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#$Date: 2021-06-06 05:14:54 +0300 (Sun, 06 Jun 2021) $
#$Revision: 266195 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/31/1563174.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_1563174
loop_
_publ_author_name
'Matveevskaya, Vladislava V.'
'Pavlov, Dmitry I.'
'Samsonenko, Denis G.'
'Ermakova, Ekaterina A.'
'Klyushova, Lyubov S.'
'Baykov, Sergey V.'
'Boyarskiy, Vadim P.'
'Potapov, Andrei S.'
_publ_section_title
;
 Synthesis and Structural Characterization of Half-Sandwich
 Arene--Ruthenium(II) Complexes with Bis(imidazol-1-yl)methane, Imidazole
 and Benzimidazole
;
_journal_issue                   5
_journal_name_full               Inorganics
_journal_page_first              34
_journal_paper_doi               10.3390/inorganics9050034
_journal_volume                  9
_journal_year                    2021
_chemical_formula_sum            'C36 H52 Cl4 N8 O2 Ru2'
_chemical_formula_weight         972.91
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dial
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 101.060(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.7136(4)
_cell_length_b                   10.3400(3)
_cell_length_c                   17.0882(6)
_cell_measurement_reflns_used    4548
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      29.39
_cell_measurement_theta_min      2.52
_cell_volume                     2031.26(12)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      140(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.837
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Xcalibur, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.837
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10166
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.837
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.063
_diffrn_reflns_theta_min         1.771
_diffrn_source                   'sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.050
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.99288
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.591
_exptl_crystal_description       block
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.081
_refine_diff_density_min         -0.589
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     241
_refine_ls_number_reflns         4548
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0348
_refine_ls_R_factor_gt           0.0267
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0256P)²+1.4377P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0591
_refine_ls_wR_factor_ref         0.0616
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3941
_reflns_number_total             4548
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            Comp2.cif
_cod_data_source_block           vvm89_a
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1563174
_shelx_shelxl_version_number     2018/3
_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.
;
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'
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
Ru1 Ru 0.15675(2) 0.69719(2) 0.43902(2) 0.01206(6) Uani 1 1 d . . . . .
Cl1 Cl 0.08983(4) 0.47840(5) 0.41383(3) 0.01785(12) Uani 1 1 d . . . . .
N1 N 0.58845(15) 0.47600(17) 0.67203(11) 0.0143(4) Uani 1 1 d . . . . .
C1 C 0.66382(18) 0.4723(2) 0.62157(12) 0.0139(4) Uani 1 1 d . . . . .
H1 H 0.683424 0.544017 0.592010 0.017 Uiso 1 1 calc R U . . .
N2 N 0.70648(15) 0.35435(18) 0.61920(10) 0.0142(4) Uani 1 1 d . . . . .
C2 C 0.6538(2) 0.2797(2) 0.66889(15) 0.0237(5) Uani 1 1 d . . . . .
H2 H 0.666313 0.189711 0.678154 0.028 Uiso 1 1 calc R U . . .
N3 N 0.40565(14) 0.58965(17) 0.64204(10) 0.0137(4) Uani 1 1 d . . . . .
C3 C 0.5818(2) 0.3542(2) 0.70230(15) 0.0243(5) Uani 1 1 d . . . . .
H3 H 0.535583 0.327533 0.739413 0.029 Uiso 1 1 calc R U . . .
N4 N 0.26087(15) 0.62203(17) 0.54233(10) 0.0145(4) Uani 1 1 d . . . . .
C4 C 0.52344(17) 0.5890(2) 0.68890(13) 0.0148(4) Uani 1 1 d . . . . .
H4A H 0.564527 0.668090 0.677002 0.018 Uiso 1 1 calc R U . . .
H4B H 0.519909 0.590128 0.746318 0.018 Uiso 1 1 calc R U . . .
C5 C 0.30811(18) 0.5392(2) 0.66468(13) 0.0166(5) Uani 1 1 d . . . . .
H5 H 0.304102 0.498153 0.713827 0.020 Uiso 1 1 calc R U . . .
