#------------------------------------------------------------------------------
#$Date: 2016-03-25 09:01:32 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179713 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/15/7001595.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7001595
loop_
_publ_author_name
'Zhang, Congying'
'Zhao, Yang'
'Li, Bin'
'Song, Haibin'
'Xu, Shansheng'
'Wang, Baiquan'
_publ_section_title
;
 The intramolecular sp2 and sp3 C--H bond activation of
 (p-cymene)ruthenium(ii) N-heterocyclic carbene complexes
;
_journal_issue                   26
_journal_name_full               'Dalton Transactions'
_journal_page_first              5182
_journal_page_last               5189
_journal_paper_doi               10.1039/b818091a
_journal_year                    2009
_chemical_formula_sum            'C23 H31 I N2 Ru'
_chemical_formula_weight         563.47
_chemical_name_systematic
;
?
;
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yc'
_symmetry_space_group_name_H-M   'P 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.10(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.538(3)
_cell_length_b                   9.827(2)
_cell_length_c                   15.987(3)
_cell_measurement_reflns_used    7065
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.422
_cell_measurement_theta_min      2.446
_cell_volume                     2241.3(8)
_computing_cell_refinement       crystalclear
_computing_data_collection       crystalclear
_computing_data_reduction        crystalclear
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      113(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'rigaku saturn'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0494
_diffrn_reflns_av_sigmaI/netI    0.0410
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            25938
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.45
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.087
_exptl_absorpt_correction_T_max  0.8508
_exptl_absorpt_correction_T_min  0.7588
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   crystalclear
_exptl_crystal_colour            orange-red
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.747
_refine_diff_density_min         -0.712
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     249
_refine_ls_number_reflns         5133
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0316
_refine_ls_R_factor_gt           0.0263
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0257P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0571
_refine_ls_wR_factor_ref         0.0586
_reflns_number_gt                4438
_reflns_number_total             5133
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b818091a.txt
_cod_data_source_block           r080513b
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN' changed
to 'multi-scan' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.

'_refine_ls_hydrogen_treatment' value 'CONSTR' changed to
'constr' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        2241.2(8)
_cod_original_sg_symbol_H-M      P2/c
_cod_database_code               7001595
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.353664(11) 0.204585(18) 1.136544(10) 0.02240(6) Uani 1 1 d . . .
Ru1 Ru 0.215686(13) 0.160817(19) 0.996152(12) 0.01421(6) Uani 1 1 d . . .
N1 N 0.37159(14) 0.1095(2) 0.89272(13) 0.0187(4) Uani 1 1 d . . .
N2 N 0.32453(14) -0.0683(2) 0.95374(12) 0.0182(4) Uani 1 1 d . . .
C1 C 0.37442(19) 0.2758(3) 0.78199(17) 0.0247(6) Uani 1 1 d . . .
H1 H 0.3601 0.2065 0.7419 0.030 Uiso 1 1 calc R . .
C2 C 0.38527(19) 0.4089(3) 0.75518(17) 0.0277(6) Uani 1 1 d . . .
H2 H 0.3773 0.4287 0.6973 0.033 Uiso 1 1 calc R . .
C3 C 0.40777(18) 0.5106(3) 0.81441(16) 0.0261(6) Uani 1 1 d . . .
H3 H 0.4152 0.5995 0.7968 0.031 Uiso 1 1 calc R . .
C4 C 0.41946(17) 0.4803(3) 0.90096(16) 0.0215(6) Uani 1 1 d . . .
H4 H 0.4346 0.5494 0.9410 0.026 Uiso 1 1 calc R . .
C5 C 0.40872(16) 0.3485(2) 0.92805(16) 0.0181(5) Uani 1 1 d . . .
H5 H 0.4174 0.3285 0.9859 0.022 Uiso 1 1 calc R . .
C6 C 0.38487(17) 0.2465(2) 0.86773(16) 0.0168(5) Uani 1 1 d . . .
C7 C 0.31280(16) 0.0659(2) 0.94320(14) 0.0158(5) Uani 1 1 d . . .
