Synthesis and structural trends in a series of simple tetraalkylphosphonium salts
Gawraczyński, Jakub; Leszczyński, Piotr J.; Cyrański, Michał K.; Dobrzycki, Łukasz; Koźmiński, Wiktor; Fijałkowski, Karol J.; Grochala, Wojciech; Jaroń, Tomasz; CrystEngComm 26 (2024) 2673–2682; doi:10.1039/D4CE00210E

data_7248502
_publ_section_title
;
 Synthesis and structural trends in a series of simple
 tetraalkylphosphonium salts
;
_journal_issue                   20
_journal_name_full               CrystEngComm
_journal_page_first              2673
_journal_page_last               2682
_journal_paper_doi               10.1039/D4CE00210E
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         'C8 H20 P, H O4 S'
_chemical_formula_sum            'C8 H21 O4 P S'
_chemical_formula_weight         244.293
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_atom_sites_solution_primary     dual
_audit_creation_date             2024-04-12
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-04-12 deposited with the CCDC.	2024-04-15 downloaded from the CCDC.
;
_cell_angle_alpha                91.535(5)
_cell_angle_beta                 108.541(7)
_cell_angle_gamma                113.825(7)
_cell_formula_units_Z            2
_cell_length_a                   8.2712(7)
_cell_length_b                   9.0723(5)
_cell_length_c                   9.5156(5)
_cell_measurement_reflns_used    5830
_cell_measurement_temperature    99.9(3)
_cell_measurement_theta_max      75.7040
_cell_measurement_theta_min      4.9700
_cell_volume                     609.29(9)
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2687
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.9964
_diffrn_measured_fraction_theta_max 0.9862
_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   -113.00 -30.00   1.00    2.50    --  -41.18 -77.00-150.00   83
  2  \w    -72.00  31.00   1.00    2.50    --  -41.18  77.00 -60.00  103
  3  \w     11.00  87.00   1.00    2.50    --   41.18  77.00 150.00   76
  4  \w    -28.00  67.00   1.00    2.50    --   41.18 -57.00  60.00   95
  5  \w     11.00  87.00   1.00    2.50    --   41.18  77.00   0.00   76
  6  \w     40.00 137.00   1.00   12.00    --  109.50 -61.00  90.00   97
  7  \w     30.00 106.00   1.00   12.00    --  109.50 -94.00 -60.00   76
  8  \w     56.00 112.00   1.00   12.00    --  109.50-125.00  90.00   56
  9  \w     36.00 132.00   1.00   12.00    --  109.50 -30.00 -30.00   96
 10  \w     30.00 106.00   1.00   12.00    --  109.50 -94.00-120.00   76
 11  \w     56.00 112.00   1.00   12.00    --  109.50-125.00-150.00   56
 12  \w     56.00 112.00   1.00   12.00    --  109.50-125.00-120.00   56
 13  \w     86.00 158.00   1.00   12.00    --  109.50  30.00  30.00   72
 14  \w     56.00 112.00   1.00   12.00    --  109.50-125.00  30.00   56
 15  \w     86.00 158.00   1.00   12.00    --  109.50  30.00 150.00   72
 16  \w     31.00 157.00   1.00   12.00    --  109.50 -15.00 120.00  126
 17  \w     86.00 158.00   1.00   12.00    --  109.50  45.00 -60.00   72
 18  \w     40.00 137.00   1.00   12.00    --  109.50 -61.00-150.00   97
 19  \w     56.00 112.00   1.00   12.00    --  109.50-125.00-180.00   56
 20  \w     57.00 158.00   1.00   12.00    --  109.50  15.00  90.00  101
 21  \w     36.00 132.00   1.00   12.00    --  109.50 -30.00-150.00   96
 22  \w     30.00 106.00   1.00   12.00    --  109.50 -94.00  90.00   76
 23  \w     56.00 112.00   1.00   12.00    --  109.50-125.00  60.00   56
 24  \w     86.00 158.00   1.00   12.00    --  109.50  45.00-120.00   72
 25  \w   -112.00 -19.00   1.00    2.50    --  -41.18 -38.00 -30.00   93
 26  \w      6.00  72.00   1.00    2.50    --   41.18 -77.00 150.00   66
 27  \w     11.00  87.00   1.00    2.50    --   41.18  77.00 -90.00   76
 28  \w     34.00  79.00   1.00    2.50    --   41.18 -99.00   0.00   45
 29  \w     11.00  87.00   1.00    2.50    --   41.18  77.00  60.00   76
 30  \w     82.00 158.00   1.00   12.00    --  109.50  61.00 -30.00   76
