#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:18:18 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180132 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/30/7103082.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_7103082
loop_
_publ_author_name
'Ito, Jun-ichi'
'Ujiie, Satoshi'
'Nishiyama, Hisao'
_publ_section_title
;
 A new NCN pincer ruthenium complex and its catalytic activity for
 enantioselective hydrogenation of ketones.
;
_journal_issue                   16
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1923
_journal_page_last               1925
_journal_paper_doi               10.1039/b800387d
_journal_year                    2008
_chemical_absolute_configuration rm
_chemical_formula_sum            'C26 H34.33 N2 O5.17 Ru'
_chemical_formula_weight         558.62
_chemical_name_systematic
;
?
;
_space_group_IT_number           170
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  'P 65'
_symmetry_space_group_name_H-M   'P 65'
_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                120.00
_cell_formula_units_Z            6
_cell_length_a                   21.191(5)
_cell_length_b                   21.191(5)
_cell_length_c                   10.778(5)
_cell_measurement_reflns_used    7810
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.11
_cell_measurement_theta_min      2.19
_cell_volume                     4192(2)
_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      173(2)
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0681
_diffrn_reflns_av_sigmaI/netI    0.0560
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            29361
_diffrn_reflns_theta_full        27.59
_diffrn_reflns_theta_max         27.59
_diffrn_reflns_theta_min         1.92
_exptl_absorpt_coefficient_mu    0.597
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.563508
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1738
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.638
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.089
_refine_ls_abs_structure_details
'Flack H D (1983), Acta Cryst. A39, 876-881, 2706 Friedel pairs'
_refine_ls_abs_structure_Flack   -0.03(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         6074
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0339
_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)+(0.0435P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0828
_refine_ls_wR_factor_ref         0.0871
_reflns_number_gt                5343
_reflns_number_total             6074
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b800387d.txt
_cod_data_source_block           ugi04b
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Hexagonal' changed to 'hexagonal'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Empirical' changed to
'empirical' 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 
;
_cod_original_sg_symbol_H-M      P6(5)
_cod_database_code               7103082
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'
'-x, -y, z+1/2'
'y, -x+y, z+1/6'
'x-y, x, z+5/6'
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 0.878672(15) 0.586389(14) -0.00607(3) 0.02460(8) Uani 1 1 d . . .
N1 N 0.78786(15) 0.60030(16) -0.0221(3) 0.0278(7) Uani 1 1 d . . .
N2 N 0.93533(16) 0.52852(16) 0.0235(3) 0.0282(7) Uani 1 1 d . . .
O1 O 0.66572(14) 0.54385(14) -0.0211(3) 0.0380(7) Uani 1 1 d . . .
O2 O 0.92299(16) 0.41657(15) 0.0422(3) 0.0361(7) Uani 1 1 d . . .
O3 O 0.85875(17) 0.58251(14) 0.1878(3) 0.0358(7) Uani 1 1 d . . .
O4 O 0.96235(14) 0.70097(14) 0.0249(3) 0.0358(7) Uani 1 1 d . . .
O5 O 0.89483(15) 0.58043(16) -0.2783(3) 0.0427(8) Uani 1 1 d . . .
C1 C 0.79818(18) 0.48431(18) -0.0130(4) 0.0269(7) Uani 1 1 d . . .
C2 C 0.72619(18) 0.47039(19) -0.0151(4) 0.0276(8) Uani 1 1 d . . .
C3 C 0.66788(19) 0.3982(2) -0.0122(4) 0.0325(8) Uani 1 1 d . . .
C4 C 0.6862(2) 0.3427(2) -0.0105(5) 0.0384(10) Uani 1 1 d . . .
H4 H 0.6472 0.2937 -0.0130 0.046 Uiso 1 1 calc R . .
C5 C 0.7569(2) 0.35389(19) -0.0053(4) 0.0329(8) Uani 1 1 d . . .
C6 C 0.81373(19) 0.42727(18) -0.0011(4) 0.0282(8) Uani 1 1 d . . .
C7 C 0.5895(2) 0.3776(2) -0.0079(5) 0.0466(10) Uani 1 1 d . . .
H7A H 0.5599 0.3305 -0.0491 0.070 Uiso 1 1 calc R . .
H7B H 0.5830 0.4149 -0.0504 0.070 Uiso 1 1 calc R . .
H7C H 0.5739 0.3740 0.0788 0.070 Uiso 1 1 calc R . .
C8 C 0.7702(2) 0.2902(2) -0.0037(5) 0.0453(10) Uani 1 1 d . . .
H8A H 0.8031 0.2954 -0.0717 0.068 Uiso 1 1 calc R . .
H8B H 0.7238 0.2448 -0.0139 0.068 Uiso 1 1 calc R . .
H8C H 0.7924 0.2893 0.0756 0.068 Uiso 1 1 calc R . .
C9 C 0.72700(18) 0.5390(2) -0.0201(4) 0.0287(8) Uani 1 1 d . . .
