Fungicide-inspired precursors of π-allylpalladium intermediates for palladium-catalyzed decarboxylative cycloadditions.
Li, Kuan; Zhen, Shuo; Wang, Wang; Du, Juan; Yu, Songcheng; Wu, Yongjun; Guo, Hongchao; Chemical science 14 (2023) 3024–3029; doi:10.1039/d3sc00112a

data_1568489
_publ_section_title
;
 Fungicide-inspired precursors of &#x3c0;-allylpalladium intermediates for
 palladium-catalyzed decarboxylative cycloadditions.
;
_journal_issue                   11
_journal_name_full               'Chemical science'
_journal_page_first              3024
_journal_page_last               3029
_journal_paper_doi               10.1039/d3sc00112a
_journal_volume                  14
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C27 H25 N3 O2'
_chemical_formula_sum            'C27 H25 N3 O2'
_chemical_formula_weight         423.50
_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   mixed
_audit_creation_date             2022-11-23
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-11-23 deposited with the CCDC.	2023-02-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.76060(10)
_cell_length_b                   10.33100(10)
_cell_length_c                   21.9651(3)
_cell_measurement_reflns_used    10455
_cell_measurement_temperature    173
_cell_measurement_theta_max      75.7010
_cell_measurement_theta_min      4.6880
_cell_volume                     2214.89(4)
_computing_cell_refinement       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      173.00
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2137
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_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    -86.00  -6.00   1.00    2.62    --  -42.06 125.00  30.00   80
  2  \w    -59.00  26.00   1.00    2.62    --  -42.06  57.00 -90.00   85
  3  \w   -113.00 -14.00   1.00    2.62    --  -42.06 -57.00 120.00   99
  4  \w     24.00 115.00   1.00    2.62    --   42.06  38.00  30.00   91
  5  \w     48.00  74.00   1.00    2.62    --   42.06 -77.00-120.00   26
  6  \w     84.00 111.00   1.00   11.00    --  110.95  30.00  60.00   27
  7  \w     76.00 107.00   1.00   11.00    --  110.95-125.00 120.00   31
  8  \w     38.00 137.00   1.00   11.00    --  110.95 -45.00   0.00   99
  9  \w     32.00 106.00   1.00   11.00    --  110.95 -95.00 -90.00   74
 10  \w     64.00 152.00   1.00   11.00    --  110.95 -15.00  90.00   88
 11  \w    110.00 142.00   1.00   11.00    --  110.95  77.00  90.00   32
 12  \w    104.00 178.00   1.00   11.00    --  110.95  77.00 -60.00   74
 13  \w     59.00  86.00   1.00   11.00    --  110.95 -77.00 120.00   27
 14  \w    142.00 178.00   1.00   11.00    --  110.95  30.00  60.00   36
 15  \w     39.00 137.00   1.00   11.00    --  110.95 -45.00-120.00   98
 16  \w     62.00 106.00   1.00   11.00    --  110.95 -95.00 120.00   44
 17  \w     38.00  68.00   1.00   11.00    --  110.95 -77.00-150.00   30
 18  \w     55.00 106.00   1.00   11.00    --  110.95 -95.00   0.00   51
 19  \w     44.00 107.00   1.00   11.00    --  110.95 -99.00-148.11   63
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0254322000
_diffrn_orient_matrix_UB_12      0.1457996000
_diffrn_orient_matrix_UB_13      0.0093449000
_diffrn_orient_matrix_UB_21      -0.0678401000
_diffrn_orient_matrix_UB_22      -0.0285057000
_diffrn_orient_matrix_UB_23      0.0618603000
_diffrn_orient_matrix_UB_31      0.1402528000
_diffrn_orient_matrix_UB_32      0.0127755000
_diffrn_orient_matrix_UB_33      0.0316905000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            15467
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.857
_diffrn_reflns_theta_min         4.025
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.645
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71085
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_description       plate
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.172
_refine_diff_density_min         -0.158
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details
;
 Flack x determined using 1781 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         4549
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0344
_refine_ls_R_factor_gt           0.0309
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0387P)^2^+0.2563P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0739
_refine_ls_wR_factor_ref         0.0755
_reflns_Friedel_coverage         0.744
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.979
_reflns_number_gt                4363
_reflns_number_total             4549
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc00112a2.cif
_cod_data_source_block           20221122zengyuan_auto
_cod_depositor_comments
'Adding full bibliography for 1568487--1568489.cif.'
_cod_database_code               1568489
_shelx_shelxl_version_number     2019/2
_shelx_estimated_absorpt_t_max   0.938
_shelx_estimated_absorpt_t_min   0.921
_olex2_refinement_description
;
1.a Ternary CH refined with riding coordinates:
 C8(H8)
1.b Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B)
1.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C14(H14), C7(H7), C20(H20), C10(H10), C13(H13), C4(H4), C23(H23),
 C27(H27), C11(H11), C12(H12), C3(H3), C25(H25), C24(H24), C26(H26)
1.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_shelx_res_checksum              98178
_shelx_hkl_checksum              47508
_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 1.433
_oxdiff_exptl_absorpt_empirical_full_min 0.340