# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1. 
# 
# Audit and citation data items have may been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Ru_NCN_aq_1
_database_code_depnum_ccdc_archive 'CCDC 1008770'
_audit_update_record             
;
2014-11-13 deposited with the CCDC.
2014-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C52 H46 F18 N10 O19 P3 Ru2'
_chemical_formula_weight         1752.04

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'

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'

_cell_length_a                   33.8194(6)
_cell_length_b                   14.7155(2)
_cell_length_c                   15.5146(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.5850(10)
_cell_angle_gamma                90.00
_cell_volume                     7318.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7037
_cell_measurement_theta_min      1.5
_cell_measurement_theta_max      28.33

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.590
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3500
_exptl_absorpt_coefficient_mu    0.595
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.831
_exptl_absorpt_correction_T_max  0.887
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            59684
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_limit_h_min       -45
_diffrn_reflns_limit_h_max       45
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.27
_diffrn_reflns_theta_max         28.33
_reflns_number_total             9142
_reflns_number_gt                7037
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0000P)²+226.1511P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         9142
_refine_ls_number_parameters     512
_refine_ls_number_restraints     123
_refine_ls_R_factor_all          0.1052
_refine_ls_R_factor_gt           0.0788
_refine_ls_wR_factor_ref         0.2005
_refine_ls_wR_factor_gt          0.1685
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.347074(16) 0.38094(3) 0.38215(3) 0.02516(13) Uani 1 1 d . A 1
P1 P 0.30844(8) 0.97389(13) 0.42332(13) 0.0437(5) Uani 1 1 d . B 1
P2 P 0.5000 0.0040(4) 0.7500 0.1026(14) Uani 1 2 d SDU . .
F1 F 0.26651(17) 1.0288(3) 0.3770(4) 0.0581(13) Uani 1 1 d . B 1
F2 F 0.2919(2) 0.9448(3) 0.5046(3) 0.0634(15) Uani 1 1 d . B 1
F3 F 0.28815(18) 0.8853(3) 0.3685(3) 0.0581(13) Uani 1 1 d . B 1
F4 F 0.35066(19) 0.9187(4) 0.4701(4) 0.0738(16) Uani 1 1 d . B 1
F5 F 0.32566(18) 1.0029(4) 0.3429(3) 0.0639(14) Uani 1 1 d . B 1
F6 F 0.32948(19) 1.0632(3) 0.4789(3) 0.0647(15) Uani 1 1 d . B 1
F7 F 0.4962(4) 0.0716(8) 0.6598(7) 0.100(3) Uani 0.50 1 d PDU C -1
F8 F 0.4570(3) -0.0496(9) 0.6802(8) 0.118(3) Uani 0.50 1 d PDU C -1
F9 F 0.5297(4) -0.0724(8) 0.7191(9) 0.101(3) Uani 0.50 1 d PDU C -1
F10 F 0.5415(3) 0.0588(9) 0.8152(8) 0.120(3) Uani 0.50 1 d PDU C -1
F11 F 0.5003(4) -0.0667(9) 0.8347(7) 0.117(3) Uani 0.50 1 d PDU C -1
F12 F 0.4671(4) 0.0796(9) 0.7730(9) 0.114(3) Uani 0.50 1 d PDU C -1
O1 O 0.40268(15) 0.4472(4) 0.3770(3) 0.0403(12) Uani 1 1 d . . .
H1A H 0.4233 0.4508 0.4328 0.060 Uiso 1 1 d R A .
H1B H 0.4151 0.4188 0.3390 0.060 Uiso 1 1 d R . .
O9 O 0.4298(7) 0.3682(12) 0.0810(10) 0.113(7) Uani 0.50 1 d PG . .
O4 O 0.5656(6) 0.7722(15) 0.8733(9) 0.141(9) Uani 0.50 1 d PG . .
O2 O 0.5267(6) 0.7824(11) 0.0844(10) 0.159(7) Uani 0.61 1 d PGU D 1
O8 O 0.4862(4) 0.4938(10) 0.2159(8) 0.062(3) Uani 0.50 1 d P E -1
O10 O 0.5887(6) 0.7378(12) 0.0582(11) 0.098(6) Uani 0.50 1 d P F 2
O2A O 0.5074(11) 0.708(3) 0.024(2) 0.159(7) Uani 0.39 1 d PU G 2
O12A O 0.5134(18) 0.798(4) 0.705(4) 0.159(6) Uani 0.24 1 d PU H 3
N1 N 0.36919(16) 0.3781(4) 0.5239(3) 0.0269(10) Uani 1 1 d . . .
N2 N 0.4164(2) 0.1049(5) 0.4309(4) 0.0449(16) Uani 1 1 d . . .
N3 N 0.33468(17) 0.3361(4) 0.2478(3) 0.0275(11) Uani 1 1 d . . .
N4 N 0.31428(17) 0.5094(3) 0.3623(3) 0.0251(10) Uani 1 1 d . . .
N5 N 0.28869(16) 0.3432(3) 0.3792(3) 0.0231(10) Uani 1 1 d . . .
C1 C 0.3634(2) 0.4404(5) 0.5812(4) 0.0365(15) Uani 1 1 d . A .
H1 H 0.3489 0.4931 0.5572 0.044 Uiso 1 1 calc R . .
C2 C 0.3780(3) 0.4302(6) 0.6746(5) 0.0474(19) Uani 1 1 d . . .
H2 H 0.3734 0.4752 0.7125 0.057 Uiso 1 1 calc R A .
C3 C 0.3992(2) 0.3530(6) 0.7104(5) 0.0472(19) Uani 1 1 d . A .
H3 H 0.4089 0.3446 0.7731 0.057 Uiso 1 1 calc R . .
C4 C 0.4063(2) 0.2879(6) 0.6540(4) 0.0410(17) Uani 1 1 d . . .
H4 H 0.4210 0.2354 0.6780 0.049 Uiso 1 1 calc R A .
C5 C 0.3912(2) 0.3012(5) 0.5604(4) 0.0321(14) Uani 1 1 d . A .
C6 C 0.3949(2) 0.2366(5) 0.4909(4) 0.0324(14) Uani 1 1 d . . .
C7 C 0.4164(2) 0.1557(5) 0.5036(5) 0.0402(16) Uani 1 1 d . A .
H7 H 0.4309 0.1359 0.5621 0.048 Uiso 1 1 calc R . .
C8 C 0.4391(3) 0.0173(7) 0.4471(7) 0.067(3) Uani 1 1 d . . .
H8A H 0.4516 0.0081 0.5114 0.100 Uiso 1 1 calc R . .
H8B H 0.4604 0.0183 0.4186 0.100 Uiso 1 1 calc R . .
H8C H 0.4199 -0.0313 0.4220 0.100 Uiso 1 1 calc R . .
C9 C 0.3962(2) 0.1307(5) 0.3439(5) 0.0403(16) Uani 1 1 d . A .
H9 H 0.3967 0.0936 0.2957 0.048 Uiso 1 1 calc R . .
C10 C 0.3749(2) 0.2118(5) 0.3275(4) 0.0324(13) Uani 1 1 d . . .
C11 C 0.3514(2) 0.2528(4) 0.2395(4) 0.0306(13) Uani 1 1 d . A .
C12 C 0.3451(3) 0.2140(5) 0.1546(4) 0.0401(16) Uani 1 1 d . . .
H12 H 0.3571 0.1582 0.1496 0.048 Uiso 1 1 calc R A .
C13 C 0.3209(3) 0.2586(5) 0.0777(5) 0.048(2) Uani 1 1 d . A .
H13 H 0.3163 0.2331 0.0205 0.057 Uiso 1 1 calc R . .
C14 C 0.3035(3) 0.3416(5) 0.0868(4) 0.0405(17) Uani 1 1 d . . .
H14 H 0.2869 0.3725 0.0357 0.049 Uiso 1 1 calc R A .
C15 C 0.3111(2) 0.3783(4) 0.1725(4) 0.0296(13) Uani 1 1 d . A .
H15 H 0.2993 0.4343 0.1781 0.035 Uiso 1 1 calc R . .
C16 C 0.3738(2) 0.2666(5) 0.4016(4) 0.0295(13) Uani 1 1 d . A .
C17 C 0.3302(3) 0.5921(4) 0.3571(4) 0.0357(15) Uani 1 1 d . A .
H17 H 0.3584 0.5970 0.3634 0.043 Uiso 1 1 calc R . .
C18 C 0.3064(3) 0.6698(4) 0.3428(4) 0.0428(19) Uani 1 1 d . . .
H18 H 0.3183 0.7262 0.3394 0.051 Uiso 1 1 calc R A .
C19 C 0.2643(3) 0.6627(5) 0.3336(4) 0.0444(19) Uani 1 1 d . A .
H19 H 0.2475 0.7142 0.3232 0.053 Uiso 1 1 calc R . .
C20 C 0.2477(2) 0.5788(4) 0.3399(4) 0.0353(15) Uani 1 1 d . . .
H20 H 0.2196 0.5727 0.3344 0.042 Uiso 1 1 calc R A .
C21 C 0.2737(2) 0.5027(4) 0.3547(4) 0.0274(12) Uani 1 1 d . A .
C22 C 0.25919(19) 0.4095(4) 0.3645(4) 0.0240(11) Uani 1 1 d . A .
C23 C 0.2183(2) 0.3891(5) 0.3593(4) 0.0347(14) Uani 1 1 d . . .
H23 H 0.1985 0.4351 0.3485 0.042 Uiso 1 1 calc R A .
C24 C 0.2072(2) 0.3012(5) 0.3702(5) 0.0389(15) Uani 1 1 d . A .
H24 H 0.1800 0.2870 0.3672 0.047 Uiso 1 1 calc R . .
C25 C 0.2371(2) 0.2344(5) 0.3855(4) 0.0356(15) Uani 1 1 d . . .
H25 H 0.2304 0.1743 0.3934 0.043 Uiso 1 1 calc R A .
C26 C 0.2770(2) 0.2571(4) 0.3891(4) 0.0300(13) Uani 1 1 d . A .
H26 H 0.2968 0.2112 0.3987 0.036 Uiso 1 1 calc R . .
O5 O 0.46697(15) 0.4709(4) 0.5297(3) 0.113(4) Uani 1 1 d G . .
O6 O 0.44424(18) 0.3729(4) 0.2723(3) 0.102(3) Uani 1 1 d G . .
O3 O 0.3816(3) 0.0335(5) 0.6710(5) 0.108(3) Uani 1 1 d G . .
O7 O 0.3779(2) 0.8439(4) 0.3109(5) 0.128(4) Uani 1 1 d G . .
O11 O 0.4980(2) 0.6472(5) 0.1649(4) 0.099(6) Uani 0.50 1 d PG . .
O12 O 0.5056(3) 0.7600(4) 0.6192(4) 0.159(6) Uani 0.76 1 d PGU I 2


