Preparation and Characterization of Aryl or Heteroaryl(3-indolyl)methyliumo-Benzenedisulfonimides
Margherita Barbero; Silvano Cadamuro; Fabrizio Cauda; Stefano Dughera; Giuliana Gervasio; Paolo Venturello; Journal of Organic Chemistry 77 (2012) 4278–4287; doi:10.1021/jo300099y

data_4027172
_publ_section_title
;
 Preparation and Characterization of Aryl or
 Heteroaryl(3-indolyl)methyliumo-Benzenedisulfonimides
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4278
_journal_page_last               4287
_journal_paper_doi               10.1021/jo300099y
_journal_volume                  77
_journal_year                    2012
_chemical_formula_sum            'C23 H20 N2 O5 S2'
_chemical_formula_weight         468.53
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date
;
'Mon Oct 03 10:22:45 2011'
;
_audit_creation_method
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 118.224(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   26.1638(12)
_cell_length_b                   13.1605(4)
_cell_length_c                   14.4032(6)
_cell_measurement_reflns_used    6332
_cell_measurement_temperature    293(2)
_cell_volume                     4369.8(4)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
;
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      290(2)
_diffrn_detector_area_resol_mean 10.2890
_diffrn_measured_fraction_theta_full 0.937
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_details
;
  1 omega  -13.00   69.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       11.1965   67.0000 -115.0000 82

  2 omega  -43.00   43.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.5871   65.0000   93.0000 86

  3 omega  -75.00   12.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.5871  -37.0000    0.0000 87

  4 omega  -43.00   37.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.5871   66.0000  -54.0000 80

  5 omega  -86.00   10.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.5871  -37.0000  120.0000 96

  6 omega  -81.00    0.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.5871  -37.0000  -90.0000 81

  7 omega  -43.00   33.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.5871   65.0000 -149.0000 76

  8 omega  -43.00   29.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.5871   65.0000   10.0000 72

;
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0271385000
_diffrn_orient_matrix_UB_12      0.0238512000
_diffrn_orient_matrix_UB_13      -0.0313338000
_diffrn_orient_matrix_UB_21      0.0049728000
_diffrn_orient_matrix_UB_22      -0.0022760000
_diffrn_orient_matrix_UB_23      -0.0442645000
_diffrn_orient_matrix_UB_31      -0.0136022000
_diffrn_orient_matrix_UB_32      -0.0482965000
_diffrn_orient_matrix_UB_33      -0.0133296000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) x-ray Source'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0766
_diffrn_reflns_av_sigmaI/netI    0.1114
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            38528
_diffrn_reflns_theta_full        29.37
_diffrn_reflns_theta_max         29.2928
_diffrn_reflns_theta_min         3.2024
_exptl_absorpt_coefficient_mu    0.282
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92440
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red-orange
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_description       prism
_exptl_crystal_F_000             1952
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.036
_refine_diff_density_max         0.199
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.033
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.821
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     362
_refine_ls_number_reflns         5642
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.822
_refine_ls_R_factor_all          0.1588
_refine_ls_R_factor_gt           0.0410
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0400P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0817
_refine_ls_wR_factor_ref         0.0961
_reflns_number_gt                2040
_reflns_number_total             5642
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo300099y_si_002.cif
_cod_data_source_block           xcalibur4b
_cod_depositor_comments
;

2025-10-08
Formula fixed to be consistent with given Z
                 miguel
;
_cod_original_formula_sum            'C46 H40 N4 O10 S4'
_cod_original_formula_weight         937.06
_cod_original_cell_volume        4369.8(3)
_cod_database_code               4027172