Towards structurally versatile mesoionic N-heterocyclic olefin ligands and their coordination to palladium, gold, and boron hydride.
Ževart, Tisa; Pinter, Balazs; Lozinšek, Matic; Urankar, Damijana; Jansen-van Vuuren, Ross D; Košmrlj, Janez; Dalton transactions (Cambridge, England : 2003) 53 (2024) 8915–8925; doi:10.1039/d4dt00195h

data_7715576
_publ_section_title
;
 Towards structurally versatile mesoionic N-heterocyclic olefin ligands
 and their coordination to palladium, gold, and boron hydride.
;
_journal_issue                   21
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8915
_journal_page_last               8925
_journal_paper_doi               10.1039/d4dt00195h
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C22 H22 B N3, 0.825(C H2 Cl2)'
_chemical_formula_sum            'C22.83 H23.65 B Cl1.65 N3'
_chemical_formula_weight         409.30
_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   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2023-09-19
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-09-27 deposited with the CCDC.	2024-03-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 115.988(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.8803(2)
_cell_length_b                   23.0698(3)
_cell_length_c                   10.6992(3)
_cell_measurement_reflns_used    15744
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      76.0000
_cell_measurement_theta_min      3.7730
_cell_volume                     2192.15(10)
_computing_cell_refinement       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_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    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6426
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.979
_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   -104.00 -73.00   1.00    5.00    --  -40.98 -43.00  59.79   31
  2  \w    -97.00 -14.00   1.00    5.00    --  -40.98 -57.00 150.00   83
  3  \w    -71.00  30.00   1.00    5.00    --  -40.98  77.00-180.00  101
  4  \w    -72.00  27.00   1.00    5.00    --  -40.98  77.00 -60.00   99
  5  \w   -112.00 -15.00   1.00    5.00    --  -40.98 -57.00 -30.00   97
  6  \w    -64.00 -17.00   1.00    5.00    --  -40.98 -43.00  59.79   47
  7  \w    -38.00  21.00   1.00    5.00    --  -40.98  57.00 120.00   59
  8  \w    -78.00 -40.00   1.00    5.00    --  -40.98 -57.00  60.00   38
  9  \w   -110.00 -17.00   1.00    5.00    --  -40.98 -41.00-142.77   93
 10  \w   -113.00 -87.00   1.00    5.00    --  -40.98 -57.00  60.00   26
 11  \w      9.00  39.00   1.00    5.00    --   40.98  76.00  -4.79   30
 12  \w     -8.00  74.00   1.00    5.00    --   40.98 -77.00   0.00   82
 13  \w     10.00  38.00   1.00    5.00    --   40.98  76.00  87.82   28
 14  \w      9.00  42.00   1.00    5.00    --   40.98  80.00 -84.92   33
 15  \w      9.00  34.00   1.00    5.00    --   40.98  76.00-136.14   25
 16  \w      8.00  41.00   1.00    5.00    --   40.98  78.00 156.89   33
 17  \w    141.00 170.00   1.00   20.00    --  112.00  58.00  40.47   29
 18  \w     84.00 138.00   1.00   20.00    --  112.00  58.00  40.47   54
 19  \w    136.00 165.00   1.00   20.00    --  112.00  55.00 146.02   29
 20  \w    147.00 173.00   1.00   20.00    --  112.00  60.00-100.79   26
 21  \w     61.00 137.00   1.00   20.00    --  112.00 -45.00 -30.00   76
 22  \w     83.00 109.00   1.00   20.00    --  112.00  63.00-132.92   26
 23  \w     83.00 127.00   1.00   20.00    --  112.00  60.00-100.79   44
 24  \w    145.00 172.00   1.00   20.00    --  112.00  63.00-132.92   27
 25  \w     34.00 102.00   1.00   20.00    --  112.00 -80.00 -95.22   68
 26  \w     85.00 110.00   1.00   20.00    --  112.00  57.00 174.13   25
 27  \w     83.00 110.00   1.00   20.00    --  112.00  59.00  76.55   27
 28  \w     81.00 114.00   1.00   20.00    --  112.00  69.00 -36.11   33
 29  \w    120.00 178.00   1.00   20.00    --  112.00  69.00 -36.11   58
 30  \w     38.00  64.00   1.00   20.00    --  112.00 -80.00 -47.50   26
 31  \w     84.00 110.00   1.00   20.00    --  112.00  55.00 146.02   26
 32  \w     81.00 107.00   1.00   20.00    --  112.00  71.00  91.90   26
 33  \w     83.00 109.00   1.00   20.00    --  112.00  61.00  52.31   26
