#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/47/4064730.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_4064730
loop_
_publ_author_name
'Risse, Julie'
'Scopelliti, Rosario'
'Severin, Kay'
_publ_section_title
;
 Beyond Click-Chemistry: Transformation of Azides with Cyclopentadienyl
 Ruthenium Complexes
;
_journal_issue                   12
_journal_name_full               Organometallics
_journal_page_first              3412
_journal_paper_doi               10.1021/om200295c
_journal_volume                  30
_journal_year                    2011
_chemical_formula_moiety         'C33 H47 Cl N4 O Ru, 0.5(C7 H8)'
_chemical_formula_sum            'C36.5 H51 Cl N4 O Ru'
_chemical_formula_weight         698.33
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_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            8
_cell_length_a                   14.1525(5)
_cell_length_b                   28.7647(8)
_cell_length_c                   17.0534(5)
_cell_measurement_reflns_used    20219
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      27.3313
_cell_measurement_theta_min      2.8716
_cell_volume                     6942.3(4)
_computing_cell_refinement
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET) 
(compiled Apr 28 2010,14:27:37) 
;
_computing_data_collection
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET) 
(compiled Apr 28 2010,14:27:37) 
;
_computing_data_reduction
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET) 
(compiled Apr 28 2010,14:27:37) 
;
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      140(2)
_diffrn_detector_area_resol_mean 8.2812
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Oxford Diffraction, KM4/Sapphire CCD'
_diffrn_measurement_method       'phi and omega 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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0366
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            7068
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.88
_exptl_absorpt_coefficient_mu    0.562
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET) 
(compiled Apr 28 2010,14:27:37) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             2936
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.14
_refine_diff_density_max         2.203
_refine_diff_density_min         -0.919
_refine_diff_density_rms         0.110
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.162
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     398
_refine_ls_number_reflns         7068
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.162
_refine_ls_R_factor_all          0.0768
_refine_ls_R_factor_gt           0.0610
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0255P)²+37.3608P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1288
_refine_ls_wR_factor_ref         0.1334
_reflns_number_gt                5599
_reflns_number_total             7068
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om200295c_si_001.cif
_cod_data_source_block           complex_2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_formula_sum        'C36.50 H51 Cl N4 O Ru'
_cod_database_code               4064730
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'
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
Ru1 Ru 0.26901(3) 0.185860(12) 0.44137(2) 0.01440(11) Uani 1 1 d .
Cl1 Cl 0.29111(9) 0.21022(4) 0.30894(7) 0.0249(3) Uani 1 1 d .
O1 O 0.4798(2) 0.15739(12) 0.36414(19) 0.0222(7) Uani 1 1 d .
N1 N 0.2225(3) 0.25104(13) 0.4537(2) 0.0223(9) Uani 1 1 d .
N2 N 0.1317(3) 0.25882(15) 0.4519(3) 0.0299(10) Uani 1 1 d .
N3 N 0.0806(3) 0.22070(14) 0.4499(3) 0.0239(9) Uani 1 1 d .
N4 N 0.1313(3) 0.18199(13) 0.4445(2) 0.0172(8) Uani 1 1 d .
C1 C 0.4225(3) 0.15424(16) 0.4269(3) 0.0158(9) Uani 1 1 d .
C2 C 0.4168(3) 0.18477(17) 0.4899(3) 0.0191(10) Uani 1 1 d .
H2 H 0.4532 0.2123 0.4964 0.023 Uiso 1 1 calc R
C3 C 0.3469(3) 0.16777(16) 0.5435(3) 0.0181(10) Uani 1 1 d .
C4 C 0.3093(3) 0.12429(16) 0.5103(3) 0.0177(10) Uani 1 1 d .
C5 C 0.3508(3) 0.11775(16) 0.4335(3) 0.0166(9) Uani 1 1 d .
C6 C 0.5358(4) 0.19896(18) 0.3591(3) 0.0293(12) Uani 1 1 d .
H6A H 0.4941 0.2261 0.3563 0.044 Uiso 1 1 calc R
H6B H 0.5753 0.1977 0.3119 0.044 Uiso 1 1 calc R
H6C H 0.5763 0.2014 0.4055 0.044 Uiso 1 1 calc R
C7 C 0.3364(3) 0.19033(19) 0.6251(3) 0.0245(11) Uani 1 1 d .
