# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5Me
_database_code_depnum_ccdc_archive 'CCDC 1406447'
_audit_update_record             
;
2015-07-09 deposited with the CCDC.
2015-07-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ' trans,cis-[RuCl2(CO)2(cppCH3-Np)] '
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'0.45 (C12 H7 Cl2 N3 O4 Ru), 0.45 (C H4 O), 0.55 (C13 H9 Cl2 N3 O4 Ru)'
_chemical_formula_sum            'C13 H9.90 Cl2 N3 O4.45 Ru'
_chemical_formula_weight         451.31

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0020 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N -0.0030 0.0032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O -0.0041 0.0059 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1211 0.1550 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.4671 0.8177 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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'

_cell_length_a                   6.5640(13)
_cell_length_b                   21.643(4)
_cell_length_c                   11.766(2)
_cell_angle_alpha                90
_cell_angle_beta                 103.35(3)
_cell_angle_gamma                90
_cell_volume                     1626.4(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4249
_cell_measurement_theta_min      1.853
_cell_measurement_theta_max      29.085

_exptl_crystal_description       Prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.843
_exptl_crystal_F_000             890
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.050
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.247
_shelx_estimated_absorpt_T_min   0.940
_shelx_estimated_absorpt_T_max   0.940
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           Synchrotron
_diffrn_source                   'Elettra Synchrotron - XRD1 BL'
_diffrn_measurement_device_type  
;
'Huber 4-circles Kappa Goniometer, Pilatus 2M detector'
;
_diffrn_measurement_method       'Rotating crystal'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28444
_diffrn_reflns_av_unetI/netI     0.0160
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.853
_diffrn_reflns_theta_max         29.085
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4507
_reflns_number_gt                4264
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Elettra XRD1 Data Collection SW'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_reduction        'XDS - CCP4'
_computing_structure_solution    'Sir2014 (Burla, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep3 for Windows'
_computing_publication_material  enCIFer/publCIF


_refine_special_details          
;        
Hydrogen atoms were included at calculated positions with isotropic 
Ufactors=1.2Ueq or Ufactors=1.5Ueq for methyl groups. Anisotropic 
thermal motion modeling as then been applied to all atoms. Soft 
distance and thermal motion restrains (DFIX and DELU) have been 
applied to disordered carboxylate group and methanol molecule. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0155P)²+6.7432P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0033(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4507
_refine_ls_number_parameters     230
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0483
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_ref         0.1031
_refine_ls_wR_factor_gt          0.1015
_refine_ls_goodness_of_fit_ref   1.194
_refine_ls_restrained_S_all      1.194
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.30390(5) 0.32755(2) 0.50986(3) 0.02723(10) Uani 1 1 d . . . . .
O2 O -0.0741(6) 0.3156(2) 0.3081(4) 0.0613(11) Uani 1 1 d . . . . .
C2 C 0.0716(7) 0.3191(2) 0.3831(4) 0.0415(10) Uani 1 1 d . . . . .
O1 O 0.5277(5) 0.22698(16) 0.4091(3) 0.0467(8) Uani 1 1 d . . . . .
C1 C 0.4438(7) 0.26558(19) 0.4466(4) 0.0359(9) Uani 1 1 d . . . . .
Cl1 Cl 0.16628(17) 0.25302(4) 0.62182(11) 0.0409(3) Uani 1 1 d . . . . .
Cl2 Cl 0.45357(15) 0.40688(4) 0.41258(9) 0.0324(2) Uani 1 1 d . . . . .
N11 N 0.5448(5) 0.34594(13) 0.6606(3) 0.0256(6) Uani 1 1 d . . . . .
C23 C 0.5032(6) 0.39202(16) 0.7302(3) 0.0288(7) Uani 1 1 d . . . . .
N33 N 0.6328(6) 0.41145(16) 0.8271(3) 0.0343(7) Uani 1 1 d . . . . .
C43 C 0.8209(7) 0.38400(19) 0.8576(4) 0.0357(8) Uani 1 1 d . . . . .
C53 C 0.8786(6) 0.33741(18) 0.7913(4) 0.0318(8) Uani 1 1 d . . . . .
H53 H 1.0133 0.3189 0.8127 0.038 Uiso 1 1 calc R U . . .
C63 C 0.7338(6) 0.31863(17) 0.6927(4) 0.0308(8) Uani 1 1 d . . . . .
H63 H 0.7680 0.2859 0.6467 0.037 Uiso 1 1 calc R U . . .
N12 N 0.1709(5) 0.39794(14) 0.5941(3) 0.0281(6) Uani 1 1 d . . . . .
C223 C 0.2962(6) 0.42137(16) 0.6923(3) 0.0284(7) Uani 1 1 d . . . . .
C333 C 0.2332(7) 0.46963(18) 0.7537(4) 0.0347(8) Uani 1 1 d . . . . .
H333 H 0.3249 0.4858 0.8218 0.042 Uiso 1 1 calc R U . . .
C443 C 0.0329(7) 0.49407(18) 0.7139(4) 0.0368(9) Uani 1 1 d . . . . .
H443 H -0.0138 0.5273 0.7543 0.044 Uiso 1 1 calc R U . . .
C553 C -0.0968(6) 0.46932(16) 0.6150(4) 0.0320(8) Uani 1 1 d . . . . .
H553 H -0.2348 0.4847 0.5870 0.038 Uiso 1 1 calc R U . . .
C663 C -0.0221(6) 0.42171(16) 0.5574(4) 0.0285(7) Uani 1 1 d . . . . .
H663 H -0.1113 0.4051 0.4890 0.034 Uiso 1 1 calc R U . . .
C73 C 0.9642(8) 0.4068(3) 0.9685(5) 0.0514(12) Uani 1 1 d . U . . .
O23 O 0.9032(7) 0.4336(3) 1.0451(5) 0.101(2) Uani 1 1 d . U . . .
O13 O 1.1599(5) 0.39326(16) 0.9714(3) 0.0462(8) Uani 0.55 1 d . U P A 1
C83 C 1.3194(15) 0.4107(5) 1.0790(8) 0.051(2) Uani 0.55 1 d . U P A 1
H83A H 1.2872 0.4519 1.1047 0.076 Uiso 0.55 1 calc R U P A 1
H83B H 1.4587 0.4111 1.0621 0.076 Uiso 0.55 1 calc R U P A 1
H83C H 1.3168 0.3807 1.1410 0.076 Uiso 0.55 1 calc R U P A 1
O13A O 1.1599(5) 0.39326(16) 0.9714(3) 0.0462(8) Uani 0.45 1 d . U P A 2
H13A H 1.2517 0.4020 1.0324 0.069 Uiso 0.45 1 d . U P B 2
OM O 1.4257(17) 0.4182(5) 1.1476(10) 0.073(3) Uani 0.45 1 d . U P C 2
HO H 1.4392 0.4287 1.2176 0.109 Uiso 0.45 1 calc R U P C 2
CM C 1.582(2) 0.3779(7) 1.1391(14) 0.068(3) Uani 0.45 1 d . U P C 2
HMA H 1.6101 0.3808 1.0609 0.102 Uiso 0.45 1 calc R U P C 2
HMB H 1.5393 0.3356 1.1525 0.102 Uiso 0.45 1 calc R U P C 2
HMC H 1.7096 0.3884 1.1978 0.102 Uiso 0.45 1 calc R U P C 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 C1 1.874(4) . ?
Ru1 C2 1.879(5) . ?
Ru1 N12 2.113(3) . ?
Ru1 N11 2.124(3) . ?
Ru1 Cl1 2.3882(11) . ?
Ru1 Cl2 2.3962(10) . ?
O2 C2 1.144(6) . ?
O1 C1 1.144(5) . ?
N11 C63 1.347(5) . ?
N11 C23 1.358(4) . ?
C23 N33 1.324(5) . ?
C23 C223 1.473(5) . ?
N33 C43 1.342(6) . ?
C43 C53 1.380(6) . ?
C43 C73 1.505(7) . ?
C53 C63 1.380(6) . ?
C53 H53 0.9500 . ?
C63 H63 0.9500 . ?
N12 C663 1.343(5) . ?
N12 C223 1.353(5) . ?
C223 C333 1.387(5) . ?
C333 C443 1.394(6) . ?
C333 H333 0.9500 . ?
C443 C553 1.381(6) . ?
C443 H443 0.9500 . ?
C553 C663 1.384(5) . ?
C553 H553 0.9500 . ?
C663 H663 0.9500 . ?
C73 O23 1.215(7) . ?
C73 O13A 1.310(6) . ?
C73 O13 1.310(6) . ?
O13 C83 1.493(9) . ?
C83 H83A 0.9800 . ?
C83 H83B 0.9800 . ?
C83 H83C 0.9800 . ?
O13A H13A 0.8457 . ?
OM CM 1.369(17) . ?
OM HO 0.8400 . ?
CM HMA 0.9800 . ?
CM HMB 0.9800 . ?
CM HMC 0.9800 . ?

