An efficient heterodinuclear Ir(iii)/Pt(ii) complex: synthesis, photophysics and application in light-emitting electrochemical cells
Shafikov, Marsel Z.; Tang, Shi; Larsen, Christian; Bodensteiner, Michael; Kozhevnikov, Valery N.; Edman, Ludvig; Journal of Materials Chemistry C 7 (2019) 10672–; doi:10.1039/C9TC02930C

data_7237913
_publ_section_title
;
 An efficient heterodinuclear Ir(iii)/Pt(ii) complex: synthesis,
 photophysics and application in light-emitting electrochemical cells
;
_journal_issue                   34
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              10672
_journal_paper_doi               10.1039/C9TC02930C
_journal_volume                  7
_journal_year                    2019
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C58 H67 Ir N4 O4 Pt'
_chemical_formula_sum            'C58 H67 Ir N4 O4 Pt'
_chemical_formula_weight         1271.44
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_Hall           'P 2c -2ac'
_space_group_name_H-M_alt        'P c a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-01-28
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_audit_update_record
;
2019-03-04 deposited with the CCDC.	2019-08-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.6736(2)
_cell_length_b                   20.2100(2)
_cell_length_c                   16.28070(10)
_cell_measurement_reflns_used    38545
_cell_measurement_temperature    123.01(10)
_cell_measurement_theta_max      76.2890
_cell_measurement_theta_min      4.2280
_cell_volume                     5815.20(9)
_computing_cell_refinement       'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.14a (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      123.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3546
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_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   -117.00 -12.00   0.75    2.50    --  -42.81 -77.00 -60.00  140
  2  \w    -27.00  69.00   0.75    2.50    --   42.81 -57.00 150.00  128
  3  \w    -20.00  82.00   0.75    2.50    --   42.81 -99.00  60.00  136
  4  \w     30.00 108.00   0.75   10.00    --  111.00 -94.00   0.00  104
  5  \w     39.00 120.00   0.75   10.00    --  111.00-125.00 150.00  108
  6  \w     30.00 108.00   0.75   10.00    --  111.00 -94.00-180.00  104
  7  \w     37.00 142.00   0.75   10.00    --  111.00 -77.00 120.00  140
  8  \w     83.00 158.00   0.75   10.00    --  111.00  61.00-180.00  100
  9  \w     24.00 156.75   0.75   10.00    --  111.00   0.00-180.00  177
 10  \w     87.00 156.75   0.75   10.00    --  111.00  45.00  30.00   93
 11  \w     40.00 121.00   0.75   10.00    --  111.00-126.00   2.00  108
 12  \w     37.00 142.00   0.75   10.00    --  111.00 -77.00 -90.00  140
 13  \w     40.00  76.00   0.75   10.00    --  111.00 -45.00  30.00   48
 14  \w     30.00 108.00   0.75   10.00    --  111.00 -94.00  60.00  104
 15  \w     39.00 120.00   0.75   10.00    --  111.00-125.00 -60.00  108
 16  \w     80.00 158.00   0.75   10.00    --  111.00  77.00-150.00  104
 17  \w     87.00 156.75   0.75   10.00    --  111.00  30.00   0.00   93
 18  \w     36.00  69.00   0.75   10.00    --  111.00 -30.00-120.00   44
 19  \w   -113.00 -17.00   0.75    2.50    --  -42.81 -57.00   0.00  128
 20  \w   -113.00 -17.00   0.75    2.50    --  -42.81 -57.00-180.00  128
 21  \w   -117.00 -12.00   0.75    2.50    --  -42.81 -77.00 120.00  140
 22  \w     36.00  69.00   0.75   10.00    --  111.00 -30.00 150.00   44
 23  \w     36.00  69.00   0.75   10.00    --  111.00 -30.00  90.00   44
 24  \w     83.00 158.00   0.75   10.00    --  111.00  61.00  60.00  100
 25  \w     83.00 124.25   0.75   10.00    --  111.00  61.00 150.00   55
 26  \w     87.00 156.75   0.75   10.00    --  111.00  30.00 -60.00   93
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Single source at offset/far, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0444977000
_diffrn_orient_matrix_UB_12      -0.0583764000
_diffrn_orient_matrix_UB_13      -0.0369106000
_diffrn_orient_matrix_UB_21      -0.0522789000
_diffrn_orient_matrix_UB_22      -0.0490070000
_diffrn_orient_matrix_UB_23      0.0451328000
_diffrn_orient_matrix_UB_31      -0.0536935000
_diffrn_orient_matrix_UB_32      -0.0007961000
_diffrn_orient_matrix_UB_33      -0.0745512000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            69489
