Palladium-catalysed enantio- and regioselective (3 + 2) cycloaddition reactions of sulfamidate imine-derived 1-azadienes towards spirocyclic cyclopentanes.
Pham, Quoc Hoang; Tague, Andrew J.; Richardson, Christopher; Gardiner, Michael G.; Pyne, Stephen G.; Hyland, Christopher J. T.; Chemical science 14 (2023) 4893–4900; doi:10.1039/d3sc01510f

data_1568892
_publ_section_title
;
 Palladium-catalysed enantio- and regioselective (3 + 2) cycloaddition
 reactions of sulfamidate imine-derived 1-azadienes towards spirocyclic
 cyclopentanes.
;
_journal_issue                   18
_journal_name_full               'Chemical science'
_journal_page_first              4893
_journal_page_last               4900
_journal_paper_doi               10.1039/d3sc01510f
_journal_volume                  14
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_formula_moiety
'0.571(C H2 Cl2), C0.257 H1.03 Cl0.515, C35 H28 F6 N2 O9 S2'
_chemical_formula_sum            'C36.5 H31 Cl3 F6 N2 O9 S2'
_chemical_formula_weight         926.10
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_Hall           'P 2 2ab'
_space_group_name_H-M_alt        'P 21 21 2'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2022-11-02
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-12-05 deposited with the CCDC.	2023-03-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.4362(4)
_cell_length_b                   22.4430(8)
_cell_length_c                   18.2762(7)
_cell_measurement_reflns_used    13956
_cell_measurement_temperature    230.00(10)
_cell_measurement_theta_max      20.6770
_cell_measurement_theta_min      2.6670
_cell_volume                     4280.6(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      230.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1297
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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      5.00  89.00   1.00   15.00    --   21.96  57.00 -30.00   84
  2  \w      5.00  89.00   1.00   15.00    --   21.96  57.00 150.00   84
  3  \w    -47.00  41.00   1.00   15.00    --   21.96 -38.00 150.00   88
  4  \w    -45.00  39.00   1.00   15.00    --   21.96 -57.00   0.00   84
  5  \w      5.00  89.00   1.00   15.00    --   21.96  57.00  60.00   84
  6  \w    -45.00  39.00   1.00   15.00    --   21.96 -57.00  90.00   84
  7  \w      5.00  89.00   1.00   15.00    --   21.96  57.00 -90.00   84
  8  \w    -15.00  61.00   1.00   15.00    --   21.96 -99.00 -60.00   76
  9  \w     -7.00  93.00   1.00   15.00    --   21.96  19.00 150.00  100
 10  \w    -42.00   4.00   1.00   15.00    --  -22.74 -77.00 150.00   46
 11  \w    -71.00 -19.00   1.00   15.00    --  -22.74 115.00 104.16   52
 12  \w    -77.00 -28.00   1.00   15.00    --  -22.74 126.00 -18.92   49
 13  \w    -45.00  39.00   1.00   15.00    --   21.96 -57.00  30.00   84
 14  \w    -47.00  41.00   1.00   15.00    --   21.96 -38.00 -30.00   88
 15  \w    -66.00 -23.00   1.00   15.00    --  -22.74 106.00-127.89   43
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0005312000
_diffrn_orient_matrix_UB_12      0.0131592000
_diffrn_orient_matrix_UB_13      -0.0352871000
_diffrn_orient_matrix_UB_21      0.0289949000
_diffrn_orient_matrix_UB_22      -0.0260320000
_diffrn_orient_matrix_UB_23      -0.0144984000
_diffrn_orient_matrix_UB_31      -0.0614631000
_diffrn_orient_matrix_UB_32      -0.0121693000
_diffrn_orient_matrix_UB_33      -0.0071358000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0570
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            88507
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.348
_diffrn_reflns_theta_min         2.247
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.390
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.35a (Rigaku Oxford Diffraction, 2018)
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    1.437
_exptl_crystal_description       prism
_exptl_crystal_F_000             1892
_exptl_crystal_size_max          0.209
_exptl_crystal_size_mid          0.196
_exptl_crystal_size_min          0.155
_refine_diff_density_max         0.344
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details
;
 Flack x determined using 1937 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     747
_refine_ls_number_reflns         7833
_refine_ls_number_restraints     1034
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0876
_refine_ls_R_factor_gt           0.0636
_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/[\s^2^(Fo^2^)+(0.1190P)^2^+0.5405P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1717
_refine_ls_wR_factor_ref         0.1937
_reflns_Friedel_coverage         0.789
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                5572
_reflns_number_total             7833
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc01510f2.cif
_cod_data_source_block           chuow230kscaled
_cod_depositor_comments          'Adding full bibliography for 1568892.cif.'
