#------------------------------------------------------------------------------
#$Date: 2016-03-23 02:59:54 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179224 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/46/4314621.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_4314621
loop_
_publ_author_name
'Jing-Lin Chen'
'Yun Chi'
'Kellen Chen'
'Yi-Ming Cheng'
'Min-Wen Chung'
'Ya-Chien Yu'
'Gene-Hsiang Lee'
'Pi-Tai Chou'
'Ching-Fong Shu'
_publ_section_title
;
 New Series of Ruthenium(II) and Osmium(II) Complexes Showing Solid-State
 Phosphorescence in Far-Visible and Near-Infrared
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              823
_journal_page_last               832
_journal_paper_doi               10.1021/ic900586e
_journal_volume                  49
_journal_year                    2010
_chemical_formula_sum            'C33 H25 F6 N8 O Ru'
_chemical_formula_weight         764.68
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_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                 93.7405(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   21.4805(3)
_cell_length_b                   16.2765(3)
_cell_length_c                   17.7118(2)
_cell_measurement_reflns_used    all
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      1.00
_cell_volume                     6179.34(16)
_computing_cell_refinement       DENZO-SMN
_computing_data_collection       'NONIUS COLLECT'
_computing_data_reduction        DENZO-SMN
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'NONIUS KappaCCD'
_diffrn_measurement_method       'ω 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  0.0498
_diffrn_reflns_av_sigmaI/netI    0.0761
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            18749
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.57
_exptl_absorpt_coefficient_mu    0.587
_exptl_absorpt_correction_T_max  0.951
_exptl_absorpt_correction_T_min  0.870
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            dark-brown
_exptl_crystal_density_diffrn    1.644
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             3080
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.734
_refine_diff_density_min         -0.585
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     428
_refine_ls_number_reflns         7069
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0987
_refine_ls_R_factor_gt           0.0428
_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)+(0.0596P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1051
_refine_ls_wR_factor_ref         0.1224
_reflns_number_gt                4091
_reflns_number_total             7069
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic900586e_si_002_2.cif
_cod_data_source_block           complex-2
_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_database_code               4314621
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru Ru 0.201919(12) 1.000327(17) 0.084856(14) 0.02140(10) Uani 1 1 d . . .
N1 N 0.25111(13) 0.91276(17) 0.03057(16) 0.0251(7) Uani 1 1 d . . .
N2 N 0.15002(13) 0.99320(17) -0.01628(16) 0.0246(7) Uani 1 1 d . . .
N3 N 0.14728(12) 1.09087(17) 0.12476(15) 0.0229(6) Uani 1 1 d . . .
N4 N 0.16340(13) 1.14144(18) 0.18365(15) 0.0274(7) Uani 1 1 d . . .
N5 N 0.26071(12) 1.08932(17) 0.05018(15) 0.0232(7) Uani 1 1 d . . .
N6 N 0.26125(13) 1.00918(17) 0.17913(15) 0.0243(7) Uani 1 1 d . . .
N7 N 0.14928(12) 0.91189(17) 0.13121(15) 0.0246(7) Uani 1 1 d . . .
N8 N 0.09879(13) 0.87503(18) 0.09671(17) 0.0289(7) Uani 1 1 d . . .
O1 O 0.21591(14) 0.86285(19) 0.31606(14) 0.0532(8) Uani 1 1 d . . .
C1 C 0.29968(17) 0.8687(2) 0.0596(2) 0.0335(9) Uani 1 1 d . . .
H1 H 0.3134 0.8774 0.1099 0.040 Uiso 1 1 calc R . .
C2 C 0.33064(19) 0.8106(2) 0.0184(2) 0.0410(10) Uani 1 1 d . . .
H2 H 0.3644 0.7814 0.0403 0.049 Uiso 1 1 calc R . .
C3 C 0.31016(19) 0.7977(3) -0.0549(3) 0.0443(11) Uani 1 1 d . . .
H3 H 0.3296 0.7586 -0.0836 0.053 Uiso 1 1 calc R . .
C4 C 0.26066(18) 0.8424(2) -0.0868(2) 0.0380(10) Uani 1 1 d . . .
H4 H 0.2470 0.8344 -0.1372 0.046 Uiso 1 1 calc R . .
C5 C 0.23169(16) 0.8991(2) -0.04330(19) 0.0287(9) Uani 1 1 d . . .
C6 C 0.17634(16) 0.9464(2) -0.07022(19) 0.0295(9) Uani 1 1 d . . .
