#------------------------------------------------------------------------------
#$Date: 2023-04-04 12:26:13 +0300 (Tue, 04 Apr 2023) $
#$Revision: 282243 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/85/1568562.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_1568562
loop_
_publ_author_name
'Colaiezzi, Roberta'
'Saviozzi, Chiara'
'di Nicola, Nicola'
'Zacchini, Stefano'
'Pampaloni, Guido'
'Crucianelli, Marcello'
'Marchetti, Fabio'
'Di Giuseppe, Andrea'
'Biancalana, Lorenzo'
_publ_section_title
;
 Ruthenium(ii) arene complexes bearing simple dioxime ligands: effective
 catalysts for the one-pot transfer hydrogenation/N-methylation of
 nitroarenes with methanol
;
_journal_issue                   7
_journal_name_full               'Catalysis Science & Technology'
_journal_page_first              2160
_journal_page_last               2183
_journal_paper_doi               10.1039/D3CY00218G
_journal_volume                  13
_journal_year                    2023
_chemical_formula_sum            'C16 H28 Cl N2 O3.5 Ru'
_chemical_formula_weight         440.92
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2023-02-10 deposited with the CCDC.	2023-03-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.356(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.4589(10)
_cell_length_b                   13.1592(8)
_cell_length_c                   17.7332(11)
_cell_measurement_reflns_used    9669
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.652
_cell_measurement_theta_min      2.4425
_cell_volume                     3569.1(4)
_computing_cell_refinement       'APEX3 (Bruker AXS, 2015)'
_computing_data_collection       'APEX3 (Bruker AXS, 2015)'
_computing_data_reduction        'SAINT (Bruker AXS, 2015)'
_computing_molecular_graphics    'ORTEPIII (Johnson, 1996)'
_computing_publication_material  'XCIF 2014/2 (Bruker AXS, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'PHOTONII area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0508
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            59880
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.398
_diffrn_reflns_theta_min         1.934
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.047
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.5477
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
; 
 Data were corrected for Lorentz polarization and absorption
 effects (empirical absorption correction SADABS).
 R(int) =  0.1403 (selected reflections only, before parameter refinement)
 R(int) =  0.0609 (selected reflections only, after parameter refinement)
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.641
_exptl_crystal_description       prism
_exptl_crystal_F_000             1816
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.401
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     464
_refine_ls_number_reflns         6515
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0238
_refine_ls_R_factor_gt           0.0195
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0122P)²+3.8388P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0455
_refine_ls_wR_factor_ref         0.0468
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5946
_reflns_number_total             6515
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cy00218g2.cif
_cod_data_source_block           4H
_cod_depositor_comments
'Adding full bibliography for 1568560--1568562.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C16 H28 Cl N2 O3.50 Ru'
_cod_database_code               1568562
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.802
_shelx_estimated_absorpt_t_max   0.859
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.50991(2) 0.77420(2) 0.61134(2) 0.00838(5) Uani 1 1 d . . . . .
Cl1 Cl 0.52759(3) 0.73983(4) 0.74615(3) 0.01506(10) Uani 1 1 d . . . . .
N1 N 0.44565(10) 0.63786(12) 0.59780(9) 0.0110(3) Uani 1 1 d . . . . .
N2 N 0.60628(10) 0.66892(12) 0.60708(9) 0.0103(3) Uani 1 1 d . . . . .
O1 O 0.35469(9) 0.62528(11) 0.58639(9) 0.0169(3) Uani 1 1 d D . . . .
H1 H 0.3401(16) 0.6519(18) 0.6243(11) 0.025 Uiso 1 1 d D U . . .
O2 O 0.68824(8) 0.69316(10) 0.60781(8) 0.0147(3) Uani 1 1 d . . . . .
C1 C 0.49138(12) 0.55512(14) 0.59933(11) 0.0109(4) Uani 1 1 d . . . . .
C2 C 0.58459(12) 0.57236(14) 0.60651(11) 0.0111(4) Uani 1 1 d . . . . .
C3 C 0.45395(13) 0.45043(15) 0.59185(12) 0.0155(4) Uani 1 1 d . . . . .
