# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# 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_2a[N(SO2Ph)2]
_database_code_depnum_ccdc_archive 'CCDC 2051024'
loop_
_audit_author_name
_audit_author_address
'Felix Hennersdorf'
;TU Dresden
Germany
;
_audit_update_record             
;
2020-12-17 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;
_audit_creation_date             2016-02-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H10 N O4 S2, C18 H33 F P'
_chemical_formula_sum            'C30 H43 F N O4 P S2'
_chemical_formula_weight         595.74
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H43FNO4PS2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   17.3319(6)
_cell_length_b                   9.2282(3)
_cell_length_c                   19.4881(8)
_cell_angle_alpha                90
_cell_angle_beta                 109.282(4)
_cell_angle_gamma                90
_cell_volume                     2942.13(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8829
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.4680
_cell_measurement_theta_min      5.3290
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.506
_exptl_absorpt_correction_T_max  0.858
_exptl_absorpt_correction_T_min  0.509
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1272
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.0288
2 1 -5 0.1530
0 4 5 0.1995
0 5 -3 0.1485
3 -1 -5 0.1265
-1 -1 5 0.1098
-1 0 0 0.0338

_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.272
_exptl_crystal_size_min          0.063
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.9988 -0.0023 0.0027 -0.0856 0.0033 -0.0390
2.0040 0.9963 -4.9999 -0.0778 -0.4245 0.0164
0.0037 3.9972 5.0018 -0.4297 0.1925 0.6311
0.0127 4.9990 -3.0061 -0.2399 -0.4687 0.6951
2.9987 -1.0052 -4.9959 -0.0290 -0.3257 -0.3128
-1.0052 -0.9987 5.0026 -0.0078 0.4278 -0.0554
-0.9988 0.0023 -0.0027 0.0856 -0.0033 0.0390

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            15236
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.418
_diffrn_reflns_theta_min         2.701
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      4.00  29.00   0.50    1.75    --  -38.50  77.00 -60.00   50
  2  ω    -70.00 -43.00   0.50    1.75    --  -38.50  77.00 -60.00   54
  3  ω   -108.00 -35.00   0.50    1.75    --  -38.50 -38.00 120.00  146
  4  ω   -105.00 -12.00   0.50    1.75    --  -38.50 -57.00  30.00  186
  5  ω     58.00  96.00   0.50    1.75    --   42.25-125.00  90.00   76
  6  ω     85.00 119.00   0.50    7.00    --  111.00-125.00 150.00   68
  7  ω     68.00 119.00   0.50    7.00    --  111.00-125.00  60.00  102
  8  ω     70.00 128.00   0.50    7.00    --  111.00 -45.00 150.00  116
  9  ω    106.00 174.00   0.50    7.00    --  111.00  45.00  90.00  136
 10  ω    133.00 178.00   0.50    7.00    --  111.00  77.00  60.00   90
 11  ω    129.00 169.00   0.50    7.00    --  111.00   0.00 -30.00   80
 12  ω     64.00  94.00   0.50    7.00    --  111.00 -94.00 -90.00   60
 13  ω     63.00 125.00   0.50    7.00    --  111.00 -61.00-120.00  124
 14  ω     47.00 133.00   0.50    7.00    --  111.00 -30.00 -60.00  172
 15  ω     41.00  70.00   0.50    7.00    --  111.00 -45.00 -60.00   58
 16  ω     24.00  94.00   0.50    7.00    --  111.00   0.00 -30.00  140
 17  ω     39.00 118.00   0.50    7.00    --  111.00-125.00-120.00  158
 18  ω   -107.00 -77.00   0.50    1.75    --  -38.50-156.00  94.00   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0858130000
_diffrn_orient_matrix_UB_12      -0.0671351000
_diffrn_orient_matrix_UB_13      -0.0322024000
_diffrn_orient_matrix_UB_21      0.0030030000
_diffrn_orient_matrix_UB_22      -0.0476975000
_diffrn_orient_matrix_UB_23      0.0765939000
_diffrn_orient_matrix_UB_31      -0.0387279000
_diffrn_orient_matrix_UB_32      0.1452359000
_diffrn_orient_matrix_UB_33      0.0101384000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5855
_reflns_number_total             6089
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.405
_refine_diff_density_min         -0.545
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     524
_refine_ls_number_reflns         6089
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0368
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0669P)²+1.0847P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1023
_refine_ls_wR_factor_ref         0.1033
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.75411(2) 0.65405(3) 0.16083(2) 0.01751(10) Uani 1 1 d . . . . .
P1 P 0.72884(2) 0.55768(4) 0.41393(2) 0.01511(10) Uani 1 1 d . . . . .
S2 S 0.75911(2) 0.45089(4) 0.05719(2) 0.02042(10) Uani 1 1 d . . . . .
F1 F 0.71634(5) 0.47821(9) 0.48006(4) 0.02060(18) Uani 1 1 d . . . . .
O2 O 0.74361(7) 0.53128(11) 0.20317(5) 0.0237(2) Uani 1 1 d . . . . .
O3 O 0.67919(6) 0.39366(13) 0.04976(6) 0.0295(3) Uani 1 1 d . . . . .
O1 O 0.81098(7) 0.76409(12) 0.19926(6) 0.0285(2) Uani 1 1 d . . . . .
O4 O 0.77963(8) 0.45729(13) -0.00897(6) 0.0329(3) Uani 1 1 d . . . . .
N1 N 0.77641(7) 0.60960(13) 0.09091(6) 0.0200(2) Uani 1 1 d . . . . .
C25 C 0.83243(9) 0.33498(15) 0.11799(8) 0.0198(3) Uani 1 1 d . . . . .
C24 C 0.58693(9) 0.65683(16) 0.10048(8) 0.0214(3) Uani 1 1 d . . . . .
C1 C 0.63456(8) 0.65525(14) 0.37368(7) 0.0166(3) Uani 1 1 d . . . . .
C2 C 0.61528(9) 0.75340(16) 0.42979(7) 0.0213(3) Uani 1 1 d . . . . .
C6 C 0.63549(9) 0.74105(17) 0.30622(7) 0.0211(3) Uani 1 1 d . . . . .
C13 C 0.81381(8) 0.67880(15) 0.45044(7) 0.0188(3) Uani 1 1 d . . . . .
C19 C 0.65732(8) 0.74115(15) 0.12694(7) 0.0183(3) Uani 1 1 d . . . . .
C14 C 0.85180(9) 0.72492(16) 0.39234(8) 0.0223(3) Uani 1 1 d . . . . .
C12 C 0.82167(8) 0.32931(15) 0.39024(7) 0.0193(3) Uani 1 1 d . . . . .
C20 C 0.65325(10) 0.89158(16) 0.12520(8) 0.0227(3) Uani 1 1 d . . . . .
C3 C 0.53496(9) 0.83481(16) 0.39473(8) 0.0214(3) Uani 1 1 d . . . . .
C10 C 0.75731(9) 0.11986(16) 0.30743(8) 0.0219(3) Uani 1 1 d . . . . .
C11 C 0.83175(9) 0.21925(16) 0.33471(8) 0.0221(3) Uani 1 1 d . . . . .
C4 C 0.53635(9) 0.92019(17) 0.32825(8) 0.0223(3) Uani 1 1 d . . . . .
C23 C 0.51134(9) 0.72542(18) 0.07201(8) 0.0254(3) Uani 1 1 d . . . . .
C7 C 0.74362(8) 0.41928(15) 0.35509(7) 0.0166(3) Uani 1 1 d . . . . .
C26 C 0.81056(10) 0.19406(17) 0.12816(8) 0.0247(3) Uani 1 1 d . . . . .
C8 C 0.66780(8) 0.32013(16) 0.32716(8) 0.0228(3) Uani 1 1 d . . . . .
C18 C 0.87881(9) 0.61919(17) 0.51946(8) 0.0241(3) Uani 1 1 d . . . . .
C9 C 0.68004(9) 0.20933(16) 0.27300(8) 0.0227(3) Uani 1 1 d . . . . .
C28 C 0.94849(11) 0.14853(18) 0.20582(9) 0.0292(3) Uani 1 1 d . . . . .
C30 C 0.91135(9) 0.38452(17) 0.15255(9) 0.0283(3) Uani 1 1 d . . . . .
C21 C 0.57754(11) 0.95878(17) 0.09644(8) 0.0265(3) Uani 1 1 d . . . . .
C5 C 0.55434(9) 0.82055(18) 0.27287(8) 0.0237(3) Uani 1 1 d . . . . .
C22 C 0.50704(10) 0.87581(19) 0.06997(8) 0.0274(3) Uani 1 1 d . . . . .
C15 C 0.91618(9) 0.84126(17) 0.42527(10) 0.0279(3) Uani 1 1 d . . . . .
C27 C 0.86932(11) 0.10019(17) 0.17216(9) 0.0289(3) Uani 1 1 d . . . . .
C16 C 0.98277(9) 0.78244(18) 0.49216(10) 0.0298(3) Uani 1 1 d . . . . .
C17 C 0.94631(9) 0.73192(18) 0.54940(9) 0.0289(3) Uani 1 1 d . . . . .
C29 C 0.96946(10) 0.29109(19) 0.19692(10) 0.0323(4) Uani 1 1 d . . . . .
H7 H 0.7480(11) 0.472(2) 0.3141(10) 0.019(4) Uiso 1 1 d . . . . .
H3A H 0.4885(12) 0.765(2) 0.3811(11) 0.026(5) Uiso 1 1 d . . . . .
H1 H 0.5935(12) 0.582(2) 0.3593(10) 0.022(4) Uiso 1 1 d . . . . .
H6A H 0.6786(12) 0.811(2) 0.3195(10) 0.023(4) Uiso 1 1 d . . . . .
H18A H 0.9028(11) 0.531(2) 0.5095(10) 0.020(4) Uiso 1 1 d . . . . .
H2A H 0.6566(13) 0.824(2) 0.4482(11) 0.029(5) Uiso 1 1 d . . . . .
H16A H 1.0097(13) 0.701(2) 0.4775(11) 0.034(5) Uiso 1 1 d . . . . .
H13 H 0.7877(12) 0.768(2) 0.4620(10) 0.024(4) Uiso 1 1 d . . . . .
H24 H 0.5916(12) 0.554(2) 0.1014(11) 0.024(5) Uiso 1 1 d . . . . .
H10A H 0.7634(13) 0.048(2) 0.2730(11) 0.030(5) Uiso 1 1 d . . . . .
H12A H 0.8182(12) 0.282(2) 0.4342(11) 0.024(4) Uiso 1 1 d . . . . .
H4A H 0.5797(13) 0.995(2) 0.3424(11) 0.031(5) Uiso 1 1 d . . . . .
H11A H 0.8410(12) 0.272(2) 0.2932(11) 0.030(5) Uiso 1 1 d . . . . .
H23 H 0.4629(13) 0.671(2) 0.0531(11) 0.028(5) Uiso 1 1 d . . . . .
H14A H 0.8780(12) 0.641(2) 0.3782(10) 0.024(5) Uiso 1 1 d . . . . .
H3B H 0.5267(12) 0.899(2) 0.4309(11) 0.027(5) Uiso 1 1 d . . . . .
H8A H 0.6584(12) 0.271(2) 0.3682(11) 0.024(4) Uiso 1 1 d . . . . .
H20 H 0.6997(13) 0.945(2) 0.1441(11) 0.026(5) Uiso 1 1 d . . . . .
H11B H 0.8807(13) 0.163(2) 0.3568(11) 0.028(5) Uiso 1 1 d . . . . .
H12B H 0.8694(12) 0.393(2) 0.4049(10) 0.023(4) Uiso 1 1 d . . . . .
H17A H 0.9881(13) 0.692(2) 0.5925(11) 0.028(5) Uiso 1 1 d . . . . .
H30 H 0.9251(13) 0.484(2) 0.1467(11) 0.033(5) Uiso 1 1 d . . . . .
H5A H 0.5555(13) 0.874(2) 0.2329(12) 0.031(5) Uiso 1 1 d . . . . .
H14B H 0.8107(12) 0.761(2) 0.3478(11) 0.028(5) Uiso 1 1 d . . . . .
H29 H 1.0253(13) 0.326(2) 0.2241(12) 0.032(5) Uiso 1 1 d . . . . .
H18B H 0.8533(12) 0.598(2) 0.5563(11) 0.027(5) Uiso 1 1 d . . . . .
H9A H 0.6853(12) 0.262(2) 0.2299(11) 0.026(5) Uiso 1 1 d . . . . .
H21 H 0.5750(14) 1.062(3) 0.0968(12) 0.036(5) Uiso 1 1 d . . . . .
H6B H 0.6457(12) 0.678(2) 0.2699(11) 0.027(5) Uiso 1 1 d . . . . .
H5B H 0.5101(13) 0.747(2) 0.2557(11) 0.028(5) Uiso 1 1 d . . . . .
H22 H 0.4529(14) 0.920(2) 0.0478(12) 0.035(5) Uiso 1 1 d . . . . .
H15A H 0.9392(13) 0.874(2) 0.3903(12) 0.035(5) Uiso 1 1 d . . . . .
H16B H 1.0245(14) 0.858(3) 0.5118(12) 0.039(6) Uiso 1 1 d . . . . .
H15B H 0.8911(13) 0.924(3) 0.4393(12) 0.035(5) Uiso 1 1 d . . . . .
H9B H 0.6329(13) 0.146(2) 0.2580(11) 0.028(5) Uiso 1 1 d . . . . .
H28 H 0.9870(15) 0.083(3) 0.2353(14) 0.045(6) Uiso 1 1 d . . . . .
H2B H 0.6120(12) 0.699(2) 0.4702(12) 0.030(5) Uiso 1 1 d . . . . .
H10B H 0.7503(12) 0.066(2) 0.3489(12) 0.028(5) Uiso 1 1 d . . . . .
H26 H 0.7549(13) 0.163(2) 0.1035(12) 0.031(5) Uiso 1 1 d . . . . .
H4B H 0.4835(13) 0.973(2) 0.3065(11) 0.032(5) Uiso 1 1 d . . . . .
H8B H 0.6165(13) 0.378(2) 0.3038(12) 0.034(5) Uiso 1 1 d . . . . .
H27 H 0.8543(14) -0.001(3) 0.1786(12) 0.041(6) Uiso 1 1 d . . . . .
H17B H 0.9226(14) 0.815(3) 0.5664(12) 0.037(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.4480(11) . ?
S1 O1 1.4409(11) . ?
S1 N1 1.5881(12) . ?
S1 C19 1.7789(14) . ?
P1 F1 1.5588(8) . ?
P1 C1 1.8027(13) . ?
P1 C13 1.7980(14) . ?
P1 C7 1.7904(14) . ?
S2 O3 1.4442(11) . ?
S2 O4 1.4475(12) . ?
S2 N1 1.5927(13) . ?
S2 C25 1.7801(14) . ?
C25 C26 1.387(2) . ?
C25 C30 1.387(2) . ?
C24 C19 1.394(2) . ?
C24 C23 1.395(2) . ?
C24 H24 0.95(2) . ?
C1 C2 1.5391(18) . ?
C1 C6 1.5394(18) . ?
C1 H1 0.96(2) . ?
C2 C3 1.5301(19) . ?
C2 H2A 0.94(2) . ?
C2 H2B 0.95(2) . ?
C6 C5 1.5282(19) . ?
C6 H6A 0.96(2) . ?
C6 H6B 0.98(2) . ?
C13 C14 1.546(2) . ?
C13 C18 1.5428(19) . ?
C13 H13 1.00(2) . ?
C19 C20 1.390(2) . ?
C14 C15 1.529(2) . ?
C14 H14A 0.98(2) . ?
C14 H14B 0.98(2) . ?
C12 C11 1.5357(19) . ?
C12 C7 1.5417(18) . ?
C12 H12A 0.98(2) . ?
C12 H12B 0.98(2) . ?
C20 C21 1.391(2) . ?
C20 H20 0.91(2) . ?
C3 C4 1.5233(19) . ?
C3 H3A 0.99(2) . ?
C3 H3B 0.97(2) . ?
C10 C11 1.5283(19) . ?
C10 C9 1.527(2) . ?
C10 H10A 0.98(2) . ?
C10 H10B 0.99(2) . ?
C11 H11A 1.00(2) . ?
C11 H11B 0.97(2) . ?
C4 C5 1.526(2) . ?
C4 H4A 0.99(2) . ?
C4 H4B 1.00(2) . ?
C23 C22 1.390(2) . ?
C23 H23 0.94(2) . ?
C7 C8 1.5453(18) . ?
C7 H7 0.959(19) . ?
C26 C27 1.395(2) . ?
C26 H26 0.97(2) . ?
C8 C9 1.534(2) . ?
C8 H8A 0.98(2) . ?
C8 H8B 1.01(2) . ?
C18 C17 1.530(2) . ?
C18 H18A 0.96(2) . ?
C18 H18B 0.98(2) . ?
C9 H9A 1.00(2) . ?
C9 H9B 0.97(2) . ?
C28 C27 1.385(2) . ?
C28 C29 1.391(2) . ?
C28 H28 0.94(3) . ?
C30 C29 1.389(2) . ?
C30 H30 0.96(2) . ?
C21 C22 1.389(2) . ?
C21 H21 0.95(2) . ?
C5 H5A 0.93(2) . ?
C5 H5B 0.99(2) . ?
C22 H22 0.98(2) . ?
C15 C16 1.527(2) . ?
C15 H15A 0.95(2) . ?
C15 H15B 0.96(2) . ?
C27 H27 0.99(2) . ?
C16 C17 1.525(3) . ?
C16 H16A 0.98(2) . ?
C16 H16B 0.98(2) . ?
C17 H17A 0.98(2) . ?
C17 H17B 0.98(2) . ?
C29 H29 0.99(2) . ?

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 N1 113.50(6) . . ?
O2 S1 C19 106.53(6) . . ?
O1 S1 O2 116.63(7) . . ?
O1 S1 N1 108.03(7) . . ?
O1 S1 C19 105.90(6) . . ?
N1 S1 C19 105.37(6) . . ?
F1 P1 C1 103.96(5) . . ?
F1 P1 C13 106.53(6) . . ?
F1 P1 C7 106.39(6) . . ?
C13 P1 C1 111.59(6) . . ?
C7 P1 C1 112.24(6) . . ?
C7 P1 C13 115.16(6) . . ?
O3 S2 O4 115.80(7) . . ?
O3 S2 N1 114.92(7) . . ?
O3 S2 C25 107.29(7) . . ?
O4 S2 N1 105.18(7) . . ?
O4 S2 C25 106.62(7) . . ?
N1 S2 C25 106.39(6) . . ?
S1 N1 S2 121.70(8) . . ?
C26 C25 S2 119.33(11) . . ?
C26 C25 C30 120.78(14) . . ?
C30 C25 S2 119.85(11) . . ?
C19 C24 C23 119.09(14) . . ?
C19 C24 H24 119.4(12) . . ?
C23 C24 H24 121.5(12) . . ?
P1 C1 H1 104.6(11) . . ?
C2 C1 P1 111.28(9) . . ?
C2 C1 C6 111.72(11) . . ?
C2 C1 H1 108.1(11) . . ?
C6 C1 P1 111.40(9) . . ?
C6 C1 H1 109.4(11) . . ?
C1 C2 H2A 111.0(13) . . ?
C1 C2 H2B 111.1(13) . . ?
C3 C2 C1 110.52(11) . . ?
C3 C2 H2A 107.3(13) . . ?
C3 C2 H2B 109.7(12) . . ?
H2A C2 H2B 107.2(17) . . ?
C1 C6 H6A 110.1(12) . . ?
C1 C6 H6B 111.5(12) . . ?
C5 C6 C1 110.02(11) . . ?
C5 C6 H6A 108.4(12) . . ?
C5 C6 H6B 109.8(12) . . ?
H6A C6 H6B 106.8(16) . . ?
P1 C13 H13 103.2(11) . . ?
C14 C13 P1 111.88(10) . . ?
C14 C13 H13 105.7(11) . . ?
C18 C13 P1 112.97(10) . . ?
C18 C13 C14 111.83(11) . . ?
C18 C13 H13 110.6(11) . . ?
C24 C19 S1 119.20(11) . . ?
C20 C19 S1 119.63(11) . . ?
C20 C19 C24 121.14(13) . . ?
C13 C14 H14A 109.8(12) . . ?
C13 C14 H14B 112.5(12) . . ?
C15 C14 C13 108.32(12) . . ?
C15 C14 H14A 109.2(12) . . ?
C15 C14 H14B 110.4(12) . . ?
H14A C14 H14B 106.7(16) . . ?
C11 C12 C7 109.30(11) . . ?
C11 C12 H12A 111.9(12) . . ?
C11 C12 H12B 108.6(11) . . ?
C7 C12 H12A 109.3(11) . . ?
C7 C12 H12B 110.1(11) . . ?
H12A C12 H12B 107.6(16) . . ?
C19 C20 C21 119.26(14) . . ?
C19 C20 H20 120.1(12) . . ?
C21 C20 H20 120.6(12) . . ?
C2 C3 H3A 109.9(11) . . ?
C2 C3 H3B 107.8(12) . . ?
C4 C3 C2 111.48(12) . . ?
C4 C3 H3A 110.2(11) . . ?
C4 C3 H3B 110.6(12) . . ?
H3A C3 H3B 106.6(16) . . ?
C11 C10 H10A 112.3(12) . . ?
C11 C10 H10B 109.6(12) . . ?
C9 C10 C11 110.22(12) . . ?
C9 C10 H10A 110.2(12) . . ?
C9 C10 H10B 107.8(12) . . ?
H10A C10 H10B 106.6(16) . . ?
C12 C11 H11A 109.4(12) . . ?
C12 C11 H11B 109.3(12) . . ?
C10 C11 C12 111.26(12) . . ?
C10 C11 H11A 110.7(12) . . ?
C10 C11 H11B 110.2(12) . . ?
H11A C11 H11B 105.8(16) . . ?
C3 C4 C5 110.73(12) . . ?
C3 C4 H4A 110.4(12) . . ?
C3 C4 H4B 110.2(12) . . ?
C5 C4 H4A 107.8(12) . . ?
C5 C4 H4B 111.5(12) . . ?
H4A C4 H4B 106.2(17) . . ?
C24 C23 H23 120.7(12) . . ?
C22 C23 C24 119.94(15) . . ?
C22 C23 H23 119.4(12) . . ?
P1 C7 H7 103.8(11) . . ?
C12 C7 P1 112.94(9) . . ?
C12 C7 C8 110.92(11) . . ?
C12 C7 H7 110.1(11) . . ?
C8 C7 P1 111.29(9) . . ?
C8 C7 H7 107.4(11) . . ?
C25 C26 C27 119.44(14) . . ?
C25 C26 H26 118.9(13) . . ?
C27 C26 H26 121.6(13) . . ?
C7 C8 H8A 109.8(11) . . ?
C7 C8 H8B 111.4(13) . . ?
C9 C8 C7 110.02(12) . . ?
C9 C8 H8A 110.6(11) . . ?
C9 C8 H8B 110.2(12) . . ?
H8A C8 H8B 104.7(16) . . ?
C13 C18 H18A 111.5(11) . . ?
C13 C18 H18B 109.5(12) . . ?
C17 C18 C13 109.65(13) . . ?
C17 C18 H18A 108.8(11) . . ?
C17 C18 H18B 109.2(12) . . ?
H18A C18 H18B 108.2(16) . . ?
C10 C9 C8 111.02(11) . . ?
C10 C9 H9A 108.9(11) . . ?
C10 C9 H9B 109.7(12) . . ?
C8 C9 H9A 108.8(12) . . ?
C8 C9 H9B 108.3(12) . . ?
H9A C9 H9B 110.1(16) . . ?
C27 C28 C29 120.30(15) . . ?
C27 C28 H28 118.4(15) . . ?
C29 C28 H28 121.3(15) . . ?
C25 C30 C29 119.57(14) . . ?
C25 C30 H30 120.0(13) . . ?
C29 C30 H30 120.4(13) . . ?
C20 C21 H21 118.8(14) . . ?
C22 C21 C20 120.06(14) . . ?
C22 C21 H21 121.1(14) . . ?
C6 C5 H5A 109.8(13) . . ?
C6 C5 H5B 108.5(12) . . ?
C4 C5 C6 111.27(12) . . ?
C4 C5 H5A 110.1(13) . . ?
C4 C5 H5B 109.4(12) . . ?
H5A C5 H5B 107.8(17) . . ?
C23 C22 H22 117.3(13) . . ?
C21 C22 C23 120.51(14) . . ?
C21 C22 H22 122.2(13) . . ?
C14 C15 H15A 110.1(14) . . ?
C14 C15 H15B 109.8(13) . . ?
C16 C15 C14 110.48(13) . . ?
C16 C15 H15A 110.4(13) . . ?
C16 C15 H15B 108.9(13) . . ?
H15A C15 H15B 107.0(19) . . ?
C26 C27 H27 119.7(14) . . ?
C28 C27 C26 119.95(15) . . ?
C28 C27 H27 120.4(14) . . ?
C15 C16 H16A 108.8(13) . . ?
C15 C16 H16B 109.4(13) . . ?
C17 C16 C15 110.74(13) . . ?
C17 C16 H16A 109.5(13) . . ?
C17 C16 H16B 111.1(14) . . ?
H16A C16 H16B 107.1(18) . . ?
C18 C17 H17A 109.3(12) . . ?
C18 C17 H17B 108.1(13) . . ?
C16 C17 C18 112.23(13) . . ?
C16 C17 H17A 111.8(12) . . ?
C16 C17 H17B 109.2(13) . . ?
H17A C17 H17B 106.0(18) . . ?
C28 C29 H29 119.2(13) . . ?
C30 C29 C28 119.93(15) . . ?
C30 C29 H29 120.8(13) . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.455
_oxdiff_exptl_absorpt_empirical_full_min 0.589
####################################################################### 
# 
# 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_2a[OTf]
_database_code_depnum_ccdc_archive 'CCDC 2051025'
loop_
_audit_author_name
_audit_author_address
'Felix Hennersdorf'
;TU Dresden
Germany
;
_audit_update_record             
;
2020-12-17 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;
_audit_creation_date             2017-01-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H33 F P, C F3 O3 S'
_chemical_formula_sum            'C19 H33 F4 O3 P S'
_chemical_formula_weight         448.48
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C76 H132 O12 F16 P4 S4 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   10.37115(14)
_cell_length_b                   18.9500(2)
_cell_length_c                   11.19583(15)
_cell_angle_alpha                90
_cell_angle_beta                 95.5133(12)
_cell_angle_gamma                90
_cell_volume                     2190.17(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7068
_cell_measurement_temperature    99.97(13)
_cell_measurement_theta_max      76.1250
_cell_measurement_theta_min      4.5870
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.463
_exptl_absorpt_correction_T_max  0.883
_exptl_absorpt_correction_T_min  0.350
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             952
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 0 0.2332
0 1 0 0.2352
0 0 -1 0.3212
0 0 1 0.3122
1 0 0 0.0244
-1 0 0 0.0244

_exptl_crystal_size_max          0.641
_exptl_crystal_size_mid          0.468
_exptl_crystal_size_min          0.049
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0000 -1.0000 -0.0000 0.0109 0.0695 0.0408
-0.0000 1.0000 0.0000 -0.0109 -0.0695 -0.0408
0.0000 0.0000 -1.0000 0.0365 0.0631 -0.1174
-0.0000 -0.0000 1.0000 -0.0365 -0.0631 0.1174
1.0000 0.0000 0.0000 -0.1456 0.0302 -0.0123
-1.0000 -0.0000 -0.0000 0.1456 -0.0302 0.0123

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_unetI/netI     0.0345
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            11001
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.441
_diffrn_reflns_theta_min         4.283
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.97(13)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -55.00  -4.00   0.50    1.50    --  -38.50 -19.00  60.00  102
  2  ω    -68.00 -16.00   0.50    1.50    --  -38.50 -38.00 120.00  104
  3  ω     24.00  65.00   0.50    1.50    --   43.00-125.00  60.00   82
  4  ω     41.00 113.00   0.50    6.00    --  111.00 -61.00   0.00  144
  5  ω     76.00 113.00   0.50    6.00    --  111.00-125.00 -30.00   74
  6  ω     46.00 133.00   0.50    6.00    --  111.00 -45.00-150.00  174
  7  ω     84.00 110.00   0.50    6.00    --  111.00-125.00-180.00   52
  8  ω     31.00  75.00   0.50    6.00    --  111.00 -94.00-120.00   88
  9  ω     91.00 176.00   0.50    6.00    --  111.00  30.00 -30.00  170
 10  ω    145.00 177.00   0.50    6.00    --  111.00  77.00 -60.00   64
 11  ω    108.00 153.00   0.50    6.00    --  111.00  77.00-180.00   90
 12  ω     83.00 138.00   0.50    6.00    --  111.00  61.00-150.00  110
 13  ω     94.00 176.00   0.50    6.00    --  111.00  45.00  60.00  164
 14  ω     86.00 113.00   0.50    6.00    --  111.00  61.00  90.00   54
 15  ω    -66.00  -6.00   0.50    1.50    --  -38.50 125.00-150.00  120
 16  ω   -117.00 -74.00   0.50    1.50    --  -38.50 -19.00  60.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1456353000
_diffrn_orient_matrix_UB_12      -0.0109227000
_diffrn_orient_matrix_UB_13      -0.0364979000
_diffrn_orient_matrix_UB_21      0.0301540000
_diffrn_orient_matrix_UB_22      -0.0694809000
_diffrn_orient_matrix_UB_23      -0.0631442000
_diffrn_orient_matrix_UB_31      -0.0122714000
_diffrn_orient_matrix_UB_32      -0.0407941000
_diffrn_orient_matrix_UB_33      0.1174076000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4160
_reflns_number_total             4513
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.781
_refine_diff_density_min         -0.592
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     385
_refine_ls_number_reflns         4513
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0497
_refine_ls_R_factor_gt           0.0469
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0823P)²+0.9678P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1238
_refine_ls_wR_factor_ref         0.1278
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.35178(4) 0.61894(2) 0.21713(3) 0.01555(13) Uani 1 1 d . . . . .
F1 F 0.41351(10) 0.65408(6) 0.11041(9) 0.0239(2) Uani 1 1 d . . . . .
C1 C 0.20347(16) 0.66630(9) 0.22545(14) 0.0179(3) Uani 1 1 d . . . . .
H1 H 0.230(2) 0.7135(14) 0.230(2) 0.024(5) Uiso 1 1 d . . . . .
C2 C 0.13579(17) 0.64944(9) 0.33923(14) 0.0195(3) Uani 1 1 d . . . . .
H2A H 0.194(2) 0.6516(12) 0.409(2) 0.021(5) Uiso 1 1 d . . . . .
H2B H 0.103(2) 0.6011(12) 0.334(2) 0.016(5) Uiso 1 1 d . . . . .
C3 C 0.02093(17) 0.69909(10) 0.34555(15) 0.0216(3) Uani 1 1 d . . . . .
H3A H -0.027(3) 0.6880(15) 0.415(2) 0.034(7) Uiso 1 1 d . . . . .
H3B H 0.054(2) 0.7450(14) 0.354(2) 0.029(6) Uiso 1 1 d . . . . .
C4 C -0.07296(17) 0.69564(10) 0.23180(16) 0.0232(4) Uani 1 1 d . . . . .
H4A H -0.143(2) 0.7294(14) 0.236(2) 0.030(6) Uiso 1 1 d . . . . .
H4B H -0.114(3) 0.6465(14) 0.222(2) 0.030(6) Uiso 1 1 d . . . . .
C5 C -0.00325(17) 0.71118(10) 0.12061(15) 0.0220(3) Uani 1 1 d . . . . .
H5A H 0.027(2) 0.7601(13) 0.125(2) 0.021(5) Uiso 1 1 d . . . . .
H5B H -0.067(2) 0.7086(14) 0.049(2) 0.029(6) Uiso 1 1 d . . . . .
C6 C 0.10961(17) 0.66029(10) 0.11114(14) 0.0210(3) Uani 1 1 d . . . . .
H6A H 0.153(2) 0.6699(13) 0.040(2) 0.026(6) Uiso 1 1 d . . . . .
H6B H 0.078(3) 0.6111(14) 0.102(2) 0.032(6) Uiso 1 1 d . . . . .
C7 C 0.34087(16) 0.52695(9) 0.17889(14) 0.0186(3) Uani 1 1 d . . . . .
H7 H 0.429(2) 0.5086(13) 0.197(2) 0.025(6) Uiso 1 1 d . . . . .
C8 C 0.25137(18) 0.48674(9) 0.25768(16) 0.0231(4) Uani 1 1 d . . . . .
H8A H 0.157(3) 0.5050(14) 0.236(2) 0.033(6) Uiso 1 1 d . . . . .
H8B H 0.272(3) 0.4962(15) 0.342(3) 0.038(7) Uiso 1 1 d . . . . .
C9 C 0.2573(2) 0.40770(10) 0.2315(2) 0.0316(4) Uani 1 1 d . . . . .
H9A H 0.353(3) 0.3906(15) 0.253(3) 0.037(7) Uiso 1 1 d . . . . .
H9B H 0.197(3) 0.3836(16) 0.281(3) 0.042(8) Uiso 1 1 d . . . . .
C10 C 0.2229(2) 0.39274(11) 0.0986(2) 0.0339(5) Uani 1 1 d . . . . .
H10A H 0.131(3) 0.4033(15) 0.072(2) 0.035(7) Uiso 1 1 d . . . . .
H10B H 0.233(3) 0.3396(17) 0.085(3) 0.045(8) Uiso 1 1 d . . . . .
C11 C 0.3083(2) 0.43390(12) 0.02065(18) 0.0330(5) Uani 1 1 d . . . . .
H11A H 0.403(3) 0.4170(17) 0.037(3) 0.046(8) Uiso 1 1 d . . . . .
H11B H 0.277(3) 0.4249(17) -0.065(3) 0.052(8) Uiso 1 1 d . . . . .
C12 C 0.3026(2) 0.51342(11) 0.04454(16) 0.0277(4) Uani 1 1 d . . . . .
H12A H 0.213(2) 0.5313(13) 0.023(2) 0.023(5) Uiso 1 1 d . . . . .
H12B H 0.360(2) 0.5402(14) 0.000(2) 0.029(6) Uiso 1 1 d . . . . .
C13 C 0.46370(16) 0.63408(9) 0.34672(15) 0.0179(3) Uani 1 1 d . . . . .
H13 H 0.429(2) 0.6097(12) 0.409(2) 0.022(5) Uiso 1 1 d . . . . .
C14 C 0.59906(17) 0.60513(9) 0.32610(17) 0.0225(4) Uani 1 1 d . . . . .
H14A H 0.598(3) 0.5550(17) 0.304(3) 0.044(8) Uiso 1 1 d . . . . .
H14B H 0.633(2) 0.6307(13) 0.258(2) 0.022(5) Uiso 1 1 d . . . . .
C15 C 0.69089(19) 0.61527(10) 0.43920(18) 0.0265(4) Uani 1 1 d . . . . .
H15A H 0.777(3) 0.5983(15) 0.428(3) 0.039(7) Uiso 1 1 d . . . . .
H15B H 0.659(3) 0.5890(14) 0.507(2) 0.032(6) Uiso 1 1 d . . . . .
C16 C 0.70006(17) 0.69275(10) 0.47530(17) 0.0238(4) Uani 1 1 d . . . . .
H16A H 0.762(2) 0.6987(13) 0.545(2) 0.026(6) Uiso 1 1 d . . . . .
H16B H 0.736(2) 0.7182(13) 0.411(2) 0.026(6) Uiso 1 1 d . . . . .
C17 C 0.56728(18) 0.72306(10) 0.49294(17) 0.0262(4) Uani 1 1 d . . . . .
H17A H 0.529(3) 0.7018(15) 0.559(2) 0.037(7) Uiso 1 1 d . . . . .
H17B H 0.575(2) 0.7744(14) 0.509(2) 0.029(6) Uiso 1 1 d . . . . .
C18 C 0.47099(17) 0.71269(10) 0.38249(18) 0.0244(4) Uani 1 1 d . . . . .
H18A H 0.496(3) 0.7387(15) 0.315(2) 0.035(7) Uiso 1 1 d . . . . .
H18B H 0.388(3) 0.7280(14) 0.399(2) 0.033(6) Uiso 1 1 d . . . . .
S1 S 0.30627(4) 0.89739(2) 0.17410(4) 0.02257(14) Uani 1 1 d . . . . .
F2 F 0.05647(13) 0.91652(9) 0.11585(14) 0.0479(4) Uani 1 1 d . . . . .
F3 F 0.10579(14) 0.89024(8) 0.30029(13) 0.0445(4) Uani 1 1 d . . . . .
F4 F 0.14435(14) 0.99435(7) 0.23870(13) 0.0431(3) Uani 1 1 d . . . . .
O1 O 0.38644(15) 0.91370(11) 0.28155(14) 0.0413(4) Uani 1 1 d . . . . .
O2 O 0.32932(16) 0.94063(8) 0.07219(13) 0.0347(4) Uani 1 1 d . . . . .
O3 O 0.28659(14) 0.82388(7) 0.14610(13) 0.0299(3) Uani 1 1 d . . . . .
C19 C 0.14503(19) 0.92639(11) 0.20758(18) 0.0282(4) 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 F1 1.5582(10) . ?
P1 C1 1.7911(17) . ?
P1 C7 1.7959(17) . ?
P1 C13 1.7919(17) . ?
C1 H1 0.93(3) . ?
C1 C2 1.546(2) . ?
C1 C6 1.536(2) . ?
C2 H2A 0.95(2) . ?
C2 H2B 0.98(2) . ?
C2 C3 1.525(2) . ?
C3 H3A 0.98(3) . ?
C3 H3B 0.93(3) . ?
C3 C4 1.528(2) . ?
C4 H4A 0.97(3) . ?
C4 H4B 1.02(3) . ?
C4 C5 1.527(2) . ?
C5 H5A 0.98(2) . ?
C5 H5B 1.00(3) . ?
C5 C6 1.528(2) . ?
C6 H6A 0.97(3) . ?
C6 H6B 0.99(3) . ?
C7 H7 0.98(3) . ?
C7 C8 1.542(2) . ?
C7 C12 1.540(2) . ?
C8 H8A 1.04(3) . ?
C8 H8B 0.97(3) . ?
C8 C9 1.529(2) . ?
C9 H9A 1.05(3) . ?
C9 H9B 0.99(3) . ?
C9 C10 1.523(3) . ?
C10 H10A 0.99(3) . ?
C10 H10B 1.03(3) . ?
C10 C11 1.518(3) . ?
C11 H11A 1.03(3) . ?
C11 H11B 0.99(3) . ?
C11 C12 1.533(3) . ?
C12 H12A 1.00(2) . ?
C12 H12B 0.96(3) . ?
C13 H13 0.94(2) . ?
C13 C14 1.545(2) . ?
C13 C18 1.543(2) . ?
C14 H14A 0.98(3) . ?
C14 H14B 1.00(2) . ?
C14 C15 1.522(3) . ?
C15 H15A 0.97(3) . ?
C15 H15B 0.99(3) . ?
C15 C16 1.523(2) . ?
C16 H16A 0.97(2) . ?
C16 H16B 0.97(3) . ?
C16 C17 1.522(3) . ?
C17 H17A 0.96(3) . ?
C17 H17B 0.99(3) . ?
C17 C18 1.526(3) . ?
C18 H18A 0.96(3) . ?
C18 H18B 0.94(3) . ?
S1 O1 1.4289(15) . ?
S1 O2 1.4433(14) . ?
S1 O3 1.4382(14) . ?
S1 C19 1.833(2) . ?
F2 C19 1.324(2) . ?
F3 C19 1.339(2) . ?
F4 C19 1.334(2) . ?

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 C1 104.11(7) . . ?
F1 P1 C7 104.66(7) . . ?
F1 P1 C13 105.70(7) . . ?
C1 P1 C7 117.65(8) . . ?
C1 P1 C13 111.74(8) . . ?
C13 P1 C7 111.69(8) . . ?
P1 C1 H1 103.5(15) . . ?
C2 C1 P1 113.55(11) . . ?
C2 C1 H1 108.1(14) . . ?
C6 C1 P1 113.47(11) . . ?
C6 C1 H1 105.7(14) . . ?
C6 C1 C2 111.70(14) . . ?
C1 C2 H2A 111.8(14) . . ?
C1 C2 H2B 109.2(13) . . ?
H2A C2 H2B 106.1(19) . . ?
C3 C2 C1 109.22(14) . . ?
C3 C2 H2A 112.0(14) . . ?
C3 C2 H2B 108.3(13) . . ?
C2 C3 H3A 111.0(16) . . ?
C2 C3 H3B 107.6(16) . . ?
C2 C3 C4 111.90(14) . . ?
H3A C3 H3B 109(2) . . ?
C4 C3 H3A 108.8(16) . . ?
C4 C3 H3B 108.6(15) . . ?
C3 C4 H4A 110.4(14) . . ?
C3 C4 H4B 110.7(14) . . ?
H4A C4 H4B 108(2) . . ?
C5 C4 C3 110.94(14) . . ?
C5 C4 H4A 109.2(15) . . ?
C5 C4 H4B 107.8(14) . . ?
C4 C5 H5A 108.6(13) . . ?
C4 C5 H5B 108.6(15) . . ?
C4 C5 C6 111.14(14) . . ?
H5A C5 H5B 106(2) . . ?
C6 C5 H5A 111.1(14) . . ?
C6 C5 H5B 111.7(15) . . ?
C1 C6 H6A 111.4(15) . . ?
C1 C6 H6B 109.3(16) . . ?
C5 C6 C1 108.89(14) . . ?
C5 C6 H6A 111.0(15) . . ?
C5 C6 H6B 110.6(16) . . ?
H6A C6 H6B 106(2) . . ?
P1 C7 H7 105.1(14) . . ?
C8 C7 P1 111.77(11) . . ?
C8 C7 H7 107.9(14) . . ?
C12 C7 P1 113.51(12) . . ?
C12 C7 H7 106.8(14) . . ?
C12 C7 C8 111.34(15) . . ?
C7 C8 H8A 107.6(15) . . ?
C7 C8 H8B 112.1(17) . . ?
H8A C8 H8B 107(2) . . ?
C9 C8 C7 109.69(15) . . ?
C9 C8 H8A 109.6(15) . . ?
C9 C8 H8B 111.1(17) . . ?
C8 C9 H9A 108.3(16) . . ?
C8 C9 H9B 107.8(18) . . ?
H9A C9 H9B 111(2) . . ?
C10 C9 C8 111.10(17) . . ?
C10 C9 H9A 107.1(16) . . ?
C10 C9 H9B 111.2(17) . . ?
C9 C10 H10A 112.4(16) . . ?
C9 C10 H10B 108.2(17) . . ?
H10A C10 H10B 105(2) . . ?
C11 C10 C9 111.80(17) . . ?
C11 C10 H10A 108.9(16) . . ?
C11 C10 H10B 110.1(17) . . ?
C10 C11 H11A 109.6(17) . . ?
C10 C11 H11B 108.3(19) . . ?
C10 C11 C12 111.74(16) . . ?
H11A C11 H11B 109(2) . . ?
C12 C11 H11A 109.0(18) . . ?
C12 C11 H11B 108.8(19) . . ?
C7 C12 H12A 109.2(13) . . ?
C7 C12 H12B 107.7(15) . . ?
C11 C12 C7 108.87(16) . . ?
C11 C12 H12A 109.9(14) . . ?
C11 C12 H12B 113.3(15) . . ?
H12A C12 H12B 108(2) . . ?
P1 C13 H13 105.2(15) . . ?
C14 C13 P1 110.45(12) . . ?
C14 C13 H13 110.7(15) . . ?
C18 C13 P1 112.12(12) . . ?
C18 C13 H13 107.1(14) . . ?
C18 C13 C14 111.04(14) . . ?
C13 C14 H14A 113.2(18) . . ?
C13 C14 H14B 109.5(14) . . ?
H14A C14 H14B 106(2) . . ?
C15 C14 C13 109.63(15) . . ?
C15 C14 H14A 108.8(17) . . ?
C15 C14 H14B 109.9(14) . . ?
C14 C15 H15A 111.5(17) . . ?
C14 C15 H15B 110.1(16) . . ?
C14 C15 C16 111.13(15) . . ?
H15A C15 H15B 108(2) . . ?
C16 C15 H15A 108.5(17) . . ?
C16 C15 H15B 107.4(16) . . ?
C15 C16 H16A 110.2(15) . . ?
C15 C16 H16B 107.5(15) . . ?
H16A C16 H16B 105(2) . . ?
C17 C16 C15 111.34(15) . . ?
C17 C16 H16A 113.1(14) . . ?
C17 C16 H16B 108.9(15) . . ?
C16 C17 H17A 113.0(17) . . ?
C16 C17 H17B 109.9(15) . . ?
C16 C17 C18 112.09(15) . . ?
H17A C17 H17B 107(2) . . ?
C18 C17 H17A 106.3(16) . . ?
C18 C17 H17B 108.1(14) . . ?
C13 C18 H18A 107.6(16) . . ?
C13 C18 H18B 109.1(17) . . ?
C17 C18 C13 110.29(15) . . ?
C17 C18 H18A 111.7(16) . . ?
C17 C18 H18B 109.9(16) . . ?
H18A C18 H18B 108(2) . . ?
O1 S1 O2 114.56(11) . . ?
O1 S1 O3 116.87(11) . . ?
O1 S1 C19 103.39(9) . . ?
O2 S1 C19 102.43(10) . . ?
O3 S1 O2 114.10(9) . . ?
O3 S1 C19 102.82(9) . . ?
F2 C19 S1 112.19(13) . . ?
F2 C19 F3 106.82(17) . . ?
F2 C19 F4 108.55(18) . . ?
F3 C19 S1 110.88(15) . . ?
F4 C19 S1 111.75(14) . . ?
F4 C19 F3 106.36(16) . . ?

