#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:22:13 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178896 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/25/4112562.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_4112562
loop_
_publ_author_name
'Russell P. Hughes'
'Donghui Zhang'
'Antony J. Ward'
'Lev N. Zakharov'
'Arnold L. Rheingold'
_publ_section_title
;
 Conformational Analysis and Assignments of Relative Stereocenter
 Configurations in Fluoroalkyl-Iridium Complexes Using 19F{1H} HOESY
 Experiments. Comparison with Solid-State X-ray Structural Results
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6169
_journal_page_last               6178
_journal_paper_doi               10.1021/ja049225q
_journal_volume                  126
_journal_year                    2004
_chemical_formula_sum            'C15 H15 F9 I Ir O'
_chemical_formula_weight         701.37
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 95.585(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.5210(7)
_cell_length_b                   15.2085(12)
_cell_length_c                   14.6563(12)
_cell_measurement_temperature    173(2)
_cell_volume                     1890.3(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 0.851
_diffrn_measured_fraction_theta_max 0.851
_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  0.0638
_diffrn_reflns_av_sigmaI/netI    0.0491
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            9099
_diffrn_reflns_theta_full        28.36
_diffrn_reflns_theta_max         28.36
_diffrn_reflns_theta_min         1.93
_exptl_absorpt_coefficient_mu    8.783
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.667
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Orange/Yellow
_exptl_crystal_density_diffrn    2.464
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.414
_refine_diff_density_min         -1.579
_refine_diff_density_rms         0.217
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     249
_refine_ls_number_reflns         4029
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0450
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0698P)²+19.6464P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1214
_refine_ls_wR_factor_ref         0.1280
_reflns_number_gt                3529
_reflns_number_total             4029
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja049225qsi20040316_115930_2.cif
_cod_data_source_block           rph148_compound3
_cod_database_code               4112562
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ir1 Ir 0.91015(4) 0.19854(2) 0.60328(2) 0.02436(12) Uani 1 1 d .
I1 I 0.68163(7) 0.09141(4) 0.52602(4) 0.03814(18) Uani 1 1 d .
C1 C 1.1287(10) 0.1525(6) 0.6845(7) 0.0309(19) Uani 1 1 d .
C2 C 1.0874(10) 0.2410(6) 0.7126(6) 0.0279(17) Uani 1 1 d .
C3 C 0.9459(11) 0.2333(6) 0.7550(6) 0.0323(19) Uani 1 1 d .
C4 C 0.8865(10) 0.1463(6) 0.7449(6) 0.0303(18) Uani 1 1 d .
C5 C 1.0000(11) 0.0956(6) 0.7011(6) 0.0313(18) Uani 1 1 d .
C6 C 1.2764(12) 0.1270(7) 0.6467(8) 0.046(3) Uani 1 1 d .
H6A H 1.3558 0.1113 0.6969 0.069 Uiso 1 1 calc R
H6B H 1.3149 0.1764 0.6122 0.069 Uiso 1 1 calc R
H6C H 1.2566 0.0764 0.6058 0.069 Uiso 1 1 calc R
C7 C 1.1957(12) 0.3184(7) 0.7160(8) 0.043(2) Uani 1 1 d .
H7A H 1.1337 0.3727 0.7150 0.064 Uiso 1 1 calc R
H7B H 1.2571 0.3171 0.6629 0.064 Uiso 1 1 calc R
H7C H 1.2674 0.3162 0.7725 0.064 Uiso 1 1 calc R
C8 C 0.8778(14) 0.3069(7) 0.8088(7) 0.043(2) Uani 1 1 d .
H8A H 0.9280 0.3067 0.8718 0.064 Uiso 1 1 calc R
H8B H 0.7639 0.2982 0.8094 0.064 Uiso 1 1 calc R
H8C H 0.8974 0.3635 0.7799 0.064 Uiso 1 1 calc R
C9 C 0.7467(13) 0.1104(7) 0.7856(7) 0.045(2) Uani 1 1 d .
H9A H 0.7775 0.0922 0.8490 0.068 Uiso 1 1 calc R
H9B H 0.7055 0.0596 0.7498 0.068 Uiso 1 1 calc R
H9C H 0.6650 0.1558 0.7849 0.068 Uiso 1 1 calc R
C10 C 0.9990(12) -0.0027(6) 0.6891(7) 0.039(2) Uani 1 1 d .
H10A H 1.0543 -0.0182 0.6358 0.059 Uiso 1 1 calc R
H10B H 0.8898 -0.0236 0.6797 0.059 Uiso 1 1 calc R
H10C H 1.0521 -0.0304 0.7441 0.059 Uiso 1 1 calc R
C11 C 1.0045(13) 0.1930(6) 0.4929(7) 0.040(2) Uani 1 1 d .
C12 C 0.7902(11) 0.3192(6) 0.5665(7) 0.0326(19) Uani 1 1 d .
C13 C 0.6160(13) 0.3228(7) 0.5870(8) 0.042(2) Uani 1 1 d .
C14 C 0.8164(14) 0.3553(7) 0.4717(8) 0.046(3) Uani 1 1 d .
C15 C 0.7425(17) 0.4435(8) 0.4400(8) 0.053(3) Uani 1 1 d .
F1 F 0.8603(8) 0.3872(4) 0.6244(4) 0.0451(14) Uani 1 1 d .
F2 F 0.5921(8) 0.2782(5) 0.6626(5) 0.0517(16) Uani 1 1 d .
F3 F 0.5682(8) 0.4056(4) 0.6009(5) 0.0575(18) Uani 1 1 d .
