# 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. 
# 
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data_dff_201126_2_323k_re
_database_code_depnum_ccdc_archive 'CCDC 2100256'
loop_
_audit_author_name
_audit_author_address
'Zhong-Xia Wang'
;Nanchang University
China
;
_audit_update_record             
;
2021-07-30 deposited with the CCDC.	2021-09-09 downloaded from the CCDC.
;
_audit_creation_date             2021-01-15
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C2 F6 N O4 S2, C7 H10 N O, 1(C12 H24 O6)'
_chemical_formula_sum            'C21 H34 F6 N2 O11 S2'
_chemical_formula_weight         668.62
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O F S'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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                   13.3550(8)
_cell_length_b                   14.4913(6)
_cell_length_c                   17.0721(10)
_cell_angle_alpha                90
_cell_angle_beta                 107.240(7)
_cell_angle_gamma                90
_cell_volume                     3155.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5073
_cell_measurement_temperature    322.98(18)
_cell_measurement_theta_max      22.3700
_cell_measurement_theta_min      2.1420
_shelx_estimated_absorpt_T_max   0.955
_shelx_estimated_absorpt_T_min   0.950
_exptl_absorpt_coefficient_mu    0.258
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38131
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
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    1.407
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1392
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_unetI/netI     0.0413
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.792
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            20952
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.792
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.314
_diffrn_reflns_theta_min         2.300
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      322.98(18)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.792
_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  22.00   0.50    9.54    --   11.74 -44.00  58.00  168
  2  ω    -11.00  90.00   0.50    9.54    --   11.74  44.00-150.00  202
  3  ω     55.00  91.00   0.50    9.54    --   11.74 178.00  60.00   72
  4  ω     50.00  90.00   0.50    9.54    --   11.74 178.00  30.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0507350000
_diffrn_orient_matrix_UB_12      0.0182209000
_diffrn_orient_matrix_UB_13      -0.0048475000
_diffrn_orient_matrix_UB_21      0.0000039000
_diffrn_orient_matrix_UB_22      -0.0199135000
_diffrn_orient_matrix_UB_23      0.0379888000
_diffrn_orient_matrix_UB_31      0.0226105000
_diffrn_orient_matrix_UB_32      0.0408583000
_diffrn_orient_matrix_UB_33      0.0206604000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3163
_reflns_number_total             7499
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.490
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     652
_refine_ls_number_reflns         7499
_refine_ls_number_restraints     581
_refine_ls_R_factor_all          0.2267
_refine_ls_R_factor_gt           0.1327
_refine_ls_restrained_S_all      1.038
_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)+(0.0300P)²+4.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2300
_refine_ls_wR_factor_ref         0.2714
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O5-C10 = O5-C21 = O6-C12 = O7-C13 = O7-C14 = O8-C15 = O8-C16 = O9-C17 = O9-
 C18 = O10-C19 = O10-C20
 1.42 with sigma of 0.01
 C11-C10 = C13-C12 = C18-C19
 1.54 with sigma of 0.01
 C2A-C00{
 2.1 with sigma of 0.01
 C6A-C00O
 1.54 with sigma of 0.01
 C00O-O11
 1.42 with sigma of 0.01
 C6A-O11
 2.1 with sigma of 0.001
 O4-S2
 1.42 with sigma of 0.02
 O3-S2
 1.42 with sigma of 0.02
 O4-N2
 2.1 with sigma of 0.001
 N2-S2
 1.78 with sigma of 0.02
 N2-O4
 1.78 with sigma of 0.02
 N2-S1
 1.78 with sigma of 0.02
 O3-O4
 2.1 with sigma of 0.001
 S2A-S1A
 2.8 with sigma of 0.02
 S1A-C1
 2.1 with sigma of 0.001
 N1A-S1A
 1.78 with sigma of 0.02
 S2A-O4A
 1.42 with sigma of 0.02
 S2A-O3A
 1.42 with sigma of 0.02
 O4A-O3A
 2.1 with sigma of 0.001
 F1B-C1
 1.38 with sigma of 0.02
 S1A-O1A
 1.42 with sigma of 0.02
 C1-F3B
 1.38 with sigma of 0.02
 C2A-C00Y
 1.54 with sigma of 0.001
 S1A-O2A = O1A-N1A
 1.42 with sigma of 0.001
 O1A-O2A
 1.8 with sigma of 0.02
3. Rigid bond restraints
 C15, O7, C14, C13, C12, O8, O6, C16, C11, C17, C22, O12, C4A, C10, O5, C10A,
 O9, C00{, C21, O11, C18, O13, C00O, C20, C19, C2A, C6A, O10, C00Y, O16, O14,
 C00V, C9A, C8A, C1A, O15
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 F1B, C1
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.01
 F3B, C1
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.01
 F6, C2
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C1 \\sim O2: within 2A with sigma of 0.02 and sigma for terminal atoms of 0.04
within 2A
Uanis(O4) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(N2) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(O1A) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(S1A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F5A) \\sim Ueq, Uanis(F1A) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(F3B) \\sim Ueq, Uanis(F3A) \\sim Ueq, Uanis(F4A) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
Uanis(C1) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O2A) \\sim Ueq, Uanis(O4A) \\sim Ueq, Uanis(O3A) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
5. Rigid body (RIGU) restrains
 S1A, S1, C1, N2, O1, O2, F1B, F3B, F2, S2, N1A, O1A, O4, O3, C2, S2A, F6, F4,
 F5B, O3A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 F1A, F1B
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C00Y, O7, C14, C13, C15, C12, O8, O6, C16, C11, C17, C22, O12, C4A, C10, O5,
 C10A, O9, C00{, C21, O11, C18, O13, C00O, C20, C19, C2A, C6A, O10, O16, O14,
 C00V, C9A, C8A, C1A, O15
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 F4A, F5A, F5B, F3A, F3B, F1A, F1B, F4
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
6. Others
 Sof(C6A)=Sof(H6AA)=Sof(H6AB)=Sof(O16)=Sof(C00V)=Sof(H00A)=Sof(H00B)=Sof(C8A)=
 Sof(H8AA)=Sof(H8AB)=Sof(O15)=Sof(C1A)=Sof(H1AB)=Sof(H1AA)=Sof(C9A)=Sof(H9AA)=
 Sof(H9AB)=Sof(O14)=Sof(C00Y)=Sof(H00C)=Sof(H00D)=Sof(C2A)=Sof(H2AA)=Sof(H2AB)=
 Sof(O13)=Sof(C00{)=Sof(H00E)=Sof(H00F)=Sof(C22)=Sof(H22A)=Sof(H22B)=Sof(O12)=
 Sof(C4A)=Sof(H4AA)=Sof(H4AB)=Sof(C10A)=Sof(H10C)=Sof(H10D)=Sof(O11)=Sof(C00O)=
 Sof(H00G)=Sof(H00H)=1-FVAR(1)
 Sof(O7)=Sof(O10)=Sof(O9)=Sof(O8)=Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(C20)=
 Sof(H20A)=Sof(H20B)=Sof(C10)=Sof(H10A)=Sof(H10B)=Sof(C14)=Sof(H14A)=Sof(H14B)=
 Sof(C16)=Sof(H16B)=Sof(H16A)=Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(C18)=Sof(H18A)=
 Sof(H18B)=Sof(O5)=Sof(C21)=Sof(H21A)=Sof(H21B)=Sof(C11)=Sof(H11A)=Sof(H11B)=
 Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(C19)=Sof(H19A)=Sof(H19B)=Sof(C12)=Sof(H12A)=
 Sof(H12B)=Sof(O6)=FVAR(1)
 Sof(S2A)=1-FVAR(2)
 Sof(S2)=FVAR(2)
 Sof(O1A)=1-FVAR(3)
 Sof(O1)=FVAR(3)
 Sof(O3A)=1-FVAR(4)
 Sof(O3)=FVAR(4)
 Sof(S1A)=1-FVAR(5)
 Sof(S1)=FVAR(5)
 Sof(F4A)=1-FVAR(6)
 Sof(F4)=FVAR(6)
 Sof(F1B)=Sof(F3B)=1-FVAR(7)
 Sof(F3A)=Sof(F1A)=FVAR(7)
 Sof(F5B)=1-FVAR(8)
 Sof(F5A)=FVAR(8)
 Sof(O4A)=1-FVAR(9)
 Sof(O4)=FVAR(9)
 Sof(O2A)=1-FVAR(10)
 Sof(O2)=FVAR(10)
 Fixed Sof: N2(0.002) N1A(0.998)
7.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C20(H20A,H20B), C10(H10A,H10B), C14(H14A,H14B), C16(H16B,
 H16A), C15(H15A,H15B), C18(H18A,H18B), C21(H21A,H21B), C11(H11A,H11B),
 C13(H13A,H13B), C19(H19A,H19B), C12(H12A,H12B), C6A(H6AA,H6AB), C00V(H00A,
 H00B), C8A(H8AA,H8AB), C1A(H1AB,H1AA), C9A(H9AA,H9AB), C00Y(H00C,H00D),
 C2A(H2AA,H2AB), C00{(H00E,H00F), C22(H22A,H22B), C4A(H4AA,H4AB), C10A(H10C,
 H10D), C00O(H00G,H00H)
7.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C7(H7), C8(H8), C9(H9)
7.c Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), C3(H3A,H3B,H3C)
;
_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 0.8207(3) 0.1654(2) 0.78681(18) 0.1307(17) Uani 0.638(9) 1 d D . P A 1
S2 S 0.6921(6) 0.1790(4) 0.6205(4) 0.138(3) Uani 0.418(13) 1 d D . P A 1
N1 N 0.1952(3) 0.4469(2) 0.6654(2) 0.0871(10) Uani 1 1 d . . . . .
H1A H 0.237811 0.475658 0.642001 0.105 Uiso 1 1 calc R U . . .
H1B H 0.134569 0.477159 0.654064 0.105 Uiso 1 1 calc R U . . .
H1C H 0.183748 0.389593 0.646164 0.105 Uiso 1 1 calc R U . . .
O17 O 0.5028(4) 0.4365(3) 0.9038(3) 0.1496(15) Uani 1 1 d . . . . .
C6 C 0.2440(4) 0.4442(3) 0.7549(3) 0.0812(11) Uani 1 1 d . . . . .
C5 C 0.3512(4) 0.4422(3) 0.7838(3) 0.0909(12) Uani 1 1 d . . . . .
H5 H 0.391586 0.442787 0.747813 0.109 Uiso 1 1 calc R U . . .
C4 C 0.3979(5) 0.4394(3) 0.8677(3) 0.1052(14) Uani 1 1 d . . . . .
C7 C 0.1817(4) 0.4441(3) 0.8050(3) 0.1033(14) Uani 1 1 d . . . . .
H7 H 0.109017 0.445811 0.783864 0.124 Uiso 1 1 calc R U . . .
C8 C 0.2308(6) 0.4414(4) 0.8892(3) 0.1249(18) Uani 1 1 d . . . . .
H8 H 0.190273 0.441414 0.925126 0.150 Uiso 1 1 calc R U . . .
C9 C 0.3367(6) 0.4387(4) 0.9197(3) 0.1188(18) Uani 1 1 d . . . . .
H9 H 0.368078 0.436325 0.976101 0.143 Uiso 1 1 calc R U . . .
O7 O 0.0003(7) 0.3394(6) 0.5981(6) 0.137(3) Uani 0.536(7) 1 d D U P B 1
O10 O 0.3219(7) 0.5642(7) 0.6054(6) 0.148(3) Uani 0.536(7) 1 d D U P B 1
O9 O 0.3338(9) 0.3788(8) 0.5778(6) 0.157(3) Uani 0.536(7) 1 d D U P B 1
C3 C 0.5685(5) 0.4398(6) 0.8528(5) 0.176(3) Uani 1 1 d . . . . .
H3A H 0.553079 0.388604 0.815406 0.264 Uiso 1 1 calc R U . . .
H3B H 0.640430 0.436580 0.885803 0.264 Uiso 1 1 calc R U . . .
H3C H 0.556861 0.496500 0.822304 0.264 Uiso 1 1 calc R U . . .
C2 C 0.6026(10) 0.0941(10) 0.6020(10) 0.201(4) Uani 1 1 d . U . . .
F6 F 0.6545(6) 0.0282(6) 0.5877(6) 0.297(4) Uani 1 1 d . U . . .
O8 O 0.1913(9) 0.2579(6) 0.6172(6) 0.146(3) Uani 0.536(7) 1 d D U P B 1
C1 C 0.8505(11) 0.2857(8) 0.8303(10) 0.222(4) Uani 1 1 d D U . . .
