# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_jsm20a
_database_code_depnum_ccdc_archive 'CCDC 1415464'
_audit_update_record             
;
2015-07-27 deposited with the CCDC.
2015-10-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H26 P, F6 P, 0.5(C H4 O)'
_chemical_formula_sum            'C33.50 H28 F6 O0.50 P2'
_chemical_formula_weight         614.50

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   9.7820(12)
_cell_length_b                   15.0655(19)
_cell_length_c                   20.388(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.581(2)
_cell_angle_gamma                90.00
_cell_volume                     2962.7(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9912
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      26.4

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1268
_exptl_absorpt_coefficient_mu    0.209
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6975
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS, Sheldrick, 2008'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'combination of ω and φ-scans '
_diffrn_detector_area_resol_mean 8.33
_diffrn_reflns_number            39492
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_sigmaI/netI    0.0228
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.69
_diffrn_reflns_theta_max         26.56
_reflns_number_total             6151
_reflns_number_gt                5112
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX-II v2010-7'
_computing_cell_refinement       'Bruker SAINT v7.66A'
_computing_data_reduction        'Bruker SAINT v7.66A'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0407P)²+1.5239P] 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         6151
_refine_ls_number_parameters     390
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_ref         0.0914
_refine_ls_wR_factor_gt          0.0853
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.09124(4) 0.76798(2) 0.334233(18) 0.01823(10) Uani 1 1 d . . .
C1 C 0.08273(16) 0.72780(10) 0.41760(7) 0.0213(3) Uani 1 1 d . . .
H1A H 0.1742 0.7357 0.4461 0.026 Uiso 1 1 calc R . .
H1B H 0.0140 0.7632 0.4369 0.026 Uiso 1 1 calc R . .
C2 C 0.04226(16) 0.63087(10) 0.41671(7) 0.0213(3) Uani 1 1 d . . .
C3 C -0.09624(17) 0.60503(11) 0.40599(8) 0.0255(3) Uani 1 1 d . . .
H3A H -0.1672 0.6488 0.3997 0.031 Uiso 1 1 calc R . .
C4 C -0.13121(18) 0.51577(11) 0.40437(8) 0.0283(4) Uani 1 1 d . . .
H4A H -0.2261 0.4988 0.3970 0.034 Uiso 1 1 calc R . .
C5 C -0.02842(18) 0.45072(10) 0.41342(8) 0.0267(4) Uani 1 1 d . . .
C6 C 0.11077(18) 0.47663(11) 0.42481(8) 0.0287(4) Uani 1 1 d . . .
H6A H 0.1818 0.4330 0.4316 0.034 Uiso 1 1 calc R . .
C7 C 0.14522(17) 0.56598(11) 0.42626(8) 0.0257(3) Uani 1 1 d . . .
H7A H 0.2400 0.5831 0.4338 0.031 Uiso 1 1 calc R . .
C8 C -0.06596(19) 0.35828(11) 0.41299(8) 0.0307(4) Uani 1 1 d . . .
C9 C -0.09951(19) 0.28194(11) 0.41299(8) 0.0281(4) Uani 1 1 d . . .
C10 C -0.13961(17) 0.19023(10) 0.41574(7) 0.0226(3) Uani 1 1 d . . .
C11 C -0.27807(17) 0.16757(11) 0.41565(8) 0.0261(3) Uani 1 1 d . . .
H11A H -0.3468 0.2127 0.4118 0.031 Uiso 1 1 calc R . .
C12 C -0.31541(18) 0.07990(11) 0.42116(8) 0.0291(4) Uani 1 1 d . . .
H12A H -0.4096 0.0650 0.4215 0.035 Uiso 1 1 calc R . .
C13 C -0.21611(18) 0.01358(11) 0.42614(8) 0.0292(4) Uani 1 1 d . . .
H13A H -0.2421 -0.0467 0.4301 0.035 Uiso 1 1 calc R . .
C14 C -0.07891(18) 0.03537(11) 0.42540(8) 0.0293(4) Uani 1 1 d . . .
H14A H -0.0111 -0.0102 0.4282 0.035 Uiso 1 1 calc R . .
C15 C -0.03978(17) 0.12309(11) 0.42058(8) 0.0258(3) Uani 1 1 d . . .
H15A H 0.0547 0.1377 0.4206 0.031 Uiso 1 1 calc R . .
C16 C -0.07967(15) 0.77860(10) 0.28618(7) 0.0214(3) Uani 1 1 d . . .
C17 C -0.09801(18) 0.76897(11) 0.21714(8) 0.0286(4) Uani 1 1 d . . .
