#------------------------------------------------------------------------------
#$Date: 2016-03-24 00:16:32 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179529 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/26/4342629.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_4342629
loop_
_publ_author_name
'Li, Zheng-Zheng'
'Wen, A-Hao'
'Yao, Su-Yang'
'Ye, Bao-Hui'
_publ_section_title
;
 Enantioselective Syntheses of Sulfoxides in Octahedral Ruthenium(II)
 Complexes via a Chiral-at-Metal Strategy.
;
_journal_issue                   6
_journal_name_full               'Inorganic chemistry'
_journal_page_first              2726
_journal_page_last               2733
_journal_paper_doi               10.1021/ic502898e
_journal_volume                  54
_journal_year                    2015
_chemical_absolute_configuration ad
_chemical_formula_sum            'C29 H27 Cl2 F6 N4 O2 P Ru S'
_chemical_formula_weight         812.55
_chemical_name_systematic
;
 ? 
;
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 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                 105.063(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.6534(3)
_cell_length_b                   8.84210(10)
_cell_length_c                   17.9476(3)
_cell_measurement_reflns_used    6458
_cell_measurement_temperature    226(2)
_cell_measurement_theta_max      73.91
_cell_measurement_theta_min      4.23
_cell_volume                     3318.21(9)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_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      226(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Germini S Ultra'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_sigmaI/netI    0.0399
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            13981
_diffrn_reflns_theta_full        73.91
_diffrn_reflns_theta_max         73.91
_diffrn_reflns_theta_min         4.23
_diffrn_standards_decay_%        negligible
_exptl_absorpt_coefficient_mu    6.961
_exptl_absorpt_correction_T_max  0.5428
_exptl_absorpt_correction_T_min  0.1285
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.626
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1632
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.521
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.030(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     418
_refine_ls_number_reflns         6458
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0323
_refine_ls_R_factor_gt           0.0301
_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)+(0.0410P)²+2.0760P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0753
_refine_ls_wR_factor_ref         0.0772
_reflns_number_gt                6186
_reflns_number_total             6458
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic502898e_si_003.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3086 2015-02-26 13:12:21Z robertas 

 Adding full bibliography for 4342627--4342630.cif.
;
_cod_original_cell_volume        3318.21(8)
_cod_original_sg_symbol_H-M      C2
_cod_database_code               4342629
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -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
Ru1 Ru -0.245488(9) -0.40088(3) -0.295454(11) 0.03090(7) Uani 1 1 d .
N1 N -0.32196(15) -0.4486(3) -0.25188(16) 0.0378(6) Uani 1 1 d .
N4 N -0.29368(14) -0.2051(3) -0.34693(17) 0.0361(6) Uani 1 1 d .
N3 N -0.28494(12) -0.4735(3) -0.40851(14) 0.0299(5) Uani 1 1 d .
N2 N -0.21643(17) -0.3005(4) -0.18943(17) 0.0464(7) Uani 1 1 d .
C14 C -0.33504(16) -0.3904(7) -0.53705(18) 0.0453(8) Uani 1 1 d .
H13 H -0.3532 -0.3112 -0.5706 0.054 Uiso 1 1 calc R
C5 C -0.3191(2) -0.3849(6) -0.1815(2) 0.0490(9) Uani 1 1 d .
C16 C -0.32310(15) -0.2188(4) -0.4232(2) 0.0359(7) Uani 1 1 d .
C15 C -0.31410(15) -0.3649(3) -0.45794(18) 0.0344(8) Uani 1 1 d .
C13 C -0.32899(19) -0.5317(5) -0.5658(2) 0.0475(9) Uani 1 1 d .
H24 H -0.3422 -0.5501 -0.6192 0.057 Uiso 1 1 calc R
C1 C -0.37433(19) -0.5272(5) -0.2878(2) 0.0472(8) Uani 1 1 d .
H25 H -0.3762 -0.5704 -0.3362 0.057 Uiso 1 1 calc R
C10 C -0.1614(3) -0.2258(6) -0.1619(3) 0.0641(13) Uani 1 1 d .
H26 H -0.1324 -0.2201 -0.1928 0.077 Uiso 1 1 calc R
C11 C -0.28107(16) -0.6113(4) -0.4375(2) 0.0375(7) Uani 1 1 d .
H31 H -0.2623 -0.6892 -0.4034 0.045 Uiso 1 1 calc R
C12 C -0.30343(17) -0.6454(5) -0.5157(2) 0.0449(8) Uani 1 1 d .
