# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_0_0001_GPa
_database_code_depnum_ccdc_archive 'CCDC 1886608'
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2018-12-20 deposited with the CCDC.	2020-03-09 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT082_0_0001_GPa          
;
PROBLEM: High R1 Value ..................................       0.17 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly which results in the high R1 value. 
;
_vrf_PLAT084_0_0001_GPa          
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.43 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly which results in the high wR2 value. 
;
_vrf_PLAT342_0_0001_GPa          
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.03742 Ang.
RESPONSE: This low value comes from the overall poor diffraction quality of the crystal.
;
# Added during the CSD deposition process: Thursday 20 December 2018 04:09 PM
# end Validation Reply Form

_audit_creation_date             2018-12-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 F4 I2, C25 H16 F6 N2 S2, C3 H6 O'
_chemical_formula_sum            'C34 H22 F10 I2 N2 O S2'
_chemical_formula_weight         982.45
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         C34H22N2F10S2I2O1
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'
I I -0.4742 1.8119 '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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   17.2715(8)
_cell_length_b                   27.171(3)
_cell_length_c                   7.9406(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3726.4(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3266
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18.4680
_cell_measurement_theta_min      2.8930
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.880
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.911
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
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    1.751
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1904
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 -38 1 0.0329
-6 0 -11 0.0732
-1 -38 1 0.0344
1 38 -1 0.0115
-24 1 0 0.0542
24 -1 0 0.0459
-1 7 -11 0.0756
2 4 11 0.2342

_exptl_crystal_size_max          0.325
_exptl_crystal_size_mid          0.102
_exptl_crystal_size_min          0.046
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
1.0306 -37.9785 1.3538 -0.8758 -0.4741 -0.0907
-5.5431 -0.1046 -10.9107 -0.3678 0.8928 0.2602
-0.9607 -37.9936 1.3317 -0.8792 -0.4764 -0.0089
0.9607 37.9936 -1.3317 0.8792 0.4764 0.0089
-24.3164 1.0377 0.3692 0.0090 -0.0689 0.9976
24.3256 -1.2225 -0.0963 -0.0045 0.0445 -0.9990
-0.7825 7.4600 -10.9832 -0.1811 0.9807 0.0740
1.9937 4.0296 11.0027 0.4619 -0.8698 -0.1103

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1674
_diffrn_reflns_av_unetI/netI     0.1597
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            57440
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.366
_diffrn_reflns_theta_min         2.921
_diffrn_ambient_temperature      293.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1544
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_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    -12.00  88.00   1.00   37.50    --   17.79  77.00  60.00  100
  2  ω     -8.00  90.00   1.00   37.50    --   17.79  37.00  30.00   98
  3  ω    -51.00  39.00   1.00   37.50    --   17.79 -57.00 -90.00   90
  4  ω    -78.00   1.00   1.00   37.50    --  -18.72 128.00-122.00   79
  5  ω    -88.00   3.00   1.00   37.50    --  -18.72 -57.00 120.00   91
  6  ω    -86.00  -7.00   1.00   37.50    --  -18.72 140.00  50.00   79
  7  ω    -40.00  50.00   1.00   37.50    --  -18.72  57.00  30.00   90
  8  ω    -49.00  51.00   1.00   37.50    --  -18.72  77.00-180.00  100
  9  ω    -88.00   3.00   1.00   37.50    --  -18.72 -57.00-120.00   91
 10  ω    -25.00   6.00   1.00   37.50    --  -18.72 -99.00-180.00   31
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0011650000
_diffrn_orient_matrix_UB_12      0.0242640000
_diffrn_orient_matrix_UB_13      0.0328873000
_diffrn_orient_matrix_UB_21      0.0019829000
_diffrn_orient_matrix_UB_22      0.0095815000
_diffrn_orient_matrix_UB_23      -0.0829225000
_diffrn_orient_matrix_UB_31      -0.0410212000
_diffrn_orient_matrix_UB_32      0.0011664000
_diffrn_orient_matrix_UB_33      -0.0030188000
_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              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.861
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                4081
_reflns_number_total             7588
_reflns_odcompleteness_completeness 99.75
_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 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         2.031
_refine_diff_density_min         -2.146
_refine_diff_density_rms         0.246
_refine_ls_abs_structure_details 
;
 Flack x determined using 970 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         7588
_refine_ls_number_restraints     885
_refine_ls_R_factor_all          0.2522
_refine_ls_R_factor_gt           0.1685
_refine_ls_restrained_S_all      1.066
_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)+(0.1739P)²+92.8088P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3775
_refine_ls_wR_factor_ref         0.4266
_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. Restrained distances
 C3-C6
 1.34 with sigma of 0.02
 C8-C10
 1.34 with sigma of 0.02
 C14-C15
 1.34 with sigma of 0.02
 S1-C3 \\sim C3-C7
 with sigma of 0.02
 C23-C17 \\sim C17-C20
 with sigma of 0.02
3. Rigid bond restraints
 C32A, H, HA, HB, C33A, O1A, C34A, HC, HD, HE, C32B, HF, HG, HH, O1B, C33B,
 C34B, HI, HJ, HK
 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 N1 \\sim C5 \\sim C4 \\sim C3 \\sim C2: within 2A with sigma of 0.02
and sigma for terminal atoms of 0.04
C28 \\sim C27 \\sim C26 \\sim C31 \\sim C30 \\sim C29 \\sim F7 \\sim I1 \\sim
F10 \\sim F8 \\sim F9 \\sim I2: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02
S1 \\sim C16 \\sim H16 \\sim C17 \\sim C15 \\sim S2 \\sim C19 \\sim C18 \\sim
C14 \\sim C23 \\sim C20 \\sim C25 \\sim C10 \\sim C13 \\sim C22 \\sim H23 \\sim
C21 \\sim H20 \\sim H25A \\sim H25B \\sim H25C \\sim C8 \\sim C11 \\sim F5
\\sim C12 \\sim F6 \\sim N2 \\sim H22 \\sim H21 \\sim C9 \\sim C7 \\sim F1
\\sim F2 \\sim F4 \\sim F3 \\sim C24 \\sim H7 \\sim C6 \\sim H24A \\sim H24B
\\sim H24C \\sim C3 \\sim C4 \\sim C2 \\sim C5 \\sim H4 \\sim H2 \\sim C1 \\sim
H5 \\sim N1 \\sim H1: within 2A with sigma of 0.04 and sigma for terminal atoms
of 0.08
C9 \\sim S1 \\sim C6: within 2A with sigma of 0.02 and sigma for terminal atoms
of 0.04
S1 \\sim C6 \\sim C7 \\sim C8 \\sim C9: within 2A with sigma of 0.02 and sigma
for terminal atoms of 0.04
C6 \\sim C7 \\sim C8 \\sim C9 \\sim S1: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02
Uanis(C33B) \\sim Ueq, Uanis(C32B) \\sim Ueq, Uanis(O1B) \\sim Ueq, Uanis(C34B)
\\sim Ueq, : with sigma of 0.02 and sigma for terminal atoms of 0.04
Uanis(C34A) \\sim Ueq, Uanis(C32A) \\sim Ueq, Uanis(C33A) \\sim Ueq, Uanis(O1A)
\\sim Ueq, : with sigma of 0.02 and sigma for terminal atoms of 0.04
Uanis(O1A) \\sim Ueq, Uanis(O1B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O1A) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O1B) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
5. Rigid body (RIGU) restrains
 F7, I1, C26, C27, C31, C28, C30, F10, F8, C29, F9, I2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C32A, H, HA, HB, C33A, O1A, C34A, HC, HD, C32B, HF, HG, HH, O1B, C33B, C34B,
 HI, HJ, HK, HE
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C32A, H, HA, HB, C33A, O1A, C34A, HC, HD, HE, C32B, HF, HG, HH, O1B, C33B,
 C34B, HI, HJ, HK
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.02
 C9, I1, C26, C27, C31, F7, C28, C30, F10, F8, C29, F9, C24, I2, H24A, H24B,
 H24C, S1, C8, C6, C7, C10, C3, H7, C14, C11, C4, C2, C15, C13, C12, F1, F2, C5,
  H4, H2, C1, C16, C18, F5, F6, F4, F3, H5, N1, H1, H16, C17, S2, C25, C19,
 H25A, H25B, H25C, C23, C20, C22, H23, C21, H20, N2, H22, H21
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Fixed Sof: C32A(0.5) H(0.5) HA(0.5) HB(0.5) C33A(0.5) O1A(0.5) C34A(0.5)
 HC(0.5) HD(0.5) HE(0.5) C32B(0.5) HF(0.5) HG(0.5) HH(0.5) O1B(0.5) C33B(0.5)
 C34B(0.5) HI(0.5) HJ(0.5) HK(0.5)
7.a Free rotating group:
 C32A(C33A,O1A,C34A,C32B,O1B,C33B,C34B)
7.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C7(H7), C21(H21), C22(H22), C23(H23), C20(H20), C5(H5), C4(H4),
 C2(H2), C1(H1)
7.c Fitted pentagon refined as free rotating group:
 C16(C17,S2,C18,C15), S1(C9,C8,C7,C6), C10(C14,C13,C12,C11)
7.d Fitted hexagon refined as free rotating group:
 C29(C28,C27,C26,C31,C30), C21(N2,C22,C23,C19,C20), C5(C4,C3,C2,C1,N1)
7.e Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C24(H24A,H24B,H24C), C32A(H,HA,HB), C34A(HC,HD,HE),
 C32B(HF,HG,HH), C34B(HI,HJ,HK)
;
_atom_sites_solution_hydrogens   geom
_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
I1 I 0.45611(14) 0.17368(13) 1.0149(4) 0.0670(10) Uani 1 1 d . U . . .
I2 I 0.80902(15) 0.25195(14) 1.3537(5) 0.0724(11) Uani 1 1 d . U . . .
C16 C 0.5243(15) 0.4080(11) 0.809(2) 0.063(9) Uani 1 1 d . U . . .
H16 H 0.532351 0.418315 0.919151 0.075 Uiso 1 1 calc R U . . .
C17 C 0.5796(10) 0.3844(10) 0.704(2) 0.056(8) Uani 1 1 d DG U . . .
S2 S 0.5441(7) 0.3749(5) 0.5461(15) 0.067(3) Uani 1 1 d G U . . .
C18 C 0.4668(9) 0.3925(12) 0.553(3) 0.097(12) Uani 1 1 d G U . . .
C15 C 0.4545(12) 0.4130(14) 0.716(3) 0.074(10) Uani 1 1 d DG U . . .
S1 S 0.2308(6) 0.2951(4) 0.7840(13) 0.057(3) Uani 1 1 d D U . . .
C9 C 0.2931(9) 0.3256(7) 0.836(3) 0.059(5) Uani 1 1 d G U . . .
C8 C 0.2745(13) 0.3749(5) 0.793(4) 0.055(5) Uani 1 1 d DG U . . .
C7 C 0.2008(13) 0.3749(5) 0.714(4) 0.053(5) Uani 1 1 d DG U . . .
H7 H 0.174752 0.402358 0.672627 0.064 Uiso 1 1 calc R U . . .
C6 C 0.1737(9) 0.3256(6) 0.708(3) 0.052(5) Uani 1 1 d DG U . . .
F5 F 0.445(2) 0.4995(14) 0.974(6) 0.131(13) Uani 1 1 d . U . . .
F9 F 0.7433(15) 0.1451(11) 1.252(4) 0.080(7) Uani 1 1 d . U . . .
F8 F 0.6525(17) 0.3094(11) 1.266(4) 0.082(7) Uani 1 1 d . U . . .
C25 C 0.402(4) 0.400(3) 0.436(10) 0.13(2) Uani 1 1 d . U . . .
H25A H 0.396604 0.433994 0.409715 0.199 Uiso 1 1 calc GR U . . .
H25B H 0.354730 0.388004 0.486630 0.199 Uiso 1 1 calc GR U . . .
H25C H 0.411384 0.381547 0.333975 0.199 Uiso 1 1 calc GR U . . .
C24 C 0.369(3) 0.3258(18) 0.920(5) 0.062(11) Uani 1 1 d . U . . .
H24A H 0.367374 0.348483 1.013144 0.093 Uiso 1 1 calc GR U . . .
H24B H 0.407841 0.335746 0.841885 0.093 Uiso 1 1 calc GR U . . .
H24C H 0.379944 0.293381 0.961387 0.093 Uiso 1 1 calc GR U . . .
C10 C 0.3078(16) 0.4226(9) 0.812(6) 0.073(9) Uani 1 1 d D U . . .
C14 C 0.3870(14) 0.4356(13) 0.794(5) 0.082(10) Uani 1 1 d DG U . . .
C13 C 0.3956(16) 0.4853(13) 0.846(7) 0.109(10) Uani 1 1 d G U . . .
C12 C 0.322(2) 0.5030(11) 0.896(8) 0.123(11) Uani 1 1 d G U . . .
C11 C 0.2675(13) 0.4642(14) 0.876(7) 0.112(10) Uani 1 1 d G U . . .
F7 F 0.5215(16) 0.2796(11) 1.125(4) 0.085(8) Uani 1 1 d . U . . .
F6 F 0.420(2) 0.5265(15) 0.745(7) 0.136(12) Uani 1 1 d . U . . .
F4 F 0.2980(16) 0.5536(14) 0.884(8) 0.135(13) Uani 1 1 d . U . . .
C29 C 0.7039(13) 0.2260(11) 1.259(4) 0.059(6) Uani 1 1 d . U . . .
C28 C 0.6473(16) 0.2609(9) 1.224(4) 0.058(5) Uani 1 1 d G U . . .
C27 C 0.5774(14) 0.2466(10) 1.153(4) 0.056(5) Uani 1 1 d G U . . .
C26 C 0.5641(12) 0.1973(11) 1.116(4) 0.053(5) Uani 1 1 d G U . . .
C31 C 0.6206(15) 0.1623(9) 1.151(4) 0.056(5) Uani 1 1 d G U . . .
C30 C 0.6906(13) 0.1767(10) 1.222(4) 0.058(5) Uani 1 1 d G U . . .
F10 F 0.6109(15) 0.1157(10) 1.135(4) 0.071(7) Uani 1 1 d . U . . .
C21 C 0.7551(14) 0.3773(13) 1.002(3) 0.091(11) Uani 1 1 d . U . . .
H21 H 0.769362 0.387776 1.108658 0.109 Uiso 1 1 calc R U . . .
N2 N 0.8078(12) 0.3522(12) 0.901(3) 0.070(10) Uani 1 1 d G U . . .
C22 C 0.7864(12) 0.3366(10) 0.741(3) 0.058(9) Uani 1 1 d G U . . .
H22 H 0.821725 0.319762 0.673968 0.070 Uiso 1 1 calc R U . . .
C23 C 0.7123(12) 0.3461(10) 0.681(3) 0.049(8) Uani 1 1 d DG U . . .
H23 H 0.697960 0.335664 0.574301 0.059 Uiso 1 1 calc R U . . .
C19 C 0.6595(11) 0.3712(10) 0.782(3) 0.054(8) Uani 1 1 d G U . . .
C20 C 0.6809(13) 0.3869(12) 0.942(3) 0.071(10) Uani 1 1 d DG U . . .
H20 H 0.645594 0.403677 1.008989 0.086 Uiso 1 1 calc R U . . .
F3 F 0.317(2) 0.5167(17) 1.070(7) 0.147(12) Uani 1 1 d . U . . .
C5 C 0.0050(17) 0.2491(9) 0.582(4) 0.080(9) Uani 1 1 d . U . . .
H5 H -0.009396 0.216100 0.587174 0.096 Uiso 1 1 calc R U . . .
C4 C 0.0760(16) 0.2640(9) 0.647(4) 0.067(8) Uani 1 1 d G U . . .
H4 H 0.109219 0.240972 0.694672 0.080 Uiso 1 1 calc R U . . .
C3 C 0.0975(11) 0.3132(9) 0.639(3) 0.059(7) Uani 1 1 d DG U . . .
C2 C 0.0479(14) 0.3476(8) 0.567(4) 0.062(8) Uani 1 1 d G U . . .
H2 H 0.062209 0.380528 0.562017 0.074 Uiso 1 1 calc R U . . .
C1 C -0.0232(13) 0.3327(10) 0.503(4) 0.071(8) Uani 1 1 d G U . . .
H1 H -0.056406 0.355657 0.454519 0.085 Uiso 1 1 calc R U . . .
N1 N -0.0447(13) 0.2834(11) 0.510(4) 0.076(8) Uani 1 1 d G U . . .
F1 F 0.209(2) 0.4599(15) 0.961(8) 0.152(14) Uani 1 1 d . U . . .
F2 F 0.219(2) 0.4919(14) 0.739(8) 0.158(15) Uani 1 1 d . U . . .
C32A C 0.018(2) 0.510(2) 0.239(6) 0.052(18) Uani 0.5 1 d . U P A 1
H H 0.013075 0.476305 0.271493 0.078 Uiso 0.5 1 calc GR U P A 1
HA H -0.006380 0.515266 0.132165 0.078 Uiso 0.5 1 calc GR U P A 1
HB H -0.005897 0.530733 0.322363 0.078 Uiso 0.5 1 calc GR U P A 1
C33A C 0.090(2) 0.5212(16) 0.228(5) 0.059(16) Uani 0.5 1 d G U P A 1
O1A O 0.1336(16) 0.5125(11) 0.323(5) 0.054(12) Uani 0.5 1 d G U P A 1
C34A C 0.105(4) 0.545(3) 0.091(6) 0.08(2) Uani 0.5 1 d G U P A 1
HC H 0.100704 0.579354 0.111253 0.121 Uiso 0.5 1 calc GR U P A 1
HD H 0.068003 0.535168 0.006098 0.121 Uiso 0.5 1 calc GR U P A 1
HE H 0.156029 0.536793 0.053929 0.121 Uiso 0.5 1 calc GR U P A 1
C32B C 0.0229(18) 0.499(2) 0.400(6) 0.07(2) Uani 0.5 1 d G U P A 2
HF H -0.011419 0.526584 0.379050 0.111 Uiso 0.5 1 calc GR U P A 2
HG H -0.003033 0.475381 0.468195 0.111 Uiso 0.5 1 calc GR U P A 2
HH H 0.037798 0.484815 0.294854 0.111 Uiso 0.5 1 calc GR U P A 2
O1B O 0.1424(18) 0.5103(13) 0.431(5) 0.045(11) Uani 0.5 1 d G U P A 2
C33B C 0.082(2) 0.5145(16) 0.475(5) 0.052(15) Uani 0.5 1 d G U P A 2
C34B C 0.066(4) 0.537(3) 0.615(5) 0.10(3) Uani 0.5 1 d G U P A 2
HI H 0.026058 0.518950 0.674024 0.146 Uiso 0.5 1 calc GR U P A 2
HJ H 0.047872 0.569529 0.591732 0.146 Uiso 0.5 1 calc GR U P A 2
HK H 0.111412 0.538361 0.683934 0.146 Uiso 0.5 1 calc GR 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
I1 C26 2.130(19) . ?
I2 C29 2.088(19) . ?
C16 C17 1.4200 . ?
C16 C15 1.4200 . ?
C17 S2 1.4200 . ?
C17 C19 1.55(2) . ?
S2 C18 1.4200 . ?
C18 C15 1.4200 . ?
C18 C25 1.47(6) . ?
C15 C14 1.46(2) . ?
S1 C9 1.4200 . ?
S1 C6 1.4200 . ?
C9 C8 1.4200 . ?
C9 C24 1.47(4) . ?
C8 C7 1.4200 . ?
C8 C10 1.42(2) . ?
C7 C6 1.4200 . ?
C6 C3 1.466(18) . ?
F5 C13 1.38(6) . ?
F9 C30 1.27(3) . ?
F8 C28 1.36(4) . ?
C10 C14 1.4200 . ?
C10 C11 1.4200 . ?
C14 C13 1.4200 . ?
C13 C12 1.4200 . ?
C13 F6 1.44(6) . ?
C12 C11 1.4200 . ?
C12 F4 1.44(5) . ?
C12 F3 1.43(7) . ?
C11 F1 1.23(5) . ?
C11 F2 1.57(7) . ?
F7 C27 1.34(3) . ?
C29 C28 1.3900 . ?
C29 C30 1.3900 . ?
C28 C27 1.3900 . ?
C27 C26 1.3900 . ?
C26 C31 1.3900 . ?
C31 C30 1.3900 . ?
C31 F10 1.28(3) . ?
C21 N2 1.3900 . ?
C21 C20 1.3900 . ?
N2 C22 1.3900 . ?
C22 C23 1.3900 . ?
C23 C19 1.3900 . ?
C19 C20 1.3900 . ?
C5 C4 1.3900 . ?
C5 N1 1.3900 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C2 C1 1.3900 . ?
C1 N1 1.3900 . ?
C32A C33A 1.2779 . ?
C33A O1A 1.0958 . ?
C33A C34A 1.2827 . ?
C32B C33B 1.2473 . ?
O1B C33B 1.1118 . ?
C33B C34B 1.2964 . ?

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
C15 C16 C17 108.0 . . ?
C16 C17 C19 117.9(12) . . ?
S2 C17 C16 108.0 . . ?
S2 C17 C19 133.9(12) . . ?
C17 S2 C18 108.0 . . ?
S2 C18 C25 137(3) . . ?
C15 C18 S2 108.0 . . ?
C15 C18 C25 114(3) . . ?
C16 C15 C14 120(2) . . ?
C18 C15 C16 108.0 . . ?
C18 C15 C14 132(2) . . ?
C6 S1 C9 108.0 . . ?
S1 C9 C8 108.0 . . ?
S1 C9 C24 144(2) . . ?
C8 C9 C24 108(2) . . ?
C9 C8 C7 108.0 . . ?
C9 C8 C10 138(2) . . ?
C7 C8 C10 114(2) . . ?
C6 C7 C8 108.0 . . ?
S1 C6 C7 108.0 . . ?
S1 C6 C3 130.4(10) . . ?
C7 C6 C3 121.5(10) . . ?
C14 C10 C8 127(3) . . ?
C11 C10 C8 124(3) . . ?
C11 C10 C14 108.0 . . ?
C10 C14 C15 135(3) . . ?
C13 C14 C15 116(3) . . ?
C13 C14 C10 108.0 . . ?
F5 C13 C14 123(4) . . ?
F5 C13 C12 105(3) . . ?
F5 C13 F6 91(3) . . ?
C14 C13 C12 108.0 . . ?
C14 C13 F6 128(4) . . ?
C12 C13 F6 99(3) . . ?
C13 C12 C11 108.0 . . ?
C13 C12 F4 124(3) . . ?
C13 C12 F3 114(4) . . ?
C11 C12 F4 121(3) . . ?
C11 C12 F3 106(4) . . ?
F3 C12 F4 78(3) . . ?
C10 C11 C12 108.0 . . ?
C10 C11 F2 114(4) . . ?
C12 C11 F2 94(3) . . ?
F1 C11 C10 122(4) . . ?
F1 C11 C12 124(4) . . ?
F1 C11 F2 89(4) . . ?
C28 C29 I2 116.8(15) . . ?
C28 C29 C30 120.0 . . ?
C30 C29 I2 123.1(15) . . ?
F8 C28 C29 125(2) . . ?
F8 C28 C27 115(2) . . ?
C29 C28 C27 120.0 . . ?
F7 C27 C28 120(2) . . ?
F7 C27 C26 120(2) . . ?
C26 C27 C28 120.0 . . ?
C27 C26 I1 121.0(14) . . ?
C27 C26 C31 120.0 . . ?
C31 C26 I1 119.0(14) . . ?
C30 C31 C26 120.0 . . ?
F10 C31 C26 124(2) . . ?
F10 C31 C30 116(2) . . ?
F9 C30 C29 119(2) . . ?
F9 C30 C31 121(2) . . ?
C31 C30 C29 120.0 . . ?
N2 C21 C20 120.0 . . ?
C22 N2 C21 120.0 . . ?
N2 C22 C23 120.0 . . ?
C19 C23 C22 120.0 . . ?
C23 C19 C17 117.9(10) . . ?
C23 C19 C20 120.0 . . ?
C20 C19 C17 122.0(10) . . ?
C19 C20 C21 120.0 . . ?
C4 C5 N1 120.0 . . ?
C5 C4 C3 120.0 . . ?
C4 C3 C6 116.3(15) . . ?
C2 C3 C6 123.7(15) . . ?
C2 C3 C4 120.0 . . ?
C3 C2 C1 120.0 . . ?
N1 C1 C2 120.0 . . ?
C1 N1 C5 120.0 . . ?
C32A C33A C34A 111.5 . . ?
O1A C33A C32A 124.6 . . ?
O1A C33A C34A 123.9 . . ?
C32B C33B C34B 113.0 . . ?
O1B C33B C32B 125.8 . . ?
O1B C33B C34B 121.3 . . ?

