#------------------------------------------------------------------------------
#$Date: 2024-04-05 03:06:10 +0300 (Fri, 05 Apr 2024) $
#$Revision: 291029 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/29/7062997.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7062997
loop_
_publ_author_name
'Govdi, Anastasia I.'
'Danilkina, Natalia A.'
'Shtyrov, Andrey A.'
'Ryazantsev, Mikhail N.'
'Kim, Mia D.'
'Kryukova, Mariya A.'
'Balova, Irina A.'
_publ_section_title
;
 Cu-catalyzed cycloaddition of aryl azides to 1-iodobuta-1,3-diynes: an
 experimental and quantum chemical study of unusual regiochemistry
;
_journal_issue                   11
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              4831
_journal_page_last               4845
_journal_paper_doi               10.1039/D3NJ03823H
_journal_volume                  48
_journal_year                    2024
_chemical_formula_moiety         'C18 H14 I N3 O'
_chemical_formula_sum            'C18 H14 I N3 O'
_chemical_formula_weight         415.22
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-02-06
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-02-07 deposited with the CCDC.	2024-01-29 downloaded from the CCDC.
;
_cell_angle_alpha                98.052(2)
_cell_angle_beta                 101.391(2)
_cell_angle_gamma                90.231(2)
_cell_formula_units_Z            2
_cell_length_a                   7.2957(2)
_cell_length_b                   7.4157(2)
_cell_length_c                   15.3505(2)
_cell_measurement_reflns_used    16573
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.6830
_cell_measurement_theta_min      2.8340
_cell_volume                     805.69(3)
_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)'
_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_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_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_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_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.712
_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
_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_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_restrained_S_all      1.091
_refine_ls_R_factor_all          0.0437
_refine_ls_R_factor_gt           0.0418
_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
_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_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3nj03823h3.cif
_cod_data_source_block           16409_gai-875
_cod_depositor_comments
'Adding full bibliography for 7062994--7063002.cif.'
_cod_database_code               7062997
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C18 H14 I N3 O '
_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.
;
_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)
;
_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
loop_
_space_group_symop_operation_xyz
'x, y, z'
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 . . .
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'
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_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_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) . . . . ?
