#------------------------------------------------------------------------------
#$Date: 2016-03-21 13:50:05 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178703 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/14/4081477.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_4081477
loop_
_publ_author_name
'McKinty, Adam M.'
'Lund, Clinton'
'Stephan, Douglas W.'
_publ_section_title
;
 A Tridentate-Dithiolate Ruthenium Alkylidene Complex: An Olefin
 Metathesis Catalyst Activated by BCl3
;
_journal_issue                   17
_journal_name_full               Organometallics
_journal_page_first              4730
_journal_paper_doi               10.1021/om400794u
_journal_volume                  32
_journal_year                    2013
_chemical_formula_sum            'C35 H43 N2 O Ru S2'
_chemical_formula_weight         672.90
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 101.407(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.1830(6)
_cell_length_b                   10.3197(4)
_cell_length_c                   22.6405(11)
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      0.7457
_cell_measurement_theta_min      0.6664
_cell_volume                     3248.3(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0337
_diffrn_reflns_av_sigmaI/netI    0.0391
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            29407
_diffrn_reflns_theta_full        28.23
_diffrn_reflns_theta_max         28.23
_diffrn_reflns_theta_min         1.84
_exptl_absorpt_coefficient_mu    0.641
_exptl_absorpt_correction_T_max  0.9044
_exptl_absorpt_correction_T_min  0.8989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1404
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.616
_refine_diff_density_min         -0.535
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.975
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     375
_refine_ls_number_reflns         8016
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.975
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0352
_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)+(0.0313P)²+4.1474P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0749
_refine_ls_wR_factor_ref         0.0817
_reflns_number_gt                6375
_reflns_number_total             8016
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om400794u_si_003.cif
_cod_data_source_block           amm036_0m
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4081477
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Ru1 Ru 1.009297(12) 0.536128(18) 0.245188(9) 0.01995(6) Uani 1 1 d .
S1 S 1.13992(4) 0.65662(7) 0.23171(3) 0.03337(16) Uani 1 1 d .
S2 S 0.92942(5) 0.43113(6) 0.31317(3) 0.03318(16) Uani 1 1 d .
O1 O 1.12281(11) 0.39379(16) 0.28294(8) 0.0249(4) Uani 1 1 d .
N1 N 0.88053(14) 0.73394(19) 0.16505(9) 0.0243(4) Uani 1 1 d .
N2 N 0.91415(14) 0.78710(19) 0.25954(9) 0.0240(4) Uani 1 1 d .
N3 N 0.2364(2) -0.0943(4) 0.02413(17) 0.0698(9) Uani 1 1 d .
C1 C 0.96082(18) 0.4401(2) 0.17692(12) 0.0254(5) Uani 1 1 d .
C2 C 1.00314(17) 0.3352(2) 0.14693(11) 0.0246(5) Uani 1 1 d .
C3 C 0.94102(19) 0.2517(3) 0.10889(12) 0.0316(6) Uani 1 1 d .
H3A H 0.8735 0.2653 0.1028 0.038 Uiso 1 1 calc R
C4 C 0.9764(2) 0.1496(3) 0.07998(13) 0.0389(7) Uani 1 1 d .
H4A H 0.9330 0.0924 0.0554 0.047 Uiso 1 1 calc R
C5 C 1.0744(2) 0.1303(3) 0.08658(13) 0.0400(7) Uani 1 1 d .
H5A H 1.0985 0.0592 0.0674 0.048 Uiso 1 1 calc R
C6 C 1.1367(2) 0.2157(3) 0.12134(12) 0.0364(6) Uani 1 1 d .
H6A H 1.2041 0.2057 0.1246 0.044 Uiso 1 1 calc R
C7 C 1.10192(18) 0.3160(3) 0.15151(12) 0.0303(6) Uani 1 1 d .