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
C1 Ru1 C2 89.85(18) . . ?
C1 Ru1 N12 174.70(17) . . ?
C2 Ru1 N12 95.45(15) . . ?
C1 Ru1 N11 97.31(16) . . ?
C2 Ru1 N11 172.84(14) . . ?
N12 Ru1 N11 77.39(12) . . ?
C1 Ru1 Cl1 91.03(14) . . ?
C2 Ru1 Cl1 91.76(15) . . ?
N12 Ru1 Cl1 88.76(9) . . ?
N11 Ru1 Cl1 88.25(9) . . ?
C1 Ru1 Cl2 91.75(14) . . ?
C2 Ru1 Cl2 92.18(15) . . ?
N12 Ru1 Cl2 88.10(9) . . ?
N11 Ru1 Cl2 87.50(8) . . ?
Cl1 Ru1 Cl2 175.18(4) . . ?
O2 C2 Ru1 177.3(4) . . ?
O1 C1 Ru1 178.8(4) . . ?
C63 N11 C23 117.0(3) . . ?
C63 N11 Ru1 127.7(3) . . ?
C23 N11 Ru1 115.3(3) . . ?
N33 C23 N11 125.0(4) . . ?
N33 C23 C223 119.2(3) . . ?
N11 C23 C223 115.7(4) . . ?
C23 N33 C43 117.2(3) . . ?
N33 C43 C53 121.9(4) . . ?
N33 C43 C73 116.0(4) . . ?
C53 C43 C73 122.1(4) . . ?
C63 C53 C43 117.7(4) . . ?
C63 C53 H53 121.2 . . ?
C43 C53 H53 121.2 . . ?
N11 C63 C53 121.2(3) . . ?
N11 C63 H63 119.4 . . ?
C53 C63 H63 119.4 . . ?
C663 N12 C223 118.2(3) . . ?
C663 N12 Ru1 125.9(3) . . ?
C223 N12 Ru1 115.8(2) . . ?
N12 C223 C333 122.1(4) . . ?
N12 C223 C23 115.7(3) . . ?
C333 C223 C23 122.2(4) . . ?
C223 C333 C443 118.8(4) . . ?
C223 C333 H333 120.6 . . ?
C443 C333 H333 120.6 . . ?
C553 C443 C333 119.1(4) . . ?
C553 C443 H443 120.5 . . ?
C333 C443 H443 120.5 . . ?
C443 C553 C663 118.9(4) . . ?
C443 C553 H553 120.6 . . ?
C663 C553 H553 120.6 . . ?
N12 C663 C553 122.8(4) . . ?
N12 C663 H663 118.6 . . ?
C553 C663 H663 118.6 . . ?
O23 C73 O13A 125.2(5) . . ?
O23 C73 O13 125.2(5) . . ?
O23 C73 C43 123.6(5) . . ?
O13A C73 C43 111.2(4) . . ?
O13 C73 C43 111.2(4) . . ?
C73 O13 C83 117.2(5) . . ?
O13 C83 H83A 109.5 . . ?
O13 C83 H83B 109.5 . . ?
H83A C83 H83B 109.5 . . ?
O13 C83 H83C 109.5 . . ?
H83A C83 H83C 109.5 . . ?
H83B C83 H83C 109.5 . . ?
C73 O13A H13A 118.3 . . ?
CM OM HO 109.5 . . ?
OM CM HMA 109.5 . . ?
OM CM HMB 109.5 . . ?
HMA CM HMB 109.5 . . ?
OM CM HMC 109.5 . . ?
HMA CM HMC 109.5 . . ?
HMB CM HMC 109.5 . . ?

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
C63 N11 C23 N33 -0.8(5) . . . . ?
Ru1 N11 C23 N33 -178.9(3) . . . . ?
C63 N11 C23 C223 179.4(3) . . . . ?
Ru1 N11 C23 C223 1.3(4) . . . . ?
N11 C23 N33 C43 1.1(6) . . . . ?
C223 C23 N33 C43 -179.1(3) . . . . ?
C23 N33 C43 C53 0.0(6) . . . . ?
C23 N33 C43 C73 -179.6(4) . . . . ?
N33 C43 C53 C63 -1.4(6) . . . . ?
C73 C43 C53 C63 178.3(4) . . . . ?
C23 N11 C63 C53 -0.7(5) . . . . ?
Ru1 N11 C63 C53 177.2(3) . . . . ?
C43 C53 C63 N11 1.7(6) . . . . ?
C663 N12 C223 C333 -1.5(5) . . . . ?
Ru1 N12 C223 C333 177.1(3) . . . . ?
C663 N12 C223 C23 178.0(3) . . . . ?
Ru1 N12 C223 C23 -3.4(4) . . . . ?
N33 C23 C223 N12 -178.4(3) . . . . ?
N11 C23 C223 N12 1.4(5) . . . . ?
N33 C23 C223 C333 1.1(5) . . . . ?
N11 C23 C223 C333 -179.0(3) . . . . ?
N12 C223 C333 C443 1.1(6) . . . . ?
C23 C223 C333 C443 -178.5(4) . . . . ?
C223 C333 C443 C553 0.3(6) . . . . ?
C333 C443 C553 C663 -1.1(6) . . . . ?
C223 N12 C663 C553 0.7(5) . . . . ?
Ru1 N12 C663 C553 -177.8(3) . . . . ?
C443 C553 C663 N12 0.7(6) . . . . ?
N33 C43 C73 O23 21.6(8) . . . . ?
C53 C43 C73 O23 -158.0(6) . . . . ?
N33 C43 C73 O13A -159.2(4) . . . . ?
C53 C43 C73 O13A 21.1(7) . . . . ?
N33 C43 C73 O13 -159.2(4) . . . . ?
C53 C43 C73 O13 21.1(7) . . . . ?
O23 C73 O13 C83 1.7(10) . . . . ?
C43 C73 O13 C83 -177.4(6) . . . . ?

_refine_diff_density_max         0.869
_refine_diff_density_min         -2.261
_refine_diff_density_rms         0.113


_exptl_crystal_recrystallization_method 
'spontaneous precipitation from the reaction mixture; solvent: methanol'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_7
_database_code_depnum_ccdc_archive 'CCDC 1406448'
_audit_update_record             
;
2015-06-12 deposited with the CCDC.
2015-07-20 downloaded from the CCDC.
;



_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H21 Cl2 N3 O2 Ru S2'
_chemical_formula_sum            'C14 H21 Cl2 N3 O2 Ru S2'
_chemical_formula_weight         499.43

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0020 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 -0.0030 0.0032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O -0.0041 0.0059 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1028 0.1208 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1211 0.1550 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.4671 0.8177 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.275(2)
_cell_length_b                   9.618(2)
_cell_length_c                   12.681(3)
_cell_angle_alpha                82.67(3)
_cell_angle_beta                 73.04(3)
_cell_angle_gamma                78.60(3)
_cell_volume                     943.7(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1706
_cell_measurement_theta_min      2.133
_cell_measurement_theta_max      30.000

_exptl_crystal_description       Prism
_exptl_crystal_colour            Red-orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.758
_exptl_crystal_F_000             504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.050
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.275
_shelx_estimated_absorpt_T_min   0.939
_shelx_estimated_absorpt_T_max   0.939
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           Synchrotron
_diffrn_source                   'Elettra Synchrotron - XRD1 BL'
_diffrn_measurement_device_type  
;
'Huber 4-circles Kappa Goniometer, Pilatus 2M detector'
;
_diffrn_measurement_method       'Rotating crystal'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            51595
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.133
_diffrn_reflns_theta_max         30.000
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             5690
_reflns_number_gt                5387
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0


_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;


