# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2024

####################################################################### 
# 
# 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_pav-304
_database_code_depnum_ccdc_archive 'CCDC 1869736'
loop_
_audit_author_name
_audit_author_address
'Vitalii Suslonov'
;Saint-Petersburg State University
Russia
;
_audit_update_record             
;
2018-09-25 deposited with the CCDC.	2024-01-29 downloaded from the CCDC.
;
_audit_creation_date             2018-09-25
_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         'C17 H11 Cl I N3 O'
_chemical_formula_sum            'C17 H11 Cl I N3 O'
_chemical_formula_weight         435.64
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C17 N3 O Cl I'
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'
Cl Cl 0.3639 0.7018 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.21715(13)
_cell_length_b                   7.40565(11)
_cell_length_c                   15.40204(16)
_cell_angle_alpha                82.0610(11)
_cell_angle_beta                 79.0302(12)
_cell_angle_gamma                89.6967(13)
_cell_volume                     800.23(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11325
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      71.4860
_cell_measurement_theta_min      2.9280
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    17.320
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.39726
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.35a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.808
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             424
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0742
_diffrn_reflns_av_unetI/netI     0.0412
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13674
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.902
_diffrn_reflns_theta_min         2.951
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -82.00 -49.00   0.50    0.20    --  -41.22 115.00  22.00   66
  2  ω   -105.00 -57.00   0.50    0.20    --  -41.22-170.00 149.00   96
  3  ω    -34.00   3.00   0.50    0.20    --  -41.22 115.00  22.00   74
  4  ω    -96.00 -71.00   0.50    0.20    --  -41.22 170.00 165.00   50
  5  ω     31.00  79.00   0.50    0.20    --   41.22-115.00 -67.00   96
  6  ω     51.00  76.00   0.50    0.20    --   41.22 170.00 165.00   50
  7  ω     60.00  95.00   0.50    0.20    --   41.22-170.00 149.00   70
  8  ω     70.00 100.00   0.50    0.20    --  101.00-115.00 -67.00   60
  9  ω    115.00 153.00   0.50    0.20    --  101.00 115.00  22.00   76
 10  ω     92.00 121.00   0.50    0.20    --  101.00-170.00 149.00   58
 11  ω    -44.00  20.00   0.50    0.20    --  -41.22  65.00-150.00  128
 12  ω     -3.00  29.00   0.50    0.20    --  -41.22  11.00  30.00   64
 13  ω    -64.00  -6.00   0.50    0.20    --  -41.22  11.00  30.00  116
 14  ω    -92.00 -64.00   0.50    0.20    --  -41.22 138.00  30.00   56
 15  ω    -50.00 -11.00   0.50    0.20    --  -41.22 138.00  30.00   78
 16  ω     42.00 102.00   0.50    0.20    --   41.22  32.00 -90.00  120
 17  ω     70.00 107.00   0.50    0.20    --   41.22  32.00  30.00   74
 18  ω     39.00 105.00   0.50    0.20    --   41.22  32.00 150.00  132
 19  ω     27.00  55.00   0.50    0.20    --   41.22-138.00-180.00   56
 20  ω     28.00  55.00   0.50    0.20    --   41.22 -43.00 -90.00   54
 21  ω     72.00  97.00   0.50    0.20    --   41.22  54.00  60.00   50
 22  ω     -3.00  22.00   0.50    0.20    --   41.22 -43.00 -90.00   50
 23  ω     79.00 104.00   0.50    0.20    --   41.22  54.00-180.00   50
 24  ω     35.00  61.00   0.50    0.20    --   41.22  54.00-180.00   52
 25  ω     36.00  61.00   0.50    0.20    --   41.22  32.00   0.00   50
 26  ω     24.00  60.00   0.50    0.20    --   41.22  54.00  60.00   72
 27  ω     98.00 155.00   0.50    0.20    --  101.00  25.00  30.00  114
 28  ω     63.00 123.00   0.50    0.20    --  101.00-133.00 -90.00  120
 29  ω     34.00 129.00   0.50    0.20    --  101.00 -93.00  90.00  190
 30  ω    112.00 152.00   0.50    0.20    --  101.00  33.00 -30.00   80
 31  ω     98.00 149.00   0.50    0.20    --  101.00  93.00  60.00  102
 32  ω     88.00 155.00   0.50    0.20    --  101.00  42.00 120.00  134
 33  ω     41.00 116.00   0.50    0.20    --  101.00 -50.00  90.00  150
 34  ω     45.00  86.00   0.50    0.20    --  101.00 -68.00  90.00   82
 35  ω     60.00  88.00   0.50    0.20    --  101.00-111.00  30.00   56
 36  ω     94.00 140.00   0.50    0.20    --  101.00  25.00 -60.00   92
 37  ω     65.00 110.00   0.50    0.20    --  101.00 -25.00-120.00   90
 38  ω     39.00 122.00   0.50    0.20    --  101.00 -77.00 -90.00  166
 39  ω     40.00  65.00   0.50    0.20    --  101.00 -59.00  60.00   50
 40  ω     36.00 111.00   0.50    0.20    --  101.00-111.00  60.00  150
 41  ω     35.00  62.00   0.50    0.20    --  101.00 -25.00-120.00   54
 42  ω     80.00 156.00   0.50    0.20    --  101.00 111.00   0.00  152
 43  ω     73.00 110.00   0.50    0.20    --  101.00 -25.00  60.00   74
 44  ω     92.00 150.00   0.50    0.20    --  101.00  33.00-120.00  116
 45  ω     85.00 112.00   0.50    0.20    --  101.00-111.00   0.00   54
 46  ω     94.00 124.00   0.50    0.20    --  101.00 -77.00 150.00   60
 47  ω     35.00  61.00   0.50    0.20    --  101.00 -17.00  90.00   52
 48  ω     68.00  99.00   0.50    0.20    --  101.00 -17.00  90.00   62
 49  ω     50.00  75.00   0.50    0.20    --  101.00 -77.00 150.00   50
 50  ω     39.00 114.00   0.50    0.20    --  101.00 -42.00 -30.00  150
 51  ω     39.00  69.00   0.50    0.20    --  101.00 -25.00  60.00   60
 52  ω     80.00 138.00   0.50    0.20    --  101.00  68.00  60.00  116
 53  ω     60.00 117.00   0.50    0.20    --  101.00 -50.00-120.00  114
 54  ω     93.00 133.00   0.50    0.20    --  101.00  93.00 -30.00   80
 55  ω     75.00 100.00   0.50    0.20    --  101.00 170.00 165.00   50
 56  ω     37.00  62.00   0.50    0.20    --   41.22  77.00-150.00   50
 57  ω    -37.00 -12.00   0.50    0.20    --    4.00 113.00 113.25   50
 58  ω    -30.00  -5.00   0.50    0.20    --   12.00 115.00 -96.36   50
 59  ω    -12.00  13.00   0.50    0.20    --   24.00 104.00 -17.58   50
 60  ω    -12.00  14.00   0.50    0.20    --   24.00 104.00  93.42   52
 61  ω     -3.00  22.00   0.50    0.20    --   28.00  97.00-132.96   50
 62  ω     -1.00  24.00   0.50    0.20    --   28.00  90.00 155.05   50
 63  ω     -4.00  21.00   0.50    0.20    --   28.00  97.00  21.88   50
 64  ω     15.00  40.00   0.50    0.20    --   40.00  80.00 -20.45   50
 65  ω     17.00  43.00   0.50    0.20    --   40.00  82.00 -79.22   52
 66  ω     14.00  43.00   0.50    0.20    --   40.00  82.00-152.18   58
 67  ω      1.00  27.00   0.50    0.20    --   41.22 -32.00 -30.00   52
 68  ω     21.00  47.00   0.50    0.20    --   41.22  77.00 150.00   52
 69  ω     18.00  43.00   0.50    0.20    --   44.00  82.00  37.38   50
 70  ω     18.00  43.00   0.50    0.20    --   44.00  82.00 178.36   50
 71  ω     19.00  44.00   0.50    0.20    --   44.00  81.00  75.08   50
 72  ω     19.00  44.00   0.50    0.20    --   44.00  80.00  11.94   50
 73  ω     24.00  52.00   0.50    0.20    --   48.00  77.00-105.33   56
 74  ω     27.00  53.00   0.50    0.20    --   52.00  76.00 108.30   52
 75  ω     28.00  54.00   0.50    0.20    --   52.00  77.00 -15.61   52
 76  ω     31.00  65.00   0.50    0.20    --   52.00  68.00 174.23   68
 77  ω     90.00 116.00   0.50    0.20    --   52.00  68.00 174.23   52
 78  ω     36.00  65.00   0.50    0.20    --   56.00  75.00 128.64   58
 79  ω     37.00  65.00   0.50    0.20    --   56.00  77.00 -78.43   56
 80  ω     72.00  98.00   0.50    0.20    --   56.00  77.00 -78.43   52
 81  ω     36.00  62.00   0.50    0.20    --   60.00  75.00 -56.19   52
 82  ω     48.00  79.00   0.50    0.20    --   60.00  65.00   2.37   62
 83  ω     37.00  83.00   0.50    0.20    --   60.00  75.00  32.68   92
 84  ω     84.00 110.00   0.50    0.20    --   60.00  75.00  32.68   52
 85  ω     36.00  62.00   0.50    0.20    --   60.00  75.00-161.96   52
 86  ω     92.00 122.00   0.50    0.20    --   60.00  75.00 -56.19   60
 87  ω     54.00  80.00   0.50    0.20    --   64.00  45.00 148.26   52
 88  ω     88.00 114.00   0.50    0.20    --   64.00  76.00-131.98   52
 89  ω     44.00  83.00   0.50    0.20    --   64.00  76.00-131.98   78
 90  ω     51.00  84.00   0.50    0.20    --   68.00  57.00-145.82   66
 91  ω     50.00  76.00   0.50    0.20    --   68.00  72.00  56.10   52
 92  ω     53.00  79.00   0.50    0.20    --   68.00  50.00 -36.61   52
 93  ω     52.00  87.00   0.50    0.20    --   72.00  70.00 -39.52   70
 94  ω     53.00  89.00   0.50    0.20    --   76.00  73.00  74.63   72
 95  ω     83.00 109.00   0.50    0.20    --  101.00  59.00 -90.00   52
 96  ω     78.00 113.00   0.50    0.20    --  101.00  77.00 -90.00   70
 97  ω     76.00 119.00   0.50    0.20    --  101.00  77.00   0.00   86
 98  ω     80.00 106.00   0.50    0.20    --  101.00  68.00 120.00   52
 99  ω     77.00 116.00   0.50    0.20    --  101.00  77.00 -30.00   78
100  ω     77.00 102.00   0.50    0.20    --  101.00  77.00-180.00   50
101  ω    128.00 154.00   0.50    0.20    --  101.00  77.00 150.00   52
102  ω    113.00 144.00   0.50    0.20    --  101.00  77.00 120.00   62
103  ω     77.00 103.00   0.50    0.20    --  101.00  77.00 150.00   52
104  ω     78.00 108.00   0.50    0.20    --  101.00  77.00 120.00   60
105  ω     80.00 138.00   0.50    0.20    --  101.00  68.00-180.00  116
106  ω    128.00 157.00   0.50    0.20    --  101.00  77.00-120.00   58
107  ω    110.00 136.00   0.50    0.20    --  101.00  68.00-120.00   52
108  ω     84.00 110.00   0.50    0.20    --  101.00  59.00-150.00   52
109  ω    125.00 151.00   0.50    0.20    --  101.00  59.00-150.00   52
110  ω     80.00 106.00   0.50    0.20    --  101.00  68.00 -30.00   52
111  ω     80.00 152.00   0.50    0.20    --  101.00  68.00 150.00  144
112  ω     81.00 107.00   0.50    0.20    --  101.00  68.00-120.00   52
113  ω     78.00 104.00   0.50    0.20    --  101.00  77.00  90.00   52
114  ω    120.00 146.00   0.50    0.20    --  101.00  77.00  90.00   52
115  ω     76.00 112.00   0.50    0.20    --  101.00  77.00 -60.00   72
116  ω    121.00 146.00   0.50    0.20    --  101.00  77.00  60.00   50
117  ω     77.00 103.00   0.50    0.20    --  101.00  77.00  60.00   52
118  ω    125.00 151.00   0.50    0.20    --  101.00  59.00 -90.00   52
119  ω     78.00 109.00   0.50    0.20    --  101.00  77.00-120.00   62
120  ω    117.00 149.00   0.50    0.20    --  101.00  77.00  30.00   64
121  ω     76.00 102.00   0.50    0.20    --  101.00  77.00  30.00   52
122  ω    132.00 157.00   0.50    0.20    --  101.00  59.00  90.00   50
123  ω     84.00 110.00   0.50    0.20    --  101.00  59.00  90.00   52
124  ω     79.00 105.00   0.50    0.20    --  101.00 -33.00 120.00   52
125  ω     69.00  95.00   0.50    0.20    --  101.00 -33.00-180.00   52
126  ω     83.00 109.00   0.50    0.20    --  101.00  59.00   0.00   52
127  ω     76.00 102.00   0.50    0.20    --  101.00  77.00-150.00   52
128  ω    126.00 153.00   0.50    0.20    --  101.00  77.00 -90.00   54
129  ω    129.00 156.00   0.50    0.20    --  101.00  77.00-180.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0370870000
_diffrn_orient_matrix_UB_12      0.1129185000
_diffrn_orient_matrix_UB_13      -0.0936408000
_diffrn_orient_matrix_UB_21      -0.1022013000
_diffrn_orient_matrix_UB_22      0.1622858000
_diffrn_orient_matrix_UB_23      0.0391368000
_diffrn_orient_matrix_UB_31      0.1883559000
_diffrn_orient_matrix_UB_32      0.0710588000
_diffrn_orient_matrix_UB_33      0.0169343000
_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'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2980
_reflns_number_total             3015
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.55
_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 1.171.39.35a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.35a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.35a (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 (Sheldrick, 2015)'
_refine_diff_density_max         1.681
_refine_diff_density_min         -1.615
_refine_diff_density_rms         0.167
_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     209
_refine_ls_number_reflns         3015
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0355
_refine_ls_restrained_S_all      1.050
_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)+(0.0666P)²+0.6126P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0907
_refine_ls_wR_factor_ref         0.0911
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C18(H18), C14(H14), C23(H23), C13(H13), C17(H17), C22(H22), C9(H9)
2.b Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I15 I 0.19327(3) 0.99038(2) 0.26542(2) 0.01217(11) Uani 1 1 d . . . . .
Cl12 Cl 1.35978(13) 0.83067(12) -0.11503(6) 0.0225(2) Uani 1 1 d . . . . .
O20 O -0.6294(4) 0.7816(4) 0.54904(18) 0.0186(6) Uani 1 1 d . . . . .
N2 N 0.0483(5) 0.4279(4) 0.3131(2) 0.0157(7) Uani 1 1 d . . . . .
N3 N 0.2053(5) 0.4184(4) 0.2555(2) 0.0154(7) Uani 1 1 d . . . . .
N1 N 0.0259(5) 0.6062(4) 0.32543(19) 0.0128(6) Uani 1 1 d . . . . .
C5 C 0.1712(5) 0.7097(5) 0.2748(2) 0.0128(7) Uani 1 1 d . . . . .
C8 C 0.7869(6) 0.7045(5) 0.0594(2) 0.0135(7) Uani 1 1 d . . . . .
C4 C 0.2862(6) 0.5898(5) 0.2304(2) 0.0126(7) Uani 1 1 d . . . . .
C6 C 0.4601(6) 0.6272(5) 0.1679(2) 0.0132(7) Uani 1 1 d . . . . .
C16 C -0.1389(5) 0.6589(5) 0.3836(2) 0.0123(7) Uani 1 1 d . . . . .
C10 C 0.9984(6) 0.7074(5) -0.0825(2) 0.0158(7) Uani 1 1 d . . . . .
H10 H 1.0229 0.6837 -0.1427 0.019 Uiso 1 1 calc R . . . .
C19 C -0.4614(6) 0.7448(5) 0.4979(2) 0.0144(8) Uani 1 1 d . . . . .
C18 C -0.2856(6) 0.7608(5) 0.5215(2) 0.0171(8) Uani 1 1 d . . . . .
H18 H -0.2766 0.8020 0.5763 0.021 Uiso 1 1 calc R . . . .
C14 C 0.9320(5) 0.7760(5) 0.0934(2) 0.0137(7) Uani 1 1 d . . . . .
H14 H 0.9092 0.7994 0.1536 0.016 Uiso 1 1 calc R . . . .
C7 C 0.6055(6) 0.6637(5) 0.1169(2) 0.0142(7) Uani 1 1 d . . . . .
C23 C -0.3139(6) 0.6454(5) 0.3596(2) 0.0150(7) Uani 1 1 d . . . . .
H23 H -0.3231 0.6074 0.3041 0.018 Uiso 1 1 calc R . . . .
C13 C 1.1093(5) 0.8135(5) 0.0404(2) 0.0138(7) Uani 1 1 d . . . . .
H13 H 1.2084 0.8618 0.0636 0.017 Uiso 1 1 calc R . . . .
C17 C -0.1230(5) 0.7161(5) 0.4642(2) 0.0164(7) Uani 1 1 d . . . . .
H17 H -0.0027 0.7247 0.4801 0.020 Uiso 1 1 calc R . . . .
C22 C -0.4729(6) 0.6876(5) 0.4166(3) 0.0155(8) Uani 1 1 d . . . . .
H22 H -0.5927 0.6776 0.4005 0.019 Uiso 1 1 calc R . . . .
C11 C 1.1384(6) 0.7787(5) -0.0471(3) 0.0156(8) Uani 1 1 d . . . . .
C21 C -0.6270(6) 0.8241(5) 0.6367(2) 0.0202(8) Uani 1 1 d . . . . .
H21A H -0.5584 0.9400 0.6321 0.030 Uiso 1 1 calc GR . . . .
H21B H -0.5641 0.7270 0.6694 0.030 Uiso 1 1 calc GR . . . .
H21C H -0.7568 0.8345 0.6687 0.030 Uiso 1 1 calc GR . . . .
C9 C 0.8207(6) 0.6704(5) -0.0295(2) 0.0147(7) Uani 1 1 d . . . . .
H9 H 0.7225 0.6222 -0.0533 0.018 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
I15 C5 2.068(3) . ?
Cl12 C11 1.748(4) . ?
O20 C19 1.363(5) . ?
O20 C21 1.432(5) . ?
N2 N3 1.308(5) . ?
N2 N1 1.364(4) . ?
N3 C4 1.374(5) . ?
N1 C5 1.352(5) . ?
N1 C16 1.434(5) . ?
C5 C4 1.374(5) . ?
C8 C14 1.394(5) . ?
C8 C7 1.442(6) . ?
C8 C9 1.401(5) . ?
C4 C6 1.432(6) . ?
C6 C7 1.193(6) . ?
C16 C23 1.389(5) . ?
C16 C17 1.391(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.376(6) . ?
C10 C9 1.390(6) . ?
C19 C18 1.395(6) . ?
C19 C22 1.394(5) . ?
C18 H18 0.9500 . ?
C18 C17 1.396(5) . ?
C14 H14 0.9500 . ?
C14 C13 1.388(6) . ?
C23 H23 0.9500 . ?
C23 C22 1.369(6) . ?
C13 H13 0.9500 . ?
C13 C11 1.383(5) . ?
C17 H17 0.9500 . ?
C22 H22 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C9 H9 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C19 O20 C21 117.6(3) . . ?
N3 N2 N1 107.3(3) . . ?
N2 N3 C4 109.1(3) . . ?
N2 N1 C16 119.8(3) . . ?
C5 N1 N2 110.3(3) . . ?
C5 N1 C16 129.8(3) . . ?
N1 C5 I15 124.7(3) . . ?
N1 C5 C4 105.1(3) . . ?
C4 C5 I15 130.0(3) . . ?
C14 C8 C7 119.3(3) . . ?
C14 C8 C9 119.6(4) . . ?
C9 C8 C7 121.1(4) . . ?
N3 C4 C6 123.4(3) . . ?
C5 C4 N3 108.1(3) . . ?
C5 C4 C6 128.5(3) . . ?
C7 C6 C4 177.8(4) . . ?
C23 C16 N1 119.0(3) . . ?
C23 C16 C17 121.0(3) . . ?
C17 C16 N1 120.0(3) . . ?
C11 C10 H10 120.3 . . ?
C11 C10 C9 119.3(3) . . ?
C9 C10 H10 120.3 . . ?
O20 C19 C18 124.8(4) . . ?
O20 C19 C22 115.4(4) . . ?
C22 C19 C18 119.7(4) . . ?
C19 C18 H18 120.1 . . ?
C19 C18 C17 119.7(3) . . ?
C17 C18 H18 120.1 . . ?
C8 C14 H14 119.6 . . ?
C13 C14 C8 120.7(3) . . ?
C13 C14 H14 119.6 . . ?
C6 C7 C8 176.7(4) . . ?
C16 C23 H23 120.3 . . ?
C22 C23 C16 119.4(3) . . ?
C22 C23 H23 120.3 . . ?
C14 C13 H13 120.8 . . ?
C11 C13 C14 118.4(4) . . ?
C11 C13 H13 120.8 . . ?
C16 C17 C18 119.2(4) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C19 C22 H22 119.5 . . ?
C23 C22 C19 120.9(4) . . ?
C23 C22 H22 119.5 . . ?
C10 C11 Cl12 119.1(3) . . ?
C10 C11 C13 122.2(4) . . ?
C13 C11 Cl12 118.6(3) . . ?
O20 C21 H21A 109.5 . . ?
O20 C21 H21B 109.5 . . ?
O20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C8 C9 H9 120.1 . . ?
C10 C9 C8 119.7(4) . . ?
C10 C9 H9 120.1 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.982
_oxdiff_exptl_absorpt_empirical_full_min 0.633
####################################################################### 
# 
# 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_5699-10169_gai-866-1
_database_code_depnum_ccdc_archive 'CCDC 2240444'
loop_
_audit_author_name
_audit_author_address
'Mariya Kryukova'
;SPbSU
Russia
;
_audit_update_record             
;
2023-02-07 deposited with the CCDC.	2024-01-29 downloaded from the CCDC.
;
_audit_creation_date             2023-02-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H14 I N3 O'
_chemical_formula_sum            'C19 H14 I N3 O'
_chemical_formula_weight         427.23
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C19 H14 I N3 O'
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'
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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   4.7694(2)
_cell_length_b                   20.4826(12)
_cell_length_c                   35.0406(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3423.1(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7726
_cell_measurement_temperature    100(6)
_cell_measurement_theta_max      71.5050
_cell_measurement_theta_min      2.4580
_shelx_estimated_absorpt_T_max   0.320
_shelx_estimated_absorpt_T_min   0.067
_exptl_absorpt_coefficient_mu    14.780
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40682
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.35a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.658
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1680
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.4
_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  0.0981
_diffrn_reflns_av_unetI/netI     0.0491
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            21545
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.648
_diffrn_reflns_theta_min         2.522
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(6)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.976
_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  21.00   0.50    0.65    --  -41.35  54.00-109.00  156
  2  ω    -53.00 -25.00   0.50    0.65    --  -41.35 -54.00 106.00   56
  3  ω   -100.00 -74.00   0.50    0.65    --  -41.35 -54.00 106.00   52
  4  ω     64.00  89.00   0.50    0.65    --   41.35  54.00-109.00   50
  5  ω     52.00 119.00   0.50    2.61    --  101.00 -54.00 106.00  134
  6  ω     89.00 135.00   0.50    2.61    --  101.00  54.00-109.00   92
  7  ω    -47.00  14.00   0.50    0.65    --  -41.35  32.00-120.00  122
  8  ω   -107.00 -37.00   0.50    0.65    --  -41.35 -32.00 -90.00  140
  9  ω     -4.00  21.00   0.50    0.65    --  -41.35  43.00  60.00   50
 10  ω    -51.00  -6.00   0.50    0.65    --  -41.35  54.00  60.00   90
 11  ω    -52.00 -16.00   0.50    0.65    --  -41.35  43.00  60.00   72
 12  ω     16.00  64.00   0.50    0.65    --   41.35 -11.00 120.00   96
 13  ω     40.00 100.00   0.50    0.65    --   41.35  32.00  90.00  120
 14  ω     41.00  70.00   0.50    0.65    --   41.35  77.00 120.00   58
 15  ω     -9.00  34.00   0.50    0.65    --   41.35 -54.00 106.00   86
 16  ω    -31.00   9.00   0.50    0.65    --   41.35 -11.00 120.00   80
 17  ω    -21.00  48.00   0.50    0.65    --   41.35 -32.00 -60.00  138
 18  ω     80.00 105.00   0.50    0.65    --   41.35  77.00 120.00   50
 19  ω    107.00 138.00   0.50    2.61    --  101.00  17.00  30.00   62
 20  ω     37.00 100.00   0.50    2.61    --  101.00 178.00 120.00  126
 21  ω    120.00 146.00   0.50    2.61    --  101.00  59.00 120.00   52
 22  ω     44.00 114.00   0.50    2.61    --  101.00 -42.00-180.00  140
 23  ω     36.00  91.00   0.50    2.61    --  101.00 -33.00  60.00  110
 24  ω    117.00 155.00   0.50    2.61    --  101.00  33.00-150.00   76
 25  ω     94.00 147.00   0.50    2.61    --  101.00  33.00-180.00  106
 26  ω     92.00 155.00   0.50    2.61    --  101.00  33.00 -30.00  126
 27  ω     91.00 137.00   0.50    2.61    --  101.00  50.00-150.00   92
 28  ω     66.00  97.00   0.50    2.61    --  101.00 -68.00-120.00   62
 29  ω    130.00 157.00   0.50    2.61    --  101.00  33.00 -90.00   54
 30  ω     49.00 105.00   0.50    2.61    --  101.00 -59.00 -90.00  112
 31  ω     40.00  77.00   0.50    2.61    --  101.00 -25.00 -60.00   74
 32  ω     89.00 115.00   0.50    2.61    --  101.00  59.00-180.00   52
 33  ω     94.00 149.00   0.50    2.61    --  101.00  33.00 -60.00  110
 34  ω     63.00 108.00   0.50    2.61    --  101.00 -33.00-120.00   90
 35  ω    -43.00 -18.00   0.50    0.65    --  -41.35  54.00-109.00   50
 36  ω    -59.00 -33.00   0.50    0.65    --  -41.35 -32.00 -90.00   52
 37  ω    -97.00 -60.00   0.50    0.65    --  -41.35 138.00  60.00   74
 38  ω    -33.00   3.00   0.50    0.65    --  -41.35  43.00 120.00   72
 39  ω     47.00  73.00   0.50    0.65    --   41.35  54.00  30.00   52
 40  ω     79.00 104.00   0.50    0.65    --   41.35  32.00   0.00   50
 41  ω     22.00  73.00   0.50    0.65    --   41.35  65.00   0.00  102
 42  ω     48.00  74.00   0.50    0.65    --   41.35  32.00   0.00   52
 43  ω     14.00  40.00   0.50    0.65    --   41.35 -32.00-120.00   52
 44  ω     29.00  67.00   0.50    0.65    --   41.35  65.00  30.00   76
 45  ω     77.00 103.00   0.50    0.65    --   41.35  32.00 120.00   52
 46  ω     80.00 113.50   0.50    2.61    --  101.00  68.00   0.00   67
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.2102510000
_diffrn_orient_matrix_UB_12      0.0155378000
_diffrn_orient_matrix_UB_13      -0.0320436000
_diffrn_orient_matrix_UB_21      -0.0041321000
_diffrn_orient_matrix_UB_22      0.0726312000
_diffrn_orient_matrix_UB_23      0.0115067000
_diffrn_orient_matrix_UB_31      0.2451408000
_diffrn_orient_matrix_UB_32      -0.0120303000
_diffrn_orient_matrix_UB_33      0.0278025000
_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                2880
_reflns_number_total             3352
_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 1.171.39.35a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.35a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.35a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.018
_refine_diff_density_min         -0.982
_refine_diff_density_rms         0.122
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     265
_refine_ls_number_reflns         3352
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0620
_refine_ls_R_factor_gt           0.0519
_refine_ls_restrained_S_all      1.091
_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)+(0.0494P)²+16.1594P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1247
_refine_ls_wR_factor_ref         0.1296
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Sof(C16A)=Sof(H16A)=Sof(C17A)=Sof(H17A)=Sof(C13A)=Sof(H13A)=Sof(C14A)=
 Sof(H14A)=Sof(O2A)=1-FVAR(1)
 Sof(O1A)=Sof(C16)=Sof(H16)=Sof(C13)=Sof(H13)=Sof(C17)=Sof(H17)=Sof(C14)=
 Sof(H14)=FVAR(1)
2.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C8(H8), C5(H5), C6(H6), C16(H16), C13(H13), C17(H17), C16A(H16A),
 C17A(H17A), C13A(H13A), C14(H14), C14A(H14A)
2.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I -0.10181(7) 0.46317(2) 0.70546(2) 0.03519(15) Uani 1 1 d . . . . .
N1 N -0.1750(9) 0.5260(2) 0.59241(13) 0.0274(9) Uani 1 1 d . . . . .
N2 N -0.3703(9) 0.4773(2) 0.59293(14) 0.0296(10) Uani 1 1 d . . . . .
N3 N -0.3706(9) 0.4512(2) 0.62739(14) 0.0308(10) Uani 1 1 d . . . . .
C20 C -0.1766(11) 0.4835(3) 0.64861(15) 0.0313(12) Uani 1 1 d . . . . .
C3 C 0.3424(11) 0.6131(3) 0.64805(16) 0.0305(12) Uani 1 1 d . . . . .
C1 C -0.0475(11) 0.5304(3) 0.62738(15) 0.0273(11) Uani 1 1 d . . . . .
C2 C 0.1654(11) 0.5759(3) 0.63741(16) 0.0300(12) Uani 1 1 d . . . . .
C4 C 0.5475(10) 0.6597(3) 0.65987(16) 0.0283(11) Uani 1 1 d . . . . .
C7 C 0.9351(10) 0.7549(3) 0.68338(17) 0.0298(12) Uani 1 1 d . . . . .
C9 C 0.6581(11) 0.6583(3) 0.69678(15) 0.0296(12) Uani 1 1 d . . . . .
H9 H 0.601438 0.625361 0.714232 0.036 Uiso 1 1 calc R U . . .
C15 C -0.0715(11) 0.6333(3) 0.49106(16) 0.0316(12) Uani 1 1 d . . . . .
C12 C -0.1372(11) 0.5636(3) 0.55834(16) 0.0291(12) Uani 1 1 d . . . . .
C8 C 0.8510(11) 0.7053(3) 0.70778(15) 0.0299(12) Uani 1 1 d . . . . .
H8 H 0.927930 0.703507 0.732769 0.036 Uiso 1 1 calc R U . . .
C5 C 0.6332(11) 0.7093(3) 0.63508(16) 0.0340(13) Uani 1 1 d . . . . .
H5 H 0.559507 0.711031 0.609914 0.041 Uiso 1 1 calc R U . . .
C6 C 0.8237(12) 0.7555(3) 0.64686(17) 0.0354(13) Uani 1 1 d . . . . .
H6 H 0.880357 0.788632 0.629526 0.043 Uiso 1 1 calc R U . . .
C10 C 1.1417(12) 0.8072(3) 0.6964(2) 0.0386(14) Uani 1 1 d . . . . .
H10A H 1.104926 0.818278 0.723158 0.058 Uiso 1 1 calc R U . . .
H10B H 1.119232 0.846279 0.680566 0.058 Uiso 1 1 calc R U . . .
H10C H 1.333563 0.790654 0.693890 0.058 Uiso 1 1 calc R U . . .
O1A O 0.202(2) 0.7018(7) 0.4514(4) 0.045(3) Uani 0.504(10) 1 d . . P A 1
C18 C -0.0303(15) 0.6704(3) 0.45484(18) 0.0432(15) Uani 1 1 d . . . . .
C19 C -0.1899(17) 0.6522(5) 0.4202(2) 0.066(2) Uani 1 1 d . . . . .
H19A H -0.160708 0.605834 0.414670 0.099 Uiso 1 1 calc R U . . .
H19B H -0.124776 0.678486 0.398596 0.099 Uiso 1 1 calc R U . . .
H19C H -0.389958 0.660355 0.424494 0.099 Uiso 1 1 calc R U . . .
C16 C -0.026(3) 0.6623(6) 0.5245(3) 0.033(3) Uani 0.504(10) 1 d . . P A 1
H16 H 0.027138 0.706950 0.525253 0.039 Uiso 0.504(10) 1 calc R U P A 1
C13 C -0.192(2) 0.5319(6) 0.5225(3) 0.033(3) Uani 0.504(10) 1 d . . P A 1
H13 H -0.241989 0.487008 0.521822 0.040 Uiso 0.504(10) 1 calc R U P A 1
C17 C -0.055(3) 0.6277(7) 0.5583(3) 0.036(3) Uani 0.504(10) 1 d . . P A 1
H17 H -0.016624 0.648787 0.581875 0.043 Uiso 0.504(10) 1 calc R U P A 1
C16A C 0.141(2) 0.6327(6) 0.5201(3) 0.031(3) Uani 0.496(10) 1 d . . P A 2
H16A H 0.307844 0.657168 0.516203 0.038 Uiso 0.496(10) 1 calc R U P A 2
C17A C 0.110(2) 0.5976(6) 0.5535(3) 0.028(3) Uani 0.496(10) 1 d . . P A 2
H17A H 0.252855 0.597014 0.572397 0.033 Uiso 0.496(10) 1 calc R U P A 2
C13A C -0.351(2) 0.5647(6) 0.5325(3) 0.034(3) Uani 0.496(10) 1 d . . P A 2
H13A H -0.520719 0.542119 0.537396 0.041 Uiso 0.496(10) 1 calc R U P A 2
C14 C -0.170(3) 0.5676(7) 0.4886(3) 0.034(3) Uani 0.504(10) 1 d . . P A 1
H14 H -0.218352 0.548797 0.464738 0.041 Uiso 0.504(10) 1 calc R U P A 1
C14A C -0.315(3) 0.5991(7) 0.4994(4) 0.040(3) Uani 0.496(10) 1 d . . P A 2
H14A H -0.463432 0.599591 0.481295 0.048 Uiso 0.496(10) 1 calc R U P A 2
O2A O 0.065(4) 0.7250(8) 0.4547(4) 0.064(4) Uani 0.496(10) 1 d . . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C20 2.066(5) . ?
N1 N2 1.365(6) . ?
N1 C1 1.371(7) . ?
N1 C12 1.432(7) . ?
N2 N3 1.321(7) . ?
N3 C20 1.359(7) . ?
C20 C1 1.362(8) . ?
C3 C2 1.196(8) . ?
C3 C4 1.429(8) . ?
C1 C2 1.423(8) . ?
C4 C9 1.397(8) . ?
C4 C5 1.397(8) . ?
C7 C8 1.387(8) . ?
C7 C6 1.386(8) . ?
C7 C10 1.525(8) . ?
C9 H9 0.9500 . ?
C9 C8 1.386(8) . ?
C15 C18 1.491(8) . ?
C15 C16 1.331(13) . ?
C15 C16A 1.436(12) . ?
C15 C14 1.428(14) . ?
C15 C14A 1.388(13) . ?
C12 C13 1.438(12) . ?
C12 C17 1.370(15) . ?
C12 C17A 1.380(12) . ?
C12 C13A 1.362(12) . ?
C8 H8 0.9500 . ?
C5 H5 0.9500 . ?
C5 C6 1.376(8) . ?
C6 H6 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
O1A C18 1.285(14) . ?
C18 C19 1.479(9) . ?
C18 O2A 1.208(16) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C16 H16 0.9500 . ?
C16 C17 1.387(16) . ?
C13 H13 0.9500 . ?
C13 C14 1.399(17) . ?
C17 H17 0.9500 . ?
C16A H16A 0.9500 . ?
C16A C17A 1.382(16) . ?
C17A H17A 0.9500 . ?
C13A H13A 0.9500 . ?
C13A C14A 1.368(17) . ?
C14 H14 0.9500 . ?
C14A H14A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 N1 C1 109.8(4) . . ?
N2 N1 C12 119.4(4) . . ?
C1 N1 C12 130.9(5) . . ?
N3 N2 N1 108.0(4) . . ?
N2 N3 C20 107.6(5) . . ?
N3 C20 I1 123.1(4) . . ?
N3 C20 C1 110.6(5) . . ?
C1 C20 I1 126.2(4) . . ?
C2 C3 C4 177.4(6) . . ?
N1 C1 C2 125.5(5) . . ?
C20 C1 N1 104.0(5) . . ?
C20 C1 C2 130.5(5) . . ?
C3 C2 C1 176.1(6) . . ?
C9 C4 C3 120.8(5) . . ?
C5 C4 C3 120.4(5) . . ?
C5 C4 C9 118.7(5) . . ?
C8 C7 C10 121.1(5) . . ?
C6 C7 C8 117.7(5) . . ?
C6 C7 C10 121.2(6) . . ?
C4 C9 H9 120.2 . . ?
C8 C9 C4 119.6(5) . . ?
C8 C9 H9 120.2 . . ?
C16 C15 C18 120.1(7) . . ?
C16 C15 C14 121.7(8) . . ?
C16A C15 C18 121.0(7) . . ?
C14 C15 C18 118.1(7) . . ?
C14A C15 C18 123.1(7) . . ?
C14A C15 C16A 115.9(8) . . ?
N1 C12 C13 117.6(7) . . ?
C17 C12 N1 123.5(7) . . ?
C17 C12 C13 118.9(8) . . ?
C17A C12 N1 118.8(6) . . ?
C13A C12 N1 118.0(7) . . ?
C13A C12 C17A 123.2(8) . . ?
C7 C8 H8 119.0 . . ?
C9 C8 C7 121.9(5) . . ?
C9 C8 H8 119.0 . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.4(5) . . ?
C6 C5 H5 119.8 . . ?
C7 C6 H6 119.2 . . ?
C5 C6 C7 121.6(6) . . ?
C5 C6 H6 119.2 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O1A C18 C15 116.6(8) . . ?
O1A C18 C19 119.5(8) . . ?
C19 C18 C15 120.2(6) . . ?
O2A C18 C15 121.6(8) . . ?
O2A C18 C19 115.0(9) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.5(10) . . ?
C17 C16 H16 119.7 . . ?
C12 C13 H13 120.3 . . ?
C14 C13 C12 119.4(11) . . ?
C14 C13 H13 120.3 . . ?
C12 C17 C16 121.3(10) . . ?
C12 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C15 C16A H16A 119.0 . . ?
C17A C16A C15 122.0(9) . . ?
C17A C16A H16A 119.0 . . ?
C12 C17A C16A 117.3(9) . . ?
C12 C17A H17A 121.4 . . ?
C16A C17A H17A 121.4 . . ?
C12 C13A H13A 120.7 . . ?
C12 C13A C14A 118.7(10) . . ?
C14A C13A H13A 120.7 . . ?
C15 C14 H14 121.1 . . ?
C13 C14 C15 117.9(10) . . ?
C13 C14 H14 121.1 . . ?
C15 C14A H14A 118.6 . . ?
C13A C14A C15 122.8(10) . . ?
C13A C14A H14A 118.6 . . ?

