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#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/26/1512672.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_1512672
loop_
_publ_author_name
'Sudeshna Roy'
'Palanisamy Uma Maheswari'
'Amalija Golobic'
'Bojan Kozlevcar'
'Jan Reedijk'
_publ_section_title
;
 Synthesis, crystal structure and biological studies of the highly
 anticancer active compound
 trans-dichloridobis(4-methyl-2-N-(2-pyridylmethylene)-
 aminophenol)ruthenium(II)
;
_journal_name_full
;
Inorganica Chimica Acta
;
_journal_page_first              239
_journal_page_last               245
_journal_paper_doi               10.1016/j.ica.2012.07.023
_journal_volume                  393
_journal_year                    2012
_chemical_formula_moiety         'C26 H24 Cl2 N4 O2 Ru, 2 (C3 H6 O)'
_chemical_formula_sum            'C32 H36 Cl2 N4 O4 Ru'
_chemical_formula_weight         712.62
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   other
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                91.625(1)
_cell_angle_beta                 107.003(1)
_cell_angle_gamma                92.203(1)
_cell_formula_units_Z            1
_cell_length_a                   8.8760(2)
_cell_length_b                   9.0154(2)
_cell_length_c                   10.4403(3)
_cell_measurement_reflns_used    3368
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.55
_cell_volume                     797.65(3)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 2000)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         xray_tube
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .029
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13273
_diffrn_reflns_theta_full        27.38
_diffrn_reflns_theta_max         27.38
_exptl_absorpt_coefficient_mu    .701
_exptl_absorpt_correction_T_max  0.96
_exptl_absorpt_correction_T_min  0.88
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(DENZO-SMN; Otwinovski, Minor 1997)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_description       prism
_exptl_crystal_F_000             366
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.315
_refine_diff_density_min         -0.570
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.141
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         3592
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.141
_refine_ls_R_factor_all          0.0286
_refine_ls_R_factor_gt           0.0258
_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)+(0.0280P)²+0.2138P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0687
_refine_ls_wR_factor_ref         0.0704
_reflns_number_gt                3409
_reflns_number_total             3592
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ICA-2012-393-239-245.cif
_cod_data_source_block           k973
_cod_original_sg_symbol_Hall     -p_1
_cod_original_sg_symbol_H-M      P_-1
_cod_database_code               1512672
loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
-x,-y,-z
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
Ru Ru 1.0000 0.0000 1.0000 0.03229(8) Uani 1 2 d S
C1 C 0.6545(2) 0.1242(2) 0.9100(2) 0.0397(4) Uani 1 1 d .
C2 C 0.6247(2) 0.1575(2) 1.0313(2) 0.0456(4) Uani 1 1 d .
C3 C 0.5186(3) 0.2665(3) 1.0338(3) 0.0586(6) Uani 1 1 d .
H3 H 0.4997 0.2927 1.1143 0.070 Uiso 1 1 calc R
C4 C 0.4417(3) 0.3357(3) 0.9200(3) 0.0634(7) Uani 1 1 d .
H4 H 0.3684 0.4052 0.9242 0.076 Uiso 1 1 calc R
C5 C 0.4701(3) 0.3050(3) 0.7984(3) 0.0582(6) Uani 1 1 d .
C6 C 0.5793(2) 0.1992(2) 0.7961(2) 0.0475(5) Uani 1 1 d .
H6 H 0.6026 0.1781 0.7165 0.057 Uiso 1 1 calc R
C7 C 0.3851(4) 0.3815(3) 0.6724(3) 0.0841(9) Uani 1 1 d .
H7A H 0.2783 0.3418 0.6398 0.126 Uiso 1 1 calc R
H7B H 0.4378 0.3652 0.6053 0.126 Uiso 1 1 calc R
H7C H 0.3853 0.4862 0.6921 0.126 Uiso 1 1 calc R
C8 C 0.7056(2) -0.0913(2) 0.80840(19) 0.0416(4) Uani 1 1 d .
H8 H 0.6062 -0.0853 0.7472 0.050 Uiso 1 1 calc R
C9 C 0.8030(2) -0.2139(2) 0.80158(19) 0.0399(4) Uani 1 1 d .
C10 C 0.7464(3) -0.3393(3) 0.7190(2) 0.0533(5) Uani 1 1 d .
H10 H 0.6478 -0.3413 0.6553 0.064 Uiso 1 1 calc R
C11 C 0.8383(3) -0.4610(3) 0.7325(3) 0.0581(6) Uani 1 1 d .
H11 H 0.8035 -0.5462 0.6778 0.070 Uiso 1 1 calc R
C12 C 0.9825(3) -0.4537(2) 0.8286(2) 0.0528(5) Uani 1 1 d .
H12 H 1.0457 -0.5351 0.8410 0.063 Uiso 1 1 calc R
C13 C 1.0333(2) -0.3251(2) 0.9068(2) 0.0442(4) Uani 1 1 d .
H13 H 1.1311 -0.3224 0.9715 0.053 Uiso 1 1 calc R
C14 C 0.7494(3) 0.0123(3) 0.4709(3) 0.0676(7) Uani 1 1 d .
H14A H 0.6475 -0.0285 0.4699 0.101 Uiso 1 1 calc R
H14B H 0.8256 -0.0088 0.5539 0.101 Uiso 1 1 calc R
H14C H 0.7793 -0.0315 0.3975 0.101 Uiso 1 1 calc R
C15 C 0.7428(3) 0.1759(3) 0.4573(2) 0.0563(6) Uani 1 1 d .