H17A H -0.0225 0.7514 0.1962 0.034 Uiso 1 1 calc R . .
C18 C -0.2271(2) 0.78514(12) 0.17923(9) 0.0363(4) Uani 1 1 d . . .
H18A H -0.2398 0.7791 0.1322 0.044 Uiso 1 1 calc R . .
C19 C -0.33737(19) 0.81007(12) 0.20990(10) 0.0386(5) Uani 1 1 d . . .
H19A H -0.4258 0.8206 0.1838 0.046 Uiso 1 1 calc R . .
C20 C -0.31938(18) 0.81971(12) 0.27839(10) 0.0335(4) Uani 1 1 d . . .
H20A H -0.3955 0.8368 0.2991 0.040 Uiso 1 1 calc R . .
C21 C -0.19054(16) 0.80453(10) 0.31686(8) 0.0256(3) Uani 1 1 d . . .
H21A H -0.1780 0.8117 0.3638 0.031 Uiso 1 1 calc R . .
C22 C 0.19071(16) 0.69072(10) 0.29509(7) 0.0217(3) Uani 1 1 d . . .
C23 C 0.12985(17) 0.61146(10) 0.26871(8) 0.0260(3) Uani 1 1 d . . .
H23A H 0.0334 0.6016 0.2670 0.031 Uiso 1 1 calc R . .
C24 C 0.21073(19) 0.54777(11) 0.24525(8) 0.0300(4) Uani 1 1 d . . .
H24A H 0.1699 0.4939 0.2273 0.036 Uiso 1 1 calc R . .
C25 C 0.35119(19) 0.56212(12) 0.24787(9) 0.0336(4) Uani 1 1 d . . .
H25A H 0.4064 0.5180 0.2316 0.040 Uiso 1 1 calc R . .
C26 C 0.41202(18) 0.64016(12) 0.27403(9) 0.0343(4) Uani 1 1 d . . .
H26A H 0.5086 0.6494 0.2757 0.041 Uiso 1 1 calc R . .
C27 C 0.33210(17) 0.70502(11) 0.29788(8) 0.0268(3) Uani 1 1 d . . .
H27A H 0.3736 0.7586 0.3159 0.032 Uiso 1 1 calc R . .
C28 C 0.17289(15) 0.87528(10) 0.33859(7) 0.0202(3) Uani 1 1 d . . .
C29 C 0.17368(18) 0.92210(11) 0.27924(8) 0.0305(4) Uani 1 1 d . . .
H29A H 0.1322 0.8972 0.2379 0.037 Uiso 1 1 calc R . .
C30 C 0.23532(19) 1.00486(12) 0.28138(9) 0.0340(4) Uani 1 1 d . . .
H30A H 0.2366 1.0368 0.2413 0.041 Uiso 1 1 calc R . .
C31 C 0.29531(17) 1.04160(11) 0.34177(9) 0.0285(4) Uani 1 1 d . . .
H31A H 0.3373 1.0985 0.3429 0.034 Uiso 1 1 calc R . .
C32 C 0.29419(17) 0.99581(11) 0.40014(8) 0.0266(3) Uani 1 1 d . . .
H32A H 0.3348 1.0215 0.4414 0.032 Uiso 1 1 calc R . .
C33 C 0.23375(16) 0.91207(10) 0.39889(8) 0.0230(3) Uani 1 1 d . . .
H33A H 0.2341 0.8802 0.4391 0.028 Uiso 1 1 calc R . .
P2 P 0.59346(4) 0.76111(3) 0.47368(2) 0.02421(11) Uani 1 1 d . . .
F1 F 0.43262(10) 0.73436(7) 0.46690(5) 0.0351(2) Uani 1 1 d . . .
F2 F 0.60260(11) 0.70679(9) 0.40716(5) 0.0479(3) Uani 1 1 d . . .
F3 F 0.75378(10) 0.78796(8) 0.47966(6) 0.0419(3) Uani 1 1 d . . .
F4 F 0.63657(12) 0.67388(7) 0.51574(6) 0.0491(3) Uani 1 1 d . . .
F5 F 0.58458(12) 0.81380(8) 0.54027(6) 0.0519(3) Uani 1 1 d . . .
F6 F 0.55051(12) 0.84731(8) 0.43053(7) 0.0604(4) Uani 1 1 d . . .
O1S O 0.4247(3) 0.5958(2) 0.58424(17) 0.0508(7) Uani 0.50 1 d P . .
H1S H 0.4416 0.6307 0.5545 0.061 Uiso 0.50 1 calc PR . .
C1S C 0.4987(5) 0.5174(3) 0.5813(4) 0.0788(19) Uani 0.50 1 d P . .
