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_7251789
_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      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   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2024-11-18
_audit_creation_method
;
Olex2 1.5
(compiled 2024.01.12 svn.r2f8d729c for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-03-19 deposited with the CCDC.	2026-03-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.3493(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.88921(8)
_cell_length_b                   23.15594(18)
_cell_length_c                   8.93733(7)
_cell_measurement_reflns_used    8413
_cell_measurement_temperature    173
_cell_measurement_theta_max      76.6300
_cell_measurement_theta_min      4.4740
_cell_volume                     2044.87(3)
_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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      173
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.969
_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     51.00  88.00   0.50    0.50    --    0.00  57.00-150.00   74
  2  \w    -25.00  24.00   0.50    0.50    --    0.00  57.00-150.00   98
  3  \w      2.00  27.00   0.50    0.50    --    0.00 -57.00  90.00   50
  4  \w    -63.00 -16.00   0.50    0.50    --    0.00 -57.00  30.00   94
  5  \w    -88.00  -5.00   0.50    0.50    --    0.00 -57.00  90.00  166
  6  \w     73.00 112.00   0.50    0.50    --  101.00 -61.00 -60.00   78
  7  \w     68.00 106.00   0.50    0.50    --  101.00  77.00  60.00   76
  8  \w     82.00 150.00   0.50    0.50    --  101.00  45.00 120.00  136
  9  \w     20.00 104.00   0.50    0.50    --  101.00 -61.00 150.00  168
 10  \w     14.00 134.00   0.50    0.50    --  101.00 -82.00 150.00  240
 11  \w     12.00 190.00   0.50    0.50    --  101.00  15.00  60.00  356
;
_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      0.1409411000
_diffrn_orient_matrix_UB_12      0.0239363000
_diffrn_orient_matrix_UB_13      0.0458347000
_diffrn_orient_matrix_UB_21      -0.0400115000
_diffrn_orient_matrix_UB_22      0.0019362000
_diffrn_orient_matrix_UB_23      0.1647687000
_diffrn_orient_matrix_UB_31      0.0532309000
_diffrn_orient_matrix_UB_32      -0.0620398000
_diffrn_orient_matrix_UB_33      0.0229901000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            11298
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.861
_diffrn_reflns_theta_min         3.818
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.313
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93733
_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    1.307
_exptl_crystal_description       prism
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.307
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       0.0052(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         4195
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0390
_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^)+(0.0643P)^2^+0.5579P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1103
_refine_ls_wR_factor_ref         0.1119
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3959
_reflns_number_total             4195
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00837a2.cif
_cod_data_source_block           exp_1505
_cod_depositor_comments
'Adding full bibliography for 7251788--7251793.cif.'
_cod_database_code               7251789
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C28H19OP
_reflns_odcompleteness_completeness 99.97
_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:
 C15(H15), C18(H18), C24(H24), C28(H28), C12(H12), C10(H10), C5(H5), C14(H14),
 C8(H8), C22(H22), C27(H27), C25(H25), C19(H19), C26(H26), C7(H7), C6(H6),
 C20(H20), C21(H21), C13(H13)
;
_shelx_res_checksum              59135
_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 1.208
_oxdiff_exptl_absorpt_empirical_full_min 0.851