N-Heterocyclic carbene-catalyzed enantioselective (dynamic) kinetic resolution for the assembly of inherently chiral macrocycles
Li, Zhipeng; Zhang, Jingyang; Zhu, Wanmeng; Wang, Tianyi; Tang, Yefeng; Wang, Jian; Chemical Science 16 (2025) 11021–11026; doi:10.1039/D5SC01773D

data_1574576
_publ_section_title
;
 N-Heterocyclic carbene-catalyzed enantioselective (dynamic) kinetic
 resolution for the assembly of inherently chiral macrocycles
;
_journal_issue                   24
_journal_name_full               'Chemical Science'
_journal_page_first              11021
_journal_page_last               11026
_journal_paper_doi               10.1039/D5SC01773D
_journal_volume                  16
_journal_year                    2025
_chemical_absolute_configuration ad
_chemical_formula_moiety
'C42 H44 N6 O4, 0.25[], 0.25[], 0.25[], 0.125[], 0.125[], 0.25[]'
_chemical_formula_sum            'C42 H44 N6 O4'
_chemical_formula_weight         696.83
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2024-12-30
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-02-05 deposited with the CCDC.	2025-05-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.5770(10)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   72.2732(7)
_cell_length_b                   9.21670(10)
_cell_length_c                   24.9319(2)
_cell_measurement_reflns_used    76522
_cell_measurement_temperature    150
_cell_measurement_theta_max      72.5520
_cell_measurement_theta_min      3.5560
_cell_volume                     16590.9(3)
_computing_cell_refinement       'CrysAlisPro 1.171.43.124a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.90a 64-bit (release 15-09-2023))'
_computing_data_reduction        'CrysAlisPro 1.171.43.124a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      150
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     22.00  48.00   0.50    0.78    --   63.09-123.00 117.00   52
  2  \w    -52.00 -26.00   0.50    0.78    --  -63.21 123.00-162.00   52
  3  \w    -58.00 -32.00   0.50    0.78    --  -72.99 123.00-162.00   52
  4  \w     70.00  95.00   0.50    0.78    --   76.25-123.00 117.00   50
  5  \w     37.00  65.00   0.50    0.78    --   76.25-123.00 117.00   56
  6  \w    -64.00 -39.00   0.50    0.78    --  -77.13 123.00-162.00   50
  7  \w     25.00  50.00   0.50    0.78    --    6.00  41.00 161.91   50
  8  \w     29.00  54.00   0.50    0.78    --   10.00  41.00 -20.80   50
  9  \w     29.00  54.00   0.50    0.78    --   10.00  41.00 -38.03   50
 10  \w     29.00  54.00   0.50    0.78    --   10.00  41.00 -80.22   50
 11  \w     29.00  54.00   0.50    0.78    --   10.00  41.00-150.90   50
 12  \w     33.00  58.00   0.50    0.78    --   14.00  40.00 -52.69   50
 13  \w     33.00  58.00   0.50    0.78    --   14.00  41.00 161.54   50
 14  \w     33.00  58.00   0.50    0.78    --   14.00  40.00 -99.86   50
 15  \w     33.00  58.00   0.50    0.78    --   14.00  40.00-126.85   50
 16  \w     33.00  58.00   0.50    0.78    --   14.00  41.00  85.53   50
 17  \w     37.00  62.00   0.50    0.78    --   18.00  41.00  32.52   50
 18  \w      4.00  29.00   0.50    0.78    --   18.00-111.00-172.99   50
 19  \w     37.00  62.00   0.50    0.78    --   18.00  41.00 121.84   50
 20  \w     37.00  62.00   0.50    0.78    --   18.00  41.00  66.42   50
 21  \w     37.00  62.00   0.50    0.78    --   18.00  41.00 -48.97   50
