#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:42:50 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178578 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/88/4068880.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_4068880
loop_
_publ_author_name
'Dzik, Wojciech I.'
'Smits, Jan M. M.'
'Reek, Joost N. H.'
'de Bruin, Bas'
_publ_contact_author
;
        Dr. B. de Bruin
        Department of Homogeneous Catalysis
        Van 't Hoff Institute for Molecular Sciences
        University of Amsterdam
        Nieuwe Achtergracht 166
        1018 WV Amsterdam
        The Netherlands
;
_publ_section_title
;
 Activation of Carbon Monoxide by (Me3tpa)Rh and (Me3tpa)Ir
;
_journal_issue                   6
_journal_name_full               Organometallics
_journal_page_first              1631
_journal_paper_doi               10.1021/om801142y
_journal_volume                  28
_journal_year                    2009
_chemical_formula_sum            'C22 H26 F6 Ir N4 O P'
_chemical_formula_weight         699.64
_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_date             2006-07-27
_audit_creation_method           'SHELXL, adapted and expanded'
_cell_angle_alpha                109.290(6)
_cell_angle_beta                 110.719(5)
_cell_angle_gamma                101.645(5)
_cell_formula_units_Z            2
_cell_length_a                   10.9728(7)
_cell_length_b                   11.6245(10)
_cell_length_c                   11.7703(10)
_cell_measurement_reflns_used    448
_cell_measurement_temperature    208(2)
_cell_measurement_theta_max      27.500
_cell_measurement_theta_min      2.130
_cell_volume                     1236.0(2)
_computing_data_collection
;
Nonius "Collect" program suite (Nonius, 1999)
;
_computing_data_reduction
;
Nonius "EvalCCD" program suite (Duisenberg, 1998)
;
_computing_molecular_graphics
;
PLATON (Spek, 2003)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
;
DIRDIF (Beurskens et al., 1996),
PATTY (Beurskens et al., 1987)
;
_diffrn_ambient_temperature      208(2)
_diffrn_detector_area_resol_mean 18.4
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device       'Nonius KappaCCD'
_diffrn_measurement_method       'area detector φ and ω scan'
_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  0.0241
_diffrn_reflns_av_sigmaI/netI    0.0186
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            29328
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.13
_diffrn_standards_decay_%        0.000
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.534
_exptl_absorpt_correction_T_max  0.5175
_exptl_absorpt_correction_T_min  0.3809
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS multiscan (Sheldrick, 1996)'
_exptl_crystal_colour            'translucent colourless'
_exptl_crystal_density_diffrn    1.880
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rough fragment'
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.582
_refine_diff_density_min         -0.551
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.181
_refine_ls_goodness_of_fit_ref   1.181
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         5594
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.181
_refine_ls_R_factor_all          0.0269
_refine_ls_R_factor_gt           0.0228
_refine_ls_R_factor_obs          0.0228
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
w=1/[σ²(Fo²)+(0.0265P)²+1.3394P] where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0578
_refine_ls_wR_factor_gt          0.0560
_refine_ls_wR_factor_obs         0.0560
_refine_ls_wR_factor_ref         0.0578
_reflns_number_gt                5205
_reflns_number_observed          5205
_reflns_number_total             5594
_reflns_observed_criterion       >2sigma(I)
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om801142y_si_001.cif
_cod_data_source_block           WOJ09
_cod_depositor_comments
;
The following automatic conversions were performed:
'_publ_contact_autor' tag replaced with '_publ_contact_author'.

Automatic conversion script
Id: cif_correct_tags 1440 2010-10-19 06:21:57Z saulius 

The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26 (38
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according
to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary
named 'cif_core.dic' version 2.4.2 from 2011-04-26 (65 times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1236.02(17)
_cod_database_code               4068880
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_calc_flag
_atom_site_refinement_flags
Ir1 Ir 0.083765(13) 0.233455(11) 0.124111(12) 0.02873(5) Uani 1 d .
H1 H -0.0364 0.0999 0.0379 0.043 Uiso 1 d .
H2 H 0.1261 0.2113 0.0153 0.043 Uiso 1 d .
C1 C -0.0292(4) 0.3052(4) 0.0382(4) 0.0394(8) Uani 1 d .
O1 O -0.0986(4) 0.3459(3) -0.0222(3) 0.0589(8) Uani 1 d .
N1 N 0.2014(3) 0.1270(3) 0.1994(3) 0.0312(6) Uani 1 d .
N2 N -0.0230(5) 0.4734(4) 0.3147(4) 0.0526(9) Uani 1 d .
N3 N 0.2491(3) 0.4180(3) 0.2822(3) 0.0317(6) Uani 1 d .
N4 N 0.0468(3) 0.2420(3) 0.2981(3) 0.0347(6) Uani 1 d .
