#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/22/4072286.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_4072286
loop_
_publ_author_name
'Wallenhorst, Carolin'
'Kehr, Gerald'
'Fröhlich, Roland'
'Erker, Gerhard'
_publ_section_title
;
 Unsymmetrical Bis(iminoethyl)pyridine Metal Complexes with a Pendant
 Alkenyl Substituent. Part B: Internal Olefin Coordination to
 Ruthenium†
;
_journal_issue                   24
_journal_name_full               Organometallics
_journal_page_first              6557
_journal_paper_doi               10.1021/om800727q
_journal_volume                  27
_journal_year                    2008
_chemical_formula_sum            'C26.5 H36 Cl3 N3 Ru'
_chemical_formula_weight         604.00
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 96.40(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   25.836(1)
_cell_length_b                   10.897(1)
_cell_length_c                   19.487(1)
_cell_measurement_reflns_used    5283
_cell_measurement_temperature    198(2)
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      0.41
_cell_volume                     5452.1(6)
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      198(2)
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_sigmaI/netI    0.0304
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            17326
_diffrn_reflns_theta_full        28.21
_diffrn_reflns_theta_max         28.21
_diffrn_reflns_theta_min         1.59
_exptl_absorpt_coefficient_mu    0.889
_exptl_absorpt_correction_T_max  0.7763
_exptl_absorpt_correction_T_min  0.6175
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SORTAV (Blessing, 1995 & 1997)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2488
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max         1.704
_refine_diff_density_min         -2.225
_refine_diff_density_rms         0.117
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         6506
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0611
_refine_ls_R_factor_gt           0.0544
_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)+(0.0785P)²+31.2430P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1472
_refine_ls_wR_factor_ref         0.1548
_reflns_number_gt                5809
_reflns_number_total             6506
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om800727q_si_003.cif
_cod_data_source_block           erk3715
_cod_original_sg_symbol_H-M      C2/c
_cod_original_formula_sum        'C26.50 H36 Cl3 N3 Ru'
_cod_database_code               4072286
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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
Ru Ru 0.130764(11) 0.76127(3) 0.127853(14) 0.02982(12) Uani 1 1 d .
Cl1 Cl 0.12913(4) 0.90294(10) 0.03385(5) 0.0430(2) Uani 1 1 d .
Cl2 Cl 0.13180(4) 0.60056(9) 0.21278(5) 0.0391(2) Uani 1 1 d .
N1 N 0.20708(12) 0.7555(3) 0.12783(16) 0.0306(6) Uani 1 1 d .
C2 C 0.23744(13) 0.8355(3) 0.16670(18) 0.0311(7) Uani 1 1 d .
C3 C 0.29117(14) 0.8374(4) 0.1648(2) 0.0402(9) Uani 1 1 d .
H3A H 0.3126 0.8931 0.1927 0.048 Uiso 1 1 calc R
C4 C 0.31266(17) 0.7558(4) 0.1210(3) 0.0476(11) Uani 1 1 d .
H4A H 0.3492 0.7551 0.1189 0.057 Uiso 1 1 calc R
C5 C 0.28095(18) 0.6755(4) 0.0805(2) 0.0482(11) Uani 1 1 d .
H5A H 0.2955 0.6207 0.0500 0.058 Uiso 1 1 calc R
C6 C 0.22764(16) 0.6757(4) 0.08478(19) 0.0388(8) Uani 1 1 d .
C7 C 0.20777(13) 0.9158(3) 0.20837(17) 0.0294(7) Uani 1 1 d .
C8 C 0.23693(15) 1.0085(4) 0.2549(2) 0.0428(9) Uani 1 1 d .
H8A H 0.2122 1.0571 0.2782 0.064 Uiso 1 1 calc R
H8B H 0.2567 1.0630 0.2274 0.064 Uiso 1 1 calc R
H8C H 0.2610 0.9660 0.2894 0.064 Uiso 1 1 calc R
N9 N 0.15734(10) 0.8995(3) 0.20077(14) 0.0270(5) Uani 1 1 d .
