# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2013640'
loop_
_audit_author_name
_audit_author_address
'Jhy-Der Chen'
;Chung Yuan Christian University
Taiwan
;
_audit_update_record             
;
2020-07-02 deposited with the CCDC.	2021-02-02 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         ?
_chemical_formula_sum            'C8 H6 Ag Cl2 N3 O4'
_chemical_formula_weight         386.93

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'
Cl Cl 0.1484 0.1585 '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/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   13.1851(3)
_cell_length_b                   11.0699(3)
_cell_length_c                   8.0810(2)
_cell_angle_alpha                90
_cell_angle_beta                 102.3501(11)
_cell_angle_gamma                90
_cell_volume                     1152.19(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4725
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      28.29

_exptl_crystal_description       Column
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.231
_exptl_crystal_F_000             752
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    2.222
_shelx_estimated_absorpt_T_min   0.555
_shelx_estimated_absorpt_T_max   0.808
_exptl_absorpt_correction_type   multi_scan
_exptl_absorpt_correction_T_min  0.6552
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'sadabs v2008/1(bruker axs, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10857
_diffrn_reflns_av_unetI/netI     0.0334
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.581
_diffrn_reflns_theta_max         28.313
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2867
_reflns_number_gt                2115
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0296P)²+1.7296P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0018(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2867
_refine_ls_number_parameters     192
_refine_ls_number_restraints     126
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0372
_refine_ls_wR_factor_ref         0.0838
_refine_ls_wR_factor_gt          0.0760
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.103
_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
Ag Ag 0.53492(2) 0.63759(3) 0.21563(5) 0.05117(14) Uani 1 1 d . . . . .
Cl1 Cl -0.21550(7) 1.20242(9) -0.30498(12) 0.0428(2) Uani 1 1 d . . . . .
N1 N 0.4547(3) 0.7974(3) 0.1058(5) 0.0608(11) Uani 1 1 d . . . . .
N2 N 0.3724(2) 0.9977(3) 0.1122(4) 0.0331(7) Uani 1 1 d . . . . .
N3 N 0.2200(2) 1.1041(2) 0.0342(3) 0.0293(6) Uani 1 1 d . . . . .
H3A H 0.2514 1.1642 0.0903 0.035 Uiso 1 1 calc R U . . .
C1 C 0.4145(3) 0.8888(3) 0.1064(5) 0.0408(9) Uani 1 1 d . . . . .
C2 C 0.2733(3) 1.0059(3) 0.0339(4) 0.0294(7) Uani 1 1 d . . . . .
H2B H 0.2409 0.9387 -0.0232 0.035 Uiso 1 1 calc R U . . .
C3 C 0.1150(2) 1.1225(3) -0.0489(4) 0.0259(7) Uani 1 1 d . . . . .
C4 C 0.0608(3) 1.0416(3) -0.1663(4) 0.0320(8) Uani 1 1 d . . . . .
H4A H 0.0933 0.9721 -0.1937 0.038 Uiso 1 1 calc R U . . .
C5 C -0.0422(3) 1.0642(3) -0.2427(4) 0.0332(8) Uani 1 1 d . . . . .
H5A H -0.0796 1.0093 -0.3193 0.040 Uiso 1 1 calc R U . . .
C6 C -0.0884(3) 1.1691(3) -0.2038(4) 0.0293(7) Uani 1 1 d . . . . .
C7 C -0.0357(3) 1.2494(3) -0.0862(4) 0.0323(8) Uani 1 1 d . . . . .
H7A H -0.0682 1.3191 -0.0597 0.039 Uiso 1 1 calc R U . . .
C8 C 0.0665(3) 1.2253(3) -0.0076(4) 0.0322(8) Uani 1 1 d . . . . .
H8A H 0.1024 1.2785 0.0732 0.039 Uiso 1 1 calc R U . . .
Cl2 Cl 0.31121(7) 0.42593(8) 0.09307(11) 0.0373(2) Uani 1 1 d . . . . .
O1 O 0.4149(3) 0.4535(4) 0.0788(5) 0.0636(12) Uani 0.783(5) 1 d . U P A 1
O1' O 0.3636(14) 0.5183(14) 0.205(2) 0.0701(19) Uani 0.217(5) 1 d . U P A 2
O2 O 0.2514(4) 0.3966(7) -0.0744(8) 0.0619(13) Uani 0.783(5) 1 d . U P A 1
O2' O 0.2896(17) 0.392(3) -0.073(4) 0.064(2) Uani 0.217(5) 1 d . U P A 2
O3 O 0.3110(2) 0.3226(2) 0.2018(3) 0.0475(7) Uani 1 1 d . U . . .
O4 O 0.2669(5) 0.5252(4) 0.1567(6) 0.0710(12) Uani 0.783(5) 1 d . U P A 1
O4' O 0.2091(14) 0.4922(16) 0.101(2) 0.0628(19) Uani 0.217(5) 1 d . U P A 1


_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
Ag N1 2.153(4) . ?
Ag N2 2.258(3) 2_645 ?
Ag O1' 2.602(17) . ?
Cl1 C6 1.740(3) . ?
N1 C1 1.143(5) . ?
N2 C2 1.328(4) . ?
N2 C1 1.332(5) . ?
N2 Ag 2.258(3) 2_655 ?
N3 C2 1.295(4) . ?
N3 C3 1.418(4) . ?
N3 H3A 0.8600 . ?
C2 H2B 0.9300 . ?
C3 C8 1.380(5) . ?
C3 C4 1.387(5) . ?
C4 C5 1.389(5) . ?
C4 H4A 0.9300 . ?
C5 C6 1.378(5) . ?
C5 H5A 0.9300 . ?
C6 C7 1.377(5) . ?
C7 C8 1.386(5) . ?
C7 H7A 0.9300 . ?
C8 H8A 0.9300 . ?
Cl2 O2' 1.36(3) . ?
Cl2 O4 1.394(4) . ?
Cl2 O1 1.429(4) . ?
Cl2 O1' 1.439(16) . ?
Cl2 O3 1.442(3) . ?
Cl2 O2 1.449(6) . ?
Cl2 O4' 1.547(17) . ?
O4 O4' 0.877(17) . ?

