#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/33/4063382.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_4063382
loop_
_publ_author_name
'Filak, Lukas K.'
'Mühlgassner, Gerhard'
'Bacher, Felix'
'Roller, Alexander'
'Galanski, Markus'
'Jakupec, Michael A.'
'Keppler, Bernhard K.'
'Arion, Vladimir B.'
_publ_section_title
;
 Ruthenium- and Osmium-Arene Complexes of 2-Substituted
 Indolo[3,2-c]quinolines: Synthesis, Structure, Spectroscopic Properties,
 and Antiproliferative Activity
;
_journal_issue                   2
_journal_name_full               Organometallics
_journal_page_first              273
_journal_page_last               283
_journal_paper_doi               10.1021/om101004z
_journal_volume                  30
_journal_year                    2011
_chemical_formula_sum            'C34 H36.4 Cl2 N5 O0.7 Ru'
_chemical_formula_weight         698.25
_chemical_name_systematic
; 
{(hapto⁶-p-cymene)[N-(2-methyl-5,11-dihydroindolo[3,2-c]quinolin-6-
ylidene)kappaN'-(1-kappaN-pyridin-2-yl-methylidene)]azine chlorido-
ruthenium(II)} chloride  
;
_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                 93.080(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.6834(11)
_cell_length_b                   12.0598(12)
_cell_length_c                   25.482(3)
_cell_measurement_reflns_used    2579
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      18.39
_cell_measurement_theta_min      2.33
_cell_volume                     3278.3(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.1990
_diffrn_reflns_av_sigmaI/netI    0.0965
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            104134
_diffrn_reflns_theta_full        25.36
_diffrn_reflns_theta_max         25.36
_diffrn_reflns_theta_min         2.64
_exptl_absorpt_coefficient_mu    0.675
_exptl_absorpt_correction_T_max  0.9800
_exptl_absorpt_correction_T_min  0.9056
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1436
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.473
_refine_diff_density_min         -0.570
_refine_diff_density_rms         0.132
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     402
_refine_ls_number_reflns         5997
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.1119
_refine_ls_R_factor_gt           0.0637
_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)+(0.0986P)²+2.4851P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1602
_refine_ls_wR_factor_ref         0.1836
_reflns_number_gt                3932
_reflns_number_total             5997
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om101004z_si_002.cif
_cod_data_source_block           lufi157_7a
_cod_original_sg_symbol_H-M      P21/n
_cod_original_formula_sum        'C34 H36.40 Cl2 N5 O0.70 Ru'
_cod_database_code               4063382
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
Ru1 Ru 0.64769(5) 0.79850(4) 0.87041(2) 0.0223(2) Uani 1 1 d . . .
Cl1 Cl 0.48702(15) 0.93413(12) 0.84872(6) 0.0249(4) Uani 1 1 d . . .
Cl2 Cl 0.1584(2) 0.86659(19) 0.93629(8) 0.0435(6) Uani 0.87 1 d P A 1
Cl2X Cl 0.0696(13) 1.0692(13) 0.9932(7) 0.050(4) Uani 0.13 1 d P . 2
N1 N 0.3792(5) 0.4508(4) 0.6826(2) 0.0235(12) Uani 1 1 d . . .
H1 H 0.3563 0.4443 0.6490 0.028 Uiso 1 1 calc R . .
N2 N 0.4107(5) 0.7187(4) 0.7806(2) 0.0232(12) Uani 1 1 d . . .
H200 H 0.4148 0.7741 0.8030 0.028 Uiso 1 1 calc R . .
N3 N 0.4761(5) 0.5927(4) 0.8485(2) 0.0292(13) Uani 1 1 d . . .
N4 N 0.5047(5) 0.6858(4) 0.8815(2) 0.0244(12) Uani 1 1 d . . .
N5 N 0.6001(5) 0.8285(4) 0.94702(19) 0.0227(12) Uani 1 1 d . . .
C1 C 0.4877(6) 0.2240(5) 0.7966(3) 0.0291(16) Uani 1 1 d . . .
H1A H 0.5138 0.1741 0.8239 0.035 Uiso 1 1 calc R . .
C2 C 0.4538(6) 0.1818(5) 0.7464(3) 0.0317(17) Uani 1 1 d . . .
H2 H 0.4570 0.1040 0.7406 0.038 Uiso 1 1 calc R . .
C3 C 0.4160(6) 0.2507(5) 0.7053(3) 0.0250(15) Uani 1 1 d . . .
H3 H 0.3929 0.2222 0.6714 0.030 Uiso 1 1 calc R . .
C4 C 0.4133(6) 0.3642(5) 0.7159(3) 0.0239(15) Uani 1 1 d . . .
C5 C 0.3867(6) 0.5486(5) 0.7100(2) 0.0237(15) Uani 1 1 d . . .
C6 C 0.3617(6) 0.6586(5) 0.6907(2) 0.0214(14) Uani 1 1 d . . .
C7 C 0.3300(6) 0.6862(5) 0.6376(2) 0.0260(15) Uani 1 1 d . . .
