#------------------------------------------------------------------------------
#$Date: 2021-03-25 00:15:45 +0200 (Thu, 25 Mar 2021) $
#$Revision: 263294 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/85/4518578.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_4518578
loop_
_publ_author_name
'Tai, Wun-Shan'
'Gnanasekaran, Premkumar'
'Chen, Yi-Yang'
'Hung, Wen-Yi'
'Zhou, Xiuwen'
'Chou, Tai-Che'
'Lee, Gene-Hsiang'
'Chou, Pi-Tai'
'You, Caifa'
'Chi, Yun'
_publ_section_title
;
 Rational Tuning of Bis-Tridentate Ir(III) Phosphors to Deep-Blue with
 High Efficiency and Sub-microsecond Lifetime
;
_journal_name_full               'ACS Applied Materials & Interfaces'
_journal_paper_doi               10.1021/acsami.1c00238
_journal_year                    2021
_chemical_formula_sum            'C56 H57 F9 Ir N7 O4'
_chemical_formula_weight         1255.28
_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_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 111.9118(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.3902(5)
_cell_length_b                   20.8304(5)
_cell_length_c                   15.3854(4)
_cell_measurement_reflns_used    19978
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.00
_cell_measurement_theta_min      2.38
_cell_volume                     5468.0(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            29428
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.997
_diffrn_reflns_theta_min         2.385
_exptl_absorpt_coefficient_mu    2.525
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6643
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_description       rod
_exptl_crystal_F_000             2528
_exptl_crystal_size_max          0.252
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.122
_refine_diff_density_max         1.135
_refine_diff_density_min         -0.832
_refine_diff_density_rms         0.104
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         7994
_refine_ls_number_restraints     26
_refine_ls_restrained_S_all      1.177
_refine_ls_R_factor_all          0.0300
_refine_ls_R_factor_gt           0.0259
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0319P)²+12.9966P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0666
_refine_ls_wR_factor_ref         0.0698
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7458
_reflns_number_total             7994
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            am1c00238_si_003.cif
_cod_data_source_block           ic19799
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4518578
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.569
_shelx_estimated_absorpt_t_max   0.748
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir Ir 0.500000 0.33144(2) 0.750000 0.01461(4) Uani 1 2 d S T P . .
N1 N 0.500000 0.43559(13) 0.750000 0.0176(5) Uani 1 2 d S T P . .
N2 N 0.37628(12) 0.34090(9) 0.53798(13) 0.0196(4) Uani 1 1 d . . . . .
N3 N 0.40245(11) 0.24639(9) 0.60414(13) 0.0184(4) Uani 1 1 d . . . . .
N4 N 0.32503(14) 0.17913(11) 0.47377(16) 0.0274(5) Uani 1 1 d . . . . .
O1 O 0.63184(10) 0.43709(8) 0.76881(12) 0.0216(3) Uani 1 1 d . . . . .
C1 C 0.56482(14) 0.46933(11) 0.75786(15) 0.0190(4) Uani 1 1 d . . . . .
C2 C 0.56802(17) 0.53573(12) 0.76023(18) 0.0276(5) Uani 1 1 d . . . . .
H2 H 0.615343 0.557843 0.768610 0.033 Uiso 1 1 calc R U . . .
C3 C 0.500000 0.56892(18) 0.750000 0.0346(9) Uani 1 2 d S T P . .
H3 H 0.500001 0.614526 0.749999 0.042 Uiso 1 2 calc R U P . .
C4 C 0.57926(13) 0.33872(11) 0.68170(15) 0.0172(4) Uani 1 1 d . . . . .
C5 C 0.62915(14) 0.39148(11) 0.69925(15) 0.0189(4) Uani 1 1 d . . . . .
C6 C 0.68310(14) 0.40280(12) 0.65746(17) 0.0227(5) Uani 1 1 d . . . . .
H6 H 0.715902 0.439644 0.672991 0.027 Uiso 1 1 calc R U . . .
C7 C 0.68745(16) 0.35837(13) 0.59214(18) 0.0250(5) Uani 1 1 d . . . . .
C8 C 0.63791(16) 0.30525(13) 0.56935(17) 0.0248(5) Uani 1 1 d . . . . .
H8 H 0.640346 0.275206 0.524056 0.030 Uiso 1 1 calc R U . . .
