# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_compound1
_database_code_depnum_ccdc_archive 'CCDC 1893848'
loop_
_audit_author_name
_audit_author_address
'Stephane Baudron'
;University of Strasbourg
France
;
_audit_update_record             
;
2019-01-27 deposited with the CCDC.	2019-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H12 N4 O'
_chemical_formula_weight         204.24

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/c'
_space_group_name_Hall           '-P 2yc'

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

_cell_length_a                   11.9283(6)
_cell_length_b                   6.5439(3)
_cell_length_c                   6.8123(3)
_cell_angle_alpha                90
_cell_angle_beta                 105.114(2)
_cell_angle_gamma                90
_cell_volume                     513.36(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9966
_cell_measurement_theta_min      3.11
_cell_measurement_theta_max      30.08

_exptl_crystal_description       platelet
_exptl_crystal_colour            light-yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_F_000             216
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.091
_shelx_estimated_absorpt_T_min   0.993
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.992
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(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            32009
_diffrn_reflns_av_unetI/netI     0.0136
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.113
_diffrn_reflns_theta_max         30.214
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             1501
_reflns_number_gt                1345
_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 (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)+(0.0525P)²+0.2514P] 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         1501
_refine_ls_number_parameters     73
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0483
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_ref         0.1223
_refine_ls_wR_factor_gt          0.1189
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_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
H6 H 0.5092(19) 0.174(3) 0.153(3) 0.054(6) Uiso 1 1 d . . . . .
C1 C 0.64154(10) 0.47963(18) 1.00538(17) 0.0229(3) Uani 1 1 d . . . . .
H1 H 0.660873 0.618740 1.037077 0.027 Uiso 1 1 calc R U . . .
C2 C 0.72947(10) 0.34332(17) 0.97623(18) 0.0224(3) Uani 1 1 d . . . . .
C3 C 0.84726(11) 0.3795(2) 1.0075(2) 0.0291(3) Uani 1 1 d . . . . .
H3 H 0.887533 0.500706 1.061142 0.035 Uiso 1 1 calc R U . . .
C4 C 0.89602(11) 0.2040(2) 0.9452(2) 0.0331(3) Uani 1 1 d . . . . .
H4 H 0.975571 0.183908 0.949993 0.040 Uiso 1 1 calc R U . . .
C5 C 0.80754(11) 0.0665(2) 0.8759(2) 0.0290(3) Uani 1 1 d . . . . .
H5 H 0.815287 -0.065433 0.822801 0.035 Uiso 1 1 calc R U . . .
N1 N 0.53668(8) 0.41900(14) 0.98985(15) 0.0225(2) Uani 1 1 d . . . . .
N2 N 0.70718(9) 0.15081(15) 0.89607(16) 0.0239(2) Uani 1 1 d . . . . .
H2 H 0.638647 0.091336 0.862942 0.029 Uiso 1 1 calc R U . . .
O1 O 0.500000 0.09152(19) 0.250000 0.0277(3) Uani 1 2 d S T 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 N1 1.2901(15) . ?
C1 C2 1.4296(15) . ?
C1 H1 0.9500 . ?
C2 N2 1.3712(15) . ?
C2 C3 1.3854(16) . ?
C3 C4 1.4019(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.3734(19) . ?
C4 H4 0.9500 . ?
C5 N2 1.3572(15) . ?
C5 H5 0.9500 . ?
N1 N1 1.4041(18) 3_667 ?
N2 H2 0.8800 . ?
O1 H6 0.88(2) . ?

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 C1 C2 121.84(11) . . ?
N1 C1 H1 119.1 . . ?
C2 C1 H1 119.1 . . ?
N2 C2 C3 107.55(10) . . ?
N2 C2 C1 123.74(10) . . ?
C3 C2 C1 128.58(11) . . ?
C2 C3 C4 107.33(11) . . ?
C2 C3 H3 126.3 . . ?
C4 C3 H3 126.3 . . ?
C5 C4 C3 107.35(11) . . ?
C5 C4 H4 126.3 . . ?
C3 C4 H4 126.3 . . ?
N2 C5 C4 108.55(11) . . ?
N2 C5 H5 125.7 . . ?
C4 C5 H5 125.7 . . ?
C1 N1 N1 112.05(12) . 3_667 ?
C5 N2 C2 109.21(10) . . ?
C5 N2 H2 125.4 . . ?
C2 N2 H2 125.4 . . ?
H6 O1 H6 105(3) . 2_655 ?

_refine_diff_density_max         0.302
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.048

####################################################################### 
# 
# 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_compound6
_database_code_depnum_ccdc_archive 'CCDC 1893853'
loop_
_audit_author_name
_audit_author_address
'Stephane Baudron'
;University of Strasbourg
France
;
_audit_update_record             
;
2019-01-27 deposited with the CCDC.	2019-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H14 Ag2 N6 O7'
_chemical_formula_weight         558.02

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

_cell_length_a                   20.5483(12)
_cell_length_b                   16.1886(10)
_cell_length_c                   4.8655(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1618.50(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4101
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      30.21

