# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sad1
_database_code_depnum_ccdc_archive 'CCDC 1478451'
_audit_update_record             
;
2017-01-16 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H22 F12 N6 P2'
_chemical_formula_weight         684.41

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   14.145(2)
_cell_length_b                   10.0424(16)
_cell_length_c                   19.296(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.899(4)
_cell_angle_gamma                90
_cell_volume                     2734.6(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4339
_cell_measurement_theta_min      2.74
_cell_measurement_theta_max      22.91

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.662
_exptl_crystal_F_000             1384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.270
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27160
_diffrn_reflns_av_unetI/netI     0.0423
_diffrn_reflns_av_R_equivalents  0.0571
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.730
_diffrn_reflns_theta_max         25.751
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5225
_reflns_number_gt                3703
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.3244P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5225
_refine_ls_number_parameters     397
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0721
_refine_ls_R_factor_gt           0.0452
_refine_ls_wR_factor_ref         0.1550
_refine_ls_wR_factor_gt          0.1304
_refine_ls_goodness_of_fit_ref   0.979
_refine_ls_restrained_S_all      0.979
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.32472(5) 0.58897(7) 0.07998(4) 0.0308(2) Uani 1 1 d . . . . .
P2 P 0.68792(5) 0.92079(7) 0.12426(4) 0.0320(2) Uani 1 1 d . . . . .
C10 C 0.09379(18) 0.1659(3) 0.04589(13) 0.0263(6) Uani 1 1 d . . . . .
C7 C 0.26634(18) 0.2012(3) 0.06427(13) 0.0260(6) Uani 1 1 d . . . . .
H7 H 0.2677 0.2890 0.0492 0.031 Uiso 1 1 calc R U . . .
C5 C 0.46237(17) 0.2376(3) 0.16654(13) 0.0253(6) Uani 1 1 d . . . . .
C12 C -0.0169(2) 0.3080(3) -0.01353(16) 0.0391(7) Uani 1 1 d . . . . .
H12 H -0.0322 0.3811 -0.0417 0.047 Uiso 1 1 calc R U . . .
C6 C 0.43754(18) 0.1805(3) 0.09482(14) 0.0293(6) Uani 1 1 d . . . . .
H6A H 0.4452 0.2494 0.0604 0.035 Uiso 1 1 calc R U . . .
H6B H 0.4814 0.1092 0.0861 0.035 Uiso 1 1 calc R U . . .
C15 C 0.54460(18) 0.3131(3) 0.17754(13) 0.0252(6) Uani 1 1 d . . . . .
C11 C 0.0772(2) 0.2750(3) 0.00334(15) 0.0328(6) Uani 1 1 d . . . . .
H11 H 0.1267 0.3240 -0.0133 0.039 Uiso 1 1 calc R U . . .
C4 C 0.40640(19) 0.2169(3) 0.22146(14) 0.0321(6) Uani 1 1 d . . . . .
H4 H 0.3513 0.1668 0.2145 0.038 Uiso 1 1 calc R U . . .
C9 C 0.2160(2) 0.0021(3) 0.09281(15) 0.0330(6) Uani 1 1 d . . . . .
H9 H 0.1760 -0.0691 0.1005 0.040 Uiso 1 1 calc R U . . .
C2 C 0.5120(2) 0.3440(3) 0.29734(15) 0.0366(7) Uani 1 1 d . . . . .
H2 H 0.5286 0.3799 0.3409 0.044 Uiso 1 1 calc R U . . .
C1 C 0.5691(2) 0.3652(3) 0.24273(14) 0.0316(6) Uani 1 1 d . . . . .
H1 H 0.6244 0.4149 0.2500 0.038 Uiso 1 1 calc R U . . .
C3 C 0.4307(2) 0.2694(3) 0.28665(15) 0.0358(7) Uani 1 1 d . . . . .
H3 H 0.3923 0.2542 0.3231 0.043 Uiso 1 1 calc R U . . .
C14 C -0.0612(2) 0.1233(3) 0.05317(15) 0.0384(7) Uani 1 1 d . . . . .
H14 H -0.1091 0.0709 0.0695 0.046 Uiso 1 1 calc R U . . .
C8 C 0.3105(2) 0.0037(3) 0.10449(15) 0.0354(7) Uani 1 1 d . . . . .
H8 H 0.3483 -0.0663 0.1214 0.043 Uiso 1 1 calc R U . . .
C13 C -0.0869(2) 0.2316(3) 0.01195(15) 0.0384(7) Uani 1 1 d . . . . .
H13 H -0.1504 0.2522 0.0017 0.046 Uiso 1 1 calc R U . . .
C17 C 0.77386(19) 0.3247(3) 0.15265(14) 0.0279(6) Uani 1 1 d . . . . .
H17 H 0.7769 0.2323 0.1553 0.034 Uiso 1 1 calc R U . . .
C20 C 0.94235(19) 0.3691(3) 0.18442(14) 0.0305(6) Uani 1 1 d . . . . .
C16 C 0.60303(18) 0.3388(3) 0.11613(14) 0.0303(6) Uani 1 1 d . . . . .
H16A H 0.6109 0.2556 0.0916 0.036 Uiso 1 1 calc R U . . .
H16B H 0.5687 0.3996 0.0845 0.036 Uiso 1 1 calc R U . . .
C21 C 0.9615(2) 0.2519(3) 0.21900(15) 0.0367(7) Uani 1 1 d . . . . .
H21 H 0.9132 0.1958 0.2314 0.044 Uiso 1 1 calc R U . . .
C18 C 0.7203(2) 0.5286(3) 0.13670(15) 0.0357(7) Uani 1 1 d . . . . .
H18 H 0.6795 0.5996 0.1263 0.043 Uiso 1 1 calc R U . . .
C22 C 1.0557(2) 0.2208(4) 0.23459(16) 0.0494(9) Uani 1 1 d . . . . .
H22 H 1.0728 0.1417 0.2572 0.059 Uiso 1 1 calc R U . . .
C19 C 0.8133(2) 0.5364(3) 0.15595(15) 0.0347(7) Uani 1 1 d . . . . .
H19 H 0.8488 0.6140 0.1617 0.042 Uiso 1 1 calc R U . . .
C23 C 1.1238(2) 0.3100(4) 0.21580(18) 0.0543(10) Uani 1 1 d . . . . .
H23 H 1.1877 0.2925 0.2265 0.065 Uiso 1 1 calc R U . . .
C24 C 1.0967(2) 0.4231(4) 0.18173(19) 0.0515(9) Uani 1 1 d . . . . .
H24 H 1.1437 0.4816 0.1694 0.062 Uiso 1 1 calc R U . . .
N3 N 0.02868(16) 0.0894(2) 0.07095(12) 0.0318(5) Uani 1 1 d . . . . .
N4 N 0.69696(15) 0.3950(2) 0.13531(12) 0.0282(5) Uani 1 1 d . . . . .
N2 N 0.18921(15) 0.1261(2) 0.06719(11) 0.0256(5) Uani 1 1 d . . . . .
N1 N 0.34109(15) 0.1292(2) 0.08662(11) 0.0266(5) Uani 1 1 d . . . . .
N5 N 0.84650(15) 0.4078(2) 0.16567(12) 0.0273(5) Uani 1 1 d . . . . .
N6 N 1.00569(18) 0.4560(3) 0.16463(14) 0.0429(7) Uani 1 1 d . . . . .
F1 F 0.31716(13) 0.69525(18) 0.01853(9) 0.0473(5) Uani 1 1 d . . . . .
F2 F 0.32881(14) 0.48222(19) 0.14094(10) 0.0537(5) Uani 1 1 d . . . . .
F3 F 0.22593(13) 0.52604(19) 0.05085(10) 0.0541(5) Uani 1 1 d . . . . .
F4 F 0.26876(14) 0.68899(17) 0.12684(10) 0.0502(5) Uani 1 1 d . . . . .
F5 F 0.42204(14) 0.6496(2) 0.10817(11) 0.0651(6) Uani 1 1 d . . . . .
F6 F 0.37825(14) 0.4871(2) 0.03236(10) 0.0567(6) Uani 1 1 d . . . . .
F7 F 0.70350(12) 0.81677(16) 0.18607(9) 0.0389(4) Uani 1 1 d . . . . .
F12 F 0.77752(14) 0.8601(2) 0.09044(10) 0.0626(6) Uani 1 1 d . . . . .
F8 F 0.67531(17) 1.0270(2) 0.06287(10) 0.0670(6) Uani 1 1 d . . . . .
F11 F 0.75800(18) 1.02139(19) 0.16695(12) 0.0709(7) Uani 1 1 d . . . . .
F9 F 0.62356(15) 0.8187(2) 0.08043(12) 0.0699(7) Uani 1 1 d . . . . .
F10 F 0.60152(18) 0.9830(3) 0.15889(12) 0.0887(9) 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
P1 F5 1.5682(19) . ?
P1 F2 1.5895(18) . ?
P1 F1 1.5936(18) . ?
P1 F4 1.5970(18) . ?
P1 F6 1.5996(19) . ?
P1 F3 1.6004(18) . ?
P2 F10 1.562(2) . ?
P2 F9 1.578(2) . ?
P2 F12 1.586(2) . ?
P2 F7 1.5895(17) . ?
P2 F8 1.5951(19) . ?
P2 F11 1.603(2) . ?
C10 N3 1.316(3) . ?
C10 C11 1.379(4) . ?
C10 N2 1.441(3) . ?
C7 N1 1.328(3) . ?
C7 N2 1.330(3) . ?
C5 C4 1.381(4) . ?
C5 C15 1.393(4) . ?
C5 C6 1.517(4) . ?
C12 C13 1.370(4) . ?
C12 C11 1.389(4) . ?
C6 N1 1.457(3) . ?
C15 C1 1.385(4) . ?
C15 C16 1.512(4) . ?
C4 C3 1.386(4) . ?
C9 C8 1.339(4) . ?
C9 N2 1.384(3) . ?
C2 C3 1.376(4) . ?
C2 C1 1.387(4) . ?
C14 N3 1.338(4) . ?
C14 C13 1.381(4) . ?
C8 N1 1.384(3) . ?
C17 N4 1.321(3) . ?
C17 N5 1.335(3) . ?
C20 N6 1.325(4) . ?
C20 C21 1.371(4) . ?
C20 N5 1.433(3) . ?
C16 N4 1.468(3) . ?
C21 C22 1.382(4) . ?
C18 C19 1.345(4) . ?
C18 N4 1.381(3) . ?
C22 C23 1.382(5) . ?
C19 N5 1.382(4) . ?
C23 C24 1.355(5) . ?
C24 N6 1.348(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F5 P1 F2 91.05(12) . . ?
F5 P1 F1 90.63(11) . . ?
F2 P1 F1 178.21(11) . . ?
F5 P1 F4 90.95(12) . . ?
F2 P1 F4 89.98(11) . . ?
F1 P1 F4 89.38(10) . . ?
F5 P1 F6 90.52(12) . . ?
F2 P1 F6 89.95(11) . . ?
F1 P1 F6 90.64(10) . . ?
F4 P1 F6 178.54(12) . . ?
F5 P1 F3 179.47(13) . . ?
F2 P1 F3 88.88(11) . . ?
F1 P1 F3 89.44(11) . . ?
F4 P1 F3 89.58(11) . . ?
F6 P1 F3 88.95(11) . . ?
F10 P2 F9 92.84(15) . . ?
F10 P2 F12 178.43(15) . . ?
F9 P2 F12 88.72(13) . . ?
F10 P2 F7 90.83(11) . . ?
F9 P2 F7 91.18(11) . . ?
F12 P2 F7 88.98(10) . . ?
F10 P2 F8 89.95(12) . . ?
F9 P2 F8 90.30(12) . . ?
F12 P2 F8 90.21(12) . . ?
F7 P2 F8 178.29(12) . . ?
F10 P2 F11 90.15(15) . . ?
F9 P2 F11 177.01(14) . . ?
F12 P2 F11 88.30(14) . . ?
F7 P2 F11 88.81(10) . . ?
F8 P2 F11 89.67(11) . . ?
N3 C10 C11 126.0(2) . . ?
N3 C10 N2 113.5(2) . . ?
C11 C10 N2 120.6(2) . . ?
N1 C7 N2 108.4(2) . . ?
C4 C5 C15 118.8(2) . . ?
C4 C5 C6 122.3(2) . . ?
C15 C5 C6 118.9(2) . . ?
C13 C12 C11 119.1(3) . . ?
N1 C6 C5 112.9(2) . . ?
C1 C15 C5 120.0(2) . . ?
C1 C15 C16 122.1(2) . . ?
C5 C15 C16 117.9(2) . . ?
C10 C11 C12 116.8(3) . . ?
C5 C4 C3 121.3(3) . . ?
C8 C9 N2 107.2(2) . . ?
C3 C2 C1 119.6(3) . . ?
C15 C1 C2 120.6(3) . . ?
C2 C3 C4 119.8(3) . . ?
N3 C14 C13 123.8(3) . . ?
C9 C8 N1 107.2(2) . . ?
C12 C13 C14 118.7(3) . . ?
N4 C17 N5 108.9(2) . . ?
N6 C20 C21 126.2(3) . . ?
N6 C20 N5 113.2(3) . . ?
C21 C20 N5 120.5(3) . . ?
N4 C16 C15 113.7(2) . . ?
C20 C21 C22 117.1(3) . . ?
C19 C18 N4 106.8(3) . . ?
C21 C22 C23 118.4(3) . . ?
C18 C19 N5 107.5(2) . . ?
C24 C23 C22 119.4(3) . . ?
N6 C24 C23 124.0(3) . . ?
C10 N3 C14 115.7(3) . . ?
C17 N4 C18 108.9(2) . . ?
C17 N4 C16 125.0(2) . . ?
C18 N4 C16 126.1(2) . . ?
C7 N2 C9 108.6(2) . . ?
C7 N2 C10 125.9(2) . . ?
C9 N2 C10 125.5(2) . . ?
C7 N1 C8 108.7(2) . . ?
C7 N1 C6 124.2(2) . . ?
C8 N1 C6 127.0(2) . . ?
C17 N5 C19 108.0(2) . . ?
C17 N5 C20 125.5(2) . . ?
C19 N5 C20 126.5(2) . . ?
C20 N6 C24 114.9(3) . . ?

