#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/57/2015700.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2015700
loop_
_publ_author_name
'Yuge, Hidetaka'
'Miyamoto, Takeshi Ken'
'Kikuchi, Tomofumi'
'Iwasaki, Yukihiro'
_publ_section_title
;
 The first metalloporphyrin dimer linked by a bridging
 phenylenedicarbene ligand
;
_journal_coeditor_code           MY3011
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m594
_journal_page_last               m596
_journal_paper_doi               10.1107/S0108270106043472
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac
'[Ru2 (C20 H14) (C48 H36 N4)2 (C2 H6 O)2], 3C2 H4 Cl2'
_chemical_formula_moiety         'C120 H98 N8 O2 Ru2, 3(C2 H4 Cl2)'
_chemical_formula_sum            'C126 H110 Cl6 N8 O2 Ru2'
_chemical_formula_weight         2183.06
_chemical_name_systematic
;
μ-[1,4-phenylenebis(phenylmethylidene-\kC)]bis[(ethanol-\kO)(5,10,15,20-
tetra-p-tolylporphyrinato-κ⁴N)ruthenium(II)] 1,2-dichloroethane trisolvate
;
_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                98.15(2)
_cell_angle_beta                 109.047(19)
_cell_angle_gamma                114.12(2)
_cell_formula_units_Z            1
_cell_length_a                   14.786(4)
_cell_length_b                   15.816(4)
_cell_length_c                   13.879(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      14.995
_cell_measurement_theta_min      14.885
_cell_volume                     2653.9(14)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;
MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1993)
;
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2005)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku AFC-7R'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating Mo anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_av_sigmaI/netI    0.0617
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12659
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.54
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.493
_exptl_absorpt_correction_T_max  0.9165
_exptl_absorpt_correction_T_min  0.7906
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al.,  1968)'
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.438
_refine_diff_density_min         -0.629
_refine_ls_extinction_coef       none
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     663
_refine_ls_number_reflns         12189
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.1029
_refine_ls_R_factor_gt           0.0482
_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)+(0.065P)²+1.3374P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1186
_refine_ls_wR_factor_ref         0.1405
_reflns_number_gt                7914
_reflns_number_total             12189
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            my3011.cif
_cod_data_source_block           I
_cod_original_cell_volume        2653.8(14)
_cod_database_code               2015700
_cod_database_fobs_code          2015700
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru Ru 0.37171(2) 0.23217(2) 0.26057(2) 0.04022(9) Uani d . 1 B .
O O 0.3254(3) 0.1643(2) 0.0729(2) 0.0759(9) Uani d . 1 . .
H H44 0.2865 0.1059 0.0614 0.114 Uiso calc R 1 A 1
N N1 0.2730(2) 0.2902(2) 0.2006(2) 0.0433(6) Uani d . 1 . .
N N2 0.5016(2) 0.3492(2) 0.2616(2) 0.0445(7) Uani d . 1 . .
N N3 0.4624(2) 0.1615(2) 0.2880(2) 0.0453(7) Uani d . 1 . .
N N4 0.2374(2) 0.1067(2) 0.2394(2) 0.0416(6) Uani d . 1 . .
C C1 0.1628(3) 0.2501(3) 0.1764(3) 0.0454(8) Uani d . 1 B .
C C2 0.1249(3) 0.3149(3) 0.1394(3) 0.0548(9) Uani d . 1 . .
H H1 0.0540 0.3054 0.1186 0.066 Uiso calc R 1 B .
C C3 0.2103(3) 0.3917(3) 0.1403(3) 0.0528(9) Uani d . 1 B .
H H2 0.2089 0.4446 0.1193 0.063 Uiso calc R 1 . .
C C4 0.3038(3) 0.3777(3) 0.1794(3) 0.0454(8) Uani d . 1 B .
C C5 0.4101(3) 0.4433(3) 0.1955(3) 0.0460(8) Uani d . 1 . .
C C6 0.5023(3) 0.4307(3) 0.2371(3) 0.0462(8) Uani d . 1 B .
C C7 0.6114(3) 0.5005(3) 0.2576(3) 0.0534(9) Uani d . 1 . .
H H3 0.6336 0.5617 0.2483 0.064 Uiso calc R 1 B .
C C8 0.6755(3) 0.4607(3) 0.2930(3) 0.0550(10) Uani d . 1 B .
H H4 0.7506 0.4900 0.3136 0.066 Uiso calc R 1 . .
C C9 0.6072(3) 0.3644(3) 0.2933(3) 0.0483(8) Uani d . 1 B .
C C10 0.6405(3) 0.2954(3) 0.3144(3) 0.0506(9) Uani d . 1 . .
C C11 0.5718(3) 0.2000(3) 0.3081(3) 0.0495(9) Uani d . 1 B .
C C12 0.6011(3) 0.1248(3) 0.3159(3) 0.0564(10) Uani d . 1 . .