C10 C 0.12664(13) 0.9777(3) 0.24175(17) 0.0308(7) Uani 1 1 d .
C11 C 0.11560(14) 0.9368(4) 0.30722(18) 0.0366(8) Uani 1 1 d .
C12 C 0.08396(16) 1.0110(5) 0.3434(2) 0.0476(10) Uani 1 1 d .
H12A H 0.0760 0.9856 0.3877 0.057 Uiso 1 1 calc R
C13 C 0.06430(17) 1.1188(5) 0.3168(2) 0.0560(12) Uani 1 1 d .
H13A H 0.0421 1.1664 0.3420 0.067 Uiso 1 1 calc R
C14 C 0.07652(18) 1.1596(5) 0.2532(2) 0.0526(11) Uani 1 1 d .
H14A H 0.0630 1.2360 0.2358 0.063 Uiso 1 1 calc R
C15 C 0.10829(15) 1.0908(4) 0.2141(2) 0.0397(8) Uani 1 1 d .
C16 C 0.13786(17) 0.8192(4) 0.33958(19) 0.0418(9) Uani 1 1 d .
H16A H 0.1540 0.7724 0.3033 0.050 Uiso 1 1 calc R
C17 C 0.0958(2) 0.7377(5) 0.3658(3) 0.0656(15) Uani 1 1 d .
H17A H 0.1119 0.6628 0.3862 0.098 Uiso 1 1 calc R
H17B H 0.0698 0.7160 0.3272 0.098 Uiso 1 1 calc R
H17C H 0.0788 0.7823 0.4009 0.098 Uiso 1 1 calc R
C18 C 0.1806(2) 0.8456(5) 0.3989(3) 0.0577(12) Uani 1 1 d .
H18A H 0.2068 0.8999 0.3825 0.087 Uiso 1 1 calc R
H18B H 0.1971 0.7683 0.4152 0.087 Uiso 1 1 calc R
H18C H 0.1652 0.8853 0.4369 0.087 Uiso 1 1 calc R
C19 C 0.12293(18) 1.1418(4) 0.1465(2) 0.0458(10) Uani 1 1 d .
H19A H 0.1423 1.0763 0.1242 0.055 Uiso 1 1 calc R
C20 C 0.0749(2) 1.1752(5) 0.0966(3) 0.0633(14) Uani 1 1 d .
H20A H 0.0543 1.1012 0.0849 0.095 Uiso 1 1 calc R
H20B H 0.0861 1.2106 0.0544 0.095 Uiso 1 1 calc R
H20C H 0.0537 1.2351 0.1185 0.095 Uiso 1 1 calc R
C21 C 0.1589(3) 1.2518(5) 0.1586(3) 0.0647(15) Uani 1 1 d .
H21A H 0.1894 1.2291 0.1906 0.097 Uiso 1 1 calc R
H21B H 0.1403 1.3192 0.1784 0.097 Uiso 1 1 calc R
H21C H 0.1703 1.2782 0.1145 0.097 Uiso 1 1 calc R
C22 C 0.18798(19) 0.5988(4) 0.04654(19) 0.0440(9) Uani 1 1 d .
C23 C 0.2044(2) 0.4999(5) -0.0003(2) 0.0593(13) Uani 1 1 d .
H23A H 0.1811 0.5002 -0.0436 0.089 Uiso 1 1 calc R
H23B H 0.2025 0.4200 0.0224 0.089 Uiso 1 1 calc R
H23C H 0.2402 0.5152 -0.0101 0.089 Uiso 1 1 calc R
N24 N 0.13982(15) 0.6216(3) 0.05780(17) 0.0440(8) Uani 1 1 d .
C25 C 0.0959(2) 0.5491(5) 0.0245(3) 0.0600(13) Uani 1 1 d .
