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#$Date: 2021-11-30 12:06:44 +0200 (Tue, 30 Nov 2021) $
#$Revision: 270938 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/54/1565447.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_1565447
loop_
_publ_author_name
'Elnajjar, Fawzia O.'
'Wang, Ruiyao'
'Aquino, Manuel A.S.'
_publ_section_title
;
 Synthesis, structure and electrochemistry of ruthenium(II) and (III)
 mono- and bis-oxalato complexes
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119388
_journal_paper_doi               10.1016/j.ica.2019.119388
_journal_volume                  502
_journal_year                    2020
_chemical_formula_sum            'C9 H18 N O14 Ru'
_chemical_formula_weight         465.31
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 91.7950(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   5.72350(10)
_cell_length_b                   10.3402(2)
_cell_length_c                   14.0915(2)
_cell_measurement_reflns_used    2425
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      32.02
_cell_measurement_theta_min      2.89
_cell_volume                     833.56(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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      180(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0162
_diffrn_reflns_av_sigmaI/netI    0.0248
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            4148
_diffrn_reflns_theta_full        27.99
_diffrn_reflns_theta_max         27.99
_diffrn_reflns_theta_min         2.89
_exptl_absorpt_coefficient_mu    1.015
_exptl_absorpt_correction_T_max  0.8983
_exptl_absorpt_correction_T_min  0.8718
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.854
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             470
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.380
_refine_diff_density_min         -0.551
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     151
_refine_ls_number_reflns         2013
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0298
_refine_ls_R_factor_gt           0.0232
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0292P)²+0.3313P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0559
_refine_ls_wR_factor_ref         0.0599
_reflns_number_gt                1644
_reflns_number_total             2013
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ICA-2020-502-119388.cif
_cod_data_source_block           ma07
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               1565447
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.0000 1.0000 0.5000 0.01746(8) Uani 1 2 d S . .
O1 O -0.2320(2) 0.89511(14) 0.57591(9) 0.0226(3) Uani 1 1 d . . .
O2 O -0.3049(3) 0.83918(17) 0.72454(11) 0.0374(4) Uani 1 1 d . . .
O3 O -0.1222(3) 0.95732(15) 0.36585(10) 0.0235(3) Uani 1 1 d . . .
O4 O -0.0534(3) 1.00242(15) 0.21447(11) 0.0323(4) Uani 1 1 d . . .
O1W O 0.2030(3) 0.84264(16) 0.49616(13) 0.0285(3) Uani 1 1 d . . .
H1WA H 0.230(6) 0.812(3) 0.541(2) 0.052(10) Uiso 1 1 d . . .
H1WB H 0.300(6) 0.836(3) 0.454(2) 0.050(9) Uiso 1 1 d . . .
O2W O 0.2780(3) 0.73839(19) 0.66152(13) 0.0334(4) Uani 1 1 d . . .
H2WA H 0.301(6) 0.667(3) 0.669(2) 0.058(11) Uiso 1 1 d . . .
H2WB H 0.395(5) 0.770(3) 0.6826(19) 0.036(8) Uiso 1 1 d . . .
O3W O 0.4622(4) 0.8246(3) 0.35326(18) 0.0755(10) Uani 1 1 d D . .
H3WA H 0.565(6) 0.857(4) 0.348(3) 0.081(14) Uiso 1 1 d D . .
H3WB H 0.433(6) 0.781(3) 0.317(2) 0.069(12) Uiso 1 1 d D . .
C1 C -0.1933(4) 0.8992(2) 0.66563(14) 0.0247(4) Uani 1 1 d . . .
C2 C -0.0109(4) 1.01454(19) 0.29941(15) 0.0232(4) Uani 1 1 d . . .
C3 C -0.3940(7) 0.9733(3) 0.9176(3) 0.0597(9) Uani 0.50 1 d P . .
N1 N -0.3940(7) 0.9733(3) 0.9176(3) 0.0597(9) Uani 0.50 1 d P . .
H3 H -0.324(7) 0.955(4) 0.871(3) 0.074(12) Uiso 1 1 d . . .
C4 C -0.3123(6) 1.0682(4) 0.9744(4) 0.0692(12) Uani 1 1 d . . .
H4 H -0.202(8) 1.113(4) 0.956(3) 0.092(14) Uiso 1 1 d . . .
C5 C -0.4172(7) 1.0949(3) 1.0565(3) 0.0671(11) Uani 1 1 d . . .
H5 H -0.372(7) 1.153(4) 1.098(3) 0.079(12) Uiso 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1W Ru1 O1W 180.000(1) 3_576 .
O1W Ru1 O1 88.27(6) 3_576 3_576
O1W Ru1 O1 91.73(6) . 3_576
O1W Ru1 O1 91.73(6) 3_576 .
O1W Ru1 O1 88.27(6) . .
