#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/37/2203779.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2203779
loop_
_publ_author_name
'Jing-Mu Yang'
'Wen-Bin Ma'
'Bao-Hua Chen'
'Guo-Sheng Huang'
'Yong-Xiang Ma'
_publ_section_title
;Bis[μ-(S)-1-(1-ferrocenylethylidene)-4-methylthiosemicarbazide-κ²C²,N,S:S]bis(dicarbonylruthenium)
 dichloromethane solvate
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m852
_journal_page_last               m853
_journal_paper_doi               10.1107/S1600536804012164
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac
'[Ru2 Fe2 (C5 H5)2 (C9 H11 N2 S)2 (C O)4], C H2 Cl2'
_chemical_formula_moiety         'C32 H32 Fe2 N6 O4 Ru2 S2, C H2 Cl2'
_chemical_formula_sum            'C33 H34 Cl2 Fe2 N6 O4 Ru2 S2'
_chemical_formula_weight         1027.54
_chemical_name_systematic
;
Bis[μ-(S)-1-(1-ferrocenylethylidene)-4-methylthiosemicarbazide-
κ²C²,N,S:S]bis[dicarbonylruthenium] dichlormethane solvate
;
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yac'
_symmetry_space_group_name_H-M   'P 1 2/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 99.569(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.8664(12)
_cell_length_b                   10.7140(16)
_cell_length_c                   22.582(3)
_cell_measurement_reflns_used    1101
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      43.713
_cell_measurement_theta_min      5.266
_cell_volume                     1876.7(5)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        'SHELXTL (Bruker, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       'φ and ω'
_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  0.167
_diffrn_reflns_av_sigmaI/netI    0.193
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            10883
_diffrn_reflns_theta_full        28.14
_diffrn_reflns_theta_max         28.14
_diffrn_reflns_theta_min         1.83
_exptl_absorpt_coefficient_mu    1.847
_exptl_absorpt_correction_T_max  0.910
_exptl_absorpt_correction_T_min  0.629
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1997)'
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.818
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.601
_refine_diff_density_min         -0.703
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.855
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     233
_refine_ls_number_reflns         4307
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.855
_refine_ls_R_factor_all          0.1262
_refine_ls_R_factor_gt           0.0657
_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)+(0.0308P)²] where P=  (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1371
_refine_ls_wR_factor_ref         0.1576
_reflns_number_gt                2226
_reflns_number_total             4307
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh6209.cif
_cod_data_source_block           I
_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_enum 1527 2010-12-29 10:47:43Z saulius 

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_sg_symbol_H-M      'P 2/n'
_cod_database_code               2203779
_cod_database_fobs_code          2203779
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z-1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
