# Supplementary Material (ESI) for New Journal of Chemistry
# This journal is © The Royal Society of Chemistry and 
# The Centre National de la Recherche Scientifique, 2001

data_global #  *** Added by check_cif

_journal_coden_Cambridge       440
loop_
_publ_author_name
'Bruneau, Christian'
'Cetinkaya, Bekir'
'Demir, S.'
'Dixneuf, P.'
'Ozdemir, Ismail'
'Semeril, D.'
'Toupet, L.'

_publ_contact_author           'Prof P Dixneuf'
_publ_contact_author_address 
;
Prof P Dixneuf
Laboratoire de Chimie de Coordination Organique, Campus de Beaulieu
Universite de Rennes I
RENNES
35042
FRANCE
;

_publ_requested_journal           ' New Journal of Chemistry  '

_publ_requested_coeditor_name      ?

_publ_contact_letter               ?


data_s25

_database_code_CSD	159033


_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum             'C23 H30 Cl2 N2 Ru'
_chemical_formula_weight          506.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
'C'  'C'   0.0033   0.0016
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'H'  'H'   0.0000   0.0000
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'N'  'N'   0.0061   0.0033
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'Cl'  'Cl'   0.1484   0.1585
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'Ru'  'Ru'  -1.2594   0.8363
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting            Monoclinic
_symmetry_space_group_name_H-M    P21/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                    8.02300(10)
_cell_length_b                    8.23400(10)
_cell_length_c                    33.3210(5)
_cell_angle_alpha                 90.00
_cell_angle_beta                  90.4010(5)
_cell_angle_gamma                 90.00
_cell_volume                      2201.18(5)
_cell_formula_units_Z             4
_cell_measurement_temperature     293(2)
_cell_measurement_reflns_used     ?
_cell_measurement_theta_min       ?
_cell_measurement_theta_max       ?

_exptl_crystal_description        prism
_exptl_crystal_colour             red
_exptl_crystal_size_max           0.28
_exptl_crystal_size_mid           0.22
_exptl_crystal_size_min           0.14
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.528
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              1040
_exptl_absorpt_coefficient_mu     0.966
_exptl_absorpt_correction_type    ?
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?
_exptl_absorpt_process_details    ?

_exptl_special_details
;
?
;

_diffrn_ambient_temperature       293(2)
_diffrn_radiation_wavelength      0.71069
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'fine-focus sealed tube'
_diffrn_radiation_monochromator   graphite
_diffrn_measurement_device_type   ?
_diffrn_measurement_method        ?
_diffrn_detector_area_resol_mean  ?
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             4783
_diffrn_reflns_av_R_equivalents   0.0000
_diffrn_reflns_av_sigmaI/netI     0.0331
_diffrn_reflns_limit_h_min        0
_diffrn_reflns_limit_h_max        10
_diffrn_reflns_limit_k_min        0
_diffrn_reflns_limit_k_max        10
_diffrn_reflns_limit_l_min        -43
_diffrn_reflns_limit_l_max        43
_diffrn_reflns_theta_min          2.54
_diffrn_reflns_theta_max          27.47
_reflns_number_total              4783
_reflns_number_gt                 4238
_reflns_threshold_expression      >2sigma(I)

_computing_data_collection        ?
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     ?
_computing_publication_material   ?

