# Electronic Supplementary Material (ESI) for Metallomics.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1
#TrackingRef 'web_deposit_cif_file_0_QiongWu_1356018731.1.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H18 Cl N5 O2.25 Ru'
_chemical_formula_weight         584.98

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'y, -x, -z'
'-y, x, -z'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-y+1/2, -x+1/2, z+1/2'
'y+1/2, x+1/2, z+1/2'

_cell_length_a                   27.1414(5)
_cell_length_b                   27.1414(5)
_cell_length_c                   7.5825(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5585.7(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2352
_exptl_absorpt_coefficient_mu    0.689
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14890
_diffrn_reflns_av_R_equivalents  0.0650
_diffrn_reflns_av_sigmaI/netI    0.0935
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.00
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4856
_reflns_number_gt                3856
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0999P)²+8.6727P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.13(9)
_refine_ls_number_reflns         4856
_refine_ls_number_parameters     327
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0856
_refine_ls_R_factor_gt           0.0650
_refine_ls_wR_factor_ref         0.2121
_refine_ls_wR_factor_gt          0.1963
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_restrained_S_all      1.122
_refine_ls_shift/su_max          0.001
_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 0.54642(3) 0.25509(3) 0.22262(12) 0.0340(3) Uani 1 1 d . . .
Cl1 Cl 0.53095(11) 0.22282(12) -0.0660(4) 0.0510(8) Uani 1 1 d . . .
N1 N 0.6059(3) 0.2061(3) 0.2242(13) 0.0341(18) Uani 1 1 d . . .
N5 N 0.9220(3) 0.2453(4) -0.2773(14) 0.053(2) Uani 1 1 d . . .
H16A H 0.9430 0.2610 -0.3409 0.064 Uiso 1 1 calc R . .
C3 C 0.6899(4) 0.1476(3) 0.2106(15) 0.038(2) Uani 1 1 d . . .
H3A H 0.7176 0.1275 0.2053 0.045 Uiso 1 1 calc R . .
C1 C 0.6051(3) 0.1592(3) 0.2845(15) 0.036(2) Uani 1 1 d . . .
H1A H 0.5757 0.1466 0.3290 0.044 Uiso 1 1 calc R . .
N4 N 0.7776(3) 0.2757(3) -0.0670(11) 0.037(2) Uani 1 1 d . . .
H4A H 0.7872 0.3026 -0.1162 0.044 Uiso 1 1 calc R . .
C11 C 0.7309(4) 0.2670(4) 0.0013(14) 0.035(2) Uani 1 1 d . . .
C2 C 0.6457(3) 0.1295(4) 0.2823(16) 0.042(2) Uani 1 1 d . . .
H2A H 0.6442 0.0978 0.3279 0.050 Uiso 1 1 calc R . .
N2 N 0.6016(3) 0.2959(3) 0.1002(11) 0.035(2) Uani 1 1 d . . .
C4 C 0.6920(3) 0.1965(3) 0.1464(12) 0.030(2) Uani 1 1 d . . .
C9 C 0.6812(4) 0.3437(4) -0.0627(16) 0.042(3) Uani 1 1 d . . .
H9A H 0.7074 0.3593 -0.1181 0.050 Uiso 1 1 calc R . .
N3 N 0.7799(3) 0.1990(3) 0.0367(12) 0.037(2) Uani 1 1 d . . .
C12 C 0.7340(3) 0.2177(4) 0.0684(14) 0.035(2) Uani 1 1 d . . .
C8 C 0.6378(5) 0.3660(4) -0.0496(16) 0.050(3) Uani 1 1 d . . .
H8A H 0.6340 0.3975 -0.0962 0.060 Uiso 1 1 calc R . .
C17 C 0.9271(3) 0.1976(4) -0.2166(16) 0.042(2) Uani 1 1 d . . .
C6 C 0.6467(3) 0.2732(4) 0.0876(13) 0.032(2) Uani 1 1 d . . .
C18 C 0.8855(3) 0.1874(4) -0.1091(15) 0.039(3) Uani 1 1 d . . .
C5 C 0.6492(3) 0.2239(3) 0.1553(12) 0.026(2) Uani 1 1 d . . .
C16 C 0.8769(4) 0.2636(4) -0.2177(16) 0.050(3) Uani 1 1 d . . .
H16B H 0.8643 0.2945 -0.2447 0.060 Uiso 1 1 calc R . .
C7 C 0.5969(4) 0.3426(4) 0.0350(15) 0.043(3) Uani 1 1 d . . .
H7A H 0.5671 0.3592 0.0456 0.052 Uiso 1 1 calc R . .
C10 C 0.6872(4) 0.2955(4) 0.0087(15) 0.038(3) Uani 1 1 d . . .
C13 C 0.8051(4) 0.2354(4) -0.0437(14) 0.038(2) Uani 1 1 d . . .
C14 C 0.8544(3) 0.2302(4) -0.1162(14) 0.033(2) Uani 1 1 d . . .
C22 C 0.9639(4) 0.1643(4) -0.2490(18) 0.054(3) Uani 1 1 d . . .
H22A H 0.9900 0.1721 -0.3233 0.065 Uiso 1 1 calc R . .
C19 C 0.8838(4) 0.1421(4) -0.0278(17) 0.047(3) Uani 1 1 d . . .
H19A H 0.8573 0.1343 0.0447 0.056 Uiso 1 1 calc R . .
C21 C 0.9613(4) 0.1193(5) -0.1695(18) 0.059(4) Uani 1 1 d . . .
H21A H 0.9855 0.0959 -0.1908 0.071 Uiso 1 1 calc R . .
C20 C 0.9210(5) 0.1080(5) -0.052(2) 0.065(4) Uani 1 1 d . . .
H20A H 0.9200 0.0779 0.0064 0.078 Uiso 1 1 calc R . .
C28 C 0.4685(4) 0.2624(4) 0.2710(18) 0.064(4) Uani 1 1 d D . .
H28A H 0.4422 0.2566 0.1950 0.077 Uiso 1 1 calc R . .
C23 C 0.4876(4) 0.3095(4) 0.2755(16) 0.059(3) Uani 1 1 d D . .
H23A H 0.4751 0.3350 0.2071 0.071 Uiso 1 1 calc R . .
C25 C 0.5461(5) 0.2792(4) 0.4965(13) 0.052(3) Uani 1 1 d D . .
H25A H 0.5723 0.2852 0.5723 0.062 Uiso 1 1 calc R . .
C27 C 0.4855(4) 0.2229(5) 0.3720(17) 0.063(4) Uani 1 1 d D . .
H27A H 0.4716 0.1917 0.3638 0.075 Uiso 1 1 calc R . .
C24 C 0.5271(4) 0.3158(4) 0.3906(14) 0.063(4) Uani 1 1 d D . .
H24A H 0.5417 0.3468 0.3962 0.075 Uiso 1 1 calc R . .
C26 C 0.5244(4) 0.2330(5) 0.4856(15) 0.066(4) Uani 1 1 d D . .
H26A H 0.5364 0.2079 0.5569 0.079 Uiso 1 1 calc R . .
O1 O 0.0000 0.0000 0.0000 0.052(5) Uani 1 4 d S . .
O2 O 0.8172(4) 0.3758(3) 0.8283(19) 0.111(5) Uani 1 1 d . . .
O3 O 0.9914(4) 0.0672(4) 0.3694(15) 0.095(3) Uani 1 1 d . . .


