Pd(ii)-catalyzed β- and γ-C-(sp<sup>3</sup>)-H dienylation with allenyl acetates.
Shukla, Rahul K.; Nair, Akshay M.; Volla, Chandra M. R.; Chemical science 14 (2023) 955–962; doi:10.1039/d2sc05188e

data_1568218
_publ_section_title
;
 Pd(ii)-catalyzed &#x3b2;- and &#x3b3;-C-(sp<sup>3</sup>)-H dienylation
 with allenyl acetates.
;
_journal_issue                   4
_journal_name_full               'Chemical science'
_journal_page_first              955
_journal_page_last               962
_journal_paper_doi               10.1039/d2sc05188e
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C19 H17 N3 O Pd, H2 O'
_chemical_formula_sum            'C19 H19 N3 O2 Pd'
_chemical_formula_weight         427.77
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-12-28
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2021-07-12 deposited with the CCDC.	2022-12-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.052(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.9750(6)
_cell_length_b                   16.4265(10)
_cell_length_c                   13.4165(7)
_cell_measurement_reflns_used    3035
_cell_measurement_temperature    150
_cell_measurement_theta_max      71.8440
_cell_measurement_theta_min      4.2980
_cell_volume                     1712.17(19)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (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_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.997
_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   -173.00 -11.00   1.00    4.00    -- -101.00   0.00-108.00  162
  2  \w   -122.00  58.00   1.00    4.00    --  -32.00   0.00  36.00  180
  3  \w   -135.00 -11.00   1.00    4.00    -- -101.00  72.00  36.00  124
  4  \w   -135.00 -15.00   1.00    4.00    -- -101.00  72.00-108.00  120
  5  \w   -108.00 -14.00   1.00    4.00    -- -101.00  72.00 108.00   94
  6  \w   -183.00-111.00   1.00    4.00    -- -101.00 -72.00-108.00   72
  7  \w   -135.00 -13.00   1.00    4.00    -- -101.00  72.00 -36.00  122
  8  \w   -108.00 -14.00   1.00    4.00    -- -101.00  72.00-180.00   94
  9  \w    -50.00  49.00   1.00    4.00    --  -32.00  72.00-180.00   99
 10  \w    -52.00 -16.00   1.00    4.00    --  -32.00  72.00  36.00   36
 11  \w    -30.00   0.00   1.00    4.00    --  -32.00 -72.00-108.00   30
 12  \w   -191.00 -78.00   1.00    4.00    -- -101.00 -72.00 108.00  113
 13  \w   -189.00-127.00   1.00    4.00    -- -101.00 -72.00  36.00   62
 14  \w   -178.00-125.00   1.00    4.00    -- -101.00 -72.00-180.00   53
 15  \w   -191.00-183.00   1.00    4.00    -- -101.00   0.00-180.00    8
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1279776000
_diffrn_orient_matrix_UB_12      0.0591585000
_diffrn_orient_matrix_UB_13      -0.0664206000
_diffrn_orient_matrix_UB_21      -0.1513745000
_diffrn_orient_matrix_UB_22      -0.0497428000
_diffrn_orient_matrix_UB_23      0.0219420000
_diffrn_orient_matrix_UB_31      0.0009268000
_diffrn_orient_matrix_UB_32      0.0531596000
_diffrn_orient_matrix_UB_33      0.0948735000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1447
_diffrn_reflns_av_unetI/netI     0.0981
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16074
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.730
_diffrn_reflns_theta_min         4.323
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    8.889
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53060
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (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    1.659
_exptl_crystal_description       plate
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.102
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.912
_refine_diff_density_min         -1.024
_refine_diff_density_rms         0.197
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         3346
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.1102
_refine_ls_R_factor_gt           0.0787
_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^)+(0.1133P)^2^+3.8333P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1951
_refine_ls_wR_factor_ref         0.2328
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2325
_reflns_number_total             3346
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc05188e2.cif
_cod_data_source_block           cmrv-rs-4-py-1_cu
_cod_depositor_comments
'Adding full bibliography for 1568218--1568220.cif.'
_cod_original_cell_volume        1712.16(19)
_cod_database_code               1568218
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.718
_shelx_estimated_absorpt_t_min   0.415
_reflns_odcompleteness_completeness 98.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     72.58
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O004(H00Q,H00R)
2.b Ternary CH refined with riding coordinates:
 C00A(H00A), C00C(H00C)
2.c Secondary CH2 refined with riding coordinates:
 C00I(H00B,H00I), C00J(H00J,H00K)
2.d Aromatic/amide H refined with riding coordinates:
 C007(H007), C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G), C00H(H00H),
 C00K(H00L), C00L(H00M), C00M(H00N), C00N(H00O), C00O(H00P)
;
_shelx_res_checksum              15952
_shelx_hkl_checksum              51874
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.980
_oxdiff_exptl_absorpt_empirical_full_min 0.547