Enhancing the performance for palladium catalysed tert-butyl hydroperoxide-mediated Wacker-type oxidation of alkenes
Blair, Matthew N.; Murray-Williams, Meadhbh; Maguire, Calum; Brown, Clare L.; Cao, Qun; Chai, Hongxin; Li, Yitong; O'Hagan, Róisín L.; Dingwall, Paul; Manesiotis, Panagiotis; Lyall, Catherine L.; Lowe, John P.; Hintermair, Ulrich; Knipe, Peter C.; Muldoon, Mark J.; Catalysis Science & Technology 13 (2023) 6224–6232; doi:10.1039/D3CY01046E

data_1570011
_publ_section_title
;
 Enhancing the performance for palladium catalysed tert-butyl
 hydroperoxide-mediated Wacker-type oxidation of alkenes
;
_journal_issue                   21
_journal_name_full               'Catalysis Science &amp; Technology'
_journal_page_first              6224
_journal_page_last               6232
_journal_paper_doi               10.1039/D3CY01046E
_journal_volume                  13
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_compound_source        synthesis
_chemical_formula_moiety         'C17 H13 F3 N4 O Pd, 2(C2 F6 N O4 S2)'
_chemical_formula_sum            'C21 H13 F15 N6 O9 Pd S4'
_chemical_formula_weight         1013.01
_chemical_melting_point          ?
_chemical_name_common            'meta-CF3 Pd(II) catalyst bistriflimide'
_chemical_name_systematic
'2-(5-(trifluoromethyl)pyridin-2-yl)benzo[d]oxazole palladium(II)bis(bistriflimide)bis(acetonitrile)'
_chemical_properties_physical    Moisture-sensitive
_space_group_IT_number           9
_space_group_name_Hall           'I -2ya'
_space_group_name_H-M_alt        'I 1 a 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'I -2ya'
_symmetry_space_group_name_H-M   'I 1 a 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_audit_creation_date             2021-04-14
_audit_creation_method           CRYSTALS_ver_14.61_build_6999
_audit_update_record
;
2021-07-07 deposited with the CCDC.	2023-09-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.848(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.056499(14)
_cell_length_b                   14.319201(14)
_cell_length_c                   17.205900(17)
_cell_measurement_reflns_used    41628
_cell_measurement_temperature    100
_cell_measurement_theta_max      29
_cell_measurement_theta_min      4
_cell_volume                     3445.143(19)
_computing_cell_refinement
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_data_reduction
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'USER DEFINED STRUCTURE SOLUTION'
_diffrn_ambient_pressure         100
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.000
_diffrn_reflns_av_unetI/netI     0.061
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            67479
_diffrn_reflns_theta_full        26.280
_diffrn_reflns_theta_max         29.528
_diffrn_reflns_theta_min         3.350
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.920
_exptl_absorpt_correction_T_max  0.83
_exptl_absorpt_correction_T_min  0.72
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_exptl_crystal_colour            clear_dark_orange
_exptl_crystal_density_diffrn    1.953
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             1992
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: acetonitrile, diethyl ether, pentafluoropyridine'
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_refine_diff_density_max         2.68
_refine_diff_density_min         -2.22
_refine_ls_abs_structure_details
; 
 Parsons, Flack & Wagner (2013), 
 4157 Friedel Pairs 
;
_refine_ls_abs_structure_Flack   0.074(7)
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0254
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     505
_refine_ls_number_reflns         8852
_refine_ls_number_restraints     114
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0543
_refine_ls_shift/su_max          0.0014762
_refine_ls_shift/su_mean         0.0002339
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[\s^2^(F^2^) + ( 0.05P)^2^ +34.38P] 
 ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1320
_refine_ls_wR_factor_gt          0.1304
_refine_ls_wR_factor_ref         0.1320
_reflns_limit_h_max              18
_reflns_limit_h_min              -19
_reflns_limit_k_max              19
_reflns_limit_k_min              0
_reflns_limit_l_max              23
_reflns_limit_l_min              -23
_reflns_number_gt                8549
_reflns_number_total             8852
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   1.99
_oxford_diffrn_Wilson_scale      0.06
_oxford_refine_ls_r_factor_ref   0.0561
_oxford_refine_ls_scale          1.550(7)
_oxford_reflns_number_all        8852
_oxford_structure_analysis_title 'Mo_2\clare_003_mo_2.cif_od At 20:52 on 13/ 4'
_cod_data_source_file            d3cy01046e2.cif
_cod_data_source_block           global
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value 'not measured' was changed
to '?' -- the value is undefined or not given.

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 1570011.cif.
;
_cod_original_cell_volume        3445.143(17)
_cod_original_sg_symbol_H-M      'I a '
_cod_database_code               1570011
_oxford_refine_reflns_threshold_expression_ref I>-3.0\s(I)
_oxford_hooft_y                  0.100(9)
_oxford_bijvoet_difference       0.074(7)