H3A H 0.3902 0.4545 0.5789 0.023 Uiso 1 1 calc R U . . .
H3B H 0.4689 0.4141 0.6402 0.023 Uiso 1 1 calc R U . . .
H3C H 0.4781 0.4139 0.5515 0.023 Uiso 1 1 calc R U . . .
C4 C 0.65136(13) 0.49045(15) 0.61002(12) 0.0168(4) Uani 1 1 d . . . . .
H4A H 0.6633 0.4752 0.5584 0.025 Uiso 1 1 calc R U . . .
H4B H 0.6294 0.4292 0.6324 0.025 Uiso 1 1 calc R U . . .
H4C H 0.7053 0.5129 0.6415 0.025 Uiso 1 1 calc R U . . .
C11 C 0.58453(13) 0.90768(14) 0.57578(11) 0.0128(4) Uani 1 1 d . . . . .
C12 C 0.53983(13) 0.93876(14) 0.63552(11) 0.0131(4) Uani 1 1 d . . . . .
C13 C 0.44625(13) 0.92444(14) 0.62935(11) 0.0133(4) Uani 1 1 d . . . . .
C14 C 0.39988(13) 0.87903(15) 0.56410(11) 0.0138(4) Uani 1 1 d . . . . .
C15 C 0.44624(13) 0.84105(14) 0.50515(11) 0.0129(4) Uani 1 1 d . . . . .
C16 C 0.53834(13) 0.85618(14) 0.51048(11) 0.0128(4) Uani 1 1 d . . . . .
C17 C 0.68181(13) 0.92477(16) 0.58216(13) 0.0179(4) Uani 1 1 d . . . . .
H17A H 0.6932 0.9962 0.5713 0.027 Uiso 1 1 calc R U . . .
H17B H 0.7059 0.8813 0.5454 0.027 Uiso 1 1 calc R U . . .
H17C H 0.7096 0.9080 0.6339 0.027 Uiso 1 1 calc R U . . .
C18 C 0.58862(14) 0.98721(16) 0.70608(12) 0.0186(4) Uani 1 1 d . . . . .
H18A H 0.6071 0.9346 0.7441 0.028 Uiso 1 1 calc R U . . .
H18B H 0.5503 1.0358 0.7270 0.028 Uiso 1 1 calc R U . . .
H18C H 0.6402 1.0228 0.6931 0.028 Uiso 1 1 calc R U . . .
C19 C 0.40025(14) 0.95854(16) 0.69444(12) 0.0186(4) Uani 1 1 d . . . . .
H19A H 0.3973 1.0329 0.6951 0.028 Uiso 1 1 calc R U . . .
H19B H 0.4327 0.9343 0.7427 0.028 Uiso 1 1 calc R U . . .
H19C H 0.3409 0.9305 0.6878 0.028 Uiso 1 1 calc R U . . .
C20 C 0.30187(13) 0.86946(17) 0.55712(12) 0.0205(5) Uani 1 1 d . . . . .
H20A H 0.2866 0.8288 0.5996 0.031 Uiso 1 1 calc R U . . .
H20B H 0.2794 0.8362 0.5088 0.031 Uiso 1 1 calc R U . . .
H20C H 0.2758 0.9372 0.5585 0.031 Uiso 1 1 calc R U . . .
C21 C 0.39483(14) 0.78682(16) 0.43775(12) 0.0190(4) Uani 1 1 d . . . . .
H21A H 0.3577 0.8358 0.4065 0.029 Uiso 1 1 calc R U . . .
H21B H 0.3582 0.7342 0.4561 0.029 Uiso 1 1 calc R U . . .
H21C H 0.4354 0.7554 0.4070 0.029 Uiso 1 1 calc R U . . .
C22 C 0.59020(14) 0.81976(16) 0.44983(12) 0.0188(4) Uani 1 1 d . . . . .
H22A H 0.6203 0.8775 0.4304 0.028 Uiso 1 1 calc R U . . .
H22B H 0.5506 0.7888 0.4080 0.028 Uiso 1 1 calc R U . . .
