Light-assisted green and efficient construction of thiadiazole/selenadiazole derivatives
Wen, Changting; Sun, Guojin; Liu, Lang; Zhang, Jun; She, Mengyao; Yang, Zheng; Liu, Ping; Zhang, Shengyong; Li, Jianli; Green Chemistry 26 (2024) 7944–7950; doi:10.1039/D4GC02211D

data_7248765
_publ_section_title
;
 Light-assisted green and efficient construction of
 thiadiazole/selenadiazole derivatives
;
_journal_issue                   13
_journal_name_full               'Green Chemistry'
_journal_page_first              7944
_journal_page_last               7950
_journal_paper_doi               10.1039/D4GC02211D
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         'C17 H10 Br N3 S, 0.3[CHCl3]'
_chemical_formula_sum            'C17.3 H10.3 Br Cl0.9 N3 S'
_chemical_formula_weight         404.06
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-12-21
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2023-06-07 deposited with the CCDC.	2024-06-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.657(7)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   27.47(2)
_cell_length_b                   3.862(3)
_cell_length_c                   32.65(3)
_cell_measurement_reflns_used    8859
_cell_measurement_temperature    220.00
_cell_measurement_theta_max      54.623
_cell_measurement_theta_min      2.529
_cell_volume                     3219(5)
_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      220.00
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  CCD
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34138
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_unetI/netI     0.0259
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            24073
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.965
_diffrn_reflns_theta_min         2.533
_diffrn_source_current           2.23
_diffrn_source_power             0.1557878
_diffrn_source_voltage           69.86
_exptl_absorpt_coefficient_mu    4.026
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5236
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1693 before and 0.0511 after correction.
The Ratio of minimum to maximum transmission is 0.6974.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.667
_exptl_crystal_description       block
_exptl_crystal_F_000             1611
_refine_diff_density_max         0.635
_refine_diff_density_min         -0.579
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3068
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0426
_refine_ls_R_factor_gt           0.0309
_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^)+(0.0417P)^2^+3.6824P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0778
_refine_ls_wR_factor_ref         0.0825
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2501
_reflns_number_total             3068
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4gc02211d2.cif
_cod_data_source_block           m3
_cod_depositor_comments
'Adding full bibliography for 7248764--7248765.cif.'
_cod_original_cell_volume        3220(4)
_cod_original_formula_sum        'C17.30 H10.30 Br Cl0.90 N3 S'
_cod_database_code               7248765
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C7(H7), C9(H9), C11(H11), C12(H12), C13(H13), C14(H14),
 C15(H15), C17(H17)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 144 electrons were 
found in a volume of 460\%A^3^ in 1 void per unit cell. 
This is consistent with the presence of 
0.3[CHCl3] per Asymmetric Unit 
which account for 139 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              44182
_shelx_fab_checksum              44361
_olex2_submission_special_instructions 'No special instructions were received'