#------------------------------------------------------------------------------
#$Date: 2016-03-25 12:58:42 +0100 (vie 25 de mar de 2016) $
#$Revision: 179873 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/69/7016928.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_7016928
loop_
_publ_author_name
'Bratsos, Ioannis'
'Simonin, Camilla'
'Zangrando, Ennio'
'Gianferrara, Teresa'
'Bergamo, Alberta'
'Alessio, Enzo'
_publ_section_title
;
 New half sandwich-type Ru(ii) coordination compounds characterized by
 the fac-Ru(dmso-S)(3) fragment: influence of the face-capping group on
 the chemical behavior and in vitro anticancer activity.
;
_journal_issue                   37
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9533
_journal_page_last               9543
_journal_paper_doi               10.1039/c1dt11043h
_journal_volume                  40
_journal_year                    2011
_chemical_formula_sum            'C8 H26 Cl F6 N2 O3 P Ru S3'
_chemical_formula_weight         575.98
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 92.718(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.2800(8)
_cell_length_b                   16.9870(11)
_cell_length_c                   12.5940(15)
_cell_measurement_temperature    293(2)
_cell_volume                     1983.1(3)
_computing_cell_refinement       'Denzo (Otwinowski & Minor 1997)'
_computing_data_collection       'XPRESS (MacScience, 2002)'
_computing_data_reduction
'Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Ortep3 for Windows (Farrugia,1997)'
_computing_publication_material  'Wingx 1.80.05 (Farrugia, 1999)'
_computing_structure_refinement  'SHELX97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELX97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type
'Enraf-Nonius dip1030 image plate diffractometer'
_diffrn_measurement_method       'φ-scans with narrow frames'
_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  0.0540
_diffrn_reflns_av_sigmaI/netI    0.0778
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            22094
_diffrn_reflns_theta_full        28.00
_diffrn_reflns_theta_max         28.00
_diffrn_reflns_theta_min         2.50
_exptl_absorpt_coefficient_mu    1.387
_exptl_absorpt_correction_T_max  0.7475
_exptl_absorpt_correction_T_min  0.6475
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details
;
Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56
Quadratic fit to sin(theta)/lambda - 18 parameters
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.929
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.505
_refine_diff_density_min         -0.462
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.861
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         4605
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.861
_refine_ls_R_factor_all          0.0759
_refine_ls_R_factor_gt           0.0414
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0480P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0924
_refine_ls_wR_factor_ref         0.1019
_reflns_number_gt                2779
_reflns_number_total             4605
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c1dt11043h.txt
_cod_data_source_block           4
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7016928
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Ru Ru 0.76229(4) 0.17066(2) 0.17418(2) 0.03976(11) Uani 1 1 d .
Cl1 Cl 0.77847(13) 0.03036(6) 0.14512(9) 0.0538(3) Uani 1 1 d .
S1 S 0.95140(12) 0.19584(7) 0.07038(9) 0.0469(3) Uani 1 1 d .
S2 S 0.59630(12) 0.17856(7) 0.03395(8) 0.0476(3) Uani 1 1 d .
S3 S 0.73822(13) 0.29942(7) 0.21942(8) 0.0471(3) Uani 1 1 d .
O1 O 0.9264(3) 0.24735(19) -0.0230(2) 0.0568(8) Uani 1 1 d .
O2 O 0.5321(4) 0.2560(2) 0.0071(3) 0.0734(11) Uani 1 1 d .
O3 O 0.8256(4) 0.32074(18) 0.3169(2) 0.0657(10) Uani 1 1 d .
N1 N 0.6058(4) 0.1370(2) 0.2872(3) 0.0507(9) Uani 1 1 d .
H1C H 0.5314 0.1710 0.2837 0.061 Uiso 1 1 calc R
H1D H 0.5715 0.0886 0.2712 0.061 Uiso 1 1 calc R
N2 N 0.9002(4) 0.1524(2) 0.3143(3) 0.0472(9) Uani 1 1 d .