F4 F 0.5199(8) 0.2893(4) 0.5197(5) 0.0558(17) Uani 1 1 d .
F5 F 0.9706(8) 0.3657(4) 0.4657(4) 0.0507(16) Uani 1 1 d .
F6 F 0.7617(10) 0.2936(4) 0.4083(5) 0.0573(19) Uani 1 1 d .
F7 F 0.7969(13) 0.4637(6) 0.3583(5) 0.084(3) Uani 1 1 d .
F8 F 0.5840(10) 0.4355(5) 0.4210(5) 0.065(2) Uani 1 1 d .
F9 F 0.7724(11) 0.5101(4) 0.4936(5) 0.070(2) Uani 1 1 d .
O1 O 1.0672(12) 0.1880(7) 0.4347(7) 0.078(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'
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'
I I -0.4742 1.8119 '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
C11 Ir1 C12 93.2(4)
C11 Ir1 C2 108.7(4)
C12 Ir1 C2 102.1(4)
C11 Ir1 C5 112.2(4)
C12 Ir1 C5 153.7(4)
C2 Ir1 C5 64.1(3)
C11 Ir1 C1 92.3(4)
C12 Ir1 C1 139.3(4)
C2 Ir1 C1 38.6(3)
C5 Ir1 C1 37.8(3)
C11 Ir1 C4 149.7(4)
C12 Ir1 C4 116.8(3)
C2 Ir1 C4 63.0(3)
C5 Ir1 C4 37.5(3)
C1 Ir1 C4 62.6(3)
C11 Ir1 C3 145.5(4)
C12 Ir1 C3 93.6(4)
C2 Ir1 C3 36.9(3)
C5 Ir1 C3 61.7(3)
C1 Ir1 C3 61.6(3)
C4 Ir1 C3 36.5(3)
C11 Ir1 I1 87.9(3)
C12 Ir1 I1 96.0(3)
C2 Ir1 I1 154.4(2)
C5 Ir1 I1 92.0(2)
C1 Ir1 I1 124.5(2)
C4 Ir1 I1 92.7(2)
C3 Ir1 I1 124.9(2)
C5 C1 C2 107.3(7)
C5 C1 C6 126.8(8)
C2 C1 C6 125.8(8)
C5 C1 Ir1 70.5(5)
C2 C1 Ir1 69.4(5)
C6 C1 Ir1 125.6(7)
C3 C2 C1 106.7(7)
C3 C2 C7 126.9(8)
C1 C2 C7 124.8(8)
C3 C2 Ir1 75.0(5)
C1 C2 Ir1 71.9(5)
C7 C2 Ir1 129.5(7)
C2 C3 C4 109.9(8)
C2 C3 C8 123.6(9)
C4 C3 C8 126.3(8)
C2 C3 Ir1 68.2(5)
C4 C3 Ir1 70.7(5)
C8 C3 Ir1 131.1(7)
C3 C4 C5 107.4(7)
C3 C4 C9 126.2(9)
C5 C4 C9 125.7(9)
C3 C4 Ir1 72.8(5)
C5 C4 Ir1 69.7(5)
C9 C4 Ir1 130.3(7)
C4 C5 C1 108.2(8)
C4 C5 C10 126.0(8)
C1 C5 C10 125.0(8)
C4 C5 Ir1 72.8(5)
C1 C5 Ir1 71.7(5)
C10 C5 Ir1 129.1(7)
O1 C11 Ir1 174.6(12)
F1 C12 C14 101.0(8)
F1 C12 C13 102.3(8)
C14 C12 C13 113.1(9)
F1 C12 Ir1 107.9(6)
C14 C12 Ir1 115.3(7)
C13 C12 Ir1 115.2(7)
F4 C13 F2 106.9(10)
F4 C13 F3 107.4(9)
F2 C13 F3 106.0(8)
F4 C13 C12 112.3(8)
F2 C13 C12 111.8(8)
F3 C13 C12 111.9(9)
F5 C14 F6 107.9(9)
F5 C14 C12 109.5(9)
F6 C14 C12 107.5(9)
F5 C14 C15 104.7(9)
F6 C14 C15 106.9(9)
C12 C14 C15 119.8(9)
F9 C15 F8 109.2(11)
F9 C15 F7 107.1(10)
F8 C15 F7 104.8(10)
F9 C15 C14 116.8(10)
F8 C15 C14 110.8(9)
F7 C15 C14 107.4(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ir1 C11 1.876(10)
Ir1 C12 2.144(9)
Ir1 C2 2.189(9)
Ir1 C5 2.209(9)
Ir1 C1 2.224(8)
Ir1 C4 2.250(8)
Ir1 C3 2.278(9)
Ir1 I1 2.7018(7)
C1 C5 1.435(12)
C1 C2 1.461(12)
C1 C6 1.475(12)
C2 C3 1.415(12)
C2 C7 1.495(12)
C3 C4 1.420(13)
C3 C8 1.517(13)
C4 C5 1.435(12)
C4 C9 1.487(12)
C5 C10 1.506(12)
C11 O1 1.053(12)
C12 F1 1.431(11)
C12 C14 1.530(14)
C12 C13 1.544(14)
C13 F4 1.321(13)
C13 F2 1.332(13)
C13 F3 1.345(11)
C14 F5 1.335(13)
C14 F6 1.371(13)
C14 C15 1.534(16)
C15 F9 1.292(13)
C15 F8 1.358(15)
C15 F7 1.361(14)