_refine_diff_density_max         0.511
_refine_diff_density_min         -0.437
_refine_diff_density_rms         0.058

_shelxl_version_number           2014/6

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sad2
_database_code_depnum_ccdc_archive 'CCDC 1478460'
_audit_update_record             
;
2017-01-18 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H22 F12 N6 P2'
_chemical_formula_weight         684.41

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   12.345(2)
_cell_length_b                   10.001(2)
_cell_length_c                   22.409(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.856(5)
_cell_angle_gamma                90
_cell_volume                     2766.3(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2183
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      19.56

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.643
_exptl_crystal_F_000             1384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.020
_exptl_crystal_size_mid          0.010
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.267
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23537
_diffrn_reflns_av_unetI/netI     0.0564
_diffrn_reflns_av_R_equivalents  0.0987
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.818
_diffrn_reflns_theta_max         21.681
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.654
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.654
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.654
_reflns_number_total             3264
_reflns_number_gt                2281
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0910P)²+24.3941P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3264
_refine_ls_number_parameters     397
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1236
_refine_ls_R_factor_gt           0.0864
_refine_ls_wR_factor_ref         0.2361
_refine_ls_wR_factor_gt          0.2074
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.018
_refine_ls_shift/su_mean         0.002

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P2 P 0.79615(17) 0.6557(2) 0.04487(10) 0.0352(6) Uani 1 1 d . . . . .
C16 C 0.0697(6) 0.7814(8) 0.9469(3) 0.033(2) Uani 1 1 d . . . . .
H16A H 0.0545 0.6864 0.9446 0.040 Uiso 1 1 calc R U . . .
H16B H 0.0016 0.8289 0.9423 0.040 Uiso 1 1 calc R U . . .
C11 C 0.2142(6) 0.8678(8) 1.1174(4) 0.034(2) Uani 1 1 d . . . . .
H11 H 0.2474 0.8864 1.1540 0.040 Uiso 1 1 calc R U . . .
C20 C 0.3396(6) 0.7499(8) 0.7908(3) 0.033(2) Uani 1 1 d . . . . .
C10 C 0.1967(6) 0.7363(7) 1.1003(3) 0.0292(19) Uani 1 1 d . . . . .
C19 C 0.2260(7) 0.9374(8) 0.8315(4) 0.039(2) Uani 1 1 d . . . . .
H19 H 0.2495 1.0074 0.8076 0.047 Uiso 1 1 calc R U . . .
C14 C 0.1188(6) 0.8129(7) 1.0074(3) 0.0270(18) Uani 1 1 d . . . . .
C15 C 0.1482(6) 0.7099(7) 1.0448(3) 0.0293(19) Uani 1 1 d . . . . .
H15 H 0.1357 0.6220 1.0330 0.035 Uiso 1 1 calc R U . . .
C17 C 0.2067(6) 0.7371(8) 0.8702(3) 0.0295(19) Uani 1 1 d . . . . .
H17 H 0.2141 0.6461 0.8778 0.035 Uiso 1 1 calc R U . . .
C2 C 0.4158(6) 0.6047(8) 1.0934(3) 0.034(2) Uani 1 1 d . . . . .
H2 H 0.4302 0.6954 1.0889 0.040 Uiso 1 1 calc R U . . .
C23 C 0.4970(7) 0.6384(11) 0.7261(4) 0.052(3) Uani 1 1 d . . . . .
H23 H 0.5528 0.5988 0.7050 0.063 Uiso 1 1 calc R U . . .
C13 C 0.1365(6) 0.9451(8) 1.0250(3) 0.0310(19) Uani 1 1 d . . . . .
H13 H 0.1172 1.0151 0.9996 0.037 Uiso 1 1 calc R U . . .
C12 C 0.1828(6) 0.9713(8) 1.0804(4) 0.033(2) Uani 1 1 d . . . . .
H12 H 0.1927 1.0593 1.0928 0.039 Uiso 1 1 calc R U . . .
C1 C 0.3325(6) 0.4163(8) 1.1159(3) 0.0312(19) Uani 1 1 d . . . . .
H1 H 0.2811 0.3555 1.1291 0.037 Uiso 1 1 calc R U . . .
C4 C 0.4725(6) 0.2535(8) 1.0864(4) 0.0308(19) Uani 1 1 d . . . . .
C3 C 0.4806(7) 0.5033(8) 1.0788(4) 0.035(2) Uani 1 1 d . . . . .
H3 H 0.5487 0.5108 1.0619 0.042 Uiso 1 1 calc R U . . .
N3 N 0.5479(6) 0.2414(7) 1.0449(3) 0.0444(19) Uani 1 1 d . . . . .
C18 C 0.1525(7) 0.9453(9) 0.8746(4) 0.046(2) Uani 1 1 d . . . . .
H18 H 0.1156 1.0217 0.8864 0.055 Uiso 1 1 calc R U . . .
C7 C 0.5619(7) 0.0113(9) 1.0745(5) 0.050(3) Uani 1 1 d . . . . .
H7 H 0.5935 -0.0723 1.0694 0.060 Uiso 1 1 calc R U . . .
C21 C 0.3752(8) 0.8209(10) 0.7418(4) 0.053(3) Uani 1 1 d . . . . .
H21 H 0.3462 0.9036 0.7313 0.064 Uiso 1 1 calc R U . . .
C9 C 0.2287(6) 0.6214(8) 1.1403(4) 0.039(2) Uani 1 1 d . . . . .
H9A H 0.2466 0.6551 1.1798 0.047 Uiso 1 1 calc R U . . .
H9B H 0.1680 0.5605 1.1439 0.047 Uiso 1 1 calc R U . . .
C8 C 0.5927(7) 0.1177(10) 1.0401(4) 0.049(2) Uani 1 1 d . . . . .
H6 H 0.6468 0.1047 1.0123 0.059 Uiso 1 1 calc R U . . .
C6 C 0.4832(7) 0.0307(9) 1.1166(4) 0.048(2) Uani 1 1 d . . . . .
H8 H 0.4614 -0.0397 1.1407 0.057 Uiso 1 1 calc R U . . .
C22 C 0.4566(8) 0.7614(11) 0.7096(4) 0.058(3) Uani 1 1 d . . . . .
H22 H 0.4843 0.8048 0.6764 0.070 Uiso 1 1 calc R U . . .
C24 C 0.4532(7) 0.5758(9) 0.7743(4) 0.044(2) Uani 1 1 d . . . . .
H24 H 0.4785 0.4912 0.7847 0.053 Uiso 1 1 calc R U . . .
N5 N 0.2605(5) 0.8067(6) 0.8289(3) 0.0310(16) Uani 1 1 d . . . . .
N2 N 0.4288(5) 0.3852(6) 1.0930(3) 0.0287(15) Uani 1 1 d . . . . .
N1 N 0.3227(5) 0.5481(6) 1.1167(3) 0.0318(16) Uani 1 1 d . . . . .
N4 N 0.1419(5) 0.8191(6) 0.8981(3) 0.0305(16) Uani 1 1 d . . . . .
N6 N 0.3748(5) 0.6314(7) 0.8075(3) 0.0366(17) Uani 1 1 d . . . . .
C5 C 0.4373(6) 0.1547(8) 1.1227(4) 0.035(2) Uani 1 1 d . . . . .
H5 H 0.3839 0.1704 1.1507 0.041 Uiso 1 1 calc R U . . .
P1 P 0.0748(3) 0.3061(3) 0.22272(11) 0.0694(10) Uani 1 1 d . . . . .
F8 F 0.7198(4) 0.5346(5) 0.0236(2) 0.0570(15) Uani 1 1 d . . . . .
F6 F 0.0745(4) 0.2600(5) 0.2899(2) 0.0560(14) Uani 1 1 d . . . . .
F7 F 0.8740(4) 0.7741(5) 0.0658(2) 0.0584(15) Uani 1 1 d . . . . .
F3 F 0.0273(8) 0.1750(7) 0.2007(3) 0.125(3) Uani 1 1 d . . . . .
F11 F 0.8661(7) 0.6281(9) -0.0087(4) 0.150(4) Uani 1 1 d . . . . .
F12 F 0.8608(8) 0.5586(6) 0.0827(5) 0.162(5) Uani 1 1 d . . . . .
F10 F 0.7303(8) 0.7557(8) 0.0064(5) 0.163(5) Uani 1 1 d . . . . .
F9 F 0.7239(8) 0.6868(10) 0.0970(4) 0.158(5) Uani 1 1 d . . . . .
F1 F 0.0962(8) 0.4553(7) 0.2461(3) 0.120(3) Uani 1 1 d . . . . .
F5 F 0.1971(6) 0.2878(12) 0.2193(3) 0.150(4) Uani 1 1 d . . . . .
F4 F 0.0754(8) 0.3544(10) 0.1555(3) 0.158(5) Uani 1 1 d . . . . .
F2 F -0.0546(7) 0.3456(10) 0.2296(4) 0.137(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
P2 F12 1.510(7) . ?
P2 F9 1.513(7) . ?
P2 F11 1.515(7) . ?
P2 F10 1.543(7) . ?
P2 F7 1.591(5) . ?
P2 F8 1.604(5) . ?
C16 N4 1.471(10) . ?
C16 C14 1.509(10) . ?
C11 C12 1.377(11) . ?
C11 C10 1.386(11) . ?
C20 N6 1.315(10) . ?
C20 C21 1.384(12) . ?
C20 N5 1.425(10) . ?
C10 C15 1.399(11) . ?
C10 C9 1.506(11) . ?
C19 C18 1.337(12) . ?
C19 N5 1.376(10) . ?
C14 C15 1.372(10) . ?
C14 C13 1.395(11) . ?
C17 N4 1.310(9) . ?
C17 N5 1.342(10) . ?
C2 C3 1.336(11) . ?
C2 N1 1.390(9) . ?
C23 C24 1.367(12) . ?
C23 C22 1.376(14) . ?
C13 C12 1.385(11) . ?
C1 N1 1.324(10) . ?
C1 N2 1.338(9) . ?
C4 N3 1.332(10) . ?
C4 C5 1.355(11) . ?
C4 N2 1.432(10) . ?
C3 N2 1.383(10) . ?
N3 C8 1.361(11) . ?
C18 N4 1.375(10) . ?
C7 C8 1.370(13) . ?
C7 C6 1.379(13) . ?
C21 C22 1.381(13) . ?
C9 N1 1.476(10) . ?
C6 C5 1.370(12) . ?
C24 N6 1.350(10) . ?
P1 F3 1.515(7) . ?
P1 F5 1.524(8) . ?
P1 F6 1.575(5) . ?
P1 F4 1.583(6) . ?
P1 F1 1.602(8) . ?
P1 F2 1.655(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F12 P2 F9 90.6(7) . . ?
F12 P2 F11 91.5(7) . . ?
F9 P2 F11 177.9(7) . . ?
F12 P2 F10 179.6(5) . . ?
F9 P2 F10 89.2(7) . . ?
F11 P2 F10 88.7(7) . . ?
F12 P2 F7 90.1(3) . . ?
F9 P2 F7 88.8(4) . . ?
F11 P2 F7 91.2(3) . . ?
F10 P2 F7 89.6(4) . . ?
F12 P2 F8 89.1(3) . . ?
F9 P2 F8 92.0(4) . . ?
F11 P2 F8 88.0(3) . . ?
F10 P2 F8 91.2(4) . . ?
F7 P2 F8 178.9(3) . . ?
N4 C16 C14 112.0(6) . . ?
C12 C11 C10 120.4(7) . . ?
N6 C20 C21 125.5(8) . . ?
N6 C20 N5 114.5(7) . . ?
C21 C20 N5 120.0(8) . . ?
C11 C10 C15 119.1(7) . . ?
C11 C10 C9 121.5(7) . . ?
C15 C10 C9 119.4(7) . . ?
C18 C19 N5 107.4(7) . . ?
C15 C14 C13 120.0(7) . . ?
C15 C14 C16 119.3(7) . . ?
C13 C14 C16 120.7(7) . . ?
C14 C15 C10 120.5(7) . . ?
N4 C17 N5 108.4(7) . . ?
C3 C2 N1 106.5(7) . . ?
C24 C23 C22 118.4(9) . . ?
C12 C13 C14 119.5(7) . . ?
C11 C12 C13 120.4(7) . . ?
N1 C1 N2 108.6(7) . . ?
N3 C4 C5 125.9(8) . . ?
N3 C4 N2 115.1(7) . . ?
C5 C4 N2 119.0(7) . . ?
C2 C3 N2 108.1(7) . . ?
C4 N3 C8 115.2(8) . . ?
C19 C18 N4 107.0(8) . . ?
C8 C7 C6 118.7(8) . . ?
C22 C21 C20 115.9(9) . . ?
N1 C9 C10 111.5(6) . . ?
N3 C8 C7 123.1(8) . . ?
C5 C6 C7 119.4(9) . . ?
C23 C22 C21 120.6(9) . . ?
N6 C24 C23 122.9(9) . . ?
C17 N5 C19 107.9(7) . . ?
C17 N5 C20 123.9(7) . . ?
C19 N5 C20 128.2(7) . . ?
C1 N2 C3 107.8(6) . . ?
C1 N2 C4 126.3(6) . . ?
C3 N2 C4 125.8(6) . . ?
C1 N1 C2 108.9(6) . . ?
C1 N1 C9 124.8(7) . . ?
C2 N1 C9 126.2(7) . . ?
C17 N4 C18 109.3(7) . . ?
C17 N4 C16 125.1(7) . . ?
C18 N4 C16 125.6(7) . . ?
C20 N6 C24 116.8(7) . . ?
C4 C5 C6 117.6(8) . . ?
F3 P1 F5 104.9(7) . . ?
F3 P1 F6 92.9(3) . . ?
F5 P1 F6 91.7(4) . . ?
F3 P1 F4 87.8(4) . . ?
F5 P1 F4 88.3(5) . . ?
F6 P1 F4 179.3(4) . . ?
F3 P1 F1 166.7(6) . . ?
F5 P1 F1 88.3(6) . . ?
F6 P1 F1 87.8(3) . . ?
F4 P1 F1 91.4(4) . . ?
F3 P1 F2 82.4(5) . . ?
F5 P1 F2 172.6(6) . . ?
F6 P1 F2 88.0(4) . . ?
F4 P1 F2 92.0(5) . . ?
F1 P1 F2 84.3(5) . . ?

