#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/86/4308634.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_4308634
loop_
_publ_author_name
'Alexander D. Ryabov'
'Ronan Le Lagadec'
'Hebert Estevez'
'Ruben A. Toscano'
'Simon Hernandez'
'Larissa Alexandrova'
'Viktoria S. Kurova'
'Andreas Fischer'
'Claude Sirlin'
'Michel Pfeffer'
_publ_contact_author_address
;
Department of Chemistry
Moscow State University
119899 Moscow
Russia
;
_publ_contact_author_email       ryabov@andrew.cmu.edu
_publ_contact_author_fax         '+(1) 412 268-1061'
_publ_contact_author_name        'Alexander D. Ryabov'
_publ_section_title
;
Synthesis, Characterization, and Electrochemistry of Biorelevant
Photosensitive Low-Potential Orthometalated Ruthenium Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1626
_journal_page_last               1634
_journal_paper_doi               10.1021/ic048270w
_journal_volume                  44
_journal_year                    2005
_chemical_formula_sum            'C22 H27 F6 N5 O0.5 P Ru'
_chemical_formula_weight         615.53
_chemical_name_systematic
; 
 ? 
;
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                97.1170(10)
_cell_angle_beta                 95.4670(10)
_cell_angle_gamma                98.5230(10)
_cell_formula_units_Z            2
_cell_length_a                   8.5645(5)
_cell_length_b                   8.7292(5)
_cell_length_c                   18.5882(11)
_cell_measurement_reflns_used    7435
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      32.69
_cell_measurement_theta_min      2.22
_cell_volume                     1354.57(14)
_computing_cell_refinement       'SMART V 5.625'
_computing_data_collection       'SMART V 5.625'
_computing_data_reduction        'SAINT V 6.23C'
_computing_molecular_graphics    'SHELXTL V 6.10'
_computing_publication_material  'SHELXTL V 6.10'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0388
_diffrn_reflns_av_sigmaI/netI    0.0472
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            11218
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.22
_exptl_absorpt_coefficient_mu    0.700
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.509
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             622
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.061
_refine_diff_density_min         -0.488
_refine_diff_density_rms         0.109
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         4785
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0599
_refine_ls_R_factor_gt           0.0534
_refine_ls_shift/su_max          0.651
_refine_ls_shift/su_mean         0.031
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1082P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1466
_refine_ls_wR_factor_ref         0.1527
_reflns_number_gt                4129
_reflns_number_total             4785
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic048270wsi20041209_051733_2.cif
_cod_data_source_block           1b
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'No' 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_formula_sum        'C22 H27 F6 N5 O0.50 P Ru'
_cod_database_code               4308634
#BEGIN Tags that were not found in dictionaries:
_solved_by                       SimonHO
#END Tags that were not found in dictionaries
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.97640(4) 0.62595(4) 0.733858(19) 0.04028(17) Uani 1 1 d . . .
P1 P 0.32995(19) 0.21523(18) 0.57431(9) 0.0657(4) Uani 1 1 d . . .
F1 F 0.1587(6) 0.1472(9) 0.5883(4) 0.176(3) Uani 1 1 d . B .
F2 F 0.4999(6) 0.2825(9) 0.5644(4) 0.178(3) Uani 1 1 d . B .
F3 F 0.3763(8) 0.0909(8) 0.6204(4) 0.192(3) Uani 1 1 d . B .
F4 F 0.2801(8) 0.3403(9) 0.5299(4) 0.182(3) Uani 1 1 d . B .
N1 N 1.0380(4) 0.8606(4) 0.7736(2) 0.0444(9) Uani 1 1 d . . .
N2 N 0.7634(5) 0.6691(5) 0.6919(2) 0.0482(9) Uani 1 1 d . . .
N3 N 0.8971(5) 0.3945(5) 0.6998(2) 0.0482(9) Uani 1 1 d . . .
N4 N 1.0574(5) 0.6515(5) 0.6287(2) 0.0518(10) Uani 1 1 d . . .
N5 N 1.1893(5) 0.5793(4) 0.7718(2) 0.0446(9) Uani 1 1 d . . .
C2 C 0.9817(6) 0.9051(5) 0.8371(3) 0.0490(11) Uani 1 1 d . . .
