The crystal structure of 4,4′-bipyridinium bis(3-carboxy-2-nitrobenzoate) tetrahydrate, C13H13N2O8
Chai, Chun-Xia; Peng, Peng; Cai, Bin; Zeitschrift für Kristallographie - New Crystal Structures 235 (2020) 779–781; doi:10.1515/ncrs-2020-0004

data_8105285
_publ_section_title
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 The crystal structure of 4,4&#x2032;-bipyridinium
 bis(3-carboxy-2-nitrobenzoate) tetrahydrate, C13H13N2O8
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_journal_issue                   4
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              779
_journal_page_last               781
_journal_paper_doi               10.1515/ncrs-2020-0004
_journal_volume                  235
_journal_year                    2020
_chemical_formula_moiety         'C8 H4 N O6, 0.5(C10 H10 N2), 2(H2 O)'
_chemical_formula_sum            'C13 H13 N2 O8'
_chemical_formula_weight         325.26
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_cell_angle_alpha                66.950(3)
_cell_angle_beta                 71.558(3)
_cell_angle_gamma                77.203(4)
_cell_formula_units_Z            2
_cell_length_a                   7.8590(6)
_cell_length_b                   9.3108(8)
_cell_length_c                   11.0816(8)
_cell_measurement_reflns_used    5413
_cell_measurement_temperature    149(2)
_cell_measurement_theta_max      26.337
_cell_measurement_theta_min      2.393
_cell_volume                     703.38(10)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015) [1]'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015) [1]'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009) [3]'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009) [3]'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015) [4]'
_computing_structure_solution    'ShelXT (Sheldrick, 2015) [2]'
_diffrn_ambient_temperature      149.44
_diffrn_measured_fraction_theta_full 0.9976
_diffrn_measured_fraction_theta_max 0.9976
_diffrn_measurement_device       'Bruker APEX-II diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            14035
_diffrn_reflns_theta_full        25.1855
_diffrn_reflns_theta_max         25.19
_diffrn_reflns_theta_min         2.07
_exptl_absorpt_coefficient_mu    0.130
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6945
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0677 before and 0.0518 after correction.
The Ratio of minimum to maximum transmission is 0.9317.
The \l/2 correction factor is Not present.
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_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.5356
_exptl_crystal_description       needle
_exptl_crystal_F_000             338.2484
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.2750
_refine_diff_density_min         -0.3218
_refine_diff_density_rms         0.0606
_refine_ls_d_res_high            0.8351
_refine_ls_d_res_low             9.8574
_refine_ls_goodness_of_fit_ref   1.0544
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    23
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2535
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0544
_refine_ls_R_factor_all          0.0520
_refine_ls_R_factor_gt           0.0389
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0555P)^2^+0.2935P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0980
_refine_ls_wR_factor_ref         0.1075
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -8
_reflns_limit_k_max              11
_reflns_limit_k_min              -10
_reflns_limit_l_max              13
_reflns_limit_l_min              0
_reflns_number_gt                2059
_reflns_number_total             2535
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            suppl_ncrs-2020-0004_suppl.cif
_cod_data_source_block           1
_cod_database_code               8105285
_olex2_refinement_description
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1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2.a Free rotating group:
 O2W(H2Wa,H2Wb,O1W,H1Wa,H1Wb)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C10(H10), C11(H11), C12(H12), C13(H13), N2(H2)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
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_olex2_submission_special_instructions 'No special instructions were received'