H H5 0.6699 0.1314 0.3287 0.068 Uiso calc R 1 B .
C C13 0.5126(3) 0.0429(3) 0.3015(3) 0.0546(9) Uani d . 1 B .
H H6 0.5087 -0.0171 0.3022 0.065 Uiso calc R 1 . .
C C14 0.4250(3) 0.0650(3) 0.2850(3) 0.0457(8) Uani d . 1 B .
C C15 0.3197(3) -0.0005(3) 0.2713(3) 0.0459(8) Uani d . 1 . .
C C16 0.2338(3) 0.0210(2) 0.2531(3) 0.0445(8) Uani d . 1 B .
C C17 0.1264(3) -0.0442(3) 0.2426(3) 0.0538(9) Uani d . 1 . .
H H7 0.1035 -0.1058 0.2511 0.065 Uiso calc R 1 B .
C C18 0.0659(3) -0.0002(3) 0.2185(3) 0.0530(9) Uani d . 1 B .
H H8 -0.0074 -0.0263 0.2056 0.064 Uiso calc R 1 . .
C C19 0.1338(3) 0.0949(2) 0.2158(3) 0.0447(8) Uani d . 1 B .
C C20 0.0989(3) 0.1603(3) 0.1862(3) 0.0445(8) Uani d . 1 . .
C C21 0.4233(3) 0.5322(3) 0.1625(3) 0.0486(8) Uani d . 1 B .
C C22 0.4342(4) 0.6133(3) 0.2282(3) 0.0630(11) Uani d . 1 . .
H H9 0.4406 0.6158 0.2976 0.076 Uiso calc R 1 B .
C C23 0.4357(4) 0.6905(3) 0.1925(4) 0.0708(12) Uani d . 1 B .
H H10 0.4423 0.7438 0.2382 0.085 Uiso calc R 1 . .
C C24 0.4277(4) 0.6909(3) 0.0916(4) 0.0704(12) Uani d . 1 . .
C C25 0.4199(5) 0.6124(4) 0.0276(4) 0.0831(15) Uani d . 1 B .
H H11 0.4169 0.6117 -0.0405 0.100 Uiso calc R 1 . .
C C26 0.4165(4) 0.5336(3) 0.0616(4) 0.0707(12) Uani d . 1 . .
H H12 0.4094 0.4804 0.0152 0.085 Uiso calc R 1 B .
C C27 0.4243(6) 0.7743(4) 0.0521(6) 0.114(2) Uani d . 1 B .
H H13 0.4080 0.7581 -0.0230 0.171 Uiso calc R 1 . .
H H14 0.4941 0.8324 0.0916 0.171 Uiso calc R 1 . .
H H15 0.3686 0.7856 0.0627 0.171 Uiso calc R 1 . .
C C28 0.7580(3) 0.3231(3) 0.3404(3) 0.0522(9) Uani d . 1 B .
C C29 0.8267(4) 0.3299(4) 0.4393(4) 0.0820(15) Uani d . 1 . .
H H16 0.8006 0.3180 0.4912 0.098 Uiso calc R 1 B .
C C30 0.9346(4) 0.3542(4) 0.4626(4) 0.0884(16) Uani d . 1 B .
H H17 0.9794 0.3592 0.5306 0.106 Uiso calc R 1 . .
C C31 0.9770(3) 0.3710(3) 0.3897(4) 0.0679(12) Uani d . 1 . .
C C32 0.9081(4) 0.3626(4) 0.2906(4) 0.0761(13) Uani d . 1 B .
H H18 0.9342 0.3730 0.2384 0.091 Uiso calc R 1 . .
C C33 0.7996(3) 0.3387(4) 0.2660(4) 0.0666(11) Uani d . 1 . .
H H19 0.7548 0.3333 0.1977 0.080 Uiso calc R 1 B .
C C34 1.0950(4) 0.3960(4) 0.4161(5) 0.0916(17) Uani d . 1 B .
H H20 1.0981 0.3618 0.3554 0.137 Uiso calc R 1 . .
H H21 1.1224 0.3769 0.4771 0.137 Uiso calc R 1 . .
H H22 1.1389 0.4651 0.4325 0.137 Uiso calc R 1 . .
C C35 0.2969(3) -0.1000(3) 0.2789(3) 0.0505(9) Uani d . 1 B .
C C36 0.3409(4) -0.1142(3) 0.3762(3) 0.0660(11) Uani d . 1 . .
H H23 0.3889 -0.0603 0.4379 0.079 Uiso calc R 1 B .
C C37 0.3147(4) -0.2072(4) 0.3832(4) 0.0742(13) Uani d . 1 B .
H H24 0.3447 -0.2141 0.4498 0.089 Uiso calc R 1 . .
C C38 0.2464(4) -0.2884(3) 0.2958(4) 0.0635(11) Uani d . 1 . .
