# Electronic Supplementary Material (ESI) for Nanoscale.
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2102403'
loop_
_audit_author_name
_audit_author_address
'Sukhendu Mandal'
;IISERTVM
India
;
_audit_update_record             
;
2021-08-10 deposited with the CCDC.	2021-10-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H14 Ag F0 N4 O3 P1'
_chemical_formula_weight         449.15

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'
Ag Ag -0.8971 1.1015 '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'
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'
P P 0.1023 0.0942 '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                   7.4373(15)
_cell_length_b                   9.664(2)
_cell_length_c                   12.060(3)
_cell_angle_alpha                74.068(6)
_cell_angle_beta                 82.863(6)
_cell_angle_gamma                83.792(6)
_cell_volume                     824.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4051
_cell_measurement_theta_min      2.768
_cell_measurement_theta_max      28.278

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.809
_exptl_crystal_F_000             448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.085
_exptl_crystal_size_mid          0.028
_exptl_crystal_size_min          0.025
_exptl_absorpt_coefficient_mu    1.343
_shelx_estimated_absorpt_T_min   0.894
_shelx_estimated_absorpt_T_max   0.967
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.689
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_process_details   SADABS-2014/5
_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            22398
_diffrn_reflns_av_unetI/netI     0.1128
_diffrn_reflns_av_R_equivalents  0.1228
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.768
_diffrn_reflns_theta_max         28.278
_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             4051
_reflns_number_gt                2343
_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 SAINT'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker APEX2'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'WINGX (Farrugia, 2014) and PLATON(Spek, 2009)'
_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)+(0.0217P)²+3.7977P] 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         4051
_refine_ls_number_parameters     227
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1304
_refine_ls_R_factor_gt           0.0642
_refine_ls_wR_factor_ref         0.1360
_refine_ls_wR_factor_gt          0.1115
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_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
Ag1 Ag 0.65318(7) 0.05494(7) 0.54954(5) 0.0413(2) Uani 1 1 d . . . . .
P1 P 0.4133(2) 0.3615(2) 0.4139(2) 0.0537(6) Uani 1 1 d . . . . .
N1 N 0.5192(6) 0.0599(6) 0.7212(4) 0.0273(12) Uani 1 1 d . . . . .
O2 O 0.3041(7) 0.3904(6) 0.5257(5) 0.0517(14) Uani 1 1 d . . . . .
H2 H 0.347407 0.455431 0.542714 0.077 Uiso 1 1 calc R U . . .
O1 O 0.4216(8) 0.2054(6) 0.4186(5) 0.0639(17) Uani 1 1 d . . . . .
N4 N -0.1458(7) 0.0516(9) 1.4006(5) 0.0523(19) Uani 1 1 d . . . . .
C5 C 0.4895(8) 0.1780(7) 0.7580(5) 0.0304(15) Uani 1 1 d . . . . .
H5 H 0.537211 0.262289 0.711697 0.036 Uiso 1 1 calc R U . . .
C4 C 0.3911(8) 0.1820(8) 0.8621(5) 0.0376(18) Uani 1 1 d . . . . .
H4 H 0.374552 0.266500 0.886116 0.045 Uiso 1 1 calc R U . . .
N2 N 0.2017(9) 0.1131(8) 1.0571(8) 0.073(3) Uani 1 1 d . . . . .
C1 C 0.4509(8) -0.0618(8) 0.7880(6) 0.0366(17) Uani 1 1 d . . . . .
H1 H 0.472348 -0.145626 0.763217 0.044 Uiso 1 1 calc R U . . .
C3 C 0.3182(9) 0.0579(10) 0.9293(6) 0.043(2) Uani 1 1 d . . . . .
C11 C 0.2803(10) 0.4556(7) 0.2986(6) 0.0422(19) Uani 1 1 d . . . . .
C2 C 0.3502(9) -0.0658(9) 0.8919(6) 0.047(2) Uani 1 1 d . . . . .
H2A H 0.303858 -0.151317 0.936787 0.056 Uiso 1 1 calc R U . . .
N3 N 0.1906(11) 0.0021(9) 1.0695(10) 0.098(4) Uani 1 1 d . . . . .
