#------------------------------------------------------------------------------
#$Date: 2022-06-07 06:55:13 +0300 (Tue, 07 Jun 2022) $
#$Revision: 275855 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/70/1567075.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_1567075
loop_
_publ_author_name
'Govdi, Anastasia I.'
'Tokareva, Polina V.'
'Rumyantsev, Andrey M.'
'Panov, Maxim S.'
'Stellmacher, Johannes'
'Alexiev, Ulrike'
'Danilkina, Natalia A.'
'Balova, Irina A.'
_publ_section_title
;
 4,5-Bis(arylethynyl)-1,2,3-triazoles-A New Class of Fluorescent Labels:
 Synthesis and Applications.
;
_journal_issue                   10
_journal_name_full               'Molecules (Basel, Switzerland)'
_journal_page_first              3191
_journal_paper_doi               10.3390/molecules27103191
_journal_volume                  27
_journal_year                    2022
_chemical_formula_moiety         'C24 H21 Cl N4 O2'
_chemical_formula_sum            'C24 H21 Cl N4 O2'
_chemical_formula_weight         432.90
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_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             2019-02-12
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                101.7710(10)
_cell_angle_beta                 103.6930(10)
_cell_angle_gamma                90.8430(10)
_cell_formula_units_Z            2
_cell_length_a                   8.72150(10)
_cell_length_b                   10.12750(10)
_cell_length_c                   12.82020(10)
_cell_measurement_reflns_used    15034
_cell_measurement_temperature    130.02(16)
_cell_measurement_theta_max      73.7900
_cell_measurement_theta_min      3.6230
_cell_volume                     1074.684(19)
_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)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      130.02(16)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -75.00 -24.00   0.50    0.20    --  -38.82 123.00  31.00  102
  2  ω    -64.00 -24.00   0.50    0.20    --  -38.82 148.00-164.00   80
  3  ω    -95.00 -69.00   0.50    0.20    --  -38.82 148.00-164.00   52
  4  ω     78.00 103.00   0.50    0.20    --   38.82-148.00 147.00   50
  5  ω     46.00  84.00   0.50    0.20    --   38.82-123.00 -48.00   76
  6  ω     92.00 118.00   0.50    0.20    --  107.00-123.00 -48.00   52
  7  ω    109.00 135.00   0.50    0.20    --  107.00 123.00  31.00   52
  8  ω     94.00 129.00   0.50    0.20    --  107.00-148.00 147.00   70
  9  ω    -62.00 -16.00   0.50    0.20    --  -38.82  65.00   0.00   92
 10  ω    -77.00 -30.00   0.50    0.20    --  -38.82 104.00-180.00   94
 11  ω    -52.00  27.00   0.50    0.20    --  -38.82  77.00  90.00  158
 12  ω     -7.00  26.00   0.50    0.20    --  -38.82  65.00   0.00   66
 13  ω   -111.00 -54.00   0.50    0.20    --  -38.82 -21.00 -90.00  114
 14  ω    -50.00 -24.00   0.50    0.20    --  -38.82 -21.00 -90.00   52
 15  ω    -57.00  11.00   0.50    0.20    --  -38.82  54.00 -60.00  136
 16  ω    -24.00  15.00   0.50    0.20    --  -38.82 104.00-180.00   78
 17  ω     27.00  58.00   0.50    0.20    --   38.82  54.00  60.00   62
 18  ω     -3.00  50.00   0.50    0.20    --   38.82 -32.00  60.00  106
 19  ω     19.00  46.00   0.50    0.20    --   38.82  77.00-150.00   54
 20  ω     -4.00  50.00   0.50    0.20    --   38.82 -32.00 120.00  108
 21  ω     20.00  93.00   0.50    0.20    --   38.82  54.00-180.00  146
 22  ω     59.00 105.00   0.50    0.20    --   38.82  77.00  30.00   92
 23  ω     35.00  73.00   0.50    0.20    --   38.82  32.00  90.00   76
