#------------------------------------------------------------------------------
#$Date: 2024-09-06 04:58:40 +0300 (Fri, 06 Sep 2024) $
#$Revision: 294640 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/16/00/7160032.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_7160032
loop_
_publ_author_name
'Pospíšilová, Jana'
'Heger, Tomáš'
'Kurka, Ondřej'
'Kvasnicová, Marie'
'Chládková, Anna'
'Nemec, Ivan'
'Rárová, Lucie'
'Cankař, Petr'
_publ_section_title
;
 Atropisomeric 1-phenylbenzimidazoles affecting microtubule organization:
 influence of axial chirality.
;
_journal_issue                   34
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              6966
_journal_page_last               6980
_journal_paper_doi               10.1039/d4ob00863d
_journal_volume                  22
_journal_year                    2024
_chemical_formula_moiety         'C20 H12 Cl N3'
_chemical_formula_sum            'C20 H12 Cl N3'
_chemical_formula_weight         329.78
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2023-04-04
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-07-28 deposited with the CCDC.	2024-07-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.8862(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.66903(6)
_cell_length_b                   13.58537(6)
_cell_length_c                   11.39283(5)
_cell_measurement_reflns_used    34204
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      69.6000
_cell_measurement_theta_min      3.9380
_cell_volume                     1609.719(14)
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector_area_resol_mean 10.0000
_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    -79.00 -53.00   0.50    0.20    --  -42.75 114.00 124.00   52
  2  ω    -78.00 -47.00   0.50    0.20    --  -42.75-172.00-107.00   62
  3  ω   -115.00 -71.00   0.50    0.20    --  -42.75 172.00 -94.00   88
  4  ω     64.00  90.00   0.50    0.20    --   44.32-172.00-107.00   52
  5  ω     60.00  85.00   0.50    0.20    --   44.32 172.00 -94.00   50
  6  ω     16.00  83.00   0.50    0.20    --   44.32-114.00  33.00  134
  7  ω   -109.00 -83.00   0.50    0.50    --  -95.95 114.00 124.00   52
  8  ω    -82.00 -47.00   0.50    0.50    --  -95.95 172.00 -94.00   70
  9  ω   -131.00-105.00   0.50    0.50    --  -95.95 172.00 -94.00   52
 10  ω   -161.00-115.00   0.50    0.50    --  -95.95-114.00  33.00   92
 11  ω     73.00  98.00   0.50    0.50    --   97.51 172.00 -94.00   50
 12  ω     97.00 122.00   0.50    0.50    --   97.51 114.00 124.00   50
 13  ω     66.00 105.00   0.50    0.50    --   97.51-114.00  33.00   78
 14  ω    -54.00  -9.00   0.50    0.20    --  -10.00 119.00-122.45   90
 15  ω    -23.00   2.00   0.50    0.20    --   14.00 105.00  47.90   50
 16  ω    -54.00  -2.00   0.50    0.20    --  -14.00 111.00 159.44  104
 17  ω    -56.00 -31.00   0.50    0.20    --   14.00 159.00-133.33   50
 18  ω     -4.00  21.00   0.50    0.20    --   30.00 100.00-103.63   50
 19  ω     -4.00  21.00   0.50    0.20    --   30.00 100.00  31.34   50
 20  ω     -3.00  22.00   0.50    0.20    --   30.00  99.00  69.92   50
 21  ω     -2.00  23.00   0.50    0.20    --   30.00  96.00 168.98   50
 22  ω      2.00  27.00   0.50    0.20    --   34.00  97.00 -28.31   50
 23  ω      6.00  31.00   0.50    0.20    --   38.00  95.00 108.93   50
 24  ω      6.00  31.00   0.50    0.20    --   38.00  95.00 173.64   50
 25  ω      6.00  31.00   0.50    0.20    --   38.00  95.00  30.83   50
 26  ω      7.00  32.00   0.50    0.20    --   38.00  94.00 -68.01   50
 27  ω      6.00  31.00   0.50    0.20    --   38.00  95.00-156.52   50
 28  ω     12.00  37.00   0.50    0.20    --   42.00  90.00  -9.82   50
 29  ω     14.00  39.00   0.50    0.20    --   42.00  91.00 114.62   50
 30  ω     12.00  37.00   0.50    0.20    --   42.00  90.00-118.80   50
 31  ω    -42.00 -17.00   0.50    0.20    --  -42.75 -91.00-159.99   50
 32  ω     16.00  41.00   0.50    0.20    --   46.00  91.00-178.16   50
 33  ω     16.00  41.00   0.50    0.20    --   46.00  92.00  92.21   50
 34  ω     17.00  42.00   0.50    0.20    --   46.00  87.00 -86.15   50
 35  ω     16.00  41.00   0.50    0.20    --   46.00  92.00 159.44   50
 36  ω     16.00  41.00   0.50    0.20    --   46.00  91.00  24.51   50
 37  ω     17.00  42.00   0.50    0.20    --   46.00  88.00 -49.99   50
 38  ω     16.00  41.00   0.50    0.20    --   46.00  91.00  69.74   50
 39  ω     16.00  41.00   0.50    0.20    --   46.00  90.00   9.93   50
 40  ω    -76.00 -31.00   0.50    0.20    --  -54.00 -71.00 129.27   90