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
N1 Ag N2 166.15(13) . 2_645 ?
N1 Ag O1' 93.3(4) . . ?
N2 Ag O1' 91.4(4) 2_645 . ?
C1 N1 Ag 155.9(4) . . ?
C2 N2 C1 114.9(3) . . ?
C2 N2 Ag 126.5(2) . 2_655 ?
C1 N2 Ag 117.9(2) . 2_655 ?
C2 N3 C3 126.5(3) . . ?
C2 N3 H3A 116.7 . . ?
C3 N3 H3A 116.7 . . ?
N1 C1 N2 176.9(4) . . ?
N3 C2 N2 122.4(3) . . ?
N3 C2 H2B 118.8 . . ?
N2 C2 H2B 118.8 . . ?
C8 C3 C4 120.0(3) . . ?
C8 C3 N3 117.4(3) . . ?
C4 C3 N3 122.6(3) . . ?
C3 C4 C5 119.9(3) . . ?
C3 C4 H4A 120.0 . . ?
C5 C4 H4A 120.0 . . ?
C6 C5 C4 119.2(3) . . ?
C6 C5 H5A 120.4 . . ?
C4 C5 H5A 120.4 . . ?
C7 C6 C5 121.3(3) . . ?
C7 C6 Cl1 118.8(3) . . ?
C5 C6 Cl1 120.0(3) . . ?
C6 C7 C8 119.3(3) . . ?
C6 C7 H7A 120.3 . . ?
C8 C7 H7A 120.3 . . ?
C3 C8 C7 120.2(3) . . ?
C3 C8 H8A 119.9 . . ?
C7 C8 H8A 119.9 . . ?
O4 Cl2 O1 110.2(3) . . ?
O2' Cl2 O1' 141.8(13) . . ?
O2' Cl2 O3 110.6(12) . . ?
O4 Cl2 O3 110.2(2) . . ?
O1 Cl2 O3 110.2(2) . . ?
O1' Cl2 O3 104.1(6) . . ?
O4 Cl2 O2 109.5(3) . . ?
O1 Cl2 O2 108.1(3) . . ?
O3 Cl2 O2 108.6(3) . . ?
O4 Cl2 O4' 34.2(6) . . ?
O1 Cl2 O4' 139.3(7) . . ?
O3 Cl2 O4' 103.6(6) . . ?
O2 Cl2 O4' 80.9(7) . . ?
Cl2 O1' Ag 132.7(10) . . ?
O4' O4 Cl2 82.6(12) . . ?
O4 O4' Cl2 63.3(11) . . ?

_refine_diff_density_max         0.672
_refine_diff_density_min         -0.717
_refine_diff_density_rms         0.089

####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 2013645'
loop_
_audit_author_name
_audit_author_address
'Jhy-Der Chen'
;Chung Yuan Christian University
Taiwan
;
_audit_update_record             
;
2020-07-02 deposited with the CCDC.	2021-02-02 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         ?
_chemical_formula_sum            'C8 H6 Ag Br N4 O3'
_chemical_formula_weight         393.95

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'
Br Br -0.2901 2.4595 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -y, -z'

_cell_length_a                   3.8040(12)
_cell_length_b                   7.186(2)
_cell_length_c                   20.386(6)
_cell_angle_alpha                97.28(2)
_cell_angle_beta                 93.93(2)
_cell_angle_gamma                98.52(2)
_cell_volume                     544.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1953
_cell_measurement_theta_min      2.89
_cell_measurement_theta_max      23.12

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.403
_exptl_crystal_F_000             376
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    5.521
_shelx_estimated_absorpt_T_min   0.405
_shelx_estimated_absorpt_T_max   0.608
_exptl_absorpt_correction_type   multi_scan
_exptl_absorpt_correction_T_min  0.5532
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'sadabs v2008/1(bruker axs, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9840
_diffrn_reflns_av_unetI/netI     0.1530
_diffrn_reflns_av_R_equivalents  0.1165
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.022
_diffrn_reflns_theta_max         28.352
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2689
_reflns_number_gt                1323
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0068P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2689
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1532
_refine_ls_R_factor_gt           0.0556
_refine_ls_wR_factor_ref         0.0940
_refine_ls_wR_factor_gt          0.0747
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.000
_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
Ag Ag 0.83046(16) 0.85491(9) 0.55329(3) 0.0493(2) Uani 1 1 d . . . . .
Br Br 0.6922(2) 0.26016(10) -0.00281(4) 0.0365(2) Uani 1 1 d . . . . .
O1 O 1.3945(14) 0.8882(7) 0.6527(3) 0.0486(15) Uani 1 1 d . . . . .
O2 O 1.4700(15) 1.1450(8) 0.7234(3) 0.0593(17) Uani 1 1 d . . . . .
O3 O 1.1428(15) 1.1230(7) 0.6319(3) 0.0534(16) Uani 1 1 d . . . . .
N1 N 1.2753(16) 0.7477(8) 0.4877(3) 0.0417(18) Uani 1 1 d . . . . .
N2 N 1.2735(15) 0.4869(8) 0.3980(3) 0.0351(16) Uani 1 1 d . . . . .
N3 N 1.1999(14) 0.3623(8) 0.2897(3) 0.0273(14) Uani 1 1 d . . . . .
H3A H 1.3114 0.2745 0.3015 0.033 Uiso 1 1 calc R U . . .
N4 N 1.3379(16) 1.0538(9) 0.6698(3) 0.0338(16) Uani 1 1 d . . . . .
C1 C 1.2657(18) 0.6317(10) 0.4434(3) 0.0312(18) Uani 1 1 d . . . . .
C2 C 1.1637(18) 0.4969(10) 0.3364(4) 0.0304(18) Uani 1 1 d . . . . .
H2B H 1.0602 0.6002 0.3261 0.036 Uiso 1 1 calc R U . . .
C3 C 1.0764(17) 0.3435(9) 0.2215(3) 0.0254(17) Uani 1 1 d . . . . .
C4 C 0.9589(17) 0.4910(9) 0.1930(3) 0.0287(18) Uani 1 1 d . . . . .
H4A H 0.9606 0.6075 0.2188 0.034 Uiso 1 1 calc R U . . .
C5 C 0.8397(17) 0.4663(10) 0.1266(3) 0.0292(18) Uani 1 1 d . . . . .
H5A H 0.7526 0.5640 0.1080 0.035 Uiso 1 1 calc R U . . .
C6 C 0.8508(16) 0.2939(9) 0.0877(3) 0.0236(16) Uani 1 1 d . . . . .
C7 C 0.9689(18) 0.1478(10) 0.1166(3) 0.0328(19) Uani 1 1 d . . . . .
H7A H 0.9713 0.0317 0.0908 0.039 Uiso 1 1 calc R U . . .
C8 C 1.0818(17) 0.1714(9) 0.1825(3) 0.0278(17) Uani 1 1 d . . . . .
H8A H 1.1623 0.0723 0.2013 0.033 Uiso 1 1 calc R U . . .