_refine_diff_density_max         1.439
_refine_diff_density_min         -0.604
_refine_diff_density_rms         0.095

_shelxl_version_number           2014/6


# start Validation Reply Form
_vrf_THETM01_sad2                
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: The crystal was poorly diffracting at higher Bragg angles.
The situation did not improve even after recrystallisation and fresh data
collection.
;
_vrf_PLAT340_sad2                
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01189 Ang.  
RESPONSE: This alert is generated because there is a some amount
of disorder in the structure.
;
# end Validation Reply Form
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sad3
_database_code_depnum_ccdc_archive 'CCDC 1499132'
_audit_update_record             
;
2017-01-16 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H22 F12 N6 P2'
_chemical_formula_weight         684.41

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   9.3697(7)
_cell_length_b                   15.5486(13)
_cell_length_c                   10.1656(8)
_cell_angle_alpha                90
_cell_angle_beta                 102.268(5)
_cell_angle_gamma                90
_cell_volume                     1447.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    3915
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      21.01

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_F_000             692
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.255
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19158
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.433
_diffrn_reflns_theta_max         27.693
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3168
_reflns_number_gt                2063
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1078P)²+1.0778P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3168
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0998
_refine_ls_R_factor_gt           0.0648
_refine_ls_wR_factor_ref         0.2130
_refine_ls_wR_factor_gt          0.1827
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.043
_refine_ls_shift/su_mean         0.006

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.44582(10) 0.21048(7) 0.02990(9) 0.0548(3) Uani 1 1 d . . . . .
C1 C 0.0089(3) 0.2941(2) 0.9381(3) 0.0466(7) Uani 1 1 d . . . . .
H1 H 0.0316 0.2958 0.8514 0.056 Uiso 1 1 calc R U . . .
C10 C -0.0670(3) 0.0779(2) 0.9543(3) 0.0469(7) Uani 1 1 d . . . . .
C3 C -0.0021(4) 0.3260(2) 1.1463(3) 0.0550(8) Uani 1 1 d . . . . .
H3 H 0.0122 0.3545 1.2307 0.066 Uiso 1 1 calc R U . . .
C4 C 0.1460(3) 0.4240(2) 1.0333(3) 0.0489(8) Uani 1 1 d . . . . .
N3 N 0.1870(4) 0.4627(2) 1.1497(3) 0.0668(9) Uani 1 1 d . . . . .
C2 C -0.0803(4) 0.2542(2) 1.1108(3) 0.0563(9) Uani 1 1 d . . . . .
H2 H -0.1318 0.2224 1.1656 0.068 Uiso 1 1 calc R U . . .
C9 C -0.1397(4) 0.1605(2) 0.9017(4) 0.0550(8) Uani 1 1 d . . . . .
H9A H -0.1330 0.1678 0.8065 0.066 Uiso 1 1 calc R U . . .
H9B H -0.2445 0.1577 0.9050 0.066 Uiso 1 1 calc R U . . .
C7 C 0.3213(5) 0.5610(3) 1.0438(6) 0.0861(14) Uani 1 1 d . . . . .
H7 H 0.3848 0.6092 1.0510 0.103 Uiso 1 1 calc R U . . .
C8 C 0.2734(6) 0.5315(3) 1.1526(5) 0.0857(14) Uani 1 1 d . . . . .
H6 H 0.3030 0.5614 1.2354 0.103 Uiso 1 1 calc R U . . .
C6 C 0.2754(6) 0.5194(3) 0.9236(6) 0.0970(16) Uani 1 1 d . . . . .
H8 H 0.3066 0.5387 0.8456 0.116 Uiso 1 1 calc R U . . .
N2 N 0.0539(3) 0.35064(17) 1.0367(2) 0.0446(6) Uani 1 1 d . . . . .
N1 N -0.0721(3) 0.23529(17) 0.9804(3) 0.0469(6) Uani 1 1 d . . . . .
F1 F 0.5534(3) 0.24243(17) -0.0603(2) 0.0821(8) Uani 1 1 d . . . . .
F2 F 0.4266(4) 0.12435(19) -0.0490(3) 0.1223(12) Uani 1 1 d . . . . .
F4 F 0.3405(3) 0.1808(3) 0.1211(3) 0.1361(15) Uani 1 1 d . . . . .
F5 F 0.4673(5) 0.2974(2) 0.1089(4) 0.1418(15) Uani 1 1 d . . . . .
F6 F 0.5799(4) 0.1757(3) 0.1363(3) 0.1366(14) Uani 1 1 d . . . . .
F3 F 0.3148(4) 0.2460(3) -0.0773(4) 0.1506(17) Uani 1 1 d . . . . .
C5 C 0.1832(5) 0.4489(3) 0.9159(4) 0.0730(11) Uani 1 1 d . . . . .
H5 H 0.1477 0.4196 0.8335 0.088 Uiso 1 1 calc R U . . .
C12 C -0.1382(4) 0.0181(2) 1.0180(4) 0.0576(9) Uani 1 1 d . . . . .
H12 H -0.2335 0.0303 1.0312 0.069 Uiso 1 1 calc R U . . .
C11 C 0.0724(4) 0.0592(2) 0.9372(4) 0.0567(9) Uani 1 1 d . . . . .
H11 H 0.1232 0.0997 0.8943 0.068 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 F2 1.552(3) . ?
P1 F5 1.563(3) . ?
P1 F3 1.559(3) . ?
P1 F4 1.560(3) . ?
P1 F6 1.569(3) . ?
P1 F1 1.580(2) . ?
C1 N1 1.317(4) . ?
C1 N2 1.333(4) . ?
C10 C12 1.382(5) . ?
C10 C11 1.385(4) . ?
C10 C9 1.498(5) . ?
C3 C2 1.342(5) . ?
C3 N2 1.382(4) . ?
C4 N3 1.310(4) . ?
C4 C5 1.369(5) . ?
C4 N2 1.435(4) . ?
N3 C8 1.339(5) . ?
C2 N1 1.376(4) . ?
C9 N1 1.477(4) . ?
C7 C8 1.358(7) . ?
C7 C6 1.369(7) . ?
C6 C5 1.387(6) . ?
C12 C11 1.383(5) 3_557 ?
C11 C12 1.383(5) 3_557 ?

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
F2 P1 F5 179.2(2) . . ?
F2 P1 F3 87.5(2) . . ?
F5 P1 F3 92.8(3) . . ?
F2 P1 F4 91.88(19) . . ?
F5 P1 F4 88.80(19) . . ?
F3 P1 F4 90.9(2) . . ?
F2 P1 F6 92.7(2) . . ?
F5 P1 F6 86.9(2) . . ?
F3 P1 F6 178.8(2) . . ?
F4 P1 F6 90.2(2) . . ?
F2 P1 F1 89.41(15) . . ?
F5 P1 F1 89.91(16) . . ?
F3 P1 F1 89.32(18) . . ?
F4 P1 F1 178.69(17) . . ?
F6 P1 F1 89.55(17) . . ?
N1 C1 N2 108.9(3) . . ?
C12 C10 C11 118.6(3) . . ?
C12 C10 C9 121.0(3) . . ?
C11 C10 C9 120.3(3) . . ?
C2 C3 N2 107.1(3) . . ?
N3 C4 C5 125.3(3) . . ?
N3 C4 N2 113.9(3) . . ?
C5 C4 N2 120.8(3) . . ?
C4 N3 C8 116.5(4) . . ?
C3 C2 N1 107.3(3) . . ?
N1 C9 C10 111.8(3) . . ?
C8 C7 C6 118.2(4) . . ?
N3 C8 C7 123.7(4) . . ?
C7 C6 C5 119.8(5) . . ?
C1 N2 C3 108.0(3) . . ?
C1 N2 C4 127.0(3) . . ?
C3 N2 C4 124.9(3) . . ?
C1 N1 C2 108.6(3) . . ?
C1 N1 C9 125.5(3) . . ?
C2 N1 C9 125.9(3) . . ?
C4 C5 C6 116.5(4) . . ?
C10 C12 C11 120.9(3) . 3_557 ?
C12 C11 C10 120.5(3) 3_557 . ?