 41  ω   -119.00 -93.00   0.50    0.20    --  -54.00 -73.00 163.41   52
 42  ω    -64.00 -33.00   0.50    0.20    --  -54.00 -70.00-171.46   62
 43  ω     66.00  92.00   0.50    0.20    --   54.00  77.00  31.54   52
 44  ω     30.00  56.00   0.50    0.20    --   54.00  77.00  31.54   52
 45  ω    -55.00 -30.00   0.50    0.20    --  -54.00 -73.00 163.41   50
 46  ω    -55.00 -29.00   0.50    0.20    --  -54.00 -76.00  39.39   52
 47  ω    -57.00 -31.00   0.50    0.20    --  -54.00 -72.00  -5.54   52
 48  ω   -113.00 -72.00   0.50    0.20    --  -54.00 -74.00 -84.88   82
 49  ω   -110.00 -84.00   0.50    0.20    --  -54.00 -76.00  39.39   52
 50  ω    -58.00 -30.00   0.50    0.20    --  -54.00 -74.00 -84.88   56
 51  ω    -71.00 -33.00   0.50    0.20    --  -58.00 -76.00  84.09   76
 52  ω     39.00  65.00   0.50    0.20    --   58.00  75.00 -25.03   52
 53  ω    -63.00 -37.00   0.50    0.20    --  -58.00 -71.00-121.70   52
 54  ω     33.00  97.00   0.50    0.20    --   58.00  77.00 173.89  128
 55  ω    -70.00 -40.00   0.50    0.20    --  -62.00 -69.00-143.80   60
 56  ω    -64.00 -39.00   0.50    0.20    --  -62.00 -69.00  17.23   50
 57  ω    -64.00 -39.00   0.50    0.20    --  -62.00 -70.00 -98.09   50
 58  ω   -102.00 -70.00   0.50    0.20    --  -62.00 -69.00  17.23   64
 59  ω    -63.00 -37.00   0.50    0.20    --  -62.00 -76.00  58.75   52
 60  ω    -68.00 -39.00   0.50    0.20    --  -62.00 -72.00  -9.58   58
 61  ω    -70.00 -41.00   0.50    0.20    --  -66.00 -75.00  42.55   58
 62  ω   -128.00 -43.00   0.50    0.20    --  -66.00 -69.00 129.82  170
 63  ω    -73.00 -41.00   0.50    0.20    --  -66.00 -76.00 -25.32   64
 64  ω    -78.00 -45.00   0.50    0.50    --  -70.00 -77.00-157.02   66
 65  ω   -107.00 -45.00   0.50    0.50    --  -70.00 -76.00 -35.79  124
 66  ω   -123.00 -97.00   0.50    0.50    --  -74.00 -76.00 -82.66   52
 67  ω    -75.00 -49.00   0.50    0.50    --  -74.00 -76.00 -82.66   52
 68  ω    -82.00 -51.00   0.50    0.50    --  -74.00 -72.00 -70.31   62
 69  ω    -81.00 -50.00   0.50    0.50    --  -74.00 -74.00-175.47   62
 70  ω    -82.00 -49.00   0.50    0.50    --  -74.00 -76.00-101.65   66
 71  ω   -140.00 -91.00   0.50    0.50    --  -74.00 -76.00-101.65   98
 72  ω    -79.00 -54.00   0.50    0.50    --  -78.00 -72.00  21.90   50
 73  ω    -90.00 -54.00   0.50    0.50    --  -78.00 -74.00 128.31   72
 74  ω    -94.00 -53.00   0.50    0.50    --  -78.00 -77.00 175.30   82
 75  ω    -78.00 -53.00   0.50    0.50    --  -78.00 -76.00 100.70   50
 76  ω    -87.00 -53.00   0.50    0.50    --  -78.00 -75.00-119.07   68
 77  ω   -133.00 -85.00   0.50    0.50    --  -78.00 -72.00  21.90   96
 78  ω    -90.00 -55.00   0.50    0.50    --  -78.00 -77.00  81.75   70
 79  ω   -123.00 -97.00   0.50    0.50    --  -78.00 -77.00  81.75   52
 80  ω    -87.00 -57.00   0.50    0.50    --  -82.00 -77.00 115.13   60
 81  ω    -92.00 -57.00   0.50    0.50    --  -82.00 -77.00 -96.20   70
 82  ω    -84.00 -59.00   0.50    0.50    --  -82.00 -75.00   8.88   50
 83  ω    -99.00 -57.00   0.50    0.50    --  -82.00 -76.00  49.70   84
 84  ω   -144.00 -58.00   0.50    0.50    --  -82.00 -74.00-133.39  172
 85  ω   -146.00-100.00   0.50    0.50    --  -82.00 -77.00 -17.89   92
 86  ω    -94.00 -57.00   0.50    0.50    --  -82.00 -77.00 -17.89   74
 87  ω    -86.00 -57.00   0.50    0.50    --  -82.00 -76.00 -43.07   58
 88  ω   -109.00 -64.00   0.50    0.50    --  -86.00 -71.00 -64.41   90
 89  ω    -92.00 -66.00   0.50    0.50    --  -86.00 -70.00 129.88   52
 90  ω   -152.00-115.00   0.50    0.50    --  -86.00 -71.00 -64.41   74
 91  ω   -145.00 -63.00   0.50    0.50    --  -86.00 -77.00-173.47  164
 92  ω   -153.00-127.00   0.50    0.50    --  -90.00 -76.00  38.14   52
 93  ω   -149.00 -70.00   0.50    0.50    --  -90.00 -59.00 105.08  158
 94  ω   -106.00 -65.00   0.50    0.50    --  -90.00 -76.00  38.14   82
 95  ω    -90.00 -65.00   0.50    0.50    --  -90.00 -76.00   2.50   50
 96  ω   -157.00-101.00   0.50    0.50    --  -90.00 -76.00   2.50  112
 97  ω    -95.00 -69.00   0.50    0.50    --  -94.00 -76.00 170.22   52
 98  ω   -161.00 -71.00   0.50    0.50    --  -94.00 -69.00-108.01  180
 99  ω    -96.00 -71.00   0.50    0.50    --  -94.00 -71.00 -30.64   50
100  ω   -160.00-121.00   0.50    0.50    --  -94.00 -71.00 -30.64   78
101  ω   -138.00 -71.00   0.50    0.50    --  -95.95 -77.00-150.00  134
102  ω    -57.00 -32.00   0.50    0.50    --  -95.95  50.00 120.00   50
103  ω    -98.00 -73.00   0.50    0.50    --  -95.95 -77.00-120.00   50
