#------------------------------------------------------------------------------
#$Date: 2019-11-23 15:28:06 +0200 (Sat, 23 Nov 2019) $
#$Revision: 233825 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/92/4349292.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_4349292
loop_
_publ_author_name
'Guan, Chao'
'Zhang, Dan-Dan'
'Pan, Yupeng'
'Iguchi, Masayuki'
'Ajitha, Manjaly J.'
'Hu, Jinsong'
'Li, Huaifeng'
'Yao, Changguang'
'Huang, Mei-Hui'
'Min, Shixiong'
'Zheng, Junrong'
'Himeda, Yuichiro'
'Kawanami, Hajime'
'Huang, Kuo-Wei'
_publ_section_title
;
 Dehydrogenation of Formic Acid Catalyzed by a Ruthenium Complex with an
 N,N'-Diimine Ligand.
;
_journal_issue                   1
_journal_name_full               'Inorganic chemistry'
_journal_page_first              438
_journal_page_last               445
_journal_paper_doi               10.1021/acs.inorgchem.6b02334
_journal_volume                  56
_journal_year                    2017
_chemical_formula_sum            'C16 H24 Cl2 N4 O0 Ru'
_chemical_formula_weight         444.36
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.0036(5)
_cell_length_b                   13.3611(7)
_cell_length_c                   13.6771(7)
_cell_measurement_reflns_used    9877
_cell_measurement_temperature    160(2)
_cell_measurement_theta_max      72.12
_cell_measurement_theta_min      3.31
_cell_volume                     1828.07(16)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      160(2)
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_sigmaI/netI    0.0341
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            11625
_diffrn_reflns_theta_full        72.11
_diffrn_reflns_theta_max         72.11
_diffrn_reflns_theta_min         4.63
_exptl_absorpt_coefficient_mu    9.655
_exptl_absorpt_correction_T_max  0.3253
_exptl_absorpt_correction_T_min  0.2483
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_density_diffrn    1.615
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.453
_refine_diff_density_min         -1.230
_refine_diff_density_rms         0.103
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    ref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3390
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.101
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0290
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0434P)²+2.4794P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0774
_refine_ls_wR_factor_ref         0.0818
_reflns_number_gt                3356
_reflns_number_total             3390
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic6b02334_si_002.cif
_cod_data_source_block           gc
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Orthorhombic' was changed
to 'orthorhombic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)2(1)2(1)
_cod_database_code               4349292
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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
C1 C -0.0116(5) 0.4402(4) 0.3806(3) 0.0356(11) Uani 1 1 d .
H1A H 0.0797 0.4382 0.4065 0.053 Uiso 1 1 calc R
H1B H -0.0619 0.3825 0.4052 0.053 Uiso 1 1 calc R
H1C H -0.0555 0.5021 0.4017 0.053 Uiso 1 1 calc R
C2 C -0.0073(4) 0.4366(4) 0.2685(3) 0.0242(9) Uani 1 1 d .
C3 C 0.0746(4) 0.5032(3) 0.2159(3) 0.0231(9) Uani 1 1 d .
C4 C -0.0837(4) 0.3639(4) 0.2171(3) 0.0247(9) Uani 1 1 d .
C5 C -0.0733(4) 0.3573(4) 0.1153(3) 0.0259(9) Uani 1 1 d .
C6 C 0.0818(4) 0.4977(3) 0.1125(4) 0.0260(9) Uani 1 1 d .
C7 C 0.0089(4) 0.4247(3) 0.0601(3) 0.0235(9) Uani 1 1 d .
C8 C 0.0140(5) 0.4160(4) -0.0507(3) 0.0273(10) Uani 1 1 d .
H8 H -0.0181 0.3474 -0.0683 0.033 Uiso 1 1 calc R
C9 C 0.1539(5) 0.4287(6) -0.0948(4) 0.0529(17) Uani 1 1 d .
