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

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1
_audit_creation_date             2013-12-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C22 H20 Ag2 F6 N4 O6 S2'
_chemical_formula_sum            'C22 H20 Ag2 F6 N4 O6 S2'
_chemical_formula_weight         830.28
_chemical_melting_point          ?
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 -0.8750 1.0960 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   7.9580(16)
_cell_length_b                   9.1570(18)
_cell_length_c                   10.069(2)
_cell_angle_alpha                76.71(3)
_cell_angle_beta                 84.84(3)
_cell_angle_gamma                67.98(3)
_cell_volume                     662.0(2)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_exptl_absorpt_coefficient_mu    1.727
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   'XScale within XDS'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.083
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0192
_diffrn_reflns_av_unetI/netI     0.0100
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            22772
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.98
_diffrn_reflns_theta_min         2.95
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_device_type  Synchrotron
_diffrn_measurement_method       'Phi Scan'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.71080
_diffrn_source                   'Australian Synchrotron'
_diffrn_standards_number         0
_reflns_number_gt                3277
_reflns_number_total             3324
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_collection       'BluIce (McPhillips, 2002)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.491
_refine_diff_density_min         -1.033
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.186
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3324
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0211
_refine_ls_R_factor_gt           0.0208
_refine_ls_restrained_S_all      1.186
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0150P)²+0.9090P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0494
_refine_ls_wR_factor_ref         0.0496
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C10(H10A,H10B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C5(H5), C6(H6)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Ag1 Ag 0.375798(17) 0.362377(15) 0.114380(13) 0.01487(5) Uani 1 1 d . . .
S15 S 0.43216(6) 0.71709(5) 0.19342(4) 0.01430(9) Uani 1 1 d . . .
F20 F 0.3123(2) 0.99502(16) 0.01912(14) 0.0323(3) Uani 1 1 d . . .
O14 O 0.41237(19) 0.63780(16) 0.08877(14) 0.0185(3) Uani 1 1 d . . .
F21 F 0.27585(18) 1.01075(15) 0.23161(14) 0.0291(3) Uani 1 1 d . . .
F19 F 0.10209(16) 0.93158(15) 0.13794(14) 0.0258(3) Uani 1 1 d . . .
N11 N 0.0691(2) 0.48447(17) 0.13504(14) 0.0121(3) Uani 1 1 d . . .
C8 C 0.2765(3) 0.3247(2) 0.43301(18) 0.0163(3) Uani 1 1 d . . .
H8 H 0.3490 0.3863 0.3948 0.020 Uiso 1 1 calc . . R
O17 O 0.60300(19) 0.73770(18) 0.18823(15) 0.0222(3) Uani 1 1 d . . .
C12 C 0.0057(2) 0.6400(2) 0.03373(17) 0.0135(3) Uani 1 1 d . . .
H12A H 0.0731 0.7073 0.0464 0.016 Uiso 1 1 calc . . R
H12B H -0.1246 0.6987 0.0491 0.016 Uiso 1 1 calc . . R
O16 O 0.3675(2) 0.66282(18) 0.32626(14) 0.0234(3) Uani 1 1 d . . .
C10 C 0.0279(2) 0.5213(2) 0.27437(17) 0.0149(3) Uani 1 1 d . . .
H10A H -0.1051 0.5717 0.2850 0.018 Uiso 1 1 calc . . R
H10B H 0.0817 0.6001 0.2832 0.018 Uiso 1 1 calc . . R
C7 C 0.0997(2) 0.3734(2) 0.38685(17) 0.0145(3) Uani 1 1 d . . .
C13 C 0.0339(2) 0.6127(2) -0.11097(17) 0.0133(3) Uani 1 1 d . . .
H13A H -0.0064 0.7180 -0.1763 0.016 Uiso 1 1 calc . . R
H13B H 0.1645 0.5561 -0.1270 0.016 Uiso 1 1 calc . . R
C4 C 0.2396(3) 0.0983(2) 0.59155(17) 0.0167(3) Uani 1 1 d . . .
C3 C 0.3173(3) -0.0461(2) 0.69438(19) 0.0192(4) Uani 1 1 d . . .
C9 C 0.3476(2) 0.1868(2) 0.53439(18) 0.0169(3) Uani 1 1 d . . .
H9 H 0.4687 0.1531 0.5645 0.020 Uiso 1 1 calc . . R
C18 C 0.2725(3) 0.9244(2) 0.14147(19) 0.0177(3) Uani 1 1 d . . .
C5 C 0.0600(3) 0.1484(2) 0.54984(18) 0.0173(3) Uani 1 1 d . . .
H5 H -0.0140 0.0892 0.5906 0.021 Uiso 1 1 calc . . R
C6 C -0.0086(2) 0.2862(2) 0.44791(18) 0.0163(3) Uani 1 1 d . . .
H6 H -0.1307 0.3215 0.4194 0.020 Uiso 1 1 calc . . R
N2 N 0.3880(2) -0.1625(2) 0.77234(17) 0.0238(3) 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
Ag1 O14 2.5309(16) 2_665 ?
Ag1 O14 2.5980(14) . ?
Ag1 N11 2.2846(16) . ?
Ag1 N2 2.243(2) 2_656 ?
S15 O14 1.4592(14) . ?
S15 O17 1.4359(15) . ?
S15 O16 1.4362(15) . ?
S15 C18 1.829(2) . ?
F20 C18 1.324(2) . ?
O14 Ag1 2.5309(16) 2_665 ?
F21 C18 1.342(2) . ?
F19 C18 1.336(2) . ?
N11 C12 1.486(2) . ?
N11 C10 1.497(2) . ?
N11 C13 1.484(2) 2_565 ?
C8 H8 0.9500 . ?
C8 C7 1.395(3) . ?
C8 C9 1.390(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.517(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C7 1.508(2) . ?
C7 C6 1.398(3) . ?
C13 N11 1.484(2) 2_565 ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C4 C3 1.440(3) . ?
C4 C9 1.395(3) . ?
C4 C5 1.399(3) . ?
C3 N2 1.146(3) . ?
C9 H9 0.9500 . ?
C5 H5 0.9500 . ?
C5 C6 1.390(3) . ?
C6 H6 0.9500 . ?
N2 Ag1 2.243(2) 2_656 ?

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
O14 Ag1 O14 78.33(5) 2_665 . ?
N11 Ag1 O14 132.13(5) . 2_665 ?
N11 Ag1 O14 90.13(6) . . ?
N2 Ag1 O14 86.28(6) 2_656 2_665 ?
N2 Ag1 O14 110.39(6) 2_656 . ?
N2 Ag1 N11 140.32(6) 2_656 . ?
O14 S15 C18 103.82(9) . . ?
O17 S15 O14 113.70(9) . . ?
O17 S15 O16 116.57(10) . . ?
O17 S15 C18 102.49(9) . . ?
O16 S15 O14 114.57(9) . . ?
O16 S15 C18 103.29(10) . . ?
Ag1 O14 Ag1 101.67(5) 2_665 . ?
S15 O14 Ag1 129.76(8) . . ?
S15 O14 Ag1 116.42(8) . 2_665 ?
C12 N11 Ag1 109.21(11) . . ?
C12 N11 C10 107.74(13) . . ?
C10 N11 Ag1 108.51(11) . . ?
C13 N11 Ag1 113.62(10) 2_565 . ?
C13 N11 C12 107.40(13) 2_565 . ?
C13 N11 C10 110.19(14) 2_565 . ?
C7 C8 H8 119.7 . . ?
C9 C8 H8 119.7 . . ?
C9 C8 C7 120.57(18) . . ?
N11 C12 H12A 109.4 . . ?
N11 C12 H12B 109.4 . . ?
N11 C12 C13 111.10(14) . . ?
H12A C12 H12B 108.0 . . ?
C13 C12 H12A 109.4 . . ?
C13 C12 H12B 109.4 . . ?
N11 C10 H10A 109.0 . . ?
N11 C10 H10B 109.0 . . ?
N11 C10 C7 112.76(14) . . ?
H10A C10 H10B 107.8 . . ?
C7 C10 H10A 109.0 . . ?
C7 C10 H10B 109.0 . . ?
C8 C7 C10 119.33(17) . . ?
C8 C7 C6 119.31(16) . . ?
C6 C7 C10 121.35(16) . . ?
N11 C13 C12 111.03(14) 2_565 . ?
N11 C13 H13A 109.4 2_565 . ?
N11 C13 H13B 109.4 2_565 . ?
C12 C13 H13A 109.4 . . ?
C12 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
C9 C4 C3 118.45(17) . . ?
C9 C4 C5 120.78(17) . . ?
C5 C4 C3 120.77(18) . . ?
N2 C3 C4 176.2(2) . . ?
C8 C9 C4 119.42(17) . . ?
C8 C9 H9 120.3 . . ?
C4 C9 H9 120.3 . . ?
F20 C18 S15 111.74(13) . . ?
F20 C18 F21 108.50(16) . . ?
F20 C18 F19 107.74(16) . . ?
F21 C18 S15 109.77(13) . . ?
F19 C18 S15 111.99(13) . . ?
F19 C18 F21 106.92(15) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 C4 119.01(18) . . ?
C6 C5 H5 120.5 . . ?
C7 C6 H6 119.6 . . ?
C5 C6 C7 120.84(17) . . ?
C5 C6 H6 119.6 . . ?
C3 N2 Ag1 155.91(17) . 2_656 ?

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
Ag1 N11 C12 C13 65.24(15) . . . . ?
Ag1 N11 C10 C7 -57.27(16) . . . . ?
O14 Ag1 O14 Ag1 0.0 2_665 . . 2_665 ?
O14 Ag1 O14 S15 -139.72(13) 2_665 . . . ?
O14 Ag1 N11 C12 42.28(10) . . . . ?
O14 Ag1 N11 C12 -32.02(13) 2_665 . . . ?
O14 Ag1 N11 C10 -74.91(11) . . . . ?
O14 Ag1 N11 C10 -149.21(10) 2_665 . . . ?
O14 Ag1 N11 C13 87.85(12) 2_665 . . 2_565 ?
O14 Ag1 N11 C13 162.15(11) . . . 2_565 ?
O14 S15 C18 F20 -60.38(15) . . . . ?
O14 S15 C18 F21 179.20(13) . . . . ?
O14 S15 C18 F19 60.60(15) . . . . ?
N11 Ag1 O14 Ag1 -133.20(6) . . . 2_665 ?
N11 Ag1 O14 S15 87.09(11) . . . . ?
N11 C12 C13 N11 60.55(19) . . . 2_565 ?
N11 C10 C7 C8 87.7(2) . . . . ?
N11 C10 C7 C6 -93.7(2) . . . . ?
C8 C7 C6 C5 -2.6(3) . . . . ?
O17 S15 O14 Ag1 116.16(11) . . . . ?
O17 S15 O14 Ag1 -18.85(11) . . . 2_665 ?
O17 S15 C18 F20 58.21(16) . . . . ?
O17 S15 C18 F21 -62.21(15) . . . . ?
O17 S15 C18 F19 179.19(13) . . . . ?
C12 N11 C10 C7 -175.39(14) . . . . ?
O16 S15 O14 Ag1 -156.40(8) . . . 2_665 ?
O16 S15 O14 Ag1 -21.39(14) . . . . ?
O16 S15 C18 F20 179.75(14) . . . . ?
O16 S15 C18 F21 59.33(15) . . . . ?
O16 S15 C18 F19 -59.27(15) . . . . ?
C10 N11 C12 C13 -177.08(14) . . . . ?