_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 1.250
_oxdiff_exptl_absorpt_empirical_full_min 0.829
####################################################################### 
# 
# 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_1_95_GPa
_database_code_depnum_ccdc_archive 'CCDC 1886613'
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2018-12-20 deposited with the CCDC.	2020-03-09 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_REFNR01_1_95_GPa            
;
PROBLEM: Ratio of reflections to parameters is < 6="" for="" a="" non-centrosymmetric="" structure,="" where="" zmax=""> 18
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_RINTA01_1_95_GPa            
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_THETM01_1_95_GPa            
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT020_1_95_GPa            
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.261 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT029_1_95_GPa            
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.659 Why?
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT084_1_95_GPa            
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.48 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT090_1_95_GPa            
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........       1.54 Note
RESPONSE: The data/parameter ratio is affected by the access limits of the DAC, particularly disadvantageous for low-symmetry crystals.
;
_vrf_PLAT342_1_95_GPa            
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.15742 Ang.
RESPONSE: Crystals diffracted extremely weakly. However, all yielded serious problems due to weak diffraction, low symmetry and DAC.  
;
_vrf_PLAT082_1_95_GPa            
;
PROBLEM: High R1 Value ..................................       0.17 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT260_1_95_GPa            
;
PROBLEM: Large Average Ueq of Residue Including        S1      0.185 Check
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT420_1_95_GPa            
;
PROBLEM: D-H Without Acceptor       O1       --Ha       .     Please Check
RESPONSE: The crystal structure has severe disorders as well as coordinated and lattice solvent molecules and we have tried several times to get a good crystal data but unable to get it.  
;
_vrf_PLAT910_1_95_GPa            
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         22 Note
RESPONSE: Crystals diffracted extremely weakly. However, all yielded serious problems due to weak diffraction, low symmetry and DAC.  
;
_vrf_PLAT911_1_95_GPa            
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.384        242 Report
RESPONSE: Crystals diffracted extremely weakly. However, all yielded serious problems due to weak diffraction, low symmetry and DAC.  
;
# Added during the CSD deposition process: Thursday 20 December 2018 04:46 PM
# end Validation Reply Form

_audit_creation_date             2018-12-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 F4 I2, C25 H16 F6 N2 S2, H2 O'
_chemical_formula_sum            'C31 H18 F10 I2 N2 O S2'
_chemical_formula_weight         942.39
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'c34 h22 n2 f10 s2 i2 o1 '
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'
I I -0.4742 1.8119 '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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   17.564(10)
_cell_length_b                   25.64(4)
_cell_length_c                   7.07(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3185(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    271
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      14.3440
_cell_measurement_theta_min      4.4410
_shelx_estimated_absorpt_T_max   0.889
_shelx_estimated_absorpt_T_min   0.398
_exptl_absorpt_coefficient_mu    2.195
_exptl_absorpt_correction_T_max  0.419
_exptl_absorpt_correction_T_min  0.362
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.966
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1816
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
20 20 -2 0.1667
16 -21 5 0.1166
-19 -22 3 0.1928
-18 18 -5 0.1244
10 28 -5 0.2062
-3 20 8 0.0232
-9 -30 4 0.2115
2 -24 -9 0.0126

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.322
_exptl_crystal_size_mid          0.105
_exptl_crystal_size_min          0.046
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
19.6093 20.2756 -2.3028 -0.0658 -0.5049 0.8606
16.0342 -20.7806 4.9690 -0.1168 -0.8884 -0.4440
-18.7320 -21.5325 2.5967 0.0592 0.4548 -0.8886
-18.2824 17.7860 -4.5821 0.1232 0.9377 0.3248
9.5978 27.8752 -4.9778 0.0459 -0.0067 0.9989
-3.0430 20.0393 7.9474 -0.9651 0.1188 0.0234
-9.1164 -30.3984 3.8956 0.0827 -0.0102 -0.9965
2.3038 -23.5493 -9.0970 1.1120 -0.0973 -0.0586

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2608
_diffrn_reflns_av_unetI/netI     0.1951
_diffrn_reflns_Laue_measured_fraction_full 0.659
_diffrn_reflns_Laue_measured_fraction_max 0.658
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            6062
_diffrn_reflns_point_group_measured_fraction_full 0.649
_diffrn_reflns_point_group_measured_fraction_max 0.649
_diffrn_reflns_theta_full        15.852
_diffrn_reflns_theta_max         15.852
_diffrn_reflns_theta_min         4.220
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.659
_diffrn_measured_fraction_theta_max 0.658
_diffrn_measurement_details      
;
 Data were collected at room temperature and pressure of 1.95(2) GPa (1950000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0010846000
_diffrn_orient_matrix_UB_12      -0.0140242000
_diffrn_orient_matrix_UB_13      -0.0856610000
_diffrn_orient_matrix_UB_21      -0.0373573000
_diffrn_orient_matrix_UB_22      0.0087840000
_diffrn_orient_matrix_UB_23      -0.0215000000
_diffrn_orient_matrix_UB_31      0.0155095000
_diffrn_orient_matrix_UB_32      0.0221209000
_diffrn_orient_matrix_UB_33      -0.0468968000
_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              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.737
_reflns_Friedel_fraction_full    0.637
_reflns_Friedel_fraction_max     0.638
_reflns_number_gt                530
_reflns_number_total             992
_reflns_odcompleteness_completeness 64.04
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     15.83
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.731
_refine_diff_density_min         -0.684
_refine_diff_density_rms         0.171
_refine_ls_abs_structure_details 
;
 Flack x determined using 106 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.772
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         992
_refine_ls_number_restraints     777
_refine_ls_R_factor_all          0.2562
_refine_ls_R_factor_gt           0.1726
_refine_ls_restrained_S_all      1.229
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4108
_refine_ls_wR_factor_ref         0.4820
_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, All O(H,H) groups
2. Restrained distances
 F10_$1-F1_$2
 2.55 with sigma of 0.02
 C8-C10
 1.45 with sigma of 0.02
 C25-C18
 1.5 with sigma of 0.02
 F9-C30 \\sim F10-C31 \\sim F7-C27 \\sim F8-C28
 with sigma of 0.02
 F6-F5 \\sim F3-F4 \\sim F2-F1
 with sigma of 0.02
 F5-C13 \\sim F6-C13 \\sim F3-C12 \\sim F4-C12 \\sim F1-C11 \\sim F2-C11
 with sigma of 0.02
 F6-C12 \\sim F5-C12 \\sim F3-C13 \\sim F4-C13
 with sigma of 0.02
 F2-C12 \\sim F4-C11 \\sim F1-C12 \\sim F3-C11
 with sigma of 0.02
 F6-C14 \\sim F5-C14 \\sim F2-C10 \\sim F1-C10
 with sigma of 0.02
 C4-C6 \\sim C6-C2
 with sigma of 0.02
 C7-C3 \\sim C3-S1
 with sigma of 0.02
 C17-C19 \\sim C14-C15 \\sim C10-C8 \\sim C3-C6
 with sigma of 0.02
 C20-C17 \\sim C17-C23
 with sigma of 0.02
 C15-C25 \\sim C25-S2
 with sigma of 0.02
3. Restrained planarity
 I1, C26, C31, C27, F10, C30, C28, F7, F9, C29, F8, I2
 with sigma of 0.1
 C3, N1, C5, C4, C2, C1, C8, C6, S1, C9, C7, C24
 with sigma of 0.1
 C16, C17, S2, C18, C15, C25, C20, C21, N2, C22, C23, C19
 with sigma of 0.1
 C15, C18, C14, C16
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
I1 \\sim I2 \\sim F8 \\sim F9 \\sim F10 \\sim C31 \\sim C30 \\sim C29 \\sim C28
\\sim C27 \\sim C26 \\sim F7: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
C25 \\sim C24: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
C29 \\sim I1 \\sim C26 \\sim C31 \\sim C27 \\sim F10 \\sim C30 \\sim C28 \\sim
F7 \\sim F9 \\sim F8 \\sim I2: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
I2 \\sim C29 \\sim C30 \\sim C31 \\sim F10: within 2A with sigma of 0.04 and
sigma for terminal atoms of 0.08
F7 \\sim F9: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
I2 \\sim F9: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
C9 \\sim C8 \\sim C7 \\sim C6 \\sim S1 \\sim C24 \\sim C3 \\sim C2 \\sim C1
\\sim N1 \\sim C5 \\sim C4: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
F3 \\sim F1 \\sim F5 \\sim F6 \\sim F2 \\sim F4 \\sim C14 \\sim C13 \\sim C12
\\sim C11 \\sim C10: within 2A with sigma of 0.04 and sigma for terminal atoms
of 0.08
C8 \\sim C9 \\sim C24: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02
F6 \\sim C13 \\sim F5: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
C12 \\sim C13 \\sim F5: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
C20 \\sim C21 \\sim N2 \\sim C22 \\sim C23 \\sim C19 \\sim S2 \\sim C18 \\sim
C16 \\sim C17 \\sim C25 \\sim C15: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
C15 \\sim C18 \\sim C25: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02
C18 \\sim S2 \\sim C17 \\sim C16 \\sim C15 \\sim F5: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
Uanis(F10) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F5) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F9) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
5. Rigid body (RIGU) restrains
 C29, I1, C26, C31, C27, F10, C30, C28, F7, F9, F8, I2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F9, C30, C29, I2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 I1, I2, F8, F9, F3, C3, C2, C1, N1, C5, C4, C25, C24, F10, F1, S2, C18, C15,
 C16, C17, C31, C30, C29, C28, C27, C26, F5, F6, F2, C20, C21, N2, C22, C23,
 C19, F7, C9, C8, C7, C6, S1, F4, C14, C13, C12, C11, C10
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6.a Free rotating group:
 O1(H,HA)
6.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C1(H1), C5(H5), C4(H4), C16(H16), C20(H20), C21(H21), C22(H22),
 C23(H23), C7(H7)
6.c Fitted pentagon refined as free rotating group:
 C18(C15,C16,C17,S2), C8(C7,C6,S1,C9), C10(C14,C13,C12,C11)
6.d Fitted hexagon refined as free rotating group:
 C3(C2,C1,N1,C5,C4), C31(C30,C29,C28,C27,C26), C20(C21,N2,C22,C23,C19)
6.e Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C24(H24A,H24B,H24C)
;
_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
I1 I 0.4510(7) 0.1666(7) 0.925(9) 0.140(12) Uani 1 1 d . U . . .
I2 I 0.8066(7) 0.2553(9) 1.236(11) 0.176(16) Uani 1 1 d . U . . .
F8 F 0.654(5) 0.316(4) 1.14(2) 0.16(6) Uani 1 1 d D U . . .
F9 F 0.748(5) 0.142(5) 1.146(18) 0.12(4) Uani 1 1 d D U . . .
F3 F 0.320(5) 0.517(5) 1.045(13) 0.19(4) Uani 1 1 d D U . . .
C3 C 0.092(4) 0.313(4) 0.52(2) 0.17(5) Uani 1 1 d D U . . .
C2 C 0.045(5) 0.353(5) 0.46(3) 0.18(6) Uani 1 1 d DG U . . .
H2 H 0.061376 0.387062 0.466262 0.212 Uiso 1 1 calc R . . . .
C1 C -0.028(6) 0.341(6) 0.39(3) 0.19(6) Uani 1 1 d G U . . .
H1 H -0.059544 0.368045 0.353658 0.222 Uiso 1 1 calc R . . . .
N1 N -0.053(6) 0.290(7) 0.39(3) 0.19(6) Uani 1 1 d G U . . .
C5 C -0.006(7) 0.250(6) 0.45(3) 0.18(6) Uani 1 1 d G U . . .
H5 H -0.022581 0.215534 0.447294 0.220 Uiso 1 1 calc R . . . .
C4 C 0.067(6) 0.261(4) 0.52(3) 0.18(6) Uani 1 1 d DG U . . .
H4 H 0.098339 0.234550 0.559899 0.212 Uiso 1 1 calc R . . . .
C25 C 0.410(6) 0.394(6) 0.30(3) 0.19(5) Uani 1 1 d D U . . .
H25A H 0.366083 0.375528 0.341400 0.287 Uiso 1 1 calc GR . . . .
H25B H 0.429004 0.377763 0.184392 0.287 Uiso 1 1 calc GR . . . .
H25C H 0.395496 0.429567 0.267735 0.287 Uiso 1 1 calc GR . . . .
C24 C 0.366(9) 0.313(10) 0.80(3) 0.15(5) Uani 1 1 d . U . . .
H24A H 0.396267 0.291849 0.712326 0.225 Uiso 1 1 calc GR . . . .
H24B H 0.363298 0.297068 0.917441 0.225 Uiso 1 1 calc GR . . . .
H24C H 0.389381 0.346959 0.806848 0.225 Uiso 1 1 calc GR . . . .
F10 F 0.606(5) 0.107(4) 1.025(18) 0.14(4) Uani 1 1 d D U . . .
F1 F 0.219(5) 0.450(4) 0.937(19) 0.22(5) Uani 1 1 d D U . . .
C18 C 0.470(3) 0.394(3) 0.45(2) 0.19(4) Uani 1 1 d D U . . .
C15 C 0.463(5) 0.416(3) 0.63(2) 0.19(4) Uani 1 1 d DG U . . .
C16 C 0.533(7) 0.408(4) 0.726(17) 0.20(5) Uani 1 1 d G U . . .
H16 H 0.543828 0.418778 0.849165 0.239 Uiso 1 1 calc R . . . .
C17 C 0.584(4) 0.383(3) 0.60(2) 0.20(5) Uani 1 1 d DG U . . .
S2 S 0.545(3) 0.374(3) 0.427(18) 0.20(4) Uani 1 1 d DG U . . .
C31 C 0.621(9) 0.158(3) 1.054(12) 0.14(5) Uani 1 1 d D U . . .
C30 C 0.691(7) 0.177(5) 1.116(13) 0.13(5) Uani 1 1 d DG U . . .
C29 C 0.702(6) 0.230(6) 1.145(14) 0.13(5) Uani 1 1 d G U . . .
C28 C 0.642(10) 0.265(3) 1.112(17) 0.14(5) Uani 1 1 d DG U . . .
C27 C 0.572(7) 0.246(5) 1.050(15) 0.14(5) Uani 1 1 d DG U . . .
C26 C 0.561(6) 0.193(6) 1.021(10) 0.14(5) Uani 1 1 d G U . . .
F5 F 0.453(5) 0.497(5) 0.92(2) 0.17(4) Uani 1 1 d D U . . .
F6 F 0.431(6) 0.529(4) 0.70(2) 0.18(4) Uani 1 1 d D U . . .
F2 F 0.206(5) 0.484(5) 0.71(2) 0.23(5) Uani 1 1 d D U . . .
C20 C 0.681(7) 0.388(5) 0.86(2) 0.20(5) Uani 1 1 d D U . . .
H20 H 0.644883 0.404841 0.934976 0.240 Uiso 1 1 calc R . . . .
C21 C 0.753(9) 0.378(7) 0.93(3) 0.20(6) Uani 1 1 d G U . . .
H21 H 0.765491 0.388149 1.054286 0.243 Uiso 1 1 calc R . . . .
N2 N 0.806(5) 0.352(7) 0.82(4) 0.21(6) Uani 1 1 d G U . . .
C22 C 0.788(5) 0.336(5) 0.64(4) 0.20(6) Uani 1 1 d G U . . .
H22 H 0.823466 0.318839 0.565442 0.245 Uiso 1 1 calc R . . . .
C23 C 0.715(6) 0.346(4) 0.57(3) 0.20(6) Uani 1 1 d DG U . . .
H23 H 0.702858 0.335530 0.446129 0.242 Uiso 1 1 calc R . . . .
C19 C 0.662(4) 0.372(4) 0.68(2) 0.20(5) Uani 1 1 d DG U . . .
F7 F 0.513(6) 0.279(5) 1.014(19) 0.14(6) Uani 1 1 d D U . . .
C8 C 0.276(6) 0.372(3) 0.69(3) 0.15(4) Uani 1 1 d D U . . .
C7 C 0.202(6) 0.376(2) 0.61(3) 0.16(5) Uani 1 1 d DG U . . .
H7 H 0.177195 0.407205 0.575178 0.188 Uiso 1 1 calc R . . . .
C6 C 0.171(4) 0.325(3) 0.598(19) 0.16(5) Uani 1 1 d DG U . . .
S1 S 0.226(3) 0.290(2) 0.665(17) 0.14(4) Uani 1 1 d DG U . . .
C9 C 0.291(4) 0.319(3) 0.72(2) 0.15(4) Uani 1 1 d G U . . .
F4 F 0.303(5) 0.553(3) 0.83(2) 0.18(4) Uani 1 1 d D U . . .
C10 C 0.312(5) 0.425(3) 0.703(16) 0.20(4) Uani 1 1 d D U . . .
C14 C 0.390(4) 0.440(3) 0.698(17) 0.18(4) Uani 1 1 d DG U . . .
C13 C 0.396(3) 0.489(3) 0.794(13) 0.18(3) Uani 1 1 d DG U . . .
C12 C 0.323(3) 0.503(3) 0.858(11) 0.19(4) Uani 1 1 d DG U . . .
C11 C 0.271(3) 0.464(3) 0.802(12) 0.20(4) Uani 1 1 d DG U . . .
O1 O 0.145(9) 0.505(6) 0.25(3) 0.09(5) Uiso 1 1 d . . . . .
H H 0.182710 0.502657 0.173693 0.128 Uiso 1 1 d G . . . .
HA H 0.134707 0.536887 0.268014 0.128 Uiso 1 1 d G . . . .


_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
I1 C26 2.16(10) . ?
I2 C29 2.06(10) . ?
F8 C28 1.35(6) . ?
F9 C30 1.36(6) . ?
F3 C12 1.37(7) . ?
C3 C2 1.3900 . ?
C3 C4 1.3900 . ?
C3 C6 1.51(5) . ?
C2 C1 1.3900 . ?
C1 N1 1.3900 . ?
N1 C5 1.3900 . ?
C5 C4 1.3900 . ?
C25 C18 1.50(4) . ?
C24 C9 1.43(19) . ?
F10 C31 1.35(6) . ?
F1 C11 1.37(7) . ?
C18 C15 1.4200 . ?
C18 S2 1.4200 . ?
C15 C16 1.4200 . ?
C15 C14 1.51(5) . ?
C16 C17 1.4200 . ?
C17 S2 1.4200 . ?
C17 C19 1.50(5) . ?
C31 C30 1.3900(14) . ?
C31 C26 1.3900 . ?
C30 C29 1.3900 . ?
C29 C28 1.3900 . ?
C28 C27 1.3900 . ?
C27 C26 1.3900 . ?
C27 F7 1.35(6) . ?
F5 C13 1.36(7) . ?
F6 C13 1.39(7) . ?
F2 C11 1.39(7) . ?
C20 C21 1.3900(15) . ?
C20 C19 1.3900 . ?
C21 N2 1.390(2) . ?
N2 C22 1.3900 . ?
C22 C23 1.3900(15) . ?
C23 C19 1.3900 . ?
C8 C7 1.4200(16) . ?
C8 C9 1.4200 . ?
C8 C10 1.49(4) . ?
C7 C6 1.4200 . ?
C6 S1 1.4200 . ?
S1 C9 1.4200 . ?
F4 C12 1.35(7) . ?
C10 C14 1.4200(13) . ?
C10 C11 1.4200 . ?
C14 C13 1.4200 . ?
C13 C12 1.4200 . ?
C12 C11 1.4200 . ?

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 C3 C4 120.00(11) . . ?
C2 C3 C6 119.7(17) . . ?
C4 C3 C6 120.3(17) . . ?
C1 C2 C3 120.0 . . ?
N1 C1 C2 120.0 . . ?
C1 N1 C5 120.00(12) . . ?
C4 C5 N1 120.0 . . ?
C5 C4 C3 120.0 . . ?
C15 C18 C25 125.7(19) . . ?
S2 C18 C25 126.3(19) . . ?
S2 C18 C15 108.00(6) . . ?
C18 C15 C14 122(10) . . ?
C16 C15 C18 108.0 . . ?
C16 C15 C14 130(10) . . ?
C17 C16 C15 108.0 . . ?
C16 C17 S2 108.0 . . ?
C16 C17 C19 116(7) . . ?
S2 C17 C19 136(7) . . ?
C18 S2 C17 108.0 . . ?
F10 C31 C30 123(10) . . ?
F10 C31 C26 117(10) . . ?
C30 C31 C26 120.0 . . ?
F9 C30 C31 119(10) . . ?
F9 C30 C29 121(10) . . ?
C29 C30 C31 120.0 . . ?
C30 C29 I2 119(10) . . ?
C28 C29 I2 121(10) . . ?
C28 C29 C30 120.00(11) . . ?
F8 C28 C29 119(10) . . ?
F8 C28 C27 121(10) . . ?
C29 C28 C27 120.0 . . ?
C26 C27 C28 120.0 . . ?
F7 C27 C28 122(10) . . ?
F7 C27 C26 118(10) . . ?
C31 C26 I1 121(10) . . ?
C27 C26 I1 119(10) . . ?
C27 C26 C31 120.00(9) . . ?
C21 C20 C19 120.0 . . ?
N2 C21 C20 120.0(2) . . ?
C21 N2 C22 120.00(15) . . ?
C23 C22 N2 120.00(8) . . ?
C22 C23 C19 120.0 . . ?
C20 C19 C17 120.1(18) . . ?
C23 C19 C17 119.9(18) . . ?
C23 C19 C20 120.0 . . ?
C7 C8 C9 108.0 . . ?
C7 C8 C10 111(8) . . ?
C9 C8 C10 141(8) . . ?
C6 C7 C8 108.0 . . ?
C7 C6 C3 124.8(18) . . ?
C7 C6 S1 108.00(11) . . ?
S1 C6 C3 127.2(18) . . ?
C9 S1 C6 108.0 . . ?
C8 C9 C24 109(10) . . ?
S1 C9 C24 143(10) . . ?
S1 C9 C8 108.00(10) . . ?
C14 C10 C8 131(7) . . ?
C11 C10 C8 117(9) . . ?
C11 C10 C14 108.0 . . ?
C10 C14 C15 135(6) . . ?
C10 C14 C13 108.0 . . ?
C13 C14 C15 117(7) . . ?
F5 C13 F6 84(7) . . ?
F5 C13 C14 121(4) . . ?
F5 C13 C12 115(3) . . ?
F6 C13 C14 117(4) . . ?
F6 C13 C12 111(3) . . ?
C12 C13 C14 108.00(9) . . ?
F3 C12 C13 114(3) . . ?
F3 C12 C11 115(4) . . ?
F4 C12 F3 85(7) . . ?
F4 C12 C13 116(3) . . ?
F4 C12 C11 118(3) . . ?
C13 C12 C11 108.0 . . ?
F1 C11 F2 83(7) . . ?
F1 C11 C10 120(4) . . ?
F1 C11 C12 115(4) . . ?
F2 C11 C10 117(4) . . ?
F2 C11 C12 113(4) . . ?
C12 C11 C10 108.00(11) . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 0.206 134.8 0.0 ?
2 0.500 0.000 -0.606 134.8 0.0 ?

