# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_1-(S_Rp)-Ru
_database_code_depnum_ccdc_archive 'CCDC 1953303'
loop_
_audit_author_name
_audit_author_address
'Louise Male'
;University of Birmingham
United Kingdom
;
_audit_update_record             
;
2019-09-12 deposited with the CCDC.	2020-01-02 downloaded from the CCDC.
;
_audit_creation_date             2017-06-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H26 N2 O3 Ru, C2 H3 N'
_chemical_formula_sum            'C23 H29 N3 O3 Ru'
_chemical_formula_weight         496.56
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C23 H29 N3 O3 Ru'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru 0.0552 3.2960 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.1133(5)
_cell_length_b                   12.9420(7)
_cell_length_c                   15.0302(8)
_cell_angle_alpha                70.115(5)
_cell_angle_beta                 84.171(4)
_cell_angle_gamma                84.068(4)
_cell_volume                     2198.4(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7314
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      73.2210
_cell_measurement_theta_min      3.9030
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.008
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.642
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.500
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1024
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -7 -8 0.0261
-1 7 7 0.0180
3 7 7 0.0278
7 -3 -3 0.0656
-7 -4 -5 0.0704
0 -6 3 0.0260
0 6 -3 0.0010
4 6 -2 0.0240

_exptl_crystal_size_max          0.163
_exptl_crystal_size_mid          0.063
_exptl_crystal_size_min          0.027
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0117 -6.9974 -7.9961 -0.9922 -0.1326 -0.1299
-0.9897 6.9971 6.9993 0.9740 0.0499 -0.1281
3.0079 6.9988 6.9939 0.9125 0.0202 0.3798
6.9917 -2.9959 -3.0086 -0.5185 -0.0702 0.8893
-7.0040 -4.0011 -4.9889 -0.4891 -0.0698 -0.8922
0.0156 -6.0021 2.9973 -0.3807 0.8413 0.0372
-0.0156 6.0021 -2.9973 0.3807 -0.8413 -0.0372
3.9846 6.0033 -2.0032 0.3681 -0.7735 0.4747

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_unetI/netI     0.0440
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15146
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.251
_diffrn_reflns_theta_min         3.642
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1768
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -112.00  -6.00   1.00    6.70    --  -42.56 -19.00-120.00  106
  2  ω   -115.00 -21.00   1.00    6.70    --  -42.56 -38.00-180.00   94
  3  ω    -74.00 -12.00   1.00    6.70    --  -42.56 125.00 -30.00   62
  4  ω     23.00  98.00   1.00    6.70    --   42.56-125.00 150.00   75
  5  ω     59.00  88.00   1.00    6.70    --   42.56-140.00  34.00   29
  6  ω     46.00 108.00   1.00   27.00    --  106.63 -94.00  30.00   62
  7  ω    110.00 178.00   1.00   27.00    --  106.63  30.00 -30.00   68
  8  ω     41.00 111.00   1.00   27.00    --  106.63-125.00 -60.00   70
  9  ω     35.00 120.00   1.00   27.00    --  106.63-125.00-180.00   85
 10  ω    102.00 129.00   1.00   27.00    --  106.63  30.00-120.00   27
 11  ω     68.00 106.00   1.00   27.00    --  106.63 -94.00 -60.00   38
 12  ω     85.00 178.00   1.00   27.00    --  106.63  30.00 -90.00   93
 13  ω     42.00  71.00   1.00   27.00    --  106.63 -61.00  60.00   29
 14  ω    101.00 132.00   1.00   27.00    --  106.63 -61.00  60.00   31
 15  ω     94.00 172.00   1.00   27.00    --  106.63 125.00 -30.00   78
 16  ω     33.00 107.00   1.00   27.00    --  106.63 -30.00 -30.00   74
 17  ω     98.00 123.00   1.00   27.00    --  106.63 125.00 120.00   25
 18  ω     36.00 131.00   1.00   27.00    --  106.63 -45.00-120.00   95
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0153629000
_diffrn_orient_matrix_UB_12      0.0879059000
_diffrn_orient_matrix_UB_13      0.0491083000
_diffrn_orient_matrix_UB_21      -0.0072662000
_diffrn_orient_matrix_UB_22      -0.0914713000
_diffrn_orient_matrix_UB_23      0.0975461000
_diffrn_orient_matrix_UB_31      0.1270565000
_diffrn_orient_matrix_UB_32      -0.0040209000
_diffrn_orient_matrix_UB_33      0.0036890000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7174
_reflns_number_total             8029
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         2.281
_refine_diff_density_min         -1.025
_refine_diff_density_rms         0.129
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     559
_refine_ls_number_reflns         8029
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0498
_refine_ls_restrained_S_all      1.148
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0410P)²+12.7920P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1294
_refine_ls_wR_factor_ref         0.1326
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 N3-H3 = N103-H103
 0.87 with sigma of 0.02
3. Rigid bond restraints
 C115, C116, C117, C118, C119
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
4. Uiso/Uaniso restraints and constraints
C115 \\sim C116 \\sim C117 \\sim C118 \\sim C119: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.08
5.a Ternary CH refined with riding coordinates:
 C20(H20), C120(H120)
5.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C22(H22A,H22B), C23(H23A,H23B), C108(H10D,H10E),
 C109(H10F,H10G), C122(H12D,H12E), C123(H12F,H12G)
5.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18),
 C19(H19), C106(H106), C112(H112), C113(H113), C114(H114), C115(H115),
 C116(H116), C117(H117), C118(H118), C119(H119)
5.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C21(H21A,H21B,H21C), C107(H10A,H10B,H10C), C121(H12A,H12B,
 H12C), C202(H20A,H20B,H20C), C302(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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
C2 C 0.6556(4) 0.3059(4) 0.0333(4) 0.0204(11) Uani 1 1 d . . . . .
C4 C 0.5475(4) 0.1432(4) 0.0664(4) 0.0192(10) Uani 1 1 d . . . . .
C5 C 0.6470(4) 0.0733(4) 0.1008(4) 0.0180(10) Uani 1 1 d . . . . .
C6 C 0.7400(4) 0.1223(4) 0.0975(4) 0.0193(10) Uani 1 1 d . . . . .
H6 H 0.8040 0.0778 0.1183 0.023 Uiso 1 1 calc R . . . .
C7 C 0.6407(5) -0.0492(4) 0.1370(4) 0.0234(11) Uani 1 1 d . . . . .
H7A H 0.5879 -0.0692 0.1911 0.035 Uiso 1 1 calc GR . . . .
H7B H 0.7126 -0.0845 0.1550 0.035 Uiso 1 1 calc GR . . . .
H7C H 0.6175 -0.0725 0.0881 0.035 Uiso 1 1 calc GR . . . .
C8 C 0.8481(4) 0.2812(4) 0.0754(4) 0.0191(10) Uani 1 1 d . . . . .
H8A H 0.8543 0.3535 0.0278 0.023 Uiso 1 1 calc R . . . .
H8B H 0.9127 0.2341 0.0661 0.023 Uiso 1 1 calc R . . . .
C9 C 0.8443(4) 0.2905(4) 0.1742(4) 0.0199(10) Uani 1 1 d . . . . .
H9A H 0.7729 0.3259 0.1873 0.024 Uiso 1 1 calc R . . . .
H9B H 0.8502 0.2171 0.2207 0.024 Uiso 1 1 calc R . . . .
C10 C 0.9357(4) 0.3550(4) 0.1851(3) 0.0177(10) Uani 1 1 d . . . . .
C11 C 0.9268(4) 0.4709(4) 0.1739(3) 0.0175(10) Uani 1 1 d . . . . .
C12 C 1.0344(4) 0.4980(4) 0.1856(4) 0.0184(10) Uani 1 1 d . . . . .
H12 H 1.0528 0.5673 0.1822 0.022 Uiso 1 1 calc R . . . .
C13 C 1.1092(4) 0.4021(5) 0.2034(4) 0.0228(11) Uani 1 1 d . . . . .
H13 H 1.1844 0.3979 0.2131 0.027 Uiso 1 1 calc R . . . .
C14 C 1.0479(4) 0.3131(4) 0.2036(4) 0.0194(10) Uani 1 1 d . . . . .
H14 H 1.0762 0.2407 0.2139 0.023 Uiso 1 1 calc R . . . .
C15 C 0.8887(5) 0.2631(5) 0.4416(4) 0.0262(12) Uani 1 1 d . . . . .
H15 H 0.8484 0.2063 0.4404 0.031 Uiso 1 1 calc R . . . .
C16 C 0.8449(5) 0.3729(5) 0.4285(4) 0.0260(12) Uani 1 1 d . . . . .
H16 H 0.7717 0.4007 0.4176 0.031 Uiso 1 1 calc R . . . .
C17 C 0.9347(5) 0.4326(5) 0.4351(4) 0.0321(13) Uani 1 1 d . . . . .
H17 H 0.9307 0.5069 0.4288 0.039 Uiso 1 1 calc R . . . .
C18 C 1.0320(5) 0.3581(6) 0.4534(4) 0.0340(14) Uani 1 1 d . . . . .
H18 H 1.1021 0.3752 0.4616 0.041 Uiso 1 1 calc R . . . .
C19 C 1.0025(5) 0.2536(5) 0.4567(4) 0.0316(13) Uani 1 1 d . . . . .
H19 H 1.0500 0.1901 0.4670 0.038 Uiso 1 1 calc R . . . .
C20 C 0.8264(4) 0.5490(4) 0.1452(4) 0.0219(11) Uani 1 1 d . . . . .
H20 H 0.7604 0.5066 0.1652 0.026 Uiso 1 1 calc R . . . .
C21 C 0.8144(5) 0.6383(5) 0.1922(4) 0.0306(13) Uani 1 1 d . . . . .
H21A H 0.8164 0.6042 0.2597 0.046 Uiso 1 1 calc GR . . . .
H21B H 0.7448 0.6810 0.1779 0.046 Uiso 1 1 calc GR . . . .
H21C H 0.8745 0.6856 0.1685 0.046 Uiso 1 1 calc GR . . . .
C22 C 0.8333(4) 0.5993(5) 0.0361(4) 0.0226(11) Uani 1 1 d . . . . .
H22A H 0.8963 0.6445 0.0159 0.027 Uiso 1 1 calc R . . . .
H22B H 0.8476 0.5400 0.0098 0.027 Uiso 1 1 calc R . . . .
C23 C 0.7303(4) 0.6690(4) -0.0052(4) 0.0250(11) Uani 1 1 d . . . . .
H23A H 0.7211 0.7339 0.0140 0.030 Uiso 1 1 calc R . . . .
H23B H 0.7407 0.6935 -0.0739 0.030 Uiso 1 1 calc R . . . .
N1 N 0.7463(3) 0.2348(4) 0.0649(3) 0.0184(9) Uani 1 1 d . . . . .
N3 N 0.5594(3) 0.2557(4) 0.0353(3) 0.0199(9) Uani 1 1 d D . . . .
H3 H 0.508(4) 0.300(4) 0.004(4) 0.024 Uiso 1 1 d DR . . . .
O2 O 0.6582(3) 0.4062(3) 0.0038(3) 0.0274(8) Uani 1 1 d . . . . .
O4 O 0.4568(3) 0.1093(3) 0.0644(3) 0.0247(8) Uani 1 1 d . . . . .
O23 O 0.6313(3) 0.6106(3) 0.0244(3) 0.0269(8) Uani 1 1 d . . . . .
H23 H 0.647(6) 0.549(7) 0.011(5) 0.040 Uiso 1 1 d R . . . .
Ru1 Ru 0.97589(3) 0.37304(3) 0.31619(3) 0.01746(11) Uani 1 1 d . . . . .
C102 C 0.1429(4) 0.0196(4) 0.3411(4) 0.0199(10) Uani 1 1 d . . . . .
C104 C 0.0388(4) 0.0102(4) 0.2108(4) 0.0171(10) Uani 1 1 d . . . . .
C105 C 0.1353(4) 0.0450(4) 0.1459(4) 0.0190(10) Uani 1 1 d . . . . .
C106 C 0.2259(4) 0.0629(4) 0.1823(4) 0.0205(10) Uani 1 1 d . . . . .
H106 H 0.2887 0.0842 0.1414 0.025 Uiso 1 1 calc R . . . .
C107 C 0.1295(5) 0.0578(5) 0.0437(4) 0.0253(12) Uani 1 1 d . . . . .
H10A H 0.1139 -0.0111 0.0386 0.038 Uiso 1 1 calc GR . . . .
H10B H 0.1994 0.0798 0.0097 0.038 Uiso 1 1 calc GR . . . .
H10C H 0.0714 0.1129 0.0173 0.038 Uiso 1 1 calc GR . . . .
C108 C 0.3335(4) 0.0751(4) 0.3089(4) 0.0211(11) Uani 1 1 d . . . . .
H10D H 0.3975 0.0596 0.2699 0.025 Uiso 1 1 calc R . . . .
H10E H 0.3421 0.0276 0.3738 0.025 Uiso 1 1 calc R . . . .
C109 C 0.3284(4) 0.1959(4) 0.3034(4) 0.0193(10) Uani 1 1 d . . . . .
H10F H 0.3276 0.2429 0.2376 0.023 Uiso 1 1 calc R . . . .
H10G H 0.2598 0.2134 0.3364 0.023 Uiso 1 1 calc R . . . .
C110 C 0.4257(4) 0.2197(4) 0.3466(4) 0.0191(10) Uani 1 1 d . . . . .
C111 C 0.4305(4) 0.2179(4) 0.4415(4) 0.0186(10) Uani 1 1 d . . . . .
C112 C 0.5420(4) 0.2399(4) 0.4516(4) 0.0205(10) Uani 1 1 d . . . . .
H112 H 0.5686 0.2423 0.5067 0.025 Uiso 1 1 calc R . . . .
C113 C 0.6045(4) 0.2574(5) 0.3628(4) 0.0225(11) Uani 1 1 d . . . . .
H113 H 0.6785 0.2742 0.3495 0.027 Uiso 1 1 calc R . . . .
C114 C 0.5330(4) 0.2445(5) 0.2977(4) 0.0217(11) Uani 1 1 d . . . . .
H114 H 0.5525 0.2511 0.2347 0.026 Uiso 1 1 calc R . . . .
C115 C 0.3844(6) 0.5216(5) 0.2365(5) 0.0409(13) Uani 1 1 d . U . . .
H115 H 0.3540 0.5162 0.1840 0.049 Uiso 1 1 calc R . . . .
C116 C 0.3283(6) 0.5089(5) 0.3247(6) 0.0485(15) Uani 1 1 d . U . . .
H116 H 0.2543 0.4933 0.3414 0.058 Uiso 1 1 calc R . . . .
C117 C 0.4036(8) 0.5239(5) 0.3842(6) 0.0566(16) Uani 1 1 d . U . . .
H117 H 0.3888 0.5200 0.4471 0.068 Uiso 1 1 calc R . . . .
C118 C 0.5061(7) 0.5459(5) 0.3296(6) 0.0534(16) Uani 1 1 d . U . . .
H118 H 0.5711 0.5597 0.3503 0.064 Uiso 1 1 calc R . . . .
C119 C 0.4931(6) 0.5434(5) 0.2402(6) 0.0458(14) Uani 1 1 d . U . . .
H119 H 0.5482 0.5546 0.1907 0.055 Uiso 1 1 calc R . . . .
C120 C 0.3400(4) 0.1851(4) 0.5195(4) 0.0222(11) Uani 1 1 d . . . . .
H120 H 0.2690 0.1989 0.4900 0.027 Uiso 1 1 calc R . . . .
C121 C 0.3336(5) 0.2527(5) 0.5866(4) 0.0345(14) Uani 1 1 d . . . . .
H12A H 0.4010 0.2379 0.6188 0.052 Uiso 1 1 calc GR . . . .
H12B H 0.2714 0.2327 0.6323 0.052 Uiso 1 1 calc GR . . . .
H12C H 0.3246 0.3297 0.5506 0.052 Uiso 1 1 calc GR . . . .
C122 C 0.3561(4) 0.0602(4) 0.5743(4) 0.0224(11) Uani 1 1 d . . . . .
H12D H 0.3706 0.0215 0.5288 0.027 Uiso 1 1 calc R . . . .
H12E H 0.4213 0.0466 0.6103 0.027 Uiso 1 1 calc R . . . .
C123 C 0.2582(4) 0.0123(5) 0.6417(4) 0.0246(11) Uani 1 1 d . . . . .
H12F H 0.2742 -0.0664 0.6707 0.030 Uiso 1 1 calc R . . . .
H12G H 0.2485 0.0446 0.6917 0.030 Uiso 1 1 calc R . . . .
N101 N 0.2314(3) 0.0517(4) 0.2758(3) 0.0183(9) Uani 1 1 d . . . . .
N103 N 0.0495(3) 0.0013(4) 0.3041(3) 0.0184(9) Uani 1 1 d D . . . .
H103 H -0.005(4) -0.023(5) 0.345(3) 0.022 Uiso 1 1 d DR . . . .
O102 O 0.1443(3) 0.0094(3) 0.4242(3) 0.0259(8) Uani 1 1 d . . . . .
O104 O -0.0487(3) -0.0108(3) 0.1881(3) 0.0246(8) Uani 1 1 d . . . . .
O123 O 0.1570(3) 0.0318(4) 0.5951(3) 0.0286(9) Uani 1 1 d . . . . .
H123 H 0.164(6) 0.015(6) 0.545(6) 0.043 Uiso 1 1 d R . . . .
Ru11 Ru 0.46494(3) 0.38154(3) 0.34320(3) 0.01998(12) Uani 1 1 d . . . . .
C201 C 0.0959(6) 0.7528(5) 0.2131(5) 0.0354(14) Uani 1 1 d . . . . .
C202 C 0.0614(7) 0.7254(6) 0.3138(5) 0.0473(18) Uani 1 1 d . . . . .
H20A H -0.0089 0.7644 0.3213 0.071 Uiso 1 1 calc GR . . . .
H20B H 0.1162 0.7463 0.3451 0.071 Uiso 1 1 calc GR . . . .
H20C H 0.0541 0.6476 0.3413 0.071 Uiso 1 1 calc GR . . . .
N201 N 0.1217(5) 0.7718(5) 0.1346(4) 0.0410(13) Uani 1 1 d . . . . .
C301 C 0.3587(6) 0.8150(5) 0.2549(5) 0.0331(14) Uani 1 1 d . . . . .
C302 C 0.3877(6) 0.8231(6) 0.1563(5) 0.0368(14) Uani 1 1 d . . . . .
H30A H 0.4054 0.8969 0.1200 0.055 Uiso 1 1 calc GR . . . .
H30B H 0.3258 0.8046 0.1309 0.055 Uiso 1 1 calc GR . . . .
H30C H 0.4510 0.7729 0.1530 0.055 Uiso 1 1 calc GR . . . .
N301 N 0.3362(6) 0.8093(5) 0.3318(4) 0.0490(16) Uani 1 1 d . . . . .


