#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:25:55 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179480 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/77/4337749.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4337749
loop_
_publ_author_name
'Rathgeb, Anna'
'Böhm, Andreas'
'Novak, Maria S.'
'Gavriluta, Anatolie'
'Dömötör, Orsolya'
'Tommasino, Jean Bernard'
'Enyedy, Eva A.'
'Shova, Sergiu'
'Meier, Samuel'
'Jakupec, Michael A.'
'Luneau, Dominique'
'Arion, Vladimir B.'
_publ_section_title
;
 Ruthenium-Nitrosyl Complexes with Glycine, l-Alanine, l-Valine,
 l-Proline, d-Proline, l-Serine, l-Threonine, and l-Tyrosine: Synthesis,
 X-ray Diffraction Structures, Spectroscopic and Electrochemical
 Properties, and Antiproliferative Activity.
;
_journal_issue                   5
_journal_name_full               'Inorganic chemistry'
_journal_page_first              2718
_journal_page_last               2729
_journal_paper_doi               10.1021/ic4031359
_journal_volume                  53
_journal_year                    2014
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C16 H36 N, C5 H8 Cl3 N2 O3 Ru'
_chemical_formula_sum            'C21 H44 Cl3 N3 O3 Ru'
_chemical_formula_weight         594.01
_chemical_name_systematic
; 
Tetrabutylammonium trichlorido-L-prolinato-nitrosyl-ruthenate(III)  
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.2263(4)
_cell_length_b                   15.6517(6)
_cell_length_c                   17.9281(7)
_cell_measurement_reflns_used    9330
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      30.05
_cell_measurement_theta_min      2.62
_cell_volume                     2869.55(19)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker X8 APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_av_sigmaI/netI    0.0115
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            45263
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.27
_exptl_absorpt_coefficient_mu    0.850
_exptl_absorpt_correction_T_max  0.9198
_exptl_absorpt_correction_T_min  0.8484
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1240
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.015(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         5050
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0153
_refine_ls_R_factor_gt           0.0147
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0249P)²+0.9152P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0412
_refine_ls_wR_factor_ref         0.0418
_reflns_number_gt                4965
_reflns_number_total             5050
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic4031359_si_002.cif
_cod_data_source_block           anra061
_cod_original_sg_symbol_H-M      P212121
_cod_database_code               4337749
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.619364(12) 0.359228(8) 0.537661(8) 0.01879(4) Uani 1 1 d . . .
Cl1 Cl 0.75209(4) 0.42169(3) 0.63175(3) 0.02741(10) Uani 1 1 d . . .
Cl2 Cl 0.75956(5) 0.42004(3) 0.44729(3) 0.03627(12) Uani 1 1 d . . .
Cl3 Cl 0.48730(4) 0.28612(3) 0.62642(2) 0.02398(10) Uani 1 1 d . . .
O1 O 0.74026(11) 0.25896(7) 0.53987(8) 0.0231(3) Uani 1 1 d . B .
O2 O 0.76352(12) 0.12169(8) 0.51558(7) 0.0268(3) Uani 1 1 d . B .
O3 O 0.45070(14) 0.50495(9) 0.52372(11) 0.0465(4) Uani 1 1 d . . .
N1 N 0.52461(14) 0.28040(9) 0.45919(9) 0.0220(3) Uani 1 1 d . B .
H1 H 0.4373 0.2782 0.4736 0.026 Uiso 1 1 calc R . .
N2 N 0.51556(14) 0.44571(9) 0.53089(9) 0.0264(3) Uani 1 1 d . . .
C1 C 0.5244(2) 0.30284(14) 0.37828(11) 0.0341(5) Uani 1 1 d . . .