_refine_special_details
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0541P)^2^+1.5912P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      SHELXL
_refine_ls_extinction_coef        0.0018(7)
_refine_ls_extinction_expression
'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^'
_refine_ls_number_reflns          4783
_refine_ls_number_parameters      254
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0381
_refine_ls_R_factor_gt            0.0319
_refine_ls_wR_factor_ref          0.0953
_refine_ls_wR_factor_gt           0.0907
_refine_ls_goodness_of_fit_ref    1.040
_refine_ls_restrained_S_all       1.040
_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_symetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.17801(2) 0.73180(2) 0.431342(6) 0.02402(10) Uani 1 1 d . . .
Cl1 Cl -0.11764(8) 0.69431(9) 0.44436(2) 0.03522(17) Uani 1 1 d . . .
Cl2 Cl 0.10473(9) 0.95057(9) 0.38675(2) 0.04286(19) Uani 1 1 d . . .
N1 N 0.3538(3) 0.5427(3) 0.37233(7) 0.0376(6) Uani 1 1 d . . .
N2 N 0.0941(3) 0.5193(3) 0.35554(7) 0.0369(6) Uani 1 1 d . . .
C1 C 0.4228(3) 0.8342(3) 0.44135(9) 0.0321(6) Uani 1 1 d . . .
C2 C 0.3245(3) 0.8936(3) 0.47445(8) 0.0331(6) Uani 1 1 d . . .
H2 H 0.3253 1.0044 0.4800 0.040 Uiso 1 1 calc R . .
C3 C 0.2298(3) 0.7929(3) 0.49818(9) 0.0334(6) Uani 1 1 d . . .
C4 C 0.2367(3) 0.6223(3) 0.48968(8) 0.0305(6) Uani 1 1 d . . .
H4 H 0.1676 0.5532 0.5041 0.037 Uiso 1 1 calc R . .
C5 C 0.3417(3) 0.5543(3) 0.46089(9) 0.0315(6) Uani 1 1 d . . .
C6 C 0.4313(3) 0.6632(3) 0.43471(9) 0.0309(6) Uani 1 1 d . . .
C7 C 0.5151(4) 0.9529(4) 0.41543(11) 0.0464(8) Uani 1 1 d . . .
H7A H 0.4939 1.0614 0.4246 0.056 Uiso 1 1 calc R . .
H7B H 0.4780 0.9420 0.3881 0.056 Uiso 1 1 calc R . .
H7C H 0.6325 0.9310 0.4170 0.056 Uiso 1 1 calc R . .
C8 C 0.1175(4) 0.8530(4) 0.53071(9) 0.0459(7) Uani 1 1 d . . .
H8A H 0.0638 0.7623 0.5433 0.055 Uiso 1 1 calc R . .
H8B H 0.0346 0.9238 0.5193 0.055 Uiso 1 1 calc R . .
H8C H 0.1820 0.9114 0.5503 0.055 Uiso 1 1 calc R . .
C9 C 0.3506(4) 0.3715(3) 0.45659(10) 0.0432(7) Uani 1 1 d . . .
H9A H 0.4283 0.3441 0.4359 0.052 Uiso 1 1 calc R . .
H9B H 0.2424 0.3301 0.4496 0.052 Uiso 1 1 calc R . .
H9C H 0.3868 0.3245 0.4815 0.052 Uiso 1 1 calc R . .
C10 C 0.4976(3) 0.5931(4) 0.39635(9) 0.0369(6) Uani 1 1 d . . .
H10A H 0.5620 0.6739 0.3820 0.044 Uiso 1 1 calc R . .
H10B H 0.5690 0.5007 0.4020 0.044 Uiso 1 1 calc R . .
C11 C 0.1976(3) 0.5876(3) 0.38182(8) 0.0276(5) Uani 1 1 d . . .
C12 C 0.1806(4) 0.4138(6) 0.32665(12) 0.0708(13) Uani 1 1 d . . .
H12A H 0.1643 0.4518 0.2994 0.085 Uiso 1 1 calc R . .
H12B H 0.1420 0.3024 0.3286 0.085 Uiso 1 1 calc R . .
C13 C 0.3623(4) 0.4283(5) 0.33950(11) 0.0540(9) Uani 1 1 d . . .
H13A H 0.4064 0.3245 0.3483 0.065 Uiso 1 1 calc R . .
H13B H 0.4305 0.4697 0.3179 0.065 Uiso 1 1 calc R . .
C14 C -0.0878(3) 0.5301(4) 0.35656(9) 0.0424(7) Uani 1 1 d . . .
H14A H -0.1196 0.6399 0.3637 0.051 Uiso 1 1 calc R . .
H14B H -0.1294 0.4576 0.3771 0.051 Uiso 1 1 calc R . .
C15 C -0.1676(3) 0.4865(4) 0.31679(8) 0.0341(6) Uani 1 1 d . . .
C16 C -0.1795(3) 0.6042(4) 0.28670(10) 0.0416(7) Uani 1 1 d . . .
