#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/48/4064857.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_4064857
loop_
_publ_author_name
'Fogler, Eran'
'Balaraman, Ekambaram'
'Ben-David, Yehoshua'
'Leitus, Gregory'
'Shimon, Linda, J. W.'
'Milstein, David'
_publ_section_title
;
 New CNN-Type Ruthenium Pincer NHC Complexes. Mild, Efficient Catalytic
 Hydrogenation of Esters
;
_journal_issue                   14
_journal_name_full               Organometallics
_journal_page_first              3826
_journal_paper_doi               10.1021/om200367j
_journal_volume                  30
_journal_year                    2011
_chemical_formula_moiety         'C60 H52 N4 O P2 Ru, 0.5(C H2 Cl2)'
_chemical_formula_sum            'C60.5 H53 Cl N4 O P2 Ru'
_chemical_formula_weight         1050.53
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 106.61(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.521(3)
_cell_length_b                   16.060(3)
_cell_length_c                   26.826(8)
_cell_measurement_reflns_used    54357
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      30.58
_cell_measurement_theta_min      1.96
_cell_volume                     5169(2)
_computing_cell_refinement       'Bruker Apex2'
_computing_data_collection       'Bruker Apex2'
_computing_data_reduction        'Bruker Apex2'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker KappaApexII CCD'
_diffrn_measurement_method       'phi and omega 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  0.0666
_diffrn_reflns_av_sigmaI/netI    0.0468
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            44708
_diffrn_reflns_theta_full        27.10
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_min         2.63
_exptl_absorpt_coefficient_mu    0.463
_exptl_absorpt_correction_T_max  0.9954
_exptl_absorpt_correction_T_min  0.9817
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker Apex2'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2172
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         1.584
_refine_diff_density_min         -0.753
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     661
_refine_ls_number_reflns         11384
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0705
_refine_ls_R_factor_gt           0.0486
_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)+(0.0410P)²+14.1503P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1115
_refine_ls_wR_factor_ref         0.1277
_reflns_number_gt                8958
_reflns_number_total             11384
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om200367j_si_001.cif
_cod_data_source_block           compound2
_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_Hall     -P2ybc
_cod_original_sg_symbol_H-M      P21/c
_cod_original_formula_sum        'C60.50 H53 Cl N4 O P2 Ru'
_cod_database_code               4064857
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Ru1 Ru 0.63032(2) 0.346808(15) 0.164076(10) 0.01499(8) Uani 1 1 d .
H1 H 0.718(4) 0.335(3) 0.2093(18) 0.043(13) Uiso 1 1 d .
O1 O 0.5176(2) 0.19201(16) 0.19015(10) 0.0290(6) Uani 1 1 d .
N1 N 0.9925(2) 0.68780(19) 0.14258(13) 0.0266(6) Uani 1 1 d .
N2 N 0.7179(2) 0.59713(16) 0.11319(10) 0.0176(5) Uani 1 1 d .
N3 N 0.4949(2) 0.45170(17) 0.07005(10) 0.0181(5) Uani 1 1 d .
N4 N 0.4317(2) 0.32742(17) 0.05538(11) 0.0196(6) Uani 1 1 d .
C1 C 0.5109(3) 0.3737(2) 0.09128(12) 0.0174(6) Uani 1 1 d .
C2 C 0.3697(3) 0.3768(2) 0.01454(13) 0.0236(7) Uani 1 1 d .
H2 H 0.3110 0.3587 -0.0145 0.028 Uiso 1 1 calc R
C3 C 0.4088(3) 0.4546(2) 0.02402(13) 0.0207(7) Uani 1 1 d .
H3 H 0.3828 0.5024 0.0033 0.025 Uiso 1 1 calc R
C4 C 0.5441(3) 0.52867(19) 0.09637(13) 0.0177(6) Uani 1 1 d .
H4A H 0.5065 0.5423 0.1232 0.021 Uiso 1 1 calc R
H4B H 0.5279 0.5744 0.0706 0.021 Uiso 1 1 calc R
C5 C 0.6677(3) 0.5266(2) 0.12198(12) 0.0170(6) Uani 1 1 d .
C6 C 0.7177(3) 0.46028(19) 0.15473(12) 0.0162(6) Uani 1 1 d .
C7 C 0.8295(3) 0.4775(2) 0.18282(13) 0.0191(6) Uani 1 1 d .
H7 H 0.8688 0.4385 0.2080 0.023 Uiso 1 1 calc R
C8 C 0.8839(3) 0.5494(2) 0.17487(13) 0.0203(7) Uani 1 1 d .
H8 H 0.9595 0.5587 0.1939 0.024 Uiso 1 1 calc R
C9 C 0.8267(3) 0.6076(2) 0.13876(13) 0.0189(6) Uani 1 1 d .
C10 C 0.8805(3) 0.6844(2) 0.12622(13) 0.0214(7) Uani 1 1 d .
C11 C 0.8170(3) 0.7495(2) 0.09725(14) 0.0252(7) Uani 1 1 d .
H11 H 0.7380 0.7459 0.0861 0.030 Uiso 1 1 calc R
C12 C 0.8702(3) 0.8184(2) 0.08522(16) 0.0312(8) Uani 1 1 d .
