#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:56:46 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179270 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/90/4319060.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_4319060
loop_
_publ_author_name
'Chayan Das'
'Amit K. Ghosh'
'Chen-Hsiung Hung'
'Gene-Hsiang Lee'
'Shie-Ming Peng'
'Sreebrata Goswami'
_publ_section_title
;
 Metal-Promoted Aromatic Ring Amination and Deamination Reactions at a
 Diazo Ligand Coordinated to Rhodium and Ruthenium
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              7125
_journal_page_last               7135
_journal_paper_doi               10.1021/ic020421c
_journal_volume                  41
_journal_year                    2002
_chemical_formula_sum            'C34 H27 Cl N8 Ru'
_chemical_formula_weight         684.16
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 110.26(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.998(2)
_cell_length_b                   20.067(4)
_cell_length_c                   14.530(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      16.44
_cell_measurement_theta_min      9.76
_cell_volume                     3008.3(11)
_computing_cell_refinement       'NONIUS CAD4'
_computing_data_collection       'NONIUS CAD4'
_computing_data_reduction        'NRCSDP DATRD2'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_measurement_device       'NONIUS CAD4'
_diffrn_measurement_method       'ω--2θ 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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0209
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5295
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.81
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.649
_exptl_absorpt_correction_T_max  0.7644
_exptl_absorpt_correction_T_min  0.7156
_exptl_absorpt_correction_type   'empirical used psi-scan'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.511
_exptl_crystal_density_meas      ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1392
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.365
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       0.00123(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.064
_refine_ls_goodness_of_fit_obs   1.127
_refine_ls_matrix_type           full
_refine_ls_number_parameters     398
_refine_ls_number_reflns         5290
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_restrained_S_obs      1.127
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_obs          0.0252
_refine_ls_shift/esd_max         0.004
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0373P)²+0.7505P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0678
_refine_ls_wR_factor_obs         0.0645
_reflns_number_observed          4351
_reflns_number_total             5295
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ic020421c_3.cif
_cod_data_source_block           '[RuCl(HL1a)(L1a)],(4a)'
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not_measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0373P)^2^+0.7505P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0373P)^2^+0.7505P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        3008.2(10)
_cod_database_code               4319060
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Ru Ru 1.26652(2) 0.133924(9) 1.276074(13) 0.02585(7) Uani 1 d . .
Cl Cl 1.49225(6) 0.13063(4) 1.37262(5) 0.0424(2) Uani 1 d . .
N1 N 1.2412(2) 0.05425(10) 1.36047(14) 0.0311(4) Uani 1 d . .
N2 N 1.1878(2) 0.14459(10) 1.44442(15) 0.0343(5) Uani 1 d . .
N3 N 1.2254(2) 0.17721(10) 1.38106(14) 0.0289(4) Uani 1 d . .
N4 N 1.2920(2) 0.23085(10) 1.24341(15) 0.0332(5) Uani 1 d . .
N5 N 1.2949(2) 0.09254(10) 1.15501(14) 0.0305(4) Uani 1 d . .
N6 N 1.0715(2) 0.07740(10) 1.10777(14) 0.0358(5) Uani 1 d . .
N7 N 1.0920(2) 0.11263(9) 1.18810(14) 0.0292(4) Uani 1 d . .
N8 N 0.9840(2) 0.23605(11) 1.1874(2) 0.0467(6) Uani 1 d . .
H8B H 1.0383(2) 0.22555(11) 1.1591(2) 0.056 Uiso 1 calc R .
C1 C 1.2561(3) -0.01161(13) 1.3525(2) 0.0402(6) Uani 1 d . .
H1A H 1.2886(3) -0.02702(13) 1.3052(2) 0.048 Uiso 1 calc R .
C2 C 1.2253(3) -0.05714(14) 1.4115(2) 0.0522(7) Uani 1 d . .
H2A H 1.2377(3) -0.10246(14) 1.4047(2) 0.063 Uiso 1 calc R .
C3 C 1.1758(3) -0.03474(14) 1.4807(2) 0.0522(7) Uani 1 d . .
H3A H 1.1528(3) -0.06492(14) 1.5205(2) 0.063 Uiso 1 calc R .