H22C H 0.6333 0.7694 0.4718 0.028 Uiso 1 1 calc R U . . .
Ru2 Ru 0.97127(2) 0.78539(2) 0.87872(2) 0.00837(5) Uani 1 1 d . . . . .
Cl2 Cl 0.98518(3) 0.76949(4) 0.74472(3) 0.01484(10) Uani 1 1 d . . . . .
N3 N 0.89513(10) 0.65737(12) 0.86660(9) 0.0123(3) Uani 1 1 d . . . . .
N4 N 1.05902(10) 0.66765(12) 0.89805(9) 0.0122(3) Uani 1 1 d . . . . .
O3 O 0.80402(9) 0.65517(11) 0.85360(9) 0.0177(3) Uani 1 1 d D . . . .
H3 H 0.7913(17) 0.6944(17) 0.8184(12) 0.027 Uiso 1 1 d D U . . .
O4 O 1.14323(9) 0.68190(11) 0.91336(8) 0.0172(3) Uani 1 1 d . . . . .
C31 C 0.93289(13) 0.56944(14) 0.87658(11) 0.0125(4) Uani 1 1 d . . . . .
C32 C 1.02711(13) 0.57461(14) 0.89530(11) 0.0124(4) Uani 1 1 d . . . . .
C33 C 0.88524(14) 0.47068(15) 0.86974(12) 0.0180(4) Uani 1 1 d . . . . .
H33A H 0.8784 0.4459 0.9207 0.027 Uiso 1 1 calc R U . . .
H33B H 0.9185 0.4210 0.8444 0.027 Uiso 1 1 calc R U . . .
H33C H 0.8275 0.4802 0.8396 0.027 Uiso 1 1 calc R U . . .
C34 C 1.08372(14) 0.48314(15) 0.91106(13) 0.0199(5) Uani 1 1 d . . . . .
H34A H 1.1452 0.5039 0.9193 0.030 Uiso 1 1 calc R U . . .
H34B H 1.0736 0.4367 0.8675 0.030 Uiso 1 1 calc R U . . .
H34C H 1.0696 0.4487 0.9567 0.030 Uiso 1 1 calc R U . . .
C41 C 1.05627(13) 0.90273(14) 0.94536(11) 0.0116(4) Uani 1 1 d . . . . .
C42 C 1.00771(13) 0.84355(14) 0.99300(11) 0.0118(4) Uani 1 1 d . . . . .
C43 C 0.91460(13) 0.83921(14) 0.97699(11) 0.0126(4) Uani 1 1 d . . . . .
C44 C 0.86994(13) 0.89282(14) 0.91190(12) 0.0132(4) Uani 1 1 d . . . . .
C45 C 0.91775(13) 0.94591(14) 0.86288(11) 0.0128(4) Uani 1 1 d . . . . .
C46 C 1.01229(13) 0.94817(14) 0.87876(11) 0.0127(4) Uani 1 1 d . . . . .
C47 C 1.15420(13) 0.91214(15) 0.96486(12) 0.0170(4) Uani 1 1 d . . . . .
H47A H 1.1824 0.8602 0.9372 0.026 Uiso 1 1 calc R U . . .
H47B H 1.1712 0.9026 1.0198 0.026 Uiso 1 1 calc R U . . .
H47C H 1.1726 0.9797 0.9502 0.026 Uiso 1 1 calc R U . . .
C48 C 1.05743(14) 0.78550(15) 1.05884(12) 0.0173(4) Uani 1 1 d . . . . .
H48A H 1.0726 0.8314 1.1023 0.026 Uiso 1 1 calc R U . . .
H48B H 1.1110 0.7575 1.0436 0.026 Uiso 1 1 calc R U . . .
H48C H 1.0210 0.7300 1.0734 0.026 Uiso 1 1 calc R U . . .
C49 C 0.86100(14) 0.78113(16) 1.02727(13) 0.0191(4) Uani 1 1 d . . . . .
H49A H 0.8169 0.8263 1.0437 0.029 Uiso 1 1 calc R U . . .
H49B H 0.8994 0.7554 1.0721 0.029 Uiso 1 1 calc R U . . .