C3 C 1.0012(7) 1.0655(6) 0.8651(3) 0.0634(14) Uani 1 1 d . . .
H3 H 0.9595 1.0981 0.9077 0.076 Uiso 1 1 calc R . .
C4 C 1.0833(7) 1.1732(6) 0.8281(3) 0.0657(15) Uani 1 1 d . . .
H4 H 1.0972 1.2793 0.8460 0.079 Uiso 1 1 calc R . .
C5 C 1.1421(7) 1.1266(6) 0.7675(3) 0.0630(14) Uani 1 1 d . . .
H5 H 1.1998 1.1993 0.7435 0.076 Uiso 1 1 calc R . .
C6 C 1.1175(6) 0.9692(5) 0.7398(3) 0.0529(12) Uani 1 1 d . . .
H6 H 1.1573 0.9379 0.6965 0.064 Uiso 1 1 calc R . .
C7 C 0.9024(5) 0.6269(5) 0.8341(2) 0.0440(10) Uani 1 1 d . . .
C8 C 0.9088(6) 0.7769(6) 0.8724(3) 0.0500(11) Uani 1 1 d . . .
C9 C 0.8571(7) 0.7974(7) 0.9399(3) 0.0669(15) Uani 1 1 d . . .
H9 H 0.8607 0.8980 0.9639 0.080 Uiso 1 1 calc R . .
C10 C 0.7999(8) 0.6704(8) 0.9725(3) 0.0721(16) Uani 1 1 d . . .
H10 H 0.7626 0.6864 1.0178 0.086 Uiso 1 1 calc R . .
C11 C 0.7970(6) 0.5197(7) 0.9389(3) 0.0573(13) Uani 1 1 d . . .
C12 C 0.8466(6) 0.4987(6) 0.8696(3) 0.0507(11) Uani 1 1 d . . .
H12 H 0.8429 0.3976 0.8461 0.061 Uiso 1 1 calc R . .
C13 C 0.7443(9) 0.3819(9) 0.9766(4) 0.089(2) Uani 1 1 d . . .
H13A H 0.8056 0.3932 1.0235 0.106 Uiso 1 1 calc R . .
H13B H 0.7599 0.2876 0.9476 0.106 Uiso 1 1 calc R . .
H13C H 0.6338 0.3767 0.9828 0.106 Uiso 1 1 calc R . .
C14 C 0.6470(6) 0.6881(6) 0.6638(3) 0.0535(12) Uani 1 1 d . . .
C15 C 0.4956(6) 0.7106(8) 0.6270(4) 0.0722(17) Uani 1 1 d . . .
H15A H 0.4484 0.6166 0.5952 0.087 Uiso 1 1 calc R . .
H15B H 0.5131 0.7954 0.5989 0.087 Uiso 1 1 calc R . .
H15C H 0.4257 0.7346 0.6627 0.087 Uiso 1 1 calc R . .
C16 C 0.8474(6) 0.2678(6) 0.6803(3) 0.0534(12) Uani 1 1 d . . .
C17 C 0.7822(8) 0.1047(6) 0.6560(4) 0.0784(18) Uani 1 1 d . . .
H17A H 0.7782 0.0491 0.6974 0.094 Uiso 1 1 calc R . .
H17B H 0.8484 0.0602 0.6230 0.094 Uiso 1 1 calc R . .
H17C H 0.6769 0.0969 0.6315 0.094 Uiso 1 1 calc R . .
C18 C 1.0933(6) 0.6715(6) 0.5731(3) 0.0523(12) Uani 1 1 d . . .
C19 C 1.1416(8) 0.7019(8) 0.5028(3) 0.0758(17) Uani 1 1 d . . .
H19A H 1.2103 0.8011 0.5085 0.091 Uiso 1 1 calc R . .
H19B H 1.0493 0.7037 0.4695 0.091 Uiso 1 1 calc R . .
H19C H 1.1973 0.6209 0.4839 0.091 Uiso 1 1 calc R . .
C20 C 1.3075(6) 0.5501(6) 0.7909(3) 0.0565(12) Uani 1 1 d . . .
C21 C 1.4615(7) 0.5084(9) 0.8143(4) 0.090(2) Uani 1 1 d . . .
H21A H 1.4475 0.4318 0.8471 0.108 Uiso 1 1 calc R . .