_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
C2 N1 1.371(7) . ?
C2 N3 1.383(7) . ?
C2 O2 1.224(7) . ?
C4 C5 1.456(7) . ?
C4 N3 1.388(7) . ?
C4 O4 1.232(6) . ?
C5 C6 1.336(7) . ?
C5 C7 1.499(7) . ?
C6 H6 0.9300 . ?
C6 N1 1.377(7) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.526(7) . ?
C8 N1 1.471(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.507(7) . ?
C10 C11 1.446(7) . ?
C10 C14 1.428(7) . ?
C10 Ru1 2.170(5) . ?
C11 C12 1.427(7) . ?
C11 C20 1.497(7) . ?
C11 Ru1 2.189(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.423(7) . ?
C12 Ru1 2.183(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.432(7) . ?
C13 Ru1 2.182(5) . ?
C14 H14 0.9300 . ?
C14 Ru1 2.164(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.420(8) . ?
C15 C19 1.406(8) . ?
C15 Ru1 2.185(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.429(8) . ?
C16 Ru1 2.196(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.429(9) . ?
C17 Ru1 2.172(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.417(9) . ?
C18 Ru1 2.176(6) . ?
C19 H19 0.9300 . ?
C19 Ru1 2.183(6) . ?
C20 H20 0.9800 . ?
C20 C21 1.536(8) . ?
C20 C22 1.541(7) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.516(7) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 O23 1.435(7) . ?
N3 H3 0.86(2) . ?
O23 H23 0.89(8) . ?
C102 N101 1.374(7) . ?
C102 N103 1.385(7) . ?
C102 O102 1.212(7) . ?
C104 C105 1.449(7) . ?
C104 N103 1.387(7) . ?
C104 O104 1.228(6) . ?
C105 C106 1.349(7) . ?
C105 C107 1.495(7) . ?
C106 H106 0.9300 . ?
C106 N101 1.370(7) . ?
C107 H10A 0.9600 . ?
C107 H10B 0.9600 . ?
C107 H10C 0.9600 . ?
C108 H10D 0.9700 . ?
C108 H10E 0.9700 . ?
C108 C109 1.533(7) . ?
C108 N101 1.474(6) . ?
C109 H10F 0.9700 . ?
C109 H10G 0.9700 . ?
C109 C110 1.507(7) . ?
C110 C111 1.425(7) . ?
C110 C114 1.437(7) . ?
C110 Ru11 2.178(5) . ?
C111 C112 1.441(7) . ?
C111 C120 1.501(7) . ?
C111 Ru11 2.184(5) . ?
C112 H112 0.9300 . ?
C112 C113 1.424(8) . ?
C112 Ru11 2.193(5) . ?
C113 H113 0.9300 . ?
C113 C114 1.431(7) . ?
C113 Ru11 2.178(5) . ?
C114 H114 0.9300 . ?
C114 Ru11 2.168(5) . ?
C115 H115 0.9300 . ?
C115 C116 1.392(11) . ?
C115 C119 1.386(10) . ?
C115 Ru11 2.187(6) . ?
C116 H116 0.9300 . ?
C116 C117 1.411(12) . ?
C116 Ru11 2.180(7) . ?
C117 H117 0.9300 . ?
C117 C118 1.415(12) . ?
C117 Ru11 2.173(7) . ?
C118 H118 0.9300 . ?
C118 C119 1.380(12) . ?
C118 Ru11 2.172(6) . ?
C119 H119 0.9300 . ?
C119 Ru11 2.177(6) . ?
C120 H120 0.9800 . ?
C120 C121 1.535(8) . ?
C120 C122 1.547(7) . ?
C121 H12A 0.9600 . ?
C121 H12B 0.9600 . ?
C121 H12C 0.9600 . ?
C122 H12D 0.9700 . ?
C122 H12E 0.9700 . ?
C122 C123 1.516(7) . ?
C123 H12F 0.9700 . ?
C123 H12G 0.9700 . ?
C123 O123 1.430(7) . ?
N103 H103 0.86(2) . ?
O123 H123 0.84(8) . ?
C201 C202 1.458(10) . ?
C201 N201 1.138(9) . ?
C202 H20A 0.9600 . ?
C202 H20B 0.9600 . ?
C202 H20C 0.9600 . ?
C301 C302 1.460(9) . ?
C301 N301 1.138(9) . ?
C302 H30A 0.9600 . ?
C302 H30B 0.9600 . ?
C302 H30C 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
N1 C2 N3 114.9(5) . . ?
O2 C2 N1 123.4(5) . . ?
O2 C2 N3 121.7(5) . . ?
N3 C4 C5 115.4(4) . . ?
O4 C4 C5 124.9(5) . . ?
O4 C4 N3 119.7(5) . . ?
C4 C5 C7 118.7(4) . . ?
C6 C5 C4 117.9(5) . . ?
C6 C5 C7 123.4(5) . . ?
C5 C6 H6 118.1 . . ?
C5 C6 N1 123.7(5) . . ?
N1 C6 H6 118.1 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
H8A C8 H8B 108.2 . . ?
C9 C8 H8A 109.7 . . ?
C9 C8 H8B 109.7 . . ?
N1 C8 H8A 109.7 . . ?
N1 C8 H8B 109.7 . . ?
N1 C8 C9 109.8(4) . . ?
C8 C9 H9A 109.0 . . ?
C8 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
C10 C9 C8 112.9(4) . . ?
C10 C9 H9A 109.0 . . ?
C10 C9 H9B 109.0 . . ?
C9 C10 Ru1 126.1(3) . . ?
C11 C10 C9 126.1(5) . . ?
C11 C10 Ru1 71.3(3) . . ?
C14 C10 C9 125.7(5) . . ?
C14 C10 C11 108.1(4) . . ?
C14 C10 Ru1 70.5(3) . . ?
C10 C11 C20 125.8(5) . . ?
C10 C11 Ru1 69.9(3) . . ?
C12 C11 C10 106.9(4) . . ?
C12 C11 C20 127.0(5) . . ?
C12 C11 Ru1 70.7(3) . . ?
C20 C11 Ru1 129.3(4) . . ?
C11 C12 H12 125.4 . . ?
C11 C12 Ru1 71.2(3) . . ?
C13 C12 C11 109.2(4) . . ?
C13 C12 H12 125.4 . . ?
C13 C12 Ru1 70.9(3) . . ?
Ru1 C12 H12 124.1 . . ?
C12 C13 H13 126.1 . . ?
C12 C13 C14 107.7(4) . . ?
C12 C13 Ru1 71.0(3) . . ?
C14 C13 H13 126.1 . . ?
C14 C13 Ru1 70.1(3) . . ?
Ru1 C13 H13 124.4 . . ?
C10 C14 C13 108.1(4) . . ?
C10 C14 H14 126.0 . . ?
C10 C14 Ru1 71.0(3) . . ?
C13 C14 H14 126.0 . . ?
C13 C14 Ru1 71.5(3) . . ?
Ru1 C14 H14 123.2 . . ?
C16 C15 H15 125.3 . . ?
C16 C15 Ru1 71.5(3) . . ?
C19 C15 H15 125.3 . . ?
C19 C15 C16 109.4(5) . . ?
C19 C15 Ru1 71.2(3) . . ?
Ru1 C15 H15 123.6 . . ?
C15 C16 H16 126.6 . . ?
C15 C16 C17 106.8(5) . . ?
C15 C16 Ru1 70.7(3) . . ?
C17 C16 H16 126.6 . . ?
C17 C16 Ru1 70.0(3) . . ?
Ru1 C16 H16 124.4 . . ?
C16 C17 H17 126.0 . . ?
C16 C17 C18 108.0(5) . . ?
C16 C17 Ru1 71.8(3) . . ?
C18 C17 H17 126.0 . . ?
C18 C17 Ru1 71.0(3) . . ?
Ru1 C17 H17 122.9 . . ?
C17 C18 H18 126.1 . . ?
C17 C18 Ru1 70.7(3) . . ?
C19 C18 C17 107.9(5) . . ?
C19 C18 H18 126.1 . . ?
C19 C18 Ru1 71.3(3) . . ?
Ru1 C18 H18 123.6 . . ?
C15 C19 C18 107.9(5) . . ?
C15 C19 H19 126.1 . . ?
C15 C19 Ru1 71.3(3) . . ?
C18 C19 H19 126.1 . . ?
C18 C19 Ru1 70.8(3) . . ?
Ru1 C19 H19 123.5 . . ?
C11 C20 H20 108.1 . . ?
C11 C20 C21 112.3(4) . . ?
C11 C20 C22 108.5(4) . . ?
C21 C20 H20 108.1 . . ?
C21 C20 C22 111.7(5) . . ?
C22 C20 H20 108.1 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 108.5 . . ?
C20 C22 H22B 108.5 . . ?
H22A C22 H22B 107.5 . . ?
C23 C22 C20 115.0(4) . . ?
C23 C22 H22A 108.5 . . ?
C23 C22 H22B 108.5 . . ?
C22 C23 H23A 109.1 . . ?
C22 C23 H23B 109.1 . . ?
H23A C23 H23B 107.8 . . ?
O23 C23 C22 112.7(4) . . ?
O23 C23 H23A 109.1 . . ?
O23 C23 H23B 109.1 . . ?
C2 N1 C6 121.7(4) . . ?
C2 N1 C8 118.2(4) . . ?
C6 N1 C8 119.6(4) . . ?
C2 N3 C4 126.4(5) . . ?
C2 N3 H3 113(4) . . ?
C4 N3 H3 119(4) . . ?
C23 O23 H23 105(5) . . ?
C10 Ru1 C11 38.75(19) . . ?
C10 Ru1 C12 64.05(19) . . ?
C10 Ru1 C13 64.28(19) . . ?
C10 Ru1 C15 112.9(2) . . ?
C10 Ru1 C16 120.4(2) . . ?
C10 Ru1 C17 151.4(2) . . ?
C10 Ru1 C18 168.6(2) . . ?
C10 Ru1 C19 132.3(2) . . ?
C11 Ru1 C16 113.3(2) . . ?
C12 Ru1 C11 38.10(18) . . ?
C12 Ru1 C15 170.0(2) . . ?
C12 Ru1 C16 134.1(2) . . ?
C12 Ru1 C19 151.6(2) . . ?
C13 Ru1 C11 64.20(19) . . ?
C13 Ru1 C12 38.05(19) . . ?
C13 Ru1 C15 150.8(2) . . ?
C13 Ru1 C16 170.2(2) . . ?
C13 Ru1 C19 120.7(2) . . ?
C14 Ru1 C10 38.49(19) . . ?
C14 Ru1 C11 64.64(19) . . ?
C14 Ru1 C12 64.05(19) . . ?
C14 Ru1 C13 38.5(2) . . ?
C14 Ru1 C15 120.3(2) . . ?
C14 Ru1 C16 150.5(2) . . ?
C14 Ru1 C17 169.6(2) . . ?
C14 Ru1 C18 132.6(2) . . ?
C14 Ru1 C19 112.3(2) . . ?
C15 Ru1 C11 133.5(2) . . ?
C15 Ru1 C16 37.8(2) . . ?
C17 Ru1 C11 121.1(2) . . ?
C17 Ru1 C12 114.2(2) . . ?
C17 Ru1 C13 133.7(2) . . ?
C17 Ru1 C15 63.3(2) . . ?
C17 Ru1 C16 38.2(2) . . ?
C17 Ru1 C18 38.4(2) . . ?
C17 Ru1 C19 63.8(2) . . ?
C18 Ru1 C11 151.8(2) . . ?
C18 Ru1 C12 121.8(2) . . ?
C18 Ru1 C13 113.3(2) . . ?
C18 Ru1 C15 63.1(2) . . ?
C18 Ru1 C16 63.9(2) . . ?
C18 Ru1 C19 38.0(3) . . ?
C19 Ru1 C11 169.0(2) . . ?
C19 Ru1 C15 37.5(2) . . ?
C19 Ru1 C16 63.6(2) . . ?
N101 C102 N103 114.4(5) . . ?
O102 C102 N101 123.6(5) . . ?
O102 C102 N103 122.0(5) . . ?
N103 C104 C105 115.7(4) . . ?
O104 C104 C105 124.5(5) . . ?
O104 C104 N103 119.9(5) . . ?
C104 C105 C107 118.7(4) . . ?
C106 C105 C104 117.3(5) . . ?
C106 C105 C107 124.0(5) . . ?
C105 C106 H106 117.9 . . ?
C105 C106 N101 124.2(5) . . ?
N101 C106 H106 117.9 . . ?
C105 C107 H10A 109.5 . . ?
C105 C107 H10B 109.5 . . ?
C105 C107 H10C 109.5 . . ?
H10A C107 H10B 109.5 . . ?
H10A C107 H10C 109.5 . . ?
H10B C107 H10C 109.5 . . ?
H10D C108 H10E 108.1 . . ?
C109 C108 H10D 109.5 . . ?
C109 C108 H10E 109.5 . . ?
N101 C108 H10D 109.5 . . ?
N101 C108 H10E 109.5 . . ?
N101 C108 C109 110.7(4) . . ?
C108 C109 H10F 109.2 . . ?
C108 C109 H10G 109.2 . . ?
H10F C109 H10G 107.9 . . ?
C110 C109 C108 112.0(4) . . ?
C110 C109 H10F 109.2 . . ?
C110 C109 H10G 109.2 . . ?
C109 C110 Ru11 125.9(4) . . ?
C111 C110 C109 127.4(5) . . ?
C111 C110 C114 108.1(4) . . ?
C111 C110 Ru11 71.2(3) . . ?
C114 C110 C109 124.5(5) . . ?
C114 C110 Ru11 70.3(3) . . ?
C110 C111 C112 107.6(4) . . ?
C110 C111 C120 125.8(4) . . ?
C110 C111 Ru11 70.7(3) . . ?
C112 C111 C120 126.3(5) . . ?
C112 C111 Ru11 71.1(3) . . ?
C120 C111 Ru11 129.2(4) . . ?
C111 C112 H112 125.8 . . ?
C111 C112 Ru11 70.5(3) . . ?
C113 C112 C111 108.5(5) . . ?
C113 C112 H112 125.8 . . ?
C113 C112 Ru11 70.4(3) . . ?
Ru11 C112 H112 125.0 . . ?
C112 C113 H113 126.2 . . ?
C112 C113 C114 107.7(4) . . ?
C112 C113 Ru11 71.5(3) . . ?
C114 C113 H113 126.2 . . ?
C114 C113 Ru11 70.4(3) . . ?
Ru11 C113 H113 123.6 . . ?
C110 C114 H114 125.9 . . ?
C110 C114 Ru11 71.1(3) . . ?
C113 C114 C110 108.2(4) . . ?
C113 C114 H114 125.9 . . ?
C113 C114 Ru11 71.2(3) . . ?
Ru11 C114 H114 123.5 . . ?
C116 C115 H115 125.7 . . ?
C116 C115 Ru11 71.1(4) . . ?
C119 C115 H115 125.7 . . ?
C119 C115 C116 108.5(7) . . ?
C119 C115 Ru11 71.1(4) . . ?
Ru11 C115 H115 123.7 . . ?
C115 C116 H116 126.1 . . ?
C115 C116 C117 107.9(7) . . ?
C115 C116 Ru11 71.7(4) . . ?
C117 C116 H116 126.1 . . ?
C117 C116 Ru11 70.8(4) . . ?
Ru11 C116 H116 123.1 . . ?
C116 C117 H117 126.6 . . ?
C116 C117 C118 106.7(7) . . ?
C116 C117 Ru11 71.4(4) . . ?
C118 C117 H117 126.6 . . ?
C118 C117 Ru11 71.0(4) . . ?
Ru11 C117 H117 122.8 . . ?
C117 C118 H118 125.9 . . ?
C117 C118 Ru11 71.0(4) . . ?
C119 C118 C117 108.3(7) . . ?
C119 C118 H118 125.9 . . ?
C119 C118 Ru11 71.7(4) . . ?
Ru11 C118 H118 123.1 . . ?
C115 C119 H119 125.7 . . ?
C115 C119 Ru11 71.9(4) . . ?
C118 C119 C115 108.6(7) . . ?
C118 C119 H119 125.7 . . ?
C118 C119 Ru11 71.3(4) . . ?
Ru11 C119 H119 122.7 . . ?
C111 C120 H120 107.7 . . ?
C111 C120 C121 112.5(5) . . ?
C111 C120 C122 109.6(4) . . ?
C121 C120 H120 107.7 . . ?
C121 C120 C122 111.3(5) . . ?
C122 C120 H120 107.7 . . ?
C120 C121 H12A 109.5 . . ?
C120 C121 H12B 109.5 . . ?
C120 C121 H12C 109.5 . . ?
H12A C121 H12B 109.5 . . ?
H12A C121 H12C 109.5 . . ?
H12B C121 H12C 109.5 . . ?
C120 C122 H12D 108.6 . . ?
C120 C122 H12E 108.6 . . ?
H12D C122 H12E 107.6 . . ?
C123 C122 C120 114.7(4) . . ?
C123 C122 H12D 108.6 . . ?
C123 C122 H12E 108.6 . . ?
C122 C123 H12F 109.1 . . ?
C122 C123 H12G 109.1 . . ?
H12F C123 H12G 107.8 . . ?
O123 C123 C122 112.5(4) . . ?
O123 C123 H12F 109.1 . . ?
O123 C123 H12G 109.1 . . ?
C102 N101 C108 118.0(4) . . ?
C106 N101 C102 121.7(4) . . ?
C106 N101 C108 120.3(4) . . ?
C102 N103 C104 126.8(4) . . ?
C102 N103 H103 115(4) . . ?
C104 N103 H103 118(4) . . ?
C123 O123 H123 113(5) . . ?
C110 Ru11 C111 38.1(2) . . ?
C110 Ru11 C112 63.89(19) . . ?
C110 Ru11 C115 115.4(2) . . ?
C110 Ru11 C116 117.2(2) . . ?
C111 Ru11 C112 38.45(18) . . ?
C111 Ru11 C115 140.3(2) . . ?
C113 Ru11 C110 64.45(19) . . ?
C113 Ru11 C111 64.42(19) . . ?
C113 Ru11 C112 38.0(2) . . ?
C113 Ru11 C115 142.9(2) . . ?
C113 Ru11 C116 178.3(3) . . ?
C114 Ru11 C110 38.61(19) . . ?
C114 Ru11 C111 64.3(2) . . ?
C114 Ru11 C112 63.8(2) . . ?
C114 Ru11 C113 38.5(2) . . ?
C114 Ru11 C115 116.4(2) . . ?
C114 Ru11 C116 143.1(3) . . ?
C114 Ru11 C117 177.0(3) . . ?
C114 Ru11 C118 139.0(3) . . ?
C114 Ru11 C119 114.6(3) . . ?
C115 Ru11 C112 178.7(2) . . ?
C116 Ru11 C111 116.6(2) . . ?
C116 Ru11 C112 141.9(3) . . ?
C116 Ru11 C115 37.2(3) . . ?
C117 Ru11 C110 144.3(3) . . ?
C117 Ru11 C111 118.4(3) . . ?
C117 Ru11 C112 117.2(3) . . ?
C117 Ru11 C113 140.6(3) . . ?
C117 Ru11 C115 62.6(3) . . ?
C117 Ru11 C116 37.8(3) . . ?
C117 Ru11 C119 62.8(3) . . ?
C118 Ru11 C110 176.2(3) . . ?
C118 Ru11 C111 145.6(3) . . ?
C118 Ru11 C112 118.7(2) . . ?
C118 Ru11 C113 115.5(3) . . ?
C118 Ru11 C115 62.0(3) . . ?
C118 Ru11 C116 62.8(3) . . ?
C118 Ru11 C117 38.0(3) . . ?
C118 Ru11 C119 37.0(3) . . ?
C119 Ru11 C110 139.2(3) . . ?
C119 Ru11 C111 176.9(3) . . ?
C119 Ru11 C112 144.2(2) . . ?
C119 Ru11 C113 116.8(2) . . ?
C119 Ru11 C115 37.0(3) . . ?
C119 Ru11 C116 62.3(3) . . ?
N201 C201 C202 178.2(7) . . ?
C201 C202 H20A 109.5 . . ?
C201 C202 H20B 109.5 . . ?
C201 C202 H20C 109.5 . . ?
H20A C202 H20B 109.5 . . ?
H20A C202 H20C 109.5 . . ?
H20B C202 H20C 109.5 . . ?
N301 C301 C302 179.6(8) . . ?
C301 C302 H30A 109.5 . . ?
C301 C302 H30B 109.5 . . ?
C301 C302 H30C 109.5 . . ?
H30A C302 H30B 109.5 . . ?
H30A C302 H30C 109.5 . . ?
H30B C302 H30C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O23 0.86(2) 1.95(3) 2.771(6) 160(6) 2_665
O23 H23 O2 0.89(8) 1.88(8) 2.749(6) 168(7) .
N103 H103 O123 0.86(2) 1.96(3) 2.783(6) 159(6) 2_556
O123 H123 O102 0.84(8) 1.89(8) 2.702(6) 163(8) .

