#------------------------------------------------------------------------------
#$Date: 2016-03-25 11:20:14 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179785 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/81/7008160.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_7008160
loop_
_publ_author_name
'Baber, R. Angharad'
'Clarke, Matthew L.'
'Heslop, Katie M.'
'Marr, Andrew C.'
'Orpen, A. Guy'
'Pringle, Paul G.'
'Ward, Andrew'
'Zambrano-Williams, Damaris E'
_publ_section_title
;
 Phenylphosphatrioxa-adamantanes: bulky, robust, electron-poor ligands
 that give very efficient rhodium(I) hydroformylation catalysts.
;
_journal_issue                   6
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1079
_journal_page_last               1085
_journal_paper_doi               10.1039/b418259f
_journal_year                    2005
_chemical_formula_sum            'C33 H42 Cl Ir O7 P2'
_chemical_formula_weight         840.26
_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_method           SHELXL-97
_cell_angle_alpha                93.375(11)
_cell_angle_beta                 102.595(12)
_cell_angle_gamma                100.232(11)
_cell_formula_units_Z            2
_cell_length_a                   8.4760(11)
_cell_length_b                   13.0531(14)
_cell_length_c                   16.115(2)
_cell_measurement_temperature    173(2)
_cell_volume                     1703.5(4)
_computing_cell_refinement       'SAINT (Bruker-AXS, 2001)'
_computing_data_collection       'SMART (Bruker-AXS, 2001)'
_computing_data_reduction        'SHELXTL (Bruker-AXS, 2001)'
_computing_molecular_graphics    'SHELXTL (Bruker-AXS, 2001)'
_computing_publication_material  'SHELXTL (Bruker-AXS, 2001)'
_computing_structure_refinement  'SHELXTL (Bruker-AXS, 2001)'
_computing_structure_solution    'SHELXTL (Bruker-AXS, 2001)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_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  0.0346
_diffrn_reflns_av_sigmaI/netI    0.0462
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            17848
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.59
_exptl_absorpt_coefficient_mu    4.136
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.636
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.704
_refine_diff_density_min         -0.636
_refine_diff_density_rms         0.105
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     405
_refine_ls_number_reflns         7703
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.007
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0281
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0280P)²+0.6059P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0602
_refine_ls_wR_factor_ref         0.0628
_reflns_number_gt                6617
_reflns_number_total             7703
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b418259f.txt
_cod_data_source_block           rac-6a
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7008160
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir -0.920665(18) 0.750378(11) -0.251827(9) 0.02103(5) Uani 1 1 d . . .
Cl1 Cl -0.87365(12) 0.76988(7) -0.10129(6) 0.0309(2) Uani 1 1 d . . .
P1 P -0.96574(11) 0.92041(7) -0.24576(6) 0.01988(19) Uani 1 1 d . . .
P2 P -0.86737(11) 0.58222(7) -0.23980(6) 0.02169(19) Uani 1 1 d . . .
O1 O -1.1981(3) 1.0374(2) -0.22714(16) 0.0283(6) Uani 1 1 d . . .
O2 O -1.3150(3) 1.0279(2) -0.37476(17) 0.0323(6) Uani 1 1 d . . .
O3 O -1.1246(3) 0.93018(19) -0.40834(15) 0.0249(5) Uani 1 1 d . . .
O4 O -0.8086(3) 0.54690(19) -0.39401(16) 0.0272(6) Uani 1 1 d . . .
O5 O -0.5879(3) 0.4603(2) -0.35064(18) 0.0325(6) Uani 1 1 d . . .
O6 O -0.6141(3) 0.47285(19) -0.20810(17) 0.0284(6) Uani 1 1 d . . .
O7 O -0.9801(4) 0.7313(2) -0.44173(18) 0.0493(8) Uani 1 1 d . . .
C1 C -0.8087(4) 1.0118(3) -0.1670(2) 0.0223(7) Uani 1 1 d . . .
C2 C -0.6452(5) 1.0027(3) -0.1633(3) 0.0321(9) Uani 1 1 d . . .
H2A H -0.6228 0.9493 -0.1992 0.039 Uiso 1 1 calc R . .
C3 C -0.5157(5) 1.0705(3) -0.1078(3) 0.0411(11) Uani 1 1 d . . .
H3A H -0.4051 1.0649 -0.1067 0.049 Uiso 1 1 calc R . .
C4 C -0.5484(5) 1.1462(3) -0.0543(3) 0.0374(10) Uani 1 1 d . . .
H4A H -0.4601 1.1920 -0.0154 0.045 Uiso 1 1 calc R . .
C5 C -0.7094(5) 1.1560(3) -0.0571(2) 0.0348(9) Uani 1 1 d . . .