 24  ω     36.00  89.00   0.50    0.20    --   38.82  32.00  60.00  106
 25  ω     26.00  51.00   0.50    0.20    --   38.82  43.00-180.00   50
 26  ω     36.00  62.00   0.50    0.20    --   38.82 -65.00 -90.00   52
 27  ω     16.00  42.00   0.50    0.20    --   38.82  77.00  30.00   52
 28  ω     72.00  97.00   0.50    0.20    --   38.82  77.00-150.00   50
 29  ω      3.00  28.00   0.50    0.20    --   38.82 -65.00 -90.00   50
 30  ω     82.00 108.00   0.50    0.20    --   38.82  32.00  90.00   52
 31  ω     88.00 143.00   0.50    0.20    --  107.00  22.00-120.00  110
 32  ω     58.00 128.00   0.50    0.20    --  107.00 -61.00 120.00  140
 33  ω     89.00 157.00   0.50    0.20    --  107.00  22.00  30.00  136
 34  ω    127.00 155.00   0.50    0.20    --  107.00  61.00 -30.00   56
 35  ω     38.00 114.00   0.50    0.20    --  107.00-111.00 120.00  152
 36  ω     43.00 120.00   0.50    0.20    --  107.00 -30.00  60.00  154
 37  ω     85.00 121.00   0.50    0.20    --  107.00  61.00 -30.00   72
 38  ω     40.00 130.00   0.50    0.20    --  107.00 -86.00 120.00  180
 39  ω     43.00  72.00   0.50    0.20    --  107.00 -45.00  90.00   58
 40  ω     45.00 113.00   0.50    0.20    --  107.00-111.00 -30.00  136
 41  ω     38.00 118.00   0.50    0.20    --  107.00 -30.00 -90.00  160
 42  ω     37.00 149.00   0.50    0.20    --  107.00 178.00 150.00  224
 43  ω    101.00 126.00   0.50    0.20    --  107.00  30.00 -30.00   50
 44  ω     94.00 120.00   0.50    0.20    --  107.00-133.00 -90.00   52
 45  ω     88.00 153.00   0.50    0.20    --  107.00  22.00 150.00  130
 46  ω     60.00 120.00   0.50    0.20    --  107.00 -61.00 -30.00  120
 47  ω     44.00 125.00   0.50    0.20    --  107.00 -45.00-180.00  162
 48  ω     80.00 143.00   0.50    0.20    --  107.00 111.00-120.00  126
 49  ω    126.00 152.00   0.50    0.20    --  107.00  69.00  90.00   52
 50  ω     91.00 155.00   0.50    0.20    --  107.00  45.00  60.00  128
 51  ω     94.00 130.00   0.50    0.20    --  107.00  37.00  90.00   72
 52  ω     49.00  78.00   0.50    0.20    --  107.00 -86.00 -90.00   58
 53  ω     92.00 119.00   0.50    0.20    --  107.00 -86.00 -90.00   54
 54  ω     56.00  84.00   0.50    0.20    --  107.00 -93.00-120.00   56
 55  ω     91.00 116.00   0.50    0.20    --  107.00  69.00  90.00   50
 56  ω     95.00 121.00   0.50    0.20    --  107.00  30.00-120.00   52
 57  ω     53.00  78.00   0.50    0.20    --  107.00-111.00-180.00   50
 58  ω     84.00 121.00   0.50    0.20    --  107.00 -45.00  90.00   74
 59  ω     43.00 129.00   0.50    0.20    --  107.00 -61.00 -90.00  172
 60  ω     84.00 109.00   0.50    0.20    --  107.00 148.00-164.00   50
 61  ω     35.00  60.00   0.50    0.20    --   38.82-148.00 147.00   50
 62  ω    -45.00 -20.00   0.50    0.20    --    8.00 129.00 155.20   50
 63  ω    -34.00  -9.00   0.50    0.20    --    8.00 111.00 -74.68   50
 64  ω     -4.00  21.00   0.50    0.20    --   28.00  91.00-153.72   50
 65  ω     -8.00  17.00   0.50    0.20    --   28.00 100.00  -2.28   50
 66  ω     -9.00  16.00   0.50    0.20    --   28.00 102.00-107.50   50
 67  ω     -6.00  19.00   0.50    0.20    --   28.00  97.00 102.70   50
 68  ω      6.00  31.00   0.50    0.20    --   36.00  87.00  92.69   50
 69  ω      5.00  30.00   0.50    0.20    --   36.00  89.00  46.19   50
 70  ω      4.00  29.00   0.50    0.20    --   36.00  90.00   4.20   50
 71  ω     21.00  54.00   0.50    0.20    --   38.82 -65.00 -30.00   66
 72  ω     10.00  35.00   0.50    0.20    --   38.82  84.00 -99.79   50