C10 C 0.6899(2) 0.6220(2) -0.0319(4) 0.0412(11) Uani 1 1 d . . .
H10A H 0.6696 0.6377 0.0363 0.049 Uiso 1 1 calc R . .
H10B H 0.6742 0.6324 -0.1121 0.049 Uiso 1 1 calc R . .
C11 C 0.7736(2) 0.6614(2) -0.0238(4) 0.0342(9) Uani 1 1 d . . .
H11 H 0.7888 0.6871 0.0578 0.041 Uiso 1 1 calc R . .
C12 C 0.7947(3) 0.6830(3) -0.2568(5) 0.0575(14) Uani 1 1 d . . .
H12A H 0.8006 0.6400 -0.2599 0.086 Uiso 1 1 calc R . .
H12B H 0.8271 0.7188 -0.3180 0.086 Uiso 1 1 calc R . .
H12C H 0.7441 0.6687 -0.2758 0.086 Uiso 1 1 calc R . .
C13 C 0.8143(2) 0.7168(2) -0.1267(5) 0.0436(11) Uani 1 1 d . . .
H13 H 0.8676 0.7364 -0.1139 0.052 Uiso 1 1 calc R . .
C14 C 0.7997(3) 0.7804(3) -0.1145(6) 0.0703(18) Uani 1 1 d . . .
H14A H 0.7492 0.7642 -0.1381 0.105 Uiso 1 1 calc R . .
H14B H 0.8328 0.8203 -0.1692 0.105 Uiso 1 1 calc R . .
H14C H 0.8078 0.7976 -0.0284 0.105 Uiso 1 1 calc R . .
C15 C 0.8922(2) 0.4587(2) 0.0205(3) 0.0301(9) Uani 1 1 d . . .
C16 C 0.9990(2) 0.4677(2) 0.0730(5) 0.0429(11) Uani 1 1 d . . .
H16A H 1.0320 0.4568 0.0240 0.051 Uiso 1 1 calc R . .
H16B H 1.0081 0.4647 0.1623 0.051 Uiso 1 1 calc R . .
C17 C 1.0113(2) 0.5435(2) 0.0405(4) 0.0316(9) Uani 1 1 d . . .
H17 H 1.0379 0.5597 -0.0403 0.038 Uiso 1 1 calc R . .
C18 C 1.0162(3) 0.5811(3) 0.2650(4) 0.0557(13) Uani 1 1 d . . .
H18A H 0.9640 0.5632 0.2564 0.083 Uiso 1 1 calc R . .
H18B H 1.0381 0.6240 0.3192 0.083 Uiso 1 1 calc R . .
H18C H 1.0235 0.5428 0.3012 0.083 Uiso 1 1 calc R . .
C19 C 1.0522(2) 0.6017(2) 0.1381(4) 0.0393(10) Uani 1 1 d . . .
H19 H 1.0516 0.6465 0.1109 0.047 Uiso 1 1 calc R . .
C20 C 1.1328(2) 0.6209(3) 0.1427(5) 0.0569(13) Uani 1 1 d . . .
H20A H 1.1586 0.6579 0.2068 0.085 Uiso 1 1 calc R . .
H20B H 1.1557 0.6400 0.0619 0.085 Uiso 1 1 calc R . .
H20C H 1.1353 0.5771 0.1624 0.085 Uiso 1 1 calc R . .
C21 C 0.8530(3) 0.6169(3) 0.3924(5) 0.0642(15) Uani 1 1 d . . .
H21A H 0.7999 0.5951 0.3885 0.096 Uiso 1 1 calc R . .
H21B H 0.8736 0.6612 0.4432 0.096 Uiso 1 1 calc R . .
H21C H 0.8651 0.5821 0.4294 0.096 Uiso 1 1 calc R . .
C22 C 0.8843(2) 0.6361(3) 0.2624(4) 0.0404(10) Uani 1 1 d . . .
C23 C 0.9361(2) 0.7078(2) 0.2362(4) 0.0459(11) Uani 1 1 d . . .
H23 H 0.9488 0.7416 0.3026 0.055 Uiso 1 1 calc R . .
C24 C 0.9719(2) 0.7364(2) 0.1223(4) 0.0422(11) Uani 1 1 d . . .
C25 C 1.0269(3) 0.8156(3) 0.1161(6) 0.0741(19) Uani 1 1 d . . .
H25A H 1.0753 0.8216 0.1020 0.111 Uiso 1 1 calc R . .
H25B H 1.0268 0.8390 0.1944 0.111 Uiso 1 1 calc R . .
H25C H 1.0146 0.8381 0.0477 0.111 Uiso 1 1 calc R . .
C26 C 0.88914(19) 0.58438(18) -0.1727(4) 0.0259(9) Uani 1 1 d . . .
O6 O 0.0116(15) 0.0156(13) 0.115(2) 0.079(8) Uiso 0.17 1 d P . .
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'
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
C26 Ru1 C1 89.17(16) . . ?
C26 Ru1 N1 93.04(15) . . ?
C1 Ru1 N1 78.46(13) . . ?