_cod_original_cell_volume        4280.7(3)
_cod_original_formula_sum        'C36.50 H31 Cl3 F6 N2 O9 S2'
_cod_database_code               1568892
_shelx_shelxl_version_number     2019/2
_chemical_oxdiff_formula         C36.5H31Cl3O9N2S2F6
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H9A,H9B,H9C} of C9, All C(H,H) groups
 At 1.5 times of:
  {H22G,H22H,H22I} of C22C, {H22D,H22E,H22F} of C22B, {H22A,H22B,H22C} of C22A
2. Restrained distances
 C22B-C21B
 1.51 with sigma of 0.02
 C21B-C20B = C21B-C23B = C19B-C18B
 1.39 with sigma of 0.02
 C20B-C19B = C18B-C24B = C24B-C23B
 1.38 with sigma of 0.02
 C5A-C4A = C8A-C7A = C7A-C6A
 1.37 with sigma of 0.02
 C5A-C6A
 1.38 with sigma of 0.02
 C4A-C3A = C3A-C8A
 1.36 with sigma of 0.02
 C13C-C12C = C12C-C17C
 1.36 with sigma of 0.02
 N2C-C11C
 1.35 with sigma of 0.02
 C14C-C15C
 1.38 with sigma of 0.02
 C14C-C13C = C17C-C16C = C16C-C15C
 1.37 with sigma of 0.02
 C11C-C10C
 1.38 with sigma of 0.02
 C21C-C20C = C21C-C23C = C19C-C18C
 1.39 with sigma of 0.02
 C22C-C21C
 1.51 with sigma of 0.02
 C20C-C19C = C18C-C24C = C24C-C23C
 1.38 with sigma of 0.02
 C5B-C4B = C8B-C7B = C7B-C6B
 1.37 with sigma of 0.02
 C4B-C3B = C3B-C8B
 1.36 with sigma of 0.02
 C5B-C6B
 1.38 with sigma of 0.02
 C21B-C19B
 2.42 with sigma of 0.04
 N2C-C10C
 2.21 with sigma of 0.04
 C20B-C18B
 2.39 with sigma of 0.04
 C21B-C24B
 2.41 with sigma of 0.04
 C5A-C3A = C3A-C7A = C8A-C6A
 2.37 with sigma of 0.04
 C19B-C24B = C18B-C23B
 2.4 with sigma of 0.04
 C22B-C20B = C22B-C23B
 2.52 with sigma of 0.04
 C4A-C8A
 2.36 with sigma of 0.04
 C5A-C7A
 2.38 with sigma of 0.04
 C14C-C12C = C12C-C16C = C17C-C15C
 2.37 with sigma of 0.04
 C14C-C16C
 2.38 with sigma of 0.04
 C13C-C17C
 2.36 with sigma of 0.04
 C22C-C20C = C22C-C23C
 2.52 with sigma of 0.04
 C20C-C18C
 2.39 with sigma of 0.04
 C21C-C24C
 2.41 with sigma of 0.04
 C19C-C24C = C18C-C23C
 2.4 with sigma of 0.04
 C21C-C19C
 2.42 with sigma of 0.04
 C5B-C7B
 2.38 with sigma of 0.04
 C4B-C8B
 2.36 with sigma of 0.04
 C5B-C3B = C3B-C7B = C8B-C6B
 2.37 with sigma of 0.04
 C14C-C15C \\sim C15B-C14B
 with sigma of 0.02
 C17C-C15C \\sim C12B-C14B
 with sigma of 0.04
 C15B-H14B \\sim C15A-H14B
 with sigma of 0.04
 C13C-C15C \\sim C16B-C14B
 with sigma of 0.04
 H15B-C14B \\sim H15B-C14A
 with sigma of 0.04
