# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 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_compd1a
_database_code_depnum_ccdc_archive 'CCDC 2092463'
loop_
_audit_author_name
_audit_author_address
'K. Suenkel'
;Ludwig Maximilians University Munich
Germany
;

_audit_update_record             
;
2021-06-26 deposited with the CCDC.	2021-11-11 downloaded from the CCDC.
;
_publcif_datablock.id            {cda4d508-1ee8-41ab-bcab-f062e7a7c409}
# publcif _publ_body_element loop end

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H5 Ag N6'
_chemical_formula_sum            'C11 H5 Ag N6'
_chemical_formula_weight         329.08

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'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   6.5948(2)
_cell_length_b                   16.3040(5)
_cell_length_c                   11.1075(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.0270(10)
_cell_angle_gamma                90
_cell_volume                     1193.55(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    9997
_cell_measurement_theta_min      3.3341
_cell_measurement_theta_max      30.5817

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.831
_exptl_crystal_F_000             640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    1.678
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4451
_exptl_absorpt_correction_T_max  0.4935
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode generator'
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'mix of omega and phi scans'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_reflns_number            14696
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.100
_diffrn_reflns_theta_max         30.583
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3657
_reflns_number_gt                3264
_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       'Bruker Instrument Service v3.0.21'
_computing_cell_refinement       'APEX2 v2012.4-3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0249P)²+0.8591P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3657
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0298
_refine_ls_R_factor_gt           0.0248
_refine_ls_wR_factor_ref         0.0672
_refine_ls_wR_factor_gt          0.0630
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_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
C1 C 0.3621(3) 0.29916(11) 0.23950(16) 0.0182(3) Uani 1 1 d . . . . .
C1A C 1.2649(4) 0.09468(17) 0.5327(2) 0.0397(5) Uani 1 1 d . . . . .
H1A1 H 1.263538 0.130473 0.601278 0.059 Uiso 1 1 calc R U . . .
H1A2 H 1.366470 0.112791 0.478877 0.059 Uiso 1 1 calc R U . . .
H1A3 H 1.295207 0.039793 0.558931 0.059 Uiso 1 1 calc R U . . .
C2 C 0.3775(3) 0.38411(11) 0.27133(16) 0.0196(3) Uani 1 1 d . . . . .
C2A C 1.0680(5) 0.09615(15) 0.4708(2) 0.0435(6) Uani 1 1 d . . . . .
C3 C 0.5634(3) 0.39509(11) 0.33331(16) 0.0191(3) Uani 1 1 d . . . . .
C4 C 0.6642(3) 0.31765(11) 0.34037(16) 0.0171(3) Uani 1 1 d . . . . .
C5 C 0.5386(3) 0.25839(11) 0.28254(15) 0.0163(3) Uani 1 1 d . . . . .
C6 C 0.1944(3) 0.26258(12) 0.17854(16) 0.0205(3) Uani 1 1 d . . . . .
C7 C 0.2335(3) 0.44708(13) 0.24808(18) 0.0256(4) Uani 1 1 d . . . . .
C8 C 0.6380(3) 0.47051(12) 0.37944(17) 0.0225(4) Uani 1 1 d . . . . .
C9 C 0.8545(3) 0.30565(11) 0.39965(16) 0.0185(3) Uani 1 1 d . . . . .
N1 N 0.0563(3) 0.23342(11) 0.12943(16) 0.0263(3) Uani 1 1 d . . . . .
N2 N 0.1196(3) 0.49927(13) 0.2300(2) 0.0394(5) Uani 1 1 d . . . . .
N3 N 0.6945(3) 0.53211(12) 0.41670(17) 0.0309(4) Uani 1 1 d . . . . .
N4 N 1.0084(3) 0.29961(11) 0.45008(15) 0.0252(3) Uani 1 1 d . . . . .
N5 N 0.5859(3) 0.17688(10) 0.26462(15) 0.0199(3) Uani 1 1 d . . . . .
N6 N 0.9108(5) 0.09679(17) 0.4234(3) 0.0697(9) Uani 1 1 d . . . . .
Ag Ag -0.22385(2) 0.17056(2) 0.06699(2) 0.02229(6) Uani 1 1 d . . . . .
H1 H 0.667(5) 0.1596(16) 0.311(3) 0.027(7) Uiso 1 1 d . . . . .
H2 H 0.488(5) 0.1481(18) 0.248(3) 0.032(7) Uiso 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
C1 C6 1.409(2) . ?
C1 C5 1.410(2) . ?
C1 C2 1.432(3) . ?
C1A C2A 1.448(4) . ?
C1A H1A1 0.9600 . ?
C1A H1A2 0.9600 . ?
C1A H1A3 0.9600 . ?
C2 C3 1.396(2) . ?
C2 C7 1.416(3) . ?
C2A N6 1.146(4) . ?
C3 C8 1.414(3) . ?
C3 C4 1.427(2) . ?
C4 C9 1.410(2) . ?
C4 C5 1.412(2) . ?
C5 N5 1.381(2) . ?
C6 N1 1.148(2) . ?
C7 N2 1.148(3) . ?
C8 N3 1.144(3) . ?
C9 N4 1.146(2) . ?
N1 Ag 2.2031(17) . ?
N3 Ag 2.2723(19) 2 ?
N4 Ag 2.2090(16) 4_766 ?
N5 Ag 2.5686(17) 1_655 ?
N5 H1 0.78(3) . ?
N5 H2 0.81(3) . ?

