#------------------------------------------------------------------------------
#$Date: 2016-03-23 02:02:00 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179167 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/28/4312861.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_4312861
loop_
_publ_author_name
'Chayan Das'
'Amrita Saha'
'Chen-Hsiung Hung'
'Gene-Hsiang Lee'
'Shie-Ming Peng'
'Sreebrata Goswami'
_publ_section_title
;
 Ruthenium Complexes of 2-[(4-(Arylamino)phenyl)azo]pyridine Formed via
 Regioselective Phenyl Ring Amination of Coordinated
 2-(Phenylazo)pyridine: Isolation of Products, X-ray Structure, and Redox
 and Optical Properties
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              198
_journal_page_last               204
_journal_paper_doi               10.1021/ic0203724
_journal_volume                  42
_journal_year                    2003
_chemical_formula_sum            'C34 H28 Cl2 N8 Ru'
_chemical_formula_weight         720.61
_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                 106.282(18)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.444(3)
_cell_length_b                   21.150(4)
_cell_length_c                   13.234(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      11.17
_cell_measurement_theta_min      7.47
_cell_volume                     3074.7(12)
_computing_cell_refinement       'NONIUS CAD4'
_computing_data_collection       'NONIUS CAD4'
_computing_data_reduction        'NONIUS MAXUS'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  '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    0.0695
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5422
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.87
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.723
_exptl_absorpt_correction_T_max  0.841
_exptl_absorpt_correction_T_min  0.794
_exptl_absorpt_correction_type   'empirical from psi-scan'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.557
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     406
_refine_ls_number_reflns         5422
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.0765
_refine_ls_R_factor_gt           0.0355
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0185P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0669
_refine_ls_wR_factor_ref         0.0752
_reflns_number_gt                3366
_reflns_number_total             5422
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0203724_2.cif
_cod_data_source_block           C34H28Cl2N8Ru(5a)
_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 
;
_cod_original_cell_volume        3074.9(11)
_cod_database_code               4312861
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru Ru 0.17671(3) 0.405515(16) 1.32478(2) 0.03347(9) Uani 1 1 d . . .
Cl1 Cl 0.16908(9) 0.29938(5) 1.38133(8) 0.0472(3) Uani 1 1 d . . .
Cl2 Cl 0.20474(9) 0.51482(5) 1.29082(8) 0.0449(3) Uani 1 1 d . . .
N1 N 0.1460(3) 0.42957(15) 1.4669(2) 0.0355(8) Uani 1 1 d . . .
N2 N -0.0537(3) 0.40587(16) 1.3706(2) 0.0376(8) Uani 1 1 d . . .
N3 N -0.0044(3) 0.40958(15) 1.2936(2) 0.0344(7) Uani 1 1 d . . .
N4 N -0.3341(3) 0.4310(2) 0.8942(3) 0.0787(15) Uani 1 1 d . . .
H4A H -0.3134 0.4589 0.8551 0.094 Uiso 1 1 calc R . .
N5 N 0.3656(3) 0.40013(17) 1.3582(2) 0.0421(8) Uani 1 1 d . . .
N6 N 0.3150(3) 0.38887(16) 1.1754(3) 0.0448(9) Uani 1 1 d . . .
N7 N 0.2069(3) 0.38133(15) 1.1872(2) 0.0358(8) Uani 1 1 d . . .
N8 N -0.1121(3) 0.2803(2) 0.8249(3) 0.0625(12) Uani 1 1 d . . .
H8A H -0.1771 0.2639 0.8339 0.075 Uiso 1 1 calc R . .
C1 C 0.2210(4) 0.4511(2) 1.5555(3) 0.0453(11) Uani 1 1 d . . .
H1A H 0.2997 0.4622 1.5558 0.054 Uiso 1 1 calc R . .
C2 C 0.1878(4) 0.4579(2) 1.6473(3) 0.0523(12) Uani 1 1 d . . .
H2A H 0.2431 0.4731 1.7080 0.063 Uiso 1 1 calc R . .
C3 C 0.0707(4) 0.4418(2) 1.6474(3) 0.0494(12) Uani 1 1 d . . .
