#------------------------------------------------------------------------------
#$Date: 2016-03-21 10:29:19 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178653 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/64/4076440.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_4076440
loop_
_publ_author_name
'Slaney, Michael E.'
'Anderson, D. Jason'
'Ferguson, Michael J.'
'McDonald, Robert'
'Cowie, Martin'
_publ_section_title
;
 Bis(diethylphosphino)methane As a Bridging Ligand in Complexes of Ir2,
 Rh2, and IrRh: Geminal C--H Activation of α-Olefins
;
_journal_issue                   6
_journal_name_full               Organometallics
_journal_page_first              2286
_journal_paper_doi               10.1021/om201214z
_journal_volume                  31
_journal_year                    2012
_chemical_formula_moiety         'C20 H44 Cl2 Ir2 O2 P4'
_chemical_formula_sum            'C20 H44 Cl2 Ir2 O2 P4'
_chemical_formula_weight         895.73
_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                 103.8544(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.5127(5)
_cell_length_b                   11.6941(6)
_cell_length_c                   11.9926(6)
_cell_measurement_reflns_used    8106
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      26.375
_cell_measurement_theta_min      2.317
_cell_volume                     1431.44(12)
_computing_cell_refinement       'Bruker SMART (Bruker, 1997)'
_computing_data_collection       'Bruker SMART (Bruker, 1997)'
_computing_data_reduction        'Bruker SHELXTL (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL (Sheldrick, 1997)'
_computing_publication_material  'Bruker SHELXTL (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type
'Bruker PLATFORM diffractometer/SMART 1000 CCD area detector'
_diffrn_measurement_method       'ω 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  0.0248
_diffrn_reflns_av_sigmaI/netI    0.0281
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7929
_diffrn_reflns_theta_full        26.40
_diffrn_reflns_theta_max         26.40
_diffrn_reflns_theta_min         2.32
_exptl_absorpt_coefficient_mu    9.713
_exptl_absorpt_correction_T_max  0.1027
_exptl_absorpt_correction_T_min  0.0773
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    2.078
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.52
_exptl_crystal_size_min          0.43
_refine_diff_density_max         2.075
_refine_diff_density_min         -3.059
_refine_diff_density_rms         0.199
_refine_ls_extinction_coef       0.0029(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.226
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         2908
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.226
_refine_ls_R_factor_all          0.0271
_refine_ls_R_factor_gt           0.0265
_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)+(0.0335P)²+4.6571P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0721
_refine_ls_wR_factor_ref         0.0725
_reflns_number_gt                2836
_reflns_number_total             2908
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om201214z_si_002.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4076440
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir Ir 0.137251(15) 0.010010(14) -0.028293(13) 0.00701(10) Uani 1 1 d . . .
ClA Cl 0.1108(2) -0.1873(2) -0.08207(17) 0.0185(4) Uani 0.60 1 d P A 1
ClB Cl 0.1600(3) 0.2063(4) 0.0262(3) 0.0159(6) Uani 0.40 1 d P A 2
P1 P 0.23391(10) -0.04937(9) 0.15671(9) 0.0074(2) Uani 1 1 d . A .
P2 P -0.04069(10) -0.07359(10) 0.21189(9) 0.0085(2) Uani 1 1 d . . .
O1A O 0.2000(7) 0.2480(7) 0.0307(6) 0.0243(18) Uiso 0.60 1 d P A 1
O1B O 0.1342(10) -0.2318(11) -0.1052(9) 0.025(3) Uiso 0.40 1 d P A 2
C1A C 0.1753(9) 0.1564(10) 0.0080(8) 0.018(2) Uiso 0.60 1 d P A 1
C1B C 0.1357(12) -0.1324(15) -0.0740(11) 0.014(3) Uiso 0.40 1 d P A 2
C2 C 0.1231(4) -0.1333(4) 0.2209(4) 0.0100(8) Uani 1 1 d . . .
H2A H 0.1660 -0.1452 0.3030 0.012 Uiso 1 1 calc R A .
H2B H 0.1122 -0.2094 0.1837 0.012 Uiso 1 1 calc R . .
C11 C 0.3710(4) -0.1485(4) 0.1712(4) 0.0162(9) Uani 1 1 d . . .
H11A H 0.3942 -0.1788 0.2507 0.019 Uiso 1 1 calc R A .
H11B H 0.3434 -0.2139 0.1186 0.019 Uiso 1 1 calc R . .
C12 C 0.4926(5) -0.0934(5) 0.1448(5) 0.0290(12) Uani 1 1 d . A .
H12A H 0.5632 -0.1501 0.1552 0.035 Uiso 1 1 calc R . .
H12B H 0.5209 -0.0289 0.1969 0.035 Uiso 1 1 calc R . .
H12C H 0.4714 -0.0661 0.0652 0.035 Uiso 1 1 calc R . .
C21 C 0.2972(5) 0.0644(4) 0.2586(4) 0.0164(9) Uani 1 1 d . . .
H21A H 0.3638 0.1073 0.2295 0.020 Uiso 1 1 calc R A .
H21B H 0.2245 0.1179 0.2594 0.020 Uiso 1 1 calc R . .
C22 C 0.3588(7) 0.0292(5) 0.3826(5) 0.0312(13) Uani 1 1 d . A .
H22A H 0.3879 0.0976 0.4289 0.037 Uiso 1 1 calc R . .
H22B H 0.4341 -0.0207 0.3844 0.037 Uiso 1 1 calc R . .
H22C H 0.2939 -0.0118 0.4140 0.037 Uiso 1 1 calc R . .