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
I1 C20 C1 N1 -178.0(4) . . . . ?
I1 C20 C1 C2 0.6(9) . . . . ?
N1 N2 N3 C20 0.2(6) . . . . ?
N1 C12 C13 C14 177.1(9) . . . . ?
N1 C12 C17 C16 -178.9(9) . . . . ?
N1 C12 C17A C16A 179.2(9) . . . . ?
N1 C12 C13A C14A -178.4(10) . . . . ?
N2 N1 C1 C20 -0.9(6) . . . . ?
N2 N1 C1 C2 -179.5(5) . . . . ?
N2 N1 C12 C13 -30.1(8) . . . . ?
N2 N1 C12 C17 149.4(8) . . . . ?
N2 N1 C12 C17A -160.0(7) . . . . ?
N2 N1 C12 C13A 21.1(10) . . . . ?
N2 N3 C20 I1 178.2(4) . . . . ?
N2 N3 C20 C1 -0.8(6) . . . . ?
N3 C20 C1 N1 1.1(6) . . . . ?
N3 C20 C1 C2 179.6(5) . . . . ?
C3 C4 C9 C8 -178.2(5) . . . . ?
C3 C4 C5 C6 177.8(5) . . . . ?
C1 N1 N2 N3 0.4(6) . . . . ?
C1 N1 C12 C13 151.2(7) . . . . ?
C1 N1 C12 C17 -29.3(11) . . . . ?
C1 N1 C12 C17A 21.3(10) . . . . ?
C1 N1 C12 C13A -157.5(8) . . . . ?
C4 C9 C8 C7 1.2(8) . . . . ?
C4 C5 C6 C7 -0.4(9) . . . . ?
C9 C4 C5 C6 0.2(8) . . . . ?
C15 C16 C17 C12 -1.6(18) . . . . ?
C15 C16A C17A C12 -0.9(17) . . . . ?
C12 N1 N2 N3 -178.5(5) . . . . ?
C12 N1 C1 C20 177.9(5) . . . . ?
C12 N1 C1 C2 -0.8(9) . . . . ?
C12 C13 C14 C15 4.9(16) . . . . ?
C12 C13A C14A C15 -1(2) . . . . ?
C8 C7 C6 C5 0.9(9) . . . . ?
C5 C4 C9 C8 -0.6(8) . . . . ?
C6 C7 C8 C9 -1.3(8) . . . . ?
C10 C7 C8 C9 178.3(5) . . . . ?
C10 C7 C6 C5 -178.7(5) . . . . ?
C18 C15 C16 C17 -177.9(9) . . . . ?
C18 C15 C16A C17A -178.6(10) . . . . ?
C18 C15 C14 C13 176.2(9) . . . . ?
C18 C15 C14A C13A 179.4(11) . . . . ?
C16 C15 C18 O1A 49.2(13) . . . . ?
C16 C15 C18 C19 -152.9(9) . . . . ?
C16 C15 C14 C13 -6.0(16) . . . . ?
C13 C12 C17 C16 0.6(15) . . . . ?
C17 C12 C13 C14 -2.4(14) . . . . ?
C16A C15 C18 C19 157.2(9) . . . . ?
C16A C15 C18 O2A -44.0(16) . . . . ?
C16A C15 C14A C13A -2.2(18) . . . . ?
C17A C12 C13A C14A 2.8(17) . . . . ?
C13A C12 C17A C16A -2.0(15) . . . . ?
C14 C15 C18 O1A -132.9(11) . . . . ?
C14 C15 C18 C19 25.0(11) . . . . ?
C14 C15 C16 C17 4.3(16) . . . . ?
C14A C15 C18 C19 -24.5(13) . . . . ?
C14A C15 C18 O2A 134.3(15) . . . . ?
C14A C15 C16A C17A 2.9(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.388
_oxdiff_exptl_absorpt_empirical_full_min 0.377
####################################################################### 
# 
# 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_5699-10169_gai-866-3
_database_code_depnum_ccdc_archive 'CCDC 2240443'
loop_
_audit_author_name
_audit_author_address
'Mariya Kryukova'
;SPbSU
Russia
;
_audit_update_record             
;
2023-02-07 deposited with the CCDC.	2024-01-29 downloaded from the CCDC.
;
_audit_creation_date             2023-02-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H14 I N3 O'
_chemical_formula_sum            'C19 H14 I N3 O'
_chemical_formula_weight         427.23
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C19 H14 I N3 O'
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'
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                   14.5258(6)
_cell_length_b                   7.4296(3)
_cell_length_c                   15.9339(8)
_cell_angle_alpha                90
_cell_angle_beta                 107.113(5)
_cell_angle_gamma                90
_cell_volume                     1643.47(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3834
_cell_measurement_temperature    100(5)
_cell_measurement_theta_max      71.7430
_cell_measurement_theta_min      3.1190
_shelx_estimated_absorpt_T_max   0.282
_shelx_estimated_absorpt_T_min   0.126
_exptl_absorpt_coefficient_mu    15.392
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.13406
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.35a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.727
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             840
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0727
_diffrn_reflns_av_unetI/netI     0.0650
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8335
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        62.999
_diffrn_reflns_theta_max         62.999
_diffrn_reflns_theta_min         3.183
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(5)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -18.00  16.00   0.50    0.20    --  -41.22 104.00 151.00   68
  2  ω    -75.00 -26.00   0.50    0.20    --  -41.22 104.00 151.00   98
  3  ω     50.00 109.00   0.50    0.20    --  101.00-104.00  49.00  118
  4  ω     82.00 154.00   0.50    0.20    --  101.00 104.00 151.00  144
  5  ω    -47.00   3.00   0.50    0.20    --  -41.22  32.00-120.00  100
  6  ω     26.00  53.00   0.50    0.20    --   41.22  54.00  60.00   54
  7  ω     20.00  68.00   0.50    0.20    --   41.22-104.00  49.00   96
  8  ω     77.00 102.00   0.50    0.20    --   41.22  21.00  60.00   50
  9  ω    -24.00   3.00   0.50    0.20    --   41.22 -32.00  60.00   54
 10  ω     63.00 104.00   0.50    0.20    --   41.22  54.00  60.00   82
 11  ω     24.00  55.00   0.50    0.20    --   41.22 -54.00  90.00   62
 12  ω     61.00  88.00   0.50    0.20    --   41.22  32.00 -90.00   54
 13  ω     23.00  50.00   0.50    0.20    --   41.22 -32.00  60.00   54
 14  ω    -15.00  21.00   0.50    0.20    --   41.22 -54.00  90.00   72
 15  ω     32.00  62.00   0.50    0.20    --   41.22  21.00  60.00   60
 16  ω     31.00  58.00   0.50    0.20    --   41.22 -77.00 -30.00   54
 17  ω     32.00 104.00   0.50    0.20    --   41.22  54.00 -90.00  144
 18  ω     47.00  94.00   0.50    0.20    --   41.22  32.00   0.00   94
 19  ω     46.00  71.00   0.50    0.20    --  101.00 -33.00 -30.00   50
 20  ω     54.00 110.00   0.50    0.20    --  101.00-111.00-150.00  112
 21  ω     41.00 114.00   0.50    0.20    --  101.00-111.00-120.00  146
 22  ω    129.00 157.00   0.50    0.20    --  101.00  17.00-150.00   56
 23  ω     51.00 109.00   0.50    0.20    --  101.00 -25.00 -30.00  116
 24  ω     40.00 107.00   0.50    0.20    --  101.00 -50.00  30.00  134
 25  ω     93.00 118.00   0.50    0.20    --  101.00  17.00-150.00   50
 26  ω     39.00 113.00   0.50    0.20    --  101.00 -68.00-150.00  148
 27  ω     81.00 151.00   0.50    0.20    --  101.00 111.00 -60.00  140
 28  ω     39.00  85.00   0.50    0.20    --  101.00 -33.00-120.00   92
 29  ω     84.00 112.00   0.50    0.20    --  101.00  93.00-120.00   56
 30  ω     36.00 122.00   0.50    0.20    --  101.00 -87.00  60.00  172
 31  ω     72.00 156.00   0.50    0.20    --  101.00   8.00 150.00  168
 32  ω    114.00 151.00   0.50    0.20    --  101.00 111.00  90.00   74
 33  ω     87.00 112.00   0.50    0.20    --  101.00-104.00  49.00   50
 34  ω    -46.00  -8.00   0.50    0.20    --  -41.22  43.00 120.00   76
 35  ω    -64.00 -28.00   0.50    0.20    --  -41.22 -43.00  90.00   72
 36  ω    -18.00  10.00   0.50    0.20    --   41.22 -43.00-180.00   56
 37  ω    -12.00   3.00   0.50    0.20    --   41.22-104.00 -60.00   30
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0058660000
_diffrn_orient_matrix_UB_12      -0.0368169000
_diffrn_orient_matrix_UB_13      0.0965781000
_diffrn_orient_matrix_UB_21      -0.0291499000
_diffrn_orient_matrix_UB_22      0.1964941000
_diffrn_orient_matrix_UB_23      0.0100952000
_diffrn_orient_matrix_UB_31      -0.1068184000
_diffrn_orient_matrix_UB_32      -0.0557212000
_diffrn_orient_matrix_UB_33      -0.0282858000
_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'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2403
_reflns_number_total             2662
_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 1.171.39.35a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.35a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.35a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         2.366
_refine_diff_density_min         -2.540
_refine_diff_density_rms         0.235
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         2662
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0666
_refine_ls_R_factor_gt           0.0633
_refine_ls_restrained_S_all      1.060
_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)+(0.1374P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1722
_refine_ls_wR_factor_ref         0.1778
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C14(H14), C17(H17), C16(H16), C13(H13), C6(H6), C7(H7)
1.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.27555(2) 1.02677(6) 0.73923(2) 0.0237(3) Uani 1 1 d . . . . .
O1 O 0.5027(3) 0.7443(7) 0.3751(3) 0.0378(13) Uani 1 1 d . . . . .
N1 N 0.3216(3) 0.6434(8) 0.6910(3) 0.0226(12) Uani 1 1 d . . . . .
N2 N 0.3049(5) 0.4675(8) 0.7017(5) 0.0268(15) Uani 1 1 d . . . . .
N3 N 0.2507(5) 0.4575(8) 0.7528(4) 0.0257(15) Uani 1 1 d . . . . .
C2 C 0.2772(3) 0.7503(10) 0.7372(3) 0.0170(14) Uani 1 1 d . . . . .
C1 C 0.2307(4) 0.6262(11) 0.7770(4) 0.0216(15) Uani 1 1 d . . . . .
C5 C 0.0608(4) 0.7175(9) 0.9344(4) 0.0236(14) Uani 1 1 d . . . . .
C9 C 0.0434(4) 0.7009(10) 1.0796(4) 0.0254(15) Uani 1 1 d . . . . .
H9 H 0.069151 0.668221 1.139598 0.031 Uiso 1 1 calc R U . . .
C3 C 0.1704(4) 0.6629(10) 0.8314(4) 0.0246(14) Uani 1 1 d . . . . .
C10 C 0.0970(4) 0.6692(10) 1.0228(4) 0.0261(14) Uani 1 1 d . . . . .
H10 H 0.158599 0.614432 1.043740 0.031 Uiso 1 1 calc R U . . .
C14 C 0.5196(4) 0.8002(9) 0.6053(4) 0.0257(15) Uani 1 1 d . . . . .
H14 H 0.580951 0.856309 0.625894 0.031 Uiso 1 1 calc R U . . .
C12 C 0.3769(4) 0.6918(9) 0.6311(4) 0.0217(14) Uani 1 1 d . . . . .
C8 C -0.0469(4) 0.7791(9) 1.0516(4) 0.0271(15) Uani 1 1 d . . . . .
C15 C 0.4848(4) 0.7466(9) 0.5172(4) 0.0264(15) Uani 1 1 d . . . . .
C18 C 0.5416(4) 0.7700(9) 0.4525(4) 0.0244(14) Uani 1 1 d . . . . .
C17 C 0.3388(4) 0.6438(9) 0.5450(4) 0.0256(14) Uani 1 1 d . . . . .
H17 H 0.276298 0.592306 0.524819 0.031 Uiso 1 1 calc R U . . .
C16 C 0.3933(4) 0.6718(9) 0.4876(4) 0.0254(14) Uani 1 1 d . . . . .
H16 H 0.367690 0.639471 0.427527 0.031 Uiso 1 1 calc R U . . .
C4 C 0.1185(4) 0.6882(10) 0.8755(4) 0.0269(15) Uani 1 1 d . . . . .
C11 C -0.1025(4) 0.8146(10) 1.1167(4) 0.0300(15) Uani 1 1 d . . . . .
H11A H -0.136241 0.704662 1.124836 0.045 Uiso 1 1 calc R U . . .
H11B H -0.149584 0.910672 1.094328 0.045 Uiso 1 1 calc R U . . .
H11C H -0.057843 0.851377 1.173103 0.045 Uiso 1 1 calc R U . . .
C13 C 0.4655(4) 0.7722(9) 0.6625(4) 0.0254(14) Uani 1 1 d . . . . .
H13 H 0.489160 0.807845 0.722257 0.031 Uiso 1 1 calc R U . . .
C6 C -0.0310(4) 0.7949(9) 0.9048(4) 0.0259(14) Uani 1 1 d . . . . .
H6 H -0.057011 0.827201 0.844774 0.031 Uiso 1 1 calc R U . . .
C19 C 0.6464(4) 0.8243(11) 0.4862(4) 0.0326(16) Uani 1 1 d . . . . .
H19A H 0.677386 0.806349 0.439815 0.049 Uiso 1 1 calc R U . . .
H19B H 0.678931 0.750335 0.537200 0.049 Uiso 1 1 calc R U . . .
H19C H 0.650924 0.951453 0.503272 0.049 Uiso 1 1 calc R U . . .
C7 C -0.0840(4) 0.8244(10) 0.9633(4) 0.0278(15) Uani 1 1 d . . . . .
H7 H -0.146393 0.876165 0.942696 0.033 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C2 2.055(8) . ?
O1 C18 1.211(7) . ?
N1 N2 1.349(9) . ?
N1 C2 1.367(8) . ?
N1 C12 1.462(8) . ?
N2 N3 1.291(12) . ?
N3 C1 1.367(11) . ?
C2 C1 1.400(10) . ?
C1 C3 1.428(9) . ?
C5 C10 1.398(9) . ?
C5 C4 1.447(9) . ?
C5 C6 1.400(9) . ?
C9 H9 0.9500 . ?
C9 C10 1.376(9) . ?
C9 C8 1.383(9) . ?
C3 C4 1.189(9) . ?
C10 H10 0.9500 . ?
C14 H14 0.9500 . ?
C14 C15 1.403(9) . ?
C14 C13 1.383(9) . ?
C12 C17 1.366(8) . ?
C12 C13 1.373(8) . ?
C8 C11 1.514(9) . ?
C8 C7 1.393(9) . ?
C15 C18 1.508(9) . ?
C15 C16 1.389(9) . ?
C18 C19 1.514(9) . ?
C17 H17 0.9500 . ?
C17 C16 1.391(9) . ?
C16 H16 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C13 H13 0.9500 . ?
C6 H6 0.9500 . ?
C6 C7 1.390(9) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C7 H7 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 N1 C2 111.3(6) . . ?
N2 N1 C12 118.3(6) . . ?
C2 N1 C12 130.2(6) . . ?
N3 N2 N1 107.5(5) . . ?
N2 N3 C1 110.1(6) . . ?
N1 C2 I1 126.8(4) . . ?
N1 C2 C1 103.2(7) . . ?
C1 C2 I1 129.9(5) . . ?
N3 C1 C2 107.8(6) . . ?
N3 C1 C3 124.4(7) . . ?
C2 C1 C3 127.8(7) . . ?
C10 C5 C4 119.8(6) . . ?
C10 C5 C6 118.9(6) . . ?
C6 C5 C4 121.3(6) . . ?
C10 C9 H9 119.1 . . ?
C10 C9 C8 121.8(6) . . ?
C8 C9 H9 119.1 . . ?
C4 C3 C1 177.7(8) . . ?
C5 C10 H10 120.0 . . ?
C9 C10 C5 120.0(6) . . ?
C9 C10 H10 120.0 . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C13 C14 C15 120.6(6) . . ?
C17 C12 N1 117.0(5) . . ?
C17 C12 C13 122.6(6) . . ?
C13 C12 N1 120.3(5) . . ?
C9 C8 C11 120.0(6) . . ?
C9 C8 C7 118.4(6) . . ?
C7 C8 C11 121.6(6) . . ?
C14 C15 C18 122.9(6) . . ?
C16 C15 C14 118.8(6) . . ?
C16 C15 C18 118.3(6) . . ?
O1 C18 C15 119.6(6) . . ?
O1 C18 C19 121.5(6) . . ?
C15 C18 C19 118.9(5) . . ?
C12 C17 H17 120.6 . . ?
C12 C17 C16 118.7(6) . . ?
C16 C17 H17 120.6 . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.6(6) . . ?
C17 C16 H16 119.7 . . ?
C3 C4 C5 176.2(7) . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C14 C13 H13 120.7 . . ?
C12 C13 C14 118.6(6) . . ?
C12 C13 H13 120.7 . . ?
C5 C6 H6 120.0 . . ?
C7 C6 C5 119.9(6) . . ?
C7 C6 H6 120.0 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C8 C7 H7 119.5 . . ?
C6 C7 C8 120.9(6) . . ?
C6 C7 H7 119.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
I1 C2 C1 N3 177.2(4) . . . . ?
I1 C2 C1 C3 -1.2(9) . . . . ?
N1 N2 N3 C1 -0.1(8) . . . . ?
N1 C2 C1 N3 0.4(5) . . . . ?
N1 C2 C1 C3 -178.0(6) . . . . ?
N1 C12 C17 C16 -173.9(6) . . . . ?
N1 C12 C13 C14 173.9(6) . . . . ?
N2 N1 C2 I1 -177.4(4) . . . . ?
N2 N1 C2 C1 -0.5(6) . . . . ?
N2 N1 C12 C17 61.4(8) . . . . ?
N2 N1 C12 C13 -114.9(7) . . . . ?
N2 N3 C1 C2 -0.2(8) . . . . ?
N2 N3 C1 C3 178.3(7) . . . . ?
C2 N1 N2 N3 0.4(8) . . . . ?
C2 N1 C12 C17 -114.6(7) . . . . ?
C2 N1 C12 C13 69.1(8) . . . . ?
C5 C6 C7 C8 0.4(11) . . . . ?
C9 C8 C7 C6 -1.1(11) . . . . ?
C10 C5 C6 C7 0.8(10) . . . . ?
C10 C9 C8 C11 -178.9(6) . . . . ?
C10 C9 C8 C7 0.7(11) . . . . ?
C14 C15 C18 O1 -169.8(7) . . . . ?
C14 C15 C18 C19 10.5(10) . . . . ?
C14 C15 C16 C17 -2.6(10) . . . . ?
C12 N1 N2 N3 -176.3(6) . . . . ?
C12 N1 C2 I1 -1.2(8) . . . . ?
C12 N1 C2 C1 175.7(6) . . . . ?
C12 C17 C16 C15 0.2(10) . . . . ?
C8 C9 C10 C5 0.5(11) . . . . ?
C15 C14 C13 C12 -0.3(10) . . . . ?
C18 C15 C16 C17 178.6(6) . . . . ?
C17 C12 C13 C14 -2.2(10) . . . . ?
C16 C15 C18 O1 8.9(10) . . . . ?
C16 C15 C18 C19 -170.8(6) . . . . ?
C4 C5 C10 C9 178.4(7) . . . . ?
C4 C5 C6 C7 -178.8(6) . . . . ?
C11 C8 C7 C6 178.4(6) . . . . ?
C13 C14 C15 C18 -178.6(6) . . . . ?
C13 C14 C15 C16 2.7(10) . . . . ?
C13 C12 C17 C16 2.3(10) . . . . ?
C6 C5 C10 C9 -1.2(10) . . . . ?