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
P1 C1 C2 C3 172.74(12) . . . . ?
P1 C1 C6 C5 -171.49(12) . . . . ?
P1 C7 C8 C9 -173.67(13) . . . . ?
P1 C7 C12 C11 174.93(13) . . . . ?
P1 C13 C14 C15 -177.26(12) . . . . ?
P1 C13 C18 C17 -179.97(12) . . . . ?
F1 P1 C1 C2 -169.95(12) . . . . ?
F1 P1 C1 C6 61.09(13) . . . . ?
F1 P1 C7 C8 -165.61(12) . . . . ?
F1 P1 C7 C12 -38.66(14) . . . . ?
F1 P1 C13 C14 -56.07(13) . . . . ?
F1 P1 C13 C18 68.34(13) . . . . ?
C1 P1 C7 C8 -50.67(15) . . . . ?
C1 P1 C7 C12 76.27(15) . . . . ?
C1 P1 C13 C14 -168.70(12) . . . . ?
C1 P1 C13 C18 -44.28(14) . . . . ?
C1 C2 C3 C4 55.42(19) . . . . ?
C2 C1 C6 C5 58.61(18) . . . . ?
C2 C3 C4 C5 -55.9(2) . . . . ?
C3 C4 C5 C6 56.9(2) . . . . ?
C4 C5 C6 C1 -57.83(19) . . . . ?
C6 C1 C2 C3 -57.40(18) . . . . ?
C7 P1 C1 C2 74.81(14) . . . . ?
C7 P1 C1 C6 -54.15(14) . . . . ?
C7 P1 C13 C14 57.18(14) . . . . ?
C7 P1 C13 C18 -178.41(12) . . . . ?
C7 C8 C9 C10 -56.0(2) . . . . ?
C8 C7 C12 C11 -57.9(2) . . . . ?
C8 C9 C10 C11 55.5(2) . . . . ?
C9 C10 C11 C12 -56.0(2) . . . . ?
C10 C11 C12 C7 56.4(2) . . . . ?
C12 C7 C8 C9 58.2(2) . . . . ?
C13 P1 C1 C2 -56.34(14) . . . . ?
C13 P1 C1 C6 174.70(12) . . . . ?
C13 P1 C7 C8 80.50(14) . . . . ?
C13 P1 C7 C12 -152.56(13) . . . . ?
C13 C14 C15 C16 -57.8(2) . . . . ?
C14 C13 C18 C17 -55.89(19) . . . . ?
C14 C15 C16 C17 56.7(2) . . . . ?
C15 C16 C17 C18 -55.0(2) . . . . ?
C16 C17 C18 C13 54.4(2) . . . . ?
C18 C13 C14 C15 57.71(19) . . . . ?
O1 S1 C19 F2 178.81(16) . . . . ?
O1 S1 C19 F3 -61.85(16) . . . . ?
O1 S1 C19 F4 56.62(17) . . . . ?
O2 S1 C19 F2 59.48(17) . . . . ?
O2 S1 C19 F3 178.82(14) . . . . ?
O2 S1 C19 F4 -62.71(16) . . . . ?
O3 S1 C19 F2 -59.14(17) . . . . ?
O3 S1 C19 F3 60.20(16) . . . . ?
O3 S1 C19 F4 178.67(14) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.377
_oxdiff_exptl_absorpt_empirical_full_min 0.304
####################################################################### 
# 
# 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_2b[N(SO2Ph)2]
_database_code_depnum_ccdc_archive 'CCDC 2051027'
loop_
_audit_author_name
_audit_author_address
'Felix Hennersdorf'
;TU Dresden
Germany
;
_audit_update_record             
;
2020-12-21 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;

_audit_creation_date             2015-10-27
_audit_creation_method           
;
Olex2 1.2-ac21
(compiled 2015.02.02 svn.r3157, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H10 N O4 S2, C18 H15 F P, C2 H3 N'
_chemical_formula_sum            'C32 H28 F N2 O4 P S2'
_chemical_formula_weight         618.65
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C128 H112 F4 N8 O16 P4 S8 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.36741(12)
_cell_length_b                   19.7011(2)
_cell_length_c                   15.3653(2)
_cell_angle_alpha                90
_cell_angle_beta                 106.7433(13)
_cell_angle_gamma                90
_cell_volume                     3005.31(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    18482
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.3730
_cell_measurement_theta_min      3.7190
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.499
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.944
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1288
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 5 -4 0.0299
0 -5 4 0.0299
0 -5 -3 0.0407
0 5 3 0.0407
5 3 0 0.1900
-5 -3 0 0.1550

_exptl_crystal_size_max          0.414
_exptl_crystal_size_mid          0.081
_exptl_crystal_size_min          0.06
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0259 5.0324 -3.9673 0.0868 0.3862 -0.4139
0.0259 -5.0324 3.9673 -0.0868 -0.3862 0.4139
-0.0079 -4.9693 -3.0192 -0.4414 0.1935 0.1395
0.0079 4.9693 3.0192 0.4414 -0.1935 -0.1395
5.0094 3.0170 -0.0398 -0.0654 -0.5858 -0.5565
-5.0094 -3.0170 0.0398 0.0654 0.5858 0.5565

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_av_unetI/netI     0.0172
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            36790
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.727
_diffrn_reflns_theta_min         3.749
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5700
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -61.00  34.00   0.50    3.00    --  -38.50  38.00 -60.00  190
  2  ω    -94.00  -2.00   0.50    3.00    --  -38.50 125.00  60.00  184
  3  ω   -111.00 -16.00   0.50    3.00    --  -38.50 -38.00 120.00  190
  4  ω     23.00  98.00   0.50    3.00    --   42.50-125.00   0.00  150
  5  ω     23.00  98.00   0.50    3.00    --   42.50-125.00  90.00  150
  6  ω     94.00 178.00   0.50   12.00    --  111.00 125.00 -60.00  168
  7  ω     94.00 178.00   0.50   12.00    --  111.00 125.00  90.00  168
  8  ω     94.00 178.00   0.50   12.00    --  111.00 125.00  30.00  168
  9  ω     41.00 139.00   0.50   12.00    --  111.00 -61.00 -90.00  196
 10  ω     87.00 178.00   0.50   12.00    --  111.00  45.00  90.00  182
 11  ω     39.00 121.00   0.50   12.00    --  111.00-125.00 -90.00  164
 12  ω     94.00 178.00   0.50   12.00    --  111.00 125.00-120.00  168
 13  ω     87.00 178.00   0.50   12.00    --  111.00  45.00-180.00  182
 14  ω     30.00 109.00   0.50   12.00    --  111.00 -94.00-180.00  158
 15  ω     30.00 109.00   0.50   12.00    --  111.00 -94.00 150.00  158
 16  ω     36.00 135.00   0.50   12.00    --  111.00 -30.00 -60.00  198
 17  ω     16.00 113.00   0.50    3.00    --   42.50  57.00 -30.00  194
 18  ω    -30.00  65.00   0.50    3.00    --   42.50 -38.00 150.00  190
 19  ω     11.00 116.00   0.50    3.00    --   42.50  77.00-150.00  210
 20  ω     11.00 116.00   0.50    3.00    --   42.50  77.00 120.00  210
 21  ω     16.00 113.00   0.50    3.00    --   42.50  57.00  60.00  194
 22  ω     87.00 178.00   0.50   12.00    --  111.00  30.00 -90.00  182
 23  ω     66.00 178.00   0.50   12.00    --  111.00  15.00  30.00  224
 24  ω     39.00  91.00   0.50   12.00    --  111.00-125.00 120.00  104
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0473340000
_diffrn_orient_matrix_UB_12      0.0576106000
_diffrn_orient_matrix_UB_13      0.0515090000
_diffrn_orient_matrix_UB_21      -0.1243737000
_diffrn_orient_matrix_UB_22      0.0112487000
_diffrn_orient_matrix_UB_23      -0.0822756000
_diffrn_orient_matrix_UB_31      -0.0796199000
_diffrn_orient_matrix_UB_32      -0.0517548000
_diffrn_orient_matrix_UB_33      0.0391933000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5781
_reflns_number_total             6264
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.460
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     480
_refine_ls_number_reflns         6264
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0308
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0456P)²+1.5225P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0828
_refine_ls_wR_factor_ref         0.0851
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.86267(3) 0.44920(2) 0.20810(2) 0.01530(8) Uani 1 1 d . . . . .
S2 S 1.13859(3) 0.44409(2) 0.29363(2) 0.01633(9) Uani 1 1 d . . . . .
P1 P 0.33331(3) 0.70011(2) 0.37229(2) 0.01411(8) Uani 1 1 d . . . . .
F1 F 0.37375(8) 0.77272(4) 0.40831(5) 0.01963(17) Uani 1 1 d . . . . .
O1 O 0.85216(10) 0.37981(5) 0.23604(7) 0.0205(2) Uani 1 1 d . . . . .
O2 O 0.75831(10) 0.49553(5) 0.21584(7) 0.0213(2) Uani 1 1 d . . . . .
O4 O 1.15423(10) 0.39131(5) 0.23200(7) 0.0230(2) Uani 1 1 d . . . . .
O3 O 1.24302(10) 0.49526(5) 0.31702(8) 0.0255(2) Uani 1 1 d . . . . .
N1 N 1.00112(11) 0.48499(6) 0.26038(8) 0.0174(2) Uani 1 1 d . . . . .
C7 C 0.16697(13) 0.70583(7) 0.29938(9) 0.0156(2) Uani 1 1 d . . . . .
C1 C 0.44673(12) 0.67894(7) 0.30993(9) 0.0164(3) Uani 1 1 d . . . . .
N2 N 0.12697(16) 0.81056(8) 0.48306(10) 0.0382(3) Uani 1 1 d . . . . .
C25 C 1.14207(13) 0.40369(7) 0.39783(9) 0.0175(3) Uani 1 1 d . . . . .
C2 C 0.45044(13) 0.61165(7) 0.28139(10) 0.0189(3) Uani 1 1 d . . . . .
C8 C 0.08300(13) 0.64923(7) 0.28618(9) 0.0171(3) Uani 1 1 d . . . . .
C13 C 0.34259(13) 0.64567(7) 0.46479(9) 0.0161(2) Uani 1 1 d . . . . .
C10 C -0.08241(14) 0.71063(7) 0.17102(10) 0.0212(3) Uani 1 1 d . . . . .
C18 C 0.23602(13) 0.64683(7) 0.50439(9) 0.0180(3) Uani 1 1 d . . . . .
C3 C 0.52696(14) 0.59597(7) 0.22352(10) 0.0214(3) Uani 1 1 d . . . . .
C14 C 0.45495(13) 0.60407(7) 0.50042(9) 0.0184(3) Uani 1 1 d . . . . .
C19 C 0.85172(13) 0.44709(7) 0.09067(9) 0.0181(3) Uani 1 1 d . . . . .
C12 C 0.12798(14) 0.76503(7) 0.24811(10) 0.0205(3) Uani 1 1 d . . . . .
C24 C 0.83500(15) 0.50762(8) 0.04189(10) 0.0236(3) Uani 1 1 d . . . . .
C17 C 0.24236(14) 0.60564(8) 0.57847(10) 0.0215(3) Uani 1 1 d . . . . .
C11 C 0.00236(15) 0.76659(8) 0.18394(10) 0.0241(3) Uani 1 1 d . . . . .
C4 C 0.59671(14) 0.64685(8) 0.19343(10) 0.0234(3) Uani 1 1 d . . . . .
C6 C 0.51637(14) 0.73021(7) 0.27960(10) 0.0203(3) Uani 1 1 d . . . . .
C15 C 0.45892(14) 0.56260(7) 0.57407(10) 0.0210(3) Uani 1 1 d . . . . .
C16 C 0.35280(15) 0.56316(7) 0.61259(10) 0.0221(3) Uani 1 1 d . . . . .
C9 C -0.04297(14) 0.65216(7) 0.22218(10) 0.0193(3) Uani 1 1 d . . . . .
C26 C 1.15653(16) 0.33409(8) 0.40693(11) 0.0253(3) Uani 1 1 d . . . . .
C30 C 1.13369(16) 0.44354(8) 0.47090(10) 0.0245(3) Uani 1 1 d . . . . .
C5 C 0.59145(15) 0.71354(8) 0.22101(11) 0.0249(3) Uani 1 1 d . . . . .
C20 C 0.85786(17) 0.38569(8) 0.04796(11) 0.0270(3) Uani 1 1 d . . . . .
C22 C 0.83091(16) 0.44496(9) -0.09326(10) 0.0279(3) Uani 1 1 d . . . . .
C23 C 0.82523(16) 0.50623(8) -0.05013(11) 0.0265(3) Uani 1 1 d . . . . .
C28 C 1.15453(17) 0.34326(9) 0.56282(11) 0.0297(3) Uani 1 1 d . . . . .
C27 C 1.16196(19) 0.30376(8) 0.48962(12) 0.0323(4) Uani 1 1 d . . . . .
C29 C 1.14055(17) 0.41291(9) 0.55365(11) 0.0302(3) Uani 1 1 d . . . . .
C21 C 0.84747(18) 0.38486(9) -0.04453(11) 0.0324(4) Uani 1 1 d . . . . .
C31 C 0.07159(17) 0.84861(9) 0.43094(13) 0.0345(4) Uani 1 1 d . . . . .
C32 C 0.0015(2) 0.89707(12) 0.36151(17) 0.0590(6) Uani 1 1 d . . . . .
H32A H -0.0761 0.8757 0.3211 0.089 Uiso 1 1 calc GR . . . .
H32B H 0.0610 0.9120 0.3277 0.089 Uiso 1 1 calc GR . . . .
H32C H -0.0265 0.9354 0.3901 0.089 Uiso 1 1 calc GR . . . .
H8 H 0.1100(19) 0.6095(10) 0.3174(13) 0.028(5) Uiso 1 1 d . . . . .
H9 H -0.1002(18) 0.6149(9) 0.2149(12) 0.021(4) Uiso 1 1 d . . . . .
H2 H 0.3980(17) 0.5778(9) 0.3001(12) 0.020(4) Uiso 1 1 d . . . . .
H18 H 0.1601(18) 0.6763(9) 0.4815(12) 0.023(4) Uiso 1 1 d . . . . .
H14 H 0.5289(18) 0.6044(9) 0.4732(12) 0.023(4) Uiso 1 1 d . . . . .
H22 H 0.823(2) 0.4451(10) -0.1578(14) 0.031(5) Uiso 1 1 d . . . . .
H6 H 0.5121(18) 0.7765(9) 0.2982(13) 0.025(4) Uiso 1 1 d . . . . .
H17 H 0.1727(19) 0.6064(9) 0.6060(13) 0.025(4) Uiso 1 1 d . . . . .
H3 H 0.534(2) 0.5493(10) 0.2043(14) 0.033(5) Uiso 1 1 d . . . . .
H15 H 0.5349(18) 0.5339(9) 0.5988(12) 0.025(4) Uiso 1 1 d . . . . .
H20 H 0.865(2) 0.3435(10) 0.0825(14) 0.035(5) Uiso 1 1 d . . . . .
H16 H 0.3562(17) 0.5339(9) 0.6633(12) 0.023(4) Uiso 1 1 d . . . . .
H12 H 0.187(2) 0.8041(10) 0.2571(13) 0.028(5) Uiso 1 1 d . . . . .
H4 H 0.6491(19) 0.6358(9) 0.1515(12) 0.025(4) Uiso 1 1 d . . . . .
H11 H -0.025(2) 0.8074(10) 0.1496(14) 0.034(5) Uiso 1 1 d . . . . .
H10 H -0.1679(19) 0.7130(9) 0.1262(13) 0.024(4) Uiso 1 1 d . . . . .
H28 H 1.160(2) 0.3198(10) 0.6203(14) 0.033(5) Uiso 1 1 d . . . . .
H24 H 0.8325(19) 0.5500(10) 0.0712(13) 0.029(5) Uiso 1 1 d . . . . .
H5 H 0.637(2) 0.7496(10) 0.2014(14) 0.034(5) Uiso 1 1 d . . . . .
H30 H 1.123(2) 0.4931(11) 0.4645(14) 0.038(5) Uiso 1 1 d . . . . .
H27 H 1.174(2) 0.2540(12) 0.4968(15) 0.044(6) Uiso 1 1 d . . . . .
H23 H 0.816(2) 0.5479(11) -0.0826(15) 0.043(6) Uiso 1 1 d . . . . .
H26 H 1.163(2) 0.3073(11) 0.3574(15) 0.038(5) Uiso 1 1 d . . . . .
H21 H 0.846(2) 0.3402(11) -0.0762(15) 0.042(6) Uiso 1 1 d . . . . .
H29 H 1.139(2) 0.4407(12) 0.6073(16) 0.050(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4464(10) . ?
S1 O2 1.4463(10) . ?
S1 N1 1.5931(11) . ?
S1 C19 1.7755(14) . ?
S2 O4 1.4467(10) . ?
S2 O3 1.4468(10) . ?
S2 N1 1.5881(11) . ?
S2 C25 1.7791(14) . ?
P1 F1 1.5475(8) . ?
P1 C7 1.7687(13) . ?
P1 C1 1.7674(13) . ?
P1 C13 1.7609(13) . ?
C7 C8 1.3931(18) . ?
C7 C12 1.4002(18) . ?
C1 C2 1.4003(19) . ?
C1 C6 1.3973(19) . ?
N2 C31 1.126(2) . ?
C25 C26 1.382(2) . ?
C25 C30 1.393(2) . ?
C2 C3 1.386(2) . ?
C2 H2 0.955(18) . ?
C8 C9 1.3914(19) . ?
C8 H8 0.918(19) . ?
C13 C18 1.4067(19) . ?
C13 C14 1.4003(18) . ?
C10 C11 1.388(2) . ?
C10 C9 1.388(2) . ?
C10 H10 0.954(19) . ?
C18 C17 1.384(2) . ?
C18 H18 0.959(18) . ?
C3 C4 1.391(2) . ?
C3 H3 0.97(2) . ?
C14 C15 1.387(2) . ?
C14 H14 0.973(19) . ?
C19 C24 1.392(2) . ?
C19 C20 1.386(2) . ?
C12 C11 1.389(2) . ?
C12 H12 0.971(19) . ?
C24 C23 1.388(2) . ?
C24 H24 0.953(19) . ?
C17 C16 1.393(2) . ?
C17 H17 0.936(19) . ?
C11 H11 0.96(2) . ?
C4 C5 1.386(2) . ?
C4 H4 0.979(19) . ?
C6 C5 1.389(2) . ?
C6 H6 0.961(18) . ?
C15 C16 1.391(2) . ?
C15 H15 0.955(19) . ?
C16 H16 0.961(18) . ?
C9 H9 0.930(18) . ?
C26 C27 1.391(2) . ?
C26 H26 0.94(2) . ?
C30 C29 1.391(2) . ?
C30 H30 0.98(2) . ?
C5 H5 0.95(2) . ?
C20 C21 1.394(2) . ?
C20 H20 0.98(2) . ?
C22 C23 1.387(2) . ?
C22 C21 1.385(2) . ?
C22 H22 0.97(2) . ?
C23 H23 0.95(2) . ?
C28 C27 1.388(2) . ?
C28 C29 1.383(2) . ?
C28 H28 0.98(2) . ?
C27 H27 0.99(2) . ?
C29 H29 0.99(2) . ?
C21 H21 1.00(2) . ?
C31 C32 1.460(3) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 N1 113.74(6) . . ?
O1 S1 C19 106.93(6) . . ?
O2 S1 O1 116.75(6) . . ?
O2 S1 N1 105.43(6) . . ?
O2 S1 C19 105.54(6) . . ?
N1 S1 C19 107.90(6) . . ?
O4 S2 O3 116.52(7) . . ?
O4 S2 N1 114.43(6) . . ?
O4 S2 C25 106.88(6) . . ?
O3 S2 N1 105.34(6) . . ?
O3 S2 C25 105.57(6) . . ?
N1 S2 C25 107.47(6) . . ?
F1 P1 C7 106.37(5) . . ?
F1 P1 C1 104.95(6) . . ?
F1 P1 C13 109.15(5) . . ?
C1 P1 C7 110.57(6) . . ?
C13 P1 C7 111.51(6) . . ?
C13 P1 C1 113.81(6) . . ?
S2 N1 S1 122.17(7) . . ?
C8 C7 P1 119.71(10) . . ?
C8 C7 C12 121.18(12) . . ?
C12 C7 P1 118.70(10) . . ?
C2 C1 P1 118.40(10) . . ?
C6 C1 P1 119.91(11) . . ?
C6 C1 C2 121.10(13) . . ?
C26 C25 S2 120.56(11) . . ?
C26 C25 C30 120.51(14) . . ?
C30 C25 S2 118.90(11) . . ?
C1 C2 H2 119.8(10) . . ?
C3 C2 C1 118.96(13) . . ?
C3 C2 H2 121.2(10) . . ?
C7 C8 H8 121.5(12) . . ?
C9 C8 C7 119.32(12) . . ?
C9 C8 H8 119.1(12) . . ?
C18 C13 P1 118.18(10) . . ?
C14 C13 P1 121.19(10) . . ?
C14 C13 C18 120.58(12) . . ?
C11 C10 C9 120.47(13) . . ?
C11 C10 H10 118.8(11) . . ?
C9 C10 H10 120.7(11) . . ?
C13 C18 H18 121.0(11) . . ?
C17 C18 C13 119.29(13) . . ?
C17 C18 H18 119.7(11) . . ?
C2 C3 C4 120.08(13) . . ?
C2 C3 H3 120.7(12) . . ?
C4 C3 H3 119.3(12) . . ?
C13 C14 H14 119.8(11) . . ?
C15 C14 C13 119.32(13) . . ?
C15 C14 H14 120.8(11) . . ?
C24 C19 S1 119.24(11) . . ?
C20 C19 S1 120.22(11) . . ?
C20 C19 C24 120.53(14) . . ?
C7 C12 H12 120.7(11) . . ?
C11 C12 C7 118.53(13) . . ?
C11 C12 H12 120.7(11) . . ?
C19 C24 H24 120.8(12) . . ?
C23 C24 C19 119.51(14) . . ?
C23 C24 H24 119.6(12) . . ?
C18 C17 C16 120.06(13) . . ?
C18 C17 H17 120.1(11) . . ?
C16 C17 H17 119.8(11) . . ?
C10 C11 C12 120.63(13) . . ?
C10 C11 H11 121.0(12) . . ?
C12 C11 H11 118.4(12) . . ?
C3 C4 H4 119.9(11) . . ?
C5 C4 C3 120.76(13) . . ?
C5 C4 H4 119.3(11) . . ?
C1 C6 H6 120.9(11) . . ?
C5 C6 C1 119.03(13) . . ?
C5 C6 H6 120.0(11) . . ?
C14 C15 C16 120.08(13) . . ?
C14 C15 H15 120.0(11) . . ?
C16 C15 H15 119.9(11) . . ?
C17 C16 H16 120.0(11) . . ?
C15 C16 C17 120.64(13) . . ?
C15 C16 H16 119.4(11) . . ?
C8 C9 H9 119.3(11) . . ?
C10 C9 C8 119.86(13) . . ?
C10 C9 H9 120.9(11) . . ?
C25 C26 C27 119.56(15) . . ?
C25 C26 H26 120.3(13) . . ?
C27 C26 H26 120.2(13) . . ?
C25 C30 H30 120.7(12) . . ?
C29 C30 C25 119.58(14) . . ?
C29 C30 H30 119.7(12) . . ?
C4 C5 C6 120.07(13) . . ?
C4 C5 H5 123.1(12) . . ?
C6 C5 H5 116.8(12) . . ?
C19 C20 C21 119.48(15) . . ?
C19 C20 H20 119.5(12) . . ?
C21 C20 H20 121.0(12) . . ?
C23 C22 H22 118.9(11) . . ?
C21 C22 C23 120.10(14) . . ?
C21 C22 H22 121.0(11) . . ?
C24 C23 H23 119.0(13) . . ?
C22 C23 C24 120.22(15) . . ?
C22 C23 H23 120.8(13) . . ?
C27 C28 H28 117.5(12) . . ?
C29 C28 C27 120.16(15) . . ?
C29 C28 H28 122.4(12) . . ?
C26 C27 H27 119.9(13) . . ?
C28 C27 C26 120.16(15) . . ?
C28 C27 H27 119.9(13) . . ?
C30 C29 H29 120.8(13) . . ?
C28 C29 C30 120.01(15) . . ?
C28 C29 H29 119.2(13) . . ?
C20 C21 H21 119.4(12) . . ?
C22 C21 C20 120.16(15) . . ?
C22 C21 H21 120.3(12) . . ?
N2 C31 C32 178.4(2) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 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
S1 C19 C24 C23 -179.45(11) . . . . ?
S1 C19 C20 C21 179.22(13) . . . . ?
S2 C25 C26 C27 178.59(13) . . . . ?
S2 C25 C30 C29 -177.99(12) . . . . ?
P1 C7 C8 C9 -173.85(11) . . . . ?
P1 C7 C12 C11 173.27(11) . . . . ?
P1 C1 C2 C3 172.47(11) . . . . ?
P1 C1 C6 C5 -171.77(11) . . . . ?
P1 C13 C18 C17 -178.55(10) . . . . ?
P1 C13 C14 C15 179.17(10) . . . . ?
F1 P1 C7 C8 -153.51(10) . . . . ?
F1 P1 C7 C12 33.79(12) . . . . ?
F1 P1 C1 C2 169.40(10) . . . . ?
F1 P1 C1 C6 -19.32(12) . . . . ?
F1 P1 C13 C18 78.99(11) . . . . ?
F1 P1 C13 C14 -98.69(11) . . . . ?
O1 S1 N1 S2 32.70(10) . . . . ?
O1 S1 C19 C24 168.71(11) . . . . ?
O1 S1 C19 C20 -10.38(14) . . . . ?
O2 S1 N1 S2 161.85(8) . . . . ?
O2 S1 C19 C24 43.76(13) . . . . ?
O2 S1 C19 C20 -135.33(12) . . . . ?
O4 S2 N1 S1 37.22(11) . . . . ?
O4 S2 C25 C26 -0.51(13) . . . . ?
O4 S2 C25 C30 177.75(11) . . . . ?
O3 S2 N1 S1 166.50(8) . . . . ?
O3 S2 C25 C26 -125.19(12) . . . . ?
O3 S2 C25 C30 53.07(13) . . . . ?
N1 S1 C19 C24 -68.57(12) . . . . ?
N1 S1 C19 C20 112.34(12) . . . . ?
N1 S2 C25 C26 122.75(12) . . . . ?
N1 S2 C25 C30 -58.99(13) . . . . ?
C7 P1 C1 C2 -76.28(12) . . . . ?
C7 P1 C1 C6 95.00(12) . . . . ?
C7 P1 C13 C18 -38.24(12) . . . . ?
C7 P1 C13 C14 144.08(11) . . . . ?
C7 C8 C9 C10 1.3(2) . . . . ?
C7 C12 C11 C10 0.0(2) . . . . ?
C1 P1 C7 C8 93.07(12) . . . . ?
C1 P1 C7 C12 -79.63(12) . . . . ?
C1 P1 C13 C18 -164.15(10) . . . . ?
C1 P1 C13 C14 18.17(13) . . . . ?
C1 C2 C3 C4 -1.1(2) . . . . ?
C1 C6 C5 C4 0.0(2) . . . . ?
C25 S2 N1 S1 -81.28(9) . . . . ?
C25 C26 C27 C28 -0.8(3) . . . . ?
C25 C30 C29 C28 -0.5(2) . . . . ?
C2 C1 C6 C5 -0.7(2) . . . . ?
C2 C3 C4 C5 0.3(2) . . . . ?
C8 C7 C12 C11 0.7(2) . . . . ?
C13 P1 C7 C8 -34.60(13) . . . . ?
C13 P1 C7 C12 152.69(11) . . . . ?
C13 P1 C1 C2 50.13(13) . . . . ?
C13 P1 C1 C6 -138.60(11) . . . . ?
C13 C18 C17 C16 -0.6(2) . . . . ?
C13 C14 C15 C16 -0.8(2) . . . . ?
C18 C13 C14 C15 1.6(2) . . . . ?
C18 C17 C16 C15 1.3(2) . . . . ?
C3 C4 C5 C6 0.2(2) . . . . ?
C14 C13 C18 C17 -0.9(2) . . . . ?
C14 C15 C16 C17 -0.6(2) . . . . ?
C19 S1 N1 S2 -85.74(9) . . . . ?
C19 C24 C23 C22 0.6(2) . . . . ?
C19 C20 C21 C22 -0.1(3) . . . . ?
C12 C7 C8 C9 -1.3(2) . . . . ?
C24 C19 C20 C21 0.1(2) . . . . ?
C11 C10 C9 C8 -0.7(2) . . . . ?
C6 C1 C2 C3 1.3(2) . . . . ?
C9 C10 C11 C12 0.1(2) . . . . ?
C26 C25 C30 C29 0.3(2) . . . . ?
C30 C25 C26 C27 0.4(2) . . . . ?
C20 C19 C24 C23 -0.4(2) . . . . ?
C23 C22 C21 C20 0.3(3) . . . . ?
C27 C28 C29 C30 0.1(3) . . . . ?
C29 C28 C27 C26 0.6(3) . . . . ?
C21 C22 C23 C24 -0.5(2) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.371
_oxdiff_exptl_absorpt_empirical_full_min 0.603
####################################################################### 
# 
# 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_2d[OTf]
_database_code_depnum_ccdc_archive 'CCDC 2051029'
loop_
_audit_author_name
_audit_author_address
'Felix Hennersdorf'
;TU Dresden
Germany
;
_audit_update_record             
;
2020-12-17 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;
_audit_creation_date             2018-04-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H9 F19 P, C F3 O3 S, C6 H5 F'
_chemical_formula_sum            'C31 H14 F23 O3 P S'
_chemical_formula_weight         934.45
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C31 H14 F13 O3 P S '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.52196(12)
_cell_length_b                   19.20788(18)
_cell_length_c                   15.90714(14)
_cell_angle_alpha                90
_cell_angle_beta                 101.4808(9)
_cell_angle_gamma                90
_cell_volume                     3450.01(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8772
_cell_measurement_temperature    101(1)
_cell_measurement_theta_max      76.3370
_cell_measurement_theta_min      3.6440
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.784
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_correction_T_min  0.782
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.799
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1848
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.0054
-1 0 0 0.0054
0 -1 0 0.0290
0 1 0 0.0290
1 1 -5 0.0889
-1 1 5 0.1304

_exptl_crystal_size_max          0.233
_exptl_crystal_size_mid          0.058
_exptl_crystal_size_min          0.011
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.9994 -0.0018 -0.0003 -0.0801 -0.1103 0.0046
-0.9994 0.0018 0.0003 0.0801 0.1103 -0.0046
-0.0006 -0.9994 0.0002 0.0644 -0.0463 0.0113
0.0006 0.9994 -0.0002 -0.0644 0.0463 -0.0113
1.0010 1.0005 -4.9993 -0.1324 0.0687 0.4690
-0.9997 0.9984 4.9989 0.0035 0.0239 -0.4916

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            19620
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.487
_diffrn_reflns_theta_min         3.652
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      101(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -91.00  -2.00   0.50    4.00    --  -38.50 125.00-150.00  178
  2  ω    -15.00  31.00   0.50    4.00    --  -38.50  38.00   0.00   92
  3  ω   -105.00 -10.00   0.50    4.00    --  -38.50 -77.00  90.00  190
  4  ω     96.00 141.00   0.50   16.00    --  111.00 -77.00-120.00   90
  5  ω     83.00 143.00   0.50   16.00    --  111.00  61.00   0.00  120
  6  ω    149.00 178.00   0.50   16.00    --  111.00  61.00   0.00   58
  7  ω     42.00 115.00   0.50   16.00    --  111.00-125.00  90.00  146
  8  ω     86.00 178.00   0.50   16.00    --  111.00  61.00 -60.00  184
  9  ω     40.00 112.00   0.50   16.00    --  111.00-125.00-120.00  144
 10  ω    111.00 172.00   0.50   16.00    --  111.00 118.00-172.00  122
 11  ω     57.00  88.00   0.50   16.00    --  111.00-125.00 -90.00   62
 12  ω     30.00 108.00   0.50   16.00    --  111.00 -94.00 120.00  156
 13  ω    110.00 151.00   0.50   16.00    --  111.00  30.00 120.00   82
 14  ω     82.00 109.00   0.50   16.00    --  111.00 -94.00 -90.00   54
 15  ω    112.00 178.00   0.50   16.00    --  111.00  15.00-150.00  132
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0802528000
_diffrn_orient_matrix_UB_12      -0.0644212000
_diffrn_orient_matrix_UB_13      -0.0024847000
_diffrn_orient_matrix_UB_21      -0.1102931000
_diffrn_orient_matrix_UB_22      0.0463897000
_diffrn_orient_matrix_UB_23      -0.0265392000
_diffrn_orient_matrix_UB_31      0.0045884000
_diffrn_orient_matrix_UB_32      -0.0112963000
_diffrn_orient_matrix_UB_33      -0.0951641000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6055
_reflns_number_total             7179
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.668
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     532
_refine_ls_number_reflns         7179
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0393
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0508P)²+1.9734P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0977
_refine_ls_wR_factor_ref         0.1044
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C6(H6), C10(H10), C12(H12), C14(H14), C18(H18), C20(H20),
 C22(H22), C27(H27), C28(H28), C29(H29), C30(H30), C31(H31)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.38671(4) 0.66352(2) 0.35050(3) 0.01828(10) Uani 1 1 d . . . . .
F1 F 0.32637(10) 0.62955(6) 0.42005(7) 0.0258(2) Uani 1 1 d . . . . .
F2 F 0.64329(10) 0.49175(7) 0.19987(8) 0.0299(3) Uani 1 1 d . . . . .
F3 F 0.52553(11) 0.43437(7) 0.10170(8) 0.0309(3) Uani 1 1 d . . . . .
F4 F 0.57199(12) 0.54050(7) 0.07901(9) 0.0380(3) Uani 1 1 d . . . . .
F5 F 0.08505(12) 0.44388(8) 0.19475(8) 0.0388(3) Uani 1 1 d . . . . .
F6 F 0.02928(11) 0.54428(7) 0.13983(10) 0.0417(3) Uani 1 1 d . . . . .
F7 F 0.09876(11) 0.46738(7) 0.06523(8) 0.0313(3) Uani 1 1 d . . . . .
F8 F 0.11872(15) 0.87014(8) 0.48256(11) 0.0492(4) Uani 1 1 d . . . . .
F9 F 0.19284(15) 0.95682(7) 0.42726(10) 0.0439(3) Uani 1 1 d . . . . .
F10 F 0.30595(14) 0.88871(9) 0.51406(9) 0.0476(4) Uani 1 1 d . . . . .
F11 F 0.01545(15) 0.86322(10) 0.13591(11) 0.0620(5) Uani 1 1 d . . . . .
F12 F 0.18214(17) 0.88298(9) 0.10102(10) 0.0593(5) Uani 1 1 d . . . . .
F13 F 0.10642(16) 0.78067(8) 0.08528(9) 0.0535(4) Uani 1 1 d . . . . .
F14 F 0.71851(13) 0.85342(7) 0.50204(9) 0.0375(3) Uani 1 1 d . . . . .
F15 F 0.88604(13) 0.80243(8) 0.50693(12) 0.0539(4) Uani 1 1 d . . . . .
F16 F 0.77987(14) 0.83458(7) 0.38694(9) 0.0414(3) Uani 1 1 d . . . . .
F17 F 0.78824(17) 0.55327(10) 0.60761(10) 0.0623(5) Uani 1 1 d . . . . .
F18 F 0.87641(13) 0.54045(8) 0.50453(10) 0.0461(4) Uani 1 1 d . . . . .
F19 F 0.70771(17) 0.49332(8) 0.49832(17) 0.0840(8) Uani 1 1 d . . . . .
C1 C 0.36517(16) 0.60044(9) 0.26723(11) 0.0204(3) Uani 1 1 d . . . . .
C2 C 0.46113(16) 0.57519(9) 0.23474(11) 0.0198(3) Uani 1 1 d . . . . .
H2 H 0.5367 0.5932 0.2538 0.024 Uiso 1 1 calc R . . . .
C3 C 0.44168(16) 0.52282(9) 0.17364(11) 0.0193(3) Uani 1 1 d . . . . .
C4 C 0.32907(17) 0.49654(9) 0.14345(11) 0.0207(3) Uani 1 1 d . . . . .
H4 H 0.3171 0.4616 0.1021 0.025 Uiso 1 1 calc R . . . .
C5 C 0.23410(16) 0.52281(10) 0.17556(11) 0.0208(3) Uani 1 1 d . . . . .
C6 C 0.25101(16) 0.57409(10) 0.23802(11) 0.0208(3) Uani 1 1 d . . . . .
H6 H 0.1875 0.5908 0.2602 0.025 Uiso 1 1 calc R . . . .
C7 C 0.54571(17) 0.49703(10) 0.13820(12) 0.0229(4) Uani 1 1 d . . . . .
C8 C 0.11097(17) 0.49456(11) 0.14365(13) 0.0258(4) Uani 1 1 d . . . . .
C9 C 0.30678(15) 0.74170(9) 0.32524(11) 0.0181(3) Uani 1 1 d . . . . .
C10 C 0.29527(16) 0.78482(10) 0.39378(11) 0.0198(3) Uani 1 1 d . . . . .
H10 H 0.3319 0.7735 0.4496 0.024 Uiso 1 1 calc R . . . .
C11 C 0.22799(16) 0.84501(10) 0.37670(12) 0.0213(4) Uani 1 1 d . . . . .
C12 C 0.17225(16) 0.86182(10) 0.29341(13) 0.0243(4) Uani 1 1 d . . . . .
H12 H 0.1276 0.9024 0.2826 0.029 Uiso 1 1 calc R . . . .
C13 C 0.18373(17) 0.81766(11) 0.22668(12) 0.0251(4) Uani 1 1 d . . . . .
C14 C 0.25087(16) 0.75737(10) 0.24136(12) 0.0216(4) Uani 1 1 d . . . . .
H14 H 0.2584 0.7280 0.1963 0.026 Uiso 1 1 calc R . . . .
C15 C 0.21147(18) 0.89041(11) 0.45034(14) 0.0285(4) Uani 1 1 d . . . . .
C16 C 0.1224(2) 0.83595(13) 0.13687(15) 0.0380(5) Uani 1 1 d . . . . .
C17 C 0.53731(16) 0.67181(9) 0.40238(11) 0.0192(3) Uani 1 1 d . . . . .
C18 C 0.59631(16) 0.73505(9) 0.40963(11) 0.0191(3) Uani 1 1 d . . . . .
H18 H 0.5585 0.7752 0.3855 0.023 Uiso 1 1 calc R . . . .
C19 C 0.71345(16) 0.73722(9) 0.45378(11) 0.0195(3) Uani 1 1 d . . . . .
C20 C 0.77061(16) 0.67764(10) 0.48917(11) 0.0217(4) Uani 1 1 d . . . . .
H20 H 0.8491 0.6797 0.5180 0.026 Uiso 1 1 calc R . . . .
C21 C 0.70981(17) 0.61453(10) 0.48136(12) 0.0226(4) Uani 1 1 d . . . . .
C22 C 0.59290(17) 0.61119(10) 0.43883(11) 0.0213(3) Uani 1 1 d . . . . .
H22 H 0.5519 0.5692 0.4345 0.026 Uiso 1 1 calc R . . . .
C23 C 0.77551(17) 0.80655(10) 0.46393(12) 0.0242(4) Uani 1 1 d . . . . .
C24 C 0.76989(19) 0.55010(11) 0.52267(15) 0.0318(4) Uani 1 1 d . . . . .
S1 S 0.50415(5) 0.76327(3) 0.14494(3) 0.02639(12) Uani 1 1 d . . . . .
F20 F 0.51396(17) 0.89736(8) 0.11194(10) 0.0511(4) Uani 1 1 d . . . . .
F21 F 0.63376(16) 0.86411(9) 0.22550(12) 0.0564(4) Uani 1 1 d . . . . .
F22 F 0.44919(16) 0.87344(8) 0.22598(10) 0.0484(4) Uani 1 1 d . . . . .
O1 O 0.50583(13) 0.72727(7) 0.22510(8) 0.0258(3) Uani 1 1 d . . . . .
O2 O 0.60327(19) 0.74915(10) 0.10542(11) 0.0468(5) Uani 1 1 d . . . . .
O3 O 0.38967(17) 0.76467(9) 0.08818(9) 0.0394(4) Uani 1 1 d . . . . .
C25 C 0.5264(2) 0.85406(12) 0.17865(14) 0.0328(5) Uani 1 1 d . . . . .
F23 F 0.9017(3) 0.51946(10) 0.29843(16) 0.0849(7) Uani 1 1 d . . . . .
C26 C 0.9156(3) 0.58946(14) 0.30143(18) 0.0460(6) Uani 1 1 d . . . . .
C27 C 0.8441(3) 0.62962(17) 0.24180(18) 0.0517(7) Uani 1 1 d . . . . .
H27 H 0.7870 0.6095 0.1992 0.062 Uiso 1 1 calc R . . . .
C28 C 0.8590(3) 0.70053(18) 0.2465(2) 0.0556(8) Uani 1 1 d . . . . .
H28 H 0.8111 0.7291 0.2067 0.067 Uiso 1 1 calc R . . . .
C29 C 0.9440(3) 0.72959(15) 0.3094(2) 0.0525(7) Uani 1 1 d . . . . .
H29 H 0.9539 0.7777 0.3120 0.063 Uiso 1 1 calc R . . . .
C30 C 1.0143(2) 0.68796(17) 0.36834(17) 0.0484(7) Uani 1 1 d . . . . .
H30 H 1.0716 0.7082 0.4108 0.058 Uiso 1 1 calc R . . . .
C31 C 1.0018(2) 0.61698(16) 0.36584(17) 0.0449(6) Uani 1 1 d . . . . .
H31 H 1.0493 0.5885 0.4058 0.054 Uiso 1 1 calc R . . . .


_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 1.5618(12) . ?
P1 C1 1.7758(18) . ?
P1 C9 1.7655(18) . ?
P1 C17 1.7740(19) . ?
F2 C7 1.341(2) . ?
F3 C7 1.336(2) . ?
F4 C7 1.338(2) . ?
F5 C8 1.339(2) . ?
F6 C8 1.334(2) . ?
F7 C8 1.334(2) . ?
F8 C15 1.332(2) . ?
F9 C15 1.333(3) . ?
F10 C15 1.332(3) . ?
F11 C16 1.336(3) . ?
F12 C16 1.331(3) . ?
F13 C16 1.332(3) . ?
F14 C23 1.330(2) . ?
F15 C23 1.323(2) . ?
F16 C23 1.348(2) . ?
F17 C24 1.327(3) . ?
F18 C24 1.328(3) . ?
F19 C24 1.320(3) . ?
C1 C2 1.397(3) . ?
C1 C6 1.400(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.386(3) . ?
C3 C4 1.386(3) . ?
C3 C7 1.506(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.391(3) . ?
C5 C6 1.385(3) . ?
C5 C8 1.509(3) . ?
C6 H6 0.9300 . ?
C9 C10 1.396(2) . ?
C9 C14 1.394(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.388(3) . ?
C11 C12 1.390(3) . ?
C11 C15 1.502(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.386(3) . ?
C13 C14 1.387(3) . ?
C13 C16 1.504(3) . ?
C14 H14 0.9300 . ?
C17 C18 1.386(3) . ?
C17 C22 1.398(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.393(3) . ?
C19 C20 1.383(3) . ?
C19 C23 1.505(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.393(3) . ?
C21 C22 1.383(3) . ?
C21 C24 1.504(3) . ?
C22 H22 0.9300 . ?
S1 O1 1.4473(14) . ?
S1 O2 1.4349(18) . ?
S1 O3 1.4427(17) . ?
S1 C25 1.827(2) . ?
F20 C25 1.333(3) . ?
F21 C25 1.325(3) . ?
F22 C25 1.328(3) . ?
F23 C26 1.354(3) . ?
C26 C27 1.365(4) . ?
C26 C31 1.382(4) . ?
C27 H27 0.9300 . ?
C27 C28 1.373(5) . ?
C28 H28 0.9300 . ?
C28 C29 1.372(5) . ?
C29 H29 0.9300 . ?
C29 C30 1.368(5) . ?
C30 H30 0.9300 . ?
C30 C31 1.371(4) . ?
C31 H31 0.9300 . ?

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 C1 103.15(8) . . ?
F1 P1 C9 103.36(7) . . ?
F1 P1 C17 103.89(7) . . ?
C9 P1 C1 114.92(8) . . ?
C9 P1 C17 116.57(9) . . ?
C17 P1 C1 112.75(9) . . ?
C2 C1 P1 120.62(14) . . ?
C2 C1 C6 120.81(17) . . ?
C6 C1 P1 118.49(14) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 C1 118.82(17) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 C4 121.13(17) . . ?
C2 C3 C7 118.14(16) . . ?
C4 C3 C7 120.69(16) . . ?
C3 C4 H4 120.3 . . ?
C3 C4 C5 119.41(17) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 C8 120.09(17) . . ?
C6 C5 C4 120.85(17) . . ?
C6 C5 C8 119.05(17) . . ?
C1 C6 H6 120.5 . . ?
C5 C6 C1 118.95(17) . . ?
C5 C6 H6 120.5 . . ?
F2 C7 C3 111.41(15) . . ?
F3 C7 F2 107.33(16) . . ?
F3 C7 F4 107.49(15) . . ?
F3 C7 C3 112.10(16) . . ?
F4 C7 F2 106.73(16) . . ?
F4 C7 C3 111.51(16) . . ?
F5 C8 C5 111.43(16) . . ?
F6 C8 F5 107.90(17) . . ?
F6 C8 C5 111.44(16) . . ?
F7 C8 F5 106.76(16) . . ?
F7 C8 F6 107.19(16) . . ?
F7 C8 C5 111.86(16) . . ?
C10 C9 P1 116.94(13) . . ?
C14 C9 P1 121.48(14) . . ?
C14 C9 C10 121.44(17) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 C9 118.51(17) . . ?
C11 C10 H10 120.7 . . ?
C10 C11 C12 120.91(17) . . ?
C10 C11 C15 118.90(17) . . ?
C12 C11 C15 120.13(18) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 C11 119.44(18) . . ?
C13 C12 H12 120.3 . . ?
C12 C13 C14 121.16(17) . . ?
C12 C13 C16 119.10(19) . . ?
C14 C13 C16 119.74(19) . . ?
C9 C14 H14 120.7 . . ?
C13 C14 C9 118.53(17) . . ?
C13 C14 H14 120.7 . . ?
F8 C15 F9 106.74(17) . . ?
F8 C15 C11 111.48(17) . . ?
F9 C15 C11 112.28(18) . . ?
F10 C15 F8 107.27(19) . . ?
F10 C15 F9 107.18(18) . . ?
F10 C15 C11 111.59(16) . . ?
F11 C16 C13 111.1(2) . . ?
F12 C16 F11 106.5(2) . . ?
F12 C16 F13 107.3(2) . . ?
F12 C16 C13 112.34(19) . . ?
F13 C16 F11 106.9(2) . . ?
F13 C16 C13 112.35(19) . . ?
C18 C17 P1 122.39(14) . . ?
C18 C17 C22 121.27(17) . . ?
C22 C17 P1 116.30(14) . . ?
C17 C18 H18 120.7 . . ?
C17 C18 C19 118.58(17) . . ?
C19 C18 H18 120.7 . . ?
C18 C19 C23 118.21(17) . . ?
C20 C19 C18 121.05(17) . . ?
C20 C19 C23 120.72(17) . . ?
C19 C20 H20 120.2 . . ?
C19 C20 C21 119.57(17) . . ?
C21 C20 H20 120.2 . . ?
C20 C21 C24 119.84(17) . . ?
C22 C21 C20 120.49(17) . . ?
C22 C21 C24 119.62(18) . . ?
C17 C22 H22 120.5 . . ?
C21 C22 C17 119.03(17) . . ?
C21 C22 H22 120.5 . . ?
F14 C23 F16 104.78(16) . . ?
F14 C23 C19 112.38(16) . . ?
F15 C23 F14 108.48(17) . . ?
F15 C23 F16 106.72(17) . . ?
F15 C23 C19 112.99(17) . . ?
F16 C23 C19 111.03(16) . . ?
F17 C24 F18 105.11(18) . . ?
F17 C24 C21 111.92(19) . . ?
F18 C24 C21 112.63(18) . . ?
F19 C24 F17 107.7(2) . . ?
F19 C24 F18 107.0(2) . . ?
F19 C24 C21 112.09(17) . . ?
O1 S1 C25 102.76(9) . . ?
O2 S1 O1 115.05(10) . . ?
O2 S1 O3 115.96(11) . . ?
O2 S1 C25 103.39(11) . . ?
O3 S1 O1 114.23(10) . . ?
O3 S1 C25 102.90(11) . . ?
F20 C25 S1 112.03(15) . . ?
F21 C25 S1 111.40(17) . . ?
F21 C25 F20 107.28(19) . . ?
F21 C25 F22 107.22(19) . . ?
F22 C25 S1 111.29(15) . . ?
F22 C25 F20 107.4(2) . . ?
F23 C26 C27 119.1(3) . . ?
F23 C26 C31 118.0(3) . . ?
C27 C26 C31 123.0(3) . . ?
C26 C27 H27 120.9 . . ?
C26 C27 C28 118.1(3) . . ?
C28 C27 H27 120.9 . . ?
C27 C28 H28 119.8 . . ?
C29 C28 C27 120.4(3) . . ?
C29 C28 H28 119.8 . . ?
C28 C29 H29 120.0 . . ?
C30 C29 C28 120.1(3) . . ?
C30 C29 H29 120.0 . . ?
C29 C30 H30 119.4 . . ?
C29 C30 C31 121.1(3) . . ?
C31 C30 H30 119.4 . . ?
C26 C31 H31 121.4 . . ?
C30 C31 C26 117.3(3) . . ?
C30 C31 H31 121.4 . . ?

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
P1 C1 C2 C3 175.96(13) . . . . ?
P1 C1 C6 C5 -177.39(14) . . . . ?
P1 C9 C10 C11 -176.83(13) . . . . ?
P1 C9 C14 C13 176.22(14) . . . . ?
P1 C17 C18 C19 177.98(13) . . . . ?
P1 C17 C22 C21 -178.99(14) . . . . ?
F1 P1 C1 C2 -126.44(15) . . . . ?
F1 P1 C1 C6 50.38(16) . . . . ?
F1 P1 C9 C10 51.94(15) . . . . ?
F1 P1 C9 C14 -123.79(15) . . . . ?
F1 P1 C17 C18 -124.04(14) . . . . ?
F1 P1 C17 C22 53.60(15) . . . . ?
C1 P1 C9 C10 163.54(14) . . . . ?
C1 P1 C9 C14 -12.19(19) . . . . ?
C1 P1 C17 C18 124.99(15) . . . . ?
C1 P1 C17 C22 -57.36(16) . . . . ?
C1 C2 C3 C4 1.3(3) . . . . ?
C1 C2 C3 C7 179.00(16) . . . . ?
C2 C1 C6 C5 -0.6(3) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C2 C3 C7 F2 40.4(2) . . . . ?
C2 C3 C7 F3 160.67(16) . . . . ?
C2 C3 C7 F4 -78.8(2) . . . . ?
C3 C4 C5 C6 -0.9(3) . . . . ?
C3 C4 C5 C8 -179.75(17) . . . . ?
C4 C3 C7 F2 -141.96(17) . . . . ?
C4 C3 C7 F3 -21.7(2) . . . . ?
C4 C3 C7 F4 98.9(2) . . . . ?
C4 C5 C6 C1 1.4(3) . . . . ?
C4 C5 C8 F5 94.5(2) . . . . ?
C4 C5 C8 F6 -144.95(18) . . . . ?
C4 C5 C8 F7 -25.0(3) . . . . ?
C6 C1 C2 C3 -0.8(3) . . . . ?
C6 C5 C8 F5 -84.4(2) . . . . ?
C6 C5 C8 F6 36.2(2) . . . . ?
C6 C5 C8 F7 156.17(17) . . . . ?
C7 C3 C4 C5 -178.11(17) . . . . ?
C8 C5 C6 C1 -179.71(17) . . . . ?
C9 P1 C1 C2 121.84(15) . . . . ?
C9 P1 C1 C6 -61.34(17) . . . . ?
C9 P1 C17 C18 -11.10(18) . . . . ?
C9 P1 C17 C22 166.54(13) . . . . ?
C9 C10 C11 C12 0.6(3) . . . . ?
C9 C10 C11 C15 177.82(17) . . . . ?
C10 C9 C14 C13 0.7(3) . . . . ?
C10 C11 C12 C13 0.3(3) . . . . ?
C10 C11 C15 F8 -87.5(2) . . . . ?
C10 C11 C15 F9 152.82(18) . . . . ?
C10 C11 C15 F10 32.5(3) . . . . ?
C11 C12 C13 C14 -0.7(3) . . . . ?
C11 C12 C13 C16 179.54(19) . . . . ?
C12 C11 C15 F8 89.8(2) . . . . ?
C12 C11 C15 F9 -29.9(3) . . . . ?
C12 C11 C15 F10 -150.31(19) . . . . ?
C12 C13 C14 C9 0.2(3) . . . . ?
C12 C13 C16 F11 -38.8(3) . . . . ?
C12 C13 C16 F12 80.3(3) . . . . ?
C12 C13 C16 F13 -158.6(2) . . . . ?
C14 C9 C10 C11 -1.1(3) . . . . ?
C14 C13 C16 F11 141.4(2) . . . . ?
C14 C13 C16 F12 -99.4(3) . . . . ?
C14 C13 C16 F13 21.6(3) . . . . ?
C15 C11 C12 C13 -176.91(18) . . . . ?
C16 C13 C14 C9 179.99(19) . . . . ?
C17 P1 C1 C2 -15.01(18) . . . . ?
C17 P1 C1 C6 161.80(14) . . . . ?
C17 P1 C9 C10 -61.30(17) . . . . ?
C17 P1 C9 C14 122.97(16) . . . . ?
C17 C18 C19 C20 0.5(3) . . . . ?
C17 C18 C19 C23 -177.95(16) . . . . ?
C18 C17 C22 C21 -1.3(3) . . . . ?
C18 C19 C20 C21 -0.7(3) . . . . ?
C18 C19 C23 F14 56.7(2) . . . . ?
C18 C19 C23 F15 179.89(17) . . . . ?
C18 C19 C23 F16 -60.2(2) . . . . ?
C19 C20 C21 C22 -0.2(3) . . . . ?
C19 C20 C21 C24 -177.60(18) . . . . ?
C20 C19 C23 F14 -121.77(19) . . . . ?
C20 C19 C23 F15 1.4(3) . . . . ?
C20 C19 C23 F16 121.25(19) . . . . ?
C20 C21 C22 C17 1.2(3) . . . . ?
C20 C21 C24 F17 68.7(3) . . . . ?
C20 C21 C24 F18 -49.4(3) . . . . ?
C20 C21 C24 F19 -170.1(2) . . . . ?
C22 C17 C18 C19 0.5(3) . . . . ?
C22 C21 C24 F17 -108.7(2) . . . . ?
C22 C21 C24 F18 133.2(2) . . . . ?
C22 C21 C24 F19 12.5(3) . . . . ?
C23 C19 C20 C21 177.80(17) . . . . ?
C24 C21 C22 C17 178.57(18) . . . . ?
O1 S1 C25 F20 -172.74(17) . . . . ?
O1 S1 C25 F21 67.08(17) . . . . ?
O1 S1 C25 F22 -52.54(19) . . . . ?
O2 S1 C25 F20 67.3(2) . . . . ?
O2 S1 C25 F21 -52.93(18) . . . . ?
O2 S1 C25 F22 -172.54(17) . . . . ?
O3 S1 C25 F20 -53.82(19) . . . . ?
O3 S1 C25 F21 -174.00(16) . . . . ?
O3 S1 C25 F22 66.39(19) . . . . ?
F23 C26 C27 C28 179.4(3) . . . . ?
F23 C26 C31 C30 -179.6(2) . . . . ?
C26 C27 C28 C29 0.3(4) . . . . ?
C27 C26 C31 C30 -0.2(4) . . . . ?
C27 C28 C29 C30 -0.3(4) . . . . ?
C28 C29 C30 C31 0.1(4) . . . . ?
C29 C30 C31 C26 0.1(4) . . . . ?
C31 C26 C27 C28 0.0(4) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.860
_oxdiff_exptl_absorpt_empirical_full_min 0.670

# start Validation Reply Form
_vrf_PLAT230_2dOTf               
;
PROBLEM: Hirshfeld Test Diff for    P1       --F1       .       10.2 s.u.  
RESPONSE: This seems to arise from disorder we were not able to describe satisfactory.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_6Meb[OTf]2
_database_code_depnum_ccdc_archive 'CCDC 2051030'
loop_
_audit_author_name
_audit_author_address
'Felix Hennersdorf'
;TU Dresden
Germany
;
_audit_update_record             
;
2020-12-17 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;
_audit_creation_date             2020-01-09
_audit_creation_method           
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C F3 O3 S), C19 H12 F11 N2 P'
_chemical_formula_sum            'C21 H12 F17 N2 O6 P S2'
_chemical_formula_weight         806.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C96 H84 F56 N4 O24 S12 P1 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   16.4153(3)
_cell_length_b                   12.2793(2)
_cell_length_c                   14.2726(2)
_cell_angle_alpha                90
_cell_angle_beta                 103.780(2)
_cell_angle_gamma                90
_cell_volume                     2794.10(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6837
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      75.6990
_cell_measurement_theta_min      2.7780
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.772
_exptl_absorpt_correction_T_max  0.775
_exptl_absorpt_correction_T_min  0.586
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.917
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1600
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -5 4 0.0720
-3 0 -5 0.0588
5 5 3 0.0678
5 -3 1 0.0525
-5 0 -3 0.0596
1 5 4 0.0692
-4 3 5 0.0789
5 -1 -1 0.0201
-5 1 -2 0.0500
-2 -2 5 0.0781

_exptl_crystal_size_max          0.264
_exptl_crystal_size_mid          0.177
_exptl_crystal_size_min          0.114
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0000 -5.0000 4.0000 0.7017 0.3129 0.0235
-3.0000 0.0000 -5.0000 -0.3208 -0.1229 -0.5926
5.0000 5.0000 3.0000 -0.2675 -0.0852 0.8578
5.0000 -3.0000 1.0000 0.2223 0.5595 0.2251
-5.0000 0.0000 -3.0000 -0.1328 -0.2963 -0.5621
1.0000 5.0000 4.0000 -0.1175 -0.3806 0.6795
-4.0000 3.0000 5.0000 0.2112 -0.5928 0.3183
5.0000 -1.0000 -1.0000 -0.0886 0.4412 0.1837
-5.0000 1.0000 -2.0000 -0.1375 -0.3897 -0.4231
-2.0000 -2.0000 5.0000 0.5742 -0.0722 0.1516

