Cyclometalated Platinum(II) Complexes with Acyclic Diaminocarbene Ligands for OLED Application
Katkova, Svetlana; Kozina, Daria O.; Kisel, Kristina S.; Sandzhieva, Maria A.; Tarvanen, Dmitriy; Makarov, Sergey; Porsev, Vitaly Veniaminovich; Tunik, Sergey P.; Kinzhalov, Mikhail A.; Dalton Transactions  (2023) –; doi:10.1039/D3DT00080J

data_7712522
_publ_section_title
;
 Cyclometalated Platinum(II) Complexes with Acyclic Diaminocarbene Ligands
 for OLED Application
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT00080J
_journal_year                    2023
_chemical_formula_moiety         'C23 H24 Cl N3 O Pt, 0.8[CH2Cl2]'
_chemical_formula_sum            'C23.8 H25.6 Cl2.6 N3 O Pt'
_chemical_formula_weight         656.93
_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     dual
_audit_creation_date             2023-02-03
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-02-03 deposited with the CCDC.	2023-03-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.2060(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   19.2185(2)
_cell_length_b                   10.5181(2)
_cell_length_c                   26.3711(4)
_cell_measurement_reflns_used    20458
_cell_measurement_temperature    100.01(13)
_cell_measurement_theta_max      69.8650
_cell_measurement_theta_min      2.7580
_cell_volume                     5322.37(14)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(13)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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    -20.00  25.00   0.50    3.00    --   38.95 -91.00 117.00   90
  2  \w     34.00  59.00   0.50    3.00    --   38.95 -91.00 117.00   50
  3  \w     53.00 104.00   0.50   13.00    --  100.00 -91.00 117.00  102
  4  \w    102.00 152.00   0.50   13.00    --  100.00  91.00-127.00  100
  5  \w   -101.00 -59.00   0.50    3.00    --  -38.95 -43.00 -90.00   84
  6  \w   -103.00 -25.00   0.50    3.00    --  -38.95 -21.00  90.00  156
  7  \w      6.00  31.00   0.50    3.00    --  -38.95  21.00 120.00   50
  8  \w    -57.00 -31.00   0.50    3.00    --  -38.95 -43.00 -90.00   52
  9  \w      0.00  25.00   0.50    3.00    --  -38.95  54.00-180.00   50
 10  \w    -50.00 -23.00   0.50    3.00    --  -38.95  32.00 -30.00   54
 11  \w    -20.00   6.00   0.50    3.00    --  -38.95  32.00 -30.00   52
 12  \w    -59.00 -26.00   0.50    3.00    --  -38.95  21.00 120.00   66
 13  \w    -70.00  20.00   0.50    3.00    --  -38.95  91.00-127.00  180
 14  \w    -45.00  -9.00   0.50    3.00    --  -38.95  54.00-180.00   72
 15  \w    -39.00  28.00   0.50    3.00    --  -38.95  77.00 -30.00  134
 16  \w     17.00  57.00   0.50    3.00    --   38.95  65.00 -30.00   80
 17  \w     70.00  95.00   0.50    3.00    --   38.95  65.00 -30.00   50
 18  \w     33.00  97.00   0.50    3.00    --   38.95-138.00  30.00  128
 19  \w    -27.00   5.00   0.50    3.00    --   38.95 -89.00-180.00   64
 20  \w     25.00  50.00   0.50    3.00    --   38.95 -89.00-180.00   50
 21  \w     21.00  46.00   0.50    3.00    --   38.95 -65.00  60.00   50
 22  \w     80.00 149.00   0.50   13.00    --  100.00  53.00 -90.00  138
 23  \w    132.00 157.00   0.50   13.00    --  100.00  30.00 -90.00   50
 24  \w    108.00 134.00   0.50   13.00    --  100.00  69.00 120.00   52
 25  \w     93.00 119.00   0.50   13.00    --  100.00  30.00 -90.00   52
 26  \w     69.00  95.00   0.50   13.00    --  100.00 -61.00  90.00   52