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
C6 C1 C5 126.05(17) . . ?
C6 C1 C2 125.16(16) . . ?
C5 C1 C2 108.76(15) . . ?
C2A C1A H1A1 109.5 . . ?
C2A C1A H1A2 109.5 . . ?
H1A1 C1A H1A2 109.5 . . ?
C2A C1A H1A3 109.5 . . ?
H1A1 C1A H1A3 109.5 . . ?
H1A2 C1A H1A3 109.5 . . ?
C3 C2 C7 124.65(18) . . ?
C3 C2 C1 107.41(15) . . ?
C7 C2 C1 127.94(17) . . ?
N6 C2A C1A 178.9(4) . . ?
C2 C3 C8 125.32(17) . . ?
C2 C3 C4 108.21(16) . . ?
C8 C3 C4 126.46(17) . . ?
C9 C4 C5 127.97(16) . . ?
C9 C4 C3 123.58(16) . . ?
C5 C4 C3 108.42(15) . . ?
N5 C5 C1 126.36(16) . . ?
N5 C5 C4 126.32(16) . . ?
C1 C5 C4 107.19(15) . . ?
N1 C6 C1 179.2(2) . . ?
N2 C7 C2 178.6(2) . . ?
N3 C8 C3 178.7(2) . . ?
N4 C9 C4 176.7(2) . . ?
C6 N1 Ag 169.92(17) . . ?
C8 N3 Ag 157.98(19) . 2 ?
C9 N4 Ag 160.78(16) . 4_766 ?
C5 N5 Ag 106.34(11) . 1_655 ?
C5 N5 H1 113.8(19) . . ?
Ag N5 H1 102(2) 1_655 . ?
C5 N5 H2 114(2) . . ?
Ag N5 H2 101(2) 1_655 . ?
H1 N5 H2 117(3) . . ?
N1 Ag N4 136.62(7) . 4_465 ?
N1 Ag N3 111.64(7) . 2_545 ?
N4 Ag N3 109.25(7) 4_465 2_545 ?
N1 Ag N5 98.15(6) . 1_455 ?
N4 Ag N5 95.11(6) 4_465 1_455 ?
N3 Ag N5 90.83(6) 2_545 1_455 ?

