#------------------------------------------------------------------------------
#$Date: 2015-03-13 03:12:28 +0200 (Fri, 13 Mar 2015) $
#$Revision: 133871 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/05/4060500.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_4060500
loop_
_publ_author_name
'Doherty, Simon'
'Knight, Julian G.'
'Rath, Rakesh K.'
'Clegg, William'
'Harrington, Ross W.'
'Newman, Colin R.'
'Campbell, Robert'
'Amin, Hiren'
_publ_section_title
;
Ruthenium Complexes of Six-Electron-Donor NUPHOS-Type Diphosphines: 
Highly Selective Catalysts for the Hydrocarboxylation of Terminal Alkynes
;
_journal_issue                   11
_journal_name_full               Organometallics
_journal_page_first              2633
_journal_page_last               2644
_journal_paper_doi               10.1021/om050014j
_journal_volume                  24
_journal_year                    2005
_chemical_formula_moiety         'C48 H56 P2 Ru2, 2 C H2 Cl2, C6 H14'
_chemical_formula_sum            'C56 H74 Cl8 P2 Ru2'
_chemical_formula_weight         1294.83
_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                92.326(9)
_cell_angle_beta                 108.030(5)
_cell_angle_gamma                112.768(8)
_cell_formula_units_Z            1
_cell_length_a                   10.4797(5)
_cell_length_b                   11.8099(14)
_cell_length_c                   13.5696(12)
_cell_measurement_reflns_used    20415
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      1.90
_cell_volume                     1447.7(2)
_computing_cell_refinement       EvalCCD
_computing_data_collection       'Nonius COLLECT'
_computing_data_reduction        EvalCCD
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL and local programs'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Nonius KappaCCD diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_av_sigmaI/netI    0.0582
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20141
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         4.51
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.982
_exptl_absorpt_correction_T_max  0.953
_exptl_absorpt_correction_T_min  0.828
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.781
_refine_diff_density_min         -0.996
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         6574
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0611
_refine_ls_R_factor_gt           0.0413
_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)+(0.0594P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0982
_refine_ls_wR_factor_ref         0.1035
_reflns_number_gt                5118
_reflns_number_total             6574
_reflns_threshold_expression     I>2σ(I)
_cod_database_code               4060500
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
Ru Ru 0.13968(3) 0.34769(2) 0.08726(2) 0.01792(9) Uani 1 1 d . . .
Cl1 Cl 0.03591(8) 0.42713(7) 0.19483(6) 0.02649(18) Uani 1 1 d . . .
Cl2 Cl 0.33382(8) 0.55555(7) 0.12302(7) 0.02706(18) Uani 1 1 d . . .
P P 0.27405(8) 0.31556(7) 0.24909(6) 0.02008(18) Uani 1 1 d . . .
C1 C 0.3233(4) 0.3389(4) -0.0778(3) 0.0426(10) Uani 1 1 d . . .
H1A H 0.2996 0.3135 -0.1533 0.064 Uiso 1 1 calc R . .
H1B H 0.3878 0.3024 -0.0373 0.064 Uiso 1 1 calc R . .
H1C H 0.3741 0.4302 -0.0587 0.064 Uiso 1 1 calc R . .
C2 C 0.1825(4) 0.2938(3) -0.0536(3) 0.0282(7) Uani 1 1 d . . .
C3 C 0.1406(4) 0.1920(3) -0.0011(3) 0.0275(7) Uani 1 1 d . . .
H3 H 0.2040 0.1512 0.0212 0.033 Uiso 1 1 calc R . .
C4 C 0.0077(4) 0.1498(3) 0.0188(3) 0.0260(7) Uani 1 1 d . . .
H4 H -0.0193 0.0794 0.0520 0.031 Uiso 1 1 calc R . .
C5 C -0.0869(3) 0.2119(3) -0.0104(3) 0.0276(7) Uani 1 1 d . . .
