#------------------------------------------------------------------------------
#$Date: 2016-03-21 09:15:41 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178620 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/31/4073175.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_4073175
loop_
_publ_author_name
'Patra, Sanjib K.'
'Bera, Jitendra K.'
_publ_section_title
;
 C−C Bond Forming Reaction through Aldol-Type Addition Mediated by
 a [Ru2(CO)4]2+Core
;
_journal_issue                   10
_journal_name_full               Organometallics
_journal_page_first              2598
_journal_paper_doi               10.1021/om070139j
_journal_volume                  26
_journal_year                    2007
_chemical_formula_sum            'C33 H32 F6 N4 O13 Ru2 S2'
_chemical_formula_weight         1072.89
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_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                 127.424(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   23.639(3)
_cell_length_b                   12.3280(14)
_cell_length_c                   17.635(2)
_cell_measurement_temperature    100(2)
_cell_volume                     4081.4(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    ORTEP
_computing_publication_material  ciftab
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker SMART APEX'
_diffrn_measurement_method       '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  0.0335
_diffrn_reflns_av_sigmaI/netI    0.0411
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            11615
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.98
_exptl_absorpt_coefficient_mu    0.936
_exptl_absorpt_correction_T_max  0.8349
_exptl_absorpt_correction_T_min  0.7861
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.746
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2144
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         2.551
_refine_diff_density_min         -0.682
_refine_diff_density_rms         0.150
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         4149
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0603
_refine_ls_R_factor_gt           0.0498
_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)+(0.0751P)²+14.3348P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1230
_refine_ls_wR_factor_ref         0.1290
_reflns_number_gt                3478
_reflns_number_total             4149
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om070139jsi20070307_094107.cif
_cod_data_source_block           compound2a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        4081.3(8)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4073175
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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 0.568871(17) 0.39741(3) 0.82037(2) 0.02045(13) Uani 1 1 d . . .
S1A S 0.78076(7) 0.44866(11) 0.84788(9) 0.0370(3) Uani 1 1 d . . .
N1 N 0.56369(18) 0.5468(3) 0.7491(3) 0.0233(8) Uani 1 1 d . . .
O1 O 0.60259(18) 0.2677(3) 0.7085(2) 0.0336(8) Uani 1 1 d . . .
O12 O 0.7829(2) 0.3969(3) 0.9225(3) 0.0507(10) Uani 1 1 d . . .
O2 O 0.5574(2) 0.1839(3) 0.8903(3) 0.0396(8) Uani 1 1 d . . .
N2 N 0.54221(18) 0.4950(3) 0.8962(2) 0.0231(7) Uani 1 1 d . . .
O11 O 0.7102(2) 0.4842(3) 0.7699(3) 0.0451(9) Uani 1 1 d . . .
C11 C 0.6177(2) 0.6171(4) 0.7973(3) 0.0287(10) Uani 1 1 d . . .
H11 H 0.6512 0.6078 0.8645 0.034 Uiso 1 1 calc R . .
C17 C 0.4189(3) 0.5849(4) 0.4580(3) 0.0322(10) Uani 1 1 d . . .
H17 H 0.3857 0.5888 0.3904 0.039 Uiso 1 1 calc R . .
C1 C 0.5906(2) 0.3184(4) 0.7513(3) 0.0261(9) Uani 1 1 d . . .
C18 C 0.5881(2) 0.5039(4) 0.9918(3) 0.0274(9) Uani 1 1 d . . .
O13 O 0.8205(3) 0.4003(4) 0.8220(4) 0.0673(14) Uani 1 1 d . . .
C2 C 0.5633(2) 0.2664(4) 0.8664(3) 0.0263(9) Uani 1 1 d . . .
C15 C 0.5151(2) 0.5634(4) 0.6528(3) 0.0229(9) Uani 1 1 d . . .
C12 C 0.6285(3) 0.7025(4) 0.7562(4) 0.0344(11) Uani 1 1 d . . .
H12 H 0.6675 0.7506 0.7949 0.041 Uiso 1 1 calc R . .