H21B H 1.5313 0.6000 0.8388 0.108 Uiso 1 1 calc R . .
H21C H 1.5067 0.4658 0.7725 0.108 Uiso 1 1 calc R . .
O1 O 0.5000 1.0000 1.0000 0.232(6) Uiso 1 2 d SD . .
C22 C 0.412(2) 0.957(2) 0.9260(6) 0.122(4) Uiso 0.50 1 d PD A 1
H22C H 0.3697 0.8463 0.9208 0.146 Uiso 0.50 1 d PR A 1
H22D H 0.3200 1.0100 0.9238 0.146 Uiso 0.50 1 d PR A 1
C23 C 0.471(7) 0.962(7) 0.8521(17) 0.284(15) Uiso 0.50 1 d PD A 1
H23A H 0.4838 1.0678 0.8414 0.340 Uiso 0.50 1 calc PR A 1
H23B H 0.3946 0.8967 0.8155 0.340 Uiso 0.50 1 calc PR A 1
H23C H 0.5707 0.9251 0.8524 0.340 Uiso 0.50 1 calc PR A 1
F5A F 0.3791(16) 0.0902(14) 0.5176(7) 0.146(4) Uiso 0.50 1 d P B 1
F6A F 0.3867(13) 0.3165(12) 0.6532(6) 0.119(3) Uiso 0.50 1 d P B 1
C22A C 0.539(2) 1.008(2) 0.9288(6) 0.122(4) Uiso 0.50 1 d PD A 2
H22A H 0.6356 0.9620 0.9315 0.146 Uiso 0.50 1 d PR A 2
H22B H 0.5768 1.1200 0.9339 0.146 Uiso 0.50 1 d PR A 2
C23A C 0.532(7) 1.010(7) 0.8449(9) 0.284(15) Uiso 0.50 1 d PD A 2
H23D H 0.4866 0.9073 0.8200 0.340 Uiso 0.50 1 calc PR A 2
H23E H 0.6372 1.0378 0.8321 0.340 Uiso 0.50 1 calc PR A 2
H23F H 0.4670 1.0842 0.8309 0.340 Uiso 0.50 1 calc PR A 2
F5B F 0.2632(13) 0.1301(12) 0.4966(6) 0.120(3) Uiso 0.50 1 d P B 2
F6B F 0.2756(15) 0.3397(14) 0.6308(7) 0.140(4) Uiso 0.50 1 d P B 2
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'
O O 0.0106 0.0060 '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'
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
N5 Ru1 N2 177.84(15) . . ?
N5 Ru1 C7 91.01(17) . . ?
N2 Ru1 C7 90.94(17) . . ?
N5 Ru1 N3 90.78(15) . . ?
N2 Ru1 N3 88.10(16) . . ?
C7 Ru1 N3 95.64(17) . . ?
N5 Ru1 N1 92.49(15) . . ?
N2 Ru1 N1 88.77(15) . . ?
C7 Ru1 N1 79.97(17) . . ?
N3 Ru1 N1 174.57(14) . . ?
N5 Ru1 N4 90.66(16) . . ?
N2 Ru1 N4 87.49(16) . . ?
C7 Ru1 N4 173.94(16) . . ?
N3 Ru1 N4 90.15(15) . . ?
N1 Ru1 N4 94.15(15) . . ?
F2 P1 F4 86.0(4) . . ?
F2 P1 F3 95.3(4) . . ?
F4 P1 F3 178.3(4) . . ?
F2 P1 F5B 102.6(5) . . ?
F4 P1 F5B 73.3(5) . . ?
F3 P1 F5B 107.5(5) . . ?
F2 P1 F5A 76.1(5) . . ?
F4 P1 F5A 105.0(6) . . ?
F3 P1 F5A 76.4(5) . . ?
F5B P1 F5A 43.4(5) . . ?
F2 P1 F1 177.3(4) . . ?
F4 P1 F1 95.7(4) . . ?
F3 P1 F1 83.0(3) . . ?
F5B P1 F1 79.9(5) . . ?
F5A P1 F1 105.4(6) . . ?
F2 P1 F6B 105.3(6) . . ?
F4 P1 F6B 74.6(5) . . ?
F3 P1 F6B 104.0(5) . . ?