C10 C7 C6 C5 178.86(16) . . . . ?
C7 C8 C9 C4 -1.0(3) . . . . ?
C13 N11 C12 C13 -58.39(19) 2_565 . . . ?
C13 N11 C10 C7 67.72(18) 2_565 . . . ?
C4 C3 N2 Ag1 23(4) . . . 2_656 ?
C4 C5 C6 C7 0.4(3) . . . . ?
C3 C4 C9 C8 178.70(17) . . . . ?
C3 C4 C5 C6 -178.41(17) . . . . ?
C9 C8 C7 C10 -178.53(16) . . . . ?
C9 C8 C7 C6 2.9(3) . . . . ?
C9 C4 C3 N2 -36(3) . . . . ?
C9 C4 C5 C6 1.5(3) . . . . ?
C18 S15 O14 Ag1 -133.28(10) . . . . ?
C18 S15 O14 Ag1 91.72(9) . . . 2_665 ?
C5 C4 C3 N2 144(3) . . . . ?
C5 C4 C9 C8 -1.2(3) . . . . ?
N2 Ag1 O14 Ag1 81.53(7) 2_656 . . 2_665 ?
N2 Ag1 O14 S15 -58.19(12) 2_656 . . . ?
N2 Ag1 N11 C12 165.53(11) 2_656 . . . ?
N2 Ag1 N11 C10 48.34(15) 2_656 . . . ?
N2 Ag1 N11 C13 -74.60(14) 2_656 . . 2_565 ?
_database_code_depnum_ccdc_archive 'CCDC 997441'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2
_audit_creation_date             2013-10-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         
'C48 H52 Ag4 F6 N8 O8 S2, 2(C F3 O3 S), C3 H6 O'
_chemical_formula_sum            'C53 H58 Ag4 F12 N8 O15 S4'
_chemical_formula_weight         1834.79
_chemical_melting_point          ?
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   25.839(6)
_cell_length_b                   11.480(3)
_cell_length_c                   24.597(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.623(13)
_cell_angle_gamma                90.00
_cell_volume                     6685(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1851
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      21.744
_cell_measurement_theta_min      2.434
_exptl_absorpt_coefficient_mu    1.381
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6153
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0996 before and 0.0665 after correction.
The Ratio of minimum to maximum transmission is 0.8247.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.823
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             3648
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.06
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.1157
_diffrn_reflns_av_unetI/netI     0.1146
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            29608
_diffrn_reflns_theta_full        27.99
_diffrn_reflns_theta_max         27.99
_diffrn_reflns_theta_min         2.90
_diffrn_ambient_temperature      123.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_reflns_number_gt                4635
_reflns_number_total             8054
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         1.066
_refine_diff_density_min         -1.404
_refine_diff_density_rms         0.166
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     480
_refine_ls_number_reflns         8054
_refine_ls_number_restraints     22
_refine_ls_R_factor_all          0.1189
_refine_ls_R_factor_gt           0.0589
_refine_ls_restrained_S_all      0.986
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0629P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1224
_refine_ls_wR_factor_ref         0.1506
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups, All O(H,H,H) groups
2. Restrained distances
 C52-C51_$1
 1.5 with sigma of 0.02
 C51_$1-C52_$1
 1.5 with sigma of 0.02
 C51-C52
 1.5 with sigma of 0.02
 C51-C52_$1
 1.5 with sigma of 0.02
 C52-H52A
 0.96 with sigma of 0.02
 C52-H52C
 0.96 with sigma of 0.02
 C52-H52B
 0.96 with sigma of 0.02
 H52B-H52C
 1.56 with sigma of 0.04
 H52B-H52A
 1.56 with sigma of 0.04
 H52C-H52A
 1.56 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(C48) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C51) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Fixed Sof: O43(0.66667) H45D(0.66667) H45E(0.66667) H45F(0.66667)
 H45A(0.33333) H45B(0.33333) H45C(0.33333) C44(0.66667) C51(0.5) C46(0.66667)
 H46A(0.66667) H46B(0.66667) H46C(0.66667) O50(0.5) C49(0.33333) H49A(0.33333)
 H49B(0.33333) H49C(0.33333) C48(0.33333) O47(0.33333)
5.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C14(H14A,H14B), C17(H17A,H17B), C11(H11A,H11B), C13(H13A,
 H13B), C18(H18A,H18B)
5.b Me refined with riding coordinates:
 C45(H45D,H45E,H45F), C45(H45A,H45B,H45C)
5.c Aromatic/amide H refined with riding coordinates:
 C24(H24), C23(H23), C20(H20), C21(H21), C7(H7), C6(H6), C10(H10), C9(H9)
5.d Idealised Me refined as rotating group:
 C46(H46A,H46B,H46C), C49(H49A,H49B,H49C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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 0.19025(2) 0.82719(4) 0.11286(2) 0.02440(14) Uani 1 1 d . . .
Ag2 Ag 0.14657(3) 0.71191(4) 0.32612(2) 0.03441(17) Uani 1 1 d . . .
S28 S 0.34050(7) 0.88406(14) 0.19028(7) 0.0254(4) Uani 1 1 d . . .
S36 S 0.12360(8) 1.07303(13) 0.05992(8) 0.0303(4) Uani 1 1 d . . .
N15 N 0.1995(2) 0.7787(4) 0.2773(2) 0.0188(11) Uani 1 1 d . A .
N12 N 0.1313(2) 0.7453(4) 0.1507(2) 0.0187(11) Uani 1 1 d . . .
N26 N 0.2173(2) 0.8561(5) 0.0390(2) 0.0315(14) Uani 1 1 d . . .
C5 C 0.1165(3) 0.4973(5) -0.0219(3) 0.0239(14) Uani 1 1 d . . .
N3 N 0.1417(3) 0.6299(5) 0.4056(2) 0.0324(14) Uani 1 1 d . A .
O29 O 0.3460(2) 0.8308(4) 0.1404(2) 0.0386(13) Uani 1 1 d . . .
C24 C 0.2385(3) 0.9851(5) -0.1373(3) 0.0242(15) Uani 1 1 d . . .
H24 H 0.2393 0.9482 -0.1716 0.029 Uiso 1 1 calc R . .
C16 C 0.2118(3) 0.6855(5) 0.2419(3) 0.0195(13) Uani 1 1 d . . .
H16A H 0.2291 0.6179 0.2679 0.023 Uiso 1 1 calc R A .
H16B H 0.2390 0.7150 0.2262 0.023 Uiso 1 1 calc R . .
C14 C 0.1693(3) 0.8758(5) 0.2369(3) 0.0221(14) Uani 1 1 d . . .
H14A H 0.1951 0.9128 0.2211 0.027 Uiso 1 1 calc R A .
H14B H 0.1588 0.9354 0.2597 0.027 Uiso 1 1 calc R . .
C23 C 0.2296(3) 0.9184(5) -0.0950(3) 0.0247(15) Uani 1 1 d . . .
H23 H 0.2240 0.8367 -0.1002 0.030 Uiso 1 1 calc R . .
O27 O 0.2843(2) 0.8835(4) 0.1894(2) 0.0358(12) Uani 1 1 d . . .
C22 C 0.2290(3) 0.9725(5) -0.0449(3) 0.0234(14) Uani 1 1 d . . .
O43 O 0.1028(4) 0.9169(8) 0.3227(5) 0.046(3) Uani 0.67 1 d P A 2
C17 C 0.1581(3) 0.6471(5) 0.1910(3) 0.0221(14) Uani 1 1 d . A .
H17A H 0.1671 0.5844 0.1685 0.027 Uiso 1 1 calc R . .
H17B H 0.1314 0.6153 0.2069 0.027 Uiso 1 1 calc R . .
C11 C 0.0788(3) 0.7080(5) 0.1013(3) 0.0221(14) Uani 1 1 d . . .
H11A H 0.0573 0.7779 0.0810 0.027 Uiso 1 1 calc R . .
H11B H 0.0553 0.6640 0.1176 0.027 Uiso 1 1 calc R . .
F42 F 0.02227(19) 1.1571(4) 0.0080(2) 0.0520(12) Uani 1 1 d . . .
F41 F 0.0695(2) 1.2341(4) 0.0920(2) 0.0508(12) Uani 1 1 d . . .
F40 F 0.0354(2) 1.0634(4) 0.0865(2) 0.0617(15) Uani 1 1 d . . .
O35 O 0.1587(2) 1.0511(5) 0.1211(2) 0.0527(15) Uani 1 1 d . . .
O37 O 0.1029(2) 0.9697(4) 0.0250(3) 0.0587(17) Uani 1 1 d . . .
C8 C 0.0894(3) 0.6327(5) 0.0562(3) 0.0200(13) Uani 1 1 d . . .
C13 C 0.1167(3) 0.8344(5) 0.1858(3) 0.0185(13) Uani 1 1 d . A .
H13A H 0.0900 0.8008 0.2013 0.022 Uiso 1 1 calc R . .
H13B H 0.0980 0.9012 0.1600 0.022 Uiso 1 1 calc R . .
F33 F 0.3800(2) 0.8328(4) 0.30281(19) 0.0603(14) Uani 1 1 d . . .
F34 F 0.4318(2) 0.7724(4) 0.2583(2) 0.0546(13) Uani 1 1 d . . .
F32 F 0.3543(2) 0.6827(4) 0.2453(2) 0.0649(15) Uani 1 1 d . . .
O38 O 0.1441(2) 1.1626(4) 0.0326(2) 0.0362(12) Uani 1 1 d . . .
O30 O 0.3700(2) 0.9935(4) 0.2098(2) 0.0304(11) Uani 1 1 d . . .
C19 C 0.2464(3) 1.1049(5) -0.1308(3) 0.0219(13) Uani 1 1 d . . .
C25 C 0.2219(3) 0.9061(5) 0.0010(3) 0.0252(14) Uani 1 1 d . . .
C20 C 0.2454(3) 1.1573(5) -0.0807(3) 0.0269(15) Uani 1 1 d . . .
H20 H 0.2512 1.2390 -0.0755 0.032 Uiso 1 1 calc R . .
C21 C 0.2362(3) 1.0919(6) -0.0380(3) 0.0292(16) Uani 1 1 d . . .
H21 H 0.2348 1.1290 -0.0040 0.035 Uiso 1 1 calc R . .
C39 C 0.0597(3) 1.1345(6) 0.0613(3) 0.0311(16) Uani 1 1 d . . .
C4 C 0.1307(3) 0.5738(5) 0.4372(3) 0.0283(15) Uani 1 1 d . . .
C7 C 0.0923(3) 0.5112(5) 0.0616(3) 0.0285(15) Uani 1 1 d . . .
H7 H 0.0844 0.4753 0.0922 0.034 Uiso 1 1 calc R . .
C6 C 0.1065(3) 0.4417(5) 0.0234(3) 0.0292(16) Uani 1 1 d . . .
H6 H 0.1094 0.3594 0.0280 0.035 Uiso 1 1 calc R . .
C10 C 0.1121(3) 0.6180(5) -0.0294(3) 0.0235(14) Uani 1 1 d . . .
H10 H 0.1178 0.6540 -0.0613 0.028 Uiso 1 1 calc R . .
C9 C 0.0992(3) 0.6838(5) 0.0102(3) 0.0237(14) Uani 1 1 d . . .
H9 H 0.0970 0.7661 0.0059 0.028 Uiso 1 1 calc R . .
C18 C 0.2543(3) 0.8207(5) 0.3224(3) 0.0225(14) Uani 1 1 d . . .