C17 C -0.2566(4) 0.5630(4) 0.25048(10) 0.0470(8) Uani 1 1 d . . .
H17 H -0.2663 0.6419 0.2306 0.056 Uiso 1 1 calc R . .
C18 C -0.3190(3) 0.4101(4) 0.24286(9) 0.0423(7) Uani 1 1 d . . .
C19 C -0.3061(4) 0.2957(4) 0.27305(10) 0.0400(7) Uani 1 1 d . . .
H19 H -0.3487 0.1922 0.2687 0.048 Uiso 1 1 calc R . .
C20 C -0.2311(3) 0.3309(4) 0.30996(9) 0.0362(6) Uani 1 1 d . . .
C21 C -0.1117(6) 0.7736(5) 0.29211(16) 0.0728(13) Uani 1 1 d . . .
H21A H -0.1313 0.8353 0.2681 0.087 Uiso 1 1 calc R . .
H21B H 0.0059 0.7683 0.2975 0.087 Uiso 1 1 calc R . .
H21C H -0.1666 0.8251 0.3142 0.087 Uiso 1 1 calc R . .
C22 C -0.3989(5) 0.3694(6) 0.20286(11) 0.0668(11) Uani 1 1 d . . .
H22A H -0.4343 0.2580 0.2029 0.080 Uiso 1 1 calc R . .
H22B H -0.3195 0.3857 0.1818 0.080 Uiso 1 1 calc R . .
H22C H -0.4936 0.4386 0.1984 0.080 Uiso 1 1 calc R . .
C23 C -0.2236(5) 0.1988(5) 0.34128(12) 0.0613(10) Uani 1 1 d . . .
H23A H -0.1695 0.2395 0.3650 0.074 Uiso 1 1 calc R . .
H23B H -0.1619 0.1081 0.3310 0.074 Uiso 1 1 calc R . .
H23C H -0.3347 0.1647 0.3477 0.074 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ru1 0.02263(14) 0.02489(14) 0.02448(14) -0.00218(7) -0.00486(9) 0.00422(7)
Cl1 0.0260(3) 0.0476(4) 0.0321(4) -0.0029(3) -0.0004(3) 0.0012(3)
Cl2 0.0473(4) 0.0412(4) 0.0400(4) 0.0100(3) -0.0066(3) 0.0123(3)
N1 0.0214(10) 0.0532(15) 0.0381(14) -0.0186(11) -0.0040(9) 0.0089(10)
N2 0.0218(10) 0.0540(15) 0.0348(13) -0.0215(11) -0.0057(9) 0.0087(10)
C1 0.0242(12) 0.0334(14) 0.0384(16) -0.0003(11) -0.0118(11) -0.0015(10)
C2 0.0347(14) 0.0276(13) 0.0367(15) -0.0075(11) -0.0136(12) -0.0010(11)
C3 0.0352(14) 0.0369(14) 0.0279(14) -0.0052(11) -0.0128(12) 0.0052(11)
C4 0.0341(13) 0.0305(13) 0.0268(14) 0.0028(10) -0.0085(11) 0.0019(11)
C5 0.0296(13) 0.0283(13) 0.0365(15) 0.0004(11) -0.0144(11) 0.0056(10)
C6 0.0213(12) 0.0337(14) 0.0375(15) -0.0044(11) -0.0109(11) 0.0042(10)
C7 0.0387(16) 0.0420(17) 0.058(2) 0.0074(15) -0.0055(14) -0.0088(13)
C8 0.0486(17) 0.0519(19) 0.0370(17) -0.0126(14) -0.0044(14) 0.0056(15)
C9 0.0445(16) 0.0294(14) 0.056(2) -0.0021(13) -0.0122(14) 0.0086(12)
C10 0.0221(12) 0.0451(16) 0.0433(17) -0.0089(13) -0.0051(11) 0.0048(11)
C11 0.0250(12) 0.0317(13) 0.0260(13) -0.0047(10) -0.0032(10) 0.0061(10)
C12 0.0342(16) 0.113(3) 0.066(3) -0.062(2) -0.0041(16) 0.0135(19)
C13 0.0315(15) 0.080(3) 0.051(2) -0.0321(18) -0.0041(14) 0.0138(15)
C14 0.0250(13) 0.066(2) 0.0364(16) -0.0185(14) -0.0044(12) 0.0042(13)
C15 0.0226(12) 0.0499(17) 0.0298(15) -0.0101(12) -0.0032(11) 0.0041(11)
C16 0.0314(14) 0.0467(18) 0.0467(19) -0.0043(14) -0.0030(13) -0.0041(12)
C17 0.0440(17) 0.057(2) 0.0398(18) 0.0099(15) -0.0056(14) -0.0026(14)
C18 0.0298(14) 0.067(2) 0.0298(16) -0.0106(14) -0.0036(12) 0.0019(13)
C19 0.0360(15) 0.0406(16) 0.0433(18) -0.0135(13) -0.0046(13) 0.0001(12)
C20 0.0302(13) 0.0426(16) 0.0357(16) -0.0038(12) -0.0063(12) 0.0100(12)
C21 0.070(3) 0.056(2) 0.092(4) -0.002(2) -0.010(3) -0.0189(19)
C22 0.059(2) 0.105(3) 0.0361(19) -0.015(2) -0.0112(16) -0.001(2)
C23 0.073(3) 0.054(2) 0.057(2) 0.0089(18) -0.014(2) 0.0079(19)