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.290
_exptl_crystal_F_000             1088
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    2.472
_shelx_estimated_absorpt_T_min   0.790
_shelx_estimated_absorpt_T_max   0.908
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.789
_exptl_absorpt_correction_T_max  0.907
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(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            10291
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_theta_min         2.348
_diffrn_reflns_theta_max         30.278
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2414
_reflns_number_gt                2031
_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 (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)+(0.0226P)²+1.8825P] 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         2414
_refine_ls_number_parameters     142
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0318
_refine_ls_R_factor_gt           0.0250
_refine_ls_wR_factor_ref         0.0626
_refine_ls_wR_factor_gt          0.0584
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_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
C1 C 0.67565(11) -0.04059(19) 0.2388(5) 0.0355(6) Uani 1 1 d . . . . .
H1 H 0.700298 -0.069721 0.105025 0.043 Uiso 1 1 calc R U . . .
C2 C 0.68407(11) 0.04057(19) 0.3096(5) 0.0359(6) Uani 1 1 d . . . . .
H2 H 0.714995 0.077672 0.233282 0.043 Uiso 1 1 calc R U . . .
C3 C 0.63807(11) 0.05892(16) 0.5178(5) 0.0268(5) Uani 1 1 d . . . . .
H3 H 0.632479 0.110476 0.607999 0.032 Uiso 1 1 calc R U . . .
C4 C 0.60263(10) -0.01297(15) 0.5648(4) 0.0220(4) Uani 1 1 d . . . . .
C5 C 0.54900(10) -0.03232(13) 0.7406(4) 0.0201(4) Uani 1 1 d . . . . .
H5 H 0.527581 -0.083700 0.713864 0.024 Uiso 1 1 calc R U . . .
N1 N 0.52780(8) 0.01533(11) 0.9329(4) 0.0182(3) Uani 1 1 d . . . . .
N2 N 0.62653(10) -0.07254(13) 0.3902(4) 0.0274(4) Uani 1 1 d . . . . .
H2A H 0.612073 -0.123594 0.378829 0.033 Uiso 1 1 calc R U . . .
N3 N 0.69811(14) 0.250000 -0.1190(7) 0.0340(7) Uani 1 2 d S T P . .
N4 N 0.51448(12) 0.250000 0.5468(5) 0.0190(5) Uani 1 2 d S T P . .
O1 O 0.63712(11) 0.250000 -0.0993(6) 0.0360(6) Uani 1 2 d S T P A .
O2 O 0.72937(16) 0.1868(2) -0.1255(11) 0.0875(15) Uani 0.738(5) 1 d . . P A 1
O2B O 0.7202(7) 0.250000 -0.374(4) 0.0875(15) Uani 0.262(5) 2 d S T P A 2
O2C O 0.7308(7) 0.250000 0.074(4) 0.0875(15) Uani 0.262(5) 2 d S T P A 2
O3 O 0.54006(15) 0.250000 0.3101(5) 0.0391(7) Uani 1 2 d S T P A .
O4 O 0.50212(8) 0.31717(10) 0.6574(3) 0.0259(3) Uani 1 1 d . . . . .
Ag1 Ag 0.58073(2) 0.12942(2) 0.09455(4) 0.02963(7) Uani 1 1 d . . . . .
O5 O 0.63771(11) 0.750000 0.2501(6) 0.0358(6) Uani 1 2 d DS T P . .
C6 C 0.6278(2) 0.750000 -0.0408(10) 0.0441(10) Uani 1 2 d S T P . .
H5A H 0.6775(8) 0.750000 0.294(10) 0.052(14) Uiso 1 2 d DS . P . .
H6A H 0.585(3) 0.750000 -0.089(11) 0.064(18) Uiso 1 2 d S . P . .
H6B H 0.6438(17) 0.796(2) -0.131(7) 0.053(10) 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 N2 1.352(3) . ?
C1 C2 1.369(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.417(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.392(3) . ?
C3 Ag1 2.633(2) . ?
C3 H3 0.9500 . ?
C4 N2 1.376(3) . ?
C4 C5 1.430(3) . ?
C5 N1 1.288(3) . ?
C5 H5 0.9500 . ?
N1 N1 1.407(3) 5_657 ?
N1 Ag1 2.2832(18) 1_556 ?
N2 H2A 0.8800 . ?
N3 O2C 1.15(2) . ?
N3 O2 1.208(4) 8_565 ?
N3 O2 1.208(4) . ?
N3 O1 1.257(4) . ?
N3 O2B 1.32(2) . ?
N4 O4 1.239(2) . ?
N4 O4 1.239(2) 8_565 ?
N4 O3 1.266(4) . ?
O1 Ag1 2.4579(15) 8_565 ?
O1 Ag1 2.4580(15) . ?
O3 Ag1 2.3682(15) 8_565 ?
O3 Ag1 2.3683(15) . ?
O5 C6 1.430(6) . ?
O5 H5A 0.845(10) . ?
C6 H6A 0.92(5) . ?
C6 H6B 0.93(4) . ?
C6 H6B 0.93(4) 8_575 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 C2 108.9(2) . . ?
N2 C1 H1 125.5 . . ?
C2 C1 H1 125.5 . . ?
C1 C2 C3 107.3(2) . . ?
C1 C2 H2 126.4 . . ?
C3 C2 H2 126.4 . . ?
C4 C3 C2 106.9(2) . . ?
C4 C3 Ag1 104.90(14) . . ?
C2 C3 Ag1 80.23(15) . . ?
C4 C3 H3 126.5 . . ?
C2 C3 H3 126.5 . . ?
Ag1 C3 H3 85.8 . . ?
N2 C4 C3 107.3(2) . . ?
N2 C4 C5 119.4(2) . . ?
C3 C4 C5 133.2(2) . . ?
N1 C5 C4 124.3(2) . . ?
N1 C5 H5 117.8 . . ?
C4 C5 H5 117.8 . . ?
C5 N1 N1 113.6(2) . 5_657 ?
C5 N1 Ag1 125.00(14) . 1_556 ?
N1 N1 Ag1 120.82(17) 5_657 1_556 ?
C1 N2 C4 109.6(2) . . ?
C1 N2 H2A 125.2 . . ?
C4 N2 H2A 125.2 . . ?
O2 N3 O2 115.7(4) 8_565 . ?
O2C N3 O1 121.2(9) . . ?
O2 N3 O1 122.1(2) 8_565 . ?
O2 N3 O1 122.1(2) . . ?
O2C N3 O2B 124.3(10) . . ?
O1 N3 O2B 114.5(7) . . ?
O4 N4 O4 122.6(3) . 8_565 ?
O4 N4 O3 118.68(14) . . ?
O4 N4 O3 118.68(13) 8_565 . ?
N3 O1 Ag1 119.95(11) . 8_565 ?
N3 O1 Ag1 119.95(11) . . ?
Ag1 O1 Ag1 105.15(9) 8_565 . ?
N4 O3 Ag1 123.33(6) . 8_565 ?
N4 O3 Ag1 123.33(6) . . ?
Ag1 O3 Ag1 111.02(10) 8_565 . ?
N1 Ag1 O3 130.63(8) 1_554 . ?
N1 Ag1 O1 137.29(8) 1_554 . ?
O3 Ag1 O1 71.44(7) . . ?
N1 Ag1 C3 97.58(7) 1_554 . ?
O3 Ag1 C3 99.72(9) . . ?
O1 Ag1 C3 115.68(8) . . ?
C6 O5 H5A 113(3) . . ?
O5 C6 H6A 113(3) . . ?
O5 C6 H6B 115(2) . . ?
H6A C6 H6B 103(3) . . ?
O5 C6 H6B 115(2) . 8_575 ?
H6A C6 H6B 103(3) . 8_575 ?
H6B C6 H6B 108(4) . 8_575 ?

