# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_20171019a
_database_code_depnum_ccdc_archive 'CCDC 2013539'
loop_
_audit_author_name
_audit_author_address
'Wang Hui'
;Shanxi Normal University
China
;
_audit_update_record             
;
2020-07-02 deposited with the CCDC.	2020-08-03 downloaded from the CCDC.
;
_audit_creation_date             2017-10-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_chemical_formula_moiety         '2(C6 F4 I2), C11 H9 N O'
_chemical_formula_sum            'C23 H9 F8 I4 N O'
_chemical_formula_weight         974.94
_chemical_oxdiff_formula         c1h1n1o1i1f1
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
I -0.41187 1.83264 20.14720 18.99490 7.51380 2.27350 4.34700 0.38140 27.76600
66.87760 4.07119989395
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z-1/2
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z+1/2
7 -x+1/2,-y+1/2,-z
8 x+1/2,-y+1/2,z-1/2

_symmetry_Int_Tables_number      15
_cell_length_a                   7.4156(3)
_cell_length_b                   28.9261(13)
_cell_length_c                   11.9542(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.256(4)
_cell_angle_gamma                90
_cell_volume                     2537.65(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7770
_cell_measurement_temperature    122(30)
_cell_measurement_theta_max      29.3470
_cell_measurement_theta_min      3.7110
_exptl_absorpt_coefficient_mu    4.989
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64855
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    2.5516
_exptl_crystal_description       block
_exptl_crystal_F_000             1778.5137
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11701
_diffrn_reflns_theta_full        26.0000
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         3.44
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      122(30)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.9976
_diffrn_measured_fraction_theta_max 0.9976
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -31.00  60.00   1.00    7.26    --  -11.20  57.00   0.00   91
  2  ω     -5.00  30.00   1.00    7.26    --  -11.20 -99.00   0.00   35
  3  ω    -86.00   9.00   1.00    7.26    --  -11.20 -37.00-150.00   95
  4  ω      2.00  38.00   1.00    7.26    --   12.45  37.00 -90.00   36
  5  ω     51.00  83.00   1.00    7.26    --   12.45 178.00   0.00   32
  6  ω    -20.00  46.00   1.00    7.26    --   12.45 -99.00 150.00   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0168624000
_diffrn_orient_matrix_UB_12      -0.0129993000
_diffrn_orient_matrix_UB_13      0.0507235000
_diffrn_orient_matrix_UB_21      -0.0009945000
_diffrn_orient_matrix_UB_22      0.0206276000
_diffrn_orient_matrix_UB_23      0.0319168000
_diffrn_orient_matrix_UB_31      -0.0952005000
_diffrn_orient_matrix_UB_32      -0.0025262000
_diffrn_orient_matrix_UB_33      -0.0001003000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              35
_reflns_limit_k_min              0
_reflns_limit_l_max              14
_reflns_limit_l_min              0
_reflns_number_gt                2335
_reflns_number_total             2501
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_refine_diff_density_max         1.4200
_refine_diff_density_min         -1.1003
_refine_diff_density_rms         0.1142
_refine_ls_d_res_high            0.8101
_refine_ls_d_res_low             5.9152
_refine_ls_goodness_of_fit_ref   1.0517
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    10
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2501
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0213
_refine_ls_R_factor_gt           0.0192
_refine_ls_restrained_S_all      1.0517
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0139P)²+7.4432P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0404
_refine_ls_wR_factor_ref         0.0415
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C12(H12), C14(H14), C13(H13)
;
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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
I3 I 0.32498(2) 0.712776(6) 0.861587(14) 0.01149(6) Uani 1.000000 1 . . .
I1 I -0.5 0.427842(12) 0.25 0.03713(10) Uani 1.000000 2 S T P
I2 I -0.5 0.668916(12) 0.25 0.03523(10) Uani 1.000000 2 S T P
F4 F 1.0173(2) 0.68681(6) 1.05786(13) 0.0152(3) Uani 1.000000 1 . . .
F3 F 0.6967(2) 0.65905(6) 0.95042(14) 0.0171(4) Uani 1.000000 1 . . .
O1 O 0.0 0.67886(10) 0.75 0.0172(6) Uani 1.000000 2 S T P
F2 F -0.3410(3) 0.59450(8) 0.43567(14) 0.0324(5) Uani 1.000000 1 . . .
F1 F -0.3388(2) 0.50260(8) 0.43491(15) 0.0343(5) Uani 1.000000 1 . . .
N1 N 0.0 0.63295(12) 0.75 0.0134(7) Uani 1.000000 2 S T P
C5 C 0.5783(4) 0.73511(10) 0.9439(2) 0.0108(6) Uani 1.000000 1 . . .
C6 C 0.7193(4) 0.70448(10) 0.9744(2) 0.0117(6) Uani 1.000000 1 . . .
C7 C 0.8874(4) 0.71909(10) 1.0289(2) 0.0116(6) Uani 1.000000 1 . . .
C8 C -0.0275(4) 0.60956(10) 0.6512(2) 0.0145(6) Uani 1.000000 1 . . .
H8 H -0.0470(4) 0.62573(10) 0.5833(2) 0.0174(7) Uiso 1.000000 1 R . .
C11 C 0.0 0.48549(14) 0.75 0.0123(8) Uani 1.000000 2 S T P
C9 C -0.0268(4) 0.56211(10) 0.6502(2) 0.0127(6) Uani 1.000000 1 . . .
H9 H -0.0447(4) 0.54663(10) 0.5813(2) 0.0153(7) Uiso 1.000000 1 R . .
C10 C 0.0 0.53662(14) 0.75 0.0114(8) Uani 1.000000 2 S T P
C1 C -0.5 0.49949(16) 0.25 0.0207(10) Uani 1.000000 2 S T P
C12 C -0.0871(4) 0.46049(10) 0.6576(2) 0.0148(6) Uani 1.000000 1 . . .
H12 H -0.1462(4) 0.47625(10) 0.5951(2) 0.0177(7) Uiso 1.000000 1 R . .
C14 C 0.0 0.38871(15) 0.75 0.0176(9) Uani 1.000000 2 S T P
C13 C -0.0866(4) 0.41277(11) 0.6578(2) 0.0177(6) Uani 1.000000 1 . . .
H13 H -0.1449(4) 0.39673(11) 0.5954(2) 0.0213(8) Uiso 1.000000 1 R . .
C2 C -0.4202(4) 0.52493(12) 0.3423(2) 0.0211(7) Uani 1.000000 1 . . .
C3 C -0.4207(4) 0.57212(12) 0.3423(2) 0.0201(7) Uani 1.000000 1 . . .
C4 C -0.5 0.59725(16) 0.25 0.0187(9) Uani 1.000000 2 S T P
H14 H 0.0 0.35656(15) 0.75 0.0211(11) Uiso 1.000000 2 RS T P


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
I3 C5 2.094(3) . ?
I1 C1 2.072(5) . ?
I2 C4 2.073(5) . ?
F4 C7 1.351(3) . ?
F3 C6 1.350(3) . ?
O1 N1 1.328(4) . ?
F2 C3 1.351(3) . ?
F1 C2 1.347(3) . ?
N1 C8 1.351(3) . ?
N1 C8 1.351(3) 2_556 ?
C5 C6 1.379(4) . ?
C5 C7 1.379(4) 7_667 ?
C6 C7 1.387(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.373(4) . ?
C11 C10 1.479(6) . ?
C11 C12 1.398(3) . ?
C11 C12 1.398(3) 2_556 ?
C9 H9 0.9300 . ?
C9 C10 1.392(3) . ?
C1 C2 1.386(4) . ?
C1 C2 1.386(4) 2_455 ?
C12 H12 0.9300 . ?
C12 C13 1.380(4) . ?
C14 C13 1.382(4) . ?
C14 C13 1.382(4) 2_556 ?
C14 H14 0.9300 . ?
C13 H13 0.9300 . ?
C2 C3 1.365(5) . ?
C3 C4 1.381(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N1 O1 120.06(17) . . ?
C8 N1 O1 120.06(17) 2_556 . ?
C8 N1 C8 119.9(3) 2_556 . ?
C6 C5 I3 121.4(2) . . ?
C7 C5 I3 122.0(2) 7_667 . ?
C7 C5 C6 116.6(2) 7_667 . ?
C5 C6 F3 120.2(2) . . ?
C7 C6 F3 118.2(2) . . ?
C7 C6 C5 121.6(3) . . ?
C5 C7 F4 120.2(2) 7_667 . ?
C6 C7 F4 118.0(2) . . ?
C6 C7 C5 121.8(3) . 7_667 ?
H8 C8 N1 119.74(17) . . ?
C9 C8 N1 120.5(3) . . ?
C9 C8 H8 119.74(16) . . ?
C12 C11 C10 121.15(19) 2_556 . ?
C12 C11 C10 121.15(19) . . ?
C12 C11 C12 117.7(4) . 2_556 ?
H9 C9 C8 119.24(16) . . ?
C10 C9 C8 121.5(3) . . ?
C10 C9 H9 119.24(19) . . ?
C9 C10 C11 121.98(19) . . ?
C9 C10 C11 121.98(19) 2_556 . ?
C9 C10 C9 116.0(4) 2_556 . ?
C2 C1 I1 122.1(2) . . ?
C2 C1 I1 122.1(2) 2_455 . ?
C2 C1 C2 115.9(4) 2_455 . ?
H12 C12 C11 119.48(19) . 2_556 ?
C13 C12 C11 121.0(3) . 2_556 ?
C13 C12 H12 119.48(16) . . ?
C13 C14 C13 119.5(4) . 2_556 ?
H14 C14 C13 120.2(2) . 2_556 ?
H14 C14 C13 120.2(2) . . ?
C14 C13 C12 120.4(3) 2_556 . ?
H13 C13 C12 119.81(16) . . ?
H13 C13 C14 119.8(2) . 2_556 ?
C1 C2 F1 119.3(3) . . ?
C3 C2 F1 118.7(3) . . ?
C3 C2 C1 122.0(3) . . ?
C2 C3 F2 118.6(3) . . ?
C4 C3 F2 119.6(3) . . ?
C4 C3 C2 121.8(3) . . ?
C3 C4 I2 121.8(2) . . ?
C3 C4 I2 121.8(2) 2_455 . ?
C3 C4 C3 116.5(4) 2_455 . ?

_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 1.725
_oxdiff_exptl_absorpt_empirical_full_min 0.717
####################################################################### 
# 
# 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_20170612c
_database_code_depnum_ccdc_archive 'CCDC 2013542'
loop_
_audit_author_name
_audit_author_address
'Wang Hui'
;Shanxi Normal University
China
;
_audit_update_record             
;
2020-08-03 deposited with the CCDC.	2020-08-03 downloaded from the CCDC.
;
_audit_creation_date             2020-07-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C6 F4 I2), 2(C11 H9 N O), C16 H10'
_chemical_formula_sum            'C50 H28 F8 I4 N2 O2'
_chemical_formula_weight         1348.34
_chemical_melting_point          ?
_chemical_oxdiff_formula         c1h1n1o1i1f1
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'