H18A H 0.2740 0.8668 0.3024 0.027 Uiso 1 1 calc R A .
H18B H 0.2783 0.7530 0.3416 0.027 Uiso 1 1 calc R . .
C31 C 0.3787(3) 0.7886(6) 0.2527(4) 0.0383(18) Uani 1 1 d . . .
C45 C 0.0517(4) 0.8706(7) 0.3793(4) 0.055(2) Uani 1 1 d . . .
H45D H 0.0227 0.8258 0.3478 0.082 Uiso 0.67 1 calc PR B 2
H45E H 0.0342 0.9136 0.4019 0.082 Uiso 0.67 1 calc PR B 2
H45F H 0.0803 0.8174 0.4058 0.082 Uiso 0.67 1 calc PR B 2
H45A H 0.0590 0.9287 0.4107 0.082 Uiso 0.33 1 calc PR B 1
H45B H 0.0785 0.8061 0.3943 0.082 Uiso 0.33 1 calc PR B 1
H45C H 0.0131 0.8410 0.3668 0.082 Uiso 0.33 1 calc PR B 1
C52 C 0.0082(4) 0.5241(8) 0.3032(4) 0.067(3) Uani 1 1 d D . .
C44 C 0.0782(6) 0.9526(11) 0.3530(6) 0.032(3) Uani 0.67 1 d P A 2
C51 C 0.0178(6) 0.5850(12) 0.2516(5) 0.046(4) Uani 0.50 1 d PDU . .
C46 C 0.0769(6) 1.0786(10) 0.3678(7) 0.063(4) Uani 0.67 1 d P A 2
H46A H 0.0989 1.1237 0.3506 0.094 Uiso 0.67 1 calc PR A 2
H46B H 0.0933 1.0884 0.4110 0.094 Uiso 0.67 1 calc PR A 2
H46C H 0.0378 1.1062 0.3514 0.094 Uiso 0.67 1 calc PR A 2
O50 O 0.0374(4) 0.6800(9) 0.2459(5) 0.046(3) Uani 0.50 1 d P . .
C49 C 0.0242(12) 1.022(2) 0.2986(12) 0.059(8) Uani 0.33 1 d P A 1
H49A H -0.0158 1.0012 0.2848 0.089 Uiso 0.33 1 calc PR A 1
H49B H 0.0327 1.0447 0.2645 0.089 Uiso 0.33 1 calc PR A 1
H49C H 0.0323 1.0882 0.3262 0.089 Uiso 0.33 1 calc PR A 1
C48 C 0.0585(11) 0.925(2) 0.3281(11) 0.024(6) Uani 0.33 1 d PU A 1
O47 O 0.0803(9) 0.8656(18) 0.3011(9) 0.045(5) Uani 0.33 1 d P A 1
H52A H 0.030(2) 0.454(4) 0.308(3) 0.067 Uiso 1 1 d D C -1
H52B H -0.0292(14) 0.502(6) 0.299(3) 0.067 Uiso 1 1 d D D -1
H52C H 0.023(3) 0.573(5) 0.337(2) 0.067 Uiso 1 1 d D E -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ag1 N12 2.281(5) . ?
Ag1 N26 2.216(5) . ?
Ag1 O27 2.491(5) . ?
Ag2 N15 2.284(5) . ?
Ag2 N3 2.220(5) . ?
Ag2 O43 2.597(9) . ?
Ag2 O47 2.36(2) . ?
S28 O29 1.427(4) . ?
S28 O27 1.443(5) . ?
S28 O30 1.448(5) . ?
S28 C31 1.821(8) . ?
S36 O35 1.434(6) . ?
S36 O37 1.436(5) . ?
S36 O38 1.440(5) . ?
S36 C39 1.809(7) . ?
N15 C16 1.491(7) . ?
N15 C14 1.489(7) . ?
N15 C18 1.485(8) . ?
N12 C17 1.477(7) . ?
N12 C11 1.477(8) . ?
N12 C13 1.481(7) . ?
N26 C25 1.145(7) . ?
C5 C4 1.452(8) 6_565 ?
C5 C6 1.394(8) . ?
C5 C10 1.397(8) . ?
N3 C4 1.130(8) . ?
C24 C23 1.386(8) . ?
C24 C19 1.390(8) . ?
C16 C17 1.515(9) . ?
C14 C13 1.512(9) . ?
C23 C22 1.385(8) . ?
C22 C25 1.432(8) . ?
C22 C21 1.385(9) . ?
O43 C44 1.227(15) . ?
C11 C8 1.514(8) . ?
F42 C39 1.306(8) . ?
F41 C39 1.337(8) . ?
F40 C39 1.325(8) . ?
C8 C7 1.400(8) . ?
C8 C9 1.386(8) . ?
F33 C31 1.322(8) . ?
F34 C31 1.334(8) . ?
F32 C31 1.349(8) . ?
C19 C20 1.379(8) . ?
C19 C18 1.512(8) 6_575 ?
C20 C21 1.389(9) . ?
C4 C5 1.452(8) 6_566 ?
C7 C6 1.389(8) . ?
C10 C9 1.375(8) . ?
C18 C19 1.512(8) 6_576 ?
C45 C44 1.459(14) . ?
C45 C48 1.48(2) . ?
C52 C51 1.552(12) . ?
C52 C51 1.425(12) 2 ?
C44 C46 1.496(16) . ?
C51 C52 1.425(12) 2 ?
C51 C51 0.89(3) 2 ?
C51 O50 1.814(16) 2 ?
C51 O50 1.234(15) . ?
O50 C51 1.814(16) 2 ?
C49 C48 1.43(3) . ?
C48 O47 1.24(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N12 Ag1 O27 114.03(17) . . ?
N26 Ag1 N12 151.3(2) . . ?
N26 Ag1 O27 92.76(19) . . ?
N15 Ag2 O43 91.3(2) . . ?
N15 Ag2 O47 97.8(5) . . ?
N3 Ag2 N15 149.7(2) . . ?
N3 Ag2 O43 103.6(3) . . ?
N3 Ag2 O47 104.8(5) . . ?
O47 Ag2 O43 19.0(5) . . ?
O29 S28 O27 115.6(3) . . ?
O29 S28 O30 115.8(3) . . ?
O29 S28 C31 105.0(3) . . ?
O27 S28 O30 113.7(3) . . ?
O27 S28 C31 102.3(3) . . ?
O30 S28 C31 102.0(3) . . ?
O35 S36 O37 114.2(4) . . ?
O35 S36 O38 114.8(3) . . ?
O35 S36 C39 104.3(3) . . ?
O37 S36 O38 115.4(3) . . ?
O37 S36 C39 102.1(3) . . ?
O38 S36 C39 103.8(3) . . ?
C16 N15 Ag2 112.2(3) . . ?
C14 N15 Ag2 109.8(3) . . ?
C14 N15 C16 108.9(4) . . ?
C18 N15 Ag2 108.0(3) . . ?
C18 N15 C16 107.9(5) . . ?
C18 N15 C14 110.0(5) . . ?
C17 N12 Ag1 112.2(4) . . ?
C17 N12 C13 107.3(4) . . ?
C11 N12 Ag1 109.1(3) . . ?
C11 N12 C17 111.1(5) . . ?
C11 N12 C13 108.4(5) . . ?
C13 N12 Ag1 108.7(3) . . ?
C25 N26 Ag1 156.3(5) . . ?
C6 C5 C4 118.4(5) . 6_565 ?
C6 C5 C10 122.0(6) . . ?
C10 C5 C4 119.6(6) . 6_565 ?
C4 N3 Ag2 165.2(6) . . ?
C23 C24 C19 121.4(6) . . ?
N15 C16 C17 110.8(5) . . ?
N15 C14 C13 112.1(5) . . ?
C22 C23 C24 119.0(6) . . ?
S28 O27 Ag1 133.1(3) . . ?
C23 C22 C25 120.8(5) . . ?
C23 C22 C21 120.3(6) . . ?
C21 C22 C25 118.9(5) . . ?
C44 O43 Ag2 127.4(8) . . ?
N12 C17 C16 111.1(5) . . ?
N12 C11 C8 113.1(5) . . ?
C7 C8 C11 121.3(5) . . ?
C9 C8 C11 120.1(5) . . ?
C9 C8 C7 118.5(5) . . ?
N12 C13 C14 110.4(5) . . ?
C24 C19 C18 121.9(5) . 6_575 ?
C20 C19 C24 118.8(6) . . ?
C20 C19 C18 119.4(5) . 6_575 ?
N26 C25 C22 177.5(8) . . ?
C19 C20 C21 120.7(6) . . ?
C22 C21 C20 119.8(6) . . ?
F42 C39 S36 111.9(5) . . ?
F42 C39 F41 107.1(6) . . ?
F42 C39 F40 107.1(6) . . ?
F41 C39 S36 112.1(5) . . ?
F40 C39 S36 112.0(5) . . ?
F40 C39 F41 106.3(5) . . ?
N3 C4 C5 179.4(7) . 6_566 ?
C6 C7 C8 121.9(6) . . ?
C7 C6 C5 117.4(6) . . ?
C9 C10 C5 118.7(6) . . ?
C10 C9 C8 121.5(6) . . ?
N15 C18 C19 111.9(5) . 6_576 ?
F33 C31 S28 111.0(5) . . ?
F33 C31 F34 108.4(7) . . ?
F33 C31 F32 107.9(6) . . ?
F34 C31 S28 111.0(5) . . ?
F34 C31 F32 107.1(6) . . ?
F32 C31 S28 111.2(6) . . ?
C44 C45 C48 27.4(9) . . ?
C51 C52 C51 34.4(11) 2 . ?
O43 C44 C45 120.3(11) . . ?
O43 C44 C46 122.5(12) . . ?
C45 C44 C46 117.1(10) . . ?
C52 C51 C52 112.5(11) 2 . ?
C52 C51 O50 104.4(9) 2 2 ?
C52 C51 O50 81.9(7) . 2 ?
C51 C51 C52 80.6(13) 2 2 ?
C51 C51 C52 64.9(11) 2 . ?
C51 C51 O50 37.5(5) 2 2 ?
C51 C51 O50 116.5(9) 2 . ?
O50 C51 C52 112.6(11) . 2 ?
O50 C51 C52 134.3(12) . . ?
O50 C51 O50 80.6(11) . 2 ?
C51 O50 C51 26.0(9) . 2 ?
C49 C48 C45 120(2) . . ?
O47 C48 C45 117.4(19) . . ?
O47 C48 C49 119(2) . . ?
C48 O47 Ag2 135.4(17) . . ?
_database_code_depnum_ccdc_archive 'CCDC 997442'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_3
_audit_creation_date             2013-10-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C16 H22 Ag N2 O2, F6 P'
_chemical_formula_sum            'C16 H22 Ag F6 N2 O2 P'
_chemical_formula_weight         527.20
_chemical_melting_point          ?
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'
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'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   8.2084(4)
_cell_length_b                   10.3939(4)
_cell_length_c                   12.6354(6)
_cell_angle_alpha                71.597(2)
_cell_angle_beta                 77.611(3)
_cell_angle_gamma                86.597(2)
_cell_volume                     999.03(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4060
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      27.194
_cell_measurement_theta_min      2.541
_exptl_absorpt_coefficient_mu    1.157
_exptl_absorpt_correction_T_max  0.7469
_exptl_absorpt_correction_T_min  0.7091
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0728 before and 0.0550 after correction.