O3 O 0.5942(7) 0.4241(9) 0.3907(8) 0.129(4) Uani 1 1 d . . . . .
C12 C 0.1008(11) 0.5012(8) 0.3189(6) 0.056(2) Uani 1 1 d . . . . .
H12 H 0.047839 0.488152 0.394738 0.068 Uiso 1 1 calc R U . . .
C10 C -0.0911(10) 0.1758(12) 1.3312(6) 0.061(3) Uani 1 1 d . . . . .
H10 H -0.128965 0.261057 1.351839 0.073 Uiso 1 1 calc R U . . .
C8 C 0.0700(12) 0.0583(19) 1.1960(8) 0.108(6) Uani 1 1 d . . . . .
C6 C -0.0929(10) -0.0701(11) 1.3704(7) 0.066(3) Uani 1 1 d . . . . .
H6 H -0.129941 -0.157598 1.418113 0.079 Uiso 1 1 calc R U . . .
C16 C 0.3535(13) 0.4768(9) 0.1818(8) 0.072(3) Uani 1 1 d . . . . .
H16 H 0.473772 0.444721 0.165396 0.086 Uiso 1 1 calc R U . . .
C7 C 0.0178(12) -0.0674(15) 1.2676(8) 0.089(4) Uani 1 1 d . . . . .
H7 H 0.055916 -0.153400 1.248290 0.107 Uiso 1 1 calc R U . . .
C9 C 0.0206(10) 0.1821(14) 1.2289(7) 0.084(4) Uani 1 1 d . . . . .
H9 H 0.061043 0.269616 1.183635 0.101 Uiso 1 1 calc R U . . .
C15 C 0.2519(19) 0.5431(10) 0.0928(8) 0.114(5) Uani 1 1 d . . . . .
H15 H 0.304741 0.558425 0.016776 0.136 Uiso 1 1 calc R U . . .
C13 C -0.0028(15) 0.5670(12) 0.2270(7) 0.119(5) Uani 1 1 d . . . . .
H13 H -0.124222 0.597622 0.241615 0.142 Uiso 1 1 calc R U . . .
C14 C 0.076(2) 0.5868(13) 0.1136(8) 0.146(7) Uani 1 1 d . . . . .
H14 H 0.006757 0.630029 0.052103 0.175 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
Ag1 N1 2.194(5) . ?
Ag1 N4 2.194(6) 1_654 ?
Ag1 O1 2.539(5) . ?
Ag1 O1 2.551(6) 2_656 ?
Ag1 Ag1 3.1053(12) 2_656 ?
P1 O1 1.489(5) . ?
P1 O3 1.498(6) . ?
P1 O2 1.562(5) . ?
P1 C11 1.786(8) . ?
N1 C5 1.323(8) . ?
N1 C1 1.340(8) . ?
O2 H2 0.8200 . ?
N4 C6 1.330(10) . ?
N4 C10 1.333(11) . ?
C5 C4 1.380(8) . ?
C5 H5 0.9300 . ?
C4 C3 1.374(10) . ?
C4 H4 0.9300 . ?
N2 N3 1.053(9) . ?
N2 C8 1.807(13) . ?
N2 C3 1.852(12) . ?
C1 C2 1.371(9) . ?
C1 H1 0.9300 . ?
C3 C2 1.377(11) . ?
C3 N3 1.806(13) . ?
C11 C12 1.374(9) . ?
C11 C16 1.413(10) . ?
C2 H2A 0.9300 . ?
N3 C8 1.854(13) . ?
C12 C13 1.395(11) . ?
C12 H12 0.9300 . ?
C10 C9 1.389(10) . ?
C10 H10 0.9300 . ?
C8 C7 1.347(17) . ?
C8 C9 1.361(17) . ?
C6 C7 1.396(11) . ?
C6 H6 0.9300 . ?
C16 C15 1.361(15) . ?
C16 H16 0.9300 . ?
C7 H7 0.9300 . ?
C9 H9 0.9300 . ?
C15 C14 1.347(16) . ?
C15 H15 0.9300 . ?
C13 C14 1.390(12) . ?