_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 N2 2.081(8) . ?
Ru1 N1 2.090(7) . ?
Ru1 Cl1 2.395(3) . ?
N1 C1 1.355(11) . ?
N1 C5 1.375(11) . ?
N5 C17 1.382(14) . ?
N5 C16 1.395(14) . ?
C3 C2 1.404(14) . ?
C3 C4 1.414(13) . ?
C1 C2 1.365(13) . ?
N4 C13 1.338(14) . ?
N4 C11 1.389(13) . ?
C11 C10 1.418(14) . ?
C11 C12 1.433(14) . ?
N2 C7 1.369(13) . ?
N2 C6 1.372(12) . ?
C4 C5 1.382(13) . ?
C4 C12 1.407(13) . ?
C9 C8 1.328(15) . ?
C9 C10 1.424(15) . ?
N3 C13 1.347(13) . ?
N3 C12 1.367(12) . ?
C8 C7 1.431(16) . ?
C17 C22 1.369(15) . ?
C17 C18 1.419(14) . ?
C6 C10 1.389(15) . ?
C6 C5 1.434(13) . ?
C18 C19 1.377(16) . ?
C18 C14 1.435(14) . ?
C16 C14 1.337(15) . ?
C13 C14 1.453(14) . ?
C22 C21 1.362(17) . ?
C19 C20 1.380(17) . ?
C21 C20 1.442(19) . ?
C28 C23 1.379(9) . ?
C28 C27 1.396(9) . ?
C23 C24 1.393(9) . ?
C25 C24 1.377(9) . ?
C25 C26 1.386(9) . ?
C27 C26 1.391(9) . ?