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
C4 C5 C6 N1 1.2(8) . . . . ?
C5 C4 N3 C2 0.8(7) . . . . ?
C5 C6 N1 C2 0.3(8) . . . . ?
C5 C6 N1 C8 172.0(5) . . . . ?
C7 C5 C6 N1 -179.6(5) . . . . ?
C8 C9 C10 C11 95.5(6) . . . . ?
C8 C9 C10 C14 -81.2(6) . . . . ?
C8 C9 C10 Ru1 -172.1(3) . . . . ?
C9 C8 N1 C2 88.2(5) . . . . ?
C9 C8 N1 C6 -83.9(6) . . . . ?
C9 C10 C11 C12 -177.0(5) . . . . ?
C9 C10 C11 C20 -3.0(8) . . . . ?
C9 C10 C11 Ru1 121.6(5) . . . . ?
C9 C10 C14 C13 176.8(5) . . . . ?
C9 C10 C14 Ru1 -121.0(5) . . . . ?
C10 C11 C12 C13 0.2(6) . . . . ?
C10 C11 C12 Ru1 -60.9(3) . . . . ?
C10 C11 C20 C21 146.8(5) . . . . ?
C10 C11 C20 C22 -89.3(6) . . . . ?
C11 C10 C14 C13 -0.4(6) . . . . ?
C11 C10 C14 Ru1 61.8(3) . . . . ?
C11 C12 C13 C14 -0.4(6) . . . . ?
C11 C12 C13 Ru1 -61.2(4) . . . . ?
C11 C20 C22 C23 172.3(4) . . . . ?
C12 C11 C20 C21 -40.4(7) . . . . ?
C12 C11 C20 C22 83.6(6) . . . . ?
C12 C13 C14 C10 0.5(6) . . . . ?
C12 C13 C14 Ru1 -61.4(4) . . . . ?
C14 C10 C11 C12 0.1(6) . . . . ?
C14 C10 C11 C20 174.2(5) . . . . ?
C14 C10 C11 Ru1 -61.3(3) . . . . ?
C15 C16 C17 C18 -0.7(7) . . . . ?
C15 C16 C17 Ru1 61.4(4) . . . . ?
C16 C15 C19 C18 0.1(7) . . . . ?
C16 C15 C19 Ru1 -61.6(4) . . . . ?
C16 C17 C18 C19 0.7(7) . . . . ?
C16 C17 C18 Ru1 62.7(4) . . . . ?
C17 C18 C19 C15 -0.5(7) . . . . ?
C17 C18 C19 Ru1 61.5(4) . . . . ?
C19 C15 C16 C17 0.4(6) . . . . ?
C19 C15 C16 Ru1 61.4(4) . . . . ?
C20 C11 C12 C13 -173.8(5) . . . . ?
C20 C11 C12 Ru1 125.2(5) . . . . ?
C20 C22 C23 O23 -55.5(7) . . . . ?
C21 C20 C22 C23 -63.4(6) . . . . ?
N1 C2 N3 C4 0.6(8) . . . . ?
N1 C8 C9 C10 -170.1(4) . . . . ?
N3 C2 N1 C6 -1.1(7) . . . . ?
N3 C2 N1 C8 -173.0(4) . . . . ?
N3 C4 C5 C6 -1.6(7) . . . . ?
N3 C4 C5 C7 179.1(4) . . . . ?
O2 C2 N1 C6 -179.9(5) . . . . ?
O2 C2 N1 C8 8.2(8) . . . . ?
O2 C2 N3 C4 179.4(5) . . . . ?
O4 C4 C5 C6 179.2(5) . . . . ?
O4 C4 C5 C7 -0.1(8) . . . . ?
O4 C4 N3 C2 -180.0(5) . . . . ?
Ru1 C10 C11 C12 61.4(3) . . . . ?
Ru1 C10 C11 C20 -124.6(5) . . . . ?
Ru1 C10 C14 C13 -62.2(4) . . . . ?
Ru1 C11 C12 C13 61.1(4) . . . . ?
Ru1 C11 C20 C21 54.3(6) . . . . ?
Ru1 C11 C20 C22 178.3(4) . . . . ?
Ru1 C12 C13 C14 60.8(4) . . . . ?
Ru1 C13 C14 C10 61.9(4) . . . . ?
Ru1 C15 C16 C17 -61.0(4) . . . . ?
Ru1 C15 C19 C18 61.7(4) . . . . ?
Ru1 C16 C17 C18 -62.1(4) . . . . ?
Ru1 C17 C18 C19 -61.9(4) . . . . ?
Ru1 C18 C19 C15 -62.0(4) . . . . ?
C104 C105 C106 N101 -1.0(8) . . . . ?
C105 C104 N103 C102 -1.6(7) . . . . ?
C105 C106 N101 C102 0.6(8) . . . . ?
C105 C106 N101 C108 -178.8(5) . . . . ?
C107 C105 C106 N101 179.7(5) . . . . ?
C108 C109 C110 C111 -93.8(6) . . . . ?
C108 C109 C110 C114 83.8(6) . . . . ?
C108 C109 C110 Ru11 173.3(4) . . . . ?
C109 C108 N101 C102 -88.3(6) . . . . ?
C109 C108 N101 C106 91.1(6) . . . . ?
C109 C110 C111 C112 176.9(5) . . . . ?
C109 C110 C111 C120 3.8(9) . . . . ?
C109 C110 C111 Ru11 -121.2(5) . . . . ?
C109 C110 C114 C113 -177.6(5) . . . . ?
C109 C110 C114 Ru11 120.6(5) . . . . ?
C110 C111 C112 C113 1.2(6) . . . . ?
C110 C111 C112 Ru11 61.7(4) . . . . ?
C110 C111 C120 C121 -144.8(5) . . . . ?
C110 C111 C120 C122 90.7(6) . . . . ?
C111 C110 C114 C113 0.4(6) . . . . ?
C111 C110 C114 Ru11 -61.5(4) . . . . ?
C111 C112 C113 C114 -1.0(6) . . . . ?
C111 C112 C113 Ru11 60.4(4) . . . . ?
C111 C120 C122 C123 -168.3(5) . . . . ?
C112 C111 C120 C121 43.4(7) . . . . ?
C112 C111 C120 C122 -81.1(6) . . . . ?
C112 C113 C114 C110 0.4(6) . . . . ?
C112 C113 C114 Ru11 62.2(4) . . . . ?
C114 C110 C111 C112 -1.0(6) . . . . ?
C114 C110 C111 C120 -174.1(5) . . . . ?
C114 C110 C111 Ru11 60.9(4) . . . . ?
C115 C116 C117 C118 0.0(7) . . . . ?
C115 C116 C117 Ru11 -62.5(5) . . . . ?
C116 C115 C119 C118 -0.6(8) . . . . ?
C116 C115 C119 Ru11 61.6(5) . . . . ?
C116 C117 C118 C119 -0.4(8) . . . . ?
C116 C117 C118 Ru11 -62.8(5) . . . . ?
C117 C118 C119 C115 0.7(8) . . . . ?
C117 C118 C119 Ru11 -62.0(5) . . . . ?
C119 C115 C116 C117 0.4(8) . . . . ?
C119 C115 C116 Ru11 -61.6(5) . . . . ?
C120 C111 C112 C113 174.3(5) . . . . ?
C120 C111 C112 Ru11 -125.3(5) . . . . ?
C120 C122 C123 O123 56.4(6) . . . . ?
C121 C120 C122 C123 66.6(6) . . . . ?
N101 C102 N103 C104 1.3(7) . . . . ?
N101 C108 C109 C110 173.8(4) . . . . ?
N103 C102 N101 C106 -0.6(7) . . . . ?
N103 C102 N101 C108 178.8(4) . . . . ?
N103 C104 C105 C106 1.4(7) . . . . ?
N103 C104 C105 C107 -179.3(5) . . . . ?
O102 C102 N101 C106 -179.5(5) . . . . ?
O102 C102 N101 C108 -0.1(8) . . . . ?
O102 C102 N103 C104 -179.8(5) . . . . ?
O104 C104 C105 C106 -178.7(5) . . . . ?
O104 C104 C105 C107 0.6(8) . . . . ?
O104 C104 N103 C102 178.5(5) . . . . ?
Ru11 C110 C111 C112 -61.9(3) . . . . ?
Ru11 C110 C111 C120 125.0(5) . . . . ?
Ru11 C110 C114 C113 61.9(4) . . . . ?
Ru11 C111 C112 C113 -60.4(4) . . . . ?
Ru11 C111 C120 C121 -51.2(7) . . . . ?
Ru11 C111 C120 C122 -175.7(4) . . . . ?
Ru11 C112 C113 C114 -61.4(4) . . . . ?
Ru11 C113 C114 C110 -61.8(4) . . . . ?
Ru11 C115 C116 C117 61.9(5) . . . . ?
Ru11 C115 C119 C118 -62.2(5) . . . . ?
Ru11 C116 C117 C118 62.6(5) . . . . ?
Ru11 C117 C118 C119 62.4(5) . . . . ?
Ru11 C118 C119 C115 62.6(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.315
_oxdiff_exptl_absorpt_empirical_full_min 0.834
####################################################################### 
# 
# 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_15
_database_code_depnum_ccdc_archive 'CCDC 1953307'
loop_
_audit_author_name
_audit_author_address
'Louise Male'
;University of Birmingham
United Kingdom
;
_audit_update_record             
;
2019-09-13 deposited with the CCDC.	2020-01-02 downloaded from the CCDC.
;
_audit_creation_date             2016-02-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H12 Ru'
_chemical_formula_sum            'C12 H12 Ru'
_chemical_formula_weight         257.29
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12 H12 Ru'
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'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   11.9888(12)
_cell_length_b                   5.6864(5)
_cell_length_c                   14.2237(16)
_cell_angle_alpha                90
_cell_angle_beta                 100.876(9)
_cell_angle_gamma                90
_cell_volume                     952.26(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2285
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5920
_cell_measurement_theta_min      3.0890
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.590
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.13118
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.795
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            3039
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.586
_diffrn_reflns_theta_min         2.917
_diffrn_reflns_v_R_equivalents   ?
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -96.00 -70.00   1.00   25.00    --   -6.00   0.00-180.00   26
  2  ω    -75.00  24.00   1.00   25.00    --   -6.00 -72.00-150.00   99
  3  ω    -53.00  20.00   1.00   25.00    --   -6.00 -72.00  30.00   73
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0595034000
_diffrn_orient_matrix_UB_12      0.0190578000
_diffrn_orient_matrix_UB_13      -0.0107524000
_diffrn_orient_matrix_UB_21      -0.0037929000
_diffrn_orient_matrix_UB_22      -0.0293655000
_diffrn_orient_matrix_UB_23      0.0477443000
_diffrn_orient_matrix_UB_31      0.0085702000
_diffrn_orient_matrix_UB_32      0.1197850000
_diffrn_orient_matrix_UB_33      0.0134445000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2597
_reflns_number_total             3039
_reflns_special_details          
;
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.561
_refine_diff_density_min         -2.174
_refine_diff_density_rms         0.253
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         3039
_refine_ls_number_restraints     61
_refine_ls_R_factor_all          0.0860
_refine_ls_R_factor_gt           0.0732
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1599P)²+4.8333P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2051
_refine_ls_wR_factor_ref         0.2153
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.542(3) 0.458(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C10(H10),
 C11(H11)
4.b X=CH2 refined with riding coordinates:
 C12(H12A,H12B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
C1 C 0.2060(10) 0.1204(19) 0.7338(7) 0.0179(19) Uani 1 1 d . U . . .
C2 C 0.2426(9) 0.3388(19) 0.7773(7) 0.0157(18) Uani 1 1 d . U . . .
H2 H 0.1952 0.4643 0.7845 0.019 Uiso 1 1 calc R . . . .
C3 C 0.3616(9) 0.3371(19) 0.8077(7) 0.0183(19) Uani 1 1 d . U . . .
H3 H 0.4057 0.4607 0.8372 0.022 Uiso 1 1 calc R . . . .
C4 C 0.4027(10) 0.1097(19) 0.7851(7) 0.019(2) Uani 1 1 d . U . . .
H4 H 0.4779 0.0593 0.7977 0.023 Uiso 1 1 calc R . . . .
C5 C 0.3066(10) -0.0241(19) 0.7397(7) 0.022(2) Uani 1 1 d . U . . .
H5 H 0.3083 -0.1778 0.7176 0.027 Uiso 1 1 calc R . . . .
C6 C 0.1679(10) -0.0851(19) 0.9684(8) 0.022(2) Uani 1 1 d . U . . .
H6 H 0.0923 -0.1170 0.9424 0.027 Uiso 1 1 calc R . . . .
C7 C 0.2135(10) 0.1302(18) 1.0134(6) 0.0160(19) Uani 1 1 d . U . . .
H7 H 0.1720 0.2633 1.0230 0.019 Uiso 1 1 calc R . . . .
C8 C 0.3333(9) 0.1034(19) 1.0408(7) 0.0187(19) Uani 1 1 d . U . . .
H8 H 0.3836 0.2167 1.0709 0.022 Uiso 1 1 calc R . . . .
C9 C 0.3633(11) -0.127(2) 1.0140(7) 0.024(2) Uani 1 1 d . U . . .
H9 H 0.4362 -0.1894 1.0232 0.029 Uiso 1 1 calc R . . . .
C10 C 0.2638(11) -0.2413(19) 0.9719(7) 0.026(2) Uani 1 1 d . U . . .
H10 H 0.2595 -0.3951 0.9494 0.031 Uiso 1 1 calc R . . . .
C11 C 0.0891(11) 0.0636(19) 0.6945(8) 0.025(2) Uani 1 1 d . U . . .
H11 H 0.0338 0.1659 0.7081 0.030 Uiso 1 1 calc R . . . .
C12 C 0.0541(12) -0.121(2) 0.6406(9) 0.034(3) Uani 1 1 d . U . . .
H12A H 0.1066 -0.2282 0.6253 0.041 Uiso 1 1 calc R . . . .
H12B H -0.0231 -0.1449 0.6181 0.041 Uiso 1 1 calc R . . . .
Ru1 Ru 0.28647(7) 0.06590(10) 0.88516(5) 0.0130(3) Uani 1 1 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
C1 C2 1.419(15) . ?
C1 C5 1.448(16) . ?
C1 C11 1.444(17) . ?
C1 Ru1 2.208(10) . ?
C2 H2 0.9300 . ?
C2 C3 1.411(15) . ?
C2 Ru1 2.176(10) . ?
C3 H3 0.9300 . ?
C3 C4 1.442(15) . ?
C3 Ru1 2.186(10) . ?
C4 H4 0.9300 . ?
C4 C5 1.430(17) . ?
C4 Ru1 2.186(10) . ?
C5 H5 0.9300 . ?
C5 Ru1 2.189(10) . ?
C6 H6 0.9300 . ?
C6 C7 1.440(15) . ?
C6 C10 1.446(17) . ?
C6 Ru1 2.190(10) . ?
C7 H7 0.9300 . ?
C7 C8 1.423(15) . ?
C7 Ru1 2.197(9) . ?
C8 H8 0.9300 . ?
C8 C9 1.429(15) . ?
C8 Ru1 2.189(11) . ?
C9 H9 0.9300 . ?
C9 C10 1.391(18) . ?
C9 Ru1 2.185(11) . ?
C10 H10 0.9300 . ?
C10 Ru1 2.185(10) . ?
C11 H11 0.9300 . ?
C11 C12 1.322(17) . ?
C12 H12A 0.9300 . ?
C12 H12B 0.9300 . ?

