Luminescent organic dyes containing a phenanthro[9,10-D]imidazole core and [Ir(N^C)(N^N)]<sup>+</sup> complexes based on the cyclometalating and diimine ligands of this type.
Solomatina, Anastasia I.; Kuznetsov, Kirill M.; Gurzhiy, Vladislav V.; Pavlovskiy, Vladimir V.; Porsev, Vitaly V.; Evarestov, Robert A.; Tunik, Sergey P.; Dalton transactions (Cambridge, England : 2003) 49 (2020) 6751–6763; doi:10.1039/d0dt00568a

data_7704079
_publ_section_title
;
 Luminescent organic dyes containing a phenanthro[9,10-D]imidazole core
 and [Ir(N^C)(N^N)]<sup>+</sup> complexes based on the cyclometalating and
 diimine ligands of this type.
;
_journal_issue                   20
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6751
_journal_page_last               6763
_journal_paper_doi               10.1039/d0dt00568a
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C80 H49 I2 Ir N7, F6 P'
_chemical_formula_sum            'C80 H49 F6 I2 Ir N7 P'
_chemical_formula_weight         1699.23
_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
_audit_creation_date             2019-11-07
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-11-10 deposited with the CCDC.	2020-04-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 120.633(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   52.252(2)
_cell_length_b                   13.6314(4)
_cell_length_c                   23.8081(9)
_cell_measurement_reflns_used    4380
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      71.3490
_cell_measurement_theta_min      3.3560
_cell_volume                     14591.3(12)
_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(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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     -8.00  28.00   0.50    3.00    --  -38.70  82.00 -57.00   72
  2  \w    -64.00 -18.00   0.50    3.00    --  -38.70  82.00 -57.00   92
  3  \w     50.00 130.00   0.50    5.00    --  102.95 -82.00-179.00  160
  4  \w     81.00 135.00   0.50    5.00    --  102.95  82.00 -57.00  108
  5  \w   -104.00 -64.00   0.50    3.00    --  -38.70 -43.00-180.00   80
  6  \w   -101.00 -54.00   0.50    3.00    --  -38.70 -32.00  30.00   94
  7  \w    -91.00 -24.00   0.50    3.00    --  -38.70 -43.00  60.00  134
  8  \w    -61.00 -22.00   0.50    3.00    --  -38.70 -43.00-180.00   78
  9  \w   -104.00 -60.00   0.50    3.00    --  -38.70 -65.00-180.00   88
 10  \w    -56.00 -29.00   0.50    3.00    --  -38.70 -65.00-180.00   54
 11  \w    -60.00   6.00   0.50    3.00    --  -38.70  77.00-120.00  132
 12  \w    -21.00  50.00   0.50    3.00    --   38.70 -54.00-150.00  142
 13  \w     20.00  45.00   0.50    3.00    --   38.70  54.00 150.00   50
 14  \w     22.00 105.00   0.50    3.00    --   38.70  43.00  60.00  166
 15  \w     23.00  97.00   0.50    3.00    --   38.70  21.00 -30.00  148
 16  \w    -26.00  39.00   0.50    3.00    --   38.70 -43.00-120.00  130
 17  \w      9.00  38.00   0.50    3.00    --   38.70 -82.00-179.00   58
 18  \w     51.00  90.00   0.50    3.00    --   38.70  54.00 150.00   78
 19  \w    114.00 155.00   0.50    5.00    --  102.95  33.00 -90.00   82
 20  \w    109.00 135.00   0.50    5.00    --  102.95 111.00-150.00   52
 21  \w     89.00 115.00   0.50    5.00    --  102.95 -42.00-150.00   52
 22  \w     81.00 156.00   0.50    5.00    --  102.95 111.00 -60.00  150
 23  \w     33.00 115.00   0.50    5.00    --  102.95 -25.00-180.00  164
 24  \w     76.00 113.00   0.50    5.00    --  102.95-111.00-180.00   74
 25  \w     41.00  98.00   0.50    5.00    --  102.95-133.00-180.00  114
 26  \w    114.00 154.00   0.50    5.00    --  102.95  50.00-180.00   80
 27  \w     40.00 125.00   0.50    5.00    --  102.95 -59.00-180.00  170
 28  \w     77.00 116.00   0.50    5.00    --  102.95 -42.00 -60.00   78
 29  \w     40.00  71.00   0.50    5.00    --  102.95 -42.00 -60.00   62
 30  \w     81.00 106.00   0.50    5.00    --  102.95 111.00-150.00   50