_computing_data_collection       'Elettra XRD1 Data Collection SW'
_computing_cell_refinement       XDS
_computing_data_reduction        'XDS - CCP4'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep3 for Windows'
_computing_publication_material  enCIFer/publCIF


_refine_special_details          
;        
Hydrogen atoms were included at calculated positions with isotropic 
Ufactors=1.2Ueq or Ufactors=1.5Ueq for methyl groups. Anisotropic 
thermal motion modeling as then been applied to all atoms. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0133P)²+2.1502P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0108(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5690
_refine_ls_number_parameters     224
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.0789
_refine_ls_wR_factor_gt          0.0779
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_restrained_S_all      1.138
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.36673(2) 0.72634(2) 0.26889(2) 0.02363(7) Uani 1 1 d . . . . .
O5 O 0.3350(3) 0.6266(2) 0.52903(16) 0.0334(4) Uani 1 1 d . . . . .
S1 S 0.40247(8) 0.73292(8) 0.44112(5) 0.02712(13) Uani 1 1 d . . . . .
C25 C 0.6235(3) 0.7221(3) 0.4318(2) 0.0315(5) Uani 1 1 d . . . . .
H2A5 H 0.6355 0.7398 0.5033 0.047 Uiso 1 1 calc R U . . .
H2B5 H 0.6715 0.7934 0.3751 0.047 Uiso 1 1 calc R U . . .
H2C5 H 0.6852 0.6270 0.4117 0.047 Uiso 1 1 calc R U . . .
C15 C 0.3202(4) 0.9028(4) 0.4954(3) 0.0403(7) Uani 1 1 d . . . . .
H1A5 H 0.1954 0.9227 0.5084 0.060 Uiso 1 1 calc R U . . .
H1B5 H 0.3714 0.9761 0.4423 0.060 Uiso 1 1 calc R U . . .
H1C5 H 0.3485 0.9029 0.5652 0.060 Uiso 1 1 calc R U . . .
O6 O 0.2495(3) 0.6169(2) 0.07310(16) 0.0345(4) Uani 1 1 d . . . . .
S2 S 0.33076(8) 0.72942(7) 0.09561(5) 0.02626(13) Uani 1 1 d . . . . .
C26 C 0.5299(4) 0.7272(3) -0.0081(2) 0.0313(5) Uani 1 1 d . . . . .
H2A6 H 0.5974 0.6311 -0.0085 0.047 Uiso 1 1 calc R U . . .
H2B6 H 0.5934 0.7942 0.0078 0.047 Uiso 1 1 calc R U . . .
H2C6 H 0.5085 0.7550 -0.0805 0.047 Uiso 1 1 calc R U . . .
C16 C 0.2209(4) 0.8963(3) 0.0554(3) 0.0378(6) Uani 1 1 d . . . . .
H1A6 H 0.2265 0.8999 -0.0231 0.057 Uiso 1 1 calc R U . . .
H1B6 H 0.2747 0.9726 0.0677 0.057 Uiso 1 1 calc R U . . .
H1C6 H 0.1007 0.9087 0.0994 0.057 Uiso 1 1 calc R U . . .
Cl1 Cl 0.08605(9) 0.87185(10) 0.32832(6) 0.04322(19) Uani 1 1 d . . . . .
Cl2 Cl 0.50569(9) 0.93353(7) 0.20699(6) 0.03334(14) Uani 1 1 d . . . . .
N33 N 0.6969(3) 0.3347(2) 0.20496(17) 0.0267(4) Uani 1 1 d . . . . .
N11 N 0.5905(2) 0.5833(2) 0.22238(16) 0.0222(4) Uani 1 1 d . . . . .
N12 N 0.2761(3) 0.5368(3) 0.31002(16) 0.0278(4) Uani 1 1 d . . . . .
C43 C 0.8572(3) 0.3627(3) 0.1627(2) 0.0286(5) Uani 1 1 d . . . . .
C53 C 0.8894(3) 0.5014(3) 0.1498(2) 0.0289(5) Uani 1 1 d . . . . .
H53 H 1.0028 0.5209 0.1207 0.035 Uiso 1 1 calc R U . . .
C63 C 0.7523(3) 0.6096(3) 0.1803(2) 0.0265(5) Uani 1 1 d . . . . .
H63 H 0.7721 0.7049 0.1715 0.032 Uiso 1 1 calc R U . . .
C23 C 0.5708(3) 0.4450(3) 0.23391(18) 0.0233(4) Uani 1 1 d . . . . .
C73 C 0.9987(4) 0.2400(4) 0.1283(3) 0.0444(7) Uani 1 1 d . . . . .
H7A3 H 0.9745 0.1562 0.1791 0.067 Uiso 1 1 calc R U . . .
H7B3 H 1.1073 0.2642 0.1302 0.067 Uiso 1 1 calc R U . . .
H7C3 H 1.0068 0.2193 0.0530 0.067 Uiso 1 1 calc R U . . .
C223 C 0.3939(3) 0.4188(3) 0.28174(19) 0.0263(5) Uani 1 1 d . . . . .
C333 C 0.3524(4) 0.2850(3) 0.2953(2) 0.0319(6) Uani 1 1 d . . . . .
H333 H 0.4389 0.2048 0.2738 0.038 Uiso 1 1 calc R U . . .
C443 C 0.1826(4) 0.2686(4) 0.3406(2) 0.0399(7) Uani 1 1 d . . . . .
H443 H 0.1501 0.1775 0.3496 0.048 Uiso 1 1 calc R U . . .
C553 C 0.0625(4) 0.3874(4) 0.3724(2) 0.0413(8) Uani 1 1 d . . . . .
H553 H -0.0543 0.3790 0.4054 0.050 Uiso 1 1 calc R U . . .
C663 C 0.1124(3) 0.5195(4) 0.3560(2) 0.0364(7) Uani 1 1 d . . . . .
H663 H 0.0279 0.6007 0.3779 0.044 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 N12 2.056(3) . ?
Ru1 N11 2.057(2) . ?
Ru1 S2 2.2977(8) . ?
Ru1 S1 2.2980(8) . ?
Ru1 Cl1 2.4256(11) . ?
Ru1 Cl2 2.4269(10) . ?
O5 S1 1.474(2) . ?
S1 C25 1.781(3) . ?
S1 C15 1.783(3) . ?
O6 S2 1.478(2) . ?
S2 C16 1.774(3) . ?
S2 C26 1.782(3) . ?
N33 C23 1.337(3) . ?
N33 C43 1.345(3) . ?
N11 C63 1.351(3) . ?
N11 C23 1.356(3) . ?
N12 C663 1.345(3) . ?
N12 C223 1.353(4) . ?
C43 C53 1.392(4) . ?
C43 C73 1.497(4) . ?
C53 C63 1.378(4) . ?
C23 C223 1.470(3) . ?
C223 C333 1.373(4) . ?
C333 C443 1.387(4) . ?
C443 C553 1.376(5) . ?
C553 C663 1.384(5) . ?

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
N12 Ru1 N11 79.01(9) . . ?
N12 Ru1 S2 89.10(6) . . ?
N11 Ru1 S2 89.47(6) . . ?
N12 Ru1 S1 93.04(6) . . ?
N11 Ru1 S1 91.75(6) . . ?
S2 Ru1 S1 177.71(3) . . ?
N12 Ru1 Cl1 94.46(7) . . ?
N11 Ru1 Cl1 173.44(6) . . ?
S2 Ru1 Cl1 89.85(4) . . ?
S1 Ru1 Cl1 89.16(4) . . ?
N12 Ru1 Cl2 172.98(6) . . ?
N11 Ru1 Cl2 94.22(7) . . ?
S2 Ru1 Cl2 88.97(4) . . ?
S1 Ru1 Cl2 89.01(4) . . ?
Cl1 Ru1 Cl2 92.28(4) . . ?
O5 S1 C25 107.53(13) . . ?
O5 S1 C15 106.74(15) . . ?
C25 S1 C15 99.72(15) . . ?
O5 S1 Ru1 118.23(9) . . ?
C25 S1 Ru1 110.26(9) . . ?
C15 S1 Ru1 112.65(11) . . ?
O6 S2 C16 108.02(14) . . ?
O6 S2 C26 106.71(13) . . ?
C16 S2 C26 99.10(15) . . ?
O6 S2 Ru1 118.37(9) . . ?
C16 S2 Ru1 111.80(11) . . ?
C26 S2 Ru1 111.00(10) . . ?
C23 N33 C43 117.4(2) . . ?
C63 N11 C23 116.4(2) . . ?
C63 N11 Ru1 128.50(18) . . ?
C23 N11 Ru1 115.05(16) . . ?
C663 N12 C223 117.4(3) . . ?
C663 N12 Ru1 126.8(2) . . ?
C223 N12 Ru1 115.63(17) . . ?
N33 C43 C53 120.9(2) . . ?
N33 C43 C73 117.7(3) . . ?
C53 C43 C73 121.3(3) . . ?
C63 C53 C43 118.2(2) . . ?
N11 C63 C53 121.5(3) . . ?
N33 C23 N11 125.4(2) . . ?
N33 C23 C223 119.1(2) . . ?
N11 C23 C223 115.4(2) . . ?
N12 C223 C333 123.0(2) . . ?
N12 C223 C23 114.6(2) . . ?
C333 C223 C23 122.4(3) . . ?
C223 C333 C443 119.1(3) . . ?
C553 C443 C333 118.3(3) . . ?
C443 C553 C663 119.8(3) . . ?
N12 C663 C553 122.3(3) . . ?