Ru 0.29320(9) 0.10322(5) 0.67187(3) 0.0343(2) Uani d . 1 Ru
Fe 0.18259(16) 0.25728(10) 0.51621(5) 0.0384(3) Uani d . 1 Fe
S 0.4606(3) 0.09984(18) 0.77362(9) 0.0392(5) Uani d . 1 S
O1 0.2072(10) -0.1644(6) 0.6364(3) 0.080(2) Uani d . 1 O
O2 0.6080(9) 0.0827(6) 0.6139(3) 0.0672(19) Uani d . 1 O
N1 0.4601(8) 0.3399(6) 0.7333(3) 0.0357(15) Uani d . 1 N
H1A 0.4909 0.4170 0.7354 0.043 Uiso calc R 1 H
N2 0.6433(9) 0.2952(6) 0.8200(3) 0.0443(17) Uani d . 1 N
H2A 0.6916 0.2385 0.8440 0.053 Uiso calc R 1 H
N3 0.3404(8) 0.2951(6) 0.6862(3) 0.0380(16) Uani d . 1 N
C1 0.2389(12) -0.0652(8) 0.6508(4) 0.052(2) Uani d . 1 C
C2 0.4841(13) 0.0931(7) 0.6342(4) 0.044(2) Uani d . 1 C
C3 0.4363(13) 0.2873(10) 0.5060(5) 0.067(3) Uani d . 1 C
H3A 0.5335 0.3071 0.5377 0.081 Uiso calc R 1 H
C4 0.3240(13) 0.3736(9) 0.4710(4) 0.057(3) Uani d . 1 C
H4A 0.3298 0.4648 0.4746 0.068 Uiso calc R 1 H
C5 0.2055(13) 0.3063(8) 0.4302(4) 0.054(2) Uani d . 1 C
H5A 0.1137 0.3431 0.4007 0.065 Uiso calc R 1 H
C6 0.2370(15) 0.1763(9) 0.4384(4) 0.067(3) Uani d . 1 C
H6A 0.1743 0.1079 0.4156 0.081 Uiso calc R 1 H
C7 0.3800(15) 0.1661(9) 0.4851(4) 0.069(3) Uani d . 1 C
H7A 0.4318 0.0874 0.5012 0.082 Uiso calc R 1 H
C8 0.0153(11) 0.3634(7) 0.5534(3) 0.042(2) Uani d . 1 C
H8A -0.0101 0.4520 0.5453 0.050 Uiso calc R 1 H
C9 -0.0709(12) 0.2625(8) 0.5231(4) 0.050(2) Uani d . 1 C
H9A -0.1667 0.2682 0.4894 0.060 Uiso calc R 1 H
C10 0.0003(11) 0.1503(8) 0.5499(3) 0.043(2) Uani d . 1 C
H10A -0.0356 0.0660 0.5365 0.051 Uiso calc R 1 H
C11 0.1361(10) 0.1792(7) 0.5981(3) 0.0345(18) Uani d . 1 C
C12 0.1435(10) 0.3143(7) 0.5993(3) 0.0371(19) Uani d . 1 C
C13 0.2657(10) 0.3744(7) 0.6458(3) 0.0353(19) Uani d . 1 C
C14 0.2953(11) 0.5119(7) 0.6497(3) 0.045(2) Uani d . 1 C
H14A 0.4166 0.5282 0.6597 0.068 Uiso calc R 1 H
H14B 0.2372 0.5463 0.6801 0.068 Uiso calc R 1 H
H14C 0.2510 0.5495 0.6116 0.068 Uiso calc R 1 H
C15 0.5233(11) 0.2603(7) 0.7741(3) 0.0382(19) Uani d . 1 C
C16 0.6965(12) 0.4238(7) 0.8314(4) 0.053(2) Uani d . 1 C
H16A 0.7867 0.4274 0.8656 0.079 Uiso calc R 1 H
H16B 0.5999 0.4723 0.8391 0.079 Uiso calc R 1 H
H16C 0.7379 0.4568 0.7969 0.079 Uiso calc R 1 H
Cl 0.5650(6) 0.7525(3) 0.7498(3) 0.163(2) Uani d . 1 Cl
C17 0.7500 0.825(2) 0.7500 0.244(18) Uani d S 1 C
H17A 0.7663 0.8793 0.7849 0.292 Uiso calc PR 0.50 H
H17B 0.7337 0.8793 0.7151 0.292 Uiso calc PR 0.50 H
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'
Fe Fe 0.3463 0.8444 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 Ru C1 . . 89.7(4) y
C2 Ru C11 . . 94.3(3) y
C1 Ru C11 . . 95.3(3) y
C2 Ru N3 . . 89.5(3) y
C1 Ru N3 . . 174.0(3) y
C11 Ru N3 . . 78.8(3) y
C2 Ru S . . 94.5(3) y
C1 Ru S . . 106.5(3) y
C11 Ru S . . 156.4(2) y
N3 Ru S . . 79.45(18) y
C2 Ru S . 2_556 175.4(2) y
C1 Ru S . 2_556 86.9(3) y
C11 Ru S . 2_556 89.0(2) y
N3 Ru S . 2_556 94.18(18) y
S Ru S . 2_556 83.53(8) y
C2 Ru Ru . 2_556 136.9(3) ?
C1 Ru Ru . 2_556 99.8(3) ?
C11 Ru Ru . 2_556 126.0(2) ?
N3 Ru Ru . 2_556 84.79(16) ?
S Ru Ru . 2_556 42.43(5) ?
S Ru Ru 2_556 2_556 41.13(5) ?
C8 Fe C9 . . 40.2(3) ?
C8 Fe C12 . . 40.9(3) ?
C9 Fe C12 . . 67.7(3) ?
C8 Fe C5 . . 114.5(3) ?
C9 Fe C5 . . 108.0(4) ?
C12 Fe C5 . . 147.5(3) ?
C8 Fe C4 . . 108.0(4) ?
C9 Fe C4 . . 130.0(4) ?
C12 Fe C4 . . 116.9(3) ?
C5 Fe C4 . . 39.9(3) ?
