#------------------------------------------------------------------------------
#$Date: 2016-03-21 08:03:08 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178592 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/03/4070358.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_4070358
loop_
_publ_author_name
'Burling, Suzanne'
'Mas-Marzá, Elena'
'Valpuesta, José E. V.'
'Mahon, Mary F.'
'Whittlesey, Michael K.'
_publ_section_title
;
 Coordination, Agostic Stabilization, and C−H Bond Activation of
 N-Alkyl Heterocyclic Carbenes by Coordinatively Unsaturated Ruthenium
 Hydride Chloride Complexes
;
_journal_issue                   23
_journal_name_full               Organometallics
_journal_page_first              6676
_journal_paper_doi               10.1021/om9007532
_journal_volume                  28
_journal_year                    2009
_chemical_formula_sum            'C35 H69 Cl N2 O0 P2 Ru'
_chemical_formula_weight         716.38
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2c 2ab'
_symmetry_space_group_name_H-M   'P b n m'
_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                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.9400(1)
_cell_length_b                   18.2770(1)
_cell_length_c                   19.0420(1)
_cell_measurement_reflns_used    72774
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.034
_cell_measurement_theta_min      2.910
_cell_volume                     3807.46(5)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        'Denzo&Scalepack (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'ORTEX (P.McArdle, 1995)'
_computing_publication_material  'SHELXL-97/2 (Sheldrick,1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       KappaCCD
_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  0.0426
_diffrn_reflns_av_sigmaI/netI    0.0218
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            74899
_diffrn_reflns_theta_full        30.04
_diffrn_reflns_theta_max         30.04
_diffrn_reflns_theta_min         3.71
_exptl_absorpt_coefficient_mu    0.591
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Parallelepiped
_exptl_crystal_F_000             1536
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.640
_refine_diff_density_min         -0.849
_refine_diff_density_rms         0.121
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     215
_refine_ls_number_reflns         5710
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0308
_refine_ls_R_factor_gt           0.0259
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0300P)²+1.9912P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0627
_refine_ls_wR_factor_ref         0.0647
_reflns_number_gt                5248
_reflns_number_total             5710
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om9007532_si_002.cif
_cod_data_source_block           k06mkw5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'None' changed to
'none' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      Pbnm
_cod_database_code               4070358
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
Ru1 Ru 1.012296(11) 0.293402(7) 0.2500 0.01290(4) Uani 1 2 d SD
Cl1 Cl 1.03714(4) 0.15890(2) 0.2500 0.02239(9) Uani 1 2 d S
P1 P 1.05439(3) 0.291622(16) 0.128721(16) 0.01600(7) Uani 1 1 d .
N1 N 0.92648(15) 0.45820(8) 0.2500 0.0223(3) Uani 1 2 d S
N2 N 0.78156(13) 0.37741(8) 0.2500 0.0180(3) Uani 1 2 d S
C1 C 0.90817(15) 0.38340(9) 0.2500 0.0161(3) Uani 1 2 d S
C2 C 0.81484(19) 0.49629(11) 0.2500 0.0300(4) Uani 1 2 d S
C3 C 0.72485(18) 0.44605(10) 0.2500 0.0252(4) Uani 1 2 d S
C4 C 1.0475(2) 0.49329(11) 0.2500 0.0361(5) Uani 1 2 d S
H4 H 1.1097 0.4532 0.2500 0.043 Uiso 1 2 calc SR
C5 C 1.0696(2) 0.53964(10) 0.1820 0.0683(7) Uani 1 1 d .
H5A H 1.0556 0.5090 0.1405 0.102 Uiso 1 1 calc R
H5B H 1.1539 0.5577 0.1816 0.102 Uiso 1 1 calc R
H5C H 1.0130 0.5812 0.1813 0.102 Uiso 1 1 calc R
C6 C 0.8017(3) 0.57789(13) 0.2500 0.0628(9) Uani 1 2 d S
H6A H 0.8577 0.5991 0.2847 0.094 Uiso 0.50 1 calc PR
H6B H 0.7174 0.5910 0.2621 0.094 Uiso 0.50 1 calc PR
H6C H 0.8215 0.5970 0.2033 0.094 Uiso 0.50 1 calc PR
C7 C 0.5892(2) 0.45841(13) 0.2500 0.0378(5) Uani 1 2 d S
H7A H 0.5547 0.4413 0.2055 0.057 Uiso 0.50 1 calc PR
H7B H 0.5724 0.5107 0.2556 0.057 Uiso 0.50 1 calc PR
H7C H 0.5521 0.4313 0.2889 0.057 Uiso 0.50 1 calc PR
C8 C 0.71977(16) 0.30585(10) 0.2500 0.0209(3) Uani 1 2 d SD
C9 C 0.64249(14) 0.29292(9) 0.31570(9) 0.0334(3) Uani 1 1 d .