C6 C 0.21900(19) 0.5600(2) 0.60256(13) 0.0166(4) Uani 1 1 d . . . . .
H6 H 0.140318 0.535697 0.600756 0.020 Uiso 1 1 calc R U . . .
C7 C 0.37331(19) 0.6382(2) 0.56803(13) 0.0156(4) Uani 1 1 d . . . . .
H7 H 0.424401 0.678550 0.538494 0.019 Uiso 1 1 calc R U . . .
C8 C 0.1468(2) 0.8792(2) 0.50215(14) 0.0203(5) Uani 1 1 d . . . . .
C9 C 0.04595(19) 0.8032(2) 0.50598(14) 0.0187(5) Uani 1 1 d . . . . .
H9 H 0.035551 0.768695 0.558830 0.022 Uiso 1 1 calc R U . . .
C10 C -0.02240(18) 0.7530(2) 0.43698(13) 0.0158(4) Uani 1 1 d . . . . .
H10 H -0.080007 0.683849 0.442467 0.019 Uiso 1 1 calc R U . . .
C11 C 0.00334(19) 0.7773(2) 0.35940(13) 0.0158(4) Uani 1 1 d . . . . .
C12 C 0.10053(19) 0.8555(2) 0.35638(14) 0.0179(5) Uani 1 1 d . . . . .
H12 H 0.130656 0.858203 0.305473 0.021 Uiso 1 1 calc R U . . .
C13 C 0.1727(2) 0.9059(2) 0.42680(15) 0.0202(5) Uani 1 1 d . . . . .
H13 H 0.250074 0.943852 0.423299 0.024 Uiso 1 1 calc R U . . .
C14 C 0.2243(2) 0.9234(3) 0.57822(16) 0.0315(6) Uani 1 1 d . . . . .
H14A H 0.194800 1.005169 0.595510 0.047 Uiso 1 1 calc R U . . .
H14B H 0.303524 0.936019 0.568945 0.047 Uiso 1 1 calc R U . . .
H14C H 0.224882 0.857795 0.619685 0.047 Uiso 1 1 calc R U . . .
C15 C -0.0711(2) 0.7144(2) 0.28741(14) 0.0204(5) Uani 1 1 d . . . . .
H15 H -0.095754 0.628009 0.304591 0.024 Uiso 1 1 calc R U . . .
C16 C -0.0068(2) 0.6915(3) 0.21913(15) 0.0284(6) Uani 1 1 d . . . . .
H16A H -0.057863 0.645533 0.175869 0.043 Uiso 1 1 calc R U . . .
H16B H 0.062904 0.639484 0.238187 0.043 Uiso 1 1 calc R U . . .
H16C H 0.015855 0.774816 0.199397 0.043 Uiso 1 1 calc R U . . .
C17 C -0.1816(2) 0.7951(3) 0.26040(16) 0.0310(6) Uani 1 1 d . . . . .
H17A H -0.231506 0.752288 0.215229 0.046 Uiso 1 1 calc R U . . .
H17B H -0.160211 0.881238 0.244146 0.046 Uiso 1 1 calc R U . . .
H17C H -0.223501 0.803158 0.304565 0.046 Uiso 1 1 calc R U . . .
Cl1_2 Cl 0.57496(6) 0.93661(6) 0.64347(3) 0.02726(14) Uani 1 1 d . . . . .
O1_3 O 0.6060(2) 0.7292(2) 0.52399(13) 0.0440(5) Uani 1 1 d . . . . .
H1D_3 H 0.611(3) 0.801(3) 0.5602(18) 0.066 Uiso 1 1 calc R U . . .
C1_3 C 0.6541(3) 0.7637(3) 0.4597(2) 0.0482(8) Uani 1 1 d . . . . .
H1A_3 H 0.733077 0.796493 0.478509 0.072 Uiso 1 1 calc R U . . .
H1B_3 H 0.606493 0.831175 0.429029 0.072 Uiso 1 1 calc R U . . .
H1C_3 H 0.657016 0.687907 0.425670 0.072 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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
N4 Ru1 N2 86.08(7) . 3_666 ?