 27  \w     77.00 137.00   0.50   13.00    --  100.00 133.00-180.00  120
 28  \w     82.00 151.00   0.50   13.00    --  100.00  45.00-150.00  138
 29  \w     68.00  94.00   0.50   13.00    --  100.00 -53.00  90.00   52
 30  \w     79.00 111.00   0.50   13.00    --  100.00 -22.00  60.00   64
 31  \w     54.00  86.00   0.50   13.00    --  100.00 -77.00 120.00   64
 32  \w     36.00  78.00   0.50   13.00    --  100.00 -53.00 120.00   84
 33  \w     77.00 103.00   0.50   13.00    --  100.00 133.00 150.00   52
 34  \w    125.00 154.00   0.50   13.00    --  100.00 133.00 150.00   58
 35  \w    121.00 157.00   0.50   13.00    --  100.00  69.00 -60.00   72
 36  \w     34.00  72.00   0.50   13.00    --  100.00 -22.00  60.00   76
 37  \w     88.00 155.00   0.50   13.00    --  100.00  30.00  30.00  134
 38  \w     90.00 145.00   0.50   13.00    --  100.00  77.00-150.00  110
 39  \w     91.00 126.00   0.50   13.00    --  100.00 -77.00 -90.00   70
 40  \w     82.00 157.00   0.50   13.00    --  100.00  45.00   0.00  150
 41  \w    100.00 125.00   0.50   13.00    --  100.00 -69.00 120.00   50
 42  \w     88.00 113.00   0.50   13.00    --  100.00  69.00 -60.00   50
 43  \w     87.00 112.00   0.50   13.00    --  100.00 -86.00 120.00   50
 44  \w     95.00 123.00   0.50   13.00    --  100.00 133.00   0.00   56
 45  \w    128.00 153.00   0.50   13.00    --  100.00 133.00   0.00   50
 46  \w     36.00  62.00   0.50   13.00    --  100.00 -53.00  90.00   52
 47  \w     32.00  79.00   0.50   13.00    --  100.00 -86.00 120.00   94
 48  \w     88.00 122.00   0.50   13.00    --  100.00  37.00 150.00   68
 49  \w     45.00  94.00   0.50   13.00    --  100.00 -69.00 120.00   98
 50  \w     78.00 108.00   0.50   13.00    --  100.00-111.00-120.00   60
 51  \w     55.00 118.00   0.50   13.00    --  100.00 -45.00 120.00  126
 52  \w     81.00 141.00   0.50   13.00    --  100.00  22.00   0.00  120
 53  \w    -23.00   2.00   0.50    3.00    --   38.95 -91.00 117.00   50
 54  \w   -101.00 -60.00   0.50    3.00    --  -38.95 -43.00   0.00   82
 55  \w    -51.00  -5.00   0.50    3.00    --  -38.95  32.00-150.00   92
 56  \w    -51.00 -22.00   0.50    3.00    --  -38.95 -43.00   0.00   58
 57  \w      5.00  30.00   0.50    3.00    --  -38.95  32.00-150.00   50
 58  \w     64.00  90.00   0.50    3.00    --   38.95  32.00-120.00   52
 59  \w     41.00  67.00   0.50    3.00    --   38.95  43.00   0.00   52
 60  \w     71.00  97.00   0.50   13.00    --  100.00 -86.00  90.00   52
 61  \w     79.00 117.00   0.50   13.00    --  100.00-133.00 120.00   76
 62  \w     50.00  91.00   0.50   13.00    --  100.00-111.00 -60.00   82
 63  \w     78.00 130.00   0.50   13.00    --  100.00 -15.00-150.00  104
 64  \w     76.00 102.00   0.50   13.00    --  100.00  67.00-168.35   52
 65  \w     91.00 117.00   0.50   13.00    --  100.00-133.00-120.00   52
 66  \w    105.00 130.00   0.50   13.00    --  100.00 -86.00  90.00   50
 67  \w     90.00 115.00   0.50   13.00    --  100.00  30.00 -30.00   50
 68  \w     63.00 105.00   0.50   13.00    --  100.00 -77.00-180.00   84
 69  \w     99.00 157.00   0.50   13.00    --  100.00  37.00 -60.00  116
 70  \w     33.00  74.00   0.50   13.00    --  100.00 -37.00-180.00   82
 71  \w    132.00 157.00   0.50   13.00    --  100.00  53.00 -30.00   50
 72  \w     39.00  65.00   0.50   13.00    --  100.00-133.00-180.00   52
 73  \w     92.00 118.00   0.50   13.00    --  100.00-133.00-180.00   52
 74  \w     68.00 111.00   0.50   13.00    --  100.00-133.00  90.00   86