H5A H -0.7307 1.2088 -0.0203 0.042 Uiso 1 1 calc R . .
C6 C -0.8395(5) 1.0896(3) -0.1127(2) 0.0305(9) Uani 1 1 d . . .
H6A H -0.9496 1.0968 -0.1141 0.037 Uiso 1 1 calc R . .
C7 C -0.8380(5) 0.9997(3) -0.3824(2) 0.0307(9) Uani 1 1 d . . .
H7A H -0.8584 1.0324 -0.4360 0.046 Uiso 1 1 calc R . .
H7B H -0.8163 0.9296 -0.3938 0.046 Uiso 1 1 calc R . .
H7C H -0.7424 1.0425 -0.3419 0.046 Uiso 1 1 calc R . .
C8 C -0.9873(4) 0.9916(3) -0.3449(2) 0.0227(8) Uani 1 1 d . . .
C9 C -1.0281(4) 1.0984(3) -0.3253(2) 0.0264(8) Uani 1 1 d . . .
H9A H -0.9425 1.1378 -0.2765 0.032 Uiso 1 1 calc R . .
H9B H -1.0275 1.1387 -0.3754 0.032 Uiso 1 1 calc R . .
C10 C -1.1956(5) 1.0876(3) -0.3037(3) 0.0300(9) Uani 1 1 d . . .
C11 C -1.2489(6) 1.1904(3) -0.2900(3) 0.0445(11) Uani 1 1 d . . .
H11A H -1.3596 1.1772 -0.2789 0.067 Uiso 1 1 calc R . .
H11B H -1.2504 1.2275 -0.3412 0.067 Uiso 1 1 calc R . .
H11C H -1.1714 1.2332 -0.2409 0.067 Uiso 1 1 calc R . .
C12 C -1.4079(5) 0.8740(3) -0.4702(3) 0.0382(10) Uani 1 1 d . . .
H12A H -1.4040 0.9196 -0.5162 0.057 Uiso 1 1 calc R . .
H12B H -1.5188 0.8618 -0.4594 0.057 Uiso 1 1 calc R . .
H12C H -1.3812 0.8069 -0.4872 0.057 Uiso 1 1 calc R . .
C13 C -1.2839(4) 0.9256(3) -0.3897(2) 0.0281(8) Uani 1 1 d . . .
C14 C -1.2973(4) 0.8691(3) -0.3111(2) 0.0265(8) Uani 1 1 d . . .
H14A H -1.2730 0.7983 -0.3193 0.032 Uiso 1 1 calc R . .
H14B H -1.4112 0.8613 -0.3032 0.032 Uiso 1 1 calc R . .
C15 C -1.1763(4) 0.9300(3) -0.2311(2) 0.0244(8) Uani 1 1 d . . .
C16 C -1.2114(5) 0.8886(3) -0.1493(2) 0.0309(9) Uani 1 1 d . . .
H16A H -1.3263 0.8893 -0.1481 0.046 Uiso 1 1 calc R . .
H16B H -1.1380 0.9331 -0.0998 0.046 Uiso 1 1 calc R . .
H16C H -1.1923 0.8168 -0.1472 0.046 Uiso 1 1 calc R . .
C17 C -0.9705(4) 0.5049(3) -0.1696(2) 0.0227(7) Uani 1 1 d . . .
C18 C -1.1328(5) 0.5157(3) -0.1712(2) 0.0299(9) Uani 1 1 d . . .
H18A H -1.1807 0.5641 -0.2055 0.036 Uiso 1 1 calc R . .
C19 C -1.2239(5) 0.4559(3) -0.1229(3) 0.0338(9) Uani 1 1 d . . .
H19A H -1.3347 0.4622 -0.1252 0.041 Uiso 1 1 calc R . .
C20 C -1.1532(5) 0.3869(3) -0.0711(2) 0.0335(9) Uani 1 1 d . . .
H20A H -1.2148 0.3469 -0.0373 0.040 Uiso 1 1 calc R . .
C21 C -0.9930(5) 0.3765(3) -0.0690(2) 0.0322(9) Uani 1 1 d . . .
H21A H -0.9448 0.3292 -0.0336 0.039 Uiso 1 1 calc R . .
C22 C -0.9027(5) 0.4341(3) -0.1177(2) 0.0300(9) Uani 1 1 d . . .
H22A H -0.7930 0.4257 -0.1160 0.036 Uiso 1 1 calc R . .
C23 C -1.0855(4) 0.4750(3) -0.3898(2) 0.0282(8) Uani 1 1 d . . .
H23A H -1.0994 0.4331 -0.4444 0.042 Uiso 1 1 calc R . .
H23B H -1.1172 0.5425 -0.4006 0.042 Uiso 1 1 calc R . .