H12 H 0.8283 0.8627 0.0654 0.037 Uiso 1 1 calc R
C13 C 0.9850(3) 0.8224(2) 0.10225(17) 0.0349(9) Uani 1 1 d .
H13 H 1.0239 0.8692 0.0945 0.042 Uiso 1 1 calc R
C14 C 1.0423(3) 0.7558(2) 0.13113(16) 0.0320(8) Uani 1 1 d .
H14 H 1.1213 0.7589 0.1434 0.038 Uiso 1 1 calc R
C15 C 0.4077(3) 0.2395(2) 0.05475(13) 0.0212(7) Uani 1 1 d .
C16 C 0.3395(3) 0.2092(2) 0.08390(15) 0.0260(8) Uani 1 1 d .
C17 C 0.2892(3) 0.2653(2) 0.11580(16) 0.0314(8) Uani 1 1 d .
H17A H 0.3482 0.2870 0.1454 0.047 Uiso 1 1 calc R
H17B H 0.2354 0.2338 0.1286 0.047 Uiso 1 1 calc R
H17C H 0.2512 0.3118 0.0943 0.047 Uiso 1 1 calc R
C18 C 0.3150(3) 0.1244(2) 0.08091(18) 0.0370(9) Uani 1 1 d .
H18 H 0.2726 0.1022 0.1020 0.044 Uiso 1 1 calc R
C19 C 0.3509(4) 0.0711(3) 0.0477(2) 0.0412(10) Uani 1 1 d .
C20 C 0.3224(5) -0.0213(3) 0.0456(3) 0.0701(18) Uani 1 1 d .
H20A H 0.3719 -0.0495 0.0759 0.105 Uiso 1 1 calc R
H20B H 0.3319 -0.0456 0.0137 0.105 Uiso 1 1 calc R
H20C H 0.2449 -0.0283 0.0460 0.105 Uiso 1 1 calc R
C21 C 0.4114(3) 0.1046(3) 0.01697(17) 0.0353(9) Uani 1 1 d .
H21 H 0.4339 0.0692 -0.0066 0.042 Uiso 1 1 calc R
C22 C 0.4409(3) 0.1888(2) 0.01917(14) 0.0251(7) Uani 1 1 d .
C23 C 0.5045(3) 0.2228(3) -0.01619(15) 0.0357(9) Uani 1 1 d .
H23A H 0.5180 0.1781 -0.0385 0.053 Uiso 1 1 calc R
H23B H 0.5759 0.2455 0.0048 0.053 Uiso 1 1 calc R
H23C H 0.4609 0.2671 -0.0379 0.053 Uiso 1 1 calc R
C24 C 0.5587(3) 0.2501(2) 0.17808(13) 0.0198(7) Uani 1 1 d .
P1 P 0.56266(7) 0.41980(5) 0.22433(3) 0.01548(16) Uani 1 1 d .
C31 C 0.4318(3) 0.48014(19) 0.20769(13) 0.0175(6) Uani 1 1 d .
C32 C 0.3549(3) 0.4711(2) 0.15886(13) 0.0215(7) Uani 1 1 d .
H32 H 0.3721 0.4359 0.1337 0.026 Uiso 1 1 calc R
C33 C 0.2534(3) 0.5130(2) 0.14639(14) 0.0252(7) Uani 1 1 d .
H33 H 0.2024 0.5069 0.1128 0.030 Uiso 1 1 calc R
C34 C 0.2265(3) 0.5636(2) 0.18283(16) 0.0279(8) Uani 1 1 d .
H34 H 0.1564 0.5911 0.1746 0.033 Uiso 1 1 calc R
C35 C 0.3027(3) 0.5738(2) 0.23149(15) 0.0259(7) Uani 1 1 d .
H35 H 0.2846 0.6087 0.2565 0.031 Uiso 1 1 calc R
C36 C 0.4051(3) 0.5334(2) 0.24390(14) 0.0221(7) Uani 1 1 d .
H36 H 0.4573 0.5419 0.2770 0.026 Uiso 1 1 calc R
C37 C 0.5410(3) 0.35092(19) 0.27613(12) 0.0169(6) Uani 1 1 d .
C38 C 0.4463(3) 0.3548(2) 0.29349(15) 0.0269(8) Uani 1 1 d .
H38 H 0.3912 0.3958 0.2796 0.032 Uiso 1 1 calc R
C39 C 0.4312(4) 0.2994(3) 0.33091(17) 0.0379(10) Uani 1 1 d .
H39 H 0.3653 0.3023 0.3416 0.045 Uiso 1 1 calc R
C40 C 0.5111(4) 0.2404(2) 0.35249(15) 0.0338(9) Uani 1 1 d .
H40 H 0.5015 0.2037 0.3787 0.041 Uiso 1 1 calc R
C41 C 0.6053(3) 0.2352(2) 0.33560(14) 0.0308(8) Uani 1 1 d .
H41 H 0.6605 0.1944 0.3499 0.037 Uiso 1 1 calc R
C42 C 0.6194(3) 0.2893(2) 0.29785(14) 0.0255(7) Uani 1 1 d .
H42 H 0.6842 0.2845 0.2864 0.031 Uiso 1 1 calc R
C43 C 0.6635(3) 0.4978(2) 0.26002(13) 0.0192(6) Uani 1 1 d .