C17 C 0.355(2) 0.2840(10) 0.5947(16) 0.204(7) Uani 0.536(7) 1 d D U P B 1
H17A H 0.387623 0.275182 0.653074 0.245 Uiso 0.536(7) 1 calc R U P B 1
H17B H 0.404189 0.262450 0.566334 0.245 Uiso 0.536(7) 1 calc R U P B 1
C20 C 0.3132(9) 0.6593(8) 0.6076(8) 0.135(3) Uani 0.536(7) 1 d D U P B 1
H20A H 0.284759 0.682677 0.552187 0.162 Uiso 0.536(7) 1 calc R U P B 1
H20B H 0.382127 0.686129 0.630942 0.162 Uiso 0.536(7) 1 calc R U P B 1
F5B F 0.5351(11) 0.1066(7) 0.5299(12) 0.276(9) Uani 0.75(3) 1 d . . P A 2
F1B F 0.7916(9) 0.3493(7) 0.7749(6) 0.208(5) Uani 0.582(13) 1 d D U P A 2
O3 O 0.6367(15) 0.2548(11) 0.5917(12) 0.325(17) Uani 0.499(15) 1 d D . P A 1
F4 F 0.5923(18) 0.0373(11) 0.6626(10) 0.293(9) Uani 0.72(3) 1 d . . P A 1
C10 C 0.0724(10) 0.6684(11) 0.6670(9) 0.149(4) Uani 0.536(7) 1 d D U P B 1
H10A H 0.063576 0.734766 0.668546 0.178 Uiso 0.536(7) 1 calc R U P B 1
H10B H 0.093908 0.644778 0.722661 0.178 Uiso 0.536(7) 1 calc R U P B 1
F3B F 0.9435(10) 0.2977(8) 0.8259(8) 0.241(6) Uani 0.582(13) 1 d D U P A 2
C14 C 0.0108(16) 0.2504(9) 0.6299(15) 0.176(6) Uani 0.536(7) 1 d D U P B 1
H14A H -0.054989 0.216939 0.612454 0.211 Uiso 0.536(7) 1 calc R U P B 1
H14B H 0.036629 0.250680 0.689292 0.211 Uiso 0.536(7) 1 calc R U P B 1
F2 F 0.8040(10) 0.3058(7) 0.8791(6) 0.402(6) Uani 1 1 d . . . . .
C16 C 0.2494(17) 0.2263(14) 0.5651(10) 0.175(5) Uani 0.536(7) 1 d D U P B 1
H16B H 0.212494 0.238888 0.508017 0.210 Uiso 0.536(7) 1 calc R U P B 1
H16A H 0.263039 0.160603 0.571902 0.210 Uiso 0.536(7) 1 calc R U P B 1
N2 N 0.811(3) 0.219(2) 0.6909(7) 0.177(15) Uani 0.002 1 d D U P A 1
O1 O 0.8258(10) 0.1071(7) 0.8444(6) 0.273(6) Uani 0.802(11) 1 d . . P A 1
C15 C 0.0976(12) 0.2069(10) 0.5891(11) 0.159(4) Uani 0.536(7) 1 d D U P B 1
H15A H 0.110635 0.142713 0.604874 0.191 Uiso 0.536(7) 1 calc R U P B 1
H15B H 0.071333 0.210101 0.529785 0.191 Uiso 0.536(7) 1 calc R U P B 1
C18 C 0.4213(14) 0.4342(11) 0.5800(15) 0.191(8) Uani 0.536(7) 1 d D U P B 1
H18A H 0.454064 0.410988 0.540205 0.229 Uiso 0.536(7) 1 calc R U P B 1
H18B H 0.472096 0.429644 0.633848 0.229 Uiso 0.536(7) 1 calc R U P B 1
O5 O 0.1458(7) 0.6449(6) 0.6253(6) 0.136(3) Uani 0.536(7) 1 d D U P B 1
O2 O 0.9075(7) 0.1446(7) 0.7606(7) 0.208(6) Uani 0.571(13) 1 d . . P A 1
C21 C 0.2436(11) 0.6872(11) 0.6575(11) 0.160(4) Uani 0.536(7) 1 d D U P B 1
H21A H 0.274446 0.668428 0.714120 0.192 Uiso 0.536(7) 1 calc R U P B 1
H21B H 0.235431 0.753746 0.656179 0.192 Uiso 0.536(7) 1 calc R U P B 1
C11 C -0.0291(12) 0.6215(10) 0.6154(11) 0.168(5) Uani 0.536(7) 1 d D U P B 1
H11A H -0.088996 0.644043 0.630871 0.201 Uiso 0.536(7) 1 calc R U P B 1
H11B H -0.040714 0.633325 0.557481 0.201 Uiso 0.536(7) 1 calc R U P B 1
C13 C -0.0885(10) 0.3754(10) 0.6155(11) 0.163(4) Uani 0.536(7) 1 d D U P B 1
H13A H -0.079662 0.370858 0.673873 0.195 Uiso 0.536(7) 1 calc R U P B 1
H13B H -0.150055 0.340034 0.586652 0.195 Uiso 0.536(7) 1 calc R U P B 1
C19 C 0.3914(11) 0.5372(11) 0.5609(10) 0.162(4) Uani 0.536(7) 1 d D U P B 1
H19A H 0.453914 0.575273 0.576683 0.194 Uiso 0.536(7) 1 calc R U P B 1
H19B H 0.357869 0.545204 0.502582 0.194 Uiso 0.536(7) 1 calc R U P B 1
C12 C -0.1033(10) 0.4767(10) 0.5886(11) 0.154(5) Uani 0.536(7) 1 d D U P B 1
H12A H -0.112488 0.481551 0.530172 0.185 Uiso 0.536(7) 1 calc R U P B 1
H12B H -0.164941 0.501954 0.599644 0.185 Uiso 0.536(7) 1 calc R U P B 1
O6 O -0.0134(7) 0.5255(7) 0.6329(6) 0.119(3) Uani 0.536(7) 1 d D U P B 1
O4 O 0.7492(9) 0.1631(9) 0.5728(7) 0.271(7) Uani 0.647(16) 1 d D U P A 1
C6A C 0.3658(14) 0.5935(18) 0.5875(16) 0.230(7) Uani 0.464(7) 1 d D U P B 2
H6AA H 0.318762 0.605545 0.533197 0.276 Uiso 0.464(7) 1 calc R U P B 2
H6AB H 0.435169 0.611343 0.585921 0.276 Uiso 0.464(7) 1 calc R U P B 2
O16 O 0.3690(14) 0.4943(16) 0.5963(11) 0.221(6) Uani 0.464(7) 1 d . U P B 2
C00V C 0.392(2) 0.446(2) 0.546(2) 0.197(7) Uani 0.464(7) 1 d . U P B 2
H00A H 0.463838 0.458421 0.547787 0.236 Uiso 0.464(7) 1 calc R U P B 2
H00B H 0.346941 0.461335 0.491885 0.236 Uiso 0.464(7) 1 calc R U P B 2
C8A C 0.3798(19) 0.347(2) 0.5637(14) 0.204(7) Uani 0.464(7) 1 d . U P B 2
H8AA H 0.397462 0.314414 0.520185 0.244 Uiso 0.464(7) 1 calc R U P B 2
H8AB H 0.436036 0.334585 0.613376 0.244 Uiso 0.464(7) 1 calc R U P B 2
O15 O 0.2954(15) 0.303(2) 0.5734(15) 0.259(8) Uani 0.464(7) 1 d . U P B 2
C1A C 0.276(2) 0.243(2) 0.6101(16) 0.221(8) Uani 0.464(7) 1 d . U P B 2
H1AB H 0.290344 0.261308 0.666974 0.266 Uiso 0.464(7) 1 calc R U P B 2
H1AA H 0.320625 0.190895 0.608105 0.266 Uiso 0.464(7) 1 calc R U P B 2
C9A C 0.175(2) 0.216(2) 0.5819(18) 0.219(8) Uani 0.464(7) 1 d . U P B 2
H9AA H 0.171319 0.150904 0.594951 0.263 Uiso 0.464(7) 1 calc R U P B 2
H9AB H 0.152714 0.221353 0.522620 0.263 Uiso 0.464(7) 1 calc R U P B 2
O14 O 0.1060(17) 0.2638(14) 0.6123(13) 0.265(8) Uani 0.464(7) 1 d . U P B 2
C00Y C 0.032(2) 0.2414(16) 0.605(2) 0.232(9) Uani 0.464(7) 1 d D U P B 2
H00C H 0.033260 0.192579 0.644660 0.278 Uiso 0.464(7) 1 calc R U P B 2
H00D H 0.002295 0.216294 0.550791 0.278 Uiso 0.464(7) 1 calc R U P B 2
C2A C -0.038(2) 0.3208(16) 0.6188(17) 0.239(9) Uani 0.464(7) 1 d D U P B 2
H2AA H -0.106314 0.309300 0.579889 0.286 Uiso 0.464(7) 1 calc R U P B 2
H2AB H -0.046363 0.309416 0.672581 0.286 Uiso 0.464(7) 1 calc R U P B 2
O13 O -0.0239(13) 0.4149(17) 0.6160(11) 0.231(6) Uani 0.464(7) 1 d . U P B 2
C00{ C -0.089(2) 0.4567(16) 0.628(2) 0.254(11) Uani 0.464(7) 1 d D U P B 2
H00E H -0.089886 0.450030 0.684569 0.305 Uiso 0.464(7) 1 calc R U P B 2
H00F H -0.156962 0.439245 0.591603 0.305 Uiso 0.464(7) 1 calc R U P B 2
C22 C -0.060(2) 0.552(2) 0.6114(17) 0.210(7) Uani 0.464(7) 1 d . U P B 2
H22A H -0.075859 0.556634 0.552320 0.251 Uiso 0.464(7) 1 calc R U P B 2
H22B H -0.108531 0.592605 0.626936 0.251 Uiso 0.464(7) 1 calc R U P B 2
O12 O 0.0336(14) 0.5873(18) 0.6427(12) 0.236(7) Uani 0.464(7) 1 d . U P B 2
C4A C 0.069(2) 0.660(2) 0.6277(14) 0.205(6) Uani 0.464(7) 1 d . U P B 2
H4AA H 0.030037 0.709581 0.643265 0.245 Uiso 0.464(7) 1 calc R U P B 2
H4AB H 0.056725 0.663802 0.568903 0.245 Uiso 0.464(7) 1 calc R U P B 2
C10A C 0.176(2) 0.674(2) 0.6669(14) 0.214(8) Uani 0.464(7) 1 d . U P B 2
H10C H 0.198052 0.640577 0.718668 0.257 Uiso 0.464(7) 1 calc R U P B 2
H10D H 0.191222 0.738666 0.677569 0.257 Uiso 0.464(7) 1 calc R U P B 2
O11 O 0.2298(10) 0.6395(12) 0.6132(8) 0.204(6) Uani 0.464(7) 1 d D U P B 2
C00O C 0.3364(13) 0.6627(17) 0.6438(13) 0.220(8) Uani 0.464(7) 1 d D U P B 2
H00G H 0.366467 0.648468 0.701558 0.264 Uiso 0.464(7) 1 calc R U P B 2
H00H H 0.351135 0.726053 0.632693 0.264 Uiso 0.464(7) 1 calc R U P B 2
N1A N 0.7727(8) 0.1746(8) 0.7016(7) 0.290(5) Uani 0.998 1 d D . P A 2
S2A S 0.6518(4) 0.2090(5) 0.6544(5) 0.160(3) Uani 0.582(13) 1 d D . P A 2
O1A O 0.6914(14) 0.1355(15) 0.7289(12) 0.191(11) Uani 0.198(11) 1 d D U P A 2
O3A O 0.5819(11) 0.2335(9) 0.6943(8) 0.231(8) Uani 0.501(15) 1 d D U P A 2
S1A S 0.7527(12) 0.1693(9) 0.8043(8) 0.279(7) Uani 0.362(9) 1 d D U P A 2
F4A F 0.530(2) 0.100(3) 0.6437(17) 0.189(13) Uani 0.28(3) 1 d . U P A 2
F3A F 0.9275(9) 0.2632(8) 0.9010(8) 0.186(6) Uani 0.418(13) 1 d . U P A 1
F1A F 0.875(2) 0.3411(15) 0.7869(13) 0.274(9) Uani 0.418(13) 1 d . U P A 1
F5A F 0.510(2) 0.0902(18) 0.591(2) 0.162(12) Uani 0.25(3) 1 d . U P A 1
O4A O 0.634(2) 0.2770(18) 0.5955(13) 0.258(16) Uani 0.353(16) 1 d D U P A 2
O2A O 0.6675(17) 0.2323(13) 0.7823(17) 0.351(13) Uani 0.429(13) 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 C1 1.890(12) . ?
S1 N2 1.78(2) . ?
S1 O1 1.283(9) . ?
S1 O2 1.393(9) . ?
S2 C2 1.679(13) . ?
S2 O3 1.334(11) . ?
S2 N2 1.78(2) . ?
S2 O4 1.291(13) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N1 C6 1.472(5) . ?
O17 C4 1.353(6) . ?
O17 C3 1.409(7) . ?
C6 C5 1.369(6) . ?
C6 C7 1.359(6) . ?
C5 H5 0.9300 . ?
C5 C4 1.384(6) . ?
C4 C9 1.374(7) . ?
C7 H7 0.9300 . ?
C7 C8 1.393(7) . ?
C8 H8 0.9300 . ?
C8 C9 1.355(7) . ?
C9 H9 0.9300 . ?
O7 C14 1.390(9) . ?
O7 C13 1.405(9) . ?
O10 C20 1.384(9) . ?
O10 C19 1.418(9) . ?
O9 C17 1.416(10) . ?
O9 C18 1.408(10) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C2 F6 1.246(14) . ?
C2 F5B 1.304(16) . ?
C2 F4 1.362(18) . ?
C2 S2A 1.913(15) . ?
C2 F4A 1.36(3) . ?
C2 F5A 1.19(2) . ?
O8 C16 1.419(10) . ?
O8 C15 1.408(9) . ?
C1 F1B 1.386(12) . ?
C1 F3B 1.279(13) . ?
C1 F2 1.213(14) . ?
C1 S1A 2.0993(11) . ?
C1 F3A 1.373(15) . ?
C1 F1A 1.20(2) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C16 1.59(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.49(2) . ?
F4 F5A 1.57(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 O5 1.413(9) . ?
C10 C11 1.538(10) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.64(3) . ?
C16 H16B 0.9700 . ?
C16 H16A 0.9700 . ?