104  ω   -128.00-102.00   0.50    0.50    --  -95.95 -77.00-120.00   52
105  ω   -137.00 -74.00   0.50    0.50    --  -95.95 -68.00 120.00  126
106  ω   -125.00 -90.00   0.50    0.50    --  -95.95 142.00-168.32   70
107  ω    -80.00 -29.00   0.50    0.50    --  -95.95  68.00 150.00  102
108  ω   -156.00 -75.00   0.50    0.50    --  -95.95 -68.00 150.00  162
109  ω   -163.00 -71.00   0.50    0.50    --  -95.95 -76.00-132.87  184
110  ω    -74.00 -37.00   0.50    0.50    --  -95.95 142.00-168.32   74
111  ω   -135.00 -80.00   0.50    0.50    --  -95.95 -59.00 -90.00  110
112  ω   -161.00 -74.00   0.50    0.50    --  -95.95 -68.00  60.00  174
113  ω    -57.00 -30.00   0.50    0.50    --  -95.95  50.00 150.00   54
114  ω   -101.00 -76.00   0.50    0.50    --  -95.95 -68.00 -90.00   50
115  ω   -123.00 -71.00   0.50    0.50    --  -95.95 -77.00  30.00  104
116  ω    -69.00 -27.00   0.50    0.50    --  -95.95  96.00 -90.00   84
117  ω   -112.00 -71.00   0.50    0.50    --  -95.95 -77.00-180.00   82
118  ω   -155.00-124.00   0.50    0.50    --  -95.95 -77.00-180.00   62
119  ω    -56.00 -30.00   0.50    0.50    --  -95.95  50.00 -90.00   52
120  ω   -162.00-103.00   0.50    0.50    --  -95.95 -59.00 -60.00  118
121  ω    -57.00 -31.00   0.50    0.50    --  -95.95  50.00 -60.00   52
122  ω   -153.00 -71.00   0.50    0.50    --  -95.95 -77.00  90.00  164
123  ω   -162.00-118.00   0.50    0.50    --  -95.95 -42.00 -30.00   88
124  ω    -83.00 -46.00   0.50    0.50    --  -95.95  68.00 -30.00   74
125  ω    125.00 150.00   0.50    0.50    --   97.51  77.00 -60.00   50
126  ω     50.00 104.00   0.50    0.50    --   97.51 -77.00  60.00  108
127  ω     73.00 118.00   0.50    0.50    --   97.51  77.00 -60.00   90
128  ω    128.00 164.00   0.50    0.50    --   97.51  77.00-150.00   72
129  ω     73.00  98.00   0.50    0.50    --   97.51  77.00-150.00   50
130  ω     32.00  69.00   0.50    0.50    --   97.51 -59.00-180.00   74
131  ω     49.00 107.00   0.50    0.50    --   97.51-117.00-150.00  116
132  ω     73.00 156.00   0.50    0.50    --   97.51  77.00 -30.00  166
133  ω     52.00  90.00   0.50    0.50    --   97.51 -96.00-150.00   76
134  ω     32.00 126.00   0.50    0.50    --   97.51-145.00  30.00  188
135  ω    122.00 151.00   0.50    0.50    --   97.51  77.00  60.00   58
136  ω     73.00  99.00   0.50    0.50    --   97.51  77.00  60.00   52
137  ω     36.00 107.00   0.50    0.50    --   97.51-117.00  90.00  142
138  ω    140.00 165.00   0.50    0.50    --   97.51  77.00   0.00   50
139  ω     73.00 131.00   0.50    0.50    --   97.51  77.00   0.00  116
140  ω     36.00  83.00   0.50    0.50    --   97.51 -68.00 -30.00   94
141  ω     32.00  68.00   0.50    0.50    --   97.51 -59.00   0.00   72
142  ω     56.00  83.00   0.50    0.50    --   97.51 -68.00-150.00   54
143  ω    137.00 162.00   0.50    0.50    --   97.51  68.00 120.00   50
144  ω     79.00 117.00   0.50    0.50    --   97.51  68.00 120.00   76
145  ω     67.00  92.00   0.50    0.50    --   97.51-172.00-107.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0154
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            38364
_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         69.745
_diffrn_reflns_theta_min         3.980
_exptl_absorpt_coefficient_mu    2.128
_exptl_absorpt_correction_T_max  0.611
_exptl_absorpt_correction_T_min  0.406
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
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    1.361
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.298
_exptl_crystal_size_mid          0.217
_exptl_crystal_size_min          0.166
_refine_diff_density_max         0.130
_refine_diff_density_min         -0.186
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details
;
 Flack x determined using 2811 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.003(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         6013
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0243
_refine_ls_R_factor_gt           0.0242
_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)+(0.0383P)²+0.3430P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0620
_refine_ls_wR_factor_ref         0.0621
_reflns_Friedel_coverage         0.904
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.984
_reflns_number_gt                5989
_reflns_number_total             6013
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ob00863d3.cif
_cod_data_source_block           in_2022_281
_cod_depositor_comments
'Adding full bibliography for 7160032--7160033.cif.'