C4 C 1.1607(3) 0.03227(14) 1.4909(2) 0.0449(7) Uani 1 d . .
H4A H 1.1276(3) 0.04792(14) 1.5377(2) 0.054 Uiso 1 calc R .
C5 C 1.1951(2) 0.07677(12) 1.4308(2) 0.0335(5) Uani 1 d . .
C6 C 1.2444(2) 0.24513(12) 1.3895(2) 0.0317(5) Uani 1 d . .
C7 C 1.2307(3) 0.28454(13) 1.4655(2) 0.0419(6) Uani 1 d . .
H7A H 1.2043(3) 0.26544(13) 1.5138(2) 0.050 Uiso 1 calc R .
C8 C 1.2567(3) 0.35099(14) 1.4673(2) 0.0552(8) Uani 1 d . .
H8A H 1.2476(3) 0.37771(14) 1.5169(2) 0.066 Uiso 1 calc R .
C9 C 1.2971(3) 0.37902(14) 1.3942(2) 0.0591(9) Uani 1 d . .
H9A H 1.3155(3) 0.42436(14) 1.3967(2) 0.071 Uiso 1 calc R .
C10 C 1.3104(3) 0.34212(13) 1.3201(2) 0.0480(7) Uani 1 d . .
H10A H 1.3366(3) 0.36250(13) 1.2725(2) 0.058 Uiso 1 calc R .
C11 C 1.2847(2) 0.27276(12) 1.3145(2) 0.0349(6) Uani 1 d . .
C12 C 1.3451(2) 0.25214(12) 1.1715(2) 0.0377(6) Uani 1 d . .
C13 C 1.2704(3) 0.24696(14) 1.0737(2) 0.0489(7) Uani 1 d . .
H13A H 1.1868(3) 0.22985(14) 1.0561(2) 0.059 Uiso 1 calc R .
C14 C 1.3176(4) 0.2668(2) 1.0013(2) 0.0601(9) Uani 1 d . .
H14A H 1.2653(4) 0.2637(2) 0.9356(2) 0.072 Uiso 1 calc R .
C15 C 1.4399(4) 0.2907(2) 1.0260(3) 0.0654(9) Uani 1 d . .
H15A H 1.4718(4) 0.3034(2) 0.9771(3) 0.078 Uiso 1 calc R .
C16 C 1.5167(3) 0.2962(2) 1.1225(3) 0.0648(10) Uani 1 d . .
H16A H 1.6002(3) 0.3132(2) 1.1390(3) 0.078 Uiso 1 calc R .
C17 C 1.4699(3) 0.2763(2) 1.1966(3) 0.0563(8) Uani 1 d . .
H17A H 1.5226(3) 0.2794(2) 1.2622(3) 0.068 Uiso 1 calc R .
C18 C 1.4043(2) 0.09016(14) 1.1326(2) 0.0412(6) Uani 1 d . .
H18A H 1.4811(2) 0.10642(14) 1.1776(2) 0.049 Uiso 1 calc R .
C19 C 1.4050(3) 0.0644(2) 1.0454(2) 0.0530(8) Uani 1 d . .
H19A H 1.4814(3) 0.0641(2) 1.0314(2) 0.064 Uiso 1 calc R .
C20 C 1.2926(3) 0.0389(2) 0.9783(2) 0.0544(8) Uani 1 d . .
H20A H 1.2932(3) 0.0200(2) 0.9200(2) 0.065 Uiso 1 calc R .
C21 C 1.1805(3) 0.04175(14) 0.9985(2) 0.0459(7) Uani 1 d . .
H21A H 1.1036(3) 0.02502(14) 0.9543(2) 0.055 Uiso 1 calc R .
C22 C 1.1836(2) 0.07035(12) 1.0872(2) 0.0333(5) Uani 1 d . .
C23 C 0.9783(2) 0.11917(13) 1.2149(2) 0.0338(6) Uani 1 d . .
C24 C 0.9214(3) 0.06234(15) 1.2364(2) 0.0444(7) Uani 1 d . .
H24A H 0.9546(3) 0.02036(15) 1.2317(2) 0.053 Uiso 1 calc R .