C8 Fe C7 . . 171.6(4) ?
C9 Fe C7 . . 148.1(4) ?
C12 Fe C7 . . 133.9(4) ?
C5 Fe C7 . . 66.9(4) ?
C4 Fe C7 . . 67.4(4) ?
C8 Fe C6 . . 146.0(4) ?
C9 Fe C6 . . 115.0(4) ?
C12 Fe C6 . . 171.7(3) ?
C5 Fe C6 . . 40.4(3) ?
C4 Fe C6 . . 68.0(4) ?
C7 Fe C6 . . 40.1(4) ?
C8 Fe C3 . . 131.6(4) ?
C9 Fe C3 . . 169.3(4) ?
C12 Fe C3 . . 110.5(4) ?
C5 Fe C3 . . 67.4(4) ?
C4 Fe C3 . . 40.4(4) ?
C7 Fe C3 . . 40.4(4) ?
C6 Fe C3 . . 68.3(4) ?
C8 Fe C10 . . 67.8(3) ?
C9 Fe C10 . . 40.4(3) ?
C12 Fe C10 . . 67.0(3) ?
C5 Fe C10 . . 131.6(4) ?
C4 Fe C10 . . 169.2(4) ?
C7 Fe C10 . . 118.0(4) ?
C6 Fe C10 . . 109.5(4) ?
C3 Fe C10 . . 149.7(4) ?
C8 Fe C11 . . 69.0(3) ?
C9 Fe C11 . . 68.2(3) ?
C12 Fe C11 . . 40.7(3) ?
C5 Fe C11 . . 170.1(3) ?
C4 Fe C11 . . 149.5(3) ?
C7 Fe C11 . . 111.1(3) ?
C6 Fe C11 . . 131.8(3) ?
C3 Fe C11 . . 117.9(4) ?
C10 Fe C11 . . 39.7(3) ?
C15 S Ru . . 95.5(3) ?
C15 S Ru . 2_556 103.0(3) ?
Ru S Ru . 2_556 96.44(7) ?
C15 N1 N3 . . 116.8(6) ?
C15 N1 H1A . . 121.6 ?
N3 N1 H1A . . 121.6 ?
C15 N2 C16 . . 123.4(7) ?
C15 N2 H2A . . 118.3 ?
C16 N2 H2A . . 118.3 ?
C13 N3 N1 . . 118.6(6) ?
C13 N3 Ru . . 118.6(5) ?
N1 N3 Ru . . 122.5(5) ?
O1 C1 Ru . . 177.7(9) ?
O2 C2 Ru . . 175.7(7) ?
C4 C3 C7 . . 106.2(9) ?
C4 C3 Fe . . 69.0(5) ?
C7 C3 Fe . . 69.1(6) ?
C4 C3 H3A . . 126.9 ?
C7 C3 H3A . . 126.9 ?
Fe C3 H3A . . 126.9 ?
C5 C4 C3 . . 108.3(9) ?
C5 C4 Fe . . 69.9(5) ?
C3 C4 Fe . . 70.6(5) ?
C5 C4 H4A . . 125.8 ?
C3 C4 H4A . . 125.8 ?
Fe C4 H4A . . 125.8 ?
C4 C5 C6 . . 109.7(9) ?
C4 C5 Fe . . 70.2(5) ?
C6 C5 Fe . . 70.5(5) ?
C4 C5 H5A . . 125.2 ?
C6 C5 H5A . . 125.2 ?
Fe C5 H5A . . 125.2 ?
C7 C6 C5 . . 105.9(9) ?
C7 C6 Fe . . 69.5(5) ?
C5 C6 Fe . . 69.1(5) ?
C7 C6 H6A . . 127.1 ?
C5 C6 H6A . . 127.1 ?
Fe C6 H6A . . 127.1 ?
C6 C7 C3 . . 110.0(8) ?
C6 C7 Fe . . 70.4(5) ?
C3 C7 Fe . . 70.5(5) ?
C6 C7 H7A . . 125.0 ?
C3 C7 H7A . . 125.0 ?
Fe C7 H7A . . 125.0 ?
C9 C8 C12 . . 107.3(7) ?
C9 C8 Fe . . 70.0(5) ?
C12 C8 Fe . . 70.3(4) ?
C9 C8 H8A . . 126.3 ?
C12 C8 H8A . . 126.3 ?
Fe C8 H8A . . 126.3 ?
