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#$Date: 2016-03-21 14:01:21 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178709 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/20/4082071.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_4082071
loop_
_publ_author_name
'Nagarajaprakash, R.'
'Ramakrishna, Buthanapalli'
'Mahesh, K.'
'Mobin, Shaikh M.'
'Manimaran, Bala.'
_publ_section_title
;
 One-Pot Synthesis of Ruthenium Metallacycles via Oxidative Addition of
 Diaryldichalcogen and Halogen across a Ru--Ru Bond
;
_journal_issue                   24
_journal_name_full               Organometallics
_journal_page_first              7292
_journal_paper_doi               10.1021/om400686q
_journal_volume                  32
_journal_year                    2013
_chemical_formula_moiety         'C20 H14 I2 O6 Ru2 S2'
_chemical_formula_sum            'C20 H14 I2 O6 Ru2 S2'
_chemical_formula_weight         870.37
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2011-10-31
_audit_creation_method
;
  Olex2 1.1
  (compiled Sep  7 2011 21:07:27, GUI svn.r3853)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.3728(19)
_cell_length_b                   18.367(3)
_cell_length_c                   9.326(11)
_cell_measurement_reflns_used    1868
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      32.4846
_cell_measurement_theta_min      3.1033
_cell_volume                     2805(3)
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 15.9948
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'OXFORD DIFFRACTION XCALIBUR-S'
_diffrn_measurement_method       ω/q-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_av_unetI/netI     0.0367
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            10948
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         3.31
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    3.457
_exptl_absorpt_correction_T_max  0.6077
_exptl_absorpt_correction_T_min  0.4909
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET)
(compiled Oct 18 2006,16:28:17)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.061
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1632
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_refine_diff_density_max         1.395
_refine_diff_density_min         -1.531
_refine_diff_density_rms         0.184
_refine_ls_extinction_coef       0.0020(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         2548
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.0599
_refine_ls_R_factor_gt           0.0489
_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)+(0.0854P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1334
_refine_ls_wR_factor_ref         0.1379
_reflns_number_gt                1975
_reflns_number_total             2548
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om400686q_si_002.cif
_cod_data_source_block           4
_cod_database_code               4082071
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 'x+1/2, -y+1/2, -z+1/2'
4 '-x, y+1/2, -z'
5 '-x, -y, -z'
6 'x-1/2, y, -z-1/2'
7 '-x-1/2, y-1/2, z-1/2'
8 'x, -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
Ru1 Ru 0.55915(5) 0.2500 0.24143(8) 0.0346(3) Uani 1 2 d S
Ru2 Ru 0.67685(5) 0.2500 0.57729(8) 0.0327(3) Uani 1 2 d S
I1 I 0.69146(5) 0.2500 0.06458(8) 0.0502(3) Uani 1 2 d S
I2 I 0.82335(5) 0.2500 0.44088(9) 0.0531(3) Uani 1 2 d S
S1 S 0.62928(11) 0.33634(8) 0.39603(18) 0.0352(4) Uani 1 1 d .
O1 O 0.5040(4) 0.1271(4) 0.0441(7) 0.0676(19) Uani 1 1 d .
O2 O 0.4137(6) 0.2500 0.4414(9) 0.070(3) Uani 1 2 d S
O3 O 0.5169(5) 0.2500 0.7416(10) 0.064(2) Uani 1 2 d S
O4 O 0.7593(4) 0.1306(3) 0.7565(6) 0.0663(17) Uani 1 1 d .
C1 C 0.5208(4) 0.1734(4) 0.1178(9) 0.0443(18) Uani 1 1 d .
C2 C 0.4663(8) 0.2500 0.3642(12) 0.046(3) Uani 1 2 d S
C3 C 0.5793(8) 0.2500 0.6799(12) 0.049(3) Uani 1 2 d S
C4 C 0.7270(5) 0.1741(4) 0.6935(8) 0.0455(18) Uani 1 1 d .
C5 C 0.5515(5) 0.3980(4) 0.4725(9) 0.0479(19) Uani 1 1 d .
H5A H 0.5241 0.4250 0.3942 0.058 Uiso 1 1 calc R
H5B H 0.5097 0.3692 0.5239 0.058 Uiso 1 1 calc R
C6 C 0.5906(5) 0.4510(4) 0.5742(9) 0.048(2) Uani 1 1 d .