C16 C 0.8868(3) 0.2569(3) 0.4487(3) 0.0734(7) Uani 1 1 d .
H16A H 0.8653 0.3592 0.4319 0.110 Uiso 1 1 calc R
H16B H 0.9200 0.2136 0.3769 0.110 Uiso 1 1 calc R
H16C H 0.9690 0.2505 0.5316 0.110 Uiso 1 1 calc R
O1 O 0.6909(2) 0.0907(2) 1.14710(17) 0.0584(4) Uani 1 1 d .
O2 O 0.6247(3) 0.2390(3) 0.4552(3) 0.0925(7) Uani 1 1 d .
N1 N 0.76077(18) 0.00993(17) 0.90215(15) 0.0361(3) Uani 1 1 d .
N2 N 0.94783(18) -0.20356(17) 0.89379(15) 0.0359(3) Uani 1 1 d .
Cl Cl 1.03928(6) 0.12364(6) 0.81043(5) 0.04701(13) Uani 1 1 d .
H1 H 0.751(3) 0.035(3) 1.143(3) 0.066(9) Uiso 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
O O 0.0106 0.0060 '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'
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
N1 Ru N1 180.000(1) . 2_757
N1 Ru N2 77.62(6) . .
N1 Ru N2 102.38(6) 2_757 .
N1 Ru N2 102.38(6) . 2_757
N1 Ru N2 77.62(6) 2_757 2_757
N2 Ru N2 180.000(1) . 2_757
N1 Ru Cl 94.41(4) . 2_757
N1 Ru Cl 85.59(4) 2_757 2_757
N2 Ru Cl 87.81(4) . 2_757
N2 Ru Cl 92.19(4) 2_757 2_757
N1 Ru Cl 85.59(4) . .
N1 Ru Cl 94.41(4) 2_757 .
N2 Ru Cl 92.19(4) . .
N2 Ru Cl 87.81(4) 2_757 .
Cl Ru Cl 180.0 2_757 .
C6 C1 C2 120.04(18) . .
C6 C1 N1 120.01(18) . .
C2 C1 N1 119.94(18) . .
O1 C2 C3 117.3(2) . .
O1 C2 C1 124.61(19) . .
C3 C2 C1 118.1(2) . .
C4 C3 C2 121.2(2) . .
C4 C3 H3 119.4 . .
C2 C3 H3 119.4 . .
C3 C4 C5 121.8(2) . .
C3 C4 H4 119.1 . .
C5 C4 H4 119.1 . .
C4 C5 C6 117.3(2) . .
C4 C5 C7 121.8(2) . .
C6 C5 C7 120.9(3) . .
C1 C6 C5 121.6(2) . .
C1 C6 H6 119.2 . .
C5 C6 H6 119.2 . .
C5 C7 H7A 109.5 . .
C5 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C5 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
N1 C8 C9 117.84(17) . .
N1 C8 H8 121.1 . .
C9 C8 H8 121.1 . .
N2 C9 C10 122.96(19) . .
N2 C9 C8 114.21(16) . .
C10 C9 C8 122.39(18) . .
C11 C10 C9 119.0(2) . .
C11 C10 H10 120.5 . .
C9 C10 H10 120.5 . .
C12 C11 C10 118.5(2) . .
C12 C11 H11 120.7 . .
C10 C11 H11 120.7 . .
C11 C12 C13 119.8(2) . .
C11 C12 H12 120.1 . .
C13 C12 H12 120.1 . .
N2 C13 C12 123.0(2) . .
N2 C13 H13 118.5 . .
C12 C13 H13 118.5 . .
C15 C14 H14A 109.5 . .
C15 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C15 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
O2 C15 C16 121.8(3) . .
O2 C15 C14 121.0(3) . .
C16 C15 C14 117.2(2) . .
C15 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C15 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C2 O1 H1 115(2) . .
C8 N1 C1 115.47(16) . .
C8 N1 Ru 114.42(13) . .
C1 N1 Ru 129.41(12) . .
C13 N2 C9 116.64(16) . .
C13 N2 Ru 129.52(13) . .
C9 N2 Ru 113.79(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ru N1 2.0765(15) .
Ru N1 2.0765(15) 2_757
Ru N2 2.0811(15) .
Ru N2 2.0811(15) 2_757
Ru Cl 2.4042(5) 2_757
Ru Cl 2.4042(5) .
C1 C6 1.390(3) .
C1 C2 1.394(3) .
C1 N1 1.440(2) .
C2 O1 1.350(3) .
C2 C3 1.392(3) .
C3 C4 1.366(4) .
C3 H3 0.9300 .
C4 C5 1.387(4) .
C4 H4 0.9300 .
C5 C6 1.391(3) .
C5 C7 1.512(4) .
C6 H6 0.9300 .
C7 H7A 0.9600 .
C7 H7B 0.9600 .
C7 H7C 0.9600 .
C8 N1 1.290(2) .
C8 C9 1.443(3) .
C8 H8 0.9300 .
C9 N2 1.360(2) .
C9 C10 1.386(3) .
C10 C11 1.378(3) .
C10 H10 0.9300 .
C11 C12 1.374(3) .
C11 H11 0.9300 .
C12 C13 1.380(3) .
C12 H12 0.9300 .
C13 N2 1.344(2) .
C13 H13 0.9300 .
C14 C15 1.488(4) .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
C15 O2 1.206(3) .
C15 C16 1.475(4) .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
O1 H1 0.75(3) .