C C39 0.2045(5) -0.2746(3) 0.1998(4) 0.0808(15) Uani d . 1 B .
H H25 0.1582 -0.3289 0.1382 0.097 Uiso calc R 1 . .
C C40 0.2284(4) -0.1834(3) 0.1909(4) 0.0767(14) Uani d . 1 . .
H H26 0.1974 -0.1777 0.1238 0.092 Uiso calc R 1 B .
C C41 0.2173(5) -0.3883(4) 0.3037(5) 0.0914(17) Uani d . 1 B .
H H27 0.2081 -0.4294 0.2395 0.137 Uiso calc R 1 . .
H H28 0.1501 -0.4149 0.3120 0.137 Uiso calc R 1 . .
H H29 0.2747 -0.3848 0.3648 0.137 Uiso calc R 1 . .
C C42 -0.0192(3) 0.1305(3) 0.1572(3) 0.0454(8) Uani d . 1 B .
C C43 -0.0561(3) 0.1354(3) 0.2361(3) 0.0626(11) Uani d . 1 . .
H H30 -0.0074 0.1571 0.3080 0.075 Uiso calc R 1 B .
C C44 -0.1655(3) 0.1082(4) 0.2089(4) 0.0710(13) Uani d . 1 B .
H H31 -0.1890 0.1116 0.2632 0.085 Uiso calc R 1 . .
C C45 -0.2396(3) 0.0767(3) 0.1040(4) 0.0575(10) Uani d . 1 . .
C C46 -0.2028(3) 0.0708(3) 0.0262(3) 0.0626(11) Uani d . 1 B .
H H32 -0.2519 0.0489 -0.0456 0.075 Uiso calc R 1 . .
C C47 -0.0939(3) 0.0968(3) 0.0517(3) 0.0613(11) Uani d . 1 . .
H H33 -0.0715 0.0913 -0.0030 0.074 Uiso calc R 1 B .
C C48 -0.3591(4) 0.0461(4) 0.0723(5) 0.0854(15) Uani d . 1 B .
H H34 -0.4014 0.0048 -0.0013 0.128 Uiso calc R 1 . .
H H35 -0.3681 0.1031 0.0803 0.128 Uiso calc R 1 . .
H H36 -0.3839 0.0111 0.1177 0.128 Uiso calc R 1 . .
C C49 0.3980(3) 0.2902(2) 0.4006(3) 0.0417(7) Uani d . 1 . .
C C50 0.3632(3) 0.2359(3) 0.4741(3) 0.0496(9) Uani d . 1 B .
C C51 0.3071(4) 0.2599(4) 0.5265(4) 0.0731(13) Uani d . 1 . .
H H37 0.2912 0.3100 0.5159 0.088 Uiso calc R 1 B .
C C52 0.2742(5) 0.2108(4) 0.5944(5) 0.0921(17) Uani d . 1 B .
H H38 0.2365 0.2280 0.6285 0.111 Uiso calc R 1 . .
C C53 0.2968(5) 0.1381(4) 0.6111(4) 0.0889(16) Uani d . 1 . .
H H39 0.2737 0.1047 0.6558 0.107 Uiso calc R 1 B .
C C54 0.3534(5) 0.1134(4) 0.5626(4) 0.0808(15) Uani d . 1 B .
H H40 0.3699 0.0642 0.5753 0.097 Uiso calc R 1 . .
C C55 0.3862(4) 0.1622(3) 0.4942(3) 0.0653(11) Uani d . 1 . .
H H41 0.4244 0.1447 0.4613 0.078 Uiso calc R 1 B .
C C56 0.4490(3) 0.3979(2) 0.4486(3) 0.0391(7) Uani d . 1 . .
C C57 0.5616(3) 0.4532(2) 0.5114(3) 0.0426(7) Uani d . 1 . .
H H42 0.6043 0.4226 0.5196 0.051 Uiso calc R 1 B .
C C58 0.6113(3) 0.5528(2) 0.5619(3) 0.0442(8) Uani d . 1 . .
H H43 0.6865 0.5875 0.6036 0.053 Uiso calc R 1 . .