H32 H -0.3010 -0.7445 -0.5337 0.054 Uiso 1 1 calc R
C4 C -0.3699(2) -0.4014(9) -0.1479(2) 0.0677(11) Uani 1 1 d .
H34 H -0.3679 -0.3569 -0.0998 0.081 Uiso 1 1 calc R
C20 C -0.2992(2) -0.0736(5) -0.3120(3) 0.0518(9) Uani 1 1 d .
H37 H -0.2779 -0.0623 -0.2596 0.062 Uiso 1 1 calc R
C18 C -0.3658(2) 0.0311(5) -0.4265(3) 0.0603(11) Uani 1 1 d .
H39 H -0.3908 0.1107 -0.4532 0.072 Uiso 1 1 calc R
C2 C -0.4258(2) -0.5471(6) -0.2559(3) 0.0653(12) Uani 1 1 d .
H43 H -0.4617 -0.6034 -0.2821 0.078 Uiso 1 1 calc R
C7 C -0.2459(4) -0.2335(9) -0.0744(3) 0.091(2) Uani 1 1 d .
H44 H -0.2756 -0.2351 -0.0443 0.109 Uiso 1 1 calc R
C17 C -0.3595(2) -0.1027(5) -0.4640(3) 0.0504(9) Uani 1 1 d .
H48 H -0.3798 -0.1144 -0.5167 0.060 Uiso 1 1 calc R
C9 C -0.1453(4) -0.1577(9) -0.0913(4) 0.098(2) Uani 1 1 d .
H57 H -0.1057 -0.1088 -0.0731 0.118 Uiso 1 1 calc R
C3 C -0.4234(3) -0.4833(7) -0.1855(4) 0.0735(15) Uani 1 1 d .
H60 H -0.4577 -0.4951 -0.1630 0.088 Uiso 1 1 calc R
C19 C -0.3350(2) 0.0460(5) -0.3498(3) 0.0625(12) Uani 1 1 d .
H61 H -0.3382 0.1362 -0.3234 0.075 Uiso 1 1 calc R
C8 C -0.1883(4) -0.1627(10) -0.0481(4) 0.109(3) Uani 1 1 d .
H62 H -0.1782 -0.1165 0.0007 0.131 Uiso 1 1 calc R
C6 C -0.2602(2) -0.3038(5) -0.1469(2) 0.0545(10) Uani 1 1 d .
S1 S -0.18815(4) -0.61008(10) -0.25655(5) 0.03780(17) Uani 1 1 d .
O1 O -0.16562(12) -0.3292(3) -0.32973(15) 0.0409(5) Uani 1 1 d .
C22 C -0.06704(16) -0.3975(8) -0.35547(19) 0.0522(8) Uani 1 1 d .
H7 H -0.0634 -0.3018 -0.3767 0.063 Uiso 1 1 calc R
C21 C -0.12018(16) -0.4291(4) -0.32545(19) 0.0406(9) Uani 1 1 d .
C26 C -0.12128(16) -0.5728(4) -0.2923(2) 0.0394(7) Uani 1 1 d .
O2 O -0.21299(15) -0.7636(3) -0.2811(2) 0.0590(8) Uani 1 1 d .
C24 C -0.0240(2) -0.6484(7) -0.3226(3) 0.0663(13) Uani 1 1 d .
H1 H 0.0075 -0.7211 -0.3232 0.080 Uiso 1 1 calc R
C25 C -0.0739(2) -0.6823(5) -0.2906(2) 0.0524(9) Uani 1 1 d .
H2 H -0.0761 -0.7774 -0.2680 0.063 Uiso 1 1 calc R
C23 C -0.0210(2) -0.5049(7) -0.3540(3) 0.0662(13) Uani 1 1 d .
H20 H 0.0136 -0.4813 -0.3746 0.079 Uiso 1 1 calc R
C28 C -0.1998(4) -0.6840(10) -0.1122(4) 0.102(3) Uani 1 1 d .
H22A H -0.2157 -0.7826 -0.1320 0.154 Uiso 1 1 calc R
H22B H -0.2351 -0.6133 -0.1202 0.154 Uiso 1 1 calc R
H22C H -0.1792 -0.6918 -0.0575 0.154 Uiso 1 1 calc R
C27 C -0.1516(2) -0.6283(7) -0.1545(3) 0.0585(12) Uani 1 1 d .