N2 O2 1.82(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.555(10) . ?
O5 C21 1.399(9) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 O6 1.426(17) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C12 1.534(10) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 O6 1.406(9) . ?
C6A H6AA 0.9700 . ?
C6A H6AB 0.9700 . ?
C6A O16 1.44(3) . ?
C6A C00O 1.519(10) . ?
O16 C00V 1.21(3) . ?
C00V H00A 0.9700 . ?
C00V H00B 0.9700 . ?
C00V C8A 1.48(3) . ?
C8A H8AA 0.9700 . ?
C8A H8AB 0.9700 . ?
C8A O15 1.35(3) . ?
O15 C1A 1.15(3) . ?
C1A H1AB 0.9700 . ?
C1A H1AA 0.9700 . ?
C1A C9A 1.34(3) . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C9A O14 1.38(3) . ?
O14 C00Y 1.02(2) . ?
C00Y H00C 0.9700 . ?
C00Y H00D 0.9700 . ?
C00Y C2A 1.5399(10) . ?
C2A H2AA 0.9700 . ?
C2A H2AB 0.9700 . ?
C2A O13 1.38(3) . ?
O13 C00{ 1.13(3) . ?
C00{ H00E 0.9700 . ?
C00{ H00F 0.9700 . ?
C00{ C22 1.48(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 O12 1.31(3) . ?
O12 C4A 1.21(3) . ?
C4A H4AA 0.9700 . ?
C4A H4AB 0.9700 . ?
C4A C10A 1.41(3) . ?
C10A H10C 0.9700 . ?
C10A H10D 0.9700 . ?
C10A O11 1.41(2) . ?
O11 C00O 1.404(10) . ?
C00O H00G 0.9700 . ?
C00O H00H 0.9700 . ?
N1A S2A 1.652(11) . ?
N1A O1A 1.4198(11) . ?
N1A S1A 1.850(14) . ?
S2A O1A 1.62(2) . ?
S2A O3A 1.356(14) . ?
S2A O4A 1.379(15) . ?
O1A S1A 1.393(16) . ?
O1A O2A 1.753(18) . ?
S1A O2A 1.4198(11) . ?

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
N2 S1 C1 84.9(10) . . ?
O1 S1 C1 110.5(7) . . ?
O1 S1 N2 164.4(11) . . ?
O1 S1 O2 104.0(8) . . ?
O2 S1 C1 103.2(6) . . ?
O2 S1 N2 68.8(15) . . ?
C2 S2 N2 143.8(11) . . ?
O3 S2 C2 104.4(12) . . ?
O3 S2 N2 105.7(17) . . ?
O4 S2 C2 105.7(9) . . ?
O4 S2 O3 106.3(7) . . ?
O4 S2 N2 84.7(9) . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C6 N1 H1A 109.5 . . ?
C6 N1 H1B 109.5 . . ?
C6 N1 H1C 109.5 . . ?
C4 O17 C3 117.9(5) . . ?
C5 C6 N1 117.9(4) . . ?
C7 C6 N1 119.2(4) . . ?
C7 C6 C5 122.9(4) . . ?
C6 C5 H5 120.8 . . ?
C6 C5 C4 118.5(5) . . ?
C4 C5 H5 120.8 . . ?
O17 C4 C5 124.1(5) . . ?
O17 C4 C9 116.1(6) . . ?
C9 C4 C5 119.8(5) . . ?
C6 C7 H7 121.3 . . ?
C6 C7 C8 117.5(5) . . ?
C8 C7 H7 121.3 . . ?
C7 C8 H8 119.5 . . ?
C9 C8 C7 121.0(5) . . ?
C9 C8 H8 119.5 . . ?
C4 C9 H9 119.8 . . ?
C8 C9 C4 120.4(5) . . ?
C8 C9 H9 119.8 . . ?
C14 O7 C13 104.8(13) . . ?
C20 O10 C19 111.3(11) . . ?
C18 O9 C17 115.4(16) . . ?
O17 C3 H3A 109.5 . . ?
O17 C3 H3B 109.5 . . ?
O17 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
F6 C2 S2 101.1(11) . . ?
F6 C2 F5B 101.0(15) . . ?
F6 C2 F4 82.7(12) . . ?
F6 C2 S2A 128.7(10) . . ?
F6 C2 F4A 132(2) . . ?
F5B C2 S2A 111.5(10) . . ?
F5B C2 F4A 95.0(16) . . ?
F4 C2 S2 121.8(12) . . ?
F4A C2 S2A 84.4(15) . . ?
F5A C2 S2 135.1(16) . . ?
F5A C2 F6 122.9(17) . . ?
F5A C2 F4 76(2) . . ?
C15 O8 C16 102.3(17) . . ?
F1B C1 S1A 101.5(9) . . ?
F3B C1 F1B 103.5(13) . . ?
F3B C1 S1A 130.6(12) . . ?
F2 C1 S1 113.6(10) . . ?
F2 C1 F1B 90.4(12) . . ?
F2 C1 F3B 135.4(14) . . ?
F2 C1 S1A 85.7(9) . . ?
F2 C1 F3A 81.7(11) . . ?
F2 C1 F1A 123.5(18) . . ?
F3A C1 S1 98.1(9) . . ?
F1A C1 S1 116.0(15) . . ?
F1A C1 F3A 115.5(17) . . ?
O9 C17 H17A 109.7 . . ?
O9 C17 H17B 109.7 . . ?
O9 C17 C16 109.6(18) . . ?
H17A C17 H17B 108.2 . . ?
C16 C17 H17A 109.7 . . ?
C16 C17 H17B 109.7 . . ?
O10 C20 H20A 109.5 . . ?
O10 C20 H20B 109.5 . . ?
O10 C20 C21 110.9(12) . . ?
H20A C20 H20B 108.0 . . ?
C21 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
C2 F4 F6 45.7(7) . . ?
C2 F4 F5A 47.2(12) . . ?
F5A F4 F6 80.8(14) . . ?
H10A C10 H10B 109.1 . . ?
O5 C10 H10A 111.1 . . ?
O5 C10 H10B 111.1 . . ?
O5 C10 C11 103.3(11) . . ?
C11 C10 H10A 111.1 . . ?
C11 C10 H10B 111.1 . . ?
O7 C14 H14A 111.5 . . ?
O7 C14 H14B 111.5 . . ?
O7 C14 C15 101.1(12) . . ?
H14A C14 H14B 109.4 . . ?
C15 C14 H14A 111.5 . . ?
C15 C14 H14B 111.5 . . ?
O8 C16 C17 103.4(15) . . ?
O8 C16 H16B 111.1 . . ?
O8 C16 H16A 111.1 . . ?
C17 C16 H16B 111.1 . . ?
C17 C16 H16A 111.1 . . ?
H16B C16 H16A 109.0 . . ?
S1 N2 S2 106.7(13) . . ?
S1 N2 O2 45.5(8) . . ?
S2 N2 O2 124.6(17) . . ?
O8 C15 C14 108.7(15) . . ?
O8 C15 H15A 109.9 . . ?
O8 C15 H15B 109.9 . . ?
C14 C15 H15A 109.9 . . ?
C14 C15 H15B 109.9 . . ?
H15A C15 H15B 108.3 . . ?
O9 C18 H18A 109.1 . . ?
O9 C18 H18B 109.1 . . ?
O9 C18 C19 112.4(13) . . ?
H18A C18 H18B 107.9 . . ?
C19 C18 H18A 109.1 . . ?
C19 C18 H18B 109.1 . . ?
C21 O5 C10 113.7(13) . . ?
C20 C21 H21A 109.9 . . ?
C20 C21 H21B 109.9 . . ?
O5 C21 C20 108.9(13) . . ?
O5 C21 H21A 109.9 . . ?
O5 C21 H21B 109.9 . . ?
H21A C21 H21B 108.3 . . ?
C10 C11 H11A 110.7 . . ?
C10 C11 H11B 110.7 . . ?
H11A C11 H11B 108.8 . . ?
O6 C11 C10 105.1(12) . . ?
O6 C11 H11A 110.7 . . ?
O6 C11 H11B 110.7 . . ?
O7 C13 H13A 109.8 . . ?
O7 C13 H13B 109.8 . . ?
O7 C13 C12 109.4(12) . . ?
H13A C13 H13B 108.2 . . ?
C12 C13 H13A 109.8 . . ?
C12 C13 H13B 109.8 . . ?
O10 C19 C18 108.7(13) . . ?
O10 C19 H19A 109.9 . . ?
O10 C19 H19B 109.9 . . ?
C18 C19 H19A 109.9 . . ?
C18 C19 H19B 109.9 . . ?
H19A C19 H19B 108.3 . . ?
C13 C12 H12A 110.1 . . ?
C13 C12 H12B 110.1 . . ?
H12A C12 H12B 108.4 . . ?
O6 C12 C13 107.9(11) . . ?
O6 C12 H12A 110.1 . . ?
O6 C12 H12B 110.1 . . ?
C12 O6 C11 109.2(12) . . ?
H6AA C6A H6AB 106.1 . . ?
O16 C6A H6AA 105.7 . . ?
O16 C6A H6AB 105.7 . . ?
O16 C6A C00O 127(3) . . ?
C00O C6A H6AA 105.7 . . ?
C00O C6A H6AB 105.7 . . ?
C00V O16 C6A 120(2) . . ?
O16 C00V H00A 109.6 . . ?
O16 C00V H00B 109.6 . . ?
O16 C00V C8A 110(3) . . ?
H00A C00V H00B 108.1 . . ?
C8A C00V H00A 109.6 . . ?
C8A C00V H00B 109.6 . . ?
C00V C8A H8AA 105.0 . . ?
C00V C8A H8AB 105.0 . . ?
H8AA C8A H8AB 105.9 . . ?
O15 C8A C00V 129(3) . . ?
O15 C8A H8AA 105.0 . . ?
O15 C8A H8AB 105.0 . . ?
C1A O15 C8A 140(3) . . ?
O15 C1A H1AB 108.9 . . ?
O15 C1A H1AA 108.9 . . ?
O15 C1A C9A 113(3) . . ?
H1AB C1A H1AA 107.8 . . ?
C9A C1A H1AB 108.9 . . ?
C9A C1A H1AA 108.9 . . ?
C1A C9A H9AA 108.4 . . ?
C1A C9A H9AB 108.4 . . ?
C1A C9A O14 115(4) . . ?
H9AA C9A H9AB 107.5 . . ?
O14 C9A H9AA 108.4 . . ?
O14 C9A H9AB 108.4 . . ?
C00Y O14 C9A 123(3) . . ?
O14 C00Y H00C 109.4 . . ?
O14 C00Y H00D 109.4 . . ?
O14 C00Y C2A 111(3) . . ?
H00C C00Y H00D 108.0 . . ?
C2A C00Y H00C 109.4 . . ?
C2A C00Y H00D 109.4 . . ?
C00Y C2A H2AA 104.9 . . ?
C00Y C2A H2AB 104.9 . . ?
H2AA C2A H2AB 105.8 . . ?
O13 C2A C00Y 130(2) . . ?
O13 C2A H2AA 104.9 . . ?
O13 C2A H2AB 104.9 . . ?
C00{ O13 C2A 113.7(17) . . ?
O13 C00{ H00E 111.4 . . ?
O13 C00{ H00F 111.4 . . ?
O13 C00{ C22 102(3) . . ?
H00E C00{ H00F 109.3 . . ?
C22 C00{ H00E 111.4 . . ?
C22 C00{ H00F 111.4 . . ?
C00{ C22 H22A 106.3 . . ?
C00{ C22 H22B 106.3 . . ?
H22A C22 H22B 106.4 . . ?
O12 C22 C00{ 124(3) . . ?
O12 C22 H22A 106.3 . . ?
O12 C22 H22B 106.3 . . ?
C4A O12 C22 130(3) . . ?
O12 C4A H4AA 108.4 . . ?
O12 C4A H4AB 108.4 . . ?
O12 C4A C10A 115(3) . . ?
H4AA C4A H4AB 107.5 . . ?
C10A C4A H4AA 108.4 . . ?
C10A C4A H4AB 108.4 . . ?
C4A C10A H10C 110.4 . . ?
C4A C10A H10D 110.4 . . ?
C4A C10A O11 106(2) . . ?
H10C C10A H10D 108.6 . . ?
O11 C10A H10C 110.4 . . ?
O11 C10A H10D 110.4 . . ?
C00O O11 C10A 109.1(18) . . ?
C6A C00O H00G 113.3 . . ?
C6A C00O H00H 113.3 . . ?
O11 C00O C6A 91.8(6) . . ?
O11 C00O H00G 113.3 . . ?
O11 C00O H00H 113.3 . . ?
H00G C00O H00H 110.7 . . ?
S2A N1A S1A 94.6(7) . . ?
O1A N1A S2A 63.2(11) . . ?
O1A N1A S1A 48.2(8) . . ?
N1A S2A C2 96.7(7) . . ?
O1A S2A C2 77.4(8) . . ?
O1A S2A N1A 51.4(4) . . ?
O3A S2A C2 105.7(8) . . ?
O3A S2A N1A 123.6(8) . . ?
O3A S2A O1A 83.8(10) . . ?
O3A S2A O4A 100.3(10) . . ?
O4A S2A C2 108.6(15) . . ?
O4A S2A N1A 120.5(12) . . ?
O4A S2A O1A 171.2(14) . . ?
O2A O1A S1A 52.1(5) . . ?
S2A O3A O1A 53.8(7) . . ?
N1A S1A C1 84.9(7) . . ?
O1A S1A C1 129.5(10) . . ?