_refine_diff_density_max         1.111
_refine_diff_density_min         -0.866
_refine_diff_density_rms         0.107

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_8
_database_code_depnum_ccdc_archive 'CCDC 1406449'
_audit_update_record             
;
2015-06-12 deposited with the CCDC.
2015-07-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H21 Cl2 N3 O2 Ru S2'
_chemical_formula_sum            'C14 H21 Cl2 N3 O2 Ru S2'
_chemical_formula_weight         499.43

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0020 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 -0.0030 0.0032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O -0.0041 0.0059 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1028 0.1208 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1211 0.1550 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.4671 0.8177 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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'

_cell_length_a                   13.0180(4)
_cell_length_b                   8.2120(8)
_cell_length_c                   17.5210(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.934(19)
_cell_angle_gamma                90
_cell_volume                     1872.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2987
_cell_measurement_theta_min      2.889
_cell_measurement_theta_max      30.951

_exptl_crystal_description       Prism
_exptl_crystal_colour            Red-orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.772
_exptl_crystal_F_000             1008
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.285
_shelx_estimated_absorpt_T_min   0.904
_shelx_estimated_absorpt_T_max   0.939
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           Synchrotron
_diffrn_source                   'Elettra Synchrotron - XRD1 BL'
_diffrn_measurement_device_type  
;
'Huber 4-circles Kappa Goniometer, Pilatus 2M detector'
;
_diffrn_measurement_method       'Rotating crystal'

_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23331
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.889
_diffrn_reflns_theta_max         30.956
_diffrn_reflns_theta_full        24.834
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             6013
_reflns_number_gt                5677
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0


_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Elettra XRD1 Data Collection SW'
_computing_cell_refinement       XDS
_computing_data_reduction        'XDS - CCP4'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep3 for Windows'
_computing_publication_material  enCIFer/publCIF


_refine_special_details          
;        
Hydrogen atoms were included at calculated positions with isotropic 
Ufactors=1.2Ueq or Ufactors=1.5Ueq for methyl groups. Anisotropic 
thermal motion modeling as then been applied to all atoms. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0232P)²+1.5130P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6013
_refine_ls_number_parameters     222
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0263
_refine_ls_R_factor_gt           0.0247
_refine_ls_wR_factor_ref         0.0629
_refine_ls_wR_factor_gt          0.0619
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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 0.73083(2) 0.03449(2) 0.36416(2) 0.01534(4) Uani 1 1 d . . . . .
Cl1 Cl 0.73282(3) -0.22104(5) 0.29320(2) 0.02172(7) Uani 1 1 d . . . . .
Cl2 Cl 0.71537(3) 0.19638(5) 0.24898(2) 0.02339(7) Uani 1 1 d . . . . .
O4 O 0.49700(9) 0.12839(17) 0.41079(8) 0.0304(3) Uani 1 1 d . . . . .
S1 S 0.55697(3) 0.00960(5) 0.36644(2) 0.01974(7) Uani 1 1 d . . . . .
C24 C 0.51417(12) -0.1877(2) 0.39555(10) 0.0252(3) Uani 1 1 d . . . . .
H2A4 H 0.5237 -0.1984 0.4511 0.038 Uiso 1 1 calc R U . . .
H2B4 H 0.5542 -0.2718 0.3703 0.038 Uiso 1 1 calc R U . . .
H2C4 H 0.4412 -0.2007 0.3812 0.038 Uiso 1 1 calc R U . . .
C14 C 0.50105(14) 0.0088(3) 0.27184(11) 0.0300(3) Uani 1 1 d . . . . .
H1A4 H 0.4275 -0.0156 0.2740 0.045 Uiso 1 1 calc R U . . .
H1B4 H 0.5347 -0.0745 0.2413 0.045 Uiso 1 1 calc R U . . .
H1C4 H 0.5103 0.1159 0.2484 0.045 Uiso 1 1 calc R U . . .
O6 O 0.74070(10) 0.24813(16) 0.51708(7) 0.0269(2) Uani 1 1 d . . . . .
S2 S 0.73814(3) 0.26513(5) 0.43282(2) 0.01953(7) Uani 1 1 d . . . . .
C26 C 0.64392(13) 0.4162(2) 0.40875(11) 0.0279(3) Uani 1 1 d . . . . .
H2A6 H 0.5752 0.3730 0.4178 0.042 Uiso 1 1 calc R U . . .
H2B6 H 0.6487 0.4456 0.3548 0.042 Uiso 1 1 calc R U . . .
H2C6 H 0.6561 0.5131 0.4405 0.042 Uiso 1 1 calc R U . . .
C16 C 0.84924(13) 0.3795(2) 0.40912(11) 0.0278(3) Uani 1 1 d . . . . .
H1A6 H 0.8481 0.4852 0.4350 0.042 Uiso 1 1 calc R U . . .
H1B6 H 0.8494 0.3962 0.3537 0.042 Uiso 1 1 calc R U . . .
H1C6 H 0.9112 0.3197 0.4256 0.042 Uiso 1 1 calc R U . . .
N33 N 0.90192(10) -0.26273(16) 0.51640(8) 0.0199(2) Uani 1 1 d . . . . .
N11 N 0.76880(9) -0.09754(16) 0.46050(7) 0.0175(2) Uani 1 1 d . . . . .
N12 N 0.89146(9) 0.01697(16) 0.35795(7) 0.0175(2) Uani 1 1 d . . . . .
C43 C 0.83843(12) -0.31067(19) 0.57120(9) 0.0212(3) Uani 1 1 d . . . . .
C53 C 0.74115(12) -0.2397(2) 0.57634(9) 0.0238(3) Uani 1 1 d . . . . .
H53 H 0.6983 -0.2648 0.6175 0.029 Uiso 1 1 calc R U . . .
C63 C 0.70946(11) -0.1324(2) 0.52001(9) 0.0219(3) Uani 1 1 d . . . . .
H63 H 0.6442 -0.0815 0.5231 0.026 Uiso 1 1 calc R U . . .
C23 C 0.86545(11) -0.15724(18) 0.46425(8) 0.0173(2) Uani 1 1 d . . . . .
C73 C 0.87370(15) -0.4397(2) 0.62566(10) 0.0282(3) Uani 1 1 d . . . . .
H7A3 H 0.8326 -0.5383 0.6169 0.042 Uiso 1 1 calc R U . . .
H7B3 H 0.8655 -0.4017 0.6781 0.042 Uiso 1 1 calc R U . . .
H7C3 H 0.9463 -0.4641 0.6178 0.042 Uiso 1 1 calc R U . . .
C223 C 0.93446(10) -0.09313(18) 0.40663(8) 0.0176(2) Uani 1 1 d . . . . .
C333 C 1.03740(11) -0.13762(19) 0.40451(9) 0.0208(3) Uani 1 1 d . . . . .
H333 H 1.0655 -0.2149 0.4397 0.025 Uiso 1 1 calc R U . . .
C443 C 1.09836(12) -0.0670(2) 0.34997(10) 0.0241(3) Uani 1 1 d . . . . .
H443 H 1.1689 -0.0954 0.3472 0.029 Uiso 1 1 calc R U . . .
C553 C 1.05460(12) 0.0455(2) 0.29962(9) 0.0239(3) Uani 1 1 d . . . . .
H553 H 1.0948 0.0954 0.2619 0.029 Uiso 1 1 calc R U . . .
C663 C 0.95103(12) 0.0846(2) 0.30502(9) 0.0213(3) Uani 1 1 d . . . . .
H663 H 0.9213 0.1615 0.2703 0.026 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 N11 2.0525(12) . ?
Ru1 N12 2.1025(12) . ?
Ru1 S2 2.2441(4) . ?
Ru1 S1 2.2742(4) . ?
Ru1 Cl2 2.4193(4) . ?
Ru1 Cl1 2.4396(4) . ?
O4 S1 1.4852(13) . ?
S1 C14 1.7876(18) . ?
S1 C24 1.7932(17) . ?
O6 S2 1.4821(13) . ?
S2 C16 1.7849(17) . ?
S2 C26 1.7853(17) . ?
N33 C23 1.3347(19) . ?
N33 C43 1.347(2) . ?
N11 C63 1.3491(18) . ?
N11 C23 1.3499(17) . ?
N12 C663 1.3487(19) . ?
N12 C223 1.3512(19) . ?
C43 C53 1.400(2) . ?
C43 C73 1.488(2) . ?
C53 C63 1.376(2) . ?
C23 C223 1.471(2) . ?
C223 C333 1.3906(19) . ?
C333 C443 1.389(2) . ?
C443 C553 1.387(3) . ?
C553 C663 1.392(2) . ?