H7A H 1.1460 0.3730 0.1758 0.036 Uiso 1 1 calc R
C8 C 1.23802(17) 0.5428(3) 0.25691(12) 0.0312(6) Uani 1 1 d .
H8A H 1.2497 0.4920 0.2220 0.037 Uiso 1 1 calc R
H8B H 1.2974 0.5917 0.2734 0.037 Uiso 1 1 calc R
C9 C 1.21628(17) 0.4519(3) 0.30420(13) 0.0316(6) Uani 1 1 d .
H9A H 1.2661 0.3836 0.3125 0.038 Uiso 1 1 calc R
H9B H 1.2164 0.4999 0.3421 0.038 Uiso 1 1 calc R
C10 C 1.10062(19) 0.3008(3) 0.32611(13) 0.0330(6) Uani 1 1 d .
H10A H 1.1211 0.3348 0.3676 0.040 Uiso 1 1 calc R
H10B H 1.1352 0.2185 0.3229 0.040 Uiso 1 1 calc R
C11 C 0.99410(19) 0.2776(3) 0.31276(13) 0.0330(6) Uani 1 1 d .
H11A H 0.9769 0.2186 0.3434 0.040 Uiso 1 1 calc R
H11B H 0.9751 0.2358 0.2728 0.040 Uiso 1 1 calc R
C12 C 0.92407(15) 0.6900(2) 0.22016(11) 0.0214(5) Uani 1 1 d .
C13 C 0.8601(2) 0.9002(3) 0.23123(13) 0.0354(6) Uani 1 1 d .
H13A H 0.8991 0.9802 0.2387 0.042 Uiso 1 1 calc R
H13B H 0.7998 0.9124 0.2464 0.042 Uiso 1 1 calc R
C14 C 0.8395(2) 0.8653(2) 0.16540(12) 0.0312(6) Uani 1 1 d .
H14A H 0.7695 0.8648 0.1488 0.037 Uiso 1 1 calc R
H14B H 0.8712 0.9264 0.1418 0.037 Uiso 1 1 calc R
C15 C 0.86014(17) 0.6656(2) 0.10891(11) 0.0250(5) Uani 1 1 d .
C16 C 0.77578(17) 0.5920(2) 0.09529(11) 0.0264(5) Uani 1 1 d .
C17 C 0.7570(2) 0.5250(3) 0.04103(12) 0.0325(6) Uani 1 1 d .
H17A H 0.6999 0.4749 0.0311 0.039 Uiso 1 1 calc R
C18 C 0.8196(2) 0.5293(3) 0.00084(12) 0.0364(6) Uani 1 1 d .
C19 C 0.9006(2) 0.6079(3) 0.01485(12) 0.0346(6) Uani 1 1 d .
H19A H 0.9427 0.6136 -0.0129 0.042 Uiso 1 1 calc R
C20 C 0.92190(18) 0.6784(3) 0.06816(12) 0.0294(6) Uani 1 1 d .
C21 C 0.71005(19) 0.5800(3) 0.13981(13) 0.0345(6) Uani 1 1 d .
H21A H 0.7346 0.6338 0.1752 0.052 Uiso 1 1 calc R
H21B H 0.7075 0.4893 0.1522 0.052 Uiso 1 1 calc R
H21C H 0.6453 0.6092 0.1209 0.052 Uiso 1 1 calc R
C22 C 0.8001(3) 0.4481(3) -0.05558(14) 0.0543(9) Uani 1 1 d .
H22A H 0.7400 0.3999 -0.0576 0.081 Uiso 1 1 calc R
H22B H 0.8532 0.3870 -0.0549 0.081 Uiso 1 1 calc R
H22C H 0.7944 0.5045 -0.0909 0.081 Uiso 1 1 calc R
C23 C 1.0089(2) 0.7643(3) 0.08190(14) 0.0402(7) Uani 1 1 d .