O1A S1A N1A 49.5(4) . . ?
O1A S1A O2A 77.1(10) . . ?
O2A S1A C1 86.5(13) . . ?
O2A S1A N1A 93.0(13) . . ?
C1 F3A F2 45.1(7) . . ?
O1A O2A S1A 50.8(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
S1 C1 F3A F2 -112.8(10) . . . . ?
S2 C2 F4 F6 -98.6(13) . . . . ?
S2 C2 F4 F5A 135(2) . . . . ?
N1 C6 C5 C4 -179.8(4) . . . . ?
N1 C6 C7 C8 179.9(4) . . . . ?
O17 C4 C9 C8 -180.0(5) . . . . ?
C6 C5 C4 O17 179.4(4) . . . . ?
C6 C5 C4 C9 0.0(7) . . . . ?
C6 C7 C8 C9 -0.2(8) . . . . ?
C5 C6 C7 C8 -0.3(7) . . . . ?
C5 C4 C9 C8 -0.5(8) . . . . ?
C7 C6 C5 C4 0.4(7) . . . . ?
C7 C8 C9 C4 0.6(9) . . . . ?
O7 C14 C15 O8 61.8(18) . . . . ?
O7 C13 C12 O6 -60.5(18) . . . . ?
O10 C20 C21 O5 -56.7(16) . . . . ?
O9 C17 C16 O8 -65(2) . . . . ?
O9 C18 C19 O10 45(2) . . . . ?
C3 O17 C4 C5 2.4(8) . . . . ?
C3 O17 C4 C9 -178.2(6) . . . . ?
C2 S2 N2 S1 -22(4) . . . . ?
C2 S2 N2 O2 25(4) . . . . ?
C2 F6 F4 F5A 36.6(12) . . . . ?
C2 S2A O3A O1A 75.1(8) . . . . ?
F6 C2 F4 F5A -126.7(18) . . . . ?
C1 S1 N2 S2 -131(2) . . . . ?
C1 S1 N2 O2 106.3(7) . . . . ?
C1 S1A O2A O1A 131.9(9) . . . . ?
C17 O9 C18 C19 180.0(17) . . . . ?
C20 O10 C19 C18 164.9(13) . . . . ?
O3 S2 C2 F6 146.3(12) . . . . ?
O3 S2 C2 F4 -125.5(16) . . . . ?
O3 S2 C2 F5A -23(4) . . . . ?
O3 S2 N2 S1 122.8(19) . . . . ?
O3 S2 N2 O2 169.8(18) . . . . ?
C10 O5 C21 C20 -178.6(12) . . . . ?
C10 C11 O6 C12 179.5(12) . . . . ?
C14 O7 C13 C12 176.0(14) . . . . ?
C16 O8 C15 C14 -168.3(12) . . . . ?
N2 S1 C1 F2 135.5(18) . . . . ?
N2 S1 C1 F3A -140.0(16) . . . . ?
N2 S1 C1 F1A -16(2) . . . . ?
N2 S2 C2 F6 -68(3) . . . . ?
N2 S2 C2 F4 20(3) . . . . ?
N2 S2 C2 F5A 122(4) . . . . ?
O1 S1 C1 F2 -46.9(14) . . . . ?
O1 S1 C1 F3A 37.5(11) . . . . ?
O1 S1 C1 F1A 161(2) . . . . ?
O1 S1 N2 S2 57(7) . . . . ?
O1 S1 N2 O2 -65(5) . . . . ?
C15 O8 C16 C17 179.2(12) . . . . ?
C18 O9 C17 C16 -163.5(16) . . . . ?
O5 C10 C11 O6 73.2(15) . . . . ?
O2 S1 C1 F2 -157.6(12) . . . . ?
O2 S1 C1 F3A -73.2(10) . . . . ?
O2 S1 C1 F1A 50(2) . . . . ?
O2 S1 N2 S2 122(2) . . . . ?
C11 C10 O5 C21 174.8(12) . . . . ?
C13 O7 C14 C15 167.8(12) . . . . ?
C13 C12 O6 C11 -174.1(12) . . . . ?
C19 O10 C20 C21 -177.5(11) . . . . ?
O4 S2 C2 F6 34.4(13) . . . . ?
O4 S2 C2 F4 122.7(16) . . . . ?
O4 S2 C2 F5A -135(3) . . . . ?
O4 S2 N2 S1 -132(2) . . . . ?
O4 S2 N2 O2 -85(2) . . . . ?
C6A O16 C00V C8A -174(2) . . . . ?
O16 C6A C00O O11 -74(3) . . . . ?
O16 C00V C8A O15 54(4) . . . . ?
C00V C8A O15 C1A -146(5) . . . . ?
C8A O15 C1A C9A -166(4) . . . . ?
O15 C1A C9A O14 -86(4) . . . . ?
C1A C9A O14 C00Y -167(3) . . . . ?
C9A O14 C00Y C2A -161(3) . . . . ?
O14 C00Y C2A O13 19(5) . . . . ?
C00Y C2A O13 C00{ 180(3) . . . . ?
C2A O13 C00{ C22 -173(2) . . . . ?
O13 C00{ C22 O12 -50(4) . . . . ?
C00{ C22 O12 C4A 172(3) . . . . ?
C22 O12 C4A C10A -174(3) . . . . ?
O12 C4A C10A O11 91(3) . . . . ?
C4A C10A O11 C00O 172(2) . . . . ?
C10A O11 C00O C6A 164(2) . . . . ?
C00O C6A O16 C00V 179(2) . . . . ?
N1A S2A O3A O1A -34.3(8) . . . . ?
N1A S1A O2A O1A 47.2(5) . . . . ?
S2A N1A S1A C1 -109.1(7) . . . . ?
S2A N1A S1A O1A 47.3(14) . . . . ?
S2A N1A S1A O2A -22.9(12) . . . . ?
O1A N1A S2A C2 -68.0(11) . . . . ?
O1A N1A S2A O3A 45.8(13) . . . . ?
O1A N1A S2A O4A 175.8(18) . . . . ?
O1A N1A S1A C1 -156.4(16) . . . . ?
O1A N1A S1A O2A -70.2(14) . . . . ?
S1A N1A S2A C2 -105.9(8) . . . . ?
S1A N1A S2A O1A -37.9(9) . . . . ?
S1A N1A S2A O3A 8.0(11) . . . . ?
S1A N1A S2A O4A 137.9(16) . . . . ?
F1A C1 F3A F2 123(2) . . . . ?
F5A C2 F4 F6 126.7(18) . . . . ?
O4A S2A O3A O1A -172.1(16) . . . . ?
O2A O1A S1A C1 -74.3(16) . . . . ?
O2A O1A S1A N1A -105.4(16) . . . . ?

_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 2.556
_oxdiff_exptl_absorpt_empirical_full_min 0.537
####################################################################### 
# 
# 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_dff_201126_2_good_r
_database_code_depnum_ccdc_archive 'CCDC 2100257'
loop_
_audit_author_name
_audit_author_address
'Zhong-Xia Wang'
;Nanchang University
China
;
_audit_update_record             
;
2021-07-30 deposited with the CCDC.	2021-09-09 downloaded from the CCDC.
;
_audit_creation_date             2021-01-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C2 F6 N O4 S2, C7 H10 N O, C12 H24 O6'
_chemical_formula_sum            'C21 H34 F6 N2 O11 S2'
_chemical_formula_weight         668.62
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O F S'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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                   11.9353(16)
_cell_length_b                   16.8223(19)
_cell_length_c                   16.703(2)
_cell_angle_alpha                90
_cell_angle_beta                 110.336(15)
_cell_angle_gamma                90
_cell_volume                     3144.5(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5200
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.4960
_cell_measurement_theta_min      1.8320
_shelx_estimated_absorpt_T_max   0.955
_shelx_estimated_absorpt_T_min   0.945
_exptl_absorpt_coefficient_mu    0.259
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61856
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.60a (Rigaku Oxford Diffraction, 2019)
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    1.412
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1392
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0830
_diffrn_reflns_av_unetI/netI     0.0724
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            30747
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.202
_diffrn_reflns_theta_min         1.777
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.943
_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 -13.00   0.50    3.80    --   20.00  54.00 -90.00   98
  2  ω     16.00  41.00   0.50    3.80    --   20.00  54.00 -90.00   50
  3  ω     85.00 110.00   0.50    3.80    --   20.00  54.00 -90.00   50
  4  ω    -74.00 -23.00   0.50    3.80    --   20.00  54.00  90.00  102
  5  ω      7.00  33.00   0.50    3.80    --   20.00  54.00  90.00   52
  6  ω    -74.00 108.00   0.50    3.80    --   20.00  54.00  30.00  364
  7  ω    -64.00  37.00   0.50    3.80    --   20.00  54.00 -30.00  202
  8  ω     -7.00  39.00   0.50    3.80    --   20.00  54.00  60.00   92
  9  ω    -63.00 -38.00   0.50    3.80    --   20.00  54.00-180.00   50
 10  ω    -11.00  14.00   0.50    3.80    --   20.00  54.00-180.00   50
 11  ω     85.00 110.00   0.50    3.80    --   20.00  54.00-180.00   50
 12  ω    -71.00 -45.00   0.50    3.80    --   20.00  54.00 150.00   52
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0436213000
_diffrn_orient_matrix_UB_12      0.0079969000
_diffrn_orient_matrix_UB_13      0.0189166000
_diffrn_orient_matrix_UB_21      0.0457844000
_diffrn_orient_matrix_UB_22      0.0119669000
_diffrn_orient_matrix_UB_23      0.0382420000
_diffrn_orient_matrix_UB_31      -0.0049509000
_diffrn_orient_matrix_UB_32      0.0396256000
_diffrn_orient_matrix_UB_33      -0.0152816000
_diffrn_oxdiff_digest_frames     
;
01bfeefa4bc06ce637b82607f41f7d1e3901212297c
;
_diffrn_oxdiff_digest_hkl        
;
01f3126bd84e4337775417f2af3c8dcb1f87f6
;
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4472
_reflns_number_total             8810
_reflns_odcompleteness_completeness 99.49
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.40.60a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.60a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.60a (Rigaku OD, 2019)'
_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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.447
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     544
_refine_ls_number_reflns         8810
_refine_ls_number_restraints     347
_refine_ls_R_factor_all          0.1634
_refine_ls_R_factor_gt           0.0900
_refine_ls_restrained_S_all      1.060
_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)+(0.1384P)²+1.0574P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2355
_refine_ls_wR_factor_ref         0.2785
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C12-C11 = C2-C1 = C4-C3 = C6-C5 = C8-C7 = C9-C10
 1.54 with sigma of 0.01
 O8-C1 = O8-C12 = C12-C11 = O9-C11 = O9-C10 = O10-C9 = O10-C8 = O5-C7 = O5-C6 =
  O6-C5 = O6-C4 = O7-C3 = O7-C2
 1.42 with sigma of 0.01
 C12A-C11A = C2A-C1A = C4A-C3A = C6A-C5A = C9A-C10A
 1.54 with sigma of 0.01
 C1A-C12A
 2.2 with sigma of 0.02
 O8A-C1A = O8A-C12A = O9A-C11A = O9A-C10A = O10A-C9A = O10A-C8A = O5A-C7A =
 O5A-C6A = O6A-C5A = O6A-C4A = O7A-C3A = O7A-C2A
 1.42 with sigma of 0.01
 C8A-C7A
 1.54 with sigma of 0.01
 H2E-O6A
 2.2 with sigma of 0.02
 O7A-H2C = O5A-H2E
 1.99 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O8) \\sim Ueq, Uanis(C12) \\sim Ueq, Uanis(O9) \\sim Ueq, Uanis(C10)
\\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C4) \\sim Ueq,
Uanis(C3) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C2) \\sim Ueq, Uanis(O7) \\sim Ueq, Uanis(O6) \\sim Ueq, Uanis(C5) \\sim
Ueq, Uanis(C4) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(O5)
\\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C1) \\sim Ueq,
Uanis(O10) \\sim Ueq, Uanis(O8) \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C12)
\\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(O9) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C12) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C11A) \\sim Ueq, Uanis(O5A) \\sim Ueq, Uanis(C6A) \\sim Ueq, Uanis(C7A)
\\sim Ueq, Uanis(C5A) \\sim Ueq, Uanis(C8A) \\sim Ueq, Uanis(C4A) \\sim Ueq,
Uanis(O10A) \\sim Ueq, Uanis(C3A) \\sim Ueq, Uanis(C9A) \\sim Ueq, Uanis(C10A)
\\sim Ueq, Uanis(C2A) \\sim Ueq, Uanis(O9A) \\sim Ueq, Uanis(C1A) \\sim Ueq,
Uanis(C12A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C1A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C8A) \\sim Ueq, Uanis(C6A) \\sim Ueq, Uanis(C1A) \\sim Ueq, Uanis(C2A)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C8A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C6A, C7A, O5A, C5A, O6A, C4A, C3A, O7A, C2A, C1A, O8A, C12A, C11A, O9A, C10A,
 C9A, O10A, C8A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Others
 Sof(C6A)=Sof(H6AA)=Sof(H6AB)=Sof(C7A)=Sof(H7AA)=Sof(H7AB)=Sof(O5A)=Sof(C5A)=
 Sof(H5AA)=Sof(H5AB)=Sof(O6A)=Sof(C4A)=Sof(H4AA)=Sof(H4AB)=Sof(C3A)=Sof(H3AA)=
 Sof(H3AB)=Sof(O7A)=Sof(C2A)=Sof(H2AA)=Sof(H2AB)=Sof(C1A)=Sof(H1AA)=Sof(H1AB)=
 Sof(O8A)=Sof(C12A)=Sof(H12C)=Sof(H12D)=Sof(C11A)=Sof(H11C)=Sof(H11D)=Sof(O9A)=
 Sof(C10A)=Sof(H10C)=Sof(H10D)=Sof(C9A)=Sof(H9AA)=Sof(H9AB)=Sof(O10A)=Sof(C8A)=
 Sof(H8AA)=Sof(H8AB)=1-FVAR(1)
 Sof(O6)=Sof(O5)=Sof(O9)=Sof(O10)=Sof(O7)=Sof(O8)=Sof(C7)=Sof(H7A)=Sof(H7B)=
 Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(C9)=Sof(H9A)=Sof(H9B)=Sof(C11)=Sof(H11A)=
 Sof(H11B)=Sof(C6)=Sof(H6A)=Sof(H6B)=Sof(C10)=Sof(H10A)=Sof(H10B)=Sof(C1)=
 Sof(H1A)=Sof(H1B)=Sof(C3)=Sof(H3A)=Sof(H3B)=Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(C12)=
 Sof(H12A)=Sof(H12B)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(C8)=Sof(H8A)=Sof(H8B)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C5(H5A,H5B), C9(H9A,H9B), C11(H11A,H11B), C6(H6A,H6B), C10(H10A,
 H10B), C1(H1A,H1B), C3(H3A,H3B), C4(H4A,H4B), C12(H12A,H12B), C2(H2A,H2B),
 C8(H8A,H8B), C6A(H6AA,H6AB), C7A(H7AA,H7AB), C5A(H5AA,H5AB), C4A(H4AA,H4AB),
 C3A(H3AA,H3AB), C2A(H2AA,H2AB), C1A(H1AA,H1AB), C12A(H12C,H12D), C11A(H11C,
 H11D), C10A(H10C,H10D), C9A(H9AA,H9AB), C8A(H8AA,H8AB)
6.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C18(H18), C16(H16), C17(H17)
6.c Idealised Me refined as rotating group:
 N2(H2C,H2D,H2E), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.93978(8) 0.74903(6) 0.22191(5) 0.0554(3) Uani 1 1 d . . . . .