H49C H 0.8319 0.7239 0.9987 0.029 Uiso 1 1 calc R U . . .
C50 C 0.77156(13) 0.89109(16) 0.89533(13) 0.0197(5) Uani 1 1 d . . . . .
H50A H 0.7482 0.9550 0.9124 0.030 Uiso 1 1 calc R U . . .
H50B H 0.7492 0.8341 0.9224 0.030 Uiso 1 1 calc R U . . .
H50C H 0.7532 0.8830 0.8404 0.030 Uiso 1 1 calc R U . . .
C51 C 0.87064(14) 1.00116(16) 0.79450(12) 0.0197(5) Uani 1 1 d . . . . .
H51A H 0.8518 0.9522 0.7538 0.030 Uiso 1 1 calc R U . . .
H51B H 0.9101 1.0510 0.7766 0.030 Uiso 1 1 calc R U . . .
H51C H 0.8194 1.0361 0.8087 0.030 Uiso 1 1 calc R U . . .
C52 C 1.06376(14) 1.00000(15) 0.82395(12) 0.0187(4) Uani 1 1 d . . . . .
H52A H 1.0696 1.0724 0.8365 0.028 Uiso 1 1 calc R U . . .
H52B H 1.0332 0.9921 0.7719 0.028 Uiso 1 1 calc R U . . .
H52C H 1.1219 0.9692 0.8278 0.028 Uiso 1 1 calc R U . . .
O11 O 0.77859(11) 0.77025(12) 0.73314(9) 0.0244(3) Uani 1 1 d D . . . .
H110 H 0.7450(16) 0.746(2) 0.6958(13) 0.037 Uiso 1 1 d D U . . .
H111 H 0.8300(12) 0.770(2) 0.7241(16) 0.037 Uiso 1 1 d D U . . .
O12 O 0.32047(11) 0.70562(14) 0.71336(10) 0.0292(4) Uani 1 1 d D . . . .
H120 H 0.3678(14) 0.725(2) 0.7348(16) 0.044 Uiso 1 1 d D U . . .
H121 H 0.2820(16) 0.725(2) 0.7375(15) 0.044 Uiso 1 1 d D U . . .
O13 O 0.19587(11) 0.77618(15) 0.79059(10) 0.0313(4) Uani 1 1 d D . . . .
H130 H 0.1472(14) 0.780(2) 0.7644(16) 0.047 Uiso 1 1 d D U . . .
H131 H 0.187(2) 0.741(2) 0.8274(14) 0.047 Uiso 1 1 d D U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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
N2 Ru1 N1 75.26(6) . . ?
N2 Ru1 C15 118.80(7) . . ?
N1 Ru1 C15 95.84(7) . . ?
N2 Ru1 C16 94.01(7) . . ?
N1 Ru1 C16 119.20(7) . . ?
C15 Ru1 C16 38.15(7) . . ?
N2 Ru1 C11 96.50(7) . . ?
N1 Ru1 C11 156.09(7) . . ?
C15 Ru1 C11 68.10(7) . . ?
C16 Ru1 C11 37.89(7) . . ?
N2 Ru1 C12 122.04(7) . . ?
N1 Ru1 C12 162.06(7) . . ?
C15 Ru1 C12 80.22(7) . . ?
C16 Ru1 C12 67.66(7) . . ?
C11 Ru1 C12 36.58(7) . . ?
N2 Ru1 C13 159.45(7) . . ?
N1 Ru1 C13 124.84(7) . . ?
C15 Ru1 C13 67.44(7) . . ?
C16 Ru1 C13 80.03(7) . . ?
C11 Ru1 C13 66.76(7) . . ?
C12 Ru1 C13 37.57(7) . . ?
N2 Ru1 C14 156.29(7) . . ?
N1 Ru1 C14 99.53(7) . . ?
C15 Ru1 C14 37.86(7) . . ?
C16 Ru1 C14 67.97(7) . . ?
C11 Ru1 C14 78.90(7) . . ?
C12 Ru1 C14 66.66(7) . . ?
