Rhodium(II) catalysed highly diastereoselective synthesis of indolyl-pyrrolo[2,1-<i>a</i>]isoindoles from phthalimide-derived <i>N</i>-sulfonyl-1,2,3-triazoles and indoles.
Patil, Shivaji V.; Bhanage, Bhalchandra M.; Verma, Ajay; Dawande, Sudam G.; Organic & biomolecular chemistry 23 (2025) 8437–8441; doi:10.1039/d5ob01295c

data_7160709
_publ_section_title
;
 Rhodium(II) catalysed highly diastereoselective synthesis of
 indolyl-pyrrolo[2,1-<i>a</i>]isoindoles from phthalimide-derived
 <i>N</i>-sulfonyl-1,2,3-triazoles and indoles.
;
_journal_issue                   37
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              8437
_journal_page_last               8441
_journal_paper_doi               10.1039/d5ob01295c
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety         'C26 H20 Cl N3 O4 S'
_chemical_formula_sum            'C26 H20 Cl N3 O4 S'
_chemical_formula_weight         505.96
_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   mixed
_audit_block_doi                 10.5517/ccdc.csd.cc2l7w1s
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2024-10-14 deposited with the CCDC.	2025-08-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.191(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.8644(17)
_cell_length_b                   26.090(4)
_cell_length_c                   7.1684(8)
_cell_measurement_reflns_used    7531
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.01
_cell_measurement_theta_min      2.83
_cell_volume                     2404.2(6)
_computing_cell_refinement       'APEX4 V8.40B (Bruker, 2021)'
_computing_data_collection       'APEX4 (Bruker, v2021.4-0)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2021)'
_computing_structure_refinement  'SHELXL-2019/3 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'Bruker D8 VENTURE diffractometer equipped with PHOTON II detector'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1361
_diffrn_reflns_av_unetI/netI     0.0860
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            30492
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         3.245
_exptl_absorpt_coefficient_mu    0.285
_exptl_absorpt_correction_T_max  0.745
_exptl_absorpt_correction_T_min  0.573
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS-2016/2 - Bruker AXS area detector scaling and absorption 
 correction
 Reference: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_description       plate
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.243
_exptl_crystal_size_mid          0.177
_exptl_crystal_size_min          0.045
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.141
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         4237
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.141
_refine_ls_R_factor_all          0.1306
_refine_ls_R_factor_gt           0.0858
_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^)+(0.0591P)^2^+2.2909P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1594
_refine_ls_wR_factor_ref         0.1763
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2898
_reflns_number_total             4237
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob01295c2.cif
_cod_data_source_block           3N12
_cod_depositor_comments
'Adding full bibliography for 7160708--7160709.cif.'
_cod_original_cell_volume        2404.2(5)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7160709
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_min   0.934
_shelx_estimated_absorpt_t_max   0.987
_shelx_res_checksum              22671