_cod_original_cell_volume        1609.720(13)
_cod_database_code               7160032
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C15(H15), C16(H16), C4A(H4A), C13(H13), C9A(H9A), C18A(H18A), C17(H17),
 C11(H11), C9(H9), C12A(H12A), C2A(H2A), C18(H18), C13A(H13A), C4(H4), C2(H2),
 C15A(H15A), C10A(H10A), C12(H12), C11A(H11A), C3(H3), C17A(H17A), C10(H10),
 C16A(H16A), C3A(H3A)
;
_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
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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
Cl1A Cl 0.22062(5) 0.82226(4) 0.62451(4) 0.02598(12) Uani 1 1 d . . . . .
Cl1 Cl -0.16096(5) 0.96576(4) 0.10270(4) 0.02712(12) Uani 1 1 d . . . . .
N1A N 0.27844(16) 0.67350(12) 0.41148(15) 0.0166(3) Uani 1 1 d . . . . .
N2A N 0.13653(16) 0.61650(12) 0.24871(15) 0.0178(3) Uani 1 1 d . . . . .
N1 N 0.13363(16) 0.87353(12) 0.13687(14) 0.0167(3) Uani 1 1 d . . . . .
N2 N 0.30487(17) 0.90361(13) 0.28803(15) 0.0204(3) Uani 1 1 d . . . . .
N3 N 0.19971(19) 1.07492(14) -0.02131(17) 0.0273(4) Uani 1 1 d . . . . .
N3A N 0.28666(19) 0.44549(14) 0.55687(18) 0.0309(4) Uani 1 1 d . . . . .
C5A C 0.07288(19) 0.67730(14) 0.31399(17) 0.0166(4) Uani 1 1 d . . . . .
C15 C -0.0025(2) 0.76138(15) -0.00699(18) 0.0194(4) Uani 1 1 d . . . . .
H15 H -0.0086 0.7178 0.0568 0.023 Uiso 1 1 calc R U . . .
C7 C 0.26390(19) 0.85816(14) 0.18450(17) 0.0175(4) Uani 1 1 d . . . . .
C16 C -0.06118(19) 0.73788(15) -0.12503(19) 0.0208(4) Uani 1 1 d . . . . .
H16 H -0.1057 0.6772 -0.1421 0.025 Uiso 1 1 calc R U . . .
C7A C 0.25737(19) 0.61516(14) 0.30831(17) 0.0166(4) Uani 1 1 d . . . . .
C6A C 0.15961(18) 0.71385(14) 0.41599(17) 0.0164(4) Uani 1 1 d . . . . .
C1 C -0.02539(19) 0.98242(15) 0.21794(18) 0.0198(4) Uani 1 1 d . . . . .
C8 C 0.3515(2) 0.80221(14) 0.12593(18) 0.0190(4) Uani 1 1 d . . . . .
C6 C 0.0914(2) 0.93718(14) 0.21644(17) 0.0179(4) Uani 1 1 d . . . . .
C14A C 0.39289(19) 0.68115(15) 0.50469(17) 0.0177(4) Uani 1 1 d . . . . .
C8A C 0.3581(2) 0.55886(14) 0.26796(17) 0.0179(4) Uani 1 1 d . . . . .
C4A C -0.05690(19) 0.70478(14) 0.28876(17) 0.0187(4) Uani 1 1 d . . . . .
H4A H -0.1160 0.6791 0.2207 0.022 Uiso 1 1 calc R U . . .
C13 C 0.3133(2) 0.72610(15) 0.04296(19) 0.0216(4) Uani 1 1 d . . . . .
H13 H 0.2254 0.7074 0.0213 0.026 Uiso 1 1 calc R U . . .
C20 C 0.1419(2) 1.00373(15) -0.04780(18) 0.0198(4) Uani 1 1 d . . . . .
C9A C 0.4882(2) 0.58257(16) 0.29672(18) 0.0220(4) Uani 1 1 d . . . . .
H9A H 0.5175 0.6366 0.3484 0.026 Uiso 1 1 calc R U . . .
C1A C 0.1176(2) 0.77819(14) 0.49517(18) 0.0184(4) Uani 1 1 d . . . . .