H7 H 0.3216 0.6290 0.6120 0.031 Uiso 1 1 calc R . .
C8 C 0.3109(6) 0.7959(5) 0.6223(3) 0.0277(15) Uani 1 1 d . . .
C9 C 0.3217(6) 0.8786(5) 0.6611(2) 0.0266(15) Uani 1 1 d . . .
H9 H 0.3064 0.9536 0.6513 0.032 Uiso 1 1 calc R . .
C10 C 0.3543(6) 0.8540(5) 0.7134(2) 0.0202(14) Uani 1 1 d . . .
H10 H 0.3621 0.9116 0.7388 0.024 Uiso 1 1 calc R . .
C11 C 0.3753(6) 0.7435(5) 0.7282(2) 0.0224(14) Uani 1 1 d . . .
C12 C 0.4393(6) 0.6156(5) 0.7996(3) 0.0242(15) Uani 1 1 d . . .
C13 C 0.4526(6) 0.6857(5) 0.9265(2) 0.0229(14) Uani 1 1 d . . .
C14 C 0.5005(6) 0.7680(5) 0.9642(2) 0.0245(15) Uani 1 1 d . . .
C15 C 0.4560(6) 0.7855(5) 1.0135(3) 0.0300(16) Uani 1 1 d . . .
H15 H 0.3869 0.7436 1.0246 0.036 Uiso 1 1 calc R . .
C16 C 0.5116(7) 0.8635(5) 1.0465(3) 0.0315(17) Uani 1 1 d . . .
H16 H 0.4817 0.8755 1.0805 0.038 Uiso 1 1 calc R . .
C17 C 0.6109(7) 0.9239(5) 1.0297(3) 0.0317(17) Uani 1 1 d . . .
H17 H 0.6511 0.9773 1.0522 0.038 Uiso 1 1 calc R . .
C18 C 0.6524(6) 0.9063(5) 0.9794(3) 0.0284(16) Uani 1 1 d . . .
H18 H 0.7191 0.9503 0.9676 0.034 Uiso 1 1 calc R . .
C19 C 0.4264(5) 0.5262(5) 0.7616(2) 0.0198(14) Uani 1 1 d . . .
C20 C 0.4458(6) 0.4089(5) 0.7665(2) 0.0210(14) Uani 1 1 d . . .
C21 C 0.4838(6) 0.3363(5) 0.8072(3) 0.0275(15) Uani 1 1 d . . .
H21 H 0.5065 0.3636 0.8413 0.033 Uiso 1 1 calc R . .
C22 C 0.2787(8) 0.8242(6) 0.5662(3) 0.0373(18) Uani 1 1 d . . .
H22A H 0.3043 0.7634 0.5437 0.056 Uiso 1 1 calc R . .
H22B H 0.3225 0.8922 0.5569 0.056 Uiso 1 1 calc R . .
H22C H 0.1880 0.8356 0.5612 0.056 Uiso 1 1 calc R . .
C23 C 0.3543(7) 0.6056(6) 0.9412(3) 0.0407(19) Uani 1 1 d . . .
H23A H 0.3308 0.5584 0.9109 0.061 Uiso 1 1 calc R . .
H23B H 0.2805 0.6463 0.9519 0.061 Uiso 1 1 calc R . .
H23C H 0.3870 0.5593 0.9704 0.061 Uiso 1 1 calc R . .
C24 C 0.7560(6) 0.8613(6) 0.8042(3) 0.0377(19) Uani 1 1 d . . .
C25 C 0.8169(6) 0.8949(6) 0.8515(3) 0.041(2) Uani 1 1 d . . .
H25 H 0.8372 0.9707 0.8572 0.050 Uiso 1 1 calc R . .
C26 C 0.8478(7) 0.8153(6) 0.8906(3) 0.0408(19) Uani 1 1 d . . .
H26 H 0.8879 0.8390 0.9228 0.049 Uiso 1 1 calc R . .
C27 C 0.8209(6) 0.7005(6) 0.8833(3) 0.0324(16) Uani 1 1 d . . .
C28 C 0.7589(7) 0.6703(6) 0.8358(3) 0.0364(18) Uani 1 1 d . . .
H28 H 0.7370 0.5948 0.8300 0.044 Uiso 1 1 calc R . .
C29 C 0.7274(7) 0.7495(6) 0.7957(3) 0.0359(18) Uani 1 1 d . . .
H29 H 0.6872 0.7264 0.7634 0.043 Uiso 1 1 calc R . .
C30 C 0.7190(8) 0.9477(7) 0.7629(3) 0.062(3) Uani 1 1 d . . .
H30A H 0.7906 0.9631 0.7416 0.094 Uiso 1 1 calc R . .
H30B H 0.6936 1.0160 0.7803 0.094 Uiso 1 1 calc R . .
H30C H 0.6490 0.9196 0.7403 0.094 Uiso 1 1 calc R . .
C31 C 0.8583(8) 0.6178(7) 0.9262(3) 0.052(2) Uani 1 1 d . . .