C C59 0.2715(16) 0.1956(11) -0.0144(8) 0.123(6) Uani d P 0.595(18) B 1
H H45 0.1957 0.1708 -0.0259 0.148 Uiso calc PR 0.595(18) B 1
H H46 0.3064 0.2664 0.0104 0.148 Uiso calc PR 0.595(18) B 1
C C60 0.2733(9) 0.1656(8) -0.1161(8) 0.091(4) Uani d P 0.595(18) B 1
H H47 0.1997 0.1299 -0.1714 0.137 Uiso calc PR 0.595(18) B 1
H H48 0.3066 0.1245 -0.1128 0.137 Uiso calc PR 0.595(18) B 1
H H49 0.3147 0.2222 -0.1320 0.137 Uiso calc PR 0.595(18) B 1
C C592 0.3454(14) 0.2072(11) 0.0035(12) 0.080(5) Uiso d P 0.405(18) B 2
H H452 0.3782 0.1786 -0.0311 0.096 Uiso calc PR 0.405(18) B 2
H H462 0.3986 0.2757 0.0416 0.096 Uiso calc PR 0.405(18) B 2
C C602 0.249(2) 0.201(2) -0.079(2) 0.156(11) Uiso d P 0.405(18) B 2
H H472 0.1909 0.1815 -0.0571 0.233 Uiso calc PR 0.405(18) B 2
H H482 0.2270 0.1527 -0.1454 0.233 Uiso calc PR 0.405(18) B 2
H H492 0.2672 0.2630 -0.0900 0.233 Uiso calc PR 0.405(18) B 2
Cl Cl1 0.9036(2) 0.4837(2) 0.0630(2) 0.1709(10) Uani d D 1 . .
C C61 0.8984(10) 0.5568(8) 0.1652(9) 0.184(4) Uani d D 1 . .
H H50 0.8342 0.5169 0.1754 0.221 Uiso calc R 1 . .
H H51 0.9619 0.5760 0.2313 0.221 Uiso calc R 1 . .
C C62 0.8951(12) 0.6342(9) 0.1526(9) 0.217(6) Uani d D 1 . .
H H52 0.8318 0.6161 0.0868 0.326 Uiso calc R 1 . .
H H53 0.9599 0.6756 0.1442 0.326 Uiso calc R 1 . .
Cl Cl2 0.8884(3) 0.7013(2) 0.2595(2) 0.1868(11) Uani d D 1 . .
Cl Cl3 0.9486(3) 0.1086(3) 0.4997(3) 0.2232(16) Uani d D 1 . .
C C63 0.9871(10) 0.0235(9) 0.5435(8) 0.155(9) Uani d PD 0.68(3) . 1
H H54 1.0512 0.0563 0.6120 0.186 Uiso calc PR 0.68(3) . 1
H H55 0.9280 -0.0265 0.5526 0.186 Uiso calc PR 0.68(3) . 1
C C632 0.978(3) 0.017(2) 0.4506(17) 0.158(16) Uiso d PD 0.32(3) . 2
H H542 0.9130 -0.0374 0.3925 0.190 Uiso calc PR 0.32(3) . 2
H H552 1.0337 0.0438 0.4241 0.190 Uiso calc PR 0.32(3) . 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Ru Ru -1.2594 0.8363 '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'
O O 0.0106 0.0060 '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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Ru N2 . . 89.84(11) yes
N1 Ru N3 . . 168.18(11) yes
N1 Ru N4 . . 89.90(11) yes
N2 Ru N3 . . 89.56(12) yes
N2 Ru N4 . . 172.57(11) yes
N3 Ru N4 . . 89.18(11) yes
N1 Ru O . . 83.22(11) yes
N2 Ru O . . 86.05(12) yes
N3 Ru O . . 84.96(12) yes
N4 Ru O . . 86.54(12) yes
C49 Ru N1 . . 90.83(13) yes
C49 Ru N2 . . 94.10(13) yes
C49 Ru N3 . . 100.99(13) yes
C49 Ru N4 . . 93.32(13) yes
C49 Ru O . . 174.05(13) yes
Ru O C59 . . 124.0(5) no
C59 O H44 . . 109.5 no
Ru O C592 . . 130.5(7) no
C592 O H44 . . 127.5 no
Ru O H44 . . 101.7 no
C1 N1 C4 . . 106.8(3) no
Ru N1 C1 . . 126.3(2) no
Ru N1 C4 . . 126.9(2) no
C6 N2 C9 . . 106.7(3) no
Ru N2 C6 . . 126.6(2) no
Ru N2 C9 . . 126.6(3) no
Ru N3 C11 . . 126.5(2) no
Ru N3 C14 . . 126.7(2) no
C11 N3 C14 . . 106.8(3) no
Ru N4 C16 . . 127.3(2) no