H1SA H 0.4855 0.4960 0.5352 0.095 Uiso 0.50 1 calc PR . .
H1SB H 0.4652 0.4724 0.6095 0.095 Uiso 0.50 1 calc PR . .
H1SC H 0.5975 0.5284 0.5969 0.095 Uiso 0.50 1 calc PR . .


_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 C22 1.7879(16) . ?
P1 C16 1.7986(15) . ?
P1 C28 1.7987(15) . ?
P1 C1 1.8191(15) . ?
C1 C2 1.512(2) . ?
C2 C3 1.391(2) . ?
C2 C7 1.394(2) . ?
C3 C4 1.387(2) . ?
C4 C5 1.394(2) . ?
C5 C6 1.398(2) . ?
C5 C8 1.440(2) . ?
C6 C7 1.387(2) . ?
C8 C9 1.196(2) . ?
C9 C10 1.440(2) . ?
C10 C11 1.397(2) . ?
C10 C15 1.398(2) . ?
C11 C12 1.380(2) . ?
C12 C13 1.385(2) . ?
C13 C14 1.384(2) . ?
C14 C15 1.384(2) . ?
C16 C21 1.395(2) . ?
C16 C17 1.397(2) . ?
C17 C18 1.388(2) . ?
C18 C19 1.386(3) . ?
C19 C20 1.386(3) . ?
C20 C21 1.388(2) . ?
C22 C27 1.392(2) . ?
C22 C23 1.401(2) . ?
C23 C24 1.379(2) . ?
C24 C25 1.383(3) . ?
C25 C26 1.384(2) . ?
C26 C27 1.389(2) . ?
C28 C33 1.389(2) . ?
C28 C29 1.402(2) . ?
C29 C30 1.382(2) . ?
C30 C31 1.388(2) . ?
C31 C32 1.377(2) . ?
C32 C33 1.392(2) . ?
P2 F6 1.5855(12) . ?
P2 F4 1.5875(11) . ?
P2 F5 1.5875(12) . ?
P2 F2 1.5990(11) . ?
P2 F3 1.6044(11) . ?
P2 F1 1.6077(10) . ?
O1S C1S 1.392(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C3 H3A 0.9500 . ?
C4 H4A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 H7A 0.9500 . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9500 . ?
C13 H13A 0.9500 . ?
C14 H14A 0.9500 . ?
C15 H15A 0.9500 . ?
C17 H17A 0.9500 . ?
C18 H18A 0.9500 . ?
C19 H19A 0.9500 . ?
C20 H20A 0.9500 . ?
C21 H21A 0.9500 . ?
C23 H23A 0.9500 . ?
C24 H24A 0.9500 . ?
C25 H25A 0.9500 . ?
C26 H26A 0.9500 . ?
C27 H27A 0.9500 . ?
C29 H29A 0.9500 . ?
C30 H30A 0.9500 . ?
C31 H31A 0.9500 . ?
C32 H32A 0.9500 . ?
C33 H33A 0.9500 . ?
O1S H1S 0.8400 . ?
C1S H1SA 0.9800 . ?
C1S H1SB 0.9800 . ?
C1S H1SC 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C22 P1 C16 109.90(7) . . ?
C22 P1 C28 109.69(7) . . ?
C16 P1 C28 108.17(7) . . ?
C22 P1 C1 108.26(7) . . ?
C16 P1 C1 110.83(7) . . ?
C28 P1 C1 109.99(7) . . ?
C2 C1 P1 111.27(10) . . ?
C3 C2 C7 119.19(14) . . ?
C3 C2 C1 121.21(14) . . ?
C7 C2 C1 119.60(14) . . ?
C4 C3 C2 120.33(15) . . ?
C3 C4 C5 120.59(16) . . ?
C4 C5 C6 119.12(15) . . ?
C4 C5 C8 120.10(16) . . ?
C6 C5 C8 120.76(16) . . ?
C7 C6 C5 120.07(15) . . ?
C6 C7 C2 120.70(16) . . ?
C9 C8 C5 178.7(2) . . ?
C8 C9 C10 177.78(17) . . ?
C11 C10 C15 119.29(15) . . ?
C11 C10 C9 120.33(15) . . ?
C15 C10 C9 120.35(15) . . ?
C12 C11 C10 120.24(15) . . ?
C11 C12 C13 120.29(16) . . ?
C14 C13 C12 119.83(15) . . ?
C15 C14 C13 120.49(16) . . ?
C14 C15 C10 119.84(15) . . ?
C21 C16 C17 120.12(15) . . ?
C21 C16 P1 120.15(12) . . ?
C17 C16 P1 119.44(12) . . ?
