#------------------------------------------------------------------------------
#$Date: 2016-03-21 10:58:11 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178675 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/86/4078661.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_4078661
loop_
_publ_author_name
'Mandal, Sutanuva'
'Samanta, Subhas'
'Mondal, Tapan K.'
'Goswami, Sreebrata'
_publ_section_title
;
 Comparative Study onortho-C--H vsortho-C--X (X = C, Cl, S) Bond
 Activation inortho-Caromatic--N Bond Fusion in Substituted Anilines Using
 Ruthenium(II) Mediators: Isolation and Characterization of Unusual
 Ru2Complexes
;
_journal_issue                   15
_journal_name_full               Organometallics
_journal_page_first              5282
_journal_paper_doi               10.1021/om300241y
_journal_volume                  31
_journal_year                    2012
_chemical_formula_moiety         'C26 H28 N2 Ru2 S2, 4(Cl), 4(O)'
_chemical_formula_sum            'C26 H28 Cl4 N2 O4 Ru2 S2'
_chemical_formula_weight         840.58
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                64.0830(10)
_cell_angle_beta                 76.070(2)
_cell_angle_gamma                74.921(2)
_cell_formula_units_Z            1
_cell_length_a                   9.0893(8)
_cell_length_b                   9.4136(8)
_cell_length_c                   10.6840(9)
_cell_measurement_reflns_used    9111
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.1
_cell_volume                     785.37(12)
_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    'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi 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  0.0193
_diffrn_reflns_av_sigmaI/netI    0.0179
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9111
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.14
_exptl_absorpt_coefficient_mu    1.470
_exptl_absorpt_correction_T_max  0.6890
_exptl_absorpt_correction_T_min  0.6890
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.777
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1496
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.630
_refine_diff_density_min         -1.729
_refine_diff_density_rms         0.141
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     185
_refine_ls_number_reflns         2765
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.120
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0376
_refine_ls_shift/su_max          0.110
_refine_ls_shift/su_mean         0.015
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0706P)²+2.4647P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1150
_refine_ls_wR_factor_ref         0.1157
_reflns_number_gt                2696
_reflns_number_total             2765
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om300241y_si_003.cif
_cod_data_source_block           '[9]Cl2'
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Empirical'
changed to 'empirical' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4078661
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
Ru1 Ru 0.93955(3) 0.84007(4) 0.62914(3) 0.01848(16) Uani 1 1 d .
S1 S 0.77045(12) 1.05667(13) 0.67650(12) 0.0239(3) Uani 1 1 d .
Cl2 Cl 0.4354(2) 0.3652(2) 0.8871(2) 0.0639(5) Uani 1 1 d .
Cl1 Cl 1.5443(3) 1.1526(3) 0.4087(3) 0.1007(8) Uani 1 1 d .
N1 N 1.0897(5) 1.0011(4) 0.5841(4) 0.0208(7) Uani 1 1 d .
C6 C 0.9039(5) 1.1070(5) 0.7420(5) 0.0235(9) Uani 1 1 d .
C1 C 1.0579(5) 1.0745(5) 0.6815(4) 0.0226(9) Uani 1 1 d .
C5 C 0.8641(6) 1.1790(6) 0.8365(5) 0.0330(11) Uani 1 1 d .
H5 H 0.7617 1.2005 0.8747 0.040 Uiso 1 1 calc R
C13 C 1.1232(6) 0.6273(5) 0.6734(5) 0.0310(10) Uani 1 1 d .
H13 H 1.2290 0.6209 0.6452 0.037 Uiso 1 1 calc R
C8 C 1.0551(6) 0.6446(6) 0.8013(5) 0.0322(11) Uani 1 1 d .
H8 H 1.1160 0.6498 0.8573 0.039 Uiso 1 1 calc R
C2 C 1.1713(6) 1.1182(6) 0.7184(5) 0.0299(10) Uani 1 1 d .
H2 H 1.2736 1.1001 0.6785 0.036 Uiso 1 1 calc R
C12 C 1.0303(6) 0.6198(5) 0.5894(5) 0.0336(11) Uani 1 1 d .