C8 C 0.3514(4) 0.2427(2) 0.6210(3) 0.0381(15) Uani 1 1 d .
H8A H 0.4120 0.2493 0.5956 0.057 Uiso 1 1 calc R
H8B H 0.3516 0.2556 0.6742 0.057 Uiso 1 1 calc R
H8C H 0.3002 0.2569 0.5907 0.057 Uiso 1 1 calc R
C9 C 0.2370(4) 0.1842(2) 0.6616(3) 0.0297(12) Uani 1 1 d .
H9A H 0.2342 0.2008 0.7117 0.045 Uiso 1 1 calc R
H9B H 0.2246 0.1511 0.6702 0.045 Uiso 1 1 calc R
H9C H 0.1893 0.1969 0.6258 0.045 Uiso 1 1 calc R
C10 C 0.4141(4) 0.1696(3) 0.6765(3) 0.0480(18) Uani 1 1 d .
H10A H 0.4759 0.1765 0.6534 0.072 Uiso 1 1 calc R
H10B H 0.4056 0.1359 0.6800 0.072 Uiso 1 1 calc R
H10C H 0.4105 0.1832 0.7291 0.072 Uiso 1 1 calc R
C11 C 0.2377(3) 0.09206(16) 0.5487(3) 0.0203(10) Uani 1 1 d .
H11A H 0.2002 0.0777 0.5061 0.024 Uiso 1 1 calc R
H11B H 0.1937 0.1118 0.5792 0.024 Uiso 1 1 calc R
C12 C 0.2713(4) 0.05148(18) 0.6046(3) 0.0302(12) Uani 1 1 d .
C13 C 0.2595(6) 0.0648(2) 0.6911(3) 0.0517(19) Uani 1 1 d .
H13A H 0.2770 0.0383 0.7242 0.078 Uiso 1 1 calc R
H13B H 0.1936 0.0733 0.7011 0.078 Uiso 1 1 calc R
H13C H 0.3006 0.0912 0.7032 0.078 Uiso 1 1 calc R
C14 C 0.2058(4) 0.0097(2) 0.5904(4) 0.0439(16) Uani 1 1 d .
H14A H 0.2156 -0.0021 0.5371 0.066 Uiso 1 1 calc R
H14B H 0.1399 0.0195 0.5965 0.066 Uiso 1 1 calc R
H14C H 0.2202 -0.0148 0.6284 0.066 Uiso 1 1 calc R
C15 C 0.3736(4) 0.0377(2) 0.5913(3) 0.0347(13) Uani 1 1 d .
H15A H 0.4146 0.0646 0.6009 0.052 Uiso 1 1 calc R
H15B H 0.3817 0.0272 0.5370 0.052 Uiso 1 1 calc R
H15C H 0.3906 0.0125 0.6272 0.052 Uiso 1 1 calc R
C16 C 0.3477(3) 0.07783(17) 0.3723(3) 0.0209(10) Uani 1 1 d .
C17 C 0.2686(4) 0.04228(17) 0.3847(3) 0.0276(11) Uani 1 1 d .
H17A H 0.2073 0.0581 0.3833 0.041 Uiso 1 1 calc R
H17B H 0.2768 0.0271 0.4357 0.041 Uiso 1 1 calc R
H17C H 0.2711 0.0188 0.3431 0.041 Uiso 1 1 calc R
C18 C 0.4430(4) 0.05138(18) 0.3751(3) 0.0281(12) Uani 1 1 d .
H18A H 0.4421 0.0260 0.3368 0.042 Uiso 1 1 calc R
H18B H 0.4525 0.0385 0.4278 0.042 Uiso 1 1 calc R
H18C H 0.4947 0.0728 0.3627 0.042 Uiso 1 1 calc R
C19 C 0.3354(4) 0.09664(19) 0.2884(3) 0.0272(12) Uani 1 1 d .
H19A H 0.3362 0.0707 0.2511 0.041 Uiso 1 1 calc R
H19B H 0.3872 0.1181 0.2762 0.041 Uiso 1 1 calc R
H19C H 0.2750 0.1131 0.2844 0.041 Uiso 1 1 calc R
C20 C 0.2817(4) 0.29287(17) 0.4420(4) 0.0311(12) Uani 1 1 d .
H20A H 0.3078 0.2921 0.3882 0.037 Uiso 1 1 calc R
H20B H 0.3355 0.2916 0.4790 0.037 Uiso 1 1 calc R
C21 C 0.2303(4) 0.33847(16) 0.4536(3) 0.0245(11) Uani 1 1 d .
