Electrochemical single-step N-acylation and S-cyclization synthesis of thiazolimide via radical process
Li, Yao; Zhang, Jun; She, Mengyao; Liu, Lang; Yang, Zheng; Liu, Ping; Zhang, Shengyong; Li, Jianli; Green Chemistry 25 (2023) 4302–4308; doi:10.1039/D3GC00664F

data_7246682
_publ_section_title
;
 Electrochemical single-step N-acylation and S-cyclization synthesis of
 thiazolimide via radical process
;
_journal_issue                   11
_journal_name_full               'Green Chemistry'
_journal_page_first              4302
_journal_page_last               4308
_journal_paper_doi               10.1039/D3GC00664F
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         '2(C30 H21.771 Cl0.319 N2 O3 S)'
_chemical_formula_sum            'C60 H43.54 Cl0.56 N4 O6 S2'
_chemical_formula_weight         1000.50
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2022-04-06
_audit_creation_method
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_audit_update_record
;
2022-12-07 deposited with the CCDC.	2023-04-25 downloaded from the CCDC.
;
_cell_angle_alpha                89.118(10)
_cell_angle_beta                 81.911(12)
_cell_angle_gamma                71.924(15)
_cell_formula_units_Z            2
_cell_length_a                   11.803(3)
_cell_length_b                   12.782(2)
_cell_length_c                   17.329(2)
_cell_measurement_reflns_used    9876
_cell_measurement_temperature    180.00
_cell_measurement_theta_max      54.587
_cell_measurement_theta_min      3.161
_cell_volume                     2459.5(8)
_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  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      180.00
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34138
_diffrn_reflns_av_R_equivalents  0.0611
_diffrn_reflns_av_unetI/netI     0.0406
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            51750
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         55.028
_diffrn_reflns_theta_min         3.166
_diffrn_source_current           2.86
_diffrn_source_power             0.19985679999999997
_diffrn_source_voltage           69.88
_exptl_absorpt_coefficient_mu    1.136
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.6168
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1705 before and 0.0814 after correction.
The Ratio of minimum to maximum transmission is 0.8215.
The \l/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_F_000             1042
_refine_diff_density_max         0.608
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     673
_refine_ls_number_reflns         9364
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0427
_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^)+(0.0415P)^2^+1.0910P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0997
_refine_ls_wR_factor_ref         0.1071
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7467
_reflns_number_total             9364
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3gc00664f2.cif
_cod_data_source_block           20220404el_0m
_cod_depositor_comments
'Adding full bibliography for 7246679--7246682.cif.'
_cod_original_cell_volume        2459.4(8)
_cod_database_code               7246682
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C20(H20), C38(H38), C42(H42), C44(H44), C48(H48), C50(H50),
 C54(H54), C56(H56), C58(H58), C60(H60), C15(H15), C31(H31), C2(H2), C33(H33),
 C17(H17), C35(H35), C9(H9), C37(H37), C19(H19), C39(H39), C5(H5), C41(H41),
 C21(H21), C43(H43), C11(H11), C45(H45), C23(H23), C3(H3), C49(H49), C25(H25),
 C51(H51), C13(H13), C53(H53), C55(H55), C7(H7), C57(H57), C29(H29)
2.b Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C59(H59A,H59B,H59C)
;
_shelx_res_checksum              29478
_olex2_submission_special_instructions 'No special instructions were received'