Rh(II)-catalyzed synthesis of furo[2,3-<i>b</i>]indoles from 3-diazooxindoles and electron-rich arylacetylenes.
Maiti, Sandip; Roy, Charles Patriot; Kabir, Syed Ramizul; Dash, Jyotirmayee; Chemical communications (Cambridge, England) 61 (2025) 18649–18652; doi:10.1039/d5cc04468e

data_7135050
_publ_section_title
;
 Rh(II)-catalyzed synthesis of furo[2,3-<i>b</i>]indoles from
 3-diazooxindoles and electron-rich arylacetylenes.
;
_journal_issue                   94
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              18649
_journal_page_last               18652
_journal_paper_doi               10.1039/d5cc04468e
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C24 H19 N O4 S'
_chemical_formula_sum            'C24 H19 N O4 S'
_chemical_formula_weight         417.46
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2025-05-02
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2025-05-14 deposited with the CCDC.	2025-10-01 downloaded from the CCDC.
;
_cell_angle_alpha                97.934(5)
_cell_angle_beta                 108.308(4)
_cell_angle_gamma                112.348(4)
_cell_formula_units_Z            4
_cell_length_a                   11.3303(13)
_cell_length_b                   14.1464(16)
_cell_length_c                   14.8702(16)
_cell_measurement_reflns_used    9676
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      30.63
_cell_measurement_theta_min      2.73
_cell_volume                     2000.8(4)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 6000 area detector'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_unetI/netI     0.0427
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            58902
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.766
_diffrn_reflns_theta_min         2.121
_exptl_absorpt_coefficient_mu    0.194
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6800
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1079 before and 0.0618 after correction.
The Ratio of minimum to maximum transmission is 0.9114.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_description       needle
_exptl_crystal_F_000             872
_exptl_crystal_preparation       DCM
_exptl_crystal_recrystallization_method 'SLOW EVAPORATION FROM DCM'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.478
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     545
_refine_ls_number_reflns         11992
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0462
_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^)+(0.0661P)^2^+0.5221P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1208
_refine_ls_wR_factor_ref         0.1260
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9391
_reflns_number_total             11992
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc04468e2.cif
_cod_data_source_block           mo_jd060225_0m_a
_cod_depositor_comments
'Adding full bibliography for 7135049--7135050.cif.'
_cod_database_code               7135050
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.972
_shelx_estimated_absorpt_t_min   0.962
_olex2_refinement_description
;
1.a Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00K(H00K), C00N(H00N), C00O(H00O), C00Q(H00Q), C00U(H00U),
 C00V(H00V), C00W(H00W), C00Y(H00Y), C00Z(H00Z), C010(H010), C013(H013),
 C015(H015), C018(H018), C019(H019), C01A(H01A), C01B(H01L), C01C(H01C),
 C01D(H01M), C01E(H01E), C01F(H01F), C01G(H01N), C01H(H01O), C01I(H01P),
 C01J(H01J), C01L(H01Q)
1.b Idealised Me refined as rotating group:
 C01K(H01B,H01D,H01G), C01M(H01R,H01S,H01T), C01N(H01U,H01V,H01W), C01O(H01H,
 H01I,H01K)
;
_olex2_submission_original_sample_id JD060225
_olex2_submission_special_instructions 'No special instructions were received'