The crystal structure of 4,4′-bipyridinium bis-(2-hydroxy-3-methoxybenzoate), 2(C8H7.68O4)·C10H8.64N2
Angevine, Devin J.; Benedict, Jason B.; Zeitschrift für Kristallographie - New Crystal Structures 237 (2022) 643–645; doi:10.1515/ncrs-2022-0126

data_8107176
_publ_section_title
;
 The crystal structure of 4,4&#x2032;-bipyridinium
 bis-(2-hydroxy-3-methoxybenzoate), 2(C8H7.68O4)&#x00B7;C10H8.64N2
;
_journal_issue                   4
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              643
_journal_page_last               645
_journal_paper_doi               10.1515/ncrs-2022-0126
_journal_volume                  237
_journal_year                    2022
_chemical_formula_moiety         '2(C8 H7.68 O4), C10 H8.64 N2'
_chemical_formula_sum            'C26 H24 N2 O8'
_chemical_formula_weight         492.47
_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   mixed
_atom_sites_solution_primary     dual
_cell_angle_alpha                90
_cell_angle_beta                 91.896(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.9170(9)
_cell_length_b                   26.012(3)
_cell_length_c                   12.7449(17)
_cell_measurement_reflns_used    4684
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      29.23
_cell_measurement_theta_min      2.24
_cell_volume                     2291.9(5)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0711
_diffrn_reflns_av_unetI/netI     0.0646
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            25125
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.627
_diffrn_reflns_theta_min         1.566
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.5469
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1581 before and 0.0786 after correction.
The Ratio of minimum to maximum transmission is 0.7332.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_description       plate
_exptl_crystal_F_000             1032
_exptl_crystal_preparation       'slow evaporation from methanol'
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.360
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     346
_refine_ls_number_reflns         6412
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0710
_refine_ls_R_factor_gt           0.0471
_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^)+(0.0519P)^2^+0.5849P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1178
_refine_ls_wR_factor_ref         0.1320
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4674
_reflns_number_total             6412
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_j_ncrs-2022-0126_suppl.cif
_cod_data_source_block           o-vanillic_acid+4,4-bipy
_cod_database_code               8107176
_shelx_estimated_absorpt_t_max   0.998
_shelx_estimated_absorpt_t_min   0.953
_olex2_refinement_description
;
1. Others
 Sof(H1A)=Sof(H2A)=1-FVAR(1)
 Sof(H2B)=Sof(H1B)=FVAR(1)
2.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C26(H26), C3(H3A), C12(H12), C25(H25), C23(H23), C24(H24), C5(H5A),
 C13(H13), C20(H20), C4(H4), C18(H18), C17(H17), C21(H21)
2.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C8(H8A,H8B,H8C)
;
_shelx_res_checksum              94337
_shelx_hkl_checksum              75538
_olex2_date_sample_completion    2022-01-13
_olex2_date_sample_data_collection 2022-01-13
_olex2_date_sample_submission    2022-01-13
_olex2_exptl_crystal_mounting_method 'mounted with oil'
_olex2_submission_original_sample_id o-Vanillic_Acid+4,4'-BIPY
_olex2_submission_special_instructions 'No special instructions were received'