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.635
_diffrn_reflns_theta_min         3.322
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    9.146
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_correction_T_min  0.123
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.14a (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 red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_description       needle
_exptl_crystal_F_000             2520
_exptl_crystal_preparation       Luminescent
_exptl_crystal_size_max          0.342
_exptl_crystal_size_mid          0.087
_exptl_crystal_size_min          0.048
_refine_diff_density_max         1.244
_refine_diff_density_min         -0.681
_refine_diff_density_rms         0.072
_refine_ls_abs_structure_details
;
 Flack x determined using 5145 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.003(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     685
_refine_ls_number_reflns         11699
_refine_ls_number_restraints     109
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0276
_refine_ls_R_factor_gt           0.0270
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0534P)^2^+1.7279P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0700
_refine_ls_wR_factor_ref         0.0707
_reflns_Friedel_coverage         0.849
_reflns_Friedel_fraction_full    0.938
_reflns_Friedel_fraction_max     0.910
_reflns_number_gt                11482
_reflns_number_total             11699
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9tc02930c2.cif
_cod_data_source_block           s015
_cod_database_code               7237913
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C58 H67 N4 O4 Pt Ir '
_chemical_oxdiff_usercomment     Shafikov_Czerwieniec_di-Pt-28
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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. Restrained distances
 C44-C45 \\sim C45-C43 \\sim C43-C44
 with sigma of 0.02
 C44A-C45A \\sim C45A-C43A \\sim C43A-C44A
 with sigma of 0.02
 C44-C42 \\sim C45A-C42 \\sim C45-C42 \\sim C43A-C42 \\sim C43-C42 \\sim
C44A-C42
 with sigma of 0.02
 C1-C23 \\sim C23-C22 \\sim C22-C1
 with sigma of 0.02
 C1A-C23A \\sim C23A-C22A \\sim C22A-C1A
 with sigma of 0.02
 C2-C1A \\sim C2-C1 \\sim C23A-C2 \\sim C23-C2 \\sim C22A-C2 \\sim C22-C2
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C44A \\sim C44 \\sim C45A \\sim C45 \\sim C43A \\sim C43: within 1.7A with
sigma of 0.01 and sigma for terminal atoms of 0.002
C1A \\sim C22 \\sim C22A \\sim C23 \\sim C23A \\sim C1: within 1.7A with sigma
of 0.01 and sigma for terminal atoms of 0.002
4. Others
 Sof(C44A)=Sof(H44D)=Sof(H44E)=Sof(H44F)=Sof(C43A)=Sof(H43D)=Sof(H43E)=
 Sof(H43F)=Sof(C45A)=Sof(H45D)=Sof(H45E)=Sof(H45F)=1-FVAR(1)
 Sof(C43)=Sof(H43A)=Sof(H43B)=Sof(H43C)=Sof(C45)=Sof(H45A)=Sof(H45B)=Sof(H45C)=
 Sof(C44)=Sof(H44A)=Sof(H44B)=Sof(H44C)=FVAR(1)
 Sof(C22A)=Sof(H22D)=Sof(H22E)=Sof(H22F)=Sof(C23A)=Sof(H23D)=Sof(H23E)=
 Sof(H23F)=Sof(C1A)=Sof(H1AA)=Sof(H1AB)=Sof(H1AC)=1-FVAR(2)
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=Sof(C23)=Sof(H23A)=Sof(H23B)=Sof(H23C)=
 Sof(C22)=Sof(H22A)=Sof(H22B)=Sof(H22C)=FVAR(2)
5.a Me refined with riding coordinates:
 C1(H1A,H1B,H1C), C23(H23A,H23B,H23C), C22(H22A,H22B,H22C), C22A(H22D,H22E,
 H22F), C23A(H23D,H23E,H23F), C1A(H1AA,H1AB,H1AC)
5.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C37(H37), C14(H14), C12(H12), C48(H48), C29(H29), C34(H34), C4(H4),
 C5(H5), C24(H24), C8(H8), C41(H41), C28(H28), C51(H51), C38(H38), C32(H32),
 C56(H56), C21(H21), C40(H40)
5.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C49(H49A,H49B,H49C), C25(H25A,H25B,
 H25C), C47(H47A,H47B,H47C), C58(H58A,H58B,H58C), C18(H18A,H18B,H18C), C53(H53A,
 H53B,H53C), C46(H46A,H46B,H46C), C54(H54A,H54B,H54C), C43(H43A,H43B,H43C),
 C45(H45A,H45B,H45C), C44(H44A,H44B,H44C), C44A(H44D,H44E,H44F), C43A(H43D,H43E,
 H43F), C45A(H45D,H45E,H45F)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              48620
_olex2_date_sample_data_collection 2019-01-16
_olex2_date_sample_submission    2019-01-11
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder oil'
_olex2_submission_original_sample_id di-Pt-28
_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
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 2.316
_oxdiff_exptl_absorpt_empirical_full_min 0.484