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_7248505
_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         '2(C8 H20 P), O4 S, H2 O'
_chemical_formula_sum            'C16 H42 O5 P2 S'
_chemical_formula_weight         408.50
_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'
_symmetry_Int_Tables_number      14
_atom_sites_solution_primary     dual
_audit_creation_date             2023-03-07
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2024-02-27 deposited with the CCDC.	2024-04-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.451(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.0628(3)
_cell_length_b                   14.5829(4)
_cell_length_c                   21.8594(6)
_cell_measurement_reflns_used    10996
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      75.2870
_cell_measurement_theta_min      3.1100
_cell_volume                     4422.0(2)
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2687
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.9990
_diffrn_measured_fraction_theta_max 0.9796
_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   -115.00 -30.00   1.00    6.00    --  -42.68 -77.00   0.00   85
  2  \w     17.00 113.00   1.00    6.00    --   42.68  57.00 -90.00   96
  3  \w     12.00  87.00   1.00    6.00    --   42.68  77.00 -90.00   75
  4  \w     34.00  81.00   1.00    6.00    --   42.68 -99.00 -30.00   47
  5  \w     12.00  87.00   1.00    6.00    --   42.68  77.00-150.00   75
  6  \w     30.00 106.00   1.00   30.00    --  109.50 -94.00 -60.00   76
  7  \w     30.00 106.00   1.00   30.00    --  109.50 -94.00-150.00   76
  8  \w     30.00 106.00   1.00   30.00    --  109.50 -94.00 -90.00   76
  9  \w     87.00 158.00   1.00   30.00    --  109.50  40.00 -57.95   71
 10  \w     40.00 137.00   1.00   30.00    --  109.50 -61.00 -90.00   97
 11  \w     36.00 132.00   1.00   30.00    --  109.50 -30.00 150.00   96
 12  \w     57.00 158.00   1.00   30.00    --  109.50  15.00  30.00  101
 13  \w     36.00 132.00   1.00   30.00    --  109.50 -30.00-120.00   96
 14  \w     56.00 112.00   1.00   30.00    --  109.50-125.00  60.00   56
 15  \w   -113.00 -82.00   1.00    6.00    --  -42.68-140.00  86.00   31
 16  \w    -65.00  28.00   1.00    6.00    --  -42.68  38.00   0.00   93
 17  \w      6.00  73.00   1.00    6.00    --   42.68 -77.00  90.00   67
 18  \w     12.00  87.00   1.00    6.00    --   42.68  77.00  90.00   75
;
_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      -0.0474057000
_diffrn_orient_matrix_UB_12      -0.0471024000
_diffrn_orient_matrix_UB_13      -0.0605030000
_diffrn_orient_matrix_UB_21      -0.0275787000
_diffrn_orient_matrix_UB_22      0.0944858000
_diffrn_orient_matrix_UB_23      -0.0291506000
_diffrn_orient_matrix_UB_31      0.0964772000
_diffrn_orient_matrix_UB_32      0.0038664000
_diffrn_orient_matrix_UB_33      -0.0245199000
_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  0.0854
_diffrn_reflns_av_unetI/netI     0.0639
_diffrn_reflns_Laue_measured_fraction_full 0.9990
_diffrn_reflns_Laue_measured_fraction_max 0.9796
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            36338
_diffrn_reflns_point_group_measured_fraction_full 0.9990
_diffrn_reflns_point_group_measured_fraction_max 0.9796
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         76.27
_diffrn_reflns_theta_min         3.19
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.844
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.621
_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            'translucent colourless'
_exptl_crystal_colour_lustre     translucent
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_description       block
_exptl_crystal_F_000             1792.0
_exptl_crystal_size_max          0.217
_exptl_crystal_size_mid          0.077
_exptl_crystal_size_min          0.042
_refine_diff_density_max         0.9744
_refine_diff_density_min         -1.0810
_refine_diff_density_rms         0.1252
_refine_ls_d_res_high            0.7936
_refine_ls_d_res_low             13.8719
_refine_ls_goodness_of_fit_ref   1.0640
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    155
_refine_ls_number_parameters     543
_refine_ls_number_reflns         9080
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0640
_refine_ls_R_factor_all          0.1044
_refine_ls_R_factor_gt           0.0809
_refine_ls_shift/su_max          0.0005
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0443P)^2^+11.7412P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1740
_refine_ls_wR_factor_ref         0.1892
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              17
_reflns_limit_h_min              -17
_reflns_limit_k_max              18
_reflns_limit_k_min              0
_reflns_limit_l_max              27
_reflns_limit_l_min              0
_reflns_number_gt                6875
_reflns_number_total             9080
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d4ce00210e2.cif
_cod_data_source_block           07
_cod_depositor_comments
'Adding full bibliography for 7248499--7248509.cif.'
