Asymmetric Induction via a Helically Chiral Anion: Enantioselective Pentacarboxycyclopentadiene Brønsted Acid-Catalyzed Inverse-Electron-Demand Diels-Alder Cycloaddition of Oxocarbenium Ions.
Gheewala, Chirag D.; Hirschi, Jennifer S.; Lee, Wai-Hang; Paley, Daniel W.; Vetticatt, Mathew J.; Lambert, Tristan H.; Journal of the American Chemical Society 140 (2018) 3523–3527; doi:10.1021/jacs.8b00260

data_4132019
_publ_section_title
;
 Asymmetric Induction via a Helically Chiral Anion: Enantioselective
 Pentacarboxycyclopentadiene Br\/onsted Acid-Catalyzed
 Inverse-Electron-Demand Diels-Alder Cycloaddition of Oxocarbenium Ions.
;
_journal_issue                   10
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              3523
_journal_page_last               3527
_journal_paper_doi               10.1021/jacs.8b00260
_journal_volume                  140
_journal_year                    2018
_chemical_absolute_configuration ad
_chemical_formula_moiety         '1(C4 H12 N), 0.21(C H Cl3), C75 H85 O15'
_chemical_formula_sum            'C79.21 H97.21 Cl0.63 N O15'
_chemical_formula_weight         1325.69
_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             2017-06-24
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_cell_angle_alpha                90
_cell_angle_beta                 90.4715(15)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.7236(3)
_cell_length_b                   33.2669(4)
_cell_length_c                   27.9753(5)
_cell_measurement_reflns_used    39610
_cell_measurement_temperature    100.0(3)
_cell_measurement_theta_max      72.6260
_cell_measurement_theta_min      3.8430
_cell_volume                     14632.7(4)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0549
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_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    146.00 173.00   1.00   25.00    --  111.00  77.00   0.00   27
  2  \w    153.00 178.00   1.00   25.00    --  111.00  77.00 -30.00   25
  3  \w    143.00 169.00   1.00   25.00    --  111.00  77.00  30.00   26
  4  \w    146.00 172.00   1.00   25.00    --  111.00  61.00  30.00   26
  5  \w    149.00 177.00   1.00   25.00    --  111.00  61.00 -30.00   28
  6  \w    143.00 175.00   1.00   25.00    --  111.00  30.00 -90.00   32
  7  \w    153.00 178.00   1.00   25.00    --  111.00  77.00-150.00   25
  8  \w    153.00 178.00   1.00   25.00    --  111.00  77.00-120.00   25
  9  \w    148.00 175.00   1.00   25.00    --  111.00  77.00 -60.00   27
 10  \w    141.00 178.00   1.00   25.00    --  111.00  61.00-120.00   37
 11  \w    138.00 164.00   1.00   25.00    --  111.00  61.00-180.00   26
 12  \w    141.00 176.00   1.00   25.00    --  111.00  77.00-180.00   35
 13  \w    135.00 164.00   1.00   25.00    --  111.00  30.00-120.00   29
 14  \w    134.00 173.00   1.00   25.00    --  111.00  77.00 -90.00   39
 15  \w    135.00 170.00   1.00   25.00    --  111.00  30.00 -30.00   35
 16  \w    134.00 173.00   1.00   25.00    --  111.00  30.00   0.00   39
 17  \w    133.00 159.00   1.00   25.00    --  111.00  30.00  60.00   26
 18  \w    138.00 175.00   1.00   25.00    --  111.00  45.00  90.00   37
