#------------------------------------------------------------------------------
#$Date: 2016-03-23 14:43:16 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179303 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/00/4320057.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_4320057
loop_
_publ_author_name
'Montserrat Rodríguez'
'Isabel Romero'
'Antoni Llobet'
'Alain Deronzier'
'Margret Biner'
'Teodor Parella'
'Helen Stoeckli-Evans'
_publ_section_title
;
 Synthesis, Structure, and Redox and Catalytic Properties of a New Family
 of Ruthenium Complexes Containing the Tridentate bpea Ligand
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4150
_journal_page_last               4156
_journal_paper_doi               10.1021/ic010064q
_journal_volume                  40
_journal_year                    2001
_chemical_formula_sum            'C24 H26 F12 N5 O P2 Ru'
_chemical_formula_weight         791.51
_chemical_name_systematic
;
  ?
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.549(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.9298(6)
_cell_length_b                   18.0226(19)
_cell_length_c                   10.6911(8)
_cell_measurement_reflns_used    5000
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      25.81
_cell_measurement_theta_min      2.26
_cell_volume                     1456.8(2)
_computing_cell_refinement       'CELL (Stoe & Cie GmbH, Darmstadt, 1997)'
_computing_data_collection       'EXPOSE (Stoe & Cie GmbH, Darmstadt, 1997)'
_computing_data_reduction
'INTEGRATE (Stoe & Cie GmbH, Darmstadt, 1997)'
_computing_molecular_graphics    'PLATON/PLUTON (Spek, 1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR-97 (Cascarano et al., 1996)'
_diffrn_ambient_temperature      223(2)
_diffrn_detector_area_resol_mean 0.81\%A
_diffrn_measured_fraction_theta_full 0.939
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_device_type  'STOE Image Plate Diffraction System'
_diffrn_measurement_method       'phi rotation 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  0.0417
_diffrn_reflns_av_sigmaI/netI    0.0340
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10939
_diffrn_reflns_theta_full        25.82
_diffrn_reflns_theta_max         25.82
_diffrn_reflns_theta_min         2.26
_exptl_absorpt_coefficient_mu    0.755
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.804
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             790
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.431
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    'isootrpic or fixed'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         2726
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0261
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0403P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0611
_refine_ls_wR_factor_ref         0.0623
_reflns_number_gt                2351
_reflns_number_total             2726
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic010064q.cif
_cod_data_source_block           rubpea
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' 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^)+(0.0403P)^2^] 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^)+(0.0403P)^2^]
where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               4320057
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.54523(4) 0.2500 0.11918(2) 0.01670(9) Uani 1 d S . .
O1 O 0.6238(4) 0.2500 -0.0592(2) 0.0277(5) Uani 1 d S . .
H1 H 0.582(5) 0.2838(16) -0.103(3) 0.050(10) Uiso 1 d . . .
N1 N 0.3459(3) 0.32250(9) 0.02723(17) 0.0200(4) Uani 1 d . . .
N2 N 0.4950(4) 0.2500 0.3020(2) 0.0192(5) Uani 1 d S . .
N3 N 0.7351(3) 0.32682(9) 0.21274(17) 0.0204(4) Uani 1 d . . .
C1 C 0.1963(3) 0.29110(11) -0.0512(2) 0.0221(5) Uani 1 d . . .
C2 C 0.0540(4) 0.33327(14) -0.1227(3) 0.0322(6) Uani 1 d . . .
H2 H -0.052(4) 0.3100(15) -0.178(3) 0.033(7) Uiso 1 d . . .
C3 C 0.0653(4) 0.41002(14) -0.1138(3) 0.0364(6) Uani 1 d . . .
H3 H -0.028(5) 0.4395(17) -0.162(3) 0.048(8) Uiso 1 d . . .
C4 C 0.2154(4) 0.44184(13) -0.0337(2) 0.0310(6) Uani 1 d . . .
H4 H 0.231(4) 0.4947(16) -0.022(3) 0.037(7) Uiso 1 d . . .
C5 C 0.3537(4) 0.39766(12) 0.0350(2) 0.0250(5) Uani 1 d . . .
