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#$Date: 2021-12-06 10:37:17 +0200 (Mon, 06 Dec 2021) $
#$Revision: 271125 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/55/1565542.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.
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data_1565542
loop_
_publ_author_name
'Vijayan, Paranthaman'
'Yadav, Samanta'
'Yadav, Sunil'
'Gupta, Rajeev'
_publ_section_title
;
 Ruthenium(II) complexes of pyridine-carboxamide ligands bearing appended
 benzothiazole/benzimidazole rings: Structural diversity and catalysis
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119285
_journal_paper_doi               10.1016/j.ica.2019.119285
_journal_volume                  502
_journal_year                    2020
_chemical_formula_moiety         'C15 H10 Cl2 N4 O3 Ru, C2 H3 N'
_chemical_formula_sum            'C17 H13 Cl2 N5 O3 Ru'
_chemical_formula_weight         507.29
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 91.326(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.2686(6)
_cell_length_b                   12.0973(8)
_cell_length_c                   15.7733(10)
_cell_measurement_reflns_used    25512
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.351
_cell_measurement_theta_min      2.342
_cell_volume                     1958.9(2)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'xcalibur sapphire3'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_av_unetI/netI     0.0084
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            87746
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.351
_diffrn_reflns_theta_min         2.342
_exptl_absorpt_coefficient_mu    1.102
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_diffrn    1.720
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.110
_refine_diff_density_max         0.371
_refine_diff_density_min         -0.708
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         4900
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0252
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0252P)²+1.5111P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0606
_refine_ls_wR_factor_ref         0.0645
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4370
_reflns_number_total             4900
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ICA-2020-502-119285.cif
_cod_data_source_block           3
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1565542
_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.
;
_shelx_estimated_absorpt_t_min   0.778
_shelx_estimated_absorpt_t_max   0.888
loop_
_space_group_symop_operation_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_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
Ru Ru 1.26020(2) -0.24637(2) 0.60810(2) 0.03083(5) Uani 1 1 d . . . . .
Cl1 Cl 1.40803(6) -0.16384(5) 0.70663(3) 0.05026(13) Uani 1 1 d . . . . .
Cl2 Cl 1.10764(5) -0.31879(5) 0.50465(3) 0.04785(13) Uani 1 1 d . . . . .
C11 C 0.84672(18) 0.04773(16) 0.76867(11) 0.0348(4) Uani 1 1 d . . . . .
C16 C 1.1627(3) -0.1599(2) 0.87304(15) 0.0549(6) Uani 1 1 d . . . . .
O1 O 1.12597(13) -0.11897(11) 0.63609(8) 0.0363(3) Uani 1 1 d . . . . .
N2 N 1.06755(15) 0.05991(13) 0.59839(10) 0.0333(3) Uani 1 1 d . . . . .
N3 N 0.94905(16) 0.00197(15) 0.72390(10) 0.0353(3) Uani 1 1 d . . . . .
N4 N 0.89816(16) 0.15638(14) 0.66108(11) 0.0343(3) Uani 1 1 d . . . . .
N1 N 1.30658(14) -0.12290(13) 0.51856(9) 0.0305(3) Uani 1 1 d . . . . .
C7 C 1.23326(16) -0.03079(15) 0.52333(11) 0.0299(3) Uani 1 1 d . . . . .
C10 C 0.81529(17) 0.14659(16) 0.72859(12) 0.0341(4) Uani 1 1 d . . . . .
O2 O 1.1841(2) -0.40114(16) 0.74760(13) 0.0757(6) Uani 1 1 d . . . . .
C6 C 1.24694(19) 0.05675(17) 0.46761(12) 0.0380(4) Uani 1 1 d . . . . .
H4 H 1.194028 0.118864 0.471381 0.046 Uiso 1 1 calc R U . . .
C1 C 1.2093(2) -0.34463(17) 0.69497(14) 0.0432(4) Uani 1 1 d . . . . .
C15 C 0.7145(2) 0.2127(2) 0.75603(15) 0.0465(5) Uani 1 1 d . . . . .
H9 H 0.694538 0.279627 0.729741 0.056 Uiso 1 1 calc R U . . .
C5 C 1.3407(2) 0.05009(18) 0.40628(12) 0.0424(4) Uani 1 1 d . . . . .
H3 H 1.352423 0.108085 0.368507 0.051 Uiso 1 1 calc R U . . .
N5 N 1.0654(2) -0.1677(2) 0.84043(16) 0.0707(6) Uani 1 1 d . . . . .
C8 C 1.13543(16) -0.03182(15) 0.59169(11) 0.0300(3) Uani 1 1 d . . . . .