_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
Ag N1 2.383(6) . ?
Ag N1 2.390(6) 1_455 ?
Ag O3 2.443(6) . ?
Br C6 1.875(7) . ?
O1 N4 1.251(6) . ?
O2 N4 1.233(7) . ?
O3 N4 1.235(7) . ?
N1 C1 1.143(7) . ?
N1 Ag 2.390(6) 1_655 ?
N2 C1 1.307(8) . ?
N2 C2 1.312(9) . ?
N3 C2 1.297(7) . ?
N3 C3 1.420(8) . ?
N3 H3A 0.8600 . ?
C2 H2B 0.9300 . ?
C3 C8 1.386(8) . ?
C3 C4 1.387(9) . ?
C4 C5 1.378(9) . ?
C4 H4A 0.9300 . ?
C5 C6 1.392(8) . ?
C5 H5A 0.9300 . ?
C6 C7 1.384(9) . ?
C7 C8 1.364(9) . ?
C7 H7A 0.9300 . ?
C8 H8A 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
N1 Ag N1 105.7(2) . 1_455 ?
N1 Ag O3 105.52(19) . . ?
N1 Ag O3 141.57(18) 1_455 . ?
N4 O3 Ag 105.5(4) . . ?
C1 N1 Ag 133.2(5) . . ?
C1 N1 Ag 118.4(5) . 1_655 ?
Ag N1 Ag 105.7(2) . 1_655 ?
C1 N2 C2 119.0(6) . . ?
C2 N3 C3 127.4(6) . . ?
C2 N3 H3A 116.3 . . ?
C3 N3 H3A 116.3 . . ?
O2 N4 O3 120.8(6) . . ?
O2 N4 O1 121.1(7) . . ?
O3 N4 O1 118.1(6) . . ?
N1 C1 N2 172.8(8) . . ?
N3 C2 N2 119.8(7) . . ?
N3 C2 H2B 120.1 . . ?
N2 C2 H2B 120.1 . . ?
C8 C3 C4 119.6(6) . . ?
C8 C3 N3 118.0(6) . . ?
C4 C3 N3 122.4(6) . . ?
C5 C4 C3 120.6(6) . . ?
C5 C4 H4A 119.7 . . ?
C3 C4 H4A 119.7 . . ?
C4 C5 C6 119.4(6) . . ?
C4 C5 H5A 120.3 . . ?
C6 C5 H5A 120.3 . . ?
C7 C6 C5 119.6(6) . . ?
C7 C6 Br 120.8(5) . . ?
C5 C6 Br 119.6(5) . . ?
C8 C7 C6 121.0(6) . . ?
C8 C7 H7A 119.5 . . ?
C6 C7 H7A 119.5 . . ?
C7 C8 C3 119.9(7) . . ?
C7 C8 H8A 120.0 . . ?
C3 C8 H8A 120.0 . . ?

_refine_diff_density_max         0.748
_refine_diff_density_min         -1.003
_refine_diff_density_rms         0.176

####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 2013643'
loop_
_audit_author_name
_audit_author_address
'Jhy-Der Chen'
;Chung Yuan Christian University
Taiwan
;
_audit_update_record             
;
2020-07-02 deposited with the CCDC.	2021-02-02 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         ?
_chemical_formula_sum            'C8 H6 Ag F N4 O3'
_chemical_formula_weight         333.04

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'
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'
F F 0.0171 0.0103 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -y, -z'

_cell_length_a                   3.7261(2)
_cell_length_b                   7.1007(4)
_cell_length_c                   19.4928(11)
_cell_angle_alpha                97.342(3)
_cell_angle_beta                 94.485(3)
_cell_angle_gamma                98.505(3)
_cell_volume                     503.40(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6152
_cell_measurement_theta_min      2.93
_cell_measurement_theta_max      28.37

_exptl_crystal_description       Column
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.197
_exptl_crystal_F_000             324
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    2.020
_shelx_estimated_absorpt_T_min   0.499
_shelx_estimated_absorpt_T_max   0.688
_exptl_absorpt_correction_type   multi_scan
_exptl_absorpt_correction_T_min  0.6225
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'sadabs v2008/1(bruker axs, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9036
_diffrn_reflns_av_unetI/netI     0.0238
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.117
_diffrn_reflns_theta_max         28.454
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2505
_reflns_number_gt                2094
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0590P)²+0.3868P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2505
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0487
_refine_ls_R_factor_gt           0.0383
_refine_ls_wR_factor_ref         0.1038
_refine_ls_wR_factor_gt          0.0979
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.002
_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
Ag Ag 0.83131(8) 0.85521(5) 0.55576(2) 0.04915(14) Uani 1 1 d . . . . .
F F 0.6798(9) 0.2552(5) -0.00157(13) 0.0699(8) Uani 1 1 d . . . . .
O1 O 1.4111(9) 0.8898(4) 0.66116(16) 0.0510(7) Uani 1 1 d . . . . .
O2 O 1.4801(10) 1.1504(5) 0.73538(17) 0.0614(8) Uani 1 1 d . . . . .
O3 O 1.1566(9) 1.1272(4) 0.63727(16) 0.0526(7) Uani 1 1 d . . . . .
N1 N 1.2692(9) 0.7447(5) 0.48618(15) 0.0411(7) Uani 1 1 d . . . . .
N2 N 1.2624(8) 0.4826(4) 0.39002(15) 0.0358(6) Uani 1 1 d . . . . .
N3 N 1.1796(8) 0.3561(4) 0.27590(14) 0.0303(6) Uani 1 1 d . . . . .
H3A H 1.2961 0.2678 0.2880 0.036 Uiso 1 1 calc R U . . .
N4 N 1.3542(8) 1.0586(4) 0.67914(15) 0.0324(6) Uani 1 1 d . . . . .
C1 C 1.2540(9) 0.6274(5) 0.43872(16) 0.0315(7) Uani 1 1 d . . . . .
C2 C 1.1439(9) 0.4931(5) 0.32516(17) 0.0295(6) Uani 1 1 d . . . . .
H2B H 1.0359 0.5973 0.3147 0.035 Uiso 1 1 calc R U . . .
C3 C 1.0477(8) 0.3366(5) 0.20470(16) 0.0287(6) Uani 1 1 d . . . . .
C4 C 1.0359(10) 0.1595(5) 0.16523(18) 0.0370(7) Uani 1 1 d . . . . .
H4A H 1.1108 0.0587 0.1857 0.044 Uiso 1 1 calc R U . . .
C5 C 0.9129(11) 0.1317(6) 0.09533(19) 0.0451(9) Uani 1 1 d . . . . .
H5A H 0.9058 0.0133 0.0682 0.054 Uiso 1 1 calc R U . . .
C6 C 0.8020(11) 0.2823(7) 0.06702(18) 0.0439(9) Uani 1 1 d . . . . .
C7 C 0.8102(10) 0.4587(6) 0.1047(2) 0.0416(8) Uani 1 1 d . . . . .
H7A H 0.7309 0.5578 0.0837 0.050 Uiso 1 1 calc R U . . .
C8 C 0.9380(10) 0.4884(5) 0.17445(18) 0.0362(7) Uani 1 1 d . . . . .
H8A H 0.9502 0.6085 0.2008 0.043 Uiso 1 1 calc R U . . .