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

_cell_length_a                   11.5999(7)
_cell_length_b                   12.8903(8)
_cell_length_c                   17.2206(10)
_cell_angle_alpha                69.005(5)
_cell_angle_beta                 75.360(5)
_cell_angle_gamma                84.308(5)
_cell_volume                     2325.8(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6219
_cell_measurement_temperature    271(2)
_cell_measurement_theta_max      25.8330
_cell_measurement_theta_min      3.4560
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.754
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70330
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.925
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1284
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_av_unetI/netI     0.0451
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            21180
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.350
_diffrn_reflns_theta_max         25.350
_diffrn_reflns_theta_min         3.179
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      271(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -11.00  80.00   1.00    6.00    --   12.61  37.00 -60.00   91
  2  ω      7.00  64.00   1.00    6.00    --   12.61  57.00-150.00   57
  3  ω     -1.00  25.00   1.00    6.00    --   12.61  57.00-120.00   26
  4  ω    -19.00  89.00   1.00    6.00    --   12.61  77.00  30.00  108
  5  ω      9.00  34.00   1.00    6.00    --   12.61 -99.00 -30.00   25
  6  ω    -55.00  35.00   1.00    6.00    --   12.61 -57.00 120.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0099658000
_diffrn_orient_matrix_UB_12      -0.0536670000
_diffrn_orient_matrix_UB_13      0.0004988000
_diffrn_orient_matrix_UB_21      0.0476812000
_diffrn_orient_matrix_UB_22      0.0075951000
_diffrn_orient_matrix_UB_23      -0.0366032000
_diffrn_orient_matrix_UB_31      0.0402697000
_diffrn_orient_matrix_UB_32      -0.0231572000
_diffrn_orient_matrix_UB_33      0.0268125000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5768
_reflns_number_total             8484
_reflns_odcompleteness_completeness 99.82
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.464
_refine_diff_density_min         -0.614
_refine_diff_density_rms         0.120
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     583
_refine_ls_number_reflns         8484
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0386
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0305P)²+0.9552P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0751
_refine_ls_wR_factor_ref         0.0903
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C18-C19
 1.38 with sigma of 0.01
3.a Aromatic/amide H refined with riding coordinates:
 C20(H20), C22(H22), C23(H23), C21(H21), C19(H19), C48(H48), C49(H49),
 C44(H44), C37(H37), C42(H42), C50(H50), C43(H43), C33(H33), C39(H39), C34(H34),
  C35(H35), C32(H32), C13(H13), C28(H28), C36(H36), C24(H24), C31(H31),
 C15(H15), C26(H26), C27(H27), C16(H16), C25(H25), C14(H14)
3.b Fitted hexagon refined as free rotating group:
 C18(C20,C22,C23,C21,C19)
;
_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
I2 I 0.68380(3) -0.04024(3) 1.05595(2) 0.06204(12) Uani 1 1 d . . . . .
I3 I 0.90727(3) 0.18348(3) 0.82490(3) 0.06280(12) Uani 1 1 d . . . . .
I4 I 1.46619(3) 0.17351(3) 0.55252(3) 0.06388(12) Uani 1 1 d . . . . .
I1 I 0.70222(3) -0.59462(3) 1.32328(3) 0.06624(13) Uani 1 1 d . . . . .
F5 F 1.1020(3) -0.0111(2) 0.8179(2) 0.0754(9) Uani 1 1 d . . . . .
F6 F 1.3126(3) -0.0151(2) 0.7136(2) 0.0765(10) Uani 1 1 d . . . . .
F8 F 1.0669(3) 0.3718(2) 0.6690(2) 0.0815(10) Uani 1 1 d . . . . .
F3 F 0.8895(3) -0.4434(3) 1.1577(2) 0.0835(10) Uani 1 1 d . . . . .
F4 F 0.8834(3) -0.2326(3) 1.0571(2) 0.0858(10) Uani 1 1 d . . . . .
F7 F 1.2783(3) 0.3688(2) 0.5670(2) 0.0831(10) Uani 1 1 d . . . . .
F1 F 0.5141(3) -0.3974(2) 1.3266(2) 0.0897(11) Uani 1 1 d . . . . .
F2 F 0.5055(3) -0.1892(2) 1.2246(2) 0.0851(11) Uani 1 1 d . . . . .
O2 O 0.6749(3) 1.1796(3) 0.4267(3) 0.0797(12) Uani 1 1 d . . . . .
O1 O 0.6730(3) 0.1700(3) 0.9290(3) 0.0782(12) Uani 1 1 d . . . . .
N2 N 0.7592(4) 1.1033(3) 0.4309(3) 0.0557(11) Uani 1 1 d . . . . .
N1 N 0.5982(4) 0.2526(3) 0.9306(3) 0.0601(12) Uani 1 1 d . . . . .
C46 C 0.2388(4) 0.2094(3) 0.2237(3) 0.0425(11) Uani 1 1 d . . . . .
C41 C 0.1535(4) 0.2958(3) 0.2233(3) 0.0413(11) Uani 1 1 d . . . . .
C40 C 0.1871(4) 0.3580(3) 0.2699(3) 0.0463(12) Uani 1 1 d . . . . .
C47 C 0.3240(4) 0.2130(3) 0.2688(3) 0.0456(12) Uani 1 1 d . . . . .
C30 C 0.9349(4) 0.9383(4) 0.4371(3) 0.0450(12) Uani 1 1 d . . . . .
C29 C 1.0278(4) 0.8500(4) 0.4415(3) 0.0460(12) Uani 1 1 d . . . . .
C11 C 1.2522(5) 0.0827(4) 0.7018(4) 0.0528(13) Uani 1 1 d . . . . .
C38 C 0.2909(4) 0.3083(4) 0.2985(3) 0.0483(12) Uani 1 1 d . . . . .
C6 C 0.6937(5) -0.2042(4) 1.1379(3) 0.0500(13) Uani 1 1 d . . . . .
C8 C 1.1440(4) 0.0835(4) 0.7561(3) 0.0514(13) Uani 1 1 d . . . . .
C12 C 1.3014(4) 0.1765(4) 0.6361(3) 0.0497(12) Uani 1 1 d . . . . .
C9 C 1.1257(5) 0.2736(4) 0.6821(4) 0.0542(14) Uani 1 1 d . . . . .
C7 C 1.0765(4) 0.1805(4) 0.7462(3) 0.0519(13) Uani 1 1 d . . . . .
C5 C 0.6031(5) -0.2499(4) 1.2075(4) 0.0568(14) Uani 1 1 d . . . . .
C45 C 0.2377(4) 0.1318(4) 0.1854(3) 0.0519(13) Uani 1 1 d . . . . .
C17 C 0.4405(4) 0.4302(4) 0.9338(3) 0.0503(13) Uani 1 1 d . . . . .
C18 C 0.3575(3) 0.5253(3) 0.9389(3) 0.0552(13) Uani 1 1 d D . . . .
C20 C 0.3870(3) 0.6313(3) 0.8802(2) 0.088(2) Uani 1 1 d G . . . .
H20 H 0.4559 0.6420 0.8367 0.105 Uiso 1 1 calc R . . . .
C22 C 0.3134(4) 0.7212(2) 0.8866(3) 0.098(2) Uani 1 1 d G . . . .
H22 H 0.3331 0.7921 0.8474 0.118 Uiso 1 1 calc R . . . .
C23 C 0.2105(4) 0.7052(3) 0.9517(3) 0.089(2) Uani 1 1 d G . . . .
H23 H 0.1613 0.7654 0.9560 0.107 Uiso 1 1 calc R . . . .
C21 C 0.1810(4) 0.5993(4) 1.0104(3) 0.170(5) Uani 1 1 d G . . . .
H21 H 0.1121 0.5886 1.0540 0.203 Uiso 1 1 calc R . . . .
C19 C 0.2546(4) 0.5093(3) 1.0040(3) 0.161(5) Uani 1 1 d DG . . . .
H19 H 0.2349 0.4384 1.0433 0.193 Uiso 1 1 calc R . . . .
C4 C 0.7906(4) -0.2725(4) 1.1229(3) 0.0537(13) Uani 1 1 d . . . . .
C48 C 0.4132(4) 0.1346(4) 0.2742(3) 0.0553(14) Uani 1 1 d . . . . .
H48 H 0.4715 0.1341 0.3028 0.066 Uiso 1 1 calc R . . . .
C3 C 0.7923(5) -0.3817(4) 1.1766(4) 0.0577(14) Uani 1 1 d . . . . .
C49 C 0.4149(5) 0.0552(4) 0.2358(4) 0.0668(16) Uani 1 1 d . . . . .
H49 H 0.4755 0.0019 0.2399 0.080 Uiso 1 1 calc R . . . .
C1 C 0.7020(5) -0.4275(4) 1.2450(4) 0.0523(13) Uani 1 1 d . . . . .
C10 C 1.2354(5) 0.2731(4) 0.6281(4) 0.0549(14) Uani 1 1 d . . . . .
C44 C 0.1463(5) 0.1428(4) 0.1431(4) 0.0614(14) Uani 1 1 d . . . . .
H44 H 0.1422 0.0934 0.1156 0.074 Uiso 1 1 calc R . . . .
C37 C 0.3423(5) 0.3504(4) 0.3452(4) 0.0630(15) Uani 1 1 d . . . . .
H37 H 0.4100 0.3176 0.3641 0.076 Uiso 1 1 calc R . . . .
C42 C 0.0652(5) 0.3043(4) 0.1820(4) 0.0570(14) Uani 1 1 d . . . . .
H42 H 0.0078 0.3603 0.1802 0.068 Uiso 1 1 calc R . . . .
C50 C 0.3334(5) 0.0519(4) 0.1932(4) 0.0642(15) Uani 1 1 d . . . . .
H50 H 0.3392 -0.0025 0.1687 0.077 Uiso 1 1 calc R . . . .
C43 C 0.0625(5) 0.2266(4) 0.1422(4) 0.0653(15) Uani 1 1 d . . . . .
H43 H 0.0020 0.2321 0.1142 0.078 Uiso 1 1 calc R . . . .
C33 C 0.7468(5) 1.0060(4) 0.4954(4) 0.0698(17) Uani 1 1 d . . . . .
H33 H 0.6776 0.9932 0.5387 0.084 Uiso 1 1 calc R . . . .
C39 C 0.1371(5) 0.4511(4) 0.2888(4) 0.0592(14) Uani 1 1 d . . . . .
H39 H 0.0693 0.4849 0.2706 0.071 Uiso 1 1 calc R . . . .
C2 C 0.6066(5) -0.3590(4) 1.2600(4) 0.0583(14) Uani 1 1 d . . . . .
C34 C 0.8599(5) 1.1193(4) 0.3696(4) 0.0721(17) Uani 1 1 d . . . . .
H34 H 0.8710 1.1867 0.3244 0.087 Uiso 1 1 calc R . . . .
C35 C 0.2893(6) 0.4434(5) 0.3630(4) 0.0711(17) Uani 1 1 d . . . . .
H35 H 0.3221 0.4728 0.3946 0.085 Uiso 1 1 calc R . . . .
C32 C 0.9469(5) 1.0395(4) 0.3715(4) 0.0702(17) Uani 1 1 d . . . . .
H32 H 1.0157 1.0538 0.3276 0.084 Uiso 1 1 calc R . . . .
C13 C 0.4996(5) 0.2402(4) 0.9915(4) 0.0675(16) Uani 1 1 d . . . . .
H13 H 0.4830 0.1707 1.0337 0.081 Uiso 1 1 calc R . . . .
C28 C 1.1403(5) 0.8719(5) 0.3884(4) 0.0713(17) Uani 1 1 d . . . . .
H28 H 1.1575 0.9429 0.3486 0.086 Uiso 1 1 calc R . . . .
C36 C 0.1898(6) 0.4929(4) 0.3350(4) 0.0700(16) Uani 1 1 d . . . . .
H36 H 0.1572 0.5557 0.3474 0.084 Uiso 1 1 calc R . . . .
C24 C 1.2044(6) 0.6869(5) 0.4510(5) 0.0788(19) Uani 1 1 d . . . . .
H24 H 1.2645 0.6332 0.4553 0.095 Uiso 1 1 calc R . . . .
C31 C 0.8317(5) 0.9255(4) 0.4997(4) 0.0637(15) Uani 1 1 d . . . . .
H31 H 0.8198 0.8597 0.5464 0.076 Uiso 1 1 calc R . . . .
C15 C 0.4210(5) 0.3257(4) 0.9947(4) 0.0693(16) Uani 1 1 d . . . . .
H15 H 0.3528 0.3130 1.0390 0.083 Uiso 1 1 calc R . . . .
C26 C 1.2270(5) 0.7911(5) 0.3931(4) 0.0779(18) Uani 1 1 d . . . . .
H26 H 1.3020 0.8077 0.3562 0.094 Uiso 1 1 calc R . . . .
C27 C 1.0057(5) 0.7415(5) 0.4983(4) 0.0809(19) Uani 1 1 d . . . . .
H27 H 0.9304 0.7227 0.5340 0.097 Uiso 1 1 calc R . . . .
C16 C 0.5410(5) 0.4387(5) 0.8702(4) 0.099(3) Uani 1 1 d . . . . .
H16 H 0.5576 0.5065 0.8259 0.119 Uiso 1 1 calc R . . . .
C25 C 1.0948(7) 0.6619(5) 0.5020(5) 0.096(2) Uani 1 1 d . . . . .
H25 H 1.0788 0.5899 0.5404 0.115 Uiso 1 1 calc R . . . .
C14 C 0.6176(6) 0.3520(5) 0.8691(4) 0.108(3) Uani 1 1 d . . . . .
H14 H 0.6851 0.3623 0.8245 0.129 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I2 C6 2.090(5) . ?
I3 C7 2.091(5) . ?
I4 C12 2.089(5) . ?
I1 C1 2.092(5) . ?
F5 C8 1.336(5) . ?
F6 C11 1.355(5) . ?
F8 C9 1.350(5) . ?
F3 C3 1.354(5) . ?
F4 C4 1.335(6) . ?
F7 C10 1.342(6) . ?
F1 C2 1.336(6) . ?
F2 C5 1.343(5) . ?
O2 N2 1.313(5) . ?
O1 N1 1.309(5) . ?
N2 C33 1.335(6) . ?
N2 C34 1.338(6) . ?
N1 C13 1.321(7) . ?
N1 C14 1.333(7) . ?
C46 C41 1.414(6) . ?
C46 C47 1.417(6) . ?
C46 C45 1.383(7) . ?
C41 C40 1.457(6) . ?
C41 C42 1.361(6) . ?
C40 C38 1.422(6) . ?
C40 C39 1.389(6) . ?
C47 C38 1.474(6) . ?
C47 C48 1.370(6) . ?
C30 C29 1.483(6) . ?
C30 C32 1.378(7) . ?
C30 C31 1.371(7) . ?
C29 C28 1.379(7) . ?
C29 C27 1.394(7) . ?
C11 C8 1.364(7) . ?
C11 C12 1.377(7) . ?
C38 C37 1.385(7) . ?
C6 C5 1.366(7) . ?
C6 C4 1.388(6) . ?
C8 C7 1.388(6) . ?
C12 C10 1.378(6) . ?
C9 C7 1.360(7) . ?
C9 C10 1.373(7) . ?
C5 C2 1.377(7) . ?
C45 C44 1.400(7) . ?
C45 C50 1.435(7) . ?
C17 C18 1.496(6) . ?
C17 C15 1.376(7) . ?
C17 C16 1.366(7) . ?
C18 C20 1.3900 . ?
C18 C19 1.3900 . ?
C20 H20 0.9300 . ?
C20 C22 1.3900 . ?
C22 H22 0.9300 . ?
C22 C23 1.3900 . ?
C23 H23 0.9300 . ?
C23 C21 1.3900 . ?
C21 H21 0.9300 . ?
C21 C19 1.3900 . ?
C19 H19 0.9300 . ?
C4 C3 1.381(7) . ?
C48 H48 0.9300 . ?
C48 C49 1.399(8) . ?
C3 C1 1.355(7) . ?
C49 H49 0.9300 . ?
C49 C50 1.347(7) . ?
C1 C2 1.377(7) . ?
C44 H44 0.9300 . ?
C44 C43 1.379(7) . ?
C37 H37 0.9300 . ?
C37 C35 1.389(7) . ?
C42 H42 0.9300 . ?
C42 C43 1.409(7) . ?
C50 H50 0.9300 . ?
C43 H43 0.9300 . ?
C33 H33 0.9300 . ?
C33 C31 1.353(7) . ?
C39 H39 0.9300 . ?
C39 C36 1.385(7) . ?
C34 H34 0.9300 . ?
C34 C32 1.366(7) . ?
C35 H35 0.9300 . ?
C35 C36 1.374(7) . ?
C32 H32 0.9300 . ?
C13 H13 0.9300 . ?
C13 C15 1.367(7) . ?
C28 H28 0.9300 . ?
C28 C26 1.370(7) . ?
C36 H36 0.9300 . ?
C24 H24 0.9300 . ?
C24 C26 1.358(8) . ?
C24 C25 1.345(9) . ?
C31 H31 0.9300 . ?
C15 H15 0.9300 . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C27 C25 1.379(8) . ?
C16 H16 0.9300 . ?
C16 C14 1.360(7) . ?
C25 H25 0.9300 . ?
C14 H14 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 N2 C33 121.4(4) . . ?
O2 N2 C34 121.1(4) . . ?
C33 N2 C34 117.5(5) . . ?
O1 N1 C13 121.5(4) . . ?
O1 N1 C14 120.9(5) . . ?
C13 N1 C14 117.5(5) . . ?
C41 C46 C47 110.8(4) . . ?
C45 C46 C41 124.1(4) . . ?
C45 C46 C47 125.1(4) . . ?
C46 C41 C40 106.4(4) . . ?
C42 C41 C46 118.2(4) . . ?
C42 C41 C40 135.3(4) . . ?
C38 C40 C41 108.9(4) . . ?
C39 C40 C41 131.8(4) . . ?
C39 C40 C38 119.3(5) . . ?
C46 C47 C38 106.6(4) . . ?
C48 C47 C46 117.6(5) . . ?
C48 C47 C38 135.8(5) . . ?
C32 C30 C29 122.7(5) . . ?
C31 C30 C29 122.0(4) . . ?
C31 C30 C32 115.2(5) . . ?
C28 C29 C30 121.1(4) . . ?
C28 C29 C27 117.0(5) . . ?
C27 C29 C30 121.9(5) . . ?
F6 C11 C8 117.9(5) . . ?
F6 C11 C12 119.3(5) . . ?
C8 C11 C12 122.8(4) . . ?
C40 C38 C47 107.2(4) . . ?
C37 C38 C40 121.3(5) . . ?
C37 C38 C47 131.5(5) . . ?
C5 C6 I2 121.3(4) . . ?
C5 C6 C4 117.0(4) . . ?
C4 C6 I2 121.7(4) . . ?
F5 C8 C11 119.2(4) . . ?
F5 C8 C7 120.1(5) . . ?
C11 C8 C7 120.7(5) . . ?
C11 C12 I4 122.3(3) . . ?
C11 C12 C10 116.2(5) . . ?
C10 C12 I4 121.5(4) . . ?
F8 C9 C7 120.4(5) . . ?
F8 C9 C10 116.9(5) . . ?
C7 C9 C10 122.7(4) . . ?
C8 C7 I3 121.8(4) . . ?
C9 C7 I3 121.6(4) . . ?
C9 C7 C8 116.6(5) . . ?
F2 C5 C6 120.1(4) . . ?
F2 C5 C2 118.1(5) . . ?
C6 C5 C2 121.8(5) . . ?
C46 C45 C44 116.5(4) . . ?
C46 C45 C50 114.6(5) . . ?
C44 C45 C50 128.9(5) . . ?
C15 C17 C18 121.7(5) . . ?
C16 C17 C18 123.8(4) . . ?
C16 C17 C15 114.4(5) . . ?
C20 C18 C17 119.4(3) . . ?
C20 C18 C19 120.0 . . ?
C19 C18 C17 120.5(3) . . ?
C18 C20 H20 120.0 . . ?
C18 C20 C22 120.0 . . ?
C22 C20 H20 120.0 . . ?
C20 C22 H22 120.0 . . ?
C23 C22 C20 120.0 . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C21 120.0 . . ?
C21 C23 H23 120.0 . . ?
C23 C21 H21 120.0 . . ?
C23 C21 C19 120.0 . . ?
C19 C21 H21 120.0 . . ?
C18 C19 H19 120.0 . . ?
C21 C19 C18 120.0 . . ?
C21 C19 H19 120.0 . . ?
F4 C4 C6 120.1(4) . . ?
F4 C4 C3 119.6(5) . . ?
C3 C4 C6 120.2(5) . . ?
C47 C48 H48 120.7 . . ?
C47 C48 C49 118.7(5) . . ?
C49 C48 H48 120.7 . . ?
F3 C3 C4 116.9(5) . . ?
F3 C3 C1 120.2(4) . . ?
C1 C3 C4 122.9(5) . . ?
C48 C49 H49 118.3 . . ?
C50 C49 C48 123.4(5) . . ?
C50 C49 H49 118.3 . . ?
C3 C1 I1 122.7(4) . . ?
C3 C1 C2 116.6(4) . . ?
C2 C1 I1 120.7(4) . . ?
F7 C10 C12 120.0(5) . . ?
F7 C10 C9 119.0(4) . . ?
C9 C10 C12 121.0(5) . . ?
C45 C44 H44 119.9 . . ?
C43 C44 C45 120.1(5) . . ?
C43 C44 H44 119.9 . . ?
C38 C37 H37 121.1 . . ?
C38 C37 C35 117.7(5) . . ?
C35 C37 H37 121.1 . . ?
C41 C42 H42 120.6 . . ?
C41 C42 C43 118.8(5) . . ?
C43 C42 H42 120.6 . . ?
C45 C50 H50 119.7 . . ?
C49 C50 C45 120.6(5) . . ?
C49 C50 H50 119.7 . . ?
C44 C43 C42 122.3(5) . . ?
C44 C43 H43 118.9 . . ?
C42 C43 H43 118.9 . . ?
N2 C33 H33 118.9 . . ?
N2 C33 C31 122.2(5) . . ?
C31 C33 H33 118.9 . . ?
C40 C39 H39 120.5 . . ?
C36 C39 C40 118.9(5) . . ?
C36 C39 H39 120.5 . . ?
F1 C2 C5 118.1(5) . . ?
F1 C2 C1 120.4(5) . . ?
C5 C2 C1 121.4(5) . . ?
N2 C34 H34 119.0 . . ?
N2 C34 C32 121.9(5) . . ?
C32 C34 H34 119.0 . . ?
C37 C35 H35 119.2 . . ?
C36 C35 C37 121.6(5) . . ?
C36 C35 H35 119.2 . . ?
C30 C32 H32 119.4 . . ?
C34 C32 C30 121.3(5) . . ?
C34 C32 H32 119.4 . . ?
N1 C13 H13 118.8 . . ?
N1 C13 C15 122.4(5) . . ?
C15 C13 H13 118.8 . . ?
C29 C28 H28 119.3 . . ?
C26 C28 C29 121.3(5) . . ?
C26 C28 H28 119.3 . . ?
C39 C36 H36 119.4 . . ?
C35 C36 C39 121.2(5) . . ?
C35 C36 H36 119.4 . . ?
C26 C24 H24 120.1 . . ?
C25 C24 H24 120.1 . . ?
C25 C24 C26 119.7(6) . . ?
C30 C31 H31 119.1 . . ?
C33 C31 C30 121.9(5) . . ?
C33 C31 H31 119.1 . . ?
C17 C15 H15 119.3 . . ?
C13 C15 C17 121.4(5) . . ?
C13 C15 H15 119.3 . . ?
C28 C26 H26 119.7 . . ?
C24 C26 C28 120.5(6) . . ?
C24 C26 H26 119.7 . . ?
C29 C27 H27 119.7 . . ?
C25 C27 C29 120.5(6) . . ?
C25 C27 H27 119.7 . . ?
C17 C16 H16 118.7 . . ?
C14 C16 C17 122.6(5) . . ?
C14 C16 H16 118.7 . . ?
C24 C25 C27 120.9(6) . . ?
C24 C25 H25 119.6 . . ?
C27 C25 H25 119.6 . . ?
N1 C14 C16 121.5(6) . . ?
N1 C14 H14 119.2 . . ?
C16 C14 H14 119.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
I2 C6 C5 F2 -0.4(7) . . . . ?
I2 C6 C5 C2 177.4(4) . . . . ?
I2 C6 C4 F4 3.3(7) . . . . ?
I2 C6 C4 C3 -177.5(4) . . . . ?
I4 C12 C10 F7 -1.9(7) . . . . ?
I4 C12 C10 C9 178.3(4) . . . . ?
I1 C1 C2 F1 2.1(7) . . . . ?
I1 C1 C2 C5 -177.8(4) . . . . ?
F5 C8 C7 I3 -0.9(6) . . . . ?
F5 C8 C7 C9 179.6(5) . . . . ?
F6 C11 C8 F5 -0.2(7) . . . . ?
F6 C11 C8 C7 -178.6(4) . . . . ?
F6 C11 C12 I4 0.6(6) . . . . ?
F6 C11 C12 C10 -179.7(4) . . . . ?
F8 C9 C7 I3 1.7(7) . . . . ?
F8 C9 C7 C8 -178.9(4) . . . . ?
F8 C9 C10 F7 0.8(7) . . . . ?
F8 C9 C10 C12 -179.4(4) . . . . ?
F3 C3 C1 I1 -2.0(7) . . . . ?
F3 C3 C1 C2 179.7(5) . . . . ?
F4 C4 C3 F3 -1.0(7) . . . . ?
F4 C4 C3 C1 179.3(5) . . . . ?
F2 C5 C2 F1 -2.0(8) . . . . ?
F2 C5 C2 C1 177.9(5) . . . . ?
O2 N2 C33 C31 178.5(5) . . . . ?
O2 N2 C34 C32 -177.8(5) . . . . ?
O1 N1 C13 C15 179.3(5) . . . . ?
O1 N1 C14 C16 -179.7(7) . . . . ?
N2 C33 C31 C30 -1.3(9) . . . . ?
N2 C34 C32 C30 -0.1(10) . . . . ?
N1 C13 C15 C17 0.3(9) . . . . ?
C46 C41 C40 C38 -0.5(5) . . . . ?
C46 C41 C40 C39 179.2(5) . . . . ?
C46 C41 C42 C43 0.3(7) . . . . ?
C46 C47 C38 C40 0.0(5) . . . . ?
C46 C47 C38 C37 180.0(5) . . . . ?
C46 C47 C48 C49 -0.5(7) . . . . ?
C46 C45 C44 C43 -1.0(7) . . . . ?
C46 C45 C50 C49 0.6(7) . . . . ?
C41 C46 C47 C38 -0.4(5) . . . . ?
C41 C46 C47 C48 -179.5(4) . . . . ?
C41 C46 C45 C44 1.0(7) . . . . ?
C41 C46 C45 C50 179.6(4) . . . . ?
C41 C40 C38 C47 0.3(5) . . . . ?
C41 C40 C38 C37 -179.7(5) . . . . ?
C41 C40 C39 C36 -179.8(5) . . . . ?
C41 C42 C43 C44 -0.3(8) . . . . ?
C40 C41 C42 C43 179.2(5) . . . . ?
C40 C38 C37 C35 -0.3(7) . . . . ?
C40 C39 C36 C35 -0.6(8) . . . . ?
C47 C46 C41 C40 0.5(5) . . . . ?
C47 C46 C41 C42 179.7(4) . . . . ?
C47 C46 C45 C44 -179.5(5) . . . . ?
C47 C46 C45 C50 -0.9(7) . . . . ?
C47 C38 C37 C35 179.7(5) . . . . ?
C47 C48 C49 C50 0.3(8) . . . . ?
C30 C29 C28 C26 179.0(5) . . . . ?
C30 C29 C27 C25 -178.7(6) . . . . ?
C29 C30 C32 C34 -179.6(5) . . . . ?
C29 C30 C31 C33 -179.7(5) . . . . ?
C29 C28 C26 C24 -0.5(10) . . . . ?
C29 C27 C25 C24 -0.1(11) . . . . ?
C11 C8 C7 I3 177.4(4) . . . . ?
C11 C8 C7 C9 -2.0(7) . . . . ?
C11 C12 C10 F7 178.4(5) . . . . ?
C11 C12 C10 C9 -1.4(7) . . . . ?
C38 C40 C39 C36 -0.1(7) . . . . ?
C38 C47 C48 C49 -179.4(5) . . . . ?
C38 C37 C35 C36 -0.4(8) . . . . ?
C6 C5 C2 F1 -179.8(5) . . . . ?
C6 C5 C2 C1 0.0(9) . . . . ?
C6 C4 C3 F3 179.8(5) . . . . ?
C6 C4 C3 C1 0.1(8) . . . . ?
C8 C11 C12 I4 -179.1(4) . . . . ?
C8 C11 C12 C10 0.5(8) . . . . ?
C12 C11 C8 F5 179.6(4) . . . . ?
C12 C11 C8 C7 1.2(8) . . . . ?
C7 C9 C10 F7 -179.2(5) . . . . ?
C7 C9 C10 C12 0.5(8) . . . . ?
C5 C6 C4 F4 -178.6(5) . . . . ?
C5 C6 C4 C3 0.5(8) . . . . ?
C45 C46 C41 C40 -179.9(4) . . . . ?
C45 C46 C41 C42 -0.7(7) . . . . ?
C45 C46 C47 C38 -179.9(4) . . . . ?
C45 C46 C47 C48 0.9(7) . . . . ?
C45 C44 C43 C42 0.7(8) . . . . ?
C17 C18 C20 C22 -177.0(4) . . . . ?
C17 C18 C19 C21 177.0(4) . . . . ?
C17 C16 C14 N1 0.4(13) . . . . ?
C18 C17 C15 C13 -177.4(5) . . . . ?
C18 C17 C16 C14 177.1(6) . . . . ?
C18 C20 C22 C23 0.0 . . . . ?
C20 C18 C19 C21 0.0 . . . . ?
C20 C22 C23 C21 0.0 . . . . ?
C22 C23 C21 C19 0.0 . . . . ?
C23 C21 C19 C18 0.0 . . . . ?
C19 C18 C20 C22 0.0 . . . . ?
C4 C6 C5 F2 -178.5(5) . . . . ?
C4 C6 C5 C2 -0.6(8) . . . . ?
C4 C3 C1 I1 177.6(4) . . . . ?
C4 C3 C1 C2 -0.7(8) . . . . ?
C48 C47 C38 C40 179.0(5) . . . . ?
C48 C47 C38 C37 -1.1(9) . . . . ?
C48 C49 C50 C45 -0.3(8) . . . . ?
C3 C1 C2 F1 -179.5(5) . . . . ?
C3 C1 C2 C5 0.6(8) . . . . ?
C10 C9 C7 I3 -178.3(4) . . . . ?
C10 C9 C7 C8 1.2(8) . . . . ?
C44 C45 C50 C49 179.0(5) . . . . ?
C37 C35 C36 C39 0.9(9) . . . . ?
C42 C41 C40 C38 -179.5(5) . . . . ?
C42 C41 C40 C39 0.2(9) . . . . ?
C50 C45 C44 C43 -179.3(5) . . . . ?
C33 N2 C34 C32 0.7(9) . . . . ?
C39 C40 C38 C47 -179.5(4) . . . . ?
C39 C40 C38 C37 0.6(7) . . . . ?
C34 N2 C33 C31 -0.1(9) . . . . ?
C32 C30 C29 C28 11.9(8) . . . . ?
C32 C30 C29 C27 -167.4(5) . . . . ?
C32 C30 C31 C33 1.8(8) . . . . ?
C13 N1 C14 C16 2.1(11) . . . . ?
C28 C29 C27 C25 2.0(9) . . . . ?
C31 C30 C29 C28 -166.4(5) . . . . ?
C31 C30 C29 C27 14.3(8) . . . . ?
C31 C30 C32 C34 -1.2(8) . . . . ?
C15 C17 C18 C20 174.1(4) . . . . ?
C15 C17 C18 C19 -2.8(6) . . . . ?
C15 C17 C16 C14 -2.4(10) . . . . ?
C26 C24 C25 C27 -2.1(11) . . . . ?
C27 C29 C28 C26 -1.6(9) . . . . ?
C16 C17 C18 C20 -5.3(7) . . . . ?
C16 C17 C18 C19 177.7(5) . . . . ?
C16 C17 C15 C13 2.1(9) . . . . ?
C25 C24 C26 C28 2.4(10) . . . . ?
C14 N1 C13 C15 -2.4(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 1.537
_oxdiff_exptl_absorpt_empirical_full_min 0.691

