#------------------------------------------------------------------------------
#$Date: 2019-07-18 12:11:31 +0300 (Thu, 18 Jul 2019) $
#$Revision: 217157 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/32/7233206.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7233206
loop_
_publ_author_name
'Tai Peng'
'Guomeng Li'
'Kaiqi Ye'
'Chenguang Wang'
'Shanshan Zhao'
'Yu Liu'
'Zhaomin Hou'
'Yue Wang'
_publ_section_title
;
 Highly efficient phosphorescent OLEDs with host-independent and
 concentration-insensitive properties based on a bipolar iridium complex
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              2920
_journal_page_last               2926
_journal_paper_doi               10.1039/C3TC00500C
_journal_volume                  1
_journal_year                    2013
_chemical_formula_moiety         'C35 H44 Ir N5'
_chemical_formula_sum            'C35 H44 Ir N5'
_chemical_formula_weight         726.95
_chemical_name_common            Ir(ppy)2(iPr2gua)
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                92.770(2)
_cell_angle_beta                 93.282(2)
_cell_angle_gamma                114.310(2)
_cell_formula_units_Z            2
_cell_length_a                   9.7802(12)
_cell_length_b                   11.7240(15)
_cell_length_c                   15.3546(19)
_cell_measurement_temperature    173(2)
_cell_volume                     1596.9(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.926
_diffrn_measured_fraction_theta_max 0.926
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_sigmaI/netI    0.0382
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7739
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         1.33
_exptl_absorpt_coefficient_mu    4.212
_exptl_absorpt_correction_T_max  0.3647
_exptl_absorpt_correction_T_min  0.2836
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_density_diffrn    1.512
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             732
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         1.357
_refine_diff_density_min         -0.975
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    none
_refine_ls_matrix_type           full
_refine_ls_number_parameters     378
_refine_ls_number_reflns         5217
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0302
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0486P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0739
_refine_ls_wR_factor_ref         0.0748
_reflns_number_gt                4787
_reflns_number_total             5217
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            J-Mat-Chem-C-2013-1-2920.cif
_cod_data_source_block           9702nsu
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7233206
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.685559(18) 0.243456(15) 0.771949(10) 0.02613(8) Uani 1 1 d . . .
N1 N 0.7346(5) 0.1693(4) 0.6618(3) 0.0398(10) Uani 1 1 d . . .
N2 N 0.6340(4) 0.2974(4) 0.8896(2) 0.0281(8) Uani 1 1 d . . .
N3 N 0.5815(4) 0.3521(4) 0.7063(2) 0.0303(9) Uani 1 1 d . . .
N4 N 0.8230(4) 0.4319(4) 0.7401(2) 0.0286(8) Uani 1 1 d . . .
N5 N 0.7189(5) 0.5696(4) 0.6773(3) 0.0365(9) Uani 1 1 d . . .
C1 C 0.8318(5) 0.1809(5) 0.8252(4) 0.0375(12) Uani 1 1 d . . .
C2 C 0.8883(6) 0.1195(5) 0.7643(4) 0.0481(15) Uani 1 1 d . . .
C3 C 0.9954(7) 0.0745(6) 0.7926(6) 0.072(2) Uani 1 1 d . . .
H3 H 1.0336 0.0352 0.7509 0.086 Uiso 1 1 calc R . .
C4 C 1.0450(8) 0.0867(7) 0.8791(6) 0.080(2) Uani 1 1 d . . .
H4 H 1.1174 0.0564 0.8975 0.096 Uiso 1 1 calc R . .
C5 C 0.9893(7) 0.1428(7) 0.9384(5) 0.073(2) Uani 1 1 d . . .
H5 H 1.0228 0.1498 0.9985 0.088 Uiso 1 1 calc R . .
C6 C 0.8844(6) 0.1907(6) 0.9137(4) 0.0503(14) Uani 1 1 d . . .
H6 H 0.8486 0.2300 0.9568 0.060 Uiso 1 1 calc R . .
C7 C 0.8317(6) 0.1123(5) 0.6739(4) 0.0492(15) Uani 1 1 d . . .
C8 C 0.8669(8) 0.0558(6) 0.6020(5) 0.069(2) Uani 1 1 d . . .