_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
Ag N1 2.360(3) . ?
Ag N1 2.375(3) 1_455 ?
Ag O3 2.438(3) . ?
Ag Ag 3.3673(7) 2_776 ?
F C6 1.358(4) . ?
O1 N4 1.258(4) . ?
O2 N4 1.222(4) . ?
O3 N4 1.249(4) . ?
N1 C1 1.155(4) . ?
N1 Ag 2.375(3) 1_655 ?
N2 C1 1.313(4) . ?
N2 C2 1.321(4) . ?
N3 C2 1.306(4) . ?
N3 C3 1.418(4) . ?
N3 H3A 0.8600 . ?
C2 H2B 0.9300 . ?
C3 C4 1.381(5) . ?
C3 C8 1.390(5) . ?
C4 C5 1.383(5) . ?
C4 H4A 0.9300 . ?
C5 C6 1.365(6) . ?
C5 H5A 0.9300 . ?
C6 C7 1.364(6) . ?
C7 C8 1.385(5) . ?
C7 H7A 0.9300 . ?
C8 H8A 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
N1 Ag N1 103.80(11) . 1_455 ?
N1 Ag O3 106.12(11) . . ?
N1 Ag O3 142.39(10) 1_455 . ?
N1 Ag Ag 63.18(8) . 2_776 ?
N1 Ag Ag 94.30(8) 1_455 2_776 ?
O3 Ag Ag 79.60(7) . 2_776 ?
N4 O3 Ag 106.3(2) . . ?
C1 N1 Ag 133.8(3) . . ?
C1 N1 Ag 119.9(3) . 1_655 ?
Ag N1 Ag 103.80(11) . 1_655 ?
C1 N2 C2 119.5(3) . . ?
C2 N3 C3 127.3(3) . . ?
C2 N3 H3A 116.4 . . ?
C3 N3 H3A 116.4 . . ?
O2 N4 O3 121.3(3) . . ?
O2 N4 O1 121.8(3) . . ?
O3 N4 O1 116.8(3) . . ?
N1 C1 N2 172.6(4) . . ?
N3 C2 N2 119.5(3) . . ?
N3 C2 H2B 120.2 . . ?
N2 C2 H2B 120.2 . . ?
C4 C3 C8 120.3(3) . . ?
C4 C3 N3 117.4(3) . . ?
C8 C3 N3 122.3(3) . . ?
C3 C4 C5 120.2(3) . . ?
C3 C4 H4A 119.9 . . ?
C5 C4 H4A 119.9 . . ?
C6 C5 C4 118.4(3) . . ?
C6 C5 H5A 120.8 . . ?
C4 C5 H5A 120.8 . . ?
F C6 C7 118.7(4) . . ?
F C6 C5 118.6(4) . . ?
C7 C6 C5 122.7(3) . . ?
C6 C7 C8 119.1(3) . . ?
C6 C7 H7A 120.4 . . ?
C8 C7 H7A 120.4 . . ?
C7 C8 C3 119.2(3) . . ?
C7 C8 H8A 120.4 . . ?
C3 C8 H8A 120.4 . . ?

_refine_diff_density_max         1.514
_refine_diff_density_min         -0.876
_refine_diff_density_rms         0.113

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 2013642'
loop_
_audit_author_name
_audit_author_address
'Jhy-Der Chen'
;Chung Yuan Christian University
Taiwan
;
_audit_update_record             
;
2020-07-02 deposited with the CCDC.	2021-02-02 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         ?
_chemical_formula_sum            'C16 H12 Ag Cl I2 N6 O4'
_chemical_formula_weight         749.44

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'
Cl Cl 0.1484 0.1585 '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'
I I -0.4742 1.8119 '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                   8.0342(6)
_cell_length_b                   21.6112(15)
_cell_length_c                   12.4530(9)
_cell_angle_alpha                90
_cell_angle_beta                 90.03
_cell_angle_gamma                90
_cell_volume                     2162.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9958
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      28.11