C25 C 0.8139(3) 0.0693(2) 1.2652(2) 0.0583(9) Uani 1 d . .
H25A H 0.7749(3) 0.0319(2) 1.2806(2) 0.070 Uiso 1 calc R .
C26 C 0.7657(3) 0.1316(2) 1.2705(2) 0.0595(9) Uani 1 d . .
H26A H 0.6944(3) 0.1360(2) 1.2906(2) 0.071 Uiso 1 calc R .
C27 C 0.8201(3) 0.1873(2) 1.2471(2) 0.0507(7) Uani 1 d . .
H27A H 0.7841(3) 0.2288(2) 1.2500(2) 0.061 Uiso 1 calc R .
C28 C 0.9296(2) 0.18266(14) 1.2187(2) 0.0383(6) Uani 1 d . .
C29 C 0.9649(3) 0.30535(14) 1.1945(2) 0.0451(7) Uani 1 d . .
C30 C 0.9448(3) 0.3340(2) 1.2750(2) 0.0614(8) Uani 1 d . .
H30A H 0.9385(3) 0.3077(2) 1.3258(2) 0.074 Uiso 1 calc R .
C31 C 0.9341(4) 0.4029(2) 1.2782(3) 0.0746(10) Uani 1 d . .
H31A H 0.9189(4) 0.4223(2) 1.3313(3) 0.089 Uiso 1 calc R .
C32 C 0.9455(3) 0.4430(2) 1.2051(3) 0.0704(10) Uani 1 d . .
H32A H 0.9403(3) 0.4891(2) 1.2091(3) 0.085 Uiso 1 calc R .
C33 C 0.9648(3) 0.4134(2) 1.1258(3) 0.0612(9) Uani 1 d . .
H33A H 0.9709(3) 0.4398(2) 1.0749(3) 0.073 Uiso 1 calc R .
C34 C 0.9753(3) 0.34577(15) 1.1209(2) 0.0465(7) Uani 1 d . .
H34A H 0.9895(3) 0.32674(15) 1.0672(2) 0.056 Uiso 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'
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_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Ru N7 99.73(8) . . ?
N3 Ru N4 81.05(8) . . ?
N7 Ru N4 103.83(8) . . ?
N3 Ru N5 174.46(8) . . ?
N7 Ru N5 76.02(8) . . ?
N4 Ru N5 96.41(8) . . ?
N3 Ru N1 76.51(8) . . ?
N7 Ru N1 85.20(8) . . ?
N4 Ru N1 156.97(8) . . ?
N5 Ru N1 106.39(8) . . ?
N3 Ru Cl 91.62(6) . . ?
N7 Ru Cl 164.68(6) . . ?
N4 Ru Cl 87.98(6) . . ?
N5 Ru Cl 93.21(6) . . ?
N1 Ru Cl 87.52(6) . . ?
C1 N1 C5 118.6(2) . . ?
C1 N1 Ru 131.1(2) . . ?
C5 N1 Ru 110.2(2) . . ?
N3 N2 C5 110.1(2) . . ?
N2 N3 C6 120.5(2) . . ?
N2 N3 Ru 123.1(2) . . ?
C6 N3 Ru 116.3(2) . . ?
C11 N4 C12 121.2(2) . . ?
C11 N4 Ru 111.4(2) . . ?
C12 N4 Ru 125.3(2) . . ?
C18 N5 C22 118.0(2) . . ?
C18 N5 Ru 129.0(2) . . ?
C22 N5 Ru 112.72(15) . . ?
N7 N6 C22 111.0(2) . . ?
N6 N7 C23 113.0(2) . . ?
N6 N7 Ru 121.8(2) . . ?
C23 N7 Ru 123.60(15) . . ?
C28 N8 C29 130.3(2) . . ?
N1 C1 C2 122.6(2) . . ?
C1 C2 C3 119.0(3) . . ?
C4 C3 C2 119.6(3) . . ?
C3 C4 C5 119.5(3) . . ?
N1 C5 N2 119.3(2) . . ?
N1 C5 C4 120.7(2) . . ?
N2 C5 C4 120.0(2) . . ?
N3 C6 C7 124.8(2) . . ?
N3 C6 C11 113.3(2) . . ?