C8 C 0.39043(19) -0.1264(3) 0.90445(17) 0.0259(6) Uani 1 1 d . . .
H8A H 0.3584 -0.1844 0.8589 0.031 Uiso 1 1 calc R . .
H8B H 0.4393 -0.1783 0.9406 0.031 Uiso 1 1 calc R . .
C9 C 0.4301(2) -0.0005(3) 0.86936(18) 0.0277(6) Uani 1 1 d . . .
H9A H 0.4955 0.0127 0.8954 0.033 Uiso 1 1 calc R . .
H9B H 0.4244 -0.0064 0.8080 0.033 Uiso 1 1 calc R . .
C10 C 0.25748(17) -0.1461(2) 0.99227(15) 0.0177(5) Uani 1 1 d . . .
C11 C 0.18663(19) -0.2149(3) 0.92213(17) 0.0268(6) Uani 1 1 d . . .
H11A H 0.1543 -0.1470 0.8843 0.040 Uiso 1 1 calc R . .
H11B H 0.1422 -0.2651 0.9473 0.040 Uiso 1 1 calc R . .
H11C H 0.2188 -0.2759 0.8907 0.040 Uiso 1 1 calc R . .
C12 C 0.31027(19) -0.2538(3) 1.05163(16) 0.0241(6) Uani 1 1 d . . .
H12A H 0.3336 -0.3225 1.0185 0.036 Uiso 1 1 calc R . .
H12B H 0.2686 -0.2945 1.0843 0.036 Uiso 1 1 calc R . .
H12C H 0.3618 -0.2120 1.0895 0.036 Uiso 1 1 calc R . .
C13 C 0.21006(18) -0.0421(2) 1.04141(16) 0.0211(6) Uani 1 1 d . . .
H13A H 0.2401 -0.0451 1.1011 0.025 Uiso 1 1 calc R . .
H13B H 0.1450 -0.0678 1.0375 0.025 Uiso 1 1 calc R . .
C14 C 0.1286(2) 0.1550(3) 0.78671(16) 0.0305(7) Uani 1 1 d . . .
H14A H 0.1081 0.0620 0.7847 0.046 Uiso 1 1 calc R . .
H14B H 0.1912 0.1592 0.7760 0.046 Uiso 1 1 calc R . .
H14C H 0.0875 0.2067 0.7442 0.046 Uiso 1 1 calc R . .
C15 C 0.12685(17) 0.2131(3) 0.87329(16) 0.0206(6) Uani 1 1 d . . .
C16 C 0.17786(17) 0.3340(3) 0.90175(16) 0.0194(5) Uani 1 1 d . . .
H16 H 0.2110 0.3793 0.8659 0.023 Uiso 1 1 calc R . .
C17 C 0.17806(17) 0.3844(3) 0.98370(15) 0.0199(5) Uani 1 1 d . . .
H17 H 0.2147 0.4600 1.0027 0.024 Uiso 1 1 calc R . .
C18 C 0.12308(17) 0.3226(3) 1.03936(16) 0.0193(5) Uani 1 1 d . . .
C19 C 0.06937(17) 0.2087(3) 1.00957(17) 0.0217(6) Uani 1 1 d . . .
H19 H 0.0313 0.1689 1.0433 0.026 Uiso 1 1 calc R . .
C20 C 0.07249(17) 0.1524(3) 0.92728(16) 0.0212(6) Uani 1 1 d . . .
H20 H 0.0380 0.0745 0.9092 0.025 Uiso 1 1 calc R . .
C21 C 0.12737(18) 0.3831(3) 1.12681(16) 0.0259(6) Uani 1 1 d . . .
H21 H 0.1923 0.4116 1.1480 0.031 Uiso 1 1 calc R . .
C22 C 0.1014(2) 0.2820(3) 1.19130(19) 0.0408(8) Uani 1 1 d . . .
H22A H 0.0368 0.2562 1.1742 0.061 Uiso 1 1 calc R . .
H22B H 0.1108 0.3236 1.2466 0.061 Uiso 1 1 calc R . .
H22C H 0.1403 0.2026 1.1936 0.061 Uiso 1 1 calc R . .