 22  \w     37.00  62.00   0.50    0.78    --   18.00  41.00 173.89   50
 23  \w     37.00  62.00   0.50    0.78    --   18.00  41.00  45.96   50
 24  \w    -15.00  10.00   0.50    0.78    --  -22.00  85.00 -28.50   50
 25  \w     41.00  67.00   0.50    0.78    --   22.00  41.00 -17.10   52
 26  \w    -18.00   7.00   0.50    0.78    --  -22.00  89.00  90.83   50
 27  \w    -18.00   7.00   0.50    0.78    --  -22.00  89.00  57.05   50
 28  \w     41.00  66.00   0.50    0.78    --   22.00  39.00 102.62   50
 29  \w     45.00  70.00   0.50    0.78    --   26.00  41.00 154.89   50
 30  \w     45.00  70.00   0.50    0.78    --   26.00  41.00 -65.39   50
 31  \w     45.00  70.00   0.50    0.78    --   26.00  41.00 137.03   50
 32  \w     45.00  70.00   0.50    0.78    --   26.00  41.00-129.19   50
 33  \w     49.00  74.00   0.50    0.78    --   30.00  41.00   9.40   50
 34  \w     49.00  74.00   0.50    0.78    --   30.00  41.00-171.27   50
 35  \w     49.00  74.00   0.50    0.78    --   30.00  39.00 -75.67   50
 36  \w     49.00  74.00   0.50    0.78    --   30.00  41.00 -41.03   50
 37  \w     49.00  74.00   0.50    0.78    --   30.00  39.00 -12.22   50
 38  \w     53.00  78.00   0.50    0.78    --   34.00  37.00 -85.77   50
 39  \w     53.00  78.00   0.50    0.78    --   34.00  37.00  77.51   50
 40  \w     57.00  82.00   0.50    0.78    --   38.00  41.00-158.93   50
 41  \w     57.00  82.00   0.50    0.78    --   38.00  38.00 141.29   50
 42  \w     57.00  82.00   0.50    0.78    --   38.00  38.00-170.26   50
 43  \w    -83.00 -57.00   0.50    0.78    --  -38.00 -39.00-118.73   52
 44  \w    -83.00 -58.00   0.50    0.78    --  -38.00 -41.00  17.05   50
 45  \w    -86.00 -61.00   0.50    0.78    --  -42.00 -39.00 -32.85   50
 46  \w     61.00  86.00   0.50    0.78    --   42.00  40.00  44.31   50
 47  \w    -87.00 -62.00   0.50    0.78    --  -42.00 -39.00  31.64   50
 48  \w    -87.00 -61.00   0.50    0.78    --  -42.00 -38.00 -63.30   52
 49  \w    -87.00 -62.00   0.50    0.78    --  -42.00 -37.00  58.76   50
 50  \w     61.00  86.00   0.50    0.78    --   42.00  41.00-155.67   50
 51  \w     61.00  86.00   0.50    0.78    --   42.00  41.00-128.09   50
 52  \w    -87.00 -62.00   0.50    0.78    --  -42.00 -38.00  86.18   50
 53  \w    -99.00 -73.00   0.50    0.78    --  -54.00 -41.00-158.56   52
 54  \w    -99.00 -74.00   0.50    0.78    --  -54.00 -40.00 -72.05   50
 55  \w    -99.00 -74.00   0.50    0.78    --  -54.00 -40.00  20.01   50
 56  \w    -99.00 -73.00   0.50    0.78    --  -54.00 -41.00 -59.15   52
 57  \w    -99.00 -73.00   0.50    0.78    --  -54.00 -41.00 108.55   52
 58  \w    -98.00 -73.00   0.50    0.78    --  -54.00 -41.00  15.57   50
 59  \w   -102.00 -77.00   0.50    0.78    --  -58.00 -38.00 -98.15   50
 60  \w   -103.00 -77.00   0.50    0.78    --  -58.00 -38.00  51.86   52
 61  \w   -103.00 -78.00   0.50    0.78    --  -58.00 -39.00 168.78   50
 62  \w   -103.00 -77.00   0.50    0.78    --  -58.00 -41.00   8.80   52
 63  \w   -102.00 -77.00   0.50    0.78    --  -58.00 -41.00-111.02   50
 64  \w   -103.00 -78.00   0.50    0.78    --  -58.00 -38.00 -18.79   50
 65  \w   -103.00 -77.00   0.50    0.78    --  -58.00 -39.00 151.64   52
 66  \w   -103.00 -78.00   0.50    0.78    --  -58.00 -38.00  86.21   50
 67  \w   -106.00 -81.00   0.50    0.78    --  -62.00 -40.00-170.69   50
 68  \w     54.00  82.00   0.50    0.78    --   63.09-125.00 150.00   56