_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 C11 2.040(3) . ?
Ru1 C6 2.111(2) . ?
Ru1 C1 2.161(2) . ?
Ru1 C4 2.191(3) . ?
Ru1 C5 2.194(2) . ?
Ru1 C2 2.280(2) . ?
Ru1 C3 2.318(3) . ?
Ru1 Cl2 2.4055(7) . ?
Ru1 Cl1 2.4340(7) . ?
N1 C11 1.347(3) . ?
N1 C13 1.445(4) . ?
N1 C10 1.460(3) . ?
N2 C11 1.328(3) . ?
N2 C14 1.462(3) . ?
N2 C12 1.474(4) . ?
C1 C6 1.427(4) . ?
C1 C2 1.445(4) . ?
C1 C7 1.502(4) . ?
C2 C3 1.378(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.434(4) . ?
C3 C8 1.498(4) . ?
C4 C5 1.398(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.445(4) . ?
C5 C9 1.514(4) . ?
C6 C10 1.503(4) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C12 C13 1.521(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.511(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.397(4) . ?
C15 C20 1.396(4) . ?
C16 C17 1.394(4) . ?
C16 C21 1.508(5) . ?
C17 C18 1.378(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.381(5) . ?
C18 C22 1.512(4) . ?
C19 C20 1.396(4) . ?
C19 H19 0.9300 . ?
C20 C23 1.508(5) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