 19  \w    152.00 178.00   1.00   25.00    --  111.00  30.00 150.00   26
 20  \w    118.00 144.00   1.00   25.00    --  111.00  77.00  60.00   26
 21  \w    123.00 172.00   1.00   25.00    --  111.00  77.00 120.00   49
 22  \w    129.00 170.00   1.00   25.00    --  111.00  30.00  30.00   41
 23  \w    125.00 173.00   1.00   25.00    --  111.00  30.00 -60.00   48
 24  \w    124.00 173.00   1.00   25.00    --  111.00  30.00-150.00   49
 25  \w     94.00 140.00   1.00   25.00    --  111.00  45.00 -90.00   46
 26  \w     93.00 118.00   1.00   25.00    --  111.00  61.00-180.00   25
 27  \w     90.00 170.00   1.00   25.00    --  111.00  30.00-180.00   80
 28  \w     90.00 130.00   1.00   25.00    --  111.00  30.00 -30.00   40
 29  \w     90.00 130.00   1.00   25.00    --  111.00  30.00   0.00   40
 30  \w     93.00 122.00   1.00   25.00    --  111.00  61.00  30.00   29
 31  \w     90.00 138.00   1.00   25.00    --  111.00  30.00  90.00   48
 32  \w    118.00 143.00   1.00   25.00    --  111.00  77.00 150.00   25
 33  \w     96.00 125.00   1.00   25.00    --  111.00  45.00  90.00   29
 34  \w     93.00 119.00   1.00   25.00    --  111.00  61.00 120.00   26
 35  \w     93.00 119.00   1.00   25.00    --  111.00  61.00 150.00   26
 36  \w     84.00 110.00   1.00   25.00    --  111.00  77.00 150.00   26
 37  \w     84.00 109.00   1.00   25.00    --  111.00  77.00 120.00   25
 38  \w     93.00 118.00   1.00   25.00    --  111.00  61.00  90.00   25
 39  \w     90.00 125.00   1.00   25.00    --  111.00  30.00  60.00   35
 40  \w     93.00 119.00   1.00   25.00    --  111.00  61.00   0.00   26
 41  \w     93.00 119.00   1.00   25.00    --  111.00  61.00 -30.00   26
 42  \w     91.00 117.00   1.00   25.00    --  111.00  30.00 -60.00   26
 43  \w     91.00 123.00   1.00   25.00    --  111.00  30.00 -90.00   32
 44  \w     94.00 120.00   1.00   25.00    --  111.00  45.00 -60.00   26
 45  \w     93.00 119.00   1.00   25.00    --  111.00  61.00 -90.00   26
 46  \w     93.00 118.00   1.00   25.00    --  111.00  61.00-120.00   25
 47  \w     93.00 129.00   1.00   25.00    --  111.00  61.00-150.00   36
 48  \w     90.00 132.00   1.00   25.00    --  111.00  30.00-120.00   42
 49  \w     93.00 142.00   1.00   25.00    --  111.00  61.00 -60.00   49
 50  \w     90.00 119.00   1.00   25.00    --  111.00  30.00-150.00   29
 51  \w     84.00 110.00   1.00   25.00    --  111.00  77.00 -90.00   26
 52  \w     84.00 125.00   1.00   25.00    --  111.00  77.00-120.00   41
 53  \w     84.00 109.00   1.00   25.00    --  111.00  77.00-150.00   25
 54  \w     84.00 110.00   1.00   25.00    --  111.00  77.00-180.00   26
 55  \w     84.00 109.00   1.00   25.00    --  111.00  77.00 -60.00   25
 56  \w     84.00 110.00   1.00   25.00    --  111.00  77.00 -30.00   26
 57  \w     84.00 109.00   1.00   25.00    --  111.00  77.00   0.00   25
 58  \w     84.00 109.00   1.00   25.00    --  111.00  77.00  30.00   25
 59  \w     93.00 119.00   1.00   25.00    --  111.00  61.00  60.00   26
 60  \w     84.00 109.00   1.00   25.00    --  111.00  77.00  60.00   25
