#------------------------------------------------------------------------------
#$Date: 2016-03-21 13:48:43 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178702 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/13/4081375.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_4081375
loop_
_publ_author_name
'Davies, Caroline J. E.'
'Lowe, John P.'
'Mahon, Mary F.'
'Poulten, Rebecca C.'
'Whittlesey, Michael K.'
_publ_section_title
;
 Synthesis and Small Molecule Reactivity oftrans-Dihydride Isomers of
 Ru(NHC)2(PPh3)2H2(NHC = N-Heterocyclic Carbene)
;
_journal_issue                   17
_journal_name_full               Organometallics
_journal_page_first              4927
_journal_paper_doi               10.1021/om400648x
_journal_volume                  32
_journal_year                    2013
_chemical_formula_sum            'C50 H56 N4 P2 Ru'
_chemical_formula_weight         876.00
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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                 102.602(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.0200(1)
_cell_length_b                   9.3340(2)
_cell_length_c                   21.8030(4)
_cell_measurement_reflns_used    70936
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.034
_cell_measurement_theta_min      2.910
_cell_volume                     2188.64(7)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV 1997-2004)'
_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-97/2 (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  '95mm CCD camera on κ-goniostat'
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0538
_diffrn_reflns_av_sigmaI/netI    0.0271
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            52817
_diffrn_reflns_theta_full        30.04
_diffrn_reflns_theta_max         30.04
_diffrn_reflns_theta_min         3.61
_exptl_absorpt_coefficient_mu    0.470
_exptl_absorpt_correction_T_max  0.914
_exptl_absorpt_correction_T_min  0.830
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements 
 Sortav (Blessing 1995)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             916
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.719
_refine_diff_density_min         -0.599
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         6407
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0288
_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)+(0.0304P)²+1.2923P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0661
_refine_ls_wR_factor_ref         0.0718
_reflns_number_gt                5305
_reflns_number_total             6407
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om400648x_si_001.cif
_cod_data_source_block           h11mkw06
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        2188.64(6)
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               4081375
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 0.5000 0.5000 0.5000 0.01553(5) Uani 1 2 d SD
P1 P 0.52846(3) 0.40194(4) 0.408214(17) 0.01802(8) Uani 1 1 d .
N1 N 0.79157(12) 0.51074(14) 0.54946(6) 0.0231(3) Uani 1 1 d .
N2 N 0.72154(12) 0.31432(14) 0.57782(6) 0.0250(3) Uani 1 1 d .
C1 C 0.68132(13) 0.43803(16) 0.54514(7) 0.0192(3) Uani 1 1 d .
H1 H 0.5526(19) 0.6582(10) 0.4935(10) 0.048(6) Uiso 1 1 d D
C2 C 0.89342(14) 0.43646(19) 0.58356(8) 0.0300(4) Uani 1 1 d .
C3 C 0.84984(15) 0.31267(19) 0.60117(9) 0.0320(4) Uani 1 1 d .
C4 C 0.64288(15) 0.20359(18) 0.59547(9) 0.0304(4) Uani 1 1 d .
H4A H 0.6461 0.2094 0.6407 0.046 Uiso 1 1 calc R
H4B H 0.6725 0.1092 0.5854 0.046 Uiso 1 1 calc R
H4C H 0.5570 0.2174 0.5722 0.046 Uiso 1 1 calc R
C5 C 0.80439(15) 0.65653(18) 0.52819(9) 0.0316(4) Uani 1 1 d .
H5A H 0.7219 0.6959 0.5101 0.047 Uiso 1 1 calc R
H5B H 0.8546 0.6562 0.4962 0.047 Uiso 1 1 calc R
H5C H 0.8452 0.7156 0.5639 0.047 Uiso 1 1 calc R
C6 C 1.02133(16) 0.4982(2) 0.59802(10) 0.0393(4) Uani 1 1 d .
H6A H 1.0236 0.5818 0.6255 0.059 Uiso 1 1 calc R
H6B H 1.0441 0.5275 0.5588 0.059 Uiso 1 1 calc R
H6C H 1.0804 0.4260 0.6192 0.059 Uiso 1 1 calc R
C7 C 0.91578(18) 0.1915(2) 0.63888(12) 0.0531(6) Uani 1 1 d .
H7A H 1.0053 0.2112 0.6496 0.080 Uiso 1 1 calc R
H7B H 0.9004 0.1029 0.6143 0.080 Uiso 1 1 calc R
H7C H 0.8850 0.1808 0.6775 0.080 Uiso 1 1 calc R
C8 C 0.38558(14) 0.33600(18) 0.35462(7) 0.0245(3) Uani 1 1 d .