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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 C16 1.889(7) . ?
Ru1 N5 2.037(5) . ?
Ru1 N1 2.085(5) . ?
Ru1 N3 2.097(5) . ?
Ru1 O1 2.142(5) . ?
Ru1 N4 2.163(5) . ?
P1 F3 1.588(5) . ?
P1 F1 1.591(6) . ?
P1 F2 1.591(5) . ?
P1 F5 1.594(5) . ?
P1 F4 1.601(6) . ?
P1 F6 1.608(5) . ?
P2 F10 1.656(9) . ?
P2 F10 1.656(9) 2_656 ?
P2 F11 1.673(9) . ?
P2 F11 1.673(9) 2_656 ?
P2 F9 1.677(8) 2_656 ?
P2 F9 1.677(8) . ?
P2 F7 1.688(8) . ?
P2 F7 1.688(8) 2_656 ?
P2 F12 1.689(9) . ?
P2 F12 1.689(9) 2_656 ?
P2 F8 1.705(9) . ?
P2 F8 1.705(9) 2_656 ?
O1 H1A 0.9249 . ?
O1 H1B 0.9253 . ?
N1 C1 1.335(8) . ?
N1 C5 1.374(8) . ?
N2 C7 1.353(10) . ?
N2 C9 1.358(9) . ?
N2 C8 1.480(10) . ?
N3 C15 1.339(8) . ?
N3 C11 1.373(8) . ?
N4 C21 1.343(8) . ?
N4 C17 1.344(8) . ?
N5 C26 1.350(7) . ?
N5 C22 1.362(7) . ?
C1 C2 1.382(9) . ?
C1 H1 0.9300 . ?
C2 C3 1.365(12) . ?
C2 H2 0.9300 . ?
C3 C4 1.369(11) . ?
C3 H3 0.9300 . ?
C4 C5 1.392(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.473(9) . ?
C6 C7 1.376(10) . ?
C6 C16 1.411(8) . ?
C7 H7 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.374(9) . ?
C9 H9 0.9300 . ?
C10 C16 1.415(9) . ?
C10 C11 1.472(9) . ?
C11 C12 1.389(8) . ?
C12 C13 1.378(10) . ?
C12 H12 0.9300 . ?
C13 C14 1.383(10) . ?
C13 H13 0.9300 . ?
C14 C15 1.382(8) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C17 C18 1.376(10) . ?
C17 H17 0.9300 . ?
C18 C19 1.389(12) . ?
C18 H18 0.9300 . ?
C19 C20 1.373(10) . ?
C19 H19 0.9300 . ?
C20 C21 1.397(9) . ?
C20 H20 0.9300 . ?
C21 C22 1.480(8) . ?
C22 C23 1.392(9) . ?
C23 C24 1.373(10) . ?
C23 H23 0.9300 . ?
C24 C25 1.377(10) . ?
C24 H24 0.9300 . ?
C25 C26 1.373(10) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?