C8 C9 C10 . . 108.8(7) ?
C8 C9 Fe . . 69.8(5) ?
C10 C9 Fe . . 71.7(5) ?
C8 C9 H9A . . 125.6 ?
C10 C9 H9A . . 125.6 ?
Fe C9 H9A . . 125.6 ?
C9 C10 C11 . . 109.5(7) ?
C9 C10 Fe . . 67.9(5) ?
C11 C10 Fe . . 71.6(5) ?
C9 C10 H10A . . 125.2 ?
C11 C10 H10A . . 125.2 ?
Fe C10 H10A . . 125.2 ?
C10 C11 C12 . . 104.7(7) ?
C10 C11 Ru . . 143.2(6) ?
C12 C11 Ru . . 111.2(5) ?
C10 C11 Fe . . 68.6(4) ?
C12 C11 Fe . . 67.0(4) ?
Ru C11 Fe . . 133.8(4) ?
C8 C12 C11 . . 109.6(7) ?
C8 C12 C13 . . 131.9(7) ?
C11 C12 C13 . . 118.5(7) ?
C8 C12 Fe . . 68.8(4) ?
C11 C12 Fe . . 72.3(4) ?
C13 C12 Fe . . 127.9(6) ?
N3 C13 C12 . . 112.4(7) ?
N3 C13 C14 . . 123.5(7) ?
C12 C13 C14 . . 123.9(7) ?
C13 C14 H14A . . 109.5 ?
C13 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C13 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
N1 C15 N2 . . 120.5(7) ?
N1 C15 S . . 123.9(6) ?
N2 C15 S . . 115.7(6) ?
N2 C16 H16A . . 109.5 ?
N2 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
N2 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
Cl C17 Cl . 2_656 123.7(14) ?
Cl C17 H17A . . 106.4 ?
Cl C17 H17A 2_656 . 106.4 ?
Cl C17 H17B . . 106.4 ?
Cl C17 H17B 2_656 . 106.4 ?
H17A C17 H17B . . 106.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ru C2 . 1.847(10) y
Ru C1 . 1.897(9) y
Ru C11 . 2.069(7) y
Ru N3 . 2.105(6) y
Ru S . 2.451(2) y
Ru S 2_556 2.514(2) y
Ru Ru 2_556 3.7027(13) ?
Fe C8 . 2.024(8) ?
Fe C9 . 2.027(9) ?
Fe C12 . 2.044(7) ?
Fe C5 . 2.049(8) ?
Fe C4 . 2.052(9) ?
Fe C7 . 2.054(9) ?
Fe C6 . 2.067(8) ?
Fe C3 . 2.072(10) ?
Fe C10 . 2.076(8) ?
Fe C11 . 2.117(7) ?
S C15 . 1.788(8) ?
S Ru 2_556 2.514(2) ?
O1 C1 . 1.126(9) ?
O2 C2 . 1.150(10) ?
N1 C15 . 1.292(9) ?
N1 N3 . 1.385(8) ?
N1 H1A . 0.8600 ?
N2 C15 . 1.334(9) ?
N2 C16 . 1.451(9) ?
N2 H2A . 0.8600 ?
N3 C13 . 1.312(9) ?
C3 C4 . 1.424(12) ?
C3 C7 . 1.426(13) ?
C3 H3A . 0.9800 ?
C4 C5 . 1.398(12) ?
C4 H4A . 0.9800 ?
C5 C6 . 1.421(12) ?
C5 H5A . 0.9800 ?
C6 C7 . 1.413(14) ?
C6 H6A . 0.9800 ?
C7 H7A . 0.9800 ?
C8 C9 . 1.393(11) ?
C8 C12 . 1.422(10) ?
C8 H8A . 0.9800 ?
C9 C10 . 1.419(11) ?
C9 H9A . 0.9800 ?
C10 C11 . 1.425(10) ?
C10 H10A . 0.9800 ?
C11 C12 . 1.449(10) ?
C12 C13 . 1.452(10) ?
C13 C14 . 1.491(10) ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
C16 H16A . 0.9600 ?
C16 H16B . 0.9600 ?
C16 H16C . 0.9600 ?
Cl C17 . 1.650(10) ?
C17 Cl 2_656 1.650(10) ?
C17 H17A . 0.9700 ?
C17 H17B . 0.9700 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N2 H2A O2 2_656 0.86 2.38 3.205(9) 160