 C16C-C15C \\sim C13B-C14B
 with sigma of 0.02
 C15B-C14B \\sim C15A-C14A
 with sigma of 0.02
 C13B-H14B \\sim C13A-H14B
 with sigma of 0.04
 C14C-C16C \\sim C15B-C13B
 with sigma of 0.04
 C9-C10C \\sim C9-C10B
 with sigma of 0.02
 C14C-C12C \\sim C15B-C17B
 with sigma of 0.04
 H13B-C14B \\sim H13B-C14A
 with sigma of 0.04
 C14C-C13C \\sim C15B-C16B
 with sigma of 0.02
 C12B-C14B \\sim C12A-C14A
 with sigma of 0.04
 C15B-C17B \\sim C15A-C17A
 with sigma of 0.04
 C15B-C13B \\sim C15A-C13A
 with sigma of 0.04
 C15B-H16B \\sim C15A-H16B
 with sigma of 0.04
 H15B-C16B \\sim H15B-C16A
 with sigma of 0.04
 C12B-S2B \\sim C12A-S2A
 with sigma of 0.04
 C15B-H15B \\sim C15A-H15B
 with sigma of 0.02
 C14B-C16B \\sim C14A-C16A
 with sigma of 0.04
 C15B-C16B \\sim C15A-C16A
 with sigma of 0.02
 C13B-C14B \\sim C13A-C14A
 with sigma of 0.02
 C14B-H14B \\sim C14A-H14B
 with sigma of 0.02
 C9-C11C \\sim C9-C11B
 with sigma of 0.04
 C9-C12C \\sim C9-C17B
 with sigma of 0.04
 N2B-O8B \\sim N2A-O8A
 with sigma of 0.04
 C9-C10B \\sim C9-C10A
 with sigma of 0.02
 C9-C17B \\sim C9-C17A
 with sigma of 0.04
 C18B-N2B \\sim C18A-N2A
 with sigma of 0.04
 C9-C11B \\sim C9-C11A
 with sigma of 0.04
 C19B-S2B \\sim C19A-S2A
 with sigma of 0.04
 O8B-S2B \\sim O8A-S2A
 with sigma of 0.02
 S2B-O9B \\sim S2A-O9A
 with sigma of 0.02
 N2B-C10B \\sim N2A-C10A
 with sigma of 0.04
 C18B-S2B \\sim C18A-S2A
 with sigma of 0.02
 N2B-C11B \\sim N2A-C11A
 with sigma of 0.02
 N2B-C12B \\sim N2A-C12A
 with sigma of 0.02
 N2B-S2B \\sim N2A-S2A
 with sigma of 0.02
 C24B-S2B \\sim C24A-S2A
 with sigma of 0.04
 N2B-H11B \\sim N2A-H11B
 with sigma of 0.04
 N2B-C17B \\sim N2A-C17A
 with sigma of 0.04
 C21B-C20B \\sim C20B-C19B \\sim C19B-C18B \\sim C18B-C24B \\sim C24B-C23B
\\sim C23B-C21B
 with sigma of 0.02
 N2B-C13B \\sim N2A-C13A
 with sigma of 0.04
 N2B-O9B \\sim N2A-O9A
 with sigma of 0.04
 C11B-S2B \\sim C11A-S2A
 with sigma of 0.04
 C21B-C24B \\sim C21B-C19B \\sim C23B-C18B \\sim C20B-C23B \\sim C19B-C24B
\\sim C20B-C18B
 with sigma of 0.04
 C22B-C23B \\sim C22B-C20B
 with sigma of 0.04
 N2C-C17C \\sim N2B-C12B
 with sigma of 0.02
 N2C-C11C \\sim N2B-C11B
 with sigma of 0.02
 N2C-C12C \\sim N2B-C17B
 with sigma of 0.04
 C11C-C17C \\sim C11B-C12B
 with sigma of 0.04
 S2C-O8C \\sim S2B-O8B
 with sigma of 0.02