H12 H 1.0752 0.6075 0.5060 0.040 Uiso 1 1 calc R
C9 C 0.8964(6) 0.6539(6) 0.8427(5) 0.0329(11) Uani 1 1 d .
H9 H 0.8515 0.6644 0.9268 0.040 Uiso 1 1 calc R
C10 C 0.8030(6) 0.6473(6) 0.7568(6) 0.0338(11) Uani 1 1 d .
H10 H 0.6971 0.6539 0.7848 0.041 Uiso 1 1 calc R
C7 C 0.6223(6) 0.9966(7) 0.8260(6) 0.0383(12) Uani 1 1 d .
H7A H 0.5437 0.9670 0.8009 0.057 Uiso 1 1 calc R
H7B H 0.5780 1.0844 0.8542 0.057 Uiso 1 1 calc R
H7C H 0.6664 0.9066 0.9024 0.057 Uiso 1 1 calc R
C3 C 1.1313(7) 1.1889(6) 0.8148(6) 0.0373(12) Uani 1 1 d .
H3 H 1.2074 1.2164 0.8402 0.045 Uiso 1 1 calc R
C11 C 0.8696(6) 0.6308(6) 0.6305(6) 0.0341(11) Uani 1 1 d .
H11 H 0.8084 0.6272 0.5739 0.041 Uiso 1 1 calc R
C4 C 0.9790(7) 1.2190(7) 0.8735(6) 0.0398(12) Uani 1 1 d .
H4 H 0.9538 1.2662 0.9381 0.048 Uiso 1 1 calc R
O1 O 0.3632(6) 0.6888(7) 0.9011(6) 0.0717(15) Uani 1 1 d .
O2 O 0.5676(7) 0.5339(10) 0.5834(7) 0.094(2) Uani 1 1 d .
H1 H 1.170(10) 0.961(10) 0.585(8) 0.07(3) 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'
Cl Cl 0.1484 0.1585 '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'
S S 0.1246 0.1234 '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
N1 Ru1 N1 78.83(16) . 2_776
N1 Ru1 C13 94.20(17) . .
N1 Ru1 C13 120.16(17) 2_776 .
N1 Ru1 C8 94.79(17) . .
N1 Ru1 C8 157.02(18) 2_776 .
C13 Ru1 C8 37.64(19) . .
N1 Ru1 C9 120.70(18) . .
N1 Ru1 C9 159.78(19) 2_776 .
C13 Ru1 C9 67.06(19) . .
C8 Ru1 C9 36.9(2) . .
N1 Ru1 C12 119.43(18) . .
N1 Ru1 C12 96.38(17) 2_776 .
C13 Ru1 C12 37.2(2) . .
C8 Ru1 C12 67.33(19) . .
C9 Ru1 C12 79.00(19) . .
N1 Ru1 C10 158.09(18) . .
N1 Ru1 C10 122.59(17) 2_776 .
C13 Ru1 C10 79.28(19) . .
C8 Ru1 C10 67.25(19) . .
C9 Ru1 C10 37.5(2) . .
C12 Ru1 C10 66.59(19) . .
N1 Ru1 C11 156.27(19) . .
N1 Ru1 C11 97.26(17) 2_776 .
C13 Ru1 C11 67.29(19) . .
C8 Ru1 C11 79.65(19) . .
C9 Ru1 C11 67.1(2) . .
C12 Ru1 C11 37.2(2) . .
C10 Ru1 C11 36.8(2) . .
N1 Ru1 S1 77.24(11) . .
N1 Ru1 S1 82.39(11) 2_776 .
C13 Ru1 S1 154.27(14) . .
C8 Ru1 S1 118.03(14) . .
C9 Ru1 S1 96.22(13) . .
C12 Ru1 S1 162.86(15) . .
C10 Ru1 S1 99.58(14) . .
C11 Ru1 S1 125.81(15) . .
C6 S1 C7 103.1(2) . .
C6 S1 Ru1 97.11(15) . .
C7 S1 Ru1 114.48(18) . .
C1 N1 Ru1 113.5(3) . .
