Heteroannulation Enabled by a Bimetallic Rh(III)/Ag(I) Relay Catalysis: Application in Total Synthesis of Aristolactams BII
Ji, Wei-Wei; Lin, E.; Li, Qingjiang; Wang, Honggen; Chem. Commun.  (2017) –; doi:10.1039/C7CC02105D

data_7120059
_publ_section_title
;
 Heteroannulation Enabled by a Bimetallic Rh(III)/Ag(I) Relay Catalysis:
 Application in Total Synthesis of Aristolactams BII
;
_journal_name_full               'Chem. Commun.'
_journal_paper_doi               10.1039/C7CC02105D
_journal_year                    2017
_chemical_formula_moiety         '0.44(C23 N O6 S2)'
_chemical_formula_sum            'C10.222 N0.444 O2.667 S0.889'
_chemical_formula_weight         200.17
_chemical_name_systematic
'(E)-(3-oxo-2-tosylisoindolin-1-ylidene)methyl 4-methylbenzenesulfonate'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_primary     iterative
_audit_creation_date             2016-10-09
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_audit_update_record
;
2016-10-10 deposited with the CCDC.
2017-05-02 downloaded from the CCDC.
;
_cell_angle_alpha                104.4355(19)
_cell_angle_beta                 97.8284(19)
_cell_angle_gamma                93.8331(19)
_cell_formula_units_Z            9
_cell_length_a                   7.83191(19)
_cell_length_b                   12.3569(3)
_cell_length_c                   22.7654(5)
_cell_measurement_reflns_used    9529
_cell_measurement_theta_max      71.8960
_cell_measurement_theta_min      2.0140
_cell_volume                     2102.05(9)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.2417
_diffrn_detector_type            Onyx
_diffrn_measured_fraction_theta_full 0.9646
_diffrn_measured_fraction_theta_max 0.9646
_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    -14.00  54.00   1.00    3.00    --   44.40 -57.00  60.00   68
  2  \w     28.00  77.00   1.00   10.00    --  100.00 -77.00  90.00   49
  3  \w     98.00 125.00   1.00   10.00    --  100.00 -77.00  90.00   27
  4  \w    106.00 138.00   1.00   10.00    --  100.00 -15.00   0.00   32
  5  \w     84.00 161.00   1.00   10.00    --  100.00  45.00 -90.00   77
  6  \w     80.00 158.00   1.00   10.00    --  100.00  61.00-180.00   78
  7  \w     41.00  68.00   1.00   10.00    --  100.00 -94.00  60.00   27
  8  \w     22.00  88.00   1.00   10.00    --  100.00 -94.00 150.00   66
  9  \w     17.00 108.00   1.00   10.00    --  100.00 -94.00  30.00   91
 10  \w     29.00  55.00   1.00   10.00    --  100.00 -45.00 -60.00   26
 11  \w     21.00  70.00   1.00   10.00    --  100.00 -15.00   0.00   49
 12  \w     22.00 113.00   1.00    3.00    --   44.40  57.00 -30.00   91
 13  \w     23.00 105.00   1.00   10.00    --  100.00 -94.00-120.00   82
 14  \w     96.00 121.00   1.00   10.00    --  100.00-125.00-150.00   25
 15  \w     18.00 104.00   1.00   10.00    --  100.00 -94.00 -30.00   86
 16  \w    -25.00  69.00   1.00    3.00    --   44.40 -57.00-180.00   94
 17  \w    -76.00 -51.00   1.00   10.00    --  -90.00 -15.00 150.00   25
 18  \w   -102.00 -72.00   1.00   10.00    --  -90.00  45.00   0.00   30
 19  \w   -166.00-105.00   1.00   10.00    --  -90.00 -15.00 150.00   61
 20  \w   -117.00 -75.00   1.00    3.00    --  -44.40-125.00 -60.00   42
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Onyx, Nova'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0822163000
_diffrn_orient_matrix_UB_12      -0.0689327000
_diffrn_orient_matrix_UB_13      0.0421473000
_diffrn_orient_matrix_UB_21      -0.1703219000
_diffrn_orient_matrix_UB_22      -0.0780951000
_diffrn_orient_matrix_UB_23      -0.0135245000
_diffrn_orient_matrix_UB_31      0.0639890000
_diffrn_orient_matrix_UB_32      -0.0768600000
_diffrn_orient_matrix_UB_33      -0.0552169000
_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  0.0293
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            16920
_diffrn_reflns_theta_full        72.3161
_diffrn_reflns_theta_max         72.32
_diffrn_reflns_theta_min         2.03
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Nova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.665
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60513
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.4230
_exptl_crystal_F_000             905.7473
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane/petroleum ether'
_refine_diff_density_max         1.5450
_refine_diff_density_min         -1.6893
_refine_diff_density_rms         0.1385
_refine_ls_d_res_high            0.8092
_refine_ls_d_res_low             21.7690
_refine_ls_goodness_of_fit_ref   0.9913
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     256
_refine_ls_number_reflns         8035
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.9913
_refine_ls_R_factor_all          0.0943
_refine_ls_R_factor_gt           0.0899
_refine_ls_shift/su_max          0.0007
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1541P)^2^+8.3811P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2412
_refine_ls_wR_factor_ref         0.2468
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              14
_reflns_limit_k_min              -15
_reflns_limit_l_max              28
_reflns_limit_l_min              0
_reflns_number_gt                7361
_reflns_number_total             8035
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c7cc02105d2.cif
_cod_data_source_block           jww_160908
_cod_database_code               7120059
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
;
_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 1.547
_oxdiff_exptl_absorpt_empirical_full_min 0.624