Structures of hexamethyl-[1,1'-biphenyl]-4,4'-diammonium salts.
Kanthapazham, Rajakumar; Osipov, Artyom A.; Zherebtsov, Dmitry A.; Efremov, Andrey N.; Nayfert, Sergey A.; Adonin, Sergey A.; Spiridonova, Dar'ya V.; Atapin, Sergey V.; Acta crystallographica Section B, Structural science, crystal engineering and materials 80 (2024) 751–759; doi:10.1107/S2052520624009818

data_2312709
_publ_section_title
;
 Structures of hexamethyl-[1,1'-biphenyl]-4,4'-diammonium salts.
;
_journal_coeditor_code           AW5097
_journal_issue                   6
_journal_name_full
'Acta crystallographica Section B, Structural science, crystal engineering and materials'
_journal_page_first              751
_journal_page_last               759
_journal_paper_doi               10.1107/S2052520624009818
_journal_volume                  80
_journal_year                    2024
_chemical_formula_moiety         'I, C17 H23 N2'
_chemical_formula_sum            'C17 H23 I N2'
_chemical_formula_weight         382.27
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2024-03-15
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_cell_angle_alpha                90
_cell_angle_beta                 97.412(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.76000(10)
_cell_length_b                   7.90630(10)
_cell_length_c                   17.6186(3)
_cell_measurement_reflns_used    3398
_cell_measurement_temperature    99.8(6)
_cell_measurement_theta_max      71.7390
_cell_measurement_theta_min      2.5300
_cell_volume                     795.65(2)
_computing_cell_refinement       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.8(6)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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   -100.00 -73.00   0.50    0.25    --  -41.10 -38.00 -60.00   54
  2  \w      0.00  52.00   0.50    0.25    --   41.10 -38.00 -60.00  104
  3  \w     52.00  87.00   0.50    0.25    --   41.10  38.00  94.00   70
  4  \w    125.00 157.00   0.50    1.00    --  100.00  38.00  94.00   64
  5  \w     49.00 112.00   0.50    1.00    --  100.00 -38.00 -60.00  126
  6  \w     87.00 112.00   0.50    1.00    --  100.00  38.00  94.00   50
  7  \w    -16.00  13.00   0.50    0.25    --  -41.10  65.00-180.00   58
  8  \w    -56.00 -25.00   0.50    0.25    --  -41.10 -54.00 150.00   62
  9  \w   -104.00 -64.00   0.50    0.25    --  -41.10 -54.00 150.00   80
 10  \w    -16.00  13.00   0.50    0.25    --  -41.10  38.00  94.00   58
 11  \w    -51.00 -26.00   0.50    0.25    --  -41.10  65.00-180.00   50
 12  \w     17.00  72.00   0.50    0.25    --   41.10-138.00  90.00  110
 13  \w     -7.00  50.00   0.50    0.25    --   41.10 -43.00-180.00  114
 14  \w     80.00 106.00   0.50    0.25    --   41.10  32.00 -30.00   52
 15  \w     39.00  69.00   0.50    0.25    --   41.10  32.00 -30.00   60
 16  \w     62.00  97.00   0.50    0.25    --   41.10  32.00 -90.00   70
 17  \w     59.00  85.00   0.50    1.00    --  100.00-133.00 -60.00   52
 18  \w     45.00  97.00   0.50    1.00    --  100.00 -25.00-120.00  104
 19  \w    106.00 131.00   0.50    1.00    --  100.00  68.00-180.00   50
 20  \w     40.00 101.00   0.50    1.00    --  100.00 -93.00  90.00  122
 21  \w     98.00 152.00   0.50    1.00    --  100.00  33.00  30.00  108
 22  \w     36.00 107.00   0.50    1.00    --  100.00 -33.00-180.00  142
 23  \w    104.00 134.00   0.50    1.00    --  100.00 133.00 -30.00   60
 24  \w     62.00 108.00   0.50    1.00    --  100.00-111.00-120.00   92
 25  \w     40.00  84.00   0.50    1.00    --  100.00-111.00 -30.00   88
 26  \w    113.00 149.00   0.50    1.00    --  100.00  33.00 -90.00   72
 27  \w    124.00 150.00   0.50    1.00    --  100.00  33.00-180.00   52
 28  \w    104.00 136.00   0.50    1.00    --  100.00  33.00  60.00   64
 29  \w     86.00 148.00   0.50    1.00    --  100.00  17.00   0.00  124
 30  \w     41.00 108.00   0.50    1.00    --  100.00-111.00 -60.00  134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0524861000
_diffrn_orient_matrix_UB_12      0.0910533000
_diffrn_orient_matrix_UB_13      -0.0775579000
_diffrn_orient_matrix_UB_21      0.2641942000
_diffrn_orient_matrix_UB_22      0.0276065000
_diffrn_orient_matrix_UB_23      -0.0014970000
_diffrn_orient_matrix_UB_31      0.0147648000
_diffrn_orient_matrix_UB_32      -0.1698943000
_diffrn_orient_matrix_UB_33      -0.0419968000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0441
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            3876
_diffrn_reflns_point_group_measured_fraction_full 0.741
_diffrn_reflns_point_group_measured_fraction_max 0.735
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.987
_diffrn_reflns_theta_min         2.529
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    15.733
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73254
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_description       prism
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.915
_refine_diff_density_min         -1.318
_refine_diff_density_rms         0.112
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.018(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     186
_refine_ls_number_reflns         2199
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0293
_refine_ls_R_factor_gt           0.0285
_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^)+(0.0445P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0702
_refine_ls_wR_factor_ref         0.0707
_reflns_Friedel_coverage         0.365
_reflns_Friedel_fraction_full    0.440
_reflns_Friedel_fraction_max     0.426
_reflns_number_gt                2120
_reflns_number_total             2199
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            aw5097sup1.cif
_cod_data_source_block           hmbi-sni4
_cod_depositor_comments
'Adding full bibliography for 2312709--2312717.cif.'
_cod_database_code               2312709
_cod_database_fobs_code          2312709
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'C18 H26 N2 Sn I4'
_shelx_estimated_absorpt_t_max   0.650
_shelx_estimated_absorpt_t_min   0.254
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C7(H7), C16(H16), C2(H2), C6(H6), C12(H12), C13(H13), C15(H15)
2.b Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C8(H8A,H8B,H8C), C18(H18A,H18B,H18C), C9(H9A,H9B,H9C),
 C17(H17A,H17B,H17C)
;
_shelx_res_checksum              84899
_shelx_hkl_checksum              38686
_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 4.208
_oxdiff_exptl_absorpt_empirical_full_min 0.481