Understanding the structure and reactivity of the C–S linkage in biologically active 5-arylthio-5H-chromenopyridines
Grice, Kyle A.; Patil, Renukadevi; Ghosh, Anandita; Paner, Jesse D.; Guerrero, Michael A.; Camacho, Ehxciquiel Jaeroume M.; Sun Cao, Phoebus; Niyazi, Aeshah H.; Zainab, Sitwat; Sommer, Roger D.; Waris, Gulam; Patil, Shivaputra; New Journal of Chemistry 42 (2018) 1151–; doi:10.1039/C7NJ03724D

data_7056811
_publ_section_title
;
 Understanding the structure and reactivity of the C--S linkage in
 biologically active 5-arylthio-5H-chromenopyridines
;
_journal_issue                   2
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1151
_journal_paper_doi               10.1039/C7NJ03724D
_journal_volume                  42
_journal_year                    2018
_chemical_formula_moiety         'C21 H18 N4 O3 S'
_chemical_formula_sum            'C21 H18 N4 O3 S'
_chemical_formula_weight         406.45
_chemical_name_common            SP123
_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'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_update_record
;
2017-09-28 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.052(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.6226(4)
_cell_length_b                   14.4826(4)
_cell_length_c                   13.0479(3)
_cell_measurement_reflns_used    865
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      33.7986
_cell_measurement_theta_min      1.7425
_cell_volume                     3787.05(16)
_computing_cell_refinement       'APEX3 v2016.1-0 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service v2013.12.0.0'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 833)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker-Nonius X8 Kappa APEX II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_av_unetI/netI     0.0206
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            46344
_diffrn_reflns_theta_full        30.54
_diffrn_reflns_theta_max         30.54
_diffrn_reflns_theta_min         1.74
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.203
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1696
_exptl_crystal_size_max          0.343
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.136
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.743
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         5803
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0393
_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^)+(0.0428P)^2^+3.4981P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0945
_refine_ls_wR_factor_ref         0.1053
_reflns_number_gt                4575
_reflns_number_total             5803
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7nj03724d2.cif
_cod_data_source_block           rds526
_cod_depositor_comments
'Adding full bibliography for 7056810--7056811.cif.'
_cod_database_code               7056811
_shelx_res_checksum              68104