_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 3.632
_oxdiff_exptl_absorpt_empirical_full_min 0.565
# start Validation Reply Form
_vrf_PLAT972_5699-10169_gai-866-3 
;
PROBLEM: Check Calcd Resid. Dens.  1.76Ang From I21            -2.58 eA-3  
RESPONSE: The residual electron density peak is around heavy element.
;
####################################################################### 
# 
# 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_16409_gai-875
_database_code_depnum_ccdc_archive 'CCDC 2240445'
loop_
_audit_author_name
_audit_author_address
'Mariya Kryukova'
;SPbSU
Russia
;
_audit_update_record             
;
2023-02-07 deposited with the CCDC.	2024-01-29 downloaded from the CCDC.
;
# end Validation Reply Form
_audit_creation_date             2023-02-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H14 I N3 O'
_chemical_formula_sum            'C18 H14 I N3 O'
_chemical_formula_weight         415.22
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H14 I N3 O '
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'
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      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   7.2957(2)
_cell_length_b                   7.4157(2)
_cell_length_c                   15.3505(2)
_cell_angle_alpha                98.052(2)
_cell_angle_beta                 101.391(2)
_cell_angle_gamma                90.231(2)
_cell_volume                     805.69(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    16573
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.6830
_cell_measurement_theta_min      2.8340
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    15.676
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.27079
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.71a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.712
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0866
_diffrn_reflns_av_unetI/netI     0.0555
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            26330
_diffrn_reflns_point_group_measured_fraction_full 0.952
_diffrn_reflns_point_group_measured_fraction_max 0.921
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.043
_diffrn_reflns_theta_min         2.967
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -20.00  25.00   0.50    0.05    --  -47.20  19.00 -90.00   90
  2  ω    -26.00  26.00   0.50    0.05    --  -47.20  19.00-180.00  104
  3  ω     70.00  95.00   0.50    0.05    --   47.20 132.00-108.00   50
  4  ω     77.00 115.00   0.50    0.05    --   47.20 125.00 -30.00   76
  5  ω     90.00 117.00   0.50    0.05    --   47.20 125.00  30.00   54
  6  ω     85.00 111.00   0.50    0.05    --   47.20 137.00  67.00   52
  7  ω    122.00 147.00   0.50    0.06    --  107.75 137.00  67.00   50
  8  ω    129.00 171.00   0.50    0.06    --  107.75 125.00   0.00   84
  9  ω    133.00 173.00   0.50    0.06    --  107.75  61.00   0.00   80
 10  ω     91.00 116.00   0.50    0.06    --  107.75 132.00-108.00   50
 11  ω     86.00 153.00   0.50    0.06    --  107.75  77.00 -30.00  134
 12  ω     94.00 123.00   0.50    0.06    --  107.75  61.00   0.00   58
 13  ω     74.00 115.00   0.50    0.06    --  107.75 125.00   0.00   82
 14  ω     90.00 121.00   0.50    0.06    --  107.75  77.00 150.00   62
 15  ω    140.00 166.00   0.50    0.06    --  107.75  77.00 150.00   52
 16  ω     35.00  91.00   0.50    0.06    --  107.75 -77.00 120.00  112
 17  ω     62.00 102.00   0.50    0.06    --  107.75 -94.00  90.00   80
 18  ω     81.00 120.00   0.50    0.06    --  107.75-137.00   5.00   78
 19  ω     79.00 105.00   0.50    0.06    --  107.75 -94.00 -30.00   52
 20  ω     80.00 107.00   0.50    0.06    --  107.75-125.00 -60.00   54
 21  ω     72.00 104.00   0.50    0.06    --  107.75 -94.00   0.00   64
 22  ω     73.00 112.00   0.50    0.06    --  107.75-125.00 -30.00   78
 23  ω     58.00  83.00   0.50    0.05    --   47.20-137.00   5.00   50
 24  ω     35.00  71.00   0.50    0.06    --  107.75 -61.00  60.00   72
 25  ω     44.00  71.00   0.50    0.06    --  107.75 -61.00   0.00   54
 26  ω     35.00  60.00   0.50    0.06    --  107.75 -61.00 -30.00   50
 27  ω     35.00  60.00   0.50    0.06    --  107.75 -94.00   0.00   50
 28  ω     36.00  82.00   0.50    0.06    --  107.75-125.00   0.00   92
 29  ω     47.00  72.00   0.50    0.06    --  107.75-125.00 -60.00   50
 30  ω     39.00  64.00   0.50    0.06    --  107.75 -61.00  30.00   50
 31  ω     65.00 112.00   0.50    0.06    --  107.75-125.00  90.00   94
 32  ω     55.00 101.00   0.50    0.06    --  107.75-125.00-150.00   92
 33  ω     60.00  88.00   0.50    0.06    --  107.75-132.00-178.00   56
 34  ω     60.00  87.00   0.50    0.05    --   47.20-132.00-178.00   54
 35  ω    -68.00 -34.00   0.50    0.06    -- -106.00  61.00 -60.00   68
 36  ω    -69.00 -35.00   0.50    0.06    -- -106.00  61.00-120.00   68
 37  ω    -75.00 -50.00   0.50    0.06    -- -106.00 132.00-108.00   50
 38  ω    -92.00 -64.00   0.50    0.06    -- -106.00  77.00-120.00   56
 39  ω   -108.00 -83.00   0.50    0.06    -- -106.00 109.00-165.43   50
 40  ω    -97.00 -21.00   0.50    0.05    --  -47.20 132.00-108.00  152
 41  ω    -87.00 -57.00   0.50    0.05    --  -47.20 137.00  67.00   60
 42  ω     74.00 119.00   0.50    0.05    --   47.20 125.00-180.00   90
 43  ω    -94.00 -69.00   0.50    0.05    --  -47.20-132.00-178.00   50
 44  ω   -131.00-106.00   0.50    0.06    -- -106.00-132.00-178.00   50
 45  ω   -175.00 -92.00   0.50    0.06    -- -106.00 -61.00-180.00  166
 46  ω   -105.00 -76.00   0.50    0.06    -- -106.00-125.00 -30.00   58
 47  ω   -123.00 -97.00   0.50    0.06    -- -106.00-137.00   5.00   52
 48  ω   -115.00 -83.00   0.50    0.06    -- -106.00 -94.00  60.00   64
 49  ω   -120.00 -73.00   0.50    0.05    --  -47.20-137.00   5.00   94
 50  ω   -114.00 -79.00   0.50    0.05    --  -47.20-125.00  90.00   70
 51  ω   -166.00-141.00   0.50    0.06    -- -106.00 -94.00  60.00   50
 52  ω   -175.00 -83.00   0.50    0.06    -- -106.00 -94.00 120.00  184
 53  ω   -175.00 -92.00   0.50    0.06    -- -106.00 -15.00  90.00  166
 54  ω   -175.00-130.00   0.50    0.06    -- -106.00-125.00 -30.00   90
 55  ω   -175.00-138.00   0.50    0.06    -- -106.00 -30.00-120.00   74
 56  ω   -114.00 -65.00   0.50    0.06    -- -106.00 137.00  67.00   98
 57  ω    123.00 148.00   0.50    0.06    --  107.75 132.00-108.00   50
 58  ω    -54.00 -29.00   0.50    0.05    --   10.00 156.00 135.78   50
 59  ω    -10.00  15.00   0.50    0.05    --   22.00  96.00  30.09   50
 60  ω    -13.00  12.00   0.50    0.05    --   22.00 102.00 -58.10   50
 61  ω     15.00  40.00   0.50    0.05    --   42.00  87.00  94.01   50
 62  ω     15.00  41.00   0.50    0.05    --   42.00  89.00-146.06   52
 63  ω     13.00  38.00   0.50    0.05    --   42.00  91.00 145.89   50
 64  ω     95.00 121.00   0.50    0.05    --   47.20  19.00-180.00   52
 65  ω     25.00  50.00   0.50    0.05    --   47.20  77.00 -60.00   50
 66  ω     39.00  74.00   0.50    0.05    --   47.20  19.00-180.00   70
 67  ω     -4.00  22.00   0.50    0.05    --   47.20 -19.00 -90.00   52
 68  ω     27.00  53.00   0.50    0.05    --   50.00  78.00 -14.92   52
 69  ω     34.00  60.00   0.50    0.05    --   54.00  74.00  22.40   52
 70  ω     31.00  57.00   0.50    0.05    --   54.00  80.00 146.44   52
 71  ω     32.00  57.00   0.50    0.05    --   54.00  78.00-168.81   50
 72  ω     32.00  59.00   0.50    0.05    --   54.00  80.00  49.42   54
 73  ω     35.00  61.00   0.50    0.05    --   58.00  77.00 104.57   52
 74  ω     34.00  60.00   0.50    0.05    --   58.00  80.00 -71.74   52
 75  ω     36.00  62.00   0.50    0.05    --   58.00  75.00-142.00   52
 76  ω     41.00  66.00   0.50    0.05    --   62.00  72.00-127.33   50
 77  ω     41.00  67.00   0.50    0.05    --   62.00  73.00 -85.45   52
 78  ω    -71.00 -45.00   0.50    0.05    --  -66.00 -72.00 -19.28   52
 79  ω     42.00  67.00   0.50    0.05    --   66.00  80.00 135.76   50
 80  ω    -76.00 -50.00   0.50    0.05    --  -70.00 -69.00  23.71   52
 81  ω    -77.00 -52.00   0.50    0.05    --  -70.00 -66.00 170.28   50
 82  ω     54.00  80.00   0.50    0.05    --   70.00  78.00-125.99   52
 83  ω    -80.00 -54.00   0.50    0.05    --  -74.00 -69.00 -88.19   52
 84  ω    -83.00 -57.00   0.50    0.05    --  -74.00 -64.00 119.15   52
 85  ω    -83.00 -57.00   0.50    0.05    --  -74.00 -65.00  79.13   52
 86  ω    -95.00 -69.00   0.50    0.05    --  -74.00 -58.00 -44.32   52
 87  ω    -80.00 -55.00   0.50    0.05    --  -74.00 -68.00  -9.40   50
 88  ω    -77.00 -52.00   0.50    0.05    --  -74.00 -75.00 155.31   50
 89  ω     52.00  78.00   0.50    0.05    --   74.00  76.00  96.65   52
 90  ω    108.00 134.00   0.50    0.05    --   74.00  76.00-128.09   52
 91  ω     52.00  78.00   0.50    0.05    --   74.00  76.00-128.09   52
 92  ω   -150.00-121.00   0.50    0.06    --  -78.00 -73.00 -47.53   58
 93  ω    -86.00 -60.00   0.50    0.06    --  -78.00 -66.00  28.70   52
 94  ω    -82.00 -57.00   0.50    0.06    --  -78.00 -73.00 -47.53   50
 95  ω    -90.00 -65.00   0.50    0.06    --  -82.00 -63.00 177.84   50
 96  ω    -87.00 -61.00   0.50    0.06    --  -82.00 -72.00 -87.99   52
 97  ω    -96.00 -70.00   0.50    0.06    --  -82.00 -54.00-152.86   52
 98  ω    -95.00 -69.00   0.50    0.06    --  -86.00 -62.00 -59.30   52
 99  ω    -93.00 -67.00   0.50    0.06    --  -86.00 -67.00-107.40   52
100  ω    -91.00 -66.00   0.50    0.06    --  -86.00 -70.00-137.04   50
101  ω    -90.00 -65.00   0.50    0.06    --  -86.00 -72.00  13.59   50
102  ω    -93.00 -67.00   0.50    0.06    --  -86.00 -69.00 156.41   52
103  ω   -102.00 -69.00   0.50    0.06    --  -86.00 -62.00 -72.67   66
104  ω    -97.00 -71.00   0.50    0.06    --  -86.00 -55.00  40.13   52
105  ω    -95.00 -69.00   0.50    0.06    --  -90.00 -74.00 -18.00   52
106  ω    -94.00 -68.00   0.50    0.06    --  -90.00 -74.00 126.49   52
107  ω    -99.00 -73.00   0.50    0.06    --  -90.00 -65.00  67.30   52
108  ω    -94.00 -68.00   0.50    0.06    --  -90.00 -76.00-174.64   52
109  ω    -96.00 -71.00   0.50    0.06    --  -94.00 -76.00 113.55   50
110  ω    -97.00 -72.00   0.50    0.06    --  -94.00 -74.00  16.77   50
111  ω   -108.00 -75.00   0.50    0.06    --  -98.00 -77.00  -6.46   66
112  ω   -105.00 -75.00   0.50    0.06    --  -98.00 -78.00 153.07   60
113  ω   -106.00 -80.00   0.50    0.06    --  -98.00 -64.00 -92.30   52
114  ω   -163.00-137.00   0.50    0.06    --  -98.00 -77.00  -6.46   52
115  ω   -100.00 -74.00   0.50    0.06    --  -98.00 -79.00 114.51   52
116  ω   -105.00 -79.00   0.50    0.06    --  -98.00 -67.00-137.79   52
117  ω   -114.00 -87.00   0.50    0.06    -- -102.00 -55.00  40.40   54
118  ω   -161.00-120.00   0.50    0.06    -- -106.00 -75.00  35.32   82
119  ω   -125.00 -82.00   0.50    0.06    -- -106.00 -82.00 -88.16   86
120  ω   -110.00 -84.00   0.50    0.06    -- -106.00 -75.00 113.13   52
121  ω   -159.00-133.00   0.50    0.06    -- -106.00 -68.00 118.16   52
122  ω   -176.00-151.00   0.50    0.06    -- -106.00 -82.00 -88.16   50
123  ω   -170.00-144.00   0.50    0.06    -- -106.00 -75.00 113.13   52
124  ω   -114.00 -85.00   0.50    0.06    -- -106.00 -80.00  26.44   58
125  ω   -113.00 -86.00   0.50    0.06    -- -106.00 -71.00-153.72   54
126  ω   -163.00-122.00   0.50    0.06    -- -106.00 -80.00  26.44   82
127  ω   -162.00-126.00   0.50    0.06    -- -106.00 -71.00-153.72   72
128  ω   -147.00 -89.00   0.50    0.06    -- -106.00 -69.00 -91.20  116
129  ω   -117.00 -89.00   0.50    0.06    -- -106.00 -64.00 -69.23   56
130  ω    -60.00 -34.00   0.50    0.06    -- -106.00  61.00-180.00   52
131  ω   -172.00-124.00   0.50    0.06    -- -106.00 -64.00 -69.23   96
132  ω   -142.00 -84.00   0.50    0.06    -- -106.00 -77.00  60.00  116
133  ω   -108.00 -83.00   0.50    0.06    -- -106.00 -77.00 -30.00   50
134  ω   -130.00 -89.00   0.50    0.06    -- -106.00 -61.00-150.00   82
135  ω   -113.00 -88.00   0.50    0.06    -- -106.00 -64.00-176.28   50
136  ω   -165.00-139.00   0.50    0.06    -- -106.00 -77.00 -30.00   52
137  ω   -124.00 -88.00   0.50    0.06    -- -106.00 -64.00  88.01   72
138  ω   -136.00 -89.00   0.50    0.06    -- -106.00 -63.00  32.50   94
139  ω   -121.00 -83.00   0.50    0.06    -- -106.00 -83.00  90.67   76
140  ω   -107.00 -82.00   0.50    0.06    -- -106.00 -80.00-169.23   50
141  ω    -78.00 -33.00   0.50    0.06    -- -106.00  77.00   0.00   90
142  ω   -113.00 -88.00   0.50    0.06    -- -106.00 -65.00-118.09   50
143  ω   -158.00-132.00   0.50    0.06    -- -106.00 -65.00-118.09   52
144  ω   -115.00 -89.00   0.50    0.06    -- -106.00 -64.00 159.83   52
145  ω   -147.00-121.00   0.50    0.06    -- -106.00 -64.00 159.83   52
146  ω   -126.00 -84.00   0.50    0.06    -- -106.00 -79.00-122.63   84
147  ω   -162.00-136.00   0.50    0.06    -- -106.00 -79.00-122.63   52
148  ω   -127.00 -83.00   0.50    0.06    -- -106.00 -76.00 143.22   88
149  ω   -142.00 -83.00   0.50    0.06    -- -106.00 -80.00  -1.40  118
150  ω   -126.00 -87.00   0.50    0.06    -- -106.00 -68.00 118.16   78
151  ω   -109.00 -84.00   0.50    0.06    -- -106.00 -75.00  35.32   50
152  ω   -175.00-149.00   0.50    0.06    -- -106.00 -76.00 143.22   52
153  ω     91.00 142.00   0.50    0.06    --  107.75  61.00 -60.00  102
154  ω     98.00 127.00   0.50    0.06    --  107.75  45.00 -30.00   58
155  ω     89.00 115.00   0.50    0.06    --  107.75  77.00 120.00   52
156  ω     35.00  60.00   0.50    0.06    --  107.75 -61.00-180.00   50
157  ω     36.00  63.00   0.50    0.06    --  107.75 -94.00 120.00   54
158  ω     62.00  88.00   0.50    0.06    --  107.75 -77.00  30.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0827101000
_diffrn_orient_matrix_UB_12      0.0874229000
_diffrn_orient_matrix_UB_13      -0.0839036000
_diffrn_orient_matrix_UB_21      0.0472613000
_diffrn_orient_matrix_UB_22      -0.1700667000
_diffrn_orient_matrix_UB_23      -0.0604821000
_diffrn_orient_matrix_UB_31      -0.1933210000
_diffrn_orient_matrix_UB_32      -0.0866197000
_diffrn_orient_matrix_UB_33      -0.0019581000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.875
_reflns_Friedel_fraction_full    0.906
_reflns_Friedel_fraction_max     0.860
_reflns_number_gt                6011
_reflns_number_total             6284
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.962
_refine_diff_density_min         -1.695
_refine_diff_density_rms         0.136
_refine_ls_abs_structure_details 
;
 Flack x determined using 2650 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.24(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     413
_refine_ls_number_reflns         6284
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0437
_refine_ls_R_factor_gt           0.0418
_refine_ls_restrained_S_all      1.091
_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)+(0.0782P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1095
_refine_ls_wR_factor_ref         0.1111
_refine_special_details          ?
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
Uanis(C008) = Uanis(C00B)
2.a Aromatic/amide H refined with riding coordinates:
 C006(H006), C00E(H00E), C00G(H00G), C00H(H00H), C00J(H00J), C00K(H00K),
 C00N(H00N), C00O(H00O), C00T(H00T), C00U(H00U), C00W(H00W), C00X(H00X),
 C00Y(H00Y), C00Z(H00Z), C010(H010), C1(H1)
2.b Idealised Me refined as rotating group:
 C00P(H00D,H00F,H00I), C00S(H00A,H00B,H00C), C011(H01D,H01E,H01F), C012(H01A,
 H01B,H01C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I001 I -0.19300(4) 0.00929(3) 0.26933(2) 0.0193(2) Uani 1 1 d . . . . .
I002 I 1.20145(4) 0.99062(4) 0.74060(2) 0.0191(2) Uani 1 1 d . . . . .
C003 C 2.150(2) 0.7803(18) 1.0540(8) 0.017(3) Uani 1 1 d . . . . .
O004 O 0.6303(16) 0.2190(15) 0.5502(8) 0.029(2) Uani 1 1 d . . . . .
C005 C -0.787(2) 0.2968(18) 0.0654(10) 0.023(3) Uani 1 1 d . . . . .
C006 C 1.835(2) 0.6710(17) 1.0352(9) 0.023(3) Uani 1 1 d . . . . .
H006 H 1.740281 0.619964 1.059692 0.028 Uiso 1 1 calc R U . . .
N007 N -0.0258(15) 0.3976(15) 0.3297(7) 0.018(2) Uani 1 1 d . . . . .
C008 C 1.4701(18) 0.6299(17) 0.8391(9) 0.0183(19) Uani 1 1 d . . . . .
N009 N -0.049(2) 0.5700(16) 0.3179(9) 0.023(3) Uani 1 1 d . . . . .
C00A C -0.292(2) 0.4075(17) 0.2329(10) 0.020(3) Uani 1 1 d . . . . .
C00B C 0.5460(18) 0.7405(18) 0.5112(9) 0.0183(19) Uani 1 1 d . . . . .
C00C C 0.870(2) 0.6584(17) 0.6235(9) 0.022(3) Uani 1 1 d . . . . .
N00D N -0.204(2) 0.5826(16) 0.2600(9) 0.025(3) Uani 1 1 d . . . . .
C00E C 1.940(2) 0.7772(18) 0.9101(9) 0.021(3) Uani 1 1 d . . . . .
H00E H 1.917015 0.799428 0.849474 0.025 Uiso 1 1 calc R U . . .
C00F C 1.1798(19) 0.7106(17) 0.7307(9) 0.020(3) Uani 1 1 d . . . . .
C00G C 0.540(2) 0.6859(17) 0.5922(10) 0.022(3) Uani 1 1 d . . . . .
H00G H 0.422486 0.676145 0.609673 0.027 Uiso 1 1 calc R U . . .
C00H C 2.116(2) 0.8138(17) 0.9642(9) 0.020(3) Uani 1 1 d . . . . .
H00H H 2.214027 0.861615 0.940527 0.024 Uiso 1 1 calc R U . . .
N00I N 1.058(2) 0.4267(17) 0.6928(9) 0.025(3) Uani 1 1 d . . . . .
C00J C -1.001(2) 0.2891(18) -0.0774(9) 0.023(3) Uani 1 1 d . . . . .
H00J H -1.024435 0.311236 -0.138032 0.028 Uiso 1 1 calc R U . . .
C00K C 0.1220(19) 0.2873(18) 0.4680(9) 0.023(3) Uani 1 1 d . . . . .
H00K H 0.003672 0.279591 0.484414 0.028 Uiso 1 1 calc R U . . .
C00L C -0.607(2) 0.3354(17) 0.1203(9) 0.023(3) Uani 1 1 d . . . . .
N00M N 1.2167(19) 0.4193(15) 0.7497(8) 0.021(2) Uani 1 1 d . . . . .
C00N C 0.719(2) 0.757(2) 0.4846(10) 0.029(3) Uani 1 1 d . . . . .
H00N H 0.725586 0.797871 0.429163 0.034 Uiso 1 1 calc R U . . .
C00O C 0.3088(19) 0.3569(17) 0.3611(9) 0.022(3) Uani 1 1 d . . . . .
H00O H 0.314419 0.396163 0.305361 0.026 Uiso 1 1 calc R U . . .
C00P C 2.346(2) 0.825(2) 1.1125(11) 0.032(3) Uani 1 1 d . . . . .
H00D H 2.439729 0.811227 1.074513 0.048 Uiso 1 1 calc R U . . .
H00F H 2.371454 0.742278 1.157447 0.048 Uiso 1 1 calc R U . . .
H00I H 2.351122 0.951247 1.142738 0.048 Uiso 1 1 calc R U . . .
C00Q C -0.1717(19) 0.2884(16) 0.2782(7) 0.017(2) Uani 1 1 d . . . . .
C00R C 1.613(2) 0.6632(18) 0.8876(10) 0.023(3) Uani 1 1 d . . . . .
C00S C 0.628(2) 0.1767(17) 0.6370(9) 0.023(3) Uani 1 1 d . . . . .
H00A H 0.560912 0.059847 0.631943 0.035 Uiso 1 1 calc R U . . .
H00B H 0.565361 0.272583 0.669637 0.035 Uiso 1 1 calc R U . . .
H00C H 0.756974 0.168291 0.669648 0.035 Uiso 1 1 calc R U . . .
C00T C 0.289(2) 0.2405(18) 0.5253(9) 0.021(3) Uani 1 1 d . . . . .
H00T H 0.281413 0.199799 0.580544 0.025 Uiso 1 1 calc R U . . .
C00U C 2.012(2) 0.7104(17) 1.0873(9) 0.022(3) Uani 1 1 d . . . . .
H00U H 2.036402 0.687857 1.147848 0.026 Uiso 1 1 calc R U . . .
O00V O 0.3814(16) 0.7788(14) 0.4600(7) 0.022(2) Uani 1 1 d . . . . .
C00W C 0.878(2) 0.7137(17) 0.5406(9) 0.024(3) Uani 1 1 d . . . . .
H00W H 0.995103 0.720923 0.522970 0.028 Uiso 1 1 calc R U . . .
C00X C -1.108(2) 0.1846(18) 0.0457(10) 0.024(3) Uani 1 1 d . . . . .
H00X H -1.202890 0.135690 0.070708 0.029 Uiso 1 1 calc R U . . .
C00Y C 0.470(2) 0.3112(19) 0.4176(10) 0.024(3) Uani 1 1 d . . . . .
H00Y H 0.587620 0.318543 0.400291 0.029 Uiso 1 1 calc R U . . .
C00Z C 0.698(2) 0.6456(17) 0.6480(8) 0.022(3) Uani 1 1 d . . . . .
H00Z H 0.691434 0.608499 0.704111 0.026 Uiso 1 1 calc R U . . .
C010 C -0.931(2) 0.2228(17) 0.0984(9) 0.021(3) Uani 1 1 d . . . . .
H010 H -0.907115 0.197920 0.158536 0.026 Uiso 1 1 calc R U . . .
C011 C 0.378(3) 0.823(2) 0.3701(10) 0.031(3) Uani 1 1 d . . . . .
H01D H 0.427765 0.721459 0.334523 0.047 Uiso 1 1 calc R U . . .
H01E H 0.454488 0.933423 0.374101 0.047 Uiso 1 1 calc R U . . .
H01F H 0.248658 0.842559 0.341202 0.047 Uiso 1 1 calc R U . . .
C012 C -1.334(2) 0.172(2) -0.1007(10) 0.027(3) Uani 1 1 d . . . . .
H01A H -1.392845 0.284423 -0.116990 0.041 Uiso 1 1 calc R U . . .
H01B H -1.413269 0.110226 -0.068348 0.041 Uiso 1 1 calc R U . . .
H01C H -1.320424 0.091614 -0.155195 0.041 Uiso 1 1 calc R U . . .
N013 N 1.0362(17) 0.6081(14) 0.6803(7) 0.019(2) Uani 1 1 d . . . . .
C014 C 0.1383(18) 0.3437(16) 0.3886(8) 0.018(2) Uani 1 1 d . . . . .
C015 C 1.291(2) 0.5910(19) 0.7746(9) 0.020(3) Uani 1 1 d . . . . .
C6 C 0.460(2) 0.2539(18) 0.5008(10) 0.024(3) Uani 1 1 d . . . . .
C3 C -0.458(2) 0.3702(19) 0.1731(10) 0.025(3) Uani 1 1 d . . . . .
C4 C 1.7957(19) 0.7069(18) 0.9455(9) 0.018(3) Uani 1 1 d . . . . .
C5 C -1.148(3) 0.2163(19) -0.0424(11) 0.029(4) Uani 1 1 d . . . . .
C1 C -0.8244(19) 0.3280(18) -0.0249(9) 0.020(3) Uani 1 1 d . . . . .
H1 H -0.728187 0.375787 -0.049618 0.024 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I001 C00Q 2.058(12) . ?
I002 C00F 2.064(13) . ?
C003 C00H 1.409(19) . ?
C003 C00P 1.53(2) . ?
C003 C00U 1.35(2) . ?
O004 C00S 1.414(18) . ?
O004 C6 1.37(2) . ?
C005 C00L 1.42(2) . ?
C005 C010 1.39(2) . ?
C005 C1 1.411(19) . ?
C006 H006 0.9500 . ?
C006 C00U 1.38(2) . ?
C006 C4 1.413(19) . ?
N007 N009 1.323(17) . ?
N007 C00Q 1.377(16) . ?
N007 C014 1.445(17) . ?
C008 C00R 1.16(2) . ?
C008 C015 1.475(19) . ?
N009 N00D 1.31(2) . ?
C00A N00D 1.42(2) . ?
C00A C00Q 1.405(19) . ?
C00A C3 1.37(2) . ?
C00B C00G 1.37(2) . ?
C00B C00N 1.41(2) . ?
C00B O00V 1.353(18) . ?
C00C C00W 1.402(19) . ?
C00C C00Z 1.39(2) . ?
C00C N013 1.430(18) . ?
C00E H00E 0.9500 . ?
C00E C00H 1.39(2) . ?
C00E C4 1.41(2) . ?
C00F N013 1.335(18) . ?
C00F C015 1.36(2) . ?
C00G H00G 0.9500 . ?
C00G C00Z 1.36(2) . ?
C00H H00H 0.9500 . ?
N00I N00M 1.31(2) . ?
N00I N013 1.391(17) . ?
C00J H00J 0.9500 . ?
C00J C5 1.43(2) . ?
C00J C1 1.38(2) . ?
C00K H00K 0.9500 . ?
C00K C00T 1.427(19) . ?
C00K C014 1.37(2) . ?
C00L C3 1.23(2) . ?
N00M C015 1.355(18) . ?
C00N H00N 0.9500 . ?
C00N C00W 1.37(2) . ?
C00O H00O 0.9500 . ?
C00O C00Y 1.39(2) . ?
C00O C014 1.40(2) . ?
C00P H00D 0.9800 . ?
C00P H00F 0.9800 . ?
C00P H00I 0.9800 . ?
C00R C4 1.45(2) . ?
C00S H00A 0.9800 . ?
C00S H00B 0.9800 . ?
C00S H00C 0.9800 . ?
C00T H00T 0.9500 . ?
C00T C6 1.38(2) . ?
C00U H00U 0.9500 . ?
O00V C011 1.457(17) . ?
C00W H00W 0.9500 . ?
C00X H00X 0.9500 . ?
C00X C010 1.38(2) . ?
C00X C5 1.38(2) . ?
C00Y H00Y 0.9500 . ?
C00Y C6 1.42(2) . ?
C00Z H00Z 0.9500 . ?
C010 H010 0.9500 . ?
C011 H01D 0.9800 . ?
C011 H01E 0.9800 . ?
C011 H01F 0.9800 . ?
C012 H01A 0.9800 . ?
C012 H01B 0.9800 . ?
C012 H01C 0.9800 . ?
C012 C5 1.48(3) . ?
C1 H1 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00H C003 C00P 118.9(14) . . ?
C00U C003 C00H 119.9(14) . . ?
C00U C003 C00P 121.2(13) . . ?
C6 O004 C00S 115.5(12) . . ?
C010 C005 C00L 120.9(13) . . ?
C010 C005 C1 118.2(14) . . ?
C1 C005 C00L 120.8(14) . . ?
C00U C006 H006 120.1 . . ?
C00U C006 C4 119.8(14) . . ?
C4 C006 H006 120.1 . . ?
N009 N007 C00Q 110.9(11) . . ?
N009 N007 C014 121.0(11) . . ?
C00Q N007 C014 128.1(10) . . ?
C00R C008 C015 177.6(16) . . ?
N00D N009 N007 109.2(12) . . ?
C00Q C00A N00D 105.5(14) . . ?
C3 C00A N00D 125.0(13) . . ?
C3 C00A C00Q 129.5(12) . . ?
C00G C00B C00N 120.2(14) . . ?
O00V C00B C00G 117.1(14) . . ?
O00V C00B C00N 122.7(14) . . ?
C00W C00C N013 120.6(13) . . ?
C00Z C00C C00W 119.1(13) . . ?
C00Z C00C N013 120.3(12) . . ?
N009 N00D C00A 109.2(12) . . ?
C00H C00E H00E 120.2 . . ?
C00H C00E C4 119.6(13) . . ?
C4 C00E H00E 120.2 . . ?
N013 C00F I002 124.4(9) . . ?
N013 C00F C015 104.6(12) . . ?
C015 C00F I002 130.9(11) . . ?
C00B C00G H00G 119.5 . . ?
C00Z C00G C00B 121.0(14) . . ?
C00Z C00G H00G 119.5 . . ?
C003 C00H H00H 119.9 . . ?
C00E C00H C003 120.2(14) . . ?
C00E C00H H00H 119.9 . . ?
N00M N00I N013 106.8(12) . . ?
C5 C00J H00J 119.3 . . ?
C1 C00J H00J 119.3 . . ?
C1 C00J C5 121.4(14) . . ?
C00T C00K H00K 121.1 . . ?
C014 C00K H00K 121.1 . . ?
C014 C00K C00T 117.9(13) . . ?
C3 C00L C005 175.3(16) . . ?
N00I N00M C015 108.1(12) . . ?
C00B C00N H00N 120.8 . . ?
C00W C00N C00B 118.3(14) . . ?
C00W C00N H00N 120.8 . . ?
C00Y C00O H00O 120.9 . . ?
C00Y C00O C014 118.2(13) . . ?
C014 C00O H00O 120.9 . . ?
C003 C00P H00D 109.5 . . ?
C003 C00P H00F 109.5 . . ?
C003 C00P H00I 109.5 . . ?
H00D C00P H00F 109.5 . . ?
H00D C00P H00I 109.5 . . ?
H00F C00P H00I 109.5 . . ?
N007 C00Q I001 125.4(9) . . ?
N007 C00Q C00A 105.2(11) . . ?
C00A C00Q I001 129.4(10) . . ?
C008 C00R C4 177.9(16) . . ?
O004 C00S H00A 109.5 . . ?
O004 C00S H00B 109.5 . . ?
O004 C00S H00C 109.5 . . ?
H00A C00S H00B 109.5 . . ?
H00A C00S H00C 109.5 . . ?
H00B C00S H00C 109.5 . . ?
C00K C00T H00T 119.8 . . ?
C6 C00T C00K 120.4(13) . . ?
C6 C00T H00T 119.8 . . ?
C003 C00U C006 121.5(13) . . ?
C003 C00U H00U 119.2 . . ?
C006 C00U H00U 119.2 . . ?
C00B O00V C011 119.4(12) . . ?
C00C C00W H00W 119.4 . . ?
C00N C00W C00C 121.1(14) . . ?
C00N C00W H00W 119.4 . . ?
C010 C00X H00X 119.4 . . ?
C5 C00X H00X 119.4 . . ?
C5 C00X C010 121.2(15) . . ?
C00O C00Y H00Y 119.8 . . ?
C00O C00Y C6 120.4(15) . . ?
C6 C00Y H00Y 119.8 . . ?
C00C C00Z H00Z 119.9 . . ?
C00G C00Z C00C 120.3(13) . . ?
C00G C00Z H00Z 119.9 . . ?
C005 C010 H010 119.1 . . ?
C00X C010 C005 121.7(14) . . ?
C00X C010 H010 119.1 . . ?
O00V C011 H01D 109.5 . . ?
O00V C011 H01E 109.5 . . ?
O00V C011 H01F 109.5 . . ?
H01D C011 H01E 109.5 . . ?
H01D C011 H01F 109.5 . . ?
H01E C011 H01F 109.5 . . ?
H01A C012 H01B 109.5 . . ?
H01A C012 H01C 109.5 . . ?
H01B C012 H01C 109.5 . . ?
C5 C012 H01A 109.5 . . ?
C5 C012 H01B 109.5 . . ?
C5 C012 H01C 109.5 . . ?
C00F N013 C00C 130.5(11) . . ?
C00F N013 N00I 110.2(12) . . ?
N00I N013 C00C 119.3(12) . . ?
C00K C014 N007 119.8(12) . . ?
C00K C014 C00O 123.3(13) . . ?
C00O C014 N007 116.8(12) . . ?
C00F C015 C008 128.0(13) . . ?
N00M C015 C008 121.7(13) . . ?
N00M C015 C00F 110.3(13) . . ?
O004 C6 C00T 126.6(14) . . ?
O004 C6 C00Y 113.8(15) . . ?
C00T C6 C00Y 119.7(15) . . ?
C00L C3 C00A 179.2(15) . . ?
C006 C4 C00R 121.7(14) . . ?
C00E C4 C006 118.9(13) . . ?
C00E C4 C00R 119.2(13) . . ?
C00J C5 C012 120.3(15) . . ?
C00X C5 C00J 117.5(17) . . ?
C00X C5 C012 122.1(16) . . ?
C005 C1 H1 120.0 . . ?
C00J C1 C005 119.9(14) . . ?
C00J C1 H1 120.0 . . ?