H3A H 0.0465 0.4452 1.7087 0.059 Uiso 1 1 calc R . .
C4 C -0.0084(4) 0.42099(19) 1.5565(3) 0.0433(11) Uani 1 1 d . . .
H4B H -0.0877 0.4100 1.5546 0.052 Uiso 1 1 calc R . .
C5 C 0.0310(4) 0.41633(18) 1.4668(3) 0.0356(9) Uani 1 1 d . . .
C6 C -0.0923(3) 0.41370(19) 1.1931(3) 0.0353(9) Uani 1 1 d . . .
C7 C -0.2015(3) 0.3802(2) 1.1694(3) 0.0441(11) Uani 1 1 d . . .
H7A H -0.2197 0.3548 1.2202 0.053 Uiso 1 1 calc R . .
C8 C -0.2821(4) 0.3848(2) 1.0711(3) 0.0531(13) Uani 1 1 d . . .
H8B H -0.3536 0.3613 1.0552 0.064 Uiso 1 1 calc R . .
C9 C -0.2587(4) 0.4242(2) 0.9945(3) 0.0511(12) Uani 1 1 d . . .
C10 C -0.1500(4) 0.4581(2) 1.0202(3) 0.0486(11) Uani 1 1 d . . .
H10A H -0.1328 0.4849 0.9706 0.058 Uiso 1 1 calc R . .
C11 C -0.0680(4) 0.4523(2) 1.1177(3) 0.0415(10) Uani 1 1 d . . .
H11A H 0.0048 0.4748 1.1330 0.050 Uiso 1 1 calc R . .
C12 C -0.4413(4) 0.3971(2) 0.8487(3) 0.0510(12) Uani 1 1 d . . .
C13 C -0.5347(4) 0.3937(3) 0.8937(4) 0.0784(18) Uani 1 1 d . . .
H13A H -0.5295 0.4153 0.9559 0.094 Uiso 1 1 calc R . .
C14 C -0.6369(5) 0.3582(3) 0.8471(5) 0.097(2) Uani 1 1 d . . .
H14A H -0.6982 0.3537 0.8801 0.116 Uiso 1 1 calc R . .
C15 C -0.6476(6) 0.3301(3) 0.7543(6) 0.103(3) Uani 1 1 d . . .
H15A H -0.7173 0.3071 0.7222 0.124 Uiso 1 1 calc R . .
C16 C -0.5571(7) 0.3352(3) 0.7068(5) 0.094(2) Uani 1 1 d . . .
H16A H -0.5651 0.3157 0.6421 0.112 Uiso 1 1 calc R . .
C17 C -0.4541(5) 0.3689(3) 0.7539(4) 0.0723(15) Uani 1 1 d . . .
H17A H -0.3925 0.3725 0.7210 0.087 Uiso 1 1 calc R . .
C18 C 0.4522(4) 0.4025(2) 1.4494(3) 0.0564(12) Uani 1 1 d . . .
H18A H 0.4289 0.4010 1.5113 0.068 Uiso 1 1 calc R . .
C19 C 0.5746(4) 0.4070(3) 1.4570(4) 0.0674(15) Uani 1 1 d . . .
H19A H 0.6324 0.4091 1.5223 0.081 Uiso 1 1 calc R . .
C20 C 0.6087(4) 0.4083(2) 1.3654(4) 0.0632(14) Uani 1 1 d . . .
H20A H 0.6905 0.4114 1.3677 0.076 Uiso 1 1 calc R . .
C21 C 0.5228(4) 0.4050(2) 1.2721(4) 0.0612(13) Uani 1 1 d . . .
H21A H 0.5447 0.4061 1.2096 0.073 Uiso 1 1 calc R . .
C22 C 0.4019(3) 0.4000(2) 1.2702(3) 0.0429(10) Uani 1 1 d . . .
C23 C 0.1234(4) 0.35912(19) 1.0938(3) 0.0373(10) Uani 1 1 d . . .
C24 C 0.0327(3) 0.31678(19) 1.1015(3) 0.0392(10) Uani 1 1 d . . .
H24A H 0.0242 0.3059 1.1671 0.047 Uiso 1 1 calc R . .
