#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:57:29 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180524 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/93/7219386.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_7219386
loop_
_publ_author_name
'Jonasson, Klara J.'
'Polukeev, Alexey'
'Wendt, Ola'
_publ_section_title
;
 PC(sp3)P Pincer Carbonyl Complexes of Iridium(I) and Iridium(III)
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C4RA15562A
_journal_year                    2015
_chemical_formula_sum            'C25 H49 Cl Ir O P2'
_chemical_formula_weight         655.23
_chemical_name_systematic
trans-[Iridium(hydrido)(carbonyl)Chloro{cis-1,3-Bis-((di-tert-butylphosphino)methyl)}-cyclohexane]
_chemical_properties_physical    Moisture-sensitive
_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
_audit_update_record
;
2014-10-15 deposited with the CCDC.
2015-01-23 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 93.996(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.5453(2)
_cell_length_b                   15.2101(3)
_cell_length_c                   15.5649(3)
_cell_measurement_reflns_used    30747
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.9626
_cell_measurement_theta_min      2.4168
_cell_volume                     2962.80(9)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'CrystalMaker (CrystalMaker, 2011)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.1829
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0594
_diffrn_reflns_av_sigmaI/netI    0.0261
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            70507
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.03
_diffrn_reflns_theta_min         2.42
_exptl_absorpt_coefficient_mu    4.718
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51824
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             1324
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: toluene/hexane'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_refine_diff_density_max         3.080
_refine_diff_density_min         -0.773
_refine_diff_density_rms         0.159
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.425
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         7422
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.425
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0332
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0500P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0952
_refine_ls_wR_factor_ref         0.1030
_reflns_number_gt                6467
_reflns_number_total             7422
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ra15562a2.cif
_cod_data_source_block           kj3026b
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7219386
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 0.413469(11) 0.048375(9) 0.221347(9) 0.02831(7) Uani 1 1 d .
P1 P 0.60063(8) 0.03588(7) 0.24522(7) 0.0331(2) Uani 1 1 d .
Cl1 Cl 0.37035(9) -0.08183(7) 0.31477(7) 0.0436(2) Uani 1 1 d .
C1 C 0.4515(3) 0.1579(2) 0.1431(2) 0.0346(8) Uani 1 1 d .
H1 H 0.4440 0.1365 0.0836 0.042 Uiso 1 1 calc R
O1 O 0.3882(4) -0.0518(3) 0.0522(3) 0.0762(13) Uani 1 1 d .
P2 P 0.24226(8) 0.11377(7) 0.21804(7) 0.0365(2) Uani 1 1 d .
C2 C 0.5652(3) 0.1915(3) 0.1563(3) 0.0392(9) Uani 1 1 d .
H2 H 0.5698 0.2256 0.2099 0.047 Uiso 1 1 calc R
C3 C 0.5892(4) 0.2553(3) 0.0833(3) 0.0488(11) Uani 1 1 d .
H3A H 0.6615 0.2776 0.0930 0.059 Uiso 1 1 calc R
H3B H 0.5841 0.2241 0.0288 0.059 Uiso 1 1 calc R
C4 C 0.5103(4) 0.3326(3) 0.0789(3) 0.0602(13) Uani 1 1 d .
H4A H 0.5244 0.3695 0.1292 0.072 Uiso 1 1 calc R
H4B H 0.5219 0.3678 0.0284 0.072 Uiso 1 1 calc R
C5 C 0.3943(4) 0.3027(3) 0.0747(3) 0.0508(11) Uani 1 1 d .
H5A H 0.3760 0.2761 0.0190 0.061 Uiso 1 1 calc R
H5B H 0.3485 0.3535 0.0803 0.061 Uiso 1 1 calc R
C6 C 0.3742(4) 0.2360(3) 0.1463(3) 0.0412(9) Uani 1 1 d .
H6 H 0.3899 0.2658 0.2016 0.049 Uiso 1 1 calc R
C7 C 0.6477(3) 0.1164(3) 0.1681(3) 0.0420(9) Uani 1 1 d .
H7A H 0.7164 0.1399 0.1894 0.050 Uiso 1 1 calc R
H7B H 0.6563 0.0880 0.1132 0.050 Uiso 1 1 calc R
C8 C 0.2564(4) 0.2062(3) 0.1432(3) 0.0451(10) Uani 1 1 d .