H2C H 0.9790 0.1252 0.2970 0.057 Uiso 1 1 calc R
H2D H 0.9293 0.1992 0.3409 0.057 Uiso 1 1 calc R
C1 C 0.6740(5) 0.1370(3) 0.3960(4) 0.0649(14) Uani 1 1 d .
H1A H 0.6727 0.1900 0.4247 0.078 Uiso 1 1 calc R
H1B H 0.6191 0.1034 0.4414 0.078 Uiso 1 1 calc R
C2 C 0.8237(5) 0.1087(3) 0.3954(4) 0.0605(13) Uani 1 1 d .
H2A H 0.8248 0.0528 0.3795 0.073 Uiso 1 1 calc R
H2B H 0.8713 0.1167 0.4648 0.073 Uiso 1 1 calc R
C3 C 1.0994(5) 0.2374(3) 0.1472(4) 0.0637(13) Uani 1 1 d .
H3A H 1.1786 0.2463 0.1023 0.095 Uiso 1 1 calc R
H3B H 1.1289 0.2017 0.2032 0.095 Uiso 1 1 calc R
H3C H 1.0703 0.2864 0.1774 0.095 Uiso 1 1 calc R
C4 C 1.0386(5) 0.1103(3) 0.0235(4) 0.0636(13) Uani 1 1 d .
H4A H 0.9721 0.0808 -0.0217 0.095 Uiso 1 1 calc R
H4B H 1.0706 0.0783 0.0828 0.095 Uiso 1 1 calc R
H4C H 1.1200 0.1255 -0.0160 0.095 Uiso 1 1 calc R
C5 C 0.6558(6) 0.1378(4) -0.0855(4) 0.0716(16) Uani 1 1 d .
H5A H 0.5759 0.1342 -0.1366 0.107 Uiso 1 1 calc R
H5B H 0.6945 0.0862 -0.0718 0.107 Uiso 1 1 calc R
H5C H 0.7291 0.1708 -0.1131 0.107 Uiso 1 1 calc R
C6 C 0.4502(5) 0.1138(3) 0.0537(4) 0.0733(16) Uani 1 1 d .
H6A H 0.3965 0.1322 0.1121 0.110 Uiso 1 1 calc R
H6B H 0.4867 0.0619 0.0693 0.110 Uiso 1 1 calc R
H6C H 0.3883 0.1121 -0.0095 0.110 Uiso 1 1 calc R
C7 C 0.7758(6) 0.3713(3) 0.1219(4) 0.0690(15) Uani 1 1 d .
H7A H 0.7581 0.4228 0.1496 0.104 Uiso 1 1 calc R
H7B H 0.7147 0.3625 0.0594 0.104 Uiso 1 1 calc R
H7C H 0.8750 0.3672 0.1042 0.104 Uiso 1 1 calc R
C8 C 0.5572(5) 0.3274(3) 0.2432(4) 0.0642(14) Uani 1 1 d .
H8A H 0.5235 0.2976 0.3019 0.096 Uiso 1 1 calc R
H8B H 0.4967 0.3170 0.1808 0.096 Uiso 1 1 calc R
H8C H 0.5542 0.3825 0.2597 0.096 Uiso 1 1 calc R
P1 P 0.26041(14) 0.00493(8) 0.32453(9) 0.0562(3) Uani 1 1 d .
F1 F 0.2636(4) 0.0976(2) 0.3033(3) 0.1072(12) Uani 1 1 d .
F2 F 0.4032(4) -0.0044(2) 0.2615(3) 0.0947(11) Uani 1 1 d .
F3 F 0.3524(5) 0.0168(2) 0.4296(3) 0.1141(14) Uani 1 1 d .
F4 F 0.2569(4) -0.08708(18) 0.3431(2) 0.0863(10) Uani 1 1 d .
F5 F 0.1167(4) 0.0146(2) 0.3857(4) 0.1227(14) Uani 1 1 d .