 73  ω     11.00  36.00   0.50    0.20    --   40.00  84.00 -23.38   50
 74  ω     11.00  37.00   0.50    0.20    --   40.00  84.00 121.01   52
 75  ω     16.00  41.00   0.50    0.20    --   44.00  82.00 -14.28   50
 76  ω     16.00  41.00   0.50    0.20    --   44.00  80.00 102.92   50
 77  ω     16.00  41.00   0.50    0.20    --   44.00  82.00  56.68   50
 78  ω     17.00  42.00   0.50    0.20    --   44.00  79.00  35.70   50
 79  ω     17.00  42.00   0.50    0.20    --   44.00  79.00 154.40   50
 80  ω     16.00  41.00   0.50    0.20    --   44.00  82.00 175.44   50
 81  ω     16.00  41.00   0.50    0.20    --   44.00  82.00 -70.53   50
 82  ω     27.00  53.00   0.50    0.20    --   52.00  77.00 -96.79   52
 83  ω     80.00 106.00   0.50    0.20    --   52.00  76.00  88.57   52
 84  ω     26.00  52.00   0.50    0.20    --   52.00  77.00-157.07   52
 85  ω     26.00  56.00   0.50    0.20    --   52.00  76.00  88.57   60
 86  ω     25.00  50.00   0.50    0.20    --   52.00  77.00 -47.33   50
 87  ω     33.00  59.00   0.50    0.20    --   56.00  73.00   0.50   52
 88  ω     31.00  57.00   0.50    0.20    --   56.00  77.00  44.45   52
 89  ω     34.00  59.00   0.50    0.20    --   60.00  74.00 134.05   50
 90  ω     35.00  61.00   0.50    0.20    --   60.00  75.00 -76.59   52
 91  ω     34.00  63.00   0.50    0.20    --   60.00  76.00-129.47   58
 92  ω     36.00  62.00   0.50    0.20    --   60.00  70.00 -22.08   52
 93  ω     42.00  67.00   0.50    0.20    --   64.00  61.00  87.42   50
 94  ω     39.00  65.00   0.50    0.20    --   64.00  72.00 173.86   52
 95  ω     47.00  88.00   0.50    0.20    --   68.00  73.00-159.23   82
 96  ω     46.00  72.00   0.50    0.20    --   68.00  69.00-112.98   52
 97  ω     43.00 116.00   0.50    0.20    --   68.00  71.00 138.62  146
 98  ω     50.00  89.00   0.50    0.20    --   72.00  71.00-172.22   78
 99  ω     48.00  74.00   0.50    0.20    --   72.00  77.00 -10.98   52
100  ω     50.00  75.00   0.50    0.20    --   72.00  60.00 -27.74   50
101  ω     93.00 138.00   0.50    0.20    --   72.00  71.00-172.22   90
102  ω     55.00  83.00   0.50    0.20    --   80.00  77.00   0.08   56
103  ω     55.00  92.00   0.50    0.20    --   80.00  72.00  75.71   74
104  ω     58.00  86.00   0.50    0.20    --   84.00  77.00  16.82   56
105  ω    113.00 148.00   0.50    0.20    --   84.00  76.00 -85.87   70
106  ω     58.00  83.00   0.50    0.20    --   84.00  76.00 -85.87   50
107  ω    123.00 149.00   0.50    0.20    --   84.00  73.00-109.44   52
108  ω     59.00 107.00   0.50    0.20    --   84.00  73.00-109.44   96
109  ω     70.00  95.00   0.50    0.20    --   88.00  54.00 -22.47   50
110  ω     98.00 124.00   0.50    0.20    --   88.00  54.00 -22.47   52
111  ω     63.00 108.00   0.50    0.20    --   88.00  71.00-119.33   90
112  ω     64.00 140.00   0.50    0.20    --   88.00  69.00  83.19  152
113  ω     66.00 104.00   0.50    0.20    --   92.00  75.00  49.60   76
114  ω     81.00 124.00   0.50    0.20    --  107.00  77.00   0.00   86
115  ω    129.00 157.00   0.50    0.20    --  107.00  77.00 -90.00   56
116  ω    132.00 157.00   0.50    0.20    --  107.00  77.00-120.00   50
117  ω     80.00 118.00   0.50    0.20    --  107.00  77.00 -90.00   76
118  ω    116.00 148.00   0.50    0.20    --  107.00  93.00  60.00   64
119  ω     81.00 107.00   0.50    0.20    --  107.00  93.00  60.00   52
120  ω    132.00 157.00   0.50    0.20    --  107.00  77.00  90.00   50
121  ω     80.00 124.00   0.50    0.20    --  107.00  77.00-120.00   88
