One-Pot Synthesis of Benzimidazo[2,1-b]thiazoline Derivatives through An Addition/Cyclization/Oxidative Coupling Reaction.
Wang, Haofeng; Wu, Xin; Wang, Luyu; Li, Erfei; Li, Xiaoyu; Tong, Tao; Kang, Honglan; Xie, Jian-Wu; Shen, Guodong; Lv, Xin; The Journal of organic chemistry  (2020) –; doi:10.1021/acs.joc.0c01137

data_4038729
_publ_section_title
;
 One-Pot Synthesis of Benzimidazo[2,1-b]thiazoline Derivatives through An
 Addition/Cyclization/Oxidative Coupling Reaction.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.0c01137
_journal_year                    2020
_chemical_formula_sum            'C10 H8 N2 S'
_chemical_formula_weight         188.24
_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_method           SHELXL-2014/7
_cell_angle_alpha                89.2189(18)
_cell_angle_beta                 89.7152(19)
_cell_angle_gamma                82.646(2)
_cell_formula_units_Z            4
_cell_length_a                   9.2794(5)
_cell_length_b                   9.3445(5)
_cell_length_c                   10.3560(4)
_cell_measurement_reflns_used    6874
_cell_measurement_temperature    279(2)
_cell_measurement_theta_max      27.462
_cell_measurement_theta_min      2.913
_cell_volume                     890.51(8)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      279(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  APEXII
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0179
_diffrn_reflns_av_unetI/netI     0.0259
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8131
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.462
_diffrn_reflns_theta_min         2.913
_exptl_absorpt_coefficient_mu    0.310
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_description       block
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.590
_exptl_crystal_size_mid          0.500
_exptl_crystal_size_min          0.350
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3932
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0376
_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^)+(0.0620P)^2^+0.1774P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1027
_refine_ls_wR_factor_ref         0.1081
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3460
_reflns_number_total             3932
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo0c01137_si_002.cif
_cod_data_source_block           a
_cod_database_code               4038729
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.838
_shelx_estimated_absorpt_t_max   0.899
_shelx_res_checksum              14754
_shelx_hkl_checksum              49598