 31  \w     81.00 148.00   0.50    5.00    --  102.95  59.00  30.00  134
 32  \w     81.00 157.00   0.50    5.00    --  102.95  93.00 -30.00  152
 33  \w     64.00 105.00   0.50    5.00    --  102.95-111.00 -30.00   82
 34  \w     40.00 117.00   0.50    5.00    --  102.95 -68.00 -30.00  154
 35  \w    -20.00  -9.00   0.50    3.00    --  -38.70  82.00 -57.00   22
;
_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      0.0309405000
_diffrn_orient_matrix_UB_12      0.0465074000
_diffrn_orient_matrix_UB_13      0.0265523000
_diffrn_orient_matrix_UB_21      -0.0142944000
_diffrn_orient_matrix_UB_22      0.0866866000
_diffrn_orient_matrix_UB_23      -0.0475332000
_diffrn_orient_matrix_UB_31      -0.0036153000
_diffrn_orient_matrix_UB_32      0.0556020000
_diffrn_orient_matrix_UB_33      0.0518643000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0
_diffrn_reflns_av_unetI/netI     0.1009
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       61
_diffrn_reflns_limit_h_min       -64
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            13113
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.488
_diffrn_reflns_theta_max         67.488
_diffrn_reflns_theta_min         3.388
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    10.916
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.194
_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            'translucent yellow'
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_description       prism
_exptl_crystal_F_000             6640
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.057
_exptl_crystal_size_min          0.016
_platon_squeeze_details
;
The unit cell contains disordered solvent
molecules which have been treated
as a diffuse contribution to the overall scattering
without specific atom positions by SQUEEZE/PLATON:
total Potential Solvent Accessible Void Vol is 3033 Ang^3
and electron Count Voids / Cell =    893
that is approximately equal to 1 \~nhloroform
and 1 diethyl ether molecule per formula unit.
;
_refine_diff_density_max         1.262
_refine_diff_density_min         -1.309
_refine_diff_density_rms         0.134
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.898
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     887
_refine_ls_number_reflns         13113
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.898
_refine_ls_R_factor_all          0.1034
_refine_ls_R_factor_gt           0.0617
_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^)+(0.0812P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1420
_refine_ls_wR_factor_ref         0.1576
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7432
_reflns_number_total             13113
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0dt00568a2.cif
_cod_data_source_block           Compound_5_ir2_sq
_cod_depositor_comments
'Adding full bibliography for 7704075--7704080.cif.'
_cod_original_cell_volume        14591.3(11)
_cod_database_code               7704079
_shelx_shelxl_version_number     2018/3
_reflns_odcompleteness_completeness 99.50
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     69.95
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(F3A) = Uanis(F3)
Uanis(F4) = Uanis(F4A)
Uanis(F5) = Uanis(F5A)
Uanis(F6) = Uanis(F6A)
3. Others
 Sof(F3A)=Sof(F4A)=Sof(F5A)=Sof(F6A)=1-FVAR(1)
 Sof(F3)=Sof(F4)=Sof(F5)=Sof(F6)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13),
 C16(H16), C17(H17), C18(H18), C19(H19), C22(H22), C23(H23), C24(H24), C25(H25),
  C29(H29), C30(H30), C32(H32), C36(H36), C37(H37), C38(H38), C39(H39),
 C40(H40), C43(H43), C44(H44), C45(H45), C46(H46), C49(H49), C50(H50), C51(H51),
  C52(H52), C55(H55), C56(H56), C57(H57), C58(H58), C62(H62), C63(H63),
 C64(H64), C65(H65), C66(H66), C69(H69), C70(H70), C71(H71), C72(H72), C75(H75),
  C76(H76), C77(H77), C78(H78)
;
_shelx_res_checksum              3336
_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 2.604
_oxdiff_exptl_absorpt_empirical_full_min 0.705