_refine_diff_density_max         0.745
_refine_diff_density_min         -0.500
_refine_diff_density_rms         0.091


####################################################################### 
# 
# 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_compd2b
_database_code_depnum_ccdc_archive 'CCDC 2092465'
loop_
_audit_author_name
_audit_author_address
'K. Suenkel'
;Ludwig Maximilians University Munich
Germany
;
_audit_update_record             
;
2021-06-26 deposited with the CCDC.	2021-11-11 downloaded from the CCDC.
;
_publcif_datablock.id            {811626d7-95d4-4140-a02e-d84f3fa7db47}

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H2 Ag N5 O3'
_chemical_formula_sum            'C9 H2 Ag N5 O3'
_chemical_formula_weight         336.03

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           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

_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+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   6.1700(3)
_cell_length_b                   10.8301(6)
_cell_length_c                   16.8422(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1125.42(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    6302
_cell_measurement_theta_min      3.9889
_cell_measurement_theta_max      26.3791

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.983
_exptl_crystal_F_000             648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.030
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    1.799
_shelx_estimated_absorpt_T_min   0.948
_shelx_estimated_absorpt_T_max   0.965
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6764
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode generator'
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'mix of omega and phi scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            10487
_diffrn_reflns_av_unetI/netI     0.0190
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.517
_diffrn_reflns_theta_max         26.380
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             1219
_reflns_number_gt                1061
_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       'Bruker Instrument Service v3.0.21'
_computing_cell_refinement       'APEX2 v2012.4-3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0060P)²+2.7273P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1219
_refine_ls_number_parameters     107
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0279
_refine_ls_wR_factor_ref         0.0617
_refine_ls_wR_factor_gt          0.0555
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.099
_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
C1 C 0.7331(4) 0.3144(3) 0.64246(15) 0.0341(7) Uani 1 1 d . . . . .
C2 C 0.5427(5) 0.3549(3) 0.60530(16) 0.0331(7) Uani 1 1 d . . . . .
C3 C 0.4265(7) 0.250000 0.5812(2) 0.0338(9) Uani 1 2 d S T P . .
C4 C 0.4709(5) 0.4789(3) 0.59581(17) 0.0385(7) Uani 1 1 d . . . . .
C5 C 0.2322(7) 0.250000 0.5352(2) 0.0337(9) Uani 1 2 d S T P . .
N1B N 0.8944(13) 0.4091(8) 0.6713(4) 0.033(2) Uiso 0.5 1 d . . P A 1
O1B O 1.0604(8) 0.3561(6) 0.6985(3) 0.0468(12) Uani 0.5 1 d . . P A 1
O2B O 0.8695(9) 0.5156(5) 0.6659(3) 0.0591(14) Uani 0.5 1 d . . P A 1
N1A N 1.0195(10) 0.4544(7) 0.7005(3) 0.0460(14) Uani 0.5 1 d . . P A 2
C6A C 0.8997(15) 0.3793(8) 0.6752(5) 0.027(2) Uiso 0.5 1 d . . P A 2
N2 N 0.4045(5) 0.5760(3) 0.58762(17) 0.0480(7) Uani 1 1 d . . . . .
N3 N 0.0797(6) 0.250000 0.4972(2) 0.0413(9) Uani 1 2 d S T P . .
Ag1 Ag -0.20160(6) 0.250000 0.41450(2) 0.04833(14) Uani 1 2 d S T P . .
O1W O -0.1069(16) 0.250000 0.2760(3) 0.153(3) Uani 1 2 d DS T P . .
H1W H 0.031(12) 0.24(5) 0.276(9) 0.230 Uiso 0.5 1 d D U P . .
H2W H -0.11(2) 0.250000 0.2254(13) 0.230 Uiso 1 2 d DS U P . .