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
C2 C1 C5 106.6(10) . . ?
C2 C1 C11 124.2(10) . . ?
C2 C1 Ru1 69.9(6) . . ?
C5 C1 Ru1 70.1(6) . . ?
C11 C1 C5 129.2(10) . . ?
C11 C1 Ru1 124.1(8) . . ?
C1 C2 H2 125.1 . . ?
C1 C2 Ru1 72.3(6) . . ?
C3 C2 C1 109.9(10) . . ?
C3 C2 H2 125.1 . . ?
C3 C2 Ru1 71.5(6) . . ?
Ru1 C2 H2 122.7 . . ?
C2 C3 H3 126.1 . . ?
C2 C3 C4 107.8(10) . . ?
C2 C3 Ru1 70.7(6) . . ?
C4 C3 H3 126.1 . . ?
C4 C3 Ru1 70.7(6) . . ?
Ru1 C3 H3 124.0 . . ?
C3 C4 H4 126.3 . . ?
C3 C4 Ru1 70.7(6) . . ?
C5 C4 C3 107.3(10) . . ?
C5 C4 H4 126.3 . . ?
C5 C4 Ru1 71.0(6) . . ?
Ru1 C4 H4 123.5 . . ?
C1 C5 H5 125.8 . . ?
C1 C5 Ru1 71.5(6) . . ?
C4 C5 C1 108.4(9) . . ?
C4 C5 H5 125.8 . . ?
C4 C5 Ru1 70.8(6) . . ?
Ru1 C5 H5 123.5 . . ?
C7 C6 H6 127.1 . . ?
C7 C6 C10 105.9(10) . . ?
C7 C6 Ru1 71.1(6) . . ?
C10 C6 H6 127.1 . . ?
C10 C6 Ru1 70.5(6) . . ?
Ru1 C6 H6 123.0 . . ?
C6 C7 H7 126.0 . . ?
C6 C7 Ru1 70.6(5) . . ?
C8 C7 C6 108.0(10) . . ?
C8 C7 H7 126.0 . . ?
C8 C7 Ru1 70.7(6) . . ?
Ru1 C7 H7 124.3 . . ?
C7 C8 H8 125.8 . . ?
C7 C8 C9 108.5(10) . . ?
C7 C8 Ru1 71.4(6) . . ?
C9 C8 H8 125.8 . . ?
C9 C8 Ru1 70.8(6) . . ?
Ru1 C8 H8 123.7 . . ?
C8 C9 H9 126.1 . . ?
C8 C9 Ru1 71.1(6) . . ?
C10 C9 C8 107.8(10) . . ?
C10 C9 H9 126.1 . . ?
C10 C9 Ru1 71.4(6) . . ?
Ru1 C9 H9 123.0 . . ?
C6 C10 H10 125.1 . . ?
C6 C10 Ru1 70.9(6) . . ?
C9 C10 C6 109.8(10) . . ?
C9 C10 H10 125.1 . . ?
C9 C10 Ru1 71.4(6) . . ?
Ru1 C10 H10 124.2 . . ?
C1 C11 H11 117.2 . . ?
C12 C11 C1 125.6(11) . . ?
C12 C11 H11 117.2 . . ?
C11 C12 H12A 120.0 . . ?
C11 C12 H12B 120.0 . . ?
H12A C12 H12B 120.0 . . ?
C2 Ru1 C1 37.8(4) . . ?
C2 Ru1 C3 37.7(4) . . ?
C2 Ru1 C4 63.8(4) . . ?
C2 Ru1 C5 63.6(4) . . ?
C2 Ru1 C6 124.5(4) . . ?
C2 Ru1 C7 112.7(4) . . ?
C2 Ru1 C8 128.7(4) . . ?
C2 Ru1 C9 163.2(4) . . ?
C2 Ru1 C10 158.3(4) . . ?
C3 Ru1 C1 63.6(4) . . ?
C3 Ru1 C5 63.9(4) . . ?
C3 Ru1 C6 157.0(4) . . ?
C3 Ru1 C7 124.6(4) . . ?
C3 Ru1 C8 112.9(4) . . ?
C4 Ru1 C1 64.2(4) . . ?
C4 Ru1 C3 38.5(4) . . ?
C4 Ru1 C5 38.2(4) . . ?
C4 Ru1 C6 162.8(4) . . ?
C4 Ru1 C7 157.5(4) . . ?
C4 Ru1 C8 125.0(4) . . ?
C5 Ru1 C1 38.5(4) . . ?
C5 Ru1 C6 128.2(4) . . ?
C5 Ru1 C7 162.9(4) . . ?
C6 Ru1 C1 111.9(4) . . ?
C6 Ru1 C7 38.3(4) . . ?
C7 Ru1 C1 128.1(4) . . ?
C8 Ru1 C1 162.5(4) . . ?
C8 Ru1 C5 157.8(4) . . ?
C8 Ru1 C6 63.9(4) . . ?
C8 Ru1 C7 37.9(4) . . ?
C9 Ru1 C1 157.8(4) . . ?
C9 Ru1 C3 128.9(4) . . ?
C9 Ru1 C4 112.6(4) . . ?
C9 Ru1 C5 124.9(4) . . ?
C9 Ru1 C6 64.1(5) . . ?
C9 Ru1 C7 63.7(4) . . ?
C9 Ru1 C8 38.1(4) . . ?
C9 Ru1 C10 37.1(5) . . ?
C10 Ru1 C1 125.8(4) . . ?
C10 Ru1 C3 162.9(4) . . ?
C10 Ru1 C4 128.4(4) . . ?
C10 Ru1 C5 113.2(4) . . ?
C10 Ru1 C6 38.6(4) . . ?
C10 Ru1 C7 63.4(4) . . ?
C10 Ru1 C8 62.8(4) . . ?

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
C1 C2 C3 C4 -1.2(11) . . . . ?
C1 C2 C3 Ru1 -62.5(7) . . . . ?
C2 C1 C5 C4 -0.9(11) . . . . ?
C2 C1 C5 Ru1 60.7(6) . . . . ?
C2 C1 C11 C12 168.7(11) . . . . ?
C2 C3 C4 C5 0.6(11) . . . . ?
C2 C3 C4 Ru1 -61.4(7) . . . . ?
C3 C4 C5 C1 0.2(11) . . . . ?
C3 C4 C5 Ru1 -61.8(7) . . . . ?
C5 C1 C2 C3 1.3(11) . . . . ?
C5 C1 C2 Ru1 -60.8(7) . . . . ?
C5 C1 C11 C12 -12.5(19) . . . . ?
C6 C7 C8 C9 -0.4(12) . . . . ?
C6 C7 C8 Ru1 61.0(7) . . . . ?
C7 C6 C10 C9 -1.7(11) . . . . ?
C7 C6 C10 Ru1 -62.8(6) . . . . ?
C7 C8 C9 C10 -0.6(12) . . . . ?
C7 C8 C9 Ru1 61.8(7) . . . . ?
C8 C9 C10 C6 1.4(11) . . . . ?
C8 C9 C10 Ru1 62.2(7) . . . . ?
C10 C6 C7 C8 1.2(11) . . . . ?
C10 C6 C7 Ru1 62.4(7) . . . . ?
C11 C1 C2 C3 -179.8(10) . . . . ?
C11 C1 C2 Ru1 118.2(10) . . . . ?
C11 C1 C5 C4 -179.8(10) . . . . ?
C11 C1 C5 Ru1 -118.2(11) . . . . ?
Ru1 C1 C2 C3 62.0(7) . . . . ?
Ru1 C1 C5 C4 -61.5(7) . . . . ?
Ru1 C1 C11 C12 -103.7(13) . . . . ?
Ru1 C2 C3 C4 61.4(7) . . . . ?
Ru1 C3 C4 C5 62.0(7) . . . . ?
Ru1 C4 C5 C1 62.0(7) . . . . ?
Ru1 C6 C7 C8 -61.1(7) . . . . ?
Ru1 C6 C10 C9 61.1(7) . . . . ?
Ru1 C7 C8 C9 -61.4(7) . . . . ?
Ru1 C8 C9 C10 -62.4(7) . . . . ?
Ru1 C9 C10 C6 -60.8(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 6.050
_oxdiff_exptl_absorpt_empirical_full_min 0.361
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.5265 2017 4558 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000 0.0000
1.0000
2 0.4735 2023 4558 nmt 0.9999 0.0022 0.3172 -0.0001 -1.0000 -0.0000 -0.0001
0.0005 -1.0002


_twin_special_details            
;
Component 2 rotated by 179.9885° around [1.00 -0.00 -0.00] (reciprocal) or [0.99 0.00 0.16] (direct) 

Mass fractions as calculated by ShelXL from BASF command: 
1 0.542(3) 
2 0.458(3)
;
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1953304'
loop_
_audit_author_name
_audit_author_address
'Louise Male'
;University of Birmingham
United Kingdom
;
_audit_update_record             
;
2019-09-12 deposited with the CCDC.	2020-01-02 downloaded from the CCDC.
;
_audit_creation_date             2018-02-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H18 N2 O2 Ru'
_chemical_formula_sum            'C17 H18 N2 O2 Ru'
_chemical_formula_weight         383.40
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C17 H18 O2 N2 Ru'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru 0.0552 3.2960 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.9641(4)
_cell_length_b                   8.3166(7)
_cell_length_c                   15.9058(16)
_cell_angle_alpha                98.820(7)
_cell_angle_beta                 95.605(6)
_cell_angle_gamma                104.953(6)
_cell_volume                     745.39(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2738
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      73.0470
_cell_measurement_theta_min      5.5800
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    8.584
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.384
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.708
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             388
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -5 0 0.0163
0 5 0 0.0163
4 -1 -3 0.1426
0 3 -9 0.0099
0 -3 9 0.0147
-1 3 -9 0.0259
0 2 9 0.0166
0 -2 -9 0.0099
-1 5 1 0.0385

_exptl_crystal_size_max          0.304
_exptl_crystal_size_mid          0.034
_exptl_crystal_size_min          0.025
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0059 -5.0006 0.0084 0.9669 -0.1244 -0.0214
-0.0059 5.0006 -0.0084 -0.9669 0.1244 0.0214
3.9963 -1.0013 -2.9935 -0.0714 0.0011 -1.0483
-0.0058 2.9986 -8.9872 -0.5299 -0.8002 -0.1416
0.0058 -2.9986 8.9872 0.5299 0.8002 0.1416
-1.0048 2.9987 -8.9869 -0.4595 -0.8796 0.1066
-0.0000 2.0020 8.9788 -0.4370 0.9246 0.1630
0.0000 -2.0020 -8.9788 0.4370 -0.9246 -0.1630
-1.0046 5.0009 0.9899 -0.9021 0.1422 0.2867

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            4176
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.247
_diffrn_reflns_theta_min         5.603
_diffrn_reflns_v_R_equivalents   ?
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1768
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -59.00  32.00   1.00    2.54    --  -41.52  38.00  30.00   91
  2  ω    -71.00  24.00   1.00    2.54    --  -41.52  77.00-120.00   95
  3  ω    -67.00  32.00   1.00    2.54    --  -41.52  57.00 120.00   99
  4  ω     83.00 110.00   1.00    2.54    --   41.52  38.00   0.00   27
  5  ω     32.00  57.00   1.00    2.54    --   41.52-125.00-180.00   25
  6  ω     86.00 178.00   1.00    7.57    --  105.92  45.00  60.00   92
  7  ω     35.00 126.00   1.00    7.57    --  105.92 -61.00  90.00   91
  8  ω     54.00 160.00   1.00    7.57    --  105.92  15.00-180.00  106
  9  ω     83.00 116.00   1.00    7.57    --  105.92  77.00   0.00   33
 10  ω     33.00  71.00   1.00    7.57    --  105.92-125.00   0.00   38
 11  ω    117.00 176.00   1.00    7.57    --  105.92  77.00   0.00   59
 12  ω     93.00 121.00   1.00    7.57    --  105.92-125.00 120.00   28
 13  ω     68.00  95.00   1.00    7.57    --  105.92 -77.00-180.00   27
 14  ω    110.00 139.00   1.00    7.57    --  105.92 -77.00-180.00   29
 15  ω     95.00 122.00   1.00    7.57    --  105.92 125.00-150.00   27
 16  ω     32.00 139.00   1.00    7.57    --  105.92 -77.00 -30.00  107
 17  ω     72.00 120.00   1.00    7.57    --  105.92-125.00 -60.00   48
 18  ω     43.00  68.00   1.00    7.57    --  105.92-125.00 -60.00   25
 19  ω     25.00  53.00   1.00    2.54    --   41.52-125.00 -90.00   28
 20  ω    101.00 128.00   1.00    7.57    --  105.92 -30.00 -30.00   27
 21  ω    126.00 153.00   1.00    7.57    --  105.92 125.00  60.00   27
 22  ω     31.00  58.00   1.00    7.57    --  105.92 -30.00 -30.00   27
 23  ω     83.00 116.00   1.00    7.57    --  105.92  61.00 -30.00   33
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0704798000
_diffrn_orient_matrix_UB_12      -0.1934573000
_diffrn_orient_matrix_UB_13      -0.0055394000
_diffrn_orient_matrix_UB_21      0.0795111000
_diffrn_orient_matrix_UB_22      0.0251318000
_diffrn_orient_matrix_UB_23      0.0973706000
_diffrn_orient_matrix_UB_31      -0.2483935000
_diffrn_orient_matrix_UB_32      0.0040243000
_diffrn_orient_matrix_UB_33      0.0172566000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3781
_reflns_number_total             4176
_reflns_special_details          
;
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.017
_refine_diff_density_min         -0.790
_refine_diff_density_rms         0.120
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         4176
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0369
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0689P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0951
_refine_ls_wR_factor_ref         0.0967
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.5941(11)
 0.4059(11)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B)
3.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C11(H11), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C17(H17),
 C18(H18), C19(H19)
3.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
C2 C 0.6819(9) 0.4144(7) 0.6446(3) 0.0185(10) Uani 1 1 d . . . . .
C4 C 0.7872(9) 0.6306(6) 0.5537(3) 0.0184(10) Uani 1 1 d . . . . .
C5 C 0.6035(9) 0.7018(7) 0.5836(3) 0.0180(10) Uani 1 1 d . . . . .
C6 C 0.4733(9) 0.6243(7) 0.6372(3) 0.0201(10) Uani 1 1 d . . . . .
H6 H 0.3521 0.6669 0.6545 0.024 Uiso 1 1 calc R . . . .
C7 C 0.5675(10) 0.8556(7) 0.5517(3) 0.0234(11) Uani 1 1 d . . . . .
H7A H 0.6783 0.9554 0.5853 0.035 Uiso 1 1 calc GR . . . .
H7B H 0.4110 0.8622 0.5572 0.035 Uiso 1 1 calc GR . . . .
H7C H 0.5901 0.8476 0.4925 0.035 Uiso 1 1 calc GR . . . .
C8 C 0.3494(9) 0.3993(7) 0.7234(3) 0.0213(10) Uani 1 1 d . . . . .
H8A H 0.3165 0.2777 0.7055 0.026 Uiso 1 1 calc R . . . .
H8B H 0.2021 0.4283 0.7162 0.026 Uiso 1 1 calc R . . . .
C9 C 0.4563(9) 0.4495(7) 0.8185(3) 0.0202(10) Uani 1 1 d . . . . .
H9A H 0.6101 0.4301 0.8252 0.024 Uiso 1 1 calc R . . . .
H9B H 0.4756 0.5693 0.8380 0.024 Uiso 1 1 calc R . . . .
C10 C 0.3039(9) 0.3493(6) 0.8731(3) 0.0182(10) Uani 1 1 d . . . . .
C11 C 0.0513(8) 0.2895(6) 0.8592(3) 0.0191(9) Uani 1 1 d . . . . .
H11 H -0.0474 0.3031 0.8134 0.023 Uiso 1 1 calc R . . . .
C12 C -0.0205(9) 0.2059(6) 0.9280(3) 0.0209(10) Uani 1 1 d . . . . .
H12 H -0.1744 0.1562 0.9351 0.025 Uiso 1 1 calc R . . . .
C13 C 0.1829(9) 0.2118(6) 0.9836(3) 0.0200(10) Uani 1 1 d . . . . .
H13 H 0.1851 0.1658 1.0333 0.024 Uiso 1 1 calc R . . . .
C14 C 0.3825(9) 0.2992(6) 0.9510(3) 0.0193(10) Uani 1 1 d . . . . .
H14 H 0.5377 0.3206 0.9756 0.023 Uiso 1 1 calc R . . . .
C15 C 0.3775(10) -0.0308(7) 0.7593(4) 0.0274(12) Uani 1 1 d . . . . .
H15 H 0.4971 0.0355 0.7358 0.033 Uiso 1 1 calc R . . . .
C16 C 0.1346(11) -0.0773(7) 0.7279(3) 0.0264(12) Uani 1 1 d . . . . .
H16 H 0.0672 -0.0468 0.6797 0.032 Uiso 1 1 calc R . . . .
C17 C 0.0118(9) -0.1776(7) 0.7818(3) 0.0235(11) Uani 1 1 d . . . . .
H17 H -0.1497 -0.2242 0.7754 0.028 Uiso 1 1 calc R . . . .
C18 C 0.1789(10) -0.1951(6) 0.8479(3) 0.0232(10) Uani 1 1 d . . . . .
H18 H 0.1456 -0.2548 0.8921 0.028 Uiso 1 1 calc R . . . .
C19 C 0.4053(10) -0.1047(7) 0.8340(4) 0.0275(12) Uani 1 1 d . . . . .
H19 H 0.5466 -0.0952 0.8675 0.033 Uiso 1 1 calc R . . . .
N1 N 0.5069(7) 0.4849(6) 0.6687(3) 0.0196(9) Uani 1 1 d . . . . .
N3 N 0.8120(8) 0.4913(6) 0.5886(3) 0.0189(8) Uani 1 1 d . . . . .
H3 H 0.899(12) 0.437(8) 0.564(4) 0.023 Uiso 1 1 d R . . . .
O2 O 0.7178(6) 0.2911(5) 0.6713(2) 0.0215(7) Uani 1 1 d . . . . .
O4 O 0.9102(7) 0.6832(5) 0.5010(2) 0.0234(8) Uani 1 1 d . . . . .
Ru1 Ru 0.19739(7) 0.07431(5) 0.85671(2) 0.01606(13) Uani 1 1 d . . . . .


_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
C2 N1 1.381(7) . ?
C2 N3 1.363(7) . ?
C2 O2 1.228(6) . ?
C4 C5 1.458(7) . ?
C4 N3 1.394(7) . ?
C4 O4 1.224(6) . ?
C5 C6 1.337(8) . ?
C5 C7 1.503(7) . ?
C6 H6 0.9300 . ?
C6 N1 1.383(7) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.533(7) . ?
C8 N1 1.467(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.502(7) . ?
C10 C11 1.442(7) . ?
C10 C14 1.441(7) . ?
C10 Ru1 2.177(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.428(7) . ?
C11 Ru1 2.180(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.415(7) . ?
C12 Ru1 2.194(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.415(8) . ?
C13 Ru1 2.183(5) . ?
C14 H14 0.9300 . ?
C14 Ru1 2.172(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.417(9) . ?
C15 C19 1.433(8) . ?
C15 Ru1 2.171(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.412(8) . ?
C16 Ru1 2.178(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.427(8) . ?
C17 Ru1 2.194(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.422(8) . ?
C18 Ru1 2.196(5) . ?
C19 H19 0.9300 . ?
C19 Ru1 2.182(6) . ?
N3 H3 0.85(7) . ?