_refine_diff_density_max         0.584
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.070

_shelxl_version_number           2014/6

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_complex1
_database_code_depnum_ccdc_archive 'CCDC 1499133'
_audit_update_record             
;
2017-01-16 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C52 H46 Ag2 F12 N14 P2'
_chemical_formula_weight         1372.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   24.526(12)
_cell_length_b                   18.137(9)
_cell_length_c                   14.803(8)
_cell_angle_alpha                90
_cell_angle_beta                 123.108(7)
_cell_angle_gamma                90
_cell_volume                     5516(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    1696
_cell_measurement_theta_min      2.76
_cell_measurement_theta_max      18.84

_exptl_crystal_description       needle
_exptl_crystal_colour            colorles
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.653
_exptl_crystal_F_000             2752
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.860
_shelx_estimated_absorpt_T_min   0.919
_shelx_estimated_absorpt_T_max   0.975
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22204
_diffrn_reflns_av_unetI/netI     0.1004
_diffrn_reflns_av_R_equivalents  0.1325
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.498
_diffrn_reflns_theta_max         24.095
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.871
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.871
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.871
_reflns_number_total             4347
_reflns_number_gt                2728
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4347
_refine_ls_number_parameters     371
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1156
_refine_ls_R_factor_gt           0.0677
_refine_ls_wR_factor_ref         0.1950
_refine_ls_wR_factor_gt          0.1591
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag1 Ag 1.01725(3) 0.02636(3) 0.91116(5) 0.0478(3) Uani 1 1 d . . . . .
P2 P 0.12837(12) 0.41202(13) 0.96448(19) 0.0586(7) Uani 1 1 d . . . . .
C1 C 0.9444(4) 0.0942(4) 0.7915(6) 0.043(2) Uani 1 1 d . . . . .
C4 C 0.8678(4) -0.0025(5) 0.6700(7) 0.049(2) Uani 1 1 d . . . . .
C2 C 0.8872(4) 0.1940(5) 0.6906(7) 0.055(2) Uani 1 1 d . . . . .
H2 H 0.8757 0.2439 0.6695 0.066 Uiso 1 1 calc R U . . .
C3 C 0.8535(4) 0.1340(5) 0.6337(7) 0.055(2) Uani 1 1 d . . . . .
H3 H 0.8139 0.1332 0.5647 0.066 Uiso 1 1 calc R U . . .
N1 N 0.9411(3) 0.1692(4) 0.7847(5) 0.0461(17) Uani 1 1 d . . . . .
N2 N 0.8887(3) 0.0731(4) 0.6969(5) 0.0453(17) Uani 1 1 d . . . . .
F4 F 0.1508(4) 0.4728(4) 0.9154(7) 0.136(3) Uani 1 1 d . . . . .
F5 F 0.0664(3) 0.4576(3) 0.9321(6) 0.106(2) Uani 1 1 d . . . . .
F2 F 0.1920(3) 0.3672(4) 1.0018(7) 0.134(3) Uani 1 1 d . . . . .
F1 F 0.1068(4) 0.3523(5) 1.0144(7) 0.142(3) Uani 1 1 d . . . . .
F3 F 0.1670(4) 0.4535(5) 1.0741(6) 0.145(3) Uani 1 1 d . . . . .
C8 C 0.8926(5) -0.1232(5) 0.7037(8) 0.068(3) Uani 1 1 d . . . . .
H8 H 0.9232 -0.1611 0.7446 0.081 Uiso 1 1 calc R U . . .
C5 C 0.8048(5) -0.0169(6) 0.5889(8) 0.067(3) Uani 1 1 d . . . . .
H5 H 0.7748 0.0218 0.5498 0.081 Uiso 1 1 calc R U . . .
C6 C 0.7862(5) -0.0913(7) 0.5661(9) 0.083(3) Uani 1 1 d . . . . .
H6 H 0.7430 -0.1042 0.5104 0.100 Uiso 1 1 calc R U . . .
C7 C 0.8304(5) -0.1436(6) 0.6240(9) 0.072(3) Uani 1 1 d . . . . .
H7 H 0.8188 -0.1942 0.6102 0.087 Uiso 1 1 calc R U . . .
N3 N 0.9126(4) -0.0531(4) 0.7269(6) 0.058(2) Uani 1 1 d . . . . .
C10 C 0.9576(4) 0.2644(4) 0.9188(6) 0.046(2) Uani 1 1 d . . . . .
C12 C 0.9123(5) 0.2817(5) 1.0260(8) 0.064(3) Uani 1 1 d . . . . .
H12 H 0.9010 0.2623 1.0733 0.076 Uiso 1 1 calc R U . . .
C11 C 0.9408(4) 0.2357(5) 0.9884(6) 0.050(2) Uani 1 1 d . . . . .
C9 C 0.9887(4) 0.2184(5) 0.8725(7) 0.055(2) Uani 1 1 d . . . . .
H9A H 1.0081 0.2517 0.8444 0.067 Uiso 1 1 calc R U . . .
H9B H 1.0241 0.1883 0.9308 0.067 Uiso 1 1 calc R U . . .
F6 F 0.0882(4) 0.3699(5) 0.8562(6) 0.156(3) Uani 1 1 d . . . . .
C15 C 0.9456(4) 0.3388(5) 0.8896(7) 0.056(2) Uani 1 1 d . . . . .
H15 H 0.9571 0.3591 0.8431 0.068 Uiso 1 1 calc R U . . .
C14 C 0.9169(5) 0.3824(5) 0.9289(8) 0.065(3) Uani 1 1 d . . . . .
H14 H 0.9087 0.4329 0.9086 0.079 Uiso 1 1 calc R U . . .
C13 C 0.9000(5) 0.3547(6) 0.9964(8) 0.073(3) Uani 1 1 d . . . . .
H13 H 0.8800 0.3854 1.0223 0.088 Uiso 1 1 calc R U . . .
N5 N 1.1568(3) -0.0080(4) 1.1135(5) 0.0450(17) Uani 1 1 d . . . . .
C16 C 0.9535(4) 0.1558(5) 1.0269(7) 0.055(2) Uani 1 1 d . . . . .
H16A H 0.9931 0.1379 1.0314 0.066 Uiso 1 1 calc R U . . .
H16B H 0.9616 0.1533 1.1001 0.066 Uiso 1 1 calc R U . . .
C17 C 1.0970(4) -0.0327(4) 1.0309(6) 0.042(2) Uani 1 1 d . . . . .
N6 N 1.1316(3) 0.1181(4) 1.1006(6) 0.0549(19) Uani 1 1 d . . . . .
C18 C 1.1774(4) 0.0683(5) 1.1309(6) 0.046(2) Uani 1 1 d . . . . .
N4 N 1.1023(3) -0.1068(3) 1.0469(5) 0.0438(16) Uani 1 1 d . . . . .
C20 C 1.1624(4) -0.1278(5) 1.1333(6) 0.053(2) Uani 1 1 d . . . . .
H20 H 1.1765 -0.1768 1.1578 0.063 Uiso 1 1 calc R U . . .
C25 C 1.1510(6) 0.1895(5) 1.1146(8) 0.075(3) Uani 1 1 d . . . . .
H25 H 1.1191 0.2270 1.0933 0.090 Uiso 1 1 calc R U . . .
C21 C 1.1974(4) -0.0657(5) 1.1766(7) 0.054(2) Uani 1 1 d . . . . .
H21 H 1.2408 -0.0619 1.2376 0.065 Uiso 1 1 calc R U . . .
C22 C 1.2422(5) 0.0848(6) 1.1729(8) 0.075(3) Uani 1 1 d . . . . .
H22 H 1.2733 0.0469 1.1905 0.090 Uiso 1 1 calc R U . . .
C24 C 1.2131(5) 0.2099(6) 1.1571(8) 0.081(3) Uani 1 1 d . . . . .
H24 H 1.2243 0.2607 1.1655 0.097 Uiso 1 1 calc R U . . .
C23 C 1.2598(5) 0.1578(7) 1.1881(10) 0.099(4) Uani 1 1 d . . . . .
H23 H 1.3040 0.1717 1.2199 0.119 Uiso 1 1 calc R U . . .
C26 C 0.0652(7) 0.5682(8) 0.6911(10) 0.110(4) Uani 1 1 d . . . . .
H26A H 0.0925 0.5256 0.7013 0.165 Uiso 1 1 calc R U . . .
H26B H 0.0380 0.5806 0.6142 0.165 Uiso 1 1 calc R U . . .
H26C H 0.0372 0.5563 0.7175 0.165 Uiso 1 1 calc R U . . .
C27 C 0.1043(13) 0.6279(9) 0.7480(15) 0.155(8) Uani 1 1 d . . . . .
N7 N 0.1357(16) 0.6749(11) 0.7947(18) 0.296(15) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ag1 C17 2.081(8) . ?
Ag1 C1 2.094(8) . ?
Ag1 Ag1 3.3133(18) 5_757 ?
P2 F6 1.549(7) . ?
P2 F3 1.555(8) . ?
P2 F1 1.557(7) . ?
P2 F5 1.558(6) . ?
P2 F2 1.568(7) . ?
P2 F4 1.575(7) . ?
C1 N1 1.364(10) . ?
C1 N2 1.373(10) . ?
C4 N3 1.322(11) . ?
C4 C5 1.368(13) . ?
C4 N2 1.440(11) . ?
C2 C3 1.347(12) . ?
C2 N1 1.371(10) . ?
C3 N2 1.399(10) . ?
N1 C9 1.480(10) . ?
C8 N3 1.339(11) . ?
C8 C7 1.375(13) . ?
C5 C6 1.405(13) . ?
C6 C7 1.340(14) . ?
C10 C15 1.397(11) . ?
C10 C11 1.402(11) . ?
C10 C9 1.523(11) . ?
C12 C13 1.375(13) . ?
C12 C11 1.385(11) . ?
C11 C16 1.526(11) . ?
C15 C14 1.381(13) . ?
C14 C13 1.370(13) . ?
N5 C17 1.374(10) . ?
N5 C21 1.393(10) . ?
N5 C18 1.448(10) . ?
C16 N4 1.491(10) 5_757 ?
C17 N4 1.357(10) . ?
N6 C18 1.316(10) . ?
N6 C25 1.356(11) . ?
C18 C22 1.386(12) . ?
N4 C20 1.376(10) . ?
N4 C16 1.491(10) 5_757 ?
C20 C21 1.348(12) . ?
C25 C24 1.344(14) . ?
C22 C23 1.374(14) . ?
C24 C23 1.356(15) . ?
C26 C27 1.39(2) . ?
C27 N7 1.10(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C17 Ag1 C1 173.6(3) . . ?
C17 Ag1 Ag1 72.8(2) . 5_757 ?
C1 Ag1 Ag1 111.8(2) . 5_757 ?
F6 P2 F3 178.1(5) . . ?
F6 P2 F1 87.7(5) . . ?
F3 P2 F1 90.7(5) . . ?
F6 P2 F5 88.9(4) . . ?
F3 P2 F5 90.0(4) . . ?
F1 P2 F5 89.3(4) . . ?
F6 P2 F2 93.3(5) . . ?
F3 P2 F2 87.8(5) . . ?
F1 P2 F2 90.2(4) . . ?
F5 P2 F2 177.7(5) . . ?
F6 P2 F4 93.0(5) . . ?
F3 P2 F4 88.6(5) . . ?
F1 P2 F4 179.3(6) . . ?
F5 P2 F4 90.9(4) . . ?
F2 P2 F4 89.7(4) . . ?
N1 C1 N2 102.5(6) . . ?
N1 C1 Ag1 129.6(6) . . ?
N2 C1 Ag1 127.8(6) . . ?
N3 C4 C5 125.0(9) . . ?
N3 C4 N2 116.0(8) . . ?
C5 C4 N2 119.0(9) . . ?
C3 C2 N1 107.0(8) . . ?
C2 C3 N2 106.0(7) . . ?
C1 N1 C2 112.8(7) . . ?
C1 N1 C9 123.4(7) . . ?
C2 N1 C9 123.7(7) . . ?
C1 N2 C3 111.7(7) . . ?
C1 N2 C4 123.5(7) . . ?
C3 N2 C4 124.7(7) . . ?
N3 C8 C7 123.6(10) . . ?
C4 C5 C6 117.2(10) . . ?
C7 C6 C5 118.9(10) . . ?
C6 C7 C8 119.3(10) . . ?
C4 N3 C8 115.9(8) . . ?
C15 C10 C11 119.3(8) . . ?
C15 C10 C9 117.5(8) . . ?
C11 C10 C9 123.1(8) . . ?
C13 C12 C11 121.6(9) . . ?
C12 C11 C10 119.1(8) . . ?
C12 C11 C16 117.9(8) . . ?
C10 C11 C16 123.1(8) . . ?
N1 C9 C10 112.2(6) . . ?
C14 C15 C10 119.5(9) . . ?
C13 C14 C15 121.5(9) . . ?
C14 C13 C12 119.0(9) . . ?
C17 N5 C21 112.1(7) . . ?
C17 N5 C18 124.7(7) . . ?
C21 N5 C18 123.1(7) . . ?
N4 C16 C11 111.9(7) 5_757 . ?
N4 C17 N5 102.3(6) . . ?
N4 C17 Ag1 127.9(6) . . ?
N5 C17 Ag1 129.8(6) . . ?
C18 N6 C25 116.1(8) . . ?
N6 C18 C22 124.2(8) . . ?
N6 C18 N5 116.5(7) . . ?
C22 C18 N5 119.3(8) . . ?
C17 N4 C20 112.9(7) . . ?
C17 N4 C16 119.9(6) . 5_757 ?
C20 N4 C16 127.2(7) . 5_757 ?
C21 C20 N4 106.9(7) . . ?
C24 C25 N6 123.2(10) . . ?
C20 C21 N5 105.8(7) . . ?
C23 C22 C18 117.5(10) . . ?
C25 C24 C23 120.0(10) . . ?
C24 C23 C22 118.9(10) . . ?
N7 C27 C26 178.9(18) . . ?