 61  \w     84.00 109.00   1.00   25.00    --  111.00  77.00  90.00   25
 62  \w     90.00 131.00   1.00   25.00    --  111.00  30.00 150.00   41
 63  \w    103.00 142.00   1.00   25.00    --  111.00 -18.00 139.22   39
 64  \w     90.00 157.00   1.00   25.00    --  111.00  30.00 120.00   67
 65  \w     90.00 119.00   1.00   25.00    --  111.00  30.00  30.00   29
 66  \w     91.00 130.00   1.00   25.00    --  111.00 -30.00 -60.00   39
 67  \w     99.00 125.00   1.00   25.00    --  111.00 -77.00  30.00   26
 68  \w     94.00 122.00   1.00   25.00    --  111.00 -61.00  30.00   28
 69  \w     81.00 116.00   1.00   25.00    --  111.00-111.00  60.00   35
 70  \w     61.00 123.00   1.00   25.00    --  111.00 -61.00 -60.00   62
 71  \w     84.00 111.00   1.00   25.00    --  111.00 -77.00-120.00   27
 72  \w     87.00 116.00   1.00   25.00    --  111.00-111.00-150.00   29
 73  \w     49.00 106.00   1.00   25.00    --  111.00 -94.00 -30.00   57
 74  \w     54.00 116.00   1.00   25.00    --  111.00-111.00 -60.00   62
 75  \w     51.00 121.00   1.00   25.00    --  111.00 -30.00-150.00   70
 76  \w     55.00  96.00   1.00   25.00    --  111.00 -48.00 -68.24   41
 77  \w     47.00  93.00   1.00   25.00    --  111.00 -77.00  30.00   46
 78  \w     55.00  81.00   1.00   25.00    --  111.00 -61.00  30.00   26
 79  \w     42.00  68.00   1.00   25.00    --  111.00-111.00  60.00   26
 80  \w     45.00 113.00   1.00   25.00    --  111.00-111.00 120.00   68
 81  \w     56.00 111.00   1.00   25.00    --  111.00 -61.00 120.00   55
 82  \w     48.00  98.00   1.00   25.00    --  111.00 -94.00 150.00   50
 83  \w     50.00  87.00   1.00   25.00    --  111.00 -18.00 139.22   37
 84  \w     37.00  76.00   1.00    5.00    --   37.78 -99.00 150.00   39
 85  \w     83.00 109.00   1.00    5.00    --   37.78-178.00 -30.00   26
 86  \w     44.00  98.00   1.00   25.00    --  111.00 -94.00-120.00   54
 87  \w     51.00 102.00   1.00   25.00    --  111.00 -94.00 -60.00   51
 88  \w     50.00  75.00   1.00   25.00    --  111.00 -30.00 -60.00   25
 89  \w     43.00  72.00   1.00   25.00    --  111.00 -77.00-120.00   29
 90  \w     43.00  69.00   1.00   25.00    --  111.00-111.00-150.00   26
 91  \w      1.00  77.00   1.00    5.00    --   37.78 -99.00 -60.00   76
 92  \w    -30.00  53.00   1.00    5.00    --   37.78 -57.00 -30.00   83
 93  \w    -47.00 -13.00   1.00    5.00    --  -37.78 -77.00-150.00   34
 94  \w    -58.00 -11.00   1.00    5.00    --  -37.78 -77.00 -90.00   47
 95  \w    -64.00 -12.00   1.00    5.00    --  -37.78 -77.00   0.00   52
 96  \w    -58.00 -11.00   1.00    5.00    --  -37.78 -77.00  90.00   47
 97  \w    -56.00 -11.00   1.00    5.00    --  -37.78 -77.00  30.00   45
 98  \w    -62.00 -12.00   1.00    5.00    --  -37.78 -77.00 150.00   50
 99  \w    -83.00 -20.00   1.00    5.00    --  -37.78 -37.00 -30.00   63
100  \w    -53.00  31.00   1.00    5.00    --  -37.78  37.00 -90.00   84
101  \w      4.00  30.00   1.00    5.00    --   37.78  89.00 -67.75   26
102  \w    -56.00  30.00   1.00    5.00    --  -37.78  37.00-180.00   86
103  \w    -93.00 -61.00   1.00    5.00    --  -37.78 -77.00 -90.00   32