_refine_diff_density_max         0.760
_refine_diff_density_min         -0.733
_refine_diff_density_rms         0.093

####################################################################### 
# 
# 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_compound3
_database_code_depnum_ccdc_archive 'CCDC 1893850'
loop_
_audit_author_name
_audit_author_address
'Stephane Baudron'
;University of Strasbourg
France
;
_audit_update_record             
;
2019-01-27 deposited with the CCDC.	2019-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H14 Ag2 F6 N4 O8 S2'
_chemical_formula_weight         736.13

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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                   6.1112(3)
_cell_length_b                   9.5660(5)
_cell_length_c                   10.6221(6)
_cell_angle_alpha                63.173(2)
_cell_angle_beta                 82.885(2)
_cell_angle_gamma                89.971(2)
_cell_volume                     548.79(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9755
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      29.87

_exptl_crystal_description       prism
_exptl_crystal_colour            light-yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.227
_exptl_crystal_F_000             358
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.040
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    2.073
_shelx_estimated_absorpt_T_min   0.922
_shelx_estimated_absorpt_T_max   0.960
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.921
_exptl_absorpt_correction_T_max  0.959
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(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            50377
_diffrn_reflns_av_unetI/netI     0.0249
_diffrn_reflns_av_R_equivalents  0.0649
_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       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.169
_diffrn_reflns_theta_max         30.155
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2985
_reflns_number_gt                2914
_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 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0278P)²+0.1003P] 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         2985
_refine_ls_number_parameters     163
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0211
_refine_ls_R_factor_gt           0.0204
_refine_ls_wR_factor_ref         0.0480
_refine_ls_wR_factor_gt          0.0477
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.051
_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
C1 C 1.1147(4) 0.8093(3) 0.7972(3) 0.0337(5) Uani 1 1 d . . . . .
H1 H 1.211990 0.726519 0.829223 0.040 Uiso 1 1 calc R U . . .
C2 C 1.1093(4) 0.9338(3) 0.8289(3) 0.0338(5) Uani 1 1 d . . . . .
H2 H 1.202401 0.953218 0.885317 0.041 Uiso 1 1 calc R U . . .
C3 C 0.9405(4) 1.0267(3) 0.7622(2) 0.0282(4) Uani 1 1 d . . . . .
H3 H 0.897068 1.120261 0.765820 0.034 Uiso 1 1 calc R U . . .
C4 C 0.8487(3) 0.9566(3) 0.6898(2) 0.0244(4) Uani 1 1 d . . . . .
C5 C 0.6698(3) 1.0148(2) 0.6085(2) 0.0240(4) Uani 1 1 d . . . . .
H5 H 0.601470 1.102214 0.612428 0.029 Uiso 1 1 calc R U . . .
C6 C 0.5495(6) 0.6550(5) 0.1040(3) 0.0543(8) Uani 1 1 d . . . . .
N1 N 0.5922(3) 0.9612(2) 0.53093(17) 0.0219(3) Uani 1 1 d . . . . .
N2 N 0.9579(3) 0.8242(2) 0.7128(2) 0.0276(3) Uani 1 1 d . . . . .
H2A H 0.930749 0.758872 0.678261 0.033 Uiso 1 1 calc R U . . .
O1 O 0.7168(3) 0.6762(3) 0.3034(2) 0.0439(4) Uani 1 1 d . . . . .
O2 O 0.3173(3) 0.6454(2) 0.3271(2) 0.0377(4) Uani 1 1 d . . . . .
O3 O 0.5419(3) 0.4279(2) 0.3546(2) 0.0428(5) Uani 1 1 d . . . . .
O4 O 0.9874(3) 0.6101(2) 0.5945(2) 0.0342(4) Uani 1 1 d D . . . .
S1 S 0.52799(8) 0.59453(6) 0.29290(5) 0.02327(9) Uani 1 1 d . . . . .
F1 F 0.3803(5) 0.5940(5) 0.0762(3) 0.1045(12) Uani 1 1 d . . . . .
F2 F 0.7339(4) 0.6110(4) 0.0582(2) 0.0805(8) Uani 1 1 d . . . . .
F3 F 0.5454(6) 0.8087(4) 0.0327(3) 0.1070(12) Uani 1 1 d . . . . .
Ag1 Ag 0.76044(3) 0.80210(2) 0.44635(2) 0.03019(5) Uani 1 1 d . . . . .
H4A H 0.914(5) 0.521(2) 0.640(4) 0.059(11) Uiso 1 1 d D . . . .
H4B H 1.127(2) 0.617(5) 0.572(6) 0.11(2) Uiso 1 1 d 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 N2 1.356(3) . ?
C1 C2 1.375(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.403(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.389(3) . ?
C3 Ag1 2.580(2) 2_776 ?
C3 H3 0.9500 . ?
C4 N2 1.367(3) . ?
C4 C5 1.432(3) . ?
C5 N1 1.283(3) . ?
C5 H5 0.9500 . ?
C6 F1 1.315(5) . ?
C6 F2 1.316(4) . ?
C6 F3 1.317(5) . ?
C6 S1 1.807(3) . ?
N1 N1 1.412(3) 2_676 ?
N1 Ag1 2.2769(17) . ?
N2 H2A 0.8800 . ?
O1 S1 1.4369(19) . ?
O1 Ag1 2.3621(19) . ?
O2 S1 1.4390(16) . ?
O3 S1 1.4311(19) . ?
O4 Ag1 2.3885(17) . ?
O4 H4A 0.857(9) . ?
O4 H4B 0.850(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 C2 108.7(2) . . ?
N2 C1 H1 125.7 . . ?
C2 C1 H1 125.7 . . ?
C1 C2 C3 107.1(2) . . ?
C1 C2 H2 126.5 . . ?
C3 C2 H2 126.5 . . ?
C4 C3 C2 107.4(2) . . ?
C4 C3 Ag1 95.45(13) . 2_776 ?
C2 C3 Ag1 87.64(15) . 2_776 ?
C4 C3 H3 126.3 . . ?
C2 C3 H3 126.3 . . ?
Ag1 C3 H3 87.4 2_776 . ?
N2 C4 C3 107.51(18) . . ?
N2 C4 C5 127.6(2) . . ?
C3 C4 C5 124.9(2) . . ?
N1 C5 C4 126.78(19) . . ?
N1 C5 H5 116.6 . . ?
C4 C5 H5 116.6 . . ?
F1 C6 F2 109.3(3) . . ?
F1 C6 F3 107.1(3) . . ?
F2 C6 F3 108.9(3) . . ?
F1 C6 S1 110.2(2) . . ?
F2 C6 S1 110.9(2) . . ?
F3 C6 S1 110.4(3) . . ?
C5 N1 N1 113.6(2) . 2_676 ?
C5 N1 Ag1 126.92(13) . . ?
N1 N1 Ag1 117.91(17) 2_676 . ?
C1 N2 C4 109.3(2) . . ?
C1 N2 H2A 125.3 . . ?
C4 N2 H2A 125.3 . . ?
S1 O1 Ag1 131.19(11) . . ?
Ag1 O4 H4A 110(3) . . ?
Ag1 O4 H4B 121(3) . . ?
H4A O4 H4B 121.5(19) . . ?
O3 S1 O1 113.77(13) . . ?
O3 S1 O2 114.83(11) . . ?
O1 S1 O2 115.13(12) . . ?
O3 S1 C6 103.93(17) . . ?
O1 S1 C6 102.98(15) . . ?
O2 S1 C6 104.18(14) . . ?
N1 Ag1 O1 142.91(7) . . ?
N1 Ag1 O4 117.56(6) . . ?
O1 Ag1 O4 94.66(7) . . ?
N1 Ag1 C3 107.30(7) . 2_776 ?
O1 Ag1 C3 83.29(7) . 2_776 ?
O4 Ag1 C3 99.21(7) . 2_776 ?