C44 C 0.7581(3) 0.4746(2) 0.29914(14) 0.0258(7) Uani 1 1 d .
H44 H 0.7665 0.4185 0.3108 0.031 Uiso 1 1 calc R
C45 C 0.8405(3) 0.5325(3) 0.32153(16) 0.0331(9) Uani 1 1 d .
H45 H 0.9047 0.5158 0.3483 0.040 Uiso 1 1 calc R
C46 C 0.8290(3) 0.6146(3) 0.30472(16) 0.0335(9) Uani 1 1 d .
H46 H 0.8853 0.6542 0.3198 0.040 Uiso 1 1 calc R
C47 C 0.7357(3) 0.6382(2) 0.26608(16) 0.0300(8) Uani 1 1 d .
H47 H 0.7279 0.6944 0.2545 0.036 Uiso 1 1 calc R
C48 C 0.6527(3) 0.5810(2) 0.24382(14) 0.0243(7) Uani 1 1 d .
H48 H 0.5882 0.5984 0.2175 0.029 Uiso 1 1 calc R
P2 P 0.76301(7) 0.26971(5) 0.13703(3) 0.01690(17) Uani 1 1 d .
C51 C 0.9085(3) 0.29455(19) 0.17290(13) 0.0192(6) Uani 1 1 d .
C52 C 0.9438(3) 0.2851(2) 0.22711(14) 0.0251(7) Uani 1 1 d .
H52 H 0.8944 0.2618 0.2444 0.030 Uiso 1 1 calc R
C53 C 1.0493(3) 0.3094(2) 0.25564(16) 0.0317(8) Uani 1 1 d .
H53 H 1.0722 0.3028 0.2924 0.038 Uiso 1 1 calc R
C54 C 1.1221(3) 0.3434(2) 0.23059(17) 0.0342(9) Uani 1 1 d .
H54 H 1.1943 0.3611 0.2502 0.041 Uiso 1 1 calc R
C55 C 1.0894(3) 0.3514(2) 0.17732(16) 0.0298(8) Uani 1 1 d .
H55 H 1.1398 0.3737 0.1602 0.036 Uiso 1 1 calc R
C56 C 0.9832(3) 0.3272(2) 0.14826(15) 0.0244(7) Uani 1 1 d .
H56 H 0.9615 0.3329 0.1115 0.029 Uiso 1 1 calc R
C57 C 0.7724(3) 0.2767(2) 0.06990(13) 0.0210(7) Uani 1 1 d .
C58 C 0.7482(3) 0.3525(3) 0.04375(14) 0.0320(9) Uani 1 1 d .
H58 H 0.7211 0.3976 0.0596 0.038 Uiso 1 1 calc R
C59 C 0.7633(4) 0.3626(3) -0.00542(16) 0.0414(11) Uani 1 1 d .
H59 H 0.7480 0.4149 -0.0225 0.050 Uiso 1 1 calc R
C60 C 0.8005(4) 0.2968(3) -0.02946(17) 0.0424(10) Uani 1 1 d .
H60 H 0.8100 0.3035 -0.0631 0.051 Uiso 1 1 calc R
C61 C 0.8238(4) 0.2213(3) -0.00377(17) 0.0422(11) Uani 1 1 d .
H61 H 0.8492 0.1759 -0.0201 0.051 Uiso 1 1 calc R
C62 C 0.8105(4) 0.2109(2) 0.04529(16) 0.0345(9) Uani 1 1 d .
H62 H 0.8274 0.1588 0.0624 0.041 Uiso 1 1 calc R
C63 C 0.7610(3) 0.1555(2) 0.14501(14) 0.0233(7) Uani 1 1 d .
C64 C 0.8563(3) 0.1093(2) 0.16994(17) 0.0307(8) Uani 1 1 d .
H64 H 0.9248 0.1371 0.1851 0.037 Uiso 1 1 calc R
C65 C 0.8512(4) 0.0223(2) 0.17261(19) 0.0369(10) Uani 1 1 d .
H65 H 0.9156 -0.0087 0.1901 0.044 Uiso 1 1 calc R
C66 C 0.7522(3) -0.0180(2) 0.14979(17) 0.0347(9) Uani 1 1 d .
H66 H 0.7490 -0.0770 0.1512 0.042 Uiso 1 1 calc R
C67 C 0.6570(4) 0.0264(2) 0.12471(16) 0.0323(9) Uani 1 1 d .
H67 H 0.5888 -0.0017 0.1092 0.039 Uiso 1 1 calc R
C68 C 0.6627(3) 0.1131(2) 0.12255(14) 0.0255(7) Uani 1 1 d .
H68 H 0.5978 0.1437 0.1053 0.031 Uiso 1 1 calc R
Cl1 Cl 0.0397(4) 0.4426(4) 0.0244(2) 0.0996(18) Uani 0.399(3) 1 d P
Cl2 Cl 0.0802(4) 0.3962(4) 0.0011(2) 0.107(2) Uani 0.399(3) 1 d P
C71 C -0.0310(10) 0.5305(11) 0.0376(7) 0.094(7) Uani 0.399(3) 1 d P
H71A H -0.0942 0.5087 0.0490 0.113 Uiso 0.399(3) 1 calc PR
H71B H 0.0204 0.5570 0.0686 0.113 Uiso 0.399(3) 1 calc PR
Cl3 Cl 0.0382(11) -0.0237(9) -0.0424(5) 0.141(7) Uani 0.200(5) 1 d P
C72 C -0.036(5) -0.063(4) -0.012(3) 0.075(17) Uiso 0.100(3) 1 d P
H72A H -0.0039 -0.1162 0.0048 0.091 Uiso 0.100(3) 1 calc PR
H72B H -0.1123 -0.0740 -0.0347 0.091 Uiso 0.100(3) 1 calc PR
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'
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'
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
C24 Ru1 C1 95.75(13) . .
