#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/18/4071820.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_4071820
loop_
_publ_author_name
'Peng, Hong Mei'
'Webster, Richard D.'
'Li, Xingwei'
_publ_section_title
;
 Quinoline-Tethered N-Heterocyclic Carbene Complexes of Rhodium and
 Iridium: Synthesis, Catalysis, and Electrochemical Properties
;
_journal_issue                   17
_journal_name_full               Organometallics
_journal_page_first              4484
_journal_paper_doi               10.1021/om800404q
_journal_volume                  27
_journal_year                    2008
_chemical_formula_sum            'C32.5 H37 Cl2 F6 Ir N3 P'
_chemical_formula_weight         877.72
_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                110.9650(10)
_cell_angle_beta                 95.1190(10)
_cell_angle_gamma                92.4200(10)
_cell_formula_units_Z            2
_cell_length_a                   8.6792(4)
_cell_length_b                   14.4528(6)
_cell_length_c                   14.4654(6)
_cell_measurement_reflns_used    9083
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      0.00
_cell_measurement_theta_min      0.00
_cell_volume                     1682.27(13)
_computing_cell_refinement       'Bruker SMART'
_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      173(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_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  0.0246
_diffrn_reflns_av_sigmaI/netI    0.0297
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            30719
_diffrn_reflns_theta_full        30.48
_diffrn_reflns_theta_max         30.48
_diffrn_reflns_theta_min         2.36
_exptl_absorpt_coefficient_mu    4.236
_exptl_absorpt_correction_T_max  0.5691
_exptl_absorpt_correction_T_min  0.3630
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.733
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             866
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.857
_refine_diff_density_min         -3.040
_refine_diff_density_rms         0.148
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     429
_refine_ls_number_reflns         10112
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.104
_refine_ls_R_factor_all          0.0406
_refine_ls_R_factor_gt           0.0370
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0488P)²+9.3098P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1053
_refine_ls_wR_factor_ref         0.1070
_reflns_number_gt                9508
_reflns_number_total             10112
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om800404q_si_002.cif
_cod_data_source_block           lxw15
_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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C32.50 H37 Cl2 F6 Ir N3 P'
_cod_database_code               4071820
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
Ir1 Ir 0.782493(18) 0.717626(12) 0.692774(11) 0.01662(5) Uani 1 1 d .
C1 C 0.5559(5) 0.6546(4) 0.6109(3) 0.0229(8) Uani 1 1 d .
C2 C 0.5588(5) 0.6522(4) 0.7097(3) 0.0234(9) Uani 1 1 d .
C3 C 0.6754(5) 0.5871(4) 0.7202(3) 0.0233(9) Uani 1 1 d .
C4 C 0.7467(5) 0.5524(3) 0.6312(3) 0.0218(8) Uani 1 1 d .
C5 C 0.6777(5) 0.5966(3) 0.5627(3) 0.0227(8) Uani 1 1 d .
C6 C 0.4391(6) 0.7029(4) 0.5655(4) 0.0320(11) Uani 1 1 d .
H6A H 0.4548 0.6884 0.4956 0.048 Uiso 1 1 calc R
H6B H 0.4511 0.7750 0.6018 0.048 Uiso 1 1 calc R
H6C H 0.3345 0.6772 0.5694 0.048 Uiso 1 1 calc R
C7 C 0.4409(6) 0.6906(5) 0.7810(4) 0.0339(11) Uani 1 1 d .
H7A H 0.3773 0.6345 0.7845 0.051 Uiso 1 1 calc R
H7B H 0.3742 0.7328 0.7578 0.051 Uiso 1 1 calc R
H7C H 0.4939 0.7295 0.8472 0.051 Uiso 1 1 calc R
C8 C 0.7052(7) 0.5575(4) 0.8087(4) 0.0295(10) Uani 1 1 d .
H8A H 0.6363 0.4989 0.8001 0.044 Uiso 1 1 calc R
H8B H 0.6854 0.6124 0.8688 0.044 Uiso 1 1 calc R
H8C H 0.8135 0.5418 0.8151 0.044 Uiso 1 1 calc R
C9 C 0.8721(7) 0.4819(4) 0.6099(4) 0.0308(10) Uani 1 1 d .
H9A H 0.9338 0.4888 0.6725 0.046 Uiso 1 1 calc R
H9B H 0.9393 0.4972 0.5655 0.046 Uiso 1 1 calc R
H9C H 0.8252 0.4136 0.5779 0.046 Uiso 1 1 calc R
C10 C 0.7090(7) 0.5700(4) 0.4560(4) 0.0311(11) Uani 1 1 d .
