# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2014

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#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
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#  fide research purposes only. It may contain copyright material
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#  data retrieval see:
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data_test3_edited

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C H Ag Cl N'
_chemical_formula_weight         170.35

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'
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'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.460(3)
_cell_length_b                   9.046(4)
_cell_length_c                   9.952(4)
_cell_angle_alpha                83.312(5)
_cell_angle_beta                 72.451(8)
_cell_angle_gamma                87.187(8)
_cell_volume                     636.0(4)
_cell_formula_units_Z            6
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.669
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             468
_exptl_absorpt_coefficient_mu    5.160
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6012
_diffrn_reflns_av_R_equivalents  0.0237
_diffrn_reflns_av_sigmaI/netI    0.0259
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.16
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2226
_reflns_number_gt                2101
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0455P)²+0.5315P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2226
_refine_ls_number_parameters     164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0291
_refine_ls_R_factor_gt           0.0275
_refine_ls_wR_factor_ref         0.0796
_refine_ls_wR_factor_gt          0.0784
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.024
_refine_ls_shift/su_mean         0.004

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag1 Ag 0.61853(4) 0.63335(3) 0.59903(3) 0.04715(13) Uani 1 1 d . . .
Cl1 Cl 0.68068(12) 0.61160(10) 0.35528(8) 0.0465(2) Uani 1 1 d . . .
N2 N 0.7326(3) 0.7801(3) 0.8294(3) 0.0356(6) Uani 1 1 d . . .
N1 N 0.4612(4) 0.6847(3) 0.9157(3) 0.0362(6) Uani 1 1 d . . .
C9 C 0.9101(4) 0.8225(4) 0.7301(3) 0.0372(7) Uani 1 1 d . . .
C10 C 0.9555(5) 0.9621(3) 0.7225(3) 0.0371(7) Uani 1 1 d . . .
H16 H 0.8761 1.0282 0.7788 0.044 Uiso 1 1 calc R . .
C2 C 0.2920(5) 0.6117(4) 0.9399(4) 0.0464(8) Uani 1 1 d . . .
H2 H 0.2686 0.5659 0.8681 0.056 Uiso 1 1 calc R . .
C6 C 0.4967(4) 0.7530(3) 1.0245(3) 0.0371(7) Uani 1 1 d . . .
C1 C 0.6052(4) 0.7007(4) 0.7948(3) 0.0380(7) Uani 1 1 d . . .
C5 C 0.3584(5) 0.7476(4) 1.1574(4) 0.0453(8) Uani 1 1 d . . .
H5 H 0.3797 0.7926 1.2304 0.054 Uiso 1 1 calc R . .
C4 C 0.1962(5) 0.6778(4) 1.1789(4) 0.0502(8) Uani 1 1 d . . .
H4 H 0.1046 0.6746 1.2665 0.060 Uiso 1 1 calc R . .
C3 C 0.1650(5) 0.6083(5) 1.0662(4) 0.0515(9) Uani 1 1 d . . .
H3 H 0.0526 0.5593 1.0820 0.062 Uiso 1 1 calc R . .
C7 C 0.6703(4) 0.8144(3) 0.9680(3) 0.0362(7) Uani 1 1 d . . .
C8 C 0.7777(6) 0.8966(4) 1.0386(4) 0.0495(8) Uani 1 1 d . . .
H8A H 0.7690 1.0015 1.0115 0.074 Uiso 1 1 calc R . .
H8B H 0.9071 0.8650 1.0103 0.074 Uiso 1 1 calc R . .
H8C H 0.7262 0.8765 1.1396 0.074 Uiso 1 1 calc R . .
N3 N 1.0217(5) 0.7179(4) 0.6506(4) 0.0591(8) Uani 1 1 d . . .
C11 C 1.1197(6) 1.0057(5) 0.6310(4) 0.0600(10) Uani 1 1 d . . .
H11 H 1.1547 1.1040 0.6257 0.072 Uiso 1 1 calc R . .
C13 C 1.1899(5) 0.7674(5) 0.5551(4) 0.0528(9) Uani 1 1 d . . .
H13 H 1.2693 0.7017 0.4983 0.063 Uiso 1 1 calc R . .
C12 C 1.2396(5) 0.9128(5) 0.5443(4) 0.0587(10) Uani 1 1 d . . .
H12 H 1.3517 0.9477 0.4799 0.070 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ag1 0.05163(19) 0.0571(2) 0.03635(18) -0.01784(12) -0.01384(12) -0.00006(13)
Cl1 0.0501(5) 0.0550(5) 0.0321(4) -0.0094(3) -0.0052(3) -0.0131(4)
N2 0.0354(13) 0.0380(13) 0.0347(14) -0.0079(11) -0.0101(11) -0.0052(11)
N1 0.0356(13) 0.0412(14) 0.0344(14) -0.0117(11) -0.0107(11) -0.0053(11)
C9 0.0335(15) 0.0450(17) 0.0346(16) -0.0051(13) -0.0115(13) -0.0030(13)
C10 0.0426(17) 0.0310(15) 0.0360(16) -0.0066(12) -0.0067(13) -0.0096(12)
C2 0.0387(17) 0.059(2) 0.0452(19) -0.0119(16) -0.0145(15) -0.0113(15)
C6 0.0391(16) 0.0394(16) 0.0360(16) -0.0089(13) -0.0137(13) -0.0026(13)
C1 0.0368(16) 0.0428(17) 0.0345(16) -0.0094(13) -0.0084(13) -0.0047(13)
C5 0.0490(19) 0.0517(19) 0.0357(17) -0.0125(15) -0.0101(15) -0.0020(15)
C4 0.0420(18) 0.061(2) 0.0413(19) -0.0095(16) -0.0016(15) -0.0044(16)
C3 0.0361(17) 0.068(2) 0.050(2) -0.0114(18) -0.0083(15) -0.0140(16)
C7 0.0381(16) 0.0389(16) 0.0331(16) -0.0069(13) -0.0107(13) -0.0058(12)
C8 0.057(2) 0.054(2) 0.0430(19) -0.0088(16) -0.0198(16) -0.0175(16)
N3 0.0535(19) 0.065(2) 0.055(2) -0.0059(16) -0.0111(15) -0.0009(15)
C11 0.069(3) 0.056(2) 0.056(2) 0.0004(19) -0.019(2) -0.028(2)
C13 0.0393(18) 0.067(2) 0.047(2) -0.0055(18) -0.0054(15) 0.0034(16)
C12 0.0420(19) 0.085(3) 0.045(2) 0.004(2) -0.0086(16) -0.0186(19)