104  \w    -97.00 -23.00   1.00    5.00    --  -37.78 -57.00 -60.00   74
105  \w   -105.00 -73.00   1.00    5.00    --  -37.78 -77.00  90.00   32
106  \w   -107.00 -19.00   1.00    5.00    --  -37.78 -37.00  90.00   88
107  \w   -110.00 -39.00   1.00    5.00    --  -37.78-178.00 -30.00   71
108  \w   -106.00 -20.00   1.00    5.00    --  -37.78 -37.00-180.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0627373000
_diffrn_orient_matrix_UB_12      -0.0188657000
_diffrn_orient_matrix_UB_13      0.0361677000
_diffrn_orient_matrix_UB_21      -0.0592869000
_diffrn_orient_matrix_UB_22      -0.0365939000
_diffrn_orient_matrix_UB_23      0.0052267000
_diffrn_orient_matrix_UB_31      0.0463796000
_diffrn_orient_matrix_UB_32      -0.0212139000
_diffrn_orient_matrix_UB_33      -0.0411888000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0761
_diffrn_reflns_av_unetI/netI     0.0580
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       41
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            307530
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.417
_diffrn_reflns_theta_min         3.428
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.867
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.459
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
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    1.204
_exptl_crystal_description       needle
_exptl_crystal_F_000             5682
_exptl_crystal_size_max          0.373
_exptl_crystal_size_mid          0.076
_exptl_crystal_size_min          0.053
_refine_diff_density_max         0.999
_refine_diff_density_min         -0.586
_refine_diff_density_rms         0.062
_refine_ls_abs_structure_details
;
 Flack x determined using 18107 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.024(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     3669
_refine_ls_number_reflns         58110
_refine_ls_number_restraints     917
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0892
_refine_ls_R_factor_gt           0.0717
_refine_ls_shift/su_max          0.027
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1188P)^2^+5.1491P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1847
_refine_ls_wR_factor_ref         0.1989
_reflns_Friedel_coverage         0.957
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.983
_reflns_number_gt                46998
_reflns_number_total             58110
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja8b00260_si_004.cif
_cod_data_source_block           chirag5c
_cod_database_code               4132019
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'C100 H100 O12'
_reflns_odcompleteness_completeness 98.56
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     73.59
_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. Restrained distances
 N1_11-N1_11 = C3B_11-N1_11 = C4B_11-N1_11 = C5B_11-?
 N1_12-C2B_12 = N1_12-C3B_12 = N1_12-C4B_12 = N1_12-C5B_12
 N1_13-C2B_13 = N1_13-C3B_13 = N1_13-C4B_13 = N1_13-C5B_13
 N1_14-C2B_14 = N1_14-C3B_14 = N1_14-C4B_14 = N1_14-C5B_14
 1.47238 with sigma of 0.02
 C3B_11-C4B_11 = C5B_11-C3B_11 = C4B_11-C3B_11 = C5B_11-C4B_11 = C5B_11-?