C13 C 0.5828(3) 0.7168(4) 0.6605(4) 0.0324(10) Uani 1 1 d . . .
H13 H 0.5904 0.7729 0.6306 0.039 Uiso 1 1 calc R . .
C19 C 0.6498(2) 0.4270(4) 1.0476(3) 0.0299(10) Uani 1 1 d . . .
H19A H 0.6325 0.3525 1.0239 0.036 Uiso 1 1 calc R . .
H19B H 0.6688 0.4292 1.1154 0.036 Uiso 1 1 calc R . .
C16 C 0.4733(3) 0.6575(4) 0.5066(3) 0.0317(10) Uani 1 1 d . . .
H16 H 0.4771 0.7145 0.4736 0.038 Uiso 1 1 calc R . .
C14 C 0.5240(2) 0.6471(4) 0.6061(3) 0.0286(10) Uani 1 1 d . . .
F12 F 0.7976(2) 0.6295(3) 0.9383(3) 0.0667(10) Uani 1 1 d . . .
F11 F 0.8263(3) 0.6397(4) 0.8462(4) 0.108(2) Uani 1 1 d . . .
F13 F 0.8949(2) 0.5563(5) 0.9790(4) 0.1069(18) Uani 1 1 d . . .
C1A C 0.8273(4) 0.5767(6) 0.9059(5) 0.0620(18) Uani 1 1 d . . .
O3 O 0.68101(16) 0.4432(3) 0.9413(2) 0.0332(7) Uani 1 1 d . . .
C20 C 0.7111(3) 0.4520(5) 1.0417(4) 0.0368(12) Uani 1 1 d . . .
C22 C 0.7702(3) 0.3733(5) 1.1000(4) 0.0412(12) Uani 1 1 d . . .
H22A H 0.7520 0.2993 1.0789 0.062 Uiso 1 1 calc R . .
H22B H 0.7904 0.3813 1.1674 0.062 Uiso 1 1 calc R . .
H22C H 0.8072 0.3872 1.0922 0.062 Uiso 1 1 calc R . .
C21 C 0.7403(3) 0.5694(5) 1.0765(4) 0.0453(13) Uani 1 1 d . . .
H21A H 0.7780 0.5833 1.0700 0.068 Uiso 1 1 calc R . .
H21B H 0.7597 0.5770 1.1436 0.068 Uiso 1 1 calc R . .
H21C H 0.7016 0.6217 1.0376 0.068 Uiso 1 1 calc R . .
C1S C 0.5000 -0.0964(10) 0.7500 0.085(4) Uiso 1 2 d SD . .
O1S O 0.5000 -0.2025(10) 0.7500 0.078(4) Uiso 0.50 2 d SPD A 1
C2S C 0.5513(6) -0.0336(8) 0.7447(7) 0.102(3) Uiso 1 1 d . A .
H2S1 H 0.5921 -0.0797 0.7651 0.153 Uiso 1 1 calc R . .
H2S2 H 0.5678 0.0297 0.7868 0.153 Uiso 1 1 calc R . .
H2S3 H 0.5277 -0.0096 0.6789 0.153 Uiso 1 1 calc R . .
O1S' O 0.4715(10) -0.1842(13) 0.6947(13) 0.062(5) Uiso 0.25 1 d PD . 2
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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 Ru1 C1 87.25(18) . .
C2 Ru1 N2 95.11(16) . .
C1 Ru1 N2 177.47(16) . .
C2 Ru1 N1 173.09(16) . .
C1 Ru1 N1 90.35(16) . .
N2 Ru1 N1 87.20(13) . .
C2 Ru1 O3 99.26(16) . .
C1 Ru1 O3 96.76(16) . .
N2 Ru1 O3 83.77(13) . .
N1 Ru1 O3 87.46(13) . .
C2 Ru1 Ru1 92.10(14) . 2_656
C1 Ru1 Ru1 93.33(14) . 2_656
N2 Ru1 Ru1 85.68(9) . 2_656
N1 Ru1 Ru1 81.56(9) . 2_656
O3 Ru1 Ru1 165.12(9) . 2_656
O13 S1A O12 116.9(3) . .
