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_7244599
_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         'C12 H11 As O2'
_chemical_formula_sum            'C12 H11 As O2'
_chemical_formula_weight         262.13
_chemical_name_systematic        'Diphenylarsinic acid'
_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             2020-10-15
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2021-10-08 deposited with the CCDC.	2022-03-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.009(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   16.0104(3)
_cell_length_b                   22.3412(6)
_cell_length_c                   6.16130(10)
_cell_measurement_reflns_used    10301
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.9780
_cell_measurement_theta_min      2.7600
_cell_volume                     2203.84(8)
_computing_cell_refinement       'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_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      air
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_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      0.00  25.00   0.50    0.50    --   47.20  -5.00 -51.00   50
  2  \w    -27.00  -1.00   0.50    0.50    --   47.20 -19.00-150.00   52
  3  \w     48.00  74.00   0.50    2.00    --  107.75 -77.00-180.00   52
  4  \w     78.00 104.00   0.50    2.00    --  107.75 -77.00-180.00   52
  5  \w    111.00 174.00   0.50    2.00    --  107.75  45.00-180.00  126
  6  \w     97.00 174.00   0.50    2.00    --  107.75  45.00 -30.00  154
  7  \w     71.00 178.00   0.50    2.00    --  107.75   5.00 124.00  214
  8  \w     87.00 112.00   0.50    2.00    --  107.75-125.00 150.00   50
  9  \w     47.00  79.00   0.50    2.00    --  107.75-125.00 150.00   64
 10  \w     13.00  85.00   0.50    0.50    --   47.20-125.00 150.00  144
 11  \w     45.00  71.00   0.50    2.00    --  107.75 -61.00   0.00   52
 12  \w     22.00 114.00   0.50    0.50    --   47.20   5.00 124.00  184
 13  \w    -29.00  -4.00   0.50    0.50    --  -47.20   5.00 124.00   50
 14  \w    -71.00 -33.00   0.50    2.00    -- -106.00  61.00  30.00   76
 15  \w    -64.00 -39.00   0.50    2.00    -- -106.00  61.00  60.00   50
 16  \w    -70.00 -45.00   0.50    2.00    -- -106.00  61.00 150.00   50
 17  \w   -100.00 -36.00   0.50    2.00    -- -106.00  77.00  60.00  128
 18  \w   -105.00 -33.00   0.50    2.00    -- -106.00  77.00 150.00  144
 19  \w   -112.00 -39.00   0.50    2.00    -- -106.00 125.00 120.00  146
 20  \w   -108.00 -69.00   0.50    2.00    -- -106.00 111.00 126.80   78
 21  \w   -112.00 -28.00   0.50    0.50    --  -47.20  -5.00 -51.00  168
 22  \w    -58.00 -33.00   0.50    2.00    -- -106.00  77.00-120.00   50
 23  \w    -62.00 -33.00   0.50    2.00    -- -106.00 108.00-137.28   58
 24  \w   -108.00 -81.00   0.50    2.00    -- -106.00 110.00-160.49   54
 25  \w   -105.00 -79.00   0.50    2.00    -- -106.00  77.00-120.00   52
 26  \w   -104.00 -78.00   0.50    2.00    -- -106.00 108.00-137.28   52
 27  \w   -147.00-122.00   0.50    2.00    -- -106.00  -5.00 -51.00   50
 28  \w   -155.00-130.00   0.50    2.00    -- -106.00 -30.00-120.00   50
;
_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      0.0058304000
_diffrn_orient_matrix_UB_12      0.0161404000
_diffrn_orient_matrix_UB_13      -0.2425855000
_diffrn_orient_matrix_UB_21      0.0041399000
_diffrn_orient_matrix_UB_22      -0.0670055000
_diffrn_orient_matrix_UB_23      -0.0578941000
_diffrn_orient_matrix_UB_31      -0.0959829000
_diffrn_orient_matrix_UB_32      -0.0019297000
_diffrn_orient_matrix_UB_33      -0.0172529000
_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  0.0358
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            16170
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        65.975
_diffrn_reflns_theta_max         65.975
_diffrn_reflns_theta_min         2.760
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.987
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55442
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.71a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_description       prism
_exptl_crystal_F_000             1056
_exptl_crystal_recrystallization_method 'Solvent evaporation'
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.562
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     279
_refine_ls_number_reflns         3801
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0343
_refine_ls_R_factor_gt           0.0308
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0543P)^2^+0.5158P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0834
_refine_ls_wR_factor_ref         0.0864
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3360
_reflns_number_total             3801
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cp00286h3.cif
_cod_data_source_block           ver0-16640_art-001
_cod_database_code               7244599
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C12 H11 As1 O2'
_shelx_estimated_absorpt_t_max   0.826
_shelx_estimated_absorpt_t_min   0.568
_reflns_odcompleteness_completeness 97.27
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6A(H6A), C5A(H5A), C8A(H8A), C12(H12), C2A(H2A), C11(H11), C6(H6), C3A(H3A),
 C4A(H4A), C2(H2), C12A(H12A), C8(H8), C10(H10), C9A(H9A), C10A(H10A), C5(H5),
 C9(H9), C11A(H11A), C3(H3), C4(H4)
;
_shelx_res_checksum              18909
_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 2.399
_oxdiff_exptl_absorpt_empirical_full_min 0.708