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_av_unetI/netI     0.0448
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            18052
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.763
_diffrn_reflns_theta_min         2.772
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5700
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -18.00  14.00   0.50    0.75    --  -38.50  64.00  -6.00   64
  2  ω    -64.00 -25.00   0.50    0.75    --  -38.50 -64.00-143.00   78
  3  ω     -3.00  22.00   0.50    0.75    --   42.50 -64.00-143.00   50
  4  ω     39.00  64.00   0.50    0.75    --   42.50  64.00  -6.00   50
  5  ω     81.00 108.00   0.50    3.00    --  111.00 -64.00-143.00   54
  6  ω    119.00 173.00   0.50    3.00    --  111.00  64.00  -6.00  108
  7  ω    -86.00  -6.00   0.50    0.75    --  -38.50 125.00 120.00  160
  8  ω      9.00  82.00   0.50    0.75    --   42.50 -99.00 120.00  146
  9  ω    -29.00  63.00   0.50    0.75    --   42.50 -38.00 -60.00  184
 10  ω     37.00 135.00   0.50    3.00    --  111.00 -30.00-180.00  196
 11  ω     88.00 133.00   0.50    3.00    --  111.00  30.00  60.00   90
 12  ω    144.00 173.00   0.50    3.00    --  111.00  30.00  60.00   58
 13  ω     51.00 128.00   0.50    3.00    --  111.00 -61.00   0.00  154
 14  ω     39.00 108.00   0.50    3.00    --  111.00-125.00-180.00  138
 15  ω     56.00  92.00   0.50    3.00    --  111.00-125.00-150.00   72
 16  ω     98.00 152.00   0.50    3.00    --  111.00 125.00-180.00  108
 17  ω     36.00 103.00   0.50    3.00    --  111.00 -94.00   0.00  134
 18  ω     60.00  98.00   0.50    3.00    --  111.00-125.00 -90.00   76
 19  ω     48.00 102.00   0.50    3.00    --  111.00-125.00   0.00  108
 20  ω     97.00 151.00   0.50    3.00    --  111.00 125.00 -90.00  108
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0186514000
_diffrn_orient_matrix_UB_12      -0.0800555000
_diffrn_orient_matrix_UB_13      0.0753523000
_diffrn_orient_matrix_UB_21      0.0695444000
_diffrn_orient_matrix_UB_22      -0.0763011000
_diffrn_orient_matrix_UB_23      -0.0171526000
_diffrn_orient_matrix_UB_31      0.0645396000
_diffrn_orient_matrix_UB_32      0.0591486000
_diffrn_orient_matrix_UB_33      0.0798004000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4985
_reflns_number_total             5822
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.807
_refine_diff_density_min         -0.594
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     519
_refine_ls_number_reflns         5822
_refine_ls_number_restraints     229
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0535
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1006P)²+1.1258P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1439
_refine_ls_wR_factor_ref         0.1530
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 S2A-O6A \\sim S2B-O4B
 with sigma of 0.02
 S2A-O5B \\sim S2B-O4
 with sigma of 0.02
 S2A-O4A \\sim S2B-O6B
 with sigma of 0.02
 S2A-C21A \\sim S2B-C21B
 with sigma of 0.02
 F16A-C21A \\sim F17B-C21B
 with sigma of 0.02
 F15A-C21A \\sim F16B-C21B
 with sigma of 0.02
 F17A-C21A \\sim F15B-C21B
 with sigma of 0.02
 S2A-F16A \\sim S2B-F17B
 with sigma of 0.04
 S2A-F15A \\sim S2B-F16B
 with sigma of 0.04
 S2A-F17A \\sim S2B-F15B
 with sigma of 0.04
 F16A-F15A \\sim F17B-F16B
 with sigma of 0.04
 F16A-F17A \\sim F17B-F15B
 with sigma of 0.04
 F15A-F17A \\sim F16B-F15B
 with sigma of 0.04
 O6A-O5B \\sim O4B-O4
 with sigma of 0.04
 O6A-O4A \\sim O4B-O6B
 with sigma of 0.04
 O6A-C21A \\sim O4B-C21B
 with sigma of 0.04
 O5B-O4A \\sim O4-O6B
 with sigma of 0.04
 O5B-C21A \\sim O4-C21B
 with sigma of 0.04
 O4A-C21A \\sim O6B-C21B
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
S2A \\sim F15A \\sim F16A \\sim F17A \\sim O4A \\sim O5B \\sim O6A \\sim C21A
\\sim S2B \\sim F15B \\sim F16B \\sim F17B \\sim O4 \\sim O4B \\sim O6B \\sim
C21B: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02 within
2A
4. Others
 Sof(S2B)=Sof(F15B)=Sof(F16B)=Sof(F17B)=Sof(O4)=Sof(O4B)=Sof(O6B)=Sof(C21B)=1-
 FVAR(1)
 Sof(S2A)=Sof(F15A)=Sof(F16A)=Sof(F17A)=Sof(O4A)=Sof(O5B)=Sof(O6A)=Sof(C21A)=
 FVAR(1)
5.a Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.84873(4) 0.62345(6) 0.30511(5) 0.02840(18) Uani 1 1 d . . . . .
F12 F 0.98652(15) 0.5254(2) 0.3932(2) 0.0667(7) Uani 1 1 d . . . . .
F13 F 0.97034(17) 0.5373(3) 0.2413(2) 0.0753(9) Uani 1 1 d . . . . .
F14 F 0.89833(16) 0.42145(19) 0.2988(2) 0.0609(7) Uani 1 1 d . . . . .
O1 O 0.89488(17) 0.7220(2) 0.3353(2) 0.0481(6) Uani 1 1 d . . . . .
O2 O 0.80111(17) 0.6218(3) 0.20734(17) 0.0486(7) Uani 1 1 d . . . . .
O3 O 0.80569(12) 0.58340(17) 0.37493(14) 0.0282(4) Uani 1 1 d . . . . .
C20 C 0.93000(19) 0.5197(3) 0.3102(3) 0.0376(7) Uani 1 1 d . . . . .
P1 P 0.69709(4) 0.61896(5) 0.49633(4) 0.01846(16) Uani 1 1 d . . . . .
F1 F 0.63727(9) 0.64598(13) 0.56133(11) 0.0239(3) Uani 1 1 d . . . . .
F2 F 0.89049(9) 0.64000(13) 0.56165(12) 0.0259(3) Uani 1 1 d . . . . .
F3 F 0.97989(9) 0.82026(15) 0.56057(13) 0.0303(4) Uani 1 1 d . . . . .
F4 F 0.90307(10) 1.01365(14) 0.51186(14) 0.0327(4) Uani 1 1 d . . . . .
F5 F 0.73359(10) 1.02701(13) 0.46100(14) 0.0319(4) Uani 1 1 d . . . . .
F6 F 0.64075(9) 0.84382(13) 0.45668(12) 0.0260(3) Uani 1 1 d . . . . .
F7 F 0.56978(10) 0.45189(13) 0.46055(12) 0.0267(3) Uani 1 1 d . . . . .
F8 F 0.44903(9) 0.41273(14) 0.29837(13) 0.0282(4) Uani 1 1 d . . . . .
F9 F 0.44475(10) 0.53124(14) 0.13802(12) 0.0299(4) Uani 1 1 d . . . . .
F10 F 0.55990(10) 0.68739(14) 0.13697(11) 0.0288(3) Uani 1 1 d . . . . .
F11 F 0.67577(9) 0.73493(12) 0.29768(11) 0.0227(3) Uani 1 1 d . . . . .
N1 N 0.78445(13) 0.50525(18) 0.65269(15) 0.0203(4) Uani 1 1 d . . . . .
N2 N 0.77420(13) 0.40965(17) 0.52099(15) 0.0197(4) Uani 1 1 d . . . . .
C1 C 0.75225(15) 0.5047(2) 0.55579(17) 0.0191(5) Uani 1 1 d . . . . .
C2 C 0.82556(16) 0.4101(2) 0.67928(19) 0.0231(5) Uani 1 1 d . . . . .
C3 C 0.82008(16) 0.3505(2) 0.5968(2) 0.0228(5) Uani 1 1 d . . . . .
C4 C 0.77230(19) 0.5888(2) 0.72155(19) 0.0278(6) Uani 1 1 d . . . . .
H4A H 0.763256 0.658157 0.689687 0.042 Uiso 1 1 calc R U . . .
H4B H 0.821261 0.592546 0.773987 0.042 Uiso 1 1 calc R U . . .
H4C H 0.724422 0.570451 0.746049 0.042 Uiso 1 1 calc R U . . .
C5 C 0.86138(18) 0.3819(3) 0.7824(2) 0.0300(6) Uani 1 1 d . . . . .
H5A H 0.900129 0.437583 0.811947 0.045 Uiso 1 1 calc R U . . .
H5B H 0.890141 0.313413 0.786242 0.045 Uiso 1 1 calc R U . . .
H5C H 0.816963 0.376672 0.815397 0.045 Uiso 1 1 calc R U . . .
C6 C 0.8540(2) 0.2406(2) 0.5849(2) 0.0321(6) Uani 1 1 d . . . . .
H6A H 0.808405 0.190652 0.563191 0.048 Uiso 1 1 calc R U . . .
H6B H 0.887994 0.216247 0.645624 0.048 Uiso 1 1 calc R U . . .
H6C H 0.887441 0.243899 0.538243 0.048 Uiso 1 1 calc R U . . .
C7 C 0.75029(17) 0.3689(2) 0.42157(18) 0.0239(5) Uani 1 1 d . . . . .
H7A H 0.704114 0.319266 0.415057 0.036 Uiso 1 1 calc R U . . .
H7B H 0.797111 0.331932 0.406551 0.036 Uiso 1 1 calc R U . . .
H7C H 0.734000 0.428963 0.378045 0.036 Uiso 1 1 calc R U . . .
C8 C 0.76206(15) 0.7361(2) 0.50611(17) 0.0194(5) Uani 1 1 d . . . . .
C9 C 0.84954(16) 0.7328(2) 0.53398(18) 0.0217(5) Uani 1 1 d . . . . .
C10 C 0.89674(15) 0.8254(2) 0.53595(18) 0.0230(5) Uani 1 1 d . . . . .
C11 C 0.85729(17) 0.9245(2) 0.51052(19) 0.0240(5) Uani 1 1 d . . . . .
C12 C 0.77066(17) 0.9306(2) 0.48462(19) 0.0235(5) Uani 1 1 d . . . . .
C13 C 0.72408(15) 0.8376(2) 0.48287(18) 0.0209(5) Uani 1 1 d . . . . .
C14 C 0.62821(14) 0.5918(2) 0.38329(18) 0.0195(5) Uani 1 1 d . . . . .
C15 C 0.56793(15) 0.5107(2) 0.38144(18) 0.0204(5) Uani 1 1 d . . . . .
C16 C 0.50638(15) 0.4892(2) 0.29918(19) 0.0220(5) Uani 1 1 d . . . . .
C17 C 0.50423(15) 0.5498(2) 0.21653(19) 0.0219(5) Uani 1 1 d . . . . .
C18 C 0.56289(15) 0.6298(2) 0.21641(18) 0.0210(5) Uani 1 1 d . . . . .
C19 C 0.62364(14) 0.6517(2) 0.29928(18) 0.0187(5) Uani 1 1 d . . . . .
S2A S 0.35940(5) 0.73837(6) 0.29671(5) 0.0212(2) Uani 0.943(2) 1 d D U P A 1
F15A F 0.48719(12) 0.7466(2) 0.44564(16) 0.0401(5) Uani 0.943(2) 1 d D U P A 1
F16A F 0.36811(15) 0.7748(2) 0.48021(15) 0.0314(5) Uani 0.943(2) 1 d D U P A 1
F17A F 0.42363(18) 0.90035(19) 0.41100(17) 0.0418(5) Uani 0.943(2) 1 d D U P A
1
O4A O 0.27865(13) 0.79169(19) 0.27655(16) 0.0290(5) Uani 0.943(2) 1 d D U P A 1
O5B O 0.3569(2) 0.6226(2) 0.3152(3) 0.0286(7) Uani 0.943(2) 1 d D U P A 1
O6A O 0.4138(3) 0.7691(3) 0.2356(2) 0.0292(7) Uani 0.943(2) 1 d D U P A 1
C21A C 0.41212(18) 0.7936(3) 0.4143(2) 0.0256(6) Uani 0.943(2) 1 d D U P A 1
S2B S 0.4049(9) 0.7325(10) 0.3291(10) 0.030(2) Uani 0.057(2) 1 d D U P A 2
F15B F 0.3870(19) 0.928(2) 0.393(2) 0.030(5) Uani 0.057(2) 1 d D U P A 2
F16B F 0.338(2) 0.796(3) 0.4679(19) 0.026(5) Uani 0.057(2) 1 d D U P A 2
F17B F 0.2725(14) 0.852(3) 0.329(2) 0.039(6) Uani 0.057(2) 1 d D U P A 2
O4 O 0.348(3) 0.640(3) 0.311(5) 0.027(7) Uani 0.057(2) 1 d D U P A 2
O4B O 0.4817(16) 0.718(3) 0.399(2) 0.033(6) Uani 0.057(2) 1 d D U P A 2
O6B O 0.412(4) 0.789(4) 0.242(3) 0.027(7) Uani 0.057(2) 1 d D U P A 2
C21B C 0.3488(15) 0.8327(18) 0.3842(18) 0.029(3) Uani 0.057(2) 1 d D U 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
S1 O1 1.438(3) . ?
S1 O2 1.428(2) . ?
S1 O3 1.439(2) . ?
S1 C20 1.833(3) . ?
F12 C20 1.321(4) . ?
F13 C20 1.328(4) . ?
F14 C20 1.309(4) . ?
P1 F1 1.5392(16) . ?
P1 C1 1.772(3) . ?
P1 C8 1.777(3) . ?
P1 C14 1.767(2) . ?
F2 C9 1.334(3) . ?
F3 C10 1.327(3) . ?
F4 C11 1.325(3) . ?
F5 C12 1.337(3) . ?
F6 C13 1.332(3) . ?
F7 C15 1.335(3) . ?
F8 C16 1.328(3) . ?
F9 C17 1.319(3) . ?
F10 C18 1.327(3) . ?
F11 C19 1.337(3) . ?
N1 C1 1.358(3) . ?
N1 C2 1.357(3) . ?
N1 C4 1.467(3) . ?
N2 C1 1.351(3) . ?
N2 C3 1.371(3) . ?
N2 C7 1.467(3) . ?
C2 C3 1.371(4) . ?
C2 C5 1.489(4) . ?
C3 C6 1.484(4) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.396(3) . ?
C8 C13 1.397(3) . ?
C9 C10 1.372(4) . ?
C10 C11 1.386(4) . ?
C11 C12 1.384(4) . ?
C12 C13 1.372(4) . ?
C14 C15 1.399(3) . ?
C14 C19 1.394(3) . ?
C15 C16 1.380(4) . ?
C16 C17 1.388(4) . ?
C17 C18 1.375(4) . ?
C18 C19 1.380(3) . ?
S2A O4A 1.445(2) . ?
S2A O5B 1.448(3) . ?
S2A O6A 1.439(3) . ?
S2A C21A 1.826(3) . ?
F15A C21A 1.338(4) . ?
F16A C21A 1.336(4) . ?
F17A C21A 1.327(4) . ?
S2B O4 1.447(18) . ?
S2B O4B 1.416(18) . ?
S2B O6B 1.455(19) . ?
S2B C21B 1.825(17) . ?
F15B C21B 1.316(19) . ?
F16B C21B 1.327(19) . ?
F17B C21B 1.334(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O3 113.01(15) . . ?
O1 S1 C20 104.25(16) . . ?
O2 S1 O1 115.57(18) . . ?
O2 S1 O3 115.29(15) . . ?
O2 S1 C20 104.62(17) . . ?
O3 S1 C20 101.99(14) . . ?
F12 C20 S1 110.4(3) . . ?
F12 C20 F13 106.7(3) . . ?
F13 C20 S1 110.1(3) . . ?
F14 C20 S1 111.8(2) . . ?
F14 C20 F12 109.5(3) . . ?
F14 C20 F13 108.1(3) . . ?
F1 P1 C1 102.03(10) . . ?
F1 P1 C8 103.60(11) . . ?
F1 P1 C14 103.28(10) . . ?
C1 P1 C8 112.00(11) . . ?
C14 P1 C1 115.50(12) . . ?
C14 P1 C8 117.79(12) . . ?
C1 N1 C4 127.1(2) . . ?
C2 N1 C1 109.1(2) . . ?
C2 N1 C4 123.6(2) . . ?
C1 N2 C3 108.2(2) . . ?
C1 N2 C7 128.1(2) . . ?
C3 N2 C7 123.6(2) . . ?
N1 C1 P1 120.98(19) . . ?
N2 C1 P1 131.19(18) . . ?
N2 C1 N1 107.8(2) . . ?
N1 C2 C3 107.1(2) . . ?
N1 C2 C5 121.9(3) . . ?
C3 C2 C5 130.8(3) . . ?
N2 C3 C2 107.8(2) . . ?
N2 C3 C6 122.8(3) . . ?
C2 C3 C6 129.4(3) . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 P1 123.79(19) . . ?
C9 C8 C13 117.7(2) . . ?
C13 C8 P1 118.54(19) . . ?
F2 C9 C8 121.4(2) . . ?
F2 C9 C10 117.3(2) . . ?
C10 C9 C8 121.3(2) . . ?
F3 C10 C9 120.4(2) . . ?
F3 C10 C11 119.9(2) . . ?
C9 C10 C11 119.7(2) . . ?
F4 C11 C10 119.6(2) . . ?
F4 C11 C12 120.1(2) . . ?
C12 C11 C10 120.3(2) . . ?
F5 C12 C11 119.5(2) . . ?
F5 C12 C13 121.0(2) . . ?
C13 C12 C11 119.5(2) . . ?
F6 C13 C8 119.3(2) . . ?
F6 C13 C12 119.2(2) . . ?
C12 C13 C8 121.5(2) . . ?
C15 C14 P1 116.57(19) . . ?
C19 C14 P1 125.28(19) . . ?
C19 C14 C15 117.8(2) . . ?
F7 C15 C14 119.7(2) . . ?
F7 C15 C16 118.7(2) . . ?
C16 C15 C14 121.6(2) . . ?
F8 C16 C15 121.1(2) . . ?
F8 C16 C17 119.8(2) . . ?
C15 C16 C17 119.1(2) . . ?
F9 C17 C16 119.6(2) . . ?
F9 C17 C18 119.9(2) . . ?
C18 C17 C16 120.5(2) . . ?
F10 C18 C17 119.9(2) . . ?
F10 C18 C19 120.0(2) . . ?
C17 C18 C19 120.1(2) . . ?
F11 C19 C14 121.0(2) . . ?
F11 C19 C18 118.0(2) . . ?
C18 C19 C14 121.0(2) . . ?
O4A S2A O5B 114.63(17) . . ?
O4A S2A C21A 103.09(14) . . ?
O5B S2A C21A 102.96(19) . . ?
O6A S2A O4A 115.67(18) . . ?
O6A S2A O5B 114.6(2) . . ?
O6A S2A C21A 103.48(19) . . ?
F15A C21A S2A 110.2(2) . . ?
F16A C21A S2A 111.5(2) . . ?
F16A C21A F15A 107.5(2) . . ?
F17A C21A S2A 112.0(2) . . ?
F17A C21A F15A 108.1(3) . . ?
F17A C21A F16A 107.5(3) . . ?
O4 S2B O6B 114(3) . . ?
O4 S2B C21B 104(2) . . ?
O4B S2B O4 117(2) . . ?
O4B S2B O6B 115(3) . . ?
O4B S2B C21B 103.7(18) . . ?
O6B S2B C21B 102(2) . . ?
F15B C21B S2B 111.2(18) . . ?
F15B C21B F16B 112(2) . . ?
F15B C21B F17B 105(2) . . ?
F16B C21B S2B 110.8(18) . . ?
F16B C21B F17B 106(2) . . ?
F17B C21B S2B 111.3(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
O1 S1 C20 F12 48.2(3) . . . . ?
O1 S1 C20 F13 -69.4(3) . . . . ?
O1 S1 C20 F14 170.3(3) . . . . ?
O2 S1 C20 F12 170.0(3) . . . . ?
O2 S1 C20 F13 52.3(3) . . . . ?
O2 S1 C20 F14 -67.9(3) . . . . ?
O3 S1 C20 F12 -69.6(3) . . . . ?
O3 S1 C20 F13 172.8(3) . . . . ?
O3 S1 C20 F14 52.5(3) . . . . ?
P1 C8 C9 F2 -4.5(4) . . . . ?
P1 C8 C9 C10 176.9(2) . . . . ?
P1 C8 C13 F6 1.7(3) . . . . ?
P1 C8 C13 C12 -177.0(2) . . . . ?
P1 C14 C15 F7 -6.1(3) . . . . ?
P1 C14 C15 C16 174.3(2) . . . . ?
P1 C14 C19 F11 2.8(4) . . . . ?
P1 C14 C19 C18 -174.5(2) . . . . ?
F1 P1 C1 N1 -46.9(2) . . . . ?
F1 P1 C1 N2 136.6(2) . . . . ?
F1 P1 C8 C9 125.1(2) . . . . ?
F1 P1 C8 C13 -56.3(2) . . . . ?
F1 P1 C14 C15 -55.9(2) . . . . ?
F1 P1 C14 C19 117.0(2) . . . . ?
F2 C9 C10 F3 2.9(4) . . . . ?
F2 C9 C10 C11 -178.2(2) . . . . ?
F3 C10 C11 F4 -0.6(4) . . . . ?
F3 C10 C11 C12 179.9(2) . . . . ?
F4 C11 C12 F5 0.0(4) . . . . ?
F4 C11 C12 C13 179.5(2) . . . . ?
F5 C12 C13 F6 0.4(4) . . . . ?
F5 C12 C13 C8 179.1(2) . . . . ?
F7 C15 C16 F8 1.0(4) . . . . ?
F7 C15 C16 C17 -179.8(2) . . . . ?
F8 C16 C17 F9 0.5(4) . . . . ?
F8 C16 C17 C18 179.6(2) . . . . ?
F9 C17 C18 F10 -0.6(4) . . . . ?
F9 C17 C18 C19 178.0(2) . . . . ?
F10 C18 C19 F11 3.0(4) . . . . ?
F10 C18 C19 C14 -179.6(2) . . . . ?
N1 C2 C3 N2 -1.1(3) . . . . ?
N1 C2 C3 C6 -179.9(3) . . . . ?
C1 P1 C8 C9 15.9(3) . . . . ?
C1 P1 C8 C13 -165.5(2) . . . . ?
C1 P1 C14 C15 54.6(2) . . . . ?
C1 P1 C14 C19 -132.5(2) . . . . ?
C1 N1 C2 C3 1.2(3) . . . . ?
C1 N1 C2 C5 -174.5(2) . . . . ?
C1 N2 C3 C2 0.5(3) . . . . ?
C1 N2 C3 C6 179.4(2) . . . . ?
C2 N1 C1 P1 -178.10(18) . . . . ?
C2 N1 C1 N2 -0.9(3) . . . . ?
C3 N2 C1 P1 177.0(2) . . . . ?
C3 N2 C1 N1 0.2(3) . . . . ?
C4 N1 C1 P1 6.9(4) . . . . ?
C4 N1 C1 N2 -175.9(2) . . . . ?
C4 N1 C2 C3 176.4(2) . . . . ?
C4 N1 C2 C5 0.7(4) . . . . ?
C5 C2 C3 N2 174.1(3) . . . . ?
C5 C2 C3 C6 -4.7(5) . . . . ?
C7 N2 C1 P1 -6.9(4) . . . . ?
C7 N2 C1 N1 176.3(2) . . . . ?
C7 N2 C3 C2 -175.8(2) . . . . ?
C7 N2 C3 C6 3.2(4) . . . . ?
C8 P1 C1 N1 63.3(2) . . . . ?
C8 P1 C1 N2 -113.2(2) . . . . ?
C8 P1 C14 C15 -169.34(19) . . . . ?
C8 P1 C14 C19 3.6(3) . . . . ?
C8 C9 C10 F3 -178.5(2) . . . . ?
C8 C9 C10 C11 0.4(4) . . . . ?
C9 C8 C13 F6 -179.5(2) . . . . ?
C9 C8 C13 C12 1.7(4) . . . . ?
C9 C10 C11 F4 -179.5(2) . . . . ?
C9 C10 C11 C12 1.0(4) . . . . ?
C10 C11 C12 F5 179.5(2) . . . . ?
C10 C11 C12 C13 -1.0(4) . . . . ?
C11 C12 C13 F6 -179.1(2) . . . . ?
C11 C12 C13 C8 -0.4(4) . . . . ?
C13 C8 C9 F2 176.8(2) . . . . ?
C13 C8 C9 C10 -1.8(4) . . . . ?
C14 P1 C1 N1 -158.1(2) . . . . ?
C14 P1 C1 N2 25.4(3) . . . . ?
C14 P1 C8 C9 -121.7(2) . . . . ?
C14 P1 C8 C13 57.0(2) . . . . ?
C14 C15 C16 F8 -179.5(2) . . . . ?
C14 C15 C16 C17 -0.2(4) . . . . ?
C15 C14 C19 F11 175.6(2) . . . . ?
C15 C14 C19 C18 -1.6(4) . . . . ?
C15 C16 C17 F9 -178.8(2) . . . . ?
C15 C16 C17 C18 0.4(4) . . . . ?
C16 C17 C18 F10 -179.7(2) . . . . ?
C16 C17 C18 C19 -1.2(4) . . . . ?
C17 C18 C19 F11 -175.5(2) . . . . ?
C17 C18 C19 C14 1.8(4) . . . . ?
C19 C14 C15 F7 -179.6(2) . . . . ?
C19 C14 C15 C16 0.8(4) . . . . ?
O4A S2A C21A F15A 176.5(2) . . . . ?
O4A S2A C21A F16A 57.3(3) . . . . ?
O4A S2A C21A F17A -63.1(3) . . . . ?
O5B S2A C21A F15A 57.0(3) . . . . ?
O5B S2A C21A F16A -62.2(3) . . . . ?
O5B S2A C21A F17A 177.3(3) . . . . ?
O6A S2A C21A F15A -62.6(3) . . . . ?
O6A S2A C21A F16A 178.2(2) . . . . ?
O6A S2A C21A F17A 57.7(3) . . . . ?
O4 S2B C21B F15B -171(3) . . . . ?
O4 S2B C21B F16B 63(4) . . . . ?
O4 S2B C21B F17B -55(3) . . . . ?
O4B S2B C21B F15B 66(3) . . . . ?
O4B S2B C21B F16B -59(3) . . . . ?
O4B S2B C21B F17B -177(2) . . . . ?
O6B S2B C21B F15B -53(3) . . . . ?
O6B S2B C21B F16B -179(3) . . . . ?
O6B S2B C21B F17B 63(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.304
_oxdiff_exptl_absorpt_empirical_full_min 0.810
####################################################################### 
# 
# 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_4b[OTf]
_database_code_depnum_ccdc_archive 'CCDC 2051031'
loop_
_audit_author_name
_audit_author_address
'Felix Hennersdorf'
;TU Dresden
Germany
;
_audit_update_record             
;
2020-12-17 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;
_audit_creation_date             2017-10-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '4(C F3 O3 S), 4(C18 H5 F11 P)'
_chemical_formula_sum            'C76 H20 F56 O12 P4 S4'
_chemical_formula_weight         2441.04
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C76 H20 F56 O12 P4 S4 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.0000(2)
_cell_length_b                   15.2994(5)
_cell_length_c                   16.8567(8)
_cell_angle_alpha                90
_cell_angle_beta                 91.765(3)
_cell_angle_gamma                90
_cell_volume                     2062.19(13)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    4503
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      75.1290
_cell_measurement_theta_min      5.7510
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.578
_exptl_absorpt_correction_T_max  0.826
_exptl_absorpt_correction_T_min  0.602
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.966
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1200
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -10 1 0.0512
-1 10 -1 0.0515
-3 -9 1 0.0765
5 4 -1 0.1115
2 9 -1 0.0730
4 -7 -1 0.1065
0 0 11 0.0288
0 0 -11 0.0288
-1 -7 -7 0.0465
-1 -4 9 0.0462
3 6 -8 0.0770
0 -8 -5 0.0459
-3 6 6 0.0781
-3 7 -5 0.0795
4 5 3 0.0987
3 4 6 0.0811

_exptl_crystal_size_max          0.269
_exptl_crystal_size_mid          0.116
_exptl_crystal_size_min          0.058
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0062 -9.9908 0.7824 0.0607 -0.3474 0.9449
-0.9924 9.9836 -0.7028 -0.0849 0.5256 -0.8766
-3.0016 -9.0135 0.9428 -0.0179 0.2218 1.0552
4.9958 4.0326 -0.7108 0.0966 -0.7519 -0.7193
2.0029 9.0063 -0.8632 -0.0063 -0.0437 -0.9869
3.9846 -7.0292 -0.7665 0.0487 -0.9681 0.3896
0.0619 -0.2885 11.0330 1.0015 0.1000 0.0803
-0.0619 0.2885 -11.0330 -1.0015 -0.1000 -0.0803
-1.0479 -6.5185 -7.4181 -0.7117 -0.1283 0.6455
-0.9506 -4.4213 9.4337 0.8206 0.1147 0.5291
2.9599 5.5641 -7.6793 -0.5974 -0.4118 -0.7628
-0.0391 -8.3802 -5.3494 -0.4944 -0.3514 0.7636
-2.9581 6.3603 5.7446 0.4340 0.8165 -0.3698
-3.0201 6.6488 -5.2884 -0.5675 0.7165 -0.4501
4.0205 5.2828 3.2741 0.4283 -0.4900 -0.7507
3.0383 4.4703 6.4196 0.6817 -0.3098 -0.5918

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0583
_diffrn_reflns_av_unetI/netI     0.0519
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            12741
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.604
_diffrn_reflns_theta_min         3.903
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -109.00 -62.00   0.50    4.50    --  -38.50-143.00 -20.00   94
  2  ω    -61.00  34.00   0.50    4.50    --  -38.50  38.00  60.00  190
  3  ω     20.00 115.00   0.50    4.50    --   42.50  38.00 -30.00  190
  4  ω    -28.00  69.00   0.50    4.50    --   42.50 -57.00-180.00  194
  5  ω     40.00 135.00   0.50   18.00    --  111.00 -45.00-180.00  190
  6  ω     87.00 178.00   0.50   18.00    --  111.00  30.00 -60.00  182
  7  ω     37.00 142.00   0.50   18.00    --  111.00 -77.00-180.00  210
  8  ω     36.00 135.00   0.50   18.00    --  111.00 -30.00  60.00  198
  9  ω     78.00 109.00   0.50   18.00    --  111.00 -30.00 -60.00   62
 10  ω     89.00 120.00   0.50   18.00    --  111.00  61.00-150.00   62
 11  ω    126.00 175.00   0.50   18.00    --  111.00  30.00-180.00   98
 12  ω    103.00 177.00   0.50   18.00    --  111.00  15.00 -90.00  148
 13  ω    147.00 176.00   0.50   18.00    --  111.00  61.00-150.00   58
 14  ω     33.00  98.00   0.50   18.00    --  111.00 -94.00 -90.00  130
 15  ω     44.00 111.00   0.50   18.00    --  111.00-125.00   0.00  134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0314203000
_diffrn_orient_matrix_UB_12      0.0009998000
_diffrn_orient_matrix_UB_13      0.0906221000
_diffrn_orient_matrix_UB_21      -0.1777945000
_diffrn_orient_matrix_UB_22      0.0357455000
_diffrn_orient_matrix_UB_23      0.0109974000
_diffrn_orient_matrix_UB_31      -0.0672723000
_diffrn_orient_matrix_UB_32      -0.0941240000
_diffrn_orient_matrix_UB_33      0.0051980000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3706
_reflns_number_total             4245
_reflns_odcompleteness_completeness 99.09
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.133
_refine_diff_density_min         -0.739
_refine_diff_density_rms         0.144
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         4245
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0953
_refine_ls_R_factor_gt           0.0875
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1094P)²+12.6903P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2328
_refine_ls_wR_factor_ref         0.2392
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 1.08011(16) 0.14334(9) 0.76917(8) 0.0260(3) Uani 1 1 d . . . . .
F12 F 0.7636(4) 0.1754(3) 0.7908(2) 0.0405(9) Uani 1 1 d . . . . .
F13 F 0.8215(5) 0.0388(3) 0.7817(3) 0.0445(9) Uani 1 1 d . . . . .
F14 F 0.8879(4) 0.1102(2) 0.8885(2) 0.0350(8) Uani 1 1 d . . . . .
O1 O 1.0472(5) 0.1513(3) 0.6858(3) 0.0355(9) Uani 1 1 d . . . . .
O2 O 1.1206(5) 0.2243(3) 0.8098(2) 0.0299(9) Uani 1 1 d . . . . .
O3 O 1.1844(5) 0.0705(3) 0.7933(3) 0.0362(10) Uani 1 1 d . . . . .
C00R C 0.8775(7) 0.1153(4) 0.8097(3) 0.0262(11) Uani 1 1 d . . . . .
P1 P 0.53665(16) 0.23271(8) 0.57645(8) 0.0216(3) Uani 1 1 d . . . . .
F1 F 0.6501(4) 0.1815(2) 0.63543(19) 0.0278(7) Uani 1 1 d . . . . .
F2 F 0.1646(4) 0.2755(2) 0.5536(2) 0.0314(7) Uani 1 1 d . . . . .
F3 F -0.0261(4) 0.3652(2) 0.6516(2) 0.0377(8) Uani 1 1 d . . . . .
F4 F 0.1106(4) 0.4374(2) 0.7858(2) 0.0362(8) Uani 1 1 d . . . . .
F5 F 0.4415(5) 0.4218(2) 0.81993(19) 0.0328(7) Uani 1 1 d . . . . .
F6 F 0.6383(4) 0.3322(2) 0.7207(2) 0.0291(7) Uani 1 1 d . . . . .
F7 F 0.5616(4) 0.4343(2) 0.5578(2) 0.0300(7) Uani 1 1 d . . . . .
F8 F 0.7838(4) 0.5215(2) 0.4717(2) 0.0319(7) Uani 1 1 d . . . . .
F9 F 1.0084(4) 0.4346(2) 0.3866(2) 0.0331(8) Uani 1 1 d . . . . .
F10 F 1.0174(4) 0.2564(2) 0.3888(2) 0.0372(8) Uani 1 1 d . . . . .
F11 F 0.8041(4) 0.1674(2) 0.4784(2) 0.0354(8) Uani 1 1 d . . . . .
C1 C 0.4050(7) 0.2959(3) 0.6369(3) 0.0238(10) Uani 1 1 d . . . . .
C2 C 0.2354(7) 0.3080(3) 0.6196(3) 0.0253(11) Uani 1 1 d . . . . .
C3 C 0.1366(7) 0.3567(3) 0.6695(3) 0.0266(11) Uani 1 1 d . . . . .
C4 C 0.2070(7) 0.3928(4) 0.7369(3) 0.0277(11) Uani 1 1 d . . . . .
C5 C 0.3752(7) 0.3846(4) 0.7548(3) 0.0254(11) Uani 1 1 d . . . . .
C6 C 0.4736(7) 0.3379(3) 0.7049(3) 0.0238(10) Uani 1 1 d . . . . .
C7 C 0.6740(6) 0.2969(3) 0.5202(3) 0.0232(10) Uani 1 1 d . . . . .
C8 C 0.6723(6) 0.3888(3) 0.5174(3) 0.0223(10) Uani 1 1 d . . . . .
C9 C 0.7854(6) 0.4337(3) 0.4734(3) 0.0239(10) Uani 1 1 d . . . . .
C10 C 0.9028(7) 0.3902(4) 0.4297(3) 0.0258(11) Uani 1 1 d . . . . .
C11 C 0.9077(7) 0.2997(4) 0.4307(3) 0.0273(11) Uani 1 1 d . . . . .
C12 C 0.7958(7) 0.2548(3) 0.4768(3) 0.0244(10) Uani 1 1 d . . . . .
C13 C 0.4245(6) 0.1555(3) 0.5201(3) 0.0218(10) Uani 1 1 d . . . . .
C14 C 0.4155(6) 0.1563(3) 0.4382(3) 0.0225(10) Uani 1 1 d . . . . .
H14 H 0.4735 0.1982 0.4100 0.027 Uiso 1 1 calc R . . . .
C15 C 0.3183(7) 0.0936(4) 0.3981(3) 0.0255(10) Uani 1 1 d . . . . .
H15 H 0.3115 0.0934 0.3429 0.031 Uiso 1 1 calc R . . . .
C16 C 0.2311(7) 0.0309(4) 0.4411(4) 0.0276(11) Uani 1 1 d . . . . .
H16 H 0.1669 -0.0110 0.4142 0.033 Uiso 1 1 calc R . . . .
C17 C 0.2397(7) 0.0307(4) 0.5233(4) 0.0273(11) Uani 1 1 d . . . . .
H17 H 0.1810 -0.0111 0.5513 0.033 Uiso 1 1 calc R . . . .
C18 C 0.3364(7) 0.0930(4) 0.5644(3) 0.0268(11) Uani 1 1 d . . . . .
H18 H 0.3427 0.0934 0.6195 0.032 Uiso 1 1 calc R . . . .


_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 O1 1.427(5) . ?
S1 O2 1.447(4) . ?
S1 O3 1.443(4) . ?
S1 C00R 1.830(6) . ?
F12 C00R 1.326(7) . ?
F13 C00R 1.333(6) . ?
F14 C00R 1.331(7) . ?
P1 F1 1.539(3) . ?
P1 C1 1.773(5) . ?
P1 C7 1.770(6) . ?
P1 C13 1.747(5) . ?
F2 C2 1.329(6) . ?
F3 C3 1.333(6) . ?
F4 C4 1.333(6) . ?
F5 C5 1.331(6) . ?
F6 C6 1.339(6) . ?
F7 C8 1.331(6) . ?
F8 C9 1.344(6) . ?
F9 C10 1.319(6) . ?
F10 C11 1.321(6) . ?
F11 C12 1.338(6) . ?
C1 C2 1.391(7) . ?
C1 C6 1.412(8) . ?
C2 C3 1.389(8) . ?
C3 C4 1.369(8) . ?
C4 C5 1.375(8) . ?
C5 C6 1.371(8) . ?
C7 C8 1.406(7) . ?
C7 C12 1.394(7) . ?
C8 C9 1.373(7) . ?
C9 C10 1.382(8) . ?
C10 C11 1.385(8) . ?
C11 C12 1.386(8) . ?
C13 C14 1.380(8) . ?
C13 C18 1.414(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.396(7) . ?
C15 H15 0.9300 . ?
C15 C16 1.401(8) . ?
C16 H16 0.9300 . ?
C16 C17 1.386(8) . ?
C17 H17 0.9300 . ?
C17 C18 1.398(8) . ?
C18 H18 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 115.2(3) . . ?
O1 S1 O3 115.5(3) . . ?
O1 S1 C00R 104.4(3) . . ?
O2 S1 C00R 102.2(2) . . ?
O3 S1 O2 114.1(3) . . ?
O3 S1 C00R 103.0(3) . . ?
F12 C00R S1 110.9(4) . . ?
F12 C00R F13 107.6(5) . . ?
F12 C00R F14 107.6(5) . . ?
F13 C00R S1 111.4(4) . . ?
F14 C00R S1 111.0(4) . . ?
F14 C00R F13 108.2(4) . . ?
F1 P1 C1 104.8(2) . . ?
F1 P1 C7 105.4(2) . . ?
F1 P1 C13 106.8(2) . . ?
C7 P1 C1 113.2(2) . . ?
C13 P1 C1 112.1(2) . . ?
C13 P1 C7 113.6(3) . . ?
C2 C1 P1 123.1(4) . . ?
C2 C1 C6 117.5(5) . . ?
C6 C1 P1 119.5(4) . . ?
F2 C2 C1 120.9(5) . . ?
F2 C2 C3 118.1(5) . . ?
C3 C2 C1 121.0(5) . . ?
F3 C3 C2 119.0(5) . . ?
F3 C3 C4 121.5(5) . . ?
C4 C3 C2 119.4(5) . . ?
F4 C4 C3 119.2(5) . . ?
F4 C4 C5 119.4(5) . . ?
C3 C4 C5 121.3(5) . . ?
F5 C5 C4 120.3(5) . . ?
F5 C5 C6 120.5(5) . . ?
C6 C5 C4 119.3(5) . . ?
F6 C6 C1 119.2(5) . . ?
F6 C6 C5 119.5(5) . . ?
C5 C6 C1 121.3(5) . . ?
C8 C7 P1 124.5(4) . . ?
C12 C7 P1 118.7(4) . . ?
C12 C7 C8 116.8(5) . . ?
F7 C8 C7 120.8(5) . . ?
F7 C8 C9 118.3(5) . . ?
C9 C8 C7 120.9(5) . . ?
F8 C9 C8 120.4(5) . . ?
F8 C9 C10 118.4(5) . . ?
C8 C9 C10 121.1(5) . . ?
F9 C10 C9 120.2(5) . . ?
F9 C10 C11 120.2(5) . . ?
C9 C10 C11 119.6(5) . . ?
F10 C11 C10 120.9(5) . . ?
F10 C11 C12 120.1(5) . . ?
C10 C11 C12 119.0(5) . . ?
F11 C12 C7 119.1(5) . . ?
F11 C12 C11 118.3(5) . . ?
C11 C12 C7 122.6(5) . . ?
C14 C13 P1 123.2(4) . . ?
C14 C13 C18 121.5(5) . . ?
C18 C13 P1 115.2(4) . . ?
C13 C14 H14 120.4 . . ?
C13 C14 C15 119.3(5) . . ?
C15 C14 H14 120.4 . . ?
C14 C15 H15 120.0 . . ?
C14 C15 C16 119.9(5) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.6(5) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.2(5) . . ?
C18 C17 H17 119.9 . . ?
C13 C18 H18 120.8 . . ?
C17 C18 C13 118.5(5) . . ?
C17 C18 H18 120.8 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.372
_oxdiff_exptl_absorpt_empirical_full_min 0.595
####################################################################### 
# 
# 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_2b[OTf]
_database_code_depnum_ccdc_archive 'CCDC 2051026'
loop_
_audit_author_name
_audit_author_address
'Felix Hennersdorf'
;TU Dresden
Germany
;
_audit_update_record             
;
2020-12-17 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;
_audit_creation_date             2017-01-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H15 F P, C F3 O3 S'
_chemical_formula_sum            'C19 H15 F4 O3 P S'
_chemical_formula_weight         430.34
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C76 H60 F16 O12 P4 S4 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.08382(11)
_cell_length_b                   8.60083(9)
_cell_length_c                   19.8529(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.8036(9)
_cell_angle_gamma                90
_cell_volume                     1888.41(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7339
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      76.1160
_cell_measurement_theta_min      4.4480
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.854
_exptl_absorpt_correction_T_max  0.836
_exptl_absorpt_correction_T_min  0.551
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.514
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             880
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 5 -4 0.1296
-1 0 1 0.1016
5 -2 -4 0.0830
2 -5 1 0.1644
-3 -4 5 0.1739
-2 0 -5 0.0330
2 0 5 0.0330

_exptl_crystal_size_max          0.383
_exptl_crystal_size_mid          0.248
_exptl_crystal_size_min          0.066
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
2.0027 5.0010 -4.0099 0.4335 -0.7458 -0.4709
-0.9992 -0.0004 0.9984 0.0127 -0.0109 0.1539
4.9946 -1.9983 -3.9872 -0.2593 0.3560 -0.6969
1.9946 -4.9996 1.0146 -0.5458 0.7607 -0.1073
-3.0010 -4.0013 5.0051 -0.3536 0.5698 0.6072
-2.0005 -0.0008 -4.9920 0.4562 0.1805 0.0452
2.0005 0.0008 4.9920 -0.4562 -0.1805 -0.0452

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0176
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            9791
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.491
_diffrn_reflns_theta_min         4.448
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     62.00 100.00   0.50    0.50    --   42.75  38.00 -60.00   76
  2  ω     99.00 126.00   0.50    1.50    --  111.00  30.00-120.00   54
  3  ω    130.00 178.00   0.50    1.50    --  111.00  30.00-120.00   96
  4  ω     95.00 138.00   0.50    1.50    --  111.00 -61.00   0.00   86
  5  ω     90.00 121.00   0.50    1.50    --  111.00-125.00  30.00   62
  6  ω     67.00 104.00   0.50    1.50    --  111.00 -94.00 -90.00   74
  7  ω     51.00 118.00   0.50    1.50    --  111.00 -61.00-150.00  134
  8  ω     40.00 120.00   0.50    1.50    --  111.00-125.00-120.00  160
  9  ω     48.00  80.00   0.50    1.50    --  111.00-125.00  30.00   64
 10  ω     41.00 107.00   0.50    1.50    --  111.00 -94.00  30.00  132
 11  ω     34.00  61.00   0.50    1.50    --  111.00 -94.00 -90.00   54
 12  ω     66.00 178.00   0.50    1.50    --  111.00  15.00   0.00  224
 13  ω    147.00 176.00   0.50    1.50    --  111.00  61.00 150.00   58
 14  ω     84.00 111.00   0.50    1.50    --  111.00  61.00 150.00   54
 15  ω    -92.00  -2.00   0.50    0.50    --  -38.50 125.00   0.00  180
 16  ω   -103.00 -18.00   0.50    0.50    --  -38.50 -77.00-120.00  170
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0742990000
_diffrn_orient_matrix_UB_12      0.0670219000
_diffrn_orient_matrix_UB_13      -0.0616222000
_diffrn_orient_matrix_UB_21      -0.0179125000
_diffrn_orient_matrix_UB_22      -0.1651740000
_diffrn_orient_matrix_UB_23      -0.0289459000
_diffrn_orient_matrix_UB_31      -0.1164473000
_diffrn_orient_matrix_UB_32      -0.0173562000
_diffrn_orient_matrix_UB_33      0.0376193000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3826
_reflns_number_total             3918
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.434
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         3918
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0323
_refine_ls_R_factor_gt           0.0316
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0350P)²+1.3495P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0810
_refine_ls_wR_factor_ref         0.0815
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.24432(3) 0.44349(4) 0.31757(2) 0.01463(10) Uani 1 1 d . . . . .
F1 F 0.22309(8) 0.51682(11) 0.24627(4) 0.0212(2) Uani 1 1 d . . . . .
C1 C 0.37869(13) 0.33352(17) 0.31259(7) 0.0157(3) Uani 1 1 d . . . . .
C2 C 0.44707(14) 0.35143(19) 0.25649(8) 0.0197(3) Uani 1 1 d . . . . .
H2 H 0.4218(19) 0.424(3) 0.2214(11) 0.026(5) Uiso 1 1 d . . . . .
C3 C 0.55022(15) 0.2620(2) 0.25143(9) 0.0238(3) Uani 1 1 d . . . . .
H3 H 0.601(2) 0.274(3) 0.2134(11) 0.028(5) Uiso 1 1 d . . . . .
C4 C 0.58322(14) 0.1543(2) 0.30120(9) 0.0224(3) Uani 1 1 d . . . . .
H4 H 0.6550(19) 0.088(3) 0.2980(11) 0.026(5) Uiso 1 1 d . . . . .
C5 C 0.51613(15) 0.1385(2) 0.35756(8) 0.0224(3) Uani 1 1 d . . . . .
H5 H 0.540(2) 0.063(3) 0.3919(12) 0.032(6) Uiso 1 1 d . . . . .
C6 C 0.41382(14) 0.22860(19) 0.36402(8) 0.0199(3) Uani 1 1 d . . . . .
H6 H 0.3686(18) 0.220(2) 0.4035(10) 0.021(5) Uiso 1 1 d . . . . .
C7 C 0.26080(13) 0.59669(17) 0.37612(7) 0.0169(3) Uani 1 1 d . . . . .
C8 C 0.37606(14) 0.6454(2) 0.40027(9) 0.0235(3) Uani 1 1 d . . . . .
H8 H 0.448(2) 0.585(3) 0.3907(11) 0.033(6) Uiso 1 1 d . . . . .
C9 C 0.38737(16) 0.7752(2) 0.44157(10) 0.0288(4) Uani 1 1 d . . . . .
H9 H 0.464(2) 0.809(3) 0.4576(12) 0.041(6) Uiso 1 1 d . . . . .
C10 C 0.28508(16) 0.8569(2) 0.45763(9) 0.0266(4) Uani 1 1 d . . . . .
H10 H 0.293(2) 0.952(3) 0.4848(12) 0.033(6) Uiso 1 1 d . . . . .
C11 C 0.17054(15) 0.80795(19) 0.43405(8) 0.0227(3) Uani 1 1 d . . . . .
H11 H 0.1015(19) 0.859(2) 0.4438(10) 0.023(5) Uiso 1 1 d . . . . .
C12 C 0.15710(14) 0.67688(18) 0.39391(8) 0.0189(3) Uani 1 1 d . . . . .
H12 H 0.0768(19) 0.642(2) 0.3778(10) 0.022(5) Uiso 1 1 d . . . . .
C13 C 0.11349(13) 0.33094(17) 0.32824(7) 0.0154(3) Uani 1 1 d . . . . .
C14 C 0.09654(14) 0.27080(19) 0.39226(8) 0.0189(3) Uani 1 1 d . . . . .
H14 H 0.149(2) 0.296(3) 0.4297(11) 0.029(5) Uiso 1 1 d . . . . .
C15 C -0.00179(14) 0.17509(19) 0.40093(8) 0.0206(3) Uani 1 1 d . . . . .
H15 H -0.0112(18) 0.130(3) 0.4441(11) 0.025(5) Uiso 1 1 d . . . . .
C16 C -0.08346(14) 0.14226(19) 0.34669(9) 0.0216(3) Uani 1 1 d . . . . .
H16 H -0.150(2) 0.075(3) 0.3530(11) 0.033(6) Uiso 1 1 d . . . . .
C17 C -0.06771(15) 0.20487(19) 0.28348(8) 0.0218(3) Uani 1 1 d . . . . .
H17 H -0.126(2) 0.188(3) 0.2472(11) 0.033(6) Uiso 1 1 d . . . . .
C18 C 0.03143(14) 0.29844(18) 0.27334(8) 0.0178(3) Uani 1 1 d . . . . .
H18 H 0.0450(19) 0.342(3) 0.2290(11) 0.026(5) Uiso 1 1 d . . . . .
S1 S 0.24595(3) 0.24005(4) 0.57716(2) 0.01553(10) Uani 1 1 d . . . . .
F2 F 0.16971(12) 0.51728(13) 0.54094(6) 0.0415(3) Uani 1 1 d . . . . .
F3 F 0.33678(11) 0.51703(14) 0.60225(7) 0.0451(3) Uani 1 1 d . . . . .
F4 F 0.16862(12) 0.47372(13) 0.64713(6) 0.0382(3) Uani 1 1 d . . . . .
O1 O 0.31498(11) 0.23538(14) 0.51806(6) 0.0247(3) Uani 1 1 d . . . . .
O2 O 0.30829(12) 0.18345(15) 0.63827(6) 0.0302(3) Uani 1 1 d . . . . .
O3 O 0.12293(11) 0.18743(15) 0.56596(7) 0.0289(3) Uani 1 1 d . . . . .
C19 C 0.22994(15) 0.44816(19) 0.59259(8) 0.0222(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 F1 1.5533(9) . ?
P1 C1 1.7726(15) . ?
P1 C7 1.7585(15) . ?
P1 C13 1.7679(15) . ?
C1 C2 1.397(2) . ?
C1 C6 1.398(2) . ?
C2 H2 0.96(2) . ?
C2 C3 1.387(2) . ?
C3 H3 0.98(2) . ?
C3 C4 1.386(3) . ?
C4 H4 0.98(2) . ?
C4 C5 1.391(2) . ?
C5 H5 0.97(2) . ?
C5 C6 1.387(2) . ?
C6 H6 0.96(2) . ?
C7 C8 1.399(2) . ?
C7 C12 1.405(2) . ?
C8 H8 0.98(2) . ?
C8 C9 1.386(2) . ?
C9 H9 0.93(3) . ?
C9 C10 1.389(2) . ?
C10 H10 0.98(2) . ?
C10 C11 1.389(2) . ?
C11 H11 0.91(2) . ?
C11 C12 1.383(2) . ?
C12 H12 0.97(2) . ?
C13 C14 1.396(2) . ?
C13 C18 1.401(2) . ?
C14 H14 0.94(2) . ?
C14 C15 1.386(2) . ?
C15 H15 0.95(2) . ?
C15 C16 1.389(2) . ?
C16 H16 0.95(2) . ?
C16 C17 1.387(2) . ?
C17 H17 0.94(2) . ?
C17 C18 1.387(2) . ?
C18 H18 0.98(2) . ?
S1 O1 1.4432(12) . ?
S1 O2 1.4406(12) . ?
S1 O3 1.4399(12) . ?
S1 C19 1.8266(17) . ?
F2 C19 1.327(2) . ?
F3 C19 1.327(2) . ?
F4 C19 1.3343(19) . ?

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 C1 104.06(6) . . ?
F1 P1 C7 107.51(6) . . ?
F1 P1 C13 104.81(6) . . ?
C7 P1 C1 112.70(7) . . ?
C7 P1 C13 112.40(7) . . ?
C13 P1 C1 114.42(7) . . ?
C2 C1 P1 119.21(12) . . ?
C2 C1 C6 120.92(14) . . ?
C6 C1 P1 119.86(11) . . ?
C1 C2 H2 120.2(13) . . ?
C3 C2 C1 119.36(15) . . ?
C3 C2 H2 120.5(13) . . ?
C2 C3 H3 121.1(13) . . ?
C4 C3 C2 119.92(15) . . ?
C4 C3 H3 118.9(13) . . ?
C3 C4 H4 121.2(12) . . ?
C3 C4 C5 120.60(15) . . ?
C5 C4 H4 118.2(12) . . ?
C4 C5 H5 119.7(13) . . ?
C6 C5 C4 120.26(15) . . ?
C6 C5 H5 120.0(13) . . ?
C1 C6 H6 120.8(12) . . ?
C5 C6 C1 118.89(15) . . ?
C5 C6 H6 120.3(12) . . ?
C8 C7 P1 120.22(12) . . ?
C8 C7 C12 120.70(14) . . ?
C12 C7 P1 118.88(12) . . ?
C7 C8 H8 120.8(13) . . ?
C9 C8 C7 119.25(15) . . ?
C9 C8 H8 119.8(13) . . ?
C8 C9 H9 119.9(16) . . ?
C8 C9 C10 120.03(16) . . ?
C10 C9 H9 120.1(16) . . ?
C9 C10 H10 120.5(13) . . ?
C9 C10 C11 120.72(16) . . ?
C11 C10 H10 118.7(13) . . ?
C10 C11 H11 122.8(13) . . ?
C12 C11 C10 120.16(15) . . ?
C12 C11 H11 117.0(13) . . ?
C7 C12 H12 120.9(12) . . ?
C11 C12 C7 119.09(14) . . ?
C11 C12 H12 120.0(12) . . ?
C14 C13 P1 118.22(11) . . ?
C14 C13 C18 120.98(14) . . ?
C18 C13 P1 120.76(11) . . ?
C13 C14 H14 121.3(14) . . ?
C15 C14 C13 119.18(14) . . ?
C15 C14 H14 119.5(14) . . ?
C14 C15 H15 119.3(13) . . ?
C14 C15 C16 120.13(15) . . ?
C16 C15 H15 120.6(13) . . ?
C15 C16 H16 119.5(14) . . ?
C17 C16 C15 120.51(15) . . ?
C17 C16 H16 119.9(14) . . ?
C16 C17 H17 120.7(14) . . ?
C16 C17 C18 120.32(15) . . ?
C18 C17 H17 118.9(14) . . ?
C13 C18 H18 119.5(13) . . ?
C17 C18 C13 118.85(14) . . ?
C17 C18 H18 121.6(12) . . ?
O1 S1 C19 103.07(7) . . ?
O2 S1 O1 115.13(8) . . ?
O2 S1 C19 103.68(8) . . ?
O3 S1 O1 114.42(8) . . ?
O3 S1 O2 114.85(8) . . ?
O3 S1 C19 103.44(8) . . ?
F2 C19 S1 111.04(12) . . ?
F2 C19 F4 107.23(14) . . ?
F3 C19 S1 111.48(12) . . ?
F3 C19 F2 108.08(14) . . ?
F3 C19 F4 107.87(15) . . ?
F4 C19 S1 110.97(11) . . ?