_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
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 2.339
_oxdiff_exptl_absorpt_empirical_full_min 0.606
####################################################################### 
# 
# 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_1_59_GPa
_database_code_depnum_ccdc_archive 'CCDC 1886612'
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2018-12-20 deposited with the CCDC.	2020-03-09 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_RINTA01_1_59_GPa            
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT020_1_59_GPa            
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.319 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT026_1_59_GPa            
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        21% Check
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT029_1_59_GPa            
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.445 Why?
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT084_1_59_GPa            
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.52 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT090_1_59_GPa            
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........       3.82 Note
RESPONSE: The data/parameter ratio is affected by the access limits of the DAC, particularly disadvantageous for low-symmetry crystals.
;
_vrf_PLAT082_1_59_GPa            
;
PROBLEM: High R1 Value ..................................       0.17 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT260_1_59_GPa            
;
PROBLEM: Large Average Ueq of Residue Including        S1      0.180 Check
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT260_1_59_GPa_2          
;
PROBLEM: Large Average Ueq of Residue Including        I1      0.191 Check
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT342_1_59_GPa            
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.05613 Ang.
RESPONSE: Crystals diffracted extremely weakly. However, all yielded serious problems due to weak diffraction, low symmetry and DAC.  
;
_vrf_PLAT910_1_59_GPa            
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         22 Note
RESPONSE: Crystals diffracted extremely weakly. However, all yielded serious problems due to weak diffraction, low symmetry and DAC.  
;
_vrf_PLAT911_1_59_GPa            
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.595       1203 Report
RESPONSE: Crystals diffracted extremely weakly. However, all yielded serious problems due to weak diffraction, low symmetry and DAC.  
;
_vrf_PLAT915_1_59_GPa            
;
PROBLEM: No Flack x Check Done: Low Friedel Pair Coverage         44 %
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
# Added during the CSD deposition process: Thursday 20 December 2018 04:46 PM
# end Validation Reply Form

_audit_creation_date             2018-12-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C6 F4 I2, C25 H16 F6 N2 S2'
_chemical_formula_sum            'C31 H16 F10 I2 N2 S2'
_chemical_formula_weight         924.38
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C34 H22 N2 O F10 S2 I2'
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'
I I -0.4742 1.8119 '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'
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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   17.723(8)
_cell_length_b                   26.15(6)
_cell_length_c                   7.00(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3242(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    119
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.4310
_cell_measurement_theta_min      4.1170
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.152
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.01107
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.894
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1776
_exptl_crystal_size_max          0.323
_exptl_crystal_size_mid          0.105
_exptl_crystal_size_min          0.046
_exptl_special_details           
;
 'mounted in a diamond-anvil cell '
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.3185
_diffrn_reflns_av_unetI/netI     0.6373
_diffrn_reflns_Laue_measured_fraction_full 0.445
_diffrn_reflns_Laue_measured_fraction_max 0.445
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            14627
_diffrn_reflns_point_group_measured_fraction_full 0.442
_diffrn_reflns_point_group_measured_fraction_max 0.442
_diffrn_reflns_theta_full        25.026
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_min         4.167
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.445
_diffrn_measured_fraction_theta_max 0.445
_diffrn_measurement_details      
;
 Data were collected at room temperature and pressure of 1.59(2) GPa (1590000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0016143000
_diffrn_orient_matrix_UB_12      -0.0134424000
_diffrn_orient_matrix_UB_13      -0.0857232000
_diffrn_orient_matrix_UB_21      -0.0371361000
_diffrn_orient_matrix_UB_22      0.0087498000
_diffrn_orient_matrix_UB_23      -0.0240140000
_diffrn_orient_matrix_UB_31      0.0158169000
_diffrn_orient_matrix_UB_32      0.0221588000
_diffrn_orient_matrix_UB_33      -0.0444601000
_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              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.823
_reflns_Friedel_fraction_full    0.438
_reflns_Friedel_fraction_max     0.438
_reflns_number_gt                537
_reflns_number_total             2530
_reflns_odcompleteness_completeness 38.25
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.00
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.966
_refine_diff_density_min         -0.581
_refine_diff_density_rms         0.156
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.60(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         2530
_refine_ls_number_restraints     848
_refine_ls_R_factor_all          0.4345
_refine_ls_R_factor_gt           0.1738
_refine_ls_restrained_S_all      0.950
_refine_ls_shift/su_max          0.032
_refine_ls_shift/su_mean         0.030
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3915
_refine_ls_wR_factor_ref         0.5193
_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. Restrained distances
 H24B-H5_$1
 2.5 with sigma of 0.02
 H5_$1-H24A
 2.5 with sigma of 0.02
 C8-C10
 1.45 with sigma of 0.02
 C18-C25
 1.45 with sigma of 0.02
 C6-C3
 1.45 with sigma of 0.02
 C9-C24
 1.52 with sigma of 0.02
 I2_$2-S1
 3.6 with sigma of 0.02
 C8-C15
 3.6 with sigma of 0.02
 C17-C19
 1.45 with sigma of 0.02
 H20-H16
 2.1 with sigma of 0.02
 C25-C15
 2.5 with sigma of 0.02
 I1-C26 \\sim I2-C29
 with sigma of 0.02
 C30-I2 \\sim I2-C28
 with sigma of 0.02
 C27-I1 \\sim I1-C31
 with sigma of 0.02
 F1-C11 \\sim F2-C11 \\sim F4-C12 \\sim F3-C12 \\sim F6-C13 \\sim F5-C13 \\sim
F7-C27 \\sim F8-C28 \\sim F10-
 C31 \\sim F9-C30
 with sigma of 0.02
 C4-C6 \\sim C6-C2
 with sigma of 0.02
 C23-C17 \\sim C17-C20
 with sigma of 0.02
 F2-F1 \\sim F4-F3 \\sim F6-F5
 with sigma of 0.02
 F4-F2 \\sim F3-F1 \\sim F5-F3 \\sim F6-F4
 with sigma of 0.02
 F4-F1 \\sim F3-F2 \\sim F6-F3 \\sim F5-F4
 with sigma of 0.02
 F1-C11 \\sim F2-C11 \\sim F3-C12 \\sim F4-C12 \\sim F5-C13 \\sim F6-C13
 with sigma of 0.02
 F3-C13 \\sim F5-C12 \\sim F4-C13 \\sim F6-C12 \\sim F4-C11 \\sim F2-C12 \\sim
F1-C12 \\sim F3-C11
 with sigma of 0.02
 C19-C17 \\sim C15-C14 \\sim C8-C10 \\sim C6-C3
 with sigma of 0.02
3. Restrained planarity
 I1, I2, F8, F10, C27, C26, C31, C30, C29, C28, F9, F7
 with sigma of 0.1
 N2, C22, C23, C19, C17, C18, C15, C20, C21, C16, C25, S2
 with sigma of 0.1
 C15, C14, C18, C16
 with sigma of 0.1
 C15, C14, C10, C11, C12, C13
 with sigma of 0.1
 C2, C1, N1, C5, C4, C3, C8, C7, C6, S1, C9, C24
 with sigma of 0.1
4. Rigid bond restraints
 C13, C12, C11, F6, F5, F3, F1, F2, C10, C14, F4
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 S1, C9, C24
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C8, C9, S1, C24
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
C2 \\sim C1 \\sim N1 \\sim C5 \\sim C4 \\sim C3: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08
I1 \\sim I2 \\sim F8 \\sim F10 \\sim C31 \\sim C30 \\sim C29 \\sim C28 \\sim
C27 \\sim C26 \\sim F9 \\sim F7: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
C13 \\sim C12 \\sim C11 \\sim F6 \\sim F5 \\sim F4 \\sim F3 \\sim F1 \\sim F2:
within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
C23 \\sim C19 \\sim C20 \\sim C21 \\sim N2 \\sim C22: within 2A with sigma of
0.02 and sigma for terminal atoms of 0.04
C20 \\sim C21 \\sim N2 \\sim C22: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
C8 \\sim C7 \\sim C6 \\sim S1 \\sim C9 \\sim C24: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08
C18 \\sim C15 \\sim C16 \\sim C17 \\sim S2 \\sim C25: within 2A with sigma of
0.02 and sigma for terminal atoms of 0.04
N2 \\sim C22 \\sim C23 \\sim C19 \\sim C20 \\sim C21 \\sim C8 \\sim C7 \\sim C6
\\sim S1 \\sim C9 \\sim C24: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
Uanis(C24) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C18) \\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C17)
\\sim Ueq, Uanis(S2) \\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C19) \\sim Ueq,
Uanis(C20) \\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(N2) \\sim Ueq, Uanis(C22)
\\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
6. Rigid body (RIGU) restrains
 I1, I2, F8, F10, C31, C30, C29, C28, C27, C26, F9, F7
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C10, C14, C13, C12, C11, F6, F5, F4, F3, F1, F2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N2, C22, C23, C19, C20, C21
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C2, C1, N1, C5, C4, C3, C8, C7, C6, S1, C9, C24
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C23, C19, C25, C17, S2, C18, C15, C16, N2, C22, C20, C21
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7.a Aromatic/amide H refined with riding coordinates:
 C22(H22), C23(H23), C20(H20), C21(H21), C2(H2), C1(H1), C5(H5), C4(H4),
 C7(H7), C16(H16)
7.b Fitted pentagon refined as free rotating group:
 C8(C7,C6,S1,C9), C17(S2,C18,C15,C16), C10(C14,C13,C12,C11)
7.c Fitted hexagon refined as free rotating group:
 N2(C22,C23,C19,C20,C21), C2(C1,N1,C5,C4,C3), C31(C30,C29,C28,C27,C26)
7.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_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
I1 I 0.4516(4) 0.1668(4) 0.897(2) 0.149(7) Uani 1 1 d D U . . .
I2 I 0.8062(3) 0.2559(4) 1.205(2) 0.167(8) Uani 1 1 d D U . . .
F8 F 0.650(4) 0.3169(15) 1.104(7) 0.27(5) Uani 1 1 d D U . . .
N2 N 0.808(2) 0.350(2) 0.742(14) 0.17(2) Uani 1 1 d . U . . .
C22 C 0.782(2) 0.336(3) 0.562(13) 0.18(3) Uani 1 1 d G U . . .
H22 H 0.814387 0.318379 0.478485 0.214 Uiso 1 1 calc R . . . .
C23 C 0.709(2) 0.347(2) 0.506(11) 0.19(3) Uani 1 1 d DG U . . .
H23 H 0.692119 0.337814 0.384944 0.224 Uiso 1 1 calc R . . . .
C19 C 0.6611(16) 0.3728(15) 0.630(9) 0.18(3) Uani 1 1 d DG U . . .
C20 C 0.686(2) 0.387(2) 0.811(9) 0.18(2) Uani 1 1 d DG U . . .
H20 H 0.654289 0.403997 0.894369 0.211 Uiso 1 1 calc DR . . . .
C21 C 0.760(3) 0.375(3) 0.867(11) 0.17(2) Uani 1 1 d G U . . .
H21 H 0.776556 0.384563 0.987913 0.206 Uiso 1 1 calc R . . . .
C2 C 0.036(2) 0.348(2) 0.515(15) 0.17(5) Uani 1 1 d D U . . .
H2 H 0.048390 0.382354 0.529656 0.206 Uiso 1 1 calc R . . . .
C1 C -0.038(2) 0.334(3) 0.466(17) 0.18(5) Uani 1 1 d G U . . .
H1 H -0.073940 0.359577 0.447933 0.211 Uiso 1 1 calc R . . . .
N1 N -0.056(3) 0.283(3) 0.443(17) 0.18(5) Uani 1 1 d G U . . .
C5 C -0.002(3) 0.246(3) 0.470(16) 0.20(5) Uani 1 1 d G U . . .
H5 H -0.014536 0.211290 0.454671 0.236 Uiso 1 1 calc DR . . . .
C4 C 0.071(3) 0.2592(19) 0.519(13) 0.19(5) Uani 1 1 d DG U . . .
H4 H 0.107795 0.234067 0.536394 0.227 Uiso 1 1 calc R . . . .
C3 C 0.0902(17) 0.3105(17) 0.541(10) 0.18(5) Uani 1 1 d DG U . . .
C25 C 0.401(3) 0.399(3) 0.289(11) 0.17(3) Uani 1 1 d D U . . .
H25A H 0.367923 0.371656 0.324480 0.253 Uiso 1 1 calc GR . . . .
H25B H 0.414667 0.395734 0.156886 0.253 Uiso 1 1 calc GR . . . .
H25C H 0.376437 0.431191 0.309419 0.253 Uiso 1 1 calc GR . . . .
C8 C 0.273(2) 0.3720(15) 0.659(16) 0.18(3) Uani 1 1 d D U . . .
C7 C 0.195(3) 0.3745(13) 0.619(17) 0.18(3) Uani 1 1 d G U . . .
H7 H 0.166623 0.404123 0.601530 0.220 Uiso 1 1 calc R . . . .
C6 C 0.1668(15) 0.3236(16) 0.610(11) 0.19(3) Uani 1 1 d DG U . . .
S1 S 0.2279(15) 0.2898(12) 0.644(5) 0.18(2) Uani 1 1 d DG U . . .
C9 C 0.2937(13) 0.3197(18) 0.674(10) 0.17(3) Uani 1 1 d DG U . . .
F10 F 0.602(3) 0.1076(14) 0.994(7) 0.19(4) Uani 1 1 d D U . . .
C17 C 0.5832(15) 0.385(2) 0.570(8) 0.18(2) Uani 1 1 d D U . . .
S2 S 0.5457(14) 0.3768(13) 0.393(8) 0.185(18) Uani 1 1 d G U . . .
C18 C 0.4713(14) 0.3966(18) 0.410(9) 0.18(2) Uani 1 1 d DG U . . .
C15 C 0.4629(15) 0.4169(16) 0.597(9) 0.18(2) Uani 1 1 d DG U . . .
C16 C 0.532(2) 0.410(3) 0.696(8) 0.18(2) Uani 1 1 d G U . . .
H16 H 0.541973 0.419585 0.821072 0.218 Uiso 1 1 calc DR . . . .
C31 C 0.6174(12) 0.1596(9) 1.024(3) 0.19(4) Uani 1 1 d D U . . .
C30 C 0.6874(11) 0.1772(9) 1.085(3) 0.19(4) Uani 1 1 d DG U . . .
C29 C 0.6991(9) 0.2293(10) 1.1121(14) 0.21(4) Uani 1 1 d DG U . . .
C28 C 0.6408(11) 0.2637(9) 1.078(4) 0.21(4) Uani 1 1 d DG U . . .
C27 C 0.5708(10) 0.2460(9) 1.018(4) 0.19(4) Uani 1 1 d DG U . . .
C26 C 0.5591(9) 0.1940(10) 0.9906(15) 0.20(4) Uani 1 1 d DG U . . .
F9 F 0.743(2) 0.1388(19) 1.115(8) 0.18(4) Uani 1 1 d D U . . .
F7 F 0.512(2) 0.2804(19) 0.983(8) 0.15(3) Uani 1 1 d D U . . .
C24 C 0.373(3) 0.311(4) 0.745(15) 0.11(2) Uani 1 1 d D U . . .
H24A H 0.406422 0.335340 0.689091 0.159 Uiso 1 1 calc DGR . . . .
H24B H 0.389031 0.276787 0.708348 0.159 Uiso 1 1 calc DGR . . . .
H24C H 0.374424 0.313544 0.881451 0.159 Uiso 1 1 calc GR . . . .
C10 C 0.3136(18) 0.4220(14) 0.678(9) 0.17(4) Uani 1 1 d D U . . .
C14 C 0.3900(15) 0.4383(13) 0.670(7) 0.14(4) Uani 1 1 d DG U . . .
C13 C 0.3948(11) 0.4870(12) 0.759(6) 0.14(3) Uani 1 1 d DG U . . .
C12 C 0.3214(13) 0.5009(12) 0.821(7) 0.17(3) Uani 1 1 d DG U . . .
C11 C 0.2712(13) 0.4607(14) 0.771(8) 0.20(3) Uani 1 1 d DG U . . .
F6 F 0.426(2) 0.5274(19) 0.645(9) 0.17(3) Uani 1 1 d D U . . .
F5 F 0.451(2) 0.4948(18) 0.901(9) 0.16(3) Uani 1 1 d D U . . .
F4 F 0.2981(19) 0.5501(14) 0.767(11) 0.21(3) Uani 1 1 d D U . . .
F3 F 0.318(2) 0.513(2) 1.015(7) 0.20(3) Uani 1 1 d D U . . .
F1 F 0.220(3) 0.448(2) 0.920(11) 0.25(3) Uani 1 1 d D U . . .
F2 F 0.212(3) 0.480(2) 0.658(11) 0.24(4) Uani 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C26 2.136(16) . ?
I2 C29 2.124(16) . ?
F8 C28 1.41(3) . ?
N2 C22 1.3900 . ?
N2 C21 1.3900 . ?
C22 C23 1.3900 . ?
C23 C19 1.3900 . ?
C19 C20 1.3900 . ?
C19 C17 1.48(2) . ?
C20 C21 1.3900 . ?
C2 C1 1.3900 . ?
C2 C3 1.3900 . ?
C1 N1 1.3900 . ?
N1 C5 1.3900 . ?
C5 C4 1.3900 . ?
C4 C3 1.3900 . ?
C3 C6 1.48(2) . ?
C25 C18 1.50(3) . ?
C8 C7 1.4200 . ?
C8 C9 1.4200 . ?
C8 C10 1.50(2) . ?
C7 C6 1.4200 . ?
C6 S1 1.4200 . ?
S1 C9 1.4200 . ?
C9 C24 1.51(3) . ?
F10 C31 1.40(3) . ?
C17 S2 1.4200 . ?
C17 C16 1.4200 . ?
S2 C18 1.4200 . ?
C18 C15 1.4200 . ?
C15 C16 1.4200 . ?
C15 C14 1.50(3) . ?
C31 C30 1.3900 . ?
C31 C26 1.3900 . ?
C30 C29 1.3900 . ?
C30 F9 1.42(3) . ?
C29 C28 1.3900 . ?
C28 C27 1.3900 . ?
C27 C26 1.3900 . ?
C27 F7 1.40(3) . ?
C10 C14 1.4200 . ?
C10 C11 1.4200 . ?
C14 C13 1.4200 . ?
C13 C12 1.4200 . ?
C13 F6 1.43(3) . ?
C13 F5 1.42(3) . ?
C12 C11 1.4200 . ?
C12 F4 1.40(3) . ?
C12 F3 1.39(3) . ?
C11 F1 1.42(3) . ?
C11 F2 1.41(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
C22 N2 C21 120.0 . . ?
N2 C22 C23 120.0 . . ?
C19 C23 C22 120.0 . . ?
C23 C19 C20 120.0 . . ?
C23 C19 C17 119.7(12) . . ?
C20 C19 C17 120.3(12) . . ?
C21 C20 C19 120.0 . . ?
C20 C21 N2 120.0 . . ?
C1 C2 C3 120.0 . . ?
N1 C1 C2 120.0 . . ?
C5 N1 C1 120.0 . . ?
N1 C5 C4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C2 C3 C6 121.0(12) . . ?
C4 C3 C2 120.00(12) . . ?
C4 C3 C6 118.8(12) . . ?
C7 C8 C9 108.0 . . ?
C7 C8 C10 117(4) . . ?
C9 C8 C10 135(4) . . ?
C8 C7 C6 108.0 . . ?
C7 C6 C3 124(3) . . ?
C7 C6 S1 108.0 . . ?
S1 C6 C3 128(3) . . ?
C6 S1 C9 108.0 . . ?
C8 C9 S1 108.0 . . ?
C8 C9 C24 115(5) . . ?
S1 C9 C24 137(5) . . ?
S2 C17 C19 130.8(16) . . ?
C16 C17 C19 121.2(16) . . ?
C16 C17 S2 108.0 . . ?
C17 S2 C18 108.0 . . ?
S2 C18 C25 137(3) . . ?
C15 C18 C25 114(3) . . ?
C15 C18 S2 108.0 . . ?
C18 C15 C16 108.0 . . ?
C18 C15 C14 123(3) . . ?
C16 C15 C14 129(3) . . ?
C17 C16 C15 108.0 . . ?
C30 C31 F10 123(3) . . ?
C30 C31 C26 120.0 . . ?
C26 C31 F10 117(3) . . ?
C31 C30 F9 115(3) . . ?
C29 C30 C31 120.0 . . ?
C29 C30 F9 125(3) . . ?
C30 C29 I2 119.8(10) . . ?
C28 C29 I2 120.2(10) . . ?
C28 C29 C30 120.0 . . ?
C29 C28 F8 122(3) . . ?
C29 C28 C27 120.0 . . ?
C27 C28 F8 118(3) . . ?
C28 C27 F7 120(3) . . ?
C26 C27 C28 120.0 . . ?
C26 C27 F7 120(3) . . ?
C31 C26 I1 119.9(10) . . ?
C27 C26 I1 120.1(10) . . ?
C27 C26 C31 120.0 . . ?
C14 C10 C8 136(3) . . ?
C11 C10 C8 114(3) . . ?
C11 C10 C14 108.0 . . ?
C10 C14 C15 136(2) . . ?
C13 C14 C15 116(2) . . ?
C13 C14 C10 108.0 . . ?
C14 C13 C12 108.0 . . ?
C14 C13 F6 116(3) . . ?
C12 C13 F6 109.4(17) . . ?
F5 C13 C14 119(2) . . ?
F5 C13 C12 112.7(19) . . ?
F5 C13 F6 91(3) . . ?
C11 C12 C13 108.0 . . ?
F4 C12 C13 114.8(14) . . ?
F4 C12 C11 115.3(15) . . ?
F3 C12 C13 113.0(14) . . ?
F3 C12 C11 112.5(14) . . ?
F3 C12 F4 93(3) . . ?
C10 C11 C12 108.0 . . ?
F1 C11 C10 121(2) . . ?
F1 C11 C12 113.0(19) . . ?
F2 C11 C10 113(3) . . ?
F2 C11 C12 110.0(18) . . ?
F2 C11 F1 91(3) . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 -0.947 249.2 3.1 ?
2 0.500 0.000 -0.414 249.2 3.1 ?