H1A H 0.5500 0.3612 0.3708 0.041 Uiso 0.80 1 d PR A 1
H1B H 0.4385 0.2947 0.3578 0.041 Uiso 0.80 1 d PR A 1
H1C H 0.6014 0.3342 0.3647 0.041 Uiso 0.20 1 d PR A 2
H1D H 0.4488 0.3366 0.3664 0.041 Uiso 0.20 1 d PR A 2
C2 C 0.6189(3) 0.24293(15) 0.34222(12) 0.0279(5) Uani 0.80 1 d P B 1
H2A H 0.7101 0.2630 0.3484 0.034 Uiso 0.80 1 calc PR B 1
H2B H 0.5998 0.2360 0.2884 0.034 Uiso 0.80 1 calc PR B 1
C2X C 0.5209(11) 0.2311(7) 0.3388(5) 0.031(2) Uani 0.20 1 d P B 2
H2XA H 0.5636 0.2397 0.2899 0.038 Uiso 0.20 1 calc PR B 2
H2XB H 0.4292 0.2135 0.3301 0.038 Uiso 0.20 1 calc PR B 2
C3 C 0.5955(2) 0.15997(12) 0.38462(11) 0.0320(4) Uani 1 1 d . . .
H3A H 0.6701 0.1230 0.3807 0.038 Uiso 0.80 1 d PR B 1
H3B H 0.5195 0.1307 0.3663 0.038 Uiso 0.80 1 d PR B 1
H3C H 0.6860 0.1588 0.3705 0.038 Uiso 0.20 1 d PR B 2
H3D H 0.5563 0.1051 0.3758 0.038 Uiso 0.20 1 d PR B 2
C4 C 0.57563(16) 0.19050(11) 0.46532(11) 0.0225(4) Uani 1 1 d . B .
H4 H 0.5088 0.1537 0.4903 0.027 Uiso 1 1 calc R . .
C5 C 0.70223(17) 0.18801(11) 0.50960(10) 0.0201(4) Uani 1 1 d . . .
N3 N 0.05218(15) 0.51557(9) 0.31528(8) 0.0210(3) Uani 1 1 d . . .
C6 C -0.02493(18) 0.43721(11) 0.29246(11) 0.0240(4) Uani 1 1 d . . .
H6A H -0.1141 0.4422 0.3135 0.029 Uiso 1 1 calc R . .
H6B H 0.0165 0.3865 0.3155 0.029 Uiso 1 1 calc R . .
C7 C -0.03671(19) 0.42145(12) 0.20944(11) 0.0277(4) Uani 1 1 d . . .
H7A H 0.0485 0.4021 0.1894 0.033 Uiso 1 1 calc R . .
H7B H -0.0607 0.4753 0.1839 0.033 Uiso 1 1 calc R . .
C8 C -0.1403(2) 0.35394(13) 0.19426(12) 0.0363(5) Uani 1 1 d . . .
H8A H -0.2258 0.3745 0.2130 0.044 Uiso 1 1 calc R . .
H8B H -0.1179 0.3012 0.2219 0.044 Uiso 1 1 calc R . .
C9 C -0.1525(3) 0.33315(15) 0.11153(13) 0.0477(6) Uani 1 1 d . . .
H9A H -0.1826 0.3839 0.0845 0.072 Uiso 1 1 calc R . .
H9B H -0.2156 0.2867 0.1047 0.072 Uiso 1 1 calc R . .
H9C H -0.0670 0.3155 0.0921 0.072 Uiso 1 1 calc R . .
C10 C -0.01964(19) 0.59669(11) 0.29301(10) 0.0239(4) Uani 1 1 d . . .
H10A H 0.0387 0.6459 0.3028 0.029 Uiso 1 1 calc R . .
H10B H -0.0356 0.5947 0.2386 0.029 Uiso 1 1 calc R . .
C11 C -0.14847(19) 0.61315(12) 0.33155(11) 0.0296(4) Uani 1 1 d . . .
H11A H -0.1365 0.6094 0.3863 0.036 Uiso 1 1 calc R . .
H11B H -0.2127 0.5691 0.3165 0.036 Uiso 1 1 calc R . .
C12 C -0.1998(2) 0.70099(13) 0.31114(12) 0.0362(5) Uani 1 1 d . . .
H12A H -0.1346 0.7446 0.3260 0.043 Uiso 1 1 calc R . .
H12B H -0.2107 0.7044 0.2564 0.043 Uiso 1 1 calc R . .
