Preparation of Phosphine Oxides with Anthrylphenyl, Pyrenylphenyl, Anthrylethynyl, and Pyrenylethynyl Groups: Luminescent Properties and Conformational Polymorphs
Konno, Ryunosuke; Fujita, Manami; Maekawa, Rima; Masu, Hyuma; Katagiri, Kosuke; CrystEngComm  (2026) –; doi:10.1039/D5CE00837A

data_7251792
_publ_section_title
;
 Preparation of phosphine oxides with anthrylphenyl, pyrenylphenyl,
 anthrylethynyl, and pyrenylethynyl groups: luminescence properties and
 conformational polymorphs
;
_journal_issue                   15
_journal_name_full               CrystEngComm
_journal_page_first              2455
_journal_page_last               2467
_journal_paper_doi               10.1039/D5CE00837A
_journal_volume                  28
_journal_year                    2026
_chemical_formula_moiety         'C28 H19 O P'
_chemical_formula_sum            'C28 H19 O P'
_chemical_formula_weight         402.40
_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     direct
_audit_creation_date             2024-01-12
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2025-03-19 deposited with the CCDC.	2026-03-11 downloaded from the CCDC.
;
_cell_angle_alpha                109.508(5)
_cell_angle_beta                 99.186(7)
_cell_angle_gamma                93.455(6)
_cell_formula_units_Z            2
_cell_length_a                   9.8161(8)
_cell_length_b                   10.1226(5)
_cell_length_c                   11.6958(9)
_cell_measurement_reflns_used    4012
_cell_measurement_temperature    298
_cell_measurement_theta_max      76.5460
_cell_measurement_theta_min      4.0610
_cell_volume                     1073.30(14)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.866
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     30.00  85.00   0.50    0.50    --    0.00  37.00 120.00  110
  2  \w    -87.00 -60.00   0.50    0.50    --    0.00 -57.00 169.00   54
  3  \w    -77.00  27.00   0.50    0.50    --    0.00 -37.00-150.00  208
  4  \w    -27.00  17.00   0.50    0.50    --    0.00  37.00 120.00   88
  5  \w    -89.00 -17.00   0.50    0.50    --    0.00 -57.00 150.00  144
  6  \w     99.00 186.00   0.50    1.39    --  101.00  30.00-120.00  174
  7  \w     12.00 113.00   0.50    1.39    --  101.00 -82.00 -60.00  202
  8  \w     96.00 190.00   0.50    1.39    --  101.00  45.00  90.00  188
  9  \w    103.00 129.00   0.50    1.39    --  101.00 -82.00-150.00   52
 10  \w     51.00 100.00   0.50    1.39    --  101.00 -82.00-150.00   98
 11  \w     76.00 102.00   0.50    1.39    --  101.00 -82.00 150.00   52
 12  \w    116.00 190.00   0.50    1.39    --  101.00  45.00 120.00  148
 13  \w    114.00 186.00   0.50    1.39    --  101.00  45.00-180.00  144
 14  \w     37.00 111.00   0.50    1.39    --  101.00 -61.00-150.00  148
 15  \w     23.00 131.00   0.50    1.39    --  101.00 -82.00  90.00  216
 16  \w     53.00 126.00   0.50    1.39    --  101.00 -61.00  60.00  146
 17  \w     75.00 134.00   0.50    1.39    --  101.00  45.00-150.00  118
 18  \w    140.00 171.00   0.50    1.39    --  101.00  45.00-150.00   62
 19  \w     19.00  44.00   0.50    1.39    --  101.00 -82.00 150.00   50
 20  \w     76.00 115.00   0.50    1.39    --  101.00 -82.00 -30.00   78
 21  \w     19.00 116.00   0.50    1.39    --  101.00 -61.00 -30.00  194
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1260722000
_diffrn_orient_matrix_UB_12      0.1152037000
_diffrn_orient_matrix_UB_13      0.0484959000
_diffrn_orient_matrix_UB_21      -0.0845445000
_diffrn_orient_matrix_UB_22      0.0999706000
_diffrn_orient_matrix_UB_23      0.0838766000
_diffrn_orient_matrix_UB_31      0.0511395000
_diffrn_orient_matrix_UB_32      -0.0565416000
_diffrn_orient_matrix_UB_33      0.1043077000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0541
_diffrn_reflns_av_unetI/netI     0.0553
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.866
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9155
_diffrn_reflns_point_group_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.866
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         89.419
_diffrn_reflns_theta_min         4.085
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.251
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50232
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_description       prism
_exptl_crystal_F_000             420
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.389
_refine_diff_density_min         -0.698
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.184
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4252
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.184
_refine_ls_R_factor_all          0.1137
_refine_ls_R_factor_gt           0.0809
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2471
_refine_ls_wR_factor_ref         0.3249
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2808
_reflns_number_total             4252
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00837a2.cif
_cod_data_source_block           exp_1478
_cod_depositor_comments
'Adding full bibliography for 7251788--7251793.cif.'
_cod_original_cell_volume        1073.31(13)
_cod_database_code               7251792
_chemical_oxdiff_formula         C28H19OP
_reflns_odcompleteness_completeness 96.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C22(H22), C15(H15), C28(H28), C18(H18), C21(H21), C5(H5), C10(H10), C20(H20),
 C24(H24), C19(H19), C8(H8), C26(H26), C27(H27), C25(H25), C6(H6), C13(H13),
 C14(H14), C12(H12), C7(H7)
;
_shelx_res_checksum              6095
_shelx_shelxl_version_number     2014/7
_olex2_exptl_crystal_mounting_method loop
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.814
_oxdiff_exptl_absorpt_empirical_full_min 0.402