H31 H 0.8715 0.6605 0.9597 0.062 Uiso 1 1 calc R . .
C32 C 0.9822(9) 0.5668(8) 0.9144(4) 0.082(4) Uani 1 1 d . . .
H32A H 1.0436 0.6256 0.9092 0.124 Uiso 1 1 calc R . .
H32B H 0.9720 0.5218 0.8824 0.124 Uiso 1 1 calc R . .
H32C H 1.0117 0.5197 0.9439 0.124 Uiso 1 1 calc R . .
C33 C 0.7598(8) 0.5331(7) 0.9349(4) 0.066(3) Uani 1 1 d . . .
H33A H 0.6814 0.5704 0.9427 0.099 Uiso 1 1 calc R . .
H33B H 0.7870 0.4855 0.9645 0.099 Uiso 1 1 calc R . .
H33C H 0.7463 0.4878 0.9032 0.099 Uiso 1 1 calc R . .
C34 C 0.6633(10) 0.7412(9) 0.6366(4) 0.012(2) Uiso 0.50 1 d P C .
H34A H 0.6489 0.6814 0.6616 0.018 Uiso 0.50 1 calc PR . .
H34B H 0.6117 0.8055 0.6449 0.018 Uiso 0.50 1 calc PR . .
H34C H 0.7520 0.7623 0.6392 0.018 Uiso 0.50 1 calc PR . .
C35 C 0.6290(12) 0.7027(9) 0.5827(4) 0.028(3) Uiso 0.50 1 d PD . .
H35A H 0.6772 0.6338 0.5776 0.033 Uiso 0.30 1 calc PR B 1
H35B H 0.5396 0.6808 0.5824 0.033 Uiso 0.30 1 calc PR B 1
H3X H 0.5492 0.6610 0.5825 0.033 Uiso 0.20 1 calc PR B 2
H3Y H 0.6166 0.7675 0.5591 0.033 Uiso 0.20 1 calc PR B 2
O1 O 0.6421(11) 0.7663(9) 0.5385(4) 0.011(2) Uiso 0.30 1 d PD C 1
H100 H 0.5843 0.7497 0.5163 0.016 Uiso 0.30 1 d PR C 1
O2 O 0.7178(14) 0.6386(12) 0.5655(7) 0.011(2) Uiso 0.20 1 d PD C 2
H2A H 0.6977 0.6178 0.5347 0.016 Uiso 0.20 1 calc PR C 2
O1W O 0.601(3) 0.766(2) 0.4908(11) 0.059(8) Uiso 0.20 1 d P D 3
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'
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
_geom_angle_publ_flag
N4 Ru1 N5 76.55(19) . . ?
N4 Ru1 C28 90.7(2) . . ?
N5 Ru1 C28 132.5(2) . . ?
N4 Ru1 C26 138.4(2) . . ?
N5 Ru1 C26 92.8(3) . . ?
C28 Ru1 C26 67.1(3) . . ?
N4 Ru1 C27 104.3(2) . . ?
N5 Ru1 C27 101.5(2) . . ?
C28 Ru1 C27 37.3(3) . . ?
C26 Ru1 C27 37.9(3) . . ?
N4 Ru1 C29 105.2(2) . . ?
N5 Ru1 C29 169.5(2) . . ?
C28 Ru1 C29 38.0(3) . . ?
C26 Ru1 C29 79.0(3) . . ?
C27 Ru1 C29 68.0(3) . . ?
N4 Ru1 C25 170.0(2) . . ?
N5 Ru1 C25 110.8(3) . . ?
C28 Ru1 C25 79.3(3) . . ?
C26 Ru1 C25 37.3(3) . . ?
C27 Ru1 C25 68.1(3) . . ?
C29 Ru1 C25 66.2(3) . . ?
N4 Ru1 C24 137.8(3) . . ?
N5 Ru1 C24 144.7(3) . . ?
C28 Ru1 C24 67.4(3) . . ?
C26 Ru1 C24 66.7(3) . . ?
C27 Ru1 C24 80.2(3) . . ?
C29 Ru1 C24 36.7(3) . . ?
C25 Ru1 C24 36.6(3) . . ?
N4 Ru1 Cl1 87.44(15) . . ?
N5 Ru1 Cl1 83.69(14) . . ?
C28 Ru1 Cl1 142.1(2) . . ?
C26 Ru1 Cl1 131.8(2) . . ?
C27 Ru1 Cl1 167.97(19) . . ?
C29 Ru1 Cl1 106.64(18) . . ?
C25 Ru1 Cl1 99.93(19) . . ?
C24 Ru1 Cl1 89.31(18) . . ?
C5 N1 C4 109.3(5) . . ?
C5 N1 H1 125.4 . . ?
C4 N1 H1 125.4 . . ?
C12 N2 C11 125.3(5) . . ?
C12 N2 H200 117.3 . . ?
C11 N2 H200 117.3 . . ?
C12 N3 N4 115.9(5) . . ?