 C2B_12-C3B_12 = C2B_12-C4B_12 = C2B_12-C5B_12 = C3B_12-C4B_12 = C3B_12-C5B_12
 = C4B_12-C5B_12
 C2B_13-C3B_13 = C2B_13-C4B_13 = C2B_13-C5B_13 = C3B_13-C4B_13 = C3B_13-C5B_13
 = C4B_13-C5B_13
 C2B_14-C3B_14 = C2B_14-C4B_14 = C2B_14-C5B_14 = C3B_14-C4B_14 = C3B_14-C5B_14
 = C4B_14-C5B_14
 2.404397 with sigma of 0.02
 N1_11-C2_11 = N1_11-C3_11 = N1_11-C4_11 = N1_11-C5_11
 N1_12-C2_12 = N1_12-C3_12 = N1_12-C4_12 = N1_12-C5_12
 N1_13-C2_13 = N1_13-C3_13 = N1_13-C4_13 = N1_13-C5_13
 N1_14-C2_14 = N1_14-C3_14 = N1_14-C4_14 = N1_14-C5_14
 1.47238 with sigma of 0.02
 C2_11-C3_11 = C2_11-C4_11 = C2_11-C5_11 = C3_11-C4_11 = C3_11-C5_11 = C4_11-
 C5_11
 C2_12-C3_12 = C2_12-C4_12 = C2_12-C5_12 = C3_12-C4_12 = C3_12-C5_12 = C4_12-
 C5_12
 C2_13-C3_13 = C2_13-C4_13 = C2_13-C5_13 = C3_13-C4_13 = C3_13-C5_13 = C4_13-
 C5_13
 C2_14-C3_14 = C2_14-C4_14 = C2_14-C5_14 = C3_14-C4_14 = C3_14-C5_14 = C4_14-
 C5_14
 2.404397 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1A with sigma of 0.01 and sigma
for terminal atoms of 0.02
: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
4. Rigid body (RIGU) restrains
 N1_11, C2_11, C3_11, C4_11, C5_11, C3B_11, C4B_11, C5B_11
 N1_12, C2_12, C3_12, C4_12, C5_12, C2B_12, C3B_12, C4B_12, C5B_12
 N1_13, C2_13, C3_13, C4_13, C5_13, C2B_13, C3B_13, C4B_13, C5B_13
 N1_14, C2_14, C3_14, C4_14, C5_14, C2B_14, C3B_14, C4B_14, C5B_14
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C61, Cl62, Cl63, Cl64, C71, Cl72, Cl73, Cl74
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(C3B)=Sof(H3B1)=Sof(H3B2)=Sof(H3B3)=Sof(C4B)=Sof(H4B1)=Sof(H4B2)=Sof(H4B3)=
 Sof(C5B)=Sof(H5B1)=Sof(H5B2)=Sof(H5B3)=1-FVAR(1)
 Sof(C3)=Sof(H3A)=Sof(H3B)=Sof(H3C)=Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(H4C)=Sof(C5)=
 Sof(H5A)=Sof(H5B)=Sof(H5C)=FVAR(1)
 Sof(C2B)=Sof(H2B1)=Sof(H2B2)=Sof(H2B3)=Sof(C3B)=Sof(H3B1)=Sof(H3B2)=Sof(H3B3)=
 Sof(C4B)=Sof(H4B1)=Sof(H4B2)=Sof(H4B3)=Sof(C5B)=Sof(H5B1)=Sof(H5B2)=Sof(H5B3)=
 1-FVAR(2)
 Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(H2C)=Sof(C3)=Sof(H3A)=Sof(H3B)=Sof(H3C)=Sof(C4)=
 Sof(H4A)=Sof(H4B)=Sof(H4C)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(H5C)=FVAR(2)
 Sof(C2B)=Sof(H2B1)=Sof(H2B2)=Sof(H2B3)=Sof(C3B)=Sof(H3B1)=Sof(H3B2)=Sof(H3B3)=
 Sof(C4B)=Sof(H4B1)=Sof(H4B2)=Sof(H4B3)=Sof(C5B)=Sof(H5B1)=Sof(H5B2)=Sof(H5B3)=
 1-FVAR(3)
 Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(H2C)=Sof(C3)=Sof(H3A)=Sof(H3B)=Sof(H3C)=Sof(C4)=
 Sof(H4A)=Sof(H4B)=Sof(H4C)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(H5C)=FVAR(3)