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
I002 C00F N013 C00C 0.1(19) . . . . ?
I002 C00F N013 N00I -176.1(9) . . . . ?
I002 C00F C015 C008 -5(2) . . . . ?
I002 C00F C015 N00M 176.8(9) . . . . ?
N007 N009 N00D C00A 1.3(17) . . . . ?
N009 N007 C00Q I001 177.1(9) . . . . ?
N009 N007 C00Q C00A -0.6(14) . . . . ?
N009 N007 C014 C00K 110.1(15) . . . . ?
N009 N007 C014 C00O -68.3(16) . . . . ?
C00B C00G C00Z C00C 0(2) . . . . ?
C00B C00N C00W C00C -2(2) . . . . ?
N00D C00A C00Q I001 -176.3(9) . . . . ?
N00D C00A C00Q N007 1.3(14) . . . . ?
C00G C00B C00N C00W 2(2) . . . . ?
C00G C00B O00V C011 -174.9(12) . . . . ?
C00H C003 C00U C006 0(2) . . . . ?
C00H C00E C4 C006 -1.5(19) . . . . ?
C00H C00E C4 C00R -177.9(12) . . . . ?
N00I N00M C015 C008 179.6(13) . . . . ?
N00I N00M C015 C00F -1.7(18) . . . . ?
C00K C00T C6 O004 177.9(13) . . . . ?
C00K C00T C6 C00Y -1(2) . . . . ?
C00L C005 C010 C00X 179.9(13) . . . . ?
C00L C005 C1 C00J 179.8(12) . . . . ?
N00M N00I N013 C00C -177.7(12) . . . . ?
N00M N00I N013 C00F -1.0(15) . . . . ?
C00N C00B C00G C00Z -1(2) . . . . ?
C00N C00B O00V C011 6(2) . . . . ?
C00O C00Y C6 O004 -178.1(12) . . . . ?
C00O C00Y C6 C00T 1(2) . . . . ?
C00P C003 C00H C00E -179.0(13) . . . . ?
C00P C003 C00U C006 179.4(13) . . . . ?
C00Q N007 N009 N00D -0.4(16) . . . . ?
C00Q N007 C014 C00K -71.5(17) . . . . ?
C00Q N007 C014 C00O 110.0(15) . . . . ?
C00Q C00A N00D N009 -1.6(16) . . . . ?
C00S O004 C6 C00T -4(2) . . . . ?
C00S O004 C6 C00Y 174.7(11) . . . . ?
C00T C00K C014 N007 -178.2(11) . . . . ?
C00T C00K C014 C00O 0(2) . . . . ?
C00U C003 C00H C00E 1(2) . . . . ?
C00U C006 C4 C00E 2.0(19) . . . . ?
C00U C006 C4 C00R 178.3(12) . . . . ?
O00V C00B C00G C00Z -179.7(12) . . . . ?
O00V C00B C00N C00W -179.4(13) . . . . ?
C00W C00C C00Z C00G 0(2) . . . . ?
C00W C00C N013 C00F 73.5(19) . . . . ?
C00W C00C N013 N00I -110.6(14) . . . . ?
C00Y C00O C014 N007 178.1(10) . . . . ?
C00Y C00O C014 C00K 0(2) . . . . ?
C00Z C00C C00W C00N 1(2) . . . . ?
C00Z C00C N013 C00F -109.3(16) . . . . ?
C00Z C00C N013 N00I 66.6(17) . . . . ?
C010 C005 C1 C00J 1.4(19) . . . . ?
C010 C00X C5 C00J 0(2) . . . . ?
C010 C00X C5 C012 178.3(14) . . . . ?
N013 C00C C00W C00N 178.2(12) . . . . ?
N013 C00C C00Z C00G -177.1(11) . . . . ?
N013 C00F C015 C008 179.7(14) . . . . ?
N013 C00F C015 N00M 1.1(16) . . . . ?
N013 N00I N00M C015 1.6(16) . . . . ?
C014 N007 N009 N00D 178.2(12) . . . . ?
C014 N007 C00Q I001 -1.3(19) . . . . ?
C014 N007 C00Q C00A -179.1(12) . . . . ?
C014 C00K C00T C6 1(2) . . . . ?
C014 C00O C00Y C6 -0.3(19) . . . . ?
C015 C00F N013 C00C 176.2(13) . . . . ?
C015 C00F N013 N00I -0.1(14) . . . . ?
C3 C00A N00D N009 179.7(13) . . . . ?
C3 C00A C00Q I001 2(2) . . . . ?
C3 C00A C00Q N007 179.9(14) . . . . ?
C4 C006 C00U C003 -1(2) . . . . ?
C4 C00E C00H C003 0(2) . . . . ?
C5 C00J C1 C005 0(2) . . . . ?
C5 C00X C010 C005 1(2) . . . . ?
C1 C005 C010 C00X -1.7(19) . . . . ?
C1 C00J C5 C00X -0.6(19) . . . . ?
C1 C00J C5 C012 -178.6(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 6.266
_oxdiff_exptl_absorpt_empirical_full_min 0.347
# start Validation Reply Form
_vrf_PLAT342_16409_gai-875       
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.02003 Ang.  
RESPONSE: It can by low quality of the single crystal.
;
####################################################################### 
# 
# 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_15397_dna_120fl
_database_code_depnum_ccdc_archive 'CCDC 2240449'
loop_
_audit_author_name
_audit_author_address
'Mariya Kryukova'
;SPbSU
Russia
;
_audit_update_record             
;
2023-02-07 deposited with the CCDC.	2024-01-29 downloaded from the CCDC.
;
_audit_creation_date             2023-02-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C54 H45 Cu I P3, C2 H3 N'
_chemical_formula_sum            'C56 H48 Cu I N P3'
_chemical_formula_weight         1018.30
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C54 H45 Cu2 I2 P3'
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'
Cu Cu 0.3201 1.2651 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   18.5498(2)
_cell_length_b                   20.2300(2)
_cell_length_c                   12.7711(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4792.52(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    21072
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      34.5460
_cell_measurement_theta_min      2.7960
_shelx_estimated_absorpt_T_max   0.827
_shelx_estimated_absorpt_T_min   0.772
_exptl_absorpt_coefficient_mu    1.238
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96457
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2072
_exptl_crystal_preparation       plate
_exptl_crystal_recrystallization_method plate
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            44915
_diffrn_reflns_point_group_measured_fraction_full 0.931
_diffrn_reflns_point_group_measured_fraction_max 0.835
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         34.888
_diffrn_reflns_theta_min         2.714
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean 16.2096
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -52.00   27.00   1.0000   52.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.2658   57.0000  120.0000 79

#__ type_ start__ end____ width___ exp.time_
  2 omega   -1.00   38.00   1.0000   52.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.2658   57.0000  -30.0000 39

#__ type_ start__ end____ width___ exp.time_
  3 omega  -40.00   37.00   1.0000   52.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.2658   57.0000 -150.0000 77

#__ type_ start__ end____ width___ exp.time_
  4 omega   14.00   39.00   1.0000   52.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.2658   77.0000    0.0000 25

#__ type_ start__ end____ width___ exp.time_
  5 omega   40.00   67.00   1.0000   52.0000
omega____ theta____ kappa____ phi______ frames
    -       32.3596   77.0000   90.0000 27

#__ type_ start__ end____ width___ exp.time_
  6 omega   33.00   90.00   1.0000   52.0000
omega____ theta____ kappa____ phi______ frames
    -       32.3596   77.0000  -90.0000 57

#__ type_ start__ end____ width___ exp.time_
  7 omega    4.00   33.00   1.0000   52.0000
omega____ theta____ kappa____ phi______ frames
    -       32.3596   77.0000   90.0000 29
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0193276000
_diffrn_orient_matrix_UB_12      0.0224081000
_diffrn_orient_matrix_UB_13      -0.0322194000
_diffrn_orient_matrix_UB_21      -0.0226684000
_diffrn_orient_matrix_UB_22      -0.0261302000
_diffrn_orient_matrix_UB_23      -0.0168664000
_diffrn_orient_matrix_UB_31      -0.0239536000
_diffrn_orient_matrix_UB_32      0.0066837000
_diffrn_orient_matrix_UB_33      0.0419916000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.720
_reflns_Friedel_fraction_full    0.856
_reflns_Friedel_fraction_max     0.725
_reflns_number_gt                15831
_reflns_number_total             17488
_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, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.536
_refine_diff_density_min         -0.435
_refine_diff_density_rms         0.072
_refine_ls_abs_structure_details 
;
 Flack x determined using 6058 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.020(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     560
_refine_ls_number_reflns         17488
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0329
_refine_ls_R_factor_gt           0.0262
_refine_ls_restrained_S_all      1.038
_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)+(0.0189P)²+0.7176P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0511
_refine_ls_wR_factor_ref         0.0537
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C44(H44), C3(H3), C36(H36), C2(H2), C20(H20), C27(H27), C38(H38), C10(H10),
 C8(H8), C54(H54), C17(H17), C50(H50), C12(H12), C35(H35), C4(H4), C53(H53),
 C26(H26), C34(H34), C42(H42), C28(H28), C48(H48), C14(H14), C51(H51), C45(H45),
  C24(H24), C30(H30), C9(H9), C52(H52), C11(H11), C46(H46), C29(H29), C18(H18),
 C6(H6), C41(H41), C5(H5), C47(H47), C39(H39), C21(H21), C40(H40), C32(H32),
 C22(H22), C15(H15), C33(H33), C16(H16), C23(H23)
1.b Idealised Me refined as rotating group:
 C2S(H2SA,H2SB,H2SC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.28287(2) 0.26663(2) 0.67963(2) 0.01402(3) Uani 1 1 d . . . . .
Cu1 Cu 0.25918(2) 0.39751(2) 0.68413(3) 0.00984(4) Uani 1 1 d . . . . .
P2 P 0.16321(3) 0.42877(3) 0.79252(5) 0.01131(10) Uani 1 1 d . . . . .
P3 P 0.24074(3) 0.41291(3) 0.50530(5) 0.01057(9) Uani 1 1 d . . . . .
P1 P 0.36556(3) 0.44236(3) 0.75238(4) 0.01047(10) Uani 1 1 d . . . . .
C19 C 0.15170(12) 0.38708(11) 0.91891(19) 0.0141(4) Uani 1 1 d . . . . .
C44 C 0.16257(12) 0.30005(12) 0.44565(19) 0.0160(4) Uani 1 1 d . . . . .
H44 H 0.202021 0.275880 0.473658 0.019 Uiso 1 1 calc R U . . .
C37 C 0.31930(12) 0.38772(12) 0.42750(18) 0.0138(4) Uani 1 1 d . . . . .
C1 C 0.45180(11) 0.39805(10) 0.74172(18) 0.0139(4) Uani 1 1 d . . . . .
C49 C 0.23051(11) 0.49773(11) 0.45813(18) 0.0129(4) Uani 1 1 d . . . . .
C3 C 0.53050(13) 0.32159(12) 0.6514(2) 0.0246(6) Uani 1 1 d . . . . .
H3 H 0.538573 0.291389 0.595678 0.029 Uiso 1 1 calc R U . . .
C36 C 0.06096(11) 0.36658(11) 0.6681(2) 0.0162(4) Uani 1 1 d . . . . .
H36 H 0.100325 0.339797 0.646559 0.019 Uiso 1 1 calc R U . . .
C2 C 0.46304(12) 0.35265(10) 0.6616(2) 0.0190(5) Uani 1 1 d . . . . .
H2 H 0.425275 0.342648 0.613933 0.023 Uiso 1 1 calc R U . . .
C7 C 0.36005(11) 0.45309(11) 0.89451(18) 0.0129(4) Uani 1 1 d . . . . .
C43 C 0.16425(12) 0.36937(11) 0.44566(18) 0.0129(4) Uani 1 1 d . . . . .
C20 C 0.18220(13) 0.32471(12) 0.9328(2) 0.0178(4) Uani 1 1 d . . . . .
H20 H 0.207813 0.304605 0.876771 0.021 Uiso 1 1 calc R U . . .
C25 C 0.16593(11) 0.51635(10) 0.83094(18) 0.0129(4) Uani 1 1 d . . . . .
C27 C 0.20854(13) 0.60238(12) 0.9481(2) 0.0193(5) Uani 1 1 d . . . . .
H27 H 0.232866 0.614916 1.010445 0.023 Uiso 1 1 calc R U . . .
C38 C 0.38213(13) 0.42324(14) 0.4479(2) 0.0235(5) Uani 1 1 d . . . . .
H38 H 0.381181 0.458258 0.497417 0.028 Uiso 1 1 calc R U . . .
C10 C 0.35113(13) 0.45794(14) 1.1133(2) 0.0219(5) Uani 1 1 d . . . . .
H10 H 0.348218 0.459505 1.187514 0.026 Uiso 1 1 calc R U . . .
C8 C 0.34076(12) 0.39729(12) 0.9522(2) 0.0167(5) Uani 1 1 d . . . . .
H8 H 0.330713 0.357053 0.916762 0.020 Uiso 1 1 calc R U . . .
C54 C 0.21894(13) 0.54720(11) 0.5306(2) 0.0189(5) Uani 1 1 d . . . . .
H54 H 0.215427 0.536255 0.602774 0.023 Uiso 1 1 calc R U . . .
C17 C 0.35627(10) 0.63947(10) 0.6780(3) 0.0180(4) Uani 1 1 d . . . . .
H17 H 0.324675 0.675366 0.691903 0.022 Uiso 1 1 calc R U . . .
C50 C 0.23643(13) 0.51441(12) 0.3521(2) 0.0191(4) Uani 1 1 d . . . . .
H50 H 0.244173 0.480848 0.301267 0.023 Uiso 1 1 calc R U . . .
C13 C 0.38914(11) 0.52442(10) 0.70298(16) 0.0127(4) Uani 1 1 d . . . . .
C12 C 0.37506(11) 0.51184(11) 0.94836(19) 0.0154(4) Uani 1 1 d . . . . .
H12 H 0.388375 0.550351 0.910438 0.019 Uiso 1 1 calc R U . . .
C35 C -0.00813(13) 0.35387(13) 0.6295(2) 0.0215(5) Uani 1 1 d . . . . .
H35 H -0.015697 0.318245 0.582271 0.026 Uiso 1 1 calc R U . . .
C31 C 0.07234(11) 0.41820(11) 0.73792(18) 0.0137(4) Uani 1 1 d . . . . .
C4 C 0.58520(13) 0.33474(13) 0.7221(2) 0.0274(6) Uani 1 1 d . . . . .
H4 H 0.630430 0.313126 0.715332 0.033 Uiso 1 1 calc R U . . .
C53 C 0.21228(14) 0.61343(12) 0.4994(3) 0.0268(6) Uani 1 1 d . . . . .
H53 H 0.203599 0.647009 0.549823 0.032 Uiso 1 1 calc R U . . .
C26 C 0.20195(11) 0.53565(11) 0.92226(19) 0.0155(4) Uani 1 1 d . . . . .
H26 H 0.222095 0.503025 0.967047 0.019 Uiso 1 1 calc R U . . .
C34 C -0.06552(12) 0.39305(12) 0.6598(2) 0.0240(6) Uani 1 1 d . . . . .
H34 H -0.112379 0.384595 0.632962 0.029 Uiso 1 1 calc R U . . .
C42 C 0.32058(14) 0.33813(11) 0.3526(2) 0.0199(5) Uani 1 1 d . . . . .
H42 H 0.277791 0.314444 0.336355 0.024 Uiso 1 1 calc R U . . .
C28 C 0.17968(13) 0.65054(12) 0.8830(2) 0.0229(5) Uani 1 1 d . . . . .
H28 H 0.183877 0.695932 0.901058 0.028 Uiso 1 1 calc R U . . .
C48 C 0.10485(12) 0.40380(12) 0.4075(2) 0.0164(4) Uani 1 1 d . . . . .
H48 H 0.104845 0.450753 0.408275 0.020 Uiso 1 1 calc R U . . .
C14 C 0.45009(11) 0.53508(11) 0.64136(18) 0.0148(4) Uani 1 1 d . . . . .
H14 H 0.482864 0.499789 0.629418 0.018 Uiso 1 1 calc R U . . .
C51 C 0.23096(13) 0.58028(13) 0.3211(2) 0.0234(5) Uani 1 1 d . . . . .
H51 H 0.235818 0.591668 0.249230 0.028 Uiso 1 1 calc R U . . .
C45 C 0.10325(14) 0.26640(12) 0.4047(2) 0.0198(5) Uani 1 1 d . . . . .
H45 H 0.102958 0.219442 0.403680 0.024 Uiso 1 1 calc R U . . .
C24 C 0.11163(14) 0.41451(12) 1.0005(2) 0.0225(5) Uani 1 1 d . . . . .
H24 H 0.088752 0.456111 0.991224 0.027 Uiso 1 1 calc R U . . .
C30 C 0.13748(11) 0.56556(11) 0.7660(2) 0.0167(4) Uani 1 1 d . . . . .
H30 H 0.112909 0.553331 0.703667 0.020 Uiso 1 1 calc R U . . .
C9 C 0.33599(13) 0.39959(13) 1.0606(2) 0.0214(5) Uani 1 1 d . . . . .
H9 H 0.322367 0.361238 1.098661 0.026 Uiso 1 1 calc R U . . .
C52 C 0.21843(14) 0.62927(14) 0.3950(2) 0.0265(6) Uani 1 1 d . . . . .
H52 H 0.214075 0.674021 0.373329 0.032 Uiso 1 1 calc R U . . .
C11 C 0.37056(12) 0.51411(13) 1.0573(2) 0.0199(5) Uani 1 1 d . . . . .
H11 H 0.380785 0.554118 1.093271 0.024 Uiso 1 1 calc R U . . .
C46 C 0.04467(13) 0.30119(13) 0.3655(2) 0.0230(5) Uani 1 1 d . . . . .
H46 H 0.004512 0.278205 0.337117 0.028 Uiso 1 1 calc R U . . .
C29 C 0.14462(13) 0.63219(12) 0.7913(2) 0.0216(5) Uani 1 1 d . . . . .
H29 H 0.125562 0.665063 0.745973 0.026 Uiso 1 1 calc R U . . .
C18 C 0.34197(11) 0.57776(11) 0.72038(19) 0.0152(4) Uani 1 1 d . . . . .
H18 H 0.299900 0.571424 0.761591 0.018 Uiso 1 1 calc R U . . .
C6 C 0.50800(12) 0.41107(13) 0.8120(2) 0.0195(5) Uani 1 1 d . . . . .
H6 H 0.500844 0.442038 0.866952 0.023 Uiso 1 1 calc R U . . .
C41 C 0.38515(16) 0.32303(13) 0.3008(2) 0.0267(6) Uani 1 1 d . . . . .
H41 H 0.386059 0.288963 0.249668 0.032 Uiso 1 1 calc R U . . .
C5 C 0.57409(13) 0.37926(14) 0.8025(2) 0.0260(6) Uani 1 1 d . . . . .
H5 H 0.611572 0.388148 0.851144 0.031 Uiso 1 1 calc R U . . .
C47 C 0.04516(13) 0.36970(13) 0.3681(2) 0.0220(5) Uani 1 1 d . . . . .
H47 H 0.004670 0.393650 0.342870 0.026 Uiso 1 1 calc R U . . .
C39 C 0.44592(14) 0.40818(16) 0.3969(3) 0.0319(6) Uani 1 1 d . . . . .
H39 H 0.488480 0.432539 0.411837 0.038 Uiso 1 1 calc R U . . .
C21 C 0.17551(15) 0.29165(13) 1.0276(2) 0.0248(5) Uani 1 1 d . . . . .
H21 H 0.196839 0.249311 1.036421 0.030 Uiso 1 1 calc R U . . .
C40 C 0.44751(14) 0.35747(15) 0.3239(2) 0.0297(6) Uani 1 1 d . . . . .
H40 H 0.491402 0.346398 0.289840 0.036 Uiso 1 1 calc R U . . .
C32 C 0.01380(12) 0.45689(12) 0.7693(2) 0.0220(5) Uani 1 1 d . . . . .
H32 H 0.020764 0.491743 0.818160 0.026 Uiso 1 1 calc R U . . .
N1S N 0.4211(2) 0.23258(15) 0.0757(3) 0.0551(9) Uani 1 1 d . . . . .
C22 C 0.13779(16) 0.32036(14) 1.1094(2) 0.0287(6) Uani 1 1 d . . . . .
H22 H 0.134384 0.298398 1.174989 0.034 Uiso 1 1 calc R U . . .
C15 C 0.46356(12) 0.59676(12) 0.5971(2) 0.0181(4) Uani 1 1 d . . . . .
H15 H 0.504953 0.603013 0.554411 0.022 Uiso 1 1 calc R U . . .
C33 C -0.05472(13) 0.44452(13) 0.7293(2) 0.0276(6) Uani 1 1 d . . . . .
H33 H -0.094169 0.471540 0.749740 0.033 Uiso 1 1 calc R U . . .
C1S C 0.44243(17) 0.22801(14) -0.0072(3) 0.0316(6) Uani 1 1 d . . . . .
C16 C 0.41683(12) 0.64915(12) 0.6150(2) 0.0190(5) Uani 1 1 d . . . . .
H16 H 0.425984 0.691191 0.584632 0.023 Uiso 1 1 calc R U . . .
C2S C 0.46908(18) 0.22140(17) -0.1140(3) 0.0365(7) Uani 1 1 d . . . . .
H2SA H 0.428419 0.222756 -0.162913 0.055 Uiso 1 1 calc R U . . .
H2SB H 0.494488 0.179181 -0.121332 0.055 Uiso 1 1 calc R U . . .
H2SC H 0.502256 0.257800 -0.129464 0.055 Uiso 1 1 calc R U . . .
C23 C 0.10499(16) 0.38136(13) 1.0952(2) 0.0285(6) Uani 1 1 d . . . . .
H23 H 0.077867 0.400524 1.150505 0.034 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Cu1 2.6846(2) . ?
Cu1 P2 2.3420(6) . ?
Cu1 P3 2.3303(7) . ?
Cu1 P1 2.3403(6) . ?
P2 C19 1.834(2) . ?
P2 C25 1.839(2) . ?
P2 C31 1.837(2) . ?
P3 C37 1.836(2) . ?
P3 C49 1.829(2) . ?
P3 C43 1.835(2) . ?
P1 C1 1.839(2) . ?
P1 C7 1.831(2) . ?
P1 C13 1.829(2) . ?
C19 C20 1.394(3) . ?
C19 C24 1.395(3) . ?
C44 H44 0.9500 . ?
C44 C43 1.403(3) . ?
C44 C45 1.396(3) . ?
C37 C38 1.394(3) . ?
C37 C42 1.386(3) . ?
C1 C2 1.391(3) . ?
C1 C6 1.401(3) . ?
C49 C54 1.380(3) . ?
C49 C50 1.400(3) . ?
C3 H3 0.9500 . ?
C3 C2 1.406(3) . ?
C3 C4 1.384(4) . ?
C36 H36 0.9500 . ?
C36 C35 1.397(3) . ?
C36 C31 1.389(3) . ?
C2 H2 0.9500 . ?
C7 C8 1.395(3) . ?
C7 C12 1.401(3) . ?
C43 C48 1.392(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.390(4) . ?
C25 C26 1.400(3) . ?
C25 C30 1.399(3) . ?
C27 H27 0.9500 . ?
C27 C26 1.395(3) . ?
C27 C28 1.388(4) . ?
C38 H38 0.9500 . ?
C38 C39 1.385(4) . ?
C10 H10 0.9500 . ?
C10 C9 1.388(4) . ?
C10 C11 1.390(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.387(4) . ?
C54 H54 0.9500 . ?
C54 C53 1.403(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.386(3) . ?
C17 C16 1.396(3) . ?
C50 H50 0.9500 . ?
C50 C51 1.394(3) . ?
C13 C14 1.394(3) . ?
C13 C18 1.407(3) . ?
C12 H12 0.9500 . ?
C12 C11 1.394(3) . ?
C35 H35 0.9500 . ?
C35 C34 1.383(3) . ?
C31 C32 1.397(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.381(4) . ?
C53 H53 0.9500 . ?
C53 C52 1.376(4) . ?
C26 H26 0.9500 . ?
C34 H34 0.9500 . ?
C34 C33 1.382(4) . ?
C42 H42 0.9500 . ?
C42 C41 1.402(4) . ?
C28 H28 0.9500 . ?
C28 C29 1.390(4) . ?
C48 H48 0.9500 . ?
C48 C47 1.398(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.392(3) . ?
C51 H51 0.9500 . ?
C51 C52 1.388(4) . ?
C45 H45 0.9500 . ?
C45 C46 1.388(4) . ?
C24 H24 0.9500 . ?
C24 C23 1.388(4) . ?
C30 H30 0.9500 . ?
C30 C29 1.392(3) . ?
C9 H9 0.9500 . ?
C52 H52 0.9500 . ?
C11 H11 0.9500 . ?
C46 H46 0.9500 . ?
C46 C47 1.387(4) . ?
C29 H29 0.9500 . ?
C18 H18 0.9500 . ?
C6 H6 0.9500 . ?
C6 C5 1.390(3) . ?
C41 H41 0.9500 . ?
C41 C40 1.382(4) . ?
C5 H5 0.9500 . ?
C47 H47 0.9500 . ?
C39 H39 0.9500 . ?
C39 C40 1.386(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.385(4) . ?
C40 H40 0.9500 . ?
C32 H32 0.9500 . ?
C32 C33 1.393(3) . ?
N1S C1S 1.134(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.388(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.388(3) . ?
C33 H33 0.9500 . ?
C1S C2S 1.456(4) . ?
C16 H16 0.9500 . ?
C2S H2SA 0.9800 . ?
C2S H2SB 0.9800 . ?
C2S H2SC 0.9800 . ?
C23 H23 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
P2 Cu1 I1 113.793(17) . . ?
P3 Cu1 I1 97.753(17) . . ?
P3 Cu1 P2 115.57(2) . . ?
P3 Cu1 P1 115.91(2) . . ?
P1 Cu1 I1 104.616(16) . . ?
P1 Cu1 P2 108.43(2) . . ?
C19 P2 Cu1 118.99(8) . . ?
C19 P2 C25 102.20(11) . . ?
C19 P2 C31 100.01(10) . . ?
C25 P2 Cu1 113.39(7) . . ?
C31 P2 Cu1 116.22(8) . . ?
C31 P2 C25 103.80(10) . . ?
C37 P3 Cu1 112.13(8) . . ?
C49 P3 Cu1 117.62(8) . . ?
C49 P3 C37 99.47(10) . . ?
C49 P3 C43 103.49(10) . . ?
C43 P3 Cu1 117.13(8) . . ?
C43 P3 C37 104.82(11) . . ?
C1 P1 Cu1 121.13(7) . . ?
C7 P1 Cu1 111.60(7) . . ?
C7 P1 C1 100.36(10) . . ?
C13 P1 Cu1 115.16(7) . . ?
C13 P1 C1 102.06(10) . . ?
C13 P1 C7 104.34(10) . . ?
C20 C19 P2 118.73(18) . . ?
C20 C19 C24 118.8(2) . . ?
C24 C19 P2 122.46(18) . . ?
C43 C44 H44 119.8 . . ?
C45 C44 H44 119.8 . . ?
C45 C44 C43 120.3(2) . . ?
C38 C37 P3 114.81(19) . . ?
C42 C37 P3 126.01(18) . . ?
C42 C37 C38 119.2(2) . . ?
C2 C1 P1 120.46(17) . . ?
C2 C1 C6 118.9(2) . . ?
C6 C1 P1 120.56(17) . . ?
C54 C49 P3 118.40(18) . . ?
C54 C49 C50 119.1(2) . . ?
C50 C49 P3 122.46(18) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C4 C3 C2 120.4(2) . . ?
C35 C36 H36 119.9 . . ?
C31 C36 H36 119.9 . . ?
C31 C36 C35 120.3(2) . . ?
C1 C2 C3 119.8(2) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
C8 C7 P1 116.25(17) . . ?
C8 C7 C12 118.6(2) . . ?
C12 C7 P1 125.18(17) . . ?
C44 C43 P3 119.79(17) . . ?
C48 C43 P3 121.15(18) . . ?
C48 C43 C44 118.9(2) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.7(2) . . ?
C21 C20 H20 119.7 . . ?
C26 C25 P2 120.28(17) . . ?
C30 C25 P2 121.12(18) . . ?
C30 C25 C26 118.4(2) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
C28 C27 C26 120.3(2) . . ?
C37 C38 H38 119.6 . . ?
C39 C38 C37 120.9(3) . . ?
C39 C38 H38 119.6 . . ?
C9 C10 H10 120.1 . . ?
C9 C10 C11 119.9(2) . . ?
C11 C10 H10 120.1 . . ?
C7 C8 H8 119.5 . . ?
C9 C8 C7 121.1(2) . . ?
C9 C8 H8 119.5 . . ?
C49 C54 H54 119.5 . . ?
C49 C54 C53 121.0(3) . . ?
C53 C54 H54 119.5 . . ?
C18 C17 H17 119.8 . . ?
C18 C17 C16 120.37(19) . . ?
C16 C17 H17 119.8 . . ?
C49 C50 H50 120.0 . . ?
C51 C50 C49 120.0(2) . . ?
C51 C50 H50 120.0 . . ?
C14 C13 P1 121.93(16) . . ?
C14 C13 C18 118.36(19) . . ?
C18 C13 P1 119.53(16) . . ?
C7 C12 H12 119.8 . . ?
C11 C12 C7 120.4(2) . . ?
C11 C12 H12 119.8 . . ?
C36 C35 H35 119.9 . . ?
C34 C35 C36 120.1(2) . . ?
C34 C35 H35 119.9 . . ?
C36 C31 P2 118.07(16) . . ?
C36 C31 C32 119.2(2) . . ?
C32 C31 P2 122.61(18) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0(2) . . ?
C5 C4 H4 120.0 . . ?
C54 C53 H53 120.3 . . ?
C52 C53 C54 119.4(3) . . ?
C52 C53 H53 120.3 . . ?
C25 C26 H26 119.7 . . ?
C27 C26 C25 120.6(2) . . ?
C27 C26 H26 119.7 . . ?
C35 C34 H34 120.0 . . ?
C33 C34 C35 120.0(2) . . ?
C33 C34 H34 120.0 . . ?
C37 C42 H42 120.1 . . ?
C37 C42 C41 119.8(2) . . ?
C41 C42 H42 120.1 . . ?
C27 C28 H28 120.1 . . ?
C27 C28 C29 119.8(2) . . ?
C29 C28 H28 120.1 . . ?
C43 C48 H48 119.8 . . ?
C43 C48 C47 120.4(2) . . ?
C47 C48 H48 119.8 . . ?
C13 C14 H14 119.6 . . ?
C15 C14 C13 120.9(2) . . ?
C15 C14 H14 119.6 . . ?
C50 C51 H51 120.0 . . ?
C52 C51 C50 120.1(2) . . ?
C52 C51 H51 120.0 . . ?
C44 C45 H45 119.8 . . ?
C46 C45 C44 120.3(2) . . ?
C46 C45 H45 119.8 . . ?
C19 C24 H24 119.8 . . ?
C23 C24 C19 120.4(2) . . ?
C23 C24 H24 119.8 . . ?
C25 C30 H30 119.5 . . ?
C29 C30 C25 121.0(2) . . ?
C29 C30 H30 119.5 . . ?
C10 C9 H9 120.0 . . ?
C8 C9 C10 120.0(2) . . ?
C8 C9 H9 120.0 . . ?
C53 C52 C51 120.4(2) . . ?
C53 C52 H52 119.8 . . ?
C51 C52 H52 119.8 . . ?
C10 C11 C12 120.1(2) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C45 C46 H46 120.2 . . ?
C47 C46 C45 119.5(2) . . ?
C47 C46 H46 120.2 . . ?
C28 C29 C30 119.9(2) . . ?
C28 C29 H29 120.0 . . ?
C30 C29 H29 120.0 . . ?
C17 C18 C13 120.7(2) . . ?
C17 C18 H18 119.7 . . ?
C13 C18 H18 119.7 . . ?
C1 C6 H6 119.6 . . ?
C5 C6 C1 120.9(2) . . ?
C5 C6 H6 119.6 . . ?
C42 C41 H41 119.8 . . ?
C40 C41 C42 120.3(3) . . ?
C40 C41 H41 119.8 . . ?
C4 C5 C6 119.9(3) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C48 C47 H47 119.8 . . ?
C46 C47 C48 120.5(2) . . ?
C46 C47 H47 119.8 . . ?
C38 C39 H39 120.1 . . ?
C38 C39 C40 119.8(3) . . ?
C40 C39 H39 120.1 . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 120.1(2) . . ?
C22 C21 H21 120.0 . . ?
C41 C40 C39 119.9(2) . . ?
C41 C40 H40 120.0 . . ?
C39 C40 H40 120.0 . . ?
C31 C32 H32 119.9 . . ?
C33 C32 C31 120.2(2) . . ?
C33 C32 H32 119.9 . . ?
C21 C22 H22 120.1 . . ?
C21 C22 C23 119.7(2) . . ?
C23 C22 H22 120.1 . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.3(2) . . ?
C16 C15 H15 119.8 . . ?
C34 C33 C32 120.2(2) . . ?
C34 C33 H33 119.9 . . ?
C32 C33 H33 119.9 . . ?
N1S C1S C2S 179.2(4) . . ?
C17 C16 H16 120.3 . . ?
C15 C16 C17 119.4(2) . . ?
C15 C16 H16 120.3 . . ?
C1S C2S H2SA 109.5 . . ?
C1S C2S H2SB 109.5 . . ?
C1S C2S H2SC 109.5 . . ?
H2SA C2S H2SB 109.5 . . ?
H2SA C2S H2SC 109.5 . . ?
H2SB C2S H2SC 109.5 . . ?
C24 C23 H23 119.8 . . ?
C22 C23 C24 120.3(2) . . ?
C22 C23 H23 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
Cu1 P2 C19 C20 -22.1(2) . . . . ?
Cu1 P2 C19 C24 160.05(18) . . . . ?
Cu1 P2 C25 C26 -90.34(17) . . . . ?
Cu1 P2 C25 C30 84.40(17) . . . . ?
Cu1 P2 C31 C36 31.5(2) . . . . ?
Cu1 P2 C31 C32 -153.03(18) . . . . ?
Cu1 P3 C37 C38 -62.0(2) . . . . ?
Cu1 P3 C37 C42 118.3(2) . . . . ?
Cu1 P3 C49 C54 -13.4(2) . . . . ?
Cu1 P3 C49 C50 164.37(16) . . . . ?
Cu1 P3 C43 C44 -62.5(2) . . . . ?
Cu1 P3 C43 C48 112.41(19) . . . . ?
Cu1 P1 C1 C2 25.5(2) . . . . ?
Cu1 P1 C1 C6 -156.56(16) . . . . ?
Cu1 P1 C7 C8 53.49(18) . . . . ?
Cu1 P1 C7 C12 -127.93(17) . . . . ?
Cu1 P1 C13 C14 -113.69(17) . . . . ?
Cu1 P1 C13 C18 61.34(19) . . . . ?
P2 C19 C20 C21 179.3(2) . . . . ?
P2 C19 C24 C23 -179.4(2) . . . . ?
P2 C25 C26 C27 175.53(17) . . . . ?
P2 C25 C30 C29 -174.90(18) . . . . ?
P2 C31 C32 C33 -176.7(2) . . . . ?
P3 C37 C38 C39 178.2(2) . . . . ?
P3 C37 C42 C41 -178.38(19) . . . . ?
P3 C49 C54 C53 178.57(19) . . . . ?
P3 C49 C50 C51 -177.46(18) . . . . ?
P3 C43 C48 C47 -176.1(2) . . . . ?
P1 C1 C2 C3 176.86(18) . . . . ?
P1 C1 C6 C5 -178.0(2) . . . . ?
P1 C7 C8 C9 179.05(19) . . . . ?
P1 C7 C12 C11 -178.67(17) . . . . ?
P1 C13 C14 C15 174.35(18) . . . . ?
P1 C13 C18 C17 -175.8(2) . . . . ?
C19 P2 C25 C26 38.98(19) . . . . ?
C19 P2 C25 C30 -146.28(18) . . . . ?
C19 P2 C31 C36 -97.9(2) . . . . ?
C19 P2 C31 C32 77.5(2) . . . . ?
C19 C20 C21 C22 0.5(4) . . . . ?
C19 C24 C23 C22 -0.4(4) . . . . ?
C44 C43 C48 C47 -1.2(4) . . . . ?
C44 C45 C46 C47 -0.6(4) . . . . ?
C37 P3 C49 C54 -134.63(18) . . . . ?
C37 P3 C49 C50 43.1(2) . . . . ?
C37 P3 C43 C44 62.5(2) . . . . ?
C37 P3 C43 C48 -122.6(2) . . . . ?
C37 C38 C39 C40 0.5(4) . . . . ?
C37 C42 C41 C40 -0.2(4) . . . . ?
C1 P1 C7 C8 -76.12(18) . . . . ?
C1 P1 C7 C12 102.46(19) . . . . ?
C1 P1 C13 C14 19.5(2) . . . . ?
C1 P1 C13 C18 -165.48(18) . . . . ?
C1 C6 C5 C4 0.7(4) . . . . ?
C49 P3 C37 C38 63.1(2) . . . . ?
C49 P3 C37 C42 -116.6(2) . . . . ?
C49 P3 C43 C44 166.33(19) . . . . ?
C49 P3 C43 C48 -18.8(2) . . . . ?
C49 C54 C53 C52 -0.9(4) . . . . ?
C49 C50 C51 C52 -1.1(4) . . . . ?
C3 C4 C5 C6 -0.3(4) . . . . ?
C36 C35 C34 C33 -0.6(4) . . . . ?
C36 C31 C32 C33 -1.3(4) . . . . ?
C2 C1 C6 C5 -0.1(4) . . . . ?
C2 C3 C4 C5 -0.9(4) . . . . ?
C7 P1 C1 C2 148.75(18) . . . . ?
C7 P1 C1 C6 -33.4(2) . . . . ?
C7 P1 C13 C14 123.63(18) . . . . ?
C7 P1 C13 C18 -61.34(19) . . . . ?
C7 C8 C9 C10 -0.5(4) . . . . ?
C7 C12 C11 C10 0.0(3) . . . . ?
C43 P3 C37 C38 169.92(19) . . . . ?
C43 P3 C37 C42 -9.8(2) . . . . ?
C43 P3 C49 C54 117.51(18) . . . . ?
C43 P3 C49 C50 -64.7(2) . . . . ?
C43 C44 C45 C46 -1.3(4) . . . . ?
C43 C48 C47 C46 -0.6(4) . . . . ?
C20 C19 C24 C23 2.7(4) . . . . ?
C20 C21 C22 C23 1.9(4) . . . . ?
C25 P2 C19 C20 -147.81(19) . . . . ?
C25 P2 C19 C24 34.3(2) . . . . ?
C25 P2 C31 C36 156.76(18) . . . . ?
C25 P2 C31 C32 -27.8(2) . . . . ?
C25 C30 C29 C28 -0.8(3) . . . . ?
C27 C28 C29 C30 1.1(4) . . . . ?
C38 C37 C42 C41 1.9(4) . . . . ?
C38 C39 C40 C41 1.3(4) . . . . ?
C8 C7 C12 C11 -0.1(3) . . . . ?
C54 C49 C50 C51 0.3(3) . . . . ?
C54 C53 C52 C51 0.1(4) . . . . ?
C50 C49 C54 C53 0.7(3) . . . . ?
C50 C51 C52 C53 0.9(4) . . . . ?
C13 P1 C1 C2 -104.00(19) . . . . ?
C13 P1 C1 C6 73.9(2) . . . . ?
C13 P1 C7 C8 178.46(16) . . . . ?
C13 P1 C7 C12 -3.0(2) . . . . ?
C13 C14 C15 C16 1.0(4) . . . . ?
C12 C7 C8 C9 0.4(3) . . . . ?
C35 C36 C31 P2 175.96(19) . . . . ?
C35 C36 C31 C32 0.4(4) . . . . ?
C35 C34 C33 C32 -0.3(4) . . . . ?
C31 P2 C19 C20 105.6(2) . . . . ?
C31 P2 C19 C24 -72.3(2) . . . . ?
C31 P2 C25 C26 142.64(18) . . . . ?
C31 P2 C25 C30 -42.61(19) . . . . ?
C31 C36 C35 C34 0.6(4) . . . . ?
C31 C32 C33 C34 1.3(4) . . . . ?
C4 C3 C2 C1 1.5(4) . . . . ?
C26 C25 C30 C29 -0.1(3) . . . . ?
C26 C27 C28 C29 -0.5(4) . . . . ?
C42 C37 C38 C39 -2.1(4) . . . . ?
C42 C41 C40 C39 -1.4(4) . . . . ?
C28 C27 C26 C25 -0.3(3) . . . . ?
C14 C13 C18 C17 -0.6(3) . . . . ?
C14 C15 C16 C17 0.1(4) . . . . ?
C45 C44 C43 P3 177.16(18) . . . . ?
C45 C44 C43 C48 2.2(4) . . . . ?
C45 C46 C47 C48 1.5(4) . . . . ?
C24 C19 C20 C21 -2.8(4) . . . . ?
C30 C25 C26 C27 0.6(3) . . . . ?
C9 C10 C11 C12 -0.2(3) . . . . ?
C11 C10 C9 C8 0.4(4) . . . . ?
C18 C17 C16 C15 -1.5(4) . . . . ?
C18 C13 C14 C15 -0.7(3) . . . . ?
C6 C1 C2 C3 -1.1(3) . . . . ?
C21 C22 C23 C24 -1.9(5) . . . . ?
C16 C17 C18 C13 1.7(4) . . . . ?