_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 25.789
_oxdiff_exptl_absorpt_empirical_full_min 0.286
####################################################################### 
# 
# 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_0_4_GPa
_database_code_depnum_ccdc_archive 'CCDC 1886610'
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2018-12-20 deposited with the CCDC.	2020-03-09 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT026_0_4_GPa             
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        18% Check
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT029_0_4_GPa             
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.659 Why?
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT084_0_4_GPa             
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.57 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT260_0_4_GPa             
;
PROBLEM: Large Average Ueq of Residue Including        S1      0.220 Check
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_RINTA01_0_4_GPa             
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT020_0_4_GPa             
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.246 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT082_0_4_GPa             
;
PROBLEM: High R1 Value ..................................       0.20 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT090_0_4_GPa             
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........       5.94 Note
RESPONSE: The data/parameter ratio is affected by the access limits of the DAC, particularly disadvantageous for low-symmetry crystals.
;
_vrf_PLAT260_0_4_GPa_2           
;
PROBLEM: Large Average Ueq of Residue Including        I1      0.200 Check
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT342_0_4_GPa             
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.08065 Ang.
RESPONSE: Crystals diffracted extremely weakly. However, all yielded serious problems due to weak diffraction, low symmetry and DAC.  
;
_vrf_PLAT910_0_4_GPa             
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         18 Note
RESPONSE: Crystals diffracted extremely weakly. However, all yielded serious problems due to weak diffraction, low symmetry and DAC.  
;
_vrf_PLAT911_0_4_GPa             
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.588        810 Report
RESPONSE: Crystals diffracted extremely weakly. However, all yielded serious problems due to weak diffraction, low symmetry and DAC.  
;
# Added during the CSD deposition process: Thursday 20 December 2018 04:46 PM
# end Validation Reply Form

_audit_creation_date             2018-12-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 F4 I2, C25 H16 F6 N2 S2'
_chemical_formula_sum            'C31 H16 F10 I2 N2 S2'
_chemical_formula_weight         924.38
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C34 H22 N2 O1 F10 S2 I2 '
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'
I I -0.4742 1.8119 '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'
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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   17.556(4)
_cell_length_b                   26.464(17)
_cell_length_c                   7.633(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3546(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    774
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.2720
_cell_measurement_theta_min      3.6130
_shelx_estimated_absorpt_T_max   0.831
_shelx_estimated_absorpt_T_min   0.487
_exptl_absorpt_coefficient_mu    1.968
_exptl_absorpt_correction_T_max  0.427
_exptl_absorpt_correction_T_min  0.236
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.731
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1776
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-24 6 -1 0.1621
0 30 7 0.0321
-19 18 -5 0.1565
-3 -28 -7 0.0323
7 23 -8 0.2008
23 -9 2 0.1949
-5 -23 8 0.2085

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.325
_exptl_crystal_size_mid          0.103
_exptl_crystal_size_min          0.046

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
-24.1261 6.4892 -0.9448 -0.0618 -0.4795 0.8754
0.1420 29.9934 6.5655 0.9879 -0.1295 0.0857
-18.9264 17.8566 -4.5154 0.0309 -0.0052 0.9995
-2.7520 -27.7287 -7.2330 -0.9902 0.1298 0.0516
6.9032 22.6647 -7.9444 0.1201 0.9127 0.3907
23.4121 -9.2781 1.9155 0.0475 0.3710 -0.9274
-5.2085 -23.2392 8.0505 -0.1162 -0.8827 -0.4553

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2456
_diffrn_reflns_av_unetI/netI     0.6940
_diffrn_reflns_Laue_measured_fraction_full 0.659
_diffrn_reflns_Laue_measured_fraction_max 0.659
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            18081
_diffrn_reflns_point_group_measured_fraction_full 0.646
_diffrn_reflns_point_group_measured_fraction_max 0.646
_diffrn_reflns_theta_full        24.710
_diffrn_reflns_theta_max         24.710
_diffrn_reflns_theta_min         3.807
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.659
_diffrn_measured_fraction_theta_max 0.659
_diffrn_measurement_details      
;
 Data were collected at room temperature and pressure of 0.40(2) GPa
 (400000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0063269000
_diffrn_orient_matrix_UB_12      0.0215516000
_diffrn_orient_matrix_UB_13      0.0518712000
_diffrn_orient_matrix_UB_21      0.0250639000
_diffrn_orient_matrix_UB_22      0.0098134000
_diffrn_orient_matrix_UB_23      -0.0651040000
_diffrn_orient_matrix_UB_31      -0.0313783000
_diffrn_orient_matrix_UB_32      0.0121509000
_diffrn_orient_matrix_UB_33      -0.0417804000
_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              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.809
_reflns_Friedel_fraction_full    0.630
_reflns_Friedel_fraction_max     0.630
_reflns_number_gt                718
_reflns_number_total             3900
_reflns_odcompleteness_completeness 61.94
_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.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.039
_refine_diff_density_min         -0.876
_refine_diff_density_rms         0.178
_refine_ls_abs_structure_details 
;
 Flack x determined using 144 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.10(19)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         3900
_refine_ls_number_restraints     700
_refine_ls_R_factor_all          0.4824
_refine_ls_R_factor_gt           0.2025
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.032
_refine_ls_shift/su_mean         0.025
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4301
_refine_ls_wR_factor_ref         0.5737
_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. Restrained distances
 C11-F1
 1.5 with sigma of 0.02
 C13-F6
 1.5 with sigma of 0.02
 F4-C12
 1.54 with sigma of 0.02
 C13-F5
 1.54 with sigma of 0.02
 C12-F3
 1.54 with sigma of 0.02
 C19-C17
 1.45 with sigma of 0.02
 C8-C10
 1.45 with sigma of 0.02
 C15-C14
 1.45 with sigma of 0.02
 S1-C3 \\sim C3-C7
 with sigma of 0.02
 C23-C17 \\sim C17-C20
 with sigma of 0.02
 F10-C31 \\sim F7-C27 \\sim F8-C28 \\sim F9-C30
 with sigma of 0.02
 C26-F10 \\sim F10-C30
 with sigma of 0.02
 C28-F7 \\sim F7-C26
 with sigma of 0.02
 C28-I2 \\sim I2-C30
 with sigma of 0.02
 S2-C19 \\sim C19-C16
 with sigma of 0.02
 F2-F1 \\sim F4-F3 \\sim F6-F5
 with sigma of 0.02
 F4-F1 \\sim F3-F2 \\sim F5-F4 \\sim F6-F3
 with sigma of 0.02
 F3-C13 \\sim F5-C12 \\sim F2-C12 \\sim F3-C11 \\sim F1-C12 \\sim F4-C11 \\sim
F6-C12 \\sim F4-C13
 with sigma of 0.02
 F2-C11 \\sim F1-C11 \\sim F3-C12 \\sim F4-C12 \\sim F5-C13 \\sim F6-C13
 with sigma of 0.02
3. Restrained planarity
 I1, I2, F8, F9, F10, C27, C26, C31, C30, C29, C28, F7
 with sigma of 0.1
 C3, C2, C1, N1, C5, C4, C9, C8, C7, C6, S1, C24
 with sigma of 0.1
 C25, C18, S2, C15, C16, C17, C19, C23, C22, N2, C21, C20
 with sigma of 0.1
 C7, C6, S1, C9, C8, C4, C5, N1, C1, C2, C3, C24
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C19 \\sim C23 \\sim C22 \\sim N2 \\sim C21 \\sim C20: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
C26 \\sim C31 \\sim C30 \\sim C29 \\sim C28 \\sim C27: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
C4 \\sim C5 \\sim N1 \\sim C1 \\sim C2 \\sim C3: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08
C14 \\sim C10: within 2A with sigma of 0.1 and sigma for terminal atoms of 0.2
C9 \\sim S1 \\sim C6 \\sim C7 \\sim C8: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08
C18 \\sim C15 \\sim C16 \\sim C17 \\sim S2 \\sim C25: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
Uanis(C25) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F4) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C24) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F5) \\sim Ueq, Uanis(F1) \\sim Ueq: with sigma of 0.05 and sigma for
terminal atoms of 0.1
Uanis(C10) \\sim Ueq: with sigma of 0.05 and sigma for terminal atoms of 0.1
5. Rigid body (RIGU) restrains
 F7, I1, C26, C27, C31, C28, F10, C30, F8, C29, F9, I2, C16, F3, C12, F4, C13,
 C11, F5, F6, C14, F1, F2, C10, C15, C8, C18, C9, C7, C25, S2, H16, C17, C24,
 S1, H7, C6, H25A, H25B, H25C, C19, H24A, H24B, H24C, C3, C20, C23, C2, C4, H20,
  C21, C22, H23, H2, C1, C5, H4, H21, N2, H22, H1, N1, H5
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C1(H1), C5(H5), C4(H4), C16(H16), C20(H20), C21(H21), C22(H22),
 C23(H23), C7(H7)
6.b Fitted pentagon refined as free rotating group:
 S2(C18,C15,C16,C17), C9(C8,C7,C6,S1), C14(C13,C12,C11,C10)
6.c Fitted hexagon refined as free rotating group:
 C3(C2,C1,N1,C5,C4), C27(C26,C31,C30,C29,C28), C19(C20,C21,N2,C22,C23)
6.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_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
I1 I 0.4531(4) 0.1704(5) 0.9207(16) 0.185(6) Uani 1 1 d . U . . .
I2 I 0.8063(4) 0.2518(5) 1.2535(15) 0.184(6) Uani 1 1 d D U . . .
F8 F 0.652(3) 0.308(3) 1.160(3) 0.21(3) Uani 1 1 d D U . . .
F9 F 0.739(3) 0.140(3) 1.135(5) 0.22(3) Uani 1 1 d D U . . .
F3 F 0.330(2) 0.515(3) 1.040(6) 0.31(4) Uani 1 1 d D U . . .
C3 C 0.097(3) 0.308(4) 0.549(5) 0.20(3) Uani 1 1 d D U . . .
C2 C 0.052(5) 0.347(3) 0.482(9) 0.20(3) Uani 1 1 d G U . . .
H2 H 0.070515 0.379812 0.479925 0.240 Uiso 1 1 calc R U . . .
C1 C -0.020(5) 0.336(5) 0.417(9) 0.21(3) Uani 1 1 d G U . . .
H1 H -0.049970 0.362099 0.371223 0.255 Uiso 1 1 calc R U . . .
N1 N -0.047(4) 0.287(6) 0.419(9) 0.22(3) Uani 1 1 d G U . . .
C5 C -0.003(6) 0.248(4) 0.487(10) 0.22(3) Uani 1 1 d G U . . .
H5 H -0.020973 0.215341 0.488667 0.260 Uiso 1 1 calc R U . . .
C4 C 0.070(6) 0.259(3) 0.552(8) 0.22(3) Uani 1 1 d G U . . .
H4 H 0.099512 0.233053 0.597370 0.261 Uiso 1 1 calc R U . . .
C25 C 0.400(7) 0.398(4) 0.342(16) 0.20(3) Uani 1 1 d . U . . .
H25A H 0.355724 0.399455 0.416668 0.296 Uiso 1 1 calc GR U . . .
H25B H 0.394868 0.370077 0.262715 0.296 Uiso 1 1 calc GR U . . .
H25C H 0.402966 0.428954 0.275545 0.296 Uiso 1 1 calc GR U . . .
C24 C 0.361(5) 0.313(5) 0.812(10) 0.15(3) Uani 1 1 d . U . . .
H24A H 0.368109 0.277707 0.825074 0.227 Uiso 1 1 calc GR U . . .
H24B H 0.361894 0.329269 0.925161 0.227 Uiso 1 1 calc GR U . . .
H24C H 0.401484 0.327042 0.741227 0.227 Uiso 1 1 calc GR U . . .
F10 F 0.600(2) 0.107(2) 1.005(5) 0.18(2) Uani 1 1 d D U . . .
F1 F 0.220(2) 0.448(2) 0.962(8) 0.25(3) Uani 1 1 d D U . . .
S2 S 0.5434(17) 0.3764(19) 0.444(6) 0.22(2) Uani 1 1 d D U . . .
C18 C 0.466(2) 0.392(2) 0.445(8) 0.24(3) Uani 1 1 d G U . . .
C15 C 0.447(3) 0.406(3) 0.619(9) 0.23(3) Uani 1 1 d DG U . . .
C16 C 0.512(3) 0.399(4) 0.725(7) 0.23(3) Uani 1 1 d DG U . . .
H16 H 0.515502 0.405038 0.845187 0.276 Uiso 1 1 calc R U . . .
C17 C 0.572(2) 0.380(2) 0.617(6) 0.23(3) Uani 1 1 d DG U . . .
C27 C 0.566(2) 0.2427(18) 1.0533(17) 0.17(3) Uani 1 1 d D U . . .
C26 C 0.5545(19) 0.1920(19) 1.0151(19) 0.20(3) Uani 1 1 d DG U . . .
C31 C 0.613(2) 0.1572(16) 1.043(3) 0.22(3) Uani 1 1 d DG U . . .
C30 C 0.682(2) 0.1732(13) 1.108(3) 0.21(3) Uani 1 1 d DG U . . .
C29 C 0.6940(19) 0.2240(13) 1.147(2) 0.20(3) Uani 1 1 d G U . . .
C28 C 0.636(2) 0.2588(15) 1.1190(17) 0.18(3) Uani 1 1 d DG U . . .
F5 F 0.465(2) 0.489(3) 0.892(10) 0.31(4) Uani 1 1 d D U . . .
F6 F 0.433(3) 0.526(3) 0.668(8) 0.25(3) Uani 1 1 d D U . . .
F2 F 0.199(2) 0.483(3) 0.731(8) 0.25(3) Uani 1 1 d D U . . .
C19 C 0.652(2) 0.372(3) 0.678(7) 0.20(3) Uani 1 1 d D U . . .
C20 C 0.672(3) 0.383(4) 0.850(7) 0.19(3) Uani 1 1 d DG U . . .
H20 H 0.636432 0.397067 0.925436 0.229 Uiso 1 1 calc R U . . .
C21 C 0.745(3) 0.373(4) 0.910(9) 0.19(3) Uani 1 1 d G U . . .
H21 H 0.758674 0.380144 1.024875 0.230 Uiso 1 1 calc R U . . .
N2 N 0.799(3) 0.351(4) 0.797(11) 0.21(3) Uani 1 1 d G U . . .
C22 C 0.779(2) 0.340(3) 0.625(10) 0.19(3) Uani 1 1 d G U . . .
H22 H 0.814599 0.325924 0.550250 0.232 Uiso 1 1 calc R U . . .
C23 C 0.706(3) 0.350(3) 0.566(8) 0.19(3) Uani 1 1 d DG U . . .
H23 H 0.692357 0.342847 0.450808 0.226 Uiso 1 1 calc R U . . .
F7 F 0.511(3) 0.276(2) 1.028(3) 0.24(4) Uani 1 1 d D U . . .
C9 C 0.294(2) 0.323(3) 0.734(6) 0.21(2) Uani 1 1 d . U . . .
C8 C 0.276(5) 0.373(2) 0.689(11) 0.21(2) Uani 1 1 d DG U . . .
C7 C 0.202(5) 0.3741(18) 0.616(10) 0.21(3) Uani 1 1 d DG U . . .
H7 H 0.176400 0.402583 0.575100 0.251 Uiso 1 1 calc R U . . .
C6 C 0.174(2) 0.324(2) 0.615(5) 0.21(2) Uani 1 1 d G U . . .
S1 S 0.2304(18) 0.2920(16) 0.688(5) 0.191(16) Uani 1 1 d DG U . . .
F4 F 0.304(2) 0.5542(16) 0.817(8) 0.21(2) Uani 1 1 d D U . . .
C14 C 0.383(3) 0.4385(18) 0.684(9) 0.24(3) Uani 1 1 d D U . . .
C13 C 0.3961(16) 0.4848(18) 0.774(7) 0.25(3) Uani 1 1 d DG U . . .
C12 C 0.3263(15) 0.4998(16) 0.852(6) 0.21(2) Uani 1 1 d DG U . . .
C11 C 0.2704(18) 0.4629(16) 0.810(7) 0.23(3) Uani 1 1 d DG U . . .
C10 C 0.306(3) 0.4250(16) 0.707(9) 0.25(3) Uani 1 1 d DG U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C26 2.00(4) . ?
I2 C29 2.26(4) . ?
F8 C28 1.36(4) . ?
F9 C30 1.35(4) . ?
F3 C12 1.496(18) . ?
C3 C2 1.3900 . ?
C3 C4 1.3900 . ?
C3 C6 1.49(7) . ?
C2 C1 1.3900 . ?
C1 N1 1.3900 . ?
N1 C5 1.3900 . ?
C5 C4 1.3900 . ?
C25 C18 1.42(12) . ?
C24 C9 1.35(10) . ?
F10 C31 1.37(4) . ?
F1 C11 1.516(19) . ?
S2 C18 1.4200 . ?
S2 C17 1.4200 . ?
C18 C15 1.4200 . ?
C15 C16 1.4200 . ?
C15 C14 1.49(3) . ?
C16 C17 1.4200 . ?
C17 C19 1.50(3) . ?
C27 C26 1.3900 . ?
C27 C28 1.3900 . ?
C27 F7 1.33(4) . ?
C26 C31 1.3900 . ?
C31 C30 1.3900 . ?
C30 C29 1.3900 . ?
C29 C28 1.3900 . ?
F5 C13 1.514(19) . ?
F6 C13 1.505(19) . ?
F2 C11 1.49(2) . ?
C19 C20 1.3900 . ?
C19 C23 1.3900 . ?
C20 C21 1.3900 . ?
C21 N2 1.3900 . ?
N2 C22 1.3900 . ?
C22 C23 1.3900 . ?
C9 C8 1.4200 . ?
C9 S1 1.4200 . ?
C8 C7 1.4200 . ?
C8 C10 1.47(3) . ?
C7 C6 1.4200 . ?
C6 S1 1.4200 . ?
F4 C12 1.516(18) . ?
C14 C13 1.4200 . ?
C14 C10 1.4200 . ?
C13 C12 1.4200 . ?
C12 C11 1.4200 . ?
C11 C10 1.4200 . ?

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 C3 C4 120.0 . . ?
C2 C3 C6 115(6) . . ?
C4 C3 C6 125(6) . . ?
C3 C2 C1 120.0 . . ?
C2 C1 N1 120.0 . . ?
C5 N1 C1 120.0 . . ?
N1 C5 C4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C18 S2 C17 108.0 . . ?
C25 C18 S2 145(6) . . ?
C25 C18 C15 107(6) . . ?
C15 C18 S2 108.0 . . ?
C18 C15 C16 108.0 . . ?
C18 C15 C14 130(5) . . ?
C16 C15 C14 119(5) . . ?
C17 C16 C15 108.0 . . ?
S2 C17 C19 127.5(12) . . ?
C16 C17 S2 108.0 . . ?
C16 C17 C19 124.4(12) . . ?
C26 C27 C28 120.0 . . ?
F7 C27 C26 120.8(12) . . ?
F7 C27 C28 119.2(12) . . ?
C27 C26 I1 119(2) . . ?
C27 C26 C31 120.0 . . ?
C31 C26 I1 121(2) . . ?
F10 C31 C26 118.9(12) . . ?
F10 C31 C30 121.1(12) . . ?
C26 C31 C30 120.0 . . ?
F9 C30 C31 120(4) . . ?
F9 C30 C29 120(4) . . ?
C29 C30 C31 120.0 . . ?
C30 C29 I2 121.3(9) . . ?
C30 C29 C28 120.0 . . ?
C28 C29 I2 118.7(9) . . ?
F8 C28 C27 124(3) . . ?
F8 C28 C29 116(3) . . ?
C29 C28 C27 120.0 . . ?
C20 C19 C17 119.7(11) . . ?
C20 C19 C23 120.0 . . ?
C23 C19 C17 120.3(11) . . ?
C21 C20 C19 120.0 . . ?
N2 C21 C20 120.0 . . ?
C21 N2 C22 120.0 . . ?
C23 C22 N2 120.0 . . ?
C22 C23 C19 120.0 . . ?
C24 C9 C8 118(7) . . ?
C24 C9 S1 134(7) . . ?
S1 C9 C8 108.0 . . ?
C9 C8 C10 142(7) . . ?
C7 C8 C9 108.0 . . ?
C7 C8 C10 110(7) . . ?
C8 C7 C6 108.0 . . ?
C7 C6 C3 125.3(13) . . ?
C7 C6 S1 108.0 . . ?
S1 C6 C3 126.7(13) . . ?
C6 S1 C9 108.0 . . ?
C13 C14 C15 123(5) . . ?
C10 C14 C15 128(5) . . ?
C10 C14 C13 108.0 . . ?
F6 C13 F5 86(3) . . ?
C14 C13 F5 119(2) . . ?
C14 C13 F6 116(3) . . ?
C12 C13 F5 114.9(19) . . ?
C12 C13 F6 113.2(18) . . ?
C12 C13 C14 108.0 . . ?
F3 C12 F4 85(3) . . ?
C13 C12 F3 116.4(15) . . ?
C13 C12 F4 114.7(14) . . ?
C13 C12 C11 108.0 . . ?
C11 C12 F3 115.7(15) . . ?
C11 C12 F4 115.8(15) . . ?
F2 C11 F1 85(3) . . ?
C12 C11 F1 114.5(18) . . ?
C12 C11 F2 114.7(19) . . ?
C10 C11 F1 120(2) . . ?
C10 C11 F2 113(2) . . ?
C10 C11 C12 108.0 . . ?
C14 C10 C8 124(4) . . ?
C14 C10 C11 108.0 . . ?
C11 C10 C8 124(4) . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 -0.782 324.7 3.9 ?
2 0.500 0.000 -0.351 324.7 3.9 ?

