#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:56:45 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179136 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/98/4309812.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_4309812
loop_
_publ_author_name
'Cheng-Han Yang'
'Shih-Wen Li'
'Yun Chi'
'Yi-Ming Cheng'
'Yu-Shan Yeh'
'Pi-Tai Chou'
'Gene-Hsiang Lee'
'Chih-Hsiang Wang'
'Ching-Fong Shu'
_publ_section_title
;
Heteroleptic Cyclometalated Iridium(III) Complexes Displaying Blue
Phosphorescence in Solution and Solid State at Room Temperature
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              7770
_journal_page_last               7780
_journal_paper_doi               10.1021/ic050311g
_journal_volume                  44
_journal_year                    2005
_chemical_formula_sum            'C34 H28 Cl4 F9 Ir N8'
_chemical_formula_weight         1053.64
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                103.941(1)
_cell_angle_beta                 99.917(1)
_cell_angle_gamma                107.633(1)
_cell_formula_units_Z            2
_cell_length_a                   9.3973(4)
_cell_length_b                   12.6736(5)
_cell_length_c                   17.8433(7)
_cell_measurement_reflns_used    5548
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      27.40
_cell_measurement_theta_min      2.35
_cell_volume                     1895.27(13)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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      150(1)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'BRUKER SMART ApexCCD area detector'
_diffrn_measurement_method       '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  0.0299
_diffrn_reflns_av_sigmaI/netI    0.0353
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            25080
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.22
_exptl_absorpt_coefficient_mu    3.888
_exptl_absorpt_correction_T_max  0.5102
_exptl_absorpt_correction_T_min  0.4432
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.846
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1028
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.490
_refine_diff_density_min         -0.768
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     505
_refine_ls_number_reflns         8685
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0302
_refine_ls_R_factor_gt           0.0279
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0319P)²+2.6056P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0673
_refine_ls_wR_factor_ref         0.0687
_reflns_number_gt                8195
_reflns_number_total             8685
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic050311gsi20050301_082121.cif
_cod_data_source_block           ic10478
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4309812
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
Ir Ir 0.680190(13) 0.518370(10) 0.779727(7) 0.01537(4) Uani 1 1 d . . .
N1 N 0.8118(3) 0.6513(2) 0.88095(16) 0.0183(5) Uani 1 1 d . . .
N2 N 0.9425(3) 0.6379(2) 0.92008(16) 0.0190(5) Uani 1 1 d . . .
N3 N 0.5577(3) 0.3732(2) 0.68543(17) 0.0199(6) Uani 1 1 d . . .
N4 N 0.4587(3) 0.2829(2) 0.70358(17) 0.0231(6) Uani 1 1 d . . .
N5 N 0.4900(3) 0.5745(2) 0.74891(16) 0.0190(5) Uani 1 1 d . . .
N6 N 0.7565(3) 0.6293(2) 0.71116(16) 0.0178(5) Uani 1 1 d . . .
N7 N 0.8825(3) 0.6652(2) 0.68297(16) 0.0191(5) Uani 1 1 d . . .
N8 N 0.6983(3) 0.7290(2) 0.62992(17) 0.0216(6) Uani 1 1 d . . .
C1 C 0.6930(4) 0.8033(3) 0.8988(2) 0.0265(7) Uani 1 1 d . . .
H1A H 0.6150 0.7473 0.8503 0.040 Uiso 1 1 calc R . .
H1B H 0.7425 0.8761 0.8880 0.040 Uiso 1 1 calc R . .
H1C H 0.6429 0.8189 0.9420 0.040 Uiso 1 1 calc R . .
C2 C 0.8121(4) 0.7542(3) 0.9233(2) 0.0215(7) Uani 1 1 d . . .
C3 C 0.9422(4) 0.8057(3) 0.9894(2) 0.0285(8) Uani 1 1 d . . .
H3A H 0.9694 0.8786 1.0292 0.034 Uiso 1 1 calc R . .