H25A H 0.0797 0.5022 0.0600 0.072 Uiso 1 1 calc R
H25B H 0.1089 0.4898 -0.0081 0.072 Uiso 1 1 calc R
C26 C 0.0556(2) 0.6315(6) -0.0140(3) 0.0686(15) Uani 1 1 d .
H26A H 0.0300 0.5794 -0.0421 0.082 Uiso 1 1 calc R
H26B H 0.0732 0.6831 -0.0463 0.082 Uiso 1 1 calc R
C27 C 0.0258(2) 0.7165(6) 0.0311(3) 0.0619(13) Uani 1 1 d .
H27A H 0.0275 0.8014 0.0135 0.074 Uiso 1 1 calc R
H27B H -0.0113 0.6915 0.0262 0.074 Uiso 1 1 calc R
C28 C 0.04612(17) 0.7156(5) 0.1064(2) 0.0489(10) Uani 1 1 d .
H28A H 0.0558 0.6387 0.1270 0.059 Uiso 1 1 calc R
C29 C 0.05173(13) 0.8187(4) 0.1479(2) 0.0421(9) Uani 1 1 d .
H29A H 0.0424 0.8971 0.1292 0.051 Uiso 1 1 calc R
H29B H 0.0649 0.8111 0.1953 0.051 Uiso 1 1 calc R
C100 C 0.5000 1.0160(13) 0.2500 0.097(4) Uani 1 2 d S
H10A H 0.4710 1.0701 0.2600 0.116 Uiso 0.50 1 calc PR
H10B H 0.5290 1.0701 0.2400 0.116 Uiso 0.50 1 calc PR
Cl11 Cl 0.48083(15) 0.9418(2) 0.17963(13) 0.1447(12) 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 0.0016 '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_3
N1 Ru N24 77.90(14) .
N1 Ru N9 77.00(12) .
N24 Ru N9 154.88(13) .
N1 Ru C29 162.08(15) .
N24 Ru C29 119.87(15) .
N9 Ru C29 85.25(13) .
N1 Ru C28 161.69(16) .
N24 Ru C28 83.88(17) .
N9 Ru C28 121.18(15) .
C29 Ru C28 36.23(17) .
N1 Ru Cl1 87.30(9) .
N24 Ru Cl1 87.89(10) .
N9 Ru Cl1 91.80(8) .
C29 Ru Cl1 90.87(12) .
C28 Ru Cl1 93.85(13) .
N1 Ru Cl2 92.43(9) .
N24 Ru Cl2 85.72(10) .
N9 Ru Cl2 94.45(8) .
C29 Ru Cl2 91.37(12) .
C28 Ru Cl2 84.39(13) .
Cl1 Ru Cl2 173.52(3) .
C2 N1 C6 121.2(3) .
C2 N1 Ru 119.9(2) .
C6 N1 Ru 118.7(3) .
N1 C2 C3 121.0(3) .
N1 C2 C7 112.9(3) .
C3 C2 C7 126.1(4) .
C4 C3 C2 118.3(4) .
C5 C4 C3 120.2(4) .
C4 C5 C6 119.5(4) .
N1 C6 C5 119.8(4) .
N1 C6 C22 112.4(3) .
C5 C6 C22 127.8(4) .
N9 C7 C2 115.6(3) .
N9 C7 C8 125.9(3) .
C2 C7 C8 118.5(3) .
C7 N9 C10 117.0(3) .
C7 N9 Ru 114.5(2) .
C10 N9 Ru 128.5(2) .
C15 C10 C11 122.0(3) .
C15 C10 N9 118.9(3) .
C11 C10 N9 119.1(3) .
C12 C11 C10 117.6(4) .
C12 C11 C16 119.8(4) .
C10 C11 C16 122.6(3) .
C13 C12 C11 121.5(4) .
C12 C13 C14 120.4(4) .
C13 C14 C15 121.4(4) .
C14 C15 C10 117.1(4) .
C14 C15 C19 119.7(4) .
C10 C15 C19 123.2(3) .
C11 C16 C18 111.3(3) .
C11 C16 C17 112.2(4) .