H23C H -1.1555 0.4376 -0.3558 0.042 Uiso 1 1 calc R . .
C24 C -0.9055(4) 0.4933(3) -0.3409(2) 0.0234(8) Uani 1 1 d . . .
C25 C -0.8495(4) 0.3910(3) -0.3224(2) 0.0265(8) Uani 1 1 d . . .
H25A H -0.8821 0.3423 -0.3754 0.032 Uiso 1 1 calc R . .
H25B H -0.9044 0.3583 -0.2796 0.032 Uiso 1 1 calc R . .
C26 C -0.6637(5) 0.4095(3) -0.2890(3) 0.0302(9) Uani 1 1 d . . .
C27 C -0.5989(5) 0.3103(3) -0.2753(3) 0.0438(11) Uani 1 1 d . . .
H27A H -0.4787 0.3272 -0.2551 0.066 Uiso 1 1 calc R . .
H27B H -0.6286 0.2651 -0.3293 0.066 Uiso 1 1 calc R . .
H27C H -0.6472 0.2738 -0.2325 0.066 Uiso 1 1 calc R . .
C28 C -0.5600(5) 0.6016(3) -0.4349(3) 0.0416(11) Uani 1 1 d . . .
H28A H -0.6012 0.5521 -0.4864 0.062 Uiso 1 1 calc R . .
H28B H -0.4396 0.6117 -0.4180 0.062 Uiso 1 1 calc R . .
H28C H -0.5921 0.6688 -0.4467 0.062 Uiso 1 1 calc R . .
C29 C -0.6326(5) 0.5591(3) -0.3638(3) 0.0302(9) Uani 1 1 d . . .
C30 C -0.5708(5) 0.6289(3) -0.2797(2) 0.0300(9) Uani 1 1 d . . .
H30A H -0.4490 0.6410 -0.2632 0.036 Uiso 1 1 calc R . .
H30B H -0.6036 0.6975 -0.2870 0.036 Uiso 1 1 calc R . .
C31 C -0.6410(4) 0.5789(3) -0.2096(2) 0.0266(8) Uani 1 1 d . . .
C32 C -0.5556(5) 0.6345(3) -0.1208(2) 0.0337(9) Uani 1 1 d . . .
H32A H -0.4380 0.6321 -0.1090 0.051 Uiso 1 1 calc R . .
H32D H -0.6050 0.5994 -0.0778 0.051 Uiso 1 1 calc R . .
H32B H -0.5691 0.7076 -0.1186 0.051 Uiso 1 1 calc R . .
C33 C -0.9568(5) 0.7384(3) -0.3677(2) 0.0310(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'
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
_geom_angle_publ_flag
C33 Ir1 P1 92.80(12) . . ?
C33 Ir1 P2 94.16(12) . . ?
P1 Ir1 P2 173.02(3) . . ?
C33 Ir1 Cl1 178.75(12) . . ?
P1 Ir1 Cl1 85.97(3) . . ?
P2 Ir1 Cl1 87.07(3) . . ?
C1 P1 C15 110.16(16) . . ?
C1 P1 C8 103.22(16) . . ?
C15 P1 C8 94.06(16) . . ?
C1 P1 Ir1 114.05(12) . . ?
C15 P1 Ir1 113.32(12) . . ?
C8 P1 Ir1 119.99(12) . . ?
C17 P2 C24 104.89(16) . . ?
C17 P2 C31 108.62(17) . . ?
C24 P2 C31 93.65(16) . . ?
C17 P2 Ir1 116.06(12) . . ?
C24 P2 Ir1 117.69(12) . . ?
C31 P2 Ir1 113.40(12) . . ?
C10 O1 C15 115.8(3) . . ?
C13 O2 C10 111.8(3) . . ?
C13 O3 C8 115.5(3) . . ?
C24 O4 C29 115.4(3) . . ?
C29 O5 C26 111.7(3) . . ?
C26 O6 C31 116.0(3) . . ?
C6 C1 C2 118.8(3) . . ?
C6 C1 P1 125.2(3) . . ?
C2 C1 P1 115.9(3) . . ?
C3 C2 C1 120.8(4) . . ?
C4 C3 C2 119.6(4) . . ?
C3 C4 C5 120.3(4) . . ?
C6 C5 C4 120.7(4) . . ?
C5 C6 C1 119.9(4) . . ?
O3 C8 C7 106.8(3) . . ?
O3 C8 C9 108.4(3) . . ?
C7 C8 C9 112.3(3) . . ?
O3 C8 P1 107.1(2) . . ?
C7 C8 P1 112.5(3) . . ?
C9 C8 P1 109.5(2) . . ?
C10 C9 C8 111.4(3) . . ?
O2 C10 O1 110.6(3) . . ?