N4 Ru1 C10 121.16(7) . . ?
N2 Ru1 C10 151.51(8) 3_666 . ?
N4 Ru1 C12 151.64(8) . . ?
N2 Ru1 C12 92.67(8) 3_666 . ?
C10 Ru1 C12 67.59(8) . . ?
N4 Ru1 C13 113.68(8) . . ?
N2 Ru1 C13 96.79(8) 3_666 . ?
C10 Ru1 C13 80.52(9) . . ?
C12 Ru1 C13 38.29(9) . . ?
N4 Ru1 C9 93.05(8) . . ?
N2 Ru1 C9 162.85(8) 3_666 . ?
C10 Ru1 C9 37.30(8) . . ?
C12 Ru1 C9 80.00(8) . . ?
C13 Ru1 C9 67.88(9) . . ?
N4 Ru1 C8 88.90(8) . . ?
N2 Ru1 C8 124.61(8) 3_666 . ?
C10 Ru1 C8 68.63(9) . . ?
C12 Ru1 C8 68.58(9) . . ?
C13 Ru1 C8 37.59(9) . . ?
C9 Ru1 C8 38.25(9) . . ?
N4 Ru1 C11 159.57(7) . . ?
N2 Ru1 C11 114.08(7) 3_666 . ?
C10 Ru1 C11 38.41(8) . . ?
C12 Ru1 C11 37.46(8) . . ?
C13 Ru1 C11 69.05(8) . . ?
C9 Ru1 C11 68.74(8) . . ?
C8 Ru1 C11 82.32(8) . . ?
N4 Ru1 Cl1 85.35(5) . . ?
N2 Ru1 Cl1 85.92(5) 3_666 . ?
C10 Ru1 Cl1 88.08(6) . . ?
C12 Ru1 Cl1 122.87(6) . . ?
C13 Ru1 Cl1 160.88(6) . . ?
C9 Ru1 Cl1 111.10(6) . . ?
C8 Ru1 Cl1 148.48(6) . . ?
C11 Ru1 Cl1 92.51(6) . . ?
C1 N1 C3 107.90(18) . . ?
C1 N1 C4 125.62(18) . . ?
C3 N1 C4 126.45(18) . . ?
N2 C1 N1 110.11(19) . . ?
N2 C1 H1 124.9 . . ?
N1 C1 H1 124.9 . . ?
C1 N2 C2 106.36(18) . . ?
C1 N2 Ru1 124.98(14) . 3_666 ?
C2 N2 Ru1 128.26(15) . 3_666 ?
C3 C2 N2 109.3(2) . . ?
C3 C2 H2 125.3 . . ?
N2 C2 H2 125.3 . . ?
C7 N3 C5 107.83(17) . . ?
C7 N3 C4 125.78(18) . . ?
C5 N3 C4 126.38(18) . . ?
C2 C3 N1 106.3(2) . . ?
C2 C3 H3 126.9 . . ?
N1 C3 H3 126.9 . . ?
C7 N4 C6 106.64(18) . . ?
C7 N4 Ru1 128.15(15) . . ?
C6 N4 Ru1 124.65(14) . . ?
N1 C4 N3 111.85(17) . . ?
N1 C4 H4A 109.2 . . ?
N3 C4 H4A 109.2 . . ?
N1 C4 H4B 109.2 . . ?
N3 C4 H4B 109.2 . . ?
H4A C4 H4B 107.9 . . ?
C6 C5 N3 105.99(19) . . ?
C6 C5 H5 127.0 . . ?
N3 C5 H5 127.0 . . ?
C5 C6 N4 109.10(18) . . ?
C5 C6 H6 125.4 . . ?
N4 C6 H6 125.4 . . ?
N4 C7 N3 110.43(19) . . ?
N4 C7 H7 124.8 . . ?
N3 C7 H7 124.8 . . ?
C13 C8 C9 118.4(2) . . ?
C13 C8 C14 122.0(2) . . ?
C9 C8 C14 119.6(2) . . ?
C13 C8 Ru1 71.08(13) . . ?
C9 C8 Ru1 70.86(13) . . ?