C4 C 1.0231(4) 0.7321(3) 0.9863(2) 0.0238(7) Uani 1 1 d . . .
C5 C 1.1734(4) 0.7501(3) 1.0416(2) 0.0331(9) Uani 1 1 d . . .
H5A H 1.2028 0.6821 1.0243 0.050 Uiso 1 1 calc R . .
H5B H 1.1620 0.7602 1.0962 0.050 Uiso 1 1 calc R . .
H5C H 1.2539 0.8198 1.0406 0.050 Uiso 1 1 calc R . .
C6 C 0.9680(4) 0.5351(3) 0.88140(19) 0.0182(6) Uani 1 1 d . . .
C7 C 1.0907(4) 0.5063(3) 0.9138(2) 0.0230(7) Uani 1 1 d . . .
H7A H 1.1616 0.5549 0.9639 0.028 Uiso 1 1 calc R . .
C8 C 1.1085(4) 0.4054(3) 0.8721(2) 0.0253(7) Uani 1 1 d . . .
H8A H 1.1914 0.3834 0.8927 0.030 Uiso 1 1 calc R . .
C9 C 1.0023(4) 0.3385(3) 0.8002(2) 0.0243(7) Uani 1 1 d . . .
C10 C 0.8782(4) 0.3652(3) 0.7678(2) 0.0211(7) Uani 1 1 d . . .
H10A H 0.8069 0.3149 0.7182 0.025 Uiso 1 1 calc R . .
C11 C 0.8581(4) 0.4663(3) 0.80826(19) 0.0174(6) Uani 1 1 d . . .
C12 C 0.6252(5) 0.4087(3) 0.5623(2) 0.0315(8) Uani 1 1 d . . .
H12A H 0.6963 0.4836 0.6006 0.047 Uiso 1 1 calc R . .
H12B H 0.5523 0.4222 0.5227 0.047 Uiso 1 1 calc R . .
H12C H 0.6843 0.3678 0.5350 0.047 Uiso 1 1 calc R . .
C13 C 0.5379(4) 0.3364(3) 0.6058(2) 0.0241(7) Uani 1 1 d . . .
C14 C 0.4270(4) 0.2250(3) 0.5738(2) 0.0307(8) Uani 1 1 d . . .
H14A H 0.3916 0.1794 0.5189 0.037 Uiso 1 1 calc R . .
C15 C 0.3777(4) 0.1926(3) 0.6356(2) 0.0290(8) Uani 1 1 d . . .
C16 C 0.2586(5) 0.0803(3) 0.6316(3) 0.0440(11) Uani 1 1 d . . .
H16A H 0.2480 0.0821 0.6855 0.066 Uiso 1 1 calc R . .
H16B H 0.2910 0.0154 0.6094 0.066 Uiso 1 1 calc R . .
H16C H 0.1589 0.0699 0.5971 0.066 Uiso 1 1 calc R . .
C17 C 0.4694(4) 0.3017(3) 0.7863(2) 0.0223(7) Uani 1 1 d . . .
C18 C 0.3860(4) 0.2171(3) 0.8157(2) 0.0299(8) Uani 1 1 d . . .
H18A H 0.3161 0.1436 0.7801 0.036 Uiso 1 1 calc R . .
C19 C 0.4070(4) 0.2423(3) 0.8981(2) 0.0322(8) Uani 1 1 d . . .
H19A H 0.3515 0.1866 0.9199 0.039 Uiso 1 1 calc R . .
C20 C 0.5092(4) 0.3491(3) 0.9468(2) 0.0254(7) Uani 1 1 d . . .
C21 C 0.5914(4) 0.4341(3) 0.9183(2) 0.0216(7) Uani 1 1 d . . .
H21A H 0.6600 0.5074 0.9546 0.026 Uiso 1 1 calc R . .
C22 C 0.5734(4) 0.4120(3) 0.8365(2) 0.0192(6) Uani 1 1 d . . .
