#------------------------------------------------------------------------------
#$Date: 2021-10-06 18:16:17 +0200 (Wed 06 de Oct de 2021) $
#$Revision: 269785 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/82/7158206.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_7158206
loop_
_publ_author_name
'Sysoeva, Alexandra A.'
'Novikov, Alexander S.'
'Il'in, Mikhail V.'
'Suslonov, Vitalii V.'
'Bolotin, Dmitrii S.'
_publ_section_title
;
 Predicting the catalytic activity of azolium-based halogen bond donors:
 an experimentally-verified theoretical study.
;
_journal_issue                   35
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              7611
_journal_page_last               7620
_journal_paper_doi               10.1039/d1ob01158h
_journal_volume                  19
_journal_year                    2021
_chemical_formula_moiety         'C12 H14 I N2, I'
_chemical_formula_sum            'C12 H14 I2 N2'
_chemical_formula_weight         440.05
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2021-05-24
_audit_creation_method
;
Olex2 1.2-ac3
(compiled 2017.01.05 svn.r3372 for Rigaku Oxford Diffraction, GUI svn.r5289)
;
_audit_update_record
;
2021-05-24 deposited with the CCDC.	2021-07-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.7742(2)
_cell_length_b                   7.18240(10)
_cell_length_c                   15.7199(2)
_cell_measurement_reflns_used    14998
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      70.3360
_cell_measurement_theta_min      3.3930
_cell_volume                     1442.29(4)
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_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    -64.00 -14.00   0.50    0.24    --  -38.95  77.00-107.00  100
  2  ω     89.00 127.00   0.50    0.96    --  100.00 -77.00 127.00   76
  3  ω    131.00 157.00   0.50    0.96    --  100.00  77.00-107.00   52
  4  ω     83.00 123.00   0.50    0.96    --  100.00  77.00-107.00   80
  5  ω    -88.00 -55.00   0.50    0.24    --  -38.95 -43.00 -90.00   66
  6  ω    -54.00 -29.00   0.50    0.24    --  -38.95  43.00-120.00   50
  7  ω    -62.00 -16.00   0.50    0.24    --  -38.95  65.00   0.00   92
  8  ω    -95.00 -16.00   0.50    0.24    --  -38.95 138.00 -30.00  158
  9  ω    -75.00 -31.00   0.50    0.24    --  -38.95 -43.00  30.00   88
 10  ω    -52.00   4.00   0.50    0.24    --  -38.95  32.00 -60.00  112
 11  ω      1.00  26.00   0.50    0.24    --  -38.95  65.00   0.00   50
 12  ω    -27.00  -2.00   0.50    0.24    --  -38.95  43.00-120.00   50
 13  ω    -47.00 -22.00   0.50    0.24    --  -38.95 -43.00 -90.00   50
 14  ω    -18.00  41.00   0.50    0.24    --   38.95 -43.00  60.00  118
 15  ω     36.00  61.00   0.50    0.24    --   38.95 -77.00 127.00   50
 16  ω     -4.00  21.00   0.50    0.24    --   38.95 -77.00 127.00   50
 17  ω     78.00 105.00   0.50    0.96    --  100.00 -93.00-150.00   54
 18  ω     28.00  57.00   0.50    0.96    --  100.00 -93.00-150.00   58
 19  ω     97.00 123.00   0.50    0.96    --  100.00  30.00   0.00   52
 20  ω     75.00 100.00   0.50    0.96    --  100.00  15.00 150.00   50
 21  ω     36.00  61.00   0.50    0.96    --  100.00 -69.00-120.00   50
 22  ω     86.00 122.00   0.50    0.96    --  100.00 -61.00 -60.00   72
 23  ω     86.00 157.00   0.50    0.96    --  100.00  45.00-180.00  142
 24  ω     89.00 114.00   0.50    0.96    --  100.00 -30.00 -30.00   50
 25  ω     56.00  84.00   0.50    0.96    --  100.00 -30.00 -30.00   56
 26  ω     87.00 117.00   0.50    0.96    --  100.00 178.00  60.00   60
 27  ω     33.00  98.00   0.50    0.96    --  100.00 -37.00  90.00  130
 28  ω     71.00 125.00   0.50    0.96    --  100.00 -69.00-120.00  108
 29  ω     30.00 107.00   0.50    0.96    --  100.00 -22.00 150.00  154
 30  ω    106.00 157.00   0.50    0.96    --  100.00  15.00 150.00  102