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
N2 Ru1 N1 77.6(3) . . ?
N2 Ru1 Cl1 85.0(2) . . ?
N1 Ru1 Cl1 84.7(3) . . ?
C1 N1 C5 118.2(8) . . ?
C1 N1 Ru1 126.1(6) . . ?
C5 N1 Ru1 115.8(6) . . ?
C17 N5 C16 108.2(9) . . ?
C2 C3 C4 119.7(9) . . ?
N1 C1 C2 122.5(9) . . ?
C13 N4 C11 108.7(9) . . ?
N4 C11 C10 133.2(10) . . ?
N4 C11 C12 103.9(8) . . ?
C10 C11 C12 122.9(9) . . ?
C1 C2 C3 119.3(9) . . ?
C7 N2 C6 118.3(9) . . ?
C7 N2 Ru1 125.9(7) . . ?
C6 N2 Ru1 115.8(6) . . ?
C5 C4 C12 118.7(8) . . ?
C5 C4 C3 117.1(9) . . ?
C12 C4 C3 124.1(9) . . ?
C8 C9 C10 119.5(10) . . ?
C13 N3 C12 105.8(8) . . ?
N3 C12 C4 131.4(9) . . ?
N3 C12 C11 109.6(9) . . ?
C4 C12 C11 119.0(8) . . ?
C9 C8 C7 121.2(11) . . ?
C22 C17 N5 129.2(11) . . ?
C22 C17 C18 123.7(11) . . ?
N5 C17 C18 107.1(9) . . ?
N2 C6 C10 122.7(9) . . ?
N2 C6 C5 115.8(9) . . ?
C10 C6 C5 121.5(9) . . ?
C19 C18 C17 117.1(10) . . ?
C19 C18 C14 136.1(10) . . ?
C17 C18 C14 106.8(9) . . ?
N1 C5 C4 123.2(8) . . ?
N1 C5 C6 115.1(8) . . ?
C4 C5 C6 121.7(8) . . ?
C14 C16 N5 110.2(9) . . ?
N2 C7 C8 120.0(10) . . ?
C6 C10 C11 116.2(10) . . ?
C6 C10 C9 118.2(10) . . ?
C11 C10 C9 125.6(10) . . ?
N4 C13 N3 112.0(9) . . ?
N4 C13 C14 122.9(10) . . ?
N3 C13 C14 124.6(9) . . ?
C16 C14 C18 107.6(9) . . ?
C16 C14 C13 124.9(10) . . ?
C18 C14 C13 127.2(9) . . ?
C21 C22 C17 118.3(11) . . ?
C18 C19 C20 121.0(12) . . ?
C22 C21 C20 120.2(11) . . ?
C19 C20 C21 119.6(12) . . ?
C23 C28 C27 125.0(11) . . ?
C28 C23 C24 114.8(11) . . ?
C24 C25 C26 117.3(11) . . ?
C26 C27 C28 116.0(11) . . ?
C25 C24 C23 124.3(11) . . ?
C25 C26 C27 122.5(11) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.482
_refine_diff_density_min         -0.497
_refine_diff_density_rms         0.131


_database_code_depnum_ccdc_archive 'CCDC 916819'