H5 H 0.458(4) 0.4191(15) 0.091(3) 0.036(8) Uiso 1 d . . .
C6 C 0.8642(3) 0.35423(12) 0.1683(2) 0.0260(5) Uani 1 d . . .
H6 H 0.859(4) 0.3413(14) 0.082(3) 0.030(7) Uiso 1 d . . .
C7 C 0.9959(4) 0.39953(13) 0.2439(3) 0.0323(6) Uani 1 d . . .
H7 H 1.078(4) 0.4179(16) 0.209(3) 0.041(8) Uiso 1 d . . .
C8 C 0.9987(4) 0.41660(14) 0.3708(3) 0.0382(7) Uani 1 d . . .
H8 H 1.095(5) 0.4494(17) 0.424(3) 0.049(9) Uiso 1 d . . .
C9 C 0.8675(4) 0.38814(14) 0.4167(3) 0.0347(6) Uani 1 d . . .
H9 H 0.871(4) 0.3966(16) 0.501(3) 0.040(8) Uiso 1 d . . .
C10 C 0.7365(3) 0.34452(12) 0.3358(2) 0.0263(5) Uani 1 d . . .
C11 C 0.5787(4) 0.31920(14) 0.3732(3) 0.0334(6) Uani 1 d . . .
H11A H 0.480(4) 0.3585(16) 0.351(3) 0.041(8) Uiso 1 d . . .
H11B H 0.610(4) 0.3129(15) 0.466(3) 0.039(8) Uiso 1 d . . .
C12 C 0.3031(5) 0.2500 0.2920(3) 0.0281(7) Uani 1 d S . .
H12A H 0.2496 0.2085 0.2390 0.050 Uiso 0.50 d P . .
C13 C 0.2620(6) 0.2500 0.4219(4) 0.0342(8) Uani 1 d S . .
H13B H 0.309(4) 0.2932(15) 0.473(3) 0.044(8) Uiso 1 d . . .
H13A H 0.124(8) 0.2500 0.400(5) 0.062(15) Uiso 1 d S . .
P1 P 0.52606(10) 0.42041(3) -0.28521(6) 0.03066(17) Uani 1 d . . .
F1 F 0.6289(3) 0.40840(9) -0.13086(14) 0.0492(5) Uani 1 d . . .
F2 F 0.6549(3) 0.36040(12) -0.31668(17) 0.0681(6) Uani 1 d . . .
F3 F 0.6605(3) 0.48489(11) -0.28839(18) 0.0659(6) Uani 1 d . . .
F4 F 0.4276(2) 0.42936(9) -0.43651(15) 0.0497(4) Uani 1 d . . .
F5 F 0.4012(3) 0.47936(10) -0.24845(19) 0.0623(5) Uani 1 d . . .
F6 F 0.3958(3) 0.35525(10) -0.27429(19) 0.0648(6) Uani 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'
F F 0.0171 0.0103 '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'
P P 0.1023 0.0942 '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
N1 Ru1 N1 78.83(10) 4_565 . ?
N1 Ru1 N3 176.89(7) 4_565 . ?
N1 Ru1 N3 98.53(7) . . ?
N1 Ru1 N3 98.53(7) 4_565 4_565 ?
N1 Ru1 N3 176.89(7) . 4_565 ?
N3 Ru1 N3 84.05(10) . 4_565 ?
N1 Ru1 N2 96.33(8) 4_565 . ?
N1 Ru1 N2 96.33(8) . . ?
N3 Ru1 N2 82.26(7) . . ?
N3 Ru1 N2 82.26(7) 4_565 . ?
N1 Ru1 O1 87.88(8) 4_565 . ?
N1 Ru1 O1 87.88(8) . . ?
N3 Ru1 O1 93.71(7) . . ?
N3 Ru1 O1 93.71(7) 4_565 . ?
N2 Ru1 O1 174.55(11) . . ?
C1 N1 C5 118.05(19) . . ?
C1 N1 Ru1 115.73(13) . . ?
C5 N1 Ru1 126.18(16) . . ?
