Crystal structure of bis(acridin-10-ium) 2,5-dihydroxyterephthalate — 2,5-dihydroxyterephthalic acid (1/1), C21H15NO6
Chang, Xin-Hong; Zeitschrift für Kristallographie - New Crystal Structures 234 (2019) 1253–1254; doi:10.1515/ncrs-2019-0377

data_8105997
_publ_section_title
;
 Crystal structure of bis(acridin-10-ium) 2,5-dihydroxyterephthalate ---
 2,5-dihydroxyterephthalic acid (1/1), C21H15NO6
;
_journal_issue                   6
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              1253
_journal_page_last               1254
_journal_paper_doi               10.1515/ncrs-2019-0377
_journal_volume                  234
_journal_year                    2019
_chemical_formula_moiety         'C13 H10 N, C4 H2 O3, C4 H3 O3'
_chemical_formula_sum            'C21 H15 N O6'
_chemical_formula_weight         377.34
_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
_cell_angle_alpha                102.581(4)
_cell_angle_beta                 92.929(4)
_cell_angle_gamma                102.573(4)
_cell_formula_units_Z            2
_cell_length_a                   9.3591(4)
_cell_length_b                   9.4371(5)
_cell_length_c                   10.1106(5)
_cell_measurement_reflns_used    4162
_cell_measurement_temperature    288.7(3)
_cell_measurement_theta_max      27.0170
_cell_measurement_theta_min      4.1410
_cell_volume                     846.09(7)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      288.7(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0584
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.968
_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     -5.00  76.00   1.00    7.00    --   12.26  38.00 -60.00   81
  2  \w     38.00  79.00   1.00    7.00    --   12.26  57.00  30.00   41
  3  \w      6.00  34.00   1.00    7.00    --   12.26  57.00 120.00   28
  4  \w     -6.00  79.00   1.00    7.00    --   12.26  77.00 150.00   85
  5  \w     -1.00  67.00   1.00    7.00    --   12.26  57.00   0.00   68
  6  \w    -38.00  55.00   1.00    7.00    --  -11.32  77.00-120.00   93
  7  \w    -16.00  51.00   1.00    7.00    --   12.26 -99.00 120.00   67
  8  \w     21.00  51.00   1.00    7.00    --   12.26 -99.00  30.00   30
  9  \w    -15.00  51.00   1.00    7.00    --   12.26 -99.00-180.00   66
 10  \w    -55.00  10.00   1.00    7.00    --   12.26 -57.00   0.00   65
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0261274000
_diffrn_orient_matrix_UB_12      0.0499931000
_diffrn_orient_matrix_UB_13      0.0507327000
_diffrn_orient_matrix_UB_21      0.0297747000
_diffrn_orient_matrix_UB_22      0.0597047000
_diffrn_orient_matrix_UB_23      -0.0301409000
_diffrn_orient_matrix_UB_31      -0.0672709000
_diffrn_orient_matrix_UB_32      -0.0145730000
_diffrn_orient_matrix_UB_33      -0.0417174000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            10752
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.483
_diffrn_reflns_theta_min         3.209
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76182
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.481
_exptl_crystal_description       block
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.167
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         3060
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0571
_refine_ls_R_factor_gt           0.0452
_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^)+(0.0420P)^2^+0.3930P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1080
_refine_ls_wR_factor_ref         0.1135
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2499
_reflns_number_total             3060
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_ncrs-2019-0377_suppl.cif
_cod_data_source_block           1
_cod_database_code               8105997
_shelx_estimated_absorpt_t_max   0.983
_shelx_estimated_absorpt_t_min   0.972
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.06
_olex2_refinement_description
;
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
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C2(H2), C3(H3), C4(H4), C6(H6), C8(H8), C9(H9), C10(H10),
 C11(H11), C14(H14), C19(H19)
2.b Idealised tetrahedral OH refined as rotating group:
 O3(H3A), O4(H4A), 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 1.482
_oxdiff_exptl_absorpt_empirical_full_min 0.651