Self-association of diphenylpnictoginic acids in solution and solid state: covalent vs hydrogen bonding
Yakubenko, Artyom A.; Puzyk, Aleksandra M.; Korostelev, Vladislav O.; Mulloyarova, Valeriia V.; Tupikina, Elena Yu.; Tolstoy, Peter; Antonov, Alexander S.; Physical Chemistry Chemical Physics  (2022) –; doi:10.1039/D2CP00286H

data_7244605
_publ_section_title
;
 Self-association of diphenylpnictoginic acids in solution and solid
 state: covalent vs hydrogen bonding
;
_journal_name_full               'Physical Chemistry Chemical Physics'
_journal_paper_doi               10.1039/D2CP00286H
_journal_year                    2022
_chemical_formula_moiety         'C36 H30 O5 S Sb2, H2 O'
_chemical_formula_sum            'C36 H32 O6 S Sb2'
_chemical_formula_weight         836.17
_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
_audit_creation_date             2021-10-07
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-10-19 deposited with the CCDC.	2022-03-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.6130(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.0623(2)
_cell_length_b                   14.7844(2)
_cell_length_c                   18.0122(2)
_cell_measurement_reflns_used    15429
_cell_measurement_temperature    99.9(5)
_cell_measurement_theta_max      79.0140
_cell_measurement_theta_min      3.7090
_cell_volume                     3146.43(8)
_computing_cell_refinement       'CrysAlisPro 1.171.41.103a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.103a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.103a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(5)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_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   -109.00 -37.00   0.50    0.65    --  -47.44 -45.00-121.00  144
  2  \w    -43.00  24.00   0.50    0.65    --  -47.44  45.00  29.00  134
  3  \w     52.00  78.00   0.50    0.65    --   47.44  45.00  29.00   52
  4  \w     -6.00  28.00   0.50    0.65    --   47.44 -45.00-121.00   68
  5  \w   -120.00 -94.00   0.50    2.40    -- -106.00 -45.00-121.00   52
  6  \w    101.00 171.00   0.50    2.40    --  113.25  45.00  29.00  140
  7  \w     86.00 119.00   0.50    0.65    --   47.44 125.00-120.00   66
  8  \w     75.00 113.00   0.50    0.65    --   47.44 125.00-150.00   76
  9  \w    -26.00  26.00   0.50    0.65    --   47.44 -19.00  90.00  104
 10  \w    -60.00 -34.00   0.50    2.40    -- -106.00  61.00-180.00   52
 11  \w    -70.00 -38.00   0.50    2.40    -- -106.00  61.00-120.00   64
 12  \w    -67.00 -42.00   0.50    2.40    -- -106.00  61.00  60.00   50
 13  \w    -65.00 -37.00   0.50    2.40    -- -106.00  61.00-150.00   56
 14  \w   -105.00 -44.00   0.50    2.40    -- -106.00  77.00 -60.00  122
 15  \w   -174.00-120.00   0.50    2.40    -- -106.00 -45.00 -30.00  108
 16  \w    -68.00 -43.00   0.50    2.40    -- -106.00  61.00 -60.00   50
 17  \w   -154.00 -94.00   0.50    2.40    -- -106.00 -45.00-150.00  120
 18  \w     47.00 102.00   0.50    2.40    --  113.25 -94.00-120.00  110
 19  \w     42.00  71.00   0.50    2.40    --  113.25 -61.00  60.00   58
 20  \w     42.00  68.00   0.50    2.40    --  113.25 -61.00 -30.00   52
 21  \w     43.00  71.00   0.50    2.40    --  113.25 -61.00 -90.00   56
 22  \w    134.00 177.00   0.50    2.40    --  113.25  45.00 -60.00   86
 23  \w    110.00 157.00   0.50    2.40    --  113.25  30.00 150.00   94
 24  \w     46.00 106.00   0.50    2.40    --  113.25 -94.00 150.00  120
 25  \w     63.00  99.00   0.50    2.40    --  113.25 -94.00  90.00   72
 26  \w     46.00  71.00   0.50    2.40    --  113.25 -61.00-120.00   50
 27  \w     42.00 106.00   0.50    2.40    --  113.25 -77.00 -30.00  128
 28  \w    119.00 131.50   0.50    2.40    --  113.25  61.00  90.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1199340000
_diffrn_orient_matrix_UB_12      -0.0405646000
_diffrn_orient_matrix_UB_13      0.0198476000
_diffrn_orient_matrix_UB_21      0.0275599000
_diffrn_orient_matrix_UB_22      0.0417872000
_diffrn_orient_matrix_UB_23      -0.0725112000
_diffrn_orient_matrix_UB_31      0.0430082000
_diffrn_orient_matrix_UB_32      0.0864551000
_diffrn_orient_matrix_UB_33      0.0443824000
_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  0.0326
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            21886
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.489
_diffrn_reflns_theta_max         67.489
_diffrn_reflns_theta_min         3.741
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    14.626
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71177
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.103a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear pinkish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   pinkish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.765
_exptl_crystal_description       prism
_exptl_crystal_F_000             1656
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.474
_refine_diff_density_min         -1.063
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     409
_refine_ls_number_reflns         5645
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0264
_refine_ls_R_factor_gt           0.0238
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0359P)^2^+1.6310P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0609
_refine_ls_wR_factor_ref         0.0622
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5179
_reflns_number_total             5645
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cp00286h3.cif
_cod_data_source_block           13_Ph6Sb2SO5
_cod_database_code               7244605
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C18 H17 Sb1 O2'
_shelx_estimated_absorpt_t_max   0.759
_shelx_estimated_absorpt_t_min   0.427
_reflns_odcompleteness_completeness 99.16
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     72.42
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O1S(H1SA,H1SB)
2.b Aromatic/amide H refined with riding coordinates:
 C32(H32), C36(H36), C20(H20), C2(H2), C6(H6), C8(H8), C26(H26), C27(H27),
 C28(H28), C30(H30), C17(H17), C35(H35), C12(H12), C24(H24), C3(H3), C18(H18),
 C9(H9), C14(H14), C33(H33), C5(H5), C16(H16), C23(H23), C4(H4), C29(H29),
 C34(H34), C15(H15), C22(H22), C11(H11), C21(H21), C10(H10)
;
_shelx_res_checksum              66240
_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 1.445
_oxdiff_exptl_absorpt_empirical_full_min 0.779