 31  ω     54.00  80.00   0.50    0.96    --  100.00 178.00  60.00   52
 32  ω     72.00  99.00   0.50    0.96    --  100.00 -77.00   0.00   54
 33  ω     38.00  66.00   0.50    0.96    --  100.00 -86.00 120.00   56
 34  ω     46.00 122.00   0.50    0.96    --  100.00 -61.00 120.00  152
 35  ω     34.00  62.00   0.50    0.96    --  100.00 -77.00   0.00   56
 36  ω    109.00 140.00   0.50    0.96    --  100.00  69.00-120.00   62
 37  ω     54.00  79.00   0.50    0.96    --  100.00 -22.00 140.48   50
 38  ω     65.00 100.00   0.50    0.96    --  100.00  10.00  38.89   70
 39  ω     85.00 143.00   0.50    0.96    --  100.00  93.00-150.00  116
 40  ω    -69.00 -36.00   0.50    0.24    --  -38.95 102.00 140.00   66
 41  ω    -42.00 -12.00   0.50    0.24    --    0.00 120.00 -93.84   60
 42  ω    -30.00  -4.00   0.50    0.24    --   16.00 117.00  30.13   52
 43  ω    -12.00  13.00   0.50    0.24    --   24.00 101.00 -90.69   50
 44  ω    -13.00  12.00   0.50    0.24    --   24.00 102.00 128.18   50
 45  ω     -5.00  20.00   0.50    0.24    --   28.00  92.00  10.01   50
 46  ω      1.00  26.00   0.50    0.24    --   32.00  89.00 -59.34   50
 47  ω      1.00  26.00   0.50    0.24    --   32.00  88.00-137.69   50
 48  ω      1.00  26.00   0.50    0.24    --   32.00  88.00 179.86   50
 49  ω      7.00  32.00   0.50    0.24    --   36.00  83.00-106.42   50
 50  ω      7.00  32.00   0.50    0.24    --   36.00  83.00 109.26   50
 51  ω    -12.00  13.00   0.50    0.24    --  -38.95 102.00 140.00   50
 52  ω     12.00  37.00   0.50    0.24    --   40.00  80.00 -84.64   50
 53  ω     12.00  37.00   0.50    0.24    --   40.00  80.00  47.48   50
 54  ω     12.00  37.00   0.50    0.24    --   40.00  80.00  88.69   50
 55  ω     16.00  41.00   0.50    0.24    --   44.00  81.00 134.20   50
 56  ω     16.00  41.00   0.50    0.24    --   44.00  82.00  11.24   50
 57  ω     16.00  41.00   0.50    0.24    --   44.00  81.00 -33.86   50
 58  ω     16.00  41.00   0.50    0.24    --   44.00  80.00 -79.07   50
 59  ω     16.00  41.00   0.50    0.24    --   44.00  81.00-161.15   50
 60  ω     16.00  41.00   0.50    0.24    --   44.00  82.00 159.59   50
 61  ω     30.00  58.00   0.50    0.24    --   48.00  72.00 158.55   56
 62  ω     23.00  52.00   0.50    0.24    --   48.00  73.00 101.77   58
 63  ω     27.00  60.00   0.50    0.24    --   52.00  73.00 -82.47   66
 64  ω     26.00  52.00   0.50    0.24    --   52.00  74.00  38.85   52
 65  ω     46.00  71.00   0.50    0.24    --   60.00  65.00  37.55   50
 66  ω     37.00  70.00   0.50    0.24    --   60.00  67.00-150.45   66
 67  ω     37.00  89.00   0.50    0.24    --   60.00  73.00 175.83  104
 68  ω     45.00 101.00   0.50    0.24    --   60.00  72.00 121.44  112
 69  ω     71.00  97.00   0.50    0.24    --   60.00  67.00-150.45   52
 70  ω     39.00 103.00   0.50    0.24    --   64.00  72.00-133.72  128
 71  ω     39.00  64.00   0.50    0.24    --   64.00  73.00 -49.05   50
 72  ω    100.00 127.00   0.50    0.24    --   64.00  73.00 -49.05   54
 73  ω     86.00 134.00   0.50    0.24    --   68.00  67.00  57.28   96
 74  ω     44.00  79.00   0.50    0.24    --   68.00  67.00  57.28   70
 75  ω     45.00  76.00   0.50    0.24    --   68.00  74.00  -6.89   62
 76  ω     48.00  79.00   0.50    0.96    --   72.00  67.00 -92.04   62
 77  ω     47.00  73.00   0.50    0.96    --   72.00  70.00 101.63   52
 78  ω     47.00  72.00   0.50    0.96    --   72.00  71.00 -15.66   50
 79  ω    107.00 137.00   0.50    0.96    --   76.00  73.00 131.42   60
 80  ω     53.00  80.00   0.50    0.96    --   76.00  65.00 -83.86   54
 81  ω     51.00  79.00   0.50    0.96    --   76.00  70.00 -50.82   56
 82  ω     55.00  91.00   0.50    0.96    --   76.00  56.00-102.26   72
 83  ω     58.00  90.00   0.50    0.96    --   76.00  57.00  31.97   64