C25 C -0.0440(4) 0.2913(2) 1.0116(3) 0.0444(11) Uani 1 1 d . . .
H25A H -0.1042 0.2630 1.0171 0.053 Uiso 1 1 calc R . .
C26 C -0.0331(4) 0.3071(2) 0.9121(3) 0.0477(11) Uani 1 1 d . . .
C27 C 0.0558(4) 0.3506(2) 0.9064(3) 0.0490(12) Uani 1 1 d . . .
H27A H 0.0621 0.3633 0.8408 0.059 Uiso 1 1 calc R . .
C28 C 0.1335(4) 0.3750(2) 0.9947(3) 0.0443(11) Uani 1 1 d . . .
H28A H 0.1944 0.4027 0.9889 0.053 Uiso 1 1 calc R . .
C29 C -0.0988(4) 0.2767(2) 0.7231(3) 0.0485(11) Uani 1 1 d . . .
C30 C -0.2020(4) 0.2790(2) 0.6388(3) 0.0561(13) Uani 1 1 d . . .
H30A H -0.2780 0.2847 0.6499 0.067 Uiso 1 1 calc R . .
C31 C -0.1917(5) 0.2728(2) 0.5374(4) 0.0713(16) Uani 1 1 d . . .
H31A H -0.2616 0.2733 0.4808 0.086 Uiso 1 1 calc R . .
C32 C -0.0810(6) 0.2658(2) 0.5191(4) 0.0750(17) Uani 1 1 d . . .
H32A H -0.0748 0.2632 0.4506 0.090 Uiso 1 1 calc R . .
C33 C 0.0203(5) 0.2627(2) 0.6026(4) 0.0701(16) Uani 1 1 d . . .
H33A H 0.0961 0.2575 0.5908 0.084 Uiso 1 1 calc R . .
C34 C 0.0124(4) 0.2672(2) 0.7037(4) 0.0591(13) Uani 1 1 d . . .
H34A H 0.0824 0.2637 0.7597 0.071 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'
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 104.81(12) . . ?
N3 Ru N1 75.31(12) . . ?
N7 Ru N1 179.48(13) . . ?
N3 Ru N5 179.26(14) . . ?
N7 Ru N5 75.33(13) . . ?
N1 Ru N5 104.54(13) . . ?
N3 Ru Cl1 88.74(10) . . ?
N7 Ru Cl1 94.34(10) . . ?
N1 Ru Cl1 85.15(9) . . ?
N5 Ru Cl1 90.53(10) . . ?
N3 Ru Cl2 96.06(10) . . ?
N7 Ru Cl2 90.54(9) . . ?
N1 Ru Cl2 89.95(9) . . ?
N5 Ru Cl2 84.66(10) . . ?
Cl1 Ru Cl2 172.07(4) . . ?
C1 N1 C5 117.6(3) . . ?
C1 N1 Ru 130.9(3) . . ?
C5 N1 Ru 111.3(3) . . ?
N3 N2 C5 111.5(3) . . ?
N2 N3 C6 112.8(3) . . ?
N2 N3 Ru 119.3(2) . . ?
C6 N3 Ru 127.8(2) . . ?
C9 N4 C12 126.8(4) . . ?
C18 N5 C22 117.1(3) . . ?
C18 N5 Ru 130.9(3) . . ?
C22 N5 Ru 111.8(3) . . ?
N7 N6 C22 112.3(3) . . ?
N6 N7 C23 111.7(3) . . ?
N6 N7 Ru 119.2(3) . . ?
C23 N7 Ru 129.0(2) . . ?
C26 N8 C29 127.4(4) . . ?
N1 C1 C2 123.1(4) . . ?
C1 C2 C3 118.8(4) . . ?
C4 C3 C2 118.9(4) . . ?
C3 C4 C5 119.0(4) . . ?
N1 C5 N2 117.8(3) . . ?
N1 C5 C4 122.5(4) . . ?
N2 C5 C4 119.1(4) . . ?
C11 C6 C7 119.3(4) . . ?
C11 C6 N3 118.6(3) . . ?
C7 C6 N3 122.1(3) . . ?