H8A H 0.2332 0.1881 0.0851 0.054 Uiso 1 1 calc R
H8B H 0.2117 0.2548 0.1591 0.054 Uiso 1 1 calc R
C9 C 0.3960(3) -0.0198(3) 0.1157(3) 0.0415(9) Uani 1 1 d .
C11 C 0.6563(4) 0.0742(3) 0.3564(3) 0.0482(10) Uani 1 1 d .
C12 C 0.7769(5) 0.0588(4) 0.3697(5) 0.0777(19) Uani 1 1 d .
H12A H 0.7918 -0.0027 0.3638 0.117 Uiso 1 1 calc R
H12B H 0.8019 0.0782 0.4262 0.117 Uiso 1 1 calc R
H12C H 0.8127 0.0913 0.3273 0.117 Uiso 1 1 calc R
C13 C 0.5973(5) 0.0255(4) 0.4262(3) 0.0667(15) Uani 1 1 d .
H13A H 0.5219 0.0367 0.4177 0.100 Uiso 1 1 calc R
H13B H 0.6230 0.0462 0.4821 0.100 Uiso 1 1 calc R
H13C H 0.6102 -0.0365 0.4222 0.100 Uiso 1 1 calc R
C14 C 0.6375(4) 0.1732(3) 0.3671(3) 0.0605(13) Uani 1 1 d .
H14A H 0.5623 0.1853 0.3599 0.091 Uiso 1 1 calc R
H14B H 0.6738 0.2049 0.3245 0.091 Uiso 1 1 calc R
H14C H 0.6646 0.1913 0.4235 0.091 Uiso 1 1 calc R
C15 C 0.6686(4) -0.0722(3) 0.2173(3) 0.0482(10) Uani 1 1 d .
C16 C 0.6122(4) -0.1109(3) 0.1366(4) 0.0660(15) Uani 1 1 d .
H16A H 0.6150 -0.0699 0.0900 0.099 Uiso 1 1 calc R
H16B H 0.5390 -0.1229 0.1467 0.099 Uiso 1 1 calc R
H16C H 0.6470 -0.1646 0.1220 0.099 Uiso 1 1 calc R
C17 C 0.7872(5) -0.0580(4) 0.1971(5) 0.0758(19) Uani 1 1 d .
H17A H 0.7906 -0.0151 0.1521 0.114 Uiso 1 1 calc R
H17B H 0.8166 -0.1126 0.1787 0.114 Uiso 1 1 calc R
H17C H 0.8275 -0.0376 0.2479 0.114 Uiso 1 1 calc R
C18 C 0.6602(5) -0.1403(3) 0.2901(4) 0.0714(15) Uani 1 1 d .
H18A H 0.6953 -0.1179 0.3423 0.107 Uiso 1 1 calc R
H18B H 0.6937 -0.1941 0.2744 0.107 Uiso 1 1 calc R
H18C H 0.5863 -0.1511 0.2986 0.107 Uiso 1 1 calc R
C21 C 0.1196(4) 0.0514(3) 0.1694(4) 0.0565(13) Uani 1 1 d .
C22 C 0.0822(5) -0.0147(4) 0.2342(5) 0.0808(19) Uani 1 1 d .
H22A H 0.0602 0.0159 0.2840 0.121 Uiso 1 1 calc R
H22B H 0.1397 -0.0541 0.2511 0.121 Uiso 1 1 calc R
H22C H 0.0230 -0.0476 0.2085 0.121 Uiso 1 1 calc R
C23 C 0.0268(4) 0.1148(5) 0.1397(5) 0.0848(19) Uani 1 1 d .
H23A H 0.0515 0.1563 0.0992 0.127 Uiso 1 1 calc R
H23B H 0.0031 0.1456 0.1887 0.127 Uiso 1 1 calc R
H23C H -0.0315 0.0815 0.1130 0.127 Uiso 1 1 calc R
C24 C 0.1522(5) -0.0012(5) 0.0933(4) 0.0813(18) Uani 1 1 d .
H24A H 0.1765 0.0379 0.0504 0.122 Uiso 1 1 calc R
H24B H 0.0921 -0.0343 0.0694 0.122 Uiso 1 1 calc R
H24C H 0.2089 -0.0408 0.1118 0.122 Uiso 1 1 calc R
C25 C 0.2085(4) 0.1642(3) 0.3250(3) 0.0507(11) Uani 1 1 d .
C26 C 0.0933(4) 0.2013(4) 0.3235(4) 0.0737(17) Uani 1 1 d .