C13 Ru1 C14 36.28(7) . . ?
N2 Ru1 Cl1 86.06(5) . . ?
N1 Ru1 Cl1 86.27(5) . . ?
C15 Ru1 Cl1 154.82(5) . . ?
C16 Ru1 Cl1 153.73(5) . . ?
C11 Ru1 Cl1 115.94(5) . . ?
C12 Ru1 Cl1 90.06(5) . . ?
C13 Ru1 Cl1 90.74(5) . . ?
C14 Ru1 Cl1 117.01(5) . . ?
C1 N1 O1 115.88(15) . . ?
C1 N1 Ru1 118.66(13) . . ?
O1 N1 Ru1 125.45(11) . . ?
O2 N2 C2 118.87(16) . . ?
O2 N2 Ru1 123.08(12) . . ?
C2 N2 Ru1 117.99(13) . . ?
N1 O1 H1 102.8(18) . . ?
N1 C1 C2 113.80(17) . . ?
N1 C1 C3 124.76(18) . . ?
C2 C1 C3 121.41(17) . . ?
N2 C2 C1 113.72(17) . . ?
N2 C2 C4 121.72(17) . . ?
C1 C2 C4 124.51(17) . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C12 C11 C16 120.15(18) . . ?
C12 C11 C17 119.57(18) . . ?
C16 C11 C17 120.22(18) . . ?
C12 C11 Ru1 71.75(11) . . ?
C16 C11 Ru1 69.01(11) . . ?
C17 C11 Ru1 130.08(13) . . ?
C11 C12 C13 120.01(18) . . ?
C11 C12 C18 120.49(18) . . ?
C13 C12 C18 119.50(18) . . ?
C11 C12 Ru1 71.68(11) . . ?
C13 C12 Ru1 71.56(11) . . ?
C18 C12 Ru1 129.22(14) . . ?
C14 C13 C12 120.20(18) . . ?
C14 C13 C19 121.08(18) . . ?
C12 C13 C19 118.71(18) . . ?
C14 C13 Ru1 71.97(11) . . ?
C12 C13 Ru1 70.87(11) . . ?
C19 C13 Ru1 129.32(14) . . ?
C13 C14 C15 119.86(18) . . ?
C13 C14 C20 119.36(18) . . ?
C15 C14 C20 120.78(18) . . ?
C13 C14 Ru1 71.75(11) . . ?
C15 C14 Ru1 68.24(11) . . ?
C20 C14 Ru1 132.41(14) . . ?
C16 C15 C14 120.04(18) . . ?
C16 C15 C21 121.47(18) . . ?
C14 C15 C21 118.49(18) . . ?
C16 C15 Ru1 71.23(11) . . ?
C14 C15 Ru1 73.91(11) . . ?
C21 C15 Ru1 127.67(13) . . ?
C15 C16 C11 119.51(18) . . ?
C15 C16 C22 122.45(18) . . ?
C11 C16 C22 118.04(18) . . ?
C15 C16 Ru1 70.62(11) . . ?
C11 C16 Ru1 73.10(11) . . ?
C22 C16 Ru1 128.06(13) . . ?
C11 C17 H17A 109.5 . . ?
C11 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C11 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C12 C18 H18A 109.5 . . ?
C12 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C12 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
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 . . ?
C14 C20 H20A 109.5 . . ?
C14 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C14 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C15 C21 H21A 109.5 . . ?
C15 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C15 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C16 C22 H22A 109.5 . . ?
C16 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C16 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N3 Ru2 N4 75.69(6) . . ?
N3 Ru2 C42 117.18(7) . . ?
N4 Ru2 C42 91.99(7) . . ?
N3 Ru2 C43 93.41(7) . . ?
N4 Ru2 C43 116.36(7) . . ?
C42 Ru2 C43 38.38(7) . . ?
N3 Ru2 C46 161.33(7) . . ?
N4 Ru2 C46 122.85(7) . . ?
C42 Ru2 C46 67.99(7) . . ?
C43 Ru2 C46 80.52(7) . . ?
N3 Ru2 C41 154.54(7) . . ?