C11 C 0.0436(4) 0.1127(4) 0.2976(5) 0.0437(9) Uani 1 d .
H11A H 0.0516 0.1153 0.3841 0.052 Uiso 1 calc R
H11B H -0.0458 0.0446 0.2257 0.052 Uiso 1 calc R
C12 C 0.1604(4) 0.0805(3) 0.2755(4) 0.0372(8) Uani 1 d .
C13 C 0.2165(5) 0.0016(4) 0.3254(4) 0.0493(10) Uani 1 d .
H13 H 0.1864 -0.0280 0.3796 0.059 Uiso 1 calc R
C14 C 0.3170(5) -0.0329(4) 0.2947(5) 0.0550(11) Uani 1 d .
H14 H 0.3565 -0.0874 0.3266 0.066 Uiso 1 calc R
C15 C 0.3588(4) 0.0132(4) 0.2170(4) 0.0499(10) Uani 1 d .
H15 H 0.4272 -0.0106 0.1947 0.060 Uiso 1 calc R
C16 C 0.3024(4) 0.0944(4) 0.1704(4) 0.0384(8) Uani 1 d .
C17 C 0.3538(5) 0.1498(5) 0.0920(5) 0.0550(11) Uani 1 d .
H17A H 0.2768 0.1243 0.0048 0.083 Uiso 1 calc R
H17B H 0.4248 0.1170 0.0790 0.083 Uiso 1 calc R
H17C H 0.3936 0.2443 0.1411 0.083 Uiso 1 calc R
C21 C -0.0880(5) 0.2525(5) 0.2937(6) 0.0576(12) Uani 1 d .
H21A H -0.0842 0.2672 0.3820 0.069 Uiso 1 calc R
H21B H -0.1633 0.1687 0.2268 0.069 Uiso 1 calc R
C22 C -0.1248(5) 0.3590(5) 0.2598(5) 0.0525(11) Uani 1 d .
C23 C -0.2627(6) 0.3319(6) 0.1765(7) 0.0729(15) Uani 1 d .
H23 H -0.3307 0.2486 0.1395 0.088 Uiso 1 calc R
C24 C -0.2976(8) 0.4295(8) 0.1495(7) 0.087(2) Uani 1 d .
H24 H -0.3905 0.4145 0.0932 0.105 Uiso 1 calc R
C25 C -0.1978(8) 0.5470(6) 0.2041(6) 0.0759(18) Uani 1 d .
H25 H -0.2212 0.6157 0.1886 0.091 Uiso 1 calc R
C26 C -0.0596(7) 0.5674(5) 0.2838(5) 0.0644(14) Uani 1 d .
C27 C 0.0586(9) 0.6926(5) 0.3392(7) 0.099(2) Uani 1 d .
H27A H 0.0748 0.7012 0.2661 0.149 Uiso 1 calc R
H27B H 0.1424 0.6922 0.4046 0.149 Uiso 1 calc R
H27C H 0.0352 0.7655 0.3828 0.149 Uiso 1 calc R
C31 C 0.1686(4) 0.3462(4) 0.4249(4) 0.0413(8) Uani 1 d .
H31A H 0.2265 0.3049 0.4692 0.050 Uiso 1 calc R
H31B H 0.1340 0.3912 0.4860 0.050 Uiso 1 calc R
C32 C 0.2584(4) 0.4456(3) 0.4053(3) 0.0385(8) Uani 1 d .
C33 C 0.3520(6) 0.5630(5) 0.5159(5) 0.0734(16) Uani 1 d .
H33 H 0.3578 0.5805 0.6019 0.088 Uiso 1 calc R
C34 C 0.4351(7) 0.6523(5) 0.4982(6) 0.097(2) Uani 1 d .
H34 H 0.4990 0.7323 0.5722 0.117 Uiso 1 calc R
C35 C 0.4254(6) 0.6256(5) 0.3732(6) 0.0759(17) Uani 1 d .
H35 H 0.4828 0.6872 0.3607 0.091 Uiso 1 calc R
C36 C 0.3318(4) 0.5088(4) 0.2650(4) 0.0441(9) Uani 1 d .
C37 C 0.3149(5) 0.4819(5) 0.1266(5) 0.0594(12) Uani 1 d .
H37A H 0.3268 0.3999 0.0875 0.089 Uiso 1 calc R
H37B H 0.3847 0.5520 0.1313 0.089 Uiso 1 calc R
H37C H 0.2224 0.4763 0.0708 0.089 Uiso 1 calc R
P1 P 0.30858(11) 0.12175(10) 0.71841(11) 0.0422(2) Uani 1 d .
F1 F 0.2111(4) 0.1537(3) 0.7865(3) 0.0727(8) Uani 1 d .