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
C11 Ru1 C6 78.92(10) . . ?
C11 Ru1 C1 106.09(11) . . ?
C6 Ru1 C1 39.01(11) . . ?
C11 Ru1 C4 117.44(10) . . ?
C6 Ru1 C4 69.01(11) . . ?
C1 Ru1 C4 80.46(10) . . ?
C11 Ru1 C5 85.76(10) . . ?
C6 Ru1 C5 39.18(11) . . ?
C1 Ru1 C5 69.52(10) . . ?
C4 Ru1 C5 37.19(10) . . ?
C11 Ru1 C2 143.87(10) . . ?
C6 Ru1 C2 68.35(10) . . ?
C1 Ru1 C2 37.87(10) . . ?
C4 Ru1 C2 64.84(10) . . ?
C5 Ru1 C2 78.58(10) . . ?
C11 Ru1 C3 152.79(10) . . ?
C6 Ru1 C3 80.85(10) . . ?
C1 Ru1 C3 67.07(11) . . ?
C4 Ru1 C3 36.96(10) . . ?
C5 Ru1 C3 67.09(10) . . ?
C2 Ru1 C3 34.87(10) . . ?
C11 Ru1 Cl2 87.48(8) . . ?
C6 Ru1 Cl2 117.66(8) . . ?
C1 Ru1 Cl2 91.20(8) . . ?
C4 Ru1 Cl2 155.00(7) . . ?
C5 Ru1 Cl2 156.79(8) . . ?
C2 Ru1 Cl2 94.26(7) . . ?
C3 Ru1 Cl2 118.18(7) . . ?
C11 Ru1 Cl1 98.68(7) . . ?
C6 Ru1 Cl1 153.55(8) . . ?
C1 Ru1 Cl1 155.19(8) . . ?
C4 Ru1 Cl1 89.62(7) . . ?
C5 Ru1 Cl1 114.63(8) . . ?
C2 Ru1 Cl1 117.44(7) . . ?
C3 Ru1 Cl1 91.41(8) . . ?
Cl2 Ru1 Cl1 88.33(3) . . ?
C11 N1 C13 113.9(2) . . ?
C11 N1 C10 121.8(2) . . ?
C13 N1 C10 124.0(2) . . ?
C11 N2 C14 125.3(2) . . ?
C11 N2 C12 112.7(2) . . ?
C14 N2 C12 121.7(2) . . ?
C6 C1 C2 118.6(2) . . ?
C6 C1 C7 121.9(3) . . ?
C2 C1 C7 119.5(3) . . ?
C6 C1 Ru1 68.60(13) . . ?
C2 C1 Ru1 75.51(15) . . ?
C7 C1 Ru1 128.0(2) . . ?
C3 C2 C1 122.7(2) . . ?
C3 C2 Ru1 74.09(16) . . ?
C1 C2 Ru1 66.62(14) . . ?
C3 C2 H2 118.6 . . ?
C1 C2 H2 118.6 . . ?
Ru1 C2 H2 134.4 . . ?
C2 C3 C4 117.0(3) . . ?
C2 C3 C8 123.6(3) . . ?
C4 C3 C8 119.4(3) . . ?
C2 C3 Ru1 71.04(16) . . ?
C4 C3 Ru1 66.70(14) . . ?
C8 C3 Ru1 131.5(2) . . ?
C5 C4 C3 123.5(3) . . ?
C5 C4 Ru1 71.51(15) . . ?
C3 C4 Ru1 76.34(15) . . ?
C5 C4 H4 118.2 . . ?
C3 C4 H4 118.2 . . ?
Ru1 C4 H4 125.8 . . ?
C4 C5 C6 118.0(2) . . ?
C4 C5 C9 119.5(3) . . ?
C6 C5 C9 122.4(3) . . ?
C4 C5 Ru1 71.30(14) . . ?
C6 C5 Ru1 67.33(14) . . ?
C9 C5 Ru1 130.42(19) . . ?
C1 C6 C5 119.6(2) . . ?
C1 C6 C10 121.9(3) . . ?
C5 C6 C10 117.1(2) . . ?
C1 C6 Ru1 72.39(13) . . ?
C5 C6 Ru1 73.50(14) . . ?
C10 C6 Ru1 113.82(17) . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C5 C9 H9A 109.5 . . ?
C5 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C5 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 C10 C6 107.0(2) . . ?
N1 C10 H10A 110.3 . . ?
C6 C10 H10A 110.3 . . ?
N1 C10 H10B 110.3 . . ?
C6 C10 H10B 110.3 . . ?
H10A C10 H10B 108.6 . . ?
N2 C11 N1 107.9(2) . . ?
N2 C11 Ru1 136.80(18) . . ?
N1 C11 Ru1 115.27(18) . . ?
N2 C12 C13 103.0(2) . . ?
N2 C12 H12A 111.2 . . ?
C13 C12 H12A 111.2 . . ?
N2 C12 H12B 111.2 . . ?
C13 C12 H12B 111.2 . . ?
H12A C12 H12B 109.1 . . ?
N1 C13 C12 102.4(2) . . ?
N1 C13 H13A 111.3 . . ?
C12 C13 H13A 111.3 . . ?