H10A H 0.6403 0.6044 0.4238 0.047 Uiso 1 1 calc R
H10B H 0.6897 0.4980 0.4209 0.047 Uiso 1 1 calc R
H10C H 0.8173 0.5904 0.4539 0.047 Uiso 1 1 calc R
C11 C 0.9799(6) 0.7353(4) 0.8730(4) 0.0285(10) Uani 1 1 d .
H11 H 1.0083 0.6793 0.8205 0.034 Uiso 1 1 calc R
C12 C 1.0518(7) 0.7542(4) 0.9691(4) 0.0332(11) Uani 1 1 d .
H12 H 1.1237 0.7110 0.9813 0.040 Uiso 1 1 calc R
C13 C 1.0167(7) 0.8351(4) 1.0440(4) 0.0313(11) Uani 1 1 d .
H13 H 1.0648 0.8500 1.1098 0.038 Uiso 1 1 calc R
C14 C 0.9087(6) 0.8976(4) 1.0245(3) 0.0249(9) Uani 1 1 d .
C15 C 0.8762(7) 0.9852(4) 1.1023(4) 0.0317(11) Uani 1 1 d .
H15 H 0.9280 1.0011 1.1674 0.038 Uiso 1 1 calc R
C16 C 0.7731(7) 1.0465(4) 1.0855(4) 0.0335(11) Uani 1 1 d .
H16 H 0.7531 1.1052 1.1380 0.040 Uiso 1 1 calc R
C17 C 0.6958(6) 1.0218(4) 0.9891(4) 0.0290(10) Uani 1 1 d .
H17 H 0.6229 1.0648 0.9777 0.035 Uiso 1 1 calc R
C18 C 0.7215(5) 0.9379(3) 0.9106(3) 0.0223(8) Uani 1 1 d .
C19 C 0.8341(5) 0.8733(3) 0.9253(3) 0.0200(8) Uani 1 1 d .
C20 C 0.6244(6) 0.9190(4) 0.8132(3) 0.0244(9) Uani 1 1 d .
H20A H 0.5717 0.8513 0.7898 0.029 Uiso 1 1 calc R
H20B H 0.5432 0.9667 0.8244 0.029 Uiso 1 1 calc R
C21 C 0.7895(5) 0.8534(3) 0.6766(3) 0.0212(8) Uani 1 1 d .
C22 C 0.7368(7) 1.0152(4) 0.7173(4) 0.0319(11) Uani 1 1 d .
H22 H 0.6962 1.0771 0.7499 0.038 Uiso 1 1 calc R
C23 C 0.8299(8) 0.9942(4) 0.6435(4) 0.0342(12) Uani 1 1 d .
H23 H 0.8674 1.0385 0.6140 0.041 Uiso 1 1 calc R
C24 C 0.9389(6) 0.8493(3) 0.5316(4) 0.0255(9) Uani 1 1 d .
C25 C 0.8473(7) 0.8060(4) 0.4398(4) 0.0337(11) Uani 1 1 d .
C26 C 0.6737(9) 0.8110(6) 0.4308(5) 0.0494(16) Uani 1 1 d .
H26A H 0.6483 0.8715 0.4189 0.074 Uiso 1 1 calc R
H26B H 0.6346 0.8120 0.4927 0.074 Uiso 1 1 calc R
H26C H 0.6253 0.7526 0.3751 0.074 Uiso 1 1 calc R
C27 C 0.9225(9) 0.7629(4) 0.3557(4) 0.0391(13) Uani 1 1 d .
H27 H 0.8620 0.7304 0.2933 0.047 Uiso 1 1 calc R
C28 C 1.0813(8) 0.7655(4) 0.3597(4) 0.0375(13) Uani 1 1 d .
C29 C 1.1595(11) 0.7172(5) 0.2662(5) 0.058(2) Uani 1 1 d .
H29A H 1.2041 0.6568 0.2684 0.087 Uiso 1 1 calc R
H29B H 1.2421 0.7636 0.2624 0.087 Uiso 1 1 calc R
H29C H 1.0828 0.7001 0.2075 0.087 Uiso 1 1 calc R
C30 C 1.1681(7) 0.8163(4) 0.4515(4) 0.0343(12) Uani 1 1 d .
H30 H 1.2781 0.8205 0.4546 0.041 Uiso 1 1 calc R
C31 C 1.1007(7) 0.8610(4) 0.5382(4) 0.0287(10) Uani 1 1 d .
C32 C 1.1978(7) 0.9220(4) 0.6339(4) 0.0359(12) Uani 1 1 d .