_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
C1 C6A 1.362(9) . ?
C1 C1 1.395(7) 7_565 ?
C1 C2 1.402(4) . ?
C1 N1B 1.510(9) . ?
C2 C3 1.403(4) . ?
C2 C4 1.423(5) . ?
C3 C5 1.428(6) . ?
C4 N2 1.137(4) . ?
C5 N3 1.139(5) . ?
N1B O2B 1.168(9) . ?
N1B O1B 1.260(9) . ?
N1A C6A 1.179(11) . ?
N2 Ag1 2.263(3) 5_566 ?
N3 Ag1 2.225(4) . ?
Ag1 O1W 2.405(6) . ?
O1W H1W 0.86(2) . ?
O1W H2W 0.85(2) . ?
O1W H1W 0.86(2) 7_565 ?

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
C6A C1 C2 130.6(5) . . ?
C1 C1 C2 108.26(19) 7_565 . ?
C1 C1 N1B 132.8(3) 7_565 . ?
C2 C1 N1B 118.9(4) . . ?
C1 C2 C3 107.7(3) . . ?
C1 C2 C4 127.3(3) . . ?
C3 C2 C4 125.0(3) . . ?
C2 C3 C2 108.1(4) 7_565 . ?
C2 C3 C5 125.85(18) 7_565 . ?
C2 C3 C5 125.85(18) . . ?
N2 C4 C2 176.9(3) . . ?
N3 C5 C3 178.6(4) . . ?
O2B N1B O1B 125.8(9) . . ?
O2B N1B C1 124.0(7) . . ?
O1B N1B C1 110.1(7) . . ?
N1A C6A C1 167.4(10) . . ?
C4 N2 Ag1 166.3(3) . 5_566 ?
C5 N3 Ag1 175.6(4) . . ?
N3 Ag1 N2 116.20(8) . 3_546 ?
N3 Ag1 N2 116.20(8) . 5_566 ?
N2 Ag1 N2 112.77(15) 3_546 5_566 ?
N3 Ag1 O1W 114.7(3) . . ?
N2 Ag1 O1W 96.85(15) 3_546 . ?
N2 Ag1 O1W 96.85(15) 5_566 . ?
Ag1 O1W H1W 104(10) . . ?
Ag1 O1W H2W 166(10) . . ?
H1W O1W H2W 90(10) . . ?
Ag1 O1W H1W 104(10) . 7_565 ?
H1W O1W H1W 15(10) . 7_565 ?
H2W O1W H1W 90(10) . 7_565 ?

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
_geom_hbond_publ_flag
O1W H1W O2BA 0.86(2) 2.7(5) 3.090(7) 110(39) 3_646 yes

_refine_diff_density_max         0.637
_refine_diff_density_min         -0.888
_refine_diff_density_rms         0.076





_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_compd2a
_database_code_depnum_ccdc_archive 'CCDC 2092464'
loop_
_audit_author_name
_audit_author_address
'K. Suenkel'
;Ludwig Maximilians University Munich
Germany
;
_audit_update_record             
;
2021-06-26 deposited with the CCDC.	2021-11-11 downloaded from the CCDC.
;
_publcif_datablock.id            {ed26d50b-45b5-4634-b739-7cc236fe7486}

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H2 K N5 O3'
_chemical_formula_sum            'C9 H2 K N5 O3'
_chemical_formula_weight         267.26

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'
K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   6.5523(2)
_cell_length_b                   10.7066(4)
_cell_length_c                   15.8675(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1113.15(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9287
_cell_measurement_theta_min      3.1958
_cell_measurement_theta_max      27.0872

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_F_000             536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.485
_shelx_estimated_absorpt_T_min   0.971
_shelx_estimated_absorpt_T_max   0.981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7164
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode generator'
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'mix of omega and phi scans'

_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            11729
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.196
_diffrn_reflns_theta_max         27.113
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2451
_reflns_number_gt                2335
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.704
_reflns_Friedel_fraction_max     0.996
_reflns_Friedel_fraction_full    0.995