C23 C 0.0658(2) 0.5109(3) 1.12055(19) 0.0457(9) Uani 1 1 d . . .
H23A H 0.0855 0.5746 1.0820 0.068 Uiso 1 1 calc R . .
H23B H 0.0719 0.5518 1.1759 0.068 Uiso 1 1 calc R . .
H23C H 0.0016 0.4863 1.0999 0.068 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 Ru1 C13 77.54(9) . . ?
C7 Ru1 C20 116.97(9) . . ?
C13 Ru1 C20 92.35(10) . . ?
C7 Ru1 C15 94.12(10) . . ?
C13 Ru1 C15 118.00(10) . . ?
C20 Ru1 C15 37.78(9) . . ?
C7 Ru1 C19 154.05(10) . . ?
C13 Ru1 C19 93.73(9) . . ?
C20 Ru1 C19 38.14(9) . . ?
C15 Ru1 C19 68.20(10) . . ?
C7 Ru1 C17 126.22(9) . . ?
C13 Ru1 C17 156.19(9) . . ?
C20 Ru1 C17 78.44(9) . . ?
C15 Ru1 C17 66.62(9) . . ?
C19 Ru1 C17 65.47(9) . . ?
C7 Ru1 C16 99.66(9) . . ?
C13 Ru1 C16 155.22(10) . . ?
C20 Ru1 C16 66.66(9) . . ?
C15 Ru1 C16 37.24(9) . . ?
C19 Ru1 C16 78.02(9) . . ?
C17 Ru1 C16 35.97(9) . . ?
C7 Ru1 C18 163.14(10) . . ?
C13 Ru1 C18 119.19(9) . . ?
C20 Ru1 C18 67.23(9) . . ?
C15 Ru1 C18 80.06(9) . . ?
C19 Ru1 C18 36.07(9) . . ?
C17 Ru1 C18 37.00(8) . . ?
C16 Ru1 C18 66.20(9) . . ?
C7 Ru1 I1 87.42(7) . . ?
C13 Ru1 I1 86.48(7) . . ?
C20 Ru1 I1 154.76(7) . . ?
C15 Ru1 I1 155.25(7) . . ?
C19 Ru1 I1 116.72(7) . . ?
C17 Ru1 I1 92.64(7) . . ?
C16 Ru1 I1 118.16(7) . . ?
C18 Ru1 I1 91.39(7) . . ?
C7 N1 C6 126.9(2) . . ?
C7 N1 C9 112.5(2) . . ?
C6 N1 C9 120.45(19) . . ?
C7 N2 C10 119.26(19) . . ?
C7 N2 C8 113.4(2) . . ?
C10 N2 C8 125.4(2) . . ?
C6 C1 C2 120.2(2) . . ?
C6 C1 H1 119.9 . . ?
C2 C1 H1 119.9 . . ?
C3 C2 C1 119.8(2) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C2 C3 C4 119.8(2) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 120.7(2) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C6 119.1(2) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?
C1 C6 C5 120.3(2) . . ?
C1 C6 N1 118.7(2) . . ?
C5 C6 N1 121.0(2) . . ?
N2 C7 N1 107.9(2) . . ?
N2 C7 Ru1 119.21(17) . . ?
N1 C7 Ru1 132.81(18) . . ?
N2 C8 C9 102.4(2) . . ?
N2 C8 H8A 111.3 . . ?
C9 C8 H8A 111.3 . . ?
N2 C8 H8B 111.3 . . ?
C9 C8 H8B 111.3 . . ?
H8A C8 H8B 109.2 . . ?
N1 C9 C8 103.1(2) . . ?
N1 C9 H9A 111.2 . . ?
C8 C9 H9A 111.2 . . ?
N1 C9 H9B 111.2 . . ?
C8 C9 H9B 111.2 . . ?
H9A C9 H9B 109.1 . . ?
N2 C10 C12 109.1(2) . . ?
N2 C10 C11 109.4(2) . . ?
C12 C10 C11 109.7(2) . . ?
N2 C10 C13 105.65(19) . . ?
C12 C10 C13 111.5(2) . . ?