C13 C -0.3290(3) 0.72096(16) 0.34827(17) 0.0554(7) Uani 1 1 d . . .
H13A H -0.3918 0.6754 0.3372 0.083 Uiso 1 1 calc R . .
H13B H -0.3626 0.7754 0.3293 0.083 Uiso 1 1 calc R . .
H13C H -0.3163 0.7250 0.4023 0.083 Uiso 1 1 calc R . .
C14 C 0.06960(18) 0.51009(12) 0.39945(10) 0.0230(4) Uani 1 1 d . . .
H14A H -0.0181 0.5072 0.4227 0.028 Uiso 1 1 calc R . .
H14B H 0.1152 0.4559 0.4112 0.028 Uiso 1 1 calc R . .
C15 C 0.1447(2) 0.58275(13) 0.43546(11) 0.0312(4) Uani 1 1 d . . .
H15A H 0.1129 0.6380 0.4155 0.037 Uiso 1 1 calc R . .
H15B H 0.2387 0.5775 0.4232 0.037 Uiso 1 1 calc R . .
C16 C 0.1268(2) 0.58103(13) 0.51995(10) 0.0342(4) Uani 1 1 d . . .
H16A H 0.1909 0.6203 0.5430 0.041 Uiso 1 1 calc R . .
H16B H 0.1455 0.5227 0.5384 0.041 Uiso 1 1 calc R . .
C17 C -0.0105(2) 0.60676(15) 0.54461(12) 0.0407(5) Uani 1 1 d . . .
H17A H -0.0744 0.5671 0.5232 0.061 Uiso 1 1 calc R . .
H17B H -0.0292 0.6649 0.5273 0.061 Uiso 1 1 calc R . .
H17C H -0.0159 0.6048 0.5992 0.061 Uiso 1 1 calc R . .
C18 C 0.18300(18) 0.51861(12) 0.27654(10) 0.0244(4) Uani 1 1 d . . .
H18A H 0.2295 0.5707 0.2931 0.029 Uiso 1 1 calc R . .
H18B H 0.1676 0.5241 0.2222 0.029 Uiso 1 1 calc R . .
C19 C 0.27246(19) 0.44193(13) 0.28952(11) 0.0273(4) Uani 1 1 d . . .
H19A H 0.2914 0.4362 0.3434 0.033 Uiso 1 1 calc R . .
H19B H 0.2282 0.3891 0.2727 0.033 Uiso 1 1 calc R . .
C20 C 0.3998(2) 0.45360(14) 0.24660(10) 0.0331(5) Uani 1 1 d . . .
H20A H 0.3788 0.4678 0.1941 0.040 Uiso 1 1 calc R . .
H20B H 0.4481 0.3988 0.2467 0.040 Uiso 1 1 calc R . .
C21 C 0.4878(2) 0.52264(15) 0.27792(13) 0.0416(5) Uani 1 1 d . . .
H21A H 0.5724 0.5212 0.2522 0.062 Uiso 1 1 calc R . .
H21B H 0.5012 0.5128 0.3314 0.062 Uiso 1 1 calc R . .
