#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:28:59 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179972 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/66/7026620.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_7026620
loop_
_publ_author_name
'Ochocki, Justyn'
'Kasprzak, Maria'
'Chęcińska, Lilianna'
'Erxleben, Andrea'
'Zyner, Elżbieta'
'Szmigiero, Leszek'
'Garza-Ortiz, Ariadna'
'Reedijk, Jan'
_publ_section_title
;
 Synthesis, single-crystal and solution structure analysis and in vitro
 cytotoxic activity of two novel complexes of ruthenium(II) with in situ
 formed flavanone-based ligands.
;
_journal_issue                   40
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9711
_journal_page_last               9718
_journal_paper_doi               10.1039/c0dt00535e
_journal_volume                  39
_journal_year                    2010
_chemical_compound_source        'chemical synthesis'
_chemical_formula_moiety         'C32 H26 Cl2 N2 O6 Ru, 3 H2 O'
_chemical_formula_sum            'C32 H32 Cl2 N2 O9 Ru'
_chemical_formula_weight         760.57
_chemical_name_systematic
;
cis-dichloridobis(3-imino-2-methoxyflavanone)ruthenium(II) x 3H2O
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 93.56(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   22.434(4)
_cell_length_b                   8.694(8)
_cell_length_c                   17.63(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      14.75
_cell_measurement_theta_min      12.90
_cell_volume                     3432(4)
_computing_cell_refinement
'MSC/AFC Diffractometer Control Software (1989)'
_computing_data_collection
'MSC/AFC Diffractometer Control Software (1989)'
_computing_data_reduction        'CRYSTAL STRUCTURE (2002)'
_computing_molecular_graphics    'PLATON (Spek, 2005)'
_computing_publication_material  'PLATON (Spek, 2005)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'AFC5S Rigaku'
_diffrn_measurement_method       'ω scan'
_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  0.0739
_diffrn_reflns_av_sigmaI/netI    0.0791
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            7803
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.74
_diffrn_standards_decay_%        -0.27
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.666
_exptl_absorpt_correction_T_max  0.842
_exptl_absorpt_correction_T_min  0.750
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   '(De Meulenaer & Tompa, 1965)'
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1552
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.694
_refine_diff_density_min         -1.394
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.952
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         3938
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.952
_refine_ls_R_factor_all          0.0689
_refine_ls_R_factor_gt           0.0438
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0537P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1063
_refine_ls_wR_factor_ref         0.1114
_reflns_number_gt                2828
_reflns_number_total             3938
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c0dt00535e.txt
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_atom_site_symetry_multiplicity' tag replaced with
'_atom_site_symmetry_multiplicity'.

Automatic conversion script
Id: cif_correct_tags 1440 2010-10-19 06:21:57Z saulius 

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.

'_exptl_absorpt_correction_type' value 'Analytical'
changed to 'analytical' 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_sg_symbol_H-M      'C 2/c'
_cod_database_code               7026620
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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 0.0000 0.58809(4) 0.2500 0.03812(13) Uani 1 2 d S
Cl1 Cl -0.07534(4) 0.61281(13) 0.15328(5) 0.0652(3) Uani 1 1 d .
O1 O 0.05261(9) 0.7358(3) 0.18033(12) 0.0480(5) Uani 1 1 d .
O2 O 0.12794(10) 0.4594(3) 0.02598(12) 0.0491(5) Uani 1 1 d .
O3 O 0.09286(11) 0.2456(3) 0.08359(13) 0.0567(6) Uani 1 1 d .
N1 N 0.04357(10) 0.4431(3) 0.19331(13) 0.0410(6) Uani 1 1 d .
H1A H 0.0399 0.3462 0.2015 0.049 Uiso 1 1 calc R
C1 C 0.08121(12) 0.6552(4) 0.13551(16) 0.0396(6) Uani 1 1 d .
C2 C 0.07848(12) 0.4913(3) 0.14274(16) 0.0388(7) Uani 1 1 d .
C3 C 0.11837(14) 0.3888(4) 0.09918(18) 0.0448(7) Uani 1 1 d .
C4 C 0.13703(14) 0.6146(4) 0.02269(18) 0.0479(8) Uani 1 1 d .
C5 C 0.16678(17) 0.6693(5) -0.0385(2) 0.0619(9) Uani 1 1 d .
H5A H 0.1804 0.6013 -0.0744 0.074 Uiso 1 1 calc R
C6 C 0.1759(2) 0.8234(5) -0.0457(2) 0.0781(12) Uani 1 1 d .
H6A H 0.1960 0.8595 -0.0867 0.094 Uiso 1 1 calc R
C7 C 0.1561(2) 0.9274(5) 0.0063(2) 0.0810(13) Uani 1 1 d .
H7A H 0.1630 1.0321 0.0003 0.097 Uiso 1 1 calc R
C8 C 0.12605(18) 0.8754(4) 0.0671(2) 0.0609(10) Uani 1 1 d .
H8A H 0.1125 0.9449 0.1022 0.073 Uiso 1 1 calc R
C9 C 0.11600(13) 0.7174(4) 0.07588(17) 0.0455(7) Uani 1 1 d .