_refine_diff_density_max         0.837
_refine_diff_density_min         -1.606
_refine_diff_density_rms         0.183

_shelxl_version_number           2014/6

# start Validation Reply Form
_vrf_THETM01_complex1            
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.575
RESPONSE:The crystal was poorly diffracting at higher Bragg angles.
The situation did not improve even after recrystallisation and fresh data
collection.
;
# end Validation Reply Form
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_complex2
_database_code_depnum_ccdc_archive 'CCDC 1499134'
_audit_update_record             
;
2017-01-16 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C52 H46 Ag2 F12 N14 P2'
_chemical_formula_weight         1372.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   13.9881(17)
_cell_length_b                   24.815(3)
_cell_length_c                   15.5816(18)
_cell_angle_alpha                90
_cell_angle_beta                 90.367(3)
_cell_angle_gamma                90
_cell_volume                     5408.5(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4330
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      21.83

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.686
_exptl_crystal_F_000             2752
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.877
_shelx_estimated_absorpt_T_min   0.917
_shelx_estimated_absorpt_T_max   0.974
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            60172
_diffrn_reflns_av_unetI/netI     0.0983
_diffrn_reflns_av_R_equivalents  0.1192
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.456
_diffrn_reflns_theta_max         27.324
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             12101
_reflns_number_gt                6894
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0297P)²+10.6839P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12101
_refine_ls_number_parameters     743
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1855
_refine_ls_R_factor_gt           0.1224
_refine_ls_wR_factor_ref         0.2889
_refine_ls_wR_factor_gt          0.2601
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_restrained_S_all      1.109
_refine_ls_shift/su_max          0.040
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag1 Ag 0.24892(7) 0.74511(4) 1.10574(6) 0.0433(9) Uani 1 1 d . . . . .
Ag2 Ag 0.24519(7) 0.75076(4) 0.90161(6) 0.0446(9) Uani 1 1 d . . . . .
C14 C 0.3543(10) 0.9105(5) 0.6765(9) 0.047(3) Uani 1 1 d . . . . .
C1 C 0.3910(9) 0.7616(5) 0.8945(8) 0.044(3) Uani 1 1 d . . . . .
C15 C 0.3574(10) 0.8788(5) 0.7517(9) 0.050(3) Uani 1 1 d . . . . .
H15 H 0.3304 0.8446 0.7499 0.060 Uiso 1 1 calc R U . . .
C16 C 0.3075(10) 0.8908(5) 0.5971(9) 0.048(3) Uani 1 1 d . . . . .
H16A H 0.3147 0.9177 0.5524 0.058 Uiso 1 1 calc R U . . .
H16B H 0.3395 0.8583 0.5782 0.058 Uiso 1 1 calc R U . . .
C9 C 0.4007(11) 0.8611(6) 0.9053(9) 0.054(3) Uani 1 1 d . . . . .
H9A H 0.4377 0.8794 0.9493 0.064 Uiso 1 1 calc R U . . .
H9B H 0.3360 0.8572 0.9265 0.064 Uiso 1 1 calc R U . . .
C5 C 0.5161(10) 0.6337(6) 0.9178(10) 0.057(4) Uani 1 1 d . . . . .
H5 H 0.5734 0.6484 0.9373 0.068 Uiso 1 1 calc R U . . .
C8 C 0.3474(11) 0.5940(6) 0.8620(9) 0.056(4) Uani 1 1 d . . . . .
H8 H 0.2888 0.5800 0.8445 0.068 Uiso 1 1 calc R U . . .
C10 C 0.3981(10) 0.8958(5) 0.8268(8) 0.047(3) Uani 1 1 d . . . . .
C11 C 0.4377(11) 0.9469(6) 0.8289(10) 0.057(4) Uani 1 1 d . . . . .
H11 H 0.4657 0.9592 0.8796 0.068 Uiso 1 1 calc R U . . .
C13 C 0.3939(11) 0.9615(6) 0.6812(10) 0.061(4) Uani 1 1 d . . . . .
H13 H 0.3921 0.9837 0.6331 0.074 Uiso 1 1 calc R U . . .
C7 C 0.4134(10) 0.5588(6) 0.8926(9) 0.052(3) Uani 1 1 d . . . . .
H7 H 0.4007 0.5220 0.8944 0.062 Uiso 1 1 calc R U . . .
C6 C 0.5013(11) 0.5792(6) 0.9216(10) 0.061(4) Uani 1 1 d . . . . .
H6 H 0.5484 0.5562 0.9429 0.073 Uiso 1 1 calc R U . . .
C4 C 0.4446(10) 0.6668(5) 0.8846(9) 0.049(3) Uani 1 1 d . . . . .
C3 C 0.5478(10) 0.7459(7) 0.8674(12) 0.069(4) Uani 1 1 d . . . . .
H3 H 0.6045 0.7278 0.8559 0.083 Uiso 1 1 calc R U . . .
C12 C 0.4367(13) 0.9803(6) 0.7571(12) 0.072(5) Uani 1 1 d . . . . .
H12 H 0.4639 1.0144 0.7595 0.086 Uiso 1 1 calc R U . . .
C2 C 0.5371(11) 0.8014(7) 0.8761(12) 0.069(5) Uani 1 1 d . . . . .
H2 H 0.5841 0.8277 0.8716 0.083 Uiso 1 1 calc R U . . .
C19 C 0.0125(10) 0.7879(7) 0.6373(10) 0.058(4) Uani 1 1 d . . . . .
C23 C -0.0249(13) 0.7021(7) 0.6184(13) 0.074(5) Uani 1 1 d . . . . .
H23 H -0.0030 0.6676 0.6059 0.089 Uiso 1 1 calc R U . . .
C17 C 0.1336(11) 0.9134(6) 0.6199(10) 0.056(4) Uani 1 1 d . . . . .
H17 H 0.1387 0.9507 0.6193 0.068 Uiso 1 1 calc R U . . .
C20 C -0.0752(13) 0.7980(9) 0.6749(16) 0.096(7) Uani 1 1 d . . . . .
H20 H -0.0911 0.8324 0.6935 0.116 Uiso 1 1 calc R U . . .
C18 C 0.0526(12) 0.8863(6) 0.6324(9) 0.057(4) Uani 1 1 d . . . . .
H18 H -0.0081 0.9004 0.6413 0.068 Uiso 1 1 calc R U . . .
C21 C -0.1378(16) 0.7564(11) 0.6839(15) 0.106(8) Uani 1 1 d . . . . .
H21 H -0.1938 0.7595 0.7153 0.127 Uiso 1 1 calc R U . . .
C22 C -0.1101(14) 0.7057(9) 0.6402(18) 0.101(8) Uani 1 1 d . . . . .
H22 H -0.1538 0.6782 0.6298 0.121 Uiso 1 1 calc R U . . .
C24 C 0.3249(10) 0.8175(5) 1.1129(8) 0.047(3) Uani 1 1 d . . . . .
C27 C 0.4929(11) 0.7828(7) 1.1234(10) 0.059(4) Uani 1 1 d . . . . .
C31 C 0.5312(13) 0.6962(7) 1.1342(14) 0.081(6) Uani 1 1 d . . . . .
H31 H 0.5115 0.6611 1.1450 0.097 Uiso 1 1 calc R U . . .
C26 C 0.4441(11) 0.8790(6) 1.1370(10) 0.059(4) Uani 1 1 d . . . . .
H26 H 0.5050 0.8930 1.1457 0.071 Uiso 1 1 calc R U . . .
C30 C 0.6207(12) 0.7012(8) 1.1143(17) 0.095(7) Uani 1 1 d . . . . .
H30 H 0.6647 0.6734 1.1213 0.114 Uiso 1 1 calc R U . . .
C29 C 0.6460(13) 0.7522(10) 1.0813(14) 0.089(6) Uani 1 1 d . . . . .
H29 H 0.7051 0.7581 1.0559 0.106 Uiso 1 1 calc R U . . .
C28 C 0.5767(13) 0.7948(7) 1.0885(12) 0.073(5) Uani 1 1 d . . . . .
H28 H 0.5901 0.8295 1.0693 0.088 Uiso 1 1 calc R U . . .
C25 C 0.3611(12) 0.9069(6) 1.1315(10) 0.060(4) Uani 1 1 d . . . . .
H25 H 0.3524 0.9438 1.1378 0.072 Uiso 1 1 calc R U . . .
C33 C 0.1420(10) 0.9020(6) 1.1810(9) 0.050(3) Uani 1 1 d . . . . .
C32 C 0.1890(12) 0.8775(7) 1.0995(10) 0.063(4) Uani 1 1 d . . . . .
H32A H 0.1572 0.8440 1.0846 0.076 Uiso 1 1 calc R U . . .
H32B H 0.1812 0.9022 1.0517 0.076 Uiso 1 1 calc R U . . .
C38 C 0.1351(10) 0.8707(6) 1.2524(8) 0.050(3) Uani 1 1 d . . . . .
H38 H 0.1581 0.8356 1.2527 0.060 Uiso 1 1 calc R U . . .
C34 C 0.1037(11) 0.9535(6) 1.1798(10) 0.057(4) Uani 1 1 d . . . . .
H34 H 0.1053 0.9740 1.1299 0.069 Uiso 1 1 calc R U . . .
C36 C 0.0550(11) 0.9444(5) 1.3256(9) 0.052(3) Uani 1 1 d . . . . .
H36 H 0.0250 0.9586 1.3736 0.063 Uiso 1 1 calc R U . . .
C37 C 0.0917(10) 0.8933(6) 1.3263(8) 0.047(3) Uani 1 1 d . . . . .
C35 C 0.0638(12) 0.9737(6) 1.2520(11) 0.060(4) Uani 1 1 d . . . . .
H35 H 0.0416 1.0090 1.2513 0.073 Uiso 1 1 calc R U . . .
N1 N 0.4399(8) 0.8088(4) 0.8931(8) 0.049(3) Uani 1 1 d . . . . .
N3 N 0.3601(9) 0.6480(5) 0.8550(8) 0.054(3) Uani 1 1 d . . . . .
N2 N 0.4604(8) 0.7230(4) 0.8788(8) 0.054(3) Uani 1 1 d . . . . .
N6 N 0.0385(9) 0.7418(6) 0.6107(10) 0.069(4) Uani 1 1 d . . . . .
N4 N 0.2064(9) 0.8794(5) 0.6083(8) 0.052(3) Uani 1 1 d . . . . .
N5 N 0.0784(8) 0.8329(5) 0.6292(7) 0.049(3) Uani 1 1 d . . . . .
N7 N 0.2905(8) 0.8672(4) 1.1138(7) 0.046(3) Uani 1 1 d . . . . .
N8 N 0.4202(8) 0.8258(4) 1.1272(7) 0.045(3) Uani 1 1 d . . . . .
N9 N 0.4625(10) 0.7336(6) 1.1415(11) 0.075(4) Uani 1 1 d . . . . .
C39 C 0.0949(10) 0.7395(5) 0.8978(8) 0.047(3) Uani 1 1 d . . . . .
C46 C 0.1396(14) 0.9027(8) 0.8652(11) 0.073(5) Uani 1 1 d . . . . .
H46 H 0.1991 0.9150 0.8475 0.088 Uiso 1 1 calc R U . . .
C42 C 0.0400(11) 0.8350(5) 0.8898(10) 0.052(3) Uani 1 1 d . . . . .
C43 C -0.0280(12) 0.8679(6) 0.9199(10) 0.061(4) Uani 1 1 d . . . . .
H43 H -0.0863 0.8543 0.9381 0.073 Uiso 1 1 calc R U . . .
C45 C 0.0750(11) 0.9407(6) 0.8934(10) 0.059(4) Uani 1 1 d . . . . .
H45 H 0.0889 0.9774 0.8920 0.070 Uiso 1 1 calc R U . . .
C41 C -0.0654(11) 0.7545(6) 0.8908(12) 0.068(4) Uani 1 1 d . . . . .
H41 H -0.1239 0.7722 0.8867 0.081 Uiso 1 1 calc R U . . .