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
N3 C2 N1 115.1(4) . . ?
O2 C2 N1 122.6(5) . . ?
O2 C2 N3 122.3(5) . . ?
N3 C4 C5 114.6(4) . . ?
O4 C4 C5 124.5(5) . . ?
O4 C4 N3 120.8(5) . . ?
C4 C5 C7 118.8(5) . . ?
C6 C5 C4 117.8(5) . . ?
C6 C5 C7 123.4(5) . . ?
C5 C6 H6 117.8 . . ?
C5 C6 N1 124.3(5) . . ?
N1 C6 H6 117.8 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
H8A C8 H8B 107.9 . . ?
C9 C8 H8A 109.3 . . ?
C9 C8 H8B 109.3 . . ?
N1 C8 H8A 109.3 . . ?
N1 C8 H8B 109.3 . . ?
N1 C8 C9 111.7(4) . . ?
C8 C9 H9A 109.4 . . ?
C8 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
C10 C9 C8 111.3(4) . . ?
C10 C9 H9A 109.4 . . ?
C10 C9 H9B 109.4 . . ?
C9 C10 Ru1 125.2(3) . . ?
C11 C10 C9 126.8(4) . . ?
C11 C10 Ru1 70.8(3) . . ?
C14 C10 C9 126.3(5) . . ?
C14 C10 C11 106.9(4) . . ?
C14 C10 Ru1 70.5(3) . . ?
C10 C11 H11 126.0 . . ?
C10 C11 Ru1 70.5(3) . . ?
C12 C11 C10 108.0(4) . . ?
C12 C11 H11 126.0 . . ?
C12 C11 Ru1 71.5(3) . . ?
Ru1 C11 H11 123.6 . . ?
C11 C12 H12 125.9 . . ?
C11 C12 Ru1 70.4(3) . . ?
C13 C12 C11 108.2(4) . . ?
C13 C12 H12 125.9 . . ?
C13 C12 Ru1 70.7(3) . . ?
Ru1 C12 H12 124.6 . . ?
C12 C13 H13 125.6 . . ?
C12 C13 C14 108.7(4) . . ?
C12 C13 Ru1 71.6(3) . . ?
C14 C13 H13 125.6 . . ?
C14 C13 Ru1 70.6(3) . . ?
Ru1 C13 H13 123.8 . . ?
C10 C14 H14 125.9 . . ?
C10 C14 Ru1 70.8(3) . . ?
C13 C14 C10 108.2(4) . . ?
C13 C14 H14 125.9 . . ?
C13 C14 Ru1 71.4(3) . . ?
Ru1 C14 H14 123.5 . . ?
C16 C15 H15 126.3 . . ?
C16 C15 C19 107.5(5) . . ?
C16 C15 Ru1 71.2(3) . . ?
C19 C15 H15 126.3 . . ?
C19 C15 Ru1 71.2(3) . . ?
Ru1 C15 H15 123.0 . . ?
C15 C16 H16 125.6 . . ?
C15 C16 Ru1 70.7(3) . . ?
C17 C16 C15 108.7(5) . . ?
C17 C16 H16 125.6 . . ?
C17 C16 Ru1 71.8(3) . . ?
Ru1 C16 H16 123.5 . . ?
C16 C17 H17 126.0 . . ?
C16 C17 C18 108.1(5) . . ?
C16 C17 Ru1 70.5(3) . . ?
C18 C17 H17 126.0 . . ?
C18 C17 Ru1 71.1(3) . . ?
Ru1 C17 H17 124.0 . . ?
C17 C18 H18 126.1 . . ?
C17 C18 Ru1 71.0(3) . . ?
C19 C18 C17 107.7(5) . . ?
C19 C18 H18 126.1 . . ?
C19 C18 Ru1 70.5(3) . . ?
Ru1 C18 H18 124.1 . . ?
C15 C19 H19 126.0 . . ?
C15 C19 Ru1 70.4(3) . . ?
C18 C19 C15 108.0(5) . . ?
C18 C19 H19 126.0 . . ?
C18 C19 Ru1 71.6(3) . . ?
Ru1 C19 H19 123.7 . . ?
C2 N1 C6 120.6(4) . . ?
C2 N1 C8 117.5(4) . . ?
C6 N1 C8 121.7(4) . . ?
C2 N3 C4 127.5(5) . . ?
C2 N3 H3 116(4) . . ?
C4 N3 H3 115(4) . . ?
C10 Ru1 C11 38.65(19) . . ?
C10 Ru1 C12 64.15(19) . . ?
C10 Ru1 C13 64.12(18) . . ?
C10 Ru1 C16 119.3(2) . . ?
C10 Ru1 C17 151.7(2) . . ?
C10 Ru1 C18 166.49(19) . . ?
C10 Ru1 C19 129.5(2) . . ?
C11 Ru1 C12 38.09(19) . . ?
C11 Ru1 C13 63.69(19) . . ?
C11 Ru1 C17 122.2(2) . . ?
C11 Ru1 C18 154.8(2) . . ?
C11 Ru1 C19 165.0(2) . . ?
C12 Ru1 C18 125.2(2) . . ?
C13 Ru1 C12 37.72(19) . . ?
C13 Ru1 C17 134.5(2) . . ?
C13 Ru1 C18 116.17(19) . . ?
C14 Ru1 C10 38.69(18) . . ?
C14 Ru1 C11 64.27(18) . . ?
C14 Ru1 C12 63.59(19) . . ?
C14 Ru1 C13 37.9(2) . . ?
C14 Ru1 C16 151.4(2) . . ?
C14 Ru1 C17 169.3(2) . . ?
C14 Ru1 C18 132.9(2) . . ?
C14 Ru1 C19 112.7(2) . . ?
C15 Ru1 C10 109.3(2) . . ?
C15 Ru1 C11 128.7(2) . . ?
C15 Ru1 C12 165.4(2) . . ?
C15 Ru1 C13 153.4(2) . . ?
C15 Ru1 C14 120.4(2) . . ?
C15 Ru1 C16 38.0(2) . . ?
C15 Ru1 C17 63.6(2) . . ?
C15 Ru1 C18 63.9(2) . . ?
C15 Ru1 C19 38.5(2) . . ?
C16 Ru1 C11 111.3(2) . . ?
C16 Ru1 C12 131.9(2) . . ?
C16 Ru1 C13 168.4(2) . . ?
C16 Ru1 C17 37.7(2) . . ?
C16 Ru1 C18 63.4(2) . . ?
C16 Ru1 C19 63.6(2) . . ?
C17 Ru1 C12 115.3(2) . . ?
C17 Ru1 C18 37.9(2) . . ?
C19 Ru1 C12 155.7(2) . . ?
C19 Ru1 C13 124.0(2) . . ?
C19 Ru1 C17 63.5(2) . . ?
C19 Ru1 C18 37.9(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O4 0.85(7) 1.97(7) 2.820(6) 175(6) 2_766

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
C4 C5 C6 N1 2.5(7) . . . . ?
C5 C4 N3 C2 1.7(7) . . . . ?
C5 C6 N1 C2 -0.9(7) . . . . ?
C5 C6 N1 C8 -176.3(5) . . . . ?
C7 C5 C6 N1 -178.5(5) . . . . ?
C8 C9 C10 C11 -33.6(7) . . . . ?
C8 C9 C10 C14 148.5(5) . . . . ?
C8 C9 C10 Ru1 57.9(6) . . . . ?
C9 C8 N1 C2 82.9(6) . . . . ?
C9 C8 N1 C6 -101.5(5) . . . . ?
C9 C10 C11 C12 -177.8(5) . . . . ?
C9 C10 C11 Ru1 120.1(5) . . . . ?
C9 C10 C14 C13 178.1(5) . . . . ?
C9 C10 C14 Ru1 -119.9(5) . . . . ?
C10 C11 C12 C13 -0.5(6) . . . . ?
C10 C11 C12 Ru1 -61.4(3) . . . . ?
C11 C10 C14 C13 -0.2(5) . . . . ?
C11 C10 C14 Ru1 61.9(3) . . . . ?
C11 C12 C13 C14 0.4(6) . . . . ?
C11 C12 C13 Ru1 -60.8(3) . . . . ?
C12 C13 C14 C10 -0.1(6) . . . . ?
C12 C13 C14 Ru1 -61.8(4) . . . . ?
C14 C10 C11 C12 0.4(6) . . . . ?
C14 C10 C11 Ru1 -61.6(3) . . . . ?
C15 C16 C17 C18 -0.1(6) . . . . ?
C15 C16 C17 Ru1 61.4(4) . . . . ?
C16 C15 C19 C18 -0.3(6) . . . . ?
C16 C15 C19 Ru1 -62.4(4) . . . . ?
C16 C17 C18 C19 -0.1(6) . . . . ?
C16 C17 C18 Ru1 61.2(4) . . . . ?
C17 C18 C19 C15 0.2(6) . . . . ?
C17 C18 C19 Ru1 61.5(4) . . . . ?
C19 C15 C16 C17 0.3(6) . . . . ?
C19 C15 C16 Ru1 62.3(4) . . . . ?
N1 C2 N3 C4 -0.1(7) . . . . ?
N1 C8 C9 C10 -174.8(4) . . . . ?
N3 C2 N1 C6 -0.4(7) . . . . ?
N3 C2 N1 C8 175.3(4) . . . . ?
N3 C4 C5 C6 -2.8(6) . . . . ?
N3 C4 C5 C7 178.2(4) . . . . ?
O2 C2 N1 C6 179.8(5) . . . . ?
O2 C2 N1 C8 -4.6(7) . . . . ?
O2 C2 N3 C4 179.7(5) . . . . ?
O4 C4 C5 C6 175.8(5) . . . . ?
O4 C4 C5 C7 -3.2(7) . . . . ?
O4 C4 N3 C2 -176.9(5) . . . . ?
Ru1 C10 C11 C12 62.0(3) . . . . ?
Ru1 C10 C14 C13 -62.0(3) . . . . ?
Ru1 C11 C12 C13 60.9(4) . . . . ?
Ru1 C12 C13 C14 61.2(3) . . . . ?
Ru1 C13 C14 C10 61.6(3) . . . . ?
Ru1 C15 C16 C17 -62.1(4) . . . . ?
Ru1 C15 C19 C18 62.1(4) . . . . ?
Ru1 C16 C17 C18 -61.5(4) . . . . ?
Ru1 C17 C18 C19 -61.2(4) . . . . ?
Ru1 C18 C19 C15 -61.3(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.399
_oxdiff_exptl_absorpt_empirical_full_min 0.717
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.5941(11) 2507 3044 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000
0.0000 1.0000
2 0.4059(11) 2519 3044 nmt -1.0000 -0.0004 0.0001 0.0006 -1.0008 -0.0021 0.7854
0.7274 1.0013

_twin_special_details            
;
Component 2 rotated by 179.9407° 
 around [-0.00 -0.00 1.00] (reciprocal) or [0.35 0.32 0.88] (direct)
;
####################################################################### 
# 
# 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-(R)
_database_code_depnum_ccdc_archive 'CCDC 1953305'
loop_
_audit_author_name
_audit_author_address
'Louise Male'
;University of Birmingham
United Kingdom
;
_audit_update_record             
;
2019-09-12 deposited with the CCDC.	2020-01-02 downloaded from the CCDC.
;
_audit_creation_date             2016-03-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H19 N Ru'
_chemical_formula_sum            'C14 H19 N Ru'
_chemical_formula_weight         302.37
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C14 H18 I N Ru'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru 0.0552 3.2960 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   7.6382(3)
_cell_length_b                   20.2298(9)
_cell_length_c                   8.0749(3)
_cell_angle_alpha                90
_cell_angle_beta                 99.314(4)
_cell_angle_gamma                90
_cell_volume                     1231.27(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2359
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      72.4720
_cell_measurement_theta_min      4.3550
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    10.053
_exptl_absorpt_correction_T_max  0.767
_exptl_absorpt_correction_T_min  0.510
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.631
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.1552
_exptl_crystal_size_mid          0.1225
_exptl_crystal_size_min          0.0472
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_av_unetI/netI     0.0371
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            4460
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.126
_diffrn_reflns_theta_min         4.371
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1768
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -33.00   10.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -37.5757   38.0000  -30.0000 43

#__ type_ start__ end____ width___ exp.time_
  2 omega   28.00   98.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       37.5757 -125.0000 -120.0000 70

#__ type_ start__ end____ width___ exp.time_
  3 omega   36.00   98.00   1.0000    1.8913
omega____ theta____ kappa____ phi______ frames
    -      109.1107 -111.0000    0.0000 62

#__ type_ start__ end____ width___ exp.time_
  4 omega   81.00  108.00   1.0000    1.8913
omega____ theta____ kappa____ phi______ frames
    -      109.1107  -94.0000    0.0000 27

#__ type_ start__ end____ width___ exp.time_
  5 omega   60.00   87.00   1.0000    1.8913
omega____ theta____ kappa____ phi______ frames
    -      109.1107  -45.0000  120.0000 27

#__ type_ start__ end____ width___ exp.time_
  6 omega   46.00   91.00   1.0000    1.8913
omega____ theta____ kappa____ phi______ frames
    -      109.1107  -30.0000   90.0000 45

#__ type_ start__ end____ width___ exp.time_
  7 omega   26.00   89.00   1.0000    1.8913
omega____ theta____ kappa____ phi______ frames
    -      109.1107  -30.0000  150.0000 63

#__ type_ start__ end____ width___ exp.time_
  8 omega   27.00   91.00   1.0000    1.8913
omega____ theta____ kappa____ phi______ frames
    -      109.1107  -30.0000   30.0000 64

#__ type_ start__ end____ width___ exp.time_
  9 omega   23.00  107.00   1.0000    1.8913
omega____ theta____ kappa____ phi______ frames
    -      109.1107  -94.0000  150.0000 84

#__ type_ start__ end____ width___ exp.time_
 10 omega  101.00  177.00   1.0000    1.8913
omega____ theta____ kappa____ phi______ frames
    -      109.1107  111.0000   30.0000 76

#__ type_ start__ end____ width___ exp.time_
 11 omega  124.00  178.00   1.0000    1.8913
omega____ theta____ kappa____ phi______ frames
    -      109.1107  111.0000 -150.0000 54

#__ type_ start__ end____ width___ exp.time_
 12 omega -118.00  -88.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -37.5757  -99.0000   30.0000 30

#__ type_ start__ end____ width___ exp.time_
 13 omega -121.00  -21.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -37.5757  -77.0000   60.0000 100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0248067000
_diffrn_orient_matrix_UB_12      0.0748895000
_diffrn_orient_matrix_UB_13      0.0222804000
_diffrn_orient_matrix_UB_21      -0.1310834000
_diffrn_orient_matrix_UB_22      0.0020527000
_diffrn_orient_matrix_UB_23      -0.1663194000
_diffrn_orient_matrix_UB_31      -0.1547744000
_diffrn_orient_matrix_UB_32      -0.0137036000
_diffrn_orient_matrix_UB_33      0.0960558000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2044
_reflns_number_total             2291
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.495
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.089
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     148
_refine_ls_number_reflns         2291
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0332
_refine_ls_R_factor_gt           0.0280
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0317P)²+0.4521P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0643
_refine_ls_wR_factor_ref         0.0670
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C10(H10)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
C1 C 0.2517(4) 0.62291(16) 0.4730(4) 0.0181(6) Uani 1 1 d . . . . .
C2 C 0.3326(4) 0.62281(17) 0.3231(4) 0.0207(7) Uani 1 1 d . . . . .
H2 H 0.3779 0.6595 0.2752 0.025 Uiso 1 1 calc R . . . .
C3 C 0.3308(4) 0.55646(18) 0.2612(4) 0.0239(7) Uani 1 1 d . . . . .
H3 H 0.3754 0.5425 0.1665 0.029 Uiso 1 1 calc R . . . .
C4 C 0.2487(4) 0.51570(18) 0.3699(4) 0.0243(7) Uani 1 1 d . . . . .
H4 H 0.2310 0.4703 0.3585 0.029 Uiso 1 1 calc R . . . .
C5 C 0.1982(4) 0.55596(17) 0.4994(4) 0.0190(6) Uani 1 1 d . . . . .
H5 H 0.1408 0.5415 0.5858 0.023 Uiso 1 1 calc R . . . .
C6 C -0.1681(4) 0.65650(18) 0.2075(4) 0.0243(7) Uani 1 1 d . . . . .
H6 H -0.1782 0.6953 0.2669 0.029 Uiso 1 1 calc R . . . .
C7 C -0.0895(4) 0.65056(17) 0.0593(4) 0.0228(7) Uani 1 1 d . . . . .
H7 H -0.0384 0.6845 0.0059 0.027 Uiso 1 1 calc R . . . .
C8 C -0.1037(4) 0.58261(18) 0.0079(4) 0.0227(7) Uani 1 1 d . . . . .
H8 H -0.0642 0.5646 -0.0854 0.027 Uiso 1 1 calc R . . . .
C9 C -0.1897(4) 0.54761(17) 0.1259(4) 0.0226(7) Uani 1 1 d . . . . .
H9 H -0.2158 0.5027 0.1226 0.027 Uiso 1 1 calc R . . . .
C10 C -0.2284(4) 0.59298(17) 0.2489(4) 0.0228(7) Uani 1 1 d . . . . .
H10 H -0.2836 0.5830 0.3404 0.027 Uiso 1 1 calc R . . . .
C11 C 0.2413(4) 0.68226(16) 0.5845(4) 0.0205(6) Uani 1 1 d . . . . .
H11 H 0.2425 0.7216 0.5138 0.025 Uiso 1 1 calc R . . . .
C12 C 0.0696(4) 0.68439(18) 0.6572(4) 0.0269(7) Uani 1 1 d . . . . .
H12A H -0.0287 0.6906 0.5682 0.040 Uiso 1 1 calc GR . . . .
H12B H 0.0741 0.7204 0.7353 0.040 Uiso 1 1 calc GR . . . .
H12C H 0.0552 0.6436 0.7141 0.040 Uiso 1 1 calc GR . . . .
C13 C 0.5618(4) 0.69410(19) 0.6545(5) 0.0319(8) Uani 1 1 d . . . . .
H13A H 0.5862 0.6536 0.6008 0.048 Uiso 1 1 calc GR . . . .
H13B H 0.6571 0.7036 0.7443 0.048 Uiso 1 1 calc GR . . . .
H13C H 0.5511 0.7295 0.5742 0.048 Uiso 1 1 calc GR . . . .
C14 C 0.4121(5) 0.63355(18) 0.8426(4) 0.0281(7) Uani 1 1 d . . . . .
H14A H 0.3054 0.6308 0.8910 0.042 Uiso 1 1 calc GR . . . .
H14B H 0.5113 0.6415 0.9296 0.042 Uiso 1 1 calc GR . . . .
H14C H 0.4296 0.5927 0.7869 0.042 Uiso 1 1 calc GR . . . .
N1 N 0.3966(4) 0.68760(14) 0.7215(4) 0.0235(6) Uani 1 1 d . . . . .
Ru1 Ru 0.05849(3) 0.58979(2) 0.25782(3) 0.01555(9) Uani 1 1 d . . . . .