H23A H 1.0432 0.7611 0.0484 0.060 Uiso 1 1 calc R
H23B H 1.0515 0.7344 0.1189 0.060 Uiso 1 1 calc R
H23C H 0.9887 0.8536 0.0874 0.060 Uiso 1 1 calc R
C24 C 0.93253(17) 0.7809(2) 0.32398(11) 0.0233(5) Uani 1 1 d .
C25 C 0.86135(17) 0.7298(2) 0.35233(12) 0.0257(5) Uani 1 1 d .
C26 C 0.87589(19) 0.7343(3) 0.41457(12) 0.0318(6) Uani 1 1 d .
H26A H 0.8287 0.6980 0.4341 0.038 Uiso 1 1 calc R
C27 C 0.9573(2) 0.7901(3) 0.44925(12) 0.0356(6) Uani 1 1 d .
C28 C 1.0245(2) 0.8442(3) 0.41981(13) 0.0352(6) Uani 1 1 d .
H28A H 1.0800 0.8842 0.4430 0.042 Uiso 1 1 calc R
C29 C 1.01348(18) 0.8419(2) 0.35711(12) 0.0287(5) Uani 1 1 d .
C30 C 0.76927(18) 0.6764(3) 0.31577(13) 0.0333(6) Uani 1 1 d .
H30A H 0.7283 0.6453 0.3429 0.050 Uiso 1 1 calc R
H30B H 0.7840 0.6045 0.2908 0.050 Uiso 1 1 calc R
H30C H 0.7356 0.7448 0.2898 0.050 Uiso 1 1 calc R
C31 C 0.9714(3) 0.7940(4) 0.51743(14) 0.0513(8) Uani 1 1 d .
H31A H 1.0326 0.8368 0.5341 0.077 Uiso 1 1 calc R
H31B H 0.9724 0.7054 0.5331 0.077 Uiso 1 1 calc R
H31C H 0.9185 0.8423 0.5291 0.077 Uiso 1 1 calc R
C32 C 1.0858(2) 0.9090(3) 0.32704(14) 0.0383(7) Uani 1 1 d .
H32A H 1.0672 0.8983 0.2833 0.058 Uiso 1 1 calc R
H32B H 1.1496 0.8708 0.3412 0.058 Uiso 1 1 calc R
H32C H 1.0878 1.0014 0.3371 0.058 Uiso 1 1 calc R
C34 C 0.2735(3) -0.0049(4) 0.01431(17) 0.0541(9) Uani 1 1 d .
C35 C 0.3200(5) 0.1115(6) 0.0007(3) 0.154(3) Uani 1 1 d .
H35A H 0.3428 0.1001 -0.0371 0.231 Uiso 1 1 calc R
H35B H 0.3747 0.1303 0.0334 0.231 Uiso 1 1 calc R
H35C H 0.2742 0.1836 -0.0035 0.231 Uiso 1 1 calc R
H1 H 0.898(2) 0.454(3) 0.1590(13) 0.035(8) Uiso 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
C1 Ru1 C12 94.84(10)
C1 Ru1 O1 95.09(9)
C12 Ru1 O1 168.90(8)
C1 Ru1 S1 110.76(8)
C12 Ru1 S1 89.46(6)
O1 Ru1 S1 82.36(5)
C1 Ru1 S2 98.78(8)
C12 Ru1 S2 102.03(6)
O1 Ru1 S2 81.35(5)
S1 Ru1 S2 147.30(3)
C8 S1 Ru1 101.24(9)
C11 S2 Ru1 95.09(9)
C10 O1 C9 110.93(19)
C10 O1 Ru1 117.40(14)
C9 O1 Ru1 113.58(14)
C12 N1 C15 128.9(2)
C12 N1 C14 114.2(2)
C15 N1 C14 116.5(2)
C12 N2 C24 127.6(2)
C12 N2 C13 114.1(2)
C24 N2 C13 116.96(19)