C12 N2 C11 108.70(17) . . ?
C12 N2 C11 108.70(17) . 4_565 ?
C11 N2 C11 111.7(3) . 4_565 ?
C12 N2 Ru1 114.00(19) . . ?
C11 N2 Ru1 106.89(14) . . ?
C11 N2 Ru1 106.89(14) 4_565 . ?
C6 N3 C10 118.3(2) . . ?
C6 N3 Ru1 126.54(15) . . ?
C10 N3 Ru1 114.84(15) . . ?
N1 C1 C2 121.95(19) . . ?
N1 C1 C1 114.72(11) . 4_565 ?
C2 C1 C1 123.31(14) . 4_565 ?
C1 C2 C3 119.0(2) . . ?
C4 C3 C2 119.2(2) . . ?
C3 C4 C5 119.7(2) . . ?
N1 C5 C4 122.1(2) . . ?
N3 C6 C7 122.1(2) . . ?
C6 C7 C8 119.5(2) . . ?
C9 C8 C7 118.4(2) . . ?
C8 C9 C10 119.8(2) . . ?
N3 C10 C9 121.9(2) . . ?
N3 C10 C11 115.3(2) . . ?
C9 C10 C11 122.6(2) . . ?
C10 C11 N2 113.2(2) . . ?
N2 C12 C13 115.4(3) . . ?
F4 P1 F5 91.89(11) . . ?
F4 P1 F3 91.78(10) . . ?
F5 P1 F3 89.32(12) . . ?
F4 P1 F6 91.11(10) . . ?
F5 P1 F6 90.51(12) . . ?
F3 P1 F6 177.11(11) . . ?
F4 P1 F2 90.19(10) . . ?
F5 P1 F2 177.91(11) . . ?
F3 P1 F2 90.85(14) . . ?
F6 P1 F2 89.21(13) . . ?
F4 P1 F1 178.07(10) . . ?
F5 P1 F1 89.83(10) . . ?
F3 P1 F1 89.11(10) . . ?
F6 P1 F1 88.00(10) . . ?
F2 P1 F1 88.08(10) . . ?
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
Ru1 N1 2.0578(19) 4_565 ?
Ru1 N1 2.0578(19) . ?
Ru1 N3 2.0680(19) . ?
Ru1 N3 2.0680(19) 4_565 ?
Ru1 N2 2.110(2) . ?
Ru1 O1 2.178(2) . ?
N1 C1 1.353(3) . ?
N1 C5 1.357(3) . ?
N2 C12 1.493(5) . ?
N2 C11 1.507(3) . ?
N2 C11 1.507(3) 4_565 ?
N3 C6 1.346(3) . ?
N3 C10 1.350(3) . ?
C1 C2 1.384(3) . ?
C1 C1 1.481(4) 4_565 ?
C2 C3 1.388(4) . ?
C3 C4 1.365(4) . ?
C4 C5 1.375(3) . ?
C6 C7 1.379(4) . ?
C7 C8 1.384(4) . ?
C8 C9 1.376(4) . ?
C9 C10 1.380(3) . ?
C10 C11 1.495(4) . ?
C12 C13 1.519(5) . ?
P1 F4 1.5781(16) . ?
P1 F5 1.5805(19) . ?
P1 F3 1.5844(18) . ?
P1 F6 1.5911(18) . ?
P1 F2 1.5918(19) . ?
P1 F1 1.6197(16) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 F1 0.78(3) 2.31(3) 2.9591(17) 141(3) .
O1 H1 F6 0.78(3) 2.36(3) 3.106(3) 161(3) .
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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Ru1 N1 C1 -4.51(18) 4_565 . . . ?
N3 Ru1 N1 C1 177.18(15) . . . . ?
N3 Ru1 N1 C1 -36.9(14) 4_565 . . . ?
N2 Ru1 N1 C1 -99.74(15) . . . . ?
O1 Ru1 N1 C1 83.74(15) . . . . ?
N1 Ru1 N1 C5 177.80(15) 4_565 . . . ?
N3 Ru1 N1 C5 -0.51(19) . . . . ?
