Phenphosphine-X(O, S, Se) locking multi-resonance thermally activated delayed fluorescence materials.
Hong, Xian-Fang; Wei, Yi; Xing, Hao-Ran; Wang, Yu; Xi, Jia-Qi; Wu, Chen-Yang; Yuan, Li; Li, Cheng-Hui; Zheng, You-Xuan; Chemical science 17 (2026) 274–282; doi:10.1039/d5sc06565h

data_1576185
_publ_section_title
;
 Phenphosphine-X(O, S, Se) locking multi-resonance thermally activated
 delayed fluorescence materials.
;
_journal_issue                   1
_journal_name_full               'Chemical science'
_journal_page_first              274
_journal_page_last               282
_journal_paper_doi               10.1039/d5sc06565h
_journal_volume                  17
_journal_year                    2026
_chemical_formula_moiety         '2(C52 H52 B N2 P S), C7 H8'
_chemical_formula_sum            'C111 H112 B2 N4 P2 S2'
_chemical_formula_weight         1649.72
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2025-04-12
_audit_creation_method
;
Olex2 1.5-ac6-020
(compiled 2024.02.14 svn.r2f8d729c for Rigaku Oxford Diffraction, GUI svn.r6966)
;
_audit_update_record
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2025-05-20 deposited with the CCDC.	2025-10-30 downloaded from the CCDC.
;
_cell_angle_alpha                66.987(2)
_cell_angle_beta                 69.582(2)
_cell_angle_gamma                75.458(2)
_cell_formula_units_Z            1
_cell_length_a                   11.4849(10)
_cell_length_b                   14.1923(10)
_cell_length_c                   16.0109(11)
_cell_measurement_reflns_used    7841
_cell_measurement_temperature    193.00
_cell_measurement_theta_max      53.88
_cell_measurement_theta_min      4.65
_cell_volume                     2231.1(3)
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      193.00
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.1876
_diffrn_reflns_av_unetI/netI     0.1143
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            26918
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        52.981
_diffrn_reflns_theta_max         52.981
_diffrn_reflns_theta_min         4.651
_diffrn_source_current           3.57
_diffrn_source_power             0.2487933
_diffrn_source_voltage           69.69
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.834
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_description       plate
_exptl_crystal_F_000             878
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.557
_refine_diff_density_min         -0.448
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     670
_refine_ls_number_reflns         7821
_refine_ls_number_restraints     389
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0993
_refine_ls_R_factor_gt           0.0657
_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^)+(0.0868P)^2^+0.3066P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1672
_refine_ls_wR_factor_ref         0.1925
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5120
_reflns_number_total             7821
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc06565h2.cif
_cod_data_source_block           0411s
_cod_depositor_comments
'Adding full bibliography for 1576185--1576187.cif.'
_cod_database_code               1576185
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.959
_shelx_estimated_absorpt_t_min   0.944
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C9-C10
 1.51 with sigma of 0.02