C1 N1 Ru1 116.0(3) . 2_776
Ru1 N1 Ru1 101.18(16) . 2_776
C1 N1 H1 106(6) . .
Ru1 N1 H1 112(7) . .
Ru1 N1 H1 108(6) 2_776 .
C5 C6 C1 121.6(4) . .
C5 C6 S1 124.9(4) . .
C1 C6 S1 113.4(3) . .
C2 C1 C6 118.4(4) . .
C2 C1 N1 123.3(4) . .
C6 C1 N1 118.3(4) . .
C6 C5 C4 119.0(5) . .
C6 C5 H5 120.5 . .
C4 C5 H5 120.5 . .
C12 C13 C8 119.8(5) . .
C12 C13 Ru1 71.7(3) . .
C8 C13 Ru1 71.2(3) . .
C12 C13 H13 120.1 . .
C8 C13 H13 120.1 . .
Ru1 C13 H13 129.3 . .
C9 C8 C13 119.6(5) . .
C9 C8 Ru1 71.7(3) . .
C13 C8 Ru1 71.1(3) . .
C9 C8 H8 120.2 . .
C13 C8 H8 120.2 . .
Ru1 C8 H8 129.3 . .
C3 C2 C1 119.9(5) . .
C3 C2 H2 120.1 . .
C1 C2 H2 120.1 . .
C13 C12 C11 120.6(5) . .
C13 C12 Ru1 71.1(3) . .
C11 C12 Ru1 71.7(3) . .
C13 C12 H12 119.7 . .
C11 C12 H12 119.7 . .
Ru1 C12 H12 130.1 . .
C8 C9 C10 120.3(5) . .
C8 C9 Ru1 71.3(3) . .
C10 C9 Ru1 71.5(3) . .
C8 C9 H9 119.9 . .
C10 C9 H9 119.9 . .
Ru1 C9 H9 129.9 . .
C11 C10 C9 120.2(5) . .
C11 C10 Ru1 71.7(3) . .
C9 C10 Ru1 71.0(3) . .
C11 C10 H10 119.9 . .
C9 C10 H10 119.9 . .
Ru1 C10 H10 129.8 . .
S1 C7 H7A 109.5 . .
S1 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
S1 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C4 C3 C2 120.7(5) . .
C4 C3 H3 119.6 . .
C2 C3 H3 119.6 . .
C10 C11 C12 119.5(5) . .
C10 C11 Ru1 71.5(3) . .
C12 C11 Ru1 71.1(3) . .
C10 C11 H11 120.3 . .
C12 C11 H11 120.2 . .
Ru1 C11 H11 129.6 . .
C3 C4 C5 120.3(5) . .
C3 C4 H4 119.8 . .
C5 C4 H4 119.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ru1 N1 2.125(4) .
Ru1 N1 2.146(4) 2_776
Ru1 C13 2.199(5) .
Ru1 C8 2.200(5) .
Ru1 C9 2.205(5) .
Ru1 C12 2.207(5) .
Ru1 C10 2.211(5) .
Ru1 C11 2.215(5) .
Ru1 S1 2.3817(11) .
S1 C6 1.784(5) .
S1 C7 1.804(5) .
N1 C1 1.423(6) .
N1 Ru1 2.146(4) 2_776
N1 H1 0.73(8) .
C6 C5 1.381(7) .
C6 C1 1.409(6) .
C1 C2 1.394(7) .
C5 C4 1.386(8) .
C5 H5 0.9300 .
C13 C12 1.405(8) .
C13 C8 1.419(7) .
C13 H13 0.9300 .
C8 C9 1.395(7) .
C8 H8 0.9300 .
C2 C3 1.389(7) .
C2 H2 0.9300 .
C12 C11 1.410(8) .
C12 H12 0.9300 .
C9 C10 1.421(8) .
C9 H9 0.9300 .
C10 C11 1.397(8) .
C10 H10 0.9300 .
C7 H7A 0.9600 .
C7 H7B 0.9600 .
C7 H7C 0.9600 .
C3 C4 1.387(9) .
C3 H3 0.9300 .
C11 H11 0.9300 .
C4 H4 0.9300 .