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
N11 Ru1 N12 78.11(5) . . ?
N11 Ru1 S2 90.02(4) . . ?
N12 Ru1 S2 93.51(4) . . ?
N11 Ru1 S1 98.64(4) . . ?
N12 Ru1 S1 170.71(4) . . ?
S2 Ru1 S1 95.202(17) . . ?
N11 Ru1 Cl2 170.83(3) . . ?
N12 Ru1 Cl2 92.83(4) . . ?
S2 Ru1 Cl2 89.096(15) . . ?
S1 Ru1 Cl2 90.53(2) . . ?
N11 Ru1 Cl1 87.61(4) . . ?
N12 Ru1 Cl1 83.52(4) . . ?
S2 Ru1 Cl1 176.523(13) . . ?
S1 Ru1 Cl1 87.671(17) . . ?
Cl2 Ru1 Cl1 92.842(15) . . ?
O4 S1 C14 106.43(9) . . ?
O4 S1 C24 105.71(8) . . ?
C14 S1 C24 98.02(9) . . ?
O4 S1 Ru1 119.42(6) . . ?
C14 S1 Ru1 111.00(6) . . ?
C24 S1 Ru1 113.90(6) . . ?
O6 S2 C16 106.87(8) . . ?
O6 S2 C26 107.03(8) . . ?
C16 S2 C26 97.76(9) . . ?
O6 S2 Ru1 116.98(5) . . ?
C16 S2 Ru1 109.83(6) . . ?
C26 S2 Ru1 116.33(6) . . ?
C23 N33 C43 117.72(13) . . ?
C63 N11 C23 116.26(13) . . ?
C63 N11 Ru1 128.27(10) . . ?
C23 N11 Ru1 115.47(10) . . ?
C663 N12 C223 118.30(13) . . ?
C663 N12 Ru1 127.11(11) . . ?
C223 N12 Ru1 113.88(9) . . ?
N33 C43 C53 120.16(14) . . ?
N33 C43 C73 118.80(14) . . ?
C53 C43 C73 121.03(15) . . ?
C63 C53 C43 118.07(14) . . ?
N11 C63 C53 121.63(14) . . ?
N33 C23 N11 125.35(13) . . ?
N33 C23 C223 119.38(12) . . ?
N11 C23 C223 115.24(13) . . ?
N12 C223 C333 122.55(13) . . ?
N12 C223 C23 115.02(12) . . ?
C333 C223 C23 122.38(13) . . ?
C443 C333 C223 118.81(15) . . ?
C553 C443 C333 118.93(14) . . ?
C443 C553 C663 119.24(15) . . ?
N12 C663 C553 122.16(15) . . ?

_refine_diff_density_max         0.577
_refine_diff_density_min         -1.087
_refine_diff_density_rms         0.094

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_10
_database_code_depnum_ccdc_archive 'CCDC 1406450'
_audit_update_record             
;
2015-07-10 deposited with the CCDC.
2015-07-20 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        trans,cis-[RuCl2(dmso-S)2(mpp-Np)]
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '3(C14 H21 Cl2 N3 O2 Ru S2), C H4 O'
_chemical_formula_sum            'C43 H67 Cl6 N9 O7 Ru3 S6'
_chemical_formula_weight         1530.31
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source

Ru Ru -1.2885 0.8177 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1456 0.1550 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0030 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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0105 0.0059 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0059 0.0032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
_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.
;
loop_
_space_group_symop_operation_xyz