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
C16 Ru1 N5 99.9(2) . . ?
C16 Ru1 N1 79.7(2) . . ?
N5 Ru1 N1 92.16(19) . . ?
C16 Ru1 N3 79.2(2) . . ?
N5 Ru1 N3 90.39(19) . . ?
N1 Ru1 N3 158.9(2) . . ?
C16 Ru1 O1 91.7(2) . . ?
N5 Ru1 O1 168.3(2) . . ?
N1 Ru1 O1 91.40(19) . . ?
N3 Ru1 O1 90.3(2) . . ?
C16 Ru1 N4 177.4(2) . . ?
N5 Ru1 N4 77.63(19) . . ?
N1 Ru1 N4 99.37(19) . . ?
N3 Ru1 N4 101.66(19) . . ?
O1 Ru1 N4 90.8(2) . . ?
F3 P1 F1 90.2(3) . . ?
F3 P1 F2 90.2(3) . . ?
F1 P1 F2 90.4(3) . . ?
F3 P1 F5 90.2(3) . . ?
F1 P1 F5 90.3(3) . . ?
F2 P1 F5 179.2(4) . . ?
F3 P1 F4 89.8(3) . . ?
F1 P1 F4 179.9(4) . . ?
F2 P1 F4 89.5(3) . . ?
F5 P1 F4 89.7(3) . . ?
F3 P1 F6 179.4(3) . . ?
F1 P1 F6 90.3(3) . . ?
F2 P1 F6 90.1(3) . . ?
F5 P1 F6 89.5(3) . . ?
F4 P1 F6 89.6(3) . . ?
F10 P2 F10 121.7(9) . 2_656 ?
F10 P2 F11 91.8(6) . . ?
F10 P2 F11 125.1(6) 2_656 . ?
F10 P2 F11 125.1(6) . 2_656 ?
F10 P2 F11 91.8(6) 2_656 2_656 ?
F11 P2 F11 103.1(9) . 2_656 ?
F10 P2 F9 128.4(5) . 2_656 ?
F10 P2 F9 91.9(6) 2_656 2_656 ?
F11 P2 F9 38.1(6) . 2_656 ?
F11 P2 F9 87.3(6) 2_656 2_656 ?
F10 P2 F9 91.9(6) . . ?
F10 P2 F9 128.4(5) 2_656 . ?
F11 P2 F9 87.3(6) . . ?
F11 P2 F9 38.1(6) 2_656 . ?
F9 P2 F9 95.8(9) 2_656 . ?
F10 P2 F7 92.6(6) . . ?
F10 P2 F7 51.8(6) 2_656 . ?
F11 P2 F7 175.6(4) . . ?
F11 P2 F7 74.7(8) 2_656 . ?
F9 P2 F7 137.6(5) 2_656 . ?
F9 P2 F7 93.0(6) . . ?
F10 P2 F7 51.8(6) . 2_656 ?
F10 P2 F7 92.6(6) 2_656 2_656 ?
F11 P2 F7 74.7(8) . 2_656 ?
F11 P2 F7 175.6(4) 2_656 2_656 ?
F9 P2 F7 93.0(6) 2_656 2_656 ?
F9 P2 F7 137.6(5) . 2_656 ?
F7 P2 F7 107.8(9) . 2_656 ?
F10 P2 F12 92.1(6) . . ?
F10 P2 F12 47.3(6) 2_656 . ?
F11 P2 F12 94.8(6) . . ?
F11 P2 F12 137.4(5) 2_656 . ?
F9 P2 F12 83.5(8) 2_656 . ?
F9 P2 F12 175.5(3) . . ?
F7 P2 F12 84.6(6) . . ?
F7 P2 F12 47.0(6) 2_656 . ?
F10 P2 F12 47.3(6) . 2_656 ?
F10 P2 F12 92.1(6) 2_656 2_656 ?
F11 P2 F12 137.4(5) . 2_656 ?
F11 P2 F12 94.8(6) 2_656 2_656 ?
F9 P2 F12 175.5(3) 2_656 2_656 ?
F9 P2 F12 83.5(8) . 2_656 ?
F7 P2 F12 47.0(6) . 2_656 ?
F7 P2 F12 84.6(6) 2_656 2_656 ?
F12 P2 F12 97.6(9) . 2_656 ?
F10 P2 F8 178.1(3) . . ?
F10 P2 F8 56.7(8) 2_656 . ?
F11 P2 F8 90.1(6) . . ?
F11 P2 F8 54.7(6) 2_656 . ?
F9 P2 F8 53.4(6) 2_656 . ?
F9 P2 F8 88.6(6) . . ?
F7 P2 F8 85.5(6) . . ?
F7 P2 F8 128.5(5) 2_656 . ?
F12 P2 F8 87.4(6) . . ?
F12 P2 F8 131.0(5) 2_656 . ?
F10 P2 F8 56.7(8) . 2_656 ?
F10 P2 F8 178.1(3) 2_656 2_656 ?
F11 P2 F8 54.7(6) . 2_656 ?
F11 P2 F8 90.1(6) 2_656 2_656 ?
F9 P2 F8 88.6(6) 2_656 2_656 ?
F9 P2 F8 53.4(6) . 2_656 ?
F7 P2 F8 128.5(5) . 2_656 ?
F7 P2 F8 85.5(6) 2_656 2_656 ?
F12 P2 F8 131.0(5) . 2_656 ?
F12 P2 F8 87.4(6) 2_656 2_656 ?
F8 P2 F8 124.9(9) . 2_656 ?
H1A O1 H1B 105.2 . . ?
C1 N1 C5 117.8(5) . . ?
C1 N1 Ru1 127.6(5) . . ?
C5 N1 Ru1 114.6(4) . . ?
C7 N2 C9 122.7(6) . . ?
C7 N2 C8 118.5(7) . . ?
C9 N2 C8 118.8(7) . . ?
C15 N3 C11 118.8(5) . . ?
C15 N3 Ru1 126.6(4) . . ?
C11 N3 Ru1 114.5(4) . . ?
C21 N4 C17 118.6(6) . . ?
C21 N4 Ru1 114.3(4) . . ?
C17 N4 Ru1 127.1(5) . . ?
C26 N5 C22 117.8(5) . . ?
C26 N5 Ru1 124.7(4) . . ?
C22 N5 Ru1 117.5(4) . . ?
N1 C1 C2 123.0(7) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C3 C2 C1 118.9(7) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 120.0(6) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 C5 119.2(7) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
N1 C5 C4 121.1(6) . . ?
N1 C5 C6 113.1(5) . . ?
C4 C5 C6 125.8(7) . . ?
C7 C6 C16 119.4(6) . . ?
C7 C6 C5 128.2(6) . . ?
C16 C6 C5 112.5(6) . . ?
N2 C7 C6 119.9(6) . . ?
N2 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 C10 119.7(7) . . ?
N2 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C9 C10 C16 119.4(6) . . ?
C9 C10 C11 128.7(6) . . ?
C16 C10 C11 111.9(6) . . ?
N3 C11 C12 120.8(6) . . ?
N3 C11 C10 113.4(5) . . ?
C12 C11 C10 125.8(6) . . ?
C13 C12 C11 119.7(7) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C12 C13 C14 119.1(6) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.4 . . ?
C15 C14 C13 119.3(6) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
N3 C15 C14 122.3(6) . . ?
N3 C15 H15 118.9 . . ?
C14 C15 H15 118.9 . . ?
C6 C16 C10 118.9(6) . . ?
C6 C16 Ru1 120.2(5) . . ?
C10 C16 Ru1 120.9(5) . . ?
N4 C17 C18 122.5(7) . . ?
N4 C17 H17 118.8 . . ?
C18 C17 H17 118.8 . . ?
C17 C18 C19 118.8(6) . . ?
C17 C18 H18 120.6 . . ?
C19 C18 H18 120.6 . . ?
C20 C19 C18 119.3(7) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
C19 C20 C21 118.8(7) . . ?
C19 C20 H20 120.6 . . ?
C21 C20 H20 120.6 . . ?
N4 C21 C20 121.9(6) . . ?
N4 C21 C22 115.0(5) . . ?
C20 C21 C22 123.2(6) . . ?
N5 C22 C23 121.1(6) . . ?
N5 C22 C21 115.6(5) . . ?
C23 C22 C21 123.4(6) . . ?
C24 C23 C22 120.2(6) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C23 C24 C25 118.6(7) . . ?
C23 C24 H24 120.7 . . ?
C25 C24 H24 120.7 . . ?
C26 C25 C24 119.5(6) . . ?
C26 C25 H25 120.3 . . ?
C24 C25 H25 120.3 . . ?
N5 C26 C25 122.9(6) . . ?
N5 C26 H26 118.5 . . ?
C25 C26 H26 118.5 . . ?