C13 H13 0.9300 . ?
C14 H14 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 Ag1 N4 164.25(19) . 1_654 ?
N1 Ag1 O1 101.29(18) . . ?
N4 Ag1 O1 91.6(2) 1_654 . ?
N1 Ag1 O1 91.20(19) . 2_656 ?
N4 Ag1 O1 94.2(2) 1_654 2_656 ?
O1 Ag1 O1 104.81(14) . 2_656 ?
N1 Ag1 Ag1 100.21(13) . 2_656 ?
N4 Ag1 Ag1 94.79(16) 1_654 2_656 ?
O1 Ag1 Ag1 52.57(13) . 2_656 ?
O1 Ag1 Ag1 52.23(11) 2_656 2_656 ?
O1 P1 O3 114.6(4) . . ?
O1 P1 O2 110.4(3) . . ?
O3 P1 O2 111.5(3) . . ?
O1 P1 C11 106.9(3) . . ?
O3 P1 C11 107.9(5) . . ?
O2 P1 C11 105.1(3) . . ?
C5 N1 C1 118.5(5) . . ?
C5 N1 Ag1 123.8(4) . . ?
C1 N1 Ag1 117.4(4) . . ?
P1 O2 H2 109.5 . . ?
P1 O1 Ag1 112.5(3) . . ?
P1 O1 Ag1 164.4(4) . 2_656 ?
Ag1 O1 Ag1 75.19(14) . 2_656 ?
C6 N4 C10 118.9(7) . . ?
C6 N4 Ag1 121.3(6) . 1_456 ?
C10 N4 Ag1 119.4(5) . 1_456 ?
N1 C5 C4 123.0(6) . . ?
N1 C5 H5 118.5 . . ?
C4 C5 H5 118.5 . . ?
C3 C4 C5 118.3(6) . . ?
C3 C4 H4 120.9 . . ?
C5 C4 H4 120.9 . . ?
N3 N2 C8 75.8(10) . . ?
N3 N2 C3 70.9(9) . . ?
C8 N2 C3 146.6(8) . . ?
N1 C1 C2 121.7(7) . . ?
N1 C1 H1 119.1 . . ?
C2 C1 H1 119.1 . . ?
C4 C3 C2 118.9(6) . . ?
C4 C3 N3 136.5(7) . . ?
C2 C3 N3 104.4(7) . . ?
C4 C3 N2 103.2(6) . . ?
C2 C3 N2 137.9(7) . . ?
N3 C3 N2 33.4(3) . . ?
C12 C11 C16 117.4(8) . . ?
C12 C11 P1 121.8(5) . . ?
C16 C11 P1 120.7(6) . . ?
C1 C2 C3 119.5(7) . . ?
C1 C2 H2A 120.3 . . ?
C3 C2 H2A 120.3 . . ?
N2 N3 C3 75.7(9) . . ?
N2 N3 C8 70.8(9) . . ?
C3 N3 C8 146.5(8) . . ?
C11 C12 C13 120.7(7) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
N4 C10 C9 122.1(10) . . ?
N4 C10 H10 118.9 . . ?
C9 C10 H10 118.9 . . ?
C7 C8 C9 118.6(9) . . ?
C7 C8 N2 136.0(11) . . ?
C9 C8 N2 105.4(12) . . ?
C7 C8 N3 102.7(11) . . ?
C9 C8 N3 138.7(12) . . ?
N2 C8 N3 33.4(3) . . ?
N4 C6 C7 120.4(10) . . ?
N4 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C15 C16 C11 121.5(9) . . ?
C15 C16 H16 119.3 . . ?
C11 C16 H16 119.3 . . ?
C8 C7 C6 120.8(11) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C8 C9 C10 119.1(11) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
C14 C15 C16 120.7(8) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C14 C13 C12 119.9(9) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C15 C14 C13 119.9(10) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 P1 O1 Ag1 49.4(5) . . . . ?
O2 P1 O1 Ag1 -77.4(4) . . . . ?
C11 P1 O1 Ag1 168.8(3) . . . . ?
O3 P1 O1 Ag1 166.5(11) . . . 2_656 ?