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
P1 C1 C2 C3 -178.00(12) . . . . ?
P1 C1 C6 C5 176.99(12) . . . . ?
P1 C7 C8 C9 174.19(14) . . . . ?
P1 C7 C12 C11 -172.95(12) . . . . ?
P1 C13 C14 C15 -176.41(12) . . . . ?
P1 C13 C18 C17 177.63(12) . . . . ?
F1 P1 C1 C2 10.45(14) . . . . ?
F1 P1 C1 C6 -168.52(12) . . . . ?
F1 P1 C7 C8 -98.32(14) . . . . ?
F1 P1 C7 C12 76.67(13) . . . . ?
F1 P1 C13 C14 -169.50(12) . . . . ?
F1 P1 C13 C18 12.77(14) . . . . ?
C1 P1 C7 C8 15.76(16) . . . . ?
C1 P1 C7 C12 -169.25(12) . . . . ?
C1 P1 C13 C14 77.17(14) . . . . ?
C1 P1 C13 C18 -100.56(13) . . . . ?
C1 C2 C3 C4 1.1(2) . . . . ?
C2 C1 C6 C5 -2.0(2) . . . . ?
C2 C3 C4 C5 -2.2(3) . . . . ?
C3 C4 C5 C6 1.2(3) . . . . ?
C4 C5 C6 C1 0.9(2) . . . . ?
C6 C1 C2 C3 1.0(2) . . . . ?
C7 P1 C1 C2 -105.71(13) . . . . ?
C7 P1 C1 C6 75.32(14) . . . . ?
C7 P1 C13 C14 -53.04(14) . . . . ?
C7 P1 C13 C18 129.24(12) . . . . ?
C7 C8 C9 C10 -1.1(3) . . . . ?
C8 C7 C12 C11 2.0(2) . . . . ?
C8 C9 C10 C11 1.6(3) . . . . ?
C9 C10 C11 C12 -0.2(3) . . . . ?
C10 C11 C12 C7 -1.5(2) . . . . ?
C12 C7 C8 C9 -0.7(3) . . . . ?
C13 P1 C1 C2 124.23(12) . . . . ?
C13 P1 C1 C6 -54.75(14) . . . . ?
C13 P1 C7 C8 146.85(13) . . . . ?
C13 P1 C7 C12 -38.17(14) . . . . ?
C13 C14 C15 C16 -1.2(2) . . . . ?
C14 C13 C18 C17 0.0(2) . . . . ?
C14 C15 C16 C17 -0.1(2) . . . . ?
C15 C16 C17 C18 1.4(2) . . . . ?
C16 C17 C18 C13 -1.3(2) . . . . ?
C18 C13 C14 C15 1.3(2) . . . . ?
O1 S1 C19 F2 61.74(13) . . . . ?
O1 S1 C19 F3 -58.83(14) . . . . ?
O1 S1 C19 F4 -179.10(12) . . . . ?
O2 S1 C19 F2 -177.91(12) . . . . ?
O2 S1 C19 F3 61.52(14) . . . . ?
O2 S1 C19 F4 -58.75(14) . . . . ?
O3 S1 C19 F2 -57.72(13) . . . . ?
O3 S1 C19 F3 -178.30(12) . . . . ?
O3 S1 C19 F4 61.44(14) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.295
_oxdiff_exptl_absorpt_empirical_full_min 0.675
####################################################################### 
# 
# 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_6Mea[OTf]2
_database_code_depnum_ccdc_archive 'CCDC 2051028'
loop_
_audit_author_name
_audit_author_address
'Felix Hennersdorf'
;TU Dresden
Germany
;
_audit_update_record             
;
2020-12-17 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;
_audit_creation_date             2018-02-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '4(C F3 O3 S), 2(C19 H22 F N2 P)'
_chemical_formula_sum            'C42 H44 F14 N4 O12 P2 S4'
_chemical_formula_weight         1252.99
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C42 H44 F14 N4 O12 P2 S4 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.0319(2)
_cell_length_b                   11.7116(3)
_cell_length_c                   14.8524(4)
_cell_angle_alpha                104.286(3)
_cell_angle_beta                 94.065(2)
_cell_angle_gamma                106.325(3)
_cell_volume                     1284.46(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    7920
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      76.4110
_cell_measurement_theta_min      3.0920
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.329
_exptl_absorpt_correction_T_max  0.658
_exptl_absorpt_correction_T_min  0.367
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.620
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             640
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 -10 0.0434
-5 -1 -2 0.0547
0 7 -3 0.0258
-2 7 0 0.0181
-4 5 -3 0.0498
-3 -4 -1 0.0509
-1 -7 2 0.0459
0 4 7 0.0369
-1 -6 -3 0.0348
0 5 -9 0.0380
0 -6 8 0.0598
3 4 0 0.0576
1 2 -10 0.0451
1 6 -4 0.0364
1 -7 0 0.0360
5 -4 3 0.0734
0 -1 10 0.0434

_exptl_crystal_size_max          0.163
_exptl_crystal_size_mid          0.092
_exptl_crystal_size_min          0.063
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0028 1.0113 -10.0026 -0.1596 -0.0727 1.0372
-4.9932 -1.0036 -2.0059 -0.9976 -0.4861 0.1675
-0.0046 6.9967 -2.9846 0.7131 -0.5953 0.2417
-2.0036 6.9902 0.0159 0.4633 -0.8289 -0.0936
-3.9988 4.9931 -2.9914 -0.1776 -0.8836 0.2205
-2.9932 -3.9990 -1.0117 -0.9793 -0.0009 0.1148
-0.9940 -6.9969 1.9836 -0.9063 0.4818 -0.1474
-0.0058 3.9874 7.0132 0.6455 -0.3514 -0.7748
-0.9930 -5.9918 -3.0165 -0.9293 0.4026 0.3660
-0.0008 5.0061 -8.9925 0.3220 -0.4164 0.8909
0.0020 -6.0038 7.9896 -0.4629 0.5033 -0.7758
2.9936 4.0002 0.0111 0.9519 0.0022 -0.0100
1.0010 2.0117 -9.9997 0.1198 -0.0434 1.0373
0.9955 6.0003 -3.9871 0.7380 -0.3936 0.3673
1.0047 -6.9916 -0.0164 -0.6291 0.7140 0.0831
4.9970 -3.9927 2.9944 0.4571 0.9128 -0.2203
-0.0028 -1.0113 10.0026 0.1596 0.0727 -1.0372

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0207
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12175
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.710
_diffrn_reflns_theta_min         3.106
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -48.00  29.00   0.50    1.00    --  -38.50  38.00  90.00  154
  2  ω      1.00  66.00   0.50    1.00    --   42.50 -99.00 150.00  130
  3  ω     41.00  72.00   0.50    4.00    --  111.00 -45.00  30.00   62
  4  ω     83.00 128.00   0.50    4.00    --  111.00 -45.00  30.00   90
  5  ω    109.00 149.00   0.50    4.00    --  111.00 -15.00   0.00   80
  6  ω    101.00 138.00   0.50    4.00    --  111.00 -61.00  90.00   74
  7  ω     95.00 121.00   0.50    4.00    --  111.00-125.00 120.00   52
  8  ω     73.00 100.00   0.50    4.00    --  111.00 -61.00  90.00   54
  9  ω     79.00 106.00   0.50    4.00    --  111.00 -94.00   0.00   54
 10  ω     93.00 121.00   0.50    4.00    --  111.00-125.00 -30.00   56
 11  ω     88.00 141.00   0.50    4.00    --  111.00 -77.00-120.00  106
 12  ω     72.00 104.00   0.50    4.00    --  111.00 -94.00-150.00   64
 13  ω     52.00  79.00   0.50    4.00    --  111.00-125.00 -30.00   54
 14  ω     41.00 121.00   0.50    4.00    --  111.00-125.00-150.00  160
 15  ω     52.00  94.00   0.50    1.00    --   42.50-125.00   0.00   84
 16  ω     41.00 121.00   0.50    4.00    --  111.00-125.00  90.00  160
 17  ω     58.00 106.00   0.50    4.00    --  111.00 -94.00  90.00   96
 18  ω     31.00  84.00   0.50    4.00    --  111.00 -15.00   0.00  106
 19  ω    117.00 177.00   0.50    4.00    --  111.00  61.00   0.00  120
 20  ω    147.00 174.00   0.50    4.00    --  111.00  61.00  30.00   54
 21  ω    142.00 167.00   0.50    4.00    --  111.00  45.00 120.00   50
 22  ω    110.00 177.00   0.50    4.00    --  111.00 125.00  30.00  134
 23  ω    129.00 164.00   0.50    4.00    --  111.00 125.00   0.00   70
 24  ω     94.00 151.00   0.50    4.00    --  111.00 125.00  60.00  114
 25  ω     84.00 178.00   0.50    4.00    --  111.00  61.00 -30.00  188
 26  ω     89.00 125.00   0.50    4.00    --  111.00  45.00 120.00   72
 27  ω     83.00 129.00   0.50    4.00    --  111.00  61.00  30.00   92
 28  ω     85.00 114.00   0.50    4.00    --  111.00  61.00   0.00   58
 29  ω      2.00  36.00   0.50    1.00    --   42.50 -99.00   0.00   68
 30  ω    -58.00  23.00   0.50    1.00    --  -38.50  38.00-120.00  162
 31  ω   -110.00 -19.00   0.50    1.00    --  -38.50 -38.00 -90.00  182
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1658794000
_diffrn_orient_matrix_UB_12      0.1137574000
_diffrn_orient_matrix_UB_13      0.0275075000
_diffrn_orient_matrix_UB_21      0.1150983000
_diffrn_orient_matrix_UB_22      -0.0855864000
_diffrn_orient_matrix_UB_23      -0.0013533000
_diffrn_orient_matrix_UB_31      0.0105633000
_diffrn_orient_matrix_UB_32      -0.0101209000
_diffrn_orient_matrix_UB_33      -0.1047111000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4994
_reflns_number_total             5341
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.407
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     356
_refine_ls_number_reflns         5341
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0312
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0464P)²+0.4787P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0825
_refine_ls_wR_factor_ref         0.0840
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C11(H11), C12(H12), C13(H13), C15(H15), C16(H16), C17(H17),
 C18(H18), C19(H19)
2.b Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.38531(4) 0.25459(3) 0.10083(2) 0.01934(9) Uani 1 1 d . . . . .
F2 F 0.3319(2) 0.45523(12) 0.07439(11) 0.0560(3) Uani 1 1 d . . . . .
F3 F 0.41456(17) 0.46874(11) 0.21857(8) 0.0492(3) Uani 1 1 d . . . . .
F4 F 0.60110(16) 0.47683(11) 0.12133(8) 0.0452(3) Uani 1 1 d . . . . .
O1 O 0.20452(14) 0.21284(10) 0.11420(8) 0.0248(2) Uani 1 1 d . . . . .
O2 O 0.50813(17) 0.23698(14) 0.16750(9) 0.0381(3) Uani 1 1 d . . . . .
O3 O 0.41588(16) 0.22284(12) 0.00484(8) 0.0319(3) Uani 1 1 d . . . . .
C20 C 0.4353(2) 0.42273(15) 0.13006(12) 0.0301(3) Uani 1 1 d . . . . .
S2 S 1.02152(4) 0.76222(3) 0.44111(2) 0.01897(9) Uani 1 1 d . . . . .
F5 F 0.80169(15) 0.53618(9) 0.39795(8) 0.0377(2) Uani 1 1 d . . . . .
F6 F 0.73252(13) 0.65406(9) 0.32002(7) 0.0325(2) Uani 1 1 d . . . . .
F7 F 0.94151(15) 0.57738(10) 0.28597(7) 0.0346(2) Uani 1 1 d . . . . .
O4 O 1.14739(15) 0.71363(11) 0.48023(8) 0.0289(2) Uani 1 1 d . . . . .
O5 O 0.91196(15) 0.80583(11) 0.50546(7) 0.0257(2) Uani 1 1 d . . . . .
O6 O 1.08755(15) 0.84024(11) 0.38187(8) 0.0275(2) Uani 1 1 d . . . . .
C21 C 0.8662(2) 0.62575(14) 0.35738(11) 0.0242(3) Uani 1 1 d . . . . .
P1 P -0.10133(4) -0.02871(3) 0.19090(2) 0.01551(9) Uani 1 1 d . . . . .
F1 F -0.18707(11) 0.01789(8) 0.11668(6) 0.02031(17) Uani 1 1 d . . . . .
N1 N 0.02664(15) 0.22080(11) 0.28700(8) 0.0175(2) Uani 1 1 d . . . . .
N2 N 0.22368(15) 0.12864(11) 0.30032(8) 0.0166(2) Uani 1 1 d . . . . .
C1 C 0.05676(17) 0.11031(13) 0.26251(9) 0.0164(2) Uani 1 1 d . . . . .
C2 C 0.17526(19) 0.30935(13) 0.33818(9) 0.0185(3) Uani 1 1 d . . . . .
C3 C 0.29858(18) 0.25077(13) 0.34713(9) 0.0184(3) Uani 1 1 d . . . . .
C4 C -0.1362(2) 0.24704(15) 0.26207(12) 0.0275(3) Uani 1 1 d . . . . .
H4A H -0.1304 0.2735 0.2058 0.041 Uiso 1 1 calc GR . . . .
H4B H -0.1505 0.3113 0.3124 0.041 Uiso 1 1 calc GR . . . .
H4C H -0.2341 0.1734 0.2517 0.041 Uiso 1 1 calc GR . . . .
C5 C 0.1850(2) 0.44109(14) 0.37642(11) 0.0243(3) Uani 1 1 d . . . . .
H5A H 0.1573 0.4735 0.3258 0.036 Uiso 1 1 calc GR . . . .
H5B H 0.3014 0.4880 0.4084 0.036 Uiso 1 1 calc GR . . . .
H5C H 0.1025 0.4470 0.4197 0.036 Uiso 1 1 calc GR . . . .
C6 C 0.4792(2) 0.30190(15) 0.40032(12) 0.0267(3) Uani 1 1 d . . . . .
H6A H 0.4840 0.2694 0.4535 0.040 Uiso 1 1 calc GR . . . .
H6B H 0.5104 0.3906 0.4216 0.040 Uiso 1 1 calc GR . . . .
H6C H 0.5599 0.2788 0.3602 0.040 Uiso 1 1 calc GR . . . .
C7 C 0.31643(19) 0.03612(14) 0.29335(10) 0.0213(3) Uani 1 1 d . . . . .
H7A H 0.2339 -0.0432 0.2884 0.032 Uiso 1 1 calc GR . . . .
H7B H 0.4022 0.0597 0.3484 0.032 Uiso 1 1 calc GR . . . .
H7C H 0.3739 0.0313 0.2387 0.032 Uiso 1 1 calc GR . . . .
C8 C -0.26219(17) -0.08447(13) 0.25740(10) 0.0172(3) Uani 1 1 d . . . . .
C9 C -0.22451(18) -0.03957(13) 0.35565(10) 0.0195(3) Uani 1 1 d . . . . .
H9 H -0.1170 0.0184 0.3846 0.023 Uiso 1 1 calc R . . . .
C10 C -0.3500(2) -0.08295(14) 0.40915(10) 0.0225(3) Uani 1 1 d . . . . .
H10 H -0.3269 -0.0535 0.4743 0.027 Uiso 1 1 calc R . . . .
C11 C -0.50948(19) -0.16984(14) 0.36575(11) 0.0227(3) Uani 1 1 d . . . . .
H11 H -0.5929 -0.1984 0.4020 0.027 Uiso 1 1 calc R . . . .
C12 C -0.54570(19) -0.21486(14) 0.26805(11) 0.0227(3) Uani 1 1 d . . . . .
H12 H -0.6531 -0.2735 0.2398 0.027 Uiso 1 1 calc R . . . .
C13 C -0.42380(19) -0.17340(14) 0.21274(10) 0.0208(3) Uani 1 1 d . . . . .
H13 H -0.4479 -0.2035 0.1476 0.025 Uiso 1 1 calc R . . . .
C14 C -0.00356(18) -0.13529(13) 0.13008(9) 0.0178(3) Uani 1 1 d . . . . .
C15 C 0.12100(19) -0.09634(14) 0.07336(10) 0.0210(3) Uani 1 1 d . . . . .
H15 H 0.1479 -0.0167 0.0664 0.025 Uiso 1 1 calc R . . . .
C16 C 0.20321(19) -0.17859(15) 0.02788(10) 0.0230(3) Uani 1 1 d . . . . .
H16 H 0.2874 -0.1540 -0.0092 0.028 Uiso 1 1 calc R . . . .
C17 C 0.1594(2) -0.29828(14) 0.03781(10) 0.0241(3) Uani 1 1 d . . . . .
H17 H 0.2156 -0.3530 0.0076 0.029 Uiso 1 1 calc R . . . .
C18 C 0.0332(2) -0.33679(14) 0.09216(11) 0.0243(3) Uani 1 1 d . . . . .
H18 H 0.0038 -0.4174 0.0971 0.029 Uiso 1 1 calc R . . . .
C19 C -0.04972(19) -0.25539(13) 0.13939(10) 0.0210(3) Uani 1 1 d . . . . .
H19 H -0.1340 -0.2805 0.1763 0.025 Uiso 1 1 calc R . . . .


_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 O1 1.4412(11) . ?
S1 O2 1.4398(12) . ?
S1 O3 1.4388(11) . ?
S1 C20 1.8265(17) . ?
F2 C20 1.324(2) . ?
F3 C20 1.334(2) . ?
F4 C20 1.335(2) . ?
S2 O4 1.4446(11) . ?
S2 O5 1.4421(11) . ?
S2 O6 1.4425(11) . ?
S2 C21 1.8264(15) . ?
F5 C21 1.3351(18) . ?
F6 C21 1.3331(18) . ?
F7 C21 1.3412(19) . ?
P1 F1 1.5453(8) . ?
P1 C1 1.7849(14) . ?
P1 C8 1.7596(14) . ?
P1 C14 1.7567(14) . ?
N1 C1 1.3496(18) . ?
N1 C2 1.3655(18) . ?
N1 C4 1.4680(18) . ?
N2 C1 1.3531(17) . ?
N2 C3 1.3629(18) . ?
N2 C7 1.4660(18) . ?
C2 C3 1.370(2) . ?
C2 C5 1.484(2) . ?
C3 C6 1.4839(19) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.4023(19) . ?
C8 C13 1.4095(19) . ?
C9 H9 0.9300 . ?
C9 C10 1.390(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.385(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.395(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.383(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.404(2) . ?
C14 C19 1.395(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.386(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.394(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.386(2) . ?
C18 H18 0.9300 . ?
C18 C19 1.392(2) . ?
C19 H19 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 C20 103.31(7) . . ?
O2 S1 O1 114.66(7) . . ?
O2 S1 C20 103.64(8) . . ?
O3 S1 O1 115.11(7) . . ?
O3 S1 O2 114.98(8) . . ?
O3 S1 C20 102.77(8) . . ?
F2 C20 S1 111.43(12) . . ?
F2 C20 F3 108.00(16) . . ?
F2 C20 F4 107.79(15) . . ?
F3 C20 S1 110.87(12) . . ?
F3 C20 F4 107.56(14) . . ?
F4 C20 S1 111.04(13) . . ?
O4 S2 C21 103.69(7) . . ?
O5 S2 O4 115.05(7) . . ?
O5 S2 O6 115.22(7) . . ?
O5 S2 C21 102.78(7) . . ?
O6 S2 O4 115.08(7) . . ?
O6 S2 C21 102.43(7) . . ?
F5 C21 S2 111.57(10) . . ?
F5 C21 F7 106.80(13) . . ?
F6 C21 S2 111.00(10) . . ?
F6 C21 F5 108.39(13) . . ?
F6 C21 F7 107.04(12) . . ?
F7 C21 S2 111.82(11) . . ?
F1 P1 C1 102.29(6) . . ?
F1 P1 C8 108.15(6) . . ?
F1 P1 C14 106.89(6) . . ?
C8 P1 C1 109.45(6) . . ?
C14 P1 C1 112.45(6) . . ?
C14 P1 C8 116.52(7) . . ?
C1 N1 C2 109.42(12) . . ?
C1 N1 C4 127.05(12) . . ?
C2 N1 C4 123.51(12) . . ?
C1 N2 C3 109.11(12) . . ?
C1 N2 C7 127.48(12) . . ?
C3 N2 C7 123.40(12) . . ?
N1 C1 P1 123.66(10) . . ?
N1 C1 N2 107.16(12) . . ?
N2 C1 P1 129.17(11) . . ?
N1 C2 C3 106.88(12) . . ?
N1 C2 C5 122.79(13) . . ?
C3 C2 C5 130.29(13) . . ?
N2 C3 C2 107.41(12) . . ?
N2 C3 C6 123.19(13) . . ?
C2 C3 C6 129.33(14) . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 P1 118.37(10) . . ?
C9 C8 C13 121.01(13) . . ?
C13 C8 P1 120.61(11) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 C8 119.06(13) . . ?
C10 C9 H9 120.5 . . ?
C9 C10 H10 119.9 . . ?
C11 C10 C9 120.26(13) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 119.8 . . ?
C10 C11 C12 120.43(14) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 H12 119.6 . . ?
C13 C12 C11 120.77(13) . . ?
C13 C12 H12 119.6 . . ?
C8 C13 H13 120.8 . . ?
C12 C13 C8 118.47(13) . . ?
C12 C13 H13 120.8 . . ?
C15 C14 P1 118.60(11) . . ?
C19 C14 P1 119.80(11) . . ?
C19 C14 C15 121.60(13) . . ?
C14 C15 H15 120.6 . . ?
C16 C15 C14 118.88(14) . . ?
C16 C15 H15 120.6 . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.84(14) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 H17 119.6 . . ?
C18 C17 C16 120.84(14) . . ?
C18 C17 H17 119.6 . . ?
C17 C18 H18 119.8 . . ?
C17 C18 C19 120.36(14) . . ?
C19 C18 H18 119.8 . . ?
C14 C19 H19 120.8 . . ?
C18 C19 C14 118.45(14) . . ?
C18 C19 H19 120.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 C20 F2 -59.96(14) . . . . ?
O1 S1 C20 F3 60.36(14) . . . . ?
O1 S1 C20 F4 179.87(11) . . . . ?
O2 S1 C20 F2 -179.87(13) . . . . ?
O2 S1 C20 F3 -59.55(15) . . . . ?
O2 S1 C20 F4 59.96(13) . . . . ?
O3 S1 C20 F2 60.09(14) . . . . ?
O3 S1 C20 F3 -179.59(13) . . . . ?
O3 S1 C20 F4 -60.08(13) . . . . ?
O4 S2 C21 F5 54.20(13) . . . . ?
O4 S2 C21 F6 175.21(11) . . . . ?
O4 S2 C21 F7 -65.34(12) . . . . ?
O5 S2 C21 F5 -65.95(13) . . . . ?
O5 S2 C21 F6 55.06(12) . . . . ?
O5 S2 C21 F7 174.51(10) . . . . ?
O6 S2 C21 F5 174.22(11) . . . . ?
O6 S2 C21 F6 -64.77(12) . . . . ?
O6 S2 C21 F7 54.68(12) . . . . ?
P1 C8 C9 C10 -179.84(11) . . . . ?
P1 C8 C13 C12 179.66(11) . . . . ?
P1 C14 C15 C16 177.71(11) . . . . ?
P1 C14 C19 C18 -178.42(11) . . . . ?
F1 P1 C1 N1 39.59(13) . . . . ?
F1 P1 C1 N2 -138.88(12) . . . . ?
F1 P1 C8 C9 -127.88(11) . . . . ?
F1 P1 C8 C13 53.01(13) . . . . ?
F1 P1 C14 C15 56.73(12) . . . . ?
F1 P1 C14 C19 -123.68(11) . . . . ?
N1 C2 C3 N2 0.84(15) . . . . ?
N1 C2 C3 C6 -176.25(14) . . . . ?
C1 P1 C8 C9 -17.19(13) . . . . ?
C1 P1 C8 C13 163.70(11) . . . . ?
C1 P1 C14 C15 -54.75(13) . . . . ?
C1 P1 C14 C19 124.84(11) . . . . ?
C1 N1 C2 C3 -1.45(15) . . . . ?
C1 N1 C2 C5 -179.55(13) . . . . ?
C1 N2 C3 C2 0.05(15) . . . . ?
C1 N2 C3 C6 177.37(13) . . . . ?
C2 N1 C1 P1 -177.28(10) . . . . ?
C2 N1 C1 N2 1.48(15) . . . . ?
C3 N2 C1 P1 177.73(10) . . . . ?
C3 N2 C1 N1 -0.94(15) . . . . ?
C4 N1 C1 P1 1.1(2) . . . . ?
C4 N1 C1 N2 179.87(13) . . . . ?
C4 N1 C2 C3 -179.90(13) . . . . ?
C4 N1 C2 C5 2.0(2) . . . . ?
C5 C2 C3 N2 178.75(14) . . . . ?
C5 C2 C3 C6 1.7(3) . . . . ?
C7 N2 C1 P1 -1.5(2) . . . . ?
C7 N2 C1 N1 179.81(12) . . . . ?
C7 N2 C3 C2 179.35(12) . . . . ?
C7 N2 C3 C6 -3.3(2) . . . . ?
C8 P1 C1 N1 -74.94(13) . . . . ?
C8 P1 C1 N2 106.59(13) . . . . ?
C8 P1 C14 C15 177.75(10) . . . . ?
C8 P1 C14 C19 -2.66(14) . . . . ?
C8 C9 C10 C11 0.4(2) . . . . ?
C9 C8 C13 C12 0.6(2) . . . . ?
C9 C10 C11 C12 0.1(2) . . . . ?
C10 C11 C12 C13 -0.3(2) . . . . ?
C11 C12 C13 C8 -0.1(2) . . . . ?
C13 C8 C9 C10 -0.7(2) . . . . ?
C14 P1 C1 N1 153.90(11) . . . . ?
C14 P1 C1 N2 -24.57(15) . . . . ?
C14 P1 C8 C9 111.77(12) . . . . ?
C14 P1 C8 C13 -67.34(13) . . . . ?
C14 C15 C16 C17 1.0(2) . . . . ?
C15 C14 C19 C18 1.2(2) . . . . ?
C15 C16 C17 C18 0.5(2) . . . . ?
C16 C17 C18 C19 -1.3(2) . . . . ?
C17 C18 C19 C14 0.4(2) . . . . ?
C19 C14 C15 C16 -1.9(2) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.444
_oxdiff_exptl_absorpt_empirical_full_min 0.683
####################################################################### 
# 
# 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_9b[OTf]
_database_code_depnum_ccdc_archive 'CCDC 2051033'
loop_
_audit_author_name
_audit_author_address
'Felix Hennersdorf'
;TU Dresden
Germany
;
_audit_update_record             
;
2020-12-17 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;
_audit_creation_date             2018-04-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H16 F19 N O P, C F3 O3 S'
_chemical_formula_sum            'C28 H16 F22 N O4 P S'
_chemical_formula_weight         911.45
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C28 H16 F12 N O4 P S2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   16.8642(2)
_cell_length_b                   20.8497(2)
_cell_length_c                   9.53500(13)
_cell_angle_alpha                90
_cell_angle_beta                 104.5237(15)
_cell_angle_gamma                90
_cell_volume                     3245.50(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10362
_cell_measurement_temperature    101(1)
_cell_measurement_theta_max      76.0620
_cell_measurement_theta_min      3.4310
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.924
_exptl_absorpt_correction_T_max  0.708
_exptl_absorpt_correction_T_min  0.571
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.865
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1808
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
5 -2 -2 0.1262
-5 2 2 0.1262
-4 -3 5 0.1188
4 3 -5 0.1188
3 -5 1 0.1538
-2 5 -2 0.1094
5 2 0 0.0974
-5 -2 1 0.0846
-5 -2 -2 0.1130
-1 -2 5 0.1104
-4 -5 0 0.0662
0 5 3 0.0973
2 5 0 0.0922
4 5 -3 0.0918
-1 -5 3 0.1192
5 -2 -4 0.1186
2 -5 -2 0.1096
0 5 -1 0.0804

_exptl_crystal_size_max          0.307
_exptl_crystal_size_mid          0.252
_exptl_crystal_size_min          0.168
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
5.0086 -2.0076 -1.9999 -0.3768 0.0928 -0.3562
-5.0086 2.0076 1.9999 0.3768 -0.0928 0.3562
-3.9926 -2.9643 4.9955 -0.0288 -0.0056 0.8524
3.9926 2.9643 -4.9955 0.0288 0.0056 -0.8524
3.0161 -4.9840 0.9969 -0.4650 0.1533 0.1685
-2.0160 4.9780 -1.9963 0.4353 -0.1203 -0.3323
5.0038 1.9987 -0.0004 -0.3656 -0.2999 -0.1451
-5.0022 -1.9923 0.9996 0.3099 0.2327 0.2872
-5.0068 -2.0117 -1.9978 0.4769 0.4342 -0.1392
-0.9900 -1.9647 4.9952 -0.2542 -0.1726 0.7690
-3.9963 -4.9934 -0.0007 0.1883 0.4595 0.1783
-0.0053 5.0112 2.9989 -0.0138 -0.5245 0.3349
1.9932 4.9926 0.0011 -0.0175 -0.3912 -0.1349
3.9917 4.9739 -2.9967 -0.0213 -0.2580 -0.6047
-0.9871 -4.9727 2.9960 -0.2348 0.1555 0.5396
5.0056 -2.0206 -3.9982 -0.2655 0.2272 -0.6405
2.0100 -5.0039 -2.0002 -0.2126 0.3890 -0.2362
-0.0114 4.9853 -0.9976 0.2089 -0.2558 -0.2336

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0220
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            15589
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.178
_diffrn_reflns_theta_min         3.438
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      101(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5700
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     48.00 107.00   0.50    0.50    --   41.48  38.00 120.00  118
  2  ω     36.00 138.00   0.50    1.00    --  111.00 -30.00  30.00  204
  3  ω    140.00 177.00   0.50    1.00    --  111.00  15.00 120.00   74
  4  ω    111.00 178.00   0.50    1.00    --  111.00 111.00 150.00  134
  5  ω    104.00 177.00   0.50    1.00    --  111.00 111.00 120.00  146
  6  ω     80.00 107.00   0.50    1.00    --  111.00  15.00 120.00   54
  7  ω     49.00 143.00   0.50    1.00    --  111.00 -77.00  90.00  188
  8  ω     84.00 109.00   0.50    1.00    --  111.00 -94.00   0.00   50
  9  ω     83.00 109.00   0.50    1.00    --  111.00-111.00 -60.00   52
 10  ω     63.00  90.00   0.50    1.00    --  111.00 -77.00 -90.00   54
 11  ω     59.00  92.00   0.50    1.00    --  111.00-106.00-114.00   66
 12  ω     91.00 116.00   0.50    1.00    --  111.00-111.00-180.00   50
 13  ω     53.00 137.00   0.50    1.00    --  111.00 -61.00-180.00  168
 14  ω     58.00 173.00   0.50    1.00    --  111.00  15.00 -90.00  230
 15  ω    133.00 166.00   0.50    1.00    --  111.00  77.00-180.00   66
 16  ω     82.00 115.00   0.50    1.00    --  111.00  77.00-180.00   66
 17  ω     42.00 128.00   0.50    1.00    --  111.00 -30.00-180.00  172
 18  ω     53.00  81.00   0.50    1.00    --  111.00-111.00-180.00   56
 19  ω     41.00  95.00   0.50    0.50    --   41.48-125.00-150.00  108
 20  ω     35.00 116.00   0.50    1.00    --  111.00-111.00   0.00  162
 21  ω     63.00 109.00   0.50    1.00    --  111.00 -94.00  90.00   92
 22  ω     44.00 111.00   0.50    1.00    --  111.00-111.00  90.00  134
 23  ω     31.00  56.00   0.50    1.00    --  111.00 -94.00 150.00   50
 24  ω    -73.00  23.00   0.50    0.50    --  -41.48  77.00  30.00  192
 25  ω   -110.00 -17.00   0.50    0.50    --  -41.48 -38.00-120.00  186
 26  ω   -115.00 -21.00   0.50    0.50    --  -41.48 -38.00 150.00  188
 27  ω     73.00 100.00   0.50    1.00    --  111.00 178.00  90.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0852650000
_diffrn_orient_matrix_UB_12      0.0305431000
_diffrn_orient_matrix_UB_13      -0.0557808000
_diffrn_orient_matrix_UB_21      -0.0340737000
_diffrn_orient_matrix_UB_22      -0.0647414000
_diffrn_orient_matrix_UB_23      -0.0667671000
_diffrn_orient_matrix_UB_31      -0.0216307000
_diffrn_orient_matrix_UB_32      -0.0184103000
_diffrn_orient_matrix_UB_33      0.1424104000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.996
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.994
_reflns_number_gt                4852
_reflns_number_total             4886
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.232
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.349(17)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     517
_refine_ls_number_reflns         4886
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0248
_refine_ls_R_factor_gt           0.0247
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0470P)²+1.3592P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0658
_refine_ls_wR_factor_ref         0.0659
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.651(17) 0.349(17)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C6(H6), C10(H10), C12(H12), C14(H14), C18(H18), C20(H20),
 C22(H22), C25(H25)
3.b Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C27(H27A,H27B,H27C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.51453(4) 0.69916(2) 0.59510(6) 0.01161(11) Uani 1 1 d . . . . .
F1 F 0.55018(9) 0.70224(6) 0.77070(14) 0.0147(3) Uani 1 1 d . . . . .
F2 F 0.83357(11) 0.69337(8) 0.8155(2) 0.0307(4) Uani 1 1 d . . . . .
F3 F 0.85057(11) 0.59175(8) 0.8441(2) 0.0354(4) Uani 1 1 d . . . . .
F4 F 0.88432(10) 0.63879(10) 0.6688(2) 0.0358(4) Uani 1 1 d . . . . .
F5 F 0.61604(13) 0.45487(7) 0.42642(19) 0.0334(4) Uani 1 1 d . . . . .
F6 F 0.58337(12) 0.51716(8) 0.24357(17) 0.0326(4) Uani 1 1 d . . . . .
F7 F 0.70875(12) 0.48939(9) 0.3271(2) 0.0383(4) Uani 1 1 d . . . . .
F8 F 0.44007(14) 0.53819(11) 0.9654(2) 0.0475(6) Uani 1 1 d . . . . .
F9 F 0.31228(12) 0.51710(9) 0.9025(2) 0.0376(4) Uani 1 1 d . . . . .
F10 F 0.39451(15) 0.46773(8) 0.8030(2) 0.0417(5) Uani 1 1 d . . . . .
F11 F 0.13656(10) 0.61215(7) 0.46004(19) 0.0258(3) Uani 1 1 d . . . . .
F12 F 0.18443(10) 0.69399(7) 0.36942(19) 0.0276(4) Uani 1 1 d . . . . .
F13 F 0.20553(11) 0.59868(9) 0.30122(19) 0.0342(4) Uani 1 1 d . . . . .
F14 F 0.47577(12) 0.97724(9) 0.8086(2) 0.0411(5) Uani 1 1 d . . . . .
F15 F 0.36391(11) 0.95514(8) 0.6516(2) 0.0322(4) Uani 1 1 d . . . . .
F16 F 0.40450(11) 0.89559(8) 0.83985(19) 0.0276(3) Uani 1 1 d . . . . .
F17 F 0.70685(11) 0.88227(8) 0.4677(2) 0.0307(4) Uani 1 1 d . . . . .
F18 F 0.60580(12) 0.91872(9) 0.30313(19) 0.0325(4) Uani 1 1 d . . . . .
F19 F 0.65442(12) 0.97423(7) 0.4945(2) 0.0341(4) Uani 1 1 d . . . . .
O1 O 0.46685(11) 0.69532(7) 0.39088(18) 0.0141(3) Uani 1 1 d . . . . .
N1 N 0.44618(13) 0.71697(10) 0.1532(2) 0.0158(4) Uani 1 1 d . . . . .
C1 C 0.60002(15) 0.65132(10) 0.5733(3) 0.0135(4) Uani 1 1 d . . . . .
C2 C 0.67758(15) 0.66333(10) 0.6632(2) 0.0136(4) Uani 1 1 d . . . . .
H2 H 0.6851 0.6960 0.7316 0.016 Uiso 1 1 calc R . . . .
C3 C 0.74341(14) 0.62607(10) 0.6496(2) 0.0137(4) Uani 1 1 d . . . . .
C4 C 0.73258(15) 0.57576(11) 0.5504(3) 0.0153(4) Uani 1 1 d . . . . .
H4 H 0.7770 0.5511 0.5414 0.018 Uiso 1 1 calc R . . . .
C5 C 0.65458(15) 0.56311(11) 0.4655(3) 0.0152(4) Uani 1 1 d . . . . .
C6 C 0.58841(15) 0.60057(10) 0.4753(3) 0.0139(4) Uani 1 1 d . . . . .
H6 H 0.5365 0.5919 0.4167 0.017 Uiso 1 1 calc R . . . .
C7 C 0.82763(16) 0.63750(11) 0.7443(3) 0.0194(5) Uani 1 1 d . . . . .
C8 C 0.64082(17) 0.50611(12) 0.3650(3) 0.0202(5) Uani 1 1 d . . . . .
C9 C 0.42319(15) 0.65658(10) 0.6096(3) 0.0134(4) Uani 1 1 d . . . . .
C10 C 0.43291(15) 0.61127(11) 0.7214(2) 0.0146(4) Uani 1 1 d . . . . .
H10 H 0.4840 0.6051 0.7852 0.018 Uiso 1 1 calc R . . . .
C11 C 0.36594(15) 0.57564(11) 0.7363(3) 0.0162(5) Uani 1 1 d . . . . .
C12 C 0.28905(15) 0.58407(11) 0.6424(3) 0.0164(5) Uani 1 1 d . . . . .
H12 H 0.2444 0.5602 0.6533 0.020 Uiso 1 1 calc R . . . .
C13 C 0.28035(15) 0.62896(11) 0.5321(3) 0.0158(4) Uani 1 1 d . . . . .
C14 C 0.34632(15) 0.66534(10) 0.5154(3) 0.0146(4) Uani 1 1 d . . . . .
H14 H 0.3392 0.6955 0.4414 0.017 Uiso 1 1 calc R . . . .
C15 C 0.37792(16) 0.52498(12) 0.8522(3) 0.0219(5) Uani 1 1 d . . . . .
C16 C 0.20088(16) 0.63381(12) 0.4184(3) 0.0201(5) Uani 1 1 d . . . . .
C17 C 0.51782(15) 0.78593(10) 0.5845(3) 0.0138(4) Uani 1 1 d . . . . .
C18 C 0.46938(15) 0.82165(11) 0.6550(3) 0.0153(4) Uani 1 1 d . . . . .
H18 H 0.4326 0.8015 0.6988 0.018 Uiso 1 1 calc R . . . .
C19 C 0.47741(15) 0.88824(11) 0.6584(3) 0.0162(4) Uani 1 1 d . . . . .
C20 C 0.53001(14) 0.91905(11) 0.5886(3) 0.0169(5) Uani 1 1 d . . . . .
H20 H 0.5331 0.9636 0.5883 0.020 Uiso 1 1 calc R . . . .
C21 C 0.57753(15) 0.88267(11) 0.5197(3) 0.0159(5) Uani 1 1 d . . . . .
C22 C 0.57340(15) 0.81585(11) 0.5197(3) 0.0146(4) Uani 1 1 d . . . . .
H22 H 0.6073 0.7916 0.4769 0.018 Uiso 1 1 calc R . . . .
C23 C 0.43010(17) 0.92863(12) 0.7396(3) 0.0214(5) Uani 1 1 d . . . . .
C24 C 0.63639(17) 0.91454(11) 0.4467(3) 0.0202(5) Uani 1 1 d . . . . .
C25 C 0.49119(14) 0.71892(11) 0.2842(3) 0.0151(4) Uani 1 1 d . . . . .
H25 H 0.5427 0.7379 0.3021 0.018 Uiso 1 1 calc R . . . .
C26 C 0.36566(17) 0.68559(13) 0.1150(3) 0.0225(5) Uani 1 1 d . . . . .
H26A H 0.3602 0.6584 0.1932 0.034 Uiso 1 1 calc GR . . . .
H26B H 0.3607 0.6603 0.0291 0.034 Uiso 1 1 calc GR . . . .
H26C H 0.3234 0.7176 0.0976 0.034 Uiso 1 1 calc GR . . . .
C27 C 0.47224(17) 0.74804(13) 0.0337(3) 0.0226(5) Uani 1 1 d . . . . .
H27A H 0.5227 0.7706 0.0716 0.034 Uiso 1 1 calc GR . . . .
H27B H 0.4308 0.7777 -0.0146 0.034 Uiso 1 1 calc GR . . . .
H27C H 0.4802 0.7160 -0.0338 0.034 Uiso 1 1 calc GR . . . .
S1 S 0.22250(4) 0.75936(3) 0.75803(6) 0.01686(12) Uani 1 1 d . . . . .
F20 F 0.11573(11) 0.84417(8) 0.6218(2) 0.0355(4) Uani 1 1 d . . . . .
F21 F 0.23450(11) 0.88337(7) 0.71531(19) 0.0301(4) Uani 1 1 d . . . . .
F22 F 0.21485(15) 0.82636(9) 0.52179(19) 0.0392(4) Uani 1 1 d . . . . .
O2 O 0.30870(12) 0.75177(9) 0.7697(2) 0.0252(4) Uani 1 1 d . . . . .
O3 O 0.16994(12) 0.71148(9) 0.6737(2) 0.0258(4) Uani 1 1 d . . . . .
O4 O 0.20106(14) 0.77592(9) 0.8911(2) 0.0272(4) Uani 1 1 d . . . . .
C28 C 0.19572(17) 0.83191(13) 0.6482(3) 0.0219(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 F1 1.6322(14) . ?
P1 O1 1.9130(18) . ?
P1 C1 1.808(2) . ?
P1 C9 1.813(2) . ?
P1 C17 1.813(2) . ?
F2 C7 1.340(3) . ?
F3 C7 1.334(3) . ?
F4 C7 1.333(3) . ?
F5 C8 1.335(3) . ?
F6 C8 1.331(3) . ?
F7 C8 1.331(3) . ?
F8 C15 1.331(3) . ?
F9 C15 1.322(3) . ?
F10 C15 1.338(3) . ?
F11 C16 1.324(3) . ?
F12 C16 1.343(3) . ?
F13 C16 1.355(3) . ?
F14 C23 1.341(3) . ?
F15 C23 1.337(3) . ?
F16 C23 1.335(3) . ?
F17 C24 1.336(3) . ?
F18 C24 1.339(3) . ?
F19 C24 1.334(3) . ?
O1 C25 1.286(3) . ?
N1 C25 1.289(3) . ?
N1 C26 1.469(3) . ?
N1 C27 1.470(3) . ?
C1 C2 1.395(3) . ?
C1 C6 1.393(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.387(3) . ?
C3 C4 1.393(3) . ?
C3 C7 1.499(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.386(3) . ?
C5 C6 1.384(3) . ?
C5 C8 1.507(3) . ?
C6 H6 0.9300 . ?
C9 C10 1.403(3) . ?
C9 C14 1.392(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.389(3) . ?
C11 C12 1.390(3) . ?
C11 C15 1.505(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.388(3) . ?
C13 C14 1.388(3) . ?
C13 C16 1.501(3) . ?
C14 H14 0.9300 . ?
C17 C18 1.396(4) . ?
C17 C22 1.393(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.395(3) . ?
C19 C20 1.392(4) . ?
C19 C23 1.502(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.383(4) . ?
C21 C22 1.395(3) . ?
C21 C24 1.503(4) . ?
C22 H22 0.9300 . ?
C25 H25 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
S1 O2 1.439(2) . ?
S1 O3 1.4390(19) . ?
S1 O4 1.446(2) . ?
S1 C28 1.831(3) . ?
F20 C28 1.333(3) . ?
F21 C28 1.334(3) . ?
F22 C28 1.328(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1 P1 O1 176.87(9) . . ?
F1 P1 C1 92.32(9) . . ?
F1 P1 C9 92.44(9) . . ?
F1 P1 C17 90.53(9) . . ?
C1 P1 O1 90.20(10) . . ?
C1 P1 C9 117.13(9) . . ?
C1 P1 C17 120.51(11) . . ?
C9 P1 O1 84.77(9) . . ?
C9 P1 C17 122.08(11) . . ?
C17 P1 O1 89.78(10) . . ?
C25 O1 P1 130.76(16) . . ?
C25 N1 C26 122.5(2) . . ?
C25 N1 C27 121.3(2) . . ?
C26 N1 C27 116.2(2) . . ?
C2 C1 P1 118.83(18) . . ?
C6 C1 P1 120.97(18) . . ?
C6 C1 C2 120.1(2) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.4(2) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 C4 120.9(2) . . ?
C2 C3 C7 120.9(2) . . ?
C4 C3 C7 118.2(2) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 118.9(2) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 C8 119.6(2) . . ?
C6 C5 C4 121.1(2) . . ?
C6 C5 C8 119.3(2) . . ?
C1 C6 H6 120.2 . . ?
C5 C6 C1 119.6(2) . . ?
C5 C6 H6 120.2 . . ?
F2 C7 C3 112.5(2) . . ?
F3 C7 F2 106.8(2) . . ?
F3 C7 C3 112.2(2) . . ?
F4 C7 F2 106.5(2) . . ?
F4 C7 F3 106.3(2) . . ?
F4 C7 C3 112.2(2) . . ?
F5 C8 C5 111.6(2) . . ?
F6 C8 F5 106.3(2) . . ?
F6 C8 F7 107.3(2) . . ?
F6 C8 C5 112.3(2) . . ?
F7 C8 F5 107.2(2) . . ?
F7 C8 C5 111.9(2) . . ?
C10 C9 P1 116.62(18) . . ?
C14 C9 P1 123.95(17) . . ?
C14 C9 C10 119.4(2) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 C9 119.7(2) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 C12 121.2(2) . . ?
C10 C11 C15 119.2(2) . . ?
C12 C11 C15 119.6(2) . . ?
C11 C12 H12 120.7 . . ?
C13 C12 C11 118.5(2) . . ?
C13 C12 H12 120.7 . . ?
C12 C13 C14 121.3(2) . . ?
C12 C13 C16 119.9(2) . . ?
C14 C13 C16 118.5(2) . . ?
C9 C14 H14 120.1 . . ?
C13 C14 C9 119.9(2) . . ?
C13 C14 H14 120.1 . . ?
F8 C15 F10 106.1(2) . . ?
F8 C15 C11 112.5(2) . . ?
F9 C15 F8 107.0(2) . . ?
F9 C15 F10 106.5(2) . . ?
F9 C15 C11 112.5(2) . . ?
F10 C15 C11 111.7(2) . . ?
F11 C16 F12 108.0(2) . . ?
F11 C16 F13 106.5(2) . . ?
F11 C16 C13 114.3(2) . . ?
F12 C16 F13 105.5(2) . . ?
F12 C16 C13 112.5(2) . . ?
F13 C16 C13 109.5(2) . . ?
C18 C17 P1 118.39(19) . . ?
C22 C17 P1 120.32(18) . . ?
C22 C17 C18 121.0(2) . . ?
C17 C18 H18 120.8 . . ?
C19 C18 C17 118.5(2) . . ?
C19 C18 H18 120.8 . . ?
C18 C19 C23 120.6(2) . . ?
C20 C19 C18 121.2(2) . . ?
C20 C19 C23 118.2(2) . . ?
C19 C20 H20 120.4 . . ?
C21 C20 C19 119.2(2) . . ?
C21 C20 H20 120.4 . . ?
C20 C21 C22 120.9(2) . . ?
C20 C21 C24 120.4(2) . . ?
C22 C21 C24 118.7(2) . . ?
C17 C22 C21 119.1(2) . . ?
C17 C22 H22 120.5 . . ?
C21 C22 H22 120.5 . . ?
F14 C23 C19 111.3(2) . . ?
F15 C23 F14 106.4(2) . . ?
F15 C23 C19 112.1(2) . . ?
F16 C23 F14 106.7(2) . . ?
F16 C23 F15 107.1(2) . . ?
F16 C23 C19 112.9(2) . . ?
F17 C24 F18 106.6(2) . . ?
F17 C24 C21 111.9(2) . . ?
F18 C24 C21 111.9(2) . . ?
F19 C24 F17 107.5(2) . . ?
F19 C24 F18 106.6(2) . . ?
F19 C24 C21 112.0(2) . . ?
O1 C25 N1 121.8(2) . . ?
O1 C25 H25 119.1 . . ?
N1 C25 H25 119.1 . . ?
N1 C26 H26A 109.5 . . ?
N1 C26 H26B 109.5 . . ?
N1 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N1 C27 H27A 109.5 . . ?
N1 C27 H27B 109.5 . . ?
N1 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O2 S1 O3 115.83(12) . . ?
O2 S1 O4 115.38(13) . . ?
O2 S1 C28 103.57(13) . . ?
O3 S1 O4 113.66(13) . . ?
O3 S1 C28 102.99(12) . . ?
O4 S1 C28 102.99(12) . . ?
F20 C28 S1 111.03(19) . . ?
F20 C28 F21 106.7(2) . . ?
F21 C28 S1 111.66(18) . . ?
F22 C28 S1 111.46(19) . . ?
F22 C28 F20 108.1(2) . . ?
F22 C28 F21 107.7(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
P1 O1 C25 N1 -172.64(16) . . . . ?
P1 C1 C2 C3 178.67(17) . . . . ?
P1 C1 C6 C5 -177.23(18) . . . . ?
P1 C9 C10 C11 -178.25(18) . . . . ?
P1 C9 C14 C13 177.83(17) . . . . ?
P1 C17 C18 C19 174.18(18) . . . . ?
P1 C17 C22 C21 -176.69(18) . . . . ?
F1 P1 C1 C2 -36.42(19) . . . . ?
F1 P1 C1 C6 139.45(19) . . . . ?
F1 P1 C9 C10 -36.85(18) . . . . ?
F1 P1 C9 C14 144.8(2) . . . . ?
F1 P1 C17 C18 -62.2(2) . . . . ?
F1 P1 C17 C22 111.6(2) . . . . ?
O1 P1 C1 C2 145.43(19) . . . . ?
O1 P1 C1 C6 -38.70(19) . . . . ?
O1 P1 C9 C10 144.55(18) . . . . ?
O1 P1 C9 C14 -33.8(2) . . . . ?
O1 P1 C17 C18 114.7(2) . . . . ?
O1 P1 C17 C22 -71.6(2) . . . . ?
C1 P1 C9 C10 57.0(2) . . . . ?
C1 P1 C9 C14 -121.36(19) . . . . ?
C1 P1 C17 C18 -155.24(19) . . . . ?
C1 P1 C17 C22 18.5(3) . . . . ?
C1 C2 C3 C4 -1.9(3) . . . . ?
C1 C2 C3 C7 -179.9(2) . . . . ?
C2 C1 C6 C5 -1.4(3) . . . . ?
C2 C3 C4 C5 -0.3(3) . . . . ?
C2 C3 C7 F2 -13.2(3) . . . . ?
C2 C3 C7 F3 107.2(3) . . . . ?
C2 C3 C7 F4 -133.2(2) . . . . ?
C3 C4 C5 C6 1.7(4) . . . . ?
C3 C4 C5 C8 -175.8(2) . . . . ?
C4 C3 C7 F2 168.7(2) . . . . ?
C4 C3 C7 F3 -70.9(3) . . . . ?
C4 C3 C7 F4 48.7(3) . . . . ?
C4 C5 C6 C1 -0.8(4) . . . . ?
C4 C5 C8 F5 95.0(3) . . . . ?
C4 C5 C8 F6 -145.8(2) . . . . ?
C4 C5 C8 F7 -25.1(3) . . . . ?
C6 C1 C2 C3 2.8(3) . . . . ?
C6 C5 C8 F5 -82.6(3) . . . . ?
C6 C5 C8 F6 36.6(3) . . . . ?
C6 C5 C8 F7 157.3(2) . . . . ?
C7 C3 C4 C5 177.8(2) . . . . ?
C8 C5 C6 C1 176.7(2) . . . . ?
C9 P1 C1 C2 -130.36(18) . . . . ?
C9 P1 C1 C6 45.5(2) . . . . ?
C9 P1 C17 C18 31.0(3) . . . . ?
C9 P1 C17 C22 -155.23(19) . . . . ?
C9 C10 C11 C12 -0.1(4) . . . . ?
C9 C10 C11 C15 177.1(2) . . . . ?
C10 C9 C14 C13 -0.5(3) . . . . ?
C10 C11 C12 C13 0.2(4) . . . . ?
C10 C11 C15 F8 28.3(3) . . . . ?
C10 C11 C15 F9 149.3(2) . . . . ?
C10 C11 C15 F10 -91.0(3) . . . . ?
C11 C12 C13 C14 -0.5(3) . . . . ?
C11 C12 C13 C16 172.8(2) . . . . ?
C12 C11 C15 F8 -154.4(2) . . . . ?
C12 C11 C15 F9 -33.5(3) . . . . ?
C12 C11 C15 F10 86.3(3) . . . . ?
C12 C13 C14 C9 0.7(3) . . . . ?
C12 C13 C16 F11 23.9(3) . . . . ?
C12 C13 C16 F12 147.5(2) . . . . ?
C12 C13 C16 F13 -95.4(3) . . . . ?
C14 C9 C10 C11 0.2(3) . . . . ?
C14 C13 C16 F11 -162.6(2) . . . . ?
C14 C13 C16 F12 -39.0(3) . . . . ?
C14 C13 C16 F13 78.0(3) . . . . ?
C15 C11 C12 C13 -177.0(2) . . . . ?
C16 C13 C14 C9 -172.7(2) . . . . ?
C17 P1 C1 C2 55.6(2) . . . . ?
C17 P1 C1 C6 -128.55(19) . . . . ?
C17 P1 C9 C10 -129.01(18) . . . . ?
C17 P1 C9 C14 52.6(2) . . . . ?
C17 C18 C19 C20 2.5(4) . . . . ?
C17 C18 C19 C23 -176.7(2) . . . . ?
C18 C17 C22 C21 -3.1(4) . . . . ?
C18 C19 C20 C21 -2.6(4) . . . . ?
C18 C19 C23 F14 140.6(2) . . . . ?
C18 C19 C23 F15 -100.5(3) . . . . ?
C18 C19 C23 F16 20.6(3) . . . . ?
C19 C20 C21 C22 -0.1(4) . . . . ?
C19 C20 C21 C24 -178.5(2) . . . . ?
C20 C19 C23 F14 -38.6(3) . . . . ?
C20 C19 C23 F15 80.4(3) . . . . ?
C20 C19 C23 F16 -158.6(2) . . . . ?
C20 C21 C22 C17 2.9(4) . . . . ?
C20 C21 C24 F17 140.3(2) . . . . ?
C20 C21 C24 F18 -100.1(3) . . . . ?
C20 C21 C24 F19 19.5(3) . . . . ?
C22 C17 C18 C19 0.4(4) . . . . ?
C22 C21 C24 F17 -38.2(3) . . . . ?
C22 C21 C24 F18 81.5(3) . . . . ?
C22 C21 C24 F19 -158.9(2) . . . . ?
C23 C19 C20 C21 176.5(2) . . . . ?
C24 C21 C22 C17 -178.7(2) . . . . ?
C26 N1 C25 O1 -2.5(4) . . . . ?
C27 N1 C25 O1 175.7(2) . . . . ?
O2 S1 C28 F20 177.30(19) . . . . ?
O2 S1 C28 F21 -63.7(2) . . . . ?
O2 S1 C28 F22 56.8(2) . . . . ?
O3 S1 C28 F20 56.3(2) . . . . ?
O3 S1 C28 F21 175.21(19) . . . . ?
O3 S1 C28 F22 -64.3(2) . . . . ?
O4 S1 C28 F20 -62.2(2) . . . . ?
O4 S1 C28 F21 56.8(2) . . . . ?
O4 S1 C28 F22 177.3(2) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.315
_oxdiff_exptl_absorpt_empirical_full_min 0.730
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.651(17)
2 0.349(17)