C9 C 0.58489(14) 0.29641(11) 0.61318(16) 0.0208(4) Uani 1 1 d . . . . .
H9 H 0.550982 0.260261 0.596174 0.025 Uiso 1 1 calc R U . . .
C10 C 0.7438(2) 0.36788(15) 0.5440(2) 0.0379(7) Uani 1 1 d . . . . .
C11 C 0.41744(13) 0.31139(11) 0.62028(15) 0.0176(4) Uani 1 1 d . . . . .
C12 C 0.35202(14) 0.23559(12) 0.51250(16) 0.0207(4) Uani 1 1 d . . . . .
C13 C 0.33493(14) 0.29582(12) 0.46982(16) 0.0220(4) Uani 1 1 d . . . . .
C14 C 0.28474(17) 0.29984(14) 0.37705(18) 0.0298(5) Uani 1 1 d . . . . .
H14 H 0.271315 0.339603 0.344728 0.036 Uiso 1 1 calc R U . . .
C15 C 0.25526(18) 0.24135(15) 0.33436(19) 0.0354(6) Uani 1 1 d . . . . .
H15 H 0.220300 0.240680 0.270718 0.042 Uiso 1 1 calc R U . . .
C16 C 0.27633(18) 0.18395(15) 0.3836(2) 0.0337(6) Uani 1 1 d . . . . .
H16 H 0.254759 0.145394 0.351295 0.040 Uiso 1 1 calc R U . . .
C17 C 0.500000 0.23750(14) 0.750000 0.0161(5) Uani 1 2 d S T P . .
C18 C 0.44785(13) 0.20339(11) 0.67468(15) 0.0184(4) Uani 1 1 d . . . . .
C19 C 0.44591(15) 0.13661(11) 0.67292(17) 0.0217(4) Uani 1 1 d . . . . .
H19 H 0.409532 0.113702 0.621729 0.026 Uiso 1 1 calc R U . . .
C20 C 0.500000 0.10481(16) 0.750000 0.0234(7) Uani 1 2 d S T P A .
C21 C 0.500000 0.0331(2) 0.750000 0.0357(9) Uani 1 2 d DS T P . .
C22 C 0.38323(16) 0.41007(12) 0.52115(16) 0.0248(5) Uani 1 1 d . . . . .
H22 H 0.417453 0.429561 0.582107 0.030 Uiso 1 1 calc R U . . .
C23 C 0.42426(19) 0.41938(15) 0.4526(2) 0.0365(6) Uani 1 1 d . . . . .
H23A H 0.475705 0.398477 0.477214 0.055 Uiso 1 1 calc R U . . .
H23B H 0.431018 0.465357 0.444453 0.055 Uiso 1 1 calc R U . . .
H23C H 0.392520 0.400293 0.392112 0.055 Uiso 1 1 calc R U . . .
C24 C 0.3041(2) 0.44355(15) 0.4908(2) 0.0395(7) Uani 1 1 d . . . . .
H24A H 0.270802 0.428810 0.428008 0.059 Uiso 1 1 calc R U . . .
H24B H 0.311639 0.490074 0.489684 0.059 Uiso 1 1 calc R U . . .
H24C H 0.278886 0.433332 0.535063 0.059 Uiso 1 1 calc R U . . .
F1 F 0.70832(15) 0.38692(14) 0.45494(15) 0.0679(7) Uani 1 1 d . . . . .
F2 F 0.79763(12) 0.41265(10) 0.58353(16) 0.0512(5) Uani 1 1 d . . . . .
F3 F 0.78316(17) 0.31424(11) 0.5421(2) 0.0747(9) Uani 1 1 d . . . . .
F4 F 0.5729(3) 0.00859(18) 0.7820(4) 0.0621(13) Uani 0.5 1 d . U P A -1
F5 F 0.4747(4) 0.00808(19) 0.6627(3) 0.0671(14) Uani 0.5 1 d . U P A -1
F6 F 0.4634(5) 0.0072(3) 0.7954(6) 0.0780(15) Uani 0.5 1 d D U P A -1
O2 O 0.76208(18) 0.43572(16) 0.2622(2) 0.0647(8) Uani 1 1 d . . . . .
C25 C 0.8169(2) 0.43567(16) 0.3363(2) 0.0397(7) Uani 1 1 d . . . . .