_refine_diff_density_max         0.601
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.073

####################################################################### 
# 
# 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_compound4
_database_code_depnum_ccdc_archive 'CCDC 1893851'
loop_
_audit_author_name
_audit_author_address
'Stephane Baudron'
;University of Strasbourg
France
;
_audit_update_record             
;
2019-01-27 deposited with the CCDC.	2019-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H24 Ag2 N4 O6 S2'
_chemical_formula_weight         744.33

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'
S S 0.1246 0.1234 '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                   10.6098(4)
_cell_length_b                   7.3320(3)
_cell_length_c                   16.7744(7)
_cell_angle_alpha                90
_cell_angle_beta                 101.451(2)
_cell_angle_gamma                90
_cell_volume                     1278.92(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4771
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      29.46

_exptl_crystal_description       plate
_exptl_crystal_colour            light-yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.933
_exptl_crystal_F_000             740
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    1.743
_shelx_estimated_absorpt_T_min   0.903
_shelx_estimated_absorpt_T_max   0.966
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(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            12611
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_av_R_equivalents  0.0440
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.958
_diffrn_reflns_theta_max         30.106
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3744
_reflns_number_gt                2927
_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 (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)+(0.0526P)²+2.8299P] 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         3744
_refine_ls_number_parameters     173
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0642
_refine_ls_R_factor_gt           0.0474
_refine_ls_wR_factor_ref         0.1239
_refine_ls_wR_factor_gt          0.1134
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_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
C1 C 0.2129(4) 0.4843(6) 1.1045(3) 0.0393(9) Uani 1 1 d . . . . .
H1 H 0.162129 0.532494 1.140208 0.047 Uiso 1 1 calc R U . . .
C2 C 0.2398(4) 0.5712(5) 1.0362(3) 0.0352(9) Uani 1 1 d . . . . .
H2 H 0.210812 0.688619 1.016805 0.042 Uiso 1 1 calc R U . . .
C3 C 0.3182(4) 0.4527(5) 1.0011(2) 0.0303(8) Uani 1 1 d . . . . .
H3 H 0.351909 0.475002 0.953633 0.036 Uiso 1 1 calc R U . . .
C4 C 0.3365(4) 0.2976(5) 1.0490(2) 0.0264(7) Uani 1 1 d . . . . .
C5 C 0.4033(3) 0.1290(5) 1.0463(2) 0.0255(7) Uani 1 1 d . . . . .
H5 H 0.393555 0.038313 1.085083 0.031 Uiso 1 1 calc R U . . .
C6 C 0.7478(4) 0.2620(5) 0.7016(2) 0.0256(7) Uani 1 1 d . . . . .
C7 C 0.8622(4) 0.2135(6) 0.6798(3) 0.0390(10) Uani 1 1 d . . . . .
H7 H 0.891424 0.090827 0.685919 0.047 Uiso 1 1 calc R U . . .
C8 C 0.9334(4) 0.3426(7) 0.6495(3) 0.0472(11) Uani 1 1 d . . . . .
H8 H 1.012061 0.308181 0.634708 0.057 Uiso 1 1 calc R U . . .
C9 C 0.8928(4) 0.5222(6) 0.6399(3) 0.0425(10) Uani 1 1 d . . . . .
C10 C 0.7799(5) 0.5708(6) 0.6630(3) 0.0423(10) Uani 1 1 d . . . . .
H10 H 0.751815 0.694064 0.657964 0.051 Uiso 1 1 calc R U . . .
C11 C 0.7068(4) 0.4407(6) 0.6938(3) 0.0354(9) Uani 1 1 d . . . . .
H11 H 0.628740 0.474918 0.709308 0.043 Uiso 1 1 calc R U . . .
C12 C 0.9702(5) 0.6628(9) 0.6039(4) 0.0642(17) Uani 1 1 d . . . . .
H12A H 1.062177 0.639928 0.623374 0.096 Uiso 1 1 calc R U . . .
H12B H 0.948798 0.785120 0.620728 0.096 Uiso 1 1 calc R U . . .