C22 C 0.1870(4) 0.3601(2) 0.3912(3) 0.0343(13) Uani 1 1 d .
H22 H 0.1906 0.3463 0.3406 0.041 Uiso 1 1 calc R
C23 C 0.1388(5) 0.4012(2) 0.4005(4) 0.0419(15) Uani 1 1 d .
H23 H 0.1111 0.4160 0.3564 0.050 Uiso 1 1 calc R
C24 C 0.1305(4) 0.4207(2) 0.4737(4) 0.0411(16) Uani 1 1 d .
H24 H 0.0951 0.4485 0.4805 0.049 Uiso 1 1 calc R
C25 C 0.1736(5) 0.4001(2) 0.5367(4) 0.0427(16) Uani 1 1 d .
H25 H 0.1688 0.4139 0.5871 0.051 Uiso 1 1 calc R
C26 C 0.2245(4) 0.35878(19) 0.5268(3) 0.0340(13) Uani 1 1 d .
H26 H 0.2550 0.3447 0.5704 0.041 Uiso 1 1 calc R
C27 C 0.0702(3) 0.14148(16) 0.4357(3) 0.0185(10) Uani 1 1 d .
H27A H 0.1092 0.1154 0.4160 0.022 Uiso 1 1 calc R
H27B H 0.0228 0.1486 0.3947 0.022 Uiso 1 1 calc R
C28 C 0.0175(3) 0.12465(18) 0.5083(3) 0.0235(11) Uani 1 1 d .
C29 C 0.0051(4) 0.1512(2) 0.5751(3) 0.0305(12) Uani 1 1 d .
H29 H 0.0295 0.1819 0.5775 0.037 Uiso 1 1 calc R
C30 C -0.0435(5) 0.1325(3) 0.6392(4) 0.0489(19) Uani 1 1 d .
H30 H -0.0528 0.1506 0.6851 0.059 Uiso 1 1 calc R
C31 C -0.0779(5) 0.0877(3) 0.6356(5) 0.059(2) Uani 1 1 d .
H31 H -0.1090 0.0748 0.6799 0.071 Uiso 1 1 calc R
C32 C -0.0678(5) 0.0618(3) 0.5692(5) 0.057(2) Uani 1 1 d .
H32 H -0.0944 0.0315 0.5663 0.069 Uiso 1 1 calc R
C33 C -0.0183(4) 0.0800(2) 0.5058(4) 0.0373(14) Uani 1 1 d .
H33 H -0.0091 0.0615 0.4603 0.045 Uiso 1 1 calc R
C34 C 0.0000 0.0746(3) 0.2500 0.0305(18) Uani 1 2 d S
C35 C 0.0810(4) 0.09951(19) 0.2310(3) 0.0283(12) Uani 1 1 d .
H35 H 0.1370 0.0832 0.2171 0.034 Uiso 1 1 calc R
C36 C 0.0814(4) 0.14764(19) 0.2319(3) 0.0285(12) Uani 1 1 d .
H36 H 0.1379 0.1641 0.2201 0.034 Uiso 1 1 calc R
C37 C 0.0000 0.1719(3) 0.2500 0.0278(17) Uani 1 2 d S
H37 H 0.0000 0.2050 0.2500 0.033 Uiso 1 2 calc SR
C38 C 0.0000 0.0223(3) 0.2500 0.049(2) Uani 1 2 d S
H38A H 0.0628 0.0109 0.2351 0.073 Uiso 0.50 1 calc PR
H38B H -0.0469 0.0109 0.2123 0.073 Uiso 0.50 1 calc PR
H38C H -0.0159 0.0109 0.3026 0.073 Uiso 0.50 1 calc PR
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'
O O 0.0106 0.0060 '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'
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
N4 Ru1 N1 73.85(16) . .
N4 Ru1 C3 118.78(17) . .
N1 Ru1 C3 108.33(17) . .
N4 Ru1 C4 101.44(17) . .
N1 Ru1 C4 141.67(17) . .
C3 Ru1 C4 39.74(17) . .
N4 Ru1 C2 156.51(17) . .
N1 Ru1 C2 106.31(17) . .
C3 Ru1 C2 38.09(17) . .
C4 Ru1 C2 63.34(18) . .
N4 Ru1 C5 117.34(16) . .