C14 C8 Ru1 127.42(16) . . ?
C10 C9 C8 120.8(2) . . ?
C10 C9 Ru1 70.86(12) . . ?
C8 C9 Ru1 70.89(12) . . ?
C10 C9 H9 118.8 . . ?
C8 C9 H9 118.8 . . ?
Ru1 C9 H9 118.8 . . ?
C9 C10 C11 121.9(2) . . ?
C9 C10 Ru1 71.84(12) . . ?
C11 C10 Ru1 71.81(12) . . ?
C9 C10 H10 118.4 . . ?
C11 C10 H10 118.4 . . ?
Ru1 C10 H10 118.4 . . ?
C12 C11 C10 116.7(2) . . ?
C12 C11 C15 124.2(2) . . ?
C10 C11 C15 119.05(19) . . ?
C12 C11 Ru1 70.58(12) . . ?
C10 C11 Ru1 69.78(12) . . ?
C15 C11 Ru1 128.12(15) . . ?
C11 C12 C13 122.1(2) . . ?
C11 C12 Ru1 71.96(12) . . ?
C13 C12 Ru1 70.88(12) . . ?
C11 C12 H12 118.1 . . ?
C13 C12 H12 118.1 . . ?
Ru1 C12 H12 118.1 . . ?
C8 C13 C12 120.2(2) . . ?
C8 C13 Ru1 71.33(13) . . ?
C12 C13 Ru1 70.83(12) . . ?
C8 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
Ru1 C13 H13 119.3 . . ?
C8 C14 H14A 109.5 . . ?
C8 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C8 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 C16 113.4(2) . . ?
C11 C15 C17 109.42(19) . . ?
C16 C15 C17 111.5(2) . . ?
C11 C15 H15 107.4 . . ?
C16 C15 H15 107.4 . . ?
C17 C15 H15 107.4 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C1_3 O1_3 H1D_3 109.5 . . ?
O1_3 C1_3 H1A_3 109.5 . . ?
O1_3 C1_3 H1B_3 109.5 . . ?
H1A_3 C1_3 H1B_3 109.5 . . ?
O1_3 C1_3 H1C_3 109.5 . . ?
H1A_3 C1_3 H1C_3 109.5 . . ?
H1B_3 C1_3 H1C_3 109.5 . . ?
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
Ru1 N4 2.0933(18) . ?
Ru1 N2 2.1099(17) 3_666 ?
Ru1 C10 2.170(2) . ?
Ru1 C12 2.179(2) . ?
Ru1 C13 2.180(2) . ?
Ru1 C9 2.183(2) . ?
Ru1 C8 2.183(2) . ?
Ru1 C11 2.197(2) . ?
Ru1 Cl1 2.4059(6) . ?
N1 C1 1.348(3) . ?
N1 C3 1.370(3) . ?
N1 C4 1.453(3) . ?
C1 N2 1.321(3) . ?
C1 H1 0.9500 . ?
N2 C2 1.378(3) . ?
C2 C3 1.348(3) . ?
C2 H2 0.9500 . ?
N3 C7 1.346(3) . ?
N3 C5 1.377(3) . ?
N3 C4 1.456(3) . ?
C3 H3 0.9500 . ?
N4 C7 1.317(3) . ?
N4 C6 1.380(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.356(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C13 1.406(3) . ?
C8 C9 1.431(3) . ?
C8 C14 1.506(3) . ?
C9 C10 1.392(3) . ?
C9 H9 1.0000 . ?
C10 C11 1.437(3) . ?
C10 H10 1.0000 . ?
C11 C12 1.405(3) . ?
C11 C15 1.511(3) . ?
C12 C13 1.430(3) . ?
C12 H12 1.0000 . ?
C13 H13 1.0000 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.524(3) . ?
C15 C17 1.534(3) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
O1_3 C1_3 1.375(3) . ?
O1_3 H1D_3 0.96(4) . ?
C1_3 H1A_3 0.9800 . ?
C1_3 H1B_3 0.9800 . ?
C1_3 H1C_3 0.9800 . ?
