Complementary Synthetic Approaches toward 9-Phosphatriptycene and Structure-Reactivity Investigations of Its Association with Sterically Hindered Lewis Acids.
Hu, Lei; Mahaut, Damien; Tumanov, Nikolay; Wouters, Johan; Robiette, Raphaël; Berionni, Guillaume; The Journal of organic chemistry 84 (2019) 11268–11274; doi:10.1021/acs.joc.9b01570

data_4033816
_publ_section_title
;
 Complementary Synthetic Approaches toward 9-Phosphatriptycene and
 Structure-Reactivity Investigations of Its Association with Sterically
 Hindered Lewis Acids.
;
_journal_issue                   17
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              11268
_journal_page_last               11274
_journal_paper_doi               10.1021/acs.joc.9b01570
_journal_volume                  84
_journal_year                    2019
_chemical_formula_moiety         'C26 H17 O2 P S'
_chemical_formula_sum            'C26 H17 O2 P S'
_chemical_formula_weight         424.42
_chemical_name_common            9-thionobenzoate-10-phosphatriptycene
_chemical_name_systematic        9-thionobenzoate-10-phosphatriptycene
_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'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   dual
_audit_creation_method           SHELXL-2018/1
_cell_angle_alpha                90
_cell_angle_beta                 94.2309(8)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   25.0052(2)
_cell_length_b                   8.40856(8)
_cell_length_c                   20.01476(18)
_cell_measurement_reflns_used    14682
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      67.0740
_cell_measurement_theta_min      3.5380
_cell_volume                     4196.79(6)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 5.1856
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type
;
Oxford Diffraction Xcalibur, Ruby, Gemini Ultra
;
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0188
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            22983
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.136
_diffrn_reflns_theta_max         67.136
_diffrn_reflns_theta_min         3.545
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    2.251
_exptl_absorpt_correction_T_max  0.800
_exptl_absorpt_correction_T_min  0.541
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_description       block
_exptl_crystal_F_000             1760
_exptl_crystal_size_max          0.490
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     541
_refine_ls_number_reflns         7384
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.104
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0366
_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^)+(0.0381P)^2^+1.7781P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0937
_refine_ls_wR_factor_ref         0.0948
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7032
_reflns_number_total             7384
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo9b01570_si_005.cif
_cod_data_source_block           nt0261_LeiHu_LH70
_cod_original_cell_volume        4196.79(7)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4033816
_shelx_shelxl_version_number     2018/1
_shelx_estimated_absorpt_t_min   0.405
_shelx_estimated_absorpt_t_max   0.774
_shelx_res_checksum              85576
_shelx_hkl_checksum              11138