F5B P1 F6B 135.3(6) . . ?
F5A P1 F6B 178.5(7) . . ?
F1 P1 F6B 73.2(5) . . ?
F2 P1 F6A 79.6(5) . . ?
F4 P1 F6A 101.4(5) . . ?
F3 P1 F6A 77.8(5) . . ?
F5B P1 F6A 173.9(6) . . ?
F5A P1 F6A 142.4(6) . . ?
F1 P1 F6A 98.0(5) . . ?
F6B P1 F6A 38.9(5) . . ?
C6 N1 C2 119.4(4) . . ?
C6 N1 Ru1 125.7(3) . . ?
C2 N1 Ru1 114.8(3) . . ?
C14 N2 Ru1 175.0(4) . . ?
C16 N3 Ru1 177.3(4) . . ?
C18 N4 Ru1 175.6(4) . . ?
C20 N5 Ru1 177.7(4) . . ?
N1 C2 C3 119.6(5) . . ?
N1 C2 C8 114.9(4) . . ?
C3 C2 C8 125.5(5) . . ?
C4 C3 C2 118.9(5) . . ?
C5 C4 C3 120.4(5) . . ?
C4 C5 C6 119.8(5) . . ?
N1 C6 C5 121.9(5) . . ?
C8 C7 C12 117.0(4) . . ?
C8 C7 Ru1 114.0(3) . . ?
C12 C7 Ru1 129.0(4) . . ?
C9 C8 C7 121.1(5) . . ?
C9 C8 C2 123.5(5) . . ?
C7 C8 C2 115.3(4) . . ?
C8 C9 C10 120.7(5) . . ?
C9 C10 C11 120.9(5) . . ?
C10 C11 C12 118.5(5) . . ?
C10 C11 C13 120.7(6) . . ?
C12 C11 C13 120.8(6) . . ?
C11 C12 C7 121.8(5) . . ?
N2 C14 C15 179.3(6) . . ?
N3 C16 C17 179.2(6) . . ?
N4 C18 C19 178.2(6) . . ?
N5 C20 C21 178.5(7) . . ?
C22A O1 C22A 180.000(15) . 2_677 ?
C22A O1 C22 45.2(10) . . ?
C22A O1 C22 134.8(10) 2_677 . ?
C22A O1 C22 134.8(10) . 2_677 ?
C22A O1 C22 45.2(10) 2_677 2_677 ?
C22 O1 C22 180.000(12) . 2_677 ?
O1 C22 C23 130(3) . . ?
O1 C22A C23A 164(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
Ru1 N5 2.009(4) . ?
Ru1 N2 2.021(4) . ?
Ru1 C7 2.024(5) . ?
Ru1 N3 2.034(4) . ?
Ru1 N1 2.062(4) . ?
Ru1 N4 2.162(4) . ?
P1 F2 1.523(5) . ?
P1 F4 1.533(5) . ?
P1 F3 1.537(5) . ?
P1 F5B 1.554(10) . ?
P1 F5A 1.555(12) . ?
P1 F1 1.557(5) . ?
P1 F6B 1.568(12) . ?
P1 F6A 1.607(10) . ?
N1 C6 1.339(6) . ?
N1 C2 1.353(6) . ?
N2 C14 1.125(6) . ?
N3 C16 1.126(6) . ?
N4 C18 1.133(6) . ?
N5 C20 1.116(6) . ?
C2 C3 1.411(7) . ?
C2 C8 1.457(7) . ?
C3 C4 1.381(8) . ?
C4 C5 1.320(8) . ?
C5 C6 1.384(7) . ?
C7 C8 1.401(7) . ?
C7 C12 1.415(7) . ?
C8 C9 1.369(7) . ?
C9 C10 1.379(8) . ?
C10 C11 1.380(8) . ?
C11 C12 1.393(7) . ?
C11 C13 1.500(8) . ?
C14 C15 1.458(7) . ?
C16 C17 1.449(7) . ?
C18 C19 1.450(8) . ?
C20 C21 1.461(8) . ?
O1 C22A 1.404(9) . ?
O1 C22A 1.404(9) 2_677 ?
O1 C22 1.481(9) . ?
O1 C22 1.481(9) 2_677 ?
C22 C23 1.511(10) . ?
C22A C23A 1.556(10) . ?