O13 S1A O11 115.7(3) . .
O12 S1A O11 112.6(2) . .
O13 S1A C1A 104.7(3) . .
O12 S1A C1A 101.3(3) . .
O11 S1A C1A 102.9(3) . .
C11 N1 C15 116.7(4) . .
C11 N1 Ru1 118.8(3) . .
C15 N1 Ru1 123.3(3) . .
C18 N2 C15 118.5(4) . 2_656
C18 N2 Ru1 120.4(3) . .
C15 N2 Ru1 120.1(3) 2_656 .
N1 C11 C12 124.6(4) . .
C16 C17 C18 119.8(4) . 2_656
O1 C1 Ru1 178.1(4) . .
N2 C18 C17 122.2(4) . 2_656
N2 C18 C19 119.5(4) . .
C17 C18 C19 118.3(4) 2_656 .
O2 C2 Ru1 176.6(4) . .
N1 C15 N2 117.0(4) . 2_656
N1 C15 C14 121.5(4) . .
N2 C15 C14 121.5(4) 2_656 .
C13 C12 C11 119.3(4) . .
C12 C13 C14 118.7(4) . .
C18 C19 C20 114.1(4) . .
C17 C16 C14 119.2(4) . .
C13 C14 C16 122.3(4) . .
C13 C14 C15 119.0(4) . .
C16 C14 C15 118.6(4) . .
F11 C1A F12 107.8(7) . .
F11 C1A F13 108.4(6) . .
F12 C1A F13 108.5(6) . .
F11 C1A S1A 110.6(5) . .
F12 C1A S1A 111.8(4) . .
F13 C1A S1A 109.6(6) . .
C20 O3 Ru1 126.7(3) . .
O3 C20 C22 110.6(4) . .
O3 C20 C19 106.4(4) . .
C22 C20 C19 110.4(4) . .
O3 C20 C21 108.6(4) . .
C22 C20 C21 109.2(5) . .
C19 C20 C21 111.6(4) . .
O1S C1S O1S' 35.7(9) . .
O1S C1S O1S' 35.7(9) . 2_656
O1S' C1S O1S' 71.5(18) . 2_656
O1S C1S C2S 121.3(6) . .
O1S' C1S C2S 116.5(9) . .
O1S' C1S C2S 113.5(10) 2_656 .
O1S C1S C2S 121.3(6) . 2_656
O1S' C1S C2S 113.5(10) . 2_656
O1S' C1S C2S 116.5(9) 2_656 2_656
C2S C1S C2S 117.4(12) . 2_656
C1S O1S' O1S' 54.3(9) . 2_656
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ru1 C2 1.848(5) .
Ru1 C1 1.859(4) .
Ru1 N2 2.159(3) .
Ru1 N1 2.190(4) .
Ru1 O3 2.241(3) .
Ru1 Ru1 2.6343(7) 2_656
S1A O13 1.402(4) .
S1A O12 1.436(4) .
S1A O11 1.441(4) .
S1A C1A 1.839(7) .
N1 C11 1.336(6) .
N1 C15 1.369(5) .
O1 C1 1.141(5) .
O2 C2 1.140(6) .
N2 C18 1.344(6) .
N2 C15 1.367(6) 2_656
C11 C12 1.388(7) .
C17 C16 1.359(7) .
C17 C18 1.410(6) 2_656
C18 C17 1.410(6) 2_656
C18 C19 1.501(6) .
C15 N2 1.367(6) 2_656
C15 C14 1.413(6) .
C12 C13 1.354(7) .
C13 C14 1.404(7) .
C19 C20 1.545(7) .
C16 C14 1.406(6) .
F12 C1A 1.314(8) .
F11 C1A 1.297(8) .
F13 C1A 1.333(8) .
O3 C20 1.456(6) .
C20 C22 1.485(7) .
C20 C21 1.560(8) .
C1S O1S 1.309(16) .
C1S O1S' 1.334(16) .
C1S O1S' 1.334(16) 2_656
C1S C2S 1.488(11) .
C1S C2S 1.488(11) 2_656
O1S' O1S' 1.56(4) 2_656
