#------------------------------------------------------------------------------
#$Date: 2016-03-21 06:40:12 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178528 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/33/4063379.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_4063379
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_moiety         'C32 H30 Cl2 N5 Ru, C2 H6 O, Cl'
_chemical_formula_sum            'C34 H36 Cl3 N5 O Ru'
_chemical_formula_weight         738.10
_chemical_name_systematic
; 
{(hapto⁶-p-cymene)[N-(2-chloro-5,11-dihydroindolo[3,2-c]quinolin-6-
ylidene)kappaN'-(1-kappaN-pyridin-2-yl-ethylidene)]azine chlorido-
ruthenium(II)} chloride ethanol solvate  
;
_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                 94.293(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.7350(4)
_cell_length_b                   12.0515(4)
_cell_length_c                   25.1678(9)
_cell_measurement_reflns_used    6265
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.55
_cell_measurement_theta_min      2.34
_cell_volume                     3246.9(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.1179
_diffrn_reflns_av_sigmaI/netI    0.0595
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            75204
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.34
_exptl_absorpt_coefficient_mu    0.766
_exptl_absorpt_correction_T_max  0.9273
_exptl_absorpt_correction_T_min  0.8028
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.510
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1512
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.048
_refine_diff_density_min         -0.858
_refine_diff_density_rms         0.128
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         6370
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0785
_refine_ls_R_factor_gt           0.0542
_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)+(0.0847P)²+4.1719P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1462
_refine_ls_wR_factor_ref         0.1581
_reflns_number_gt                4762
_reflns_number_total             6370
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om101004z_si_002.cif
_cod_data_source_block           feba010_5a
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               4063379
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 0.65606(4) 0.79614(3) 0.872518(15) 0.01936(14) Uani 1 1 d . . .
Cl1 Cl 0.26533(12) 0.82930(10) 0.55813(5) 0.0292(3) Uani 1 1 d . . .
Cl2 Cl 0.49229(11) 0.92855(9) 0.84901(5) 0.0221(3) Uani 1 1 d . . .
Cl3 Cl 0.33776(15) 0.35875(16) 0.56250(6) 0.0549(5) Uani 1 1 d . . .
N1 N 0.3761(4) 0.4471(3) 0.68117(16) 0.0210(9) Uani 1 1 d . . .
H1 H 0.3507 0.4411 0.6472 0.025 Uiso 1 1 calc R . .
N2 N 0.4129(4) 0.7136(3) 0.78180(15) 0.0205(9) Uani 1 1 d . . .
H200 H 0.4169 0.7686 0.8048 0.025 Uiso 1 1 calc R . .
N3 N 0.4883(4) 0.5873(3) 0.84922(16) 0.0237(9) Uani 1 1 d . . .
N4 N 0.5155(4) 0.6812(3) 0.88279(15) 0.0181(8) Uani 1 1 d . . .
N5 N 0.6072(4) 0.8269(3) 0.94981(15) 0.0190(8) Uani 1 1 d . . .
C1 C 0.4926(5) 0.2178(4) 0.7963(2) 0.0268(11) Uani 1 1 d . . .
H1A H 0.5206 0.1670 0.8235 0.032 Uiso 1 1 calc R . .
C2 C 0.4550(5) 0.1778(4) 0.7455(2) 0.0291(12) Uani 1 1 d . . .
H2 H 0.4571 0.1001 0.7393 0.035 Uiso 1 1 calc R . .
C3 C 0.4154(5) 0.2465(4) 0.7041(2) 0.0251(11) Uani 1 1 d . . .
H3 H 0.3908 0.2182 0.6697 0.030 Uiso 1 1 calc R . .
C4 C 0.4129(4) 0.3601(4) 0.71507(19) 0.0206(10) Uani 1 1 d . . .
C5 C 0.3861(4) 0.5435(4) 0.70982(19) 0.0214(10) Uani 1 1 d . . .
C6 C 0.3595(4) 0.6549(4) 0.69084(18) 0.0190(10) Uani 1 1 d . . .
C7 C 0.3237(4) 0.6826(4) 0.63737(19) 0.0210(10) Uani 1 1 d . . .
H7 H 0.3133 0.6267 0.6108 0.025 Uiso 1 1 calc R . .
C8 C 0.3039(4) 0.7937(4) 0.62451(18) 0.0207(10) Uani 1 1 d . . .
C9 C 0.3161(4) 0.8769(4) 0.6630(2) 0.0236(11) Uani 1 1 d . . .
H9 H 0.3007 0.9521 0.6533 0.028 Uiso 1 1 calc R . .