C9 C 0.30529(16) 0.4373(2) 0.32162(9) 0.0353(4) Uani 1 1 d .
H9 H 0.3302 0.5349 0.3231 0.042 Uiso 1 1 calc R
C10 C 0.18878(18) 0.3990(3) 0.28626(10) 0.0458(5) Uani 1 1 d .
H10 H 0.1347 0.4706 0.2646 0.055 Uiso 1 1 calc R
C11 C 0.15204(19) 0.2590(3) 0.28267(10) 0.0517(6) Uani 1 1 d .
H11 H 0.0716 0.2332 0.2595 0.062 Uiso 1 1 calc R
C12 C 0.2321(2) 0.1559(3) 0.31273(11) 0.0558(6) Uani 1 1 d .
H12 H 0.2080 0.0580 0.3090 0.067 Uiso 1 1 calc R
C13 C 0.34881(19) 0.1934(2) 0.34886(9) 0.0416(5) Uani 1 1 d .
H13 H 0.4032 0.1210 0.3696 0.050 Uiso 1 1 calc R
C14 C 0.63356(14) 0.24492(16) 0.41840(7) 0.0223(3) Uani 1 1 d .
C15 C 0.60440(17) 0.12257(18) 0.44936(8) 0.0318(4) Uani 1 1 d .
H15 H 0.5272 0.1182 0.4619 0.038 Uiso 1 1 calc R
C16 C 0.68573(19) 0.00725(19) 0.46222(10) 0.0369(4) Uani 1 1 d .
H16 H 0.6626 -0.0761 0.4819 0.044 Uiso 1 1 calc R
C17 C 0.80093(19) 0.01394(19) 0.44629(10) 0.0371(4) Uani 1 1 d .
H17 H 0.8572 -0.0642 0.4553 0.045 Uiso 1 1 calc R
C18 C 0.83273(17) 0.1350(2) 0.41724(9) 0.0366(4) Uani 1 1 d .
H18 H 0.9120 0.1409 0.4070 0.044 Uiso 1 1 calc R
C19 C 0.74969(15) 0.24884(18) 0.40277(8) 0.0288(3) Uani 1 1 d .
H19 H 0.7725 0.3306 0.3819 0.035 Uiso 1 1 calc R
C20 C 0.59152(13) 0.50734(16) 0.35003(7) 0.0197(3) Uani 1 1 d .
C21 C 0.63230(14) 0.64665(17) 0.36445(7) 0.0242(3) Uani 1 1 d .
H21 H 0.6275 0.6867 0.4039 0.029 Uiso 1 1 calc R
C22 C 0.68030(15) 0.72854(18) 0.32170(8) 0.0297(3) Uani 1 1 d .
H22 H 0.7077 0.8237 0.3321 0.036 Uiso 1 1 calc R
C23 C 0.68802(15) 0.67116(19) 0.26421(8) 0.0306(4) Uani 1 1 d .
H23 H 0.7216 0.7263 0.2353 0.037 Uiso 1 1 calc R
C24 C 0.64643(16) 0.53251(19) 0.24898(8) 0.0291(4) Uani 1 1 d .
H24 H 0.6511 0.4930 0.2094 0.035 Uiso 1 1 calc R
C25 C 0.59800(15) 0.45136(18) 0.29138(7) 0.0250(3) Uani 1 1 d .
H25 H 0.5690 0.3569 0.2804 0.030 Uiso 1 1 calc R
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'
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'
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 C1 180.0 . 3_666
C1 Ru1 P1 89.90(4) . 3_666
C1 Ru1 P1 90.10(4) 3_666 3_666
C1 Ru1 P1 90.10(4) . .
C1 Ru1 P1 89.90(4) 3_666 .
P1 Ru1 P1 180.0 3_666 .
C1 Ru1 H1 88.3(8) . .
C1 Ru1 H1 91.7(8) 3_666 .
P1 Ru1 H1 80.2(8) 3_666 .
P1 Ru1 H1 99.8(8) . .
C8 P1 C14 103.68(7) . .
C8 P1 C20 97.97(7) . .
C14 P1 C20 100.60(7) . .
C8 P1 Ru1 115.24(5) . .
C14 P1 Ru1 114.47(5) . .
C20 P1 Ru1 122.01(5) . .
C1 N1 C2 112.86(13) . .
C1 N1 C5 125.80(13) . .
C2 N1 C5 120.96(13) . .
C1 N2 C3 112.59(13) . .
C1 N2 C4 126.12(13) . .