_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 6.699
_oxdiff_exptl_absorpt_empirical_full_min 0.575
####################################################################### 
# 
# 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_0_0001_GPa_H2O
_database_code_depnum_ccdc_archive 'CCDC 1886609'
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2018-12-20 deposited with the CCDC.	2020-03-09 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT414_0_0001_GPa_H2O      
;
PROBLEM: Short Intra D-H..H-X       H1WA     ..H34F             1.53 Ang.
RESPONSE: The single crystal structure has severe disorders as well as coordinated and lattice solvent molecules and we have tried several times to get a good crystal data but unable to get it.
;
_vrf_PLAT342_0_0001_GPa_H2O      
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.02147 Ang.
RESPONSE: This low value comes from the overall poor diffraction quality of the crystal.
;
_vrf_PLAT369_0_0001_GPa_H2O      
;
PROBLEM: Long   C(sp2)-C(sp2) Bond  C8       - C10      .       1.57 Ang.
RESPONSE: The single crystal structure has severe disorders as well as coordinated and lattice solvent molecules and we have tried several times to get a good crystal data but unable to get it.
;
_vrf_PLAT414_0_0001_GPa_H2O_2    
;
PROBLEM: Short Intra D-H..H-X       H1WB     ..H34C             1.86 Ang.
RESPONSE: The single crystal structure has severe disorders as well as coordinated and lattice solvent molecules and we have tried several times to get a good crystal data but unable to get it.
;
_vrf_PLAT416_0_0001_GPa_H2O      
;
PROBLEM: Short Intra D-H..H-D       H1WA     ..H34D     .       1.31 Ang.
RESPONSE: The single crystal structure has severe disorders as well as coordinated and lattice solvent molecules and we have tried several times to get a good crystal data but unable to get it.
;
_vrf_PLAT416_0_0001_GPa_H2O_2    
;
PROBLEM: Short Intra D-H..H-D       H1WA     ..H34E     .       0.32 Ang.
RESPONSE: The single crystal structure has severe disorders as well as coordinated and lattice solvent molecules and we have tried several times to get a good crystal data but unable to get it.
;
_vrf_PLAT416_0_0001_GPa_H2O_3    
;
PROBLEM: Short Intra D-H..H-D       H1WB     ..H34D     .       1.00 Ang.
RESPONSE: The single crystal structure has severe disorders as well as coordinated and lattice solvent molecules and we have tried several times to get a good crystal data but unable to get it.
;
_vrf_PLAT416_0_0001_GPa_H2O_4    
;
PROBLEM: Short Intra D-H..H-D       H1WB     ..H34E     .       1.32 Ang.
RESPONSE: The single crystal structure has severe disorders as well as coordinated and lattice solvent molecules and we have tried several times to get a good crystal data but unable to get it.
;
_vrf_PLAT420_0_0001_GPa_H2O      
;
PROBLEM: D-H Without Acceptor       O1W      --H1WA     .     Please Check
RESPONSE: The single crystal structure has severe disorders as well as coordinated and lattice solvent molecules and we have tried several times to get a good crystal data but unable to get it.
;
# Added during the CSD deposition process: Thursday 20 December 2018 04:46 PM
# end Validation Reply Form

_audit_creation_date             2018-12-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 F4 I2, C24.85 H16 F6 N2 S2, C3 H6 O, H2 O'
_chemical_formula_sum            'C33.85 H24 F10 I2 N2 O2 S2'
_chemical_formula_weight         998.70
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C31 H24 F10 O1 S2 N2 I2'
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'
I I -0.4742 1.8119 '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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   17.2451(6)
_cell_length_b                   27.2415(16)
_cell_length_c                   7.9554(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3737.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5224
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.4780
_cell_measurement_theta_min      3.2280
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.878
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.843
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
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_density_diffrn    1.775
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1940
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-3 16 -10 0.1165
0 38 0 0.0216
3 -1 11 0.4281
-2 -38 1 0.0310
-3 6 -11 0.1308
-24 4 1 0.0624
-1 -16 10 0.3926
24 -4 -1 0.0479

_exptl_crystal_size_max          0.327
_exptl_crystal_size_mid          0.103
_exptl_crystal_size_min          0.046
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
-3.0645 16.3646 -10.0471 -0.0040 -0.0333 0.9994
0.2878 38.2848 -0.1588 0.8584 -0.2672 0.4310
3.1988 -0.7878 11.1166 0.3905 -0.0978 -0.9154
-1.6618 -38.2722 0.5258 -0.8660 0.2070 -0.4552
-2.9111 6.0909 -10.9923 -0.2633 0.0673 0.9624
-24.1179 3.7621 0.8971 -0.2337 -0.9704 0.0614
-0.6720 -15.8243 10.2133 -0.0322 -0.1173 -0.9926
24.1306 -4.3292 -0.5361 0.2330 0.9677 -0.0967

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0942
_diffrn_reflns_av_unetI/netI     0.0953
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            44072
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.369
_diffrn_reflns_theta_min         2.917
_diffrn_ambient_temperature      293.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1544
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -53.00  45.00   1.00  100.00    --   16.55 -77.00 -30.00   98
  2  ω    -52.00  35.00   1.00  100.00    --   16.55 -57.00-150.00   87
  3  ω     34.00  91.00   1.00  100.00    --   16.55 179.00-120.00   57
  4  ω    -21.00  89.00   1.00  100.00    --   16.55  19.00  30.00  110
  5  ω    -25.00  57.00   1.00  100.00    --   16.55 -99.00  90.00   82
  6  ω    -25.00  23.00   1.00  100.00    --  -17.41 -99.00 -90.00   48
  7  ω    -25.00  10.00   1.00  100.00    --  -17.41 -99.00  60.00   35
  8  ω    -86.00   1.00   1.00  100.00    --  -17.41 -57.00-180.00   87
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0144051000
_diffrn_orient_matrix_UB_12      0.0224496000
_diffrn_orient_matrix_UB_13      0.0325746000
_diffrn_orient_matrix_UB_21      0.0383299000
_diffrn_orient_matrix_UB_22      -0.0073525000
_diffrn_orient_matrix_UB_23      -0.0203512000
_diffrn_orient_matrix_UB_31      -0.0038315000
_diffrn_orient_matrix_UB_32      0.0109540000
_diffrn_orient_matrix_UB_33      -0.0804648000
_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              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.861
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                5292
_reflns_number_total             7610
_reflns_odcompleteness_completeness 98.62
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.22
_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 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.375
_refine_diff_density_min         -1.220
_refine_diff_density_rms         0.164
_refine_ls_abs_structure_details 
;
 Flack x determined using 1412 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.024(19)
_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     452
_refine_ls_number_reflns         7610
_refine_ls_number_restraints     588
_refine_ls_R_factor_all          0.1592
_refine_ls_R_factor_gt           0.1190
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.047
_refine_ls_shift/su_mean         0.042
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1004P)²+47.3128P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2469
_refine_ls_wR_factor_ref         0.2726
_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, All O(H,H) groups
2. Restrained distances
 C33A-O1A
 1.2 with sigma of 0.02
 C32A-C34A
 2.1 with sigma of 0.02
 C33B-C34B
 1.4 with sigma of 0.02
 C3-C6
 1.34 with sigma of 0.02
 C8-C10
 1.34 with sigma of 0.02
 C14-C15
 1.34 with sigma of 0.02
 O1B-C33B \\sim O1A-C33A
 with sigma of 0.02
 C32B-C34B \\sim C34A-C32A
 with sigma of 0.02
 O1A-C32A \\sim O1A-C34A \\sim O1B-C34B \\sim O1B-C32B
 with sigma of 0.02
 C33B-C34B \\sim C32B-C33B \\sim C33A-C32A \\sim C33A-C34A
 with sigma of 0.02
3. Restrained planarity
 C33B, O1B, C32B, C34B
 with sigma of 0.1
4. Rigid bond restraints
 O1B, C33B, C34B, C32B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
C9 \\sim S2 \\sim C18 \\sim C17 \\sim C15 \\sim C25 \\sim C16 \\sim C19 \\sim
C14 \\sim C23 \\sim C20 \\sim C13 \\sim C10 \\sim C22 \\sim C21 \\sim F5 \\sim
C12 \\sim F6 \\sim C8 \\sim C11 \\sim N2 \\sim F4 \\sim F3 \\sim C7 \\sim F1
\\sim F2 \\sim S1 \\sim C24 \\sim C6 \\sim C3 \\sim C2 \\sim C4 \\sim C1 \\sim
C5 \\sim N1: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
C32A \\sim O1A \\sim C33A \\sim C34A: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08
Uanis(O1B) \\sim Ueq, Uanis(O1W) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(O1B) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O1B) \\sim Ueq, Uanis(C33B) \\sim Ueq, Uanis(C34A) \\sim Ueq, Uanis(C34B)
\\sim Ueq, Uanis(O1W) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C33A) \\sim Ueq, Uanis(C32B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C34A) \\sim Ueq, Uanis(C32A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C34B) \\sim Ueq, Uanis(C34A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C34A) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
6. Rigid body (RIGU) restrains
 C30, C29, C28, C27, C26, C31
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C14, C13, C12, C11, C10
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C7, C6, S1, C9, C8, C4, C5, N1, C1, C2, C3
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C17, C16, C15, C18, S2, C19, C20, C21, N2, C22, C23
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C34A, O1A, C33A, C32A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C32A, O1A, C33A, C34A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C33B, O1B, C32B, C34B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C32B, O1B, C33B, C34B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Others
 Fixed Sof: O1B(0.5) C33B(0.5) O1A(0.5) C32A(0.5) H32D(0.5) H32E(0.5)
 H32F(0.5) C33A(0.5) C34A(0.5) H34D(0.5) H34E(0.5) H34F(0.5) C32B(0.5)
 H32A(0.5) H32B(0.5) H32C(0.5) C34B(0.5) H34A(0.5) H34B(0.5) H34C(0.5)
8.a Free rotating group:
 O1W(H1WA,H1WB)
8.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C7(H7), C21(H21), C22(H22), C23(H23), C20(H20), C1(H1), C5(H5),
 C4(H4), C2(H2)
8.c Fitted pentagon refined as free rotating group:
 C16(C17,S2,C18,C15), S1(C9,C8,C7,C6), C10(C14,C13,C12,C11)
8.d Fitted hexagon refined as free rotating group:
 C28(C27,C26,C31,C30,C29), C21(N2,C22,C23,C19,C20), C1(N1,C5,C4,C3,C2)
8.e Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C24(H24A,H24B,H24C), C32A(H32D,H32E,H32F), C34A(H34D,
 H34E,H34F), C32B(H32A,H32B,H32C), C34B(H34A,H34B,H34C)
;
_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
I1 I 0.45681(9) 0.17374(7) 1.0164(3) 0.0595(5) Uani 1 1 d . . . . .
I2 I 0.80959(9) 0.25229(8) 1.3566(3) 0.0661(6) Uani 1 1 d . . . . .
C16 C 0.5253(10) 0.4079(8) 0.8095(14) 0.072(7) Uani 1 1 d . U . . .
H16 H 0.532992 0.418139 0.919729 0.087 Uiso 1 1 calc R . . . .
C17 C 0.5803(7) 0.3832(7) 0.7070(13) 0.079(7) Uani 1 1 d G U . . .
S2 S 0.5455(4) 0.3743(3) 0.5482(9) 0.0578(18) Uani 1 1 d G U . . .
C18 C 0.4689(5) 0.3934(7) 0.5525(18) 0.100(10) Uani 1 1 d G U . . .
C15 C 0.4565(8) 0.4142(8) 0.714(2) 0.076(7) Uani 1 1 d DG U . . .
S1 S 0.2345(4) 0.2939(2) 0.7902(9) 0.0558(17) Uani 1 1 d . U . . .
C9 C 0.2947(6) 0.3263(4) 0.840(2) 0.076(7) Uani 1 1 d G U . . .
C8 C 0.2732(9) 0.3746(3) 0.792(3) 0.064(6) Uani 1 1 d DG U . . .
C7 C 0.1997(9) 0.3721(3) 0.712(2) 0.062(6) Uani 1 1 d G U . . .
H7 H 0.172049 0.398455 0.668148 0.075 Uiso 1 1 calc R . . . .
C6 C 0.1757(6) 0.3222(4) 0.7109(19) 0.060(6) Uani 1 1 d DG U . . .
F5 F 0.4505(12) 0.4993(8) 0.976(3) 0.115(9) Uani 1 1 d . U . . .
F9 F 0.7439(9) 0.1448(7) 1.258(3) 0.089(6) Uani 1 1 d . . . . .
F8 F 0.6545(11) 0.3075(7) 1.258(3) 0.098(7) Uani 1 1 d . . . . .
C25 C 0.3990(18) 0.3991(16) 0.441(5) 0.109(15) Uani 1 1 d . U . . .
H25A H 0.413858 0.415178 0.338363 0.164 Uiso 1 1 calc GR . . . .
H25B H 0.360411 0.418326 0.497398 0.164 Uiso 1 1 calc GR . . . .
H25C H 0.378144 0.367247 0.415173 0.164 Uiso 1 1 calc GR . . . .
C24 C 0.3717(17) 0.3250(12) 0.928(4) 0.066(8) Uani 1 1 d . U . . .
H24A H 0.378959 0.293349 0.978537 0.098 Uiso 1 1 calc GR . . . .
H24B H 0.373175 0.349896 1.012909 0.098 Uiso 1 1 calc GR . . . .
H24C H 0.412232 0.330793 0.847427 0.098 Uiso 1 1 calc GR . . . .
C10 C 0.3103(9) 0.4265(5) 0.819(3) 0.056(6) Uani 1 1 d D U . . .
C14 C 0.3891(8) 0.4411(6) 0.804(3) 0.064(7) Uani 1 1 d DG U . . .
C13 C 0.3949(9) 0.4905(7) 0.860(4) 0.086(8) Uani 1 1 d G U . . .
C12 C 0.3198(11) 0.5064(6) 0.908(4) 0.091(10) Uani 1 1 d G U . . .
C11 C 0.2675(7) 0.4669(7) 0.883(4) 0.091(9) Uani 1 1 d G U . . .
F7 F 0.5231(10) 0.2794(7) 1.121(3) 0.094(7) Uani 1 1 d . . . . .
F6 F 0.4173(15) 0.5242(8) 0.742(4) 0.138(10) Uani 1 1 d . U . . .
F4 F 0.2991(12) 0.5537(8) 0.879(6) 0.155(11) Uani 1 1 d . U . . .
C28 C 0.6466(9) 0.2618(5) 1.220(2) 0.055(6) Uani 1 1 d . U . . .
C27 C 0.5768(8) 0.2467(6) 1.149(2) 0.054(6) Uani 1 1 d G U . . .
C26 C 0.5646(7) 0.1974(6) 1.114(2) 0.049(5) Uani 1 1 d G U . . .
C31 C 0.6220(9) 0.1631(5) 1.149(2) 0.061(7) Uani 1 1 d G U . . .
C30 C 0.6918(8) 0.1782(5) 1.219(2) 0.048(5) Uani 1 1 d G U . . .
C29 C 0.7041(7) 0.2275(6) 1.255(2) 0.044(5) Uani 1 1 d G U . . .
F10 F 0.6114(10) 0.1161(6) 1.129(3) 0.080(5) Uani 1 1 d . . . . .
C21 C 0.7568(10) 0.3745(9) 1.008(2) 0.103(10) Uani 1 1 d . U . . .
H21 H 0.772622 0.382913 1.116459 0.124 Uiso 1 1 calc R . . . .
N2 N 0.8076(8) 0.3505(8) 0.901(2) 0.070(6) Uani 1 1 d G U . . .
C22 C 0.7839(9) 0.3380(7) 0.739(2) 0.080(8) Uani 1 1 d G U . . .
H22 H 0.817964 0.321975 0.667092 0.096 Uiso 1 1 calc R . . . .
C23 C 0.7094(10) 0.3495(7) 0.686(2) 0.068(7) Uani 1 1 d G U . . .
H23 H 0.693543 0.341126 0.577646 0.081 Uiso 1 1 calc R . . . .
C19 C 0.6585(7) 0.3735(7) 0.793(2) 0.050(5) Uani 1 1 d G U . . .
C20 C 0.6822(9) 0.3860(8) 0.955(2) 0.086(9) Uani 1 1 d G U . . .
H20 H 0.648200 0.402065 1.027011 0.103 Uiso 1 1 calc R . . . .
F3 F 0.3207(17) 0.5160(14) 1.080(5) 0.177(14) Uani 1 1 d . U . . .
O1B O 0.108(3) 0.5090(19) 0.284(6) 0.088(12) Uani 0.5 1 d D U P A 1
C33B C 0.054(3) 0.4999(16) 0.383(6) 0.113(15) Uani 0.5 1 d D U P A 1
O1A O 0.113(4) 0.555(2) 0.082(7) 0.16(2) Uani 0.5 1 d D U P B 2
C32A C 0.024(3) 0.508(3) 0.247(10) 0.106(18) Uani 0.5 1 d D U P B 2
H32D H -0.017384 0.531074 0.248931 0.158 Uiso 0.5 1 calc GR . P B 2
H32E H 0.028373 0.492013 0.354299 0.158 Uiso 0.5 1 calc GR . P B 2
H32F H 0.013899 0.483374 0.162018 0.158 Uiso 0.5 1 calc GR . P B 2
C33A C 0.094(3) 0.532(3) 0.209(8) 0.109(16) Uani 0.5 1 d D U P B 2
C34A C 0.141(4) 0.507(3) 0.326(8) 0.077(15) Uani 0.5 1 d D U P B 2
H34D H 0.113435 0.503616 0.430803 0.115 Uiso 0.5 1 calc GR . P B 2
H34E H 0.187851 0.525044 0.344629 0.115 Uiso 0.5 1 calc GR . P B 2
H34F H 0.153423 0.474830 0.283828 0.115 Uiso 0.5 1 calc GR . P B 2
C32B C -0.012(3) 0.470(3) 0.365(10) 0.120(18) Uani 0.5 1 d D U P A 1
H32A H 0.004123 0.436249 0.360994 0.180 Uiso 0.5 1 calc GR . P A 1
H32B H -0.038371 0.478408 0.263499 0.180 Uiso 0.5 1 calc GR . P A 1
H32C H -0.045482 0.474933 0.459591 0.180 Uiso 0.5 1 calc GR . P A 1
C34B C 0.042(4) 0.514(2) 0.550(6) 0.095(15) Uani 0.5 1 d D U P A 1
H34A H 0.083027 0.500847 0.618361 0.143 Uiso 0.5 1 calc GR . P A 1
H34B H -0.006811 0.500805 0.588256 0.143 Uiso 0.5 1 calc GR . P A 1
H34C H 0.041286 0.548831 0.557974 0.143 Uiso 0.5 1 calc GR . P A 1
O1W O 0.1382(15) 0.5091(10) 0.438(3) 0.078(7) Uani 1 1 d . U . C 3
H1WA H 0.180014 0.520702 0.378134 0.118 Uiso 1 1 d G . . C 3
H1WB H 0.119486 0.539021 0.400340 0.118 Uiso 1 1 d G . . C 3
C1 C -0.0245(9) 0.3361(7) 0.501(3) 0.079(7) Uani 1 1 d . U . . .
H1 H -0.057399 0.359243 0.452582 0.094 Uiso 1 1 calc R . . . .
N1 N -0.0476(8) 0.2873(7) 0.511(3) 0.076(6) Uani 1 1 d G U . . .
C5 C 0.0015(11) 0.2527(6) 0.583(3) 0.077(11) Uani 0.85(9) 1 d G U . . .
H5 H -0.013891 0.220021 0.590291 0.093 Uiso 1 1 calc R . . . .
C4 C 0.0737(10) 0.2668(6) 0.644(3) 0.074(8) Uani 1 1 d G U . . .
H4 H 0.106567 0.243669 0.691799 0.089 Uiso 1 1 calc R . . . .
C3 C 0.0968(8) 0.3156(7) 0.633(2) 0.058(6) Uani 1 1 d DG U . . .
C2 C 0.0476(10) 0.3502(6) 0.561(3) 0.072(8) Uani 1 1 d G U . . .
H2 H 0.063061 0.382891 0.554092 0.086 Uiso 1 1 calc R . . . .
F1 F 0.2108(15) 0.4609(8) 0.975(5) 0.173(15) Uani 1 1 d . U . . .
F2 F 0.2234(16) 0.4902(8) 0.739(5) 0.166(15) Uani 1 1 d . U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C26 2.113(11) . ?
I2 C29 2.102(11) . ?
C16 C17 1.4200 . ?
C16 C15 1.4200 . ?
C17 S2 1.4200 . ?
C17 C19 1.537(15) . ?
S2 C18 1.4200 . ?
C18 C15 1.4200 . ?
C18 C25 1.51(3) . ?
C15 C14 1.550(14) . ?
S1 C9 1.4200 . ?
S1 C6 1.4200 . ?
C9 C8 1.4200 . ?
C9 C24 1.50(3) . ?
C8 C7 1.4200 . ?
C8 C10 1.565(14) . ?
C7 C6 1.4200 . ?
C6 C3 1.507(13) . ?
F5 C13 1.36(3) . ?
F9 C30 1.31(2) . ?
F8 C28 1.29(2) . ?
C10 C14 1.4200 . ?
C10 C11 1.4200 . ?
C14 C13 1.4200 . ?
C13 C12 1.4200 . ?
C13 F6 1.36(4) . ?
C12 C11 1.4200 . ?
C12 F4 1.35(3) . ?
C12 F3 1.40(4) . ?
C11 F1 1.23(3) . ?
C11 F2 1.51(4) . ?
F7 C27 1.30(2) . ?
C28 C27 1.3900 . ?
C28 C29 1.3900 . ?
C27 C26 1.3900 . ?
C26 C31 1.3900 . ?
C31 C30 1.3900 . ?
C31 F10 1.30(2) . ?
C30 C29 1.3900 . ?
C21 N2 1.3900 . ?
C21 C20 1.3900 . ?
N2 C22 1.3900 . ?
C22 C23 1.3900 . ?
C23 C19 1.3900 . ?
C19 C20 1.3900 . ?
O1B C33B 1.25(3) . ?
C33B C32B 1.40(3) . ?
C33B C34B 1.40(3) . ?
O1A C33A 1.24(3) . ?
C32A C33A 1.40(3) . ?
C33A C34A 1.41(3) . ?
C1 N1 1.3900 . ?
C1 C2 1.3900 . ?
N1 C5 1.3900 . ?
C5 C4 1.3900 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?

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
C15 C16 C17 108.0 . . ?
C16 C17 C19 114.3(11) . . ?
S2 C17 C16 108.0 . . ?
S2 C17 C19 137.7(11) . . ?
C18 S2 C17 108.0 . . ?
S2 C18 C15 108.0 . . ?
S2 C18 C25 140.2(18) . . ?
C15 C18 C25 111.8(18) . . ?
C16 C15 C18 108.0 . . ?
C16 C15 C14 115.8(14) . . ?
C18 C15 C14 136.1(14) . . ?
C9 S1 C6 108.0 . . ?
S1 C9 C24 139.7(15) . . ?
C8 C9 S1 108.0 . . ?
C8 C9 C24 112.3(15) . . ?
C9 C8 C10 133.9(13) . . ?
C7 C8 C9 108.0 . . ?
C7 C8 C10 118.0(13) . . ?
C8 C7 C6 108.0 . . ?
S1 C6 C7 108.0 . . ?
S1 C6 C3 139.7(11) . . ?
C7 C6 C3 112.3(11) . . ?
C14 C10 C8 129.3(13) . . ?
C11 C10 C8 122.3(14) . . ?
C11 C10 C14 108.0 . . ?
C10 C14 C15 128.5(15) . . ?
C13 C14 C15 122.5(15) . . ?
C13 C14 C10 108.0 . . ?
F5 C13 C14 115.5(18) . . ?
F5 C13 C12 114.0(19) . . ?
F5 C13 F6 98.6(19) . . ?
C12 C13 C14 108.0 . . ?
F6 C13 C14 116(2) . . ?
F6 C13 C12 103.8(18) . . ?
C13 C12 C11 108.0 . . ?
F4 C12 C13 119.0(19) . . ?
F4 C12 C11 122.0(18) . . ?
F4 C12 F3 90(2) . . ?
F3 C12 C13 108(2) . . ?
F3 C12 C11 107(2) . . ?
C10 C11 C12 108.0 . . ?
C10 C11 F2 108.3(19) . . ?
C12 C11 F2 96.2(16) . . ?
F1 C11 C10 121.6(19) . . ?
F1 C11 C12 121(2) . . ?
F1 C11 F2 96(2) . . ?
F8 C28 C27 118.1(14) . . ?
F8 C28 C29 121.8(14) . . ?
C27 C28 C29 120.0 . . ?
F7 C27 C28 118.9(14) . . ?
F7 C27 C26 121.1(14) . . ?
C28 C27 C26 120.0 . . ?
C27 C26 I1 120.2(9) . . ?
C27 C26 C31 120.0 . . ?
C31 C26 I1 119.7(9) . . ?
C30 C31 C26 120.0 . . ?
F10 C31 C26 122.4(13) . . ?
F10 C31 C30 117.5(13) . . ?
F9 C30 C31 118.8(13) . . ?
F9 C30 C29 121.1(13) . . ?
C31 C30 C29 120.0 . . ?
C28 C29 I2 118.6(8) . . ?
C30 C29 I2 121.4(8) . . ?
C30 C29 C28 120.0 . . ?
N2 C21 C20 120.0 . . ?
C22 N2 C21 120.0 . . ?
N2 C22 C23 120.0 . . ?
C19 C23 C22 120.0 . . ?
C23 C19 C17 111.0(11) . . ?
C20 C19 C17 129.0(11) . . ?
C20 C19 C23 120.0 . . ?
C19 C20 C21 120.0 . . ?
O1B C33B C32B 131(2) . . ?
O1B C33B C34B 131(3) . . ?
C34B C33B C32B 98(3) . . ?
O1A C33A C32A 130(3) . . ?
O1A C33A C34A 129(3) . . ?
C34A C33A C32A 97(3) . . ?
N1 C1 C2 120.0 . . ?
C5 N1 C1 120.0 . . ?
N1 C5 C4 120.0 . . ?
C3 C4 C5 120.0 . . ?
C4 C3 C6 110.3(12) . . ?
C2 C3 C6 129.7(12) . . ?
C2 C3 C4 120.0 . . ?
C3 C2 C1 120.0 . . ?