####################################################################### 
# 
# 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_2c[H(OTf)2]
_database_code_depnum_ccdc_archive 'CCDC 2051032'
loop_
_audit_author_name
_audit_author_address
'Felix Hennersdorf'
;TU Dresden
Germany
;
_audit_update_record             
;
2020-12-17 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;
_audit_creation_date             2017-02-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 F16 P, C H F3 O3 S, C F3 O3 S'
_chemical_formula_sum            'C20 H F22 O6 P S2'
_chemical_formula_weight         850.30
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H1 F22 S2 O6 P1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
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'

_cell_length_a                   8.05930(3)
_cell_length_b                   18.09719(7)
_cell_length_c                   18.21036(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2655.992(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    30954
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      76.3890
_cell_measurement_theta_min      4.8550
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.277
_exptl_absorpt_correction_T_max  0.899
_exptl_absorpt_correction_T_min  0.359
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.126
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1656
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 0 0.0124
0 1 0 0.0124
-4 0 9 0.1249
4 0 -9 0.1249
-4 0 -6 0.1511
4 0 6 0.1511

_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.025
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0001 -0.9999 0.0003 -0.0125 0.0841 -0.0039
-0.0001 0.9999 -0.0003 0.0125 -0.0841 0.0039
-3.9986 -0.0061 8.9947 0.3595 0.1011 1.0117
3.9986 0.0061 -8.9947 -0.3595 -0.1011 -1.0117
-4.0022 -0.0017 -5.9875 0.8987 0.1266 -0.1353
4.0022 0.0017 5.9875 -0.8987 -0.1266 0.1353

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_av_unetI/netI     0.0117
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            38601
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.645
_diffrn_reflns_theta_min         3.443
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -74.00  33.00   0.50    1.25    --  -38.50  89.00-112.00  214
  2  ω    -12.00  78.00   0.50    1.25    --   42.75 -89.00 131.00  180
  3  ω    100.00 178.00   0.50    5.00    --  111.00  89.00-112.00  156
  4  ω     31.00 146.00   0.50    5.00    --  111.00 -89.00 131.00  230
  5  ω   -109.00 -12.00   0.50    1.25    --  -38.50 -57.00 -30.00  194
  6  ω    -61.00  34.00   0.50    1.25    --  -38.50  38.00 120.00  190
  7  ω     16.00 113.00   0.50    1.25    --   42.75  57.00  60.00  194
  8  ω     23.00  98.00   0.50    1.25    --   42.75-125.00   0.00  150
  9  ω      1.00  83.00   0.50    1.25    --   42.75 -99.00  30.00  164
 10  ω     80.00 178.00   0.50    5.00    --  111.00  77.00 -90.00  196
 11  ω     39.00 121.00   0.50    5.00    --  111.00-125.00-150.00  164
 12  ω     36.00 135.00   0.50    5.00    --  111.00 -30.00 150.00  198
 13  ω     37.00 142.00   0.50    5.00    --  111.00 -77.00 -90.00  210
 14  ω     73.00 178.00   0.50    5.00    --  111.00  15.00   0.00  210
 15  ω    114.00 172.00   0.50    5.00    --  111.00 125.00-180.00  116
 16  ω     47.00  74.00   0.50    5.00    --  111.00 -94.00 -60.00   54
 17  ω    101.00 126.00   0.50    5.00    --  111.00  45.00  30.00   50
 18  ω    133.00 171.00   0.50    5.00    --  111.00  30.00  30.00   76
 19  ω     94.00 155.00   0.50    5.00    --  111.00 125.00-150.00  122
 20  ω    102.00 175.00   0.50    5.00    --  111.00  77.00 150.00  146
 21  ω     88.00 116.00   0.50    5.00    --  111.00  30.00  30.00   56
 22  ω     39.00 121.00   0.50    5.00    --  111.00-125.00   0.00  164
 23  ω     98.00 124.00   0.50    5.00    --  111.00 125.00 -90.00   52
 24  ω    137.00 175.00   0.50    5.00    --  111.00 125.00 -90.00   76
 25  ω     40.00 118.00   0.50    5.00    --  111.00-125.00 150.00  156
 26  ω     32.00 109.00   0.50    5.00    --  111.00 -94.00-150.00  154
 27  ω     56.00  99.00   0.50    5.00    --  111.00 -94.00 -90.00   86
 28  ω     70.00 115.00   0.50    5.00    --  111.00-125.00  90.00   90
 29  ω     30.00 105.00   0.50    5.00    --  111.00 -94.00-120.00  150
 30  ω     92.00 171.00   0.50    5.00    --  111.00  45.00 -30.00  158
 31  ω    108.00 174.00   0.50    5.00    --  111.00  77.00-180.00  132
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1707815000
_diffrn_orient_matrix_UB_12      0.0124300000
_diffrn_orient_matrix_UB_13      -0.0359402000
_diffrn_orient_matrix_UB_21      -0.0290174000
_diffrn_orient_matrix_UB_22      -0.0841194000
_diffrn_orient_matrix_UB_23      -0.0017176000
_diffrn_orient_matrix_UB_31      -0.0807547000
_diffrn_orient_matrix_UB_32      0.0039449000
_diffrn_orient_matrix_UB_33      0.0765809000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.758
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.990
_reflns_number_gt                5533
_reflns_number_total             5549
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details 
;
 Flack x determined using 2377 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.001(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     461
_refine_ls_number_reflns         5549
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0185
_refine_ls_R_factor_gt           0.0184
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0293P)²+0.8114P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0495
_refine_ls_wR_factor_ref         0.0495
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H) groups
2.a Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.74783(5) 0.46897(3) 0.65578(2) 0.01302(9) Uani 1 1 d . . . . .
F1 F 0.90081(14) 0.51279(6) 0.67956(6) 0.0186(2) Uani 1 1 d . . . . .
F2 F 1.09842(14) 0.41933(7) 0.61441(7) 0.0243(2) Uani 1 1 d . . . . .
F3 F 1.18257(19) 0.32839(7) 0.50408(9) 0.0396(4) Uani 1 1 d . . . . .
F4 F 0.9469(2) 0.27574(9) 0.41266(8) 0.0468(4) Uani 1 1 d . . . . .
F5 F 0.6229(2) 0.30923(8) 0.43379(8) 0.0398(4) Uani 1 1 d . . . . .
F6 F 0.53404(15) 0.39357(7) 0.55022(8) 0.0256(3) Uani 1 1 d . . . . .
F7 F 0.37214(14) 0.48143(6) 0.68308(7) 0.0213(2) Uani 1 1 d . . . . .
F8 F 0.16381(14) 0.57803(7) 0.61891(7) 0.0229(2) Uani 1 1 d . . . . .
F9 F 0.28096(15) 0.68018(7) 0.52478(7) 0.0256(3) Uani 1 1 d . . . . .
F10 F 0.60858(16) 0.68681(7) 0.49205(7) 0.0261(3) Uani 1 1 d . . . . .
F11 F 0.82099(15) 0.59129(7) 0.55692(6) 0.0205(2) Uani 1 1 d . . . . .
F12 F 0.69751(16) 0.53727(7) 0.79664(6) 0.0223(2) Uani 1 1 d . . . . .
F13 F 0.60729(17) 0.47500(8) 0.92533(6) 0.0280(3) Uani 1 1 d . . . . .
F14 F 0.54049(17) 0.32770(8) 0.93037(7) 0.0298(3) Uani 1 1 d . . . . .
F15 F 0.56571(16) 0.24362(7) 0.80887(7) 0.0283(3) Uani 1 1 d . . . . .
F16 F 0.64417(15) 0.30580(7) 0.67931(6) 0.0220(2) Uani 1 1 d . . . . .
C1 C 0.8132(2) 0.41072(10) 0.58337(10) 0.0161(3) Uani 1 1 d . . . . .
C2 C 0.9799(3) 0.39314(11) 0.57116(11) 0.0198(4) Uani 1 1 d . . . . .
C3 C 1.0246(3) 0.34723(12) 0.51377(13) 0.0261(5) Uani 1 1 d . . . . .
C4 C 0.9041(3) 0.31993(12) 0.46762(12) 0.0298(5) Uani 1 1 d . . . . .
C5 C 0.7379(3) 0.33688(11) 0.47820(11) 0.0271(5) Uani 1 1 d . . . . .
C6 C 0.6937(3) 0.38104(11) 0.53668(11) 0.0196(4) Uani 1 1 d . . . . .
C7 C 0.6033(2) 0.53473(10) 0.62269(9) 0.0139(3) Uani 1 1 d . . . . .
C8 C 0.4333(2) 0.53242(10) 0.63799(10) 0.0148(3) Uani 1 1 d . . . . .
C9 C 0.3255(2) 0.58167(10) 0.60540(10) 0.0158(3) Uani 1 1 d . . . . .
C10 C 0.3850(3) 0.63402(10) 0.55665(10) 0.0172(4) Uani 1 1 d . . . . .
C11 C 0.5534(3) 0.63737(10) 0.54003(10) 0.0171(4) Uani 1 1 d . . . . .
C12 C 0.6599(2) 0.58815(10) 0.57296(10) 0.0153(3) Uani 1 1 d . . . . .
C13 C 0.6785(2) 0.42281(11) 0.73524(10) 0.0157(3) Uani 1 1 d . . . . .
C14 C 0.6663(2) 0.46497(11) 0.79950(10) 0.0184(4) Uani 1 1 d . . . . .
C15 C 0.6208(2) 0.43363(12) 0.86535(10) 0.0204(4) Uani 1 1 d . . . . .
C16 C 0.5877(2) 0.35852(12) 0.86760(11) 0.0217(4) Uani 1 1 d . . . . .
C17 C 0.5999(2) 0.31553(12) 0.80527(11) 0.0210(4) Uani 1 1 d . . . . .
C18 C 0.6423(2) 0.34747(11) 0.73897(11) 0.0176(4) Uani 1 1 d . . . . .
S2 S 0.39524(6) 0.69184(3) 0.25033(3) 0.01877(10) Uani 1 1 d . . . . .
F20 F 0.3144(2) 0.75157(9) 0.37556(8) 0.0395(3) Uani 1 1 d . . . . .
F21 F 0.5617(2) 0.77762(9) 0.33842(9) 0.0455(4) Uani 1 1 d . . . . .
F22 F 0.3505(2) 0.82928(8) 0.28776(9) 0.0434(4) Uani 1 1 d . . . . .
O4 O 0.4664(2) 0.62947(9) 0.29434(10) 0.0281(3) Uani 1 1 d . . . . .
H4 H 0.3924 0.6098 0.3183 0.042 Uiso 1 1 calc GR . . . .
O5 O 0.50705(19) 0.71204(9) 0.19311(9) 0.0262(3) Uani 1 1 d . . . . .
O6 O 0.22302(19) 0.68297(9) 0.23462(9) 0.0289(3) Uani 1 1 d . . . . .
C20 C 0.4068(3) 0.76708(12) 0.31684(13) 0.0286(5) Uani 1 1 d . . . . .
S1 S 0.34149(6) 0.49720(3) 0.41128(3) 0.02007(10) Uani 1 1 d . . . . .
F17 F 0.3435(2) 0.35941(7) 0.36883(8) 0.0365(3) Uani 1 1 d . . . . .
F18 F 0.12974(17) 0.42095(9) 0.33398(8) 0.0368(3) Uani 1 1 d . . . . .
F19 F 0.3654(2) 0.43819(10) 0.28120(7) 0.0390(4) Uani 1 1 d . . . . .
O1 O 0.2736(2) 0.56352(9) 0.37268(10) 0.0292(4) Uani 1 1 d . . . . .
O2 O 0.5189(2) 0.49828(10) 0.41632(9) 0.0307(3) Uani 1 1 d . . . . .
O3 O 0.2469(2) 0.48056(8) 0.47538(8) 0.0259(3) Uani 1 1 d . . . . .
C19 C 0.2932(3) 0.42419(12) 0.34512(12) 0.0238(4) 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 F1 1.5286(11) . ?
P1 C1 1.7686(19) . ?
P1 C7 1.7710(19) . ?
P1 C13 1.7619(19) . ?
F2 C2 1.326(2) . ?
F3 C3 1.329(3) . ?
F4 C4 1.327(2) . ?
F5 C5 1.327(3) . ?
F6 C6 1.330(3) . ?
F7 C8 1.330(2) . ?
F8 C9 1.328(2) . ?
F9 C10 1.318(2) . ?
F10 C11 1.327(2) . ?
F11 C12 1.332(2) . ?
F12 C14 1.334(2) . ?
F13 C15 1.329(2) . ?
F14 C16 1.327(2) . ?
F15 C17 1.332(2) . ?
F16 C18 1.323(2) . ?
C1 C2 1.398(3) . ?
C1 C6 1.393(3) . ?
C2 C3 1.383(3) . ?
C3 C4 1.376(4) . ?
C4 C5 1.388(4) . ?
C5 C6 1.378(3) . ?
C7 C8 1.398(3) . ?
C7 C12 1.401(2) . ?
C8 C9 1.379(3) . ?
C9 C10 1.384(3) . ?
C10 C11 1.392(3) . ?
C11 C12 1.375(3) . ?
C13 C14 1.400(3) . ?
C13 C18 1.396(3) . ?
C14 C15 1.376(3) . ?
C15 C16 1.386(3) . ?
C16 C17 1.380(3) . ?
C17 C18 1.381(3) . ?
S2 O4 1.4985(16) . ?
S2 O5 1.4253(15) . ?
S2 O6 1.4262(16) . ?
S2 C20 1.825(2) . ?
F20 C20 1.333(3) . ?
F21 C20 1.323(3) . ?
F22 C20 1.324(3) . ?
O4 H4 0.8200 . ?
S1 O1 1.4947(16) . ?
S1 O2 1.4327(17) . ?
S1 O3 1.4262(15) . ?
S1 C19 1.830(2) . ?
F17 C19 1.313(3) . ?
F18 C19 1.334(3) . ?
F19 C19 1.326(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1 P1 C1 106.27(8) . . ?
F1 P1 C7 106.16(8) . . ?
F1 P1 C13 105.61(8) . . ?
C1 P1 C7 110.06(8) . . ?
C13 P1 C1 115.10(9) . . ?
C13 P1 C7 112.92(9) . . ?
C2 C1 P1 122.71(15) . . ?
C6 C1 P1 118.62(15) . . ?
C6 C1 C2 118.67(18) . . ?
F2 C2 C1 121.09(18) . . ?
F2 C2 C3 118.43(19) . . ?
C3 C2 C1 120.5(2) . . ?
F3 C3 C2 120.3(2) . . ?
F3 C3 C4 120.2(2) . . ?
C4 C3 C2 119.6(2) . . ?
F4 C4 C3 119.6(2) . . ?
F4 C4 C5 119.3(2) . . ?
C3 C4 C5 121.15(19) . . ?
F5 C5 C4 120.4(2) . . ?
F5 C5 C6 120.6(2) . . ?
C6 C5 C4 119.0(2) . . ?
F6 C6 C1 119.36(17) . . ?
F6 C6 C5 119.48(19) . . ?
C5 C6 C1 121.1(2) . . ?
C8 C7 P1 123.81(14) . . ?
C8 C7 C12 117.92(17) . . ?
C12 C7 P1 118.00(14) . . ?
F7 C8 C7 120.47(16) . . ?
F7 C8 C9 118.70(17) . . ?
C9 C8 C7 120.82(17) . . ?
F8 C9 C8 120.45(17) . . ?
F8 C9 C10 119.53(17) . . ?
C8 C9 C10 120.00(17) . . ?
F9 C10 C9 119.72(18) . . ?
F9 C10 C11 119.80(17) . . ?
C9 C10 C11 120.48(17) . . ?
F10 C11 C10 119.96(17) . . ?
F10 C11 C12 120.98(18) . . ?
C12 C11 C10 119.05(17) . . ?
F11 C12 C7 119.24(17) . . ?
F11 C12 C11 119.03(17) . . ?
C11 C12 C7 121.73(18) . . ?
C14 C13 P1 116.76(15) . . ?
C18 C13 P1 124.71(15) . . ?
C18 C13 C14 118.47(17) . . ?
F12 C14 C13 119.25(17) . . ?
F12 C14 C15 119.26(18) . . ?
C15 C14 C13 121.48(19) . . ?
F13 C15 C14 120.38(19) . . ?
F13 C15 C16 120.84(17) . . ?
C14 C15 C16 118.77(19) . . ?
F14 C16 C15 119.52(19) . . ?
F14 C16 C17 119.47(19) . . ?
C17 C16 C15 120.99(18) . . ?
F15 C17 C16 119.71(18) . . ?
F15 C17 C18 120.21(19) . . ?
C16 C17 C18 120.05(19) . . ?
F16 C18 C13 120.97(17) . . ?
F16 C18 C17 118.82(18) . . ?
C17 C18 C13 120.20(18) . . ?
O4 S2 C20 100.82(11) . . ?
O5 S2 O4 110.01(10) . . ?
O5 S2 O6 119.83(10) . . ?
O5 S2 C20 105.17(10) . . ?
O6 S2 O4 113.26(10) . . ?
O6 S2 C20 105.47(11) . . ?
S2 O4 H4 109.5 . . ?
F20 C20 S2 110.29(16) . . ?
F21 C20 S2 110.66(16) . . ?
F21 C20 F20 108.6(2) . . ?
F21 C20 F22 108.6(2) . . ?
F22 C20 S2 110.58(16) . . ?
F22 C20 F20 107.97(19) . . ?
O1 S1 C19 101.08(10) . . ?
O2 S1 O1 112.60(10) . . ?
O2 S1 C19 105.33(10) . . ?
O3 S1 O1 111.03(10) . . ?
O3 S1 O2 118.94(10) . . ?
O3 S1 C19 105.82(9) . . ?
F17 C19 S1 111.24(15) . . ?
F17 C19 F18 108.39(19) . . ?
F17 C19 F19 108.88(18) . . ?
F18 C19 S1 110.00(15) . . ?
F19 C19 S1 110.27(15) . . ?
F19 C19 F18 107.98(18) . . ?

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
P1 C1 C2 F2 0.5(3) . . . . ?
P1 C1 C2 C3 179.94(15) . . . . ?
P1 C1 C6 F6 -4.0(3) . . . . ?
P1 C1 C6 C5 178.27(15) . . . . ?
P1 C7 C8 F7 4.0(3) . . . . ?
P1 C7 C8 C9 -174.39(14) . . . . ?
P1 C7 C12 F11 -5.2(2) . . . . ?
P1 C7 C12 C11 174.59(14) . . . . ?
P1 C13 C14 F12 3.8(2) . . . . ?
P1 C13 C14 C15 -176.96(15) . . . . ?
P1 C13 C18 F16 -6.1(3) . . . . ?
P1 C13 C18 C17 175.40(15) . . . . ?
F1 P1 C1 C2 19.10(18) . . . . ?
F1 P1 C1 C6 -161.01(15) . . . . ?
F1 P1 C7 C8 -138.12(15) . . . . ?
F1 P1 C7 C12 47.95(15) . . . . ?
F1 P1 C13 C14 47.24(16) . . . . ?
F1 P1 C13 C18 -129.95(16) . . . . ?
F2 C2 C3 F3 2.0(3) . . . . ?
F2 C2 C3 C4 -179.34(18) . . . . ?
F3 C3 C4 F4 -1.2(3) . . . . ?
F3 C3 C4 C5 177.8(2) . . . . ?
F4 C4 C5 F5 0.0(3) . . . . ?
F4 C4 C5 C6 178.10(19) . . . . ?
F5 C5 C6 F6 2.6(3) . . . . ?
F5 C5 C6 C1 -179.62(18) . . . . ?
F7 C8 C9 F8 0.0(3) . . . . ?
F7 C8 C9 C10 -178.19(16) . . . . ?
F8 C9 C10 F9 0.7(3) . . . . ?
F8 C9 C10 C11 -178.08(17) . . . . ?
F9 C10 C11 F10 -0.2(3) . . . . ?
F9 C10 C11 C12 -179.08(17) . . . . ?
F10 C11 C12 F11 1.0(3) . . . . ?
F10 C11 C12 C7 -178.81(17) . . . . ?
F12 C14 C15 F13 0.3(3) . . . . ?
F12 C14 C15 C16 179.64(17) . . . . ?
F13 C15 C16 F14 0.6(3) . . . . ?
F13 C15 C16 C17 179.33(18) . . . . ?
F14 C16 C17 F15 -0.6(3) . . . . ?
F14 C16 C17 C18 177.33(17) . . . . ?
F15 C17 C18 F16 1.6(3) . . . . ?
F15 C17 C18 C13 -179.85(17) . . . . ?
C1 P1 C7 C8 107.28(16) . . . . ?
C1 P1 C7 C12 -66.65(16) . . . . ?
C1 P1 C13 C14 164.12(15) . . . . ?
C1 P1 C13 C18 -13.1(2) . . . . ?
C1 C2 C3 F3 -177.40(18) . . . . ?
C1 C2 C3 C4 1.3(3) . . . . ?
C2 C1 C6 F6 175.93(17) . . . . ?
C2 C1 C6 C5 -1.8(3) . . . . ?
C2 C3 C4 F4 -179.84(19) . . . . ?
C2 C3 C4 C5 -0.8(3) . . . . ?
C3 C4 C5 F5 -179.04(19) . . . . ?
C3 C4 C5 C6 -0.9(3) . . . . ?
C4 C5 C6 F6 -175.51(19) . . . . ?
C4 C5 C6 C1 2.3(3) . . . . ?
C6 C1 C2 F2 -179.34(17) . . . . ?
C6 C1 C2 C3 0.1(3) . . . . ?
C7 P1 C1 C2 133.63(16) . . . . ?
C7 P1 C1 C6 -46.48(18) . . . . ?
C7 P1 C13 C14 -68.34(17) . . . . ?
C7 P1 C13 C18 114.47(17) . . . . ?
C7 C8 C9 F8 178.44(17) . . . . ?
C7 C8 C9 C10 0.3(3) . . . . ?
C8 C7 C12 F11 -179.51(16) . . . . ?
C8 C7 C12 C11 0.3(3) . . . . ?
C8 C9 C10 F9 178.92(17) . . . . ?
C8 C9 C10 C11 0.1(3) . . . . ?
C9 C10 C11 F10 178.62(17) . . . . ?
C9 C10 C11 C12 -0.3(3) . . . . ?
C10 C11 C12 F11 179.87(17) . . . . ?
C10 C11 C12 C7 0.1(3) . . . . ?
C12 C7 C8 F7 177.97(16) . . . . ?
C12 C7 C8 C9 -0.5(3) . . . . ?
C13 P1 C1 C2 -97.40(17) . . . . ?
C13 P1 C1 C6 82.48(17) . . . . ?
C13 P1 C7 C8 -22.86(18) . . . . ?
C13 P1 C7 C12 163.21(14) . . . . ?
C13 C14 C15 F13 -178.85(17) . . . . ?
C13 C14 C15 C16 0.4(3) . . . . ?
C14 C13 C18 F16 176.76(16) . . . . ?
C14 C13 C18 C17 -1.7(3) . . . . ?
C14 C15 C16 F14 -178.67(18) . . . . ?
C14 C15 C16 C17 0.0(3) . . . . ?
C15 C16 C17 F15 -179.29(18) . . . . ?
C15 C16 C17 C18 -1.4(3) . . . . ?
C16 C17 C18 F16 -176.30(17) . . . . ?
C16 C17 C18 C13 2.2(3) . . . . ?
C18 C13 C14 F12 -178.79(17) . . . . ?
C18 C13 C14 C15 0.4(3) . . . . ?
O4 S2 C20 F20 -61.54(19) . . . . ?
O4 S2 C20 F21 58.68(19) . . . . ?
O4 S2 C20 F22 179.10(17) . . . . ?
O5 S2 C20 F20 -175.92(16) . . . . ?
O5 S2 C20 F21 -55.71(19) . . . . ?
O5 S2 C20 F22 64.7(2) . . . . ?
O6 S2 C20 F20 56.50(19) . . . . ?
O6 S2 C20 F21 176.71(16) . . . . ?
O6 S2 C20 F22 -62.9(2) . . . . ?
O1 S1 C19 F17 -179.95(15) . . . . ?
O1 S1 C19 F18 -59.84(17) . . . . ?
O1 S1 C19 F19 59.15(16) . . . . ?
O2 S1 C19 F17 62.68(18) . . . . ?
O2 S1 C19 F18 -177.21(15) . . . . ?
O2 S1 C19 F19 -58.23(17) . . . . ?
O3 S1 C19 F17 -64.12(17) . . . . ?
O3 S1 C19 F18 55.98(18) . . . . ?
O3 S1 C19 F19 174.97(15) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.572
_oxdiff_exptl_absorpt_empirical_full_min 0.699
####################################################################### 
# 
# 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_[2c(NSI)]
_database_code_depnum_ccdc_archive 'CCDC 2051034'
loop_
_audit_author_name
_audit_author_address
'Felix Hennersdorf'
;TU Dresden
Germany
;
_audit_update_record             
;
2020-12-17 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;
_audit_creation_date             2018-05-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H10 F16 N O4 P S2, C6 H5 F'
_chemical_formula_sum            'C36 H15 F17 N O4 P S2'
_chemical_formula_weight         943.58
_chemical_melting_point          ?
_chemical_oxdiff_formula         C36H15F17NO4PS2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.38086(16)
_cell_length_b                   11.00296(13)
_cell_length_c                   17.74265(15)
_cell_angle_alpha                98.0935(8)
_cell_angle_beta                 96.9660(10)
_cell_angle_gamma                115.6840(14)
_cell_volume                     1770.00(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13729
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.3020
_cell_measurement_theta_min      4.5610
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.042
_exptl_absorpt_correction_T_max  0.794
_exptl_absorpt_correction_T_min  0.581
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.770
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             940
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 11 0.0414
-5 4 7 0.0906
-5 2 -7 0.0682
0 1 0 0.1530
2 -3 5 0.0812
1 -2 -5 0.0769
1 0 -5 0.0603
-1 -1 5 0.0616
5 0 -1 0.0965
5 -2 -3 0.0915
-2 5 -2 0.1408
2 0 -5 0.0540

_exptl_crystal_size_max          0.295
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.112
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.9848 -0.0111 10.9866 -0.9375 0.1901 -0.1187
-4.9913 3.9920 7.0067 -0.7396 -0.4840 -0.4351
-5.0112 2.0071 -6.9776 0.4116 -0.9505 0.1127
0.0001 0.9996 0.0018 0.0001 0.0152 -0.1584
2.0074 -3.0042 4.9840 -0.3458 0.4152 0.2670
0.9931 -1.9942 -4.9985 0.4439 -0.0336 0.3365
0.9933 0.0050 -4.9949 0.4441 -0.0032 0.0197
-0.9934 -1.0046 4.9931 -0.4441 -0.0121 0.1386
5.0002 0.0003 -1.0078 0.2465 0.7318 -0.2974
4.9972 -1.9968 -3.0086 0.4108 0.6390 0.0523
-2.0029 5.0003 -1.9846 0.0992 -0.2913 -0.6333
1.9936 0.0048 -4.9967 0.4769 0.1494 -0.0431

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0135
_diffrn_reflns_av_unetI/netI     0.0152
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            17480
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.595
_diffrn_reflns_theta_min         2.570
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     21.00  76.00   0.50    1.00    --   42.50  57.00  30.00  110
  2  ω     89.00 169.00   0.50    3.00    --  111.00  45.00 -90.00  160
  3  ω    129.00 176.00   0.50    3.00    --  111.00  30.00 -60.00   94
  4  ω    133.00 168.00   0.50    3.00    --  111.00  61.00 -30.00   70
  5  ω    150.00 175.00   0.50    3.00    --  111.00 125.00 -90.00   50
  6  ω    143.00 175.00   0.50    3.00    --  111.00 113.00-154.00   64
  7  ω     95.00 137.00   0.50    3.00    --  111.00 125.00 -90.00   84
  8  ω    114.00 176.00   0.50    3.00    --  111.00  30.00  30.00  124
  9  ω     99.00 129.00   0.50    3.00    --  111.00 -45.00  90.00   60
 10  ω    100.00 127.00   0.50    3.00    --  111.00 -77.00 150.00   54
 11  ω     94.00 121.00   0.50    3.00    --  111.00-125.00 150.00   54
 12  ω     86.00 119.00   0.50    3.00    --  111.00-125.00 120.00   66
 13  ω     67.00  96.00   0.50    3.00    --  111.00 -77.00 150.00   58
 14  ω     41.00  94.00   0.50    3.00    --  111.00 -45.00  90.00  106
 15  ω     67.00 109.00   0.50    3.00    --  111.00 -94.00   0.00   84
 16  ω     79.00 121.00   0.50    3.00    --  111.00-125.00 -30.00   84
 17  ω    107.00 134.00   0.50    3.00    --  111.00 -45.00-150.00   54
 18  ω     87.00 141.00   0.50    3.00    --  111.00  30.00-150.00  108
 19  ω     56.00 102.00   0.50    3.00    --  111.00 -45.00-150.00   92
 20  ω     43.00 111.00   0.50    3.00    --  111.00 -61.00 -30.00  136
 21  ω     45.00 120.00   0.50    3.00    --  111.00-125.00 -90.00  150
 22  ω     36.00 135.00   0.50    3.00    --  111.00 -30.00 -60.00  198
 23  ω     57.00  95.00   0.50    1.00    --   42.50-125.00  90.00   76
 24  ω     39.00  65.00   0.50    3.00    --  111.00-125.00 150.00   52
 25  ω     32.00 108.00   0.50    3.00    --  111.00 -94.00 120.00  152
 26  ω     30.00 107.00   0.50    3.00    --  111.00 -94.00 -30.00  154
 27  ω    -13.00  22.00   0.50    1.00    --   42.50 -77.00 120.00   70
 28  ω    -51.00  34.00   0.50    1.00    --  -38.50  38.00  90.00  170
 29  ω    -61.00  31.00   0.50    1.00    --  -38.50  57.00 -60.00  184
 30  ω   -109.00 -13.00   0.50    1.00    --  -38.50 -57.00 150.00  192
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0326801000
_diffrn_orient_matrix_UB_12      0.0002162000
_diffrn_orient_matrix_UB_13      -0.0824042000
_diffrn_orient_matrix_UB_21      0.1525943000
_diffrn_orient_matrix_UB_22      0.0151597000
_diffrn_orient_matrix_UB_23      0.0309949000
_diffrn_orient_matrix_UB_31      -0.0628169000
_diffrn_orient_matrix_UB_32      -0.1584012000
_diffrn_orient_matrix_UB_33      -0.0165996000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7189
_reflns_number_total             7339
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.718
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     654
_refine_ls_number_reflns         7339
_refine_ls_number_restraints     222
_refine_ls_R_factor_all          0.0306
_refine_ls_R_factor_gt           0.0301
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0440P)²+1.0462P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0814
_refine_ls_wR_factor_ref         0.0819
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C32B-C31B = C33B-C32B = C34B-C33B = C35B-C34B = C36B-C35B = C36B-C31B
 1.39 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
F17A \\sim C31A \\sim C32A \\sim C33A \\sim C34A \\sim C35A \\sim C36A \\sim
F17B \\sim C31B \\sim C32B \\sim C33B \\sim C34B \\sim C35B \\sim C36B: within
2A with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Sof(F17B)=Sof(C31B)=Sof(C32B)=Sof(H32B)=Sof(C33B)=Sof(H33B)=Sof(C34B)=
 Sof(H34B)=Sof(C35B)=Sof(H35B)=Sof(C36B)=Sof(H36B)=1-FVAR(1)
 Sof(F17A)=Sof(C31A)=Sof(C32A)=Sof(H32A)=Sof(C33A)=Sof(H33A)=Sof(C34A)=
 Sof(H34A)=Sof(C35A)=Sof(H35A)=Sof(C36A)=Sof(H36A)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C32A(H32A), C33A(H33A), C34A(H34A), C35A(H35A), C36A(H36A), C32B(H32B),
 C33B(H33B), C34B(H34B), C35B(H35B), C36B(H36B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.60807(3) 0.29856(3) 0.19812(2) 0.01446(8) Uani 1 1 d . . . . .
S2 S 0.72873(4) 0.13184(3) 0.23787(2) 0.01696(8) Uani 1 1 d . . . . .
P1 P 0.38869(4) 0.39999(3) 0.26820(2) 0.01505(8) Uani 1 1 d . . . . .
F1 F 0.31240(9) 0.47631(9) 0.31606(5) 0.02015(17) Uani 1 1 d . . . . .
F2 F 0.50826(10) 0.51662(9) 0.13059(5) 0.02287(18) Uani 1 1 d . . . . .
F3 F 0.74631(11) 0.75257(10) 0.13518(6) 0.0299(2) Uani 1 1 d . . . . .
F4 F 0.91142(10) 0.92161(10) 0.27353(7) 0.0316(2) Uani 1 1 d . . . . .
F5 F 0.83201(11) 0.85505(10) 0.40866(6) 0.0314(2) Uani 1 1 d . . . . .
F6 F 0.59090(10) 0.62429(9) 0.40541(5) 0.0255(2) Uani 1 1 d . . . . .
F7 F 0.25826(10) 0.54033(9) 0.17646(6) 0.02335(19) Uani 1 1 d . . . . .
F8 F 0.02791(10) 0.42960(10) 0.05704(6) 0.0302(2) Uani 1 1 d . . . . .
F9 F -0.12235(10) 0.15070(11) 0.00587(6) 0.0303(2) Uani 1 1 d . . . . .
F10 F -0.03802(10) -0.01613(9) 0.07385(5) 0.02449(19) Uani 1 1 d . . . . .
F11 F 0.19754(9) 0.09165(8) 0.18837(5) 0.02007(18) Uani 1 1 d . . . . .
F12 F 0.13573(9) 0.19561(9) 0.32043(5) 0.01999(17) Uani 1 1 d . . . . .
F13 F 0.13283(10) 0.04776(10) 0.42841(6) 0.0276(2) Uani 1 1 d . . . . .
F14 F 0.38830(12) 0.08214(12) 0.51191(6) 0.0349(2) Uani 1 1 d . . . . .
F15 F 0.64676(11) 0.26349(11) 0.48446(6) 0.0310(2) Uani 1 1 d . . . . .
F16 F 0.65164(9) 0.40522(9) 0.37307(5) 0.02125(18) Uani 1 1 d . . . . .
O1 O 0.46752(10) 0.30432(10) 0.20864(6) 0.0166(2) Uani 1 1 d . . . . .
O2 O 0.73654(11) 0.42901(10) 0.22575(6) 0.0190(2) Uani 1 1 d . . . . .
O3 O 0.81206(12) 0.17811(12) 0.17930(6) 0.0239(2) Uani 1 1 d . . . . .
O4 O 0.66193(12) -0.01316(11) 0.23756(7) 0.0250(2) Uani 1 1 d . . . . .
N1 N 0.59781(13) 0.17560(12) 0.23528(7) 0.0173(2) Uani 1 1 d . . . . .
C1 C 0.54283(15) 0.56090(14) 0.26766(9) 0.0179(3) Uani 1 1 d . . . . .
C2 C 0.58549(16) 0.59880(15) 0.19978(9) 0.0193(3) Uani 1 1 d . . . . .
C3 C 0.70776(17) 0.72013(16) 0.20128(10) 0.0223(3) Uani 1 1 d . . . . .
C4 C 0.79172(17) 0.80660(15) 0.27172(10) 0.0242(3) Uani 1 1 d . . . . .
C5 C 0.75112(17) 0.77262(15) 0.33993(10) 0.0237(3) Uani 1 1 d . . . . .
C6 C 0.62668(17) 0.65308(15) 0.33761(9) 0.0205(3) Uani 1 1 d . . . . .
C7 C 0.39365(16) 0.30330(14) 0.34201(8) 0.0167(3) Uani 1 1 d . . . . .
C8 C 0.52207(16) 0.31728(15) 0.38508(8) 0.0185(3) Uani 1 1 d . . . . .
C9 C 0.52134(17) 0.24492(17) 0.44268(9) 0.0226(3) Uani 1 1 d . . . . .
C10 C 0.38990(18) 0.15366(17) 0.45719(9) 0.0239(3) Uani 1 1 d . . . . .
C11 C 0.25979(17) 0.13667(15) 0.41515(9) 0.0211(3) Uani 1 1 d . . . . .
C12 C 0.26277(16) 0.21285(15) 0.35932(8) 0.0179(3) Uani 1 1 d . . . . .
C13 C 0.23645(15) 0.32020(14) 0.18640(8) 0.0162(3) Uani 1 1 d . . . . .
C14 C 0.18785(16) 0.40271(15) 0.15158(9) 0.0188(3) Uani 1 1 d . . . . .
C15 C 0.06982(16) 0.34716(16) 0.09024(9) 0.0211(3) Uani 1 1 d . . . . .
C16 C -0.00565(16) 0.20573(16) 0.06342(9) 0.0213(3) Uani 1 1 d . . . . .
C17 C 0.03845(16) 0.12095(15) 0.09761(8) 0.0191(3) Uani 1 1 d . . . . .
C18 C 0.15950(15) 0.17798(15) 0.15732(8) 0.0166(3) Uani 1 1 d . . . . .
C19 C 0.57888(16) 0.25484(15) 0.09598(8) 0.0167(3) Uani 1 1 d . . . . .
C20 C 0.45000(17) 0.14296(16) 0.05397(9) 0.0229(3) Uani 1 1 d . . . . .
H20 H 0.380(2) 0.090(2) 0.0801(12) 0.029(5) Uiso 1 1 d . . . . .
C21 C 0.42839(18) 0.11414(18) -0.02633(9) 0.0268(3) Uani 1 1 d . . . . .
H21 H 0.341(3) 0.042(2) -0.0566(14) 0.038(6) Uiso 1 1 d . . . . .
C22 C 0.53444(19) 0.19442(18) -0.06347(9) 0.0253(3) Uani 1 1 d . . . . .
H22 H 0.519(2) 0.170(2) -0.1175(13) 0.031(5) Uiso 1 1 d . . . . .
C23 C 0.66303(19) 0.30372(18) -0.02069(10) 0.0280(3) Uani 1 1 d . . . . .
H23 H 0.733(3) 0.357(2) -0.0447(13) 0.035(6) Uiso 1 1 d . . . . .
C24 C 0.68604(17) 0.33532(17) 0.05975(9) 0.0234(3) Uani 1 1 d . . . . .
H24 H 0.772(2) 0.407(2) 0.0893(13) 0.029(5) Uiso 1 1 d . . . . .
C25 C 0.84635(15) 0.21878(15) 0.32964(8) 0.0177(3) Uani 1 1 d . . . . .
C26 C 0.83110(17) 0.14894(16) 0.38987(9) 0.0222(3) Uani 1 1 d . . . . .
H26 H 0.752(2) 0.056(2) 0.3810(13) 0.033(5) Uiso 1 1 d . . . . .
C27 C 0.92879(19) 0.21399(19) 0.46064(10) 0.0277(3) Uani 1 1 d . . . . .
H27 H 0.919(2) 0.166(2) 0.5021(13) 0.028(5) Uiso 1 1 d . . . . .
C28 C 1.03825(19) 0.34803(19) 0.47088(10) 0.0288(3) Uani 1 1 d . . . . .
H28 H 1.108(3) 0.391(2) 0.5208(14) 0.037(6) Uiso 1 1 d . . . . .
C29 C 1.05158(18) 0.41789(17) 0.41042(10) 0.0269(3) Uani 1 1 d . . . . .
H29 H 1.133(2) 0.513(2) 0.4185(13) 0.034(6) Uiso 1 1 d . . . . .
C30 C 0.95611(17) 0.35322(16) 0.33905(9) 0.0220(3) Uani 1 1 d . . . . .
H30 H 0.962(2) 0.397(2) 0.2991(12) 0.022(5) Uiso 1 1 d . . . . .
F17A F 0.5544(2) 0.0607(2) 0.63814(12) 0.0462(7) Uani 0.592(4) 1 d . U P A 1
C31A C 0.6896(9) 0.1432(8) 0.6816(4) 0.0294(12) Uani 0.592(4) 1 d . U P A 1
C32A C 0.8076(6) 0.2320(6) 0.6556(3) 0.0298(10) Uani 0.592(4) 1 d . U P A 1
H32A H 0.7983 0.2407 0.6041 0.036 Uiso 0.592(4) 1 calc R . P A 1
C33A C 0.9389(6) 0.3076(6) 0.7069(4) 0.0290(11) Uani 0.592(4) 1 d . U P A 1
H33A H 1.0193 0.3674 0.6897 0.035 Uiso 0.592(4) 1 calc R . P A 1
C34A C 0.9534(10) 0.2963(8) 0.7833(3) 0.0294(12) Uani 0.592(4) 1 d . U P A 1
H34A H 1.0425 0.3491 0.8179 0.035 Uiso 0.592(4) 1 calc R . P A 1
C35A C 0.8344(9) 0.2058(9) 0.8082(6) 0.0319(12) Uani 0.592(4) 1 d . U P A 1
H35A H 0.8438 0.1964 0.8596 0.038 Uiso 0.592(4) 1 calc R . P A 1
C36A C 0.6996(9) 0.1281(10) 0.7567(4) 0.0291(14) Uani 0.592(4) 1 d . U P A 1
H36A H 0.6187 0.0676 0.7734 0.035 Uiso 0.592(4) 1 calc R . P A 1
F17B F 0.9226(8) 0.2575(6) 0.8776(3) 0.109(2) Uani 0.408(4) 1 d . U P A 2
C31B C 0.8647(13) 0.2336(13) 0.8062(9) 0.034(2) Uani 0.408(4) 1 d D U P A 2
C32B C 0.7212(14) 0.1384(15) 0.7762(6) 0.0280(16) Uani 0.408(4) 1 d D U P A 2
H32B H 0.6620 0.0874 0.8072 0.034 Uiso 0.408(4) 1 calc R . P A 2
C33B C 0.6693(14) 0.1220(13) 0.6986(6) 0.0345(19) Uani 0.408(4) 1 d D U P A 2
H33B H 0.5713 0.0623 0.6776 0.041 Uiso 0.408(4) 1 calc R . P A 2
C34B C 0.7573(10) 0.1912(9) 0.6509(6) 0.0380(17) Uani 0.408(4) 1 d D U P A 2
H34B H 0.7200 0.1754 0.5982 0.046 Uiso 0.408(4) 1 calc R . P A 2
C35B C 0.9006(10) 0.2834(9) 0.6820(5) 0.0339(17) Uani 0.408(4) 1 d D U P A 2
H35B H 0.9613 0.3301 0.6503 0.041 Uiso 0.408(4) 1 calc R . P A 2
C36B C 0.9535(11) 0.3062(11) 0.7595(5) 0.0289(18) Uani 0.408(4) 1 d D U P A 2
H36B H 1.0498 0.3709 0.7811 0.035 Uiso 0.408(4) 1 calc R . 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
S1 O1 1.5200(10) . ?
S1 O2 1.4364(10) . ?
S1 N1 1.5555(12) . ?
S1 C19 1.7614(14) . ?
S2 O3 1.4397(11) . ?
S2 O4 1.4366(11) . ?
S2 N1 1.6246(12) . ?
S2 C25 1.7675(15) . ?
P1 F1 1.6100(9) . ?
P1 O1 1.8810(10) . ?
P1 C1 1.8022(14) . ?
P1 C7 1.8092(14) . ?
P1 C13 1.8047(14) . ?
F2 C2 1.3371(17) . ?
F3 C3 1.3308(18) . ?
F4 C4 1.3274(18) . ?
F5 C5 1.3398(19) . ?
F6 C6 1.3413(18) . ?
F7 C14 1.3402(17) . ?
F8 C15 1.3376(17) . ?
F9 C16 1.3292(17) . ?
F10 C17 1.3359(17) . ?
F11 C18 1.3347(16) . ?
F12 C12 1.3330(17) . ?
F13 C11 1.3311(17) . ?
F14 C10 1.3303(18) . ?
F15 C9 1.3338(18) . ?
F16 C8 1.3380(17) . ?
C1 C2 1.390(2) . ?
C1 C6 1.395(2) . ?
C2 C3 1.381(2) . ?
C3 C4 1.382(2) . ?
C4 C5 1.377(2) . ?
C5 C6 1.378(2) . ?
C7 C8 1.388(2) . ?
C7 C12 1.395(2) . ?
C8 C9 1.380(2) . ?
C9 C10 1.381(2) . ?
C10 C11 1.383(2) . ?
C11 C12 1.380(2) . ?
C13 C14 1.393(2) . ?
C13 C18 1.394(2) . ?
C14 C15 1.378(2) . ?
C15 C16 1.381(2) . ?
C16 C17 1.382(2) . ?
C17 C18 1.379(2) . ?
C19 C20 1.390(2) . ?
C19 C24 1.384(2) . ?
C20 H20 0.94(2) . ?
C20 C21 1.384(2) . ?
C21 H21 0.93(2) . ?
C21 C22 1.387(2) . ?
C22 H22 0.93(2) . ?
C22 C23 1.382(2) . ?
C23 H23 0.91(2) . ?
C23 C24 1.386(2) . ?
C24 H24 0.92(2) . ?
C25 C26 1.387(2) . ?
C25 C30 1.392(2) . ?
C26 H26 0.97(2) . ?
C26 C27 1.388(2) . ?
C27 H27 0.96(2) . ?
C27 C28 1.386(3) . ?
C28 H28 0.98(2) . ?
C28 C29 1.392(3) . ?
C29 H29 0.99(2) . ?
C29 C30 1.387(2) . ?
C30 H30 0.91(2) . ?
F17A C31A 1.351(8) . ?
C31A C32A 1.377(6) . ?
C31A C36A 1.363(8) . ?
C32A H32A 0.9300 . ?
C32A C33A 1.372(6) . ?
C33A H33A 0.9300 . ?
C33A C34A 1.376(6) . ?
C34A H34A 0.9300 . ?
C34A C35A 1.379(9) . ?
C35A H35A 0.9300 . ?
C35A C36A 1.399(8) . ?
C36A H36A 0.9300 . ?
F17B C31B 1.272(16) . ?
C31B C32B 1.377(9) . ?
C31B C36B 1.381(9) . ?
C32B H32B 0.9300 . ?
C32B C33B 1.372(8) . ?
C33B H33B 0.9300 . ?
C33B C34B 1.377(8) . ?
C34B H34B 0.9300 . ?
C34B C35B 1.371(7) . ?
C35B H35B 0.9300 . ?
C35B C36B 1.363(7) . ?
C36B H36B 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 N1 102.48(6) . . ?
O1 S1 C19 100.93(6) . . ?
O2 S1 O1 113.71(6) . . ?
O2 S1 N1 118.11(6) . . ?
O2 S1 C19 108.57(7) . . ?
N1 S1 C19 111.67(7) . . ?
O3 S2 N1 111.47(6) . . ?
O3 S2 C25 107.63(7) . . ?
O4 S2 O3 118.13(7) . . ?
O4 S2 N1 105.79(7) . . ?
O4 S2 C25 107.08(7) . . ?
N1 S2 C25 106.05(6) . . ?
F1 P1 O1 176.79(5) . . ?
F1 P1 C1 92.76(6) . . ?
F1 P1 C7 92.23(6) . . ?
F1 P1 C13 92.85(6) . . ?
C1 P1 O1 89.56(6) . . ?
C1 P1 C7 121.37(7) . . ?
C1 P1 C13 119.62(7) . . ?
C7 P1 O1 88.46(6) . . ?
C13 P1 O1 84.07(5) . . ?
C13 P1 C7 118.39(7) . . ?
S1 O1 P1 144.05(6) . . ?
S1 N1 S2 119.83(8) . . ?
C2 C1 P1 123.01(11) . . ?
C2 C1 C6 116.96(13) . . ?
C6 C1 P1 120.02(11) . . ?
F2 C2 C1 120.12(13) . . ?
F2 C2 C3 118.13(14) . . ?
C3 C2 C1 121.75(14) . . ?
F3 C3 C2 120.17(15) . . ?
F3 C3 C4 120.01(14) . . ?
C2 C3 C4 119.81(15) . . ?
F4 C4 C3 120.04(15) . . ?
F4 C4 C5 120.22(15) . . ?
C5 C4 C3 119.74(14) . . ?
F5 C5 C4 120.39(14) . . ?
F5 C5 C6 119.70(15) . . ?
C4 C5 C6 119.91(15) . . ?
F6 C6 C1 120.29(13) . . ?
F6 C6 C5 117.91(14) . . ?
C5 C6 C1 121.74(15) . . ?
C8 C7 P1 123.51(11) . . ?
C8 C7 C12 117.28(13) . . ?
C12 C7 P1 119.17(11) . . ?
F16 C8 C7 120.43(13) . . ?
F16 C8 C9 117.80(13) . . ?
C9 C8 C7 121.75(14) . . ?
F15 C9 C8 120.27(14) . . ?
F15 C9 C10 120.12(14) . . ?
C8 C9 C10 119.61(14) . . ?
F14 C10 C9 119.95(14) . . ?
F14 C10 C11 119.87(14) . . ?
C9 C10 C11 120.19(14) . . ?
F13 C11 C10 120.37(13) . . ?
F13 C11 C12 120.26(14) . . ?
C12 C11 C10 119.38(14) . . ?
F12 C12 C7 120.19(13) . . ?
F12 C12 C11 118.04(13) . . ?
C11 C12 C7 121.76(14) . . ?
C14 C13 P1 119.26(11) . . ?
C14 C13 C18 117.23(13) . . ?
C18 C13 P1 123.46(11) . . ?
F7 C14 C13 120.02(13) . . ?
F7 C14 C15 118.16(13) . . ?
C15 C14 C13 121.81(14) . . ?
F8 C15 C14 120.28(14) . . ?
F8 C15 C16 120.06(14) . . ?
C14 C15 C16 119.66(14) . . ?
F9 C16 C15 120.21(14) . . ?
F9 C16 C17 119.89(14) . . ?
C15 C16 C17 119.89(14) . . ?
F10 C17 C16 119.93(13) . . ?
F10 C17 C18 120.14(13) . . ?
C18 C17 C16 119.91(14) . . ?
F11 C18 C13 120.93(13) . . ?
F11 C18 C17 117.58(13) . . ?
C17 C18 C13 121.45(13) . . ?
C20 C19 S1 119.92(11) . . ?
C24 C19 S1 118.24(11) . . ?
C24 C19 C20 121.83(14) . . ?
C19 C20 H20 119.8(13) . . ?
C21 C20 C19 118.47(14) . . ?
C21 C20 H20 121.7(13) . . ?
C20 C21 H21 120.9(14) . . ?
C20 C21 C22 120.34(15) . . ?
C22 C21 H21 118.8(14) . . ?
C21 C22 H22 118.6(13) . . ?
C23 C22 C21 120.37(15) . . ?
C23 C22 H22 121.0(13) . . ?
C22 C23 H23 120.9(14) . . ?
C22 C23 C24 120.19(15) . . ?
C24 C23 H23 118.9(14) . . ?
C19 C24 C23 118.78(15) . . ?
C19 C24 H24 119.9(13) . . ?
C23 C24 H24 121.3(13) . . ?
C26 C25 S2 119.01(12) . . ?
C26 C25 C30 121.42(14) . . ?
C30 C25 S2 119.50(12) . . ?
C25 C26 H26 118.6(13) . . ?
C25 C26 C27 119.19(15) . . ?
C27 C26 H26 122.2(13) . . ?
C26 C27 H27 119.4(13) . . ?
C28 C27 C26 119.97(16) . . ?
C28 C27 H27 120.7(13) . . ?
C27 C28 H28 118.6(13) . . ?
C27 C28 C29 120.43(15) . . ?
C29 C28 H28 120.9(14) . . ?
C28 C29 H29 119.1(13) . . ?
C30 C29 C28 120.15(15) . . ?
C30 C29 H29 120.7(13) . . ?
C25 C30 H30 119.4(13) . . ?
C29 C30 C25 118.83(15) . . ?
C29 C30 H30 121.7(13) . . ?
F17A C31A C32A 125.9(6) . . ?
F17A C31A C36A 112.1(6) . . ?
C36A C31A C32A 122.0(8) . . ?
C31A C32A H32A 120.5 . . ?
C33A C32A C31A 118.9(6) . . ?
C33A C32A H32A 120.5 . . ?
C32A C33A H33A 119.5 . . ?
C32A C33A C34A 121.0(6) . . ?
C34A C33A H33A 119.5 . . ?
C33A C34A H34A 120.4 . . ?
C33A C34A C35A 119.3(9) . . ?
C35A C34A H34A 120.4 . . ?
C34A C35A H35A 119.7 . . ?
C34A C35A C36A 120.5(10) . . ?
C36A C35A H35A 119.7 . . ?
C31A C36A C35A 118.3(10) . . ?
C31A C36A H36A 120.8 . . ?
C35A C36A H36A 120.8 . . ?
F17B C31B C32B 122.0(11) . . ?
F17B C31B C36B 116.7(10) . . ?
C32B C31B C36B 121.3(15) . . ?
C31B C32B H32B 121.4 . . ?
C33B C32B C31B 117.2(15) . . ?
C33B C32B H32B 121.4 . . ?
C32B C33B H33B 118.9 . . ?
C32B C33B C34B 122.2(13) . . ?
C34B C33B H33B 118.9 . . ?
C33B C34B H34B 120.3 . . ?
C35B C34B C33B 119.4(10) . . ?
C35B C34B H34B 120.3 . . ?
C34B C35B H35B 120.2 . . ?
C36B C35B C34B 119.7(9) . . ?
C36B C35B H35B 120.2 . . ?
C31B C36B H36B 119.9 . . ?
C35B C36B C31B 120.2(11) . . ?
C35B C36B H36B 119.9 . . ?