N1 C13 H13B 111.3 . . ?
C12 C13 H13B 111.3 . . ?
H13A C13 H13B 109.2 . . ?
N2 C14 C15 112.5(2) . . ?
N2 C14 H14A 109.1 . . ?
C15 C14 H14A 109.1 . . ?
N2 C14 H14B 109.1 . . ?
C15 C14 H14B 109.1 . . ?
H14A C14 H14B 107.8 . . ?
C16 C15 C20 119.8(3) . . ?
C16 C15 C14 119.4(3) . . ?
C20 C15 C14 120.8(3) . . ?
C17 C16 C15 118.7(3) . . ?
C17 C16 C21 119.1(3) . . ?
C15 C16 C21 122.2(3) . . ?
C18 C17 C16 122.7(3) . . ?
C18 C17 H17 118.6 . . ?
C16 C17 H17 118.6 . . ?
C17 C18 C19 117.6(3) . . ?
C17 C18 C22 121.1(3) . . ?
C19 C18 C22 121.3(3) . . ?
C18 C19 C20 122.0(3) . . ?
C18 C19 H19 119.0 . . ?
C20 C19 H19 119.0 . . ?
C19 C20 C15 119.2(3) . . ?
C19 C20 C23 118.3(3) . . ?
C15 C20 C23 122.4(3) . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C22 H22A 109.5 . . ?
C18 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C18 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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
C11 Ru1 C1 C6 -47.65(17) . . . . ?
C4 Ru1 C1 C6 68.32(16) . . . . ?
C5 Ru1 C1 C6 31.40(16) . . . . ?
C2 Ru1 C1 C6 129.2(2) . . . . ?
C3 Ru1 C1 C6 104.35(17) . . . . ?
Cl2 Ru1 C1 C6 -135.38(15) . . . . ?
Cl1 Ru1 C1 C6 136.01(17) . . . . ?
C11 Ru1 C1 C2 -176.88(16) . . . . ?
C6 Ru1 C1 C2 -129.2(2) . . . . ?
C4 Ru1 C1 C2 -60.91(16) . . . . ?
C5 Ru1 C1 C2 -97.83(17) . . . . ?
C3 Ru1 C1 C2 -24.88(15) . . . . ?
Cl2 Ru1 C1 C2 95.39(15) . . . . ?
Cl1 Ru1 C1 C2 6.8(3) . . . . ?
C11 Ru1 C1 C7 66.8(3) . . . . ?
C6 Ru1 C1 C7 114.4(3) . . . . ?
C4 Ru1 C1 C7 -177.2(3) . . . . ?
C5 Ru1 C1 C7 145.8(3) . . . . ?
C2 Ru1 C1 C7 -116.3(3) . . . . ?
C3 Ru1 C1 C7 -141.2(3) . . . . ?
Cl2 Ru1 C1 C7 -20.9(3) . . . . ?
Cl1 Ru1 C1 C7 -109.5(3) . . . . ?
C6 C1 C2 C3 -4.5(4) . . . . ?
C7 C1 C2 C3 176.6(3) . . . . ?
Ru1 C1 C2 C3 50.8(2) . . . . ?
C6 C1 C2 Ru1 -55.23(18) . . . . ?
C7 C1 C2 Ru1 125.8(2) . . . . ?
C11 Ru1 C2 C3 -132.26(19) . . . . ?
C6 Ru1 C2 C3 -105.70(18) . . . . ?
C1 Ru1 C2 C3 -137.3(2) . . . . ?
C4 Ru1 C2 C3 -29.54(15) . . . . ?
C5 Ru1 C2 C3 -66.12(17) . . . . ?
Cl2 Ru1 C2 C3 136.18(15) . . . . ?
Cl1 Ru1 C2 C3 45.86(17) . . . . ?
C11 Ru1 C2 C1 5.1(3) . . . . ?
C6 Ru1 C2 C1 31.64(16) . . . . ?
C4 Ru1 C2 C1 107.80(18) . . . . ?
C5 Ru1 C2 C1 71.22(16) . . . . ?
C3 Ru1 C2 C1 137.3(2) . . . . ?
Cl2 Ru1 C2 C1 -86.48(15) . . . . ?
Cl1 Ru1 C2 C1 -176.80(13) . . . . ?
C1 C2 C3 C4 2.2(4) . . . . ?
Ru1 C2 C3 C4 49.9(2) . . . . ?
C1 C2 C3 C8 -175.4(3) . . . . ?
Ru1 C2 C3 C8 -127.7(3) . . . . ?
C1 C2 C3 Ru1 -47.7(2) . . . . ?
C11 Ru1 C3 C2 107.4(3) . . . . ?
C6 Ru1 C3 C2 65.00(17) . . . . ?
C1 Ru1 C3 C2 26.85(16) . . . . ?
C4 Ru1 C3 C2 132.1(2) . . . . ?
C5 Ru1 C3 C2 103.33(18) . . . . ?
Cl2 Ru1 C3 C2 -51.57(17) . . . . ?