C7 C6 C11 121.9(2) . . ?
C8 C7 C6 119.1(3) . . ?
C7 C8 C9 119.8(3) . . ?
C10 C9 C8 122.1(3) . . ?
C9 C10 C11 120.5(3) . . ?
N4 C11 C10 126.2(2) . . ?
N4 C11 C6 117.2(2) . . ?
C10 C11 C6 116.6(2) . . ?
C13 C12 C17 118.9(3) . . ?
C13 C12 N4 118.9(2) . . ?
C17 C12 N4 122.2(3) . . ?
C12 C13 C14 121.1(3) . . ?
C15 C14 C13 120.0(3) . . ?
C14 C15 C16 120.2(3) . . ?
C15 C16 C17 120.3(3) . . ?
C12 C17 C16 119.5(3) . . ?
N5 C18 C19 121.8(3) . . ?
C18 C19 C20 120.1(3) . . ?
C21 C20 C19 119.2(3) . . ?
C20 C21 C22 118.7(3) . . ?
N5 C22 N6 117.6(2) . . ?
N5 C22 C21 122.1(2) . . ?
N6 C22 C21 120.4(2) . . ?
C24 C23 C28 122.3(2) . . ?
C24 C23 N7 119.2(2) . . ?
C28 C23 N7 118.5(2) . . ?
C23 C24 C25 118.8(3) . . ?
C26 C25 C24 119.7(3) . . ?
C27 C26 C25 121.4(3) . . ?
C26 C27 C28 120.9(3) . . ?
N8 C28 C23 118.7(2) . . ?
N8 C28 C27 124.1(3) . . ?
C23 C28 C27 117.0(3) . . ?
C34 C29 C30 119.3(3) . . ?
C34 C29 N8 117.9(3) . . ?
C30 C29 N8 122.6(3) . . ?
C31 C30 C29 118.8(3) . . ?
C32 C31 C30 121.7(3) . . ?
C31 C32 C33 118.4(3) . . ?
C34 C33 C32 120.8(3) . . ?
C33 C34 C29 120.9(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru N3 1.940(2) . ?
Ru N7 1.950(2) . ?
Ru N4 2.044(2) . ?
Ru N5 2.065(2) . ?
Ru N1 2.091(2) . ?
Ru Cl 2.3923(9) . ?
N1 C1 1.342(3) . ?
N1 C5 1.365(3) . ?
N2 N3 1.308(3) . ?
N2 C5 1.382(3) . ?
N3 C6 1.378(3) . ?
N4 C11 1.355(3) . ?
N4 C12 1.428(3) . ?
N5 C18 1.351(3) . ?
N5 C22 1.354(3) . ?
N6 N7 1.316(3) . ?
N6 C22 1.372(3) . ?
N7 C23 1.438(3) . ?
N8 C28 1.379(3) . ?
N8 C29 1.415(4) . ?
C1 C2 1.373(4) . ?
C2 C3 1.375(4) . ?
C3 C4 1.369(4) . ?
C4 C5 1.391(3) . ?
C6 C7 1.409(3) . ?
C6 C11 1.423(3) . ?
C7 C8 1.362(4) . ?
C8 C9 1.404(4) . ?
C9 C10 1.356(4) . ?
C10 C11 1.417(4) . ?
C12 C13 1.376(4) . ?
C12 C17 1.380(4) . ?
C13 C14 1.384(4) . ?
C14 C15 1.354(5) . ?
C15 C16 1.368(5) . ?
C16 C17 1.403(4) . ?
C18 C19 1.372(4) . ?
C19 C20 1.381(4) . ?
C20 C21 1.363(4) . ?
C21 C22 1.401(3) . ?
C23 C24 1.388(4) . ?
C23 C28 1.391(4) . ?
C24 C25 1.391(4) . ?
C25 C26 1.370(5) . ?
C26 C27 1.366(4) . ?
C27 C28 1.404(3) . ?
C29 C34 1.377(4) . ?
C29 C30 1.389(4) . ?
C30 C31 1.388(5) . ?
C31 C32 1.373(5) . ?
C32 C33 1.378(5) . ?
C33 C34 1.366(4) . ?