_olex2_date_sample_data_collection 2020-01-30
_olex2_exptl_crystal_mounting_method plate
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_15015_kmd005
_database_code_depnum_ccdc_archive 'CCDC 2240448'
loop_
_audit_author_name
_audit_author_address
'Mariya Kryukova'
;SPbSU
Russia
;
_audit_update_record             
;
2023-02-07 deposited with the CCDC.	2024-01-29 downloaded from the CCDC.
;
_audit_creation_date             2023-02-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C54 H44.956 Cu I P3'
_chemical_formula_sum            'C54 H44.96 Cu I P3'
_chemical_formula_weight         977.20
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C54 H45 Cu1 I1 P3'
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'
Cu Cu -1.9646 0.5888 '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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   13.11763(14)
_cell_length_b                   14.31799(12)
_cell_length_c                   14.44658(10)
_cell_angle_alpha                71.8942(7)
_cell_angle_beta                 84.0976(8)
_cell_angle_gamma                87.9689(8)
_cell_volume                     2565.29(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    29510
_cell_measurement_temperature    100.00(13)
_cell_measurement_theta_max      76.9740
_cell_measurement_theta_min      3.2030
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.447
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69391
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prizm
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0506
_diffrn_reflns_av_unetI/netI     0.0369
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            49850
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.740
_diffrn_reflns_theta_min         4.453
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(13)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     18.00  66.00   0.50    0.70    --   47.20 -73.00 101.00   96
  2  ω     13.00  89.00   0.50    0.70    --   47.20-125.00 120.00  152
  3  ω     40.00  66.00   0.50    2.40    --  107.75 -73.00 101.00   52
  4  ω     46.00 107.00   0.50    2.40    --  107.75-112.00  44.33  122
  5  ω     93.00 118.00   0.50    2.40    --  107.75-133.00 104.38   50
  6  ω     87.00 112.00   0.50    2.40    --  107.75-125.00  60.00   50
  7  ω     79.00 109.00   0.50    2.40    --  107.75-116.00  -0.41   60
  8  ω     69.00  95.00   0.50    2.40    --  107.75 -94.00 -90.00   52
  9  ω     61.00 104.00   0.50    2.40    --  107.75 -77.00 -60.00   86
 10  ω     48.00 112.00   0.50    2.40    --  107.75-125.00 -60.00  128
 11  ω     56.00  90.00   0.50    2.40    --  107.75 -94.00  30.00   68
 12  ω     37.00 101.00   0.50    2.40    --  107.75 -77.00  30.00  128
 13  ω     35.00  72.00   0.50    2.40    --  107.75-133.00 104.38   74
 14  ω     37.00 112.00   0.50    2.40    --  107.75-125.00 150.00  150
 15  ω     37.00  62.00   0.50    2.40    --  107.75-116.00  -0.41   50
 16  ω     36.00  70.00   0.50    2.40    --  107.75 -94.00   0.00   68
 17  ω     41.00  70.00   0.50    2.40    --  107.75 -61.00 -30.00   58
 18  ω     36.00  61.00   0.50    2.40    --  107.75-125.00  60.00   50
 19  ω     36.00  68.00   0.50    2.40    --  107.75 -94.00  90.00   64
 20  ω     26.00  83.00   0.50    0.70    --   47.20-125.00 -30.00  114
 21  ω     53.00 110.00   0.50    2.40    --  107.75-125.00-150.00  114
 22  ω     62.00 109.00   0.50    2.40    --  107.75-125.00-180.00   94
 23  ω     67.00 119.00   0.50    0.70    --   47.20  37.00-180.00  104
 24  ω     87.00 165.00   0.50    2.40    --  107.75  73.00-129.00  156
 25  ω    142.00 171.00   0.50    2.40    --  107.75  45.00-180.00   58
 26  ω     96.00 154.00   0.50    2.40    --  107.75  30.00 -60.00  116
 27  ω    112.00 145.00   0.50    2.40    --  107.75  61.00   0.00   66
 28  ω     78.00 105.00   0.50    0.70    --   47.20 125.00  90.00   54
 29  ω    109.00 177.00   0.50    2.40    --  107.75  61.00 120.00  136
 30  ω    133.00 176.00   0.50    2.40    --  107.75  45.00 150.00   86
 31  ω     98.00 129.00   0.50    2.40    --  107.75  45.00 150.00   62
 32  ω     28.00 120.00   0.50    0.70    --   47.20  73.00-129.00  184
 33  ω    -67.00  -4.00   0.50    0.70    --  -47.20  73.00-129.00  126
 34  ω    -70.00 -33.00   0.50    2.40    -- -106.00  61.00-150.00   74
 35  ω    -70.00 -36.00   0.50    2.40    -- -106.00 109.00 -75.80   68
 36  ω    -87.00 -62.00   0.50    2.40    -- -106.00  73.00-129.00   50
 37  ω    -92.00 -66.00   0.50    2.40    -- -106.00  77.00 -90.00   52
 38  ω   -108.00 -82.00   0.50    2.40    -- -106.00 109.00 -75.80   52
 39  ω   -112.00 -69.00   0.50    2.40    -- -106.00 125.00-120.00   86
 40  ω   -126.00 -33.00   0.50    2.40    -- -106.00 144.00-123.47  186
 41  ω   -118.00 -35.00   0.50    2.40    -- -106.00 134.00-179.44  166
 42  ω   -133.00-107.00   0.50    2.40    -- -106.00 -45.00-180.00   52
 43  ω   -176.00 -94.00   0.50    2.40    -- -106.00 -15.00-180.00  164
 44  ω   -175.00-149.00   0.50    2.40    -- -106.00 -45.00-180.00   52
 45  ω   -116.00 -73.00   0.50    2.40    -- -106.00-125.00 -30.00   86
 46  ω   -120.00 -30.00   0.50    0.70    --  -47.20 -73.00 101.00  180
 47  ω    -71.00 -46.00   0.50    2.40    -- -106.00  61.00  90.00   50
 48  ω   -108.00 -67.00   0.50    2.40    -- -106.00 110.00 105.91   82
 49  ω   -105.00 -79.00   0.50    2.40    -- -106.00 104.00 157.98   52
 50  ω   -127.00 -75.00   0.50    2.40    -- -106.00 146.00 137.15  104
 51  ω   -153.00 -92.00   0.50    2.40    -- -106.00 -73.00 101.00  122
 52  ω   -126.00 -84.00   0.50    2.40    -- -106.00-125.00  90.00   84
 53  ω   -141.00 -91.00   0.50    2.40    -- -106.00 -61.00 150.00  100
 54  ω   -163.00-129.00   0.50    2.40    -- -106.00-125.00  90.00   68
 55  ω   -160.00-134.00   0.50    2.40    -- -106.00-125.00 -30.00   52
 56  ω    -10.00  23.00   0.50    0.70    --   47.20 -73.00 101.00   66
 57  ω    -44.00 -17.00   0.50    0.70    --    6.00 129.00-139.68   54
 58  ω    -53.00 -28.00   0.50    0.70    --   10.00 151.00  -1.31   50
 59  ω    -23.00   3.00   0.50    0.70    --   14.00 105.00 177.01   52
 60  ω    -11.00  21.00   0.50    0.70    --   22.00 100.00   0.09   64
 61  ω     -7.00  18.00   0.50    0.70    --   26.00  98.00 109.10   50
 62  ω      9.00  34.00   0.50    0.70    --   38.00  90.00 -37.47   50
 63  ω     14.00  39.00   0.50    0.70    --   42.00  89.00 111.61   50
 64  ω     17.00  42.00   0.50    0.70    --   46.00  90.00 156.18   50
 65  ω     17.00  42.00   0.50    0.70    --   46.00  90.00 110.24   50
 66  ω     17.00  42.00   0.50    0.70    --   46.00  90.00-122.53   50
 67  ω     28.00  54.00   0.50    0.70    --   50.00  79.00  24.29   52
 68  ω     96.00 122.00   0.50    0.70    --   50.00  79.00  24.29   52
 69  ω     26.00  52.00   0.50    0.70    --   50.00  79.00 165.68   52
 70  ω     26.00  52.00   0.50    0.70    --   50.00  79.00 -22.42   52
 71  ω     95.00 107.50   0.50    0.70    --   50.00  79.00 165.68   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0634341000
_diffrn_orient_matrix_UB_12      0.0366318000
_diffrn_orient_matrix_UB_13      -0.0885042000
_diffrn_orient_matrix_UB_21      -0.0212450000
_diffrn_orient_matrix_UB_22      0.0973658000
_diffrn_orient_matrix_UB_23      0.0230221000
_diffrn_orient_matrix_UB_31      0.0972884000
_diffrn_orient_matrix_UB_32      0.0446403000
_diffrn_orient_matrix_UB_33      -0.0659028000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10158
_reflns_number_total             10717
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.489
_refine_diff_density_min         -1.114
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     562
_refine_ls_number_reflns         10717
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0348
_refine_ls_R_factor_gt           0.0329
_refine_ls_restrained_S_all      1.095
_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)+(0.0311P)²+2.8962P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0824
_refine_ls_wR_factor_ref         0.0835
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Sof(C41)=Sof(H41)=1-FVAR(1)
 Sof(C41A)=Sof(H41A)=FVAR(1)
 Sof(H39A)=Sof(C40)=Sof(H40)=Sof(C42)=1-FVAR(2)
 Sof(H39)=Sof(C40A)=Sof(H40A)=Sof(C42A)=Sof(H42A)=FVAR(2)
2.a Aromatic/amide H refined with riding coordinates:
 C36(H36), C32(H32), C54(H54), C50(H50), C44(H44), C6(H6), C5(H5), C24(H24),
 C26(H26), C14(H14), C51(H51), C27(H27), C35(H35), C53(H53), C38(H38), C30(H30),
  C12(H12), C47(H47), C20(H20), C48(H48), C4(H4), C23(H23), C29(H29), C52(H52),
 C1(H1), C39(H39A), C39(H39), C46(H46), C17(H17), C18(H18), C28(H28), C45(H45),
 C8(H8), C3(H3), C11(H11), C33(H33), C34(H34), C22(H22), C15(H15), C21(H21),
 C16(H16), C10(H10), C9(H9), C40(H40), C42(H42), C41(H41), C41A(H41A),
 C40A(H40A), C42A(H42A)
;
_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
I1 I 0.76120(2) 0.30447(2) 0.11463(2) 0.02302(5) Uani 1 1 d . . . . .
Cu1 Cu 0.77014(2) 0.32815(2) 0.29115(2) 0.01563(8) Uani 1 1 d . . . . .
P2 P 0.93909(4) 0.29727(4) 0.33151(4) 0.01549(11) Uani 1 1 d . . . . .
P1 P 0.64880(4) 0.21028(4) 0.37677(4) 0.01597(12) Uani 1 1 d . . . . .
P3 P 0.72521(4) 0.49182(4) 0.26282(4) 0.01555(11) Uani 1 1 d . . . . .
C36 C 1.02306(18) 0.48238(18) 0.29468(18) 0.0194(5) Uani 1 1 d . . . . .
H36 H 0.975143 0.486213 0.347366 0.023 Uiso 1 1 calc R U . . .
C31 C 1.02838(17) 0.39761(17) 0.26567(17) 0.0172(4) Uani 1 1 d . . . . .
C32 C 1.09812(18) 0.39372(18) 0.18732(18) 0.0195(5) Uani 1 1 d . . . . .
H32 H 1.102644 0.336404 0.167217 0.023 Uiso 1 1 calc R U . . .
C54 C 0.88095(18) 0.55285(18) 0.11088(18) 0.0192(5) Uani 1 1 d . . . . .
H54 H 0.876866 0.487796 0.107769 0.023 Uiso 1 1 calc R U . . .
C49 C 0.81708(17) 0.58196(17) 0.18092(17) 0.0177(4) Uani 1 1 d . . . . .
C25 C 0.96309(17) 0.28078(16) 0.45868(17) 0.0166(4) Uani 1 1 d . . . . .
C19 C 1.00455(17) 0.18957(17) 0.30988(18) 0.0184(5) Uani 1 1 d . . . . .
C50 C 0.8231(2) 0.67729(19) 0.18406(19) 0.0224(5) Uani 1 1 d . . . . .
H50 H 0.779374 0.698023 0.230614 0.027 Uiso 1 1 calc R U . . .
C56 C 0.51418(17) 0.22627(17) 0.34918(18) 0.0178(5) Uani 1 1 d . . . . .
C44 C 0.64754(18) 0.61478(18) 0.37746(19) 0.0214(5) Uani 1 1 d . . . . .
H44 H 0.613563 0.652171 0.322744 0.026 Uiso 1 1 calc R U . . .
C6 C 0.43618(18) 0.17399(17) 0.41647(18) 0.0193(5) Uani 1 1 d . . . . .
H6 H 0.452125 0.132446 0.478661 0.023 Uiso 1 1 calc R U . . .
C43 C 0.70526(17) 0.53226(17) 0.37188(17) 0.0180(5) Uani 1 1 d . . . . .
C5 C 0.33546(18) 0.18226(18) 0.39316(19) 0.0220(5) Uani 1 1 d . . . . .
H5 H 0.282615 0.147288 0.439683 0.026 Uiso 1 1 calc R U . . .
C24 C 1.05487(18) 0.11972(18) 0.38087(19) 0.0220(5) Uani 1 1 d . . . . .
H24 H 1.054326 0.125647 0.444619 0.026 Uiso 1 1 calc R U . . .
C26 C 0.88492(18) 0.24291(18) 0.53256(18) 0.0193(5) Uani 1 1 d . . . . .
H26 H 0.819902 0.229374 0.516189 0.023 Uiso 1 1 calc R U . . .
C14 C 0.64290(19) 0.08399(19) 0.57365(19) 0.0232(5) Uani 1 1 d . . . . .
H14 H 0.655424 0.030857 0.547672 0.028 Uiso 1 1 calc R U . . .
C37 C 0.60766(19) 0.5306(2) 0.20292(19) 0.0231(5) Uani 1 1 d . . . . .
C51 C 0.8932(2) 0.7430(2) 0.1192(2) 0.0259(5) Uani 1 1 d . . . . .
H51 H 0.897573 0.808055 0.122102 0.031 Uiso 1 1 calc R U . . .
C13 C 0.63314(17) 0.17904(18) 0.51050(18) 0.0184(5) Uani 1 1 d . . . . .
C7 C 0.68329(18) 0.09243(17) 0.35680(17) 0.0184(5) Uani 1 1 d . . . . .
C27 C 0.90143(19) 0.22483(19) 0.62996(18) 0.0225(5) Uani 1 1 d . . . . .
H27 H 0.847833 0.198489 0.679904 0.027 Uiso 1 1 calc R U . . .
C35 C 1.08765(19) 0.56081(19) 0.24662(19) 0.0224(5) Uani 1 1 d . . . . .
H35 H 1.085279 0.617375 0.267913 0.027 Uiso 1 1 calc R U . . .
C53 C 0.95031(19) 0.61876(19) 0.04588(18) 0.0220(5) Uani 1 1 d . . . . .
H53 H 0.993448 0.598893 -0.001644 0.026 Uiso 1 1 calc R U . . .
C38 C 0.51177(19) 0.52124(19) 0.25517(19) 0.0227(5) Uani 1 1 d . . . . .
H38 H 0.506442 0.495975 0.324558 0.027 Uiso 1 1 calc R U . . .
C30 C 1.05787(18) 0.30156(18) 0.48393(18) 0.0210(5) Uani 1 1 d . . . . .
H30 H 1.111895 0.327460 0.434321 0.025 Uiso 1 1 calc R U . . .
C12 C 0.78199(19) 0.05579(18) 0.37408(19) 0.0221(5) Uani 1 1 d . . . . .
H12 H 0.827533 0.090951 0.398052 0.026 Uiso 1 1 calc R U . . .
C47 C 0.7452(2) 0.5060(2) 0.53817(19) 0.0239(5) Uani 1 1 d . . . . .
H47 H 0.778775 0.468654 0.593213 0.029 Uiso 1 1 calc R U . . .
C20 C 1.0043(2) 0.17730(19) 0.21770(19) 0.0241(5) Uani 1 1 d . . . . .
H20 H 0.967118 0.222128 0.169622 0.029 Uiso 1 1 calc R U . . .
C48 C 0.75375(18) 0.47831(18) 0.45385(18) 0.0199(5) Uani 1 1 d . . . . .
H48 H 0.793094 0.421887 0.451728 0.024 Uiso 1 1 calc R U . . .
C4 C 0.31215(19) 0.2416(2) 0.3020(2) 0.0245(5) Uani 1 1 d . . . . .
H4 H 0.243647 0.245858 0.285111 0.029 Uiso 1 1 calc R U . . .
C23 C 1.1060(2) 0.0412(2) 0.3587(2) 0.0279(6) Uani 1 1 d . . . . .
H23 H 1.139527 -0.006467 0.407651 0.033 Uiso 1 1 calc R U . . .
C29 C 1.0730(2) 0.28428(19) 0.58179(19) 0.0235(5) Uani 1 1 d . . . . .
H29 H 1.137092 0.299619 0.598647 0.028 Uiso 1 1 calc R U . . .
C52 C 0.9562(2) 0.7137(2) 0.05075(19) 0.0253(5) Uani 1 1 d . . . . .
H52 H 1.003916 0.758737 0.006755 0.030 Uiso 1 1 calc R U . . .
C1 C 0.49007(19) 0.28705(19) 0.25839(19) 0.0239(5) Uani 1 1 d . . . . .
H1 H 0.542396 0.323322 0.212135 0.029 Uiso 1 1 calc R U . . .
C39 C 0.42365(19) 0.5481(2) 0.2079(2) 0.0270(6) Uani 1 1 d . . . . .
H39A H 0.360315 0.554273 0.243876 0.032 Uiso 0.62(3) 1 calc R U P A 2
H39 H 0.358582 0.526661 0.241873 0.032 Uiso 0.38(3) 1 calc R U P A 1
C46 C 0.6878(2) 0.5880(2) 0.54223(19) 0.0248(5) Uani 1 1 d . . . . .
H46 H 0.681579 0.606855 0.600074 0.030 Uiso 1 1 calc R U . . .
C17 C 0.6041(2) 0.2378(2) 0.6513(2) 0.0316(6) Uani 1 1 d . . . . .
H17 H 0.590231 0.290403 0.677872 0.038 Uiso 1 1 calc R U . . .
C18 C 0.61369(19) 0.2565(2) 0.5504(2) 0.0242(5) Uani 1 1 d . . . . .
H18 H 0.607075 0.321749 0.508354 0.029 Uiso 1 1 calc R U . . .
C28 C 0.9955(2) 0.24494(19) 0.65473(19) 0.0237(5) Uani 1 1 d . . . . .
H28 H 1.006737 0.231800 0.721501 0.028 Uiso 1 1 calc R U . . .
C45 C 0.63922(19) 0.6427(2) 0.4611(2) 0.0239(5) Uani 1 1 d . . . . .
H45 H 0.600288 0.699275 0.463403 0.029 Uiso 1 1 calc R U . . .
C8 C 0.6178(2) 0.0401(2) 0.3214(2) 0.0277(6) Uani 1 1 d . . . . .
H8 H 0.550470 0.063931 0.309026 0.033 Uiso 1 1 calc R U . . .
C3 C 0.3890(2) 0.2945(2) 0.2356(2) 0.0273(6) Uani 1 1 d . . . . .
H3 H 0.372589 0.336438 0.173741 0.033 Uiso 1 1 calc R U . . .
C11 C 0.8146(2) -0.0308(2) 0.3569(2) 0.0269(5) Uani 1 1 d . . . . .
H11 H 0.881694 -0.055195 0.369649 0.032 Uiso 1 1 calc R U . . .
C33 C 1.16129(19) 0.47393(19) 0.13839(19) 0.0236(5) Uani 1 1 d . . . . .
H33 H 1.208320 0.471145 0.084713 0.028 Uiso 1 1 calc R U . . .
C34 C 1.15590(19) 0.55723(19) 0.16745(19) 0.0231(5) Uani 1 1 d . . . . .
H34 H 1.198590 0.611897 0.133544 0.028 Uiso 1 1 calc R U . . .
C22 C 1.1083(2) 0.0322(2) 0.2661(2) 0.0307(6) Uani 1 1 d . . . . .
H22 H 1.144464 -0.020701 0.250940 0.037 Uiso 1 1 calc R U . . .
C15 C 0.6344(2) 0.0662(2) 0.6744(2) 0.0303(6) Uani 1 1 d . . . . .
H15 H 0.642278 0.001294 0.716789 0.036 Uiso 1 1 calc R U . . .
C21 C 1.0577(2) 0.1004(2) 0.1956(2) 0.0300(6) Uani 1 1 d . . . . .
H21 H 1.059486 0.094694 0.131678 0.036 Uiso 1 1 calc R U . . .
C16 C 0.6146(2) 0.1431(3) 0.7133(2) 0.0336(7) Uani 1 1 d . . . . .
H16 H 0.608263 0.130774 0.782114 0.040 Uiso 1 1 calc R U . . .
C10 C 0.7484(2) -0.0818(2) 0.3208(2) 0.0346(6) Uani 1 1 d . . . . .
H10 H 0.770508 -0.140816 0.307844 0.041 Uiso 1 1 calc R U . . .
C9 C 0.6503(2) -0.0466(2) 0.3040(3) 0.0377(7) Uani 1 1 d . . . . .
H9 H 0.604795 -0.082057 0.280247 0.045 Uiso 1 1 calc R U . . .
C40 C 0.4289(6) 0.5662(13) 0.1064(6) 0.034(2) Uani 0.62(3) 1 d . . P A 2
H40 H 0.368845 0.582998 0.073069 0.040 Uiso 0.62(3) 1 calc R U P A 2
C42 C 0.6119(4) 0.5440(13) 0.1039(4) 0.029(2) Uani 0.62(3) 1 d . . P A 2
H42 H 0.676695 0.542958 0.068114 0.035 Uiso 0.57(7) 1 calc R U . A 2
C41 C 0.5240(5) 0.5590(10) 0.0548(4) 0.031(2) Uani 0.52(2) 1 d . . P A 2
H41 H 0.528209 0.564402 -0.012687 0.038 Uiso 0.52(2) 1 calc R U P A 2
C41A C 0.5247(5) 0.6201(15) 0.0568(5) 0.042(4) Uani 0.48(2) 1 d . . P A 1
H41A H 0.528445 0.648195 -0.012253 0.050 Uiso 0.48(2) 1 calc R U P A 1
C40A C 0.4307(9) 0.6069(16) 0.1101(9) 0.025(3) Uani 0.38(3) 1 d . . P A 1
H40A H 0.371337 0.637268 0.080952 0.030 Uiso 0.38(3) 1 calc R U P A 1
C42A C 0.6131(7) 0.5938(18) 0.1009(7) 0.026(3) Uani 0.38(3) 1 d . . P A 1
H42A H 0.677417 0.616198 0.065812 0.031 Uiso 0.38(3) 1 calc R U P A 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Cu1 2.6895(4) . ?
Cu1 P2 2.3416(6) . ?
Cu1 P1 2.3237(6) . ?
Cu1 P3 2.3156(7) . ?
P2 C31 1.839(2) . ?
P2 C25 1.837(2) . ?
P2 C19 1.834(3) . ?
P1 C56 1.841(2) . ?
P1 C13 1.834(2) . ?
P1 C7 1.832(3) . ?
P3 C49 1.840(2) . ?
P3 C43 1.832(3) . ?
P3 C37 1.830(3) . ?
C36 H36 0.9500 . ?
C36 C31 1.399(3) . ?
C36 C35 1.387(3) . ?
C31 C32 1.394(3) . ?
C32 H32 0.9500 . ?
C32 C33 1.396(3) . ?
C54 H54 0.9500 . ?
C54 C49 1.401(3) . ?
C54 C53 1.391(3) . ?
C49 C50 1.385(4) . ?
C25 C26 1.393(3) . ?
C25 C30 1.398(3) . ?
C19 C24 1.394(3) . ?
C19 C20 1.397(4) . ?
C50 H50 0.9500 . ?
C50 C51 1.395(4) . ?
C56 C6 1.396(3) . ?
C56 C1 1.391(4) . ?
C44 H44 0.9500 . ?
C44 C43 1.400(4) . ?
C44 C45 1.379(4) . ?
C6 H6 0.9500 . ?
C6 C5 1.389(3) . ?
C43 C48 1.398(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.385(4) . ?
C24 H24 0.9500 . ?
C24 C23 1.394(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.388(4) . ?
C14 H14 0.9500 . ?
C14 C13 1.393(3) . ?
C14 C15 1.391(4) . ?
C37 C38 1.387(4) . ?
C37 C42 1.379(7) . ?
C37 C42A 1.467(13) . ?
C51 H51 0.9500 . ?
C51 C52 1.378(4) . ?
C13 C18 1.405(4) . ?
C7 C12 1.397(3) . ?
C7 C8 1.391(4) . ?
C27 H27 0.9500 . ?
C27 C28 1.383(4) . ?
C35 H35 0.9500 . ?
C35 C34 1.391(4) . ?
C53 H53 0.9500 . ?
C53 C52 1.389(4) . ?
C38 H38 0.9500 . ?
C38 C39 1.385(4) . ?
C30 H30 0.9500 . ?
C30 C29 1.391(4) . ?
C12 H12 0.9500 . ?
C12 C11 1.383(4) . ?
C47 H47 0.9500 . ?
C47 C48 1.386(4) . ?
C47 C46 1.387(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.386(4) . ?
C48 H48 0.9500 . ?
C4 H4 0.9500 . ?
C4 C3 1.384(4) . ?
C23 H23 0.9500 . ?
C23 C22 1.381(4) . ?
C29 H29 0.9500 . ?
C29 C28 1.383(4) . ?
C52 H52 0.9500 . ?
C1 H1 0.9500 . ?
C1 C3 1.391(4) . ?
C39 H39A 0.9500 . ?
C39 H39 0.9500 . ?
C39 C40 1.402(10) . ?
C39 C40A 1.398(15) . ?
C46 H46 0.9500 . ?
C46 C45 1.393(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.391(4) . ?
C17 C16 1.384(5) . ?
C18 H18 0.9500 . ?
C28 H28 0.9500 . ?
C45 H45 0.9500 . ?
C8 H8 0.9500 . ?
C8 C9 1.385(4) . ?
C3 H3 0.9500 . ?
C11 H11 0.9500 . ?
C11 C10 1.391(4) . ?
C33 H33 0.9500 . ?
C33 C34 1.379(4) . ?
C34 H34 0.9500 . ?
C22 H22 0.9500 . ?
C22 C21 1.381(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.389(5) . ?
C21 H21 0.9500 . ?
C16 H16 0.9500 . ?
C10 H10 0.9500 . ?
C10 C9 1.383(4) . ?
C9 H9 0.9500 . ?
C40 H40 0.9500 . ?
C40 C41 1.403(12) . ?
C42 H42 0.9500 . ?
C42 C41 1.391(8) . ?
C41 H41 0.9500 . ?
C41A H41A 0.9500 . ?
C41A C40A 1.371(14) . ?
C41A C42A 1.364(11) . ?
C40A H40A 0.9500 . ?
C42A H42A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
P2 Cu1 I1 107.760(19) . . ?
P1 Cu1 I1 96.981(19) . . ?
P1 Cu1 P2 116.85(2) . . ?
P3 Cu1 I1 102.414(19) . . ?
P3 Cu1 P2 112.05(2) . . ?
P3 Cu1 P1 117.83(2) . . ?
C31 P2 Cu1 113.91(8) . . ?
C25 P2 Cu1 117.59(8) . . ?
C25 P2 C31 100.77(10) . . ?
C19 P2 Cu1 117.93(8) . . ?
C19 P2 C31 102.64(11) . . ?
C19 P2 C25 101.46(11) . . ?
C56 P1 Cu1 120.36(8) . . ?
C13 P1 Cu1 117.71(8) . . ?
C13 P1 C56 100.81(11) . . ?
C7 P1 Cu1 109.86(8) . . ?
C7 P1 C56 102.65(11) . . ?
C7 P1 C13 103.20(11) . . ?
C49 P3 Cu1 115.98(8) . . ?
C43 P3 Cu1 115.43(8) . . ?
C43 P3 C49 103.26(11) . . ?
C37 P3 Cu1 115.74(9) . . ?
C37 P3 C49 100.88(11) . . ?
C37 P3 C43 103.55(12) . . ?
C31 C36 H36 120.0 . . ?
C35 C36 H36 120.0 . . ?
C35 C36 C31 120.1(2) . . ?
C36 C31 P2 117.70(18) . . ?
C32 C31 P2 123.04(19) . . ?
C32 C31 C36 119.2(2) . . ?
C31 C32 H32 120.0 . . ?
C31 C32 C33 120.1(2) . . ?
C33 C32 H32 120.0 . . ?
C49 C54 H54 119.9 . . ?
C53 C54 H54 119.9 . . ?
C53 C54 C49 120.3(2) . . ?
C54 C49 P3 117.99(18) . . ?
C50 C49 P3 122.72(19) . . ?
C50 C49 C54 119.3(2) . . ?
C26 C25 P2 118.52(18) . . ?
C26 C25 C30 119.1(2) . . ?
C30 C25 P2 122.35(18) . . ?
C24 C19 P2 123.1(2) . . ?
C24 C19 C20 118.5(2) . . ?
C20 C19 P2 118.36(19) . . ?
C49 C50 H50 119.9 . . ?
C49 C50 C51 120.3(2) . . ?
C51 C50 H50 119.9 . . ?
C6 C56 P1 120.74(18) . . ?
C1 C56 P1 119.82(18) . . ?
C1 C56 C6 119.3(2) . . ?
C43 C44 H44 119.5 . . ?
C45 C44 H44 119.5 . . ?
C45 C44 C43 121.0(2) . . ?
C56 C6 H6 119.8 . . ?
C5 C6 C56 120.5(2) . . ?
C5 C6 H6 119.8 . . ?
C44 C43 P3 124.45(19) . . ?
C48 C43 P3 117.38(19) . . ?
C48 C43 C44 118.1(2) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 C6 119.9(2) . . ?
C4 C5 H5 120.0 . . ?
C19 C24 H24 119.9 . . ?
C23 C24 C19 120.2(3) . . ?
C23 C24 H24 119.9 . . ?
C25 C26 H26 119.8 . . ?
C27 C26 C25 120.4(2) . . ?
C27 C26 H26 119.8 . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C15 C14 C13 120.6(3) . . ?
C38 C37 P3 122.2(2) . . ?
C38 C37 C42A 116.1(4) . . ?
C42 C37 P3 117.7(4) . . ?
C42 C37 C38 117.8(3) . . ?
C42A C37 P3 120.2(4) . . ?
C50 C51 H51 119.9 . . ?
C52 C51 C50 120.2(2) . . ?
C52 C51 H51 119.9 . . ?
C14 C13 P1 123.6(2) . . ?
C14 C13 C18 118.8(2) . . ?
C18 C13 P1 117.48(19) . . ?
C12 C7 P1 118.03(19) . . ?
C8 C7 P1 123.3(2) . . ?
C8 C7 C12 118.6(2) . . ?
C26 C27 H27 119.8 . . ?
C28 C27 C26 120.4(2) . . ?
C28 C27 H27 119.8 . . ?
C36 C35 H35 119.8 . . ?
C36 C35 C34 120.4(2) . . ?
C34 C35 H35 119.8 . . ?
C54 C53 H53 120.1 . . ?
C52 C53 C54 119.7(2) . . ?
C52 C53 H53 120.1 . . ?
C37 C38 H38 119.4 . . ?
C39 C38 C37 121.1(2) . . ?
C39 C38 H38 119.4 . . ?
C25 C30 H30 120.0 . . ?
C29 C30 C25 120.0(2) . . ?
C29 C30 H30 120.0 . . ?
C7 C12 H12 119.4 . . ?
C11 C12 C7 121.2(2) . . ?
C11 C12 H12 119.4 . . ?
C48 C47 H47 120.0 . . ?
C48 C47 C46 120.0(2) . . ?
C46 C47 H47 120.0 . . ?
C19 C20 H20 119.6 . . ?
C21 C20 C19 120.7(2) . . ?
C21 C20 H20 119.6 . . ?
C43 C48 H48 119.5 . . ?
C47 C48 C43 121.0(2) . . ?
C47 C48 H48 119.5 . . ?
C5 C4 H4 120.1 . . ?
C3 C4 C5 119.7(2) . . ?
C3 C4 H4 120.1 . . ?
C24 C23 H23 119.7 . . ?
C22 C23 C24 120.5(3) . . ?
C22 C23 H23 119.7 . . ?
C30 C29 H29 119.8 . . ?
C28 C29 C30 120.5(2) . . ?
C28 C29 H29 119.8 . . ?
C51 C52 C53 120.3(2) . . ?
C51 C52 H52 119.9 . . ?
C53 C52 H52 119.9 . . ?
C56 C1 H1 120.1 . . ?
C56 C1 C3 119.7(2) . . ?
C3 C1 H1 120.1 . . ?
C38 C39 H39A 120.3 . . ?
C38 C39 H39 120.1 . . ?
C38 C39 C40 119.3(4) . . ?
C38 C39 C40A 119.8(6) . . ?
C40 C39 H39A 120.3 . . ?
C40A C39 H39 120.1 . . ?
C47 C46 H46 120.1 . . ?
C47 C46 C45 119.7(2) . . ?
C45 C46 H46 120.1 . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C16 C17 C18 120.4(3) . . ?
C13 C18 H18 119.9 . . ?
C17 C18 C13 120.2(3) . . ?
C17 C18 H18 119.9 . . ?
C27 C28 C29 119.7(2) . . ?
C27 C28 H28 120.2 . . ?
C29 C28 H28 120.2 . . ?
C44 C45 C46 120.1(2) . . ?
C44 C45 H45 119.9 . . ?
C46 C45 H45 119.9 . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.4(3) . . ?
C9 C8 H8 119.8 . . ?
C4 C3 C1 120.8(2) . . ?
C4 C3 H3 119.6 . . ?
C1 C3 H3 119.6 . . ?
C12 C11 H11 120.2 . . ?
C12 C11 C10 119.5(3) . . ?
C10 C11 H11 120.2 . . ?
C32 C33 H33 119.8 . . ?
C34 C33 C32 120.4(2) . . ?
C34 C33 H33 119.8 . . ?
C35 C34 H34 120.2 . . ?
C33 C34 C35 119.7(2) . . ?
C33 C34 H34 120.2 . . ?
C23 C22 H22 120.2 . . ?
C23 C22 C21 119.6(3) . . ?
C21 C22 H22 120.2 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.2(3) . . ?
C16 C15 H15 119.9 . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.3(3) . . ?
C22 C21 H21 119.9 . . ?
C17 C16 C15 119.8(3) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C11 C10 H10 120.1 . . ?
C9 C10 C11 119.9(3) . . ?
C9 C10 H10 120.1 . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.5(3) . . ?
C10 C9 H9 119.8 . . ?
C39 C40 H40 120.5 . . ?
C39 C40 C41 119.1(6) . . ?
C41 C40 H40 120.5 . . ?
C37 C42 H42 119.1 . . ?
C37 C42 C41 121.8(5) . . ?
C41 C42 H42 119.1 . . ?
C40 C41 H41 120.5 . . ?
C42 C41 C40 119.1(7) . . ?
C42 C41 H41 120.5 . . ?
C40A C41A H41A 119.3 . . ?
C42A C41A H41A 119.3 . . ?
C42A C41A C40A 121.5(8) . . ?
C39 C40A H40A 120.5 . . ?
C41A C40A C39 118.9(10) . . ?
C41A C40A H40A 120.5 . . ?
C37 C42A H42A 120.3 . . ?
C41A C42A C37 119.3(9) . . ?
C41A C42A H42A 120.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 P2 C31 C36 74.38(19) . . . . ?
Cu1 P2 C31 C32 -103.7(2) . . . . ?
Cu1 P2 C25 C26 29.0(2) . . . . ?
Cu1 P2 C25 C30 -153.35(18) . . . . ?
Cu1 P2 C19 C24 -129.31(18) . . . . ?
Cu1 P2 C19 C20 51.0(2) . . . . ?
Cu1 P1 C56 C6 -160.82(17) . . . . ?
Cu1 P1 C56 C1 22.6(2) . . . . ?
Cu1 P1 C13 C14 -123.65(18) . . . . ?
Cu1 P1 C13 C18 54.1(2) . . . . ?
Cu1 P1 C7 C12 52.5(2) . . . . ?
Cu1 P1 C7 C8 -124.6(2) . . . . ?
Cu1 P3 C49 C54 26.6(2) . . . . ?
Cu1 P3 C49 C50 -155.38(18) . . . . ?
Cu1 P3 C43 C44 -158.31(18) . . . . ?
Cu1 P3 C43 C48 23.7(2) . . . . ?
Cu1 P3 C37 C38 86.4(2) . . . . ?
Cu1 P3 C37 C42 -75.8(8) . . . . ?
Cu1 P3 C37 C42A -108.2(11) . . . . ?
P2 C31 C32 C33 177.76(19) . . . . ?
P2 C25 C26 C27 176.88(19) . . . . ?
P2 C25 C30 C29 -177.6(2) . . . . ?
P2 C19 C24 C23 -177.91(19) . . . . ?
P2 C19 C20 C21 176.2(2) . . . . ?
P1 C56 C6 C5 -176.47(19) . . . . ?
P1 C56 C1 C3 176.2(2) . . . . ?
P1 C13 C18 C17 -178.11(19) . . . . ?
P1 C7 C12 C11 -177.5(2) . . . . ?
P1 C7 C8 C9 177.2(2) . . . . ?
P3 C49 C50 C51 -179.0(2) . . . . ?
P3 C43 C48 C47 177.91(18) . . . . ?
P3 C37 C38 C39 -177.8(2) . . . . ?
P3 C37 C42 C41 170.3(12) . . . . ?
P3 C37 C42A C41A 178.5(15) . . . . ?
C36 C31 C32 C33 -0.3(4) . . . . ?
C36 C35 C34 C33 -1.8(4) . . . . ?
C31 P2 C25 C26 153.4(2) . . . . ?
C31 P2 C25 C30 -29.0(2) . . . . ?
C31 P2 C19 C24 104.6(2) . . . . ?
C31 P2 C19 C20 -75.1(2) . . . . ?
C31 C36 C35 C34 2.0(4) . . . . ?
C31 C32 C33 C34 0.5(4) . . . . ?
C32 C33 C34 C35 0.6(4) . . . . ?
C54 C49 C50 C51 -1.0(4) . . . . ?
C54 C53 C52 C51 -0.5(4) . . . . ?
C49 P3 C43 C44 74.1(2) . . . . ?
C49 P3 C43 C48 -103.94(19) . . . . ?
C49 P3 C37 C38 -147.6(2) . . . . ?
C49 P3 C37 C42 50.2(8) . . . . ?
C49 P3 C37 C42A 17.8(11) . . . . ?
C49 C54 C53 C52 0.1(4) . . . . ?
C49 C50 C51 C52 0.7(4) . . . . ?
C25 P2 C31 C36 -52.5(2) . . . . ?
C25 P2 C31 C32 129.4(2) . . . . ?
C25 P2 C19 C24 0.7(2) . . . . ?
C25 P2 C19 C20 -179.03(19) . . . . ?
C25 C26 C27 C28 0.5(4) . . . . ?
C25 C30 C29 C28 1.2(4) . . . . ?
C19 P2 C31 C36 -156.97(19) . . . . ?
C19 P2 C31 C32 24.9(2) . . . . ?
C19 P2 C25 C26 -101.2(2) . . . . ?
C19 P2 C25 C30 76.5(2) . . . . ?
C19 C24 C23 C22 0.6(4) . . . . ?
C19 C20 C21 C22 2.9(4) . . . . ?
C50 C51 C52 C53 0.1(4) . . . . ?
C56 P1 C13 C14 103.4(2) . . . . ?
C56 P1 C13 C18 -78.84(19) . . . . ?
C56 P1 C7 C12 -178.35(19) . . . . ?
C56 P1 C7 C8 4.6(2) . . . . ?
C56 C6 C5 C4 1.0(4) . . . . ?
C56 C1 C3 C4 -0.5(4) . . . . ?
C44 C43 C48 C47 -0.2(3) . . . . ?
C6 C56 C1 C3 -0.4(4) . . . . ?
C6 C5 C4 C3 -1.9(4) . . . . ?
C43 P3 C49 C54 153.86(19) . . . . ?
C43 P3 C49 C50 -28.1(2) . . . . ?
C43 P3 C37 C38 -40.9(3) . . . . ?
C43 P3 C37 C42 156.8(8) . . . . ?
C43 P3 C37 C42A 124.5(11) . . . . ?
C43 C44 C45 C46 -0.6(4) . . . . ?
C5 C4 C3 C1 1.6(4) . . . . ?
C24 C19 C20 C21 -3.5(4) . . . . ?
C24 C23 C22 C21 -1.3(4) . . . . ?
C26 C25 C30 C29 0.0(4) . . . . ?
C26 C27 C28 C29 0.7(4) . . . . ?
C14 C13 C18 C17 -0.2(4) . . . . ?
C14 C15 C16 C17 -0.5(4) . . . . ?
C37 P3 C49 C54 -99.3(2) . . . . ?
C37 P3 C49 C50 78.8(2) . . . . ?
C37 P3 C43 C44 -30.8(2) . . . . ?
C37 P3 C43 C48 151.21(18) . . . . ?
C37 C38 C39 C40 12.9(9) . . . . ?
C37 C38 C39 C40A -15.8(11) . . . . ?
C37 C42 C41 C40 4(3) . . . . ?
C13 P1 C56 C6 -29.5(2) . . . . ?
C13 P1 C56 C1 153.9(2) . . . . ?
C13 P1 C7 C12 -73.9(2) . . . . ?
C13 P1 C7 C8 109.0(2) . . . . ?
C13 C14 C15 C16 1.0(4) . . . . ?
C7 P1 C56 C6 76.8(2) . . . . ?
C7 P1 C56 C1 -99.7(2) . . . . ?
C7 P1 C13 C14 -2.5(2) . . . . ?
C7 P1 C13 C18 175.28(18) . . . . ?
C7 C12 C11 C10 0.7(4) . . . . ?
C7 C8 C9 C10 -0.5(5) . . . . ?
C35 C36 C31 P2 -179.11(19) . . . . ?
C35 C36 C31 C32 -0.9(4) . . . . ?
C53 C54 C49 P3 178.71(19) . . . . ?
C53 C54 C49 C50 0.6(4) . . . . ?
C38 C37 C42 C41 7.2(19) . . . . ?
C38 C37 C42A C41A -15(2) . . . . ?
C38 C39 C40 C41 -1.7(18) . . . . ?
C38 C39 C40A C41A 13(2) . . . . ?
C30 C25 C26 C27 -0.9(4) . . . . ?
C30 C29 C28 C27 -1.5(4) . . . . ?
C12 C7 C8 C9 0.1(4) . . . . ?
C12 C11 C10 C9 -1.0(5) . . . . ?
C47 C46 C45 C44 0.6(4) . . . . ?
C20 C19 C24 C23 1.8(4) . . . . ?
C48 C47 C46 C45 -0.3(4) . . . . ?
C23 C22 C21 C20 -0.4(4) . . . . ?
C1 C56 C6 C5 0.1(4) . . . . ?
C39 C40 C41 C42 -6(3) . . . . ?
C46 C47 C48 C43 0.2(4) . . . . ?
C18 C17 C16 C15 -0.3(4) . . . . ?
C45 C44 C43 P3 -177.54(18) . . . . ?
C45 C44 C43 C48 0.5(3) . . . . ?
C8 C7 C12 C11 -0.2(4) . . . . ?
C11 C10 C9 C8 0.9(5) . . . . ?
C15 C14 C13 P1 177.16(19) . . . . ?
C15 C14 C13 C18 -0.6(4) . . . . ?
C16 C17 C18 C13 0.6(4) . . . . ?
C42 C37 C38 C39 -15.6(9) . . . . ?
C40A C41A C42A C37 14(4) . . . . ?
C42A C37 C38 C39 16.2(11) . . . . ?
C42A C41A C40A C39 -13(4) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.263 0.000 0.000 522.0 199.3 ?
2 0.000 0.500 0.500 10.8 0.0 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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 2.098
_oxdiff_exptl_absorpt_empirical_full_min 0.626
####################################################################### 
# 
# 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_16779_982_b
_database_code_depnum_ccdc_archive 'CCDC 2240447'
loop_
_audit_author_name
_audit_author_address
'Mariya Kryukova'
;SPbSU
Russia
;
_audit_update_record             
;
2023-02-07 deposited with the CCDC.	2024-01-29 downloaded from the CCDC.
;
_audit_creation_date             2023-02-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H14 I N3 O2'
_chemical_formula_sum            'C19 H14 I N3 O2'
_chemical_formula_weight         443.23
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C19 H14 I1 N3 O2'
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'
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                   14.2828(2)
_cell_length_b                   7.42180(10)
_cell_length_c                   16.4916(2)
_cell_angle_alpha                90
_cell_angle_beta                 108.3930(10)
_cell_angle_gamma                90
_cell_volume                     1658.87(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16542
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.8700
_cell_measurement_theta_min      5.5330
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    15.322
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60604
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.71a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.775
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0429
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            25287
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.210
_diffrn_reflns_theta_min         3.261
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -15.00  46.00   0.50    0.05    --   47.20 -42.00   3.00  122
  2  ω    113.00 139.00   0.50    0.10    --  107.75  45.00-120.00   52
  3  ω    150.00 176.00   0.50    0.10    --  107.75  45.00-120.00   52
  4  ω    132.00 176.00   0.50    0.10    --  107.75  77.00-150.00   88
  5  ω     99.00 124.00   0.50    0.10    --  107.75  77.00-150.00   50
  6  ω     78.00 119.00   0.50    0.05    --   47.20 125.00  30.00   82
  7  ω    149.00 176.00   0.50    0.10    --  107.75  42.00 156.00   54
  8  ω    123.00 178.00   0.50    0.10    --  107.75  45.00  60.00  110
  9  ω    101.00 127.00   0.50    0.10    --  107.75  42.00 156.00   52
 10  ω     36.00 116.00   0.50    0.05    --   47.20  42.00 156.00  160
 11  ω     39.00  70.00   0.50    0.10    --  107.75 -61.00 150.00   62
 12  ω     73.00  99.00   0.50    0.10    --  107.75 -77.00 120.00   52
 13  ω     45.00  80.00   0.50    0.10    --  107.75 -77.00 150.00   70
 14  ω     37.00  63.00   0.50    0.10    --  107.75 -77.00 120.00   52
 15  ω     36.00 104.00   0.50    0.10    --  107.75 -77.00  90.00  136
 16  ω     37.00  68.00   0.50    0.10    --  107.75 -61.00  30.00   62
 17  ω     43.00  69.00   0.50    0.10    --  107.75 -61.00   0.00   52
 18  ω     50.00 106.00   0.50    0.10    --  107.75 -77.00 -30.00  112
 19  ω     79.00 110.00   0.50    0.10    --  107.75-125.00 -60.00   62
 20  ω     70.00  96.00   0.50    0.10    --  107.75 -94.00-150.00   52
 21  ω     60.00 104.00   0.50    0.10    --  107.75 -77.00 -90.00   88
 22  ω     36.00  68.00   0.50    0.10    --  107.75 -94.00-150.00   64
 23  ω     36.00  70.00   0.50    0.10    --  107.75 -61.00 -90.00   68
 24  ω     41.00  68.00   0.50    0.10    --  107.75-125.00 -60.00   54
 25  ω    -25.00  25.00   0.50    0.05    --   47.20 -19.00-150.00  100
 26  ω   -119.00 -37.00   0.50    0.05    --  -47.20 -42.00   3.00  164
 27  ω    -31.00   3.00   0.50    0.05    --  -47.20  42.00 156.00   68
 28  ω   -103.00 -73.00   0.50    0.10    -- -106.00 125.00 -30.00   60
 29  ω    -58.00 -33.00   0.50    0.10    -- -106.00 125.00 -30.00   50
 30  ω    -67.00 -39.00   0.50    0.10    -- -106.00  61.00 -90.00   56
 31  ω    -62.00 -34.00   0.50    0.10    -- -106.00  61.00   0.00   56
 32  ω    -61.00 -36.00   0.50    0.10    -- -106.00  61.00 150.00   50
 33  ω   -177.00-101.00   0.50    0.10    -- -106.00 -42.00   3.00  152
 34  ω     22.00  47.00   0.50    0.05    --   47.20 -42.00   3.00   50
 35  ω     -6.00  21.00   0.50    0.05    --   47.20 -19.00   0.00   54
 36  ω     32.00 102.00   0.50    0.05    --   47.20  57.00-120.00  140
 37  ω     37.00  95.00   0.50    0.05    --   47.20  57.00 -60.00  116
 38  ω   -104.00 -79.00   0.50    0.10    -- -106.00 -86.00 -70.08   50
 39  ω   -111.00 -85.00   0.50    0.10    -- -106.00 -77.00 -60.00   52
 40  ω   -175.00-149.00   0.50    0.10    -- -106.00 -61.00-150.00   52
 41  ω   -117.00 -91.00   0.50    0.10    -- -106.00 -55.00 -63.74   52
 42  ω   -139.00 -94.00   0.50    0.10    -- -106.00 -30.00 -60.00   90
 43  ω   -161.00-135.00   0.50    0.10    -- -106.00 -77.00 -60.00   52
 44  ω   -108.00 -83.00   0.50    0.10    -- -106.00 -77.00 -30.00   50
 45  ω   -176.00-134.00   0.50    0.10    -- -106.00 -79.00 -43.67   84
 46  ω   -126.00 -94.00   0.50    0.10    -- -106.00 -30.00-120.00   64
 47  ω   -120.00 -95.00   0.50    0.10    -- -106.00 -77.00  90.00   50
 48  ω   -106.00 -80.00   0.50    0.10    -- -106.00 -83.00 -74.93   52
 49  ω   -107.00 -82.00   0.50    0.10    -- -106.00 -79.00 -97.52   50
 50  ω   -150.00 -97.00   0.50    0.10    -- -106.00 -49.00-132.30  106
 51  ω   -129.00 -87.00   0.50    0.10    -- -106.00 -68.00 -60.83   84
 52  ω   -107.00 -82.00   0.50    0.10    -- -106.00 -79.00 -43.67   50
 53  ω   -175.00-141.00   0.50    0.10    -- -106.00 -77.00-120.00   68
 54  ω   -110.00 -84.00   0.50    0.10    -- -106.00 -77.00-120.00   52
 55  ω   -176.00-150.00   0.50    0.10    -- -106.00 -52.00-142.31   52
 56  ω   -161.00-133.00   0.50    0.10    -- -106.00 -77.00 -30.00   56
 57  ω   -175.00-140.00   0.50    0.10    -- -106.00 -30.00  90.00   70
 58  ω   -135.00 -94.00   0.50    0.10    -- -106.00 -52.00-142.31   82
 59  ω   -136.00 -95.00   0.50    0.10    -- -106.00 -30.00  90.00   82
 60  ω   -176.00-150.00   0.50    0.10    -- -106.00 -77.00  90.00   52
 61  ω   -153.00 -95.00   0.50    0.10    -- -106.00 -49.00 -65.82  116
 62  ω   -115.00 -90.00   0.50    0.10    -- -106.00 -61.00 -90.00   50
 63  ω   -138.00 -92.50   0.50    0.10    -- -106.00 -61.00-150.00   91
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1131877000
_diffrn_orient_matrix_UB_12      0.0193095000
_diffrn_orient_matrix_UB_13      -0.0306791000
_diffrn_orient_matrix_UB_21      0.0053071000
_diffrn_orient_matrix_UB_22      0.1084936000
_diffrn_orient_matrix_UB_23      -0.0780606000
_diffrn_orient_matrix_UB_31      -0.0091552000
_diffrn_orient_matrix_UB_32      -0.1760223000
_diffrn_orient_matrix_UB_33      -0.0514297000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3384
_reflns_number_total             3475
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.723
_refine_diff_density_min         -1.009
_refine_diff_density_rms         0.116
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         3475
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0247
_refine_ls_R_factor_gt           0.0242
_refine_ls_restrained_S_all      1.060
_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)+(0.0407P)²+1.0858P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0643
_refine_ls_wR_factor_ref         0.0648
_refine_special_details          ?
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
Uanis(O1) = Uanis(C11)
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C13(H13), C17(H17), C9(H9), C7(H7), C10(H10), C6(H6), C16(H16)
2.b Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.71408(2) 1.01500(2) 0.76802(2) 0.01377(7) Uani 1 1 d . . . . .
O2 O 0.50242(12) 0.7491(2) 1.12178(10) 0.0217(4) Uani 1 1 d . . . . .
O1 O 1.11291(11) 0.8118(2) 0.42702(9) 0.0206(3) Uani 1 1 d . . . . .
N1 N 0.67364(12) 0.6299(2) 0.81294(10) 0.0120(3) Uani 1 1 d . . . . .
N2 N 0.69073(14) 0.4539(3) 0.79973(12) 0.0158(4) Uani 1 1 d . . . . .
N3 N 0.74260(14) 0.4484(3) 0.74713(12) 0.0157(4) Uani 1 1 d . . . . .
C14 C 0.60811(15) 0.6579(3) 1.01184(12) 0.0139(4) Uani 1 1 d . . . . .
H14 H 0.634758 0.624048 1.070173 0.017 Uiso 1 1 calc R U . . .
C13 C 0.66079(15) 0.6238(3) 0.95615(12) 0.0138(4) Uani 1 1 d . . . . .
H13 H 0.723458 0.566672 0.975613 0.017 Uiso 1 1 calc R U . . .
C3 C 0.81786(15) 0.6615(3) 0.67188(13) 0.0151(4) Uani 1 1 d . . . . .
C15 C 0.51559(16) 0.7422(3) 0.98285(13) 0.0140(4) Uani 1 1 d . . . . .
C17 C 0.52968(15) 0.7604(3) 0.84035(12) 0.0147(4) Uani 1 1 d . . . . .
H17 H 0.503775 0.795544 0.782136 0.018 Uiso 1 1 calc R U . . .
C5 C 0.92982(16) 0.7196(3) 0.57479(13) 0.0149(4) Uani 1 1 d . . . . .
C2 C 0.71547(13) 0.7382(3) 0.76766(11) 0.0117(4) Uani 1 1 d . . . . .
C9 C 0.95467(16) 0.7054(3) 0.43595(13) 0.0169(4) Uani 1 1 d . . . . .
H9 H 0.930752 0.676198 0.376884 0.020 Uiso 1 1 calc R U . . .
C4 C 0.86862(15) 0.6902(3) 0.62727(13) 0.0165(4) Uani 1 1 d . . . . .
C1 C 0.76014(15) 0.6210(3) 0.72613(12) 0.0127(4) Uani 1 1 d . . . . .
C7 C 1.08431(16) 0.8166(3) 0.55832(13) 0.0162(4) Uani 1 1 d . . . . .
H7 H 1.149201 0.862755 0.582548 0.019 Uiso 1 1 calc R U . . .
C12 C 0.62021(15) 0.6747(3) 0.87089(12) 0.0124(4) Uani 1 1 d . . . . .
C10 C 0.89585(15) 0.6771(3) 0.48762(13) 0.0157(4) Uani 1 1 d . . . . .
H10 H 0.831579 0.628104 0.463474 0.019 Uiso 1 1 calc R U . . .
C6 C 1.02548(16) 0.7891(3) 0.60923(13) 0.0168(4) Uani 1 1 d . . . . .
H6 H 1.049999 0.817622 0.668352 0.020 Uiso 1 1 calc R U . . .
C19 C 0.35416(16) 0.8326(3) 1.01290(14) 0.0193(4) Uani 1 1 d . . . . .
H19A H 0.324532 0.825124 1.058902 0.029 Uiso 1 1 calc R U . . .
H19B H 0.317792 0.754440 0.965550 0.029 Uiso 1 1 calc R U . . .
H19C H 0.351165 0.957349 0.992719 0.029 Uiso 1 1 calc R U . . .
C18 C 0.46064(15) 0.7724(3) 1.04612(13) 0.0154(4) Uani 1 1 d . . . . .
C8 C 1.04885(15) 0.7767(3) 0.47127(13) 0.0151(4) Uani 1 1 d . . . . .
C16 C 0.47778(15) 0.7934(3) 0.89745(13) 0.0143(4) Uani 1 1 d . . . . .
H16 H 0.415520 0.851951 0.877846 0.017 Uiso 1 1 calc R U . . .
C11 C 1.07724(16) 0.7877(3) 0.33674(13) 0.0206(3) Uani 1 1 d . . . . .
H11A H 1.018618 0.862818 0.312468 0.031 Uiso 1 1 calc R U . . .
H11B H 1.060006 0.660872 0.323599 0.031 Uiso 1 1 calc R U . . .
H11C H 1.128579 0.822987 0.312039 0.031 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C2 2.055(2) . ?
O2 C18 1.214(3) . ?
O1 C8 1.363(2) . ?
O1 C11 1.425(3) . ?
N1 N2 1.359(3) . ?
N1 C2 1.357(3) . ?
N1 C12 1.438(3) . ?
N2 N3 1.307(3) . ?
N3 C1 1.370(3) . ?
C14 H14 0.9500 . ?
C14 C13 1.382(3) . ?
C14 C15 1.403(3) . ?
C13 H13 0.9500 . ?
C13 C12 1.393(3) . ?
C3 C4 1.204(3) . ?
C3 C1 1.427(3) . ?
C15 C18 1.507(3) . ?
C15 C16 1.393(3) . ?
C17 H17 0.9500 . ?
C17 C12 1.385(3) . ?
C17 C16 1.392(3) . ?
C5 C4 1.428(3) . ?
C5 C10 1.401(3) . ?
C5 C6 1.402(3) . ?
C2 C1 1.382(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.388(3) . ?
C9 C8 1.391(3) . ?
C7 H7 0.9500 . ?
C7 C6 1.378(3) . ?
C7 C8 1.395(3) . ?
C10 H10 0.9500 . ?
C6 H6 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C19 C18 1.512(3) . ?
C16 H16 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O1 C11 117.17(17) . . ?
N2 N1 C12 119.27(17) . . ?
C2 N1 N2 110.39(18) . . ?
C2 N1 C12 130.31(19) . . ?
N3 N2 N1 107.72(16) . . ?
N2 N3 C1 109.01(18) . . ?
C13 C14 H14 119.8 . . ?
C13 C14 C15 120.48(18) . . ?
C15 C14 H14 119.8 . . ?
C14 C13 H13 120.6 . . ?
C14 C13 C12 118.72(19) . . ?
C12 C13 H13 120.6 . . ?
C4 C3 C1 177.6(2) . . ?
C14 C15 C18 118.09(19) . . ?
C16 C15 C14 119.3(2) . . ?
C16 C15 C18 122.6(2) . . ?
C12 C17 H17 121.0 . . ?
C12 C17 C16 118.05(18) . . ?
C16 C17 H17 121.0 . . ?
C10 C5 C4 120.51(19) . . ?
C10 C5 C6 118.46(19) . . ?
C6 C5 C4 121.02(19) . . ?
N1 C2 I1 125.75(14) . . ?
N1 C2 C1 104.6(2) . . ?
C1 C2 I1 129.60(15) . . ?
C10 C9 H9 120.2 . . ?
C10 C9 C8 119.55(19) . . ?
C8 C9 H9 120.2 . . ?
C3 C4 C5 178.5(2) . . ?
N3 C1 C3 122.91(19) . . ?
N3 C1 C2 108.3(2) . . ?
C2 C1 C3 128.8(2) . . ?
C6 C7 H7 119.9 . . ?
C6 C7 C8 120.2(2) . . ?
C8 C7 H7 119.9 . . ?
C13 C12 N1 117.97(18) . . ?
C17 C12 N1 119.67(17) . . ?
C17 C12 C13 122.33(18) . . ?
C5 C10 H10 119.5 . . ?
C9 C10 C5 121.0(2) . . ?
C9 C10 H10 119.5 . . ?
C5 C6 H6 119.6 . . ?
C7 C6 C5 120.75(19) . . ?
C7 C6 H6 119.6 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
O2 C18 C15 119.7(2) . . ?
O2 C18 C19 121.78(19) . . ?
C15 C18 C19 118.49(18) . . ?
O1 C8 C9 124.90(18) . . ?
O1 C8 C7 115.04(19) . . ?
C9 C8 C7 120.05(19) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 C15 121.1(2) . . ?
C17 C16 H16 119.4 . . ?
O1 C11 H11A 109.5 . . ?
O1 C11 H11B 109.5 . . ?
O1 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
I1 C2 C1 N3 178.39(13) . . . . ?
I1 C2 C1 C3 0.0(3) . . . . ?
N1 N2 N3 C1 0.3(2) . . . . ?
N1 C2 C1 N3 0.7(2) . . . . ?
N1 C2 C1 C3 -177.7(2) . . . . ?
N2 N1 C2 I1 -178.31(13) . . . . ?
N2 N1 C2 C1 -0.5(2) . . . . ?
N2 N1 C12 C13 61.6(3) . . . . ?
N2 N1 C12 C17 -116.2(2) . . . . ?
N2 N3 C1 C3 177.8(2) . . . . ?
N2 N3 C1 C2 -0.7(2) . . . . ?
C14 C13 C12 N1 -176.86(18) . . . . ?
C14 C13 C12 C17 0.9(3) . . . . ?
C14 C15 C18 O2 10.9(3) . . . . ?
C14 C15 C18 C19 -169.4(2) . . . . ?
C14 C15 C16 C17 0.8(3) . . . . ?
C13 C14 C15 C18 178.75(19) . . . . ?
C13 C14 C15 C16 -0.8(3) . . . . ?
C15 C14 C13 C12 0.0(3) . . . . ?
C2 N1 N2 N3 0.1(2) . . . . ?
C2 N1 C12 C13 -116.2(2) . . . . ?
C2 N1 C12 C17 66.0(3) . . . . ?
C4 C5 C10 C9 179.9(2) . . . . ?
C4 C5 C6 C7 179.8(2) . . . . ?
C12 N1 N2 N3 -178.10(18) . . . . ?
C12 N1 C2 I1 -0.4(3) . . . . ?
C12 N1 C2 C1 177.5(2) . . . . ?
C12 C17 C16 C15 0.0(3) . . . . ?
C10 C5 C6 C7 0.6(3) . . . . ?
C10 C9 C8 O1 -179.4(2) . . . . ?
C10 C9 C8 C7 1.1(3) . . . . ?
C6 C5 C10 C9 -1.0(3) . . . . ?
C6 C7 C8 O1 179.0(2) . . . . ?
C6 C7 C8 C9 -1.4(3) . . . . ?
C18 C15 C16 C17 -178.8(2) . . . . ?
C8 C9 C10 C5 0.1(3) . . . . ?
C8 C7 C6 C5 0.5(3) . . . . ?
C16 C15 C18 O2 -169.5(2) . . . . ?
C16 C15 C18 C19 10.1(3) . . . . ?
C16 C17 C12 N1 176.79(19) . . . . ?
C16 C17 C12 C13 -0.9(3) . . . . ?
C11 O1 C8 C9 5.6(3) . . . . ?
C11 O1 C8 C7 -174.8(2) . . . . ?