C10 C 0.3504(4) 0.8502(4) 0.71504(19) 0.0211(10) Uani 1 1 d . . .
H10 H 0.3588 0.9065 0.7415 0.025 Uiso 1 1 calc R . .
C11 C 0.3731(4) 0.7385(4) 0.72894(19) 0.0204(10) Uani 1 1 d . . .
C12 C 0.4459(4) 0.6107(3) 0.80038(18) 0.0181(10) Uani 1 1 d . . .
C13 C 0.4626(5) 0.6803(4) 0.9278(2) 0.0243(11) Uani 1 1 d . . .
C14 C 0.5105(5) 0.7656(4) 0.96545(19) 0.0219(10) Uani 1 1 d . . .
C15 C 0.4610(5) 0.7845(4) 1.01437(19) 0.0265(11) Uani 1 1 d . . .
H15 H 0.3924 0.7420 1.0248 0.032 Uiso 1 1 calc R . .
C16 C 0.5142(5) 0.8667(4) 1.04747(19) 0.0272(11) Uani 1 1 d . . .
H16 H 0.4832 0.8802 1.0812 0.033 Uiso 1 1 calc R . .
C17 C 0.6112(5) 0.9278(4) 1.0312(2) 0.0265(11) Uani 1 1 d . . .
H17 H 0.6479 0.9846 1.0534 0.032 Uiso 1 1 calc R . .
C18 C 0.6556(5) 0.9066(4) 0.9821(2) 0.0245(11) Uani 1 1 d . . .
H18 H 0.7228 0.9500 0.9709 0.029 Uiso 1 1 calc R . .
C19 C 0.3677(5) 0.5985(4) 0.9425(2) 0.0347(13) Uani 1 1 d . . .
H19A H 0.3679 0.5347 0.9183 0.052 Uiso 1 1 calc R . .
H19B H 0.2849 0.6332 0.9395 0.052 Uiso 1 1 calc R . .
H19C H 0.3875 0.5735 0.9792 0.052 Uiso 1 1 calc R . .
C20 C 0.4291(4) 0.5215(4) 0.76157(19) 0.0200(10) Uani 1 1 d . . .
C21 C 0.4491(4) 0.4049(4) 0.76611(19) 0.0203(10) Uani 1 1 d . . .
C22 C 0.4895(5) 0.3318(4) 0.8080(2) 0.0255(11) Uani 1 1 d . . .
H22 H 0.5137 0.3589 0.8427 0.031 Uiso 1 1 calc R . .
C23 C 0.7624(5) 0.8644(4) 0.8073(2) 0.0326(13) Uani 1 1 d . . .
C24 C 0.8210(5) 0.8957(4) 0.8569(2) 0.0325(13) Uani 1 1 d . . .
H24 H 0.8374 0.9718 0.8645 0.039 Uiso 1 1 calc R . .
C25 C 0.8551(5) 0.8146(4) 0.8954(2) 0.0298(12) Uani 1 1 d . . .
H25 H 0.8955 0.8371 0.9286 0.036 Uiso 1 1 calc R . .
C26 C 0.8309(5) 0.6994(4) 0.8863(2) 0.0261(11) Uani 1 1 d . . .
C27 C 0.7672(5) 0.6709(4) 0.83641(19) 0.0257(11) Uani 1 1 d . . .
H27 H 0.7453 0.5956 0.8295 0.031 Uiso 1 1 calc R . .
C28 C 0.7357(5) 0.7523(4) 0.7967(2) 0.0283(11) Uani 1 1 d . . .
H28 H 0.6967 0.7307 0.7632 0.034 Uiso 1 1 calc R . .
C29 C 0.7231(6) 0.9512(5) 0.7656(3) 0.0451(16) Uani 1 1 d . . .
H29A H 0.7939 0.9688 0.7447 0.068 Uiso 1 1 calc R . .
H29B H 0.6960 1.0186 0.7833 0.068 Uiso 1 1 calc R . .
H29C H 0.6539 0.9224 0.7420 0.068 Uiso 1 1 calc R . .
C30 C 0.8701(5) 0.6145(5) 0.9283(2) 0.0336(12) Uani 1 1 d . . .
H30 H 0.8864 0.6551 0.9627 0.040 Uiso 1 1 calc R . .
C31 C 0.7715(6) 0.5275(5) 0.9367(3) 0.0437(15) Uani 1 1 d . . .
H31A H 0.8027 0.4759 0.9647 0.066 Uiso 1 1 calc R . .