Ru N4 C19 . . 125.7(2) no
C16 N4 C19 . . 106.8(3) no
N1 C1 C2 . . 108.8(3) no
N1 C1 C20 . . 125.3(3) no
C2 C1 C20 . . 125.9(3) no
C4 C5 C21 . . 116.0(3) no
C6 C5 C21 . . 118.6(3) no
N2 C6 C5 . . 125.6(3) no
N2 C6 C7 . . 109.7(3) no
C5 C6 C7 . . 124.7(3) no
C6 C7 C8 . . 107.0(3) no
C8 C7 H3 . . 126.5 no
C6 C7 H3 . . 126.5 no
C7 C8 C9 . . 108.0(3) no
C7 C8 H4 . . 126.0 no
C9 C8 H4 . . 126.0 no
N2 C9 C10 . . 125.5(3) no
N2 C9 C8 . . 108.5(3) no
C8 C9 C10 . . 125.8(3) no
C9 C10 C11 . . 125.2(3) no
C9 C10 C28 . . 117.9(3) no
C11 C10 C28 . . 116.8(3) no
N3 C11 C10 . . 125.6(3) no
N3 C11 C12 . . 108.5(3) no
C10 C11 C12 . . 125.9(3) no
C11 C12 C13 . . 108.3(3) no
C11 C12 H5 . . 125.8 no
C13 C12 H5 . . 125.8 no
C12 C13 C14 . . 107.4(3) no
C12 C13 H6 . . 126.3 no
C14 C13 H6 . . 126.3 no
N3 C14 C13 . . 109.0(3) no
C1 C2 C3 . . 107.6(3) no
C3 C2 H1 . . 126.2 no
C1 C2 H1 . . 126.2 no
C2 C3 C4 . . 107.8(3) no
C2 C3 H2 . . 126.1 no
C4 C3 H2 . . 126.1 no
N1 C4 C5 . . 125.4(3) no
N1 C4 C3 . . 109.0(3) no
C3 C4 C5 . . 125.6(3) no
C4 C5 C6 . . 125.3(3) no
N3 C14 C15 . . 126.1(3) no
C13 C14 C15 . . 124.9(3) no
C14 C15 C16 . . 124.7(3) no
C14 C15 C35 . . 118.4(3) no
C16 C15 C35 . . 116.9(3) no
N4 C16 C15 . . 125.5(3) no
N4 C16 C17 . . 109.1(3) no
C15 C16 C17 . . 125.4(3) no
C16 C17 C18 . . 107.4(3) no
C18 C17 H7 . . 126.3 no
C16 C17 H7 . . 126.3 no
C17 C18 C19 . . 108.2(3) no
C17 C18 H8 . . 125.9 no
C19 C18 H8 . . 125.9 no
N4 C19 C20 . . 125.7(3) no
N4 C19 C18 . . 108.4(3) no
C18 C19 C20 . . 125.7(3) no
C1 C20 C19 . . 125.9(3) no
C19 C20 C42 . . 117.2(3) no
C1 C20 C42 . . 116.8(3) no
C22 C21 C26 . . 116.8(4) no
C5 C21 C26 . . 121.2(4) no
C5 C21 C22 . . 121.8(3) no
C21 C22 C23 . . 120.9(4) no
C23 C22 H9 . . 119.5 no
C21 C22 H9 . . 119.5 no
C22 C23 C24 . . 121.9(5) no
C24 C23 H10 . . 119.1 no
C22 C23 H10 . . 119.1 no
C23 C24 C25 . . 117.4(4) no
C25 C24 C27 . . 121.5(5) no
C23 C24 C27 . . 121.1(5) no
C24 C25 C26 . . 121.4(5) no
C24 C25 H11 . . 119.3 no
C26 C25 H11 . . 119.3 no
C21 C26 C25 . . 121.5(4) no
C21 C26 H12 . . 119.2 no
C25 C26 H12 . . 119.2 no
C24 C27 H13 . . 109.5 no
C24 C27 H14 . . 109.5 no
H13 C27 H14 . . 109.5 no
C24 C27 H15 . . 109.5 no
H13 C27 H15 . . 109.5 no
H14 C27 H15 . . 109.5 no
C29 C28 C33 . . 117.2(4) no
C10 C28 C29 . . 120.9(4) no
C10 C28 C33 . . 121.8(4) no
C28 C29 C30 . . 120.8(4) no
C28 C29 H16 . . 119.6 no
C30 C29 H16 . . 119.6 no
C29 C30 C31 . . 122.4(5) no
C31 C30 H17 . . 118.8 no
C29 C30 H17 . . 118.8 no
C30 C31 C32 . . 116.9(4) no
C30 C31 C34 . . 121.6(5) no
C32 C31 C34 . . 121.5(5) no
C31 C32 C33 . . 121.5(4) no
C31 C32 H18 . . 119.2 no
C33 C32 H18 . . 119.2 no
C28 C33 C32 . . 121.2(4) no
C28 C33 H19 . . 119.4 no
C32 C33 H19 . . 119.4 no
C31 C34 H20 . . 109.5 no
C31 C34 H21 . . 109.5 no
H20 C34 H21 . . 109.5 no
C31 C34 H22 . . 109.5 no
H20 C34 H22 . . 109.5 no
