#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/00/09/7000939.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_7000939
loop_
_publ_author_name
'Djukic, Jean-Pierre'
'Parkhomenko, Ksenia'
'Hijazi, Akram'
'Chemmi, Atika'
'Allouche, Lionel'
'Brelot, Lydia'
'Pfeffer, Michel'
'Ricard, Louis'
'Le Goff, Xavier-Frédéric'
_publ_section_title
;
 μ-Chlorido, μ-hydroxo-bridged dicarbonyl ruthenacycles: synthesis,
 structure and catalytic properties in hydrogen atom transfer
;
_journal_issue                   15
_journal_name_full               'Dalton Transactions'
_journal_page_first              2695
_journal_page_last               2711
_journal_paper_doi               10.1039/b820426h
_journal_year                    2009
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C18 H19 N'
_chemical_formula_sum            'C18 H19 N'
_chemical_formula_weight         249.34
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      5
_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                 93.780(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.9479(6)
_cell_length_b                   6.2856(4)
_cell_length_c                   12.5093(7)
_cell_measurement_reflns_used    3291
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      30.034
_cell_measurement_theta_min      0.998
_cell_volume                     1408.15(13)
_computing_cell_refinement       'Denzo (Nonius B.V., 1998)'
_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo (Nonius B.V., 1998)'
_computing_molecular_graphics    'PLATON 98 (Spek, 1998)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0614
_diffrn_reflns_av_sigmaI/netI    0.0536
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5637
_diffrn_reflns_theta_full        30.05
_diffrn_reflns_theta_max         30.05
_diffrn_reflns_theta_min         1.63
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.176
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             536
_exptl_crystal_recrystallization_method 'solvent diffusion'
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.50
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.163
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -10(10)
_refine_ls_extinction_coef       0.030(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         2229
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0432
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0658P)²+0.1745P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1155
_refine_ls_wR_factor_ref         0.1209
_reflns_number_gt                1969
_reflns_number_total             2229
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            b820426h.txt
_cod_data_source_block           1b
_cod_original_sg_symbol_Hall     'C 2Y'
_cod_original_sg_symbol_H-M      'C 2'
_cod_database_code               7000939
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.18173(12) 0.2801(4) 0.82649(14) 0.0476(5) Uani 1 1 d . . .
H1 H 0.1998 0.1418 0.8116 0.057 Uiso 1 1 calc R . .
C2 C 0.18096(15) 0.3488(5) 0.93206(16) 0.0633(8) Uani 1 1 d . . .
H2 H 0.1993 0.2580 0.9885 0.076 Uiso 1 1 calc R . .
C3 C 0.15389(12) 0.5466(5) 0.95555(15) 0.0529(6) Uani 1 1 d . . .
H3 H 0.1519 0.5907 1.0279 0.064 Uiso 1 1 calc R . .
C4 C 0.12964(11) 0.6803(4) 0.87331(15) 0.0504(6) Uani 1 1 d . . .
H4 H 0.1118 0.8185 0.8888 0.060 Uiso 1 1 calc R . .
C5 C 0.13126(10) 0.6133(4) 0.76733(14) 0.0436(5) Uani 1 1 d . . .
H5 H 0.1149 0.7071 0.7110 0.052 Uiso 1 1 calc R . .
C6 C 0.15644(8) 0.4112(3) 0.74291(12) 0.0285(4) Uani 1 1 d . . .
C7 C 0.15592(7) 0.3318(3) 0.63058(11) 0.0259(3) Uani 1 1 d . . .
C8 C 0.12292(8) 0.4454(3) 0.54375(12) 0.0270(3) Uani 1 1 d . . .
H8 H 0.1011 0.5807 0.5548 0.032 Uiso 1 1 calc R . .
C9 C 0.12203(8) 0.3602(3) 0.44159(12) 0.0258(3) Uani 1 1 d . . .
C10 C 0.15498(7) 0.1612(3) 0.42772(11) 0.0245(3) Uani 1 1 d . . .
C11 C 0.18635(8) 0.0596(3) 0.51823(11) 0.0279(3) Uani 1 1 d . . .
H11 H 0.2087 -0.0756 0.5093 0.034 Uiso 1 1 calc R . .