H31B H 0.7523 0.4865 0.9034 0.066 Uiso 1 1 calc R . .
H31C H 0.6955 0.5638 0.9473 0.066 Uiso 1 1 calc R . .
C32 C 0.9941(6) 0.5622(6) 0.9147(3) 0.0511(17) Uani 1 1 d . . .
H32A H 1.0208 0.5074 0.9419 0.077 Uiso 1 1 calc R . .
H32B H 1.0578 0.6202 0.9135 0.077 Uiso 1 1 calc R . .
H32C H 0.9829 0.5257 0.8798 0.077 Uiso 1 1 calc R . .
O1 O 0.7909(6) 0.1461(6) 0.9353(3) 0.104(2) Uani 1 1 d . . .
H100 H 0.8030 0.1450 0.9686 0.125 Uiso 1 1 d R . .
C33 C 0.8869(7) 0.2175(8) 0.9175(3) 0.071(2) Uani 1 1 d . . .
H33A H 0.9691 0.1799 0.9209 0.085 Uiso 1 1 calc R . .
H33B H 0.8925 0.2869 0.9386 0.085 Uiso 1 1 calc R . .
C34 C 0.8480(7) 0.2414(6) 0.8606(3) 0.0618(19) Uani 1 1 d . . .
H34A H 0.9087 0.2915 0.8460 0.093 Uiso 1 1 calc R . .
H34B H 0.7654 0.2765 0.8581 0.093 Uiso 1 1 calc R . .
H34C H 0.8443 0.1720 0.8403 0.093 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'
N N 0.0061 0.0033 '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'
O O 0.0106 0.0060 '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 76.51(14) . . ?
N4 Ru1 C27 90.92(17) . . ?
N5 Ru1 C27 134.45(16) . . ?
N4 Ru1 C25 137.79(17) . . ?
N5 Ru1 C25 92.58(18) . . ?
C27 Ru1 C25 67.83(19) . . ?
N4 Ru1 C24 171.05(17) . . ?
N5 Ru1 C24 109.36(18) . . ?
C27 Ru1 C24 80.2(2) . . ?
C25 Ru1 C24 37.41(19) . . ?
N4 Ru1 C28 106.21(18) . . ?
N5 Ru1 C28 170.84(17) . . ?
C27 Ru1 C28 37.89(18) . . ?
C25 Ru1 C28 79.5(2) . . ?
C24 Ru1 C28 66.9(2) . . ?
N4 Ru1 C26 104.16(17) . . ?
N5 Ru1 C26 102.54(17) . . ?
C27 Ru1 C26 37.97(18) . . ?
C25 Ru1 C26 37.89(18) . . ?
C24 Ru1 C26 68.32(19) . . ?
C28 Ru1 C26 68.36(19) . . ?
N4 Ru1 C23 139.02(19) . . ?
N5 Ru1 C23 143.22(19) . . ?
C27 Ru1 C23 67.60(19) . . ?
C25 Ru1 C23 67.1(2) . . ?
C24 Ru1 C23 37.1(2) . . ?
C28 Ru1 C23 36.8(2) . . ?
C26 Ru1 C23 80.48(19) . . ?
N4 Ru1 Cl2 87.06(11) . . ?
N5 Ru1 Cl2 83.20(11) . . ?
C27 Ru1 Cl2 140.50(14) . . ?
C25 Ru1 Cl2 132.66(14) . . ?
C24 Ru1 Cl2 100.19(14) . . ?
C28 Ru1 Cl2 105.55(13) . . ?
C26 Ru1 Cl2 168.26(14) . . ?
C23 Ru1 Cl2 88.80(13) . . ?
C5 N1 C4 108.0(4) . . ?
C5 N1 H1 126.0 . . ?
C4 N1 H1 126.0 . . ?
C12 N2 C11 125.1(4) . . ?
C12 N2 H200 117.4 . . ?
C11 N2 H200 117.4 . . ?
C12 N3 N4 115.2(4) . . ?
C13 N4 N3 115.0(4) . . ?
C13 N4 Ru1 118.7(3) . . ?
N3 N4 Ru1 124.9(3) . . ?
C18 N5 C14 119.1(4) . . ?
C18 N5 Ru1 125.5(3) . . ?
C14 N5 Ru1 115.2(3) . . ?
C2 C1 C22 121.2(5) . . ?
C2 C1 H1A 119.4 . . ?
C22 C1 H1A 119.4 . . ?
C3 C2 C1 122.5(4) . . ?
C3 C2 H2 118.7 . . ?
C1 C2 H2 118.7 . . ?