C7 C 0.6452(7) 0.5018(4) 0.5246(12) 0.072(3) Uani 1 1 d .
H7C H 0.6581 0.5041 0.4254 0.086 Uiso 1 1 calc R
C8 C 0.6818(6) 0.5501(6) 0.622(2) 0.097(4) Uani 1 1 d .
H8 H 0.7194 0.5854 0.5871 0.117 Uiso 1 1 calc R
C9 C 0.6645(8) 0.5476(7) 0.7629(16) 0.098(4) Uani 1 1 d .
H9 H 0.6898 0.5808 0.8272 0.117 Uiso 1 1 calc R
C10 C 0.6106(8) 0.4968(6) 0.8131(12) 0.080(3) Uani 1 1 d .
H10 H 0.5989 0.4941 0.9128 0.096 Uiso 1 1 calc R
C11 C 0.5726(6) 0.4492(5) 0.7180(10) 0.060(2) Uani 1 1 d .
H11 H 0.5338 0.4150 0.7529 0.072 Uiso 1 1 calc R
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'
O O 0.0106 0.0060 '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'
I I -0.4742 1.8119 '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
S1 Ru1 I1 89.05(7) 8_565 .
S1 Ru1 I1 89.05(7) . .
S1 Ru1 S1 81.42(9) . 8_565
C1 Ru1 I1 84.1(2) 8_565 .
C1 Ru1 I1 84.1(2) . .
C1 Ru1 S1 170.5(2) . .
C1 Ru1 S1 91.9(2) 8_565 .
C1 Ru1 S1 91.9(2) . 8_565
C1 Ru1 S1 170.5(2) 8_565 8_565
C1 Ru1 C1 93.9(4) . 8_565
C2 Ru1 I1 179.7(4) . .
C2 Ru1 S1 91.2(3) . 8_565
C2 Ru1 S1 91.2(3) . .
C2 Ru1 C1 95.7(3) . 8_565
C2 Ru1 C1 95.7(3) . .
S1 Ru2 I2 87.56(6) . .
S1 Ru2 I2 87.56(6) 8_565 .
S1 Ru2 S1 80.86(10) 8_565 .
C3 Ru2 I2 177.0(4) . .
C3 Ru2 S1 94.7(3) . 8_565
C3 Ru2 S1 94.7(3) . .
C3 Ru2 C4 94.3(3) . 8_565
C3 Ru2 C4 94.3(3) . .
C4 Ru2 I2 83.6(2) . .
C4 Ru2 I2 83.6(2) 8_565 .
C4 Ru2 S1 169.5(2) . .
C4 Ru2 S1 169.5(2) 8_565 8_565
C4 Ru2 S1 93.1(2) . 8_565
C4 Ru2 S1 93.1(2) 8_565 .
C4 Ru2 C4 91.4(4) 8_565 .
Ru1 S1 Ru2 97.90(7) . .
C5 S1 Ru1 107.7(3) . .
C5 S1 Ru2 110.5(3) . .
O1 C1 Ru1 175.0(7) . .
O2 C2 Ru1 177.1(11) . .
O3 C3 Ru2 178.4(10) . .
O4 C4 Ru2 176.6(7) . .
S1 C5 H5A 109.6 . .
S1 C5 H5B 109.6 . .
H5A C5 H5B 108.1 . .
C6 C5 S1 110.3(6) . .
C6 C5 H5A 109.6 . .
C6 C5 H5B 109.6 . .
C7 C6 C5 120.3(8) . .
C7 C6 C11 119.1(8) . .
C11 C6 C5 120.6(8) . .
C6 C7 H7C 120.3 . .
C6 C7 C8 119.5(11) . .
C8 C7 H7C 120.3 . .
C7 C8 H8 119.4 . .
C9 C8 C7 121.2(12) . .
C9 C8 H8 119.4 . .
C8 C9 H9 120.2 . .
C8 C9 C10 119.6(11) . .
C10 C9 H9 120.2 . .
C9 C10 H10 120.0 . .
C9 C10 C11 120.0(11) . .
C11 C10 H10 120.0 . .