 69  \w     22.00  72.00   0.50    0.78    --   63.09-125.00  60.00  100
 70  \w     24.00  50.00   0.50    0.78    --   63.09-125.00 150.00   52
 71  \w     52.00 102.00   0.50    0.78    --   63.09  15.00-180.00  100
 72  \w     24.00  64.00   0.50    0.78    --   63.09-125.00 -30.00   80
 73  \w     22.00  65.00   0.50    0.78    --   63.09-125.00-180.00   86
 74  \w     73.00 100.00   0.50    0.78    --   63.09  15.00 -30.00   54
 75  \w    -82.00 -23.00   0.50    0.78    --  -63.21 125.00 120.00  118
 76  \w    -54.00 -24.00   0.50    0.78    --  -63.21 125.00  90.00   60
 77  \w    -57.00 -23.00   0.50    0.78    --  -63.21 125.00 -60.00   68
 78  \w    -54.00 -22.00   0.50    0.78    --  -63.21 125.00-150.00   64
 79  \w    -77.00 -22.00   0.50    0.78    --  -63.21 125.00   0.00  110
 80  \w    -60.00 -23.00   0.50    0.78    --  -63.21 125.00 150.00   74
 81  \w   -110.00 -84.00   0.50    0.78    --  -66.00 -31.00-137.00   52
 82  \w   -109.00 -84.00   0.50    0.78    --  -66.00 -35.00 118.66   50
 83  \w   -115.00 -90.00   0.50    0.78    --  -70.00 -40.00-122.70   50
 84  \w   -115.00 -89.00   0.50    0.78    --  -70.00 -41.00 153.23   52
 85  \w   -115.00 -90.00   0.50    0.78    --  -70.00 -41.00 -67.35   50
 86  \w   -114.00 -89.00   0.50    0.78    --  -70.00 -41.00 139.22   50
 87  \w   -115.00 -89.00   0.50    0.78    --  -70.00 -40.00 104.54   52
 88  \w   -115.00 -90.00   0.50    0.78    --  -70.00 -41.00-146.85   50
 89  \w   -115.00 -89.00   0.50    0.78    --  -70.00 -40.00 -20.59   52
 90  \w   -114.00 -89.00   0.50    0.78    --  -70.00 -39.00-177.00   50
 91  \w   -115.00 -89.00   0.50    0.78    --  -70.00 -40.00  -3.06   52
 92  \w   -115.00 -90.00   0.50    0.78    --  -70.00 -39.00 165.21   50
 93  \w   -115.00 -89.00   0.50    0.78    --  -70.00 -39.00 -33.43   52
 94  \w     34.00  91.00   0.50    0.78    --   72.72-125.00  30.00  114
 95  \w     57.00  82.00   0.50    0.78    --   72.72-123.00 117.00   50
 96  \w    -92.00 -32.00   0.50    0.78    --  -72.99 125.00-120.00  120
 97  \w    -92.00 -34.00   0.50    0.78    --  -72.99 125.00-180.00  116
 98  \w   -119.00 -93.00   0.50    0.78    --  -74.00 -39.00  71.37   52
 99  \w   -103.00 -34.00   0.50    0.78    --  -74.00 140.00-121.10  138
100  \w   -119.00 -93.00   0.50    0.78    --  -74.00 -31.00  49.23   52
101  \w   -117.00 -92.00   0.50    0.78    --  -74.00 -31.00  41.43   50
102  \w   -119.00 -94.00   0.50    0.78    --  -74.00 -39.00  15.56   50
103  \w     39.00  72.00   0.50    0.78    --   76.25-125.00 150.00   66
104  \w   -119.00 -88.00   0.50    0.78    --  -77.13 -15.00 120.00   62
105  \w   -121.00 -80.00   0.50    0.78    --  -77.13 -15.00-180.00   82
106  \w   -119.00 -76.00   0.50    0.78    --  -77.13 -15.00 -60.00   86
107  \w    -99.00 -39.00   0.50    0.78    --  -78.14 126.00  87.94  120
108  \w   -122.00 -97.00   0.50    0.78    --  -78.14 -32.00  87.50   50
109  \w   -106.00 -39.00   0.50    0.78    --  -78.14 139.00 -29.75  134
110  \w   -124.00 -99.00   0.50    0.78    --  -78.14 -27.00 166.77   50
111  \w   -102.00 -37.00   0.50    0.78    --  -78.14 132.00   0.68  130
112  \w    -63.00 -38.00   0.50    0.78    --  -78.14 139.00 -84.04   50
113  \w   -123.00 -98.00   0.50    0.78    --  -78.14 -41.00 -51.18   50
114  \w   -122.00 -97.00   0.50    0.78    --  -78.14 -40.00 -92.68   50
115  \w   -123.00 -97.00   0.50    0.78    --  -78.14 -40.00  49.00   52