_cod_database_code               7248505
_chemical_oxdiff_formula         'P2 C16 H42 S O5'
_chemical_oxdiff_usercomment     TJ423H2O_01
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Others
 Sof(C01B)=Sof(H01z)=Sof(Hq)=Sof(C4)=Sof(H4a)=Sof(H4b)=Sof(H4c)=1-FVAR(1)
 Sof(C01D)=Sof(H01)=Sof(Hr)=Sof(C6)=Sof(H6a)=Sof(H6b)=Sof(H6c)=FVAR(1)
 Sof(C3)=Sof(H3a)=Sof(H3b)=Sof(H3c)=Sof(C2)=Sof(H2a)=Sof(H2b)=1-FVAR(2)
 Sof(C016)=Sof(H01r)=Sof(H01s)=Sof(C1)=Sof(H1a)=Sof(H1b)=Sof(H1c)=FVAR(2)
 Sof(H00c)=Sof(H00d)=Sof(H00j)=Sof(H00k)=Sof(C012)=Sof(H01d)=Sof(H01e)=
 Sof(H01f)=Sof(C7)=Sof(H7a)=Sof(H7b)=Sof(H7c)=Sof(C10)=Sof(H10a)=Sof(H10b)=
 Sof(P4)=Sof(C8)=Sof(H8a)=Sof(H8b)=1-FVAR(3)
 Sof(P005)=Sof(H00a)=Sof(H00b)=Sof(H00h)=Sof(H00i)=Sof(C014)=Sof(H01g)=
 Sof(H01h)=Sof(H01i)=Sof(C019)=Sof(H01j)=Sof(H01k)=Sof(C11)=Sof(H11a)=Sof(H11b)=
 Sof(C9)=Sof(H9a)=Sof(H9b)=Sof(H9c)=FVAR(3)
3.a Free rotating group:
 O00B(H8,H), O00G(H9,Ha)
3.b Secondary CH2 refined with riding coordinates:
 C00H(H00,Hb), C00I(H1,Hc), C00K(H3,Hf), C00L(H00a,H00b), C00L(H00c,H00d),
 C00M(H4,Hg), C00N(H00l,H00m), C00O(H00n,H00o), C00S(H00u,H00v), C00T(H00p,
 H00q), C00U(H00h,H00i), C00U(H00j,H00k), C00X(H00w,H00x), C00Y(H00y,Hn),
 C016(H01r,H01s), C019(H01j,H01k), C01B(H01z,Hq), C01D(H01,Hr), C2(H2a,H2b),
 C10(H10a,H10b), C11(H11a,H11b), C8(H8a,H8b)
3.c Idealised Me refined as rotating group:
 C00J(H2,Hd,He), C00P(H00e,H00f,H00g), C00Q(H5,Hh,Hi), C00R(H6,Hj,Hk),
 C00V(H00r,H00s,H00t), C00W(H7,Hl,Hm), C00Z(H00z,Ho,Hp), C010(H01l,H01m,H01n),
 C011(H01a,H01b,H01c), C012(H01d,H01e,H01f), C013(H01t,H01u,H01v), C014(H01g,
 H01h,H01i), C015(H01o,H01p,H01q), C018(H01w,H01x,H01y), C4(H4a,H4b,H4c),
 C6(H6a,H6b,H6c), C7(H7a,H7b,H7c), C3(H3a,H3b,H3c), C1(H1a,H1b,H1c), C9(H9a,H9b,
 H9c)
;
_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 2.353
_oxdiff_exptl_absorpt_empirical_full_min 0.588