C12 C 0.08613(10) 0.4693(3) 0.34285(13) 0.0348(4) Uani 1 1 d . . .
H12A H 0.1087 0.6118 0.3352 0.042 Uiso 1 1 calc R . .
H12B H 0.0321 0.4885 0.3514 0.042 Uiso 1 1 calc R . .
C13 C 0.09690(10) 0.3387(3) 0.24271(13) 0.0364(4) Uani 1 1 d . . .
H13 H 0.0770 0.4048 0.1739 0.044 Uiso 1 1 calc R . .
C14 C 0.17983(10) 0.2651(4) 0.24498(12) 0.0389(4) Uani 1 1 d . . .
H14A H 0.1966 0.2218 0.1744 0.047 Uiso 1 1 calc R . .
H14B H 0.2156 0.3648 0.2820 0.047 Uiso 1 1 calc R . .
C15 C 0.15569(7) 0.0771(3) 0.31581(11) 0.0284(3) Uani 1 1 d . . .
H15 H 0.1817 -0.0618 0.3067 0.034 Uiso 1 1 calc R . .
C16 C 0.07543(8) 0.1002(3) 0.25801(12) 0.0316(4) Uani 1 1 d . . .
C17 C 0.00784(8) 0.0487(4) 0.32158(15) 0.0384(4) Uani 1 1 d . . .
H17A H -0.0380 0.0878 0.2793 0.058 Uiso 1 1 calc R . .
H17B H 0.0111 0.1292 0.3888 0.058 Uiso 1 1 calc R . .
H17C H 0.0071 -0.1040 0.3374 0.058 Uiso 1 1 calc R . .
C18 C 0.06849(10) -0.0203(4) 0.15160(14) 0.0438(5) Uani 1 1 d . . .
H18A H 0.0619 -0.1724 0.1654 0.066 Uiso 1 1 calc R . .
H18B H 0.1139 0.0011 0.1134 0.066 Uiso 1 1 calc R . .
H18C H 0.0252 0.0331 0.1078 0.066 Uiso 1 1 calc R . .
N1 N 0.18711(7) 0.1404(3) 0.61778(10) 0.0290(3) Uani 1 1 d . . .
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 0.0000 '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 0.0000 '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
C6 C1 C2 120.6(2) . . ?
C6 C1 H1 119.7 . . ?
C2 C1 H1 119.7 . . ?
C3 C2 C1 120.7(2) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 119.45(19) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C5 120.1(2) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 120.9(2) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C1 C6 C5 118.28(16) . . ?
C1 C6 C7 119.59(16) . . ?
C5 C6 C7 122.12(16) . . ?
N1 C7 C8 121.60(14) . . ?
N1 C7 C6 115.87(14) . . ?
C8 C7 C6 122.49(15) . . ?
C9 C8 C7 119.86(15) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C8 C9 C10 118.75(13) . . ?
C8 C9 C12 123.66(15) . . ?
C10 C9 C12 117.59(14) . . ?
C11 C10 C9 117.56(14) . . ?
C11 C10 C15 124.93(15) . . ?
C9 C10 C15 117.48(13) . . ?
N1 C11 C10 124.16(16) . . ?
N1 C11 H11 117.9 . . ?
C10 C11 H11 117.9 . . ?
C9 C12 C13 110.84(15) . . ?
C9 C12 H12A 109.5 . . ?
C13 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C13 C12 H12B 109.5 . . ?
H12A C12 H12B 108.1 . . ?
C12 C13 C14 108.58(14) . . ?
C12 C13 C16 111.80(14) . . ?
C14 C13 C16 87.48(14) . . ?
C12 C13 H13 115.3 . . ?
C14 C13 H13 115.3 . . ?
C16 C13 H13 115.3 . . ?
C15 C14 C13 86.24(12) . . ?
C15 C14 H14A 114.3 . . ?
C13 C14 H14A 114.3 . . ?
C15 C14 H14B 114.3 . . ?
C13 C14 H14B 114.3 . . ?
H14A C14 H14B 111.4 . . ?
C10 C15 C14 106.49(14) . . ?
C10 C15 C16 109.43(11) . . ?
C14 C15 C16 87.08(12) . . ?
C10 C15 H15 116.6 . . ?
C14 C15 H15 116.6 . . ?