C26 Ru1 O3 175.94(15) . . ?
C1 Ru1 O3 87.07(14) . . ?
N1 Ru1 O3 84.72(12) . . ?
C26 Ru1 N2 91.37(15) . . ?
C1 Ru1 N2 78.55(13) . . ?
N1 Ru1 N2 156.52(11) . . ?
O3 Ru1 N2 89.37(12) . . ?
C26 Ru1 O4 97.80(12) . . ?
C1 Ru1 O4 172.57(14) . . ?
N1 Ru1 O4 98.48(11) . . ?
O3 Ru1 O4 85.89(10) . . ?
N2 Ru1 O4 103.76(11) . . ?
C9 N1 C11 110.1(3) . . ?
C9 N1 Ru1 112.5(2) . . ?
C11 N1 Ru1 137.2(2) . . ?
C15 N2 C17 108.6(3) . . ?
C15 N2 Ru1 112.0(2) . . ?
C17 N2 Ru1 139.3(2) . . ?
C9 O1 C10 106.1(3) . . ?
C15 O2 C16 105.4(3) . . ?
C22 O3 Ru1 126.9(3) . . ?
C24 O4 Ru1 126.2(3) . . ?
C2 C1 C6 121.2(3) . . ?
C2 C1 Ru1 118.9(3) . . ?
C6 C1 Ru1 119.4(2) . . ?
C1 C2 C3 120.0(3) . . ?
C1 C2 C9 108.9(3) . . ?
C3 C2 C9 131.0(3) . . ?
C2 C3 C4 116.7(3) . . ?
C2 C3 C7 124.3(4) . . ?
C4 C3 C7 119.0(3) . . ?
C5 C4 C3 125.3(3) . . ?
C4 C5 C6 116.1(3) . . ?
C4 C5 C8 120.8(3) . . ?
C6 C5 C8 123.1(4) . . ?
C1 C6 C5 120.3(3) . . ?
C1 C6 C15 108.8(3) . . ?
C5 C6 C15 130.8(3) . . ?
N1 C9 O1 115.9(3) . . ?
N1 C9 C2 120.9(3) . . ?
O1 C9 C2 123.2(3) . . ?
O1 C10 C11 105.3(3) . . ?
N1 C11 C13 113.5(3) . . ?
N1 C11 C10 102.2(3) . . ?
C13 C11 C10 115.5(4) . . ?
C11 C13 C14 109.2(4) . . ?
C11 C13 C12 112.9(4) . . ?
C14 C13 C12 111.2(4) . . ?
N2 C15 O2 116.6(3) . . ?
N2 C15 C6 121.1(3) . . ?
O2 C15 C6 122.3(3) . . ?
O2 C16 C17 105.7(3) . . ?
N2 C17 C19 112.1(3) . . ?
N2 C17 C16 101.9(3) . . ?
C19 C17 C16 114.9(3) . . ?
C17 C19 C18 112.9(4) . . ?
C17 C19 C20 110.1(4) . . ?
C18 C19 C20 112.0(4) . . ?
O3 C22 C23 126.9(4) . . ?
O3 C22 C21 114.3(4) . . ?
C23 C22 C21 118.8(4) . . ?
C22 C23 C24 127.5(4) . . ?
O4 C24 C23 125.7(4) . . ?
O4 C24 C25 116.1(4) . . ?
C23 C24 C25 118.2(4) . . ?
O5 C26 Ru1 177.5(3) . . ?
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 C26 1.813(5) . ?
Ru1 C1 1.976(3) . ?
Ru1 N1 2.095(3) . ?
Ru1 O3 2.125(3) . ?
Ru1 N2 2.126(3) . ?
Ru1 O4 2.201(3) . ?
N1 C9 1.294(4) . ?
N1 C11 1.470(5) . ?
N2 C15 1.293(5) . ?
N2 C17 1.488(5) . ?
O1 C9 1.353(4) . ?
O1 C10 1.473(5) . ?
O2 C15 1.365(4) . ?
O2 C16 1.461(5) . ?
O3 C22 1.271(5) . ?
O4 C24 1.247(5) . ?
O5 C26 1.151(6) . ?
C1 C2 1.402(5) . ?
C1 C6 1.409(5) . ?
C2 C3 1.406(5) . ?
C2 C9 1.447(5) . ?
C3 C4 1.412(6) . ?
C3 C7 1.493(5) . ?
C4 C5 1.397(6) . ?
C5 C6 1.413(5) . ?
C5 C8 1.510(5) . ?
C6 C15 1.468(5) . ?
C10 C11 1.539(5) . ?
C11 C13 1.529(6) . ?
C12 C13 1.534(7) . ?
C13 C14 1.534(6) . ?
C16 C17 1.536(5) . ?
C17 C19 1.519(6) . ?
C18 C19 1.519(7) . ?
C19 C20 1.547(6) . ?
C21 C22 1.516(6) . ?
C22 C23 1.388(6) . ?
C23 C24 1.411(6) . ?
C24 C25 1.490(6) . ?
