 C36 C35 119.8(5) . . ?
C43 C42 C41 120.6(6) . . ?
C43 C44 C45 121.0(5) . . ?
C33 C32 C31 121.1(5) . . ?
C35 C34 C33 119.8(6) . . ?
C34 C35 C36 121.0(6) . . ?
C44 C43 C42 120.1(6) . . ?
C1B C111 P1 118.0(3) . . ?
F1T C1T F2T 105.5(11) . . ?
F1T C1T F3T 104.4(7) . . ?
F2T C1T F3T 107.9(7) . . ?
F1T C1T S1 115.8(6) . . ?
F2T C1T S1 114.1(5) . . ?
F3T C1T S1 108.5(10) . . ?
F1 P2 F2 175.03(16) . . ?
F1 P2 C11 90.01(19) . . ?
F2 P2 C11 89.54(18) . . ?
F1 P2 C21 92.5(2) . . ?
F2 P2 C21 92.0(2) . . ?
C11 P2 C21 119.8(2) . . ?
F1 P2 C222 89.91(19) . . ?
F2 P2 C222 86.10(18) . . ?
C11 P2 C222 121.3(2) . . ?
C21 P2 C222 118.8(2) . . ?
O3 S1 O2 108.1(5) . . ?
O3 S1 O1 117.7(4) . . ?
O2 S1 O1 117.1(4) . . ?
O3 S1 C1T 107.0(5) . . ?
O2 S1 C1T 100.3(4) . . ?
O1 S1 C1T 104.7(3) . . ?

_refine_diff_density_max         0.551
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.055



####################################################################### 
# 
# 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_q1
_database_code_depnum_ccdc_archive 'CCDC 1530967'
_audit_update_record             
;
2017-02-27 deposited with the CCDC.
2017-03-01 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            'C31 H27 B2 F10 N P2'
_chemical_formula_weight         687.09

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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'
'-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                   28.205(3)
_cell_length_b                   15.0893(11)
_cell_length_c                   19.149(2)
_cell_angle_alpha                90
_cell_angle_beta                 130.351(7)
_cell_angle_gamma                90
_cell_volume                     6210.9(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9968
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      27.47

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_F_000             2800
_exptl_transmission_factor_min   0.6907
_exptl_transmission_factor_max   0.7456
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.224
_shelx_estimated_absorpt_T_min   0.957
_shelx_estimated_absorpt_T_max   0.978
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   '(Blessing, 1995)'
_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 Kappa APEX II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            49190
_diffrn_reflns_av_unetI/netI     0.0380
_diffrn_reflns_av_R_equivalents  0.0474
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.129
_diffrn_reflns_theta_max         27.721
_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             7222
_reflns_number_gt                5163
_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)+(0.0443P)²+5.6376P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7222
_refine_ls_number_parameters     416
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0693
_refine_ls_R_factor_gt           0.0414
_refine_ls_wR_factor_ref         0.1048
_refine_ls_wR_factor_gt          0.0931
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_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
P1 P 0.14676(2) 0.42912(3) 0.46773(3) 0.02593(12) Uani 1 1 d . . . . .
P2 P 0.07024(2) 0.19959(3) 0.62757(3) 0.02372(12) Uani 1 1 d . . . . .
F1 F 0.16218(6) 0.45427(8) 0.40586(9) 0.0407(3) Uani 1 1 d . . . . .
F2 F 0.11376(5) 0.17173(8) 0.60831(8) 0.0353(3) Uani 1 1 d . . . . .
F11 F 0.02480(8) 0.13784(12) 0.32505(10) 0.0714(5) Uani 1 1 d . . . . .
F12 F 0.04520(9) 0.24315(12) 0.26415(13) 0.0817(6) Uani 1 1 d . . . . .
F21 F 0.04760(7) 0.60140(10) 0.27143(10) 0.0557(4) Uani 1 1 d . . . . .
F22 F 0.02044(7) 0.70658(10) 0.32403(9) 0.0554(4) Uani 1 1 d . . . . .
F31 F 0.28281(7) -0.12490(9) 0.61034(9) 0.0505(4) Uani 1 1 d . . . . .
F32 F 0.27442(5) -0.13469(8) 0.71953(8) 0.0387(3) Uani 1 1 d . . . . .