# start Validation Reply Form
_vrf_PLAT910_20170612c           
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         16 Note  
RESPONSE: some reflections below theta (min) are too strong, and therefore these
reflections were excluded
;
# end Validation Reply Form
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20171024a
_database_code_depnum_ccdc_archive 'CCDC 2013544'
loop_
_audit_author_name
_audit_author_address
'Wang Hui'
;Shanxi Normal University
China
;
_audit_update_record             
;
2020-08-03 deposited with the CCDC.	2020-08-03 downloaded from the CCDC.
;
_audit_creation_date             2020-07-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '3(C6 F4 I2), 3(C11 H9 N O), C18 H12'
_chemical_formula_sum            'C69 H39 F12 I6 N3 O3'
_chemical_formula_weight         1947.43
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         c1h1n1o1i1f1
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   24.6480(10)
_cell_length_b                   15.7428(5)
_cell_length_c                   19.4112(5)
_cell_angle_alpha                90
_cell_angle_beta                 121.721(2)
_cell_angle_gamma                90
_cell_volume                     6406.9(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14507
_cell_measurement_temperature    100.00(19)
_cell_measurement_theta_max      29.2720
_cell_measurement_theta_min      3.8400
_shelx_estimated_absorpt_T_max   0.754
_shelx_estimated_absorpt_T_min   0.662
_exptl_absorpt_coefficient_mu    2.995
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77465
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    2.019
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             3696
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0537
_diffrn_reflns_av_unetI/netI     0.0673
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.864
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            30479
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.864
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.932
_diffrn_reflns_theta_min         3.189
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(19)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.864
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -54.00  41.00   1.00   17.01    --   12.61 -57.00  60.00   95
  2  ω    -19.00  52.00   1.00   17.01    --   12.61 -99.00 -30.00   71
  3  ω     45.00  83.00   1.00   17.01    --   12.61 178.00  60.00   38
  4  ω    -19.00  46.00   1.00   17.01    --   12.61  77.00   0.00   65
  5  ω    -13.00  86.00   1.00   17.01    --   12.61  57.00-150.00   99
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0018380000
_diffrn_orient_matrix_UB_12      0.0416325000
_diffrn_orient_matrix_UB_13      0.0132965000
_diffrn_orient_matrix_UB_21      -0.0347505000
_diffrn_orient_matrix_UB_22      -0.0055727000
_diffrn_orient_matrix_UB_23      0.0039763000
_diffrn_orient_matrix_UB_31      0.0159820000
_diffrn_orient_matrix_UB_32      -0.0162685000
_diffrn_orient_matrix_UB_33      0.0309510000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.935
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.865
_reflns_number_gt                10969
_reflns_number_total             13540
_reflns_odcompleteness_completeness 99.71
_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 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         2.223
_refine_diff_density_min         -1.571
_refine_diff_density_rms         0.185
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.03(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     797
_refine_ls_number_reflns         13540
_refine_ls_number_restraints     589
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0496
_refine_ls_restrained_S_all      1.051
_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)+(0.0511P)²+25.3988P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1159
_refine_ls_wR_factor_ref         0.1309
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.97(5)
 0.03(5)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3. Uiso/Uaniso restraints and constraints
C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C7 \\sim C8 \\sim C9
\\sim C10 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17
\\sim C18: within 3.8A with sigma of 0.02 and sigma for terminal atoms of 0.04
Uanis(C55) \\sim Ueq, Uanis(C29) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C1) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C4) \\sim
Ueq, Uanis(C5) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C8)
\\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C11) \\sim Ueq,
Uanis(C12) \\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(C15)
\\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(C18) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
4.a :
 C1(C2,C3,C4,C5,C6,C7,C8,C9,C10,C11,C12,C13,C14,C15,C16,C17,C18)
4.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C13(H13),
 C14(H14), C16(H16), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C25(H25),
  C26(H26), C27(H27), C28(H28), C29(H29), C36(H36), C37(H37), C38(H38),
 C41(H41), C42(H42), C55(H55), C56(H56), C59(H59), C60(H60), C61(H61), C62(H62),
  C63(H63), C64(H64), C65(H65), C68(H68), C69(H69), C70(H70), C71(H71), C72(H72)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.3300(3) 0.5410(7) 0.8018(4) 0.033(2) Uani 1 1 d . . . . .
F2 F 0.3312(4) 0.6510(6) 0.6995(5) 0.031(2) Uani 1 1 d . . . . .
F3 F 0.3398(4) 0.3121(5) 0.6499(5) 0.0340(19) Uani 1 1 d . . . . .
F4 F 0.3371(3) 0.4240(7) 0.5438(4) 0.034(2) Uani 1 1 d . . . . .
F5 F 0.9939(4) -0.1454(6) 0.7702(5) 0.034(2) Uani 1 1 d . . . . .
F6 F 0.9904(3) -0.0374(7) 0.8733(4) 0.032(2) Uani 1 1 d . . . . .
F7 F 1.0055(3) 0.0854(7) 0.6220(4) 0.0258(18) Uani 1 1 d . . . . .
F8 F 1.0017(4) 0.1911(6) 0.7239(5) 0.0314(18) Uani 1 1 d . . . . .
F9 F 0.3280(4) 0.3145(6) 0.1985(5) 0.0325(19) Uani 1 1 d . . . . .
F10 F 0.3225(3) 0.4244(7) 0.2996(4) 0.0296(19) Uani 1 1 d . . . . .
F11 F 0.3464(3) 0.5435(6) 0.0541(4) 0.0283(17) Uani 1 1 d . . . . .
F12 F 0.3439(4) 0.6510(6) 0.1561(5) 0.034(2) Uani 1 1 d . . . . .
I1 I 0.33406(3) 0.33653(5) 0.81051(4) 0.02474(19) Uani 1 1 d . . . . .
I2 I 0.33139(3) 0.62738(5) 0.53534(4) 0.02280(18) Uani 1 1 d . . . . .
I3 I 1.00283(3) -0.12023(5) 0.61241(4) 0.02175(19) Uani 1 1 d . . . . .
I4 I 0.99453(3) 0.16511(5) 0.88388(5) 0.0264(2) Uani 1 1 d . . . . .
I5 I 0.33047(3) 0.62705(5) 0.31116(4) 0.02345(19) Uani 1 1 d . . . . .
I6 I 0.33690(3) 0.33857(5) 0.04057(4) 0.02518(19) Uani 1 1 d . . . . .
N1 N 0.1733(4) 0.6497(8) 0.0793(5) 0.024(3) Uani 1 1 d . . . . .
N2 N 1.0000 0.6881(11) 0.5000 0.019(3) Uani 1 2 d S T P . .
N3 N 0.3237(5) -0.1856(9) 0.4182(6) 0.025(3) Uani 1 1 d . . . . .
N4 N 0.5000 -0.1479(12) 1.0000 0.025(4) Uani 1 2 d S T P . .
O1 O 0.1757(5) 0.7314(8) 0.0810(5) 0.035(3) Uani 1 1 d . . . . .
O2 O 1.0000 0.7723(9) 0.5000 0.027(3) Uani 1 2 d S T P . .
O3 O 0.3201(5) -0.2682(7) 0.4150(5) 0.031(2) Uani 1 1 d . . . . .
O4 O 0.5000 -0.2311(12) 1.0000 0.041(4) Uani 1 2 d S T P . .
C1 C -0.2178(3) 0.4492(5) 0.6461(4) 0.047(3) Uani 1 1 d . U . . .
H1 H -0.2614 0.4501 0.6261 0.056 Uiso 1 1 calc R . . . .
C2 C -0.1875(3) 0.3698(5) 0.6572(4) 0.054(3) Uani 1 1 d G U . . .
H2 H -0.2098 0.3188 0.6437 0.065 Uiso 1 1 calc R . . . .
C3 C -0.1211(3) 0.3734(4) 0.6901(4) 0.057(3) Uani 1 1 d G U . . .
H3 H -0.0993 0.3225 0.6988 0.069 Uiso 1 1 calc R . . . .
C4 C -0.0879(2) 0.4445(4) 0.7094(3) 0.060(3) Uani 1 1 d G U . . .
C5 C -0.0238(2) 0.4253(3) 0.7388(3) 0.076(4) Uani 1 1 d G U . . .
H5 H -0.0110 0.3689 0.7438 0.091 Uiso 1 1 calc R . . . .
C6 C 0.01941(19) 0.4881(3) 0.7599(2) 0.068(3) Uani 1 1 d G U . . .
C7 C 0.0853(2) 0.4667(4) 0.7881(2) 0.059(3) Uani 1 1 d G U . . .
C8 C 0.1215(2) 0.3914(4) 0.8026(4) 0.059(3) Uani 1 1 d G U . . .
H8 H 0.1017 0.3387 0.7918 0.070 Uiso 1 1 calc R . . . .
C9 C 0.1905(3) 0.3967(5) 0.8348(4) 0.049(3) Uani 1 1 d G U . . .
H9 H 0.2138 0.3472 0.8432 0.059 Uiso 1 1 calc R . . . .
C10 C 0.2189(3) 0.4695(5) 0.8514(3) 0.041(3) Uani 1 1 d G U . . .
H10 H 0.2626 0.4718 0.8729 0.049 Uiso 1 1 calc R . . . .
C11 C 0.1834(3) 0.5472(5) 0.8369(3) 0.049(3) Uani 1 1 d G U . . .
H11 H 0.2040 0.5994 0.8490 0.059 Uiso 1 1 calc R . . . .
C12 C 0.1174(2) 0.5429(4) 0.8044(3) 0.065(3) Uani 1 1 d G U . . .
C13 C 0.0884(3) 0.6221(4) 0.7936(4) 0.078(4) Uani 1 1 d G U . . .
H13 H 0.1160 0.6683 0.8090 0.094 Uiso 1 1 calc R . . . .
C14 C 0.0259(3) 0.6429(4) 0.7641(4) 0.087(4) Uani 1 1 d G U . . .
H14 H 0.0097 0.6977 0.7566 0.104 Uiso 1 1 calc R . . . .
C15 C -0.0086(2) 0.5693(3) 0.7475(3) 0.051(3) Uani 1 1 d G U . . .
C16 C -0.0736(3) 0.5905(4) 0.7183(3) 0.081(4) Uani 1 1 d G U . . .
H16 H -0.0867 0.6467 0.7136 0.097 Uiso 1 1 calc R . . . .
C17 C -0.1168(3) 0.5235(4) 0.6969(3) 0.054(3) Uani 1 1 d G U . . .
C18 C -0.1869(3) 0.5221(5) 0.6631(3) 0.037(3) Uani 1 1 d G U . . .
H18 H -0.2089 0.5729 0.6539 0.045 Uiso 1 1 calc R . . . .
C19 C 0.1807(6) 0.6043(9) 0.0254(7) 0.026(3) Uani 1 1 d . . . . .
H19 H 0.1865 0.6336 -0.0119 0.031 Uiso 1 1 calc R . . . .
C20 C 0.1800(6) 0.5187(10) 0.0232(7) 0.028(3) Uani 1 1 d . . . . .
H20 H 0.1859 0.4906 -0.0145 0.033 Uiso 1 1 calc R . . . .
C21 C 0.1641(5) 0.6050(12) 0.1335(8) 0.031(4) Uani 1 1 d . . . . .
H21 H 0.1592 0.6348 0.1713 0.038 Uiso 1 1 calc R . . . .
C22 C 0.1619(5) 0.5201(9) 0.1331(7) 0.023(3) Uani 1 1 d . . . . .
H22 H 0.1548 0.4925 0.1700 0.027 Uiso 1 1 calc R . . . .
C23 C 0.1702(5) 0.4710(13) 0.0782(7) 0.029(4) Uani 1 1 d . . . . .
C24 C 0.1692(5) 0.3773(12) 0.0782(7) 0.025(4) Uani 1 1 d . . . . .
C25 C 0.1751(6) 0.3330(11) 0.1435(8) 0.033(3) Uani 1 1 d . . . . .
H25 H 0.1795 0.3626 0.1876 0.039 Uiso 1 1 calc R . . . .
C26 C 0.1744(7) 0.2462(11) 0.1435(8) 0.039(4) Uani 1 1 d . . . . .
H26 H 0.1785 0.2172 0.1877 0.046 Uiso 1 1 calc R . . . .
C27 C 0.1677(6) 0.2010(13) 0.0780(9) 0.040(5) Uani 1 1 d . . . . .
H27 H 0.1664 0.1419 0.0780 0.049 Uiso 1 1 calc R . . . .
C28 C 0.1628(7) 0.2439(11) 0.0130(8) 0.040(4) Uani 1 1 d . . . . .
H28 H 0.1592 0.2140 -0.0306 0.048 Uiso 1 1 calc R . . . .
C29 C 0.1634(5) 0.3309(10) 0.0134(7) 0.024(3) Uani 1 1 d . U . . .
H29 H 0.1599 0.3598 -0.0306 0.029 Uiso 1 1 calc R . . . .
C30 C 0.3353(5) 0.4230(10) 0.7306(7) 0.023(3) Uani 1 1 d . . . . .
C31 C 0.3329(5) 0.5075(11) 0.7396(8) 0.028(3) Uani 1 1 d . . . . .
C32 C 0.3333(6) 0.5670(11) 0.6870(8) 0.026(3) Uani 1 1 d . . . . .
C33 C 0.3345(5) 0.5424(9) 0.6196(7) 0.018(3) Uani 1 1 d . . . . .
C34 C 0.3364(5) 0.4544(9) 0.6087(7) 0.020(3) Uani 1 1 d . . . . .
C35 C 0.3385(5) 0.3955(9) 0.6653(8) 0.019(3) Uani 1 1 d . . . . .
C36 C 1.0000 0.2439(14) 0.5000 0.033(5) Uani 1 2 d S T P . .
H36 H 1.0000 0.1849 0.5000 0.040 Uiso 1 2 calc RS T P . .
C37 C 0.9863(6) 0.2833(10) 0.5506(8) 0.033(3) Uani 1 1 d . . . . .
H37 H 0.9774 0.2525 0.5844 0.039 Uiso 1 1 calc R . . . .
C38 C 0.9860(5) 0.3712(9) 0.5506(7) 0.025(3) Uani 1 1 d . . . . .
H38 H 0.9764 0.3999 0.5848 0.030 Uiso 1 1 calc R . . . .
C39 C 1.0000 0.4183(15) 0.5000 0.019(4) Uani 1 2 d S T P . .
C40 C 1.0000 0.5124(13) 0.5000 0.022(4) Uani 1 2 d S T P . .
C41 C 0.9836(5) 0.5574(10) 0.4301(7) 0.028(3) Uani 1 1 d . . . . .
H41 H 0.9723 0.5289 0.3825 0.033 Uiso 1 1 calc R . . . .
C42 C 0.9843(5) 0.6439(9) 0.4323(7) 0.025(3) Uani 1 1 d . . . . .
H42 H 0.9736 0.6737 0.3854 0.030 Uiso 1 1 calc R . . . .
C43 C 0.9962(6) -0.0611(10) 0.7569(8) 0.024(3) Uani 1 1 d . . . . .
C44 C 1.0004(5) -0.0342(9) 0.6931(8) 0.020(3) Uani 1 1 d . . . . .
C45 C 1.0028(5) 0.0520(9) 0.6837(7) 0.021(3) Uani 1 1 d . . . . .
C46 C 1.0004(6) 0.1085(9) 0.7366(8) 0.019(3) Uani 1 1 d . . . . .
C47 C 0.9966(5) 0.0816(10) 0.8025(7) 0.022(3) Uani 1 1 d . . . . .
C48 C 0.9949(5) -0.0072(11) 0.8116(8) 0.025(3) Uani 1 1 d . . . . .
C49 C 0.3338(5) 0.5402(10) 0.2315(7) 0.023(3) Uani 1 1 d . . . . .
C50 C 0.3301(5) 0.4539(9) 0.2405(7) 0.021(3) Uani 1 1 d . . . . .
C51 C 0.3313(6) 0.3982(11) 0.1869(9) 0.028(4) Uani 1 1 d . . . . .
C52 C 0.3382(5) 0.4258(10) 0.1237(8) 0.024(3) Uani 1 1 d . . . . .
C53 C 0.3419(5) 0.5115(10) 0.1153(8) 0.025(3) Uani 1 1 d . . . . .
C54 C 0.3390(6) 0.5690(10) 0.1676(8) 0.027(3) Uani 1 1 d . . . . .
C55 C 0.4919(6) -0.1050(10) 0.9346(7) 0.026(3) Uani 1 1 d . U . . .
H55 H 0.4858 -0.1343 0.8895 0.031 Uiso 1 1 calc R . . . .
C56 C 0.4928(6) -0.0157(10) 0.9358(8) 0.030(3) Uani 1 1 d . . . . .
H56 H 0.4883 0.0130 0.8913 0.036 Uiso 1 1 calc R . . . .
C57 C 0.5000 0.0312(12) 1.0000 0.017(4) Uani 1 2 d S T P . .
C58 C 0.5000 0.1235(12) 1.0000 0.021(4) Uani 1 2 d S T P . .
C59 C 0.4884(5) 0.1687(12) 1.0533(7) 0.033(3) Uani 1 1 d . . . . .
H59 H 0.4810 0.1398 1.0893 0.040 Uiso 1 1 calc R . . . .
C60 C 0.4881(6) 0.2555(11) 1.0521(8) 0.037(3) Uani 1 1 d . . . . .
H60 H 0.4796 0.2846 1.0871 0.044 Uiso 1 1 calc R . . . .
C61 C 0.5000 0.3022(15) 1.0000 0.031(5) Uani 1 2 d S T P . .
H61 H 0.5000 0.3613 1.0000 0.037 Uiso 1 2 calc RS T P . .
C62 C 0.3349(5) -0.1408(9) 0.3663(7) 0.023(3) Uani 1 1 d . . . . .
H62 H 0.3402 -0.1704 0.3288 0.027 Uiso 1 1 calc R . . . .
C63 C 0.3383(5) -0.0552(10) 0.3677(8) 0.026(3) Uani 1 1 d . . . . .
H63 H 0.3460 -0.0280 0.3310 0.031 Uiso 1 1 calc R . . . .
C64 C 0.3163(6) -0.1402(9) 0.4730(7) 0.027(3) Uani 1 1 d . . . . .
H64 H 0.3086 -0.1688 0.5089 0.032 Uiso 1 1 calc R . . . .
C65 C 0.3202(5) -0.0521(8) 0.4758(7) 0.020(3) Uani 1 1 d . . . . .
H65 H 0.3155 -0.0232 0.5142 0.024 Uiso 1 1 calc R . . . .
C66 C 0.3308(4) -0.0056(9) 0.4225(6) 0.014(3) Uani 1 1 d . . . . .
C67 C 0.3340(5) 0.0852(11) 0.4248(7) 0.021(3) Uani 1 1 d . . . . .
C68 C 0.3529(5) 0.1310(9) 0.4960(7) 0.026(2) Uani 1 1 d . . . . .
H68 H 0.3620 0.1019 0.5426 0.031 Uiso 1 1 calc R . . . .
C69 C 0.3582(6) 0.2173(9) 0.4983(8) 0.034(3) Uani 1 1 d . . . . .
H69 H 0.3712 0.2453 0.5468 0.041 Uiso 1 1 calc R . . . .
C70 C 0.3446(6) 0.2659(12) 0.4293(8) 0.038(4) Uani 1 1 d . . . . .
H70 H 0.3491 0.3246 0.4318 0.045 Uiso 1 1 calc R . . . .
C71 C 0.3243(6) 0.2216(11) 0.3583(9) 0.037(4) Uani 1 1 d . . . . .
H71 H 0.3142 0.2516 0.3118 0.044 Uiso 1 1 calc R . . . .
C72 C 0.3184(5) 0.1336(10) 0.3542(7) 0.028(3) Uani 1 1 d . . . . .
H72 H 0.3042 0.1059 0.3052 0.034 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C31 1.354(15) . ?
F2 C32 1.350(18) . ?
F3 C35 1.350(16) . ?
F4 C34 1.357(13) . ?
F5 C43 1.359(17) . ?
F6 C48 1.346(15) . ?
F7 C45 1.339(14) . ?
F8 C46 1.327(16) . ?
F9 C51 1.346(19) . ?
F10 C50 1.339(13) . ?
F11 C53 1.349(14) . ?
F12 C54 1.326(18) . ?
I1 C30 2.075(14) . ?
I2 C33 2.082(13) . ?
I3 C44 2.095(13) . ?
I4 C47 2.076(13) . ?
I5 C49 2.097(14) . ?
I6 C52 2.106(14) . ?
N1 O1 1.288(17) . ?
N1 C19 1.356(15) . ?
N1 C21 1.380(17) . ?
N2 O2 1.33(2) . ?
N2 C42 1.351(15) . ?
N2 C42 1.351(15) 2_756 ?
N3 O3 1.303(17) . ?
N3 C62 1.371(16) . ?
N3 C64 1.372(16) . ?
N4 O4 1.31(2) . ?
N4 C55 1.357(15) 2_657 ?
N4 C55 1.357(15) . ?
C1 H1 0.9300 . ?
C1 C2 1.4131(16) . ?
C1 C18 1.3204(15) . ?