H21C H 0.4469 0.5786 0.2704 0.062 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N2 Ru1 O1 177.09(7)
N2 Ru1 N1 97.44(7)
O1 Ru1 N1 80.67(5)
N2 Ru1 Cl2 90.52(5)
O1 Ru1 Cl2 87.40(4)
N1 Ru1 Cl2 93.27(4)
N2 Ru1 Cl1 94.51(5)
O1 Ru1 Cl1 87.46(4)
N1 Ru1 Cl1 167.89(4)
Cl2 Ru1 Cl1 88.539(17)
N2 Ru1 Cl3 94.31(5)
O1 Ru1 Cl3 87.72(4)
N1 Ru1 Cl3 84.49(4)
Cl2 Ru1 Cl3 174.900(19)
Cl1 Ru1 Cl3 92.709(16)
C5 O1 Ru1 118.63(10)
C1 N1 C4 106.96(15)
C1 N1 Ru1 120.79(12)
C4 N1 Ru1 109.83(11)
C1 N1 H1 106.1
C4 N1 H1 106.1
Ru1 N1 H1 106.1
O3 N2 Ru1 176.52(16)
C2X C1 N1 108.6(5)
C2X C1 C2 41.9(5)
N1 C1 C2 105.77(16)
C2X C1 H1A 137.6
N1 C1 H1A 111.1
C2 C1 H1A 111.1
C2X C1 H1B 70.1
N1 C1 H1B 110.0
C2 C1 H1B 110.0
H1A C1 H1B 108.8
C2X C1 H1C 108.6
N1 C1 H1C 111.5
C2 C1 H1C 71.3
H1A C1 H1C 41.7
H1B C1 H1C 136.1
C2X C1 H1D 109.0
N1 C1 H1D 110.3
C2 C1 H1D 140.3
H1A C1 H1D 70.5
H1B C1 H1D 41.5
H1C C1 H1D 108.9
C1 C2 C3 102.56(18)
C1 C2 H1C 37.5
C3 C2 H1C 131.4
C1 C2 H2A 111.3
C3 C2 H2A 111.3
H1C C2 H2A 77.3
C1 C2 H2B 111.3
C3 C2 H2B 111.3
H1C C2 H2B 110.1
H2A C2 H2B 109.2
C1 C2 H3C 132.1
C3 C2 H3C 36.1
H1C C2 H3C 140.1
H2A C2 H3C 79.5
H2B C2 H3C 108.0
C1 C2X C3 107.9(7)
C1 C2X H1B 42.0
C3 C2X H1B 133.8
C1 C2X H2XA 110.1
C3 C2X H2XA 110.1
H1B C2X H2XA 113.4
C1 C2X H2XB 110.1
C3 C2X H2XB 110.1
H1B C2X H2XB 69.7
H2XA C2X H2XB 108.4
C2 C3 C4 103.03(15)
C2 C3 C2X 38.4(4)
C4 C3 C2X 101.9(4)
C2 C3 H3A 110.6
C4 C3 H3A 111.2
C2X C3 H3A 140.3
C2 C3 H3B 111.3
C4 C3 H3B 111.3
C2X C3 H3B 76.6
H3A C3 H3B 109.3
C2 C3 H3C 74.5
C4 C3 H3C 112.4
C2X C3 H3C 110.0
H3A C3 H3C 37.1
H3B C3 H3C 132.9
C2 C3 H3D 138.2
C4 C3 H3D 112.2
C2X C3 H3D 110.1
H3A C3 H3D 77.3
H3B C3 H3D 34.9
H3C C3 H3D 110.0
N1 C4 C5 110.96(14)
N1 C4 C3 105.53(15)
C5 C4 C3 111.79(15)
N1 C4 H4 109.5
C5 C4 H4 109.5
C3 C4 H4 109.5
O2 C5 O1 122.64(16)
O2 C5 C4 120.45(16)
O1 C5 C4 116.91(15)
C18 N3 C6 111.29(14)
C18 N3 C10 106.34(13)
C6 N3 C10 110.73(13)
C18 N3 C14 110.76(13)
C6 N3 C14 106.45(13)
C10 N3 C14 111.35(14)
N3 C6 C7 116.04(15)
N3 C6 H6A 108.3
C7 C6 H6A 108.3
N3 C6 H6B 108.3
C7 C6 H6B 108.3
H6A C6 H6B 107.4
C6 C7 C8 110.15(16)
C6 C7 H7A 109.6
C8 C7 H7A 109.6
C6 C7 H7B 109.6
C8 C7 H7B 109.6
H7A C7 H7B 108.1
C7 C8 C9 112.28(18)
C7 C8 H8A 109.1
C9 C8 H8A 109.1