_exptl_crystal_description       Plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.302
_exptl_crystal_F_000             1408
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    3.947
_shelx_estimated_absorpt_T_min   0.384
_shelx_estimated_absorpt_T_max   0.694
_exptl_absorpt_correction_type   multi_scan
_exptl_absorpt_correction_T_min  0.5042
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'sadabs v2008/1(bruker axs, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10176
_diffrn_reflns_av_unetI/netI     0.0637
_diffrn_reflns_av_R_equivalents  0.0422
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.887
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.772
_diffrn_measured_fraction_theta_full 0.760
_diffrn_reflns_Laue_measured_fraction_max 0.772
_diffrn_reflns_Laue_measured_fraction_full 0.760
_diffrn_reflns_point_group_measured_fraction_max 0.772
_diffrn_reflns_point_group_measured_fraction_full 0.760
_reflns_number_total             3286
_reflns_number_gt                2178
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0186P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3286
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_ref         0.0821
_refine_ls_wR_factor_gt          0.0783
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.007
_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_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
Ag Ag -0.02533(11) 0.76841(3) 0.13405(6) 0.0924(3) Uani 1 1 d . . . . .
I1 I 0.72661(7) 1.26696(2) 0.15140(4) 0.06183(17) Uani 1 1 d . . . . .
I2 I -0.29214(6) 0.25819(2) -0.24690(4) 0.05411(16) Uani 1 1 d . . . . .
N1 N 0.0448(8) 0.8601(3) 0.0811(4) 0.0647(16) Uani 1 1 d . . . . .
N2 N 0.1552(7) 0.9535(2) -0.0066(4) 0.0450(13) Uani 1 1 d . . . . .
N3 N 0.2950(6) 1.0448(2) -0.0091(3) 0.0403(12) Uani 1 1 d . . . . .
H3A H 0.2656 1.0479 -0.0753 0.048 Uiso 1 1 calc R U . . .
N4 N -0.1686(8) 0.6954(3) 0.0553(4) 0.0672(17) Uani 1 1 d . . . . .
N5 N -0.3490(8) 0.6303(3) -0.0539(4) 0.0589(15) Uani 1 1 d . . . . .
N6 N -0.4151(7) 0.5374(2) -0.1299(4) 0.0505(14) Uani 1 1 d . . . . .
H6A H -0.5005 0.5546 -0.1589 0.061 Uiso 1 1 calc R U . . .
C1 C 0.1036(8) 0.9043(3) 0.0447(5) 0.0483(16) Uani 1 1 d . . . . .
C2 C 0.2446(7) 0.9952(3) 0.0410(4) 0.0387(15) Uani 1 1 d . . . . .
H2B H 0.2734 0.9897 0.1127 0.046 Uiso 1 1 calc R U . . .
C3 C 0.3917(8) 1.0939(2) 0.0315(4) 0.0382(14) Uani 1 1 d . . . . .
C4 C 0.4044(8) 1.1475(3) -0.0275(4) 0.0457(16) Uani 1 1 d . . . . .
H4A H 0.3477 1.1506 -0.0923 0.055 Uiso 1 1 calc R U . . .
C5 C 0.4989(8) 1.1963(3) 0.0072(4) 0.0466(16) Uani 1 1 d . . . . .
H5B H 0.5057 1.2324 -0.0331 0.056 Uiso 1 1 calc R U . . .
C6 C 0.5832(8) 1.1908(3) 0.1025(5) 0.0411(14) Uani 1 1 d . . . . .
C7 C 0.5738(7) 1.1379(2) 0.1627(4) 0.0409(14) Uani 1 1 d . . . . .
H7A H 0.6331 1.1348 0.2266 0.049 Uiso 1 1 calc R U . . .
C8 C 0.4774(8) 1.0895(3) 0.1289(4) 0.0431(15) Uani 1 1 d . . . . .
H8A H 0.4690 1.0539 0.1705 0.052 Uiso 1 1 calc R U . . .
C9 C -0.2472(9) 0.6622(3) 0.0059(5) 0.0522(17) Uani 1 1 d . . . . .
C10 C -0.3210(8) 0.5724(3) -0.0701(5) 0.0469(15) Uani 1 1 d . . . . .
H10A H -0.2286 0.5545 -0.0374 0.056 Uiso 1 1 calc R U . . .
C11 C -0.3904(8) 0.4735(3) -0.1520(4) 0.0446(15) Uani 1 1 d . . . . .
C12 C -0.4797(8) 0.4461(3) -0.2345(5) 0.0516(17) Uani 1 1 d . . . . .
H12A H -0.5571 0.4693 -0.2728 0.062 Uiso 1 1 calc R U . . .
C13 C -0.4550(9) 0.3846(3) -0.2605(5) 0.0545(18) Uani 1 1 d . . . . .