C11 C10 C13 111.4(2) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C13 Ru1 113.58(16) . . ?
C10 C13 H13A 108.8 . . ?
Ru1 C13 H13A 108.8 . . ?
C10 C13 H13B 108.8 . . ?
Ru1 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C15 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C20 C15 C16 118.4(2) . . ?
C20 C15 C14 120.9(2) . . ?
C16 C15 C14 120.7(2) . . ?
C20 C15 Ru1 69.85(14) . . ?
C16 C15 Ru1 74.31(14) . . ?
C14 C15 Ru1 128.64(18) . . ?
C17 C16 C15 120.0(2) . . ?
C17 C16 Ru1 71.74(14) . . ?
C15 C16 Ru1 68.45(14) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
Ru1 C16 H16 132.9 . . ?
C16 C17 C18 121.8(2) . . ?
C16 C17 Ru1 72.29(14) . . ?
C18 C17 Ru1 71.91(14) . . ?
C16 C17 H17 119.1 . . ?
C18 C17 H17 119.1 . . ?
Ru1 C17 H17 129.2 . . ?
C19 C18 C17 117.9(2) . . ?
C19 C18 C21 123.6(2) . . ?
C17 C18 C21 118.5(2) . . ?
C19 C18 Ru1 70.17(14) . . ?
C17 C18 Ru1 71.09(13) . . ?
C21 C18 Ru1 129.44(17) . . ?
C18 C19 C20 120.5(2) . . ?
C18 C19 Ru1 73.76(14) . . ?
C20 C19 Ru1 68.37(14) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
Ru1 C19 H19 130.8 . . ?
C15 C20 C19 121.2(2) . . ?
C15 C20 Ru1 72.37(14) . . ?
C19 C20 Ru1 73.49(15) . . ?
C15 C20 H20 119.4 . . ?
C19 C20 H20 119.4 . . ?
Ru1 C20 H20 126.7 . . ?
C18 C21 C22 113.4(2) . . ?
C18 C21 C23 110.0(2) . . ?
C22 C21 C23 111.1(2) . . ?
C18 C21 H21 107.4 . . ?
C22 C21 H21 107.4 . . ?
C23 C21 H21 107.4 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
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
I1 Ru1 2.7408(9) . ?
Ru1 C7 2.010(2) . ?
Ru1 C13 2.128(2) . ?
Ru1 C20 2.161(3) . ?
Ru1 C15 2.194(3) . ?
Ru1 C19 2.229(2) . ?
Ru1 C17 2.264(2) . ?
Ru1 C16 2.271(2) . ?
Ru1 C18 2.275(2) . ?
N1 C7 1.353(3) . ?
N1 C6 1.428(3) . ?
N1 C9 1.467(3) . ?
N2 C7 1.336(3) . ?
N2 C10 1.464(3) . ?
N2 C8 1.468(3) . ?
C1 C6 1.380(4) . ?
C1 C2 1.395(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.372(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.393(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.388(3) . ?
C5 H5 0.9300 . ?
C8 C9 1.517(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C12 1.526(3) . ?
C10 C11 1.527(4) . ?
C10 C13 1.531(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.502(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C20 1.410(3) . ?
C15 C16 1.427(4) . ?
C16 C17 1.400(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.440(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.395(4) . ?
C18 C21 1.509(3) . ?
C19 C20 1.436(4) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.531(4) . ?
C21 C23 1.534(4) . ?
C21 H21 0.9800 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
loop_
_geom_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
C6 C1 C2 C3 1.0(4) . . . . ?
C1 C2 C3 C4 -0.1(4) . . . . ?
C2 C3 C4 C5 0.1(4) . . . . ?
C3 C4 C5 C6 -0.8(4) . . . . ?
C2 C1 C6 C5 -1.8(4) . . . . ?
C2 C1 C6 N1 178.9(2) . . . . ?
C4 C5 C6 C1 1.7(4) . . . . ?
C4 C5 C6 N1 -179.0(2) . . . . ?
C7 N1 C6 C1 -125.7(3) . . . . ?
C9 N1 C6 C1 59.5(3) . . . . ?