S2 S 1.08969(9) 0.80467(6) 0.38199(6) 0.0629(3) Uani 1 1 d . . . . .
O11 O 0.5752(3) 0.58545(18) 0.04040(16) 0.0742(8) Uani 1 1 d . . . . .
N2 N 0.5570(2) 0.55002(16) 0.32617(15) 0.0478(6) Uani 1 1 d . . . . .
H2C H 0.605146 0.508763 0.329504 0.057 Uiso 1 1 calc DGR . . . .
H2D H 0.499441 0.535942 0.345749 0.057 Uiso 1 1 calc GR . . . .
H2E H 0.598917 0.589951 0.357415 0.057 Uiso 1 1 calc DGR . . . .
O1 O 0.8216(2) 0.71757(19) 0.19234(18) 0.0785(8) Uani 1 1 d . . . . .
O2 O 0.9630(3) 0.81781(18) 0.17993(18) 0.0831(9) Uani 1 1 d . . . . .
F1 F 1.1437(3) 0.6894(2) 0.2257(2) 0.1227(11) Uani 1 1 d . . . . .
N1 N 0.9859(3) 0.75156(19) 0.32195(18) 0.0623(8) Uani 1 1 d . . . . .
O4 O 1.1754(3) 0.8336(2) 0.3475(2) 0.0942(10) Uani 1 1 d . . . . .
F5 F 1.0859(3) 0.93976(19) 0.4566(2) 0.1272(12) Uani 1 1 d . . . . .
F6 F 0.9209(3) 0.8761(2) 0.4231(3) 0.1275(12) Uani 1 1 d . . . . .
F4 F 0.9675(4) 0.93426(18) 0.3275(2) 0.1334(13) Uani 1 1 d . . . . .
O3 O 1.1317(3) 0.7687(2) 0.46439(18) 0.0928(10) Uani 1 1 d . . . . .
C13 C 0.5037(3) 0.57542(17) 0.23682(18) 0.0444(7) Uani 1 1 d . . . . .
C14 C 0.5718(3) 0.56745(19) 0.18426(19) 0.0496(7) Uani 1 1 d . . . . .
H14 H 0.649151 0.547286 0.205362 0.060 Uiso 1 1 calc R . . . .
F3 F 1.0167(4) 0.60292(18) 0.2355(3) 0.1395(13) Uani 1 1 d . . . . .
C15 C 0.5204(3) 0.5907(2) 0.0990(2) 0.0534(8) Uani 1 1 d . . . . .
F2 F 0.9940(4) 0.6561(3) 0.1171(2) 0.1519(15) Uani 1 1 d . . . . .
C18 C 0.3899(3) 0.6057(2) 0.2074(2) 0.0556(8) Uani 1 1 d . . . . .
H18 H 0.346362 0.610419 0.243812 0.067 Uiso 1 1 calc R . . . .
C16 C 0.4051(3) 0.6213(2) 0.0690(2) 0.0620(10) Uani 1 1 d . . . . .
H16 H 0.371105 0.636488 0.012074 0.074 Uiso 1 1 calc R . . . .
C17 C 0.3407(3) 0.6292(2) 0.1227(2) 0.0626(9) Uani 1 1 d . . . . .
H17 H 0.263941 0.650462 0.102262 0.075 Uiso 1 1 calc R . . . .
O6 O 0.8283(5) 0.5260(4) 0.4013(4) 0.0901(19) Uani 0.640(5) 1 d D U P A 1
C21 C 1.0128(4) 0.8933(3) 0.3980(3) 0.0790(12) Uani 1 1 d . . . . .
O5 O 0.7223(5) 0.6712(4) 0.4194(3) 0.0880(19) Uani 0.640(5) 1 d D U P A 1
O9 O 0.3496(5) 0.5401(4) 0.3803(3) 0.0886(19) Uani 0.640(5) 1 d D U P A 1
C19 C 0.6934(4) 0.5500(3) 0.0675(3) 0.0821(13) Uani 1 1 d . . . . .
H19A H 0.720772 0.547456 0.019940 0.123 Uiso 1 1 calc GR . . . .
H19B H 0.689949 0.497308 0.088653 0.123 Uiso 1 1 calc GR . . . .
H19C H 0.747580 0.581772 0.111992 0.123 Uiso 1 1 calc GR . . . .
O10 O 0.5109(5) 0.6597(3) 0.4517(3) 0.0838(17) Uani 0.640(5) 1 d D U P A 1
C20 C 1.0274(5) 0.6697(3) 0.1978(3) 0.0854(13) Uani 1 1 d . . . . .
O7 O 0.6741(5) 0.4050(3) 0.3187(3) 0.0895(18) Uani 0.640(5) 1 d D U P A 1
O8 O 0.4421(6) 0.3998(4) 0.3309(4) 0.106(2) Uani 0.640(5) 1 d D U P A 1
C7 C 0.6958(13) 0.7256(12) 0.4743(12) 0.180(8) Uani 0.640(5) 1 d D U P A 1
H7A H 0.733453 0.776474 0.472975 0.216 Uiso 0.640(5) 1 calc R . P A 1
H7B H 0.724659 0.705895 0.532498 0.216 Uiso 0.640(5) 1 calc R . P A 1
C5 C 0.8783(19) 0.6000(7) 0.3934(14) 0.158(8) Uani 0.640(5) 1 d D U P A 1
H5A H 0.844896 0.619223 0.335093 0.190 Uiso 0.640(5) 1 calc R . P A 1
H5B H 0.964218 0.595454 0.408707 0.190 Uiso 0.640(5) 1 calc R . P A 1
C9 C 0.3941(6) 0.6693(5) 0.4446(5) 0.096(3) Uani 0.640(5) 1 d D U P A 1
H9A H 0.350589 0.695696 0.391204 0.115 Uiso 0.640(5) 1 calc R . P A 1
H9B H 0.389446 0.702155 0.491044 0.115 Uiso 0.640(5) 1 calc R . P A 1
C11 C 0.2950(9) 0.4672(5) 0.3760(8) 0.107(4) Uani 0.640(5) 1 d D U P A 1
H11A H 0.209443 0.474424 0.360837 0.129 Uiso 0.640(5) 1 calc R . P A 1
H11B H 0.324972 0.441372 0.431378 0.129 Uiso 0.640(5) 1 calc R . P A 1
C6 C 0.8480(6) 0.6563(6) 0.4536(5) 0.094(3) Uani 0.640(5) 1 d D U P A 1
H6A H 0.869406 0.632718 0.509915 0.113 Uiso 0.640(5) 1 calc R . P A 1
H6B H 0.891888 0.705705 0.458475 0.113 Uiso 0.640(5) 1 calc R . P A 1
C10 C 0.3379(9) 0.5878(6) 0.4474(5) 0.098(3) Uani 0.640(5) 1 d D U P A 1
H10A H 0.378200 0.562456 0.502110 0.118 Uiso 0.640(5) 1 calc R . P A 1
H10B H 0.254209 0.593970 0.440287 0.118 Uiso 0.640(5) 1 calc R . P A 1
C1 C 0.4796(11) 0.3456(8) 0.2819(9) 0.126(5) Uani 0.640(5) 1 d D U P A 1
H1A H 0.449628 0.363411 0.223004 0.151 Uiso 0.640(5) 1 calc R . P A 1
H1B H 0.442505 0.294689 0.284012 0.151 Uiso 0.640(5) 1 calc R . P A 1
C3 C 0.7982(7) 0.3898(6) 0.3575(7) 0.093(3) Uani 0.640(5) 1 d D U P A 1
H3A H 0.822497 0.348578 0.326344 0.112 Uiso 0.640(5) 1 calc R . P A 1
H3B H 0.815742 0.371785 0.415816 0.112 Uiso 0.640(5) 1 calc R . P A 1
C4 C 0.8649(8) 0.4660(5) 0.3567(6) 0.095(3) Uani 0.640(5) 1 d D U P A 1
H4A H 0.950182 0.457070 0.383260 0.114 Uiso 0.640(5) 1 calc R . P A 1
H4B H 0.849139 0.482692 0.298166 0.114 Uiso 0.640(5) 1 calc R . P A 1
C12 C 0.3193(9) 0.4168(8) 0.3115(8) 0.128(4) Uani 0.640(5) 1 d D U P A 1
H12A H 0.276086 0.367172 0.306523 0.153 Uiso 0.640(5) 1 calc R . P A 1
H12B H 0.289223 0.443398 0.256637 0.153 Uiso 0.640(5) 1 calc R . P A 1
C2 C 0.6130(10) 0.3327(5) 0.3075(7) 0.114(3) Uani 0.640(5) 1 d D U P A 1
H2A H 0.641321 0.302646 0.360339 0.136 Uiso 0.640(5) 1 calc R . P A 1
H2B H 0.629442 0.301937 0.263760 0.136 Uiso 0.640(5) 1 calc R . P A 1
C8 C 0.5612(11) 0.7346(4) 0.4427(8) 0.114(3) Uani 0.640(5) 1 d D U P A 1
H8A H 0.538497 0.774768 0.475871 0.137 Uiso 0.640(5) 1 calc R . P A 1
H8B H 0.532162 0.750911 0.383290 0.137 Uiso 0.640(5) 1 calc R . P A 1
C6A C 0.7022(12) 0.7241(9) 0.4674(9) 0.073(4) Uani 0.360(5) 1 d D U P A 2
H6AA H 0.727135 0.707409 0.526597 0.088 Uiso 0.360(5) 1 calc R . P A 2
H6AB H 0.700516 0.781657 0.464641 0.088 Uiso 0.360(5) 1 calc R . P A 2
C7A C 0.500(2) 0.708(2) 0.4533(17) 0.133(8) Uani 0.360(5) 1 d D U P A 2
H7AA H 0.501627 0.765094 0.462176 0.160 Uiso 0.360(5) 1 calc R . P A 2
H7AB H 0.525512 0.683983 0.509562 0.160 Uiso 0.360(5) 1 calc R . P A 2
O5A O 0.5921(10) 0.6915(8) 0.4196(8) 0.136(5) Uani 0.360(5) 1 d D U P A 2
C5A C 0.784(2) 0.6892(8) 0.4226(16) 0.118(7) Uani 0.360(5) 1 d D U P A 2
H5AA H 0.754222 0.706214 0.363404 0.142 Uiso 0.360(5) 1 calc R . P A 2
H5AB H 0.863143 0.711163 0.448991 0.142 Uiso 0.360(5) 1 calc R . P A 2
O6A O 0.7922(9) 0.6048(7) 0.4248(7) 0.110(4) Uani 0.360(5) 1 d D U P A 2
C4A C 0.8855(15) 0.5831(10) 0.3966(13) 0.082(5) Uani 0.360(5) 1 d D U P A 2
H4AA H 0.962790 0.600464 0.435482 0.098 Uiso 0.360(5) 1 calc R . P A 2
H4AB H 0.873380 0.602373 0.339481 0.098 Uiso 0.360(5) 1 calc R . P A 2
C3A C 0.8694(18) 0.4930(11) 0.3990(15) 0.119(7) Uani 0.360(5) 1 d D U P A 2
H3AA H 0.936630 0.468615 0.388436 0.142 Uiso 0.360(5) 1 calc R . P A 2
H3AB H 0.876550 0.479179 0.456964 0.142 Uiso 0.360(5) 1 calc R . P A 2
O7A O 0.7645(9) 0.4559(6) 0.3438(6) 0.095(3) Uani 0.360(5) 1 d D U P A 2
C2A C 0.7441(18) 0.3722(8) 0.3307(12) 0.098(5) Uani 0.360(5) 1 d D U P A 2
H2AA H 0.750816 0.347460 0.384600 0.117 Uiso 0.360(5) 1 calc R . P A 2
H2AB H 0.805539 0.349736 0.311844 0.117 Uiso 0.360(5) 1 calc R . P A 2
C1A C 0.6212(15) 0.353(2) 0.2647(14) 0.172(10) Uani 0.360(5) 1 d D U P A 2
H1AA H 0.602924 0.384907 0.213558 0.206 Uiso 0.360(5) 1 calc R . P A 2
H1AB H 0.612975 0.296809 0.249599 0.206 Uiso 0.360(5) 1 calc R . P A 2
O8A O 0.5536(12) 0.3743(7) 0.3145(8) 0.115(4) Uani 0.360(5) 1 d D U P A 2
C12A C 0.4341(13) 0.3596(15) 0.2641(12) 0.107(6) Uani 0.360(5) 1 d D U P A 2
H12C H 0.425467 0.304280 0.246609 0.129 Uiso 0.360(5) 1 calc R . P A 2
H12D H 0.412750 0.392100 0.213053 0.129 Uiso 0.360(5) 1 calc R . P A 2
C11A C 0.350(2) 0.3775(10) 0.3116(15) 0.127(7) Uani 0.360(5) 1 d D U P A 2
H11C H 0.268261 0.370040 0.273190 0.153 Uiso 0.360(5) 1 calc R . P A 2
H11D H 0.364360 0.339987 0.358214 0.153 Uiso 0.360(5) 1 calc R . P A 2
O9A O 0.3623(12) 0.4558(8) 0.3449(8) 0.110(4) Uani 0.360(5) 1 d D U P A 2
C10A C 0.294(3) 0.4534(13) 0.399(2) 0.189(12) Uani 0.360(5) 1 d D U P A 2
H10C H 0.329386 0.420674 0.449040 0.227 Uiso 0.360(5) 1 calc R . P A 2
H10D H 0.211304 0.439183 0.369336 0.227 Uiso 0.360(5) 1 calc R . P A 2
C9A C 0.3140(18) 0.5423(12) 0.4159(16) 0.119(6) Uani 0.360(5) 1 d D U P A 2
H9AA H 0.242586 0.564362 0.373977 0.143 Uiso 0.360(5) 1 calc R . P A 2
H9AB H 0.301013 0.547460 0.469874 0.143 Uiso 0.360(5) 1 calc R . P A 2
O10A O 0.3988(14) 0.6041(9) 0.4227(9) 0.130(4) Uani 0.360(5) 1 d D U P A 2
C8A C 0.369(2) 0.6854(11) 0.410(3) 0.236(14) Uani 0.360(5) 1 d D U P A 2
H8AA H 0.317969 0.703859 0.439961 0.283 Uiso 0.360(5) 1 calc R . P A 2
H8AB H 0.337066 0.700491 0.349999 0.283 Uiso 0.360(5) 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 1.425(3) . ?