H32A H 1.1973 0.8870 0.6807 0.054 Uiso 1 1 calc R
H32B H 1.1548 0.9865 0.6630 0.054 Uiso 1 1 calc R
H32C H 1.3045 0.9325 0.6204 0.054 Uiso 1 1 calc R
C33 C 0.2015(18) 0.4959(17) 0.9525(14) 0.129(13) Uani 0.50 1 d PD
H33A H 0.2696 0.5542 0.9975 0.155 Uiso 0.50 1 calc PR
H33B H 0.2490 0.4352 0.9538 0.155 Uiso 0.50 1 calc PR
Cl1 Cl 1.04833(12) 0.70734(8) 0.65665(9) 0.02176(19) Uani 1 1 d .
Cl2 Cl 0.1871(6) 0.4962(3) 0.8215(4) 0.0679(11) Uani 0.50 1 d PD
Cl3 Cl 0.0000 0.5000 1.0000 0.140(3) Uani 1 2 d SD
F1 F 0.5290(6) 0.6996(5) 0.1852(4) 0.0727(15) Uani 1 1 d .
F2 F 0.7280(6) 0.7472(6) 0.1218(6) 0.106(3) Uani 1 1 d .
F3 F 0.5679(6) 0.8168(5) 0.0396(5) 0.0814(18) Uani 1 1 d .
F4 F 0.3689(5) 0.7761(4) 0.1081(3) 0.0601(12) Uani 1 1 d .
F5 F 0.5145(9) 0.6586(5) 0.0210(4) 0.100(2) Uani 1 1 d .
F6 F 0.5766(8) 0.8610(5) 0.2060(5) 0.103(2) Uani 1 1 d .
N1 N 0.8741(5) 0.7902(3) 0.8498(3) 0.0213(7) Uani 1 1 d .
N2 N 0.7124(5) 0.9279(3) 0.7361(3) 0.0240(8) Uani 1 1 d .
N3 N 0.8603(5) 0.8951(3) 0.6192(3) 0.0262(8) Uani 1 1 d .
P1 P 0.54824(18) 0.75900(14) 0.11416(12) 0.0393(3) 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'
P P 0.1023 0.0942 '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_3
C21 Ir1 C5 114.03(18) .
C21 Ir1 C1 99.54(18) .
C5 Ir1 C1 39.00(18) .
C21 Ir1 N1 89.95(16) .
C5 Ir1 N1 155.46(17) .
C1 Ir1 N1 135.78(16) .
C21 Ir1 C2 118.59(19) .
C5 Ir1 C2 65.08(18) .
C1 Ir1 C2 38.41(17) .
N1 Ir1 C2 99.69(16) .
C21 Ir1 C4 151.91(18) .
C5 Ir1 C4 38.85(18) .
C1 Ir1 C4 63.87(18) .
N1 Ir1 C4 117.89(16) .
C2 Ir1 C4 63.31(18) .
C21 Ir1 C3 156.38(19) .
C5 Ir1 C3 64.04(18) .
C1 Ir1 C3 63.48(18) .
N1 Ir1 C3 91.96(16) .
C2 Ir1 C3 37.98(18) .
C4 Ir1 C3 36.86(17) .
C21 Ir1 Cl1 87.85(14) .
C5 Ir1 Cl1 98.57(13) .
C1 Ir1 Cl1 136.09(13) .
N1 Ir1 Cl1 86.96(11) .
C2 Ir1 Cl1 152.48(13) .
C4 Ir1 Cl1 89.90(12) .
C3 Ir1 Cl1 115.76(13) .
C2 C1 C5 108.2(4) .
C2 C1 C6 124.8(4) .
C5 C1 C6 126.8(4) .
C2 C1 Ir1 71.3(3) .
C5 C1 Ir1 69.4(3) .
C6 C1 Ir1 128.3(4) .
C1 C2 C3 107.7(4) .
C1 C2 C7 126.5(5) .
C3 C2 C7 124.6(5) .
C1 C2 Ir1 70.3(3) .
C3 C2 Ir1 72.8(3) .
C7 C2 Ir1 132.5(4) .
C4 C3 C2 108.6(4) .
C4 C3 C8 126.8(5) .
C2 C3 C8 124.5(4) .
C4 C3 Ir1 70.9(3) .
C2 C3 Ir1 69.2(3) .
C8 C3 Ir1 128.8(3) .
C3 C4 C5 108.6(4) .
C3 C4 C9 126.1(5) .
C5 C4 C9 125.3(4) .
C3 C4 Ir1 72.2(3) .
C5 C4 Ir1 67.8(2) .
C9 C4 Ir1 125.9(3) .
C1 C5 C4 106.8(4) .
C1 C5 C10 127.2(5) .
C4 C5 C10 125.1(4) .
C1 C5 Ir1 71.6(3) .
C4 C5 Ir1 73.3(2) .