C23 C 0.3572(4) 0.5435(3) 0.7711(2) 0.0236(7) Uani 1 1 d . . .
H23A H 0.3479 0.4984 0.8068 0.028 Uiso 1 1 calc R . .
C24 C 0.2340(4) 0.5749(3) 0.7441(2) 0.0266(7) Uani 1 1 d . . .
H24A H 0.1418 0.5515 0.7608 0.032 Uiso 1 1 calc R . .
C25 C 0.2470(4) 0.6409(3) 0.6922(2) 0.0272(7) Uani 1 1 d . . .
H25A H 0.1633 0.6627 0.6723 0.033 Uiso 1 1 calc R . .
C26 C 0.3837(4) 0.6748(3) 0.6698(2) 0.0239(7) Uani 1 1 d . . .
H26A H 0.3956 0.7212 0.6350 0.029 Uiso 1 1 calc R . .
C27 C 0.5026(4) 0.6404(3) 0.69855(19) 0.0196(6) Uani 1 1 d . . .
C28 C 0.6513(4) 0.6687(3) 0.67914(19) 0.0185(6) Uani 1 1 d . . .
C29 C 0.8407(4) 0.7239(3) 0.63579(19) 0.0196(6) Uani 1 1 d . . .
C30 C 0.9446(4) 0.7770(3) 0.5899(2) 0.0210(7) Uani 1 1 d . . .
C31 C 0.9382(4) 0.6894(3) 0.5107(2) 0.0255(7) Uani 1 1 d . . .
C32 C 1.0393(5) 0.7391(4) 0.4588(3) 0.0383(10) Uani 1 1 d . . .
F1 F 1.0197(3) 0.23947(19) 0.75878(14) 0.0360(5) Uani 1 1 d . . .
F2 F 0.5341(3) 0.3721(2) 1.02787(13) 0.0347(5) Uani 1 1 d . . .
F3 F 1.0952(2) 0.82236(18) 0.63417(12) 0.0277(4) Uani 1 1 d . . .
F4 F 0.9094(3) 0.86553(18) 0.57185(13) 0.0297(5) Uani 1 1 d . . .
F5 F 0.9840(3) 0.60628(19) 0.52872(14) 0.0354(5) Uani 1 1 d . . .
F6 F 0.7918(3) 0.6401(2) 0.46583(14) 0.0402(6) Uani 1 1 d . . .
F7 F 1.1869(3) 0.7858(3) 0.49832(17) 0.0556(7) Uani 1 1 d . . .
F8 F 1.0225(4) 0.6541(3) 0.39464(15) 0.0573(8) Uani 1 1 d . . .
F9 F 0.9995(4) 0.8202(3) 0.43590(19) 0.0665(9) Uani 1 1 d . . .
C33 C 0.8524(6) 0.1397(4) 0.1655(3) 0.0515(12) Uani 1 1 d . . .
H33A H 0.8353 0.1747 0.2175 0.062 Uiso 1 1 calc R . .
H33B H 0.9205 0.2034 0.1507 0.062 Uiso 1 1 calc R . .
Cl1 Cl 0.94599(16) 0.04225(11) 0.17675(8) 0.0539(3) Uani 1 1 d . . .
Cl2 Cl 0.67505(19) 0.07442(14) 0.09319(11) 0.0806(5) Uani 1 1 d . . .
C34 C 0.2906(7) 0.9991(4) 0.3084(4) 0.0616(15) Uani 1 1 d . . .
H34A H 0.2835 1.0765 0.3296 0.074 Uiso 1 1 calc R . .
H34B H 0.1845 0.9425 0.2806 0.074 Uiso 1 1 calc R . .
Cl3 Cl 0.3683(2) 0.95807(15) 0.38824(10) 0.0736(4) Uani 1 1 d . . .
Cl4 Cl 0.4043(2) 1.00510(15) 0.23897(9) 0.0806(5) 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
C11 Ir C22 85.28(12) . . ?
