Developing Structural First Principles for Alkylated Triphenylphosphonium-Based Ionic Liquids
O’Rourke, Brianna; Lauderback, Clare; Teodoro, Lara I.; Grimm, Morgan; Zeller, Matthias; Mirjafari, Arsalan; Guillet, Gary L.; Hillesheim, Patrick C.; ACS Omega 6 (2021) 32285–32296; doi:10.1021/acsomega.1c05241

data_4519186
_publ_section_title
;
 Developing Structural First Principles for Alkylated
 Triphenylphosphonium-Based Ionic Liquids
;
_journal_issue                   47
_journal_name_full               'ACS Omega'
_journal_page_first              32285
_journal_page_last               32296
_journal_paper_doi               10.1021/acsomega.1c05241
_journal_volume                  6
_journal_year                    2021
_chemical_formula_moiety         'F2 N O4 S2, C22 H24 P'
_chemical_formula_sum            'C22 H24 F2 N O4 P S2'
_chemical_formula_weight         499.51
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2021-07-12
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_cell_angle_alpha                90
_cell_angle_beta                 93.788(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.7187(6)
_cell_length_b                   17.5538(7)
_cell_length_c                   18.1439(7)
_cell_measurement_reflns_used    9069
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      28.24
_cell_measurement_theta_min      2.53
_cell_volume                     4677.6(3)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       'Apex3 v2018.7-2 (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker PhotonII CPAD'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_detector_type
;
charge-integrating pixel array detector (CPAD)
;
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type
'Bruker AXS D8 Eco Quest diffractometer with PhotonII charge-integrating pixel'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0622
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            106286
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.330
_diffrn_reflns_theta_min         2.250
_diffrn_source                   '1 kW fine focus sealed tube X-ray source'
_diffrn_source_current           20.0
_diffrn_source_power             1.0
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.341
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6944
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0610 before and 0.0567 after correction.
The Ratio of minimum to maximum transmission is 0.9312.
The \l/2 correction factor is not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_description       plates
_exptl_crystal_F_000             2080
_exptl_crystal_size_max          0.288
_exptl_crystal_size_mid          0.145
_exptl_crystal_size_min          0.046
_refine_diff_density_max         0.378
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     579
_refine_ls_number_reflns         11654
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0599
_refine_ls_R_factor_gt           0.0425
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0329P)^2^+4.0621P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0875
_refine_ls_wR_factor_ref         0.0947
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9331
_reflns_number_total             11654
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ao1c05241_si_004.cif
_cod_data_source_block           fgcupch0045xp
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_atom_sites_solution_secondary' value 'diffmap' was
changed to 'difmap'.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               4519186
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.984
_shelx_estimated_absorpt_t_min   0.908
_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.a Secondary CH2 refined with riding coordinates:
 C1B(H1BA,H1BB), C2B(H2BA,H2BB), C3B(H3BA,H3BB), C1A(H1AA,H1AB), C2A(H2AA,
 H2AB), C3A(H3AA,H3AB)
2.b Aromatic/amide H refined with riding coordinates:
 C6E(H6E), C7E(H7E), C8E(H8E), C9E(H9E), C10E(H10E), C6F(H6F), C7F(H7F),
 C8F(H8F), C9F(H9F), C10F(H10F), C6G(H6G), C7G(H7G), C8G(H8G), C9G(H9G),
 C10G(H10G), C6A(H6A), C7A(H7A), C8A(H8A), C9A(H9A), C10A(H10A), C6B(H6B),
 C7B(H7B), C8B(H8B), C9B(H9B), C10B(H10B), C6C(H6C), C7C(H7C), C8C(H8C),
 C9C(H9C), C10C(H10C)
2.c Idealised Me refined as rotating group:
 C4B(H4BA,H4BB,H4BC), C4A(H4AA,H4AB,H4AC)
;
_shelx_res_checksum              99949
_shelx_hkl_checksum              8193
_olex2_submission_special_instructions 'No special instructions were received'