C7 C8 H8B 109.1
C9 C8 H8B 109.1
H8A C8 H8B 107.9
C8 C9 H9A 109.5
C8 C9 H9B 109.5
H9A C9 H9B 109.5
C8 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
C11 C10 N3 116.35(15)
C11 C10 H10A 108.2
N3 C10 H10A 108.2
C11 C10 H10B 108.2
N3 C10 H10B 108.2
H10A C10 H10B 107.4
C10 C11 C12 110.25(16)
C10 C11 H11A 109.6
C12 C11 H11A 109.6
C10 C11 H11B 109.6
C12 C11 H11B 109.6
H11A C11 H11B 108.1
C13 C12 C11 112.6(2)
C13 C12 H12A 109.1
C11 C12 H12A 109.1
C13 C12 H12B 109.1
C11 C12 H12B 109.1
H12A C12 H12B 107.8
C12 C13 H13A 109.5
C12 C13 H13B 109.5
H13A C13 H13B 109.5
C12 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C15 C14 N3 116.05(15)
C15 C14 H14A 108.3
N3 C14 H14A 108.3
C15 C14 H14B 108.3
N3 C14 H14B 108.3
H14A C14 H14B 107.4
C14 C15 C16 110.41(17)
C14 C15 H15A 109.6
C16 C15 H15A 109.6
C14 C15 H15B 109.6
C16 C15 H15B 109.6
H15A C15 H15B 108.1
C15 C16 C17 113.15(18)
C15 C16 H16A 108.9
C17 C16 H16A 108.9
C15 C16 H16B 108.9
C17 C16 H16B 108.9
H16A C16 H16B 107.8
C16 C17 H17A 109.5
C16 C17 H17B 109.5
H17A C17 H17B 109.5
C16 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
N3 C18 C19 115.89(15)
N3 C18 H18A 108.3
C19 C18 H18A 108.3
N3 C18 H18B 108.3
C19 C18 H18B 108.3
H18A C18 H18B 107.4
C20 C19 C18 109.93(16)
C20 C19 H19A 109.7
C18 C19 H19A 109.7
C20 C19 H19B 109.7
C18 C19 H19B 109.7
H19A C19 H19B 108.2
C19 C20 C21 113.99(17)
C19 C20 H20A 108.8
C21 C20 H20A 108.8
C19 C20 H20B 108.8
C21 C20 H20B 108.8
H20A C20 H20B 107.7
C20 C21 H21A 109.5
C20 C21 H21B 109.5
H21A C21 H21B 109.5
C20 C21 H21C 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ru1 N2 1.7245(15)
Ru1 O1 1.9982(11)
Ru1 N1 2.1072(15)
Ru1 Cl2 2.3636(5)
Ru1 Cl1 2.3756(4)
Ru1 Cl3 2.3803(4)
O1 C5 1.296(2)
O2 C5 1.217(2)
O3 N2 1.147(2)
N1 C1 1.493(2)
N1 C4 1.505(2)
N1 H1 0.9300
C1 C2X 1.328(10)
C1 C2 1.494(3)
C1 H1A 0.9601
C1 H1B 0.9600
C1 H1C 0.9599
C1 H1D 0.9600
C2 C3 1.524(3)
C2 H2A 0.9900
C2 H2B 0.9900
C2X C3 1.579(10)
C2X H2XA 0.9900
C2X H2XB 0.9900
C3 C4 1.537(3)
C3 H3A 0.9600
C3 H3B 0.9600
C3 H3C 0.9600
C3 H3D 0.9600
C4 C5 1.519(2)
C4 H4 1.0000
N3 C18 1.508(2)
N3 C6 1.514(2)
N3 C10 1.520(2)
N3 C14 1.522(2)
C6 C7 1.514(3)
C6 H6A 0.9900
C6 H6B 0.9900
C7 C8 1.521(3)
C7 H7A 0.9900
C7 H7B 0.9900
C8 C9 1.524(3)
C8 H8A 0.9900