C18A C 0.5306(2) 0.61322(16) 0.6841(2) 0.0239(4) Uani 1 1 d . . . . .
H18A H 0.5521 0.5616 0.7413 0.029 Uiso 1 1 calc R U . . .
C17 C -0.0554(2) 0.80223(15) -0.21848(18) 0.0223(4) Uani 1 1 d . . . . .
H17 H -0.0964 0.7854 -0.2988 0.027 Uiso 1 1 calc R U . . .
C19A C 0.42430(19) 0.60430(14) 0.58773(18) 0.0182(4) Uani 1 1 d . . . . .
C11 C 0.5316(2) 0.70267(16) 0.0244(2) 0.0253(5) Uani 1 1 d . . . . .
H11 H 0.5925 0.6694 -0.0107 0.030 Uiso 1 1 calc R U . . .
C9 C 0.48236(19) 0.82630(16) 0.15857(18) 0.0224(4) Uani 1 1 d . . . . .
H9 H 0.5105 0.8771 0.2156 0.027 Uiso 1 1 calc R U . . .
C5 C 0.19927(19) 0.95383(15) 0.31019(18) 0.0199(4) Uani 1 1 d . . . . .
C12A C 0.4042(2) 0.42449(16) 0.1445(2) 0.0255(5) Uani 1 1 d . . . . .
H12A H 0.3753 0.3704 0.0926 0.031 Uiso 1 1 calc R U . . .
C2A C -0.00978(19) 0.80726(14) 0.46804(17) 0.0191(4) Uani 1 1 d . . . . .
H2A H -0.0393 0.8528 0.5191 0.023 Uiso 1 1 calc R U . . .
C18 C 0.0096(2) 0.89067(15) -0.19507(18) 0.0216(4) Uani 1 1 d . . . . .
H18 H 0.0125 0.9351 -0.2588 0.026 Uiso 1 1 calc R U . . .
C13A C 0.3169(2) 0.47924(16) 0.19077(18) 0.0222(4) Uani 1 1 d . . . . .
H13A H 0.2282 0.4627 0.1700 0.027 Uiso 1 1 calc R U . . .
C19 C 0.07091(19) 0.91400(14) -0.07675(18) 0.0174(4) Uani 1 1 d . . . . .
C4 C 0.1921(2) 1.01480(16) 0.40739(19) 0.0250(4) Uani 1 1 d . . . . .
H4 H 0.2649 1.0255 0.4713 0.030 Uiso 1 1 calc R U . . .
C2 C -0.0324(2) 1.04335(15) 0.3136(2) 0.0242(4) Uani 1 1 d . . . . .
H2 H -0.1112 1.0750 0.3158 0.029 Uiso 1 1 calc R U . . .
C15A C 0.4686(2) 0.76491(15) 0.51493(19) 0.0213(4) Uani 1 1 d . . . . .
H15A H 0.4479 0.8165 0.4576 0.026 Uiso 1 1 calc R U . . .
C10A C 0.5757(2) 0.52705(17) 0.24974(19) 0.0263(5) Uani 1 1 d . . . . .
H10A H 0.6645 0.5433 0.2701 0.032 Uiso 1 1 calc R U . . .
C12 C 0.4022(2) 0.67777(17) -0.0078(2) 0.0253(4) Uani 1 1 d . . . . .
H12 H 0.3746 0.6271 -0.0653 0.030 Uiso 1 1 calc R U . . .
C11A C 0.5340(2) 0.44846(16) 0.17363(19) 0.0257(5) Uani 1 1 d . . . . .
H11A H 0.5938 0.4112 0.1415 0.031 Uiso 1 1 calc R U . . .
C20A C 0.3474(2) 0.51618(16) 0.57165(19) 0.0216(4) Uani 1 1 d . . . . .
C14 C 0.06494(18) 0.84876(14) 0.01700(17) 0.0164(4) Uani 1 1 d . . . . .
C3 C 0.0758(2) 1.05880(16) 0.4073(2) 0.0262(5) Uani 1 1 d . . . . .
H3 H 0.0687 1.1006 0.4723 0.031 Uiso 1 1 calc R U . . .
C17A C 0.6041(2) 0.69795(17) 0.6954(2) 0.0260(5) Uani 1 1 d . . . . .
H17A H 0.6752 0.7053 0.7619 0.031 Uiso 1 1 calc R U . . .
C10 C 0.5710(2) 0.77667(17) 0.1085(2) 0.0262(5) Uani 1 1 d . . . . .
H10 H 0.6595 0.7934 0.1318 0.031 Uiso 1 1 calc R U . . .
C16A C 0.5749(2) 0.77254(17) 0.6099(2) 0.0252(4) Uani 1 1 d . . . . .
H16A H 0.6282 0.8292 0.6167 0.030 Uiso 1 1 calc R U . . .
C3A C -0.0962(2) 0.77036(15) 0.36598(18) 0.0190(4) Uani 1 1 d . . . . .