C18 C17 C16 119.70(17) . . ?
C19 C18 C17 120.06(17) . . ?
C20 C19 C18 120.34(16) . . ?
C19 C20 C21 120.21(17) . . ?
C20 C21 C16 119.56(16) . . ?
C27 C22 C23 120.23(15) . . ?
C27 C22 P1 119.48(12) . . ?
C23 C22 P1 119.88(12) . . ?
C24 C23 C22 119.65(15) . . ?
C23 C24 C25 120.09(16) . . ?
C24 C25 C26 120.55(16) . . ?
C25 C26 C27 120.11(16) . . ?
C26 C27 C22 119.37(15) . . ?
C33 C28 C29 120.01(14) . . ?
C33 C28 P1 121.59(12) . . ?
C29 C28 P1 118.41(12) . . ?
C30 C29 C28 119.45(15) . . ?
C29 C30 C31 120.36(16) . . ?
C32 C31 C30 120.26(15) . . ?
C31 C32 C33 120.17(15) . . ?
C28 C33 C32 119.75(15) . . ?
F6 P2 F4 179.02(8) . . ?
F6 P2 F5 91.02(8) . . ?
F4 P2 F5 89.96(7) . . ?
F6 P2 F2 89.76(8) . . ?
F4 P2 F2 89.26(7) . . ?
F5 P2 F2 179.21(8) . . ?
F6 P2 F3 90.07(6) . . ?
F4 P2 F3 89.95(6) . . ?
F5 P2 F3 90.04(6) . . ?
F2 P2 F3 90.09(6) . . ?
F6 P2 F1 89.57(6) . . ?
F4 P2 F1 90.40(6) . . ?
F5 P2 F1 90.39(6) . . ?
F2 P2 F1 89.48(6) . . ?
F3 P2 F1 179.44(7) . . ?
C2 C1 H1A 109.4 . . ?
P1 C1 H1A 109.4 . . ?
C2 C1 H1B 109.4 . . ?
P1 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
C4 C3 H3A 119.8 . . ?
C2 C3 H3A 119.8 . . ?
C3 C4 H4A 119.7 . . ?
C5 C4 H4A 119.7 . . ?
C7 C6 H6A 120.0 . . ?
C5 C6 H6A 120.0 . . ?
C6 C7 H7A 119.7 . . ?
C2 C7 H7A 119.7 . . ?
C12 C11 H11A 119.9 . . ?
C10 C11 H11A 119.9 . . ?
C11 C12 H12A 119.9 . . ?
C13 C12 H12A 119.9 . . ?
C14 C13 H13A 120.1 . . ?
C12 C13 H13A 120.1 . . ?
C15 C14 H14A 119.8 . . ?
C13 C14 H14A 119.8 . . ?
C14 C15 H15A 120.1 . . ?
C10 C15 H15A 120.1 . . ?
C18 C17 H17A 120.2 . . ?
C16 C17 H17A 120.2 . . ?
C19 C18 H18A 120.0 . . ?
C17 C18 H18A 120.0 . . ?
C20 C19 H19A 119.8 . . ?
C18 C19 H19A 119.8 . . ?
C19 C20 H20A 119.9 . . ?
C21 C20 H20A 119.9 . . ?
C20 C21 H21A 120.2 . . ?
C16 C21 H21A 120.2 . . ?
C24 C23 H23A 120.2 . . ?
C22 C23 H23A 120.2 . . ?
C23 C24 H24A 120.0 . . ?
C25 C24 H24A 120.0 . . ?
C24 C25 H25A 119.7 . . ?
C26 C25 H25A 119.7 . . ?
C25 C26 H26A 119.9 . . ?
C27 C26 H26A 119.9 . . ?
C26 C27 H27A 120.3 . . ?
C22 C27 H27A 120.3 . . ?
C30 C29 H29A 120.3 . . ?
C28 C29 H29A 120.3 . . ?
C29 C30 H30A 119.8 . . ?
C31 C30 H30A 119.8 . . ?
C32 C31 H31A 119.9 . . ?
C30 C31 H31A 119.9 . . ?
C31 C32 H32A 119.9 . . ?
C33 C32 H32A 119.9 . . ?
C28 C33 H33A 120.1 . . ?
C32 C33 H33A 120.1 . . ?
C1S O1S H1S 109.5 . . ?
O1S C1S H1SA 109.5 . . ?
O1S C1S H1SB 109.5 . . ?
H1SA C1S H1SB 109.5 . . ?
O1S C1S H1SC 109.5 . . ?
H1SA C1S H1SC 109.5 . . ?
H1SB C1S H1SC 109.5 . . ?

