#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/11/4071180.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_4071180
loop_
_publ_author_name
'Poyatos, Macarena'
'McNamara, William'
'Incarvito, Chris'
'Clot, Eric'
'Peris, Eduardo'
'Crabtree, Robert H.'
_publ_section_title
;
 A Weak Donor, Planar Chelating Bitriazole N-Heterocyclic Carbene Ligand
 for Ruthenium(II), Palladium(II), and Rhodium
;
_journal_issue                   9
_journal_name_full               Organometallics
_journal_page_first              2128
_journal_paper_doi               10.1021/om800021c
_journal_volume                  27
_journal_year                    2008
_chemical_formula_sum            'C16 H22 B0.2 F0.8 I1.8 N6 Ru'
_chemical_formula_weight         645.25
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 90.21(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.4985(19)
_cell_length_b                   8.0984(16)
_cell_length_c                   27.008(5)
_cell_measurement_temperature    173(2)
_cell_volume                     2077.5(7)
_computing_cell_refinement       Denzo
_computing_data_collection       'Nonius Collect'
_computing_data_reduction        Denzo
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'ω scans'
_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  0.0516
_diffrn_reflns_av_sigmaI/netI    0.0574
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            12764
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         0.75
_exptl_absorpt_coefficient_mu    3.449
_exptl_absorpt_correction_T_max  0.7699
_exptl_absorpt_correction_T_min  0.5455
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.063
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1230
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.073
_refine_diff_density_min         -1.185
_refine_diff_density_rms         0.144
_refine_ls_extinction_coef       0.0039(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   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         4493
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0440
_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)+(0.0750P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1064
_refine_ls_wR_factor_ref         0.1187
_reflns_number_gt                3785
_reflns_number_total             4493
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om800021c-file004.cif
_cod_data_source_block           mpl01
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_original_formula_sum        'C16 H22 B0.20 F0.80 I1.80 N6 Ru'
_cod_database_code               4071180
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.72430(7) 0.38134(7) 0.39598(2) 0.02641(17) Uani 1 1 d .
I1 I 0.74578(6) 0.65867(6) 0.451055(17) 0.03751(17) Uani 1 1 d .
N1 N 0.9364(7) 0.5232(8) 0.3319(2) 0.0316(14) Uani 1 1 d .
N2 N 1.1495(8) 0.4464(9) 0.3462(3) 0.0399(17) Uani 1 1 d .
N3 N 1.0556(7) 0.3795(8) 0.3798(2) 0.0319(15) Uani 1 1 d .
N4 N 0.8136(7) 0.5970(8) 0.3163(2) 0.0312(15) Uani 1 1 d .
N5 N 0.6512(8) 0.7551(9) 0.2863(2) 0.0396(17) Uani 1 1 d .
N6 N 0.5982(7) 0.6459(8) 0.3215(2) 0.0329(15) Uani 1 1 d .
C1 C 0.6720(9) 0.2158(10) 0.4627(3) 0.0340(18) Uani 1 1 d .
C2 C 0.7596(10) 0.1303(9) 0.4308(3) 0.0349(18) Uani 1 1 d .
H2A H 0.8416 0.0789 0.4439 0.042 Uiso 1 1 calc R
C3 C 0.7308(10) 0.1167(9) 0.3791(3) 0.0364(19) Uani 1 1 d .
H3A H 0.7966 0.0633 0.3581 0.044 Uiso 1 1 calc R
C4 C 0.6057(9) 0.1819(10) 0.3589(3) 0.0361(19) Uani 1 1 d .
C5 C 0.5116(9) 0.2639(10) 0.3910(3) 0.0374(19) Uani 1 1 d .
H5A H 0.4250 0.3055 0.3785 0.045 Uiso 1 1 calc R
C6 C 0.5452(8) 0.2841(11) 0.4415(3) 0.0360(18) Uani 1 1 d .
H6A H 0.4827 0.3443 0.4621 0.043 Uiso 1 1 calc R
C7 C 0.7008(9) 0.2360(11) 0.5179(3) 0.038(2) Uani 1 1 d .
H7A H 0.6507 0.3375 0.5294 0.046 Uiso 1 1 calc R
C8 C 0.6361(10) 0.0859(11) 0.5451(3) 0.043(2) Uani 1 1 d .