 84  ω     53.00 113.00   0.50    0.96    --   76.00  69.00 114.32  120
 85  ω     55.00 104.00   0.50    0.96    --   76.00  73.00 131.42   98
 86  ω     59.00 143.00   0.50    0.96    --   80.00  57.00-170.36  168
 87  ω     63.00  92.00   0.50    0.96    --   84.00  56.00-120.86   58
 88  ω     62.00  98.00   0.50    0.96    --   84.00  70.00  -7.76   72
 89  ω     96.00 123.00   0.50    0.96    --   88.00  70.00 -67.93   54
 90  ω     63.00  88.00   0.50    0.96    --   88.00  70.00 -67.93   50
 91  ω     83.00 132.00   0.50    0.96    --  100.00  77.00 -30.00   98
 92  ω     76.00 129.00   0.50    0.96    --  100.00  69.00 120.00  106
 93  ω     61.00 108.00   0.50    0.96    --  100.00-111.00  60.00   94
 94  ω     48.00  97.00   0.50    0.96    --  100.00 178.00   0.00   98
 95  ω    127.00 153.00   0.50    0.96    --  100.00  69.00 -30.00   52
 96  ω     91.00 117.00   0.50    0.96    --  100.00 -77.00  60.00   52
 97  ω    118.00 144.00   0.50    0.96    --  100.00 178.00   0.00   52
 98  ω     76.00 107.00   0.50    0.96    --  100.00  69.00  30.00   62
 99  ω     77.00 102.00   0.50    0.96    --  100.00  69.00 -30.00   50
100  ω     45.00  71.00   0.50    0.96    --  100.00 -77.00  60.00   52
101  ω     85.00 151.00   0.50    0.96    --  100.00  77.00  90.00  132
102  ω     87.00 147.00   0.50    0.96    --  100.00  77.00 -90.00  120
103  ω     69.00 102.00   0.50    0.96    --  100.00 -93.00 120.00   66
104  ω     65.00  91.00   0.50    0.96    --  100.00 -15.00   0.00   52
105  ω     66.00  94.00   0.50    0.96    --  100.00-133.00  30.00   56
106  ω     27.00  52.00   0.50    0.96    --  100.00 -93.00 120.00   50
107  ω     37.00  63.00   0.50    0.96    --  100.00-133.00  30.00   52
108  ω    131.00 157.00   0.50    0.96    --  100.00  37.00 -30.00   52
109  ω     94.00 119.00   0.50    0.96    --  100.00  37.00 -30.00   50
110  ω    126.00 154.00   0.50    0.96    --  100.00  69.00 150.00   56
111  ω     78.00 104.00   0.50    0.96    --  100.00  61.00  60.00   52
112  ω     83.00 115.00   0.50    0.96    --  100.00  77.00 -60.00   64
113  ω    132.00 157.00   0.50    0.96    --  100.00  69.00 -60.00   50
114  ω     78.00 104.00   0.50    0.96    --  100.00  69.00 150.00   52
115  ω     87.00 113.00   0.50    0.96    --  100.00 -37.00 -30.00   52
116  ω     36.00  66.00   0.50    0.96    --  100.00 -37.00 -30.00   60
117  ω     79.00 105.00   0.50    0.96    --  100.00  61.00  90.00   52
118  ω     57.00 108.00   0.50    0.96    --  100.00 -30.00-120.00  102
119  ω     81.00 109.00   0.50    0.96    --  100.00 -45.00-180.00   56
120  ω     37.00  68.00   0.50    0.96    --  100.00 -45.00-180.00   62
121  ω     76.00 132.00   0.50    0.96    --  100.00  69.00-150.00  112
122  ω     76.00 139.00   0.50    0.96    --  100.00  69.00   0.00  126
123  ω     80.00 108.00   0.50    0.96    --  100.00-111.00 -30.00   56
124  ω     31.00  64.00   0.50    0.96    --  100.00-111.00 -30.00   66
125  ω     81.00 155.00   0.50    0.96    --  100.00  53.00  60.00  148
126  ω     80.00 106.00   0.50    0.96    --  100.00  53.00-180.00   52
127  ω     93.00 118.00   0.50    0.96    --  100.00-133.00 -30.00   50
128  ω     58.00 104.00   0.50    0.96    --  100.00-111.00  30.00   92
129  ω     38.00  85.00   0.50    0.96    --  100.00-133.00 -30.00   94
130  ω     77.00 102.00   0.50    0.96    --  100.00  69.00 -60.00   50
131  ω     77.00 104.00   0.50    0.96    --  100.00  69.00-120.00   54
132  ω     83.00 108.00   0.50    0.96    --  100.00-111.00-150.00   50
133  ω     37.00  63.00   0.50    0.96    --  100.00-111.00-150.00   52
134  ω    121.00 148.00   0.50    0.96    --  100.00  65.00  12.50   54
135  ω    120.00 157.00   0.50    0.96    --  100.00  69.00-180.00   74
136  ω     77.00 103.00   0.50    0.96    --  100.00  65.00  12.50   52