The Ratio of minimum to maximum transmission is 0.9494.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.753
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0601
_diffrn_reflns_av_unetI/netI     0.0668
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            24422
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.25
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_reflns_number_gt                4520
_reflns_number_total             5805
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.670
_refine_diff_density_min         -0.632
_refine_diff_density_rms         0.132
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         5805
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0397
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0237P)²+0.5760P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0679
_refine_ls_wR_factor_ref         0.0755
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C13(H13A,H13B), C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C7(H7), C5(H5), C6(H6)
2.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C17(H17A,H17B,H17C), C16(H16A,H16B,H16C), C21(H21A,H21B,
 H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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 0.89031(3) -0.00587(2) 0.295424(18) 0.01770(7) Uani 1 1 d . . .
P22 P 1.20359(10) -0.45972(8) 0.25911(7) 0.02238(17) Uani 1 1 d . . .
N11 N 1.0911(3) -0.0296(2) 0.39695(18) 0.0137(4) Uani 1 1 d . . .
O14 O 0.7615(2) 0.22002(18) 0.25742(16) 0.0211(4) Uani 1 1 d . . .
O18 O 0.6386(2) -0.13436(19) 0.41266(16) 0.0214(4) Uani 1 1 d . . .
C4 C 1.2934(3) 0.0769(3) 0.0174(2) 0.0162(5) Uani 1 1 d . . .
C12 C 1.1111(3) 0.1004(3) 0.4183(2) 0.0158(5) Uani 1 1 d . . .
H12A H 1.1381 0.1737 0.3446 0.019 Uiso 1 1 calc R . .
H12B H 1.2051 0.0932 0.4575 0.019 Uiso 1 1 calc R . .
C13 C 0.9545(3) 0.1360(2) 0.4905(2) 0.0159(5) Uani 1 1 d . . .
H13A H 0.9715 0.2235 0.5024 0.019 Uiso 1 1 calc R . .
H13B H 0.8616 0.1471 0.4497 0.019 Uiso 1 1 calc R . .
C15 C 0.8129(3) 0.3175(3) 0.1745(2) 0.0173(6) Uani 1 1 d . . .
C9 C 1.2484(3) -0.0076(3) 0.1293(2) 0.0156(5) Uani 1 1 d . . .
H9 H 1.1790 -0.0847 0.1468 0.019 Uiso 1 1 calc R . .
C3 C 1.2298(3) 0.0477(3) -0.0703(2) 0.0184(6) Uani 1 1 d . . .
F23 F 1.3710(2) -0.38224(19) 0.24948(17) 0.0405(5) Uani 1 1 d . . .
C19 C 0.6184(3) -0.2561(3) 0.4313(2) 0.0198(6) Uani 1 1 d . . .
F28 F 1.0370(2) -0.53799(19) 0.27145(19) 0.0445(5) Uani 1 1 d . . .
C10 C 1.2535(3) -0.0678(3) 0.3357(2) 0.0169(6) Uani 1 1 d . . .
H10A H 1.2454 -0.1626 0.3361 0.020 Uiso 1 1 calc R . .
H10B H 1.3411 -0.0640 0.3777 0.020 Uiso 1 1 calc R . .
C7 C 1.4087(3) 0.1340(3) 0.1863(2) 0.0209(6) Uani 1 1 d . . .
H7 H 1.4489 0.1542 0.2444 0.025 Uiso 1 1 calc R . .
F26 F 1.2831(3) -0.59785(19) 0.3220(2) 0.0523(6) Uani 1 1 d . . .
C8 C 1.3053(3) 0.0214(3) 0.2148(2) 0.0152(5) Uani 1 1 d . . .
C20 C 0.4693(3) -0.3290(3) 0.5124(3) 0.0233(6) Uani 1 1 d . . .
H20A H 0.4088 -0.2697 0.5542 0.035 Uiso 1 1 calc R . .
H20B H 0.5044 -0.4107 0.5664 0.035 Uiso 1 1 calc R . .
H20C H 0.3962 -0.3546 0.4703 0.035 Uiso 1 1 calc R . .
C5 C 1.3963(3) 0.1891(3) -0.0107(2) 0.0199(6) Uani 1 1 d . . .
H5 H 1.4268 0.2459 -0.0874 0.024 Uiso 1 1 calc R . .
N2 N 1.1759(3) 0.0273(2) -0.1395(2) 0.0245(5) Uani 1 1 d . . .
C6 C 1.4536(4) 0.2165(3) 0.0750(2) 0.0237(6) Uani 1 1 d . . .
H6 H 1.5244 0.2927 0.0572 0.028 Uiso 1 1 calc R . .
F27 F 1.2777(3) -0.4841(2) 0.14063(18) 0.0531(6) Uani 1 1 d . . .
F25 F 1.1323(3) -0.4335(2) 0.37753(18) 0.0544(6) Uani 1 1 d . . .
F24 F 1.1224(3) -0.32264(19) 0.1961(2) 0.0549(6) Uani 1 1 d . . .
C17 C 0.7193(4) 0.4484(3) 0.1535(3) 0.0241(6) Uani 1 1 d . . .
H17A H 0.6090 0.4341 0.2043 0.036 Uiso 1 1 calc R . .
H17B H 0.7065 0.4805 0.0740 0.036 Uiso 1 1 calc R . .
H17C H 0.7813 0.5163 0.1684 0.036 Uiso 1 1 calc R . .
C16 C 0.9688(4) 0.3118(3) 0.0908(3) 0.0270(7) Uani 1 1 d . . .
H16A H 1.0191 0.2222 0.1148 0.040 Uiso 1 1 calc R . .
H16B H 1.0472 0.3815 0.0868 0.040 Uiso 1 1 calc R . .
H16C H 0.9427 0.3280 0.0155 0.040 Uiso 1 1 calc R . .
C21 C 0.7395(4) -0.3357(3) 0.3726(3) 0.0350(8) Uani 1 1 d . . .
H21A H 0.8257 -0.2749 0.3162 0.052 Uiso 1 1 calc R . .
H21B H 0.6814 -0.3813 0.3341 0.052 Uiso 1 1 calc R . .
H21C H 0.7915 -0.4037 0.4286 0.052 Uiso 1 1 calc R . .


_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 N11 2.254(2) . ?
Ag1 O14 2.4642(18) . ?
Ag1 O18 2.4521(18) . ?
Ag1 N2 2.231(2) 2_755 ?
P22 F23 1.5967(19) . ?
P22 F28 1.5864(19) . ?
P22 F26 1.585(2) . ?
P22 F27 1.583(2) . ?
P22 F25 1.587(2) . ?
P22 F24 1.583(2) . ?
N11 C12 1.483(3) . ?
N11 C13 1.488(3) 2_756 ?
N11 C10 1.490(3) . ?
O14 C15 1.222(3) . ?
O18 C19 1.226(3) . ?
C4 C9 1.392(4) . ?
C4 C3 1.439(4) . ?
C4 C5 1.388(4) . ?
C12 C13 1.508(4) . ?
C13 N11 1.488(3) 2_756 ?
C15 C17 1.499(4) . ?
C15 C16 1.487(4) . ?
C9 C8 1.384(4) . ?
C3 N2 1.139(4) . ?
C19 C20 1.485(4) . ?
C19 C21 1.482(4) . ?
C10 C8 1.500(4) . ?
C7 C8 1.393(4) . ?
C7 C6 1.379(4) . ?
C5 C6 1.379(4) . ?
N2 Ag1 2.231(2) 2_755 ?

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
N11 Ag1 O14 112.94(7) . . ?
N11 Ag1 O18 110.96(7) . . ?
O18 Ag1 O14 96.55(6) . . ?
N2 Ag1 N11 145.92(8) 2_755 . ?
N2 Ag1 O14 89.86(8) 2_755 . ?
N2 Ag1 O18 90.00(8) 2_755 . ?
F28 P22 F23 178.81(12) . . ?
F28 P22 F25 90.26(11) . . ?
F26 P22 F23 89.25(11) . . ?
F26 P22 F28 90.06(11) . . ?
F26 P22 F25 90.54(13) . . ?
F27 P22 F23 90.14(11) . . ?
F27 P22 F28 90.82(12) . . ?
F27 P22 F26 89.59(13) . . ?
F27 P22 F25 178.91(12) . . ?
F27 P22 F24 90.28(13) . . ?
F25 P22 F23 88.78(11) . . ?
F24 P22 F23 91.40(12) . . ?
F24 P22 F28 89.29(12) . . ?
F24 P22 F26 179.34(13) . . ?
F24 P22 F25 89.60(13) . . ?
C12 N11 Ag1 108.83(15) . . ?
C12 N11 C13 107.73(19) . 2_756 ?
C12 N11 C10 109.48(19) . . ?
C13 N11 Ag1 111.30(15) 2_756 . ?
C13 N11 C10 107.81(19) 2_756 . ?
C10 N11 Ag1 111.60(15) . . ?
C15 O14 Ag1 124.28(17) . . ?
C19 O18 Ag1 124.45(17) . . ?
C9 C4 C3 119.0(2) . . ?
C5 C4 C9 121.3(3) . . ?
C5 C4 C3 119.7(2) . . ?
N11 C12 C13 111.3(2) . . ?
N11 C13 C12 111.6(2) 2_756 . ?
O14 C15 C17 120.7(2) . . ?
O14 C15 C16 122.0(2) . . ?
C16 C15 C17 117.4(2) . . ?
C8 C9 C4 119.6(2) . . ?
N2 C3 C4 178.0(3) . . ?
O18 C19 C20 121.0(3) . . ?
O18 C19 C21 121.6(3) . . ?
C21 C19 C20 117.4(2) . . ?
N11 C10 C8 113.8(2) . . ?
C6 C7 C8 121.0(3) . . ?
C9 C8 C10 119.5(2) . . ?
C9 C8 C7 118.9(2) . . ?
C7 C8 C10 121.5(2) . . ?
C6 C5 C4 118.7(3) . . ?
C3 N2 Ag1 170.1(2) . 2_755 ?
C7 C6 C5 120.4(3) . . ?
_database_code_depnum_ccdc_archive 'CCDC 997443'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_4
_audit_creation_date             2013-12-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C22 H20 Ag2 F6 N4 O6 S2, 2(C3 H6 O)'
_chemical_formula_sum            'C28 H32 Ag2 F6 N4 O8 S2'
_chemical_formula_weight         946.44
_chemical_melting_point          ?
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 -0.8750 1.0960 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   8.2890(17)
_cell_length_b                   9.838(2)
_cell_length_c                   11.203(2)
_cell_angle_alpha                102.51(3)
_cell_angle_beta                 102.92(3)
_cell_angle_gamma                93.06(3)
_cell_volume                     864.3(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_exptl_absorpt_coefficient_mu    1.339
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   'XScale within XDS'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.818
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_av_unetI/netI     0.0191
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            29855
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.49
_diffrn_reflns_theta_min         1.92
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'ADSC Quantum 210r'
_diffrn_measurement_method       'Phi Scan'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.71080
_diffrn_source                   'Australian Synchrotron'
_diffrn_standards_number         0
_reflns_number_gt                3960
_reflns_number_total             4279
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_collection       'BluIce (McPhillips, 2002)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_molecular_graphics    ?
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.558
_refine_diff_density_min         -1.951
_refine_diff_density_rms         0.138
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         4279
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0352
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0594P)²+1.2376P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0895
_refine_ls_wR_factor_ref         0.0916
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C12(H12A,H12B), C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C6(H6), C5(H5), C9(H9)
2.c Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Ag1 Ag 0.21608(2) 0.822667(19) 0.523488(18) 0.02000(8) Uani 1 1 d . . .