116  \w   -122.00 -97.00   0.50    0.78    --  -78.14 -39.00  55.21   50
117  \w   -124.00 -99.00   0.50    0.78    --  -78.14 -31.00   2.21   50
118  \w   -124.00 -96.00   0.50    0.78    --  -78.14 -27.00-129.78   56
119  \w   -123.00 -98.00   0.50    0.78    --  -78.14 -33.00 120.50   50
120  \w   -123.00 -97.00   0.50    0.78    --  -78.14 -41.00 -78.16   52
121  \w    -99.00 -38.00   0.50    0.78    --  -78.14 126.00-153.87  122
122  \w    -64.00 -37.00   0.50    0.78    --  -78.14 133.00 143.83   54
123  \w   -102.00 -72.00   0.50    0.78    --  -78.14 133.00 143.83   60
124  \w    -64.00 -39.00   0.50    0.78    --  -78.14 128.00 -47.56   50
125  \w   -125.00-100.00   0.50    0.78    --  -78.14 -28.00  20.82   50
126  \w   -100.00 -75.00   0.50    0.78    --  -78.14 128.00 -47.56   50
127  \w   -101.00 -38.00   0.50    0.78    --  -78.14 131.00 117.05  126
128  \w    -99.00 -41.00   0.50    0.78    --  -78.14 126.00 -83.61  116
129  \w   -122.00 -97.00   0.50    0.78    --  -78.14 -40.00 -42.19   50
130  \w   -106.00 -38.00   0.50    0.78    --  -78.14 139.00 147.95  136
131  \w   -120.00 -94.00   0.50    0.78    --  -78.14 -25.00  59.64   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix-Arc 150'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0196037000
_diffrn_orient_matrix_UB_12      -0.0559095000
_diffrn_orient_matrix_UB_13      0.0104323000
_diffrn_orient_matrix_UB_21      0.0081994000
_diffrn_orient_matrix_UB_22      -0.1061564000
_diffrn_orient_matrix_UB_23      0.0425689000
_diffrn_orient_matrix_UB_31      -0.0019571000
_diffrn_orient_matrix_UB_32      0.1163261000
_diffrn_orient_matrix_UB_33      0.0436549000
_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  0.0517
_diffrn_reflns_av_unetI/netI     0.0603
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.938
_diffrn_reflns_limit_h_max       89
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            127549
_diffrn_reflns_point_group_measured_fraction_full 0.849
_diffrn_reflns_point_group_measured_fraction_max 0.800
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.354
_diffrn_reflns_theta_min         3.673
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.584
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88457
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.124a (Rigaku Oxford Diffraction, 2024)
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    1.116
_exptl_crystal_description       block
_exptl_crystal_F_000             5920
_refine_diff_density_max         0.408
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.1(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2078
_refine_ls_number_reflns         27135
_refine_ls_number_restraints     437
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0975
_refine_ls_R_factor_gt           0.0710
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1018P)^2^+17.4143P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1787
_refine_ls_wR_factor_ref         0.1936
_reflns_Friedel_coverage         0.601
_reflns_Friedel_fraction_full    0.703
_reflns_Friedel_fraction_max     0.642
_reflns_number_gt                20201
_reflns_number_total             27135
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc01773d2.cif
_cod_data_source_block           exp_541_autored_sq
_cod_depositor_comments          'Adding full bibliography for 1574576.cif.'
