Crystal structure, intermolecular interactions, charge-density distribution and ADME properties of the acridinium 4-nitrobenzoate and 2-amino-3-methylpyridinium 4-nitrobenzoate salts: a combined experimental and theoretical study.
Balasubramanian, Hemalatha; Mariappan, Petchi Raman; Poomani, Kumaradhas; Acta crystallographica. Section C, Structural chemistry 80 (2024) –; doi:10.1107/S2053229624002250

data_2312429
_publ_section_title
;
 Crystal structure, intermolecular interactions, charge-density
 distribution and ADME properties of the acridinium 4-nitrobenzoate and
 2-amino-3-methylpyridinium 4-nitrobenzoate salts: a combined experimental
 and theoretical study.
;
_journal_coeditor_code           EF3054
_journal_issue                   4
_journal_name_full
'Acta crystallographica. Section C, Structural chemistry'
_journal_paper_doi               10.1107/S2053229624002250
_journal_volume                  80
_journal_year                    2024
_chemical_formula_iupac          'C13 H10 N1 +, C7 H4 N1 O4 -'
_chemical_formula_moiety         'C13 H10 N1 +, C7 H4 N1 O4 -'
_chemical_formula_sum            'C20 H14 N2 O4'
_chemical_formula_weight         346.33
_chemical_name_systematic
;
Acridin-10-ium 4-nitrobenzoate
;
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
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_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
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_audit_creation_method           'WinGX routine CIF_UPDATE'
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_cell_angle_beta                 95.0050(10)
_cell_angle_gamma                93.7800(10)
_cell_formula_units_Z            2
_cell_length_a                   7.6186(2)
_cell_length_b                   9.4985(2)
_cell_length_c                   11.9173(3)
_cell_measurement_reflns_used    4100
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.33
_cell_measurement_theta_min      2.23
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_computing_cell_refinement
;
SAINT (Bruker, 2006)
;
_computing_data_collection
;
APEX2 (Bruker, 2006)
;
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SAINT (Bruker, 2006)
;
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ORTEP-3 for Windows (Farrugia, 2012),
<i>Mercury</i> (Macrae <i>et al.</i>,  2020) and
<i>PLATON</i> (Spek, 2020)
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WinGX (Farrugia, 2012)
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SHELXL2018 (Sheldrick, 2015<i>b</i>)
;
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SHELXT2018 (Sheldrick, 2015<i>a</i>)
;
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'Three-circle Fixed Chi diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST ECO'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
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_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.972
_diffrn_reflns_theta_min         2.233
_diffrn_standards_decay_%        0
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_exptl_absorpt_coefficient_mu    0.099
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;
(SADABS; Bruker, 2006)
;
_exptl_crystal_colour            orange
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_exptl_crystal_density_method    'not measured'
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_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.758
_exptl_crystal_size_mid          0.480
_exptl_crystal_size_min          0.192
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_refine_diff_density_min         -0.319
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
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_refine_ls_number_reflns         3965
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0495
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0912P)^2^+0.1205P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.158
_refine_ls_wR_factor_ref         0.1659
_reflns_number_gt                3338
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_reflns_threshold_expression     'I > 2\s(I)'
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