#------------------------------------------------------------------------------
#$Date: 2016-03-23 23:30:45 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179504 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/01/4340154.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_4340154
loop_
_publ_author_name
'Volpe, Maurizio'
'Wu, Guang'
'Iretskii, Alexei'
'Ford, Peter C.'
_publ_section_title
;
 Photochemical and time resolved spectroscopic studies of intermediates
 relevant to iridium-catalyzed methanol carbonylation: photoinduced CO
 migratory insertion.
;
_journal_issue                   4
_journal_name_full               'Inorganic chemistry'
_journal_page_first              1861
_journal_page_last               1870
_journal_paper_doi               10.1021/ic0513033
_journal_volume                  45
_journal_year                    2006
_chemical_formula_sum            'C13 H13 I2 Ir N2 O2'
_chemical_formula_weight         675.25
_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                 106.7620(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.0999(4)
_cell_length_b                   10.0552(4)
_cell_length_c                   17.2639(7)
_cell_measurement_temperature    115(1)
_cell_volume                     1678.77(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      117(2)
_diffrn_measured_fraction_theta_full 0.917
_diffrn_measured_fraction_theta_max 0.917
_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  0.0310
_diffrn_reflns_av_sigmaI/netI    0.0303
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            14505
_diffrn_reflns_theta_full        28.71
_diffrn_reflns_theta_max         28.71
_diffrn_reflns_theta_min         2.11
_exptl_absorpt_coefficient_mu    11.633
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            Dark-yellow
_exptl_crystal_density_diffrn    2.672
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.645
_refine_diff_density_min         -0.836
_refine_diff_density_rms         0.141
_refine_ls_extinction_coef       0.00014(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         3981
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0237
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0213P)²+3.0912P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0559
_refine_ls_wR_factor_ref         0.0580
_reflns_number_gt                3323
_reflns_number_total             3981
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            Pub.CIF
_cod_data_source_block           mer,trans[Ir(C(O)CH3)(CO)(py)2I2]
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4340154
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
C1 C 0.2148(4) 0.3695(4) 0.0489(3) 0.0190(9) Uani 1 1 d .
C2 C 0.2155(5) 0.5137(4) 0.0702(3) 0.0325(12) Uani 1 1 d .
H2A H 0.2992 0.5541 0.0660 0.049 Uiso 1 1 calc R
H2B H 0.2102 0.5225 0.1246 0.049 Uiso 1 1 calc R
H2C H 0.1374 0.5569 0.0337 0.049 Uiso 1 1 calc R
C3 C 0.4552(5) 0.3825(4) 0.1808(3) 0.0244(10) Uani 1 1 d .
C4 C 0.5433(4) -0.0149(4) 0.1604(3) 0.0202(9) Uani 1 1 d .
H4 H 0.5169 -0.0192 0.1042 0.024 Uiso 1 1 calc R
C5 C 0.6239(5) -0.1162(4) 0.2036(3) 0.0240(10) Uani 1 1 d .
H5 H 0.6471 -0.1889 0.1768 0.029 Uiso 1 1 calc R
C6 C 0.6693(5) -0.1087(5) 0.2864(3) 0.0277(10) Uani 1 1 d .
H6 H 0.7249 -0.1751 0.3168 0.033 Uiso 1 1 calc R
C7 C 0.6303(5) 0.0003(5) 0.3236(3) 0.0296(11) Uani 1 1 d .
H7 H 0.6606 0.0094 0.3796 0.035 Uiso 1 1 calc R
C8 C 0.5460(5) 0.0952(4) 0.2766(3) 0.0242(10) Uani 1 1 d .
H8 H 0.5185 0.1669 0.3023 0.029 Uiso 1 1 calc R
C9 C 0.2139(4) -0.0288(4) 0.0927(3) 0.0166(8) Uani 1 1 d .
H9 H 0.2373 -0.0264 0.1489 0.020 Uiso 1 1 calc R
C10 C 0.1446(4) -0.1386(4) 0.0531(3) 0.0194(9) Uani 1 1 d .
H10 H 0.1217 -0.2083 0.0823 0.023 Uiso 1 1 calc R
C11 C 0.1097(4) -0.1439(4) -0.0295(3) 0.0195(9) Uani 1 1 d .
H11 H 0.0624 -0.2168 -0.0575 0.023 Uiso 1 1 calc R
C12 C 0.1464(4) -0.0385(4) -0.0706(3) 0.0187(9) Uani 1 1 d .
H12 H 0.1253 -0.0404 -0.1267 0.022 Uiso 1 1 calc R
C13 C 0.2143(4) 0.0692(4) -0.0278(2) 0.0160(8) Uani 1 1 d .
H13 H 0.2368 0.1403 -0.0561 0.019 Uiso 1 1 calc R
I1 I 0.51618(3) 0.26610(3) 0.021615(18) 0.02126(8) Uani 1 1 d .
I2 I 0.19641(3) 0.23846(2) 0.219857(17) 0.01940(8) Uani 1 1 d .
Ir Ir 0.356716(17) 0.242356(13) 0.120480(9) 0.01434(6) Uani 1 1 d .