N3 Ru1 N1 C5 145.4(12) 4_565 . . . ?
N2 Ru1 N1 C5 82.58(18) . . . . ?
O1 Ru1 N1 C5 -93.94(18) . . . . ?
N1 Ru1 N2 C12 -39.71(5) 4_565 . . . ?
N1 Ru1 N2 C12 39.71(5) . . . . ?
N3 Ru1 N2 C12 137.50(5) . . . . ?
N3 Ru1 N2 C12 -137.50(5) 4_565 . . . ?
O1 Ru1 N2 C12 180.000(2) . . . . ?
N1 Ru1 N2 C11 -159.83(17) 4_565 . . . ?
N1 Ru1 N2 C11 -80.42(18) . . . . ?
N3 Ru1 N2 C11 17.37(17) . . . . ?
N3 Ru1 N2 C11 102.37(18) 4_565 . . . ?
O1 Ru1 N2 C11 59.87(17) . . . . ?
N1 Ru1 N2 C11 80.42(18) 4_565 . . 4_565 ?
N1 Ru1 N2 C11 159.83(17) . . . 4_565 ?
N3 Ru1 N2 C11 -102.37(18) . . . 4_565 ?
N3 Ru1 N2 C11 -17.37(17) 4_565 . . 4_565 ?
O1 Ru1 N2 C11 -59.87(17) . . . 4_565 ?
N1 Ru1 N3 C6 -126.9(12) 4_565 . . . ?
N1 Ru1 N3 C6 -94.78(18) . . . . ?
N3 Ru1 N3 C6 86.97(18) 4_565 . . . ?
N2 Ru1 N3 C6 169.93(19) . . . . ?
O1 Ru1 N3 C6 -6.38(19) . . . . ?
N1 Ru1 N3 C10 59.9(13) 4_565 . . . ?
N1 Ru1 N3 C10 92.07(16) . . . . ?
N3 Ru1 N3 C10 -86.18(16) 4_565 . . . ?
N2 Ru1 N3 C10 -3.21(16) . . . . ?
O1 Ru1 N3 C10 -179.52(16) . . . . ?
C5 N1 C1 C2 0.2(3) . . . . ?
Ru1 N1 C1 C2 -177.71(18) . . . . ?
C5 N1 C1 C1 -178.28(14) . . . 4_565 ?
Ru1 N1 C1 C1 3.84(15) . . . 4_565 ?
N1 C1 C2 C3 0.2(4) . . . . ?
C1 C1 C2 C3 178.50(18) 4_565 . . . ?
C1 C2 C3 C4 -0.8(4) . . . . ?
C2 C3 C4 C5 1.1(4) . . . . ?
C1 N1 C5 C4 0.1(3) . . . . ?
Ru1 N1 C5 C4 177.75(18) . . . . ?
C3 C4 C5 N1 -0.8(4) . . . . ?
C10 N3 C6 C7 -0.2(3) . . . . ?
Ru1 N3 C6 C7 -173.14(17) . . . . ?
N3 C6 C7 C8 1.3(4) . . . . ?
C6 C7 C8 C9 -0.8(4) . . . . ?
C7 C8 C9 C10 -0.7(4) . . . . ?
C6 N3 C10 C9 -1.4(3) . . . . ?
Ru1 N3 C10 C9 172.36(19) . . . . ?
C6 N3 C10 C11 173.5(2) . . . . ?
Ru1 N3 C10 C11 -12.8(3) . . . . ?
C8 C9 C10 N3 1.9(4) . . . . ?
C8 C9 C10 C11 -172.6(2) . . . . ?
N3 C10 C11 N2 28.7(3) . . . . ?
C9 C10 C11 N2 -156.4(2) . . . . ?
C12 N2 C11 C10 -152.4(2) . . . . ?
C11 N2 C11 C10 87.7(3) 4_565 . . . ?
Ru1 N2 C11 C10 -28.9(3) . . . . ?
C11 N2 C12 C13 -60.89(16) . . . . ?
C11 N2 C12 C13 60.89(16) 4_565 . . . ?
Ru1 N2 C12 C13 180.0 . . . . ?