H3A H -0.1835 0.7909 0.3498 0.023 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'
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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 2 1 0.1073
-2 -2 -1 0.1098
2 -1 -2 0.0940
-2 1 2 0.0940
-2 -1 -2 0.1161
-1 2 1 0.1313
2 -1 0 0.1475
-2 1 0 0.1125
-1 1 0 0.1205
1 -2 0 0.1599
-1 2 0 0.1250
-1 2 -1 0.1138
1 -2 1 0.1676
-1 -2 0 0.1265
1 2 0 0.1253
1 2 -1 0.1130
2 -1 2 0.1692
2 2 -1 0.1027
-2 -2 1 0.1095
0 -1 2 0.1453
0 1 -2 0.0875
1 1 -1 0.0946
0 -1 -1 0.1054
1 -1 -1 0.1043
-1 0 0 0.1003
1 0 0 0.1258
-1 0 2 0.0858
1 0 -2 0.0802
-1 -1 2 0.1064
1 0 2 0.1551
1 -1 -2 0.0728
1 0 -1 0.0763
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
C7A N1A C14A 128.11(16) . . ?
C6A N1A C7A 106.14(16) . . ?
C6A N1A C14A 125.22(16) . . ?
C7A N2A C5A 105.79(16) . . ?
C7 N1 C6 106.17(16) . . ?
C7 N1 C14 126.07(16) . . ?
C6 N1 C14 126.20(16) . . ?
C7 N2 C5 105.83(17) . . ?
N2A C5A C6A 110.08(17) . . ?
N2A C5A C4A 128.96(18) . . ?
C4A C5A C6A 120.95(18) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C14 C15 C16 119.41(19) . . ?
N1 C7 C8 125.46(17) . . ?
N2 C7 N1 112.48(18) . . ?
N2 C7 C8 121.98(18) . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.67(19) . . ?
C17 C16 H16 119.7 . . ?
N1A C7A C8A 124.50(17) . . ?
N2A C7A N1A 112.48(17) . . ?
N2A C7A C8A 123.02(17) . . ?
N1A C6A C5A 105.51(17) . . ?
N1A C6A C1A 133.98(18) . . ?
C1A C6A C5A 120.50(18) . . ?
C6 C1 Cl1 121.97(16) . . ?
C2 C1 Cl1 119.41(16) . . ?
C2 C1 C6 118.62(19) . . ?
C13 C8 C7 124.61(18) . . ?
C13 C8 C9 118.36(19) . . ?
C9 C8 C7 117.01(18) . . ?
N1 C6 C5 105.37(17) . . ?
C1 C6 N1 134.39(19) . . ?
C1 C6 C5 120.25(18) . . ?
C19A C14A N1A 118.91(18) . . ?
C15A C14A N1A 120.45(18) . . ?
C15A C14A C19A 120.60(18) . . ?
C9A C8A C7A 124.41(18) . . ?
C9A C8A C13A 118.96(18) . . ?
C13A C8A C7A 116.56(18) . . ?
C5A C4A H4A 121.1 . . ?
C3A C4A C5A 117.89(19) . . ?
C3A C4A H4A 121.1 . . ?
C8 C13 H13 119.7 . . ?
C12 C13 C8 120.7(2) . . ?
C12 C13 H13 119.7 . . ?
N3 C20 C19 178.1(2) . . ?
C8A C9A H9A 119.9 . . ?
C8A C9A C10A 120.1(2) . . ?
C10A C9A H9A 119.9 . . ?
C6A C1A Cl1A 121.97(16) . . ?
C2A C1A Cl1A 119.72(15) . . ?
C2A C1A C6A 118.31(18) . . ?
C19A C18A H18A 120.3 . . ?
C17A C18A H18A 120.3 . . ?
C17A C18A C19A 119.32(19) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.31(19) . . ?
C18 C17 H17 119.8 . . ?
C14A C19A C20A 119.39(18) . . ?
C18A C19A C14A 119.81(18) . . ?
C18A C19A C20A 120.80(18) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
C10 C11 C12 119.3(2) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.6(2) . . ?
C10 C9 H9 119.7 . . ?
N2 C5 C6 110.10(17) . . ?
N2 C5 C4 128.71(19) . . ?
C4 C5 C6 121.19(19) . . ?
C13A C12A H12A 119.9 . . ?
C13A C12A C11A 120.2(2) . . ?
C11A C12A H12A 119.9 . . ?
C1A C2A H2A 119.5 . . ?
C1A C2A C3A 120.92(18) . . ?
C3A C2A H2A 119.5 . . ?
C17 C18 H18 120.3 . . ?
C17 C18 C19 119.33(18) . . ?
C19 C18 H18 120.3 . . ?
C8A C13A H13A 119.7 . . ?
C12A C13A C8A 120.6(2) . . ?
C12A C13A H13A 119.7 . . ?
C18 C19 C20 121.62(18) . . ?
C18 C19 C14 120.08(19) . . ?
C14 C19 C20 118.30(18) . . ?
C5 C4 H4 121.1 . . ?
C3 C4 C5 117.7(2) . . ?
C3 C4 H4 121.1 . . ?
C1 C2 H2 119.7 . . ?
C1 C2 C3 120.6(2) . . ?
C3 C2 H2 119.7 . . ?
C14A C15A H15A 120.4 . . ?
C14A C15A C16A 119.2(2) . . ?
C16A C15A H15A 120.4 . . ?
C9A C10A H10A 119.8 . . ?
C11A C10A C9A 120.5(2) . . ?
C11A C10A H10A 119.8 . . ?