_cod_original_cell_volume        16590.8(3)
_cod_database_code               1574576
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'C11 H10 N O'
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.9(2)
 0.1(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 C16A-C13A = C14A-C13A = C15A-C13A
 1.5 with sigma of 0.02
 C1C-C170 = C1F-C170 = C140-C138 = C140-C139 = C142-C140 = C1D-C170
 1.5 with sigma of 0.02
 C99A-C97A = C99-C97 = C97A-C171 = C97-C100 = C98-C97 = C98A-C97A
 1.5 with sigma of 0.02
 H54-H55
 1.95 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
C1A \\sim C1B \\sim C133 \\sim C134 \\sim C135 \\sim C136 \\sim C169: within 2A
with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
O14 \\sim C1C \\sim C1D \\sim C1E \\sim C1F \\sim C137 \\sim C138 \\sim C139
\\sim C140 \\sim C141 \\sim C142 \\sim C170: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02 within 2A
C96 \\sim C97 \\sim C97A \\sim C98 \\sim C98A \\sim C99 \\sim C99A \\sim C100
\\sim C171: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
C12 \\sim C12A \\sim C13 \\sim C13A \\sim C14 \\sim C14A \\sim C15 \\sim C15A
\\sim C16 \\sim C16A: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
Uanis(C14A) \\sim Ueq, Uanis(C12) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
5. Others
 Sof(C1A)=Sof(H73)=Sof(H74)=Sof(H75)=Sof(C1B)=Sof(H76)=Sof(H77)=Sof(H78)=
 Sof(C169)=Sof(H148)=Sof(H149)=Sof(H150)=1-FVAR(1)
 Sof(C134)=Sof(H94)=Sof(H95)=Sof(H96)=Sof(C135)=Sof(H97)=Sof(H98)=Sof(H99)=
 Sof(C136)=Sof(H100)=Sof(H101)=Sof(H102)=FVAR(1)
 Sof(C1C)=Sof(H79)=Sof(H80)=Sof(H81)=Sof(C1D)=Sof(H82)=Sof(H83)=Sof(H84)=
 Sof(C1E)=Sof(H85)=Sof(H86)=Sof(H88)=Sof(C1F)=Sof(H90)=Sof(H91)=Sof(C170)=1-
 FVAR(2)
 Sof(C138)=Sof(H103)=Sof(H104)=Sof(C139)=Sof(H109)=Sof(H110)=Sof(H111)=
 Sof(C140)=Sof(C141)=Sof(H113)=Sof(H117)=Sof(H118)=Sof(C142)=Sof(H119)=
 Sof(H120)=Sof(H121)=FVAR(2)
 Sof(H96C)=Sof(H96D)=Sof(C97A)=Sof(C98A)=Sof(H98D)=Sof(H98E)=Sof(H98F)=
 Sof(C99A)=Sof(H99D)=Sof(H99E)=Sof(H99F)=Sof(C171)=Sof(H17A)=Sof(H17B)=
 Sof(H17C)=1-FVAR(3)
 Sof(H96A)=Sof(H96B)=Sof(C97)=Sof(C98)=Sof(H98A)=Sof(H98B)=Sof(H98C)=Sof(C99)=
 Sof(H99A)=Sof(H99B)=Sof(H99C)=Sof(C100)=Sof(H10A)=Sof(H10B)=Sof(H10C)=FVAR(3)
 Sof(C12A)=Sof(HM)=Sof(HN)=Sof(C13A)=Sof(C14A)=Sof(HR)=Sof(HS)=Sof(HT)=