C18 C16 C17 109.5(4) .
C15 C19 C21 111.3(4) .
C15 C19 C20 112.1(4) .
C21 C19 C20 110.4(4) .
N24 C22 C6 115.5(3) .
N24 C22 C23 125.0(4) .
C6 C22 C23 119.4(4) .
C22 N24 C25 121.6(4) .
C22 N24 Ru 115.3(3) .
C25 N24 Ru 123.1(3) .
N24 C25 C26 110.8(4) .
C25 C26 C27 115.7(4) .
C28 C27 C26 114.3(5) .
C29 C28 C27 124.7(5) .
C29 C28 Ru 70.9(2) .
C27 C28 Ru 114.1(3) .
C28 C29 Ru 72.8(2) .
Cl11 C100 Cl11 120.2(9) 2_655
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ru N1 1.973(3) .
Ru N24 2.075(3) .
Ru N9 2.131(3) .
Ru C29 2.212(4) .
Ru C28 2.236(4) .
Ru Cl1 2.3925(10) .
Ru Cl2 2.4076(10) .
N1 C2 1.348(5) .
N1 C6 1.357(5) .
C2 C3 1.393(5) .
C2 C7 1.467(5) .
C3 C4 1.390(6) .
C4 C5 1.384(7) .
C5 C6 1.389(6) .
C6 C22 1.461(6) .
C7 N9 1.307(4) .
C7 C8 1.502(5) .
N9 C10 1.461(4) .
C10 C15 1.405(5) .
C10 C11 1.410(5) .
C11 C12 1.396(6) .
C11 C16 1.513(6) .
C12 C13 1.359(7) .
C13 C14 1.386(7) .
C14 C15 1.399(5) .
C15 C19 1.517(6) .
C16 C18 1.533(6) .
C16 C17 1.535(6) .
C19 C21 1.520(7) .
C19 C20 1.533(6) .
C22 N24 1.311(6) .
C22 C23 1.503(6) .
N24 C25 1.473(6) .
C25 C26 1.509(8) .
C26 C27 1.541(8) .
C27 C28 1.502(6) .
C28 C29 1.383(7) .
C100 Cl11 1.621(7) .
C100 Cl11 1.621(7) 2_655
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
N24 Ru N1 C2 178.1(3)
N9 Ru N1 C2 -2.8(3)
C29 Ru N1 C2 5.3(6)
C28 Ru N1 C2 -176.2(4)
Cl1 Ru N1 C2 89.7(3)
Cl2 Ru N1 C2 -96.8(3)
N24 Ru N1 C6 2.5(3)
N9 Ru N1 C6 -178.4(3)
C29 Ru N1 C6 -170.3(4)
C28 Ru N1 C6 8.2(6)
Cl1 Ru N1 C6 -85.9(3)
Cl2 Ru N1 C6 87.6(3)
C6 N1 C2 C3 -1.1(5)
Ru N1 C2 C3 -176.6(3)
C6 N1 C2 C7 178.5(3)
Ru N1 C2 C7 3.0(4)
N1 C2 C3 C4 0.9(5)
C7 C2 C3 C4 -178.7(4)
C2 C3 C4 C5 0.2(6)
C3 C4 C5 C6 -1.1(6)
C2 N1 C6 C5 0.2(5)
Ru N1 C6 C5 175.8(3)
C2 N1 C6 C22 -178.9(3)
Ru N1 C6 C22 -3.3(4)
C4 C5 C6 N1 0.9(6)
C4 C5 C6 C22 179.9(4)
N1 C2 C7 N9 -1.1(4)
C3 C2 C7 N9 178.5(3)
N1 C2 C7 C8 179.2(3)
C3 C2 C7 C8 -1.2(5)
C2 C7 N9 C10 179.8(3)
C8 C7 N9 C10 -0.6(5)
C2 C7 N9 Ru -1.1(4)
