PdII- and PtII-mediated coupling of aryl isocyanides with N-heterocyclic thiones
Popov, Roman A.; Mikherdov, Alexander S.; Novikov, Alexander S.; Myznikov, Leonid V.; Boyarskiy, Vadim P.; New Journal of Chemistry 45 (2021) 1785–1789; doi:10.1039/D0NJ05386D

data_7060164
_publ_section_title
;
 PdII- and PtII-mediated coupling of aryl isocyanides with N-heterocyclic
 thiones
;
_journal_issue                   4
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1785
_journal_page_last               1789
_journal_paper_doi               10.1039/D0NJ05386D
_journal_volume                  45
_journal_year                    2021
_chemical_formula_moiety         'C21 H22 Cl N5 Pd S, C1.5 H3 O0.5'
_chemical_formula_sum            'C22.5 H25 Cl N5 O0.5 Pd S'
_chemical_formula_weight         547.38
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-10-27
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-10-27 deposited with the CCDC.	2020-11-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.303(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   32.1380(6)
_cell_length_b                   7.47290(10)
_cell_length_c                   19.9249(3)
_cell_measurement_reflns_used    10948
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      31.8400
_cell_measurement_theta_min      2.9540
_cell_volume                     4708.09(13)
_computing_cell_refinement       'CrysAlisPro 1.171.39.44a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.44a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.44a (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      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2096
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.923
_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 -35.00   1.00    9.98    --  -25.43 137.00 -12.00   43
  2  \w     70.00  95.00   1.00    9.98    --   26.37  57.00 150.00   25
  3  \w      5.00  91.00   1.00    9.98    --   26.37  57.00 -60.00   86
  4  \w     24.00  50.00   1.00    9.98    --   26.37  57.00 150.00   26
  5  \w      5.00  87.00   1.00    9.98    --   26.37  57.00-150.00   82
  6  \w    -61.00   5.00   1.00    9.98    --  -25.43 -77.00  60.00   66
  7  \w    -67.00 -36.00   1.00    9.98    --  -25.43-178.00  90.00   31
  8  \w    -14.00  46.00   1.00    9.98    --   26.37 -57.00-150.00   60
  9  \w    -23.00  66.00   1.00    9.98    --   26.37 -99.00 150.00   89
 10  \w    -45.00  27.00   1.00    9.98    --   26.37 -38.00  30.00   72
 11  \w     59.00  79.00   1.00    9.98    --   26.37-137.00 -76.00   20
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0160049000
_diffrn_orient_matrix_UB_12      -0.0130573000
_diffrn_orient_matrix_UB_13      0.0290797000
_diffrn_orient_matrix_UB_21      -0.0157063000
_diffrn_orient_matrix_UB_22      -0.0147815000
_diffrn_orient_matrix_UB_23      0.0202434000
_diffrn_orient_matrix_UB_31      0.0002586000
_diffrn_orient_matrix_UB_32      -0.0928821000
_diffrn_orient_matrix_UB_33      -0.0073296000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.923
_diffrn_reflns_limit_h_max       47
_diffrn_reflns_limit_h_min       -46
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            33004
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.923
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.293
_diffrn_reflns_theta_min         2.634
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.012
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86895
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.44a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.544
_exptl_crystal_description       prism
_exptl_crystal_F_000             2224
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.632
_refine_diff_density_min         -0.671
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     287
_refine_ls_number_reflns         7722
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0261
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0228P)^2^+6.3193P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0572
_refine_ls_wR_factor_ref         0.0633
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6244
_reflns_number_total             7722
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0nj05386d3.cif
_cod_data_source_block           6a
_cod_depositor_comments
'Adding full bibliography for 7060163--7060166.cif.'
_cod_original_cell_volume        4708.08(13)
_cod_original_formula_sum        'C22.50 H25 Cl N5 O0.50 Pd S'
_cod_database_code               7060164
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C21 Cl N5 Pd S'
_shelx_estimated_absorpt_t_max   0.906
_shelx_estimated_absorpt_t_min   0.906
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.01
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C20(H20), C4(H4), C13(H13), C6(H6), C14(H14), C15(H15), C5(H5)
2.b Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C9(H9A,H9B,H9C), C8(H8A,H8B,H8C), C18(H18A,H18B,H18C),
 C17(H17A,H17B,H17C), C2S(H2SA,H2SB,H2SC)
;
_shelx_res_checksum              95763
_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 1.235
_oxdiff_exptl_absorpt_empirical_full_min 0.842