H8 H 0.9340 0.0166 0.6100 0.082 Uiso 1 1 calc R . .
C9 C 0.8057(9) 0.0563(7) 0.5203(6) 0.088(3) Uani 1 1 d . . .
H9 H 0.8300 0.0172 0.4716 0.105 Uiso 1 1 calc R . .
C10 C 0.7073(8) 0.1140(7) 0.5078(4) 0.075(2) Uani 1 1 d . . .
H10 H 0.6642 0.1150 0.4509 0.090 Uiso 1 1 calc R . .
C11 C 0.6737(7) 0.1700(6) 0.5805(4) 0.0543(16) Uani 1 1 d . . .
H11 H 0.6068 0.2095 0.5730 0.065 Uiso 1 1 calc R . .
C12 C 0.5187(5) 0.0807(4) 0.7982(3) 0.0306(10) Uani 1 1 d . . .
C13 C 0.4516(6) -0.0334(5) 0.7459(3) 0.0382(12) Uani 1 1 d . . .
H13 H 0.4869 -0.0396 0.6903 0.046 Uiso 1 1 calc R . .
C14 C 0.3349(6) -0.1370(5) 0.7738(4) 0.0487(14) Uani 1 1 d . . .
H14 H 0.2908 -0.2126 0.7368 0.058 Uiso 1 1 calc R . .
C15 C 0.2812(6) -0.1317(5) 0.8557(4) 0.0478(14) Uani 1 1 d . . .
H15 H 0.2019 -0.2032 0.8746 0.057 Uiso 1 1 calc R . .
C16 C 0.3454(6) -0.0203(5) 0.9093(4) 0.0405(12) Uani 1 1 d . . .
H16 H 0.3111 -0.0154 0.9655 0.049 Uiso 1 1 calc R . .
C17 C 0.4603(5) 0.0840(5) 0.8799(3) 0.0312(10) Uani 1 1 d . . .
C18 C 0.5271(5) 0.2069(5) 0.9301(3) 0.0313(10) Uani 1 1 d . . .
C19 C 0.4862(6) 0.2361(5) 1.0115(3) 0.0425(13) Uani 1 1 d . . .
H19 H 0.4114 0.1726 1.0402 0.051 Uiso 1 1 calc R . .
C20 C 0.5541(7) 0.3562(6) 1.0496(3) 0.0473(14) Uani 1 1 d . . .
H20 H 0.5273 0.3760 1.1050 0.057 Uiso 1 1 calc R . .
C21 C 0.6616(6) 0.4486(5) 1.0076(3) 0.0438(13) Uani 1 1 d . . .
H21 H 0.7086 0.5326 1.0328 0.053 Uiso 1 1 calc R . .
C22 C 0.6992(6) 0.4156(5) 0.9279(3) 0.0345(11) Uani 1 1 d . . .
H22 H 0.7739 0.4785 0.8988 0.041 Uiso 1 1 calc R . .
C23 C 0.4308(5) 0.3482(5) 0.6919(3) 0.0367(11) Uani 1 1 d . . .
H23 H 0.4377 0.4245 0.6626 0.044 Uiso 1 1 calc R . .
C24 C 0.3595(6) 0.3455(6) 0.7792(4) 0.0461(13) Uani 1 1 d . . .
H24A H 0.4231 0.4204 0.8173 0.069 Uiso 1 1 calc R . .
H24B H 0.3509 0.2702 0.8078 0.069 Uiso 1 1 calc R . .
H24C H 0.2592 0.3441 0.7678 0.069 Uiso 1 1 calc R . .
C25 C 0.3305(6) 0.2316(6) 0.6330(4) 0.0507(15) Uani 1 1 d . . .
H25A H 0.3345 0.1571 0.6572 0.076 Uiso 1 1 calc R . .
H25B H 0.3659 0.2391 0.5742 0.076 Uiso 1 1 calc R . .
H25C H 0.2265 0.2236 0.6297 0.076 Uiso 1 1 calc R . .
C26 C 0.9818(5) 0.5117(5) 0.7352(3) 0.0342(11) Uani 1 1 d . . .
H26 H 0.9930 0.5978 0.7225 0.041 Uiso 1 1 calc R . .