C31 C -0.0236(5) 0.0308(5) 0.3289(4) 0.0180(10) Uani 1 1 d . . .
H31A H 0.0318 -0.0020 0.4003 0.022 Uiso 1 1 calc R A .
H31B H 0.0204 0.1004 0.3096 0.022 Uiso 1 1 calc R . .
C32 C -0.1571(5) 0.0627(5) 0.3486(4) 0.0267(12) Uani 1 1 d . A .
H32A H -0.1457 0.1183 0.4113 0.032 Uiso 1 1 calc R . .
H32B H -0.2000 -0.0060 0.3687 0.032 Uiso 1 1 calc R . .
H32C H -0.2114 0.0963 0.2783 0.032 Uiso 1 1 calc R . .
C41 C -0.1223(5) -0.1962(4) 0.2605(4) 0.0173(9) Uani 1 1 d . . .
H41A H -0.2143 -0.1747 0.2565 0.021 Uiso 1 1 calc R A .
H41B H -0.1239 -0.2599 0.2058 0.021 Uiso 1 1 calc R . .
C42 C -0.0612(5) -0.2409(5) 0.3825(4) 0.0212(10) Uiso 1 1 d . A .
H42A H -0.1123 -0.3060 0.3992 0.025 Uiso 1 1 calc R . .
H42B H -0.0618 -0.1798 0.4384 0.025 Uiso 1 1 calc R . .
H42C H 0.0292 -0.2651 0.3875 0.025 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C1B Ir P1 89.1(4) . .
C1A Ir P1 91.9(3) . .
C1B Ir P2 92.2(4) . 3
C1A Ir P2 86.9(3) . 3
P1 Ir P2 178.72(4) . 3
C1B Ir ClB 173.8(4) . .
P1 Ir ClB 91.94(7) . .
P2 Ir ClB 86.78(7) 3 .
C1A Ir ClA 173.3(3) . .
P1 Ir ClA 88.00(5) . .
P2 Ir ClA 93.27(5) 3 .
C21 P1 C11 104.3(2) . .
C21 P1 C2 106.1(2) . .
C11 P1 C2 100.8(2) . .
C21 P1 Ir 115.47(15) . .
C11 P1 Ir 115.94(16) . .
C2 P1 Ir 112.76(14) . .
C41 P2 C31 104.1(2) . .
C41 P2 C2 100.8(2) . .
C31 P2 C2 106.8(2) . .
C41 P2 Ir 114.89(15) . 3
C31 P2 Ir 116.99(17) . 3
C2 P2 Ir 111.67(14) . 3
O1A C1A Ir 179.5(9) . .
O1B C1B Ir 179.6(12) . .
P1 C2 P2 117.0(2) . .
C12 C11 P1 113.1(4) . .
C22 C21 P1 117.2(4) . .
C32 C31 P2 110.8(4) . .
C42 C41 P2 116.5(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ir C1B 1.752(17) .
Ir C1A 1.788(12) .
Ir P1 2.3146(10) .
Ir P2 2.3154(10) 3
Ir ClB 2.383(5) .
Ir ClA 2.393(3) .
P1 C21 1.821(5) .
P1 C11 1.826(5) .
P1 C2 1.828(4) .
P2 C41 1.836(5) .
P2 C31 1.836(5) .
P2 C2 1.837(4) .
P2 Ir 2.3154(10) 3
O1A C1A 1.120(13) .
O1B C1B 1.220(18) .
C11 C12 1.530(7) .
C21 C22 1.529(7) .
C31 C32 1.524(7) .
C41 C42 1.542(7) .
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
C1B Ir P1 C21 168.9(5) .
C1A Ir P1 C21 2.7(3) .
P2 Ir P1 C21 -10.9(16) 3
ClB Ir P1 C21 -5.0(2) .
ClA Ir P1 C21 175.97(19) .
C1B Ir P1 C11 46.5(5) .
C1A Ir P1 C11 -119.7(3) .
P2 Ir P1 C11 -133.2(16) 3
ClB Ir P1 C11 -127.4(2) .
ClA Ir P1 C11 53.61(19) .
C1B Ir P1 C2 -69.0(4) .
C1A Ir P1 C2 124.9(3) .
P2 Ir P1 C2 111.3(16) 3
ClB Ir P1 C2 117.16(17) .
ClA Ir P1 C2 -61.85(16) .
P1 Ir C1A O1A 68(100) .
P2 Ir C1A O1A -112(100) 3
ClA Ir C1A O1A -21(100) .
P1 Ir C1B O1B 55(100) .
P2 Ir C1B O1B -125(100) 3
ClB Ir C1B O1B 154(100) .
C21 P1 C2 P2 78.1(3) .
C11 P1 C2 P2 -173.5(2) .
Ir P1 C2 P2 -49.3(3) .
C41 P2 C2 P1 169.7(2) .
C31 P2 C2 P1 -81.8(3) .
Ir P2 C2 P1 47.3(3) 3
C21 P1 C11 C12 -59.4(4) .
C2 P1 C11 C12 -169.2(4) .
Ir P1 C11 C12 68.7(4) .
C11 P1 C21 C22 -53.1(5) .
C2 P1 C21 C22 52.8(5) .
Ir P1 C21 C22 178.5(4) .
C41 P2 C31 C32 -59.3(4) .
C2 P2 C31 C32 -165.5(4) .
Ir P2 C31 C32 68.6(4) 3
C31 P2 C41 C42 -50.5(4) .
C2 P2 C41 C42 60.0(4) .
Ir P2 C41 C42 -179.8(3) 3