Cl1 Ru1 C3 C2 -140.42(15) . . . . ?
C11 Ru1 C3 C4 -24.7(3) . . . . ?
C6 Ru1 C3 C4 -67.09(17) . . . . ?
C1 Ru1 C3 C4 -105.24(17) . . . . ?
C5 Ru1 C3 C4 -28.75(16) . . . . ?
C2 Ru1 C3 C4 -132.1(2) . . . . ?
Cl2 Ru1 C3 C4 176.35(13) . . . . ?
Cl1 Ru1 C3 C4 87.49(15) . . . . ?
C11 Ru1 C3 C8 -134.1(3) . . . . ?
C6 Ru1 C3 C8 -176.5(3) . . . . ?
C1 Ru1 C3 C8 145.4(3) . . . . ?
C4 Ru1 C3 C8 -109.4(3) . . . . ?
C5 Ru1 C3 C8 -138.1(3) . . . . ?
C2 Ru1 C3 C8 118.5(4) . . . . ?
Cl2 Ru1 C3 C8 67.0(3) . . . . ?
Cl1 Ru1 C3 C8 -21.9(3) . . . . ?
C2 C3 C4 C5 4.5(4) . . . . ?
C8 C3 C4 C5 -177.7(2) . . . . ?
Ru1 C3 C4 C5 56.5(2) . . . . ?
C2 C3 C4 Ru1 -52.0(2) . . . . ?
C8 C3 C4 Ru1 125.8(2) . . . . ?
C11 Ru1 C4 C5 34.70(19) . . . . ?
C6 Ru1 C4 C5 -29.77(16) . . . . ?
C1 Ru1 C4 C5 -68.56(16) . . . . ?
C2 Ru1 C4 C5 -104.91(18) . . . . ?
C3 Ru1 C4 C5 -132.9(2) . . . . ?
Cl2 Ru1 C4 C5 -140.50(16) . . . . ?
Cl1 Ru1 C4 C5 134.28(15) . . . . ?
C11 Ru1 C4 C3 167.56(15) . . . . ?
C6 Ru1 C4 C3 103.09(18) . . . . ?
C1 Ru1 C4 C3 64.30(17) . . . . ?
C5 Ru1 C4 C3 132.9(2) . . . . ?
C2 Ru1 C4 C3 27.95(15) . . . . ?
Cl2 Ru1 C4 C3 -7.6(3) . . . . ?
Cl1 Ru1 C4 C3 -92.86(15) . . . . ?
C3 C4 C5 C6 -8.6(4) . . . . ?
Ru1 C4 C5 C6 50.1(2) . . . . ?
C3 C4 C5 C9 174.8(2) . . . . ?
Ru1 C4 C5 C9 -126.5(2) . . . . ?
C3 C4 C5 Ru1 -58.7(2) . . . . ?
C11 Ru1 C5 C4 -149.56(17) . . . . ?
C6 Ru1 C5 C4 132.8(2) . . . . ?
C1 Ru1 C5 C4 101.51(17) . . . . ?
C2 Ru1 C5 C4 63.17(17) . . . . ?
C3 Ru1 C5 C4 28.59(15) . . . . ?
Cl2 Ru1 C5 C4 136.98(18) . . . . ?
Cl1 Ru1 C5 C4 -51.96(16) . . . . ?
C11 Ru1 C5 C6 77.64(16) . . . . ?
C1 Ru1 C5 C6 -31.28(15) . . . . ?
C4 Ru1 C5 C6 -132.8(2) . . . . ?
C2 Ru1 C5 C6 -69.63(16) . . . . ?
C3 Ru1 C5 C6 -104.20(17) . . . . ?
Cl2 Ru1 C5 C6 4.2(3) . . . . ?
Cl1 Ru1 C5 C6 175.25(13) . . . . ?
C11 Ru1 C5 C9 -36.4(3) . . . . ?
C6 Ru1 C5 C9 -114.0(3) . . . . ?
C1 Ru1 C5 C9 -145.3(3) . . . . ?
C4 Ru1 C5 C9 113.2(3) . . . . ?
C2 Ru1 C5 C9 176.4(3) . . . . ?
C3 Ru1 C5 C9 141.8(3) . . . . ?
Cl2 Ru1 C5 C9 -109.8(3) . . . . ?
Cl1 Ru1 C5 C9 61.2(3) . . . . ?
C2 C1 C6 C5 0.2(3) . . . . ?
C7 C1 C6 C5 179.2(2) . . . . ?
Ru1 C1 C6 C5 -58.45(19) . . . . ?
C2 C1 C6 C10 166.2(2) . . . . ?
C7 C1 C6 C10 -14.8(3) . . . . ?
Ru1 C1 C6 C10 107.6(2) . . . . ?
C2 C1 C6 Ru1 58.7(2) . . . . ?
C7 C1 C6 Ru1 -122.4(2) . . . . ?
C4 C5 C6 C1 5.9(3) . . . . ?
C9 C5 C6 C1 -177.5(2) . . . . ?
Ru1 C5 C6 C1 57.90(19) . . . . ?
C4 C5 C6 C10 -160.7(2) . . . . ?
C9 C5 C6 C10 15.8(4) . . . . ?
Ru1 C5 C6 C10 -108.8(2) . . . . ?
C4 C5 C6 Ru1 -52.0(2) . . . . ?
C9 C5 C6 Ru1 124.6(2) . . . . ?
C11 Ru1 C6 C1 133.65(17) . . . . ?
C4 Ru1 C6 C1 -101.04(17) . . . . ?
C5 Ru1 C6 C1 -129.4(2) . . . . ?
