#------------------------------------------------------------------------------
#$Date: 2016-03-22 23:55:43 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179084 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/46/4304657.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_4304657
loop_
_publ_author_name
'Malin Backlund'
'Joseph Ziller'
'Patrick J. Farmer'
_publ_section_title
;
Unexpected C-H Activation of Ru(II)-Dithiomaltol Complexes upon
Oxidation
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2864
_journal_page_last               2870
_journal_paper_doi               10.1021/ic7021962
_journal_volume                  47
_journal_year                    2008
_chemical_formula_sum            'C30 H29 F6 N4 O3 P Ru S2'
_chemical_formula_weight         803.73
_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           SHELXTL
_cell_angle_alpha                109.440(2)
_cell_angle_beta                 96.084(2)
_cell_angle_gamma                101.515(2)
_cell_formula_units_Z            2
_cell_length_a                   10.7114(12)
_cell_length_b                   12.7589(15)
_cell_length_c                   12.9779(15)
_cell_measurement_temperature    163(2)
_cell_volume                     1610.1(3)
_computing_cell_refinement       'Bruker SMART/SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      163(2)
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_av_sigmaI/netI    0.0384
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17841
_diffrn_reflns_theta_full        28.32
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         1.75
_diffrn_standards_decay_%        '< 1.0'
_diffrn_standards_interval_count 'initial 50 frames recollected'
_diffrn_standards_number         '50 frames'
_exptl_absorpt_coefficient_mu    0.741
_exptl_absorpt_correction_T_max  0.9569
_exptl_absorpt_correction_T_min  0.8540
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.658
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             812
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.06
_refine_diff_density_max         2.903
_refine_diff_density_min         -1.408
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         7767
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0564
_refine_ls_R_factor_gt           0.0434
_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)+(0.0590P)²+3.4122P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1128
_refine_ls_wR_factor_ref         0.1218
_reflns_number_gt                6431
_reflns_number_total             7767
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic7021962-file005.cif
_cod_data_source_block           pjf42
_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 2.4.1 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:

'_exptl_crystal_density_meas' value 'n/a' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               4304657
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.78412(2) 0.76489(2) -0.33473(2) 0.01922(8) Uani 1 1 d . . .
S1 S 0.64940(8) 0.61752(7) -0.48696(7) 0.02407(17) Uani 1 1 d . . .
S2 S 0.63881(11) 0.80698(9) -0.75361(8) 0.0378(2) Uani 1 1 d . . .
O1 O 0.7900(2) 0.85248(19) -0.44487(19) 0.0240(5) Uani 1 1 d . . .
O2 O 0.8022(3) 1.0330(2) -0.6493(2) 0.0391(7) Uani 1 1 d . . .
N1 N 0.9389(3) 0.6986(2) -0.3757(2) 0.0209(5) Uani 1 1 d . . .
N2 N 0.7917(3) 0.6723(2) -0.2342(2) 0.0215(5) Uani 1 1 d . . .
N4 N 0.8939(3) 0.9140(2) -0.2084(2) 0.0215(5) Uani 1 1 d . . .
N3 N 0.6406(3) 0.8411(2) -0.2722(2) 0.0220(5) Uani 1 1 d . . .
C1 C 0.7237(3) 0.8023(3) -0.5449(3) 0.0236(7) Uani 1 1 d . . .
C2 C 0.6475(3) 0.6831(3) -0.5809(3) 0.0239(7) Uani 1 1 d . . .
C3 C 0.5749(4) 0.6244(3) -0.6895(3) 0.0329(8) Uani 1 1 d . . .
H3A H 0.5299 0.5465 -0.7085 0.039 Uiso 1 1 calc R . .
C4 C 0.5647(4) 0.6712(4) -0.7690(3) 0.0387(9) Uani 1 1 d . . .
H4A H 0.5116 0.6238 -0.8390 0.046 Uiso 1 1 calc R . .
C5 C 0.7245(4) 0.8614(3) -0.6190(3) 0.0282(7) Uani 1 1 d . . .
C6 C 0.8016(4) 0.9785(3) -0.5873(3) 0.0308(8) Uani 1 1 d . . .
C7 C 1.0080(3) 0.7145(3) -0.4527(3) 0.0250(7) Uani 1 1 d . . .
H7A H 0.9840 0.7596 -0.4930 0.030 Uiso 1 1 calc R . .
