A Strong Organic Electron Donor Incorporating Highly π-Donating Triphenylphosphonium Ylidyl Substituents
Burgoyne, Morgan M.; MacDougall, Thomas M.; Haines, Zachary N.; Conrad, Jordan W.; Calhoun, Larry A.; Decken, Andreas; Dyker, Adam; Organic & Biomolecular Chemistry  (2019) –; doi:10.1039/C9OB01984G

data_7157173
_publ_section_title
;
 A Strong Organic Electron Donor Incorporating Highly \p-Donating
 Triphenylphosphonium Ylidyl Substituents
;
_journal_name_full               'Organic &amp; Biomolecular Chemistry'
_journal_paper_doi               10.1039/C9OB01984G
_journal_year                    2019
_chemical_absolute_configuration ad
_chemical_formula_sum            'C25 H23 F6 N P2'
_chemical_formula_weight         513.38
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
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_symmetry_space_group_name_Hall  'P 1'
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_audit_update_record
;
2019-07-21 deposited with the CCDC.    2019-10-30 downloaded from the CCDC.
;
_cell_angle_alpha                78.697(9)
_cell_angle_beta                 76.144(8)
_cell_angle_gamma                69.086(9)
_cell_formula_units_Z            1
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_cell_length_b                   8.960(6)
_cell_length_c                   9.546(6)
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_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.04
_cell_measurement_theta_min      2.22
_cell_volume                     598.5(7)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'Bruker SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_device_type  'Bruker AXS SMART1000/P4'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_sigmaI/netI    0.0656
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       9
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_diffrn_reflns_theta_full        25.000
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_diffrn_reflns_theta_min         2.21
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              K760
_diffrn_standards_decay_%        0
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_exptl_absorpt_coefficient_mu    0.242
_exptl_absorpt_correction_T_max  0.9762
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_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Irregular
_exptl_crystal_F_000             264
_exptl_crystal_recrystallization_method 'Vapour deposition'
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.535
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.083
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.13(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         4901
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.104
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0566
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0901P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1433
_refine_ls_wR_factor_ref         0.1536
_reflns_Friedel_coverage         1.000
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.957
_reflns_number_gt                4133
_reflns_number_total             4901
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9ob01984g2.cif
_cod_data_source_block           ad170764
_cod_original_cell_volume        598.5(6)
_cod_database_code               7157173
_shelxl_version_number           2013-2
_shelx_res_checksum              93554