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_7045613
_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         'C42 H30 F4 Ir N5 O2'
_chemical_formula_sum            'C42 H30 F4 Ir N5 O2'
_chemical_formula_weight         904.91
_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                93.720(3)
_cell_angle_beta                 104.970(3)
_cell_angle_gamma                96.521(3)
_cell_formula_units_Z            4
_cell_length_a                   14.8872(7)
_cell_length_b                   16.5821(7)
_cell_length_c                   18.9038(8)
_cell_measurement_reflns_used    9881
_cell_measurement_temperature    200(1)
_cell_measurement_theta_max      66.40
_cell_measurement_theta_min      2.44
_cell_volume                     4457.4(3)
_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, 2017)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      200(1)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_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  0.0442
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            79873
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         66.689
_diffrn_reflns_theta_min         3.101
_exptl_absorpt_coefficient_mu    6.251
_exptl_absorpt_correction_T_max  0.891
_exptl_absorpt_correction_T_min  0.386
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1784
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_platon_squeeze_details
;
TITL shelx     P -1         R = 0.04
CELL   14.8872   16.5821   18.9038     93.72    104.97     96.52
SPGR P-1
C101 0.030 0.556 0.473 !       2.56 eA-3
C102 0.281 0.696 0.253 !       1.91 eA-3
C103 0.105 0.650 0.436 !       1.86 eA-3
C104 0.256 0.723 0.185 !       1.48 eA-3
C105 0.033 0.628 0.433 !       1.46 eA-3
C106 0.013 0.543 0.252 !       1.36 eA-3
Q107 0.640 0.312 0.328 !       1.33 eA-3
C108 0.054 0.556 0.305 !       1.28 eA-3
C109 0.015 0.992 0.025 !       1.25 eA-3
C110 0.889 0.470 0.075 !       1.23 eA-3
C111 0.080 0.960 0.073 !       1.22 eA-3
C112 0.087 0.929 0.081 !       1.21 eA-3
C113 0.076 0.904 0.110 !       1.21 eA-3
C114 0.864 0.440 0.042 !       1.20 eA-3
C115 0.044 0.648 0.337 !       1.16 eA-3
C116 0.965 0.504 0.169 !       1.13 eA-3
C117 0.023 0.946 0.081 !       1.09 eA-3
C118 0.037 0.914 0.102 !       1.07 eA-3
C119 0.934 0.484 0.126 !       1.07 eA-3
C120 0.955 0.466 0.146 !       1.04 eA-3
C121 0.045 0.924 0.032 !       1.00 eA-3
Q122 0.488 0.340 0.294 !       0.97 eA-3
Q123 0.575 0.345 0.309 !       0.94 eA-3
C124 0.903 0.389 0.082 !       0.92 eA-3
Q125 0.499 0.827 0.440 !       0.89 eA-3
C126 0.880 0.416 0.016 !       0.87 eA-3
C127 0.133 0.734 0.156 !       0.86 eA-3
C128 0.186 0.542 0.021 !       0.85 eA-3
C129 0.143 0.683 0.246 !       0.85 eA-3
C130 0.914 0.432 0.138 !       0.83 eA-3
C131 0.110 0.627 0.237 !       0.82 eA-3
Q132 0.714 0.343 0.062 !       0.80 eA-3
C133 0.146 0.657 0.205 !       0.80 eA-3
C134 0.861 0.328 0.105 !       0.80 eA-3
C135 0.884 0.570 0.045 !       0.80 eA-3
Q136 0.639 0.830 0.191 !       0.79 eA-3
Q137 0.566 0.809 0.177 !       0.79 eA-3
C138 0.173 0.661 0.078 !       0.76 eA-3
Q139 0.720 0.832 0.186 !       0.75 eA-3
C140 0.932 0.562 0.091 !       0.75 eA-3
C141 0.143 0.707 0.105 !       0.74 eA-3
C142 0.953 0.682 0.040 !       0.73 eA-3
C143 0.174 0.797 0.153 !       0.73 eA-3
C144 0.186 0.607 0.052 !       0.69 eA-3
C145 0.897 0.644 0.009 !       0.69 eA-3
Q146 0.623 0.821 0.247 !       0.67 eA-3
C147 0.105 0.610 0.315 !       0.67 eA-3
Q148 0.684 0.833 0.123 !       0.66 eA-3
Q149 0.715 0.815 0.239 !       0.65 eA-3
Q150 0.499 0.332 0.345 !       0.64 eA-3
C151 0.132 0.661 0.033 !       0.64 eA-3
Q152 0.568 0.856 0.139 !       0.64 eA-3
C153 0.917 0.612 0.037 !       0.63 eA-3
C154 0.136 0.426 0.016 !       0.63 eA-3
C155 0.953 0.735 0.025 !       0.62 eA-3
C156 0.982 0.564 0.130 !       0.62 eA-3
C157 0.999 0.539 0.124 !       0.61 eA-3
Q158 0.361 0.873 0.405 !       0.61 eA-3
C159 0.045 0.679 0.012 !       0.60 eA-3
Q160 0.577 0.342 0.247 !       0.60 eA-3
Q161 0.622 0.298 0.287 !       0.60 eA-3
Q162 0.575 0.347 0.374 !       0.58 eA-3
C163 0.009 0.779 0.064 !       0.58 eA-3
C164 0.088 0.786 0.095 !       0.57 eA-3
Q165 0.153 1.007 0.314 !       0.54 eA-3
C166 0.982 0.531 0.067 !       0.53 eA-3
C167 0.245 0.663 0.077 !       0.53 eA-3
C168 0.922 0.093 0.027 !       0.52 eA-3
C169 1.001 0.717 0.028 !       0.52 eA-3
C170 0.066 0.556 0.014 !       0.51 eA-3
C171 0.085 0.688 0.124 !       0.50 eA-3
C172 0.866 0.335 0.154 !       0.50 eA-3
C173 0.981 0.624 0.035 !       0.50 eA-3
C174 0.015 0.337 0.003 !       0.50 eA-3
;
_platon_squeeze_void_average_x   0.000
_platon_squeeze_void_average_y   0.007
_platon_squeeze_void_average_z   -0.002
_platon_squeeze_void_count_electrons 265
_platon_squeeze_void_volume      1283
_refine_diff_density_max         1.213
_refine_diff_density_min         -0.891
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     973
_refine_ls_number_reflns         15721
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0271
_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^)+(0.0387P)^2^+1.4316P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0659
_refine_ls_wR_factor_ref         0.0699
_reflns_number_gt                12860
_reflns_number_total             15721
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7dt04369d2.cif
_cod_data_source_block           Compound_4a
_cod_depositor_comments
'Adding full bibliography for 7045610--7045613.cif.'
_cod_database_code               7045613
_shelx_shelxl_version_number     2017/1
_platon_squeeze_void_probe_radius 1.20
_shelx_res_checksum              6249
_shelx_fab_checksum              97599