S1 O2 1.429(3) . ?
S1 N1 1.568(3) . ?
S1 C20 1.825(5) . ?
S2 N1 1.573(3) . ?
S2 O4 1.422(3) . ?
S2 O3 1.425(3) . ?
S2 C21 1.819(5) . ?
O11 C15 1.356(4) . ?
O11 C19 1.451(5) . ?
N2 H2C 0.8900 . ?
N2 H2D 0.8900 . ?
N2 H2E 0.8900 . ?
N2 C13 1.468(4) . ?
F1 C20 1.343(6) . ?
F5 C21 1.317(5) . ?
F6 C21 1.336(6) . ?
F4 C21 1.309(5) . ?
C13 C14 1.395(5) . ?
C13 C18 1.371(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.397(4) . ?
F3 C20 1.315(6) . ?
C15 C16 1.389(5) . ?
F2 C20 1.286(5) . ?
C18 H18 0.9300 . ?
C18 C17 1.388(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.377(5) . ?
C17 H17 0.9300 . ?
O6 C5 1.406(9) . ?
O6 C4 1.411(7) . ?
O5 C7 1.407(9) . ?
O5 C6 1.430(7) . ?
O9 C11 1.380(8) . ?
O9 C10 1.424(7) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
O10 C9 1.367(7) . ?
O10 C8 1.426(8) . ?
O7 C3 1.418(7) . ?
O7 C2 1.397(8) . ?
O8 C1 1.398(8) . ?
O8 C12 1.415(8) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.514(9) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.514(9) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.534(9) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.477(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.514(9) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.513(8) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C6A H6AA 0.9700 . ?
C6A H6AB 0.9700 . ?
C6A O5A 1.391(9) . ?
C6A C5A 1.534(10) . ?
C7A H7AA 0.9700 . ?
C7A H7AB 0.9700 . ?
C7A O5A 1.423(10) . ?
C7A C8A 1.526(10) . ?
C5A H5AA 0.9700 . ?
C5A H5AB 0.9700 . ?
C5A O6A 1.422(10) . ?
O6A C4A 1.400(9) . ?
C4A H4AA 0.9700 . ?
C4A H4AB 0.9700 . ?
C4A C3A 1.531(10) . ?
C3A H3AA 0.9700 . ?
C3A H3AB 0.9700 . ?
C3A O7A 1.416(10) . ?
O7A C2A 1.432(9) . ?
C2A H2AA 0.9700 . ?
C2A H2AB 0.9700 . ?
C2A C1A 1.533(10) . ?
C1A H1AA 0.9700 . ?
C1A H1AB 0.9700 . ?
C1A O8A 1.393(10) . ?
O8A C12A 1.403(9) . ?
C12A H12C 0.9700 . ?
C12A H12D 0.9700 . ?
C12A C11A 1.512(10) . ?
C11A H11C 0.9700 . ?
C11A H11D 0.9700 . ?
C11A O9A 1.416(10) . ?
O9A C10A 1.404(10) . ?
C10A H10C 0.9700 . ?
C10A H10D 0.9700 . ?
C10A C9A 1.526(10) . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C9A O10A 1.427(10) . ?
O10A C8A 1.411(10) . ?
C8A H8AA 0.9700 . ?
C8A H8AB 0.9700 . ?

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 117.90(19) . . ?
O1 S1 N1 108.54(17) . . ?
O1 S1 C20 103.1(2) . . ?
O2 S1 N1 116.42(17) . . ?
O2 S1 C20 105.1(2) . . ?
N1 S1 C20 103.8(2) . . ?
N1 S2 C21 103.5(2) . . ?
O4 S2 N1 117.01(18) . . ?
O4 S2 O3 118.3(2) . . ?
O4 S2 C21 104.5(2) . . ?
O3 S2 N1 108.02(19) . . ?
O3 S2 C21 103.4(2) . . ?
C15 O11 C19 117.5(3) . . ?
H2C N2 H2D 109.5 . . ?
H2C N2 H2E 109.5 . . ?
H2D N2 H2E 109.5 . . ?
C13 N2 H2C 109.5 . . ?
C13 N2 H2D 109.5 . . ?
C13 N2 H2E 109.5 . . ?
S1 N1 S2 127.0(2) . . ?
C14 C13 N2 118.0(3) . . ?
C18 C13 N2 119.9(3) . . ?
C18 C13 C14 122.1(3) . . ?
C13 C14 H14 121.0 . . ?
C13 C14 C15 118.0(3) . . ?
C15 C14 H14 121.0 . . ?
O11 C15 C14 124.5(3) . . ?
O11 C15 C16 115.5(3) . . ?
C16 C15 C14 120.1(3) . . ?
C13 C18 H18 120.4 . . ?
C13 C18 C17 119.1(3) . . ?
C17 C18 H18 120.4 . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.6(3) . . ?
C17 C16 H16 119.7 . . ?
C18 C17 H17 119.9 . . ?
C16 C17 C18 120.2(3) . . ?
C16 C17 H17 119.9 . . ?
C5 O6 C4 111.4(8) . . ?
F5 C21 S2 111.0(3) . . ?
F5 C21 F6 107.4(4) . . ?
F6 C21 S2 112.3(3) . . ?
F4 C21 S2 111.8(3) . . ?
F4 C21 F5 108.4(4) . . ?
F4 C21 F6 105.6(4) . . ?
C7 O5 C6 107.2(8) . . ?
C11 O9 C10 111.5(8) . . ?
O11 C19 H19A 109.5 . . ?
O11 C19 H19B 109.5 . . ?
O11 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C9 O10 C8 109.9(8) . . ?
F1 C20 S1 110.2(4) . . ?
F3 C20 S1 111.2(3) . . ?
F3 C20 F1 107.8(5) . . ?
F2 C20 S1 111.6(4) . . ?
F2 C20 F1 108.3(4) . . ?
F2 C20 F3 107.7(5) . . ?
C2 O7 C3 108.5(7) . . ?
C1 O8 C12 121.0(8) . . ?
O5 C7 H7A 110.4 . . ?
O5 C7 H7B 110.4 . . ?
O5 C7 C8 106.8(11) . . ?
H7A C7 H7B 108.6 . . ?
C8 C7 H7A 110.4 . . ?
C8 C7 H7B 110.4 . . ?
O6 C5 H5A 110.4 . . ?
O6 C5 H5B 110.4 . . ?
O6 C5 C6 106.5(10) . . ?
H5A C5 H5B 108.6 . . ?
C6 C5 H5A 110.4 . . ?
C6 C5 H5B 110.4 . . ?
O10 C9 H9A 109.8 . . ?
O10 C9 H9B 109.8 . . ?
O10 C9 C10 109.6(6) . . ?
H9A C9 H9B 108.2 . . ?
C10 C9 H9A 109.8 . . ?
C10 C9 H9B 109.8 . . ?
O9 C11 H11A 109.7 . . ?
O9 C11 H11B 109.7 . . ?
O9 C11 C12 109.8(9) . . ?
H11A C11 H11B 108.2 . . ?
C12 C11 H11A 109.7 . . ?
C12 C11 H11B 109.7 . . ?
O5 C6 C5 107.7(11) . . ?
O5 C6 H6A 110.2 . . ?
O5 C6 H6B 110.2 . . ?
C5 C6 H6A 110.2 . . ?
C5 C6 H6B 110.2 . . ?
H6A C6 H6B 108.5 . . ?
O9 C10 C9 108.4(6) . . ?
O9 C10 H10A 110.0 . . ?
O9 C10 H10B 110.0 . . ?
C9 C10 H10A 110.0 . . ?
C9 C10 H10B 110.0 . . ?
H10A C10 H10B 108.4 . . ?
O8 C1 H1A 108.2 . . ?
O8 C1 H1B 108.2 . . ?
O8 C1 C2 116.5(10) . . ?
H1A C1 H1B 107.3 . . ?
C2 C1 H1A 108.2 . . ?
C2 C1 H1B 108.2 . . ?
O7 C3 H3A 110.1 . . ?
O7 C3 H3B 110.1 . . ?
O7 C3 C4 108.2(7) . . ?
H3A C3 H3B 108.4 . . ?
C4 C3 H3A 110.1 . . ?
C4 C3 H3B 110.1 . . ?
O6 C4 C3 109.9(7) . . ?
O6 C4 H4A 109.7 . . ?
O6 C4 H4B 109.7 . . ?
C3 C4 H4A 109.7 . . ?
C3 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
O8 C12 C11 113.6(9) . . ?
O8 C12 H12A 108.8 . . ?
O8 C12 H12B 108.8 . . ?
C11 C12 H12A 108.8 . . ?
C11 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
O7 C2 C1 111.3(9) . . ?
O7 C2 H2A 109.4 . . ?
O7 C2 H2B 109.4 . . ?
C1 C2 H2A 109.4 . . ?
C1 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
O10 C8 C7 108.0(12) . . ?
O10 C8 H8A 110.1 . . ?
O10 C8 H8B 110.1 . . ?
C7 C8 H8A 110.1 . . ?
C7 C8 H8B 110.1 . . ?
H8A C8 H8B 108.4 . . ?
H6AA C6A H6AB 109.3 . . ?
O5A C6A H6AA 111.4 . . ?
O5A C6A H6AB 111.4 . . ?
O5A C6A C5A 101.7(13) . . ?
C5A C6A H6AA 111.4 . . ?
C5A C6A H6AB 111.4 . . ?
H7AA C7A H7AB 106.4 . . ?
O5A C7A H7AA 106.2 . . ?
O5A C7A H7AB 106.2 . . ?
O5A C7A C8A 124(3) . . ?
C8A C7A H7AA 106.2 . . ?
C8A C7A H7AB 106.2 . . ?
C6A O5A C7A 113.6(16) . . ?
C6A C5A H5AA 108.5 . . ?
C6A C5A H5AB 108.5 . . ?
H5AA C5A H5AB 107.5 . . ?
O6A C5A C6A 114.9(14) . . ?
O6A C5A H5AA 108.5 . . ?
O6A C5A H5AB 108.5 . . ?
C4A O6A C5A 108.1(12) . . ?
O6A C4A H4AA 112.3 . . ?
O6A C4A H4AB 112.3 . . ?
O6A C4A C3A 97.4(14) . . ?
H4AA C4A H4AB 109.9 . . ?
C3A C4A H4AA 112.3 . . ?
C3A C4A H4AB 112.3 . . ?
C4A C3A H3AA 107.2 . . ?
C4A C3A H3AB 107.2 . . ?
H3AA C3A H3AB 106.8 . . ?
O7A C3A C4A 120.7(15) . . ?