C7 N1 C6 C5 55.0(3) . . . . ?
C9 N1 C6 C5 -119.9(3) . . . . ?
C10 N2 C7 N1 -168.6(2) . . . . ?
C8 N2 C7 N1 -3.8(3) . . . . ?
C10 N2 C7 Ru1 9.1(3) . . . . ?
C8 N2 C7 Ru1 173.94(16) . . . . ?
C6 N1 C7 N2 -177.4(2) . . . . ?
C9 N1 C7 N2 -2.2(3) . . . . ?
C6 N1 C7 Ru1 5.3(4) . . . . ?
C9 N1 C7 Ru1 -179.50(19) . . . . ?
C13 Ru1 C7 N2 4.22(18) . . . . ?
C20 Ru1 C7 N2 -82.0(2) . . . . ?
C15 Ru1 C7 N2 -113.56(19) . . . . ?
C19 Ru1 C7 N2 -68.2(3) . . . . ?
C17 Ru1 C7 N2 -177.43(17) . . . . ?
C16 Ru1 C7 N2 -150.68(19) . . . . ?
C18 Ru1 C7 N2 177.5(3) . . . . ?
I1 Ru1 C7 N2 91.18(18) . . . . ?
C13 Ru1 C7 N1 -178.7(2) . . . . ?
C20 Ru1 C7 N1 95.0(2) . . . . ?
C15 Ru1 C7 N1 63.5(2) . . . . ?
C19 Ru1 C7 N1 108.8(3) . . . . ?
C17 Ru1 C7 N1 -0.4(3) . . . . ?
C16 Ru1 C7 N1 26.4(2) . . . . ?
C18 Ru1 C7 N1 -5.5(5) . . . . ?
I1 Ru1 C7 N1 -91.8(2) . . . . ?
C7 N2 C8 C9 7.7(3) . . . . ?
C10 N2 C8 C9 171.5(2) . . . . ?
C7 N1 C9 C8 6.8(3) . . . . ?
C6 N1 C9 C8 -177.7(2) . . . . ?
N2 C8 C9 N1 -8.1(3) . . . . ?
C7 N2 C10 C12 -140.9(2) . . . . ?
C8 N2 C10 C12 56.3(3) . . . . ?
C7 N2 C10 C11 99.1(3) . . . . ?
C8 N2 C10 C11 -63.7(3) . . . . ?
C7 N2 C10 C13 -20.9(3) . . . . ?
C8 N2 C10 C13 176.2(2) . . . . ?
N2 C10 C13 Ru1 23.1(2) . . . . ?
C12 C10 C13 Ru1 141.46(18) . . . . ?
C11 C10 C13 Ru1 -95.6(2) . . . . ?
C7 Ru1 C13 C10 -15.69(18) . . . . ?
C20 Ru1 C13 C10 101.42(19) . . . . ?
C15 Ru1 C13 C10 72.4(2) . . . . ?
C19 Ru1 C13 C10 139.60(18) . . . . ?
C17 Ru1 C13 C10 167.61(19) . . . . ?
C16 Ru1 C13 C10 70.4(3) . . . . ?
C18 Ru1 C13 C10 166.54(16) . . . . ?
I1 Ru1 C13 C10 -103.83(18) . . . . ?
C7 Ru1 C15 C20 130.48(15) . . . . ?
C13 Ru1 C15 C20 52.41(17) . . . . ?
C19 Ru1 C15 C20 -29.93(14) . . . . ?
C17 Ru1 C15 C20 -101.62(16) . . . . ?
C16 Ru1 C15 C20 -129.0(2) . . . . ?
C18 Ru1 C15 C20 -65.47(15) . . . . ?
I1 Ru1 C15 C20 -136.73(15) . . . . ?
C7 Ru1 C15 C16 -100.56(15) . . . . ?
C13 Ru1 C15 C16 -178.64(14) . . . . ?
C20 Ru1 C15 C16 129.0(2) . . . . ?
C19 Ru1 C15 C16 99.02(16) . . . . ?
C17 Ru1 C15 C16 27.34(14) . . . . ?
C18 Ru1 C15 C16 63.48(15) . . . . ?