S15 S 0.10975(8) 1.15578(7) 0.74065(6) 0.02066(14) Uani 1 1 d . . .
F20 F -0.0840(2) 0.9616(2) 0.78585(17) 0.0299(4) Uani 1 1 d . . .
O17 O -0.0386(3) 1.2223(2) 0.7063(2) 0.0321(5) Uani 1 1 d . . .
F21 F 0.0290(3) 1.1272(2) 0.94721(18) 0.0443(5) Uani 1 1 d . . .
F19 F 0.1742(3) 0.9689(2) 0.8757(2) 0.0410(5) Uani 1 1 d . . .
O22 O 0.4327(3) 0.6745(2) 0.6927(2) 0.0294(4) Uani 1 1 d . . .
O16 O 0.2516(3) 1.2473(3) 0.8204(2) 0.0360(5) Uani 1 1 d . . .
C23 C 0.4385(4) 0.7040(3) 0.8042(3) 0.0260(6) Uani 1 1 d . . .
C7 C 0.3465(4) 0.5853(3) 0.2024(3) 0.0231(5) Uani 1 1 d . . .
H7 H 0.4136 0.6389 0.1670 0.028 Uiso 1 1 calc . . R
N11 N 0.4644(3) 0.8485(2) 0.4695(2) 0.0170(4) Uani 1 1 d . . .
C6 C 0.2199(4) 0.4862(3) 0.1232(3) 0.0249(5) Uani 1 1 d . . .
H6 H 0.2025 0.4712 0.0344 0.030 Uiso 1 1 calc . . R
N2 N 0.0364(3) 0.7090(3) 0.5957(2) 0.0271(5) Uani 1 1 d . . .
C13 C 0.4379(3) 0.9294(3) 0.3703(2) 0.0184(5) Uani 1 1 d . . .
H13A H 0.3448 0.8810 0.2991 0.022 Uiso 1 1 calc . . R
H13B H 0.5394 0.9356 0.3382 0.022 Uiso 1 1 calc . . R
C12 C 0.6017(3) 0.9249(3) 0.5758(2) 0.0184(5) Uani 1 1 d . . .
H12A H 0.7052 0.9317 0.5463 0.022 Uiso 1 1 calc . . R
H12B H 0.6208 0.8721 0.6427 0.022 Uiso 1 1 calc . . R
O14 O 0.1438(3) 1.0546(2) 0.6379(2) 0.0369(5) Uani 1 1 d . . .
C18 C 0.0536(4) 1.0485(3) 0.8426(3) 0.0256(6) Uani 1 1 d . . .
C8 C 0.3760(3) 0.6070(3) 0.3329(2) 0.0186(5) Uani 1 1 d . . .
C5 C 0.1195(4) 0.4096(3) 0.1740(3) 0.0242(5) Uani 1 1 d . . .
H5 H 0.0325 0.3422 0.1205 0.029 Uiso 1 1 calc . . R
C4 C 0.1473(3) 0.4324(3) 0.3050(3) 0.0205(5) Uani 1 1 d . . .
C10 C 0.5172(3) 0.7089(3) 0.4207(3) 0.0197(5) Uani 1 1 d . . .
H10A H 0.5661 0.6689 0.4928 0.024 Uiso 1 1 calc . . R
H10B H 0.6048 0.7213 0.3755 0.024 Uiso 1 1 calc . . R
C9 C 0.2754(3) 0.5301(3) 0.3841(2) 0.0177(5) Uani 1 1 d . . .
H9 H 0.2940 0.5441 0.4730 0.021 Uiso 1 1 calc . . R
C25 C 0.5447(5) 0.8315(4) 0.8904(3) 0.0425(9) Uani 1 1 d . . .
H25A H 0.6411 0.8516 0.8575 0.064 Uiso 1 1 calc . . GR
H25B H 0.5829 0.8145 0.9747 0.064 Uiso 1 1 calc . . GR
H25C H 0.4792 0.9117 0.8952 0.064 Uiso 1 1 calc . . GR
C24 C 0.3411(5) 0.6172(4) 0.8640(4) 0.0411(8) Uani 1 1 d . . .
H24A H 0.2661 0.6748 0.9040 0.062 Uiso 1 1 calc . . GR
H24B H 0.4178 0.5820 0.9277 0.062 Uiso 1 1 calc . . GR
H24C H 0.2756 0.5380 0.7994 0.062 Uiso 1 1 calc . . GR
C3 C -0.0450(3) 0.6462(3) 0.6399(3) 0.0220(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
Ag1 O17 2.595(2) 2_576 ?
Ag1 N11 2.288(2) . ?
Ag1 N2 2.208(3) . ?
Ag1 O14 2.536(2) . ?
S15 O17 1.439(2) . ?
S15 O16 1.435(2) . ?
S15 O14 1.440(2) . ?
S15 C18 1.828(3) . ?
F20 C18 1.331(3) . ?
O17 Ag1 2.594(2) 2_576 ?
F21 C18 1.320(4) . ?
F19 C18 1.340(4) . ?
O22 C23 1.210(4) . ?
C23 C25 1.503(5) . ?
C23 C24 1.499(5) . ?
C7 H7 0.9500 . ?
C7 C6 1.392(4) . ?
C7 C8 1.394(4) . ?
N11 C13 1.487(3) . ?
N11 C12 1.481(3) . ?
N11 C10 1.490(3) . ?
C6 H6 0.9500 . ?
C6 C5 1.385(4) . ?
N2 C3 1.149(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C12 1.513(4) 2_676 ?
C12 C13 1.513(4) 2_676 ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C8 C10 1.508(4) . ?
C8 C9 1.390(4) . ?
C5 H5 0.9500 . ?
C5 C4 1.399(4) . ?
C4 C9 1.392(4) . ?
C4 C3 1.438(4) 2_566 ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C9 H9 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C3 C4 1.438(4) 2_566 ?

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
N11 Ag1 O17 94.30(8) . 2_576 ?
N11 Ag1 O14 111.36(8) . . ?
N2 Ag1 O17 96.57(9) . 2_576 ?
N2 Ag1 N11 152.02(9) . . ?
N2 Ag1 O14 90.31(9) . . ?
O14 Ag1 O17 105.79(9) . 2_576 ?
O17 S15 C18 102.87(14) . . ?
O16 S15 O17 115.42(15) . . ?
O16 S15 O14 115.20(16) . . ?
O16 S15 C18 103.55(14) . . ?
O14 S15 O17 113.99(16) . . ?
O14 S15 C18 103.48(14) . . ?
S15 O17 Ag1 122.85(14) . 2_576 ?
O22 C23 C25 121.1(3) . . ?
O22 C23 C24 122.4(3) . . ?
C24 C23 C25 116.4(3) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 H7 119.6 . . ?
C8 C7 C6 120.9(3) . . ?
C13 N11 Ag1 106.83(15) . . ?
C13 N11 C10 110.4(2) . . ?
C12 N11 Ag1 113.52(16) . . ?
C12 N11 C13 108.49(19) . . ?
C12 N11 C10 107.3(2) . . ?
C10 N11 Ag1 110.38(15) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 C7 119.9(3) . . ?
C5 C6 H6 120.0 . . ?
C3 N2 Ag1 173.8(3) . . ?
N11 C13 H13A 109.7 . . ?
N11 C13 H13B 109.7 . . ?
N11 C13 C12 109.8(2) . 2_676 ?
H13A C13 H13B 108.2 . . ?
C12 C13 H13A 109.7 2_676 . ?
C12 C13 H13B 109.7 2_676 . ?
N11 C12 C13 111.3(2) . 2_676 ?
N11 C12 H12A 109.4 . . ?
N11 C12 H12B 109.4 . . ?
C13 C12 H12A 109.4 2_676 . ?
C13 C12 H12B 109.4 2_676 . ?
H12A C12 H12B 108.0 . . ?
S15 O14 Ag1 157.38(16) . . ?
F20 C18 S15 112.0(2) . . ?
F20 C18 F19 106.7(2) . . ?
F21 C18 S15 111.2(2) . . ?
F21 C18 F20 108.0(3) . . ?
F21 C18 F19 107.5(3) . . ?
F19 C18 S15 111.1(2) . . ?
C7 C8 C10 121.9(2) . . ?
C7 C8 C9 119.3(2) . . ?
C9 C8 C10 118.8(2) . . ?
C6 C5 H5 120.3 . . ?
C6 C5 C4 119.3(3) . . ?
C4 C5 H5 120.3 . . ?
C5 C4 C3 120.4(2) . 2_566 ?
C9 C4 C5 120.7(2) . . ?
C9 C4 C3 118.9(2) . 2_566 ?
N11 C10 C8 113.1(2) . . ?
N11 C10 H10A 109.0 . . ?
N11 C10 H10B 109.0 . . ?
C8 C10 H10A 109.0 . . ?
C8 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C8 C9 C4 119.9(2) . . ?
C8 C9 H9 120.1 . . ?
C4 C9 H9 120.1 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N2 C3 C4 179.8(4) . 2_566 ?

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
Ag1 N11 C13 C12 64.6(2) . . . 2_676 ?
Ag1 N11 C12 C13 -59.5(2) . . . 2_676 ?
Ag1 N11 C10 C8 42.4(2) . . . . ?
Ag1 N2 C3 C4 -175(100) . . . 2_566 ?
O17 Ag1 N11 C13 40.04(16) 2_576 . . . ?
O17 Ag1 N11 C12 159.58(16) 2_576 . . . ?
O17 Ag1 N11 C10 -79.97(17) 2_576 . . . ?
O17 Ag1 N2 C3 144(2) 2_576 . . . ?
O17 Ag1 O14 S15 142.5(4) 2_576 . . . ?
O17 S15 O14 Ag1 -131.4(4) . . . . ?
O17 S15 C18 F20 55.6(2) . . . . ?
O17 S15 C18 F21 -65.4(2) . . . . ?
O17 S15 C18 F19 174.8(2) . . . . ?
O16 S15 O17 Ag1 132.37(16) . . . 2_576 ?
O16 S15 O14 Ag1 91.9(4) . . . . ?
O16 S15 C18 F20 176.2(2) . . . . ?
O16 S15 C18 F21 55.2(3) . . . . ?
O16 S15 C18 F19 -64.6(2) . . . . ?
C7 C6 C5 C4 -0.4(4) . . . . ?
C7 C8 C10 N11 96.9(3) . . . . ?
C7 C8 C9 C4 0.2(4) . . . . ?
N11 Ag1 N2 C3 32(2) . . . . ?
N11 Ag1 O14 S15 -116.3(4) . . . . ?
C6 C7 C8 C10 177.1(3) . . . . ?
C6 C7 C8 C9 -1.1(4) . . . . ?
C6 C5 C4 C9 -0.6(4) . . . . ?
C6 C5 C4 C3 -179.8(3) . . . 2_566 ?
N2 Ag1 N11 C13 152.75(18) . . . . ?
N2 Ag1 N11 C12 -87.7(2) . . . . ?
N2 Ag1 N11 C10 32.7(3) . . . . ?
N2 Ag1 O14 S15 45.6(4) . . . . ?
C13 N11 C12 C13 59.1(3) . . . 2_676 ?
C13 N11 C10 C8 -75.5(3) . . . . ?
C12 N11 C13 C12 -58.1(3) . . . 2_676 ?
C12 N11 C10 C8 166.5(2) . . . . ?
O14 Ag1 N11 C13 -68.78(17) . . . . ?
