Oxidorhenium(V) complexes of apigenin: a rare example of catalysis with <i>O</i>,<i>O</i>-bidentate ligands obtained from a naturally renewable resource.
Milovanović, Milan R; Nikolić, Stefan R; Dupé, Antoine; Schachner, Jörg A; Mihajlović, Ljiljana E; Dalton transactions (Cambridge, England : 2003) 54 (2025) 11047–11055; doi:10.1039/d5dt01095k

data_7718980
_publ_section_title
;
 Oxidorhenium(V) complexes of apigenin: a rare example of catalysis with
 <i>O</i>,<i>O</i>-bidentate ligands obtained from a naturally renewable
 resource.
;
_journal_issue                   28
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              11047
_journal_page_last               11055
_journal_paper_doi               10.1039/d5dt01095k
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C27 H38 O5 Si2'
_chemical_formula_sum            'C27 H38 O5 Si2'
_chemical_formula_weight         498.75
_chemical_name_systematic
5-hydroxy-7-{[t-butyl(dimethyl)silyl]oxy}-2-(4-{[t-butyl(dimethyl)silyl]oxy}-phenyl)-4H-1-benzopyran-4-one
_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             2024-08-28
_audit_creation_method
;
Olex2 1.5-ac6-020
(compiled 2024.02.14 svn.r2f8d729c for Rigaku Oxford Diffraction, GUI svn.r6966)
;
_audit_update_record
;
2024-12-04 deposited with the CCDC.	2025-06-11 downloaded from the CCDC.
;
_cell_angle_alpha                96.519(2)
_cell_angle_beta                 100.786(2)
_cell_angle_gamma                101.326(2)
_cell_formula_units_Z            2
_cell_length_a                   8.0767(2)
_cell_length_b                   12.8778(4)
_cell_length_c                   13.8344(5)
_cell_measurement_reflns_used    14127
_cell_measurement_temperature    99.98(16)
_cell_measurement_theta_max      33.4600
_cell_measurement_theta_min      2.0270
_cell_volume                     1369.00(8)
_computing_cell_refinement       'CrysAlisPro 1.171.43.106a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.92a 64-bit (release 05-10-2023))'
_computing_data_reduction        'CrysAlisPro 1.171.43.106a (Rigaku OD, 2024)'
_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 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      99.98(16)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_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     27.00  91.00   0.50   15.00    --   13.22-153.00-118.00  128
  2  \w     10.00  70.00   0.50   15.00    --   13.22-121.00  40.00  120
  3  \w    -23.00  57.00   0.50   15.00    --   13.22 -99.00  60.00  160
  4  \w    -69.00   5.00   0.50   15.00    --   13.22 -19.00 150.00  148
  5  \w     42.00  90.00   0.50   15.00    --   13.22 178.00 150.00   96
  6  \w    -69.00  22.00   0.50   15.00    --   13.22 -38.00   0.00  182
  7  \w    -65.00  37.00   0.50   15.00    --   13.22 -57.00  60.00  204
  8  \w    -46.00  56.00   0.50   15.00    --  -14.93  77.00 -60.00  204
  9  \w    -23.00  29.00   0.50   15.00    --  -14.93 -99.00 120.00  104
 10  \w    -39.00  63.00   0.50   15.00    --  -14.93  57.00 -90.00  204
 11  \w    -97.00   8.00   0.50   15.00    --  -14.93 -38.00-120.00  210
 12  \w    -39.00   7.00   0.50   15.00    --  -14.93  57.00 -90.00   92
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix-Arc 100'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0900513000
_diffrn_orient_matrix_UB_12      -0.0215463000
_diffrn_orient_matrix_UB_13      -0.0072745000
_diffrn_orient_matrix_UB_21      -0.0055583000
_diffrn_orient_matrix_UB_22      -0.0118620000
_diffrn_orient_matrix_UB_23      -0.0519984000
_diffrn_orient_matrix_UB_31      0.0164433000
_diffrn_orient_matrix_UB_32      -0.0512759000
_diffrn_orient_matrix_UB_33      0.0059418000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0596
_diffrn_reflns_av_unetI/netI     0.0460
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            41165
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.508
_diffrn_reflns_theta_min         2.396
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.163
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.602
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.106a (Rigaku Oxford Diffraction, 2024)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.210
_exptl_crystal_description       block
_exptl_crystal_F_000             536
_exptl_crystal_recrystallization_method
'The material was recrystallised from acetone by slow evaporation'
_exptl_crystal_size_max          0.168
_exptl_crystal_size_mid          0.139
_exptl_crystal_size_min          0.115
_refine_diff_density_max         0.974
_refine_diff_density_min         -0.445
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         8374
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0872
_refine_ls_R_factor_gt           0.0647
_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^)+(0.1322P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1794
_refine_ls_wR_factor_ref         0.1945
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6050
_reflns_number_total             8374
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5dt01095k2.cif
_cod_data_source_block           ad03_1
_cod_depositor_comments
'Adding full bibliography for 7718978--7718982.cif.'
_cod_original_cell_volume        1368.99(7)
_cod_database_code               7718980
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'C27 H38 O5 Si2'
_shelx_estimated_absorpt_t_max   0.981
_shelx_estimated_absorpt_t_min   0.973
_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.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C8(H8), C11(H11), C12(H12), C14(H14), C15(H15)
2.b Idealised Me refined as rotating group:
 C16(H161,H162,H163), C17(H171,H172,H173), C19(H191,H192,H193), C20(H201,H202,
 H203), C21(H211,H212,H213), C22(H221,H222,H223), C23(H231,H232,H233), C25(H251,
 H252,H253), C26(H261,H262,H263), C27(H271,H272,H273)
;
_shelx_res_checksum              3658
_shelx_hkl_checksum              17801
_olex2_date_sample_data_collection 2024-02-15
_olex2_date_sample_submission    2023-12-11
_olex2_exptl_crystal_mounting_method 'The crystal was mounted on a glass fiber'
_olex2_submission_original_sample_id MRM65-4
_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 1.470
_oxdiff_exptl_absorpt_empirical_full_min 0.759