F2 F 0.4006(4) 0.0863(5) 0.6455(4) 0.1011(13) Uani 1 d .
F3 F 0.4308(5) 0.2423(5) 0.8365(4) 0.153(2) Uani 1 d .
F4 F 0.3454(4) 0.0351(4) 0.7955(4) 0.0953(12) Uani 1 d .
F5 F 0.1787(4) -0.0017(3) 0.5972(4) 0.1025(13) Uani 1 d .
F6 F 0.2691(4) 0.2047(3) 0.6383(3) 0.0791(9) Uani 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'
P P 0.1023 0.0942 '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'
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_publ_flag
C1 Ir1 N1 172.40(13) y
C1 Ir1 N3 96.35(14) y
N1 Ir1 N3 90.68(10) y
C1 Ir1 N4 106.90(14) y
N1 Ir1 N4 77.16(11) y
N3 Ir1 N4 79.58(11) y
O1 C1 Ir1 175.7(3) y
C12 N1 C16 118.4(3) y
C12 N1 Ir1 114.1(2) y
C16 N1 Ir1 127.3(2) y
C22 N2 C26 116.3(5) y
C32 N3 C36 119.0(3) y
C32 N3 Ir1 114.0(2) y
C36 N3 Ir1 126.7(3) y
C31 N4 C21 111.4(3) y
C31 N4 C11 108.3(3) y
C21 N4 C11 105.8(3) y
C31 N4 Ir1 109.3(2) y
C21 N4 Ir1 117.8(3) y
C11 N4 Ir1 103.6(2) y
C12 C11 N4 110.4(3) y
N1 C12 C13 122.9(4) y
N1 C12 C11 116.2(3) y
C13 C12 C11 120.8(4) y
C14 C13 C12 118.8(4) y
C15 C14 C13 118.8(4) y
C14 C15 C16 121.2(4) y
N1 C16 C15 119.9(4) y
N1 C16 C17 119.3(3) y
C15 C16 C17 120.8(4) y
N4 C21 C22 115.5(3) y
N2 C22 C23 124.5(4) y
N2 C22 C21 117.7(4) y
C23 C22 C21 117.8(5) y
C24 C23 C22 118.1(6) y
C25 C24 C23 119.2(6) y
C24 C25 C26 120.1(5) y
N2 C26 C25 121.7(5) y
N2 C26 C27 115.3(5) y
C25 C26 C27 123.0(5) y
N4 C31 C32 114.7(3) y
N3 C32 C33 121.5(4) y
N3 C32 C31 119.2(3) y
C33 C32 C31 119.2(4) y
C34 C33 C32 119.1(5) y
C33 C34 C35 119.7(5) y
C34 C35 C36 120.1(5) y
N3 C36 C35 120.5(4) y
N3 C36 C37 119.1(4) y
C35 C36 C37 120.4(4) y
F3 P1 F2 92.2(3) y
F3 P1 F6 90.6(2) y
F2 P1 F6 87.86(17) y
F3 P1 F1 89.8(3) y
F2 P1 F1 177.8(2) y
F6 P1 F1 91.58(16) y
F3 P1 F5 178.3(3) y
F2 P1 F5 89.4(2) y
F6 P1 F5 89.0(2) y
F1 P1 F5 88.5(2) y
F3 P1 F4 90.9(3) y
F2 P1 F4 91.86(17) y
F6 P1 F4 178.5(2) y
F1 P1 F4 88.65(16) y
F5 P1 F4 89.5(2) y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Ir1 C1 1.828(4) y
Ir1 N1 2.131(3) y
Ir1 N3 2.182(3) y
Ir1 N4 2.200(3) y
C1 O1 1.138(5) y
N1 C12 1.343(5) y
N1 C16 1.357(5) y
N2 C22 1.325(6) y
N2 C26 1.350(5) y
N3 C32 1.337(5) y
N3 C36 1.365(4) y
N4 C31 1.490(5) y
N4 C21 1.493(5) y
N4 C11 1.495(4) y
C11 C12 1.488(5) y
C12 C13 1.376(5) y
C13 C14 1.369(6) y
C14 C15 1.362(7) y
C15 C16 1.383(5) y
C16 C17 1.482(6) y
C21 C22 1.507(6) y
C22 C23 1.380(7) y
C23 C24 1.365(8) y
C24 C25 1.339(9) y
C25 C26 1.392(8) y
C26 C27 1.496(9) y
C31 C32 1.496(5) y
C32 C33 1.388(5) y
C33 C34 1.359(8) y
C34 C35 1.360(9) y
C35 C36 1.375(6) y
C36 C37 1.487(6) y
P1 F3 1.526(4) y
P1 F2 1.573(3) y
P1 F6 1.577(3) y
P1 F1 1.579(3) y
P1 F5 1.584(4) y
P1 F4 1.585(3) y