C27 C 1.0685(6) 0.5196(5) 0.8234(3) 0.0451(13) Uani 1 1 d . . .
H27A H 1.0522 0.4349 0.8383 0.068 Uiso 1 1 calc R . .
H27B H 1.0325 0.5594 0.8688 0.068 Uiso 1 1 calc R . .
H27C H 1.1762 0.5697 0.8193 0.068 Uiso 1 1 calc R . .
C28 C 1.0477(6) 0.4605(6) 0.6627(4) 0.0523(15) Uani 1 1 d . . .
H28A H 0.9934 0.4567 0.6062 0.078 Uiso 1 1 calc R . .
H28B H 1.0374 0.3761 0.6746 0.078 Uiso 1 1 calc R . .
H28C H 1.1545 0.5160 0.6609 0.078 Uiso 1 1 calc R . .
C29 C 0.8907(8) 0.6974(7) 0.5717(5) 0.079(2) Uani 1 1 d . . .
H29A H 0.9658 0.6642 0.5853 0.119 Uiso 1 1 calc R . .
H29B H 0.9132 0.7733 0.6100 0.119 Uiso 1 1 calc R . .
H29C H 0.8934 0.7180 0.5105 0.119 Uiso 1 1 calc R . .
C30 C 0.6923(7) 0.4815(7) 0.5243(4) 0.0613(18) Uani 1 1 d . . .
H30A H 0.5898 0.4214 0.5329 0.092 Uiso 1 1 calc R . .
H30B H 0.7628 0.4433 0.5368 0.092 Uiso 1 1 calc R . .
H30C H 0.6969 0.5041 0.4636 0.092 Uiso 1 1 calc R . .
C31 C 0.7347(6) 0.5990(6) 0.5859(4) 0.0495(14) Uani 1 1 d . . .
H31 H 0.6615 0.6358 0.5703 0.059 Uiso 1 1 calc R . .
C32 C 0.8307(10) 0.7312(8) 0.8045(5) 0.091(3) Uani 1 1 d . . .
H32A H 0.9068 0.7903 0.7705 0.136 Uiso 1 1 calc R . .
H32B H 0.8717 0.6772 0.8324 0.136 Uiso 1 1 calc R . .
H32C H 0.8031 0.7780 0.8496 0.136 Uiso 1 1 calc R . .
C33 C 0.6943(8) 0.6521(6) 0.7451(4) 0.0608(17) Uani 1 1 d . . .
H33 H 0.6259 0.5923 0.7841 0.073 Uiso 1 1 calc R . .
C34 C 0.6061(9) 0.7211(7) 0.7111(5) 0.074(2) Uani 1 1 d . . .
H34A H 0.5071 0.6606 0.6853 0.112 Uiso 1 1 calc R . .
H34B H 0.6602 0.7751 0.6663 0.112 Uiso 1 1 calc R . .
H34C H 0.5932 0.7728 0.7593 0.112 Uiso 1 1 calc R . .
C35 C 0.7076(5) 0.4532(4) 0.7055(3) 0.0295(10) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C1 Ir1 C12 87.75(19) . .
C1 Ir1 N1 80.3(2) . .
C12 Ir1 N1 94.51(18) . .
C1 Ir1 N2 94.44(18) . .
C12 Ir1 N2 80.08(17) . .
N1 Ir1 N2 172.67(16) . .
C1 Ir1 N4 104.96(17) . .
C12 Ir1 N4 166.77(16) . .
N1 Ir1 N4 91.31(16) . .
N2 Ir1 N4 95.02(15) . .
C1 Ir1 N3 164.84(17) . .
C12 Ir1 N3 107.35(16) . .
N1 Ir1 N3 96.66(17) . .
N2 Ir1 N3 89.72(15) . .
N4 Ir1 N3 60.09(14) . .
C11 N1 C7 120.1(5) . .
C11 N1 Ir1 123.7(4) . .
C7 N1 Ir1 116.1(4) . .
C22 N2 C18 119.3(4) . .
C22 N2 Ir1 124.2(3) . .
C18 N2 Ir1 116.5(3) . .
C35 N3 C23 125.0(4) . .
C35 N3 Ir1 94.9(3) . .
C23 N3 Ir1 137.2(3) . .