H26A H 0.0430 0.1549 0.3100 0.111 Uiso 1 1 calc R
H26B H 0.0845 0.2466 0.2807 0.111 Uiso 1 1 calc R
H26C H 0.0810 0.2254 0.3790 0.111 Uiso 1 1 calc R
C27 C 0.2263(5) 0.0956(4) 0.3976(3) 0.0716(16) Uani 1 1 d .
H27A H 0.1798 0.0463 0.3858 0.107 Uiso 1 1 calc R
H27B H 0.2110 0.1217 0.4515 0.107 Uiso 1 1 calc R
H27C H 0.2993 0.0761 0.4005 0.107 Uiso 1 1 calc R
C28 C 0.2831(5) 0.2422(4) 0.3462(3) 0.0666(15) Uani 1 1 d .
H28A H 0.2728 0.2859 0.3019 0.100 Uiso 1 1 calc R
H28B H 0.3559 0.2224 0.3493 0.100 Uiso 1 1 calc R
H28C H 0.2672 0.2670 0.4005 0.100 Uiso 1 1 calc R
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'
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
C9 Ir1 C1 87.16(16)
C9 Ir1 P1 98.18(13)
C1 Ir1 P1 83.87(11)
C9 Ir1 P2 99.07(13)
C1 Ir1 P2 84.16(11)
P1 Ir1 P2 158.44(4)
C9 Ir1 Cl1 93.00(13)
C1 Ir1 Cl1 179.40(11)
P1 Ir1 Cl1 95.53(4)
P2 Ir1 Cl1 96.39(4)
C7 P1 C11 105.9(2)
C7 P1 C15 104.8(2)
C11 P1 C15 109.1(2)
C7 P1 Ir1 101.80(14)
C11 P1 Ir1 114.52(15)
C15 P1 Ir1 119.16(15)
C2 C1 C6 109.0(3)
C2 C1 Ir1 115.5(3)
C6 C1 Ir1 114.7(2)
C2 C1 H1 105.6
C6 C1 H1 105.6
Ir1 C1 H1 105.6
C8 P2 C25 106.4(2)
C8 P2 C21 103.8(2)
C25 P2 C21 108.8(2)
C8 P2 Ir1 101.97(14)
C25 P2 Ir1 114.02(16)
C21 P2 Ir1 120.22(16)
C1 C2 C3 110.0(3)
C1 C2 C7 112.5(3)
C3 C2 C7 113.0(3)
C1 C2 H2 107.0
C3 C2 H2 107.0
C7 C2 H2 107.0
C4 C3 C2 111.0(4)
C4 C3 H3A 109.4
C2 C3 H3A 109.4
C4 C3 H3B 109.4
C2 C3 H3B 109.4
H3A C3 H3B 108.0
C5 C4 C3 112.6(4)
C5 C4 H4A 109.1
C3 C4 H4A 109.1
C5 C4 H4B 109.1
C3 C4 H4B 109.1
H4A C4 H4B 107.8
C4 C5 C6 111.7(4)
C4 C5 H5A 109.3
C6 C5 H5A 109.3
C4 C5 H5B 109.3
C6 C5 H5B 109.3
H5A C5 H5B 107.9
C1 C6 C5 110.5(3)
C1 C6 C8 112.2(3)
C5 C6 C8 112.0(4)
C1 C6 H6 107.3
C5 C6 H6 107.3
C8 C6 H6 107.3
C2 C7 P1 109.1(3)
C2 C7 H7A 109.9
P1 C7 H7A 109.9
C2 C7 H7B 109.9
P1 C7 H7B 109.9
H7A C7 H7B 108.3
C6 C8 P2 109.8(3)
C6 C8 H8A 109.7
P2 C8 H8A 109.7
C6 C8 H8B 109.7
P2 C8 H8B 109.7
H8A C8 H8B 108.2
O1 C9 Ir1 173.7(4)
C12 C11 C14 107.1(4)
C12 C11 C13 110.5(5)
C14 C11 C13 107.9(4)
C12 C11 P1 111.8(4)
C14 C11 P1 110.4(3)
C13 C11 P1 109.1(3)
C11 C12 H12A 109.5
C11 C12 H12B 109.5
H12A C12 H12B 109.5
C11 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C11 C13 H13A 109.5
C11 C13 H13B 109.5
H13A C13 H13B 109.5
C11 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C11 C14 H14A 109.5
C11 C14 H14B 109.5
H14A C14 H14B 109.5
C11 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C16 C15 C18 107.2(4)
C16 C15 C17 106.4(4)
C18 C15 C17 110.9(5)
C16 C15 P1 109.4(3)
C18 C15 P1 110.8(3)
C17 C15 P1 112.0(3)
C15 C16 H16A 109.5
C15 C16 H16B 109.5