C44 C -0.0091(12) 0.9223(7) 0.9230(13) 0.072(5) Uani 1 1 d . . . . .
H44 H -0.0539 0.9461 0.9454 0.086 Uiso 1 1 calc R U . . .
C40 C -0.0491(10) 0.7001(6) 0.8982(11) 0.060(4) Uani 1 1 d . . . . .
H40 H -0.0954 0.6733 0.9002 0.072 Uiso 1 1 calc R U . . .
N10 N 0.0463(9) 0.6928(5) 0.9021(8) 0.052(3) Uani 1 1 d . . . . .
N12 N 0.1234(10) 0.8498(5) 0.8612(8) 0.061(3) Uani 1 1 d . . . . .
N11 N 0.0242(9) 0.7768(5) 0.8909(8) 0.055(3) Uani 1 1 d . . . . .
C47 C 0.0950(11) 0.6389(6) 0.9083(9) 0.051(3) Uani 1 1 d . . . . .
H47A H 0.0650 0.6181 0.9535 0.062 Uiso 1 1 calc R U . . .
H47B H 0.1613 0.6445 0.9247 0.062 Uiso 1 1 calc R U . . .
P1 P 0.2103(3) 0.44069(18) 0.9779(3) 0.0639(14) Uani 1 1 d . . . . .
F3 F 0.3152(7) 0.4303(4) 0.9483(7) 0.081(3) Uani 1 1 d . . . . .
F2 F 0.2521(10) 0.4668(5) 1.0626(8) 0.107(4) Uani 1 1 d . . . . .
F4 F 0.2152(9) 0.4979(5) 0.9355(10) 0.124(5) Uani 1 1 d . . . . .
F6 F 0.1063(9) 0.4509(7) 1.0097(9) 0.136(6) Uani 1 1 d . . . . .
F5 F 0.1674(9) 0.4199(7) 0.8931(8) 0.128(6) Uani 1 1 d . . . . .
F1 F 0.2111(14) 0.3847(5) 1.0227(11) 0.150(6) Uani 1 1 d . . . . .
P2 P 0.2971(4) 0.4486(2) 0.4832(3) 0.0707(15) Uani 1 1 d . . . . .
F7 F 0.3482(9) 0.4307(5) 0.3965(7) 0.093(4) Uani 1 1 d . . . . .
F11 F 0.2066(14) 0.4183(8) 0.4520(10) 0.180(10) Uani 1 1 d . . . . .
F10 F 0.2668(9) 0.5026(5) 0.4389(9) 0.109(4) Uani 1 1 d . . . . .
F9 F 0.3901(10) 0.4807(9) 0.5140(10) 0.160(8) Uani 1 1 d . . . . .
F8 F 0.3408(18) 0.3998(8) 0.5323(9) 0.198(11) Uani 1 1 d . . . . .
F12 F 0.2420(8) 0.4660(5) 0.5687(7) 0.097(4) Uani 1 1 d . . . . .
C48 C 0.1746(10) 0.8265(5) 0.6150(9) 0.049(3) Uani 1 1 d . . . . .
C50 C 0.2495(17) 0.3799(9) 0.2285(14) 0.089(6) Uani 1 1 d . . . . .
C52 C 0.2663(16) 0.3840(10) 0.7188(13) 0.084(6) Uani 1 1 d . . . . .
C49 C 0.1971(16) 0.4293(8) 0.2426(13) 0.093(7) Uani 1 1 d . . . . .
H49A H 0.1437 0.4222 0.2794 0.140 Uiso 1 1 calc R U . . .
H49B H 0.1742 0.4430 0.1886 0.140 Uiso 1 1 calc R U . . .
H49C H 0.2383 0.4554 0.2691 0.140 Uiso 1 1 calc R U . . .
C51 C 0.3149(17) 0.4355(10) 0.7452(14) 0.103(7) Uani 1 1 d . . . . .
H51A H 0.3563 0.4287 0.7934 0.154 Uiso 1 1 calc R U . . .
H51B H 0.2676 0.4617 0.7610 0.154 Uiso 1 1 calc R U . . .
H51C H 0.3518 0.4491 0.6982 0.154 Uiso 1 1 calc R U . . .
N14 N 0.2367(14) 0.3456(7) 0.6958(14) 0.097(6) Uani 1 1 d . . . . .
N13 N 0.3007(19) 0.3446(10) 0.2199(17) 0.151(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 C48 2.065(12) 4_576 ?
Ag1 C24 2.089(14) . ?
Ag1 Ag2 3.1838(13) . ?
Ag2 C1 2.061(13) . ?
Ag2 C39 2.121(14) . ?
C14 C13 1.38(2) . ?
C14 C15 1.412(19) . ?
C14 C16 1.479(18) . ?
C1 N1 1.358(16) . ?
C1 N2 1.386(17) . ?
C15 C10 1.365(19) . ?
C16 N4 1.454(18) . ?
C9 N1 1.420(17) . ?
C9 C10 1.498(18) . ?
C5 C6 1.37(2) . ?
C5 C4 1.39(2) . ?
C8 C7 1.35(2) . ?
C8 N3 1.357(19) . ?
C10 C11 1.382(18) . ?
C11 C12 1.39(2) . ?
C13 C12 1.40(2) . ?
C7 C6 1.40(2) . ?
C4 N3 1.349(18) . ?
C4 N2 1.415(17) . ?
C3 N2 1.362(18) . ?
C3 C2 1.39(2) . ?
C2 N1 1.399(18) . ?
C19 N6 1.27(2) . ?
C19 C20 1.39(2) . ?
C19 N5 1.45(2) . ?
C23 C22 1.24(2) . ?
C23 N6 1.33(2) . ?
C17 C18 1.33(2) . ?
C17 N4 1.335(18) . ?
C20 C21 1.36(3) . ?
C18 N5 1.373(18) . ?
C21 C22 1.48(3) . ?
C24 N7 1.325(16) . ?
C24 N8 1.365(18) . ?
C27 C28 1.33(2) . ?
C27 N9 1.33(2) . ?
C27 N8 1.476(18) . ?
C31 C30 1.30(2) . ?
C31 N9 1.34(2) . ?
C26 C25 1.35(2) . ?
C26 N8 1.370(18) . ?
C30 C29 1.41(3) . ?
C29 C28 1.44(3) . ?
C25 N7 1.420(17) . ?
C33 C38 1.360(19) . ?
C33 C34 1.39(2) . ?
C33 C32 1.56(2) . ?
C32 N7 1.458(19) . ?
C38 C37 1.421(18) . ?
C34 C35 1.35(2) . ?
C36 C37 1.369(19) . ?
C36 C35 1.36(2) . ?
C37 C47 1.508(18) 4_576 ?
N4 C48 1.389(17) . ?
N5 C48 1.374(17) . ?
C39 N10 1.345(17) . ?
C39 N11 1.359(17) . ?
C46 N12 1.33(2) . ?
C46 C45 1.38(2) . ?
C42 N12 1.304(19) . ?
C42 C43 1.34(2) . ?
C42 N11 1.462(17) . ?
C43 C44 1.38(2) . ?
C45 C44 1.35(2) . ?
C41 N11 1.369(19) . ?
C41 C40 1.37(2) . ?
C40 N10 1.349(18) . ?
N10 C47 1.504(18) . ?
C47 C37 1.507(18) 4_575 ?
P1 F5 1.537(12) . ?
P1 F1 1.554(14) . ?
P1 F6 1.560(13) . ?
P1 F3 1.563(12) . ?
P1 F4 1.567(12) . ?
P1 F2 1.578(11) . ?
P2 F11 1.547(15) . ?
P2 F8 1.554(13) . ?
P2 F10 1.566(12) . ?
P2 F7 1.595(11) . ?
P2 F9 1.597(16) . ?
P2 F12 1.603(11) . ?
C48 Ag1 2.066(12) 4_575 ?
C50 N13 1.14(3) . ?
C50 C49 1.45(3) . ?
C52 N14 1.10(3) . ?
C52 C51 1.50(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
C48 Ag1 C24 172.9(5) 4_576 . ?
C48 Ag1 Ag2 95.9(4) 4_576 . ?
C24 Ag1 Ag2 91.2(3) . . ?
C1 Ag2 C39 175.3(5) . . ?
C1 Ag2 Ag1 92.9(4) . . ?
C39 Ag2 Ag1 91.8(3) . . ?
C13 C14 C15 117.1(13) . . ?
C13 C14 C16 121.4(13) . . ?
C15 C14 C16 121.4(12) . . ?
N1 C1 N2 103.9(11) . . ?
N1 C1 Ag2 127.8(9) . . ?
N2 C1 Ag2 127.9(9) . . ?
C10 C15 C14 123.3(12) . . ?
N4 C16 C14 112.9(11) . . ?
N1 C9 C10 115.1(12) . . ?
C6 C5 C4 119.4(14) . . ?
C7 C8 N3 125.1(15) . . ?
C15 C10 C11 118.0(13) . . ?
C15 C10 C9 122.0(12) . . ?
C11 C10 C9 120.0(13) . . ?
C10 C11 C12 121.6(14) . . ?
C14 C13 C12 121.1(14) . . ?
C8 C7 C6 118.4(14) . . ?
C5 C6 C7 118.3(14) . . ?
N3 C4 C5 123.2(13) . . ?
N3 C4 N2 117.2(13) . . ?
C5 C4 N2 119.6(13) . . ?
N2 C3 C2 107.6(13) . . ?
C11 C12 C13 118.8(14) . . ?
C3 C2 N1 104.8(13) . . ?
N6 C19 C20 123.8(18) . . ?
N6 C19 N5 118.7(13) . . ?
C20 C19 N5 117.5(16) . . ?
C22 C23 N6 127.7(19) . . ?
C18 C17 N4 110.5(13) . . ?
C21 C20 C19 119(2) . . ?
C17 C18 N5 104.9(13) . . ?
C20 C21 C22 115(2) . . ?
C23 C22 C21 116(2) . . ?
N7 C24 N8 102.2(12) . . ?
N7 C24 Ag1 128.1(11) . . ?
N8 C24 Ag1 129.4(10) . . ?
C28 C27 N9 125.3(15) . . ?
C28 C27 N8 117.7(14) . . ?
N9 C27 N8 115.8(13) . . ?
C30 C31 N9 130.4(17) . . ?
C25 C26 N8 106.1(13) . . ?
C31 C30 C29 114.5(17) . . ?
C30 C29 C28 117.4(17) . . ?
C27 C28 C29 117.7(17) . . ?
C26 C25 N7 104.6(13) . . ?
C38 C33 C34 120.5(14) . . ?
C38 C33 C32 118.5(13) . . ?
C34 C33 C32 120.9(14) . . ?
N7 C32 C33 111.0(12) . . ?
C33 C38 C37 118.2(13) . . ?
C35 C34 C33 119.3(14) . . ?
C37 C36 C35 117.7(13) . . ?
C36 C37 C38 121.3(13) . . ?
C36 C37 C47 120.5(12) . 4_576 ?
C38 C37 C47 117.9(12) . 4_576 ?
C34 C35 C36 122.8(14) . . ?
C1 N1 C2 112.3(11) . . ?
C1 N1 C9 126.2(12) . . ?
C2 N1 C9 121.5(12) . . ?
C4 N3 C8 115.4(13) . . ?
C3 N2 C1 111.4(12) . . ?
C3 N2 C4 124.1(13) . . ?
C1 N2 C4 124.0(12) . . ?
C19 N6 C23 116.4(15) . . ?
C17 N4 C48 110.0(12) . . ?
C17 N4 C16 129.5(12) . . ?
C48 N4 C16 120.3(11) . . ?
C18 N5 C48 112.0(12) . . ?
C18 N5 C19 124.8(12) . . ?
C48 N5 C19 123.2(12) . . ?
C24 N7 C25 113.3(13) . . ?
C24 N7 C32 120.9(13) . . ?
C25 N7 C32 125.8(12) . . ?
C24 N8 C26 113.7(12) . . ?
C24 N8 C27 123.9(12) . . ?
C26 N8 C27 122.1(12) . . ?
C27 N9 C31 112.9(14) . . ?
N10 C39 N11 102.8(12) . . ?
N10 C39 Ag2 127.8(10) . . ?
N11 C39 Ag2 129.4(10) . . ?
N12 C46 C45 125.2(17) . . ?
N12 C42 C43 125.8(14) . . ?
N12 C42 N11 114.8(13) . . ?
C43 C42 N11 119.3(14) . . ?
C42 C43 C44 118.3(15) . . ?
C44 C45 C46 116.9(15) . . ?
N11 C41 C40 104.1(13) . . ?
C45 C44 C43 119.2(16) . . ?
N10 C40 C41 107.4(13) . . ?
C39 N10 C40 112.5(12) . . ?
C39 N10 C47 122.7(12) . . ?
C40 N10 C47 124.8(12) . . ?
C42 N12 C46 114.4(15) . . ?
C39 N11 C41 113.1(13) . . ?
C39 N11 C42 124.3(12) . . ?
C41 N11 C42 122.5(12) . . ?
N10 C47 C37 113.9(11) . 4_575 ?
F5 P1 F1 95.0(10) . . ?
F5 P1 F6 88.2(8) . . ?
F1 P1 F6 90.3(10) . . ?
F5 P1 F3 93.0(7) . . ?
F1 P1 F3 88.9(9) . . ?
F6 P1 F3 178.7(8) . . ?
F5 P1 F4 87.7(9) . . ?
F1 P1 F4 176.6(10) . . ?
F6 P1 F4 91.8(9) . . ?
F3 P1 F4 88.9(7) . . ?
F5 P1 F2 175.4(9) . . ?
F1 P1 F2 89.4(9) . . ?
F6 P1 F2 90.5(8) . . ?
F3 P1 F2 88.3(7) . . ?
F4 P1 F2 87.9(8) . . ?
F11 P2 F8 95.5(14) . . ?
F11 P2 F10 93.4(11) . . ?
F8 P2 F10 171.1(13) . . ?
F11 P2 F7 88.3(7) . . ?
F8 P2 F7 91.4(7) . . ?
F10 P2 F7 89.2(7) . . ?
F11 P2 F9 178.9(13) . . ?
F8 P2 F9 85.6(13) . . ?
F10 P2 F9 85.5(10) . . ?
F7 P2 F9 91.4(8) . . ?
F11 P2 F12 89.8(7) . . ?
F8 P2 F12 89.4(7) . . ?
F10 P2 F12 90.3(7) . . ?
F7 P2 F12 177.9(8) . . ?
F9 P2 F12 90.6(8) . . ?
N5 C48 N4 102.6(11) . . ?
N5 C48 Ag1 127.2(10) . 4_575 ?
N4 C48 Ag1 130.2(10) . 4_575 ?
N13 C50 C49 172(3) . . ?
N14 C52 C51 175(3) . . ?