C2 C3 C4 116.8(5) . . ?
C2 C3 H3 121.6 . . ?
C4 C3 H3 121.6 . . ?
N1 C4 C3 128.8(4) . . ?
N1 C4 C21 108.3(4) . . ?
C3 C4 C21 122.9(4) . . ?
N1 C5 C20 110.1(4) . . ?
N1 C5 C6 127.5(4) . . ?
C20 C5 C6 122.4(4) . . ?
C11 C6 C7 119.5(4) . . ?
C11 C6 C5 115.9(4) . . ?
C7 C6 C5 124.6(4) . . ?
C8 C7 C6 118.4(4) . . ?
C8 C7 H7 120.8 . . ?
C6 C7 H7 120.8 . . ?
C7 C8 C9 121.7(4) . . ?
C7 C8 Cl1 118.8(4) . . ?
C9 C8 Cl1 119.5(4) . . ?
C10 C9 C8 119.9(4) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C10 C11 119.4(4) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C6 C11 N2 120.5(4) . . ?
C6 C11 C10 121.0(4) . . ?
N2 C11 C10 118.5(4) . . ?
N3 C12 N2 125.5(4) . . ?
N3 C12 C20 119.2(4) . . ?
N2 C12 C20 115.2(4) . . ?
N4 C13 C14 113.7(4) . . ?
N4 C13 C19 124.9(4) . . ?
C14 C13 C19 121.3(4) . . ?
N5 C14 C15 121.1(4) . . ?
N5 C14 C13 115.7(4) . . ?
C15 C14 C13 123.2(5) . . ?
C16 C15 C14 118.6(5) . . ?
C16 C15 H15 120.7 . . ?
C14 C15 H15 120.7 . . ?
C17 C16 C15 119.6(5) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C16 C17 C18 119.4(5) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 H17 120.3 . . ?
N5 C18 C17 122.1(5) . . ?
N5 C18 H18 118.9 . . ?
C17 C18 H18 118.9 . . ?
C13 C19 H19A 109.5 . . ?
C13 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C13 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C5 C20 C21 107.7(4) . . ?
C5 C20 C12 120.6(4) . . ?
C21 C20 C12 131.7(4) . . ?
C22 C21 C4 119.0(4) . . ?
C22 C21 C20 135.2(4) . . ?
C4 C21 C20 105.8(4) . . ?
C1 C22 C21 117.6(5) . . ?
C1 C22 H22 121.2 . . ?
C21 C22 H22 121.2 . . ?
C28 C23 C24 119.8(5) . . ?
C28 C23 C29 119.4(5) . . ?
C24 C23 C29 120.7(5) . . ?
C28 C23 Ru1 71.0(3) . . ?
C24 C23 Ru1 70.3(3) . . ?
C29 C23 Ru1 129.2(4) . . ?
C25 C24 C23 120.1(5) . . ?
C25 C24 Ru1 70.7(3) . . ?
C23 C24 Ru1 72.6(3) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
Ru1 C24 H24 129.2 . . ?
C24 C25 C26 122.0(5) . . ?
C24 C25 Ru1 71.9(3) . . ?
C26 C25 Ru1 72.3(3) . . ?
C24 C25 H25 119.0 . . ?
C26 C25 H25 119.0 . . ?
Ru1 C25 H25 129.4 . . ?
C27 C26 C25 116.5(5) . . ?
C27 C26 C30 122.9(5) . . ?
C25 C26 C30 120.6(5) . . ?
C27 C26 Ru1 69.1(3) . . ?
C25 C26 Ru1 69.8(3) . . ?
C30 C26 Ru1 130.9(4) . . ?
C28 C27 C26 121.7(5) . . ?
C28 C27 Ru1 72.8(3) . . ?
C26 C27 Ru1 72.9(3) . . ?
C28 C27 H27 119.2 . . ?
C26 C27 H27 119.2 . . ?
Ru1 C27 H27 127.3 . . ?
C23 C28 C27 119.8(5) . . ?
C23 C28 Ru1 72.2(3) . . ?
C27 C28 Ru1 69.3(3) . . ?
C23 C28 H28 120.1 . . ?
C27 C28 H28 120.1 . . ?
Ru1 C28 H28 131.2 . . ?
C23 C29 H29A 109.5 . . ?
C23 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C23 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C26 C30 C31 114.0(5) . . ?
C26 C30 C32 108.8(4) . . ?
C31 C30 C32 112.0(5) . . ?
C26 C30 H30 107.2 . . ?
C31 C30 H30 107.2 . . ?