 S2C-C18B \\sim S2B-C18B
 with sigma of 0.02
 C10C-C17C \\sim C10B-C12B
 with sigma of 0.04
 C13C-C17C \\sim C16B-C12B
 with sigma of 0.04
 C18C-N2C \\sim C18C-N2B
 with sigma of 0.04
 O9C-S2C \\sim O9B-S2B
 with sigma of 0.02
 N2C-C10C \\sim N2B-C10B
 with sigma of 0.04
 N2C-C16C \\sim N2B-C13B
 with sigma of 0.04
 C11C-C12C \\sim C11B-C17B
 with sigma of 0.04
 C13C-C12C \\sim C16B-C17B
 with sigma of 0.02
 C10C-C13C \\sim C10B-C16B
 with sigma of 0.04
 C12C-C17C \\sim C17B-C12B
 with sigma of 0.02
 C17C-C16C \\sim C12B-C13B
 with sigma of 0.02
 S2C-C18C \\sim S2B-C18C
 with sigma of 0.02
 S2C-N2C \\sim S2B-N2B
 with sigma of 0.02
 C12C-C16C \\sim C17B-C13B
 with sigma of 0.04
 O9C-O8C \\sim O9B-O8B
 with sigma of 0.04
 O9C-C18B \\sim O9B-C18B
 with sigma of 0.04
 O9C-C18C \\sim O9B-C18C
 with sigma of 0.04
 O9C-N2C \\sim O9B-N2B
 with sigma of 0.04
 S2C-C11C \\sim S2B-C11B
 with sigma of 0.04
 S2C-C17C \\sim S2B-C12B
 with sigma of 0.04
 C11C-C10C \\sim C11B-C10B
 with sigma of 0.02
 C10C-C12C \\sim C10B-C17B
 with sigma of 0.02
 O8C-C18B \\sim O8B-C18B
 with sigma of 0.04
 O8C-C18C \\sim O8B-C18C
 with sigma of 0.04
 O8C-N2C \\sim O8B-N2B
 with sigma of 0.04
 C18B-N2C \\sim C18B-N2B
 with sigma of 0.04
 C21B-C24B \\sim C21A-C24A
 with sigma of 0.04
 C20B-C18B \\sim C20A-C18A
 with sigma of 0.04
 C18B-H24B \\sim C18A-H24B
 with sigma of 0.04
 C21B-H20B \\sim C21A-H20B
 with sigma of 0.04
 C22B-C21B \\sim C22A-C21A
 with sigma of 0.02
 C19B-C24B \\sim C19A-C24A
 with sigma of 0.04
 C22B-C23B \\sim C22A-C23A
 with sigma of 0.04
 C18B-O8B \\sim C18A-O8A
 with sigma of 0.04
 C21B-C19B \\sim C21A-C19A
 with sigma of 0.04
 C21B-H23B \\sim C21A-H23B
 with sigma of 0.04
 C24B-H23B \\sim C24A-H23B
 with sigma of 0.04
 C20B-H19B \\sim C20A-H19B
 with sigma of 0.04
 C20B-C23B \\sim C20A-C23A
 with sigma of 0.04
 H20B-C19B \\sim H20B-C19A
 with sigma of 0.04
 H19B-C18B \\sim H19B-C18A
 with sigma of 0.04
 C18B-C23B \\sim C18A-C23A
 with sigma of 0.04
 C5A-C4A \\sim C4A-C3A \\sim C3A-C8A \\sim C8A-C7A \\sim C7A-C6A \\sim C6A-C5A
 with sigma of 0.02
 C17B-C13B \\sim C17A-C13A
 with sigma of 0.04
 C10B-C12B \\sim C10A-C12A
 with sigma of 0.04
 H24B-C23B \\sim H24B-C23A
 with sigma of 0.04
 C21B-C20B \\sim C21A-C20A
 with sigma of 0.02
 C21B-C23B \\sim C21A-C23A
 with sigma of 0.02