C3 N2 C4 120.74(13) . .
N1 C1 N2 101.43(12) . .
N1 C1 Ru1 129.01(11) . .
N2 C1 Ru1 129.55(10) . .
C3 C2 N1 106.60(14) . .
C3 C2 C6 130.87(16) . .
N1 C2 C6 122.43(15) . .
C2 C3 N2 106.52(14) . .
C2 C3 C7 130.58(16) . .
N2 C3 C7 122.90(16) . .
N2 C4 H4A 109.5 . .
N2 C4 H4B 109.5 . .
H4A C4 H4B 109.5 . .
N2 C4 H4C 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
N1 C5 H5A 109.5 . .
N1 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
N1 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
C2 C6 H6A 109.5 . .
C2 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C2 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
C3 C7 H7A 109.5 . .
C3 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C3 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C9 C8 C13 117.82(16) . .
C9 C8 P1 117.43(13) . .
C13 C8 P1 124.56(14) . .
C8 C9 C10 121.35(19) . .
C8 C9 H9 119.3 . .
C10 C9 H9 119.3 . .
C11 C10 C9 120.2(2) . .
C11 C10 H10 119.9 . .
C9 C10 H10 119.9 . .
C10 C11 C12 119.51(18) . .
C10 C11 H11 120.2 . .
C12 C11 H11 120.2 . .
C11 C12 C13 120.7(2) . .
C11 C12 H12 119.7 . .
C13 C12 H12 119.7 . .
C8 C13 C12 120.3(2) . .
C8 C13 H13 119.8 . .
C12 C13 H13 119.8 . .
C19 C14 C15 117.31(15) . .
C19 C14 P1 122.23(12) . .
C15 C14 P1 120.04(12) . .
C16 C15 C14 121.58(16) . .
C16 C15 H15 119.2 . .
C14 C15 H15 119.2 . .
C17 C16 C15 119.95(17) . .
C17 C16 H16 120.0 . .
C15 C16 H16 120.0 . .
C18 C17 C16 119.34(16) . .
C18 C17 H17 120.3 . .
C16 C17 H17 120.3 . .
C17 C18 C19 120.63(17) . .
C17 C18 H18 119.7 . .
C19 C18 H18 119.7 . .
C18 C19 C14 121.14(16) . .
C18 C19 H19 119.4 . .
C14 C19 H19 119.4 . .
C21 C20 C25 118.58(14) . .
C21 C20 P1 119.49(11) . .
C25 C20 P1 121.92(12) . .
C20 C21 C22 120.83(15) . .
C20 C21 H21 119.6 . .
C22 C21 H21 119.6 . .
C23 C22 C21 120.04(16) . .
C23 C22 H22 120.0 . .
C21 C22 H22 120.0 . .
C22 C23 C24 119.69(15) . .
C22 C23 H23 120.2 . .
C24 C23 H23 120.2 . .
C25 C24 C23 120.25(16) . .
C25 C24 H24 119.9 . .
C23 C24 H24 119.9 . .
C24 C25 C20 120.60(16) . .
C24 C25 H25 119.7 . .
C20 C25 H25 119.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ru1 C1 2.1066(14) .
Ru1 C1 2.1066(14) 3_666
Ru1 P1 2.2836(4) 3_666
Ru1 P1 2.2836(4) .
Ru1 H1 1.604(5) .
P1 C8 1.8495(15) .
P1 C14 1.8511(15) .
P1 C20 1.8560(15) .
N1 C1 1.3768(18) .
N1 C2 1.389(2) .
N1 C5 1.454(2) .
N2 C1 1.3783(19) .
N2 C3 1.394(2) .
N2 C4 1.454(2) .
C2 C3 1.339(2) .
C2 C6 1.492(2) .
C3 C7 1.491(2) .
C4 H4A 0.9800 .
C4 H4B 0.9800 .
C4 H4C 0.9800 .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 C9 1.384(2) .
C8 C13 1.389(2) .
C9 C10 1.392(2) .
C9 H9 0.9500 .
C10 C11 1.365(3) .
C10 H10 0.9500 .
C11 C12 1.372(4) .
C11 H11 0.9500 .
C12 C13 1.398(3) .
C12 H12 0.9500 .
C13 H13 0.9500 .
C14 C19 1.395(2) .
C14 C15 1.399(2) .
C15 C16 1.389(2) .
C15 H15 0.9500 .
C16 C17 1.389(3) .
C16 H16 0.9500 .
C17 C18 1.377(3) .
C17 H17 0.9500 .
C18 C19 1.393(2) .
C18 H18 0.9500 .