N1 Ru1 C5 168.51(17) . .
C3 Ru1 C5 64.81(17) . .
C4 Ru1 C5 37.63(16) . .
C2 Ru1 C5 62.46(17) . .
N4 Ru1 C1 153.70(16) . .
N1 Ru1 C1 132.35(17) . .
C3 Ru1 C1 61.02(16) . .
C4 Ru1 C1 60.58(17) . .
C2 Ru1 C1 34.92(16) . .
C5 Ru1 C1 36.68(16) . .
N4 Ru1 Cl1 99.97(11) . .
N1 Ru1 Cl1 82.35(12) . .
C3 Ru1 Cl1 141.23(13) . .
C4 Ru1 Cl1 135.09(13) . .
C2 Ru1 Cl1 103.33(12) . .
C5 Ru1 Cl1 97.50(12) . .
C1 Ru1 Cl1 83.92(11) . .
C1 O1 C6 115.9(4) . .
N2 N1 C20 114.5(4) . .
N2 N1 Ru1 118.9(3) . .
C20 N1 Ru1 124.2(3) . .
N1 N2 N3 113.6(4) . .
N2 N3 N4 113.8(4) . .
N3 N4 C27 110.9(4) . .
N3 N4 Ru1 119.6(3) . .
C27 N4 Ru1 129.4(3) . .
O1 C1 C2 127.4(4) . .
O1 C1 C5 121.8(4) . .
C2 C1 C5 110.7(4) . .
O1 C1 Ru1 127.6(3) . .
C2 C1 Ru1 67.9(3) . .
C5 C1 Ru1 68.4(2) . .
C1 C2 C3 108.5(4) . .
C1 C2 Ru1 77.2(3) . .
C3 C2 Ru1 66.3(3) . .
C1 C2 H2 125.8 . .
C3 C2 H2 125.8 . .
Ru1 C2 H2 122.3 . .
C2 C3 C4 107.1(4) . .
C2 C3 C7 119.9(4) . .
C4 C3 C7 132.0(4) . .
C2 C3 Ru1 75.6(3) . .
C4 C3 Ru1 72.9(3) . .
C7 C3 Ru1 125.9(3) . .
C5 C4 C3 108.2(4) . .
C5 C4 C11 125.5(4) . .
C3 C4 C11 126.4(4) . .
C5 C4 Ru1 74.1(3) . .
C3 C4 Ru1 67.4(2) . .
C11 C4 Ru1 123.2(3) . .
C4 C5 C1 104.9(4) . .
C4 C5 C16 133.9(4) . .
C1 C5 C16 119.8(4) . .
C4 C5 Ru1 68.2(2) . .
C1 C5 Ru1 74.9(3) . .
C16 C5 Ru1 131.4(3) . .
O1 C6 H6A 109.5 . .
O1 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
O1 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
C8 C7 C10 108.2(5) . .
C8 C7 C3 111.2(4) . .
C10 C7 C3 106.5(4) . .
C8 C7 C9 104.9(4) . .
C10 C7 C9 112.3(5) . .
C3 C7 C9 113.7(4) . .
C7 C8 H8A 109.5 . .
C7 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C7 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C7 C9 H9A 109.5 . .
C7 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C7 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C7 C10 H10A 109.5 . .
C7 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C7 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C4 C11 C12 120.6(4) . .
C4 C11 H11A 107.2 . .
C12 C11 H11A 107.2 . .
C4 C11 H11B 107.2 . .
C12 C11 H11B 107.2 . .
H11A C11 H11B 106.8 . .
C15 C12 C13 108.2(5) . .
C15 C12 C14 110.3(5) . .
C13 C12 C14 106.4(5) . .
C15 C12 C11 112.9(4) . .
C13 C12 C11 111.3(4) . .
C14 C12 C11 107.5(5) . .
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 . .
C12 C14 H14A 109.5 . .
C12 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C12 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C12 C15 H15A 109.5 . .
C12 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C12 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C17 C16 C19 106.3(4) . .
C17 C16 C18 107.7(4) . .
C19 C16 C18 107.5(4) . .
C17 C16 C5 114.9(4) . .
C19 C16 C5 111.6(4) . .
C18 C16 C5 108.5(4) . .
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 . .
C16 C18 H18A 109.5 . .
C16 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C16 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C16 C19 H19A 109.5 . .
C16 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C16 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
N1 C20 C21 114.6(4) . .