C26 C 0.8632(3) 0.37638(19) 0.3735(3) 0.0552(10) Uani 1 1 d . . . . .
H26A H 0.851799 0.344612 0.323213 0.083 Uiso 1 1 calc R U . . .
H26B H 0.849059 0.358751 0.424185 0.083 Uiso 1 1 calc R U . . .
H26C H 0.919220 0.386727 0.397764 0.083 Uiso 1 1 calc R U . . .
C27 C 0.8401(3) 0.49511(19) 0.3939(3) 0.0578(10) Uani 1 1 d . . . . .
H27A H 0.801998 0.529182 0.364788 0.087 Uiso 1 1 calc R U . . .
H27B H 0.892174 0.508756 0.397635 0.087 Uiso 1 1 calc R U . . .
H27C H 0.841347 0.486526 0.457039 0.087 Uiso 1 1 calc R U . . .
C28 C 0.4619(6) 0.2545(10) 0.2623(9) 0.478(17) Uiso 1 1 d D . . . .
H28A H 0.446199 0.299167 0.268885 0.574 Uiso 1 1 calc R U . . .
H28B H 0.418174 0.233461 0.211507 0.574 Uiso 1 1 calc DR U . . .
C29 C 0.4794(12) 0.2194(9) 0.3510(9) 0.385(13) Uiso 1 1 d D . . . .
H29A H 0.457110 0.242755 0.391337 0.462 Uiso 1 1 calc R U . . .
H29B H 0.536866 0.216491 0.384757 0.462 Uiso 1 1 calc R U . . .
C30 C 0.4448(12) 0.1525(9) 0.3313(16) 0.455(17) Uiso 1 1 d D . . . .
H30A H 0.456639 0.129481 0.390537 0.682 Uiso 1 1 calc R U . . .
H30B H 0.387836 0.155548 0.298590 0.682 Uiso 1 1 calc R U . . .
H30C H 0.467428 0.129338 0.292023 0.682 Uiso 1 1 calc R U . . .
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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
_geom_angle_publ_flag
C17 Ir C11 78.24(6) . 2_656 ?
C17 Ir C11 78.24(6) . . ?
C11 Ir C11 156.48(13) 2_656 . ?
C17 Ir C4 94.15(6) . 2_656 ?
C11 Ir C4 85.85(9) 2_656 2_656 ?
C11 Ir C4 95.84(9) . 2_656 ?
C17 Ir C4 94.15(6) . . ?
C11 Ir C4 95.85(9) 2_656 . ?
C11 Ir C4 85.85(9) . . ?
C4 Ir C4 171.70(12) 2_656 . ?
C17 Ir N1 180.0 . . ?
C11 Ir N1 101.76(6) 2_656 . ?
C11 Ir N1 101.76(6) . . ?
C4 Ir N1 85.85(6) 2_656 . ?
C4 Ir N1 85.85(6) . . ?
C1 N1 C1 117.2(3) 2_656 . ?
C1 N1 Ir 121.38(14) 2_656 . ?
C1 N1 Ir 121.38(14) . . ?
C11 N2 C13 110.66(19) . . ?
C11 N2 C22 123.4(2) . . ?
C13 N2 C22 125.48(19) . . ?
C11 N3 C12 110.72(19) . . ?
C11 N3 C18 117.41(19) . . ?
C12 N3 C18 131.0(2) . . ?
C12 N4 C16 113.0(2) . . ?
C1 O1 C5 117.60(18) . . ?
N1 C1 O1 118.9(2) . . ?
N1 C1 C2 123.4(2) . . ?
O1 C1 C2 117.6(2) . . ?
C1 C2 C3 117.9(3) . . ?
C2 C3 C2 120.1(3) . 2_656 ?
C5 C4 C9 114.4(2) . . ?
C5 C4 Ir 119.42(16) . . ?
C9 C4 Ir 126.12(17) . . ?
C6 C5 C4 125.3(2) . . ?
C6 C5 O1 113.9(2) . . ?
C4 C5 O1 120.7(2) . . ?
C5 C6 C7 117.7(2) . . ?
C6 C7 C8 120.1(2) . . ?
C6 C7 C10 120.5(3) . . ?
C8 C7 C10 119.3(2) . . ?
C9 C8 C7 119.7(2) . . ?
