# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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 may have 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_xb8866_0m
_database_code_depnum_ccdc_archive 'CCDC 1468842'
_audit_update_record             
;
2016-03-16 deposited with the CCDC.
2016-09-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H15 Ag3 N26 O14'
_chemical_formula_weight         1095.13

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'
Ag Ag -0.8971 1.1015 '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+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                   20.235(5)
_cell_length_b                   6.3778(15)
_cell_length_c                   25.095(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.477(4)
_cell_angle_gamma                90.00
_cell_volume                     3034.0(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(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    2.397
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2136
_exptl_absorpt_coefficient_mu    2.032
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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            7380
_diffrn_reflns_av_R_equivalents  0.0663
_diffrn_reflns_av_sigmaI/netI    0.0824
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.73
_diffrn_reflns_theta_max         25.15
_reflns_number_total             2726
_reflns_number_gt                1765
_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)+(0.0800P)²+0.0000P] 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         2726
_refine_ls_number_parameters     261
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0923
_refine_ls_R_factor_gt           0.0522
_refine_ls_wR_factor_ref         0.1648
_refine_ls_wR_factor_gt          0.1248
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.062
_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
Ag1 Ag 0.48606(4) 0.64260(12) 0.31920(3) 0.0440(3) Uani 1 1 d . . .
Ag2 Ag 0.0000 0.0000 0.0000 0.0402(3) Uani 1 2 d S . .
C1 C 0.6403(5) 0.6933(15) 0.4161(4) 0.036(2) Uani 1 1 d . . .
H1 H 0.6422 0.5560 0.4290 0.043 Uiso 1 1 calc R . .
N4 N 0.6110(4) 0.9771(10) 0.3684(3) 0.0317(18) Uani 1 1 d . . .
H4 H 0.5877 1.0612 0.3416 0.038 Uiso 1 1 calc R . .
C3 C 0.3331(4) 0.6019(14) 0.2211(4) 0.036(2) Uani 1 1 d . . .
H3 H 0.3373 0.4603 0.2140 0.043 Uiso 1 1 calc R . .
C4 C 0.2886(5) 0.9388(14) 0.2128(4) 0.030(2) Uani 1 1 d . . .
C6 C 0.1412(4) 0.2370(15) 0.0741(4) 0.036(2) Uani 1 1 d . . .
H5 H 0.1621 0.1260 0.0981 0.043 Uiso 1 1 calc R . .
C5 C 0.1177(4) 0.5634(12) 0.0386(4) 0.0226(19) Uani 1 1 d . . .
C7 C 0.5000 0.0277(14) 0.2500 0.008(2) Uani 1 2 d SU . .
H7A H 0.5450 -0.0225 0.2748 0.012 Uiso 0.50 1 calc PR . .
H7B H 0.4913 -0.0225 0.2121 0.012 Uiso 0.50 1 calc PR . .
H7C H 0.4637 -0.0225 0.2631 0.012 Uiso 0.50 1 calc PR . .
C8 C 0.5000 0.2169(19) 0.2500 0.020(3) Uani 1 2 d S . .
N1 N 0.7457(4) 0.8453(11) 0.4908(3) 0.0300(18) Uani 1 1 d . . .
N2 N 0.6883(4) 0.8532(11) 0.4421(3) 0.0299(18) Uani 1 1 d . . .
C2 C 0.6681(5) 1.0333(15) 0.4115(4) 0.032(2) Uani 1 1 d . . .
N3 N 0.5928(4) 0.7698(13) 0.3710(3) 0.0348(19) Uani 1 1 d . . .
N7 N 0.2788(4) 0.7336(12) 0.1897(3) 0.0314(18) Uani 1 1 d . . .
N6 N 0.3490(4) 0.9151(11) 0.2576(3) 0.0332(19) Uani 1 1 d . . .
H6 H 0.3685 1.0142 0.2810 0.040 Uiso 1 1 calc R . .
N5 N 0.3767(4) 0.7103(12) 0.2619(3) 0.038(2) Uani 1 1 d . . .
N8 N 0.2210(4) 0.6851(11) 0.1403(3) 0.0305(18) Uani 1 1 d . . .
N9 N 0.2177(4) 0.4964(11) 0.1323(3) 0.0317(19) Uani 1 1 d . . .
N10 N 0.1623(3) 0.4460(11) 0.0841(3) 0.0262(17) Uani 1 1 d . . .
N11 N 0.0769(4) 0.4259(10) 0.0048(3) 0.0290(18) Uani 1 1 d . . .
H11 H 0.0458 0.4569 -0.0277 0.035 Uiso 1 1 calc R . .
N12 N 0.0887(4) 0.2191(12) 0.0268(3) 0.0346(19) Uani 1 1 d . . .
N13 N 0.4639(4) 0.2167(13) 0.3732(3) 0.0408(15) Uani 1 1 d U . .
O1 O 0.4699(3) 0.0346(10) 0.3935(3) 0.0421(14) Uani 1 1 d U . .