C6 C -0.0466(4) 0.3137(3) -0.0642(3) 0.0284(7) Uani 1 1 d . . .
H6 H -0.1097 0.3549 -0.0864 0.034 Uiso 1 1 calc R . .
C7 C 0.0851(4) 0.3535(3) -0.0846(3) 0.0285(7) Uani 1 1 d . . .
H7 H 0.1105 0.4221 -0.1200 0.034 Uiso 1 1 calc R . .
C8 C -0.2300(4) 0.1715(3) 0.0112(3) 0.0384(9) Uani 1 1 d . . .
H8 H -0.2350 0.2487 0.0391 0.046 Uiso 1 1 calc R . .
C9 C -0.2417(5) 0.0873(4) 0.0927(4) 0.0545(12) Uani 1 1 d . . .
H9A H -0.3298 0.0750 0.1099 0.082 Uiso 1 1 calc R . .
H9B H -0.1535 0.1263 0.1566 0.082 Uiso 1 1 calc R . .
H9C H -0.2494 0.0064 0.0642 0.082 Uiso 1 1 calc R . .
C10 C -0.3598(4) 0.1106(5) -0.0939(4) 0.0683(15) Uani 1 1 d . . .
H10A H -0.3495 0.1681 -0.1440 0.102 Uiso 1 1 calc R . .
H10B H -0.4531 0.0918 -0.0822 0.102 Uiso 1 1 calc R . .
H10C H -0.3598 0.0331 -0.1225 0.102 Uiso 1 1 calc R . .
C11 C 0.4290(3) 0.2789(3) 0.2510(3) 0.0262(7) Uani 1 1 d . . .
C12 C 0.5138(4) 0.3407(4) 0.1940(3) 0.0366(9) Uani 1 1 d . . .
H12 H 0.4833 0.3921 0.1490 0.044 Uiso 1 1 calc R . .
C13 C 0.6434(5) 0.3293(4) 0.2012(4) 0.0543(12) Uani 1 1 d . . .
H13 H 0.7012 0.3729 0.1616 0.065 Uiso 1 1 calc R . .
C14 C 0.6876(5) 0.2544(4) 0.2658(4) 0.0503(11) Uani 1 1 d . . .
H14 H 0.7765 0.2469 0.2715 0.060 Uiso 1 1 calc R . .
C15 C 0.6031(4) 0.1907(4) 0.3222(4) 0.0454(10) Uani 1 1 d . . .
H15 H 0.6331 0.1380 0.3657 0.054 Uiso 1 1 calc R . .
C16 C 0.4742(4) 0.2027(3) 0.3161(3) 0.0337(8) Uani 1 1 d . . .
H16 H 0.4171 0.1592 0.3561 0.040 Uiso 1 1 calc R . .
C17 C 0.1556(4) 0.1874(3) 0.2955(3) 0.0248(7) Uani 1 1 d . . .
C18 C 0.1199(4) 0.0638(3) 0.2575(3) 0.0322(8) Uani 1 1 d . . .
H18 H 0.1654 0.0462 0.2119 0.039 Uiso 1 1 calc R . .
C19 C 0.0187(4) -0.0347(4) 0.2850(3) 0.0418(9) Uani 1 1 d . . .
H19 H -0.0046 -0.1186 0.2582 0.050 Uiso 1 1 calc R . .
C20 C -0.0471(5) -0.0097(4) 0.3511(4) 0.0489(11) Uani 1 1 d . . .
H20 H -0.1165 -0.0765 0.3698 0.059 Uiso 1 1 calc R . .
C21 C -0.0124(5) 0.1133(4) 0.3907(3) 0.0483(11) Uani 1 1 d . . .
H21 H -0.0581 0.1298 0.4366 0.058 Uiso 1 1 calc R . .
C22 C 0.0886(4) 0.2124(4) 0.3636(3) 0.0348(8) Uani 1 1 d . . .