I1 Ru1 C15 C16 -7.8(3) . . . . ?
C7 Ru1 C15 C14 16.5(2) . . . . ?
C13 Ru1 C15 C14 -61.6(3) . . . . ?
C20 Ru1 C15 C14 -114.0(3) . . . . ?
C19 Ru1 C15 C14 -144.0(3) . . . . ?
C17 Ru1 C15 C14 144.4(3) . . . . ?
C16 Ru1 C15 C14 117.0(3) . . . . ?
C18 Ru1 C15 C14 -179.5(3) . . . . ?
I1 Ru1 C15 C14 109.2(2) . . . . ?
C20 C15 C16 C17 4.2(3) . . . . ?
C14 C15 C16 C17 -177.9(2) . . . . ?
Ru1 C15 C16 C17 -51.9(2) . . . . ?
C20 C15 C16 Ru1 56.1(2) . . . . ?
C14 C15 C16 Ru1 -126.0(2) . . . . ?
C7 Ru1 C16 C17 -141.81(15) . . . . ?
C13 Ru1 C16 C17 137.0(2) . . . . ?
C20 Ru1 C16 C17 102.88(16) . . . . ?
C15 Ru1 C16 C17 134.1(2) . . . . ?
C19 Ru1 C16 C17 64.51(15) . . . . ?
C18 Ru1 C16 C17 28.56(14) . . . . ?
I1 Ru1 C16 C17 -49.55(15) . . . . ?
C7 Ru1 C16 C15 84.06(16) . . . . ?
C13 Ru1 C16 C15 2.9(3) . . . . ?
C20 Ru1 C16 C15 -31.25(15) . . . . ?
C19 Ru1 C16 C15 -69.62(15) . . . . ?
C17 Ru1 C16 C15 -134.1(2) . . . . ?
C18 Ru1 C16 C15 -105.57(16) . . . . ?
I1 Ru1 C16 C15 176.32(12) . . . . ?
C15 C16 C17 C18 -4.0(3) . . . . ?
Ru1 C16 C17 C18 -54.4(2) . . . . ?
C15 C16 C17 Ru1 50.4(2) . . . . ?
C7 Ru1 C17 C16 49.07(18) . . . . ?
C13 Ru1 C17 C16 -134.9(2) . . . . ?
C20 Ru1 C17 C16 -66.01(15) . . . . ?
C15 Ru1 C17 C16 -28.24(14) . . . . ?
C19 Ru1 C17 C16 -103.91(16) . . . . ?
C18 Ru1 C17 C16 -133.4(2) . . . . ?
I1 Ru1 C17 C16 137.81(13) . . . . ?
C7 Ru1 C17 C18 -177.55(14) . . . . ?
C13 Ru1 C17 C18 -1.5(3) . . . . ?
C20 Ru1 C17 C18 67.36(15) . . . . ?
C15 Ru1 C17 C18 105.13(16) . . . . ?
C19 Ru1 C17 C18 29.46(15) . . . . ?
C16 Ru1 C17 C18 133.4(2) . . . . ?
I1 Ru1 C17 C18 -88.81(14) . . . . ?
C16 C17 C18 C19 0.6(3) . . . . ?
Ru1 C17 C18 C19 -54.0(2) . . . . ?
C16 C17 C18 C21 179.9(2) . . . . ?
Ru1 C17 C18 C21 125.3(2) . . . . ?
C16 C17 C18 Ru1 54.6(2) . . . . ?
C7 Ru1 C18 C19 137.4(3) . . . . ?
C13 Ru1 C18 C19 -50.18(18) . . . . ?
C20 Ru1 C18 C19 29.25(15) . . . . ?
C15 Ru1 C18 C19 66.43(16) . . . . ?
C17 Ru1 C18 C19 130.5(2) . . . . ?
C16 Ru1 C18 C19 102.72(17) . . . . ?
I1 Ru1 C18 C19 -136.93(14) . . . . ?
C7 Ru1 C18 C17 6.8(4) . . . . ?
C13 Ru1 C18 C17 179.28(14) . . . . ?