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
C16 Ru1 N1 C1 -177.5(6) . . . . ?
N5 Ru1 N1 C1 -77.8(6) . . . . ?
N3 Ru1 N1 C1 -174.4(6) . . . . ?
O1 Ru1 N1 C1 91.1(6) . . . . ?
N4 Ru1 N1 C1 0.1(6) . . . . ?
C16 Ru1 N1 C5 0.6(5) . . . . ?
N5 Ru1 N1 C5 100.3(4) . . . . ?
N3 Ru1 N1 C5 3.6(8) . . . . ?
O1 Ru1 N1 C5 -90.9(5) . . . . ?
N4 Ru1 N1 C5 178.1(4) . . . . ?
C16 Ru1 N3 C15 175.5(6) . . . . ?
N5 Ru1 N3 C15 75.4(5) . . . . ?
N1 Ru1 N3 C15 172.4(5) . . . . ?
O1 Ru1 N3 C15 -92.9(5) . . . . ?
N4 Ru1 N3 C15 -2.0(6) . . . . ?
C16 Ru1 N3 C11 -1.1(5) . . . . ?
N5 Ru1 N3 C11 -101.2(5) . . . . ?
N1 Ru1 N3 C11 -4.2(8) . . . . ?
O1 Ru1 N3 C11 90.5(5) . . . . ?
N4 Ru1 N3 C11 -178.6(4) . . . . ?
C16 Ru1 N4 C21 -24(5) . . . . ?
N5 Ru1 N4 C21 -2.2(4) . . . . ?
N1 Ru1 N4 C21 -92.4(4) . . . . ?
N3 Ru1 N4 C21 85.6(4) . . . . ?
O1 Ru1 N4 C21 176.1(4) . . . . ?
C16 Ru1 N4 C17 156(5) . . . . ?
N5 Ru1 N4 C17 177.8(5) . . . . ?
N1 Ru1 N4 C17 87.6(5) . . . . ?
N3 Ru1 N4 C17 -94.4(5) . . . . ?
O1 Ru1 N4 C17 -3.9(5) . . . . ?
C16 Ru1 N5 C26 -0.3(5) . . . . ?
N1 Ru1 N5 C26 -80.2(5) . . . . ?
N3 Ru1 N5 C26 78.8(5) . . . . ?
O1 Ru1 N5 C26 172.3(8) . . . . ?
N4 Ru1 N5 C26 -179.3(5) . . . . ?
C16 Ru1 N5 C22 -179.0(4) . . . . ?
N1 Ru1 N5 C22 101.1(4) . . . . ?
N3 Ru1 N5 C22 -99.9(4) . . . . ?
O1 Ru1 N5 C22 -6.4(11) . . . . ?
N4 Ru1 N5 C22 2.0(4) . . . . ?
C5 N1 C1 C2 -0.8(10) . . . . ?
Ru1 N1 C1 C2 177.1(6) . . . . ?
N1 C1 C2 C3 -0.1(12) . . . . ?
C1 C2 C3 C4 0.9(12) . . . . ?
C2 C3 C4 C5 -0.7(12) . . . . ?
C1 N1 C5 C4 1.0(10) . . . . ?
Ru1 N1 C5 C4 -177.2(5) . . . . ?
C1 N1 C5 C6 178.9(6) . . . . ?
Ru1 N1 C5 C6 0.6(7) . . . . ?
C3 C4 C5 N1 -0.3(11) . . . . ?
C3 C4 C5 C6 -177.8(7) . . . . ?
N1 C5 C6 C7 176.5(7) . . . . ?
C4 C5 C6 C7 -5.8(12) . . . . ?
N1 C5 C6 C16 -2.0(8) . . . . ?
C4 C5 C6 C16 175.7(7) . . . . ?
C9 N2 C7 C6 0.7(12) . . . . ?
C8 N2 C7 C6 -178.7(8) . . . . ?
C16 C6 C7 N2 -1.5(11) . . . . ?
C5 C6 C7 N2 -179.8(7) . . . . ?
C7 N2 C9 C10 0.6(12) . . . . ?
C8 N2 C9 C10 -180.0(8) . . . . ?
N2 C9 C10 C16 -1.2(11) . . . . ?
N2 C9 C10 C11 179.5(7) . . . . ?
C15 N3 C11 C12 2.0(10) . . . . ?
Ru1 N3 C11 C12 178.9(5) . . . . ?
C15 N3 C11 C10 -177.1(6) . . . . ?
Ru1 N3 C11 C10 -0.2(7) . . . . ?
C9 C10 C11 N3 -178.6(7) . . . . ?
C16 C10 C11 N3 2.0(8) . . . . ?
C9 C10 C11 C12 2.4(12) . . . . ?
C16 C10 C11 C12 -177.0(7) . . . . ?
N3 C11 C12 C13 -1.6(11) . . . . ?
C10 C11 C12 C13 177.4(7) . . . . ?
C11 C12 C13 C14 0.3(12) . . . . ?
C12 C13 C14 C15 0.5(12) . . . . ?
C11 N3 C15 C14 -1.2(10) . . . . ?
Ru1 N3 C15 C14 -177.6(5) . . . . ?
C13 C14 C15 N3 -0.1(11) . . . . ?
C7 C6 C16 C10 0.9(10) . . . . ?
C5 C6 C16 C10 179.5(6) . . . . ?
C7 C6 C16 Ru1 -176.0(5) . . . . ?
C5 C6 C16 Ru1 2.6(8) . . . . ?
C9 C10 C16 C6 0.4(10) . . . . ?
C11 C10 C16 C6 179.9(6) . . . . ?
C9 C10 C16 Ru1 177.3(5) . . . . ?
C11 C10 C16 Ru1 -3.3(8) . . . . ?
N5 Ru1 C16 C6 -92.2(5) . . . . ?
N1 Ru1 C16 C6 -1.8(5) . . . . ?
N3 Ru1 C16 C6 179.3(6) . . . . ?
O1 Ru1 C16 C6 89.3(5) . . . . ?
N4 Ru1 C16 C6 -71(5) . . . . ?
N5 Ru1 C16 C10 91.0(5) . . . . ?
N1 Ru1 C16 C10 -178.6(6) . . . . ?
N3 Ru1 C16 C10 2.5(5) . . . . ?
O1 Ru1 C16 C10 -87.5(6) . . . . ?
N4 Ru1 C16 C10 112(5) . . . . ?
C21 N4 C17 C18 -1.1(9) . . . . ?
Ru1 N4 C17 C18 178.9(5) . . . . ?
N4 C17 C18 C19 0.1(10) . . . . ?
C17 C18 C19 C20 0.7(10) . . . . ?
C18 C19 C20 C21 -0.5(9) . . . . ?
C17 N4 C21 C20 1.2(8) . . . . ?
Ru1 N4 C21 C20 -178.8(4) . . . . ?
C17 N4 C21 C22 -177.9(5) . . . . ?
Ru1 N4 C21 C22 2.1(6) . . . . ?
C19 C20 C21 N4 -0.4(9) . . . . ?
C19 C20 C21 C22 178.6(5) . . . . ?
C26 N5 C22 C23 -0.3(8) . . . . ?
Ru1 N5 C22 C23 178.5(4) . . . . ?
C26 N5 C22 C21 179.7(5) . . . . ?
Ru1 N5 C22 C21 -1.5(6) . . . . ?
N4 C21 C22 N5 -0.5(7) . . . . ?
C20 C21 C22 N5 -179.6(5) . . . . ?
N4 C21 C22 C23 179.5(5) . . . . ?
C20 C21 C22 C23 0.4(9) . . . . ?
N5 C22 C23 C24 0.8(9) . . . . ?
C21 C22 C23 C24 -179.2(6) . . . . ?
C22 C23 C24 C25 -0.4(10) . . . . ?
C23 C24 C25 C26 -0.3(10) . . . . ?
C22 N5 C26 C25 -0.5(9) . . . . ?
Ru1 N5 C26 C25 -179.1(5) . . . . ?
C24 C25 C26 N5 0.8(10) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        28.33
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         1.018
_refine_diff_density_min         -1.007
_refine_diff_density_rms         0.239
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1. 
# 
# Audit and citation data items have may been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_RuNCNI_1
_database_code_depnum_ccdc_archive 'CCDC 1008771'
_audit_update_record             
;
2014-11-13 deposited with the CCDC.
2014-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H21 F6 I N5 P Ru'
_chemical_formula_weight         776.42