C8 H8B 0.9900
C9 H9A 0.9800
C9 H9B 0.9800
C9 H9C 0.9800
C10 C11 1.510(3)
C10 H10A 0.9900
C10 H10B 0.9900
C11 C12 1.516(3)
C11 H11A 0.9900
C11 H11B 0.9900
C12 C13 1.512(3)
C12 H12A 0.9900
C12 H12B 0.9900
C13 H13A 0.9800
C13 H13B 0.9800
C13 H13C 0.9800
C14 C15 1.516(3)
C14 H14A 0.9900
C14 H14B 0.9900
C15 C16 1.526(3)
C15 H15A 0.9900
C15 H15B 0.9900
C16 C17 1.526(3)
C16 H16A 0.9900
C16 H16B 0.9900
C17 H17A 0.9800
C17 H17B 0.9800
C17 H17C 0.9800
C18 C19 1.527(3)
C18 H18A 0.9900
C18 H18B 0.9900
C19 C20 1.523(3)
C19 H19A 0.9900
C19 H19B 0.9900
C20 C21 1.514(3)
C20 H20A 0.9900
C20 H20B 0.9900
C21 H21A 0.9800
C21 H21B 0.9800
C21 H21C 0.9800
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
N2 Ru1 O1 C5 -63.3(12)
N1 Ru1 O1 C5 -13.62(13)
Cl2 Ru1 O1 C5 -107.37(12)
Cl1 Ru1 O1 C5 163.98(12)
Cl3 Ru1 O1 C5 71.16(12)
N2 Ru1 N1 C1 67.90(14)
O1 Ru1 N1 C1 -109.87(13)
Cl2 Ru1 N1 C1 -23.05(13)
Cl1 Ru1 N1 C1 -121.4(2)
Cl3 Ru1 N1 C1 161.54(13)
N2 Ru1 N1 C4 -166.94(11)
O1 Ru1 N1 C4 15.29(11)
Cl2 Ru1 N1 C4 102.11(10)
Cl1 Ru1 N1 C4 3.8(3)
Cl3 Ru1 N1 C4 -73.30(10)
O1 Ru1 N2 O3 -44(3)
N1 Ru1 N2 O3 -93(3)
Cl2 Ru1 N2 O3 0(3)
Cl1 Ru1 N2 O3 89(3)
Cl3 Ru1 N2 O3 -178(100)
C4 N1 C1 C2X 22.8(6)
Ru1 N1 C1 C2X 149.3(5)
C4 N1 C1 C2 -21.1(2)
Ru1 N1 C1 C2 105.42(17)
C2X C1 C2 C3 -62.8(7)
N1 C1 C2 C3 37.6(2)
N1 C1 C2X C3 -31.5(8)
C2 C1 C2X C3 61.7(6)
C1 C2 C3 C4 -39.2(2)
C1 C2 C3 C2X 53.6(6)
C1 C2X C3 C2 -68.2(7)
C1 C2X C3 C4 27.8(8)
C1 N1 C4 C5 117.39(16)
Ru1 N1 C4 C5 -15.36(16)
C1 N1 C4 C3 -3.88(18)
Ru1 N1 C4 C3 -136.63(12)
C2 C3 C4 N1 26.6(2)
C2X C3 C4 N1 -12.7(5)
C2 C3 C4 C5 -94.12(19)
C2X C3 C4 C5 -133.4(5)
Ru1 O1 C5 O2 -171.81(13)
Ru1 O1 C5 C4 8.22(19)
N1 C4 C5 O2 -174.32(15)
C3 C4 C5 O2 -56.8(2)
N1 C4 C5 O1 5.7(2)
C3 C4 C5 O1 123.17(17)
C18 N3 C6 C7 -50.1(2)
C10 N3 C6 C7 67.9(2)
C14 N3 C6 C7 -170.92(15)
N3 C6 C7 C8 -167.18(15)
C6 C7 C8 C9 -177.79(17)
C18 N3 C10 C11 -173.63(16)
C6 N3 C10 C11 65.3(2)
C14 N3 C10 C11 -52.9(2)
N3 C10 C11 C12 172.86(16)
C10 C11 C12 C13 180.00(19)
C18 N3 C14 C15 59.0(2)
C6 N3 C14 C15 -179.86(16)
C10 N3 C14 C15 -59.1(2)
N3 C14 C15 C16 166.30(16)
C14 C15 C16 C17 -70.9(2)
C6 N3 C18 C19 -58.19(19)
C10 N3 C18 C19 -178.86(16)
C14 N3 C18 C19 60.0(2)
N3 C18 C19 C20 179.51(15)
C18 C19 C20 C21 70.5(2)