N1 C20 H20A 108.6 . .
C21 C20 H20A 108.6 . .
N1 C20 H20B 108.6 . .
C21 C20 H20B 108.6 . .
H20A C20 H20B 107.6 . .
C22 C21 C26 118.8(5) . .
C22 C21 C20 120.3(5) . .
C26 C21 C20 120.9(5) . .
C23 C22 C21 121.3(6) . .
C23 C22 H22 119.3 . .
C21 C22 H22 119.3 . .
C24 C23 C22 120.0(6) . .
C24 C23 H23 120.0 . .
C22 C23 H23 120.0 . .
C25 C24 C23 119.8(6) . .
C25 C24 H24 120.1 . .
C23 C24 H24 120.1 . .
C24 C25 C26 120.2(6) . .
C24 C25 H25 119.9 . .
C26 C25 H25 119.9 . .
C21 C26 C25 119.9(6) . .
C21 C26 H26 120.1 . .
C25 C26 H26 120.1 . .
N4 C27 C28 117.4(4) . .
N4 C27 H27A 108.0 . .
C28 C27 H27A 108.0 . .
N4 C27 H27B 108.0 . .
C28 C27 H27B 108.0 . .
H27A C27 H27B 107.2 . .
C33 C28 C29 119.4(5) . .
C33 C28 C27 116.8(5) . .
C29 C28 C27 123.8(5) . .
C28 C29 C30 119.6(6) . .
C28 C29 H29 120.2 . .
C30 C29 H29 120.2 . .
C31 C30 C29 119.9(7) . .
C31 C30 H30 120.0 . .
C29 C30 H30 120.0 . .
C32 C31 C30 120.7(6) . .
C32 C31 H31 119.7 . .
C30 C31 H31 119.7 . .
C31 C32 C33 119.6(7) . .
C31 C32 H32 120.2 . .
C33 C32 H32 120.2 . .
C28 C33 C32 120.7(6) . .
C28 C33 H33 119.6 . .
C32 C33 H33 119.6 . .
C35 C34 C35 118.1(7) 3 .
C35 C34 C38 121.0(4) 3 .
C35 C34 C38 121.0(4) . .
C36 C35 C34 121.0(5) . .
C36 C35 H35 119.5 . .
C34 C35 H35 119.5 . .
C37 C36 C35 120.4(5) . .
C37 C36 H36 119.8 . .
C35 C36 H36 119.8 . .
C36 C37 C36 119.2(7) . 3
C36 C37 H37 120.4 . .
C36 C37 H37 120.4 3 .
C34 C38 H38A 109.5 . .
C34 C38 H38B 109.5 . .
H38A C38 H38B 109.5 . .
C34 C38 H38C 109.5 . .
H38A C38 H38C 109.5 . .
H38B C38 H38C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ru1 N4 1.953(4) .
Ru1 N1 1.998(4) .
Ru1 C3 2.126(5) .
Ru1 C4 2.201(4) .
Ru1 C2 2.250(5) .
Ru1 C5 2.279(4) .
Ru1 C1 2.368(4) .
Ru1 Cl1 2.3852(12) .
O1 C1 1.346(5) .
O1 C6 1.437(6) .
N1 N2 1.304(6) .
N1 C20 1.479(6) .
N2 N3 1.314(6) .
N3 N4 1.328(5) .
N4 C27 1.459(6) .
C1 C2 1.390(6) .
C1 C5 1.464(6) .
C2 C3 1.433(7) .
C2 H2 0.9500 .
C3 C4 1.473(6) .
C3 C7 1.542(6) .
C4 C5 1.447(6) .
C4 C11 1.522(7) .
C5 C16 1.553(6) .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 C8 1.523(8) .
C7 C10 1.527(8) .
C7 C9 1.548(7) .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 C12 1.580(6) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 C15 1.519(8) .
C12 C13 1.533(8) .
C12 C14 1.536(8) .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 C17 1.531(7) .
C16 C19 1.539(7) .
C16 C18 1.549(7) .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C20 C21 1.512(7) .
C20 H20A 0.9900 .
C20 H20B 0.9900 .
C21 C22 1.377(8) .
C21 C26 1.381(7) .
C22 C23 1.374(8) .
C22 H22 0.9500 .
C23 C24 1.373(9) .
C23 H23 0.9500 .
C24 C25 1.370(9) .
C24 H24 0.9500 .
C25 C26 1.400(8) .