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'
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'
I I -0.4742 1.8119 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c

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'

_cell_length_a                   24.707(2)
_cell_length_b                   10.3202(8)
_cell_length_c                   24.740(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.361(4)
_cell_angle_gamma                90.00
_cell_volume                     6224.3(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7693
_cell_measurement_theta_min      3.05
_cell_measurement_theta_max      28.24

_exptl_crystal_description       Blocks
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.657
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3024.0
_exptl_absorpt_coefficient_mu    1.607
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.684
_exptl_absorpt_correction_T_max  0.726
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            34391
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_unetI/netI     0.0175
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         3.05
_diffrn_reflns_theta_max         28.24
_reflns_number_total             7693
_reflns_number_gt                7684
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.250 -0.038 0.250 295 97 ' '
2 0.250 -0.003 0.750 295 94 ' '
3 0.750 -0.011 0.250 295 97 ' '
4 0.750 -0.026 0.750 295 94 ' '
_platon_squeeze_details          
;
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0000P)²+490.7380P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7693
_refine_ls_number_parameters     362
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0689
_refine_ls_R_factor_gt           0.0681
_refine_ls_wR_factor_ref         0.1536
_refine_ls_wR_factor_gt          0.1533
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.009
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.63746(4) 0.46488(11) 0.39650(4) 0.0272(3) Uani 1 1 d . . .
I1 I 0.68131(4) 0.58538(8) 0.49087(4) 0.0361(3) Uani 1 1 d . . .
P1 P 0.48467(15) 0.9527(4) 0.37403(16) 0.0408(10) Uani 1 1 d . . .
F1 F 0.5210(6) 1.0654(14) 0.3600(5) 0.129(6) Uani 1 1 d . . .
F2 F 0.4738(4) 1.0302(13) 0.4259(5) 0.099(4) Uani 1 1 d . . .
F3 F 0.4303(4) 1.0158(13) 0.3403(5) 0.104(4) Uani 1 1 d . . .
F4 F 0.4453(5) 0.8456(11) 0.3879(6) 0.113(5) Uani 1 1 d . . .
F5 F 0.4961(5) 0.867(2) 0.3275(6) 0.187(10) Uani 1 1 d . . .
F6 F 0.5352(4) 0.8925(11) 0.4114(6) 0.112(5) Uani 1 1 d . . .
N1 N 0.7160(4) 0.3969(11) 0.3895(4) 0.029(3) Uani 1 1 d . . .
N2 N 0.5582(4) 0.4665(10) 0.4176(4) 0.024(2) Uani 1 1 d . . .
N3 N 0.6370(4) 0.0688(9) 0.4840(4) 0.026(2) Uani 1 1 d . . .
N4 N 0.6334(4) 0.6469(14) 0.3481(5) 0.044(3) Uani 1 1 d . . .
N5 N 0.6043(4) 0.4043(13) 0.3190(4) 0.042(3) Uani 1 1 d . . .
C1 C 0.7540(5) 0.4577(15) 0.3671(5) 0.041(4) Uani 1 1 d . . .
H1 H 0.7452 0.5403 0.3511 0.049 Uiso 1 1 calc R . .
C2 C 0.8051(6) 0.4092(17) 0.3654(6) 0.047(4) Uani 1 1 d . . .
H2 H 0.8304 0.4545 0.3474 0.057 Uiso 1 1 calc R . .
C3 C 0.8185(5) 0.2929(16) 0.3907(5) 0.043(4) Uani 1 1 d . . .
H3 H 0.8542 0.2577 0.3914 0.052 Uiso 1 1 calc R . .
C4 C 0.7809(5) 0.2274(15) 0.4148(6) 0.041(4) Uani 1 1 d . . .
H4 H 0.7899 0.1466 0.4323 0.050 Uiso 1 1 calc R . .
C5 C 0.7288(5) 0.2812(13) 0.4133(5) 0.030(3) Uani 1 1 d . . .
C6 C 0.6848(5) 0.2246(12) 0.4375(4) 0.026(3) Uani 1 1 d . . .
C7 C 0.6823(5) 0.1056(13) 0.4626(5) 0.031(3) Uani 1 1 d . . .
H7 H 0.7126 0.0482 0.4650 0.038 Uiso 1 1 calc R . .
C8 C 0.6364(6) -0.0577(13) 0.5092(6) 0.042(4) Uani 1 1 d . . .
H8A H 0.6198 -0.0510 0.5425 0.063 Uiso 1 1 calc R . .
H8B H 0.6740 -0.0901 0.5186 0.063 Uiso 1 1 calc R . .
H8C H 0.6148 -0.1176 0.4835 0.063 Uiso 1 1 calc R . .
C9 C 0.5918(5) 0.1422(12) 0.4788(5) 0.027(3) Uani 1 1 d . . .
H9 H 0.5602 0.1113 0.4921 0.032 Uiso 1 1 calc R . .
C10 C 0.5908(5) 0.2610(12) 0.4545(5) 0.024(3) Uani 1 1 d . . .
C11 C 0.5459(5) 0.3553(12) 0.4425(4) 0.024(3) Uani 1 1 d . . .
C12 C 0.4932(5) 0.3390(13) 0.4552(5) 0.031(3) Uani 1 1 d . . .
H12 H 0.4841 0.2616 0.4724 0.037 Uiso 1 1 calc R . .
C13 C 0.4546(5) 0.4347(13) 0.4428(5) 0.031(3) Uani 1 1 d . . .
H13 H 0.4189 0.4241 0.4515 0.037 Uiso 1 1 calc R . .
C14 C 0.4681(5) 0.5451(15) 0.4178(5) 0.034(3) Uani 1 1 d . . .
H14 H 0.4416 0.6116 0.4085 0.041 Uiso 1 1 calc R . .
C15 C 0.5201(5) 0.5592(12) 0.4063(5) 0.026(3) Uani 1 1 d . . .
H15 H 0.5295 0.6373 0.3898 0.032 Uiso 1 1 calc R . .
C16 C 0.6374(5) 0.3030(12) 0.4327(5) 0.023(3) Uani 1 1 d . . .
C17 C 0.6511(7) 0.7638(17) 0.3632(8) 0.060(5) Uani 1 1 d . . .
H17 H 0.6703 0.7741 0.3994 0.072 Uiso 1 1 calc R . .
C18 C 0.6440(8) 0.8700(19) 0.3311(10) 0.082(7) Uani 1 1 d . . .
H18 H 0.6566 0.9526 0.3446 0.098 Uiso 1 1 calc R . .
C19 C 0.6178(9) 0.855(2) 0.2783(11) 0.094(8) Uani 1 1 d . . .
H19 H 0.6121 0.9277 0.2547 0.113 Uiso 1 1 calc R . .
C20 C 0.5996(7) 0.734(3) 0.2590(8) 0.083(7) Uani 1 1 d . . .
H20 H 0.5813 0.7231 0.2224 0.099 Uiso 1 1 calc R . .
C21 C 0.6090(6) 0.625(2) 0.2949(8) 0.063(5) Uani 1 1 d . . .
C22 C 0.5923(6) 0.499(2) 0.2785(6) 0.063(6) Uani 1 1 d . . .
C23 C 0.5687(7) 0.458(3) 0.2271(7) 0.075(6) Uani 1 1 d . . .
H23 H 0.5605 0.5219 0.1993 0.090 Uiso 1 1 calc R . .
C24 C 0.5565(7) 0.335(3) 0.2138(7) 0.088(8) Uani 1 1 d . . .
H24 H 0.5405 0.3137 0.1774 0.105 Uiso 1 1 calc R . .
C25 C 0.5673(7) 0.239(2) 0.2534(7) 0.073(6) Uani 1 1 d . . .
H25 H 0.5589 0.1508 0.2454 0.088 Uiso 1 1 calc R . .
C26 C 0.5915(5) 0.2807(17) 0.3065(5) 0.041(4) Uani 1 1 d . . .
H26 H 0.5991 0.2175 0.3347 0.050 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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 C16 1.896(12) . ?
Ru1 N5 2.056(11) . ?
Ru1 N1 2.096(9) . ?
Ru1 N2 2.107(10) . ?
Ru1 N4 2.221(12) . ?
Ru1 I1 2.7107(14) . ?
P1 F5 1.510(11) . ?
P1 F1 1.543(11) . ?
P1 F4 1.547(11) . ?
P1 F6 1.556(11) . ?
P1 F2 1.571(10) . ?
P1 F3 1.601(11) . ?
N1 C1 1.325(16) . ?
N1 C5 1.345(16) . ?
N2 C15 1.339(15) . ?
N2 C11 1.360(16) . ?
N3 C9 1.338(15) . ?
N3 C7 1.367(16) . ?
N3 C8 1.448(16) . ?
N4 C17 1.32(2) . ?
N4 C21 1.37(2) . ?
N5 C26 1.338(19) . ?
N5 C22 1.40(2) . ?
C1 C2 1.364(19) . ?
C2 C3 1.37(2) . ?
C3 C4 1.363(19) . ?
C4 C5 1.397(18) . ?
C5 C6 1.447(17) . ?
C6 C7 1.381(18) . ?
C6 C16 1.414(17) . ?
C9 C10 1.364(17) . ?
C10 C16 1.417(17) . ?
C10 C11 1.468(17) . ?
C11 C12 1.398(17) . ?
C12 C13 1.373(18) . ?
C13 C14 1.362(19) . ?
C14 C15 1.370(18) . ?
C17 C18 1.35(2) . ?
C18 C19 1.37(3) . ?
C19 C20 1.39(3) . ?
C20 C21 1.42(3) . ?
C21 C22 1.41(3) . ?
C22 C23 1.38(3) . ?
C23 C24 1.33(3) . ?
C24 C25 1.39(3) . ?
C25 C26 1.42(2) . ?

