#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:27:26 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179920 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/15/7021555.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_7021555
loop_
_publ_author_name
'Sgro, Michael J.'
'Stephan, Douglas W.'
_publ_section_title
;
 Synthesis and reactivity of ruthenium tridentate bis-phosphinite ligand
 complexes.
;
_journal_issue                   29
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10460
_journal_page_last               10472
_journal_paper_doi               10.1039/c3dt51065d
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C21 H42 Cl N O2 P2 Ru S'
_chemical_formula_weight         571.08
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_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_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.0475(2)
_cell_length_b                   17.0485(4)
_cell_length_c                   13.8434(3)
_cell_measurement_reflns_used    5545
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.40
_cell_measurement_theta_min      2.64
_cell_volume                     2607.31(10)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0369
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            17452
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.89
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.924
_exptl_absorpt_correction_T_max  0.8893
_exptl_absorpt_correction_T_min  0.8226
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.442
_refine_diff_density_rms         0.066
_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     148
_refine_ls_number_reflns         3083
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0327
_refine_ls_R_factor_gt           0.0241
_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)+(0.0226P)²+1.3750P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0542
_refine_ls_wR_factor_ref         0.0577
_reflns_number_gt                2625
_reflns_number_total             3083
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt51065d.txt
_cod_data_source_block           mjs065_0ma_Compound_7
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      Pnma
_cod_database_code               7021555
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, z'
'x-1/2, y, -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
Ru1 Ru 0.718368(18) 0.2500 1.018909(15) 0.01673(7) Uani 1 2 d S
S1 S 0.50969(6) 0.2500 1.03912(5) 0.02881(17) Uani 1 2 d S
Cl1 Cl 0.75217(6) 0.2500 1.20462(5) 0.02455(15) Uani 1 2 d S
P1 P 0.70633(4) 0.11579(3) 0.99824(3) 0.02121(12) Uani 1 1 d .
O1 O 0.60043(12) 0.07000(8) 1.05990(10) 0.0285(3) Uani 1 1 d .
N1 N 0.91130(19) 0.2500 0.99363(15) 0.0180(4) Uani 1 2 d S
C3 C 0.5480(2) 0.10898(13) 1.14133(15) 0.0351(5) Uani 1 1 d .
H3A H 0.6126 0.1358 1.1782 0.042 Uiso 1 1 calc R
H3B H 0.5102 0.0696 1.1843 0.042 Uiso 1 1 calc R
C4 C 0.4544(2) 0.16795(14) 1.1116(2) 0.0469(7) Uani 1 1 d .
H4A H 0.4161 0.1893 1.1707 0.056 Uiso 1 1 calc R
H4B H 0.3907 0.1404 1.0745 0.056 Uiso 1 1 calc R
C2 C 0.83879(18) 0.05275(12) 1.02461(15) 0.0287(4) Uani 1 1 d .
H2A H 0.9076 0.0717 0.9839 0.034 Uiso 1 1 calc R
C8 C 0.8754(2) 0.06261(13) 1.13030(16) 0.0366(5) Uani 1 1 d .
H8A H 0.9455 0.0292 1.1442 0.055 Uiso 1 1 calc R
H8B H 0.8077 0.0474 1.1720 0.055 Uiso 1 1 calc R
H8C H 0.8964 0.1176 1.1425 0.055 Uiso 1 1 calc R
C7 C 0.8197(2) -0.03404(13) 1.00194(18) 0.0401(6) Uani 1 1 d .
H7A H 0.8934 -0.0634 1.0177 0.060 Uiso 1 1 calc R
H7B H 0.8013 -0.0403 0.9331 0.060 Uiso 1 1 calc R
H7C H 0.7520 -0.0542 1.0405 0.060 Uiso 1 1 calc R
C1 C 0.66077(18) 0.08086(13) 0.87755(14) 0.0285(5) Uani 1 1 d .
H1A H 0.6537 0.0224 0.8810 0.034 Uiso 1 1 calc R
C5 C 0.53687(19) 0.11306(14) 0.84723(16) 0.0359(5) Uani 1 1 d .
H5A H 0.5161 0.0931 0.7829 0.054 Uiso 1 1 calc R
H5B H 0.5399 0.1705 0.8456 0.054 Uiso 1 1 calc R
H5C H 0.4754 0.0961 0.8938 0.054 Uiso 1 1 calc R
C6 C 0.7568(2) 0.10009(15) 0.80160(16) 0.0392(6) Uani 1 1 d .
H6A H 0.7301 0.0809 0.7384 0.059 Uiso 1 1 calc R
H6B H 0.8333 0.0747 0.8191 0.059 Uiso 1 1 calc R
H6C H 0.7686 0.1570 0.7986 0.059 Uiso 1 1 calc R
C9 C 0.9930(2) 0.2500 1.06658(19) 0.0216(6) Uani 1 2 d S
H9A H 0.9635 0.2500 1.1310 0.026 Uiso 1 2 calc SR
C10 C 1.1168(2) 0.2500 1.0525(2) 0.0282(6) Uani 1 2 d S
H10A H 1.1702 0.2500 1.1063 0.034 Uiso 1 2 calc SR
C11 C 1.1621(2) 0.2500 0.9599(2) 0.0293(7) Uani 1 2 d S
H11A H 1.2469 0.2500 0.9484 0.035 Uiso 1 2 calc SR
C12 C 1.0807(2) 0.2500 0.8846(2) 0.0258(6) Uani 1 2 d S
H12A H 1.1088 0.2500 0.8197 0.031 Uiso 1 2 calc SR
C13 C 0.9583(2) 0.2500 0.90378(19) 0.0226(6) Uani 1 2 d S
H13A H 0.9039 0.2500 0.8506 0.027 Uiso 1 2 calc SR
H100 H 0.698(3) 0.2500 0.913(2) 0.031(8) Uiso 1 2 d S
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'
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'
Cl Cl 0.1484 0.1585 '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
N1 Ru1 P1 92.105(14) . .