F33 F 0.33486(5) -0.02853(8) 0.72932(8) 0.0359(3) Uani 1 1 d . . . . .
F34 F 0.23055(5) -0.01913(8) 0.61984(9) 0.0456(3) Uani 1 1 d . . . . .
B1 B 0.0000 0.1894(2) 0.2500 0.0366(8) Uani 1 2 d S T P . .
B2 B 0.0000 0.6551(2) 0.2500 0.0287(7) Uani 1 2 d S T P . .
B3 B 0.28077(10) -0.07678(15) 0.66928(15) 0.0285(5) Uani 1 1 d . . . . .
N1 N 0.06543(7) 0.37248(10) 0.50608(10) 0.0217(3) Uani 1 1 d . . . . .
C1 C 0.06449(9) 0.41747(14) 0.38424(13) 0.0292(4) Uani 1 1 d . . . . .
H1A H 0.0473 0.4701 0.3438 0.035 Uiso 1 1 calc R U . . .
H1B H 0.0549 0.3651 0.3459 0.035 Uiso 1 1 calc R U . . .
C2 C 0.07572(9) 0.31775(13) 0.63434(12) 0.0262(4) Uani 1 1 d . . . . .
H2A H 0.0614 0.3399 0.6667 0.031 Uiso 1 1 calc R U . . .
H2B H 0.1197 0.3355 0.6703 0.031 Uiso 1 1 calc R U . . .
C101 C 0.03703(8) 0.35940(12) 0.54055(13) 0.0237(4) Uani 1 1 d . . . . .
C102 C -0.02502(9) 0.38015(13) 0.49251(14) 0.0312(4) Uani 1 1 d . . . . .
H102 H -0.0439 0.3691 0.5185 0.037 Uiso 1 1 calc R U . . .
C103 C -0.05890(9) 0.41704(14) 0.40643(15) 0.0369(5) Uani 1 1 d . . . . .
H103 H -0.1013 0.4326 0.3726 0.044 Uiso 1 1 calc R U . . .
C104 C -0.03049(9) 0.43106(14) 0.37008(14) 0.0326(5) Uani 1 1 d . . . . .
H104 H -0.0528 0.4565 0.3110 0.039 Uiso 1 1 calc R U . . .
C105 C 0.03148(9) 0.40718(12) 0.42180(12) 0.0247(4) Uani 1 1 d . . . . .
C201 C 0.09892(9) 0.14924(13) 0.73110(13) 0.0283(4) Uani 1 1 d . . . . .
C202 C 0.07878(11) 0.06518(15) 0.73182(15) 0.0421(6) Uani 1 1 d . . . . .
H202 H 0.0466 0.0363 0.6759 0.050 Uiso 1 1 calc R U . . .
C203 C 0.10625(13) 0.02411(16) 0.81507(17) 0.0525(7) Uani 1 1 d . . . . .
H203 H 0.0924 -0.0328 0.8164 0.063 Uiso 1 1 calc R U . . .
C204 C 0.15334(11) 0.06560(16) 0.89525(15) 0.0441(6) Uani 1 1 d . . . . .
H204 H 0.1727 0.0366 0.9520 0.053 Uiso 1 1 calc R U . . .
C205 C 0.17295(11) 0.14831(17) 0.89479(14) 0.0437(6) Uani 1 1 d . . . . .
H205 H 0.2056 0.1763 0.9511 0.052 Uiso 1 1 calc R U . . .
C206 C 0.14574(10) 0.19137(16) 0.81321(14) 0.0381(5) Uani 1 1 d . . . . .
H206 H 0.1589 0.2493 0.8131 0.046 Uiso 1 1 calc R U . . .
C301 C -0.00372(8) 0.16102(13) 0.53153(12) 0.0256(4) Uani 1 1 d . . . . .
C302 C -0.01658(10) 0.15515(14) 0.44802(13) 0.0334(5) Uani 1 1 d . . . . .
H302 H 0.0150 0.1669 0.4447 0.040 Uiso 1 1 calc R U . . .
C303 C -0.07557(11) 0.13209(16) 0.37045(14) 0.0430(6) Uani 1 1 d . . . . .
H303 H -0.0850 0.1290 0.3130 0.052 Uiso 1 1 calc R U . . .
C304 C -0.12087(10) 0.11349(17) 0.37585(16) 0.0478(6) Uani 1 1 d . . . . .