_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
C1 C2 1.445(4) . ?
C1 C5 1.440(5) . ?
C1 C11 1.511(4) . ?
C1 Ru1 2.194(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.432(5) . ?
C2 Ru1 2.179(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.422(5) . ?
C3 Ru1 2.182(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.427(5) . ?
C4 Ru1 2.180(3) . ?
C5 H5 0.9300 . ?
C5 Ru1 2.177(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.428(5) . ?
C6 C10 1.423(5) . ?
C6 Ru1 2.180(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.435(5) . ?
C7 Ru1 2.184(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.429(5) . ?
C8 Ru1 2.196(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.418(5) . ?
C9 Ru1 2.191(3) . ?
C10 H10 0.9300 . ?
C10 Ru1 2.182(3) . ?
C11 H11 0.9800 . ?
C11 C12 1.521(4) . ?
C11 N1 1.490(4) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C13 N1 1.458(5) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14 N1 1.459(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C11 124.8(3) . . ?
C2 C1 Ru1 70.15(16) . . ?
C5 C1 C2 107.0(3) . . ?
C5 C1 C11 128.0(3) . . ?
C5 C1 Ru1 70.10(17) . . ?
C11 C1 Ru1 128.4(2) . . ?
C1 C2 H2 125.9 . . ?
C1 C2 Ru1 71.27(16) . . ?
C3 C2 C1 108.2(3) . . ?
C3 C2 H2 125.9 . . ?
C3 C2 Ru1 70.94(17) . . ?
Ru1 C2 H2 123.5 . . ?
C2 C3 H3 126.0 . . ?
C2 C3 Ru1 70.73(17) . . ?
C4 C3 C2 108.0(3) . . ?
C4 C3 H3 126.0 . . ?
C4 C3 Ru1 70.89(18) . . ?
Ru1 C3 H3 124.0 . . ?
C3 C4 H4 125.7 . . ?
C3 C4 C5 108.6(3) . . ?
C3 C4 Ru1 71.07(19) . . ?
C5 C4 H4 125.7 . . ?
C5 C4 Ru1 70.77(18) . . ?
Ru1 C4 H4 124.1 . . ?
C1 C5 H5 125.9 . . ?
C1 C5 Ru1 71.42(17) . . ?
C4 C5 C1 108.1(3) . . ?
C4 C5 H5 125.9 . . ?
C4 C5 Ru1 70.99(18) . . ?
Ru1 C5 H5 123.3 . . ?
C7 C6 H6 125.8 . . ?
C7 C6 Ru1 71.06(18) . . ?
C10 C6 H6 125.8 . . ?
C10 C6 C7 108.5(3) . . ?
C10 C6 Ru1 71.02(19) . . ?
Ru1 C6 H6 123.8 . . ?
C6 C7 H7 126.2 . . ?
C6 C7 C8 107.5(3) . . ?
C6 C7 Ru1 70.76(18) . . ?
C8 C7 H7 126.2 . . ?
C8 C7 Ru1 71.29(18) . . ?
Ru1 C7 H7 123.4 . . ?
C7 C8 H8 126.2 . . ?
C7 C8 Ru1 70.46(18) . . ?
C9 C8 C7 107.6(3) . . ?
C9 C8 H8 126.2 . . ?
C9 C8 Ru1 70.83(18) . . ?
Ru1 C8 H8 124.2 . . ?
C8 C9 H9 125.8 . . ?
C8 C9 Ru1 71.14(18) . . ?
C10 C9 C8 108.5(3) . . ?
C10 C9 H9 125.8 . . ?
C10 C9 Ru1 70.72(18) . . ?
Ru1 C9 H9 124.0 . . ?
C6 C10 H10 126.0 . . ?
C6 C10 Ru1 70.90(18) . . ?
C9 C10 C6 107.9(3) . . ?
C9 C10 H10 126.0 . . ?
C9 C10 Ru1 71.44(18) . . ?
Ru1 C10 H10 123.3 . . ?
C1 C11 H11 107.0 . . ?
C1 C11 C12 112.6(3) . . ?
C12 C11 H11 107.0 . . ?
N1 C11 C1 112.8(3) . . ?
N1 C11 H11 107.0 . . ?
N1 C11 C12 110.1(3) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 C13 H13A 109.5 . . ?
N1 C13 H13B 109.5 . . ?
N1 C13 H13C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C14 H14A 109.5 . . ?
N1 C14 H14B 109.5 . . ?
N1 C14 H14C 109.5 . . ?
C13 N1 C11 111.3(3) . . ?
C13 N1 C14 109.6(3) . . ?
C14 N1 C11 114.3(3) . . ?
C1 Ru1 C8 162.78(13) . . ?
C2 Ru1 C1 38.58(12) . . ?
C2 Ru1 C3 38.32(13) . . ?
C2 Ru1 C4 63.94(13) . . ?
C2 Ru1 C6 123.90(13) . . ?
C2 Ru1 C7 111.57(13) . . ?
C2 Ru1 C8 128.30(12) . . ?
C2 Ru1 C9 163.41(13) . . ?
C2 Ru1 C10 156.82(13) . . ?
C3 Ru1 C1 64.34(12) . . ?
C3 Ru1 C7 124.19(13) . . ?
C3 Ru1 C8 112.71(12) . . ?
C3 Ru1 C9 129.30(13) . . ?
C4 Ru1 C1 64.12(12) . . ?
C4 Ru1 C3 38.04(13) . . ?
C4 Ru1 C6 163.48(14) . . ?
C4 Ru1 C7 157.32(13) . . ?
C4 Ru1 C8 125.12(13) . . ?
C4 Ru1 C9 113.59(13) . . ?
C4 Ru1 C10 129.24(13) . . ?
C5 Ru1 C1 38.48(12) . . ?
C5 Ru1 C2 64.35(12) . . ?
C5 Ru1 C3 64.13(12) . . ?
C5 Ru1 C4 38.24(12) . . ?
C5 Ru1 C6 128.38(12) . . ?
C5 Ru1 C7 162.72(13) . . ?
C5 Ru1 C8 157.65(13) . . ?
C5 Ru1 C9 124.98(13) . . ?
C5 Ru1 C10 112.53(12) . . ?
C6 Ru1 C1 111.74(12) . . ?
C6 Ru1 C3 156.87(14) . . ?
C6 Ru1 C7 38.18(12) . . ?
C6 Ru1 C8 63.69(13) . . ?
C6 Ru1 C9 63.41(13) . . ?
C6 Ru1 C10 38.08(12) . . ?
C7 Ru1 C1 127.66(12) . . ?
C7 Ru1 C8 38.25(13) . . ?
C7 Ru1 C9 63.78(13) . . ?
C9 Ru1 C1 157.19(12) . . ?
C9 Ru1 C8 38.02(12) . . ?
C10 Ru1 C1 124.08(12) . . ?
C10 Ru1 C3 163.66(14) . . ?
C10 Ru1 C7 63.98(12) . . ?
C10 Ru1 C8 63.71(13) . . ?
C10 Ru1 C9 37.84(13) . . ?

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
C1 C2 C3 C4 0.4(3) . . . . ?
C1 C2 C3 Ru1 61.9(2) . . . . ?
C1 C11 N1 C13 60.5(4) . . . . ?
C1 C11 N1 C14 -64.4(4) . . . . ?
C2 C1 C5 C4 1.1(3) . . . . ?
C2 C1 C5 Ru1 -60.8(2) . . . . ?
C2 C1 C11 C12 144.3(3) . . . . ?
C2 C1 C11 N1 -90.3(4) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
C2 C3 C4 Ru1 61.3(2) . . . . ?
C3 C4 C5 C1 -0.8(3) . . . . ?
C3 C4 C5 Ru1 61.3(2) . . . . ?
C5 C1 C2 C3 -0.9(3) . . . . ?
C5 C1 C2 Ru1 60.7(2) . . . . ?
C5 C1 C11 C12 -40.9(4) . . . . ?
C5 C1 C11 N1 84.5(4) . . . . ?
C6 C7 C8 C9 -0.4(3) . . . . ?
C6 C7 C8 Ru1 -61.9(2) . . . . ?
C7 C6 C10 C9 -0.7(4) . . . . ?
C7 C6 C10 Ru1 61.5(2) . . . . ?
C7 C8 C9 C10 0.0(4) . . . . ?
C7 C8 C9 Ru1 -61.2(2) . . . . ?
C8 C9 C10 C6 0.4(4) . . . . ?
C8 C9 C10 Ru1 -61.5(2) . . . . ?
C10 C6 C7 C8 0.7(3) . . . . ?
C10 C6 C7 Ru1 -61.5(2) . . . . ?
C11 C1 C2 C3 174.7(3) . . . . ?
C11 C1 C2 Ru1 -123.6(3) . . . . ?
C11 C1 C5 C4 -174.4(3) . . . . ?
C11 C1 C5 Ru1 123.7(3) . . . . ?
C12 C11 N1 C13 -172.8(3) . . . . ?
C12 C11 N1 C14 62.3(4) . . . . ?
Ru1 C1 C2 C3 -61.7(2) . . . . ?
Ru1 C1 C5 C4 61.9(2) . . . . ?
Ru1 C1 C11 C12 53.0(4) . . . . ?
Ru1 C1 C11 N1 178.4(2) . . . . ?
Ru1 C2 C3 C4 -61.4(2) . . . . ?
Ru1 C3 C4 C5 -61.1(2) . . . . ?
Ru1 C4 C5 C1 -62.1(2) . . . . ?
Ru1 C6 C7 C8 62.2(2) . . . . ?
Ru1 C6 C10 C9 -62.2(2) . . . . ?
Ru1 C7 C8 C9 61.4(2) . . . . ?
Ru1 C8 C9 C10 61.2(2) . . . . ?
Ru1 C9 C10 C6 61.9(2) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 13 -1 0.0273 0.0045 13.0102 -1.0001 0.9519 0.1925 -0.2750
-1 13 1 0.0375 -0.9967 13.0116 1.0007 1.0215 -0.0091 0.0721
4 0 -3 0.0776 4.0022 -0.0101 -3.0010 -0.1669 -0.0255 -0.9076
-1 -12 1 0.0249 -1.0044 -12.0063 1.0000 -0.8519 -0.0593 0.4160
1 -13 0 0.0212 0.9962 -13.0125 -0.0003 -0.9992 -0.1573 0.0241
-2 -3 -4 0.0723 -1.9994 -2.9919 -4.0020 -0.2636 0.9216 -0.0340
-5 -3 3 0.0661 -5.0033 -2.9888 3.0008 -0.0329 0.1506 1.1036
1 3 5 0.0557 0.9987 2.9942 5.0024 0.3109 -0.9568 0.2849
5 4 0 0.0521 5.0022 3.9867 0.0006 0.1745 -0.6476 -0.8288
1 13 -1 0.0242 1.0047 13.0070 -1.0000 0.9269 0.0613 -0.4298
-1 13 0 0.0260 -0.9962 13.0125 0.0003 0.9992 0.1573 -0.0241
-2 12 -1 0.0359 -1.9962 12.0160 -1.0003 0.9271 0.4527 0.0482
0 12 -2 0.0364 0.0046 12.0104 -2.0006 0.8548 0.3568 -0.3575
-4 -3 -2 0.0612 -4.0007 -2.9873 -2.0013 -0.1691 0.8512 0.4679
-1 -1 -5 0.0707 -0.9981 -0.9928 -5.0023 -0.1610 0.9608 -0.3124
3 1 -5 0.0794 3.0033 0.9957 -5.0019 -0.1114 0.4403 -0.9589
4 -6 0 0.0402 3.9989 -6.0172 0.0002 -0.5498 -0.5366 -0.5364
1 -9 3 0.0351 0.9960 -9.0125 3.0012 -0.6328 -0.6482 0.2576

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_16
_database_code_depnum_ccdc_archive 'CCDC 1953308'
loop_
_audit_author_name
_audit_author_address
'Louise Male'
;University of Birmingham
United Kingdom
;
_audit_update_record             
;
2019-09-12 deposited with the CCDC.	2020-01-02 downloaded from the CCDC.
;
_audit_creation_date             2018-06-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H14 O Ru'
_chemical_formula_sum            'C12 H14 O Ru'
_chemical_formula_weight         275.30
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12 H14 O Ru'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru 0.0552 3.2960 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      trigonal
_space_group_IT_number           147
_space_group_name_H-M_alt        'P -3'
_space_group_name_Hall           '-P 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'

_cell_length_a                   30.3009(5)
_cell_length_b                   30.3009(5)
_cell_length_c                   5.97018(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     4747.12(18)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    9291
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      72.6960
_cell_measurement_theta_min      4.3950
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    11.714
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_correction_T_min  0.987
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light brown'
_exptl_crystal_density_diffrn    1.733
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       lath
_exptl_crystal_F_000             2484
_exptl_crystal_size_max          0.1424
_exptl_crystal_size_mid          0.047
_exptl_crystal_size_min          0.0326
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            21374
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.107
_diffrn_reflns_theta_min         2.917
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1768
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -74.00   50.00   1.0000    9.7965
omega____ theta____ kappa____ phi______ frames
    -      -36.8257   77.0000  -60.0000 124

#__ type_ start__ end____ width___ exp.time_
  2 omega    0.00  123.00   1.0000    9.7965
omega____ theta____ kappa____ phi______ frames
    -       36.8257   77.0000    0.0000 123

#__ type_ start__ end____ width___ exp.time_
  3 omega   72.00  178.00   1.0000   39.1859
omega____ theta____ kappa____ phi______ frames
    -      109.1107   77.0000   60.0000 106

#__ type_ start__ end____ width___ exp.time_
  4 omega   72.00  178.00   1.0000   39.1859
omega____ theta____ kappa____ phi______ frames
    -      109.1107   77.0000   90.0000 106

#__ type_ start__ end____ width___ exp.time_
  5 omega   72.00  178.00   1.0000   39.1859
omega____ theta____ kappa____ phi______ frames
    -      109.1107   77.0000  150.0000 106

#__ type_ start__ end____ width___ exp.time_
  6 omega   72.00  178.00   1.0000   39.1859
omega____ theta____ kappa____ phi______ frames
    -      109.1107   77.0000  120.0000 106

#__ type_ start__ end____ width___ exp.time_
  7 omega -118.00   -3.00   1.0000    9.7965
omega____ theta____ kappa____ phi______ frames
    -      -36.8257  -38.0000 -150.0000 115

#__ type_ start__ end____ width___ exp.time_
  8 omega    1.00   82.00   1.0000    9.7965
omega____ theta____ kappa____ phi______ frames
    -       36.8257  -99.0000   90.0000 81

#__ type_ start__ end____ width___ exp.time_
  9 omega   95.00  178.00   1.0000   39.1859
omega____ theta____ kappa____ phi______ frames
    -      109.1107   79.0000  -87.0000 83