O14 Ag1 N11 C12 50.76(18) . . . . ?
O14 Ag1 N11 C10 171.21(16) . . . . ?
O14 Ag1 N2 C3 -110(2) . . . . ?
O14 S15 O17 Ag1 -4.3(2) . . . 2_576 ?
O14 S15 C18 F20 -63.3(3) . . . . ?
O14 S15 C18 F21 175.7(2) . . . . ?
O14 S15 C18 F19 55.9(2) . . . . ?
C18 S15 O17 Ag1 -115.63(15) . . . 2_576 ?
C18 S15 O14 Ag1 -20.4(5) . . . . ?
C8 C7 C6 C5 1.2(4) . . . . ?
C5 C4 C9 C8 0.7(4) . . . . ?
C10 N11 C13 C12 -175.4(2) . . . 2_676 ?
C10 N11 C12 C13 178.3(2) . . . 2_676 ?
C10 C8 C9 C4 -178.1(2) . . . . ?
C9 C8 C10 N11 -84.9(3) . . . . ?
C3 C4 C9 C8 179.9(2) 2_566 . . . ?
_database_code_depnum_ccdc_archive 'CCDC 997444'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_5
_audit_creation_date             2013-09-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C20 H20 Ag N4, C F3 O3 S'
_chemical_formula_sum            'C21 H20 Ag F3 N4 O3 S'
_chemical_formula_weight         573.34
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 'x, -y, z+1/2'
3 'x+1/2, y+1/2, z'
4 'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   13.6310(8)
_cell_length_b                   16.7804(8)
_cell_length_c                   10.9261(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 115.623(2)
_cell_angle_gamma                90.00
_cell_volume                     2253.4(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4098
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      30.238
_cell_measurement_theta_min      2.428
_exptl_absorpt_coefficient_mu    1.043
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.6743
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0594 before and 0.0462 after correction.
The Ratio of minimum to maximum transmission is 0.9033.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.690
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_av_unetI/netI     0.0591
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15087
_diffrn_reflns_theta_full        33.24
_diffrn_reflns_theta_max         33.24
_diffrn_reflns_theta_min         2.43
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_reflns_number_gt                7553
_reflns_number_total             8532
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
'L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard, H. Puschmann, in preparation (2013)'
_refine_diff_density_max         1.353
_refine_diff_density_min         -0.809
_refine_diff_density_rms         0.107
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.23(2)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         8532
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0468
_refine_ls_R_factor_gt           0.0396
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0397P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0833
_refine_ls_wR_factor_ref         0.0875
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C18) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.2
3.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C15(H15A,H15B), C13(H13A,H13B), C17(H17A,H17B), C16(H16A,
 H16B), C10(H10A,H10B)
3.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C20(H20), C9(H9), C23(H23), C7(H7), C5(H5), C19(H19), C21(H21)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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 0.55286(4) 0.557416(10) 0.83075(4) 0.01357(5) Uani 1 1 d . . .
C12 C 0.6384(5) 0.5538(2) 0.6086(6) 0.0142(11) Uani 1 1 d . . .
H12A H 0.6755 0.5295 0.5575 0.017 Uiso 1 1 calc R . .
H12B H 0.6777 0.6033 0.6516 0.017 Uiso 1 1 calc R . .
C15 C 0.4652(4) 0.44459(19) 0.5528(6) 0.0113(10) Uani 1 1 d . . .
H15A H 0.4259 0.3951 0.5095 0.014 Uiso 1 1 calc R . .
H15B H 0.4277 0.4691 0.6033 0.014 Uiso 1 1 calc R . .
N11 N 0.6412(3) 0.49775(17) 0.7152(3) 0.0123(7) Uani 1 1 d . . .
N14 N 0.4633(3) 0.50017(17) 0.4474(3) 0.0106(7) Uani 1 1 d . . .
C8 C 0.8272(5) 0.4391(2) 0.7695(6) 0.0153(11) Uani 1 1 d . . .
C18 C 0.2808(4) 0.5616(2) 0.4023(6) 0.0124(10) Uani 1 1 d U . .
C6 C 0.9499(5) 0.4415(2) 0.6563(7) 0.0216(12) Uani 1 1 d . . .
H6 H 0.9867 0.4708 0.6145 0.026 Uiso 1 1 calc R . .
C22 C 0.2095(4) 0.6866(2) 0.4355(5) 0.0146(8) Uani 1 1 d . . .
C20 C 0.1646(5) 0.5663(3) 0.5140(7) 0.0257(12) Uani 1 1 d . . .
H20 H 0.1280 0.5390 0.5583 0.031 Uiso 1 1 calc R . .
C13 C 0.5228(4) 0.5735(2) 0.5128(5) 0.0124(8) Uani 1 1 d . . .
H13A H 0.4864 0.5997 0.5633 0.015 Uiso 1 1 calc R . .
H13B H 0.5221 0.6111 0.4425 0.015 Uiso 1 1 calc R . .
C17 C 0.3506(3) 0.5176(3) 0.3454(4) 0.0149(8) Uani 1 1 d . . .
H17A H 0.3143 0.4667 0.3049 0.018 Uiso 1 1 calc R . .
H17B H 0.3541 0.5502 0.2719 0.018 Uiso 1 1 calc R . .
C16 C 0.5815(4) 0.4245(2) 0.6504(5) 0.0121(8) Uani 1 1 d . . .
H16A H 0.5815 0.3874 0.7209 0.015 Uiso 1 1 calc R . .
H16B H 0.6181 0.3978 0.6007 0.015 Uiso 1 1 calc R . .
C4 C 0.9061(4) 0.3182(3) 0.7296(5) 0.0190(9) Uani 1 1 d . . .
C10 C 0.7549(4) 0.4817(2) 0.8184(4) 0.0153(8) Uani 1 1 d . . .
H10A H 0.7893 0.5334 0.8575 0.018 Uiso 1 1 calc R . .
H10B H 0.7513 0.4501 0.8927 0.018 Uiso 1 1 calc R . .
C9 C 0.8391(3) 0.3576(2) 0.7791(4) 0.0148(8) Uani 1 1 d . . .
H9 H 0.8017 0.3276 0.8195 0.018 Uiso 1 1 calc R . .
C23 C 0.2708(3) 0.6451(2) 0.3842(4) 0.0153(8) Uani 1 1 d . . .
H23 H 0.3057 0.6722 0.3376 0.018 Uiso 1 1 calc R . .
C7 C 0.8836(3) 0.4814(3) 0.7061(4) 0.0198(9) Uani 1 1 d . . .
H7 H 0.8763 0.5377 0.6972 0.024 Uiso 1 1 calc R . .
C3 C 0.9176(4) 0.2342(3) 0.7437(4) 0.0202(8) Uani 1 1 d . . .
C5 C 0.9612(4) 0.3606(3) 0.6682(5) 0.0214(9) Uani 1 1 d . . .
H5 H 1.0059 0.3335 0.6351 0.026 Uiso 1 1 calc R . .
C19 C 0.2249(4) 0.5229(3) 0.4624(5) 0.0184(9) Uani 1 1 d . . .
H19 H 0.2273 0.4664 0.4688 0.022 Uiso 1 1 calc R . .
C24 C 0.1995(4) 0.7727(3) 0.4205(5) 0.0199(8) Uani 1 1 d . . .
S26 S 0.68266(8) 0.23293(5) 1.00726(10) 0.02674(18) Uani 1 1 d . . .
N25 N 0.1908(4) 0.8397(2) 0.4131(5) 0.0246(8) Uani 1 1 d . . .
N2 N 0.9282(4) 0.1657(2) 0.7567(5) 0.0284(10) Uani 1 1 d . . .
O27 O 0.6395(2) 0.24845(16) 1.1050(3) 0.0319(6) Uani 1 1 d . . .
O29 O 0.7019(3) 0.30436(17) 0.9479(3) 0.0442(8) Uani 1 1 d . . .
O28 O 0.7648(3) 0.17250(18) 1.0472(4) 0.0502(9) Uani 1 1 d . . .
F31 F 0.5339(3) 0.12266(19) 0.9075(4) 0.0666(10) Uani 1 1 d . . .
F33 F 0.5903(4) 0.1652(3) 0.7675(4) 0.0963(16) Uani 1 1 d . . .
C21 C 0.1566(4) 0.6479(3) 0.5027(5) 0.0211(9) Uani 1 1 d . . .
H21 H 0.1160 0.6771 0.5397 0.025 Uiso 1 1 calc R . .
F32 F 0.4825(3) 0.2375(2) 0.8189(4) 0.0917(14) Uani 1 1 d . . .
C30 C 0.5674(4) 0.1895(3) 0.8671(4) 0.0431(11) 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
Ag1 N11 2.315(3) . ?
Ag1 N14 2.323(3) 2_565 ?
Ag1 N25 2.421(4) 4_565 ?
Ag1 N2 2.378(4) 3_455 ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 N11 1.485(6) . ?
C12 C13 1.503(7) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 N14 1.473(6) . ?
C15 C16 1.517(7) . ?
N11 C16 1.475(5) . ?
N11 C10 1.494(6) . ?
N14 Ag1 2.323(3) 2_564 ?
N14 C13 1.478(5) . ?
N14 C17 1.485(5) . ?
C8 C10 1.491(7) . ?
C8 C9 1.374(5) . ?
C8 C7 1.427(7) . ?
C18 C17 1.532(7) . ?
C18 C23 1.413(5) . ?
C18 C19 1.367(7) . ?
C6 H6 0.9500 . ?
C6 C7 1.409(8) . ?
C6 C5 1.365(6) . ?
C22 C23 1.379(6) . ?
C22 C24 1.454(6) . ?
C22 C21 1.392(6) . ?
C20 H20 0.9500 . ?
C20 C19 1.388(7) . ?
C20 C21 1.374(6) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C4 C9 1.412(6) . ?
C4 C3 1.419(6) . ?
C4 C5 1.398(7) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C9 H9 0.9500 . ?
C23 H23 0.9500 . ?
C7 H7 0.9500 . ?
C3 N2 1.160(5) . ?
C5 H5 0.9500 . ?
C19 H19 0.9500 . ?
C24 N25 1.131(5) . ?
S26 O27 1.448(3) . ?
S26 O29 1.440(3) . ?
S26 O28 1.431(3) . ?
S26 C30 1.806(5) . ?
N25 Ag1 2.421(4) 4_464 ?
N2 Ag1 2.378(4) 3_545 ?
F31 C30 1.355(6) . ?
F33 C30 1.320(6) . ?
C21 H21 0.9500 . ?
F32 C30 1.319(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
N11 Ag1 N14 129.79(6) . 2_565 ?
N11 Ag1 N25 90.43(13) . 4_565 ?
N11 Ag1 N2 127.49(13) . 3_455 ?
N14 Ag1 N25 126.92(13) 2_565 4_565 ?
N14 Ag1 N2 92.09(13) 2_565 3_455 ?
N2 Ag1 N25 84.70(11) 3_455 4_565 ?
H12A C12 H12B 108.1 . . ?
N11 C12 H12A 109.6 . . ?
N11 C12 H12B 109.6 . . ?
N11 C12 C13 110.5(4) . . ?
C13 C12 H12A 109.6 . . ?
C13 C12 H12B 109.6 . . ?
H15A C15 H15B 108.1 . . ?
N14 C15 H15A 109.6 . . ?
N14 C15 H15B 109.6 . . ?
N14 C15 C16 110.5(4) . . ?
C16 C15 H15A 109.6 . . ?
C16 C15 H15B 109.6 . . ?