H304 H -0.1613 0.0966 0.3222 0.057 Uiso 1 1 calc R U . . .
C305 C -0.10822(10) 0.11907(17) 0.45846(16) 0.0448(6) Uani 1 1 d . . . . .
H305 H -0.1398 0.1057 0.4614 0.054 Uiso 1 1 calc R U . . .
C306 C -0.04971(9) 0.14413(14) 0.53688(14) 0.0338(5) Uani 1 1 d . . . . .
H306 H -0.0411 0.1497 0.5936 0.041 Uiso 1 1 calc R U . . .
C401 C 0.18963(9) 0.33226(13) 0.52601(13) 0.0269(4) Uani 1 1 d . . . . .
C402 C 0.25460(10) 0.33855(15) 0.58820(15) 0.0352(5) Uani 1 1 d . . . . .
H402 H 0.2743 0.3942 0.5999 0.042 Uiso 1 1 calc R U . . .
C403 C 0.29000(10) 0.26313(16) 0.63247(15) 0.0399(5) Uani 1 1 d . . . . .
H403 H 0.3341 0.2665 0.6741 0.048 Uiso 1 1 calc R U . . .
C404 C 0.26074(11) 0.18324(15) 0.61573(15) 0.0384(5) Uani 1 1 d . . . . .
H404 H 0.2851 0.1320 0.6480 0.046 Uiso 1 1 calc R U . . .
C405 C 0.19681(11) 0.17610(14) 0.55315(16) 0.0376(5) Uani 1 1 d . . . . .
H405 H 0.1775 0.1200 0.5412 0.045 Uiso 1 1 calc R U . . .
C406 C 0.16070(10) 0.25117(13) 0.50760(15) 0.0314(4) Uani 1 1 d . . . . .
H406 H 0.1166 0.2469 0.4643 0.038 Uiso 1 1 calc R U . . .
C501 C 0.17266(9) 0.52084(13) 0.54135(14) 0.0271(4) Uani 1 1 d . . . . .
C502 C 0.16194(10) 0.60575(14) 0.50459(16) 0.0368(5) Uani 1 1 d . . . . .
H502 H 0.1406 0.6137 0.4412 0.044 Uiso 1 1 calc R U . . .
C503 C 0.18296(12) 0.67775(15) 0.56201(19) 0.0484(6) Uani 1 1 d . . . . .
H503 H 0.1754 0.7359 0.5378 0.058 Uiso 1 1 calc R U . . .
C504 C 0.21510(11) 0.66615(16) 0.65467(18) 0.0462(6) Uani 1 1 d . . . . .
H504 H 0.2299 0.7164 0.6936 0.055 Uiso 1 1 calc R U . . .
C505 C 0.22582(10) 0.58253(15) 0.69082(16) 0.0396(5) Uani 1 1 d . . . . .
H505 H 0.2480 0.5751 0.7545 0.048 Uiso 1 1 calc R U . . .
C506 C 0.20421(10) 0.50930(14) 0.63424(14) 0.0323(5) Uani 1 1 d . . . . .
H506 H 0.2108 0.4514 0.6586 0.039 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
P1 F1 1.5504(12) . ?
P1 C401 1.760(2) . ?
P1 C501 1.762(2) . ?
P1 C1 1.780(2) . ?
P2 F2 1.5512(12) . ?
P2 C201 1.756(2) . ?
P2 C301 1.7621(19) . ?
P2 C2 1.787(2) . ?
F11 B1 1.364(3) . ?
F12 B1 1.381(3) . ?
F21 B2 1.383(2) . ?
F22 B2 1.374(2) . ?
F31 B3 1.374(3) . ?
F32 B3 1.395(3) . ?
F33 B3 1.381(2) . ?
F34 B3 1.387(2) . ?
B1 F11 1.364(3) 2 ?
B1 F12 1.381(3) 2 ?
B2 F22 1.374(2) 2 ?
B2 F21 1.383(2) 2 ?
N1 C105 1.339(2) . ?
N1 C101 1.342(2) . ?
C1 C105 1.508(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C101 1.508(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C101 C102 1.387(3) . ?
C102 C103 1.378(3) . ?
C102 H102 0.9500 . ?
C103 C104 1.376(3) . ?
C103 H103 0.9500 . ?
C104 C105 1.387(3) . ?
C104 H104 0.9500 . ?