H13A H -0.5158 0.3666 -0.3158 0.065 Uiso 1 1 calc R U . . .
C14 C -0.3397(8) 0.3499(3) -0.2041(4) 0.0439(15) Uani 1 1 d . . . . .
C15 C -0.2520(8) 0.3772(3) -0.1215(4) 0.0525(17) Uani 1 1 d . . . . .
H15A H -0.1747 0.3542 -0.0829 0.063 Uiso 1 1 calc R U . . .
C16 C -0.2781(9) 0.4384(3) -0.0958(5) 0.0566(19) Uani 1 1 d . . . . .
H16A H -0.2188 0.4562 -0.0395 0.068 Uiso 1 1 calc R U . . .
Cl Cl 0.8998(2) 0.44189(7) 0.19457(11) 0.0448(4) Uani 1 1 d . . . . .
O1 O 1.0301(6) 0.4446(2) 0.2693(3) 0.0640(14) Uani 1 1 d . . . . .
O2 O 0.7447(6) 0.4286(2) 0.2498(3) 0.0594(12) Uani 1 1 d . . . . .
O3 O 0.9319(7) 0.3952(2) 0.1178(4) 0.0753(15) Uani 1 1 d . . . . .
O4 O 0.8845(8) 0.4999(2) 0.1418(3) 0.0809(17) 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
Ag N1 2.164(6) . ?
Ag N4 2.185(6) . ?
Ag I2 2.9677(10) 3_565 ?
Ag I1 3.1240(10) 2_545 ?
I1 C6 2.099(5) . ?
I1 Ag 3.1240(10) 2 ?
I2 C14 2.087(6) . ?
I2 Ag 2.9677(10) 3_565 ?
N1 C1 1.157(8) . ?
N2 C2 1.296(7) . ?
N2 C1 1.308(8) . ?
N3 C2 1.305(7) . ?
N3 C3 1.409(7) . ?
N3 H3A 0.8600 . ?
N4 C9 1.137(8) . ?
N5 C10 1.288(8) . ?
N5 C9 1.304(8) . ?
N6 C10 1.303(7) . ?
N6 C11 1.422(8) . ?
N6 H6A 0.8600 . ?
C2 H2B 0.9300 . ?
C3 C4 1.376(7) . ?
C3 C8 1.398(8) . ?
C4 C5 1.369(8) . ?
C4 H4A 0.9300 . ?
C5 C6 1.372(8) . ?
C5 H5B 0.9300 . ?
C6 C7 1.370(7) . ?
C7 C8 1.367(8) . ?
C7 H7A 0.9300 . ?
C8 H8A 0.9300 . ?
C10 H10A 0.9300 . ?
C11 C16 1.370(8) . ?
C11 C12 1.386(8) . ?
C12 C13 1.382(8) . ?
C12 H12A 0.9300 . ?
C13 C14 1.383(8) . ?
C13 H13A 0.9300 . ?
C14 C15 1.380(8) . ?
C15 C16 1.377(8) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
Cl O1 1.402(4) . ?
Cl O3 1.413(4) . ?
Cl O4 1.420(4) . ?
Cl O2 1.452(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
N1 Ag N4 131.4(2) . . ?
N1 Ag I2 95.61(16) . 3_565 ?
N4 Ag I2 121.67(16) . 3_565 ?
N1 Ag I1 113.89(17) . 2_545 ?
N4 Ag I1 95.96(16) . 2_545 ?
I2 Ag I1 92.19(2) 3_565 2_545 ?
C6 I1 Ag 88.37(16) . 2 ?
C14 I2 Ag 102.73(16) . 3_565 ?
C1 N1 Ag 168.9(6) . . ?
C2 N2 C1 121.2(5) . . ?
C2 N3 C3 128.1(5) . . ?
C2 N3 H3A 115.9 . . ?
C3 N3 H3A 115.9 . . ?
C9 N4 Ag 172.4(6) . . ?
C10 N5 C9 119.6(6) . . ?
C10 N6 C11 126.4(6) . . ?
C10 N6 H6A 116.8 . . ?
C11 N6 H6A 116.8 . . ?
N1 C1 N2 172.3(7) . . ?
N2 C2 N3 121.6(5) . . ?
N2 C2 H2B 119.2 . . ?
N3 C2 H2B 119.2 . . ?
C4 C3 C8 118.9(5) . . ?
C4 C3 N3 118.9(5) . . ?
C8 C3 N3 122.2(5) . . ?
C5 C4 C3 121.5(5) . . ?
C5 C4 H4A 119.3 . . ?
C3 C4 H4A 119.3 . . ?
C4 C5 C6 118.7(5) . . ?
C4 C5 H5B 120.7 . . ?
C6 C5 H5B 120.7 . . ?
C7 C6 C5 121.2(5) . . ?
C7 C6 I1 121.8(4) . . ?
C5 C6 I1 117.0(4) . . ?
C8 C7 C6 120.1(5) . . ?
C8 C7 H7A 119.9 . . ?
C6 C7 H7A 119.9 . . ?
C7 C8 C3 119.6(5) . . ?
C7 C8 H8A 120.2 . . ?
C3 C8 H8A 120.2 . . ?
N4 C9 N5 172.6(8) . . ?
N5 C10 N6 123.5(6) . . ?
N5 C10 H10A 118.2 . . ?
N6 C10 H10A 118.2 . . ?
C16 C11 C12 118.9(6) . . ?
C16 C11 N6 122.0(5) . . ?
C12 C11 N6 119.1(5) . . ?
C11 C12 C13 120.6(6) . . ?
C11 C12 H12A 119.7 . . ?
C13 C12 H12A 119.7 . . ?
C14 C13 C12 120.0(6) . . ?
C14 C13 H13A 120.0 . . ?
C12 C13 H13A 120.0 . . ?
C13 C14 C15 119.2(6) . . ?
C13 C14 I2 120.5(4) . . ?
C15 C14 I2 120.3(5) . . ?
C16 C15 C14 120.5(6) . . ?
C16 C15 H15A 119.8 . . ?
C14 C15 H15A 119.8 . . ?
C11 C16 C15 120.8(6) . . ?
C11 C16 H16A 119.6 . . ?
C15 C16 H16A 119.6 . . ?
O1 Cl O3 110.0(3) . . ?
O1 Cl O4 109.6(3) . . ?
O3 Cl O4 109.4(3) . . ?
O1 Cl O2 109.5(3) . . ?
O3 Cl O2 109.6(3) . . ?
O4 Cl O2 108.7(3) . . ?