C32 C30 H30 107.2 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C33 O1 H100 105.0 . . ?
O1 C33 C34 105.0(7) . . ?
O1 C33 H33A 110.7 . . ?
C34 C33 H33A 110.7 . . ?
O1 C33 H33B 110.7 . . ?
C34 C33 H33B 110.7 . . ?
H33A C33 H33B 108.8 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 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 2.078(4) . ?
Ru1 N5 2.086(4) . ?
Ru1 C27 2.166(5) . ?
Ru1 C25 2.182(5) . ?
Ru1 C24 2.198(5) . ?
Ru1 C28 2.212(5) . ?
Ru1 C26 2.215(5) . ?
Ru1 C23 2.227(5) . ?
Ru1 Cl2 2.4149(11) . ?
Cl1 C8 1.744(5) . ?
N1 C5 1.368(6) . ?
N1 C4 1.390(6) . ?
N1 H1 0.8800 . ?
N2 C12 1.362(5) . ?
N2 C11 1.399(6) . ?
N2 H200 0.8800 . ?
N3 C12 1.309(6) . ?
N3 N4 1.430(5) . ?
N4 C13 1.305(6) . ?
N5 C18 1.338(6) . ?
N5 C14 1.356(6) . ?
C1 C2 1.399(7) . ?
C1 C22 1.406(7) . ?
C1 H1A 0.9500 . ?
C2 C3 1.373(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.398(7) . ?
C3 H3 0.9500 . ?
C4 C21 1.420(7) . ?
C5 C20 1.375(7) . ?
C5 C6 1.446(6) . ?
C6 C11 1.392(7) . ?
C6 C7 1.412(6) . ?
C7 C8 1.390(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.394(6) . ?
C9 C10 1.372(7) . ?
C9 H9 0.9500 . ?
C10 C11 1.407(6) . ?
C10 H10 0.9500 . ?
C12 C20 1.454(6) . ?
C13 C14 1.464(7) . ?
C13 C19 1.484(7) . ?
C14 C15 1.396(7) . ?
C15 C16 1.389(7) . ?
C15 H15 0.9500 . ?
C16 C17 1.363(7) . ?
C16 H16 0.9500 . ?
C17 C18 1.381(7) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.425(6) . ?
C21 C22 1.416(7) . ?
C22 H22 0.9500 . ?
C23 C28 1.403(8) . ?
C23 C24 1.408(8) . ?
C23 C29 1.518(7) . ?
C24 C25 1.405(7) . ?
C24 H24 0.9500 . ?
C25 C26 1.428(7) . ?
C25 H25 0.9500 . ?
C26 C27 1.426(7) . ?
C26 C30 1.509(7) . ?
C27 C28 1.422(7) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 C31 1.516(8) . ?
C30 C32 1.535(8) . ?
C30 H30 1.0000 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
O1 C33 1.439(9) . ?
O1 H100 0.8396 . ?
C33 C34 1.490(10) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
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 127.1(5) . . . . ?
C12 N3 N4 Ru1 -66.2(5) . . . . ?
N5 Ru1 N4 C13 1.1(3) . . . . ?
C27 Ru1 N4 C13 136.9(4) . . . . ?
C25 Ru1 N4 C13 79.9(4) . . . . ?
C28 Ru1 N4 C13 172.1(3) . . . . ?
C26 Ru1 N4 C13 100.9(4) . . . . ?
C23 Ru1 N4 C13 -167.4(3) . . . . ?
Cl2 Ru1 N4 C13 -82.6(3) . . . . ?
N5 Ru1 N4 N3 -165.2(4) . . . . ?
C27 Ru1 N4 N3 -29.4(3) . . . . ?
C25 Ru1 N4 N3 -86.5(4) . . . . ?
C28 Ru1 N4 N3 5.8(4) . . . . ?
C26 Ru1 N4 N3 -65.4(4) . . . . ?
C23 Ru1 N4 N3 26.3(5) . . . . ?
Cl2 Ru1 N4 N3 111.1(3) . . . . ?
N4 Ru1 N5 C18 -177.6(4) . . . . ?
C25 Ru1 N5 C18 43.7(4) . . . . ?
C24 Ru1 N5 C18 9.4(4) . . . . ?
C26 Ru1 N5 C18 80.6(4) . . . . ?
C23 Ru1 N5 C18 -10.2(5) . . . . ?
Cl2 Ru1 N5 C18 -89.0(4) . . . . ?
N4 Ru1 N5 C14 -3.5(3) . . . . ?
C27 Ru1 N5 C14 -81.3(4) . . . . ?