_refine_diff_density_max         0.460
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.046

_shelxl_version_number           2014/6

# start Validation Reply Form
_vrf_PLAT342_complex2            
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.02224 Ang.  
RESPONSE: This alert is generated because there is a some amount
of disorder in the structure.
;
# end Validation Reply Form
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_complex3
_database_code_depnum_ccdc_archive 'CCDC 1499135'
_audit_update_record             
;
2017-01-18 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;

_audit_creation_date             2017-01-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H20 Ag N6, F6 P, 1.5(C2 H3 N)'
_chemical_formula_sum            'C27 H24.50 Ag F6 N7.50 P'
_chemical_formula_weight         706.88
_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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_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_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.4825(12)
_cell_length_b                   11.7243(13)
_cell_length_c                   12.3329(14)
_cell_angle_alpha                70.664(2)
_cell_angle_beta                 88.355(3)
_cell_angle_gamma                84.518(2)
_cell_volume                     1423.7(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4753
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      26.21
_cell_measurement_theta_min      2.56
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.921
_exptl_absorpt_coefficient_mu    0.836
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_correction_T_min  0.6701
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0656 before and 0.0432 after correction.
The Ratio of minimum to maximum transmission is 0.8978.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.649
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             710
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_unetI/netI     0.0569
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.763
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            17603
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.763
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.298
_diffrn_reflns_theta_min         1.750
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.763
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6030
_reflns_number_total             7735
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         1.130
_refine_diff_density_min         -0.899
_refine_diff_density_rms         0.109
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     396
_refine_ls_number_reflns         7735
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0467
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0606P)²+0.8286P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1111
_refine_ls_wR_factor_ref         0.1222
_refine_special_details          ?
_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. Others
 Fixed Sof: N8(0.5) C1A(0.5) C1B(0.5) H1BA(0.5) H1BB(0.5) H1BC(0.5)
3.a Free rotating group:
 N8(C1A,C1B)
3.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C21(H21A,H21B)
3.c Aromatic/amide H refined with riding coordinates:
 C23(H23), C24(H24), C11(H11), C3(H3), C17(H17), C2(H2), C7(H7), C5(H5),
 C8(H8), C6(H6), C14(H14), C15(H15), C20(H20), C18(H18), C19(H19), C12(H12)
3.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C1B(H1BA,H1BB,H1BC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag1 Ag 0.68125(2) 0.89832(2) 0.71977(2) 0.02471(9) Uani 1 1 d . . . . .
P1 P 0.15539(10) 0.41065(8) 0.72056(9) 0.0360(2) Uani 1 1 d . . . . .
N5 N 0.4750(3) 0.7165(2) 0.7407(2) 0.0245(6) Uani 1 1 d . . . . .
N6 N 0.5170(3) 0.8427(3) 0.5558(2) 0.0274(6) Uani 1 1 d . . . . .
N1 N 0.8075(3) 1.1230(2) 0.7317(2) 0.0227(5) Uani 1 1 d . . . . .
N4 N 0.5191(3) 0.7223(2) 0.9060(2) 0.0267(6) Uani 1 1 d . . . . .
N2 N 0.8349(3) 1.1105(2) 0.5641(2) 0.0227(5) Uani 1 1 d . . . . .
C23 C 0.5902(3) 0.9237(3) 1.0760(3) 0.0259(7) Uani 1 1 d . . . . .
H23 H 0.6512 0.8729 1.1273 0.031 Uiso 1 1 calc R . . . .
C24 C 0.5572(3) 1.0404(3) 1.0785(3) 0.0252(7) Uani 1 1 d . . . . .
H24 H 0.5960 1.0667 1.1317 0.030 Uiso 1 1 calc R . . . .
F2 F 0.1382(3) 0.5544(2) 0.6825(3) 0.0625(8) Uani 1 1 d . . . . .
C22 C 0.5331(3) 0.8820(3) 0.9975(3) 0.0242(7) Uani 1 1 d . . . . .
C1 C 0.7877(3) 1.0505(3) 0.6700(3) 0.0219(6) Uani 1 1 d . . . . .
C16 C 0.4773(3) 0.7371(3) 0.6196(3) 0.0232(6) Uani 1 1 d . . . . .
C11 C 0.9624(3) 1.1225(3) 0.9654(3) 0.0277(7) Uani 1 1 d . . . . .
H11 H 0.9379 1.2055 0.9421 0.033 Uiso 1 1 calc R . . . .
N3 N 0.8242(3) 0.9504(3) 0.4896(3) 0.0326(7) Uani 1 1 d . . . . .
C3 C 0.8814(3) 1.2180(3) 0.5617(3) 0.0285(7) Uani 1 1 d . . . . .
H3 H 0.9170 1.2743 0.4990 0.034 Uiso 1 1 calc R . . . .
F3 F 0.0166(3) 0.4066(2) 0.7794(3) 0.0602(7) Uani 1 1 d . . . . .
C17 C 0.4426(3) 0.6486(3) 0.5774(3) 0.0305(7) Uani 1 1 d . . . . .
H17 H 0.4160 0.5757 0.6261 0.037 Uiso 1 1 calc R . . . .
C4 C 0.8366(3) 1.0681(3) 0.4673(3) 0.0226(6) Uani 1 1 d . . . . .
C2 C 0.8652(3) 1.2250(3) 0.6671(3) 0.0274(7) Uani 1 1 d . . . . .
H2 H 0.8882 1.2867 0.6923 0.033 Uiso 1 1 calc R . . . .
C7 C 0.8460(3) 0.9838(3) 0.2870(3) 0.0324(8) Uani 1 1 d . . . . .
H7 H 0.8498 0.9529 0.2265 0.039 Uiso 1 1 calc R . . . .
C5 C 0.8504(4) 1.1489(3) 0.3594(3) 0.0365(9) Uani 1 1 d . . . . .
H5 H 0.8553 1.2309 0.3478 0.044 Uiso 1 1 calc R . . . .
C8 C 0.8292(4) 0.9100(3) 0.3985(3) 0.0352(8) Uani 1 1 d . . . . .
H8 H 0.8208 0.8282 0.4119 0.042 Uiso 1 1 calc R . . . .
C6 C 0.8568(4) 1.1049(3) 0.2685(3) 0.0418(10) Uani 1 1 d . . . . .
H6 H 0.8685 1.1573 0.1943 0.050 Uiso 1 1 calc R . . . .
C9 C 0.7746(3) 1.0982(3) 0.8533(3) 0.0262(7) Uani 1 1 d . . . . .
H9A H 0.7099 1.0408 0.8743 0.031 Uiso 1 1 calc R . . . .
H9B H 0.7385 1.1727 0.8646 0.031 Uiso 1 1 calc R . . . .
C10 C 0.8903(3) 1.0468(3) 0.9311(3) 0.0232(6) Uani 1 1 d . . . . .
C13 C 0.5540(3) 0.7653(3) 0.7954(3) 0.0249(7) Uani 1 1 d . . . . .
C14 C 0.4203(4) 0.6487(3) 0.9214(3) 0.0340(8) Uani 1 1 d . . . . .
H14 H 0.3805 0.6101 0.9905 0.041 Uiso 1 1 calc R . . . .
C15 C 0.3924(4) 0.6434(3) 0.8180(3) 0.0330(8) Uani 1 1 d . . . . .
H15 H 0.3306 0.5999 0.8011 0.040 Uiso 1 1 calc R . . . .
C20 C 0.5230(3) 0.8635(3) 0.4427(3) 0.0319(8) Uani 1 1 d . . . . .
H20 H 0.5502 0.9370 0.3959 0.038 Uiso 1 1 calc R . . . .
C18 C 0.4492(4) 0.6731(4) 0.4604(3) 0.0355(8) Uani 1 1 d . . . . .
H18 H 0.4257 0.6168 0.4281 0.043 Uiso 1 1 calc R . . . .
C19 C 0.4908(3) 0.7812(4) 0.3913(3) 0.0345(8) Uani 1 1 d . . . . .
H19 H 0.4971 0.7987 0.3122 0.041 Uiso 1 1 calc R . . . .
C21 C 0.5754(4) 0.7542(3) 0.9983(3) 0.0311(7) Uani 1 1 d . . . . .
H21A H 0.6680 0.7457 0.9919 0.037 Uiso 1 1 calc R . . . .
H21B H 0.5525 0.6970 1.0716 0.037 Uiso 1 1 calc R . . . .
F1 F 0.1707(3) 0.2673(2) 0.7583(4) 0.0882(12) Uani 1 1 d . . . . .
F4 F 0.0812(4) 0.4127(3) 0.6095(3) 0.0886(11) Uani 1 1 d . . . . .
F6 F 0.2886(4) 0.4134(4) 0.6668(6) 0.181(3) Uani 1 1 d . . . . .
F5 F 0.2171(5) 0.4102(3) 0.8341(4) 0.1254(19) Uani 1 1 d . . . . .
C26 C 0.2711(5) 0.4925(4) 0.2724(4) 0.0508(12) Uani 1 1 d . . . . .
C25 C 0.2081(5) 0.3996(5) 0.3609(4) 0.0652(15) Uani 1 1 d . . . . .
H25A H 0.1965 0.3333 0.3339 0.098 Uiso 1 1 calc GR . . . .
H25B H 0.1261 0.4336 0.3781 0.098 Uiso 1 1 calc GR . . . .
H25C H 0.2602 0.3708 0.4291 0.098 Uiso 1 1 calc GR . . . .
N7 N 0.3212(5) 0.5640(4) 0.2048(4) 0.0680(13) Uani 1 1 d . . . . .
C12 C 1.0706(3) 1.0759(3) 1.0341(3) 0.0285(7) Uani 1 1 d . . . . .
H12 H 1.1172 1.1278 1.0569 0.034 Uiso 1 1 calc R . . . .
N8 N -0.0760(16) 0.6692(12) 0.8778(14) 0.136(6) Uani 0.5 1 d . . P A -1
C1A C -0.0526(18) 0.5722(13) 0.9429(13) 0.143(14) Uani 0.5 1 d G . P A -1
C1B C -0.023(3) 0.4509(16) 1.0243(17) 0.164(16) Uani 0.5 1 d G . P A -1
H1BA H -0.0327 0.3920 0.9872 0.246 Uiso 0.5 1 calc GR . P A -1
H1BB H -0.0813 0.4381 1.0881 0.246 Uiso 0.5 1 calc GR . P A -1
H1BC H 0.0631 0.4426 1.0514 0.246 Uiso 0.5 1 calc GR . P A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ag1 C1 2.102(3) . ?
Ag1 C13 2.108(3) . ?
P1 F2 1.586(2) . ?
P1 F3 1.605(3) . ?
P1 F1 1.581(3) . ?
P1 F4 1.587(3) . ?
P1 F6 1.527(3) . ?
P1 F5 1.558(4) . ?
N5 C16 1.432(4) . ?
N5 C13 1.359(4) . ?
N5 C15 1.394(4) . ?
N6 C16 1.327(4) . ?
N6 C20 1.335(5) . ?
N1 C1 1.348(4) . ?
N1 C2 1.382(4) . ?
N1 C9 1.468(4) . ?
N4 C13 1.342(4) . ?
N4 C14 1.380(5) . ?
N4 C21 1.466(4) . ?
N2 C1 1.366(4) . ?
N2 C3 1.387(4) . ?
N2 C4 1.436(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.389(5) . ?
C23 C22 1.392(5) . ?
C24 H24 0.9300 . ?
C24 C22 1.387(5) 2_677 ?
C22 C24 1.387(5) 2_677 ?
C22 C21 1.518(5) . ?
C16 C17 1.386(5) . ?
C11 H11 0.9300 . ?
C11 C10 1.390(5) . ?
C11 C12 1.391(5) . ?
N3 C4 1.333(4) . ?
N3 C8 1.354(5) . ?
C3 H3 0.9300 . ?
C3 C2 1.334(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.376(5) . ?
C4 C5 1.367(5) . ?
C2 H2 0.9300 . ?
C7 H7 0.9300 . ?
C7 C8 1.378(5) . ?
C7 C6 1.377(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.379(5) . ?
C8 H8 0.9300 . ?
C6 H6 0.9300 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.516(5) . ?
C10 C12 1.382(5) 2_777 ?
C14 H14 0.9300 . ?
C14 C15 1.339(5) . ?
C15 H15 0.9300 . ?
C20 H20 0.9300 . ?
C20 C19 1.388(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.375(5) . ?
C19 H19 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C26 C25 1.456(7) . ?
C26 N7 1.127(6) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C12 C10 1.382(5) 2_777 ?
C12 H12 0.9300 . ?
N8 C1A 1.1625 . ?
C1A C1B 1.4532 . ?
C1B H1BA 0.9600 . ?
C1B H1BB 0.9600 . ?
C1B H1BC 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Ag1 C13 166.80(12) . . ?
F2 P1 F3 89.20(15) . . ?
F2 P1 F4 91.19(18) . . ?
F1 P1 F2 179.30(17) . . ?
F1 P1 F3 90.22(17) . . ?
F1 P1 F4 88.4(2) . . ?
F4 P1 F3 85.37(19) . . ?
F6 P1 F2 91.21(19) . . ?
F6 P1 F3 178.9(3) . . ?
F6 P1 F1 89.4(2) . . ?
F6 P1 F4 95.6(3) . . ?
F6 P1 F5 89.2(4) . . ?
F5 P1 F2 87.97(19) . . ?
F5 P1 F3 89.9(2) . . ?
F5 P1 F1 92.4(2) . . ?
F5 P1 F4 175.2(3) . . ?
C13 N5 C16 124.1(3) . . ?
C13 N5 C15 111.2(3) . . ?
C15 N5 C16 124.7(3) . . ?
C16 N6 C20 116.5(3) . . ?
C1 N1 C2 111.9(3) . . ?
C1 N1 C9 125.1(3) . . ?
C2 N1 C9 123.0(3) . . ?
C13 N4 C14 111.9(3) . . ?
C13 N4 C21 123.9(3) . . ?
C14 N4 C21 124.2(3) . . ?
C1 N2 C3 111.3(3) . . ?
C1 N2 C4 124.7(3) . . ?
C3 N2 C4 124.0(3) . . ?
C24 C23 H23 119.6 . . ?
C24 C23 C22 120.8(3) . . ?
C22 C23 H23 119.6 . . ?
C23 C24 H24 119.7 . . ?
C22 C24 C23 120.7(3) 2_677 . ?
C22 C24 H24 119.7 2_677 . ?
C23 C22 C21 117.9(3) . . ?
C24 C22 C23 118.6(3) 2_677 . ?
C24 C22 C21 123.5(3) 2_677 . ?
N1 C1 Ag1 127.0(2) . . ?
N1 C1 N2 103.4(3) . . ?
N2 C1 Ag1 128.9(2) . . ?
N6 C16 N5 115.0(3) . . ?
N6 C16 C17 124.9(3) . . ?
C17 C16 N5 120.1(3) . . ?
C10 C11 H11 119.6 . . ?
C10 C11 C12 120.9(3) . . ?
C12 C11 H11 119.6 . . ?
C4 N3 C8 116.7(3) . . ?
N2 C3 H3 126.8 . . ?
C2 C3 N2 106.5(3) . . ?
C2 C3 H3 126.8 . . ?
C16 C17 H17 121.4 . . ?
C18 C17 C16 117.2(3) . . ?
C18 C17 H17 121.4 . . ?
N3 C4 N2 116.8(3) . . ?
N3 C4 C5 124.1(3) . . ?
C5 C4 N2 119.1(3) . . ?
N1 C2 H2 126.6 . . ?
C3 C2 N1 106.9(3) . . ?
C3 C2 H2 126.6 . . ?
C8 C7 H7 121.2 . . ?
C6 C7 H7 121.2 . . ?
C6 C7 C8 117.6(3) . . ?
C4 C5 H5 121.1 . . ?
C4 C5 C6 117.8(3) . . ?
C6 C5 H5 121.1 . . ?
N3 C8 C7 123.4(3) . . ?
N3 C8 H8 118.3 . . ?
C7 C8 H8 118.3 . . ?
C7 C6 C5 120.3(3) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
N1 C9 H9A 109.2 . . ?
N1 C9 H9B 109.2 . . ?
N1 C9 C10 112.0(3) . . ?
H9A C9 H9B 107.9 . . ?
C10 C9 H9A 109.2 . . ?
C10 C9 H9B 109.2 . . ?
C11 C10 C9 120.8(3) . . ?
C12 C10 C11 118.5(3) 2_777 . ?
C12 C10 C9 120.6(3) 2_777 . ?
N5 C13 Ag1 127.4(2) . . ?
N4 C13 Ag1 128.1(2) . . ?
N4 C13 N5 103.9(3) . . ?
N4 C14 H14 126.5 . . ?
C15 C14 N4 107.0(3) . . ?
C15 C14 H14 126.5 . . ?
N5 C15 H15 127.0 . . ?
C14 C15 N5 106.0(3) . . ?
C14 C15 H15 127.0 . . ?
N6 C20 H20 118.3 . . ?
N6 C20 C19 123.4(3) . . ?
C19 C20 H20 118.3 . . ?
C17 C18 H18 120.2 . . ?
C19 C18 C17 119.7(3) . . ?
C19 C18 H18 120.2 . . ?
C20 C19 H19 120.8 . . ?
C18 C19 C20 118.3(3) . . ?
C18 C19 H19 120.8 . . ?
N4 C21 C22 114.0(3) . . ?
N4 C21 H21A 108.8 . . ?
N4 C21 H21B 108.8 . . ?
C22 C21 H21A 108.8 . . ?
C22 C21 H21B 108.8 . . ?
H21A C21 H21B 107.6 . . ?
N7 C26 C25 179.1(6) . . ?
C26 C25 H25A 109.5 . . ?
C26 C25 H25B 109.5 . . ?
C26 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C11 C12 H12 119.7 . . ?
C10 C12 C11 120.6(3) 2_777 . ?
C10 C12 H12 119.7 2_777 . ?
N8 C1A C1B 179.98(16) . . ?
C1A C1B H1BA 109.5 . . ?
C1A C1B H1BB 109.5 . . ?
C1A C1B H1BC 109.5 . . ?
H1BA C1B H1BB 109.5 . . ?
H1BA C1B H1BC 109.5 . . ?
H1BB C1B H1BC 109.5 . . ?