F6 F 0.1677(4) -0.0074(3) 0.2174(3) 0.1192(15) 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 0.0033 0.0016 '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'
S S 0.1246 0.1234 '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'
P P 0.1023 0.0942 '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'
Cl Cl 0.1484 0.1585 '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'
H H 0.0000 0.0000 '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
N2 Ru N1 79.27(13)
N2 Ru S3 89.71(10)
N1 Ru S3 90.72(11)
N2 Ru S1 93.06(10)
N1 Ru S1 171.50(10)
S3 Ru S1 92.91(4)
N2 Ru S2 172.71(10)
N1 Ru S2 94.29(9)
S3 Ru S2 93.80(4)
S1 Ru S2 93.13(4)
N2 Ru Cl1 86.74(10)
N1 Ru Cl1 83.51(11)
S3 Ru Cl1 173.71(4)
S1 Ru Cl1 92.47(4)
S2 Ru Cl1 89.16(4)
O1 S1 C4 106.1(2)
O1 S1 C3 106.6(2)
C4 S1 C3 98.8(3)
O1 S1 Ru 118.19(14)
C4 S1 Ru 114.34(18)
C3 S1 Ru 110.90(17)
O2 S2 C5 107.1(2)
O2 S2 C6 106.4(2)
C5 S2 C6 98.5(3)
O2 S2 Ru 118.52(13)
C5 S2 Ru 114.04(17)
C6 S2 Ru 110.23(16)
O3 S3 C7 106.6(2)
O3 S3 C8 106.2(2)
C7 S3 C8 98.7(3)
O3 S3 Ru 112.69(13)
C7 S3 Ru 117.55(19)
C8 S3 Ru 113.73(18)
C1 N1 Ru 109.8(3)
C1 N1 H1C 109.7
Ru N1 H1C 109.7
C1 N1 H1D 109.7
Ru N1 H1D 109.7
H1C N1 H1D 108.2
C2 N2 Ru 110.7(3)
C2 N2 H2C 109.5
Ru N2 H2C 109.5
C2 N2 H2D 109.5
Ru N2 H2D 109.5
H2C N2 H2D 108.1
C2 C1 N1 110.9(4)
C2 C1 H1A 109.5
N1 C1 H1A 109.5
C2 C1 H1B 109.5
N1 C1 H1B 109.5
H1A C1 H1B 108.0
C1 C2 N2 109.0(4)
C1 C2 H2A 109.9
N2 C2 H2A 109.9
C1 C2 H2B 109.9
N2 C2 H2B 109.9
H2A C2 H2B 108.3
S1 C3 H3A 109.5
S1 C3 H3B 109.5
H3A C3 H3B 109.5
S1 C3 H3C 109.5
H3A C3 H3C 109.5
H3B C3 H3C 109.5
S1 C4 H4A 109.5
S1 C4 H4B 109.5
H4A C4 H4B 109.5
S1 C4 H4C 109.5
H4A C4 H4C 109.5
H4B C4 H4C 109.5
S2 C5 H5A 109.5
S2 C5 H5B 109.5
H5A C5 H5B 109.5
S2 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
S2 C6 H6A 109.5
S2 C6 H6B 109.5
H6A C6 H6B 109.5
S2 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
S3 C7 H7A 109.5
S3 C7 H7B 109.5
H7A C7 H7B 109.5
S3 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
S3 C8 H8A 109.5
S3 C8 H8B 109.5
H8A C8 H8B 109.5
S3 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
F3 P1 F6 179.7(3)
F3 P1 F5 90.8(3)
F6 P1 F5 89.5(3)
F3 P1 F4 90.95(18)
F6 P1 F4 88.9(2)
F5 P1 F4 90.4(2)
F3 P1 F2 90.0(2)