H9A H 0.6925 0.3013 0.3576 0.050 Uiso 1 1 calc R
H9B H 0.6124 0.2424 0.3158 0.050 Uiso 1 1 calc R
H9C H 0.5730 0.3267 0.3158 0.050 Uiso 1 1 calc R
C10 C 1.22260(12) 0.28631(7) 0.11158(7) 0.0226(2) Uani 1 1 d .
H10 H 1.2337 0.2860 0.0595 0.027 Uiso 1 1 calc R
C11 C 1.29104(13) 0.35299(10) 0.13970(8) 0.0339(3) Uani 1 1 d .
H11A H 1.2905 0.3520 0.1912 0.051 Uiso 1 1 calc R
H11B H 1.2509 0.3977 0.1232 0.051 Uiso 1 1 calc R
H11C H 1.3756 0.3520 0.1228 0.051 Uiso 1 1 calc R
C12 C 1.28023(14) 0.21591(9) 0.13964(9) 0.0366(4) Uani 1 1 d .
H12A H 1.3686 0.2169 0.1311 0.055 Uiso 1 1 calc R
H12B H 1.2442 0.1737 0.1156 0.055 Uiso 1 1 calc R
H12C H 1.2648 0.2120 0.1902 0.055 Uiso 1 1 calc R
C13 C 1.01637(12) 0.37532(8) 0.07691(7) 0.0223(2) Uani 1 1 d .
H13 H 1.0443 0.4168 0.1071 0.027 Uiso 1 1 calc R
C14 C 1.07967(15) 0.38838(9) 0.00608(8) 0.0343(3) Uani 1 1 d .
H14A H 1.0527 0.3513 -0.0277 0.051 Uiso 1 1 calc R
H14B H 1.1684 0.3850 0.0122 0.051 Uiso 1 1 calc R
H14C H 1.0583 0.4372 -0.0115 0.051 Uiso 1 1 calc R
C15 C 0.87891(13) 0.38740(9) 0.06884(8) 0.0330(3) Uani 1 1 d .
H15A H 0.8638 0.4373 0.0521 0.050 Uiso 1 1 calc R
H15B H 0.8388 0.3804 0.1144 0.050 Uiso 1 1 calc R
H15C H 0.8460 0.3523 0.0349 0.050 Uiso 1 1 calc R
C16 C 1.00042(12) 0.20995(7) 0.07918(7) 0.0226(3) Uani 1 1 d .
H16 H 1.0441 0.1675 0.1008 0.027 Uiso 1 1 calc R
C17 C 0.86455(13) 0.19497(8) 0.09159(9) 0.0316(3) Uani 1 1 d .
H17A H 0.8157 0.2323 0.0676 0.047 Uiso 1 1 calc R
H17B H 0.8473 0.1965 0.1421 0.047 Uiso 1 1 calc R
H17C H 0.8436 0.1465 0.0731 0.047 Uiso 1 1 calc R
C18 C 1.03043(17) 0.20588(9) 0.00092(8) 0.0343(3) Uani 1 1 d .
H18A H 1.0117 0.1568 -0.0167 0.051 Uiso 1 1 calc R
H18B H 1.1174 0.2163 -0.0062 0.051 Uiso 1 1 calc R
H18C H 0.9814 0.2420 -0.0246 0.051 Uiso 1 1 calc R
C1S C 1.11888(16) 0.01654(9) 0.01933(11) 0.0428(4) Uani 1 1 d .
H1S H 1.2005 0.0278 0.0325 0.051 Uiso 1 1 calc R
C2S C 1.02780(17) 0.01501(10) 0.06976(11) 0.0421(4) Uani 1 1 d .
H2S H 1.0466 0.0254 0.1174 0.051 Uiso 1 1 calc R
C3S C 0.90855(16) -0.00181(9) 0.05020(10) 0.0421(4) Uani 1 1 d .