C13 N4 N3 115.4(5) . . ?
C13 N4 Ru1 118.3(4) . . ?
N3 N4 Ru1 124.9(4) . . ?
C18 N5 C14 118.3(5) . . ?
C18 N5 Ru1 125.6(4) . . ?
C14 N5 Ru1 116.0(4) . . ?
C21 C1 C2 121.5(6) . . ?
C21 C1 H1A 119.2 . . ?
C2 C1 H1A 119.2 . . ?
C3 C2 C1 121.5(6) . . ?
C3 C2 H2 119.2 . . ?
C1 C2 H2 119.2 . . ?
C2 C3 C4 116.9(6) . . ?
C2 C3 H3 121.5 . . ?
C4 C3 H3 121.5 . . ?
N1 C4 C3 129.1(6) . . ?
N1 C4 C20 108.3(5) . . ?
C3 C4 C20 122.6(6) . . ?
N1 C5 C19 108.8(5) . . ?
N1 C5 C6 127.9(6) . . ?
C19 C5 C6 123.2(5) . . ?
C11 C6 C7 119.3(6) . . ?
C11 C6 C5 115.5(6) . . ?
C7 C6 C5 125.2(5) . . ?
C8 C7 C6 121.0(6) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C7 C8 C9 118.2(6) . . ?
C7 C8 C22 120.6(6) . . ?
C9 C8 C22 121.2(6) . . ?
C10 C9 C8 122.0(6) . . ?
C10 C9 H9 119.0 . . ?
C8 C9 H9 119.0 . . ?
C9 C10 C11 119.3(6) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 H10 120.4 . . ?
C10 C11 N2 119.4(5) . . ?
C10 C11 C6 120.2(6) . . ?
N2 C11 C6 120.4(5) . . ?
N3 C12 N2 125.3(6) . . ?
N3 C12 C19 119.3(5) . . ?
N2 C12 C19 115.4(6) . . ?
N4 C13 C14 115.4(5) . . ?
N4 C13 C23 124.3(6) . . ?
C14 C13 C23 120.3(6) . . ?
N5 C14 C15 121.1(6) . . ?
N5 C14 C13 113.6(5) . . ?
C15 C14 C13 125.3(6) . . ?
C16 C15 C14 120.1(6) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C17 C16 C15 119.2(6) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C16 C17 C18 119.6(6) . . ?
C16 C17 H17 120.2 . . ?
C18 C17 H17 120.2 . . ?
N5 C18 C17 121.7(6) . . ?
N5 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C5 C19 C20 108.1(5) . . ?
C5 C19 C12 120.1(5) . . ?
C20 C19 C12 131.8(6) . . ?
C21 C20 C4 118.8(5) . . ?
C21 C20 C19 135.8(6) . . ?
C4 C20 C19 105.4(5) . . ?
C1 C21 C20 118.7(6) . . ?
C1 C21 H21 120.7 . . ?
C20 C21 H21 120.7 . . ?
C8 C22 H22A 109.5 . . ?
C8 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C8 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C13 C23 H23A 109.5 . . ?
C13 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C13 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C29 C24 C25 120.0(7) . . ?
C29 C24 C30 120.6(7) . . ?
C25 C24 C30 119.4(7) . . ?
C29 C24 Ru1 70.8(4) . . ?
C25 C24 Ru1 71.5(4) . . ?
C30 C24 Ru1 129.2(5) . . ?
C24 C25 C26 119.5(7) . . ?
C24 C25 Ru1 71.9(4) . . ?
C26 C25 Ru1 69.7(4) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
Ru1 C25 H25 130.7 . . ?
C25 C26 C27 122.1(7) . . ?
C25 C26 Ru1 73.0(4) . . ?
C27 C26 Ru1 72.0(4) . . ?
C25 C26 H26 118.9 . . ?
C27 C26 H26 118.9 . . ?
Ru1 C26 H26 128.5 . . ?
C28 C27 C26 116.7(6) . . ?
C28 C27 C31 123.2(7) . . ?
C26 C27 C31 120.1(7) . . ?
C28 C27 Ru1 69.9(4) . . ?
C26 C27 Ru1 70.1(4) . . ?
C31 C27 Ru1 130.2(5) . . ?
C27 C28 C29 121.9(7) . . ?
C27 C28 Ru1 72.9(4) . . ?
C29 C28 Ru1 72.6(4) . . ?
C27 C28 H28 119.0 . . ?
C29 C28 H28 119.0 . . ?
Ru1 C28 H28 127.7 . . ?
C24 C29 C28 119.7(7) . . ?
C24 C29 Ru1 72.5(4) . . ?
C28 C29 Ru1 69.4(4) . . ?
C24 C29 H29 120.2 . . ?
C28 C29 H29 120.2 . . ?
Ru1 C29 H29 130.4 . . ?
C24 C30 H30A 109.5 . . ?
C24 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C24 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C33 C31 C32 112.6(7) . . ?
C33 C31 C27 113.4(7) . . ?
C32 C31 C27 108.9(6) . . ?