H12C H 0.949661 0.654328 0.544460 0.096 Uiso 1 1 calc R U . . .
N1 N 0.4759(3) 0.0904(4) 0.99525(18) 0.0243(6) Uani 1 1 d . . . . .
N2 N 0.2705(3) 0.3216(4) 1.1114(2) 0.0318(7) Uani 1 1 d . . . . .
H2A H 0.267034 0.241583 1.150033 0.038 Uiso 1 1 calc R U . . .
O1 O 0.5580(4) 0.1854(5) 0.7722(3) 0.0664(12) Uani 1 1 d . . . . .
O2 O 0.7369(4) -0.0132(7) 0.7936(3) 0.0926(19) Uani 1 1 d . . . . .
O3 O 0.5931(5) -0.0012(6) 0.6653(2) 0.0793(15) Uani 1 1 d . . . . .
S1 S 0.65284(9) 0.09331(12) 0.73651(6) 0.0272(2) Uani 1 1 d . . . . .
Ag1 Ag 0.54311(3) 0.28581(4) 0.90566(2) 0.04090(13) 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
C1 N2 1.335(5) . ?
C1 C2 1.388(6) . ?
C1 H1 0.9500 . ?
C2 C3 1.410(5) . ?
C2 Ag1 2.542(4) 3_667 ?
C2 H2 0.9500 . ?
C3 C4 1.384(5) . ?
C3 H3 0.9500 . ?
C4 N2 1.381(5) . ?
C4 C5 1.430(5) . ?
C5 N1 1.292(4) . ?
C5 H5 0.9500 . ?
C6 C11 1.378(5) . ?
C6 C7 1.381(5) . ?
C6 S1 1.768(4) . ?
C7 C8 1.371(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.385(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.377(7) . ?
C9 C12 1.516(6) . ?
C10 C11 1.392(6) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
N1 N1 1.418(5) 3_657 ?
N1 Ag1 2.290(3) . ?
N2 H2A 0.8800 . ?
O1 S1 1.437(4) . ?
O1 Ag1 2.392(4) . ?
O2 S1 1.408(4) . ?
O3 S1 1.418(4) . ?
O3 Ag1 2.293(3) 2_646 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 C2 108.4(3) . . ?
N2 C1 H1 125.8 . . ?
C2 C1 H1 125.8 . . ?
C1 C2 C3 107.2(3) . . ?
C1 C2 Ag1 101.1(3) . 3_667 ?
C3 C2 Ag1 81.4(3) . 3_667 ?
C1 C2 H2 126.4 . . ?
C3 C2 H2 126.4 . . ?
Ag1 C2 H2 88.0 3_667 . ?
C4 C3 C2 106.9(3) . . ?
C4 C3 H3 126.6 . . ?
C2 C3 H3 126.6 . . ?
N2 C4 C3 107.5(3) . . ?
N2 C4 C5 117.6(3) . . ?
C3 C4 C5 134.9(3) . . ?
N1 C5 C4 125.1(3) . . ?
N1 C5 H5 117.5 . . ?
C4 C5 H5 117.5 . . ?
C11 C6 C7 119.8(4) . . ?
C11 C6 S1 120.4(3) . . ?
C7 C6 S1 119.7(3) . . ?
C8 C7 C6 119.9(4) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C7 C8 C9 121.2(4) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C10 C9 C8 118.8(4) . . ?
C10 C9 C12 120.4(5) . . ?
C8 C9 C12 120.8(5) . . ?
C9 C10 C11 120.5(4) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C6 C11 C10 119.8(4) . . ?
C6 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C5 N1 N1 112.3(3) . 3_657 ?
C5 N1 Ag1 127.0(2) . . ?
N1 N1 Ag1 120.4(3) 3_657 . ?
C1 N2 C4 109.9(3) . . ?
C1 N2 H2A 125.1 . . ?
C4 N2 H2A 125.1 . . ?
S1 O1 Ag1 135.7(3) . . ?
S1 O3 Ag1 154.2(2) . 2_646 ?
O2 S1 O3 114.8(4) . . ?
O2 S1 O1 112.3(3) . . ?
O3 S1 O1 110.3(3) . . ?
O2 S1 C6 106.7(2) . . ?
O3 S1 C6 104.6(2) . . ?
O1 S1 C6 107.6(2) . . ?
N1 Ag1 O3 121.36(14) . 2_656 ?
N1 Ag1 O1 120.57(11) . . ?
O3 Ag1 O1 82.87(15) 2_656 . ?
N1 Ag1 C2 112.50(12) . 3_667 ?
O3 Ag1 C2 110.34(17) 2_656 3_667 ?
O1 Ag1 C2 105.25(14) . 3_667 ?

_refine_diff_density_max         2.233
_refine_diff_density_min         -1.461
_refine_diff_density_rms         0.128

####################################################################### 
# 
# 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_compound5
_database_code_depnum_ccdc_archive 'CCDC 1893852'
loop_
_audit_author_name
_audit_author_address
'Stephane Baudron'
;University of Strasbourg
France
;
_audit_update_record             
;
2019-01-27 deposited with the CCDC.	2019-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H32 Ag2 Cl2 F6 N12 Si'
_chemical_formula_weight         1001.41

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

_cell_length_a                   13.5975(7)
_cell_length_b                   13.8536(7)
_cell_length_c                   19.2691(9)
_cell_angle_alpha                90
_cell_angle_beta                 92.402(3)
_cell_angle_gamma                90
_cell_volume                     3626.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9957
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      26.19