_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 1.531
_oxdiff_exptl_absorpt_empirical_full_min 0.729
####################################################################### 
# 
# 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_16779_gai-982-1_2
_database_code_depnum_ccdc_archive 'CCDC 2240446'
loop_
_audit_author_name
_audit_author_address
'Mariya Kryukova'
;SPbSU
Russia
;
_audit_update_record             
;
2023-02-07 deposited with the CCDC.	2024-01-29 downloaded from the CCDC.
;
_audit_creation_date             2023-02-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H14 I N3 O2'
_chemical_formula_sum            'C19 H14 I N3 O2'
_chemical_formula_weight         443.23
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C19 H14 I1 N3 O2'
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'
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                   10.40890(10)
_cell_length_b                   8.48620(10)
_cell_length_c                   19.6955(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.8050(10)
_cell_angle_gamma                90
_cell_volume                     1723.63(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    19123
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.9540
_cell_measurement_theta_min      4.2970
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    14.747
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48569
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.71a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.708
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0472
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            33076
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.438
_diffrn_reflns_theta_min         4.287
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -28.00  23.00   0.50    0.05    --  -47.20  42.00 -55.00  102
  2  ω    -24.00  28.00   0.50    0.05    --  -47.20  19.00  90.00  104
  3  ω     51.00  96.00   0.50    0.05    --   47.20  42.00 -55.00   90
  4  ω    149.00 174.00   0.50    0.12    --  107.75  42.00 -55.00   50
  5  ω    106.00 178.00   0.50    0.12    --  107.75  30.00   0.00  144
  6  ω    100.00 126.00   0.50    0.12    --  107.75  42.00 -55.00   52
  7  ω    102.00 158.00   0.50    0.12    --  107.75  30.00  60.00  112
  8  ω     63.00 102.00   0.50    0.12    --  107.75 -94.00 -60.00   78
  9  ω     58.00 106.00   0.50    0.12    --  107.75 -77.00 -30.00   96
 10  ω     36.00  69.00   0.50    0.12    --  107.75 -61.00   0.00   66
 11  ω     45.00  93.00   0.50    0.12    --  107.75 -77.00  30.00   96
 12  ω     60.00  89.00   0.50    0.12    --  107.75-125.00  90.00   58
 13  ω     40.00  69.00   0.50    0.12    --  107.75 -61.00 150.00   58
 14  ω     37.00  70.00   0.50    0.12    --  107.75 -61.00  60.00   66
 15  ω     37.00  82.00   0.50    0.12    --  107.75 -94.00 -30.00   90
 16  ω     40.00  66.00   0.50    0.12    --  107.75 -61.00 -60.00   52
 17  ω     43.00  70.00   0.50    0.12    --  107.75 -61.00 -30.00   54
 18  ω     35.00 100.00   0.50    0.12    --  107.75 -77.00-120.00  130
 19  ω     35.00  60.00   0.50    0.12    --  107.75 -61.00-150.00   50
 20  ω     35.00 103.00   0.50    0.12    --  107.75 -94.00-150.00  136
 21  ω      8.00  33.00   0.50    0.05    --   47.20 -42.00 152.00   50
 22  ω    -99.00 -37.00   0.50    0.05    --  -47.20 -42.00 152.00  124
 23  ω   -125.00 -83.00   0.50    0.12    -- -106.00 -94.00  90.00   84
 24  ω   -166.00-140.00   0.50    0.12    -- -106.00 -15.00  30.00   52
 25  ω   -172.00-147.00   0.50    0.12    -- -106.00 -94.00  90.00   50
 26  ω   -176.00 -95.00   0.50    0.12    -- -106.00 -42.00 152.00  162
 27  ω    -64.00 -33.00   0.50    0.12    -- -106.00  61.00 -60.00   62
 28  ω    -70.00 -34.00   0.50    0.12    -- -106.00  61.00 -90.00   72
 29  ω    -71.00 -46.00   0.50    0.12    -- -106.00  61.00-180.00   50
 30  ω   -120.00 -74.00   0.50    0.05    --  -47.20-125.00-120.00   92
 31  ω     -5.00  36.00   0.50    0.05    --   47.20 -42.00 152.00   82
 32  ω    -24.00   8.00   0.50    0.05    --  -47.20  19.00 -60.00   64
 33  ω     35.00  62.00   0.50    0.05    --   47.20  57.00  90.00   54
 34  ω     30.00  94.00   0.50    0.05    --   47.20  77.00   0.00  128
 35  ω     67.00  93.00   0.50    0.05    --   47.20  57.00  90.00   52
 36  ω   -123.00 -92.00   0.50    0.12    -- -106.00 -54.00  32.12   62
 37  ω   -165.00-139.00   0.50    0.12    -- -106.00 -45.00  90.00   52
 38  ω   -109.00 -83.00   0.50    0.12    -- -106.00 -80.00  80.16   52
 39  ω   -121.00 -90.00   0.50    0.12    -- -106.00 -68.00  30.02   62
 40  ω   -114.00 -88.00   0.50    0.12    -- -106.00 -66.00  36.09   52
 41  ω   -108.00 -83.00   0.50    0.12    -- -106.00 -80.00  48.79   50
 42  ω   -118.00 -85.00   0.50    0.12    -- -106.00 -77.00  90.00   66
 43  ω   -108.00 -83.00   0.50    0.12    -- -106.00 -77.00 120.00   50
 44  ω   -169.00-124.00   0.50    0.12    -- -106.00 -64.00  86.65   90
 45  ω   -138.00 -93.00   0.50    0.12    -- -106.00 -45.00  90.00   90
 46  ω   -113.00 -87.00   0.50    0.12    -- -106.00 -69.00  57.93   52
 47  ω   -176.00-150.00   0.50    0.12    -- -106.00 -45.00 120.00   52
 48  ω   -166.00-140.00   0.50    0.12    -- -106.00 -55.00 111.02   52
 49  ω   -152.00 -85.00   0.50    0.12    -- -106.00 -72.00  99.39  134
 50  ω   -125.00 -99.00   0.50    0.12    -- -106.00 -45.00 120.00   52
 51  ω   -128.00 -85.00   0.50    0.12    -- -106.00 -72.00  16.91   86
 52  ω    -64.00 -38.00   0.50    0.12    -- -106.00  61.00 150.00   52
 53  ω   -110.00 -85.00   0.50    0.12    -- -106.00 -77.00  60.00   50
 54  ω   -105.00 -80.00   0.50    0.12    -- -106.00 -84.00 109.59   50
 55  ω   -126.00 -94.00   0.50    0.12    -- -106.00 -55.00 111.02   64
 56  ω   -107.00 -82.00   0.50    0.12    -- -106.00 -79.00  71.91   50
 57  ω    -71.00 -46.00   0.50    0.12    -- -106.00  61.00  90.00   50
 58  ω   -106.00 -81.00   0.50    0.12    -- -106.00 -83.00  87.99   50
 59  ω   -177.00-149.00   0.50    0.12    -- -106.00 -69.00  22.39   56
 60  ω   -139.00 -86.00   0.50    0.12    -- -106.00 -69.00  22.39  106
 61  ω    -70.00 -33.00   0.50    0.12    -- -106.00  61.00-150.00   74
 62  ω   -117.00 -92.00   0.50    0.12    -- -106.00 -64.00  86.65   50
 63  ω   -107.00 -82.00   0.50    0.12    -- -106.00 -79.00  64.30   50
 64  ω   -120.00 -95.00   0.50    0.12    -- -106.00 -61.00  30.00   50
 65  ω   -112.00 -87.00   0.50    0.12    -- -106.00 -67.00  23.36   50
 66  ω   -116.00 -91.00   0.50    0.12    -- -106.00 -60.00  76.27   50
 67  ω   -113.00 -88.00   0.50    0.12    -- -106.00 -69.00  43.75   50
 68  ω     80.00 106.00   0.50    0.12    --  107.75 -94.00 120.00   52
 69  ω    124.00 167.00   0.50    0.12    --  107.75  61.00-150.00   86
 70  ω    124.00 178.00   0.50    0.12    --  107.75  88.00  62.58  108
 71  ω     81.00 107.00   0.50    0.12    --  107.75  88.00  62.58   52
 72  ω    108.00 144.00   0.50    0.12    --  107.75  61.00   0.00   72
 73  ω     91.00 117.00   0.50    0.12    --  107.75  61.00  30.00   52
 74  ω     71.00  99.00   0.50    0.12    --  107.75 -94.00-120.00   56
 75  ω     80.00 106.00   0.50    0.12    --  107.75 -94.00 150.00   52
 76  ω     85.00 112.00   0.50    0.12    --  107.75  77.00  60.00   54
 77  ω     41.00  67.00   0.50    0.12    --  107.75 -94.00-120.00   52
 78  ω    125.00 177.00   0.50    0.12    --  107.75  61.00  90.00  104
 79  ω    127.00 178.00   0.50    0.12    --  107.75  61.00-180.00  102
 80  ω     35.00  75.00   0.50    0.12    --  107.75 -77.00  60.00   80
 81  ω     36.00  72.00   0.50    0.12    --  107.75 -94.00 150.00   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0998637000
_diffrn_orient_matrix_UB_12      0.0622583000
_diffrn_orient_matrix_UB_13      0.0445265000
_diffrn_orient_matrix_UB_21      0.1106546000
_diffrn_orient_matrix_UB_22      0.0718080000
_diffrn_orient_matrix_UB_23      0.0504593000
_diffrn_orient_matrix_UB_31      -0.0112444000
_diffrn_orient_matrix_UB_32      0.1546377000
_diffrn_orient_matrix_UB_33      -0.0412151000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3536
_reflns_number_total             3618
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.604
_refine_diff_density_min         -0.782
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3618
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0249
_refine_ls_R_factor_gt           0.0244
_refine_ls_restrained_S_all      1.098
_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)+(0.0370P)²+1.4960P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0647
_refine_ls_wR_factor_ref         0.0652
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C17(H17), C14(H14), C6(H6), C13(H13), C7(H7), C9(H9), C16(H16), C10(H10)
1.b Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.12656(2) 0.70927(2) 0.38939(2) 0.01645(7) Uani 1 1 d . . . . .
O2 O 0.83226(16) 0.9610(2) 0.66748(9) 0.0204(3) Uani 1 1 d . . . . .
O1 O 0.45236(19) -0.1223(2) 0.75022(9) 0.0266(4) Uani 1 1 d . . . . .
N1 N 0.16270(19) 0.2993(2) 0.50831(10) 0.0145(4) Uani 1 1 d . . . . .
N2 N 0.05394(19) 0.2646(2) 0.46446(10) 0.0168(4) Uani 1 1 d . . . . .
N3 N 0.02776(18) 0.3851(2) 0.42298(10) 0.0172(4) Uani 1 1 d . . . . .
C3 C 0.3180(2) 0.5238(3) 0.52749(11) 0.0154(4) Uani 1 1 d . . . . .
C5 C 0.5190(2) 0.6891(3) 0.58294(12) 0.0141(4) Uani 1 1 d . . . . .
C1 C 0.1185(2) 0.4972(3) 0.44020(11) 0.0162(4) Uani 1 1 d . . . . .
C4 C 0.4105(2) 0.5993(3) 0.55212(11) 0.0157(4) Uani 1 1 d . . . . .
C2 C 0.2065(2) 0.4464(3) 0.49448(11) 0.0147(4) Uani 1 1 d . . . . .
C8 C 0.7309(2) 0.8653(3) 0.64238(11) 0.0153(4) Uani 1 1 d . . . . .
C17 C 0.2958(2) 0.2312(3) 0.61686(13) 0.0196(5) Uani 1 1 d . . . . .
H17 H 0.321164 0.338222 0.623370 0.023 Uiso 1 1 calc R U . . .
C14 C 0.2144(2) -0.0806(3) 0.59964(12) 0.0173(4) Uani 1 1 d . . . . .
H14 H 0.184125 -0.186116 0.594608 0.021 Uiso 1 1 calc R U . . .
C15 C 0.3017(2) -0.0394(3) 0.65672(12) 0.0168(4) Uani 1 1 d . . . . .
C12 C 0.2115(2) 0.1860(3) 0.55909(12) 0.0150(4) Uani 1 1 d . . . . .
C18 C 0.3583(2) -0.1572(3) 0.70949(12) 0.0190(4) Uani 1 1 d . . . . .
C6 C 0.6106(2) 0.6228(3) 0.63303(12) 0.0168(4) Uani 1 1 d . . . . .
H6 H 0.600247 0.516883 0.646980 0.020 Uiso 1 1 calc R U . . .
C13 C 0.1710(2) 0.0301(3) 0.54993(12) 0.0177(4) Uani 1 1 d . . . . .
H13 H 0.114254 -0.000067 0.510137 0.021 Uiso 1 1 calc R U . . .
C7 C 0.7170(2) 0.7094(3) 0.66285(13) 0.0172(5) Uani 1 1 d . . . . .
H7 H 0.779337 0.663152 0.696701 0.021 Uiso 1 1 calc R U . . .
C9 C 0.6383(2) 0.9332(3) 0.59367(13) 0.0207(5) Uani 1 1 d . . . . .
H9 H 0.647239 1.040033 0.580702 0.025 Uiso 1 1 calc R U . . .
C16 C 0.3423(2) 0.1180(3) 0.66469(12) 0.0188(4) Uani 1 1 d . . . . .
H16 H 0.402304 0.147329 0.703339 0.023 Uiso 1 1 calc R U . . .
C10 C 0.5337(2) 0.8463(3) 0.56408(12) 0.0205(5) Uani 1 1 d . . . . .
H10 H 0.471020 0.893425 0.530633 0.025 Uiso 1 1 calc R U . . .
C19 C 0.2959(3) -0.3169(3) 0.71136(14) 0.0224(5) Uani 1 1 d . . . . .
H19A H 0.353375 -0.387368 0.740914 0.034 Uiso 1 1 calc R U . . .
H19B H 0.280494 -0.360464 0.664891 0.034 Uiso 1 1 calc R U . . .
H19C H 0.213125 -0.306711 0.729492 0.034 Uiso 1 1 calc R U . . .
C11 C 0.9286(3) 0.8967(3) 0.71857(14) 0.0273(5) Uani 1 1 d . . . . .
H11A H 0.968715 0.804784 0.699871 0.041 Uiso 1 1 calc R U . . .
H11B H 0.888118 0.864835 0.758522 0.041 Uiso 1 1 calc R U . . .
H11C H 0.995156 0.976514 0.732355 0.041 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C1 2.067(2) . ?
O2 C8 1.370(3) . ?
O2 C11 1.429(3) . ?
O1 C18 1.215(3) . ?
N1 N2 1.360(3) . ?
N1 C2 1.369(3) . ?
N1 C12 1.430(3) . ?
N2 N3 1.314(3) . ?
N3 C1 1.351(3) . ?
C3 C4 1.202(3) . ?
C3 C2 1.413(3) . ?
C5 C4 1.428(3) . ?
C5 C6 1.394(3) . ?
C5 C10 1.398(3) . ?
C1 C2 1.379(3) . ?
C8 C7 1.396(3) . ?
C8 C9 1.389(3) . ?
C17 H17 0.9500 . ?
C17 C12 1.393(3) . ?
C17 C16 1.386(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.391(3) . ?
C14 C13 1.388(3) . ?
C15 C18 1.503(3) . ?
C15 C16 1.404(3) . ?
C12 C13 1.393(3) . ?
C18 C19 1.505(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.391(3) . ?
C13 H13 0.9500 . ?
C7 H7 0.9500 . ?
C9 H9 0.9500 . ?
C9 C10 1.378(3) . ?
C16 H16 0.9500 . ?
C10 H10 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O2 C11 117.40(18) . . ?
N2 N1 C2 110.03(19) . . ?
N2 N1 C12 118.96(18) . . ?
C2 N1 C12 131.0(2) . . ?
N3 N2 N1 108.09(18) . . ?
N2 N3 C1 108.23(19) . . ?
C4 C3 C2 174.9(2) . . ?
C6 C5 C4 120.7(2) . . ?
C6 C5 C10 119.0(2) . . ?
C10 C5 C4 120.3(2) . . ?
N3 C1 I1 124.37(16) . . ?
N3 C1 C2 110.05(19) . . ?
C2 C1 I1 125.54(16) . . ?
C3 C4 C5 178.6(2) . . ?
N1 C2 C3 127.4(2) . . ?
N1 C2 C1 103.59(19) . . ?
C1 C2 C3 129.0(2) . . ?
O2 C8 C7 124.3(2) . . ?
O2 C8 C9 115.5(2) . . ?
C9 C8 C7 120.2(2) . . ?
C12 C17 H17 120.4 . . ?
C16 C17 H17 120.4 . . ?
C16 C17 C12 119.2(2) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C13 C14 C15 121.0(2) . . ?
C14 C15 C18 122.9(2) . . ?
C14 C15 C16 118.9(2) . . ?
C16 C15 C18 118.2(2) . . ?
C17 C12 N1 120.7(2) . . ?
C13 C12 N1 118.4(2) . . ?
C13 C12 C17 120.9(2) . . ?
O1 C18 C15 119.9(2) . . ?
O1 C18 C19 121.0(2) . . ?
C15 C18 C19 119.1(2) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 C5 120.9(2) . . ?
C7 C6 H6 119.5 . . ?
C14 C13 C12 119.2(2) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C8 C7 H7 120.4 . . ?
C6 C7 C8 119.1(2) . . ?
C6 C7 H7 120.4 . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.3(2) . . ?
C10 C9 H9 119.9 . . ?
C17 C16 C15 120.8(2) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C5 C10 H10 119.8 . . ?
C9 C10 C5 120.4(2) . . ?
C9 C10 H10 119.8 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
I1 C1 C2 N1 -177.87(15) . . . . ?
I1 C1 C2 C3 0.5(3) . . . . ?
O2 C8 C7 C6 -179.1(2) . . . . ?
O2 C8 C9 C10 178.7(2) . . . . ?
N1 N2 N3 C1 -0.4(2) . . . . ?
N1 C12 C13 C14 -178.2(2) . . . . ?
N2 N1 C2 C3 -178.5(2) . . . . ?
N2 N1 C2 C1 -0.1(2) . . . . ?
N2 N1 C12 C17 -160.5(2) . . . . ?
N2 N1 C12 C13 18.5(3) . . . . ?
N2 N3 C1 I1 178.08(15) . . . . ?
N2 N3 C1 C2 0.3(3) . . . . ?
N3 C1 C2 N1 -0.1(2) . . . . ?
N3 C1 C2 C3 178.3(2) . . . . ?
C5 C6 C7 C8 0.5(4) . . . . ?
C4 C5 C6 C7 179.5(2) . . . . ?
C4 C5 C10 C9 -179.9(2) . . . . ?
C2 N1 N2 N3 0.3(2) . . . . ?
C2 N1 C12 C17 19.0(4) . . . . ?
C2 N1 C12 C13 -162.0(2) . . . . ?
C8 C9 C10 C5 0.3(4) . . . . ?
C17 C12 C13 C14 0.8(4) . . . . ?
C14 C15 C18 O1 165.1(2) . . . . ?
C14 C15 C18 C19 -15.5(3) . . . . ?
C14 C15 C16 C17 0.4(4) . . . . ?
C15 C14 C13 C12 -2.7(3) . . . . ?
C12 N1 N2 N3 179.88(19) . . . . ?
C12 N1 C2 C3 2.0(4) . . . . ?
C12 N1 C2 C1 -179.6(2) . . . . ?
C12 C17 C16 C15 -2.3(4) . . . . ?
C18 C15 C16 C17 178.5(2) . . . . ?
C6 C5 C10 C9 1.2(4) . . . . ?
C13 C14 C15 C18 -175.9(2) . . . . ?
C13 C14 C15 C16 2.2(3) . . . . ?
C7 C8 C9 C10 -1.5(4) . . . . ?
C9 C8 C7 C6 1.1(4) . . . . ?
C16 C17 C12 N1 -179.3(2) . . . . ?
C16 C17 C12 C13 1.7(4) . . . . ?
C16 C15 C18 O1 -12.9(3) . . . . ?
C16 C15 C18 C19 166.4(2) . . . . ?
C10 C5 C6 C7 -1.6(3) . . . . ?
C11 O2 C8 C7 -0.8(3) . . . . ?
C11 O2 C8 C9 179.0(2) . . . . ?