C8 C 1.1126(3) 0.6677(3) -0.4753(3) 0.0273(7) Uani 1 1 d . . .
H8A H 1.1580 0.6792 -0.5313 0.033 Uiso 1 1 calc R . .
C9 C 1.1499(3) 0.6039(3) -0.4149(3) 0.0276(7) Uani 1 1 d . . .
H9A H 1.2222 0.5719 -0.4280 0.033 Uiso 1 1 calc R . .
C10 C 1.0800(3) 0.5875(3) -0.3352(3) 0.0255(7) Uani 1 1 d . . .
H10A H 1.1041 0.5442 -0.2929 0.031 Uiso 1 1 calc R . .
C11 C 0.9745(3) 0.6348(3) -0.3175(3) 0.0222(6) Uani 1 1 d . . .
C12 C 0.8911(3) 0.6201(3) -0.2375(3) 0.0245(7) Uani 1 1 d . . .
C13 C 0.9089(4) 0.5570(4) -0.1705(4) 0.0352(9) Uani 1 1 d . . .
H13A H 0.9799 0.5225 -0.1728 0.042 Uiso 1 1 calc R . .
C14 C 0.8225(4) 0.5445(4) -0.1003(4) 0.0391(9) Uani 1 1 d . . .
H14A H 0.8332 0.5013 -0.0544 0.047 Uiso 1 1 calc R . .
C15 C 0.7212(4) 0.5961(3) -0.0986(3) 0.0329(8) Uani 1 1 d . . .
H15A H 0.6605 0.5884 -0.0516 0.039 Uiso 1 1 calc R . .
C16 C 0.7083(3) 0.6589(3) -0.1655(3) 0.0261(7) Uani 1 1 d . . .
H16A H 0.6381 0.6943 -0.1633 0.031 Uiso 1 1 calc R . .
C17 C 0.5115(3) 0.7994(3) -0.3071(3) 0.0282(7) Uani 1 1 d . . .
H17A H 0.4802 0.7276 -0.3669 0.034 Uiso 1 1 calc R . .
C18 C 0.4224(4) 0.8559(3) -0.2601(3) 0.0331(8) Uani 1 1 d . . .
H18A H 0.3321 0.8244 -0.2883 0.040 Uiso 1 1 calc R . .
C19 C 0.4663(4) 0.9585(3) -0.1720(3) 0.0335(8) Uani 1 1 d . . .
H19A H 0.4067 0.9987 -0.1383 0.040 Uiso 1 1 calc R . .
C20 C 0.5981(4) 1.0026(3) -0.1327(3) 0.0301(8) Uani 1 1 d . . .
H20A H 0.6301 1.0727 -0.0710 0.036 Uiso 1 1 calc R . .
C21 C 0.6836(3) 0.9427(3) -0.1849(3) 0.0231(6) Uani 1 1 d . . .
C22 C 0.8254(3) 0.9849(3) -0.1509(3) 0.0241(7) Uani 1 1 d . . .
C23 C 0.8873(4) 1.0900(3) -0.0684(3) 0.0331(8) Uani 1 1 d . . .
H23A H 0.8381 1.1378 -0.0276 0.040 Uiso 1 1 calc R . .
C24 C 1.0219(4) 1.1248(3) -0.0462(3) 0.0362(9) Uani 1 1 d . . .
H24A H 1.0658 1.1967 0.0098 0.043 Uiso 1 1 calc R . .
C25 C 1.0907(4) 1.0537(3) -0.1061(3) 0.0325(8) Uani 1 1 d . . .
H25A H 1.1828 1.0765 -0.0931 0.039 Uiso 1 1 calc R . .
C26 C 1.0241(3) 0.9482(3) -0.1860(3) 0.0273(7) Uani 1 1 d . . .
H26A H 1.0720 0.8986 -0.2261 0.033 Uiso 1 1 calc R . .
H6 H 0.857(4) 1.013(3) -0.509(4) 0.030(11) Uiso 1 1 d . . .
P1 P 0.65073(9) 0.33891(8) 0.06711(7) 0.02377(18) Uani 1 1 d . . .
F1 F 0.6800(2) 0.2970(2) -0.05674(18) 0.0388(5) Uani 1 1 d . . .
F2 F 0.6218(2) 0.37979(19) 0.19066(17) 0.0333(5) Uani 1 1 d . . .
F3 F 0.5724(2) 0.4230(2) 0.03731(19) 0.0364(5) Uani 1 1 d . . .