C19 H19 0.9500 .
C20 C21 1.389(2) .
C20 C25 1.398(2) .
C21 C22 1.396(2) .
C21 H21 0.9500 .
C22 C23 1.383(2) .
C22 H22 0.9500 .
C23 C24 1.389(3) .
C23 H23 0.9500 .
C24 C25 1.389(2) .
C24 H24 0.9500 .
C25 H25 0.9500 .
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
C1 Ru1 P1 C8 151.25(7) .
C1 Ru1 P1 C8 -28.75(7) 3_666
P1 Ru1 P1 C8 -147(14) 3_666
C1 Ru1 P1 C14 31.14(7) .
C1 Ru1 P1 C14 -148.86(7) 3_666
P1 Ru1 P1 C14 93(14) 3_666
C1 Ru1 P1 C20 -90.37(7) .
C1 Ru1 P1 C20 89.63(7) 3_666
P1 Ru1 P1 C20 -29(14) 3_666
C2 N1 C1 N2 -0.72(17) .
C5 N1 C1 N2 -173.68(15) .
C2 N1 C1 Ru1 179.59(12) .
C5 N1 C1 Ru1 6.6(2) .
C3 N2 C1 N1 0.41(18) .
C4 N2 C1 N1 171.85(15) .
C3 N2 C1 Ru1 -179.91(12) .
C4 N2 C1 Ru1 -8.5(2) .
C1 Ru1 C1 N1 64(2) 3_666
P1 Ru1 C1 N1 -92.32(13) 3_666
P1 Ru1 C1 N1 87.68(13) .
C1 Ru1 C1 N2 -115(2) 3_666
P1 Ru1 C1 N2 88.07(13) 3_666
P1 Ru1 C1 N2 -91.93(13) .
C1 N1 C2 C3 0.8(2) .
C5 N1 C2 C3 174.13(16) .
C1 N1 C2 C6 -175.90(17) .
C5 N1 C2 C6 -2.6(3) .
N1 C2 C3 N2 -0.5(2) .
C6 C2 C3 N2 175.83(19) .
N1 C2 C3 C7 -179.5(2) .
C6 C2 C3 C7 -3.2(4) .
C1 N2 C3 C2 0.0(2) .
C4 N2 C3 C2 -171.92(16) .
C1 N2 C3 C7 179.16(19) .
C4 N2 C3 C7 7.2(3) .
C14 P1 C8 C9 -159.23(13) .
C20 P1 C8 C9 -56.22(14) .
Ru1 P1 C8 C9 74.90(14) .
C14 P1 C8 C13 25.96(17) .
C20 P1 C8 C13 128.97(16) .
Ru1 P1 C8 C13 -99.91(16) .
C13 C8 C9 C10 3.1(3) .
P1 C8 C9 C10 -172.03(15) .
C8 C9 C10 C11 -1.0(3) .
C9 C10 C11 C12 -1.8(3) .
C10 C11 C12 C13 2.4(4) .
C9 C8 C13 C12 -2.5(3) .
P1 C8 C13 C12 172.31(16) .
C11 C12 C13 C8 -0.3(3) .
C8 P1 C14 C19 121.41(14) .
C20 P1 C14 C19 20.41(15) .
Ru1 P1 C14 C19 -112.24(13) .
C8 P1 C14 C15 -66.27(15) .
C20 P1 C14 C15 -167.26(13) .
Ru1 P1 C14 C15 60.09(14) .
C19 C14 C15 C16 -2.2(3) .
P1 C14 C15 C16 -174.85(15) .
C14 C15 C16 C17 2.3(3) .
C15 C16 C17 C18 -0.6(3) .
C16 C17 C18 C19 -1.2(3) .
C17 C18 C19 C14 1.4(3) .
C15 C14 C19 C18 0.3(2) .
P1 C14 C19 C18 172.83(14) .
C8 P1 C20 C21 131.84(13) .
C14 P1 C20 C21 -122.55(12) .
Ru1 P1 C20 C21 5.32(14) .
C8 P1 C20 C25 -47.36(14) .
C14 P1 C20 C25 58.25(14) .
Ru1 P1 C20 C25 -173.88(10) .
C25 C20 C21 C22 -0.8(2) .
P1 C20 C21 C22 179.93(12) .
C20 C21 C22 C23 -0.1(2) .
C21 C22 C23 C24 0.8(3) .
C22 C23 C24 C25 -0.4(3) .
C23 C24 C25 C20 -0.6(2) .
C21 C20 C25 C24 1.2(2) .
P1 C20 C25 C24 -179.58(12) .
