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_7251790
_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         'C30 H19 O P'
_chemical_formula_sum            'C30 H19 O P'
_chemical_formula_weight         426.42
_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             2024-03-18
_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                90
_cell_angle_beta                 100.3245(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.90452(11)
_cell_length_b                   19.8613(2)
_cell_length_c                   11.16039(11)
_cell_measurement_reflns_used    8683
_cell_measurement_temperature    173
_cell_measurement_theta_max      76.7140
_cell_measurement_theta_min      4.4570
_cell_volume                     2159.89(4)
_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      173
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.963
_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  26.00   0.50    0.50    --    0.00 -37.00 -30.00  154
  2  \w    -14.00  12.00   0.50    0.50    --    0.00  37.00-150.00   52
  3  \w     13.00  88.00   0.50    0.50    --    0.00  19.00 -30.00  150
  4  \w    -20.00   5.00   0.50    0.50    --    0.00  19.00 -30.00   50
  5  \w     34.00  59.00   0.50    0.50    --    0.00  37.00-150.00   50
  6  \w     12.00 128.00   0.50    0.50    --  101.00 -61.00-180.00  232
  7  \w     17.00 114.00   0.50    0.50    --  101.00 -45.00   0.00  194
  8  \w     13.00 130.00   0.50    0.50    --  101.00 -30.00   0.00  234
  9  \w    156.00 190.00   0.50    0.50    --  101.00  45.00  90.00   68
 10  \w    109.00 134.00   0.50    0.50    --  101.00  45.00  90.00   50
 11  \w    108.00 183.00   0.50    0.50    --  101.00  45.00 -60.00  150
 12  \w     93.00 119.00   0.50    0.50    --  101.00 -77.00 150.00   52
 13  \w    151.00 176.00   0.50    0.50    --  101.00  48.00 -37.00   50
 14  \w     16.00  44.00   0.50    0.50    --  101.00 -77.00 150.00   56
;
_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      0.0895154000
_diffrn_orient_matrix_UB_12      0.0163680000
_diffrn_orient_matrix_UB_13      0.1242067000
_diffrn_orient_matrix_UB_21      0.0949498000
_diffrn_orient_matrix_UB_22      0.0430736000
_diffrn_orient_matrix_UB_23      -0.0641837000
_diffrn_orient_matrix_UB_31      -0.0892510000
_diffrn_orient_matrix_UB_32      0.0624187000
_diffrn_orient_matrix_UB_33      0.0116417000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            12031
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.128
_diffrn_reflns_theta_min         4.452
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.277
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81591
_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    1.311
_exptl_crystal_description       prism
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4410
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0395
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0588P)^2^+0.6881P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1068
_refine_ls_wR_factor_ref         0.1083
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4109
_reflns_number_total             4410
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00837a2.cif
_cod_data_source_block           exp_1506
_cod_depositor_comments
'Adding full bibliography for 7251788--7251793.cif.'
_cod_original_cell_volume        2159.88(4)
_cod_database_code               7251790
_chemical_oxdiff_formula         C30H19OP
_reflns_odcompleteness_completeness 99.93
_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:
 C5(H5), C4(H4), C15(H15), C7(H7), C14(H14), C20(H20), C10(H10), C8(H8),
 C26(H26), C12(H12), C11(H11), C24(H24), C22(H22), C30(H30), C23(H23), C21(H21),
  C27(H27), C29(H29), C28(H28)
;
_shelx_res_checksum              54780
_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 1.270
_oxdiff_exptl_absorpt_empirical_full_min 0.723