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
S1 C19 C20 C21 177.91(13) . . . . ?
S1 C19 C24 C23 -178.67(13) . . . . ?
S2 C25 C26 C27 176.16(12) . . . . ?
S2 C25 C30 C29 -177.17(12) . . . . ?
P1 C1 C2 F2 2.3(2) . . . . ?
P1 C1 C2 C3 -177.22(11) . . . . ?
P1 C1 C6 F6 -1.77(19) . . . . ?
P1 C1 C6 C5 175.46(12) . . . . ?
P1 C7 C8 F16 -0.4(2) . . . . ?
P1 C7 C8 C9 177.83(12) . . . . ?
P1 C7 C12 F12 1.68(19) . . . . ?
P1 C7 C12 C11 -179.84(11) . . . . ?
P1 C13 C14 F7 3.18(19) . . . . ?
P1 C13 C14 C15 -178.32(11) . . . . ?
P1 C13 C18 F11 -1.42(19) . . . . ?
P1 C13 C18 C17 176.10(11) . . . . ?
F1 P1 C1 C2 -124.12(13) . . . . ?
F1 P1 C1 C6 56.80(12) . . . . ?
F1 P1 C7 C8 -116.64(12) . . . . ?
F1 P1 C7 C12 61.05(12) . . . . ?
F1 P1 C13 C14 54.15(12) . . . . ?
F1 P1 C13 C18 -123.20(12) . . . . ?
F2 C2 C3 F3 -0.2(2) . . . . ?
F2 C2 C3 C4 -178.92(13) . . . . ?
F3 C3 C4 F4 -0.5(2) . . . . ?
F3 C3 C4 C5 179.87(14) . . . . ?
F4 C4 C5 F5 -0.1(2) . . . . ?
F4 C4 C5 C6 179.98(14) . . . . ?
F5 C5 C6 F6 0.3(2) . . . . ?
F5 C5 C6 C1 -176.95(13) . . . . ?
F7 C14 C15 F8 0.0(2) . . . . ?
F7 C14 C15 C16 -179.67(13) . . . . ?
F8 C15 C16 F9 -1.7(2) . . . . ?
F8 C15 C16 C17 179.67(13) . . . . ?
F9 C16 C17 F10 -1.4(2) . . . . ?
F9 C16 C17 C18 180.00(13) . . . . ?
F10 C17 C18 F11 1.4(2) . . . . ?
F10 C17 C18 C13 -176.22(13) . . . . ?
F13 C11 C12 F12 0.8(2) . . . . ?
F13 C11 C12 C7 -177.70(13) . . . . ?
F14 C10 C11 F13 -0.9(2) . . . . ?
F14 C10 C11 C12 179.07(14) . . . . ?
F15 C9 C10 F14 -1.3(2) . . . . ?
F15 C9 C10 C11 178.50(14) . . . . ?
F16 C8 C9 F15 0.1(2) . . . . ?
F16 C8 C9 C10 179.67(13) . . . . ?
O1 S1 N1 S2 -179.42(8) . . . . ?
O1 S1 C19 C20 -51.06(13) . . . . ?
O1 S1 C19 C24 128.21(12) . . . . ?
O1 P1 C1 C2 53.65(13) . . . . ?
O1 P1 C1 C6 -125.43(12) . . . . ?
O1 P1 C7 C8 66.50(12) . . . . ?
O1 P1 C7 C12 -115.81(12) . . . . ?
O1 P1 C13 C14 -126.76(12) . . . . ?
O1 P1 C13 C18 55.90(12) . . . . ?
O2 S1 O1 P1 -25.64(13) . . . . ?
O2 S1 N1 S2 -53.61(11) . . . . ?
O2 S1 C19 C20 -170.85(12) . . . . ?
O2 S1 C19 C24 8.42(14) . . . . ?
O3 S2 N1 S1 -22.46(11) . . . . ?
O3 S2 C25 C26 -143.81(12) . . . . ?
O3 S2 C25 C30 33.35(14) . . . . ?
O4 S2 N1 S1 -152.08(8) . . . . ?
O4 S2 C25 C26 -15.85(14) . . . . ?
O4 S2 C25 C30 161.31(12) . . . . ?
N1 S1 O1 P1 102.99(12) . . . . ?
N1 S1 C19 C20 57.22(14) . . . . ?
N1 S1 C19 C24 -123.51(12) . . . . ?
N1 S2 C25 C26 96.78(13) . . . . ?
N1 S2 C25 C30 -86.07(13) . . . . ?
C1 P1 O1 S1 40.87(12) . . . . ?
C1 P1 C7 C8 -22.04(15) . . . . ?
C1 P1 C7 C12 155.65(11) . . . . ?
C1 P1 C13 C14 -40.65(14) . . . . ?
C1 P1 C13 C18 142.00(12) . . . . ?
C1 C2 C3 F3 179.32(13) . . . . ?
C1 C2 C3 C4 0.6(2) . . . . ?
C2 C1 C6 F6 179.10(13) . . . . ?
C2 C1 C6 C5 -3.7(2) . . . . ?
C2 C3 C4 F4 178.28(13) . . . . ?
C2 C3 C4 C5 -1.4(2) . . . . ?
C3 C4 C5 F5 179.57(14) . . . . ?
C3 C4 C5 C6 -0.3(2) . . . . ?
C4 C5 C6 F6 -179.74(13) . . . . ?
C4 C5 C6 C1 3.0(2) . . . . ?
C6 C1 C2 F2 -178.62(13) . . . . ?
C6 C1 C2 C3 1.9(2) . . . . ?
C7 P1 O1 S1 -80.53(12) . . . . ?
C7 P1 C1 C2 141.58(12) . . . . ?
C7 P1 C1 C6 -37.50(15) . . . . ?
C7 P1 C13 C14 148.23(11) . . . . ?
C7 P1 C13 C18 -29.12(15) . . . . ?
C7 C8 C9 F15 -178.17(14) . . . . ?
C7 C8 C9 C10 1.4(2) . . . . ?
C8 C7 C12 F12 179.51(12) . . . . ?
C8 C7 C12 C11 -2.0(2) . . . . ?
C8 C9 C10 F14 179.08(14) . . . . ?
C8 C9 C10 C11 -1.1(2) . . . . ?
C9 C10 C11 F13 179.31(14) . . . . ?
C9 C10 C11 C12 -0.7(2) . . . . ?
C10 C11 C12 F12 -179.14(13) . . . . ?
C10 C11 C12 C7 2.3(2) . . . . ?
C12 C7 C8 F16 -178.08(12) . . . . ?
C12 C7 C8 C9 0.1(2) . . . . ?
C13 P1 O1 S1 160.72(12) . . . . ?
C13 P1 C1 C2 -29.27(15) . . . . ?
C13 P1 C1 C6 151.66(11) . . . . ?
C13 P1 C7 C8 148.91(12) . . . . ?
C13 P1 C7 C12 -33.40(14) . . . . ?
C13 C14 C15 F8 -178.56(13) . . . . ?
C13 C14 C15 C16 1.8(2) . . . . ?
C14 C13 C18 F11 -178.82(12) . . . . ?
C14 C13 C18 C17 -1.3(2) . . . . ?
C14 C15 C16 F9 177.93(13) . . . . ?
C14 C15 C16 C17 -0.7(2) . . . . ?
C15 C16 C17 F10 177.25(13) . . . . ?
C15 C16 C17 C18 -1.4(2) . . . . ?
C16 C17 C18 F11 179.99(13) . . . . ?
C16 C17 C18 C13 2.4(2) . . . . ?
C18 C13 C14 F7 -179.31(12) . . . . ?
C18 C13 C14 C15 -0.8(2) . . . . ?
C19 S1 O1 P1 -141.68(11) . . . . ?
C19 S1 N1 S2 73.31(10) . . . . ?
C19 C20 C21 C22 0.9(3) . . . . ?
C20 C19 C24 C23 0.6(2) . . . . ?
C20 C21 C22 C23 0.2(3) . . . . ?
C21 C22 C23 C24 -1.0(3) . . . . ?
C22 C23 C24 C19 0.6(3) . . . . ?
C24 C19 C20 C21 -1.3(2) . . . . ?
C25 S2 N1 S1 94.40(9) . . . . ?
C25 C26 C27 C28 1.2(2) . . . . ?
C26 C25 C30 C29 -0.1(2) . . . . ?
C26 C27 C28 C29 -0.4(3) . . . . ?
C27 C28 C29 C30 -0.7(3) . . . . ?
C28 C29 C30 C25 0.9(2) . . . . ?
C30 C25 C26 C27 -0.9(2) . . . . ?
F17A C31A C32A C33A -178.9(7) . . . . ?
F17A C31A C36A C35A 178.9(8) . . . . ?
C31A C32A C33A C34A -0.4(9) . . . . ?
C32A C31A C36A C35A 0.0(14) . . . . ?
C32A C33A C34A C35A 1.1(11) . . . . ?
C33A C34A C35A C36A -1.2(14) . . . . ?
C34A C35A C36A C31A 0.6(15) . . . . ?
C36A C31A C32A C33A -0.1(11) . . . . ?
F17B C31B C32B C33B 179.2(15) . . . . ?
F17B C31B C36B C35B 178.1(11) . . . . ?
C31B C32B C33B C34B 4(2) . . . . ?
C32B C31B C36B C35B -1(2) . . . . ?
C32B C33B C34B C35B -2.4(18) . . . . ?
C33B C34B C35B C36B -0.5(14) . . . . ?
C34B C35B C36B C31B 2.1(16) . . . . ?
C36B C31B C32B C33B -2(2) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.234
_oxdiff_exptl_absorpt_empirical_full_min 0.787
####################################################################### 
# 
# 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_10
_database_code_depnum_ccdc_archive 'CCDC 2051036'
loop_
_audit_author_name
_audit_author_address
'Felix Hennersdorf'
;TU Dresden
Germany
;
_audit_update_record             
;
2020-12-17 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;
_audit_creation_date             2016-12-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H5 F16 O3 P S'
_chemical_formula_sum            'C24 H5 F16 O3 P S'
_chemical_formula_weight         708.31
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C96 H20 F64 O12 P4 S4 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.96730(9)
_cell_length_b                   14.03475(13)
_cell_length_c                   16.23076(14)
_cell_angle_alpha                90
_cell_angle_beta                 100.4112(8)
_cell_angle_gamma                90
_cell_volume                     2457.16(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9766
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      76.2590
_cell_measurement_theta_min      2.7630
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.238
_exptl_absorpt_correction_T_max  0.719
_exptl_absorpt_correction_T_min  0.577
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.915
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1392
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 -1 0.0959
0 -1 1 0.1089
0 1 1 0.0639
0 -1 -1 0.0579
1 0 0 0.0579
-1 0 1 0.0797

_exptl_crystal_size_max          0.272
_exptl_crystal_size_mid          0.213
_exptl_crystal_size_min          0.122
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0004 0.9986 -0.9999 -0.0873 0.1113 0.0365
0.0004 -0.9986 0.9999 0.0873 -0.1113 -0.0365
-0.0005 0.9999 0.9994 -0.1134 -0.0365 -0.0847
0.0005 -0.9999 -0.9994 0.1134 0.0365 0.0847
0.9998 0.0007 -0.0001 -0.0572 -0.0963 0.0885
-0.9998 -0.0001 0.9997 0.0441 0.0224 -0.1491

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0180
_diffrn_reflns_av_unetI/netI     0.0189
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13517
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.607
_diffrn_reflns_theta_min         4.194
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     20.00  70.00   0.50    0.50    --   42.75  38.00 -90.00  100
  2  ω    102.00 149.00   0.50    1.25    --  111.00 125.00   0.00   94
  3  ω    144.00 171.00   0.50    1.25    --  111.00 125.00  90.00   54
  4  ω    149.00 176.00   0.50    1.25    --  111.00  61.00  60.00   54
  5  ω    130.00 176.00   0.50    1.25    --  111.00  45.00  90.00   92
  6  ω    113.00 141.00   0.50    1.25    --  111.00 125.00  90.00   56
  7  ω     83.00 138.00   0.50    1.25    --  111.00  61.00  60.00  110
  8  ω     82.00 139.00   0.50    1.25    --  111.00 -61.00  90.00  114
  9  ω     73.00 109.00   0.50    1.25    --  111.00 -94.00 120.00   72
 10  ω     67.00 108.00   0.50    1.25    --  111.00 -94.00   0.00   82
 11  ω     54.00 121.00   0.50    1.25    --  111.00-125.00 -90.00  134
 12  ω     41.00 132.00   0.50    1.25    --  111.00 -45.00 -90.00  182
 13  ω    100.00 136.00   0.50    1.25    --  111.00  45.00-150.00   72
 14  ω     41.00  68.00   0.50    1.25    --  111.00 -61.00  90.00   54
 15  ω     45.00 103.00   0.50    1.25    --  111.00-109.00 111.00  116
 16  ω     51.00  97.00   0.50    0.50    --   42.75-125.00 150.00   92
 17  ω    -27.00  16.00   0.50    0.50    --  -38.50  38.00 120.00   86
 18  ω    -67.00  29.00   0.50    0.50    --  -38.50  77.00   0.00  192
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0571266000
_diffrn_orient_matrix_UB_12      -0.1004236000
_diffrn_orient_matrix_UB_13      -0.0130038000
_diffrn_orient_matrix_UB_21      -0.0963359000
_diffrn_orient_matrix_UB_22      0.0373578000
_diffrn_orient_matrix_UB_23      -0.0739679000
_diffrn_orient_matrix_UB_31      0.0885627000
_diffrn_orient_matrix_UB_32      -0.0240967000
_diffrn_orient_matrix_UB_33      -0.0605911000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4918
_reflns_number_total             5111
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.315
_refine_diff_density_min         -0.538
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     426
_refine_ls_number_reflns         5111
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0303
_refine_ls_R_factor_gt           0.0292
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0410P)²+1.2974P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0762
_refine_ls_wR_factor_ref         0.0772
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.72060(3) 0.04637(2) 0.45446(2) 0.01672(9) Uani 1 1 d . . . . .
P1 P 0.66828(3) 0.25048(2) 0.37327(2) 0.01552(9) Uani 1 1 d . . . . .
F1 F 0.62402(7) 0.34487(6) 0.31636(5) 0.01800(17) Uani 1 1 d . . . . .
F2 F 0.63585(8) 0.06911(6) 0.26794(5) 0.02144(18) Uani 1 1 d . . . . .
F3 F 0.76139(9) 0.01579(7) 0.14818(6) 0.0274(2) Uani 1 1 d . . . . .
F4 F 0.94489(10) 0.12593(7) 0.10952(6) 0.0330(2) Uani 1 1 d . . . . .
F5 F 0.99904(9) 0.29650(7) 0.18972(6) 0.0296(2) Uani 1 1 d . . . . .
F6 F 0.87377(8) 0.35179(6) 0.30760(6) 0.02371(19) Uani 1 1 d . . . . .
F7 F 0.94077(8) 0.24719(7) 0.45857(6) 0.0264(2) Uani 1 1 d . . . . .
F8 F 1.06109(9) 0.36939(8) 0.56966(6) 0.0344(2) Uani 1 1 d . . . . .
F9 F 0.93809(10) 0.51569(8) 0.62799(6) 0.0375(2) Uani 1 1 d . . . . .
F10 F 0.69118(10) 0.53780(7) 0.57338(6) 0.0312(2) Uani 1 1 d . . . . .
F11 F 0.56722(8) 0.41587(6) 0.46073(5) 0.02157(18) Uani 1 1 d . . . . .
F12 F 0.52598(8) 0.22034(7) 0.51553(5) 0.02458(19) Uani 1 1 d . . . . .
F13 F 0.28052(10) 0.19980(8) 0.50573(7) 0.0335(2) Uani 1 1 d . . . . .
F14 F 0.12985(9) 0.18430(8) 0.35402(7) 0.0369(2) Uani 1 1 d . . . . .
F15 F 0.22741(9) 0.18843(8) 0.21115(6) 0.0319(2) Uani 1 1 d . . . . .
F16 F 0.47032(8) 0.21766(7) 0.21959(5) 0.02343(19) Uani 1 1 d . . . . .
O1 O 0.72027(10) 0.15653(8) 0.44081(7) 0.0227(2) Uani 1 1 d . . . . .
O2 O 0.59619(10) 0.01214(9) 0.43847(7) 0.0268(2) Uani 1 1 d . . . . .
O3 O 0.80966(10) 0.00510(9) 0.41112(7) 0.0253(2) Uani 1 1 d . . . . .
C1 C 0.75344(13) 0.21022(10) 0.29393(8) 0.0175(3) Uani 1 1 d . . . . .
C2 C 0.72762(13) 0.12490(11) 0.25164(9) 0.0186(3) Uani 1 1 d . . . . .
C3 C 0.79078(14) 0.09695(11) 0.18949(9) 0.0212(3) Uani 1 1 d . . . . .
C4 C 0.88317(15) 0.15415(11) 0.16876(9) 0.0229(3) Uani 1 1 d . . . . .
C5 C 0.91030(14) 0.24046(11) 0.20912(9) 0.0220(3) Uani 1 1 d . . . . .
C6 C 0.84468(14) 0.26795(11) 0.27009(9) 0.0197(3) Uani 1 1 d . . . . .
C7 C 0.74884(13) 0.32655(10) 0.45595(8) 0.0175(3) Uani 1 1 d . . . . .
C8 C 0.87513(14) 0.31632(11) 0.48677(9) 0.0210(3) Uani 1 1 d . . . . .
C9 C 0.93882(14) 0.37943(12) 0.54368(9) 0.0243(3) Uani 1 1 d . . . . .
C10 C 0.87665(15) 0.45399(12) 0.57328(9) 0.0252(3) Uani 1 1 d . . . . .
C11 C 0.75099(15) 0.46511(11) 0.54534(9) 0.0224(3) Uani 1 1 d . . . . .
C12 C 0.68845(13) 0.40214(11) 0.48706(8) 0.0187(3) Uani 1 1 d . . . . .
C13 C 0.50655(13) 0.21938(10) 0.36826(9) 0.0182(3) Uani 1 1 d . . . . .
C14 C 0.45459(14) 0.21262(10) 0.43994(9) 0.0205(3) Uani 1 1 d . . . . .
C15 C 0.32832(15) 0.20238(11) 0.43590(10) 0.0244(3) Uani 1 1 d . . . . .
C16 C 0.25168(14) 0.19522(12) 0.35867(11) 0.0262(3) Uani 1 1 d . . . . .
C17 C 0.30071(14) 0.19849(11) 0.28599(10) 0.0240(3) Uani 1 1 d . . . . .
C18 C 0.42632(14) 0.21241(10) 0.29148(9) 0.0200(3) Uani 1 1 d . . . . .
C19 C 0.77892(14) 0.04521(10) 0.56302(9) 0.0190(3) Uani 1 1 d . . . . .
C20 C 0.90606(14) 0.04631(11) 0.59026(10) 0.0223(3) Uani 1 1 d . . . . .
H20 H 0.9605(19) 0.0445(15) 0.5505(13) 0.028(5) Uiso 1 1 d . . . . .
C21 C 0.95256(15) 0.04669(12) 0.67564(10) 0.0256(3) Uani 1 1 d . . . . .
H21 H 1.037(2) 0.0486(15) 0.6942(13) 0.031(5) Uiso 1 1 d . . . . .
C22 C 0.87126(16) 0.04698(12) 0.73248(10) 0.0262(3) Uani 1 1 d . . . . .
H22 H 0.9060(19) 0.0454(15) 0.7917(13) 0.028(5) Uiso 1 1 d . . . . .
C23 C 0.74415(16) 0.04665(12) 0.70429(10) 0.0253(3) Uani 1 1 d . . . . .
H23 H 0.6895(17) 0.0482(13) 0.7415(12) 0.019(4) Uiso 1 1 d . . . . .
C24 C 0.69598(14) 0.04581(11) 0.61868(9) 0.0215(3) Uani 1 1 d . . . . .
H24 H 0.609(2) 0.0454(15) 0.5966(13) 0.028(5) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.5618(11) . ?
S1 O2 1.4254(11) . ?
S1 O3 1.4257(11) . ?
S1 C19 1.7626(15) . ?
P1 F1 1.6376(9) . ?
P1 O1 1.7435(11) . ?
P1 C1 1.8123(14) . ?
P1 C7 1.8146(14) . ?
P1 C13 1.8142(14) . ?
F2 C2 1.3387(17) . ?
F3 C3 1.3316(17) . ?
F4 C4 1.3322(17) . ?
F5 C5 1.3324(18) . ?
F6 C6 1.3367(17) . ?
F7 C8 1.3372(18) . ?
F8 C9 1.3384(18) . ?
F9 C10 1.3327(18) . ?
F10 C11 1.3364(18) . ?
F11 C12 1.3350(17) . ?
F12 C14 1.3352(17) . ?
F13 C15 1.3325(18) . ?
F14 C16 1.3334(18) . ?
F15 C17 1.3375(18) . ?
F16 C18 1.3429(17) . ?
C1 C2 1.384(2) . ?
C1 C6 1.395(2) . ?
C2 C3 1.380(2) . ?
C3 C4 1.381(2) . ?
C4 C5 1.384(2) . ?
C5 C6 1.380(2) . ?
C7 C8 1.392(2) . ?
C7 C12 1.393(2) . ?
C8 C9 1.376(2) . ?
C9 C10 1.382(2) . ?
C10 C11 1.380(2) . ?
C11 C12 1.383(2) . ?
C13 C14 1.388(2) . ?
C13 C18 1.393(2) . ?
C14 C15 1.382(2) . ?
C15 C16 1.381(2) . ?
C16 C17 1.383(2) . ?
C17 C18 1.378(2) . ?
C19 C20 1.385(2) . ?
C19 C24 1.393(2) . ?
C20 H20 0.96(2) . ?
C20 C21 1.387(2) . ?
C21 H21 0.93(2) . ?
C21 C22 1.394(2) . ?
C22 H22 0.97(2) . ?
C22 C23 1.386(2) . ?
C23 H23 0.925(19) . ?
C23 C24 1.395(2) . ?
C24 H24 0.96(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 C19 98.17(6) . . ?
O2 S1 O1 109.28(7) . . ?
O2 S1 O3 119.46(7) . . ?
O2 S1 C19 109.96(7) . . ?
O3 S1 O1 108.44(7) . . ?
O3 S1 C19 109.41(7) . . ?
F1 P1 O1 175.14(5) . . ?
F1 P1 C1 89.41(6) . . ?
F1 P1 C7 89.78(5) . . ?
F1 P1 C13 88.95(6) . . ?
O1 P1 C1 93.38(6) . . ?
O1 P1 C7 85.40(6) . . ?
O1 P1 C13 92.99(6) . . ?
C1 P1 C7 117.67(6) . . ?
C1 P1 C13 121.23(7) . . ?
C13 P1 C7 121.07(6) . . ?
S1 O1 P1 146.10(7) . . ?
C2 C1 P1 122.46(11) . . ?
C2 C1 C6 117.23(13) . . ?
C6 C1 P1 120.23(11) . . ?
F2 C2 C1 120.12(13) . . ?
F2 C2 C3 118.22(13) . . ?
C3 C2 C1 121.59(14) . . ?
F3 C3 C2 120.23(14) . . ?
F3 C3 C4 119.74(13) . . ?
C2 C3 C4 120.01(14) . . ?
F4 C4 C3 119.59(14) . . ?
F4 C4 C5 120.54(14) . . ?
C3 C4 C5 119.87(13) . . ?
F5 C5 C4 120.57(13) . . ?
F5 C5 C6 120.16(14) . . ?
C6 C5 C4 119.27(14) . . ?
F6 C6 C1 120.59(13) . . ?
F6 C6 C5 117.41(13) . . ?
C5 C6 C1 121.98(14) . . ?
C8 C7 P1 121.65(11) . . ?
C8 C7 C12 117.10(13) . . ?
C12 C7 P1 121.09(11) . . ?
F7 C8 C7 120.93(13) . . ?
F7 C8 C9 117.22(13) . . ?
C9 C8 C7 121.75(14) . . ?
F8 C9 C8 120.14(15) . . ?
F8 C9 C10 119.96(14) . . ?
C8 C9 C10 119.90(14) . . ?
F9 C10 C9 120.13(15) . . ?
F9 C10 C11 120.02(15) . . ?
C11 C10 C9 119.85(14) . . ?
F10 C11 C10 119.80(14) . . ?
F10 C11 C12 120.50(14) . . ?
C10 C11 C12 119.68(14) . . ?
F11 C12 C7 120.34(13) . . ?
F11 C12 C11 117.97(13) . . ?
C11 C12 C7 121.69(14) . . ?
C14 C13 P1 121.67(11) . . ?
C14 C13 C18 117.15(13) . . ?
C18 C13 P1 120.75(11) . . ?
F12 C14 C13 120.21(13) . . ?
F12 C14 C15 117.92(13) . . ?
C15 C14 C13 121.80(14) . . ?
F13 C15 C14 120.49(15) . . ?
F13 C15 C16 120.11(14) . . ?
C16 C15 C14 119.40(14) . . ?
F14 C16 C15 119.93(15) . . ?
F14 C16 C17 119.72(15) . . ?
C15 C16 C17 120.35(14) . . ?
F15 C17 C16 120.58(14) . . ?
F15 C17 C18 120.23(14) . . ?
C18 C17 C16 119.19(14) . . ?
F16 C18 C13 120.36(13) . . ?
F16 C18 C17 117.61(13) . . ?
C17 C18 C13 122.02(14) . . ?
C20 C19 S1 118.80(11) . . ?
C20 C19 C24 122.06(14) . . ?
C24 C19 S1 119.12(11) . . ?
C19 C20 H20 120.0(13) . . ?
C19 C20 C21 119.08(14) . . ?
C21 C20 H20 120.9(13) . . ?
C20 C21 H21 119.5(13) . . ?
C20 C21 C22 119.83(15) . . ?
C22 C21 H21 120.7(13) . . ?
C21 C22 H22 118.3(12) . . ?
C23 C22 C21 120.45(15) . . ?
C23 C22 H22 121.3(12) . . ?
C22 C23 H23 121.1(12) . . ?
C22 C23 C24 120.40(15) . . ?
C24 C23 H23 118.5(12) . . ?
C19 C24 C23 118.17(14) . . ?
C19 C24 H24 118.8(12) . . ?
C23 C24 H24 123.1(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C19 C20 C21 179.15(12) . . . . ?
S1 C19 C24 C23 -178.84(12) . . . . ?
P1 C1 C2 F2 0.83(19) . . . . ?
P1 C1 C2 C3 177.83(11) . . . . ?
P1 C1 C6 F6 2.61(19) . . . . ?
P1 C1 C6 C5 -179.06(12) . . . . ?
P1 C7 C8 F7 -2.7(2) . . . . ?
P1 C7 C8 C9 173.73(12) . . . . ?
P1 C7 C12 F11 4.89(19) . . . . ?
P1 C7 C12 C11 -174.88(11) . . . . ?
P1 C13 C14 F12 -6.3(2) . . . . ?
P1 C13 C14 C15 170.65(12) . . . . ?
P1 C13 C18 F16 7.8(2) . . . . ?
P1 C13 C18 C17 -173.29(12) . . . . ?
F1 P1 C1 C2 -119.27(12) . . . . ?
F1 P1 C1 C6 57.31(12) . . . . ?
F1 P1 C7 C8 -122.89(12) . . . . ?
F1 P1 C7 C12 52.47(12) . . . . ?
F1 P1 C13 C14 -119.03(13) . . . . ?
F1 P1 C13 C18 53.31(12) . . . . ?
F2 C2 C3 F3 -0.9(2) . . . . ?
F2 C2 C3 C4 177.75(13) . . . . ?
F3 C3 C4 F4 -2.3(2) . . . . ?
F3 C3 C4 C5 177.24(13) . . . . ?
F4 C4 C5 F5 -0.4(2) . . . . ?
F4 C4 C5 C6 179.87(14) . . . . ?
F5 C5 C6 F6 0.2(2) . . . . ?
F5 C5 C6 C1 -178.18(13) . . . . ?
F7 C8 C9 F8 -1.0(2) . . . . ?
F7 C8 C9 C10 178.16(14) . . . . ?
F8 C9 C10 F9 -0.3(2) . . . . ?
F8 C9 C10 C11 178.91(14) . . . . ?
F9 C10 C11 F10 -0.1(2) . . . . ?
F9 C10 C11 C12 178.45(14) . . . . ?
F10 C11 C12 F11 -0.7(2) . . . . ?
F10 C11 C12 C7 179.12(13) . . . . ?
F12 C14 C15 F13 -0.4(2) . . . . ?
F12 C14 C15 C16 179.32(14) . . . . ?
F13 C15 C16 F14 -1.0(2) . . . . ?
F13 C15 C16 C17 179.57(14) . . . . ?
F14 C16 C17 F15 -1.7(2) . . . . ?
F14 C16 C17 C18 178.23(14) . . . . ?
F15 C17 C18 F16 1.6(2) . . . . ?
F15 C17 C18 C13 -177.36(14) . . . . ?
O1 S1 C19 C20 -86.18(13) . . . . ?
O1 S1 C19 C24 92.10(13) . . . . ?
O1 P1 C1 C2 64.71(12) . . . . ?
O1 P1 C1 C6 -118.71(12) . . . . ?
O1 P1 C7 C8 57.75(12) . . . . ?
O1 P1 C7 C12 -126.89(12) . . . . ?
O1 P1 C13 C14 56.51(13) . . . . ?
O1 P1 C13 C18 -131.15(12) . . . . ?
O2 S1 O1 P1 -51.58(15) . . . . ?
O2 S1 C19 C20 159.81(12) . . . . ?
O2 S1 C19 C24 -21.92(15) . . . . ?
O3 S1 O1 P1 80.17(14) . . . . ?
O3 S1 C19 C20 26.75(14) . . . . ?
O3 S1 C19 C24 -154.98(12) . . . . ?
C1 P1 O1 S1 -63.88(14) . . . . ?
C1 P1 C7 C8 -33.66(15) . . . . ?
C1 P1 C7 C12 141.69(11) . . . . ?
C1 P1 C13 C14 152.30(12) . . . . ?
C1 P1 C13 C18 -35.36(15) . . . . ?
C1 C2 C3 F3 -178.00(13) . . . . ?
C1 C2 C3 C4 0.7(2) . . . . ?
C2 C1 C6 F6 179.37(12) . . . . ?
C2 C1 C6 C5 -2.3(2) . . . . ?
C2 C3 C4 F4 179.02(13) . . . . ?
C2 C3 C4 C5 -1.5(2) . . . . ?
C3 C4 C5 F5 -179.90(14) . . . . ?
C3 C4 C5 C6 0.3(2) . . . . ?
C4 C5 C6 F6 179.96(13) . . . . ?
C4 C5 C6 C1 1.6(2) . . . . ?
C6 C1 C2 F2 -175.86(12) . . . . ?
C6 C1 C2 C3 1.1(2) . . . . ?
C7 P1 O1 S1 178.61(14) . . . . ?
C7 P1 C1 C2 151.28(11) . . . . ?
C7 P1 C1 C6 -32.13(14) . . . . ?
C7 P1 C13 C14 -29.91(16) . . . . ?
C7 P1 C13 C18 142.42(12) . . . . ?
C7 C8 C9 F8 -177.57(14) . . . . ?
C7 C8 C9 C10 1.6(2) . . . . ?
C8 C7 C12 F11 -179.55(12) . . . . ?
C8 C7 C12 C11 0.7(2) . . . . ?
C8 C9 C10 F9 -179.54(14) . . . . ?
C8 C9 C10 C11 -0.3(2) . . . . ?
C9 C10 C11 F10 -179.34(14) . . . . ?
C9 C10 C11 C12 -0.8(2) . . . . ?
C10 C11 C12 F11 -179.18(13) . . . . ?
C10 C11 C12 C7 0.6(2) . . . . ?
C12 C7 C8 F7 -178.20(13) . . . . ?
C12 C7 C8 C9 -1.8(2) . . . . ?
C13 P1 O1 S1 57.66(14) . . . . ?
C13 P1 C1 C2 -30.86(15) . . . . ?
C13 P1 C1 C6 145.73(11) . . . . ?
C13 P1 C7 C8 148.47(12) . . . . ?
C13 P1 C7 C12 -36.17(15) . . . . ?
C13 C14 C15 F13 -177.37(14) . . . . ?
C13 C14 C15 C16 2.4(2) . . . . ?
C14 C13 C18 F16 -179.53(13) . . . . ?
C14 C13 C18 C17 -0.6(2) . . . . ?
C14 C15 C16 F14 179.29(14) . . . . ?
C14 C15 C16 C17 -0.2(2) . . . . ?
C15 C16 C17 F15 177.78(15) . . . . ?
C15 C16 C17 C18 -2.3(2) . . . . ?
C16 C17 C18 F16 -178.33(14) . . . . ?
C16 C17 C18 C13 2.7(2) . . . . ?
C18 C13 C14 F12 -178.85(13) . . . . ?
C18 C13 C14 C15 -2.0(2) . . . . ?
C19 S1 O1 P1 -166.14(13) . . . . ?
C19 C20 C21 C22 -0.7(2) . . . . ?
C20 C19 C24 C23 -0.6(2) . . . . ?
C20 C21 C22 C23 0.2(3) . . . . ?
C21 C22 C23 C24 0.1(3) . . . . ?
C22 C23 C24 C19 0.1(2) . . . . ?
C24 C19 C20 C21 0.9(2) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.196
_oxdiff_exptl_absorpt_empirical_full_min 0.882
####################################################################### 
# 
# 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_22d
_database_code_depnum_ccdc_archive 'CCDC 2051037'
loop_
_audit_author_name
_audit_author_address
'Felix Hennersdorf'
;TU Dresden
Germany
;
_audit_update_record             
;
2020-12-17 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;
_audit_creation_date             2020-12-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H11 F3 N Na O5 S2'
_chemical_formula_sum            'C13 H11 F3 N Na O5 S2'
_chemical_formula_weight         405.34
_chemical_melting_point          ?
_chemical_oxdiff_formula         C13H11F3NNaO5S2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.1353 0.1239 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   5.9137(3)
_cell_length_b                   7.5914(3)
_cell_length_c                   17.6496(11)
_cell_angle_alpha                101.675(4)
_cell_angle_beta                 92.879(4)
_cell_angle_gamma                97.709(4)
_cell_volume                     766.49(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3862
_cell_measurement_temperature    99.99(18)
_cell_measurement_theta_max      76.2910
_cell_measurement_theta_min      7.0220
_shelx_estimated_absorpt_T_max   0.924
_shelx_estimated_absorpt_T_min   0.643
_exptl_absorpt_coefficient_mu    4.029
_exptl_absorpt_correction_T_max  0.21421
_exptl_absorpt_correction_T_min  0.11192
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Spherical absorption correction
 using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.756
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             412
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_crystal_size_rad          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0089
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            4353
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.111
_diffrn_reflns_theta_min         2.565
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(18)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     40.00 106.00   0.50    2.50    --   42.50  38.00  30.00  132
  2  ω    110.00 176.00   0.50   10.00    --  111.00  77.00  90.00  132
  3  ω    143.00 170.00   0.50   10.00    --  111.00 125.00   0.00   54
  4  ω    122.00 151.00   0.50   10.00    --  111.00  45.00 -60.00   58
  5  ω    113.00 169.00   0.50   10.00    --  111.00  15.00-150.00  112
  6  ω    102.00 129.00   0.50   10.00    --  111.00 125.00   0.00   54
  7  ω     95.00 165.00   0.50   10.00    --  111.00 125.00  30.00  140
  8  ω    126.00 154.00   0.50   10.00    --  111.00  95.00 123.00   56
  9  ω    114.00 143.00   0.50   10.00    --  111.00 125.00 150.00   58
 10  ω     91.00 119.00   0.50   10.00    --  111.00  45.00 -60.00   56
 11  ω     68.00 108.00   0.50   10.00    --  111.00  15.00-150.00   80
 12  ω     73.00 114.00   0.50   10.00    --  111.00 -45.00-120.00   82
 13  ω     89.00 121.00   0.50   10.00    --  111.00-125.00 -90.00   64
 14  ω     83.00 116.00   0.50   10.00    --  111.00-125.00  30.00   66
 15  ω     73.00 102.00   0.50   10.00    --  111.00 -94.00 150.00   58
 16  ω     70.00 120.00   0.50   10.00    --  111.00-125.00 150.00  100
 17  ω     58.00 105.00   0.50   10.00    --  111.00 -61.00 120.00   94
 18  ω     49.00  74.00   0.50   10.00    --  111.00 -94.00  90.00   50
 19  ω     38.00  66.00   0.50   10.00    --  111.00 -94.00 150.00   56
 20  ω     39.00 129.00   0.50   10.00    --  111.00 -30.00 120.00  180
 21  ω     32.00 102.00   0.50   10.00    --  111.00 -94.00  30.00  140
 22  ω     36.00 128.00   0.50   10.00    --  111.00 -30.00   0.00  184
 23  ω     50.00  97.00   0.50   10.00    --  111.00 -94.00 -60.00   94
 24  ω    -60.00  31.00   0.50    2.50    --  -38.50  57.00 -60.00  182
 25  ω    -94.00  -2.00   0.50    2.50    --  -38.50 125.00  30.00  184
 26  ω   -109.00 -15.00   0.50    2.50    --  -38.50 -57.00 150.00  188
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1609277000
_diffrn_orient_matrix_UB_12      0.1805440000
_diffrn_orient_matrix_UB_13      0.0304141000
_diffrn_orient_matrix_UB_21      0.0463760000
_diffrn_orient_matrix_UB_22      -0.0572479000
_diffrn_orient_matrix_UB_23      0.0775664000
_diffrn_orient_matrix_UB_31      0.2037168000
_diffrn_orient_matrix_UB_32      -0.0895737000
_diffrn_orient_matrix_UB_33      -0.0324561000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4168
_reflns_number_total             4353
_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2004 (Burla et al.,  2007)'
_refine_diff_density_max         0.672
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     234
_refine_ls_number_reflns         4353
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0433
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0942P)²+0.3349P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1306
_refine_ls_wR_factor_ref         0.1320
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.7418(12)
 0.2582(12)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S2 S 0.71794(11) 0.45465(8) 0.38378(3) 0.02241(17) Uani 1 1 d . . . . .
S1 S 0.57725(11) 0.79239(8) 0.38726(3) 0.02225(17) Uani 1 1 d . . . . .
Na1 Na 1.11314(18) 0.80572(14) 0.49712(6) 0.0246(2) Uani 1 1 d . . . . .
F1 F 0.6877(5) 0.8426(3) 0.01702(11) 0.0536(6) Uani 1 1 d . . . . .
F2 F 0.7938(5) 0.5888(3) 0.01975(12) 0.0594(7) Uani 1 1 d . . . . .
F3 F 1.0359(4) 0.8335(5) 0.05183(12) 0.0752(9) Uani 1 1 d . . . . .
O1 O 0.7726(3) 0.8913(3) 0.43758(10) 0.0245(4) Uani 1 1 d . . . . .
O2 O 0.3638(3) 0.8628(3) 0.39818(11) 0.0264(4) Uani 1 1 d . . . . .
O3 O 0.9475(3) 0.5486(3) 0.40939(11) 0.0263(4) Uani 1 1 d . . . . .
O4 O 0.6405(3) 0.3048(3) 0.41976(11) 0.0260(4) Uani 1 1 d . . . . .
O5 O 0.8485(4) 0.7730(3) 0.59338(12) 0.0279(4) Uani 1 1 d . . . . .
N1 N 0.5263(4) 0.5842(3) 0.39170(13) 0.0238(4) Uani 1 1 d . . . . .
C1 C 0.6475(5) 0.7989(4) 0.29098(14) 0.0239(5) Uani 1 1 d . . . . .
C2 C 0.4858(5) 0.7140(4) 0.22995(15) 0.0289(6) Uani 1 1 d . . . . .
H2 H 0.337533 0.663340 0.240119 0.035 Uiso 1 1 calc R . . . .
C3 C 0.5437(5) 0.7043(4) 0.15415(16) 0.0305(6) Uani 1 1 d . . . . .
H3 H 0.435302 0.646551 0.111933 0.037 Uiso 1 1 calc R . . . .
C4 C 0.7610(5) 0.7795(4) 0.14041(15) 0.0294(6) Uani 1 1 d . . . . .
C5 C 0.9190(5) 0.8684(4) 0.20125(16) 0.0289(6) Uani 1 1 d . . . . .
H5 H 1.065323 0.923009 0.191032 0.035 Uiso 1 1 calc R . . . .
C6 C 0.8624(5) 0.8775(4) 0.27765(15) 0.0278(5) Uani 1 1 d . . . . .
H6 H 0.969997 0.936852 0.319860 0.033 Uiso 1 1 calc R . . . .
C7 C 0.8210(6) 0.7621(5) 0.05791(17) 0.0363(7) Uani 1 1 d . . . . .
C8 C 0.7192(5) 0.3634(4) 0.28308(14) 0.0252(5) Uani 1 1 d . . . . .
C9 C 0.5217(5) 0.2599(4) 0.24317(16) 0.0290(6) Uani 1 1 d . . . . .
H9 H 0.390307 0.231180 0.269654 0.035 Uiso 1 1 calc R . . . .
C10 C 0.5214(6) 0.1992(4) 0.16316(16) 0.0339(6) Uani 1 1 d . . . . .
H10 H 0.388601 0.127272 0.134619 0.041 Uiso 1 1 calc R . . . .
C11 C 0.7140(6) 0.2432(4) 0.12481(16) 0.0345(7) Uani 1 1 d . . . . .
H11 H 0.710315 0.204321 0.070049 0.041 Uiso 1 1 calc R . . . .
C12 C 0.9106(6) 0.3429(4) 0.16581(17) 0.0339(6) Uani 1 1 d . . . . .
H12 H 1.043025 0.369782 0.139502 0.041 Uiso 1 1 calc R . . . .
C13 C 0.9143(5) 0.4040(4) 0.24579(16) 0.0290(6) Uani 1 1 d . . . . .
H13 H 1.048819 0.472776 0.274469 0.035 Uiso 1 1 calc R . . . .
H5A H 0.718(7) 0.796(5) 0.585(2) 0.035 Uiso 1 1 d R . . . .
H5B H 0.816(8) 0.655(7) 0.596(3) 0.051(13) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S2 Na1 3.3651(12) 2_766 ?
S2 O3 1.450(2) . ?
S2 O4 1.445(2) . ?
S2 N1 1.590(2) . ?
S2 C8 1.773(2) . ?
S1 O1 1.443(2) . ?
S1 O2 1.4425(19) . ?
S1 N1 1.588(2) . ?
S1 C1 1.778(3) . ?
Na1 Na1 3.384(2) 2_776 ?
Na1 O1 2.346(2) 2_776 ?
Na1 O1 2.449(2) . ?
Na1 O2 2.414(2) 1_655 ?
Na1 O3 2.298(2) . ?
Na1 O4 2.364(2) 2_766 ?
Na1 O5 2.394(2) . ?
F1 C7 1.329(4) . ?
F2 C7 1.336(4) . ?
F3 C7 1.331(4) . ?
O5 H5A 0.83(4) . ?
O5 H5B 0.90(5) . ?
C1 C2 1.393(4) . ?
C1 C6 1.382(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.388(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.388(4) . ?
C4 C5 1.385(4) . ?
C4 C7 1.500(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.396(4) . ?
C6 H6 0.9500 . ?
C8 C9 1.387(4) . ?
C8 C13 1.386(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.394(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.391(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.381(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.392(4) . ?
C13 H13 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
O3 S2 Na1 79.69(8) . 2_766 ?
O3 S2 N1 114.02(12) . . ?
O3 S2 C8 106.28(13) . . ?
O4 S2 Na1 36.47(8) . 2_766 ?
O4 S2 O3 115.89(12) . . ?
O4 S2 N1 107.15(12) . . ?
O4 S2 C8 106.94(12) . . ?
N1 S2 Na1 130.32(9) . 2_766 ?
N1 S2 C8 105.91(12) . . ?
C8 S2 Na1 115.75(9) . 2_766 ?
O1 S1 N1 113.39(12) . . ?
O1 S1 C1 106.12(12) . . ?
O2 S1 O1 116.27(11) . . ?
O2 S1 N1 106.10(12) . . ?
O2 S1 C1 107.63(12) . . ?
N1 S1 C1 106.84(12) . . ?
S2 Na1 Na1 140.45(5) 2_766 2_776 ?
O1 Na1 S2 106.35(6) 2_776 2_766 ?
O1 Na1 S2 142.73(6) . 2_766 ?
O1 Na1 Na1 46.36(5) 2_776 2_776 ?
O1 Na1 Na1 43.90(5) . 2_776 ?
O1 Na1 O1 90.26(7) 2_776 . ?
O1 Na1 O2 88.23(7) 2_776 1_655 ?
O1 Na1 O4 92.57(8) 2_776 2_766 ?
O1 Na1 O5 88.63(8) 2_776 . ?
O2 Na1 S2 116.81(6) 1_655 2_766 ?
O2 Na1 Na1 93.38(6) 1_655 2_776 ?
O2 Na1 O1 96.37(7) 1_655 . ?
O3 Na1 S2 89.85(6) . 2_766 ?
O3 Na1 Na1 118.44(7) . 2_776 ?
O3 Na1 O1 74.87(7) . . ?
O3 Na1 O1 163.59(8) . 2_776 ?
O3 Na1 O2 86.63(8) . 1_655 ?
O3 Na1 O4 103.71(8) . 2_766 ?
O3 Na1 O5 95.22(8) . . ?
O4 Na1 S2 21.31(5) 2_766 2_766 ?
O4 Na1 Na1 136.14(7) 2_766 2_776 ?
O4 Na1 O1 162.46(8) 2_766 . ?
O4 Na1 O2 101.01(8) 2_766 1_655 ?
O4 Na1 O5 83.44(8) 2_766 . ?
O5 Na1 S2 68.26(6) . 2_766 ?
O5 Na1 Na1 81.33(6) . 2_776 ?
O5 Na1 O1 79.32(7) . . ?
O5 Na1 O2 174.66(8) . 1_655 ?
S1 O1 Na1 134.47(12) . . ?
S1 O1 Na1 135.68(12) . 2_776 ?
Na1 O1 Na1 89.74(7) 2_776 . ?
S1 O2 Na1 124.28(11) . 1_455 ?
S2 O3 Na1 137.13(12) . . ?
S2 O4 Na1 122.22(12) . 2_766 ?
Na1 O5 H5A 117(3) . . ?
Na1 O5 H5B 110(3) . . ?
H5A O5 H5B 100(4) . . ?
S1 N1 S2 122.77(15) . . ?
C2 C1 S1 118.3(2) . . ?
C6 C1 S1 120.2(2) . . ?
C6 C1 C2 121.4(2) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 C1 119.3(3) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.5(3) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C7 118.4(3) . . ?
C5 C4 C3 121.0(3) . . ?
C5 C4 C7 120.7(3) . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.7(3) . . ?
C6 C5 H5 120.1 . . ?
C1 C6 C5 119.0(3) . . ?
C1 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
F1 C7 F2 105.0(3) . . ?
F1 C7 F3 106.6(3) . . ?
F1 C7 C4 112.5(3) . . ?
F2 C7 C4 112.0(3) . . ?
F3 C7 F2 107.1(3) . . ?
F3 C7 C4 113.1(3) . . ?
C9 C8 S2 119.0(2) . . ?
C13 C8 S2 119.0(2) . . ?
C13 C8 C9 121.8(2) . . ?
C8 C9 H9 120.9 . . ?
C8 C9 C10 118.2(3) . . ?
C10 C9 H9 120.9 . . ?
C9 C10 H10 119.8 . . ?
C11 C10 C9 120.5(3) . . ?
C11 C10 H10 119.8 . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.4(3) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 H12 120.1 . . ?
C11 C12 C13 119.8(3) . . ?
C13 C12 H12 120.1 . . ?
C8 C13 C12 119.2(3) . . ?
C8 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?