C13 C12 C11 120.5(2) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12A C11A H11A 120.2 . . ?
C10A C11A C12A 119.66(19) . . ?
C10A C11A H11A 120.2 . . ?
N3A C20A C19A 178.7(2) . . ?
C15 C14 N1 121.38(17) . . ?
C15 C14 C19 120.17(18) . . ?
C19 C14 N1 118.42(17) . . ?
C4 C3 C2 121.6(2) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C18A C17A H17A 119.8 . . ?
C18A C17A C16A 120.5(2) . . ?
C16A C17A H17A 119.8 . . ?
C11 C10 H10 119.7 . . ?
C9 C10 C11 120.5(2) . . ?
C9 C10 H10 119.7 . . ?
C15A C16A C17A 120.6(2) . . ?
C15A C16A H16A 119.7 . . ?
C17A C16A H16A 119.7 . . ?
C4A C3A C2A 121.38(19) . . ?
C4A C3A H3A 119.3 . . ?
C2A C3A H3A 119.3 . . ?
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
Cl1A C1A 1.736(2) . ?
Cl1 C1 1.738(2) . ?
N1A C7A 1.394(3) . ?
N1A C6A 1.393(3) . ?
N1A C14A 1.432(3) . ?
N2A C5A 1.386(2) . ?
N2A C7A 1.317(3) . ?
N1 C7 1.390(3) . ?
N1 C6 1.398(3) . ?
N1 C14 1.438(2) . ?
N2 C7 1.317(3) . ?
N2 C5 1.388(3) . ?
N3 C20 1.150(3) . ?
N3A C20A 1.149(3) . ?
C5A C6A 1.405(3) . ?
C5A C4A 1.401(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.388(3) . ?
C15 C14 1.383(3) . ?
C7 C8 1.475(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.389(3) . ?
C7A C8A 1.474(3) . ?
C6A C1A 1.400(3) . ?
C1 C6 1.393(3) . ?
C1 C2 1.384(3) . ?
C8 C13 1.399(3) . ?
C8 C9 1.401(3) . ?
C6 C5 1.403(3) . ?
C14A C19A 1.399(3) . ?
C14A C15A 1.385(3) . ?
C8A C9A 1.390(3) . ?
C8A C13A 1.402(3) . ?
C4A H4A 0.9500 . ?
C4A C3A 1.381(3) . ?
C13 H13 0.9500 . ?
C13 C12 1.382(3) . ?
C20 C19 1.434(3) . ?
C9A H9A 0.9500 . ?
C9A C10A 1.397(3) . ?
C1A C2A 1.383(3) . ?
C18A H18A 0.9500 . ?
C18A C19A 1.396(3) . ?
C18A C17A 1.383(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.383(3) . ?
C19A C20A 1.440(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.389(3) . ?
C11 C10 1.387(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.384(3) . ?
C5 C4 1.399(3) . ?
C12A H12A 0.9500 . ?
C12A C13A 1.386(3) . ?
C12A C11A 1.388(3) . ?
C2A H2A 0.9500 . ?
C2A C3A 1.405(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.397(3) . ?
C13A H13A 0.9500 . ?
C19 C14 1.400(3) . ?
C4 H4 0.9500 . ?
C4 C3 1.377(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.402(3) . ?
C15A H15A 0.9500 . ?
C15A C16A 1.386(3) . ?
C10A H10A 0.9500 . ?
C10A C11A 1.385(3) . ?
C12 H12 0.9500 . ?
C11A H11A 0.9500 . ?
C3 H3 0.9500 . ?
C17A H17A 0.9500 . ?
C17A C16A 1.392(3) . ?
C10 H10 0.9500 . ?
C16A H16A 0.9500 . ?
C3A H3A 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
Cl1A C1A C2A C3A -177.99(15) . . . . ?
Cl1 C1 C6 N1 -0.3(3) . . . . ?
Cl1 C1 C6 C5 178.89(15) . . . . ?
Cl1 C1 C2 C3 -179.45(16) . . . . ?
N1A C7A C8A C9A -25.2(3) . . . . ?
N1A C7A C8A C13A 158.05(18) . . . . ?
N1A C6A C1A Cl1A -2.9(3) . . . . ?
N1A C6A C1A C2A 176.8(2) . . . . ?
N1A C14A C19A C18A -175.62(18) . . . . ?
N1A C14A C19A C20A 5.2(3) . . . . ?
N1A C14A C15A C16A 176.48(18) . . . . ?
N2A C5A C6A N1A -0.1(2) . . . . ?
N2A C5A C6A C1A 179.16(17) . . . . ?
N2A C5A C4A C3A -177.20(19) . . . . ?
N2A C7A C8A C9A 153.9(2) . . . . ?
N2A C7A C8A C13A -22.9(3) . . . . ?
N1 C7 C8 C13 -27.0(3) . . . . ?
N1 C7 C8 C9 154.53(19) . . . . ?
N1 C6 C5 N2 1.0(2) . . . . ?
N1 C6 C5 C4 -179.82(18) . . . . ?
N2 C7 C8 C13 156.4(2) . . . . ?
N2 C7 C8 C9 -22.1(3) . . . . ?
N2 C5 C4 C3 178.3(2) . . . . ?
C5A N2A C7A N1A -0.4(2) . . . . ?