C20 Ru1 C18 C17 -101.29(16) . . . . ?
C15 Ru1 C18 C17 -64.10(15) . . . . ?
C19 Ru1 C18 C17 -130.5(2) . . . . ?
C16 Ru1 C18 C17 -27.82(14) . . . . ?
I1 Ru1 C18 C17 92.54(14) . . . . ?
C7 Ru1 C18 C21 -105.0(4) . . . . ?
C13 Ru1 C18 C21 67.5(3) . . . . ?
C20 Ru1 C18 C21 146.9(3) . . . . ?
C15 Ru1 C18 C21 -175.9(3) . . . . ?
C19 Ru1 C18 C21 117.7(3) . . . . ?
C17 Ru1 C18 C21 -111.8(3) . . . . ?
C16 Ru1 C18 C21 -139.6(3) . . . . ?
I1 Ru1 C18 C21 -19.3(2) . . . . ?
C17 C18 C19 C20 2.6(4) . . . . ?
C21 C18 C19 C20 -176.7(2) . . . . ?
Ru1 C18 C19 C20 -51.9(2) . . . . ?
C17 C18 C19 Ru1 54.5(2) . . . . ?
C21 C18 C19 Ru1 -124.8(2) . . . . ?
C7 Ru1 C19 C18 -153.3(2) . . . . ?
C13 Ru1 C19 C18 137.78(16) . . . . ?
C20 Ru1 C19 C18 -133.2(2) . . . . ?
C15 Ru1 C19 C18 -103.49(16) . . . . ?
C17 Ru1 C19 C18 -30.18(14) . . . . ?
C16 Ru1 C19 C18 -65.83(15) . . . . ?
I1 Ru1 C19 C18 49.85(16) . . . . ?
C7 Ru1 C19 C20 -20.2(3) . . . . ?
C13 Ru1 C19 C20 -89.06(15) . . . . ?
C15 Ru1 C19 C20 29.67(14) . . . . ?
C17 Ru1 C19 C20 102.98(16) . . . . ?
C16 Ru1 C19 C20 67.33(15) . . . . ?
C18 Ru1 C19 C20 133.2(2) . . . . ?
I1 Ru1 C19 C20 -176.99(12) . . . . ?
C16 C15 C20 C19 -1.1(4) . . . . ?
C14 C15 C20 C19 -179.0(2) . . . . ?
Ru1 C15 C20 C19 57.2(2) . . . . ?
C16 C15 C20 Ru1 -58.3(2) . . . . ?
C14 C15 C20 Ru1 123.8(2) . . . . ?
C18 C19 C20 C15 -2.3(4) . . . . ?
Ru1 C19 C20 C15 -56.7(2) . . . . ?
C18 C19 C20 Ru1 54.4(2) . . . . ?
C7 Ru1 C20 C15 -58.34(17) . . . . ?
C13 Ru1 C20 C15 -135.56(15) . . . . ?
C19 Ru1 C20 C15 131.4(2) . . . . ?
C17 Ru1 C20 C15 66.60(15) . . . . ?
C16 Ru1 C20 C15 30.83(15) . . . . ?
C18 Ru1 C20 C15 103.64(16) . . . . ?
I1 Ru1 C20 C15 137.71(15) . . . . ?
C7 Ru1 C20 C19 170.26(14) . . . . ?
C13 Ru1 C20 C19 93.05(15) . . . . ?
C15 Ru1 C20 C19 -131.4(2) . . . . ?
C17 Ru1 C20 C19 -64.80(14) . . . . ?
C16 Ru1 C20 C19 -100.56(16) . . . . ?
C18 Ru1 C20 C19 -27.76(14) . . . . ?
I1 Ru1 C20 C19 6.3(3) . . . . ?
C19 C18 C21 C22 22.9(3) . . . . ?
C17 C18 C21 C22 -156.4(2) . . . . ?
Ru1 C18 C21 C22 -68.2(3) . . . . ?
C19 C18 C21 C23 -102.1(3) . . . . ?
C17 C18 C21 C23 78.6(3) . . . . ?
Ru1 C18 C21 C23 166.8(2) . . . . ?