N1 Ru1 P1 92.104(14) . 7_565
P1 Ru1 P1 164.30(3) . 7_565
N1 Ru1 S1 177.59(6) . .
P1 Ru1 S1 87.580(13) . .
P1 Ru1 S1 87.582(13) 7_565 .
N1 Ru1 Cl1 91.06(6) . .
P1 Ru1 Cl1 97.518(13) . .
P1 Ru1 Cl1 97.517(13) 7_565 .
S1 Ru1 Cl1 91.35(2) . .
N1 Ru1 H100 89.5(11) . .
P1 Ru1 H100 82.46(5) . .
P1 Ru1 H100 82.46(5) 7_565 .
S1 Ru1 H100 88.1(11) . .
Cl1 Ru1 H100 179.5(11) . .
C4 S1 C4 99.92(15) . 7_565
C4 S1 Ru1 113.47(8) . .
C4 S1 Ru1 113.47(8) 7_565 .
O1 P1 C1 97.05(8) . .
O1 P1 C2 100.62(9) . .
C1 P1 C2 101.94(10) . .
O1 P1 Ru1 116.53(5) . .
C1 P1 Ru1 116.61(7) . .
C2 P1 Ru1 120.33(7) . .
C3 O1 P1 118.44(13) . .
C13 N1 C9 115.6(2) . .
C13 N1 Ru1 121.97(17) . .
C9 N1 Ru1 122.46(17) . .
O1 C3 C4 112.00(18) . .
O1 C3 H3A 109.2 . .
C4 C3 H3A 109.2 . .
O1 C3 H3B 109.2 . .
C4 C3 H3B 109.2 . .
H3A C3 H3B 107.9 . .
C3 C4 S1 115.67(15) . .
C3 C4 H4A 108.4 . .
S1 C4 H4A 108.4 . .
C3 C4 H4B 108.4 . .
S1 C4 H4B 108.4 . .
H4A C4 H4B 107.4 . .
C8 C2 C7 109.89(18) . .
C8 C2 P1 109.51(14) . .
C7 C2 P1 114.36(15) . .
C8 C2 H2A 107.6 . .
C7 C2 H2A 107.6 . .
P1 C2 H2A 107.6 . .
C2 C8 H8A 109.5 . .
C2 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C2 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C2 C7 H7A 109.5 . .
C2 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C2 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C6 C1 C5 110.76(18) . .
C6 C1 P1 111.37(14) . .
C5 C1 P1 112.09(14) . .
C6 C1 H1A 107.5 . .
C5 C1 H1A 107.5 . .
P1 C1 H1A 107.5 . .
C1 C5 H5A 109.5 . .
C1 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C1 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
C1 C6 H6A 109.5 . .
C1 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C1 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
N1 C9 C10 123.7(3) . .
N1 C9 H9A 118.2 . .
C10 C9 H9A 118.2 . .
C11 C10 C9 119.5(3) . .
C11 C10 H10A 120.3 . .
C9 C10 H10A 120.3 . .
C10 C11 C12 117.9(3) . .
C10 C11 H11A 121.1 . .
C12 C11 H11A 121.1 . .
C11 C12 C13 119.6(3) . .
C11 C12 H12A 120.2 . .
C13 C12 H12A 120.2 . .
N1 C13 C12 123.8(3) . .
N1 C13 H13A 118.1 . .
C12 C13 H13A 118.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ru1 N1 2.160(2) .
Ru1 P1 2.3098(5) .
Ru1 P1 2.3099(5) 7_565
Ru1 S1 2.3222(7) .
Ru1 Cl1 2.5979(7) .
Ru1 H100 1.49(3) .
S1 C4 1.827(2) .
S1 C4 1.827(2) 7_565
P1 O1 1.6452(14) .
P1 C1 1.844(2) .
P1 C2 1.852(2) .
O1 C3 1.431(2) .
N1 C13 1.348(3) .
N1 C9 1.354(3) .
C3 C4 1.500(3) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C2 C8 1.527(3) .
C2 C7 1.527(3) .
C2 H2A 1.0000 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C1 C6 1.529(3) .
C1 C5 1.533(3) .
C1 H1A 1.0000 .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C9 C10 1.381(4) .
C9 H9A 0.9500 .
C10 C11 1.376(4) .
C10 H10A 0.9500 .
C11 C12 1.377(4) .
C11 H11A 0.9500 .
C12 C13 1.379(4) .
C12 H12A 0.9500 .
C13 H13A 0.9500 .