 C10-C11 = C10-C15 = C12-C13
 1.39 with sigma of 0.02
 C11-C12 = C13-C14 = C14-C15
 1.38 with sigma of 0.02
 C9-C11 = C9-C15
 2.52 with sigma of 0.04
 C10-C12
 2.42 with sigma of 0.04
 C10-C14
 2.41 with sigma of 0.04
 C11-C13
 2.39 with sigma of 0.04
 C12-C14 = C13-C15
 2.4 with sigma of 0.04
 C01P-C01O \\sim C01O-C01M \\sim C01P-C01M \\sim C1-C2 \\sim C1-C01N \\sim
C2-C01N
 with sigma of 0.02
 C01F-C00V \\sim C01G-C00V \\sim C01E-C00V \\sim C4-C00V \\sim C3-C00V \\sim
C5-C00V
 with sigma of 0.02
 C01F-C01E \\sim C01G-C01F \\sim C4-C5 \\sim C3-C4 \\sim C3-C5 \\sim C01G-C01E
 with sigma of 0.02
 C01P-C00W \\sim C01O-C00W \\sim C01M-C00W \\sim C2-C00W \\sim C1-C00W \\sim
C01N-C00W
 with sigma of 0.02
 P001-C007 \\sim P001-C0
 with sigma of 0.02
 C10-C11 \\sim C11-C12 \\sim C12-C13 \\sim C13-C14 \\sim C14-C15 \\sim C15-C10
 with sigma of 0.02
 C10-C14 \\sim C10-C12 \\sim C15-C13 \\sim C11-C15 \\sim C12-C14 \\sim C11-C13
 with sigma of 0.04
 C9-C15 \\sim C9-C11
 with sigma of 0.04
3. Restrained planarity
 C9, C10, C11, C12, C13, C14, C15
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C007 \\sim C014 \\sim C016 \\sim C01A \\sim C01H \\sim C01J \\sim C0 \\sim C6
\\sim C7 \\sim C8 \\sim C01I \\sim C01K \\sim P001: within 2A with sigma of
0.001 and sigma for terminal atoms of 0.002 within 2A
C9 \\sim C10 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
5. Rigid body (RIGU) restrains
 C9, C10, C11, C12, C13, C14, C15
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=Sof(C01N)=Sof(H3)=Sof(HJ)=Sof(HK)=Sof(C2)=
 Sof(H2A)=Sof(H2B)=Sof(H2C)=1-FVAR(1)
 Sof(C01M)=Sof(H01)=Sof(HD)=Sof(HE)=Sof(C01O)=Sof(H1)=Sof(HF)=Sof(HG)=
 Sof(C01P)=Sof(H2)=Sof(HH)=Sof(HI)=FVAR(1)
 Sof(C3)=Sof(H3A)=Sof(H3B)=Sof(H3C)=Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(H4C)=Sof(C5)=
 Sof(H5A)=Sof(H5B)=Sof(H5C)=1-FVAR(2)
 Sof(C01E)=Sof(H01V)=Sof(H01W)=Sof(H01X)=Sof(C01F)=Sof(H01Y)=Sof(H)=Sof(HA)=
 Sof(C01G)=Sof(H01Z)=Sof(HB)=Sof(HC)=FVAR(2)
 Sof(C0)=Sof(C01K)=Sof(H4)=Sof(C01I)=Sof(H5)=Sof(C6)=Sof(H6)=Sof(C8)=Sof(H8)=
 Sof(C7)=Sof(H7)=1-FVAR(3)
 Sof(C007)=Sof(C016)=Sof(H016)=Sof(C01A)=Sof(H01A)=Sof(C014)=Sof(H014)=
 Sof(C01H)=Sof(H01H)=Sof(C01J)=Sof(H01J)=FVAR(3)
 Fixed Sof: C9(0.5) H9A(0.5) H9B(0.5) H9C(0.5) C10(0.5) C15(0.5) H15(0.5)
 C14(0.5) H14(0.5) C13(0.5) H13(0.5) C12(0.5) H12(0.5) C11(0.5) H11(0.5)
7.a Riding coordinates:
 C4(H4A,H4B,H4C)
7.b Aromatic/amide H refined with riding coordinates:
 C016(H016), C01A(H01A), C014(H014), C01H(H01H), C01J(H01J), C009(H009),
 C00I(H00I), C00L(H00L), C00N(H00N), C00Q(H00Q), C00T(H00T), C00U(H00U),
 C00Z(H00Z), C010(H010), C011(H011), C012(H012), C01K(H4), C01I(H5), C6(H6),
 C8(H8), C7(H7), C15(H15), C14(H14), C13(H13), C12(H12), C11(H11)
7.c Fitted hexagon refined as free rotating group:
 C007(C016,C01A,C014,C01H,C01J), C0(C01K,C01I,C6,C8,C7), C10(C15,C14,C13,C12,
 C11)
7.d Idealised Me refined as rotating group:
 C013(H01B,H01C,H01D), C017(H01E,H01F,H01G), C018(H01I,H01K,H01L), C01B(H01M,
 H01N,H01O), C01C(H01P,H01Q,H01R), C01D(H01S,H01T,H01U), C01E(H01V,H01W,H01X),
 C01F(H01Y,H,HA), C01G(H01Z,HB,HC), C01M(H01,HD,HE), C01O(H1,HF,HG), C01P(H2,HH,
 HI), C1(H1A,H1B,H1C), C01N(H3,HJ,HK), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C5(H5A,
 H5B,H5C), C9(H9A,H9B,H9C)
;
_shelx_res_checksum              38918
_olex2_submission_special_instructions 'No special instructions were received'