C12 N11 Ag1 108.1(3) . . ?
C12 N11 C10 111.8(4) . . ?
C16 N11 Ag1 108.2(2) . . ?
C16 N11 C12 109.3(3) . . ?
C16 N11 C10 112.9(3) . . ?
C10 N11 Ag1 106.3(2) . . ?
C15 N14 Ag1 109.3(2) . 2_564 ?
C15 N14 C13 109.2(3) . . ?
C15 N14 C17 112.0(4) . . ?
C13 N14 Ag1 107.6(2) . 2_564 ?
C13 N14 C17 111.8(3) . . ?
C17 N14 Ag1 106.8(2) . 2_564 ?
C9 C8 C10 121.6(4) . . ?
C9 C8 C7 117.5(5) . . ?
C7 C8 C10 120.8(3) . . ?
C23 C18 C17 117.5(4) . . ?
C19 C18 C17 122.6(3) . . ?
C19 C18 C23 119.9(4) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C5 C6 C7 120.1(5) . . ?
C23 C22 C24 120.0(4) . . ?
C23 C22 C21 121.5(4) . . ?
C21 C22 C24 118.5(4) . . ?
C19 C20 H20 119.2 . . ?
C21 C20 H20 119.2 . . ?
C21 C20 C19 121.7(5) . . ?
C12 C13 H13A 109.6 . . ?
C12 C13 H13B 109.6 . . ?
N14 C13 C12 110.2(3) . . ?
N14 C13 H13A 109.6 . . ?
N14 C13 H13B 109.6 . . ?
H13A C13 H13B 108.1 . . ?
N14 C17 C18 114.4(4) . . ?
N14 C17 H17A 108.7 . . ?
N14 C17 H17B 108.7 . . ?
C18 C17 H17A 108.7 . . ?
C18 C17 H17B 108.7 . . ?
H17A C17 H17B 107.6 . . ?
C15 C16 H16A 109.6 . . ?
C15 C16 H16B 109.6 . . ?
N11 C16 C15 110.1(3) . . ?
N11 C16 H16A 109.6 . . ?
N11 C16 H16B 109.6 . . ?
H16A C16 H16B 108.1 . . ?
C9 C4 C3 118.9(4) . . ?
C5 C4 C9 121.1(4) . . ?
C5 C4 C3 120.0(4) . . ?
N11 C10 H10A 108.2 . . ?
N11 C10 H10B 108.2 . . ?
C8 C10 N11 116.5(4) . . ?
C8 C10 H10A 108.2 . . ?
C8 C10 H10B 108.2 . . ?
H10A C10 H10B 107.3 . . ?
C8 C9 C4 120.7(4) . . ?
C8 C9 H9 119.6 . . ?
C4 C9 H9 119.6 . . ?
C18 C23 H23 120.6 . . ?
C22 C23 C18 118.9(4) . . ?
C22 C23 H23 120.6 . . ?
C8 C7 H7 119.3 . . ?
C6 C7 C8 121.3(4) . . ?
C6 C7 H7 119.3 . . ?
N2 C3 C4 179.1(6) . . ?
C6 C5 C4 119.3(5) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C18 C19 C20 119.8(4) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
N25 C24 C22 177.3(5) . . ?
O27 S26 C30 102.5(2) . . ?
O29 S26 O27 113.15(17) . . ?
O29 S26 C30 102.4(2) . . ?
O28 S26 O27 114.6(2) . . ?
O28 S26 O29 117.2(2) . . ?
O28 S26 C30 104.6(2) . . ?
C24 N25 Ag1 141.0(4) . 4_464 ?
C3 N2 Ag1 146.3(4) . 3_545 ?
C22 C21 H21 120.9 . . ?
C20 C21 C22 118.2(4) . . ?
C20 C21 H21 120.9 . . ?
F31 C30 S26 110.5(3) . . ?
F33 C30 S26 113.2(4) . . ?
F33 C30 F31 104.2(4) . . ?
F32 C30 S26 112.6(3) . . ?
F32 C30 F31 105.9(5) . . ?
F32 C30 F33 109.9(4) . . ?

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
Ag1 N11 C16 C15 59.5(4) . . . . ?
Ag1 N11 C10 C8 176.8(3) . . . . ?
Ag1 N14 C13 C12 -59.5(4) 2_564 . . . ?
Ag1 N14 C17 C18 -175.8(3) 2_564 . . . ?
C12 N11 C16 C15 -57.9(4) . . . . ?
C12 N11 C10 C8 -65.4(5) . . . . ?
C15 N14 C13 C12 59.0(4) . . . . ?
C15 N14 C17 C18 64.6(4) . . . . ?
N11 C12 C13 N14 -59.5(5) . . . . ?
N14 Ag1 N11 C12 153.6(3) 2_565 . . . ?
N14 Ag1 N11 C16 35.3(4) 2_565 . . . ?
N14 Ag1 N11 C10 -86.2(3) 2_565 . . . ?
N14 C15 C16 N11 59.0(5) . . . . ?
C22 C24 N25 Ag1 -79(12) . . . 4_464 ?
C13 C12 N11 Ag1 -59.0(4) . . . . ?
C13 C12 N11 C16 58.6(4) . . . . ?
C13 C12 N11 C10 -175.7(3) . . . . ?
C13 N14 C17 C18 -58.3(4) . . . . ?
C17 N14 C13 C12 -176.5(4) . . . . ?
C17 C18 C23 C22 -179.3(4) . . . . ?
C17 C18 C19 C20 178.9(5) . . . . ?
C16 C15 N14 Ag1 58.7(4) . . . 2_564 ?
C16 C15 N14 C13 -58.8(4) . . . . ?
C16 C15 N14 C17 176.8(3) . . . . ?
C16 N11 C10 C8 58.3(4) . . . . ?
C4 C3 N2 Ag1 -38(37) . . . 3_545 ?
C10 N11 C16 C15 176.9(4) . . . . ?
C10 C8 C9 C4 178.7(5) . . . . ?
C10 C8 C7 C6 -178.3(5) . . . . ?
C9 C8 C10 N11 -93.9(6) . . . . ?
C9 C8 C7 C6 -0.6(8) . . . . ?
C9 C4 C3 N2 -93(36) . . . . ?
C9 C4 C5 C6 0.1(8) . . . . ?
C23 C18 C17 N14 98.3(5) . . . . ?
C23 C18 C19 C20 -4.6(8) . . . . ?
C23 C22 C24 N25 -157(11) . . . . ?
C23 C22 C21 C20 -1.6(8) . . . . ?
C7 C8 C10 N11 83.7(6) . . . . ?
C7 C8 C9 C4 0.9(8) . . . . ?
C7 C6 C5 C4 0.2(9) . . . . ?
C3 C4 C9 C8 178.9(5) . . . . ?
C3 C4 C5 C6 -179.5(5) . . . . ?
C5 C6 C7 C8 0.0(9) . . . . ?
C5 C4 C9 C8 -0.7(8) . . . . ?
C5 C4 C3 N2 87(36) . . . . ?
C19 C18 C17 N14 -85.1(6) . . . . ?
C19 C18 C23 C22 3.9(8) . . . . ?
C19 C20 C21 C22 1.0(9) . . . . ?
C24 C22 C23 C18 178.9(5) . . . . ?
C24 C22 C21 C20 178.7(5) . . . . ?
N25 Ag1 N11 C12 -64.4(3) 4_565 . . . ?
N25 Ag1 N11 C16 177.3(3) 4_565 . . . ?
N25 Ag1 N11 C10 55.8(2) 4_565 . . . ?
N2 Ag1 N11 C12 19.2(4) 3_455 . . . ?
N2 Ag1 N11 C16 -99.0(3) 3_455 . . . ?
N2 Ag1 N11 C10 139.4(2) 3_455 . . . ?
O27 S26 C30 F31 -59.2(4) . . . . ?
O27 S26 C30 F33 -175.7(4) . . . . ?
O27 S26 C30 F32 59.0(4) . . . . ?
O29 S26 C30 F31 -176.7(3) . . . . ?
O29 S26 C30 F33 66.9(4) . . . . ?
O29 S26 C30 F32 -58.5(5) . . . . ?
O28 S26 C30 F31 60.6(4) . . . . ?
O28 S26 C30 F33 -55.8(4) . . . . ?
O28 S26 C30 F32 178.8(4) . . . . ?
C21 C22 C23 C18 -0.8(7) . . . . ?
C21 C22 C24 N25 23(12) . . . . ?
C21 C20 C19 C18 2.1(9) . . . . ?
_database_code_depnum_ccdc_archive 'CCDC 997445'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_L1
_audit_creation_date             2013-09-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C20 H20 N4'
_chemical_formula_sum            'C20 H20 N4'
_chemical_formula_weight         316.40
_chemical_melting_point          ?
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   6.5627(5)
_cell_length_b                   8.2007(7)
_cell_length_c                   8.5966(7)
_cell_angle_alpha                83.164(4)
_cell_angle_beta                 71.318(3)
_cell_angle_gamma                71.589(3)
_cell_volume                     415.77(6)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    1025
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      31.340
_cell_measurement_theta_min      3.430
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.6827
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0523 before and 0.0405 after correction.
The Ratio of minimum to maximum transmission is 0.9148.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             168
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.13
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4352
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.50
_diffrn_reflns_theta_min         2.50
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_reflns_number_gt                1540
_reflns_number_total             2071
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         2071
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0517
_refine_ls_restrained_S_all      1.109
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0631P)²+0.0141P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1247
_refine_ls_wR_factor_ref         0.1372
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C11(H11A,H11B), C12(H12A,H12B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C7(H7), C8(H8), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
C9 C 0.2841(2) 0.21141(17) 0.11489(17) 0.0228(3) Uani 1 1 d . . .
H9A H 0.4055 0.1898 0.0089 0.027 Uiso 1 1 calc R . .
H9B H 0.2220 0.1126 0.1391 0.027 Uiso 1 1 calc R . .
C2 C 0.6806(2) 0.21399(17) 0.61802(17) 0.0237(3) Uani 1 1 d . . .
C6 C 0.3847(2) 0.21942(16) 0.24739(16) 0.0198(3) Uani 1 1 d . . .
C5 C 0.2720(2) 0.33083(17) 0.37827(16) 0.0240(3) Uani 1 1 d . . .
H5 H 0.1268 0.4073 0.3843 0.029 Uiso 1 1 calc R . .
C11 C 0.1975(2) 0.50889(16) 0.02619(16) 0.0198(3) Uani 1 1 d . . .
H11A H 0.3080 0.4774 -0.0833 0.024 Uiso 1 1 calc R . .
H11B H 0.2761 0.5334 0.0975 0.024 Uiso 1 1 calc R . .
C7 C 0.5968(2) 0.10732(16) 0.24136(17) 0.0220(3) Uani 1 1 d . . .
H7 H 0.6761 0.0312 0.1521 0.026 Uiso 1 1 calc R . .
C3 C 0.5789(2) 0.21811(16) 0.49187(16) 0.0207(3) Uani 1 1 d . . .
C8 C 0.6934(2) 0.10492(16) 0.36240(17) 0.0225(3) Uani 1 1 d . . .
H8 H 0.8371 0.0265 0.3575 0.027 Uiso 1 1 calc R . .
C4 C 0.3672(2) 0.33224(17) 0.49962(17) 0.0239(3) Uani 1 1 d . . .
H4 H 0.2893 0.4102 0.5876 0.029 Uiso 1 1 calc R . .