C24 Ru1 C6 175.32(13) . .
C1 Ru1 C6 88.23(12) . .
C24 Ru1 P1 89.34(10) . .
C1 Ru1 P1 103.48(9) . .
C6 Ru1 P1 87.33(8) . .
C24 Ru1 P2 92.63(10) . .
C1 Ru1 P2 101.31(9) . .
C6 Ru1 P2 88.99(8) . .
P1 Ru1 P2 154.80(3) . .
C24 Ru1 H1 90.9(19) . .
C1 Ru1 H1 172.7(19) . .
C6 Ru1 H1 85.3(19) . .
P1 Ru1 H1 79.6(18) . .
P2 Ru1 H1 75.3(18) . .
C14 N1 C10 118.0(3) . .
C9 N2 C5 118.0(3) . .
C1 N3 C3 112.7(3) . .
C1 N3 C4 125.4(3) . .
C3 N3 C4 120.8(3) . .
C1 N4 C2 111.6(3) . .
C1 N4 C15 129.7(3) . .
C2 N4 C15 118.7(3) . .
N3 C1 N4 102.2(3) . .
N3 C1 Ru1 123.1(2) . .
N4 C1 Ru1 134.6(2) . .
C3 C2 N4 106.9(3) . .
C3 C2 H2 126.6 . .
N4 C2 H2 126.6 . .
C2 C3 N3 106.6(3) . .
C2 C3 H3 126.7 . .
N3 C3 H3 126.7 . .
N3 C4 C5 115.8(3) . .
N3 C4 H4A 108.3 . .
C5 C4 H4A 108.3 . .
N3 C4 H4B 108.3 . .
C5 C4 H4B 108.3 . .
H4A C4 H4B 107.4 . .
N2 C5 C6 126.7(3) . .
N2 C5 C4 111.8(3) . .
C6 C5 C4 121.2(3) . .
C5 C6 C7 112.4(3) . .
C5 C6 Ru1 123.8(2) . .
C7 C6 Ru1 123.8(2) . .
C8 C7 C6 122.4(3) . .
C8 C7 H7 118.8 . .
C6 C7 H7 118.8 . .
C7 C8 C9 119.2(3) . .
C7 C8 H8 120.4 . .
C9 C8 H8 120.4 . .
N2 C9 C8 121.1(3) . .
N2 C9 C10 116.4(3) . .
C8 C9 C10 122.5(3) . .
N1 C10 C11 121.5(3) . .
N1 C10 C9 117.2(3) . .
C11 C10 C9 121.3(3) . .
C12 C11 C10 119.5(3) . .
C12 C11 H11 120.2 . .
C10 C11 H11 120.2 . .
C11 C12 C13 119.2(4) . .
C11 C12 H12 120.4 . .
C13 C12 H12 120.4 . .
C12 C13 C14 118.1(4) . .
C12 C13 H13 121.0 . .
C14 C13 H13 121.0 . .
N1 C14 C13 123.7(4) . .
N1 C14 H14 118.1 . .
C13 C14 H14 118.1 . .
C16 C15 C22 121.6(3) . .
C16 C15 N4 119.5(3) . .
C22 C15 N4 118.3(3) . .
C18 C16 C15 117.9(3) . .
C18 C16 C17 119.9(3) . .
C15 C16 C17 122.2(3) . .
C16 C17 H17A 109.5 . .
C16 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C16 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C16 C18 C19 121.9(4) . .
C16 C18 H18 119.0 . .
C19 C18 H18 119.0 . .
C21 C19 C18 118.3(4) . .
C21 C19 C20 121.5(4) . .
C18 C19 C20 120.3(4) . .
C19 C20 H20A 109.5 . .
C19 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
C19 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
C19 C21 C22 122.4(4) . .
C19 C21 H21 118.8 . .
C22 C21 H21 118.8 . .
C21 C22 C15 117.6(3) . .
C21 C22 C23 120.4(3) . .
C15 C22 C23 122.0(3) . .
C22 C23 H23A 109.5 . .
C22 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C22 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
O1 C24 Ru1 175.4(3) . .
C43 P1 C31 101.42(15) . .
C43 P1 C37 103.98(15) . .
C31 P1 C37 100.62(14) . .
C43 P1 Ru1 111.71(11) . .
C31 P1 Ru1 124.56(11) . .
C37 P1 Ru1 112.18(10) . .
C32 C31 C36 118.4(3) . .
C32 C31 P1 120.0(2) . .
C36 C31 P1 121.5(3) . .
C33 C32 C31 120.9(3) . .
C33 C32 H32 119.5 . .
C31 C32 H32 119.5 . .