N1 N 0.5014(4) 0.0893(3) 0.1954(2) 0.0186(7) Uani 1 1 d .
N2 N 0.2495(3) 0.0754(3) 0.0536(2) 0.0147(7) Uani 1 1 d .
O1 O 0.1277(3) 0.3306(3) -0.0107(2) 0.0295(7) Uani 1 1 d .
O2 O 0.5171(3) 0.4651(3) 0.2179(2) 0.0382(9) 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'
O O 0.0106 0.0060 '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
O1 C1 C2 118.3(4)
O1 C1 Ir 121.4(3)
C2 C1 Ir 120.3(3)
O2 C3 Ir 178.5(4)
N1 C4 C5 123.2(4)
C6 C5 C4 119.3(4)
C5 C6 C7 118.2(4)
C8 C7 C6 119.1(4)
N1 C8 C7 123.2(4)
N2 C9 C10 122.9(4)
C11 C10 C9 119.3(4)
C10 C11 C12 118.5(4)
C13 C12 C11 119.6(4)
N2 C13 C12 122.4(4)
C3 Ir C1 91.91(18)
C3 Ir N2 177.68(16)
C1 Ir N2 90.41(13)
C3 Ir N1 92.41(17)
C1 Ir N1 175.54(14)
N2 Ir N1 85.28(12)
C3 Ir I1 88.08(14)
C1 Ir I1 90.24(11)
N2 Ir I1 91.71(9)
N1 Ir I1 91.00(9)
C3 Ir I2 88.68(14)
C1 Ir I2 87.07(11)
N2 Ir I2 91.64(9)
N1 Ir I2 91.93(9)
I1 Ir I2 175.717(9)
C4 N1 C8 116.8(4)
C4 N1 Ir 120.8(3)
C8 N1 Ir 122.3(3)
C9 N2 C13 117.3(3)
C9 N2 Ir 120.2(3)
C13 N2 Ir 122.5(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O1 1.210(5)
C1 C2 1.495(6)
C1 Ir 2.048(4)
C3 O2 1.122(5)
C3 Ir 1.861(4)
C4 N1 1.338(5)
C4 C5 1.381(6)
C5 C6 1.373(6)
C6 C7 1.384(6)
C7 C8 1.377(6)
C8 N1 1.344(5)
C9 N2 1.350(5)
C9 C10 1.379(5)
C10 C11 1.368(6)
C11 C12 1.384(6)
C12 C13 1.378(5)
C13 N2 1.348(5)
I1 Ir 2.6739(4)
I2 Ir 2.6774(4)
Ir N2 2.146(3)
Ir N1 2.255(3)
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
N1 C4 C5 C6 -3.0(7)
C4 C5 C6 C7 1.0(7)
C5 C6 C7 C8 1.2(7)
C6 C7 C8 N1 -1.6(7)
N2 C9 C10 C11 0.1(6)
C9 C10 C11 C12 0.4(6)
C10 C11 C12 C13 -1.1(6)
C11 C12 C13 N2 1.3(6)
O2 C3 Ir C1 -164(17)
O2 C3 Ir N2 11(20)
O2 C3 Ir N1 17(17)
O2 C3 Ir I1 -74(17)
O2 C3 Ir I2 109(17)
O1 C1 Ir C3 171.9(4)
C2 C1 Ir C3 -9.1(4)
O1 C1 Ir N2 -7.9(4)
C2 C1 Ir N2 171.1(3)
O1 C1 Ir N1 -22(2)
C2 C1 Ir N1 156.6(17)
O1 C1 Ir I1 83.9(4)
C2 C1 Ir I1 -97.2(3)
O1 C1 Ir I2 -99.5(4)
C2 C1 Ir I2 79.5(3)
C5 C4 N1 C8 2.6(6)
C5 C4 N1 Ir -175.4(3)
C7 C8 N1 C4 -0.3(7)
C7 C8 N1 Ir 177.6(4)
C3 Ir N1 C4 -137.8(3)
C1 Ir N1 C4 56.4(19)
N2 Ir N1 C4 41.9(3)
I1 Ir N1 C4 -49.7(3)
I2 Ir N1 C4 133.4(3)
C3 Ir N1 C8 44.3(4)
C1 Ir N1 C8 -121.4(18)
N2 Ir N1 C8 -135.9(4)
I1 Ir N1 C8 132.4(3)
I2 Ir N1 C8 -44.4(3)
C10 C9 N2 C13 0.0(6)
C10 C9 N2 Ir 179.8(3)
C12 C13 N2 C9 -0.7(6)
C12 C13 N2 Ir 179.5(3)
C3 Ir N2 C9 56(4)
C1 Ir N2 C9 -128.9(3)
N1 Ir N2 C9 50.0(3)
I1 Ir N2 C9 140.9(3)
I2 Ir N2 C9 -41.8(3)
C3 Ir N2 C13 -124(4)
C1 Ir N2 C13 50.9(3)
N1 Ir N2 C13 -130.3(3)
I1 Ir N2 C13 -39.4(3)
I2 Ir N2 C13 137.9(3)
