#------------------------------------------------------------------------------
#$Date: 2018-10-05 15:19:55 +0300 (Fri, 05 Oct 2018) $
#$Revision: 211332 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/10/95/4109568.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_4109568
loop_
_publ_author_name
'Soon Hyeok Hong'
'Anna G. Wenzel'
'Tina T. Salguero'
'Michael W. Day'
'Robert H. Grubbs'
_publ_section_title
;
 Decomposition of Ruthenium Olefin Metathesis Catalysts
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              7961
_journal_page_last               7968
_journal_paper_doi               10.1021/ja0713577
_journal_volume                  129
_journal_year                    2007
_chemical_formula_sum            'C36 H41 Cl2 N5 Ru'
_chemical_formula_weight         715.71
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_atom_sites_solution_hydrogens   difmap
_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                   11.3376(7)
_cell_length_b                   13.3755(8)
_cell_length_c                   21.4203(14)
_cell_measurement_reflns_used    15081
_cell_measurement_temperature    98(2)
_cell_measurement_theta_max      28.09
_cell_measurement_theta_min      2.35
_cell_volume                     3248.3(4)
_computing_cell_refinement       'Bruker SAINT v6.022'
_computing_data_collection       'Bruker SMART v.5.054'
_computing_data_reduction        'Bruker SAINT v6.022'
_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      98(2)
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD'
_diffrn_measurement_method       'ω scans at 5 φ settings'
_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  0.0635
_diffrn_reflns_av_sigmaI/netI    0.0377
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            44246
_diffrn_reflns_theta_full        28.26
_diffrn_reflns_theta_max         28.26
_diffrn_reflns_theta_min         1.90
_exptl_absorpt_coefficient_mu    0.681
_exptl_absorpt_correction_T_max  0.9475
_exptl_absorpt_correction_T_min  0.8064
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1480
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.301
_refine_diff_density_min         -0.675
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.716
_refine_ls_hydrogen_treatment    Unrestrained
_refine_ls_matrix_type           'Full matrix'
_refine_ls_number_parameters     283
_refine_ls_number_reflns         3886
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.716
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0320
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     w=1/s²(Fo²)
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_gt          0.0498
_refine_ls_wR_factor_ref         0.0509
_reflns_number_gt                2923
_reflns_number_total             3886
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0713577si20070226_014654.cif
_cod_data_source_block           compound25
_cod_depositor_comments
;
The following automatic conversions were performed:

'_atom_sites_solution_primary' value 'direct methods' was changed to
'direct'.

'_atom_sites_solution_secondary' value 'Difference Fourier map' was
changed to 'difmap'.

'_atom_sites_solution_hydrogens' value 'Difference Fourier map' was
changed to 'difmap'.

Automatic conversion script
Id: cif_fix_values 6452 2018-10-05 10:23:21Z andrius 
;
_cod_database_code               4109568
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-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
Ru Ru 1.0000 0.163944(16) 0.2500 0.01188(6) Uani 1 2 d S
Cl Cl 0.79656(4) 0.16212(4) 0.28735(2) 0.01871(11) Uani 1 1 d .
N1 N 0.97833(17) 0.38051(12) 0.20092(8) 0.0266(5) Uani 1 1 d .
N2 N 0.94210(15) 0.14204(11) 0.15657(8) 0.0164(4) Uani 1 1 d .
N3 N 1.0000 0.00127(15) 0.2500 0.0134(4) Uani 1 2 d S
C1 C 1.0000 0.31738(19) 0.2500 0.0164(6) Uani 1 2 d S
C2 C 0.9723(4) 0.4869(2) 0.21875(13) 0.0580(11) Uani 1 1 d .
C3 C 0.95937(19) 0.36222(14) 0.13604(9) 0.0185(5) Uani 1 1 d .
C4 C 0.84624(18) 0.34463(15) 0.11338(10) 0.0210(5) Uani 1 1 d .
C5 C 0.8316(2) 0.33645(17) 0.04936(11) 0.0249(5) Uani 1 1 d .
C6 C 0.9242(2) 0.34821(16) 0.00789(10) 0.0270(5) Uani 1 1 d .
C7 C 1.0342(2) 0.36873(17) 0.03215(11) 0.0278(6) Uani 1 1 d .
C8 C 1.05462(19) 0.37624(16) 0.09547(10) 0.0217(5) Uani 1 1 d .
C9 C 0.7431(2) 0.3351(3) 0.15654(15) 0.0388(7) Uani 1 1 d .
C10 C 0.9079(4) 0.3369(3) -0.06165(13) 0.0525(9) Uani 1 1 d .
C11 C 1.1750(3) 0.3977(2) 0.12112(18) 0.0428(8) Uani 1 1 d .
C12 C 0.8338(2) 0.10343(15) 0.14559(11) 0.0242(5) Uani 1 1 d .
C13 C 0.7964(2) 0.07014(17) 0.08825(11) 0.0291(6) Uani 1 1 d .
C14 C 0.8716(2) 0.07433(17) 0.03829(12) 0.0323(6) Uani 1 1 d .