C25 H25 0.9500 .
C26 H26 0.9500 .
C27 C28 1.523(7) .
C27 H27A 0.9900 .
C27 H27B 0.9900 .
C28 C33 1.383(8) .
C28 C29 1.383(8) .
C29 C30 1.399(8) .
C29 H29 0.9500 .
C30 C31 1.378(11) .
C30 H30 0.9500 .
C31 C32 1.363(11) .
C31 H31 0.9500 .
C32 C33 1.390(9) .
C32 H32 0.9500 .
C33 H33 0.9500 .
C34 C35 1.390(7) 3
C34 C35 1.390(7) .
C34 C38 1.507(11) .
C35 C36 1.385(7) .
C35 H35 0.9500 .
C36 C37 1.382(7) .
C36 H36 0.9500 .
C37 C36 1.382(7) 3
C37 H37 0.9500 .
C38 H38A 0.9800 .
C38 H38B 0.9800 .
C38 H38C 0.9800 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
N4 Ru1 N1 N2 -4.7(4) . .
C3 Ru1 N1 N2 -120.3(4) . .
C4 Ru1 N1 N2 -92.8(5) . .
C2 Ru1 N1 N2 -160.3(4) . .
C5 Ru1 N1 N2 -172.0(7) . .
C1 Ru1 N1 N2 172.5(3) . .
Cl1 Ru1 N1 N2 98.0(4) . .
N4 Ru1 N1 C20 -166.3(4) . .
C3 Ru1 N1 C20 78.1(4) . .
C4 Ru1 N1 C20 105.7(4) . .
C2 Ru1 N1 C20 38.2(4) . .
C5 Ru1 N1 C20 26.5(11) . .
C1 Ru1 N1 C20 11.0(5) . .
Cl1 Ru1 N1 C20 -63.5(4) . .
C20 N1 N2 N3 169.8(4) . .
Ru1 N1 N2 N3 6.6(6) . .
N1 N2 N3 N4 -4.5(6) . .
N2 N3 N4 C27 -175.1(4) . .
N2 N3 N4 Ru1 0.6(6) . .
N1 Ru1 N4 N3 2.1(3) . .
C3 Ru1 N4 N3 104.5(4) . .
C4 Ru1 N4 N3 142.9(3) . .
C2 Ru1 N4 N3 96.0(5) . .
C5 Ru1 N4 N3 179.3(3) . .
C1 Ru1 N4 N3 -173.3(3) . .
Cl1 Ru1 N4 N3 -76.8(3) . .
N1 Ru1 N4 C27 176.9(4) . .
C3 Ru1 N4 C27 -80.7(4) . .
C4 Ru1 N4 C27 -42.3(4) . .
C2 Ru1 N4 C27 -89.3(6) . .
C5 Ru1 N4 C27 -5.9(4) . .
C1 Ru1 N4 C27 1.5(6) . .
Cl1 Ru1 N4 C27 97.9(4) . .
C6 O1 C1 C2 -5.3(7) . .
C6 O1 C1 C5 170.1(4) . .
C6 O1 C1 Ru1 84.1(5) . .
N4 Ru1 C1 O1 103.2(5) . .
N1 Ru1 C1 O1 -70.9(4) . .
C3 Ru1 C1 O1 -159.8(5) . .
C4 Ru1 C1 O1 154.3(5) . .
C2 Ru1 C1 O1 -120.9(5) . .
C5 Ru1 C1 O1 114.2(5) . .
Cl1 Ru1 C1 O1 3.0(4) . .
N4 Ru1 C1 C2 -135.9(4) . .
N1 Ru1 C1 C2 50.1(4) . .
C3 Ru1 C1 C2 -38.9(3) . .
C4 Ru1 C1 C2 -84.7(3) . .
C5 Ru1 C1 C2 -124.8(4) . .
Cl1 Ru1 C1 C2 123.9(3) . .
N4 Ru1 C1 C5 -11.1(5) . .
N1 Ru1 C1 C5 174.9(3) . .
C3 Ru1 C1 C5 85.9(3) . .
C4 Ru1 C1 C5 40.1(3) . .
C2 Ru1 C1 C5 124.8(4) . .
Cl1 Ru1 C1 C5 -111.3(2) . .
O1 C1 C2 C3 -179.6(4) . .
C5 C1 C2 C3 4.6(5) . .
Ru1 C1 C2 C3 59.2(3) . .