F6 P1 F2 89.6(2)
F5 P1 F2 179.1(2)
F4 P1 F2 89.94(19)
F3 P1 F1 90.0(2)
F6 P1 F1 90.1(2)
F5 P1 F1 90.1(2)
F4 P1 F1 178.9(2)
F2 P1 F1 89.5(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ru N2 2.153(3)
Ru N1 2.158(4)
Ru S3 2.2740(12)
Ru S1 2.2780(12)
Ru S2 2.2917(11)
Ru Cl1 2.4169(11)
S1 O1 1.476(3)
S1 C4 1.778(5)
S1 C3 1.787(4)
S2 O2 1.477(3)
S2 C5 1.769(5)
S2 C6 1.773(5)
S3 O3 1.483(3)
S3 C7 1.777(5)
S3 C8 1.784(5)
N1 C1 1.482(5)
N1 H1C 0.9000
N1 H1D 0.9000
N2 C2 1.472(5)
N2 H2C 0.9000
N2 H2D 0.9000
C1 C2 1.471(6)
C1 H1A 0.9700
C1 H1B 0.9700
C2 H2A 0.9700
C2 H2B 0.9700
C3 H3A 0.9600
C3 H3B 0.9600
C3 H3C 0.9600
C4 H4A 0.9600
C4 H4B 0.9600
C4 H4C 0.9600
C5 H5A 0.9600
C5 H5B 0.9600
C5 H5C 0.9600
C6 H6A 0.9600
C6 H6B 0.9600
C6 H6C 0.9600
C7 H7A 0.9600
C7 H7B 0.9600
C7 H7C 0.9600
C8 H8A 0.9600
C8 H8B 0.9600
C8 H8C 0.9600
P1 F3 1.553(3)
P1 F6 1.579(3)
P1 F5 1.580(4)
P1 F4 1.581(3)
P1 F2 1.585(4)
P1 F1 1.597(3)
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
N2 Ru S1 O1 -152.24(18)
N1 Ru S1 O1 -177.5(7)
S3 Ru S1 O1 -62.38(16)
S2 Ru S1 O1 31.59(16)
Cl1 Ru S1 O1 120.89(16)
N2 Ru S1 C4 81.8(2)
N1 Ru S1 C4 56.5(7)
S3 Ru S1 C4 171.68(18)
S2 Ru S1 C4 -94.35(19)
Cl1 Ru S1 C4 -5.05(18)
N2 Ru S1 C3 -28.8(2)
N1 Ru S1 C3 -54.1(7)
S3 Ru S1 C3 61.08(19)
S2 Ru S1 C3 155.06(19)
Cl1 Ru S1 C3 -115.65(19)
N2 Ru S2 O2 122.5(8)
N1 Ru S2 O2 94.9(2)
S3 Ru S2 O2 3.9(2)
S1 Ru S2 O2 -89.3(2)
Cl1 Ru S2 O2 178.3(2)
N2 Ru S2 C5 -110.0(8)
N1 Ru S2 C5 -137.7(2)
S3 Ru S2 C5 131.3(2)
S1 Ru S2 C5 38.2(2)
Cl1 Ru S2 C5 -54.3(2)
N2 Ru S2 C6 -0.3(9)
N1 Ru S2 C6 -28.0(2)
S3 Ru S2 C6 -119.0(2)
S1 Ru S2 C6 147.9(2)
Cl1 Ru S2 C6 55.4(2)
N2 Ru S3 O3 2.8(2)
N1 Ru S3 O3 82.1(2)
S1 Ru S3 O3 -90.22(18)
S2 Ru S3 O3 176.44(18)
Cl1 Ru S3 O3 58.5(4)
N2 Ru S3 C7 127.4(2)
N1 Ru S3 C7 -153.3(2)
S1 Ru S3 C7 34.4(2)
S2 Ru S3 C7 -58.9(2)
Cl1 Ru S3 C7 -176.9(4)
N2 Ru S3 C8 -118.1(2)
N1 Ru S3 C8 -38.8(2)
S1 Ru S3 C8 148.89(18)
S2 Ru S3 C8 55.55(19)
Cl1 Ru S3 C8 -62.4(4)
N2 Ru N1 C1 11.4(3)
S3 Ru N1 C1 -78.1(3)
S1 Ru N1 C1 37.2(9)
S2 Ru N1 C1 -172.0(3)
Cl1 Ru N1 C1 99.3(3)
N1 Ru N2 C2 15.1(3)
S3 Ru N2 C2 105.9(3)
S1 Ru N2 C2 -161.2(3)
S2 Ru N2 C2 -13.0(10)
Cl1 Ru N2 C2 -68.9(3)
Ru N1 C1 C2 -36.9(5)
N1 C1 C2 N2 50.7(6)
Ru N2 C2 C1 -39.4(5)