 Sof(C2B)=Sof(H2B1)=Sof(H2B2)=Sof(H2B3)=Sof(C3B)=Sof(H3B1)=Sof(H3B2)=Sof(H3B3)=
 Sof(C4B)=Sof(H4B1)=Sof(H4B2)=Sof(H4B3)=Sof(C5B)=Sof(H5B1)=Sof(H5B2)=Sof(H5B3)=
 1-FVAR(4)
 Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(H2C)=Sof(C3)=Sof(H3A)=Sof(H3B)=Sof(H3C)=Sof(C4)=
 Sof(H4A)=Sof(H4B)=Sof(H4C)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(H5C)=FVAR(4)
 1(DFIX)=1(DFIX)=FVAR(5)
 1(DFIX)=1(DFIX)=1.633*FVAR(6)
 Sof(C61)=Sof(H61)=Sof(Cl62)=Sof(Cl63)=Sof(Cl64)=FVAR(6)
 Sof(C71)=Sof(H71)=Sof(Cl72)=Sof(Cl73)=Sof(Cl74)=FVAR(7)
 Sof(O237)=Sof(C238)=Sof(H23A)=Sof(H23B)=Sof(H23C)=1-FVAR(8)
 Sof(O137)=Sof(C138)=Sof(H13C)=Sof(H13D)=Sof(H13E)=FVAR(8)
6.a Free rotating group:
 C71(Cl72,Cl73,Cl74)
6.b Ternary CH refined with riding coordinates:
 H61(Cl62), C71(H71), C105(H105), C106(H106), C125(H125), C126(H126),
 C145(H145), C146(H146), C165(H165), C166(H166), C185(H185), C186(H186),
 C105(H105), C106(H106), C125(H125), C126(H126), C145(H145), C146(H146),
 C165(H165), C166(H166), C185(H185), C186(H186), C105(H105), C106(H106),
 C125(H125), C126(H126), C145(H145), C146(H146), C165(H165), C166(H166),
 C185(H185), C186(H186), C105(H105), C106(H106), C125(H125), C126(H126),
 C145(H145), C146(H146), C165(H165), C166(H166), C185(H185), C186(H186)
6.c Secondary CH2 refined with riding coordinates:
 C107(H10A,H10B), C108(H10C,H10D), C109(H10E,H10F), C110(H11A,H11B), C127(H12A,
 H12B), C128(H12C,H12D), C129(H12E,H12F), C130(H13A,H13B), C147(H14A,H14B),
 C148(H14C,H14D), C149(H14E,H14F), C150(H15A,H15B), C167(H16A,H16B), C168(H16C,
 H16D), C169(H16E,H16F), C170(H17A,H17B), C187(H18A,H18B), C188(H18C,H18D),
 C189(H18E,H18F), C190(H19A,H19B), C107(H10A,H10B), C108(H10C,H10D), C109(H10E,
 H10F), C110(H11A,H11B), C127(H12A,H12B), C128(H12C,H12D), C129(H12E,H12F),
 C130(H13A,H13B), C147(H14A,H14B), C148(H14C,H14D), C149(H14E,H14F), C150(H15A,
 H15B), C167(H16A,H16B), C168(H16C,H16D), C169(H16E,H16F), C170(H17A,H17B),
 C187(H18A,H18B), C188(H18C,H18D), C189(H18E,H18F), C190(H19A,H19B), C107(H10A,
 H10B), C108(H10C,H10D), C109(H10E,H10F), C110(H11A,H11B), C127(H12A,H12B),
 C128(H12C,H12D), C129(H12E,H12F), C130(H13A,H13B), C147(H14A,H14B), C148(H14C,
 H14D), C149(H14E,H14F), C150(H15A,H15B), C167(H16A,H16B), C168(H16C,H16D),
 C169(H16E,H16F), C170(H17A,H17B), C187(H18A,H18B), C188(H18C,H18D), C189(H18E,
 H18F), C190(H19A,H19B), C107(H10A,H10B), C108(H10C,H10D), C109(H10E,H10F),
 C110(H11A,H11B), C127(H12A,H12B), C128(H12C,H12D), C129(H12E,H12F), C130(H13A,
 H13B), C147(H14A,H14B), C148(H14C,H14D), C149(H14E,H14F), C150(H15A,H15B),