O2 P1 O1 Ag1 39.7(12) . . . 2_656 ?
C11 P1 O1 Ag1 -74.0(12) . . . 2_656 ?
C1 N1 C5 C4 -0.2(9) . . . . ?
Ag1 N1 C5 C4 174.2(4) . . . . ?
N1 C5 C4 C3 -1.1(9) . . . . ?
C5 N1 C1 C2 0.8(9) . . . . ?
Ag1 N1 C1 C2 -173.9(5) . . . . ?
C5 C4 C3 C2 1.8(9) . . . . ?
C5 C4 C3 N3 177.1(6) . . . . ?
C5 C4 C3 N2 179.8(5) . . . . ?
N3 N2 C3 C4 -176.6(7) . . . . ?
C8 N2 C3 C4 -178.7(8) . . . . ?
N3 N2 C3 C2 0.9(10) . . . . ?
C8 N2 C3 C2 -1.1(14) . . . . ?
C8 N2 C3 N3 -2.0(8) . . . . ?
O1 P1 C11 C12 100.5(7) . . . . ?
O3 P1 C11 C12 -135.8(6) . . . . ?
O2 P1 C11 C12 -16.8(7) . . . . ?
O1 P1 C11 C16 -75.0(7) . . . . ?
O3 P1 C11 C16 48.7(7) . . . . ?
O2 P1 C11 C16 167.7(6) . . . . ?
N1 C1 C2 C3 -0.2(10) . . . . ?
C4 C3 C2 C1 -1.2(10) . . . . ?
N3 C3 C2 C1 -177.9(5) . . . . ?
N2 C3 C2 C1 -178.4(6) . . . . ?
C8 N2 N3 C3 178.8(4) . . . . ?
C3 N2 N3 C8 -178.8(4) . . . . ?
C4 C3 N3 N2 4.8(10) . . . . ?
C2 C3 N3 N2 -179.4(7) . . . . ?
C4 C3 N3 C8 6.8(14) . . . . ?
C2 C3 N3 C8 -177.4(8) . . . . ?
N2 C3 N3 C8 2.0(7) . . . . ?
C16 C11 C12 C13 -0.6(13) . . . . ?
P1 C11 C12 C13 -176.3(8) . . . . ?
C6 N4 C10 C9 -0.6(11) . . . . ?
Ag1 N4 C10 C9 -173.0(5) 1_456 . . . ?
N3 N2 C8 C7 6.1(12) . . . . ?
C3 N2 C8 C7 8.1(16) . . . . ?
N3 N2 C8 C9 -175.0(8) . . . . ?
C3 N2 C8 C9 -173.0(8) . . . . ?
C3 N2 C8 N3 2.0(7) . . . . ?
N2 N3 C8 C7 -175.7(8) . . . . ?
C3 N3 C8 C7 -177.7(8) . . . . ?
N2 N3 C8 C9 7.3(12) . . . . ?
C3 N3 C8 C9 5.3(17) . . . . ?
C3 N3 C8 N2 -2.0(7) . . . . ?
C10 N4 C6 C7 -0.1(10) . . . . ?
Ag1 N4 C6 C7 172.2(5) 1_456 . . . ?
C12 C11 C16 C15 1.6(13) . . . . ?
P1 C11 C16 C15 177.3(8) . . . . ?
C9 C8 C7 C6 3.4(14) . . . . ?
N2 C8 C7 C6 -177.8(7) . . . . ?
N3 C8 C7 C6 -174.3(6) . . . . ?
N4 C6 C7 C8 -1.4(12) . . . . ?
C7 C8 C9 C10 -4.1(13) . . . . ?
N2 C8 C9 C10 176.8(6) . . . . ?
N3 C8 C9 C10 172.6(8) . . . . ?
N4 C10 C9 C8 2.7(12) . . . . ?
C11 C16 C15 C14 -2.1(17) . . . . ?
C11 C12 C13 C14 0.0(18) . . . . ?
C16 C15 C14 C13 1(2) . . . . ?
C12 C13 C14 C15 0(2) . . . . ?

_refine_diff_density_max         1.053
_refine_diff_density_min         -0.941
_refine_diff_density_rms         0.156