_refine_diff_density_max         1.178
_refine_diff_density_min         -0.893
_refine_diff_density_rms         0.099

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 2013641'
loop_
_audit_author_name
_audit_author_address
'Jhy-Der Chen'
;Chung Yuan Christian University
Taiwan
;
_audit_update_record             
;
2020-07-02 deposited with the CCDC.	2021-02-02 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         ?
_chemical_formula_sum            'C8 H6 Ag Br Cl N3 O4'
_chemical_formula_weight         431.39

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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           61
_space_group_name_H-M_alt        'P b c a'
_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'
'-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                   9.3818(2)
_cell_length_b                   7.93180(10)
_cell_length_c                   33.2918(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2477.40(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    277(2)
_cell_measurement_reflns_used    5837
_cell_measurement_theta_min      3.42
_cell_measurement_theta_max      24.86

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.313
_exptl_crystal_F_000             1648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.740
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    5.077
_shelx_estimated_absorpt_T_min   0.117
_shelx_estimated_absorpt_T_max   0.537
_exptl_absorpt_correction_type   multi_scan
_exptl_absorpt_correction_T_min  0.4183
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   'sadabs v2008/1(bruker axs, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      277(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12044
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         3.419
_diffrn_reflns_theta_max         25.024
_diffrn_reflns_theta_full        25.024
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             2154
_reflns_number_gt                1864
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0419P)²+3.5490P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0041(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2154
_refine_ls_number_parameters     164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0340
_refine_ls_wR_factor_ref         0.0871
_refine_ls_wR_factor_gt          0.0829
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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_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
Ag Ag 0.84213(5) 0.81441(5) 0.52579(2) 0.0682(2) Uani 1 1 d . . . . .
Br Br 0.89740(5) 0.51509(6) 0.80036(2) 0.0567(2) Uani 1 1 d . . . . .
N1 N 1.1852(4) 0.5629(6) 0.51040(12) 0.0610(10) Uani 1 1 d . . . . .
N2 N 0.9975(4) 0.6530(4) 0.55760(10) 0.0439(8) Uani 1 1 d . . . . .
N3 N 0.9061(4) 0.6500(4) 0.62109(9) 0.0396(7) Uani 1 1 d . . . . .
H3A H 0.8333 0.7022 0.6115 0.048 Uiso 1 1 calc R U . . .
C1 C 1.1030(5) 0.6042(5) 0.53368(12) 0.0471(10) Uani 1 1 d . . . . .
C2 C 1.0075(4) 0.6148(4) 0.59625(11) 0.0391(8) Uani 1 1 d . . . . .
H2A H 1.0893 0.5615 0.6057 0.047 Uiso 1 1 calc R U . . .
C3 C 0.9034(4) 0.6108(4) 0.66259(11) 0.0358(8) Uani 1 1 d . . . . .
C4 C 1.0035(4) 0.5059(5) 0.68002(12) 0.0423(9) Uani 1 1 d . . . . .
H4A H 1.0733 0.4552 0.6643 0.051 Uiso 1 1 calc R U . . .
C5 C 0.9993(5) 0.4770(5) 0.72071(12) 0.0435(9) Uani 1 1 d . . . . .
H5A H 1.0672 0.4075 0.7326 0.052 Uiso 1 1 calc R U . . .
C6 C 0.8947(4) 0.5506(5) 0.74412(12) 0.0398(9) Uani 1 1 d . . . . .
C7 C 0.7929(4) 0.6500(5) 0.72676(12) 0.0429(9) Uani 1 1 d . . . . .
H7A H 0.7208 0.6963 0.7425 0.051 Uiso 1 1 calc R U . . .
C8 C 0.7967(4) 0.6818(5) 0.68593(12) 0.0420(9) Uani 1 1 d . . . . .
H8A H 0.7280 0.7505 0.6742 0.050 Uiso 1 1 calc R U . . .
Cl Cl 0.97990(13) 1.15792(12) 0.58312(3) 0.0535(3) Uani 1 1 d . . . . .
O1 O 0.8703(4) 1.2809(4) 0.59212(13) 0.0773(11) Uani 1 1 d . . . . .
O2 O 0.9756(5) 1.1202(5) 0.54163(10) 0.0835(11) Uani 1 1 d . . . . .
O3 O 0.9496(8) 1.0110(4) 0.60499(14) 0.1186(19) Uani 1 1 d . . . . .
O4 O 1.1134(5) 1.2288(6) 0.59360(16) 0.1034(15) 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
Ag N1 2.137(4) 4_466 ?
Ag N2 2.210(3) . ?
Br C6 1.894(4) . ?
N1 C1 1.141(6) . ?
N1 Ag 2.137(4) 4_566 ?
N2 C2 1.325(5) . ?
N2 C1 1.328(6) . ?
N3 C2 1.291(5) . ?
N3 C3 1.416(5) . ?
N3 H3A 0.8600 . ?
C2 H2A 0.9300 . ?
C3 C4 1.382(5) . ?
C3 C8 1.387(5) . ?
C4 C5 1.374(6) . ?
C4 H4A 0.9300 . ?
C5 C6 1.382(6) . ?
C5 H5A 0.9300 . ?
C6 C7 1.367(5) . ?
C7 C8 1.383(6) . ?
C7 H7A 0.9300 . ?
C8 H8A 0.9300 . ?
Cl O3 1.403(4) . ?
Cl O2 1.414(3) . ?
Cl O4 1.417(4) . ?
Cl O1 1.448(4) . ?

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
N1 Ag N2 171.23(15) 4_466 . ?
C1 N1 Ag 135.9(4) . 4_566 ?
C2 N2 C1 117.5(3) . . ?
C2 N2 Ag 130.2(3) . . ?
C1 N2 Ag 111.9(3) . . ?
C2 N3 C3 126.2(3) . . ?
C2 N3 H3A 116.9 . . ?
C3 N3 H3A 116.9 . . ?
N1 C1 N2 173.9(5) . . ?
N3 C2 N2 121.3(4) . . ?
N3 C2 H2A 119.3 . . ?
N2 C2 H2A 119.3 . . ?
C4 C3 C8 120.0(4) . . ?
C4 C3 N3 122.0(3) . . ?
C8 C3 N3 118.1(3) . . ?
C5 C4 C3 119.7(4) . . ?
C5 C4 H4A 120.2 . . ?
C3 C4 H4A 120.2 . . ?
C4 C5 C6 120.4(4) . . ?
C4 C5 H5A 119.8 . . ?
C6 C5 H5A 119.8 . . ?
C7 C6 C5 120.1(4) . . ?
C7 C6 Br 120.9(3) . . ?
C5 C6 Br 119.0(3) . . ?
C6 C7 C8 120.2(4) . . ?
C6 C7 H7A 119.9 . . ?
C8 C7 H7A 119.9 . . ?
C7 C8 C3 119.7(4) . . ?
C7 C8 H8A 120.2 . . ?
C3 C8 H8A 120.2 . . ?
O3 Cl O2 109.0(3) . . ?
O3 Cl O4 112.4(4) . . ?
O2 Cl O4 110.5(3) . . ?
O3 Cl O1 107.9(3) . . ?
O2 Cl O1 108.9(3) . . ?
O4 Cl O1 108.0(2) . . ?

_refine_diff_density_max         0.951
_refine_diff_density_min         -0.732
_refine_diff_density_rms         0.080

####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 2013644'
loop_
_audit_author_name
_audit_author_address
'Jhy-Der Chen'
;Chung Yuan Christian University
Taiwan
;
_audit_update_record             
;
2020-07-02 deposited with the CCDC.	2021-02-02 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         ?
_chemical_formula_sum            'C8 H6 Ag Cl N4 O3'
_chemical_formula_weight         349.49

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'
Cl Cl 0.1484 0.1585 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -y, -z'

_cell_length_a                   3.7598(5)
_cell_length_b                   7.1464(10)
_cell_length_c                   20.287(3)
_cell_angle_alpha                97.388(3)
_cell_angle_beta                 94.146(3)
_cell_angle_gamma                98.600(2)
_cell_volume                     532.16(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5252
_cell_measurement_theta_min      2.91
_cell_measurement_theta_max      28.41