H27A H -0.1158 -0.6996 -0.1462 0.070 Uiso 1 1 calc R
H27B H -0.1346 -0.5300 -0.1335 0.070 Uiso 1 1 calc R
P1 P -0.5000 -0.5398(2) -0.5000 0.0563(4) Uani 1 2 d S
P2 P 0.0000 -0.8397(2) 0.0000 0.0524(3) Uani 1 2 d S
F1 F -0.45122(17) -0.4117(6) -0.4612(2) 0.0969(11) Uani 1 1 d .
F2 F -0.52607(17) -0.5384(6) -0.4249(2) 0.1009(13) Uani 1 1 d .
F6 F 0.02149(18) -0.8402(6) 0.09022(16) 0.1074(17) Uani 1 1 d .
F5 F -0.07337(16) -0.8400(5) 0.00106(19) 0.0953(13) Uani 1 1 d .
F3 F -0.5524(3) -0.6570(6) -0.5385(3) 0.150(3) Uani 1 1 d .
F4 F 0.0000 -0.6634(7) 0.0000 0.141(3) Uani 1 2 d S
F7 F 0.0000 -1.0158(6) 0.0000 0.126(3) Uani 1 2 d S
Cl2 Cl 0.01828(15) -1.3164(3) -0.1006(2) 0.1394(9) Uani 1 1 d .
Cl1 Cl 0.12752(16) -1.4495(4) -0.1359(3) 0.1684(14) Uani 1 1 d .
C29 C 0.0458(5) -1.4647(10) -0.1390(6) 0.125(3) Uani 1 1 d .
H3A H 0.0212 -1.4757 -0.1928 0.150 Uiso 1 1 calc R
H3B H 0.0393 -1.5562 -0.1112 0.150 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru 0.0552 3.2960 '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 N4 88.81(11) . .
N1 Ru1 N3 98.07(11) . .
N1 Ru1 S1 98.55(8) . .
N1 Ru1 O1 172.61(12) . .
N4 Ru1 S1 171.21(8) . .
N3 Ru1 N4 78.20(12) . .
N3 Ru1 S1 95.90(8) . .
N2 Ru1 N1 79.52(13) . .
N2 Ru1 N4 92.82(13) . .
N2 Ru1 N3 170.79(13) . .
N2 Ru1 S1 93.26(10) . .
N2 Ru1 O1 93.71(13) . .
O1 Ru1 N4 88.58(10) . .
O1 Ru1 N3 88.16(10) . .
O1 Ru1 S1 84.69(8) . .
C5 N1 Ru1 114.9(3) . .
C1 N1 Ru1 126.0(3) . .
C1 N1 C5 119.0(3) . .
C16 N4 Ru1 114.7(2) . .
C20 N4 Ru1 127.0(3) . .
C20 N4 C16 118.2(3) . .
C15 N3 Ru1 115.1(2) . .
C11 N3 Ru1 127.4(2) . .
C11 N3 C15 117.4(3) . .
C10 N2 Ru1 125.9(3) . .
C10 N2 C6 119.0(4) . .
C6 N2 Ru1 114.9(3) . .
C13 C14 C15 119.6(4) . .
N1 C5 C4 120.3(4) . .
N1 C5 C6 114.8(3) . .
C4 C5 C6 124.8(4) . .
N4 C16 C15 115.3(3) . .
N4 C16 C17 121.5(4) . .
C17 C16 C15 123.2(3) . .
N3 C15 C14 121.9(4) . .
N3 C15 C16 116.0(3) . .
C14 C15 C16 122.1(3) . .
C12 C13 C14 119.1(3) . .
N1 C1 C2 122.3(4) . .
N2 C10 C9 123.2(6) . .
N3 C11 C12 123.3(3) . .
C13 C12 C11 118.6(4) . .
C3 C4 C5 119.9(4) . .
N4 C20 C19 122.8(4) . .
C19 C18 C17 119.1(4) . .
C3 C2 C1 119.0(5) . .
C8 C7 C6 119.0(6) . .
C16 C17 C18 119.4(4) . .
C8 C9 C10 117.9(6) . .
C2 C3 C4 119.4(4) . .
C18 C19 C20 119.0(4) . .
C9 C8 C7 121.2(5) . .
N2 C6 C5 115.6(3) . .
N2 C6 C7 119.6(5) . .
C7 C6 C5 124.8(5) . .
C26 S1 Ru1 100.01(13) . .
