#------------------------------------------------------------------------------
#$Date: 2016-03-21 10:14:22 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178641 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/52/4075273.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_4075273
loop_
_publ_author_name
'Viciano, Mónica'
'Mas-Marzá, Elena'
'Sanaú, Mercedes'
'Peris, Eduardo'
_publ_section_title
;
 Synthesis and Reactivity of New Complexes of Rhodium and Iridium with
 Bis(dichloroimidazolylidene) Ligands. Electronic and Catalytic
 Implications of the Introduction of the Chloro Substituents in the NHC
 Rings
;
_journal_issue                   12
_journal_name_full               Organometallics
_journal_page_first              3063
_journal_paper_doi               10.1021/om060174a
_journal_volume                  25
_journal_year                    2006
_chemical_formula_sum            'C13 H12 Cl4 F6 Ir N4 O2 P'
_chemical_formula_weight         735.24
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           11
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 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                 104.8820(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.0898(5)
_cell_length_b                   15.8913(10)
_cell_length_c                   8.9124(5)
_cell_measurement_temperature    273(2)
_cell_volume                     1107.32(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.965
_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  0.0385
_diffrn_reflns_av_sigmaI/netI    0.0505
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8929
_diffrn_reflns_theta_full        30.55
_diffrn_reflns_theta_max         30.55
_diffrn_reflns_theta_min         2.56
_exptl_absorpt_coefficient_mu    6.652
_exptl_absorpt_correction_type   sadabs
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    2.205
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.22
_refine_diff_density_max         1.441
_refine_diff_density_min         -0.923
_refine_diff_density_rms         0.180
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     149
_refine_ls_number_reflns         3387
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.117
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0389
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0629P)²+0.3404P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1059
_refine_ls_wR_factor_ref         0.1176
_reflns_number_gt                2686
_reflns_number_total             3387
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om060174asi20060404_100136.cif
_cod_data_source_block           compound_6
_cod_database_code               4075273
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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
P P 0.0681(4) 0.2500 0.5456(3) 0.0480(6) Uani 1 2 d S
Ir1 Ir 0.68181(4) 0.2500 1.01984(4) 0.03464(12) Uani 1 2 d S
Cl1 Cl 0.8106(3) -0.00106(13) 0.5897(2) 0.0699(5) Uani 1 1 d .
C1 C 0.7960(7) 0.1611(3) 0.9079(7) 0.0337(11) Uani 1 1 d .
N1 N 0.7272(7) 0.1171(3) 0.7777(6) 0.0422(11) Uani 1 1 d .
C01 C 0.5873(9) 0.1644(4) 1.1214(9) 0.0544(17) Uani 1 1 d .
O1 O 0.5378(8) 0.1127(4) 1.1840(9) 0.083(2) Uani 1 1 d .
F1 F 0.1622(12) 0.1780(8) 0.6368(12) 0.217(6) Uani 1 1 d .
Cl2 Cl 1.1878(2) 0.03217(11) 0.8731(2) 0.0591(4) Uani 1 1 d .
N2 N 0.9601(6) 0.1376(3) 0.9527(5) 0.0348(9) Uani 1 1 d .
F2 F 0.2019(11) 0.2500 0.4424(9) 0.087(2) Uani 1 2 d S
C2 C 0.5463(9) 0.1250(6) 0.6845(10) 0.067(2) Uani 1 1 d .
H2A H 0.4857 0.0740 0.6929 0.101 Uiso 1 1 calc R
H2B H 0.5439 0.1347 0.5777 0.101 Uiso 1 1 calc R
H2C H 0.4929 0.1713 0.7229 0.101 Uiso 1 1 calc R
C3 C 0.8499(8) 0.0648(4) 0.7442(7) 0.0427(13) Uani 1 1 d .
F3 F -0.0475(12) 0.1847(6) 0.4349(12) 0.172(4) Uani 1 1 d .
F4 F -0.0687(9) 0.2500 0.6475(8) 0.0697(17) Uani 1 2 d S
C4 C 0.9939(8) 0.0774(4) 0.8516(7) 0.0416(13) Uani 1 1 d .
C5 C 1.0826(7) 0.1674(4) 1.0954(7) 0.0386(12) Uani 1 1 d .
H5A H 1.1681 0.1241 1.1310 0.046 Uiso 1 1 calc R
H5B H 1.0219 0.1751 1.1753 0.046 Uiso 1 1 calc R
C6 C 1.1741(10) 0.2500 1.0772(11) 0.0407(17) Uani 1 2 d S
H6A H 1.2842 0.2500 1.1529 0.049 Uiso 1 2 calc SR
H6B H 1.1959 0.2500 0.9752 0.049 Uiso 1 2 calc SR
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'
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_1
_geom_angle_site_symmetry_3
F1 P F1 100.0(12) 4_565 .