C35 N4 C26 125.6(4) . .
C35 N4 Ir1 95.1(3) . .
C26 N4 Ir1 138.2(3) . .
C35 N5 C31 122.2(4) . .
C35 N5 C33 114.7(4) . .
C31 N5 C33 122.7(5) . .
C6 C1 C2 117.0(5) . .
C6 C1 Ir1 128.4(4) . .
C2 C1 Ir1 114.6(4) . .
C3 C2 C1 120.5(6) . .
C3 C2 C7 124.4(6) . .
C1 C2 C7 115.0(5) . .
C4 C3 C2 120.9(7) . .
C5 C4 C3 119.2(6) . .
C4 C5 C6 122.2(7) . .
C5 C6 C1 120.2(6) . .
N1 C7 C8 119.6(6) . .
N1 C7 C2 113.8(4) . .
C8 C7 C2 126.6(6) . .
C9 C8 C7 120.4(7) . .
C8 C9 C10 120.2(6) . .
C11 C10 C9 118.5(7) . .
N1 C11 C10 121.3(7) . .
C13 C12 C17 116.5(4) . .
C13 C12 Ir1 128.8(4) . .
C17 C12 Ir1 114.7(3) . .
C14 C13 C12 121.4(5) . .
C13 C14 C15 120.9(5) . .
C16 C15 C14 119.3(5) . .
C15 C16 C17 119.4(5) . .
C16 C17 C12 122.6(5) . .
C16 C17 C18 122.6(4) . .
C12 C17 C18 114.7(4) . .
N2 C18 C19 120.0(5) . .
N2 C18 C17 113.9(4) . .
C19 C18 C17 126.1(5) . .
C20 C19 C18 119.9(5) . .
C19 C20 C21 120.0(5) . .
C20 C21 C22 118.2(5) . .
N2 C22 C21 122.6(5) . .
N3 C23 C25 109.9(4) . .
N3 C23 C24 111.0(4) . .
C25 C23 C24 108.9(5) . .
N4 C26 C28 111.3(4) . .
N4 C26 C27 109.3(4) . .
C28 C26 C27 109.5(4) . .
N5 C31 C29 112.6(5) . .
N5 C31 C30 111.9(5) . .
C29 C31 C30 111.1(5) . .
N5 C33 C32 114.8(6) . .
N5 C33 C34 113.9(5) . .
C32 C33 C34 114.3(6) . .
N3 C35 N4 109.9(4) . .
N3 C35 N5 125.1(4) . .
N4 C35 N5 124.9(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ir1 C1 2.011(5) .
Ir1 C12 2.013(5) .
Ir1 N1 2.035(4) .
Ir1 N2 2.043(4) .
Ir1 N4 2.158(4) .
Ir1 N3 2.179(4) .
N1 C11 1.353(7) .
N1 C7 1.378(7) .
N2 C22 1.350(6) .
N2 C18 1.354(6) .
N3 C35 1.314(6) .
N3 C23 1.459(6) .
N4 C35 1.340(6) .
N4 C26 1.456(6) .
N5 C35 1.415(6) .
N5 C31 1.463(7) .
N5 C33 1.482(7) .
C1 C6 1.407(8) .
C1 C2 1.420(8) .
C2 C3 1.410(9) .
C2 C7 1.451(9) .
C3 C4 1.368(11) .
C4 C5 1.361(11) .
C5 C6 1.401(8) .
C7 C8 1.392(8) .
C8 C9 1.360(11) .
C9 C10 1.397(12) .
C10 C11 1.391(8) .
C12 C13 1.406(7) .
C12 C17 1.412(7) .
C13 C14 1.389(8) .
C14 C15 1.399(8) .
C15 C16 1.393(8) .
C16 C17 1.394(7) .
C17 C18 1.469(7) .
C18 C19 1.403(7) .
C19 C20 1.368(8) .
C20 C21 1.379(8) .
C21 C22 1.381(7) .
C23 C25 1.524(7) .
C23 C24 1.541(7) .
C26 C28 1.532(7) .
C26 C27 1.534(7) .
C29 C31 1.523(9) .
C30 C31 1.525(8) .
C32 C33 1.494(9) .
C33 C34 1.494(8) .