C11 Ir N3 94.56(12) . . ?
C22 Ir N3 79.91(13) . . ?
C11 Ir N1 79.82(12) . . ?
C22 Ir N1 95.52(12) . . ?
N3 Ir N1 173.09(10) . . ?
C11 Ir N6 103.54(11) . . ?
C22 Ir N6 170.71(11) . . ?
N3 Ir N6 96.27(11) . . ?
N1 Ir N6 89.00(10) . . ?
C11 Ir N5 179.78(12) . . ?
C22 Ir N5 94.94(11) . . ?
N3 Ir N5 85.47(11) . . ?
N1 Ir N5 100.17(10) . . ?
N6 Ir N5 76.25(10) . . ?
C2 N1 N2 106.4(3) . . ?
C2 N1 Ir 138.5(2) . . ?
N2 N1 Ir 115.0(2) . . ?
C4 N2 N1 110.3(3) . . ?
C4 N2 C6 134.5(3) . . ?
N1 N2 C6 115.1(3) . . ?
C13 N3 N4 106.3(3) . . ?
C13 N3 Ir 138.6(2) . . ?
N4 N3 Ir 115.1(2) . . ?
C15 N4 N3 110.0(3) . . ?
C15 N4 C17 134.8(3) . . ?
N3 N4 C17 115.1(3) . . ?
C23 N5 C27 118.2(3) . . ?
C23 N5 Ir 125.2(2) . . ?
C27 N5 Ir 116.4(2) . . ?
C28 N6 N7 107.4(3) . . ?
C28 N6 Ir 115.1(2) . . ?
N7 N6 Ir 137.1(2) . . ?
C29 N7 N6 102.8(3) . . ?
C28 N8 C29 99.9(3) . . ?
N1 C2 C3 109.1(3) . . ?
N1 C2 C1 123.1(3) . . ?
C3 C2 C1 127.8(3) . . ?
C4 C3 C2 107.7(3) . . ?
N2 C4 C3 106.5(3) . . ?
N2 C4 C5 125.3(3) . . ?
C3 C4 C5 128.1(3) . . ?
C7 C6 C11 123.2(3) . . ?
C7 C6 N2 122.6(3) . . ?
C11 C6 N2 114.1(3) . . ?
C6 C7 C8 119.1(3) . . ?
C9 C8 C7 117.8(3) . . ?
F1 C9 C8 118.0(3) . . ?
F1 C9 C10 118.3(3) . . ?
C8 C9 C10 123.7(3) . . ?
C9 C10 C11 119.7(3) . . ?
C10 C11 C6 116.4(3) . . ?
C10 C11 Ir 127.8(2) . . ?
C6 C11 Ir 115.5(2) . . ?
N3 C13 C14 109.3(3) . . ?
N3 C13 C12 123.0(3) . . ?
C14 C13 C12 127.7(3) . . ?
C15 C14 C13 107.7(3) . . ?
N4 C15 C14 106.8(3) . . ?
N4 C15 C16 125.2(4) . . ?
C14 C15 C16 128.0(4) . . ?
C18 C17 C22 122.7(3) . . ?
C18 C17 N4 122.8(3) . . ?
C22 C17 N4 114.5(3) . . ?
C19 C18 C17 118.7(3) . . ?
C20 C19 C18 118.5(3) . . ?
C19 C20 F2 118.4(3) . . ?
C19 C20 C21 123.3(3) . . ?
F2 C20 C21 118.3(3) . . ?
C20 C21 C22 119.8(3) . . ?
C21 C22 C17 116.9(3) . . ?
C21 C22 Ir 128.0(3) . . ?
C17 C22 Ir 115.1(2) . . ?
N5 C23 C24 122.5(3) . . ?
C23 C24 C25 119.0(3) . . ?
C24 C25 C26 119.1(3) . . ?
C27 C26 C25 119.2(3) . . ?
N5 C27 C26 121.9(3) . . ?