C10 C 0.03573(17) 0.2476(5) 0.0382(2) 0.0715(11) Uani 1 1 d .
H10A H 0.0076 0.3102 0.0632 0.107 Uiso 1 1 calc R
H10B H 0.0205 0.1446 0.0330 0.107 Uiso 1 1 calc R
H10C H 0.0416 0.2892 -0.0112 0.107 Uiso 1 1 calc R
C31 C 0.17870(15) 0.3629(4) 0.14097(19) 0.0504(8) Uani 1 1 d .
C32 C 0.22492(16) 0.3048(5) 0.1014(2) 0.0669(10) Uani 1 1 d .
H32A H 0.2184 0.2833 0.0499 0.080 Uiso 1 1 calc R
C33 C 0.28046(16) 0.2781(6) 0.1365(3) 0.0798(13) Uani 1 1 d .
H33A H 0.3107 0.2365 0.1090 0.096 Uiso 1 1 calc R
C34 C 0.29106(19) 0.3126(8) 0.2112(3) 0.1041(19) Uani 1 1 d .
H34A H 0.3285 0.2936 0.2351 0.125 Uiso 1 1 calc R
C35 C 0.2471(2) 0.3749(9) 0.2512(3) 0.132(3) Uani 1 1 d .
H35A H 0.2547 0.4003 0.3021 0.158 Uiso 1 1 calc R
C36 C 0.1906(2) 0.4005(7) 0.2160(2) 0.100(2) Uani 1 1 d .
H36A H 0.1607 0.4435 0.2436 0.120 Uiso 1 1 calc R
O1W O 0.0000 0.1568(6) 0.2500 0.1044(16) Uani 1 2 d SD
H1W H 0.027(2) 0.084(5) 0.277(3) 0.13(2) Uiso 1 1 d D
O2W O 0.0579(3) 0.9793(8) 0.3516(5) 0.239(3) Uani 1 1 d .
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'
Cl Cl 0.1484 0.1585 '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'
O O 0.0106 0.0060 '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_
_diffrn_attenuator_code
_diffrn_attenuator_scale
1 1.000
2 2.130
3 5.040
4 10.140
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-4 0 2
1 1 2
-5 1 1
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 Ru1 N1 97.65(15) . 2
N1 Ru1 O1 77.37(11) . .
N1 Ru1 O1 175.00(9) 2 .
N1 Ru1 O1 175.00(9) . 2
N1 Ru1 O1 77.37(11) 2 2
O1 Ru1 O1 107.62(12) . 2
N1 Ru1 Cl1 94.13(8) . 2
N1 Ru1 Cl1 92.82(8) 2 2
O1 Ru1 Cl1 87.96(7) . 2
O1 Ru1 Cl1 85.81(7) 2 2
N1 Ru1 Cl1 92.82(8) . .
N1 Ru1 Cl1 94.12(8) 2 .
O1 Ru1 Cl1 85.81(7) . .
O1 Ru1 Cl1 87.96(7) 2 .
Cl1 Ru1 Cl1 169.44(6) 2 .
C1 O1 Ru1 109.9(2) . .
C4 O2 C3 119.0(2) . .
C3 O3 C10 115.6(3) . .
C2 N1 Ru1 119.8(2) . .
C2 N1 H1A 120.1 . .
Ru1 N1 H1A 120.1 . .
O1 C1 C2 118.1(3) . .
O1 C1 C9 124.3(3) . .
C2 C1 C9 117.6(3) . .
N1 C2 C1 114.5(3) . .
N1 C2 C3 124.4(3) . .
C1 C2 C3 120.9(3) . .
O3 C3 O2 106.5(2) . .
O3 C3 C2 112.3(3) . .
O2 C3 C2 109.1(2) . .
O3 C3 C31 107.9(3) . .
O2 C3 C31 108.5(3) . .
C2 C3 C31 112.4(3) . .
O2 C4 C5 116.9(3) . .
O2 C4 C9 123.0(3) . .
C5 C4 C9 120.1(3) . .
C6 C5 C4 119.4(4) . .
C6 C5 H5A 120.3 . .
C4 C5 H5A 120.3 . .
C5 C6 C7 121.8(4) . .
C5 C6 H6A 119.1 . .
C7 C6 H6A 119.1 . .
C8 C7 C6 119.6(4) . .
C8 C7 H7A 120.2 . .
C6 C7 H7A 120.2 . .
C7 C8 C9 119.8(4) . .
C7 C8 H8A 120.1 . .
C9 C8 H8A 120.1 . .
C4 C9 C8 119.3(3) . .
C4 C9 C1 117.8(3) . .
C8 C9 C1 122.8(3) . .
O3 C10 H10A 109.5 . .
O3 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
O3 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C36 C31 C32 117.9(3) . .
C36 C31 C3 123.1(3) . .
C32 C31 C3 119.0(3) . .
C33 C32 C31 121.5(4) . .
C33 C32 H32A 119.3 . .
C31 C32 H32A 119.3 . .
C34 C33 C32 119.9(4) . .
C34 C33 H33A 120.1 . .
C32 C33 H33A 120.1 . .