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
C16 Ru1 N5 98.1(5) . . ?
C16 Ru1 N1 79.4(4) . . ?
N5 Ru1 N1 93.2(4) . . ?
C16 Ru1 N2 79.5(4) . . ?
N5 Ru1 N2 89.3(4) . . ?
N1 Ru1 N2 158.9(4) . . ?
C16 Ru1 N4 175.2(5) . . ?
N5 Ru1 N4 77.1(5) . . ?
N1 Ru1 N4 101.5(4) . . ?
N2 Ru1 N4 99.5(4) . . ?
C16 Ru1 I1 91.6(3) . . ?
N5 Ru1 I1 170.2(4) . . ?
N1 Ru1 I1 88.8(3) . . ?
N2 Ru1 I1 92.3(3) . . ?
N4 Ru1 I1 93.1(4) . . ?
F5 P1 F1 94.6(8) . . ?
F5 P1 F4 87.4(9) . . ?
F1 P1 F4 176.5(8) . . ?
F5 P1 F6 89.4(9) . . ?
F1 P1 F6 89.7(8) . . ?
F4 P1 F6 93.2(7) . . ?
F5 P1 F2 174.8(11) . . ?
F1 P1 F2 89.1(7) . . ?
F4 P1 F2 89.2(7) . . ?
F6 P1 F2 86.9(7) . . ?
F5 P1 F3 94.8(9) . . ?
F1 P1 F3 92.5(8) . . ?
F4 P1 F3 84.4(7) . . ?
F6 P1 F3 175.1(8) . . ?
F2 P1 F3 88.7(7) . . ?
C1 N1 C5 118.0(11) . . ?
C1 N1 Ru1 127.3(9) . . ?
C5 N1 Ru1 114.6(8) . . ?
C15 N2 C11 119.7(10) . . ?
C15 N2 Ru1 127.1(8) . . ?
C11 N2 Ru1 113.0(8) . . ?
C9 N3 C7 121.9(11) . . ?
C9 N3 C8 118.9(11) . . ?
C7 N3 C8 119.0(11) . . ?
C17 N4 C21 119.6(15) . . ?
C17 N4 Ru1 129.6(11) . . ?
C21 N4 Ru1 110.7(12) . . ?
C26 N5 C22 119.2(14) . . ?
C26 N5 Ru1 123.2(10) . . ?
C22 N5 Ru1 117.5(12) . . ?
N1 C1 C2 124.2(14) . . ?
C1 C2 C3 117.7(13) . . ?
C4 C3 C2 120.2(13) . . ?
C3 C4 C5 118.8(13) . . ?
N1 C5 C4 121.0(12) . . ?
N1 C5 C6 113.6(11) . . ?
C4 C5 C6 125.3(12) . . ?
C7 C6 C16 116.7(12) . . ?
C7 C6 C5 129.7(12) . . ?
C16 C6 C5 113.6(11) . . ?
N3 C7 C6 121.4(12) . . ?
N3 C9 C10 120.5(11) . . ?
C9 C10 C16 119.0(11) . . ?
C9 C10 C11 130.1(11) . . ?
C16 C10 C11 110.7(11) . . ?
N2 C11 C12 119.2(11) . . ?
N2 C11 C10 115.7(10) . . ?
C12 C11 C10 125.1(12) . . ?
C13 C12 C11 120.1(13) . . ?
C14 C13 C12 119.4(12) . . ?
C13 C14 C15 119.3(13) . . ?
N2 C15 C14 122.2(12) . . ?
C6 C16 C10 120.5(11) . . ?
C6 C16 Ru1 118.7(9) . . ?
C10 C16 Ru1 120.8(9) . . ?
N4 C17 C18 125(2) . . ?
C17 C18 C19 118(2) . . ?
C18 C19 C20 120.6(19) . . ?
C19 C20 C21 119(2) . . ?
N4 C21 C22 119.3(15) . . ?
N4 C21 C20 118(2) . . ?
C22 C21 C20 122.4(19) . . ?
C23 C22 N5 117(2) . . ?
C23 C22 C21 127.7(18) . . ?
N5 C22 C21 115.0(15) . . ?
C24 C23 C22 124(2) . . ?
C23 C24 C25 119.7(18) . . ?
C24 C25 C26 116(2) . . ?
N5 C26 C25 123.3(16) . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        28.24
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         1.278
_refine_diff_density_min         -1.653
_refine_diff_density_rms         0.165
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1. 
# 
# Audit and citation data items have may been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_PADH
_database_code_depnum_ccdc_archive 'CCDC 1008772'
_audit_update_record             
;
2014-11-13 deposited with the CCDC.
2014-11-20 downloaded from the CCDC.
;
_audit_creation_date             2014-11-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_chemical_formula_moiety         '2(C18 H13 N2), F6.64 P'
_chemical_formula_sum            'C36 H26 F6.64 N4 P'
_chemical_formula_weight         671.78
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.10434 0.09672 6.43450 4.17910 1.78000 1.49080 1.90670 27.15700 0.52600
68.16450 1.11489999294
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z-1/2
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z+1/2
7 -x+1/2,-y+1/2,-z
8 x+1/2,-y+1/2,z-1/2