122  ω     67.00 100.00   0.50    0.20    --  107.00 -37.00 -30.00   66
123  ω     80.00 106.00   0.50    0.20    --  107.00  77.00  90.00   52
124  ω    132.00 157.00   0.50    0.20    --  107.00  77.00 -30.00   50
125  ω     83.00 157.00   0.50    0.20    --  107.00  69.00-180.00  148
126  ω    125.00 154.00   0.50    0.20    --  107.00  61.00 150.00   58
127  ω     85.00 111.00   0.50    0.20    --  107.00  61.00 150.00   52
128  ω     80.00 115.00   0.50    0.20    --  107.00  77.00 -30.00   70
129  ω    112.00 138.00   0.50    0.20    --  107.00  61.00 120.00   52
130  ω     85.00 110.00   0.50    0.20    --  107.00  61.00 120.00   50
131  ω     80.00 149.00   0.50    0.20    --  107.00  77.00 150.00  138
132  ω     35.00  93.00   0.50    0.20    --  107.00 -22.00 150.00  116
133  ω    117.00 143.00   0.50    0.20    --  107.00  53.00-150.00   52
134  ω     87.00 112.00   0.50    0.20    --  107.00  53.00-150.00   50
135  ω     86.00 112.00   0.50    0.20    --  107.00  61.00   0.00   52
136  ω     85.00 111.00   0.50    0.20    --  107.00  69.00  60.00   52
137  ω    128.00 156.00   0.50    0.20    --  107.00  61.00 -60.00   56
138  ω     87.00 112.00   0.50    0.20    --  107.00  61.00 -60.00   50
139  ω    130.00 156.00   0.50    0.20    --  107.00  69.00  30.00   52
140  ω    131.00 157.00   0.50    0.20    --  107.00  77.00-150.00   52
141  ω     83.00 109.00   0.50    0.20    --  107.00  69.00  30.00   52
142  ω     81.00 110.00   0.50    0.20    --  107.00  77.00-150.00   58
143  ω     54.00  82.00   0.50    0.20    --  107.00 -30.00-120.00   56
144  ω    132.00 157.00   0.50    0.20    --  107.00  77.00 -60.00   50
145  ω    132.00 157.00   0.50    0.20    --  107.00  77.00 120.00   50
146  ω     82.00 110.00   0.50    0.20    --  107.00  77.00 -60.00   56
147  ω     80.00 106.00   0.50    0.20    --  107.00  77.00 120.00   52
;
_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      0.0690285000
_diffrn_orient_matrix_UB_12      0.0467517000
_diffrn_orient_matrix_UB_13      0.1248086000
_diffrn_orient_matrix_UB_21      0.1684308000
_diffrn_orient_matrix_UB_22      -0.0008783000
_diffrn_orient_matrix_UB_23      -0.0181401000
_diffrn_orient_matrix_UB_31      -0.0080759000
_diffrn_orient_matrix_UB_32      0.1485393000
_diffrn_orient_matrix_UB_33      -0.0110435000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_unetI/netI     0.0186
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            20600
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.805
_diffrn_reflns_theta_min         3.632
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.807
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93421
_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_crystal_density_diffrn    1.338
_exptl_crystal_F_000             452
_refine_diff_density_max         0.321
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         4326
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0365
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0537P)²+0.3622P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0955
_refine_ls_wR_factor_ref         0.0964
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4142
_reflns_number_total             4326
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            5d.cif
_cod_data_source_block           5699-11965_tok-101
_cod_database_code               1567075
_shelx_shelxl_version_number     2014/7
_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.