137  ω     76.00 108.00   0.50    0.96    --  100.00  69.00-180.00   64
138  ω     80.00 129.00   0.50    0.96    --  100.00  53.00-150.00   98
139  ω    113.00 138.00   0.50    0.96    --  100.00  61.00 150.00   50
140  ω     26.00  52.00   0.50    0.96    --  100.00 -15.00   0.00   52
141  ω     78.00 104.00   0.50    0.96    --  100.00  61.00 150.00   52
142  ω    104.00 129.00   0.50    0.96    --  100.00 -15.00   0.00   50
143  ω    113.00 154.00   0.50    0.96    --  100.00  61.00  30.00   82
144  ω    124.00 149.00   0.50    0.96    --  100.00  53.00  90.00   50
145  ω     80.00 106.00   0.50    0.96    --  100.00  53.00  90.00   52
146  ω     78.00 104.00   0.50    0.96    --  100.00  61.00  30.00   52
147  ω     45.00 108.00   0.50    0.96    --  100.00-111.00 120.00  126
;
_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      -0.0997903000
_diffrn_orient_matrix_UB_12      0.0018289000
_diffrn_orient_matrix_UB_13      0.1203842000
_diffrn_orient_matrix_UB_21      -0.0178432000
_diffrn_orient_matrix_UB_22      0.0937654000
_diffrn_orient_matrix_UB_23      -0.0535830000
_diffrn_orient_matrix_UB_31      -0.0653326000
_diffrn_orient_matrix_UB_32      -0.0284133000
_diffrn_orient_matrix_UB_33      -0.1692589000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0749
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            25810
_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         69.979
_diffrn_reflns_theta_min         4.460
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    34.066
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48240
_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            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.027
_exptl_crystal_description       prism
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.530
_refine_diff_density_min         -0.707
_refine_diff_density_rms         0.119
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     93
_refine_ls_number_reflns         1483
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0222
_refine_ls_R_factor_gt           0.0216
_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)+(0.0280P)²+2.3930P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0530
_refine_ls_wR_factor_ref         0.0535
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1434
_reflns_number_total             1483
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ob01158h2.cif
_cod_data_source_block           '[5]I'
_cod_depositor_comments
'Adding full bibliography for 7158206--7158208.cif.'
_cod_database_code               7158206
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'N2 I C16 H10 '
_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.
;
_diffrn_oxdiff_ac3_digest_frames
;
01185852d6d990fd45a62bf378ba48738f0003498a1
;
_diffrn_oxdiff_ac3_digest_hkl
;
015dac30ce55cb710e2898bb2a92c7c626053f
;
_reflns_odcompleteness_completeness 98.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     70.93
_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. Others
 Fixed Sof: H10A(0.5) H10B(0.5) H9A(0.5) H9B(0.5) H9C(0.5) H4A(0.5) H4B(0.5)
 H4C(0.5)
3.a Riding coordinates:
 C10(H10A,H10B,H10C)
3.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C6(H6), C7(H7)
3.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C4(H4A,H4B,H4C)
;
_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 1.800
_oxdiff_exptl_absorpt_empirical_full_min 0.671
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'
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 0.60811(2) 0.7500 0.60327(2) 0.01605(10) Uani 1 2 d S T P . .
I2 I 0.67451(2) 0.7500 0.81120(2) 0.02196(10) Uani 1 2 d S T P . .
N1 N 0.4496(3) 0.7500 0.3666(2) 0.0155(7) Uani 1 2 d S T P . .
N2 N 0.5503(3) 0.7500 0.3366(2) 0.0154(7) Uani 1 2 d S T P . .
C10 C 0.3544(4) 0.7500 0.5041(3) 0.0223(9) Uani 1 2 d S T P . .