_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 C1 2.081(3) . ?
Ag1 Cl1 2.3585(12) . ?
N2 C1 1.364(4) . ?
N2 C7 1.383(4) . ?
N2 C9 1.432(4) . ?
N1 C1 1.348(4) . ?
N1 C2 1.396(4) . ?
N1 C6 1.404(4) . ?
C9 C10 1.311(5) . ?
C9 N3 1.384(5) . ?
C10 C11 1.333(5) . ?
C2 C3 1.324(5) . ?
C6 C7 1.364(5) . ?
C6 C5 1.408(5) . ?
C5 C4 1.340(5) . ?
C4 C3 1.429(5) . ?
C7 C8 1.486(4) . ?
N3 C13 1.384(5) . ?
C11 C12 1.372(6) . ?
C13 C12 1.368(6) . ?

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
C1 Ag1 Cl1 165.37(9) . . ?
C1 N2 C7 112.8(3) . . ?
C1 N2 C9 122.4(3) . . ?
C7 N2 C9 124.9(3) . . ?
C1 N1 C2 127.8(3) . . ?
C1 N1 C6 112.0(3) . . ?
C2 N1 C6 120.2(3) . . ?
C10 C9 N3 124.4(3) . . ?
C10 C9 N2 115.8(3) . . ?
N3 C9 N2 119.8(3) . . ?
C9 C10 C11 117.4(3) . . ?
C3 C2 N1 119.4(3) . . ?
C7 C6 C5 135.1(3) . . ?
C7 C6 N1 106.1(3) . . ?
C5 C6 N1 118.9(3) . . ?
N1 C1 N2 103.4(3) . . ?
N1 C1 Ag1 127.7(2) . . ?
N2 C1 Ag1 128.7(2) . . ?
C4 C5 C6 120.3(3) . . ?
C5 C4 C3 119.5(3) . . ?
C2 C3 C4 121.7(3) . . ?
C6 C7 N2 105.8(3) . . ?
C6 C7 C8 128.4(3) . . ?
N2 C7 C8 125.8(3) . . ?
C13 N3 C9 116.6(3) . . ?
C10 C11 C12 123.3(4) . . ?
C12 C13 N3 120.1(4) . . ?
C13 C12 C11 118.2(3) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.680
_refine_diff_density_min         -0.578
_refine_diff_density_rms         0.092
_database_code_depnum_ccdc_archive 'CCDC 982347'
