Synthesis and crystal structures of two racemic 2-heteroaryl-3-phenyl-2,3-di-hydro-4<i>H</i>-pyrido[3,2-<i>e</i>][1,3]thia-zin-4-ones.
Yennawar, Hemant P.; Mal, Tapas K.; Olsen, Mark A.; Lagalante, Anthony F.; Louca, Evelyn M.; Gavalis, Aloura D.; Silverberg, Lee J.; Acta crystallographica. Section E, Crystallographic communications 80 (2024) 699–703; doi:10.1107/S2056989024005103

data_2023155
_publ_section_title
;
 Synthesis and crystal structures of two racemic
 2-heteroaryl-3-phenyl-2,3-di-hydro-4<i>H</i>-pyrido[3,2-<i>e</i>][1,3]thia-zin-4-ones.
;
_journal_issue                   'Pt 7'
_journal_name_full
'Acta crystallographica. Section E, Crystallographic communications'
_journal_page_first              699
_journal_page_last               703
_journal_paper_doi               10.1107/S2056989024005103
_journal_volume                  80
_journal_year                    2024
_chemical_formula_iupac          'C21 H15 N3 O S, 0.438H2 O'
_chemical_formula_moiety         'C21 H15 N3 O S, 0.438(H2 O)'
_chemical_formula_sum            'C21 H15.438 N3 O1.44 S'
_chemical_formula_weight         364.85
_chemical_name_systematic
'2-(1<i>H</i>-Indol-3-yl)-3-phenyl-2,3-dihydro-4<i>H</i>-pyrido[3,2-<i>e</i>][1,3]thiazin-4-one 0.438-hydrate'
_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_method
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_cell_angle_alpha                90
_cell_angle_beta                 111.952(2)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   28.2424(4)
_cell_length_b                   11.03070(10)
_cell_length_c                   28.6936(4)
_cell_measurement_reflns_used    15647
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      74.5880
_cell_measurement_theta_min      3.3150
_cell_volume                     8290.9(2)
_computing_cell_refinement
;
CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)
;
_computing_data_collection
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CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)
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_computing_data_reduction
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CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)
;
_computing_molecular_graphics
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Olex2 1.5-ac5-024 (Dolomanov <i>et al.</i>,  2009)
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_computing_publication_material
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Olex2 1.5-ac5-024 (Dolomanov <i>et al.</i>,  2009)
;
_computing_structure_refinement
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<i>SHELXL2018/3</i> (Sheldrick, 2015b)
;
_computing_structure_solution
;
<i>SHELXT</i>  (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.936
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix-Arc 150'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            26357
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.133
_diffrn_reflns_theta_min         3.321
_diffrn_source                   'Rotating-anode X-ray tube'
_exptl_absorpt_coefficient_mu    1.510
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65151
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2023)
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.168
_exptl_crystal_description       block
_exptl_crystal_F_000             3032
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.927
_refine_diff_density_min         -0.252
_refine_ls_extinction_coef       0.00059(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method
;
<i>SHELXL2018/3</i> (Sheldrick, 2015b)
;
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     492
_refine_ls_number_reflns         8118
_refine_ls_number_restraints     560
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.0757
_refine_ls_R_factor_gt           0.0677
_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^)+(0.1597P)^2^+0.3431P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2064
_refine_ls_wR_factor_ref         0.2179
_reflns_number_gt                6592
_reflns_number_total             8118
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            tx2086.cif
_cod_data_source_block           2
_cod_depositor_comments
'Adding full bibliography for 2023154--2023155.cif.'
_cod_database_code               2023155
_shelx_estimated_absorpt_t_min   0.752
_shelx_estimated_absorpt_t_max   0.783