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.834
_exptl_crystal_F_000             1992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.040
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    1.335
_shelx_estimated_absorpt_T_min   0.949
_shelx_estimated_absorpt_T_max   0.974
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.948
_exptl_absorpt_correction_T_max  0.974
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(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            56710
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.100
_diffrn_reflns_theta_max         30.257
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.930
_diffrn_measured_fraction_theta_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.930
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.930
_diffrn_reflns_point_group_measured_fraction_full 0.970
_reflns_number_total             5034
_reflns_number_gt                3539
_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 (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)+(0.0559P)²+13.1118P] 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         5034
_refine_ls_number_parameters     251
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0468
_refine_ls_wR_factor_ref         0.1259
_refine_ls_wR_factor_gt          0.1132
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_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 0.7292(3) 0.4861(3) 0.1890(2) 0.0415(9) Uani 1 1 d . . . . .
H1 H 0.750072 0.431234 0.215234 0.050 Uiso 1 1 calc R U . . .
C2 C 0.6426(3) 0.5329(3) 0.1946(2) 0.0412(9) Uani 1 1 d . . . . .
H2 H 0.592711 0.517654 0.225895 0.049 Uiso 1 1 calc R U . . .
C3 C 0.6398(3) 0.6078(3) 0.1458(2) 0.0352(8) Uani 1 1 d . . . . .
H3 H 0.587436 0.652273 0.137411 0.042 Uiso 1 1 calc R U . . .
C4 C 0.7271(2) 0.6050(2) 0.11221(18) 0.0279(7) Uani 1 1 d . . . . .
C5 C 0.7697(2) 0.6637(2) 0.06124(18) 0.0263(7) Uani 1 1 d . . . . .
H5 H 0.838899 0.660347 0.056849 0.032 Uiso 1 1 calc R U . . .
C6 C 0.1122(3) 0.7041(3) -0.1257(2) 0.0380(9) Uani 1 1 d . . . . .
H6 H 0.048985 0.676391 -0.120632 0.046 Uiso 1 1 calc R U . . .
C7 C 0.1364(3) 0.7698(3) -0.1757(2) 0.0432(10) Uani 1 1 d . . . . .
H7 H 0.093647 0.795362 -0.211352 0.052 Uiso 1 1 calc R U . . .
C8 C 0.2350(3) 0.7917(3) -0.1641(2) 0.0419(9) Uani 1 1 d . . . . .
H8 H 0.272171 0.835461 -0.190417 0.050 Uiso 1 1 calc R U . . .
C9 C 0.2700(3) 0.7388(3) -0.1074(2) 0.0336(8) Uani 1 1 d . . . . .
C10 C 0.3687(3) 0.7382(3) -0.0795(2) 0.0355(9) Uani 1 1 d . . . . .
H10 H 0.410630 0.784031 -0.099916 0.043 Uiso 1 1 calc R U . . .
C11 C 0.3995(3) 0.5632(3) 0.0424(2) 0.0321(8) Uani 1 1 d . . . . .
H11 H 0.468608 0.572968 0.047347 0.039 Uiso 1 1 calc R U . . .
C12 C 0.3577(3) 0.4889(3) 0.08321(19) 0.0310(8) Uani 1 1 d . . . . .
C13 C 0.4058(3) 0.4242(3) 0.1276(2) 0.0363(9) Uani 1 1 d . . . . .
H13 H 0.474935 0.419852 0.136446 0.044 Uiso 1 1 calc R U . . .
C14 C 0.3345(3) 0.3666(3) 0.1571(2) 0.0398(9) Uani 1 1 d . . . . .
H14 H 0.345962 0.316046 0.189819 0.048 Uiso 1 1 calc R U . . .
C15 C 0.2454(3) 0.3965(3) 0.1302(2) 0.0350(8) Uani 1 1 d . . . . .
H15 H 0.183384 0.369899 0.140822 0.042 Uiso 1 1 calc R U . . .
N1 N 0.7206(2) 0.72129(19) 0.02062(15) 0.0231(6) Uani 1 1 d . . . . .
N2 N 0.7809(2) 0.5303(2) 0.14001(17) 0.0369(7) Uani 1 1 d . . . . .
H2A H 0.840226 0.513506 0.127855 0.044 Uiso 1 1 calc R U . . .
N3 N 0.4109(2) 0.6863(2) -0.03156(17) 0.0338(7) Uani 1 1 d . . . . .
N4 N 0.3507(2) 0.6177(2) -0.00053(16) 0.0288(6) Uani 1 1 d . . . . .
N5 N 0.1929(2) 0.6855(2) -0.08516(17) 0.0318(7) Uani 1 1 d . . . . .
H5A H 0.195669 0.645257 -0.049796 0.038 Uiso 1 1 calc R U . . .
N6 N 0.2599(2) 0.4703(2) 0.08603(16) 0.0299(7) Uani 1 1 d . . . . .
H6A H 0.212996 0.501594 0.062584 0.036 Uiso 1 1 calc R U . . .
Ag1 Ag 0.56372(2) 0.70833(2) -0.00226(2) 0.03751(12) Uani 1 1 d . . . . .
