Pyrazole based palladacycles for the synthesis of β-aminoketones by redox coupling of allyl alcohols and anilines.
Samser, Shaikh; Biswal, Priyabrata; Mamidala, Ramesh; Meher, Sushanta Kumar; Venkatasubbaiah, Krishnan; Organic & biomolecular chemistry 22 (2024) 8488–8492; doi:10.1039/d4ob01232a

data_7160150
_publ_section_title
;
 Pyrazole based palladacycles for the synthesis of &#x3b2;-aminoketones by
 redox coupling of allyl alcohols and anilines.
;
_journal_issue                   42
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              8488
_journal_page_last               8492
_journal_paper_doi               10.1039/d4ob01232a
_journal_volume                  22
_journal_year                    2024
_chemical_formula_moiety         'C46 H26 Cl2 F12 N4 Pd2'
_chemical_formula_sum            'C46 H26 Cl2 F12 N4 Pd2'
_chemical_formula_weight         1146.41
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3 :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-12-13
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2024-07-24 deposited with the CCDC.	2024-09-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            9
_cell_length_a                   27.7832(6)
_cell_length_b                   27.7832(6)
_cell_length_c                   15.2098(4)
_cell_measurement_reflns_used    9380
_cell_measurement_temperature    107(10)
_cell_measurement_theta_max      75.0460
_cell_measurement_theta_min      3.4070
_cell_volume                     10167.6(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      107(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_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    -78.00  14.00   0.50    0.50    --  -38.50 106.00-149.00  184
  2  \w      8.00  89.00   0.50    0.50    --   49.06-106.00 110.00  162
  3  \w    101.00 171.00   0.50    2.00    --  102.63 106.00-149.00  140
  4  \w     34.00 112.00   0.50    2.00    --  102.63-106.00 110.00  156
  5  \w    -42.00  28.00   0.50    0.50    --  -38.50  37.00   0.00  140
  6  \w    -17.00  52.00   0.50    0.50    --   49.06 -37.00-120.00  138
  7  \w     40.00 116.00   0.50    2.00    --  102.63 -61.00-180.00  152
  8  \w     94.00 159.00   0.50    2.00    --  102.63 125.00 -60.00  130
  9  \w    139.00 165.00   0.50    2.00    --  102.63  45.00-150.00   52
 10  \w     37.00 106.00   0.50    2.00    --  102.63 -30.00-180.00  138
 11  \w     35.00  94.00   0.50    2.00    --  102.63 -15.00 150.00  118
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0584999000
_diffrn_orient_matrix_UB_12      0.0449692000
_diffrn_orient_matrix_UB_13      -0.0294927000
_diffrn_orient_matrix_UB_21      -0.0207833000
_diffrn_orient_matrix_UB_22      0.0417548000
_diffrn_orient_matrix_UB_23      -0.0104639000
_diffrn_orient_matrix_UB_31      0.0156503000
_diffrn_orient_matrix_UB_32      0.0181723000
_diffrn_orient_matrix_UB_33      0.0963823000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1140
_diffrn_reflns_av_unetI/netI     0.0687
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            14690
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        66.581
_diffrn_reflns_theta_max         66.581
_diffrn_reflns_theta_min         3.438
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    8.294
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25326
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46b (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.685
_exptl_crystal_description       needle
_exptl_crystal_F_000             5076
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_refine_diff_density_max         2.958
_refine_diff_density_min         -2.706
_refine_diff_density_rms         0.274
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.338
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         3906
_refine_ls_number_restraints     69
_refine_ls_restrained_S_all      1.349
_refine_ls_R_factor_all          0.1038
_refine_ls_R_factor_gt           0.1006
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2893
_refine_ls_wR_factor_ref         0.2945
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3602
_reflns_number_total             3906
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ob01232a2.cif
_cod_data_source_block           kv-sam-35-cl-pd
_cod_depositor_comments
'Adding full bibliography for 7160150--7160151.cif.'
_cod_original_cell_volume        10167.6(5)
_cod_original_sg_symbol_H-M      'R -3'
_cod_database_code               7160150
_chemical_oxdiff_formula         'C30 H26 N4 Pd2 Cl2 F12'
_diffrn_oxdiff_ac3_digest_frames
;
01b5def9435e792714acf64aa2459d979d0162605e5
;
_diffrn_oxdiff_ac3_digest_hkl
;
0150118dd45b20cee74762263a719fb5f609ac
;
_reflns_odcompleteness_completeness 97.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C22-F6
 1.34 with sigma of 0.002
 C22-F5A
 1.34 with sigma of 0.002
 C22-F5
 1.34 with sigma of 0.002
 C22-F4
 1.34 with sigma of 0.002
 C22-F4A
 1.34 with sigma of 0.002
 C22-F6A
 1.34 with sigma of 0.002
3. Rigid body (RIGU) restrains
 F4, F5, F5A, F6, F6A, F4A, C22
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F4A, F4, F5, F5A, F6, F6A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Fixed Sof: F6(0.5) F6A(0.5) F4(0.5) F4A(0.5) F5(0.5) F5A(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C12(H12), C5(H5), C17(H17), C13(H13), C1AA(H1AA), C19(H19), C6(H6),
 C7(H7), C9(H9), C14(H14), C8(H8), C15(H15)
;
_shelx_res_checksum              66621
_shelx_shelxl_version_number     2016/4
_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 5.108
_oxdiff_exptl_absorpt_empirical_full_min 0.114