C34 C33 C32 120.3(3) . .
C34 C33 H33 119.9 . .
C32 C33 H33 119.9 . .
C33 C34 C35 119.5(3) . .
C33 C34 H34 120.3 . .
C35 C34 H34 120.3 . .
C34 C35 C36 120.6(3) . .
C34 C35 H35 119.7 . .
C36 C35 H35 119.7 . .
C35 C36 C31 120.3(3) . .
C35 C36 H36 119.9 . .
C31 C36 H36 119.9 . .
C38 C37 C42 117.1(3) . .
C38 C37 P1 123.0(2) . .
C42 C37 P1 119.9(2) . .
C37 C38 C39 121.1(3) . .
C37 C38 H38 119.5 . .
C39 C38 H38 119.5 . .
C40 C39 C38 120.6(4) . .
C40 C39 H39 119.7 . .
C38 C39 H39 119.7 . .
C39 C40 C41 119.3(3) . .
C39 C40 H40 120.4 . .
C41 C40 H40 120.4 . .
C40 C41 C42 120.1(3) . .
C40 C41 H41 120.0 . .
C42 C41 H41 120.0 . .
C41 C42 C37 121.9(3) . .
C41 C42 H42 119.1 . .
C37 C42 H42 119.1 . .
C44 C43 C48 118.4(3) . .
C44 C43 P1 121.3(3) . .
C48 C43 P1 119.8(3) . .
C43 C44 C45 120.9(4) . .
C43 C44 H44 119.5 . .
C45 C44 H44 119.5 . .
C46 C45 C44 119.9(4) . .
C46 C45 H45 120.0 . .
C44 C45 H45 120.0 . .
C47 C46 C45 119.6(4) . .
C47 C46 H46 120.2 . .
C45 C46 H46 120.2 . .
C46 C47 C48 120.8(4) . .
C46 C47 H47 119.6 . .
C48 C47 H47 119.6 . .
C47 C48 C43 120.3(3) . .
C47 C48 H48 119.9 . .
C43 C48 H48 119.9 . .
C57 P2 C51 99.65(15) . .
C57 P2 C63 100.38(15) . .
C51 P2 C63 101.43(15) . .
C57 P2 Ru1 121.26(12) . .
C51 P2 Ru1 113.94(11) . .
C63 P2 Ru1 116.99(11) . .
C56 C51 C52 118.6(3) . .
C56 C51 P2 122.1(3) . .
C52 C51 P2 119.3(3) . .
C53 C52 C51 120.8(3) . .
C53 C52 H52 119.6 . .
C51 C52 H52 119.6 . .
C52 C53 C54 119.9(4) . .
C52 C53 H53 120.0 . .
C54 C53 H53 120.0 . .
C55 C54 C53 119.8(4) . .
C55 C54 H54 120.1 . .
C53 C54 H54 120.1 . .
C54 C55 C56 120.6(3) . .
C54 C55 H55 119.7 . .
C56 C55 H55 119.7 . .
C55 C56 C51 120.2(4) . .
C55 C56 H56 119.9 . .
C51 C56 H56 119.9 . .
C58 C57 C62 118.4(3) . .
C58 C57 P2 118.7(3) . .
C62 C57 P2 122.8(3) . .
C57 C58 C59 120.6(4) . .
C57 C58 H58 119.7 . .
C59 C58 H58 119.7 . .
C60 C59 C58 120.4(4) . .
C60 C59 H59 119.8 . .
C58 C59 H59 119.8 . .
C61 C60 C59 119.2(4) . .
C61 C60 H60 120.4 . .
C59 C60 H60 120.4 . .
C62 C61 C60 120.9(4) . .
C62 C61 H61 119.5 . .
C60 C61 H61 119.5 . .
C61 C62 C57 120.6(4) . .
C61 C62 H62 119.7 . .
C57 C62 H62 119.7 . .
C68 C63 C64 118.4(3) . .
C68 C63 P2 118.5(3) . .
C64 C63 P2 122.9(3) . .
C65 C64 C63 120.5(4) . .
C65 C64 H64 119.7 . .
C63 C64 H64 119.7 . .
C66 C65 C64 119.6(4) . .
C66 C65 H65 120.2 . .
C64 C65 H65 120.2 . .
C65 C66 C67 120.9(4) . .
C65 C66 H66 119.5 . .
C67 C66 H66 119.5 . .
C66 C67 C68 119.0(4) . .
C66 C67 H67 120.5 . .
C68 C67 H67 120.5 . .
C63 C68 C67 121.5(4) . .
C63 C68 H68 119.3 . .
C67 C68 H68 119.3 . .
Cl2 Cl1 C71 63.7(6) . 3_565
Cl2 Cl1 C71 159.3(10) . .
C71 Cl1 C71 95.7(9) 3_565 .
Cl2 Cl1 Cl1 112.7(6) . 3_565
C71 Cl1 Cl1 49.0(6) 3_565 3_565
C71 Cl1 Cl1 46.7(8) . 3_565
Cl1 Cl2 C71 74.3(8) . 3_565
Cl2 C71 Cl1 126.3(13) 3_565 .
Cl2 C71 H71A 105.7 3_565 .
Cl1 C71 H71A 105.7 . .
Cl2 C71 H71B 105.7 3_565 .