 Sof(C15A)=Sof(HX)=Sof(HY)=Sof(HZ)=Sof(C16A)=Sof(H4)=Sof(H5)=Sof(H6)=1-FVAR(4)
 Sof(C12)=Sof(HK)=Sof(HL)=Sof(C13)=Sof(C14)=Sof(HO)=Sof(HP)=Sof(HQ)=Sof(C15)=
 Sof(HU)=Sof(HV)=Sof(HW)=Sof(C16)=Sof(H1)=Sof(H2)=Sof(H3)=FVAR(4)
6.a Secondary CH2 refined with riding coordinates:
 C12(HK,HL), C12A(HM,HN), C25(H11,H12), C33(H20,H21), C54(H40,H41), C67(H55,
 H56), C75(H64,H65), C96(H96A,H96B), C96(H96C,H96D), C109(H10D,H10E), C117(H11D,
 H11E), C1F(H90,H91), C138(H103,H104), C151(H130,H131), C159(H139,H140)
6.b Aromatic/amide H refined with riding coordinates:
 C3(H), C5(HA), C21(H7), C22(H8), C23(H9), C24(H10), C28(H16), C30(H17),
 C31(H18), C32(H19), C39(H25), C40(H26), C41(H27), C42(H28), C45(H29), C47(H30),
  C63(H51), C64(H52), C65(H53), C70(H60), C72(H61), C73(H62), C74(H63),
 C80(H69), C81(H70), C82(H71), C83(H72), C87(H87), C89(H89), C105(H105),
 C106(H106), C107(H107), C108(H108), C112(H112), C114(H114), C115(H115),
 C116(H116), C123(H123), C124(H124), C125(H125), C126(H126), C129(H92),
 C131(H93), C146(H122), C147(H127), C148(H128), C149(H129), C154(H135),
 C155(H136), C156(H137), C158(H138), C164(H144), C165(H145), C166(H146),
 C167(H147)
6.c Idealised Me refined as rotating group:
 C8(HB,HC,HD), C9(HE,HF,HG), C10(HH,HI,HJ), C14(HO,HP,HQ), C14A(HR,HS,HT),
 C15(HU,HV,HW), C15A(HX,HY,HZ), C16(H1,H2,H3), C16A(H4,H5,H6), C26(H13,H14,H15),
  C34(H22,H23,H24), C50(H31,H32,H33), C51(H34,H35,H36), C52(H37,H38,H39),
 C56(H42,H43,H44), C57(H45,H46,H47), C58(H48,H49,H50), C68(H57,H58,H59),
 C76(H66,H67,H68), C92(H92A,H92B,H92C), C93(H93A,H93B,H93C), C94(H94A,H94B,
 H94C), C98(H98A,H98B,H98C), C98A(H98D,H98E,H98F), C99(H99A,H99B,H99C),
 C99A(H99D,H99E,H99F), C100(H10A,H10B,H10C), C110(H11A,H11B,H11C), C118(H11F,
 H11G,H11H), C171(H17A,H17B,H17C), C1A(H73,H74,H75), C1B(H76,H77,H78), C1C(H79,
 H80,H81), C1D(H82,H83,H84), C1E(H85,H86,H88), C134(H94,H95,H96), C135(H97,H98,
 H99), C136(H100,H101,H102), C139(H109,H110,H111), C141(H113,H117,H118),
 C142(H119,H120,H121), C152(H132,H133,H134), C160(H141,H142,H143), C169(H148,
 H149,H150)
;
_shelx_res_checksum              28582
_shelx_fab_checksum              17192
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.530
_oxdiff_exptl_absorpt_empirical_full_min 0.609