F1 F 0.94898(15) 0.59720(16) -0.03759(13) 0.0428(6) Uani 1 1 d . . . . .
F2 F 0.96948(19) 0.5404(2) 0.07763(13) 0.0609(8) Uani 1 1 d . . . . .
F3 F 1.10838(16) 0.55713(18) 0.00835(15) 0.0515(7) Uani 1 1 d . . . . .
Si1 Si 1.000000 0.500000 0.000000 0.0276(3) Uani 1 2 d S . P . .
Cl1 Cl 0.500000 0.9662(3) 0.250000 0.1577(16) Uani 1 2 d S T P . .
Cl2 Cl 0.500000 1.1716(4) 0.250000 0.184(2) Uani 1 2 d S T P . .
C16 C 0.4489(12) 1.0671(10) 0.2718(8) 0.110(6) Uani 0.5 1 d . . P . .
H16A H 0.444344 1.066763 0.322928 0.132 Uiso 0.5 1 calc R U P . .
H16B H 0.380712 1.066763 0.251730 0.132 Uiso 0.5 1 calc R 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 N2 1.347(5) . ?
C1 C2 1.352(6) . ?
C1 H1 0.9500 . ?
C2 C3 1.400(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.377(5) . ?
C3 H3 0.9500 . ?
C4 N2 1.364(5) . ?
C4 C5 1.418(5) . ?
C5 N1 1.284(4) . ?
C5 H5 0.9500 . ?
C6 N5 1.345(5) . ?
C6 C7 1.376(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.383(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.383(6) . ?
C8 H8 0.9500 . ?
C9 N5 1.365(5) . ?
C9 C10 1.424(5) . ?
C10 N3 1.286(5) . ?
C10 H10 0.9500 . ?
C11 N4 1.284(5) . ?
C11 C12 1.428(5) . ?
C11 H11 0.9500 . ?
C12 N6 1.358(4) . ?
C12 C13 1.385(5) . ?
C13 C14 1.395(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.363(6) . ?
C14 H14 0.9500 . ?
C15 N6 1.350(5) . ?
C15 H15 0.9500 . ?
N1 N1 1.398(5) 7_665 ?
N1 Ag1 2.168(3) . ?
N2 H2A 0.8800 . ?
N3 N4 1.405(4) . ?
N3 Ag1 2.152(3) . ?
N5 H5A 0.8800 . ?
N6 H6A 0.8800 . ?
F1 Si1 1.667(2) . ?
F2 Si1 1.666(3) . ?
F3 Si1 1.675(2) . ?
Cl1 C16 1.624(14) 2_655 ?
Cl1 C16 1.624(14) . ?
Cl2 C16 1.667(16) . ?
Cl2 C16 1.667(16) 2_655 ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 C2 108.7(4) . . ?
N2 C1 H1 125.7 . . ?
C2 C1 H1 125.7 . . ?
C1 C2 C3 107.5(4) . . ?
C1 C2 H2 126.2 . . ?
C3 C2 H2 126.2 . . ?
C4 C3 C2 107.1(3) . . ?
C4 C3 H3 126.4 . . ?
C2 C3 H3 126.4 . . ?
N2 C4 C3 107.2(3) . . ?
N2 C4 C5 118.7(3) . . ?
C3 C4 C5 133.9(3) . . ?
N1 C5 C4 124.2(3) . . ?
N1 C5 H5 117.9 . . ?
C4 C5 H5 117.9 . . ?
N5 C6 C7 108.6(3) . . ?
N5 C6 H6 125.7 . . ?
C7 C6 H6 125.7 . . ?
C6 C7 C8 106.9(4) . . ?
C6 C7 H7 126.6 . . ?
C8 C7 H7 126.6 . . ?
C9 C8 C7 108.1(4) . . ?
C9 C8 H8 126.0 . . ?
C7 C8 H8 126.0 . . ?
N5 C9 C8 106.9(3) . . ?
N5 C9 C10 127.0(4) . . ?
C8 C9 C10 126.0(4) . . ?
N3 C10 C9 131.2(4) . . ?
N3 C10 H10 114.4 . . ?
C9 C10 H10 114.4 . . ?
N4 C11 C12 124.9(3) . . ?
N4 C11 H11 117.6 . . ?
C12 C11 H11 117.6 . . ?
N6 C12 C13 106.9(3) . . ?
N6 C12 C11 124.9(3) . . ?
C13 C12 C11 128.2(3) . . ?
C12 C13 C14 107.7(3) . . ?
C12 C13 H13 126.2 . . ?
C14 C13 H13 126.2 . . ?
C15 C14 C13 107.0(3) . . ?
C15 C14 H14 126.5 . . ?
C13 C14 H14 126.5 . . ?
N6 C15 C14 108.6(3) . . ?
N6 C15 H15 125.7 . . ?
C14 C15 H15 125.7 . . ?
C5 N1 N1 113.9(3) . 7_665 ?
C5 N1 Ag1 123.6(2) . . ?
N1 N1 Ag1 120.8(3) 7_665 . ?
C1 N2 C4 109.4(3) . . ?
C1 N2 H2A 125.3 . . ?
C4 N2 H2A 125.3 . . ?
C10 N3 N4 115.7(3) . . ?
C10 N3 Ag1 120.4(3) . . ?
N4 N3 Ag1 123.9(2) . . ?
C11 N4 N3 112.2(3) . . ?
C6 N5 C9 109.4(3) . . ?
C6 N5 H5A 125.3 . . ?
C9 N5 H5A 125.3 . . ?
C15 N6 C12 109.8(3) . . ?
C15 N6 H6A 125.1 . . ?
C12 N6 H6A 125.1 . . ?
N3 Ag1 N1 175.08(11) . . ?
F2 Si1 F2 180.00(17) 5_765 . ?
F2 Si1 F1 90.24(13) 5_765 5_765 ?
F2 Si1 F1 89.76(13) . 5_765 ?
F2 Si1 F1 89.76(13) 5_765 . ?
F2 Si1 F1 90.24(13) . . ?
F1 Si1 F1 180.0 5_765 . ?
F2 Si1 F3 90.36(15) 5_765 5_765 ?
F2 Si1 F3 89.63(15) . 5_765 ?
F1 Si1 F3 90.49(11) 5_765 5_765 ?
F1 Si1 F3 89.51(11) . 5_765 ?
F2 Si1 F3 89.64(15) 5_765 . ?
F2 Si1 F3 90.37(15) . . ?
F1 Si1 F3 89.51(11) 5_765 . ?
F1 Si1 F3 90.49(11) . . ?
F3 Si1 F3 180.0 5_765 . ?
C16 Cl1 C16 61.2(13) 2_655 . ?
C16 Cl2 C16 59.4(11) . 2_655 ?
Cl1 C16 Cl2 119.7(11) . . ?
Cl1 C16 H16A 107.4 . . ?
Cl2 C16 H16A 107.4 . . ?
Cl1 C16 H16B 107.4 . . ?
Cl2 C16 H16B 107.4 . . ?
H16A C16 H16B 106.9 . . ?