H9A H 0.1499 0.4170 -0.1655 0.079 Uiso 1 1 calc R
H9B H 0.2151 0.3804 -0.0648 0.079 Uiso 1 1 calc R
H9C H 0.1860 0.4968 -0.0823 0.079 Uiso 1 1 calc R
C10 C -0.0843(6) 0.4910(5) -0.0945(4) 0.0452(14) Uani 1 1 d .
H10A H -0.1722 0.4823 -0.0640 0.068 Uiso 1 1 calc R
H10B H -0.0916 0.4797 -0.1651 0.068 Uiso 1 1 calc R
H10C H -0.0522 0.5592 -0.0825 0.068 Uiso 1 1 calc R
C11 C 0.4264(4) 0.4217(3) 0.1007(3) 0.0243(9) Uani 1 1 d .
H11A H 0.4087 0.4945 0.0966 0.029 Uiso 1 1 calc R
H11B H 0.4177 0.3922 0.0346 0.029 Uiso 1 1 calc R
C12 C 0.5666(4) 0.4011(3) 0.1440(3) 0.0223(9) Uani 1 1 d .
H12A H 0.6310 0.3811 0.0926 0.027 Uiso 1 1 calc R
H12B H 0.6017 0.4603 0.1792 0.027 Uiso 1 1 calc R
C13 C 0.4064(4) 0.3154(3) 0.2259(3) 0.0204(8) Uani 1 1 d .
C14 C 0.3312(4) 0.2533(3) 0.2940(3) 0.0195(8) Uani 1 1 d .
C15 C 0.2626(5) 0.1475(4) 0.4131(3) 0.0311(10) Uani 1 1 d .
H15A H 0.2682 0.1744 0.4805 0.037 Uiso 1 1 calc R
H15B H 0.2579 0.0735 0.4158 0.037 Uiso 1 1 calc R
C16 C 0.1426(5) 0.1918(4) 0.3574(4) 0.0337(10) Uani 1 1 d .
H16A H 0.0961 0.1393 0.3192 0.040 Uiso 1 1 calc R
H16B H 0.0780 0.2227 0.4032 0.040 Uiso 1 1 calc R
Cl1 Cl 0.30623(11) 0.69826(9) 0.12326(9) 0.0335(3) Uani 1 1 d .
Cl2 Cl 0.17058(11) 0.20279(9) 0.08274(9) 0.0355(3) Uani 1 1 d .
H1 H 0.139(5) 0.541(4) 0.082(3) 0.021(11) Uiso 1 1 d .
H3 H 0.122(5) 0.556(3) 0.250(3) 0.017(10) Uiso 1 1 d .
H4 H -0.131(6) 0.313(4) 0.257(4) 0.028(13) Uiso 1 1 d .
H5 H -0.119(7) 0.301(5) 0.075(5) 0.052(17) Uiso 1 1 d .
H2A H 0.588(5) 0.301(4) 0.248(4) 0.019(13) Uiso 1 1 d .
H4A H 0.451(7) 0.174(5) 0.374(5) 0.045(18) Uiso 1 1 d .
N1 N 0.3348(3) 0.3733(2) 0.1698(3) 0.0214(7) Uani 1 1 d .
N2 N 0.5388(4) 0.3185(3) 0.2110(3) 0.0255(8) Uani 1 1 d .
N3 N 0.2017(4) 0.2678(3) 0.2922(3) 0.0206(7) Uani 1 1 d .
N4 N 0.3761(5) 0.1816(3) 0.3527(3) 0.0311(8) Uani 1 1 d .
