A benzimidazole-based Cu(ii) complex catalyzed site-selective C–H sulfenylation of imidazo-[1,2-a]pyridines using CS2 as a sulfur source
Ghosh, Kingkar; Ghosh, Narendra Nath; Choudhury, Prasun; Bhattacharjee, Subham; Saha, Rajat; Deb, Mayukh; Biswas, Kinkar; Organic & Biomolecular Chemistry 22 (2024) 7791–7800; doi:10.1039/D4OB00868E

data_7160125
_publ_section_title
;
 A benzimidazole-based Cu(ii) complex catalyzed site-selective C--H
 sulfenylation of imidazo-[1,2-a]pyridines using CS2 as a sulfur source
;
_journal_issue                   38
_journal_name_full               'Organic &amp; Biomolecular Chemistry'
_journal_page_first              7791
_journal_page_last               7800
_journal_paper_doi               10.1039/D4OB00868E
_journal_volume                  22
_journal_year                    2024
_chemical_formula_moiety         'C44 H56 Cl7 Cu4 N8'
_chemical_formula_sum            'C44 H56 Cl7 Cu4 N8'
_chemical_formula_weight         1199.27
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-04-15 deposited with the CCDC.	2024-08-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.1373(11)
_cell_length_b                   21.089(3)
_cell_length_c                   20.202(2)
_cell_measurement_reflns_used    3514
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      52.273
_cell_measurement_theta_min      3.026
_cell_volume                     5171.0(10)
_computing_cell_refinement       'SAINT (Bruker, 2008)'
_computing_data_collection       'APEX2 (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_molecular_graphics
'PLATON (Spek, 2009) and ORTEP (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.600
_diffrn_measured_fraction_theta_max 0.600
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\w scan'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54016
_diffrn_reflns_av_R_equivalents  0.0544
_diffrn_reflns_av_unetI/netI     0.1014
_diffrn_reflns_Laue_measured_fraction_full 0.600
_diffrn_reflns_Laue_measured_fraction_max 0.600
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            5769
_diffrn_reflns_point_group_measured_fraction_full 0.600
_diffrn_reflns_point_group_measured_fraction_max 0.600
_diffrn_reflns_theta_full        52.273
_diffrn_reflns_theta_max         52.273
_diffrn_reflns_theta_min         3.026
_exptl_absorpt_coefficient_mu    5.379
_exptl_absorpt_correction_T_max  0.7446
_exptl_absorpt_correction_T_min  0.5644
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            'Brownish yellow'
_exptl_crystal_density_diffrn    1.540
_exptl_crystal_description       Needle
_exptl_crystal_F_000             2444
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   0.650
_exptl_transmission_factor_min   0.564
_refine_diff_density_max         1.073
_refine_diff_density_min         -1.584
_refine_diff_density_rms         0.257
_refine_ls_extinction_coef       0.0041(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.209
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     564
_refine_ls_number_reflns         3514
_refine_ls_number_restraints     49
_refine_ls_restrained_S_all      1.202
_refine_ls_R_factor_all          0.1052
_refine_ls_R_factor_gt           0.0851
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1293P)^2^+20.0451P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2250
_refine_ls_wR_factor_ref         0.2453
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2859
_reflns_number_total             3514
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ob00868e2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 7160125--7160126.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7160125
_shelx_shelxl_version_number     2018/3
_shelx_res_checksum              37956