O2 O 0.5024(4) 0.3710(11) 0.3996(3) 0.052(2) Uani 1 1 d . . .
O3 O 0.4189(4) 0.2568(11) 0.3251(3) 0.0458(18) Uani 1 1 d . . .
O4 O 0.5445(3) 0.3204(10) 0.2889(3) 0.0433(18) Uani 1 1 d . . .
O5 O 0.6976(4) 1.2026(12) 0.4222(3) 0.054(2) Uani 1 1 d . . .
O6 O 0.2514(4) 1.0847(10) 0.1972(3) 0.050(2) Uani 1 1 d . . .
O7 O 0.1196(3) 0.7575(10) 0.0333(3) 0.0379(16) 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
Ag1 N5 2.219(7) . ?
Ag1 N3 2.246(7) . ?
Ag1 O2 2.591(7) . ?
Ag1 O4 2.613(7) . ?
Ag2 N12 2.187(7) . ?
Ag2 N12 2.187(7) 5 ?
C1 N3 1.298(11) . ?
C1 N2 1.402(11) . ?
N4 C2 1.326(11) . ?
N4 N3 1.380(10) . ?
C3 N5 1.294(11) . ?
C3 N7 1.387(11) . ?
C4 O6 1.175(10) . ?
C4 N6 1.348(11) . ?
C4 N7 1.417(12) . ?
C6 N12 1.291(11) . ?
C6 N10 1.395(11) . ?
C5 O7 1.247(10) . ?
C5 N11 1.297(10) . ?
C5 N10 1.400(10) . ?
C7 C8 1.207(15) . ?
C8 O4 1.260(9) . ?
C8 O4 1.260(9) 2_655 ?
N1 N1 1.291(13) 7_666 ?
N1 N2 1.360(10) . ?
N2 C2 1.362(11) . ?
C2 O5 1.218(11) . ?
N7 N8 1.410(9) . ?
N6 N5 1.411(10) . ?
N8 N9 1.218(9) . ?
N9 N10 1.369(10) . ?
N11 N12 1.417(10) . ?
N13 O1 1.257(10) . ?
N13 O3 1.258(10) . ?
N13 O2 1.286(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
N5 Ag1 N3 147.5(3) . . ?
N5 Ag1 O2 117.5(3) . . ?
N3 Ag1 O2 87.5(2) . . ?
N5 Ag1 O4 114.5(3) . . ?
N3 Ag1 O4 90.6(2) . . ?
O2 Ag1 O4 75.7(2) . . ?
N12 Ag2 N12 180.0(3) . 5 ?
N3 C1 N2 108.3(8) . . ?
C2 N4 N3 113.1(7) . . ?
N5 C3 N7 108.1(8) . . ?
O6 C4 N6 131.0(9) . . ?
O6 C4 N7 127.8(8) . . ?
N6 C4 N7 101.1(7) . . ?
N12 C6 N10 110.6(8) . . ?
O7 C5 N11 129.7(8) . . ?
O7 C5 N10 125.7(8) . . ?
N11 C5 N10 104.7(7) . . ?
C7 C8 O4 121.6(6) . . ?
C7 C8 O4 121.6(6) . 2_655 ?
O4 C8 O4 116.8(11) . 2_655 ?
N1 N1 N2 108.9(8) 7_666 . ?
N1 N2 C2 122.1(7) . . ?
N1 N2 C1 128.7(7) . . ?
C2 N2 C1 109.2(7) . . ?
O5 C2 N4 129.8(9) . . ?
O5 C2 N2 126.5(8) . . ?
N4 C2 N2 103.6(7) . . ?
C1 N3 N4 105.8(7) . . ?
C1 N3 Ag1 129.7(7) . . ?
N4 N3 Ag1 122.5(5) . . ?
C3 N7 N8 127.9(7) . . ?
C3 N7 C4 111.0(7) . . ?
N8 N7 C4 121.1(7) . . ?
C4 N6 N5 112.8(7) . . ?
C3 N5 N6 106.9(7) . . ?
C3 N5 Ag1 131.2(7) . . ?
N6 N5 Ag1 120.6(5) . . ?
N9 N8 N7 110.0(7) . . ?
N8 N9 N10 111.0(7) . . ?
N9 N10 C6 119.3(7) . . ?
N9 N10 C5 133.6(7) . . ?
C6 N10 C5 107.1(7) . . ?
C5 N11 N12 113.1(7) . . ?
C6 N12 N11 104.4(7) . . ?
C6 N12 Ag2 131.5(6) . . ?
N11 N12 Ag2 117.8(5) . . ?
O1 N13 O3 120.8(8) . . ?
O1 N13 O2 122.9(8) . . ?
O3 N13 O2 116.4(8) . . ?
N13 O2 Ag1 102.8(5) . . ?
C8 O4 Ag1 111.3(5) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.15
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.091
_refine_diff_density_min         -0.628
_refine_diff_density_rms         0.152