 C20B-H20B \\sim C20A-H20B
 with sigma of 0.02
 C22B-C20B \\sim C22A-C20A
 with sigma of 0.04
 C20B-C19B \\sim C20A-C19A
 with sigma of 0.02
 C11B-C17B \\sim C11A-C17A
 with sigma of 0.04
 C19B-H19B \\sim C19A-H19B
 with sigma of 0.02
 C5A-C7A \\sim C5A-C3A \\sim C7A-C3A \\sim C8A-C4A \\sim C8A-C6A \\sim C6A-C4A
 with sigma of 0.04
 C19B-C18B \\sim C19A-C18A
 with sigma of 0.02
 C10B-C16B \\sim C10A-C16A
 with sigma of 0.04
 C18B-C24B \\sim C18A-C24A
 with sigma of 0.02
 C24B-H24B \\sim C24A-H24B
 with sigma of 0.02
 C24B-C23B \\sim C24A-C23A
 with sigma of 0.02
 C17B-H16B \\sim C17A-H16B
 with sigma of 0.04
 C23B-H23B \\sim C23A-H23B
 with sigma of 0.02
 C12B-H13B \\sim C12A-H13B
 with sigma of 0.04
 C12B-C16B \\sim C12A-C16A
 with sigma of 0.04
 O8B-O9B \\sim O8A-O9A
 with sigma of 0.04
 C11B-H11B \\sim C11A-H11B
 with sigma of 0.02
 C11B-C10B \\sim C11A-C10A
 with sigma of 0.02
 C18B-O9B \\sim C18A-O9A
 with sigma of 0.04
 C10B-C17B \\sim C10A-C17A
 with sigma of 0.02
 C17B-C12B \\sim C17A-C12A
 with sigma of 0.02
 C17B-C16B \\sim C17A-C16A
 with sigma of 0.02
 C12B-C13B \\sim C12A-C13A
 with sigma of 0.02
 C13B-H13B \\sim C13A-H13B
 with sigma of 0.02
 C11B-C12B \\sim C11A-C12A
 with sigma of 0.04
 H11B-C10B \\sim H11B-C10A
 with sigma of 0.04
 C16B-H16B \\sim C16A-H16B
 with sigma of 0.02
 C14C-C13C \\sim C13C-C12C \\sim C12C-C17C \\sim C17C-C16C \\sim C16C-C15C
\\sim C15C-C14C
 with sigma of 0.02
 C14C-C16C \\sim C14C-C12C \\sim C16C-C12C \\sim C17C-C13C \\sim C17C-C15C
\\sim C15C-C13C
 with sigma of 0.04
 C21C-C20C \\sim C20C-C19C \\sim C19C-C18C \\sim C18C-C24C \\sim C24C-C23C
\\sim C23C-C21C
 with sigma of 0.02
 C21C-C24C \\sim C21C-C19C \\sim C23C-C18C \\sim C20C-C23C \\sim C19C-C24C
\\sim C20C-C18C
 with sigma of 0.04
 C22C-C23C \\sim C22C-C20C
 with sigma of 0.04
 C5B-C4B \\sim C4B-C3B \\sim C3B-C8B \\sim C8B-C7B \\sim C7B-C6B \\sim C6B-C5B
 with sigma of 0.02
 C5B-C7B \\sim C5B-C3B \\sim C7B-C3B \\sim C8B-C4B \\sim C8B-C6B \\sim C6B-C4B
 with sigma of 0.04
3. Restrained planarity
 C18B, C19B, C20B, C21B, C22B, C23B, C24B
 with sigma of 0.1
 C3A, C4A, C5A, C6A, C7A, C8A
 with sigma of 0.1
 N2C, C10C, C11C, C12C, C13C, C14C, C15C, C16C, C17C
 with sigma of 0.1
 C18C, C19C, C20C, C21C, C22C, C23C, C24C
 with sigma of 0.1
 C3B, C4B, C5B, C6B, C7B, C8B