F4 F 0.7297(2) 0.25473(19) 0.09663(19) 0.0347(5) Uani 1 1 d . . .
F5 F 0.5199(2) 0.2379(2) 0.0272(2) 0.0409(6) Uani 1 1 d . . .
F6 F 0.7812(2) 0.4403(2) 0.10674(19) 0.0373(5) Uani 1 1 d . . .
O3 O 0.8244(4) 1.2096(3) -0.3419(3) 0.0637(6) Uiso 1 1 d . . .
C27 C 0.9020(6) 1.2129(5) -0.2774(5) 0.0637(6) Uiso 1 1 d . . .
H27A H 0.9040 1.1319 -0.2928 0.076 Uiso 1 1 calc R . .
H27B H 0.8693 1.2381 -0.2069 0.076 Uiso 1 1 calc R . .
C28 C 1.0396(6) 1.2776(5) -0.2503(5) 0.0637(6) Uiso 1 1 d . . .
H28A H 1.0852 1.2635 -0.1886 0.096 Uiso 1 1 calc R . .
H28B H 1.0447 1.3598 -0.2288 0.096 Uiso 1 1 calc R . .
H28C H 1.0799 1.2523 -0.3156 0.096 Uiso 1 1 calc R . .
C29 C 0.6955(6) 1.1467(5) -0.3513(5) 0.0637(6) Uiso 1 1 d . . .
H29A H 0.6924 1.0646 -0.3682 0.076 Uiso 1 1 calc R . .
H29B H 0.6644 1.1764 -0.2806 0.076 Uiso 1 1 calc R . .
C30 C 0.6199(6) 1.1594(5) -0.4345(5) 0.0637(6) Uiso 1 1 d . . .
H30A H 0.5302 1.1167 -0.4429 0.096 Uiso 1 1 calc R . .
H30B H 0.6514 1.1296 -0.5040 0.096 Uiso 1 1 calc R . .
H30C H 0.6233 1.2409 -0.4168 0.096 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'
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'
F F 0.0171 0.0103 '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'
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'
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
_geom_angle_publ_flag
N2 Ru1 N1 79.23(11) . . ?
N2 Ru1 N3 96.68(11) . . ?
N1 Ru1 N3 172.57(11) . . ?
N2 Ru1 N4 91.71(11) . . ?
N1 Ru1 N4 95.21(11) . . ?
N3 Ru1 N4 78.62(11) . . ?
N2 Ru1 O1 174.42(10) . . ?
N1 Ru1 O1 95.24(10) . . ?
N3 Ru1 O1 88.90(10) . . ?
N4 Ru1 O1 89.54(10) . . ?
N2 Ru1 S1 96.42(8) . . ?
N1 Ru1 S1 89.95(8) . . ?
N3 Ru1 S1 96.70(8) . . ?
N4 Ru1 S1 171.06(8) . . ?
O1 Ru1 S1 82.72(7) . . ?
C2 S1 Ru1 100.22(12) . . ?
C4 S2 C5 102.52(19) . . ?
C1 O1 Ru1 119.9(2) . . ?
C7 N1 C11 118.4(3) . . ?
C7 N1 Ru1 125.8(2) . . ?
C11 N1 Ru1 115.8(2) . . ?
C16 N2 C12 118.1(3) . . ?
C16 N2 Ru1 126.1(2) . . ?
C12 N2 Ru1 115.8(2) . . ?
C26 N4 C22 118.9(3) . . ?
C26 N4 Ru1 125.3(2) . . ?
C22 N4 Ru1 115.5(2) . . ?
C17 N3 C21 117.6(3) . . ?
C17 N3 Ru1 127.0(2) . . ?
C21 N3 Ru1 115.4(2) . . ?
O1 C1 C5 120.4(3) . . ?
O1 C1 C2 119.6(3) . . ?
C5 C1 C2 120.0(3) . . ?
C3 C2 C1 121.6(3) . . ?
C3 C2 S1 120.8(3) . . ?
C1 C2 S1 117.6(2) . . ?
C4 C3 C2 124.7(4) . . ?
C3 C4 S2 125.4(3) . . ?
C1 C5 C6 121.6(3) . . ?
C1 C5 S2 125.6(3) . . ?
C6 C5 S2 112.7(3) . . ?
O2 C6 C5 123.1(4) . . ?
N1 C7 C8 122.7(3) . . ?