_refine_diff_density_max         1.437
_refine_diff_density_min         -1.533
_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_compound2'
_database_code_depnum_ccdc_archive 'CCDC 1893849'
loop_
_audit_author_name
_audit_author_address
'Stephane Baudron'
;University of Strasbourg
France
;
_audit_update_record             
;
2019-01-27 deposited with the CCDC.	2019-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H10 Ag2 N6 O6'
_chemical_formula_weight         525.98

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      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                   9.8391(4)
_cell_length_b                   6.9334(3)
_cell_length_c                   10.9235(5)
_cell_angle_alpha                90
_cell_angle_beta                 103.517(2)
_cell_angle_gamma                90
_cell_volume                     724.54(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9919
_cell_measurement_theta_min      3.18
_cell_measurement_theta_max      30.22

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.411
_exptl_crystal_F_000             508
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    2.748
_shelx_estimated_absorpt_T_min   0.810
_shelx_estimated_absorpt_T_max   0.922
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.809
_exptl_absorpt_correction_T_max  0.921
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(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            50156
_diffrn_reflns_av_unetI/netI     0.0112
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.510
_diffrn_reflns_theta_max         30.219
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2152
_reflns_number_gt                2044
_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 (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)+(0.0172P)²+1.0461P] 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         2152
_refine_ls_number_parameters     109
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0205
_refine_ls_R_factor_gt           0.0194
_refine_ls_wR_factor_ref         0.0454
_refine_ls_wR_factor_gt          0.0446
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_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
O3 O 0.54252(15) 0.0430(2) 0.21813(15) 0.0339(3) Uani 1 1 d . . . . .
C1 C 0.90568(19) -0.0001(3) 0.62091(18) 0.0267(4) Uani 1 1 d . . . . .
H1 H 0.999557 0.043700 0.635201 0.032 Uiso 1 1 calc R U . . .
C2 C 0.7933(2) 0.1067(3) 0.63895(16) 0.0235(3) Uani 1 1 d . . . . .
H2 H 0.795679 0.236383 0.667399 0.028 Uiso 1 1 calc R U . . .
C3 C 0.67430(18) -0.0134(3) 0.60712(16) 0.0186(3) Uani 1 1 d . . . . .
H3 H 0.581681 0.020512 0.610448 0.022 Uiso 1 1 calc R U . . .
C4 C 0.71778(17) -0.1909(2) 0.56993(16) 0.0173(3) Uani 1 1 d . . . . .
C5 C 0.64938(17) -0.3690(2) 0.52895(16) 0.0185(3) Uani 1 1 d . . . . .
H5 H 0.703840 -0.468087 0.503870 0.022 Uiso 1 1 calc R U . . .
N1 N 0.48056(15) 0.4064(2) 0.47678(13) 0.0176(3) Uani 1 1 d . . . . .
N2 N 0.85960(15) -0.1768(3) 0.57966(15) 0.0228(3) Uani 1 1 d . . . . .
H2A H 0.912453 -0.269901 0.561521 0.027 Uiso 1 1 calc R U . . .
N3 N 0.64362(16) -0.0412(2) 0.19126(15) 0.0217(3) Uani 1 1 d . . . . .
O1 O 0.62596(14) -0.1353(2) 0.09064(13) 0.0268(3) Uani 1 1 d . . . . .
O2 O 0.76066(17) -0.0327(3) 0.26303(18) 0.0520(5) Uani 1 1 d . . . . .
Ag1 Ag 0.64336(2) 0.21333(2) 0.40929(2) 0.02404(5) 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
O3 N3 1.246(2) . ?
O3 Ag1 2.4023(16) . ?
C1 N2 1.347(3) . ?
C1 C2 1.383(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.412(2) . ?
C2 Ag1 2.6994(18) . ?
C2 H2 0.9500 . ?
C3 C4 1.394(2) . ?
C3 Ag1 2.6318(17) . ?
C3 H3 0.9500 . ?
C4 N2 1.378(2) . ?
C4 C5 1.428(2) . ?
C5 N1 1.292(2) 3_656 ?
C5 H5 0.9500 . ?
N1 N1 1.413(3) 3_666 ?
N1 Ag1 2.3354(14) . ?
N2 H2A 0.8800 . ?
N3 O2 1.234(2) . ?
N3 O1 1.255(2) . ?
O1 Ag1 2.5004(14) 2_645 ?

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
N3 O3 Ag1 104.16(11) . . ?
N2 C1 C2 108.48(16) . . ?
N2 C1 H1 125.8 . . ?
C2 C1 H1 125.8 . . ?
C1 C2 C3 107.08(17) . . ?
C1 C2 Ag1 107.20(12) . . ?
C3 C2 Ag1 72.01(10) . . ?
C1 C2 H2 126.5 . . ?
C3 C2 H2 126.5 . . ?
Ag1 C2 H2 90.6 . . ?
C4 C3 C2 107.39(15) . . ?
C4 C3 Ag1 105.80(11) . . ?
C2 C3 Ag1 77.30(10) . . ?
C4 C3 H3 126.3 . . ?
C2 C3 H3 126.3 . . ?
Ag1 C3 H3 87.5 . . ?
N2 C4 C3 106.82(15) . . ?
N2 C4 C5 118.69(15) . . ?
C3 C4 C5 134.49(15) . . ?
N1 C5 C4 125.28(15) 3_656 . ?
N1 C5 H5 117.4 3_656 . ?
C4 C5 H5 117.4 . . ?
C5 N1 N1 112.56(17) 3_656 3_666 ?
C5 N1 Ag1 127.86(12) 3_656 . ?
N1 N1 Ag1 119.45(13) 3_666 . ?
C1 N2 C4 110.23(16) . . ?
C1 N2 H2A 124.9 . . ?
C4 N2 H2A 124.9 . . ?
O2 N3 O3 120.39(17) . . ?
O2 N3 O1 119.93(17) . . ?
O3 N3 O1 119.68(15) . . ?
N3 O1 Ag1 106.15(11) . 2_645 ?
N1 Ag1 O3 112.45(5) . . ?
N1 Ag1 O1 116.66(5) . 2_655 ?
O3 Ag1 O1 113.40(5) . 2_655 ?
N1 Ag1 C3 92.26(5) . . ?
O3 Ag1 C3 111.41(6) . . ?
O1 Ag1 C3 108.65(5) 2_655 . ?
N1 Ag1 C2 97.46(6) . . ?
O3 Ag1 C2 134.28(6) . . ?
O1 Ag1 C2 79.39(5) 2_655 . ?
C3 Ag1 C2 30.69(5) . . ?

_refine_diff_density_max         1.648
_refine_diff_density_min         -1.363
_refine_diff_density_rms         0.081