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
S2 C8 C9 C10 175.9(2) . . . . ?
S2 C8 C13 C12 -175.6(2) . . . . ?
S1 C1 C2 C3 -174.7(2) . . . . ?
S1 C1 C6 C5 175.1(2) . . . . ?
Na1 S2 O3 Na1 -101.52(16) 2_766 . . . ?
Na1 S2 N1 S1 125.34(13) 2_766 . . . ?
Na1 S2 C8 C9 91.6(2) 2_766 . . . ?
Na1 S2 C8 C13 -91.2(2) 2_766 . . . ?
O1 S1 O2 Na1 -81.63(16) . . . 1_455 ?
O1 S1 N1 S2 -50.23(19) . . . . ?
O1 S1 C1 C2 -179.4(2) . . . . ?
O1 S1 C1 C6 4.3(3) . . . . ?
O2 S1 O1 Na1 -28.5(2) . . . 2_776 ?
O2 S1 O1 Na1 146.63(15) . . . . ?
O2 S1 N1 S2 -179.04(14) . . . . ?
O2 S1 C1 C2 -54.2(2) . . . . ?
O2 S1 C1 C6 129.4(2) . . . . ?
O3 S2 O4 Na1 -7.66(17) . . . 2_766 ?
O3 S2 N1 S1 28.4(2) . . . . ?
O3 S2 C8 C9 177.8(2) . . . . ?
O3 S2 C8 C13 -5.0(3) . . . . ?
O4 S2 O3 Na1 -96.90(19) . . . . ?
O4 S2 N1 S1 157.99(15) . . . . ?
O4 S2 C8 C9 53.5(2) . . . . ?
O4 S2 C8 C13 -129.3(2) . . . . ?
N1 S2 O3 Na1 28.2(2) . . . . ?
N1 S2 O4 Na1 -136.21(13) . . . 2_766 ?
N1 S2 C8 C9 -60.6(2) . . . . ?
N1 S2 C8 C13 116.6(2) . . . . ?
N1 S1 O1 Na1 -151.89(15) . . . 2_776 ?
N1 S1 O1 Na1 23.2(2) . . . . ?
N1 S1 O2 Na1 45.48(16) . . . 1_455 ?
N1 S1 C1 C2 59.4(2) . . . . ?
N1 S1 C1 C6 -117.0(2) . . . . ?
C1 S1 O1 Na1 -93.74(17) . . . . ?
C1 S1 O1 Na1 91.13(18) . . . 2_776 ?
C1 S1 O2 Na1 159.57(13) . . . 1_455 ?
C1 S1 N1 S2 66.33(18) . . . . ?
C1 C2 C3 C4 -0.2(4) . . . . ?
C2 C1 C6 C5 -1.1(4) . . . . ?
C2 C3 C4 C5 -1.8(4) . . . . ?
C2 C3 C4 C7 178.2(3) . . . . ?
C3 C4 C5 C6 2.2(4) . . . . ?
C3 C4 C7 F1 61.3(4) . . . . ?
C3 C4 C7 F2 -56.7(4) . . . . ?
C3 C4 C7 F3 -177.8(3) . . . . ?
C4 C5 C6 C1 -0.8(4) . . . . ?
C5 C4 C7 F1 -118.7(3) . . . . ?
C5 C4 C7 F2 123.3(3) . . . . ?
C5 C4 C7 F3 2.2(4) . . . . ?
C6 C1 C2 C3 1.6(4) . . . . ?
C7 C4 C5 C6 -177.8(3) . . . . ?
C8 S2 O3 Na1 144.48(17) . . . . ?
C8 S2 O4 Na1 110.60(14) . . . 2_766 ?
C8 S2 N1 S1 -88.12(18) . . . . ?
C8 C9 C10 C11 -0.5(4) . . . . ?
C9 C8 C13 C12 1.5(4) . . . . ?
C9 C10 C11 C12 2.0(5) . . . . ?
C10 C11 C12 C13 -1.7(5) . . . . ?
C11 C12 C13 C8 0.0(4) . . . . ?
C13 C8 C9 C10 -1.2(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.693
_oxdiff_exptl_absorpt_empirical_full_min 0.594
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.7418(12) 1810 4385 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000
0.0000 1.0000
2 0.2582(12) 1788 4385 nmt -0.9999 -0.0004 -0.0001 0.0004 -1.0006 -0.0002
0.4683 0.9860 0.9999

_twin_special_details            
;
Component 2 rotated by 179.9673° 
 around [-0.00 -0.00 1.00] (reciprocal) or [0.21 0.43 0.88] (direct)
;
####################################################################### 
# 
# 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_12
_database_code_depnum_ccdc_archive 'CCDC 2051038'
loop_
_audit_author_name
_audit_author_address
'Felix Hennersdorf'
;TU Dresden
Germany
;
_audit_update_record             
;
2020-12-17 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;
_audit_creation_date             2017-05-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 Cl F16 P'
_chemical_formula_sum            'C18 Cl F16 P'
_chemical_formula_weight         586.60
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C72 Cl4 F64 P4 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   10.12255(19)
_cell_length_b                   17.5721(3)
_cell_length_c                   11.27435(17)
_cell_angle_alpha                90
_cell_angle_beta                 107.7948(18)
_cell_angle_gamma                90
_cell_volume                     1909.48(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7470
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.5950
_cell_measurement_theta_min      4.5850
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.128
_exptl_absorpt_correction_T_max  0.916
_exptl_absorpt_correction_T_min  0.637
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.041
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1136
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
7 1 -2 0.0376
1 -11 0 0.0160
-4 -9 0 0.0223
4 6 -6 0.0560
-4 -7 5 0.0713
3 7 4 0.0726
-4 8 0 0.0136
-6 -4 2 0.0286
1 11 -2 0.0262
-2 11 0 0.0085
1 11 1 0.0160
-5 6 4 0.0402
5 6 0 0.0303

_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.066
_exptl_crystal_size_min          0.029
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
7.0074 0.9708 -2.0066 0.7417 -0.0530 0.7708
0.9988 -10.9905 -0.0101 0.7572 0.0519 -0.6153
-4.0062 -8.9751 -0.0019 0.0544 0.2691 -0.9758
4.0044 5.9692 -5.9948 0.0568 0.6137 0.8403
-4.0048 -6.9696 4.9950 -0.0092 -0.4621 -0.8953
3.0055 6.9873 3.9978 -0.0132 -0.7747 0.7087
-4.0027 8.0047 0.0117 -0.9345 0.1162 0.1267
-6.0069 -3.9708 2.0029 -0.4499 0.0330 -0.8673
1.0030 10.9802 -1.9907 -0.5437 0.1393 0.8311
-1.9999 10.9940 0.0114 -0.8744 -0.0049 0.5173
1.0035 10.9849 1.0065 -0.5121 -0.2886 0.8016
-5.0034 6.0169 4.0076 -0.8932 -0.3893 -0.1404
5.0066 5.9751 -0.0018 0.2374 -0.2892 0.8793

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0197
_diffrn_reflns_av_unetI/netI     0.0170
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            14156
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.846
_diffrn_reflns_theta_min         4.588
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5700
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -75.00  40.00   0.50    1.50    --  -38.50  19.00 150.00  230
  2  ω   -117.00  -2.00   0.50    1.50    --  -38.50 -19.00 120.00  230
  3  ω     23.00  98.00   0.50    1.50    --   42.50-125.00  60.00  150
  4  ω     30.00 109.00   0.50    6.00    --  111.00 -94.00 -60.00  158
  5  ω     37.00 142.00   0.50    6.00    --  111.00 -77.00 -60.00  210
  6  ω     87.00 178.00   0.50    6.00    --  111.00  45.00 -90.00  182
  7  ω     30.00 109.00   0.50    6.00    --  111.00 -94.00-150.00  158
  8  ω     87.00 178.00   0.50    6.00    --  111.00  30.00-180.00  182
  9  ω     94.00 178.00   0.50    6.00    --  111.00 125.00   0.00  168
 10  ω     80.00 178.00   0.50    6.00    --  111.00  77.00  60.00  196
 11  ω    106.00 178.00   0.50    6.00    --  111.00 125.00-120.00  144
 12  ω     58.00 135.00   0.50    6.00    --  111.00 -45.00 -60.00  154
 13  ω     89.00 159.00   0.50    6.00    --  111.00  30.00  60.00  140
 14  ω     86.00 120.00   0.50    6.00    --  111.00-125.00-180.00   68
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1169570000
_diffrn_orient_matrix_UB_12      -0.0582722000
_diffrn_orient_matrix_UB_13      0.0106251000
_diffrn_orient_matrix_UB_21      -0.0472152000
_diffrn_orient_matrix_UB_22      -0.0088825000
_diffrn_orient_matrix_UB_23      -0.1427531000
_diffrn_orient_matrix_UB_31      0.0981493000
_diffrn_orient_matrix_UB_32      0.0649171000
_diffrn_orient_matrix_UB_33      -0.0099709000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3802
_reflns_number_total             3979
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.437
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         3979
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0336
_refine_ls_R_factor_gt           0.0322
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0319P)²+1.7026P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0770
_refine_ls_wR_factor_ref         0.0778
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Sof(Cl1B)=Sof(F1B)=1-FVAR(1)
 Sof(Cl1A)=Sof(F1A)=FVAR(1)
;
_atom_sites_solution_hydrogens   .
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1A Cl 0.52879(12) 0.45853(5) 0.69794(8) 0.0217(2) Uani 0.785(5) 1 d . . P A 1
Cl1B Cl 0.9408(5) 0.5499(2) 0.8395(4) 0.0212(8) Uani 0.215(5) 1 d . . P A 2
P1 P 0.73794(4) 0.50358(2) 0.77189(4) 0.01794(10) Uani 1 1 d . . . . .
F1A F 0.8960(3) 0.53782(16) 0.8337(3) 0.0222(5) Uani 0.785(5) 1 d . . P A 1
F1B F 0.5796(12) 0.4705(5) 0.7052(8) 0.0251(17) Uani 0.215(5) 1 d . . P A 2
F2 F 0.79316(11) 0.56833(7) 1.03159(9) 0.0291(2) Uani 1 1 d . . . . .
F3 F 0.69726(13) 0.69808(8) 1.10099(12) 0.0411(3) Uani 1 1 d . . . . .
F4 F 0.53323(14) 0.79147(8) 0.92590(15) 0.0494(4) Uani 1 1 d . . . . .
F5 F 0.45163(12) 0.75113(7) 0.68270(13) 0.0379(3) Uani 1 1 d . . . . .
F6 F 0.53543(11) 0.61801(6) 0.61279(9) 0.0271(2) Uani 1 1 d . . . . .
F7 F 0.96336(10) 0.38938(6) 0.78572(9) 0.0223(2) Uani 1 1 d . . . . .
F8 F 1.04414(12) 0.27037(6) 0.93825(12) 0.0353(3) Uani 1 1 d . . . . .
F9 F 0.92289(14) 0.24190(8) 1.11683(12) 0.0437(3) Uani 1 1 d . . . . .
F10 F 0.70546(14) 0.32807(8) 1.13086(11) 0.0419(3) Uani 1 1 d . . . . .
F11 F 0.61519(12) 0.44464(7) 0.97398(11) 0.0337(3) Uani 1 1 d . . . . .
F12 F 0.81522(13) 0.63172(6) 0.62430(12) 0.0337(3) Uani 1 1 d . . . . .
F13 F 0.86085(15) 0.62484(8) 0.40291(13) 0.0463(3) Uani 1 1 d . . . . .
F14 F 0.84384(16) 0.48924(9) 0.28199(12) 0.0497(4) Uani 1 1 d . . . . .
F15 F 0.77387(13) 0.36125(7) 0.38352(11) 0.0367(3) Uani 1 1 d . . . . .
F16 F 0.71782(10) 0.36763(6) 0.59913(9) 0.0224(2) Uani 1 1 d . . . . .
C1 C 0.66777(17) 0.58912(10) 0.81971(16) 0.0209(3) Uani 1 1 d . . . . .
C2 C 0.70775(18) 0.61177(11) 0.94380(17) 0.0244(4) Uani 1 1 d . . . . .
C3 C 0.66083(19) 0.67896(12) 0.98054(18) 0.0302(4) Uani 1 1 d . . . . .
C4 C 0.5767(2) 0.72615(11) 0.8920(2) 0.0324(4) Uani 1 1 d . . . . .
C5 C 0.53484(19) 0.70534(11) 0.76786(19) 0.0289(4) Uani 1 1 d . . . . .
C6 C 0.57856(18) 0.63695(10) 0.73352(17) 0.0230(3) Uani 1 1 d . . . . .
C7 C 0.78628(17) 0.42170(10) 0.87386(15) 0.0202(3) Uani 1 1 d . . . . .
C8 C 0.89682(17) 0.37573(10) 0.86944(15) 0.0203(3) Uani 1 1 d . . . . .
C9 C 0.93999(19) 0.31444(11) 0.94762(18) 0.0262(4) Uani 1 1 d . . . . .
C10 C 0.8768(2) 0.29916(11) 1.03732(18) 0.0312(4) Uani 1 1 d . . . . .
C11 C 0.7674(2) 0.34335(12) 1.04442(17) 0.0296(4) Uani 1 1 d . . . . .
C12 C 0.72168(18) 0.40325(11) 0.96274(17) 0.0251(4) Uani 1 1 d . . . . .
C13 C 0.76301(17) 0.50001(9) 0.61919(15) 0.0190(3) Uani 1 1 d . . . . .
C14 C 0.80231(19) 0.56443(10) 0.56620(17) 0.0247(4) Uani 1 1 d . . . . .
C15 C 0.8272(2) 0.56153(12) 0.45246(19) 0.0307(4) Uani 1 1 d . . . . .
C16 C 0.8177(2) 0.49292(13) 0.39076(18) 0.0319(4) Uani 1 1 d . . . . .
C17 C 0.78139(19) 0.42797(11) 0.44197(16) 0.0259(4) Uani 1 1 d . . . . .
C18 C 0.75238(17) 0.43209(10) 0.55356(15) 0.0200(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1A P1 2.1737(13) . ?
Cl1B P1 2.122(5) . ?
P1 F1A 1.651(3) . ?
P1 F1B 1.654(12) . ?
P1 C1 1.8134(17) . ?
P1 C7 1.8132(17) . ?
P1 C13 1.8163(17) . ?
F2 C2 1.337(2) . ?
F3 C3 1.337(2) . ?
F4 C4 1.327(2) . ?
F5 C5 1.336(2) . ?
F6 C6 1.338(2) . ?
F7 C8 1.3382(19) . ?
F8 C9 1.338(2) . ?
F9 C10 1.333(2) . ?
F10 C11 1.338(2) . ?
F11 C12 1.338(2) . ?
F12 C14 1.339(2) . ?
F13 C15 1.335(2) . ?
F14 C16 1.333(2) . ?
F15 C17 1.336(2) . ?
F16 C18 1.334(2) . ?
C1 C2 1.391(2) . ?
C1 C6 1.389(2) . ?
C2 C3 1.383(3) . ?
C3 C4 1.375(3) . ?
C4 C5 1.382(3) . ?
C5 C6 1.376(3) . ?
C7 C8 1.393(2) . ?
C7 C12 1.392(2) . ?
C8 C9 1.376(2) . ?
C9 C10 1.378(3) . ?
C10 C11 1.374(3) . ?
C11 C12 1.382(3) . ?
C13 C14 1.393(2) . ?
C13 C18 1.391(2) . ?
C14 C15 1.381(3) . ?
C15 C16 1.380(3) . ?
C16 C17 1.379(3) . ?
C17 C18 1.379(2) . ?

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
F1A P1 Cl1A 177.67(11) . . ?
F1A P1 C1 89.40(11) . . ?
F1A P1 C7 88.99(11) . . ?
F1A P1 C13 90.85(11) . . ?
F1B P1 Cl1B 174.2(3) . . ?
F1B P1 C1 90.8(3) . . ?
F1B P1 C7 92.6(3) . . ?
F1B P1 C13 87.3(3) . . ?
C1 P1 Cl1A 89.53(6) . . ?
C1 P1 Cl1B 89.95(13) . . ?
C1 P1 C13 119.43(8) . . ?
C7 P1 Cl1A 89.81(6) . . ?
C7 P1 Cl1B 91.89(13) . . ?
C7 P1 C1 121.57(8) . . ?
C7 P1 C13 118.99(8) . . ?
C13 P1 Cl1A 91.47(6) . . ?
C13 P1 Cl1B 87.33(13) . . ?
C2 C1 P1 121.09(13) . . ?
C6 C1 P1 121.57(13) . . ?
C6 C1 C2 117.23(16) . . ?
F2 C2 C1 120.33(16) . . ?
F2 C2 C3 118.00(16) . . ?
C3 C2 C1 121.66(17) . . ?
F3 C3 C2 120.37(19) . . ?
F3 C3 C4 120.24(18) . . ?
C4 C3 C2 119.39(18) . . ?
F4 C4 C3 119.94(19) . . ?
F4 C4 C5 119.64(19) . . ?
C3 C4 C5 120.41(17) . . ?
F5 C5 C4 119.96(17) . . ?
F5 C5 C6 120.67(18) . . ?
C6 C5 C4 119.36(18) . . ?
F6 C6 C1 120.08(15) . . ?
F6 C6 C5 118.05(16) . . ?
C5 C6 C1 121.85(17) . . ?
C8 C7 P1 120.10(13) . . ?
C12 C7 P1 123.10(14) . . ?
C12 C7 C8 116.74(16) . . ?
F7 C8 C7 120.28(15) . . ?
F7 C8 C9 117.54(15) . . ?
C9 C8 C7 122.16(16) . . ?
F8 C9 C8 120.41(17) . . ?
F8 C9 C10 119.92(17) . . ?
C8 C9 C10 119.66(18) . . ?
F9 C10 C9 119.65(19) . . ?
F9 C10 C11 120.65(18) . . ?
C11 C10 C9 119.70(17) . . ?
F10 C11 C10 119.63(18) . . ?
F10 C11 C12 120.14(19) . . ?
C10 C11 C12 120.23(17) . . ?
F11 C12 C7 120.73(17) . . ?
F11 C12 C11 117.81(16) . . ?
C11 C12 C7 121.44(17) . . ?
C14 C13 P1 121.28(13) . . ?
C18 C13 P1 121.55(13) . . ?
C18 C13 C14 117.05(16) . . ?
F12 C14 C13 120.38(16) . . ?
F12 C14 C15 117.95(16) . . ?
C15 C14 C13 121.67(17) . . ?
F13 C15 C14 120.00(19) . . ?
F13 C15 C16 120.29(18) . . ?
C16 C15 C14 119.71(17) . . ?
F14 C16 C15 120.21(18) . . ?
F14 C16 C17 119.88(19) . . ?
C17 C16 C15 119.90(17) . . ?
F15 C17 C16 120.16(16) . . ?
F15 C17 C18 120.03(17) . . ?
C18 C17 C16 119.80(18) . . ?
F16 C18 C13 120.70(14) . . ?
F16 C18 C17 117.46(15) . . ?
C17 C18 C13 121.81(16) . . ?

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
Cl1A P1 C1 C2 121.25(15) . . . . ?
Cl1A P1 C1 C6 -62.58(15) . . . . ?
Cl1A P1 C7 C8 123.35(14) . . . . ?
Cl1A P1 C7 C12 -59.62(15) . . . . ?
Cl1A P1 C13 C14 125.02(14) . . . . ?
Cl1A P1 C13 C18 -59.07(14) . . . . ?
Cl1B P1 C1 C2 -60.42(19) . . . . ?
Cl1B P1 C1 C6 115.74(18) . . . . ?
Cl1B P1 C7 C8 -56.22(18) . . . . ?
Cl1B P1 C7 C12 120.80(18) . . . . ?
Cl1B P1 C13 C14 -53.70(18) . . . . ?
Cl1B P1 C13 C18 122.21(18) . . . . ?
P1 C1 C2 F2 -3.8(2) . . . . ?
P1 C1 C2 C3 176.45(14) . . . . ?
P1 C1 C6 F6 4.2(2) . . . . ?
P1 C1 C6 C5 -174.04(14) . . . . ?
P1 C7 C8 F7 -3.4(2) . . . . ?
P1 C7 C8 C9 177.93(14) . . . . ?
P1 C7 C12 F11 2.5(2) . . . . ?
P1 C7 C12 C11 -175.60(14) . . . . ?
P1 C13 C14 F12 -3.6(2) . . . . ?
P1 C13 C14 C15 177.27(15) . . . . ?
P1 C13 C18 F16 2.7(2) . . . . ?
P1 C13 C18 C17 -175.08(14) . . . . ?
F1A P1 C1 C2 -56.68(17) . . . . ?
F1A P1 C1 C6 119.48(17) . . . . ?
F1A P1 C7 C8 -58.64(17) . . . . ?
F1A P1 C7 C12 118.38(17) . . . . ?
F1A P1 C13 C14 -55.07(17) . . . . ?
F1A P1 C13 C18 120.85(17) . . . . ?
F1B P1 C1 C2 125.3(3) . . . . ?
F1B P1 C1 C6 -58.5(3) . . . . ?
F1B P1 C7 C8 120.2(3) . . . . ?
F1B P1 C7 C12 -62.8(3) . . . . ?
F1B P1 C13 C14 124.1(3) . . . . ?
F1B P1 C13 C18 -60.0(3) . . . . ?
F2 C2 C3 F3 -2.0(3) . . . . ?
F2 C2 C3 C4 177.78(17) . . . . ?
F3 C3 C4 F4 1.1(3) . . . . ?
F3 C3 C4 C5 -177.71(18) . . . . ?
F4 C4 C5 F5 0.4(3) . . . . ?
F4 C4 C5 C6 -178.99(17) . . . . ?
F5 C5 C6 F6 0.1(3) . . . . ?
F5 C5 C6 C1 178.42(16) . . . . ?
F7 C8 C9 F8 -0.5(3) . . . . ?
F7 C8 C9 C10 178.49(16) . . . . ?
F8 C9 C10 F9 2.1(3) . . . . ?
F8 C9 C10 C11 -178.27(17) . . . . ?
F9 C10 C11 F10 -0.9(3) . . . . ?
F9 C10 C11 C12 179.07(17) . . . . ?
F10 C11 C12 F11 0.3(3) . . . . ?
F10 C11 C12 C7 178.39(16) . . . . ?
F12 C14 C15 F13 -1.0(3) . . . . ?
F12 C14 C15 C16 178.71(18) . . . . ?
F13 C15 C16 F14 0.9(3) . . . . ?
F13 C15 C16 C17 -179.30(19) . . . . ?
F14 C16 C17 F15 0.7(3) . . . . ?
F14 C16 C17 C18 -179.05(18) . . . . ?
F15 C17 C18 F16 0.2(3) . . . . ?
F15 C17 C18 C13 178.06(16) . . . . ?
C1 P1 C7 C8 -147.32(13) . . . . ?
C1 P1 C7 C12 29.71(18) . . . . ?
C1 P1 C13 C14 34.73(17) . . . . ?
C1 P1 C13 C18 -149.36(13) . . . . ?
C1 C2 C3 F3 177.75(17) . . . . ?
C1 C2 C3 C4 -2.5(3) . . . . ?
C2 C1 C6 F6 -179.46(15) . . . . ?
C2 C1 C6 C5 2.3(3) . . . . ?
C2 C3 C4 F4 -178.71(17) . . . . ?
C2 C3 C4 C5 2.5(3) . . . . ?
C3 C4 C5 F5 179.13(17) . . . . ?
C3 C4 C5 C6 -0.2(3) . . . . ?
C4 C5 C6 F6 179.45(17) . . . . ?
C4 C5 C6 C1 -2.2(3) . . . . ?
C6 C1 C2 F2 179.85(15) . . . . ?
C6 C1 C2 C3 0.1(3) . . . . ?
C7 P1 C1 C2 31.77(18) . . . . ?
C7 P1 C1 C6 -152.07(14) . . . . ?
C7 P1 C13 C14 -144.39(14) . . . . ?
C7 P1 C13 C18 31.53(17) . . . . ?
C7 C8 C9 F8 178.14(16) . . . . ?
C7 C8 C9 C10 -2.8(3) . . . . ?
C8 C7 C12 F11 179.59(15) . . . . ?
C8 C7 C12 C11 1.5(3) . . . . ?
C8 C9 C10 F9 -176.90(17) . . . . ?
C8 C9 C10 C11 2.7(3) . . . . ?
C9 C10 C11 F10 179.45(17) . . . . ?
C9 C10 C11 C12 -0.5(3) . . . . ?
C10 C11 C12 F11 -179.76(17) . . . . ?
C10 C11 C12 C7 -1.6(3) . . . . ?
C12 C7 C8 F7 179.35(15) . . . . ?
C12 C7 C8 C9 0.7(3) . . . . ?
C13 P1 C1 C2 -147.32(14) . . . . ?
C13 P1 C1 C6 28.84(18) . . . . ?
C13 P1 C7 C8 31.77(17) . . . . ?
C13 P1 C7 C12 -151.20(14) . . . . ?
C13 C14 C15 F13 178.11(17) . . . . ?
C13 C14 C15 C16 -2.2(3) . . . . ?
C14 C13 C18 F16 178.76(15) . . . . ?
C14 C13 C18 C17 1.0(3) . . . . ?
C14 C15 C16 F14 -178.83(18) . . . . ?
C14 C15 C16 C17 1.0(3) . . . . ?
C15 C16 C17 F15 -179.08(18) . . . . ?
C15 C16 C17 C18 1.1(3) . . . . ?
C16 C17 C18 F16 -179.99(16) . . . . ?
C16 C17 C18 C13 -2.2(3) . . . . ?
C18 C13 C14 F12 -179.73(15) . . . . ?
C18 C13 C14 C15 1.2(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.349
_oxdiff_exptl_absorpt_empirical_full_min 0.809
####################################################################### 
# 
# 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_11
_database_code_depnum_ccdc_archive 'CCDC 2051035'
loop_
_audit_author_name
_audit_author_address
'Felix Hennersdorf'
;TU Dresden
Germany
;
_audit_update_record             
;
2020-12-17 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;
_audit_creation_date             2017-02-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H12 N2 O2 S'
_chemical_formula_sum            'C9 H12 N2 O2 S'
_chemical_formula_weight         212.27
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C36 H48 N8 O8 S4 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
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'

_cell_length_a                   5.82907(14)
_cell_length_b                   12.3343(2)
_cell_length_c                   13.5531(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     974.43(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2865
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      76.1130
_cell_measurement_theta_min      4.8330
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.767
_exptl_absorpt_correction_T_max  0.908
_exptl_absorpt_correction_T_min  0.654
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             448
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 1 0.0186
0 -1 -1 0.0186
1 0 0 0.1339
-1 0 0 0.1339
0 1 -1 0.0258
0 -1 1 0.0258

_exptl_crystal_size_max          0.268
_exptl_crystal_size_mid          0.052
_exptl_crystal_size_min          0.037
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0002 0.9975 0.9991 -0.0622 0.0228 -0.1549
-0.0002 -0.9975 -0.9991 0.0622 -0.0228 0.1549
1.0000 -0.0015 0.0025 0.2454 0.0213 -0.0958
-1.0000 0.0015 -0.0025 -0.2454 -0.0213 0.0958
0.0009 0.9998 -0.9988 -0.0015 -0.1639 -0.0406
-0.0009 -0.9998 0.9988 0.0015 0.1639 0.0406

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            4519
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.577
_diffrn_reflns_theta_min         4.848
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     28.00  83.00   0.50    0.75    --   42.50-125.00 150.00  110
  2  ω     63.00 109.00   0.50    3.00    --  111.00 -94.00  30.00   92
  3  ω     31.00 153.00   0.50    3.00    --  111.00 -15.00-150.00  244
  4  ω     99.00 161.00   0.50    3.00    --  111.00  45.00 -60.00  124
  5  ω    134.00 166.00   0.50    3.00    --  111.00 125.00-150.00   64
  6  ω     92.00 177.00   0.50    3.00    --  111.00  61.00-120.00  170
  7  ω     83.00 151.00   0.50    3.00    --  111.00  77.00  30.00  136
  8  ω    116.00 160.00   0.50    3.00    --  111.00  81.00 169.00   88
  9  ω     83.00 175.00   0.50    3.00    --  111.00  61.00-150.00  184
 10  ω    -95.00  44.00   0.50    0.75    --  -38.50   0.00  30.00  278
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.2454040000
_diffrn_orient_matrix_UB_12      -0.0320177000
_diffrn_orient_matrix_UB_13      -0.0303646000
_diffrn_orient_matrix_UB_21      0.0209689000
_diffrn_orient_matrix_UB_22      -0.0706744000
_diffrn_orient_matrix_UB_23      0.0933830000
_diffrn_orient_matrix_UB_31      -0.0957522000
_diffrn_orient_matrix_UB_32      -0.0978347000
_diffrn_orient_matrix_UB_33      -0.0573462000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.678
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.976
_reflns_number_gt                1981
_reflns_number_total             2022
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.170
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details 
;
 Flack x determined using 794 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.013(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         2022
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0271
_refine_ls_R_factor_gt           0.0264
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0351P)²+0.2335P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0672
_refine_ls_wR_factor_ref         0.0680
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7)
2.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.90435(7) 0.49930(3) 0.37081(3) 0.01424(14) Uani 1 1 d . . . . .
O1 O 1.1493(2) 0.51414(12) 0.36400(11) 0.0200(3) Uani 1 1 d . . . . .
O2 O 0.7634(3) 0.59578(12) 0.37309(11) 0.0202(3) Uani 1 1 d . . . . .
N1 N 0.8332(3) 0.41601(13) 0.28408(12) 0.0156(3) Uani 1 1 d . . . . .
N2 N 0.5536(3) 0.36297(14) 0.17393(12) 0.0156(3) Uani 1 1 d . . . . .
C1 C 0.8492(4) 0.42745(15) 0.48154(14) 0.0140(4) Uani 1 1 d . . . . .
C2 C 1.0193(4) 0.36139(15) 0.52055(15) 0.0168(4) Uani 1 1 d . . . . .
H2 H 1.1611 0.3555 0.4895 0.020 Uiso 1 1 calc R . . . .
C3 C 0.9738(4) 0.30396(16) 0.60722(15) 0.0185(4) Uani 1 1 d . . . . .
H3 H 1.0859 0.2595 0.6345 0.022 Uiso 1 1 calc R . . . .
C4 C 0.7627(4) 0.31319(17) 0.65244(15) 0.0197(5) Uani 1 1 d . . . . .
H4 H 0.7329 0.2740 0.7096 0.024 Uiso 1 1 calc R . . . .
C5 C 0.5940(4) 0.38042(16) 0.61355(15) 0.0184(4) Uani 1 1 d . . . . .
H5 H 0.4531 0.3869 0.6452 0.022 Uiso 1 1 calc R . . . .
C6 C 0.6364(4) 0.43803(15) 0.52709(15) 0.0163(4) Uani 1 1 d . . . . .
H6 H 0.5244 0.4829 0.5002 0.020 Uiso 1 1 calc R . . . .
C7 C 0.6274(4) 0.42706(15) 0.24508(14) 0.0141(4) Uani 1 1 d . . . . .
H7 H 0.5314 0.4816 0.2684 0.017 Uiso 1 1 calc R . . . .
C8 C 0.3276(3) 0.37771(16) 0.12968(16) 0.0183(4) Uani 1 1 d . . . . .
H8A H 0.2397 0.4274 0.1690 0.027 Uiso 1 1 calc GR . . . .
H8B H 0.2498 0.3092 0.1268 0.027 Uiso 1 1 calc GR . . . .
H8C H 0.3444 0.4063 0.0642 0.027 Uiso 1 1 calc GR . . . .
C9 C 0.6962(4) 0.27709(17) 0.13169(17) 0.0213(4) Uani 1 1 d . . . . .
H9A H 0.7414 0.2970 0.0660 0.032 Uiso 1 1 calc GR . . . .
H9B H 0.6104 0.2107 0.1296 0.032 Uiso 1 1 calc GR . . . .
H9C H 0.8304 0.2672 0.1718 0.032 Uiso 1 1 calc GR . . . .


_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 O1 1.4424(15) . ?
S1 O2 1.4463(15) . ?
S1 N1 1.6153(17) . ?
S1 C1 1.772(2) . ?
N1 C7 1.318(3) . ?
N2 C7 1.319(3) . ?
N2 C8 1.459(3) . ?
N2 C9 1.463(3) . ?
C1 C2 1.388(3) . ?
C1 C6 1.391(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.397(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.379(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.390(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.392(3) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 117.33(9) . . ?
O1 S1 N1 106.76(9) . . ?
O1 S1 C1 107.30(9) . . ?
O2 S1 N1 113.14(9) . . ?
O2 S1 C1 106.87(9) . . ?
N1 S1 C1 104.57(8) . . ?
C7 N1 S1 117.38(14) . . ?
C7 N2 C8 121.34(17) . . ?
C7 N2 C9 122.33(19) . . ?
C8 N2 C9 116.27(16) . . ?
C2 C1 S1 119.10(16) . . ?
C2 C1 C6 121.52(19) . . ?
C6 C1 S1 119.38(15) . . ?
C1 C2 H2 120.6 . . ?
C1 C2 C3 118.83(19) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.07(19) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 119.6 . . ?
C3 C4 C5 120.8(2) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.9(2) . . ?
C6 C5 H5 120.1 . . ?
C1 C6 C5 118.93(19) . . ?
C1 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
N1 C7 N2 121.86(18) . . ?
N1 C7 H7 119.1 . . ?
N2 C7 H7 119.1 . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
N2 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 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
S1 N1 C7 N2 -179.97(15) . . . . ?
S1 C1 C2 C3 -179.25(14) . . . . ?
S1 C1 C6 C5 179.38(14) . . . . ?
O1 S1 N1 C7 -149.10(14) . . . . ?
O1 S1 C1 C2 -25.51(18) . . . . ?
O1 S1 C1 C6 154.80(15) . . . . ?
O2 S1 N1 C7 -18.55(18) . . . . ?
O2 S1 C1 C2 -152.17(16) . . . . ?
O2 S1 C1 C6 28.15(18) . . . . ?
N1 S1 C1 C2 87.63(17) . . . . ?
N1 S1 C1 C6 -92.06(16) . . . . ?
C1 S1 N1 C7 97.37(16) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C2 C1 C6 C5 -0.3(3) . . . . ?
C2 C3 C4 C5 -0.9(3) . . . . ?
C3 C4 C5 C6 1.0(3) . . . . ?
C4 C5 C6 C1 -0.4(3) . . . . ?
C6 C1 C2 C3 0.4(3) . . . . ?
C8 N2 C7 N1 -178.46(17) . . . . ?
C9 N2 C7 N1 -1.5(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.485
_oxdiff_exptl_absorpt_empirical_full_min 0.603
####################################################################### 
# 
# 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_20
_database_code_depnum_ccdc_archive 'CCDC 2051039'
loop_
_audit_author_name
_audit_author_address
'Felix Hennersdorf'
;TU Dresden
Germany
;
_audit_update_record             
;
2020-12-17 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;
_audit_creation_date             2019-08-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C11 H14 N2 O2 S'
_chemical_formula_sum            'C11 H14 N2 O2 S'
_chemical_formula_weight         238.30
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C92 H112 N12 O16 S8 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   7.75339(8)
_cell_length_b                   11.53653(10)
_cell_length_c                   25.2615(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.2713(9)
_cell_angle_gamma                90
_cell_volume                     2241.40(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6656
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.3060
_cell_measurement_theta_min      3.7910
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.471
_exptl_absorpt_correction_T_max  0.784
_exptl_absorpt_correction_T_min  0.470
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.412
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 5 -1 0.2087
0 -5 1 0.2202
-5 -1 -3 0.2250
0 0 -1 0.0438
0 0 1 0.0900
0 -1 5 0.1156
0 1 5 0.1093
-1 0 5 0.0966
1 0 -5 0.1406
1 1 -5 0.1466
-4 4 -3 0.2763
-4 -3 -2 0.2578
1 0 5 0.1248
5 0 -4 0.1895

_exptl_crystal_size_max          0.438
_exptl_crystal_size_mid          0.424
_exptl_crystal_size_min          0.134
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0000 5.0000 -1.0000 0.0878 -0.0562 -0.6628
-0.0000 -5.0000 1.0000 -0.0878 0.0562 0.6628
-5.0000 -1.0000 -3.0000 0.7362 -0.7004 0.2613
0.0000 -0.0000 -1.0000 0.0541 0.0292 -0.0011
-0.0000 0.0000 1.0000 -0.0541 -0.0292 0.0011
-0.0000 -1.0000 5.0000 -0.2772 -0.1287 0.1378
-0.0000 1.0000 5.0000 -0.2637 -0.1629 -0.1269
-1.0000 0.0000 5.0000 -0.1543 -0.3068 0.0319
1.0000 -0.0000 -5.0000 0.1543 0.3068 -0.0319
1.0000 1.0000 -5.0000 0.1611 0.2897 -0.1642
-4.0000 4.0000 -3.0000 0.6538 -0.6247 -0.4268
-4.0000 -3.0000 -2.0000 0.5525 -0.5344 0.5007
1.0000 0.0000 5.0000 -0.3866 0.0152 -0.0210
5.0000 0.0000 -4.0000 -0.3643 0.9216 -0.1366

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0191
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            11491
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.470
_diffrn_reflns_theta_min         3.528
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5700
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -64.00  32.00   0.50    0.50    --  -38.50  57.00   0.00  192
  2  ω     47.00  86.00   0.50    0.50    --   42.50-125.00-120.00   78
  3  ω     52.00 109.00   0.50    2.00    --  111.00 -77.00 -30.00  114
  4  ω     58.00 135.00   0.50    2.00    --  111.00 -30.00   0.00  154
  5  ω     89.00 169.00   0.50    2.00    --  111.00  30.00 -90.00  160
  6  ω    120.00 159.00   0.50    2.00    --  111.00  30.00-180.00   78
  7  ω     87.00 159.00   0.50    2.00    --  111.00  45.00-150.00  144
  8  ω    101.00 178.00   0.50    2.00    --  111.00  45.00 -30.00  154
  9  ω    132.00 178.00   0.50    2.00    --  111.00 125.00  90.00   92
 10  ω     37.00  84.00   0.50    2.00    --  111.00 -94.00  60.00   94
 11  ω     68.00 117.00   0.50    2.00    --  111.00-125.00 120.00   98
 12  ω     53.00 108.00   0.50    2.00    --  111.00 -94.00 120.00  110
 13  ω   -104.00 -12.00   0.50    0.50    --  -38.50 -57.00-150.00  184
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1161394000
_diffrn_orient_matrix_UB_12      0.0067494000
_diffrn_orient_matrix_UB_13      -0.0540911000
_diffrn_orient_matrix_UB_21      0.1609895000
_diffrn_orient_matrix_UB_22      -0.0170656000
_diffrn_orient_matrix_UB_23      -0.0291576000
_diffrn_orient_matrix_UB_31      -0.0264525000
_diffrn_orient_matrix_UB_32      -0.1323450000
_diffrn_orient_matrix_UB_33      0.0010901000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4427
_reflns_number_total             4666
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.315
_refine_diff_density_min         -0.428
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         4666
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0340
_refine_ls_R_factor_gt           0.0324
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0464P)²+0.9051P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0841
_refine_ls_wR_factor_ref         0.0856
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C19(H19A,H19B), C20(H20A,H20B),
 C21(H21A,H21B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.66360(16) 0.28129(11) 0.64186(5) 0.0158(2) Uani 1 1 d . . . . .
C2 C 0.61076(18) 0.36642(11) 0.67554(5) 0.0214(3) Uani 1 1 d . . . . .
H2 H 0.5766 0.4392 0.6622 0.026 Uiso 1 1 calc R . . . .
C3 C 0.6098(2) 0.34112(13) 0.72925(6) 0.0260(3) Uani 1 1 d . . . . .
H3 H 0.5738 0.3970 0.7520 0.031 Uiso 1 1 calc R . . . .
C4 C 0.66240(19) 0.23234(13) 0.74908(6) 0.0259(3) Uani 1 1 d . . . . .
H4 H 0.6627 0.2159 0.7851 0.031 Uiso 1 1 calc R . . . .
C5 C 0.71442(18) 0.14847(12) 0.71505(6) 0.0247(3) Uani 1 1 d . . . . .
H5 H 0.7488 0.0758 0.7284 0.030 Uiso 1 1 calc R . . . .
C6 C 0.71544(17) 0.17240(11) 0.66104(6) 0.0194(3) Uani 1 1 d . . . . .
H6 H 0.7503 0.1163 0.6382 0.023 Uiso 1 1 calc R . . . .
C7 C 0.36611(16) 0.24887(10) 0.53052(5) 0.0139(2) Uani 1 1 d . . . . .
C8 C 0.40481(17) 0.12202(11) 0.52275(6) 0.0215(3) Uani 1 1 d . . . . .
H8A H 0.4687 0.0891 0.5547 0.026 Uiso 1 1 calc R . . . .
H8B H 0.4716 0.1112 0.4931 0.026 Uiso 1 1 calc R . . . .
C9 C 0.22352(19) 0.06689(12) 0.51081(7) 0.0286(3) Uani 1 1 d . . . . .
H9A H 0.2228 0.0071 0.4838 0.034 Uiso 1 1 calc R . . . .
H9B H 0.1874 0.0331 0.5428 0.034 Uiso 1 1 calc R . . . .
C10 C 0.10470(17) 0.16691(11) 0.49074(5) 0.0191(3) Uani 1 1 d . . . . .
H10A H 0.0868 0.1694 0.4520 0.023 Uiso 1 1 calc R . . . .
H10B H -0.0072 0.1609 0.5039 0.023 Uiso 1 1 calc R . . . .
C11 C 0.11993(17) 0.38247(11) 0.50920(6) 0.0230(3) Uani 1 1 d . . . . .
H11A H 0.1993 0.4386 0.5266 0.034 Uiso 1 1 calc GR . . . .
H11B H 0.0162 0.3807 0.5263 0.034 Uiso 1 1 calc GR . . . .
H11C H 0.0908 0.4033 0.4724 0.034 Uiso 1 1 calc GR . . . .
N1 N 0.46719(14) 0.33487(9) 0.55016(4) 0.0155(2) Uani 1 1 d . . . . .
N2 N 0.20099(14) 0.26865(9) 0.51281(4) 0.0152(2) Uani 1 1 d . . . . .
O1 O 0.74740(12) 0.21705(8) 0.54981(4) 0.0200(2) Uani 1 1 d . . . . .
O2 O 0.75183(12) 0.42500(8) 0.57147(4) 0.0201(2) Uani 1 1 d . . . . .
S1 S 0.66695(4) 0.31404(2) 0.57333(2) 0.01439(9) Uani 1 1 d . . . . .
C12 C 0.66633(16) 0.78448(11) 0.63571(5) 0.0158(2) Uani 1 1 d . . . . .
C13 C 0.52864(17) 0.86197(11) 0.63692(5) 0.0180(2) Uani 1 1 d . . . . .
H13 H 0.5475 0.9343 0.6529 0.022 Uiso 1 1 calc R . . . .
C14 C 0.36314(18) 0.82992(12) 0.61400(5) 0.0206(3) Uani 1 1 d . . . . .
H14 H 0.2699 0.8802 0.6152 0.025 Uiso 1 1 calc R . . . .
C15 C 0.33702(17) 0.72213(12) 0.58919(5) 0.0217(3) Uani 1 1 d . . . . .
H15 H 0.2262 0.7010 0.5738 0.026 Uiso 1 1 calc R . . . .
C16 C 0.47496(18) 0.64628(12) 0.58734(5) 0.0209(3) Uani 1 1 d . . . . .
H16 H 0.4569 0.5751 0.5703 0.025 Uiso 1 1 calc R . . . .
C17 C 0.64114(17) 0.67710(11) 0.61113(5) 0.0182(3) Uani 1 1 d . . . . .
H17 H 0.7339 0.6262 0.6105 0.022 Uiso 1 1 calc R . . . .
C18 C 0.84815(16) 0.78775(12) 0.76203(5) 0.0180(3) Uani 1 1 d . . . . .
C19 C 0.81616(19) 0.65904(12) 0.75789(6) 0.0248(3) Uani 1 1 d . . . . .
H19A H 0.9184 0.6188 0.7489 0.030 Uiso 1 1 calc R . . . .
H19B H 0.7190 0.6419 0.7309 0.030 Uiso 1 1 calc R . . . .
C20 C 0.7751(2) 0.62339(14) 0.81337(6) 0.0294(3) Uani 1 1 d . . . . .
H20A H 0.6522 0.6069 0.8127 0.035 Uiso 1 1 calc R . . . .
H20B H 0.8409 0.5550 0.8258 0.035 Uiso 1 1 calc R . . . .
C21 C 0.82796(19) 0.72695(14) 0.84949(6) 0.0276(3) Uani 1 1 d . . . . .
H21A H 0.7368 0.7466 0.8709 0.033 Uiso 1 1 calc R . . . .
H21B H 0.9340 0.7107 0.8730 0.033 Uiso 1 1 calc R . . . .
C22 C 0.8891(2) 0.93829(14) 0.83183(6) 0.0283(3) Uani 1 1 d . . . . .
H22A H 0.9320 0.9839 0.8045 0.042 Uiso 1 1 calc GR . . . .
H22B H 0.9743 0.9365 0.8629 0.042 Uiso 1 1 calc GR . . . .
H22C H 0.7835 0.9720 0.8409 0.042 Uiso 1 1 calc GR . . . .
N3 N 0.86795(14) 0.86519(10) 0.72474(4) 0.0183(2) Uani 1 1 d . . . . .
N4 N 0.85472(15) 0.82058(10) 0.81236(5) 0.0211(2) Uani 1 1 d . . . . .
O3 O 0.98926(12) 0.72483(9) 0.66045(4) 0.0227(2) Uani 1 1 d . . . . .
O4 O 0.92322(13) 0.92852(9) 0.63663(4) 0.0226(2) Uani 1 1 d . . . . .
S2 S 0.87963(4) 0.82485(3) 0.66418(2) 0.01632(9) 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
C1 C2 1.3945(18) . ?
C1 C6 1.3875(18) . ?
C1 S1 1.7754(13) . ?
C2 H2 0.9300 . ?
C2 C3 1.389(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.393(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.388(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.393(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.5118(16) . ?
C7 N1 1.3214(16) . ?
C7 N2 1.3215(16) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.5376(18) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.5228(19) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 N2 1.4631(15) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C11 N2 1.4536(16) . ?
N1 S1 1.6030(11) . ?
O1 S1 1.4449(9) . ?
O2 S1 1.4428(9) . ?
C12 C13 1.3957(18) . ?
C12 C17 1.3884(18) . ?
C12 S2 1.7799(13) . ?
C13 H13 0.9300 . ?
C13 C14 1.3894(19) . ?
C14 H14 0.9300 . ?
C14 C15 1.396(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.387(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.3970(19) . ?
C17 H17 0.9300 . ?
C18 C19 1.5070(19) . ?
C18 N3 1.3213(18) . ?
C18 N4 1.3215(18) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.532(2) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.527(2) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 N4 1.4623(18) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C22 N4 1.4572(19) . ?
N3 S2 1.6125(11) . ?
O3 S2 1.4433(10) . ?
O4 S2 1.4452(10) . ?

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
C2 C1 S1 119.13(10) . . ?
C6 C1 C2 121.27(12) . . ?
C6 C1 S1 119.60(10) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 C1 119.11(13) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.20(14) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.01(13) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.44(13) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 118.96(13) . . ?
C1 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
N1 C7 C8 131.11(11) . . ?
N1 C7 N2 120.04(11) . . ?
N2 C7 C8 108.84(11) . . ?
C7 C8 H8A 111.0 . . ?
C7 C8 H8B 111.0 . . ?
C7 C8 C9 103.55(10) . . ?
H8A C8 H8B 109.0 . . ?
C9 C8 H8A 111.0 . . ?
C9 C8 H8B 111.0 . . ?
C8 C9 H9A 110.8 . . ?
C8 C9 H9B 110.8 . . ?
H9A C9 H9B 108.9 . . ?
C10 C9 C8 104.56(11) . . ?
C10 C9 H9A 110.8 . . ?
C10 C9 H9B 110.8 . . ?
C9 C10 H10A 111.2 . . ?
C9 C10 H10B 111.2 . . ?
H10A C10 H10B 109.1 . . ?
N2 C10 C9 102.89(10) . . ?
N2 C10 H10A 111.2 . . ?
N2 C10 H10B 111.2 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
C7 N1 S1 121.62(9) . . ?
C7 N2 C10 114.60(10) . . ?
C7 N2 C11 124.74(11) . . ?
C11 N2 C10 120.34(10) . . ?
N1 S1 C1 104.79(6) . . ?
O1 S1 C1 107.25(6) . . ?
O1 S1 N1 114.41(6) . . ?
O2 S1 C1 106.48(6) . . ?
O2 S1 N1 106.19(6) . . ?
O2 S1 O1 116.82(6) . . ?
C13 C12 S2 119.85(10) . . ?
C17 C12 C13 121.10(12) . . ?
C17 C12 S2 119.02(10) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 C12 119.28(12) . . ?
C14 C13 H13 120.4 . . ?
C13 C14 H14 120.1 . . ?
C13 C14 C15 119.87(12) . . ?
C15 C14 H14 120.1 . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.56(12) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.87(12) . . ?
C17 C16 H16 120.1 . . ?
C12 C17 C16 119.30(12) . . ?
C12 C17 H17 120.4 . . ?
C16 C17 H17 120.4 . . ?
N3 C18 C19 130.52(12) . . ?
N3 C18 N4 119.90(12) . . ?
N4 C18 C19 109.58(12) . . ?
C18 C19 H19A 110.8 . . ?
C18 C19 H19B 110.8 . . ?
C18 C19 C20 104.62(12) . . ?
H19A C19 H19B 108.9 . . ?
C20 C19 H19A 110.8 . . ?
C20 C19 H19B 110.8 . . ?
C19 C20 H20A 110.7 . . ?
C19 C20 H20B 110.7 . . ?
H20A C20 H20B 108.8 . . ?
C21 C20 C19 105.39(12) . . ?
C21 C20 H20A 110.7 . . ?
C21 C20 H20B 110.7 . . ?
C20 C21 H21A 110.9 . . ?
C20 C21 H21B 110.9 . . ?
H21A C21 H21B 109.0 . . ?
N4 C21 C20 104.11(11) . . ?
N4 C21 H21A 110.9 . . ?
N4 C21 H21B 110.9 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N4 C22 H22A 109.5 . . ?
N4 C22 H22B 109.5 . . ?
N4 C22 H22C 109.5 . . ?
C18 N3 S2 120.46(10) . . ?
C18 N4 C21 114.46(12) . . ?
C18 N4 C22 125.09(12) . . ?
C22 N4 C21 120.44(12) . . ?
N3 S2 C12 107.33(6) . . ?
O3 S2 C12 106.81(6) . . ?
O3 S2 N3 113.39(6) . . ?
O3 S2 O4 117.04(6) . . ?
O4 S2 C12 106.49(6) . . ?
O4 S2 N3 105.23(6) . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.769
_oxdiff_exptl_absorpt_empirical_full_min 0.599
####################################################################### 
# 
# 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_8Me[OTf]3
_database_code_depnum_ccdc_archive 'CCDC 2051040'
loop_
_audit_author_name
_audit_author_address
'Felix Hennersdorf'
;TU Dresden
Germany
;
_audit_update_record             
;
2020-12-17 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;
_audit_creation_date             2016-07-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H29 F N4 P, 3(C F3 O3 S)'
_chemical_formula_sum            'C23 H29 F10 N4 O9 P S3'
_chemical_formula_weight         822.65
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C92 H116 F40 N16 O36 P4 S12 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.85245(9)
_cell_length_b                   20.1873(3)
_cell_length_c                   21.8327(4)
_cell_angle_alpha                72.7551(14)
_cell_angle_beta                 85.1945(11)
_cell_angle_gamma                82.5742(11)
_cell_volume                     3273.83(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    20743
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.1810
_cell_measurement_theta_min      3.5470
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.578
_exptl_absorpt_correction_T_max  0.815
_exptl_absorpt_correction_T_min  0.563
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.669
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1680
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 13 5 0.0383
0 -13 -5 0.0383
-5 -2 -4 0.1340
5 2 4 0.1340
0 0 -1 0.0332
0 0 1 0.0332
-1 1 13 0.0434
4 -1 -7 0.1031
2 0 13 0.0654
-2 11 3 0.0667

_exptl_crystal_size_max          0.276
_exptl_crystal_size_mid          0.077
_exptl_crystal_size_min          0.066
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0010 12.9908 5.0024 -0.5298 0.8344 0.1651
-0.0010 -12.9908 -5.0024 0.5298 -0.8344 -0.1651
-4.9989 -1.9961 -3.9963 0.0854 -0.1873 0.9802
4.9989 1.9961 3.9963 -0.0854 0.1873 -0.9802
0.0001 -0.0000 -0.9994 -0.0576 -0.0449 0.0116
-0.0001 0.0000 0.9994 0.0576 0.0449 -0.0116
-1.0008 1.0003 12.9935 0.7235 0.6478 0.0595
3.9997 -1.0017 -6.9982 -0.4920 -0.4301 -0.7101
1.9985 -0.0005 12.9917 0.6724 0.5492 -0.5384
-1.9986 10.9932 3.0036 -0.4432 0.6852 0.5412