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C18B \\sim C19B \\sim C20B \\sim C21B \\sim C22B \\sim C23B \\sim C24B: within
2A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
C3A \\sim C4A \\sim C5A \\sim C6A \\sim C7A \\sim C8A: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 2A
N2C \\sim C10C \\sim C11C: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
C12C \\sim C13C \\sim C14C \\sim C15C \\sim C16C \\sim C17C: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
C18C \\sim C19C \\sim C20C \\sim C21C \\sim C22C \\sim C23C \\sim C24C: within
2A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
C3B \\sim C4B \\sim C5B \\sim C6B \\sim C7B \\sim C8B: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 2A
Uanis(N2B) \\sim Ueq, Uanis(C11B) \\sim Ueq, Uanis(C10B) \\sim Ueq, Uanis(C15B)
\\sim Ueq, Uanis(C17B) \\sim Ueq, Uanis(C12B) \\sim Ueq, Uanis(C13B) \\sim Ueq,
Uanis(C14B) \\sim Ueq, Uanis(C16B) \\sim Ueq, Uanis(C22B) \\sim Ueq,
Uanis(C21B) \\sim Ueq, Uanis(C20B) \\sim Ueq, Uanis(C19B) \\sim Ueq,
Uanis(C18B) \\sim Ueq, Uanis(C24B) \\sim Ueq, Uanis(C23B) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.01
5. Rigid body (RIGU) restrains
 C18B, C19B, C20B, C21B, C22B, C23B, C24B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C12C, C13C, C14C, C15C, C16C, C17C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C3A, C4A, C5A, C6A, C7A, C8A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N2C, C10C, C11C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C18C, C19C, C20C, C21C, C22C, C23C, C24C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C3B, C4B, C5B, C6B, C7B, C8B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(Cl1)=Sof(Cl2)=Sof(C36)=Sof(H36A)=Sof(H36B)=FVAR(1)
 Sof(C3A)=Sof(C4A)=Sof(H4A)=Sof(C5A)=Sof(H5A)=Sof(C6A)=Sof(H6A)=Sof(C7A)=
 Sof(H7A)=Sof(C8A)=Sof(H8A)=1-FVAR(2)
 Sof(C3B)=Sof(C4B)=Sof(H4B)=Sof(C5B)=Sof(H5B)=Sof(C6B)=Sof(H6B)=Sof(C7B)=
 Sof(H7B)=Sof(C8B)=Sof(H8B)=FVAR(2)
 Sof(C37)=0.5*FVAR(4)
 Sof(Cl3)=Sof(H37A)=Sof(H37B)=FVAR(3)
 Fixed Sof: S2A(0.25) S2B(0.5) S2C(0.25) O8A(0.25) O8B(0.5) O8C(0.25)
 O9A(0.25) O9B(0.5) O9C(0.25) N2A(0.25) N2B(0.5) N2C(0.25) H9A(0.25) H9B(0.5)
 H9C(0.25) C10A(0.25) C10B(0.5) C10C(0.25) C11A(0.25) H11A(0.25) C11B(0.5)
 H11B(0.5) C11C(0.25) H11C(0.25) C12A(0.25) C12B(0.5) C12C(0.25) C13A(0.25)