C26 S1 C27 101.6(2) . .
O2 S1 Ru1 122.35(12) . .
O2 S1 C26 109.40(19) . .
O2 S1 C27 104.4(2) . .
C27 S1 Ru1 116.89(18) . .
C21 O1 Ru1 116.6(2) . .
C23 C22 C21 120.9(5) . .
O1 C21 C22 121.1(4) . .
O1 C21 C26 122.6(3) . .
C26 C21 C22 116.3(4) . .
C21 C26 S1 115.4(3) . .
C25 C26 S1 121.9(3) . .
C25 C26 C21 122.6(4) . .
C25 C24 C23 119.3(4) . .
C24 C25 C26 119.1(4) . .
C22 C23 C24 121.7(4) . .
C28 C27 S1 111.0(4) . .
F1 P1 F1 88.5(4) . 2_454
F1 P1 F2 88.0(2) 2_454 2_454
F1 P1 F2 91.4(2) . 2_454
F1 P1 F2 91.4(2) 2_454 .
F1 P1 F2 88.0(2) . .
F2 P1 F2 179.1(4) . 2_454
F3 P1 F1 87.4(3) 2_454 .
F3 P1 F1 175.5(4) . .
F3 P1 F1 175.5(4) 2_454 2_454
F3 P1 F1 87.4(3) . 2_454
F3 P1 F2 90.2(3) 2_454 2_454
F3 P1 F2 90.2(3) . .
F3 P1 F2 90.4(3) . 2_454
F3 P1 F2 90.4(3) 2_454 .
F3 P1 F3 96.7(5) 2_454 .
F6 P2 F6 179.7(4) . 2
F6 P2 F5 90.97(18) 2 2
F6 P2 F5 89.03(18) 2 .
F6 P2 F5 90.97(18) . .
F6 P2 F5 89.03(18) . 2
F5 P2 F5 179.8(4) 2 .
F4 P2 F6 90.2(2) . .
F4 P2 F6 90.2(2) . 2
F4 P2 F5 90.09(19) . .
F4 P2 F5 90.09(19) . 2
F7 P2 F6 89.8(2) . .
F7 P2 F6 89.8(2) . 2
F7 P2 F5 89.91(19) . 2
F7 P2 F5 89.91(19) . .
F7 P2 F4 180.000(1) . .
Cl2 C29 Cl1 113.2(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ru1 N1 2.050(3) .
Ru1 N4 2.106(3) .
Ru1 N3 2.088(3) .
Ru1 N2 2.045(3) .
Ru1 S1 2.2361(8) .
Ru1 O1 2.079(2) .
N1 C5 1.370(5) .
N1 C1 1.344(5) .
N4 C16 1.356(5) .
N4 C20 1.341(5) .
N3 C15 1.348(4) .
N3 C11 1.336(4) .
N2 C10 1.340(6) .
N2 C6 1.363(6) .
C14 C15 1.392(5) .
C14 C13 1.371(7) .
C5 C4 1.392(6) .
C5 C6 1.456(7) .
C16 C15 1.469(5) .
C16 C17 1.383(5) .
C13 C12 1.365(6) .
C1 C2 1.390(6) .
C10 C9 1.365(8) .
C11 C12 1.394(5) .
C4 C3 1.383(9) .
C20 C19 1.380(7) .
C18 C17 1.385(7) .
C18 C19 1.370(8) .
C2 C3 1.373(8) .
C7 C8 1.366(12) .
C7 C6 1.402(6) .
C9 C8 1.358(12) .
S1 C26 1.760(4) .
S1 O2 1.484(3) .
S1 C27 1.804(5) .
O1 C21 1.309(5) .
C22 C21 1.419(5) .
C22 C23 1.373(8) .
C21 C26 1.406(5) .
C26 C25 1.406(5) .
C24 C25 1.381(7) .
C24 C23 1.397(8) .
C28 C27 1.523(8) .
P1 F1 1.581(4) .
P1 F1 1.581(4) 2_454
P1 F2 1.591(4) .
P1 F2 1.591(4) 2_454
P1 F3 1.560(4) 2_454
P1 F3 1.560(4) .
P2 F6 1.564(3) 2
P2 F6 1.564(3) .
P2 F5 1.594(3) .
P2 F5 1.594(3) 2
P2 F4 1.558(6) .
P2 F7 1.557(6) .
Cl2 C29 1.662(9) .
Cl1 C29 1.760(11) .