Cl1 C71 H71B 105.7 . .
H71A C71 H71B 106.2 . .
C72 Cl3 C72 77(4) . 3
Cl3 C72 Cl3 103(4) . 3
Cl3 C72 H72A 111.1 . .
Cl3 C72 H72A 111.1 3 .
Cl3 C72 H72B 111.1 . .
Cl3 C72 H72B 111.1 3 .
H72A C72 H72B 109.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ru1 C24 1.885(3) .
Ru1 C1 2.137(3) .
Ru1 C6 2.177(3) .
Ru1 P1 2.3425(10) .
Ru1 P2 2.3471(9) .
Ru1 H1 1.40(4) .
O1 C24 1.155(4) .
N1 C14 1.337(5) .
N1 C10 1.345(4) .
N2 C9 1.348(4) .
N2 C5 1.349(4) .
N3 C1 1.367(4) .
N3 C3 1.388(4) .
N3 C4 1.469(4) .
N4 C1 1.385(4) .
N4 C2 1.394(4) .
N4 C15 1.442(4) .
C2 C3 1.340(5) .
C2 H2 0.9500 .
C3 H3 0.9500 .
C4 C5 1.504(4) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C5 C6 1.408(4) .
C6 C7 1.415(5) .
C7 C8 1.387(5) .
C7 H7 0.9500 .
C8 C9 1.388(5) .
C8 H8 0.9500 .
C9 C10 1.490(5) .
C10 C11 1.406(5) .
C11 C12 1.377(5) .
C11 H11 0.9500 .
C12 C13 1.380(6) .
C12 H12 0.9500 .
C13 C14 1.393(6) .
C13 H13 0.9500 .
C14 H14 0.9500 .
C15 C16 1.399(5) .
C15 C22 1.405(5) .
C16 C18 1.393(5) .
C16 C17 1.500(5) .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C18 C19 1.400(6) .
C18 H18 0.9500 .
C19 C21 1.378(6) .
C19 C20 1.524(6) .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
C21 C22 1.398(5) .
C21 H21 0.9500 .
C22 C23 1.505(5) .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
P1 C43 1.841(3) .
P1 C31 1.845(3) .
P1 C37 1.856(3) .
C31 C32 1.394(5) .
C31 C36 1.405(5) .
C32 C33 1.392(5) .
C32 H32 0.9500 .
C33 C34 1.385(5) .
C33 H33 0.9500 .
C34 C35 1.389(6) .
C34 H34 0.9500 .
C35 C36 1.390(5) .
C35 H35 0.9500 .
C36 H36 0.9500 .
C37 C38 1.393(5) .
C37 C42 1.399(5) .
C38 C39 1.394(5) .
C38 H38 0.9500 .
C39 C40 1.380(6) .
C39 H39 0.9500 .
C40 C41 1.382(6) .
C40 H40 0.9500 .
C41 C42 1.384(5) .
C41 H41 0.9500 .
C42 H42 0.9500 .
C43 C44 1.390(5) .
C43 C48 1.400(5) .
C44 C45 1.391(5) .
C44 H44 0.9500 .
C45 C46 1.387(6) .
C45 H45 0.9500 .
C46 C47 1.376(6) .
C46 H46 0.9500 .
C47 C48 1.388(5) .
C47 H47 0.9500 .
C48 H48 0.9500 .
P2 C57 1.841(3) .
P2 C51 1.845(3) .
P2 C63 1.847(4) .
C51 C56 1.392(5) .
C51 C52 1.402(5) .
C52 C53 1.380(5) .
C52 H52 0.9500 .
C53 C54 1.389(6) .
C53 H53 0.9500 .
C54 C55 1.376(6) .
C54 H54 0.9500 .
C55 C56 1.391(5) .
C55 H55 0.9500 .
C56 H56 0.9500 .
C57 C58 1.394(5) .
C57 C62 1.399(5) .
C58 C59 1.395(5) .
C58 H58 0.9500 .
C59 C60 1.386(6) .
C59 H59 0.9500 .
C60 C61 1.385(6) .
C60 H60 0.9500 .
C61 C62 1.383(5) .
C61 H61 0.9500 .
C62 H62 0.9500 .
C63 C68 1.385(5) .
C63 C64 1.402(5) .
C64 C65 1.401(5) .
C64 H64 0.9500 .
C65 C66 1.377(6) .
C65 H65 0.9500 .
C66 C67 1.387(6) .
C66 H66 0.9500 .
C67 C68 1.397(5) .
C67 H67 0.9500 .
C68 H68 0.9500 .
Cl1 Cl2 1.176(7) .
Cl1 C71 1.69(2) 3_565
Cl1 C71 1.756(16) .
Cl1 Cl1 2.315(13) 3_565
Cl2 C71 1.57(2) 3_565
C71 Cl2 1.57(2) 3_565
C71 H71A 0.9900 .
C71 H71B 0.9900 .
Cl3 C72 1.54(6) .
Cl3 C72 2.02(7) 3
C72 Cl3 2.02(7) 3
C72 H72A 0.9900 .
C72 H72B 0.9900 .
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
_geom_torsion_site_symmetry_4
C3 N3 C1 N4 1.3(3) . .
C4 N3 C1 N4 169.0(3) . .
C3 N3 C1 Ru1 -176.7(2) . .
