Crystal structure of 4,4′-di(1H-imidazol-1-yl)-1,1′-biphenyl-1-ium 5,3′,5′-tricarboxy-[1,10-biphenyl]-2-carboxylate, C25H17N2O8
Chen, Shi-Jun; Tian, Wei; Hui, Yan-Ni; Zhu, Mei; Zeitschrift für Kristallographie - New Crystal Structures 235 (2020) 1179–1181; doi:10.1515/ncrs-2020-0237

data_8105414
_publ_section_title
;
 Crystal structure of
 4,4&#x2032;-di(1H-imidazol-1-yl)-1,1&#x2032;-biphenyl-1-ium
 5,3&#x2032;,5&#x2032;-tricarboxy-[1,10-biphenyl]-2-carboxylate,
 C25H17N2O8
;
_journal_issue                   5
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              1179
_journal_page_last               1181
_journal_paper_doi               10.1515/ncrs-2020-0237
_journal_volume                  235
_journal_year                    2020
_chemical_formula_moiety         'C9 H8 N2, C16 H9 O8'
_chemical_formula_sum            'C25 H17 N2 O8'
_chemical_formula_weight         473.41
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_contact_author_name
;
;
_audit_creation_date             2020-05-17
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_cell_angle_alpha                93.412(4)
_cell_angle_beta                 98.094(4)
_cell_angle_gamma                98.787(4)
_cell_formula_units_Z            2
_cell_length_a                   9.6002(5)
_cell_length_b                   10.4192(5)
_cell_length_c                   11.0226(5)
_cell_measurement_reflns_used    5210
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.4310
_cell_measurement_theta_min      4.0040
_cell_volume                     1075.05(9)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0584
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w    -20.00  25.00   1.00    7.65    --  -13.64 -99.00  90.00   45
  2  \w     -2.00  82.00   1.00    7.65    --   15.05  57.00 -90.00   84
  3  \w     -2.00  82.00   1.00    7.65    --   15.05  57.00 120.00   84
  4  \w     -4.00  84.00   1.00    7.65    --   15.05  38.00  60.00   88
  5  \w    -53.00  42.00   1.00    7.65    --   15.05 -77.00 -30.00   95
  6  \w    -54.00  34.00   1.00    7.65    --   15.05 -38.00 120.00   88
  7  \w    -86.00 -34.00   1.00    7.65    --  -13.64 178.00 -30.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0320181000
_diffrn_orient_matrix_UB_12      0.0570566000
_diffrn_orient_matrix_UB_13      -0.0239267000
_diffrn_orient_matrix_UB_21      0.0623328000
_diffrn_orient_matrix_UB_22      -0.0280305000
_diffrn_orient_matrix_UB_23      -0.0033601000
_diffrn_orient_matrix_UB_31      -0.0284758000
_diffrn_orient_matrix_UB_32      -0.0271432000
_diffrn_orient_matrix_UB_33      -0.0605805000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11742
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         3.37
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.111
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62095
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.462
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             490
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.29
_refine_diff_density_max         0.406
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     323
_refine_ls_number_reflns         3995
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0547
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0584P)^2^+0.7736P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1348
_refine_ls_wR_factor_ref         0.1426
_reflns_number_gt                3271
_reflns_number_total             3995
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            suppl_ncrs-2020-0237_suppl.cif
_cod_data_source_block           2020.2
_cod_original_cell_volume        1075.04(9)
_cod_database_code               8105414
_chemical_oxdiff_formula         'c h o n ni'
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.30
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1B), C2(H2), C3(H3A), C5(H5A), C6(H6), C8(H8), C9(H9), C12(H12), C14(H14),
  C16(H16), C19(H19), C20(H20), C22(H22)
2.b Idealised tetrahedral OH refined as rotating group:
 O1(H1), O3(H3), O5(H5)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.558
_oxdiff_exptl_absorpt_empirical_full_min 0.615