#__ type_ start__ end____ width___ exp.time_
 10 omega   72.00   95.00   1.0000   39.1859
omega____ theta____ kappa____ phi______ frames
    -      109.1107   77.0000 -150.0000 23
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0097195000
_diffrn_orient_matrix_UB_12      -0.0383754000
_diffrn_orient_matrix_UB_13      0.1892737000
_diffrn_orient_matrix_UB_21      0.0506099000
_diffrn_orient_matrix_UB_22      0.0387753000
_diffrn_orient_matrix_UB_23      0.1116222000
_diffrn_orient_matrix_UB_31      -0.0281536000
_diffrn_orient_matrix_UB_32      0.0216855000
_diffrn_orient_matrix_UB_33      0.1352655000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5526
_reflns_number_total             6213
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.329
_refine_diff_density_min         -0.854
_refine_diff_density_rms         0.133
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.160
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     391
_refine_ls_number_reflns         6213
_refine_ls_number_restraints     189
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0445
_refine_ls_restrained_S_all      1.145
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0169P)²+31.5079P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0927
_refine_ls_wR_factor_ref         0.0953
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C12(H12A,H12B), C111(H11C,H11D), C112(H11E,H11F), C211(H21A,
 H21B), C212(H21C,H21D)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C10(H10),
 C102(H102), C103(H103), C104(H104), C105(H105), C106(H106), C107(H107),
 C108(H108), C109(H109), C110(H110), C202(H202), C203(H203), C204(H204),
 C205(H205), C206(H206), C207(H207), C208(H208), C209(H209), C210(H210)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
C1 C 0.5779(2) 0.1273(2) 0.6465(9) 0.0191(10) Uani 1 1 d . U . . .
C2 C 0.5683(2) 0.1340(2) 0.8732(9) 0.0185(10) Uani 1 1 d . U . . .
H2 H 0.584062 0.164518 0.952060 0.022 Uiso 1 1 calc R . . . .
C3 C 0.5304(2) 0.0861(2) 0.9594(9) 0.0216(11) Uani 1 1 d . U . . .
H3 H 0.517184 0.080053 1.103869 0.026 Uiso 1 1 calc R . . . .
C4 C 0.51614(19) 0.0488(2) 0.7861(10) 0.0222(11) Uani 1 1 d . U . . .
H4 H 0.492167 0.014320 0.796826 0.027 Uiso 1 1 calc R . . . .
C5 C 0.5458(2) 0.0748(2) 0.5928(9) 0.0198(10) Uani 1 1 d . U . . .
H5 H 0.544428 0.059825 0.454986 0.024 Uiso 1 1 calc R . . . .
C6 C 0.6771(2) 0.1043(3) 0.8641(12) 0.0338(14) Uani 1 1 d . U . . .
H6 H 0.701384 0.133936 0.793804 0.041 Uiso 1 1 calc R . . . .
C7 C 0.6608(2) 0.0998(2) 1.0882(11) 0.0308(13) Uani 1 1 d . U . . .
H7 H 0.672989 0.125941 1.193455 0.037 Uiso 1 1 calc R . . . .
C8 C 0.6226(2) 0.0484(3) 1.1245(10) 0.0275(12) Uani 1 1 d . U . . .
H8 H 0.605083 0.035018 1.257788 0.033 Uiso 1 1 calc R . . . .
C9 C 0.6158(2) 0.0214(2) 0.9255(12) 0.0323(14) Uani 1 1 d . U . . .
H9 H 0.592825 -0.013077 0.903241 0.039 Uiso 1 1 calc R . . . .
C10 C 0.6496(3) 0.0553(3) 0.7651(11) 0.0375(16) Uani 1 1 d . U . . .
H10 H 0.653401 0.047079 0.619028 0.045 Uiso 1 1 calc R . . . .
C11 C 0.6113(2) 0.1688(2) 0.4836(10) 0.0232(11) Uani 1 1 d . U . . .
H11A H 0.617028 0.153775 0.351245 0.028 Uiso 1 1 calc R . . . .
H11B H 0.644008 0.191283 0.552115 0.028 Uiso 1 1 calc R . . . .
C12 C 0.5857(2) 0.1990(2) 0.4173(10) 0.0283(13) Uani 1 1 d . U . . .
H12A H 0.551365 0.176049 0.364605 0.034 Uiso 1 1 calc R . . . .
H12B H 0.583460 0.217260 0.546495 0.034 Uiso 1 1 calc R . . . .
O1 O 0.61432(15) 0.23422(15) 0.2453(7) 0.0240(8) Uani 1 1 d . U . . .
H1 H 0.601(2) 0.253(2) 0.213(11) 0.021(16) Uiso 1 1 d . . . . .
Ru1 Ru 0.59684(2) 0.08059(2) 0.86294(7) 0.01563(10) Uani 1 1 d . U . . .
C101 C 0.4561(2) 0.2147(2) -0.2392(9) 0.0199(10) Uani 1 1 d . U . . .
C102 C 0.4033(2) 0.1912(2) -0.1779(9) 0.0194(10) Uani 1 1 d . U . . .
H102 H 0.389687 0.177124 -0.038842 0.023 Uiso 1 1 calc R . . . .
C103 C 0.3754(2) 0.1929(2) -0.3661(10) 0.0232(11) Uani 1 1 d . U . . .
H103 H 0.340367 0.180150 -0.372289 0.028 Uiso 1 1 calc R . . . .
C104 C 0.4107(2) 0.2178(2) -0.5430(10) 0.0246(12) Uani 1 1 d . U . . .
H104 H 0.402977 0.224447 -0.685319 0.029 Uiso 1 1 calc R . . . .
C105 C 0.4601(2) 0.2308(2) -0.4638(9) 0.0217(11) Uani 1 1 d . U . . .
H105 H 0.490129 0.247180 -0.546580 0.026 Uiso 1 1 calc R . . . .
C106 C 0.4411(2) 0.0962(2) -0.4533(11) 0.0284(13) Uani 1 1 d . U . . .
H106 H 0.471196 0.103447 -0.381014 0.034 Uiso 1 1 calc R . . . .
C107 C 0.3915(3) 0.0711(2) -0.3591(10) 0.0263(12) Uani 1 1 d . U . . .
H107 H 0.383151 0.058370 -0.213970 0.032 Uiso 1 1 calc R . . . .
C108 C 0.3569(2) 0.0687(2) -0.5249(10) 0.0244(12) Uani 1 1 d . U . . .
H108 H 0.321922 0.054328 -0.506638 0.029 Uiso 1 1 calc R . . . .
C109 C 0.3842(2) 0.0914(2) -0.7207(10) 0.0278(13) Uani 1 1 d . U . . .
H109 H 0.370566 0.094924 -0.854567 0.033 Uiso 1 1 calc R . . . .
C110 C 0.4364(2) 0.1083(2) -0.6791(10) 0.0267(12) Uani 1 1 d . U . . .
H110 H 0.462831 0.124456 -0.781564 0.032 Uiso 1 1 calc R . . . .
C111 C 0.4994(2) 0.2242(2) -0.0822(10) 0.0255(12) Uani 1 1 d . U . . .
H11C H 0.485710 0.202582 0.048925 0.031 Uiso 1 1 calc R . . . .
H11D H 0.522338 0.215368 -0.157137 0.031 Uiso 1 1 calc R . . . .
C112 C 0.5285(2) 0.2795(2) -0.0102(10) 0.0278(13) Uani 1 1 d . U . . .
H11E H 0.545826 0.300989 -0.138220 0.033 Uiso 1 1 calc R . . . .
H11F H 0.505119 0.289601 0.049591 0.033 Uiso 1 1 calc R . . . .
O101 O 0.56477(16) 0.28567(16) 0.1562(7) 0.0266(9) Uani 1 1 d . U . . .
H101 H 0.582(3) 0.315(3) 0.189(14) 0.06(3) Uiso 1 1 d . . . . .
Ru11 Ru 0.41153(2) 0.14845(2) -0.45340(6) 0.01517(10) Uani 1 1 d . U . . .
C201 C 0.1638(2) 0.1906(2) -0.0435(9) 0.0192(10) Uani 1 1 d . U . . .
C202 C 0.1979(2) 0.2435(2) -0.0899(9) 0.0210(11) Uani 1 1 d . U . . .
H202 H 0.214101 0.256854 -0.225766 0.025 Uiso 1 1 calc R . . . .
C203 C 0.2027(2) 0.2720(2) 0.1064(10) 0.0229(11) Uani 1 1 d . U . . .
H203 H 0.222537 0.307142 0.121121 0.028 Uiso 1 1 calc R . . . .
C204 C 0.1720(2) 0.2376(2) 0.2758(10) 0.0233(11) Uani 1 1 d . U . . .
H204 H 0.168026 0.246198 0.420975 0.028 Uiso 1 1 calc R . . . .
C205 C 0.14813(19) 0.1872(2) 0.1841(9) 0.0206(11) Uani 1 1 d . U . . .
H205 H 0.126173 0.157290 0.260046 0.025 Uiso 1 1 calc R . . . .
C206 C 0.2682(2) 0.1750(2) 0.1657(11) 0.0297(13) Uani 1 1 d . U . . .
H206 H 0.255407 0.144759 0.085059 0.036 Uiso 1 1 calc R . . . .
C207 C 0.3019(2) 0.2238(3) 0.0845(10) 0.0287(13) Uani 1 1 d . U . . .
H207 H 0.315498 0.231658 -0.059179 0.034 Uiso 1 1 calc R . . . .
C208 C 0.31171(19) 0.2592(2) 0.2596(11) 0.0258(12) Uani 1 1 d . U . . .
H208 H 0.332900 0.294332 0.250838 0.031 Uiso 1 1 calc R . . . .
C209 C 0.2835(2) 0.2315(2) 0.4504(9) 0.0256(12) Uani 1 1 d . U . . .
H209 H 0.282611 0.245131 0.588902 0.031 Uiso 1 1 calc R . . . .
C210 C 0.2569(2) 0.1793(2) 0.3899(11) 0.0302(13) Uani 1 1 d . U . . .
H210 H 0.235532 0.152463 0.483173 0.036 Uiso 1 1 calc R . . . .
C211 C 0.1441(2) 0.1474(2) -0.2087(9) 0.0215(11) Uani 1 1 d . U . . .
H21A H 0.145959 0.119019 -0.144217 0.026 Uiso 1 1 calc R . . . .
H21B H 0.164969 0.158328 -0.342736 0.026 Uiso 1 1 calc R . . . .
C212 C 0.0892(2) 0.1306(2) -0.2690(10) 0.0269(12) Uani 1 1 d . U . . .
H21C H 0.067556 0.115667 -0.139050 0.032 Uiso 1 1 calc R . . . .
H21D H 0.086601 0.159891 -0.315913 0.032 Uiso 1 1 calc R . . . .
O201 O 0.07286(17) 0.09432(16) -0.4452(7) 0.0251(9) Uani 1 1 d . U . . .
H201 H 0.044(3) 0.083(3) -0.479(13) 0.04(2) Uiso 1 1 d . . . . .
Ru21 Ru 0.23058(2) 0.21980(2) 0.17875(6) 0.01506(10) Uani 1 1 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
C1 C2 1.420(7) . ?
C1 C5 1.426(8) . ?
C1 C11 1.509(7) . ?
C1 Ru1 2.193(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.421(8) . ?
C2 Ru1 2.184(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.430(8) . ?
C3 Ru1 2.179(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.432(8) . ?
C4 Ru1 2.182(5) . ?
C5 H5 0.9300 . ?
C5 Ru1 2.179(5) . ?
C6 H6 0.9300 . ?
C6 C7 1.409(9) . ?
C6 C10 1.416(10) . ?
C6 Ru1 2.163(6) . ?
C7 H7 0.9300 . ?
C7 C8 1.418(9) . ?
C7 Ru1 2.186(6) . ?
C8 H8 0.9300 . ?
C8 C9 1.399(9) . ?
C8 Ru1 2.181(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.404(10) . ?
C9 Ru1 2.172(6) . ?
C10 H10 0.9300 . ?
C10 Ru1 2.170(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.519(8) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 O1 1.421(7) . ?
O1 H1 0.86(7) . ?
C101 C102 1.435(7) . ?
C101 C105 1.411(8) . ?
C101 C111 1.518(8) . ?
C101 Ru11 2.186(5) . ?
C102 H102 0.9300 . ?
C102 C103 1.425(8) . ?
C102 Ru11 2.183(5) . ?
C103 H103 0.9300 . ?
C103 C104 1.423(8) . ?
C103 Ru11 2.183(5) . ?
C104 H104 0.9300 . ?
C104 C105 1.425(8) . ?
C104 Ru11 2.180(5) . ?
C105 H105 0.9300 . ?
C105 Ru11 2.173(5) . ?
C106 H106 0.9300 . ?
C106 C107 1.418(9) . ?
C106 C110 1.423(9) . ?
C106 Ru11 2.175(5) . ?
C107 H107 0.9300 . ?
C107 C108 1.417(8) . ?
C107 Ru11 2.182(5) . ?
C108 H108 0.9300 . ?
C108 C109 1.398(9) . ?
C108 Ru11 2.183(5) . ?
C109 H109 0.9300 . ?
C109 C110 1.418(9) . ?
C109 Ru11 2.188(5) . ?
C110 H110 0.9300 . ?
C110 Ru11 2.186(5) . ?
C111 H11C 0.9700 . ?
C111 H11D 0.9700 . ?
C111 C112 1.515(8) . ?
C112 H11E 0.9700 . ?
C112 H11F 0.9700 . ?
C112 O101 1.422(7) . ?
O101 H101 0.80(9) . ?
C201 C202 1.434(8) . ?
C201 C205 1.426(8) . ?
C201 C211 1.503(7) . ?
C201 Ru21 2.202(5) . ?
C202 H202 0.9300 . ?
C202 C203 1.419(8) . ?
C202 Ru21 2.186(5) . ?
C203 H203 0.9300 . ?
C203 C204 1.416(8) . ?
C203 Ru21 2.176(5) . ?
C204 H204 0.9300 . ?
C204 C205 1.433(8) . ?
C204 Ru21 2.176(5) . ?
C205 H205 0.9300 . ?
C205 Ru21 2.179(5) . ?
C206 H206 0.9300 . ?
C206 C207 1.399(9) . ?
C206 C210 1.404(9) . ?
C206 Ru21 2.167(6) . ?
C207 H207 0.9300 . ?
C207 C208 1.419(9) . ?
C207 Ru21 2.177(5) . ?
C208 H208 0.9300 . ?
C208 C209 1.419(9) . ?
C208 Ru21 2.183(5) . ?
C209 H209 0.9300 . ?
C209 C210 1.417(9) . ?
C209 Ru21 2.181(5) . ?
C210 H210 0.9300 . ?
C210 Ru21 2.169(5) . ?
C211 H21A 0.9700 . ?
C211 H21B 0.9700 . ?
C211 C212 1.519(7) . ?
C212 H21C 0.9700 . ?
C212 H21D 0.9700 . ?
C212 O201 1.420(7) . ?
O201 H201 0.78(8) . ?