'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
_cell_length_a                   23.0660(14)
_cell_length_b                   23.0660(14)
_cell_length_c                   19.425(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     8950(2)
_cell_formula_units_Z            6
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    32076
_cell_measurement_theta_min      1.440
_cell_measurement_theta_max      28.184
_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.704
_exptl_crystal_F_000             4644
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.225
_shelx_estimated_absorpt_T_min   0.792
_shelx_estimated_absorpt_T_max   0.887
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_correction_T_min  0.637
_exptl_absorpt_correction_T_max  1.142
_exptl_absorpt_process_details   
;
        Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56
        Cubic fit to sin(theta)/lambda - 24 parameters
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           synchrotron
_diffrn_source                   'Elettra Synchrotron - XRD1 BL'
_diffrn_measurement_device_type  
;
Huber 4-circles Kappa Goniometer, Pilatus 2M detector
;
_diffrn_measurement_method       'Rotating crystal'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            48116
_diffrn_reflns_av_unetI/netI     0.0128
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.440
_diffrn_reflns_theta_max         28.184
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.973
_reflns_number_total             4993
_reflns_number_gt                4846
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'Elettra XRD1 Data Collection SW'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_reduction        'XDS - CCP4'
_computing_structure_solution    'Sir2014 (Burla, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep3 for Windows'
_computing_publication_material  'private software'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.00159(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4993
_refine_ls_number_parameters     242
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0367
_refine_ls_wR_factor_ref         0.1298
_refine_ls_wR_factor_gt          0.1289
_refine_ls_goodness_of_fit_ref   1.246
_refine_ls_restrained_S_all      1.244
_refine_ls_shift/su_max          0.070
_refine_ls_shift/su_mean         0.002
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 0.13920(2) 0.40975(2) 0.03206(2) 0.02331(12) Uani 1 1 d . . . . .
Cl1 Cl 0.14854(3) 0.44437(3) 0.14908(3) 0.03249(15) Uani 1 1 d . . . . .
Cl2 Cl 0.12930(2) 0.36804(3) -0.08265(2) 0.02995(14) Uani 1 1 d . . . . .
S1 S 0.07601(2) 0.45829(2) 0.00477(3) 0.02709(14) Uani 1 1 d . . . . .
C11 C 0.07967(12) 0.48219(12) -0.08292(12) 0.0377(5) Uani 1 1 d . . . . .
H11A H 0.1265 0.5087 -0.0973 0.057 Uiso 1 1 calc R U . . .
H11B H 0.0567 0.4420 -0.1117 0.057 Uiso 1 1 calc R U . . .
H11C H 0.0578 0.5090 -0.0880 0.057 Uiso 1 1 calc R U . . .
O11 O 0.00323(8) 0.41884(9) 0.02039(9) 0.0382(4) Uani 1 1 d . . . . .
C12 C 0.10394(13) 0.53635(12) 0.04691(14) 0.0429(6) Uani 1 1 d . . . . .
H12A H 0.1520 0.5655 0.0389 0.064 Uiso 1 1 calc R U . . .
H12B H 0.0797 0.5578 0.0286 0.064 Uiso 1 1 calc R U . . .
H12C H 0.0955 0.5288 0.0965 0.064 Uiso 1 1 calc R U . . .
S2 S 0.23340(3) 0.50461(3) 0.00058(3) 0.03555(16) Uani 1 1 d . . . . .
C21 C 0.29022(12) 0.49020(16) -0.05073(14) 0.0482(6) Uani 1 1 d . . . . .
H21A H 0.2977 0.4565 -0.0283 0.072 Uiso 1 1 calc R U . . .
H21B H 0.2708 0.4742 -0.0965 0.072 Uiso 1 1 calc R U . . .
H21C H 0.3329 0.5321 -0.0553 0.072 Uiso 1 1 calc R U . . .
O21 O 0.22618(10) 0.55595(11) -0.03839(14) 0.0620(6) Uani 1 1 d . . . . .
C22 C 0.28780(11) 0.55120(11) 0.07116(15) 0.0424(5) Uani 1 1 d . . . . .
H22A H 0.2956 0.5210 0.1002 0.064 Uiso 1 1 calc R U . . .
H22B H 0.3306 0.5866 0.0530 0.064 Uiso 1 1 calc R U . . .
H22C H 0.2667 0.5713 0.0986 0.064 Uiso 1 1 calc R U . . .
N31 N 0.05633(8) 0.31439(8) 0.05871(8) 0.0258(3) Uani 1 1 d . . . . .
N32 N 0.18512(8) 0.35392(8) 0.06335(8) 0.0263(3) Uani 1 1 d . . . . .
C31 C -0.00861(10) 0.29554(11) 0.06750(10) 0.0312(4) Uani 1 1 d . . . . .
H31 H -0.0222 0.3281 0.0650 0.037 Uiso 1 1 calc R U . . .
C32 C -0.05639(10) 0.22857(11) 0.08026(11) 0.0339(4) Uani 1 1 d . . . . .
H32 H -0.1019 0.2157 0.0882 0.041 Uiso 1 1 calc R U . . .
C33 C -0.03577(11) 0.18130(11) 0.08102(11) 0.0343(4) Uani 1 1 d . . . . .
N33 N 0.02855(10) 0.20041(9) 0.07511(9) 0.0325(4) Uani 1 1 d . . . . .
C35 C 0.07159(10) 0.26551(10) 0.06625(10) 0.0271(4) Uani 1 1 d . . . . .
C36 C 0.14315(10) 0.28755(9) 0.07092(10) 0.0267(4) Uani 1 1 d . . . . .
C37 C 0.16432(11) 0.24260(11) 0.09043(12) 0.0345(4) Uani 1 1 d . . . . .
H37 H 0.1331 0.1962 0.0950 0.041 Uiso 1 1 calc R U . . .
C38 C 0.23224(12) 0.26767(12) 0.10304(14) 0.0389(5) Uani 1 1 d . . . . .
H38 H 0.2486 0.2384 0.1142 0.047 Uiso 1 1 calc R U . . .
C39 C 0.27505(11) 0.33564(11) 0.09906(13) 0.0365(5) Uani 1 1 d . . . . .
H39 H 0.3211 0.3543 0.1101 0.044 Uiso 1 1 calc R U . . .
C310 C 0.24988(11) 0.37673(10) 0.07859(11) 0.0305(4) Uani 1 1 d . . . . .
H310 H 0.2802 0.4235 0.0752 0.037 Uiso 1 1 calc R U . . .
C311 C -0.08389(13) 0.10814(13) 0.09046(14) 0.0441(5) Uani 1 1 d . . . . .
H31A H -0.1295 0.1007 0.0941 0.066 Uiso 1 1 calc R U . . .
H31B H -0.0811 0.0834 0.0509 0.066 Uiso 1 1 calc R U . . .
H31C H -0.0726 0.0925 0.1326 0.066 Uiso 1 1 calc R U . . .
O41 O 0.27094(11) 0.6364(3) -0.1655(3) 0.0600(17) Uani 0.3333 1 d D . P . .
H42 H 0.2553(7) 0.5951(6) -0.160(6) 0.090 Uiso 0.3333 1 d D U P . .
C41 C 0.3333 0.6667 -0.1584(4) 0.098(3) Uani 1 3 d DS T P . .
H41A H 0.3506(3) 0.71505(7) -0.1587(13) 0.147 Uiso 0.3333 1 d D U P . .
H41B H 0.3447(4) 0.6537(9) -0.1147(7) 0.147 Uiso 0.3333 1 d D U P . .
H41C H 0.3533(4) 0.6548(9) -0.1965(8) 0.147 Uiso 0.3333 1 d D U P . .
_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 N32 2.1246(16) . ?
Ru1 N31 2.1344(17) . ?
Ru1 S2 2.2646(5) . ?
Ru1 S1 2.3002(5) . ?
Ru1 Cl1 2.3829(6) . ?
Ru1 Cl2 2.3924(6) . ?
S1 O11 1.4869(16) . ?
S1 C11 1.779(2) . ?
S1 C12 1.780(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
S2 O21 1.4832(18) . ?
S2 C21 1.805(3) . ?
S2 C22 1.806(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
N31 C31 1.346(3) . ?
N31 C35 1.347(3) . ?
N32 C310 1.345(3) . ?
N32 C36 1.349(2) . ?
C31 C32 1.400(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.391(3) . ?
C32 H32 0.9500 . ?
C33 N33 1.325(3) . ?
C33 C311 1.497(3) . ?
N33 C35 1.334(3) . ?
C35 C36 1.467(3) . ?
C36 C37 1.401(3) . ?
C37 C38 1.394(3) . ?
C37 H37 0.9500 . ?
C38 C39 1.375(3) . ?
C38 H38 0.9500 . ?
C39 C310 1.394(3) . ?
C39 H39 0.9500 . ?
C310 H310 0.9500 . ?
C311 H31A 0.9800 . ?
C311 H31B 0.9800 . ?
C311 H31C 0.9800 . ?
O41 C41 1.254(2) . ?
O41 H42 0.8400(11) . ?
C41 O41 1.254(2) 2_665 ?
C41 O41 1.254(2) 3_565 ?
C41 H41A 0.9796(10) . ?
C41 H41B 0.9796(10) . ?
C41 H41C 0.9796(10) . ?
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

N32 Ru1 N31 76.52(7) . . ?
N32 Ru1 S2 97.74(5) . . ?
N31 Ru1 S2 173.44(5) . . ?
N32 Ru1 S1 172.00(5) . . ?
N31 Ru1 S1 95.66(5) . . ?
S2 Ru1 S1 90.161(19) . . ?
N32 Ru1 Cl1 86.64(4) . . ?
N31 Ru1 Cl1 89.91(5) . . ?
S2 Ru1 Cl1 92.96(2) . . ?
S1 Ru1 Cl1 91.712(18) . . ?
N32 Ru1 Cl2 89.94(4) . . ?
N31 Ru1 Cl2 87.43(5) . . ?
S2 Ru1 Cl2 89.40(2) . . ?
S1 Ru1 Cl2 91.421(18) . . ?
Cl1 Ru1 Cl2 176.075(18) . . ?
O11 S1 C11 104.42(11) . . ?
O11 S1 C12 104.60(12) . . ?
C11 S1 C12 100.94(13) . . ?
O11 S1 Ru1 116.84(7) . . ?
C11 S1 Ru1 115.34(8) . . ?
C12 S1 Ru1 112.92(8) . . ?
S1 C11 H11A 109.5 . . ?
S1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
S1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
S1 C12 H12A 109.5 . . ?
S1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
S1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O21 S2 C21 104.30(14) . . ?
O21 S2 C22 103.56(13) . . ?
C21 S2 C22 100.16(12) . . ?
O21 S2 Ru1 118.21(8) . . ?
C21 S2 Ru1 113.92(10) . . ?
C22 S2 Ru1 114.55(9) . . ?
S2 C21 H21A 109.5 . . ?
S2 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
S2 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
S2 C22 H22A 109.5 . . ?
S2 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
S2 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C31 N31 C35 115.49(17) . . ?
C31 N31 Ru1 129.97(14) . . ?
C35 N31 Ru1 114.51(13) . . ?
C310 N32 C36 116.50(17) . . ?
C310 N32 Ru1 128.20(14) . . ?
C36 N32 Ru1 115.26(13) . . ?
N31 C31 C32 120.9(2) . . ?
N31 C31 H31 119.5 . . ?
C32 C31 H31 119.5 . . ?
C33 C32 C31 118.5(2) . . ?
C33 C32 H32 120.7 . . ?
C31 C32 H32 120.7 . . ?
N33 C33 C32 120.2(2) . . ?
N33 C33 C311 117.5(2) . . ?
C32 C33 C311 122.3(2) . . ?
C33 N33 C35 117.71(19) . . ?
N33 C35 N31 126.70(19) . . ?
N33 C35 C36 117.20(18) . . ?
N31 C35 C36 115.88(17) . . ?
N32 C36 C37 123.46(18) . . ?
N32 C36 C35 115.53(17) . . ?
C37 C36 C35 120.56(18) . . ?
C38 C37 C36 118.41(19) . . ?
C38 C37 H37 120.8 . . ?
C36 C37 H37 120.8 . . ?
C39 C38 C37 118.7(2) . . ?
C39 C38 H38 120.6 . . ?
C37 C38 H38 120.6 . . ?
C38 C39 C310 119.0(2) . . ?
C38 C39 H39 120.5 . . ?
C310 C39 H39 120.5 . . ?
N32 C310 C39 123.73(19) . . ?
N32 C310 H310 118.1 . . ?
C39 C310 H310 118.1 . . ?
C33 C311 H31A 109.5 . . ?
C33 C311 H31B 109.5 . . ?
H31A C311 H31B 109.5 . . ?
C33 C311 H31C 109.5 . . ?
H31A C311 H31C 109.5 . . ?
H31B C311 H31C 109.5 . . ?
C41 O41 H42 109.8(2) . . ?
O41 C41 O41 118.83(17) 2_665 . ?
O41 C41 O41 118.84(17) 2_665 3_565 ?
O41 C41 O41 118.83(17) . 3_565 ?
O41 C41 H41A 130.1(4) 2_665 . ?
O41 C41 H41A 109.43(15) . . ?
O41 C41 H41A 12.0(9) 3_565 . ?
O41 C41 H41B 66.5(13) 2_665 . ?
O41 C41 H41B 109.43(15) . . ?
O41 C41 H41B 110.5(12) 3_565 . ?
H41A C41 H41B 109.51(16) . . ?
O41 C41 H41C 43.5(13) 2_665 . ?
O41 C41 H41C 109.43(15) . . ?
O41 C41 H41C 98.5(12) 3_565 . ?
H41A C41 H41C 109.52(16) . . ?
H41B C41 H41C 109.52(16) . . ?
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