_exptl_crystal_description       Plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.181
_exptl_crystal_F_000             340
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    2.146
_shelx_estimated_absorpt_T_min   0.481
_shelx_estimated_absorpt_T_max   0.814
_exptl_absorpt_correction_type   multi_scan
_exptl_absorpt_correction_T_min  0.6537
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'sadabs v2008/1(bruker axs, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10148
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.033
_diffrn_reflns_theta_max         28.420
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2646
_reflns_number_gt                2112
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0962P)²+0.6331P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2646
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0717
_refine_ls_R_factor_gt           0.0573
_refine_ls_wR_factor_ref         0.1554
_refine_ls_wR_factor_gt          0.1447
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_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_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
Ag Ag 0.82931(12) 0.85497(7) 0.55389(2) 0.0496(2) Uani 1 1 d . . . . .
Cl Cl 0.6938(4) 0.2613(2) -0.00142(6) 0.0467(3) Uani 1 1 d . . . . .
O2 O 1.4748(14) 1.1454(7) 0.7264(2) 0.0618(12) Uani 1 1 d . . . . .
O3 O 1.1520(13) 1.1251(6) 0.6325(2) 0.0546(11) Uani 1 1 d . . . . .
O1 O 1.4009(13) 0.8882(5) 0.6548(2) 0.0511(10) Uani 1 1 d . . . . .
N1 N 1.2705(13) 0.7471(7) 0.4871(2) 0.0416(10) Uani 1 1 d . . . . .
N2 N 1.2669(12) 0.4841(6) 0.39559(19) 0.0331(9) Uani 1 1 d . . . . .
N3 N 1.1915(11) 0.3587(5) 0.28600(18) 0.0305(8) Uani 1 1 d . . . . .
H3A H 1.3012 0.2693 0.2978 0.037 Uiso 1 1 calc R U . . .
N4 N 1.3462(12) 1.0556(5) 0.6722(2) 0.0321(8) Uani 1 1 d . . . . .
C1 C 1.2567(14) 0.6289(7) 0.4421(2) 0.0325(10) Uani 1 1 d . . . . .
C2 C 1.1566(13) 0.4958(6) 0.3332(2) 0.0283(9) Uani 1 1 d . . . . .
H2B H 1.0550 0.6007 0.3229 0.034 Uiso 1 1 calc R U . . .
C3 C 1.0671(12) 0.3414(6) 0.2170(2) 0.0262(8) Uani 1 1 d . . . . .
C4 C 0.9507(14) 0.4928(6) 0.1890(2) 0.0326(10) Uani 1 1 d . . . . .
H4A H 0.9521 0.6099 0.2151 0.039 Uiso 1 1 calc R U . . .
C5 C 0.8339(14) 0.4655(7) 0.1222(2) 0.0330(10) Uani 1 1 d . . . . .
H5A H 0.7506 0.5641 0.1030 0.040 Uiso 1 1 calc R U . . .
C6 C 0.8395(13) 0.2920(7) 0.0831(2) 0.0325(9) Uani 1 1 d . . . . .
C7 C 0.9569(15) 0.1426(7) 0.1108(2) 0.0355(10) Uani 1 1 d . . . . .
H7A H 0.9582 0.0261 0.0845 0.043 Uiso 1 1 calc R U . . .
C8 C 1.0728(14) 0.1688(6) 0.1784(2) 0.0323(10) Uani 1 1 d . . . . .
H8A H 1.1543 0.0698 0.1976 0.039 Uiso 1 1 calc R U . . .


_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
Ag N1 2.371(5) . ?
Ag N1 2.383(5) 1_455 ?
Ag O3 2.443(5) . ?
Cl C6 1.738(5) . ?
O2 N4 1.226(6) . ?
O3 N4 1.247(5) . ?
O1 N4 1.254(5) . ?
N1 C1 1.154(6) . ?
N1 Ag 2.383(5) 1_655 ?
N2 C1 1.315(6) . ?
N2 C2 1.320(6) . ?
N3 C2 1.308(6) . ?
N3 C3 1.427(5) . ?
N3 H3A 0.8600 . ?
C2 H2B 0.9300 . ?
C3 C8 1.377(6) . ?
C3 C4 1.396(6) . ?
C4 C5 1.376(7) . ?
C4 H4A 0.9300 . ?
C5 C6 1.387(7) . ?
C5 H5A 0.9300 . ?
C6 C7 1.381(7) . ?
C7 C8 1.389(7) . ?
C7 H7A 0.9300 . ?
C8 H8A 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
N1 Ag N1 104.53(17) . 1_455 ?
N1 Ag O3 105.56(17) . . ?
N1 Ag O3 142.12(14) 1_455 . ?
N4 O3 Ag 105.9(3) . . ?
C1 N1 Ag 133.2(4) . . ?
C1 N1 Ag 119.3(4) . 1_655 ?
Ag N1 Ag 104.53(17) . 1_655 ?
C1 N2 C2 119.1(4) . . ?
C2 N3 C3 127.0(4) . . ?
C2 N3 H3A 116.5 . . ?
C3 N3 H3A 116.5 . . ?
O2 N4 O3 121.7(4) . . ?
O2 N4 O1 121.1(5) . . ?
O3 N4 O1 117.2(4) . . ?
N1 C1 N2 172.8(5) . . ?
N3 C2 N2 119.4(4) . . ?
N3 C2 H2B 120.3 . . ?
N2 C2 H2B 120.3 . . ?
C8 C3 C4 120.9(4) . . ?
C8 C3 N3 117.1(4) . . ?
C4 C3 N3 122.0(4) . . ?
C5 C4 C3 118.7(4) . . ?
C5 C4 H4A 120.6 . . ?
C3 C4 H4A 120.6 . . ?
C4 C5 C6 120.5(4) . . ?
C4 C5 H5A 119.8 . . ?
C6 C5 H5A 119.8 . . ?
C7 C6 C5 120.7(4) . . ?
C7 C6 Cl 119.6(4) . . ?
C5 C6 Cl 119.7(4) . . ?
C6 C7 C8 119.1(4) . . ?
C6 C7 H7A 120.5 . . ?
C8 C7 H7A 120.5 . . ?
C3 C8 C7 120.0(4) . . ?
C3 C8 H8A 120.0 . . ?
C7 C8 H8A 120.0 . . ?

_refine_diff_density_max         2.810
_refine_diff_density_min         -1.171
_refine_diff_density_rms         0.174