;
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     72.42
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C28(H28A,H28B)
2.b Aromatic/amide H refined with riding coordinates:
 C18(H18), C6(H6), C20(H20), C17(H17), C21(H21), C5(H5), C3(H3), C2(H2)
2.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C23(H23A,H23B,H23C), C29(H29A,H29B,H29C)
;
_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 1.218
_oxdiff_exptl_absorpt_empirical_full_min 0.881
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-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
Cl31 Cl 0.06647(4) 0.82416(3) -0.03743(2) 0.03168(11) Uani 1 1 d . . . . .
O27 O 0.70359(12) 0.74570(10) 1.05102(8) 0.0330(2) Uani 1 1 d . . . . .
N12 N 0.52373(12) 0.89340(10) 0.82353(8) 0.0200(2) Uani 1 1 d . . . . .
N22 N 1.26287(12) 0.37479(11) 0.60916(9) 0.0233(2) Uani 1 1 d . . . . .
N11 N 0.39507(12) 0.96359(11) 0.82850(9) 0.0250(2) Uani 1 1 d . . . . .
N10 N 0.31864(12) 0.96552(11) 0.72770(9) 0.0235(2) Uani 1 1 d . . . . .
O30 O 0.50385(15) 0.66001(14) 0.90494(11) 0.0585(4) Uani 1 1 d . . . . .
C16 C 0.89356(14) 0.61811(12) 0.66868(10) 0.0210(2) Uani 1 1 d . . . . .
C9 C 0.39984(14) 0.89555(12) 0.65694(10) 0.0190(2) Uani 1 1 d . . . . .
C13 C 0.53206(13) 0.84742(12) 0.71795(9) 0.0181(2) Uani 1 1 d . . . . .
C14 C 0.65561(14) 0.76859(12) 0.69178(10) 0.0202(2) Uani 1 1 d . . . . .
C15 C 0.76543(14) 0.70046(13) 0.68310(10) 0.0220(3) Uani 1 1 d . . . . .
C18 C 0.99060(14) 0.39679(13) 0.61978(11) 0.0231(3) Uani 1 1 d . . . . .
H18 H 0.9713 0.3034 0.5996 0.028 Uiso 1 1 calc R . . . .
C19 C 1.14339(14) 0.45425(12) 0.63104(10) 0.0195(2) Uani 1 1 d . . . . .
C6 C 0.10387(15) 0.91340(13) 0.28614(10) 0.0231(3) Uani 1 1 d . . . . .
H6 H 0.0434 0.9515 0.3339 0.028 Uiso 1 1 calc R . . . .
C20 C 1.16857(14) 0.59594(13) 0.66587(10) 0.0231(3) Uani 1 1 d . . . . .
H20 H 1.2693 0.6364 0.6774 0.028 Uiso 1 1 calc R . . . .
C7 C 0.30848(14) 0.87757(12) 0.44441(10) 0.0224(3) Uani 1 1 d . . . . .
C1 C 0.25249(14) 0.86889(12) 0.32837(10) 0.0213(2) Uani 1 1 d . . . . .
C17 C 0.86960(14) 0.47711(13) 0.63818(11) 0.0246(3) Uani 1 1 d . . . . .
H17 H 0.7698 0.4368 0.6302 0.029 Uiso 1 1 calc R . . . .
