Cyclometalated N-heterocyclic carbene iridium(iii) complexes with naphthalimide chromophores: a novel class of phosphorescent heteroleptic compounds.
Lanoë, Pierre-Henri; Chan, Jonny; Groué, Antoine; Gontard, Geoffrey; Jutand, Anny; Rager, Marie-Noelle; Armaroli, Nicola; Monti, Filippo; Barbieri, Andrea; Amouri, Hani; Dalton transactions (Cambridge, England : 2003) 47 (2018) 3440–3451; doi:10.1039/c7dt04369d

data_7045611
_publ_section_title
;
 Cyclometalated N-heterocyclic carbene iridium(iii) complexes with
 naphthalimide chromophores: a novel class of phosphorescent heteroleptic
 compounds.
;
_journal_issue                   10
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3440
_journal_page_last               3451
_journal_paper_doi               10.1039/c7dt04369d
_journal_volume                  47
_journal_year                    2018
_chemical_formula_moiety         'C46 H34 Ir N5 O2'
_chemical_formula_sum            'C46 H34 Ir N5 O2'
_chemical_formula_weight         880.98
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2017-09-05 deposited with the CCDC.
2018-01-24 downloaded from the CCDC.
;
_cell_angle_alpha                74.3020(10)
_cell_angle_beta                 89.5780(10)
_cell_angle_gamma                65.1590(10)
_cell_formula_units_Z            4
_cell_length_a                   13.5805(3)
_cell_length_b                   16.1341(4)
_cell_length_c                   21.2216(5)
_cell_measurement_reflns_used    9444
_cell_measurement_temperature    200(1)
_cell_measurement_theta_max      66.71
_cell_measurement_theta_min      3.16
_cell_volume                     4032.06(17)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2015)'
_diffrn_ambient_temperature      200(1)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_source         micro-source
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0237
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            56906
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         66.710
_diffrn_reflns_theta_min         3.159
_exptl_absorpt_coefficient_mu    6.749
_exptl_absorpt_correction_T_max  0.782
_exptl_absorpt_correction_T_min  0.326
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1752
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_platon_squeeze_details
;
TITL shelx     P -1         R = 0.04
CELL   13.5805   16.1341   21.2216     74.30     89.58     65.16
SPGR P-1
C101 0.934 0.156 0.107 !       3.37 eA-3
C102 0.893 0.065 0.052 !       3.32 eA-3
C103 0.892 0.091 0.111 !       2.48 eA-3
C104 0.921 0.231 0.370 !       2.35 eA-3
C105 0.144 0.111 0.424 !       2.24 eA-3
C106 0.983 0.024 0.155 !       1.78 eA-3
C107 0.922 0.182 0.173 !       1.59 eA-3
Q108 0.778 0.341 0.355 !       1.38 eA-3
C109 0.011 0.059 0.201 !       1.38 eA-3
C110 0.097 0.963 0.251 !       1.37 eA-3
C111 0.984 0.101 0.221 !       1.34 eA-3
Q112 0.473 0.156 0.157 !       1.07 eA-3
Q113 0.451 0.096 0.204 !       0.93 eA-3
Q114 0.997 0.545 0.317 !       0.65 eA-3
Q115 0.269 0.710 0.487 !       0.65 eA-3
Q116 0.674 0.442 0.360 !       0.63 eA-3
C117 0.999 0.041 0.032 !       0.59 eA-3
Q118 0.215 0.246 0.424 !       0.58 eA-3
Q119 0.951 0.661 0.267 !       0.57 eA-3
C120 0.927 0.225 0.266 !       0.56 eA-3
Q121 0.626 0.344 0.468 !       0.55 eA-3
Q122 0.420 0.349 0.483 !       0.54 eA-3
Q123 0.408 0.240 0.134 !       0.53 eA-3
Q124 0.577 0.490 0.329 !       0.53 eA-3
Q125 0.234 0.277 0.471 !       0.52 eA-3
Q126 0.389 0.635 0.200 !       0.52 eA-3
Q127 0.310 0.585 0.450 !       0.52 eA-3
Q128 0.405 0.604 0.221 !       0.51 eA-3
Q129 0.042 0.611 0.283 !       0.51 eA-3
Q130 0.032 0.630 0.253 !       0.51 eA-3
Q131 0.015 0.653 0.229 !       0.51 eA-3
Q132 0.705 0.151 0.499 !       0.51 eA-3
Q133 0.358 0.140 0.218 !       0.50 eA-3
;
_platon_squeeze_void_average_x   0.000
_platon_squeeze_void_average_y   0.000
_platon_squeeze_void_average_z   0.000
_platon_squeeze_void_count_electrons 128
_platon_squeeze_void_volume      626
_refine_diff_density_max         0.984
_refine_diff_density_min         -0.741
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1000
_refine_ls_number_reflns         14191
_refine_ls_number_restraints     25
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0265
_refine_ls_R_factor_gt           0.0246
_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^)+(0.0277P)^2^+5.8003P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0611
_refine_ls_wR_factor_ref         0.0625
_reflns_number_gt                13333
_reflns_number_total             14191
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7dt04369d2.cif
_cod_data_source_block           Compound_5a
_cod_depositor_comments
'Adding full bibliography for 7045610--7045613.cif.'
_cod_database_code               7045611
_shelx_shelxl_version_number     2017/1
_platon_squeeze_void_probe_radius 1.24
_shelx_res_checksum              8600
_shelx_fab_checksum              10386