N4 Ru2 C41 96.25(7) . . ?
C42 Ru2 C41 37.99(7) . . ?
C43 Ru2 C41 68.21(7) . . ?
C46 Ru2 C41 36.60(7) . . ?
N3 Ru2 C44 97.63(7) . . ?
N4 Ru2 C44 153.84(7) . . ?
C42 Ru2 C44 68.24(7) . . ?
C43 Ru2 C44 37.91(7) . . ?
C46 Ru2 C44 66.80(7) . . ?
C41 Ru2 C44 78.88(7) . . ?
N3 Ru2 C45 123.95(7) . . ?
N4 Ru2 C45 160.33(7) . . ?
C42 Ru2 C45 80.06(7) . . ?
C43 Ru2 C45 67.36(7) . . ?
C46 Ru2 C45 37.49(7) . . ?
C41 Ru2 C45 66.48(7) . . ?
C44 Ru2 C45 36.23(7) . . ?
N3 Ru2 Cl2 87.57(5) . . ?
N4 Ru2 Cl2 87.02(5) . . ?
C42 Ru2 Cl2 154.19(5) . . ?
C43 Ru2 Cl2 156.12(5) . . ?
C46 Ru2 Cl2 91.00(5) . . ?
C41 Ru2 Cl2 116.48(5) . . ?
C44 Ru2 Cl2 118.32(5) . . ?
C45 Ru2 Cl2 92.39(5) . . ?
C31 N3 O3 115.35(16) . . ?
C31 N3 Ru2 118.63(13) . . ?
O3 N3 Ru2 125.86(12) . . ?
O4 N4 C32 119.88(16) . . ?
O4 N4 Ru2 122.75(12) . . ?
C32 N4 Ru2 117.36(13) . . ?
N3 O3 H3 103.9(19) . . ?
N3 C31 C32 114.05(17) . . ?
N3 C31 C33 124.04(18) . . ?
C32 C31 C33 121.91(17) . . ?
N4 C32 C31 114.25(17) . . ?
N4 C32 C34 122.46(18) . . ?
C31 C32 C34 123.29(18) . . ?
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 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C46 C41 C42 119.55(18) . . ?
C46 C41 C47 120.25(18) . . ?
C42 C41 C47 120.14(18) . . ?
C46 C41 Ru2 71.13(11) . . ?
C42 C41 Ru2 67.78(10) . . ?
C47 C41 Ru2 131.86(13) . . ?
C43 C42 C41 120.15(18) . . ?
C43 C42 C48 121.28(18) . . ?
C41 C42 C48 118.56(17) . . ?
C43 C42 Ru2 71.43(11) . . ?
C41 C42 Ru2 74.23(11) . . ?
C48 C42 Ru2 125.44(13) . . ?
C42 C43 C44 119.47(18) . . ?
C42 C43 C49 121.79(18) . . ?
C44 C43 C49 118.73(18) . . ?
C42 C43 Ru2 70.19(11) . . ?
C44 C43 Ru2 73.74(11) . . ?
C49 C43 Ru2 128.79(13) . . ?
C45 C44 C43 120.33(18) . . ?
C45 C44 C50 119.57(18) . . ?
C43 C44 C50 120.10(18) . . ?
C45 C44 Ru2 72.67(11) . . ?
C43 C44 Ru2 68.35(10) . . ?
C50 C44 Ru2 131.35(14) . . ?
C44 C45 C46 119.76(18) . . ?
C44 C45 C51 120.07(18) . . ?
C46 C45 C51 120.17(18) . . ?
C44 C45 Ru2 71.10(11) . . ?
C46 C45 Ru2 69.86(10) . . ?
C51 C45 Ru2 132.28(14) . . ?
C41 C46 C45 120.35(18) . . ?
C41 C46 C52 119.86(18) . . ?
C45 C46 C52 119.79(18) . . ?
C41 C46 Ru2 72.27(11) . . ?
C45 C46 Ru2 72.65(11) . . ?
C52 C46 Ru2 127.64(13) . . ?
C41 C47 H47A 109.5 . . ?
C41 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C41 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C42 C48 H48A 109.5 . . ?