C7 C 0.15068(18) 0.9426(2) -0.1439(2) 0.0381(10) Uani 1 1 d . . .
H7 H 0.1697 0.9115 -0.1799 0.046 Uiso 1 1 calc R . .
C8 C 0.0963(2) 0.9860(3) -0.1635(2) 0.0447(12) Uani 1 1 d . . .
H8 H 0.0786 0.9851 -0.2129 0.054 Uiso 1 1 calc R . .
C9 C 0.06934(19) 1.0298(3) -0.1088(2) 0.0408(10) Uani 1 1 d . . .
H9 H 0.0330 1.0592 -0.1212 0.049 Uiso 1 1 calc R . .
C10 C 0.09515(17) 1.0313(2) -0.0347(2) 0.0311(9) Uani 1 1 d . . .
C11 C 0.05967(17) 1.0671(2) 0.0275(2) 0.0379(10) Uani 1 1 d . . .
H11A H 0.0383 1.0219 0.0504 0.045 Uiso 1 1 calc R . .
H11B H 0.0277 1.1024 0.0037 0.045 Uiso 1 1 calc R . .
C12 C 0.09174(16) 1.1155(2) 0.09095(19) 0.0273(8) Uani 1 1 d . . .
C13 C 0.07046(17) 1.1821(2) 0.1288(2) 0.0328(9) Uani 1 1 d . . .
H13 H 0.0337 1.2115 0.1186 0.039 Uiso 1 1 calc R . .
C14 C 0.11659(18) 1.1955(2) 0.1859(2) 0.0307(9) Uani 1 1 d . . .
C15 C 0.1174(2) 1.2589(3) 0.2450(2) 0.0463(11) Uani 1 1 d . . .
C16 C 0.25911(17) 1.1280(2) -0.01742(19) 0.0293(9) Uani 1 1 d . . .
H16 H 0.2271 1.1148 -0.0532 0.035 Uiso 1 1 calc R . .
C17 C 0.30165(18) 1.1853(2) -0.0361(2) 0.0367(10) Uani 1 1 d . . .
H17 H 0.2988 1.2095 -0.0838 0.044 Uiso 1 1 calc R . .
C18 C 0.34890(19) 1.2070(3) 0.0162(2) 0.0421(11) Uani 1 1 d . . .
H18 H 0.3788 1.2455 0.0046 0.051 Uiso 1 1 calc R . .
C19 C 0.35082(18) 1.1702(2) 0.0862(2) 0.0408(10) Uani 1 1 d . . .
H19 H 0.3818 1.1850 0.1228 0.049 Uiso 1 1 calc R . .
C20 C 0.30733(16) 1.1114(2) 0.1029(2) 0.0288(9) Uani 1 1 d . . .
C21 C 0.30634(16) 1.0672(2) 0.17499(19) 0.0276(9) Uani 1 1 d . . .
C22 C 0.34934(17) 1.0834(2) 0.2353(2) 0.0382(10) Uani 1 1 d . . .
H22 H 0.3792 1.1242 0.2310 0.046 Uiso 1 1 calc R . .
C23 C 0.34775(18) 1.0391(3) 0.3013(2) 0.0390(10) Uani 1 1 d . . .
H23 H 0.3766 1.0487 0.3418 0.047 Uiso 1 1 calc R . .
C24 C 0.30270(19) 0.9806(2) 0.3058(2) 0.0361(10) Uani 1 1 d . . .
H24 H 0.3008 0.9499 0.3499 0.043 Uiso 1 1 calc R . .
C25 C 0.25977(17) 0.9667(2) 0.24540(19) 0.0283(8) Uani 1 1 d . . .
C26 C 0.21213(18) 0.9003(2) 0.2560(2) 0.0342(9) Uani 1 1 d . . .
C27 C 0.16153(16) 0.8781(2) 0.20061(18) 0.0279(8) Uani 1 1 d . . .
C28 C 0.11687(17) 0.8175(2) 0.2119(2) 0.0330(9) Uani 1 1 d . . .
H28 H 0.1131 0.7848 0.2544 0.040 Uiso 1 1 calc R . .
C29 C 0.08029(16) 0.8177(2) 0.1464(2) 0.0287(9) Uani 1 1 d . . .
C30 C 0.02829(19) 0.7609(3) 0.1247(3) 0.0437(10) Uani 1 1 d . . .
F1 F 0.09803(16) 1.33090(16) 0.22163(15) 0.0948(11) Uani 1 1 d . . .