H8A H 0.5351 0.0797 0.5377 0.065 Uiso 1 1 calc R
H8B H 0.6499 0.0987 0.5809 0.065 Uiso 1 1 calc R
H8C H 0.6823 -0.0156 0.5340 0.065 Uiso 1 1 calc R
C9 C 0.8530(10) 0.2531(14) 0.5315(3) 0.053(3) Uani 1 1 d .
H9A H 0.8935 0.3475 0.5138 0.079 Uiso 1 1 calc R
H9B H 0.9035 0.1522 0.5223 0.079 Uiso 1 1 calc R
H9C H 0.8617 0.2710 0.5672 0.079 Uiso 1 1 calc R
C10 C 0.5727(13) 0.1669(12) 0.3044(3) 0.055(3) Uani 1 1 d .
H10A H 0.5184 0.0659 0.2985 0.083 Uiso 1 1 calc R
H10B H 0.6607 0.1623 0.2856 0.083 Uiso 1 1 calc R
H10C H 0.5176 0.2628 0.2937 0.083 Uiso 1 1 calc R
C11 C 0.9215(8) 0.4223(9) 0.3717(3) 0.0286(16) Uani 1 1 d .
C12 C 1.0722(8) 0.5367(10) 0.3173(3) 0.0359(18) Uani 1 1 d .
H12A H 1.1052 0.6014 0.2904 0.043 Uiso 1 1 calc R
C13 C 1.1125(10) 0.2716(12) 0.4184(3) 0.046(2) Uani 1 1 d .
H13A H 1.0357 0.2322 0.4394 0.069 Uiso 1 1 calc R
H13B H 1.1804 0.3332 0.4386 0.069 Uiso 1 1 calc R
H13C H 1.1596 0.1771 0.4030 0.069 Uiso 1 1 calc R
C14 C 0.6962(8) 0.5470(10) 0.3409(3) 0.0271(16) Uani 1 1 d .
C15 C 0.7825(10) 0.7220(10) 0.2841(3) 0.0375(19) Uani 1 1 d .
H15A H 0.8484 0.7760 0.2633 0.045 Uiso 1 1 calc R
C16 C 0.4505(10) 0.6566(12) 0.3342(4) 0.047(2) Uani 1 1 d .
H16A H 0.4292 0.5762 0.3602 0.071 Uiso 1 1 calc R
H16B H 0.3932 0.6327 0.3048 0.071 Uiso 1 1 calc R
H16C H 0.4293 0.7681 0.3461 0.071 Uiso 1 1 calc R
I/B I 0.09926(9) -0.02970(10) 0.31189(3) 0.0496(2) Uani 0.80 1 d P
F1 F 0.041(4) -0.120(4) 0.3444(12) 0.069(9) Uiso 0.20 1 d P
F2 F 0.015(4) 0.098(4) 0.2976(13) 0.069(9) Uiso 0.20 1 d P
F3 F 0.229(3) 0.022(3) 0.3225(11) 0.059(7) Uiso 0.20 1 d P
F4 F 0.114(3) -0.125(3) 0.2698(10) 0.053(7) Uiso 0.20 1 d P
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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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'
I I -0.4742 1.8119 '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
C11 Ru1 C14 76.8(3)
C11 Ru1 C3 93.8(3)
C14 Ru1 C3 120.0(3)
C11 Ru1 C4 116.5(3)
C14 Ru1 C4 94.9(3)
C3 Ru1 C4 37.3(3)
C11 Ru1 C5 153.0(3)
C14 Ru1 C5 97.0(3)
C3 Ru1 C5 66.3(3)
C4 Ru1 C5 37.1(3)
C11 Ru1 C6 160.6(3)
C14 Ru1 C6 122.5(3)