C42 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C42 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C43 C49 H49A 109.5 . . ?
C43 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C43 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C44 C50 H50A 109.5 . . ?
C44 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C44 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C45 C51 H51A 109.5 . . ?
C45 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C45 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C46 C52 H52A 109.5 . . ?
C46 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C46 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
H110 O11 H111 110(3) . . ?
H120 O12 H121 109(3) . . ?
H130 O13 H131 104(3) . . ?
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 N2 2.0438(16) . ?
Ru1 N1 2.0479(16) . ?
Ru1 C15 2.1794(19) . ?
Ru1 C16 2.1873(19) . ?
Ru1 C11 2.2416(19) . ?
Ru1 C12 2.2425(19) . ?
Ru1 C13 2.2518(19) . ?
Ru1 C14 2.2547(19) . ?
Ru1 Cl1 2.4093(5) . ?
N1 C1 1.296(2) . ?
N1 O1 1.401(2) . ?
N2 O2 1.305(2) . ?
N2 C2 1.314(2) . ?
O1 H1 0.819(16) . ?
C1 C2 1.446(3) . ?
C1 C3 1.493(3) . ?
C2 C4 1.487(3) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C11 C12 1.407(3) . ?
C11 C16 1.439(3) . ?
C11 C17 1.509(3) . ?
C12 C13 1.447(3) . ?
C12 C18 1.506(3) . ?
C13 C14 1.403(3) . ?
C13 C19 1.509(3) . ?
C14 C15 1.440(3) . ?
C14 C20 1.507(3) . ?
C15 C16 1.427(3) . ?
C15 C21 1.514(3) . ?
C16 C22 1.510(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
Ru2 N3 2.0484(16) . ?
Ru2 N4 2.0550(16) . ?
Ru2 C42 2.1629(19) . ?
Ru2 C43 2.1793(19) . ?
Ru2 C46 2.2338(19) . ?
Ru2 C41 2.2486(19) . ?
Ru2 C44 2.2508(19) . ?
Ru2 C45 2.2711(19) . ?
Ru2 Cl2 2.4259(5) . ?
N3 C31 1.296(3) . ?
N3 O3 1.394(2) . ?
N4 O4 1.304(2) . ?
N4 C32 1.318(3) . ?
O3 H3 0.812(16) . ?
C31 C32 1.448(3) . ?
C31 C33 1.490(3) . ?
C32 C34 1.491(3) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C41 C46 1.408(3) . ?
C41 C42 1.438(3) . ?
C41 C47 1.508(3) . ?
C42 C43 1.427(3) . ?
C42 C48 1.509(3) . ?
C43 C44 1.440(3) . ?
C43 C49 1.510(3) . ?
C44 C45 1.406(3) . ?
C44 C50 1.507(3) . ?
C45 C46 1.448(3) . ?
C45 C51 1.508(3) . ?
C46 C52 1.506(3) . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
O11 H110 0.842(17) . ?
O11 H111 0.833(17) . ?
O12 H120 0.816(17) . ?
O12 H121 0.823(18) . ?
O13 H130 0.826(17) . ?
O13 H131 0.825(17) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O12 0.819(16) 1.795(17) 2.610(2) 173(3) .
O3 H3 O11 0.812(16) 1.799(17) 2.601(2) 170(3) .
O11 H110 N2 0.842(17) 2.669(18) 3.484(2) 163(2) .
O11 H110 O2 0.842(17) 1.814(18) 2.649(2) 171(3) .
O11 H111 Cl2 0.833(17) 2.374(19) 3.1703(17) 160(3) .
O12 H120 Cl1 0.816(17) 2.46(2) 3.2018(18) 152(3) .
O12 H121 O13 0.823(18) 1.864(18) 2.686(2) 177(3) .
O13 H130 Cl2 0.826(17) 2.48(2) 3.2416(18) 153(3) 1_455
O13 H131 N4 0.825(17) 2.67(2) 3.364(2) 142(3) 1_455
O13 H131 O4 0.825(17) 1.922(19) 2.731(2) 166(3) 1_455