 31  \w     82.00 158.00   1.00   12.00    --  109.50  61.00-180.00   76
 32  \w     86.00 158.00   1.00   12.00    --  109.50  45.00 -90.00   72
 33  \w     82.00 158.00   1.00   12.00    --  109.50  61.00 150.00   76
 34  \w     82.00 152.00   1.00   12.00    --  109.50  61.00-150.00   70
 35  \w     82.00 158.00   1.00   12.00    --  109.50  61.00  90.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0703996000
_diffrn_orient_matrix_UB_12      -0.1342401000
_diffrn_orient_matrix_UB_13      0.0199985000
_diffrn_orient_matrix_UB_21      0.2060628000
_diffrn_orient_matrix_UB_22      0.1325050000
_diffrn_orient_matrix_UB_23      0.0699017000
_diffrn_orient_matrix_UB_31      -0.0139239000
_diffrn_orient_matrix_UB_32      -0.0045435000
_diffrn_orient_matrix_UB_33      0.1576027000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0978
_diffrn_reflns_Laue_measured_fraction_full 0.9964
_diffrn_reflns_Laue_measured_fraction_max 0.9862
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6348
_diffrn_reflns_point_group_measured_fraction_full 0.9964
_diffrn_reflns_point_group_measured_fraction_max 0.9862
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         75.92
_diffrn_reflns_theta_min         4.98
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.545
_exptl_absorpt_correction_T_max  -0.010
_exptl_absorpt_correction_T_min  10000000.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
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    1.332
_exptl_crystal_description       plate
_exptl_crystal_F_000             264.0
_exptl_crystal_size_max          0.298
_exptl_crystal_size_mid          0.115
_exptl_crystal_size_min          0.075
_refine_diff_density_max         0.4956
_refine_diff_density_min         -0.4863
_refine_diff_density_rms         0.1256
_refine_ls_d_res_high            0.7948
_refine_ls_d_res_low             8.8760
_refine_ls_goodness_of_fit_ref   1.0145
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    29
_refine_ls_number_parameters     136
_refine_ls_number_reflns         6348
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.4705
_refine_ls_R_factor_all          0.0800
_refine_ls_R_factor_gt           0.0448
_refine_ls_shift/su_max          -0.0007
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0848P)^2^+3.0153P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2360
_refine_ls_wR_factor_ref         0.1170
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              11
_reflns_limit_k_min              -11
_reflns_limit_l_max              11
_reflns_limit_l_min              -11
_reflns_number_gt                2054
_reflns_number_total             6348
_reflns_threshold_expression     I>=2u(I)
_twin_special_details
;
Component 2 rotated by -179.9012\% 
around [1.00 0.00 -0.00] (reciprocal) or [0.90 0.34 0.26] (direct)
Component 3 rotated by 90.8792\% 
around [1.00 -0.00 0.00] (reciprocal) or [0.90 0.34 0.26] (direct)
;
_cod_data_source_file            d4ce00210e2.cif
_cod_data_source_block           20230813_TJ428fridge01_tw3_twin1_hklf4
_cod_depositor_comments
'Adding full bibliography for 7248499--7248509.cif.'
_cod_database_code               7248502
_chemical_oxdiff_formula         'C8 H21 O4 P S'
_chemical_oxdiff_usercomment     'TJ428 crystallized in the fridge TEPHS plate'
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.475(3)
 0.377(2) 0.1482(13)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
3.a Secondary CH2 refined with riding coordinates:
 C008(H00k,H00l), C009(H00f,H00g), C00D(H00d,H00e), C00E(H00s,H00t)
3.b Idealised Me refined as rotating group:
 C007(H00a,H00b,H00c), C00A(H00h,H00i,H00j), C00B(H00m,H00q,H00r), C00C(H00n,
 H00o,H00p)
;
_olex2_submission_original_sample_id 'TJ428 IPA fridge 3 months'
_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 1.733
_oxdiff_exptl_absorpt_empirical_full_min 0.707
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               3