 C167(H16A,H16B), C168(H16C,H16D), C169(H16E,H16F), C170(H17A,H17B), C187(H18A,
 H18B), C188(H18C,H18D), C189(H18E,H18F), C190(H19A,H19B)
6.d Me refined with riding coordinates:
 C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C3B(H3B1,
 H3B2,H3B3), C4B(H4B1,H4B2,H4B3), C5B(H5B1,H5B2,H5B3), C2(H2A,H2B,H2C), C3(H3A,
 H3B,H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C2B(H2B1,H2B2,H2B3), C3B(H3B1,H3B2,
 H3B3), C4B(H4B1,H4B2,H4B3), C5B(H5B1,H5B2,H5B3), C2(H2A,H2B,H2C), C3(H3A,H3B,
 H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C2B(H2B1,H2B2,H2B3), C3B(H3B1,H3B2,
 H3B3), C4B(H4B1,H4B2,H4B3), C5B(H5B1,H5B2,H5B3), C2(H2A,H2B,H2C), C3(H3A,H3B,
 H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C2B(H2B1,H2B2,H2B3), C3B(H3B1,H3B2,
 H3B3), C4B(H4B1,H4B2,H4B3), C5B(H5B1,H5B2,H5B3)
6.e Aromatic/amide H refined with riding coordinates:
 C112(H112), C113(H113), C115(H115), C116(H116), C132(H132), C133(H133),
 C135(H135), C136(H136), C152(H152), C153(H153), C155(H155), C156(H156),
 C172(H172), C173(H173), C175(H175), C176(H176), C192(H192), C193(H193),
 C195(H195), C196(H196), C112(H112), C113(H113), C115(H115), C116(H116),
 C132(H132), C133(H133), C135(H135), C136(H136), C152(H152), C153(H153),
 C155(H155), C156(H156), C172(H172), C173(H173), C175(H175), C176(H176),
 C192(H192), C193(H193), C195(H195), C196(H196), C112(H112), C113(H113),
 C115(H115), C116(H116), C132(H132), C133(H133), C135(H135), C136(H136),
 C152(H152), C153(H153), C155(H155), C156(H156), C172(H172), C173(H173),
 C175(H175), C176(H176), C192(H192), C193(H193), C195(H195), C196(H196),
 C112(H112), C113(H113), C115(H115), C116(H116), C132(H132), C133(H133),
 C135(H135), C136(H136), C152(H152), C153(H153), C155(H155), C156(H156),
 C172(H172), C173(H173), C175(H175), C176(H176), C192(H192), C193(H193),
 C195(H195), C196(H196)
6.f Idealised Me refined as rotating group:
 C118(H11C,H11D,H11E), C138(H13C,H13D,H13E), C158(H15C,H15D,H15E), C178(H17C,
 H17D,H17E), C198(H19C,H19D,H19E), C118(H11C,H11D,H11E), C138(H13C,H13D,H13E),
 C238(H23A,H23B,H23C), C158(H15C,H15D,H15E), C178(H17C,H17D,H17E), C198(H19C,
 H19D,H19E), C118(H11C,H11D,H11E), C138(H13C,H13D,H13E), C158(H15C,H15D,H15E),
 C178(H17C,H17D,H17E), C198(H19C,H19D,H19E), C118(H11C,H11D,H11E), C138(H13C,
 H13D,H13E), C158(H15C,H15D,H15E), C178(H17C,H17D,H17E), C198(H19C,H19D,H19E)
;
_shelx_res_checksum              577
_shelx_hkl_checksum              86548
_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 1.266
_oxdiff_exptl_absorpt_empirical_full_min 0.814