C8 C9 C4 122.8(2) . . ?
F2 C10 F3 106.2(3) . . ?
F2 C10 F1 104.8(3) . . ?
F3 C10 F1 106.7(3) . . ?
F2 C10 C7 113.7(3) . . ?
F3 C10 C7 112.4(2) . . ?
F1 C10 C7 112.5(3) . . ?
N2 C11 N3 105.74(19) . . ?
N2 C11 Ir 140.29(17) . . ?
N3 C11 Ir 113.53(16) . . ?
N4 C12 N3 126.6(2) . . ?
N4 C12 C13 127.1(2) . . ?
N3 C12 C13 106.3(2) . . ?
C14 C13 C12 119.1(2) . . ?
C14 C13 N2 134.3(2) . . ?
C12 C13 N2 106.6(2) . . ?
C13 C14 C15 115.2(3) . . ?
C16 C15 C14 120.9(2) . . ?
N4 C16 C15 124.7(3) . . ?
C18 C17 C18 118.6(3) . 2_656 ?
C18 C17 Ir 120.69(14) . . ?
C18 C17 Ir 120.69(14) 2_656 . ?
C19 C18 C17 122.1(2) . . ?
C19 C18 N3 127.9(2) . . ?
C17 C18 N3 110.0(2) . . ?
C18 C19 C20 116.9(2) . . ?
C19 C20 C19 123.4(3) 2_656 . ?
C19 C20 C21 118.29(15) 2_656 . ?
C19 C20 C21 118.29(15) . . ?
F6 C21 F4 107.5(4) . . ?
F6 C21 F5 109.2(4) . . ?
F4 C21 F5 98.3(4) . . ?
F6 C21 C20 115.4(3) . . ?
F4 C21 C20 112.3(2) . . ?
F5 C21 C20 112.7(2) . . ?
N2 C22 C23 110.1(2) . . ?
N2 C22 C24 111.4(2) . . ?
C23 C22 C24 113.2(2) . . ?
O2 C25 C26 121.3(4) . . ?
O2 C25 C27 120.9(3) . . ?
C26 C25 C27 117.7(4) . . ?
C29 C28 C28 108.3(9) . 2_655 ?
C28 C29 C30 109.9(9) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir C17 1.957(3) . ?
Ir C11 2.050(2) 2_656 ?
Ir C11 2.050(2) . ?
Ir C4 2.096(2) 2_656 ?
Ir C4 2.096(2) . ?
Ir N1 2.170(3) . ?
N1 C1 1.350(3) 2_656 ?
N1 C1 1.350(3) . ?
N2 C11 1.356(3) . ?
N2 C13 1.402(3) . ?
N2 C22 1.478(3) . ?
N3 C11 1.385(3) . ?
N3 C12 1.387(3) . ?
N3 C18 1.415(3) . ?
N4 C12 1.328(3) . ?
N4 C16 1.345(4) . ?
O1 C1 1.358(3) . ?
O1 C5 1.418(3) . ?
C1 C2 1.384(3) . ?
C2 C3 1.386(3) . ?
C4 C5 1.392(3) . ?
C4 C9 1.407(3) . ?
C5 C6 1.389(3) . ?
C6 C7 1.390(4) . ?
C7 C8 1.393(4) . ?
C7 C10 1.495(4) . ?
C8 C9 1.389(3) . ?
C10 F2 1.330(4) . ?
C10 F3 1.337(4) . ?
C10 F1 1.339(4) . ?
C12 C13 1.397(3) . ?
C13 C14 1.383(3) . ?
C14 C15 1.394(4) . ?
C15 C16 1.391(4) . ?
C17 C18 1.392(3) . ?
C17 C18 1.392(3) 2_656 ?
C18 C19 1.391(3) . ?
C19 C20 1.398(3) . ?
C20 C21 1.493(5) . ?
C21 F6 1.258(4) . ?
C21 F4 1.345(4) . ?
C21 F5 1.351(5) . ?
C22 C23 1.520(4) . ?
C22 C24 1.522(4) . ?
O2 C25 1.207(4) . ?
C25 C26 1.488(5) . ?
C25 C27 1.489(5) . ?
C28 C29 1.476(10) . ?
C28 C28 1.582(10) 2_655 ?
C29 C30 1.513(10) . ?