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
C22 P1 C1 C2 -48.47(13) . . . . ?
C16 P1 C1 C2 72.13(12) . . . . ?
C28 P1 C1 C2 -168.31(11) . . . . ?
P1 C1 C2 C3 -86.62(16) . . . . ?
P1 C1 C2 C7 92.85(15) . . . . ?
C7 C2 C3 C4 -0.4(2) . . . . ?
C1 C2 C3 C4 179.03(14) . . . . ?
C2 C3 C4 C5 0.0(2) . . . . ?
C3 C4 C5 C6 0.6(2) . . . . ?
C3 C4 C5 C8 178.74(15) . . . . ?
C4 C5 C6 C7 -0.7(2) . . . . ?
C8 C5 C6 C7 -178.85(15) . . . . ?
C5 C6 C7 C2 0.3(2) . . . . ?
C3 C2 C7 C6 0.3(2) . . . . ?
C1 C2 C7 C6 -179.16(14) . . . . ?
C4 C5 C8 C9 -25(9) . . . . ?
C6 C5 C8 C9 153(9) . . . . ?
C5 C8 C9 C10 -66(12) . . . . ?
C8 C9 C10 C11 84(5) . . . . ?
C8 C9 C10 C15 -94(5) . . . . ?
C15 C10 C11 C12 0.8(2) . . . . ?
C9 C10 C11 C12 -177.22(15) . . . . ?
C10 C11 C12 C13 -0.7(2) . . . . ?
C11 C12 C13 C14 -0.2(2) . . . . ?
C12 C13 C14 C15 0.8(2) . . . . ?
C13 C14 C15 C10 -0.6(2) . . . . ?
C11 C10 C15 C14 -0.2(2) . . . . ?
C9 C10 C15 C14 177.87(15) . . . . ?
C22 P1 C16 C21 154.35(12) . . . . ?
C28 P1 C16 C21 -85.92(13) . . . . ?
C1 P1 C16 C21 34.73(15) . . . . ?
C22 P1 C16 C17 -31.72(15) . . . . ?
C28 P1 C16 C17 88.02(14) . . . . ?
C1 P1 C16 C17 -151.33(12) . . . . ?
C21 C16 C17 C18 -0.1(2) . . . . ?
P1 C16 C17 C18 -174.07(13) . . . . ?
C16 C17 C18 C19 -0.5(3) . . . . ?
C17 C18 C19 C20 0.5(3) . . . . ?
C18 C19 C20 C21 0.0(3) . . . . ?
C19 C20 C21 C16 -0.7(2) . . . . ?
C17 C16 C21 C20 0.7(2) . . . . ?
P1 C16 C21 C20 174.60(12) . . . . ?
C16 P1 C22 C27 144.74(12) . . . . ?
C28 P1 C22 C27 25.94(15) . . . . ?
C1 P1 C22 C27 -94.09(13) . . . . ?
C16 P1 C22 C23 -42.63(14) . . . . ?
C28 P1 C22 C23 -161.43(12) . . . . ?
C1 P1 C22 C23 78.55(14) . . . . ?
C27 C22 C23 C24 -0.3(2) . . . . ?
P1 C22 C23 C24 -172.83(13) . . . . ?
C22 C23 C24 C25 0.1(2) . . . . ?
C23 C24 C25 C26 0.1(3) . . . . ?
C24 C25 C26 C27 -0.1(3) . . . . ?
C25 C26 C27 C22 -0.1(3) . . . . ?
C23 C22 C27 C26 0.3(2) . . . . ?
P1 C22 C27 C26 172.87(13) . . . . ?
C22 P1 C28 C33 -111.45(13) . . . . ?
C16 P1 C28 C33 128.68(13) . . . . ?
C1 P1 C28 C33 7.51(15) . . . . ?
C22 P1 C28 C29 68.79(14) . . . . ?
C16 P1 C28 C29 -51.07(15) . . . . ?
C1 P1 C28 C29 -172.25(13) . . . . ?
C33 C28 C29 C30 0.0(3) . . . . ?
P1 C28 C29 C30 179.73(14) . . . . ?
C28 C29 C30 C31 -0.3(3) . . . . ?
C29 C30 C31 C32 0.1(3) . . . . ?
C30 C31 C32 C33 0.5(3) . . . . ?
C29 C28 C33 C32 0.6(2) . . . . ?
P1 C28 C33 C32 -179.13(12) . . . . ?
C31 C32 C33 C28 -0.8(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1S H1S F1 0.84 2.36 3.186(3) 166.6 .
O1S H1S F4 0.84 2.28 2.931(3) 135.0 .

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.56
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.456
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.045