C2 H2 0.9300 . ?
C2 C3 1.4119(16) . ?
C3 H3 0.9300 . ?
C3 C4 1.3191(15) . ?
C4 C5 1.4005(16) . ?
C4 C17 1.3898(16) . ?
C5 H5 0.9300 . ?
C5 C6 1.3505(16) . ?
C6 C7 1.4547(17) . ?
C6 C15 1.4109(16) . ?
C7 C8 1.4201(16) . ?
C7 C12 1.3789(16) . ?
C8 H8 0.9300 . ?
C8 C9 1.4741(17) . ?
C9 H9 0.9300 . ?
C9 C10 1.2916(15) . ?
C10 H10 0.9300 . ?
C10 C11 1.4423(17) . ?
C11 H11 0.9300 . ?
C11 C12 1.4041(16) . ?
C12 C13 1.3978(16) . ?
C13 H13 0.9300 . ?
C13 C14 1.3700(16) . ?
C14 H14 0.9300 . ?
C14 C15 1.3722(16) . ?
C15 C16 1.4304(16) . ?
C16 H16 0.9300 . ?
C16 C17 1.3969(16) . ?
C17 C18 1.4904(17) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.35(2) . ?
C20 H20 0.9300 . ?
C20 C23 1.425(19) . ?
C21 H21 0.9300 . ?
C21 C22 1.34(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.416(19) . ?
C23 C24 1.47(3) . ?
C24 C25 1.386(18) . ?
C24 C29 1.395(19) . ?
C25 H25 0.9300 . ?
C25 C26 1.37(2) . ?
C26 H26 0.9300 . ?
C26 C27 1.39(2) . ?
C27 H27 0.9300 . ?
C27 C28 1.38(2) . ?
C28 H28 0.9300 . ?
C28 C29 1.37(2) . ?
C29 H29 0.9300 . ?
C30 C31 1.35(2) . ?
C30 C35 1.382(17) . ?
C31 C32 1.39(2) . ?
C32 C33 1.380(17) . ?
C33 C34 1.41(2) . ?
C34 C35 1.417(18) . ?
C36 H36 0.9300 . ?
C36 C37 1.346(17) 2_756 ?
C36 C37 1.346(17) . ?
C37 H37 0.9300 . ?
C37 C38 1.384(19) . ?
C38 H38 0.9300 . ?
C38 C39 1.411(16) . ?
C39 C38 1.411(16) 2_756 ?
C39 C40 1.48(3) . ?
C40 C41 1.389(17) . ?
C40 C41 1.389(17) 2_756 ?
C41 H41 0.9300 . ?
C41 C42 1.36(2) . ?
C42 H42 0.9300 . ?
C43 C44 1.363(17) . ?
C43 C48 1.37(2) . ?
C44 C45 1.38(2) . ?
C45 C46 1.384(18) . ?
C46 C47 1.396(17) . ?
C47 C48 1.41(2) . ?
C49 C50 1.38(2) . ?
C49 C54 1.389(18) . ?
C50 C51 1.37(2) . ?
C51 C52 1.394(18) . ?
C52 C53 1.37(2) . ?
C53 C54 1.39(2) . ?
C55 H55 0.9300 . ?
C55 C56 1.41(2) . ?
C56 H56 0.9300 . ?
C56 C57 1.376(17) . ?
C57 C56 1.376(17) 2_657 ?
C57 C58 1.45(3) . ?
C58 C59 1.403(16) . ?
C58 C59 1.403(16) 2_657 ?
C59 H59 0.9300 . ?
C59 C60 1.37(2) . ?
C60 H60 0.9300 . ?
C60 C61 1.401(18) . ?
C61 C60 1.401(18) 2_657 ?
C61 H61 0.9300 . ?
C62 H62 0.9300 . ?
C62 C63 1.35(2) . ?
C63 H63 0.9300 . ?
C63 C66 1.410(17) . ?
C64 H64 0.9300 . ?
C64 C65 1.389(18) . ?
C65 H65 0.9300 . ?
C65 C66 1.400(16) . ?
C66 C67 1.43(2) . ?
C67 C68 1.404(18) . ?
C67 C72 1.432(18) . ?
C68 H68 0.9300 . ?
C68 C69 1.362(19) . ?
C69 H69 0.9300 . ?
C69 C70 1.421(19) . ?
C70 H70 0.9300 . ?
C70 C71 1.38(2) . ?
C71 H71 0.9300 . ?
C71 C72 1.39(2) . ?
C72 H72 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 N1 C19 121.6(10) . . ?
O1 N1 C21 120.9(11) . . ?
C19 N1 C21 117.5(14) . . ?
O2 N2 C42 121.0(9) . . ?
O2 N2 C42 121.0(9) . 2_756 ?
C42 N2 C42 118.0(17) . 2_756 ?
O3 N3 C62 121.0(10) . . ?
O3 N3 C64 121.5(10) . . ?
C62 N3 C64 117.5(14) . . ?
O4 N4 C55 119.9(10) . . ?
O4 N4 C55 119.9(10) . 2_657 ?
C55 N4 C55 120.3(19) 2_657 . ?
C2 C1 H1 118.6 . . ?
C18 C1 H1 118.6 . . ?
C18 C1 C2 122.7 . . ?
C1 C2 H2 122.3 . . ?
C3 C2 C1 115.3 . . ?
C3 C2 H2 122.3 . . ?
C2 C3 H3 117.9 . . ?
C4 C3 C2 124.1 . . ?
C4 C3 H3 117.9 . . ?
C3 C4 C5 109.2 . . ?
C3 C4 C17 121.7 . . ?
C17 C4 C5 129.0 . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.4 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C7 119.4 . . ?
C5 C6 C15 112.0 . . ?
C15 C6 C7 128.5 . . ?
C8 C7 C6 136.8 . . ?
C12 C7 C6 106.1 . . ?
C12 C7 C8 117.1 . . ?
C7 C8 H8 119.9 . . ?
C7 C8 C9 120.1 . . ?
C9 C8 H8 119.9 . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.5 . . ?
C10 C9 H9 119.7 . . ?
C9 C10 H10 119.6 . . ?
C9 C10 C11 120.7 . . ?
C11 C10 H10 119.6 . . ?
C10 C11 H11 120.4 . . ?
C12 C11 C10 119.2 . . ?
C12 C11 H11 120.4 . . ?
C7 C12 C11 122.3 . . ?
C7 C12 C13 123.8 . . ?
C13 C12 C11 113.9 . . ?
C12 C13 H13 114.8 . . ?
C14 C13 C12 130.5 . . ?
C14 C13 H13 114.8 . . ?
C13 C14 H14 125.7 . . ?
C13 C14 C15 108.6 . . ?
C15 C14 H14 125.7 . . ?
C6 C15 C16 128.6 . . ?
C14 C15 C6 122.5 . . ?
C14 C15 C16 108.9 . . ?
C15 C16 H16 121.2 . . ?
C17 C16 C15 117.5 . . ?
C17 C16 H16 121.2 . . ?
C4 C17 C16 112.5 . . ?
C4 C17 C18 115.6 . . ?
C16 C17 C18 131.9 . . ?
C1 C18 C17 120.4 . . ?
C1 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
N1 C19 H19 118.4 . . ?
C20 C19 N1 123.1(13) . . ?
C20 C19 H19 118.4 . . ?
C19 C20 H20 119.7 . . ?
C19 C20 C23 120.6(14) . . ?
C23 C20 H20 119.7 . . ?
N1 C21 H21 119.1 . . ?
C22 C21 N1 121.8(14) . . ?
C22 C21 H21 119.1 . . ?
C21 C22 H22 119.0 . . ?
C21 C22 C23 122.0(14) . . ?
C23 C22 H22 119.0 . . ?
C20 C23 C24 122.5(13) . . ?
C22 C23 C20 115.0(18) . . ?
C22 C23 C24 122.5(13) . . ?
C25 C24 C23 120.6(13) . . ?
C25 C24 C29 118.3(16) . . ?
C29 C24 C23 121.1(13) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.5(14) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 119.7 . . ?
C25 C26 C27 120.6(14) . . ?
C27 C26 H26 119.7 . . ?
C26 C27 H27 120.1 . . ?
C28 C27 C26 119.8(17) . . ?
C28 C27 H27 120.1 . . ?
C27 C28 H28 120.4 . . ?
C29 C28 C27 119.3(14) . . ?
C29 C28 H28 120.4 . . ?
C24 C29 H29 119.2 . . ?
C28 C29 C24 121.6(12) . . ?
C28 C29 H29 119.2 . . ?
C31 C30 I1 122.2(10) . . ?
C31 C30 C35 117.0(13) . . ?
C35 C30 I1 120.8(12) . . ?
F1 C31 C32 114.7(14) . . ?
C30 C31 F1 121.7(12) . . ?
C30 C31 C32 123.7(13) . . ?
F2 C32 C31 120.9(12) . . ?
F2 C32 C33 117.8(14) . . ?
C33 C32 C31 121.3(14) . . ?
C32 C33 I2 123.7(12) . . ?
C32 C33 C34 115.9(13) . . ?
C34 C33 I2 120.4(9) . . ?
F4 C34 C33 120.3(11) . . ?
F4 C34 C35 118.4(12) . . ?
C33 C34 C35 121.3(12) . . ?
F3 C35 C30 121.7(13) . . ?
F3 C35 C34 117.4(12) . . ?
C30 C35 C34 120.7(13) . . ?
C37 C36 H36 117.4 . . ?
C37 C36 H36 117.4 2_756 . ?
C37 C36 C37 125(2) . 2_756 ?
C36 C37 H37 121.2 . . ?
C36 C37 C38 117.7(14) . . ?
C38 C37 H37 121.2 . . ?
C37 C38 H38 119.3 . . ?
C37 C38 C39 121.5(13) . . ?
C39 C38 H38 119.3 . . ?
C38 C39 C38 116.6(19) . 2_756 ?
C38 C39 C40 121.7(10) . . ?
C38 C39 C40 121.7(10) 2_756 . ?
C41 C40 C39 120.7(10) . . ?
C41 C40 C39 120.7(10) 2_756 . ?
C41 C40 C41 118.6(19) . 2_756 ?
C40 C41 H41 120.4 . . ?
C42 C41 C40 119.2(13) . . ?
C42 C41 H41 120.4 . . ?
N2 C42 C41 122.5(12) . . ?
N2 C42 H42 118.7 . . ?
C41 C42 H42 118.7 . . ?
F5 C43 C44 120.5(13) . . ?
F5 C43 C48 115.8(11) . . ?
C44 C43 C48 123.7(15) . . ?
C43 C44 I3 121.6(11) . . ?
C43 C44 C45 117.2(13) . . ?
C45 C44 I3 121.2(10) . . ?
F7 C45 C44 122.2(12) . . ?
F7 C45 C46 116.9(12) . . ?
C44 C45 C46 120.9(12) . . ?
F8 C46 C45 118.5(12) . . ?
F8 C46 C47 119.2(13) . . ?
C45 C46 C47 122.4(14) . . ?
C46 C47 I4 123.0(12) . . ?
C46 C47 C48 115.8(13) . . ?
C48 C47 I4 121.2(10) . . ?
F6 C48 C43 121.1(14) . . ?
F6 C48 C47 118.8(13) . . ?
C43 C48 C47 120.1(13) . . ?
C50 C49 I5 121.2(9) . . ?
C50 C49 C54 118.6(13) . . ?
C54 C49 I5 120.2(12) . . ?
F10 C50 C49 119.9(11) . . ?
F10 C50 C51 119.7(13) . . ?
C51 C50 C49 120.3(12) . . ?
F9 C51 C50 118.1(12) . . ?
F9 C51 C52 119.9(14) . . ?
C50 C51 C52 121.9(15) . . ?
C51 C52 I6 120.7(12) . . ?
C53 C52 I6 121.9(10) . . ?
C53 C52 C51 117.3(14) . . ?
F11 C53 C52 120.9(13) . . ?
F11 C53 C54 117.4(13) . . ?
C52 C53 C54 121.6(13) . . ?
F12 C54 C49 121.9(13) . . ?
F12 C54 C53 117.8(12) . . ?
C49 C54 C53 120.3(14) . . ?
N4 C55 H55 120.4 . . ?
N4 C55 C56 119.2(13) . . ?
C56 C55 H55 120.4 . . ?
C55 C56 H56 118.5 . . ?
C57 C56 C55 123.0(13) . . ?
C57 C56 H56 118.5 . . ?
C56 C57 C56 115.1(19) 2_657 . ?
C56 C57 C58 122.4(9) . . ?
C56 C57 C58 122.4(9) 2_657 . ?
C59 C58 C57 120.5(10) 2_657 . ?
C59 C58 C57 120.5(10) . . ?
C59 C58 C59 119(2) . 2_657 ?
C58 C59 H59 120.1 . . ?
C60 C59 C58 119.8(14) . . ?
C60 C59 H59 120.1 . . ?
C59 C60 H60 118.8 . . ?
C59 C60 C61 122.4(15) . . ?
C61 C60 H60 118.8 . . ?
C60 C61 C60 117(2) . 2_657 ?
C60 C61 H61 121.7 2_657 . ?
C60 C61 H61 121.7 . . ?
N3 C62 H62 118.8 . . ?
C63 C62 N3 122.3(13) . . ?
C63 C62 H62 118.8 . . ?
C62 C63 H63 118.8 . . ?
C62 C63 C66 122.4(13) . . ?
C66 C63 H63 118.8 . . ?
N3 C64 H64 119.4 . . ?
N3 C64 C65 121.1(11) . . ?
C65 C64 H64 119.4 . . ?
C64 C65 H65 119.0 . . ?
C64 C65 C66 121.9(11) . . ?
C66 C65 H65 119.0 . . ?
C63 C66 C67 123.4(12) . . ?
C65 C66 C63 114.7(14) . . ?
C65 C66 C67 121.9(11) . . ?
C66 C67 C72 121.2(12) . . ?
C68 C67 C66 121.8(12) . . ?
C68 C67 C72 116.9(15) . . ?
C67 C68 H68 119.3 . . ?
C69 C68 C67 121.4(12) . . ?
C69 C68 H68 119.3 . . ?
C68 C69 H69 118.9 . . ?
C68 C69 C70 122.3(13) . . ?
C70 C69 H69 118.9 . . ?
C69 C70 H70 121.6 . . ?
C71 C70 C69 116.8(16) . . ?
C71 C70 H70 121.6 . . ?
C70 C71 H71 118.9 . . ?
C70 C71 C72 122.2(14) . . ?
C72 C71 H71 118.9 . . ?
C67 C72 H72 119.8 . . ?
C71 C72 C67 120.4(13) . . ?
C71 C72 H72 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 C31 C32 F2 0.4(17) . . . . ?
F1 C31 C32 C33 -178.3(11) . . . . ?
F2 C32 C33 I2 -1.4(17) . . . . ?
F2 C32 C33 C34 -179.9(11) . . . . ?
F4 C34 C35 F3 -1.2(16) . . . . ?
F4 C34 C35 C30 -177.2(10) . . . . ?
F5 C43 C44 I3 0.6(17) . . . . ?
F5 C43 C44 C45 -179.7(12) . . . . ?
F5 C43 C48 F6 -1.2(18) . . . . ?
F5 C43 C48 C47 -179.6(11) . . . . ?
F7 C45 C46 F8 -0.9(17) . . . . ?
F7 C45 C46 C47 179.1(10) . . . . ?
F8 C46 C47 I4 -1.1(16) . . . . ?
F8 C46 C47 C48 179.4(11) . . . . ?
F9 C51 C52 I6 4.4(17) . . . . ?
F9 C51 C52 C53 -179.5(12) . . . . ?
F10 C50 C51 F9 -3.2(18) . . . . ?
F10 C50 C51 C52 179.2(10) . . . . ?
F11 C53 C54 F12 -3.1(18) . . . . ?
F11 C53 C54 C49 179.5(10) . . . . ?
I1 C30 C31 F1 0.4(16) . . . . ?
I1 C30 C31 C32 -179.6(9) . . . . ?
I1 C30 C35 F3 1.3(15) . . . . ?
I1 C30 C35 C34 177.1(8) . . . . ?
I2 C33 C34 F4 0.8(15) . . . . ?
I2 C33 C34 C35 -180.0(8) . . . . ?
I3 C44 C45 F7 1.4(16) . . . . ?
I3 C44 C45 C46 179.2(9) . . . . ?
I4 C47 C48 F6 1.4(15) . . . . ?
I4 C47 C48 C43 179.9(9) . . . . ?
I5 C49 C50 F10 1.7(14) . . . . ?
I5 C49 C50 C51 179.0(9) . . . . ?
I5 C49 C54 F12 2.1(17) . . . . ?
I5 C49 C54 C53 179.3(9) . . . . ?
I6 C52 C53 F11 -1.7(16) . . . . ?
I6 C52 C53 C54 176.2(9) . . . . ?
N1 C19 C20 C23 1(2) . . . . ?
N1 C21 C22 C23 1(2) . . . . ?
N3 C62 C63 C66 0.1(19) . . . . ?
N3 C64 C65 C66 0.9(19) . . . . ?
N4 C55 C56 C57 -1.6(18) . . . . ?
O1 N1 C19 C20 178.3(12) . . . . ?
O1 N1 C21 C22 -179.4(12) . . . . ?
O2 N2 C42 C41 -179.8(8) . . . . ?
O3 N3 C62 C63 179.4(12) . . . . ?
O3 N3 C64 C65 -179.9(11) . . . . ?
O4 N4 C55 C56 -179.2(8) . . . . ?
C1 C2 C3 C4 -0.6 . . . . ?
C2 C1 C18 C17 -1.2 . . . . ?
C2 C3 C4 C5 -178.8 . . . . ?
C2 C3 C4 C17 -1.3 . . . . ?
C3 C4 C5 C6 177.7 . . . . ?
C3 C4 C17 C16 -177.5 . . . . ?
C3 C4 C17 C18 1.8 . . . . ?
C4 C5 C6 C7 -178.2 . . . . ?
C4 C5 C6 C15 -0.7 . . . . ?
C4 C17 C18 C1 -0.6 . . . . ?
C5 C4 C17 C16 -0.4 . . . . ?
C5 C4 C17 C18 178.9 . . . . ?
C5 C6 C7 C8 -1.4 . . . . ?
C5 C6 C7 C12 179.7 . . . . ?
C5 C6 C15 C14 -179.5 . . . . ?
C5 C6 C15 C16 1.4 . . . . ?
C6 C7 C8 C9 -178.1 . . . . ?
C6 C7 C12 C11 176.8 . . . . ?
C6 C7 C12 C13 -0.5 . . . . ?
C6 C15 C16 C17 -1.5 . . . . ?
C7 C6 C15 C14 -2.3 . . . . ?
C7 C6 C15 C16 178.6 . . . . ?
C7 C8 C9 C10 1.2 . . . . ?
C7 C12 C13 C14 -2.4 . . . . ?
C8 C7 C12 C11 -2.4 . . . . ?
C8 C7 C12 C13 -179.6 . . . . ?
C8 C9 C10 C11 -1.5 . . . . ?
C9 C10 C11 C12 0.0 . . . . ?
C10 C11 C12 C7 2.1 . . . . ?
C10 C11 C12 C13 179.6 . . . . ?
C11 C12 C13 C14 -179.8 . . . . ?
C12 C7 C8 C9 0.8 . . . . ?
C12 C13 C14 C15 2.7 . . . . ?
C13 C14 C15 C6 -0.5 . . . . ?
C13 C14 C15 C16 178.8 . . . . ?
C14 C15 C16 C17 179.3 . . . . ?
C15 C6 C7 C8 -178.5 . . . . ?
C15 C6 C7 C12 2.6 . . . . ?
C15 C16 C17 C4 0.9 . . . . ?
C15 C16 C17 C18 -178.3 . . . . ?
C16 C17 C18 C1 178.5 . . . . ?
C17 C4 C5 C6 0.4 . . . . ?
C18 C1 C2 C3 1.8 . . . . ?
C19 N1 C21 C22 -0.5(18) . . . . ?
C19 C20 C23 C22 -0.2(17) . . . . ?
C19 C20 C23 C24 -179.9(12) . . . . ?
C20 C23 C24 C25 164.3(11) . . . . ?
C20 C23 C24 C29 -14.6(17) . . . . ?
C21 N1 C19 C20 -0.6(18) . . . . ?
C21 C22 C23 C20 -0.8(17) . . . . ?
C21 C22 C23 C24 178.8(12) . . . . ?
C22 C23 C24 C25 -15.3(18) . . . . ?
C22 C23 C24 C29 165.8(11) . . . . ?
C23 C24 C25 C26 -179.7(12) . . . . ?
C23 C24 C29 C28 179.6(12) . . . . ?
C24 C25 C26 C27 0(2) . . . . ?
C25 C24 C29 C28 0.6(18) . . . . ?
C25 C26 C27 C28 1(2) . . . . ?
C26 C27 C28 C29 -1(2) . . . . ?
C27 C28 C29 C24 0(2) . . . . ?
C29 C24 C25 C26 -0.7(19) . . . . ?
C30 C31 C32 F2 -179.6(11) . . . . ?
C30 C31 C32 C33 1.7(19) . . . . ?
C31 C30 C35 F3 -178.7(11) . . . . ?
C31 C30 C35 C34 -2.8(16) . . . . ?
C31 C32 C33 I2 177.4(9) . . . . ?
C31 C32 C33 C34 -1.1(17) . . . . ?
C32 C33 C34 F4 179.3(10) . . . . ?
C32 C33 C34 C35 -1.4(17) . . . . ?
C33 C34 C35 F3 179.5(10) . . . . ?
C33 C34 C35 C30 3.5(17) . . . . ?
C35 C30 C31 F1 -179.6(10) . . . . ?
C35 C30 C31 C32 0.3(18) . . . . ?
C36 C37 C38 C39 -0.5(17) . . . . ?
C37 C36 C37 C38 0.2(8) 2_756 . . . ?
C37 C38 C39 C38 0.3(9) . . . 2_756 ?
C37 C38 C39 C40 -179.7(9) . . . . ?
C38 C39 C40 C41 -149.2(8) 2_756 . . 2_756 ?
C38 C39 C40 C41 -149.2(8) . . . . ?
C38 C39 C40 C41 30.8(8) 2_756 . . . ?
C38 C39 C40 C41 30.8(8) . . . 2_756 ?
C39 C40 C41 C42 -179.8(8) . . . . ?
C40 C41 C42 N2 -0.5(16) . . . . ?
C41 C40 C41 C42 0.2(8) 2_756 . . . ?
C42 N2 C42 C41 0.2(8) 2_756 . . . ?
C43 C44 C45 F7 -178.3(10) . . . . ?
C43 C44 C45 C46 -0.6(17) . . . . ?
C44 C43 C48 F6 179.8(10) . . . . ?
C44 C43 C48 C47 1.3(19) . . . . ?
C44 C45 C46 F8 -178.8(11) . . . . ?
C44 C45 C46 C47 1.2(18) . . . . ?
C45 C46 C47 I4 178.9(9) . . . . ?
C45 C46 C47 C48 -0.6(17) . . . . ?
C46 C47 C48 F6 -179.1(10) . . . . ?
C46 C47 C48 C43 -0.7(17) . . . . ?
C48 C43 C44 I3 179.6(9) . . . . ?
C48 C43 C44 C45 -0.7(18) . . . . ?
C49 C50 C51 F9 179.5(11) . . . . ?
C49 C50 C51 C52 1.9(19) . . . . ?
C50 C49 C54 F12 -178.9(11) . . . . ?
C50 C49 C54 C53 -1.6(17) . . . . ?
C50 C51 C52 I6 -178.0(9) . . . . ?
C50 C51 C52 C53 -1.9(18) . . . . ?
C51 C52 C53 F11 -177.7(10) . . . . ?
C51 C52 C53 C54 0.2(18) . . . . ?
C52 C53 C54 F12 179.0(11) . . . . ?
C52 C53 C54 C49 1.6(19) . . . . ?
C54 C49 C50 F10 -177.4(10) . . . . ?
C54 C49 C50 C51 -0.1(17) . . . . ?
C55 N4 C55 C56 0.8(8) 2_657 . . . ?
C55 C56 C57 C56 0.8(9) . . . 2_657 ?
C55 C56 C57 C58 -179.2(9) . . . . ?
C56 C57 C58 C59 -19.1(8) 2_657 . . . ?
C56 C57 C58 C59 160.9(8) 2_657 . . 2_657 ?
C56 C57 C58 C59 -19.1(8) . . . 2_657 ?
C56 C57 C58 C59 160.9(8) . . . . ?
C57 C58 C59 C60 -179.4(9) . . . . ?
C58 C59 C60 C61 -1.1(18) . . . . ?
C59 C58 C59 C60 0.6(9) 2_657 . . . ?
C59 C60 C61 C60 0.6(9) . . . 2_657 ?
C62 N3 C64 C65 -0.2(17) . . . . ?
C62 C63 C66 C65 0.6(16) . . . . ?
C62 C63 C66 C67 -179.7(11) . . . . ?
C63 C66 C67 C68 -152.8(11) . . . . ?
C63 C66 C67 C72 26.7(16) . . . . ?
C64 N3 C62 C63 -0.3(17) . . . . ?
C64 C65 C66 C63 -1.1(16) . . . . ?
C64 C65 C66 C67 179.2(11) . . . . ?
C65 C66 C67 C68 26.9(16) . . . . ?
C65 C66 C67 C72 -153.6(10) . . . . ?
C66 C67 C68 C69 177.3(11) . . . . ?
C66 C67 C72 C71 -177.3(11) . . . . ?
C67 C68 C69 C70 1(2) . . . . ?
C68 C67 C72 C71 2.2(16) . . . . ?
C68 C69 C70 C71 1(2) . . . . ?
C69 C70 C71 C72 -1(2) . . . . ?
C70 C71 C72 C67 -1(2) . . . . ?
C72 C67 C68 C69 -2.2(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.183
_oxdiff_exptl_absorpt_empirical_full_min 0.759
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.97(5)
2 0.03(5)