C201 C206 1.390(3) . ?
C201 C202 1.394(3) . ?
C202 C203 1.388(3) . ?
C202 H202 0.9500 . ?
C203 C204 1.368(3) . ?
C203 H203 0.9500 . ?
C204 C205 1.367(3) . ?
C204 H204 0.9500 . ?
C205 C206 1.378(3) . ?
C205 H205 0.9500 . ?
C206 H206 0.9500 . ?
C301 C306 1.389(3) . ?
C301 C302 1.395(3) . ?
C302 C303 1.377(3) . ?
C302 H302 0.9500 . ?
C303 C304 1.376(3) . ?
C303 H303 0.9500 . ?
C304 C305 1.381(3) . ?
C304 H304 0.9500 . ?
C305 C306 1.383(3) . ?
C305 H305 0.9500 . ?
C306 H306 0.9500 . ?
C401 C406 1.384(3) . ?
C401 C402 1.400(3) . ?
C402 C403 1.384(3) . ?
C402 H402 0.9500 . ?
C403 C404 1.376(3) . ?
C403 H403 0.9500 . ?
C404 C405 1.379(3) . ?
C404 H404 0.9500 . ?
C405 C406 1.390(3) . ?
C405 H405 0.9500 . ?
C406 H406 0.9500 . ?
C501 C506 1.392(3) . ?
C501 C502 1.397(3) . ?
C502 C503 1.377(3) . ?
C502 H502 0.9500 . ?
C503 C504 1.385(4) . ?
C503 H503 0.9500 . ?
C504 C505 1.375(3) . ?
C504 H504 0.9500 . ?
C505 C506 1.382(3) . ?
C505 H505 0.9500 . ?
C506 H506 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
F1 P1 C401 105.69(8) . . ?
F1 P1 C501 104.06(8) . . ?
C401 P1 C501 112.73(10) . . ?
F1 P1 C1 100.69(8) . . ?
C401 P1 C1 116.65(10) . . ?
C501 P1 C1 114.86(9) . . ?
F2 P2 C201 107.10(8) . . ?
F2 P2 C301 104.28(8) . . ?
C201 P2 C301 113.83(9) . . ?
F2 P2 C2 104.06(8) . . ?
C201 P2 C2 113.26(9) . . ?
C301 P2 C2 113.18(9) . . ?
F11 B1 F11 110.3(3) . 2 ?
F11 B1 F12 108.68(10) . 2 ?
F11 B1 F12 110.48(12) 2 2 ?
F11 B1 F12 110.48(12) . . ?
F11 B1 F12 108.68(10) 2 . ?
F12 B1 F12 108.2(3) 2 . ?
F22 B2 F22 111.1(3) . 2 ?
F22 B2 F21 108.40(8) . 2 ?
F22 B2 F21 110.29(9) 2 2 ?
F22 B2 F21 110.29(9) . . ?
F22 B2 F21 108.40(8) 2 . ?
F21 B2 F21 108.3(3) 2 . ?
F31 B3 F33 110.56(18) . . ?
F31 B3 F34 109.76(17) . . ?
F33 B3 F34 109.09(17) . . ?
F31 B3 F32 109.14(17) . . ?
F33 B3 F32 108.79(16) . . ?
F34 B3 F32 109.47(18) . . ?
C105 N1 C101 117.48(16) . . ?
C105 C1 P1 115.48(13) . . ?
C105 C1 H1A 108.4 . . ?
P1 C1 H1A 108.4 . . ?
C105 C1 H1B 108.4 . . ?
P1 C1 H1B 108.4 . . ?
H1A C1 H1B 107.5 . . ?
C101 C2 P2 111.57(13) . . ?
C101 C2 H2A 109.3 . . ?
P2 C2 H2A 109.3 . . ?
C101 C2 H2B 109.3 . . ?
P2 C2 H2B 109.3 . . ?
H2A C2 H2B 108.0 . . ?
N1 C101 C102 122.65(18) . . ?
N1 C101 C2 116.42(16) . . ?
C102 C101 C2 120.91(17) . . ?
C103 C102 C101 118.98(19) . . ?
C103 C102 H102 120.5 . . ?
C101 C102 H102 120.5 . . ?
C104 C103 C102 119.14(19) . . ?
C104 C103 H103 120.4 . . ?
C102 C103 H103 120.4 . . ?
