Lewis base-free thiophosphonium ion: a cationic sulfur atom transfer reagent.
Löwe, Pawel; Witteler, Tim; Dielmann, Fabian; Chemical communications (Cambridge, England) 57 (2021) 5043–5046; doi:10.1039/d1cc01273h

data_7128185
_publ_section_title
;
 Lewis base-free thiophosphonium ion: a cationic sulfur atom transfer
 reagent.
;
_journal_issue                   41
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              5043
_journal_page_last               5046
_journal_paper_doi               10.1039/d1cc01273h
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C54 H72 Cl N6 P S, 0.25(C6 H14)'
_chemical_formula_sum            'C55.5 H75.5 Cl N6 P S'
_chemical_formula_weight         925.19
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-05-04
_audit_creation_method
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_audit_update_record
;
2021-01-20 deposited with the CCDC.	2021-04-16 downloaded from the CCDC.
;
_cell_angle_alpha                97.8224(10)
_cell_angle_beta                 104.4821(10)
_cell_angle_gamma                96.7163(11)
_cell_formula_units_Z            4
_cell_length_a                   12.5153(3)
_cell_length_b                   20.6933(4)
_cell_length_c                   21.8690(5)
_cell_measurement_reflns_used    9466
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.577
_cell_measurement_theta_min      2.382
_cell_volume                     5365.0(2)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0252
_diffrn_reflns_av_unetI/netI     0.0279
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            92726
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.584
_diffrn_reflns_theta_min         1.702
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.181
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1182 before and 0.0303 after correction. The Ratio of minimum to maximum transmission is 0.8964. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.145
_exptl_crystal_description       plate
_exptl_crystal_F_000             1994
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.545
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1302
_refine_ls_number_reflns         29960
_refine_ls_number_restraints     60
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0406
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0525P)^2^+2.2082P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1040
_refine_ls_wR_factor_ref         0.1095
_reflns_Friedel_coverage         0.000
_reflns_number_gt                25435
_reflns_number_total             29960
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc01273h2.cif
_cod_data_source_block           compound3
_cod_depositor_comments
'Adding full bibliography for 7128183--7128185.cif.'
_cod_original_formula_sum        'C55.50 H75.50 Cl N6 P S'
_cod_database_code               7128185
_shelxl_version_number           2013-4
_shelx_estimated_absorpt_t_max   0.986
_shelx_estimated_absorpt_t_min   0.949
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{S1, Cl1A}
{Cl1, S1A}
3. Uiso/Uaniso restraints and constraints
Uanis(Cl2) \\sim Ueq, Uanis(S2A) \\sim Ueq, Uanis(P2) \\sim Ueq, Uanis(P2A)
\\sim Ueq, Uanis(P1) \\sim Ueq, Uanis(P1A) \\sim Ueq, Uanis(N7) \\sim Ueq,
Uanis(N7A) \\sim Ueq, Uanis(Cl2A) \\sim Ueq, Uanis(S2) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
Uanis(S1) = Uanis(Cl1A)
Uanis(Cl1) = Uanis(S1A)
4. Others
 Sof(C5BA)=Sof(H5BA)=Sof(H5BB)=Sof(H5BC)=Sof(C9AA)=Sof(H9AA)=Sof(H9AB)=
 Sof(H9AC)=Sof(H25A)=1-FVAR(1)
 Sof(H25)=Sof(C26)=Sof(H26A)=Sof(H26B)=Sof(H26C)=Sof(C27)=Sof(H27A)=Sof(H27B)=
 Sof(H27C)=FVAR(1)
 Sof(Cl1A)=Sof(S1A)=Sof(P1A)=1-FVAR(2)
 Sof(Cl1)=Sof(S1)=Sof(P1)=FVAR(2)
 Sof(Cl2)=Sof(S2)=Sof(P2)=Sof(N7)=Sof(N10)=1-FVAR(3)
 Sof(Cl2A)=Sof(S2A)=Sof(P2A)=Sof(N7A)=Sof(N10A)=FVAR(3)
 Sof(C67B)=Sof(H67B)=Sof(C69B)=Sof(H69A)=Sof(H69B)=Sof(H69C)=Sof(C68A)=
 Sof(H68D)=Sof(H68E)=Sof(H68F)=1-FVAR(4)
 Sof(C68B)=Sof(H68A)=Sof(H68B)=Sof(H68C)=Sof(C67A)=Sof(H67A)=Sof(C69A)=
 Sof(H69D)=Sof(H69E)=Sof(H69F)=FVAR(4)
5.a Ternary CH refined with riding coordinates:
 C10(H10), C13(H13), C22(H22), C25(H25), C25(H25A), C37(H37), C40(H40),
 C49(H49), C52(H52), C64(H64), C67B(H67B), C76(H76), C79(H79), C91(H91),
 C94(H94), C103(H103), C106(H106), C67A(H67A)
5.b Secondary CH2 refined with riding coordinates:
 C110(H11D,H11E), C111(H11F,H11G)
5.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C7(H7), C8(H8), C18(H18), C19(H19), C20(H20),
 C29(H29), C30(H30), C33(H33), C34(H34), C35(H35), C45(H45), C46(H46), C47(H47),
  C56(H56), C57(H57), C60(H60), C61(H61), C62(H62), C72(H72), C73(H73),
 C74(H74), C83(H83), C84(H84), C87(H87), C88(H88), C89(H89), C99(H99),
 C100(H100), C101(H101)
5.d Idealised Me refined as rotating group:
 C5BA(H5BA,H5BB,H5BC), C9AA(H9AA,H9AB,H9AC), C11(H11A,H11B,H11C), C12(H12A,
 H12B,H12C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C23(H23A,H23B,H23C),
 C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C38(H38A,H38B,
 H38C), C39(H39A,H39B,H39C), C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C50(H50A,
 H50B,H50C), C51(H51A,H51B,H51C), C53(H53A,H53B,H53C), C54(H54A,H54B,H54C),
 C65(H65A,H65B,H65C), C66(H66A,H66B,H66C), C68B(H68A,H68B,H68C), C69B(H69A,H69B,
 H69C), C77(H77A,H77B,H77C), C78(H78A,H78B,H78C), C80(H80A,H80B,H80C), C81(H81A,
 H81B,H81C), C92(H92A,H92B,H92C), C93(H93A,H93B,H93C), C95(H95A,H95B,H95C),
 C96(H96A,H96B,H96C), C104(H10A,H10B,H10C), C105(H10D,H10E,H10F), C107(H10G,
 H10H,H10I), C108(H10J,H10K,H10L), C109(H10M,H10N,H10O), C69A(H69D,H69E,H69F),
 C68A(H68D,H68E,H68F)
;
_shelx_res_checksum              86096
_shelx_hkl_checksum              30223
_olex2_submission_special_instructions 'No special instructions were received'