 75  \w     41.00  67.00   0.50   13.00    --  100.00 -15.00  90.00   52
 76  \w     91.00 116.00   0.50   13.00    --  100.00 -15.00  90.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0329232000
_diffrn_orient_matrix_UB_12      0.1332671000
_diffrn_orient_matrix_UB_13      -0.0051267000
_diffrn_orient_matrix_UB_21      -0.0262057000
_diffrn_orient_matrix_UB_22      -0.0116490000
_diffrn_orient_matrix_UB_23      0.0539646000
_diffrn_orient_matrix_UB_31      0.0683905000
_diffrn_orient_matrix_UB_32      0.0596147000
_diffrn_orient_matrix_UB_33      0.0220023000
_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  0.0594
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            48161
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.485
_diffrn_reflns_theta_max         67.485
_diffrn_reflns_theta_min         2.773
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    12.416
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68317
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.640
_exptl_crystal_description       prism
_exptl_crystal_F_000             2557
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         2.243
_refine_diff_density_min         -1.435
_refine_diff_density_rms         0.127
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     533
_refine_ls_number_reflns         9586
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0414
_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^)+(0.0685P)^2^+5.8920P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1095
_refine_ls_wR_factor_ref         0.1124
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8436
_reflns_number_total             9586
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt00080j2.cif
_cod_data_source_block           5069_ksa526m
_cod_depositor_comments
;

2024-12-16
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_weight         1313.86
_cod_original_formula_moiety         '2(C23 H24 Cl N3 O Pt), 1.6[CH2Cl2]'
_cod_original_formula_units_Z            4
_cod_original_formula_sum        'C47.60 H51.20 Cl5.20 N6 O2 Pt2'
_cod_database_code               7712522
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C23 H24 Cl1 N3 Pt1'
_shelx_estimated_absorpt_t_max   0.437
_shelx_estimated_absorpt_t_min   0.171
_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
 N2-H2
 0.67 with sigma of 0.002
 N5-H5A
 0.67 with sigma of 0.002
3.a Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C23(H23A,H23B), C22(H22A,H22B), C21(H21A,H21B), C44(H44A,
 H44B), C46(H46A,H46B), C43(H43A,H43B), C45(H45A,H45B)
3.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C15(H15), C34(H34), C41(H41), C2(H2A), C37(H37), C18(H18), C10(H10),
  C40(H40), C28(H28), C3(H3), C17(H17), C31(H31), C38(H38), C11(H11), C27(H27),
 C8(H8), C33(H33), C9(H9), C25(H25), C5(H5), C26(H26), C32(H32), C4(H4)
3.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C42(H42A,H42B,H42C)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 274 electrons were 
found in a volume of 1476\%A^3^ in 2 voids per unit cell. 
This is consistent with the presence of 
1.6[CH2Cl2] per Formula Unit which account for 
269 electrons per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              84720
_shelx_hkl_checksum              55757
_shelx_fab_checksum              30180
_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 5.052
_oxdiff_exptl_absorpt_empirical_full_min 0.694