_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 1.310
_oxdiff_exptl_absorpt_empirical_full_min 0.621
####################################################################### 
# 
# 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_0_7_GPa
_database_code_depnum_ccdc_archive 'CCDC 1886611'
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2018-12-20 deposited with the CCDC.	2020-03-09 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_RINTA01_0_7_GPa             
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT020_0_7_GPa             
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.255 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT026_0_7_GPa             
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        21% Check
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT029_0_7_GPa             
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.496 Why?
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT084_0_7_GPa             
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.49 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT090_0_7_GPa             
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........       4.96 Note
RESPONSE: The data/parameter ratio is affected by the access limits of the DAC, particularly disadvantageous for low-symmetry crystals.
;
_vrf_PLAT260_0_7_GPa             
;
PROBLEM: Large Average Ueq of Residue Including        S1      0.154 Check
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT342_0_7_GPa             
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............     0.0571 Ang.
RESPONSE: Crystals diffracted extremely weakly. However, all yielded serious problems due to weak diffraction, low symmetry and DAC.  
;
_vrf_PLAT910_0_7_GPa             
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         22 Note
RESPONSE: Crystals diffracted extremely weakly. However, all yielded serious problems due to weak diffraction, low symmetry and DAC.  
;
_vrf_PLAT911_0_7_GPa             
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600       1045 Report
RESPONSE: Crystals diffracted extremely weakly. However, all yielded serious problems due to weak diffraction, low symmetry and DAC.  
;
_vrf_PLAT915_0_7_GPa             
;
PROBLEM: No Flack x Check Done: Low Friedel Pair Coverage         44 %
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
# Added during the CSD deposition process: Thursday 20 December 2018 04:46 PM
# end Validation Reply Form

_audit_creation_date             2018-12-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 F4 I2, C25 H16 F6 N2 S2'
_chemical_formula_sum            'C31 H16 F10 I2 N2 S2'
_chemical_formula_weight         924.38
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         C31H18F10I2N2S2
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'
I I -0.4742 1.8119 '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'
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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   17.449(4)
_cell_length_b                   26.511(15)
_cell_length_c                   7.536(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3486(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    766
_cell_measurement_temperature    297.90(10)
_cell_measurement_theta_max      22.7170
_cell_measurement_theta_min      4.0250
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.002
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54294
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
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_modifier   ?
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.761
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1776
_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.324
_exptl_crystal_size_mid          0.104
_exptl_crystal_size_min          0.046
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2550
_diffrn_reflns_av_unetI/netI     0.5092
_diffrn_reflns_Laue_measured_fraction_full 0.496
_diffrn_reflns_Laue_measured_fraction_max 0.468
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            15662
_diffrn_reflns_point_group_measured_fraction_full 0.489
_diffrn_reflns_point_group_measured_fraction_max 0.456
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.353
_diffrn_reflns_theta_min         4.195
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      297.90(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.496
_diffrn_measured_fraction_theta_max 0.468
_diffrn_measurement_details      
;
 Data were collected at room temperature and pressure of 0.70(2) GPa
 (700000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0045843000
_diffrn_orient_matrix_UB_12      -0.0134975000
_diffrn_orient_matrix_UB_13      0.0804223000
_diffrn_orient_matrix_UB_21      0.0370858000
_diffrn_orient_matrix_UB_22      0.0077257000
_diffrn_orient_matrix_UB_23      0.0271666000
_diffrn_orient_matrix_UB_31      -0.0159459000
_diffrn_orient_matrix_UB_32      0.0218859000
_diffrn_orient_matrix_UB_33      0.0400734000
_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              'Enhance (Mo) X-ray Source'
_diffrn_special_details          
'Data were collected at room temperature and pressure of 0.7(02) GPa (700000 kPa). Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.'
_reflns_Friedel_coverage         0.804
_reflns_Friedel_fraction_full    0.480
_reflns_Friedel_fraction_max     0.480
_reflns_number_gt                698
_reflns_number_total             3251
_reflns_odcompleteness_completeness 43.46
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.16
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.796
_refine_diff_density_min         -0.564
_refine_diff_density_rms         0.140
_refine_ls_abs_structure_details 
;
 Flack x determined using 151 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.10(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         3251
_refine_ls_number_restraints     895
_refine_ls_R_factor_all          0.3835
_refine_ls_R_factor_gt           0.1399
_refine_ls_restrained_S_all      0.951
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.010
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3503
_refine_ls_wR_factor_ref         0.4872
_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. Restrained distances
 C15-C14
 1.45 with sigma of 0.02
 C19-C17
 1.45 with sigma of 0.02
 C8-C10
 1.45 with sigma of 0.01
 F2-F1 \\sim F4-F3 \\sim F6-F5
 with sigma of 0.02
 F4-F1 \\sim F3-F2 \\sim F5-F4 \\sim F6-F3
 with sigma of 0.02
 F3-C13 \\sim F5-C12 \\sim F1-C12 \\sim F3-C11 \\sim F2-C12 \\sim F4-C11 \\sim
F6-C12 \\sim F4-C13
 with sigma of 0.02
 F5-C13 \\sim F6-C13 \\sim F3-C12 \\sim F4-C12 \\sim F1-C11 \\sim F2-C11
 with sigma of 0.02
 F10-C31 \\sim F9-C30 \\sim F8-C28 \\sim F7-C27
 with sigma of 0.02
 C27-F8 \\sim F8-C29
 with sigma of 0.02
 C26-F10 \\sim F10-C30
 with sigma of 0.02
 C2-C6 \\sim C6-C4
 with sigma of 0.02
 C7-C3 \\sim C3-S1
 with sigma of 0.02
 C16-C19 \\sim C19-S2
 with sigma of 0.02
3. Restrained planarity
 I1, C26, C27, C31, C28, F7, F10, C30, F8, C29, F9, I2
 with sigma of 0.1
 C14, C15, C13, C10
 with sigma of 0.1
 C3, N1, C2, C1, C5, C4, C9, C8, C6, S1, C7, C24
 with sigma of 0.1
 S2, C18, C15, C16, C17, C19, C20, C21, N2, C22, C23, C25
 with sigma of 0.1
4. Rigid bond restraints
 C19, C23, C22, N2, C21, C20
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
C31 \\sim I1 \\sim C26 \\sim C27 \\sim C28 \\sim F7 \\sim F10 \\sim C30 \\sim
F8 \\sim C29 \\sim F9 \\sim I2: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
C3 \\sim C4 \\sim C5 \\sim N1 \\sim C1 \\sim C2: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08
C14 \\sim C13 \\sim C12 \\sim C11 \\sim C10 \\sim F6 \\sim F5 \\sim F4 \\sim F3
\\sim F1 \\sim F2: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08
S1 \\sim C9 \\sim C8 \\sim C7 \\sim C6 \\sim C24: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08
C18 \\sim S2 \\sim C17 \\sim C16 \\sim C15 \\sim C25: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
C23 \\sim C22 \\sim N2 \\sim C21 \\sim C20 \\sim C19: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
C4 \\sim C5 \\sim N1 \\sim C1 \\sim C2 \\sim C3 \\sim S1 \\sim C9 \\sim C8
\\sim C7 \\sim C6 \\sim C14 \\sim C13 \\sim C12 \\sim C11 \\sim C10 \\sim C15
\\sim C16 \\sim C17 \\sim S2 \\sim C18 \\sim C23 \\sim C22 \\sim N2 \\sim C21
\\sim C20 \\sim C19: within 2A with sigma of 0.04 and sigma for terminal atoms
of 0.08
Uanis(F10) \\sim Ueq, Uanis(C31) \\sim Ueq, Uanis(I1) \\sim Ueq, Uanis(C26)
\\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C28) \\sim Ueq, Uanis(F7) \\sim Ueq,
Uanis(C30) \\sim Ueq, Uanis(F8) \\sim Ueq, Uanis(C29) \\sim Ueq, Uanis(F9)
\\sim Ueq, Uanis(I2) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms
of 0.2
Uanis(F5) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F2) \\sim Ueq, Uanis(F4) \\sim Ueq, Uanis(F3) \\sim Ueq, Uanis(F6) \\sim
Ueq: with sigma of 0.05 and sigma for terminal atoms of 0.1
Uanis(F6) \\sim Ueq, Uanis(F4) \\sim Ueq, Uanis(F3) \\sim Ueq, Uanis(F2) \\sim
Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F9) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F3) \\sim Ueq, Uanis(C12) \\sim Ueq, Uanis(F4) \\sim Ueq, Uanis(C11)
\\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(F1) \\sim Ueq, Uanis(F2) \\sim Ueq,
Uanis(C10) \\sim Ueq, Uanis(F5) \\sim Ueq, Uanis(F6) \\sim Ueq, Uanis(C14)
\\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C7) \\sim Ueq,
Uanis(C9) \\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C18) \\sim Ueq, Uanis(C6)
\\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(S1) \\sim Ueq, Uanis(C17) \\sim Ueq,
Uanis(C25) \\sim Ueq, Uanis(S2) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C19)
\\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C20) \\sim Ueq,
Uanis(C23) \\sim Ueq, Uanis(C1) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C21)
\\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(N1) \\sim Ueq, Uanis(N2) \\sim Ueq: with
sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(N2) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
6. Rigid body (RIGU) restrains
 C27, C31, C26, C30, C29, C28
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C1, C2, C3, C4, C5, N1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C14, C13, C12, C11, C10
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C9, C8, C7, C6, S1, C24
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C18, C15, C16, C17, S2, C25
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C23, C22, N2, C21, C20, C19
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C1(H1), C5(H5), C4(H4), C16(H16), C20(H20), C21(H21), C22(H22),
 C23(H23), C7(H7)
7.b Fitted pentagon refined as free rotating group:
 S2(C18,C15,C16,C17), C9(C8,C7,C6,S1), C14(C13,C12,C11,C10)
7.c Fitted hexagon refined as free rotating group:
 C3(C2,C1,N1,C5,C4), C27(C26,C31,C30,C29,C28), C19(C20,C21,N2,C22,C23)
7.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_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
I1 I 0.4539(3) 0.1692(3) 0.938(2) 0.179(6) Uani 1 1 d . U . . .
I2 I 0.8063(3) 0.2530(3) 1.252(3) 0.203(7) Uani 1 1 d . U . . .
F8 F 0.657(2) 0.3096(16) 1.127(8) 0.15(3) Uani 1 1 d D U . . .
F9 F 0.744(2) 0.1410(18) 1.175(9) 0.16(2) Uani 1 1 d D U . . .
F3 F 0.3154(18) 0.5185(17) 0.996(5) 0.21(3) Uani 1 1 d D U . . .
C3 C 0.095(3) 0.3113(15) 0.578(8) 0.19(3) Uani 1 1 d D U . . .
C2 C 0.045(3) 0.3493(19) 0.529(12) 0.19(3) Uani 1 1 d DG U . . .
H2 H 0.059978 0.382903 0.534415 0.227 Uiso 1 1 calc R . . . .
C1 C -0.029(3) 0.337(3) 0.472(14) 0.19(3) Uani 1 1 d G U . . .
H1 H -0.062604 0.362676 0.438761 0.234 Uiso 1 1 calc R . . . .
N1 N -0.052(3) 0.287(3) 0.463(14) 0.20(3) Uani 1 1 d G U . . .
C5 C -0.001(4) 0.249(2) 0.512(14) 0.19(3) Uani 1 1 d G U . . .
H5 H -0.016419 0.215447 0.506729 0.228 Uiso 1 1 calc R . . . .
C4 C 0.072(4) 0.2611(16) 0.570(11) 0.20(3) Uani 1 1 d DG U . . .
H4 H 0.106164 0.235673 0.602383 0.234 Uiso 1 1 calc R . . . .
C25 C 0.414(4) 0.392(2) 0.334(14) 0.14(3) Uani 1 1 d . U . . .
H25A H 0.419995 0.419941 0.256679 0.213 Uiso 1 1 calc GR . . . .
H25B H 0.363327 0.392274 0.385457 0.213 Uiso 1 1 calc GR . . . .
H25C H 0.420078 0.360895 0.267895 0.213 Uiso 1 1 calc GR . . . .
C24 C 0.378(5) 0.313(4) 0.806(14) 0.20(4) Uani 1 1 d . U . . .
H24A H 0.384836 0.332224 0.912331 0.302 Uiso 1 1 calc GR . . . .
H24B H 0.412850 0.324085 0.716768 0.302 Uiso 1 1 calc GR . . . .
H24C H 0.387181 0.277754 0.831551 0.302 Uiso 1 1 calc GR . . . .
F10 F 0.605(2) 0.1091(14) 1.057(7) 0.13(2) Uani 1 1 d D U . . .
F1 F 0.2100(19) 0.4580(14) 0.917(6) 0.13(2) Uani 1 1 d D U . . .
S2 S 0.5470(11) 0.3755(10) 0.464(5) 0.149(14) Uani 1 1 d D U . . .
C18 C 0.4706(11) 0.3937(13) 0.474(6) 0.17(2) Uani 1 1 d G U . . .
C15 C 0.4602(19) 0.4155(19) 0.645(6) 0.136(19) Uani 1 1 d DG U . . .
C16 C 0.530(2) 0.4108(19) 0.740(5) 0.13(2) Uani 1 1 d DG U . . .
H16 H 0.539294 0.421906 0.854653 0.150 Uiso 1 1 calc R . . . .
C17 C 0.5838(13) 0.3860(9) 0.628(5) 0.149(19) Uani 1 1 d DG U . . .
C27 C 0.5750(15) 0.2437(13) 1.051(4) 0.12(2) Uani 1 1 d D U . . .
C26 C 0.5620(15) 0.1922(14) 1.032(3) 0.13(2) Uani 1 1 d DG U . . .
C31 C 0.6196(19) 0.1580(13) 1.074(5) 0.13(2) Uani 1 1 d DG U . . .
C30 C 0.6901(18) 0.1751(14) 1.135(6) 0.12(2) Uani 1 1 d DG U . . .
C29 C 0.7030(16) 0.2266(15) 1.154(6) 0.13(2) Uani 1 1 d DG U . . .
C28 C 0.6455(17) 0.2608(13) 1.112(5) 0.13(2) Uani 1 1 d DG U . . .
F5 F 0.4484(13) 0.4988(12) 0.902(5) 0.071(12) Uani 1 1 d D U . . .
F6 F 0.4226(17) 0.5260(15) 0.661(6) 0.120(17) Uani 1 1 d D U . . .
F2 F 0.214(2) 0.4853(19) 0.670(7) 0.20(3) Uani 1 1 d D U . . .
C19 C 0.6635(17) 0.3725(16) 0.680(7) 0.135(19) Uani 1 1 d D U . . .
C20 C 0.684(2) 0.3880(18) 0.849(7) 0.13(2) Uani 1 1 d G U . . .
H20 H 0.648632 0.403719 0.922444 0.157 Uiso 1 1 calc R . . . .
C21 C 0.759(3) 0.3801(19) 0.910(7) 0.127(19) Uani 1 1 d G U . . .
H21 H 0.772665 0.390537 1.023164 0.153 Uiso 1 1 calc R . . . .
N2 N 0.8122(16) 0.3567(17) 0.801(9) 0.102(16) Uani 1 1 d G U . . .
C22 C 0.791(2) 0.3411(17) 0.631(8) 0.119(18) Uani 1 1 d G U . . .
H22 H 0.827076 0.325406 0.558471 0.143 Uiso 1 1 calc R . . . .
C23 C 0.717(3) 0.3490(18) 0.571(7) 0.131(19) Uani 1 1 d G U . . .
H23 H 0.703042 0.338587 0.457748 0.158 Uiso 1 1 calc R . . . .
F7 F 0.528(3) 0.2809(19) 1.014(8) 0.19(3) Uani 1 1 d D U . . .
C9 C 0.2933(16) 0.3193(14) 0.738(8) 0.16(2) Uani 1 1 d . U . . .
C8 C 0.275(3) 0.3710(12) 0.711(12) 0.16(2) Uani 1 1 d DG U . . .
C7 C 0.199(3) 0.3739(9) 0.649(12) 0.17(2) Uani 1 1 d DG U . . .
H7 H 0.172112 0.403295 0.621246 0.203 Uiso 1 1 calc R . . . .
C6 C 0.1692(18) 0.3240(11) 0.638(7) 0.17(2) Uani 1 1 d DG U . . .
S1 S 0.2278(14) 0.2903(8) 0.693(6) 0.149(14) Uani 1 1 d DG U . . .
F4 F 0.2986(16) 0.5482(13) 0.754(8) 0.19(2) Uani 1 1 d D U . . .
C14 C 0.3885(14) 0.4372(10) 0.704(4) 0.137(19) Uani 1 1 d D U . . .
C13 C 0.3941(9) 0.4868(11) 0.774(4) 0.136(19) Uani 1 1 d DG U . . .
C12 C 0.3196(10) 0.5024(10) 0.826(4) 0.139(19) Uani 1 1 d DG U . . .
C11 C 0.2679(11) 0.4625(10) 0.788(5) 0.14(2) Uani 1 1 d DG U . . .
C10 C 0.3105(16) 0.4221(10) 0.713(5) 0.138(19) Uani 1 1 d DG U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C26 2.11(3) . ?
I2 C29 2.07(3) . ?
F8 C28 1.31(3) . ?
F9 C30 1.34(3) . ?
F3 C12 1.35(3) . ?
C3 C2 1.3900 . ?
C3 C4 1.3900 . ?
C3 C6 1.41(7) . ?
C2 C1 1.3900 . ?
C1 N1 1.3900 . ?
N1 C5 1.3900 . ?
C5 C4 1.3900 . ?
C25 C18 1.45(9) . ?
C24 C9 1.57(10) . ?
F10 C31 1.33(3) . ?
F1 C11 1.40(3) . ?
S2 C18 1.4200 . ?
S2 C17 1.4200 . ?
C18 C15 1.4200 . ?
C15 C16 1.4200 . ?
C15 C14 1.45(2) . ?
C16 C17 1.4200 . ?
C17 C19 1.49(2) . ?
C27 C26 1.3900 . ?
C27 C28 1.3900 . ?
C27 F7 1.31(3) . ?
C26 C31 1.3900 . ?
C31 C30 1.3900 . ?
C30 C29 1.3900 . ?
C29 C28 1.3900 . ?
F5 C13 1.39(3) . ?
F6 C13 1.43(3) . ?
F2 C11 1.43(3) . ?
C19 C20 1.3900 . ?
C19 C23 1.3900 . ?
C20 C21 1.3900 . ?
C21 N2 1.3900 . ?
N2 C22 1.3900 . ?
C22 C23 1.3900 . ?
C9 C8 1.4200 . ?
C9 S1 1.4200 . ?
C8 C7 1.4200 . ?
C8 C10 1.490(14) . ?
C7 C6 1.4200 . ?
C6 S1 1.4200 . ?
F4 C12 1.38(3) . ?
C14 C13 1.4200 . ?
C14 C10 1.4200 . ?
C13 C12 1.4200 . ?
C12 C11 1.4200 . ?
C11 C10 1.4200 . ?

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 C3 C4 120.0 . . ?
C2 C3 C6 119.5(12) . . ?
C4 C3 C6 120.5(12) . . ?
C3 C2 C1 120.0 . . ?
N1 C1 C2 120.0 . . ?
C1 N1 C5 120.0 . . ?
C4 C5 N1 120.0 . . ?
C5 C4 C3 120.0 . . ?
C17 S2 C18 108.0 . . ?
S2 C18 C25 126(4) . . ?
C15 C18 C25 126(4) . . ?
C15 C18 S2 108.0 . . ?
C18 C15 C16 108.0 . . ?
C18 C15 C14 123(3) . . ?
C16 C15 C14 129(3) . . ?
C17 C16 C15 108.0 . . ?
S2 C17 C19 127.3(12) . . ?
C16 C17 S2 108.0 . . ?
C16 C17 C19 124.7(12) . . ?
C26 C27 C28 120.0 . . ?
F7 C27 C26 128(4) . . ?
F7 C27 C28 112(4) . . ?
C27 C26 I1 117.7(15) . . ?
C27 C26 C31 120.0 . . ?
C31 C26 I1 122.3(15) . . ?
F10 C31 C26 118.9(12) . . ?
F10 C31 C30 121.1(12) . . ?
C26 C31 C30 120.0 . . ?
F9 C30 C31 119(3) . . ?
F9 C30 C29 121(3) . . ?
C29 C30 C31 120.0 . . ?
C30 C29 I2 120.7(16) . . ?
C28 C29 I2 119.3(16) . . ?
C28 C29 C30 120.0 . . ?
F8 C28 C27 118.9(12) . . ?
F8 C28 C29 121.1(12) . . ?
C29 C28 C27 120.0 . . ?
C20 C19 C17 115(3) . . ?
C20 C19 C23 120.0 . . ?
C23 C19 C17 125(3) . . ?
C19 C20 C21 120.0 . . ?
N2 C21 C20 120.0 . . ?
C22 N2 C21 120.0 . . ?
N2 C22 C23 120.0 . . ?
C22 C23 C19 120.0 . . ?
C8 C9 C24 111(5) . . ?
S1 C9 C24 141(5) . . ?
S1 C9 C8 108.0 . . ?
C9 C8 C7 108.0 . . ?
C9 C8 C10 142(3) . . ?
C7 C8 C10 110(4) . . ?
C6 C7 C8 108.0 . . ?
C3 C6 C7 125.0(12) . . ?
C3 C6 S1 127.0(12) . . ?
C7 C6 S1 108.0 . . ?
C9 S1 C6 108.0 . . ?
C13 C14 C15 115(3) . . ?
C13 C14 C10 108.0 . . ?
C10 C14 C15 137(3) . . ?
F5 C13 F6 91(2) . . ?
F5 C13 C14 121(2) . . ?
F5 C13 C12 111.4(16) . . ?
C14 C13 F6 118(2) . . ?
C14 C13 C12 108.0 . . ?
C12 C13 F6 105.7(15) . . ?
F3 C12 F4 95(2) . . ?
F3 C12 C13 113.7(15) . . ?
F3 C12 C11 113.0(15) . . ?
F4 C12 C13 113.0(14) . . ?
F4 C12 C11 114.2(15) . . ?
C11 C12 C13 108.0 . . ?
F1 C11 F2 89(2) . . ?
F1 C11 C12 112.5(17) . . ?
F1 C11 C10 126(2) . . ?
C12 C11 F2 103.1(16) . . ?
C10 C11 F2 114(2) . . ?
C10 C11 C12 108.0 . . ?
C14 C10 C8 131(3) . . ?
C11 C10 C8 118(3) . . ?
C11 C10 C14 108.0 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 -0.054 290.6 61.8 ?
2 0.500 0.000 -0.199 290.6 61.8 ?