C25 Ru1 N5 C14 -142.3(3) . . . . ?
C24 Ru1 N5 C14 -176.5(3) . . . . ?
C26 Ru1 N5 C14 -105.3(3) . . . . ?
C23 Ru1 N5 C14 163.8(3) . . . . ?
Cl2 Ru1 N5 C14 85.1(3) . . . . ?
C22 C1 C2 C3 1.1(8) . . . . ?
C1 C2 C3 C4 -0.5(7) . . . . ?
C5 N1 C4 C3 178.2(5) . . . . ?
C5 N1 C4 C21 -1.1(5) . . . . ?
C2 C3 C4 N1 -179.2(5) . . . . ?
C2 C3 C4 C21 0.0(7) . . . . ?
C4 N1 C5 C20 0.2(5) . . . . ?
C4 N1 C5 C6 179.1(5) . . . . ?
N1 C5 C6 C11 177.7(4) . . . . ?
C20 C5 C6 C11 -3.6(7) . . . . ?
N1 C5 C6 C7 -3.4(8) . . . . ?
C20 C5 C6 C7 175.4(4) . . . . ?
C11 C6 C7 C8 0.4(7) . . . . ?
C5 C6 C7 C8 -178.5(4) . . . . ?
C6 C7 C8 C9 -1.3(7) . . . . ?
C6 C7 C8 Cl1 177.6(3) . . . . ?
C7 C8 C9 C10 1.1(7) . . . . ?
Cl1 C8 C9 C10 -177.8(4) . . . . ?
C8 C9 C10 C11 0.1(7) . . . . ?
C7 C6 C11 N2 -177.7(4) . . . . ?
C5 C6 C11 N2 1.3(6) . . . . ?
C7 C6 C11 C10 0.7(7) . . . . ?
C5 C6 C11 C10 179.6(4) . . . . ?
C12 N2 C11 C6 2.7(7) . . . . ?
C12 N2 C11 C10 -175.6(4) . . . . ?
C9 C10 C11 C6 -0.9(7) . . . . ?
C9 C10 C11 N2 177.5(4) . . . . ?
N4 N3 C12 N2 -8.2(7) . . . . ?
N4 N3 C12 C20 173.0(4) . . . . ?
C11 N2 C12 N3 176.9(4) . . . . ?
C11 N2 C12 C20 -4.2(6) . . . . ?
N3 N4 C13 C14 168.9(4) . . . . ?
Ru1 N4 C13 C14 1.3(5) . . . . ?
N3 N4 C13 C19 -7.9(7) . . . . ?
Ru1 N4 C13 C19 -175.5(4) . . . . ?
C18 N5 C14 C15 0.1(7) . . . . ?
Ru1 N5 C14 C15 -174.3(4) . . . . ?
C18 N5 C14 C13 179.8(4) . . . . ?
Ru1 N5 C14 C13 5.4(5) . . . . ?
N4 C13 C14 N5 -4.4(6) . . . . ?
C19 C13 C14 N5 172.5(4) . . . . ?
N4 C13 C14 C15 175.3(4) . . . . ?
C19 C13 C14 C15 -7.8(8) . . . . ?
N5 C14 C15 C16 -1.0(7) . . . . ?
C13 C14 C15 C16 179.3(4) . . . . ?
C14 C15 C16 C17 1.2(7) . . . . ?
C15 C16 C17 C18 -0.4(7) . . . . ?
C14 N5 C18 C17 0.7(7) . . . . ?
Ru1 N5 C18 C17 174.5(3) . . . . ?
C16 C17 C18 N5 -0.5(7) . . . . ?
N1 C5 C20 C21 0.8(5) . . . . ?
C6 C5 C20 C21 -178.2(4) . . . . ?
N1 C5 C20 C12 -179.0(4) . . . . ?
C6 C5 C20 C12 2.0(7) . . . . ?
N3 C12 C20 C5 -179.3(4) . . . . ?
N2 C12 C20 C5 1.8(6) . . . . ?
N3 C12 C20 C21 1.0(8) . . . . ?
N2 C12 C20 C21 -177.9(5) . . . . ?
N1 C4 C21 C22 179.3(4) . . . . ?
C3 C4 C21 C22 0.0(7) . . . . ?
N1 C4 C21 C20 1.5(5) . . . . ?
C3 C4 C21 C20 -177.9(4) . . . . ?
C5 C20 C21 C22 -178.7(5) . . . . ?
C12 C20 C21 C22 1.1(9) . . . . ?
C5 C20 C21 C4 -1.4(5) . . . . ?