C8 C 0.34987(14) 0.88295(12) 0.54122(10) 0.0209(2) Uani 1 1 d . . . . .
C21 C 1.04616(15) 0.67530(13) 0.68307(10) 0.0229(3) Uani 1 1 d . . . . .
H21 H 1.0653 0.7686 0.7046 0.027 Uiso 1 1 calc R . . . .
C5 C 0.04595(15) 0.90130(13) 0.17408(10) 0.0241(3) Uani 1 1 d . . . . .
H5 H -0.0528 0.9310 0.1463 0.029 Uiso 1 1 calc R . . . .
C4 C 0.13777(15) 0.84397(13) 0.10381(10) 0.0235(3) Uani 1 1 d . . . . .
C25 C 0.63584(14) 0.87734(13) 0.92268(10) 0.0222(3) Uani 1 1 d . . . . .
H25A H 0.6320 0.9529 0.9820 0.027 Uiso 1 1 calc R . . . .
H25B H 0.7417 0.8791 0.9110 0.027 Uiso 1 1 calc R . . . .
C26 C 0.60305(15) 0.74693(14) 0.95622(10) 0.0256(3) Uani 1 1 d . . . . .
C24 C 1.23199(15) 0.23000(13) 0.56903(11) 0.0245(3) Uani 1 1 d . . . . .
H24A H 1.2062 0.1904 0.6252 0.037 Uiso 1 1 calc GR . . . .
H24B H 1.3244 0.1915 0.5503 0.037 Uiso 1 1 calc GR . . . .
H24C H 1.1450 0.2122 0.5051 0.037 Uiso 1 1 calc GR . . . .
C3 C 0.28633(15) 0.80094(13) 0.14353(11) 0.0259(3) Uani 1 1 d . . . . .
H3 H 0.3468 0.7639 0.0954 0.031 Uiso 1 1 calc R . . . .
C23 C 1.41331(15) 0.43774(14) 0.60961(12) 0.0290(3) Uani 1 1 d . . . . .
H23A H 1.3958 0.5030 0.5639 0.043 Uiso 1 1 calc GR . . . .
H23B H 1.4779 0.3699 0.5818 0.043 Uiso 1 1 calc GR . . . .
H23C H 1.4660 0.4820 0.6834 0.043 Uiso 1 1 calc GR . . . .
C2 C 0.34367(15) 0.81368(13) 0.25566(11) 0.0252(3) Uani 1 1 d . . . . .
H2 H 0.4434 0.7854 0.2830 0.030 Uiso 1 1 calc R . . . .
C28 C 0.69959(19) 0.62740(16) 1.09874(12) 0.0358(3) Uani 1 1 d . . . . .
H28A H 0.5948 0.5817 1.0730 0.043 Uiso 1 1 calc R . . . .
H28B H 0.7225 0.6552 1.1782 0.043 Uiso 1 1 calc R . . . .
C29 C 0.8181(2) 0.53325(16) 1.06710(15) 0.0454(4) Uani 1 1 d . . . . .
H29A H 0.7912 0.5013 0.9888 0.068 Uiso 1 1 calc GR . . . .
H29B H 0.8184 0.4579 1.1020 0.068 Uiso 1 1 calc GR . . . .
H29C H 0.9211 0.5798 1.0901 0.068 Uiso 1 1 calc GR . . . .
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'
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
C26 O27 C28 118.72(11) . . ?
N11 N12 C13 111.38(10) . . ?
N11 N12 C25 121.03(10) . . ?
C13 N12 C25 127.57(10) . . ?
C19 N22 C24 120.29(10) . . ?
C19 N22 C23 119.58(10) . . ?
C23 N22 C24 119.42(10) . . ?
N10 N11 N12 107.87(9) . . ?
N11 N10 C9 108.47(10) . . ?
C17 C16 C15 120.81(11) . . ?
C21 C16 C15 121.34(11) . . ?
C21 C16 C17 117.85(11) . . ?
N10 C9 C13 108.65(10) . . ?
N10 C9 C8 122.26(11) . . ?
C13 C9 C8 129.07(11) . . ?
