Structures of <i>S</i>-(pyridin-2-yl) 4-nitro-benzo-thio-ate, <i>S</i>-(pyridin-2-yl) 4-methyl-benzo-thio-ate and <i>S</i>-(pyridin-2-yl) 4-meth-oxy-benzo-thio-ate: building blocks for low-symmetry multifunctional tetra-pyrroles.
Sample, Harry C.; Twamley, Brendan; Senge, Mathias O.; Acta crystallographica. Section E, Crystallographic communications 79 (2023) 157–162; doi:10.1107/S2056989023001056

data_2312060
_publ_section_title
;
 Structures of <i>S</i>-(pyridin-2-yl) 4-nitro-benzo-thio-ate,
 <i>S</i>-(pyridin-2-yl) 4-methyl-benzo-thio-ate and
 <i>S</i>-(pyridin-2-yl) 4-meth-oxy-benzo-thio-ate: building blocks for
 low-symmetry multifunctional tetra-pyrroles.
;
_journal_coeditor_code           YZ2028
_journal_issue                   'Pt 3'
_journal_name_full
'Acta crystallographica. Section E, Crystallographic communications'
_journal_page_first              157
_journal_page_last               162
_journal_paper_doi               10.1107/S2056989023001056
_journal_volume                  79
_journal_year                    2023
_chemical_formula_iupac          'C13 H11 N O2 S'
_chemical_formula_moiety         'C13 H11 N O2 S'
_chemical_formula_sum            'C13 H11 N O2 S'
_chemical_formula_weight         245.29
_chemical_name_systematic
;
<i>S</i>-(Pyridin-2-yl) 4-methoxybenzothioate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
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Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
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_cell_angle_alpha                90
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_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.4043(6)
_cell_length_b                   5.4939(2)
_cell_length_c                   13.0741(4)
_cell_measurement_reflns_used    9968
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.561
_cell_measurement_theta_min      2.550
_cell_volume                     1147.27(7)
_computing_cell_refinement
;
SAINT (Bruker, 2016)
;
_computing_data_collection
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APEX3 (Bruker, 2017)
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SAINT (Bruker, 2016)
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Olex2 (Dolomanov <i>et al.</i>,  2009)
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Olex2 (Dolomanov <i>et al.</i>,  2009)
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SHELXL (Sheldrick, 2015b)
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<i>SHELXT</i> (Sheldrick, 2015a)
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_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  graphite
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_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_unetI/netI     0.0251
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_diffrn_reflns_limit_k_max       7
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_diffrn_source_current           20.0
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_exptl_absorpt_correction_T_max  0.7461
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_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause <i>et al.</i>,  2015)
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.339
_exptl_crystal_size_mid          0.186
_exptl_crystal_size_min          0.058
_refine_diff_density_max         0.436
_refine_diff_density_min         -0.336
_refine_ls_extinction_coef       0.0056(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method
;
SHELXL (Sheldrick 2015b)
;
_refine_ls_goodness_of_fit_ref   1.033
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_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0355
_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^)+(0.0340P)^2^+0.7686P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0807
_refine_ls_wR_factor_ref         0.0886
_reflns_number_gt                2894
_reflns_number_total             3528
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            yz2028sup1.cif
_cod_data_source_block           3
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_shelx_estimated_absorpt_t_min   0.914
_shelx_estimated_absorpt_t_max   0.985
_shelx_hkl_checksum              9989
_shelx_res_checksum              91187
_cod_database_fobs_code 2312060