C33 C34 C35 120.1(4) . .
C33 C34 H34A 119.9 . .
C35 C34 H34A 119.9 . .
C34 C35 C36 120.1(5) . .
C34 C35 H35A 120.0 . .
C36 C35 H35A 120.0 . .
C31 C36 C35 120.5(4) . .
C31 C36 H36A 119.8 . .
C35 C36 H36A 119.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ru1 N1 1.914(3) .
Ru1 N1 1.914(3) 2
Ru1 O1 2.175(2) .
Ru1 O1 2.175(2) 2
Ru1 Cl1 2.3351(12) 2
Ru1 Cl1 2.3351(12) .
O1 C1 1.261(4) .
O2 C4 1.366(4) .
O2 C3 1.457(4) .
O3 C3 1.391(4) .
O3 C10 1.468(4) .
N1 C2 1.292(4) .
N1 H1A 0.8600 .
C1 C2 1.432(5) .
C1 C9 1.452(4) .
C2 C3 1.507(4) .
C3 C31 1.517(5) .
C4 C5 1.388(5) .
C4 C9 1.398(4) .
C5 C6 1.362(6) .
C5 H5A 0.9300 .
C6 C7 1.380(6) .
C6 H6A 0.9300 .
C7 C8 1.378(5) .
C7 H7A 0.9300 .
C8 C9 1.402(5) .
C8 H8A 0.9300 .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
C31 C36 1.373(5) .
C31 C32 1.381(5) .
C32 C33 1.376(5) .
C32 H32A 0.9300 .
C33 C34 1.358(6) .
C33 H33A 0.9300 .
C34 C35 1.361(7) .
C34 H34A 0.9300 .
C35 C36 1.395(6) .
C35 H35A 0.9300 .
C36 H36A 0.9300 .
O1W H1W 0.98(5) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1A O1W 1_555 0.86 2.08 2.876(6) 153 yes
O1W H1W O2W 1_545 0.98(5) 1.71(5) 2.644(9) 158(4) yes
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
N1 Ru1 O1 C1 4.34(18) .
O1 Ru1 O1 C1 -176.0(2) 2
Cl1 Ru1 O1 C1 99.03(18) 2
Cl1 Ru1 O1 C1 -89.50(18) .
N1 Ru1 N1 C2 176.9(3) 2
O1 Ru1 N1 C2 -2.8(2) .
Cl1 Ru1 N1 C2 -89.7(2) 2
Cl1 Ru1 N1 C2 82.3(2) .
Ru1 O1 C1 C2 -5.3(3) .
Ru1 O1 C1 C9 173.5(2) .
Ru1 N1 C2 C1 0.9(3) .
Ru1 N1 C2 C3 175.1(2) .
O1 C1 C2 N1 3.4(4) .
C9 C1 C2 N1 -175.5(2) .
O1 C1 C2 C3 -171.0(3) .
C9 C1 C2 C3 10.1(4) .
C10 O3 C3 O2 -59.6(3) .
C10 O3 C3 C2 59.8(4) .
C10 O3 C3 C31 -175.8(3) .
C4 O2 C3 O3 162.3(3) .
C4 O2 C3 C2 40.8(4) .
C4 O2 C3 C31 -81.9(3) .
N1 C2 C3 O3 34.7(4) .
C1 C2 C3 O3 -151.5(3) .
N1 C2 C3 O2 152.5(3) .
C1 C2 C3 O2 -33.6(4) .
N1 C2 C3 C31 -87.2(4) .
C1 C2 C3 C31 86.7(3) .
C3 O2 C4 C5 157.1(3) .
C3 O2 C4 C9 -25.3(4) .
O2 C4 C5 C6 178.5(4) .
C9 C4 C5 C6 0.8(6) .
C4 C5 C6 C7 -0.3(7) .
C5 C6 C7 C8 -0.2(8) .
C6 C7 C8 C9 0.2(7) .
O2 C4 C9 C8 -178.4(3) .
C5 C4 C9 C8 -0.9(5) .
O2 C4 C9 C1 -2.2(5) .
C5 C4 C9 C1 175.4(3) .
C7 C8 C9 C4 0.4(6) .
C7 C8 C9 C1 -175.7(4) .
O1 C1 C9 C4 -169.5(3) .
C2 C1 C9 C4 9.3(4) .
O1 C1 C9 C8 6.6(5) .
C2 C1 C9 C8 -174.6(3) .
O3 C3 C31 C36 -111.3(4) .
O2 C3 C31 C36 133.8(4) .
C2 C3 C31 C36 13.1(5) .
O3 C3 C31 C32 71.6(4) .
O2 C3 C31 C32 -43.3(4) .
C2 C3 C31 C32 -164.0(3) .
C36 C31 C32 C33 3.1(7) .
C3 C31 C32 C33 -179.6(4) .
C31 C32 C33 C34 -1.6(8) .
C32 C33 C34 C35 -0.6(10) .
C33 C34 C35 C36 1.3(11) .
C32 C31 C36 C35 -2.4(8) .
C3 C31 C36 C35 -179.6(5) .
C34 C35 C36 C31 0.2(11) .