# start Validation Reply Form
_vrf_PLAT910_20171024a           
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         16 Note  
RESPONSE: some reflections below theta (min) are too strong, and therefore these
reflections were excluded
;
# end Validation Reply Form
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20170531a
_database_code_depnum_ccdc_archive 'CCDC 2013543'
loop_
_audit_author_name
_audit_author_address
'Wang Hui'
;Shanxi Normal University
China
;
_audit_update_record             
;
2020-08-03 deposited with the CCDC.	2020-08-03 downloaded from the CCDC.
;
_audit_creation_date             2020-07-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '3(C6 F4 I2), 3(C11 H9 N O), 2(C10 H6)'
_chemical_formula_sum            'C71 H39 F12 I6 N3 O3'
_chemical_formula_weight         1971.45
_chemical_melting_point          ?
_chemical_oxdiff_formula         c1h1n1o1i1f1
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'

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

_cell_length_a                   18.9947(5)
_cell_length_b                   16.3335(3)
_cell_length_c                   21.9920(5)
_cell_angle_alpha                90
_cell_angle_beta                 111.263(3)
_cell_angle_gamma                90
_cell_volume                     6358.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    29141
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.5060
_cell_measurement_theta_min      3.7130
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.019
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77230
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    2.059
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             3744
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            68868
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.347
_diffrn_reflns_theta_min         3.281
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      0.00  25.00   1.00    4.00    --   12.76 -37.00  60.00   25
  2  ω      4.00  54.00   1.00    4.00    --   12.76 -19.00  60.00   50
  3  ω     27.00  86.00   1.00    4.00    --   12.76  37.00 -60.00   59
  4  ω      6.00  34.00   1.00    4.00    --   12.76  37.00-180.00   28
  5  ω    -11.00  79.00   1.00    4.00    --   12.76  37.00-120.00   90
  6  ω    -19.00  30.00   1.00    4.00    --  -11.04 -99.00 -90.00   49
  7  ω    -19.00  32.00   1.00    4.00    --   12.76 -99.00 150.00   51
  8  ω     49.00 100.00   1.00    4.00    --   12.76-178.00 120.00   51
  9  ω     50.00  76.00   1.00    4.00    --   12.76-178.00 -60.00   26
 10  ω    -62.00 -27.00   1.00    4.00    --   12.76 -37.00  60.00   35
 11  ω    -63.00 -38.00   1.00    4.00    --   12.76 -19.00  60.00   25
 12  ω     48.00  73.00   1.00    4.00    --   12.76 178.00   0.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0189907000
_diffrn_orient_matrix_UB_12      0.0356767000
_diffrn_orient_matrix_UB_13      -0.0161709000
_diffrn_orient_matrix_UB_21      0.0301951000
_diffrn_orient_matrix_UB_22      0.0245200000
_diffrn_orient_matrix_UB_23      0.0203036000
_diffrn_orient_matrix_UB_31      0.0182511000
_diffrn_orient_matrix_UB_32      -0.0034442000
_diffrn_orient_matrix_UB_33      -0.0228859000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9598
_reflns_number_total             11604
_reflns_odcompleteness_completeness 99.71
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.622
_refine_diff_density_min         -0.833
_refine_diff_density_rms         0.131
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.131
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     868
_refine_ls_number_reflns         11604
_refine_ls_number_restraints     120
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0322
_refine_ls_restrained_S_all      1.137
_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)+(0.0156P)²+36.7581P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0660
_refine_ls_wR_factor_ref         0.0735
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C59) \\sim Ueq, Uanis(C58) \\sim Ueq, Uanis(C57) \\sim Ueq, Uanis(C56)
\\sim Ueq, Uanis(C55) \\sim Ueq, Uanis(C54) \\sim Ueq, Uanis(C53) \\sim Ueq,
Uanis(C52) \\sim Ueq, Uanis(C60) \\sim Ueq, Uanis(C61) \\sim Ueq, Uanis(C67)
\\sim Ueq, Uanis(C68) \\sim Ueq, Uanis(C69) \\sim Ueq, Uanis(C70) \\sim Ueq,
Uanis(C72) \\sim Ueq, Uanis(C66) \\sim Ueq, Uanis(C65) \\sim Ueq, Uanis(C64)
\\sim Ueq, Uanis(C63) \\sim Ueq, Uanis(C62) \\sim Ueq: with sigma of 0.005 and
sigma for terminal atoms of 0.01
3.a Aromatic/amide H refined with riding coordinates:
 C28(H28), C50(H50), C38(H38), C39(H39), C40(H40), C37(H37), C27(H27),
 C33(H33), C26(H26), C34(H34), C51(H51), C29(H29), C67(H67), C48(H48), C68(H68),
  C49(H49), C31(H31), C63(H63), C23(H23), C54(H54), C64(H64), C32(H32),
 C45(H45), C55(H55), C69(H69), C22(H22), C43(H43), C42(H42), C44(H44), C30(H30),
  C59(H59), C57(H57), C65(H65), C53(H53), C41(H41), C58(H58)
;
_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
I6 I 0.72979(2) 0.33324(2) 0.67386(2) 0.01612(7) Uani 1 1 d . . . . .
I3 I -0.04261(2) 0.33676(2) 0.67442(2) 0.01622(7) Uani 1 1 d . . . . .
I2 I 0.22621(2) 0.62581(2) 0.66473(2) 0.01637(7) Uani 1 1 d . . . . .
I5 I 0.45244(2) 0.62192(2) 0.66378(2) 0.01585(7) Uani 1 1 d . . . . .
I4 I 0.36467(2) 0.35486(2) 0.50215(2) 0.01716(8) Uani 1 1 d . . . . .
I1 I 0.14066(2) 0.35607(2) 0.50964(2) 0.01727(8) Uani 1 1 d . . . . .
F7 F 0.35786(15) 0.54979(16) 0.48318(13) 0.0186(6) Uani 1 1 d . . . . .
F6 F 0.23288(15) 0.43002(17) 0.68305(14) 0.0213(6) Uani 1 1 d . . . . .
F11 F 0.62075(16) 0.63831(17) 0.66339(14) 0.0238(6) Uani 1 1 d . . . . .
F5 F 0.12908(15) 0.31986(17) 0.68125(14) 0.0218(6) Uani 1 1 d . . . . .
F2 F 0.13346(16) 0.55202(17) 0.49449(14) 0.0233(6) Uani 1 1 d . . . . .
F10 F 0.55939(15) 0.31517(17) 0.67014(14) 0.0230(6) Uani 1 1 d . . . . .
F12 F 0.72708(15) 0.52942(17) 0.67031(15) 0.0241(7) Uani 1 1 d . . . . .
F1 F -0.02648(16) 0.33922(17) 0.51329(14) 0.0242(7) Uani 1 1 d . . . . .
F9 F 0.45541(15) 0.42481(17) 0.66881(14) 0.0223(6) Uani 1 1 d . . . . .
F8 F 0.54040(15) 0.34001(16) 0.51850(13) 0.0205(6) Uani 1 1 d . . . . .
F3 F -0.04866(15) 0.53180(17) 0.65565(15) 0.0244(7) Uani 1 1 d . . . . .
F4 F 0.05218(16) 0.64037(17) 0.64991(15) 0.0237(6) Uani 1 1 d . . . . .
O3 O 0.85006(19) 1.2314(2) 0.68912(18) 0.0226(8) Uani 1 1 d . . . . .
O1 O 0.34317(19) -0.2693(2) 0.67287(17) 0.0220(8) Uani 1 1 d . . . . .
O2 O 0.74650(18) -0.2502(2) 0.49173(17) 0.0198(7) Uani 1 1 d . . . . .
N3 N 0.8464(2) 1.1516(2) 0.68135(19) 0.0167(9) Uani 1 1 d . . . . .
N2 N 0.7481(2) -0.1699(2) 0.49486(18) 0.0146(8) Uani 1 1 d . . . . .
N1 N 0.3420(2) -0.1888(2) 0.67038(19) 0.0157(8) Uani 1 1 d . . . . .
C17 C 0.6466(3) 0.4187(3) 0.6696(2) 0.0134(9) Uani 1 1 d . . . . .
C14 C 0.5343(3) 0.5349(3) 0.6648(2) 0.0153(10) Uani 1 1 d . . . . .
C4 C 0.0374(2) 0.4224(3) 0.6686(2) 0.0140(10) Uani 1 1 d . . . . .
C28 C 0.2766(3) -0.1476(3) 0.6583(2) 0.0165(10) Uani 1 1 d . . . . .
H28 H 0.2321 -0.1766 0.6505 0.020 Uiso 1 1 calc R . . . .
C15 C 0.6037(3) 0.5586(3) 0.6652(2) 0.0158(10) Uani 1 1 d . . . . .
C9 C 0.1092(3) 0.3992(3) 0.6746(2) 0.0164(10) Uani 1 1 d . . . . .
C50 C 0.7799(3) 1.1117(3) 0.6669(2) 0.0169(10) Uani 1 1 d . . . . .
H50 H 0.7363 1.1416 0.6611 0.020 Uiso 1 1 calc R . . . .
C5 C 0.0198(3) 0.5049(3) 0.6604(2) 0.0151(10) Uani 1 1 d . . . . .
C7 C 0.1454(3) 0.5387(3) 0.6656(2) 0.0153(10) Uani 1 1 d . . . . .
C2 C 0.0573(3) 0.4420(3) 0.5046(2) 0.0157(10) Uani 1 1 d . . . . .
C8 C 0.1631(3) 0.4561(3) 0.6742(2) 0.0162(10) Uani 1 1 d . . . . .
C12 C 0.5186(3) 0.4195(3) 0.5087(2) 0.0156(10) Uani 1 1 d . . . . .
C16 C 0.6597(3) 0.5020(3) 0.6684(2) 0.0165(10) Uani 1 1 d . . . . .
C10 C 0.4278(3) 0.5240(3) 0.4919(2) 0.0141(10) Uani 1 1 d . . . . .
C1 C -0.0116(3) 0.4187(3) 0.5067(2) 0.0176(10) Uani 1 1 d . . . . .
C18 C 0.5759(3) 0.3955(3) 0.6681(2) 0.0161(10) Uani 1 1 d . . . . .
C13 C 0.5213(3) 0.4522(3) 0.6669(2) 0.0166(10) Uani 1 1 d . . . . .
C11 C 0.4454(3) 0.4410(3) 0.5005(2) 0.0156(10) Uani 1 1 d . . . . .
C38 C 0.8075(2) -0.0440(3) 0.4900(2) 0.0147(10) Uani 1 1 d . . . . .
H38 H 0.8480 -0.0167 0.4851 0.018 Uiso 1 1 calc R . . . .
C3 C 0.0676(3) 0.5248(3) 0.4975(2) 0.0166(10) Uani 1 1 d . . . . .
C39 C 0.6919(3) -0.1281(3) 0.5052(2) 0.0192(11) Uani 1 1 d . . . . .
H39 H 0.6524 -0.1570 0.5106 0.023 Uiso 1 1 calc R . . . .
C24 C 0.3395(3) 0.0734(3) 0.6682(2) 0.0134(9) Uani 1 1 d . . . . .
C40 C 0.8052(3) -0.1275(3) 0.4872(2) 0.0170(10) Uani 1 1 d . . . . .
H40 H 0.8439 -0.1557 0.4799 0.020 Uiso 1 1 calc R . . . .
C6 C 0.0732(3) 0.5615(3) 0.6582(2) 0.0188(10) Uani 1 1 d . . . . .
C37 C 0.6917(3) -0.0446(3) 0.5080(2) 0.0153(10) Uani 1 1 d . . . . .
H37 H 0.6523 -0.0178 0.5153 0.018 Uiso 1 1 calc R . . . .
C36 C 0.7500(3) 0.0015(3) 0.5001(2) 0.0128(9) Uani 1 1 d . . . . .
C62 C 0.5122(3) 0.9184(3) 0.5270(2) 0.0171(10) Uani 1 1 d . U . . .
C35 C 0.7508(3) 0.0921(3) 0.5021(2) 0.0129(9) Uani 1 1 d . . . . .
C25 C 0.3403(3) -0.0171(3) 0.6681(2) 0.0146(10) Uani 1 1 d . . . . .
C46 C 0.8364(3) 0.8905(3) 0.6628(2) 0.0146(10) Uani 1 1 d . . . . .
C27 C 0.4066(3) -0.0620(3) 0.6790(2) 0.0135(9) Uani 1 1 d . . . . .
H27 H 0.4515 -0.0343 0.6856 0.016 Uiso 1 1 calc R . . . .
C47 C 0.8395(3) 0.9802(3) 0.6682(2) 0.0133(9) Uani 1 1 d . . . . .
C33 C 0.6836(3) 0.1368(3) 0.4874(2) 0.0181(10) Uani 1 1 d . . . . .
H33 H 0.6380 0.1090 0.4769 0.022 Uiso 1 1 calc R . . . .
C26 C 0.2750(3) -0.0632(3) 0.6573(2) 0.0153(10) Uani 1 1 d . . . . .
H26 H 0.2293 -0.0364 0.6492 0.018 Uiso 1 1 calc R . . . .
C34 C 0.8185(3) 0.1357(3) 0.5182(2) 0.0168(10) Uani 1 1 d . . . . .
H34 H 0.8639 0.1076 0.5287 0.020 Uiso 1 1 calc R . . . .
C51 C 0.9093(3) 1.1078(3) 0.6883(2) 0.0178(10) Uani 1 1 d . . . . .
H51 H 0.9551 1.1351 0.6977 0.021 Uiso 1 1 calc R . . . .
C29 C 0.4067(3) -0.1462(3) 0.6801(2) 0.0185(10) Uani 1 1 d . . . . .
H29 H 0.4516 -0.1744 0.6876 0.022 Uiso 1 1 calc R . . . .
C67 C 0.5967(3) 1.0443(3) 0.6794(3) 0.0203(11) Uani 1 1 d . U . . .
H67 H 0.6202 1.0363 0.7241 0.024 Uiso 1 1 calc R . . . .
C48 C 0.7754(2) 1.0287(3) 0.6606(2) 0.0157(10) Uani 1 1 d . . . . .
H48 H 0.7288 1.0033 0.6511 0.019 Uiso 1 1 calc R . . . .
C68 C 0.5860(3) 1.1215(3) 0.6545(3) 0.0239(11) Uani 1 1 d . U . . .
H68 H 0.6023 1.1661 0.6823 0.029 Uiso 1 1 calc R . . . .
C49 C 0.9074(3) 1.0242(3) 0.6817(2) 0.0160(10) Uani 1 1 d . . . . .
H49 H 0.9516 0.9961 0.6862 0.019 Uiso 1 1 calc R . . . .
C31 C 0.6839(3) 0.2207(3) 0.4882(2) 0.0225(11) Uani 1 1 d . . . . .
H31 H 0.6387 0.2491 0.4783 0.027 Uiso 1 1 calc R . . . .
C63 C 0.5262(3) 0.8409(3) 0.5552(3) 0.0211(11) Uani 1 1 d . U . . .
H63 H 0.5114 0.7952 0.5284 0.025 Uiso 1 1 calc R . . . .
C23 C 0.3958(3) 0.1181(3) 0.6559(2) 0.0193(10) Uani 1 1 d . . . . .
H23 H 0.4343 0.0905 0.6478 0.023 Uiso 1 1 calc R . . . .
C54 C 0.9267(3) 0.3366(3) 0.8721(3) 0.0264(12) Uani 1 1 d . U . . .
H54 H 0.9144 0.2851 0.8532 0.032 Uiso 1 1 calc R . . . .
C64 C 0.5614(3) 0.8293(3) 0.6224(3) 0.0240(11) Uani 1 1 d . U . . .
H64 H 0.5694 0.7765 0.6394 0.029 Uiso 1 1 calc R . . . .
C32 C 0.8184(3) 0.2203(3) 0.5184(2) 0.0238(11) Uani 1 1 d . . . . .
H32 H 0.8638 0.2485 0.5287 0.029 Uiso 1 1 calc R . . . .
C45 C 0.8932(3) 0.8460(3) 0.6514(2) 0.0194(11) Uani 1 1 d . . . . .
H45 H 0.9332 0.8738 0.6460 0.023 Uiso 1 1 calc R . . . .
C70 C 0.5247(3) 1.0694(3) 0.5436(2) 0.0169(10) Uani 1 1 d . U . . .
C55 C 0.9088(3) 0.4051(3) 0.8339(3) 0.0259(12) Uani 1 1 d . U . . .
H55 H 0.8846 0.3997 0.7890 0.031 Uiso 1 1 calc R . . . .
C69 C 0.5504(3) 1.1341(3) 0.5872(2) 0.0214(11) Uani 1 1 d . U . . .
H69 H 0.5438 1.1873 0.5712 0.026 Uiso 1 1 calc R . . . .
C22 C 0.2835(3) 0.1172(3) 0.6810(2) 0.0210(11) Uani 1 1 d . . . . .
H22 H 0.2460 0.0888 0.6901 0.025 Uiso 1 1 calc R . . . .
C72 C 0.5360(3) 0.9876(3) 0.5693(2) 0.0168(10) Uani 1 1 d . U . . .
C43 C 0.8911(3) 0.7617(3) 0.6481(2) 0.0239(11) Uani 1 1 d . . . . .
H43 H 0.9301 0.7335 0.6413 0.029 Uiso 1 1 calc R . . . .
C42 C 0.7742(3) 0.7619(3) 0.6660(3) 0.0247(12) Uani 1 1 d . . . . .
H42 H 0.7341 0.7336 0.6709 0.030 Uiso 1 1 calc R . . . .
C44 C 0.7763(3) 0.8460(3) 0.6701(2) 0.0204(11) Uani 1 1 d . . . . .
H44 H 0.7377 0.8738 0.6778 0.025 Uiso 1 1 calc R . . . .
C30 C 0.7513(3) 0.2639(3) 0.5035(2) 0.0253(12) Uani 1 1 d . . . . .
H30 H 0.7515 0.3209 0.5039 0.030 Uiso 1 1 calc R . . . .
C66 C 0.5723(3) 0.9759(3) 0.6373(2) 0.0191(10) Uani 1 1 d . U . . .
C60 C 0.9800(3) 0.5718(3) 0.9587(3) 0.0204(11) Uani 1 1 d . U . . .
C61 C 0.9632(3) 0.4917(3) 0.9303(3) 0.0192(10) Uani 1 1 d . U . . .
C59 C 0.9599(3) 0.6391(3) 0.9169(3) 0.0243(12) Uani 1 1 d . U . . .
H59 H 0.9707 0.6914 0.9346 0.029 Uiso 1 1 calc R . . . .
C52 C 0.9823(3) 0.4201(3) 0.9701(3) 0.0189(10) Uani 1 1 d . U . . .
C21 C 0.3950(3) 0.2029(3) 0.6556(3) 0.0229(11) Uani 1 1 d . . . . .
C56 C 0.9265(3) 0.4840(3) 0.8618(3) 0.0231(11) Uani 1 1 d . U . . .
C57 C 0.9077(3) 0.5550(3) 0.8220(3) 0.0252(12) Uani 1 1 d . U . . .
H57 H 0.8841 0.5498 0.7770 0.030 Uiso 1 1 calc R . . . .
C19 C 0.3387(3) 0.2454(3) 0.6676(3) 0.0268(12) Uani 1 1 d . . . . .
C20 C 0.2824(3) 0.2022(3) 0.6805(3) 0.0268(12) Uani 1 1 d . . . . .
C65 C 0.5843(3) 0.8951(3) 0.6632(3) 0.0227(11) Uani 1 1 d . U . . .
H65 H 0.6078 0.8871 0.7080 0.027 Uiso 1 1 calc R . . . .
C53 C 0.9634(3) 0.3439(3) 0.9394(3) 0.0239(11) Uani 1 1 d . U . . .
H53 H 0.9758 0.2967 0.9647 0.029 Uiso 1 1 calc R . . . .
C41 C 0.8313(3) 0.7185(3) 0.6547(3) 0.0290(13) Uani 1 1 d . . . . .
H41 H 0.8295 0.6617 0.6516 0.035 Uiso 1 1 calc R . . . .
C58 C 0.9241(3) 0.6306(3) 0.8494(3) 0.0275(12) Uani 1 1 d . U . . .
H58 H 0.9114 0.6770 0.8231 0.033 Uiso 1 1 calc R . . . .
H19 H 0.337(3) 0.303(4) 0.669(2) 0.024(14) Uiso 1 1 d . . . . .
H21 H 0.429(3) 0.232(3) 0.645(2) 0.009(12) Uiso 1 1 d . . . . .
H20 H 0.243(3) 0.234(3) 0.691(2) 0.024(14) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I6 C17 2.085(4) . ?
I3 C4 2.103(5) . ?
I2 C7 2.098(5) . ?
I5 C14 2.101(5) . ?
I4 C11 2.090(5) . ?
I1 C2 2.090(5) . ?
F7 C10 1.340(5) . ?
F6 C8 1.337(5) . ?
F11 C15 1.345(5) . ?
F5 C9 1.343(5) . ?
F2 C3 1.352(5) . ?
F10 C18 1.354(5) . ?
F12 C16 1.342(5) . ?
F1 C1 1.347(5) . ?
F9 C13 1.345(5) . ?
F8 C12 1.356(5) . ?
F3 C5 1.340(5) . ?
F4 C6 1.342(6) . ?
O3 N3 1.314(5) . ?
O1 N1 1.316(5) . ?
O2 N2 1.312(5) . ?
N3 C50 1.352(6) . ?
N3 C51 1.354(6) . ?
N2 C39 1.354(6) . ?
N2 C40 1.349(6) . ?
N1 C28 1.352(6) . ?
N1 C29 1.360(6) . ?
C17 C16 1.385(7) . ?
C17 C18 1.383(7) . ?
C14 C15 1.371(7) . ?
C14 C13 1.376(7) . ?
C4 C9 1.375(6) . ?
C4 C5 1.384(7) . ?
C28 H28 0.9300 . ?
C28 C26 1.379(7) . ?
C15 C16 1.392(7) . ?
C9 C8 1.385(7) . ?
C50 H50 0.9300 . ?
C50 C48 1.361(7) . ?
C5 C6 1.387(7) . ?
C7 C8 1.386(7) . ?
C7 C6 1.372(7) . ?
C2 C1 1.378(7) . ?
C2 C3 1.383(7) . ?
C12 C10 1.377(7) 3_666 ?
C12 C11 1.381(7) . ?
C10 C12 1.378(7) 3_666 ?
C10 C11 1.392(7) . ?
C1 C3 1.386(7) 3_566 ?
C18 C13 1.383(7) . ?
C38 H38 0.9300 . ?
C38 C40 1.364(7) . ?
C38 C36 1.402(6) . ?
C3 C1 1.386(7) 3_566 ?
C39 H39 0.9300 . ?
C39 C37 1.365(7) . ?
C24 C25 1.478(7) . ?
C24 C23 1.401(7) . ?
C24 C22 1.392(7) . ?
C40 H40 0.9300 . ?
C37 H37 0.9300 . ?
C37 C36 1.401(6) . ?
C36 C35 1.481(7) . ?
C62 C63 1.393(7) . ?
C62 C70 1.466(7) 3_676 ?
C62 C72 1.430(7) . ?
C35 C33 1.402(7) . ?
C35 C34 1.399(6) . ?
C25 C27 1.401(6) . ?
C25 C26 1.395(6) . ?
C46 C47 1.469(7) . ?
C46 C45 1.397(7) . ?
C46 C44 1.411(7) . ?
C27 H27 0.9300 . ?
C27 C29 1.375(7) . ?
C47 C48 1.411(6) . ?
C47 C49 1.412(6) . ?
C33 H33 0.9300 . ?
C33 C31 1.371(7) . ?
C26 H26 0.9300 . ?
C34 H34 0.9300 . ?
C34 C32 1.381(7) . ?
C51 H51 0.9300 . ?
C51 C49 1.371(7) . ?
C29 H29 0.9300 . ?
C67 H67 0.9300 . ?
C67 C68 1.360(7) . ?
C67 C66 1.416(7) . ?
C48 H48 0.9300 . ?
C68 H68 0.9300 . ?
C68 C69 1.401(7) . ?
C49 H49 0.9300 . ?
C31 H31 0.9300 . ?
C31 C30 1.392(7) . ?
C63 H63 0.9300 . ?
C63 C64 1.395(7) . ?
C23 H23 0.9300 . ?
C23 C21 1.386(7) . ?
C54 H54 0.9300 . ?
C54 C55 1.365(8) . ?
C54 C53 1.395(8) . ?
C64 H64 0.9300 . ?
C64 C65 1.367(8) . ?
C32 H32 0.9300 . ?
C32 C30 1.392(7) . ?
C45 H45 0.9300 . ?
C45 C43 1.378(7) . ?
C70 C62 1.466(7) 3_676 ?
C70 C69 1.391(7) . ?
C70 C72 1.435(7) . ?
C55 H55 0.9300 . ?
C55 C56 1.416(7) . ?
C69 H69 0.9300 . ?
C22 H22 0.9300 . ?
C22 C20 1.390(7) . ?
C72 C66 1.415(7) . ?
C43 H43 0.9300 . ?
C43 C41 1.387(8) . ?
C42 H42 0.9300 . ?
C42 C44 1.376(7) . ?
C42 C41 1.392(8) . ?
C44 H44 0.9300 . ?
C30 H30 0.9300 . ?
C66 C65 1.423(7) . ?
C60 C61 1.435(7) . ?
C60 C59 1.393(7) . ?
C60 C52 1.473(7) 3_767 ?
C61 C52 1.426(7) . ?
C61 C56 1.418(7) . ?
C59 H59 0.9300 . ?
C59 C58 1.398(8) . ?
C52 C60 1.473(7) 3_767 ?
C52 C53 1.399(7) . ?
C21 C19 1.378(8) . ?
C21 H21 0.90(5) . ?
C56 C57 1.418(7) . ?
C57 H57 0.9300 . ?
C57 C58 1.360(8) . ?
C19 C20 1.394(8) . ?
C19 H19 0.94(6) . ?
C20 H20 1.01(5) . ?
C65 H65 0.9300 . ?
C53 H53 0.9300 . ?
C41 H41 0.9300 . ?
C58 H58 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 N3 C50 120.7(4) . . ?
O3 N3 C51 120.4(4) . . ?
C50 N3 C51 118.9(4) . . ?
O2 N2 C39 120.5(4) . . ?
O2 N2 C40 120.7(4) . . ?
C40 N2 C39 118.7(4) . . ?
O1 N1 C28 120.3(4) . . ?
O1 N1 C29 120.3(4) . . ?
C28 N1 C29 119.4(4) . . ?
C16 C17 I6 121.3(3) . . ?
C18 C17 I6 122.1(3) . . ?
C18 C17 C16 116.6(4) . . ?
C15 C14 I5 121.0(3) . . ?
C15 C14 C13 117.4(4) . . ?
C13 C14 I5 121.6(4) . . ?
C9 C4 I3 121.6(3) . . ?
C9 C4 C5 117.7(4) . . ?
C5 C4 I3 120.6(3) . . ?
N1 C28 H28 119.6 . . ?
N1 C28 C26 120.9(4) . . ?
C26 C28 H28 119.6 . . ?
F11 C15 C14 121.0(4) . . ?
F11 C15 C16 117.2(4) . . ?
C14 C15 C16 121.9(4) . . ?
F5 C9 C4 120.4(4) . . ?
F5 C9 C8 117.9(4) . . ?
C4 C9 C8 121.7(4) . . ?
N3 C50 H50 119.3 . . ?
N3 C50 C48 121.5(4) . . ?
C48 C50 H50 119.3 . . ?
F3 C5 C4 120.8(4) . . ?
F3 C5 C6 118.7(4) . . ?
C4 C5 C6 120.5(4) . . ?
C8 C7 I2 121.3(3) . . ?
C6 C7 I2 121.2(4) . . ?
C6 C7 C8 117.5(4) . . ?
C1 C2 I1 121.5(3) . . ?
C1 C2 C3 116.7(4) . . ?
C3 C2 I1 121.8(4) . . ?
F6 C8 C9 118.8(4) . . ?
F6 C8 C7 120.5(4) . . ?
C9 C8 C7 120.7(4) . . ?
F8 C12 C10 117.3(4) . 3_666 ?
F8 C12 C11 120.0(4) . . ?
C10 C12 C11 122.7(4) 3_666 . ?
F12 C16 C17 120.2(4) . . ?
F12 C16 C15 118.8(4) . . ?
C17 C16 C15 120.9(4) . . ?
F7 C10 C12 119.1(4) . 3_666 ?
F7 C10 C11 120.1(4) . . ?
C12 C10 C11 120.8(4) 3_666 . ?
F1 C1 C2 120.6(4) . . ?
F1 C1 C3 117.5(4) . 3_566 ?
C2 C1 C3 121.9(4) . 3_566 ?
F10 C18 C17 119.9(4) . . ?
F10 C18 C13 118.0(4) . . ?
C13 C18 C17 122.1(4) . . ?
F9 C13 C14 120.5(4) . . ?
F9 C13 C18 118.4(4) . . ?
C14 C13 C18 121.1(4) . . ?
C12 C11 I4 122.4(3) . . ?
C12 C11 C10 116.4(4) . . ?
C10 C11 I4 121.1(4) . . ?
C40 C38 H38 119.2 . . ?
C40 C38 C36 121.6(4) . . ?
C36 C38 H38 119.2 . . ?
F2 C3 C2 119.9(4) . . ?
F2 C3 C1 118.7(4) . 3_566 ?
C2 C3 C1 121.4(4) . 3_566 ?
N2 C39 H39 119.1 . . ?
N2 C39 C37 121.7(4) . . ?
C37 C39 H39 119.1 . . ?
C23 C24 C25 120.8(4) . . ?
C22 C24 C25 121.6(4) . . ?
C22 C24 C23 117.6(4) . . ?
N2 C40 C38 121.4(4) . . ?
N2 C40 H40 119.3 . . ?
C38 C40 H40 119.3 . . ?
F4 C6 C5 117.3(4) . . ?
F4 C6 C7 120.8(4) . . ?
C7 C6 C5 121.9(5) . . ?
C39 C37 H37 119.5 . . ?
C39 C37 C36 121.1(4) . . ?
C36 C37 H37 119.5 . . ?
C38 C36 C35 122.4(4) . . ?
C37 C36 C38 115.5(4) . . ?
C37 C36 C35 122.1(4) . . ?
C63 C62 C70 122.5(4) . 3_676 ?
C63 C62 C72 117.6(5) . . ?
C72 C62 C70 119.9(4) . 3_676 ?
C33 C35 C36 121.1(4) . . ?
C34 C35 C36 121.0(4) . . ?
C34 C35 C33 117.9(4) . . ?
C27 C25 C24 122.1(4) . . ?
C26 C25 C24 122.1(4) . . ?
C26 C25 C27 115.8(4) . . ?
C45 C46 C47 121.6(4) . . ?
C45 C46 C44 117.4(5) . . ?
C44 C46 C47 121.0(4) . . ?
C25 C27 H27 119.3 . . ?
C29 C27 C25 121.5(4) . . ?
C29 C27 H27 119.3 . . ?
C48 C47 C46 122.9(4) . . ?
C48 C47 C49 115.0(4) . . ?
C49 C47 C46 122.1(4) . . ?
C35 C33 H33 119.4 . . ?
C31 C33 C35 121.3(5) . . ?
C31 C33 H33 119.4 . . ?
C28 C26 C25 121.6(4) . . ?
C28 C26 H26 119.2 . . ?
C25 C26 H26 119.2 . . ?
C35 C34 H34 119.7 . . ?
C32 C34 C35 120.6(5) . . ?
C32 C34 H34 119.7 . . ?
N3 C51 H51 119.2 . . ?
N3 C51 C49 121.7(4) . . ?
C49 C51 H51 119.2 . . ?
N1 C29 C27 120.9(4) . . ?
N1 C29 H29 119.6 . . ?
C27 C29 H29 119.6 . . ?
C68 C67 H67 119.9 . . ?
C68 C67 C66 120.1(5) . . ?
C66 C67 H67 119.9 . . ?
C50 C48 C47 121.8(4) . . ?
C50 C48 H48 119.1 . . ?
C47 C48 H48 119.1 . . ?
C67 C68 H68 119.8 . . ?
C67 C68 C69 120.4(5) . . ?
C69 C68 H68 119.8 . . ?
C47 C49 H49 119.5 . . ?
C51 C49 C47 121.1(4) . . ?
C51 C49 H49 119.5 . . ?
C33 C31 H31 119.7 . . ?
C33 C31 C30 120.6(5) . . ?
C30 C31 H31 119.7 . . ?
C62 C63 H63 118.8 . . ?
C62 C63 C64 122.4(5) . . ?
C64 C63 H63 118.8 . . ?
C24 C23 H23 119.5 . . ?
C21 C23 C24 120.9(5) . . ?
C21 C23 H23 119.5 . . ?
C55 C54 H54 120.0 . . ?
C55 C54 C53 119.9(5) . . ?
C53 C54 H54 120.0 . . ?
C63 C64 H64 119.8 . . ?
C65 C64 C63 120.3(5) . . ?
C65 C64 H64 119.8 . . ?
C34 C32 H32 119.6 . . ?
C34 C32 C30 120.9(5) . . ?
C30 C32 H32 119.6 . . ?
C46 C45 H45 119.3 . . ?
C43 C45 C46 121.3(5) . . ?
C43 C45 H45 119.3 . . ?
C69 C70 C62 122.7(5) . 3_676 ?
C69 C70 C72 118.0(5) . . ?
C72 C70 C62 119.3(4) . 3_676 ?
C54 C55 H55 119.6 . . ?
C54 C55 C56 120.9(5) . . ?
C56 C55 H55 119.6 . . ?
C68 C69 H69 119.0 . . ?
C70 C69 C68 122.1(5) . . ?
C70 C69 H69 119.0 . . ?
C24 C22 H22 119.2 . . ?
C20 C22 C24 121.6(5) . . ?
C20 C22 H22 119.2 . . ?
C62 C72 C70 120.8(4) . . ?
C66 C72 C62 120.0(4) . . ?
C66 C72 C70 119.2(4) . . ?
C45 C43 H43 119.6 . . ?
C45 C43 C41 120.8(5) . . ?
C41 C43 H43 119.6 . . ?
C44 C42 H42 119.6 . . ?
C44 C42 C41 120.9(5) . . ?
C41 C42 H42 119.6 . . ?
C46 C44 H44 119.6 . . ?
C42 C44 C46 120.9(5) . . ?
C42 C44 H44 119.6 . . ?
C31 C30 C32 118.8(5) . . ?
C31 C30 H30 120.6 . . ?
C32 C30 H30 120.6 . . ?
C67 C66 C65 120.2(5) . . ?
C72 C66 C67 120.2(5) . . ?
C72 C66 C65 119.6(5) . . ?
C61 C60 C52 119.3(4) . 3_767 ?
C59 C60 C61 117.9(5) . . ?
C59 C60 C52 122.8(5) . 3_767 ?
C52 C61 C60 120.9(5) . . ?
C56 C61 C60 119.3(5) . . ?
C56 C61 C52 119.8(5) . . ?
C60 C59 H59 118.9 . . ?
C60 C59 C58 122.3(5) . . ?
C58 C59 H59 118.9 . . ?
C61 C52 C60 119.8(4) . 3_767 ?
C53 C52 C60 122.2(5) . 3_767 ?
C53 C52 C61 118.0(5) . . ?
C23 C21 H21 121(3) . . ?
C19 C21 C23 120.8(5) . . ?
C19 C21 H21 118(3) . . ?
C55 C56 C61 119.3(5) . . ?
C55 C56 C57 120.7(5) . . ?
C61 C56 C57 120.1(5) . . ?
C56 C57 H57 119.9 . . ?
C58 C57 C56 120.2(5) . . ?
C58 C57 H57 119.9 . . ?
C21 C19 C20 119.3(5) . . ?
C21 C19 H19 123(3) . . ?
C20 C19 H19 117(3) . . ?
C22 C20 C19 119.8(5) . . ?
C22 C20 H20 122(3) . . ?
C19 C20 H20 118(3) . . ?
C64 C65 C66 120.0(5) . . ?
C64 C65 H65 120.0 . . ?
C66 C65 H65 120.0 . . ?
C54 C53 C52 122.1(5) . . ?
C54 C53 H53 119.0 . . ?
C52 C53 H53 119.0 . . ?
C43 C41 C42 118.7(5) . . ?
C43 C41 H41 120.6 . . ?
C42 C41 H41 120.6 . . ?
C59 C58 H58 119.8 . . ?
C57 C58 C59 120.4(5) . . ?
C57 C58 H58 119.8 . . ?