_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       'Bruker Instrument Service v3.0.21'
_computing_cell_refinement       'APEX2 v2012.4-3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0308P)²+0.3762P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 950 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.012(14)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2451
_refine_ls_number_parameters     191
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0278
_refine_ls_R_factor_gt           0.0256
_refine_ls_wR_factor_ref         0.0657
_refine_ls_wR_factor_gt          0.0641
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.075
_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
K1 K 0.11933(7) 0.82575(5) 0.40501(3) 0.02240(13) Uani 1 1 d . . . . .
C1 C 0.7354(3) 0.3792(2) 0.39476(14) 0.0179(5) Uani 1 1 d D . . . .
C2 C 0.5508(3) 0.4227(2) 0.36088(14) 0.0175(4) Uani 1 1 d . . . . .
C3 C 0.4388(3) 0.3180(2) 0.33501(12) 0.0179(4) Uani 1 1 d D . . . .
C4 C 0.5536(3) 0.2107(2) 0.35515(14) 0.0180(5) Uani 1 1 d . . . . .
C5 C 0.7389(4) 0.2483(2) 0.39148(14) 0.0181(5) Uani 1 1 d . . . . .
C7 C 0.2513(3) 0.3202(2) 0.28975(13) 0.0208(4) Uani 1 1 d . . . . .
C8 C 0.4889(4) 0.0846(2) 0.34477(14) 0.0195(5) Uani 1 1 d . . . . .
C9 C 0.8951(3) 0.1640(2) 0.41697(13) 0.0198(4) Uani 1 1 d . . . . .
C6A C 0.4809(5) 0.5477(5) 0.3571(4) 0.0182(11) Uani 0.935 1 d D . P A 1
N1A N 0.8905(6) 0.4562(4) 0.4300(3) 0.0206(9) Uani 0.935 1 d D . P B 1
N2A N 0.4184(3) 0.6483(2) 0.35333(14) 0.0251(5) Uani 0.935 1 d D . P A 1
O1A O 1.0493(3) 0.40838(19) 0.45675(12) 0.0274(4) Uani 0.935 1 d D . P B 1
O2A O 0.8605(3) 0.57072(19) 0.43363(14) 0.0399(5) Uani 0.935 1 d D . P B 1
N1B N 0.480(6) 0.562(6) 0.344(5) 0.03(3) Uiso 0.065 1 d D U P A 2
C6B C 0.87(2) 0.457(15) 0.419(10) 0.07(5) Uiso 0.065 1 d D U P B 2
N2B N 1.004(4) 0.511(3) 0.4525(17) 0.014(5) Uiso 0.065 1 d D U P B 2
O1B O 0.574(6) 0.634(4) 0.388(3) 0.080(10) Uiso 0.065 1 d D U P A 2
O2B O 0.292(5) 0.570(5) 0.334(3) 0.080(10) Uiso 0.065 1 d D U P A 2
N3 N 0.1053(3) 0.3218(2) 0.25070(12) 0.0313(5) Uani 1 1 d . . . . .
N4 N 0.4368(3) -0.0174(2) 0.33974(13) 0.0263(5) Uani 1 1 d . . . . .