C16 C15 H15 116.6 . . ?
C17 C16 C18 109.03(14) . . ?
C17 C16 C13 118.52(15) . . ?
C18 C16 C13 112.03(15) . . ?
C17 C16 C15 118.35(13) . . ?
C18 C16 C15 111.92(13) . . ?
C13 C16 C15 85.37(13) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C7 N1 C11 118.07(13) . . ?
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
C1 C6 1.384(3) . ?
C1 C2 1.390(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.374(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.377(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.393(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.389(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.491(2) . ?
C7 N1 1.341(2) . ?
C7 C8 1.398(2) . ?
C8 C9 1.385(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.399(2) . ?
C9 C12 1.519(2) . ?
C10 C11 1.387(2) . ?
C10 C15 1.4974(19) . ?
C11 N1 1.3440(19) . ?
C11 H11 0.9500 . ?
C12 C13 1.521(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.557(3) . ?
C13 C16 1.563(3) . ?
C13 H13 1.0000 . ?
C14 C15 1.556(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.575(2) . ?
C15 H15 1.0000 . ?
C16 C17 1.528(2) . ?
C16 C18 1.529(2) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 1.1(4) . . . . ?
C1 C2 C3 C4 -2.2(4) . . . . ?
C2 C3 C4 C5 1.3(4) . . . . ?
C3 C4 C5 C6 0.7(3) . . . . ?
C2 C1 C6 C5 0.8(3) . . . . ?
C2 C1 C6 C7 -178.37(19) . . . . ?
C4 C5 C6 C1 -1.7(3) . . . . ?
C4 C5 C6 C7 177.45(16) . . . . ?
C1 C6 C7 N1 -5.9(2) . . . . ?
C5 C6 C7 N1 175.01(15) . . . . ?
C1 C6 C7 C8 172.07(16) . . . . ?
C5 C6 C7 C8 -7.0(2) . . . . ?
N1 C7 C8 C9 0.0(2) . . . . ?
C6 C7 C8 C9 -177.87(13) . . . . ?
C7 C8 C9 C10 -0.4(2) . . . . ?
C7 C8 C9 C12 178.68(14) . . . . ?
C8 C9 C10 C11 0.5(2) . . . . ?
C12 C9 C10 C11 -178.67(14) . . . . ?
C8 C9 C10 C15 -177.74(13) . . . . ?
C12 C9 C10 C15 3.11(19) . . . . ?
C9 C10 C11 N1 -0.1(2) . . . . ?
C15 C10 C11 N1 177.98(13) . . . . ?
C8 C9 C12 C13 178.09(14) . . . . ?
C10 C9 C12 C13 -2.8(2) . . . . ?
C9 C12 C13 C14 -45.9(2) . . . . ?
C9 C12 C13 C16 48.91(19) . . . . ?
C12 C13 C14 C15 84.34(15) . . . . ?
C16 C13 C14 C15 -27.82(12) . . . . ?
C11 C10 C15 C14 -133.29(16) . . . . ?
C9 C10 C15 C14 44.79(16) . . . . ?
C11 C10 C15 C16 133.96(16) . . . . ?
C9 C10 C15 C16 -47.97(18) . . . . ?
C13 C14 C15 C10 -81.81(13) . . . . ?
C13 C14 C15 C16 27.59(12) . . . . ?
C12 C13 C16 C17 38.3(2) . . . . ?
C14 C13 C16 C17 147.36(14) . . . . ?
C12 C13 C16 C18 166.68(14) . . . . ?
C14 C13 C16 C18 -84.31(14) . . . . ?
C12 C13 C16 C15 -81.53(14) . . . . ?
C14 C13 C16 C15 27.48(11) . . . . ?
C10 C15 C16 C17 -41.1(2) . . . . ?
C14 C15 C16 C17 -147.55(16) . . . . ?
C10 C15 C16 C18 -169.15(15) . . . . ?
C14 C15 C16 C18 84.39(17) . . . . ?
C10 C15 C16 C13 78.95(14) . . . . ?
C14 C15 C16 C13 -27.51(12) . . . . ?
C8 C7 N1 C11 0.4(2) . . . . ?
C6 C7 N1 C11 178.40(13) . . . . ?
C10 C11 N1 C7 -0.4(2) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30652591