C103 C104 C105 118.44(19) . . ?
C103 C104 H104 120.8 . . ?
C105 C104 H104 120.8 . . ?
N1 C105 C104 123.30(18) . . ?
N1 C105 C1 115.74(16) . . ?
C104 C105 C1 120.94(17) . . ?
C206 C201 C202 120.00(19) . . ?
C206 C201 P2 119.01(16) . . ?
C202 C201 P2 120.81(15) . . ?
C203 C202 C201 119.3(2) . . ?
C203 C202 H202 120.3 . . ?
C201 C202 H202 120.3 . . ?
C204 C203 C202 119.9(2) . . ?
C204 C203 H203 120.0 . . ?
C202 C203 H203 120.0 . . ?
C205 C204 C203 120.9(2) . . ?
C205 C204 H204 119.6 . . ?
C203 C204 H204 119.6 . . ?
C204 C205 C206 120.5(2) . . ?
C204 C205 H205 119.8 . . ?
C206 C205 H205 119.8 . . ?
C205 C206 C201 119.4(2) . . ?
C205 C206 H206 120.3 . . ?
C201 C206 H206 120.3 . . ?
C306 C301 C302 120.72(18) . . ?
C306 C301 P2 120.97(15) . . ?
C302 C301 P2 118.09(15) . . ?
C303 C302 C301 119.2(2) . . ?
C303 C302 H302 120.4 . . ?
C301 C302 H302 120.4 . . ?
C304 C303 C302 120.2(2) . . ?
C304 C303 H303 119.9 . . ?
C302 C303 H303 119.9 . . ?
C303 C304 C305 120.7(2) . . ?
C303 C304 H304 119.7 . . ?
C305 C304 H304 119.7 . . ?
C304 C305 C306 120.1(2) . . ?
C304 C305 H305 119.9 . . ?
C306 C305 H305 119.9 . . ?
C305 C306 C301 119.02(19) . . ?
C305 C306 H306 120.5 . . ?
C301 C306 H306 120.5 . . ?
C406 C401 C402 120.52(18) . . ?
C406 C401 P1 121.54(15) . . ?
C402 C401 P1 117.83(16) . . ?
C403 C402 C401 119.6(2) . . ?
C403 C402 H402 120.2 . . ?
C401 C402 H402 120.2 . . ?
C404 C403 C402 119.4(2) . . ?
C404 C403 H403 120.3 . . ?
C402 C403 H403 120.3 . . ?
C403 C404 C405 121.4(2) . . ?
C403 C404 H404 119.3 . . ?
C405 C404 H404 119.3 . . ?
C404 C405 C406 119.8(2) . . ?
C404 C405 H405 120.1 . . ?
C406 C405 H405 120.1 . . ?
C401 C406 C405 119.29(19) . . ?
C401 C406 H406 120.4 . . ?
C405 C406 H406 120.4 . . ?
C506 C501 C502 120.62(19) . . ?
C506 C501 P1 121.02(15) . . ?
C502 C501 P1 118.35(16) . . ?
C503 C502 C501 118.7(2) . . ?
C503 C502 H502 120.6 . . ?
C501 C502 H502 120.6 . . ?
C502 C503 C504 120.6(2) . . ?
C502 C503 H503 119.7 . . ?
C504 C503 H503 119.7 . . ?
C505 C504 C503 120.6(2) . . ?
C505 C504 H504 119.7 . . ?
C503 C504 H504 119.7 . . ?
C504 C505 C506 119.8(2) . . ?
C504 C505 H505 120.1 . . ?
C506 C505 H505 120.1 . . ?
C505 C506 C501 119.6(2) . . ?
C505 C506 H506 120.2 . . ?
C501 C506 H506 120.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 P1 C1 C105 -170.47(14) . . . . ?
C401 P1 C1 C105 75.79(17) . . . . ?
C501 P1 C1 C105 -59.37(17) . . . . ?
F2 P2 C2 C101 78.13(14) . . . . ?
C201 P2 C2 C101 -165.93(13) . . . . ?
C301 P2 C2 C101 -34.45(16) . . . . ?
C105 N1 C101 C102 0.1(3) . . . . ?
C105 N1 C101 C2 178.23(16) . . . . ?
P2 C2 C101 N1 -89.91(17) . . . . ?
P2 C2 C101 C102 88.2(2) . . . . ?