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_symmetry_Int_Tables_number      15
_cell_length_a                   15.246(16)
_cell_length_b                   14.096(12)
_cell_length_c                   15.181(15)
_cell_angle_alpha                90
_cell_angle_beta                 119.227(14)
_cell_angle_gamma                90
_cell_volume                     2847(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_exptl_absorpt_coefficient_mu    0.177
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.945
_exptl_absorpt_correction_T_max  0.969
_exptl_absorpt_process_details   SADABS
_exptl_crystal_density_diffrn    1.5671
_exptl_crystal_F_000             1379.1003
_diffrn_reflns_av_R_equivalents  0.0995
_diffrn_reflns_av_unetI/netI     0.1454
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            5240
_diffrn_reflns_theta_full        28.33
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         3.02
_diffrn_measured_fraction_theta_full 0.9786
_diffrn_measured_fraction_theta_max 0.9788
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              18
_reflns_limit_h_min              -18
_reflns_limit_k_max              17
_reflns_limit_k_min              0
_reflns_limit_l_max              18
_reflns_limit_l_min              0
_reflns_number_gt                3535
_reflns_number_total             3542
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2013)'
_refine_diff_density_max         0.7404
_refine_diff_density_min         -0.8850
_refine_diff_density_rms         0.1315
_refine_ls_d_res_high            0.8003
_refine_ls_d_res_low             6.7544
_refine_ls_goodness_of_fit_ref   0.9162
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    26
_refine_ls_number_parameters     240
_refine_ls_number_reflns         3542
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.1374
_refine_ls_R_factor_gt           0.0923
_refine_ls_restrained_S_all      0.9141
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1893P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2398
_refine_ls_wR_factor_ref         0.2686
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Restrained distances
 P1-F1 \\sim P1-F19 \\sim P1-F3 \\sim P1-F1C \\sim P1-F1B \\sim P1-F1A \\sim
P1-F1D
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
F19 \\sim F19 \\sim F1A \\sim F1A \\sim F1B \\sim F1C \\sim F1C \\sim F1D \\sim
F1 \\sim F1 \\sim F3 \\sim F3: within 1.7A with sigma of 0.003 and sigma for
terminal atoms of 0.006
4. Others
 Fixed Sof: F1(0.32124) F3(0.32124) F19(0.67876) F1A(0.67876) F1B(0.321245)
 F1C(0.67876) F1D(0.321245)
5.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C1(H1), C2(H2a), C3(H3), C4(H4), C7(H7), C8(H8), C11(H11), C12(H12),
 C13(H13), C14(H14), C16(H16), C18(H18)
;
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_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_group
P1 P 0.0 0.1849(2) 0.25 0.0558(10) Uani 1.000000 2 S T P 1
N1 N 0.1694(4) 0.0068(5) 0.2163(4) 0.0440(17) Uani 1.000000 1 . . . 4
N2 N 0.5786(4) 0.1896(4) 0.5595(4) 0.0349(14) Uani 1.000000 1 . . . 4
H2 H 0.5638(4) 0.2270(4) 0.5950(4) 0.0419(17) Uiso 1.000000 1 R . . 4
C1 C 0.2808(6) -0.0832(5) 0.1857(5) 0.0378(18) Uani 1.000000 1 . . . 4
H1 H 0.3459(6) -0.1028(5) 0.2047(5) 0.045(2) Uiso 1.000000 1 R . . 4
C2 C 0.2004(6) -0.1238(6) 0.1023(6) 0.053(2) Uani 1.000000 1 . . . 4
H2a H 0.2119(6) -0.1676(6) 0.0632(6) 0.064(3) Uiso 1.000000 1 R . . 4
C3 C 0.1033(6) -0.0994(6) 0.0770(6) 0.054(2) Uani 1.000000 1 . . . 4
H3 H 0.0488(6) -0.1266(6) 0.0215(6) 0.065(3) Uiso 1.000000 1 R . . 4
C4 C 0.0895(6) -0.0350(6) 0.1352(6) 0.058(2) Uani 1.000000 1 . . . 4
H4 H 0.0245(6) -0.0187(6) 0.1200(6) 0.069(3) Uiso 1.000000 1 R . . 4
C5 C 0.2653(5) -0.0138(5) 0.2410(5) 0.0321(17) Uani 1.000000 1 . . . 4
C6 C 0.3461(5) 0.0380(5) 0.3240(5) 0.0359(17) Uani 1.000000 1 . . . 4
C7 C 0.3274(5) 0.0977(5) 0.3888(5) 0.0371(18) Uani 1.000000 1 . . . 4
H7 H 0.2626(5) 0.1040(5) 0.3792(5) 0.044(2) Uiso 1.000000 1 R . . 4
C8 C 0.4052(5) 0.1457(5) 0.4650(5) 0.0361(18) Uani 1.000000 1 . . . 4
H8 H 0.3923(5) 0.1842(5) 0.5071(5) 0.043(2) Uiso 1.000000 1 R . . 4
C9 C 0.5024(5) 0.1389(5) 0.4816(5) 0.0316(17) Uani 1.000000 1 . . . 4
C10 C 0.6782(5) 0.1819(5) 0.5819(5) 0.0335(17) Uani 1.000000 1 . . . 4
C11 C 0.7513(5) 0.2325(5) 0.6652(5) 0.0383(18) Uani 1.000000 1 . . . 4
H11 H 0.7322(5) 0.2708(5) 0.7029(5) 0.046(2) Uiso 1.000000 1 R . . 4
C12 C 0.8521(5) 0.2256(5) 0.6915(5) 0.045(2) Uani 1.000000 1 . . . 4
H12 H 0.9008(5) 0.2581(5) 0.7474(5) 0.054(2) Uiso 1.000000 1 R . . 4
C13 C 0.8798(6) 0.1688(6) 0.6329(5) 0.050(2) Uani 1.000000 1 . . . 4
H13 H 0.9469(6) 0.1642(6) 0.6492(5) 0.060(3) Uiso 1.000000 1 R . . 4
C14 C 0.8083(5) 0.1212(6) 0.5528(5) 0.045(2) Uani 1.000000 1 . . . 4
H14 H 0.8276(5) 0.0838(6) 0.5148(5) 0.053(2) Uiso 1.000000 1 R . . 4
C15 C 0.7064(5) 0.1256(5) 0.5248(5) 0.0331(17) Uani 1.000000 1 . . . 4
C16 C 0.6284(5) 0.0727(5) 0.4338(5) 0.0370(18) Uani 1.000000 1 . . . 4
H16 H 0.6433(5) 0.0377(5) 0.3909(5) 0.044(2) Uiso 1.000000 1 R . . 4
C17 C 0.5245(5) 0.0824(5) 0.4196(4) 0.0301(16) Uani 1.000000 1 . . . 4
C18 C 0.4456(5) 0.0316(5) 0.3438(5) 0.0325(17) Uani 1.000000 1 . . . 4
H18 H 0.4597(5) -0.0088(5) 0.3039(5) 0.039(2) Uiso 1.000000 1 R . . 4
F1 F 0.1077(13) 0.2000(12) 0.250(2) 0.106(9) Uani 0.321240 1 . . . 1
F3 F -0.056(3) 0.1966(13) 0.1268(7) 0.121(10) Uani 0.321240 1 . . . 1
F19 F 0.0520(7) 0.1766(5) 0.1757(7) 0.054(2) Uani 0.678760 1 . . . 2
F1A F -0.0846(6) 0.1009(9) 0.1805(8) 0.125(5) Uani 0.678760 1 . . . 2
F1B F 0.0 0.3059(7) 0.25 0.103(5) Uani 0.642490 2 S T P 1
F1C F -0.0938(9) 0.2462(10) 0.1649(9) 0.144(5) Uani 0.678760 1 . . . 2
F1D F 0.0 0.0706(6) 0.25 0.176(11) Uani 0.642490 2 S T P 1