_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 1.885
_oxdiff_exptl_absorpt_empirical_full_min 0.723
####################################################################### 
# 
# 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_kmd004c54cu2i2p3
_database_code_depnum_ccdc_archive 'CCDC 2240450'
loop_
_audit_author_name
_audit_author_address
'Mariya Kryukova'
;SPbSU
Russia
;
_audit_update_record             
;
2023-02-07 deposited with the CCDC.	2024-01-29 downloaded from the CCDC.
;
_audit_creation_date             2023-02-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C54 H45 Cu2 I2 P3'
_chemical_formula_sum            'C54 H45 Cu2 I2 P3'
_chemical_formula_weight         1167.69
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
Cu Cu 0.3201 1.2651 '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'
P P 0.1023 0.0942 '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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.3589(4)
_cell_length_b                   20.5853(7)
_cell_length_c                   11.7439(6)
_cell_angle_alpha                90
_cell_angle_beta                 105.593(4)
_cell_angle_gamma                90
_cell_volume                     2412.11(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11749
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      35.1840
_cell_measurement_theta_min      3.2170
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.297
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85190
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            cooourless
_exptl_crystal_density_diffrn    1.608
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1156
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_av_unetI/netI     0.0669
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            36890
_diffrn_reflns_point_group_measured_fraction_full 0.931
_diffrn_reflns_point_group_measured_fraction_max 0.820
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.532
_diffrn_reflns_theta_min         2.676
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean 16.2096
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -76.00  -47.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -35.2878  126.0000  -40.0000 29

#__ type_ start__ end____ width___ exp.time_
  2 omega  -93.00  -67.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -35.2878  -19.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
  3 omega  -36.00   -9.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -35.2878  -19.0000   90.0000 27

#__ type_ start__ end____ width___ exp.time_
  4 omega   41.00  108.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       36.3816  178.0000  -30.0000 67

#__ type_ start__ end____ width___ exp.time_
  5 omega   -8.00  107.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       36.3816   19.0000   30.0000 115

#__ type_ start__ end____ width___ exp.time_
  6 omega   32.00   77.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       36.3816  -99.0000  -90.0000 45

#__ type_ start__ end____ width___ exp.time_
  7 omega   71.00  103.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       36.3816  178.0000   90.0000 32

#__ type_ start__ end____ width___ exp.time_
  8 omega  -99.00  -23.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.2468  -57.0000 -120.0000 76

#__ type_ start__ end____ width___ exp.time_
  9 omega -107.00  -57.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.2468 -178.0000   60.0000 50