Ru1 Ru 0.12831(3) 0.35206(2) 0.17560(2) 0.01718(10) Uani 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 0.0181 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'
Cl Cl 0.3639 0.7018 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C3 C2 C4 119.5(4)
C3 C2 C1 120.5(5)
C4 C2 C1 120.0(4)
C3 C2 Ru1 70.5(2)
C4 C2 Ru1 72.1(2)
C1 C2 Ru1 128.1(3)
C2 C3 C6 120.5(4)
C2 C3 Ru1 71.6(2)
C6 C3 Ru1 71.6(3)
C5 C4 C2 119.6(4)
C5 C4 Ru1 70.5(2)
C2 C4 Ru1 70.0(2)
C4 C5 C7 121.8(4)
C4 C5 Ru1 72.2(2)
C7 C5 Ru1 71.9(2)
C7 C6 C3 121.1(4)
C7 C6 Ru1 72.3(3)
C3 C6 Ru1 70.3(3)
C6 C7 C5 117.5(4)
C6 C7 C8 122.8(4)
C5 C7 C8 119.7(4)
C6 C7 Ru1 70.1(3)
C5 C7 Ru1 69.9(2)
C8 C7 Ru1 131.4(3)
C7 C8 C10 108.6(4)
C7 C8 C9 114.5(4)
C10 C8 C9 111.2(5)
N1 C11 C12 103.9(3)
N2 C12 C11 101.7(3)
N1 C13 N2 115.8(4)
N1 C13 C14 115.5(3)
N2 C13 C14 128.6(4)
N3 C14 N4 116.9(4)
N3 C14 C13 114.4(4)
N4 C14 C13 128.5(4)
N4 C15 C16 101.8(4)
N3 C16 C15 104.5(4)
C13 N1 C11 107.4(3)
C13 N1 Ru1 116.1(3)
C11 N1 Ru1 134.6(3)
C13 N2 C12 107.8(4)
C14 N3 C16 106.4(4)
C14 N3 Ru1 116.2(3)
C16 N3 Ru1 133.9(3)
C14 N4 C15 107.5(4)
N3 Ru1 N1 75.76(14)
N3 Ru1 C3 113.37(15)
N1 Ru1 C3 97.40(15)
N3 Ru1 C2 93.03(15)
N1 Ru1 C2 124.67(16)
C3 Ru1 C2 37.87(18)
N3 Ru1 C6 149.31(16)
N1 Ru1 C6 94.28(15)
C3 Ru1 C6 38.14(17)
C2 Ru1 C6 68.56(17)
N3 Ru1 C5 129.22(16)
N1 Ru1 C5 153.77(17)
C3 Ru1 C5 80.60(18)
C2 Ru1 C5 68.15(17)
C6 Ru1 C5 67.93(17)
N3 Ru1 C4 100.39(15)
N1 Ru1 C4 162.52(16)
C3 Ru1 C4 68.13(17)
C2 Ru1 C4 37.92(17)
C6 Ru1 C4 80.36(17)
C5 Ru1 C4 37.27(16)
N3 Ru1 C7 167.40(14)
N1 Ru1 C7 116.67(16)
C3 Ru1 C7 68.70(16)
C2 Ru1 C7 81.50(16)
C6 Ru1 C7 37.59(17)
C5 Ru1 C7 38.18(17)
C4 Ru1 C7 68.39(17)
N3 Ru1 Cl2 83.94(10)
N1 Ru1 Cl2 85.33(10)
C3 Ru1 Cl2 162.64(12)
C2 Ru1 Cl2 148.21(13)
C6 Ru1 Cl2 124.73(14)
C5 Ru1 Cl2 89.37(13)
C4 Ru1 Cl2 111.45(13)
C7 Ru1 Cl2 94.71(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.535(5)
C2 C3 1.407(7)
C2 C4 1.422(7)
C2 Ru1 2.175(4)
C3 C6 1.418(6)
C3 Ru1 2.161(4)
C4 C5 1.400(6)
C4 Ru1 2.202(4)
C5 C7 1.435(6)
C5 Ru1 2.180(4)
C6 C7 1.413(6)
C6 Ru1 2.179(4)
C7 C8 1.521(6)
C7 Ru1 2.206(4)
C8 C10 1.527(7)
C8 C9 1.532(7)
C11 N1 1.467(5)
C11 C12 1.548(6)
C12 N2 1.462(6)
C13 N1 1.303(6)
C13 N2 1.341(5)
C13 C14 1.457(6)
C14 N3 1.311(5)
C14 N4 1.328(6)
C15 N4 1.476(6)
C15 C16 1.540(7)
C16 N3 1.476(5)
Cl2 Ru1 2.4021(11)
N1 Ru1 2.087(3)
N3 Ru1 2.085(3)