H21 C34 H22 . . 109.5 no
C15 C35 C36 . . 121.8(3) no
C15 C35 C40 . . 122.3(4) no
C36 C35 C40 . . 115.8(4) no
C35 C36 C37 . . 121.3(4) no
C37 C36 H23 . . 119.4 no
C35 C36 H23 . . 119.4 no
C36 C37 C38 . . 122.0(4) no
C38 C37 H24 . . 119.0 no
C36 C37 H24 . . 119.0 no
C37 C38 C39 . . 116.8(4) no
C37 C38 C41 . . 121.9(5) no
C39 C38 C41 . . 121.2(5) no
C38 C39 C40 . . 122.3(4) no
C38 C39 H25 . . 118.9 no
C40 C39 H25 . . 118.9 no
C35 C40 C39 . . 121.8(4) no
C39 C40 H26 . . 119.1 no
C35 C40 H26 . . 119.1 no
C38 C41 H27 . . 109.5 no
C38 C41 H28 . . 109.5 no
H27 C41 H28 . . 109.5 no
C38 C41 H29 . . 109.5 no
H27 C41 H29 . . 109.5 no
H28 C41 H29 . . 109.5 no
C20 C42 C43 . . 120.6(3) no
C20 C42 C47 . . 121.3(3) no
C43 C42 C47 . . 118.0(3) no
C42 C43 C44 . . 120.5(4) no
C42 C43 H30 . . 119.7 no
C44 C43 H30 . . 119.7 no
C43 C44 C45 . . 121.5(4) no
C45 C44 H31 . . 119.3 no
C43 C44 H31 . . 119.3 no
C44 C45 C46 . . 117.7(4) no
C46 C45 C48 . . 119.8(4) no
C44 C45 C48 . . 122.5(4) no
C45 C46 C47 . . 121.7(4) no
C45 C46 H32 . . 119.2 no
C47 C46 H32 . . 119.2 no
C42 C47 C46 . . 120.6(4) no
C42 C47 H33 . . 119.7 no
C46 C47 H33 . . 119.7 no
C45 C48 H34 . . 109.5 no
C45 C48 H35 . . 109.5 no
H34 C48 H35 . . 109.5 no
C45 C48 H36 . . 109.5 no
H34 C48 H36 . . 109.5 no
H35 C48 H36 . . 109.5 no
C50 C49 C56 . . 112.3(3) yes
Ru C49 C56 . . 122.2(3) yes
Ru C49 C50 . . 125.3(2) yes
C51 C50 C55 . . 116.9(4) no
C49 C50 C55 . . 122.5(4) no
C49 C50 C51 . . 120.6(4) no
C50 C51 C52 . . 121.5(5) no
C52 C51 H37 . . 119.3 no
C50 C51 H37 . . 119.3 no
C51 C52 C53 . . 120.0(5) no
C53 C52 H38 . . 120.0 no
C51 C52 H38 . . 120.0 no
C52 C53 C54 . . 120.3(5) no
C52 C53 H39 . . 119.8 no
C54 C53 H39 . . 119.8 no
C53 C54 C55 . . 119.8(5) no
C53 C54 H40 . . 120.1 no
C55 C54 H40 . . 120.1 no
C50 C55 C54 . . 121.4(4) no
C50 C55 H41 . . 119.3 no
C54 C55 H41 . . 119.3 no
C58 C56 C57 2_666 . 117.2(3) no
C58 C56 C49 2_666 . 123.1(3) no
C49 C56 C57 . . 119.7(3) no
C56 C57 C58 . . 121.4(3) no
C58 C57 H42 . . 119.3 no
C56 C57 H42 . . 119.3 no
C57 C58 C56 . 2_666 121.4(3) no
C57 C58 H43 . . 119.3 no
C56 C58 H43 2_666 . 119.3 no
O C59 C60 . . 116.6(12) no
C60 C59 H45 . . 108.2 no
O C59 H45 . . 108.2 no
C60 C59 H46 . . 108.2 no
O C59 H46 . . 108.2 no
H45 C59 H46 . . 107.3 no
C59 C60 H47 . . 109.5 no
C59 C60 H48 . . 109.5 no
H47 C60 H48 . . 109.5 no
C59 C60 H49 . . 109.5 no
H47 C60 H49 . . 109.5 no
H48 C60 H49 . . 109.5 no
O C592 C602 . . 114.5(18) no
O C592 H452 . . 108.6 no
C602 C592 H452 . . 108.6 no
O C592 H462 . . 108.6 no
C602 C592 H462 . . 108.6 no
H452 C592 H462 . . 107.6 no
C592 C602 H472 . . 109.5 no
C592 C602 H482 . . 109.5 no
H472 C602 H482 . . 109.5 no
C592 C602 H492 . . 109.5 no
H472 C602 H492 . . 109.5 no
H482 C602 H492 . . 109.5 no
C62 C61 Cl1 . . 117.6(9) no
C62 C61 H50 . . 107.9 no
Cl1 C61 H50 . . 107.9 no
C62 C61 H51 . . 107.9 no