C6 C11 C10 120.6(9) . .
C6 C11 H11 119.7 . .
C10 C11 H11 119.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ru1 I1 2.7227(16) .
Ru1 S1 2.431(2) 8_565
Ru1 S1 2.431(2) .
Ru1 C1 1.924(8) .
Ru1 C1 1.924(8) 8_565
Ru1 C2 1.903(13) .
Ru2 I2 2.7151(13) .
Ru2 S1 2.445(2) .
Ru2 S1 2.445(2) 8_565
Ru2 C3 1.862(13) .
Ru2 C4 1.947(8) 8_565
Ru2 C4 1.947(8) .
S1 C5 1.847(8) .
O1 C1 1.128(9) .
O2 C2 1.123(13) .
O3 C3 1.173(14) .
O4 C4 1.125(8) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C5 C6 1.503(11) .
C6 C7 1.371(12) .
C6 C11 1.374(11) .
C7 H7C 0.9500 .
C7 C8 1.402(16) .
C8 H8 0.9500 .
C8 C9 1.349(19) .
C9 H9 0.9500 .
C9 C10 1.367(17) .
C10 H10 0.9500 .
C10 C11 1.393(13) .
C11 H11 0.9500 .
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
Ru1 S1 C5 C6 177.7(5) .
Ru2 S1 C5 C6 71.8(6) .
I1 Ru1 S1 Ru2 -99.75(7) .
I1 Ru1 S1 C5 145.7(3) .
I1 Ru1 C1 O1 32(8) .
I1 Ru1 C2 O2 180.00(12) .
I2 Ru2 S1 Ru1 98.44(6) .
I2 Ru2 S1 C5 -149.3(3) .
I2 Ru2 C3 O3 180.00(6) .
I2 Ru2 C4 O4 -2(12) .
S1 Ru1 S1 Ru2 -10.56(9) 8_565
S1 Ru1 S1 C5 -125.1(3) 8_565
S1 Ru1 C1 O1 -56(8) 8_565
S1 Ru1 C1 O1 -12(9) .
S1 Ru1 C2 O2 -40.72(5) .
S1 Ru1 C2 O2 40.72(5) 8_565
S1 Ru2 S1 Ru1 10.52(9) 8_565
S1 Ru2 S1 C5 122.8(3) 8_565
S1 Ru2 C3 O3 -40.60(9) 8_565
S1 Ru2 C3 O3 40.60(9) .
S1 Ru2 C4 O4 86(12) 8_565
S1 Ru2 C4 O4 31(12) .
S1 C5 C6 C7 65.4(9) .
S1 C5 C6 C11 -114.4(8) .
C1 Ru1 S1 Ru2 176.2(2) 8_565
C1 Ru1 S1 Ru2 -56.1(14) .
C1 Ru1 S1 C5 61.7(4) 8_565
C1 Ru1 S1 C5 -170.6(14) .
C1 Ru1 C1 O1 116(8) 8_565
C1 Ru1 C2 O2 132.7(2) .
C1 Ru1 C2 O2 -132.7(2) 8_565
C2 Ru1 S1 Ru2 80.4(2) .
C2 Ru1 S1 C5 -34.1(4) .
C2 Ru1 C1 O1 -148(8) .
C3 Ru2 S1 Ru1 -83.5(2) .
C3 Ru2 S1 C5 28.8(4) .
C3 Ru2 C4 O4 -179(100) .
C4 Ru2 S1 Ru1 66.2(12) .
C4 Ru2 S1 Ru1 -178.1(2) 8_565
C4 Ru2 S1 C5 178.5(12) .
C4 Ru2 S1 C5 -65.9(4) 8_565
C4 Ru2 C3 O3 -134.1(2) .
C4 Ru2 C3 O3 134.1(2) 8_565
C4 Ru2 C4 O4 -85(12) 8_565
C5 C6 C7 C8 -179.2(9) .
C5 C6 C11 C10 178.1(8) .
C6 C7 C8 C9 0.2(17) .
C7 C6 C11 C10 -1.6(14) .
C7 C8 C9 C10 0.1(19) .
C8 C9 C10 C11 -1.2(18) .
C9 C10 C11 C6 2.0(15) .
C11 C6 C7 C8 0.5(14) .