_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 1.137
_oxdiff_exptl_absorpt_empirical_full_min 0.838

# start Validation Reply Form
_vrf_PLAT910_20170531a           
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         26 Note  
RESPONSE: some reflections below theta (min) are too strong, and therefore these
reflections were excluded
;
# end Validation Reply Form
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20170425b
_database_code_depnum_ccdc_archive 'CCDC 2013540'
loop_
_audit_author_name
_audit_author_address
'Wang Hui'
;Shanxi Normal University
China
;
_audit_update_record             
;
2020-08-03 deposited with the CCDC.	2020-08-03 downloaded from the CCDC.
;
_audit_creation_date             2020-07-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         '2(C6 F4 I2), 2(C11 H9 N O), 2(C8 H5)'
_chemical_formula_sum            'C50 H28 F8 I4 N2 O2'
_chemical_formula_weight         1348.40
_chemical_absolute_configuration unk
_chemical_oxdiff_formula         c1h1n1o1i1f1
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
I -0.41187 1.83264 20.14720 18.99490 7.51380 2.27350 4.34700 0.38140 27.76600
66.87760 4.07119989395
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           ' P 2 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x+1/2,y+1/2,-z
4 -x,-y,z

_symmetry_Int_Tables_number      18
_cell_length_a                   14.1470(5)
_cell_length_b                   16.6061(4)
_cell_length_c                   18.9558(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4453.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7489
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      27.2390
_cell_measurement_theta_min      4.0120
_exptl_absorpt_coefficient_mu    2.877
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83523
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    2.0110
_exptl_crystal_description       block
_exptl_crystal_F_000             2562.7725
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_av_unetI/netI     0.0695
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            27547
_diffrn_reflns_theta_full        26.0000
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.31
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.9952
_diffrn_measured_fraction_theta_max 0.9953
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     13.00  79.00   1.00    4.00    --   12.61  57.00 120.00   66
  2  ω     -6.00  54.00   1.00    4.00    --   12.61 -99.00  30.00   60
  3  ω     -1.00  32.00   1.00    4.00    --   12.61 -37.00-120.00   33
  4  ω     13.00  86.00   1.00    4.00    --   12.61  37.00-150.00   73
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0446225000
_diffrn_orient_matrix_UB_12      -0.0001966000
_diffrn_orient_matrix_UB_13      -0.0170832000
_diffrn_orient_matrix_UB_21      -0.0162938000
_diffrn_orient_matrix_UB_22      0.0302612000
_diffrn_orient_matrix_UB_23      0.0234185000
_diffrn_orient_matrix_UB_31      0.0160305000
_diffrn_orient_matrix_UB_32      0.0301535000
_diffrn_orient_matrix_UB_33      -0.0236544000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.994
_reflns_limit_h_max              17
_reflns_limit_h_min              -17
_reflns_limit_k_max              20
_reflns_limit_k_min              -20
_reflns_limit_l_max              23
_reflns_limit_l_min              -23
_reflns_number_gt                7671
_reflns_number_total             9091
_reflns_odcompleteness_completeness 99.61
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.6828
_refine_diff_density_min         -0.6210
_refine_diff_density_rms         0.1548
_refine_ls_abs_structure_details 
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   0.18(3)
_refine_ls_d_res_high            0.8000
_refine_ls_d_res_low             6.1551
_refine_ls_goodness_of_fit_ref   1.0358
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    56
_refine_ls_number_parameters     595
_refine_ls_number_reflns         9091
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0378
_refine_ls_restrained_S_all      1.0358
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0137P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0599
_refine_ls_wR_factor_ref         0.0655
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C22(H22), C40(H40), C23(H23), C19(H19), C26(H26), C47(H47), C35(H35),
 C16(H16), C13(H13), C39(H39), C46(H46), C20(H20), C44(H44), C37(H37), C24(H24),
  C36(H36), C34(H34), C31(H31), C14(H14), C21(H21), C25(H25), C27(H27),
 C30(H30), C43(H43), C15(H15), C33(H33), C32(H32), C42(H42)
;
_atom_sites_solution_primary     direct
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_refinement_flags_posn
I3 I 0.87980(3) 0.36989(2) 0.509407(19) 0.02523(9) Uani 1.000000 .
I1 I 0.85779(3) 0.65188(2) 1.005717(19) 0.02569(9) Uani 1.000000 .
I4 I 0.86377(3) 0.661176(19) 0.241390(18) 0.02426(9) Uani 1.000000 .
I2 I 0.88408(3) 0.36033(2) 0.738396(19) 0.02725(10) Uani 1.000000 .
F6 F 0.8640(3) 0.56393(17) 0.51332(15) 0.0294(8) Uani 1.000000 .
F8 F 0.8956(3) 0.36042(18) 0.34089(16) 0.0300(9) Uani 1.000000 .
F5 F 0.8595(3) 0.67473(18) 0.41225(15) 0.0287(8) Uani 1.000000 .
F1 F 0.8532(3) 0.66333(18) 0.83601(16) 0.0341(9) Uani 1.000000 .
F3 F 0.8604(3) 0.55239(18) 0.73478(16) 0.0385(9) Uani 1.000000 .
F4 F 0.9013(3) 0.3495(2) 0.90784(17) 0.0361(9) Uani 1.000000 .
F2 F 0.8909(3) 0.46083(17) 1.00876(16) 0.0351(9) Uani 1.000000 .
F7 F 0.8901(3) 0.47005(18) 0.24021(16) 0.0344(9) Uani 1.000000 .
O1 O 0.8327(3) 0.7562(2) 0.1227(2) 0.0271(9) Uani 1.000000 .
O2 O 0.8678(3) 0.2592(2) 0.6210(2) 0.0321(10) Uani 1.000000 .
N2 N 0.8703(3) 0.1800(2) 0.6210(2) 0.0223(10) Uani 1.000000 .
N1 N 0.8449(3) 0.8345(2) 0.1220(2) 0.0194(10) Uani 1.000000 .
C10 C 0.8690(5) 0.5972(3) 0.3932(3) 0.0202(15) Uani 1.000000 .
C1 C 0.8710(5) 0.5650(3) 0.9260(3) 0.0208(13) Uani 1.000000 .
C22 C 0.9313(4) 1.2110(4) 0.0558(3) 0.0284(15) Uani 1.000000 .
H22 H 0.9493(4) 1.2357(4) 0.0139(3) 0.0341(18) Uiso 1.000000 R
C9 C 0.8867(5) 0.4383(3) 0.3608(3) 0.0233(15) Uani 1.000000 .
C6 C 0.8809(5) 0.4474(3) 0.8182(3) 0.0233(14) Uani 1.000000 .
C17 C 0.8711(4) 1.0018(3) 0.1200(3) 0.0191(12) Uani 1.000000 .
C7 C 0.8805(5) 0.4579(3) 0.4301(3) 0.0252(15) Uani 1.000000 .
C18 C 0.8858(4) 1.0899(3) 0.1189(3) 0.0202(12) Uani 1.000000 .
C11 C 0.8834(4) 0.4947(3) 0.3069(3) 0.0200(13) Uani 1.000000 .
C8 C 0.8715(5) 0.5400(3) 0.4457(3) 0.0210(13) Uani 1.000000 .
C5 C 0.8885(5) 0.4265(3) 0.8889(3) 0.0236(15) Uani 1.000000 .
C40 C 0.8802(4) -0.1150(3) 0.3697(3) 0.0225(13) Uani 1.000000 .
H40 H 0.8496(4) -0.1645(3) 0.3695(3) 0.0270(16) Uiso 1.000000 R
C28 C 0.8726(4) 0.0111(3) 0.6214(3) 0.0215(12) Uani 1.000000 .
C23 C 0.9212(4) 1.2555(3) 0.1161(4) 0.0319(15) Uani 1.000000 .
H23 H 0.9337(4) 1.3104(3) 0.1153(4) 0.0383(18) Uiso 1.000000 R
C4 C 0.8688(5) 0.5284(3) 0.8029(3) 0.0222(14) Uani 1.000000 .
C2 C 0.8652(5) 0.5855(3) 0.8557(3) 0.0270(16) Uani 1.000000 .
C19 C 0.9144(4) 1.1289(4) 0.0579(3) 0.0245(14) Uani 1.000000 .
H19 H 0.9225(4) 1.0988(4) 0.0169(3) 0.0294(17) Uiso 1.000000 R
C26 C 0.8900(4) 0.0563(3) 0.6810(3) 0.0231(14) Uani 1.000000 .
H26 H 0.9040(4) 0.0295(3) 0.7228(3) 0.0277(17) Uiso 1.000000 R
C12 C 0.8738(5) 0.5756(3) 0.3232(3) 0.0211(13) Uani 1.000000 .
C29 C 0.8747(4) -0.0783(3) 0.6205(3) 0.0216(12) Uani 1.000000 .
C47 C 0.3875(5) 0.3798(3) 0.1305(3) 0.0255(14) Uani 1.000000 .
H47 H 0.3355(5) 0.3454(3) 0.1314(3) 0.0307(17) Uiso 1.000000 R
C49 C 0.6274(5) 0.5339(3) 0.1293(3) 0.0238(13) Uani 1.000000 .
C50 C 1.0189(4) 0.1124(3) 0.3699(3) 0.0192(12) Uani 1.000000 .
C3 C 0.8845(5) 0.4851(3) 0.9407(3) 0.0247(14) Uani 1.000000 .
C35 C 0.9628(4) 0.1822(3) 0.3713(3) 0.0245(13) Uani 1.000000 .
H35 H 0.9916(4) 0.2325(3) 0.3720(3) 0.0294(16) Uiso 1.000000 R
C16 C 0.8453(4) 0.9589(3) 0.0601(3) 0.0215(14) Uani 1.000000 .
H16 H 0.8358(4) 0.9865(3) 0.0180(3) 0.0258(17) Uiso 1.000000 R
C13 C 0.8704(5) 0.8745(3) 0.1816(3) 0.0250(14) Uani 1.000000 .
H13 H 0.8795(5) 0.8459(3) 0.2232(3) 0.0300(17) Uiso 1.000000 R
C41 C 0.9722(4) 0.0361(3) 0.3694(3) 0.0184(12) Uani 1.000000 .
C39 C 0.8282(4) -0.0465(3) 0.3697(3) 0.0231(13) Uani 1.000000 .
H39 H 0.7626(4) -0.0499(3) 0.3699(3) 0.0277(16) Uiso 1.000000 R
C46 C 0.4759(4) 0.3483(4) 0.1304(3) 0.0284(13) Uani 1.000000 .
H46 H 0.4830(4) 0.2926(4) 0.1313(3) 0.0341(16) Uiso 1.000000 R
C20 C 0.8749(5) 1.1367(3) 0.1795(3) 0.0250(14) Uani 1.000000 .
H20 H 0.8556(5) 1.1124(3) 0.2213(3) 0.0300(17) Uiso 1.000000 R
C44 C 0.6497(4) 0.3662(4) 0.1286(3) 0.0284(14) Uani 1.000000 .
H44 H 0.6586(4) 0.3107(4) 0.1287(3) 0.0341(17) Uiso 1.000000 R
C37 C 0.8199(4) 0.1038(3) 0.3710(3) 0.0223(13) Uani 1.000000 .
H37 H 0.7542(4) 0.1017(3) 0.3715(3) 0.0267(15) Uiso 1.000000 R
C24 C 0.8879(4) 0.1378(4) 0.6816(3) 0.0260(15) Uani 1.000000 .
H24 H 0.8985(4) 0.1654(4) 0.7236(3) 0.0312(18) Uiso 1.000000 R
C36 C 0.8642(4) 0.1770(3) 0.3716(3) 0.0246(13) Uani 1.000000 .
H36 H 0.8283(4) 0.2239(3) 0.3723(3) 0.0296(15) Uiso 1.000000 R
C34 C 0.8890(4) -0.2463(3) 0.6223(4) 0.0378(15) Uani 1.000000 .
H34 H 0.8954(4) -0.3020(3) 0.6229(4) 0.0453(19) Uiso 1.000000 R
C31 C 0.9017(5) -0.1206(4) 0.5605(3) 0.0286(16) Uani 1.000000 .
H31 H 0.9156(5) -0.0928(4) 0.5192(3) 0.0343(19) Uiso 1.000000 R
C48 C 0.5458(4) 0.4831(3) 0.1295(3) 0.0228(13) Uani 1.000000 .
C14 C 0.8335(4) 0.8769(4) 0.0615(3) 0.0242(15) Uani 1.000000 .
H14 H 0.8174(4) 0.8500(4) 0.0202(3) 0.0291(18) Uiso 1.000000 R
C21 C 0.8925(5) 1.2194(3) 0.1783(3) 0.0311(16) Uani 1.000000 .
H21 H 0.8850(5) 1.2500(3) 0.2191(3) 0.0374(19) Uiso 1.000000 R
C25 C 0.8545(4) 0.1387(4) 0.5606(3) 0.0273(15) Uani 1.000000 .
H25 H 0.8428(4) 0.1670(4) 0.5192(3) 0.0327(18) Uiso 1.000000 R
C27 C 0.8552(4) 0.0553(3) 0.5589(3) 0.0215(13) Uani 1.000000 .
H27 H 0.8443(4) 0.0284(3) 0.5166(3) 0.0258(16) Uiso 1.000000 R
C30 C 0.8523(5) -0.1214(4) 0.6814(3) 0.0311(16) Uani 1.000000 .
H30 H 0.8321(5) -0.0941(4) 0.7215(3) 0.0373(19) Uiso 1.000000 R
C43 C 0.7267(4) 0.4164(3) 0.1280(3) 0.0315(14) Uani 1.000000 .
H43 H 0.7870(4) 0.3942(3) 0.1272(3) 0.0378(17) Uiso 1.000000 R
C15 C 0.8830(5) 0.9565(3) 0.1814(3) 0.0238(14) Uani 1.000000 .
H15 H 0.8998(5) 0.9824(3) 0.2230(3) 0.0285(17) Uiso 1.000000 R
C38 C 0.8722(5) 0.0312(3) 0.3694(3) 0.0219(13) Uani 1.000000 .
C45 C 0.5582(4) 0.3976(3) 0.1290(3) 0.0271(14) Uani 1.000000 .
C33 C 0.9081(5) -0.2038(4) 0.5618(3) 0.0345(17) Uani 1.000000 .
H33 H 0.9257(5) -0.2313(4) 0.5211(3) 0.041(2) Uiso 1.000000 R
C32 C 0.8599(5) -0.2055(4) 0.6826(3) 0.0384(17) Uani 1.000000 .
H32 H 0.8456(5) -0.2339(4) 0.7235(3) 0.046(2) Uiso 1.000000 R
C42 C 0.7169(4) 0.4990(4) 0.1284(3) 0.0321(15) Uani 1.000000 .
H42 H 0.7703(4) 0.5316(4) 0.1282(3) 0.0385(18) Uiso 1.000000 R