#__ type_ start__ end____ width___ exp.time_
 10 omega  -34.00   -9.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.2468  -77.0000 -120.0000 25
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.717
_reflns_Friedel_fraction_full    0.859
_reflns_Friedel_fraction_max     0.700
_reflns_number_gt                16801
_reflns_number_total             19480
_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, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.323
_refine_diff_density_min         -0.926
_refine_diff_density_rms         0.136
_refine_ls_abs_structure_details 
;
 Flack x determined using 5954 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.001(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     550
_refine_ls_number_reflns         19480
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0538
_refine_ls_R_factor_gt           0.0415
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0179P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0635
_refine_ls_wR_factor_ref         0.0693
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C20(H20), C44(H44), C38(H38), C52(H52), C32(H32), C30(H30), C10(H10),
 C42(H42), C11(H11), C29(H29), C53(H53), C54(H54), C26(H26), C39(H39), C8(H8),
 C51(H51), C50(H50), C22(H22), C48(H48), C46(H46), C12(H12), C18(H18), C14(H14),
  C9(H9), C45(H45), C28(H28), C33(H33), C41(H41), C40(H40), C6(H6), C15(H15),
 C36(H36), C23(H23), C24(H24), C21(H21), C2(H2), C16(H16), C34(H34), C27(H27),
 C17(H17), C35(H35), C3(H3), C47(H47), C5(H5), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.30619(2) 0.58292(2) 0.37785(2) 0.01416(5) Uani 1 1 d . . . . .
I2 I 0.47925(3) 0.47124(2) 0.14304(2) 0.02099(6) Uani 1 1 d . . . . .
Cu2 Cu 0.41349(4) 0.46492(2) 0.35931(4) 0.01419(9) Uani 1 1 d . . . . .
Cu1 Cu 0.34344(5) 0.56797(2) 0.17158(5) 0.01691(10) Uani 1 1 d . . . . .
P3 P 0.62199(9) 0.46336(5) 0.48589(9) 0.01291(18) Uani 1 1 d . . . . .
P2 P 0.25697(9) 0.38778(5) 0.35380(10) 0.01348(19) Uani 1 1 d . . . . .
P1 P 0.25067(10) 0.64731(5) 0.04827(10) 0.0168(2) Uani 1 1 d . . . . .
C20 C 0.0987(5) 0.4272(3) 0.1330(5) 0.0321(12) Uani 1 1 d . . . . .
H20 H 0.178522 0.447137 0.125056 0.038 Uiso 1 1 calc R U . . .
C44 C 0.5380(4) 0.4722(2) 0.6910(4) 0.0175(7) Uani 1 1 d . . . . .
H44 H 0.459878 0.450533 0.646254 0.021 Uiso 1 1 calc R U . . .
C49 C 0.7362(4) 0.51819(19) 0.4395(4) 0.0146(7) Uani 1 1 d . . . . .
C38 C 0.7072(4) 0.3504(2) 0.3974(4) 0.0190(8) Uani 1 1 d . . . . .
H38 H 0.675713 0.371373 0.323003 0.023 Uiso 1 1 calc R U . . .
C43 C 0.6405(4) 0.48738(19) 0.6386(4) 0.0156(7) Uani 1 1 d . . . . .
C19 C 0.1002(4) 0.39440(19) 0.2373(4) 0.0168(8) Uani 1 1 d . . . . .
C37 C 0.7010(3) 0.38311(19) 0.5004(4) 0.0149(7) Uani 1 1 d . . . . .
C52 C 0.8975(4) 0.6082(2) 0.3664(4) 0.0244(10) Uani 1 1 d . . . . .
H52 H 0.953739 0.638952 0.342784 0.029 Uiso 1 1 calc R U . . .
C32 C 0.1845(4) 0.4371(2) 0.5493(4) 0.0191(8) Uani 1 1 d . . . . .
H32 H 0.205154 0.478039 0.521349 0.023 Uiso 1 1 calc R U . . .
C30 C 0.4175(4) 0.2798(2) 0.4260(4) 0.0194(8) Uani 1 1 d . . . . .
H30 H 0.457551 0.305791 0.493011 0.023 Uiso 1 1 calc R U . . .
C13 C 0.3618(4) 0.7175(2) 0.0671(4) 0.0214(9) Uani 1 1 d . . . . .
C10 C 0.1458(4) 0.6109(2) -0.3544(4) 0.0214(9) Uani 1 1 d . . . . .
H10 H 0.126159 0.603182 -0.437049 0.026 Uiso 1 1 calc R U . . .
C31 C 0.2001(4) 0.3804(2) 0.4890(4) 0.0155(7) Uani 1 1 d . . . . .
C42 C 0.7458(4) 0.3509(2) 0.6090(4) 0.0192(8) Uani 1 1 d . . . . .
H42 H 0.742894 0.372315 0.679968 0.023 Uiso 1 1 calc R U . . .
C25 C 0.3130(4) 0.30499(19) 0.3354(4) 0.0150(7) Uani 1 1 d . . . . .
C11 C 0.2703(4) 0.5933(2) -0.2805(4) 0.0225(9) Uani 1 1 d . . . . .
H11 H 0.336111 0.574421 -0.312992 0.027 Uiso 1 1 calc R U . . .
C29 C 0.4628(4) 0.2169(2) 0.4182(5) 0.0234(10) Uani 1 1 d . . . . .
H29 H 0.532421 0.199439 0.480680 0.028 Uiso 1 1 calc R U . . .
C53 C 0.9295(4) 0.5435(2) 0.3708(4) 0.0240(10) Uani 1 1 d . . . . .
H53 H 1.006101 0.529483 0.347638 0.029 Uiso 1 1 calc R U . . .
C54 C 0.8503(4) 0.4983(2) 0.4090(4) 0.0195(9) Uani 1 1 d . . . . .
H54 H 0.874586 0.453687 0.414076 0.023 Uiso 1 1 calc R U . . .
C26 C 0.2581(4) 0.2676(2) 0.2368(4) 0.0225(9) Uani 1 1 d . . . . .
H26 H 0.188086 0.284751 0.174321 0.027 Uiso 1 1 calc R U . . .
C39 C 0.7586(4) 0.2882(2) 0.4023(4) 0.0208(9) Uani 1 1 d . . . . .
H39 H 0.763962 0.266965 0.331965 0.025 Uiso 1 1 calc R U . . .
C8 C 0.0802(4) 0.6514(2) -0.1863(4) 0.0216(9) Uani 1 1 d . . . . .
H8 H 0.015513 0.672146 -0.154689 0.026 Uiso 1 1 calc R U . . .
C51 C 0.7831(4) 0.6293(2) 0.3963(4) 0.0229(9) Uani 1 1 d . . . . .
H51 H 0.760222 0.674074 0.392079 0.028 Uiso 1 1 calc R U . . .
C1 C 0.0946(4) 0.6787(2) 0.0715(4) 0.0226(9) Uani 1 1 d . . . . .
C50 C 0.7030(4) 0.5841(2) 0.4322(4) 0.0197(8) Uani 1 1 d . . . . .
H50 H 0.624496 0.598159 0.452113 0.024 Uiso 1 1 calc R U . . .
C22 C -0.1346(5) 0.4033(2) 0.0528(5) 0.0316(12) Uani 1 1 d . . . . .
H22 H -0.214422 0.406272 -0.009935 0.038 Uiso 1 1 calc R U . . .
C48 C 0.7552(4) 0.5187(2) 0.7076(4) 0.0188(8) Uani 1 1 d . . . . .
H48 H 0.826772 0.528521 0.674146 0.023 Uiso 1 1 calc R U . . .
C46 C 0.6620(5) 0.5200(2) 0.8752(4) 0.0248(9) Uani 1 1 d . . . . .
H46 H 0.669245 0.530951 0.955306 0.030 Uiso 1 1 calc R U . . .
C12 C 0.2979(4) 0.6033(2) -0.1602(4) 0.0210(9) Uani 1 1 d . . . . .
H12 H 0.381628 0.589642 -0.110225 0.025 Uiso 1 1 calc R U . . .
C18 C 0.4183(5) 0.7407(3) 0.1813(5) 0.0322(11) Uani 1 1 d . . . . .
H18 H 0.395917 0.720613 0.246233 0.039 Uiso 1 1 calc R U . . .
C7 C 0.2042(4) 0.6332(2) -0.1106(4) 0.0174(8) Uani 1 1 d . . . . .
C14 C 0.3991(4) 0.7471(2) -0.0258(5) 0.0267(10) Uani 1 1 d . . . . .
H14 H 0.363801 0.731386 -0.104128 0.032 Uiso 1 1 calc R U . . .
C9 C 0.0508(4) 0.6395(2) -0.3072(4) 0.0214(9) Uani 1 1 d . . . . .
H9 H -0.034350 0.651088 -0.357284 0.026 Uiso 1 1 calc R U . . .
C45 C 0.5498(4) 0.4887(2) 0.8080(4) 0.0230(9) Uani 1 1 d . . . . .
H45 H 0.479151 0.478198 0.842275 0.028 Uiso 1 1 calc R U . . .
C28 C 0.4066(4) 0.1796(2) 0.3194(5) 0.0252(10) Uani 1 1 d . . . . .
H28 H 0.437836 0.136669 0.313909 0.030 Uiso 1 1 calc R U . . .
C33 C 0.1389(4) 0.4337(2) 0.6501(4) 0.0234(9) Uani 1 1 d . . . . .
H33 H 0.127547 0.472457 0.690393 0.028 Uiso 1 1 calc R U . . .
C41 C 0.7944(4) 0.2880(2) 0.6134(4) 0.0231(9) Uani 1 1 d . . . . .
H41 H 0.822471 0.266024 0.687142 0.028 Uiso 1 1 calc R U . . .
C40 C 0.8022(4) 0.2568(2) 0.5108(4) 0.0216(9) Uani 1 1 d . . . . .
H40 H 0.837488 0.214059 0.514555 0.026 Uiso 1 1 calc R U . . .
C6 C 0.0599(5) 0.7433(3) 0.0601(4) 0.0308(11) Uani 1 1 d . . . . .
H6 H 0.121588 0.774821 0.047234 0.037 Uiso 1 1 calc R U . . .
C15 C 0.4875(5) 0.7993(2) -0.0054(5) 0.0312(11) Uani 1 1 d . . . . .
H15 H 0.511326 0.819363 -0.069700 0.037 Uiso 1 1 calc R U . . .
C36 C 0.1693(4) 0.3206(2) 0.5315(4) 0.0205(8) Uani 1 1 d . . . . .
H36 H 0.178110 0.281776 0.490426 0.025 Uiso 1 1 calc R U . . .
C23 C -0.1355(4) 0.3715(2) 0.1545(4) 0.0265(10) Uani 1 1 d . . . . .
H23 H -0.216471 0.352761 0.162379 0.032 Uiso 1 1 calc R U . . .
C24 C -0.0185(4) 0.3663(2) 0.2476(4) 0.0225(9) Uani 1 1 d . . . . .
H24 H -0.020068 0.343597 0.317694 0.027 Uiso 1 1 calc R U . . .
C21 C -0.0169(5) 0.4313(3) 0.0408(5) 0.0398(14) Uani 1 1 d . . . . .
H21 H -0.015794 0.453129 -0.030216 0.048 Uiso 1 1 calc R U . . .
C2 C 0.0042(4) 0.6322(3) 0.0920(4) 0.0291(11) Uani 1 1 d . . . . .
H2 H 0.028912 0.587722 0.101835 0.035 Uiso 1 1 calc R U . . .
C16 C 0.5404(5) 0.8219(2) 0.1076(5) 0.0338(12) Uani 1 1 d . . . . .
H16 H 0.600559 0.857662 0.121335 0.041 Uiso 1 1 calc R U . . .
C34 C 0.1099(4) 0.3741(2) 0.6920(4) 0.0249(10) Uani 1 1 d . . . . .
H34 H 0.078935 0.372110 0.761051 0.030 Uiso 1 1 calc R U . . .
C27 C 0.3051(5) 0.2048(2) 0.2284(5) 0.0304(11) Uani 1 1 d . . . . .
H27 H 0.267235 0.179255 0.160248 0.036 Uiso 1 1 calc R U . . .
C17 C 0.5064(6) 0.7927(3) 0.2013(6) 0.0405(13) Uani 1 1 d . . . . .
H17 H 0.543329 0.808219 0.279484 0.049 Uiso 1 1 calc R U . . .
C35 C 0.1257(4) 0.3175(2) 0.6339(5) 0.0255(10) Uani 1 1 d . . . . .
H35 H 0.107023 0.276684 0.663567 0.031 Uiso 1 1 calc R U . . .
C3 C -0.1228(5) 0.6524(3) 0.0978(5) 0.0415(15) Uani 1 1 d . . . . .
H3 H -0.185330 0.621301 0.110082 0.050 Uiso 1 1 calc R U . . .
C47 C 0.7654(4) 0.5355(2) 0.8236(4) 0.0245(9) Uani 1 1 d . . . . .
H47 H 0.842940 0.557543 0.868596 0.029 Uiso 1 1 calc R U . . .
C5 C -0.0678(6) 0.7621(3) 0.0676(5) 0.0484(18) Uani 1 1 d . . . . .
H5 H -0.092426 0.806691 0.059940 0.058 Uiso 1 1 calc R U . . .
C4 C -0.1577(6) 0.7168(4) 0.0859(5) 0.0515(19) Uani 1 1 d . . . . .
H4 H -0.244079 0.730102 0.090210 0.062 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Cu2 2.7043(5) . ?
I1 Cu1 2.5718(6) . ?
I2 Cu2 2.8039(5) . ?
I2 Cu1 2.5120(5) . ?
Cu2 Cu1 3.0045(7) . ?
Cu2 P3 2.2693(11) . ?
Cu2 P2 2.2579(11) . ?
Cu1 P1 2.2226(12) . ?
P3 C49 1.821(4) . ?
P3 C43 1.820(4) . ?
P3 C37 1.831(4) . ?
P2 C19 1.825(4) . ?
P2 C31 1.842(4) . ?
P2 C25 1.832(4) . ?
P1 C13 1.823(5) . ?
P1 C1 1.828(4) . ?
P1 C7 1.821(4) . ?
C20 H20 0.9500 . ?
C20 C19 1.396(6) . ?
C20 C21 1.384(7) . ?
C44 H44 0.9500 . ?
C44 C43 1.398(5) . ?
C44 C45 1.389(6) . ?
C49 C54 1.387(5) . ?
C49 C50 1.397(6) . ?
C38 H38 0.9500 . ?
C38 C37 1.401(6) . ?
C38 C39 1.382(6) . ?
C43 C48 1.402(6) . ?
C19 C24 1.393(5) . ?
C37 C42 1.401(6) . ?
C52 H52 0.9500 . ?
C52 C53 1.370(7) . ?
C52 C51 1.393(6) . ?
C32 H32 0.9500 . ?
C32 C31 1.396(6) . ?
C32 C33 1.389(6) . ?
C30 H30 0.9500 . ?
C30 C25 1.397(6) . ?
C30 C29 1.390(6) . ?
C13 C18 1.396(7) . ?
C13 C14 1.392(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.395(6) . ?
C10 C9 1.384(6) . ?
C31 C36 1.398(6) . ?
C42 H42 0.9500 . ?
C42 C41 1.386(6) . ?
C25 C26 1.379(6) . ?
C11 H11 0.9500 . ?
C11 C12 1.379(6) . ?
C29 H29 0.9500 . ?
C29 C28 1.382(7) . ?
C53 H53 0.9500 . ?
C53 C54 1.392(6) . ?
C54 H54 0.9500 . ?
C26 H26 0.9500 . ?
C26 C27 1.395(6) . ?
C39 H39 0.9500 . ?
C39 C40 1.391(7) . ?
C8 H8 0.9500 . ?
C8 C7 1.402(6) . ?
C8 C9 1.391(6) . ?
C51 H51 0.9500 . ?
C51 C50 1.385(6) . ?
C1 C6 1.375(7) . ?
C1 C2 1.404(7) . ?
C50 H50 0.9500 . ?
C22 H22 0.9500 . ?
C22 C23 1.365(7) . ?
C22 C21 1.389(7) . ?
C48 H48 0.9500 . ?
C48 C47 1.381(6) . ?
C46 H46 0.9500 . ?
C46 C45 1.377(7) . ?
C46 C47 1.402(6) . ?
C12 H12 0.9500 . ?
C12 C7 1.402(5) . ?
C18 H18 0.9500 . ?
C18 C17 1.384(7) . ?
C14 H14 0.9500 . ?
C14 C15 1.390(6) . ?
C9 H9 0.9500 . ?
C45 H45 0.9500 . ?
C28 H28 0.9500 . ?
C28 C27 1.382(7) . ?
C33 H33 0.9500 . ?
C33 C34 1.385(6) . ?
C41 H41 0.9500 . ?
C41 C40 1.387(6) . ?
C40 H40 0.9500 . ?
C6 H6 0.9500 . ?
C6 C5 1.404(7) . ?
C15 H15 0.9500 . ?
C15 C16 1.374(8) . ?
C36 H36 0.9500 . ?
C36 C35 1.395(6) . ?
C23 H23 0.9500 . ?
C23 C24 1.402(6) . ?
C24 H24 0.9500 . ?
C21 H21 0.9500 . ?
C2 H2 0.9500 . ?
C2 C3 1.398(6) . ?
C16 H16 0.9500 . ?
C16 C17 1.380(8) . ?
C34 H34 0.9500 . ?
C34 C35 1.382(7) . ?
C27 H27 0.9500 . ?
C17 H17 0.9500 . ?
C35 H35 0.9500 . ?
C3 H3 0.9500 . ?
C3 C4 1.371(9) . ?
C47 H47 0.9500 . ?
C5 H5 0.9500 . ?
C5 C4 1.375(9) . ?
C4 H4 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cu1 I1 Cu2 69.371(16) . . ?
Cu1 I2 Cu2 68.578(17) . . ?
I1 Cu2 I2 103.678(18) . . ?
I1 Cu2 Cu1 53.237(14) . . ?
I2 Cu2 Cu1 51.106(13) . . ?
P3 Cu2 I1 107.42(3) . . ?
P3 Cu2 I2 100.01(3) . . ?
P3 Cu2 Cu1 119.36(3) . . ?
P2 Cu2 I1 109.05(3) . . ?
P2 Cu2 I2 110.74(3) . . ?
P2 Cu2 Cu1 116.46(3) . . ?
P2 Cu2 P3 123.95(4) . . ?
I1 Cu1 Cu2 57.392(15) . . ?
I2 Cu1 I1 116.86(2) . . ?
I2 Cu1 Cu2 60.316(15) . . ?
P1 Cu1 I1 112.19(3) . . ?
P1 Cu1 I2 130.93(4) . . ?
P1 Cu1 Cu2 166.85(3) . . ?
C49 P3 Cu2 112.08(14) . . ?
C49 P3 C37 106.08(17) . . ?
C43 P3 Cu2 118.12(12) . . ?
C43 P3 C49 102.78(18) . . ?
C43 P3 C37 103.13(19) . . ?
C37 P3 Cu2 113.38(13) . . ?
C19 P2 Cu2 117.15(14) . . ?
C19 P2 C31 103.04(18) . . ?
C19 P2 C25 103.13(19) . . ?
C31 P2 Cu2 115.25(14) . . ?
C25 P2 Cu2 114.19(12) . . ?
C25 P2 C31 102.15(18) . . ?
C13 P1 Cu1 110.79(15) . . ?
C13 P1 C1 104.9(2) . . ?
C1 P1 Cu1 114.04(16) . . ?
C7 P1 Cu1 119.98(14) . . ?
C7 P1 C13 103.6(2) . . ?
C7 P1 C1 102.02(19) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 H20 119.3 . . ?
C21 C20 C19 121.3(4) . . ?
C43 C44 H44 119.8 . . ?
C45 C44 H44 119.8 . . ?
C45 C44 C43 120.4(4) . . ?
C54 C49 P3 124.2(3) . . ?
C54 C49 C50 118.9(4) . . ?
C50 C49 P3 116.9(3) . . ?
C37 C38 H38 119.5 . . ?
C39 C38 H38 119.5 . . ?
C39 C38 C37 121.0(4) . . ?
C44 C43 P3 118.8(3) . . ?
C44 C43 C48 118.3(4) . . ?
C48 C43 P3 122.9(3) . . ?
C20 C19 P2 119.5(3) . . ?
C24 C19 P2 122.1(3) . . ?
C24 C19 C20 118.4(4) . . ?
C38 C37 P3 118.4(3) . . ?
C42 C37 P3 122.8(3) . . ?
C42 C37 C38 118.6(4) . . ?
C53 C52 H52 119.8 . . ?
C53 C52 C51 120.4(4) . . ?
C51 C52 H52 119.8 . . ?
C31 C32 H32 119.9 . . ?
C33 C32 H32 119.9 . . ?
C33 C32 C31 120.2(4) . . ?
C25 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C29 C30 C25 120.1(4) . . ?
C18 C13 P1 118.4(4) . . ?
C14 C13 P1 123.4(4) . . ?
C14 C13 C18 118.0(4) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C9 C10 C11 119.9(4) . . ?
C32 C31 P2 118.5(3) . . ?
C32 C31 C36 119.1(4) . . ?
C36 C31 P2 122.5(3) . . ?
C37 C42 H42 119.9 . . ?
C41 C42 C37 120.3(4) . . ?
C41 C42 H42 119.9 . . ?
C30 C25 P2 117.4(3) . . ?
C26 C25 P2 123.1(3) . . ?
C26 C25 C30 119.5(4) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 120.1(4) . . ?
C12 C11 H11 120.0 . . ?
C30 C29 H29 120.0 . . ?
C28 C29 C30 119.9(4) . . ?
C28 C29 H29 120.0 . . ?
C52 C53 H53 119.9 . . ?
C52 C53 C54 120.3(4) . . ?
C54 C53 H53 119.9 . . ?
C49 C54 C53 120.2(4) . . ?
C49 C54 H54 119.9 . . ?
C53 C54 H54 119.9 . . ?
C25 C26 H26 119.9 . . ?
C25 C26 C27 120.2(4) . . ?
C27 C26 H26 119.9 . . ?
C38 C39 H39 120.1 . . ?
C38 C39 C40 119.7(4) . . ?
C40 C39 H39 120.1 . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C9 C8 C7 120.8(4) . . ?
C52 C51 H51 120.4 . . ?
C50 C51 C52 119.2(4) . . ?
C50 C51 H51 120.4 . . ?
C6 C1 P1 123.1(4) . . ?
C6 C1 C2 120.5(4) . . ?
C2 C1 P1 116.2(3) . . ?
C49 C50 H50 119.6 . . ?
C51 C50 C49 120.9(4) . . ?
C51 C50 H50 119.6 . . ?
C23 C22 H22 120.0 . . ?
C23 C22 C21 120.0(4) . . ?
C21 C22 H22 120.0 . . ?
C43 C48 H48 119.5 . . ?
C47 C48 C43 120.9(4) . . ?
C47 C48 H48 119.5 . . ?
C45 C46 H46 120.5 . . ?
C45 C46 C47 118.9(4) . . ?
C47 C46 H46 120.5 . . ?
C11 C12 H12 119.5 . . ?
C11 C12 C7 121.0(4) . . ?
C7 C12 H12 119.5 . . ?
C13 C18 H18 119.5 . . ?
C17 C18 C13 121.0(5) . . ?
C17 C18 H18 119.5 . . ?
C8 C7 P1 123.5(3) . . ?
C8 C7 C12 118.2(4) . . ?
C12 C7 P1 118.3(3) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 C13 120.8(5) . . ?
C15 C14 H14 119.6 . . ?
C10 C9 C8 120.0(4) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C44 C45 H45 119.4 . . ?
C46 C45 C44 121.2(4) . . ?
C46 C45 H45 119.4 . . ?
C29 C28 H28 119.9 . . ?
C29 C28 C27 120.2(4) . . ?
C27 C28 H28 119.9 . . ?
C32 C33 H33 119.9 . . ?
C34 C33 C32 120.1(4) . . ?
C34 C33 H33 119.9 . . ?
C42 C41 H41 119.8 . . ?
C42 C41 C40 120.3(4) . . ?
C40 C41 H41 119.8 . . ?
C39 C40 H40 120.0 . . ?
C41 C40 C39 120.1(4) . . ?
C41 C40 H40 120.0 . . ?
C1 C6 H6 120.5 . . ?
C1 C6 C5 119.1(6) . . ?
C5 C6 H6 120.5 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.1(5) . . ?
C16 C15 H15 119.9 . . ?
C31 C36 H36 119.8 . . ?
C35 C36 C31 120.4(4) . . ?
C35 C36 H36 119.8 . . ?
C22 C23 H23 119.6 . . ?
C22 C23 C24 120.8(4) . . ?
C24 C23 H23 119.6 . . ?
C19 C24 C23 119.9(4) . . ?
C19 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C20 C21 C22 119.6(5) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C1 C2 H2 120.5 . . ?
C3 C2 C1 119.0(5) . . ?
C3 C2 H2 120.5 . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C17 120.1(5) . . ?
C17 C16 H16 120.0 . . ?
C33 C34 H34 119.8 . . ?
C35 C34 C33 120.4(4) . . ?
C35 C34 H34 119.8 . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.0(5) . . ?
C28 C27 H27 120.0 . . ?
C18 C17 H17 120.0 . . ?
C16 C17 C18 119.9(6) . . ?
C16 C17 H17 120.0 . . ?
C36 C35 H35 120.1 . . ?
C34 C35 C36 119.8(4) . . ?
C34 C35 H35 120.1 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.6(6) . . ?
C4 C3 H3 119.7 . . ?
C48 C47 C46 120.3(4) . . ?
C48 C47 H47 119.8 . . ?
C46 C47 H47 119.8 . . ?
C6 C5 H5 119.6 . . ?
C4 C5 C6 120.8(6) . . ?
C4 C5 H5 119.6 . . ?
C3 C4 C5 120.0(5) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?

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
Cu2 P3 C49 C54 -117.3(4) . . . . ?
Cu2 P3 C49 C50 61.1(4) . . . . ?
Cu2 P3 C43 C44 34.5(4) . . . . ?
Cu2 P3 C43 C48 -147.6(3) . . . . ?
Cu2 P3 C37 C38 52.5(3) . . . . ?
Cu2 P3 C37 C42 -122.3(3) . . . . ?
Cu2 P2 C19 C20 25.2(4) . . . . ?
Cu2 P2 C19 C24 -156.4(3) . . . . ?
Cu2 P2 C31 C32 38.2(4) . . . . ?
Cu2 P2 C31 C36 -143.3(3) . . . . ?
Cu2 P2 C25 C30 64.2(3) . . . . ?
Cu2 P2 C25 C26 -115.0(3) . . . . ?
Cu1 P1 C13 C18 -49.0(4) . . . . ?
Cu1 P1 C13 C14 127.4(4) . . . . ?
Cu1 P1 C1 C6 142.6(4) . . . . ?
Cu1 P1 C1 C2 -42.8(4) . . . . ?
Cu1 P1 C7 C8 133.3(3) . . . . ?
Cu1 P1 C7 C12 -47.5(4) . . . . ?
P3 C49 C54 C53 177.9(4) . . . . ?
P3 C49 C50 C51 -179.2(4) . . . . ?
P3 C43 C48 C47 -179.3(3) . . . . ?
P3 C37 C42 C41 174.5(3) . . . . ?
P2 C19 C24 C23 -178.6(4) . . . . ?
P2 C31 C36 C35 -179.6(3) . . . . ?
P2 C25 C26 C27 -179.8(3) . . . . ?
P1 C13 C18 C17 178.1(4) . . . . ?
P1 C13 C14 C15 -178.0(3) . . . . ?
P1 C1 C6 C5 173.5(4) . . . . ?
P1 C1 C2 C3 -173.2(4) . . . . ?
C20 C19 C24 C23 -0.1(7) . . . . ?
C44 C43 C48 C47 -1.4(6) . . . . ?
C49 P3 C43 C44 158.4(3) . . . . ?
C49 P3 C43 C48 -23.7(4) . . . . ?
C49 P3 C37 C38 -70.9(3) . . . . ?
C49 P3 C37 C42 114.3(3) . . . . ?
C38 C37 C42 C41 -0.3(6) . . . . ?
C38 C39 C40 C41 -0.1(6) . . . . ?
C43 P3 C49 C54 114.9(4) . . . . ?
C43 P3 C49 C50 -66.7(4) . . . . ?
C43 P3 C37 C38 -178.6(3) . . . . ?
C43 P3 C37 C42 6.6(4) . . . . ?
C43 C44 C45 C46 -0.2(7) . . . . ?
C43 C48 C47 C46 1.4(7) . . . . ?
C19 P2 C31 C32 -90.6(3) . . . . ?
C19 P2 C31 C36 87.9(4) . . . . ?
C19 P2 C25 C30 -167.6(3) . . . . ?
C19 P2 C25 C26 13.2(4) . . . . ?
C19 C20 C21 C22 1.2(9) . . . . ?
C37 P3 C49 C54 7.0(4) . . . . ?
C37 P3 C49 C50 -174.6(3) . . . . ?
C37 P3 C43 C44 -91.5(3) . . . . ?
C37 P3 C43 C48 86.5(4) . . . . ?
C37 C38 C39 C40 1.3(6) . . . . ?
C37 C42 C41 C40 1.6(6) . . . . ?
C52 C53 C54 C49 1.9(7) . . . . ?
C52 C51 C50 C49 0.5(7) . . . . ?
C32 C31 C36 C35 -1.0(6) . . . . ?
C32 C33 C34 C35 -0.2(7) . . . . ?
C30 C25 C26 C27 1.0(6) . . . . ?
C30 C29 C28 C27 -0.2(7) . . . . ?
C13 P1 C1 C6 21.2(5) . . . . ?
C13 P1 C1 C2 -164.2(4) . . . . ?
C13 P1 C7 C8 -102.5(4) . . . . ?
C13 P1 C7 C12 76.7(4) . . . . ?
C13 C18 C17 C16 -0.6(8) . . . . ?
C13 C14 C15 C16 0.8(7) . . . . ?
C10 C11 C12 C7 -2.4(7) . . . . ?
C31 P2 C19 C20 152.8(4) . . . . ?
C31 P2 C19 C24 -28.8(4) . . . . ?
C31 P2 C25 C30 -60.9(3) . . . . ?
C31 P2 C25 C26 119.9(4) . . . . ?
C31 C32 C33 C34 0.7(7) . . . . ?
C31 C36 C35 C34 1.5(7) . . . . ?
C42 C41 C40 C39 -1.4(6) . . . . ?
C25 P2 C19 C20 -101.1(4) . . . . ?
C25 P2 C19 C24 77.3(4) . . . . ?
C25 P2 C31 C32 162.6(3) . . . . ?
C25 P2 C31 C36 -18.9(4) . . . . ?
C25 C30 C29 C28 1.5(6) . . . . ?
C25 C26 C27 C28 0.2(7) . . . . ?
C11 C10 C9 C8 0.7(7) . . . . ?
C11 C12 C7 P1 -177.8(3) . . . . ?
C11 C12 C7 C8 1.5(6) . . . . ?
C29 C30 C25 P2 178.8(3) . . . . ?
C29 C30 C25 C26 -1.9(6) . . . . ?
C29 C28 C27 C26 -0.7(7) . . . . ?
C53 C52 C51 C50 0.9(7) . . . . ?
C54 C49 C50 C51 -0.7(7) . . . . ?
C39 C38 C37 P3 -176.2(3) . . . . ?
C39 C38 C37 C42 -1.1(6) . . . . ?
C51 C52 C53 C54 -2.1(8) . . . . ?
C1 P1 C13 C18 74.5(4) . . . . ?
C1 P1 C13 C14 -109.1(4) . . . . ?
C1 P1 C7 C8 6.2(4) . . . . ?
C1 P1 C7 C12 -174.6(3) . . . . ?
C1 C6 C5 C4 -0.1(8) . . . . ?
C1 C2 C3 C4 -1.2(8) . . . . ?
C50 C49 C54 C53 -0.5(7) . . . . ?
C22 C23 C24 C19 0.8(7) . . . . ?
C18 C13 C14 C15 -1.6(7) . . . . ?
C7 P1 C13 C18 -178.9(4) . . . . ?
C7 P1 C13 C14 -2.5(4) . . . . ?
C7 P1 C1 C6 -86.5(4) . . . . ?
C7 P1 C1 C2 88.1(4) . . . . ?
C7 C8 C9 C10 -1.6(7) . . . . ?
C14 C13 C18 C17 1.5(7) . . . . ?
C14 C15 C16 C17 0.2(8) . . . . ?
C9 C10 C11 C12 1.3(7) . . . . ?
C9 C8 C7 P1 179.7(3) . . . . ?
C9 C8 C7 C12 0.5(6) . . . . ?
C45 C44 C43 P3 178.8(3) . . . . ?
C45 C44 C43 C48 0.8(6) . . . . ?
C45 C46 C47 C48 -0.8(7) . . . . ?
C33 C32 C31 P2 178.5(3) . . . . ?
C33 C32 C31 C36 -0.1(6) . . . . ?
C33 C34 C35 C36 -0.9(7) . . . . ?
C6 C1 C2 C3 1.5(7) . . . . ?
C6 C5 C4 C3 0.4(9) . . . . ?
C15 C16 C17 C18 -0.3(8) . . . . ?
C23 C22 C21 C20 -0.5(9) . . . . ?
C21 C20 C19 P2 177.6(5) . . . . ?
C21 C20 C19 C24 -0.8(8) . . . . ?
C21 C22 C23 C24 -0.4(8) . . . . ?
C2 C1 C6 C5 -0.8(7) . . . . ?
C2 C3 C4 C5 0.3(8) . . . . ?
C47 C46 C45 C44 0.2(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