O2 C10 C11 106.8(3) . . ?
O1 C10 C11 106.4(3) . . ?
O2 C10 C9 107.6(3) . . ?
O1 C10 C9 111.4(3) . . ?
C11 C10 C9 114.0(3) . . ?
O2 C13 O3 110.9(3) . . ?
O2 C13 C12 106.9(3) . . ?
O3 C13 C12 105.8(3) . . ?
O2 C13 C14 108.0(3) . . ?
O3 C13 C14 111.4(3) . . ?
C12 C13 C14 113.8(3) . . ?
C13 C14 C15 110.8(3) . . ?
O1 C15 C16 106.1(3) . . ?
O1 C15 C14 108.5(3) . . ?
C16 C15 C14 112.0(3) . . ?
O1 C15 P1 111.2(2) . . ?
C16 C15 P1 113.4(3) . . ?
C14 C15 P1 105.5(2) . . ?
C22 C17 C18 118.6(3) . . ?
C22 C17 P2 125.1(3) . . ?
C18 C17 P2 116.2(3) . . ?
C19 C18 C17 120.2(4) . . ?
C20 C19 C18 120.1(4) . . ?
C21 C20 C19 119.8(4) . . ?
C22 C21 C20 120.6(4) . . ?
C21 C22 C17 120.7(4) . . ?
O4 C24 C25 108.9(3) . . ?
O4 C24 C23 107.1(3) . . ?
C25 C24 C23 111.8(3) . . ?
O4 C24 P2 106.5(2) . . ?
C25 C24 P2 110.8(2) . . ?
C23 C24 P2 111.5(2) . . ?
C24 C25 C26 110.8(3) . . ?
O5 C26 O6 110.3(3) . . ?
O5 C26 C27 107.3(3) . . ?
O6 C26 C27 106.7(3) . . ?
O5 C26 C25 108.3(3) . . ?
O6 C26 C25 110.7(3) . . ?
C27 C26 C25 113.4(3) . . ?
O5 C29 O4 110.5(3) . . ?
O5 C29 C28 107.7(3) . . ?
O4 C29 C28 105.7(3) . . ?
O5 C29 C30 108.2(3) . . ?
O4 C29 C30 111.3(3) . . ?
C28 C29 C30 113.4(3) . . ?
C31 C30 C29 110.8(3) . . ?
O6 C31 C30 109.0(3) . . ?
O6 C31 C32 106.2(3) . . ?
C30 C31 C32 112.5(3) . . ?
O6 C31 P2 111.3(2) . . ?
C30 C31 P2 104.9(2) . . ?
C32 C31 P2 112.9(3) . . ?
O7 C33 Ir1 179.6(4) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C33 1.817(4) . ?
Ir1 P1 2.3181(9) . ?
Ir1 P2 2.3289(10) . ?
Ir1 Cl1 2.3617(9) . ?
P1 C1 1.824(3) . ?
P1 C15 1.875(4) . ?
P1 C8 1.886(4) . ?
P2 C17 1.821(4) . ?
P2 C24 1.877(4) . ?
P2 C31 1.882(4) . ?
O1 C10 1.433(5) . ?
O1 C15 1.446(4) . ?
O2 C13 1.424(5) . ?
O2 C10 1.432(5) . ?
O3 C13 1.438(4) . ?
O3 C8 1.448(4) . ?
O4 C24 1.439(4) . ?
O4 C29 1.441(4) . ?
O5 C29 1.422(5) . ?
O5 C26 1.430(5) . ?
O6 C26 1.438(4) . ?
O6 C31 1.444(4) . ?
O7 C33 1.162(5) . ?
C1 C6 1.398(5) . ?
C1 C2 1.401(5) . ?
C2 C3 1.386(5) . ?
C3 C4 1.378(6) . ?
C4 C5 1.384(6) . ?
C5 C6 1.382(5) . ?
C7 C8 1.507(5) . ?
C8 C9 1.527(5) . ?
C9 C10 1.518(5) . ?
C10 C11 1.509(5) . ?
C12 C13 1.514(5) . ?
C13 C14 1.518(5) . ?
C14 C15 1.536(5) . ?
C15 C16 1.522(5) . ?
C17 C22 1.397(5) . ?
C17 C18 1.402(5) . ?
C18 C19 1.390(6) . ?
C19 C20 1.389(6) . ?
C20 C21 1.382(6) . ?
C21 C22 1.377(5) . ?
C23 C24 1.526(5) . ?
C24 C25 1.518(5) . ?
C25 C26 1.520(5) . ?
C26 C27 1.504(5) . ?
C28 C29 1.504(6) . ?
C29 C30 1.521(5) . ?
C30 C31 1.516(6) . ?
C31 C32 1.529(5) . ?