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
I3 C7 2.097(6) . ?
I1 C1 2.097(5) . ?
I4 C12 2.109(5) . ?
I2 C6 2.094(5) . ?
F6 C8 1.346(6) . ?
F8 C9 1.353(6) . ?
F5 C10 1.344(6) . ?
F1 C2 1.357(6) . ?
F3 C4 1.356(6) . ?
F4 C5 1.341(6) . ?
F2 C3 1.355(6) . ?
F7 C11 1.332(6) . ?
O1 N1 1.312(5) . ?
O2 N2 1.316(5) . ?
N2 C24 1.368(7) . ?
N2 C25 1.353(7) . ?
N1 C13 1.359(7) . ?
N1 C14 1.356(7) . ?
C10 C8 1.375(7) . ?
C10 C12 1.376(8) . ?
C1 C2 1.377(8) . ?
C1 C3 1.368(8) . ?
C22 H22 0.9300 . ?
C22 C23 1.368(8) . ?
C22 C19 1.386(8) . ?
C9 C7 1.356(8) . ?
C9 C11 1.388(7) . ?
C6 C5 1.388(9) . ?
C6 C4 1.385(7) . ?
C17 C18 1.478(7) . ?
C17 C16 1.388(7) . ?
C17 C15 1.396(7) . ?
C7 C8 1.401(7) . ?
C18 C19 1.385(8) . ?
C18 C20 1.394(8) . ?
C11 C12 1.385(7) . ?
C5 C3 1.385(8) . ?
C40 H40 0.9300 . ?
C40 C50 1.429(8) 4_755 ?
C40 C39 1.354(7) . ?
C28 C26 1.377(7) . ?
C28 C29 1.484(7) . ?
C28 C27 1.416(7) . ?
C23 H23 0.9300 . ?
C23 C21 1.383(9) . ?
C4 C2 1.381(8) . ?
C19 H19 0.9300 . ?
C26 H26 0.9300 . ?
C26 C24 1.354(8) . ?
C29 C31 1.390(8) . ?
C29 C30 1.395(8) . ?
C47 H47 0.9300 . ?
C47 C49 1.450(7) 4_665 ?
C47 C46 1.356(8) . ?
C49 C48 1.429(8) . ?
C49 C42 1.392(8) . ?
C50 C35 1.405(7) . ?
C50 C41 1.430(7) . ?
C35 H35 0.9300 . ?
C35 C36 1.397(7) . ?
C16 H16 0.9300 . ?
C16 C14 1.372(8) . ?
C13 H13 0.9300 . ?
C13 C15 1.373(7) . ?
C41 C41 1.434(10) 4_755 ?
C41 C38 1.417(8) . ?
C39 H39 0.9300 . ?
C39 C38 1.432(7) . ?
C46 H46 0.9300 . ?
C46 C45 1.424(8) . ?
C20 H20 0.9300 . ?
C20 C21 1.397(7) . ?
C44 H44 0.9300 . ?
C44 C43 1.372(8) . ?
C44 C45 1.396(8) . ?
C37 H37 0.9300 . ?
C37 C36 1.368(7) . ?
C37 C38 1.415(7) . ?
C24 H24 0.9300 . ?
C36 H36 0.9300 . ?
C34 H34 0.9300 . ?
C34 C33 1.373(9) . ?
C34 C32 1.391(9) . ?
C31 H31 0.9300 . ?
C31 C33 1.386(8) . ?
C48 C48 1.413(11) 4_665 ?
C48 C45 1.430(7) . ?
C14 H14 0.9300 . ?
C21 H21 0.9300 . ?
C25 H25 0.9300 . ?
C25 C27 1.385(8) . ?
C27 H27 0.9300 . ?
C30 H30 0.9300 . ?
C30 C32 1.401(8) . ?
C43 H43 0.9300 . ?
C43 C42 1.378(8) . ?
C15 H15 0.9300 . ?
C33 H33 0.9300 . ?
C32 H32 0.9300 . ?
C42 H42 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C24 N2 O2 121.1(5) . . ?
C25 N2 O2 120.2(5) . . ?
C25 N2 C24 118.7(4) . . ?
C13 N1 O1 120.8(5) . . ?
C14 N1 O1 120.5(5) . . ?
C14 N1 C13 118.7(4) . . ?
C8 C10 F5 118.0(5) . . ?
C12 C10 F5 120.9(5) . . ?
C12 C10 C8 121.1(5) . . ?
C2 C1 I1 121.4(4) . . ?
C3 C1 I1 122.2(4) . . ?
C3 C1 C2 116.4(5) . . ?
C23 C22 H22 120.4(4) . . ?
C19 C22 H22 120.4(4) . . ?
C19 C22 C23 119.3(6) . . ?
C7 C9 F8 120.5(5) . . ?
C11 C9 F8 116.3(5) . . ?
C11 C9 C7 123.2(5) . . ?
C5 C6 I2 121.5(4) . . ?
C4 C6 I2 121.4(4) . . ?
C4 C6 C5 117.1(5) . . ?
C16 C17 C18 122.2(5) . . ?
C15 C17 C18 121.8(5) . . ?
C15 C17 C16 115.9(5) . . ?
C9 C7 I3 121.8(4) . . ?
C8 C7 I3 121.8(4) . . ?
C8 C7 C9 116.4(5) . . ?
C19 C18 C17 121.0(6) . . ?
C20 C18 C17 121.6(5) . . ?
C20 C18 C19 117.4(5) . . ?
C9 C11 F7 119.2(5) . . ?
C12 C11 F7 121.1(5) . . ?
C12 C11 C9 119.6(5) . . ?
C10 C8 F6 118.9(5) . . ?
C7 C8 F6 119.7(5) . . ?
C7 C8 C10 121.4(5) . . ?
C6 C5 F4 120.6(5) . . ?
C3 C5 F4 119.1(5) . . ?
C3 C5 C6 120.4(5) . . ?
C50 C40 H40 119.4(3) 4_755 . ?
C39 C40 H40 119.4(4) . . ?
C39 C40 C50 121.2(5) . 4_755 ?
C29 C28 C26 123.5(5) . . ?
C27 C28 C26 115.7(5) . . ?
C27 C28 C29 120.8(5) . . ?
H23 C23 C22 119.7(4) . . ?
C21 C23 C22 120.6(5) . . ?
C21 C23 H23 119.7(4) . . ?
C6 C4 F3 119.7(5) . . ?
C2 C4 F3 119.1(5) . . ?
C2 C4 C6 121.2(5) . . ?
C1 C2 F1 120.6(5) . . ?
C4 C2 F1 117.3(5) . . ?
C4 C2 C1 122.0(5) . . ?
C18 C19 C22 122.2(6) . . ?
H19 C19 C22 118.9(4) . . ?
H19 C19 C18 118.9(3) . . ?
H26 C26 C28 118.4(3) . . ?
C24 C26 C28 123.2(5) . . ?
C24 C26 H26 118.4(3) . . ?
C10 C12 I4 122.0(4) . . ?
C11 C12 I4 119.7(4) . . ?
C11 C12 C10 118.2(5) . . ?
C31 C29 C28 121.4(6) . . ?
C30 C29 C28 119.9(6) . . ?
C30 C29 C31 118.7(5) . . ?
C49 C47 H47 119.5(4) 4_665 . ?
C46 C47 H47 119.5(3) . . ?
C46 C47 C49 121.0(6) . 4_665 ?
C48 C49 C47 117.8(6) . 4_665 ?
C42 C49 C47 122.9(6) . 4_665 ?
C42 C49 C48 119.3(5) . . ?
C35 C50 C40 122.7(5) . 4_755 ?
C41 C50 C40 119.2(5) . 4_755 ?
C41 C50 C35 118.1(5) . . ?
C1 C3 F2 119.5(5) . . ?
C5 C3 F2 117.6(5) . . ?
C5 C3 C1 122.9(6) . . ?
H35 C35 C50 119.6(3) . . ?
C36 C35 C50 120.8(5) . . ?
C36 C35 H35 119.6(3) . . ?
H16 C16 C17 119.2(3) . . ?
C14 C16 C17 121.7(5) . . ?
C14 C16 H16 119.2(3) . . ?
H13 C13 N1 119.4(3) . . ?
C15 C13 N1 121.2(5) . . ?
C15 C13 H13 119.4(3) . . ?
C41 C41 C50 119.2(6) 4_755 . ?
C38 C41 C50 120.8(5) . . ?
H39 C39 C40 119.3(4) . . ?
C38 C39 C40 121.4(5) . . ?
C38 C39 H39 119.3(3) . . ?
H46 C46 C47 118.9(3) . . ?
C45 C46 C47 122.2(6) . . ?
C45 C46 H46 118.9(3) . . ?
H20 C20 C18 119.5(3) . . ?
C21 C20 C18 121.0(5) . . ?
C21 C20 H20 119.5(4) . . ?
C43 C44 H44 119.7(4) . . ?
C45 C44 H44 119.7(3) . . ?
C45 C44 C43 120.6(5) . . ?
C36 C37 H37 119.4(3) . . ?
C38 C37 H37 119.4(3) . . ?
C38 C37 C36 121.1(5) . . ?
C26 C24 N2 120.6(5) . . ?
H24 C24 N2 119.7(3) . . ?
H24 C24 C26 119.7(3) . . ?
C37 C36 C35 120.9(5) . . ?
H36 C36 C35 119.6(3) . . ?
H36 C36 C37 119.6(3) . . ?
C33 C34 H34 120.2(4) . . ?
C32 C34 H34 120.2(4) . . ?
C32 C34 C33 119.6(6) . . ?
H31 C31 C29 119.8(3) . . ?
C33 C31 C29 120.5(6) . . ?
C33 C31 H31 119.8(4) . . ?
C48 C48 C49 120.4(6) 4_665 . ?
C45 C48 C49 119.1(5) . . ?
C16 C14 N1 121.2(5) . . ?
H14 C14 N1 119.4(3) . . ?
H14 C14 C16 119.4(3) . . ?
C20 C21 C23 119.4(6) . . ?
H21 C21 C23 120.3(4) . . ?
H21 C21 C20 120.3(4) . . ?
H25 C25 N2 119.1(3) . . ?
C27 C25 N2 121.8(5) . . ?
C27 C25 H25 119.1(3) . . ?
C25 C27 C28 120.0(5) . . ?
H27 C27 C28 120.0(3) . . ?
H27 C27 C25 120.0(3) . . ?
H30 C30 C29 119.8(4) . . ?
C32 C30 C29 120.4(6) . . ?
C32 C30 H30 119.8(4) . . ?
H43 C43 C44 119.2(4) . . ?
C42 C43 C44 121.7(6) . . ?
C42 C43 H43 119.2(4) . . ?
C13 C15 C17 121.4(5) . . ?
H15 C15 C17 119.3(3) . . ?
H15 C15 C13 119.3(3) . . ?
C39 C38 C41 119.0(5) . . ?
C37 C38 C41 118.3(5) . . ?
C37 C38 C39 122.6(6) . . ?
C44 C45 C46 122.9(5) . . ?
C48 C45 C46 118.1(6) . . ?
C48 C45 C44 118.9(5) . . ?
C31 C33 C34 121.0(6) . . ?
H33 C33 C34 119.5(4) . . ?
H33 C33 C31 119.5(4) . . ?
C30 C32 C34 119.7(6) . . ?
H32 C32 C34 120.1(4) . . ?
H32 C32 C30 120.1(4) . . ?
C43 C42 C49 120.3(6) . . ?
H42 C42 C49 119.8(3) . . ?
H42 C42 C43 119.8(4) . . ?

_olex2_date_sample_data_collection 2017-04-25
_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 1.269
_oxdiff_exptl_absorpt_empirical_full_min 0.798