C4 N3 C1 Ru1 -8.9(4) . .
C2 N4 C1 N3 -0.8(3) . .
C15 N4 C1 N3 178.4(3) . .
C2 N4 C1 Ru1 176.8(3) . .
C15 N4 C1 Ru1 -4.0(5) . .
C24 Ru1 C1 N3 156.2(3) . .
C6 Ru1 C1 N3 -21.3(3) . .
P1 Ru1 C1 N3 65.5(3) . .
P2 Ru1 C1 N3 -109.9(2) . .
C24 Ru1 C1 N4 -21.0(3) . .
C6 Ru1 C1 N4 161.5(3) . .
P1 Ru1 C1 N4 -111.7(3) . .
P2 Ru1 C1 N4 72.8(3) . .
C1 N4 C2 C3 0.0(4) . .
C15 N4 C2 C3 -179.3(3) . .
N4 C2 C3 N3 0.7(4) . .
C1 N3 C3 C2 -1.3(4) . .
C4 N3 C3 C2 -169.7(3) . .
C1 N3 C4 C5 49.8(4) . .
C3 N3 C4 C5 -143.3(3) . .
C9 N2 C5 C6 -1.5(5) . .
C9 N2 C5 C4 172.6(3) . .
N3 C4 C5 N2 137.2(3) . .
N3 C4 C5 C6 -48.3(4) . .
N2 C5 C6 C7 5.3(5) . .
C4 C5 C6 C7 -168.3(3) . .
N2 C5 C6 Ru1 -177.7(2) . .
C4 C5 C6 Ru1 8.7(4) . .
C1 Ru1 C6 C5 20.9(3) . .
P1 Ru1 C6 C5 -82.6(3) . .
P2 Ru1 C6 C5 122.3(3) . .
C1 Ru1 C6 C7 -162.4(3) . .
P1 Ru1 C6 C7 94.0(3) . .
P2 Ru1 C6 C7 -61.0(3) . .
C5 C6 C7 C8 -4.9(4) . .
Ru1 C6 C7 C8 178.1(2) . .
C6 C7 C8 C9 1.1(5) . .
C5 N2 C9 C8 -3.0(5) . .
C5 N2 C9 C10 177.3(3) . .
C7 C8 C9 N2 3.2(5) . .
C7 C8 C9 C10 -177.1(3) . .
C14 N1 C10 C11 0.9(5) . .
C14 N1 C10 C9 179.2(3) . .
N2 C9 C10 N1 -166.4(3) . .
C8 C9 C10 N1 13.9(5) . .
N2 C9 C10 C11 11.8(5) . .
C8 C9 C10 C11 -167.9(3) . .
N1 C10 C11 C12 0.0(5) . .
C9 C10 C11 C12 -178.2(3) . .
C10 C11 C12 C13 -0.5(6) . .
C11 C12 C13 C14 0.0(6) . .
C10 N1 C14 C13 -1.5(6) . .
C12 C13 C14 N1 1.1(6) . .
C1 N4 C15 C16 82.6(4) . .
C2 N4 C15 C16 -98.2(4) . .
C1 N4 C15 C22 -106.1(4) . .
C2 N4 C15 C22 73.0(4) . .
C22 C15 C16 C18 6.8(6) . .
N4 C15 C16 C18 177.8(3) . .
C22 C15 C16 C17 -170.5(4) . .
N4 C15 C16 C17 0.5(5) . .
C15 C16 C18 C19 -3.8(6) . .
C17 C16 C18 C19 173.6(4) . .
C16 C18 C19 C21 -0.6(7) . .
C16 C18 C19 C20 179.9(5) . .
C18 C19 C21 C22 2.1(7) . .
C20 C19 C21 C22 -178.4(5) . .
C19 C21 C22 C15 0.8(6) . .
C19 C21 C22 C23 -178.4(4) . .
C16 C15 C22 C21 -5.4(5) . .
N4 C15 C22 C21 -176.4(3) . .
C16 C15 C22 C23 173.8(3) . .
N4 C15 C22 C23 2.7(5) . .
C24 Ru1 P1 C43 144.49(16) . .
C1 Ru1 P1 C43 -119.75(15) . .
C6 Ru1 P1 C43 -32.21(14) . .
P2 Ru1 P1 C43 49.71(14) . .
C24 Ru1 P1 C31 -93.30(16) . .
C1 Ru1 P1 C31 2.45(15) . .
C6 Ru1 P1 C31 89.99(15) . .
P2 Ru1 P1 C31 171.92(13) . .
C24 Ru1 P1 C37 28.19(15) . .
C1 Ru1 P1 C37 123.95(14) . .
C6 Ru1 P1 C37 -148.51(14) . .
P2 Ru1 P1 C37 -66.59(13) . .
C43 P1 C31 C32 139.7(3) . .
C37 P1 C31 C32 -113.6(3) . .
Ru1 P1 C31 C32 13.0(3) . .
C43 P1 C31 C36 -42.7(3) . .
C37 P1 C31 C36 64.1(3) . .
Ru1 P1 C31 C36 -169.3(2) . .
C36 C31 C32 C33 -0.8(5) . .
P1 C31 C32 C33 176.9(3) . .
C31 C32 C33 C34 -1.0(5) . .