N5 C27 C28 113.2(3) . . ?
C26 C27 C28 124.9(3) . . ?
N6 C28 N8 113.4(3) . . ?
N6 C28 C27 118.7(3) . . ?
N8 C28 C27 127.9(3) . . ?
N7 C29 N8 116.5(3) . . ?
N7 C29 C30 121.4(3) . . ?
N8 C29 C30 122.0(3) . . ?
F4 C30 F3 107.2(3) . . ?
F4 C30 C29 110.7(3) . . ?
F3 C30 C29 110.6(3) . . ?
F4 C30 C31 108.1(3) . . ?
F3 C30 C31 106.3(3) . . ?
C29 C30 C31 113.7(3) . . ?
F6 C31 F5 108.6(3) . . ?
F6 C31 C32 107.6(3) . . ?
F5 C31 C32 106.9(3) . . ?
F6 C31 C30 108.7(3) . . ?
F5 C31 C30 108.3(3) . . ?
C32 C31 C30 116.6(3) . . ?
F7 C32 F8 108.2(4) . . ?
F7 C32 F9 107.9(4) . . ?
F8 C32 F9 108.8(4) . . ?
F7 C32 C31 111.2(3) . . ?
F8 C32 C31 109.1(4) . . ?
F9 C32 C31 111.4(3) . . ?
Cl2 C33 Cl1 113.1(3) . . ?
Cl3 C34 Cl4 112.0(3) . . ?
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 C11 2.006(3) . ?
Ir C22 2.010(3) . ?
Ir N3 2.024(3) . ?
Ir N1 2.033(3) . ?
Ir N6 2.123(3) . ?
Ir N5 2.150(3) . ?
N1 C2 1.339(4) . ?
N1 N2 1.383(4) . ?
N2 C4 1.363(4) . ?
N2 C6 1.429(4) . ?
N3 C13 1.345(4) . ?
N3 N4 1.385(4) . ?
N4 C15 1.359(5) . ?
N4 C17 1.418(4) . ?
N5 C23 1.348(4) . ?
N5 C27 1.362(4) . ?
N6 C28 1.340(4) . ?
N6 N7 1.361(4) . ?
N7 C29 1.335(4) . ?
N8 C28 1.343(4) . ?
N8 C29 1.346(4) . ?
C1 C2 1.489(5) . ?
C2 C3 1.400(5) . ?
C3 C4 1.367(5) . ?
C4 C5 1.496(5) . ?
C6 C7 1.387(5) . ?
C6 C11 1.404(4) . ?
C7 C8 1.390(5) . ?
C8 C9 1.372(5) . ?
C9 F1 1.367(4) . ?
C9 C10 1.381(5) . ?
C10 C11 1.396(5) . ?
C12 C13 1.489(5) . ?
C13 C14 1.386(5) . ?
C14 C15 1.371(6) . ?
C15 C16 1.497(5) . ?
C17 C18 1.394(5) . ?
C17 C22 1.407(5) . ?
C18 C19 1.392(6) . ?
C19 C20 1.367(5) . ?
C20 F2 1.368(4) . ?
C20 C21 1.382(5) . ?
C21 C22 1.388(5) . ?
C23 C24 1.382(5) . ?
C24 C25 1.386(5) . ?
C25 C26 1.386(5) . ?
C26 C27 1.381(5) . ?
C27 C28 1.457(4) . ?
C29 C30 1.491(4) . ?
C30 F4 1.353(4) . ?
C30 F3 1.365(4) . ?
C30 C31 1.552(5) . ?
C31 F6 1.335(4) . ?
C31 F5 1.337(4) . ?
C31 C32 1.543(5) . ?
C32 F7 1.318(5) . ?
C32 F8 1.318(5) . ?
C32 F9 1.321(5) . ?
C33 Cl2 1.743(5) . ?
C33 Cl1 1.748(5) . ?
C34 Cl3 1.749(6) . ?
C34 Cl4 1.771(6) . ?