C8 C7 C6 120.0(4) . . ?
C7 C8 C9 121.1(4) . . ?
N4 C9 C8 124.7(4) . . ?
N4 C9 C10 117.3(4) . . ?
C8 C9 C10 118.1(4) . . ?
C11 C10 C9 120.8(4) . . ?
C10 C11 C6 120.7(4) . . ?
C17 C12 C13 119.1(5) . . ?
C17 C12 N4 118.3(4) . . ?
C13 C12 N4 122.6(5) . . ?
C12 C13 C14 120.2(5) . . ?
C15 C14 C13 119.9(6) . . ?
C14 C15 C16 120.3(7) . . ?
C15 C16 C17 120.0(6) . . ?
C12 C17 C16 120.3(5) . . ?
N5 C18 C19 123.5(4) . . ?
C20 C19 C18 118.0(4) . . ?
C21 C20 C19 119.5(4) . . ?
C20 C21 C22 119.4(4) . . ?
N5 C22 C21 122.4(4) . . ?
N5 C22 N6 117.9(3) . . ?
C21 C22 N6 119.5(4) . . ?
C28 C23 C24 118.9(4) . . ?
C28 C23 N7 122.0(3) . . ?
C24 C23 N7 118.9(3) . . ?
C25 C24 C23 119.7(4) . . ?
C24 C25 C26 121.1(4) . . ?
N8 C26 C27 123.2(4) . . ?
N8 C26 C25 118.7(4) . . ?
C27 C26 C25 118.0(4) . . ?
C28 C27 C26 121.2(4) . . ?
C27 C28 C23 120.9(4) . . ?
C30 C29 C34 118.6(4) . . ?
C30 C29 N8 118.5(4) . . ?
C34 C29 N8 122.8(4) . . ?
C29 C30 C31 119.6(5) . . ?
C32 C31 C30 121.2(5) . . ?
C33 C32 C31 118.9(5) . . ?
C32 C33 C34 121.0(5) . . ?
C33 C34 C29 120.6(5) . . ?
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 1.999(3) . ?
Ru N7 2.013(3) . ?
Ru N1 2.071(3) . ?
Ru N5 2.085(3) . ?
Ru Cl1 2.3755(12) . ?
Ru Cl2 2.3937(12) . ?
N1 C1 1.325(5) . ?
N1 C5 1.344(5) . ?
N2 N3 1.297(4) . ?
N2 C5 1.385(5) . ?
N3 C6 1.428(4) . ?
N4 C9 1.374(5) . ?
N4 C12 1.402(5) . ?
N5 C18 1.331(5) . ?
N5 C22 1.342(4) . ?
N6 N7 1.299(4) . ?
N6 C22 1.384(5) . ?
N7 C23 1.414(5) . ?
N8 C26 1.372(5) . ?
N8 C29 1.400(5) . ?
C1 C2 1.378(5) . ?
C2 C3 1.383(6) . ?
C3 C4 1.360(6) . ?
C4 C5 1.387(5) . ?
C6 C11 1.377(5) . ?
C6 C7 1.393(5) . ?
C7 C8 1.371(5) . ?
C8 C9 1.394(5) . ?
C9 C10 1.393(5) . ?
C10 C11 1.372(5) . ?
C12 C17 1.359(6) . ?
C12 C13 1.363(6) . ?
C13 C14 1.382(8) . ?
C14 C15 1.338(8) . ?
C15 C16 1.359(8) . ?
C16 C17 1.369(7) . ?
C18 C19 1.380(5) . ?
C19 C20 1.375(6) . ?
C20 C21 1.347(6) . ?
C21 C22 1.380(5) . ?
C23 C28 1.390(5) . ?
C23 C24 1.396(5) . ?
C24 C25 1.375(5) . ?
C25 C26 1.399(5) . ?
C26 C27 1.389(5) . ?
C27 C28 1.356(5) . ?
C29 C30 1.380(6) . ?
C29 C34 1.382(6) . ?
C30 C31 1.386(6) . ?
C31 C32 1.363(7) . ?
C32 C33 1.360(7) . ?
C33 C34 1.369(6) . ?
