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_2312059
_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 O S'
_chemical_formula_moiety         'C13 H11 N O S'
_chemical_formula_sum            'C13 H11 N O S'
_chemical_formula_weight         229.29
_chemical_name_systematic
;
<i>S</i>-(Pyridin-2-yl) 4-methylbenzothioate
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
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_atom_sites_solution_hydrogens   geom
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Olex2 1.5
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_cell_angle_gamma                92.5673(14)
_cell_formula_units_Z            2
_cell_length_a                   7.1775(2)
_cell_length_b                   9.1492(3)
_cell_length_c                   9.2832(3)
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_cell_measurement_temperature    100(2)
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_cell_measurement_theta_min      4.962
_cell_volume                     563.28(3)
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;
SAINT (Bruker, 2016)
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_computing_data_collection
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APEX4 (Bruker, 2021)
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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_measured_fraction_theta_full 0.997
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_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEXII Kappa Duo'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'mirror optics'
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_diffrn_reflns_av_R_equivalents  0.0355
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_diffrn_source                   'microfocus sealed X-ray tube'
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_exptl_absorpt_process_details
;
(SADABS; Krause <i>et al.</i>,  2015)
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             240
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_exptl_crystal_size_mid          0.221
_exptl_crystal_size_min          0.092
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_refine_diff_density_min         -0.268
_refine_ls_extinction_method     none
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_refine_ls_restrained_S_all      1.122
_refine_ls_R_factor_all          0.0436
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_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^)+(0.0776P)^2^+0.2152P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_refine_ls_wR_factor_ref         0.1260
_reflns_number_gt                1958
_reflns_number_total             2106
_reflns_threshold_expression     'I > 2\s(I)'
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_shelx_estimated_absorpt_t_min   0.463
_shelx_estimated_absorpt_t_max   0.813
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