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_7704077
_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         'C27 H17 N3 O2'
_chemical_formula_sum            'C27 H17 N3 O2'
_chemical_formula_weight         415.43
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-11-03
_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                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   27.1016(9)
_cell_length_b                   11.3994(5)
_cell_length_c                   6.2796(3)
_cell_measurement_reflns_used    4124
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.7300
_cell_measurement_theta_min      3.5730
_cell_volume                     1940.03(14)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_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_temperature      100(2)
_diffrn_detector_area_resol_mean 16.2096
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
  1 omega  -12.00   96.00   1.0000   66.0000
omega____ theta____ kappa____ phi______ frames
    -       23.5178   19.0000 -120.0000 108

  2 omega    9.00   52.00   1.0000   66.0000
omega____ theta____ kappa____ phi______ frames
    -       23.5178   77.0000    0.0000 43

  3 omega  -79.00  -48.00   1.0000   66.0000
omega____ theta____ kappa____ phi______ frames
    -      -22.4241  -38.0000    0.0000 31

  4 omega   59.00  100.00   1.0000   66.0000
omega____ theta____ kappa____ phi______ frames
    -       23.5178 -178.0000   30.0000 41

  5 omega   -7.00   20.00   1.0000   66.0000
omega____ theta____ kappa____ phi______ frames
    -       23.5178   77.0000    0.0000 27

  6 omega   49.00   82.00   1.0000   66.0000
omega____ theta____ kappa____ phi______ frames
    -       23.5178   77.0000    0.0000 33

  7 omega    5.00   39.00   1.0000   66.0000
omega____ theta____ kappa____ phi______ frames
    -       23.5178   77.0000 -120.0000 34

  8 omega  -84.00  -57.00   1.0000   66.0000
omega____ theta____ kappa____ phi______ frames
    -      -22.4241  -19.0000  120.0000 27

  9 omega  -93.00  -47.00   1.0000   66.0000
omega____ theta____ kappa____ phi______ frames
    -      -22.4241 -178.0000  -90.0000 46

 10 omega  -45.00   -5.00   1.0000   66.0000
omega____ theta____ kappa____ phi______ frames
    -       23.5178  -49.0000  140.0000 40

 11 omega  -23.00   51.00   1.0000   66.0000
omega____ theta____ kappa____ phi______ frames
    -       23.5178  -99.0000 -150.0000 74

 12 omega   39.00   65.00   1.0000   66.0000
omega____ theta____ kappa____ phi______ frames
    -       23.5178  -99.0000  -30.0000 26
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0132876000
_diffrn_orient_matrix_UB_12      -0.0416467000
_diffrn_orient_matrix_UB_13      0.0611780000
_diffrn_orient_matrix_UB_21      -0.0087124000
_diffrn_orient_matrix_UB_22      0.0456191000
_diffrn_orient_matrix_UB_23      0.0670667000
_diffrn_orient_matrix_UB_31      -0.0208020000
_diffrn_orient_matrix_UB_32      0.0075176000
_diffrn_orient_matrix_UB_33      -0.0671737000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0515
_diffrn_reflns_av_unetI/netI     0.0478
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            19264
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.497
_diffrn_reflns_theta_min         2.877
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59838
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'translucent yellow'
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_description       needle
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -0.2(1)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         4446
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0435
_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^)+(0.0375P)^2^+0.4364P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0898
_refine_ls_wR_factor_ref         0.0935
_reflns_Friedel_coverage         0.833
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                4014
_reflns_number_total             4446
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0dt00568a2.cif
_cod_data_source_block           N^C6_1ver0-7093-10712_kkm3l
_cod_depositor_comments
'Adding full bibliography for 7704075--7704080.cif.'
_cod_database_code               7704077
_shelx_shelxl_version_number     2018/3
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.51
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 1.2(19)
 -0.2(19)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), 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)
;
_shelx_res_checksum              29875
_olex2_submission_special_instructions 'No special instructions were received'