C12 C20 C21 C4 178.4(5) . . . . ?
C2 C1 C22 C21 -1.1(7) . . . . ?
C4 C21 C22 C1 0.5(7) . . . . ?
C20 C21 C22 C1 177.6(5) . . . . ?
N4 Ru1 C23 C28 -34.2(4) . . . . ?
N5 Ru1 C23 C28 164.7(3) . . . . ?
C27 Ru1 C23 C28 29.1(3) . . . . ?
C25 Ru1 C23 C28 103.5(3) . . . . ?
C24 Ru1 C23 C28 132.9(5) . . . . ?
C26 Ru1 C23 C28 66.4(3) . . . . ?
Cl2 Ru1 C23 C28 -118.4(3) . . . . ?
N4 Ru1 C23 C24 -167.2(3) . . . . ?
N5 Ru1 C23 C24 31.8(4) . . . . ?
C27 Ru1 C23 C24 -103.8(3) . . . . ?
C25 Ru1 C23 C24 -29.4(3) . . . . ?
C28 Ru1 C23 C24 -132.9(5) . . . . ?
C26 Ru1 C23 C24 -66.5(3) . . . . ?
Cl2 Ru1 C23 C24 108.7(3) . . . . ?
N4 Ru1 C23 C29 78.7(6) . . . . ?
N5 Ru1 C23 C29 -82.4(6) . . . . ?
C27 Ru1 C23 C29 142.1(6) . . . . ?
C25 Ru1 C23 C29 -143.5(6) . . . . ?
C24 Ru1 C23 C29 -114.1(7) . . . . ?
C28 Ru1 C23 C29 113.0(7) . . . . ?
C26 Ru1 C23 C29 179.4(6) . . . . ?
Cl2 Ru1 C23 C29 -5.4(5) . . . . ?
C28 C23 C24 C25 1.4(8) . . . . ?
C29 C23 C24 C25 179.0(5) . . . . ?
Ru1 C23 C24 C25 54.3(4) . . . . ?
C28 C23 C24 Ru1 -52.9(4) . . . . ?
C29 C23 C24 Ru1 124.7(5) . . . . ?
N5 Ru1 C24 C25 67.6(3) . . . . ?
C27 Ru1 C24 C25 -66.2(3) . . . . ?
C28 Ru1 C24 C25 -103.4(3) . . . . ?
C26 Ru1 C24 C25 -28.6(3) . . . . ?
C23 Ru1 C24 C25 -131.9(5) . . . . ?
Cl2 Ru1 C24 C25 153.9(3) . . . . ?
N5 Ru1 C24 C23 -160.5(3) . . . . ?
C27 Ru1 C24 C23 65.7(3) . . . . ?
C25 Ru1 C24 C23 131.9(5) . . . . ?
C28 Ru1 C24 C23 28.5(3) . . . . ?
C26 Ru1 C24 C23 103.3(3) . . . . ?
Cl2 Ru1 C24 C23 -74.2(3) . . . . ?
C23 C24 C25 C26 -0.8(8) . . . . ?
Ru1 C24 C25 C26 54.4(4) . . . . ?
C23 C24 C25 Ru1 -55.2(4) . . . . ?
N4 Ru1 C25 C24 168.2(3) . . . . ?
N5 Ru1 C25 C24 -119.2(3) . . . . ?
C27 Ru1 C25 C24 103.2(3) . . . . ?
C28 Ru1 C25 C24 65.5(3) . . . . ?
C26 Ru1 C25 C24 133.6(5) . . . . ?
C23 Ru1 C25 C24 29.2(3) . . . . ?
Cl2 Ru1 C25 C24 -36.0(4) . . . . ?
N4 Ru1 C25 C26 34.5(4) . . . . ?
N5 Ru1 C25 C26 107.2(3) . . . . ?
C27 Ru1 C25 C26 -30.4(3) . . . . ?
C24 Ru1 C25 C26 -133.6(5) . . . . ?
C28 Ru1 C25 C26 -68.1(3) . . . . ?
C23 Ru1 C25 C26 -104.5(3) . . . . ?
Cl2 Ru1 C25 C26 -169.7(2) . . . . ?
C24 C25 C26 C27 -1.6(7) . . . . ?
Ru1 C25 C26 C27 52.7(4) . . . . ?
C24 C25 C26 C30 179.3(5) . . . . ?
Ru1 C25 C26 C30 -126.4(5) . . . . ?
C24 C25 C26 Ru1 -54.2(4) . . . . ?
N4 Ru1 C26 C27 72.7(3) . . . . ?