O1 Ru1 O1 180.0 3_576 .
O1W Ru1 O3 88.94(7) 3_576 3_576
O1W Ru1 O3 91.06(7) . 3_576
O1 Ru1 O3 99.24(6) 3_576 3_576
O1 Ru1 O3 80.76(5) . 3_576
O1W Ru1 O3 91.06(7) 3_576 .
O1W Ru1 O3 88.94(7) . .
O1 Ru1 O3 80.76(5) 3_576 .
O1 Ru1 O3 99.24(6) . .
O3 Ru1 O3 180.0 3_576 .
C1 O1 Ru1 113.91(13) . .
C2 O3 Ru1 114.16(13) . .
Ru1 O1W H1WA 117(3) . .
Ru1 O1W H1WB 120(2) . .
H1WA O1W H1WB 117(4) . .
H2WA O2W H2WB 102(3) . .
H3WA O3W H3WB 115(4) . .
O2 C1 O1 124.96(19) . .
O2 C1 C2 118.78(18) . 3_576
O1 C1 C2 116.26(17) . 3_576
O4 C2 O3 125.2(2) . .
O4 C2 C1 119.97(19) . 3_576
O3 C2 C1 114.84(17) . 3_576
C4 C3 C5 119.2(4) . 3_477
C4 C3 H3 119(3) . .
C5 C3 H3 122(3) 3_477 .
C3 C4 C5 120.4(3) . .
C3 C4 H4 118(3) . .
C5 C4 H4 121(3) . .
C4 C5 N1 120.5(4) . 3_477
C4 C5 C3 120.5(4) . 3_477
N1 C5 C3 0.0(3) 3_477 3_477
C4 C5 H5 126(3) . .
N1 C5 H5 114(3) 3_477 .
C3 C5 H5 114(3) 3_477 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ru1 O1W 2.0011(17) 3_576
Ru1 O1W 2.0010(17) .
Ru1 O1 2.0426(13) 3_576
Ru1 O1 2.0426(13) .
Ru1 O3 2.0431(14) 3_576
Ru1 O3 2.0431(14) .
O1 C1 1.277(2) .
O2 C1 1.231(3) .
O3 C2 1.292(3) .
O4 C2 1.220(3) .
O1W H1WA 0.72(3) .
O1W H1WB 0.82(3) .
O2W H2WA 0.75(3) .
O2W H2WB 0.80(3) .
O3W H3WA 0.68(3) .
O3W H3WB 0.70(3) .
C1 C2 1.539(3) 3_576
C2 C1 1.539(3) 3_576
C3 C4 1.342(6) .
C3 C5 1.350(5) 3_477
C3 H3 0.80(4) .
C4 C5 1.348(6) .
C4 H4 0.83(4) .
C5 N1 1.350(5) 3_477
C5 C3 1.350(5) 3_477
C5 H5 0.87(4) .
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
O1W H1WA O2W 0.72(3) 1.88(3) 2.591(3) 175(4) .
O1W H1WB O3W 0.82(3) 1.73(3) 2.545(3) 170(3) .
O2W H2WA O4 0.75(3) 2.04(3) 2.765(2) 162(4) 4_676
O2W H2WB O2 0.80(3) 1.93(3) 2.728(3) 175(3) 1_655
O3W H3WA O3 0.68(3) 2.08(3) 2.747(3) 167(5) 1_655
O3W H3WB O2 0.70(3) 2.23(3) 2.885(3) 156(4) 4_675
N1 H3 O2 0.80(4) 2.39(4) 3.110(4) 150(4) .
N1 H3 O4 0.80(4) 2.54(4) 3.222(4) 143(4) 3_576
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
O1W Ru1 O1 C1 -91.06(15) 3_576 . . .
O1W Ru1 O1 C1 88.94(15) . . . .
O1 Ru1 O1 C1 -151(100) 3_576 . . .
O3 Ru1 O1 C1 -2.42(15) 3_576 . . .
O3 Ru1 O1 C1 177.58(15) . . . .
O1W Ru1 O3 C2 86.20(15) 3_576 . . .
O1W Ru1 O3 C2 -93.80(15) . . . .
O1 Ru1 O3 C2 -1.88(14) 3_576 . . .
O1 Ru1 O3 C2 178.12(14) . . . .
O3 Ru1 O3 C2 104(65) 3_576 . . .
Ru1 O1 C1 O2 -176.89(19) . . . .
Ru1 O1 C1 C2 2.5(2) . . . 3_576
Ru1 O3 C2 O4 179.54(18) . . . .
Ru1 O3 C2 C1 1.1(2) . . . 3_576
C5 C3 C4 C5 0.1(6) 3_477 . . .
C3 C4 C5 N1 -0.1(6) . . . 3_477
C3 C4 C5 C3 -0.1(6) . . . 3_477
