Methyl 5-chloro-4-hydroxy-2,2-dioxo-1<i>H</i>-2λ^6^,1-benzothiazine-3-carboxylate: structure and Hirshfeld surface analysis
Shishkina, Svitlana V.; Petrushova, Lidiya A.; Burian, Kateryna O.; Fedosov, Andrii I.; Ukrainets, Igor V.; Acta Crystallographica Section E 76 (2020) 1657–1660; doi:10.1107/S2056989020012566

data_2243596
_publ_section_title
;
 Methyl
 5-chloro-4-hydroxy-2,2-dioxo-1<i>H</i>-2\l^6^,1-benzothiazine-3-carboxylate:
 structure and Hirshfeld surface analysis
;
_journal_coeditor_code           PK2647
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1657
_journal_page_last               1660
_journal_paper_doi               10.1107/S2056989020012566
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          'C10 H8 Cl N O5 S'
_chemical_formula_moiety         'C10 H8 Cl N O5 S'
_chemical_formula_sum            'C10 H8 Cl N O5 S'
_chemical_formula_weight         289.68
_chemical_name_systematic
;
Methyl
5-chloro-4-hydroxy-2,2-dioxo-1<i>H</i>-2\l^6^,1-benzothiazine-3-carboxylate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 97.528(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.153(3)
_cell_length_b                   6.8926(15)
_cell_length_c                   14.600(3)
_cell_measurement_reflns_used    2736
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      34.172
_cell_measurement_theta_min      3.264
_cell_volume                     1112.7(4)
_computing_cell_refinement
;
CrysAlisPro (Rigaku OD, 2018)
;
_computing_data_collection
;
CrysAlisPro (Rigaku OD, 2018)
;
_computing_data_reduction
;
CrysAlisPro (Rigaku OD, 2018)
;
_computing_molecular_graphics
;
Mercury (Macrae, 2020)
;
_computing_structure_refinement
;
SHELXL (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 16.1827
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Rigaku Oxford Diffraction Xcalibur, Sapphire3'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1114
_diffrn_reflns_av_unetI/netI     0.0887
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9166
_diffrn_reflns_theta_full        24.988
_diffrn_reflns_theta_max         24.988
_diffrn_reflns_theta_min         2.166
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.544
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.4283
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2018)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.729
_exptl_crystal_description       plate
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.379
_refine_diff_density_min         -0.458
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         1957
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.1014
_refine_ls_R_factor_gt           0.0630
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0609P)^2^+0.6529P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1323
_refine_ls_wR_factor_ref         0.1451
_reflns_number_gt                1343
_reflns_number_total             1957
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            pk2647sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        1112.6(4)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2243596
_cod_database_fobs_code          2243596
_shelx_estimated_absorpt_t_min   0.854
_shelx_estimated_absorpt_t_max   0.973
_shelx_hkl_checksum              72734
_shelx_res_checksum              38439