Synthesis and structural investigation of salts of 2-amino-3-methylpyridine with carboxylic acid derivatives: an experimental and theoretical study.
Balasubramanian, Hemalatha; Ashraf, Aarifa Muhammed; Karuppannan, Srikanth; Poomani, Kumaradhas; Acta crystallographica. Section C, Structural chemistry 80 (2024) 302–310; doi:10.1107/S2053229624005473

data_2312525
_publ_section_title
;
 Synthesis and structural investigation of salts of
 2-amino-3-methylpyridine with carboxylic acid derivatives: an
 experimental and theoretical study.
;
_journal_coeditor_code           EF3056
_journal_issue                   'Pt 7'
_journal_name_full
'Acta crystallographica. Section C, Structural chemistry'
_journal_page_first              302
_journal_page_last               310
_journal_paper_doi               10.1107/S2053229624005473
_journal_volume                  80
_journal_year                    2024
_chemical_formula_iupac          '2C6 H9 N2 +, C4 H2 O4 2-, 2H2 O1'
_chemical_formula_moiety         '2(C6 H9 N2 +), C4 H2 O4 2-, 2(H2 O1)'
_chemical_formula_sum            'C16 H24 N4 O6'
_chemical_formula_weight         368.39
_chemical_name_common
;
Bis(2-amino-3-methylpyridinium) fumarate dihydrate
;
_chemical_name_systematic
;
Bis(2-amino-3-methylpyridin-1-ium) (2<i>E</i>)-but-2-enedioate dihydrate
;
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
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_atom_sites_solution_secondary   dual
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_audit_creation_method           'WinGX routine CIF_UPDATE'
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_cell_angle_beta                 76.8090(10)
_cell_angle_gamma                82.0430(10)
_cell_formula_units_Z            1
_cell_length_a                   6.8383(2)
_cell_length_b                   7.2272(2)
_cell_length_c                   9.7427(2)
_cell_measurement_reflns_used    2285
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.30
_cell_measurement_theta_min      3.08
_cell_volume                     462.18(2)
_computing_cell_refinement
;
SAINT (Bruker, 2006)
;
_computing_data_collection
;
APEX2 (Bruker, 2006)
;
_computing_data_reduction
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SAINT (Bruker, 2006)
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_computing_molecular_graphics
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ORTEP-3 for Windows (Farrugia, 2012) and
<i>Mercury</i> (Macrae <i>et al.</i>, 2020)
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_computing_publication_material
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WinGX (Farrugia, 2012)
;
_computing_structure_refinement
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SHELXL2018 (Sheldrick, 2015<i>b</i>)
;
_computing_structure_solution
;
SHELXT2018 (Sheldrick, 2015<i>a</i>)
;
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.997
_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
_diffrn_reflns_av_R_equivalents  0.0207
_diffrn_reflns_av_unetI/netI     0.0169
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_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
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_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.301
_diffrn_reflns_theta_min         3.08
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
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_exptl_absorpt_correction_T_max  0.9930
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_exptl_crystal_colour            green
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_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             196
_exptl_crystal_size_max          0.637
_exptl_crystal_size_mid          0.496
_exptl_crystal_size_min          0.280
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_refine_diff_density_min         -0.215
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
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_refine_ls_number_parameters     166
_refine_ls_number_reflns         2285
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0406
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
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'w=1/[\s^2^(Fo^2^)+(0.0831P)^2^+0.0403P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1235
_refine_ls_wR_factor_ref         0.1267
_reflns_number_gt                2118
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_reflns_threshold_expression     'I > 2\s(I)'
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'Adding full bibliography for 2312525--2312526.cif.'
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