 34  \w     83.00 175.00   1.00   20.00    --  112.00  67.00 -78.75   92
 35  \w     82.00 178.00   1.00   20.00    --  112.00  67.00   9.02   96
 36  \w    153.00 178.00   1.00   20.00    --  112.00  61.00 150.00   25
 37  \w     81.00 178.00   1.00   20.00    --  112.00  71.00 100.12   97
 38  \w     85.00 125.00   1.00   20.00    --  112.00  62.00 -12.15   40
 39  \w     81.00 107.00   1.00   20.00    --  112.00  71.00-167.78   26
 40  \w     64.00  90.00   1.00   20.00    --  112.00 -61.00 120.00   26
 41  \w     99.00 135.00   1.00   20.00    --  112.00 -61.00 120.00   36
 42  \w     39.00  72.00   1.00   20.00    --  112.00 -77.00   0.00   33
 43  \w     88.00 144.00   1.00   20.00    --  112.00 -77.00   0.00   56
 44  \w     83.00 109.00   1.00   20.00    --  112.00  61.00 -60.00   26
 45  \w    133.00 158.00   1.00   20.00    --  112.00  61.00 -60.00   25
 46  \w    127.00 153.00   1.00   20.00    --  103.58 117.00-156.00   26
 47  \w    151.00 177.00   1.00   20.00    --  103.58 111.00   0.00   26
 48  \w     64.00 109.00   1.00   20.00    --  103.58-111.00-180.00   45
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, 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      0.0598638000
_diffrn_orient_matrix_UB_12      -0.0621682000
_diffrn_orient_matrix_UB_13      0.0071369000
_diffrn_orient_matrix_UB_21      0.1625765000
_diffrn_orient_matrix_UB_22      0.0223956000
_diffrn_orient_matrix_UB_23      0.0791330000
_diffrn_orient_matrix_UB_31      -0.0080788000
_diffrn_orient_matrix_UB_32      -0.0095934000
_diffrn_orient_matrix_UB_33      0.1391130000
_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  0.0262
_diffrn_reflns_av_unetI/netI     0.0140
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            27485
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.654
_diffrn_reflns_theta_min         3.832
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.358
_exptl_absorpt_correction_T_max  0.716
_exptl_absorpt_correction_T_min  0.583
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.102a (Rigaku Oxford Diffraction, 2023)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_description       block
_exptl_crystal_F_000             859
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane/hexane'
_exptl_crystal_size_max          0.322
_exptl_crystal_size_mid          0.222
_exptl_crystal_size_min          0.206
_refine_diff_density_max         0.386
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     312
_refine_ls_number_reflns         4522
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0429
_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^)+(0.0591P)^2^+0.9991P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1161
_refine_ls_wR_factor_ref         0.1192
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4162
_reflns_number_total             4522
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4dt00195h2.cif
_cod_data_source_block           tzd1074_2
_cod_depositor_comments
'Adding full bibliography for 7715576--7715577.cif.'
_cod_original_cell_volume        2192.16(10)
_cod_database_code               7715576
_shelx_shelxl_version_number     2019/2
_chemical_oxdiff_formula         'C22.8 H23.6 B Cl1.6 N3'
_chemical_oxdiff_usercomment     '150 K, LT mount -70 C'
_shelx_estimated_absorpt_t_max   0.642
_shelx_estimated_absorpt_t_min   0.517
_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 C(H,H,H) groups
2. Restrained distances
 C23A-Cl1A \\sim C23A-Cl2A \\sim C23B-Cl1B \\sim C23B-Cl2B
 with sigma of 0.02
3. Others
 Sof(Cl1A)=Sof(Cl2A)=Sof(C23A)=Sof(H23B)=Sof(H23A)=FVAR(1)
 Sof(Cl1B)=Sof(Cl2B)=Sof(C23B)=Sof(H23D)=Sof(H23C)=FVAR(2)
4.a Secondary CH2 refined with riding coordinates:
 C23A(H23B,H23A), C23B(H23D,H23C)
4.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C11(H11), C12(H12), C13(H13),
 C14(H14), C15(H15), C17(H17), C18(H18), C20(H20), C21(H21)
4.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C)
;
_shelx_res_checksum              72351
_olex2_date_sample_data_collection 2021-05-01
_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 1.351
_oxdiff_exptl_absorpt_empirical_full_min 0.839