C7 C8 C9 118.9(3) . . ?
C10 C9 C8 118.9(3) . . ?
C9 C10 C11 119.6(3) . . ?
N1 C11 C10 121.5(3) . . ?
N1 C11 C12 114.2(3) . . ?
C10 C11 C12 124.3(3) . . ?
N2 C12 C13 121.3(3) . . ?
N2 C12 C11 114.9(3) . . ?
C13 C12 C11 123.8(3) . . ?
C14 C13 C12 119.8(4) . . ?
C15 C14 C13 118.7(4) . . ?
C14 C15 C16 119.5(3) . . ?
N2 C16 C15 122.7(3) . . ?
N3 C17 C18 123.1(3) . . ?
C19 C18 C17 119.0(3) . . ?
C18 C19 C20 119.3(3) . . ?
C19 C20 C21 119.1(3) . . ?
N3 C21 C20 121.8(3) . . ?
N3 C21 C22 115.4(3) . . ?
C20 C21 C22 122.9(3) . . ?
N4 C22 C23 121.3(3) . . ?
N4 C22 C21 115.1(3) . . ?
C23 C22 C21 123.6(3) . . ?
C22 C23 C24 119.3(4) . . ?
C25 C24 C23 119.1(4) . . ?
C24 C25 C26 119.2(3) . . ?
N4 C26 C25 122.1(3) . . ?
F2 P1 F1 179.53(13) . . ?
F2 P1 F3 90.49(12) . . ?
F1 P1 F3 89.94(13) . . ?
F2 P1 F5 90.07(13) . . ?
F1 P1 F5 89.76(13) . . ?
F3 P1 F5 90.15(13) . . ?
F2 P1 F6 89.99(13) . . ?
F1 P1 F6 90.18(13) . . ?
F3 P1 F6 89.55(13) . . ?
F5 P1 F6 179.70(15) . . ?
F2 P1 F4 89.72(12) . . ?
F1 P1 F4 89.84(12) . . ?
F3 P1 F4 179.72(14) . . ?
F5 P1 F4 90.02(13) . . ?
F6 P1 F4 90.28(13) . . ?
C27 O3 C29 119.9(5) . . ?
O3 C27 C28 128.3(6) . . ?
C30 C29 O3 107.7(5) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 N2 2.037(3) . ?
Ru1 N1 2.047(3) . ?
Ru1 N3 2.074(3) . ?
Ru1 N4 2.077(3) . ?
Ru1 O1 2.086(2) . ?
Ru1 S1 2.3153(9) . ?
S1 C2 1.694(3) . ?
S2 C4 1.690(4) . ?
S2 C5 1.724(4) . ?
O1 C1 1.293(4) . ?
O2 C6 1.225(5) . ?
N1 C7 1.349(4) . ?
N1 C11 1.361(4) . ?
N2 C16 1.353(4) . ?
N2 C12 1.361(4) . ?
N4 C26 1.344(4) . ?
N4 C22 1.358(4) . ?
N3 C17 1.347(4) . ?
N3 C21 1.360(4) . ?
C1 C5 1.405(5) . ?
C1 C2 1.466(5) . ?
C2 C3 1.408(5) . ?
C3 C4 1.358(6) . ?
C5 C6 1.453(5) . ?
C7 C8 1.384(5) . ?
C8 C9 1.388(5) . ?
C9 C10 1.386(5) . ?
C10 C11 1.389(5) . ?
C11 C12 1.473(4) . ?
C12 C13 1.390(5) . ?
C13 C14 1.388(5) . ?
C14 C15 1.375(6) . ?
C15 C16 1.378(5) . ?
C17 C18 1.382(5) . ?
C18 C19 1.373(6) . ?
C19 C20 1.381(5) . ?
C20 C21 1.395(5) . ?
C21 C22 1.471(5) . ?
C22 C23 1.387(5) . ?
C23 C24 1.389(5) . ?
C24 C25 1.375(6) . ?
C25 C26 1.388(5) . ?
P1 F2 1.598(2) . ?
P1 F1 1.603(2) . ?
P1 F3 1.604(2) . ?
P1 F5 1.604(2) . ?
P1 F6 1.604(2) . ?
P1 F4 1.608(2) . ?
O3 C27 1.100(6) . ?
O3 C29 1.422(7) . ?
C27 C28 1.479(8) . ?
C29 C30 1.352(8) . ?