H22 H 0.1120 0.2961 0.3910 0.042 Uiso 1 1 calc R . .
C23 C 0.3655(4) 0.4518(3) 0.3558(3) 0.0267(7) Uani 1 1 d . . .
H23A H 0.4251 0.5241 0.3306 0.032 Uiso 1 1 calc R . .
H23B H 0.2881 0.4709 0.3700 0.032 Uiso 1 1 calc R . .
C24 C 0.4651(4) 0.4403(3) 0.4589(3) 0.0299(8) Uani 1 1 d . . .
H24A H 0.5443 0.4224 0.4466 0.036 Uiso 1 1 calc R . .
H24B H 0.4069 0.3694 0.4862 0.036 Uiso 1 1 calc R . .
Cl4 Cl 0.2942(2) 0.86009(17) 0.36168(15) 0.1043(6) Uani 1 1 d . . .
Cl3 Cl 0.5729(2) 0.84550(17) 0.39472(19) 0.1096(6) Uani 1 1 d . . .
C25 C 0.3834(7) 0.7611(5) 0.3648(5) 0.0814(18) Uani 1 1 d . . .
H25A H 0.3668 0.7081 0.4183 0.098 Uiso 1 1 calc R . .
H25B H 0.3403 0.7055 0.2953 0.098 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 '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'
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
Cl1 Ru Cl2 88.30(3) . . ?
Cl1 Ru P 83.04(3) . . ?
Cl2 Ru P 88.44(3) . . ?
Ru P C11 116.33(12) . . ?
Ru P C17 111.42(11) . . ?
Ru P C23 114.42(11) . . ?
C11 P C17 105.53(15) . . ?
C11 P C23 101.44(15) . . ?
C17 P C23 106.67(16) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1A C1 C2 109.5 . . ?
H1B C1 H1C 109.5 . . ?
H1B C1 C2 109.5 . . ?
H1C C1 C2 109.5 . . ?
C1 C2 C3 122.5(3) . . ?
C1 C2 C7 120.1(3) . . ?
C3 C2 C7 117.4(3) . . ?
C2 C3 H3 119.2 . . ?
C2 C3 C4 121.7(3) . . ?
H3 C3 C4 119.2 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.4(3) . . ?
H4 C4 C5 119.8 . . ?
C4 C5 C6 118.4(3) . . ?
C4 C5 C8 122.4(3) . . ?
C6 C5 C8 119.2(3) . . ?
C5 C6 H6 119.8 . . ?
C5 C6 C7 120.5(3) . . ?
H6 C6 C7 119.8 . . ?
C2 C7 C6 121.6(3) . . ?
C2 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
C5 C8 H8 107.3 . . ?
C5 C8 C9 114.2(3) . . ?
C5 C8 C10 108.5(3) . . ?
H8 C8 C9 107.3 . . ?
H8 C8 C10 107.3 . . ?
C9 C8 C10 111.8(4) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
P C11 C12 117.6(3) . . ?
P C11 C16 123.1(3) . . ?
C12 C11 C16 118.9(3) . . ?
C11 C12 H12 119.5 . . ?
C11 C12 C13 121.1(4) . . ?
H12 C12 C13 119.5 . . ?
C12 C13 H13 120.2 . . ?
C12 C13 C14 119.7(4) . . ?
H13 C13 C14 120.2 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 119.9(4) . . ?
H14 C14 C15 120.0 . . ?
C14 C15 H15 119.7 . . ?
C14 C15 C16 120.7(4) . . ?
H15 C15 C16 119.7 . . ?
C11 C16 C15 119.7(4) . . ?
C11 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
P C17 C18 121.1(3) . . ?
P C17 C22 119.9(3) . . ?
C18 C17 C22 118.8(3) . . ?
C17 C18 H18 119.3 . . ?
C17 C18 C19 121.3(4) . . ?
H18 C18 C19 119.3 . . ?