F2 F 0.17489(14) 1.27375(18) 0.27717(16) 0.0896(10) Uani 1 1 d . . .
F3 F 0.08626(17) 1.23986(19) 0.30373(16) 0.1045(13) Uani 1 1 d . . .
F4 F -0.02679(12) 0.78842(19) 0.1408(2) 0.1036(12) Uani 1 1 d . . .
F5 F 0.03387(14) 0.69025(17) 0.15839(19) 0.0972(12) Uani 1 1 d . . .
F6 F 0.02167(14) 0.7455(2) 0.05172(16) 0.0920(11) Uani 1 1 d . . .
C31 C -0.0258(7) 0.4926(9) 0.4730(9) 0.316(10) Uiso 1 1 d D . .
H31A H -0.0385 0.5428 0.4468 0.379 Uiso 1 1 calc R . .
H31B H -0.0612 0.4705 0.4976 0.379 Uiso 1 1 calc R . .
C32 C -0.0011(6) 0.4313(7) 0.4194(6) 0.229(5) Uiso 1 1 d D . .
H32A H 0.0258 0.3930 0.4480 0.275 Uiso 1 1 calc R . .
H32B H -0.0358 0.4004 0.3960 0.275 Uiso 1 1 calc R . .
C33 C 0.0337(4) 0.4679(6) 0.3604(6) 0.175(4) Uiso 1 1 d D . .
H33A H 0.0078 0.4703 0.3142 0.263 Uiso 1 1 calc R . .
H33B H 0.0700 0.4352 0.3529 0.263 Uiso 1 1 calc R . .
H33C H 0.0464 0.5225 0.3752 0.263 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'
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'
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
N7 Ru N6 93.07(11) . . ?
N7 Ru N3 91.37(11) . . ?
N6 Ru N3 90.47(11) . . ?
N7 Ru N5 173.30(10) . . ?
N6 Ru N5 80.24(11) . . ?
N3 Ru N5 88.44(11) . . ?
N7 Ru N1 90.82(11) . . ?
N6 Ru N1 96.86(11) . . ?
N3 Ru N1 172.22(10) . . ?
N5 Ru N1 90.25(11) . . ?
N7 Ru N2 91.59(11) . . ?
N6 Ru N2 174.16(11) . . ?
N3 Ru N2 92.94(11) . . ?
N5 Ru N2 95.11(10) . . ?
N1 Ru N2 79.54(11) . . ?
C1 N1 C5 117.5(3) . . ?
C1 N1 Ru 127.2(2) . . ?
C5 N1 Ru 115.3(2) . . ?
C10 N2 C6 118.6(3) . . ?
C10 N2 Ru 126.9(2) . . ?
C6 N2 Ru 114.5(2) . . ?
N4 N3 C12 109.4(3) . . ?
N4 N3 Ru 125.6(2) . . ?
C12 N3 Ru 124.7(2) . . ?
C14 N4 N3 105.5(3) . . ?
C16 N5 C20 117.1(3) . . ?
C16 N5 Ru 128.1(2) . . ?
C20 N5 Ru 114.8(2) . . ?
C21 N6 C25 117.1(3) . . ?
C21 N6 Ru 114.5(2) . . ?
C25 N6 Ru 128.4(2) . . ?
N8 N7 C27 109.4(3) . . ?
N8 N7 Ru 125.6(2) . . ?
C27 N7 Ru 124.9(2) . . ?
N7 N8 C29 105.8(3) . . ?
N1 C1 C2 123.3(4) . . ?
C3 C2 C1 118.1(4) . . ?
C2 C3 C4 120.2(4) . . ?
C5 C4 C3 119.3(4) . . ?
N1 C5 C4 121.6(3) . . ?
N1 C5 C6 114.6(3) . . ?
C4 C5 C6 123.7(3) . . ?
N2 C6 C7 121.6(3) . . ?
N2 C6 C5 115.2(3) . . ?
C7 C6 C5 123.1(3) . . ?
C6 C7 C8 119.3(4) . . ?
C9 C8 C7 118.5(4) . . ?
C8 C9 C10 121.3(4) . . ?
N2 C10 C9 120.5(4) . . ?
N2 C10 C11 118.5(3) . . ?
C9 C10 C11 120.7(3) . . ?
C10 C11 C12 121.6(3) . . ?
N3 C12 C13 109.3(3) . . ?
N3 C12 C11 121.4(3) . . ?
C13 C12 C11 129.1(3) . . ?
C12 C13 C14 103.6(3) . . ?
N4 C14 C13 112.2(3) . . ?