C33 C31 H31 107.2 . . ?
C32 C31 H31 107.2 . . ?
C27 C31 H31 107.2 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C35 C34 H34A 109.5 . . ?
C35 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C35 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O2 C35 O1 87.0(11) . . ?
O2 C35 C34 110.3(12) . . ?
O1 C35 C34 123.7(11) . . ?
O1 C35 H35A 106.4 . . ?
C34 C35 H35A 106.4 . . ?
O2 C35 H35B 123.5 . . ?
O1 C35 H35B 106.4 . . ?
C34 C35 H35B 106.4 . . ?
H35A C35 H35B 106.5 . . ?
O2 C35 H3X 109.6 . . ?
O1 C35 H3X 113.9 . . ?
C34 C35 H3X 109.6 . . ?
H35A C35 H3X 91.5 . . ?
O2 C35 H3Y 109.6 . . ?
C34 C35 H3Y 109.6 . . ?
H35A C35 H3Y 129.4 . . ?
H35B C35 H3Y 96.2 . . ?
H3X C35 H3Y 108.1 . . ?
C35 O1 H100 108.5 . . ?
C35 O2 H2A 109.5 . . ?
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
Ru1 N4 2.075(5) . ?
Ru1 N5 2.075(5) . ?
Ru1 C28 2.166(6) . ?
Ru1 C26 2.181(7) . ?
Ru1 C27 2.205(6) . ?
Ru1 C29 2.208(7) . ?
Ru1 C25 2.223(7) . ?
Ru1 C24 2.230(7) . ?
Ru1 Cl1 2.4136(16) . ?
Cl2X Cl2X 2.27(3) 3_577 ?
N1 C5 1.371(7) . ?
N1 C4 1.382(7) . ?
N1 H1 0.8800 . ?
N2 C12 1.363(7) . ?
N2 C11 1.400(8) . ?
N2 H200 0.8800 . ?
N3 C12 1.315(8) . ?
N3 N4 1.427(7) . ?
N4 C13 1.302(8) . ?
N5 C18 1.350(8) . ?
N5 C14 1.381(8) . ?
C1 C21 1.382(9) . ?
C1 C2 1.406(9) . ?
C1 H1A 0.9500 . ?
C2 C3 1.381(9) . ?
C2 H2 0.9500 . ?
C3 C4 1.395(8) . ?
C3 H3 0.9500 . ?
C4 C20 1.425(9) . ?
C5 C19 1.386(8) . ?
C5 C6 1.435(8) . ?
C6 C11 1.403(9) . ?
C6 C7 1.417(8) . ?
C7 C8 1.391(8) . ?
C7 H7 0.9500 . ?
C8 C9 1.405(9) . ?
C8 C22 1.491(9) . ?
C9 C10 1.392(8) . ?
C9 H9 0.9500 . ?
C10 C11 1.400(8) . ?
C10 H10 0.9500 . ?
C12 C19 1.450(8) . ?
C13 C14 1.456(8) . ?
C13 C23 1.489(9) . ?
C14 C15 1.383(9) . ?
C15 C16 1.375(9) . ?
C15 H15 0.9500 . ?
C16 C17 1.374(10) . ?
C16 H16 0.9500 . ?
C17 C18 1.396(9) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.435(8) . ?
C20 C21 1.399(9) . ?
C21 H21 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C29 1.397(10) . ?
C24 C25 1.398(11) . ?
C24 C30 1.516(10) . ?
C25 C26 1.410(10) . ?
C25 H25 0.9500 . ?
C26 C27 1.424(9) . ?
C26 H26 0.9500 . ?
C27 C28 1.397(10) . ?
C27 C31 1.517(9) . ?
C28 C29 1.426(10) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C33 1.491(12) . ?
C31 C32 1.505(11) . ?
C31 H31 1.0000 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 C35 1.477(15) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 O2 1.318(9) . ?
C35 O1 1.376(9) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 H3X 0.9900 . ?
C35 H3Y 0.9900 . ?
O1 H100 0.8400 . ?
O2 H2A 0.8400 . ?
O1W H100 0.7092 . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C12 N3 N4 C13 130.5(6) . . . . ?
C12 N3 N4 Ru1 -63.3(7) . . . . ?
N5 Ru1 N4 C13 1.2(4) . . . . ?
C28 Ru1 N4 C13 135.0(5) . . . . ?
C26 Ru1 N4 C13 80.0(6) . . . . ?
C27 Ru1 N4 C13 99.9(5) . . . . ?
C29 Ru1 N4 C13 170.5(5) . . . . ?
C25 Ru1 N4 C13 139.6(14) . . . . ?
C24 Ru1 N4 C13 -169.0(4) . . . . ?
Cl1 Ru1 N4 C13 -82.9(4) . . . . ?
N5 Ru1 N4 N3 -164.6(5) . . . . ?
C28 Ru1 N4 N3 -30.9(5) . . . . ?
C26 Ru1 N4 N3 -85.8(6) . . . . ?
