# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2021

####################################################################### 
# 
# 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_pa_room9
_database_code_depnum_ccdc_archive 'CCDC 1897074'
_audit_update_record             
;
2020-05-13 deposited with the CCDC.	2021-01-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H12 Ag N O9'
_chemical_formula_sum            'C14 H12 Ag N O9'
_chemical_formula_weight         446.12

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           54
_space_group_name_H-M_alt        'P c c a'
_space_group_name_Hall           '-P 2a 2ac'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   28.094(4)
_cell_length_b                   4.5817(4)
_cell_length_c                   11.7941(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1518.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    11050
_cell_measurement_theta_min      2.7726
_cell_measurement_theta_max      28.0662

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.952
_exptl_crystal_F_000             888
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    1.381
_shelx_estimated_absorpt_T_min   0.690
_shelx_estimated_absorpt_T_max   0.751
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.82665
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'KUMA KM-4 with CCD detector'
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean 10.6249
_diffrn_reflns_number            19217
_diffrn_reflns_av_unetI/netI     0.0076
_diffrn_reflns_av_R_equivalents  0.0178
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.530
_diffrn_reflns_theta_max         28.136
_diffrn_reflns_theta_full        27.300
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.945
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.945
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             1752
_reflns_number_gt                1473
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlis CCD 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
;
_computing_cell_refinement       
;
CrysAlis Red 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
;
_computing_data_reduction        
;
CrysAlis Red 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
;
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
;
Brandenburg & Putz (2006). Diamond 3.0. Crystal and Molecular
Structure Visualisation, University of Bonn, Germany
;
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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     
'w=1/[σ²(Fo²)+(0.0471P)²+2.0814P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1752
_refine_ls_number_parameters     121
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0310
_refine_ls_wR_factor_ref         0.0878
_refine_ls_wR_factor_gt          0.0840
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag1 Ag 0.2500 1.0000 0.27030(3) 0.04824(14) Uani 1 2 d S T P . .
O3 O 0.32143(7) 1.1654(5) 0.3245(2) 0.0509(5) Uani 1 1 d D . . . .
H3O H 0.3123(15) 1.272(8) 0.380(2) 0.076 Uiso 1 1 d D U . . .
C1 C 0.35532(8) 0.9496(5) 0.3562(2) 0.0285(5) Uani 1 1 d . . . . .
C2 C 0.38897(9) 0.8515(6) 0.2791(2) 0.0317(5) Uani 1 1 d . . . . .
H2 H 0.3893 0.9267 0.2059 0.038 Uiso 1 1 calc R U . . .
C3 C 0.42208(8) 0.6422(5) 0.3103(2) 0.0305(5) Uani 1 1 d . . . . .
H3 H 0.4448 0.5800 0.2585 0.037 Uiso 1 1 calc R U . . .
C4 C 0.42133(8) 0.5251(5) 0.41923(19) 0.0265(4) Uani 1 1 d . . . . .
C5 C 0.38699(9) 0.6219(6) 0.49625(19) 0.0308(5) Uani 1 1 d . . . . .
H5 H 0.3862 0.5445 0.5691 0.037 Uiso 1 1 calc R U . . .
C6 C 0.35424(9) 0.8314(6) 0.4650(2) 0.0322(5) Uani 1 1 d . . . . .
H6 H 0.3314 0.8939 0.5167 0.039 Uiso 1 1 calc R U . . .
C7 C 0.45586(8) 0.3007(5) 0.45498(19) 0.0258(4) Uani 1 1 d . . . . .
O1 O 0.45465(7) 0.1897(4) 0.54985(14) 0.0377(4) Uani 1 1 d . . . . .
O2 O 0.48754(7) 0.2300(4) 0.37885(16) 0.0394(4) Uani 1 1 d D . . . .
H2O H 0.5045(11) 0.091(6) 0.404(3) 0.059 Uiso 1 1 d D U . . .
N1 N 0.2500 0.5000 0.0708(3) 0.0380(7) Uani 1 2 d S T P . .
O4 O 0.2500 0.5000 -0.0339(3) 0.0701(12) Uani 1 2 d S T P . .
O5 O 0.28158(9) 0.6294(7) 0.1234(3) 0.0817(9) 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 O3 2.238(2) 2_575 ?
Ag1 O3 2.238(2) . ?
Ag1 O5 2.583(3) . ?
Ag1 O5 2.583(3) 2_575 ?
O3 C1 1.423(3) . ?
O3 H3O 0.855(5) . ?
C1 C2 1.386(3) . ?
C1 C6 1.393(4) . ?
C2 C3 1.385(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.392(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.397(3) . ?
C4 C7 1.475(3) . ?
C5 C6 1.380(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 O1 1.230(3) . ?
C7 O2 1.305(3) . ?
O2 H2O 0.849(5) . ?
N1 O5 1.234(3) 2_565 ?
N1 O5 1.234(3) . ?
N1 O4 1.235(5) . ?

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
O3 Ag1 O3 146.83(13) 2_575 . ?
O3 Ag1 O5 106.07(9) 2_575 . ?
O3 Ag1 O5 96.09(8) . . ?
O3 Ag1 O5 96.09(8) 2_575 2_575 ?
O3 Ag1 O5 106.07(9) . 2_575 ?
O5 Ag1 O5 95.76(17) . 2_575 ?
C1 O3 Ag1 116.09(15) . . ?
C1 O3 H3O 113(3) . . ?
Ag1 O3 H3O 98(3) . . ?
C2 C1 C6 119.5(2) . . ?
C2 C1 O3 120.6(2) . . ?
C6 C1 O3 119.8(2) . . ?
C3 C2 C1 120.5(2) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 120.1(2) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 119.2(2) . . ?
C3 C4 C7 121.5(2) . . ?
C5 C4 C7 119.3(2) . . ?
C6 C5 C4 120.5(2) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C1 120.1(2) . . ?
C5 C6 H6 119.9 . . ?
C1 C6 H6 119.9 . . ?
O1 C7 O2 122.8(2) . . ?
O1 C7 C4 122.0(2) . . ?
O2 C7 C4 115.1(2) . . ?
C7 O2 H2O 109(3) . . ?
O5 N1 O5 119.7(4) 2_565 . ?
O5 N1 O4 120.2(2) 2_565 . ?
O5 N1 O4 120.2(2) . . ?
N1 O5 Ag1 113.95(18) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3O O4 0.855(5) 2.28(2) 3.028(3) 147(4) 7_576
O2 H2O O1 0.849(5) 1.808(7) 2.654(3) 175(4) 5_656

_refine_diff_density_max         0.581
_refine_diff_density_min         -0.754
_refine_diff_density_rms         0.074