O7A C3A H3AA 107.2 . . ?
O7A C3A H3AB 107.2 . . ?
C3A O7A C2A 126.7(13) . . ?
O7A C2A H2AA 109.0 . . ?
O7A C2A H2AB 109.0 . . ?
O7A C2A C1A 113.0(18) . . ?
H2AA C2A H2AB 107.8 . . ?
C1A C2A H2AA 109.0 . . ?
C1A C2A H2AB 109.0 . . ?
C2A C1A H1AA 112.3 . . ?
C2A C1A H1AB 112.3 . . ?
H1AA C1A H1AB 109.9 . . ?
O8A C1A C2A 97.1(16) . . ?
O8A C1A H1AA 112.3 . . ?
O8A C1A H1AB 112.3 . . ?
C1A O8A C12A 106.0(11) . . ?
O8A C12A H12C 109.2 . . ?
O8A C12A H12D 109.2 . . ?
O8A C12A C11A 111.9(16) . . ?
H12C C12A H12D 107.9 . . ?
C11A C12A H12C 109.2 . . ?
C11A C12A H12D 109.2 . . ?
C12A C11A H11C 108.9 . . ?
C12A C11A H11D 108.9 . . ?
H11C C11A H11D 107.8 . . ?
O9A C11A C12A 113.1(17) . . ?
O9A C11A H11C 108.9 . . ?
O9A C11A H11D 108.9 . . ?
C10A O9A C11A 102.7(14) . . ?
O9A C10A H10C 113.6 . . ?
O9A C10A H10D 113.6 . . ?
O9A C10A C9A 90.4(16) . . ?
H10C C10A H10D 110.8 . . ?
C9A C10A H10C 113.6 . . ?
C9A C10A H10D 113.6 . . ?
C10A C9A H9AA 101.5 . . ?
C10A C9A H9AB 101.5 . . ?
H9AA C9A H9AB 104.6 . . ?
O10A C9A C10A 142(2) . . ?
O10A C9A H9AA 101.5 . . ?
O10A C9A H9AB 101.5 . . ?
C8A O10A C9A 124.2(19) . . ?
C7A C8A H8AA 113.6 . . ?
C7A C8A H8AB 113.6 . . ?
O10A C8A C7A 91(2) . . ?
O10A C8A H8AA 113.6 . . ?
O10A C8A H8AB 113.6 . . ?
H8AA C8A H8AB 110.8 . . ?

_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 2.553
_oxdiff_exptl_absorpt_empirical_full_min 0.438
####################################################################### 
# 
# 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_hpf6_auto
_database_code_depnum_ccdc_archive 'CCDC 2107269'
loop_
_audit_author_name
_audit_author_address
'Zhong-Xia Wang'
;Nanchang University
China
;
_audit_update_record             
;
2021-09-03 deposited with the CCDC.	2021-09-09 downloaded from the CCDC.
;
_audit_creation_date             2021-09-01
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'F6 P, C12 H24 O6, C7 H10 N O'
_chemical_formula_sum            'C19 H32 F6 N O7 P'
_chemical_formula_weight         531.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O  P F'
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'

_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                   13.3720(2)
_cell_length_b                   13.8419(2)
_cell_length_c                   15.1836(3)
_cell_angle_alpha                90
_cell_angle_beta                 116.112(2)
_cell_angle_gamma                90
_cell_volume                     2523.55(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11750
_cell_measurement_temperature    291(4)
_cell_measurement_theta_max      75.8620
_cell_measurement_theta_min      3.6730
_shelx_estimated_absorpt_T_max   0.794
_shelx_estimated_absorpt_T_min   0.746
_exptl_absorpt_coefficient_mu    1.727
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80863
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.108a (Rigaku Oxford Diffraction, 2021)
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    1.399
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0159
_diffrn_reflns_av_unetI/netI     0.0136
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15413
_diffrn_reflns_point_group_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        63.683
_diffrn_reflns_theta_max         63.682
_diffrn_reflns_theta_min         4.876
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      291(4)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -24.00  10.00   0.50    0.30    --   45.28 -79.00 -40.00   68
  2  ω     32.00  59.00   0.50    0.30    --   45.28 -79.00 -40.00   54
  3  ω     88.00 158.00   0.50    0.60    --  107.00  79.00  83.00  140
  4  ω    -28.00  26.00   0.50    0.30    --   45.28 -19.00 -90.00  108
  5  ω    -30.00  44.00   0.50    0.30    --   45.28 -37.00-150.00  148
  6  ω     35.00  61.00   0.50    0.60    --  107.00 -79.00 -40.00   52
  7  ω     36.00  72.00   0.50    0.60    --  107.00 -61.00  30.00   72
  8  ω     34.00  83.00   0.50    0.60    --  107.00 -77.00 120.00   98
  9  ω     47.00  73.00   0.50    0.60    --  107.00 -61.00-120.00   52
 10  ω     55.00  98.00   0.50    0.60    --  107.00 -94.00-180.00   86
 11  ω     34.00 105.00   0.50    0.60    --  107.00 -94.00-150.00  142
 12  ω     35.00 106.00   0.50    0.60    --  107.00 -94.00 120.00  142
 13  ω    -24.00  31.00   0.50    0.30    --  -45.28  19.00  90.00  110
 14  ω    -14.00  25.00   0.50    0.30    --  -45.28  79.00  83.00   78
 15  ω    -71.00 -25.00   0.50    0.30    --  -45.28  79.00  83.00   92
 16  ω   -129.00 -46.00   0.50    0.60    -- -102.00  79.00  83.00  166
 17  ω    -69.00 -29.00   0.50    0.60    -- -102.00  61.00  60.00   80
 18  ω    -68.00 -28.00   0.50    0.60    -- -102.00  61.00 150.00   80
 19  ω    -69.00 -29.00   0.50    0.60    -- -102.00  61.00  30.00   80
 20  ω    -65.00 -28.00   0.50    0.60    -- -102.00  61.00 -60.00   74
 21  ω    -68.00 -35.00   0.50    0.60    -- -102.00  61.00 -90.00   66
 22  ω   -152.00-126.00   0.50    0.60    -- -102.00 -79.00 -40.00   52
 23  ω   -138.00 -74.00   0.50    0.60    -- -102.00-125.00  30.00  128
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0234273000
_diffrn_orient_matrix_UB_12      -0.0138294000
_diffrn_orient_matrix_UB_13      0.0898778000
_diffrn_orient_matrix_UB_21      0.0437403000
_diffrn_orient_matrix_UB_22      0.1026808000
_diffrn_orient_matrix_UB_23      0.0353382000
_diffrn_orient_matrix_UB_31      -0.1183321000
_diffrn_orient_matrix_UB_32      0.0406537000
_diffrn_orient_matrix_UB_33      -0.0585938000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3686
_reflns_number_total             3988
_reflns_odcompleteness_completeness 94.97
_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 1.171.41.108a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     364
_refine_ls_number_reflns         3988
_refine_ls_number_restraints     204
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0511
_refine_ls_restrained_S_all      1.139
_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)+(0.0759P)²+0.9373P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1432
_refine_ls_wR_factor_ref         0.1457
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(F5A) \\sim Ueq, Uanis(P1) \\sim Ueq, Uanis(F1A) \\sim Ueq, Uanis(F2)
\\sim Ueq, Uanis(F3A) \\sim Ueq, Uanis(F6) \\sim Ueq, Uanis(F4) \\sim Ueq,
Uanis(F1) \\sim Ueq, Uanis(F3) \\sim Ueq, Uanis(F2A) \\sim Ueq, Uanis(F5) \\sim
Ueq, Uanis(F6A) \\sim Ueq, Uanis(F4A) \\sim Ueq: with sigma of 0.01 and sigma
for terminal atoms of 0.01
3. Rigid body (RIGU) restrains
 F4, P1, F2, F2A, F1, F1A, F6, F6A, F3, F3A, F4A, F5, F5A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Others
 Sof(F6A)=Sof(F4A)=Sof(F3A)=Sof(F5A)=Sof(F2A)=Sof(F1A)=1-FVAR(1)
 Sof(F6)=Sof(F4)=Sof(F3)=Sof(F5)=Sof(F2)=Sof(F1)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C4(H4A,H4B), C6(H6A,H6B), C7(H7A,H7B), C3(H3A,H3B), C8(H8A,H8B),
 C10(H10A,H10B), C11(H11A,H11B), C2(H2A,H2B), C9(H9A,H9B), C12(H12A,H12B),
 C1(H1A,H1B)
5.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C18(H18), C16(H16), C17(H17)
5.c Idealised Me refined as rotating group:
 N1(H1C,H1D,H1E), C19(H19A,H19B,H19C)
;
_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
P1 P 0.43316(5) 0.23240(4) 0.12886(4) 0.0613(2) Uani 1 1 d . U . . .
O3 O 0.44471(13) 0.33963(12) 0.46377(11) 0.0685(4) Uani 1 1 d . . . . .
N1 N 0.36703(13) 0.22049(11) 0.58516(12) 0.0490(4) Uani 1 1 d . . . . .
H1C H 0.426119 0.207141 0.574837 0.059 Uiso 1 1 calc R U . . .
H1D H 0.384416 0.212425 0.648402 0.059 Uiso 1 1 calc R U . . .
H1E H 0.346196 0.281395 0.568049 0.059 Uiso 1 1 calc R U . . .
O7 O 0.10888(15) 0.08580(13) 0.26955(12) 0.0759(5) Uani 1 1 d . . . . .
O6 O 0.41806(15) 0.17513(16) 0.78650(12) 0.0862(6) Uani 1 1 d . . . . .
O2 O 0.29552(14) 0.41892(12) 0.52805(14) 0.0787(5) Uani 1 1 d . . . . .
F6 F 0.5185(5) 0.1930(4) 0.2290(4) 0.1054(18) Uani 0.743(6) 1 d . U P A 1
O5 O 0.56177(15) 0.09968(12) 0.71390(14) 0.0812(5) Uani 1 1 d . . . . .
O4 O 0.53811(13) 0.15746(13) 0.52733(13) 0.0758(5) Uani 1 1 d . . . . .
C13 C 0.27501(15) 0.15520(13) 0.52595(14) 0.0471(4) Uani 1 1 d . . . . .
O1 O 0.32288(16) 0.35535(17) 0.71437(16) 0.0936(6) Uani 1 1 d . . . . .
F4 F 0.4529(3) 0.1410(3) 0.0756(3) 0.1021(11) Uani 0.743(6) 1 d . U P A 1
F3 F 0.3354(3) 0.2697(4) 0.0279(3) 0.1115(17) Uani 0.743(6) 1 d . U P A 1
C14 C 0.23702(16) 0.15584(13) 0.42552(14) 0.0488(5) Uani 1 1 d . . . . .
H14 H 0.267576 0.197808 0.396088 0.059 Uiso 1 1 calc R U . . .
F5 F 0.3407(3) 0.1700(2) 0.1459(3) 0.1070(12) Uani 0.743(6) 1 d . U P A 1
C15 C 0.15231(17) 0.09268(14) 0.36920(15) 0.0545(5) Uani 1 1 d . . . . .
F2 F 0.5158(3) 0.2907(3) 0.1062(3) 0.1231(15) Uani 0.743(6) 1 d . U P A 1
F1 F 0.4008(4) 0.31763(19) 0.1795(2) 0.1077(13) Uani 0.743(6) 1 d . U P A 1
C18 C 0.23105(19) 0.09530(18) 0.57138(17) 0.0680(6) Uani 1 1 d . . . . .
H18 H 0.256719 0.096628 0.639108 0.082 Uiso 1 1 calc R U . . .
C19 C 0.1380(3) 0.15716(19) 0.21941(17) 0.0779(7) Uani 1 1 d . . . . .
H19A H 0.094181 0.149207 0.150038 0.117 Uiso 1 1 calc R U . . .
H19B H 0.215570 0.151244 0.235061 0.117 Uiso 1 1 calc R U . . .
H19C H 0.124247 0.219858 0.238806 0.117 Uiso 1 1 calc R U . . .
C16 C 0.10776(19) 0.03095(17) 0.41433(18) 0.0688(6) Uani 1 1 d . . . . .
H16 H 0.051041 -0.011519 0.376830 0.083 Uiso 1 1 calc R U . . .
C5 C 0.4821(2) 0.2807(2) 0.40709(19) 0.0843(8) Uani 1 1 d . . . . .
H5A H 0.506064 0.321161 0.367808 0.101 Uiso 1 1 calc R U . . .
H5B H 0.421594 0.240029 0.363175 0.101 Uiso 1 1 calc R U . . .
C4 C 0.3608(2) 0.4063(2) 0.4069(2) 0.0862(9) Uani 1 1 d . . . . .
H4A H 0.292932 0.372043 0.365507 0.103 Uiso 1 1 calc R U . . .
H4B H 0.384548 0.443085 0.365110 0.103 Uiso 1 1 calc R U . . .
C17 C 0.1469(2) 0.0324(2) 0.5134(2) 0.0800(7) Uani 1 1 d . . . . .
H17 H 0.116672 -0.009649 0.543083 0.096 Uiso 1 1 calc R U . . .
C6 C 0.5755(2) 0.2201(3) 0.4737(2) 0.0905(9) Uani 1 1 d . . . . .
H6A H 0.604182 0.182314 0.435981 0.109 Uiso 1 1 calc R U . . .
H6B H 0.635179 0.260850 0.518635 0.109 Uiso 1 1 calc R U . . .
C7 C 0.6259(3) 0.0975(3) 0.5914(3) 0.1065(12) Uani 1 1 d . . . . .