C12 C -0.0097(2) 0.33338(16) -0.01007(17) 0.0202(3) Uani 1 1 d . . .
H12A H -0.0722 0.2367 0.0360 0.024 Uiso 1 1 calc R . .
H12B H 0.0986 0.3005 -0.1200 0.024 Uiso 1 1 calc R . .
N10 N 0.10680(16) 0.36585(13) 0.09687(13) 0.0187(3) Uani 1 1 d . . .
N1 N 0.76464(19) 0.20649(15) 0.71818(16) 0.0314(3) 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
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C6 1.5052(18) . ?
C9 N10 1.4559(15) . ?
C2 C3 1.4364(18) . ?
C2 N1 1.1486(17) . ?
C6 C5 1.3902(18) . ?
C6 C7 1.3932(16) . ?
C5 H5 0.9500 . ?
C5 C4 1.3799(18) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.5069(17) 2_565 ?
C11 N10 1.4627(17) . ?
C7 H7 0.9500 . ?
C7 C8 1.3764(18) . ?
C3 C8 1.3909(19) . ?
C3 C4 1.3948(17) . ?
C8 H8 0.9500 . ?
C4 H4 0.9500 . ?
C12 C11 1.5069(17) 2_565 ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 N10 1.4623(16) . ?

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
H9A C9 H9B 107.6 . . ?
C6 C9 H9A 108.6 . . ?
C6 C9 H9B 108.6 . . ?
N10 C9 H9A 108.6 . . ?
N10 C9 H9B 108.6 . . ?
N10 C9 C6 114.49(10) . . ?
N1 C2 C3 178.31(14) . . ?
C5 C6 C9 122.64(11) . . ?
C5 C6 C7 118.58(12) . . ?
C7 C6 C9 118.75(11) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 C6 121.15(12) . . ?
C4 C5 H5 119.4 . . ?
H11A C11 H11B 108.2 . . ?
C12 C11 H11A 109.7 2_565 . ?
C12 C11 H11B 109.7 2_565 . ?
N10 C11 H11A 109.7 . . ?
N10 C11 H11B 109.7 . . ?
N10 C11 C12 110.03(10) . 2_565 ?
C6 C7 H7 119.4 . . ?
C8 C7 C6 121.19(12) . . ?
C8 C7 H7 119.4 . . ?
C8 C3 C2 119.07(11) . . ?
C8 C3 C4 120.24(12) . . ?
C4 C3 C2 120.69(12) . . ?
C7 C8 C3 119.49(11) . . ?
C7 C8 H8 120.3 . . ?
C3 C8 H8 120.3 . . ?
C5 C4 C3 119.34(12) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C11 C12 H12A 109.5 2_565 . ?
C11 C12 H12B 109.5 2_565 . ?
H12A C12 H12B 108.1 . . ?
N10 C12 C11 110.63(10) . 2_565 ?
N10 C12 H12A 109.5 . . ?
N10 C12 H12B 109.5 . . ?
C9 N10 C11 111.43(10) . . ?
C9 N10 C12 110.16(10) . . ?
C12 N10 C11 108.48(10) . . ?

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
C9 C6 C5 C4 178.56(12) . . . . ?
C9 C6 C7 C8 -177.68(12) . . . . ?
C2 C3 C8 C7 179.68(12) . . . . ?
C2 C3 C4 C5 -178.73(12) . . . . ?
C6 C9 N10 C11 70.85(14) . . . . ?
C6 C9 N10 C12 -168.70(11) . . . . ?
C6 C5 C4 C3 -0.9(2) . . . . ?
C6 C7 C8 C3 -1.0(2) . . . . ?
C5 C6 C7 C8 0.5(2) . . . . ?
C11 C12 N10 C9 178.57(10) 2_565 . . . ?
C11 C12 N10 C11 -59.22(14) 2_565 . . . ?
C7 C6 C5 C4 0.5(2) . . . . ?
C8 C3 C4 C5 0.4(2) . . . . ?
C4 C3 C8 C7 0.5(2) . . . . ?
C12 C11 N10 C9 -179.71(10) 2_565 . . . ?
C12 C11 N10 C12 58.85(14) 2_565 . . . ?
N10 C9 C6 C5 22.30(19) . . . . ?
N10 C9 C6 C7 -159.60(12) . . . . ?
N1 C2 C3 C8 -29(5) . . . . ?
N1 C2 C3 C4 150(5) . . . . ?
_database_code_depnum_ccdc_archive 'CCDC 997446'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_L2
_audit_creation_date             2013-09-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C20 H20 N4'
_chemical_formula_sum            'C20 H20 N4'
_chemical_formula_weight         316.40
_chemical_melting_point          ?
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   6.1328(5)
_cell_length_b                   7.1872(6)
_cell_length_c                   10.0545(9)
_cell_angle_alpha                78.816(5)
_cell_angle_beta                 74.898(5)
_cell_angle_gamma                79.084(6)
_cell_volume                     415.21(6)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    1036
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      29.105
_cell_measurement_theta_min      2.921
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6789
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0603 before and 0.0409 after correction.
The Ratio of minimum to maximum transmission is 0.9101.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             168
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_av_unetI/netI     0.0521
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4445
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.00
_diffrn_reflns_theta_min         3.87
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_reflns_number_gt                1406
_reflns_number_total             1982
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.208
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         1982
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0500
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0474P)²+0.0321P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1049
_refine_ls_wR_factor_ref         0.1158
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C12(H12A,H12B), C11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C5(H5), C4(H4), C6(H6)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
C8 C 0.2030(3) 0.6931(2) 0.91519(14) 0.0202(3) Uani 1 1 d . . .
H8 H 0.3620 0.6500 0.9046 0.024 Uiso 1 1 calc R . .
C9 C 0.2615(3) 0.7008(2) 0.65963(14) 0.0220(3) Uani 1 1 d . . .
H9A H 0.3599 0.5749 0.6673 0.026 Uiso 1 1 calc R . .
H9B H 0.1674 0.7015 0.5930 0.026 Uiso 1 1 calc R . .
C7 C 0.1084(3) 0.7282(2) 0.79964(14) 0.0198(3) Uani 1 1 d . . .
C5 C -0.2608(3) 0.8160(2) 0.94940(15) 0.0234(3) Uani 1 1 d . . .
H5 H -0.4201 0.8576 0.9601 0.028 Uiso 1 1 calc R . .
C12 C 0.2690(2) 1.0360(2) 0.56765(14) 0.0216(3) Uani 1 1 d . . .
H12A H 0.1478 1.0700 0.6495 0.026 Uiso 1 1 calc R . .
H12B H 0.1944 1.0231 0.4943 0.026 Uiso 1 1 calc R . .
C11 C 0.5848(2) 0.8058(2) 0.48562(14) 0.0219(3) Uani 1 1 d . . .
H11A H 0.5153 0.7886 0.4112 0.026 Uiso 1 1 calc R . .
H11B H 0.6809 0.6839 0.5117 0.026 Uiso 1 1 calc R . .
C3 C 0.0674(3) 0.72043(19) 1.04555(14) 0.0199(3) Uani 1 1 d . . .
C2 C 0.1704(3) 0.6807(2) 1.16413(15) 0.0245(4) Uani 1 1 d . . .
C4 C -0.1660(3) 0.7834(2) 1.06405(15) 0.0225(3) Uani 1 1 d . . .
H4 H -0.2582 0.8035 1.1534 0.027 Uiso 1 1 calc R . .
C6 C -0.1249(3) 0.7883(2) 0.81899(14) 0.0216(3) Uani 1 1 d . . .
H6 H -0.1929 0.8109 0.7414 0.026 Uiso 1 1 calc R . .
N10 N 0.4050(2) 0.85350(16) 0.60702(11) 0.0189(3) Uani 1 1 d . . .
N1 N 0.2545(2) 0.6485(2) 1.25669(14) 0.0362(4) 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
C8 H8 0.9500 . ?
C8 C7 1.3901(19) . ?
C8 C3 1.3850(19) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C7 1.500(2) . ?
C9 N10 1.4683(17) . ?
C7 C6 1.388(2) . ?
C5 H5 0.9500 . ?
C5 C4 1.3836(19) . ?
C5 C6 1.386(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C11 1.5106(19) 2_676 ?
C12 N10 1.4591(18) . ?
C11 C12 1.5106(19) 2_676 ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 N10 1.4635(17) . ?
C3 C2 1.4468(19) . ?
C3 C4 1.392(2) . ?
C2 N1 1.1434(18) . ?
C4 H4 0.9500 . ?
C6 H6 0.9500 . ?

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
C7 C8 H8 119.7 . . ?
C3 C8 H8 119.7 . . ?
C3 C8 C7 120.55(14) . . ?
H9A C9 H9B 108.0 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
N10 C9 H9A 109.5 . . ?
N10 C9 H9B 109.5 . . ?
N10 C9 C7 110.90(11) . . ?
C8 C7 C9 119.02(14) . . ?
C6 C7 C8 118.27(13) . . ?
C6 C7 C9 122.71(12) . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.48(14) . . ?
C6 C5 H5 119.8 . . ?
H12A C12 H12B 108.0 . . ?
C11 C12 H12A 109.4 2_676 . ?
C11 C12 H12B 109.4 2_676 . ?
N10 C12 H12A 109.4 . . ?
N10 C12 H12B 109.4 . . ?
N10 C12 C11 111.26(12) . 2_676 ?
C12 C11 H11A 109.6 2_676 . ?
C12 C11 H11B 109.6 2_676 . ?
H11A C11 H11B 108.2 . . ?
N10 C11 C12 110.11(11) . 2_676 ?
N10 C11 H11A 109.6 . . ?
N10 C11 H11B 109.6 . . ?
C8 C3 C2 119.29(14) . . ?
C8 C3 C4 120.95(12) . . ?
C4 C3 C2 119.75(13) . . ?
N1 C2 C3 179.06(18) . . ?
C5 C4 C3 118.51(14) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
C7 C6 H6 119.4 . . ?
C5 C6 C7 121.22(13) . . ?
C5 C6 H6 119.4 . . ?
C12 N10 C9 110.94(11) . . ?
C12 N10 C11 108.88(10) . . ?
C11 N10 C9 110.60(11) . . ?

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
C8 C7 C6 C5 1.0(2) . . . . ?
C8 C3 C2 N1 -3(10) . . . . ?
C8 C3 C4 C5 0.8(2) . . . . ?
C9 C7 C6 C5 -178.65(13) . . . . ?
C7 C8 C3 C2 179.34(12) . . . . ?
C7 C8 C3 C4 0.0(2) . . . . ?
C7 C9 N10 C12 -70.67(14) . . . . ?
C7 C9 N10 C11 168.41(11) . . . . ?
C12 C11 N10 C9 179.92(11) 2_676 . . . ?
C12 C11 N10 C12 57.78(15) 2_676 . . . ?
C11 C12 N10 C9 179.59(11) 2_676 . . . ?
C11 C12 N10 C11 -58.47(15) 2_676 . . . ?
C3 C8 C7 C9 178.76(12) . . . . ?
C3 C8 C7 C6 -0.9(2) . . . . ?
C2 C3 C4 C5 -178.52(13) . . . . ?
C4 C5 C6 C7 -0.2(2) . . . . ?
C4 C3 C2 N1 176(100) . . . . ?
C6 C5 C4 C3 -0.7(2) . . . . ?
N10 C9 C7 C8 -72.17(16) . . . . ?
N10 C9 C7 C6 107.51(15) . . . . ?

_database_code_depnum_ccdc_archive 'CCDC 997447'