C35 N31 C31 C32 -3.0(3) . . . . ?
Ru1 N31 C31 C32 175.33(15) . . . . ?
N31 C31 C32 C33 -2.5(3) . . . . ?
C31 C32 C33 N33 5.2(3) . . . . ?
C31 C32 C33 C311 -176.6(2) . . . . ?
C32 C33 N33 C35 -2.2(3) . . . . ?
C311 C33 N33 C35 179.6(2) . . . . ?
C33 N33 C35 N31 -4.0(3) . . . . ?
C33 N33 C35 C36 170.39(18) . . . . ?
C31 N31 C35 N33 6.5(3) . . . . ?
Ru1 N31 C35 N33 -172.00(16) . . . . ?
C31 N31 C35 C36 -167.92(17) . . . . ?
Ru1 N31 C35 C36 13.5(2) . . . . ?
C310 N32 C36 C37 -2.9(3) . . . . ?
Ru1 N32 C36 C37 179.25(16) . . . . ?
C310 N32 C36 C35 169.39(17) . . . . ?
Ru1 N32 C36 C35 -8.5(2) . . . . ?
N33 C35 C36 N32 -178.45(18) . . . . ?
N31 C35 C36 N32 -3.4(3) . . . . ?
N33 C35 C36 C37 -5.9(3) . . . . ?
N31 C35 C36 C37 169.07(18) . . . . ?
N32 C36 C37 C38 0.3(3) . . . . ?
C35 C36 C37 C38 -171.6(2) . . . . ?
C36 C37 C38 C39 3.1(4) . . . . ?
C37 C38 C39 C310 -3.8(4) . . . . ?
C36 N32 C310 C39 2.1(3) . . . . ?
Ru1 N32 C310 C39 179.70(16) . . . . ?
C38 C39 C310 N32 1.2(4) . . . . ?
_refine_diff_density_max         1.254
_refine_diff_density_min         -1.511
_refine_diff_density_rms         0.142
_diffrn_radiation_monochromator  graphite
_vrf_PLAT101_complex-06          
;
PROBLEM: Limited Precision x-coordinate
RESPONSE: This is fortuitous: H21C is NOT on a special position with
x-coordinate 1/3 or 2/3
;
_exptl_crystal_recrystallization_method 
'precipitation from the reaction mixture upon concentration; solvent: methanol'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5-H2O-solvent
_database_code_depnum_ccdc_archive 'CCDC 1406451'
_audit_update_record             
;
2015-07-09 deposited with the CCDC.
2015-07-20 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        'trans,cis--[RuCl2(CO)2(cppH-Np)] '
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H7 Cl2 N3 O4 Ru, H2 O'
_chemical_formula_sum            'C12 H9 Cl2 N3 O5 Ru'
_chemical_formula_weight         447.19
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source

Ru Ru -1.2885 0.8177 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0030 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0105 0.0059 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1456 0.1550 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0059 0.0032 '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'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/a'
_space_group_name_Hall           '-P 2yab'
_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.
;
loop_
_space_group_symop_operation_xyz