N5 N 1.0116(3) 0.0887(2) 0.43458(13) 0.0274(5) Uani 1 1 d . . . . .
O1W O -0.2782(3) 0.8271(2) 0.45907(12) 0.0287(4) Uani 1 1 d . . . . .
H1W H -0.345(7) 0.812(4) 0.421(3) 0.062(12) Uiso 1 1 d . . . . .
H2W H -0.323(7) 0.903(5) 0.479(3) 0.086(15) Uiso 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
K1 O1W 2.7424(18) . ?
K1 O1W 2.7895(19) 4_566 ?
K1 N2A 2.850(2) . ?
K1 N4 2.867(2) 1_565 ?
K1 N3 2.876(2) 3 ?
K1 N5 2.940(2) 1_465 ?
K1 O2B 3.17(5) . ?
K1 O2A 3.206(2) 4_466 ?
K1 O2A 3.246(2) 1_455 ?
K1 O1B 3.32(4) 4_466 ?
K1 K1 4.7382(7) 4_566 ?
K1 K1 4.7382(7) 4_466 ?
K1 H1W 3.06(4) . ?
C1 C6B 1.29(6) . ?
C1 C5 1.402(3) . ?
C1 C2 1.403(3) . ?
C1 N1A 1.423(4) . ?
C2 C3 1.402(3) . ?
C2 C6A 1.416(6) . ?
C2 N1B 1.58(7) . ?
C3 C4 1.410(3) . ?
C3 C7 1.423(3) . ?
C4 C5 1.403(3) . ?
C4 C8 1.425(3) . ?
C5 C9 1.424(3) . ?
C7 N3 1.140(3) . ?
C8 N4 1.147(3) . ?
C9 N5 1.145(3) . ?
C6A N2A 1.154(6) . ?
N1A O1A 1.235(5) . ?
N1A O2A 1.243(5) . ?
N1B O1B 1.21(2) . ?
N1B O2B 1.25(2) . ?
C6B N2B 1.16(3) . ?
O1W H1W 0.76(4) . ?
O1W H2W 0.92(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
O1W K1 O1W 89.43(4) . 4_566 ?
O1W K1 N2A 138.31(7) . . ?
O1W K1 N2A 70.47(6) 4_566 . ?
O1W K1 N4 143.04(6) . 1_565 ?
O1W K1 N4 116.63(6) 4_566 1_565 ?
N2A K1 N4 77.73(6) . 1_565 ?
O1W K1 N3 77.45(6) . 3 ?
O1W K1 N3 141.13(7) 4_566 3 ?
N2A K1 N3 95.44(7) . 3 ?
N4 K1 N3 94.00(6) 1_565 3 ?
O1W K1 N5 73.55(7) . 1_465 ?
O1W K1 N5 119.76(7) 4_566 1_465 ?
N2A K1 N5 148.14(7) . 1_465 ?
N4 K1 N5 70.80(6) 1_565 1_465 ?
N3 K1 N5 91.63(6) 3 1_465 ?
O1W K1 O2B 117.0(7) . . ?
O1W K1 O2B 71.4(9) 4_566 . ?
N4 K1 O2B 96.9(8) 1_565 . ?
N3 K1 O2B 82.2(7) 3 . ?
N5 K1 O2B 165.9(9) 1_465 . ?
O1W K1 O2A 102.49(6) . 4_466 ?
O1W K1 O2A 57.79(6) 4_566 4_466 ?
N2A K1 O2A 96.97(6) . 4_466 ?
N4 K1 O2A 74.24(6) 1_565 4_466 ?
N3 K1 O2A 160.60(6) 3 4_466 ?
N5 K1 O2A 70.11(6) 1_465 4_466 ?
O1W K1 O2A 57.63(6) . 1_455 ?
O1W K1 O2A 61.58(6) 4_566 1_455 ?
N2A K1 O2A 80.72(6) . 1_455 ?
N4 K1 O2A 157.25(6) 1_565 1_455 ?
N3 K1 O2A 80.81(6) 3 1_455 ?
N5 K1 O2A 131.12(6) 1_465 1_455 ?
O2A K1 O2A 115.88(3) 4_466 1_455 ?
O1W K1 O1B 66.7(7) . 4_466 ?
O1W K1 O1B 48.3(7) 4_566 4_466 ?
N2A K1 O1B 115.7(7) . 4_466 ?
N4 K1 O1B 110.2(8) 1_565 4_466 ?
N3 K1 O1B 143.5(7) 3 4_466 ?
