Rh(II)/Ag(I) co-catalyzed three-component reaction via SN1/SN1'-type trapping of oxonium ylide with Nicholas intermediate.
Kang, Zhenghui; Shou, Jiayi; Xing, Dong; Hu, Wenhao; The Journal of organic chemistry  (2020) –; doi:10.1021/acs.joc.0c01162

data_4038577
_publ_section_title
;
 Rh(II)/Ag(I) co-catalyzed three-component reaction via SN1/SN1'-type
 trapping of oxonium ylide with Nicholas intermediate.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.0c01162
_journal_year                    2020
_chemical_formula_moiety         'C32 H29 Co2 N O8 Si'
_chemical_formula_sum            'C32 H29 Co2 N O8 Si'
_chemical_formula_weight         701.51
_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             2018-03-02
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                90
_cell_angle_beta                 93.217(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.2900(4)
_cell_length_b                   15.0614(4)
_cell_length_c                   19.1778(8)
_cell_measurement_reflns_used    9043
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      73.5380
_cell_measurement_theta_min      4.5900
_cell_volume                     3255.9(2)
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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    -13.00  20.00   1.00    2.00    --    0.00  82.00 -60.00   33
  2  \w    -59.00  18.00   1.00    2.00    --    0.00 -38.00  90.00   77
  3  \w    -22.00  24.00   1.00    2.00    --    0.00 -19.00-180.00   46
  4  \w    -23.00  81.00   1.00    2.00    --    0.00  57.00  90.00  104
  5  \w     56.00  86.00   1.00    2.00    --    0.00  82.00 -60.00   30
  6  \w    -88.00 -41.00   1.00    2.00    --    0.00 -19.00-180.00   47
  7  \w     10.00 121.00   1.00    8.00    --   95.80 -15.00 150.00  111
  8  \w     78.00 105.00   1.00    8.00    --   95.80 -61.00 -60.00   27
  9  \w      6.00 125.00   1.00    8.00    --   95.80 -77.00 -30.00  119
 10  \w     39.00  65.00   1.00    8.00    --   95.80 -61.00 -60.00   26
 11  \w     97.00 123.00   1.00    8.00    --   95.80 -82.00-180.00   26
 12  \w    146.00 177.00   1.00    8.00    --   95.80  30.00  90.00   31
 13  \w     80.00 109.00   1.00    8.00    --   95.80 -61.00  30.00   29
 14  \w     88.00 127.00   1.00    8.00    --   95.80 -82.00-120.00   39
 15  \w     10.00  94.00   1.00    8.00    --   95.80 -61.00 150.00   84
 16  \w     27.00 128.00   1.00    8.00    --   95.80 -82.00 150.00  101
 17  \w     76.00 179.00   1.00    8.00    --   95.80  30.00 120.00  103
 18  \w     24.00 112.00   1.00    8.00    --   95.80 -30.00-180.00   88
 19  \w    160.00 185.00   1.00    8.00    --   95.80  45.00 120.00   25
 20  \w     82.00 108.00   1.00    8.00    --   95.80 -82.00   0.00   26
 21  \w     95.00 128.00   1.00    8.00    --   95.80 -82.00 120.00   33
 22  \w     16.00  41.00   1.00    8.00    --   95.80 -82.00-180.00   25
 23  \w     33.00 113.00   1.00    8.00    --   95.80 -82.00  60.00   80
 24  \w     76.00 105.00   1.00    8.00    --   95.80  30.00  90.00   29
 25  \w      6.00 116.00   1.00    8.00    --   95.80 -15.00 -30.00  110
 26  \w     79.00 104.00   1.00    8.00    --   95.80 -82.00 -30.00   25
 27  \w     48.00 106.00   1.00    8.00    --   95.80 -82.00 -67.93   58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0056346000
_diffrn_orient_matrix_UB_12      0.0117603000
_diffrn_orient_matrix_UB_13      -0.0799218000
_diffrn_orient_matrix_UB_21      -0.0057266000
_diffrn_orient_matrix_UB_22      -0.1015206000
_diffrn_orient_matrix_UB_23      -0.0093679000
_diffrn_orient_matrix_UB_31      -0.1364292000
_diffrn_orient_matrix_UB_32      0.0036978000
_diffrn_orient_matrix_UB_33      -0.0008018000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1245
_diffrn_reflns_av_unetI/netI     0.0695
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            34877
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         3.734
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    8.756
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.03180
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_description       block
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.795
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         5802
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0761
_refine_ls_R_factor_gt           0.0587
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1070P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1549
_refine_ls_wR_factor_ref         0.1676
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4411
_reflns_number_total             5802
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo0c01162_si_002.cif
_cod_data_source_block           exp_257
_cod_database_code               4038577
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.166
_shelx_estimated_absorpt_t_min   0.102
_reflns_odcompleteness_completeness 99.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 Ternary CH refined with riding coordinates:
 C19(H19)
2.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C20(H20A,H20B), C21(H21A,H21B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C11(H11), C12(H12), C13(H13), C14(H14),
 C15(H15), C18(H18)
2.d Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C26(H26A,H26B,
 H26C)
;
_shelx_res_checksum              46463
_shelx_hkl_checksum              42474
_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 26.628
_oxdiff_exptl_absorpt_empirical_full_min 0.390