β-Carboxyphospholes <i>via</i> carboxylative desilylation: luminophores with a versatile connectivity attached.
Eichhorn, Katharina; Bruhn, Clemens; Pietschnig, Rudolf; Chemical communications (Cambridge, England) 61 (2025) 17129–17132; doi:10.1039/d5cc04850h

data_7135047
_publ_section_title
;
 &#x3b2;-Carboxyphospholes <i>via</i> carboxylative desilylation:
 luminophores with a versatile connectivity attached.
;
_journal_issue                   88
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              17129
_journal_page_last               17132
_journal_paper_doi               10.1039/d5cc04850h
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C46 H32 O3 P2'
_chemical_formula_sum            'C46 H32 O3 P2'
_chemical_formula_weight         694.65
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2025-08-18
_audit_creation_method
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_audit_update_record
;
2025-08-21 deposited with the CCDC.	2025-10-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.0559(4)
_cell_length_b                   16.5376(5)
_cell_length_c                   18.8101(8)
_cell_measurement_reflns_used    24104
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.44
_cell_measurement_theta_min      1.64
_cell_volume                     3439.2(2)
_computing_cell_refinement
;
X-Area Recipe 2.0.1 (STOE, 2023)
;
_computing_data_collection
;
X-Area WinXpose 2.0.29.0 (STOE, 2023)
;
_computing_data_reduction
;
X-Area Integrate 2.5.15.0 (STOE, 2023)
X-Area LANA 2.7.12 (STOE, 2023)
;
_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 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details
;
 154 frames, detector distance = 120 mm
;
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_measurement_method       'rotation method, \w scans'
_diffrn_radiation_collimation    '1.2, 0.6 mm diameter, multiple pinhole'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_av_unetI/netI     0.0366
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            18273
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.003
_diffrn_reflns_theta_min         1.640
_diffrn_source                   'Genix Mo HF'
_diffrn_source_current           1.00
_diffrn_source_power             0.050
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.171
_exptl_absorpt_correction_T_max  0.9831
_exptl_absorpt_correction_T_min  0.9666
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in: F. R. Ahmed (Editor), "Crystallographic
Computing", Munksgaard, Copenhagen (1970), 255 - 270. Afterwards scaling of
reflection intensities was performed within STOE LANA. J. Koziskova, F. Hahn,
J. Richter, J. Kozisek, Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136-140.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1448
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.157
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details
;
 Flack x determined using 2686 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     460
_refine_ls_number_reflns         7388
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0346
_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^)+(0.0375P)^2^+1.3555P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0767
_refine_ls_wR_factor_ref         0.0808
_reflns_Friedel_coverage         0.787
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.981
_reflns_number_gt                6635
_reflns_number_total             7388
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc04850h2.cif
_cod_data_source_block           i3743
_cod_depositor_comments
'Adding full bibliography for 7135046--7135047.cif.'
_cod_database_code               7135047
_shelx_shelxl_version_number     2018/3
_diffrn_oxdiff_ac3_digest_hkl    413b590b2a5aec65924224a6964c8c0c32811f
_olex2_refinement_description
;
1.a Aromatic/amide H refined with riding coordinates:
 C33(H33), C38(H38), C39(H39), C21(H21), C32(H32), C25(H25), C2(H2), C41(H41),
 C30(H30), C12(H12), C31(H31), C7(H7), C18(H18), C8(H8), C20(H20), C42(H42),
 C35(H35), C22(H22), C45(H45), C29(H29), C6(H6), C43(H43), C9(H9), C44(H44),
 C16(H16), C36(H36), C13(H13), C37(H37), C14(H14), C19(H19), C10(H10), C15(H15)
;
_shelx_res_checksum              71146
_shelx_hkl_checksum              88972
_olex2_submission_special_instructions 'No special instructions were received'
_stoe_detector_distance          '120.0 mm'
_stoe_detector_pixelsize_x       '0.150 mm'
_stoe_detector_pixelsize_y       '0.150 mm'
_stoe_detector_size_x            '34.0 cm'
_stoe_detector_size_y            '34.0 cm'
_stoe_evaluation_integration_a   16.0
_stoe_evaluation_integration_b   1.0
_stoe_evaluation_integration_ems 0.025
_stoe_evaluation_lana_bis_l_even_max -
_stoe_evaluation_lana_bis_l_odd_max -
_stoe_evaluation_lana_bos_l_even_max -
_stoe_evaluation_lana_bos_l_odd_max -
_stoe_evaluation_lana_completeness 96.9
_stoe_evaluation_lana_dxs_max_order -
_stoe_evaluation_lana_dys_max_order -
_stoe_evaluation_lana_fs_max_order 3
_stoe_evaluation_lana_max_2theta_available 54.3
_stoe_evaluation_lana_max_2theta_desired 54.3
_stoe_evaluation_lana_mean_redundancy 2.5
_stoe_evaluation_lana_number_refls_after_or 18277
_stoe_evaluation_lana_number_refls_outliers 4331
_stoe_evaluation_lana_number_refls_total 22608
_stoe_evaluation_lana_number_refls_unique 7389
_stoe_evaluation_lana_number_refls_written 18277
_stoe_evaluation_lana_or_c1      0.035
_stoe_evaluation_lana_or_c2      0
_stoe_evaluation_lana_or_c3      0
_stoe_evaluation_lana_or_c4      0.7
_stoe_evaluation_lana_point_group 222
_stoe_evaluation_lana_table
;
2Theta           4.2   10.2   16.2   22.2   28.2   34.2   40.2   46.2   52.2
<Resolution>    7.25   3.78   2.46   1.82   1.45   1.20   1.03   0.90   0.82
N(total)          54    341    812   1508   2328   3309   4349   5395   4512
<Redundancy>     2.4    2.3    2.4    2.5    2.5    2.5    2.5    2.5    2.4
Complet. [%%]   100.0  100.0  100.0  100.0  100.0  100.0  100.0  100.0   87.1
<I/sigma>      504.7  446.5  163.3  100.0   49.4   38.4   19.5   10.0    5.7
R(int)         0.059  0.034  0.016  0.018  0.021  0.021  0.031  0.052  0.079
;
_stoe_measurement_identifier     i3743
_stoe_measurement_max_exposure_per_frame '180.0 s'
_stoe_measurement_mean_exposure_per_frame '180.0 s'
_stoe_measurement_min_exposure_per_frame '180.0 s'
_stoe_measurement_total_exposure_time '7.7 h'
_stoe_measurement_total_frame_number 154
_stoe_measurement_total_run_number 1
_stoe_measurement_tube_power     '50.0 W'