C27 Ru1 N4 N3 -66.0(5) . . . . ?
C29 Ru1 N4 N3 4.7(5) . . . . ?
C25 Ru1 N4 N3 -26.3(17) . . . . ?
C24 Ru1 N4 N3 25.1(6) . . . . ?
Cl1 Ru1 N4 N3 111.2(4) . . . . ?
N4 Ru1 N5 C18 -178.7(5) . . . . ?
C28 Ru1 N5 C18 102.9(5) . . . . ?
C26 Ru1 N5 C18 41.9(5) . . . . ?
C27 Ru1 N5 C18 79.1(5) . . . . ?
C29 Ru1 N5 C18 80.1(14) . . . . ?
C25 Ru1 N5 C18 8.4(6) . . . . ?
C24 Ru1 N5 C18 -10.1(7) . . . . ?
Cl1 Ru1 N5 C18 -89.9(5) . . . . ?
N4 Ru1 N5 C14 -3.4(4) . . . . ?
C28 Ru1 N5 C14 -81.8(5) . . . . ?
C26 Ru1 N5 C14 -142.8(5) . . . . ?
C27 Ru1 N5 C14 -105.6(5) . . . . ?
C29 Ru1 N5 C14 -104.6(14) . . . . ?
C25 Ru1 N5 C14 -176.3(4) . . . . ?
C24 Ru1 N5 C14 165.2(4) . . . . ?
Cl1 Ru1 N5 C14 85.4(4) . . . . ?
C21 C1 C2 C3 0.4(10) . . . . ?
C1 C2 C3 C4 0.2(10) . . . . ?
C5 N1 C4 C3 178.0(6) . . . . ?
C5 N1 C4 C20 -0.9(7) . . . . ?
C2 C3 C4 N1 -179.7(6) . . . . ?
C2 C3 C4 C20 -0.9(9) . . . . ?
C4 N1 C5 C19 0.2(7) . . . . ?
C4 N1 C5 C6 178.9(6) . . . . ?
N1 C5 C6 C11 179.1(6) . . . . ?
C19 C5 C6 C11 -2.4(9) . . . . ?
N1 C5 C6 C7 -3.4(10) . . . . ?
C19 C5 C6 C7 175.1(6) . . . . ?
C11 C6 C7 C8 -0.7(9) . . . . ?
C5 C6 C7 C8 -178.1(6) . . . . ?
C6 C7 C8 C9 -1.1(9) . . . . ?
C6 C7 C8 C22 179.4(6) . . . . ?
C7 C8 C9 C10 1.9(10) . . . . ?
C22 C8 C9 C10 -178.6(6) . . . . ?
C8 C9 C10 C11 -0.9(9) . . . . ?
C9 C10 C11 N2 178.7(5) . . . . ?
C9 C10 C11 C6 -1.0(9) . . . . ?
C12 N2 C11 C10 -177.0(6) . . . . ?
C12 N2 C11 C6 2.7(9) . . . . ?
C7 C6 C11 C10 1.8(9) . . . . ?
C5 C6 C11 C10 179.4(6) . . . . ?
C7 C6 C11 N2 -177.9(5) . . . . ?
C5 C6 C11 N2 -0.3(9) . . . . ?
N4 N3 C12 N2 -9.4(9) . . . . ?
N4 N3 C12 C19 170.9(5) . . . . ?
C11 N2 C12 N3 177.9(6) . . . . ?
C11 N2 C12 C19 -2.4(9) . . . . ?
N3 N4 C13 C14 168.3(5) . . . . ?
Ru1 N4 C13 C14 1.1(7) . . . . ?
N3 N4 C13 C23 -9.2(9) . . . . ?
Ru1 N4 C13 C23 -176.3(5) . . . . ?
C18 N5 C14 C15 -0.7(9) . . . . ?
Ru1 N5 C14 C15 -176.3(5) . . . . ?
C18 N5 C14 C13 -179.3(5) . . . . ?
Ru1 N5 C14 C13 5.0(7) . . . . ?
N4 C13 C14 N5 -4.0(8) . . . . ?
C23 C13 C14 N5 173.5(6) . . . . ?
N4 C13 C14 C15 177.4(6) . . . . ?
C23 C13 C14 C15 -5.0(10) . . . . ?
N5 C14 C15 C16 -0.6(10) . . . . ?
C13 C14 C15 C16 177.9(6) . . . . ?
C14 C15 C16 C17 0.4(10) . . . . ?
C15 C16 C17 C18 1.0(10) . . . . ?
C14 N5 C18 C17 2.1(9) . . . . ?
Ru1 N5 C18 C17 177.3(4) . . . . ?
C16 C17 C18 N5 -2.3(9) . . . . ?
N1 C5 C19 C20 0.6(7) . . . . ?
C6 C5 C19 C20 -178.2(6) . . . . ?
N1 C5 C19 C12 -178.5(5) . . . . ?
C6 C5 C19 C12 2.7(9) . . . . ?
N3 C12 C19 C5 179.4(6) . . . . ?