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
C2 C1 C5 107.4(5) . . ?
C2 C1 C11 126.5(5) . . ?
C2 C1 Ru1 70.7(3) . . ?
C5 C1 C11 125.7(5) . . ?
C5 C1 Ru1 70.4(3) . . ?
C11 C1 Ru1 129.4(4) . . ?
C1 C2 H2 125.7 . . ?
C1 C2 C3 108.6(5) . . ?
C1 C2 Ru1 71.4(3) . . ?
C3 C2 H2 125.7 . . ?
C3 C2 Ru1 70.8(3) . . ?
Ru1 C2 H2 123.7 . . ?
C2 C3 H3 125.8 . . ?
C2 C3 C4 108.4(5) . . ?
C2 C3 Ru1 71.2(3) . . ?
C4 C3 H3 125.8 . . ?
C4 C3 Ru1 71.0(3) . . ?
Ru1 C3 H3 123.6 . . ?
C3 C4 H4 126.6 . . ?
C3 C4 C5 106.9(5) . . ?
C3 C4 Ru1 70.7(3) . . ?
C5 C4 H4 126.6 . . ?
C5 C4 Ru1 70.7(3) . . ?
Ru1 C4 H4 123.7 . . ?
C1 C5 C4 108.8(5) . . ?
C1 C5 H5 125.6 . . ?
C1 C5 Ru1 71.5(3) . . ?
C4 C5 H5 125.6 . . ?
C4 C5 Ru1 71.0(3) . . ?
Ru1 C5 H5 123.5 . . ?
C7 C6 H6 126.2 . . ?
C7 C6 C10 107.6(6) . . ?
C7 C6 Ru1 72.0(3) . . ?
C10 C6 H6 126.2 . . ?
C10 C6 Ru1 71.2(3) . . ?
Ru1 C6 H6 122.3 . . ?
C6 C7 H7 126.1 . . ?
C6 C7 C8 107.7(6) . . ?
C6 C7 Ru1 70.2(3) . . ?
C8 C7 H7 126.1 . . ?
C8 C7 Ru1 70.9(3) . . ?
Ru1 C7 H7 124.3 . . ?
C7 C8 H8 125.8 . . ?
C7 C8 Ru1 71.2(3) . . ?
C9 C8 C7 108.3(6) . . ?
C9 C8 H8 125.8 . . ?
C9 C8 Ru1 70.9(3) . . ?
Ru1 C8 H8 123.7 . . ?
C8 C9 H9 126.0 . . ?
C8 C9 C10 108.0(6) . . ?
C8 C9 Ru1 71.6(3) . . ?
C10 C9 H9 126.0 . . ?
C10 C9 Ru1 71.1(3) . . ?
Ru1 C9 H9 123.0 . . ?
C6 C10 H10 125.8 . . ?
C6 C10 Ru1 70.6(3) . . ?
C9 C10 C6 108.3(5) . . ?
C9 C10 H10 125.8 . . ?
C9 C10 Ru1 71.2(3) . . ?
Ru1 C10 H10 123.9 . . ?
C1 C11 H11A 109.7 . . ?
C1 C11 H11B 109.7 . . ?
C1 C11 C12 109.9(5) . . ?
H11A C11 H11B 108.2 . . ?
C12 C11 H11A 109.7 . . ?
C12 C11 H11B 109.7 . . ?
C11 C12 H12A 109.7 . . ?
C11 C12 H12B 109.7 . . ?
H12A C12 H12B 108.2 . . ?
O1 C12 C11 109.7(5) . . ?
O1 C12 H12A 109.7 . . ?
O1 C12 H12B 109.7 . . ?
C12 O1 H1 111(4) . . ?
C2 Ru1 C1 37.87(19) . . ?
C2 Ru1 C7 114.4(2) . . ?
C3 Ru1 C1 63.7(2) . . ?
C3 Ru1 C2 38.0(2) . . ?
C3 Ru1 C4 38.3(2) . . ?
C3 Ru1 C7 123.2(2) . . ?
C3 Ru1 C8 113.3(2) . . ?
C4 Ru1 C1 64.2(2) . . ?
C4 Ru1 C2 64.0(2) . . ?
C4 Ru1 C7 153.6(2) . . ?
C5 Ru1 C1 38.1(2) . . ?
C5 Ru1 C2 63.4(2) . . ?
C5 Ru1 C3 63.7(2) . . ?
C5 Ru1 C4 38.4(2) . . ?
C5 Ru1 C7 167.3(2) . . ?
C5 Ru1 C8 153.1(2) . . ?
C6 Ru1 C1 113.6(2) . . ?
C6 Ru1 C2 123.4(2) . . ?
C6 Ru1 C3 154.4(3) . . ?
C6 Ru1 C4 166.5(3) . . ?
C6 Ru1 C5 131.5(2) . . ?
C6 Ru1 C7 37.8(2) . . ?
C6 Ru1 C8 63.4(2) . . ?
C6 Ru1 C9 63.7(2) . . ?
C6 Ru1 C10 38.2(3) . . ?
C7 Ru1 C1 132.3(2) . . ?
C8 Ru1 C1 167.7(2) . . ?
C8 Ru1 C2 132.3(2) . . ?
C8 Ru1 C4 121.7(2) . . ?
C8 Ru1 C7 37.9(2) . . ?
C9 Ru1 C1 153.7(2) . . ?
C9 Ru1 C2 166.7(2) . . ?
C9 Ru1 C3 130.8(2) . . ?
C9 Ru1 C4 111.8(2) . . ?
C9 Ru1 C5 122.0(2) . . ?
C9 Ru1 C7 63.2(2) . . ?
C9 Ru1 C8 37.5(2) . . ?
C10 Ru1 C1 123.1(2) . . ?
C10 Ru1 C2 154.7(3) . . ?
C10 Ru1 C3 166.0(3) . . ?
C10 Ru1 C4 130.4(3) . . ?
C10 Ru1 C5 113.0(2) . . ?
C10 Ru1 C7 63.1(2) . . ?
C10 Ru1 C8 62.8(2) . . ?
C10 Ru1 C9 37.7(3) . . ?
C102 C101 C111 125.4(5) . . ?
C102 C101 Ru11 70.7(3) . . ?
C105 C101 C102 107.3(5) . . ?
C105 C101 C111 127.2(5) . . ?
C105 C101 Ru11 70.6(3) . . ?
C111 C101 Ru11 127.8(4) . . ?
C101 C102 H102 125.8 . . ?
C101 C102 Ru11 70.9(3) . . ?
C103 C102 C101 108.4(5) . . ?
C103 C102 H102 125.8 . . ?
C103 C102 Ru11 71.0(3) . . ?
Ru11 C102 H102 123.9 . . ?
C102 C103 H103 126.2 . . ?
C102 C103 Ru11 70.9(3) . . ?
C104 C103 C102 107.5(5) . . ?
C104 C103 H103 126.2 . . ?
C104 C103 Ru11 70.9(3) . . ?
Ru11 C103 H103 123.6 . . ?
C103 C104 H104 126.0 . . ?
C103 C104 C105 108.0(5) . . ?
C103 C104 Ru11 71.1(3) . . ?
C105 C104 H104 126.0 . . ?
C105 C104 Ru11 70.6(3) . . ?
Ru11 C104 H104 123.9 . . ?
C101 C105 C104 108.8(5) . . ?
C101 C105 H105 125.6 . . ?
C101 C105 Ru11 71.6(3) . . ?
C104 C105 H105 125.6 . . ?
C104 C105 Ru11 71.2(3) . . ?
Ru11 C105 H105 123.3 . . ?
C107 C106 H106 126.3 . . ?
C107 C106 C110 107.3(5) . . ?
C107 C106 Ru11 71.3(3) . . ?
C110 C106 H106 126.3 . . ?
C110 C106 Ru11 71.4(3) . . ?
Ru11 C106 H106 122.7 . . ?
C106 C107 H107 126.0 . . ?
C106 C107 Ru11 70.7(3) . . ?
C108 C107 C106 108.0(5) . . ?
C108 C107 H107 126.0 . . ?
C108 C107 Ru11 71.1(3) . . ?
Ru11 C107 H107 123.8 . . ?
C107 C108 H108 125.7 . . ?
C107 C108 Ru11 71.0(3) . . ?
C109 C108 C107 108.6(5) . . ?
C109 C108 H108 125.7 . . ?
C109 C108 Ru11 71.5(3) . . ?
Ru11 C108 H108 123.4 . . ?
C108 C109 H109 126.0 . . ?
C108 C109 C110 108.0(5) . . ?
C108 C109 Ru11 71.2(3) . . ?
C110 C109 H109 126.0 . . ?
C110 C109 Ru11 71.0(3) . . ?
Ru11 C109 H109 123.5 . . ?
C106 C110 H110 125.9 . . ?
C106 C110 Ru11 70.6(3) . . ?
C109 C110 C106 108.1(5) . . ?
C109 C110 H110 125.9 . . ?
C109 C110 Ru11 71.1(3) . . ?
Ru11 C110 H110 124.0 . . ?
C101 C111 H11C 109.5 . . ?
C101 C111 H11D 109.5 . . ?
H11C C111 H11D 108.1 . . ?
C112 C111 C101 110.8(5) . . ?
C112 C111 H11C 109.5 . . ?
C112 C111 H11D 109.5 . . ?
C111 C112 H11E 109.9 . . ?
C111 C112 H11F 109.9 . . ?
H11E C112 H11F 108.3 . . ?
O101 C112 C111 109.1(5) . . ?
O101 C112 H11E 109.9 . . ?
O101 C112 H11F 109.9 . . ?
C112 O101 H101 111(6) . . ?
C101 Ru11 C109 165.5(2) . . ?
C101 Ru11 C110 130.2(2) . . ?
C102 Ru11 C101 38.4(2) . . ?
C102 Ru11 C103 38.1(2) . . ?
C102 Ru11 C107 112.9(2) . . ?
C102 Ru11 C108 123.8(2) . . ?
C102 Ru11 C109 155.2(2) . . ?
C102 Ru11 C110 165.4(2) . . ?
C103 Ru11 C101 64.1(2) . . ?
C103 Ru11 C109 123.6(2) . . ?
C103 Ru11 C110 155.4(2) . . ?
C104 Ru11 C101 63.8(2) . . ?
C104 Ru11 C102 63.5(2) . . ?
C104 Ru11 C103 38.1(2) . . ?
C104 Ru11 C107 165.5(2) . . ?
C104 Ru11 C108 130.7(2) . . ?
C104 Ru11 C109 113.6(2) . . ?
C104 Ru11 C110 123.9(2) . . ?
C105 Ru11 C101 37.8(2) . . ?
C105 Ru11 C102 63.5(2) . . ?
C105 Ru11 C103 63.9(2) . . ?
C105 Ru11 C104 38.2(2) . . ?
C105 Ru11 C106 123.1(2) . . ?
C105 Ru11 C107 154.9(2) . . ?
C105 Ru11 C108 165.7(2) . . ?
C105 Ru11 C109 131.1(2) . . ?
C105 Ru11 C110 113.4(2) . . ?
C106 Ru11 C101 112.2(2) . . ?
C106 Ru11 C102 129.9(2) . . ?
C106 Ru11 C103 165.1(2) . . ?
C106 Ru11 C104 155.4(2) . . ?
C106 Ru11 C107 38.0(2) . . ?
C106 Ru11 C108 63.5(2) . . ?
C106 Ru11 C109 63.7(2) . . ?
C106 Ru11 C110 38.1(2) . . ?
C107 Ru11 C101 123.2(2) . . ?
C107 Ru11 C103 130.3(2) . . ?
C107 Ru11 C108 37.9(2) . . ?
C107 Ru11 C109 63.1(2) . . ?
C107 Ru11 C110 63.2(2) . . ?
C108 Ru11 C101 155.5(2) . . ?
C108 Ru11 C103 113.2(2) . . ?
C108 Ru11 C109 37.3(2) . . ?
C108 Ru11 C110 62.9(2) . . ?
C110 Ru11 C109 37.9(2) . . ?
C202 C201 C211 126.6(5) . . ?
C202 C201 Ru21 70.3(3) . . ?
C205 C201 C202 107.0(5) . . ?
C205 C201 C211 126.1(5) . . ?
C205 C201 Ru21 70.2(3) . . ?
C211 C201 Ru21 129.2(4) . . ?
C201 C202 H202 125.7 . . ?
C201 C202 Ru21 71.5(3) . . ?
C203 C202 C201 108.5(5) . . ?
C203 C202 H202 125.7 . . ?
C203 C202 Ru21 70.6(3) . . ?
Ru21 C202 H202 123.7 . . ?
C202 C203 H203 125.9 . . ?
C202 C203 Ru21 71.4(3) . . ?
C204 C203 C202 108.2(5) . . ?
C204 C203 H203 125.9 . . ?
C204 C203 Ru21 71.0(3) . . ?
Ru21 C203 H203 123.4 . . ?
C203 C204 H204 126.1 . . ?
C203 C204 C205 107.9(5) . . ?
C203 C204 Ru21 71.0(3) . . ?
C205 C204 H204 126.1 . . ?
C205 C204 Ru21 70.9(3) . . ?
Ru21 C204 H204 123.6 . . ?
C201 C205 C204 108.3(5) . . ?
C201 C205 H205 125.8 . . ?
C201 C205 Ru21 71.8(3) . . ?
C204 C205 H205 125.8 . . ?
C204 C205 Ru21 70.7(3) . . ?
Ru21 C205 H205 123.3 . . ?
C207 C206 H206 125.9 . . ?
C207 C206 C210 108.3(5) . . ?
C207 C206 Ru21 71.6(3) . . ?
C210 C206 H206 125.9 . . ?
C210 C206 Ru21 71.2(3) . . ?
Ru21 C206 H206 123.0 . . ?
C206 C207 H207 125.9 . . ?
C206 C207 C208 108.1(5) . . ?
C206 C207 Ru21 70.9(3) . . ?
C208 C207 H207 125.9 . . ?
C208 C207 Ru21 71.3(3) . . ?
Ru21 C207 H207 123.6 . . ?
C207 C208 H208 126.0 . . ?
C207 C208 C209 107.9(5) . . ?
C207 C208 Ru21 70.8(3) . . ?
C209 C208 H208 126.0 . . ?
C209 C208 Ru21 70.9(3) . . ?
Ru21 C208 H208 123.9 . . ?
C208 C209 H209 126.5 . . ?
C208 C209 Ru21 71.1(3) . . ?
C210 C209 C208 107.0(5) . . ?
C210 C209 H209 126.5 . . ?
C210 C209 Ru21 70.6(3) . . ?
Ru21 C209 H209 123.5 . . ?
C206 C210 C209 108.6(5) . . ?
C206 C210 H210 125.7 . . ?
C206 C210 Ru21 71.0(3) . . ?
C209 C210 H210 125.7 . . ?
C209 C210 Ru21 71.4(3) . . ?
Ru21 C210 H210 123.5 . . ?
C201 C211 H21A 109.7 . . ?
C201 C211 H21B 109.7 . . ?
C201 C211 C212 109.9(4) . . ?
H21A C211 H21B 108.2 . . ?
C212 C211 H21A 109.7 . . ?
C212 C211 H21B 109.7 . . ?
C211 C212 H21C 109.8 . . ?
C211 C212 H21D 109.8 . . ?
H21C C212 H21D 108.2 . . ?
O201 C212 C211 109.5(5) . . ?
O201 C212 H21C 109.8 . . ?
O201 C212 H21D 109.8 . . ?
C212 O201 H201 115(6) . . ?
C202 Ru21 C201 38.2(2) . . ?
C203 Ru21 C201 63.9(2) . . ?
C203 Ru21 C202 38.0(2) . . ?
C203 Ru21 C205 63.8(2) . . ?
C203 Ru21 C207 130.1(2) . . ?
C203 Ru21 C208 112.8(2) . . ?
C203 Ru21 C209 123.4(2) . . ?
C204 Ru21 C201 63.9(2) . . ?
C204 Ru21 C202 63.5(2) . . ?
C204 Ru21 C203 38.0(2) . . ?
C204 Ru21 C205 38.4(2) . . ?
C204 Ru21 C207 164.8(2) . . ?
C204 Ru21 C208 129.9(2) . . ?
C204 Ru21 C209 112.7(2) . . ?
C205 Ru21 C201 38.0(2) . . ?
C205 Ru21 C202 63.6(2) . . ?
C205 Ru21 C208 165.2(2) . . ?
C205 Ru21 C209 130.2(2) . . ?
C206 Ru21 C201 113.0(2) . . ?
C206 Ru21 C202 130.2(2) . . ?
C206 Ru21 C203 164.8(2) . . ?
C206 Ru21 C204 156.1(2) . . ?
C206 Ru21 C205 123.9(2) . . ?
C206 Ru21 C207 37.6(2) . . ?
C206 Ru21 C208 63.2(2) . . ?
C206 Ru21 C209 63.6(2) . . ?
C206 Ru21 C210 37.8(2) . . ?
C207 Ru21 C201 123.6(2) . . ?
C207 Ru21 C202 113.1(2) . . ?
C207 Ru21 C205 155.5(2) . . ?
C207 Ru21 C208 38.0(2) . . ?
C207 Ru21 C209 63.6(2) . . ?
C208 Ru21 C201 155.5(2) . . ?
C208 Ru21 C202 123.6(2) . . ?
C209 Ru21 C201 165.1(2) . . ?
C209 Ru21 C202 155.3(2) . . ?
C209 Ru21 C208 38.0(2) . . ?
C210 Ru21 C201 130.3(2) . . ?
C210 Ru21 C202 165.2(2) . . ?
C210 Ru21 C203 155.8(2) . . ?
C210 Ru21 C204 124.1(2) . . ?
C210 Ru21 C205 113.4(2) . . ?
C210 Ru21 C207 63.0(2) . . ?
C210 Ru21 C208 63.2(2) . . ?
C210 Ru21 C209 38.0(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1 O101 0.86(7) 1.85(7) 2.703(6) 172(6) . yes
O101 H101 O1 0.80(9) 1.89(9) 2.682(6) 174(9) 3_665 yes
O201 H201 O201 0.78(8) 1.91(8) 2.676(4) 165(8) 6_554 yes

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
C1 C2 C3 C4 0.2(6) . . . . ?
C1 C2 C3 Ru1 61.8(4) . . . . ?
C1 C11 C12 O1 -173.5(5) . . . . ?
C2 C1 C5 C4 0.1(6) . . . . ?
C2 C1 C5 Ru1 -61.4(4) . . . . ?
C2 C1 C11 C12 -71.2(7) . . . . ?
C2 C3 C4 C5 -0.1(6) . . . . ?
C2 C3 C4 Ru1 61.7(4) . . . . ?
C3 C4 C5 C1 0.0(6) . . . . ?
C3 C4 C5 Ru1 61.8(4) . . . . ?
C5 C1 C2 C3 -0.2(6) . . . . ?
C5 C1 C2 Ru1 61.2(4) . . . . ?
C5 C1 C11 C12 101.2(6) . . . . ?
C6 C7 C8 C9 0.6(6) . . . . ?
C6 C7 C8 Ru1 -60.9(4) . . . . ?
C7 C6 C10 C9 1.6(7) . . . . ?
C7 C6 C10 Ru1 63.2(4) . . . . ?
C7 C8 C9 C10 0.4(6) . . . . ?
C7 C8 C9 Ru1 -61.7(4) . . . . ?
C8 C9 C10 C6 -1.2(6) . . . . ?
C8 C9 C10 Ru1 -62.5(4) . . . . ?
C10 C6 C7 C8 -1.4(6) . . . . ?
C10 C6 C7 Ru1 -62.7(4) . . . . ?
C11 C1 C2 C3 173.3(5) . . . . ?
C11 C1 C2 Ru1 -125.3(5) . . . . ?
C11 C1 C5 C4 -173.4(5) . . . . ?
C11 C1 C5 Ru1 125.1(5) . . . . ?
Ru1 C1 C2 C3 -61.4(4) . . . . ?
Ru1 C1 C5 C4 61.5(4) . . . . ?
Ru1 C1 C11 C12 -165.6(4) . . . . ?
Ru1 C2 C3 C4 -61.6(4) . . . . ?
Ru1 C3 C4 C5 -61.8(4) . . . . ?
Ru1 C4 C5 C1 -61.9(4) . . . . ?
Ru1 C6 C7 C8 61.3(4) . . . . ?
Ru1 C6 C10 C9 -61.6(4) . . . . ?
Ru1 C7 C8 C9 61.5(4) . . . . ?
Ru1 C8 C9 C10 62.1(4) . . . . ?
Ru1 C9 C10 C6 61.2(4) . . . . ?
C101 C102 C103 C104 -0.4(6) . . . . ?
C101 C102 C103 Ru11 61.4(4) . . . . ?
C101 C111 C112 O101 173.3(5) . . . . ?
C102 C101 C105 C104 0.2(6) . . . . ?
C102 C101 C105 Ru11 -61.6(4) . . . . ?
C102 C101 C111 C112 -102.2(6) . . . . ?
C102 C103 C104 C105 0.5(6) . . . . ?
C102 C103 C104 Ru11 61.8(4) . . . . ?
C103 C104 C105 C101 -0.5(6) . . . . ?
C103 C104 C105 Ru11 61.6(4) . . . . ?
C105 C101 C102 C103 0.1(6) . . . . ?
C105 C101 C102 Ru11 61.5(4) . . . . ?
C105 C101 C111 C112 72.1(7) . . . . ?
C106 C107 C108 C109 0.6(6) . . . . ?
C106 C107 C108 Ru11 -61.4(4) . . . . ?
C107 C106 C110 C109 1.1(6) . . . . ?
C107 C106 C110 Ru11 62.6(4) . . . . ?
C107 C108 C109 C110 0.1(6) . . . . ?
C107 C108 C109 Ru11 -61.7(4) . . . . ?
C108 C109 C110 C106 -0.7(6) . . . . ?
C108 C109 C110 Ru11 -61.9(4) . . . . ?
C110 C106 C107 C108 -1.0(6) . . . . ?
C110 C106 C107 Ru11 -62.7(4) . . . . ?
C111 C101 C102 C103 175.3(5) . . . . ?
C111 C101 C102 Ru11 -123.3(5) . . . . ?
C111 C101 C105 C104 -174.9(5) . . . . ?
C111 C101 C105 Ru11 123.3(5) . . . . ?
Ru11 C101 C102 C103 -61.4(4) . . . . ?
Ru11 C101 C105 C104 61.8(4) . . . . ?
Ru11 C101 C111 C112 165.6(4) . . . . ?
Ru11 C102 C103 C104 -61.8(4) . . . . ?
Ru11 C103 C104 C105 -61.3(4) . . . . ?
Ru11 C104 C105 C101 -62.1(4) . . . . ?
Ru11 C106 C107 C108 61.7(4) . . . . ?
Ru11 C106 C110 C109 -61.6(4) . . . . ?
Ru11 C107 C108 C109 62.0(4) . . . . ?
Ru11 C108 C109 C110 61.8(4) . . . . ?
Ru11 C109 C110 C106 61.2(4) . . . . ?
C201 C202 C203 C204 0.0(6) . . . . ?
C201 C202 C203 Ru21 61.8(4) . . . . ?
C201 C211 C212 O201 172.8(5) . . . . ?
C202 C201 C205 C204 0.6(6) . . . . ?
C202 C201 C205 Ru21 -61.0(4) . . . . ?
C202 C201 C211 C212 -103.9(6) . . . . ?
C202 C203 C204 C205 0.4(6) . . . . ?
C202 C203 C204 Ru21 62.1(4) . . . . ?
C203 C204 C205 C201 -0.6(6) . . . . ?
C203 C204 C205 Ru21 61.8(4) . . . . ?
C205 C201 C202 C203 -0.3(6) . . . . ?
C205 C201 C202 Ru21 60.9(4) . . . . ?
C205 C201 C211 C212 69.4(7) . . . . ?
C206 C207 C208 C209 -0.1(6) . . . . ?
C206 C207 C208 Ru21 -61.6(4) . . . . ?
C207 C206 C210 C209 0.4(6) . . . . ?
C207 C206 C210 Ru21 62.3(4) . . . . ?
C207 C208 C209 C210 0.3(6) . . . . ?
C207 C208 C209 Ru21 -61.4(4) . . . . ?
C208 C209 C210 C206 -0.5(6) . . . . ?
C208 C209 C210 Ru21 -62.1(4) . . . . ?
C210 C206 C207 C208 -0.2(6) . . . . ?
C210 C206 C207 Ru21 -62.1(4) . . . . ?
C211 C201 C202 C203 174.0(5) . . . . ?
C211 C201 C202 Ru21 -124.7(5) . . . . ?
C211 C201 C205 C204 -173.8(5) . . . . ?
C211 C201 C205 Ru21 124.6(5) . . . . ?
Ru21 C201 C202 C203 -61.3(4) . . . . ?
Ru21 C201 C205 C204 61.6(4) . . . . ?
Ru21 C201 C211 C212 162.4(4) . . . . ?
Ru21 C202 C203 C204 -61.8(4) . . . . ?
Ru21 C203 C204 C205 -61.7(4) . . . . ?
Ru21 C204 C205 C201 -62.3(4) . . . . ?
Ru21 C206 C207 C208 61.9(4) . . . . ?
Ru21 C206 C210 C209 -61.9(4) . . . . ?
Ru21 C207 C208 C209 61.5(4) . . . . ?
Ru21 C208 C209 C210 61.8(4) . . . . ?
Ru21 C209 C210 C206 61.7(4) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-8 -12 0 0.0163 -7.9968 -11.9955 -0.0014 0.5378 -0.8700 -0.0352
8 12 0 0.0163 7.9968 11.9955 0.0014 -0.5378 0.8700 0.0352
-18 15 0 0.0235 -18.0005 15.0114 -0.0010 -0.4013 -0.3290 0.8322
18 -15 0 0.0235 18.0005 -15.0114 0.0010 0.4013 0.3290 -0.8322
0 3 4 0.0700 0.0099 2.9927 4.0018 0.6425 0.5632 0.6059
0 -3 -4 0.0630 -0.0099 -2.9927 -4.0018 -0.6425 -0.5632 -0.6059
-18 2 0 0.0244 -17.9981 2.0110 -0.0017 0.0974 -0.8331 0.5501
5 -19 0 0.0190 5.0029 -19.0036 -0.0005 0.6805 -0.4837 -0.5530

_olex2_submission_special_instructions 'No special instructions were received'