C4 C 1.41633(19) -0.04333(19) 0.40190(12) 0.0412(4) Uani 1 1 d . . . . .
H2 H 1.480201 -0.049070 0.361279 0.049 Uiso 1 1 calc R U . . .
C2 C 1.3857(2) -0.34789(19) 0.57680(14) 0.0483(5) Uani 1 1 d . . . . .
C9 C 0.97810(16) 0.06860(15) 0.65887(11) 0.0302(3) Uani 1 1 d . . . . .
C14 C 0.6453(2) 0.1751(2) 0.82401(15) 0.0517(6) Uani 1 1 d . . . . .
H10 H 0.576991 0.217427 0.844057 0.062 Uiso 1 1 calc R U . . .
C12 C 0.7777(2) 0.0096(2) 0.83738(13) 0.0469(5) Uani 1 1 d . . . . .
H12 H 0.798931 -0.056406 0.864599 0.056 Uiso 1 1 calc R U . . .
C3 C 1.39663(18) -0.12860(17) 0.45834(12) 0.0371(4) Uani 1 1 d . . . . .
H1 H 1.447354 -0.192013 0.454525 0.044 Uiso 1 1 calc R U . . .
C13 C 0.6753(2) 0.0752(2) 0.86323(14) 0.0523(6) Uani 1 1 d . . . . .
H11 H 0.625257 0.051679 0.908183 0.063 Uiso 1 1 calc R U . . .
O3 O 1.4628(2) -0.40675(19) 0.55640(14) 0.0859(7) Uani 1 1 d . . . . .
C17 C 1.2904(3) -0.1494(4) 0.9142(2) 0.0911(11) Uani 1 1 d . . . . .
H17A H 1.332027 -0.220466 0.916326 0.137 Uiso 1 1 calc R U . . .
H17B H 1.280673 -0.121992 0.970842 0.137 Uiso 1 1 calc R U . . .
H17C H 1.342694 -0.098936 0.882693 0.137 Uiso 1 1 calc R U . . .
H3A H 0.988(2) -0.053(2) 0.7348(14) 0.039(6) Uiso 1 1 d . . . . .
H4A H 0.896(2) 0.202(2) 0.6268(16) 0.047(7) 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C2 Ru C1 88.97(10) . .
C2 Ru N1 96.96(8) . .
C1 Ru N1 173.73(7) . .
C2 Ru O1 174.37(8) . .
C1 Ru O1 96.54(7) . .
N1 Ru O1 77.50(5) . .
C2 Ru Cl1 90.86(8) . .
C1 Ru Cl1 88.46(7) . .
N1 Ru Cl1 89.41(4) . .
O1 Ru Cl1 88.10(4) . .
C2 Ru Cl2 91.37(8) . .
C1 Ru Cl2 94.36(7) . .
N1 Ru Cl2 87.56(4) . .
O1 Ru Cl2 89.41(4) . .
Cl1 Ru Cl2 176.43(2) . .
C10 C11 C12 121.66(18) . .
C10 C11 N3 106.35(16) . .
C12 C11 N3 131.93(19) . .
N5 C16 C17 179.1(3) . .
C8 O1 Ru 115.46(11) . .
C8 N2 C9 119.67(15) . .
C9 N3 C11 109.38(16) . .
C9 N3 H3A 123.5(17) . .
C11 N3 H3A 127.1(17) . .
C9 N4 C10 109.84(16) . .
C9 N4 H4A 124.0(19) . .
C10 N4 H4A 125.9(19) . .
C3 N1 C7 118.47(16) . .
C3 N1 Ru 127.22(13) . .
C7 N1 Ru 114.29(11) . .
N1 C7 C6 122.11(16) . .
N1 C7 C8 114.85(15) . .
C6 C7 C8 123.03(16) . .
N4 C10 C15 131.93(19) . .
N4 C10 C11 106.49(16) . .
C15 C10 C11 121.54(19) . .
C5 C6 C7 118.80(19) . .
C5 C6 H4 120.6 . .
C7 C6 H4 120.6 . .
O2 C1 Ru 177.2(2) . .
C14 C15 C10 117.0(2) . .
C14 C15 H9 121.5 . .
C10 C15 H9 121.5 . .
C4 C5 C6 119.12(18) . .
C4 C5 H3 120.4 . .
C6 C5 H3 120.4 . .
O1 C8 N2 127.44(16) . .
O1 C8 C7 117.84(15) . .
N2 C8 C7 114.72(15) . .
C5 C4 C3 119.39(17) . .
C5 C4 H2 120.3 . .
