Make the ylides shine: synthesis and structure-property relationships of phospha-squaraines.
Khantong, Adisorn; Chemin, Alexandre; Galangau, Olivier; Le Guennic, Boris; Jacquemin, Denis; Bouit, Pierre-Antoine; Chemical communications (Cambridge, England) 62 (2026) 6563–6566; doi:10.1039/d6cc00100a

data_7135469
_publ_section_title
;
 Make the ylides shine: synthesis and structure-property relationships of
 phospha-squaraines.
;
_journal_issue                   24
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              6563
_journal_page_last               6566
_journal_paper_doi               10.1039/d6cc00100a
_journal_volume                  62
_journal_year                    2026
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C29 H23 O3 P'
_chemical_formula_sum            'C29 H23 O3 P'
_chemical_formula_weight         450.44
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_update_record
;
2025-07-11 deposited with the CCDC.	2026-02-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.524(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.7395(15)
_cell_length_b                   10.4643(12)
_cell_length_c                   16.2174(18)
_cell_measurement_reflns_used    9991
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.3778
_cell_measurement_theta_min      2.3239
_cell_measurement_wavelength     0.710730
_cell_volume                     2305.9(4)
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_collection       'Bruker APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_molecular_graphics
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2020)'
;
_computing_publication_material
'CRYSCALC (T. Roisnel, local program, ver. 2024)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 CMOS-PHOTON70
_diffrn_detector_area_resol_mean 7.39
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_orient_matrix_UB_11      0.0526679
_diffrn_orient_matrix_UB_12      -0.0570305
_diffrn_orient_matrix_UB_13      -0.0157647
_diffrn_orient_matrix_UB_21      -0.0279958
_diffrn_orient_matrix_UB_22      -0.0734672
_diffrn_orient_matrix_UB_23      0.0281832
_diffrn_orient_matrix_UB_31      -0.0431124
_diffrn_orient_matrix_UB_32      -0.0219636
_diffrn_orient_matrix_UB_33      -0.0533368
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            25239
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.491
_diffrn_reflns_theta_min         2.324
_diffrn_source_current           1.00
_diffrn_source_power             50.0
_diffrn_source_voltage           50.00
_exptl_absorpt_coefficient_mu    0.148
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_correction_T_min  0.894
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_description       prism
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.420
_exptl_crystal_size_min          0.110
_refine_diff_density_max         0.495
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         5251
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0433
_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^)+(0.0450P)^2^+1.2382P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1049
_refine_ls_wR_factor_ref         0.1129
_reflns_number_gt                4396
_reflns_number_total             5251
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d6cc00100a2.cif
_cod_data_source_block           AK148
_cod_depositor_comments          'Adding full bibliography for 7135469.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7135469
_shelx_res_checksum              29555