C18 C19 H19 120.2 . . ?
C18 C19 C20 119.6(4) . . ?
H19 C19 C20 120.2 . . ?
C19 C20 H20 119.9 . . ?
C19 C20 C21 120.2(4) . . ?
H20 C20 C21 119.9 . . ?
C20 C21 H21 119.7 . . ?
C20 C21 C22 120.6(4) . . ?
H21 C21 C22 119.7 . . ?
C17 C22 C21 119.5(4) . . ?
C17 C22 H22 120.3 . . ?
C21 C22 H22 120.3 . . ?
P C23 H23A 108.1 . . ?
P C23 H23B 108.1 . . ?
P C23 C24 116.6(2) . . ?
H23A C23 H23B 107.3 . . ?
H23A C23 C24 108.1 . . ?
H23B C23 C24 108.1 . . ?
C23 C24 C24 111.5(3) . 2_666 ?
C23 C24 H24A 109.3 . . ?
C23 C24 H24B 109.3 . . ?
C24 C24 H24A 109.3 2_666 . ?
C24 C24 H24B 109.3 2_666 . ?
H24A C24 H24B 108.0 . . ?
Cl4 C25 Cl3 111.5(3) . . ?
Cl4 C25 H25A 109.3 . . ?
Cl4 C25 H25B 109.3 . . ?
Cl3 C25 H25A 109.3 . . ?
Cl3 C25 H25B 109.3 . . ?
H25A C25 H25B 108.0 . . ?
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
Ru Cl1 2.4195(8) . ?
Ru Cl2 2.4140(8) . ?
Ru P 2.3487(9) . ?
P C11 1.829(3) . ?
P C17 1.826(3) . ?
P C23 1.834(3) . ?
C1 H1A 0.980 . ?
C1 H1B 0.980 . ?
C1 H1C 0.980 . ?
C1 C2 1.509(5) . ?
C2 C3 1.413(5) . ?
C2 C7 1.426(5) . ?
C3 H3 0.950 . ?
C3 C4 1.403(5) . ?
C4 H4 0.950 . ?
C4 C5 1.421(5) . ?
C5 C6 1.424(5) . ?
C5 C8 1.514(5) . ?
C6 H6 0.950 . ?
C6 C7 1.395(5) . ?
C7 H7 0.950 . ?
C8 H8 1.000 . ?
C8 C9 1.518(6) . ?
C8 C10 1.537(6) . ?
C9 H9A 0.980 . ?
C9 H9B 0.980 . ?
C9 H9C 0.980 . ?
C10 H10A 0.980 . ?
C10 H10B 0.980 . ?
C10 H10C 0.980 . ?
C11 C12 1.374(5) . ?
C11 C16 1.397(5) . ?
C12 H12 0.950 . ?
C12 C13 1.391(5) . ?
C13 H13 0.950 . ?
C13 C14 1.376(7) . ?
C14 H14 0.950 . ?
C14 C15 1.373(6) . ?
C15 H15 0.950 . ?
C15 C16 1.390(5) . ?
C16 H16 0.950 . ?
C17 C18 1.390(5) . ?
C17 C22 1.404(5) . ?
C18 H18 0.950 . ?
C18 C19 1.393(5) . ?
C19 H19 0.950 . ?
C19 C20 1.373(6) . ?
C20 H20 0.950 . ?
C20 C21 1.392(6) . ?
C21 H21 0.950 . ?
C21 C22 1.394(5) . ?
C22 H22 0.950 . ?
C23 H23A 0.990 . ?
C23 H23B 0.990 . ?
C23 C24 1.512(5) . ?
C24 C24 1.529(6) 2_666 ?
C24 H24A 0.990 . ?
C24 H24B 0.990 . ?
Cl4 C25 1.752(5) . ?
Cl3 C25 1.743(7) . ?
C25 H25A 0.990 . ?
C25 H25B 0.990 . ?