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
N5 C16 C17 C18 -178.8(3) . . . . ?
N6 C16 C17 C18 -0.5(5) . . . . ?
N6 C20 C19 C18 0.7(5) . . . . ?
N1 C9 C10 C11 93.6(4) . . . . ?
N1 C9 C10 C12 -83.9(4) . . . 2_777 ?
N4 C14 C15 N5 -0.8(4) . . . . ?
N2 C3 C2 N1 -0.8(4) . . . . ?
N2 C4 C5 C6 177.5(3) . . . . ?
C23 C22 C21 N4 -174.6(3) . . . . ?
C24 C23 C22 C24 0.3(5) . . . 2_677 ?
C24 C23 C22 C21 179.0(3) . . . . ?
C24 C22 C21 N4 4.1(5) 2_677 . . . ?
C22 C23 C24 C22 -0.3(5) . . . 2_677 ?
C1 N1 C2 C3 0.6(4) . . . . ?
C1 N1 C9 C10 99.9(4) . . . . ?
C1 N2 C3 C2 0.9(4) . . . . ?
C1 N2 C4 N3 -18.8(5) . . . . ?
C1 N2 C4 C5 161.1(3) . . . . ?
C16 N5 C13 Ag1 8.4(5) . . . . ?
C16 N5 C13 N4 -179.9(3) . . . . ?
C16 N5 C15 C14 -179.7(3) . . . . ?
C16 N6 C20 C19 -0.3(5) . . . . ?
C16 C17 C18 C19 0.9(5) . . . . ?
N3 C4 C5 C6 -2.6(6) . . . . ?
C3 N2 C1 Ag1 170.0(2) . . . . ?
C3 N2 C1 N1 -0.5(4) . . . . ?
C3 N2 C4 N3 161.0(3) . . . . ?
C3 N2 C4 C5 -19.0(5) . . . . ?
C17 C18 C19 C20 -1.0(5) . . . . ?
C4 N2 C1 Ag1 -10.1(5) . . . . ?
C4 N2 C1 N1 179.4(3) . . . . ?
C4 N2 C3 C2 -179.0(3) . . . . ?
C4 N3 C8 C7 0.0(5) . . . . ?
C4 C5 C6 C7 1.7(6) . . . . ?
C2 N1 C1 Ag1 -170.8(2) . . . . ?
C2 N1 C1 N2 0.0(3) . . . . ?
C2 N1 C9 C10 -79.1(4) . . . . ?
C8 N3 C4 N2 -178.4(3) . . . . ?
C8 N3 C4 C5 1.7(5) . . . . ?
C8 C7 C6 C5 -0.2(6) . . . . ?
C6 C7 C8 N3 -0.7(6) . . . . ?
C9 N1 C1 Ag1 10.0(5) . . . . ?
C9 N1 C1 N2 -179.2(3) . . . . ?
C9 N1 C2 C3 179.8(3) . . . . ?
C10 C11 C12 C10 0.6(5) . . . 2_777 ?
C13 N5 C16 N6 -28.4(5) . . . . ?
C13 N5 C16 C17 150.0(3) . . . . ?
C13 N5 C15 C14 0.7(4) . . . . ?
C13 N4 C14 C15 0.8(4) . . . . ?
C13 N4 C21 C22 73.5(4) . . . . ?
C14 N4 C13 Ag1 171.3(2) . . . . ?
C14 N4 C13 N5 -0.3(4) . . . . ?
C14 N4 C21 C22 -103.6(4) . . . . ?
C15 N5 C16 N6 152.0(3) . . . . ?
C15 N5 C16 C17 -29.6(5) . . . . ?
C15 N5 C13 Ag1 -171.9(2) . . . . ?
C15 N5 C13 N4 -0.2(4) . . . . ?
C20 N6 C16 N5 178.5(3) . . . . ?
C20 N6 C16 C17 0.2(5) . . . . ?
C21 N4 C13 Ag1 -6.1(5) . . . . ?
C21 N4 C13 N5 -177.7(3) . . . . ?
C21 N4 C14 C15 178.2(3) . . . . ?
C12 C11 C10 C9 -178.2(3) . . . . ?
C12 C11 C10 C12 -0.6(5) . . . 2_777 ?

_olex2_submission_special_instructions 'No special instructions were received'