_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 1.612
_oxdiff_exptl_absorpt_empirical_full_min 0.744
####################################################################### 
# 
# 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_2_5_GPa
_database_code_depnum_ccdc_archive 'CCDC 1886615'
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2018-12-20 deposited with the CCDC.	2020-03-09 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_REFNR01_2_5_GPa             
;
PROBLEM: Ratio of reflections to parameters is < 6="" for="" a="" non-centrosymmetric="" structure,="" where="" zmax=""> 18
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_RINTA01_2_5_GPa             
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_THETM01_2_5_GPa             
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT020_2_5_GPa             
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.291 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT029_2_5_GPa             
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.660 Why?
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT090_2_5_GPa             
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........       1.15 Note
RESPONSE: The data/parameter ratio is affected by the access limits of the DAC, particularly disadvantageous for low-symmetry crystals.
;
_vrf_PLAT342_2_5_GPa             
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.25419 Ang.
RESPONSE: Crystals diffracted extremely weakly. However, all yielded serious problems due to weak diffraction, low symmetry and DAC.  
;
_vrf_PLAT084_2_5_GPa             
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.41 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT260_2_5_GPa             
;
PROBLEM: Large Average Ueq of Residue Including        S1      0.176 Check
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT260_2_5_GPa_2           
;
PROBLEM: Large Average Ueq of Residue Including        I1      0.155 Check
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT420_2_5_GPa             
;
PROBLEM: D-H Without Acceptor       O1       --H1A      .     Please Check
RESPONSE: The crystal structure has severe disorders as well as coordinated and lattice solvent molecules and we have tried several times to get a good crystal data but unable to get it.  
;
_vrf_PLAT420_2_5_GPa_2           
;
PROBLEM: D-H Without Acceptor       O1       --H1B      .     Please Check
RESPONSE: The crystal structure has severe disorders as well as coordinated and lattice solvent molecules and we have tried several times to get a good crystal data but unable to get it.  
;
_vrf_PLAT910_2_5_GPa             
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         22 Note
RESPONSE: Crystals diffracted extremely weakly. However, all yielded serious problems due to weak diffraction, low symmetry and DAC.  
;
_vrf_PLAT911_2_5_GPa             
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.357        145 Report
RESPONSE: Crystals diffracted extremely weakly. However, all yielded serious problems due to weak diffraction, low symmetry and DAC.  
;
# Added during the CSD deposition process: Thursday 20 December 2018 04:46 PM
# end Validation Reply Form

_audit_creation_date             2018-12-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 F4 I2, C25 H16 F6 N2 S2, H2 O'
_chemical_formula_sum            'C31 H18 F10 I2 N2 O S2'
_chemical_formula_weight         942.39
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Zn C15 F5 O5 N4 H10'
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'
I I -0.4742 1.8119 '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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   17.606(3)
_cell_length_b                   25.580(17)
_cell_length_c                   6.944(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3127(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    386
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      13.1040
_cell_measurement_theta_min      4.0650
_shelx_estimated_absorpt_T_max   0.843
_shelx_estimated_absorpt_T_min   0.615
_exptl_absorpt_coefficient_mu    2.236
_exptl_absorpt_correction_T_max  0.445
_exptl_absorpt_correction_T_min  0.355
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    2.002
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1816
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
19 -21 2 0.1511
-16 24 -3 0.0347
-17 -16 5 0.0589
16 19 -6 0.0567
-5 -19 -8 0.0046
5 23 7 0.0336

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.322
_exptl_crystal_size_mid          0.106
_exptl_crystal_size_min          0.046
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
19.0388 -21.1885 2.3311 -0.0627 -0.4812 0.8744
-16.3370 24.1120 -3.2361 0.0431 0.3323 -0.9422
-17.3406 -16.4682 5.3304 0.1215 0.9246 0.3610
15.6275 18.6852 -5.6049 -0.1165 -0.8855 -0.4498
-5.4857 -18.8992 -7.9934 -0.9775 0.1074 -0.0739
5.2651 23.3673 7.4917 1.0042 -0.1473 -0.0525

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2913
_diffrn_reflns_av_unetI/netI     0.1846
_diffrn_reflns_Laue_measured_fraction_full 0.660
_diffrn_reflns_Laue_measured_fraction_max 0.660
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       3
_diffrn_reflns_limit_l_min       -3
_diffrn_reflns_number            5210
_diffrn_reflns_point_group_measured_fraction_full 0.662
_diffrn_reflns_point_group_measured_fraction_max 0.662
_diffrn_reflns_theta_full        14.698
_diffrn_reflns_theta_max         14.698
_diffrn_reflns_theta_min         4.216
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.660
_diffrn_measured_fraction_theta_max 0.660
_diffrn_measurement_details      
;
 Data were collected at room temperature and pressure of 2.50(2) GPa (2500000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0037928000
_diffrn_orient_matrix_UB_12      0.0155012000
_diffrn_orient_matrix_UB_13      0.0830293000
_diffrn_orient_matrix_UB_21      -0.0371635000
_diffrn_orient_matrix_UB_22      -0.0074253000
_diffrn_orient_matrix_UB_23      0.0296185000
_diffrn_orient_matrix_UB_31      0.0154252000
_diffrn_orient_matrix_UB_32      -0.0218666000
_diffrn_orient_matrix_UB_33      0.0503556000
_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              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.739
_reflns_Friedel_fraction_full    0.664
_reflns_Friedel_fraction_max     0.664
_reflns_number_gt                446
_reflns_number_total             786
_reflns_odcompleteness_completeness 13.16
_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.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.756
_refine_diff_density_min         -0.558
_refine_diff_density_rms         0.144
_refine_ls_abs_structure_details 
;
 Flack x determined using 85 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.1(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.724
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     393
_refine_ls_number_reflns         786
_refine_ls_number_restraints     916
_refine_ls_R_factor_all          0.2098
_refine_ls_R_factor_gt           0.1421
_refine_ls_restrained_S_all      1.004
_refine_ls_shift/su_max          0.018
_refine_ls_shift/su_mean         0.017
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3450
_refine_ls_wR_factor_ref         0.4147
_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, All O(H,H) groups
2. Restrained distances
 F9_$1-F1_$2
 2.55 with sigma of 0.02
 F10_$1-F1_$2
 2.55 with sigma of 0.02
 C25-C24
 4.5 with sigma of 0.02
 H5_$3-H24A
 2.1 with sigma of 0.02
 C25-C18
 1.54 with sigma of 0.02
 S2-C17
 1.45 with sigma of 0.02
 C9-C24
 1.54 with sigma of 0.02
 C9-C18
 4.14 with sigma of 0.02
 C8-C10
 1.45 with sigma of 0.02
 C18-C15
 1.4 with sigma of 0.02
 F2-F1 \\sim F4-F3 \\sim F6-F5
 with sigma of 0.02
 F4-F1 \\sim F3-F2 \\sim F5-F4 \\sim F6-F3
 with sigma of 0.02
 F4-F2 \\sim F6-F4 \\sim F5-F3 \\sim F3-F1
 with sigma of 0.02
 C26-F10 \\sim F10-C30
 with sigma of 0.02
 C26-F7 \\sim F7-C28
 with sigma of 0.02
 C29-F8 \\sim F8-C27
 with sigma of 0.02
 C23-C17 \\sim C17-C20
 with sigma of 0.02
 C4-C6 \\sim C6-C2
 with sigma of 0.02
 C7-C3 \\sim C3-S1
 with sigma of 0.02
 C7-C6 \\sim C8-C7 \\sim C9-C8 \\sim C18-C15 \\sim C16-C15 \\sim C17-C16
 with sigma of 0.02
 S1-C6 \\sim S1-C9 \\sim S2-C18 \\sim S2-C17
 with sigma of 0.02
 F1-C12 \\sim F3-C11 \\sim F4-C11 \\sim F2-C12 \\sim F6-C12 \\sim F4-C13 \\sim
F5-C12 \\sim F3-C13
 with sigma of 0.02
 C8-C10 \\sim C14-C15
 with sigma of 0.02
 C6-C3 \\sim C8-C10 \\sim C15-C14 \\sim C19-C17
 with sigma of 0.02
3. Restrained planarity
 I2, F8, F10, C26, C31, C30, C29, C28, C27, F9, F7, I1
 with sigma of 0.1
 S2, C18, C15, C16, C17, C19, C20, C21, N2, C22, C23, C25
 with sigma of 0.1
 C2, C4, C7, C6, C3
 with sigma of 0.1
 C4, C3, C1, N1, C5, S1, C9, C6, C2, C8, C7, C24
 with sigma of 0.1
 C15, C14, C10, C11, C12, C13
 with sigma of 0.1
 C14, C10, C13, C15
 with sigma of 0.1
 C8, C7, C9, C10
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
I1 \\sim C26 \\sim C31 \\sim C27 \\sim F10 \\sim C30 \\sim C28 \\sim F7 \\sim
C29 \\sim F9 \\sim F8 \\sim I2: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
C23 \\sim C22 \\sim N2 \\sim C21 \\sim C20 \\sim C19: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
N1 \\sim C5 \\sim C4 \\sim C3 \\sim C2 \\sim C1: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08
C16 \\sim C17 \\sim S2 \\sim C18 \\sim C15 \\sim C25: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
C7 \\sim C8 \\sim C9 \\sim S1 \\sim C6 \\sim C24: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08
C10 \\sim C14 \\sim C13 \\sim C12 \\sim C11 \\sim F6 \\sim F5 \\sim F3 \\sim F4
\\sim F1 \\sim F2: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08
Uanis(C26) \\sim Ueq, Uanis(I1) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C31)
\\sim Ueq, Uanis(C28) \\sim Ueq, Uanis(F7) \\sim Ueq, Uanis(F10) \\sim Ueq,
Uanis(C30) \\sim Ueq, Uanis(F8) \\sim Ueq, Uanis(C29) \\sim Ueq, Uanis(F9)
\\sim Ueq, Uanis(I2) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms
of 0.2
Uanis(N2) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C19)
\\sim Ueq, Uanis(C20) \\sim Ueq, Uanis(C21) \\sim Ueq: with sigma of 0.1 and
sigma for terminal atoms of 0.2
Uanis(O1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C24) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C16) \\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(S2) \\sim Ueq, Uanis(C18)
\\sim Ueq, Uanis(C15) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms
of 0.2
5. Rigid body (RIGU) restrains
 N2, N1, S1, C1, C6, F10, C18, C15, C5, F9, S2, C31, F4, C13, F1, C25, F7, O1,
 C28, F3, C21, C3, C4, C9, C17, C26, C16, C8, C2, C10, C12, C22, C7, C29, C14,
 F6, F5, F2, C30, C27, C24, C11, F8, I1, I2, C23, C19, C20
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6.a Free rotating group:
 O1(H1A,H1B)
6.b Aromatic/amide H refined with riding coordinates:
 C23(H23), C20(H20), C21(H21), C22(H22), C4(H4), C2(H2), C1(H1), C5(H5),
 C7(H7), C16(H16)
6.c Fitted pentagon refined as free rotating group:
 C10(C14,C13,C12,C11)
6.d Fitted hexagon refined as free rotating group:
 C23(C19,C20,C21,N2,C22), C4(C3,C2,C1,N1,C5), C27(C26,C31,C30,C29,C28)
6.e Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C24(H24A,H24B,H24C)
;
_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
I1 I 0.4504(11) 0.1656(13) 0.895(8) 0.15(2) Uani 1 1 d . U . . .
I2 I 0.8061(11) 0.2560(15) 1.197(8) 0.18(2) Uani 1 1 d . U . . .
F8 F 0.654(9) 0.317(9) 1.089(14) 0.18(9) Uani 1 1 d D U . . .
C23 C 0.712(13) 0.351(8) 0.53(4) 0.18(8) Uani 1 1 d D U . . .
H23 H 0.699646 0.345300 0.397823 0.216 Uiso 1 1 calc R . . . .
C19 C 0.657(10) 0.372(7) 0.65(3) 0.18(8) Uani 1 1 d DG U . . .
C20 C 0.675(11) 0.381(9) 0.84(3) 0.17(8) Uani 1 1 d DG U . . .
H20 H 0.638841 0.394963 0.924730 0.209 Uiso 1 1 calc R . . . .
C21 C 0.748(13) 0.370(11) 0.91(4) 0.17(8) Uani 1 1 d G U . . .
H21 H 0.759541 0.375817 1.038754 0.203 Uiso 1 1 calc R . . . .
N2 N 0.802(10) 0.349(10) 0.79(6) 0.17(9) Uani 1 1 d G U . . .
C22 C 0.784(12) 0.340(9) 0.59(5) 0.17(9) Uani 1 1 d G U . . .
H22 H 0.820348 0.326153 0.511849 0.207 Uiso 1 1 calc R . . . .
C4 C 0.057(10) 0.263(7) 0.52(3) 0.14(11) Uani 1 1 d D U . . .
H4 H 0.087898 0.235199 0.554544 0.171 Uiso 1 1 calc R . . . .
C3 C 0.086(7) 0.314(7) 0.53(3) 0.14(11) Uani 1 1 d DG U . . .
C2 C 0.039(8) 0.356(8) 0.48(4) 0.15(11) Uani 1 1 d DG U . . .
H2 H 0.058558 0.389759 0.482619 0.175 Uiso 1 1 calc R . . . .
C1 C -0.035(8) 0.347(10) 0.42(4) 0.16(11) Uani 1 1 d G U . . .
H1 H -0.066270 0.375346 0.389657 0.187 Uiso 1 1 calc R . . . .
N1 N -0.064(8) 0.297(11) 0.42(4) 0.15(11) Uani 1 1 d G U . . .
C5 C -0.018(11) 0.255(9) 0.47(4) 0.15(11) Uani 1 1 d G U . . .
H5 H -0.036932 0.220786 0.461581 0.174 Uiso 1 1 calc DR . . . .
C25 C 0.412(16) 0.400(10) 0.25(4) 0.15(10) Uani 1 1 d D U . . .
H25A H 0.428861 0.380454 0.141434 0.222 Uiso 1 1 calc GR . . . .
H25B H 0.405993 0.436043 0.216752 0.222 Uiso 1 1 calc GR . . . .
H25C H 0.364309 0.386279 0.295449 0.222 Uiso 1 1 calc GR . . . .
S1 S 0.225(5) 0.286(5) 0.65(2) 0.13(5) Uani 1 1 d D U . . .
C9 C 0.294(8) 0.318(7) 0.69(3) 0.14(7) Uani 1 1 d D U . . .
C8 C 0.286(11) 0.373(7) 0.67(3) 0.15(7) Uani 1 1 d D U . . .
C7 C 0.209(11) 0.370(12) 0.61(3) 0.15(8) Uani 1 1 d D U . . .
H7 H 0.185538 0.401110 0.574492 0.179 Uiso 1 1 calc R . . . .
C6 C 0.165(8) 0.323(7) 0.59(2) 0.15(7) Uani 1 1 d D U . . .
F10 F 0.598(8) 0.104(8) 1.00(2) 0.16(9) Uani 1 1 d D U . . .
C17 C 0.579(12) 0.382(8) 0.58(3) 0.17(7) Uani 1 1 d D U . . .
S2 S 0.550(5) 0.376(4) 0.38(3) 0.15(5) Uani 1 1 d D U . . .
C18 C 0.472(7) 0.395(6) 0.41(3) 0.17(6) Uani 1 1 d D U . . .
C15 C 0.456(15) 0.412(9) 0.60(4) 0.17(7) Uani 1 1 d D U . . .
C16 C 0.524(15) 0.402(10) 0.71(5) 0.17(7) Uani 1 1 d D U . . .
H16 H 0.531320 0.408552 0.837097 0.208 Uiso 1 1 calc R . . . .
C27 C 0.570(6) 0.251(7) 1.009(6) 0.15(7) Uani 1 1 d D U . . .
C26 C 0.556(6) 0.198(7) 0.986(6) 0.15(7) Uani 1 1 d DG U . . .
C31 C 0.614(6) 0.162(8) 1.024(14) 0.14(7) Uani 1 1 d G U . . .
C30 C 0.685(6) 0.179(9) 1.084(14) 0.14(7) Uani 1 1 d DG U . . .
C29 C 0.698(6) 0.232(9) 1.107(6) 0.15(7) Uani 1 1 d DG U . . .
C28 C 0.641(7) 0.268(8) 1.069(6) 0.15(7) Uani 1 1 d DG U . . .
F9 F 0.749(7) 0.138(7) 1.13(2) 0.15(8) Uani 1 1 d D U . . .
F7 F 0.521(10) 0.282(7) 0.976(14) 0.15(8) Uani 1 1 d D U . . .
C24 C 0.369(12) 0.294(11) 0.75(3) 0.13(9) Uani 1 1 d D U . . .
H24A H 0.381046 0.263786 0.674927 0.201 Uiso 1 1 calc DGR . . . .
H24B H 0.364324 0.282650 0.885499 0.201 Uiso 1 1 calc GR . . . .
H24C H 0.409319 0.318843 0.743451 0.201 Uiso 1 1 calc GR . . . .
C10 C 0.315(11) 0.427(6) 0.69(3) 0.22(8) Uani 1 1 d D U . . .
C14 C 0.393(9) 0.442(6) 0.70(2) 0.20(7) Uani 1 1 d DG U . . .
C13 C 0.399(5) 0.488(6) 0.81(3) 0.20(7) Uani 1 1 d DG U . . .
C12 C 0.325(4) 0.502(6) 0.87(3) 0.21(7) Uani 1 1 d DG U . . .
C11 C 0.273(6) 0.464(6) 0.80(3) 0.22(8) Uani 1 1 d DG U . . .
F6 F 0.438(8) 0.528(10) 0.70(4) 0.24(9) Uani 1 1 d D U . . .
F5 F 0.455(6) 0.492(8) 0.96(4) 0.18(8) Uani 1 1 d D U . . .
F3 F 0.318(7) 0.515(9) 1.06(3) 0.23(9) Uani 1 1 d D U . . .
F4 F 0.304(6) 0.555(7) 0.81(4) 0.22(10) Uani 1 1 d D U . . .
F1 F 0.220(8) 0.446(7) 0.94(4) 0.25(10) Uani 1 1 d D U . . .
F2 F 0.216(11) 0.482(9) 0.68(4) 0.27(10) Uani 1 1 d D U . . .
O1 O 0.141(12) 0.507(7) 0.27(3) 0.05(7) Uani 1 1 d . U . . .
H1A H 0.094080 0.506901 0.239446 0.078 Uiso 1 1 d G . . . .
H1B H 0.151513 0.536879 0.320710 0.078 Uiso 1 1 d G . . . .


_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
I1 C26 2.14(13) . ?
I2 C29 2.09(12) . ?
F8 C28 1.3(3) . ?
C23 C19 1.3900 . ?
C23 C22 1.390(2) . ?
C19 C20 1.3900 . ?
C19 C17 1.48(9) . ?
C20 C21 1.3900(17) . ?
C21 N2 1.3900(18) . ?
N2 C22 1.3900 . ?
C4 C3 1.3900 . ?
C4 C5 1.3900(13) . ?
C3 C2 1.3900 . ?
C3 C6 1.48(9) . ?
C2 C1 1.3900(15) . ?
C1 N1 1.3900 . ?
N1 C5 1.3900 . ?
C25 C18 1.55(7) . ?
S1 C9 1.49(8) . ?
S1 C6 1.49(8) . ?
C9 C8 1.43(9) . ?
C9 C24 1.55(7) . ?
C8 C7 1.42(9) . ?
C8 C10 1.47(7) . ?
C7 C6 1.43(9) . ?
F10 C31 1.5(3) . ?
C17 S2 1.48(6) . ?
C17 C16 1.42(9) . ?
S2 C18 1.49(8) . ?
C18 C15 1.41(7) . ?
C15 C16 1.42(9) . ?
C15 C14 1.48(9) . ?
C27 C26 1.3900 . ?
C27 C28 1.3900 . ?
C27 F7 1.2(2) . ?
C26 C31 1.3900 . ?
C31 C30 1.3900(10) . ?
C30 C29 1.3900 . ?
C30 F9 1.6(2) . ?
C29 C28 1.3900 . ?
C10 C14 1.4200(17) . ?
C10 C11 1.4200 . ?
C14 C13 1.4200 . ?
C13 C12 1.4200(14) . ?
C13 F6 1.42(16) . ?
C13 F5 1.45(17) . ?
C12 C11 1.4200(15) . ?
C12 F3 1.39(14) . ?
C12 F4 1.45(15) . ?
C11 F1 1.46(17) . ?
C11 F2 1.35(16) . ?

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
C19 C23 C22 123.00(8) . . ?
C23 C19 C17 120(3) . . ?
C20 C19 C23 120.00(9) . . ?
C20 C19 C17 120(3) . . ?
C21 C20 C19 120.00(8) . . ?
C20 C21 N2 120.00(11) . . ?
C21 N2 C22 120.00(13) . . ?
N2 C22 C23 120.00(16) . . ?
C3 C4 C5 120.0 . . ?
C4 C3 C2 120.00(11) . . ?
C4 C3 C6 120(3) . . ?
C2 C3 C6 120(3) . . ?
C1 C2 C3 120.0 . . ?
C2 C1 N1 120.0 . . ?
C5 N1 C1 120.00(15) . . ?
N1 C5 C4 120.0 . . ?
C6 S1 C9 106(10) . . ?
S1 C9 C24 122(10) . . ?
C8 C9 S1 117(10) . . ?
C8 C9 C24 121(10) . . ?
C9 C8 C10 152(10) . . ?
C7 C8 C9 93(10) . . ?
C7 C8 C10 115(10) . . ?
C8 C7 C6 127(10) . . ?
C3 C6 S1 130(10) . . ?
C7 C6 C3 133(10) . . ?
C7 C6 S1 97(10) . . ?
C19 C17 S2 128(10) . . ?
C16 C17 C19 119(10) . . ?
C16 C17 S2 112(10) . . ?
C17 S2 C18 98(10) . . ?
S2 C18 C25 123(10) . . ?
C15 C18 C25 122(10) . . ?
C15 C18 S2 116(10) . . ?
C18 C15 C16 104(10) . . ?
C18 C15 C14 135(10) . . ?
C16 C15 C14 117(10) . . ?
C17 C16 C15 109(10) . . ?
C26 C27 C28 120.0 . . ?
F7 C27 C26 120(3) . . ?
F7 C27 C28 120(3) . . ?
C27 C26 I1 125(5) . . ?
C27 C26 C31 120.0 . . ?
C31 C26 I1 115(5) . . ?
C26 C31 F10 120(3) . . ?
C30 C31 F10 120(3) . . ?
C30 C31 C26 120.0 . . ?
C31 C30 C29 120.0 . . ?
C31 C30 F9 119(10) . . ?
C29 C30 F9 121(10) . . ?
C30 C29 I2 118(8) . . ?
C30 C29 C28 120.00(6) . . ?
C28 C29 I2 122(8) . . ?
F8 C28 C27 120(3) . . ?
F8 C28 C29 120(3) . . ?
C29 C28 C27 120.00(6) . . ?
C14 C10 C8 126(10) . . ?
C14 C10 C11 108.00(6) . . ?
C11 C10 C8 120(10) . . ?
C10 C14 C15 125(10) . . ?
C13 C14 C15 127(10) . . ?
C13 C14 C10 108.00(9) . . ?
C14 C13 C12 108.00(10) . . ?
C14 C13 F6 112(10) . . ?
C14 C13 F5 120(10) . . ?
C12 C13 F6 114(8) . . ?
C12 C13 F5 113(8) . . ?
F6 C13 F5 90(10) . . ?
C13 C12 F4 113(6) . . ?
C11 C12 C13 108.0 . . ?
C11 C12 F4 112(6) . . ?
F3 C12 C13 116(5) . . ?
F3 C12 C11 116(5) . . ?
F3 C12 F4 91(10) . . ?
C10 C11 F1 119(10) . . ?
C12 C11 C10 108.00(10) . . ?
C12 C11 F1 112(8) . . ?
F2 C11 C10 108(10) . . ?
F2 C11 C12 117(8) . . ?
F2 C11 F1 92(10) . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 0.930 118.6 8.0 ?
2 0.500 0.000 -0.670 118.6 8.0 ?