F1 P F3 171.5(8) 4_565 .
F1 P F3 88.5(7) . .
F1 P F3 88.5(7) 4_565 4_565
F1 P F3 171.5(8) . 4_565
F3 P F3 83.0(9) . 4_565
F1 P F2 89.3(3) 4_565 .
F1 P F2 89.3(3) . .
F3 P F2 91.2(4) . .
F3 P F2 91.2(4) 4_565 .
F1 P F4 91.2(3) 4_565 .
F1 P F4 91.2(3) . .
F3 P F4 88.3(4) . .
F3 P F4 88.3(4) 4_565 .
F2 P F4 179.3(4) . .
C01 Ir1 C01 91.5(4) 4_565 .
C01 Ir1 C1 176.8(2) 4_565 .
C01 Ir1 C1 91.4(3) . .
C01 Ir1 C1 91.4(3) 4_565 4_565
C01 Ir1 C1 176.8(2) . 4_565
C1 Ir1 C1 85.7(3) . 4_565
N2 C1 N1 105.7(5) . .
N2 C1 Ir1 125.2(4) . .
N1 C1 Ir1 129.1(4) . .
C1 N1 C3 109.6(5) . .
C1 N1 C2 124.4(6) . .
C3 N1 C2 125.9(6) . .
O1 C01 Ir1 177.3(7) . .
C1 N2 C4 110.2(5) . .
C1 N2 C5 124.2(5) . .
C4 N2 C5 125.4(5) . .
C4 C3 N1 107.6(5) . .
C4 C3 Cl1 129.0(5) . .
N1 C3 Cl1 123.4(5) . .
C3 C4 N2 106.9(5) . .
C3 C4 Cl2 129.7(5) . .
N2 C4 Cl2 123.5(5) . .
N2 C5 C6 114.7(5) . .
C5 C6 C5 117.4(7) 4_565 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P F1 1.494(7) 4_565
P F1 1.494(7) .
P F3 1.565(8) .
P F3 1.565(8) 4_565
P F2 1.590(7) .
P F4 1.602(6) .
Ir1 C01 1.901(7) 4_565
Ir1 C01 1.901(7) .
Ir1 C1 2.078(5) .
Ir1 C1 2.078(5) 4_565
Cl1 C3 1.694(6) .
C1 N2 1.337(7) .
C1 N1 1.347(7) .
N1 C3 1.384(8) .
N1 C2 1.490(9) .
C01 O1 1.122(8) .
Cl2 C4 1.691(6) .
N2 C4 1.388(7) .
N2 C5 1.476(7) .
C3 C4 1.319(9) .
C5 C6 1.536(7) .
C6 C5 1.536(7) 4_565
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C01 Ir1 C1 N2 53(5) 4_565 .
C01 Ir1 C1 N2 -99.4(5) . .
C1 Ir1 C1 N2 79.2(5) 4_565 .
C01 Ir1 C1 N1 -125(5) 4_565 .
C01 Ir1 C1 N1 82.3(5) . .
C1 Ir1 C1 N1 -99.1(5) 4_565 .
N2 C1 N1 C3 1.2(6) . .
Ir1 C1 N1 C3 179.8(4) . .
N2 C1 N1 C2 -178.3(6) . .
Ir1 C1 N1 C2 0.3(9) . .
C01 Ir1 C01 O1 -119(16) 4_565 .
C1 Ir1 C01 O1 60(16) . .
C1 Ir1 C01 O1 34(19) 4_565 .
N1 C1 N2 C4 -1.1(6) . .
Ir1 C1 N2 C4 -179.7(4) . .
N1 C1 N2 C5 -177.0(5) . .
Ir1 C1 N2 C5 4.4(7) . .
C1 N1 C3 C4 -0.9(7) . .
C2 N1 C3 C4 178.6(6) . .
C1 N1 C3 Cl1 179.4(4) . .
C2 N1 C3 Cl1 -1.2(9) . .
N1 C3 C4 N2 0.2(7) . .
Cl1 C3 C4 N2 179.9(5) . .
N1 C3 C4 Cl2 179.9(4) . .
Cl1 C3 C4 Cl2 -0.4(10) . .
C1 N2 C4 C3 0.5(6) . .
C5 N2 C4 C3 176.4(5) . .
C1 N2 C4 Cl2 -179.2(4) . .
C5 N2 C4 Cl2 -3.3(8) . .
C1 N2 C5 C6 -87.2(6) . .
C4 N2 C5 C6 97.5(6) . .
N2 C5 C6 C5 85.6(8) . 4_565