# start Validation Reply Form
_vrf_PLAT910_20170425b           
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         18 Note  
RESPONSE: some reflections below theta (min) are too strong, and therefore these
reflections were excluded
;
# end Validation Reply Form
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20170301b
_database_code_depnum_ccdc_archive 'CCDC 2013541'
loop_
_audit_author_name
_audit_author_address
'Wang Hui'
;Shanxi Normal University
China
;
_audit_update_record             
;
2020-08-03 deposited with the CCDC.	2020-08-03 downloaded from the CCDC.
;
_audit_creation_date             2020-07-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '4(C6 F4 I2), 2(C18 H12), 4(C11 H9 N O)'
_chemical_formula_sum            'C104 H60 F16 I8 N4 O4'
_chemical_formula_weight         2748.76
_chemical_melting_point          ?
_chemical_oxdiff_formula         c1h1n1o1i1f1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   17.8703(5)
_cell_length_b                   34.1971(7)
_cell_length_c                   17.3770(4)
_cell_angle_alpha                90
_cell_angle_beta                 114.181(3)
_cell_angle_gamma                90
_cell_volume                     9687.5(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7602
_cell_measurement_temperature    292.49(10)
_cell_measurement_theta_max      73.0320
_cell_measurement_theta_min      4.7230
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    20.846
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.29749
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.6a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.885
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             5248
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_av_unetI/netI     0.0622
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            37327
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.321
_diffrn_reflns_theta_min         3.746
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      292.49(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -57.00  30.00   1.00    3.00    --  -41.49  57.00 -90.00   87
  2  ω   -103.00 -76.00   1.00    3.00    --  -41.49 -57.00-150.00   27
  3  ω   -114.00 -13.00   1.00    3.00    --  -41.49 -57.00   0.00  101
  4  ω   -110.00 -83.00   1.00    3.00    --  -41.49 -37.00  90.00   27
  5  ω     60.00 103.00   1.00    3.00    --  107.52 -30.00  30.00   43
  6  ω     88.00 165.00   1.00    3.00    --  107.52  30.00 -90.00   77
  7  ω    114.00 149.00   1.00    3.00    --  107.52  77.00-180.00   35
  8  ω     90.00 177.00   1.00    3.00    --  107.52  61.00 -30.00   87
  9  ω     34.00 130.00   1.00    3.00    --  107.52 -45.00-180.00   96
 10  ω     29.00 102.00   1.00    3.00    --  107.52 -94.00  60.00   73
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0854901000
_diffrn_orient_matrix_UB_12      -0.0145748000
_diffrn_orient_matrix_UB_13      0.0113868000
_diffrn_orient_matrix_UB_21      -0.0029766000
_diffrn_orient_matrix_UB_22      -0.0315735000
_diffrn_orient_matrix_UB_23      0.0619537000
_diffrn_orient_matrix_UB_31      -0.0401508000
_diffrn_orient_matrix_UB_32      -0.0286146000
_diffrn_orient_matrix_UB_33      -0.0740416000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                12292
_reflns_number_total             18962
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.13
_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 1.171.39.6a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.6a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.6a (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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         1.015
_refine_diff_density_min         -2.005
_refine_diff_density_rms         0.138
_refine_ls_extinction_coef       0.000049(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1214
_refine_ls_number_reflns         18962
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.0964
_refine_ls_R_factor_gt           0.0637
_refine_ls_restrained_S_all      1.035
_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)+(0.0892P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1593
_refine_ls_wR_factor_ref         0.1927
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C41) \\sim Ueq, Uanis(C43) \\sim Ueq, Uanis(C42) \\sim Ueq, Uanis(C44)
\\sim Ueq, Uanis(C46) \\sim Ueq, Uanis(C45) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C52) \\sim Ueq, Uanis(C63) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C75(H75), C86(H86), C85(H85), C82(H82), C73(H73), C76(H76), C79(H79),
 C74(H74), C81(H81), C80(H80), C102(H102), C100(H100), C99(H99), C90(H90),
 C34(H34), C35(H35), C88(H88), C32(H32), C89(H89), C96(H96), C33(H33), C36(H36),
  C56(H56), C101(H101), C69(H69), C87(H87), C42(H42), C43(H43), C44(H44),
 C45(H45), C46(H46), C59(H59), C53(H53), C38(H38), C55(H55), C37(H37), C67(H67),
  C39(H39), C58(H58), C70(H70), C27(H27), C28(H28), C54(H54), C51(H51),
 C29(H29), C26(H26), C25(H25), C95(H95), C68(H68), C52(H52), C94(H94), C93(H93),
  C48(H48), C47(H47), C57(H57), C64(H64), C66(H66), C62(H62), C65(H65), C63(H63)
3.b Fitted hexagon refined as free rotating group:
 C41(C42,C43,C44,C45,C46)
;
_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
I2 I 0.29629(3) 0.54303(2) 0.17462(3) 0.05755(16) Uani 1 1 d . . . . .
I3 I 0.07310(3) 0.54441(2) -0.05416(3) 0.05916(16) Uani 1 1 d . . . . .
I1 I 0.56288(3) 0.67946(2) 0.45359(3) 0.05533(15) Uani 1 1 d . . . . .
I4 I -0.20683(3) 0.68037(2) -0.31947(4) 0.05963(16) Uani 1 1 d . . . . .
F1 F 0.5596(3) 0.58539(14) 0.4504(3) 0.0780(16) Uani 1 1 d . . . . .
F6 F -0.2080(3) 0.58693(14) -0.3091(3) 0.0689(14) Uani 1 1 d . . . . .
F4 F 0.4034(3) 0.68823(12) 0.2806(4) 0.0729(15) Uani 1 1 d . . . . .
F8 F 0.0813(3) 0.63835(15) -0.0718(3) 0.0731(14) Uani 1 1 d . . . . .
F3 F 0.3039(3) 0.63668(14) 0.1734(3) 0.0737(15) Uani 1 1 d . . . . .
F2 F 0.4585(3) 0.53403(12) 0.3451(3) 0.0810(17) Uani 1 1 d . . . . .
F7 F -0.0261(3) 0.68942(13) -0.1716(4) 0.0740(15) Uani 1 1 d . . . . .
C1 C 0.4846(5) 0.6388(2) 0.3688(5) 0.0445(17) Uani 1 1 d . . . . .
F5 F -0.1024(3) 0.53595(12) -0.2066(3) 0.0704(14) Uani 1 1 d . . . . .
C4 C 0.3782(5) 0.5832(2) 0.2566(5) 0.0448(17) Uani 1 1 d . . . . .
C12 C 0.0086(5) 0.6251(2) -0.1310(5) 0.0490(18) Uani 1 1 d . . . . .
C5 C 0.3663(5) 0.6237(2) 0.2414(5) 0.0487(18) Uani 1 1 d . . . . .
C6 C 0.4184(5) 0.64991(19) 0.2970(5) 0.0465(18) Uani 1 1 d . . . . .
C10 C -0.1204(5) 0.6401(2) -0.2433(5) 0.0481(18) Uani 1 1 d . . . . .
C8 C -0.0816(5) 0.5739(2) -0.1977(5) 0.0477(18) Uani 1 1 d . . . . .
C3 C 0.4442(5) 0.5728(2) 0.3270(5) 0.055(2) Uani 1 1 d . . . . .
C2 C 0.4955(5) 0.5988(2) 0.3824(5) 0.0472(18) Uani 1 1 d . . . . .
C9 C -0.1363(4) 0.6004(2) -0.2505(5) 0.0473(18) Uani 1 1 d . . . . .
C7 C -0.0074(5) 0.5851(2) -0.1363(5) 0.0475(18) Uani 1 1 d . . . . .
C11 C -0.0465(5) 0.6518(2) -0.1826(5) 0.0522(19) Uani 1 1 d . . . . .
I7 I 0.07871(3) 0.42737(2) 0.44585(3) 0.05632(16) Uani 1 1 d . . . . .
I8 I -0.18898(3) 0.28807(2) 0.17804(4) 0.05995(16) Uani 1 1 d . . . . .
F11 F -0.1913(3) 0.38107(14) 0.1800(3) 0.0778(16) Uani 1 1 d . . . . .
F9 F 0.0808(3) 0.33361(14) 0.4447(3) 0.0795(16) Uani 1 1 d . . . . .
F12 F -0.0905(3) 0.43414(12) 0.2827(4) 0.0748(15) Uani 1 1 d . . . . .
F10 F -0.0192(4) 0.28067(12) 0.3439(4) 0.0840(18) Uani 1 1 d . . . . .
C22 C -0.1077(5) 0.3287(2) 0.2597(5) 0.0481(18) Uani 1 1 d . . . . .
C19 C -0.0014(5) 0.38543(19) 0.3663(5) 0.0456(17) Uani 1 1 d . . . . .
C23 C -0.1248(5) 0.3692(2) 0.2461(5) 0.0507(19) Uani 1 1 d . . . . .
C24 C -0.0717(5) 0.3960(2) 0.2991(5) 0.052(2) Uani 1 1 d . . . . .
C20 C 0.0138(5) 0.3458(2) 0.3795(5) 0.0516(19) Uani 1 1 d . . . . .
C21 C -0.0388(5) 0.3186(2) 0.3277(5) 0.053(2) Uani 1 1 d . . . . .
I6 I 0.31026(4) 0.06918(2) 0.17729(4) 0.06470(17) Uani 1 1 d . . . . .
I5 I 0.58564(4) 0.20705(2) 0.44177(3) 0.06243(17) Uani 1 1 d . . . . .
F13 F 0.3099(3) 0.16269(16) 0.1817(3) 0.0768(15) Uani 1 1 d . . . . .
F14 F 0.4132(3) 0.21466(13) 0.2829(3) 0.0717(14) Uani 1 1 d . . . . .
F16 F 0.4847(3) 0.06068(14) 0.3353(4) 0.0854(17) Uani 1 1 d . . . . .
F15 F 0.5899(3) 0.11296(16) 0.4350(3) 0.0849(17) Uani 1 1 d . . . . .
C17 C 0.3801(5) 0.1491(2) 0.2441(5) 0.0508(19) Uani 1 1 d . . . . .
C13 C 0.5054(5) 0.1656(2) 0.3620(5) 0.0487(18) Uani 1 1 d . . . . .
C16 C 0.3947(5) 0.1098(2) 0.2556(5) 0.053(2) Uani 1 1 d . . . . .
C18 C 0.4341(5) 0.1764(2) 0.2965(6) 0.053(2) Uani 1 1 d . . . . .
C14 C 0.5204(5) 0.1258(3) 0.3728(6) 0.058(2) Uani 1 1 d . . . . .
C15 C 0.4657(5) 0.0986(2) 0.3208(6) 0.056(2) Uani 1 1 d . . . . .
C83 C -0.0243(4) 0.1547(2) 0.2823(4) 0.0429(16) Uani 1 1 d . . . . .
C77 C -0.0052(4) 0.08487(17) 0.2547(4) 0.0380(15) Uani 1 1 d . . . . .
C72 C 0.0417(4) 0.09550(18) 0.2098(4) 0.0346(14) Uani 1 1 d . . . . .
C71 C 0.0553(4) 0.13738(18) 0.1984(4) 0.0373(15) Uani 1 1 d . . . . .
C75 C 0.0140(5) 0.0170(2) 0.2279(5) 0.057(2) Uani 1 1 d . . . . .
H75 H 0.0048 -0.0094 0.2340 0.068 Uiso 1 1 calc R . . . .
C86 C 0.0815(6) 0.2160(2) 0.1780(5) 0.068(3) Uani 1 1 d . . . . .
H86 H 0.0901 0.2423 0.1707 0.082 Uiso 1 1 calc R . . . .
C85 C 0.0385(5) 0.2056(2) 0.2230(5) 0.061(2) Uani 1 1 d . . . . .
H85 H 0.0183 0.2250 0.2468 0.073 Uiso 1 1 calc R . . . .
C84 C 0.0232(4) 0.16566(19) 0.2350(4) 0.0427(16) Uani 1 1 d . . . . .
C78 C -0.0383(4) 0.1146(2) 0.2918(4) 0.0415(16) Uani 1 1 d . . . . .
C82 C -0.0582(5) 0.1818(3) 0.3190(5) 0.061(2) Uani 1 1 d . . . . .
H82 H -0.0508 0.2083 0.3123 0.074 Uiso 1 1 calc R . . . .
C73 C 0.0739(5) 0.0665(2) 0.1758(4) 0.0476(18) Uani 1 1 d . . . . .
H73 H 0.1053 0.0736 0.1466 0.057 Uiso 1 1 calc R . . . .
C76 C -0.0186(5) 0.0443(2) 0.2625(5) 0.0524(19) Uani 1 1 d . . . . .
H76 H -0.0498 0.0364 0.2913 0.063 Uiso 1 1 calc R . . . .
C79 C -0.0843(5) 0.1042(3) 0.3381(5) 0.056(2) Uani 1 1 d . . . . .
H79 H -0.0938 0.0779 0.3443 0.067 Uiso 1 1 calc R . . . .
C74 C 0.0601(5) 0.0274(2) 0.1844(5) 0.053(2) Uani 1 1 d . . . . .
H74 H 0.0818 0.0083 0.1612 0.063 Uiso 1 1 calc R . . . .
C81 C -0.1013(6) 0.1712(3) 0.3638(6) 0.078(3) Uani 1 1 d . . . . .
H81 H -0.1219 0.1904 0.3878 0.094 Uiso 1 1 calc R . . . .
C80 C -0.1154(5) 0.1321(3) 0.3744(5) 0.067(2) Uani 1 1 d . . . . .
H80 H -0.1451 0.1248 0.4053 0.081 Uiso 1 1 calc R . . . .
C103 C 0.5092(4) 0.34268(18) 0.2428(4) 0.0357(14) Uani 1 1 d . . . . .
C102 C 0.4955(5) 0.30307(19) 0.2552(5) 0.0487(18) Uani 1 1 d . . . . .
H102 H 0.4645 0.2967 0.2852 0.058 Uiso 1 1 calc R . . . .
C104 C 0.4752(4) 0.37420(18) 0.2757(4) 0.0358(14) Uani 1 1 d . . . . .
C49 C -0.1823(4) 0.3985(3) 0.4342(4) 0.0476(18) Uani 1 1 d . . . . .
C50 C -0.1844(4) 0.3548(3) 0.4381(5) 0.054(2) Uani 1 1 d . . . . .
C61 C 0.3146(5) 0.1072(2) 0.4363(4) 0.0482(18) Uani 1 1 d . . . . .
N2 N -0.1805(4) 0.54666(19) -0.0660(4) 0.0473(15) Uani 1 1 d . . . . .
C31 C 0.3082(4) 0.6182(2) 0.4381(4) 0.0395(15) Uani 1 1 d . . . . .
C100 C 0.5719(5) 0.2825(2) 0.1776(5) 0.0511(19) Uani 1 1 d . . . . .
H100 H 0.5923 0.2626 0.1553 0.061 Uiso 1 1 calc R . . . .
N1 N 0.3114(4) 0.7003(2) 0.4346(4) 0.0534(17) Uani 1 1 d . . . . .
C92 C 0.5381(4) 0.4225(2) 0.2127(5) 0.0471(18) Uani 1 1 d . . . . .
C99 C 0.5859(5) 0.3206(2) 0.1646(5) 0.0470(17) Uani 1 1 d . . . . .
H99 H 0.6168 0.3263 0.1340 0.056 Uiso 1 1 calc R . . . .
C30 C 0.3065(4) 0.5751(2) 0.4410(4) 0.0433(17) Uani 1 1 d . . . . .
C90 C 0.4547(5) 0.4431(2) 0.2916(5) 0.054(2) Uani 1 1 d . . . . .
H90 H 0.4626 0.4691 0.2812 0.065 Uiso 1 1 calc R . . . .
C40 C -0.1919(4) 0.6279(2) -0.0630(4) 0.0444(17) Uani 1 1 d . . . . .
C34 C 0.3646(5) 0.6807(2) 0.5007(6) 0.066(3) Uani 1 1 d . . . . .
H34 H 0.4027 0.6944 0.5459 0.079 Uiso 1 1 calc R . . . .
C97 C 0.5700(4) 0.3924(2) 0.1797(4) 0.0441(17) Uani 1 1 d . . . . .
C35 C 0.3644(5) 0.6405(2) 0.5031(5) 0.064(2) Uani 1 1 d . . . . .
H35 H 0.4031 0.6278 0.5498 0.077 Uiso 1 1 calc R . . . .
C88 C 0.3963(5) 0.3963(3) 0.3528(5) 0.055(2) Uani 1 1 d . . . . .
H88 H 0.3653 0.3904 0.3832 0.066 Uiso 1 1 calc R . . . .
C32 C 0.2564(5) 0.6400(2) 0.3696(6) 0.074(3) Uani 1 1 d . . . . .
H32 H 0.2185 0.6271 0.3227 0.089 Uiso 1 1 calc R . . . .
C89 C 0.4100(5) 0.4349(2) 0.3367(5) 0.061(2) Uani 1 1 d . . . . .
H89 H 0.3885 0.4552 0.3570 0.073 Uiso 1 1 calc R . . . .
C96 C 0.6161(6) 0.4018(3) 0.1348(6) 0.069(2) Uani 1 1 d . . . . .
H96 H 0.6383 0.3819 0.1143 0.083 Uiso 1 1 calc R . . . .
C91 C 0.4897(4) 0.41360(19) 0.2597(4) 0.0415(16) Uani 1 1 d . . . . .
C33 C 0.2597(7) 0.6801(3) 0.3693(6) 0.090(4) Uani 1 1 d . . . . .
H33 H 0.2245 0.6935 0.3218 0.108 Uiso 1 1 calc R . . . .
C36 C -0.1247(5) 0.6078(2) -0.0065(5) 0.057(2) Uani 1 1 d . . . . .
H36 H -0.0814 0.6216 0.0335 0.068 Uiso 1 1 calc R . . . .
C98 C 0.5555(4) 0.35132(18) 0.1960(4) 0.0342(14) Uani 1 1 d . . . . .
C56 C -0.2402(7) 0.4200(3) 0.3720(7) 0.110(5) Uani 1 1 d . . . . .
H56 H -0.2810 0.4070 0.3277 0.133 Uiso 1 1 calc R . . . .
C101 C 0.5276(5) 0.2736(2) 0.2234(5) 0.058(2) Uani 1 1 d . . . . .
H101 H 0.5190 0.2476 0.2332 0.070 Uiso 1 1 calc R . . . .
C69 C 0.1133(6) 0.1873(3) 0.1423(6) 0.068(2) Uani 1 1 d . . . . .
H69 H 0.1429 0.1946 0.1114 0.081 Uiso 1 1 calc R . . . .
C87 C 0.4297(4) 0.3668(2) 0.3226(4) 0.0496(18) Uani 1 1 d . . . . .
H87 H 0.4214 0.3410 0.3340 0.059 Uiso 1 1 calc R . . . .
C41 C -0.2003(4) 0.67123(13) -0.0581(4) 0.0483(18) Uani 1 1 d . U . . .
C42 C -0.2673(3) 0.69060(17) -0.1178(3) 0.079(3) Uani 1 1 d G U . . .
H42 H -0.3057 0.6768 -0.1628 0.095 Uiso 1 1 calc R . . . .
C43 C -0.2769(4) 0.73056(17) -0.1103(4) 0.098(4) Uani 1 1 d G U . . .
H43 H -0.3217 0.7435 -0.1503 0.117 Uiso 1 1 calc R . . . .
C44 C -0.2195(5) 0.75115(13) -0.0431(5) 0.078(3) Uani 1 1 d G U . . .
H44 H -0.2259 0.7779 -0.0380 0.094 Uiso 1 1 calc R . . . .
C45 C -0.1525(4) 0.73178(19) 0.0167(4) 0.140(5) Uani 1 1 d G U . . .
H45 H -0.1140 0.7456 0.0617 0.168 Uiso 1 1 calc R . . . .
C46 C -0.1428(4) 0.69182(19) 0.0092(4) 0.126(5) Uani 1 1 d G U . . .
H46 H -0.0980 0.6789 0.0491 0.151 Uiso 1 1 calc R . . . .
C59 C 0.3832(5) 0.1712(3) 0.4883(5) 0.063(2) Uani 1 1 d . . . . .
H59 H 0.4231 0.1581 0.5334 0.076 Uiso 1 1 calc R . . . .
C60 C 0.3222(4) 0.1499(3) 0.4299(5) 0.0492(19) Uani 1 1 d . . . . .
C53 C -0.1916(6) 0.2736(3) 0.4459(6) 0.081(3) Uani 1 1 d . . . . .
H53 H -0.1934 0.2464 0.4480 0.097 Uiso 1 1 calc R . . . .
C38 C -0.2443(6) 0.5657(3) -0.1232(7) 0.093(4) Uani 1 1 d . . . . .
H38 H -0.2856 0.5515 -0.1645 0.112 Uiso 1 1 calc R . . . .
N4 N 0.3314(4) 0.2312(2) 0.4210(5) 0.0592(18) Uani 1 1 d . . . . .
C55 C -0.2427(6) 0.3337(3) 0.3746(6) 0.082(3) Uani 1 1 d . . . . .
H55 H -0.2801 0.3466 0.3274 0.099 Uiso 1 1 calc R . . . .
C37 C -0.1212(5) 0.5680(2) -0.0086(6) 0.068(3) Uani 1 1 d . . . . .
H37 H -0.0759 0.5553 0.0314 0.082 Uiso 1 1 calc R . . . .
C67 C 0.2679(6) 0.1718(3) 0.3638(7) 0.088(4) Uani 1 1 d . . . . .
H67 H 0.2261 0.1589 0.3200 0.105 Uiso 1 1 calc R . . . .
C39 C -0.2507(5) 0.6053(3) -0.1227(6) 0.082(3) Uani 1 1 d . . . . .
H39 H -0.2961 0.6174 -0.1639 0.098 Uiso 1 1 calc R . . . .
C58 C 0.3890(5) 0.2115(3) 0.4841(6) 0.070(3) Uani 1 1 d . . . . .
H58 H 0.4326 0.2248 0.5250 0.084 Uiso 1 1 calc R . . . .
C70 C 0.1009(5) 0.1486(2) 0.1527(5) 0.057(2) Uani 1 1 d . . . . .
H70 H 0.1228 0.1297 0.1295 0.069 Uiso 1 1 calc R . . . .
C27 C 0.3004(6) 0.4938(3) 0.4495(7) 0.075(3) Uani 1 1 d . . . . .
H27 H 0.2982 0.4667 0.4525 0.090 Uiso 1 1 calc R . . . .
C28 C 0.2398(7) 0.5138(3) 0.3902(7) 0.102(4) Uani 1 1 d . . . . .
H28 H 0.1949 0.5004 0.3516 0.123 Uiso 1 1 calc R . . . .
C54 C -0.2463(7) 0.2929(4) 0.3804(7) 0.094(4) Uani 1 1 d . . . . .
H54 H -0.2875 0.2791 0.3379 0.112 Uiso 1 1 calc R . . . .
N3 N -0.1825(4) 0.4800(2) 0.4311(4) 0.0538(17) Uani 1 1 d . . . . .
C51 C -0.1282(7) 0.3348(3) 0.5065(8) 0.113(5) Uani 1 1 d . . . . .
H51 H -0.0875 0.3483 0.5500 0.136 Uiso 1 1 calc R . . . .
C29 C 0.2421(6) 0.5540(3) 0.3850(6) 0.077(3) Uani 1 1 d . . . . .
H29 H 0.1992 0.5670 0.3428 0.092 Uiso 1 1 calc R . . . .
C26 C 0.3659(7) 0.5144(3) 0.5056(8) 0.110(5) Uani 1 1 d . . . . .
H26 H 0.4081 0.5007 0.5471 0.133 Uiso 1 1 calc R . . . .
C25 C 0.3718(7) 0.5548(3) 0.5030(7) 0.097(4) Uani 1 1 d . . . . .
H25 H 0.4175 0.5679 0.5410 0.117 Uiso 1 1 calc R . . . .
C95 C 0.6297(7) 0.4398(3) 0.1202(7) 0.091(4) Uani 1 1 d . . . . .
H95 H 0.6597 0.4454 0.0888 0.109 Uiso 1 1 calc R . . . .
C68 C 0.2733(7) 0.2119(3) 0.3603(7) 0.110(5) Uani 1 1 d . . . . .
H68 H 0.2355 0.2255 0.3145 0.132 Uiso 1 1 calc R . . . .
C52 C -0.1328(8) 0.2938(4) 0.5099(9) 0.124(5) Uani 1 1 d . U . . .
H52 H -0.0955 0.2804 0.5562 0.149 Uiso 1 1 calc R . . . .
C94 C 0.5993(6) 0.4697(3) 0.1516(7) 0.085(3) Uani 1 1 d . . . . .
H94 H 0.6094 0.4955 0.1419 0.102 Uiso 1 1 calc R . . . .
O1 O 0.3126(4) 0.73865(17) 0.4327(4) 0.0732(18) Uani 1 1 d . . . . .
O2 O -0.1766(4) 0.50844(17) -0.0658(4) 0.0707(18) Uani 1 1 d . . . . .
C93 C 0.5544(5) 0.4618(2) 0.1967(6) 0.063(2) Uani 1 1 d . . . . .
H93 H 0.5340 0.4824 0.2175 0.075 Uiso 1 1 calc R . . . .
O4 O 0.3377(4) 0.26958(17) 0.4178(4) 0.084(2) Uani 1 1 d . . . . .
O3 O -0.1828(4) 0.5182(2) 0.4298(4) 0.0767(18) Uani 1 1 d . . . . .
C48 C -0.1228(6) 0.4206(3) 0.4930(6) 0.080(3) Uani 1 1 d . . . . .
H48 H -0.0803 0.4080 0.5366 0.096 Uiso 1 1 calc R . . . .
C47 C -0.1231(6) 0.4602(3) 0.4907(6) 0.083(3) Uani 1 1 d . . . . .
H47 H -0.0805 0.4738 0.5320 0.100 Uiso 1 1 calc R . . . .
C57 C -0.2408(7) 0.4596(4) 0.3721(8) 0.119(5) Uani 1 1 d . . . . .
H57 H -0.2832 0.4727 0.3296 0.143 Uiso 1 1 calc R . . . .
C64 C 0.2943(6) 0.0273(3) 0.4532(7) 0.079(3) Uani 1 1 d . . . . .
H64 H 0.2863 0.0009 0.4605 0.095 Uiso 1 1 calc R . . . .
C66 C 0.2449(6) 0.0881(3) 0.3834(6) 0.091(4) Uani 1 1 d . . . . .
H66 H 0.2029 0.1018 0.3414 0.109 Uiso 1 1 calc R . . . .
C62 C 0.3744(7) 0.0856(3) 0.4970(8) 0.125(6) Uani 1 1 d . . . . .
H62 H 0.4221 0.0978 0.5340 0.150 Uiso 1 1 calc R . . . .
C65 C 0.2378(7) 0.0480(3) 0.3933(7) 0.097(4) Uani 1 1 d . . . . .
H65 H 0.1911 0.0353 0.3559 0.116 Uiso 1 1 calc R . . . .
C63 C 0.3645(9) 0.0458(4) 0.5038(10) 0.127(5) Uani 1 1 d . U . . .
H63 H 0.4067 0.0315 0.5438 0.153 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I2 C4 2.086(7) . ?
I3 C7 2.089(7) . ?
I1 C1 2.091(7) . ?
I4 C10 2.089(7) . ?
F1 C2 1.346(8) . ?
F6 C9 1.349(8) . ?
F4 C6 1.344(7) . ?
F8 C12 1.364(8) . ?
F3 C5 1.326(8) . ?
F2 C3 1.361(8) . ?
F7 C11 1.329(8) . ?
C1 C6 1.375(10) . ?
C1 C2 1.388(9) . ?
F5 C8 1.341(8) . ?
C4 C5 1.408(9) . ?
C4 C3 1.354(11) . ?
C12 C7 1.391(10) . ?
C12 C11 1.372(10) . ?
C5 C6 1.366(10) . ?
C10 C9 1.380(10) . ?
C10 C11 1.370(11) . ?
C8 C9 1.372(10) . ?
C8 C7 1.374(10) . ?
C3 C2 1.356(10) . ?
I7 C19 2.097(7) . ?
I8 C22 2.091(7) . ?
F11 C23 1.334(9) . ?
F9 C20 1.334(9) . ?
F12 C24 1.348(8) . ?
F10 C21 1.342(8) . ?
C22 C23 1.416(9) . ?
C22 C21 1.356(11) . ?
C19 C24 1.367(11) . ?
C19 C20 1.384(9) . ?
C23 C24 1.369(11) . ?
C20 C21 1.366(11) . ?
I6 C16 2.091(8) . ?
I5 C13 2.088(7) . ?
F13 C17 1.360(9) . ?
F14 C18 1.356(8) . ?
F16 C15 1.339(9) . ?
F15 C14 1.343(9) . ?
C17 C16 1.371(11) . ?
C17 C18 1.380(11) . ?
C13 C18 1.367(11) . ?
C13 C14 1.385(11) . ?
C16 C15 1.365(12) . ?
C14 C15 1.382(12) . ?
C83 C84 1.451(10) . ?
C83 C78 1.414(10) . ?
C83 C82 1.397(10) . ?
C77 C72 1.407(9) . ?
C77 C78 1.454(9) . ?
C77 C76 1.423(9) . ?
C72 C71 1.479(8) . ?
C72 C73 1.394(9) . ?
C71 C84 1.404(10) . ?
C71 C70 1.404(10) . ?
C75 C76 1.364(10) . ?
C75 C74 1.374(11) . ?
C86 C85 1.348(13) . ?
C86 C69 1.399(13) . ?
C85 C84 1.425(10) . ?
C78 C79 1.412(11) . ?
C82 C81 1.349(13) . ?
C73 C74 1.379(10) . ?
C79 C80 1.381(11) . ?
C81 C80 1.387(14) . ?
C103 C102 1.408(9) . ?
C103 C104 1.463(8) . ?
C103 C98 1.410(9) . ?
C102 C101 1.380(10) . ?
C104 C91 1.421(9) . ?
C104 C87 1.391(10) . ?
C49 C50 1.496(13) . ?
C49 C56 1.366(12) . ?
C49 C48 1.363(11) . ?
C50 C55 1.370(11) . ?
C50 C51 1.383(12) . ?
C61 C60 1.476(12) . ?
C61 C66 1.373(11) . ?
C61 C62 1.371(12) . ?
N2 C38 1.336(10) . ?
N2 C37 1.337(10) . ?
N2 O2 1.309(8) . ?
C31 C30 1.476(10) . ?
C31 C35 1.391(10) . ?
C31 C32 1.389(10) . ?
C100 C99 1.364(10) . ?
C100 C101 1.367(11) . ?
N1 C34 1.334(10) . ?
N1 C33 1.325(11) . ?
N1 O1 1.313(8) . ?
C92 C97 1.408(10) . ?
C92 C91 1.444(10) . ?
C92 C93 1.427(10) . ?
C99 C98 1.392(9) . ?
C30 C29 1.369(11) . ?
C30 C25 1.405(11) . ?
C90 C89 1.359(12) . ?
C90 C91 1.414(9) . ?
C40 C36 1.383(10) . ?
C40 C41 1.495(9) . ?
C40 C39 1.373(10) . ?
C34 C35 1.375(11) . ?
C97 C96 1.386(11) . ?
C97 C98 1.477(9) . ?
C88 C89 1.394(12) . ?
C88 C87 1.380(11) . ?
C32 C33 1.372(12) . ?
C96 C95 1.362(12) . ?
C36 C37 1.362(11) . ?
C56 C57 1.351(16) . ?
C69 C70 1.364(11) . ?
C41 C42 1.3900 . ?
C41 C46 1.3900 . ?
C42 C43 1.3900 . ?
C43 C44 1.3900 . ?
C44 C45 1.3900 . ?
C45 C46 1.3900 . ?
C59 C60 1.357(10) . ?
C59 C58 1.385(12) . ?
C60 C67 1.380(11) . ?
C53 C54 1.333(14) . ?
C53 C52 1.364(15) . ?
C38 C39 1.359(12) . ?
N4 C58 1.338(11) . ?
N4 C68 1.314(11) . ?
N4 O4 1.320(9) . ?
C55 C54 1.404(14) . ?
C67 C68 1.380(14) . ?
C27 C28 1.338(13) . ?
C27 C26 1.372(13) . ?
C28 C29 1.379(13) . ?
N3 O3 1.306(9) . ?
N3 C47 1.326(11) . ?
N3 C57 1.323(12) . ?
C51 C52 1.405(16) . ?
C26 C25 1.388(13) . ?
C95 C94 1.373(13) . ?
C94 C93 1.358(13) . ?
C48 C47 1.354(13) . ?
C64 C65 1.322(14) . ?
C64 C63 1.357(16) . ?
C66 C65 1.393(14) . ?
C62 C63 1.383(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
C6 C1 I1 122.3(5) . . ?
C6 C1 C2 115.8(7) . . ?
C2 C1 I1 121.9(6) . . ?
C5 C4 I2 120.7(6) . . ?
C3 C4 I2 123.4(5) . . ?
C3 C4 C5 116.0(7) . . ?
F8 C12 C7 118.9(7) . . ?
F8 C12 C11 118.6(7) . . ?
C11 C12 C7 122.6(7) . . ?
F3 C5 C4 120.2(7) . . ?
F3 C5 C6 119.4(6) . . ?
C6 C5 C4 120.4(7) . . ?
F4 C6 C1 119.0(7) . . ?
F4 C6 C5 118.1(7) . . ?
C5 C6 C1 122.9(7) . . ?
C9 C10 I4 121.3(6) . . ?
C11 C10 I4 121.6(6) . . ?
C11 C10 C9 117.1(7) . . ?
F5 C8 C9 118.3(7) . . ?
F5 C8 C7 119.6(7) . . ?
C9 C8 C7 122.1(7) . . ?
C4 C3 F2 118.5(7) . . ?
C4 C3 C2 123.6(7) . . ?
C2 C3 F2 117.9(7) . . ?
F1 C2 C1 119.7(7) . . ?
F1 C2 C3 118.9(6) . . ?
C3 C2 C1 121.3(7) . . ?
F6 C9 C10 120.0(7) . . ?
F6 C9 C8 118.3(7) . . ?
C8 C9 C10 121.6(7) . . ?
C12 C7 I3 123.0(6) . . ?
C8 C7 I3 121.3(6) . . ?
C8 C7 C12 115.6(7) . . ?
F7 C11 C12 118.0(8) . . ?
F7 C11 C10 121.0(7) . . ?
C10 C11 C12 121.0(7) . . ?
C23 C22 I8 119.6(6) . . ?
C21 C22 I8 123.4(5) . . ?
C21 C22 C23 116.9(7) . . ?
C24 C19 I7 121.5(5) . . ?
C24 C19 C20 116.8(7) . . ?
C20 C19 I7 121.8(6) . . ?
F11 C23 C22 119.8(7) . . ?
F11 C23 C24 120.2(7) . . ?
C24 C23 C22 120.0(7) . . ?
F12 C24 C19 120.0(7) . . ?
F12 C24 C23 117.5(7) . . ?
C19 C24 C23 122.6(7) . . ?
F9 C20 C19 119.5(7) . . ?
F9 C20 C21 118.9(7) . . ?
C21 C20 C19 121.5(7) . . ?
F10 C21 C22 119.8(7) . . ?
F10 C21 C20 118.0(7) . . ?
C22 C21 C20 122.2(7) . . ?
F13 C17 C16 120.6(8) . . ?
F13 C17 C18 117.6(7) . . ?
C16 C17 C18 121.8(8) . . ?
C18 C13 I5 121.5(6) . . ?
C18 C13 C14 116.1(7) . . ?
C14 C13 I5 122.4(6) . . ?
C17 C16 I6 120.9(7) . . ?
C15 C16 I6 122.2(6) . . ?
C15 C16 C17 116.9(8) . . ?
F14 C18 C17 117.9(8) . . ?
F14 C18 C13 120.1(7) . . ?
C13 C18 C17 121.9(7) . . ?
F15 C14 C13 119.5(8) . . ?
F15 C14 C15 118.7(8) . . ?
C15 C14 C13 121.8(8) . . ?
F16 C15 C16 120.3(8) . . ?
F16 C15 C14 118.2(8) . . ?
C16 C15 C14 121.6(8) . . ?
C78 C83 C84 119.3(7) . . ?
C82 C83 C84 123.5(7) . . ?
C82 C83 C78 117.2(7) . . ?
C72 C77 C78 120.5(6) . . ?
C72 C77 C76 117.8(6) . . ?
C76 C77 C78 121.7(7) . . ?
C77 C72 C71 119.5(6) . . ?
C73 C72 C77 119.6(6) . . ?
C73 C72 C71 120.9(6) . . ?
C84 C71 C72 119.1(6) . . ?
C84 C71 C70 120.5(6) . . ?
C70 C71 C72 120.4(7) . . ?
C76 C75 C74 121.7(7) . . ?
C85 C86 C69 120.3(8) . . ?
C86 C85 C84 121.7(8) . . ?
C71 C84 C83 121.4(6) . . ?
C71 C84 C85 117.1(7) . . ?
C85 C84 C83 121.5(7) . . ?
C83 C78 C77 120.2(7) . . ?
C79 C78 C83 119.0(7) . . ?
C79 C78 C77 120.8(7) . . ?
C81 C82 C83 123.0(9) . . ?
C74 C73 C72 121.4(7) . . ?
C75 C76 C77 120.5(7) . . ?
C80 C79 C78 121.5(8) . . ?
C75 C74 C73 119.0(7) . . ?
C82 C81 C80 120.8(9) . . ?
C79 C80 C81 118.5(9) . . ?
C102 C103 C104 121.6(6) . . ?
C102 C103 C98 118.0(6) . . ?
C98 C103 C104 120.5(6) . . ?
C101 C102 C103 120.9(7) . . ?
C91 C104 C103 119.0(6) . . ?
C87 C104 C103 122.0(6) . . ?
C87 C104 C91 119.0(6) . . ?
C56 C49 C50 123.4(8) . . ?
C48 C49 C50 123.2(8) . . ?
C48 C49 C56 113.4(9) . . ?
C55 C50 C49 120.9(8) . . ?
C55 C50 C51 118.5(10) . . ?
C51 C50 C49 120.7(8) . . ?
C66 C61 C60 120.5(8) . . ?
C62 C61 C60 121.7(8) . . ?
C62 C61 C66 117.8(9) . . ?
C38 N2 C37 117.5(7) . . ?
O2 N2 C38 121.2(7) . . ?
O2 N2 C37 121.3(7) . . ?
C35 C31 C30 122.5(7) . . ?
C32 C31 C30 123.4(7) . . ?
C32 C31 C35 114.1(7) . . ?
C99 C100 C101 119.9(7) . . ?
C33 N1 C34 118.4(7) . . ?
O1 N1 C34 120.7(7) . . ?
O1 N1 C33 120.8(7) . . ?
C97 C92 C91 120.8(6) . . ?
C97 C92 C93 117.4(7) . . ?
C93 C92 C91 121.8(7) . . ?
C100 C99 C98 121.9(7) . . ?
C29 C30 C31 121.7(7) . . ?
C29 C30 C25 118.4(8) . . ?
C25 C30 C31 119.9(7) . . ?
C89 C90 C91 122.5(7) . . ?
C36 C40 C41 122.0(7) . . ?
C39 C40 C36 115.5(8) . . ?
C39 C40 C41 122.5(7) . . ?
N1 C34 C35 121.3(8) . . ?
C92 C97 C98 119.1(6) . . ?
C96 C97 C92 119.5(7) . . ?
C96 C97 C98 121.4(7) . . ?
C34 C35 C31 122.2(8) . . ?
C87 C88 C89 118.6(8) . . ?
C33 C32 C31 121.7(8) . . ?
C90 C89 C88 120.3(8) . . ?
C95 C96 C97 121.2(9) . . ?
C104 C91 C92 120.7(6) . . ?
C90 C91 C104 117.1(7) . . ?
C90 C91 C92 122.2(7) . . ?
N1 C33 C32 122.2(8) . . ?
C37 C36 C40 120.9(8) . . ?
C103 C98 C97 120.0(6) . . ?
C99 C98 C103 118.9(6) . . ?
C99 C98 C97 121.1(6) . . ?
C57 C56 C49 122.9(10) . . ?
C100 C101 C102 120.4(7) . . ?
C70 C69 C86 120.2(9) . . ?
C88 C87 C104 122.5(8) . . ?
C42 C41 C40 120.4(5) . . ?
C42 C41 C46 120.0 . . ?
C46 C41 C40 119.6(5) . . ?
C43 C42 C41 120.0 . . ?
C42 C43 C44 120.0 . . ?
C45 C44 C43 120.0 . . ?
C44 C45 C46 120.0 . . ?
C45 C46 C41 120.0 . . ?
C60 C59 C58 123.3(8) . . ?
C59 C60 C61 123.0(8) . . ?
C59 C60 C67 114.1(9) . . ?
C67 C60 C61 122.9(7) . . ?
C54 C53 C52 119.7(12) . . ?
N2 C38 C39 122.1(8) . . ?
C68 N4 C58 119.6(8) . . ?
C68 N4 O4 121.2(8) . . ?
O4 N4 C58 119.0(7) . . ?
C50 C55 C54 120.5(10) . . ?
N2 C37 C36 122.3(8) . . ?
C68 C67 C60 122.4(9) . . ?
C38 C39 C40 121.6(8) . . ?
N4 C58 C59 119.6(8) . . ?
C69 C70 C71 120.2(8) . . ?
C28 C27 C26 118.0(9) . . ?
C27 C28 C29 121.6(10) . . ?
C53 C54 C55 120.9(11) . . ?
O3 N3 C47 121.5(7) . . ?
O3 N3 C57 121.3(8) . . ?
C57 N3 C47 117.3(9) . . ?
C50 C51 C52 119.7(10) . . ?
C30 C29 C28 121.2(9) . . ?
C27 C26 C25 122.9(10) . . ?
C26 C25 C30 117.8(10) . . ?
C96 C95 C94 120.5(9) . . ?
N4 C68 C67 120.7(9) . . ?
C53 C52 C51 120.7(12) . . ?
C93 C94 C95 120.2(8) . . ?
C94 C93 C92 121.1(9) . . ?
C47 C48 C49 122.7(9) . . ?
N3 C47 C48 121.8(9) . . ?
N3 C57 C56 121.7(10) . . ?
C65 C64 C63 117.7(12) . . ?
C61 C66 C65 119.3(10) . . ?
C61 C62 C63 120.6(11) . . ?
C64 C65 C66 123.1(11) . . ?
C64 C63 C62 121.4(13) . . ?

_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 2.047
_oxdiff_exptl_absorpt_empirical_full_min 0.514