_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
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 1.950
_oxdiff_exptl_absorpt_empirical_full_min 0.531
####################################################################### 
# 
# 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_1_09_GPa
_database_code_depnum_ccdc_archive 'CCDC 1886614'
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2018-12-20 deposited with the CCDC.	2020-03-09 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_RINTA01_1_09_GPa            
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT020_1_09_GPa            
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.273 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT026_1_09_GPa            
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        24% Check
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT029_1_09_GPa            
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.599 Why?
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT084_1_09_GPa            
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.51 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT082_1_09_GPa            
;
PROBLEM: High R1 Value ..................................       0.18 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT090_1_09_GPa            
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........       5.32 Note
RESPONSE: The data/parameter ratio is affected by the access limits of the DAC, particularly disadvantageous for low-symmetry crystals.
;
_vrf_PLAT260_1_09_GPa            
;
PROBLEM: Large Average Ueq of Residue Including        S1      0.154 Check
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT342_1_09_GPa            
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............       0.07 Ang.
RESPONSE: Crystals diffracted extremely weakly. However, all yielded serious problems due to weak diffraction, low symmetry and DAC.  
;
_vrf_PLAT910_1_09_GPa            
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         22 Note
RESPONSE: Crystals diffracted extremely weakly. However, all yielded serious problems due to weak diffraction, low symmetry and DAC.  
;
_vrf_PLAT911_1_09_GPa            
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.588        970 Report
RESPONSE: Crystals diffracted extremely weakly. However, all yielded serious problems due to weak diffraction, low symmetry and DAC.  
;
# Added during the CSD deposition process: Thursday 20 December 2018 04:46 PM
# end Validation Reply Form

_audit_creation_date             2018-12-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C6 F4 I2, C25 H16 F6 N2 S2'
_chemical_formula_sum            'C31 H16 F10 I2 N2 S2'
_chemical_formula_weight         924.38
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'c34 h22 n2 o f10 s2 i2'
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'
I I -0.4742 1.8119 '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'
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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   17.559(5)
_cell_length_b                   26.315(16)
_cell_length_c                   7.259(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3354(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    673
_cell_measurement_temperature    297.90(10)
_cell_measurement_theta_max      25.9820
_cell_measurement_theta_min      4.0740
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.080
_exptl_absorpt_correction_T_max  0.441
_exptl_absorpt_correction_T_min  0.378
_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 (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.831
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1776
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-10 30 -4 0.0410
-6 14 9 0.0098
6 -14 -9 0.0082
-13 8 9 0.0115
-11 2 9 0.0084
13 -8 -9 0.0082

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.324
_exptl_crystal_size_mid          0.104
_exptl_crystal_size_min          0.046
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
-9.5813 30.0223 -4.4183 0.0043 0.0080 -1.0000
-6.0790 13.7319 9.2451 0.9237 0.3830 -0.0089
6.0790 -13.7319 -9.2451 -0.9237 -0.3830 0.0089
-12.5938 7.9452 8.5789 0.7601 0.6497 -0.0089
-10.5271 1.9140 9.3056 0.7466 0.6383 0.1874
12.5938 -7.9452 -8.5789 -0.7601 -0.6497 0.0089

_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2726
_diffrn_reflns_av_unetI/netI     0.4784
_diffrn_reflns_Laue_measured_fraction_full 0.599
_diffrn_reflns_Laue_measured_fraction_max 0.599
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            15625
_diffrn_reflns_point_group_measured_fraction_full 0.580
_diffrn_reflns_point_group_measured_fraction_max 0.580
_diffrn_reflns_theta_full        24.713
_diffrn_reflns_theta_max         24.713
_diffrn_reflns_theta_min         4.186
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      297.90(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.599
_diffrn_measured_fraction_theta_max 0.599
_diffrn_measurement_details      
;
 Data were collected at room temperature and pressure of 1.09(2) GPa (1090000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0044928000
_diffrn_orient_matrix_UB_12      0.0137172000
_diffrn_orient_matrix_UB_13      0.0824927000
_diffrn_orient_matrix_UB_21      -0.0371764000
_diffrn_orient_matrix_UB_22      -0.0074666000
_diffrn_orient_matrix_UB_23      0.0280727000
_diffrn_orient_matrix_UB_31      0.0154043000
_diffrn_orient_matrix_UB_32      -0.0221925000
_diffrn_orient_matrix_UB_33      0.0421293000
_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              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.780
_reflns_Friedel_fraction_full    0.557
_reflns_Friedel_fraction_max     0.557
_reflns_number_gt                797
_reflns_number_total             3321
_reflns_odcompleteness_completeness 56.03
_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.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.747
_refine_diff_density_min         -0.637
_refine_diff_density_rms         0.147
_refine_ls_abs_structure_details 
;
 Flack x determined using 154 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.22(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     351
_refine_ls_number_reflns         3321
_refine_ls_number_restraints     694
_refine_ls_R_factor_all          0.4167
_refine_ls_R_factor_gt           0.1781
_refine_ls_restrained_S_all      0.986
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3875
_refine_ls_wR_factor_ref         0.5136
_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. Restrained distances
 H5_$1-H24B
 2.5 with sigma of 0.02
 C8-C10
 1.45 with sigma of 0.02
 C9-C24
 1.45 with sigma of 0.02
 C19-C17
 1.45 with sigma of 0.02
 C24-C25
 4.1 with sigma of 0.02
 C26-F10 \\sim F10-C30
 with sigma of 0.02
 F5-F1 \\sim F2-F6
 with sigma of 0.02
 F4-F1 \\sim F2-F3 \\sim F4-F5 \\sim F3-F6
 with sigma of 0.02
 F2-F1 \\sim F3-F4 \\sim F5-F6
 with sigma of 0.02
 C2-C6 \\sim C6-C4
 with sigma of 0.02
 F1-C11 \\sim C11-F2
 with sigma of 0.02
 F6-C13 \\sim F5-C13 \\sim F4-C12 \\sim F3-C12 \\sim F1-C11 \\sim F2-C11
 with sigma of 0.02
 F4-F2 \\sim F6-F4 \\sim F5-F3 \\sim F3-F1
 with sigma of 0.02
 C23-C17 \\sim C17-C20
 with sigma of 0.02
 C27-F8 \\sim F8-C29
 with sigma of 0.02
3. Restrained planarity
 C26, I1, C27, C31, C28, F7, F10, C30, F8, C29, F9, I2
 with sigma of 0.1
 C2, C1, N1, C5, C4, C3, C6, C7, C8, C9, S1
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
F7 \\sim I1 \\sim C26 \\sim C27 \\sim C31 \\sim C28 \\sim F10 \\sim C30 \\sim
F8 \\sim C29 \\sim F9 \\sim I2: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
C2 \\sim C1 \\sim N1 \\sim C5 \\sim C4 \\sim C3: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08
C20 \\sim C19 \\sim C23 \\sim C22 \\sim N2 \\sim C21: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
F8 \\sim F7: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
C11 \\sim C10 \\sim C14 \\sim C13 \\sim C12 \\sim F6 \\sim F5 \\sim F3 \\sim F4
\\sim F1 \\sim F2: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08
C6 \\sim C3: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
C9 \\sim S1 \\sim C6 \\sim C7 \\sim C8 \\sim C24: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08
F5 \\sim C13 \\sim F6: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
C13 \\sim C12 \\sim C11: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02
C18 \\sim C16 \\sim C17 \\sim S2 \\sim C15 \\sim C25: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
C18 \\sim S2 \\sim C17 \\sim C16 \\sim C15 \\sim C25: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
S2 \\sim C18 \\sim C15 \\sim C16 \\sim C17 \\sim C25: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(F8) \\sim Ueq, Uanis(F7) \\sim Ueq, Uanis(F10) \\sim Ueq, Uanis(F9) \\sim
Ueq: with sigma of 0.05 and sigma for terminal atoms of 0.1
Uanis(N2) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(C23)
\\sim Ueq, Uanis(C20) \\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(C17) \\sim Ueq,
Uanis(C16) \\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C18) \\sim Ueq, Uanis(C14)
\\sim Ueq, Uanis(C25) \\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C10) \\sim Ueq,
Uanis(C12) \\sim Ueq, Uanis(F6) \\sim Ueq, Uanis(F5) \\sim Ueq, Uanis(C8) \\sim
Ueq, Uanis(C11) \\sim Ueq, Uanis(F3) \\sim Ueq, Uanis(F4) \\sim Ueq, Uanis(C7)
\\sim Ueq, Uanis(S1) \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(F1) \\sim Ueq,
Uanis(F2) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C3) \\sim
Ueq, Uanis(C2) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C1) \\sim Ueq, Uanis(C5)
\\sim Ueq, Uanis(N1) \\sim Ueq, Uanis(F8) \\sim Ueq, Uanis(I1) \\sim Ueq,
Uanis(C26) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C31) \\sim Ueq, Uanis(C28)
\\sim Ueq, Uanis(F7) \\sim Ueq, Uanis(F10) \\sim Ueq, Uanis(C30) \\sim Ueq,
Uanis(C29) \\sim Ueq, Uanis(F9) \\sim Ueq, Uanis(I2) \\sim Ueq: with sigma of
0.1 and sigma for terminal atoms of 0.2
5. Rigid body (RIGU) restrains
 C28, I1, C26, C27, C31, F7, F10, C30, F8, C29, F9, I2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Fixed U11: C12(0.11162) F4(0.09316)
 Fixed U12: C12(0.02413) F4(0.01639)
 Fixed U13: C12(-0.02635) F4(-0.06091)
 Fixed U22: C12(0.17909) F4(0.05414)
 Fixed U23: C12(0.00476) F4(0.01173)
 Fixed U33: C12(0.1868) F4(0.24166)
7.a Aromatic/amide H refined with riding coordinates:
 C22(H22), C23(H23), C20(H20), C21(H21), C2(H2), C1(H1), C5(H5), C4(H4),
 C7(H7), C16(H16)
7.b Fitted pentagon refined as free rotating group:
 C8(C7,C6,S1,C9), C17(S2,C18,C15,C16), C13(C12,C11,C10,C14)
7.c Fitted hexagon refined as free rotating group:
 N2(C22,C23,C19,C20,C21), C2(C1,N1,C5,C4,C3), C27(C26,C31,C30,C29,C28)
7.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_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
I1 I 0.4524(3) 0.1683(3) 0.879(3) 0.139(4) Uani 1 1 d . U . . .
I2 I 0.8064(3) 0.2542(3) 1.198(3) 0.171(6) Uani 1 1 d . U . . .
F8 F 0.655(3) 0.308(2) 1.090(9) 0.18(3) Uani 1 1 d D U . . .
N2 N 0.806(2) 0.353(3) 0.747(13) 0.20(3) Uani 1 1 d . U . . .
C22 C 0.785(3) 0.339(3) 0.569(13) 0.19(3) Uani 1 1 d G U . . .
H22 H 0.820087 0.321591 0.495041 0.228 Uiso 1 1 calc R U . . .
C23 C 0.713(3) 0.349(3) 0.503(10) 0.18(3) Uani 1 1 d DG U . . .
H23 H 0.698957 0.339398 0.384914 0.216 Uiso 1 1 calc R U . . .
C19 C 0.661(2) 0.375(3) 0.615(8) 0.18(3) Uani 1 1 d DG U . . .
C20 C 0.681(3) 0.389(3) 0.792(9) 0.18(3) Uani 1 1 d DG U . . .
H20 H 0.646194 0.406102 0.866254 0.217 Uiso 1 1 calc R U . . .
C21 C 0.754(3) 0.378(3) 0.858(11) 0.20(3) Uani 1 1 d G U . . .
H21 H 0.767323 0.388296 0.976384 0.241 Uiso 1 1 calc R U . . .
C2 C 0.045(2) 0.3535(15) 0.444(11) 0.12(2) Uani 1 1 d D U . . .
H2 H 0.064190 0.386444 0.448999 0.142 Uiso 1 1 calc R U . . .
C1 C -0.029(2) 0.345(2) 0.384(12) 0.13(3) Uani 1 1 d G U . . .
H1 H -0.059322 0.371865 0.348543 0.155 Uiso 1 1 calc R U . . .
N1 N -0.057(2) 0.295(2) 0.377(12) 0.13(2) Uani 1 1 d G U . . .
C5 C -0.011(3) 0.2549(19) 0.430(12) 0.13(3) Uani 1 1 d G U . . .
H5 H -0.030195 0.221883 0.425059 0.157 Uiso 1 1 calc DR U . . .
C4 C 0.063(3) 0.2636(13) 0.490(9) 0.11(2) Uani 1 1 d DG U . . .
H4 H 0.093317 0.236462 0.525515 0.133 Uiso 1 1 calc R U . . .
C3 C 0.091(2) 0.3129(13) 0.497(7) 0.127(19) Uani 1 1 d G U . . .
C25 C 0.407(4) 0.399(3) 0.266(13) 0.14(2) Uani 1 1 d D U . . .
H25A H 0.409379 0.372823 0.173558 0.205 Uiso 1 1 calc GR U . . .
H25B H 0.407673 0.431600 0.208507 0.205 Uiso 1 1 calc GR U . . .
H25C H 0.360567 0.395059 0.335429 0.205 Uiso 1 1 calc GR U . . .
C8 C 0.272(3) 0.3722(13) 0.627(14) 0.15(3) Uani 1 1 d D U . . .
C7 C 0.195(3) 0.3729(11) 0.570(13) 0.15(3) Uani 1 1 d G U . . .
H7 H 0.166694 0.401688 0.539323 0.181 Uiso 1 1 calc R . . . .
C6 C 0.1678(17) 0.3221(14) 0.568(9) 0.126(19) Uani 1 1 d DG U . . .
S1 S 0.2285(11) 0.2899(9) 0.624(6) 0.134(13) Uani 1 1 d G U . . .
C9 C 0.2929(16) 0.3209(16) 0.661(10) 0.13(2) Uani 1 1 d DG U . . .
F10 F 0.603(2) 0.107(2) 0.971(9) 0.15(3) Uani 1 1 d D U . . .
C17 C 0.582(2) 0.383(2) 0.547(8) 0.138(14) Uani 1 1 d D U . . .
S2 S 0.5462(12) 0.3753(11) 0.374(7) 0.141(13) Uani 1 1 d G U . . .
C18 C 0.4706(15) 0.394(2) 0.387(9) 0.143(14) Uani 1 1 d G U . . .
C15 C 0.460(2) 0.414(3) 0.568(10) 0.142(15) Uani 1 1 d G U . . .
C16 C 0.529(3) 0.407(3) 0.666(8) 0.139(15) Uani 1 1 d G U . . .
H16 H 0.537992 0.416311 0.788034 0.167 Uiso 1 1 calc R . . . .
C27 C 0.5716(18) 0.247(2) 1.005(5) 0.11(2) Uani 1 1 d D U . . .
C26 C 0.5586(16) 0.196(2) 0.974(3) 0.12(2) Uani 1 1 d DG U . . .
C31 C 0.6163(18) 0.161(2) 1.005(6) 0.12(2) Uani 1 1 d G U . . .
C30 C 0.6871(17) 0.177(2) 1.067(7) 0.11(2) Uani 1 1 d DG U . . .
C29 C 0.7002(17) 0.229(2) 1.098(7) 0.13(2) Uani 1 1 d DG U . . .
C28 C 0.642(2) 0.264(2) 1.067(6) 0.13(2) Uani 1 1 d G U . . .
F9 F 0.747(2) 0.139(2) 1.098(10) 0.18(3) Uani 1 1 d . U . . .
F7 F 0.517(3) 0.275(2) 0.965(8) 0.14(2) Uani 1 1 d . U . . .
C24 C 0.370(2) 0.303(3) 0.701(13) 0.13(3) Uani 1 1 d D U . . .
H24A H 0.373953 0.294459 0.829492 0.202 Uiso 1 1 calc GR U . . .
H24B H 0.406219 0.328973 0.671711 0.202 Uiso 1 1 calc DGR U . . .
H24C H 0.380713 0.273141 0.628489 0.202 Uiso 1 1 calc GR U . . .
C13 C 0.391(3) 0.489(2) 0.713(7) 0.155(8) Uani 1 1 d D U . . .
C12 C 0.318(4) 0.5018(16) 0.781(5) 0.159 Uani 1 1 d DG U . . .
C11 C 0.268(2) 0.460(3) 0.749(9) 0.162(8) Uani 1 1 d DG U . . .
C10 C 0.311(3) 0.4211(17) 0.662(10) 0.14(2) Uani 1 1 d DG U . . .
C14 C 0.386(2) 0.439(2) 0.640(9) 0.15(2) Uani 1 1 d G U . . .
F6 F 0.4252(19) 0.5317(18) 0.616(6) 0.14(2) Uani 1 1 d D U . . .
F5 F 0.4464(16) 0.4937(17) 0.862(8) 0.13(2) Uani 1 1 d D U . . .
F3 F 0.3203(16) 0.5178(18) 0.977(5) 0.20(3) Uani 1 1 d D U . . .
F4 F 0.2964(14) 0.5543(11) 0.731(8) 0.130 Uani 1 1 d D U . . .
F1 F 0.220(2) 0.455(2) 0.914(8) 0.22(3) Uani 1 1 d D U . . .
F2 F 0.205(2) 0.485(2) 0.653(8) 0.25(4) Uani 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C26 2.12(4) . ?
I2 C29 2.11(4) . ?
F8 C28 1.21(7) . ?
N2 C22 1.3900 . ?
N2 C21 1.3900 . ?
C22 C23 1.3900 . ?
C23 C19 1.3900 . ?
C19 C20 1.3900 . ?
C19 C17 1.48(3) . ?
C20 C21 1.3900 . ?
C2 C1 1.3900 . ?
C2 C3 1.3900 . ?
C1 N1 1.3900 . ?
N1 C5 1.3900 . ?
C5 C4 1.3900 . ?
C4 C3 1.3900 . ?
C3 C6 1.46(5) . ?
C25 C18 1.43(9) . ?
C8 C7 1.4200 . ?
C8 C9 1.4200 . ?
C8 C10 1.47(3) . ?
C7 C6 1.4200 . ?
C6 S1 1.4200 . ?
S1 C9 1.4200 . ?
C9 C24 1.47(3) . ?
F10 C31 1.47(7) . ?
C17 S2 1.4200 . ?
C17 C16 1.4200 . ?
S2 C18 1.4200 . ?
C18 C15 1.4200 . ?
C15 C16 1.4200 . ?
C15 C14 1.54(5) . ?
C27 C26 1.3900 . ?
C27 C28 1.3900 . ?
C27 F7 1.24(5) . ?
C26 C31 1.3900 . ?
C31 C30 1.3900 . ?
C30 C29 1.3900 . ?
C30 F9 1.47(6) . ?
C29 C28 1.3900 . ?
C13 C12 1.4200 . ?
C13 C14 1.4200 . ?
C13 F6 1.47(3) . ?
C13 F5 1.46(4) . ?
C12 C11 1.4200 . ?
C12 F3 1.48(4) . ?
C12 F4 1.48(4) . ?
C11 C10 1.4200 . ?
C11 F1 1.47(4) . ?
C11 F2 1.46(3) . ?
C10 C14 1.4200 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C22 N2 C21 120.0 . . ?
C23 C22 N2 120.0 . . ?
C22 C23 C19 120.0 . . ?
C23 C19 C20 120.0 . . ?
C23 C19 C17 119.5(12) . . ?
C20 C19 C17 120.4(12) . . ?
C21 C20 C19 120.0 . . ?
C20 C21 N2 120.0 . . ?
C1 C2 C3 120.0 . . ?
C2 C1 N1 120.0 . . ?
C5 N1 C1 120.0 . . ?
N1 C5 C4 120.0 . . ?
C3 C4 C5 120.0 . . ?
C2 C3 C6 120.2(12) . . ?
C4 C3 C2 120.0 . . ?
C4 C3 C6 119.8(12) . . ?
C7 C8 C9 108.0 . . ?
C7 C8 C10 118(5) . . ?
C9 C8 C10 133(5) . . ?
C8 C7 C6 108.0 . . ?
C7 C6 C3 118(2) . . ?
C7 C6 S1 108.0 . . ?
S1 C6 C3 134(2) . . ?
C6 S1 C9 108.0 . . ?
C8 C9 C24 126(4) . . ?
S1 C9 C8 108.0 . . ?
S1 C9 C24 126(4) . . ?
S2 C17 C19 133(3) . . ?
S2 C17 C16 108.0 . . ?
C16 C17 C19 118(3) . . ?
C18 S2 C17 108.0 . . ?
S2 C18 C25 136(5) . . ?
S2 C18 C15 108.0 . . ?
C15 C18 C25 116(5) . . ?
C18 C15 C14 125(5) . . ?
C16 C15 C18 108.0 . . ?
C16 C15 C14 127(5) . . ?
C15 C16 C17 108.0 . . ?
C26 C27 C28 120.0 . . ?
F7 C27 C26 114(4) . . ?
F7 C27 C28 125(4) . . ?
C27 C26 I1 122.2(18) . . ?
C31 C26 I1 117.8(18) . . ?
C31 C26 C27 120.0 . . ?
C26 C31 F10 120.0(11) . . ?
C26 C31 C30 120.0 . . ?
C30 C31 F10 120.0(11) . . ?
C31 C30 C29 120.0 . . ?
C31 C30 F9 118(3) . . ?
C29 C30 F9 122(3) . . ?
C30 C29 I2 121(2) . . ?
C30 C29 C28 120.0 . . ?
C28 C29 I2 119(2) . . ?
F8 C28 C27 120.5(13) . . ?
F8 C28 C29 119.5(13) . . ?
C29 C28 C27 120.0 . . ?
C12 C13 C14 108.0 . . ?
C12 C13 F6 110(5) . . ?
C12 C13 F5 109(5) . . ?
C14 C13 F6 124(5) . . ?
C14 C13 F5 114(5) . . ?
F5 C13 F6 90(3) . . ?
C13 C12 F3 112(5) . . ?
C13 C12 F4 112(5) . . ?
C11 C12 C13 108.0 . . ?
C11 C12 F3 113(5) . . ?
C11 C12 F4 122(5) . . ?
F4 C12 F3 89(3) . . ?
C12 C11 C10 108.0 . . ?
C12 C11 F1 107(5) . . ?
C12 C11 F2 101(5) . . ?
C10 C11 F1 127(5) . . ?
C10 C11 F2 120(5) . . ?
F2 C11 F1 90(3) . . ?
C11 C10 C8 118(6) . . ?
C11 C10 C14 108.0 . . ?
C14 C10 C8 134(6) . . ?
C13 C14 C15 118(6) . . ?
C10 C14 C15 133(6) . . ?
C10 C14 C13 108.0 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 -0.607 268.1 1.6 ?
2 0.500 0.000 -0.135 268.1 1.6 ?

_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 2.151
_oxdiff_exptl_absorpt_empirical_full_min 0.625