C10 C5 Ir1 128.8(3) .
N1 C11 C12 124.7(5) .
C13 C12 C11 118.5(5) .
C12 C13 C14 119.9(5) .
C13 C14 C15 120.1(5) .
C13 C14 C19 119.6(5) .
C15 C14 C19 120.3(5) .
C16 C15 C14 121.2(5) .
C15 C16 C17 119.0(5) .
C18 C17 C16 122.7(5) .
C17 C18 C19 119.6(4) .
C17 C18 C20 116.5(4) .
C19 C18 C20 123.8(4) .
N1 C19 C14 119.0(4) .
N1 C19 C18 123.9(4) .
C14 C19 C18 117.1(4) .
N2 C20 C18 113.7(4) .
N3 C21 N2 104.2(4) .
N3 C21 Ir1 136.0(3) .
N2 C21 Ir1 119.8(3) .
C23 C22 N2 106.4(4) .
C22 C23 N3 106.8(5) .
C31 C24 C25 121.8(5) .
C31 C24 N3 119.9(5) .
C25 C24 N3 117.7(5) .
C27 C25 C24 117.7(6) .
C27 C25 C26 120.6(6) .
C24 C25 C26 121.5(5) .
C28 C27 C25 122.3(6) .
C27 C28 C30 118.0(5) .
C27 C28 C29 120.8(7) .
C30 C28 C29 121.2(7) .
C31 C30 C28 122.8(6) .
C30 C31 C24 116.9(5) .
C30 C31 C32 121.1(5) .
C24 C31 C32 122.0(5) .
Cl2 C33 Cl3 111.4(8) .
C33 Cl3 C33 180.000(5) 2_567
C11 N1 C19 118.3(4) .
C11 N1 Ir1 109.1(3) .
C19 N1 Ir1 132.4(3) .
C21 N2 C22 111.4(4) .
C21 N2 C20 124.0(4) .
C22 N2 C20 124.5(4) .
C21 N3 C23 111.3(4) .
C21 N3 C24 130.1(4) .
C23 N3 C24 117.9(4) .
F1 P1 F2 89.8(3) .
F1 P1 F5 89.6(4) .
F2 P1 F5 92.3(4) .
F1 P1 F6 91.3(4) .
F2 P1 F6 89.5(4) .
F5 P1 F6 177.9(4) .
F1 P1 F4 91.7(3) .
F2 P1 F4 177.4(4) .
F5 P1 F4 89.9(4) .
F6 P1 F4 88.3(3) .
F1 P1 F3 178.5(4) .
F2 P1 F3 90.0(3) .
F5 P1 F3 88.9(4) .
F6 P1 F3 90.1(4) .
F4 P1 F3 88.6(3) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ir1 C21 2.058(5) .
Ir1 C5 2.153(4) .
Ir1 C1 2.182(5) .
Ir1 N1 2.190(4) .
Ir1 C2 2.195(5) .
Ir1 C4 2.227(4) .
Ir1 C3 2.243(5) .
Ir1 Cl1 2.4098(10) .
C1 C2 1.440(7) .
C1 C5 1.447(7) .
C1 C6 1.489(7) .
C2 C3 1.445(7) .
C2 C7 1.499(7) .
C3 C4 1.413(6) .
C3 C8 1.493(7) .
C4 C5 1.458(7) .
C4 C9 1.499(7) .
C5 C10 1.504(7) .
C11 N1 1.335(6) .
C11 C12 1.397(7) .
C12 C13 1.348(8) .
C13 C14 1.407(8) .
C14 C15 1.421(7) .
C14 C19 1.433(6) .
C15 C16 1.351(9) .
C16 C17 1.407(8) .
C17 C18 1.375(6) .
C18 C19 1.434(7) .
C18 C20 1.505(7) .
C19 N1 1.385(6) .
C20 N2 1.445(6) .
C21 N3 1.359(6) .
C21 N2 1.360(6) .
C22 C23 1.352(8) .
C22 N2 1.393(7) .
C23 N3 1.389(6) .
C24 C31 1.398(8) .
C24 C25 1.401(7) .
C24 N3 1.449(6) .
C25 C27 1.388(8) .
C25 C26 1.507(10) .
C27 C28 1.372(10) .
C28 C30 1.395(9) .
C28 C29 1.518(8) .
C30 C31 1.385(7) .
C31 C32 1.503(8) .
C33 Cl2 1.891(16) .
C33 Cl3 1.930(15) .
Cl3 C33 1.930(16) 2_567
F1 P1 1.572(5) .
F2 P1 1.575(5) .
F3 P1 1.600(5) .
F4 P1 1.586(4) .
F5 P1 1.582(6) .
F6 P1 1.584(6) .
