Diazo Compounds and Palladium-Aryl Complexes: Trapping the Elusive Carbene Migratory Insertion Organometallic Products
Villalba, Francisco; Albeniz, Ana Carmen; Dalton Transactions  (2022) –; doi:10.1039/D2DT02775E

data_7711351
_publ_section_title
;
 Diazo Compounds and Palladium-Aryl Complexes: Trapping the Elusive
 Carbene Migratory Insertion Organometallic Products
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT02775E
_journal_year                    2022
_chemical_formula_moiety         'C41 H32 F5 P2 Pd, B F4'
_chemical_formula_sum            'C41 H32 B F9 P2 Pd'
_chemical_formula_weight         874.81
_chemical_name_systematic        FVP-455.4
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2019-05-02
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-07-07 deposited with the CCDC.	2022-09-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.335(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.1431(4)
_cell_length_b                   22.7544(7)
_cell_length_c                   16.9793(5)
_cell_measurement_reflns_used    5441
_cell_measurement_temperature    298
_cell_measurement_theta_max      27.6180
_cell_measurement_theta_min      3.7990
_cell_volume                     3796.8(2)
_computing_cell_refinement       'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45g (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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4757
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.841
_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    -91.00  23.00   1.00   72.39    --  -10.64 -19.00   0.00  114
  2  \w      2.00  60.00   1.00   72.39    --  -10.64  37.00-180.00   58
  3  \w     -3.00  23.00   1.00   72.39    --   12.20 -99.00 -60.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0418902000
_diffrn_orient_matrix_UB_12      0.0113429000
_diffrn_orient_matrix_UB_13      0.0242567000
_diffrn_orient_matrix_UB_21      0.0552676000
_diffrn_orient_matrix_UB_22      0.0171558000
_diffrn_orient_matrix_UB_23      0.0220887000
_diffrn_orient_matrix_UB_31      -0.0202191000
_diffrn_orient_matrix_UB_32      0.0234027000
_diffrn_orient_matrix_UB_33      -0.0279520000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_unetI/netI     0.0641
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.841
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            20113
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.841
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.538
_diffrn_reflns_theta_min         3.331
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.647
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.643
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.45g (Rigaku Oxford Diffraction, 2018)
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            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.530
_exptl_crystal_description       prism
_exptl_crystal_F_000             1760
_exptl_crystal_recrystallization_method
'slow solvent diffusion at low temperature'
_exptl_crystal_size_max          0.269
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.057
_refine_diff_density_max         1.234
_refine_diff_density_min         -0.522
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     487
_refine_ls_number_reflns         8931
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0961
_refine_ls_R_factor_gt           0.0544
_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^)+(0.0471P)^2^+3.3458P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1122
_refine_ls_wR_factor_ref         0.1320
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5787
_reflns_number_total             8931
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2dt02775e3.cif
_cod_data_source_block           fvp455-4
_cod_database_code               7711351
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C41 H32 B F9 P2 Pd'
_chemical_oxdiff_usercomment     'yellow plate'
_shelx_estimated_absorpt_t_max   0.964
_shelx_estimated_absorpt_t_min   0.845
_reflns_odcompleteness_completeness 99.72
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C5(H5), C11(H11), C26(H26)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1a,H1b), C14(H14a,H14b)
2.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C15(H15), C16(H16), C17(H17), C19(H19), C20(H20), C23(H23), C27(H27),
 C28(H28), C30(H30), C31(H31), C32(H32), C33(H33), C36(H36), C37(H37), C39(H39),
  C40(H40), C41(H41), C44(H44), C45(H45), C46(H46), C50(H50), C51(H51),
 C52(H52), C53(H53)
;
_shelx_res_checksum              48371
_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 1.524
_oxdiff_exptl_absorpt_empirical_full_min 0.679