 H13A(0.25) C13B(0.5) H13B(0.5) C13C(0.25) H13C(0.25) C14A(0.25) H14A(0.25)
 C14B(0.5) H14B(0.5) C14C(0.25) H14C(0.25) C15A(0.25) H15A(0.25) C15B(0.5)
 H15B(0.5) C15C(0.25) H15C(0.25) C16A(0.25) H16A(0.25) C16B(0.5) H16B(0.5)
 C16C(0.25) H16C(0.25) C17A(0.25) C17B(0.5) C17C(0.25) C18A(0.25) C18B(0.5)
 C18C(0.25) C19A(0.25) H19A(0.25) C19B(0.5) H19B(0.5) C19C(0.25) H19C(0.25)
 C20A(0.25) H20A(0.25) C20B(0.5) H20B(0.5) C20C(0.25) H20C(0.25) C21A(0.25)
 C21B(0.5) C21C(0.25) C22A(0.25) H22A(0.25) H22B(0.25) H22C(0.25) C22B(0.5)
 H22D(0.5) H22E(0.5) H22F(0.5) C22C(0.25) H22G(0.25) H22H(0.25) H22I(0.25)
 C23A(0.25) H23A(0.25) C23B(0.5) H23B(0.5) C23C(0.25) H23C(0.25) C24A(0.25)
 H24A(0.25) C24B(0.5) H24B(0.5) C24C(0.25) H24C(0.25)
7.a Ternary CH refined with riding coordinates:
 C9(H9A), C9(H9B), C9(H9C), C33(H33)
7.b Secondary CH2 refined with riding coordinates:
 C36(H36A,H36B), C37(H37A,H37B), C27(H27A,H27B), C30(H30A,H30B), C32(H32A,H32B)
7.c Aromatic/amide H refined with riding coordinates:
 C4A(H4A), C4B(H4B), C5A(H5A), C5B(H5B), C6A(H6A), C6B(H6B), C7A(H7A),
 C7B(H7B), C8A(H8A), C8B(H8B), C11A(H11A), C11B(H11B), C11C(H11C), C13A(H13A),
 C13B(H13B), C13C(H13C), C14A(H14A), C14B(H14B), C14C(H14C), C15A(H15A),
 C15B(H15B), C15C(H15C), C16A(H16A), C16B(H16B), C16C(H16C), C19A(H19A),
 C19B(H19B), C19C(H19C), C20A(H20A), C20B(H20B), C20C(H20C), C23A(H23A),
 C23B(H23B), C23C(H23C), C24A(H24A), C24B(H24B), C24C(H24C), C34(H34)
7.d X=CH2 refined with riding coordinates:
 C35(H35A,H35B)
7.e Idealised Me refined with riding coordinates:
 C22A(H22A,H22B,H22C), C22B(H22D,H22E,H22F), C22C(H22G,H22H,H22I)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              78693
_shelx_hkl_checksum              87539
_shelx_fab_checksum              455
_ins_header
;
TITL CHUoW230Kscaled in P2(1)2(1)2 
REM P2(1)2(1)2 (#18, found as P2(1)22(1) in a-cb setting)
CELL 0.71073  10.436216  22.442975  18.276232  90.0000  90.0000  90.0000
ZERR    4.00   0.000356   0.000790   0.000730   0.0000   0.0000   0.0000
LATT -1
SYMM -x,-y, z 
SYMM -x+1/2, y+1/2,-z 
SYMM  x+1/2,-y+1/2,-z 
SFAC C H N O F S Cl
UNIT 146.00 124.00 8.00 36.00 24.00 8.00 12.00
TREF
HKLF 4
END
;
_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 1.208
_oxdiff_exptl_absorpt_empirical_full_min 0.845