C2 C1 Ru1 131.53(19)
C2 C1 H1 111.5(18)
Ru1 C1 H1 116.8(18)
C3 C2 C7 117.3(2)
C3 C2 C1 118.2(2)
C7 C2 C1 124.4(2)
C4 C3 C2 121.0(3)
C4 C3 H3A 119.5
C2 C3 H3A 119.5
C5 C4 C3 120.6(3)
C5 C4 H4A 119.7
C3 C4 H4A 119.7
C6 C5 C4 119.1(3)
C6 C5 H5A 120.4
C4 C5 H5A 120.4
C5 C6 C7 120.6(3)
C5 C6 H6A 119.7
C7 C6 H6A 119.7
C6 C7 C2 121.3(3)
C6 C7 H7A 119.4
C2 C7 H7A 119.4
C9 C8 S1 111.96(17)
C9 C8 H8A 109.2
S1 C8 H8A 109.2
C9 C8 H8B 109.2
S1 C8 H8B 109.2
H8A C8 H8B 107.9
O1 C9 C8 109.0(2)
O1 C9 H9A 109.9
C8 C9 H9A 109.9
O1 C9 H9B 109.9
C8 C9 H9B 109.9
H9A C9 H9B 108.3
O1 C10 C11 108.3(2)
O1 C10 H10A 110.0
C11 C10 H10A 110.0
O1 C10 H10B 110.0
C11 C10 H10B 110.0
H10A C10 H10B 108.4
C10 C11 S2 110.29(19)
C10 C11 H11A 109.6
S2 C11 H11A 109.6
C10 C11 H11B 109.6
S2 C11 H11B 109.6
H11A C11 H11B 108.1
N1 C12 N2 105.6(2)
N1 C12 Ru1 131.53(17)
N2 C12 Ru1 121.96(17)
N2 C13 C14 102.9(2)
N2 C13 H13A 111.2
C14 C13 H13A 111.2
N2 C13 H13B 111.2
C14 C13 H13B 111.2
H13A C13 H13B 109.1
N1 C14 C13 103.1(2)
N1 C14 H14A 111.2
C13 C14 H14A 111.2
N1 C14 H14B 111.2
C13 C14 H14B 111.2
H14A C14 H14B 109.1
C20 C15 C16 121.7(2)
C20 C15 N1 119.8(2)
C16 C15 N1 118.5(2)
C17 C16 C15 118.1(2)
C17 C16 C21 121.0(2)
C15 C16 C21 120.8(2)
C16 C17 C18 121.9(3)
C16 C17 H17A 119.1
C18 C17 H17A 119.1
C17 C18 C19 118.3(3)
C17 C18 C22 120.2(3)
C19 C18 C22 121.5(3)
C20 C19 C18 122.1(2)
C20 C19 H19A 119.0
C18 C19 H19A 119.0
C19 C20 C15 117.8(3)
C19 C20 C23 121.2(2)
C15 C20 C23 121.0(2)
C16 C21 H21A 109.5
C16 C21 H21B 109.5
H21A C21 H21B 109.5
C16 C21 H21C 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
C18 C22 H22A 109.5
C18 C22 H22B 109.5
H22A C22 H22B 109.5
C18 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
C20 C23 H23A 109.5
C20 C23 H23B 109.5
H23A C23 H23B 109.5
C20 C23 H23C 109.5
H23A C23 H23C 109.5
H23B C23 H23C 109.5
C29 C24 C25 121.0(2)
C29 C24 N2 119.6(2)
C25 C24 N2 118.7(2)
C26 C25 C24 118.5(2)
C26 C25 C30 120.7(2)
C24 C25 C30 120.7(2)
C27 C26 C25 122.0(2)
C27 C26 H26A 119.0
C25 C26 H26A 119.0
C26 C27 C28 118.1(3)
C26 C27 C31 121.0(3)
C28 C27 C31 121.0(3)