H16A C16 H16B 109.5
C15 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
C15 C17 H17A 109.5
C15 C17 H17B 109.5
H17A C17 H17B 109.5
C15 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C15 C18 H18A 109.5
C15 C18 H18B 109.5
H18A C18 H18B 109.5
C15 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C24 C21 C22 106.4(5)
C24 C21 C23 109.5(5)
C22 C21 C23 110.3(5)
C24 C21 P2 108.5(4)
C22 C21 P2 110.0(4)
C23 C21 P2 112.0(4)
C21 C22 H22A 109.5
C21 C22 H22B 109.5
H22A C22 H22B 109.5
C21 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
C21 C23 H23A 109.5
C21 C23 H23B 109.5
H23A C23 H23B 109.5
C21 C23 H23C 109.5
H23A C23 H23C 109.5
H23B C23 H23C 109.5
C21 C24 H24A 109.5
C21 C24 H24B 109.5
H24A C24 H24B 109.5
C21 C24 H24C 109.5
H24A C24 H24C 109.5
H24B C24 H24C 109.5
C28 C25 C27 108.1(5)
C28 C25 C26 106.0(4)
C27 C25 C26 110.2(4)
C28 C25 P2 109.2(3)
C27 C25 P2 109.7(3)
C26 C25 P2 113.4(4)
C25 C26 H26A 109.5
C25 C26 H26B 109.5
H26A C26 H26B 109.5
C25 C26 H26C 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
C25 C27 H27A 109.5
C25 C27 H27B 109.5
H27A C27 H27B 109.5
C25 C27 H27C 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
C25 C28 H28A 109.5
C25 C28 H28B 109.5
H28A C28 H28B 109.5
C25 C28 H28C 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ir1 C9 1.943(4)
Ir1 C1 2.137(4)
Ir1 P1 2.3591(10)
Ir1 P2 2.3643(10)
Ir1 Cl1 2.5374(10)
P1 C7 1.841(4)
P1 C11 1.911(4)
P1 C15 1.915(5)
C1 C2 1.516(6)
C1 C6 1.536(5)
C1 H1 0.9800
O1 C9 1.101(5)
P2 C8 1.842(4)
P2 C25 1.907(4)
P2 C21 1.918(5)
C2 C3 1.540(5)
C2 C7 1.544(6)
C2 H2 0.9800
C3 C4 1.534(7)
C3 H3A 0.9700
C3 H3B 0.9700
C4 C5 1.522(7)
C4 H4A 0.9700
C4 H4B 0.9700
C5 C6 1.542(5)
C5 H5A 0.9700
C5 H5B 0.9700
C6 C8 1.544(6)
C6 H6 0.9800
C7 H7A 0.9700
C7 H7B 0.9700
C8 H8A 0.9700
C8 H8B 0.9700
C11 C12 1.531(7)
C11 C14 1.535(7)
C11 C13 1.546(7)
C12 H12A 0.9600
C12 H12B 0.9600
C12 H12C 0.9600
C13 H13A 0.9600
C13 H13B 0.9600
C13 H13C 0.9600
C14 H14A 0.9600
C14 H14B 0.9600
C14 H14C 0.9600
C15 C16 1.517(7)
C15 C18 1.544(7)
C15 C17 1.557(7)
C16 H16A 0.9600
C16 H16B 0.9600
C16 H16C 0.9600
C17 H17A 0.9600
C17 H17B 0.9600
C17 H17C 0.9600
C18 H18A 0.9600
C18 H18B 0.9600
C18 H18C 0.9600
C21 C24 1.510(8)
C21 C22 1.521(8)
C21 C23 1.557(7)
C22 H22A 0.9600
C22 H22B 0.9600
C22 H22C 0.9600
C23 H23A 0.9600
C23 H23B 0.9600
C23 H23C 0.9600
C24 H24A 0.9600
C24 H24B 0.9600
C24 H24C 0.9600
C25 C28 1.533(8)
C25 C27 1.543(7)
C25 C26 1.550(6)
C26 H26A 0.9600
C26 H26B 0.9600
C26 H26C 0.9600
C27 H27A 0.9600
C27 H27B 0.9600
C27 H27C 0.9600
C28 H28A 0.9600
C28 H28B 0.9600
C28 H28C 0.9600