C2 Ru1 C6 C1 -30.77(15) . . . . ?
C3 Ru1 C6 C1 -64.65(16) . . . . ?
Cl2 Ru1 C6 C1 52.46(16) . . . . ?
Cl1 Ru1 C6 C1 -139.13(17) . . . . ?
C11 Ru1 C6 C5 -96.95(17) . . . . ?
C1 Ru1 C6 C5 129.4(2) . . . . ?
C4 Ru1 C6 C5 28.37(15) . . . . ?
C2 Ru1 C6 C5 98.63(17) . . . . ?
C3 Ru1 C6 C5 64.75(16) . . . . ?
Cl2 Ru1 C6 C5 -178.14(13) . . . . ?
Cl1 Ru1 C6 C5 -9.7(3) . . . . ?
C11 Ru1 C6 C10 15.9(2) . . . . ?
C1 Ru1 C6 C10 -117.7(3) . . . . ?
C4 Ru1 C6 C10 141.2(2) . . . . ?
C5 Ru1 C6 C10 112.9(3) . . . . ?
C2 Ru1 C6 C10 -148.5(2) . . . . ?
C3 Ru1 C6 C10 177.6(2) . . . . ?
Cl2 Ru1 C6 C10 -65.3(2) . . . . ?
Cl1 Ru1 C6 C10 103.1(2) . . . . ?
C11 N1 C10 C6 12.2(4) . . . . ?
C13 N1 C10 C6 -160.9(3) . . . . ?
C1 C6 C10 N1 -102.3(3) . . . . ?
C5 C6 C10 N1 64.0(3) . . . . ?
Ru1 C6 C10 N1 -18.9(3) . . . . ?
C14 N2 C11 N1 176.5(3) . . . . ?
C12 N2 C11 N1 2.6(4) . . . . ?
C14 N2 C11 Ru1 -1.7(5) . . . . ?
C12 N2 C11 Ru1 -175.5(3) . . . . ?
C13 N1 C11 N2 -4.2(4) . . . . ?
C10 N1 C11 N2 -177.9(3) . . . . ?
C13 N1 C11 Ru1 174.4(2) . . . . ?
C10 N1 C11 Ru1 0.7(4) . . . . ?
C6 Ru1 C11 N2 168.8(3) . . . . ?
C1 Ru1 C11 N2 -162.9(3) . . . . ?
C4 Ru1 C11 N2 109.7(3) . . . . ?
C5 Ru1 C11 N2 129.8(3) . . . . ?
C2 Ru1 C11 N2 -166.1(3) . . . . ?
C3 Ru1 C11 N2 126.1(3) . . . . ?
Cl2 Ru1 C11 N2 -72.4(3) . . . . ?
Cl1 Ru1 C11 N2 15.5(3) . . . . ?
C6 Ru1 C11 N1 -9.2(2) . . . . ?
C1 Ru1 C11 N1 19.1(2) . . . . ?
C4 Ru1 C11 N1 -68.4(2) . . . . ?
C5 Ru1 C11 N1 -48.2(2) . . . . ?
C2 Ru1 C11 N1 15.8(3) . . . . ?
C3 Ru1 C11 N1 -51.9(4) . . . . ?
Cl2 Ru1 C11 N1 109.6(2) . . . . ?
Cl1 Ru1 C11 N1 -162.5(2) . . . . ?
C11 N2 C12 C13 -0.2(5) . . . . ?
C14 N2 C12 C13 -174.3(3) . . . . ?
C11 N1 C13 C12 3.9(4) . . . . ?
C10 N1 C13 C12 177.4(3) . . . . ?
N2 C12 C13 N1 -2.0(4) . . . . ?
C11 N2 C14 C15 162.1(3) . . . . ?
C12 N2 C14 C15 -24.6(5) . . . . ?
N2 C14 C15 C16 -83.0(3) . . . . ?
N2 C14 C15 C20 97.7(3) . . . . ?
C20 C15 C16 C17 0.6(4) . . . . ?
C14 C15 C16 C17 -178.7(3) . . . . ?
C20 C15 C16 C21 -179.3(3) . . . . ?
C14 C15 C16 C21 1.4(4) . . . . ?
C15 C16 C17 C18 -1.1(5) . . . . ?
C21 C16 C17 C18 178.8(3) . . . . ?
C16 C17 C18 C19 1.2(5) . . . . ?
C16 C17 C18 C22 -178.8(3) . . . . ?
C17 C18 C19 C20 -0.8(4) . . . . ?
C22 C18 C19 C20 179.3(3) . . . . ?
C18 C19 C20 C15 0.3(4) . . . . ?
C18 C19 C20 C23 179.6(3) . . . . ?
C16 C15 C20 C19 -0.2(4) . . . . ?
C14 C15 C20 C19 179.1(2) . . . . ?
C16 C15 C20 C23 -179.5(3) . . . . ?
C14 C15 C20 C23 -0.2(4) . . . . ?

_diffrn_measured_fraction_theta_max    0.949
_diffrn_reflns_theta_full              27.47
_diffrn_measured_fraction_theta_full   0.949
_refine_diff_density_max    0.487
_refine_diff_density_min   -0.654
_refine_diff_density_rms    0.073