C15 C 0.9823(2) 0.11331(17) 0.04771(11) 0.0291(6) Uani 1 1 d .
C16 C 1.0130(2) 0.14562(15) 0.10640(9) 0.0231(5) Uani 1 1 d .
C17 C 1.06132(18) -0.05154(16) 0.20763(10) 0.0168(5) Uani 1 1 d .
C18 C 1.06341(18) -0.15443(16) 0.20638(10) 0.0204(5) Uani 1 1 d .
C19 C 1.0000 -0.2069(2) 0.2500 0.0214(6) Uani 1 2 d S
H2A H 1.008(2) 0.526(2) 0.1902(12) 0.054(8) Uiso 1 1 d .
H2B H 0.890(2) 0.503(2) 0.2185(12) 0.063(11) Uiso 1 1 d .
H5 H 0.7582(18) 0.3213(15) 0.0332(9) 0.027(6) Uiso 1 1 d .
H7 H 1.0978(19) 0.3783(15) 0.0044(10) 0.033(7) Uiso 1 1 d .
H9A H 0.7607(18) 0.2928(16) 0.1914(10) 0.029(6) Uiso 1 1 d .
H9B H 0.721(2) 0.393(2) 0.1693(13) 0.068(10) Uiso 1 1 d .
H9C H 0.674(3) 0.309(2) 0.1352(13) 0.067(10) Uiso 1 1 d .
H10A H 0.832(2) 0.341(2) -0.0703(12) 0.057(10) Uiso 1 1 d .
H10B H 0.932(3) 0.278(3) -0.0759(14) 0.081(12) Uiso 1 1 d .
H10C H 0.955(3) 0.384(3) -0.0866(17) 0.115(15) Uiso 1 1 d .
H11A H 1.180(3) 0.465(2) 0.1402(14) 0.088(12) Uiso 1 1 d .
H11B H 1.227(2) 0.395(2) 0.0908(12) 0.050(9) Uiso 1 1 d .
H11C H 1.197(2) 0.3544(18) 0.1527(11) 0.044(8) Uiso 1 1 d .
H12 H 0.782(2) 0.0992(16) 0.1843(11) 0.043(7) Uiso 1 1 d .
H13 H 0.7176(19) 0.0426(16) 0.0865(10) 0.036(7) Uiso 1 1 d .
H14 H 0.8486(18) 0.0552(15) -0.0022(10) 0.027(6) Uiso 1 1 d .
H15 H 1.0349(17) 0.1169(15) 0.0145(9) 0.020(6) Uiso 1 1 d .
H16 H 1.0857(17) 0.1721(14) 0.1133(8) 0.014(5) Uiso 1 1 d .
H17 H 1.1027(15) -0.0156(13) 0.1786(8) 0.009(5) Uiso 1 1 d .
H18 H 1.1099(16) -0.1853(13) 0.1775(9) 0.012(5) Uiso 1 1 d .
H19 H 1.0000 -0.272(2) 0.2500 0.019(7) 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'
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
_geom_angle_publ_flag
C1 Ru N2 97.92(4) . . yes
C1 Ru N2 97.92(4) . 3_755 yes
N2 Ru N2 164.16(8) . 3_755 yes
C1 Ru N3 180.0 . . yes
N2 Ru N3 82.08(4) . . yes
N2 Ru N3 82.08(4) 3_755 . yes
C1 Ru Cl 90.573(13) . . yes
N2 Ru Cl 90.88(5) . . yes
N2 Ru Cl 88.96(5) 3_755 . yes
N3 Ru Cl 89.427(13) . . yes
C1 Ru Cl 90.573(13) . 3_755 yes
N2 Ru Cl 88.96(5) . 3_755 yes
N2 Ru Cl 90.88(5) 3_755 3_755 yes
N3 Ru Cl 89.427(13) . 3_755 yes
Cl Ru Cl 178.85(3) . 3_755 yes
C1 N1 C3 131.92(17) . . ?
C1 N1 C2 113.84(18) . . ?
C3 N1 C2 114.23(17) . . ?
C12 N2 C16 114.72(19) . . ?
C12 N2 Ru 119.76(14) . . ?
C16 N2 Ru 124.28(15) . . ?
C17 N3 C17 116.6(2) 3_755 . ?
C17 N3 Ru 121.71(12) 3_755 . ?
C17 N3 Ru 121.71(12) . . ?
N1 C1 N1 103.9(2) 3_755 . ?
N1 C1 Ru 128.03(11) 3_755 . ?
N1 C1 Ru 128.03(11) . . ?
N1 C2 C2 102.40(15) . 3_755 ?
N1 C2 H2A 111.3(17) . . ?
C2 C2 H2A 115.1(18) 3_755 . ?
N1 C2 H2B 104.8(18) . . ?
C2 C2 H2B 114.8(17) 3_755 . ?
H2A C2 H2B 108(2) . . ?
C4 C3 C8 121.16(19) . . ?
C4 C3 N1 120.50(19) . . ?
C8 C3 N1 117.76(19) . . ?
