Synthesis and crystal structures of five fluorinated diphenidine derivatives.
Mewis, Ryan E.; Hulme, Matthew C.; Marron, Jack; Langley, Stuart K.; Sutcliffe, Oliver B.; Benjamin, Sophie L.; Acta crystallographica. Section E, Crystallographic communications 81 (2025) 229–234; doi:10.1107/S2056989025001288

data_2023407
_publ_section_title
;
 Synthesis and crystal structures of five fluorinated diphenidine
 derivatives.
;
_journal_coeditor_code           EE2011
_journal_issue                   'Pt 3'
_journal_name_full
'Acta crystallographica. Section E, Crystallographic communications'
_journal_page_first              229
_journal_page_last               234
_journal_paper_doi               10.1107/S2056989025001288
_journal_volume                  81
_journal_year                    2025
_chemical_formula_iupac          'C18 H20 F2 N +, Cl -'
_chemical_formula_moiety         'C18 H20 F2 N +, Cl -'
_chemical_formula_sum            'C18 H20 Cl F2 N'
_chemical_formula_weight         323.80
_chemical_name_systematic
;
1-[1-(2,6-Difluorophenyl)-2-phenylethyl]pyrrolidin-1-ium chloride
;
_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   mixed
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                88.059(5)
_cell_angle_beta                 82.349(4)
_cell_angle_gamma                86.140(5)
_cell_formula_units_Z            4
_cell_length_a                   8.1365(4)
_cell_length_b                   12.7421(10)
_cell_length_c                   16.0451(8)
_cell_measurement_reflns_used    9872
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      25.43
_cell_measurement_theta_min      2.99
_cell_volume                     1644.42(17)
_computing_cell_refinement       'CrysAlisPro (Agilent, 2014)'
_computing_data_collection       'CrysAlisPro (Agilent, 2014)'
_computing_data_reduction        'CrysAlisPro (Agilent, 2014)'
_computing_molecular_graphics
;
X-SEED (Barbour, 2020)
;
_computing_structure_refinement
;
<i>SHELXL2018/3</i>  (Sheldrick, 2015b)
;
_computing_structure_solution
;
<i>SHELXT2014/5</i> (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur'
_diffrn_measurement_method       'scans in phi and omega'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13277
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.988
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.248
_exptl_absorpt_correction_T_max  0.928
_exptl_absorpt_correction_T_min  0.888
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
(SADABS; Krause <i>et al.</i>,  2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.585
_refine_diff_density_min         -0.338
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.185
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     403
_refine_ls_number_reflns         5775
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.185
_refine_ls_R_factor_all          0.1033
_refine_ls_R_factor_gt           0.0896
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0143P)^2^+10.4102P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2001
_refine_ls_wR_factor_ref         0.2059
_reflns_number_gt                4892
_reflns_number_total             5775
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ee2011.cif
_cod_data_source_block           IV
_cod_depositor_comments
'Adding full bibliography for 2023405--2023409.cif.'
_cod_database_code               2023407
_shelx_hkl_checksum              49389
_shelx_res_checksum              76721