N5 Ru1 C26 C27 151.8(3) . . . . ?
C25 Ru1 C26 C27 -130.4(5) . . . . ?
C24 Ru1 C26 C27 -102.1(3) . . . . ?
C28 Ru1 C26 C27 -29.3(3) . . . . ?
C23 Ru1 C26 C27 -65.6(3) . . . . ?
Cl2 Ru1 C26 C27 -89.9(7) . . . . ?
N4 Ru1 C26 C25 -156.9(3) . . . . ?
N5 Ru1 C26 C25 -77.8(3) . . . . ?
C27 Ru1 C26 C25 130.4(5) . . . . ?
C24 Ru1 C26 C25 28.2(3) . . . . ?
C28 Ru1 C26 C25 101.0(3) . . . . ?
C23 Ru1 C26 C25 64.8(3) . . . . ?
Cl2 Ru1 C26 C25 40.5(8) . . . . ?
N4 Ru1 C26 C30 -43.3(5) . . . . ?
N5 Ru1 C26 C30 35.7(5) . . . . ?
C27 Ru1 C26 C30 -116.1(6) . . . . ?
C25 Ru1 C26 C30 113.6(6) . . . . ?
C24 Ru1 C26 C30 141.8(5) . . . . ?
C28 Ru1 C26 C30 -145.4(5) . . . . ?
C23 Ru1 C26 C30 178.3(5) . . . . ?
Cl2 Ru1 C26 C30 154.0(5) . . . . ?
C25 C26 C27 C28 3.4(7) . . . . ?
C30 C26 C27 C28 -177.5(5) . . . . ?
Ru1 C26 C27 C28 56.4(4) . . . . ?
C25 C26 C27 Ru1 -53.0(4) . . . . ?
C30 C26 C27 Ru1 126.1(5) . . . . ?
N4 Ru1 C27 C28 115.7(3) . . . . ?
N5 Ru1 C27 C28 -172.4(3) . . . . ?
C25 Ru1 C27 C28 -101.8(3) . . . . ?
C24 Ru1 C27 C28 -64.9(3) . . . . ?
C26 Ru1 C27 C28 -132.1(4) . . . . ?
C23 Ru1 C27 C28 -28.4(3) . . . . ?
Cl2 Ru1 C27 C28 29.2(4) . . . . ?
N4 Ru1 C27 C26 -112.2(3) . . . . ?
N5 Ru1 C27 C26 -40.3(4) . . . . ?
C25 Ru1 C27 C26 30.3(3) . . . . ?
C24 Ru1 C27 C26 67.2(3) . . . . ?
C28 Ru1 C27 C26 132.1(4) . . . . ?
C23 Ru1 C27 C26 103.7(3) . . . . ?
Cl2 Ru1 C27 C26 161.3(2) . . . . ?
C24 C23 C28 C27 0.4(7) . . . . ?
C29 C23 C28 C27 -177.2(5) . . . . ?
Ru1 C23 C28 C27 -52.2(4) . . . . ?
C24 C23 C28 Ru1 52.6(4) . . . . ?
C29 C23 C28 Ru1 -125.0(5) . . . . ?
C26 C27 C28 C23 -2.9(7) . . . . ?
Ru1 C27 C28 C23 53.6(4) . . . . ?
C26 C27 C28 Ru1 -56.4(4) . . . . ?
N4 Ru1 C28 C23 157.4(3) . . . . ?
C27 Ru1 C28 C23 -132.9(5) . . . . ?
C25 Ru1 C28 C23 -65.7(3) . . . . ?
C24 Ru1 C28 C23 -28.7(3) . . . . ?
C26 Ru1 C28 C23 -103.5(3) . . . . ?
Cl2 Ru1 C28 C23 65.9(3) . . . . ?
N4 Ru1 C28 C27 -69.7(3) . . . . ?
C25 Ru1 C28 C27 67.2(3) . . . . ?
C24 Ru1 C28 C27 104.2(3) . . . . ?
C26 Ru1 C28 C27 29.4(3) . . . . ?
C23 Ru1 C28 C27 132.9(5) . . . . ?
Cl2 Ru1 C28 C27 -161.2(3) . . . . ?
C27 C26 C30 C31 -43.3(7) . . . . ?
C25 C26 C30 C31 135.8(5) . . . . ?
Ru1 C26 C30 C31 46.7(7) . . . . ?
C27 C26 C30 C32 82.5(6) . . . . ?
C25 C26 C30 C32 -98.5(6) . . . . ?
Ru1 C26 C30 C32 172.5(4) . . . . ?