N5 K1 O1B 72.3(8) 1_465 4_466 ?
O2A K1 O1B 37.9(8) 4_466 4_466 ?
O2A K1 O1B 85.6(8) 1_455 4_466 ?
O1W K1 K1 117.36(4) . 4_566 ?
O1W K1 K1 30.78(4) 4_566 4_566 ?
N2A K1 K1 58.63(4) . 4_566 ?
N4 K1 K1 85.90(4) 1_565 4_566 ?
N3 K1 K1 153.54(5) 3 4_566 ?
N5 K1 K1 113.09(5) 1_465 4_566 ?
O2A K1 K1 43.08(4) 4_466 4_566 ?
O2A K1 K1 89.10(4) 1_455 4_566 ?
O1W K1 K1 31.37(4) . 4_466 ?
O1W K1 K1 58.24(4) 4_566 4_466 ?
N2A K1 K1 115.48(5) . 4_466 ?
N4 K1 K1 158.75(5) 1_565 4_466 ?
N3 K1 K1 100.81(5) 3 4_466 ?
N5 K1 K1 93.45(5) 1_465 4_466 ?
O2A K1 K1 87.19(4) 4_466 4_466 ?
O2A K1 K1 42.43(4) 1_455 4_466 ?
K1 K1 K1 87.487(16) 4_566 4_466 ?
O1W K1 H1W 13.8(8) . . ?
O1W K1 H1W 98.5(8) 4_566 . ?
N2A K1 H1W 132.6(8) . . ?
N4 K1 H1W 141.3(8) 1_565 . ?
N3 K1 H1W 64.0(8) 3 . ?
N5 K1 H1W 78.0(8) 1_465 . ?
O2B K1 H1W 110.1(10) . . ?
O2A K1 H1W 116.1(8) 4_466 . ?
O2A K1 H1W 55.2(8) 1_455 . ?
O1B K1 H1W 80.4(11) 4_466 . ?
K1 K1 H1W 128.3(8) 4_566 . ?
K1 K1 H1W 40.8(8) 4_466 . ?
C6B C1 C5 130(8) . . ?
C6B C1 C2 120(8) . . ?
C5 C1 C2 109.4(2) . . ?
C5 C1 N1A 125.6(3) . . ?
C2 C1 N1A 125.0(3) . . ?
C3 C2 C1 107.4(2) . . ?
C3 C2 C6A 125.0(2) . . ?
C1 C2 C6A 127.5(2) . . ?
C3 C2 N1B 123.3(10) . . ?
C1 C2 N1B 129.1(10) . . ?
C2 C3 C4 107.79(18) . . ?
C2 C3 C7 125.9(2) . . ?
C4 C3 C7 126.1(2) . . ?
C5 C4 C3 108.74(19) . . ?
C5 C4 C8 125.2(2) . . ?
C3 C4 C8 125.9(2) . . ?
C1 C5 C4 106.7(2) . . ?
C1 C5 C9 129.4(2) . . ?
C4 C5 C9 123.8(2) . . ?
N3 C7 C3 177.4(2) . . ?
N4 C8 C4 177.3(2) . . ?
N5 C9 C5 174.5(2) . . ?
N2A C6A C2 178.0(3) . . ?
O1A N1A O2A 121.8(3) . . ?
O1A N1A C1 119.8(3) . . ?
O2A N1A C1 118.4(4) . . ?
C6A N2A K1 148.4(3) . . ?
N1A O2A K1 117.1(3) . 4_566 ?
N1A O2A K1 137.8(2) . 1_655 ?
K1 O2A K1 94.49(5) 4_566 1_655 ?
O1B N1B O2B 122(4) . . ?
O1B N1B C2 111(5) . . ?
O2B N1B C2 112(5) . . ?
N2B C6B C1 167(10) . . ?
N1B O2B K1 112(3) . . ?
C7 N3 K1 153.72(18) . 3_545 ?
C8 N4 K1 138.43(18) . 1_545 ?
C9 N5 K1 142.69(18) . 1_645 ?
K1 O1W K1 117.86(7) . 4_466 ?
K1 O1W H1W 107(3) . . ?
K1 O1W H1W 111(3) 4_466 . ?
K1 O1W H2W 115(3) . . ?
K1 O1W H2W 100(3) 4_466 . ?
H1W O1W H2W 106(4) . . ?

_refine_diff_density_max         0.274
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.042