C5 C4 C3 117.99(19) . . ?
C5 C4 C9 120.7(2) . . ?
C3 C4 C9 121.3(2) . . ?
C4 C5 C6 122.3(2) . . ?
C4 C5 H5 119.8(13) . . ?
C6 C5 H5 117.8(13) . . ?
C7 C6 C5 117.8(2) . . ?
C7 C6 C10 120.2(3) . . ?
C5 C6 C10 122.0(3) . . ?
C6 C7 C8 122.5(2) . . ?
C6 C7 H7 118.7(14) . . ?
C8 C7 H7 118.8(14) . . ?
C7 C8 C3 118.1(2) . . ?
C7 C8 C11 121.8(2) . . ?
C3 C8 C11 120.1(2) . . ?
C4 C9 H9A 111.6(13) . . ?
C4 C9 H9B 110.5(19) . . ?
H9A C9 H9B 110(2) . . ?
C4 C9 H9C 111.5(17) . . ?
H9A C9 H9C 109(2) . . ?
H9B C9 H9C 104(2) . . ?
C6 C10 H10A 108.7(18) . . ?
C6 C10 H10B 113(2) . . ?
H10A C10 H10B 106(3) . . ?
C6 C10 H10C 114(2) . . ?
H10A C10 H10C 112(3) . . ?
H10B C10 H10C 102(3) . . ?
C8 C11 H11A 112.1(19) . . ?
C8 C11 H11B 109.2(18) . . ?
H11A C11 H11B 108(3) . . ?
C8 C11 H11C 113.4(15) . . ?
H11A C11 H11C 105(2) . . ?
H11B C11 H11C 110(2) . . ?
N2 C12 C13 124.0(2) . . ?
N2 C12 H12 113.9(13) . . ?
C13 C12 H12 122.1(13) . . ?
C12 C13 C14 119.5(2) . . ?
C12 C13 H13 116.3(13) . . ?
C14 C13 H13 124.2(13) . . ?
C15 C14 C13 118.0(2) . . ?
C15 C14 H14 119.5(13) . . ?
C13 C14 H14 122.4(13) . . ?
C16 C15 C14 119.0(2) . . ?
C16 C15 H15 121.4(12) . . ?
C14 C15 H15 119.6(12) . . ?
N2 C16 C15 124.7(2) . . ?
N2 C16 H16 115.3(12) . . ?
C15 C16 H16 120.1(12) . . ?
N3 C17 C18 123.2(2) . . ?
N3 C17 H17 116.6(11) . . ?
C18 C17 H17 120.2(11) . . ?
C19 C18 C17 119.3(2) . . ?
C19 C18 H18 122.2(12) . . ?
C17 C18 H18 118.4(12) . . ?
C18 C19 C18 118.5(3) 3_755 . ?
C18 C19 H19 120.77(14) 3_755 . ?
C18 C19 H19 120.77(14) . . ?
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
Ru C1 2.052(3) . yes
Ru N2 2.1265(16) . yes
Ru N2 2.1265(16) 3_755 yes
Ru N3 2.176(2) . yes
Ru Cl 2.4415(5) . yes
Ru Cl 2.4415(5) 3_755 yes
N1 C1 1.371(2) . ?
N1 C3 1.427(2) . ?
N1 C2 1.475(3) . ?
N2 C12 1.353(3) . ?
N2 C16 1.343(3) . ?
N3 C17 1.344(2) 3_755 ?
N3 C17 1.344(2) . ?
C1 N1 1.371(2) 3_755 ?
C2 C2 1.479(5) 3_755 ?
C2 H2A 0.90(3) . ?
C2 H2B 0.95(2) . ?
C3 C4 1.391(3) . ?
C3 C8 1.399(3) . ?
C4 C5 1.386(3) . ?
C4 C9 1.496(3) . ?
C5 C6 1.384(3) . ?
C5 H5 0.92(2) . ?
C6 C7 1.379(3) . ?
C6 C10 1.508(3) . ?
C7 C8 1.380(3) . ?
C7 H7 0.94(2) . ?
C8 C11 1.499(3) . ?
C9 H9A 0.96(2) . ?
C9 H9B 0.86(3) . ?
C9 H9C 0.97(3) . ?
C10 H10A 0.89(3) . ?
C10 H10B 0.89(3) . ?
C10 H10C 0.98(4) . ?
C11 H11A 0.99(3) . ?
C11 H11B 0.88(2) . ?
C11 H11C 0.93(2) . ?
C12 C13 1.374(3) . ?
C12 H12 1.02(2) . ?
C13 C14 1.370(3) . ?
C13 H13 0.97(2) . ?
C14 C15 1.373(3) . ?
C14 H14 0.94(2) . ?
C15 C16 1.374(3) . ?
C15 H15 0.929(19) . ?
C16 H16 0.909(19) . ?
C17 C18 1.377(3) . ?
C17 H17 0.917(17) . ?
C18 C19 1.372(3) . ?
C18 H18 0.911(18) . ?
C19 C18 1.372(3) 3_755 ?
C19 H19 0.88(3) . ?