Cl1 C61 H51 . . 107.9 no
H50 C61 H51 . . 107.2 no
C61 C62 Cl2 . . 113.7(9) no
C61 C62 H52 . . 108.8 no
Cl2 C62 H52 . . 108.8 no
C61 C62 H53 . . 108.8 no
Cl2 C62 H53 . . 108.8 no
H52 C62 H53 . . 107.7 no
C63 C63 Cl3 2_756 . 107.9(10) no
C63 C63 H54 2_756 . 110.1 no
Cl3 C63 H54 . . 110.1 no
C63 C63 H55 2_756 . 110.1 no
Cl3 C63 H55 . . 110.1 no
H54 C63 H55 . . 108.4 no
C632 C632 Cl3 2_756 . 106.0(18) no
C632 C632 H542 2_756 . 110.5 no
Cl3 C632 H542 . . 110.5 no
C632 C632 H552 2_756 . 110.5 no
Cl3 C632 H552 . . 110.5 no
H542 C632 H552 . . 108.7 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ru N1 . 2.046(3) yes
Ru N2 . 2.046(3) yes
Ru N3 . 2.051(3) yes
Ru N4 . 2.050(3) yes
Ru C49 . 1.865(3) yes
Ru O . 2.417(3) yes
O C59 . 1.487(12) no
O C592 . 1.298(14) no
O H44 . 0.8200 no
N1 C1 . 1.380(4) no
N1 C4 . 1.377(4) no
N2 C6 . 1.376(5) no
N2 C9 . 1.379(4) no
N3 C11 . 1.384(4) no
N3 C14 . 1.382(4) no
N4 C16 . 1.378(4) no
N4 C19 . 1.382(4) no
C1 C20 . 1.404(5) no
C1 C2 . 1.436(5) no
C2 C3 . 1.343(5) no
C2 H1 . 0.9300 no
C3 C4 . 1.431(5) no
C3 H2 . 0.9300 no
C4 C5 . 1.403(5) no
C5 C6 . 1.404(5) no
C5 C21 . 1.496(5) no
C6 C7 . 1.435(5) no
C7 C8 . 1.344(5) no
C7 H3 . 0.9300 no
C8 C9 . 1.444(5) no
C8 H4 . 0.9300 no
C9 C10 . 1.399(5) no
C10 C11 . 1.404(5) no
C10 C28 . 1.504(5) no
C11 C12 . 1.429(5) no
C12 C13 . 1.342(5) no
C12 H5 . 0.9300 no
C13 C14 . 1.432(5) no
C13 H6 . 0.9300 no
C14 C15 . 1.402(5) no
C15 C16 . 1.400(5) no
C15 C35 . 1.496(5) no
C16 C17 . 1.440(5) no
C17 C18 . 1.333(5) no
C17 H7 . 0.9300 no
C18 C19 . 1.442(5) no
C18 H8 . 0.9300 no
C19 C20 . 1.386(5) no
C20 C42 . 1.499(5) no
C21 C26 . 1.374(5) no
C21 C22 . 1.382(5) no
C22 C23 . 1.375(6) no
C22 H9 . 0.9300 no
C23 C24 . 1.367(7) no
C23 H10 . 0.9300 no
C24 C25 . 1.360(7) no
C24 C27 . 1.512(6) no
C25 C26 . 1.382(6) no
C25 H11 . 0.9300 no
C26 H12 . 0.9300 no
C27 H13 . 0.9600 no
C27 H14 . 0.9600 no
C27 H15 . 0.9600 no
C28 C33 . 1.368(6) no
C28 C29 . 1.374(6) no
C29 C30 . 1.386(6) no
C29 H16 . 0.9300 no
C30 C31 . 1.357(7) no
C30 H17 . 0.9300 no
C31 C32 . 1.368(7) no
C31 C34 . 1.520(6) no
C32 C33 . 1.393(6) no
C32 H18 . 0.9300 no
C33 H19 . 0.9300 no
C34 H20 . 0.9600 no
C34 H21 . 0.9600 no
C34 H22 . 0.9600 no
C35 C40 . 1.379(6) no
C35 C36 . 1.389(6) no
C36 C37 . 1.386(6) no
C36 H23 . 0.9300 no
C37 C38 . 1.356(6) no
C37 H24 . 0.9300 no
C38 C39 . 1.365(6) no
C38 C41 . 1.488(6) no
C39 C40 . 1.372(6) no
C39 H25 . 0.9300 no
C40 H26 . 0.9300 no
C41 H27 . 0.9600 no
C41 H28 . 0.9600 no
C41 H29 . 0.9600 no
C42 C47 . 1.374(5) no
C42 C43 . 1.380(5) no
C43 C44 . 1.391(5) no
C43 H30 . 0.9300 no
C44 C45 . 1.369(6) no
C44 H31 . 0.9300 no
C45 C46 . 1.365(6) no
C45 C48 . 1.512(5) no
C46 C47 . 1.390(6) no
C46 H32 . 0.9300 no
C47 H33 . 0.9300 no
C48 H34 . 0.9600 no
C48 H35 . 0.9600 no
C48 H36 . 0.9600 no
C49 C50 . 1.507(5) yes