C27 C28 C29 122.3(3)
C27 C28 H28A 118.9
C29 C28 H28A 118.9
C24 C29 C28 118.0(2)
C24 C29 C32 121.8(2)
C28 C29 C32 120.1(2)
C25 C30 H30A 109.5
C25 C30 H30B 109.5
H30A C30 H30B 109.5
C25 C30 H30C 109.5
H30A C30 H30C 109.5
H30B C30 H30C 109.5
C27 C31 H31A 109.5
C27 C31 H31B 109.5
H31A C31 H31B 109.5
C27 C31 H31C 109.5
H31A C31 H31C 109.5
H31B C31 H31C 109.5
C29 C32 H32A 109.5
C29 C32 H32B 109.5
H32A C32 H32B 109.5
C29 C32 H32C 109.5
H32A C32 H32C 109.5
H32B C32 H32C 109.5
N3 C34 C35 178.9(5)
C34 C35 H35A 109.5
C34 C35 H35B 109.5
H35A C35 H35B 109.5
C34 C35 H35C 109.5
H35A C35 H35C 109.5
H35B C35 H35C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ru1 C1 1.850(3)
Ru1 C12 2.009(2)
Ru1 O1 2.2217(16)
Ru1 S1 2.3011(6)
Ru1 S2 2.3486(7)
S1 C8 1.824(3)
S2 C11 1.831(3)
O1 C10 1.448(3)
O1 C9 1.448(3)
N1 C12 1.356(3)
N1 C15 1.432(3)
N1 C14 1.476(3)
N2 C12 1.367(3)
N2 C24 1.432(3)
N2 C13 1.472(3)
N3 C34 1.105(5)
C1 C2 1.468(3)
C1 H1 0.92(3)
C2 C3 1.400(4)
C2 C7 1.398(3)
C3 C4 1.386(4)
C3 H3A 0.9500
C4 C5 1.383(4)
C4 H4A 0.9500
C5 C6 1.379(4)
C5 H5A 0.9500
C6 C7 1.384(4)
C6 H6A 0.9500
C7 H7A 0.9500
C8 C9 1.500(4)
C8 H8A 0.9900
C8 H8B 0.9900
C9 H9A 0.9900
C9 H9B 0.9900
C10 C11 1.500(4)
C10 H10A 0.9900
C10 H10B 0.9900
C11 H11A 0.9900
C11 H11B 0.9900
C13 C14 1.505(4)
C13 H13A 0.9900
C13 H13B 0.9900
C14 H14A 0.9900
C14 H14B 0.9900
C15 C20 1.398(3)
C15 C16 1.400(4)
C16 C17 1.389(4)
C16 C21 1.507(3)
C17 C18 1.391(4)
C17 H17A 0.9500
C18 C19 1.391(4)
C18 C22 1.507(4)
C19 C20 1.390(4)
C19 H19A 0.9500
C20 C23 1.501(4)
C21 H21A 0.9800
C21 H21B 0.9800
C21 H21C 0.9800
C22 H22A 0.9800
C22 H22B 0.9800
C22 H22C 0.9800
C23 H23A 0.9800
C23 H23B 0.9800
C23 H23C 0.9800
C24 C29 1.392(3)
C24 C25 1.402(3)
C25 C26 1.384(4)
C25 C30 1.505(3)
C26 C27 1.387(4)
C26 H26A 0.9500
C27 C28 1.384(4)
C27 C31 1.517(4)
C28 C29 1.397(4)
C28 H28A 0.9500
C29 C32 1.507(4)
C30 H30A 0.9800
C30 H30B 0.9800
C30 H30C 0.9800
C31 H31A 0.9800
C31 H31B 0.9800
C31 H31C 0.9800
C32 H32A 0.9800
C32 H32B 0.9800
C32 H32C 0.9800
C34 C35 1.433(6)
C35 H35A 0.9800
C35 H35B 0.9800
C35 H35C 0.9800