C3 Ru1 C6 78.0(3)
C4 Ru1 C6 66.7(3)
C5 Ru1 C6 36.6(3)
C11 Ru1 C2 98.4(3)
C14 Ru1 C2 157.1(3)
C3 Ru1 C2 37.3(3)
C4 Ru1 C2 66.8(3)
C5 Ru1 C2 77.0(3)
C6 Ru1 C2 64.5(3)
C11 Ru1 C1 123.7(3)
C14 Ru1 C1 159.2(3)
C3 Ru1 C1 66.4(3)
C4 Ru1 C1 79.5(3)
C5 Ru1 C1 66.5(3)
C6 Ru1 C1 37.0(3)
C2 Ru1 C1 35.3(3)
C11 Ru1 I1 88.5(2)
C14 Ru1 I1 82.1(2)
C3 Ru1 I1 157.7(2)
C4 Ru1 I1 153.6(2)
C5 Ru1 I1 116.9(2)
C6 Ru1 I1 92.7(2)
C2 Ru1 I1 120.5(2)
C1 Ru1 I1 94.0(2)
C12 N1 C11 112.4(7)
C12 N1 N4 133.1(7)
C11 N1 N4 114.4(6)
C12 N2 N3 104.5(7)
C11 N3 N2 113.9(6)
C11 N3 C13 128.4(7)
N2 N3 C13 117.6(7)
C14 N4 C15 110.8(7)
C14 N4 N1 114.6(6)
C15 N4 N1 134.3(7)
C15 N5 N6 104.7(7)
C14 N6 N5 113.4(7)
C14 N6 C16 128.1(7)
N5 N6 C16 118.4(7)
C2 C1 C6 116.6(7)
C2 C1 C7 123.7(8)
C6 C1 C7 119.6(7)
C2 C1 Ru1 70.9(4)
C6 C1 Ru1 69.4(4)
C7 C1 Ru1 131.7(6)
C1 C2 C3 122.2(8)
C1 C2 Ru1 73.8(4)
C3 C2 Ru1 68.6(4)
C4 C3 C2 120.6(8)
C4 C3 Ru1 71.9(5)
C2 C3 Ru1 74.1(4)
C3 C4 C5 118.3(7)
C3 C4 C10 121.3(8)
C5 C4 C10 120.4(8)
C3 C4 Ru1 70.7(4)
C5 C4 Ru1 72.6(5)
C10 C4 Ru1 127.3(6)
C6 C5 C4 120.4(8)
C6 C5 Ru1 72.0(5)
C4 C5 Ru1 70.3(5)
C5 C6 C1 121.7(8)
C5 C6 Ru1 71.4(4)
C1 C6 Ru1 73.6(4)
C9 C7 C1 114.8(7)
C9 C7 C8 109.9(8)
C1 C7 C8 108.1(7)
N3 C11 N1 100.6(6)
N3 C11 Ru1 142.2(6)
N1 C11 Ru1 117.1(5)
N2 C12 N1 108.5(7)
N6 C14 N4 101.5(6)
N6 C14 Ru1 141.2(6)
N4 C14 Ru1 116.8(5)
N5 C15 N4 109.6(7)
F1 I/B F3 116(2)
F1 I/B F2 112(2)
F3 I/B F2 111.5(18)
F1 I/B F4 107.0(18)
F3 I/B F4 104.9(18)
F2 I/B F4 104.5(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ru1 C11 2.014(8)
Ru1 C14 2.019(7)
Ru1 C3 2.192(7)
Ru1 C4 2.207(8)
Ru1 C5 2.237(8)
Ru1 C6 2.245(7)
Ru1 C2 2.265(7)
Ru1 C1 2.301(7)
Ru1 I1 2.7012(9)
N1 C12 1.355(10)
N1 C11 1.359(10)
N1 N4 1.375(9)
N2 C12 1.296(11)
N2 N3 1.386(10)
N3 C11 1.338(10)
N3 C13 1.460(10)
N4 C14 1.363(10)
N4 C15 1.365(10)
N5 C15 1.278(11)
N5 N6 1.393(9)
N6 C14 1.334(10)
N6 C16 1.448(11)
C1 C2 1.385(12)
C1 C6 1.442(12)
C1 C7 1.523(11)
C2 C3 1.427(11)
C3 C4 1.408(13)
C4 C5 1.413(12)
C4 C10 1.508(12)
C5 C6 1.408(12)
C7 C9 1.497(13)
C7 C8 1.549(12)
I/B F1 1.27(3)
I/B F3 1.34(3)
I/B F2 1.36(3)
I/B F4 1.38(3)