'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, z'
_cell_length_a                   13.4180(10)
_cell_length_b                   8.254(3)
_cell_length_c                   15.2260(16)
_cell_angle_alpha                90
_cell_angle_beta                 111.383(3)
_cell_angle_gamma                90
_cell_volume                     1570.2(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8765
_cell_measurement_theta_min      1.415
_cell_measurement_theta_max      28.760
_exptl_crystal_description       plate
_exptl_crystal_colour            'almost colorless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.892
_exptl_crystal_F_000             880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.293
_shelx_estimated_absorpt_T_min   0.782
_shelx_estimated_absorpt_T_max   0.882
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_correction_T_min  0.625
_exptl_absorpt_correction_T_max  1.213
_exptl_absorpt_process_details   
;
        Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56
        Cubic fit to sin(theta)/lambda - 24 parameters
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           synchrotron
_diffrn_source                   'Elettra Synchrotron - XRD1 BL'
_diffrn_measurement_device_type  
;
Huber 4-circles Kappa Goniometer, Pilatus 2M detector
;
_diffrn_measurement_method       'Rotating crystal'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24489
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_av_R_equivalents  0.0531
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.415
_diffrn_reflns_theta_max         28.760
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measured_fraction_theta_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_point_group_measured_fraction_full 0.970
_reflns_number_total             4112
_reflns_number_gt                3689
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'Elettra XRD1 Data Collection SW'
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'Sir2014 (Burla, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep3 for Windows'
_computing_publication_material  'private software'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0219(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4112
_refine_ls_number_parameters     215
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0428
_refine_ls_wR_factor_ref         0.1239
_refine_ls_wR_factor_gt          0.1182
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
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 0.86983(2) 0.14991(2) 0.80519(2) 0.02100(12) Uani 1 1 d . . . . .
Cl1 Cl 1.04024(5) 0.24888(8) 0.90509(5) 0.02599(16) Uani 1 1 d . . . . .
Cl2 Cl 0.71238(5) 0.03291(8) 0.69017(5) 0.02710(16) Uani 1 1 d . . . . .
C1 C 0.8069(2) 0.3566(3) 0.7990(2) 0.0259(5) Uani 1 1 d . . . . .
O1 O 0.77022(17) 0.4802(3) 0.79993(17) 0.0346(5) Uani 1 1 d . . . . .
C2 C 0.8250(2) 0.1077(4) 0.9078(2) 0.0265(5) Uani 1 1 d . . . . .
O2 O 0.79840(18) 0.0850(3) 0.96888(16) 0.0353(5) Uani 1 1 d . . . . .
C3 C 0.9142(2) 0.2975(3) 0.63380(19) 0.0239(5) Uani 1 1 d . . . . .
H3 H 0.8666 0.3826 0.6339 0.029 Uiso 1 1 calc R U . . .
C4 C 0.9658(2) 0.3023(3) 0.57094(19) 0.0259(5) Uani 1 1 d . . . . .
H4 H 0.9534 0.3872 0.5261 0.031 Uiso 1 1 calc R U . . .
C5 C 1.0367(2) 0.1778(3) 0.57577(18) 0.0219(5) Uani 1 1 d . . . . .
C7 C 0.99522(19) 0.0532(3) 0.69040(17) 0.0206(4) Uani 1 1 d . . . . .
C8 C 1.00479(19) -0.0859(3) 0.75391(17) 0.0212(4) Uani 1 1 d . . . . .
C9 C 1.0641(2) -0.2228(3) 0.75335(19) 0.0242(5) Uani 1 1 d . . . . .
H9 H 1.1031 -0.2298 0.7125 0.029 Uiso 1 1 calc R U . . .
C10 C 1.0654(2) -0.3499(3) 0.8137(2) 0.0264(5) Uani 1 1 d . . . . .
H10 H 1.1057 -0.4451 0.8150 0.032 Uiso 1 1 calc R U . . .
C11 C 1.0073(2) -0.3355(3) 0.8719(2) 0.0264(5) Uani 1 1 d . . . . .
H11 H 1.0073 -0.4208 0.9138 0.032 Uiso 1 1 calc R U . . .
C12 C 0.9491(2) -0.1956(3) 0.86848(19) 0.0256(5) Uani 1 1 d . . . . .
H12 H 0.9093 -0.1862 0.9086 0.031 Uiso 1 1 calc R U . . .
C13 C 1.1073(2) 0.1769(3) 0.51744(19) 0.0235(5) Uani 1 1 d . . . . .
N1 N 0.92990(18) 0.1743(3) 0.69551(16) 0.0220(4) Uani 1 1 d . . . . .
N2 N 0.94736(17) -0.0732(3) 0.81034(15) 0.0214(4) Uani 1 1 d . . . . .
N3 N 1.05029(17) 0.0508(3) 0.63355(15) 0.0220(4) Uani 1 1 d . . . . .
O3 O 1.08859(17) 0.2996(2) 0.45927(14) 0.0271(4) Uani 1 1 d . . . . .
H3A H 1.1292 0.2942 0.4285 0.041 Uiso 1 1 calc R U . . .
O4 O 1.17296(16) 0.0711(2) 0.52530(15) 0.0280(4) Uani 1 1 d . . . . .
O5 O 1.21641(16) 0.3117(3) 0.36940(15) 0.0291(4) Uani 1 1 d D . . . .
H51 H 1.234(2) 0.223(2) 0.352(3) 0.044 Uiso 1 1 d D U . . .
H52 H 1.2725(13) 0.368(3) 0.388(3) 0.044 Uiso 1 1 d D U . . .
_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 C1 1.891(3) . ?
Ru1 C2 1.900(3) . ?
Ru1 N2 2.103(2) . ?
Ru1 N1 2.112(2) . ?
Ru1 Cl1 2.3819(7) . ?
Ru1 Cl2 2.4010(7) . ?
C1 O1 1.135(3) . ?
C2 O2 1.127(4) . ?
C3 N1 1.348(3) . ?
C3 C4 1.371(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.385(4) . ?
C4 H4 0.9500 . ?
C5 N3 1.337(3) . ?
C5 C13 1.516(4) . ?
C7 N3 1.327(3) . ?
C7 N1 1.350(3) . ?
C7 C8 1.476(3) . ?
C8 N2 1.351(3) . ?
C8 C9 1.383(3) . ?
C9 C10 1.391(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.382(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.385(4) . ?
C11 H11 0.9500 . ?
C12 N2 1.338(3) . ?
C12 H12 0.9500 . ?
C13 O4 1.215(3) . ?
C13 O3 1.308(3) . ?
O3 H3A 0.8400 . ?
O5 H51 0.8400(10) . ?
O5 H52 0.8400(11) . ?
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

C1 Ru1 C2 86.37(13) . . ?
C1 Ru1 N2 176.57(10) . . ?
C2 Ru1 N2 96.27(10) . . ?
C1 Ru1 N1 99.63(11) . . ?
C2 Ru1 N1 173.84(10) . . ?
N2 Ru1 N1 77.68(8) . . ?
C1 Ru1 Cl1 91.71(9) . . ?
C2 Ru1 Cl1 93.21(9) . . ?
N2 Ru1 Cl1 85.98(6) . . ?
N1 Ru1 Cl1 85.30(6) . . ?
C1 Ru1 Cl2 93.91(9) . . ?
C2 Ru1 Cl2 93.88(9) . . ?
N2 Ru1 Cl2 88.09(6) . . ?
N1 Ru1 Cl2 87.11(6) . . ?
Cl1 Ru1 Cl2 171.22(2) . . ?
O1 C1 Ru1 176.6(3) . . ?
O2 C2 Ru1 179.0(3) . . ?
N1 C3 C4 121.2(2) . . ?
N1 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C5 117.0(2) . . ?
C3 C4 H4 121.5 . . ?
C5 C4 H4 121.5 . . ?
N3 C5 C4 122.9(2) . . ?
N3 C5 C13 114.7(2) . . ?
C4 C5 C13 122.4(2) . . ?
N3 C7 N1 125.1(2) . . ?
N3 C7 C8 118.7(2) . . ?
N1 C7 C8 116.2(2) . . ?
N2 C8 C9 122.0(2) . . ?
N2 C8 C7 115.0(2) . . ?
C9 C8 C7 122.9(2) . . ?
C8 C9 C10 118.7(2) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
C11 C10 C9 119.0(2) . . ?
C11 C10 H10 120.5 . . ?
C9 C10 H10 120.5 . . ?
C10 C11 C12 119.3(2) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
N2 C12 C11 121.9(2) . . ?
N2 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?
O4 C13 O3 125.2(2) . . ?
O4 C13 C5 122.1(2) . . ?
O3 C13 C5 112.7(2) . . ?
C3 N1 C7 117.3(2) . . ?
C3 N1 Ru1 127.97(18) . . ?
C7 N1 Ru1 114.71(17) . . ?
C12 N2 C8 119.1(2) . . ?
C12 N2 Ru1 125.11(18) . . ?
C8 N2 Ru1 115.68(16) . . ?
C7 N3 C5 116.3(2) . . ?
C13 O3 H3A 109.5 . . ?
H51 O5 H52 105.8(3) . . ?
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

N1 C3 C4 C5 -1.9(4) . . . . ?
C3 C4 C5 N3 4.8(4) . . . . ?
C3 C4 C5 C13 -173.6(2) . . . . ?
N3 C7 C8 N2 179.2(2) . . . . ?
N1 C7 C8 N2 -0.7(3) . . . . ?
N3 C7 C8 C9 -3.6(4) . . . . ?
N1 C7 C8 C9 176.5(2) . . . . ?
N2 C8 C9 C10 -0.9(4) . . . . ?
C7 C8 C9 C10 -177.9(2) . . . . ?
C8 C9 C10 C11 0.2(4) . . . . ?
C9 C10 C11 C12 0.2(4) . . . . ?
C10 C11 C12 N2 0.0(4) . . . . ?
N3 C5 C13 O4 -2.1(4) . . . . ?
C4 C5 C13 O4 176.4(3) . . . . ?
N3 C5 C13 O3 177.5(2) . . . . ?
C4 C5 C13 O3 -4.0(4) . . . . ?
C4 C3 N1 C7 -2.4(4) . . . . ?
C4 C3 N1 Ru1 174.7(2) . . . . ?
N3 C7 N1 C3 4.5(4) . . . . ?
C8 C7 N1 C3 -175.7(2) . . . . ?
N3 C7 N1 Ru1 -173.00(19) . . . . ?
C8 C7 N1 Ru1 6.9(3) . . . . ?
C11 C12 N2 C8 -0.6(4) . . . . ?
C11 C12 N2 Ru1 -176.0(2) . . . . ?
C9 C8 N2 C12 1.0(4) . . . . ?
C7 C8 N2 C12 178.3(2) . . . . ?
C9 C8 N2 Ru1 176.9(2) . . . . ?
C7 C8 N2 Ru1 -5.9(3) . . . . ?
N1 C7 N3 C5 -1.8(4) . . . . ?
C8 C7 N3 C5 178.4(2) . . . . ?
C4 C5 N3 C7 -3.0(4) . . . . ?
C13 C5 N3 C7 175.5(2) . . . . ?
_refine_diff_density_max         1.842
_refine_diff_density_min         -1.333
_refine_diff_density_rms         0.182
_diffrn_radiation_monochromator  graphite
_exptl_crystal_recrystallization_method 
'spontaneous precipitation from the reaction mixture; solvent: water'