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
P1 F1 1.659(10) . ?
P1 F1 1.659(10) 2 ?
P1 F3 1.642(9) . ?
P1 F3 1.642(9) 2 ?
P1 F1B 1.705(9) . ?
P1 F1D 1.611(9) . ?
N1 C4 1.372(9) . ?
N1 C5 1.351(8) . ?
N2 H2 0.8600 . ?
N2 C9 1.384(8) . ?
N2 C10 1.388(8) . ?
C1 H1 0.9300 . ?
C1 C2 1.385(9) . ?
C1 C5 1.383(10) . ?
C2 H2a 0.9300 . ?
C2 C3 1.379(11) . ?
C3 H3 0.9300 . ?
C3 C4 1.353(11) . ?
C4 H4 0.9300 . ?
C5 C6 1.457(9) . ?
C6 C7 1.424(9) . ?
C6 C18 1.398(9) . ?
C7 H7 0.9300 . ?
C7 C8 1.364(9) . ?
C8 H8 0.9300 . ?
C8 C9 1.380(9) . ?
C9 C17 1.394(9) . ?
C10 C11 1.405(9) . ?
C10 C15 1.389(9) . ?
C11 H11 0.9300 . ?
C11 C12 1.390(9) . ?
C12 H12 0.9300 . ?
C12 C13 1.406(10) . ?
C13 H13 0.9300 . ?
C13 C14 1.351(9) . ?
C14 H14 0.9300 . ?
C14 C15 1.397(9) . ?
C15 C16 1.508(9) . ?
C16 H16 0.9300 . ?
C16 C17 1.497(9) . ?
C17 C18 1.391(9) . ?
C18 H18 0.9300 . ?

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
F1 P1 F1 165.2(12) 2 . ?
F3 P1 F1 86.8(14) 2 2 ?
F3 P1 F1 86.8(14) . . ?
F3 P1 F1 91.7(14) 2 . ?
F3 P1 F1 91.7(14) . 2 ?
F3 P1 F3 168.5(13) . 2 ?
F1B P1 F1 82.6(6) . 2 ?
F1B P1 F1 82.6(6) . . ?
F1B P1 F3 84.2(6) . . ?
F1B P1 F3 84.2(6) . 2 ?
F1D P1 F1 97.4(6) . . ?
F1D P1 F1 97.4(6) . 2 ?
F1D P1 F3 95.8(6) . 2 ?
F1D P1 F3 95.8(6) . . ?
F1D P1 F1B 180.0 . . ?
C5 N1 C4 121.5(7) . . ?
C9 N2 H2 119.0(4) . . ?
C10 N2 H2 119.0(4) . . ?
C10 N2 C9 122.1(6) . . ?
C2 C1 H1 119.7(5) . . ?
C5 C1 H1 119.7(4) . . ?
C5 C1 C2 120.7(7) . . ?
H2a C2 C1 120.0(5) . . ?
C3 C2 C1 120.1(7) . . ?
C3 C2 H2a 120.0(5) . . ?
H3 C3 C2 120.8(5) . . ?
C4 C3 C2 118.3(7) . . ?
C4 C3 H3 120.8(5) . . ?
C3 C4 N1 121.4(8) . . ?
H4 C4 N1 119.3(5) . . ?
H4 C4 C3 119.3(5) . . ?
C1 C5 N1 117.8(6) . . ?
C6 C5 N1 118.4(7) . . ?
C6 C5 C1 123.8(7) . . ?
C7 C6 C5 121.6(6) . . ?
C18 C6 C5 121.6(6) . . ?
C18 C6 C7 116.8(6) . . ?
H7 C7 C6 120.2(4) . . ?
C8 C7 C6 119.6(7) . . ?
C8 C7 H7 120.2(4) . . ?
H8 C8 C7 118.9(4) . . ?
C9 C8 C7 122.2(7) . . ?
C9 C8 H8 118.9(4) . . ?
C8 C9 N2 120.0(6) . . ?
C17 C9 N2 119.5(6) . . ?
C17 C9 C8 120.5(6) . . ?
C11 C10 N2 118.3(6) . . ?
C15 C10 N2 121.7(6) . . ?
C15 C10 C11 120.1(6) . . ?
H11 C11 C10 119.9(4) . . ?
C12 C11 C10 120.2(7) . . ?
C12 C11 H11 119.9(4) . . ?
H12 C12 C11 120.3(4) . . ?
C13 C12 C11 119.4(7) . . ?
C13 C12 H12 120.3(4) . . ?
H13 C13 C12 120.3(4) . . ?
C14 C13 C12 119.5(7) . . ?
C14 C13 H13 120.3(5) . . ?
H14 C14 C13 118.6(5) . . ?
C15 C14 C13 122.8(7) . . ?
C15 C14 H14 118.6(4) . . ?
C14 C15 C10 118.2(6) . . ?
C16 C15 C10 120.5(6) . . ?
C16 C15 C14 121.3(6) . . ?
H16 C16 C15 123.4(4) . . ?
C17 C16 C15 113.1(6) . . ?
C17 C16 H16 123.4(4) . . ?
C16 C17 C9 122.8(6) . . ?
C18 C17 C9 117.2(6) . . ?
C18 C17 C16 119.9(6) . . ?
C17 C18 C6 123.6(6) . . ?
H18 C18 C6 118.2(4) . . ?
H18 C18 C17 118.2(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_id
P1 F1 1 1
P1 F3 1 1
P1 F19 1 1
P1 F1A 1 1
P1 F1B 1 1
P1 F1C 1 1
P1 F1D 1 1

loop_
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
_restr_equal_distance_class_average
_restr_equal_distance_class_esd
_restr_equal_distance_class_diff_max
1 0.0100 1.6581 0.0305 0.0472