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            34017
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.671
_diffrn_reflns_theta_min         2.644
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -44.00 -17.00   0.50    1.75    --  -38.50 -38.00-120.00   54
  2  ω    -65.00  32.00   0.50    1.75    --  -38.50  57.00   0.00  194
  3  ω    -70.00  35.00   0.50    1.75    --  -38.50  77.00  90.00  210
  4  ω    -83.00 -14.00   0.50    1.75    --  -38.50 125.00 120.00  138
  5  ω   -107.00 -14.00   0.50    1.75    --  -38.50 -57.00-150.00  186
  6  ω   -105.00 -78.00   0.50    1.75    --  -38.50 -38.00-120.00   54
  7  ω     47.00 151.00   0.50    7.00    --  111.00 -15.00  60.00  208
  8  ω    142.00 177.00   0.50    7.00    --  111.00  45.00 120.00   70
  9  ω    103.00 134.00   0.50    7.00    --  111.00 -45.00   0.00   62
 10  ω    116.00 160.00   0.50    7.00    --  111.00  15.00 -60.00   88
 11  ω     95.00 122.00   0.50    7.00    --  111.00 -77.00 -90.00   54
 12  ω     93.00 134.00   0.50    7.00    --  111.00 -77.00-120.00   82
 13  ω     84.00 109.00   0.50    7.00    --  111.00 -94.00-150.00   50
 14  ω     78.00 108.00   0.50    7.00    --  111.00-125.00-150.00   60
 15  ω     49.00  76.00   0.50    7.00    --  111.00 -77.00-120.00   54
 16  ω     45.00  76.00   0.50    7.00    --  111.00 -77.00 -90.00   62
 17  ω     43.00  70.00   0.50    7.00    --  111.00 -94.00 -30.00   54
 18  ω     59.00 134.00   0.50    7.00    --  111.00 -77.00   0.00  150
 19  ω     94.00 120.00   0.50    7.00    --  111.00-125.00 120.00   52
 20  ω     91.00 121.00   0.50    7.00    --  111.00-125.00 150.00   60
 21  ω     54.00  82.00   0.50    7.00    --  111.00-125.00 120.00   56
 22  ω     51.00  96.00   0.50    7.00    --  111.00 -45.00 120.00   90
 23  ω     42.00 101.00   0.50    7.00    --  111.00 -45.00   0.00  118
 24  ω     74.00 113.00   0.50    7.00    --  111.00  15.00 -60.00   78
 25  ω     69.00 112.00   0.50    7.00    --  111.00 -30.00-150.00   86
 26  ω     48.00  75.00   0.50    7.00    --  111.00 -94.00-180.00   54
 27  ω     39.00 120.00   0.50    7.00    --  111.00-125.00-120.00  162
 28  ω     35.00 146.00   0.50    7.00    --  111.00 -15.00 -60.00  222
 29  ω     93.00 121.00   0.50    7.00    --  111.00  45.00 120.00   56
 30  ω     40.00  95.00   0.50    7.00    --  111.00 -45.00 -60.00  110
 31  ω     39.00  67.00   0.50    7.00    --  111.00 -30.00-150.00   56
 32  ω     30.00 109.00   0.50    7.00    --  111.00 -94.00-120.00  158
 33  ω    133.00 174.00   0.50    7.00    --  111.00 125.00 -90.00   82
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0379994000
_diffrn_orient_matrix_UB_12      -0.0629599000
_diffrn_orient_matrix_UB_13      0.0575984000
_diffrn_orient_matrix_UB_21      -0.0171836000
_diffrn_orient_matrix_UB_22      0.0469303000
_diffrn_orient_matrix_UB_23      0.0449212000
_diffrn_orient_matrix_UB_31      -0.1936363000
_diffrn_orient_matrix_UB_32      0.0172123000
_diffrn_orient_matrix_UB_33      -0.0116575000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                12449
_reflns_number_total             13606
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.558
_refine_diff_density_min         -0.875
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     997
_refine_ls_number_reflns         13606
_refine_ls_number_restraints     66
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0464
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0573P)²+3.4940P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1182
_refine_ls_wR_factor_ref         0.1217
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
S4 \\sim O11A \\sim C44A \\sim O10A \\sim O12A \\sim F13A \\sim F12A \\sim F14A
\\sim S1AA: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Others
 Sof(S1AA)=Sof(O10B)=Sof(F14B)=Sof(F13B)=Sof(C44B)=Sof(O12B)=Sof(O11B)=
 Sof(F12B)=1-FVAR(1)
 Sof(S4)=Sof(F13A)=Sof(F12A)=Sof(O11A)=Sof(F14A)=Sof(C44A)=Sof(O10A)=Sof(O12A)=
 FVAR(1)
 Sof(F17B)=Sof(O14B)=Sof(F16B)=Sof(F15B)=Sof(C45B)=1-FVAR(2)
 Sof(O14A)=Sof(F16A)=Sof(F15A)=Sof(F17A)=Sof(C45A)=FVAR(2)
 Sof(S0AA)=Sof(F18B)=Sof(O17B)=Sof(C46B)=Sof(O16B)=1-FVAR(3)
 Sof(S6)=Sof(F18A)=Sof(O16A)=Sof(O17A)=Sof(C46A)=FVAR(3)
4.a Aromatic/amide H refined with riding coordinates:
 C22(H22), C26(H26), C2(H2), C6(H6), C5(H5), C25(H25), C24(H24), C23(H23),
 C3(H3), C4(H4)
4.b Idealised Me refined as rotating group:
 C39(H39A,H39B,H39C), C19(H19A,H19B,H19C), C40(H40A,H40B,H40C), C38(H38A,H38B,
 H38C), C31(H31A,H31B,H31C), C20(H20A,H20B,H20C), C11(H11A,H11B,H11C), C18(H18A,
 H18B,H18C), C10(H10A,H10B,H10C), C37(H37A,H37B,H37C), C17(H17A,H17B,H17C),
 C30(H30A,H30B,H30C), C33(H33A,H33B,H33C), C13(H13A,H13B,H13C), C12(H12A,H12B,
 H12C), C32(H32A,H32B,H32C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P2 P 0.34089(6) 0.48389(3) 0.28469(2) 0.01718(11) Uani 1 1 d . . . . .
P1 P 0.11370(6) 0.02769(3) 0.21596(2) 0.01737(11) Uani 1 1 d . . . . .
S5 S 0.43826(6) 0.33948(3) 0.13890(2) 0.02119(11) Uani 1 1 d . . . . .
S2 S 1.02427(6) 0.17239(3) 0.36277(2) 0.02150(11) Uani 1 1 d . . . . .
S1 S 0.80692(6) 0.44243(3) 0.39872(3) 0.02360(12) Uani 1 1 d . . . . .
S3 S 0.64568(7) 0.04701(4) 0.10212(3) 0.03109(13) Uani 1 1 d . . . . .
S6 S 0.36350(7) 0.16308(3) 0.66154(3) 0.02685(17) Uani 0.943(2) 1 d . . P A 1
S4 S 0.79713(11) 0.63584(7) 0.15497(6) 0.0398(4) Uani 0.718(3) 1 d . U P B 1
F2 F 0.52107(15) 0.47624(7) 0.25194(6) 0.0232(2) Uani 1 1 d . . . . .
F1 F -0.06172(15) 0.03914(7) 0.25097(6) 0.0234(3) Uani 1 1 d . . . . .
F3 F 0.96385(19) 0.39434(9) 0.50720(7) 0.0368(3) Uani 1 1 d . . . . .
F5 F 1.01337(18) 0.32842(7) 0.44480(7) 0.0325(3) Uani 1 1 d . . . . .
F20 F 0.03023(19) 0.17167(8) 0.64930(8) 0.0388(3) Uani 1 1 d . . . . .
F4 F 0.77071(19) 0.33117(9) 0.49793(7) 0.0419(4) Uani 1 1 d . . . . .
F13A F 0.4803(3) 0.69645(15) 0.16800(17) 0.0282(5) Uani 0.718(3) 1 d . U P B 1
F6 F 0.9468(2) 0.17649(9) 0.48165(8) 0.0483(4) Uani 1 1 d . . . . .
F19 F 0.1672(2) 0.23018(9) 0.56580(8) 0.0494(5) Uani 1 1 d . . . . .
O5 O 0.8796(2) 0.22439(8) 0.34323(8) 0.0277(3) Uani 1 1 d . . . . .
F8 F 0.8235(2) 0.10150(9) 0.45484(8) 0.0471(4) Uani 1 1 d . . . . .
O1 O 0.72022(19) 0.40822(9) 0.36324(8) 0.0269(3) Uani 1 1 d . . . . .
F11 F 0.4985(2) 0.08621(11) -0.00828(8) 0.0512(5) Uani 1 1 d . . . . .
O13 O 0.4489(2) 0.40496(9) 0.15053(9) 0.0314(4) Uani 1 1 d . . . . .
F10 F 0.4639(2) 0.16322(9) 0.04313(8) 0.0482(4) Uani 1 1 d . . . . .
O8 O 0.4838(2) 0.02808(9) 0.13531(8) 0.0287(3) Uani 1 1 d . . . . .
F18A F 0.1864(2) 0.11854(10) 0.58761(9) 0.0443(4) Uani 0.943(2) 1 d . . P A 1
F7 F 1.0935(3) 0.08122(9) 0.47414(8) 0.0493(4) Uani 1 1 d . . . . .
O4 O 1.0342(2) 0.11420(9) 0.33657(8) 0.0300(3) Uani 1 1 d . . . . .
O2 O 0.9618(2) 0.47094(8) 0.36645(8) 0.0286(3) Uani 1 1 d . . . . .
O15 O 0.5879(2) 0.28922(9) 0.15418(9) 0.0310(4) Uani 1 1 d . . . . .
O18 O 0.3648(2) 0.09284(10) 0.70375(9) 0.0388(4) Uani 1 1 d . . . . .
N4 N 0.0367(2) 0.16003(9) 0.13231(8) 0.0188(3) Uani 1 1 d . . . . .
N8 N 0.4136(2) 0.34910(9) 0.36389(8) 0.0174(3) Uani 1 1 d . . . . .
O9 O 0.7422(2) 0.08362(11) 0.13275(9) 0.0369(4) Uani 1 1 d . . . . .
N7 N 0.3331(2) 0.42398(9) 0.41818(8) 0.0169(3) Uani 1 1 d . . . . .
N6 N 0.0857(2) 0.42926(9) 0.23254(8) 0.0187(3) Uani 1 1 d . . . . .
N2 N 0.3806(2) 0.08820(9) 0.25492(8) 0.0190(3) Uani 1 1 d . . . . .
N5 N 0.2005(2) 0.51896(9) 0.16825(8) 0.0202(3) Uani 1 1 d . . . . .
N3 N 0.1190(2) 0.08200(9) 0.08169(8) 0.0182(3) Uani 1 1 d . . . . .
N1 N 0.2827(2) -0.00066(9) 0.32673(8) 0.0199(3) Uani 1 1 d . . . . .
O3 O 0.6946(2) 0.48596(11) 0.42988(9) 0.0395(4) Uani 1 1 d . . . . .
O6 O 1.1850(2) 0.19883(10) 0.36354(11) 0.0432(5) Uani 1 1 d . . . . .
O16A O 0.5041(3) 0.17375(14) 0.61406(11) 0.0383(5) Uani 0.943(2) 1 d . . P A 1
F12A F 0.6252(3) 0.73986(15) 0.07676(12) 0.0431(6) Uani 0.718(3) 1 d . U P B 1
O11A O 0.9532(5) 0.6661(2) 0.1231(2) 0.0347(8) Uani 0.718(3) 1 d . U P B 1
F9 F 0.7067(2) 0.14468(16) -0.00533(9) 0.0848(9) Uani 1 1 d . . . . .
O14A O 0.2757(3) 0.31241(11) 0.1632(2) 0.0413(8) Uani 0.885(8) 1 d . . P C 1
O17A O 0.3216(3) 0.21765(11) 0.69157(11) 0.0436(5) Uani 0.943(2) 1 d . . P A 1
F16A F 0.2915(5) 0.4051(2) 0.03247(14) 0.0727(11) Uani 0.885(8) 1 d . . P C 1
O7 O 0.7458(3) -0.00579(15) 0.07873(10) 0.0568(7) Uani 1 1 d . . . . .
C15 C 0.0750(3) 0.14373(11) 0.03660(10) 0.0202(4) Uani 1 1 d . . . . .
C35 C 0.3848(2) 0.36140(10) 0.46119(9) 0.0178(4) Uani 1 1 d . . . . .
C7 C 0.2678(3) 0.04027(10) 0.26522(9) 0.0176(4) Uani 1 1 d . . . . .
C39 C 0.3891(3) 0.35242(11) 0.53117(10) 0.0222(4) Uani 1 1 d . . . . .
H39A H 0.4557 0.3872 0.5380 0.033 Uiso 1 1 calc GR . . . .
H39B H 0.4429 0.3055 0.5525 0.033 Uiso 1 1 calc GR . . . .
H39C H 0.2715 0.3586 0.5491 0.033 Uiso 1 1 calc GR . . . .
C36 C 0.4344(2) 0.31423(10) 0.42682(9) 0.0180(4) Uani 1 1 d . . . . .
C34 C 0.3516(2) 0.41640(10) 0.35808(9) 0.0174(4) Uani 1 1 d . . . . .
C14 C 0.0955(2) 0.09213(10) 0.14065(9) 0.0180(4) Uani 1 1 d . . . . .
F15A F 0.5680(6) 0.3878(2) 0.02352(14) 0.0946(17) Uani 0.885(8) 1 d . . P C 1
C9 C 0.4657(3) 0.07747(12) 0.30925(11) 0.0230(4) Uani 1 1 d . . . . .
C29 C 0.0126(3) 0.44531(11) 0.17481(11) 0.0234(4) Uani 1 1 d . . . . .
C19 C 0.0829(3) 0.15128(12) -0.03343(10) 0.0255(4) Uani 1 1 d . . . . .
H19A H 0.2007 0.1378 -0.0473 0.038 Uiso 1 1 calc GR . . . .
H19B H 0.0476 0.2000 -0.0570 0.038 Uiso 1 1 calc GR . . . .
H19C H 0.0054 0.1211 -0.0421 0.038 Uiso 1 1 calc GR . . . .
C27 C 0.2009(3) 0.47496(10) 0.22855(9) 0.0175(4) Uani 1 1 d . . . . .
C1 C 0.1341(3) -0.05772(11) 0.21122(10) 0.0214(4) Uani 1 1 d . . . . .
C40 C 0.5030(3) 0.23941(11) 0.44834(11) 0.0238(4) Uani 1 1 d . . . . .
H40A H 0.4231 0.2112 0.4380 0.036 Uiso 1 1 calc GR . . . .
H40B H 0.5161 0.2250 0.4948 0.036 Uiso 1 1 calc GR . . . .
H40C H 0.6151 0.2326 0.4264 0.036 Uiso 1 1 calc GR . . . .
C38 C 0.4690(3) 0.31816(11) 0.31151(10) 0.0215(4) Uani 1 1 d . . . . .
H38A H 0.5926 0.3029 0.3133 0.032 Uiso 1 1 calc GR . . . .
H38B H 0.4455 0.3530 0.2702 0.032 Uiso 1 1 calc GR . . . .
H38C H 0.4060 0.2780 0.3160 0.032 Uiso 1 1 calc GR . . . .
C22 C 0.1430(3) 0.60190(11) 0.29645(10) 0.0257(4) Uani 1 1 d . . . . .
H22 H 0.0477 0.5834 0.2860 0.031 Uiso 1 1 calc R . . . .
C21 C 0.3094(3) 0.56735(11) 0.29547(10) 0.0218(4) Uani 1 1 d . . . . .
C16 C 0.0237(3) 0.19301(11) 0.06838(10) 0.0208(4) Uani 1 1 d . . . . .
C28 C 0.0861(3) 0.50121(11) 0.13420(11) 0.0247(4) Uani 1 1 d . . . . .
C26 C 0.4542(3) 0.59459(12) 0.30775(11) 0.0280(5) Uani 1 1 d . . . . .
H26 H 0.5662 0.5709 0.3056 0.034 Uiso 1 1 calc R . . . .
C2 C 0.2957(3) -0.09616(11) 0.21349(11) 0.0268(4) Uani 1 1 d . . . . .
H2 H 0.3949 -0.0782 0.2215 0.032 Uiso 1 1 calc R . . . .
C31 C 0.0511(3) 0.36740(12) 0.28527(11) 0.0247(4) Uani 1 1 d . . . . .
H31A H -0.0734 0.3666 0.2934 0.037 Uiso 1 1 calc GR . . . .
H31B H 0.1032 0.3688 0.3241 0.037 Uiso 1 1 calc GR . . . .
H31C H 0.1003 0.3253 0.2737 0.037 Uiso 1 1 calc GR . . . .
C41 C 0.8919(3) 0.37025(13) 0.46587(11) 0.0274(5) Uani 1 1 d . . . . .
F14A F 0.6819(3) 0.76112(16) 0.16323(17) 0.0672(10) Uani 0.718(3) 1 d . U P B 1
C8 C 0.4040(3) 0.02165(12) 0.35429(11) 0.0247(4) Uani 1 1 d . . . . .
C20 C -0.0387(3) 0.26838(12) 0.04368(11) 0.0296(5) Uani 1 1 d . . . . .
H20A H -0.1567 0.2767 0.0604 0.044 Uiso 1 1 calc GR . . . .
H20B H -0.0362 0.2821 -0.0033 0.044 Uiso 1 1 calc GR . . . .
H20C H 0.0357 0.2960 0.0577 0.044 Uiso 1 1 calc GR . . . .
C11 C 0.4068(3) 0.14685(12) 0.19757(11) 0.0266(4) Uani 1 1 d . . . . .
H11A H 0.3522 0.1403 0.1613 0.040 Uiso 1 1 calc GR . . . .
H11B H 0.5303 0.1489 0.1873 0.040 Uiso 1 1 calc GR . . . .
H11C H 0.3554 0.1905 0.2058 0.040 Uiso 1 1 calc GR . . . .
C18 C -0.0157(3) 0.19476(11) 0.18253(10) 0.0229(4) Uani 1 1 d . . . . .
H18A H 0.0047 0.1614 0.2248 0.034 Uiso 1 1 calc GR . . . .
H18B H -0.1382 0.2119 0.1798 0.034 Uiso 1 1 calc GR . . . .
H18C H 0.0516 0.2341 0.1764 0.034 Uiso 1 1 calc GR . . . .
C6 C -0.0167(3) -0.08379(12) 0.20185(10) 0.0268(5) Uani 1 1 d . . . . .
H6 H -0.1258 -0.0573 0.2020 0.032 Uiso 1 1 calc R . . . .
C10 C 0.1734(3) -0.05453(12) 0.36215(11) 0.0275(5) Uani 1 1 d . . . . .
H10A H 0.1038 -0.0388 0.3956 0.041 Uiso 1 1 calc GR . . . .
H10B H 0.2457 -0.0977 0.3820 0.041 Uiso 1 1 calc GR . . . .
H10C H 0.0975 -0.0631 0.3325 0.041 Uiso 1 1 calc GR . . . .
C37 C 0.2727(3) 0.48714(11) 0.43797(10) 0.0211(4) Uani 1 1 d . . . . .
H37A H 0.2364 0.4737 0.4836 0.032 Uiso 1 1 calc GR . . . .
H37B H 0.1753 0.5130 0.4126 0.032 Uiso 1 1 calc GR . . . .
H37C H 0.3662 0.5168 0.4309 0.032 Uiso 1 1 calc GR . . . .
C17 C 0.1685(3) 0.01591(11) 0.06568(10) 0.0228(4) Uani 1 1 d . . . . .
H17A H 0.0697 -0.0112 0.0741 0.034 Uiso 1 1 calc GR . . . .
H17B H 0.2631 -0.0110 0.0921 0.034 Uiso 1 1 calc GR . . . .
H17C H 0.2056 0.0259 0.0202 0.034 Uiso 1 1 calc GR . . . .
C42 C 0.9700(4) 0.13108(13) 0.44814(12) 0.0335(5) Uani 1 1 d . . . . .
C5 C -0.0010(4) -0.14919(13) 0.19238(11) 0.0340(5) Uani 1 1 d . . . . .
H5 H -0.1003 -0.1683 0.1861 0.041 Uiso 1 1 calc R . . . .
C30 C 0.3157(3) 0.57313(11) 0.13964(11) 0.0267(4) Uani 1 1 d . . . . .
H30A H 0.3759 0.5817 0.1737 0.040 Uiso 1 1 calc GR . . . .
H30B H 0.2482 0.6163 0.1165 0.040 Uiso 1 1 calc GR . . . .
H30C H 0.4000 0.5575 0.1097 0.040 Uiso 1 1 calc GR . . . .
C46A C 0.1782(3) 0.17150(14) 0.61318(13) 0.0291(5) Uani 0.943(2) 1 d . . P A 1
C33 C -0.1224(3) 0.40620(13) 0.16263(13) 0.0327(5) Uani 1 1 d . . . . .
H33A H -0.0825 0.3562 0.1749 0.049 Uiso 1 1 calc GR . . . .
H33B H -0.1463 0.4222 0.1169 0.049 Uiso 1 1 calc GR . . . .
H33C H -0.2276 0.4144 0.1881 0.049 Uiso 1 1 calc GR . . . .
C25 C 0.4287(4) 0.65720(13) 0.32309(12) 0.0345(6) Uani 1 1 d . . . . .
H25 H 0.5244 0.6775 0.3307 0.041 Uiso 1 1 calc R . . . .
C13 C 0.5964(3) 0.12227(14) 0.31509(13) 0.0323(5) Uani 1 1 d . . . . .
H13A H 0.7074 0.1073 0.2966 0.048 Uiso 1 1 calc GR . . . .
H13B H 0.6076 0.1180 0.3605 0.048 Uiso 1 1 calc GR . . . .
H13C H 0.5601 0.1710 0.2920 0.048 Uiso 1 1 calc GR . . . .
C24 C 0.2638(4) 0.69017(12) 0.32740(12) 0.0369(6) Uani 1 1 d . . . . .
H24 H 0.2476 0.7316 0.3404 0.044 Uiso 1 1 calc R . . . .
F17A F 0.4126(6) 0.3027(2) 0.03726(19) 0.1080(19) Uani 0.885(8) 1 d . . P C 1
C23 C 0.1210(4) 0.66377(12) 0.31310(12) 0.0330(5) Uani 1 1 d . . . . .
H23 H 0.0095 0.6880 0.3148 0.040 Uiso 1 1 calc R . . . .
C3 C 0.3066(4) -0.16127(12) 0.20368(12) 0.0349(5) Uani 1 1 d . . . . .
H3 H 0.4147 -0.1888 0.2049 0.042 Uiso 1 1 calc R . . . .
C4 C 0.1588(4) -0.18666(12) 0.19203(12) 0.0365(6) Uani 1 1 d . . . . .
H4 H 0.1686 -0.2306 0.1837 0.044 Uiso 1 1 calc R . . . .
C43 C 0.5765(3) 0.11408(18) 0.02908(13) 0.0434(7) Uani 1 1 d . . . . .
C12 C 0.4510(3) -0.01175(16) 0.42214(12) 0.0381(6) Uani 1 1 d . . . . .
H12A H 0.3552 -0.0019 0.4511 0.057 Uiso 1 1 calc GR . . . .
H12B H 0.5533 0.0069 0.4302 0.057 Uiso 1 1 calc GR . . . .
H12C H 0.4753 -0.0623 0.4297 0.057 Uiso 1 1 calc GR . . . .
C32 C 0.0594(4) 0.53783(15) 0.06499(13) 0.0430(7) Uani 1 1 d . . . . .
H32A H 0.0261 0.5877 0.0594 0.065 Uiso 1 1 calc GR . . . .
H32B H -0.0318 0.5182 0.0503 0.065 Uiso 1 1 calc GR . . . .
H32C H 0.1664 0.5317 0.0397 0.065 Uiso 1 1 calc GR . . . .
C44A C 0.6360(4) 0.71213(16) 0.13983(15) 0.0219(6) Uani 0.718(3) 1 d . U P B 1
C45A C 0.4290(8) 0.3603(3) 0.05360(18) 0.0523(12) Uani 0.885(8) 1 d . . P C 1
O10A O 0.7258(4) 0.59243(16) 0.1240(3) 0.0736(13) Uani 0.718(3) 1 d . U P B 1
O12A O 0.7950(7) 0.6152(4) 0.2229(4) 0.144(3) Uani 0.718(3) 1 d . U P B 1
S1AA S 0.8205(3) 0.66506(14) 0.17249(9) 0.0237(6) Uani 0.282(3) 1 d . U P B 2
O10B O 0.7976(16) 0.7110(7) 0.2104(6) 0.085(3) Uiso 0.282(3) 1 d . . P B 2
F14B F 0.647(2) 0.6459(8) 0.0871(7) 0.128(5) Uiso 0.282(3) 1 d . . P B 2
F13B F 0.4966(15) 0.6894(6) 0.1525(5) 0.048(3) Uiso 0.282(3) 1 d . . P B 2
C44B C 0.651(2) 0.6861(10) 0.1193(9) 0.070(4) Uiso 0.282(3) 1 d . . P B 2
O12B O 0.8172(12) 0.5969(4) 0.2157(5) 0.0271(16) Uiso 0.282(3) 1 d . . P B 2
O11B O 0.964(2) 0.6800(7) 0.1318(7) 0.044(4) Uiso 0.282(3) 1 d . . P B 2
F12B F 0.628(3) 0.7565(11) 0.0940(10) 0.149(8) Uiso 0.282(3) 1 d . . P B 2
F17B F 0.515(2) 0.3229(8) 0.0213(7) 0.037(4) Uiso 0.115(8) 1 d . . P C 2
O14B O 0.286(2) 0.3103(8) 0.1343(9) 0.020(4) Uiso 0.115(8) 1 d . . P C 2
F16B F 0.365(2) 0.4222(8) 0.0202(8) 0.034(4) Uiso 0.115(8) 1 d . . P C 2
F15B F 0.634(2) 0.4018(9) 0.0367(9) 0.039(5) Uiso 0.115(8) 1 d . . P C 2
C45B C 0.506(4) 0.3720(11) 0.0436(13) 0.018(5) Uiso 0.115(8) 1 d . . P C 2
S0AA S 0.3225(14) 0.1202(6) 0.6478(5) 0.033(3) Uiso 0.057(2) 1 d . . P A 2
F18B F 0.223(4) 0.2456(15) 0.6586(14) 0.042(7) Uiso 0.057(2) 1 d . . P A 2
O17B O 0.243(5) 0.076(2) 0.624(2) 0.050(9) Uiso 0.057(2) 1 d . . P A 2
C46B C 0.157(5) 0.199(2) 0.6366(19) 0.023(7) Uiso 0.057(2) 1 d . . P A 2
O16B O 0.486(6) 0.148(2) 0.607(2) 0.038(10) Uiso 0.057(2) 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
P2 F2 1.5416(13) . ?
P2 C34 1.769(2) . ?
P2 C27 1.775(2) . ?
P2 C21 1.753(2) . ?
P1 F1 1.5432(13) . ?
P1 C7 1.774(2) . ?
P1 C14 1.772(2) . ?
P1 C1 1.744(2) . ?
S5 O13 1.4319(17) . ?
S5 O15 1.4415(16) . ?
S5 O14A 1.451(2) . ?
S5 C45A 1.789(4) . ?
S5 O14B 1.423(15) . ?
S5 C45B 2.03(3) . ?
S2 O5 1.4432(16) . ?
S2 O4 1.4422(17) . ?
S2 O6 1.4357(18) . ?
S2 C42 1.841(3) . ?
S1 O1 1.4379(16) . ?
S1 O2 1.4508(17) . ?
S1 O3 1.4377(18) . ?
S1 C41 1.834(2) . ?
S3 O8 1.4468(17) . ?
S3 O9 1.4458(19) . ?
S3 O7 1.433(2) . ?
S3 C43 1.829(3) . ?
S6 O18 1.4434(19) . ?
S6 O16A 1.441(2) . ?
S6 O17A 1.432(2) . ?
S6 C46A 1.830(3) . ?
S4 O11A 1.469(4) . ?
S4 C44A 1.830(3) . ?
S4 O10A 1.443(4) . ?
S4 O12A 1.415(8) . ?
F3 C41 1.336(3) . ?
F5 C41 1.335(3) . ?
F20 C46A 1.349(3) . ?
F20 C46B 1.18(4) . ?
F4 C41 1.332(3) . ?
F13A C44A 1.353(4) . ?
F6 C42 1.319(3) . ?
F19 C46A 1.320(3) . ?
F19 C46B 1.49(4) . ?
F8 C42 1.341(3) . ?
F11 C43 1.342(4) . ?
F10 C43 1.330(4) . ?
F18A C46A 1.338(3) . ?
F7 C42 1.333(3) . ?
O18 S0AA 1.236(11) . ?
N4 C14 1.352(3) . ?
N4 C16 1.363(3) . ?
N4 C18 1.473(3) . ?
N8 C36 1.358(3) . ?
N8 C34 1.355(3) . ?
N8 C38 1.468(3) . ?
N7 C35 1.368(3) . ?
N7 C34 1.359(3) . ?
N7 C37 1.474(3) . ?
N6 C29 1.362(3) . ?
N6 C27 1.353(3) . ?
N6 C31 1.463(3) . ?
N2 C7 1.353(3) . ?
N2 C9 1.358(3) . ?
N2 C11 1.467(3) . ?
N5 C27 1.353(3) . ?
N5 C28 1.357(3) . ?
N5 C30 1.470(3) . ?
N3 C15 1.364(3) . ?
N3 C14 1.356(3) . ?
N3 C17 1.474(3) . ?
N1 C7 1.358(3) . ?
N1 C8 1.357(3) . ?
N1 C10 1.466(3) . ?
F12A C44A 1.329(4) . ?
F9 C43 1.323(3) . ?
F16A C45A 1.334(4) . ?
C15 C19 1.488(3) . ?
C15 C16 1.375(3) . ?
C35 C39 1.487(3) . ?
C35 C36 1.379(3) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C36 C40 1.484(3) . ?
F15A C45A 1.324(6) . ?
C9 C8 1.369(3) . ?
C9 C13 1.489(3) . ?
C29 C28 1.372(3) . ?
C29 C33 1.485(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C1 C2 1.395(3) . ?
C1 C6 1.410(3) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C22 H22 0.9500 . ?
C22 C21 1.401(3) . ?
C22 C23 1.387(3) . ?
C21 C26 1.402(3) . ?
C16 C20 1.487(3) . ?
C28 C32 1.491(3) . ?
C26 H26 0.9500 . ?
C26 C25 1.387(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.384(3) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
F14A C44A 1.338(4) . ?
C8 C12 1.490(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C6 H6 0.9500 . ?
C6 C5 1.384(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C5 H5 0.9500 . ?
C5 C4 1.379(4) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C25 H25 0.9500 . ?
C25 C24 1.386(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C24 H24 0.9500 . ?
C24 C23 1.397(4) . ?
F17A C45A 1.337(6) . ?
C23 H23 0.9500 . ?
C3 H3 0.9500 . ?
C3 C4 1.398(4) . ?
C4 H4 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
S1AA O10B 1.400(13) . ?
S1AA C44B 1.770(17) . ?
S1AA O12B 1.421(10) . ?
S1AA O11B 1.382(16) . ?
F14B C44B 1.23(2) . ?
F13B C44B 1.36(2) . ?
C44B F12B 1.36(3) . ?
F17B C45B 1.22(3) . ?
F16B C45B 1.42(3) . ?
F15B C45B 1.22(3) . ?
S0AA O17B 1.38(4) . ?
S0AA C46B 1.90(4) . ?
S0AA O16B 1.56(5) . ?
F18B C46B 1.34(5) . ?

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
F2 P2 C34 104.15(8) . . ?
F2 P2 C27 103.67(8) . . ?
F2 P2 C21 107.00(9) . . ?
C34 P2 C27 115.79(9) . . ?
C21 P2 C34 112.84(10) . . ?
C21 P2 C27 112.19(10) . . ?
F1 P1 C7 105.06(8) . . ?
F1 P1 C14 103.37(8) . . ?
F1 P1 C1 106.46(9) . . ?
C14 P1 C7 114.46(9) . . ?
C1 P1 C7 112.28(10) . . ?
C1 P1 C14 114.01(10) . . ?
O13 S5 O15 115.43(10) . . ?
O13 S5 O14A 111.89(15) . . ?
O13 S5 C45A 104.58(19) . . ?
O13 S5 C45B 95.6(6) . . ?
O15 S5 O14A 114.92(12) . . ?
O15 S5 C45A 104.44(15) . . ?
O15 S5 C45B 94.0(7) . . ?
O14A S5 C45A 104.0(2) . . ?
O14B S5 O13 127.0(7) . . ?
O14B S5 O15 114.3(6) . . ?
O14B S5 C45B 98.1(9) . . ?
O5 S2 C42 103.02(11) . . ?
O4 S2 O5 114.78(10) . . ?
O4 S2 C42 101.71(11) . . ?
O6 S2 O5 115.66(11) . . ?
O6 S2 O4 115.18(12) . . ?
O6 S2 C42 103.77(13) . . ?
O1 S1 O2 114.52(10) . . ?
O1 S1 C41 103.33(11) . . ?
O2 S1 C41 102.47(10) . . ?
O3 S1 O1 114.41(11) . . ?
O3 S1 O2 116.19(12) . . ?
O3 S1 C41 103.43(11) . . ?
O8 S3 C43 102.42(10) . . ?
O9 S3 O8 114.34(10) . . ?
O9 S3 C43 103.32(13) . . ?
O7 S3 O8 115.56(15) . . ?
O7 S3 O9 114.97(13) . . ?
O7 S3 C43 103.82(14) . . ?
O18 S6 C46A 102.79(11) . . ?
O16A S6 O18 114.80(14) . . ?
O16A S6 C46A 102.75(13) . . ?
O17A S6 O18 115.79(13) . . ?
O17A S6 O16A 114.80(16) . . ?
O17A S6 C46A 103.30(13) . . ?
O11A S4 C44A 102.3(2) . . ?
O10A S4 O11A 115.5(3) . . ?
O10A S4 C44A 101.38(18) . . ?
O12A S4 O11A 114.6(4) . . ?
O12A S4 C44A 100.8(3) . . ?
O12A S4 O10A 118.3(4) . . ?
C14 N4 C16 109.28(17) . . ?
C14 N4 C18 127.37(17) . . ?
C16 N4 C18 123.28(18) . . ?
C36 N8 C38 123.29(17) . . ?
C34 N8 C36 109.52(17) . . ?
C34 N8 C38 126.90(17) . . ?
C35 N7 C37 122.47(17) . . ?
C34 N7 C35 108.71(17) . . ?
C34 N7 C37 128.81(17) . . ?
C29 N6 C31 122.38(18) . . ?
C27 N6 C29 108.54(18) . . ?
C27 N6 C31 128.78(18) . . ?
C7 N2 C9 109.21(18) . . ?
C7 N2 C11 128.50(18) . . ?
C9 N2 C11 122.18(18) . . ?
C27 N5 C28 109.21(18) . . ?
C27 N5 C30 127.23(17) . . ?
C28 N5 C30 123.25(18) . . ?
C15 N3 C17 122.90(17) . . ?
C14 N3 C15 108.72(17) . . ?
C14 N3 C17 128.17(17) . . ?
C7 N1 C10 127.10(17) . . ?
C8 N1 C7 108.92(18) . . ?
C8 N1 C10 123.54(18) . . ?
N3 C15 C19 123.07(19) . . ?
N3 C15 C16 107.55(18) . . ?
C16 C15 C19 129.38(19) . . ?
N7 C35 C39 122.56(18) . . ?
N7 C35 C36 107.40(17) . . ?
C36 C35 C39 129.98(19) . . ?
N2 C7 P1 131.98(16) . . ?
N2 C7 N1 107.10(17) . . ?
N1 C7 P1 120.85(15) . . ?
C35 C39 H39A 109.5 . . ?
C35 C39 H39B 109.5 . . ?
C35 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
N8 C36 C35 107.07(17) . . ?
N8 C36 C40 122.09(18) . . ?
C35 C36 C40 130.83(19) . . ?
N8 C34 P2 124.69(15) . . ?
N8 C34 N7 107.31(17) . . ?
N7 C34 P2 126.84(15) . . ?
N4 C14 P1 124.97(15) . . ?
N4 C14 N3 107.50(17) . . ?
N3 C14 P1 127.17(15) . . ?
N2 C9 C8 107.23(18) . . ?
N2 C9 C13 123.3(2) . . ?
C8 C9 C13 129.5(2) . . ?
N6 C29 C28 107.67(18) . . ?
N6 C29 C33 122.8(2) . . ?
C28 C29 C33 129.5(2) . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N6 C27 P2 132.44(16) . . ?
N5 C27 P2 120.01(15) . . ?
N5 C27 N6 107.54(17) . . ?
C2 C1 P1 120.25(16) . . ?
C2 C1 C6 122.6(2) . . ?
C6 C1 P1 117.10(18) . . ?
C36 C40 H40A 109.5 . . ?
C36 C40 H40B 109.5 . . ?
C36 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
N8 C38 H38A 109.5 . . ?
N8 C38 H38B 109.5 . . ?
N8 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C21 C22 H22 120.8 . . ?
C23 C22 H22 120.8 . . ?
C23 C22 C21 118.3(2) . . ?
C22 C21 P2 120.04(16) . . ?
C22 C21 C26 122.5(2) . . ?
C26 C21 P2 117.32(18) . . ?
N4 C16 C15 106.95(18) . . ?
N4 C16 C20 122.2(2) . . ?
C15 C16 C20 130.9(2) . . ?
N5 C28 C29 107.03(19) . . ?
N5 C28 C32 122.7(2) . . ?
C29 C28 C32 130.2(2) . . ?
C21 C26 H26 121.0 . . ?
C25 C26 C21 117.9(2) . . ?
C25 C26 H26 121.0 . . ?
C1 C2 H2 121.1 . . ?
C3 C2 C1 117.8(2) . . ?
C3 C2 H2 121.1 . . ?
N6 C31 H31A 109.5 . . ?
N6 C31 H31B 109.5 . . ?
N6 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
F3 C41 S1 110.75(17) . . ?
F5 C41 S1 110.64(16) . . ?
F5 C41 F3 107.31(18) . . ?
F4 C41 S1 112.34(15) . . ?
F4 C41 F3 108.20(19) . . ?
F4 C41 F5 107.4(2) . . ?
N1 C8 C9 107.54(19) . . ?
N1 C8 C12 122.7(2) . . ?
C9 C8 C12 129.8(2) . . ?
C16 C20 H20A 109.5 . . ?
C16 C20 H20B 109.5 . . ?
C16 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N4 C18 H18A 109.5 . . ?
N4 C18 H18B 109.5 . . ?
N4 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C1 C6 H6 121.0 . . ?
C5 C6 C1 118.0(2) . . ?
C5 C6 H6 121.0 . . ?
N1 C10 H10A 109.5 . . ?
N1 C10 H10B 109.5 . . ?
N1 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N7 C37 H37A 109.5 . . ?
N7 C37 H37B 109.5 . . ?
N7 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
N3 C17 H17A 109.5 . . ?
N3 C17 H17B 109.5 . . ?
N3 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
F6 C42 S2 112.19(18) . . ?
F6 C42 F8 106.9(2) . . ?
F6 C42 F7 108.5(2) . . ?
F8 C42 S2 110.55(17) . . ?
F7 C42 S2 110.77(19) . . ?
F7 C42 F8 107.7(2) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 C6 120.1(2) . . ?
C4 C5 H5 120.0 . . ?
N5 C30 H30A 109.5 . . ?
N5 C30 H30B 109.5 . . ?
N5 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
F20 C46A S6 110.84(18) . . ?
F19 C46A S6 112.01(17) . . ?
F19 C46A F20 106.9(2) . . ?
F19 C46A F18A 107.9(2) . . ?
F18A C46A S6 111.21(18) . . ?
F18A C46A F20 107.8(2) . . ?
C29 C33 H33A 109.5 . . ?
C29 C33 H33B 109.5 . . ?
C29 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C26 C25 H25 119.9 . . ?
C24 C25 C26 120.2(2) . . ?
C24 C25 H25 119.9 . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C25 C24 H24 119.3 . . ?
C25 C24 C23 121.4(2) . . ?
C23 C24 H24 119.3 . . ?
C22 C23 C24 119.6(2) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 H23 120.2 . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.1(2) . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 121.4(2) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
F11 C43 S3 110.5(2) . . ?
F10 C43 S3 110.91(19) . . ?
F10 C43 F11 107.2(2) . . ?
F9 C43 S3 112.29(18) . . ?
F9 C43 F11 107.7(2) . . ?
F9 C43 F10 108.0(3) . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C28 C32 H32A 109.5 . . ?
C28 C32 H32B 109.5 . . ?
C28 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
F13A C44A S4 112.4(2) . . ?
F12A C44A S4 108.7(2) . . ?
F12A C44A F13A 110.8(3) . . ?
F12A C44A F14A 107.3(3) . . ?
F14A C44A S4 111.1(3) . . ?
F14A C44A F13A 106.4(3) . . ?
F16A C45A S5 111.2(3) . . ?
F16A C45A F17A 106.3(4) . . ?
F15A C45A S5 111.7(3) . . ?
F15A C45A F16A 108.4(4) . . ?
F15A C45A F17A 109.2(4) . . ?
F17A C45A S5 109.8(4) . . ?
O10B S1AA C44B 108.5(9) . . ?
O10B S1AA O12B 106.2(6) . . ?
O12B S1AA C44B 111.5(7) . . ?
O11B S1AA O10B 108.4(7) . . ?
O11B S1AA C44B 103.2(8) . . ?
O11B S1AA O12B 118.8(7) . . ?
F14B C44B S1AA 115.1(15) . . ?
F14B C44B F13B 108.2(16) . . ?
F14B C44B F12B 122.6(19) . . ?
F13B C44B S1AA 110.1(12) . . ?
F12B C44B S1AA 108.3(15) . . ?
F12B C44B F13B 89.2(16) . . ?
F17B C45B S5 109.2(18) . . ?
F17B C45B F16B 111.5(19) . . ?
F16B C45B S5 101.2(18) . . ?
F15B C45B S5 108.6(16) . . ?
F15B C45B F17B 117(3) . . ?
F15B C45B F16B 108.5(19) . . ?
O18 S0AA O17B 112(2) . . ?
O18 S0AA C46B 114.5(14) . . ?
O18 S0AA O16B 107.5(18) . . ?
O17B S0AA C46B 103(2) . . ?
O17B S0AA O16B 115(2) . . ?
O16B S0AA C46B 105(2) . . ?
F20 C46B F19 107(3) . . ?
F20 C46B S0AA 100(3) . . ?
F20 C46B F18B 134(4) . . ?
F19 C46B S0AA 102(2) . . ?
F18B C46B F19 104(3) . . ?
F18B C46B S0AA 107(3) . . ?

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
P2 C21 C26 C25 -173.31(17) . . . . ?
P1 C1 C2 C3 -174.23(18) . . . . ?
P1 C1 C6 C5 174.50(17) . . . . ?
F2 P2 C34 N8 -48.27(18) . . . . ?
F2 P2 C34 N7 117.77(17) . . . . ?
F2 P2 C27 N6 120.6(2) . . . . ?
F2 P2 C27 N5 -58.20(17) . . . . ?
F2 P2 C21 C22 151.41(16) . . . . ?
F2 P2 C21 C26 -33.36(19) . . . . ?
F1 P1 C7 N2 -116.3(2) . . . . ?
F1 P1 C7 N1 60.25(18) . . . . ?
F1 P1 C14 N4 47.59(18) . . . . ?
F1 P1 C14 N3 -124.79(17) . . . . ?
F1 P1 C1 C2 -147.37(17) . . . . ?
F1 P1 C1 C6 35.76(18) . . . . ?
O5 S2 C42 F6 -58.1(2) . . . . ?
O5 S2 C42 F8 61.19(19) . . . . ?
O5 S2 C42 F7 -179.52(18) . . . . ?
O1 S1 C41 F3 -174.31(15) . . . . ?
O1 S1 C41 F5 66.82(17) . . . . ?
O1 S1 C41 F4 -53.2(2) . . . . ?
O13 S5 C45A F16A -60.5(5) . . . . ?
O13 S5 C45A F15A 60.8(3) . . . . ?
O13 S5 C45A F17A -177.9(3) . . . . ?
O8 S3 C43 F11 -67.0(2) . . . . ?
O8 S3 C43 F10 51.7(2) . . . . ?
O8 S3 C43 F9 172.7(3) . . . . ?
O4 S2 C42 F6 -177.23(18) . . . . ?
O4 S2 C42 F8 -57.97(19) . . . . ?
O4 S2 C42 F7 61.3(2) . . . . ?
O2 S1 C41 F3 66.40(17) . . . . ?
O2 S1 C41 F5 -52.46(18) . . . . ?
O2 S1 C41 F4 -172.48(17) . . . . ?
O15 S5 C45A F16A 177.9(4) . . . . ?
O15 S5 C45A F15A -60.9(3) . . . . ?
O15 S5 C45A F17A 60.5(4) . . . . ?
O18 S6 C46A F20 68.3(2) . . . . ?
O18 S6 C46A F19 -172.4(2) . . . . ?
O18 S6 C46A F18A -51.6(2) . . . . ?
O18 S0AA C46B F20 -85(3) . . . . ?
O18 S0AA C46B F19 165.9(15) . . . . ?
O18 S0AA C46B F18B 57(3) . . . . ?
O9 S3 C43 F11 173.90(17) . . . . ?
O9 S3 C43 F10 -67.3(2) . . . . ?
O9 S3 C43 F9 53.6(3) . . . . ?
N7 C35 C36 N8 0.6(2) . . . . ?
N7 C35 C36 C40 179.2(2) . . . . ?
N6 C29 C28 N5 -1.0(2) . . . . ?
N6 C29 C28 C32 177.0(2) . . . . ?
N2 C9 C8 N1 0.0(2) . . . . ?
N2 C9 C8 C12 -179.3(2) . . . . ?
N3 C15 C16 N4 -0.4(2) . . . . ?
N3 C15 C16 C20 -179.5(2) . . . . ?
O3 S1 C41 F3 -54.76(18) . . . . ?
O3 S1 C41 F5 -173.63(16) . . . . ?
O3 S1 C41 F4 66.4(2) . . . . ?
O6 S2 C42 F6 62.9(2) . . . . ?
O6 S2 C42 F8 -177.85(18) . . . . ?
O6 S2 C42 F7 -58.6(2) . . . . ?
O16A S6 C46A F20 -172.23(19) . . . . ?
O16A S6 C46A F19 -52.9(2) . . . . ?
O16A S6 C46A F18A 67.9(2) . . . . ?
O11A S4 C44A F13A -177.2(3) . . . . ?
O11A S4 C44A F12A 59.8(3) . . . . ?
O11A S4 C44A F14A -58.1(3) . . . . ?
O14A S5 C45A F16A 57.0(4) . . . . ?
O14A S5 C45A F15A 178.3(3) . . . . ?
O14A S5 C45A F17A -60.4(4) . . . . ?
O17A S6 C46A F20 -52.5(2) . . . . ?
O17A S6 C46A F19 66.8(2) . . . . ?
O17A S6 C46A F18A -172.37(18) . . . . ?
O7 S3 C43 F11 53.6(2) . . . . ?
O7 S3 C43 F10 172.3(2) . . . . ?
O7 S3 C43 F9 -66.7(3) . . . . ?
C15 N3 C14 P1 173.52(15) . . . . ?
C15 N3 C14 N4 0.1(2) . . . . ?
C35 N7 C34 P2 -167.63(15) . . . . ?
C35 N7 C34 N8 0.4(2) . . . . ?
C7 P1 C14 N4 -66.1(2) . . . . ?
C7 P1 C14 N3 121.54(18) . . . . ?
C7 P1 C1 C2 -32.9(2) . . . . ?
C7 P1 C1 C6 150.20(16) . . . . ?
C7 N2 C9 C8 -0.1(2) . . . . ?
C7 N2 C9 C13 -178.4(2) . . . . ?
C7 N1 C8 C9 0.1(2) . . . . ?
C7 N1 C8 C12 179.4(2) . . . . ?
C39 C35 C36 N8 -176.70(19) . . . . ?
C39 C35 C36 C40 1.9(4) . . . . ?
C36 N8 C34 P2 168.33(14) . . . . ?
C36 N8 C34 N7 0.0(2) . . . . ?
C34 P2 C27 N6 7.2(2) . . . . ?
C34 P2 C27 N5 -171.59(15) . . . . ?
C34 P2 C21 C22 -94.63(18) . . . . ?
C34 P2 C21 C26 80.61(19) . . . . ?
C34 N8 C36 C35 -0.4(2) . . . . ?
C34 N8 C36 C40 -179.13(18) . . . . ?
C34 N7 C35 C39 176.93(18) . . . . ?
C34 N7 C35 C36 -0.6(2) . . . . ?
C14 P1 C7 N2 -3.7(2) . . . . ?
C14 P1 C7 N1 172.92(15) . . . . ?
C14 P1 C1 C2 99.33(19) . . . . ?
C14 P1 C1 C6 -77.55(19) . . . . ?
C14 N4 C16 C15 0.4(2) . . . . ?
C14 N4 C16 C20 179.60(19) . . . . ?
C14 N3 C15 C19 -179.09(18) . . . . ?
C14 N3 C15 C16 0.2(2) . . . . ?
C9 N2 C7 P1 177.06(17) . . . . ?
C9 N2 C7 N1 0.1(2) . . . . ?
C29 N6 C27 P2 -179.45(17) . . . . ?
C29 N6 C27 N5 -0.5(2) . . . . ?
C19 C15 C16 N4 178.9(2) . . . . ?
C19 C15 C16 C20 -0.2(4) . . . . ?
C27 P2 C34 N8 64.84(19) . . . . ?
C27 P2 C34 N7 -129.11(17) . . . . ?
C27 P2 C21 C22 38.3(2) . . . . ?
C27 P2 C21 C26 -146.42(16) . . . . ?
C27 N6 C29 C28 1.0(2) . . . . ?
C27 N6 C29 C33 -178.9(2) . . . . ?
C27 N5 C28 C29 0.7(2) . . . . ?
C27 N5 C28 C32 -177.5(2) . . . . ?
C1 P1 C7 N2 128.4(2) . . . . ?
C1 P1 C7 N1 -55.05(19) . . . . ?
C1 P1 C14 N4 162.72(17) . . . . ?
C1 P1 C14 N3 -9.7(2) . . . . ?
C1 C2 C3 C4 -0.1(4) . . . . ?
C1 C6 C5 C4 -0.3(3) . . . . ?
C38 N8 C36 C35 173.76(17) . . . . ?
C38 N8 C36 C40 -5.0(3) . . . . ?
C38 N8 C34 P2 -5.5(3) . . . . ?
C38 N8 C34 N7 -173.87(17) . . . . ?
C22 C21 C26 C25 1.8(3) . . . . ?
C21 P2 C34 N8 -163.96(16) . . . . ?
C21 P2 C34 N7 2.1(2) . . . . ?
C21 P2 C27 N6 -124.3(2) . . . . ?
C21 P2 C27 N5 56.91(19) . . . . ?
C21 C22 C23 C24 0.9(3) . . . . ?
C21 C26 C25 C24 1.5(3) . . . . ?
C16 N4 C14 P1 -173.93(15) . . . . ?
C16 N4 C14 N3 -0.3(2) . . . . ?
C28 N5 C27 P2 178.95(15) . . . . ?
C28 N5 C27 N6 -0.1(2) . . . . ?
C26 C25 C24 C23 -3.6(4) . . . . ?
C2 C1 C6 C5 -2.3(3) . . . . ?
C2 C3 C4 C5 -2.5(4) . . . . ?
C31 N6 C29 C28 -173.22(18) . . . . ?
C31 N6 C29 C33 6.9(3) . . . . ?
C31 N6 C27 P2 -5.7(3) . . . . ?
C31 N6 C27 N5 173.18(19) . . . . ?
C8 N1 C7 P1 -177.47(15) . . . . ?
C8 N1 C7 N2 -0.1(2) . . . . ?
C11 N2 C7 P1 1.1(3) . . . . ?
C11 N2 C7 N1 -175.88(19) . . . . ?
C11 N2 C9 C8 176.23(19) . . . . ?
C11 N2 C9 C13 -2.1(3) . . . . ?
C18 N4 C14 P1 3.0(3) . . . . ?
C18 N4 C14 N3 176.64(18) . . . . ?
C18 N4 C16 C15 -176.67(18) . . . . ?
C18 N4 C16 C20 2.5(3) . . . . ?
C6 C1 C2 C3 2.5(3) . . . . ?
C6 C5 C4 C3 2.6(4) . . . . ?
C10 N1 C7 P1 -4.9(3) . . . . ?
C10 N1 C7 N2 172.4(2) . . . . ?
C10 N1 C8 C9 -172.77(19) . . . . ?
C10 N1 C8 C12 6.6(3) . . . . ?
C37 N7 C35 C39 -1.8(3) . . . . ?
C37 N7 C35 C36 -179.37(17) . . . . ?
C37 N7 C34 P2 11.0(3) . . . . ?
C37 N7 C34 N8 179.04(18) . . . . ?
C17 N3 C15 C19 -3.9(3) . . . . ?
C17 N3 C15 C16 175.40(18) . . . . ?
C17 N3 C14 P1 -1.4(3) . . . . ?
C17 N3 C14 N4 -174.83(18) . . . . ?
C30 N5 C27 P2 5.2(3) . . . . ?
C30 N5 C27 N6 -173.88(19) . . . . ?
C30 N5 C28 C29 174.78(19) . . . . ?
C30 N5 C28 C32 -3.5(3) . . . . ?
C33 C29 C28 N5 178.8(2) . . . . ?
C33 C29 C28 C32 -3.1(4) . . . . ?
C25 C24 C23 C22 2.4(4) . . . . ?
C13 C9 C8 N1 178.1(2) . . . . ?
C13 C9 C8 C12 -1.2(4) . . . . ?
C23 C22 C21 P2 171.99(17) . . . . ?
C23 C22 C21 C26 -3.0(3) . . . . ?
O10A S4 C44A F13A 63.1(3) . . . . ?
O10A S4 C44A F12A -59.9(3) . . . . ?
O10A S4 C44A F14A -177.7(3) . . . . ?
O12A S4 C44A F13A -58.9(4) . . . . ?
O12A S4 C44A F12A 178.1(4) . . . . ?
O12A S4 C44A F14A 60.3(4) . . . . ?
O10B S1AA C44B F14B -174.0(14) . . . . ?
O10B S1AA C44B F13B -51.3(15) . . . . ?
O10B S1AA C44B F12B 44.6(17) . . . . ?
O12B S1AA C44B F14B -57.4(16) . . . . ?
O12B S1AA C44B F13B 65.2(14) . . . . ?
O12B S1AA C44B F12B 161.2(14) . . . . ?
O11B S1AA C44B F14B 71.2(16) . . . . ?
O11B S1AA C44B F13B -166.2(12) . . . . ?
O11B S1AA C44B F12B -70.2(16) . . . . ?
O17B S0AA C46B F20 38(3) . . . . ?
O17B S0AA C46B F19 -72(3) . . . . ?
O17B S0AA C46B F18B 180(3) . . . . ?
O16B S0AA C46B F20 158(3) . . . . ?
O16B S0AA C46B F19 48(3) . . . . ?
O16B S0AA C46B F18B -60(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.569
_oxdiff_exptl_absorpt_empirical_full_min 0.649

# start Validation Reply Form
_vrf_PLAT430_8MeOTf3             
;
PROBLEM: Short Inter D...A Contact  O1       ..N8       .       2.82 Ang.  
RESPONSE: This short contact has been checked carefully. It is not a mistake but a feature.
;
# end Validation Reply Form