C32 C33 C34 C35 1.5(5) . .
C33 C34 C35 C36 -0.3(5) . .
C34 C35 C36 C31 -1.5(5) . .
C32 C31 C36 C35 2.0(5) . .
P1 C31 C36 C35 -175.7(3) . .
C43 P1 C37 C38 103.3(3) . .
C31 P1 C37 C38 -1.5(3) . .
Ru1 P1 C37 C38 -135.9(3) . .
C43 P1 C37 C42 -79.7(3) . .
C31 P1 C37 C42 175.6(3) . .
Ru1 P1 C37 C42 41.2(3) . .
C42 C37 C38 C39 0.0(5) . .
P1 C37 C38 C39 177.2(3) . .
C37 C38 C39 C40 1.4(6) . .
C38 C39 C40 C41 -1.7(7) . .
C39 C40 C41 C42 0.7(6) . .
C40 C41 C42 C37 0.8(6) . .
C38 C37 C42 C41 -1.1(5) . .
P1 C37 C42 C41 -178.3(3) . .
C31 P1 C43 C44 150.2(3) . .
C37 P1 C43 C44 46.0(3) . .
Ru1 P1 C43 C44 -75.1(3) . .
C31 P1 C43 C48 -37.4(3) . .
C37 P1 C43 C48 -141.6(3) . .
Ru1 P1 C43 C48 97.2(3) . .
C48 C43 C44 C45 -0.4(5) . .
P1 C43 C44 C45 172.1(3) . .
C43 C44 C45 C46 -0.1(6) . .
C44 C45 C46 C47 0.2(6) . .
C45 C46 C47 C48 0.2(6) . .
C46 C47 C48 C43 -0.8(6) . .
C44 C43 C48 C47 0.9(5) . .
P1 C43 C48 C47 -171.7(3) . .
C24 Ru1 P2 C57 117.03(16) . .
C1 Ru1 P2 C57 20.62(16) . .
C6 Ru1 P2 C57 -67.37(16) . .
P1 Ru1 P2 C57 -148.93(14) . .
C24 Ru1 P2 C51 -124.03(15) . .
C1 Ru1 P2 C51 139.57(15) . .
C6 Ru1 P2 C51 51.57(14) . .
P1 Ru1 P2 C51 -29.99(15) . .
C24 Ru1 P2 C63 -6.04(17) . .
C1 Ru1 P2 C63 -102.45(16) . .
C6 Ru1 P2 C63 169.56(16) . .
P1 Ru1 P2 C63 88.00(15) . .
C57 P2 C51 C56 12.7(3) . .
C63 P2 C51 C56 115.4(3) . .
Ru1 P2 C51 C56 -118.0(3) . .
C57 P2 C51 C52 -171.3(3) . .
C63 P2 C51 C52 -68.5(3) . .
Ru1 P2 C51 C52 58.1(3) . .
C56 C51 C52 C53 1.4(5) . .
P2 C51 C52 C53 -174.8(3) . .
C51 C52 C53 C54 -0.2(5) . .
C52 C53 C54 C55 -1.2(6) . .
C53 C54 C55 C56 1.2(6) . .
C54 C55 C56 C51 0.1(5) . .
C52 C51 C56 C55 -1.4(5) . .
P2 C51 C56 C55 174.7(3) . .
C51 P2 C57 C58 -92.2(3) . .
C63 P2 C57 C58 164.2(3) . .
Ru1 P2 C57 C58 33.6(3) . .
C51 P2 C57 C62 83.0(3) . .
C63 P2 C57 C62 -20.6(3) . .
Ru1 P2 C57 C62 -151.2(3) . .
C62 C57 C58 C59 -0.9(6) . .
P2 C57 C58 C59 174.5(3) . .
C57 C58 C59 C60 1.3(7) . .
C58 C59 C60 C61 -0.8(7) . .
C59 C60 C61 C62 -0.1(7) . .
C60 C61 C62 C57 0.5(7) . .
C58 C57 C62 C61 0.0(6) . .
P2 C57 C62 C61 -175.2(3) . .
C57 P2 C63 C68 -77.7(3) . .
C51 P2 C63 C68 -179.8(3) . .
Ru1 P2 C63 C68 55.6(3) . .
C57 P2 C63 C64 98.2(3) . .
C51 P2 C63 C64 -4.0(3) . .
Ru1 P2 C63 C64 -128.6(3) . .
C68 C63 C64 C65 -1.0(6) . .
P2 C63 C64 C65 -176.8(3) . .
C63 C64 C65 C66 1.1(6) . .
C64 C65 C66 C67 -0.8(6) . .
C65 C66 C67 C68 0.4(6) . .
C64 C63 C68 C67 0.5(5) . .
P2 C63 C68 C67 176.6(3) . .
C66 C67 C68 C63 -0.3(6) . .
C71 Cl1 Cl2 C71 0(2) . 3_565
Cl1 Cl1 Cl2 C71 0.0(6) 3_565 3_565
Cl2 Cl1 C71 Cl2 0(3) . 3_565
C71 Cl1 C71 Cl2 0.0(7) 3_565 3_565
Cl1 Cl1 C71 Cl2 0.0(7) 3_565 3_565
C72 Cl3 C72 Cl3 -0.001(3) 3 3