N1 C101 C102 C103 -1.1(3) . . . . ?
C2 C101 C102 C103 -179.11(18) . . . . ?
C101 C102 C103 C104 0.9(3) . . . . ?
C102 C103 C104 C105 0.1(3) . . . . ?
C101 N1 C105 C104 1.0(3) . . . . ?
C101 N1 C105 C1 -177.72(16) . . . . ?
C103 C104 C105 N1 -1.1(3) . . . . ?
C103 C104 C105 C1 177.53(19) . . . . ?
P1 C1 C105 N1 -26.2(2) . . . . ?
P1 C1 C105 C104 155.02(16) . . . . ?
F2 P2 C201 C206 85.32(18) . . . . ?
C301 P2 C201 C206 -159.97(16) . . . . ?
C2 P2 C201 C206 -28.8(2) . . . . ?
F2 P2 C201 C202 -89.69(18) . . . . ?
C301 P2 C201 C202 25.0(2) . . . . ?
C2 P2 C201 C202 156.18(17) . . . . ?
C206 C201 C202 C203 -0.5(3) . . . . ?
P2 C201 C202 C203 174.5(2) . . . . ?
C201 C202 C203 C204 -1.1(4) . . . . ?
C202 C203 C204 C205 1.5(4) . . . . ?
C203 C204 C205 C206 -0.3(4) . . . . ?
C204 C205 C206 C201 -1.3(4) . . . . ?
C202 C201 C206 C205 1.7(3) . . . . ?
P2 C201 C206 C205 -173.39(18) . . . . ?
F2 P2 C301 C306 156.38(16) . . . . ?
C201 P2 C301 C306 40.0(2) . . . . ?
C2 P2 C301 C306 -91.18(18) . . . . ?
F2 P2 C301 C302 -29.02(18) . . . . ?
C201 P2 C301 C302 -145.38(16) . . . . ?
C2 P2 C301 C302 83.42(18) . . . . ?
C306 C301 C302 C303 -0.2(3) . . . . ?
P2 C301 C302 C303 -174.79(17) . . . . ?
C301 C302 C303 C304 -1.2(3) . . . . ?
C302 C303 C304 C305 1.1(4) . . . . ?
C303 C304 C305 C306 0.4(4) . . . . ?
C304 C305 C306 C301 -1.8(4) . . . . ?
C302 C301 C306 C305 1.7(3) . . . . ?
P2 C301 C306 C305 176.13(18) . . . . ?
F1 P1 C401 C406 -110.80(17) . . . . ?
C501 P1 C401 C406 136.17(16) . . . . ?
C1 P1 C401 C406 0.1(2) . . . . ?
F1 P1 C401 C402 65.50(17) . . . . ?
C501 P1 C401 C402 -47.54(18) . . . . ?
C1 P1 C401 C402 176.39(15) . . . . ?
C406 C401 C402 C403 -0.9(3) . . . . ?
P1 C401 C402 C403 -177.26(16) . . . . ?
C401 C402 C403 C404 -1.0(3) . . . . ?
C402 C403 C404 C405 2.4(3) . . . . ?
C403 C404 C405 C406 -1.9(3) . . . . ?
C402 C401 C406 C405 1.5(3) . . . . ?
P1 C401 C406 C405 177.68(16) . . . . ?
C404 C405 C406 C401 -0.1(3) . . . . ?
F1 P1 C501 C506 -138.08(16) . . . . ?
C401 P1 C501 C506 -24.05(19) . . . . ?
C1 P1 C501 C506 112.84(17) . . . . ?
F1 P1 C501 C502 40.57(17) . . . . ?
C401 P1 C501 C502 154.60(15) . . . . ?
C1 P1 C501 C502 -68.51(18) . . . . ?
C506 C501 C502 C503 -0.3(3) . . . . ?
P1 C501 C502 C503 -178.93(17) . . . . ?
C501 C502 C503 C504 1.2(3) . . . . ?
C502 C503 C504 C505 -0.9(4) . . . . ?
C503 C504 C505 C506 -0.2(3) . . . . ?
C504 C505 C506 C501 1.1(3) . . . . ?
C502 C501 C506 C505 -0.8(3) . . . . ?
P1 C501 C506 C505 177.77(16) . . . . ?

_refine_diff_density_max         0.361
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.052