N2 C12 C19 C5 -0.3(9) . . . . ?
N3 C12 C19 C20 0.6(10) . . . . ?
N2 C12 C19 C20 -179.1(6) . . . . ?
N1 C4 C20 C21 -180.0(5) . . . . ?
C3 C4 C20 C21 1.0(9) . . . . ?
N1 C4 C20 C19 1.3(7) . . . . ?
C3 C4 C20 C19 -177.8(6) . . . . ?
C5 C19 C20 C21 -179.6(7) . . . . ?
C12 C19 C20 C21 -0.6(12) . . . . ?
C5 C19 C20 C4 -1.1(7) . . . . ?
C12 C19 C20 C4 177.8(6) . . . . ?
C2 C1 C21 C20 -0.3(10) . . . . ?
C4 C20 C21 C1 -0.4(9) . . . . ?
C19 C20 C21 C1 177.9(7) . . . . ?
N4 Ru1 C24 C29 -34.3(6) . . . . ?
N5 Ru1 C24 C29 162.2(4) . . . . ?
C28 Ru1 C24 C29 29.6(4) . . . . ?
C26 Ru1 C24 C29 103.3(5) . . . . ?
C27 Ru1 C24 C29 66.2(4) . . . . ?
C25 Ru1 C24 C29 132.5(6) . . . . ?
Cl1 Ru1 C24 C29 -119.7(4) . . . . ?
N4 Ru1 C24 C25 -166.8(4) . . . . ?
N5 Ru1 C24 C25 29.7(6) . . . . ?
C28 Ru1 C24 C25 -102.9(5) . . . . ?
C26 Ru1 C24 C25 -29.2(4) . . . . ?
C27 Ru1 C24 C25 -66.3(4) . . . . ?
C29 Ru1 C24 C25 -132.5(6) . . . . ?
Cl1 Ru1 C24 C25 107.8(4) . . . . ?
N4 Ru1 C24 C30 80.0(8) . . . . ?
N5 Ru1 C24 C30 -83.5(9) . . . . ?
C28 Ru1 C24 C30 143.9(9) . . . . ?
C26 Ru1 C24 C30 -142.4(9) . . . . ?
C27 Ru1 C24 C30 -179.5(8) . . . . ?
C29 Ru1 C24 C30 114.3(9) . . . . ?
C25 Ru1 C24 C30 -113.2(9) . . . . ?
Cl1 Ru1 C24 C30 -5.4(8) . . . . ?
C29 C24 C25 C26 -0.6(10) . . . . ?
C30 C24 C25 C26 178.0(6) . . . . ?
Ru1 C24 C25 C26 52.9(6) . . . . ?
C29 C24 C25 Ru1 -53.5(6) . . . . ?
C30 C24 C25 Ru1 125.1(6) . . . . ?
N4 Ru1 C25 C24 61.6(16) . . . . ?
N5 Ru1 C25 C24 -162.1(4) . . . . ?
C28 Ru1 C25 C24 66.3(4) . . . . ?
C26 Ru1 C25 C24 132.3(7) . . . . ?
C27 Ru1 C25 C24 103.5(5) . . . . ?
C29 Ru1 C25 C24 28.8(4) . . . . ?
Cl1 Ru1 C25 C24 -75.2(4) . . . . ?
N4 Ru1 C25 C26 -70.7(16) . . . . ?
N5 Ru1 C25 C26 65.6(5) . . . . ?
C28 Ru1 C25 C26 -66.0(5) . . . . ?
C27 Ru1 C25 C26 -28.8(4) . . . . ?
C29 Ru1 C25 C26 -103.5(5) . . . . ?
C24 Ru1 C25 C26 -132.3(7) . . . . ?
Cl1 Ru1 C25 C26 152.5(4) . . . . ?
C24 C25 C26 C27 1.0(11) . . . . ?
Ru1 C25 C26 C27 54.9(6) . . . . ?
C24 C25 C26 Ru1 -53.9(6) . . . . ?
N4 Ru1 C26 C25 165.6(4) . . . . ?
N5 Ru1 C26 C25 -121.6(5) . . . . ?
C28 Ru1 C26 C25 102.9(5) . . . . ?
C27 Ru1 C26 C25 133.2(7) . . . . ?
C29 Ru1 C26 C25 65.0(5) . . . . ?
C24 Ru1 C26 C25 28.7(4) . . . . ?
Cl1 Ru1 C26 C25 -37.6(6) . . . . ?
N4 Ru1 C26 C27 32.4(6) . . . . ?
N5 Ru1 C26 C27 105.2(4) . . . . ?
C28 Ru1 C26 C27 -30.3(4) . . . . ?
C29 Ru1 C26 C27 -68.2(4) . . . . ?
C25 Ru1 C26 C27 -133.2(7) . . . . ?
C24 Ru1 C26 C27 -104.5(5) . . . . ?
Cl1 Ru1 C26 C27 -170.8(3) . . . . ?
C25 C26 C27 C28 -1.6(10) . . . . ?