O1 C1 C2 Ru1 121.2(5) . .
C5 C1 C2 Ru1 -54.7(3) . .
N4 Ru1 C2 C1 129.3(4) . .
N1 Ru1 C2 C1 -143.8(3) . .
C3 Ru1 C2 C1 117.1(4) . .
C4 Ru1 C2 C1 76.0(3) . .
C5 Ru1 C2 C1 33.6(3) . .
Cl1 Ru1 C2 C1 -58.0(3) . .
N4 Ru1 C2 C3 12.2(6) . .
N1 Ru1 C2 C3 99.1(3) . .
C4 Ru1 C2 C3 -41.0(3) . .
C5 Ru1 C2 C3 -83.5(3) . .
C1 Ru1 C2 C3 -117.1(4) . .
Cl1 Ru1 C2 C3 -175.1(2) . .
C1 C2 C3 C4 0.4(5) . .
Ru1 C2 C3 C4 66.6(3) . .
C1 C2 C3 C7 170.4(4) . .
Ru1 C2 C3 C7 -123.4(4) . .
C1 C2 C3 Ru1 -66.2(3) . .
N4 Ru1 C3 C2 -174.5(3) . .
N1 Ru1 C3 C2 -93.3(3) . .
C4 Ru1 C3 C2 113.4(4) . .
C5 Ru1 C3 C2 76.8(3) . .
C1 Ru1 C3 C2 35.6(3) . .
Cl1 Ru1 C3 C2 7.6(4) . .
N4 Ru1 C3 C4 72.1(3) . .
N1 Ru1 C3 C4 153.4(3) . .
C2 Ru1 C3 C4 -113.4(4) . .
C5 Ru1 C3 C4 -36.6(3) . .
C1 Ru1 C3 C4 -77.7(3) . .
Cl1 Ru1 C3 C4 -105.8(3) . .
N4 Ru1 C3 C7 -57.8(5) . .
N1 Ru1 C3 C7 23.5(5) . .
C4 Ru1 C3 C7 -129.9(5) . .
C2 Ru1 C3 C7 116.7(5) . .
C5 Ru1 C3 C7 -166.5(5) . .
C1 Ru1 C3 C7 152.3(5) . .
Cl1 Ru1 C3 C7 124.3(4) . .
C2 C3 C4 C5 -5.1(5) . .
C7 C3 C4 C5 -173.5(5) . .
Ru1 C3 C4 C5 63.4(3) . .
C2 C3 C4 C11 176.0(4) . .
C7 C3 C4 C11 7.7(8) . .
Ru1 C3 C4 C11 -115.5(4) . .
C2 C3 C4 Ru1 -68.5(3) . .
C7 C3 C4 Ru1 123.2(5) . .
N4 Ru1 C4 C5 120.3(3) . .
N1 Ru1 C4 C5 -161.3(3) . .
C3 Ru1 C4 C5 -118.0(4) . .
C2 Ru1 C4 C5 -78.7(3) . .
C1 Ru1 C4 C5 -39.1(3) . .
Cl1 Ru1 C4 C5 3.4(3) . .
N4 Ru1 C4 C3 -121.7(3) . .
N1 Ru1 C4 C3 -43.3(4) . .
C2 Ru1 C4 C3 39.3(3) . .
C5 Ru1 C4 C3 118.0(4) . .
C1 Ru1 C4 C3 78.9(3) . .
Cl1 Ru1 C4 C3 121.4(2) . .
N4 Ru1 C4 C11 -2.0(4) . .
N1 Ru1 C4 C11 76.4(5) . .
C3 Ru1 C4 C11 119.7(5) . .
C2 Ru1 C4 C11 159.0(4) . .
C5 Ru1 C4 C11 -122.3(5) . .
C1 Ru1 C4 C11 -161.4(4) . .
Cl1 Ru1 C4 C11 -118.9(3) . .
C3 C4 C5 C1 7.6(5) . .
C11 C4 C5 C1 -173.6(4) . .
Ru1 C4 C5 C1 66.7(3) . .
C3 C4 C5 C16 173.8(5) . .
C11 C4 C5 C16 -7.4(8) . .
Ru1 C4 C5 C16 -127.1(5) . .
C3 C4 C5 Ru1 -59.1(3) . .
C11 C4 C5 Ru1 119.7(5) . .
O1 C1 C5 C4 176.2(4) . .