H10A H 0.3149 0.8609 0.4926 0.033 Uiso 0.5 1 d R . . A -1
H10B H 0.3129 0.6428 0.4902 0.033 Uiso 0.5 1 d R . . A -1
H10C H 0.3726 0.7500 0.5633 0.033 Uiso 0.5 1 d RS T P A -1
C1 C 0.5559(3) 0.7500 0.4766(2) 0.0144(8) Uani 1 2 d S T P . .
C3 C 0.4513(3) 0.7500 0.4520(2) 0.0143(8) Uani 1 2 d S T P . .
C9 C 0.3602(3) 0.7500 0.3085(3) 0.0177(8) Uani 1 2 d S T P . .
H9A H 0.3688 0.6502 0.2665 0.027 Uiso 0.5 1 calc GR . . B -1
H9B H 0.3564 0.8702 0.2791 0.027 Uiso 0.5 1 calc GR . . B -1
H9C H 0.2956 0.7296 0.3408 0.027 Uiso 0.5 1 calc GR . . B -1
C2 C 0.6172(3) 0.7500 0.4032(2) 0.0157(8) Uani 1 2 d S T P . .
C5 C 0.5709(3) 0.7500 0.2460(2) 0.0199(9) Uani 1 2 d S T P . .
C4 C 0.7325(3) 0.7500 0.3920(2) 0.0200(9) Uani 1 2 d S T P . .
H4A H 0.7525 0.6503 0.3527 0.030 Uiso 0.5 1 calc GR . . C -1
H4B H 0.7663 0.7295 0.4472 0.030 Uiso 0.5 1 calc GR . . C -1
H4C H 0.7548 0.8702 0.3688 0.030 Uiso 0.5 1 calc GR . . C -1
C8 C 0.5921(4) 0.7500 0.0729(3) 0.0468(18) Uani 1 2 d S T P . .
H8 H 0.5982 0.7500 0.0127 0.056 Uiso 1 2 calc RS T P . .
C6 C 0.5769(3) 0.9188(6) 0.2044(2) 0.0347(8) Uani 1 1 d . . . . .
H6 H 0.5738 1.0329 0.2349 0.042 Uiso 1 1 calc R . . . .
C7 C 0.5878(3) 0.9163(8) 0.1162(2) 0.0488(12) Uani 1 1 d . . . . .
H7 H 0.5923 1.0303 0.0857 0.059 Uiso 1 1 calc R . . . .
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'
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 C9 121.2(3) . . ?
C3 N1 N2 109.2(3) . . ?
C3 N1 C9 129.6(3) . . ?
N1 N2 C5 120.6(3) . . ?
C2 N2 N1 109.1(3) . . ?
C2 N2 C5 130.3(3) . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 108.1 . . ?
H10B C10 H10C 110.8 . . ?
C3 C10 H10A 109.5 . . ?
C3 C10 H10B 109.5 . . ?
C3 C10 H10C 109.4 . . ?
C3 C1 I1 124.6(3) . . ?
C3 C1 C2 108.1(3) . . ?
C2 C1 I1 127.3(3) . . ?
N1 C3 C10 122.5(4) . . ?
N1 C3 C1 107.0(3) . . ?
C1 C3 C10 130.4(4) . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 C2 C1 106.6(3) . . ?
N2 C2 C4 122.4(3) . . ?
C1 C2 C4 131.0(4) . . ?
C6 C5 N2 118.4(2) . . ?
C6 C5 N2 118.4(2) 7_575 . ?
C6 C5 C6 123.0(4) 7_575 . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C7 C8 H8 119.8 . . ?
C7 C8 H8 119.8 7_575 . ?
C7 C8 C7 120.5(5) . 7_575 ?
C5 C6 H6 121.1 . . ?
C5 C6 C7 117.8(4) . . ?
C7 C6 H6 121.1 . . ?
C8 C7 C6 120.5(4) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
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 2.100(4) . ?
N1 N2 1.370(5) . ?
N1 C3 1.344(5) . ?
N1 C9 1.462(5) . ?
N2 C2 1.352(5) . ?
N2 C5 1.448(5) . ?
C10 H10A 0.9601 . ?
C10 H10B 0.9601 . ?
C10 H10C 0.9594 . ?
C10 C3 1.485(6) . ?
C1 C3 1.391(6) . ?
C1 C2 1.394(5) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C2 C4 1.483(6) . ?
C5 C6 1.380(4) . ?
C5 C6 1.380(4) 7_575 ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C8 H8 0.9500 . ?
C8 C7 1.376(6) 7_575 ?
C8 C7 1.376(6) . ?
C6 H6 0.9500 . ?
C6 C7 1.394(5) . ?
C7 H7 0.9500 . ?