C3 C4 H2 120.3 . .
O3 C2 Ru 177.9(2) . .
N4 C9 N3 107.93(16) . .
N4 C9 N2 120.56(17) . .
N3 C9 N2 131.50(17) . .
C15 C14 C13 121.4(2) . .
C15 C14 H10 119.3 . .
C13 C14 H10 119.3 . .
C13 C12 C11 116.4(2) . .
C13 C12 H12 121.8 . .
C11 C12 H12 121.8 . .
N1 C3 C4 122.10(18) . .
N1 C3 H1 118.9 . .
C4 C3 H1 118.9 . .
C12 C13 C14 122.0(2) . .
C12 C13 H11 119.0 . .
C14 C13 H11 119.0 . .
C16 C17 H17A 109.5 . .
C16 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C16 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ru C2 1.855(2) .
Ru C1 1.896(2) .
Ru N1 2.1175(15) .
Ru O1 2.1209(13) .
Ru Cl1 2.3680(6) .
Ru Cl2 2.4012(6) .
C11 C10 1.387(3) .
C11 C12 1.388(3) .
C11 N3 1.394(2) .
C16 N5 1.117(3) .
C16 C17 1.456(4) .
O1 C8 1.271(2) .
N2 C8 1.316(2) .
N2 C9 1.344(2) .
N3 C9 1.343(2) .
N3 H3A 0.79(2) .
N4 C9 1.343(2) .
N4 C10 1.383(2) .
N4 H4A 0.77(3) .
N1 C3 1.343(2) .
N1 C7 1.348(2) .
C7 C6 1.385(3) .
C7 C8 1.491(2) .
C10 C15 1.385(3) .
O2 C1 1.111(3) .
C6 C5 1.383(3) .
C6 H4 0.9300 .
C15 C14 1.378(3) .
C15 H9 0.9300 .
C5 C4 1.374(3) .
C5 H3 0.9300 .
C4 C3 1.381(3) .
C4 H2 0.9300 .
C2 O3 1.118(3) .
C14 C13 1.389(4) .
C14 H10 0.9300 .
C12 C13 1.386(3) .
C12 H12 0.9300 .
C3 H1 0.9300 .
C13 H11 0.9300 .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 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
C10 C11 N3 C9 -0.7(2) . . . .
C12 C11 N3 C9 176.6(2) . . . .
C3 N1 C7 C6 0.9(3) . . . .
Ru N1 C7 C6 -177.56(14) . . . .
C3 N1 C7 C8 179.70(16) . . . .
Ru N1 C7 C8 1.27(19) . . . .
C9 N4 C10 C15 -177.9(2) . . . .
C9 N4 C10 C11 -0.3(2) . . . .
C12 C11 C10 N4 -177.04(19) . . . .
N3 C11 C10 N4 0.6(2) . . . .
C12 C11 C10 C15 0.9(3) . . . .
N3 C11 C10 C15 178.56(18) . . . .
N1 C7 C6 C5 -1.3(3) . . . .
C8 C7 C6 C5 179.93(18) . . . .
N4 C10 C15 C14 176.2(2) . . . .
C11 C10 C15 C14 -1.1(3) . . . .
C7 C6 C5 C4 0.7(3) . . . .
Ru O1 C8 N2 -177.38(15) . . . .
Ru O1 C8 C7 2.9(2) . . . .
C9 N2 C8 O1 1.4(3) . . . .
C9 N2 C8 C7 -178.91(16) . . . .
N1 C7 C8 O1 -2.9(2) . . . .
C6 C7 C8 O1 175.96(18) . . . .
N1 C7 C8 N2 177.42(16) . . . .
C6 C7 C8 N2 -3.8(3) . . . .
C6 C5 C4 C3 0.4(3) . . . .
C10 N4 C9 N3 -0.2(2) . . . .
C10 N4 C9 N2 179.96(16) . . . .
C11 N3 C9 N4 0.6(2) . . . .
C11 N3 C9 N2 -179.60(19) . . . .
C8 N2 C9 N4 -172.76(17) . . . .
C8 N2 C9 N3 7.4(3) . . . .
C10 C15 C14 C13 0.0(3) . . . .
C10 C11 C12 C13 0.4(3) . . . .
N3 C11 C12 C13 -176.5(2) . . . .
C7 N1 C3 C4 0.2(3) . . . .
Ru N1 C3 C4 178.45(14) . . . .
C5 C4 C3 N1 -0.9(3) . . . .
C11 C12 C13 C14 -1.6(4) . . . .
C15 C14 C13 C12 1.4(4) . . . .