C2 C1 C5 C4 -7.6(5) . .
Ru1 C1 C5 C4 -62.0(3) . .
O1 C1 C5 C16 7.7(7) . .
C2 C1 C5 C16 -176.2(4) . .
Ru1 C1 C5 C16 129.4(4) . .
O1 C1 C5 Ru1 -121.7(4) . .
C2 C1 C5 Ru1 54.4(3) . .
N4 Ru1 C5 C4 -72.2(3) . .
N1 Ru1 C5 C4 93.9(8) . .
C3 Ru1 C5 C4 38.6(3) . .
C2 Ru1 C5 C4 81.2(3) . .
C1 Ru1 C5 C4 113.2(4) . .
Cl1 Ru1 C5 C4 -177.6(2) . .
N4 Ru1 C5 C1 174.5(2) . .
N1 Ru1 C5 C1 -19.3(9) . .
C3 Ru1 C5 C1 -74.7(3) . .
C4 Ru1 C5 C1 -113.2(4) . .
C2 Ru1 C5 C1 -32.0(2) . .
Cl1 Ru1 C5 C1 69.2(2) . .
N4 Ru1 C5 C16 57.8(5) . .
N1 Ru1 C5 C16 -136.0(7) . .
C3 Ru1 C5 C16 168.7(5) . .
C4 Ru1 C5 C16 130.1(5) . .
C2 Ru1 C5 C16 -148.7(5) . .
C1 Ru1 C5 C16 -116.7(5) . .
Cl1 Ru1 C5 C16 -47.5(4) . .
C2 C3 C7 C8 37.3(6) . .
C4 C3 C7 C8 -155.6(5) . .
Ru1 C3 C7 C8 -56.3(6) . .
C2 C3 C7 C10 -80.4(6) . .
C4 C3 C7 C10 86.8(6) . .
Ru1 C3 C7 C10 -173.9(4) . .
C2 C3 C7 C9 155.4(5) . .
C4 C3 C7 C9 -37.5(7) . .
Ru1 C3 C7 C9 61.9(6) . .
C5 C4 C11 C12 92.7(6) . .
C3 C4 C11 C12 -88.7(6) . .
Ru1 C4 C11 C12 -173.6(3) . .
C4 C11 C12 C15 -21.3(7) . .
C4 C11 C12 C13 100.7(6) . .
C4 C11 C12 C14 -143.2(5) . .
C4 C5 C16 C17 16.4(7) . .
C1 C5 C16 C17 -179.0(4) . .
Ru1 C5 C16 C17 -83.0(5) . .
C4 C5 C16 C19 137.5(5) . .
C1 C5 C16 C19 -57.9(6) . .
Ru1 C5 C16 C19 38.2(6) . .
C4 C5 C16 C18 -104.2(6) . .
C1 C5 C16 C18 60.4(6) . .
Ru1 C5 C16 C18 156.4(4) . .
N2 N1 C20 C21 17.0(7) . .
Ru1 N1 C20 C21 179.2(4) . .
N1 C20 C21 C22 -90.7(6) . .
N1 C20 C21 C26 88.2(6) . .
C26 C21 C22 C23 0.1(9) . .
C20 C21 C22 C23 179.0(5) . .
C21 C22 C23 C24 -2.0(10) . .
C22 C23 C24 C25 2.5(10) . .
C23 C24 C25 C26 -1.1(10) . .
C22 C21 C26 C25 1.3(9) . .
C20 C21 C26 C25 -177.6(5) . .
C24 C25 C26 C21 -0.9(9) . .
N3 N4 C27 C28 -74.8(5) . .
Ru1 N4 C27 C28 110.1(4) . .
N4 C27 C28 C33 -162.5(5) . .
N4 C27 C28 C29 16.8(7) . .
C33 C28 C29 C30 0.0(8) . .
C27 C28 C29 C30 -179.4(5) . .
C28 C29 C30 C31 0.6(9) . .
C29 C30 C31 C32 -2.2(11) . .
C30 C31 C32 C33 3.1(11) . .
C29 C28 C33 C32 1.0(9) . .
C27 C28 C33 C32 -179.6(6) . .
C31 C32 C33 C28 -2.5(10) . .
C35 C34 C35 C36 0.8(3) 3 .
C38 C34 C35 C36 -179.2(3) . .
C34 C35 C36 C37 -1.7(7) . .
C35 C36 C37 C36 0.8(3) . 3