N4 C14 C15 120.6(3) . . ?
C13 C14 C15 127.2(4) . . ?
F1 C15 F3 107.3(4) . . ?
F1 C15 F2 103.8(4) . . ?
F3 C15 F2 102.0(4) . . ?
F1 C15 C14 114.6(4) . . ?
F3 C15 C14 114.6(4) . . ?
F2 C15 C14 113.3(3) . . ?
N5 C16 C17 123.8(3) . . ?
C16 C17 C18 119.3(4) . . ?
C19 C18 C17 118.3(4) . . ?
C18 C19 C20 120.9(4) . . ?
N5 C20 C19 120.6(3) . . ?
N5 C20 C21 114.3(3) . . ?
C19 C20 C21 125.0(3) . . ?
N6 C21 C22 122.1(3) . . ?
N6 C21 C20 116.1(3) . . ?
C22 C21 C20 121.9(3) . . ?
C23 C22 C21 120.0(4) . . ?
C24 C23 C22 118.2(4) . . ?
C23 C24 C25 120.6(4) . . ?
N6 C25 C24 122.0(3) . . ?
N6 C25 C26 121.6(3) . . ?
C24 C25 C26 116.3(3) . . ?
O1 C26 C27 117.7(3) . . ?
O1 C26 C25 117.3(3) . . ?
C27 C26 C25 125.0(3) . . ?
N7 C27 C28 108.7(3) . . ?
N7 C27 C26 126.9(3) . . ?
C28 C27 C26 124.4(3) . . ?
C29 C28 C27 103.9(3) . . ?
C28 C29 N8 112.1(3) . . ?
C28 C29 C30 127.2(4) . . ?
N8 C29 C30 120.5(3) . . ?
F5 C30 F4 105.0(4) . . ?
F5 C30 F6 106.5(4) . . ?
F4 C30 F6 103.8(4) . . ?
F5 C30 C29 112.9(4) . . ?
F4 C30 C29 113.9(4) . . ?
F6 C30 C29 113.9(3) . . ?
C31 C31 C32 104.0(15) 5_566 . ?
C33 C32 C31 113.8(11) . . ?
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 N7 2.036(3) . ?
Ru N6 2.039(3) . ?
Ru N3 2.039(3) . ?
Ru N5 2.042(3) . ?
Ru N1 2.051(3) . ?
Ru N2 2.051(3) . ?
N1 C1 1.341(4) . ?
N1 C5 1.365(4) . ?
N2 C10 1.353(5) . ?
N2 C6 1.372(4) . ?
N3 N4 1.356(4) . ?
N3 C12 1.360(4) . ?
N4 C14 1.339(4) . ?
N5 C16 1.351(4) . ?
N5 C20 1.372(4) . ?
N6 C21 1.358(4) . ?
N6 C25 1.364(4) . ?
N7 N8 1.350(4) . ?
N7 C27 1.357(4) . ?
N8 C29 1.359(4) . ?
O1 C26 1.224(4) . ?
C1 C2 1.391(5) . ?
C2 C3 1.359(6) . ?
C3 C4 1.379(6) . ?
C4 C5 1.376(5) . ?
C5 C6 1.470(5) . ?
C6 C7 1.384(5) . ?
C7 C8 1.390(5) . ?
C8 C9 1.362(6) . ?
C9 C10 1.390(5) . ?
C10 C11 1.498(5) . ?
C11 C12 1.503(5) . ?
C12 C13 1.368(5) . ?
C13 C14 1.386(5) . ?
C14 C15 1.470(5) . ?
C15 F1 1.302(5) . ?
C15 F3 1.310(5) . ?
C15 F2 1.347(5) . ?
C16 C17 1.361(5) . ?
C17 C18 1.375(5) . ?
C18 C19 1.375(5) . ?
C19 C20 1.382(5) . ?
C20 C21 1.468(5) . ?
C21 C22 1.391(4) . ?
C22 C23 1.377(5) . ?
C23 C24 1.363(5) . ?
C24 C25 1.385(5) . ?
C25 C26 1.508(5) . ?
C26 C27 1.462(5) . ?
C27 C28 1.399(5) . ?
C28 C29 1.359(5) . ?
C29 C30 1.481(5) . ?
C30 F5 1.298(5) . ?
C30 F4 1.314(5) . ?
C30 F6 1.315(5) . ?
C31 C31 1.44(3) 5_566 ?
C31 C32 1.498(9) . ?
C32 C33 1.452(8) . ?