C49 C56 . 1.489(4) yes
C50 C55 . 1.382(5) yes
C50 C51 . 1.391(6) yes
C51 C52 . 1.387(6) yes
C51 H37 . 0.9300 no
C52 C53 . 1.353(7) yes
C52 H38 . 0.9300 no
C53 C54 . 1.365(7) yes
C53 H39 . 0.9300 no
C54 C55 . 1.391(6) yes
C54 H40 . 0.9300 no
C55 H41 . 0.9300 no
C56 C58 2_666 1.393(5) no
C56 C57 . 1.394(5) yes
C57 C58 . 1.384(5) yes
C57 H42 . 0.9300 no
C58 C56 2_666 1.393(5) yes
C58 H43 . 0.9300 no
C59 C60 . 1.436(17) no
C59 H45 . 0.9700 no
C59 H46 . 0.9700 no
C60 H47 . 0.9600 no
C60 H48 . 0.9600 no
C60 H49 . 0.9600 no
C592 C602 . 1.46(3) no
C592 H452 . 0.9700 no
C592 H462 . 0.9700 no
C602 H472 . 0.9600 no
C602 H482 . 0.9600 no
C602 H492 . 0.9600 no
Cl1 C61 . 1.743(9) no
C61 C62 . 1.279(10) no
C61 H50 . 0.9700 no
C61 H51 . 0.9700 no
C62 Cl2 . 1.753(10) no
C62 H52 . 0.9700 no
C62 H53 . 0.9700 no
Cl3 C63 . 1.771(14) no
Cl3 C632 . 1.785(18) no
C63 C63 2_756 1.56(2) no
C63 H54 . 0.9700 no
C63 H55 . 0.9700 no
C632 C632 2_756 1.58(3) no
C632 H542 . 0.9700 no
C632 H552 . 0.9700 no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
C23 C54 3.617(7) 2_666 no
H10 C54 3.011 2_666 yes
C55 C14 3.416(6) . no
H41 C14 2.593 . yes
C46 C15 3.707(6) 2_555 no
H32 C15 2.836 2_555 yes
Cl2 Cl3 3.462(5) 2_766 yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O H44 C46 2_555 0.82 2.460 3.227(5) 156 yes
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_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 Ru O C59 . 12.9(10) no
N2 Ru O C59 . -77.4(10) no
N3 Ru O C59 . -167.3(10) no
N4 Ru O C59 . 103.2(10) no
C49 Ru O C59 . 14.3(17) no
N1 Ru O C592 . 63.0(12) no
N2 Ru O C592 . -27.3(12) no
N3 Ru O C592 . -117.2(12) no
N4 Ru O C592 . 153.3(12) no
C49 Ru O C592 . 64.4(18) no
N1 Ru C49 C50 . 115.0(3) no
N2 Ru C49 C50 . -155.1(3) no
N3 Ru C49 C50 . -64.7(3) no
N4 Ru C49 C50 . 25.1(3) no
O Ru C49 C50 . 113.6(12) no
N1 Ru C49 C56 . -59.6(3) no
N2 Ru C49 C56 . 30.3(3) no
N3 Ru C49 C56 . 120.6(3) no
N4 Ru C49 C56 . -149.6(3) no
O Ru C49 C56 . -61.0(14) no
Ru C49 C50 C51 . -129.6(4) no
Ru C49 C50 C55 . 51.5(5) yes
C56 C49 C50 C51 . 45.5(5) no
C56 C49 C50 C55 . -133.4(4) no
Ru C49 C56 C57 . -95.2(4) no
Ru C49 C56 C58 2_666 87.8(4) yes
C50 C49 C56 C57 . 89.5(4) no
C50 C49 C56 C58 2_666 -87.5(4) no
C4 C5 C21 C22 . 82.0(5) no
C6 C5 C21 C22 . -99.5(4) no
C4 C5 C21 C26 . -92.8(5) no
C6 C5 C21 C26 . 85.7(5) no
C9 C10 C28 C29 . 116.3(5) no
C11 C10 C28 C29 . -66.7(5) no
C9 C10 C28 C33 . -66.3(5) no
C11 C10 C28 C33 . 110.6(5) no
C16 C15 C35 C36 . -107.6(4) no
C14 C15 C35 C36 . 71.1(5) no
C16 C15 C35 C40 . 70.1(5) no
C14 C15 C35 C40 . -111.2(5) no
C1 C20 C42 C43 . -105.8(4) no
C19 C20 C42 C43 . 77.0(5) no
C1 C20 C42 C47 . 74.9(5) no
C19 C20 C42 C47 . -102.4(4) no
C592 O C59 C60 . 51.1(13) no
Ru O C59 C60 . 165.6(9) no
C59 O C592 C602 . -12.1(19) no
Ru O C592 C602 . -109.2(18) no
Cl1 C61 C62 Cl2 . 179.3(6) no