Ru1 C26 C27 C28 53.7(5) . . . . ?
C25 C26 C27 C31 178.9(6) . . . . ?
Ru1 C26 C27 C31 -125.7(6) . . . . ?
C25 C26 C27 Ru1 -55.4(6) . . . . ?
N4 Ru1 C27 C28 71.7(4) . . . . ?
N5 Ru1 C27 C28 150.5(4) . . . . ?
C26 Ru1 C27 C28 -129.9(6) . . . . ?
C29 Ru1 C27 C28 -29.3(4) . . . . ?
C25 Ru1 C27 C28 -101.4(5) . . . . ?
C24 Ru1 C27 C28 -65.4(4) . . . . ?
Cl1 Ru1 C27 C28 -94.9(10) . . . . ?
N4 Ru1 C27 C26 -158.5(4) . . . . ?
N5 Ru1 C27 C26 -79.6(4) . . . . ?
C28 Ru1 C27 C26 129.9(6) . . . . ?
C29 Ru1 C27 C26 100.6(5) . . . . ?
C25 Ru1 C27 C26 28.4(4) . . . . ?
C24 Ru1 C27 C26 64.5(5) . . . . ?
Cl1 Ru1 C27 C26 35.0(11) . . . . ?
N4 Ru1 C27 C31 -45.3(7) . . . . ?
N5 Ru1 C27 C31 33.5(7) . . . . ?
C28 Ru1 C27 C31 -117.0(9) . . . . ?
C26 Ru1 C27 C31 113.1(9) . . . . ?
C29 Ru1 C27 C31 -146.3(8) . . . . ?
C25 Ru1 C27 C31 141.6(8) . . . . ?
C24 Ru1 C27 C31 177.6(8) . . . . ?
Cl1 Ru1 C27 C31 148.2(7) . . . . ?
C26 C27 C28 C29 2.0(10) . . . . ?
C31 C27 C28 C29 -178.6(6) . . . . ?
Ru1 C27 C28 C29 55.8(6) . . . . ?
C26 C27 C28 Ru1 -53.9(5) . . . . ?
C31 C27 C28 Ru1 125.6(7) . . . . ?
N4 Ru1 C28 C27 -113.1(4) . . . . ?
N5 Ru1 C28 C27 -40.8(5) . . . . ?
C26 Ru1 C28 C27 30.8(4) . . . . ?
C29 Ru1 C28 C27 132.6(7) . . . . ?
C25 Ru1 C28 C27 67.7(5) . . . . ?
C24 Ru1 C28 C27 104.0(5) . . . . ?
Cl1 Ru1 C28 C27 160.2(3) . . . . ?
N4 Ru1 C28 C29 114.3(4) . . . . ?
N5 Ru1 C28 C29 -173.4(4) . . . . ?
C26 Ru1 C28 C29 -101.8(5) . . . . ?
C27 Ru1 C28 C29 -132.6(7) . . . . ?
C25 Ru1 C28 C29 -64.9(5) . . . . ?
C24 Ru1 C28 C29 -28.6(4) . . . . ?
Cl1 Ru1 C28 C29 27.6(6) . . . . ?
C25 C24 C29 C28 0.9(10) . . . . ?
C30 C24 C29 C28 -177.7(6) . . . . ?
Ru1 C24 C29 C28 -52.9(6) . . . . ?
C25 C24 C29 Ru1 53.8(6) . . . . ?
C30 C24 C29 Ru1 -124.8(6) . . . . ?
C27 C28 C29 C24 -1.7(10) . . . . ?
Ru1 C28 C29 C24 54.3(6) . . . . ?
C27 C28 C29 Ru1 -56.0(6) . . . . ?
N4 Ru1 C29 C24 156.9(4) . . . . ?
N5 Ru1 C29 C24 -104.6(13) . . . . ?
C28 Ru1 C29 C24 -132.3(6) . . . . ?
C26 Ru1 C29 C24 -65.6(4) . . . . ?
C27 Ru1 C29 C24 -103.5(5) . . . . ?
C25 Ru1 C29 C24 -28.7(4) . . . . ?
Cl1 Ru1 C29 C24 65.0(4) . . . . ?
N4 Ru1 C29 C28 -70.8(5) . . . . ?
N5 Ru1 C29 C28 27.7(16) . . . . ?
C26 Ru1 C29 C28 66.7(5) . . . . ?
C27 Ru1 C29 C28 28.7(4) . . . . ?
C25 Ru1 C29 C28 103.6(5) . . . . ?
C24 Ru1 C29 C28 132.3(6) . . . . ?
Cl1 Ru1 C29 C28 -162.7(4) . . . . ?
C28 C27 C31 C33 -41.8(10) . . . . ?
C26 C27 C31 C33 137.6(8) . . . . ?
Ru1 C27 C31 C33 49.0(10) . . . . ?
C28 C27 C31 C32 84.5(10) . . . . ?
C26 C27 C31 C32 -96.1(9) . . . . ?
Ru1 C27 C31 C32 175.3(7) . . . . ?