N12 C13 C9 103.62(10) . . ?
N12 C13 C14 121.78(11) . . ?
C9 C13 C14 134.59(11) . . ?
C15 C14 C13 171.80(13) . . ?
C14 C15 C16 177.96(13) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C17 C18 C19 120.88(11) . . ?
N22 C19 C18 121.01(11) . . ?
N22 C19 C20 121.48(11) . . ?
C18 C19 C20 117.51(11) . . ?
C1 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C5 C6 C1 120.76(12) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 C19 120.99(11) . . ?
C21 C20 H20 119.5 . . ?
C8 C7 C1 177.61(13) . . ?
C6 C1 C7 120.11(11) . . ?
C6 C1 C2 119.08(11) . . ?
C2 C1 C7 120.80(11) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 C16 121.43(11) . . ?
C18 C17 H17 119.3 . . ?
C7 C8 C9 177.51(13) . . ?
C16 C21 H21 119.4 . . ?
C20 C21 C16 121.25(11) . . ?
C20 C21 H21 119.4 . . ?
C6 C5 H5 120.6 . . ?
C6 C5 C4 118.90(12) . . ?
C4 C5 H5 120.6 . . ?
C5 C4 Cl31 119.95(10) . . ?
C3 C4 Cl31 118.51(10) . . ?
C3 C4 C5 121.54(12) . . ?
N12 C25 H25A 109.1 . . ?
N12 C25 H25B 109.1 . . ?
N12 C25 C26 112.62(10) . . ?
H25A C25 H25B 107.8 . . ?
C26 C25 H25A 109.1 . . ?
C26 C25 H25B 109.1 . . ?
O27 C26 C25 108.26(11) . . ?
O30 C26 O27 126.22(13) . . ?
O30 C26 C25 125.52(12) . . ?
N22 C24 H24A 109.5 . . ?
N22 C24 H24B 109.5 . . ?
N22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C4 C3 H3 120.4 . . ?
C2 C3 C4 119.25(12) . . ?
C2 C3 H3 120.4 . . ?
N22 C23 H23A 109.5 . . ?
N22 C23 H23B 109.5 . . ?
N22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.46(12) . . ?
C3 C2 H2 119.8 . . ?
O27 C28 H28A 109.6 . . ?
O27 C28 H28B 109.6 . . ?
O27 C28 C29 110.07(12) . . ?
H28A C28 H28B 108.2 . . ?
C29 C28 H28A 109.6 . . ?
C29 C28 H28B 109.6 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
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
Cl31 C4 1.7381(12) . ?
O27 C26 1.3221(16) . ?
O27 C28 1.4557(17) . ?
N12 N11 1.3444(14) . ?
N12 C13 1.3581(15) . ?
N12 C25 1.4488(15) . ?
N22 C19 1.3723(15) . ?
N22 C24 1.4500(16) . ?
N22 C23 1.4486(16) . ?
N11 N10 1.3105(15) . ?
N10 C9 1.3723(15) . ?
O30 C26 1.1949(18) . ?
C16 C15 1.4286(17) . ?
C16 C17 1.4001(18) . ?
C16 C21 1.3994(17) . ?
C9 C13 1.3872(16) . ?
C9 C8 1.4220(16) . ?
C13 C14 1.4135(16) . ?
C14 C15 1.2018(18) . ?
C18 H18 0.9300 . ?
C18 C19 1.4096(16) . ?
C18 C17 1.3769(17) . ?
C19 C20 1.4106(17) . ?
C6 H6 0.9300 . ?
C6 C1 1.4003(17) . ?
C6 C5 1.3844(17) . ?
C20 H20 0.9300 . ?
C20 C21 1.3779(17) . ?
C7 C1 1.4355(17) . ?
C7 C8 1.1973(18) . ?
C1 C2 1.4019(18) . ?
C17 H17 0.9300 . ?
C21 H21 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.3900(18) . ?
C4 C3 1.3866(18) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C26 1.5132(18) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C3 H3 0.9300 . ?
C3 C2 1.3839(18) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C2 H2 0.9300 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C29 1.487(2) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