C8 C7 N9 Ru 178.6(3)
N1 Ru N9 C7 2.0(2)
N24 Ru N9 C7 4.1(4)
C29 Ru N9 C7 -175.5(3)
C28 Ru N9 C7 179.6(3)
Cl1 Ru N9 C7 -84.8(2)
Cl2 Ru N9 C7 93.5(2)
N1 Ru N9 C10 -178.9(3)
N24 Ru N9 C10 -176.9(3)
C29 Ru N9 C10 3.5(3)
C28 Ru N9 C10 -1.4(3)
Cl1 Ru N9 C10 94.2(3)
Cl2 Ru N9 C10 -87.5(3)
C7 N9 C10 C15 89.6(4)
Ru N9 C10 C15 -89.5(4)
C7 N9 C10 C11 -91.4(4)
Ru N9 C10 C11 89.5(4)
C15 C10 C11 C12 2.2(5)
N9 C10 C11 C12 -176.8(3)
C15 C10 C11 C16 -176.0(3)
N9 C10 C11 C16 5.0(5)
C10 C11 C12 C13 0.1(6)
C16 C11 C12 C13 178.3(4)
C11 C12 C13 C14 -1.8(7)
C12 C13 C14 C15 1.3(8)
C13 C14 C15 C10 0.9(7)
C13 C14 C15 C19 -176.9(4)
C11 C10 C15 C14 -2.6(6)
N9 C10 C15 C14 176.3(4)
C11 C10 C15 C19 175.1(4)
N9 C10 C15 C19 -6.0(6)
C12 C11 C16 C18 -71.4(5)
C10 C11 C16 C18 106.7(4)
C12 C11 C16 C17 51.7(5)
C10 C11 C16 C17 -130.1(4)
C14 C15 C19 C21 68.2(5)
C10 C15 C19 C21 -109.4(5)
C14 C15 C19 C20 -56.0(6)
C10 C15 C19 C20 126.4(4)
N1 C6 C22 N24 2.3(5)
C5 C6 C22 N24 -176.8(4)
N1 C6 C22 C23 -176.2(3)
C5 C6 C22 C23 4.7(6)
C6 C22 N24 C25 -178.2(4)
C23 C22 N24 C25 0.2(6)
C6 C22 N24 Ru -0.3(4)
C23 C22 N24 Ru 178.1(3)
N1 Ru N24 C22 -1.1(3)
N9 Ru N24 C22 -3.2(5)
C29 Ru N24 C22 176.3(3)
C28 Ru N24 C22 -179.3(3)
Cl1 Ru N24 C22 86.5(3)
Cl2 Ru N24 C22 -94.5(3)
N1 Ru N24 C25 176.7(4)
N9 Ru N24 C25 174.7(3)
C29 Ru N24 C25 -5.8(4)
C28 Ru N24 C25 -1.5(4)
Cl1 Ru N24 C25 -95.6(3)
Cl2 Ru N24 C25 83.3(3)
C22 N24 C25 C26 -125.1(5)
Ru N24 C25 C26 57.1(5)
N24 C25 C26 C27 -67.8(6)
C25 C26 C27 C28 7.3(7)
C26 C27 C28 C29 138.5(5)
C26 C27 C28 Ru 55.8(6)
N1 Ru C28 C29 -179.2(4)
N24 Ru C28 C29 -173.7(3)
N9 Ru C28 C29 8.3(3)
Cl1 Ru C28 C29 -86.2(3)
Cl2 Ru C28 C29 100.1(3)
N1 Ru C28 C27 -58.9(7)
N24 Ru C28 C27 -53.4(4)
N9 Ru C28 C27 128.6(4)
C29 Ru C28 C27 120.3(5)
Cl1 Ru C28 C27 34.1(4)
Cl2 Ru C28 C27 -139.6(4)
C27 C28 C29 Ru -106.7(4)
N1 Ru C29 C28 179.2(4)
N24 Ru C29 C28 7.3(3)
N9 Ru C29 C28 -172.9(3)
Cl1 Ru C29 C28 95.3(3)
Cl2 Ru C29 C28 -78.6(3)