H3S H 0.8458 -0.0032 0.0847 0.051 Uiso 1 1 calc R
H1 H 1.1231(17) 0.3488(11) 0.2500 0.037(7) Uiso 1 2 d SD
H8 H 0.7817(16) 0.2735(10) 0.2500 0.025(6) Uiso 1 2 d SD
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'
P P 0.1023 0.0942 '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'
Cl Cl 0.1484 0.1585 '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
C1 Ru1 P1 97.047(11) . .
C1 Ru1 P1 97.047(11) . 6_556
P1 Ru1 P1 157.390(16) . 6_556
C1 Ru1 Cl1 151.61(5) . .
P1 Ru1 Cl1 87.982(8) . .
P1 Ru1 Cl1 87.982(8) 6_556 .
C1 Ru1 H8 63.5(4) . .
P1 Ru1 H8 101.044(18) . .
P1 Ru1 H8 101.044(18) 6_556 .
Cl1 Ru1 H8 88.1(4) . .
C16 P1 C13 108.57(7) . .
C16 P1 C10 100.48(6) . .
C13 P1 C10 99.75(6) . .
C16 P1 Ru1 116.48(5) . .
C13 P1 Ru1 117.60(4) . .
C10 P1 Ru1 111.35(4) . .
C1 N1 C2 111.35(15) . .
C1 N1 C4 124.18(16) . .
C2 N1 C4 124.47(16) . .
C1 N2 C3 111.80(15) . .
C1 N2 C8 121.85(14) . .
C3 N2 C8 126.35(15) . .
N1 C1 N2 102.86(14) . .
N1 C1 Ru1 136.96(13) . .
N2 C1 Ru1 120.18(12) . .
C3 C2 N1 107.31(16) . .
C3 C2 C6 127.5(2) . .
N1 C2 C6 125.2(2) . .
C2 C3 N2 106.69(16) . .
C2 C3 C7 128.33(18) . .
N2 C3 C7 124.98(18) . .
N1 C4 C5 111.99(13) . 6_556
N1 C4 C5 111.99(13) . .
C5 C4 C5 111.54(16) 6_556 .
H8 C8 N2 103.8(15) . .
H8 C8 C9 108.4(8) . 6_556
N2 C8 C9 113.03(10) . 6_556
H8 C8 C9 108.4(8) . .
N2 C8 C9 113.03(10) . .
C9 C8 C9 109.89(17) 6_556 .
C11 C10 C12 110.29(13) . .
C11 C10 P1 112.30(9) . .
C12 C10 P1 112.84(10) . .
C15 C13 C14 109.47(12) . .
C15 C13 P1 113.01(10) . .
C14 C13 P1 119.43(10) . .
C18 C16 C17 110.54(12) . .
C18 C16 P1 117.72(11) . .
C17 C16 P1 111.92(10) . .
C3S C1S C2S 120.25(17) 5_755 .
C1S C2S C3S 119.59(19) . .
C1S C3S C2S 120.16(16) 5_755 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ru1 C1 2.0009(16) .
Ru1 P1 2.3551(3) .
Ru1 P1 2.3551(3) 6_556
Ru1 Cl1 2.4733(4) .
Ru1 H8 2.549(19) .
P1 C16 1.8619(13) .
P1 C13 1.8672(13) .
P1 C10 1.8715(13) .
N1 C1 1.382(2) .
N1 C2 1.406(2) .
N1 C4 1.471(3) .
N2 C1 1.389(2) .
N2 C3 1.399(2) .
N2 C8 1.472(2) .
C2 C3 1.346(3) .
C2 C6 1.498(3) .
C3 C7 1.501(3) .
C4 C5 1.5661(15) 6_556
C4 C5 1.5661(15) .
C8 H8 0.899(9) .
C8 C9 1.5283(18) 6_556
C8 C9 1.5283(18) .
C10 C11 1.527(2) .
C10 C12 1.5292(19) .
C13 C15 1.5277(19) .
C13 C14 1.5348(19) .
C16 C18 1.528(2) .
C16 C17 1.530(2) .
C1S C3S 1.384(3) 5_755
C1S C2S 1.384(2) .
C2S C3S 1.391(3) .
C3S C1S 1.384(3) 5_755