H7A H 0.688283 0.136943 0.634475 0.128 Uiso 1 1 calc R U . . .
H7B H 0.650968 0.055827 0.553780 0.128 Uiso 1 1 calc R U . . .
C3 C 0.3402(2) 0.4718(2) 0.4739(2) 0.0904(9) Uani 1 1 d . . . . .
H3A H 0.409429 0.502299 0.518369 0.109 Uiso 1 1 calc R U . . .
H3B H 0.288449 0.522064 0.436331 0.109 Uiso 1 1 calc R U . . .
C8 C 0.5851(3) 0.0382(2) 0.6504(3) 0.1128(13) Uani 1 1 d . . . . .
H8A H 0.518262 0.003699 0.607286 0.135 Uiso 1 1 calc R U . . .
H8B H 0.641260 -0.008881 0.688598 0.135 Uiso 1 1 calc R U . . .
C10 C 0.5112(3) 0.1163(3) 0.8429(2) 0.1102(13) Uani 1 1 d . . . . .
H10A H 0.497726 0.081455 0.892056 0.132 Uiso 1 1 calc R U . . .
H10B H 0.576755 0.156318 0.876219 0.132 Uiso 1 1 calc R U . . .
C11 C 0.3942(3) 0.2437(3) 0.8443(2) 0.1137(13) Uani 1 1 d . . . . .
H11A H 0.457758 0.286033 0.877339 0.136 Uiso 1 1 calc R U . . .
H11B H 0.379481 0.210721 0.893678 0.136 Uiso 1 1 calc R U . . .
C2 C 0.2802(4) 0.4786(3) 0.5979(3) 0.1223(13) Uani 1 1 d . . . . .
H2A H 0.227528 0.529733 0.564251 0.147 Uiso 1 1 calc R U . . .
H2B H 0.350498 0.508201 0.641528 0.147 Uiso 1 1 calc R U . . .
C9 C 0.5296(3) 0.0476(2) 0.7776(3) 0.1119(13) Uani 1 1 d . . . . .
H9A H 0.587484 0.002017 0.816107 0.134 Uiso 1 1 calc R U . . .
H9B H 0.461766 0.011749 0.739703 0.134 Uiso 1 1 calc R U . . .
C12 C 0.2958(3) 0.3011(3) 0.7798(3) 0.1143(13) Uani 1 1 d . . . . .
H12A H 0.233641 0.258468 0.743207 0.137 Uiso 1 1 calc R U . . .
H12B H 0.274330 0.344127 0.818946 0.137 Uiso 1 1 calc R U . . .
C1 C 0.2379(3) 0.4191(3) 0.6554(4) 0.1294(15) Uani 1 1 d . . . . .
H1A H 0.216794 0.460241 0.696083 0.155 Uiso 1 1 calc R U . . .
H1B H 0.172886 0.382927 0.611504 0.155 Uiso 1 1 calc R U . . .
F6A F 0.5337(9) 0.1711(8) 0.2174(9) 0.071(3) Uani 0.257(6) 1 d . U P A 2
F4A F 0.5300(9) 0.2366(11) 0.0886(7) 0.116(4) Uani 0.257(6) 1 d . U P A 2
F3A F 0.3733(12) 0.2984(8) 0.0419(10) 0.104(4) Uani 0.257(6) 1 d . U P A 2
F5A F 0.3858(13) 0.1491(8) 0.0667(7) 0.135(4) Uani 0.257(6) 1 d . U P A 2
F2A F 0.5051(9) 0.3208(5) 0.1963(5) 0.109(3) Uani 0.257(6) 1 d . U P A 2
F1A F 0.3625(10) 0.2241(14) 0.1768(9) 0.143(5) Uani 0.257(6) 1 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
P1 F6 1.544(5) . ?
P1 F4 1.584(3) . ?
P1 F3 1.601(4) . ?
P1 F5 1.619(3) . ?
P1 F2 1.525(3) . ?
P1 F1 1.569(2) . ?
P1 F6A 1.656(12) . ?
P1 F4A 1.658(10) . ?
P1 F3A 1.513(11) . ?
P1 F5A 1.447(9) . ?
P1 F2A 1.614(6) . ?
P1 F1A 1.429(10) . ?
O3 C5 1.426(3) . ?
O3 C4 1.415(3) . ?
N1 H1C 0.8900 . ?
N1 H1D 0.8900 . ?
N1 H1E 0.8900 . ?
N1 C13 1.471(2) . ?
O7 C15 1.365(3) . ?
O7 C19 1.403(3) . ?
O6 C10 1.417(4) . ?
O6 C11 1.421(4) . ?
O2 C3 1.415(3) . ?
O2 C2 1.429(4) . ?
O5 C8 1.420(4) . ?
O5 C9 1.417(4) . ?
O4 C6 1.423(4) . ?
O4 C7 1.417(3) . ?
C13 C14 1.379(3) . ?
C13 C18 1.366(3) . ?
O1 C12 1.413(4) . ?
O1 C1 1.405(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.388(3) . ?
C15 C16 1.383(3) . ?
C18 H18 0.9300 . ?
C18 C17 1.388(3) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C16 H16 0.9300 . ?
C16 C17 1.358(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.475(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C3 1.476(4) . ?
C17 H17 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.484(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C9 1.470(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.479(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C1 1.481(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?

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
F6 P1 F4 90.2(2) . . ?
F6 P1 F3 174.4(3) . . ?
F6 P1 F5 86.5(2) . . ?
F6 P1 F1 91.6(2) . . ?
F4 P1 F3 91.0(2) . . ?
F4 P1 F5 88.04(19) . . ?
F3 P1 F5 88.1(2) . . ?
F2 P1 F6 96.5(3) . . ?
F2 P1 F4 90.4(2) . . ?
F2 P1 F3 88.9(2) . . ?
F2 P1 F5 176.6(2) . . ?
F2 P1 F1 95.5(2) . . ?
F1 P1 F4 173.6(2) . . ?
F1 P1 F3 86.6(2) . . ?
F1 P1 F5 85.88(18) . . ?
F6A P1 F4A 80.3(6) . . ?
F3A P1 F6A 161.1(7) . . ?
F3A P1 F4A 81.7(7) . . ?
F3A P1 F2A 92.0(5) . . ?
F5A P1 F6A 95.0(6) . . ?
F5A P1 F4A 88.6(7) . . ?
F5A P1 F3A 90.0(6) . . ?
F5A P1 F2A 170.2(8) . . ?
F2A P1 F6A 80.1(5) . . ?
F2A P1 F4A 82.1(6) . . ?
F1A P1 F6A 91.6(7) . . ?
F1A P1 F4A 171.7(6) . . ?
F1A P1 F3A 106.2(8) . . ?
F1A P1 F5A 94.0(8) . . ?
F1A P1 F2A 94.7(7) . . ?
C4 O3 C5 113.5(2) . . ?
H1C N1 H1D 109.5 . . ?
H1C N1 H1E 109.5 . . ?
H1D N1 H1E 109.5 . . ?
C13 N1 H1C 109.5 . . ?
C13 N1 H1D 109.5 . . ?
C13 N1 H1E 109.5 . . ?
C15 O7 C19 117.92(17) . . ?
C10 O6 C11 112.8(3) . . ?
C3 O2 C2 111.6(3) . . ?
C9 O5 C8 112.5(3) . . ?
C7 O4 C6 110.9(2) . . ?
C14 C13 N1 118.28(17) . . ?
C18 C13 N1 119.62(18) . . ?
C18 C13 C14 122.10(19) . . ?
C1 O1 C12 113.4(3) . . ?
C13 C14 H14 120.6 . . ?
C13 C14 C15 118.74(19) . . ?
C15 C14 H14 120.6 . . ?
O7 C15 C14 124.1(2) . . ?
O7 C15 C16 116.12(19) . . ?
C16 C15 C14 119.8(2) . . ?
C13 C18 H18 121.0 . . ?
C13 C18 C17 118.0(2) . . ?
C17 C18 H18 121.0 . . ?
O7 C19 H19A 109.5 . . ?
O7 C19 H19B 109.5 . . ?
O7 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 120.0(2) . . ?
C17 C16 H16 120.0 . . ?
O3 C5 H5A 109.9 . . ?
O3 C5 H5B 109.9 . . ?
O3 C5 C6 109.1(2) . . ?
H5A C5 H5B 108.3 . . ?
C6 C5 H5A 109.9 . . ?
C6 C5 H5B 109.9 . . ?
O3 C4 H4A 110.0 . . ?
O3 C4 H4B 110.0 . . ?
O3 C4 C3 108.6(2) . . ?
H4A C4 H4B 108.4 . . ?
C3 C4 H4A 110.0 . . ?
C3 C4 H4B 110.0 . . ?
C18 C17 H17 119.3 . . ?
C16 C17 C18 121.4(2) . . ?
C16 C17 H17 119.3 . . ?
O4 C6 C5 109.5(2) . . ?
O4 C6 H6A 109.8 . . ?
O4 C6 H6B 109.8 . . ?
C5 C6 H6A 109.8 . . ?
C5 C6 H6B 109.8 . . ?
H6A C6 H6B 108.2 . . ?
O4 C7 H7A 109.9 . . ?
O4 C7 H7B 109.9 . . ?
O4 C7 C8 109.0(3) . . ?
H7A C7 H7B 108.3 . . ?
C8 C7 H7A 109.9 . . ?
C8 C7 H7B 109.9 . . ?
O2 C3 C4 109.7(2) . . ?
O2 C3 H3A 109.7 . . ?
O2 C3 H3B 109.7 . . ?
C4 C3 H3A 109.7 . . ?
C4 C3 H3B 109.7 . . ?
H3A C3 H3B 108.2 . . ?
O5 C8 C7 109.1(2) . . ?
O5 C8 H8A 109.9 . . ?
O5 C8 H8B 109.9 . . ?
C7 C8 H8A 109.9 . . ?
C7 C8 H8B 109.9 . . ?
H8A C8 H8B 108.3 . . ?
O6 C10 H10A 109.9 . . ?
O6 C10 H10B 109.9 . . ?
O6 C10 C9 109.1(2) . . ?
H10A C10 H10B 108.3 . . ?
C9 C10 H10A 109.9 . . ?
C9 C10 H10B 109.9 . . ?
O6 C11 H11A 109.9 . . ?
O6 C11 H11B 109.9 . . ?
O6 C11 C12 109.0(2) . . ?
H11A C11 H11B 108.3 . . ?
C12 C11 H11A 109.9 . . ?
C12 C11 H11B 109.9 . . ?
O2 C2 H2A 109.8 . . ?
O2 C2 H2B 109.8 . . ?
O2 C2 C1 109.4(3) . . ?
H2A C2 H2B 108.3 . . ?
C1 C2 H2A 109.8 . . ?
C1 C2 H2B 109.8 . . ?
O5 C9 C10 108.8(2) . . ?
O5 C9 H9A 109.9 . . ?
O5 C9 H9B 109.9 . . ?
C10 C9 H9A 109.9 . . ?
C10 C9 H9B 109.9 . . ?
H9A C9 H9B 108.3 . . ?
O1 C12 C11 108.8(3) . . ?
O1 C12 H12A 109.9 . . ?
O1 C12 H12B 109.9 . . ?
C11 C12 H12A 109.9 . . ?
C11 C12 H12B 109.9 . . ?
H12A C12 H12B 108.3 . . ?
O1 C1 C2 108.3(3) . . ?
O1 C1 H1A 110.0 . . ?
O1 C1 H1B 110.0 . . ?
C2 C1 H1A 110.0 . . ?
C2 C1 H1B 110.0 . . ?
H1A C1 H1B 108.4 . . ?

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
O3 C5 C6 O4 62.5(3) . . . . ?
O3 C4 C3 O2 -65.2(3) . . . . ?
N1 C13 C14 C15 178.28(17) . . . . ?
N1 C13 C18 C17 -177.9(2) . . . . ?
O7 C15 C16 C17 179.4(2) . . . . ?
O6 C10 C9 O5 66.2(3) . . . . ?
O6 C11 C12 O1 -64.9(4) . . . . ?
O2 C2 C1 O1 68.1(4) . . . . ?
O4 C7 C8 O5 -66.7(3) . . . . ?
C13 C14 C15 O7 -179.13(19) . . . . ?
C13 C14 C15 C16 0.1(3) . . . . ?
C13 C18 C17 C16 -1.0(4) . . . . ?
C14 C13 C18 C17 1.2(4) . . . . ?
C14 C15 C16 C17 0.1(4) . . . . ?
C15 C16 C17 C18 0.4(4) . . . . ?
C18 C13 C14 C15 -0.8(3) . . . . ?
C19 O7 C15 C14 -11.0(3) . . . . ?
C19 O7 C15 C16 169.7(2) . . . . ?
C5 O3 C4 C3 -172.2(2) . . . . ?
C4 O3 C5 C6 175.2(2) . . . . ?
C6 O4 C7 C8 176.3(2) . . . . ?
C7 O4 C6 C5 179.5(2) . . . . ?
C3 O2 C2 C1 -177.6(3) . . . . ?
C8 O5 C9 C10 177.9(2) . . . . ?
C10 O6 C11 C12 -179.6(3) . . . . ?
C11 O6 C10 C9 179.9(3) . . . . ?
C2 O2 C3 C4 176.7(2) . . . . ?
C9 O5 C8 C7 -175.9(2) . . . . ?
C12 O1 C1 C2 174.2(3) . . . . ?
C1 O1 C12 C11 -174.7(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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.257
_oxdiff_exptl_absorpt_empirical_full_min 0.846
