Synthesis of acyloin natural products by Mukaiyama hydration.
Ricca, Michael; Zhang, Wei; Li, Jiaqi; Fellowes, Thomas; White, Jonathan M.; Donnelly, Paul S.; Rizzacasa, Mark A.; Organic & biomolecular chemistry 20 (2022) 4038–4047; doi:10.1039/d2ob00651k

data_7158653
_publ_section_title
;
 Synthesis of acyloin natural products by Mukaiyama hydration.
;
_journal_issue                   19
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              4038
_journal_page_last               4047
_journal_paper_doi               10.1039/d2ob00651k
_journal_volume                  20
_journal_year                    2022
_chemical_formula_moiety         'C26 H31 Co N2 O6'
_chemical_formula_sum            'C26 H31 Co N2 O6'
_chemical_formula_weight         526.46
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-02-18
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-02-18 deposited with the CCDC.	2022-04-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.6130(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.94650(10)
_cell_length_b                   26.3631(3)
_cell_length_c                   11.4522(2)
_cell_measurement_reflns_used    48379
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      58.0110
_cell_measurement_theta_min      2.9220
_cell_volume                     2396.68(6)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.980
_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    -25.00  23.00   0.50    2.00    --    0.31 -77.00 -60.00   96
  2  \w     31.00  76.00   0.50   12.00    --   68.78-125.00-121.00   90
  3  \w     -4.00  40.00   0.50   12.00    --   68.78 -57.00-120.00   88
  4  \w     49.00  93.00   0.50   12.00    --   68.78-145.00  71.00   88
  5  \w     -2.00  86.00   0.50   12.00    --   68.78 -77.00  60.00  176
  6  \w    -22.00  25.00   0.50    2.00    --    0.31  77.00  60.00   94
  7  \w     60.00 111.00   0.50   12.00    --   68.78 145.00 123.00  102
  8  \w     74.00 106.00   0.50   12.00    --   68.78 125.00 -43.00   64
  9  \w    103.00 142.00   0.50   12.00    --   68.78  77.00-180.00   78
 10  \w    -42.00   7.00   0.50   12.00    --  -68.16  19.00-180.00   98
 11  \w    -85.00 -34.00   0.50   12.00    --  -68.16 125.00-150.00  102
 12  \w   -107.00 -59.00   0.50   12.00    --  -68.16 125.00 -43.00   96
 13  \w   -107.00 -36.00   0.50   12.00    --  -68.16 125.00-120.00  142
 14  \w   -117.00 -79.00   0.50   12.00    --  -68.16 145.00 123.00   76
 15  \w    -78.00   4.00   0.50   12.00    --  -68.16  57.00 150.00  164
 16  \w   -121.00 -95.00   0.50   12.00    --  -68.16-125.00-121.00   52
 17  \w   -133.00 -83.00   0.50   12.00    --  -68.16-145.00  71.00  100
 18  \w   -140.00-101.00   0.50   12.00    --  -68.16 -77.00  60.00   78
 19  \w   -140.00 -82.00   0.50   12.00    --  -68.16 -57.00 -60.00  116
 20  \w   -136.00 -95.00   0.50   12.00    --  -68.16-125.00 -60.00   82
 21  \w   -141.00 -95.00   0.50   12.00    --  -68.16-125.00-150.00   92
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0564076000
_diffrn_orient_matrix_UB_12      0.0032080000
_diffrn_orient_matrix_UB_13      -0.0456903000
_diffrn_orient_matrix_UB_21      0.0116711000
_diffrn_orient_matrix_UB_22      -0.0266406000
_diffrn_orient_matrix_UB_23      -0.0024275000
_diffrn_orient_matrix_UB_31      -0.0683352000
_diffrn_orient_matrix_UB_32      -0.0019090000
_diffrn_orient_matrix_UB_33      -0.0418243000
_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  0.0839
_diffrn_reflns_av_unetI/netI     0.0708
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       58
_diffrn_reflns_limit_k_min       -62
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            176974
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         57.909
_diffrn_reflns_theta_min         2.357
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.761
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.573
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
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            'metallic dark green'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_description       prism
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.445
_exptl_crystal_size_mid          0.116
_exptl_crystal_size_min          0.095
_refine_diff_density_max         0.818
_refine_diff_density_min         -1.455
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     320
_refine_ls_number_reflns         33335
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0942
_refine_ls_R_factor_gt           0.0503
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0493P)^2^+0.1168P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1120
_refine_ls_wR_factor_ref         0.1269
_reflns_Friedel_coverage         0.000
_reflns_number_gt                20898
_reflns_number_total             33335
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ob00651k2.cif
_cod_data_source_block           tf-mr8_mo_smart_abs
_cod_depositor_comments
'Adding full bibliography for 7158650--7158653.cif.'
_cod_database_code               7158653
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C26 H31 N2 O6 Co'
_chemical_oxdiff_usercomment     'TF_MR8_Mo repeat'
_reflns_odcompleteness_completeness 99.58
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     54.99
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C11(H11A,H11B), C13(H13A,H13B), C2(H2A,H2B), C21(H21A,H21B)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C6(H6), C10(H10), C8(H8), C25(H25), C7(H7), C20(H20), C18(H18),
 C19(H19)
2.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C27(H27A,H27B,H27C), C1(H1A,H1B,H1C), C22(H22A,H22B,H22C)
;
_shelx_res_checksum              86740
_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 1.354
_oxdiff_exptl_absorpt_empirical_full_min 0.895