C5A N2A C7A C8A -179.61(17) . . . . ?
C5A C6A C1A Cl1A 178.11(15) . . . . ?
C5A C6A C1A C2A -2.2(3) . . . . ?
C5A C4A C3A C2A -1.2(3) . . . . ?
C15 C16 C17 C18 0.3(3) . . . . ?
C7 N1 C6 C1 177.4(2) . . . . ?
C7 N1 C6 C5 -1.9(2) . . . . ?
C7 N1 C14 C15 96.0(2) . . . . ?
C7 N1 C14 C19 -82.0(2) . . . . ?
C7 N2 C5 C6 0.3(2) . . . . ?
C7 N2 C5 C4 -178.8(2) . . . . ?
C7 C8 C13 C12 179.80(19) . . . . ?
C7 C8 C9 C10 179.46(18) . . . . ?
C16 C15 C14 N1 -176.28(18) . . . . ?
C16 C15 C14 C19 1.7(3) . . . . ?
C16 C17 C18 C19 0.9(3) . . . . ?
C7A N1A C6A C5A -0.1(2) . . . . ?
C7A N1A C6A C1A -179.3(2) . . . . ?
C7A N1A C14A C19A -74.6(3) . . . . ?
C7A N1A C14A C15A 107.7(2) . . . . ?
C7A N2A C5A C6A 0.3(2) . . . . ?
C7A N2A C5A C4A 178.9(2) . . . . ?
C7A C8A C9A C10A -177.20(19) . . . . ?
C7A C8A C13A C12A 177.45(18) . . . . ?
C6A N1A C7A N2A 0.4(2) . . . . ?
C6A N1A C7A C8A 179.53(17) . . . . ?
C6A N1A C14A C19A 95.9(2) . . . . ?
C6A N1A C14A C15A -81.8(2) . . . . ?
C6A C5A C4A C3A 1.3(3) . . . . ?
C6A C1A C2A C3A 2.3(3) . . . . ?
C1 C6 C5 N2 -178.38(18) . . . . ?
C1 C6 C5 C4 0.7(3) . . . . ?
C1 C2 C3 C4 0.3(3) . . . . ?
C8 C13 C12 C11 1.3(3) . . . . ?
C8 C9 C10 C11 0.5(3) . . . . ?
C6 N1 C7 N2 2.2(2) . . . . ?
C6 N1 C7 C8 -174.73(18) . . . . ?
C6 N1 C14 C15 -100.3(2) . . . . ?
C6 N1 C14 C19 81.7(2) . . . . ?
C6 C1 C2 C3 -0.3(3) . . . . ?
C6 C5 C4 C3 -0.7(3) . . . . ?
C14A N1A C7A N2A 172.25(18) . . . . ?
C14A N1A C7A C8A -8.6(3) . . . . ?
C14A N1A C6A C5A -172.32(18) . . . . ?
C14A N1A C6A C1A 8.6(3) . . . . ?
C14A C15A C16A C17A -1.2(3) . . . . ?
C8A C9A C10A C11A 0.4(3) . . . . ?
C4A C5A C6A N1A -178.83(17) . . . . ?
C4A C5A C6A C1A 0.4(3) . . . . ?
C13 C8 C9 C10 0.8(3) . . . . ?
C20 C19 C14 N1 -2.0(3) . . . . ?
C20 C19 C14 C15 -179.97(18) . . . . ?
C9A C8A C13A C12A 0.5(3) . . . . ?
C9A C10A C11A C12A -0.4(3) . . . . ?
C1A C2A C3A C4A -0.7(3) . . . . ?
C18A C17A C16A C15A 2.6(3) . . . . ?
C17 C18 C19 C20 178.66(18) . . . . ?
C17 C18 C19 C14 -0.8(3) . . . . ?
C19A C14A C15A C16A -1.1(3) . . . . ?
C19A C18A C17A C16A -1.7(3) . . . . ?
C9 C8 C13 C12 -1.7(3) . . . . ?
C5 N2 C7 N1 -1.5(2) . . . . ?
C5 N2 C7 C8 175.53(17) . . . . ?
C5 C4 C3 C2 0.1(3) . . . . ?
C18 C19 C14 N1 177.52(17) . . . . ?
C18 C19 C14 C15 -0.5(3) . . . . ?
C13A C8A C9A C10A -0.5(3) . . . . ?
C13A C12A C11A C10A 0.3(3) . . . . ?
C2 C1 C6 N1 -179.5(2) . . . . ?
C2 C1 C6 C5 -0.2(3) . . . . ?
C15A C14A C19A C18A 2.0(3) . . . . ?
C15A C14A C19A C20A -177.11(18) . . . . ?
C12 C11 C10 C9 -0.9(3) . . . . ?
C11A C12A C13A C8A -0.4(3) . . . . ?
C14 N1 C7 N2 168.60(17) . . . . ?
C14 N1 C7 C8 -8.3(3) . . . . ?
C14 N1 C6 C1 11.1(3) . . . . ?
C14 N1 C6 C5 -168.25(17) . . . . ?
C14 C15 C16 C17 -1.6(3) . . . . ?
C17A C18A C19A C14A -0.6(3) . . . . ?
C17A C18A C19A C20A 178.54(19) . . . . ?
C10 C11 C12 C13 0.1(3) . . . . ?
